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Water-Soluble and Polymerizable Thioxanthone Photoinitiator Containing Imidazole

机译:含咪唑的水溶性可聚合噻吨酮光引发剂

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摘要

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.
机译:通过2-的加成反应合成了一种新型的自由基光引发剂3-烯丙基-1- [2-羟基-3-(噻吨基-9-一-2-基)氧基丙基]咪唑氯化物([AIPTX] Cl)。首先将(2,3-环氧)丙氧基噻吨酮(ETX)与杂环化合物咪唑,然后将所得的中间体1- [2-羟基-3-(噻吨酮-9-一-2-基)氧基丙基]咪唑(IPTX)与烯丙基氯反应。选择IPTX来评估[AIPTX] Cl的光效率。 FTIR和〜1H-NMR证实了[AIPTX] C1和IPTX的结构。两种光引发剂的UV-Vis光谱相似,都显示出约400 nm的最大吸收。荧光光谱表明,[AIPTX] Cl / IMZ的荧光强度略高于IPTX系统。光聚合研究表明,[AIPTX] Cl / IMZ对水溶性单体的聚合比IPTX更有效。此外,由于其具有水溶性和可聚合性的优点,[AIPTX] Cl是一种环境友好的光引发剂,具有在紫外线固化系统中应用的潜力。

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