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US3998907A Expired / Lapsed US ⏱️ 0.0 years remaining

Rubber-modified dicarboxylic acid imide copolymers

Assignee: Atlantic Richfield Co
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Filing: 1974-09-30
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Granted: 1976-12-21
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Expires: 1994-09-30
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Abstract

Abstract Rubber-modified copolymers comprising 5 to 40 weight percent of an elastomer and 95 to 60 weight percent of a copolymer containing 1 to 50 mole percent of an imide derivative of an ethylenically unsaturated dicarboxylic acid monomer and 99 to 50 mole percent of one or more monomers copolymerizable therewith are prepared by the reaction of aqueous ammonia or amines with an aqueous suspension of a rubber-modified copolymer of the copolymerizable monomers and an ethylenically unsaturated dicarboxylic acid, anhydride, or half acid derivative. The reaction is carried out at a temperature between 125° and 200° C. at autogenous pressure for between 0.5 and 48 hours. The imide products can be recovered in the form of discrete particles, such as beads or pellets, if desired.

Inventors

  • 👤 Adolph V. DiGiulio

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 09:10
CPC Classifications
C; C08; C08F; C08F8/00; Y; Y10; Y10S; Y10S525/00; Y10S525/912

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 320 words
A process for preparing a rubber-modified copolymer comprising (a) 5 to 40 weight percent of an elastomer and (b) 95 to 60 weight percent of a copolymer containing from 1 to 50 mole percent of an imide derivative of an ethylenically unsaturated dicarboxylic acid and 99 to 50 mole percent of one or more monomers copolymerizable therewith, said process comprising: a. forming an aqueous suspension of (1) a rubbermodified copolymer comprising (a) 5 to 40 weight percent of an elastomer selected from the group consisting of homopolymers of conjugated 1,3-dienes, copolymers of said 1,3-dienes with up to 50 mole percent of one or more monoolefinically unsaturated monomers copolymerizable therewith, ethylenepropylene-diene terpolymer rubbers, acrylate-diene copolymer rubbers, and mixtures thereof, and (b) 95 to 60 weight percent of a copolymer in discrete particulate form containing 1 to 50 mole percent of a dicarboxylic moiety selected from the group consisting of an ethylenically unsaturated dicarboxylic acid, an ethylenically unsaturated dicarboxylic anhydride and an ethylenically unsaturated dicarboxylic acid half acid derivative, and mixtures thereof and 99-50 mole percent of one or more monomers copolymerizable therewith selected from the group consisting of a vinyl aryl monomer, an aliphatic alpha-monoolefin, an alkyl vinyl ether, a conjugated diolefin, an unsaturated nitrile, an acrylic monomer and mixtures thereof and (2) aqueous ammonia or an aqueous amine selected from the group consisting of alkyl amines having 1 to 4 carbon atoms in the alkyl group, allyl amine, ethanolamine, aniline, benzylamine, α,ω-alkylene diamines having 2 to 6 carbon atoms in the alkylene group, and arylene diamines in an amount sufficient to react stoichiometrically with the dicarboxylic moiety; b. heating said suspension with agitation in a closed system at a temperature of between 125° and 200° C. at autogenous pressure for 0.5 to 48 hours to allow reaction between the ammonia or amine and the dicarboxylic moiety; and c. separating the rubber-modified copolymer in discrete particulate form from the aqueous medium.
Claim 2
Dependent Claim 320 words
A process for preparing a rubber-modified copolymer comprising (a) 5 to 40 weight percent of an elastomer and (b) 95 to 60 weight percent of a copolymer containing from 1 to 50 mole percent of an imide derivative of an ethylenically unsaturated dicarboxylic acid and 99 to 50 mole percent of one or more monomers copolymerizable therewith, said process comprising: a. forming an aqueous suspension of (1) a rubbermodified copolymer comprising (a) 5 to 40 weight percent of an elastomer selected from the group consisting of homopolymers of conjugated 1,3-dienes, copolymers of said 1,3-dienes with up to 50 mole percent of one or more monoolefinically unsaturated monomers copolymerizable therewith, ethylenepropylene-diene terpolymer rubbers, acrylate-diene copolymer rubbers, and mixtures thereof, and (b) 95 to 60 weight percent of a copolymer in discrete particulate form containing 1 to 50 mole percent of a dicarboxylic moiety selected from the group consisting of an ethylenically unsaturated dicarboxylic acid, an ethylenically unsaturated dicarboxylic anhydride and an ethylenically unsaturated dicarboxylic acid half acid derivative, and mixtures thereof and 99-50 mole percent of one or more monomers copolymerizable therewith selected from the group consisting of a vinyl aryl monomer, an aliphatic alpha-monoolefin, an alkyl vinyl ether, a conjugated diolefin, an unsaturated nitrile, an acrylic monomer and mixtures thereof and (2) aqueous ammonia or an aqueous amine selected from the group consisting of alkyl amines having 1 to 4 carbon atoms in the alkyl group, allyl amine, ethanolamine, aniline, benzylamine, α,ω-alkylene diamines having 2 to 6 carbon atoms in the alkylene group, and arylene diamines in an amount sufficient to react stoichiometrically with the dicarboxylic moiety; b. heating said suspension with agitation in a closed system at a temperature of between 125° and 200° C. at autogenous pressure for 0.5 to 48 hours to allow reaction between the ammonia or amine and the dicarboxylic moiety; and c. separating the rubber-modified copolymer in discrete particulate form from the aqueous medium.
Claim 3
Dependent Claim 268 words
A process for preparing a rubber-modified copolymer comprising (a) 5 to 40 weight percent of an elastomer, and (b) 95 to 60 weight percent of a non-equimolar copolymer in discrete particulate form containing a major amount of vinyl aryl monomer and a minor amount of an imide derivative of an ethylenically unsaturated dicarboxylic acid monomer comprising: a. forming an aqueous suspension of (1) a rubber-modified copolymer comprising (a) 5 to 40 weight percent of an elastomer selected from the group consisting of homopolymers of 1,3-dienes, copolymers of said 1,3-dienes with up to 50 mole percent of one or more monoolefinically unsaturated monomers copolymerizable therewith, ethylene-propylene-diene terpolymer rubbers, acrylate-diene copolymer rubbers, and mixture thereof, and (b) 95 to 60 weight percent of a copolymer in discrete particulate form containing a major amount of said vinyl aryl monomer and a minor amount of a monomer selected from the group consisting of an ethylenically unsaturated dicarboxylic acid, an ethylenically unsaturated dicarboxylic anhydride, and an ethylenically unsaturated dicarboxylic acid half acid derivative and mixtures thereof and (2) aqueous ammonia or an aqueous amine selected from the group consisting of alkyl amines having 1 to 4 carbon atoms in the alkyl group, allyl amine, ethanolamine, aniline, benzylamine, α,ω-alkylenediamines having 2 to 6 carbon atoms in the alkylene group, and arylene diamines in an amount sufficient to react stoichiometrically with the dicarboxylic monomer; b. heating said suspension with agitation in a closed system at a temperature of between 125° and 200° C. at autogenous pressure for 0.5 to 48 hours; and c. separating the rubber-modified copolymer in discrete particulate form from the aqueous medium.
Claim 4
Dependent Claim 268 words
A process for preparing a rubber-modified copolymer comprising (a) 5 to 40 weight percent of an elastomer, and (b) 95 to 60 weight percent of a non-equimolar copolymer in discrete particulate form containing a major amount of vinyl aryl monomer and a minor amount of an imide derivative of an ethylenically unsaturated dicarboxylic acid monomer comprising: a. forming an aqueous suspension of (1) a rubber-modified copolymer comprising (a) 5 to 40 weight percent of an elastomer selected from the group consisting of homopolymers of 1,3-dienes, copolymers of said 1,3-dienes with up to 50 mole percent of one or more monoolefinically unsaturated monomers copolymerizable therewith, ethylene-propylene-diene terpolymer rubbers, acrylate-diene copolymer rubbers, and mixture thereof, and (b) 95 to 60 weight percent of a copolymer in discrete particulate form containing a major amount of said vinyl aryl monomer and a minor amount of a monomer selected from the group consisting of an ethylenically unsaturated dicarboxylic acid, an ethylenically unsaturated dicarboxylic anhydride, and an ethylenically unsaturated dicarboxylic acid half acid derivative and mixtures thereof and (2) aqueous ammonia or an aqueous amine selected from the group consisting of alkyl amines having 1 to 4 carbon atoms in the alkyl group, allyl amine, ethanolamine, aniline, benzylamine, α,ω-alkylenediamines having 2 to 6 carbon atoms in the alkylene group, and arylene diamines in an amount sufficient to react stoichiometrically with the dicarboxylic monomer; b. heating said suspension with agitation in a closed system at a temperature of between 125° and 200° C. at autogenous pressure for 0.5 to 48 hours; and c. separating the rubber-modified copolymer in discrete particulate form from the aqueous medium.
Claim 5
Dependent Claim 29 words
The process of claim 2 wherein said copolymer is selected from the group consisting of styrene-maleic anhydride, styrene-methyl acid maleate, styrene-n-butyl acid maleate, styrene-maleic acid-maleic anhydride, and styrene-butadiene-maleic anhydride.
Claim 6
Dependent Claim 223 words
A composition when made by the process of claim 1, wherein said rubber-modified copolymer is prepared by polymerizing a mixture of said dicarboxylic moiety and said one or more monomers in the presence of said elastomer, comprising (a) 5 to 40 weight percent of an elastomer selected from the group consisting of homopolymers of conjugated dienes such as butadiene, isoprene, chloroprene and piperylene; copolymers of such conjugated dienes with up to 50 percent by weight of one or more monoolefinically unsaturated monomers such as styrene, substituted styrenes, acrylonitrile, methacrylonitrile, and isobutylene; ethylene-propylene-diene terpolymer rubbers; acrylate-diene copolymer rubbers; and mixtures thereof and (b) 95 to 60 weight percent of a copolymer containing 1 to 50 mole percent of an imide derivative of an ethylenically unsaturated dicarboxylic acid monomer, and 99 to 50 mole percent of at least one monomer copolymerizable therewith selected from the group consisting of a vinyl aryl monomer, an aliphatic alpha-monoolefin, an alkyl vinyl ether, a conjugated diolefin, an unsaturated nitrile, and acrylic monomer, and mixtures thereof; said imide derivative being selected from the group consisting of ethylenically unsaturated dicarboxylic imides and their N-substituted imides wherein the N-substituent is selected from the group consisting of alkyl having from 1 to 4 carbon atoms, hydroxyethyl, benzyl, phenyl, allyl, aminophenyl, aminobiphenyl, and ω-aminoalkyl having 2 to 6 carbon atoms in the alkyl group.

References Cited (Backward Citations)

US3520852A Cited
US3658947A Cited
US3632797A Cited
US3652511A Cited
US3651171A Cited
US3681475A Cited
US3796677A Cited
US3840499A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-12-21 1980-06-21 1980-12-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-12-21 1984-06-21 1984-12-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-12-21 1988-06-21 1988-12-21 $7700.00 Window Closed / Lapsed

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