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Benzophenone derivatives as novel organosoluble visible light Type II photoinitiators for UV and LED photoinitiating systems
Journal of Polymer Science ( IF 3.4 ) Pub Date : 2020-09-14 , DOI: 10.1002/pol.20200437
Tung‐Liang Huang, Yan‐Heng Li, Yung‐Chung Chen

Five organosoluble visible light benzophenone derivatives (BPs), incorporated different arylamine as electron donating groups have been synthesized and investigated for their roles as photoinitiating systems for free radical photopolymerization of acrylate monomer upon the UV and LED exposure. All the target compounds (BP‐15) have confirmed through 1H NMR, HR‐MS/EI‐MS spectra and elemental analysis. BPs displayed red‐shifted absorption, higher molar extinction coefficient and better thermal properties as compared to reference benzophenone (BP) compound. BP and BPs in combination with hydrogen donor, triethylamine (TEA), are prepared and investigated their electron spin resonance (ESR) spectroscopy and photo‐DSC (photo‐differential scanning calorimetry). ESR spectra of BP‐1/TEA package showed the highest radical intensity among the test photoinitiator packages. In addition, BP‐1‐based formulation exhibited the best double bond conversion efficiency than other BPs and comparable to the BP for the free radical polymerization (FRP) of TMPTA under similar UV light source. We then selected BP‐1/TEA and BP/TEA package for FRP under LED light irradiation. Interesting, the BP‐1/TEA system exhibited better efficiency and shorter time at maximum heat flow than BP/TEA. This result indicates BP‐1 photoinitiator not only displays good light harvesting, thermal property, but exhibits conversion efficiency under the irradiation of UV and LED.

中文翻译:

二苯甲酮衍生物作为用于UV和LED光引发体系的新型有机可溶性可见光II型光引发剂

合成了五种有机可溶性可见光二苯甲酮衍生物(BPs),它们结合了不同的芳胺作为供电子基团,并研究了它们作为丙烯酸和丙烯酸酯单体在UV和LED照射下自由基光聚合的光引发体系的作用。所有目标化合物(BP-15)均已通过1 H NMR,HR-MS / EI-MS光谱和元素分析确认。与参考二苯甲酮(BP)化合物相比,BP表现出红移吸收,更高的摩尔消光系数和更好的热性能。BP和个BP结合氢供体制备了三乙胺(TEA),并研究了它们的电子自旋共振(ESR)光谱和photo-DSC(光差扫描量热法)。在测试光引发剂包装中,BP-1 / TEA包装的ESR光谱显示出最高的自由基强度。此外,基于BP-1的配方表现出比其他BP最佳的双键转化效率,并且在类似的UV光源下与TMPTA的自由基聚合(FRP)相当。然后,我们在LED光照射下选择BP-1 / TEA和BP / TEA封装用于FRP。有趣的是BP-1/ TEA系统在最大热流下比BP / TEA具有更高的效率和更短的时间。该结果表明BP-1光引发剂不仅显示出良好的光收集,热性质,而且在UV和LED的照射下表现出转化效率。
更新日期:2020-10-17
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