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US 9,110,370 B2Granted
Photoactive additive with functionalized benzophenone
AssigneeSabic Global Technologies B.V.
InventorsJordi Calveras, Jean-Francois Morizur, Paul Dean Sybert
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Abstract
Photoactive additives are disclosed. The additive includes a benzophenone having at least one substituent that comprises a divalent linker and a linking group, wherein the linking group is a carboxyl group, ester group, or acid halide group. The additive can be a polymer, an oligomer, or a compound. When added to a base polymeric resin, the photoactive additive permits crosslinking upon exposure to ultraviolet light.
Claims28
A photoactive additive formed from the reaction of:
- (i) a benzophenone having the structure of Formula (1), (2), or (3):
- wherein R and R′ are independently alkyl, aryl, alkenyl, halogen, sulfonate, phosphate, phosphonate, nitrile, thiophene, or pyrrole;
- p is an integer from 0 to 5;
- q and r are independently an integer from 0 to 4;
- s is an integer from 0 to 3;
- L is oxyalkylene;
- and Y is hydroxyl, alkoxy, aryloxy, or halogen;
- or an anhydride thereof;
- and
- (ii) a first linker moiety comprising a plurality of functional groups and having the structure of one of the following Formulas (B)-(I):
- wherein Ra and Rb each represent a halogen atom or a monovalent hydrocarbon group and may be the same or different;
- p and q are each independently integers of 0 to 4;
- and A represents one of the groups of formula (B-1):
- wherein Rc and Rd each independently represent a hydrogen atom or a monovalent linear or cyclic hydrocarbon group and Re is a divalent hydrocarbon group;
- wherein each Rk is independently a C1-10 hydrocarbon group, and n is 0 to 4;
- wherein each Ar is independently aryl;
- each R is independently alkyl, alkoxy, alkenyl, alkenyloxy, aryl, aryloxy, arylalkyl, or alkylaryl;
- each R6 is independently a divalent C1-C30 organic group such as a C1-C30 alkyl, C1-C30 aryl, or C1-C30 alkylaryl;
- and D and E are an average value of 2 to about 1000;
- wherein each X is independently hydrogen, halogen, or alkyl;
- and i is an integer from 1 to 20;
- wherein R13 and R15 are each independently a halogen or a C1-C6 alkyl group, R14 is a C1-C6 alkyl, phenyl, or phenyl substituted with up to five halogens or C1-C6 alkyl groups, and c is 0 to 4;
- wherein R1 represents a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an aryl group having 6 to 12 carbon atoms, an aryl-substituted alkenyl group having 7 to 13 carbon atoms, or a fluoroalkyl group having 1 to 6 carbon atoms;
- R2 represents a halogen atom, an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, an aryl group having 6 to 12 carbon atoms, an aryl-substituted alkenyl group having 7 to 13 carbon atoms, or a fluoroalkyl group having 1 to 12 carbon atoms;
- m represents an integer of 0 to 4;
- and n represents an integer of 0 to 14;
- wherein R1 to R4 are each independently a hydrogen atom, a hydrocarbon group with 1 to 9 carbon atoms which may contain an aromatic group, or a halogen atom;
- or
- wherein R1 is an isosorbide unit and R2-R9 are each independently a hydrogen, a halogen, a C1-C6 alkyl, a methoxy, an ethoxy, or an alkyl ester;
- and
- (iii) a difunctional chain extender having the structure of one of the following Formulas (21)-(24):
- where Y is hydroxyl, halogen, alkoxy, or aryloxy;
- and where n is 1 to 20.
30 more elements
A photoactive additive formed from the reaction of:
- a benzophenone having one substituent that comprises a divalent linker and a linking group, wherein the linking group is a carboxyl group, ester group, or acid halide group;
- a first linker moiety bisphenol-A;
- and
- a difunctional chain extender phosgene.
1 more element
Dependencies are inferred from the claim text.