Synthesis of novel photochromic spiropyran dyes containing quaternary ammonium salt or cinnamoyl moiety and their properties as photoinitiators

Three novel spiropyran (SP) dyes containing quaternary ammonium salt or cinnamoyl moiety were synthesized and their photosensitive properties as photoinitiator were characterized by UVvis spectroscopy. The intramolecular electron transfer of SP dyes containing quaternary ammonium salt was much faster and can initiate the photopolymerization under UV irradiation though the photochromic properties than those of SPs containing cinnamoyl group. A photoinitiation system containing SPs and the hexaarylbisimidazoles was studies, and the initiation properties were tested by monitoring the conversion rate of double-bond at 810 and 1640 cm-1 with -time infrared spectroscopy. It was found that the system containing our SP derivatives exhibited much higher initiating efficiency than ever reported SP dyes in the photopolymerization of 2-phenoxyethylacrylate/N-vinylcarbazole. (C) 2012 Wiley Periodicals, Inc. J Appl Polym Sci, 2012