Compounds derived from polyanhydride resins with film-forming, UV-absorbing, and photostablizing properties, compositions containing same, and methods of using the same
View Patent ↗Polymers containing one or more crylene and fluorene moieties attached to the polymer backbone, sunscreen compositions including a mixture of a photoactive compound and a polymer containing one or more crylene and fluorene moieties attached to the polymer backbone are described herein. Also disclosed are methods for stabilizing a sunscreen composition and methods of filtering out ultra-violet light from a substrate by the addition of one or more of the foregoing polymers, and methods of waterproofing and forming a film with one or more of the foregoing polymer are described herein.
1. A method of protecting human skin from ultraviolet radiation comprising topically applying to said skin, in a cosmetically acceptable carrier, a composition comprising a mixture of a photoactive compound, and a compound of formula (I):
wherein R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are the same or different and selected from the group consisting of C 1 -C 30 alkyl, C 1 -C 30 substituted alkyl, C 3 -C 8 cycloalkyl, C 3 -C 8 substituted cycloalkyl, ester, aryl, heteroaryl, heterocycloalkyl, substituted aryl, substituted heteroaryl, substituted heterocycloalkyl, cyano, and amino, e, g, f, and h are each in the range of 0 to 4, m and n are each in the range of 0 to 5000, and the sum of m plus n is at least 1.
2. The method of claim 1 , wherein the Weight-Average Molecular Weight of said compound of formula (1) is in the range of about 30,000 to about 110,000.
3. The method of claim 1 , wherein said compound of formula (I) is present in said composition in an amount in the range of about 0.01% to about 30% by weight of the total weight of the composition.
4. A method of protecting human skin from ultraviolet radiation, comprising topically applying to said skin, in a cosmetically acceptable carrier, a compound of formula (I):
wherein R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are the same or different and selected from the group consisting of C 1 -C 30 alkyl, C 1 -C 30 substituted alkyl, C 3 -C 8 cycloalkyl, C 3 -C 8 substituted cycloalkyl, ester, aryl, heteroaryl, heterocycloalkyl, substituted aryl, substituted heteroaryl, substituted heterocycloalkyl, cyano, and amino, e, g, f, and h are each in the range of 0 to 4, m and n are each in the range of 0 to 5000, and the sum of m plus n is at least 1.
5. The method of claim 4 , wherein R1 and R2 are selected from the group consisting of C1-C30 alkyl groups.
6. The method of claim 5 , wherein R1 is a C16 straight chain alkyl group, and R2 is a 2,2-dimethylpropyl group.
7. The method of claim 1 , wherein the photoactive compound comprises a dibenzoylmethane derivative.
8. The method of claim 1 , wherein the compound of formula (I) has the following formula (II):
wherein R 7 , R 8 , R 9 , and R 10 are the same or different and selected from the group consisting of C 1 -C 30 alkyl, C 1 -C 30 substituted alkyl, C 3 -C 8 cycloalkyl, C 3 -C 8 substituted cycloalkyl, ester, aryl, heteroaryl, heterocycloalkyl, substituted aryl, substituted heteroaryl, substituted heterocycloalkyl, cyano, and amino, i, j, k, and l are each in the range of 0 to 4, o and p are each in the range of 0 to 5000, and the sum of o plus p is at least 1.
9. The method of claim 8 , wherein the Weight-Average Molecular Weight of said compound of formula (I) is in the range of about 30,000 to about 110,000.