基于非稠环核心的小分子受体材料的合成与光伏应用

Synthesis and Photovoltaic Application of Small Molecular Acceptor Materials Based on Non-Fused Ring Cores

近年来,基于非稠环核心的电子受体因具有结构简单的优势,成为有机光伏材料领域的研究热点。本研究通过将2个环戊二烯并二噻吩单元和1个氟代苯并[c]-[1,2,5]噻二唑单元通过Stille偶联反应合成非稠环核心单元,随后与末端吸电子单元3-已基罗丹宁通过Knoevenagel缩合反应合成小分子受体材料(5Z,5'Z)-5,5'-((6,6'-(5,6-二氟苯并[c][1,2,5]噻二唑-4,7-二基)双(4,4-双(2-乙基己基)-4H-环戊二烯[1,2-b:5,4-b']二噻吩-6,2-二基))双(甲亚基))双(3-己基-2-硫代噻唑啉酮)(MAZ-4)。该受体材料在350~710 nm范围内具有强的吸收,在给体材料聚(3-己基噻吩)和受体材料MAZ-4质量比为1∶1.2的条件下,有机太阳能电池的最佳能量转换效率为0.76%。

The electron acceptors based on non-fused ring cores draw great attention in the field of organic photovoltaic materials due to their simple structures in recent years.The non-fused ring core,one fluorinated benzo[c]-[1,2,5]thiadiazole unit flanked with two cyclopentanedithiophene units,was firstly synthesized by stille coupling reaction,and then it was used to synthesize the non-fused ring based electron acceptors(5Z,5'Z)-5,5'-((6,6'-(5,6-difluorobenzo[c][1,2,5]thiadiazole-4,7-diyl)bis(4,4-bis(2-ethylhexyl)-4H-cyclopenta[1,2-b:5,4-b']dithiophene-6,2-diyl))bis(methanylylidene))bis(3-hexyl-2-thioxothiazolidin-4-one)(MAZ-4)via Knoevenagel condensation reaction with 3-hexyl-rhodanine as the terminal electron-with drawing unit.The small molecule shows a strong absorption in the range 350-710 nm,and the optimal power conversion efficiency of the organic solar cell is 0.76%when the mass ratio of the donor material poly(3-hexylthiophene-2-5-diyl)and the acceptor material MAZ-4 is 1∶1.2.