Granted Patent B2

US 12,251,456 · App. 17/542,112 · Granted Mar 18, 2025

Inventors: Eric D. Pressly (Santa Barbara, CA); Craig J. Hawker (Santa Barbara, CA)

Assignee: OLAPLEX, INC.

A61K8/416A45D7/00A45D7/04A61K8/19A61K8/36A61K8/362A61K8/41A61K8/46A61K8/466A61Q5/02A61Q5/04A61Q5/12A61K2800/59A61K2800/882A61K2800/884

Abstract

Claims (36)

1. A method for achieving a desired level of curl in hair comprising:

(a) applying to the hair one or more relaxing agents at an alkaline pH; and

(b) applying to the hair an active agent of Formula III:

(B) m -Z-(A) n -(C) o   Formula III

wherein Z is a linker or is absent;

wherein m and n are each an integer independently selected from 1-6, provided that m+n is at least 2;

wherein group A is an ionizable functional group;

wherein group B is selected from the group consisting of:

wherein each R is independently selected from hydrogen, C 1-6 alkyl, aryl, or an ionizable functional group; Z′ is oxygen (O), NH, or is absent; and G is carbon (C) and g is 1, or G is sulfur (S) and g is 2;

wherein group C is an ionic group capable of forming a covalent bond with a thiol;

wherein group C is ionically bonded to group A and has a charge opposite the charge of A;

wherein o is an integer value selected from 1-6, provided that the sum of charges of groups A and C is zero;

wherein the one or more relaxing agents cause the hair to relax;

wherein the active agent is present in an effective amount to retain a level of curl (percent curl retention) in the treated hair in the range of about 0-99%, compared to the amount of curl in the hair prior to step (a); and

wherein steps (a) and (b) are performed simultaneously.

2. The method of claim 1 , wherein group C is selected from the group consisting of a vinyl sulfonate, an acrylate group, a methacrylate group, a maleate group, a fumarate group, and an itaconate group.

3. The method of claim 1 , wherein the linker Z is present and the linker Z is formed of or contains an alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, heterocycloalkyl or heteroaryl group.

4. The method of claim 1 , wherein the one or more relaxing agents and the active agent are mixed to form a mixture prior to application to the hair.

5. The method of claim 1 , wherein the one or more relaxing agents are alkali metal containing hydroxides.

6. The method of claim 5 , wherein the alkali metal containing hydroxides are selected from the group consisting of sodium hydroxide, lithium hydroxide, and potassium hydroxide.

7. The method of claim 1 , wherein the one or more relaxing agents are provided in a first formulation and wherein the active agent is provided in a second formulation.

8. The method of claim 7 , wherein the first formulation and the second formulation are applied to the hair at a weight ratio of about 10:1 to about 1:1.

9. The method of claim 7 , wherein the second formulation is in the form of a liquid, cream, lotion, or gel.

10. The method of claim 7 , wherein the second formulation further comprises one or more cosmetically acceptable excipients selected from the group consisting of water, preservatives, antioxidants, chelating agents, sunscreen agents, vitamins, hair coloring agents, proteins, amino acids, natural extracts, humectants, fragrances, oils, emollients, lubricants, butters, penetrants, thickeners, viscosity modifiers, polymers, resins, hair fixatives, film formers, surfactants, detergents, emulsifiers, opacifying agents, volatiles, propellants, liquid vehicles, carriers, salts, pH adjusting agents, neutralizing agents, buffers, hair conditioning agents, anti-static agents, anti-frizz agents, anti-dandruff agents, absorbents, and combinations thereof.

11. The method of claim 7 , wherein the active agent is present in an amount ranging from about 0.01 wt % to about 50 wt % of the second formulation.

12. The method of claim 7 , wherein the active agent is present in an amount ranging from about 1 wt % to about 25 wt % of the second formulation.

13. The method of claim 7 , wherein the active agent is present in an amount ranging from about 1 wt % to about 15 wt % of the second formulation.

14. The method of claim 7 , wherein the active agent is present in an amount ranging from about 1 wt % to about 10 wt % of the second formulation.

15. The method of claim 7 , wherein the active agent is present in an amount ranging from about 1 wt % to about 5 wt % of the second formulation.

16. The method of claim 1 , wherein the level of curl retained is between about 0% and 10% of the curl in the hair prior to step (a).

17. The method of claim 1 , further comprising a step of:

(c) rinsing, shampooing, and/or conditioning the hair, wherein step (c) occurs subsequent to step (b).

18. The method of claim 1 , wherein the percent curl retention is determined according to Equation 1:

Percent Curl Retention=(L ext −L f )/(L ext −L i )×100  (Eq. 1)

where L ext is the length of hair prior to steps (a) and (b) when fully extended, L f is the final, non-extended length of the hair following steps (a) and (b), and L i is the initial length of hair in its non-extended state, and wherein L ext does not equal L i .

19. The method of claim 1 , wherein the active agent has a chemical structure:

Assignments (7)

Continuity (6)

References Cited (400)