Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Cosmetic – antiperspirant – dentifrice
Reexamination Certificate
2000-07-14
2003-07-08
Dees, Jose' G. (Department: 1616)
Drug, bio-affecting and body treating compositions
Preparations characterized by special physical form
Cosmetic, antiperspirant, dentifrice
Reexamination Certificate
active
06589539
ABSTRACT:
The present invention relates to compositions comprising at least one amphoteric copolymer that is crosslinked and/or branched and derived e.g., from a mixture comprising at least one monomer selected from acrylate, methacrylate, acrylamide, and methacrylamide monomers comprising at least one C
8
-C
30
fatty chain, and to the preparation of cosmetic and/or dermatological compositions comprising these compositions.
The use of conditioning polymers, in particular cationic and amphoteric polymers, to facilitate the disentanglement of the hair or to impart softness and suppleness to it has already been recommended in cosmetic compositions for the skin and for both the washing and care of the hair. However, the use of cationic polymers for this purpose has various disadvantages. Because of their high affinity for the hair, some of these cationic polymers become substantially deposited during repeated use, which leads to undesirable effects such as an unpleasant feel, stiffening of the hair, and interfiber adhesion, which affect hairstyling. These disadvantages are accentuated in the case of fine hair, which lacks hold, vitality, and body.
The use of amphoteric polymers such as those described in patent application EP-A-269,243, the disclosure of which is incorporated herein by reference, has also been recommended for improving the conditioning properties of hair products. However, compositions containing only these polymers do not make it possible to obtain adequate softness and disentanglement.
One of the objectives of the present invention is therefore to use, in cosmetic and dermatological compositions, polymers that provide good cosmetic properties such as disentanglement and a soft feel.
The applicant has surprisingly discovered that these objectives could be achieved by using particular crosslinked and branched copolymers in and for the preparation of cosmetic and dermatological compositions.
It has been discovered, in particular, that the compositions obtained according to the invention can provide in certain embodiments an improvement in disentanglement (in particular on moistened hair) as well as an improvement in the softness of the hair. In addition, in certain embodiments, the hair is not made heavy by repeated applications.
Moreover, the compositions of the invention, when applied to the skin, can provide improvement in the softness of the skin.
A subject of the invention is the use, as cosmetic products, of crosslinked and/or branched amphoteric polymers, which will be defined in greater detail in the remainder of the description.
Indeed, the particular crosslinked and branched copolymers of the invention can in particular be used in and for the preparation of hair products for conditioning the hair. They can also be used in and for the preparation of moisturizing care or make-up products for the skin or the lips, which may contain active agents without leading to a sticky deposition.
A subject of the present invention is the use in and for the preparation of cosmetic and/or dermatological compositions comprising at least one amphoteric copolymer that is crosslinked and/or branched and capable of being obtained by the copolymerization of a mixture that comprises:
1) at least one monomer selected from the monomers of formula (Ia) and (Ib):
wherein R
1
and R
2
, which are identical or different, are each selected from a hydrogen atom and a methyl radical; R
3
, R
4
, and R
5
, which are identical or different, are each selected from linear and branched alkyl radicals having from 1 to 30 carbon atoms; Z is selected from an NH group and an oxygen atom; n is an integer ranging from 2 to 5; and A
−
is an anion selected from anions derived from organic and inorganic acids, such as a methosulphate anion or a halide, such as chloride or bromide;
2) at least one monomer of formula (II):
wherein R
6
and R
7
, which are identical or different, are each selected from a hydrogen atom and a methyl radical; and Z
1
is selected from an OH group and a NHC(CH
3
)
2
CH
2
SO
3
H group;
3) at least one monomer of formula (III):
R
6
—CH═CR
7
—COXR
8
(III)
wherein R
6
and R
7
, which are identical or different, are each selected from a hydrogen atom and a methyl radical; X is selected from an oxygen atom and a nitrogen atom; and R
8
is selected from linear and branched alkyl radicals having from 1 to 30 carbon atoms; and
4) at least one agent selected from crosslinking and branching agents; wherein at least one of the monomers of formulae (Ia), (Ib), and (III) comprises at least one fatty chain having from 8 to 30 carbon atoms; and wherein said monomers of formulae (Ia), (Ib), (II), and (III) may be optionally quaternized, for example with a C
1
-C
4
alkyl halide or a C
1
-C
4
dialkyl sulphate.
Representative monomers of formulae (Ia) and (Ib) of the present invention are selected from dimethylaminoethyl methacrylate, dimethylaminoethyl acrylate, diethylaminoethyl methacrylate, diethylaminoethyl acrylate, dimethylaminopropyl methacrylate, dimethylaminopropyl acrylate, dimethylaminopropylmethacrylamide, and dimethylaminopropylacrylamide.
In another embodiment, the monomers of formula (Ia) are selected from acrylamidopropyltrimethylammonium chloride and methacrylamidopropyltrimethylammonium chloride. In yet another embodiment, the monomer of formula (Ia) is acrylamidopropyltrimethylammonium chloride.
Representative monomers of formula (II) of the present invention are selected from acrylic acid, methacrylic acid, crotonic acid, 2-methylcrotonic acid, 2-acrylamido-2-methyl propanesulphonic acid, and 2-methacrylamido-2-methylpropanesulphonic acid. In yet another embodiment, the monomer of formula (II) is acrylic acid.
Representative monomers of formula (III) of the present invention are selected from C
12
-C
22
alkyl acrylates and C
12
-C
22
alkyl methacrylates, and in another embodiment from C
16
-C
18
alkyl acrylates and C
16
-C
18
alkyl methacrylates.
Representative crosslinking and branching agents are selected from N,N′-methylenebisacrylamide, triallylmethylammonium chloride, allyl methacrylate, n-methylolacrylamide, polyethylene glycol dimethacrylates, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, 1,6-hexanediol dimethacrylate, and allyl sucrose.
The compounds constituting the amphoteric polymers of the invention can be neutralized and/or quaternized.
The present invention also relates to cosmetic and/or dermatological compositions comprising, in a cosmetically acceptable medium, at least one amphoteric copolymer that is crosslinked and/or branched and capable of being obtained by the copolymerization of a mixture of compounds described above.
Other objects will be apparent to one of ordinary skill in the art in light of the description and of the examples which follow.
The copolymers of the invention are can be crosslinked, branched or both crosslinked and branched copolymers, which are either soluble or dispersible in water, lower (C
1
-C
4
) alcohol(s), or mixtures of water and lower alcohol(s).
The crosslinked and branched copolymers in accordance with the present invention have a weight-average molecular mass generally greater than 1000. In certain embodiments, the weight-average molecular mass ranges from 10,000 to 10,000,000, and in yet other embodiments, from 100,000 to 8,000,000.
The reduced viscosity may be used as a means of determining the weight-average molecular weight according to the present invention. The values indicated here are determined from a Ubbelohde capillary viscometer with a polymer concentration of 0.05% in a 1M NaCl solution at pH7 and at 30° C.
It is also possible to use gel permeation chromatography as an alternative method.
In certain embodiments, the copolymers of the invention are derived from a mixture comprising from 1 mol % to 99 mol %, also from 20 mol % to 95 mol %, and also further from 25 mol % to 75 mol % of monomer(s) of formulae (Ia) and (Ib).
The mixture may also comprise from 1 mol % to 80 mol %, also from 5 mol % to 80 mol %, and further also from 25 mol % to 75 mol % of monomer
Dubief Claude
Restle Serge
Sebag Henri
Dees Jose' G.
Finnegan Henderson Farabow Garrett & Dunner L.L.P.
L'Oreal (S.A.)
Lamm Marina
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