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US 8,449,871 B2Granted
Composition comprising novel polyurethanes and cosmetic treatment process
AssigneeL'oreal
InventorsNathalie Mougin, Xavier Schultze
Life of this patent
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Abstract
The present disclosure relates to novel polyurethanes comprising cationic units, of diisocyanates and of nonionic units derived from polyolefins comprising at least 10 mol % of units comprising at least one residual carbon-carbon double bond. The present disclosure also relates to cosmetic or pharmaceutical compositions comprising the polyurethanes, and also to a cosmetic treatment process, for example for shaping and/or holding the hair, comprising the application of such a composition.
Claims43
A polyurethane comprising:
- (a1) at least one cationic or cationizable unit derived from at least one tertiary or quaternary amine comprising at least two reactive functions containing labile hydrogen,
- wherein the amines forming the units (a1) are chosen from compounds of formulae:
- wherein:
- each Ra, independently of each other, is a linear or branched divalent C1-C6 alkylene group, or alternatively a C3-C6 cycloalkylene or arylene group, or mixtures thereof;
- these groups optionally being substituted with at least one halogen atom and/or optionally comprising at least one heteroatom chosen from O, N, P and S,
- each Rb is, independently of each other, a linear or branched C1-C6 alkyl group or alternatively a C3-C6 cycloalky or arly group, or mixtures thereof;
- these groups optionally being substituted with at least one halogen atom and/or optionally comprising at least one heteroatom chosen from O, N, P and S,
- each R′b is chosen from H and a linear or branched C1C6 alky group, or alternatively a C3-C6 cycloalkyl or aryl group, or mixtures thereof;
- these groups optionally being substituted with at least one halogen atom and/or optionally comprising at least one heteroatom chosen from O, N, P and S,
- m and p are, independently of each other, equal to 0 or 1;
- each X is, independently, an oxygen or sulfur atom, or a group NH or NRc, wherein Rc is a C1-C6 alkyl group, and
- A− is a physiologically acceptable counterion;
- (a2) at least one nonionic unit derived from at least one polyolefin comprising at least two reactive functions containing labile hydrogen said polyolefin comprising at least 10 mol % of units comprising at least one C═C double bond, relative to the total amount of units forming said polyolefin;
- wherein the at least one polyolefin has hydroxyl end groups and is chosen from:
- at least one olefin homopolymer chosen from 1,2-butadiene, 1,4-butadiene and isoprene homopolymers in their cis and trans forms;
- 1,2-polybutadienes, poly(cis-1,4-isoprenes) and poly(trans-1,4-isoprenes);
- or
- at least one statistical olefin copolymer corresponding to the following structure:
- wherein:
- m, p and q are mole fractions ranging from 0 to 1, and m+p+q=1;
- n is an integer ranging from 10 to 100;
- x is 0 or 1, and
- X is a divalent carbon-based radical comprising 1 to 10 carbon atoms;
- and
- (b) at least one unit derived from a compound comprising at least two isocyanate functions.
22 more elements
A cosmetic or pharmaceutical composition comprising, in a physiologically acceptable medium, at least one polyurethane comprising:
- (a1) at least one cationic or cationizable unit derived from at least one tertiary or quaternary amine comprising at least two reactive functions containing labile hydrogen,
- (a2) at least one nonionic unit derived from at least one polyolefin comprising at least two reactive functions containing labile hydrogen, said polyolefin comprising at least 10 mol % of units comprising at least one C═C double bond, relative to the total amount of units forming said polyolefin;
- wherein the at least one polyolefin has hydroxyl end groups and is chosen from:
- at least one olefin homopolymer chosen from 1,2-butadiene, 1,4-butadiene and isoprene homopolymers in their cis and trans forms;
- 1,2-polybutadienes, poly(cis-1,4-isoprenes) and poly(trans-1,4-isoprenes);
- or
- at least one statistical olefin copolymer corresponding to the following structure:
- wherein:
- m, p and q are mole fractions ranging from 0 to 1, and m+p+q=1;
- n is an integer ranging from 10 to 100;
- x is 0 or 1, and
- X is a divalent carbon-based radical comprising 1 to 10 carbon atoms;
- and
- (b) at least one unit derived from a compound comprising at least two isocyanate functions.
11 more elements
A cosmetic treatment process for making up, caring for, cleansing, coloring or shaping keratin materials comprising applying to said keratin materials a cosmetic composition comprising, in a physiologically acceptable medium, at least one polyurethane comprising:
- A cosmetic or pharmaceutical composition comprising, in a physiologically acceptable medium, at least one polyurethane comprising
- (a1) at least one cationic or cationizable unit derived from at least one tertiary or quaternary amine comprising at least two reactive functions containing labile hydrogen,
- (a2) at least one nonionic unit derived from at least one polyolefin comprising at least two reactive functions containing labile hydrogen, said polyolefin comprising at least 10 mol % of units comprising at least one C═C double bond, relative to the total amount of units forming said polyolefin;
- wherein the at least one polyolefin has hydroxyl end groups and is chosen from:
- at least one olefin homopolymer chosen from 1,2-butadiene, 1,4-butadiene and isoprene homopolymers in their cis and trans forms;
- 1,2-polybutadienes, poly(cis-1,4-isoprenes) and poly(trans-1,4-isoprenes);
- or
- at least one statistical olefin copolymer corresponding to the following structure:
- wherein:
- m, p and q are mole fractions ranging from 0 to 1, and m+p+q=1;
- n is an integer ranging from 10 to 100;
- x is 0 or 1, and
- X is a divalent carbon-based radical comprising 1 to 10 carbon atoms;
- and
- (b) at least one unit derived from a compound comprising at least two isocyanate functions.
12 more elements
A cosmetic treatment process for shaping and/or holding the hair, comprising applying to hair a cosmetic composition comprising, in a physiologically acceptable medium, at least one polyurethane comprising:
- (a1) at least one cationic or cationizable unit derived from at least one tertiary or quaternary amine comprising at least two reactive functions containing labile hydrogen,
- (a2) at least one nonionic unit derived from at least one polyolefin comprising at least two reactive functions containing labile hydrogen, said polyolefin comprising at least 10 mol % of units comprising at least one C═C double bond, relative to the total amount of units forming said polyolefin;
- wherein the at least one polyolefin has hydroxyl end groups and is chosen from:
- at least one olefin homopolymer chosen from 1,2-butadiene, 1,4-butadiene and isoprene homopolymers in their cis and trans forms;
- 1,2-polybutadienes, poly(cis-1,4-isoprenes) and poly(trans-1,4-isoprenes);
- or
- at least one statistical olefin copolymer corresponding to the following structure:
- wherein:
- m, p and q are mole fractions ranging from 0 to 1, and m+p+q=1;
- n is an integer ranging from 10 to 100;
- x is 0 or 1, and
- X is a divalent carbon-based radical comprising 1 to 10 carbon atoms;
- and
- (b) at least one unit derived from a compound comprising at least two isocyanate functions;
- optionally followed by a rinsing step.
12 more elements
Dependencies are inferred from the claim text.