High refractive index thermoplastic polyphosphonates
View Patent ↗High refractive index, melt processable polyphosphonates and methods for preparing the same are provided. These polymers are particularly useful for optical and ophthalmic parts, such as lenses. A method of preparing optical and ophthalmic lenses by injection molding the polymers of the present invention into the form of the optical or ophthalmic lenses is also provided.
1. A method for preparing a phosphonate homopolymer or copolymer, said method comprising reacting
(a) at least one phosphonic acid halide having the formula
wherein R 26 and R 28 are independently halogens; R 27 is S; and R 29 is a linear or branched C 1 -C 4 alkyl or C 1 -C 4 haloalkyl, phenyl, chlorophenyl, p-tolyl, benzyl, biphenyl, or cyclohexyl; with
(b) a bisphenol selected from the group consisting of hydroquinone, resorcinol, 4,4′-dihydroxybiphenyl, 4,4′-cyclohexylidene diphenol, bisphenol A, bis(4-hydroxyphenyl)methane, 2,2-bis(2-hydroxyphenyl)propane, bis P, 4,4′-bis-S, 2,2′bis-S, 2-hydroxyphenyl-4′hydroxyphenyl sulfone, dihydroxydiphenyl ether, bis(4-hydroxyphenyl)sulfide, bis(2-hydroxyphenyl)sulfide, dihydroxybenzophenone, 1,5-hydroxynaphthalene, 2,5-dihydroxynaphthalene, 2,2-bis(3,5-dimethyl-4-hydroxyphenyl) propane, thiodithiophenol, phenolphthalein, 4,4′-bis(hydroxyphenyl)phenylphosphine oxide, α,α′-bis(4-hydroxy-3-methylphenyl)-1,4diisopropylbenzene, bis E, 2,2-bis(4-hydroxy-3-methylphenyl)propane, bis(4-hydroxy-3-methylphenyl)sulfide, dihydroxydiphenylether, 1,3-bis(4-hydroxyphenoxy) benzene, phenyl HC, t-butyl HQ, 4,4′-thiobis(t-butyl cresol), 2,2′-thiobis(4-t-octylphenol), and any combination of any of the foregoing to yield said homopolymer or copolymer.
2. A method for preparing a phosphonate homopolymer as defined in claim 1 , wherein said phosphonic acid halide is selected from the group consisting of phenyl phosphonic dichloride, phenyl thiophosphonic dichloride, and any combination if any of the foregoing, and said bisphenol is bisphenol A.
3. A method for preparing a phosphonate homopolymer or copolymer, said method comprising reacting
(a) at least one phosphonic acid halide having the formula
wherein R 26 and R 28 are independently halogens; R 27 is O; and R 29 is a linear or branched C 1 -C 4 alkyl or C 1 -C 4 haloalkyl, phenyl, chlorophenyl, p-tolyl, benzyl, biphenyl, or cyclohexyl; with
(b) phenolphthalein or 4,4′-bis(hydroxyphenyl)phenyl phosphine oxide to yield said homopolymer or copolymer.
4. A phosphonate homopolymer or copolymer prepared by the method as defined in claim 1 .
5. A phosphonate homopolymer or copolymer prepared by the method as described in claim 3 .