Solublizing agents for UV filters in cosmetic formulations

Patent metadata

Field	Value
Publication number	US-10449135-B2
Application number	US-201515302750-A
Country	US
Kind code	B2
Filing date	Apr 1, 2015
Priority date	Apr 9, 2014
Publication date	Oct 22, 2019
Grant date	Oct 22, 2019

Abstract

Disclosed is the use of the compounds (A) corresponding to formula

wherein
R 1 represents C 6 -C 24 alkyl; R 2 is hydrogen; or C 1 -C 4 alkyl; R 3 is a radical of formula (1a) *—(CH 2 ) n1 —R 4 R 4 is a heterocyclic or aromatic radical comprising 4 to 6 carbon atoms which can contain from 1 to 3 nitrogen and/or oxygen atoms; n 1 is a number from 0 to 5; or R 2 and R 3 together with the linking nitrogen atom form a heterocyclic radical comprising 4 to 6 carbon atoms which can contain one or more oxygen or nitrogen atoms;

as solubilizing agent for organic UV filters (B) selected from
(B1) benzophenone derivatives, (B2) hydroxyphenyl triazine derivatives; and (B3) trianilino-s-triazine derivatives.

First claim

The invention claimed is:

1. A skin care composition comprising
(A) a solubilizing agent according to formula

wherein
R 1 represents C 6 -C 24 alkyl;
R 2 and R 3 together with the linking nitrogen atom form a 5 or 6 membered heteroaromatic radical which optionally contains one or more nitrogen atoms and said heteroaromatic radical is optionally substituted only by one or more C 1 -C 4 alkyl, and
(B) at least one organic UV filter;
wherein when formula 1 is a 6 membered ring, the at least one organic UV filter is selected from the group consisting of
(B1) benzophenone derivatives,
(B2) hydroxyphenyl triazine derivatives; and
(B3) trianilino-s-triazine derivatives;
and
wherein when formula 1 is a 5 membered ring, the at least one organic UV filter is selected from the group consisting of
(B2) hydroxyphenyl triazine derivatives and
(B3) trianilino-s-triazine derivatives.

2. The composition according to claim 1 , wherein in formula (1) R 1 is C 6 -C 15 alkyl.

3. The composition according to claim 1 , wherein in formula (1) R 1 is n-heptyl.

4. The composition according to claim 1 , wherein in formula (1) R 1 is n-nonyl.

5. The composition according to claim 1 , wherein in formula (1) R 1 is n-undecyl.

6. The composition according to claim 1 , wherein the organic UV filters (B) are present in admixtures of at least two different UV filters.

7. The composition according to claim 1 , wherein the benzophenone derivatives (B1) correspond to the formula

wherein
R 1 and R 2 independently from each other are hydrogen; C 1 -C 20 alkyl; C 3 -C 10 cycloalkyl; or C 3 -C 10 cycloalkenyl, wherein the radicals R 1 and R 2 together with the nitrogen atom, to which they are bonded, may form a 5- or 6-membered ring; and
R 3 is C 1 -C 20 alkyl.

8. The composition according to claim 1 , wherein the benzophenone derivatives (B1) correspond to the formula

9. The composition according to claim 1 , wherein the hydroxyphenyl triazine derivatives (B2) correspond to the formula

wherein
R 1 and R 2 independently from each other are C 1 -C 18 alkyl; and
R 3 is C 1 -C 10 alkoxy.

10. The composition according to claim 9 , wherein the hydroxyphenyl triazine derivatives (B2) correspond to formula

11. The composition according to claim 1 , wherein the trianilino-s-triazine derivatives (B3) correspond to the formula

wherein
R 1 , R 2 and R 3 independently from each other are C 1 -C 20 alkyl, C 6 -C 10 aryl or C 6 -C 10 heteroaryl;
X is O; or NR 4 ; and
R 4 is hydrogen; or C 1 -C 20 alkyl, aryl or heteroaryl.

12. The composition according to claim 11 , wherein the trianilino-s-triazine derivatives (B3) correspond to the formula

13. The skin care composition as claimed in claim 1 , wherein the composition is in the form of a tablet soap, liquid soap, soapless detergent, washing paste, skin emulsion, or skin oil.

14. A cosmetic composition comprising
(A) a solubilizing agent according to formula

wherein
R 1 represents C 6 -C 24 alkyl;
R 2 and R 3 together with the linking nitrogen atom form a 5 or 6 membered heteroaromatic radical which optionally contains one or more nitrogen atoms and said heteroaromatic radical is optionally substituted by one or more C 1 -C 4 alkyl, and
(B) an organic UV filter according to the formula

15. A cosmetic composition comprising
(A) a solubilizing agent according to formula 1, AM-01, or AM-02

wherein
R 1 represents C 6 -C 24 alkyl;
R 2 and R 3 together with the linking nitrogen atom form a morpholine ring, which is optionally substituted by one or more C 1 -C 4 alkyl,
and
(B) an organic UV filter according to the formula

wherein the cosmetic composition optionally comprises an additional organic UV filter selected from the group consisting of (B1) benzophenone derivatives,
(B2) hydroxyphenyl triazine derivatives; and (B3) trianilino-s-triazine derivatives.

16. The composition according to claim 15 , wherein compound (A) corresponds to the compound of formula

17. The composition according to claim 15 , wherein compound (A) corresponds to the compound of formula

18. A cosmetic composition comprising
(A) a solubilizing agent according to the formula

and
(B) at least one organic UV filter selected from the group consisting of
(B1) benzophenone derivatives,
(B2) hydroxyphenyl triazine derivatives; and
(B3) trianilino-s-triazine derivatives.

Assignees

• Basf Se

Inventors

• Dierker Markus
• Giesinger Jochen

Classifications

• A61K8/4946

  Imidazoles or their condensed derivatives, e.g. benzimidazoles · CPC title

• A61K8/4913

  having five membered rings, e.g. pyrrolidone carboxylic acid · CPC title

• A61K8/4926

  having six membered rings · CPC title

• A61K8/42 Primary

  Amides · CPC title

• A61K8/37 Primary

  Esters of carboxylic acids · CPC title