IP Library › Granted Patent US 9,855,447
Granted Patent B2
US 9,855,447 · App. 14/835,223 · Granted Jan 2, 2018

Methods for fixing hair and skin

Inventors: Eric D. Pressly (Santa Barbara, CA); Craig J. Hawker (Santa Barbara, CA)
Assignee: Liqwd, Inc.
A61Q5/12A61K8/0204A61K8/0216A61K8/22A61K8/36A61K8/362A61K8/365A61K8/40A61K8/41A61K8/447A61K8/45A61K8/46A61Q5/002A61Q5/004A61Q5/02A61Q5/04A61Q5/08A61Q5/10A61Q19/007A61K2800/42A61K2800/596A61K2800/70A61K2800/884A61K2800/94
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Quick Facts
Patent No.
US 9,855,447
App. No.
14/835,223
Granted
Jan 2, 2018
Kind
B2
Abstract

Compositions, kits, and methods for repairing bonds, for example, disulfide bonds, in hair or on the skin are disclosed. The compositions provide improved conditioning benefit for dry hair or moisturize the skin. The compositions also provide a long lasting moisturized feel and smooth feel to the skin or hair, without feeling greasy. The compositions contain one or more compounds that covalently bind at least two thiol groups in the hair or on the skin. Use of the binding compositions prevents reversion of the repaired bonds to their free thiol state, for at least one week or one month, or more, after a single application of the composition. Improved methods of styling hair, for example permanent hair waving, hair curling, hair coloring or highlighting, and hair straightening, are also provided.

Claims (47)

1. A kit comprising:

(a) a first formulation comprising a coloring or bleaching agent, and

(b) a second formulation comprising a binding agent of Formula I

wherein

A, B, C, and D are reactive moieties capable of reacting with free thiol groups in hair and contain one or more charges, and wherein each of A, B, C, and D independently contains a maleate group or a fumarate 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 =1−10, 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, and wherein the sum of p +q +r +s is equal to or greater than 2;

in an effective amount to covalently bind free thiol groups in hair.

2. The kit of claim 1 , wherein the second formulation is in the form of a liquid.

3. The kit of claim 1 , wherein the second formulation is in the form of a cream.

4. The kit of claim 1 , wherein the second formulation is in the form of a lotion.

5. The kit of claim 1 , wherein the second formulation is in the form of a milk.

6. The kit of claim 1 , wherein the second formulation is in the form of a mousse.

7. The kit of claim 1 , wherein the second formulation is in the form of a spray.

8. The kit of claim 7 , wherein the second formulation is provided as two or more separate ingredients.

9. The kit of claim 1 , wherein the second formulation is in the form of a gel.

10. The kit of claim 1 , wherein the second formulation is in the form of a shampoo.

11. The kit of claim 1 , wherein the second formulation is in the form of a conditioner.

12. The kit of claim 1 , wherein A, B, C, and D are the same.

13. The kit of claim 1 , wherein at least one of A, B, C, and D is different than the other reactive moieties.

14. The kit of claim 1 , wherein the linker is a polyfunctional molecule,

wherein the linker is independently substituted with one or more substituents selected from the group consisting of hydrogen, halogen, cyano, alkoxy, alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, heterocycloalkyl, heteroaryl, amine, hydroxy, formyl, acyl, carboxylic acid (—COOH), —C(O)R 1 , —C(O)OR 1 , carboxylate (—COO − ), primary amide, secondary amide, —C(O)NR 1 R 2 , —NR 1 R 2 , —NR 1 S(O) 2 R 2 , —NR 1 C(O)R 2 , —S(O) 2 R 2 , —SR 1 , and —S(O) 2 NR 1 R 2 , sulfinyl group, and sulfonyl group;

wherein R 1 and R 2 may each independently be hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocycloalkyl and heteroaryl; wherein each of R 1 and R 2 is optionally independently substituted with one or more substituents selected from the group consisting of halogen, hydroxyl, cyano, nitro, amino, alkylamino, dialkylamino, alkyl optionally substituted with one or more halogen or alkoxy or aryloxy, aryl optionally substituted with one or more halogen or alkoxy or alkyl or trihaloalkyl, heterocycloalkyl optionally substituted with aryl or heteroaryl or ═O or alkyl optionally substituted with hydroxyl, cycloalkyl optionally substituted with hydroxyl, heteroaryl optionally substituted with one or more halogen or alkoxy or alkyl or trihaloalkyl, haloalkyl, hydroxyalkyl, carboxy, alkoxy, aryloxy, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl, and dialkylaminocarbonyl.

15. The kit of claim 1 , wherein the binding agent is:

16. The kit of claim 15 , wherein the binding agent is provided as a dry powder in a sealed package and the pharmaceutically acceptable excipient is provided in a vial or other container.

17. The kit of claim 1 , wherein the second formulation further comprises one or more pharmaceutically acceptable excipients selected from the group consisting of water, surfactants, vitamins, natural extracts, preservatives, chelating agents, perfumes, preservatives, antioxidants, chelating agents, hair coloring agents, proteins, amino acids, humectants, fragrances, emollients, penetrants, thickeners, viscosity modifiers, hair fixatives, film formers, emulsifiers, opacifying agents, propellants, liquid vehicles, carriers, salts, pH adjusting agents, neutralizing agents, buffers, hair conditioning agents, anti-static agents, anti-frizz agents, anti-dandruff agents, and combinations thereof.

18. The kit of claim 17 , wherein the pharmaceutical excipient is present in an amount ranging from about 10 wt % to about 90 wt % of the second formulation.

19. The kit of claim 1 , wherein the binding agent is present in an amount ranging from about 0.01 wt % to about 50 wt % of the second formulation.

20. The kit of claim 1 , wherein the first and second formulations are pre-mixed.

21. The kit of claim 1 , further comprising a shampoo, a conditioner, instructions for use, a developer, mixing container, an odor eliminator, an applicator, or a combination thereof.

22. The kit of claim 1 , wherein:

(1) the first formulation is a bleaching formulation comprising the bleaching agent; and

(2) the binding agent of the second formulation is selected from:

 and

wherein the second formulation is in the form of a liquid or a cream.

23. The kit of claim 22 , wherein the first and second formulations are pre-mixed.

24. The kit of claim 22 , wherein the bleaching formulation further comprises a developer.

25. The kit of claim 22 , further comprising a shampoo, a conditioner, instructions for use, a developer, mixing container, an odor eliminator, an applicator, or a combination thereof.

26. The kit of claim 1 , wherein:

(1) the first formulation is a coloring formulation comprising the coloring agent; and

(2) the binding agent of the second formulation is selected from:

 and

wherein the second formulation is in the form of a liquid or a cream.

27. The kit of claim 26 , wherein the first and second formulations are pre-mixed.

28. The kit of claim 26 , further comprising a shampoo, a conditioner, instructions for use, a developer, mixing container, an odor eliminator, an applicator, or a combination thereof.

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 Aug 25, 2015
From: PRESSLY, ERIC D.; HAWKER, CRAIG J.
To: LIQWD, INC.
Reel/Frame 036457/0316 →
Continuity (12)
Continuation 14748831 · Jun 24, 2015
Continuation 14459012 · Aug 13, 2014
Continuation In Part PCTUS2014049388 · Aug 1, 2014
Continuation In Part 14257056 · Apr 21, 2014
Continuation 14257089 · Apr 21, 2014
Continuation In Part 14257076 · Apr 21, 2014
Provisional Application 62000340 · May 19, 2014
Provisional Application 61861281 · Aug 1, 2013
Provisional Application 61885898 · Oct 2, 2013
Provisional Application 61867872 · Aug 20, 2013
Provisional Application 61903239 · Nov 12, 2013
Related Publication 20160081899A1 · Mar 24, 2016