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US3852236A Expired / Lapsed US ⏱️ 0.0 years remaining

Homogeneous thermosettable composition of a polyanhydride and a polyepoxide

Assignee: Gulf Research and Development Co
•
Filing: 1972-08-09
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Granted: 1974-12-03
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Expires: 1992-08-09
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Abstract

Abstract A new composition comprising a homogeneous mixture of polyanhydride, for example, the copolymer of maleic anhydride and an alpha-olefin, and a polyepoxide formed by free radical copolymerization of an olefinically unsaturated monooxirane compound such as glycidyl methacrylate and an olefin such as styrene. This composition is capable of being molded, particularly when in combination with a substrate such as fiber glass, and further cured through anhydride and epoxide groups to a solid, infusible resin.

Inventors

  • 👤 W Heilman

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 05:27
CPC Classifications
C; C08; C08F; C08F267/00; C08F267/04; C08F8/00

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 250 words
A METHOD OF PREPARING A HANDLEABLE, THERMOSETTABLE, MOLDABLE COMPOSITION WHICH COMPRISES THE STEPS FORMING A LIQUID SOLUTION CONSISTING ESSENTIALLY OF A POLYANHYDRIDE REPRESENTED BY THE GENERAL FORMULA FIG-01 WHEREIN N IS BETWEEN 2 AND ABOUT 500, R IS HYDROGEN, HALOGEN OR A STRAIGHT CHAIN ALKYL OR HALOGENATED ALKYL GROUP HAVING FROM 1 TO 18 CARBON ATOMS, R1 AND R2 ARE INDEPENDENTLY SELECTED FROM HYDROGEN, HALOGEN, ALKYL HAVING FROM ONE TO FOUR CARBON ATOMS AND PHENYL, R3 IS HYDROGEN, CHLORINE, BROMINE OR METHYL AND R4 AND R5 ARE ON AN AROMATIC NUCLEUS AND ARE INDEPENDENTLY SELECTED FROM HYDROGEN, CHLORINE, BROMINE, LOWER ALKYL HAVING FROM ONE TO FOUR CARBON ATOMS, METHOXY AND ETHOXY; AN OLEFINICALLY UNSATURATED MONOXIRANE COMPOUND CONTAINING AS ITS ONLY FUNCTIONAL GROUPS A SINGLE OXIRANE OXYGEN ATOM AND AN OLEFINIC DOUBLE BOND CAPABLE OF BEING POLYMERIZED BY FREE RADICAL MEANS; AND OPTIONALLY AN OLEFINICALLY UNSATURATED MONOMER FREE OF OXIRANE OXYGEN ATOMS AND CONTAINING AS ITS ONLY FUNCTIONAL GROUPS AT LEAST ONE OLEFINIC DOUBLE BOND CAPABLE OF POLYMERIZATION BY FREE RADICAL MEANS; AND POLYMERIZING AT LEAST A PORTION OF SAID OLEFINIC DOUBLE BONDS OF SAID OLEFINICALLY UNSATURATED MONOOXIRANE COMPOUND AND SAID OLEFINICALLY UNSATURATED MONOMER BY USING A CHEMICAL FREE RADICAL INITIATOR AT A TEMPERATURE UP TO ABOUT 70*C. WITHOUT SUBSTANTIAL POLYMERIZATION OF THE ANHYDRIDE GROUPS AND THE EPOXIDE GROUPS PRESENT IN THE MIXTURE WHEREBY A HANDLEABLE, THERMOSETTABLE, MOLDABLE COMPOSITION COMPRISING A HOMOGENOUS MIXTURE OF POLYANHYDRIDE MOLECULES, POLYEPOXIDE MOLECULES AND ANY UNREACTED OLEFINICALLY UNSATURATED MONOOXIRANE COMPOUND AND OLEFINICALLY UNSATURATED MONOMER IS OBTAINED.
Claim 2
Independent Claim 250 words
A METHOD OF PREPARING A HANDLEABLE, THERMOSETTABLE, MOLDABLE COMPOSITION WHICH COMPRISES THE STEPS FORMING A LIQUID SOLUTION CONSISTING ESSENTIALLY OF A POLYANHYDRIDE REPRESENTED BY THE GENERAL FORMULA FIG-01 WHEREIN N IS BETWEEN 2 AND ABOUT 500, R IS HYDROGEN, HALOGEN OR A STRAIGHT CHAIN ALKYL OR HALOGENATED ALKYL GROUP HAVING FROM 1 TO 18 CARBON ATOMS, R1 AND R2 ARE INDEPENDENTLY SELECTED FROM HYDROGEN, HALOGEN, ALKYL HAVING FROM ONE TO FOUR CARBON ATOMS AND PHENYL, R3 IS HYDROGEN, CHLORINE, BROMINE OR METHYL AND R4 AND R5 ARE ON AN AROMATIC NUCLEUS AND ARE INDEPENDENTLY SELECTED FROM HYDROGEN, CHLORINE, BROMINE, LOWER ALKYL HAVING FROM ONE TO FOUR CARBON ATOMS, METHOXY AND ETHOXY; AN OLEFINICALLY UNSATURATED MONOXIRANE COMPOUND CONTAINING AS ITS ONLY FUNCTIONAL GROUPS A SINGLE OXIRANE OXYGEN ATOM AND AN OLEFINIC DOUBLE BOND CAPABLE OF BEING POLYMERIZED BY FREE RADICAL MEANS; AND OPTIONALLY AN OLEFINICALLY UNSATURATED MONOMER FREE OF OXIRANE OXYGEN ATOMS AND CONTAINING AS ITS ONLY FUNCTIONAL GROUPS AT LEAST ONE OLEFINIC DOUBLE BOND CAPABLE OF POLYMERIZATION BY FREE RADICAL MEANS; AND POLYMERIZING AT LEAST A PORTION OF SAID OLEFINIC DOUBLE BONDS OF SAID OLEFINICALLY UNSATURATED MONOOXIRANE COMPOUND AND SAID OLEFINICALLY UNSATURATED MONOMER BY USING A CHEMICAL FREE RADICAL INITIATOR AT A TEMPERATURE UP TO ABOUT 70*C. WITHOUT SUBSTANTIAL POLYMERIZATION OF THE ANHYDRIDE GROUPS AND THE EPOXIDE GROUPS PRESENT IN THE MIXTURE WHEREBY A HANDLEABLE, THERMOSETTABLE, MOLDABLE COMPOSITION COMPRISING A HOMOGENOUS MIXTURE OF POLYANHYDRIDE MOLECULES, POLYEPOXIDE MOLECULES AND ANY UNREACTED OLEFINICALLY UNSATURATED MONOOXIRANE COMPOUND AND OLEFINICALLY UNSATURATED MONOMER IS OBTAINED.
Claim 3
Dependent Claim 18 words
A method in accordance with claim 1 In which the chemical free radical initiator is an organic peroxide.
Claim 4
Dependent Claim 19 words
A method in accordance with claim 1 in which a fiber glass substrate is incorporated into said liquid solution.
Claim 5
Dependent Claim 17 words
A method in accordance with claim 1 in which the polyanhydride is represented by the general formula:
Claim 6
Dependent Claim 32 words
A method in accordance with claim 4 in which R1 and R2 are hydrogen, the olefinically unsaturated monooxirane compound is glycidyl acrylate or glycidyl methacrylate and the olefinically unsaturated monomer is styrene.
Claim 7
Dependent Claim 17 words
A method in accordance with claim 1 in which the polyanhydride is represented by the general formula:
Claim 8
Dependent Claim 33 words
A method in accordance with claim 6 in which R1R2, R3, R4and R5 are hydrogen, the olefinically unsaturated monooxirane compound is glycidyl acrylate or glycidyl methacrylate and the olefinically unsaturated monomer is styrene.
Claim 9
Dependent Claim 15 words
A method in accordance with claim 1 at a temperature up to about 50* C.
Claim 10
Dependent Claim 16 words
A method in accordance with claim 1 in which a plasticizer is present in said solution.
Claim 11
Dependent Claim 47 words
A method in accordance with claim 1 in which the anhydride to epoxide equivalent ratio is between about 0.1:1 and about 5:1 and the amount of olefinically unsaturated monomer is between about 0 and about 4 parts by weight per part of the olefinically unsaturated monooxirane compound.
Claim 12
Dependent Claim 48 words
A method in accordance with claim 10 in which the anhydride to epoxide equivalent ratio is between about 0.5:1 and about 1.5: 1 and the amount of olefinically unsaturated monomer is between about 0.25 and about 2 parts by weight per part of the olefinically unsaturated monooxirane compound.
Claim 13
Dependent Claim 21 words
A method in accordance with claim 3 in which the handleable, thermosettable, moldable composition is formed in a relatively thin sheet.

References Cited (Backward Citations)

US2768153A Cited
US3394105A Cited
US3441543A Cited
US3578633A Cited
US3586658A Cited
US3717557A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1977-12-02 1978-06-03 1978-12-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1981-12-02 1982-06-03 1982-12-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1985-12-02 1986-06-03 1986-12-03 $7700.00 Window Closed / Lapsed

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