Polymeric compositions for personal care products

Patent metadata

Field	Value
Publication number	US-9233063-B2
Application number	US-96775210-A
Country	US
Kind code	B2
Filing date	Dec 14, 2010
Priority date	Dec 17, 2009
Publication date	Jan 12, 2016
Grant date	Jan 12, 2016

Abstract

A polymeric composition is disclosed for use in personal care products. The composition is, at room temperature, a solid solution of a long-chain alcohol having ten to fifty carbon atoms and a polyalkyl[meth]acrylate polymer having some alkyl side chains pendant the ester group having ten to thirty carbon atoms and other alkyl side chains pendant the ester group having one to eight carbon atoms. The polymer can be formed by a transesterification reaction of a polyalkyl[meth]acrylate and the long chain alcohol in the presence of a catalyst.

First claim

The invention claimed is:

1. A composition comprising:
an alcohol having the composition R′OH; and
a polyalkyl[meth]acrylate having a repeating unit:

wherein
Z is hydrogen or a methyl group,
X, independently for each repeating unit, is R or R′,
R is an alkyl group having 1 to 8 carbon atoms,
R′ is an alkyl group having 10 to 30 carbon atoms, and
n is an integer such that the composition has a weight average molecular weight in the range of about 10,000 to about 250,000 g/mol,

wherein repeating units of the polyalkyl[meth]acrylate in which X is R′ make up about 60 to about 99.5 mol % of the total number of repeating units n and repeating units of the polyalkyl[meth]acrylate in which X is R make up about 0.5 to about 40 mol % of the total number of repeating units n, and
wherein R′OH is present in the range of about 0.5 to about 40 mol % relative to the total number of repeating units n.

2. The composition of claim 1 , wherein R is a straight chain alkyl group having 1 to 4 carbon atoms.

3. The composition of claim 1 , wherein R′ is a straight chain alkyl group having 16 to 22 carbon atoms.

4. The composition of claim 1 , wherein R′ is a stearyl or behenyl group.

5. The composition of claim 1 , wherein the alcohol is about 0.5 to about 20 mol % relative to the total number of repeating units n, the repeating units in which X is R′ are about 80 to about 99.5 mol % of the total number of repeating units n, and the repeating units in which X is R are about 0.5 to about 20 mol % of the of the total number of repeating units n.

6. The composition of claim 1 , wherein R is a straight chain alkyl group having 1 to 4 carbon atoms and R′ is a straight chain alkyl group having 16 to 22 carbon atoms.

7. A compositon of claim 1 wherein the substituted polyalkyl[meth]acrylate is a product made by a transesterification process comprising:
(a) reacting an alcohol with a polyalkyl[meth]acrylate having a repeating unit A, optionally in a solvent, in the presence of a catalyst to form a substituted alcohol and a substituted polyalkyl[meth]acrylate having a repeating unit B according to the following reaction scheme:

wherein
Z is hydrogen or a methyl group,
R is a straight chain alkyl group having 1 to 8 carbon atoms,
R′ is a straight chain alkyl group having 10 to 30 carbon atoms, and
(b) removing the substituted alcohol ROH and any solvent from the reaction product to form a composition consisting essentially of the alcohol R′OH and the substituted polyalkyl[meth]acrylate, wherein the composition formed includes a polyalkyl[meth]acrylate in which about 60 to about 99.5 mol % of the repeating units are repeating unit B, about 0.5 to about 40 mol % of the repeating units are repeating unit A, and the alcohol R′OH is present in the range of about 0.5 to about 40 mol % relative to the total number of repeating units A and B, the composition having a weight average molecular weight in the range of about 10,000 to about 250,000 g/mol.

8. The solid solution of claim 7 wherein the solvent comprises at least one member selected from the group consisting of toluene, xylene, decane, diglyme; and acetonitriles.

9. A composition comprising:
an alcohol having the composition R′OH; and
a polyalkyl[meth]acrylate consisiting of the following repeating unit:

wherein
Z is hydrogen or a methyl group,
X, independently for each repeating unit, is R or R′,
R is a straight chain alkyl group having 1 to 4 carbon atoms,
R′ is a straight chain alkyl group having 18 or 22 carbon atoms, and
n is an integer such that the composition has a weight average molecular weight in the range of about 40,000 to about 250,000 g/mol,

wherein repeating units of the polyalkyl[meth]acrylate in which X is R′ make up about 60 to about 99.5 mol % of the total number of repeating units n and repeating units of the polyalkyl[meth]acrylate in which X is R make up about 0.5 to about 40 mol % of the total number of repeating units n, and
wherein R′OH is present in the range of about 0.5 to about 40 mol % relative to the total number of repeating units n.

10. A personal care product comprising
a cosmetic base media; and
about 0.1% to about 20% by weight of a compound comprising:
an alcohol having the composition R′OH; and
a polyalkyl[meth]acrylate consisting of a repeating unit:

wherein
Z is hydrogen or a methyl group,
X, independently for each repeating unit, is R or R′,
R is an alkyl group having 1 to 8 carbon atoms,
R′ is an alkyl group having 10 to 30 carbon atoms,
n is an integer such that the compound has a weight average molecular weight in the range of about 10,000 to about 250,000, and
wherein repeating units of the polyalkyl[meth]acrylate in which X is R′ make up about 60 to about 99.5 mol % of the total number of repeating units n and repeating units of the polyalkyl[meth]acrylate in which X is R make up about 0.5 to about 40 mol % of the total number of repeating units n, and
wherein R′OH is present in the range of about 0.5 to about 40 mol % relative to the total number of repeating units n.

11. The personal care product of claim 10 , wherein the cosmetic media comprises a cosmetic oil.

12. The personal care product of claim 11 , wherein the cosmetic oil comprises an oil-base emollient.

13. The personal care product of claim 11 , further comprising an emulsifier and water.

14. The personal care product of claim 11 , further comprising an emulsifier and water, wherein the personal care product is a water-in-oil emulsion.

15. The personal care product of claim 11 , further comprising an emulsifier and water, wherein the personal care product is an oil-in-water emulsion.

16. The personal care product of claim 11 , further comprising an active ingredient.

17. The personal care product of claim 10 , further comprising a surfactant or foam booster.

18. The personal care product of claim 11 , wherein the product is an anhydrous product selected from the group consisting of thickened anhydrous oils, anhydrous hair care products, anhydrous sunscreen, anhydrous antiperspirant deodorants, and color cosmetics.

19. The personal care product of claim 11 , wherein the product is a water-in-oil emulsion selected from the group consisting of skin moisturizers, sunscreens, and antiperspirant deodorants.

20. The personal care product of claim 11 , wherein the product is an oil-in-water emulsion selected from the group consisting of skin moisturizers, sunscreens, and hair styling products.

21. The personal care product of claim 10 , wherein the personal care product is selected from the group consisting of coloring shampoos, hair sprays, shampoos, hair styling products, facial cleaners, body cleansers, fragrances and body odor products.

22. The product of claim 10 further comprising at least one member selected from the group consisting of ethanol, propylene glycol, 1,3 butylene glycol and dipropylene glycol.

23. A solid so

Assignees

• Lal Gauri Sankar
• Goddard Richard Joseph
• Noor Mussarat
• Air Prod & Chem

Inventors

• Lal Gauri Sankar
• Goddard Richard Joseph
• Noor Mussarat

Classifications

• A61Q5/06

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

• A61K8/8152 Primary

  Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers · CPC title

• A61Q19/00

  Preparations for care of the skin · CPC title

• A61Q17/04

  Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations · CPC title

• A61K8/342

  Alcohols having more than seven atoms in an unbroken chain · CPC title