IP Library Granted Patent US 7,806,941
Granted Patent B2
US 7,806,941 · App. 12/569,287 · Granted Oct 5, 2010

Cosmetic composition comprising at least one organosilicon compound comprising at least one basic function, at least one hydrophobic film-forming polymer, at least one pigment and at least one volatile solvent

Assignee: L'Oreal S.A.
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Quick Facts
Patent No.
US 7,806,941
App. No.
12/569,287
Granted
Oct 5, 2010
Kind
B2
Abstract

The present disclosure relates to a cosmetic composition for treating keratin fibers, for example human keratin fibers such as the hair, comprising, in a cosmetically acceptable medium, at least one organosilicon compound chosen from silanes comprising one, two and three silicon atoms, wherein the at least one organosilicon compound also comprises at least one basic chemical function and at least one group chosen from hydroxyl and hydrolysable groups per molecule; at least one hydrophobic film-forming polymer; at least one pigment; and at least one volatile solvent. The present disclosure also relates to a process for treating keratin fibers, comprising applying to the keratin fibers the compositions according to the present disclosure.

Claims (119)

1. A cosmetic composition for treating keratin fibers, comprising:

at least one organosilicon compound chosen from silanes comprising one, two and three silicon atoms, wherein the at least one organosilicon compound also comprises at least one basic chemical function and at least one group chosen from hydroxyl and hydrolysable groups per molecule;

at least one hydrophobic film-forming polymer;

at least one pigment; and

at least one volatile solvent;

wherein the at least one organosilicon compound comprising one silicon atom is chosen from the compounds of formula (I):

wherein:

R 4 represents a halogen, a group OR′, or R′ 1 ;

R 5 represents a halogen, a group OR″, or R′ 2 ;

R 6 represents a halogen, a group OR′″, or R′ 3 ;

R 1 , R 2 , R 3 , R′, R″, R′″, R′ 1 , R′ 2 , and R′ 3 represent, independently of each other, a saturated or unsaturated, linear or branched hydrocarbon-based group optionally bearing additional chemical groups, wherein R 1 , R 2 , R′, R″, and R′″ also can be hydrogen, and at least two of the groups R 4 , R 5 , and R 6 are different from the groups R′ 1 , R′ 2 , and R′ 3 . and

wherein the at least one organosilicon compound comprising two or three silicon atoms is chosen from the compounds of formula (II):

(R 21 O) x (R 22 ) y Si—(B) p —[NR 23 —(B′) p′ ] q —[NR′ 23 —(B″) p″ ] q′ —Si—(R′ 22 ) y′ (OR′ 21 ) x′   (II)

wherein:

R 21 , R 22 , R′ 21 , and R′ 22 each independently represent a saturated or unsaturated, linear or branched hydrocarbon-based chain, optionally comprising at least one heteroatom, optionally interrupted or substituted with at least one group chosen from ether, ester, amine, amide, carboxyl, hydroxyl, and carbonyl groups,

x is an integer ranging from 1 to 3,

y=3−x,

x′ is an integer ranging from 1 to 3,

y′=3−x′,

p=0 or 1,

p′=0 or 1,

p″=0 or 1,

q=0 or 1,

q′=0 or 1,

on the condition that at least q or q′ is other than zero,

B, B′, and B″ each independently represent a linear or branched divalent C 1 -C 20 alkylene radical,

R 23 and R′ 23 each independently represent a hydrogen atom or a saturated or unsaturated, linear or branched hydrocarbon-based chain, optionally comprising at least one heteroatom, optionally interrupted or substituted with at least one ether, ester of a C 1 -C 20 alcohol, amine, carboxyl, alkoxysilane, C 6 -C 30 aryl, hydroxyl or carbonyl groups, or a heterocyclic or non-heterocyclic aromatic ring, optionally substituted with at least one ester of a C 3 -C 20 alcohol, amine, amide, carboxyl, alkoxysilane, hydroxyl, carbonyl or acyl groups.

2. The cosmetic composition according to claim 1 , wherein the at least one basic chemical function of the at least one organosilicon compound is chosen from primary, secondary, and tertiary amine functions.

3. The cosmetic composition according to claim 1 , wherein the at least one hydrolysable group is chosen from alkoxy, aryloxy, and halogen groups.

4. The cosmetic composition according to claim 1 , wherein the groups R 1 , R 2 , R′, R′ 1 , R′ 2 , R′ 3 , R″, and R′″ are chosen from C 1 -C 12 alkyl radicals, C 5 -C 14 aryl radicals, (C 1 -C 8 )alkyl(C 5 -C 14 )aryl radicals and (C 5 -C 14 )aryl(C 1 -C 8 )alkyl radicals, and the group R 3 is chosen from C 1 -C 12 alkylene radicals, optionally substituted with an amino group, (C 5 -C 14 ) arylene radicals, (C 1 -C 8 )alkylene(C 5 -C 14 )arylene radicals and (C 5 -C 14 )arylene(C 1 -C 8 )alkylene radicals.

5. The cosmetic composition according to claim 1 , wherein the at least one organosilicon compound is chosen from 3-aminopropyltriethoxysilane, 3-aminopropylmethyldiethoxysilane, N-(2-aminoethyl)-3-aminopropyltriethoxysilane, and 3-(2-aminoethylamino)propylmethyldiethoxysilane.

6. The cosmetic composition according to claim 1 , wherein the at least one hydrophobic film-forming polymer is chosen from polyurethanes; polyurethane-acrylics; polyureas; polyurea-polyurethanes; polyester-polyurethanes; polyether-polyurethanes; polyesters; polyester amides; acrylic polyesters; polyvinylpyrrolidone-based polymers or copolymers; acrylic and/or vinyl polymers or copolymers; polyacrylamides; silicone polymers comprising acrylic parts; silicone resins; polyurea/polyurethane silicones; copolymers based on silicone resin and dimethiconol; fluoro polymers; and celluloses.

7. The cosmetic composition according to claim 1 , wherein the at least one volatile solvent is chosen from water and/or at least one organic solvent chosen from ethanol, isopropanol, acetone, isododecane, decamethylcyclopentasiloxane, octamethyltrisiloxane, and decamethyltetrasiloxane.

8. The cosmetic composition according to claim 1 , wherein the at least one pigment is chosen from mineral pigments, organic pigments, lakes, and pigments with special effects.

9. The cosmetic composition according to claim 8 , wherein the at least one pigment with special effects is chosen from nacres and glitter flakes.

10. The cosmetic composition according to claim 9 , wherein the at least one pigment with special effects is chosen from nacres.

11. A process for treating keratin fibers, comprising

applying, to the keratin fibers, a cosmetic composition comprising

at least one organosilicon compound chosen from silanes comprising one, two and three silicon atoms, wherein the at least one organosilicon compound also comprises at least one basic chemical function and at least one group chosen from hydroxyl and hydrolysable groups per molecule;

at least one hydrophobic film-forming polymer;

at least one pigment; and

at least one volatile solvent; and

drying the keratin fibers at a temperature greater than 40° C;

wherein the at least one organosilicon compound comprising one silicon atom is chosen from the compounds of formula (I):

wherein:

R 4 represents a halogen, a group OR′, or R′ 1 ;

R 5 represents a halogen, a group OR″, or R′ 2 ;

R 6 represents a halogen, a group OR′″, or R′ 3 ;

R 1 , R 2 , R 3 , R′, R″, R′″, R′ 1 , R′ 2 , and R′ 3 represent, independently of each other, a saturated or unsaturated, linear or branched hydrocarbon-based group optionally bearing additional chemical groups, wherein R 1 , R 2 , R′, R″, and R′″ also can be hydrogen, and at least two of the groups R 4 , R 5 , and R 6 are different from the groups R′ 1 , R′ 2 , and R′ 3 ; amd

wherein the at least one organosilicon compound comprising two or three silicon atoms is chosen from the compounds of formula (II):

(R 21 O) x (R 22 ) y Si—(B) p —[NR 23 —(B′) p′ ] q —[NR′ 23 —(B″) p″ ] q′ —Si—(R′ 22 ) y′ (OR′ 21 ) x′   (II)

wherein:

R 21 , R 22 , R′ 21 , and R′ 22 each independently represent a saturated or unsaturated, linear or branched hydrocarbon-based chain, optionally comprising at least one heteroatom, optionally interrupted or substituted with at least one group chosen from ether, ester, amine, amide, carboxyl, hydroxyl, and carbonyl groups,

x is an integer ranging from 1 to 3,

y=3−x,

x′ is an integer ranging from 1 to 3,

y′=3−x′,

p=0 or 1,

p′=0 or 1,

p″=0 or 1,

q=0 or 1,

q′=0 or 1,

on the condition that at least q or q′ is other than zero,

B, B′, and B″ each independently represent a linear or branched divalent C 1 -C 20 alkylene radical,

R 23 and R′ 23 each independently represent a hydrogen atom or a saturated or unsaturated, linear or branched hydrocarbon-based chain, optionally comprising at least one heteroatom, optionally interrupted or substituted with at least one ether, ester of a C 1 -C 20 alcohol, amine, carboxyl, alkoxysilane, C 6 -C 30 aryl, hydroxyl or carbonyl groups, or a heterocyclic or non-heterocyclic aromatic ring, optionally substituted with at least one ester of a C 3 -C 20 alcohol, amine, amide, carboxyl, alkoxysilane, hydroxyl, carbonyl or acyl groups.

12. A method for making a composition for dyeing keratin fibers comprising

combining, in a cosmetically acceptable medium:

at least one organosilicon compound chosen from silanes comprising one, two and three silicon atoms, wherein the at least one organosilicon compound also comprises at least one basic chemical function and at least one group chosen from hydroxyl and hydrolysable groups per molecule;

at least one hydrophobic film-forming polymer;

at least one pigment; and

at least one volatile solvent

wherein the ingredients can be added in any order; and

wherein the at least one organosilicon compound comprising one silicon atom is chosen from the compounds of formula (I):

wherein:

R 4 represents a halogen, a group OR′, or R′ 1 ;

R 5 represents a halogen, a group OR″, or R′ 2 ;

R 6 represents a halogen, a group OR′″, or R′ 3 ;

R 1 , R 2 , R 3 , R′, R″, R′″, R′ 1 , R′ 2 , and R′ 3 represent, independently of each other, a saturated or unsaturated, linear or branched hydrocarbon-based group optionally bearing additional chemical groups, wherein R 1 , R 2 , R′, R″, and R′″ also can be hydrogen, and at least two of the groups R 4 , R 5 , and R 6 are different from the groups R′ 1 , R′ 2 , and R′ 3 ; and

wherein the at least one organosilicon compound comprising two or three silicon atoms is chosen from the compounds of formula (II):

(R 21 O) x (R 22 ) y Si—(B) p —[NR 23 —(B′) p′ ] q —[NR′ 23 —(B″) p″ ] q′ —Si—(R′ 22 ) y′ (OR′ 21 ) x′   (II)

wherein:

R 21 , R 22 , R′ 21 , and R′ 22 each independently represent a saturated or unsaturated, linear or branched hydrocarbon-based chain, optionally comprising at least one heteroatom, optionally interrupted or substituted with at least one group chosen from ether, ester, amine, amide, carboxyl, hydroxyl, and carbonyl groups,

x is an integer ranging from 1 to 3,

y=3−x,

x′ is an integer ranging from 1 to 3,

y′=3−x′,

p=0 or 1,

p′=0 or 1,

p″=0 or 1,

q=0 or 1,

q′=0 or 1,

on the condition that at least q or q′ is other than zero,

B, B′, and B″ each independently represent a linear or branched divalent C 1 -C 20 alkylene radical,

R 23 and R′ 23 each independently represent a hydrogen atom or a saturated or unsaturated, linear or branched hydrocarbon-based chain, optionally comprising at least one heteroatom, optionally interrupted or substituted with at least one ether, ester of a C 1 -C 20 alcohol, amine, carboxyl, alkoxysilane, C 6 -C 30 aryl, hydroxyl or carbonyl groups, or a heterocyclic or non-heterocyclic aromatic ring, optionally substituted with at least one ester of a C 3 -C 20 alcohol, amine, amide, carboxyl, alkoxysilane, hydroxyl, carbonyl or acyl groups.

13. A process for treating keratin fibers, comprising

applying to the keratin fibers a cosmetic pretreatment composition comprising, in a cosmetically acceptable medium, at least one organosilicon compound chosen from silanes comprising one, two and three silicon atoms, wherein the at least one organosilicon compound also comprises at least one basic chemical function and at least one group chosen from hydroxyl and hydrolysable groups per molecule; and

applying to the keratin fibers a cosmetic composition comprising at least one hydrophobic film-forming polymer, at least one pigment, and at least one volatile solvent;

wherein the at least one organosilicon compound comprising one silicon atom is chosen from the compounds of formula (I):

wherein:

R 4 represents a halogen, a group OR′, or R′ 1 ;

R 5 represents a halogen, a group OR″, or R′ 2 ;

R 6 represents a halogen, a group OR′″, or R′ 3 ;

R 1 , R 2 , R 3 , R′, R″, R′″, R′ 1 , R′ 2 , and R′ 3 represent, independently of each other, a saturated or unsaturated, linear or branched hydrocarbon-based group optionally bearing additional chemical groups, wherein R 1 , R 2 , R′, R″, and R′″ also can be hydrogen, and at least two of the groups R 4 , R 5 , and R 6 are different from the groups R′ 1 , R′ 2 , and R′ 3 ; and

wherein the at least one organosilicon compound comprising two or three silicon atoms is chosen from the compounds of formula (II):

(R 21 O) x (R 22 ) y Si—(B) p —[NR 23 —(B′) p′ ] q —[NR′ 23 —(B″) p″ ] q′ —Si—(R′ 22 ) y′ (OR′ 21 ) x′   (II)

wherein:

R 21 , R 22 , R′ 21 , and R′ 22 each independently represent a saturated or unsaturated, linear or branched hydrocarbon-based chain, optionally comprising at least one heteroatom, optionally interrupted or substituted with at least one group chosen from ether, ester, amine, amide, carboxyl, hydroxyl, and carbonyl groups,

x is an integer ranging from 1 to 3,

y=3−x,

x′ is an integer ranging from 1 to 3,

y′=3−x′,

p=0 or 1,

p′=0 or 1,

p″=0 or 1,

q=0 or 1,

q′=0 or 1,

on the condition that at least q or q′ is other than zero,

B, B′, and B″ each independently represent a linear or branched divalent C 1 -C 20 alkylene radical,

R 23 and R′ 23 each independently represent a hydrogen atom or a saturated or unsaturated, linear or branched hydrocarbon-based chain, optionally comprising at least one heteroatom, optionally interrupted or substituted with at least one ether, ester of a C 1 -C 20 alcohol, amine, carboxyl, alkoxysilane, C 6 -C 30 aryl, hydroxyl or carbonyl groups, or a heterocyclic or non-heterocyclic aromatic ring, optionally substituted with at least one ester of a C 3 -C 20 alcohol, amine, amide, carboxyl, alkoxysilane, hydroxyl, carbonyl or acyl groups.

Priority Claims (2)
FR 08 56597 · Sep 30, 2008 · national
FR 08 56598 · Sep 30, 2008 · national
Continuity (3)
Provisional Application 6110371400 · Oct 8, 2008
Provisional Application 6110371800 · Oct 8, 2008
Related Publication 20100083446A1 · Apr 8, 2010