# US 2013/0156716 A1 · Compositions for dyeing keratin fibers

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- Number: US 2013/0156716 A1
- Document ID: US20130156716A1
- Status: Published application
- Kind: A1
- Application number: 13/818,317
- Filed: 2011-09-07
- Published: 2013-06-20
- Earliest claimed: 2010-09-07
- Assignees: Segetis, Inc.
- Inventors: Dorie J. Yontz
- Web page: https://patentgrep.com/patent/US20130156716A1

## CPC

- A61K 8/4973: {with oxygen as the only hetero atom}
- A61Q 5/065: {Preparations for temporary colouring the hair, e.g. direct dyes}
- A61Q 5/10: Preparations for permanently dyeing the hair
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS

## Abstract

Disclosed herein are compositions for dyeing keratin fibers, methods of manufacture thereof and articles comprising the same.

## Claims

### Claim 1

A keratin fiber dyeing composition comprising:
at least one colorant,
at least one solvent, and
a ketal adduct of formula (1)
wherein
R1 is C1-6 alkyl,
R2 is hydrogen or C1-3 alkyl,
each R3, R4, and R5 is independently hydrogen or C1-6 alkyl,
R6 is hydrogen or C1-6 alkyl, or hydroxymethyl,
R7 is hydrogen, C1-6 alkyl, C1-6 alkyl substituted with up to four OR8 groups wherein R8 is hydrogen, C1-6 alkyl, or acetyl,
a is 0-3, and
b is 0-1.

### Claim 2 (depends on 1)

The composition of claim 1, wherein R1 is C1-6 straight chain or branched alkyl, R2 is methyl, each R3, R4, and R5 is independently hydrogen or C1-3 alkyl, R6 is hydrogen, C1-3 alkyl, or hydroxymethyl, R7 is hydrogen, C1-3 alkyl, or C1-4 alkyl substituted with up to four —OR8 groups wherein R8 is hydrogen or a C1-3 alkyl group, a is 1-3, and b is 0-1.

### Claim 3 (depends on 1)

The composition of claim 1, wherein each R1 and R4 is independently C1-6 straight chain or branched alkyl, each R2 and R3 is independently hydrogen or C1-3 alkyl, each R6, R7, R10, and R11 is independently hydrogen, C1-4 alkyl, C1-6 hydroxyalkylene, or C1-6 alkyl substituted with up to four hydroxy groups, each R8 and R9 is independently hydrogen, hydroxyl, C1-4 alkyl, or C1-4 hydroxyalkyl, a is 1-3, and b is 0-1.

### Claim 4 (depends on 1)

The composition of claim 1, wherein R1 is C1-4 alkyl, R2 is methyl, R3 is hydrogen, R6 is hydrogen, C1-3 alkyl, or hydroxymethyl, R7 is hydrogen, C1-3 alkyl, or C1-4 alkyl substituted with up to four —OR8 groups wherein R8 is hydrogen or a C1-3 alkyl group, a is 2-3, and b is 0.

### Claim 5 (depends on 1)

The composition of claim 1, wherein R1 is C1-4 alkyl or acetyl, R2 is methyl, R3 is hydrogen, R6 is hydrogen, methyl, ethyl, or —CH2OH, R7 is methyl, ethyl, —CH2OH, —CH2OCH3, —CH2OCH2CH3, —CH(OH)CH2OH, or —(CH(OH))3CH2OH, a is 2, and b is 0.

### Claim 6 (depends on 1)

The composition of claim 1, wherein the ketal adduct is of formula (1a):
wherein R1 is a C1-4 alkyl, and R9 is hydrogen or C1-4 alkyl.

### Claim 7 (depends on 1)

The composition of claim 1, wherein the ketal adduct is of formula (1b)
wherein R1 is a C1-4 alkyl.

### Claim 8 (depends on 1)

The composition of claim 1, wherein the solvent is water, alcohol, glycol, or mixtures thereof.

### Claim 9 (depends on 1)

The composition of claim 1, wherein the solvent is water, ethanol, propanol, butanol, isopropylalcohol, benzyl alcohol, butoxydiglycol, 1,2 propane diol, 1,3 propane diol, ethoxydiglycol, hexylene glycol, and dipropylene glycol, triethylene glycol, hexylene glycol, diethylene glycol, ethylene glycol, 1,3-butylene glycol, or 1,2-butylene glycol.

### Claim 10 (depends on 1)

The composition of claim 1, further comprising a cosolvent.

### Claim 11 (depends on 10)

The composition of claim 10, wherein the cosolvent is different from the solvent and is water, ethanol, propanol, butanol, isopropylalcohol, benzyl alcohol, butoxydiglycol, 1,2 propane diol, 1,3 propane diol, ethoxydiglycol, hexylene glycol, and dipropylene glycol, triethylene glycol, hexylene glycol, diethylene glycol, ethylene glycol, propylene glycol, 1,3-butylene glycol, or 1,2-butylene glycol.

### Claim 12 (depends on 1)

The composition of claim 1, further comprising at least one component selected from at least one oxidizing agent, at least one carbonate ion source, at least one alkalizing agent, at least one pH buffer, at least one radical scavenger, at least one surfactant, at least one gel network thickener, at least one polymer, at least one conditioning agent, at least one chelant, or at least one auxiliary agent.

### Claim 13 (depends on 12)

The composition of claim 12, wherein the at least one auxiliary agent is an amino acid, a protein, a cationic conditioner, a cationic polymer, a wax, an antioxidant, a vitamin, an alpha hydroxy acid, a beta hydroxy acid, an alpha ketoacid, an antibacterial agent, a preservative, a perfume, a sequestering agent, an anti-dandruff agent, a botanical extract, a skin protectant, or mixtures thereof.

### Claim 14

A keratin fiber dyeing composition comprising:
at least one hair colorant and
a ketal adduct of formula (1)
wherein
R1 is C1-6 straight chain or branched alkyl,
R2 is hydrogen or C1-3 alkyl,
each R3, R4, and R5 is independently hydrogen or C1-6 straight chain or branched alkyl,
R6 is hydrogen or C1-6 straight chain or branched alkyl, or hydroxymethyl,
R7 is hydrogen, C1-6 straight chain or branched alkyl, C1-6 alkyl substituted with up to four OR8 groups wherein R8 is hydrogen, C1-6 straight chain or branched alkyl, or acetyl,
a is 0-3, and
b is 0-1.

### Claim 15 (depends on 14)

The composition of claim 14, wherein R1 is C1-6 alkyl, R2 is methyl, each R3, R4, and R5 is independently hydrogen or C1-3 alkyl R6 is hydrogen, C1-3 alkyl, or hydroxymethyl, R7 is hydrogen, C1-3 alkyl, or C1-4 alkyl substituted with up to four —OR8 groups wherein R8 is hydrogen or a C1-3 alkyl group, a is 1-3, and b is 0-1.

### Claim 16 (depends on 14)

The composition of claim 14, wherein each R1 and R4 is independently C1-6 alkyl, each R2 and R3 is independently hydrogen or C1-3 alkyl, each R6, R7, R10, and R11 is independently hydrogen, C1-4 alkyl, C1-6 hydroxyalkylene, or C1-6 alkyl substituted with up to four hydroxy groups, each R8 and R9 is independently hydrogen, hydroxyl, C1-4 alkyl, or C1-4 hydroxyalkyl, a is 1-3, and b is 0-1.

### Claim 17 (depends on 14)

The composition of claim 14, wherein R1 is C1-4 alkyl, R2 is methyl, R3 is hydrogen, R6 is hydrogen, C1-3 alkyl, or hydroxymethyl, R7 is hydrogen, C1-3 alkyl, or C1-4 alkyl substituted with up to four —OR8 groups wherein R8 is hydrogen or a C1-3 alkyl group, a is 2-3, and b is 0.

### Claim 18 (depends on 14)

The composition of claim 14, wherein R1 is C1-4 alkyl or acetyl, R2 is methyl, R3 is hydrogen, R6 is hydrogen, methyl, ethyl, or —CH2OH, R7 is methyl, ethyl, —CH2OH, —CH2OCH3, —CH2OCH2CH3, —CH(OH)CH2OH, or —(CH(OH))3CH2OH, a is 2, and b is 0.

### Claim 19 (depends on 14)

The composition of claim 14, wherein the ketal adduct is of formula (1a):
wherein R1 is a C1-4 alkyl, and R9 is hydrogen or C1-4 alkyl.

### Claim 20 (depends on 14)

The composition of claim 14, wherein the ketal adduct is of formula (1b)
wherein R1 is a C1-4 alkyl.

### Claim 21 (depends on 14)

The composition of claim 14, further comprising at least one component selected from at least one oxidizing agent, at least one carbonate ion source, at least one alkalizing agent, at least one pH buffer, at least one radical scavenger, at least one surfactant, at least one gel network thickener, at least one polymer, at least one conditioning agent, at least one chelant, or at least one auxiliary agent.

### Claim 22 (depends on 21)

The composition of claim 21, wherein the at least one auxiliary agent is an amino acid, a protein, a cationic conditioner, a cationic polymer, a wax, an antioxidant, a vitamin, an alpha hydroxy acid, a beta hydroxy acid, an alpha ketoacid, an antibacterial agent, a preservative, a perfume, a sequestering agent, an anti-dandruff agent, or mixtures thereof.