Shaping keratin fibres using 2-oxazolidinone compounds

Patent metadata

Field	Value
Publication number	US-2016367459-A1
Application number	US-201615185419-A
Country	US
Kind code	A1
Filing date	Jun 17, 2016
Priority date	Jun 18, 2015
Publication date	Dec 22, 2016
Grant date	—

Abstract

Described herein is a method for shaping keratin fibres including (i) providing a crosslinking composition, wherein the crosslinking composition includes a 2-oxazolidinone compound, a photocatalyst being a hydroxy-substituted aromatic compound, and a cosmetically acceptable carrier; (ii) applying the crosslinking composition to keratin fibres; and (iii) mechanically shaping the keratin fibres with an appliance at a temperature of from about 80° C. to about 180° C. while exposing the crosslinking composition to electromagnetic radiation having a wavelength of from about 300 nm to about 750 nm.

First claim

What is claimed is:

1 . A method for shaping keratin fibres comprising:
(a) providing a crosslinking composition, wherein the crosslinking composition comprises:
(i) a 2-oxazolidinone having the structure:

wherein:
R 1 and R 2 independently of one another are selected from hydrogen, hydroxyl, phenyl, and C 1 -C 6 -alkyl;
R 3 is selected from hydrogen, C 1 -C 12 -alkyl, N-hydroxy-(C 2 -C 6 )-alkyl, C 1 -C 12 -alkenyl, and C 6 -C 12 -aryl; and
R 4 and R 5 independently of one another are selected from C 1 -C 12 -alkyl, C 1 -C 12 -alkenyl, C 6 -C 12 -aryl, C 1 -C 12 -alkoxy, and hydrogen;
(ii) a photocatalyst, wherein the photocatalyst is a hydroxy-substituted aromatic compound;
(iii) a cosmetically acceptable carrier;
wherein the crosslinking composition has not been exposed to electromagnetic radiation having a wavelength of about 750 nm or less for 30 min or more;

(b) applying the crosslinking composition to keratin fibres; and
(c) mechanically shaping the keratin fibres with an appliance at a temperature of from about 80° C. to about 180° C. while exposing the crosslinking composition to electromagnetic radiation having a wavelength of from about 300 nm to about 750 nm.

2 . The method according to claim 1 , wherein the mechanical shaping of keratin fibres is straightening keratin fibres or curling keratin fibres.

3 . The method according to claim 1 , wherein the temperature of the appliance is from about 80° C. to about 170° C.

4 . The method according to claim 1 , wherein the appliance comprises light-emitting diodes.

5 . The method according to claim 1 , wherein the photocatalyst can be activated to a photo-excited state by excitation with incident radiation with a wavelength from about 300 nm to about 750 nm and wherein the appliance emits radiation having a wavelength from about 300 nm to about 750 nm.

6 . The method according to claim 1 , wherein the hydroxy-substituted aromatic compound is selected from the group consisting of 8-hydroxyquinoline, 4′,5′-dibromofluorescein, Eosin Y, and combinations thereof.

7 . The method according to claim 1 , wherein the crosslinking composition is substantially free of formaldehyde, derivatives of formaldehyde, formalin, and any compound that produces formaldehyde upon heating.

8 . The method according to claim 1 , wherein the method does not comprise a rinsing step.

9 . The method according to claim 1 , wherein the crosslinking composition comprises from about 1% to about 30% N-hydroxyethyl-2-oxazolidinone, by weight of the crosslinking composition.

10 . The method according to claim 1 , wherein the crosslinking composition comprises from about 10% to about 25% N-hydroxyethyl-2-oxazolidinone, by weight of the crosslinking composition.

11 . The method according to claim 1 , wherein the crosslinking composition comprises from about 13% to about 22% N-hydroxyethyl-2-oxazolidinone, by weight of the crosslinking composition.

12 . The method according to claim 1 , wherein the crosslinking composition comprises from about 10% to about 25% of the 2-oxazolidinone, by weight of the crosslinking composition.

13 . The method according to claim 1 , wherein the crosslinking composition comprises from about 15% to about 20% of the 2-oxazolidinone, by weight of the crosslinking composition.

14 . The method according to claim 1 , wherein the crosslinking composition comprises from about 15% to about 20% N-hydroxyethyl-2-oxazolidinone, by weight of the crosslinking composition.

15 . The method according to claim 1 , wherein the crosslinking composition further comprises from about 2% to about 18% of a reducing sugar selected from the group consisting of arabinose, xylose, ribose, and combinations thereof, by weight of the crosslinking composition.

16 . The method according to claim 1 , wherein the crosslinking composition further comprises 1,2-bis(2-maleimidoethoxy)ethane.

17 . A crosslinking composition for shaping keratin fibres comprising:
(i) a 2-oxazolidinone having the structure:

wherein:
R 1 and R 2 independently of one another are selected from hydrogen, hydroxyl, phenyl, and C 1 -C 6 -alkyl;
R 3 is selected from hydrogen, C 1 -C 12 -alkyl, N-hydroxy-(C 2 -C 6 )-alkyl, C 1 -C 12 -alkenyl, and C 6 -C 12 -aryl; and
R 4 and R 5 independently of one another are selected from C 1 -C 12 -alkyl, C 1 -C 12 -alkenyl, C 6 -C 12 -aryl, C 1 -C 12 -alkoxy, and hydrogen;
(ii) a photocatalyst, wherein the photocatalyst is a hydroxy-substituted aromatic compound; and
(iii) a cosmetically acceptable carrier.

18 . The crosslinking composition according to claim 17 , wherein the hydroxy-substituted aromatic compound is selected from the group consisting of 8-hydroxyquinoline, 4′,5′-dibromofluorescein, Eosin Y, and combinations thereof.

19 . The crosslinking composition according to claim 17 , wherein the crosslinking composition is substantially free of formaldehyde, derivatives of formaldehyde, formalin, and any compound that produces formaldehyde upon heating.

20 . The crosslinking composition according to claim 17 , wherein the crosslinking composition comprises from about 10% to about 25% N-hydroxyethyl-2-oxazolidinone, by weight of the crosslinking composition.

Assignees

• Procter & Gamble

Inventors

• Washington Randy Purnell
• Flohr Andreas

Classifications

• A61K8/4926

  having six membered rings · CPC title

• A61K8/60

  Sugars; Derivatives thereof · CPC title

• A61K8/49 Primary

  containing heterocyclic compounds · CPC title

• A61K2800/83

  Electrophoresis; Electrodes; Electrolytic phenomena · CPC title

• A61Q5/06

  Preparations for styling the hair, e.g. by temporary shaping or colouring · CPC title