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Process of forming a hydroxy-substitute polymeric shaped article

Assignee: 3M Co
•
Filing: 1987-02-26
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Granted: 1988-11-22
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Expires: 2007-02-26
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Abstract

Abstract A process for preparing shaped articles and shaped hydrogel articles including ophthalmic devices comprises the steps of preparing a polymer or copolymer comprising units derived from an ethylenically-unsaturated monomer bearing at least one trihaloacetoxy-substituent group, thermoforming said polymer by heating in a mold or in sheet-form at a temperature in the range of 100° to 400° C. for about 5 seconds to 15 minutes, and then cooling said polymer, to provide a shaped article, solvolyzing the resulting shaped article to provide a hydroxy-substituted polymeric shaped article, and optionally hydrating said hydroxy-substituted polymeric shaped article to provide a shaped hydrogel article.

Inventors

  • 👤 W. James Hammar
  • 👤 Ronald F. Ofstead

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 10:25
CPC Classifications
G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043; C; C08; C08L; C08L31/00; C08L31/02

Claims Analysis

Total Claims: 40
Claim 1
Independent Claim 126 words
A process for preparing a hydroxy-substituted polymeric shaped article comprising the steps: a. thermoforming an uncrosslinked polymer having a softening temperature of at least 100° C. comprising the product of an ethylenically-unsaturated monomer bearing at least one trihaloacetoxy-substitent group, by heating in a mold or pressing into sheets or films at a temperature in the range of 150° to 400° C. for 5 seconds to 15 minutes, and then cooling the resulting thermoformed polymer, to provide a thermoplastic, hydrogel precursor shaped article, b. solvolyzing the shaped article by reacting with a nucleophile which causes displacement of said trihaloacetoxy group to provide a hydroxy-substituted polymeric shaped article, said solvolyzing step taking place in the presence of a diluent which is not a solvent for said thermoformed polymer.
Claim 2
Dependent Claim 126 words
A process for preparing a hydroxy-substituted polymeric shaped article comprising the steps: a. thermoforming an uncrosslinked polymer having a softening temperature of at least 100° C. comprising the product of an ethylenically-unsaturated monomer bearing at least one trihaloacetoxy-substitent group, by heating in a mold or pressing into sheets or films at a temperature in the range of 150° to 400° C. for 5 seconds to 15 minutes, and then cooling the resulting thermoformed polymer, to provide a thermoplastic, hydrogel precursor shaped article, b. solvolyzing the shaped article by reacting with a nucleophile which causes displacement of said trihaloacetoxy group to provide a hydroxy-substituted polymeric shaped article, said solvolyzing step taking place in the presence of a diluent which is not a solvent for said thermoformed polymer.
Claim 3
Dependent Claim 22 words
The process according to claim 1 further comprising the step: c. hydrating said hydroxy-substituted polymeric article to provide a shaped hydrogel article.
Claim 4
Dependent Claim 21 words
The process according to claim 2 wherein said polymer is obtained by copolymerization of said monomer with additional compatible ethylenically-unsaturated comonomers.
Claim 5
Dependent Claim 24 words
The process according to claim 3 for preparing a shaped article wherein said copolymer is obtained by copolymerization of vinyl trifluoroacetate and maleic anhydride.
Claim 6
Dependent Claim 24 words
The process according to claim 3 for preparing a shaped article wherein said copolymer is obtained by copolymerization of vinyl trifluoroacetate and vinyl acetate.
Claim 7
Dependent Claim 24 words
The process according to claim 2 wherein said hydrogel article comprises in the range of 10 to 95 weight percent of an aqueous liquid.
Claim 8
Dependent Claim 12 words
The process according to claim 6 for preparing a hydrogel shaped article.
Claim 9
Dependent Claim 12 words
The process according to claim 6 for preparing a hydrogel ophthalmic device.
Claim 10
Dependent Claim 17 words
The process according to claim 1, wherein said shaped article is a corneal transplant or corneal implant.
Claim 11
Dependent Claim 11 words
The process according to claim 2 for preparing an ophthalmic device.
Claim 12
Dependent Claim 11 words
The process according to claim 2 for preparing a contact lens.
Claim 13
Dependent Claim 22 words
The process according to claim 11 wherein said polymer is obtained by copolymerization of vinyl trifluoroacetate and vinyl acetate or maleic anhydride.
Claim 14
Dependent Claim 11 words
The process according to claim 2 for preparing an intraocular lens.
Claim 15
Dependent Claim 22 words
The process according to claim 13 wherein said polymer is obtained by copolymerization of vinyl trifluoroacetate and vinyl acetate or maleic anhydride.
Claim 16
Dependent Claim 12 words
The process according to claim 1 wherein said monomer is vinyl trifluoroacetate.
Claim 17
Dependent Claim 23 words
The process according to claim 15 wherein said units of vinyl trifluoroacetate are present in an amount of at least 95 weight percent.
Claim 18
Dependent Claim 15 words
The process according to claim 1 wherein said monomer is trihaloacetoxyethyl acrylate or trihaloacetoxyethyl methacrylate.
Claim 19
Dependent Claim 18 words
The process according to claim 1 wherein said monomer is an isopropyl or n-propyl acrylate or methacrylate ester.
Claim 20
Dependent Claim 28 words
The process according to claim 18 wherein said units of isopropyl or n-propyl acrylate or methacrylate ester are present in an amount of at least 50 weight percent.
Claim 21
Dependent Claim 21 words
The process according to claim 1 wherein said polymer is obtained by copolymerization of said monomer with additional compatible ethylenically-unsaturated comonomers.
Claim 22
Dependent Claim 15 words
The process according to claim 20 wherein said comonomers are vinyl esters or disubstituted ethylenes.
Claim 23
Dependent Claim 20 words
The process according to claim 20 wherein said comonomers are (a) vinyl esters, (b) vinyl ethers, or (c) disubstituted ethylenes.
Claim 24
Dependent Claim 26 words
The process according to claim 22 wherein said comonomer is a disubstituted ethylene selected from the group consisting of maleic anhydride, dimethyl itaconate, and monoethyl fumarate.
Claim 25
Dependent Claim 33 words
The process according to claim 20 wherein said monomer is an acrylate or methacrylate and said comonomer is vinyl acetate, vinyl perfluoro-n-butyrate, vinyl formate, methyl methacrylate, ethyl methacrylate, ethoxyethyl methacrylate, or propyl methacrylate.
Claim 26
Dependent Claim 19 words
The process according to claim 20 wherein said monomer is vinyl trifluoroacetate and said comonomer is a vinyl ether.
Claim 27
Dependent Claim 18 words
The process according to claim 1 wherein said polymer further comprises units derived from additional compatible ethylenically-unsaturated comonomers.
Claim 28
Dependent Claim 21 words
The process according to claim 1 wherein said ethylenically-unsaturated monomer is present in an amount greater than 50 percent by weight.
Claim 29
Dependent Claim 19 words
The process according to claim 1 wherein said thermoforming process takes place at a temperature of about 200° C.
Claim 30
Dependent Claim 21 words
The process according to claim 1 wherein said nucleophile is a mild base selected from ammonium hydroxide and an organic amine.
Claim 31
Dependent Claim 17 words
The process according to claim 1 wherein said shaped article is a corneal transplant or corneal implant.
Claim 32
Dependent Claim 11 words
The process according to claim 1 for preparing an ophthalmic device.
Claim 33
Dependent Claim 11 words
The process according to claim 1 for preparing a contact lens.
Claim 34
Dependent Claim 22 words
The process according to claim 32 wherein said polymer is obtained by copolymerization of vinyl trifluoroacetate and vinyl acetate or maleic anhydride.
Claim 35
Dependent Claim 11 words
The process according to claim 1 for preparing an intraocular lens.
Claim 36
Dependent Claim 22 words
The process according to claim 34 wherein said polymer is obtained by copolymerization of vinyl trifluoroacetate and vinyl acetate or maleic anhydride.
Claim 37
Dependent Claim 20 words
The process according to claim 1 for preparing a shaped article which is a homopolymer or copolymer of vinyl alcohol.
Claim 38
Dependent Claim 14 words
The process according to claim 36 for preparing a vinyl alcohol homopolymer shaped article.
Claim 39
Dependent Claim 14 words
The process according to claim 37 wherein said shaped article is an ophthalmic device.
Claim 40
Dependent Claim 14 words
The process according to claim 38 wherein said ophthalmic device is an intraocular lens.

References Cited (Backward Citations)

US2436144A Cited
US2464120A Cited
US3220960A Cited
US3361858A Cited
US3470124A Cited
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US4257842A Cited
US4081600A Cited
JPS56116A Cited
US4528325A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-11-22 1992-05-23 1992-11-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-11-22 1996-05-23 1996-11-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-11-22 2000-05-23 2000-11-22 $7700.00 Window Closed / Lapsed

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