不对称的噻吩衍生物取代的苯并三氮唑类转光剂的合成  

Synthesis of Asymmetrically Substituted Benzothiadiazole-based Photochromic Compounds

作  者:王明杰 朱秀娟 孙小强[1] 石靖 WANG Mingjie;ZHU Xiujuan;SUN Xiaoqiang;SHI Jing(Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology,School of Petrochemical Engineering,Changzhou University,Changzhou 213164,China;Changzhou Baijia Nian dai Thin Film Technology Co.,Ltd.,Changzhou 213164,China)

机构地区:[1]常州大学石油化工学院江苏省绿色催化材料与技术重点实验室,江苏常州213164 [2]常州百佳年代薄膜科技股份有限公司,江苏常州213164

出  处:《合成化学》2025年第1期42-47,共6页Chinese Journal of Synthetic Chemistry

基  金:江苏省自然科学基金-青年基金资助项目(BK20220617)。

摘  要:转光胶膜可以有效地吸收太阳光中的紫外光并将其转换成可见光,从而提高光伏装置的光电转换效率并且避免紫外光对光伏装置使用寿命的损伤。本文以苯并三氮唑为起始原料,经过N-烷基化、溴化和碳碳偶联等过程合成了一系列含有不对称结构的噻吩衍生物取代的苯并三氮唑类转光剂,克服了现有转光剂的发光核心均为对称结构的局限性,从而扩大转光剂分子结构对转光波长的调控范围,更高效地利用了太阳光。本文研究了不对称噻吩衍生物对苯并三氮唑类转光剂转光波长的影响,结果表明:随着噻吩取代基的吸电子能力增强或者分子共轭程度的增强,转光剂的荧光波长均发生红移。所有合成化合物的结构都经过^(1)H NMR和^(13)C NMR确证。The transparent film is capable of efficiently absorbing ultraviolet light from sunlight and converting it into visible light,thereby enhancing the photovoltaic conversion efficiency of solar cell devices and protecting them from UV-induced damage.In this study,a series of benzotriazole-based fluorescent agents with asymmetric thienyl substitutions were synthesized using benzo[d]thiazole as the starting material.The synthesis involved N-alkylation,bromination,and carbon-carbon coupling processes.This innovative approach addresses the limitation of symmetric fluorescent cores found in existing agents,thereby extending the range of wavelength control through molecular structure modifications and improving the utilization of sunlight.The present paper investigates the impact of asymmetric thienyl substitution on the fluorescence wavelength of benzotriazole-based fluorescent agents.The findings reveal that an increase in the electron-withdrawing ability of thienyl substituents or enhanced molecular conjugation results in a red shift of the fluorescence wavelength of the agents.The structures of all synthesized compounds were verified using ^(1)H NMR and ^(13)C NMR techniques.

关 键 词:苯并三氮唑 噻吩衍生物 不对称结构 转光波长 转光剂 

分 类 号:O621.3[理学—有机化学]

 

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