[논문]Benzylpyrazinium Salts as Photo-Initiators in the Polymerization of Epoxide Monomers

Kim, Moon Suk; Lee, Sang Bong

doi:10.3390/ma7085581

Benzylpyrazinium Salts as Photo-Initiators in the Polymerization of Epoxide Monomers 원문보기

Materials, v.7 no.8, 2014년, pp.5581 - 5590

Kim, Moon Suk (Department of Molecular Science and Technology, Ajou University, Suwon 443-749, Korea) , Lee, Sang Bong (E-Mail: moonskim@ajou.ac.kr)

Abstract ▼ AI-Helper

In order to study the capability of pyrazinium salt derivatives to act as photo-initiators of epoxide monomers, benzyl pyrazinium hexafluoroantimonate (BPH), benzyl 3,5-dimethyl pyrazine hexafluoroantimonate (BDH) and benzyl quinoxalinium hexafluoroantimonate (BQH) were synthesized by the Menschutkin reaction of benzyl bromide with pyrazine, 2,6-dimethyl pyrazine, and quinoxaline, followed by exchanging with hexafluoroantimonate (SbF6). BPH, BDH, and BQH exhibited characteristic ultraviolet (UV) absorbance as well as exothermic peaks as a function of irradiation time in a differential photo-calorimeter (DPC). In the absence of photo-irradiation, cyclohexene oxide (CHO) underwent slow polymerization at 25 °C using BPH derivatives, but quantitative conversion was achieved even after a 5-min photo-irradiation. In addition, photo-irradiation was required for the photo-polymerization of CHO and styrene oxide (STO), which was characterized by a short induction period followed by a very rapid and exothermic polymerization. While glycidyl methyl ether (GME) required long induction periods, glycidyl phenyl ether (GPE) underwent rather slow and/or no photo-polymerization. The reactivity order of the monomers was CHO > STO >> GME >>> GPE, and the reactivity order for the photo-polymerization of CHO was BPH > BQH > BDH. It was found that BPH, BDH, and BQH could serve as photo-latent initiators for CHO, STO and GME, respectively.

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Benzylpyrazinium Salts as Photo-Initiators in the Polymerization of Epoxide Monomers 원문보기

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Benzylpyrazinium Salts as Photo-Initiators in the Polymerization of Epoxide Monomers 원문보기

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