IP Library › Granted Patent US 12,268,769
Granted Patent B2
US 12,268,769 · App. 18/455,869 · Granted Apr 8, 2025

Hair coloring compositions

Inventors: Jun Liang (Brooklyn, NY); Heather Yoonsoo Lee (Wayne, NJ)
Assignee: L'OREAL
A61K8/4973A61Q5/065A61K2800/4322A61K2800/5426A61K2800/80
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Quick Facts
Patent No.
US 12,268,769
App. No.
18/455,869
Granted
Apr 8, 2025
Kind
B2
Abstract

The present disclosure relates to hair coloring compositions and methods for coloring hair. The hair coloring compositions include: (a) one or more hair colorants; (b) one or more ketal/acetal of glycerin compounds of Formula (I); (c) one or more cationic surfactants; (d) one of more fatty alcohols having at least 8 carbon atoms; (e) one or more polyols having from 2 to 10 carbon atoms; and (f) less than 5 wt. %, based on the total weight of the composition, of water and monoalcohols having from 1 to 6 carbon atoms. The hair coloring compositions are preferably solubilized, non-emulsified compositions.

Claims (56)

1. A hair coloring composition comprising:

(a) one or more hair colorants selected from direct dyes, oxidative dye precursors, couplers, and a combination thereof;

(b) one or more ketal/acetal of glycerin compounds of Formula (I):

wherein R 1 and R 2 can be the same or different and are independently selected from hydrogen, C 1 -C 6 alkyl, C 1 -C 6 alkenyl, C 1 -C 6 heteroalkyl, C 1 -C 6 heteroalkenyl, aryl, heteroaryl, C 3 -C 6 cycloalkyl, C 3 -C 6 hetero(C 3 -C 6 )cycloalkyl, aryl, heteroaryl, optionally substituted; or R 1 and R 2 may together form a C 3 -C 6 cycloalkyl, C 3 -C 6 heterocycloalkyl, aryl, or heteroaryl, optionally, substituted;

wherein heteroatoms are selected from N, O or S;

(c) one or more cationic surfactants;

(d) one of more fatty alcohols having at least 8 carbon atoms;

(e) one or more polyols having from 2 to 10 carbon atoms; and

(f) less than 5 wt. % of water and monoalcohols having from 1 to 6 carbon atoms;

wherein all weight percentages are based on a total weight of the composition.

2. The composition of claim 1 , wherein the composition is a solubilized, non-emulsified composition until applied to wet or damp hair, whereupon the composition forms a lamellar phase in situ.

3. The composition of claim 1 , wherein:

the direct dyes are selected from nitro-phenylenediamines, nitro-aminophenols, azo dyes, anthraquinones, triarylmethane dyes, indophenols, and a combination thereof;

the oxidative dye precursors are selected from ortho aminophenols, para aminophenols, ortho phenylenediamines, para phenylenediamines, double bases, heterocyclic bases, m-aminophenol, 2,4-diaminophenoxyethanol hcl, toluene-2,5-diamine thioglycerin, p-aminophenol, 2-amino-3 hydroxypyridine, 4-amino-2-hydroxytoluene, acid addition salts thereof, and a combination thereof; and

the couplers are selected from meta-aminophenols, meta-phenylenediamines and meta-diphenols, naphthols, mono- or polyhydroxylated naphthalene derivatives, heterocyclic couplers, acid addition salts thereof, and a combination thereof.

4. The composition of claim 1 , wherein at least one of R 1 and R 2 is a linear, branched, or cyclic C 1 -C 6 alkyl.

5. The composition of claim 1 , wherein R 1 and R 2 are independently a linear C 1 -C 6 alkyl.

6. The composition of claim 1 comprising:

(b) about 5 to about 95 wt. % of the one or more ketal/acetal of glycerin compounds of Formula (I).

7. The composition of claim 1 , wherein the one or more fatty alcohols of (d) are selected from linear fatty alcohols having from 10 to 30 carbon atoms.

8. The composition of claim 1 , wherein the one or more fatty alcohols of (d) are selected from capryl alcohol, pelargonic alcohol, decyl alcohol, undecyl alcohol, lauryl alcohol, tridecyl alcohol, myristyl alcohol, pentadecyl alcohol, cetyl alcohol, palmitoleyl alcohol, isostearyl alcohol, isocetyl alcohol, heptadecyl alcohol, stearyl alcohol, cetearyl alcohol, oleyl alcohol, nonadecyl alcohol, arachidyl alcohol, heneicosyl alcohol, behenyl alcohol, erucyl alcohol, lignoceryl alcohol, ceryl alcohol, 1-heptacosanol, montanyl alcohol, 1-nonacosanol, myricyl alcohol, and a combination thereof.

9. The composition of claim 1 comprising:

(d) about 0.1 to about 10 wt. % of the one or more fatty alcohols.

10. The composition of claim 1 , wherein the one or more polyols (e) have two or three hydroxyl groups.

11. The composition of claim 1 , wherein the one or more polyols of (e) are selected from ethylene glycol, propylene glycol, butylene glycol, hexylene glycol, pentylene glycol, 1,3-propanediol, diethylene glycol, dipropylene glycol, caprylyl glycol, glycerin, and a combination thereof.

12. The composition of claim 1 , further comprising:

(g) one or more emollients.

13. The composition of claim 12 , wherein the one or more emollients are selected from fatty esters, fatty ethers, propylene glycol fatty acid esters, fatty carbonates, and a combination thereof.

14. The composition of claim 13 comprising:

(g) about 0.1 to about 10 wt. % of the one or more emollients.

15. The composition of claim 1 , further comprising:

(h) one or more miscellaneous ingredients.

16. The composition of claim 15 , wherein the one or more miscellaneous ingredients are selected from preservatives, fragrances, salts, pH adjusters, silica, antioxidants, flavonoids, vitamins, botanical extracts, proteins, protein hydrolysates and/or isolates, UV filtering agents, and a combination thereof.

17. A hair coloring composition comprising:

(a) one or more hair colorants selected from direct dyes, oxidative dye precursors, couplers, and a combination thereof;

(b) about 5 to about 30 wt. % of isopropylidene glycerol;

(c) about 0.5 to about 5 wt. % of one or more cationic surfactants;

(d) about 0.5 to about 5 wt. % of one of more fatty alcohols having from 10 to 24 carbon atoms;

(e) about 60 wt. % or more of one or more lower alkyl polyols selected from ethylene glycol, propylene glycol, butylene glycol, hexylene glycol, pentylene glycol, 1,3-propanediol, diethylene glycol, dipropylene glycol, caprylyl glycol, glycerin, and a combination thereof;

(f) less than 5 wt. % of water and monoalcohols having from 1 to 6 carbon atoms;

(g) optionally, about 0.1 to about 5 wt. % of one or more emollients selected from fatty esters, fatty ethers, propylene glycol fatty acid esters, fatty carbonates, and a combination thereof; and

(h) about 0.1 to about 5 wt. % of one or more miscellaneous ingredients selected from preservatives, fragrances, salts, pH adjusters, composition colorants, silica, antioxidants, flavonoids, vitamins, botanical extracts, proteins, protein hydrolysates and/or isolates, UV filtering agents, and a combination thereof;

wherein all weight percentages are based on a total weight of the composition, and

the composition is a solubilized, non-emulsified composition.

18. A method for coloring hair comprising applying to the hair a hair coloring composition comprising:

(a) one or more hair colorants selected from direct dyes, oxidative dye precursor, couplers, and combinations thereof;

(b) one or more ketal/acetal of glycerin compounds of Formula (I):

wherein R 1 and R 2 can be the same or different and are independently selected from hydrogen, C 1 -C 6 alkyl, C 1 -C 6 alkenyl, C 1 -C 6 heteroalkyl, C 1 -C 6 heteroalkenyl, aryl, heteroaryl, C 3 -C 6 cycloalkyl, C 3 -C 6 hetero(C 3 -C 6 )cycloalkyl, aryl, heteroaryl, optionally substituted; or R 1 and R 2 may together form a C 3 -C 6 cycloalkyl, C 3 -C 6 heterocycloalkyl, aryl, or heteroaryl, optionally, substituted;

wherein heteroatoms are selected from N, O or S;

(c) one or more cationic surfactants;

(d) one of more fatty alcohols having at least 8 carbon atoms;

(e) about 50 wt. % or more of one or more lower alkyl polyols having from 2 to 10 carbon atoms; and

(f) less than 5 wt. % of water and monoalcohols having from 1 to 6 carbon atoms;

wherein all weight percentages are based on a total weight of the composition.

19. The method of claim 18 , wherein the composition forms a lamellar phase in situ upon application to wet or damp hair.

20. The method of claim 18 , further comprising rinsing the composition from the hair after applying the composition to the hair.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 31, 2023
From: LIANG, JUN; LEE, HEATHER YOONSOO
To: L'OREAL
Reel/Frame 065399/0515 →
Priority Claims (1)
FR 2210811 · Oct 19, 2022 · national
Continuity (2)
Provisional Application 63373608 · Aug 26, 2022
Related Publication 20240148629A1 · May 9, 2024
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