IP Library Granted Patent US 7,465,438
Granted Patent B2
US 7,465,438 · App. 11/105,837 · Granted Dec 16, 2008

Solubilizing agents/solvents for organic UV filters

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Quick Facts
Patent No.
US 7,465,438
App. No.
11/105,837
Granted
Dec 16, 2008
Kind
B2
Abstract

The invention relates to the use of compounds of the general formula (I) wherein R, R′=H, C 1-5 -hydrocarbon radical, —O—C 1-5 -oxyhydrocarbon radical and are identical or different, R 1 , R 2 , R 3 =H, C 1-5 -hydrocarbon radical and are identical or different, X, Y=—O—; —O—C(O)—; —(O)C—O— and are identical or different, A=A α =—O—C(O)—O—; A β =R 4 —CH 2 C(CH 2 —) 3 , Aγ=—C(H)-isopropyl, R 4 =R 4 δ =—CH 3 ; R 4 ε =—[CH 2 —CH(R 1 )] e —(Y) d —(CH 2 ) c -Ph(R) a , a, b=1 to 5 and are identical or different, c, k=0 to 5 and are identical or different, d, h=0 or 1 and are identical or different, e, g=0 or 1 and are identical or different, f=0 or 1, m=1 to 3, n=0 or 1, as solubilizing agents/solvents for dissolving organic UV filters.

Claims (179)

1. A method of dissolving organic UV filters comprising:

contacting an organic UV filter with at least one compound of the general formula

wherein

R, R′ are the same or different and are H, a C 1-5 -hydrocarbon radical, or a —O—C 1-5 -oxyhydrocarbon radical,

R 1 , R 2 , R 3 are the same or different and are H, or a C 1-5 -hydrocarbon radical,

X, Y are the same or different and are —O—; —O—C(O)—; or —(O)C—O—,

A is A α which is —O—C(O)—O—; A β which is R 4 —CH 2 C(CH 2 —) 3 , or A γ which is —C(H)-isopropyl, where R 4 =R 4 ε =—[CH 2 —CH(R 1 )] e —(Y) d —(CH 2 ) c -Ph(R) a ,

a, b are the same or different and are 1 to 5,

c, k are the same or different and are 0 to 5,

d, h are 1,

e, g are the same or different and are 0 or 1,

f is 0 or 1,

m is 1 to 3, and

n is 1.

2. The method of claim 1 , wherein

R, R′=both H,

R 1 , R 2 , R 3 =—CH 3 ,

X, Y=both —O—,

A=—O—C(O)—O—,

a, b=both 5 or 0,

c, k=0 or 1 or 3 and are identical or different,

d, h=0 or 1 and are identical or different,

e, g=0 or 1 and are identical or different,

f=1,

m=1, and

n=1.

3. The method of claim 1 , wherein

R=H

X, Y=—O—C(O)—; —(O)C—O— and are identical or different;

A=A β =R 4 —CH 2 —C(CH 2 —) 3 , R 4 =R 4 ε =—[CH 2 —CH(R 1 )] e —(Y) d —(CH 2 ) c -Ph(R) a ,

a, b=5 or 0 and are identical or different,

c, k=0,

d, h=1 or 0 and are identical or different,

e, g=0,

f=1,

m=3,

n=0.

4. The method of claim 1 , wherein

R, R′=H,

R 1 , R 2 , R 3 =H, or CH 3 and are identical or different,

X, Y=—O—; —O—C(O)—; —(O)C—O— and are identical or different,

a, b=5,

c, k=0 or 3 and are identical or different

d, h=1,

e, g=0 or 1 and are identical or different,

f=0,

m=1,

n=1.

5. The method of claim 1 , wherein

R, R′=H,

R 1 , R 2 , R 3 =H, or CH 3 and are identical or different,

X, Y=—O—C(O)— or —(O)C—O— and are identical or different

A=A γ =—C(H)-isopropyl,

a, b=5,

c, k=0,

d, h=1,

e, g=0 or 1 and are identical or different,

f=1,

m=1,

n=1.

6. A method of preparing a cosmetic formulation comprising:

contacting an organic UV filter with at least one compound of the following formula

wherein

R, R′ are the same or different and are H, a C 1-5 -hydrocarbon radical, or a —O—C 1-5 -oxyhydrocarbon radical,

R 1 , R 2 , R 3 are the same or different and are H, or a C 1-5 -hydrocarbon radical,

X, Y are the same or different and are —O—; —O—C(O)—; or —(O)C—O—,

A is A α which is —O—C(O)—O—; A β which is R 4 —CH 2 C(CH 2 —) 3 , or A γ which is —C(H)-isopropyl, where R 4 =R 4 ε =—[CH 2 —CH(R 1 )] e —(Y) d —(CH 2 ) c -Ph(R) a ,

a, b are the same or different and are 1 to 5,

c, k are the same or different and are 0 to 5,

d, h are 1,

e, g are the same or different and are 0 or 1,

f is 0 or 1,

m is 1 to 3, and

n is 1.

7. The method of claim 6 , wherein

R, R′=both H,

R 1 , R 2 , R 3 =—CH 3 ,

X, Y=both —O—,

A=—O—C(O)—O—,

a, b=both 5 or 0,

c, k=0 or 1 or 3 and are identical or different,

d, h=0 or 1 and are identical or different,

e, g=0 or 1 and are identical or different,

f=1,

m=1, and

n=1.

8. The method of claim 6 , wherein

R=H

X, Y=—O—C(O)—; —(O)C—O— and are identical or different;

A=A β =R 4 —CH 2 —C(CH 2 —) 3 , R 4 =R 4 ε =—[CH 2 —CH(R 1 )] e —(Y) d —(CH 2 ) c -Ph(R) a ,

a, b=5 or 0 and are identical or different,

c, k=0,

d, h=1 or 0 and are identical or different,

e, g=0,

f=1,

m=3,

n=0.

9. The method of claim 6 , wherein

R, R′=H,

R 1 , R 2 , R 3 =H, CH 3 or 0 and are identical or different,

X, Y=—O—; —O—C(O)—; —(O)C—O— and are identical or different,

a, b=5,

c, k=0 or 3 and are identical or different

d, h=1,

e, g=0 or 1 and are identical or different,

f=0,

m=1,

n=1.

10. The method of claim 6 , wherein

R, R′=H,

R 1 , R 2 , R 3 =H, or CH 3 and are identical or different,

X, Y=—O—C(O)— or —(O)C—O— and are identical or different

A=A γ =—C(H)-isopropyl,

a, b=5,

c, k=0,

d, h=1,

e, g=0 or 1 and are identical or different,

f=1,

m=1,

n=1.

11. A cosmetic formulation comprising an organic UV filter dissolved with at least one compound of the following formula

wherein

R, R′ are the same or different and are H, a C 1-5 -hydrocarbon radical, or a —O—C 1-5 -oxyhydrocarbon radical,

R 1 , R 2 , R 3 are the same or different and are H, or a C 1-5 -hydrocarbon radical,

X, Y are the same or different and are —O—; —O—C(O)—; or —(O)C—O—,

A is A α which is —O—C(O)—O—; A β which is R 4 —CH 2 C(CH 2 —) 3 , or A γ which is —C(H)-isopropyl, where R 4 =R 4 ε =—[CH 2 —CH(R 1 )] e —(Y) d —(CH 2 ) c -Ph(R) a ,

a, b are the same or different and are 1 to 5,

c, k are the same or different and are 0 to 5,

d, h are 1,

e, g are the same or different and are 0 or 1,

f is 0 or 1,

m is 1 to 3, and

n is 1.

12. The cosmetic formulation of claim 11 , wherein

R, R′=both H,

R 1 , R 2 , R 3 =—CH 3 ,

X, Y=both —O—,

A=—O—C(O)—O—,

a, b=both 5 or 0,

c, k=0 or 1 or 3 and are identical or different,

d, h=0 or 1 and are identical or different,

e, g=0 or 1 and are identical or different,

f=1,

m=1, and

n=1.

13. The cosmetic formulation of claim 11 , wherein

R=H

X, Y=—O—C(O)—; —(O)C—O— and are identical or different;

A=A β =R 4 —CH 2 —C(CH 2 —) 3 , R 4 =R 4 ε =—[CH 2 —CH(R 1 )] e —(Y) d —(CH 2 ) c -Ph(R) a ,

a, b=5 or 0 and are identical or different,

c, k=0,

d, h=1 or 0 and are identical or different,

e, g=0,

f=1,

m=3,

n=0.

14. The cosmetic formulation of claim 11 , wherein

R, R′=H,

R 1 , R 2 , R 3 =H, or CH 3 and are identical or different,

X, Y=—O—; —O—C(O)—; —(O)C—O— and are identical or different,

a, b=5,

c, k=0 or 3 and are identical or different

d, h=1,

e, g=0 or 1 and are identical or different,

f=0,

m=1,

n=1.

15. The cosmetic formulation of claim 11 , wherein

R, R′=H,

R 1 , R 2 , R 3 =H, or CH 3 and are identical or different,

X, Y=—O—C(O)— or —(O)C—O— and are identical or different

A=A γ =—C(H)-isopropyl,

a, b=5,

c, k=0,

d, h=1,

e, g=0 or 1 and are identical or different,

f=1,

m=1,

n=1.

Assignments (3)
MERGER Recorded Feb 26, 2014
From: EVONIK GOLDSCHMIDT GMBH
To: EVONIK DEGUSSA GMBH
Reel/Frame 032335/0326 →
CHANGE OF NAME Recorded Feb 22, 2010
From: GOLDSCHMIDT GMBH
To: EVONIK GOLDSCHMIDT GMBH
Reel/Frame 024016/0789 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 14, 2005
From: SCHUNICHT, CHRISTOPH; GRUNING, BURGHARD; GRZEBYK, PAWEL; JENNI, KLAUS
To: GOLDSCHMIDT GMBH
Reel/Frame 016483/0857 →