Compounds derived from polyanhydride resins with film-forming, UV-absorbing, and photostabilizing properties, compositions containing same, and methods of using the same
View Patent ↗Polymers containing one or more of a photostabilizing moiety attached to the polymer backbone, sunscreen compositions including a mixture of a photoactive compound and a polymer containing one or more of a photostabilizing moiety 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 polymer comprising monomers selected from the group consisting of a monomer for formula (XIII), a monomer of formula (XIV), and combinations thereof:
wherein R 29 and R 31 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne; R 30 and R 32 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne, aryl, substituted aryl, heteroaryl, heterocycloalkyl, substituted heteroaryl, substituted heterocycloalkyl, and ether; u and v are each in the range of 0 to 200, and the sum of u and v is at least 1; M and N are the same or different and are selected from the group consisting of oxygen, and amino; A* and B* are the same or different and are each a photoactive compound containing at least one moiety selected from the group consisting of a primary amino group, a primary hydroxyl group, a secondary amino group, a secondary hydroxyl group, and a carboxy group; and wherein A* is bound to the R 30 group at said moiety and B* is bound to the R 32 group at said moiety.
2. The polymer of claim 1 , wherein A* and B* are the same or different and are selected from the group consisting of a compound of formula (XXXII), a compound of formula (XXXIII), a compound of formula (XXXIV), a compound of formula (XXXV), a compound of formula (XXXVI), and a compound of formula (XXXVII):
wherein F, G, I, and L are the same or different and are selected from the group consisting of amino, and hydroxyl, and are bound to one of said R 30 or R 32 groups; D, E, J, and K are the same or different and are selected from the group consisting of hydrogen, amino, and hydroxyl, and one of D and E are bound to one of said R 30 or R 32 groups, and one of J and K are bound to one of said R 30 or R 32 groups.
3. The polymer of claim 2 , wherein A* and B* are the same or different and are selected from the group consisting of a compound of formula (XIX), a compound of formula (XX), a compound of formula (XXI), a compound of formula (XXII), a compound of formula (XXIII), a compound of formula (XXIV), and a compound of formula (XXV):
wherein M, V, P, Q, S, T and U are the same or different and are selected from the group consisting of amino, and hydroxyl; and wherein M, V P, Q, S, T and U are bound to one of said R 30 or R 32 groups.
4. The polymer of claim 1 , further comprising monomers selected from the group consisting of a monomer of formula (III), a monomer of formula (IV), a monomer of formula (V), a monomer of formula (VI), and combinations thereof:
wherein R 9 , R 11 , R 13 and R 14 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne; R 10 and R 12 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne; and g, h, i and j are each in the range of 0 to 200, wherein the sum of g and h is at least one.
5. The polymer of claim 4 , wherein R 10 and R 12 the same or different and are selected from the group consisting of C 10 -C 35 alkyl groups.
6. The polymer of claim 5 , wherein R 10 and R 12 are the same or different and are selected from the group consisting of C 16 , C 18 , and C 22 alkyl groups.
7. The polymer of claim 4 , wherein R 10 and R 12 are the same or different and are selected from the group consisting of C 3 -C 30 polyether groups.
8. The polymer of claim 7 , wherein R 10 and R 12 are the same and are 2-butoxy-1-ethoxyethane.
9. The polymer of claim 1 , wherein R 30 and R 32 are the same or different and are selected from the group consisting of C 2 -C 15 alkyl groups.
10. The polymer of claim 1 , wherein the Weight-Average Molecular Weight of said polymer is in the range of about 30,000 to about 110,000.
11. A sunscreen composition, comprising a mixture of a photoactive compound, and a polymer comprising monomers selected from the group consisting of a monomer for formula (XIII), a monomer of formula (XIV), and combinations thereof:
wherein R 29 and R 31 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne; R 30 and R 32 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne, aryl, substituted aryl, heteroaryl, heterocycloalkyl, substituted heteroaryl, substituted heterocycloalkyl, and ether; u and v are each in the range of 0 to 200, and the sum of u and v is at least 1; M and N are the same or different and are selected from the group consisting of oxygen, and amino; A* and B* are the same or different and are each a photoactive compound containing at least one moiety selected from the group consisting of a primary amino group, a primary hydroxyl group, a secondary amino group, a secondary hydroxyl group, and a carboxy group; and wherein A* is bound to the R 30 group at said moiety and B* is bound to the R 32 group at said moiety.
12. The composition of claim 11 , wherein A* and B* are the same or different and are selected from the group consisting of a compound of formula (XXXII), a compound of formula (XXXIII), a compound of formula (XXXIV), a compound of formula (XXXV), a compound of formula (XXXVI), and a compound of formula (XXXVII):
wherein F, G, I, and L are the same or different and are selected from the group consisting of amino, and hydroxyl, and are bound to one of said R 30 or R 32 groups; D, E, J, and K are the same or different and are selected from the group consisting of hydrogen, amino, and hydroxyl, and one of D and B are bound to one of said R 30 or R 32 groups, and one of J and K are bound to one of said R 30 or R 32 groups.
13. The composition of claim 12 , wherein A* and B* are the same or different and are selected from the group consisting of a compound of formula (XIX), a compound of formula (XX), a compound of formula (XXI), a compound of formula (XXII), a compound of formula (XXIII), a compound of formula (XXIV), and a compound of formula (XXV):
wherein D, E, F, G, I, J, and K are the same or different and are selected from the group consisting of amino, and hydroxyl; and wherein said groups D, E, F, G, I, J, and K are bound to one of said R 30 or R 32 groups.
14. The composition of claim 11 , wherein said polymer further comprises monomers selected from the group consisting of a monomer of formula (III), a monomer of formula (IV), a monomer of formula (V), a monomer of formula (VI), and combinations thereof:
wherein R 9 , R 11 , R 13 and R 14 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne; R 10 and R 12 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne; and g, h, i and j are each in the range of 0 to 200, wherein the sum of g and h is at least one.
15. The composition of claim 14 , wherein R 10 and R 12 are the same or different and are selected from the group consisting of C 10 -C 35 alkyl groups.
16. The composition of claim 15 , wherein R 10 and R 12 the same or different and are selected from the group consisting of C 16 , C 18 , and C 22 alkyl groups.
17. The composition of claim 14 , wherein R 10 and R 12 are the same or different and are selected from the group consisting of C 3 -C 30 polyether groups.
18. The composition of claim 17 , wherein R 10 and R 12 are the same and are 2-butoxy-1-ethoxyethane.
19. The composition of claim 11 , wherein R 30 and R 32 are the same or different and are selected from the group consisting of C 2 -C 15 alkyl groups.
20. The composition of claim 11 , wherein said polymer is present said composition in an amount in the range of about 0.01% to about 30% by weight of the total weight of the composition.
21. The composition of claim 20 , wherein said polymer is present said composition in an amount in the range of about 0.01% to about 10% by weight of the total weight of the composition.
22. A method of protecting human skin from ultraviolet radiation comprising topically applying to said skin, in a cosmetically acceptable carrier, the composition of claim 11 .
23. A method of protecting a surface from ultraviolet radiation, comprising topically applying to said surface, in a cosmetically acceptable carrier, a polymer comprising monomers selected from the group consisting of a monomer for formula (XIII), a monomer of formula (XIV), and combinations thereof:
wherein R 29 and R 31 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne; R 30 and R 32 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 59 substituted alkenyl, C 2 -C 50 substituted alkyne, aryl, substituted aryl, heteroaryl, heterocycloalkyl, substituted heteroaryl, substituted heterocycloalkyl, and ether; u and v are each in the range of 0 to 200, and the sum of u and v is at least 1; M and N are the same or different and are selected from the group consisting of oxygen, and amino; A* and B* are the same or different and are each a photoactive compound containing at least one moiety selected from the group consisting of a primary amino group, a primary hydroxyl group, a secondary amino group, a secondary hydroxyl group, and a carboxy group; and wherein A* is bound to the R 30 group at said moiety and B* is bound to the R 32 group at said moiety.
24. The method of claim 23 , wherein A* and B* are the same or different and are selected from the group consisting of a compound of formula (XXXII), a compound of formula (XXXIII), a compound of formula (XXXIV), a compound of formula (XXXV), a compound of formula (XXXVI), and a compound of formula (XXXVII):
wherein F, G, I, and L are the same or different and are selected from the group consisting of amino, and hydroxyl, and are bound to one of said R 30 or R 32 groups; D, E, J, and K are the same or different and are selected from the group consisting of hydrogen, amino, and hydroxyl, and one of D and E are bound to one of said R 30 or R 32 groups, and one of J and K are bound to one of said R 30 or R 32 groups.
25. The method of claim 24 , wherein A* and B* are the same or different and are selected from the group consisting of a compound of formula (XIX), a compound of formula (XX), a compound of formula (XXI), a compound of formula (XXII), a compound of formula (XXIII), a compound of formula (XXIV), and a compound of formula (XXV):
wherein D, E, F, G, I, J, and K are the same or different and are selected from the group consisting of amino, and hydroxyl; and wherein D, E, F, G, I, J, and K are bound to one of said R 30 or R 32 groups.
26. The method of claim 23 , wherein said polymer further comprises monomers selected from the group consisting of a monomer of formula (III), a monomer of formula (IV), a monomer of formula (V), a monomer of formula (VI), and combinations thereof:
wherein R 9 , R 11 , R 13 and R 14 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne; R 10 and R 12 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne; and g, h, i and j are each in the range of 0 to 200, wherein the sum of g and h is at least one.
27. The method of claim 26 , wherein R 10 and R 12 are the same or different and are selected from the group consisting of C 10 -C 35 alkyl groups.
28. The method of claim 27 , wherein R 10 and R 12 are the same or different and are selected from the group consisting of C 16 -C 18 , and C 22 alkyl groups.
29. The method of claim 26 , wherein R 10 and R 12 are the same or different and are selected from the group consisting of C 3 -C 30 polyether groups.
30. The method of claim 29 , wherein R 10 and R 12 are the same and are 2-butoxy-1-ethoxyethane.
31. The method of claim 23 , wherein R 30 and R 32 are the same or different and are selected from the group consisting of C 2 -C 15 alkyl groups.
32. The method of claim 23 , wherein said surface comprises human skin.
33. A method of waterproofing a surface, comprising applying a polymer comprising monomers selected from the group consisting of a monomer for formula (XIII), a monomer of formula (XIV), and combinations thereof to a selected area of said surface:
wherein R 29 and R 31 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne; R 30 and R 32 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 9 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 2 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne, aryl, substituted aryl, heteroaryl, heterocycloalkyl, substituted heteroaryl, substituted heterocycloalkyl, and ether; u and v are each in the range of 0 to 200, and the sum of u and v is at least 1; M and N are the same or different and are selected from the group consisting of oxygen, and amino; A* and B* are the same or different and are each a photoactive compound containing at least one moiety selected from the group consisting of a primary amino group, a primary hydroxyl group, a secondary amino group, a secondary hydroxyl group, and a carboxy group; and wherein A* is bound to the R 30 group at said moiety and B* is bound to the R 32 group at said moiety.
34. The method of claim 33 , wherein A* and B* are the same or different and are selected from the group consisting of a compound of formula (XXXII), a compound of formula (XXXIII), a compound of formula (XXXIV), a compound of formula (XXXV), a compound of formula (XXXVI), and a compound of formula (XXXVII):
wherein F, G, I, and L are the same or different and are selected from the group consisting of amino, and hydroxyl, and are bound to one of said R 30 or R 32 groups; D, B, J, and K are the same or different and are selected from the group consisting of hydrogen, amino, and hydroxyl, and one of D and B are bound to one of said R 30 or R 32 groups, and one of J and K are bound to one of said R 30 or R 32 groups.
35. The method of claim 34 , wherein A* and B* are the same or different and are selected from the group consisting of a compound of formula (XIX), a compound of formula (XX), a compound of formula (XXI), a compound of formula (XXII), a compound of formula (XXIII), a compound of formula (XXIV), and a compound of formula (XXV):
wherein D, E, F, G, I, J, and K are the same or different and are selected from the group consisting of amino, and hydroxyl; and wherein D, E, F, G, I, J, and K are bound to one of said R 30 or R 32 groups.
36. The method of claim 33 , wherein said polymer further comprises monomers selected from the group consisting of a monomer of formula (III), a monomer of formula (IV), a monomer of formula (V), a monomer of formula (VI), and combinations thereof:
wherein R 9 , R 11 , R 13 and R 14 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne; R 10 and R 12 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne; and g, h, i and j are each in the range of 0 to 200, wherein the sum of g and h is at least one.
37. The method of claim 36 , wherein R 10 and R 12 are the same or different and are selected from the group consisting of C 10 -C 35 alkyl groups.
38. The method of claim 37 , wherein R 10 and R 12 are the same or different and are selected from the group consisting of C 16 , C 18 , and C 22 alkyl groups.
39. The method of claim 36 , wherein R 10 and R 12 are the same or different and are selected from the group consisting of C 3 -C 30 polyether groups.
40. The method of claim 39 , wherein R 10 and R 12 are the same and are 2-butoxy-1-ethoxyethane.
41. The method of claim 33 , wherein R 30 and R 32 are the same or different and are selected from the group consisting of C 2 -C 15 alkyl groups.
42. A method for forming a film over at least part of a surface, comprising spreading a polymer comprising monomers selected from the group consisting of a monomer for formula (XIII), a monomer of formula (XIV), and combinations thereof on said part of said surface:
wherein R 29 and R 31 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne; R 30 and R 32 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 2 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne, aryl, substituted aryl, heteroaryl, heterocycloalkyl, substituted heteroaryl, substituted heterocycloalkyl, and ether; u and v are each in the range of 0 to 200, and the sum of u and v is at least 1; M and N are the same or different and are selected from the group consisting of oxygen, and amino; A* and B* are the same or different and are each a photoactive compound containing at least one moiety selected from the group consisting of a primary amino group, a primary hydroxyl group, a secondary amino group, a secondary hydroxyl group, and a carboxy group; and wherein A* is bound to the R 30 group at said moiety and B* is bound to the R 32 group at said moiety.
43. The method of claim 42 , wherein A* and B* are the same or different and are selected from the group consisting of a compound of formula (XXXII), a compound of formula (XXXIII), a compound of formula (XXXIV), a compound of formula (XXXV), a compound of formula (XXXVI), and a compound of formula (XXXVII):
wherein F, G, I, and L are the same or different and are selected from the group consisting of amino, and hydroxyl, and are bound to one of said R 30 or R 32 groups; D, E, J, and K are the same or different and are selected from the group consisting of hydrogen, amino, and hydroxyl, and one of D and B are bound to one of said R 30 or R 32 groups, and one of J and K are bound to one of said R 30 or R 32 groups.
44. The method of claim 43 , wherein A* and B* are the same or different and are selected from the group consisting of a compound of formula (XIX), a compound of formula (XX), a compound of formula (XXI), a compound of formula (XXII), a compound of formula (XXIII), a compound of formula (XXIV), and a compound of formula (XXV):
wherein D, E, F, G, I, J, and K are the same or different and are selected from the group consisting of amino, and hydroxyl; and wherein D, E, F, G, I, J, and K are bound to one of said R 30 or R 32 groups.
45. The method of claim 42 , wherein said polymer further comprises monomers selected from the group consisting of a monomer of formula (III), a monomer of formula (IV), a monomer of formula (V), a monomer of formula (VI), and combinations thereof:
wherein R 9 , R 11 , R 13 and R 14 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne; R 10 and R 12 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne; and g, h, i and j are each in the range of 0 to 200, wherein the sum of g and h is at least one.
46. The method of claim 45 , wherein R 10 and R 12 are the same or different and are selected from the group consisting of C 10 -C 35 alkyl groups.
47. The method of claim 46 , wherein R 10 and R 12 are the same or different and are selected from the group consisting of C 16 -C 18 , and C 22 alkyl groups.
48. The method of claim 45 , wherein R 10 and R 12 are the same or different and are selected from the group consisting of C 3 -C 30 polyether groups.
49. The method of claim 48 , wherein R 10 and R 12 are the same and are 2-butoxy-1-ethoxyethane.
50. The method of claim 42 , wherein R 30 and R 32 are the same or different and are selected from the group consisting of C 2 -C 15 alkyl groups.
51. A method of photostabilizing a dibenzoylmethane derivative, said method comprising the step of, adding to said dibenzoylmethane derivative a photostabilizing amount of a polymer comprising monomers selected from the group consisting of a monomer for formula (XIII), a monomer of formula (XIV), and combinations thereof:
wherein R 29 and R 31 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne; R 30 and R 32 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne, aryl, substituted aryl, heteroaryl, heterocycloalkyl, substituted heteroaryl, substituted heterocycloalkyl, and ether; u and v are each in the range of 0 to 200, and the sum of u and v is at least 1; M and N are the same or different and are selected from the group consisting of oxygen, and amino; A* and B* are the same or different and are each a photoactive compound containing at least one moiety selected from the group consisting of a primary amino group, a primary hydroxyl group, a secondary amino group, a secondary hydroxyl group, and a carboxy group; and wherein A* is bound to the R 30 group at said moiety and B* is bound to the R 32 group at said moiety.
52. The method of claim 51 , wherein A* and B* are the same or different and are selected from the group consisting of a compound of formula (XXXII), a compound of formula (XXXIII), a compound of formula (XXXIV), a compound of formula (XXXV), a compound of formula (XXXVI), and a compound of formula (XXXVII):
wherein F, G, I, and L are the same or different and are selected from the group consisting of amino, and hydroxyl, and are bound to one of said R 30 or R 32 groups; D, E, J, and K are the same or different and are selected from the group consisting of hydrogen, amino, and hydroxyl, and one of D and E are bound to one of said R 30 or R 32 groups, and one of J and K are bound to one of said R 30 or R 32 groups.
53. The method of claim 52 , wherein A* and B* are the same or different and are selected from the group consisting of a compound of formula (XIX), a compound of formula (XX), a compound of formula (XXI), a compound of formula (XXII), a compound of formula (XXIII), a compound of formula (XXIV), and a compound of formula (XXV):
wherein D, B, F, G, I, J, and K are the same or different and are selected from the group consisting of amino, and hydroxyl; and wherein D, E, F, G, I, J, and K are bound to one of said R 30 or R 32 groups.
54. The method of claim 51 , wherein said polymer further comprises monomers selected from the group consisting of a monomer of formula (III), a monomer of formula (IV), a monomer of formula (V), a monomer of formula (VI), and combinations thereof:
wherein R 9 , R 11 , R 13 and R 14 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne; R 10 and R 12 are the same or different and are selected from the group consisting of C 1 -C 50 alkyl, C 2 -C 50 alkenyl, C 2 -C 50 alkyne, C 3 -C 8 cycloalkyl, C 1 -C 50 polyether, C 1 -C 50 substituted polyether, C 1 -C 50 substituted alkyl, C 3 -C 8 substituted cycloalkyl, C 2 -C 50 substituted alkenyl, C 2 -C 50 substituted alkyne; and g, h, i and j are each in the range of 0 to 200, wherein the sum of g and h is at least one.
55. The method of claim 54 , wherein R 10 and R 12 are the same or different and are selected from the group consisting of C 10 -C 35 alkyl groups.
56. The method of claim 55 , wherein R 10 and R 12 are the same or different and are selected from the group consisting of C 16 , C 18 , and C 22 alkyl groups.
57. The method of claim 54 , wherein R 10 and R 12 are the same or different and are selected from the group consisting of C 3 -C 30 polyether groups.
58. The method of claim 57 , wherein R 10 and R 12 are the same and are 2-butoxy-1-ethoxyethane.
59. The method of claim 51 , wherein R 30 and R 32 are the same or different and are selected from the group consisting of C 2 C 15 alkyl groups.