摘要： 【目的】实现光引发剂与紫外 -可见 LED光源的高效匹配。【方法】将 9，10-二苯基蒽基团引入羟基氧化膦结构中，设计并合成了一种新型紫外 -可见光响应的单组分自由基光引发剂（羟基（4-（10-苯基蒽 .9-基）苯基）甲基）二苯基氧化膦（ DPOH）并发现其前体化合物 4-（10-苯基蒽 .9-基）苯甲醛（ DPO）同样具有优异的光引发性能。利用紫外 -可见光谱研，究 DPOH与 DPO的吸收与光解行为，通过电子顺磁共振实验与质谱分析推测了光引发机理，采用热重分析法与差示扫描量热法评估了引发剂的热稳定性，实时红外法研究了光引发剂的光聚合动力学。【结果】 DPOH和 DPO在近紫外 -可见光区域展现显著的光吸收能力， DPOH与 DPO引发三羟甲基丙烷三丙烯酸酯聚合的双键转化率可达 49%~68%，引发乙氧化三羟甲基丙烷三丙烯酸酯聚合的双键转化率分别为 87%和 95%。DPOH与 DPO的热分解温度分别为 253 ℃和 330 ℃，与三羟甲基丙烷三丙烯酸酯混合时热聚合起始温度分别为 176 ℃和 187 ℃，表现出优异的热稳定性。【结论】 DPOH与 DPO是一类高效稳定的可裂解 LED光引发剂，在光固化材料中具有潜在的应用价值。
关键词:
9,10-二苯基蒽,
光引发剂,
自由基光聚合,
α-羟基膦氧化物
Abstract: ［Objective］In order to achieve the efficient matching of photoinitiators with UV-Vis LED light sources.［Methods］ A novel UV-Vis light-responsive one-component free radical photoinitiator，（hydroxy（4-（10-phenylanthracen-9-yl）phenyl）methyl）diphenylphosphine oxide（DPOH），was designed and synthesized by introducing 9，10-diphenylanthracene into the structure of hydroxylphosphine oxide，and it was found that its precursor compound，4-（10-phenylanthracen-9-yl） benzaldehyde（DPO），also exhibited excellent photoinitiation properties. The absorption and photolysisbehaviors of DPOH and DPO were investigated by UV-Vis spectrophotometer，and the photoinitiationmechanisms of the synthesized photoinitiators were speculated by electron paramagnetic resonance andmass spectrometry analysis，the thermal stability was evaluated by thermogravimetric analysis and differential scanning calorimetry，and real-time infrared spectroscopy was conducted to investigate thephotopolymerization kinetics of photoinitiators.［Results］DPOH and DPO exhibited significant light absorption capabilities in the near-ultraviolet to visible（UV-Vis）region. The double bond conversionof trimethylolpropane triacrylate initiated by DPOH and DPO could reach 49%~68%，and that of ethoxylated trimethylolpropane triacrylate could reach 87% and 95%，respectively. The thermal decomposition temperatures of DPOH and DPO were 253 ℃ and 330 ℃，respectively. When mixed with trimethylolpropane triacrylate，their thermal polymerization onset temperatures were 176 ℃ and 187 ℃， demonstrating outstanding thermal stability.［Conclusion］DPOH and DPO are highly efficient and stable cleavable LED photoinitiators，demonstrating significant potential for applications in photocurable materials.
Key words:
9,10-diphenylanthracene,
photoinitiator,
free radical photopolymerization,
α -hydroxyphosphine oxide
中图分类号:
孙一昊, 项 清, 刘鹏程, 等. 基于9，10-二苯基蒽骨架LED 光引发剂的合成与性能研究[J]. 涂料工业, 2025, 55(5): 1-7.
SUN Y H, XIANG Q, LIU P Z, et al. Study on Synthesis and Performance of LED Photoinitiators Based on 9，10-Diphenylanthracene Skeleton[J]. Paint & Coatings Industry, 2025, 55(5): 1-7.