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Water-soluble and polymerizable thioxanthone photoinitiator containing imidazole

Authors

  • Jun Qiu,

    1. Department of Polymer Materials and Engineering School of Material Engineering Key Laboratory for Ecological-Environment Materials of Jiangsu Province, Yancheng Institute of Technology, Yancheng City, People's Republic of China
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  • Jun Wei

    Corresponding author
    1. Department of Polymer Materials and Engineering School of Material Engineering Key Laboratory for Ecological-Environment Materials of Jiangsu Province, Yancheng Institute of Technology, Yancheng City, People's Republic of China
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ABSTRACT

A novel free radical photoinitiator, 3-allyl-1-[2-hydroxy-3-(thioxanthen-9-one-2-yl)oxypropyl]imidazolium chloride ([AIPTX]Cl), is synthesized by the addition reaction of 2-(2,3-epoxy)propoxylthioxanthone (ETX) with a heterocyclic compound imidazole firstly, and the achieved intermediate 1-[2-hydroxy-3-(thioxanthen-9-one-2-yl)oxypropyl]imidazole (IPTX) is then reacted with allyl chloride. IPTX is chosen to evaluate the photoefficiency of [AIPTX]Cl. FTIR and 1H-NMR confirm the structures of [AIPTX]Cl and IPTX. UV-Vis spectra of the two photoinitiators are similar and both exhibit the maximal absorption about 400 nm. Fluorescence spectra show [AIPTX]Cl/IMZ has slightly higher fluorescence intensity than IPTX system. Photopolymerization studies indicate that [AIPTX]Cl/IMZ is more efficient for the polymerization of water-soluble monomer than IPTX. Moreover, due to its advantages of water solubility and polymerizability, [AIPTX]Cl is an environmental-friendly photoinitiator and has potential for application in UV-curing systems. © 2014 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014, 131, 40659.

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