IP Library Granted Patent US 12708600
Granted Patent B2
US 12708600 · App. 18/255,297 · Granted Aug 18, 2026

Cosmetic composition comprising an amino silicone, a non-amino silicone and a non-ionic associative polymer, and cosmetic treatment process

Inventors: Valérie Viravau (Saint-Ouen, FR); Laurent Chesneau (Saint-Ouen, FR)
Assignee: L'Oréal
A61K8/898A61K8/062A61K8/585A61K8/731A61K8/737A61K8/891A61K8/90A61Q5/12A61K2800/5422A61K2800/594A61K2800/596
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Quick Facts
Patent No.
US 12708600
App. No.
18/255,297
Granted
Aug 18, 2026
Kind
B2
Abstract

The present invention relates to a cosmetic composition, preferably a hair composition, comprising one or more amino silicones, one or more non-amino silicones and one or more non-ionic associative polymers. The invention also relates to a cosmetic treatment process for keratin materials, in particular for caring for and/or conditioning the hair, using said cosmetic composition.

Claims (118)

1 . A composition comprising:

(i) an oil-in-water emulsion comprising:

(a) at least one amino silicone,

(b) at least one non-amino silicone, and

(ii) at least one non-ionic associative polymer chosen from polyurethane polyethers able to be obtained by polycondensation of at least three compounds comprising:

(a) at least one polyethylene glycol,

(b) at least one alcohol, and

(c) at least one diisocyanate.

2 . The composition of claim 1 , wherein the at least one amino silicone is chosen from:

A) polysiloxanes of formula (I):

wherein x′ and y′ represent integers such that the weight-average molecular weight (Mw) of the polysiloxanes of formula (I) ranges from 5000 to 500 000 g/mol;

B) amino silicones of formula (II):

R′ a G 3-a -Si(OSiG 2 ) n -(OSiG b R′ 2-b ) m —O—SiG 3-a′ -R′ a′   (II)

wherein:

G is chosen from a hydrogen atom, a phenyl, an OH group, or a C 1 -C 8 alkyl group,

a and a′ are independently chosen from 0 or an integer ranging from 1 to 3, wherein at least one of a and a′ is equal to zero,

b represents 0 or 1,

m and n represent integers such that the sum (n+m) ranges from 1 to 2000; and

R′ is chosen from a monovalent radical of formula —C q H 2q L, wherein q represents an integer ranging from 2 to 8, and L is an optionally quaternized amino group chosen from: —NR″-Q-N(R″) 2 , —N(R″) 2 , —N + (R″) 3 A−, —N + H(R″) 2 A − , —N + H2(R″) A − , —NR″-Q-N + (R″)H 2 A − , —NR″-Q-N + (R″) 2 H A − , or —NR″-Q-N + (R″) 3 A − , wherein R″ is chosen from hydrogen, a phenyl group, a benzyl group, or a monovalent saturated hydrocarbon-based radical; Q represents a linear or branched group of formula C r H 2r , wherein r represents an integer ranging from 2 to 6; and

A − represents a cosmetically acceptable anion;

C) amino silicones of formula (VIII):

wherein:

R 5 represents a monovalent hydrocarbon-based radical comprising from 1 to 18 carbon atoms;

R 6 represents a divalent hydrocarbon-based radical;

Q − represents an anion;

r represents a mean statistical value ranging from 2 to 20; and

s represents a mean statistical value ranging from 20 to 200;

D) quaternary ammonium silicones of formula (IX):

wherein:

R 7 is chosen from a monovalent hydrocarbon-based radical comprising from 1 to 18 carbon atoms;

R 6 represents a divalent hydrocarbon-based radical;

R 8 is chosen from a hydrogen atom or a monovalent hydrocarbon-based radical comprising from 1 to 18 carbon atoms;

X − represents an anion; and

r represents a mean statistical value ranging from 2 to 200;

E) amino silicones of formula (X):

wherein:

R 1 , R 2 , R 3 , and R 4 are independently chosen from a C 1 -C 4 alkyl radical or a phenyl group,

R 5 represents a C 1 -C 4 alkyl radical or a hydroxyl group,

n represents an integer ranging from 1 to 5,

m represents an integer ranging from 1 to 5, and

x is chosen such that the amine number ranges from 0.01 to 1 meq/g;

F) multiblock polyoxyalkylenated amino silicones, of the type (AB) n , wherein A represents a polysiloxane block, and B represents a polyoxyalkylenated block comprising at least one amine group;

G) amino silicones of formulas (XI) or (XII):

wherein:

R, R′, and R″ are independently chosen from a C 1 -C 4 alkyl group or a hydroxyl group,

A represents a C 3 alkylene radical; and

m and n represent integers such that the weight-average molecular weight of the amino silicones of formula (XI) ranges from 5000 to 500,000;

wherein:

x and y represent integers ranging from 1 to 5000;

R 1 and R 2 are independently chosen from a linear or branched, saturated or unsaturated alkyl group comprising from 6 to 30 carbon atoms; and

A represents a linear or branched alkylene radical comprising from 2 to 8 carbon atoms;

H) polysiloxanes; or

I) mixtures of two or more thereof.

3 . The composition of claim 2 , wherein the amino silicones of formula (II) are chosen from:

(a) “trimethylsilylamodimethicone” silicones of formula (III):

wherein m and n represent integers such that the sum (n+m) ranges from 1 to 2000;

(b) silicones of formula (IV):

wherein:

m and n represent integers such that the sum (n+m) ranges from 1 to 1000; and

R 1 , R 2 , and R 3 are independently chosen from a hydroxyl or C 1 -C 4 alkoxy radical, wherein at least one of R 1 , R 2 , or R 3 represents an alkoxy radical;

(c) silicones of formula (V):

wherein:

p and q are integers such that the sum (p+q) ranges from 1 to 1000; and

R 1 and R 2 are independently chosen from a hydroxyl or a C 1 -C 4 alkoxy radical, wherein at least one of the radicals R 1 or R 2 represents an alkoxy radical;

(d) silicones of formula (VI):

wherein:

m and n represent integers such that the sum (n+m) ranges from 1 to 2000; and

represents a linear or branched alkylene radical comprising from 4 to 8 carbon atoms;

(e) silicones of formula (VII):

wherein:

m and n represent integers such that the sum (n+m) ranges from 1 to 2000; and

A represents a linear or branched alkylene radical comprising from 4 to 8 carbon atoms.

4 . The composition of claim 2 , wherein the polysiloxanes are chosen from formulas (XIV), (XV) or (XVI):

wherein the values of n and m are integers wherein the weight-average molecular weight of the amino silicone of formula (XIV) ranges from 1000 to 55,000;

H 2 NCH 2 CH 2 CH 2 —Si(CH 3 ) 2 —O—[Si(CH 3 ) 2 —O] n —Si(CH 3 ) 2 (C 4 H 9   (XV)

wherein the value of n is an integer wherein the weight-average molecular weight of the amino silicone of formula (XV) ranges from 500 to 3000; and

wherein

wherein the values of n and m are integers wherein the weight-average molecular weight of the amino silicone of formula (XVI) ranges from 500 to 50,000.

5 . The composition of claim 1 , wherein the total amount of amino silicone(s) ranges from 0.01% to 5% by weight, relative to the total weight of the composition.

6 . The composition of claim 1 , wherein the at least one non-amino silicone is chosen from:

polydialkylsiloxanes; or

non-amino organopolysiloxanes.

7 . The composition of claim 6 , wherein the polydialkysiloxanes are chosen from polydimethylsiloxanes, polydiarylsiloxanes, polyalkylarylsiloxanes, silicone gums, silicone resins, or mixtures of two or more thereof.

8 . The composition of claim 6 , wherein the non-amino organopolysiloxanes are chosen from organopolysiloxanes chosen from polyoxyethylene optionally comprising C 6 -C 24 alkyl groups, polyoxypropylene groups optionally comprising C 6 -C 24 alkyl groups, thiol groups, alkoxylated groups, hydroxyl groups, acyloxyalkyl groups, anionic groups of the carboxylic acid type, or mixtures of two or more thereof.

9 . The composition of claim 1 , wherein the total amount of non-amino silicone(s) ranges from 0.1% to 10% by weight, relative to the total weight of the composition.

10 . The composition of claim 1 , wherein the oil-in-water emulsion has a particle size D50 of less than 350 nm, and comprises:

a silicone mixture comprising a polydialkylsiloxane comprising (i) trialkylsilyl end groups with a viscosity at 25° C. ranging from 40,000 to 100,000 mPa·s, and (ii) an amino silicone with a viscosity at 25° C. ranging from 1000 to 15,000 mPa·s and an amine number ranging from 2 to 10 mg of KOH per gram of amino silicone;

a surfactant mixture comprising one or more non-ionic surfactants with an HLB ranging from 10 to 16, and

water.

11 . The composition of claim 1 , wherein the total amount of oil-in-water emulsion ranges from 0.1% to 10% by weight, relative to the total weight of the emulsion.

12 . The composition of claim 1 , wherein (i) the at least one polyethylene glycol comprises from 150 to 180 mol of ethylene oxide, and (ii) the at least one alcohol is stearyl alcohol or decyl alcohol.

13 . The composition of claim 1 , wherein the total amount of non-ionic associative polymer(s) ranges from 0.01% to 5% by weight, relative to the total weight of the composition.

14 . The composition of claim 1 , further comprising at least one non-associative polysaccharide.

15 . The composition of claim 14 , wherein the at least one non-associative polysaccharide is chosen from:

a) tree or shrub exudates chosen from acacia gum; ghatti gum; karaya gum; or gum tragacanth;

b) gums derived from algae chosen from agar; alginates; carrageenans, or furcellerans;

c) gums derived from seeds or tubers chosen from guar gum; locust bean gum; fenugreek gum; tamarind gum; or konjac gum;

d) microbial gums chosen from xanthan gum; gellan gum; or scleroglucan gum;

e) polymers extracted from plants chosen from celluloses; starches; or inulin;

f) mixtures of two or more thereof.

16 . The composition of claim 1 , further comprising at least one polyol, at least one solid fatty alcohol, and at least one cationic surfactant.

17 . The composition of claim 1 , further comprising water, wherein the total amount of water ranges from 70 to 98% by weight, relative to the total weight of the composition.

18 . A composition comprising:

(i) an oil-in-water emulsion having a particle size D50 of less than 350 nm, and comprising:

a silicone mixture comprising (a) a polydialkylsiloxane comprising trialkylsilyl end groups, having a viscosity at 25° C. ranging from 40,000 to 100,000 mPa·s, and (b) an amino silicone having a viscosity at 25° C. ranging from 1,000 to 15,000 mPa·s and an amine number ranging from 2 to 10 mg of KOH per gram of amino silicone;

a surfactant mixture comprising one or more non-ionic surfactants, said mixture having an HLB ranging from 10 to 16; and

water; and

(ii) at least one non-ionic associative polymer chosen from:

a polycondensate of polyethylene glycol comprising 150 or 180 mol of ethylene oxide, of decyl alcohol and of methylenebis(4-cyclohexyl isocyanate) (SMDI), or

a polycondensate of polyethylene glycol comprising 150 or 180 mol of ethylene oxide, of stearyl alcohol and of methylenebis(4-cyclohexyl isocyanate) (SMDI), or mixtures thereof.

19 . A method for treating keratin materials, comprising applying to said keratin materials a composition comprising:

(i) an oil-in-water emulsion comprising:

(a) at least one amino silicone,

(b) at least one non-amino silicone, and

(ii) at least one non-ionic associative polymer chosen from polyurethane polyethers able to be obtained by Polycondensation of at least three compounds comprising:

(a) at least one polyethylene glycol,

(b) at least one alcohol, and

(c) at least one diisocyanate.