# US 11,304,884 B2 · Methods, compositions and uses relating thereto

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- Number: US 11,304,884 B2
- Document ID: US11304884B2
- Status: Granted
- Kind: B2
- Application number: 16/095,593
- Filed: 2017-04-21
- Published: 2019-03-28
- Granted: 2022-04-19
- Earliest claimed: 2016-04-22
- Assignees: Innospec Limited
- Applicants: Innospec Limited
- Inventors: Tony Gough; Matthew Robert Giles; Kimberley Elizabeth Griffiths; Nicholas John Dixon; Ian Malcolm McRobbie
- Web page: https://patentgrep.com/patent/US11304884B2

## CPC

- A61K 8/342: {Alcohols having more than seven atoms in an unbroken chain}
- A61K 8/33: containing oxygen
- A61Q 5/00: Preparations for care of the hair
- A61Q 5/004: {Preparations used to protect coloured hair}
- A61Q 5/04: Preparations for permanent waving or straightening the hair
- A61Q 5/12: Preparations containing hair conditioners
- C07C 47/19: containing hydroxy groups (sugars C07H)
- 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
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

A method of treating a material, the method comprising contacting the material with a composition comprising an alpha-substituted aldehyde.

## Claims

### Claim 1

A method of treating hair, the method comprising contacting the hair with a composition comprising an alpha-substituted aldehyde of formula II:
wherein X is selected from OH, O(CH2)nA, Cl, Br or F, wherein n is from 1-6 and A is H or OH, and wherein R is an unsubstituted alkyl or alkenyl group having 1-30 carbon atoms.

### Claim 2 (depends on 1)

The method according to claim 1 wherein the hair is selected from the group consisting of a human hair or an animal hair.

### Claim 3 (depends on 2)

The method according to claim 2 wherein the hair is selected from the group consisting of a growing human hair or a growing animal hair.

### Claim 4 (depends on 1)

The method of claim 1 in which said composition comprises two or more alpha substituted aldehydes of formula II.

### Claim 5 (depends on 1)

The method of claim 1 wherein the alpha-substituted aldehyde of formula II is an α-hydroxy aldehyde.

### Claim 6 (depends on 1)

The method of claim 1 wherein the aldehyde of formula II is selected from the group consisting of: 2-hydroxypropanal, 2-hydroxyhexanal, and 2-hydroxyoctanal.

### Claim 7 (depends on 4)

The method of claim 4 in which said composition comprises a first alpha-substituted aldehyde of formula II having less than 10 carbon atoms and a second alpha-substituted aldehyde of formula II having 10 or more carbon atoms.

### Claim 8 (depends on 7)

The method of claim 7 in which the second alpha-substituted aldehyde of formula II is selected from the group consisting of: 2-hydroxydecanal, 2-hydroxydodecanal and 2-hydroxytetradecanal.

### Claim 9 (depends on 7)

The method of claim 7 in which the first alpha-substituted aldehyde of formula II is selected from the group consisting of: 2-hydroxypropanal, 2-hydroxyhexanal, and 2-hydroxyoctanal and the second alpha-substituted aldehyde of formula II is selected from the group consisting of: 2-hydroxydecanal, 2-hydroxydodecanal and 2-hydroxytetradecanal.

### Claim 10 (depends on 1)

The method of claim 1 wherein the composition further comprises an amine salt of a carboxylic acid.

### Claim 11 (depends on 1)

The method of claim 1 wherein the composition further comprises a chelating agent from the group consisting of glutamic acid, N, N-diacetic acid (GLDA), diethylene triamine pentaacetic acid (DTPA), imido disuccinic acid (IDS), ethylene diamine tetraacetic acid (EDTA), ethylene diamine disuccinic acid (EDDS), hydroxyethyl ethylenediaminetriacetic acid (HEDTA), citric acid and mixtures thereof.

### Claim 12 (depends on 1)

The method of claim 1 wherein the composition further comprises a succinimidyl ester.

### Claim 13 (depends on 1)

The method of claim 1 wherein the composition is selected from the group consisting of: a shampoo composition, a conditioning composition, a hair dyeing/colouring composition and a hair styling composition comprising a hair permanent waving composition or a hair straightening/relaxing composition.

### Claim 14 (depends on 10)

The method of claim 10 wherein the composition further comprises 1-30 wt % of one or more surfactants.

### Claim 15 (depends on 2)

The method according to claim 2 in which the composition provides one or more benefits selected from the group consisting of: increased gloss or shine, improved combability, improved strength, increased softness, reduced protein loss, improved thermal durability, increased chemical resistance, increased waviness and increased straightness.

### Claim 16 (depends on 15)

The method according to claim 15 wherein the benefit is temporary, semi-permanent or permanent.