π-conjugated donor–acceptor porphyrin copolymers for organic photovoltaics

Xiaobin Peng; Yuying Huang; Lisheng Li; Yong Cao

doi:10.1117/1.JPE.5.057202

2 December 2014 π-conjugated donor–acceptor porphyrin copolymers for organic photovoltaics

Xiaobin Peng, Yuying Huang, Lisheng Li, Yong Cao

Author Affiliations +

Journal of Photonics for Energy, Vol. 5, Issue 1, 057202 (December 2014). https://doi.org/10.1117/1.JPE.5.057202

Abstract

Conjugated donor–acceptor (D-A) molecular structures play a very important role in the significant progress of organic photovotaics. However, the reports on conjugated D-A porphyrin polymers for organic solar cells are very limited. In this work, five conjugated D-A porphyrin copolymers PEZPEBTA(C₁₂), PEZPEBT, PEZPEBT_ff, PEZPETPD(O), and PEZPETDPPT(O) were synthesized by Sonagashira coupling of a porphyrin donor unit with five typical acceptor units 2-dodecyl-2H-benzotriazole, benzo[1,2,5]thiadiazole, 5,6-difluoro-benzo[1,2,5]thiadiazole, 5-octyl-thieno[3,4-c]pyrrole-4,6-dione, and 3,6-bis-(thiophen-2-yl)-2,5-dioctyl-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione linked by ethynylene linkages, respectively. They possess excellent thermal stability with a decomposition temperature of around 400°C. All absorption spectra of the copolymers were significantly red shifted with enhanced Q bands at the near-infrared region both in solutions and in films due to the simultaneous introduction of ethynylene linkages and acceptor units, which make the polymer main chains coplanar and π-conjugated and enhance the intramolecular charge transfer. PEZPEBT and PEZPEBT_ff are electrochemically active in both the oxidation and reduction regions, while PEZPEBTA(C₁₂, PEZPETPD(O), and PEZPETDPPT(O) show only oxidation peaks. Power conversion efficiencies of 0.12%, 0.41%, 0.26%, 0.19%, and 0.41% were achieved for the polymer solar cells based on PEZPEBTA(C12), PEZPEBT, PEZPEBTff, PEZPETPD(O), and PEZPETDPPT(O), respectively, under AM 1.5, 100 mW/cm² with methanofullerene [6,6]-phenyl C61-butyric acid methyl ester (PC₆₁BM) (1:2, w/w) as the active layer in the presence of 3% pyridine.

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Xiaobin Peng, Yuying Huang, Lisheng Li, and Yong Cao "π-conjugated donor–acceptor porphyrin copolymers for organic photovoltaics," Journal of Photonics for Energy 5(1), 057202 (2 December 2014). https://doi.org/10.1117/1.JPE.5.057202

Published: 2 December 2014

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