Drug – bio-affecting and body treating compositions – Live hair or scalp treating compositions
Reexamination Certificate
1999-10-19
2003-04-29
Page, Thurman K. (Department: 1615)
Drug, bio-affecting and body treating compositions
Live hair or scalp treating compositions
C424S070110, C424S070120, C424S070160
Reexamination Certificate
active
06555100
ABSTRACT:
This application is a PCT/FR98/02688, filed Dec. 10, 1998.
The present invention relates to novel compositions for treating keratin substances, in particular the hair, containing a combination of a zwitterionic polymer and a non-amino, non-volatile, water-insoluble silicone, and to their uses and processes.
Hair conditioners which provide additional cosmetic effects after application and rinsing, such as softness, flexibility, good disentangling, a sheen effect and/or a styling effect, have been sought in recent years in the field of shampoos and conditioners.
It is known in the prior art that silicones are cosmetic products which are particularly desired in hair formulations for their hair-conditioning properties, their softening and disentangling properties and for the sheen effect they provide. When they are used in rinse-out hair compositions, these ingredients have the drawback of being difficult to deposit on the hair and to do so in a non-uniform manner when applied and after rinsing, and of not being able to give the hair the desired effects intrinsic to silicones.
Shampoo compositions based on zwitterionic polymers comprising a monomer of quaternary ammonium type and a monomer of carboxylic acid type are envisaged in patent application WO 91/03229. These polymers, used alone, do not make it possible to obtain satisfactory cosmetic properties either.
Combining silicones with an amphoteric polymer of the acrylic acid/diallyldimethylammoniun chloride type has also been envisaged in patent U.S. Pat. No. 5,650,383. These combinations are still not entirely satisfactory.
The Applicant has now discovered that by combining specific zwitterionic polymers with non-amino, non-volatile, water-insoluble silicones of viscosity which will be defined later, it is possible to obtain, surprisingly, cosmetic compositions based on non-amino silicones which do not have the drawbacks mentioned above, and which give enhanced cosmetic performance, in particular as regards the feel and the disentangling, as well as good styling properties.
In particular, this combination promotes the deposition of silicone onto keratin substances.
Moreover, the Applicant has discovered, unexpectedly, that by combining the silicones of the invention with the zwitterionic polymers defined below, the cosmetic performance of the zwitterionic polymer is markedly enhanced.
A subject of the invention is thus cosmetic or dermatological compositions, characterized in that they comprise, in a cosmetically and/or dermatologically acceptable aqueous medium, at least:
a) one zwitterionic polymer resulting from the copolymerization of at least one monomer of formula (I):
in which R
1
and R
2
, which may be identical or different, represent a hydrogen atom or a methyl radical, and R
3
, R
4
and R
5
, which may be identical or different, represent a linear or branched alkyl radical containing from 1 to 4 carbon atoms,
Z represents an NH group or an oxygen atom,
n is an integer from 2 to 5,
A
−
is an anion derived from an organic or inorganic acid,
and at least one monomer of formula (II):
R
6
—CH═CR
7
—COOH (II)
in which R
6
and R
7
, which may be identical or different, represent a hydrogen atom or a methyl radical;
the said polymer being soluble in water to a concentration of 1% by weight at a pH below 6 and at 20° C.;
b) one non-amino, non-volatile, water-insoluble silicone with a viscosity of greater than 3×10
−5
m
2
/s (300 centistokes).
A subject of the invention is also the use of a zwitterionic polymer defined above in a composition comprising a non-amino, non-volatile, water-insoluble silicone to enhance the conditioning effect of the silicone.
According to the present invention, the expression “keratin substances” means the hair, the eyelashes, the eyebrows, the skin, the nails, mucous membranes or the scalp, and more particularly the hair.
The monomers of formula (I) of the present invention are preferably chosen from the group consisting of:
dimethylaminoethyl methacrylate, dimethylaminoethyl acrylate,
diethylaminoethyl methacrylate, diethylaminoethyl acrylate,
dimethylaminopropyl methacrylate, dimethylaminopropyl acrylate,
dimethylaminopropylmethacrylamide, dimethylaminopropylacrylamide, which are quaternized, for example, with a C
1
-C
4
alkyl halide or a C
1
-C
4
dialkyl sulphate.
More particularly, the monomer of formula (I) is chosen from acrylamidopropyltrimethylammonium chloride and methacrylamidopropyltrimethylammonium chloride.
The monomers of formula (II) of the present invention are preferably chosen from the group consisting of acrylic acid, methacrylic acid, crotonic acid and 2-methylcrotonic acid.
More particularly, the monomer of formula (II) is acrylic acid.
The monomers constituting the zwitterionic polymers of the invention are preferably preneutralized and/or prequaternized.
The ratio of the number of cationic charges/anionic charges is generally less than 1.
The weight-average molecular weights of the zwitterionic polymers can range from 500 to 50,000,000 and are preferably between 10,000 and 5,000,000.
The polymers according to the invention can also contain other monomers, such as nonionic monomers and in particular such as C
1
-C
4
alkyl acrylates or methacrylates.
The zwitterionic polymers according to the invention are described, for example, in patent application DE 3,929,973.
The zwitterionic polymers which are particularly preferred according to the invention are chosen from acrylic acid/acrylamidopropyl-trimethylammonium chloride copolymers and acrylic acid/methacrylamidopropyltrimethylammonium chloride copolymers.
Acrylic acid/acrylamidopropyltrimethyl-ammonium chloride/methyl acrylate terpolymers can also be used, for example those sold under the name Merquat 2001 by the company Calgon.
The silicones of the invention preferably have a viscosity of greater than 5×10
−5
m
2
/s (500 centistokes) and more particularly greater than 10×10
−5
m
2
/s (1000 centistokes). Preferably, the silicones have a viscosity of less than 50,000,000 mm
2
/s. The viscosities are measured at 25° C.
In all the text hereinabove and hereinbelow, in accordance with that which is generally accepted, the terms “silicone” and “polysiloxane” are intended to denote any organosilicon polymer or oligomer of linear or cyclic, branched or crosslinked structure, of variable molecular weight, obtained by polymerization and/or polycondensation of suitably functionalized silanes, and consisting essentially of a repetition of main units in which the silicon atoms are linked together by oxygen atoms (siloxane bond ≡Si—O—Si≡), optionally substituted hydrocarbon-based radicals being linked directly via a carbon atom to the said silicon atoms. The hydrocarbon-based radicals most commonly used are alkyl radicals, in particular C
1
-C
10
alkyls and in particular methyl, fluoroalkyl radicals, aryl radicals and in particular phenyl, and alkenyl radicals and in particular vinyl; other types of radicals which can be linked, either directly or via a hydrocarbon-based radical, to the siloxane chain are, in particular, hydrogen, halogens and in particular chlorine, bromine or fluorine, thiols, alkoxy radicals, polyoxyalkylene radicals (or polyethers) and in particular polyoxyethylene and/or polyoxypropylene, hydroxyl or hydroxyalkyl radicals, amide groups, acyloxy or acyloxyalkyl radicals, anionic groups such as carboxylates, thioglycolates, sulphosuccinates, thiosulphates, phosphates and sulphates, needless to say this list not being in any way limiting (so-called “organomodified” silicones).
According to the invention, the term “non-amino silicone” denotes any silicone not comprising at least one primary amine or a quaternary ammonium group.
Among the silicones of the invention with a viscosity of greater than 3×10
−3
m
2
/s, mention may be made of:
(i) polyalkylsiloxanes;
(ii) polyarylsiloxanes;
(iii) polyalkylarylsiloxanes;
(iv) silicone gums;
(v) silicone resins;
(vi) polyorganosiloxanes containing in their general stru
Cauwet-Martin Daniele
Restle Serge
Finnegan Henderson Farabow Garrett & Dunner L.L.P.
Howard S.
L'Oreal (S.A.)
Page Thurman K.
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