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A Triphenylamine–Naphthalenediimide–Fullerene Triad: Synthesis, Photoinduced Charge Separation and Solution‐Processable Bulk Heterojunction Solar Cells
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2017-12-05 , DOI: 10.1002/ajoc.201700557
Doli Srivani 1, 2 , Akhil Gupta 3 , Sidhanath V. Bhosale 1 , Kei Ohkubo 4 , Rajesh S. Bhosale 1 , Shunichi Fukuzumi 5, 6 , Ante Bilic 7 , Lathe A. Jones 8 , Sheshanath V. Bhosale 1, 8
Affiliation  

A new naphthalenediimide (NDI) derivative linked to triphenylamine (TPA) and fullerene (TPA–NDI–C60 triad; S3) was designed, synthesized and characterized. Femtosecond laser transient absorption spectral measurements revealed that fast electron transfer from TPA to the singlet‐excited state of NDI occurred to form a charge‐separated state (TPA.+–NDI.−–C60) with a rate constant of approximately 1012 s−1, followed by the charge‐shift reaction from NDI.− to C60 to produce the charge‐separated state (TPA.+–NDI–C60.−) that decayed by back electron transfer with a rate constant of 4.4×109 s−1 (with a corresponding lifetime of 230 ps). Organic bulk heterojunction solar cells were fabricated using the triad S3 as an n‐type semiconductor along with the conventional donor polymer poly(3‐hexylthiophene). The power conversion efficiency reached 3.03 % before annealing and 4.85 % after annealing in the optimized devices. To rationalize the performance of these organic photovoltaic devices, atomic force microscopy was used to study the morphology of poly(3‐hexylthiophene):S3 blend surfaces, which were found to be well interlaced and free from projections, lumps, or indentations.

中文翻译:

三苯胺-萘二酰亚胺-富勒烯三联体:合成,光诱导电荷分离和溶液可加工的体异质结太阳能电池

设计,合成和表征了与三苯胺(TPA)和富勒烯(TPA–NDI–C 60 triad; S3)连接的新型萘二酰亚胺(NDI)衍生物。飞秒激光瞬态吸收光谱测量结果表明从TPA到NDI的单重激发态那么快的电子转移发生,以形成电荷分离状态(TPA +。 -NDI .-具有约10的速率常数-C60)12 小号- 1,随后从NDI电荷转移反应.-至C 60,以产生电荷分离状态(TPA + -NDI-C 60 .-)因反向电子转移而衰减,速率常数为4.4×10 9  s -1(相应的寿命为230 ps)。使用三重态S3作为n型半导体与常规的施主聚合物聚(3-己基噻吩)一起制造有机体异质结太阳能电池。在优化的器件中,功率转换效率在退火之前达到3.03%,在退火之后达到4.85%。为了合理化这些有机光伏设备的性能,使用原子力显微镜研究了聚(3-己基噻吩):S3共混物表面的形态,发现它们交织良好且没有投影,结块或压痕。
更新日期:2017-12-05
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