贾敬琪,贾伟,孙芳.化学通报,2024,87(3):338-343.
两亲性光引发剂草酸4-甲氧基苯硫单酯的合成及性能研究
Synthesis and Property of Amphiphilic Photoinitiator 4-Methoxyphenyl Thiomonoester Oxalate
投稿时间:2023-09-06  修订日期:2023-10-10
DOI:
中文关键词:  光引发剂  LED光聚合  两亲性  硫酯
英文关键词:photoinitiator  LED photopolymerization  water-oil amphiphilicity  thioesters
基金项目:
作者单位E-mail
贾敬琪 北京化工大学 化学学院 1078983517@qq.com 
贾伟 北京化工大学 化学学院  
孙芳* 北京化工大学 化学学院 sunfang60@yeah.net 
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中文摘要:
      以4-甲氧基苯硫酚和草酰氯为原料,合成了一种两亲性光引发剂草酸4-甲氧基苯硫单酯(MO-TEA),并利用紫外-可见吸收光谱(UV-Vis)、电子顺磁共振波谱(ESR)、热重分析仪(TGA)及实时红外光谱(RT-IR)等手段探究了MO-TEA的光吸收性能、光降解机理、水中溶解性、热稳定性以及引发光聚合的能力。结果表明,MO-TEA在300 nm以上波长的摩尔消光系数虽然较低,但在405 nm LED光源照射下,能够发生硫酯键的断裂,生成硫自由基和酰基自由基引发单体聚合。除此之外,MO-TEA具有良好的水溶性和热稳定性,可高效地引发油性单体三丙二醇二丙烯酸酯(TPGDA)与水性单体聚乙二醇400二丙烯酸酯(PEG(400)DA)聚合,最终双键转化率可达80%以上,在LED光聚合领域表现出巨大的应用潜力。
英文摘要:
      In this paper, an amphiphilic photoinitiator, 4-methoxyphenyl thiomonoester oxalate (MO-TEA), was synthesized from 4-methoxyphenthiophenol and oxaloyl chloride, and the light absorption properties, photodegradation mechanism, solubility in water, thermostability and ability to initiate photopolymerization of MO-TEA were investigated by ultraviolet–visible spectroscopy (UV-Vis), electron spin-resonance spectroscopy (ESR), thermal gravimetric analyzer (TGA)and real-time infrared spectroscopy (RT-IR). The study results show that MO-TEA has low molar extinction coefficients at above 300 nm, but it is able to undergo thioester bond can break to produce sulfur free radical and acyl free radical to initiate polymerization of acrylate monomers under the irradiation of 405 nm LED. Besides, MO-TEA has good water solubility, and can effectively initiate polymerization of oil-based tripropylene glycol diacrylate (TPGDA) and water-based polyethylene glycol 400 diacrylate (PEG(400)DA). The final double bond conversions reach more than 80%. It has a great potential in the field of LED photopolymerization.
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