Novel chalcone-based phenothiazine derivative photoinitiators for visible light induced photopolymerization with photobleaching and good biocompatibility

Novel chalcone-based phenothiazine derivative photoinitiators for visible light induced photopolymerization with photobleaching and good biocompatibility
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新型查尔酮基吩噻嗪衍生物光引发剂,用于可见光诱导光聚合,具有光漂白和良好的生物相容性

DOI:
10.1016/j.porgcoat.2022.106859
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发表时间:
2022-04-08
影响因子:
6.6
通讯作者:
Qu, Jinqing
Qu, Jinqing
中科院分区:
材料科学1区
文献类型:
--
作者:
Deng, Lin;Tang, Liuyan;Qu, Jinqing

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设计并合成了两种新型可见光引发剂4-(10-甲基- 10h -吩噻嗪-3-基)- 3-烯-2-酮(PBO)和(1E,4E)1,5-双(10-甲基- 10h -吩噻嗪-3-基)-1,4-戊二烯-3-酮(BMPPO)。PBO和BMPPO具有350 ~ 500 nm的宽吸收范围,最大吸收波长分别为400 nm和440 nm。研究了BMPPO/碘/胺三组分光引发体系在丙烯酸酯自由基聚合中的应用。结果表明,在UV-LED (365 nm)、蓝光LED (440 nm)和太阳光源的照射下,光引发体系表现出快速聚合和较高的最终乙烯基转化率。通过实时FT-IR光谱对其光聚合动力学进行了研究,结果表明,BMPPO的双波段转化率高达90%。通过稳态光解和电子自旋共振自旋捕获实验确定了光固化机理。在共引发剂的存在下,PBO和BMPPO的光诱导机制可能是通过电子转移发生的。此外,通过光诱导降解和细胞毒性实验,BMPPO具有快速的光漂白性能和良好的生物相容性,表明BMPPO在浅色涂料和食品包装领域具有潜力。
Two novel visible light photoinitiators 4-(10-methyl-10H-phenothiazin-3-yl) but-3-en-2-one (PBO) and (1E,4E)1,5-bis(10-methyl-10H-phenothiazin-3-yl)-1,4-pentadien-3-one (BMPPO) were successfully designed and synthesized. PBO and BMPPO have broad absorption range from 350 to 500 nm with the maximum absorption wavelength at 400 nm and 440 nm respectively. Three-component photoinitiating system of BMPPO/iodonium/ amine was developed for free radical polymerization of acrylates. The results demonstrated that the photoinitiating system displayed rapid polymerization and high final vinyl group conversions under the irradiation of UV-LED (365 nm), blue LED (440) nm and solar light resource. Moreover, photopolymerization kinetics was studied by real-time FT-IR spectrum, the double band conversion was achieved up to 90% for BMPPO. The photocuring mechanism was identified via steady state photolysis and electron spin resonance spin-trapping experiments. The possible photoinduced mechanism of PBO and BMPPO in the presence of a co-initiator occurred through electron transfer. In addition, BMPPO possesses rapid photobleaching and good biocompatibility performance tested by photoinduced degradation and cytotoxicity experiments respectively, which exhibited that BMPPO has potential for light-color coatings and food packaging field.