Thermal Sensitivity of tert-Butyloxycarbonylmethyl-Modified Polyquats in Condensed Phase and Solubility Properties of Copolymers with N-Isopropylacrylamide

Authors

  • Nina Gonsior,

    1. Heinrich-Heine-Universität Düsseldorf, Institut für Organische Chemie und Makromolekulare Chemie, Lehrstuhl für Präparative Polymerchemie,Universitätsstr.1, D-40225 Düsseldorf, Germany
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  • Sarah Schmitz,

    1. Heinrich-Heine-Universität Düsseldorf, Institut für Organische Chemie und Makromolekulare Chemie, Lehrstuhl für Präparative Polymerchemie,Universitätsstr.1, D-40225 Düsseldorf, Germany
    2. Evonik Goldschmidt GmbH, Goldtschmidtstr. 100, 45127 Essen
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  • Helmut Ritter

    Corresponding author
    1. Heinrich-Heine-Universität Düsseldorf, Institut für Organische Chemie und Makromolekulare Chemie, Lehrstuhl für Präparative Polymerchemie,Universitätsstr.1, D-40225 Düsseldorf, Germany
    • Heinrich-Heine-Universität Düsseldorf, Institut für Organische Chemie und Makromolekulare Chemie, Lehrstuhl für Präparative Polymerchemie,Universitätsstr.1, D-40225 Düsseldorf, Germany Fax: +49 211 81 15840.
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Abstract

The synthesis of the easily decomposable ionic monomer 2-tert-butoxy-N-[2-(methacryloyl-oxy)ethyl]-N,N-dimethyl-2-oxoethanammonium chloride (3) via thermally induced syn-elimination of a tert-butyl ester group was realized simply by mixing N,N-dimethylaminoethyl methacrylate (1) and tert-butyl chloroacetate (2) at ambient temperature without solvent. The obtained salt was polymerized via free radical polymerization. The decomposition and foaming via iso-butene formation takes place by heating up to about 160 °C. IR, DSC, TGA, and GC/MS measurements were performed to follow this pyrolysis reaction. Furthermore, the copolymerization of 3 with N-isopropylacrylamid (NiPAAm, 5) was carried out with different monomer ratios. Molar mass distributions were measured using an asymmetrical flow field-flow fractionation (aFFFF) system. The obtained copolymers 6–10 exhibit lower critical solution temperature (LCST) behaviour in water with cloud points at different temperatures depending on the monomer ratio.

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