IP Library Granted Patent US 9,855,202
Granted Patent B2
US 9,855,202 · App. 15/072,479 · Granted Jan 2, 2018

Compositions for dyeing hair with cationic direct dyes

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Quick Facts
Patent No.
US 9,855,202
App. No.
15/072,479
Granted
Jan 2, 2018
Kind
B2
Abstract

Described herein is a hair color composition for dyeing the hair. The hair color composition includes one or more direct dye compounds and one or more additional ingredients. The one or more direct dye compounds each include a chromophore, one or two permanent cations, and one to four incipient cations. The one to four incipient cations are pendant to the core structure and are neutral. The one or more direct dye compounds enter the hair shaft after the hair color composition is applied to the hair. The hair color composition has a pH of from about 7 to about 11.

Claims (24)

1. A hair color composition comprising:

a. one or more direct dye compounds, the one or more direct dye compounds each comprising:

i. a chromophore;

ii. one or two permanent cations, wherein the permanent cations are pendant to the chromophore or part of the chromophore, wherein the chromophore and the permanent cations form a core structure; and

iii. one to four incipient cations, wherein each of the incipient cations is pendant via a linker group to the core structure, and wherein the incipient cations are neutral; and

b. an additional ingredient selected from the group consisting of organic solvents, oxidizing agents, alkalizing agents, oxidative dye precursors, direct dyes, chelants, radical scavengers, pH modifiers, buffering agents, thickeners, rheology modifiers, carbonate ion sources, peroxymonocarbonate ion sources, surfactants, polymers, natural ingredients, fragrances, enzymes, dispersing agents, peroxides, peroxide stabilizing agents, antioxidants, protein compounds, plant extracts, conditioning agents, ceramides, phospholipids, UV blockers, preserving agents, emollients, moisturizing agents, pigments, opacifiers, pearling agents, and mixtures thereof;

wherein the hair color composition has a pH of from about 7 to about 11,

wherein the chromophore has a structure according to Formula (Xs) or a tautomer or salt thereof:

wherein

(i) R 19c , R 19d and R 19g are each independently hydrogen, alkyl, halogen substituted aIkyl, alkenyl, alkenyl, aryl, hydroxyl alkyl, alkoxy, aryloxy, acyl, halogen, nitro, nitroso, cyano, a heterocyclic moiety, thioether or are attached to a linker with or without a terminal amino group;

(ii) one of R 19a and R 19e is either

a linker group L with a cationic moiety attached, wherein the cationic group is quaternary ammonium, imidazolium, pyridinium, oxazolium, thiazolium, or

has the form of L 1 -Q*(-L 2 A) n , where L 1 and L 2 are the same or different linker groups, Q* is the cationic moiety, A is an amino group; and n is either 1 or 2;

and the other one of R 19a and R 19e is a hydrogen, alkyl, hydroxyl alkyl or attached to an amino group through a linker; and

(iii) R 19b and R 19f are each independently a hydrogen, alkyl, hydroxyl alkyl or a linker group with a primary, secondary or tertiary amino group attached; and

(iv) the total number of amino groups attached to R 19a , R 19b , R 19e , and R 19f is 1-4, and wherein the amino groups can be primary, secondary, or tertiary.

2. The hair color composition of claim 1 , wherein the one or more direct dye compounds each comprise two incipient cations.

3. The hair color composition of claim 1 , wherein the one or more direct dye compounds each has a molecular weight of less than about 1,000 g/mol.

4. The hair color composition of claim 1 , wherein the hair color composition has a of from about 9 to about 11.

5. The hair color composition of claim 1 , wherein the hair color composition has a pH of from about 7 to about 9.

6. The hair color composition of claim 1 , wherein an oxidizing agent is applied before or during the application of the hair color composition.

7. The hair color composition of claim 6 , wherein the oxidizing agent is selected from the group consisting of peroxides, perborates, percarbonates, persulfates, oxidant generating enzymes, oxidant generating substrates, and combinations thereof.

8. The hair color composition of claim 1 , wherein the a color composition further comprises one or more oxidation dyes.

9. hair color kit comprising the hair color composition of claim 1 .

Assignments (11)
INTELLECTUAL PROPERTY SECURITY AGREEMENT (PATENTS) Recorded Dec 29, 2021
From: COTY INC.; CALVIN KLEIN COSMETIC CORPORATION; COTY US LLC; COTY BRANDS MANAGEMENT INC.; O P I PRODUCTS, INC.; NOXELL CORPORATION; THE WELLA CORPORATION
To: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS COLLATERAL AGENT
Reel/Frame 058610/0645 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (PATENTS) Recorded Aug 6, 2021
From: COTY INC.; CALVIN KLEIN COSMETIC CORPORATION; COTY US LLC; COTY BRANDS MANAGEMENT INC.; O P I PRODUCTS, INC.; NOXELL CORPORATION; THE WELLA CORPORATION
To: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS COLLATERAL AGENT
Reel/Frame 057112/0639 →
SECURITY INTEREST Recorded Jun 17, 2021
From: COTY INC.; CALVIN KLEIN COSMETIC CORPORATION; COTY US LLC; COTY BRANDS MANAGEMENT INC.; O P I PRODUCTS, INC.; NOXELL CORPORATION; THE WELLA CORPORATION
To: DEUTSCHE BANK TRUST COMPANY AMERICAS
Reel/Frame 057261/0788 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded May 7, 2021
From: COTY INC.; CALVIN KLEIN COSMETIC CORPORATION; COTY US LLC; COTY BRANDS MANAGEMENT INC.; O P I PRODUCTS, INC.; GRAHAM WEBB INTERNATIONAL, INC.; NOXELL CORPORATION; THE WELLA CORPORATION
To: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS COLLATERAL AGENT
Reel/Frame 056179/0322 →
RELEASE OF SECURITY INTEREST Recorded Apr 16, 2018
From: JPMORGAN CHASE BANK, N.A.
To: NOXELL CORPORATION
Reel/Frame 045950/0161 →
SECURITY INTEREST Recorded Jun 29, 2017
From: NOXELL CORPORATION
To: JPMORGAN CHASE BANK N.A.
Reel/Frame 043340/0685 →
CORRECTIVE ASSIGNMENT TO CORRECT THE THE NAME OF ASSIGNOR PREVIOUSLY RECORDED ON REEL 040437 FRAME 0133. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Dec 15, 2016
From: THE PROCTER AND GAMBLE COMPANY
To: GALLERIA CO.
Reel/Frame 040941/0637 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 20, 2016
From: GALLERIA CO.
To: NOXELL CORPORATION
Reel/Frame 040436/0438 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 20, 2016
From: PROCTER AND GAMBLE COMPANY
To: GALLERIA CO.
Reel/Frame 040437/0133 →
IP SECURITY AGREEMENT Recorded Oct 4, 2016
From: NOXELL CORPORATION
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 040224/0630 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 17, 2016
From: ZHANG, GUIRU (NMN); MURPHY, BRYAN PATRICK; TORGERSON, PETER MARTE
To: THE PROCTER & GAMBLE COMPANY
Reel/Frame 038013/0652 →