专利摘要:
The invention relates to a hair dyeing method comprising: applying to the hair a composition comprising an ethylene polymer of maleic anhydride and an amino compound selected from polyamino compounds having several primary amine and / or amine groups secondary and amino alkoxysilanes, and at least one pigment the ethylenic polymer being derived from the polymerization of: (a) 45 to 95% by weight, the total weight of monomers, of ethylenic monomer having an alkyl group at least C8 linear or branched; (b) 5 to 25% by weight of maleic anhydride; (c) 0 to 50% by weight of additional monomer; the compositions used being anhydrous when the amino compound is an amino alkoxysilane.
公开号:FR3064913A1
申请号:FR1753075
申请日:2017-04-07
公开日:2018-10-12
发明作者:Sandrine Chodorowski-Kimmes
申请人:LOreal SA;
IPC主号:
专利说明:

® FRENCH REPUBLIC
NATIONAL INSTITUTE OF INDUSTRIAL PROPERTY © Publication number: 3,064,913 (to be used only for reproduction orders)
©) National registration number: 17 53075
COURBEVOIE © Int Cl 8 : A 61 K8 / 72 (2017.01), A 61 Q 5/10
A1 PATENT APPLICATION
©) Date of filing: 07.04.17.(© Priority: (© Applicant (s): L'OREAL Société anonyme— FR. @ Inventor (s): CHODOROWSKI-KIMMES Sandrine. ©) Date of public availability of the request: 12.10.18 Bulletin 18/41. ©) List of documents cited in the preliminary search report: See the end of this booklet (© References to other related national documents: ©) Holder (s): L'OREAL Société anonyme. ©) Extension request (s): (© Agent (s): L'OREAL Société anonyme.
FR 3 064 913 - A1 (04) METHOD FOR COLORING HAIR USING A PIGMENT, AND AN ACRYLIC POLYMER OF MALEIC ANHYDRIDE AND AN AMINE COMPOUND.
The invention relates to a hair coloring process comprising: the application to the hair of a composition comprising an ethylenic polymer of maleic anhydride and of an amino compound chosen from polyamine compounds having several primary amine groups and / or secondary amine and the amino alkoxysilanes, and at least one pigment, the ethylenic polymer being obtained from the polymerization of:
(a) 45 to 95% by weight, of the total weight of monomers, of ethylenic monomer having a linear or branched C 8 alkyl group;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0 to 50% by weight of additional monomer;
the compositions used being anhydrous when the amino compound is an amino alkoxysilane.
METHOD FOR COLORING HAIR USING A PIGMENT, AND AN ACRYLIC POLYMER OF MALEIC ANHYDRIDE AND AN AMINO COMPOUND
The present invention relates to a hair coloring process using a pigment and an acrylic polymer of maleic anhydride and an amino compound, as well as a kit for carrying out said process.
Cosmetic products often require the use of film-forming polymer to obtain a deposit of the product on keratin materials having good cosmetic properties. In particular, it is necessary that the film-forming deposit has good resistance, in particular that the deposit does not transfer during contact with the fingers, clothing, as well as good resistance to contact with water, in particular of the rain or when showering or even sweating. Sebum in the skin can also damage the film-forming deposit.
In the field of dyeing keratin fibers, it is already known to color keratin fibers by different techniques from direct dyes for non-permanent dyes or dye precursors for permanent dyes.
Non-permanent coloring or direct coloring consists in dyeing the keratin fibers with dye compositions containing direct dyes. These dyes are colored and coloring molecules with an affinity for keratin fibers. They are applied to the keratin fibers for a time necessary to obtain the desired coloration, then rinsed off.
The conventional dyes which are used are in particular dyes of the nitro benzene, anthraquinone, nitropyridine, azo, xanthene, acridine, azine, triarylmethane type or natural dyes.
Some of these dyes can be used under lightening conditions which makes it possible to obtain visible colorations on dark hair.
It is also known to dye keratin fibers permanently by oxidation coloring. This coloring technique consists in applying to the keratin fibers a composition containing dye precursors such as oxidation bases and couplers. These precursors under the action of an oxidizing agent will form one or more colored species in the hair.
The variety of molecules involved in the oxidation bases and couplers, allows obtaining a rich palette of colors and the resulting colorings are generally permanent, powerful, and resistant to external agents, in particular to light, bad weather, washing, perspiration and friction.
To be visible on dark hair, these two dyeing techniques require prior or simultaneous bleaching of the keratin fibers. This bleaching step carried out with an oxidizing agent such as hydrogen peroxide or persalts leads to a non-negligible degradation of the keratin fibers which alters their cosmetic properties. The hair then tends to become coarse, more difficult to disentangle and more fragile.
Another coloring method is to use pigments. Indeed, the use of pigment on the surface of keratin fibers generally makes it possible to obtain visible colorations on dark hair since the pigment on the surface masks the natural color of the fiber. The use of pigment for coloring keratin fibers is for example described in patent application FR 2 741 530, which recommends the use for the temporary coloring of keratin fibers of a composition comprising at least one dispersion of particles of film-forming polymer comprising at least one acid function and at least one pigment dispersed in the continuous phase of said dispersion.
The colorings obtained by this mode of coloring have the disadvantage of being eliminated from the first shampoo.
It is also known from patent application FR 2 907 678 to carry out colored sheathings of the hair from a composition comprising a polysiloxane / polyurea block copolymer and a pigment. However, with such a composition, the sheaths obtained are not always very homogeneous and the individualization of the hair is not always very good.
It is also known from patent EP 1 392 222 to use a cosmetic composition for the care and / or treatment of keratin materials comprising a supramolecular polymer comprising a polymer backbone and at least two groups capable of forming at least three hydrogen bonds, and of patent EP 1 435 900 to use a hair composition comprising a supramolecular polymer comprising a polymer backbone and at least two groups capable of forming at least three hydrogen bonds and a surfactant or a hair conditioning agent.
Thus, the object of the present invention is to provide a composition for coloring keratin fibers, such as the hair, which makes it possible to obtain colored sheathings having good resistance to aggressions such as brushing, not bleeding, resistant to sweat, light and weather, remanent to shampoos and various aggressions that the hair can undergo without degradation of the keratin fibers and while maintaining perfectly individualized hair.
The inventors have discovered that a hair coloring process using one or more pigments and a specific ethylenic maleic anhydride polymer associated with a particular amino compound makes it possible to obtain a resistant hair coloring.
The composition in accordance with the present invention makes it possible to obtain on the keratin fibers colored sheathings making it possible to obtain a visible coloration on all types of hair, in particular on dark hair, in a remanent manner with shampoos while preserving the physical qualities of the keratin fiber. Such sheathing is in particular resistant to external aggressions that the hair can undergo such as brushing and perspiration. It makes it possible in particular to obtain a smooth and homogeneous deposit. Furthermore, it was surprisingly found that the hair remained perfectly individualized, could be styled without problem.
The term “individualized hair” is understood to mean hair which, after application of the composition and drying, is not bonded (or is all separated from one another) between them and therefore does not form clumps of hair, the sheathing being formed around virtually every hair .
Hair coloring process comprising:
the application to the hair of a composition comprising at least one pigment and an ethylenic polymer of maleic anhydride and of an amino compound chosen from polyamine compounds having several primary amine and / or secondary amine groups and amino alkoxysilanes, ethylenic polymer resulting from the polymerization of:
(a) 45 to 95% by weight, of the total weight of monomers, of ethylenic monomer having at least one linear or branched C8 alkyl group;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0 to 50% by weight of additional monomer;
the ethylenic polymer being obtained from the polymerization of:
(a) 45 to 95% by weight, of the total weight of monomers, of ethylenic monomer having at least one linear or branched C8 alkyl group;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0 to 50% by weight of additional monomer chosen from:
(i) polydimethylsiloxane silicone monomers containing a mono (meth) acryloyloxy end group of formula (I) below:
in which :
- R8 denotes a hydrogen atom or a methyl group;
- R9 denotes a divalent hydrocarbon group, linear or branched, having from 1 to 10 carbon atoms, and optionally containing one or two ether bonds -O-;
- R10 denotes a linear or branched alkyl group, having from 1 to 10 carbon atoms, in particular from 2 to 8 carbon atoms;
- n denotes an integer ranging from 1 to 300;
(ii) linear or branched C1-C6 non-silicone (meth) acrylates, or C6-C12 cycloalkyl (meth) acrylates;
the compositions used being anhydrous when the amino compound is an amino alkoxysilane.
More specifically, the subject of the present invention is a method for coloring hair comprising:
either the sequential application to the hair of a composition comprising an ethylenic polymer of maleic anhydride and of an amino compound chosen from polyamine compounds having several primary amine and / or secondary amine groups and amino alkoxysilanes, or a composition containing it, or the application to the hair of a composition obtained from the mixture of a composition comprising an acrylic polymer of maleic anhydride and an amino compound chosen from amino alkoxysilanes, or of a composition containing it, one and / or the other of the compositions comprising at least one pigment and;
the ethylenic polymer being as defined above.
According to a first embodiment of the method according to the invention, the composition is sequentially applied to the hair of a composition comprising an ethylenic polymer and of an amino compound as defined above, or of a composition containing it and such as defined above, the compositions used being anhydrous when the amino compound is an amino alkoxysilane, and one and / or the other of the compositions comprising at least one pigment.
According to one embodiment of the method according to the invention, the composition comprising the ethylenic polymer is first applied to the hair and then said amino compound or a composition containing it, one and / or the other of the compositions comprising at least one pigment and.
According to another embodiment, said amine compound or a composition containing it is applied to the hair first, then the composition comprising the ethylenic polymer is applied to one and / or the other of the compositions comprising at least one pigment ,.
According to a second embodiment of the method according to the invention, the composition is applied to the hair from the (extemporaneous) mixture of a composition comprising a previously ethylenic polymer and an amino compound or a composition containing it, as defined above, the composition resulting from the mixture being anhydrous when the amino compound is an amino alkoxysilane and one and / or the other of the compositions comprising at least one pigment.
According to one embodiment of the method according to the invention, the mixture of the composition comprising the ethylenic polymer and the amino compound, or of the composition containing it, is carried out in a time between 1 minute and 24 hours before its application to the keratin materials, and preferably between 5 and 30 minutes.
The subject of the invention is also a composition, obtained by mixing an ethylenic polymer or a composition containing it and, and an amino compound or a composition containing it, as described above, the composition being anhydrous when the amino compound is an amino alkoxysilane, and one and / or the other of the compositions comprising at least one pigment.
The subject of the invention is also a kit comprising a first composition comprising said ethylenic polymer of maleic anhydride as described above and a second composition comprising an amino compound as described above and, the first and second compositions comprising at least one pigment and being each packaged in a separate packaging unit, the compositions being anhydrous when the amino compound is an amino alkoxysilane.
The packaging assembly for the compositions is, in a known manner, any packaging suitable for storing cosmetic compositions (bottles, tube, spray bottle, aerosol bottle in particular).
The ethylenic polymer used according to the invention comprises an ethylenic monomer having at least one linear or branched Cg alkyl group (called ethylenic fatty chain monomer); said alkyl group can be a Cg-C22 or Cg to C- 2 alkyl group. linear or branched.
Such a fatty chain ethylenic monomer can be chosen from:
a) linear or branched Cg-C22 alkyl (meth) acrylates (that is to say comprising a Cg-C22 alkyl group)
b) (meth) acrylamides of formula CH2 = C (R- |) -CONRgR4 in which R-] represents a hydrogen atom or a methyl radical, R3 represents a hydrogen atom or a linear or branched alkyl group in C- | -C- | 2, and R4 represents a linear or branched alkyl group Cg to C-12, such as an isooctyl, isononyl, undecyle group.
c) vinyl esters of formula R5-CO-O-CH = CH2, in which R5 represents a linear or branched Cg-C22 alkyl group;
d) ethers of formula Rq-O-CH = CH2 in which Rq represents a linear or branched Cg-C22 alkyl group
As linear or branched Cg-C22 alkyl group, mention may be made of octyl, 2ethylhexyl, isooctyl, nonyl, decyl, undecyl, lauryl, myristyle, palmityl, stearyl, eicosyl, behenyl radicals and in particular a 2-ethylhexyl, lauryl, behenyl group or stearyl.
Preferably, the fatty chain ethylenic monomer is chosen from Cg-C22 alkyl (meth) acrylates. especially in Cg-C-jg, such as for example 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, lauryl acrylate, lauryl methacrylate, behenyl acrylate, behenyl methacrylate, stearyl acrylate, stearyl methacrylate.
Preferably, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, stearyl acrylate, stearyl methacrylate are used.
Preferably, 2-ethylhexyl acrylate is used.
The fatty chain monomer may be present in said ethylenic polymer in a content ranging from 45 to 90% by weight, relative to the total weight of monomers, and preferably ranging from 50 to 90% by weight.
In the absence of additional monomer in the ethylenic polymer, the fatty chain monomer may be present in a content ranging from 75 to 95% by weight, preferably ranging from 75 to 90% by weight, and preferably ranging from 78 to 87 % by weight, relative to the total weight of monomers.
In the presence of additional monomer in the ethylenic polymer, the fatty chain monomer may be present in a content ranging from 45 to 94.5% by weight, preferably ranging from 45 to 90% by weight, preferably ranging from 50 to 75% by weight, and more preferably ranging from 52 to 67% by weight, relative to the total weight of monomers.
The ethylenic polymer used according to the invention contains maleic anhydride. Maleic anhydride can be present in said ethylenic polymer in a content ranging from 10 to 25% by weight, relative to the total weight of monomers, and preferably ranging from 13 to 22% by weight.
The additional silicone monomer is a polydimethylsiloxane with a mono (meth) acryloyloxy end group and has the following formula (I) (hereinafter called silicone monomer):
in which :
- Rg denotes a hydrogen atom or a methyl group; preferably methyl;
- R9 denotes a divalent hydrocarbon group, linear or branched, preferably linear, having from 1 to 10 carbon atoms, preferably having from 2 to 4 carbon atoms, and optionally containing one or two ether bonds -O-; preferably an ethylene, propylene or butylene group;
- R- | q denotes a linear or branched alkyl group having from 1 to 10 carbon atoms, in particular from 2 to 8 carbon atoms; preferably methyl, ethyl, propyl, butyl or pentyl;
- n denotes an integer ranging from 1 to 300, preferably ranging from 3 to 200, and preferably ranging from 5 to 100.
Monomethacryloyloxypropyl polydimethylsiloxanes such as those sold under the names MCR-M07, MCR-M17, MCR-M11, MCR-M22 by Gelest Inc or the silicone macromonomers sold under the names X-22-2475, X-22 can be used in particular. -2426, X-22-174DX by Shin Etsu.
The additional silicone monomer may be present in said ethylenic polymer in a content ranging from 5 to 50% by weight, relative to the total weight of monomers, preferably ranging from 15 to 40% by weight, and preferably ranging from 20 to 35% by weight, in particular ranging from 25 to 35% by weight.
The additional non-silicone monomer chosen from linear or branched C-] Cq alkyl (meth) acrylates may for example be methyl (meth) acrylate, ethyl (meth) acrylate, (meth) acrylate propyl, n-butyl (meth) acrylate, isobutyl (meth) acrylate, pentyl (meth) acrylate, hexyl (meth) acrylate. Preferably, methyl (meth) acrylate or ethyl (meth) acrylate is used.
The C 6 -C 2 cycloalkyl (meth) acrylate is preferably isobornyl (meth) acrylate.
The additional non-silicone monomer may be present in said ethylenic polymer in a content ranging from 0.5 to 50% by weight, relative to the total weight of monomers, preferably ranging from 5 to 50% by weight, preferably ranging from 15 to 40% by weight, and more preferably ranging from 20 to 35% by weight.
According to one embodiment of the invention, the ethylenic polymer does not comprise any additional monomer: it consists of ethylenic monomer having an alkyl group at least linear or branched Cg and maleic anhydride.
According to another embodiment of the invention, the ethylenic polymer comprises at least one additional monomer as defined above. The additional monomer may be present in said ethylenic polymer in a content ranging from 5 to 50% by weight, relative to the total weight of monomers, preferably ranging from 15 to 40% by weight, and preferably ranging from 20 to 35% by weight. weight, especially ranging from 25 to 35% by weight.
According to another embodiment of the invention, the ethylenic polymer comprises at least one additional silicone monomer as defined above.
According to another embodiment of the invention, the ethylenic polymer comprises at least one additional non-silicone monomer as defined above. Preferably, it is a Cq-C-] 2 cycloalkyl (meth) acrylate.
According to another embodiment of the invention, the ethylenic polymer comprises at least one additional silicone monomer and at least one additional non-silicone monomer as defined above.
According to a first embodiment of the invention, the ethylenic polymer comprises, or consists of, (a) 75 to 95% by weight, of the total weight of monomers, of linear or branched CgC22 alkyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride.
In particular, the ethylenic polymer comprises, or consists of, (a) 75 to 95% by weight, of the total weight of monomers, of linear or branched C 1 -C 4 alkyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride.
In particular, the ethylenic polymer comprises or consists of, (a) 75 to 95% by weight, of the total weight of monomers, of 2ethylhexyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride.
In particular, the ethylenic polymer comprises or consists of, (a) 75 to 95% by weight, of the total weight of monomers, of stearyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride.
In particular, the ethylenic polymer comprises or consists of, (a) 75 to 95% by weight, of the total weight of monomers, of a mixture of 2-ethylhexyl (meth) acrylate and stearyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride.
Preferably, the ethylenic polymer comprises, or consists of, (a) 75 to 90% by weight, of the total weight of monomers, of linear or branched CgC22 alkyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride.
In particular, the ethylene polymer comprises, or consists of, (a) 75 to 90% by weight, of the total weight of monomers, of linear or branched CgC-jg alkyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride.
In particular, the ethylenic polymer comprises or consists of, (a) 75 to 90% by weight, of the total weight of monomers, of 2ethylhexyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride.
In particular, the ethylenic polymer comprises or consists of, (a) 75 to 90% by weight, of the total weight of monomers, of stearyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride.
In particular, the ethylenic polymer comprises or consists of, (a) 75 to 90% by weight, of the total weight of monomers, of a mixture of 2-ethylhexyl (meth) acrylate and stearyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride.
Preferably, the ethylenic polymer comprises, or consists of, (a) 78 to 87% by weight, of the total weight of monomers, of linear or branched CgC22 alkyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride.
In particular, the ethylenic polymer comprises, or consists of, (a) 78 to 87% by weight, of the total weight of monomers, of linear or branched CgC-jg alkyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride.
In particular, the ethylenic polymer comprises or consists of, (a) 78 to 87% by weight, of the total weight of monomers, of 2ethylhexyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride.
In particular, the ethylenic polymer comprises or consists of, (a) 78 to 87% by weight, of the total weight of monomers, of stearyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride.
In particular, the ethylenic polymer comprises or consists of, (a) 78 to 87% by weight, of the total weight of monomers, of a mixture of 2-ethylhexyl (meth) acrylate and stearyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride.
The ethylenic polymer can be chosen from the following copolymers:
2-ethyl hexyl acrylate / maleic anhydride (85/15 by weight) 2-ethyl hexyl acrylate / maleic anhydride (80/20 by weight) 2-ethyl hexyl acrylate / stearyl acrylate / maleic anhydride (50/30 / 20 by weight)
According to a second embodiment of the invention, the ethylenic polymer comprises, or consists of:
(a) 45 to 94.5% by weight, of the total weight of monomers, of linear or branched Cg-C22 alkyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0.5 to 50% by weight of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises, or consists of, (a) 45 to 94.5% by weight, of the total weight of monomers, of linear or branched Cg-Cig alkyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0.5 to 50% by weight of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 45 to 94.5% by weight, of the total weight of monomers, of 2ethylhexyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0.5 to 50% by weight of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 45 to 94.5% by weight, of the total weight of monomers, of stearyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0.5 to 50% by weight of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 45 to 94.5% by weight, of the total weight of monomers, of a mixture of 2-ethylhexyl (meth) acrylate and stearyl (meth) acrylate ;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0.5 to 50% by weight of silicone monomer (I) as described above.
Preferably, the ethylenic polymer comprises, or consists of, (a) 45 to 90% by weight, of the total weight of monomers, of linear or branched CgC22 alkyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 5 to 50% by weight of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises, or consists of, (a) 45 to 90% by weight, of the total weight of monomers, of linear or branched CgC-jg alkyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 5 to 50% by weight of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 45 to 90% by weight, of the total weight of monomers, of 2ethylhexyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 5 to 50% by weight of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 45 to 90% by weight, of the total weight of monomers, of stearyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 5 to 50% by weight of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 45 to 90% by weight, of the total weight of monomers, of a mixture of 2-ethylhexyl (meth) acrylate and stearyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 5 to 50% by weight of silicone monomer (I) as described above.
Preferably, the ethylenic polymer comprises, or consists of, (a) 50 to 75% by weight, of the total weight of monomers, of linear or branched CgC22 alkyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
(c) 15 to 40% by weight of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises, or consists of, (a) 50 to 75% by weight, of the total weight of monomers, of linear or branched CgC-jg alkyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
(c) 15 to 40% by weight of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 50 to 75% by weight, of the total weight of monomers, of 2ethylhexyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
(c) 15 to 40% by weight of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 50 to 75% by weight, of the total weight of monomers, of stearyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
(c) 15 to 40% by weight of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 50 to 75% by weight, of the total weight of monomers, of a mixture of 2-ethylhexyl (meth) acrylate and stearyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
(c) 15 to 40% by weight of silicone monomer (I) as described above.
More preferably, the ethylenic polymer comprises, or consists of, (a) 52 to 67% by weight, of the total weight of monomers, of linear or branched CgC22 alkyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride;
(c) 20 to 35% by weight of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises, or consists of, (a) 52 to 67% by weight, of the total weight of monomers, of linear or branched CgC-jg alkyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride;
(c) 20 to 35% by weight of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 52 to 67% by weight, of the total weight of monomers, of 2ethylhexyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride;
(c) 20 to 35% by weight of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 52 to 67% by weight, of the total weight of monomers, of stearyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride;
(c) 20 to 35% by weight of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 52 to 67% by weight, of the total weight of monomers, of a mixture of 2-ethylhexyl (meth) acrylate and stearyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride;
(c) 20 to 35% by weight of silicone monomer (I) as described above.
The ethylenic polymer can be chosen from the following copolymers:
2-ethyl hexyl acrylate / maleic anhydride / silicone monomer (I) stearyl acrylate / maleic anhydride / silicone monomer (I) 2-ethyl hexyl acrylate / stearyl acrylate / maleic anhydride / silicone monomer (I) according to the contents respectively in monomer described above.
and especially :
the copolymer of 2-ethyl hexyl acrylate / PDMS methacrylate / maleic anhydride (50/30/20 by weight)
According to a third embodiment of the invention, the ethylenic polymer comprises, or consists of:
(a) 45 to 94.5% by weight, of the total weight of monomers, of linear or branched Cg-C22 alkyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0.5 to 50% by weight of additional non-silicone monomer chosen from C (linear) or branched (meth) acrylates of C -] - Cq or Cq-C- cycloalkyl (meth) acrylates | 2 ·
In particular, the ethylenic polymer comprises, or consists of, (a) 45 to 94.5% by weight, of the total weight of monomers, of linear or branched Cg-Cig alkyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0.5 to 50% by weight of (Cq-C-) cycloalkyl (meth) acrylate] 2 ·
In particular, the ethylenic polymer comprises or consists of, (a) 45 to 94.5% by weight, of the total weight of monomers, of 2ethylhexyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0.5 to 50% by weight of isobornyl (meth) acrylate.
In particular, the ethylenic polymer comprises or consists of, (a) 45 to 94.5% by weight, of the total weight of monomers, of stearyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0.5 to 50% by weight of isobornyl (meth) acrylate.
In particular, the ethylenic polymer comprises or consists of, (a) 45 to 94.5% by weight, of the total weight of monomers, of a mixture of 2-ethylhexyl (meth) acrylate and stearyl (meth) acrylate ;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0.5 to 50% by weight of isobornyl (meth) acrylate.
Preferably, the ethylenic polymer comprises, or consists of, (a) 45 to 90% by weight, of the total weight of monomers, of linear or branched CgC22 alkyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 5 to 50% by weight of additional non-silicone monomer chosen from C (linear) or branched (meth) acrylates of C -] - Cq or Cq-C- (cycloalkyl) (meth) acrylates |
In particular, the ethylenic polymer comprises, or consists of, (a) 45 to 90% by weight, of the total weight of monomers, of linear or branched CgC-jg alkyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 5 to 50% by weight of C6-C- cycloalkyl (meth) acrylate | 2 ·
In particular, the ethylenic polymer comprises or consists of, (a) 45 to 90% by weight, of the total weight of monomers, of 2ethylhexyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 5 to 50% by weight of isobornyl (meth) acrylate.
In particular, the ethylenic polymer comprises or consists of, (a) 45 to 90% by weight, of the total weight of monomers, of stearyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 5 to 50% by weight of isobornyl (meth) acrylate.
In particular, the ethylenic polymer comprises or consists of, (a) 45 to 90% by weight, of the total weight of monomers, of a mixture of 2-ethylhexyl (meth) acrylate and stearyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 5 to 50% by weight of isobornyl (meth) acrylate.
Preferably, the ethylenic polymer comprises, or consists of, (a) 50 to 75% by weight, of the total weight of monomers, of linear or branched CgC22 alkyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
(c) 15 to 40% by weight of additional non-silicone monomer chosen from linear or branched C- | -Cq alkyl (meth) acrylates or Cq-C- cycloalkyl (meth) acrylates] 2 ·
In particular, the ethylenic polymer comprises, or consists of, (a) 50 to 75% by weight, of the total weight of monomers, of linear or branched CgC-jg alkyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
(c) 15 to 40% by weight of C6-C- cycloalkyl (meth) acrylate | 2 ·
In particular, the ethylenic polymer comprises or consists of, (a) 50 to 75% by weight, of the total weight of monomers, of 2ethylhexyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
(c) 15 to 40% by weight of isobornyl (meth) acrylate.
In particular, the ethylenic polymer comprises or consists of, (a) 50 to 75% by weight, of the total weight of monomers, of stearyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
(c) 15 to 40% by weight of isobornyl (meth) acrylate.
In particular, the ethylenic polymer comprises or consists of, (a) 50 to 75% by weight, of the total weight of monomers, of a mixture of 2-ethylhexyl (meth) acrylate and stearyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
(c) 15 to 40% by weight of isobornyl (meth) acrylate.
More preferably, the ethylenic polymer comprises, or consists of, (a) 52 to 67% by weight, of the total weight of monomers, of linear or branched CgC22 alkyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride;
(c) 20 to 35% by weight of additional non-silicone monomer chosen from C-, linear or branched (meth) acrylates of C -] - Cq or Cg-C- cycloalkyl (meth) acrylates | 2 ·
In particular, the ethylenic polymer comprises, or consists of, (a) 52 to 67% by weight, of the total weight of monomers, of linear or branched CgC-jg alkyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride;
(c) 20 to 35% by weight of C 6 -C 6 cycloalkyl (meth) acrylate |
In particular, the ethylenic polymer comprises or consists of, (a) 52 to 67% by weight, of the total weight of monomers, of 2ethylhexyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride;
(c) 20 to 35% by weight of isobornyl (meth) acrylate.
In particular, the ethylenic polymer comprises or consists of, (a) 52 to 67% by weight, of the total weight of monomers, of stearyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride;
(c) 20 to 35% by weight of isobornyl (meth) acrylate.
In particular, the ethylenic polymer comprises or consists of, (a) 52 to 67% by weight, of the total weight of monomers, of a mixture of 2-ethylhexyl (meth) acrylate and stearyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride;
(c) 20 to 35% by weight of isobornyl (meth) acrylate.
The ethylenic polymer can be chosen from the following copolymers:
2-ethyl hexyl acrylate / maleic anhydride / (meth) isobornyl acrylate stearyl acrylate / maleic anhydride / (meth) isobornyl acrylate 2-ethyl hexyl acrylate / stearyl acrylate / maleic anhydride / (meth) acrylate 'isobornyl according to the respective monomer contents described above.
According to a fourth embodiment of the invention, the ethylenic polymer comprises, or consists of:
(a) 45 to 94.5% by weight, of the total weight of monomers, of linear or branched Cg-C22 alkyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0.5 to 50% by weight of a mixture of additional non-silicone monomer chosen from (meth) acrylates of C 8 -C 6 cycloalkyl and of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises, or consists of, (a) 45 to 94.5% by weight, of the total weight of monomers, of linear or branched Cg-C-jg alkyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0.5 to 50% by weight of a mixture of C 6 -C 4 cycloalkyl (meth) acrylate and of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 45 to 94.5% by weight, of the total weight of monomers, of 2ethylhexyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0.5 to 50% by weight of a mixture of isobornyl (meth) acrylate and of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 45 to 94.5% by weight, of the total weight of monomers, of stearyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0.5 to 50% by weight of a mixture of isobornyl (meth) acrylate and of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 45 to 94.5% by weight, of the total weight of monomers, of a mixture of 2-ethylhexyl (meth) acrylate and stearyl (meth) acrylate ;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0.5 to 50% by weight of a mixture of isobornyl (meth) acrylate and of silicone monomer (I) as described above.
Preferably, the ethylenic polymer comprises, or consists of, (a) 45 to 90% by weight, of the total weight of monomers, of linear or branched CgC22 alkyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 5 to 50% by weight of a mixture of additional non-silicone monomer chosen from linear or branched C- | -Cg alkyl (meth) acrylates or Cg-C cycloalkyl (meth) acrylates - | 2 and silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises, or consists of, (a) 45 to 90% by weight, of the total weight of monomers, of linear or branched CgC-] g alkyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 5 to 50% by weight of a mixture of C 6 -C 2 cycloalkyl (meth) acrylate and of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 45 to 90% by weight, of the total weight of monomers, of 2ethylhexyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 5 to 50% by weight of a mixture of isobornyl (meth) acrylate and of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 45 to 90% by weight, of the total weight of monomers, of stearyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 5 to 50% by weight of a mixture of isobornyl (meth) acrylate and of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 45 to 90% by weight, of the total weight of monomers, of a mixture of 2-ethylhexyl (meth) acrylate and stearyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 5 to 50% by weight of a mixture of isobornyl (meth) acrylate and of silicone monomer (I) as described above.
Preferably, the ethylenic polymer comprises, or consists of, (a) 50 to 75% by weight, of the total weight of monomers, of linear or branched CgC22 alkyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
(c) 15 to 40% by weight of a mixture of additional non-silicone monomer chosen from linear (C) or C (C) -alkyl (meth) acrylates or Cg-C cycloalkyl (meth) acrylates - | 2 and silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises, or consists of, (a) 50 to 75% by weight, of the total weight of monomers, of linear or branched CgC-] g alkyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
(c) 15 to 40% by weight of a mixture of C 6 -C 2 cycloalkyl (meth) acrylate and of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 50 to 75% by weight, of the total weight of monomers, of 2ethylhexyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
(c) 15 to 40% by weight of a mixture of isobornyl (meth) acrylate and of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 50 to 75% by weight, of the total weight of monomers, of stearyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
(c) 15 to 40% by weight of a mixture of isobornyl (meth) acrylate and of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 50 to 75% by weight, of the total weight of monomers, of a mixture of 2-ethylhexyl (meth) acrylate and stearyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
(c) 15 to 40% by weight of a mixture of isobornyl (meth) acrylate and of silicone monomer (I) as described above.
More preferably, the ethylenic polymer comprises, or consists of, (a) 52 to 67% by weight, of the total weight of monomers, of linear or branched CgC22 alkyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride;
(c) 20 to 35% by weight of a mixture of additional non-silicone monomer chosen from C (linear) or branched (meth) acrylates of C -] - Cq or Cg-C cycloalkyl (meth) acrylates - | 2 and silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises, or consists of, (a) 52 to 67% by weight, of the total weight of monomers, of linear or branched CgC-jg alkyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride;
(c) 20 to 35% by weight of a mixture of C 6 -C 2 cycloalkyl (meth) acrylate and of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 52 to 67% by weight, of the total weight of monomers, of 2ethylhexyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride;
(c) 20 to 35% by weight of a mixture of isobornyl (meth) acrylate and of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 52 to 67% by weight, of the total weight of monomers, of stearyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride;
(c) 20 to 35% by weight of a mixture of isobornyl (meth) acrylate and of silicone monomer (I) as described above.
In particular, the ethylenic polymer comprises or consists of, (a) 52 to 67% by weight, of the total weight of monomers, of a mixture of 2-ethylhexyl (meth) acrylate and stearyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride;
(c) 20 to 35% by weight of a mixture of isobornyl (meth) acrylate and of silicone monomer (I) as described above.
The ethylenic polymer can be chosen from the following copolymers:
2-ethyl hexyl acrylate / maleic anhydride / (meth) isobornyl acrylate / silicone monomer (I) stearyl acrylate / maleic anhydride / (meth) isobornyl acrylate / silicone monomer (I) 2-ethyl hexyl acrylate / stearyl acrylate / maleic anhydride / (meth) isobornyl acrylate / silicone monomer (I) according to the respective monomer contents described above.
Advantageously, the polymer used according to the invention consists of the monomers described above.
Advantageously, the polymer used according to the invention is nonionic.
Preferably, the ethylenic polymer used according to the invention has a weight-average molecular weight ranging from 5000 to 1,000,000 g / mole, preferably ranging from 8,000 to 500,000 g / mole, and preferably ranging from 10,000 to 350,000 g / mole.
The molecular weight can in particular be determined by steric exclusion chromatography, eluent THF, polystyrene standard, refractometer detector 2414 from WATERS.
The copolymer can be a random, alternating (block), gradient polymer. Preferably, the copolymer is random.
The copolymer used according to the invention can be prepared by radical polymerization of the monomers described above, in particular as a mixture or added sequentially during the polymerization, in particular by using an organic solvent having a boiling point greater than or equal to 60 ° C., such as by for example isododecane, ethanol, ethyl acetate, tetrahydrofuran, methyltetrahydrofuran, methyl ethyl ketone. The organic solvent makes it possible to dissolve the monomers used and the polymer formed.
The polymerization is carried out in particular in the presence of a radical initiator, in particular of the peroxide type (for example tert-Butyl peroxy-2-ethylhexanoate: Trigonox 21S; 2,5-dimethyl-2,5-di (2-ethylhexanoylperoxy) hexane: Trigonox 141; tertbutyl peroxypivalate: Trigonox 25C75 from AkzoNobel) or azo, for example (AIBN: azobisisobutyronitrile; V50: 2,2'-azo-bis (2-amidinopropane) dihydrochloride).
The polymerization can be carried out at a temperature ranging from 60 to 100 ° C, preferably ranging from 60 to 85 ° C.
The duration of the polymerization can be approximately 24 hours.
The invention also relates to new polymers resulting from the polymerization of:
(a) 45 to 94.5% by weight, of the total weight of monomers, of linear or branched Cg-C22 alkyl (meth) acrylate;
(b) 5 to 25% by weight maleic anhydride monomer;
(c) 0.5 to 50% by weight of additional monomer chosen from:
(i) polydimethylsiloxane silicone monomers containing a mono (meth) acryloyloxy end group as defined above, (ii) non-silicone (meth) acrylates of C -] - Cq alkyl, linear or branched or (meth) acrylates of cycloalkyl in Cq-C-] 2, ° u as well as similar polymers with the following preferred contents:
(a) 75 to 95% and (b) 5 to 25%; (a) 75 to 90% and (b) 10 to 25%; (A) 78 to 87% and (b) 13 to 22%;
(a) 45 to 94.5% and (b) 5 to 25% and (c) 0.5 to 50%; (a) 45 to 90% and (b) 5 to 25% and (c) 5 to 50%; (a) 50 to 75% and (b) 10 to 25% and (c) 15 to 40%; (a) 52 to 67% and (b) 13 to 22% and (c) 20 to 35%.
The invention also relates to the new polymers described above as the second, third and fourth embodiments.
The invention also relates to new polymers resulting from the polymerization of:
(a) 45 to 95% by weight, of the total weight of monomers, of ethylenic monomer having an alkyl group at least in linear or branched Cg chosen from:
i) the (meth) acrylamides of formula CH2 = C (R -]) - CONRgR4 in which R-] represents a hydrogen atom or a methyl radical, R3 represents a hydrogen atom or a linear or branched alkyl group in C- | -C- | 2, and R4 represents a linear or branched alkyl group Cg to C- | 2, such as an isooctyl, isononyl, undecyle group.
ii) vinyl esters of formula R5-CO-O-CH = CH2, in which R5 represents a linear or branched Cg-C22 alkyl group;
iii) ethers of formula Rq-O-CH = CH2 in which Rq represents a linear or branched Cg-C22 alkyl group;
(b) 5 to 25% by weight maleic anhydride monomer;
(c) 0 to 50% by weight of additional monomer chosen from:
(i) the non-silicone monomers (meth) acrylates of alkyl-C- | C₆ alkyl, linear or branched or cycloalkyl (meth) acrylates in Cg-C- | 2 u ° (ii) polydimethylsiloxane silicone monomers mono (meth) acryloyloxy end group as defined above, as well as similar polymers with the following preferred contents:
(a) 75 to 95% and (b) 5 to 25%; (a) 75 to 90% and (b) 10 to 25%; (A) 78 to 87% and (b) 13 to 22%;
(a) 45 to 94.5% and (b) 5 to 25% and (c) 0.5 to 50%; (a) 45 to 90% and (b) 5 to 25% and (c) 5 to 50%; (a) 50 to 75% and (b) 10 to 25% and (c) 15 to 40%; (a) 52 to 67% and (b) 13 to 22% and (c) 20 to 35%.
The ethylenic polymer as defined above can be present in the composition used according to the invention in a content ranging from 0.1 to 40% by weight, relative to the total weight of the composition, preferably from 0.5% to 35 % by weight of active material, and preferably ranging from 1% to 30% by weight, and more preferably ranging from 10% to 30% by weight.
The composition useful in the process of the invention comprises at least one pigment. By pigment is meant all pigments which bring color to keratin materials. Their solubility in water at 25 ° C and at atmospheric pressure (760 mmHg) is less than 0.05% by weight, and preferably less than 0.01%.
The pigments which can be used are in particular chosen from the organic and / or mineral pigments known in the art, in particular those which are described in the encyclopedia of chemical technology of Kirk-Othmer and in the encyclopedia of industrial chemistry of Ullmann.
These pigments can be in the form of powder or pigment paste. They can be coated or uncoated.
The pigments can for example be chosen from mineral pigments, organic pigments, lacquers, pigments with special effects such as nacres or glitter, and mixtures thereof.
The pigment can be a mineral pigment. By mineral pigment is meant any pigment that meets the definition of the Ullmann encyclopedia in the inorganic pigment chapter. Mention may be made, among the mineral pigments useful in the present invention, of iron or chromium oxides, manganese violet, ultramarine blue, chromium hydrate, ferric blue and titanium oxide.
The pigment may be an organic pigment. By organic pigment is meant any pigment that meets the definition of the Ullmann encyclopedia in the organic pigment chapter. The organic pigment can in particular be chosen from the compounds nitroso, nitro, azo, xanthene, quinoline, anthraquinone, phthalocyanine, of the metal complex type, isoindolinone, isoindoline, quinacridone, perinone, perylene, diketopyrrolopyrrole, thioindigo, dioxazine, triphenylmethane, quinophthalone.
In particular, the white or colored organic pigments can be chosen from carmine, carbon black, aniline black, azo yellow, quinacridone, phthalocyanine blue, sorghum red, blue pigments coded in the Color Index under the references Cl 42090, 69800, 69825, 73000, 74100, 74160, the yellow pigments codified in the Color Index under the references Cl 11680, 11710, 15985, 19140, 20040, 21100, 21108, 47000, 47005, the green pigments codified in the Color Index under the references Cl 61565, 61570, 74260, the orange pigments codified in the Color Index under the references Cl 11725, 15510, 45370, 71105, the red pigments codified in the Color Index under the references Cl 12085, 12120 , 12370, 12420, 12490, 14700, 15525, 15580, 15620, 15630, 15800, 15850, 15865, 15880, 17200, 26100, 45380, 45410, 58000, 73360, 73915, 75470, the pigments obtained by oxidative polymerization of indole derivatives , phenolic as described in the FR patent 2,679,771.
The pigments in accordance with the invention may also be in the form of composite pigments as described in patent EP 1 184 426. These composite pigments can be composed in particular of particles comprising an inorganic core, at least one binder ensuring the fixing organic pigments on the core, and at least one organic pigment at least partially covering the core.
The organic pigment can also be a lacquer. By lacquer is meant the dyes adsorbed on insoluble particles, the assembly thus obtained remaining insoluble during use.
The inorganic substrates on which the dyes are adsorbed are, for example, alumina, silica, calcium and sodium borosilicate or calcium and aluminum borosilicate, and aluminum.
Among the dyes, mention may be made of cochineal carmine. Mention may also be made of the dyes known under the following names: D & C Red 21 (Cl 45 380), D & C Orange 5 (Cl 45 370), D & C Red 27 (Cl 45 410), D & C Orange 10 (Cl 45 425), D & C Red 3 (Cl 45 430), D & C Red 4 (Cl 15 510), D & C Red 33 (Cl 17 200), D & C Yellow 5 (Cl 19 140), D & C Yellow 6 (Cl 15 985), D & C Green (Cl 61 570), D & C Yellow 1 O (Cl TT 002), D & C Green 3 (Cl 42 053), D & C Blue 1 ( Cl 42,090).
Examples of lacquers that may be mentioned include the product known under the following name: D & C Red 7 (Cl 15 850: 1).
The pigment can also be a special effect pigment. The term “special effect pigments” is intended to mean pigments which generally create a colored appearance (characterized by a certain shade, a certain liveliness and a certain clarity) which is not uniform and which varies according to the conditions of observation (light, temperature , angles of observation ...). They are therefore opposed to colored pigments which provide a uniform opaque, semi-transparent or transparent classic shade.
There are several types of special effect pigments, those with a low refractive index such as fluorescent, photochromic or thermochromic pigments, and those with a high refractive index such as nacres or glitter.
Examples of pigments with special effects include pearlescent pigments such as titanium mica coated with an iron oxide, mica coated with an iron oxide, mica coated with bismuth oxychloride, mica titanium coated with chromium oxide, titanium mica coated with an organic dye, in particular of the aforementioned type, as well as pearlescent pigments based on bismuth oxychloride. It can also be mica particles on the surface of which are superimposed at least two successive layers of metal oxides and / or organic coloring matter.
The nacres can more particularly have a yellow or pink, red, bronze, orange, brown, gold and / or coppery color or reflection.
By way of illustration of the nacres which can be used in the context of the present invention, mention may be made in particular of the gold-colored nacres sold in particular by the company ENGELHARD under the name Gold 222C (Cloisonne), Sparkle gold (Timica), Gold 4504 (Chromalite) and Monarch gold 233X (Cloisonne); the bronze nacres sold in particular by the company MERCK under the name Bronze fine (17384) (Colorona) and Bronze (17353) (Colorona), by the company Eckart under the name Prestige Bronze and by the company ENGELHARD under the name Super bronze (Cloisonne ); the orange nacres sold in particular by the company ENGELHARD under the name Orange 363C (Cloisonne) and Orange MCR 101 (Cosmica) and by the company MERCK under the name Passion orange (Colorona) and Matte orange (17449) (Microna); the brown-colored nacres sold in particular by the company ENGELHARD under the name Nu-antique copper 340XB (Cloisonne) and Brown CL4509 (Chromalite); copper-reflective nacres sold in particular by ENGELHARD under the name Copper 340A (Timica) and by Eckart under the name Prestige Copper; mother-of-pearl with a red reflection, in particular sold by the company MERCK under the name Sienna fine (17386) (Colorona); the yellow-reflective nacres sold in particular by the company ENGELHARD under the name Yellow (4502) (Chromalite); the red-tinted pearls with a gold reflection, in particular sold by the company ENGELHARD under the name Sunstone G012 (Gemtone); black mother-of-pearl with a gold reflection in particular sold by the company ENGELHARD under the name Nu antique bronze 240 AB (Timica), blue mother-of-pearl in particular sold by the company MERCK under the name Matte blue (17433) (Microna), Dark Blue (117324) (Colorona), the white pearls with a silver reflection in particular marketed by the company MERCK under the name Xirona Silver and the pinkish golden green orange nacres in particular marketed by the company MERCK under the name Indian summer (Xirona) and their mixtures.
In addition to nacres on a mica support, one can consider multilayer pigments based on synthetic substrates such as alumina, silica, calcium borosilicate and sodium or calcium borosilicate and aluminum, and aluminum.
Mention may also be made of pigments with an interference effect which are not fixed on a substrate, such as liquid crystals (Helicones HC from Wacker), holographic interference flakes (Geometry Pigments or Spectra f / x from Spectratek). Special effect pigments also include fluorescent pigments, whether they are substances which fluoresce in daylight or which produce ultraviolet fluorescence, phosphorescent pigments, photochromic pigments, thermochromic pigments and quantum dots, marketed for example by Quantum Dots Corporation.
The variety of pigments which can be used in the present invention makes it possible to obtain a rich palette of colors, as well as specific optical effects such as metallic, interference effects.
The size of the pigment used in the cosmetic composition according to the present invention is generally between 10 nm and 200 pm, preferably between 20 nm and 80 pm, and more preferably between 30 nm and 50 pm.
The pigments can be dispersed in the product thanks to a dispersing agent.
The dispersing agent serves to protect the dispersed particles against their agglomeration or flocculation. This dispersing agent can be a surfactant, an oligomer, a polymer or a mixture of several of them, carrying one or more functionalities having a strong affinity for the surface of the particles to be dispersed. In particular, they can physically or chemically cling to the surface of the pigments. These dispersants also have at least one functional group which is compatible or soluble in the continuous medium. In particular, esters of 12-hydroxy stearic acid in particular and of C 8 to C 2 o fatty acid and of polyol such as glycerol, diglycerin, such as poly (12- hydroxystearic) of molecular weight of approximately 750 g / mole such as that sold under the name of Solsperse 21,000 by the company Avecia, the 2-polygyceryl dipolyhydroxystearate (name CTFA) sold under the reference Dehymyls PGPH by the company Henkel or else l polyhydroxystearic acid such as that sold under the reference Arlacel P100 by the company Uniqema and their mixtures.
As other dispersant which can be used in the compositions of the invention, mention may be made of quaternary ammonium derivatives of polycondensed fatty acids such as Solsperse 17,000 sold by the company Avecia, mixtures of poly dimethylsiloxane / oxypropylene such as those sold by the company Dow Corning under the references DC2-5185, DC2-5225 C.
The pigments used in the cosmetic composition according to the invention can be surface treated with an organic agent.
Thus, the pigments previously treated on the surface that are useful in the context of the invention are pigments which have undergone totally or partially a surface treatment of chemical, electronic, electro-chemical, mechanical-chemical or mechanical nature, with an organic agent such as those described in particular in Cosmetics and Toiletries, February 1990, Vol. 105, p. 53-64 before being dispersed in the composition according to the invention. These organic agents can, for example, be chosen from amino acids; waxes, for example carnauba wax and beeswax; fatty acids, fatty alcohols and their derivatives, such as stearic acid, hydroxystearic acid, stearyl alcohol, hydroxystearyl alcohol, lauric acid and their derivatives; anionic surfactants; lecithins; sodium, potassium, magnesium, iron, titanium, zinc or aluminum salts of fatty acids, for example aluminum stearate or laurate; metal alkoxides; polysaccharides, for example chitosan, cellulose and its derivatives; polyethylene; (meth) acrylic polymers, for example polymethylmethacrylates; polymers and copolymers containing acrylate units; the proteins ; alkanoamines; silicone compounds, for example silicones, polydimethylsiloxanes, alkoxysilanes, alkylsilanes, siloxy-silicates; fluorinated organic compounds, for example perfluoroalkyl ethers; fluoro-silicone compounds.
The surface-treated pigments useful in the cosmetic composition according to the invention may also have been treated with a mixture of these compounds and / or have undergone several surface treatments.
The surface-treated pigments useful in the context of the present invention can be prepared according to surface treatment techniques well known to those skilled in the art or found as such in the trade.
Preferably, the surface-treated pigments are covered with an organic layer.
The organic agent with which the pigments are treated can be deposited on the pigments by evaporation of solvent, chemical reaction between the molecules of the surfactant or creation of a covalent bond between the surfactant and the pigments.
The surface treatment can thus be carried out for example by chemical reaction of a surfactant with the surface of the pigments and creation of a covalent bond between the surfactant and the pigments or the fillers. This method is described in particular in US patent 4,578,266.
Preferably, an organic agent linked to the pigments will be used covalently.
The agent for the surface treatment may represent from 0.1 to 50% by weight of the total weight of the surface-treated pigments, preferably from 0.5 to 30% by weight, and even more preferably from 1 to 10% by weight. weight.
Preferably, the surface treatments of the pigments are chosen from the following treatments:
- PEG-Silicone treatment such as the AQ surface treatment marketed by LCW;
- a Chitosan treatment such as the CTS surface treatment marketed by
LCW;
- a Triethoxycaprylylsilane treatment such as the AS surface treatment marketed by LCW;
- a Methicone treatment such as the IS surface treatment marketed by
LCW;
- a Dimethicone treatment such as the Covasil 3.05 surface treatment marketed by LCW;
- a Dimethicone / Trimethylsiloxysilicate treatment such as the Covasil 4.05 surface treatment sold by LCW;
- a Lauroyl Lysine treatment such as the LL surface treatment marketed by LCW;
- a Lauroyl Lysine Dimethicone treatment such as the LL / SI surface treatment marketed by LCW;
- a magnesium myristate treatment such as the MM surface treatment marketed by LCW;
- an Aluminum Dimyristate treatment such as the Ml surface treatment marketed by Miyoshi;
- a Perfluoropolymethylisopropyl ether treatment such as the FHC surface treatment marketed by LCW;
- an Isostearyl Sebacate treatment such as the HS surface treatment marketed by Miyoshi;
- a Disodium Stearoyl Glutamate treatment such as the NAI surface treatment marketed by Miyoshi;
- a Dimethicone / Disodium Stearoyl Glutamate treatment such as the SA / NAI surface treatment marketed by Miyoshi;
- a Perfluoroalkyl phosphate treatment such as the PF surface treatment marketed by Daito;
- an acrylate / dimethicone copolymer and perfluoalkyl phosphate treatment, such as the FSA surface treatment marketed by Daito;
- a Polymethylhydrogen siloxane / Perfluoroalkyl phosphate treatment such as the FS01 surface treatment marketed by Daito;
- a Lauryl Lysine / Aluminum Tristearate treatment such as the LL-StAI surface treatment marketed by Daito;
- an Octyltriethylsilane treatment such as the OTS surface treatment marketed by Daito;
- an Octyltriethylsilane / Perfluoroalkyl phosphate treatment such as the FOTS surface treatment marketed by Daito;
- an Acrylate / Dimethicone Copolymer treatment such as the ASC surface treatment marketed by Daito;
- an Isopropyl Titanium Triisostearate treatment, such as the ITT surface treatment marketed by Daito;
- a Microcrystalline Cellulose and Carboxymethyl Cellulose treatment such as the AC surface treatment marketed by Daito;
- a Cellulose treatment such as the C2 surface treatment marketed by
Daito;
- an acrylate copolymer treatment such as the APD surface treatment marketed by Daito;
- a Perfluoroalkyl phosphate / Isopropyl Titanium Triisostearate treatment such as the PF + ITT surface treatment marketed by Daito.
The composition in accordance with the present invention may also comprise one or more pigments which are not surface treated.
According to a particular embodiment of the invention, the pigment (s) are mineral pigments.
According to another particular mode of the invention, the pigment or pigments are chosen from pearlescent agents.
The amount of pigments can vary from 0.5% to 40%, and preferably from 1 to 20%.
The amino compound used in the process according to the invention is in particular an amino compound chosen from polyamine compounds having several primary amine and / or secondary amine groups or alternatively amino alkoxysilanes. It can therefore be chosen from amino alkoxysilane compounds, diamine compounds, triamine compounds.
According to a first embodiment of the invention, the polyamine compound is a compound comprising from 2 to 20 carbon atoms, in particular a non-polymeric compound. By non-polymeric compound is meant a compound which is not directly obtained by a polymerization reaction of monomers.
As polyamine compounds, there may be mentioned N-methyl-1,3-diaminopropane, Npropyl 1,3-diaminopropane, N-isopropyl 1,3-diaminopropane, N-cyclohexyl 1,3diaminopropane, 2- (3- aminopropylamino) ethanol, 3- (2 aminoethyl) aminopropylamine, bis (3-aminopropyl) amine, methyl bis (3aminopropyl) amine, N- (3-aminopropyl) -1,4-diaminobutane, N, N-dimethyldipropylene triamine, 1,2-bis (3-aminopropylamino) ethane, N, N'-bis (3-aminopropyl) -1,3propanediamine, ethylenediamine, 1,3-propylenediamine, 1,4-butylenediamine , lysine, cystamine, xylene diamine, tris (2-aminoethyl) amine, spermidine. Preferably, the polyamine compound is chosen from ethylene diamine, 1,3propylenediamine, 1,4-butylenediamine. Preferably, the polyamine compound is ethylene diamine.
The amino compound can also be chosen from amino alkoxysilanes, such as those of formula (II):
RjSKOR’zMR’sjx (H) in which:
• R is a hydrocarbon chain-C 6 linear or branched, saturated or unsaturated, cyclic or acyclic substituted by a group selected from the groups:
- NH 2 or NHR amine with R = C1-C4 alkyl,
- an aryl group or aryloxy substituted by an amino group or an aminoalkyl group in Ci-C 4;
Rj can be interrupted in its chain by a heteroatom (O, S, NH) or a carbonyl group (CO), R'-] being linked to the silicon atom directly via a carbon atom, • R ' 2 and R ' 3 identical or different, represent an alkyl group, linear or branched, comprising from 1 to 6 carbon atoms, • z denotes an integer ranging from 1 to 3, and • x denotes an integer ranging from 0 to 2, with z + x = 3.
Preferably, R ′ 2 represents an alkyl group comprising from 1 to 4 carbon atoms.
Preferably, R ′ 2 represents a linear alkyl group comprising from 1 to 4 carbon atoms.
Preferably, R ′ 2 represents the ethyl group.
Preferably, R ' 3 represents an alkyl group comprising from 1 to 4 carbon atoms.
Preferably, R ' 3 represents a linear alkyl group comprising from 1 to 4 carbon atoms.
Preferably, R ′ 3 represents the methyl or ethyl group.
Preferably Rj is an acyclic chain.
Preferably Rj is a straight or branched, saturated or unsaturated, linear or branched C -] - Cq hydrocarbon chain, substituted by an amine group NH2 or NHR (R = C -] alkyl - Cq, C3-CQ cycloalkyl or Cq aromatic ). Preferably, Rj is a saturated linear C -] - Cq hydrocarbon chain substituted by an amine group NH2. More preferably, Rj is a saturated linear C2-C4 hydrocarbon chain substituted by an amine group NH2.
Preferably, Rj is a saturated linear C -] - Cq hydrocarbon chain substituted by an amine group NH2,
R ′ 2 represents an alkyl group comprising from 1 to 4 carbon atoms,
R ' 3 represents an alkyl group comprising from 1 to 4 carbon atoms.
Preferably z is equal to 3.
Preferably, the amino alkoxysilane of formula (II) is chosen from 3 aminopropyltriethoxysilane (APTES), 3-aminoethyltriethoxysilane (AETES), 3 aminopropylmethyldiethoxysilane, N- (2-aminoethyl) -3-aminopropyltriethoxysilane, 3 aminophenoxy) propyltrimethoxysilane, p-aminophenyltrimethoxysilane, N- (2 aminoethylaminomethyl) phenethyltrimethoxysilane.
Preferably, the amino alkoxysilane (II) is chosen from 3-aminopropyltriethoxysilane (APTES), 3-aminoethyltriethoxysilane (AETES), 3-aminopropylmethyldiethoxysilane, N- (2-aminoethyl) -3-aminopropyltriethoxysilane.
Preferably the amino alkoxysilane (II) is 3-aminopropyl triethoxysilane (APTES).
Preferably, the amino compound is chosen from 3-aminopropyltriethoxysilane (APTES),, N-methyl-1,3-diaminopropane, N-propyl 1,3-diaminopropane, Nisopropyl 1,3-diaminopropane, N- cyclohexyl 1,3-diaminopropane, 2- (3aminopropylamino) ethanol, 3- (2-aminoethyl) aminopropylamine, bis (3aminopropyl) amine, methyl bis (3-aminopropyl) amine, N- (3-aminopropyl) -1,4diaminobutane, Ν, Ν-dimethyldipropylene triamine, 1,2-bis (3aminopropylamino) ethane, N, N'-bis (3-aminopropyl) -1,3-propanediamine, ethylenediamine, 1 , 3-propylenediamine, 1,4-butylenediamine, lysine.
Preferably, the amino compound is chosen from ethylene diamine, 1,3propylenediamine, 1,4-butylenediamine, 3-aminopropyltriethoxysilane (APTES). More preferably, the amino compound is ethylenediamine or 3aminopropyltriethoxysilane (APTES).
The amino compound can also be chosen from amino polymers, in particular having a weight-average molecular weight ranging from 500 to 1,000,000, preferably ranging from 500 to 500,000, and preferably ranging from 500 to 100,000.
As amino polymer, poly (C 2 -C 5 alkylene imines) can be used, and in particular polyethyleneimines and polypropyleneimines, in particular poly (ethylene imine) (for example that sold under the reference 46,852-3 by the company Aldrich Chemical); poly (allylamine) (for example that sold under the reference 47,913-6 by the company Aldrich Chemical); polyvinylamines and their copolymers, in particular with vinylamides; mention may in particular be made of vinylamine / vinylformamide copolymers such as those sold under the name LUPAMIN® 9030 by the company BASF; polyamino acids having NH2 groups such as polylysine, for example that sold by the company JNC Corporation (formerly Chisso); amino dextran, such as that sold by the company CarboMer Inc; polyvinyl amino alcohol such as that sold by the company CarboMer Inc, copolymers based on acrylamide propylamine; chitosans;
Polydimethylsiloxanes comprising primary amine groups at the chain end or on side chains, for example aminopropyl end or side groups, such as for example those of formula (A) or (B) or (C):
(AT)
MLVS":. V 'V ÇH VH. i ÇH, ! not ! . 1 / " : 1 If (j * t ~ SÏ“ “C γ— f | '. | ή< neither, nor t , / i ",, cry n n
(B)
H2NCH2CH2CH2-Si (CH3) 2-O- [Si (CH3) 2-O] n -Si (CH3) 2C 4 H9 (C) in formula (A): the value of n is such that the average molecular weight in weight of the silicone is between 500 and 55,000. As an example of amino silicone (A), mention may be made of those sold under the names "DMS-A11", "DMS-A12", "DMS-A15", "DMS-A21 "," DMS-A31 "," DMS-A32, "DMS-A35" by the company GELEST.
in formula (B), the values of n and m are such that the weight-average molecular weight of the silcone is between 1000 and 55,000. As examples of silicone (B), mention may be made of those sold under the names "AMS -132 "," AMS-152 "," AMS-162 "," AMS-163 "," AMS-191 "," AMS-1203 "by the company GELEST. in formula (C), the value of n is such that the weight-average molecular weight of the silicone is between 500 and 3000. As an example of silicone (C), mention may be made of those sold under the names “MCR-A11 "," MCR-A12 "by the company
GELEST.
the amodimethicones of formula (D):
Ç H 3
R-Si—
CH,
CH,
Yes·
CH,
R '
O —SiA
Ç H 3
-O — Si - R
CH,
NH
I (CH 2 ) 2
NH, (D) in which R, R 'and R, identical or different, each represent a C 1 -C 4 alkyl or hydroxyl group, A represents a C 3 alkylene group and m and n are such that the average molecular mass by weight of the compound is between 5,000 and 500,000 approximately.
Polyether amines in particular known under the reference JEFFAMINE from the company HUNSTMAN; and especially :
Polyethylene glycol and / or polypropylene glycol a, ω-diamine (with an amine function at the end of the chain) such as those sold under the names JEFFAMINE D-230, D400, D-2000, D-4000, ED-600, ED-9000, ED -2003.
The polytetrahydrofuran (or polytetramethylene glycol) a, ω-diamine, the polybutadienes a, ω-diamine;
Polyamidoamine dendrimers (PANAM) with terminal amine functions.
Poly (meth) acrylates or poly (meth) acrylamides carrying primary or secondary lateral amine functions such as poly (3-aminopropyl) methacrylamide, poly (2-aminoethyl) methacrylate.
As amino polymer, use is preferably made of polydimethylsiloxanes comprising primary amine groups at the chain end or on side chains. Preferably, polydimethylsiloxanes are used comprising, at the chain end, aminopropyl end groups.
Advantageously, the polyamine compounds used in the process according to the invention are chosen from polydimethylsiloxanes comprising primary amine groups at the end of the chain or on side chains.
Preferably, the amino compounds used in the process according to the invention are chosen from, polydimethylsiloxanes comprising comprising at the chain end aminopropyl groups, 3-aminopropyltriethoxy-silane (APTES).
When the compound is an amino alkoxysilane, the composition containing it is anhydrous.
The composition containing the ethylenic polymer when it is intended to be mixed with the composition containing the amino alkoxysilane is also anhydrous.
Advantageously, the amino compound used in the process according to the invention is used according to an amino group molar ratio of the amino compound / maleic anhydride group of the ethylenic polymer ranging from 0.01 to 10, preferably ranging from 0.1 to 5 , preferably ranging from 0.1 to 2, and more preferably ranging from 0.1 to 1.
The polyamine compound in contact with the ethylenic polymer reacts with the maleic anhydride functions to form a crosslinked polymer, for example as follows:
Diagram I the unit carrying group A symbolizing the unit resulting from the ethylene monomer with fatty chain 5.
Such a crosslinked polymer is new and is therefore also the subject of the present invention.
The crosslinked polymer is thus capable of being obtained by reaction of said polyamine compound 10 with the acrylic polymer of maleic anhydride described above. Some or all of the anhydride groups react with the NH or NH2 group of the amino compound and form a unit having an amide group and a carboxylic acid group as described in Scheme I.
The amino alkoxysilane (II) used in an anhydrous medium reacts with the maleic anhydride group present in the polymer to form a unit of the following formula:
CO COOH
+ R-NH-Ri-Si (OR 2 ) z (R 3 ) x
R — If (OR 2 ) z (R 3 ) x
Amide and carboxylic acid unit
Diagram II
Such a polymer containing an amino alkoxysilane group is new and is therefore also the subject of the present invention. The subject of the invention is also an anhydrous composition comprising such a polymer containing an amino alkoxysilane group and a physiologically acceptable medium.
The polymer with an amino alkoxysilane group is thus capable of being obtained by reaction in an anhydrous medium of the amino alkoxysilane (II) with the ethylenic polymer of maleic anhydride described above. Some or all of the anhydride groups react with the NH group of compound (II) and form a unit having an amide group and a carboxylic acid group as described in Scheme II.
According to one embodiment of the process according to the invention, a mixture, in particular extemporaneous, of one or more pigments, of the ethylenic polymer and of an amino alkoxysilane (II) is produced and the mixture is applied to the keratin materials. It is also possible to carry out a sequential application on the one hand of the ethylenic polymer and on the other hand of an amino alkoxysilane (II) as defined above.
According to a preferred embodiment of the invention, the composition comprising the ethylenic polymer may contain a hydrocarbon oil. More generally, preferably the compositions used in the process according to the invention comprise an oil, in particular a hydrocarbon oil.
Hydrocarbon oil is a liquid oil at room temperature (25 ° C).
By hydrocarbon oil is meant an oil formed essentially, or even made up, of carbon and hydrogen atoms, and optionally oxygen, nitrogen atoms, and containing no silicon or fluorine atom. It can contain alcohol, ester, ether, carboxylic acid, amine and / or amide groups.
Hydrocarbon oil can be volatile or non-volatile.
The hydrocarbon oil can be chosen from:
hydrocarbon oils having 8 to 14 carbon atoms, and in particular:
branched C 8 -Ci 4 alkanes such as C 8 -Ci 4 isoalkanes of petroleum origin (also called isoparaffins) such as isododecane (also called 2,2,4,4,6pentamethylheptane), isodecane, and for example the oils sold under the trade names of Isopars' or Peutyls,
- linear alkanes, for example such as n-dodecane (C12) and n-tetradecane (C14) sold by Sasol respectively under the references PARAFOL 12-97 and PARAFOL 14-97, as well as their mixtures, the undecane mixture tridecane, the mixtures of n-undecane (C11) and n-tridecane (C13) obtained in examples 1 and 2 of application WO2008 / 155059 from the company Cognis, and their mixtures.
short chain esters (having 3 to 8 carbon atoms in total) such as ethyl acetate, methyl acetate, propyl acetate, n-butyl acetate
- hydrocarbon-based oils of vegetable origin such as triglycerides consisting of fatty acid and glycerol esters, the fatty acids of which may have varying chain lengths from C 4 to C 24 , the latter possibly being linear or branched, saturated or unsaturated; these oils are in particular triglycerides of heptanoic acid or octanoic acid, or else the oils of wheat germ, sunflower, grapeseed, sesame, corn, apricot, castor, shea, avocado, olive, soy, sweet almond, palm, rapeseed, cotton, hazelnut, macadamia, jojoba, alfalfa, poppy, pumpkin, sesame, squash, rapeseed, blackcurrant, evening primrose, millet, barley, quinoa, rye, safflower, bancoulier, passionflower, muscat rose; shea butter; or the triglycerides of caprylic / capric acids such as those sold by the company Stéarineries Dubois or those sold under the names Miglyol 810®, 812® and 818® by the company Dynamit Nobel,
- synthetic ethers having from 10 to 40 carbon atoms;
- linear or branched hydrocarbons, of mineral or synthetic origin such as petrolatum, polydecenes, hydrogenated polyisobutene such as Parleam®, squalane, paraffin oils, and their mixtures,
- Synthetic esters such as oils of formula RïCOOF ^ in which R! represents the remainder of a linear or branched fatty acid containing from 1 to 40 carbon atoms and R 2 represents a notably branched hydrocarbon chain containing from 1 to 40 carbon atoms provided that R! + R 2 is> 10, for example, purcellin oil (cetostearyl octanoate), isopropyl myristate, isopropyl palmitate, alcohol benzoates Cl 2 to C15, hexyl laurate, diisopropyl adipate, isononyl isononanoate, 2-ethyl-hexyl palmitate, isostearyl isostearate, 2-hexyl-decyl laurate, 2-octyl-decyl palmitate, myristate 2-octyldodecyl, heptanoates, octanoates, decanoates or ricinoleates of alcohols or polyalcohols such as propylene glycol dioctanoate; hydroxylated esters such as isostearyl lactate, di-isostearyl malate, 2-octyl-dodecyl lactate; polyol esters and pentaerythritol esters,
- fatty alcohols liquid at room temperature with branched and / or unsaturated carbon chain having from 12 to 26 carbon atoms such as octyl dodecanol, isostearyl alcohol, oleic alcohol, 2-hexyldecanol, 2-butyloctanol, and 2undécylpentadécanol.
Advantageously, the hydrocarbon oil is apolar (therefore formed only of carbon and hydrogen atoms).
The hydrocarbon oil is preferably chosen from hydrocarbon oils having from 8 to 14 carbon atoms, in particular the non-polar oils, described above.
Preferably, the hydrocarbon oil is isododecane.
The composition comprising the polymer may contain, in addition to the hydrocarbon oil, a silicone oil. The term “silicone oil” means an oil comprising at least one silicon atom, and in particular at least one Si-O group. The silicone oil can be volatile or non-volatile.
The term “volatile oil” means an oil (or non-aqueous medium) capable of evaporating on contact with the skin in less than an hour, at room temperature and at atmospheric pressure. Volatile oil is a volatile cosmetic oil, liquid at room temperature, in particular having a non-zero vapor pressure, at room temperature and at atmospheric pressure, in particular, having a vapor pressure ranging from 0.13 Pa to 40,000 Pa (10 ' 3 to 300 mm Hg), and preferably ranging from 1.3 Pa to 13,000 Pa (0.01 to 100 mm Hg), and preferably ranging from 1.3 Pa to 1300 Pa (0.01 to 10 mm Hg).
The term "non-volatile oil" means an oil having a vapor pressure of less than 0.13 Pa.
As volatile silicone oils, mention may be made of volatile linear or cyclic silicone oils, in particular those having a viscosity <8 centistokes (cSt) (8 x 10 ′ 6 m 2 / s), and having, in particular, from 2 to 10 silicon atoms, and in particular from 2 to 7 silicon atoms, these silicones possibly comprising alkyl or alkoxy groups having from 1 to 10 carbon atoms. As volatile silicone oil which can be used in the invention, mention may be made, in particular, of dimethicones of viscosity 5 and 6 cSt, octamethyl cyclotetrasiloxane, decamethyl cyclopentasiloxane, dodecamethyl cyclohexasiloxane, heptamethyl hexyltrisiloxane, heptamethyloctyl trisiloxane, hexamethyl disiloxane, octamethyl trisiloxane, decamethyl tetrasiloxane, dodecamethyl pentasiloxane, and mixtures thereof.
As non-volatile silicone oils, non-volatile, linear or cyclic polydimethylsiloxanes (PDMS) may be mentioned; polydimethylsiloxanes comprising alkyl, alkoxy or phenyl groups, during or at the end of the silicone chain, groups having from 2 to 24 carbon atoms; phenylated silicones such as phenyl trimethicones, phenyl dimethicones, phenyl trimethylsiloxy diphenyl siloxanes, diphenyl dimethicones, diphenyl methyldiphenyl trisiloxanes, 2phenyl ethyl trimethyl-siloxysilicates.
Advantageously, the composition can comprise a hydrocarbon oil in a content ranging from 60 to 100% by weight of the total weight of the oils present in the composition and from 0 to 40% by weight of silicone oil. According to a preferred embodiment of the invention, the composition contains as oil only a hydrocarbon oil.
The composition according to the invention may comprise a cosmetic additive chosen from water, perfumes, preservatives, fillers, UV filters, oils, waxes, surfactants, moisturizers, vitamins, ceramides, antioxidants , anti-free radical agents, polymers, thickeners, coloring matters.
The composition according to the invention can also comprise other coloring matters such as liposoluble dyes, water-soluble dyes. This coloring material can be present in a content ranging from 0.01% to 30% by weight, relative to the total weight of the composition.
The liposoluble dyes are for example Sudan red, D&C Red 17, D&C Green 6, β-carotene, soybean oil, Sudan brown, D&C Yellow 11, D&C Violet 2, D&C orange 5, quinoline yellow, annatto. The water-soluble dyes are, for example, beet juice, methylene blue.
According to one embodiment, the composition according to the invention is an anhydrous composition. An anhydrous composition is understood to mean a composition containing less than 2% by weight of water, or even less than 0.5% of water, and in particular water-free. Where appropriate, such small quantities of water can in particular be supplied by ingredients of the composition which may contain residual quantities.
In particular, when the process according to the invention uses an amino alkoxysilane as described above, the composition or compositions used are advantageously anhydrous.
The invention is illustrated in more detail in the following examples.
Example 1 Copolymer of 2-ethyl hexyl acrylate / maleic anhydride (85/15 by weight)
170 g of 2-ethyl hexyl acrylate and 30 g of maleic anhydride were introduced into a 1 liter jacketed reactor fitted with a stirring anchor. A mixture of 210 g of isododecane and 90 g of ethyl acetate was then added.
The medium was brought to a temperature of 40 ° C. with stirring (150 rpm) and a bubbling of argon was carried out for 10 minutes, then 2 g of initiator tert-Butyl peroxy-2-ethylhexanoate (Trigonox) were added. ® 21S from Akzo Nobel)
The heating of the jacket was set at 90 ° C for 7 hours at 150 rpm.
The medium was then diluted with 300 g of isododecane, then concentrated by distillation to remove the ethyl acetate and the unreacted maleic anhydride.
A 30% by weight solution of the copolymer in isododecane was obtained.
The polymer obtained has a molecular weight (Mw) close to 12000 g / mol.
Example 2 Copolymer of 2-ethyl hexyl acrylate / maleic anhydride (80/20 by weight)
The polymer was prepared according to the procedure of Example 1 using 160 g of 2-ethyl hexyl acrylate and 40 g of maleic anhydride.
A 32% by weight solution of the copolymer in isododecane was obtained in the end (yield greater than 90%).
The polymer obtained has a molecular weight (Mw) close to 15000 g / mol.
Example 3 Copolymer of 2-ethyl hexyl acrylate / PDMS methacrylate * / maleic anhydride (50/30/20 by weight)
The polymer was prepared according to the procedure of Example 1 using:
g of maleic anhydride with 28 g of isododecane and 21 g of ethyl acetate;
Bubble of argon then addition in 1 hour of a mixture of 100 g of 2-ethyl hexyl acrylate, 60 g of PDMS methacrylate (X-22-2426 from Shin Etsu; PDMS chain size = 12 OOOg / mol), 168 g of isododecane, 72 g of ethyl acetate and 2 g of Trigonox® 21S.
A 40% by weight solution of the copolymer in isododecane was obtained.
Example 4 Copolymer of 2-ethyl hexyl acrylate / stearyl acrylate / maleic anhydride (50/30/20 by weight)
The polymer was prepared according to the procedure of Example 1 using:
g of 2-ethyl hexyl acrylate and 20 g of maleic anhydride.
g of maleic anhydride with 28 g of isododecane and 21 g of ethyl acetate;
Bubbling of argon then addition in 1 hour of a mixture of 100 g of 2-ethyl hexyl acrylate, 60 g of stearyl methacrylate, 168 g of isododecane, 72 g of ethyl acetate and 2 g of Trigonox® 21 S.
A 41% by weight solution of the copolymer in isododecane was obtained.
The polymer obtained has a molecular weight (Mw) close to 17000 g / mol.
权利要求:
Claims (34)
[1" id="c-fr-0001]
1. Hair coloring process comprising:
the application to the hair of a composition comprising at least one pigment and an ethylenic polymer of maleic anhydride and of an amino compound chosen from polyamine compounds having several primary amine and / or secondary amine groups and amino alkoxysilanes, ethylenic polymer resulting from the polymerization of:
(a) 45 to 95% by weight, of the total weight of monomers, of ethylenic monomer having at least one linear or branched C8 alkyl group;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0 to 50% by weight of additional monomer;
the ethylenic polymer being obtained from the polymerization of:
(a) 45 to 95% by weight, of the total weight of monomers, of ethylenic monomer having an alkyl group at least linear or branched Cg;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0 to 50% by weight of additional monomer chosen from:
(i) polydimethylsiloxane silicone monomers containing a mono (meth) acryloyloxy end group of formula (I) below:
CH.
Ç H 3
H 2 C = C — O — Rg — Si — O '3
Si-O - Si
CH a ch 3 (D in which:
- Rg denotes a hydrogen atom or a methyl group;
- R9 denotes a divalent hydrocarbon group, linear or branched, having from 1 to 10 carbon atoms, and optionally containing one or two ether bonds -O-;
- R-I0 denotes a linear or branched alkyl group having from 1 to 10 carbon atoms, in particular from 2 to 8 carbon atoms;
- n denotes an integer ranging from 1 to 300;
(ii) linear or branched non-silicone (meth) acrylates of C ^ -Cg alkyl or C5-C-12 cycloalkyl (meth) acrylates!
the compositions used being anhydrous when the amino compound is an amino alkoxysilane.
[2" id="c-fr-0002]
2. Method according to claim 1 comprising either the sequential application to your hair of a composition comprising an ethylenic polymer of maleic anhydride and of an amino compound chosen from polyamine compounds having several primary amine and / or secondary amine groups and amino alkoxysilanes, or a composition containing it;
either the application to the hair of a composition obtained from the mixture of a composition comprising an acrylic polymer of maleic anhydride and an amino compound chosen from amino alkoxysilanes, or of a composition containing it and one and / or the other of these compositions comprising at least one pigment; and the ethylenic polymer resulting from the polymerization as defined above.
[3" id="c-fr-0003]
3. Method according to claim 1, characterized in that the ethylenic monomer having a linear or branched Cq alkyl group is chosen from:
a) linear or branched CQ-C22 alkyl (meth) acrylates;
b) (meth) acrylamides of formula CH2 = C (R-i) -CONR3R4 in which R- | represents a hydrogen atom or a methyl radical, R3 represents a hydrogen atom or a linear or branched C- | -C- | 2 alkyl group, and R4 represents a linear or branched alkyl group Cg to C-12 !
c) vinyl esters of formula R5-CO-O-CH = CH2, in which R5 represents a linear or branched Cg-C22 alkyl group;
d) ethers of formula Rg-O-CH = CH2 in which Rg represents a linear or branched Cg-C22 alkyl group
[4" id="c-fr-0004]
4. Method according to one of the preceding claims, characterized in that the ethylenic monomer having at least one linear or branched Cg alkyl group is chosen from Cg-C22 alkyl (meth) acrylates. preferably in Cg-C- | g.
[5" id="c-fr-0005]
5. Method according to one of the preceding claims, characterized in that the ethylenic monomer having at least one linear or branched Cg alkyl group is chosen from 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, acrylate lauryl, lauryl methacrylate, behenyl acrylate, behenyl methacrylate, stearyl acrylate, stearyl methacrylate; preferably, from 2ethylhexyl acrylate, 2-ethylhexyl methacrylate, stearyl acrylate, stearyl methacrylate; preferably is 2-ethylhexyl acrylate.
[6" id="c-fr-0006]
6. Method according to one of the preceding claims, characterized in that the ethylenic monomer having an alkyl group at least linear or branched Cg is present in said ethylenic polymer in a content ranging from 45 to 90% by weight, relative to the total weight of monomers, and preferably ranging from 50 to 90% by weight.
[7" id="c-fr-0007]
7. Method according to one of the preceding claims, characterized in that maleic anhydride is present in said ethylenic polymer in a content ranging from 10 to 25% by weight, relative to the total weight of monomers, and preferably ranging from 13 to 22% by weight.
[8" id="c-fr-0008]
8. Method according to one of the preceding claims, characterized in that for said silicone monomer of formula (I):
- Rg denotes a methyl group;
- R9 denotes a divalent, linear hydrocarbon group having from 2 to 4 carbon atoms;
- R-I0 denotes a linear or branched alkyl group having from 2 to 8 carbon atoms;
- N denotes an integer ranging from 3 to 200, preferably ranging from 5 to 100.
[9" id="c-fr-0009]
9. Method according to one of claims 1 to 7, characterized in that said additional non-silicone monomer (ii) is chosen from (ChC- | 2) cycloalkyl (meth) acrylates. and is preferably isobornyl (meth) acrylate.
[10" id="c-fr-0010]
10. Method according to one of claims 1 to 7, characterized in that said ethylenic polymer comprises said additional silicone monomer of formula (I).
[11" id="c-fr-0011]
11. Method according to one of the preceding claims, characterized in that said ethylenic polymer comprises an additional monomer present in a content ranging from 5 to 50% by weight, relative to the total weight of monomers, preferably ranging from 15 to 40 % by weight, and preferably ranging from 20 to 35% by weight, in particular ranging from 25 to 35% by weight.
[12" id="c-fr-0012]
12. Method according to one of claims 1 to 6, characterized in that said ethylenic polymer does not contain any additional monomers.
[13" id="c-fr-0013]
13. Method according to one of claims 1 to 6 and 10, 11, characterized in that said ethylenic polymer comprises, or consists of, (a) 75 to 95% by weight, of the total weight of monomers, of (meth) linear or branched CgC22 alkyl acrylate;
(b) 5 to 25% by weight of maleic anhydride;
preferably:
(a) 75 to 90% by weight, of the total weight of monomers, of linear or branched CgC22 alkyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
preferentially:
(a) 78 to 87% by weight, of the total weight of monomers, of linear or branched CgC22 alkyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride.
[14" id="c-fr-0014]
14. Method according to one of claims 1 to 13, characterized in that said ethylenic polymer is chosen from the following copolymers:
2-ethyl hexyl acrylate / maleic anhydride stearyl acrylate / maleic anhydride 2-ethyl hexyl acrylate / stearyl acrylate / maleic anhydride.
[15" id="c-fr-0015]
15. Method according to one of claims 1 to 13, characterized in that said ethylenic polymer comprises, or consists of, (a) 45 to 94.5% by weight, of the total weight of monomers, of (meth) acrylate d linear or branched Cg-C22 alkyl;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0.5 to 50% by weight of silicone monomer (I);
preferably:
(a) 45 to 90% by weight, of the total weight of monomers, of linear or branched CgC22 alkyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 5 to 50% by weight of silicone monomer (I);
preferentially:
(a) 50 to 75% by weight, of the total weight of monomers, of linear or branched CgC22 alkyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
(c) 15 to 40% by weight of silicone monomer (I);
more preferably:
(a) 52 to 67% by weight, of the total weight of monomers, of linear or branched CgC22 alkyl (meth) acrylate;
(b) 13 to 22% by weight of maleic anhydride;
(c) 20 to 35% by weight of silicone monomer (I).
[16" id="c-fr-0016]
16. Method according to one of claims 1 to 13, characterized in that said ethylenic polymer is chosen from the following copolymers:
2-ethyl hexyl acrylate / maleic anhydride / silicone monomer (I) stearyl acrylate / maleic anhydride / silicone monomer (I) 2-ethyl hexyl acrylate / stearyl acrylate / maleic anhydride / silicone monomer
d).
[17" id="c-fr-0017]
17. Method according to one of claims 1 to 13, characterized in that said ethylenic polymer comprises, or consists of, (a) 45 to 94.5% by weight, of the total weight of monomers, of (meth) acrylate d linear or branched Cg-C- alkyl;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0.5 to 50% by weight of C5-C-12 cycloalkyl (meth) acrylate!
preferably, (a) 45 to 90% by weight, of the total weight of monomers, of linear or branched CgC- | 8 alkyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 5 to 50% by weight of C 6 -C 2 cycloalkyl (meth) acrylate;
preferentially:
(a) 50 to 75% by weight, of the total weight of monomers, of linear or branched CgC- | 8 alkyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
(c) 15 to 40% by weight of (meth) acrylate of cycloalkyl in Cg-C-) 2 i more preferably:
(a) 52 to 67% by weight, of the total weight of monomers, of (meth) acrylate, CgC- | g linear or branched;
(b) 13 to 22% by weight of maleic anhydride;
(c) 20 to 35% by weight of C5-C-12 cycloalkyl (meth) acrylate
[18" id="c-fr-0018]
18. Method according to one of claims 1 to 13, characterized in that said ethylenic polymer is chosen from the following copolymers:
2-ethyl hexyl acrylate / maleic anhydride / (meth) isobornyl acrylate stearyl acrylate / maleic anhydride / (meth) isobornyl acrylate 2-ethyl hexyl acrylate / stearyl acrylate / maleic anhydride / (meth) acrylate 'isobornyle
[19" id="c-fr-0019]
19. Method according to one of claims 1 to 10, characterized in that said ethylenic polymer comprises, or consists of:
(a) 45 to 94.5% by weight, of the total weight of monomers, of linear or branched Cg-C-ig alkyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 0.5 to 50% by weight of a mixture of Cg-C-12 cycloalkyl (meth) acrylate and of silicone monomer (I);
preferably:
(a) 45 to 90% by weight, of the total weight of monomers, of linear or branched CgC- | 3 alkyl (meth) acrylate;
(b) 5 to 25% by weight of maleic anhydride;
(c) 5 to 50% by weight of a mixture of C6-C- | 2 cycloalkyl (meth) acrylate and of silicone monomer (I);
preferentially:
(a) 50 to 75% by weight, of the total weight of monomers, of linear or branched CgCjg alkyl (meth) acrylate;
(b) 10 to 25% by weight of maleic anhydride;
(c) 15 to 40% by weight of a mixture of Cq-C- | 2 cycloalkyl (meth) acrylate and of silicone monomer (I);
more preferably:
(a) 52 to 67% by weight, of the total weight of monomers, of CgC- | g alkyl (meth) acrylate, linear or branched;
(b) 13 to 22% by weight of maleic anhydride;
(c) 20 to 35% by weight of a mixture of Cg-C- | 2 ®t cycloalkyl (meth) acrylate of silicone monomer (I).
[20" id="c-fr-0020]
20. Method according to one of claims 1 to 10 and 18, characterized in that said ethylenic polymer is chosen from the following copolymers:
2-ethyl hexyl acrylate / maleic anhydride / (meth) isobornyl acrylate / silicone monomer (I) stearyl acrylate / maleic anhydride / (meth) isobornyl acrylate / silicone monomer (I) 2-ethyl hexyl acrylate / stearyl acrylate / maleic anhydride / (meth) isobornyl acrylate / silicone monomer (I)
[21" id="c-fr-0021]
21. Method according to any one of the preceding claims, characterized in that the ethylenic polymer has a weight-average molecular weight ranging from 5000 to 1,000,000 g / mole, preferably ranging from 10,000 to 500,000 g / mole, and preferably ranging from 15,000 to 350,000 g / mole.
[22" id="c-fr-0022]
22. Method according to any one of the preceding claims, characterized in that the ethylenic polymer is present in the composition in a content ranging from 0.1 to 40% by weight, relative to the total weight of the composition, preferably of 0.5% to 35% by weight of active material, and preferably ranging from 1% to 30% by weight, and more preferably ranging from 10% to 30% by weight.
[23" id="c-fr-0023]
23. Method according to any one of the preceding claims, characterized in that the amino compound is a polyamine compound comprising from 2 to 20 carbon atoms.
[24" id="c-fr-0024]
24. Method according to any one of the preceding claims, characterized in that the amino compound is chosen from N-methyl-1,3-diaminopropane, N-propyl
1,3-diaminopropane, N-isopropyl 1,3-diaminopropane, N-cyclohexyl 1,3diaminopropane, 2- (3-aminopropylamino) ethanol, 3- (2 aminoethyl) aminopropylamine, bis (3-aminopropyl) amine , methyl bis (3aminopropyl) amine, N- (3-aminopropyl) -1,4-diaminobutane, N, N-dimethyldipropylene triamine, 1,2-bis (3-aminopropylamino) ethane, N, N ' -bis (3-aminopropyl) -1,3propanediamine, ethylene diamine, 1,3-propylenediamine, 1,4-butylenediamine, lysine, cystamine, xylene diamine, tris (2-aminoethyl) amine, spermidine;
preferably from ethylene diamine, 1,3-propylenediamine, 1,4butylenediamine; preferably is ethylene diamine.
[25" id="c-fr-0025]
25. Method according to one of claims 1 to 21, characterized in that the amino compound is chosen from amino polymers, in particular having a weight-average molecular weight ranging from 500 to 1,000,000, preferably ranging from 500 to 500,000, and preferably ranging from 500 to 100,000.
[26" id="c-fr-0026]
26. Method according to the preceding claim, characterized in that the amino compound is chosen from poly (alkylene (C2-C5) imines), and in particular polyethyleneimines and polypropyleneimines, in particular poly (ethylene imine); poly (allylamine); polyvinylamines and their copolymers, in particular with vinylamides; vinylamine / vinylformamide copolymers; polyamino acids having Nl-Q groups such as polylysine; amino dextran ,; polyvinyl amino alcohol, acrylamide-propylamine-based copolymers; chitosans;
polydimethylsiloxanes comprising primary amine groups at the chain end or on side chains, for example aminopropyl end or side groups, such as for example those of formula (A) or (B) or (C):
h 2 nch 2 ch 2 ch.
sî-ch 2 ch 2 ch 2 nh 2 (A) <pi, Ζφ
Si — o ”2 i — O ^ - ^ i — Clh
CH, (’H, / m CH, / n CH (B)
H2NCH2CH2CH2-Si (CH3) 2-O- [Si (CH3) 2-O] n -Si (CH3) 2C 4 H9 (C)
5 with:
in formula (A): the value of n is such that the weight-average molecular weight of the silicone is between 500 and 55,000.
in formula (B), the values of n and m are such that the weight-average molecular weight of the silicone is between 1000 and 55,000.
In formula (C), the value of n is such that the weight-average molecular weight of the silicone is between 500 and 3000; the amodimethicones of formula (D):
^ H 3
R-Si—
CH 3
Ç H 3 O-Sich 3
R '
O —If -
I
AT
Ah i
(çh 2 ) 2 nh 2
H
O — Si — R
CH 3 (D) in which R, R 'and R, identical or different, each represent a C 1 -C 4 alkyl or hydroxyl group, A represents a C 3 alkylene group and m and n are such that the average molecular mass by weight of the compound is between 5,000 and 500,000 approximately.
Polyether diamines and in particular polyethylene glycol and / or polypropylene glycol a, ω-diamine; polytetrahydrofuran (or polytetramethylene glycol) a, ω-diamine, polybutadienes a, ω-diamine,
Polyamidoamine dendrimers with terminal amine functions,
Poly (meth) acrylates or poly (meth) acrylamides carrying primary or secondary lateral amine functions such as poly (3-aminopropyl) methacrylamide, poly (2-aminoethyl) methacrylate;
preferably polydimethylsiloxanes comprising primary amine groups at the chain end or on side chains;
preferably polydimethylsiloxanes comprising at the chain end aminopropyl end groups.
[27" id="c-fr-0027]
27. Method according to one of claims 1 to 21, characterized in that the amino compound is an amino alkoxysilane of formula (III):
RhSKORWsk (III) in which:
• R’i is a linear or branched, saturated or unsaturated, cyclic or acyclic C1-C6 hydrocarbon chain substituted by a group chosen from groups:
- NH 2 or NHR amine with R = C1-C4 alkyl,
- an aryl or aryloxy group substituted by an amino group or by a C1-C4 aminoalkyl group;
R'1 can be interrupted in its chain by a heteroatom (O, S, NH) or a carbonyl group (CO), R '·) being linked to the silicon atom directly via a carbon atom, • R' 2 and R ' 3, which are identical or different, represent an alkyl group, linear or branched, comprising from 1 to 6 carbon atoms, • z denotes an integer ranging from 1 to 3, and • x denotes an integer ranging from 0 to 2 , with z + x = 3;
and preferably is 3-aminopropyltriethoxysilane.
[28" id="c-fr-0028]
28. Method according to any one of the preceding claims, characterized in that the amino compound is used according to an amino group molar ratio of the amino compound / maleic anhydride group of the ethylenic polymer ranging from 0.01 to 10, preferably ranging from 0.1 to 5, preferably ranging from 0.1 to 2, and more preferably ranging from 0.1 to 1.
[29" id="c-fr-0029]
29. Method according to any one of the preceding claims, characterized in that the composition (s) used (s) comprises at least one pigment in an amount between 0.5 and 40% by weight of the weight of composition which contains or composition applied to the hair.
[30" id="c-fr-0030]
30. A method according to any one of claims 1 to 24, characterized in that one applies to the keratin materials first the composition comprising the ethylenic polymer of maleic anhydride and then the amino compound or a composition is applied. containing and one and / or the other of the compositions comprising at least one pigment.
[31" id="c-fr-0031]
31. Process according to any one of claims 1 to 24, characterized in that the amine compound or a composition containing it is first applied to the hair, then the composition comprising the ethylenic polymer of maleic anhydride, one and / or the other of the compositions comprising at least one pigment.
[32" id="c-fr-0032]
32. Method according to any one of claims 1 to 24, characterized in that the topical application is carried out on the hair of a composition obtained from the mixture of a composition comprising an acrylic polymer of maleic anhydride and an amino compound chosen from amino alkoxysilanes, or a composition containing it; one and / or the other of the compositions comprising at least one pigment
[33" id="c-fr-0033]
33. Kit comprising a first composition comprising ethylenic polymer of maleic anhydride as defined in one of claims 1 to 22 and a second composition comprising an amino compound as defined in one of claims 1 and 2 23 to 28, the first and second compositions each being packaged in a separate packaging unit, the compositions being anhydrous when the amino compound is an amino alkoxysilane, one and / or the other of the compositions comprising at least one pigment.
[34" id="c-fr-0034]
34. Composition obtained by mixing an ethylenic polymer as defined in one of claims 1 to 22 or a composition containing it, and an amino compound as defined in one of claims 1 and 23 to 28 or of a composition containing it, the composition being anhydrous when the amino compound is an amino alkoxysilane, one and / or the other of the compositions comprising at least one pigment
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同族专利:
公开号 | 公开日
RU2019135284A3|2021-05-07|
CN110494121A|2019-11-22|
JP2020512998A|2020-04-30|
RU2756516C2|2021-10-01|
ES2890433T3|2022-01-19|
EP3606497A1|2020-02-12|
US10993902B2|2021-05-04|
JP6921986B2|2021-08-18|
WO2018185345A1|2018-10-11|
US20200101004A1|2020-04-02|
EP3606497B1|2021-06-30|
BR112019020437A2|2020-04-22|
FR3064913B1|2020-05-08|
RU2019135284A|2021-05-07|
引用文献:
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FR2907678B1|2006-10-25|2012-10-26|Oreal|KERATIN FIBER COLORING COMPOSITION COMPRISING POLYSILOXANE / POLYUREE BLOCK COPOLYMER|
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FR3040137B1|2015-08-17|2018-06-15|L'oreal|PROCESS FOR TREATING KERATIN FIBERS WITH A NUCLEOPHILIC ALCOXYSILANE POLYMER AND AN ACTIVE ESTER|WO2019192916A1|2018-04-03|2019-10-10|Hfc Prestige International Holding Switzerland S.A.R.L|Bicomponent composition|
JP2021521256A|2018-05-03|2021-08-26|エイチエフシー・プレステージ・インターナショナル・ホールディング・スウィッツァーランド・エスアーエールエル|Multi-component composition|
DE102019203677A1|2019-03-19|2020-09-24|Henkel Ag & Co. Kgaa|Process for coloring keratinic material, comprising the use of an organosilicon compound, an effect pigment and a film-forming polymer II|
DE102019203675A1|2019-03-19|2020-09-24|Henkel Ag & Co. Kgaa|Process for coloring keratinic material, comprising the use of an organosilicon compound, an effect pigment and a film-forming polymer V|
DE102019206915A1|2019-05-13|2020-11-19|Henkel Ag & Co. Kgaa|A method for coloring keratinic material, comprising the use of an organosilicon compound, a coloring compound, a modified fatty acid ester and a film-forming polymer II|
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FR3097755B1|2019-06-28|2021-07-16|Oreal|Process for dyeing keratin fibers comprising a step of cold plasma treatment of said fibers|
DE102020203248A1|2020-03-13|2021-09-16|Henkel Ag & Co. Kgaa|A method of coloring keratinous material, comprising the use of an organosilicon compound, two coloring compounds and an aftertreatment agent|
法律状态:
2018-03-15| PLFP| Fee payment|Year of fee payment: 2 |
2018-10-12| PLSC| Publication of the preliminary search report|Effective date: 20181012 |
2020-03-12| PLFP| Fee payment|Year of fee payment: 4 |
2021-03-10| PLFP| Fee payment|Year of fee payment: 5 |
优先权:
申请号 | 申请日 | 专利标题
FR1753075A|FR3064913B1|2017-04-07|2017-04-07|HAIR COLORING METHOD USING A PIGMENT, AND AN ACRYLIC POLYMER OF MALEIC ANHYDRIDE AND AN AMINO COMPOUND|
FR1753075|2017-04-07|FR1753075A| FR3064913B1|2017-04-07|2017-04-07|HAIR COLORING METHOD USING A PIGMENT, AND AN ACRYLIC POLYMER OF MALEIC ANHYDRIDE AND AN AMINO COMPOUND|
ES18716278T| ES2890433T3|2017-04-07|2018-04-09|Hair coloring process using a pigment, an acrylic polymer of maleic anhydride and an amine compound|
PCT/EP2018/059049| WO2018185345A1|2017-04-07|2018-04-09|Hair dyeing process using a pigment, a maleic anhydride acrylic polymer and an amine compound|
BR112019020437A| BR112019020437A2|2017-04-07|2018-04-09|hair dyeing process|
RU2019135284A| RU2756516C2|2017-04-07|2018-04-09|Method for hair coloring using pigment, copolymer of maleic anhydride and acrylic monomer and amine compound|
CN201880023659.5A| CN110494121A|2017-04-07|2018-04-09|Use pigment, the hair colouring methods of maleic anhydride acrylate copolymer and amine compounds|
US16/500,738| US10993902B2|2017-04-07|2018-04-09|Hair dyeing process using a pigment, a maleic anhydride acrylic polymer and an amine compound|
EP18716278.9A| EP3606497B1|2017-04-07|2018-04-09|Hair dyeing process using a pigment, a maleic anhydride acrylic polymer and an amine compound|
JP2019554661A| JP6921986B2|2017-04-07|2018-04-09|Hair dyeing method using pigments, acrylic anhydride polymer, and amine compounds|
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