摘要
2-乙酰基硫杂蒽酮分别与藜芦醛和1,4-苯并二烷-6-甲醛反应,合成了两种单组分硫杂蒽酮衍生物光引发剂2-[2-(4-甲氧基苯基)乙烯基]-9H-硫氧蒽-9-酮(CLT1)和1-(噻蒽-9-酮-2-基)-3-(3,4-亚甲二氧基苯基)-2-丙烯-1-酮(CLT2)。采用NMR、HRMS、UV-Vis吸收光谱、荧光发射光谱、稳态光降解、TGA、光聚合反应动力学等手段评估了光引发剂的性能。结果表明,光引发剂CLT1和CLT2在365 nm处的摩尔消光系数>25000 L/(mol·cm),表现出良好的UV-Vis光吸收能力,而且热稳定性好,在200℃下热失重仅分别为1.7%和1.1%。在不同质量分数下引发二缩三丙二醇二丙烯酸酯(TPGDA)的聚合时,CLT1和CLT2均实现>90%的双键转化率,而传统商用引发剂2-异丙基硫杂蒽酮体系在相同条件下的双键转化率<80%,CLT1和CLT2具有优异的光引发性能和潜在的实际应用价值。
Two single-component photoinitiators 2-[2-(4-methoxy-phenyl)vinyl]-9H-thioxanthrone-9-one(CLT1)and 1-(thioxanthen-9-one-2-yl)-3-(3,4-methylenedioxyphenyl)prop-2-en-1-one(CLT2)were synthesized from reaction of 2-acetylthioxanthon with veratraldehyde and 1,4-benzodioxan-6-formaldehyde,respectively,and evaluated by means of NMR,HPMS,UV-Vis absorption spectrum,fluorescence emission spectrum,steady-state photodegradation,TGA and photopolymerization kinetics for property analyses.The results showed that the molar extinction coefficients of CLT1 and CLT2 at 365 nm were more than 25000 L/(mol·cm),demonstrating good UV-Vis light absorption capacity and thermal stability,with the thermal weight loss at 200℃of only 1.7%and 1.1%,respectively.In the polymerization of tri(propylene glycol)diacrylate(TPGDA),both CLT1 and CLT2 with different mass fractions achieved double bond conversion rates>90%,while the traditional commercial initiator 2-isopropyl-9H-thioxanthen-9-one system achieved double bond conversion rate<80%under the same conditions.CLT1 and CLT2 exhibited excellent photoinitiation performance and potential practical application value.
作者
杨赛鹤
陈帅
陈鹏忠
彭孝军
YANG Saihe;CHEN Shuai;CHEN Pengzhong;PENG Xiaojun(State Key Laboratory of Fine Chemicals,Dalian University of Technology,Dalian 116024,Liaoning,China;Valiant Co.,Ltd.,Yantai 265599,Shandong,China;Ningbo Institute of Dalian University of Technology,Ningbo 315016,Zhejiang,China)
出处
《精细化工》
2025年第10期2307-2314,共8页
Fine Chemicals
基金
山东省重点研发(重大科技创新工程)项目(2021CXGC010308)。
关键词
硫杂蒽酮
单组分
光引发剂
紫外-发光二极管
丙烯酸酯
thioxanthones
single-component
photoinitiators
ultraviolet-light emitting diode
acrylates
作者简介
杨赛鹤(1998-),女,硕士生,E-mail:h2031376756@163.com;联系人:陈鹏忠(1985-),男,副研究员,E-mail:pzchen@dlut.edu.cn。
