IP Library › Granted Patent US 9,713,583
Granted Patent B1
US 9,713,583 · App. 15/282,795 · Granted Jul 25, 2017

Methods and formulations for curling hair

Inventors: Eric D. Pressly (Santa Barbara, CA); Craig J. Hawker (Santa Barbara, CA)
Assignee: Liqwd, Inc.
A61K8/19A61K8/36A61K8/362A61K8/416A61Q5/04
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Quick Facts
Patent No.
US 9,713,583
App. No.
15/282,795
Granted
Jul 25, 2017
Kind
B1
Abstract

Methods, formulations, and kits for curling and/or preventing damage in the curling of hair are disclosed herein. Hair can be curled by treatment with hydroxide-containing agents, in combination with one or more active agents, without the need for thiol-based or peroxide-based agents. The active agent can be applied simultaneously with the hydroxide-containing agent, to impart curl to the hair. They may be applied as a combined formulation or as separate formulations applied simultaneously. Use of the active agent along with a hydroxide-containing agent can be used to control the level of curl imparted to hair, as compared to the natural amount of curl, if any, in the untreated hair.

Claims (80)

1. A method comprising:

(a) applying to hair a formulation comprising one or more hydroxide-containing agents; and

one or more active agents selected from the group consisting of:

and simple salts thereof;

wherein the formulation has a pH of 10 or greater and is substantially free of a thiol-containing agent; and

(b) reshaping the hair,

wherein the application of the one or more hydroxide-containing agents and the one or more active agents in step (a) and step (b) alone are effective to curl the hair.

2. The method of claim 1 , wherein following steps (a) and (b), the hair retains curl after one or more wash cycles.

3. The method of claim 2 , wherein the curl is retained after at least 2 wash cycles.

4. The method of claim 1 , wherein during step (a), the one or more active agents and the formulation comprising the one or more hydroxide-containing agents are applied together as a combined formulation,

wherein the combined formulation has a pH of 10 or greater and comprises the one or more active agents and the formulation comprising the one or more hydroxide-containing agents.

5. The method of claim 4 , wherein the combined formulation has a pH of 10.5 or greater.

6. The method of claim 1 , wherein the one or more hydroxide-containing agents are selected from the group consisting of sodium hydroxide, lithium hydroxide, potassium hydroxide, guanidinium hydroxide, and ammonium hydroxide.

7. The method of claim 1 , wherein the one or more active agents are present in an amount ranging from about 0.5 wt % to about 10 wt % of the formulation.

8. The method of claim 1 , wherein the step of reshaping the hair comprises rolling the hair on a roller, rod, or curler, or a combination thereof.

9. The method of claim 1 , further comprising,

(c) applying to the hair a second active agent formulation comprising a second active agent, wherein the second active agent is

or a simple salt thereof,

or a simple salt thereof,

or a simple salt thereof,

or a simple salt thereof,

or

or a mixture thereof;

wherein step (c) occurs subsequent to step (b).

10. The method of claim 9 , wherein the second active agent formulation comprises about 0.1 to about 5 wt % of the second active agent.

11. A method comprising:

(a) applying to hair a formulation comprising one or more hydroxide-containing agents and

maleic acid, salts thereof, or mixtures thereof;

wherein the formulation has a pH of 10 or greater and is substantially free of a thiol-containing agent; and

(b) reshaping the hair,

wherein the application of the one or more hydroxide-containing agents and the maleic acid, salts thereof, or mixtures thereof in step (a) and step (b) alone are effective to curl the hair.

12. A method comprising:

(a) applying to hair a formulation comprising one or more hydroxide-containing agents and one or more active agents selected from the group consisting of:

wherein the formulation has a pH of 10 or greater and is substantially free of a thiol-containing agent; and

(b) reshaping the hair,

wherein the application of the one or more hydroxide-containing agents and the one or more active agents in step (a) and step (b) alone are effective to curl the hair.

13. The method of claim 12 , wherein following steps (a) and (b), the hair retains curl after one or more wash cycles.

14. The method of claim 13 , wherein the curl is retained after at least 2 wash cycles.

15. The method of claim 12 , wherein during step (a), the one or more active agents and the formulation comprising the one or more hydroxide-containing agents are applied together as a combined formulation,

wherein the combined formulation has a pH of 10 or greater and comprises the one or more active agents and the formulation comprising the one or more hydroxide-containing agents.

16. The method of claim 15 , wherein the combined formulation has a pH of 10.5 or greater.

17. The method of claim 12 , wherein the one or more hydroxide-containing agents are selected from the group consisting of sodium hydroxide, lithium hydroxide, potassium hydroxide, guanidinium hydroxide, and ammonium hydroxide.

18. The method of claim 12 , wherein the one or more active agents are present in an amount ranging from about 0.5 wt % to about 10 wt % of the formulation.

19. The method of claim 12 , wherein the step of reshaping the hair comprises rolling the hair on a roller, rod, or curler, or a combination thereof.

20. The method of claim 12 , further comprising,

(c) applying to the hair a second active agent formulation comprising a second active agent, wherein the second active agent is

or a simple salt thereof,

or a simple salt thereof,

or a simple salt thereof,

or a simple salt thereof,

or

or a mixture thereof;

wherein step (c) occurs subsequent to step (b).

21. The method of claim 20 , wherein the second active agent formulation comprises about 0.1 to about 5 wt % of the second active agent.

22. A method comprising:

(a) applying to hair a formulation comprising one or more hydroxide-containing agents and an active agent of Formula I:

wherein A, B, C, and D are reactive moieties capable of forming a covalent bond with a nucleophile and contain one or more charges, and wherein each of A, B, C, and D independently contains a moiety selected from the group consisting of a vinyl sulfone, an acrylate group, a methacrylate group, a styrene group, an acryl amide group, a methacryl amide group, a maleate group, a fumarate group, and an itaconate group;

R is a linker that contains two or more charges, wherein the charges are opposite to the charges on the reactive moieties, wherein n=1, and wherein R is not a polymer, and

wherein the sum of the charges is zero; and

wherein the reactive moieties are ionically bound to the linker;

wherein each occurrence of p, q, r, and s is independently an integer from 0 to 25, wherein the sum of p+q+r+s is equal to or greater than 2;

wherein the formulation has a pH of 10 or greater and is substantially free of a thiol-containing agent; and

(b) reshaping the hair,

wherein the application of the one or more hydroxide-containing agents and the active agent in step (a) and step (b) alone are effective to curl the hair.

23. The method of claim 22 , wherein following steps (a) and (b), the hair retains curl after one or more wash cycles.

24. The method of claim 23 , wherein the curl is retained after at least 2 wash cycles.

25. The method of claim 22 , wherein during step (a), the active agent and the formulation comprising the one or more hydroxide-containing agents are applied together as a combined formulation, wherein the combined formulation has a pH of 10 or greater and comprises the the active agent and the formulation comprising the one or more hydroxide-containing agents.

26. The method of claim 22 , wherein the one or more hydroxide-containing agents are selected from the group consisting of sodium hydroxide, lithium hydroxide, potassium hydroxide, guanidinium hydroxide, and ammonium hydroxide.

27. The method of claim 22 , wherein the active agent is present in an amount ranging from about 0.5 wt % to about 10 wt % of the formulation.

28. The method of claim 22 , wherein the step of reshaping the hair comprises rolling the hair on a roller, rod, or curler, or a combination thereof.

29. The method of claim 22 , further comprising,

(c) applying to the hair a second active agent formulation comprising a second active agent, wherein the second active agent is

or a simple salt thereof,

or a simple salt thereof,

or a simple salt thereof,

or a simple salt thereof,

or

or a mixture thereof;

wherein step (c) occurs subsequent to step (b).

30. The method of claim 29 , wherein the second active agent formulation comprises about 0.1 to about 5 wt % of the second active agent.

Assignments (6)
RELEASE OF SECURITY INTEREST AT R/F 059072/0192 Recorded Jul 8, 2026
From: GOLDMAN SACHS BANK USA
To: OLAPLEX, INC.
Reel/Frame 075927/0989 →
SECURITY INTEREST Recorded Feb 23, 2022
From: OLAPLEX, INC.
To: GOLDMAN SACHS BANK USA, AS ADMINISTRATIVE AGENT
Reel/Frame 059072/0192 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY (PATENTS) Recorded Feb 23, 2022
From: MIDCAP FINANCIAL TRUST, AS ADMINISTRATIVE AGENT
To: OLAPLEX, INC.
Reel/Frame 059220/0993 →
SECURITY INTEREST Recorded Jan 9, 2020
From: OLAPLEX, INC.
To: MIDCAP FINANCIAL TRUST, AS THE ADMINISTRATIVE AGENT
Reel/Frame 051465/0319 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 8, 2020
From: LIQWD, INC.
To: OLAPLEX, INC.
Reel/Frame 051448/0450 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 22, 2017
From: PRESSLY, ERIC D.; HAWKER, CRAIG J.
To: LIQWD, INC.
Reel/Frame 042068/0460 →
Continuity (2)
Provisional Application 62380020 · Aug 26, 2016
Provisional Application 62361366 · Jul 12, 2016