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    • 专利摘要:
    ANTI-DANDRUFF COMPOSITIONS AND HAIR CARE FORMULATIONS CONTAINING ZINC PYRITI-ONATE AND QUATERNARY AMMONIUM SALT. The present invention discloses a stable biocidal composition with improved anti-fungal activity, low concentration of active ingredient (s) and a process for preparing the same, the composition comprising zinc pyrithione, quaternary ammonium salt C8-C18, ( preferably cetylpyridinium chloride), miscible water glycol / polyol / glycol / lactam ether, organic amine and / or alkane amine, and can be formulated in hair care formulations, anti-dandruff formulations for hair care hair, water-based paints, coatings, adhesives, hard surface cleaners, fabric treatment compositions, wood products, plastic products and medical products. The biocidal compositions and the resulting formulations are transparent or opaque and are stable under different conditions of pH and humidity.
    公开号:BR112016004383B1
    申请号:R112016004383-9
    申请日:2014-09-02
    公开日:2020-10-13
    发明作者:Vineet Sharma；Ashutosh Agarwal
    申请人:Jubilant Life Sciences Limited；
    IPC主号:
    专利说明:

    FIELD OF THE INVENTION
    The present invention relates to a stable, transparent or opaque biocidal composition, comprising zinc pyrithione alone or in combination with a cs c18 quaternary ammonium salt, preferably cetylpyridinium chloride. The compositions have greater bioavailability and improved antifungal activity and are capable of being formulated in various formulations for personal and industrial care. BACKGROUND OF THE INVENTION
    002 Zinc pyrithione (ZPTO), also known as zinc-2-thiol-V-oxide or bis- [1-hydroxy-2 (77) pyridinothione] -zinc priridine is a broad spectrum antimicrobial agent and has been used as fungicide and bactericide in various personal care and pharmaceutical products, particularly in anti-dandruff shampoos. ZPTO is also used as a biologically active agent for cutting oils and cooling systems, as an agent to protect cellulosic fibers from loss of tensile strength due to the action of fungi and as a preservative in water-based paints, coatings, adhesives, wet condoms, hard surface cleaning products, fabric treatment compositions, wood products, plastic products, medical products, fibers or any other application where the growth of microorganisms must be stopped or delayed.
    003 The antifungal and antimicrobial activity of ZPTO depends on the bioavailability of the ZPTO molecule in the scalp. Because of the low solubility in water (6-12 ppm), the concentration of ZPTO molecules in aqueous media and, subsequently, in the hair and scalp also remains low, leading to poor bioavailability. In addition, when used in personal care formulations, it produces white suspension that precipitates in the packaging bottle. Therefore, to overcome these disadvantages of low water solubility, precipitations and poor bioavailability, ZPTO is generally used in excess (1-2% w / w), but the high concentration of ZPTO lacks consumer acceptability due to harshness.
    004 There have been many approaches to increase the solubilization and antimicrobial effectiveness of zinc pyrithione.
    005 US 3,636,213 discloses the solubilization of heavy metal pyrithione salts in common organic solvents and / or water by combination with primary alkyl and monoamines or polyalkyleneimines aryl, preferably dodecyl amine and diglycol amine for use in hairstyles. The compositions have a pH of about 8.5-9.0.
    006 US 3,785,985 and US 3,940,482 describe the solubilization of heavy metal pyrithione salts in water and detergent containing aliphatic polyamine compositions. However, ZPTO solubilized in an alcohol / water system using polyethyleneimine has a pH of about 9.0 or higher and reducing the pH to less than 8.0 leads to ZPTO precipitation in the system.
    007 US 4,835,149 discloses the use of alkanol and / or alkyl amines in the solubilization of a pyrithione metal salt in the preparation of an effective shampoo for the treatment of seborrhea and dandruff. The amines include ethanolamine, diethanolamine, monoisopropylamine and others, along with a cosmetically effective amount of an aminopolycarboxylic acid to regulate the system's pH between 6.5-7.5.
    008 US 6,908,912 discloses a stable, soluble antimicrobial composition, where insoluble pyrithione metal salts, in combination with a source of zinc (zinc salts, oxides, hydroxide, borates, sulfates, chlorides, etc.) were solubilized in an organic amine (1,2-alkanolamines and 1,3-alkanolamines) alone or in combination with a second organic amine (monomeric and polymeric forms of 1,2-alkyldiamines and 1,3-alkyldiamines). These compositions provide a higher concentration of pyrithione and zinc ions for an application (protection of products and machining fluids) and, thus, provide improved biocidal efficacy against microorganisms and bio-films.
    009 It is known that below pH 4.5 zinc complex dissociates into free pyrithione and above pH 9.5, the zinc complex hydrolyzes to obtain ionized pyrithione and zincate species. Both free and ionized pyrithione are biologically active, but being much more soluble in water than the zinc complex which are more susceptible to degradation by exposure to light or oxygen. In the patent applications mentioned above, where different types of amines have been used to solubilize ZPTO, or require pH adjustment, pre-formulation of the active agents can cause precipitation in pH adjustment. These prior art also do not disclose any improved antifungal or antimicrobial activities particularly with more anti-dandruff efficacy for the resulting solubilized ZPTO compared to ZPTO suspensions. In addition, it is extremely difficult to achieve superior sensory hair attributes simultaneously with greater anti-dandruff efficacy containing ZPTO compositions (US 2006/0182696).
    010 WO 20010095717 discloses that cationic polymers can increase the effectiveness of zinc pyrithione in anti-dandruff shampoos, increasing the deposition and retention of water-insoluble ZPTO particles in the scalp. Likewise, polyethyleneimine or the reaction product of polyethyleneimine and ethylene oxide or propylene oxide (US 3,489,686); water-soluble, polymers containing cationic nitrogen or polymers derived from nitrogen-substituted cellulose ether (US 3,580,853) and piperidinum chloride (US 3,761,417) have also been disclosed to increase the effectiveness of ZPTO. However, the effect on the adsorption of a metal pyrithione salt, such as zinc pyrithione, was not considered sufficient for the necessary or improved anti-dandruff efficacy.
    011 US 4,557,928 describes the use of acrylamide quatemium 41 copolymer and Methocel to create more effective zinc pyrithione anti-dandruff shampoo, but these shampoos have been found unstable over a long period of time.
    012 Cationic surfactants, such as amino or hydrophilic quaternary ammonium groups, have been used as a cationic surfactant or emulsifying agent in hair conditioners, shampoos, anti-static formulations, fabric softeners and other cosmetic and personal care preparations ( EP 0034385, EP 0941061, US 2008/0057015, US 8,506,942, US 2012/0064136, US 8,206,694 and US 2012/0100092). Some of them, such as cetylpyridinium chloride, are also commonly used as an antiseptic and / or antimicrobial component in low concentrations (0.025-0.1%) in many OTC health products (creams, toothpastes, deodorants and antiperspirants, mouthwash preparations, toothpastes, lozenges, throat sprays, cough syrups, nasal sprays and pre-moistened wipes) and deodorant.
    013 US 2007/0020221 describes the use of cetylpyridinium chloride (CPC) in the form of a skin whitening or pigment-reducing cosmetic agent in cosmetic compositions to regulate the condition of mammalian keratinous tissue particularly for prevention, delay, and / or the treatment of uneven skin tone.
    014 US 2006/0241190 describes the specific utility of cetylpyridinium chloride in cosmetic compositions as a keratolytic active with SLES for the treatment of psoriasis, eczema and similar skin problems.
    015 As antimicrobial actives in shampoos and / or hair products, US 2011/0287074 describes the use of CPC as a secondary antimicrobial agent in the form of a microemulsion. US 2012/012172 provides an antimicrobial composition with a synergistic effect of laurylamine oxide and CPC. This composition, which has strong antimicrobial efficacy, can be incorporated into shampoos for the treatment of fungal infections and / or bacterial infection on the skin or mucous surfaces.
    016 Although the prior art describes that cationic polymers can improve the deposition of ZPTO in the scalp, it is extremely difficult to formulate the stable composition, as it presents formulation compatibility problems particularly with ZPTO, resulting in loss of transparency, drop in viscosity and instability over a long period of time.
    017 Thus, there is a need to develop antimicrobial stock compositions and / or personal care formulations with ZPTO, in such a way that the ZPTO remains solubilized, maintaining transparency above 90%, while remaining stable in reach and storage conditions. pH, aesthetically more desirable and, simultaneously, obtaining high anti-dandruff efficacy in the low concentration of active ingredient (s). SUMMARY OF THE INVENTION
    The present invention is directed to transparent or opaque biocidal compositions and their formulations, said composition comprising zinc pyrithione, either alone or in combination with a cs c18 quaternary ammonium salt, preferably cetylpyridinium chloride.
    019 The compositions of the present invention can be transparent or opaque, have a greater bioavailability and improved anti-dandruff efficacy with lower concentration of active ingredient (s), are stable under different conditions of pH and humidity and can be easily formulated in various formulations of personal and industrial care.
    020 One embodiment of the present invention is directed to a transparent or opaque stable biocidal composition comprising: (i) 0.5-35% w / w of ZPTO, (ii) 0-20% w / w of a quaternary ammonium salt c8_c18, preferably cetylpyridinium chloride (iii) 0.5-20% w / w of organic amines and / or alkane amine, (iv) 0.5-60% w / w soluble in water- glycol / polyol / glycol ether / lactam or mixtures thereof, (v) 0-10% w / w of a dispersing agent and / or a rheology modifier and / or suspending agent, (vi) 0-60% w / w of water. DETAILED DESCRIPTION OF THE INVENTION
    The present invention provides a stable biocidal composition with improved and effective antifungal activity. The present invention also provides a biocidal composition having a c8_c18 quaternary ammonium salt in addition to zinc pyrithione. The biocidal compositions of the present invention have a high bioavailability of zinc pyrithione. The compositions of the present invention are opaque or transparent.
    The inventors of the present invention have surprisingly discovered that quaternary ammonium salt, in particular c8_c18 quaternary ammonium salt such as cetylpyridinium chloride (CPC) have significant anti-Malassezia or anti-dandruff activity alone and shows improved anti-dandruff activity in combination with lower concentrations of ZPTO. The compositions and formulations of the present invention have superior anti-dandruff efficacy at lower concentrations of the active (s), ZPTO and c8 c] 8 quaternary ammonium salt. The compositions of the present invention are stable and also provide better sensory benefits.
    023 The invention described in detail here using the terms defined below unless otherwise specified.
    The term "biocidal composition", as used herein, refers to a solution, suspension and / or dispersion comprising zinc pyrithione, either alone or in combination with a c8_c18 quaternary ammonium salt in which said composition is capable to inhibit microbial growth.
    The term "stock", as used herein, refers to a concentrated solution, suspension and / or dispersion comprising zinc pyrithione, either alone or in combination with a quaternary ammonium salt as an active.
    026 The term "zinc pyrithione concentrate" refers to an aqueous suspension of zinc pyrithione in an amount comprised between 25-50% w / w.
    027 The term "formulation for personal care", as used herein, refers to various hygiene and cosmetic preparation products used for general health and hygiene and cleanliness. Examples of personal care formulation include, but are not limited to, shower gel, soap, conditioners, lotions and shampoos, anti-dandruff shampoos, anti-dandruff hair gel, and the like.
    028 The term "c8_c18 quaternary ammonium salt", as used herein, refers to salts of quaternary ammonium cations with anions. Quaternary ammonium cations are positively charged with polyatomic ions in which a central nitrogen atom is attached to the same or different four straight chain or branched alkyl group (having 8-18 carbon atoms) or a pyridine nitrogen attached to the group alkyl c8 c] 8. Examples of the c8 c18 quaternary ammonium salt include, but are not limited to, methyl trioctyl ammonium chloride, cetyltrimethyl ammonium chloride, decyl trimethyl ammonium chloride, didecyl dimethyl ammonium chloride, tetradecyl trimethyl ammonium bromide; dodecyl (lauryl) pyridinium chloride, tetradecyl (myristyl) pyridinium chloride, hexadecyl (cetyl) pyridinium chloride, methyl or ethyl cetylpyridinium chloride and octadecyl (stearyl) pyridinium chloride; alkylbenzyldimethyl ammonium halides or benzalkonium halides with chain lengths of c8 c18, predominantly c12_c16, such as ketalkonium chloride, benzethonium chloride, lauralconium halide and stearalkoniu chloride.
    029 The term "surfactant" as used herein, refers to substances that reduce the surface tension of the medium in which it is dissolved, and / or the interfacial tension with other phases, and therefore is positively adsorbed to the liquid / steam and / or other interfaces. Surfactants have a hydrophobic part (water repellent) and a hydrophilic part (which absorbs water '). The hydrophobic part consists of a group of uncharged carbohydrates that can be linear, branched, cyclic or aromatic. Depending on the nature of the hydrophilic part, surfactants are classified as anionic, cationic, non-ionic or amphoteric.
    The term "anionic surfactant", as used herein, refers to surfactants in which the hydrophilic part consists of a negatively charged group such as a sulfonate, sulfate or carboxylate of the surfactant. Examples of anionic surfactant include, but are not limited to, sodium, potassium or ammonium salts of long chain sulfates having carbon chain lengths 6-14, preferably sodium lauryl sulfate (SLS), sodium sulfate sodium laureth (SLES), triethylamine lauryl sulphate, triethylamine laureth sulphate, triethanolamine lauryl sulphate, triethanolamine laureth sulphate, monoethanolamine lauryl sulphate, monoethanolamine laureth sulphate, diethanolamine lauryl sulphate, diethanolamine laureth, ammonium lauryl sulfate, ammonium laureth sulfate, sodium lauryl monoglyceride sulfate, potassium lauryl sulfate, potassium laureth sulfate, sodium lauryl sarcosinate, sodium lauroyl sarcosinate, lauryl sarcosine, cocoyl sarcosine, ammonium cocoyl sulfate, ammonium lauroyl sulfate, sodium cocoyl sulfate, sodium lauroyl sulfate, potassium cocoyl sulfate, la sulfate potassium uryl, monoethanolamine cocoyl sulfate, monoethanolamine lauryl sulfate, sodium tridecyl benzene sulfonate, sodium dodecyl sulfonate, sodium cocoyl isethionate, surfactants derived from amino acids and their combinations.
    031 The term "cationic surfactant", as used herein, refers to surfactants in which the hydrophilic part consists of a positively charged group. Examples of cationic surfactants include, but are not limited to, cetylpyridinium chloride, stearyl pyridinium chloride, methyl or ethyl cetylpyridinium chloride, aralkyl ammonium halides, such as benzyltriethyl ammonium chloride, benzalkonium chloride, ketalkonium chloride , benzethonium chloride, lauryl trimethyl ammonium halide, cetrimonium halide or cetyl trimethyl ammonium halide, trimethyl glycidyl ammonium halide, tallowtrimethyl ammonium chloride, trimethyl coconut ammonium chloride, vitamin B6 chloride, ammonium chloride behenyltrimethyl (BTAC), octyl trimethyl ammonium chloride, dimethyl benzyl octyl ammonium chloride, benzyl decyl dimethyl ammonium chloride, dimethyl benzyl stearyl ammonium chloride, dimethyl didethyl ammonium chloride, dimethyl dioctadecyl ammonium chloride, dipahnitoylethyldimelhyl ammonium chloride and their combinations.
    032 The term "nonionic surfactant", as used herein, refers to surfactants in which the hydrophilic part is not loaded. Examples of nonionic surfactant include, but are not limited to, Lamesoft P065, polyoxyethylene (20) sorbitan monooleate (Tween 80), polyoxyethylene (20) sorbitan monolaurate (Tween 20), ethoxylated sorbitan monolaurate (Crillet 180) and their combinations.
    The term "amphoteric surfactant", as used herein, refers to such surfactants, in which the hydrophilic part can be positively or negatively charged depending on the pH of the solution. They can act as an anionic surfactant in an alkaline solution or as a cationic surfactant in an acidic solution. Examples of amphoteric surfactant include, but are not limited to, cocoamidopropyl betaine (CAPB) or cocoamide DEA and combinations thereof.
    034 The term "surfactant system" as used herein, refers to one or more surfactants selected in the form of anionic surfactant, cationic surfactant, nonionic surfactant, amphoteric surfactants or a combination thereof.
    The term "suspending agents", as used herein, refers to insoluble particles dispersed in a vehicle and helps to reduce the sedimentation rate of the suspended particles. The term "dispersants", as used herein, are substances that facilitate the dispersion of aggregates and improve the kinetic stability of the particles. The term "rheology modifiers" as used herein, refers to compounds / polymers that alter the thickness or viscosity of the system. Throughout the specification, these terms have been used interchangeably. Examples of dispersants and / or rheology modifiers and / or suspending agent as used herein include, but are not limited to, sodium and potassium salts of alkyl aryl sulfonic acids and / or alkyl aryl sulfonic acids polymerized and / or formaldehyde complexes, synthetic silicates, castor oil based on organic thixotropic and thixotropic, carboxymethylcellulose, organophilic, synthetic clays, acrylic acid polymers cross-linked with polyalkenyl ethers or divinyl glycol, Stepan TAB-2, Stepan SAB- 2, Carbopol ETD 2020, Carbopol Aqua SF-1, Carbopol Ultrez 20, Rheocare TTA, Rheocare C Plus, xanthan gum, dehydroxanthan gum like Amaze XT, methyl hydroxyethylcellulose such as Structure Cell 12000 and their combinations. Sodium and potassium salts of alkyl aryl sulfonic acids and / or polymerized alkyl aryl sulfonic acids and / or formaldehyde complexes are selected from, but not limited to, Tytan series, Tysperse series, Darvan Series, DEMOL Series , DAXAD Series, TAMOL Series, HAROL Series, LOMAR Series and the like; synthetic silicates are selected from, but not limited to, sodium aluminum silicate, magnesium aluminum silicates and the like; organophiles such as Claytone, Tixogel and the like; synthetic clay, such as Veegum, Laponite and the like.
    The term "suitable solvent" as used herein, refers to water and cosmetically acceptable miscible solvents, such as glycol, polyol, glycol ethers, lactams and the like. Examples of water mixed with glycol / polyol / glycol ethers include, but are not limited to, propylene glycol, glycerol, sorbitol, PEG 400, polyglycol 500 DME, ethylene glycol monoethyl ether, diethylene glycol monoethyl ether, glycol dimethyl ether diethylene (diglyme), triethylene glycol dimethyl ether (triglyme), tetraethylene glycol dimethyl ether (tetraglyme) and combinations thereof; lactam examples include, but are not limited to, 2-pyrrolidone, A-methyl pyrrolidone (NMP), polyvinylpyrrolidone (PVP) and combinations thereof.
    037 In one embodiment, the present invention provides a transparent, stable, biocidal composition of zinc pyrithione. Said composition comprises (i) 0.5-35% w / w of ZPTO, (ii) 0.5-20% w / w organic amines and / or alkane amine, (iii) 0.5-60% w / w in water soluble in glycol / polyol / glycol ether / lactam or mixtures thereof, (iv) 0-10% w / w of a dispersing agent and / or a rheology modifier and / or suspending agent, (v) 0-60% w / w of water.
    038 In another embodiment, the present invention provides a clear, stable biocidal composition of zinc pyrithione and a c8_c18 quaternary ammonium salt. Said composition comprises (i) 0.5-35% w / w of ZPTO, (ii) 0.05-20% w / w of a c8 c18 quaternary ammonium salt, (iii) 0.5-20% w / w organic amines and / or alkane amine, (iv) 0.5-60% w / w in water soluble in glycol / polyol / glycol ether / lactam or mixtures thereof, (v) 0-10% w / w of a dispersing agent and / or a rheology modifier and / or suspending agent, (vi) 0- 60% w / w of water.
    039 In yet another embodiment, the present invention provides a clear, stable biocidal composition of zinc pyrithione and a c8 c] 8 quaternary ammonium salt, preferably cetylpyridinium chloride. Said composition comprises (i) 0.01 to 10% w / w of zinc pyrithione, (ii) 0.01 to 10% w / w of quaternary ammonium salt c8_c] 8, preferably cetylpyridinium chloride, (iv) 0.5-60 % w / w in water soluble in glycol / polyol / glycol ether / lactam or mixtures thereof, (v) 0-10% w / w of a dispersing agent and / or a rheology modifier and / or a suspending agent, (vi) 0- 60% w / w of water.
    The stable biocidal composition of the present invention and the formulations prepared therefrom, are in the form of a solution, suspension or dispersion. They are present in transparent or opaque form.
    041 In a preferred embodiment, the stable biocidal composition and formulations prepared therefrom are in transparent form. The transparent or opaque stable biocidal composition of the present invention, as described herein, can be incorporated into various formulations for personal or industrial care.
    042 In a preferred embodiment, the compositions of the present invention are incorporated into a formulation for personal care.
    043 In one embodiment, the present invention provides a formulation for personal care comprising 0.01% to 20% w / w of the transparent or opaque, stable biocidal composition of the present invention, as described herein.
    044 In another embodiment of the present invention, the formulation for personal care is provided, comprising from 0.01% to 10% w / w of the transparent or opaque, stable biocidal composition of the present invention, as described herein.
    In a preferred embodiment, the present invention provides a formulation for personal care, said formulation comprising: (i) 0.01-10% w / w transparent or opaque stable biocidal composition, as described above, (ii) 5-45 % w / w of the surfactant system, (iii) 15-75% water.
    046 In yet another embodiment, the personal care formulation of the present invention then comprises one or more components selected from diluents, suspending agents, wetting agents, pH regulators, preservatives, perfumes, active agents on the skin and / or scalp modifiers, hair growth and / or hair loss prevention agents, sunscreens, UV absorbers, vitamins and / or herbal / fruit extracts.
    047 In a preferred embodiment, the compositions of the present invention are incorporated into a formulation for hair care.
    048 In the most preferred embodiment, the compositions of the present invention are incorporated into a formulation for the care of anti-dandruff hair.
    049 In yet another embodiment, the present invention provides a process for preparing stable biocidal compositions and their formulations, in particular formulation for personal care.
    In another embodiment, the present invention provides a process for preparing a biocidal, transparent, stable composition, as described here above, comprising said process: (a) adding an organic amine and / or alkane amine to the zinc pyrithione to obtain a mixture, (b) adding a water soluble in glycol / polyol / glycol ether / lactam or their mixtures to the mixture in step (a), (c) preparing a quaternary ammonium salt solution c8_c18, when present, in a suitable solvent and mixing it with a dispersing agent solution or suspension, (d) adding the mixture from step (b) to the homogeneous solution of step (c).
    051 In another embodiment, the present invention provides a process for preparing a biocidal, transparent, stable composition, as described here above, comprising said process: (a) preparation of a solution of quaternary ammonium salt cs_c18, chloride of cetylpyridinium preferably in a suitable solvent and mixing it with a dispersing agent solution or suspension to obtain a mixture, b) adding concentrated zinc pyrithione to the mixture obtained in step (a).
    052 In yet another embodiment, the present invention provides a process for preparing a formulation for personal care, said process comprising: (a) preparing an aqueous solution of one or more surfactants, (b) adding a dispersing agent and / or a rheology modifier and / or suspending agent to the above solution, (c) adding the stable, opaque or transparent biocidal composition as described here above to the solution obtained in step (b), (d) adding one or more additional components.
    053 The suitable solvent used in the process of the present invention is selected from cosmetically acceptable water, propylene glycol, glycerol, sorbitol, PEG 400, polyglycol 500 DME, ethylene glycol monoethyl ether, diethylene glycol monoethyl ether, glycol dimethyl ether diethylene (diglyme), triethylene glycol dimethyl ether (triglyme), tetraethylene glycol dimethyl ether (tetraglyme), 2-pyrrolidone, N-methyl tyrrolidone (NMP), polyvinylpyrrolidone (PVP) and their combinations.
    054 In a preferred embodiment, the present invention provides a stable biocidal composition and / or formulation for personal care, wherein zinc pyrithione is present in an amount of 0.5% to 20% w / w.
    055 In a preferred embodiment, the quaternary ammonium salt c8_c18, is selected from methyl trioctyl ammonium chloride, cetyl trimethyl ammonium bromide, cetylpyridinium chloride, dodecyl pyridinium chloride (lauryl), tetradecyl pyridinium chloride (myristyl) , hexadecyl pyridinium chloride (cetyl), methyl or ethyl cetylpyridinium chloride and octadecyl pyridinium chloride (stearyl).
    056 In the most preferred embodiment, the c8 c] 8 quaternary ammonium salt is cetylpyridinium chloride. Cetylpyridinium chloride is anhydrous or monohydrate.
    057 In a preferred embodiment of the present invention, the quaternary ammonium salt c8 c18 is present in an amount of 0.01% to 20% w / w.
    058 The organic amines or alkane amines used in the present invention are selected from the group comprising comprising monoethanolamine (MEA), 3-aminopropyl dimethyl amine, 3-methoxypropyl amine, A / .s- (2- hydroxypropyl) and their combinations; lactam is selected from 2-pyrrolidone, A-methyl pyrrolidone (NMP), polyvinylpyrrolidone (PVP) and their combinations.
    059 In a preferred embodiment, the organic amines or alkane amines are selected from one or more monoethanolamine (MEA), A-methyl pyrrolidone (NMP), polyvinylpyrrolidone (PVP).
    060 The water soluble in glycol / polyol / glycol ether used in the present invention is selected from propylene glycol, glycerol, sorbitol, PEG 400, polyglycol 500 DME, ethylene glycol monoethyl ether, diethylene glycol monoethyl ether, dimethyl ether of diethylene glycol (diglyme), triethylene glycol dimethyl ether (triglyme), tetraethylene glycol dimethyl ether (tetraglyme) and their combinations and combinations.
    061 The compositions of the present invention can be transparent or opaque, have greater bioavailability and anti-dandruff efficacy and with a lower concentration of active ingredient (s), are stable under different pH and humidity conditions and can be easily formulated in various formulations of personal and industrial care.
    062 The composition of the present invention can be incorporated into various personal care or industrial formulations, such as cutting oils and cooling systems, as an agent to protect cellulosic fibers from loss of tensile strength due to the action of fungi and as a preservative to water-based paints, coatings, adhesives, wet condoms, hard surface cleaning products, fabric treatment compositions, wood products, plastic products, medical products, fibers or any other antimicrobial application. EXAMPLES
    063 The invention is explained in detail in the following examples, which are given for the purpose of illustration only and therefore should not be construed as limiting the scope of the invention: Example 1: Stock preparation of transparent ZPTO: For the heavy amount of ZPTO (w / w), monoethanolamine was added. Then, NMP was added and the contents were stirred with heating to 40-45 ° C. Propylene glycol, sorbitol and polyethylene glycol 400 were then added to the previous mixture with continuous stirring to obtain the desired transparent composition. An exemplary composition obtained from the above-mentioned process is tabulated below: Table 1: Composition of the transparent ZPTO stock
    Example 2: Preparation of transparent ZPTO-CPC stock: The ZPTO solution was prepared by dissolving ZPTO in monoethanolamine and NMP with stirring at 40-45 ° C. Likewise, the CPC solution was prepared by dissolving it in propylene glycol. This solution was added to an aqueous solution of dispersant (Tytan N) and sorbitol. To this solution, the ZPTO solution was added slowly with continuous stirring to obtain the desired transparent composition. An exemplary composition obtained from the aforementioned process is tabulated below: Table 2: Stock composition of transparent ZPTO-CPC:
    Example 3: Preparation of opaque ZPTO-CPC stock: The CPC was dissolved in water in a 1: 2.5 ratio. A dispersing solution was also prepared. In a separate container, Ultrez 20 was sprayed over the rest of the water. After complete wetting (~ 5 minutes), the contents were stirred at a slow rate and then dispersant solutions and CPC compound (10%) were mixed. The mixture was stirred for 15 minutes at 40 ° C. The required amount of zinc pyrithione concentrate was added with continuous stirring at high rpm (600). This mixture was stirred for 30 minutes and, finally, a stable white suspension was obtained. An exemplary composition obtained from the above process is tabulated below: Table 3: Composition of the suspension of opaque ZPTO and CPC stocks:
    Example 4: Preparation of Formulation for personal care: In a 250 ml kettle (thick-walled cup), heavy amounts of SEES (2EO), SLS (Galaxy 780) and water were taken and heated to 55 ° C with mixture to make a homogeneous transparent mixture. To this hot mixture, heavy amounts of suitable rheology modifier (Carbopol Aqua SF-1, Ultrez 20, Rheocare TTA etc.) were added slowly with continuous stirring. To this mixture, the required amount of ZPTO solution from the stock solution (as prepared in example 1 or 2) was added dropwise to obtain a clear composition. The system pH was maintained in the range of 6.5-8. Then, CAPB was added at 50 ° C, followed by the addition of glycerin, hydrovance and aqueous Merquat 3330 solution (conditioner) below 40 ° C with continuous stirring. After adding all the ingredients mentioned above, fragrances compatible with the aqueous system like Filip ES or Surf ES (Robertef) are added to the system at room temperature (25-30 ° C). The total weight of the kettle was made and according to the water loss, the necessary amount of water was added. The mixture was stirred for an additional 10-15 minutes and was stored at room temperature in a container.Table 4: transparent hair care formulations
    * DEGMEE = ethylene glycol monoethyl ether; ** PG = Propylene glycol Example 5: Physical stability studies of the compositions obtained in examples 1-4: The stability of the compositions and their formulations varying with time and humidity conditions were tested and the results show that the compositions are stable in the wide pH range (6.5-12) and show transparency of more than 90%. Example 6: Studies of antifungal / anti-dandruff activity: The anti-dandruff efficacy was determined by measuring the zone of inhibition using the disk diffusion method against Malassezia furfur (ATCC No. 14521). In this procedure, 10 µL of sample was added to the filter paper disc and the disc was kept in the microbial culture rubbed in the culture medium. Culture plates were incubated at 37 ° C for 48 hours and antifungal activity was assessed by observing a non-growth area around the disc. An area of no growth around the leaf sample is known as a zone inhibition. The results are shown in Table 5. Similarly, anti-dandruff activities for ZPTO and ZPTO-CPC stock compositions and shampoo formulations against M. furfur were performed and the data are summarized below in Table 6: Table 5: Anti-dandruff activities -paste for several ZPTO containing samples against M. Furfur
    Table 6: Anti-dandruff activities for stock compositions and shampoo formulations against M. Furfur
    * TSP: Transparent
    权利要求:
    Claims (14)
    [0001]
    1. ANTI-DANDRUFF COMPOSITIONS AND CAPILLARY CARE FORMULATIONS CONTAINING ZINC PIRITIONATE AND QUATERNARY AMMONIUM SALT is characterized by a transparent, stable biocidal composition, the said composition comprising: (i) 0.5-35% w / w of zinc pyrithione , (ii) 0.01-20% w / w of cetylpyridinium chloride, (iii) 0.5-20% w / w of organic amines and / or alkanolamine, (iv) 0.5-60% w / w of water-soluble glycol / polyol / glycol ether / lactam or mixtures thereof, in which water-soluble glycols / polyol ethers / glycol are selected from propylene glycerol glycol, sorbitol, PEG 400, polyglycol 500 DME, ethylene glycol monoethyl ether, ether monomethyl diethylene glycol, monoethyl diethylene glycol ether, diethylene glycol dimethyl ether (diglyme), triethylene glycol dimethyl ether (triglyme), tetraethylene glycol dimethyl ether (tetraglime) and combinations thereof; the lactam is selected from 2-pyrrolidone, V-methylpyrrolidone (NMP), polyvinylpyrrolidone (PVP) and their combinations, (v) 0-10% w / w of a dispersant and / or a rheology modifier and / or suspending agent, (vi) 0-60% w / w water.
    [0002]
    2. ANTI-DANDRUFF COMPOSITIONS AND CAPILLARY CARE FORMULATIONS CONTAINING ZINC PYRITIONATE AND QUATERNARY AMMONIUM SALT is characterized by a transparent, stable biocidal composition, the said composition comprising: (i) 0.5-35% w / w of zinc pyrithione , (ii) 0.05-20% w / w of cetylpyridinium chloride, (iii) 0.5-20% w / w of organic amines and / or alkanolamine, (iv) 0.5-60% w / w of water soluble glycol / polyol / glycol ether / lactam or mixtures thereof, in which water-soluble glycols / polyol ethers / glycol are selected from propylene glycerol glycol, sorbitol, PEG 400, polyglycol 500 DME, ethylene glycol monoethyl ether, ether monomethyl diethylene glycol, monoethyl diethylene glycol ether, diethylene glycol dimethyl ether (diglyme), triethylene glycol dimethyl ether (triglyme), tetraethylene glycol dimethyl ether (tetraglime) and combinations thereof; the lactam is selected from 2-pyrrolidone, V-methylpyrrolidone (NMP), polyvinylpyrrolidone (PVP) and their combinations, (v) 0-10% w / w of a dispersant and / or a rheology modifier and / or suspending agent, (vi) 0-60% w / w water.
    [0003]
    3. ANTI-DANDRUFF COMPOSITIONS AND CAPILLARY CARE FORMULATIONS CONTAINING ZINC PIRITIONATE AND QUATERNARY AMMONIUM SALT is characterized by an opaque, stable biocidal composition, the said composition comprising: (i) 0.01-20% w / w of zinc pyrithione , (ii) 0.01-20% w / w of cetylpyridinium chloride, (iii) 0.5-60% w / w of water-soluble glycol / polyol / glycol ether / lactam or mixtures thereof, where the glycols soluble in water / polyol / glycol ethers are selected from propylene glycerol glycol, sorbitol, PEG 400, polyglycol 500 DME, ethylene glycol monoethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl ether (diglyme), ether dimethyl triethylene glycol (triglyme), tetraethylene glycol dimethyl ether (tetraglyme) and combinations thereof; the lactam is selected from 2-pyrrolidone, V-methylpyrrolidone (NMP), polyvinylpyrrolidone (PVP) and their combinations, (iv) 0-10% w / w of a dispersant and / or a rheology modifier and / or suspending agent, (v) 0-60% w / w of water.
    [0004]
    4. ANTI-DANDRUFF COMPOSITIONS AND CAPILLARY CARE FORMULATIONS CONTAINING ZINC PIRITIONATE AND QUATERNARY AMMONIUM SALT is characterized by a formulation for personal care, comprising the transparent or opaque stable biocidal composition according to any of claims 1, 2 or 3.
    [0005]
    5. ANTI-DANDRUFF COMPOSITIONS AND HAIR CARE FORMULATIONS CONTAINING ZINC PYRITIONATE AND QUATERNARY AMMONIUM SALT is characterized by a formulation for personal care, according to claim 4, said formulation comprising: (i) 0.01-10% w / w transparent or opaque, stable biocidal composition. (ii) 5-45% w / w of the surfactant system, (iii) 15-75% water.
    [0006]
    6. ANTI-DANDRUFF COMPOSITIONS AND CAPILLARY CARE FORMULATIONS CONTAINING ZINC PIRITIONATE AND QUATERNARY AMMONIUM SALT is characterized by the stable biocidal composition and / or formulation for personal care, according to any of claims 1 to 5, wherein the said composition / formulation is in the form of a solution, suspension or dispersion.
    [0007]
    7. ANTI-DANDRUFF COMPOSITIONS AND CAPILLARY CARE FORMULATIONS CONTAINING ZINC PIRITIONATE AND QUATERNARY AMMONIUM SALT is characterized by the stable biocidal composition and / or formulation for personal care, according to any of claims 1 to 5, in which the organic amines or alkane amine are selected from the group comprising monoethanolamine (MEA), 3-aminopropyl dimethyl amine, 3-methoxypropyl amine, A / s- (2-hydroxypropyl) amine and combinations thereof.
    [0008]
    8. ANTI-DANDRUFF COMPOSITIONS AND CAPILLARY CARE FORMULATIONS CONTAINING ZINC PIRITIONATE AND QUATERNARY AMMONIUM SALT is characterized by the stable biocidal composition and / or formulation for personal care, according to any of claims 1 to 5, in which water soluble in glycol / polyol / glycol ether are selected from propylene glycol, glycerol, sorbitol, PEG 400, polyglycol 500 DME, ethylene glycol monoethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl ether (diglyme), dimethyl ether of triethylene glycol (triglyme), tetraethylene glycol dimethyl ether (tetraglime) and their combinations; lactam is selected from 2-pyrrolidone, A-methyl pyrrolidone (NMP), polyvinylpyrrolidone (PVP) and their combinations.
    [0009]
    9. ANTI-DANDRUFF COMPOSITIONS AND HAIR CARE FORMULATIONS CONTAINING ZINC PYRITIONATE AND QUATERNARY AMMONIUM SALT is characterized by a formulation for personal care, according to claims 4 and / or 5, which further comprises one or more additional components selected from thinners, suspending agents, humectants, pH regulators, preservatives, perfumes, agents acting on the skin and / or scalp modifiers, hair growth agents and / or hair loss preventive agents, sunscreens, absorbents UV, vitamins, herbal extracts.
    [0010]
    10. ANTI-DANDRUFF COMPOSITIONS AND CAPILLARY CARE FORMULATIONS CONTAINING ZINC PYRITIONATE AND QUATERNARY AMMONIUM SALT is characterized by a process for preparing a transparent stable biocidal composition, according to claims 1 and / or 2, said process comprising : (a) adding an organic amine and / or alkane amine to the zinc pyrithione to obtain a mixture, (b) adding a water soluble in glycol / polyol / glycol ether / lactam or mixtures thereof to the step mixture (a), (c) preparing a solution of cetylpyridinium chloride, when present, in a suitable solvent and mixing it with a dispersant solution or suspension, (d) adding the mixture from step (b) to the homogeneous solution of the step (c).
    [0011]
    11. ANTI-DANDRUFF COMPOSITIONS AND CAPILLARY CARE FORMULATIONS CONTAINING ZINC PYRITIONATE AND QUATERNARY AMMONIUM SALT is characterized by a process for preparing a stable opaque biocidal composition, according to claim 3, said process comprising: a) preparation a solution of cetylpyridinium chloride in a suitable solvent and mix it with a dispersant solution or suspension to obtain a mixture; (b) adding zinc pyrithione concentrate to the mixture obtained in step (a).
    [0012]
    12. ANTI-DANDRUFF COMPOSITIONS AND CAPILLARY CARE FORMULATIONS CONTAINING ZINC PIRITIONATE AND QUATERNARY AMMONIUM SALT is characterized by a process for preparing a personal care formulation, according to claims 4 to 9, the referred process comprising: ( a) preparing an aqueous solution of one or more surfactants, (b) adding a dispersant and / or a rheology modifier and / or suspending agent to the above solution, (c) adding the stable biocidal composition to the solution obtained in step (b), (d) adding one or more additional components, as defined in claim 9.
    [0013]
    13. ANTI-DANDRUFF COMPOSITIONS AND HAIR CARE FORMULATIONS CONTAINING ZINC PYRITIONATE AND QUATERNARY AMMONIUM SALT is characterized by the process, according to either of claims 10 or 11, in which the appropriate solvent is selected from cosmetically acceptable water , propylene glycol, glycerol, sorbitol, PEG 400, polyglycol 500 DME, ethylene glycol monoethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl ether (diglyme), triethylene glycol dimethyl ether (triglyme), tetraethylene glycol ), 2-pyrrolidone, A-methyl pyrrolidone (NMP), polyvinylpyrrolidone (PVP) and combinations thereof.
    [0014]
    14. ANTI-DANDRUFF COMPOSITIONS AND CAPILLARY CARE FORMULATIONS CONTAINING ZINC PIRITIONATE AND QUATERNARY AMMONIUM SALT is characterized by the biocidal composition, according to claims 1, 2 and / or 3, as and when used: (i) in preparation of formulations for hair treatment, in particular formulations for anti-dandruff hair treatment, (ii) as a biologically active agent for cutting oils and coolant systems, as an agent to protect cellulosic fibers from loss of resistance to traction due to the action of fungi and as a preservative for water-based paints, coatings, adhesives, wet preservatives, cleaning products for hard surfaces, fabric treatment compositions, wood products, plastic products, personal care formulations , medical products, fibers or any other antimicrobial application.
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    公开号 | 公开日
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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]|
    2019-08-06| B15K| Others concerning applications: alteration of classification|Free format text: AS CLASSIFICACOES ANTERIORES ERAM: A01N 43/40 , A01N 59/16 , A01N 33/12 , A01N 33/08 , A01N 25/02 , A01N 25/30 , A61K 8/41 , A61K 8/49 , A61Q 5/00 Ipc: A61K 8/27 (2006.01), A61K 8/49 (2006.01), A61Q 5/0 |
    2019-08-06| B06U| Preliminary requirement: requests with searches performed by other patent offices: procedure suspended [chapter 6.21 patent gazette]|
    2020-05-26| B09A| Decision: intention to grant [chapter 9.1 patent gazette]|
    2020-10-13| 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 02/09/2014, OBSERVADAS AS CONDICOES LEGAIS. |
    优先权:
    申请号 | 申请日 | 专利标题
    IN2640DE2013|2013-09-06|
    IN2640/DEL/2013|2013-09-06|
    PCT/IN2014/000570|WO2015033351A1|2013-09-06|2014-09-02|Anti-dandruff compositions and hair care formulations containing zinc pyrithione and quaternary ammonium salt|
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