A TriphenylamineNaphthalenediimideFullerene Triad: Synthesis, Photoinduced Charge Separation and Solution-Processable Bulk Heterojunction Solar Cells

Srivani, D, Gupta, A, Bhosale, S, Ohkuboc, K, Bhosale, R, Fukuzumi, S, Bilic, A, Jones, L and Bhosale, S 2018, 'A TriphenylamineNaphthalenediimideFullerene Triad: Synthesis, Photoinduced Charge Separation and Solution-Processable Bulk Heterojunction Solar Cells', Asian Journal of Organic Chemistry, vol. 7, no. 1, pp. 220-226.


Document type: Journal Article
Collection: Journal Articles

Title A TriphenylamineNaphthalenediimideFullerene Triad: Synthesis, Photoinduced Charge Separation and Solution-Processable Bulk Heterojunction Solar Cells
Author(s) Srivani, D
Gupta, A
Bhosale, S
Ohkuboc, K
Bhosale, R
Fukuzumi, S
Bilic, A
Jones, L
Bhosale, S
Year 2018
Journal name Asian Journal of Organic Chemistry
Volume number 7
Issue number 1
Start page 220
End page 226
Total pages 7
Publisher Wiley - V C H Verlag GmbH & Co. KGaA
Abstract A new naphthalenediimide (NDI) derivative linked to triphenylamine (TPA) and fullerene (TPANDIC60 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.+NDIC60 .?) 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.
Subject Organic Chemistry not elsewhere classified
Keyword(s) bulk heterojunctions
fullerenes
naphthalenediimide
photoinduced charge separation
triphenylamine
DOI - identifier 10.1002/ajoc.201700557
Copyright notice © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
ISSN 2193-5807
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