一种新型吡咯并吡咯二酮衍生物的设计与合成

以2,2'-联二噻吩为原料,通过溴化、选择性还原、氨基化环化、甲酰基化、加成-消除反应及缩合反应等成功合成了一种新型的吡咯并吡咯二酮衍生物(Ⅰ),并通过核磁共振波谱、傅里叶变换红外光谱、质谱和元素分析对其结构进行了表征。该化合物具有良好的溶解性能,其溶液呈现鲜艳的紫红色,在可见光区530～700 nm有强吸收,可望成为低能隙聚合物太阳能电池材料的重要结构单元,从而获得转化率高的光伏器件。

Design and Synthesis of A Novel Derivative of pyrrolo[3,4-c]- pyrrole-1,4(2H, 5H)-dione

A new 1,4-diketopyrrolo [3,4-c] pyrrole(DPP)-based molecule (Ⅰ) was designed andsuccessfully synthesized with 2,2’-bithiophene as starting material via bromination,selectivedebromination,amination,alkylation,cyanation,and condensation.The product and precursors wereconfirmed by 1HNMR,13CNMR,IR,MS and elemental analysis.Compound (Ⅰ) exhibits good solubilityin organic solvents,its solution showing the color of bright amaranth,and an intense absorption betweenthe visible spectrum of 530～700 nm.It is expected to be the key monomers of low-energy gap polymersfor making solar cells,thus making possible the production of photovoltaic devices with hightransformation rate.