Use of benzotriazole derivatives for photostabilisation
Use of benzotriazole derivatives of formula (1), wherein R 1 is C 1 -C 30 alkyl; C 1 C 5 alkoxy; C 1 -C 5 alkoxycarbonyl; C 5 -C 7 cycloalkyl; C 6 -C 10 aryl; aralkyl; —SO 3 M; a radical of formula (1 a ) R 3 is hydrogen; C 1 C 5 alkyl; C 1 C 5 alkoxy; halogen, preferably Cl; or hydroxy; R 4 and R 5 are each independently of the other hydrogen; or d-C 5 alkyl; m is 1 or 2; n is O or 1; if m=1, R 2 is hydrogen; unsubstituted or phenyl-substituted d-C 1 -C 12 alkyl; or C 6 -C 10 aryl; if m=2, R2 is the direct bond; or —(CH 2 ) p —; and p is 1 to 3; for enhancing the photostability of cosmetic or dermatologic compositions comprising at least one further organic UV absorber.
1. A method for enhancing the photostability of cosmetic or dermatologic compositions comprising adding to said compositions an effective stabilizing amount of benzotriazole derivatives of formula
wherein
R 1 is a random statistical mixture of at least three isomeric branched secondary alkyl groups each having 8 to 30 carbon atoms and having the formula
E 1 is a straight-chain C 1 -C 14 alkyl;
E 2 is a straight-chain C 4 -C 15 alkyl; wherein the total number of carbon atoms in E 1 plus E 2 is from 7 to 29; and
R 2 is C 1 -C 5 alkyl;
wherein said compositions further comprise at least one further organic UV absorbers which are a combination of at least one of cinnamic acid derivatives and at least one of dibenzoylmethane derivatives.
2. A method according to claim 1 , wherein the benzotriazole is of formula
3. A method according to claim 1 , wherein the benzotriazole derivative is used in amounts from 0.1 to 20% based on total weight of the cosmetic or dermatological sun screen formulations.
4. A method according to claim 1 wherein the cinnamic acid derivatives are selected from the group consisting of isopentyl p-methoxycinnamate, 2-ethylhexyl 4-methoxycinnamate and ethylhexyl methoxycinnamate.
5. A method according to claim 1 wherein the dibenzoylmethane derivative is selected from the group consisting of formula
6. A cosmetic or dermatological composition comprising
(a) 0.1 to 5 weight % of a dibenzoylmethane derivative, based on the total weight of the composition;
(b) 0.1 to 10 weight % of a cinnamic acid derivative, based on the total weight of the composition;
(c) a benzotriazole derivative of formula (3)
in an amount which is sufficient to stabilize components (a) and (b),
wherein
R 1 is a random statistical mixture of at least three isomeric branched secondary alkyl groups each having 8 to 30 carbon atoms and having the formula
E 1 is a straight-chain C 1 -C 14 alkyl;
E 2 is a straight-chain C 4 -C 15 alkyl; wherein the total number of carbon atoms in E 1 plus E 2 is from 7 to 29; and
R 2 is C 1 - 0 5 alkyl;
(d) optionally further UV absorbers; and
a cosmetically acceptable carrier.
7. A composition according to claim 6 , wherein
R 1 is C 8 -C 16 alkyl.
8. A composition according to claim 6 , wherein the benzotriazole is of formula
9. A composition according to claim 6 , wherein the benzotriazole derivative is used in amounts from 0.1 to 20% based on total weight of the cosmetic or dermatological sun screen formulations.
10. A composition according to claim 6 wherein the cinnamic acid derivatives are selected from the group consisting of isopentyl p-methoxycinnamate, 2-ethylhexyl 4-methoxycinnamate and ethylhexyl methoxycinnamate.
11. A composition according to claim 6 wherein the dibenzoylmethane derivative is selected from the group consisting of formula
12. The composition according to claim 6 wherein a) is
b) is 2-ethylhexyl 4-methoxycinnamate and
c) is