Acrylate and methacrylate monomers and polymers
AssigneeMinnesota Mining and Manufacturing Company
InventorW. James Hammar
Life of this patent
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Abstract
Polymerizable monomer compounds selected from the group having the formulae: ##STR1## wherein R is hydrogen or methyl; X is fluoro, chloro, bromo, iodo, perfluoroalkylsulfonoxy of one to three carbon atoms, perfluoroacyloxy of one to three carbon atoms, benzoyloxy, or trichloroacetoxy; Y is trichloroacetyl, perfluoroacyl of the formula ##STR2## trialkylsilyl of the formula [CH.sub.3 (CH.sub.2).sub.m ].sub.3 Si--; wherein n is zero to six; and m is zero to three. Polymers and copolymers of the invention are useful for preparing hydrogel processed articles such as ophthalmic devices, and when dissolved in solvents they can be coated onto articles and then hydrolyzed to provide hydrogel coatings.
Claims24
A polymer comprising monomeric structural units:
- ##STR30## or combinations thereof, wherein R is hydrogen or methyl;
- X is fluoro, chloro, bromo, iodo, perfluoroalkyl-sulfonoxy of one to three carbon atoms, perfluoroacyloxy of one to three carbon atoms, benzoyloxy, or trichloroacetoxy;
- Y is trichloroacetyl, perfluoroacyl of the formula ##STR31## trialkylsilyl of the formula [CH.sub.3 (CH.sub.2).sub.m ].sub.3 Si--, wherein n is zero to six;
- and m is zero to three;
- said polymer having a molecular weight in the range of 100,000 to 1,000,00.
A polymer comprising monomeric structural units:
- ##STR34## or combinations thereof, wherein R is hydrogen or methyl;
- X is fluoro, chloro, bromo, iodo, perfluoroalkysulfonoxy of one to three carbon atoms, perfluoroacyloxy of one to three carbon atoms, benzoyloxy, or trichloroacetoxy;
- Y is tricloroacetyl, perfluoroacyl of the formula ##STR35## or trialkylsilyl of the formula CH.sub.3 (CH.sub.2).sub.m ].sub.3 Si--wherein p is two to four;
- n is zero to six;
- and m is zero to three.
A process for preparing monomers having the formulae:
- ##STR37## wherein R is hydrogen or methyl;
- X' is selected from fluoro, chloro, bromo, iodo, perfluoroalkylsulfonoxy of one to three carbon atoms, perfluoroacyloxy of one to three carbon atoms, or trichloroacetoxy;
- Y' is selected from trichloroacetyl, perfluoroacyl of the formula ##STR38## or trialkylsilyl of the formula [CH.sub.3 (CH.sub.2).sub.m ].sub.3 Si--, wherein n is zero to six and m is zero to three,
- said process comprising the steps of:
- (a) reacting, in inert solvent under mild conditions, equimolar quantities of
- (1) glycidyl acrylate or glycidyl methacrylate, and
- (2) an electrophilic reagent having the formula X'--Y' wherein X' and Y' are as defined above;
- and
- (b) isolating and recovering the resulting product.
Dependencies are inferred from the claim text.