Synthesis and photopolymerization of 2-(acryloyloxy)ethyl piperidine-1-carboxylate and 2-(acryloyloxy)ethyl morpholone-4-carboxylate

Authors

  • Ming Xiao,

    1. Key Laboratory of Beijing City on the Preparation and Processing of Novel Polymer Materials, State Key Laboratory of Chemical Resource Engineering, Beijing University of Chemical Technology, Beijing 100029, People's Republic of China
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  • Zhenfeng Li,

    1. Key Laboratory of Beijing City on the Preparation and Processing of Novel Polymer Materials, State Key Laboratory of Chemical Resource Engineering, Beijing University of Chemical Technology, Beijing 100029, People's Republic of China
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  • Jun Nie

    Corresponding author
    1. Key Laboratory of Beijing City on the Preparation and Processing of Novel Polymer Materials, State Key Laboratory of Chemical Resource Engineering, Beijing University of Chemical Technology, Beijing 100029, People's Republic of China
    • Key Laboratory of Beijing City on the Preparation and Processing of Novel Polymer Materials, State Key Laboratory of Chemical Resource Engineering, Beijing University of Chemical Technology, Beijing 100029, People's Republic of China
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Abstract

Two low-viscosity monomers, 2-(acryloyloxy)ethyl piperidine-1-carboxylate (AEPC II) and 2-(acryloyloxy)ethyl morpholone-4-carboxylate (AEMC), were synthesized with a non-isocyanate route. The photopolymerization kinetics was monitored by real-time infrared spectroscopy with a horizontal sample holder. The results indicated that AEPC II and AEMC had high ultraviolet curing rates and final double-bond conversions, which could reach 90 and 95%, respectively. The glass-transition temperatures of AEPC II/urethane acrylate resin (1/4 w/w), AEMC/urethane acrylate resin (1/4 w/w), and isobornyl acrylate/urethane acrylate resin (1/4 w/w) mixtures were 37.5, 45.6, and 57°C, respectively. The crosslink density of the AEMC/urethane acrylate resin (1/4 w/w) mixture was lower than that of the isobornyl acrylate/urethane acrylate resin (1/4 w/w) mixture. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2011

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