Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Cosmetic – antiperspirant – dentifrice
Reexamination Certificate
1999-03-25
2001-05-15
Dudash, Diana (Department: 1619)
Drug, bio-affecting and body treating compositions
Preparations characterized by special physical form
Cosmetic, antiperspirant, dentifrice
C424S401000, C424S070100, C424S070200, C424S070110, C424S070170, C510S119000, C510S130000, C514S944000, C514S945000
Reexamination Certificate
active
06231876
ABSTRACT:
The invention relates to the use of water-soluble copolymers as constituents of cosmetic compositions, and to cosmetic compositions which contain these copolymers.
Polymers are frequently used in cosmetics and medicine. In soaps, creams and lotions, for example, they are generally used as a formulation aid, e.g. as a thickener, foam stabilizer or water absorbent, or alternatively for alleviating the irritant action of other ingredients or for improving the dermal administration of active ingredients. Their object in hair cosmetics, however, is to influence the properties of the hair. Thus conditioners are employed in order to improve the dry and wet combability, feel, luster and appearance, and to impart antistatic properties to the hair. They can furthermore have a strengthening action by forming hydrophobic films on the hair.
Preferably, water-soluble polymers having polar, often cationic, functionalities are employed which have a greater affinity for the structurally related negative surface of the hair. The structure and mode of action of various hair treatment polymers are described in Cosmetics & Toiletries 103 (1988) 23. Commercially available conditioner polymers are, for example, cationic hydroxyethylcellulose, cationic polymers based on N-vinylpyrrolidone, acrylamide and diallyldimethylammonium chloride or silicones.
U.S. Pat. No. 4,713,236 describes hair conditioners based on polymers containing vinylamine units. Mention may be made here, in particular, of polyvinylamine and its salts, &agr;-substituted polyvinylamines such as, for example, poly-(&agr;-aminoacrylic acid) or alternatively copolymers which, beside vinylamine, contain comonomers such as vinyl alcohol, acrylic acid, acrylamide, maleic anhydride, vinylsulfonate and 2-acrylamido-2-methyl-propanesulfonic acid in copolymerized form. The possible applicability of copolymers having recurring vinylamine and vinylcarboxamide units as effective constituents of a hair conditioner is not investigated in this document.
WO-A-96/03969 describes hair care compositions, comprising an N-vinylformamide homopolymer or a copolymer of N-vinylformamide units and a further vinyl monomer, selected from among styrenes, alkyl esters of acrylic and methacrylic acid, vinyl esters of the formula CH
2
═CH—OCO-alkyl, N-alkyl-substituted acrylamides and methacrylamides, esters of fumaric, itaconic and maleic acid, vinyl ethers, hydroxy-functionalized acrylates and methacrylates, acrylamide, non-alkyl-substituted acrylamides and cyclic amides. vinylpyrrolidone is mentioned as an actual example of a cyclic amide. Further examples of vinyl monomers are secondary, tertiary and quaternary amines, such as dimethyldiallylammonium chloride, t-butylaminoethyl methacrylate, dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate, dimethylaminopropyl methacrylate and the quaternized derivatives thereof.
JP 06 122 725 describes pulverulent N-vinylformamide homo- and copolymers. These polymers are used, for example, as a constituent of toners, chromatography materials, carriers for immunodiagnostics and fillers for dyes and cosmetics. Suitability of these polymers as conditioning agents, in particular as conditioning agents for shampoos, is not described.
Hydrolyzed oligomers of N-vinylformamide are disclosed in U.S. Pat. No. 5,373,076. Hypothetical areas of application mentioned for these polymers are, inter alia, adhesives, binders, water treatment, paper manufacture, petroleum and minerals extraction, medicine and personal hygiene.
EP 510 246 and the Japanese specification JP 3223 304 disclose crosslinked, mainly anionic homo- and copolymers of N-vinylcarboxamides, which are employed as water absorbers and thickeners, for example in the cosmetic field.
Copolymers of acrylamide and (meth)acrylic acid, which as further monomers can also contain N-vinylcarboxamides, are likewise used according to DE 34 27 220 as thickeners in cosmetic or pharmaceutical preparations.
EP 452 758 describes hydrocarbon-rich gels for dermal cosmetic and medicinal uses, which, beside various surfactants, contain a water-soluble polymer, such as, for example, polyvinylformamide, as a further constituent.
Body care creams which contain a monoaldehyde-modified vinylamine polymer, are disclosed in U.S. Pat. No. 5,270,379.
Copolymers which are used, for example, as setting lotions and synthesized from N-vinylamide monomers of the formula
where R
a
and R
b
are H or C
1
-C
5
-alkyl, and the comonomer is selected from among vinyl ethers, vinyllactams, vinyl halides, vinyl esters of monobasic, saturated carboxylic acids, (meth)acrylic acid esters, methacrylamides and methacrylonitriles, and esters, anhydrides and imides of maleic acid, are disclosed in DE 14 95 692.
GB 1,082,016 describes homopolymers of N-vinyl-N-methylacetamide or copolymers of this compound with vinyl esters, vinyl ethers, (meth)acrylic acid esters, methacrylamides and methacrylonitriles, vinyl compounds derived from maleic and fumaric acid, styrene, butadiene and vinyl halides, and their use in shampoo, setting lotion and hairspray formulations.
It is an object of the present invention to make available novel polymers with improved activity in cosmetic preparations.
We have found that this object is achieved according to the invention by the use of water-soluble copolymers, which as characteristic structural elements comprise
a) vinylcarboxamide units of the general formula I
where
R
1
and R
2
independently of one another are H, alkyl, cycloalkyl, aryl or aralkyl, and
b) units of the general formula II
where
A is a chemical bond or an alkylene group,
the radicals R
3
independently of one another are H, alkyl, cycloalkyl, aryl or aralkyl, or together with the nitrogen atom to which they are bonded, form an unsubstituted, mono- or polysubstituted, five- to seven-membered, heterocyclic, aromatic or nonaromatic ring, which, if appropriate, contains one or two further heteroatoms, selected from among O, N and S, it being possible for the heterocyclic ring to be fused to a further five- or six-membered, aromatic or nonaromatic ring,
R
4
is H, alkyl or aralkyl,
and the corresponding acid addition salts thereof,
as a constituent of cosmetic compositions.
Preferably, the copolymers used according to the invention have a weight-average molecular weight in the range from approximately 10
3
to 10
8
g/mol, preferably approximately 10
4
to 10
7
g/mol.
If no other details are given, the following definitions apply in the actual description of the invention:
Alkyl radicals which can be used according to the invention comprise straight-chain or branched, saturated hydrocarbon chains having 1 to 12 carbon atoms. Examples which may be mentioned are the following radicals: C
1
-C
6
-alkyl radicals, such as methyl, ethyl, n-propyl, i-propyl, n-butyl, sec-butyl, 2- or 3-methyl-pentyl; and longer-chain radicals, such as unbranched heptyl, octyl, nonyl, decyl, undecyl, lauryl and the single- or multiple-branched analogs thereof.
Alkylene radicals which can be used according to the invention include straight-chain C
1
-C
10
-alkylene radicals, such as, for example, methylene, ethylene, propylene, butylene, pentylene and hexylene, and branched C
1
-C
10
-alkylene radicals, such as, for example, 1,1-dimethylbutylene, 1,3-dimethylbutylene, 1,2-dimethylpentylene and 1,3-dimethylhexylene. Straight-chain alkylene groups having 1 to 6 carbon atoms, however, are preferred.
Cycloalkyl radicals which can be used according to the invention include, in particular, C
3
-C
12
-cycloalkyl radicals, such as, for example, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclopropylmethyl, cyclopropylethyl, cyclopropylpropyl, cyclobutylmethyl, cyclobutylethyl, cyclopentylethyl, -propyl, -butyl, -pentyl, -hexyl and the like.
Aralkyl radicals suitable according to the invention include phenyl- and naphthyl-C
1
-C
12
-alkyl radicals, the C
1
-C
12
-alkyl moiety being defined as indicated above. Preferred aralkyl radicals are phenyl-C
1
-C
6
-alkyl radicals.
Suitable aryl radicals according to the inve
Hossel Peter
Kothrade Stephan
Niessner Manfred
Nilz Claudia
Sanner Axel
BASF - Aktiengesellschaft
Dudash Diana
Keil & Weinkauf
Yu Gina
LandOfFree
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