IP Library Granted Patent US 7,399,478
Granted Patent B2
US 7,399,478 · App. 10/433,116 · Granted Jul 15, 2008

Cosmetic, pharmaceutical and dermatological products

Assignee: Clariant Produkte (Deutschland) GmbH
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Quick Facts
Patent No.
US 7,399,478
App. No.
10/433,116
Granted
Jul 15, 2008
Kind
B2
Abstract

The invention provides cosmetic, pharmaceutical and dermatological compositions comprising at least one copolymer obtainable by free-radical copolymerization of A) acryloyldimethyltaurine and/or acryloyldimethyltaurates, B) if desired, one or more further olefinically unsaturated, noncationic comonomers, C) if desired, one or more olefinically unsaturated, cationic comonomers, D) if desired, one or more silicon-containing components, E) if desired, one or more fluorine-containing components, F) if desired, one or more macromonomers, G) the copolymerization taking place if desired in the presence of at least one polymeric additive, H) with the proviso that component A) is copolymerized with at least one component selected from one of the groups D) to G).

Claims (64)

1. A cosmetic, dermatological or pharmaceutical composition in the form of a surfactant composition or an emulsion having a nonaqueous fraction which comprises a surfactant, an oily substance, and at least one copolymer obtained by free-radical copolymerization of

A) acryloyldimethyltaurine and/or acryloyldimethyltaurates,

B) optionally, one or more further olefinically unsaturated, noncationic, comonomer which have at least one oxygen, nitrogen, sulfur or phosphorus atom and possess a molecular weight of less than 500 g/mol,

C) optionally, one or more olefinically unsaturated, cationic comonomer which has at least one oxygen, nitrogen, sulfur or phosphorus atom and has a molecular weight of less than 500 g/mol,

D) one or more silicon-containing component capable of free-radical polymerization and having a functionality of at least one, at least one silicon-containing component being a compound selected from the group consisting of

 in which f=2 to 500,

 in which f=2 to 500,

 in which f=2-500, and mixtures thereof,

E) optionally, one or more fluorine-containing component capable of free-radical polymerization and having a functionality of at least one,

F) optionally, one or more olefinically mono- or polyunsaturated, macromonomer each possessing at least one oxygen, nitrogen, sulfur or phosphorus atom and having a number-average molecular weight of greater than or equal to 200 g/mol, the macromonomer not being silicon-containing component D) or fluorine-containing component E),

G) optionally, the copolymerization taking place in the presence of at least one polymeric additive having number-average molecular weights of from 200 g/mol to 10 9 g/mol

wherein the nonaqueous fraction comprises from 5 to 95 wt-% of said cosmetic, dermatological or pharmaceutical composition.

2. The composition as claimed in claim 1 , wherein the comonomer B) is selected from the group consisting of unsaturated carboxylic acids, salts of unsaturated carboxylic acids, anhydrides of unsaturated carboxylic acids, esters of unsaturated carboxylic acids with aliphatic, olefinic, cycloallphatic, arylaliphatic or aromatic alcohols having 1 to 22 carbon atoms, open-chain N-vinyl amides, cyclic N-vinyl amides having a ring size of from 3 to 9, amides of acrylic acid, amides of methacrylic acid, amides of substituted acrylic acids, amides of substituted methacrylic acids, 2-vinylpyridine, 4-vinylpyridine, vinyl acetate; styrene, acrylonitrile, vinyl chloride, vinylidene chloride, tetrafluoroethylene. vinylphosphonic acid or the esters or salts thereof, vinylsulfonic acid or the esters or salts thereof, allylphosphonic acid or the esters or salts thereof, methallylsultonic acid or the esters or salts thereof, and mixtures thereof.

3. The composition of claim 1 wherein the comonomer C) is selected from the group consisting of

diallyldimethylammonium chloride (DADMAC),

[2-(methacryloyloxy)ethyl]trimethylammonium chloride (MAPTAC),

[2-(acryloyloxy)ethyl]trimethylammonium chloride,

[2-methacrylamidoethyl]trimethylammonium chloride,

[2-(acrylamido)ethyl]trimethylammonium chloride,

N-methyl-2-vinylpyridinium chloride,

N-methyl-4-vinylpyridinium chloride,

dimethylaminoethyl methacrylate,

dimethylamlnopropyimethacrylamide,

methacryloylethyl N-oxide,

methacryloylethylbetaine, and mixtures thereof.

4. The composition of claim 1 , wherein the fluorine-containing component E) is a compound of the formula (II)

R 1 —Y—C r H 2r C s F 2s CF 3   (II)

where

R 1 is a polymerizable function of a vinylically unsaturated compound;

Y is a chemical bridge, and

r, s are stoichiometric coefficients which independently of one another are numbers between 0 and 200.

5. The composition of claim 1 , wherein the macromonomer F) is a compound of the formula (III)

R 1 —Y—[(A) v —(B) w —(C) x —(D) z ]—R 2   (III)

where R 1 is a polymerizable function of a vinylically unsaturated compound;

Y is a bridging group;

A, B, C, and D independently of one another are discrete chemical repeating units;

v, w, x, and z independently of one another amount to from 0 to 500, the sum of v, w, x, and z being on average ≧1; and

R 2 is a linear or branched aliphatic, olefinic, cycloaliphatic, arylaliphatic or aromatic

(C 1 -C 50 ) hydrocarbon radical, OH, —NH 2 or —N(CH 3 ) 2 or is [—Y—R 1 ].

6. The composition of claim 1 , wherein the polymeric additive G) is selected from the group consisting of polyalkylene glycol, alkylpolyglycol, and mixtures thereof or a homopolymer or copolymer of a compound selected from the group consisting of N-vinylformamide, N-vinylacetamide, N-vinylpyrrolidone, ethylene oxide, propylene oxide, acryloyldimethyltaurine, N-vinylcaprolactam, N-vinylmethylacetamide, acrylamide, acrylic acid, methacrylic acid, N-vinylmorpholide, hydroxymethyl methacrylate, diallyldimethylammonium chloride (DADMAC), [2-(methacryloyloxy)ethyl]trimethylammonium chloride (MAPTAC), and mixtures thereof.

7. The composition of claim 1 , wherein the copolymerization takes place in the presence of at least one polymeric additive G).

8. The composition of claim 1 , wherein the copolymer is crosslinked.

9. The composition of claim 1 , wherein the copolymer is prepared by precipitation polymerization in tert-butanol.

10. The composition of claim 1 , which comprises, based on a finished composition, from 0.01 to 10% by weight of the copolymer.

11. The composition of claim 1 , wherein the copolymer is water-soluble or water-swellable.

12. The composition of claim 5 , wherein, R 1 is a radical selected from the group consisting of vinyl, allyl, methallyl, methylvinyl, acryloyl, methacryloyl, crotonyl, senecionyl, itaconyl, maleyl, fumaryl, styryl, and mixtures thereof.

13. The composition of claim 5 , wherein the bridging group Y is selected from the group consisting of —O—, —S—, —C—(O)—, —O—, —O—CH 2 —CH(O—)—CH 2 OH, —O—CH 2 —CH(OH)—CH 2 O—, —O—SO 2 —O—, —SO—O—, —PH—, —P(CH 3 ) —, —PO 3 —, —NH—, —N(CH 3 )—, and mixtures thereof.

14. The composition of claim 5 , wherein the discrete repeating units of A, B, C, and D are originating from a unit selected from the group consisting of acrylamide, methacrylamide, ethylene oxide, propylene oxide, AMPS, acrylic acid, methacrylic acid, methyl methacrylate, acrylonitrile, maleic acid, vinyl acetate, styrene, 1,3-butadiene, isoprene, isobutene, diethylacrylamide, and dilsopropylacryiamide.

15. The composition of claim 5 , wherein the discrete repeating units of A, B, C, and D are originating from a unit of ethylene oxide or propylene oxide.

16. The composition of claim 5 , wherein v, w, x, and z independently of one another amount to from 1 to 30.

17. The composition of claim 4 wherein, R 1 is a radical selected from the group consisting of vinyl, allyl, methallyl, methylvinyl, acryloyl, methacryloyl, crotonyl, senecionyl, itaconyl, maleyl, fumaryl, styryl, and mixtures thereof.

18. The composition of claim 4 , wherein the chemical bridge Y is selected from the group consisting of —O—; —C(O)—; —C(O)—O—; —S—; —O—CH 2 —CH(O—)—CH 2 OH ; —O—CH 2 —CH(OH)—CH 2 —O—; —O—S(O)—O—; —PH—; —P(CH 3 )—; —PO 3 —; —NH—; —N(CH 3 )—; —O—(C 1 -C 50 )alkyl-O—; —O-phenyl-O—; —O-benzyl-O—; —O—(C 5 -C 8 )cycloalkyl-O—; —O—(C 1 -C 50 )alkenyl-O—; —O—(CH(CH 3 )—CH 2 —O) n —; —O—(CH 2 —CH 2 —O) n —; —O—([CH—CH 2 —O] n —[CH 2 —CH 2 —O] m ) o —, where n, m, and o independently of one another denote numbers from 0 to 200; and mixtures thereof.

19. A composition which comprises an oily substance, a surfactant selected from the group consisting of anionic, cationic, nonionic, zwitterionic, amphoteric and mixtures thereof, and from 0.01 to 10% by weight of at least one copolymer obtained by free-radical copolymerization of acryloyldimethyltaurine or acryloyldimethyltaurate or a mixture thereof one or more silicon-containing component capable of free-radical polymerization and having a functionality of at least one and selected from the group consisting of

 in which f=2 to 500,

 in which f=2 to 500,

in which f=2-500, and mixtures thereof,

with or in the presence of at least one component selected from the group consisting of:

b) one or more fluorine-containing component capable of free-radical polymerization and having a functionality of at least one,

c) one or more olefinically mono- or polyunsaturated, macromonomer each possessing at least one oxygen, nitrogen, sulfur or phosphorus atom and having a number-average molecular weight of greater than or equal to 200 g/mol, the macromonomer not being the silicon-containing component a)or the fluorine-containing component b),

d) at least one polymeric additive having number-average molecular weights of from 200 g/mol to 10 9 g/mol,

e) one or more further olefinically unsaturated, noncationic comonomer which have at least one oxygen, nitrogen, sulfur or phosphorus atom and possess a molecular weight of less than 500 g/mol, and

f) one or more olefinically unsaturated, cationic comonomer which has at least one oxygen, nitrogen, sulfur or phosphorus atom and possess a molecular weight of less than 500 g/mol, and mixtures thereof.

20. The composition of claim 19 , wherein said macromonomer c) is crosslinking.

21. The composition of claim 19 , wherein said olefinically unsaturated, noncationic comonomer e) is crosslinking.

Assignments (2)
CHANGE OF NAME Recorded Dec 14, 2006
From: CLARIANT GMBH
To: CLARIANT PRODUKTE (DEUTSCHLAND) GMBH
Reel/Frame 018632/0302 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 15, 2005
From: LOEFFLER, MATTHIAS; MORSCHHAEUSER, ROMAN
To: CLARIANT GMBH
Reel/Frame 016638/0798 →
Priority Claims (1)
DE 100 59 826 · Dec 1, 2000 · national
Continuity (1)
Related Publication 20040109835A1 · Jun 10, 2004