Volume 28, Issue 11 pp. 2983-2996
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Water-Soluble imide-amide copolymers. III. Preparation and characterization of poly (acrylamide-co-N,N-diallylaniline) and poly (acrylamide-co-sodium N,N-diallylsulfanilate)

Martin B. Hocking

Corresponding Author

Martin B. Hocking

Department of Chemistry, University of Victoria, P.O. Box 1700, Victoria, B.C., V8W 2Y2, Canada

Department of Chemistry, University of Victoria, P.O. Box 1700, Victoria, B.C., V8W 2Y2, CanadaSearch for more papers by this author
David T. Syme

David T. Syme

Department of Chemistry, University of Victoria, P.O. Box 1700, Victoria, B.C., V8W 2Y2, Canada

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David E. Axelson

David E. Axelson

CANMET Coal Research Laboratories, Energy Mines and Resources Canada, P.O. Bag 1280, Devon, Alberta, T0C 1E0, Canada

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Kirk H. Michaelian

Kirk H. Michaelian

CANMET Coal Research Laboratories, Energy Mines and Resources Canada, P.O. Bag 1280, Devon, Alberta, T0C 1E0, Canada

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First published: October 1990
Citations: 5

Presented at the 72nd Canadian Chemical Conference, Victoria, British Columbia, June 4–8, 1989.

Dedicated to the memory of W. M. Leung

Abstract

N,N-diallylaniline monomer was prepared in good yields, for use in preparation of homopolymer and for copolymerization with acrylamide. Functionalized N,N-diallylaniline monomer, as sodium N,N-diallylsulfanilate, was also prepared in good yields for copolymerization with acrylamide. Both monomers were fully characterized by elemental analysis, IR, and NMR. Poly (N,N-diallylaniline) was obtained by polymerization of a strongly acidic aqueous solution of N,N-diallylaniline initiated with hydrogen peroxide. Spectroscopic data from this homopolymer was used to facilitate spectral assignments of the new copolymers. Copolymers of acrylamide with N,N-diallylamine were prepared at monomer feed ratios of 10, 20, and 30 mol % amine and gave 3.5, 7.4, and 8.9 mol % incorporation, respectively. Similar diallyl monomer incorporation rates were obtained for the copolymerization of sodium N,N-diallylsulfanilate with acrylamide. With 10, 30, and 50 mol % of the sodium salt relative to acrylamide, 3.9, 8.4, and 19.2 mol % incorporation of the diallyl monomer was obtained.

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