IP Library › Granted Patent US 7,001,591
Granted Patent B1
US 7,001,591 · App. 09/958,638 · Granted Feb 21, 2006

Cosmetic preparations containing silicone compounds and esters of hydroxycarboxylic acids and alk(en)yl oligoglycosides

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Quick Facts
Patent No.
US 7,001,591
App. No.
09/958,638
Granted
Feb 21, 2006
Kind
B1
Abstract

Cosmetic preparations which contain (a) an ester of a hydroxycarboxylic acid and an alk(en)yl oligoglycoside, and (b) a silicone compound; are described. The esters correspond to the general formula (I): wherein X represents a hydrogen or a —CH 2 COOR 3 substituent, Y represents a hydrogen or a hydroxyl substituent, R 1 , R 2 and R 3 each independently represents a substituent selected from the group consisting of hydrogen, alkali metals, alkaline earth metals, ammonium, alkyl ammoniums, hydroxyalkyl ammoniums, glucammonium, and residues of alk(en)yl oligoglycosides; wherein at least one of R 1 , R 2 and R 3 represents a residue of an alk(en)yl oligoglycoside, and with the proviso that, where X represents a —CH 2 COOR 3 group, Y is hydrogen.

Claims (38)

1. A cosmetic preparation comprising:

(a) an ester corresponding to the general formula (I):

wherein X represents a hydrogen or a —CH 2 COOR 3 substituent, Y represents a hydrogen or a hydroxyl substituent, R 1 , R 2 and R 3 each independently represents a substituent selected from the group consisting of hydrogen, alkali metals, alkaline earth metals, ammonium, alkyl ammoniums, hydroxyalkyl ammoniums, glucammonium, and residues of alk(en)yl oligoglycosides corresponding to the general formula (II):

R 4 O—[G] p —  (II)

wherein R 4 represents an alk(en)yl group having from 4 to 22 carbon atoms, G represents a sugar unit containing 5 or 6 carbon atoms and p is a number of from 1 to 10; wherein at least one of R 1 , R 2 and R 3 represents a residue of an alk(en)yl oligoglycoside corresponding to the general formula (II), and with the proviso that, where X represents a —CH 2 COOR 3 group, Y is hydrogen; and

(b) a silicone compound.

2. The cosmetic preparation according to claim 1 , further comprising an unesterified alk(en)yl oligoglycoside corresponding to the general formula (II).

3. The cosmetic preparation according to claim 2 , wherein the unesterified alk(en)yl oligoglycoside is present in an amount of from 1 to 50% by weight, based on the ester and silicone compound combined.

4. The cosmetic preparation according to claim 2 , wherein the unesterified alk(en)yl oligoglycoside is present in an amount of from 5 to 25% by weight, based on the ester and silicone compound combined.

5. The cosmetic preparation according to claim 1 , wherein the ester and the silicone compound are present in a ratio by weight of from 10:90 to 90:10.

6. The cosmetic preparation according to claim 1 , wherein the ester and the silicone compound are present in a ratio by weight of from 25:75 to 75:25.

7. The cosmetic preparation according to claim 6 , further comprising an unesterified alk(en)yl oligoglycoside corresponding to the general formula (II).

8. The cosmetic preparation according to claim 7 , wherein the unesterified alk(en)yl oligoglycoside is present in an amount of from 5 to 25% by weight, based on the ester and silicone compound combined.

9. The cosmetic preparation according to claim 1 , wherein the ester and the silicone compound are present in a combined total amount of from 0.5 to 20% by weight, based on the preparation.

10. The cosmetic preparation according to claim 1 , wherein the ester is a product of a reaction between an alk(en)yl oligoglycoside corresponding to the general formula (II) and a hydroxycarboxylic acid selected from the group consisting of malic acid, tartaric acid, citric acid, and mixtures thereof.

11. The cosmetic preparation according to claim 10 , wherein the ester and the silicone compound are present in a ratio by weight of from 25:75 to 75:25.

12. The cosmetic preparation according to claim 11 , further comprising an unesterified alk(en)yl oligoglycoside corresponding to the general formula (II).

13. The cosmetic preparation according to claim 12 , wherein the unesterified alk(en)yl oligoglycoside is present in an amount of from 5 to 25% by weight, based on the ester and silicone compound combined.

14. A cosmetic preparation comprising:

(a) an ester which is a reaction product of an alk(en)yl oligoglycoside

and a hydroxycarboxylic acid selected from the group consisting of malic acid, tartaric acid, citric acid, and mixtures thereof; the ester corresponding to the general formula (I):

wherein X represents a hydrogen or a —CH 2 COOR 3 substituent, Y represents a hydrogen or a hydroxyl substituent, R 1 , R 2 and R 3 each independently represents a substituent selected from the group consisting of hydrogen, alkali metals, alkaline earth metals, ammonium, alkyl ammoniums, hydroxyalkyl ammoniums, glucammonium, and residues of alk(en)yl oligoglycosides corresponding to the general formula (II):

R 4 O—[G] p —  (II)

wherein R 4 represents an alk(en)yl group having from 8 to 16 carbon atoms, G represents a sugar unit containing 6 carbon atoms and p is a number of from 1 to 3; wherein at least one of R 1 , R 2 and R 3 represents a residue of an alk(en)yl oligoglycoside corresponding to the general formula (II), and with the proviso that, where X represents a —CH 2 COOR 3 group, Y is hydrogen; and

(b) a silicone compound; and

(c) an unesterified alk(en)yl oligoglycoside corresponding to the general formula (II), present in an amount of from 5 to 25% by weight, based on the ester and silicone compound combined;

wherein the ester and the silicone compound are present in a ratio by weight of from 25:75 to 75:25.

15. A method of preparing a cosmetic emulsion, said method comprising:

(a) providing a silicone compound;

(b) providing an ester corresponding to the general formula (I):

wherein X represents a hydrogen or a —CH 2 COOR 3 substituent, Y represents a hydrogen or a hydroxyl substituent, R 1 , R 2 and R 3 each independently represents a substituent selected from the group consisting of hydrogen, alkali metals, alkaline earth metals, ammonium, alkyl ammoniums, hydroxyalkyl ammoniums, glucammonium, and residues of alk(en)yl oligoglycosides corresponding to the general formula (II):

R 4 O—[G] p —  (II)

wherein R 4 represents an alk(en)yl group having from 4 to 22 carbon atoms, G represents a sugar unit containing 5 or 6 carbon atoms and p is a number of from 1 to 10; wherein at least one of R 1 , R 2 and R 3 represents a residue of an alk(en)yl oligoglycoside corresponding to the general formula (II), and with the proviso that, where X represents a —CH 2 COOR 3 group, Y is hydrogen; and

(c) mixing the silicone compound and the ester together to form an emulsion.

16. The method according to claim 15 , wherein the ester further comprises an unesterified alk(en)yl oligoglycoside corresponding to the general formula (II).

17. The method according to claim 15 , wherein the unesterified alk(en)yl oligoglycoside is present in an amount of from 5 to 25% by weight, based on the ester and silicone compound combined.

18. The method according to claim 15 , wherein the ester and the silicone compound are mixed in a ratio by weight of from 25:75 to 75:25.

19. The method according to claim 15 , wherein the ester is a product of a reaction between an alk(en)yl oligoglycoside corresponding to the general formula (II) and a hydroxycarboxylic acid selected from the group consisting of malic acid, tartaric acid, citric acid, and mixtures thereof.