Benzophenone derivatives as novel organosoluble visible light TypeIIphotoinitiators forUVandLEDphotoinitiating systems

Benzophenone derivatives as novel organosoluble visible light TypeIIphotoinitiators forUVandLEDphotoinitiating systems
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DOI:
10.1002/pol.20200437
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发表时间:
2020-09-14
影响因子:
3.4
通讯作者:
Chen, Yung-Chung
Chen, Yung-Chung
中科院分区:
化学3区
文献类型:
--
作者:
Huang, Tung-Liang;Li, Yan-Heng;Chen, Yung-Chung

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合成了5种以不同芳胺为给电子基团的有机可溶性可见光二苯甲酮衍生物(BPs),并研究了它们在UV和LED照射下自由基光聚合丙烯酸酯单体的光引发体系。所有目标化合物(BP-1-5)均通过H NMR、HR-MS/EI-MS谱和元素分析得到证实。与对照二苯甲酮(BP)相比,bps2具有红移吸收、更高的摩尔消光系数和更好的热性能。制备了BP和bpsin与氢供体三乙胺(TEA)的组合,并研究了它们的电子自旋共振(ESR)光谱和光差扫描量热法(photodsc)。bp -1/TEA包体的ESR谱显示,自由基强度在所有光引发剂包体中最高。此外,基于BP-1的配方在类似紫外光源下对TMPTA自由基聚合(FRP)的双键转化效率优于其他BP,可与BP相媲美。然后在LED光照射下选择dbp -1/TEA和BP/TEA包装玻璃钢。有趣的是,BP-1/TEA系统比BP/TEA系统表现出更高的效率和更短的最大热流时间。结果表明,bp -1光引发剂不仅具有良好的光捕获性能和热性能,而且在UV和LED的照射下具有良好的转化效率。
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-1-5) have confirmed through(1)H NMR, HR-MS/EI-MS spectra and elemental analysis.BPsdisplayed red-shifted absorption, higher molar extinction coefficient and better thermal properties as compared to reference benzophenone (BP) compound. BP andBPsin 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 ofBP-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 otherBPsand comparable to the BP for the free radical polymerization (FRP) of TMPTA under similar UV light source. We then selectedBP-1/TEA and BP/TEA package for FRP under LED light irradiation. Interesting, theBP-1/TEA system exhibited better efficiency and shorter time at maximum heat flow than BP/TEA. This result indicatesBP-1photoinitiator not only displays good light harvesting, thermal property, but exhibits conversion efficiency under the irradiation of UV and LED.