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Thiophene and thieno[3,2-b]thiophene π-bridged pyrrolo[3,4-c]pyrrole-1,3-dione-based wide band-gap polymers for fullerene and non-fullerene organic solar cells
Organic Electronics ( IF 3.2 ) Pub Date : 2018-09-08 , DOI: 10.1016/j.orgel.2018.09.015
Vellaiappillai Tamilavan , Jihoon Lee , Rajalingam Agneeswari , Yun Kyung Jung , Youngeup Jin , Jung Hyun Jeong , Myung Ho Hyun , Sung Heum Park

The conventional polymerization of 2,5-bis(trimethylstannyl)thiophene (T) or 2,5-bis(trimethylstannyl)thieno[3,2-b]thiophene (Tt) with 4,6-bis(5-bromothiophen-2-yl)-5-octyl-2-(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,3(2H,5H)-dione (TPPDT) afforded new alternating polymers, namely P(T-TPPDT) or P(Tt-TPPDT), respectively. Both P(T-TPPDT) and P(Tt-TPPDT) exhibited similar thermal stabilities (5% weight loss at around 420 °C) and absorption maxima (λmax ≈ 515 nm) as films. The absorption bands of P(T-TPPDT) and P(Tt-TPPDT) extend between 300 and 620 nm, with optical band gaps (Egs) of 2.02 eV and 2.00 eV, respectively. The highest-occupied/lowest-unoccupied molecular-orbital energies of P(Tt-TPPDT) (HOMO/LUMO: −5.35 eV/–3.33 eV) were found to be somewhat higher than those of P(T-TPPDT) (HOMO/LUMO: −5.31 eV/–3.31 eV). Organic solar cells (OSCs) prepared using 1:1.5 (w/w) P(T-TPPDT):PC70BM or P(Tt-TPPDT):PC70BM (PC70BM = [6,6]-phenyl C70 butyric acid methyl ester) blends provided power-conversion efficiencies (PCEs) of 3.50% or 4.71%, respectively. On the other hand, OSCs prepared with 1:1 (w/w) P(T-TPPDT):ITIC or P(Tt-TPPDT):ITIC (ITIC = 3,9-bis(2-methylene-(3-(1,1-dicyanomethylene)indanone))-5,5,11,11-tetrakis(4-hexylphenyl)dithieno[2,3-d:2′,3′-d’]-s-indaceno[1,2-b:5,6-b’]dithiophene) blends exhibited improved PCEs of 5.32% or 6.35%, respectively.



中文翻译:

富勒烯和非富勒烯有机太阳能电池的噻吩和噻吩并[3,2-b]噻吩π桥吡咯并[3,4-c]吡咯-1,3-二酮基宽带隙聚合物

2,5-双(三甲基锡烷基)噻吩(T)或2,5-双(三甲基锡烷基)噻吩并[3,2-b]噻吩(Tt)与4,6-双(5-溴噻吩-2-)的常规聚合yl)-5-辛基-2-(2-辛基十二烷基)吡咯并[3,4-c]吡咯-1,3(2H,5H)-二酮(TPPDT)提供新的交替聚合物,即P(T-TPPDT)P(Tt-TPPDT)。两个P(T-TPPDT)P(TT-TPPDT)表现出类似的热稳定性(5%的重量损失在约420℃)和最大吸收(λ最大 ≈515纳米)作为膜。P(T-TPPDT)P(Tt-TPPDT)的吸收带在300到620 nm之间延伸,具有光学带隙(E gs)分别为2.02 eV和2.00 eV。发现P(Tt-TPPDT)的最高占用/最低未占用分子轨道能量(HOMO / LUMO:-5.35 eV / –3.33 eV)略高于P(T-TPPDT)(HOMO / LUMO:−5.31 eV / –3.31 eV)。使用1:1.5(w / w)P(T-TPPDT):PC 70 BM或P(Tt-TPPDT):PC 70 BM(PC 70 BM = [6,6]-苯基C 70种丁酸甲酯混合物可分别提供3.50%或4.71%的功率转换效率(PCE)。另一方面,用1:1(w / w)P(T-TPPDT):ITIC或P(Tt-TPPDT)制备的OSC:ITIC(ITIC = 3,9-双(2-亚甲基-(3-(1,1-二氰基亚甲基)茚满酮))-5,5,11,11-四(4-己基苯基)二硫代[2,3-d :2',3'-d']-s-茚二酮[1,2-b:5,6-b']二噻吩)共混物的PCE值分别提高了5.32%或6.35%。

更新日期:2018-09-08
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