基于三苯胺共轭侧链苯并二噻吩交替环戊二烯宽带隙聚合物的构筑

Construction of a wide band gap polymer with alternating cyclopentadiene based on triphenylamine conjugated side chain benzodithiophene

以苯并[1,2-b:4,5-b′]二噻吩-4,8-二酮、4-溴-4′,4′-二甲氧基三苯胺等为原料,通过Miyaura硼化反应、Stille偶联反应及Suzuki偶联反应设计合成了基于三苯胺共轭侧链苯并二噻吩交替环戊二烯宽带隙聚合物供体材料PBF-EH.通过核磁共振氢谱仪解析各中间产物及目标产物的分子结构,通过紫外-可见吸收光谱表征了聚合物的光物理特性,其最大吸收边缘位于550 nm处,对应光学带隙为2.25 eV.用循环伏安法测定了聚合物分子的能级分布,经表征,聚合物的HOMO能级为-5.07 eV,LUMO能级为-3.43 eV,可与受体材料形成良好的能级匹配.该研究工作为新型宽带隙聚合物供体的设计合成提供了一种简便方法.

The benzo[1,2-b:4,5-b′]dithiophene-4,8-dione and 4-bromo-4′,4′-dimethoxytriphenylamine,etc.were used as raw materials to synthesize PBF-EH,a wide band gap polymer donor material based on triphenylamine conjugated side chain benzodithiophene alternating cyclopentadiene,by Miyaura boron Chemical reaction,Stille coupling reaction and Suzuki coupling reaction.The structure of each intermediate product and the target product were characterized by proton nuclear magnetic resonance spectroscopy,and the photophysical properties of the polymer were characterized by ultraviolet-visible absorption spectroscopy.The maximum absorption edge is located at 550 nm,and the corresponding optical band gap is 2.25 eV.Cyclic voltammetry was used to determine the energy level distribution of polymer molecules.The HOMO energy level of the polymer was-5.07 eV and the LUMO energy level was-3.43 eV,which can match with the acceptor material.The research work in this paper provides a convenient method for the synthesis of wide band gap polymer donors.