cosmetic method to treat hair, formulation, kits and shampoo or conditioner

专利摘要:
METHODS FOR TREATING HAIR AND SKIN SUMMARY Compositions, kits and methods for repairing bonds, for example, disulfide bonds, on damaged hair or skin are disclosed. The compositions provide improved conditioning benefit for dry hair or moisturize the skin. The compositions also provide a long-lasting hydrated feeling and a smooth feeling for the skin or hair, without feeling of greasiness. The compositions contain one or more compounds that covalently bond to at least two thiol groups in the hair or skin. Use of the bonding compositions prevents the reversed repaired bonds of the hair to its state of free thiol, for at least a week or a month, or more, after applying the composition. Improvement methods of hair styling, for example curved permanent hair, hair curling, hair coloring or enhancement, and straightening are also provided.
公开号:BR112016002255B1
申请号:R112016002255-6
申请日:2014-08-01
公开日:2020-06-30
发明作者:Eric D. Pressly；Craig J. Hawker
申请人:Olaplex, Inc.；
IPC主号:

专利说明:

[0001] [0001] This application is a non-provisional application for US Provisional Application No. Serial 62 / 000,340, filed on May 19, 2014. This application also claims priority for US Patent Application No. 14 / 257,056, filed on April 21, 2014, which is a non-provisional application for US Provisional Patent Application No. Serial 61 / 861,281, filed on August 1, 2013 and US Provisional Patent Application Serial No. 61 / 885,898, filed on 2 October 2013. This application also claims priority for US Patent Application No. 14 / 257,089, filed on April 21, 2014, which is a non-provisional application for US Provisional Patent Application No. Serial 61 / 861,281, filed on 1st August 2013; U.S. Provisional Patent Application Serial No. 61 / 867,872, filed August 20, 2013; and US Provisional Patent Application No. Serial 61 / 903,239, filed on November 12, 2013. This application also claims priority for US Patent Application No. 14 / 257,076, filed on April 21, 2014, which is a non-provisional application for US Provisional Patent Application No. Serial 61 / 861,281, filed on August 1, 2013 and US Provisional Patent Application No. Serial 61 / 885,898, filed on October 2, 2013. The disclosures of which are incorporated in this document by reference in its entirety. FIELD OF THE INVENTION
[0002] [0002] The present invention generally relates to compositions and methods for the treatment of hair or skin, particularly for the repair of disulfide bonds in hair or skin. BACKGROUND OF THE INVENTION
[0003] [0003] Hair is made up of many long protein chains made up of blocks of amino acids. These chains, or polymers, are linked to each other through 1) hydrogen bonding, 2) salt bridges between acid and base groups and 3) disulfide bonds. Water reversibly cleaves hydrogen bonds. This makes wet hair easy to shape and fix. When the water evaporates, hydrogen bonds are formed in new positions, keeping the hair in this shape. In strongly acidic solutions, such as where the pH is 1.0 to 2.0, hydrogen bonds and salt bonds are broken. Disulfide bonds, however, can still hold protein chains together in the hair in such conditions.
[0004] [0004] At a slightly alkaline pH of 8.5, some disulfide bonds are broken (Dombrink et al., Chem Matters, 1983, page 8). Repeated washing with slightly alkaline shampoo damages the hair by breaking the disulfide bonds more and more. This causes the cuticle or outer surface of the hair strands to become disheveled and generally leaves the hair in a wet, tangled and unmanageable state. This is one of the causes of "split ends". Once the hair dries, it is often left in a dry, rough or curly condition. In addition, the rough hair captures light unevenly and makes the hair look dull and dull. Hair can also be left with increased levels of static after drying, which can interfere with styling and result in a condition commonly referred to as "flowing hair".
[0005] [0005] Disulfide bonds are also broken due to heating or the use of various reducing treatments. Current compositions and methods for curling and straightening mammalian hair use reducing agents such as thioglycolic acid, particularly as the ammonium salt, to cleave the cystine disulfide bonds in the hair. Once the disulfide bonds are broken, and the hair is placed under tension to establish the final style (for example, straight, wavy or curly), the disulfide bonds are reestablished. Oxidation to restore reduced bonds can be achieved by simply exposing the hair to atmospheric oxygen, but this oxidation step is very slow and of very little practical use. Generally, hydrogen peroxide or sodium bromate is used as the oxidizing agent. However, the newly formed disulfide bonds are under stress to maintain the new shape of the hair, so they break easily, resulting in a reversal of hair style over time. In addition, the use of peroxides in the hair styling process can result in damaged hair, removing unnatural hair colors, and / or making hair frizzy. In addition, some latent free thiolates can remain in the hair even after oxidative treatment.
[0006] [0006] Treatment with peroxides used in the hair styling process results in the following reaction: 2 KSH + H ₂ O ₂ → KSSK + 2 H ₂ O (Rxn I) where K represents keratin in hair. However, if two groups of KSH are not present for the reaction (Rxn I) to take place, it is believed that the following reaction occurs, which results in damaged hair. KSH + 3 H ₂ O ₂ → K-SO2-OH + 3 H ₂ O (Rxn II)
[0007] [0007] Keratin is also an important component in the skin. Damage to the keratin disulfide bonds can cause diseased or peeled skin. Maintaining the keratin disulfide bonds keeps skin healthy and prevents cracking and splitting.
[0008] [0008] A variety of approaches have been developed to alleviate these problems, including post-shampoo application of hair conditioners, such as rinses and rinses. Normally, conditioning washes put the oily coating back on, especially on the damaged part of the hair where the cuticle has become disheveled, as conditioners cling better to these parts. However, a conditioner that is too much or too heavy will cause the hair to become more sticky, thus attracting dirt and often making more shampoo treatments necessary. Normally conditioners do not bind to free thiols in the hair.
[0009] [0009] The use of cationic polymers to form coacervates to provide hair conditioning benefits is known, as described in International Publication Orders WO 93/08787 to King et al. and WO 95/01152 by Napolione et al. Commonly used cationic deposition polymers include natural polymers, such as guar gum polymers, which have been modified with cationic substituents. The selection of a cationic guar polymer with sufficient charge density and molecular weight results in sufficient deposition of conditioning agents when incorporated into a body wash or shampoo. However, a relatively high level of such a cationic guar polymer should generally be deposited on the hair or skin. In addition, the cost of such a cationic guar polymer is relatively high. As a result, the incorporation of guar cationic polymers can increase the production costs of such shampoo compositions. In addition, these shampoo compositions are usually useful for conditioning wet hair, but are not capable of providing a satisfying soft feel for dry hair. In addition, these conditioners do not bind to free thiols in the hair.
[0010] [0010] US Patent No. 5,656,265 to Bailei et al. reveals a hair styling conditioning process style for use after hair treatment with a reducing agent. The process involves putting a compound with an electrophilic group and at least one hydrophobic group in contact with the hair. According to Bailei, electrophilic groups react with thiol groups to provide a plurality of hydrophobic groups in the hair. However, these conditioners do not bind to the free thiols in the hair.
[0011] [0011] There is a need for hair formulations and treatments that can provide better conditioning benefit for the hair. Specifically, there is a need to provide long-lasting hydrated feeling, soft feeling and manageability control for hair when it is dry. There is also a need for hair formulations and treatments that repair free latent thiols in the hair.
[0012] [0012] There is a need for hair formulations and treatments that repair and / or strengthen damaged hair and rebuild stronger bonds in hair treated with reducing agents.
[0013] [0013] There is also a need for skin formulations and treatments that provide improved conditioning and / or moisturizer benefit for the skin. In particular, there is a need to provide a long-lasting hydrated and smooth feeling to the skin. There is also a need for skin formulations and treatments that repair free latent thiols in the skin.
[0014] [0014] Therefore, it is an object of the present invention to provide better compositions and methods to repair and / or strengthen damaged hair.
[0015] [0015] It is also an object of the present invention to provide compositions and methods for using these compositions that repair and / or strengthen the hair after a wash or reduction treatment.
[0016] [0016] It is also an object of the present invention to provide compositions and methods for conditioning, hydrating, and / or other way of treating the skin. SUMMARY OF THE INVENTION
[0017] [0017] Compositions, kits and methods for repairing bonds, for example, disulfide bonds, on damaged hair or skin, are disclosed. The compositions provide improved conditioning benefit for dry hair or moisturize the skin. Specifically, the compositions provide long-lasting hydrated feeling and smooth feeling without leaving greasy hair, improved appearance (e.g. shine), increased dry strength (elastic strength), ease of combing hair when wet or dry, less hair breakage and decreases the frizz. The compositions also provide a long-lasting hydrated and smooth skin feel.
[0018] [0018] The compositions contain one or more compounds that interact with keratin through more than one binding event (for example, absorption, binding, etc.) that may involve the reaction with one or more thiols in the hair or skin. Bonding here is defined as the formation of covalent bonds, ionic bonds or hydrogen bonds etc. Under normal hair washing conditions, including washing and conditioning, the covalent bonds formed are not susceptible to reduction or hydrolysis. Use of the bonding compositions prevents the reversion of repaired bonds of the hair to its state of free thiol, for at least a week, two weeks, three weeks, four weeks, a month or two months, or more, after applying the composition.
[0019] [0019] Methods for improving hair styling, for example curved permanent hair, hair curling and straightening are also provided. Binding compositions can be applied every time the hair is washed or daily, once a week, twice a week, biweekly, once monthly, alternating months, or at less frequent intervals. Preferably, the binding compositions are applied weekly or once a month to achieve the desired results.
[0020] [0020] Traditional methods of curved permanent hair, hair curling or straightening use hydrogen peroxide to rebuild disulfide bonds after a reduction treatment. The process usually takes about three days to complete. The methods disclosed in this document use binding agents to repair hair; these binding agents are washed from the individual's hair on the same day they are applied to the hair. In some embodiments, the linkers and free thiol groups form a carbon-sulfur covalent bond. Under the same conditions, such as temperature and humidity, the hair treated with the binding agents takes longer to revert to its previous state, compared to the same hair that is not treated. The binding agent may contain one or more reactive groups, where the reactive functional groups are attached to the surface.
[0021] [0021] In one embodiment, the linker contains a linker or spacer and two or more reactive functional groups, wherein the reactive functional groups are covalently linked to the linker or spacer. In other embodiments, the linker contains a spacer or linker that forms a salt with two or more reactive functional groups. In other embodiments, the binding agent contains one or more reactive groups, where the reactive functional groups interact with the surface of the hair or functional groups in the hair. DETAILED DESCRIPTION OF THE INVENTION I. Definitions
[0022] [0022] The term "hair" refers to one or more than one hair, as well as the natural components of hair, such as a body oil. Hair also refers to virgin or processed hair, for example, hair that has been exposed to hair curling or straightening formulations.
[0023] [0023] An "effective" amount, for example, of the binding agent or compositions described herein, refers to an amount of the binding agent in a composition or formulation which, when applied as part of a desired dosage regimen, binds free thiols in the hair.
[0024] [0024] "Pharmaceutically acceptable" and "cosmetically acceptable" are used interchangeably and refer to those compounds, materials, compositions and / or pharmaceutical forms that are, in the context of good medical judgment, suitable for use in contact with human and animal tissues without excessive toxicity, irritation, allergic reaction, or other proportional problems or complications with a reasonable risk / benefit ratio. More specifically, pharmaceutically acceptable refers to a material, compound or composition that is suitable for use in contact with the skin, hair or scalp. Pharmaceutically acceptable materials are known to those skilled in the art.
[0025] [0025] "Shampoo", as used here, generally refers to a liquid or semi-solid formulation applied to hair that contains detergent or soap to wash hair.
[0026] [0026] "Conditioner", as used here, generally refers to a formulation (for example, liquid, cream, lotion, gel, semi-solid) applied to hair to soften hair, straighten hair, and / or change the shine of the hair. hair.
[0027] [0027] "Analog" and "Derivative" are used interchangeably here and refer to a compound that has the same nucleus as the parent compound, but differs from the parent compound in the order of binding, absence or the presence of one or more atoms and / or groups of atoms and their combinations. The derivative may differ from the parent compound, for example, in one or more substituents present in the nucleus, which may include one or more atoms, functional groups or substructures. In general, a derivative can be imagined to be formed, at least theoretically, from the parent compound through chemical and / or physical processes.
[0028] [0028] "Electrophilic group" or "electrophilic fraction" are used interchangeably and refer to one or more functional groups or fractions that have an affinity for or attract electrons.
[0029] [0029] "Michael's acceptor", as used here, is a kind of electrophilic groups or fractions that participate in nucleophilic addition reactions. Michael's acceptor may be or may contain an α, β unsaturated carbonyl-containing group or fraction, such as a ketone. Other Michael acceptors include pi-bonds, such as double or triple bonds conjugated to other electron withdrawal groups containing pi bonds, such as nitro groups, nitrile groups and carboxylic acid groups.
[0030] [0030] "Alkyl", as used herein, refers to the radical of the saturated or unsaturated aliphatic groups, including straight chain alkyl, alkenyl or alkenyl groups, branched chain alkyl, alkenyl or alkynyl groups, cycloalkyl, cycloalkenyl or cycloalkenyl groups (alicyclic), cycloalkyl, cycloalkenyl or cycloalkynyl groups substituted with alkyl, and alkyl, alkenyl or alkynyl groups substituted with cycloalkyl. Unless otherwise indicated, a straight or branched chain alkyl has 30 or less carbon atoms in its main structure (for example, C ₁ - C ₃₀ for straight chain, C ₃ - C ₃₀ for branched chain), more preferably 20 or less carbon atoms, more preferably 12 or less carbon atoms and more preferably 8 or less carbon atoms. In some embodiments, the chain has 1-6 carbons. Likewise, preferred cycloalkyls have 3 to 10 carbon atoms in their ring structure, and more preferably they have 5, 6 or 7 carbons in the ring structure. The ranges presented above are inclusive of all values between the minimum and the maximum value.
[0031] [0031] The term "alkyl" includes "unsubstituted alkis" and "substituted alkis", the latter of which refers to fractions of alkyl having one or more substituents replacing a hydrogen in one or more carbons of the main hydrocarbon structure. Such substituents include, but are not limited to, halogen, hydroxyl, carbonyl (such as a carboxyl, alkoxycarbonyl, formyl or an acyl), thiocarbonyl (such as a thioester, a thioacetate or a thiophormate), alkoxy, phosphoryl, phosphate, phosphonate, a phosphinate, amino, starch, amidine, imine, cyano, nitro, azido, sulfhydryl, alkylthio, sulfate, sulfonate, sulfamoyl, sulfonamido, sulfonyl, heterocyclyl, aralkyl or an aromatic or heteroaromatic fraction.
[0032] [0032] Unless the number of carbons is otherwise specified, "lower alkyl" as used herein means an alkyl group, as defined above, but having one to ten carbons, more preferably one to six carbon atoms in its main structure. Likewise, "lower alkenyl" and "lower alkynyl" have similar chain lengths. Preferred alkyl groups are lower alkyls.
[0033] [0033] Alkyl groups can also contain one or more heteroatoms within the main carbon structure. Examples include oxygen, nitrogen, sulfur and their combinations. In certain embodiments, the alkyl group contains between one and four heteroatoms.
[0034] [0034] "Alkenyl" and "Alquinyl", as used here, refer to unsaturated aliphatic groups containing one or more double or triple bonds analogous in length (for example, C ₂ -C ₃₀ ) and possible substitution for alkyl groups described above.
[0035] [0035] "Aril", as used here, refers to aromatic rings of 5, 6 and 7 members. The ring can be a biheterocyclic, bicarbocyclic, fused heterocyclic, fused carbocyclic, heterocyclic, carbocyclic ring system, optionally substituted as described above for alkyl. Widely defined, "Ar", as used here, includes aromatic single-ring groups of 5, 6 and 7 members that can include from zero to four heteroatoms. Examples include, but are not limited to, benzene, pyrrole, furan, thiophene, imidazole, oxazole, thiazole, triazole, pyrazole, pyridine, pyrazine, pyridazine and pyrimidine. Such aryl groups having hetero atoms in the ring structure can also be referred to as "heteroaryl", "aryl heterocycles" or "heteroaromatics". The aromatic ring can be substituted at one or more ring positions with such substituents as described above, for example, halogen, azide, alkyl, aralkyl, alkenyl, alkynyl, cycloalkyl, hydroxyl, alkoxy, amino, nitro, sulfhydryl, imino, starch , phosphonate, phosphinate, carbonyl, carboxyl, silyl, ether, alkylthio, sulfonyl, sulfonamido, ketone, aldehyde, ester, heterocyclyl, aromatic or heteroaromatic fractions, perfluoroalkyl and cyano. The term "Ar" also includes polycyclic ring systems having two or more cyclic rings, where two or more carbons are common to the two adjacent rings (the rings are "fused rings") in which at least one of the rings is aromatic, for example For example, the other cyclic rings can be cycloalkyls, cycloalkenis, cycloalkynis, aris and / or heterocycles, or both rings are aromatic.
[0036] [0036] "Alkylaryl", as used herein, refers to an alkyl group substituted with an aryl group (for example, an aromatic or heteroaromatic group).
[0037] [0037] "Heterocycle" or "heterocyclic", as used herein, refers to a cyclic radical attached through a carbon or nitrogen ring to a bicyclic or monocyclic ring containing 3-10 ring atoms, and preferably from 5-6 ring atoms, containing carbon and from one to four heteroatoms each selected from non-peroxide oxygen, sulfur and N (i) where i is absent or is H, O, (C _1-4 ) alkyl, phenyl or benzyl and optionally containing one or more double or triple bonds and optionally substituted with one or more substituents. The term "heterocycle" also encompasses substituted and unsubstituted heteroaryl rings. Examples of heterocyclic ring include but are not limited to , benzimidazolyl, benzofuranyl, benzotiofuranil, benzothiophenyl, benzoxazolyl, benzoxazolinil, benzothiazolyl, benzotriazolyl, benzotetrazolil, benzisoxazolyl, benzisothiazolyl, benzimidazolinyl, carbazolyl, 4a H -carbazolil, carbolinil, chromanyl, chromenyl, cinnolinyl, decahidroquinolinil, 2 H, 6 H -1,5,2- dithiazinil, dihydrofuro [2,3- b ] tetrahydrofuranil, furanil, furazanil, Imidazolinidil, imidazolinyl, imidazole, 1 H -indazolil, indolenil, indolinyl, indolizinil, indolyl, 3 , 4-indolyl, isatinoyl, isobenzofuranyl, isochromanyl, isoindazolyl, isoindolinyl, isoindolyl, isoquinolinyl, isothiazolyl, isoxazolyl, methylenedioxiphenyl, morpholinyl, naphthyridinyl, octahidroisoquinolinyl, 1,2-oxadiazolyl, 1,2-oxadiazolyl , 2,5-oxadiazolyl, 1,3,4-oxadiazolyl, oxazolidinyl, oxazolyl, oxindolyl, pyrimidinyl, phenanthridinyl, phenanthrolinyl, phenazinyl, phenothiazinyl, phenoxatinil, phenoxazinyl, phthalazinyl, piperazinyl, piperidinyl, piperidonyl, 4-piperidonyl, piperonyl, pteridinyl, purinyl, pyranyl, pyrazinyl, pyrazolidinyl, pyrazolinyl, pyrazolyl, pyridazinyl, pyridooxazole, pyridoimidazole, pyridothiazol, pyridinyl, pyridinyl, pyrimidyl, pyrimidyl, pyrimidyl, pyrimidyl, pyrimidyl, pyridinyl, pyridinyl, pyridinyl, pyridinyl, pyridinyl, pyridinyl, pyridine, pyridine 4 H -quinolizinyl, quinoxalinyl, rFSHR, tetrahydrofuranil, tetrahydroisoquinolinyl, tetrahydroquinolinyl, tetrazolyl, 6 H -1,2,5-thiadiazinyl, 1,2,3-thiadiazolyl, 1,2,4-thiadiazolil, 1,2,5- thiadiazolyl, 1,3,4-thiadiazolyl, thiantrenyl, thiazoyl, thienyl, thienothiazolyl, thienooxazolyl, thienoimidazolyl, thiophenyl and xanthenyl.
[0038] [0038] "Heteroaryl", as used here, refers to a monocyclic aromatic ring, containing five or six ring atoms containing carbon and 1,2, 3 or 4 heteroatoms each selected from non-oxygen peroxide, sulfur and N (i), where i is absent or is H, O, (C ₁ -C ₈ ) alkyl, phenyl or benzyl. Examples of non-limiting heteroaryl groups include, but are not limited to, furyl, imidazolyl, triazolyl, triazinyl, oxazoil, isoxazoil, thiazoyl, isothiazoyl, pyrazolyl, piraxolil, pyrrolyl, pyrazinyl, tetrazolyl, pyridyl (or their N-oxide) , pyrimidinyl (or its N-oxide), indole, isoquinolyl (or its N-oxide), quinolyl (or its N-oxide) and the like. The term "heteroaryl" may include radicals of an ortho-fused bicyclic ring of approximately 8 to 9 ring atoms derived therefrom, particularly a benz derivative or a derivative by the fusion of a propylene, trimethylene or tetramethylene diradical there. Examples of heteroaryl include, but are not limited to, furyl, imidazolyl, triazolyl, triazinyl, oxazoil, isoxazoil, thiazoyl, isothiazoyl, piraxolil, pyrrolyl, pyrazinyl, tetrazolyl, pyridyl (or its N-oxide), thienyl, pyrimidin -oxide), indole, isoquinolyl (or its N-oxide), quinolyl (or its N-oxide) and the like.
[0039] [0039] "Halogen", as used here, refers to fluorine, chlorine, bromine or iodine.
[0040] [0040] The term "substituted" as used here, refers to all of the allowable substituents on the compounds described in this document. In the broadest sense, admissible substituents include acyclic and cyclic, branched and unbranched, carbocyclic and heterocyclic, aromatic and non-aromatic organic compounds. Illustrative substituents include, but are not limited to halogens, hydroxyl groups or any other organic groupings containing any number of carbon atoms, preferably 1-14 carbon atoms and optionally, one or more heteroatoms such as oxygen, sulfur or nitrogen groups in linear, branched or cyclic structural shapes. Representative substituents include alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, phenyl, substituted phenyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, halo, hydroxyl, alkoxy, substituted alkoxy, phenoxy, substituted phenoxy, aroxy, aroxy substituted, alkylthio, substituted alkylthio, phenylthio, substituted phenylthio, arylthio, substituted ariltio, cyano, isociano, substituted isociano, carbonyl, substituted carbonyl, carboxyl, substituted carboxyl, amino, substituted amino, starch, substituted starch, substituted sulfonyl, sulfonic acid, phosphoryl, phosphoryl substituted metilfosfonil, metilfosfonil substituted polyaryl, substituted polyaryl, C ₃ -C ₂₀ cyclic, C ₃ -C ₂₀ substituted cyclic, heterocyclic groups, substituted heterocyclic, amino acid, peptide , and polypeptide.
[0041] [0041] Heteroatoms, such as nitrogen, may have hydrogen substituents and / or any permissible substituents of organic compounds described herein that satisfy the valences of heteroatoms. It is understood that "substitution" or "substituted" includes the implicit condition that such substitution conforms to the allowed valence of the substituted atom and the substituent, and that the substitution results in a stable compound, that is, a compound that spontaneously does not undergoes transformation such as rearrangement, cyclization, elimination, etc.
[0042] [0042] "Polymer", as used here, refers to a molecule containing more than 10 monomer units.
[0043] [0043] "Water soluble", as used here, generally means that at least 10, 50, 100, 125, 150, 200, 225 or 250 g is soluble in 1L of water at 25 ° C.
[0044] [0044] "Binding agent", as used here, means, as used in this document, a molecule that forms hydrogen or ionic bond, covalent etc. with the hair and generally includes the formation of at least one covalent bond with a free thiol. II. Liaison Formations
[0045] [0045] The formulations disclosed here are aimed at the treatment of hair or skin. In particular, formulations can reconstruct latent disulfide bonds in hair or skin. In addition, formulations can react with free amines in the hair to provide a conditioning effect.
[0046] [0046] The formulations contain one or more binding agents (also referred to in this document as "compounds" or "active agents").
[0047] [0047] Binding agents can be combined with one or more pharmaceutically acceptable carriers and / or excipients that are considered safe and effective for human hair, skin, and / or human scalp and can be administered to the individual's hair without causing undesirable side effects, such as burning, itching, and / or redness or similar adverse reactions. Most formulations may contain an excipient which makes the formulations pH neutral, or a pH ranging from about pH 3 to about pH 12, preferably from pH 5 to pH 8.
[0048] [0048] The binding agent is normally present in an amount ranging from 0.01% by weight to about 50% by weight of the formulation, preferably from about 1% by weight to about 25% by weight of the formulation, more preferably from about 1% by weight to about 15% by weight, more preferably from about 1% by weight to about 10% by weight. Typically, the binding agent is about 2.5-3% by weight of the formulation.
[0049] [0049] The binding agent is stable in aqueous solution for a period of at least 2, 3, 4, 5, 6, 8, 9, 10, 11 or 12 months or longer at a pH of 6 to 8 and a temperature of approximately 25-30 ° C, preferably about 25 ° C. "Stable" as used here with respect to half-life means that at least 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90 or 95% of the reactive fractions are intact or, as far as the reactive fractions react with water, the resulting product is also electrophilic. The. Liaison officer
[0050] [0050] The binding agent contains at least two reactive fractions capable of reacting with a thiol. The linker optionally contains a linker between the two or more reactive fractions. The ligand forms two or more ionic bonds with the reactive fractions. The reactive fractions, through reaction with thiol groups in the hair follicle, form bonds that are stable, for example, hydrolytically stable. "Stable" as used in reference to bonds between thiol groups in hair follicles means that the bonds remain intact for at least a week, two weeks, three weeks, four weeks, a month or two months or more when exposed to water at pH 6 -8, at a temperature of about 5 ° C to about 100 ° C, preferably from about 20 ° C to about 75 ° C, more preferably from about 20 ° C to about 50 ° C, more preferably from about 25 ° C to about 40 ° C, more preferably from about 25 ° C to about 30 ° C. In some embodiments, the temperature is around 25 ° C. It is also preferred that the ligation reaction takes place around room temperature, for example, from about 15 ° C to about 35 ° C, preferably from about 20 ° C to about 30 ° C, more preferably from about 22 ° C to about 27 ° C.
[0051] [0051] Binders generally have a low molecular weight and are compatible with aqueous or solvent delivery systems. In some embodiments, the compound is soluble in water. Low molecular weight is preferred, as it allows the molecule to diffuse in and out of the hair at a reasonable rate. Molecular weights of less than 10,000 Da, 8,000 Da, 6,000 Da, 5,000 Da, 4,000 Da, 3,000 Da, 2,000 Da or 1,000 Da are preferred. In some embodiments, the molecular weight is less than 1500 Da, preferably less than 800 Da, most preferably less than 500 Daltons to achieve sufficient diffusion rates in conventional aqueous hair systems. i. Bonding agents defined by formula I
[0052] [0052] The bonding agents have a structure according to formula I:
[0053] [0053] Reactive fractions can be present in any atom of the ligand. In some modalities, the reactive fractions are the same. In some embodiments, one or more of the reactive fractions are different.
[0054] [0054] In some modalities, the reactive fractions are negatively charged and the ligand or spacer has positively charged fractions. In other embodiments, the reactive fractions are positively charged and the ligand or spacer has negatively charged fractions. ii. Binder
[0055] [0055] The reactive parts in the binding agents are preferably connected via a binder. The term "ligand", as used here, refers to one or more polyfunctional molecules, for example, trifunctional, tetrafunctional, bifunctional, etc., which can be used to ionically link the two or more reactive fractions and which do not interfere with reactive properties of binding agents. Reactive fractions can be associated with any part of the ligand.
[0056] [0056] Ligands can be a single atom, as a hetero atom (for example, O or S), a group of atoms, as a functional group (for example, Amine, -C (= O) -, -CH ₂ -) or several groups of atoms, such as an alkylene chain. Suitable binders include, but are not limited to, oxygen, sulfur, carbon, boron, nitrogen, alkoxy, alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, heterocycloalkyl, heteroaryl, ether, amine and a polymer.
[0057] [0057] The binder is optionally and independently substituted with one or more substituents including hydrogen, halogen, cyano, alkoxy, alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, heterocycloalkyl, heteroaryl, amine, hydroxy, formyl, acyl, carboxylic acid (- COOH), -C (O) R ¹ , -C (O) OR ¹ , carboxylate (-COO-), primary amide ( eg -CONH ₂ ), secondary amide ( eg -CONHR ¹ ), -C (O) NR ¹ R ² , -NR ¹ R ² , -NR ¹ S (O) ₂ R ² , -NR ¹ C (O) R ² , - S (O) ₂ R ² , -SR ¹ , and - S (O) ₂ NR ¹ R ² , sulfinyl group ( for example, -SOR ¹ ), and sulfonyl group (for example, -SOOR ¹ ); wherein R ¹ and R ² each independently are hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocycloalkyl and heteroaryl; wherein each of R ¹ and R ^{2 is} optionally and independently substituted with one or more substituents selected from the group consisting of halogen, hydroxyl, cyano, nitro, amino, alkylamino, dialkylamino, alkyl optionally substituted with one or more halogen or alkoxy or aryloxy, aryl optionally substituted with one or more halogen or alkoxy or alkyl or trihaloalkyl, heterocycloalkyl, optionally substituted with aryl or heteroaryl or = O or alkyl, optionally substituted with hydroxyl, cycloalkyl optionally substituted with hydroxyl, heteroaryl, optionally, substituted with one or more halogen or alkoxy or alkyl or trihaloalkyl, haloalkyl, hydroxyalkyl, carboxy, alkoxy, aryloxy, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl and dialkylaminocarbonyl.
[0058] [0058] In some embodiments, the binder may be an alkoxy, ether, alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, heterocycloalkyl, heteroaryl, amine or a polymer. In some embodiments, the binder is not a polymer. iii. Polymeric bonding agents
[0059] [0059] The bonding agent can be a polymer. In this way, the binder forms are either the main polymer structure having two or more ionically reactive fractions. Optionally, the polymeric linker can have a structure according to formula I. In some ways, for each occurrence of a monomer unit in the polymer, zero, one, two, three, four, or more reactive fractions can be ionically associated with the monomer. The reactive fractions in each monomer unit in the polymer can be the same or different.
[0060] [0060] In some modalities, at least one reactive fraction is present in each monomer unit. Alternatively, reactive fractions may be present in alternating monomer units. In some embodiments, reactive fractions are present in a minimum percentage of the monomer units in the polymer. For example, at least one reactive fraction can be present in 0.1%, 1%, 5%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95% or 100% of the monomer units in the polymer. Reactive fractions can be present in any atom in the monomer. Polymers
[0061] [0061] The polymer can be functionalized at the terminals (and / or within the main structure of the polymer) with one or more of the reactive fractions, AD. One or more monomers in the polymer can be functionalized so that one or more reactive fractions, AD, can be introduced ( for example, ionically associated) using methods known in the art. For ionically associated parts, salt is normally generated in situ.
[0062] [0062] A wide variety of polymers and methods for forming polymers are known in the art of polymer science. Polymers can be biodegradable or non-degradable polymers. Polymers can be natural or unnatural (synthetic) polymers. Polymers can be homopolymers or copolymers that comprise two or more monomers. In terms of sequence, copolymers can be random, block, or comprise a combination of random and block sequences. In some embodiments the polymers can be linear polymers, branched polymers or hyper-branched / dendritic polymers. Polymers can also be present as a coupled particle or surface functionalized inorganic particles. Suitable polymers include, but are not limited to, poly (vinyl acetate), styrene and alkyl acrylates copolymers, and vinyl acetate and acrylic acid copolymers, polyvinylpyrrolidone, dextran, carboxymethylcellulose, polyethylene glycol, polyalkylene and polyacrylates and polymethyl; polyanhydrides; polyorthoesters; polystyrene (PS), poly (ethylene-co-maleic anhydride), poly (co-L-dopamine-maleic anhydride), poly (co-phenylanine-maleic anhydride), poly (co-tyrosine-maleic anhydride), poly (butadiene -co-maleic anhydride), poly (butadiene-co-L-dopamine-maleic anhydride) (pBMAD), poly (butadiene-co-phenylanine-maleic anhydride), poly (butadiene-co-tyrosine-maleic anhydride), poly ( bis carboxy phenoxy propane-co-sebaceic anhydride (poly (CCP: SA)), alginate, and poly (co-sebaceic anhydride fumaric anhydride (p [FA: SA]), p [FA: SA] copolymers, polyacrylates and polyacrylamides, and their copolymers and combinations In some embodiments, the polymeric binder is preferably water-soluble.
[0063] [0063] For polymeric binders, the number of monomers is usually greater than or equal to 1, such as 1-10 ( eg, oligomer) or greater than 10 ( eg, polymer), such as 10-1000 or greater . iv. Reactive fractions that react with thiols
[0064] [0064] The bonding agent contains at least two reactive parts that react with thiols to form covalent bonds. The reactive fractions are able to react with a thiol group on the hair or skin to form a stable covalent bond. The reactive fraction is typically an electrophilic fraction capable of forming a salt with the ligand. Alternatively, the reactive fraction can be a free radical-forming fraction.
[0065] [0065] The bonding agent contains at least two reactive fractions. However, the linker can contain three, four, five, six, or greater than six reactive fractions.
[0066] [0066] The reaction between the reactive fraction and the thiol groups can be initiated at room temperature and pressure, when the reactive fraction comes into contact with a thiol group in the hair or skin. In some embodiments, the reaction may require an initiator, such as heat, catalyst, basic conditions or a free radical initiator. The reaction rate between the reactive group and the thiol can be increased by changes in temperature, pH, and / or the addition of one or more excipients, such as a catalyst; however, this is generally not necessary.
[0067] [0067] The two or more reactive fractions in the binding agent can be the same. In some embodiments, the two or more reactive fractions are different.
[0068] [0068] In some modalities, the reactive fractions are capable of undergoing an additional conjugated reaction. The reactive fractions independently can be or contain a Michael acceptor, a group containing succinimidyl, a group containing maleimido, azlactone, a benzoxazinone derivative, vinyl sulfone, vinyl sulfoximine, vinyl sulfonate, vinyl phosphonate, benzoxazinone, isocyanate, epoxide, a electrophilic fraction containing a labile group, an electrophilic thiol acceptor, an acrylic or acrylate group, a methacrylic or methacrylate group, a styrene group, an acrylamide group, a methacrylamide group, a maleate group, a fumarate group, a group of itaconate, a vinyl ether group, an allyl ether group, an allyl ester group, a vinyl ester group, a sulfonate group, a phosphonate group, a sulfoxide group, a sulfonamide group, a sulfinimide group, a group of sulfinamide, a sulfonimidate group or a sulfonimidamide group. Michael's acceptor
[0069] [0069] A "Michael acceptor", as used here, is a compound or active part with at least one functional Michael acceptor group with the structure below:
[0070] [0070] Some appropriate Michael acceptors include, but are not limited to molecules in which some or all of the above structure is residues of (meth) acrylic acid, fumaric acid, maleic acid, substituted respective versions or combinations of these, attached to the molecule of Michael's acceptor via an ester link.
[0071] [0071] The ligand is connected to Michael's acceptor via R ₃ , R ₄ , R ₅ or R ₆ . In some embodiments, R ₃ , R ₄ , R ₅ or R ₆ can be the linker. Sulfone vinyl
[0072] [0072] The chemistry of vinyl sulfones with respect to the attack of nucleophiles is analogous to that of α, β-unsaturated ketones in that they can undergo an addition of Michael 1,4-type without releasing any undesirable by-products. Vinyl sulfoximines
[0073] [0073] Vinyl chemistry sulfoximines is similar to vinyl sulfones. The sulfoximine group N-Tosil removes more electrons than the phenyl sulfone and, therefore, the vinyl groups will be more susceptible to nucleophilic attack. N-substituents can be used to alter the electrophilic potential of the vinyl group. Electrophilic fraction containing a labile group
[0074] [0074] The reactive fraction can be an electrophile with a labile group. Electrophile, in this document, refers to one or more functional groups or fractions that have an affinity for or attract electrons. Suitable electrophiles include, but are not limited to, ester (- (CO) -OR fractions, where R is the lowest alkyl or similar), carbonyl fractions (-C (O)), carboxylic acid or carbonic acid (-COOH or -OCOOH), carbonate fractions (-O- (CO) -OR, where R is the lowest alkyl or something), urethane halves (-O- (CO) -NH-R, where R is H, lower alkyl or similar), substituted urethane fractions (-O- (CO) -NR'-R where R 'is a non-hydrogen substituent such as alkyl, aryl, alkaryl or similar), starch fractions (- (CO) -NH -R, where R is H, lower alkyl or similar), substituted starch fractions (- (CO) -NR'-R, where R 'is as previously defined), thioester fractions (- (CO) -SR, where R is H, lower alkyl or similar), sulfonic ester fractions (-S (O) 2- OR where R is H, lower alkyl or the like) and the like. Other electrophiles will be known to those versed in the technique of organic chemistry and polymer science and / or can be easily found by reference to the relevant texts and literature.
[0075] [0075] Electrophiles preferably contain a labile group. Suitable labile groups are well known in the art, see, for example, "Advanced Organic Chemistry," Jerry March, 5th Ed., Pp. 445-448, John Wiley and Sons, NY Examples of labile groups include, but are not limited to, optionally substituted halogen, sulfonyloxy, optionally substituted alkylsulfonyloxy, optionally substituted alkenylsulfonyloxy, optionally substituted arylsulfonyloxy. Specific examples of labile groups include chlorine, iodine, bromine, fluorine, methanesulfonyloxy (mesyloxy), tosyloxy, trifliloxy, nitrophenylsulfonyloxy (nosiloxy), bromophenylsulfonyloxy (brosyloxy), hydroxyl, carboxylate, carbonate, phosphate, uranium, phosphate, phosphate, phosphate , amide, imide, amine, ammonium, sulfonate, -N ₃ , CN, RO-, NH ₂ O-, NHRO-, N (R ⁴ ) ₂ O-, R ⁴ CO ₂ -, R ⁴ OCO ₂ -, R ⁴ NCO ₂ -, R ⁴ S-, R ⁴ C (S) O-, R ⁴ CS ₂ -, R ⁴ SC (O) S-, R ⁴ SCS ₂ - R ⁴ SCO ₂ -, R ⁴ OC (S ) O-, R ⁴ OCS ₂ -, R ⁴ SO ₂ -, R ⁴ SO ₃ -, R ⁴ OSO ₂ -, R ⁴ OSO ₃ -, R ⁴ PO ₃ -, R ⁴ OPO ₃ -, an N- group imidazole, an N-triazolyl group, an N-benzotriazolyl group, a benzotriazolyloxy group, an imidazolyloxy group, an N-imidazolinone group, an N-imidazolone group, an N-imidazolinothione group, an N-imidazolinothione group, an N- succinimidil, an N-phthalimidyl group, an N-succinimidyloxy group, an N-phthalimidyloxy group, -ON = C (CN) R ⁴ , and a 2-pyridyloxy group. R ⁴ is preferably an alkyl group or an aryl group.
[0076] [0076] Preferably, the labile group is removed from the reactive fractions and does not result in the formation of the by-product disadvantageously affects the reaction between the reactive fractions and the thiol groups or forms a material or compound that is unsuitable for contact with the skin or hair.
[0077] [0077] In some modalities, the labile group is a halogen. Electrophilic thiol acceptors
[0078] [0078] Electrophilic thiol acceptors, in this document, refer to a chemical fraction that reacts with a thiol group so that the sulfur atom of the thiol group becomes covalently linked to the thiol acceptor. Thiol acceptors are well known in the art. Koval (Reactions of Thiols, Russian Journal of Organic Chemistry, 2007, 43: 319-349) discloses several electrophilic thiol acceptors, the disclosure of which is incorporated by reference.
[0079] [0079] Electrophilic thiol acceptors, in addition to those listed above, include, but are not limited to an alpha-substituted acetyl group with the formula i-CH ₂ -CO- where i is a labile group. Examples of labile groups include, but are not limited to, chloride, bromide, iodide, mesylate, tosylate and the like. If the thiol acceptor is an alpha-substituted acetyl group, the thiol adduct after covalent bonding with the acceptor constitutes the -S-CH ₂ - bond. Free radical formation groups
[0080] [0080] The binding agent can contain at least two free radical formation groups that can react with thiols. The free radical forming groups on the binding agent can be the same. Alternatively, the groups forming free radicals may be different. Suitable free radical forming groups include, but are not limited to, acrylate groups, methacrylate groups, styrene groups, acrylamide groups, methacrylamide groups, maleate groups, fumarate groups, itaconate groups, vinyl ether groups , allyl ether groups, allyl ester groups and vinyl ester groups. For example, suitable binding agents include ethylene glycol dimethacrylate, diethylene glycol diacrylate, allyl methacrylate, trimethylolpropane triacrylate, trialylamine, tetraalkyloxyethane and di- and triacrylates, mixed acrylates which, as well as acrylate groups, comprise more ethylenically insaturated groups. Other examples of binding agents include N.N'-methylenebisacrylamide and N.N'-methylenebismethacrylamide, esters of polyunsaturated mono- or polycarboxylic acids such as diacrylate or triacrylate, for example, butanediol diacrylate, butanediol dimethylacrylate, diacrylate, diacrylate, diacrylate ethylene glycol dimethacrylate and also allyl and trimethylolpropane triacrylate compounds, such as allyl acrylate (methamphetamine), triallyl cyanide, diallyl maleate, polyaryl esters, tetraalyloxyethane, trialylamine, tetraalylethylphenyl acid, and allyl ester; diallyl ether, pentaerythritol trialyl ether.pentaerythritol tetraallyl ether, polyethylene glycol diallyl ether, ethylene glycol ether, glycerol dicarbonate ether, glycerol trialyl ether, sorbitol-based polyalyl ethers and also their ethoxylated variants. Other binding agents and examples of 3- to 15-tuply ethoxylated glycerol di- and triacrylates, 3- to 15-tuply ethoxylated trimethylolpropane, 3- to 15-tuply ethoxylated trimethylolethane, especially glycerol di- and triacrylates 2 - ethoxylated 6-tuply or 2- to 6-tuply ethoxylated, 3-tuply propoxylated glycerol, 3-tuply propoxylated trimethylolpropane and also 3-tuply mixed ethoxylated or propoxylated glycerol, mixed 3-tuply ethoxylated or trimethylolpropane propoxylated, ethoxylated glycerol, 15-tuply ethoxylated trimethylolpropane, 40-tuply ethoxylated glycerol trimetyl, 40-tuply ethoxylated trimethylolethane and also ethoxylated 40-tuply trimethylolpropane, ethylene glycol diacrylate, ethylene glycol acrylate, ethylene glycol acrylate, ethylene glycol diacrylate, triacrylate, trialylamine, tetraalkyloxyethane, N.N'-methylenebisacrylamide, N, N'-methylenebismethacrylamide, butanediol diacrylate, butanediol dimethacrylate, trimethylolpropane triacrylate, triacrylate lilico, dialil maleate, a polyallyl ester, tetraalylethylenediamine, pentaerythritol diallyl ether, pentaertiritol trialyl ether, pentaerythritol tetraalyl ether, polyethylene glycol diallyl ether, ethylene glycol diallyl ether, glycerol diallyl ether, triallyl ether and 3- to 15-tuply ethoxylated glycerol triacrylates, 3- to 15-tuply ethoxylated trimethylolpropane di- and tri-acrylates and 3- to 15-tuply ethoxylated trimethylolethane di- and tri-acrylates. As used here, the term "tuply" refers to the number of monomeric units in the ethoxylated chain.
[0081] [0081] Reactive fractions of free radicals may require the presence of one or more initiators. Suitable initiators include, but are not limited to, peroxides, hydroperoxides, hydrogen peroxide, persulfates, azo compounds and redox initiators. Suitable organic peroxides include acetylacetone peroxide, methyl ethyl peroxide peroxide, tert-butyl hydroperoxide, cumene hydroperoxide, tert-butyl perpivalate, tert-butyl perpivalate, tert-butyl perneohexanoate, tert-butyl perisobutyrate, tert-butyl per-2- ethylhexanoate, tert-butyl perisononanoate, tert-butyl permaleate, tert-butyl perbenzoate, di (2-ethylhexyl) peroxydicarbonate, dicyclohexyl peroxydicarbonate, di (4-tert-butylcyclohexyl) peroxydicarbonate, peroxyoxycarbonate, dimiristyl peroxydicarbonate, dimiristyl peroxydicarbonate , tert-butyl por- 3,5,5-trimethylhexanoate, acetylcyclohexylsulfonyl peroxide, dilauryl peroxide, dibenzoyl peroxide and tert-aryl perneodecanoate. Suitable azo compounds include 2,2'-azobisisobutyronitrile, 2,2'-azobis (2,4-dimethylvaleronitrile) and 2,2'-azobis (4-methoxy-2,4-dimethylvaleronitrile), preferably water-soluble azo initiators , such as, but not limited to, 2,2'-azobis {2- [1- (2-hydroxyethyl) -2-imidazolin-2-yl] propane} dihydrochloride, 2,2'-azobis- (2 - amidinopropane), 2,2'-azobis [2- (2-imidazolin-2-yl) propane] dihydrochloride and 2,2'-azobis [2- (5-methyl-2-imidazolin-2-yl) propane] dihydrochloride. For redox initiators, the oxidizing component is at least one of the peroxo compounds listed above and the reducing component is, for example, ascorbic acid, glucose, sorbose, ammonium disulfide, ammonium sulfite, ammonium thiosulfate, ammonium hyposulfite , ammonium pyrosulfite, ammonium sulfide, alkali metal disulfide, alkali metal sulfite, alkali metal thiosulfate, alkali metal hyposulfite, alkali metal pyrosulfite, alkali metal sulfide or sodium hydroxymethylsulfoxylate.
[0082] [0082] In some modalities, the molecule is:
[0083] [0083] In some embodiments, the liaison officer has the structure:
[0084] [0084] The reaction with thiol groups in hair follicles is as follows:
[0085] [0085] Other agents include, but are not limited to acid-containing electrophiles, such as acrylic acid and bromo-acetic acid and similar compounds. B. Excipients
[0086] [0086] Formulations generally contain one or more cosmetically acceptable excipients. Cosmetically acceptable excipients include, but are not limited to, water, preservatives, antioxidants, chelating agents, sunscreen agents, vitamins, dyes, hair coloring agents, proteins, amino acids, natural extracts such as plant extracts, humectants, fragrances, perfumes , oils, emollients, lubricants, butters, penetrants, thickeners, viscosity modifiers, polymers, resins, hair fixers, film-forming, surfactants, detergents, emulsifiers, opacifying agents, volatiles, propellants, liquid vehicles, carriers, salts, agents pH adjustment (for example, citric acid), neutralizing agents, buffers, hair conditioning agents, anti-static agents, anti-frizz agents, anti-dandruff agents, absorbents and their combinations.
[0087] [0087] The formulations can contain at least two or more cosmetically acceptable excipients. In some forms, the formulations contain the binding agent, water and, optionally, a preservative and / or fragrance.
[0088] [0088] The formulation for hair treatment can be in any suitable physical form. Suitable forms include, but are not limited to, low to moderate viscosity liquids, lotions, milks, mousses, sprays, gels, creams, shampoos, conditioners and the like. Suitable excipients, such as those listed above, are included or excluded from the hair treatment formulation depending on the form of use of the formulation ( for example, hair spray, cream, conditioner or shampoo).
[0089] [0089] The formulation for skin treatment can be in any suitable physical form. Suitable forms include, but are not limited to, low to moderate viscosity liquids, lotions, milks, mousses, sprays, gels, creams, ointments and the like. Suitable excipients, such as those listed above, are included or excluded from the skin formulation depending on how the formulation is used ( for example, lotion, gel, ointment or cream).
[0090] [0090] The pharmaceutical excipient is normally present in an amount ranging from about 10% by weight to about 99.99% by weight of the formulation, preferably about 40% by weight to about 99% by weight, more than preferably from about 80% by weight from about to about 99% by weight. i. Surfactants
[0091] [0091] Surfactants are active surface agents that are able to reduce the surface tension of the water and make the formulation slip through either the skin or the hair. Surfactants also include detergents and soap. Surfactants can be cationic, anionic or amphoteric. Suitable surfactants that can be used in the formulation include, but are not limited to, 3-aminopropane sulfonic acid, almond amide, almond amidropropyl betaine, almond amidopropylamine oxide, hydrogenated tallow glutamate, aluminum lanolate, aluminum sulfate aminoethyl, aminopropyl lauryl glutamine, C12-15 ammonium sulfate, C _12-15 ammonium sulfate C _12-16 alkyl ammonium sulfate, C _9-10 ammonium perfluoroalkylsulfonate, ammonium capryl sulfate, caprilet sulfate- 3 ammonium, monoglyceride ammonium sulphate, ammonium sulphate, ammonium isothionate, ammonium cocoyl sarcosinate, ammonium cumene sulphonate, ammonium dimethicone copolyol sulphate, dodecyl benzene sulphonate ammonium, isostearyl ammonium, ammonium lauryl ether sulfate 12 amurethane sulfate , ammonium sulfate lauret-5, ammonium carboxylate lauret-6, ammonium sulfate lauret-7, ammonium carboxylate lauret-8, ammonium sulfate lauret-9, sarcosinate ammonium lauroyl, ammonium lauryl sulfate, ammonium lauryl sulfosuccinate, myristyl ammonium sulfate, myristyl ammonium sulfate, nonoxynol-30 ammonium sulfate, nonoxynol-4 ammonium sulfate, ammonium oleate, palm oil ammonium sulfate, ammonium polyacrylate, ammonium stearate, ammonium talate, ammonium xylene sulfonate, ammonium xylene sulfonate, gelatin amine-isostearoyl / keratin amino acids / lysine hydroxypropyltrimony chloride, hydrolyzed collagen amp-isostearyl, PEG-6 esters apricot kernel oil, apricot amide, amidropropyl betaine apricot, arachidet-20, avocadamide, avocadamidopropyl betaine, babassuamide, babassuamidopropyl betaine, babassuamidopropylamine oxide, beta-benzene chloride, behenamide, behenide, behenide, behenide, behenide, behenide, behenide, behenide, behenide, behenide, sodium sulfate, sodium lauryl sulfate, a polyoxyether of lauryl alcohol or cetearet-20 or combinations thereof.
[0092] [0092] Suitable anionic surfactants include, but are not limited to, those containing carboxylate, sulfonate and sulfate ions. Anionic surfactants have, for example, sodium, potassium, ammonium from long chain alkyl sulfonates and arylalkon sulfonates such as sodium dodecyl benzene sulfonate; dialkyl sodium sulfosuccinates, such as dodecyl benzene sodium sulfonate; dialkyl sodium sulfosucci, such as sodium bis- (2-ethylthioxyl) -sulfosuccinate; and alkyl sulfates, such as sodium lauryl sulfate. Cationic surfactants include, but are not limited to, quaternary ammonium compounds such as benzalkonium chloride, benzethonium chloride, cetrimonium bromide, stearyl dimethylbenzylammonium ammonium chloride, polyoxyethylene and coconut amine. Ethylene glycol monostearate, propylene glycol myristate, glyceryl monostearate, glycerin stearate, polyglyceryl-4-oleate, acyl sorbitan, acyl sucrose, PEG-150 laurate, PEG-400 monolaurate, polyoxyethylene, polyethylene, polyoxyethylene monolaurate, polysorbate, polyether -1000 cetyl ether, polyoxyethylene tridecyl ether, polypropylene glycol butyl ether, Poloxamer 401, stearoyl monoisopropanolamide and hydrogenated polyoxyethylene tallow amide are examples of nonionic surfactants. Examples of amphoteric surfactants include sodium N-dodecyl-beta.-alanine, sodium N-Lauryl-β-iminodipropionate, myristoamfoacetate, lauryl betaine and lauryl sulfobetaine.
[0093] [0093] More than one surfactant can be included in the formulation.
[0094] [0094] Surfactants are optionally included in an amount ranging from about 0.1% to about 15% by weight of the formulation, preferably about 1% to about 10% by weight of the formulation. ii. Emollients
[0095] [0095] Emollient refers to a material that protects against moisture or irritation, softens, soothes, coats, lubricates, moisturizes, protects and / or cleanses the skin. Emollients suitable for use in formulations include, but are not limited to, a silicone compound ( e.g., dimethicone, cyclomethicone, dimethicone copolyol or a mixture of cyclopentasiloxane and cross-polymer dimethicone / vinildimethicone, polysilicone cyclopentasiloxane), polyols, such as sorbitol, glycerin, propylene glycol, ethylene glycol, polyethylene glycol, caprylyl glycol, polypropylene glycol, butane-1,3-diol, hexylene glycol, isoprene glycol, xylitol; ethylhexyl palmitate; a triglyceride like caprylic / capric triglycerides and fatty acid ester like cetearyl isononanoate or Cetyl palmitate. In a specific personification, the emollient is dimethicone, amidodimethicone, dimethicone, cyclopentasiloxane, panthenyl phosphate dimethicone PEG-7 or a combination thereof. More than one emollient can be included in the formulation.
[0096] [0096] The emollient is optionally included in an amount ranging from about 0.5% to about 15% by weight of the formulation, preferably about 1% to about 10% by weight of the formulation. iii. Emulsifiers
[0097] [0097] Formulations can also contain one or more emulsifiers. Suitable emulsifiers include, but are not limited to, copolymers of an unsaturated ester and styrene sulfonate monomer, cetearyl alcohol, glycerin ester, polyoxyethylene glycol ether, cetearyl alcohol, stearic acid, polysorbate-20, cetearet-20, lecithin, stearate glycol, polysorbate-60, polysorbate-80 or combinations thereof. More than one emulsifier can be included in the formulation.
[0098] [0098] The emulsifier is optionally included in an amount ranging from about 0.05% to about 15% by weight of the formulation, preferably about 0.1% to about 10% by weight of the formulation. iv. Preservatives
[0099] [0099] One or more preservatives can be included in the formulations to prevent microbial growth in the formulations. Suitable preservatives include, but are not limited to, glycerin-containing compounds ( eg, glycerin or ethylhexylglycerin or phenoxyethanol), benzyl alcohol, parabens (methylparaben, ethylparaben, propylparaben, butylparaben, isobutylparaben, etc.), sodium benzoate, ethylenethenediamine acid (EDTA), potassium sorbate, and / or grapefruit seed extract or combinations thereof. More than one preservative can be included in the formulation. Other preservatives are known in the cosmetics industry and include salicylic acid, DMDM hydantoin, Formaldehyde, Chlorphenism, Triclosan, Imidazolinidyl urea, Diazolidinyl urea, sorbic acid, methylisothiazolinone, Sodium dehydroacetate, Dehydroacetic acid, 15-quaternionium, chloride, 15-chloride. zinc, sodium metabisulfite, 2-Bromo-2-Nitropropane, Chlorhexidine Digluconate, polyaminopropyl biguanide, benzalkonium chloride, sodium sulfite, sodium salicylate, citric acid, Neem oil, essential oils (various), lactic acid and vitamin E (tocopherol).
[0100] [0100] The preservative is optionally included in an amount ranging from about 0.1% to about 5% by weight of the formulation, preferably about 0.3% to about 3% by weight of the formulation. Preferably, the formulations are free of paraben. v. Conditioning Agents
[0101] [0101] One or more conditioning agents can be included in the formulations. Suitable conditioning agents include, but are not limited to, silicone-based agents (eg, quaternium-8 silicone), panthenol and soy protein and / or wheat hydrolyzate, amino acids ( eg, wheat amino acids), bran wax rice, meadowfoam seed oil, mango seed oil, grape seed oil, jojoba seed oil, sweet almond oil, hydroxyethyl alkylammonium chloride behenamidopropyl, aloe leaf extract, aloe barbadensis leaf juice , phyanthriol, panthenol, retinyl palmitate, behentrimony methosulfate, cyclopentasiloxane, quaternium-91, stearamidopropyl dimethylamine and their combinations.
[0102] [0102] The conditioning agent (s) is / are optionally included in an amount ranging from about 0.1% to about 5% by weight of the formulation, preferably about from 0.3% to about 3% by weight of the formulation. saw. Thinners
[0103] [0103] Diluent, as used here, refers to a substance that dilutes the binding agent. Water is the preferred diluent. The formulations usually contain more than one percent (weight) of water, preferably more than five percent (weight) of water, more preferably more than 50% (weight) of water and more preferably more than 80% (weight) of water. Alcohols, such as ethyl and isopropyl alcohol, can be used in low concentrations (about 0.5% by weight of the formulation) to improve hair or skin penetration and / or reduce odor. vii. Viscosity modifying agents
[0104] [0104] The formulations may contain one or more viscosity modifying agents, such as viscosity increasing agents. Classes of such agents include, but are not limited to, viscous liquids, such as polyethylene glycol, semi-synthetic polymers, such as semi-synthetic cellulose derivatives, synthetic polymers, such as carbomers, poloxamers, and polyethyleneimines (e.g., PEI-10), polymers, such such as acacia, tragacanth, alginates (eg, sodium alginate), carrageenan, vegetable gums such as xanthan gum, petroleum jelly, natural waxes, particulate associated colloids, such as bentonite, colloidal silicon dioxide and microcrystalline cellulose, surfactants, such as coconut hydroxyethyl PPG-2 / isostearamide, emulsifiers, such as distearet-75 IPDI and salts, such as sodium chloride and their combinations. viii. Antioxidants
[0105] [0105] Formulations may contain one or more antioxidants. Examples include, but are not limited to, tocopherols, BHT, ascorbic acid, camellia sinensis leaf extract, Ascorbyl palmitate, Ascorbyl Magnesium phosphate, carotenoids, resveratrol, triethyl citrate, arbutin, kojic acid, tetrahexidecyl ascorbate, superoxide dismutase zinc, sodium metabisulfite, lycopene, ubiquinone and their combinations. ix. Opacifying agents
[0106] [0106] Formulations may contain one or more opacifying agents. Opacifying agents are added to the formulations to make them opaque. Suitable opacifying agents include, but are not limited to distearate glycol and ethoxylated fatty alcohols. ç. Formulation forms i. Sprays
[0107] [0107] The formulation can be in the form of a spray. The spray usually includes the binding agent and a cosmetically acceptable carrier. In some embodiments, the carrier is water or a mixture of water and alcohol. The spray formulation optionally includes an antioxidant, sunscreen agent, vitamin, protein, peptide, plant extract, humectant, oil, emollient, lubricant, thickener, hair conditioning agent, polymer and / or surfactant. Preferably, the spray formulation includes a preservative. In some embodiments, the formulation includes a fragrance. In some embodiments, the formulation includes a surfactant. In some embodiments, the formulation contains a binding agent, fragrance, preservative and water. In some embodiments, the formulation contains a binding agent, fragrance, preservative and water. In some embodiments, the formulation contains a binding agent, fragrance, preservative, water and an anti-static agent. In some embodiments, the formulation contains water, preservative, fragrance, the bonding agent and a hair conditioning agent. In some embodiments, the formulation contains a binding agent, fragrance, preservative, water and a surfactant.
[0108] [0108] Hair spray formulations can be dispensed from containers that include aerosols or spray pump dispensers. Such dispensers are known in the art and are commercially available from a variety of manufacturers. Propellant
[0109] [0109] When the hair spray formulation is dispensed from a pressurized aerosol container, a propellant can be used to force the composition out of the container. Suitable propellants include, but are not limited to, a gas that can be liquefied or a halogenated propellant. Suitable propellants include dimethyl ether and hydrocarbon propellants such as n-butane, propane, iso-butane, CFC and CFC-substitution propellants. Propellants can be used alone or mixed.
[0110] [0110] The amount of propellant can vary from about 10% to about 60% by weight of the formulation. The propellant can be separated from the hair repair formulation as in a two-compartment container. Other suitable aerosols are those characterized by the propellant being compressed air, which can be filled in the dispenser using a pump or equivalent device before use. Non-conventional aerosol pump spray dispensers, that is, atomizers, can also be used to apply the hair strengthening formulation to the hair. ii. Conditioners
[0111] [0111] The formulation can be in the form of a conditioner. The conditioner usually includes the binding agent in a suitable carrier. In addition, the conditioner may include cationic polymers derived from polysaccharides, for example cationic cellulose derivatives, cationic starch derivatives, cationic guar derivatives and locust bean cationic gum derivatives, cationic synthetic polymers, mixtures or combinations of these agents. The formulation can include other synthetic or natural polymers or polymers derived from biological preparation processes, which are added, if applicable, for example, with cationic or neutral groups. These polymers can have a stabilizing or reinforcing action on the compositions, and / or a conditioning action (deposition on the skin or hair surface).
[0112] [0112] The binding agent can be included in any appropriate concentration. Typical concentrations of the binding agent range from small amounts such as approximately 0.01% (weight), preferably at least 0.1% (weight), to large amounts, such as up to 50% (weight). Preferably the conditioner contains the binding agent in a concentration ranging from 0.1% (weight) to 5% (weight), more preferably 0.1% of the weight of 3% (weight). While the highest concentration of binding agent could be present in the conditioner, they are generally not needed to achieve the desired results. iii. Shampoos
[0113] [0113] The hair repair formulation can be in the form of a shampoo. The shampoo usually includes the binding agent in a suitable carrier. The binding agent can be included in any appropriate concentration. Typical concentrations of the binding agent in the shampoo range from small amounts such as approximately 0.01% (weight), preferably at least 0.1% (weight), to large amounts, such as up to 50% (weight). Preferably the shampoo contains the binding agent in a concentration ranging from 0.1% (weight) to 5% (weight), more preferably 0.1% of the weight by 3% (weight). While the highest concentration of binding agent could be present in the shampoo, they are generally not needed to achieve the desired results.
[0114] [0114] In addition, the shampoo can include from about 0.5% to about 20% of a surfactant material. Surfactants used in shampoo compositions are known in the art and are disclosed, for example, in US Patent No. 6,706,258 to Gallagher et al and US Patent No. 7,598,213 to Geari et al. iv. Creams
[0115] [0115] The formulation can be in the form of a cream. The cream usually includes the binding agent in a suitable carrier. The binding agent can be included in any appropriate concentration. Typical concentrations of the binding agent in the cream range from small amounts such as approximately 0.01% (weight), preferably at least 0.1% (weight), to large amounts, such as up to 50% (weight). Preferably the cream contains the binding agent in a concentration ranging from 0.1% (weight) to 5% (weight), more preferably 0.1% of the weight of 3% (weight). While the highest concentration of binding agent could be present in the cream, they are generally not needed to achieve the desired results.
[0116] [0116] In addition, the cream may include an oil, a hair conditioning agent, and / or a thickening agent. The cream can also include a fragrance, a plant extract, and / or a surfactant. The cream can be packaged in a tube, tubule, bottle or other suitable container. v. Liquid Bond Formulations
[0117] [0117] In some embodiments, a liquid binding formulation is provided, which is mixed at the time of use with a second formulation, such as a coloring or enhancement formulation. In these embodiments, the liquid binding formulation can contain any suitable concentration of binding agent in a suitable carrier, usually a diluent, as described above. The concentration of the binding agent is adequate to provide a mixture with the appropriate final volume and the final concentration of binding agent.
[0118] [0118] For example, a liquid binding formulation can contain a concentration of binding agent, ranging from about 5% (weight) to about 50% (weight) or greater. In a preferred embodiment, the liquid binding formulation contains about 20% (weight) of binding agent.
[0119] [0119] The terms "enhancement" and "bleaching" are used interchangeably in this document. For enhancement applications, before use, a sufficient volume of a liquid binding formulation is mixed with a sufficient volume of a enhancement formulation to form a enhancement mixture having the desired concentration of binding agent. Typical concentrations of the binding agent in the enhancement mixture range from small amounts such as approximately 0.01% (weight), preferably at least 0.1% (weight), to large amounts, such as up to 50% (weight). Preferably the enhancement mixture contains the binding agent in a concentration ranging from 0.1% (weight) to 5% (weight), more preferably 0.1% by weight, 3% (weight). While the highest concentration of binding agent could be present in the enhancement mixture, they are generally not needed to achieve the desired results.
[0120] [0120] Alternatively, two different formulations are applied, as a first formulation containing bleach ( ie, the enhancement formulation) and a second formulation containing a binding agent ( ie, the binding formulation) in an effective amount for covalently bond the free thiol groups. The enhancement formulation can be applied first, which produces free thiol groups in the hair. Thereafter, the second linker formulation can be applied to link the free thiol groups. III. Kit
[0121] [0121] Hair treatment kits usually contain a binding formulation containing an effective amount of a binding agent to covalently bind latent free thiol groups in the hair.
[0122] [0122] Instructions for using the kit are also usually provided.
[0123] [0123] The kit can still contain a formulation, also referred to as the reducing formulation, capable of reducing disulfide bonds in the hair and producing free thiol groups. The. Reduction Formulation
[0124] [0124] The first formulation can be a reduction formulation. A reduction formulation contains a reducing agent capable of reducing disulfide bonds in the hair and producing free thiol groups. The reduction formulation can be different depending on the desired hair styling treatment (such as hair curling or straightening), the hair texture, the user's skin sensitivity and the like.
[0125] [0125] Formulations containing reducing agents and their selection are well known to those skilled in the cosmetics industry. Suitable reducing agents include, but are not limited to, thioglycolic acid and salts and esters of thioglycolic acid, thiolactic acid and salts and esters of thiolactic acid, cysteine, thioglycerol, thioglycolic hydrazide, thioglycolamide, glycerol monoxide, glycolic acid, sodium bisulfite N-hydroxyethyl mercapto-acetamide, N-methyl mercapto-acetamide, beta-mercapto-ethylamine, beta-mercaptopropionamide, 2-mercapto-ethanesulfonic acid, dimercaptoadipic acid, dithiothreitol, homocysteine thiolactone, cysteine derivatives, formed by the addition of polythiol derivatives cysteamine for a maleic anhydride-alkylvinylether copolymer, inorganic sulfites, inorganic bisulfites, cysteamine and its derivatives, dithioerythritol, organic phosphines and Japanese relaxants.
[0126] [0126] In some embodiments, the kit contains a reduction formulation, which contains a reducing agent for permanent hair curling and hair curling as acidic permanent, alkaline permanent, permanent having neutral pH, or permanent using alkaline curling lotions . Such reducing agents include, but are not limited to, thioglycolic acid and its derived salts and esters, thiolactic acid and its derived salts and esters, cysteine and its derivatives, cysteamine and its derivatives, inorganic sulfites and inorganic bisulfites such as sodium metabisulfite, dithiothreitol, dithioerythritol, organic phosphines and Japanese relaxants.
[0127] [0127] In other modalities, the kit contains a reduction formulation, which contains a reducing agent to straighten the hair. Such reducing agents include, but are not limited to, inorganic bisulfites such as sodium metabisulfite, inorganic sulfites and ammonium thioglycolate, dithiothreitol, dithioerythritol, organic phosphines and Japanese relaxants.
[0128] [0128] The amount of reducing agent in the reduction formulation is sufficient to break a sufficient number of disulfide bonds for effective hair curling, or straightening hair curling as would be appreciated by those skilled in the art. B. Staining formulation
[0129] [0129] The first formulation can be a coloring treatment. The first formulation can be formulated as two or more components that can be mixed before application to the hair. For example, the first formulation can be in the form of two components as a dye precursor and an oxidizer. Typically, a hair coloring formulation contains a reducing agent capable of reducing disulfide bonds in the hair and producing free thiol groups. Suitable reducing agents include, but are not limited to, thioglycolic acid, thiolactic acid, dihydrolipoate, thioglycerol, mercaptopropionic acid, sodium disulfide, ammonium hydrogen sulfide, zinc formaldehyde sulfoxylate, sodium formaldehyde sulfoxylate, sodium metabisulfite, potassium borohydride, potassium borohydride pegylated and hydroquinone. The amount of reducing agent in the first reduction formulation is sufficient to break a sufficient number of disulfide bonds for the diffusion of effective hair coloring ingredients, as would be appreciated by those skilled in the art.
[0130] [0130] The components of the first formulation may differ depending on the desired treatment of hair coloring (such as semi-permanent, semi-permanent or permanent hair color), hair texture, user's skin sensitivity and the like. Hair coloring formulations for color treatment, hair texture and hair sensitivity of different hair are known to those skilled in the art. ç. Link Formulation
[0131] [0131] The binding formulation contains an effective amount of a binding agent to bind free thiols in the hair. Appropriate formulations containing the binding agents are discussed above. The binding formulation can be in any suitable form. Suitable forms include, but are not limited to, low to moderate viscosity liquids, lotions, milks, mousses, sprays, gels, creams, shampoos, conditioners and the like. The binding formulation will be present in a suitable container, which depends on the formulation form.
[0132] [0132] In one embodiment, the binding formulation is provided as two or more separate ingredients. For example, the binding agent can be supplied as a dry powder in a sealed package and the excipient supplied in a bottle or other container. A mixing vessel suitable for the binding agent and excipient can be provided.
[0133] [0133] Optionally, the bonding agent is pre-mixed with a shampoo or conditioner.
[0134] [0134] In some embodiments, the binding formulation (or second formulation) is mixed with the first formulation (hair dye reduction or treatment formulation), and the mixture is applied to the hair. ç. Other materials in the kit
[0135] [0135] The kit optionally contains shampoos and conditioners. Suitable conditioners and shampoos include, but are not limited to, LiQWd® Moisturizing Shampoo and LiQWd® Moisturizing Conditioner.
[0136] [0136] The kit may still contain an odor eliminator. The odor eliminator can be incorporated into the reduction formulation. Alternatively, the odor eliminator is present in a container suitable for use before or after washing the hair-binding formulation. Some suitable odor eliminators are known to those skilled in the art. IV. Methods of Use
[0137] [0137] The methods disclosed in this document are concerned with treating hair with free thiol groups. A. Treatment of damaged hair with free thiol groups
[0138] [0138] In one embodiment, before treatment with a bonding agent the hair is damaged and the thiol groups in the hair are free thiols. The bonding agent can be applied to the hair to bind free thiol groups. Preferably, the bonding agent is applied at least within one week of the hair being damaged, preferably within three days, more preferably within two days, most preferably within the same day. The. Rinse or wash your hair
[0139] [0139] Optionally, the hair can be washed and / or conditioned before applying the bonding formulation. Alternatively, the hair can only be washed with water before applying the bonding formulation. B. Apply the bonding formulation to the hair
[0140] [0140] After shampooing, conditioning and / or rinsing the hair, the binding formulation is applied to the hair. Alternatively, the hair does not have to be washed or rinsed before applying the bonding formulation. In this modality, the bonding formulation is applied to dry hair.
[0141] [0141] Binding formulations can be used as a daily conditioning treatment for hair.
[0142] [0142] Normally, the amount of bonding formulation applied is sufficient to saturate the hair.
[0143] [0143] The binding formulation can be applied to the hair as a single application, or application of the binding agent can be repeated one or more times. Usually, the amount of bonding formulation applied in each application is sufficient to saturate the hair. The volume of binding formulation applied to the hair in each application can be about 1 to about 100 mL per person, depending on your hair length and volume. In some embodiments, application of the bonding agent can be repeated immediately ( for example, in approximately 10 to 15 seconds) or between one and five minutes, more than five minutes, between five and ten minutes, more than ten minutes, between ten and 20 minutes after the first application. ç. Remove the binding formulation from the hair
[0144] [0144] Preferably, the hair is washed or rinsed after applying the bonding formulation. The hair can be rinsed and then washed immediately ( for example, within 10, 15, 25, 30, 45, 60 seconds (one minute), two minutes, three minutes, four or five minutes after application) after the final application of the liaison officer. Alternatively the hair can be washed and rinsed about 30 minutes after application, preferably between about 5 minutes and about 20 minutes, more preferably about 10 minutes after the final application of the hair binding agent, depending the type of hair.
[0145] [0145] Alternatively, the hair does not have to be washed or rinsed subsequent to the application of the binding formulation.
[0146] [0146] The binding agent covalently binds free latent thiols in the hair. The thiols remain bound for at least a week, preferably at least a month after application of the binding agent. Thiols can remain attached for longer periods of time, such as about two months or more following application of the binding agent. The bonding reaction is a stable reaction, such that the thiols can remain bonded even if subjected to a hair color treatment (simultaneous or subsequent to the bonding reaction). B. Chemical treatment of hair with a reducing agent
[0147] [0147] In one embodiment, prior to treatment with a bonding agent, the hair was subjected to a reducing agent used for curling (also referred to in this document as permanent hair or permanent waves), curling, and / or straightening of the hair. The. Apply a reducing agent to the hair
[0148] [0148] The first step in curling, curling or straightening is to break the cysteine disulfide bonds to form free thiol fractions. The process for breaking the cysteine disulfide bonds is through the application of a reducing agent. The process of applying the reducing agent involves normal perming or straightening procedures, which are known to those skilled in the art. For example, to make perm on a hair, the hair is first washed and shaped into curlers of various sizes. Second, a reducing agent, such as thioglycolate reducing solution or lotion, is applied to the hair. The hair is left to model for a specified period of time, and then the thioglycolate solution is rinsed from the hair.
[0149] [0149] The application of hydrogen peroxide in this process is optional. In some processes, such as when treating previously chemically treated hair, hydrogen peroxide is generally not used. In other processes, such as when perming virgin hair, hydrogen peroxide can be added. In these embodiments, hydrogen peroxide is usually added after the reducing agent is rinsed out. Then, hydrogen peroxide is rinsed from the hair before adding the bonding agent. B. Apply the liaison officer
[0150] [0150] Right after the reduction treatment, one or more of the bonding agent, or a respective formulation is applied to the hair. Although the binding agent is usually applied on the same day as treatment with the reducing agent, it can be applied later, such as within 1 to 2 weeks after treatment with the reducing agent.
[0151] [0151] Usually, the amount of bonding formulation applied is sufficient to saturate the hair. The bonding agent is usually rinsed and shampooed out of the hair after the desired level of hair curling, curling or straightening is achieved. In some embodiments, the bonding agent is rinsed from the hair immediately ( for example, within 10, 15, 25, 30, 45 or 60 seconds after application) after the final application of the bonding agent. Alternatively the hair can be washed and rinsed about 30 minutes after application, preferably between about 5 minutes and about 20 minutes, more preferably about 10 minutes after the final application of the hair binding agent, depending the type of hair. The bonding agent can be rinsed from the hair within 10, 15, 25, 30, 45, 60 seconds of the hair after application and still achieve a desired level of hair curling, curling or straightening.
[0152] [0152] The binding formulation can be applied to the hair as a single application, or application of the binding agent can be repeated one or more times. Usually, the amount of bonding formulation applied in each application is sufficient to saturate the hair. In some embodiments, the volume of binding formulation applied to the hair in each application is about 1 to about 10 ml per rollers. In some embodiments, application of the bonding agent can be repeated immediately ( for example, within 10 to 15 seconds) or approximately 1, 5, 7.5, 10, 12.5, 15, 17.5 or 20 minutes after application. first application. In some embodiments, the second application is about 7 minutes to about 10 minutes after the first application.
[0153] [0153] The bonding agent is rinsed from the hair after application. The hair can be washed and rinsed immediately ( for example, within 10 to 15 seconds after application) after the final application of the bonding agent. Alternatively the hair can be rinsed and washed about 10 minutes or later after the final application of the binder, such as about 15 minutes to about 30 minutes, preferably about 20 minutes after repeated application of the binder to the hair.
[0154] [0154] The bonding agent covalently bonds the latent free thiols in the hair. The thiols remain on for at least a week, two weeks, three weeks, four weeks, a month, two months or more.
[0155] [0155] Binding agents are usually washed from the individual's hair on the same day they are applied. In contrast, traditional permes that use only hydrogen peroxide (and do not involve the addition of a crosslinking agent) are generally not washed at least 48 hours after application (washing your hair before 48 hours after a traditional perm treatment can result in loss significant amount of curl in the hair and / or cause damage to the hair).
[0156] [0156] The compositions described here improve hair quality, such as appearance (for example, shine) and perception, increase dry strength (for example, elastic resistance) and decrease hair breakage when the hair is subjected to treatments subsequent tests, such as coloring.
[0157] [0157] In some modalities, hair loss decreases by 5, 10, 15, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70 or 75% or more after treatment with the agent compared to untreated hair from the same individual. Hair loss is a significant problem encountered during coloring and other treatments. ç. Apply the coloring formulation to the hair
[0158] [0158] The coloring formulation is generally applied to the individual's hair after coloring procedures that are known to be skilled in the normal hair technique. Typically, hair color treatments include two complementary processes: lightening of the natural hair pigment and / or other artificial pigments present in the hair and diffusion of hair dye precursors, followed by coupling reactions that result in the formation of chromophores within of the hair shaft, which are too large to diffuse out of the hair. The hair coloring formulation can be an enhancement formulation, such as formed by blending bleach and developer powder. More complex colors can contain several precursors and many couplers and can involve several reactions.
[0159] [0159] Dye precursors can contain several ingredients, each with different functions. The first ingredient is usually an alkalizing agent (usually ammonia and / or an ammonia substitute, such as monoethanolamine [MEA]). The alkalizing agent serves a number of roles in the hair coloring process including swelling of the hair fiber to help diffuse the dye precursors. Dye precursors generally include p-diamines and p-aminophenols. Precursors are oxidized to active intermediates once they have penetrated the hair shaft. Intermediates then react with color couplers to create wash-resistant dyes. More specifically, the intermediates, in the presence of an oxidant, couple with another intermediate dye oxidation molecule to form a large fused ring color compound within the hair shaft. The precursor intermediate must penetrate the hair shaft prior to the coupling reaction, as the fused ring product is too large to penetrate the hair shaft. Couplers modify the color produced by the oxidation of precursor compounds. The main difference between demi-permanent and permanent products is the alkalizing agent and the concentration of peroxide. The cuticle does not swell as much with demi-permanent dyes, making dye penetration less efficient compared to permanent dye products.
[0160] [0160] Various coloring formulations use a reducing agent, such as sodium bisulfate, to break the disulfide bonds in the hair, allowing the hair dyes to penetrate deeper into the hair. Specifically, the method includes reducing some of the cysteine disulfide bonds in hair shafts to thiol groups by breaking the hydrogen bonds. The reduction process alters the chemical and cosmetic characteristics of the hair, which are undesirable.
[0161] [0161] The hair dyeing process can be followed by a shampoo and conditioner treatment, a neutralizing rinse or an acid-balanced shampoo containing in addition to cationic or amphoteric surfactants, cation-active emollients and quaternary polymers. Alternatively, the hair dyeing process can be followed by applying the bonding formulations described in this document, prior to a shampoo and / or conditioner treatment. The. Link formulation application
[0162] [0162] The binding formulation can be applied simultaneously with the hair coloring formulation or, after application of the hair coloring formulation. For example, the binding formulation can be mixed with the hair coloring treatment and the mixture containing both the binding formulation and the hair coloring treatment can be applied to the hair.
[0163] [0163] Alternatively, after coloring the hair, the binding formulation, or a respective formulation, is applied to the hair. Although the binding agent is usually applied on the same day as the staining treatment, it can be applied later, such as within 1 to 2 weeks after treatment with the reducing agent. Usually, the amount of binding formulation (or a mixture of the binding formulation and the hair coloring formulation) applied is sufficient to saturate the hair. The binding formulation can be applied to the hair as a single application, or application of the binding agent can be repeated one or more times. Usually, the amount of bonding formulation applied in each application is sufficient to saturate the hair. The volume of binding formulation applied to the hair in each application can be about 1 to about 100 mL per person, depending on your hair length and volume. In some embodiments, application of the bonding agent can be repeated immediately (for example, within 10 to 15 seconds) or approximately 1, 5, 7.5, 10, 12.5, 15, 17.5 or 20 minutes after application. first application.
[0164] [0164] The bonding agent can be rinsed and washed from the hair immediately after application, for example within 10, 15, 25, 30, 45 or 60 seconds, or two, three, four, or five minutes after application. Alternatively the bonding agent can be washed and rinsed from the hair about 30 minutes after application, preferably between about 5 minutes and about 20 minutes, more preferably about 10 minutes after applying the bonding agent to the hair. depending on the type of hair.
[0165] [0165] If the binding formulation is combined with the hair coloring treatment and applied as a hair mixture, then the mixture remains in the hair as long as is necessary for the hair coloring treatment. Typically, the mixture is applied for approximately 10 minutes. The mixture is removed from the hair in accordance with standard methods for hair coloring treatments, for example, rinse and shampoo, about 10 minutes after applying the mixture.
[0166] [0166] The bonding formulation is rinsed from the hair after application. The hair can be rinsed and subsequently washed immediately ( for example, within 10 to 15 seconds after application) after the final application of the bonding agent. Preferably, the hair is rinsed and / or washed about 10 minutes or later after the final application of the binder, such as about 15 minutes to about 30 minutes, optionally about 20 minutes after repeated application of the binder. connection to the hair.
[0167] [0167] The bonding agent covalently bonds the latent free thiols in the hair. The thiols remain bound for at least a week, two weeks, three weeks, four weeks, a month, or two months or more.
[0168] [0168] Binding agents are usually washed from the individual's hair on the same day they are applied. In contrast, traditional permes that use only hydrogen peroxide (and do not involve the addition of a crosslinking agent) are generally not washed at least 48 hours after application (washing your hair before 48 hours after a traditional perm treatment can result in loss significant amount of curl in the hair and / or cause damage to the hair).
[0169] [0169] The compositions described here improve hair quality, such as appearance (for example, shine) and perception, increase dry strength (for example, elastic resistance) and decrease hair breakage when the hair is subjected to treatments subsequent tests, such as coloring.
[0170] [0170] In some modalities, hair loss decreases by 5, 10, 15, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 80, 85 or 90% or more after the treatment with the binding agent compared to untreated hair from the same individual. Hair loss is a significant problem encountered during coloring and other treatments. Examples Example 1: Comparison of traditional versus permanent perm using bismaleate bonding agent General
[0171] [0171] Hair samples were obtained from a human subject and cut into frames of _^1/2 inch wide.
[0172] [0172] Reducing agents : Ammonium thioglycolate (ATG) a permanent curling kit manufactured by Zotos was obtained. 300 mg of dithiothreitol in a 10g solution was also used as the reducing agent.
[0173] [0173] Binding Formulation : A 2,2 'bismaleate - (ethane-1,2-diylbis (oxy)) bis (ethan-1-amine) di-maleate binding agent was used at a concentration of 300 mg in 10g total solution (water). Methods Method for perming hair using bonding agents
[0174] [0174] The hair was washed with whitening shampoo, dry towel and then wrapped around curlers. Ammonium thioglycolate or dithiothreitol was then applied to the hair and left on the hair for 10 minutes to 1 hour. The hair was then washed for 30 seconds to 1 minute and then dried with a towel.
[0175] [0175] The binding formulation was applied to the hair through a needle nose applicator, soaking the hair. The binding agent was left on the hair for a period of about 7.5 minutes. The hair was soaked for the second time with the binding formulation and left for a second time of 7.5 minutes, for a total of 15 minutes. The hair was rinsed with water for about 1-2 minutes after unrolling the curlers. After the hair was removed from the curlers, the hair was washed and conditioned with various brands of conditioners and salon shampoo, including LiQWd ® Moisturizing Shampoo and Moisturizing Conditioner. The washing and drying steps were repeated 40 times.
[0176] [0176] A second portion of hair received perm as described above, except that hydrogen peroxide was used instead of the binding formulation. Results
[0177] [0177] Both permanents (using the bonding formulation or hydrogen peroxide) showed only a slight reduction in the overall wave after 40 washing and drying cycles with the same shampoo and conditioner. However, the appearance and texture of perm using the bonding formulation showed more shine and less frizz compared to the perm using hydrogen peroxide. Example 2: Comparison of hair breakage due to repeated application of traditional perm and bonding formulations. Methods
[0178] [0178] Two hair samples were obtained. Both samples were treated with dithiothreitol or ammonium thioglycolate, as described in example 1. One of the hair samples was subsequently treated with the binding formulation, while the other was neutralized with hydrogen peroxide. The process was completed on the same day for hair treated with the bonding formulation. The process was completed in three days with hydrogen peroxide (traditional permanent).
[0179] [0179] The procedure was repeated three times for each hair sample over a 48 hour period. Results
[0180] [0180] From visual inspections, the second hair sample treated with the bonding formulation showed little or no sign of breakage. However, the first hair sample treated with hydrogen peroxide showed a significant break. Example 3: Comparison between the extent of damage to previously relaxed hair with a Japanese relaxer Methods
[0181] [0181] Two hair samples, the first smoothed previously with a Japanese relaxer (Yuko) and the second smoothed previously with a relaxer without lye (African Pride Miracle Deep Conditioning) were obtained. The samples were treated as described in examples 1 and 2, using the binding formulation.
[0182] [0182] Another hair sample was obtained, previously smoothed with a relaxer without lye (African Pride Miracle Deep Conditioning). The sample was treated with a traditional perm straightening (Zotos). Results
[0183] [0183] Hair samples treated with the binding formulation showed no visible damage. However, the sample treated with a traditional perm showed a significant break even during application. Example 4: Hair shine and texture after treatment with formulation bonding. General
[0184] [0184] A sample of untreated virgin gray hair was obtained from a human subject.
[0185] [0185] Binding Formulation : The bismaleate binding agent in example 1 (300 mg) was dissolved in water (10 g). The resulting solution was mixed with LiQWD Volumizing Conditioner® in a 1: 1 ratio. Methods
[0186] [0186] A section of gray virgin hair was washed with LiQW ® moisturizing shampoo and then towel dried. The hair was then combed with a wide-toothed comb, followed by combing with a fine-toothed comb for 2 minutes.
[0187] [0187] After combing, the binding formulation (about 4 mL) was applied to the hair sample by hand and then the sample was combed for approximately 1 minute. The hair sample was left unchanged for a period of about 10 minutes, after which it was washed with water and then washed with LiQWD® Volume Conditioner and Shampoo before being examined.
[0188] [0188] The hair sample was washed and conditioned five more times with LiQWD® Volume Conditioner and Shampoo.
[0189] [0189] The second section of the gray virgin hair, the control, was treated identically as above, except that the binding formulation was not applied to the control hair sample. Thus, after the hair was combed, LiQWD® Volume Conditioner (without a binding agent) was applied to the hair sample by hand. Results:
[0190] [0190] The hair sample treated with the bonding formulation had a brighter and softer feel to the touch than the original untreated sample. The treated hair sample gave a healthier overall appearance compared to the control sample.
[0191] [0191] The shine, texture and general appearance remained intact after five conditioning treatments and shampoo. Example 5: Hair shine and texture after treatment with formulation bond. General
[0192] [0192] A sample of untreated virgin blond hair described as highly porous and difficult to comb was obtained from a human subject.
[0193] [0193] Binding Formulation : The bismaleate binding agent in example 1 (300 mg) was dissolved in water (10 g). The resulting solution was mixed with LiQWD Enhancing Conditioner® in a 1: 1 ratio. Methods
[0194] [0194] A section of blond virgin hair was washed with LiQW ® moisturizing shampoo and then towel dried. The hair was then combed with a wide-toothed comb, followed by combing with a fine-toothed comb for 5 minutes.
[0195] [0195] After combing, the binding formulation (about 7 mL) was applied to the hair sample by hand and then the sample was combed for approximately 2 minutes. The hair sample was left unchanged for a period of about 5 minutes after the hair was treated again with the binding formulation (about 4 ml). The hair sample was combed for approximately 10 seconds and left unchanged for approximately 5 minutes.
[0196] [0196] The hair sample was then washed with water and then washed with LiQWD® Sulfate-Free Shampoo and Enhancement Conditioner prior to examination.
[0197] [0197] After initial examination, the sample was washed and conditioned two more times with Shampoo and Enhancement Conditioner without LiQWD® Sulfate.
[0198] [0198] The second section of the virgin blond hair, the control, was treated identically as above, except that the binding formulation was not applied to the control hair sample. Thus, after the hair was combed, LiQWD® Volume Conditioner (without a binding agent) was applied to the hair sample by hand. Results:
[0199] [0199] The hair sample treated with the bonding formulation had a brighter and softer feel to the touch than the original untreated sample. The treated hair sample gave a healthier overall appearance compared to the control sample.
[0200] [0200] The brightness, texture and overall appearance remained intact after two conditioning treatments and shampoo. Example 6: Color and texture retention of colored hair treated with the binding formulation. General
[0201] [0201] Three hair samples were obtained from a human subject and cut into _^1/2-inch wide webs.
[0202] [0202] Coloring formulation: The permanent hair coloring formulation was obtained from a L'Oreal® permanent hair coloring service (L'Oreal® Majirel permanent color # 10 with peroxide volume 20).
[0203] [0203] Binding Formulation : A 2.2 '- (ethane-1,2-diylbis (oxy)) bis (ethan-1-amine) di-maleate bismaleate binding agent was used at a concentration of 300 mg in 10g total solution (water). Methods
[0204] [0204] The hair samples were washed with whitening shampoo, dry towel and then wrapped around curlers. The samples were then colored with the L'Oreal® permanent hair color service, which was left on the hair samples for approximately 35-40 minutes.
[0205] [0205] The first color treated hair sample ("control") was subsequently washed and rinsed with Liqwd® Shampoo and Hydrating Conditioner five times before being photographed.
[0206] [0206] The binding formulation was applied to the second and third color treated hair samples through a spray bottle and massaging with fingers. The binding formulation was left in the second hair sample for a period of about 1 minute and the third sample for a period of about 10 minutes. The hair samples were then washed and then washed with Shampoo and LiQWD® Moisturizing Conditioner five times before being examined. Results:
[0207] [0207] Hair samples treated with the binding formulation showed better color retention, more shine and less frizz than the control. Hair samples treated with the binding formulation gave a softer feel to the touch and combined with the lower frizz and added sheen gave the overall healthy appearance to the control. Example 7: Comparison of color retention in hair with traditional perm and hair with perm using bonding formulations. Method
[0208] [0208] The ¹ / ₂ -inch hair sample weft obtained from a human subject was washed with bleaching shampoo and then towel dried. Ammonium thioglycolate or dithiothreitol was mechanically pulled through the hair with a wide and fine comb several times and then left in the hair for 10 minutes to 1 hour. The hair was then washed for 30 seconds to 1 minute with water and then dried with a towel.
[0209] [0209] The binding formulation, described in example 1, was then applied through a needle nose applicator soaking the hair and leaving it for 7.5 minutes. This step was repeated, for a total of 15 minutes. The hair was then rinsed for 1-2 minutes, washed with shampoo and then conditioned with various brands of conditioner and salon shampoo, including LiQWD® Shampoo and Moisturizing Conditioner.
[0210] [0210] A second hair sample was smoothed, as described above, but using hydrogen peroxide, instead of the binding formulation. The hair samples were washed and conditioned repeatedly. Hair color comparison:
[0211] [0211] After both hair samples were washed five times using LiQWd® Moisturizing Shampoo and LiQWd® Moisturizing Conditioner the samples were examined for their color retention. Results
[0212] [0212] The hair sample treated with the binding formulation exhibited a color closer to the intensity of the hair sample before the first wash, compared to hair treated with hydrogen peroxide. Example 8: Comparison of hair treated with enhancement formulation applied simultaneously with formulation binding and hair treated with enhancement formulation alone
[0213] [0213] The binding formulation in example 1 contained the bismaleate binding agent in concentrations of 2400 mg in a total solution of 10 g (water).
[0214] [0214] Two samples of human hair were tested. A sample was taken from the same head, 1 inch wide and divided in half. The color was a bit brown and had previously been treated by coloring with an unknown professional hair color.
[0215] [0215] Sample 1, 1/2 inches wide and 8 inches long, was illuminated with traditional enhancement ingredients mixed with a binding formulation. 1oz of developer Joico Verocolor Veroxide -20 volume was mixed with 1oz of Joico Verolight bleach powder to form the enhancement formulation. Then 9mL of the binding formulation was added to the enhancement formulation to form a mixture.
[0216] [0216] The mixture was applied to hair sample 1 with an applicator brush as the hair rested on aluminum foil. The aluminum foil was then wrapped around the sample and left to process for 35 minutes. The sample was rinsed and shampooed once.
[0217] [0217] Sample 2, the control, 1/2 inch wide and 8 inches long, was illuminated with traditional enhancement ingredients in the absence of a binding formulation. 1oz of developer Joico Verocolor Veroxide -20 volume was mixed with 1oz of Joico Verolight bleach powder to form an enhancement formulation with a creamy consistency
[0218] [0218] The enhancement formulation was applied to sample 2 with an applicator brush with the hair resting on aluminum foil. The aluminum foil was then wrapped around the sample and left to process for 35 minutes. The sample was rinsed and shampooed once. Results
[0219] [0219] There was a noticeable difference in hair quality between sample 1 and 2. Sample 1 of hair was smoother, less curly, appeared hydrated, with more shine than the control, sample 2.
[0220] [0220] Both samples were washed and conditioned 5 times more with the same visible benefits as sample 1 (treated with the enhancement formulation mix and the binding formulation) compared to the control, sample 2 (treated with formulation highlighting, alone).
[0221] [0221] Unless otherwise defined, all technical and scientific terms used in this document have the same meaning as is generally understood by someone versed in the technique to which this invention belongs. Publications cited in this document and the materials for which they are specifically cited are incorporated by reference.
[0222] [0222] Those skilled in the art will recognize, or be able to verify, using no more than routine experimentation, many equivalents for the specific embodiments of the invention described herein. Such equivalents are intended to be encompassed by the following claims.

权利要求:
Claims (33)
[0001]
Cosmetic method for treating hair characterized by comprising: (a) applying a formulation to the hair comprising a binding agent of Formula (I)
[0002]
Method, according to claim 1, characterized by the fact that A, B, C and D are the same; or where at least one of A, B, C and D is different from the other reactive fractions.
[0003]
Method according to claim 1, characterized by the fact that the binding agent is:
[0004]
Method according to any one of claims 1 to 3, characterized in that the molecular weight of the binding agent is less than about 500 Daltons.
[0005]
Method according to any one of claims 1 to 4, characterized in that the binding agent is present in an amount ranging from 0.01% by weight to 50% by weight of the formulation, optionally, in an amount ranging from 0.1% by weight to 3% by weight, 0.1% by weight to 5% by weight, 0.1% by weight to 50% by weight, 1% by weight to 10% by weight, 1 wt% to 15 wt% or 1 wt% to 25 wt% of the formulation.
[0006]
Method according to claim 5, characterized in that the binding agent is about 3% by weight of the formulation, optionally, wherein the formulation further comprises one or more cosmetically acceptable excipients; and wherein the excipient is present in an amount ranging from 10% by weight to 90% by weight of the formulation.
[0007]
Method according to any one of claims 1 to 6, characterized in that the formulation is in the form of a liquid, gel, cream or lotion.
[0008]
Method according to any one of claims 1 to 7, characterized in that it further comprises (b) rinse, wash with shampoo, and / or with hair conditioner, where step (b) takes place following step (a).
[0009]
Method according to any one of claims 1 to 8, characterized in that it further comprises the step of: applying a first formulation comprising a reducing agent, wherein the step is performed before applying the formulation comprising the binding agent.
[0010]
Method according to claim 9, characterized by the fact that the reducing agent is selected from the group consisting of thioglycolic acid and its derived salts and esters, thiolactic acid and its derived salts and esters, cysteine and its derivatives, cysteamine and its derivatives , inorganic sulfites, sodium metabisulfite, other inorganic bisulfites, dithiothreitol, dithioerythritol, organic phosphines and Japanese relaxants.
[0011]
Method according to any one of claims 1 to 10, characterized in that the molecular weight of the binding agent is less than 500 Daltons.
[0012]
Formulation characterized by consisting of a binding agent, an aqueous solvent and one or more cosmetically acceptable excipients, in which the binding agent is represented by Formula (I):
[0013]
Formulation according to claim 12, characterized by the fact that the binding agent is:
[0014]
Formulation according to claim 12, characterized by the fact that the ligand is a polyfunctional molecule, wherein the linker is independently substituted with one or more substituents selected from the group consisting of hydrogen, halogen, cyano, alkoxy, alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, heterocycloalkyl, heteroaryl, amine, hydroxy, formyl, acyl, carboxylic acid, -C (O) R ¹ , -C (O) OR ¹ , carboxylate, primary amide, secondary amide, -C (O) NR ¹ R ² , -NR ¹ R ² , -NR ¹ S (O) 2R ² , - NR ¹ C (O) R ² , -S (O) ₂ R ² , -SR ¹ , and -S (O) ₂ NR ¹ R ² , sulfinyl group and sulfonyl group; wherein R ¹ and R ² each, independently, may be hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocycloalkyl and heteroaryl; wherein each of R ¹ and R ² is optionally independently substituted with one or more substituents selected from the group consisting of halogen, hydroxyl, cyano, nitro, amino, alkylamino, dialkylamino, alkyl optionally substituted with one or more halogen or alkoxy or aryloxy, aryl, optionally substituted with one or more halogen or alkoxy or alkyl or trihaloalkyl, heterocycloalkyl, optionally substituted with aryl or heteroaryl or = O or alkyl, optionally substituted with hydroxyl, cycloalkyl, optionally substituted with hydroxyl, heteroaryl optionally substituted with one or more halogen or alkoxy or alkyl or trihaloalkyl, haloalkyl, hydroxyalkyl, carboxy, alkoxy, aryloxy, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl and dialkylaminocarbonyl.
[0015]
Formulation according to claim 12 or 14, characterized by the fact that A, B, C and D are the same; or where at least one of A, B, C and D is different from the other reactive moieties.
[0016]
Formulation according to any one of claims 12 to 15, characterized in that the one or more cosmetically acceptable excipients comprise one or more preservatives, one or more stabilizers or a combination thereof.
[0017]
Formulation according to any one of claims 12 to 16, characterized in that the binding agent is present in an amount ranging from 0.01% by weight to 50% by weight of the formulation, optionally, in an amount ranging from 2.5% by weight to 3% by weight, 1% by weight to 10% by weight, 1% by weight to 15% by weight, 5% to 50%, or 1% by weight to 25% by weight of the formulation.
[0018]
Method according to any one of claims 1 to 8 or 10 and 11, characterized in that a first formulation comprising a hair coloring agent is applied before applying the formulation comprising the binding agent.
[0019]
Method according to any one of claims 1 to 8 or 10 and 11, characterized in that a first formulation comprising one or more bleaching agents is applied before applying the formulation comprising the binding agent.
[0020]
Method according to claim 18, characterized by the fact that the coloring agent is selected from the group consisting of permanent coloring agents, semi-permanent coloring agents and semi-permanent coloring agents.
[0021]
Kit characterized by understanding: (a) a first formulation comprising a reducing agent, and (b) a binding agent formulation comprising a binding agent, wherein the binding agent is represented by Formula (I):
[0022]
Kit, according to claim 21, characterized by the fact that the first formulation is a formulation for smoothing, curling, or curling.
[0023]
Kit characterized by understanding: (a) a developer; (b) a bleaching powder; and (c) a binding agent formulation comprising a binding agent, wherein the binding agent is represented by Formula (I):
[0024]
Kit according to any one of claims 1 to 23, characterized in that the ligand is a polyfunctional molecule, wherein the linker is independently substituted with one or more substituents selected from the group consisting of hydrogen, halogen, cyano, alkoxy, alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, heterocycloalkyl, heteroaryl, amine, hydroxy, formyl, acyl, carboxylic acid , -C (O) R ¹ , -C (O) OR ¹ , carboxylate, primary amide, secondary amide, -C (O) NR ¹ R ² , -NR ¹ R ² , - NR ¹ S (O) ₂ R ² , -NR ¹ C (O) R ² , -S (O) ₂ R ² , -SR ¹ , and -S (O) ₂ NR ¹ R ² , sulfinyl group and sulfonyl group; wherein R ¹ and R ² each, independently, may be hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocycloalkyl and heteroaryl; wherein each of R ¹ and R ² is optionally independently substituted with one or more substituents selected from the group consisting of halogen, hydroxyl, cyano, nitro, amino, alkylamino, dialkylamino, alkyl optionally substituted with one or more halogen or alkoxy or aryloxy, aryl, optionally substituted with one or more halogen or alkoxy or alkyl or trihaloalkyl, heterocycloalkyl, optionally substituted with aryl or heteroaryl or = O or alkyl, optionally substituted with hydroxyl, cycloalkyl, optionally substituted with hydroxyl, heteroaryl optionally substituted with one or more halogen or alkoxy or alkyl or trihaloalkyl, haloalkyl, hydroxyalkyl, carboxy, alkoxy, aryloxy, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl and dialkylaminocarbonyl.
[0025]
Kit according to any one of claims 21 to 24, characterized in that the bonding agent is:
[0026]
Kit according to any one of claims 21 to 24, characterized by the fact that A, B, C and D are the same; or where at least one of A, B, C and D is different from the other reactive fractions.
[0027]
Kit according to any one of claims 21 to 26, characterized in that the binding agent is present in an amount ranging from 0.01% by weight to 50% by weight of the formulation of the binding agent; optionally, in an amount ranging from 1% by weight to 10% by weight, from 1% by weight to 15% by weight, from 5% by weight to 50% by weight, or from 1% by weight to 25% by weight of the binding agent formulation.
[0028]
Kit according to any of claims 21 to 27, characterized in that the binding agent formulation is in the form of a liquid, lotion, milk, mousse, spray, gel, cream, shampoo or conditioner.
[0029]
Kit according to any one of claims 21 to 28, characterized in that the binding agent formulation is supplied as two or more separate ingredients.
[0030]
Shampoo or conditioner characterized by comprising an effective amount of a binding agent, in which the binding agent is represented by Formula (I):
[0031]
Shampoo or conditioner, according to claim 30, characterized by the fact that A, B, C and D are the same; or where at least one of A, B, C and D is different from the other reactive fractions.
[0032]
Shampoo or conditioner according to claim 30, characterized by the fact that the binding agent is:
[0033]
Shampoo or conditioner according to any one of claims 30 to 32, characterized in that the binding agent is present in an amount ranging from 0.01% by weight to about 50% by weight of the shampoo or conditioner; optionally in an amount ranging from 2.5% by weight to 3% by weight, from 0.1% by weight to 3% by weight, from 0.1% by weight to 5% by weight, from 0.1% by 50% by weight, 1% by weight to 10% by weight, 1% by weight to 15% by weight or 1% by weight to 25% by weight of shampoo or conditioner.

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MD4587B1|2018-08-31|

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CL2016000158A1|2017-09-01|

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HK1222322A1|2017-06-30|

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DE202014010627U1|2016-02-19|

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JP6286030B2|2018-02-28|

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MD4587C1|2019-03-31|

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CN105431128A|2016-03-23|

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UA116148C2|2018-02-12|

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EA035975B1|2020-09-08|

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JP2016523844A|2016-08-12|

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KR20160046794A|2016-04-29|

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EP3001809B1|2017-07-12|

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MX352669B|2017-12-04|

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NZ715539A|2017-05-26|

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AP2015008934A0|2015-12-31|

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AU2016202542A1|2016-05-12|

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HRP20171408T1|2017-11-03|

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ZA201509357B|2016-07-27|

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WO2015017768A1|2015-02-05|

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CY1119456T1|2018-03-07|

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MX2016001176A|2016-08-11|

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GB201523109D0|2016-02-10|

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SA516370509B1|2017-12-31|

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CU20160017A7|2016-07-29|

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GB2530455A|2016-03-23|

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PE20160214A1|2016-05-14|

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TN2015000571A1|2017-04-06|

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KR101781991B1|2017-09-26|

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PL3001809T3|2017-12-29|

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EP3326606A1|2018-05-30|

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IL243748D0|2016-04-21|

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SI3001809T1|2017-10-30|

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法律状态:
2018-02-27| B06F| Objections, documents and/or translations needed after an examination request according [chapter 6.6 patent gazette]|

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2019-08-06| B06U| Preliminary requirement: requests with searches performed by other patent offices: procedure suspended [chapter 6.21 patent gazette]|

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2020-05-05| B09A| Decision: intention to grant [chapter 9.1 patent gazette]|

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2020-05-26| B25A| Requested transfer of rights approved|Owner name: OLAPLEX, INC. (US) |

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2020-06-30| B16A| Patent or certificate of addition of invention granted [chapter 16.1 patent gazette]|Free format text: PRAZO DE VALIDADE: 20 (VINTE) ANOS CONTADOS A PARTIR DE 01/08/2014, OBSERVADAS AS CONDICOES LEGAIS. |

优先权:

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申请号 | 申请日 | 专利标题

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US201361861281P| true| 2013-08-01|2013-08-01|

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US61/861,281|2013-08-01|

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US201361867872P| true| 2013-08-20|2013-08-20|

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US201361885898P| true| 2013-10-02|2013-10-02|

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US201361903239P| true| 2013-11-12|2013-11-12|

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US14/257,089|US20150034119A1|2013-08-01|2014-04-21|Hair Color Smoothing Compositions and Methods|

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US14/257,076|US20150037270A1|2013-08-01|2014-04-21|Compositions and Kits for Hair and Skin|

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US14/257,056|US20150037271A1|2013-08-01|2014-04-21|Methods for Fixing Hair and Skin|

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US201462000340P| true| 2014-05-19|2014-05-19|

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US62/000,340|2014-05-19|

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PCT/US2014/049388|WO2015017768A1|2013-08-01|2014-08-01|Methods for fixing hair and skin|

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