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US4207398A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for preparing physically stable quaternary ammonium anion exchange resins by chloromethylation and amination in the absence of additional organic solvent

Assignee: Rohm and Haas Co
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Filing: 1978-09-27
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Granted: 1980-06-10
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Expires: 1998-09-27
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Abstract

Abstract Crosslinked quaternary ammonium anion exchange resins having a copolymer backbone containing a major amount of units derived from at least one non-polar aromatic monovinyl monomer and a minor amount of units derived from at least one polar functionally substituted comonomer, and characterized by improved physical stability, are prepared by an improved process, wherein the improvement comprises haloalkylating the aromatic nuclei of the copolymer backbone and aminolyzing the intermediate copolymer in the absence of added organic solvent.

Inventors

  • 👤 Edward F. Riener

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 20:56
CPC Classifications
B; B01; B01J; B01J41/00; B01J41/08; B01J41/12; B01J41/14; C; C08; C08F; C08F8/00; C08F8/44

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 219 words
A process for preparing an anion exchange resin comprising the steps of: (a) preparing a crosslinked copolymer by polymerizing a monomer system comprising (i) from about 85 to 99.95 parts by weight of at least one non-polar, aromatic monovinyl hydrocarbon monomer selected from the class consisting of styrene, o-, m, and p-alkylstyrenes, o-, m-, and p-alkoxystyrenes, and vinyl naphthalene, (ii) from about 5 to 0.05 parts by weight of at least one polar functionally-substituted comonomer selected from the group consisting of methyl methacrylate, trimethylol propane trimethacrylate, acrylonitrile and isodecyl methacrylate; and (iii) from about 10 to 0 parts by weight of at least one polyvinyl aromatic hydrocarbon selected from the class consisting of divinyl benzene, divinyl alkyl benzenes, divinyl naphthalenes and trivinyl benzene; (b) haloalkylating said copolymer in the presence of a Lewis acid catalyst wherein the haloalkylating agent is present in an excess quantity and is selected from the group consisting of mono-chloromethyl methyl ether and bis-chloromethyl ether; (c) quenching the haloalkylation reaction, and washing the haloalkylated intermediate copolymer, with water; (d) treating said intermediate copolymer in an aqueous slurry with a tertiary amine to give a quaternary anion exchange resin; and (e) Carrying out steps (a) through (d) in the absence of added organic solvent whereby an anion exchange resin characterized by improved physical stability is obtained.
Claim 2
Dependent Claim 219 words
A process for preparing an anion exchange resin comprising the steps of: (a) preparing a crosslinked copolymer by polymerizing a monomer system comprising (i) from about 85 to 99.95 parts by weight of at least one non-polar, aromatic monovinyl hydrocarbon monomer selected from the class consisting of styrene, o-, m, and p-alkylstyrenes, o-, m-, and p-alkoxystyrenes, and vinyl naphthalene, (ii) from about 5 to 0.05 parts by weight of at least one polar functionally-substituted comonomer selected from the group consisting of methyl methacrylate, trimethylol propane trimethacrylate, acrylonitrile and isodecyl methacrylate; and (iii) from about 10 to 0 parts by weight of at least one polyvinyl aromatic hydrocarbon selected from the class consisting of divinyl benzene, divinyl alkyl benzenes, divinyl naphthalenes and trivinyl benzene; (b) haloalkylating said copolymer in the presence of a Lewis acid catalyst wherein the haloalkylating agent is present in an excess quantity and is selected from the group consisting of mono-chloromethyl methyl ether and bis-chloromethyl ether; (c) quenching the haloalkylation reaction, and washing the haloalkylated intermediate copolymer, with water; (d) treating said intermediate copolymer in an aqueous slurry with a tertiary amine to give a quaternary anion exchange resin; and (e) Carrying out steps (a) through (d) in the absence of added organic solvent whereby an anion exchange resin characterized by improved physical stability is obtained.
Claim 3
Dependent Claim 88 words
The process of claim 1 wherein the copolymer is prepared from a monomer system comprising: (a) from about 90 to 97.5 parts by weight of at least one aromatic, monovinyl hydrocarbon monomer selected from the group consisting of styrene and o-, m-, and p-alkylstyrenes; (b) from about 2.5 to 0.5 parts by weight of at least one polar functionally-substituted comonomer selected from the group consisting of acrylonitrile, methyl methacrylate, iso-decyl methacrylate, and trimethylol propane trimethacrylate; and (c) from about 7.5 to 1.8 parts by weight of divinyl benzene.
Claim 4
Dependent Claim 11 words
The process of claim 2 wherein the tertiary amine is trimethylamine.
Claim 5
Dependent Claim 9 words
A product prepared by the process of claim 1.
Claim 6
Dependent Claim 9 words
A product prepared by the process of claim 3.
Claim 7
Dependent Claim 13 words
The product of claim 5 wherein the copolymer is a styrene-divinyl benzene-acrylonitrile terpolymer.
Claim 8
Dependent Claim 15 words
The product of claim 5 wherein the copolymer is a styrene-divinyl benzene-trimethylol propane trimethacrylate terpolymer.
Claim 9
Dependent Claim 14 words
The product of claim 5 wherein the copolymer is a styrene-divinyl benzene-methyl methacrylate terpolymer.
Claim 10
Dependent Claim 14 words
The product of claim 5 wherein the copolymer is a styrene-divinyl benzene-iso-decyl methacrylate terpolymer.

References Cited (Backward Citations)

GB1055188A Cited
US3311602A Cited
US3549562A Cited
US3817878A Cited
JPS5049783A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-06-10 1983-12-10 1984-06-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-06-10 1987-12-10 1988-06-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-06-10 1991-12-10 1992-06-10 $7700.00 Window Closed / Lapsed

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