4,7-二噻吩-[2,1,3]苯并硒二唑的合成及其光电性能

Synthesis and Photoelectric Properties of 4,7-Dithiophen-[2,1,3]benzoselenadiazole

苯并硫二唑经溴代,还原和闭环反应制得4,7-二溴[2,1,3]苯并硒二唑(3);以Pd(PPh3)2Cl2为催化剂,3与2-三丁基锡噻吩(4)经斯蒂尔偶联反应合成了4,7-二噻吩-[2,1,3]苯并硒二唑(5)。5为新化合物,其结构和性能经1H NMR,13C NMR,UV-Vis,荧光光谱法和循环伏安法表征。结果表明:5具有应用于光伏材料的带隙(12.2 e V);有较宽的吸收波长(260 nm^487 nm),在红光区域发射较强的荧光(620 nm);有可逆的氧化还原曲线,电化学性质稳定。

4,7-Dibromo[2,1,3]benzoselenadiazole（ 3） was obtained by bromination,reduction and ring-closing reaction,using benzothiadizaole as the starting material. The novel compound,4,7-dithiophen-[2,1,3]benzoselenadiazole（ 5）,was synthesized by Stille coupling reaction of 3 with 2-tributyl stannane thiophene（ 4）. The structure and photoelectric properties of 5 were characterized by1 H NMR,13 C NMR,UV-Vis,fluorescence and cyclic voltammetry. The results showed that 5 had broad absorption spectrum（ 260 nm - 487 nm） and a low band gap（ 12. 2 e V）,strong emission peak（ 620 nm）,reversible redox curve and stable electrochemical property.