Methods for fixing hair and skin

• US 9,144,537 B1
• Filed: 06/24/2015
• Issued: 09/29/2015
• Est. Priority Date: 08/01/2013
• Status: Active Grant

• Current Assignee: Olaplex, Inc.
• Original Assignee: Liqwd, Inc.
• Inventors: Pressly, Eric D., Hawker, Craig J.
• Primary Examiner(s): Fisher, Abigail
• Application Number:
  US14/748,831
• Publication Number:
  US 20150290101A1
• Time in Patent Office: 97 Days
• US Class Current: 1/1
• CPC Class Codes: A61K 2800/42 Colour properties
• CPC Class Codes: A61K 2800/596 Mixtures of surface active compounds
• CPC Class Codes: A61K 2800/70 Biological properties of the composition as a whole
• CPC Class Codes: A61K 2800/884 Sequential application
• CPC Class Codes: A61K 2800/94 Involves covalent bonding to the substrate
• CPC Class Codes: A61K 8/0204 Specific forms not provided for by any of groups A61K8/0208 - A61K8/14
• CPC Class Codes: A61K 8/0216 Solid or semisolid forms
• CPC Class Codes: A61K 8/22 Peroxides; Oxygen; Ozone
• CPC Class Codes: A61K 8/36 Carboxylic acids; Salts or anhydrides thereof
• CPC Class Codes: A61K 8/362 Polycarboxylic acids
• CPC Class Codes: A61K 8/365 Hydroxycarboxylic acids; Ketocarboxylic acids
• CPC Class Codes: A61K 8/40 containing nitrogen quinones containing nitrogen A61K8/355
• CPC Class Codes: A61K 8/41 Amines
• CPC Class Codes: A61K 8/447 containing sulfur
• CPC Class Codes: A61K 8/45 Derivatives containing from 2 to 10 oxyalkylene groups
• CPC Class Codes: A61K 8/46 containing sulfur A61K8/44 takes precedence
• CPC Class Codes: A61Q 19/007 Preparations for dry skin
• CPC Class Codes: A61Q 5/002 Preparations for repairing the hair, e.g. hair cure
• CPC Class Codes: A61Q 5/004 Preparations used to protect coloured hair
• CPC Class Codes: A61Q 5/02 Preparations for cleaning the hair
• CPC Class Codes: A61Q 5/04 : Preparations for permanent waving or straightening the hair
• CPC Class Codes: A61Q 5/08 : Preparations for bleaching the hair
• CPC Class Codes: A61Q 5/10 : Preparations for permanently dyeing the hair
• CPC Class Codes: A61Q 5/12 : Preparations containing hair conditioners

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

1. A kit comprising:

(a) a first formulation capable of reducing disulfide bonds in hair to produce free thiol groups, and

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

2. The kit of claim 1, wherein the first formulation is a bleaching, straightening, waving, curling, or coloring formulation.

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

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

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

wherein the linker is optionally 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)R¹, —

C(O)OR¹, carboxylate (—

COO⁻

), primary amide, secondary amide —

C(O)NR¹R², —

NR¹R², —

NR¹S(O)₂R², —

NR¹C(O)R², —

S(O)₂R², —

SR¹, and —

S(O)₂NR¹R², sulfinyl group, and sulfonyl group;

wherein R¹ and R² may each independently be hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocycloalkyl and heteroaryl;

wherein each of R¹ and R² 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.

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

7. 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-fizz agents, anti-dandruff agents, and combinations thereof.

8. 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.

9. The kit of claim 7, wherein the pharmaceutical excipient is present in an amount ranging from about 10 wt % to about 90 wt % of the second formulation.

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

11. The kit of claim 1, wherein the second formulation is pre-mixed with a shampoo or conditioner.

12. The kit of claim 1, wherein the second formulation is in the form of a liquid, lotion, milk, mousse, spray, gel, cream, shampoo, or conditioner.

13. 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.

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

15. The kit of claim 14, wherein the binding agent is provided as a dry powder in a sealed package and the pharmaceutically acceptable excipient provided in a vial or other container.

16. The kit of claim 1, wherein:

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

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

17. The kit of claim 16, wherein the first and second formulations are pre-mixed.

18. The kit of claim 16, wherein the bleaching formulation further comprises a developer.

19. The kit of claim 16, further comprising a shampoo, a conditioner, instructions for use, a developer, mixing container, an odor eliminator, an applicator, or a combination thereof.

20. The kit of claim 6, wherein the binding agent of the second formulation is