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Facilely prepared blue-green light sensitive curcuminoids with excellent bleaching properties as high performance photosensitizers in cationic and free radical photopolymerization†
Polymer Chemistry ( IF 4.6 ) Pub Date : 2018-03-07 00:00:00 , DOI: 10.1039/c8py00166a
Weixiang Han 1, 2, 3, 4, 5 , Hongyuan Fu 1, 2, 3, 4, 5 , Tanlong Xue 1, 2, 3, 4, 5 , Tongzheng Liu 1, 2, 3, 4, 5 , Yong Wang 1, 2, 3, 4, 5 , Tao Wang 1, 2, 3, 4, 5
Affiliation  

Curcumin is attractive in photopolymerization especially in cationic photopolymerization, because of its broad absorption and nontoxic properties. Curcuminoid (CMD) is a linear diarylheptanoid and can be considered as a derivative of curcumin. Based on the framework of curcumin, four CMDs containing carbazole/triphenylamine/dimethylaniline/phenothiazine as electron donors and β-diketone as electron acceptors are prepared using a facile synthesis method. The absorption maxima of the prepared CMDs all showed significant red-shifts compared with that of curcumin. The CMDs can act as high performance photosensitizers of iodonium salt (ONI) to start the ring-opening cationic photopolymerization of epoxides and the free radical photopolymerization of acrylates upon blue-green light exposure using light-emitting diodes. Excellent polymerization initiating efficiencies are found, and high final function conversions are obtained. The initiating abilities of the CMDs/ONI can be enhanced in the presence of N-vinyl carbazole or triphenylphosphine. More remarkably, the CMDs/ONI exhibit excellent photobleaching properties, and can be used in deep free radical photopolymerization.

中文翻译:

易于制备的蓝绿色光敏姜黄素,具有出色的漂白性能,可作为阳离子和自由基光聚合反应中的高性能光敏剂

姜黄素因其广泛的吸收和无毒性质而在光聚合中特别是在阳离子光聚合中具有吸引力。姜黄素(CMD)是线性的二芳基庚烷,可以认为是姜黄素的衍生物。在姜黄素的框架下,采用简便的合成方法制备了四种以咔唑/三苯胺/二甲基苯胺/吩噻嗪为电子供体,以β-二酮为电子受体的CMD。与姜黄素相比,所制备的CMD的最大吸收均显示出明显的红移。在CMD中可以用作碘鎓盐(ONI)的高性能光敏剂,在使用发光二极管曝光蓝绿色光后,开始环氧化物的开环阳离子光聚合和丙烯酸酯的自由基光聚合。发现优异的聚合引发效率,并且获得高的最终功能转化率。在存在N-乙烯基咔唑或三苯基膦的情况下,可以增强CMD / ONI的引发能力。更为显着的是,CMD / ONI具有出色的光致漂白性能,可用于深层自由基光聚合。
更新日期:2018-03-07
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