Cosmetic compositions containing oxazoline functionalized polymers and compound having at least one nucleophilic site capable of reacting with the at least one oxazoline functionalized compounds

Patent metadata

Field	Value
Publication number	US-11135151-B2
Application number	US-201816118669-A
Country	US
Kind code	B2
Filing date	Aug 31, 2018
Priority date	Aug 31, 2018
Publication date	Oct 5, 2021
Grant date	Oct 5, 2021

Abstract

Disclosed are compositions, systems and methods for treating keratinous fibers such as hair. The compositions and systems comprise an oxazoline functionalized polymer and a compound having at least one nucleophilic site capable of reacting with the at least one oxazoline functionalized compound and chosen from hydroxyl group-containing compounds, thiol group-containing compounds, and a mixture thereof. The compositions and methods are employed to improve the quality of the keratinous fibers.

First claim

The invention claimed is:

1. A composition for treatment of keratinous fibers comprising:
at least one oxazoline functionalized polymer; and
at least one compound having at least one nucleophilic site capable of reacting with the at least one oxazoline functionalized compound and chosen from hydroxyl group-containing compounds, thiol group-containing compounds, or a mixture thereof;
wherein the at least one oxazoline functionalized polymer is a reactive polymer comprising an oxazoline group capable of reacting with a chemical functional group of another substance or compound through a ring-opening reaction; and
wherein the at least one oxazoline functionalized polymer is formed by polymerizing monomers having an oxazoline-type functional group of the following formula (I):

wherein in formula (I), R 1 , R 2 , R 3 , and R 4 represent, independently of each other, hydrogen, a halogen, an alkyl, an aryl, alkoxyalkyl, or alkoxyaryl; and R 5 is an organic group bearing a radical polymerizable vinyl bond.

2. The composition according to claim 1 , wherein the at least one oxazoline functionalized polymer is chosen from a waterborne crosslinker polymer, a granule type, or a mixture thereof.

3. The composition according to claim 2 , wherein the at least one oxazoline functionalized polymer is a waterborne crosslinker polymer chosen from acrylic-based oxazoline functionalized polymers, styrene/acrylic-based oxazoline functionalized polymers, or a mixture thereof.

4. The composition according to claim 1 , wherein the compound having at least one nucleophilic site capable of reacting with the at least one oxazoline functionalized compound includes a hydroxyl group-containing compound chosen from hydroxyl group-containing organosiloxanes, polysaccharides having one or more hydroxyl groups, phenolic compounds, or a mixture thereof.

5. The composition according to claim 1 , wherein the compound having at least one nucleophilic site capable of reacting with the at least one oxazoline functionalized compound is a hydroxyl group-containing compound chosen from dimethiconol, tocopherol, curcumin, or a mixture thereof.

6. The composition according to claim 1 , wherein the compound having at least one nucleophilic site capable of reacting with the at least one oxazoline functionalized compound includes a thiol-group containing compound chosen from silicones functionalized with mercapto or thiol groups.

7. The composition according to claim 6 , wherein the silicones functionalized with mercapto or thiol groups are chosen from silicones having one or more mercapto or thiol groups lying at the ends of the main chain, silicones having one or more mercapto pendant groups, silicones having one or more mercapto or thiol groups lying at the ends of the main chain and having one or more mercapto pendant groups, or a mixture thereof.

8. The composition according to claim 1 , wherein the compound having at least one nucleophilic site capable of reacting with the at least one oxazoline functionalized compound is a thiol group-containing compound chosen from (Mercaptopropyl) Methylsiloxane]-Dimethylsiloxane copolymer.

9. The composition according to claim 1 , wherein the at least one oxazoline functionalized polymer is present in a concentration, by weight, of from about 0.1% to about 20%, based on the total weight of the composition.

10. The composition according to claim 1 , wherein the at least one compound having at least one nucleophilic site capable of reacting with the at least one oxazoline functionalized compound is present in a concentration, by weight, of from about 0.001% to about 20%, based on the total weight of the composition.

11. The composition according to claim 1 , wherein the mole ratio of the oxazoline group(s) of the at least one oxazoline functionalized polymer to the hydroxyl group(s) or thiol group(s) of the at least one compound having at least one nucleophilic site capable of reacting with the at least one oxazoline functionalized compound is from between about 1:400 to about 400:1.

12. The composition according to claim 1 , wherein the mole ratio of the oxazoline group(s) of the at least one oxazoline functionalized polymer to the hydroxyl group(s) or thiol group(s) of the at least one compound having at least one nucleophilic site capable of reacting with the at least one oxazoline functionalized compound is greater than 1.

13. The composition according to claim 1 , wherein the mole ratio of the oxazoline group(s) of the at least one oxazoline functionalized polymer to the hydroxyl group(s) or thiol group(s) of the at least one compound having at least one nucleophilic site capable of reacting with the at least one oxazoline functionalized compound is less than 1.

14. The composition according to claim 1 , wherein the keratinous fibers include hair.

15. The composition according to claim 1 , further comprising a solvent selected from water, organic solvents, or a mixture thereof.

16. The composition according to claim 1 , wherein the keratinous fibers include hair, and wherein the composition is formed in-situ on the hair from a step-wise application on the hair of a first treatment composition comprising at least one oxazoline functionalized polymer and a solvent, and a second treatment composition comprising at least one compound having at least one nucleophilic site capable of reacting with the at least one oxazoline functionalized compound and a solvent, wherein the solvents in the first and second treatment compositions are independently chosen from water, organic solvents, or a mixture thereof.

17. The composition according to claim 1 , wherein the composition includes amounts of each of the oxazoline functionalized polymer and the compound having at least one nucleophilic site capable of reacting with the at least one oxazoline functionalized compound chosen from hydroxyl group-containing compounds, thiol group-containing compounds, or a mixture thereof sufficient to impart to the keratinous fibers after application thereto, one or more of hydrophobicity, manageability, and frizz control.

18. The composition according to claim 17 , wherein the hydrophobicity imparted to the keratinous fibers includes a contact angle of greater than 50°.

19. The composition according to claim 17 , wherein the hydrophobicity imparted to the keratinous fibers includes a contact angle of greater than 70°.

20. The composition according to claim 17 , wherein the hydrophobicity imparted to the keratinous fibers confers high humidity curl retention after a period of exposure to humidity ranging from about 40% to 90%.

21. The composition according to claim 17 , wherein the hydrophobicity imparted to the keratinous fibers is durable even after one or more wash cycles.

22. A method of treating keratinous fibers, comprising applying onto keratinous fibers a treatment composition;
wherein the treatment composition comprises:
at least one oxazoline functionalized polymer; and
at least one compound having at least one nucleophilic site capable of reacting with the at least one oxazoline functionalized compound and chosen from hydroxyl group-containing compounds, thiol group-containing compounds, or a mixture thereof;

wherein the at least one oxazoline functionalized polymer is a reactive polymer comprising an oxazoline group capable of reacting with a chemical functional group of

Assignees

• Oreal

Inventors

• Nguyen Nghi Van
• Singer Jim
• Zhou Xianzhi
• Haghpanah Jennifer
• Shaw Charles

Classifications

• A61K2800/884

  Sequential application · CPC title

• A61K8/678

  Tocopherol, i.e. vitamin E · CPC title

• A61Q5/002

  Preparations for repairing the hair, e.g. hair cure · CPC title

• A61Q5/12

  Preparations containing hair conditioners · CPC title

• A61K8/892

  modified by a hydroxy group, e.g. dimethiconol · CPC title