IP Library Granted Patent US 8,118,880
Granted Patent B1
US 8,118,880 · App. 12/946,461 · Granted Feb 21, 2012

Coloring composition containing L-DOPA and L-arginine and forming a non-covalent derivatization complex

Assignees: Warner Babcock Institute for Green Chemistry, LLC; John Masters Organic Hair Care, Inc.
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Quick Facts
Patent No.
US 8,118,880
App. No.
12/946,461
Granted
Feb 21, 2012
Kind
B1
Abstract

A natural coloring composition for coloring materials, and methods of its use. The coloring composition comprises a natural precursor aromatic ring molecule such as L-DOPA that is oxidatively oligomerized or polymerized in the presence of arginine and an activator, such as a salt or an enzyme, wherein the L-DOPA and the amino acid form a specific non-covalent interaction. The natural coloring composition can also include a buffer, colorant, stabilizer, and/or thickening agent, and can comprise one or two inactive solutions that are combined to form an active coloring composition.

Claims (29)

1. A coloring composition comprising:

L-3,4-dihydroxyphenylalanine (“L-DOPA”);

an initiator; and

L-arginine, wherein said L-DOPA is oxidized in the presence of said initiator to form a color polymer, and further wherein said L-DOPA and said L-arginine form a non-covalent interaction.

2. The coloring composition of claim 1 , wherein said L-DOPA is a first solution, and said initiator and said arginine is a second solution.

3. The coloring composition of claim 1 , further comprising an amino acid.

4. The coloring composition of claim 3 , wherein said amino acid is selected from the group consisting of L-cysteine, L-alanine, L-argenine, and combinations thereof.

5. The coloring composition of claim 1 , wherein said initiator is a salt.

6. The coloring composition of claim 5 , wherein said salt is selected from the group consisting of potassium hexacyanoferrate, potassium bicarbonate, and combinations thereof.

7. The coloring composition of claim 1 , wherein said initiator is a protein.

8. The coloring composition of claim 7 , wherein said enzyme is tyrosinase.

9. The coloring composition of claim 1 , further comprising a colorant.

10. The coloring composition of claim 9 , wherein said colorant is selected from the group consisting of curcumin, lawsone, emodin, jugalone, plumbagin, L-cysteine, methionine, cystine, glutamine, and combinations thereof.

11. The coloring composition of claim 1 , wherein said coloring composition comprises organic compounds.

12. The coloring composition of claim 1 , further comprising a buffer.

13. The coloring composition of claim 12 , wherein said buffer is a phosphate buffer.

14. The coloring composition of claim 1 , further comprising a thickening agent.

15. The coloring composition of claim 1 , further comprising a stabilizer.

16. The coloring composition of claim 1 , wherein the composition is oxidatively stable.

17. A method for dyeing a material, the method comprising the steps:

mixing a first solution comprising L-3,4-dihydroxyphenylalanine (“L-DOPA”) with a second composition comprising an initiator and arginine, wherein said L-DOPA and said arginine form a non-covalent derivatization complex; and

contacting said material with the mixture.

18. The method of claim 17 , where said material is a keratin material.

19. The method of claim 18 , wherein said keratin material is hair.

20. The method of claim 17 , further comprising the step of leaving said coloring composition in contact with said material for 1 to 60 minutes.

21. The method of claim 17 , further comprising the step of pre-treating said material with a third solution.

22. The method of claim 17 , further comprising the steps of:

optionally rinsing said material; and

optionally drying said material.

Assignments (3)
RELEASE OF SECURITY INTEREST Recorded Jul 21, 2022
From: SUMITOMO MITSUI BANKING CORPORATION
To: JOHN MASTERS ORGANICS, INC.
Reel/Frame 060577/0466 →
SECURITY INTEREST Recorded Dec 5, 2016
From: JOHN MASTERS ORGANICS, INC.
To: SUMITOMO MITSUI BANKING CORPORATION
Reel/Frame 040529/0892 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 21, 2011
From: WARNER, JOHN C.; STOLER, EMILY J.
To: JOHN MASTERS ORGANIC HAIR CARE, INC.; WARNER BABCOCK INSTITUTE FOR GREEN CHEMISTRY, LLC
Reel/Frame 025675/0634 →