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Visible to Near‐Infrared‐Absorbing Polymers Containing Bithiazole and 2,3‐Didodecyl‐6,7‐Difluoroquinoxaline Derivatives for Polymer Solar Cells
Author(s) -
Agneeswari Rajalingam,
Kong MinSung,
Lee Jihoon,
Tamilavan Vellaiappillai,
Lee WonKi,
Park Sung Heum,
Jin Youngeup
Publication year - 2019
Publication title -
bulletin of the korean chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.237
H-Index - 59
ISSN - 1229-5949
DOI - 10.1002/bkcs.11752
Subject(s) - homo/lumo , polymer , band gap , electron acceptor , polymer solar cell , acceptor , thiazole , materials science , polymerization , chemistry , absorption band , photochemistry , organic chemistry , optoelectronics , molecule , optics , condensed matter physics , physics
Electron donor and electron acceptor materials for solution‐processable polymer solar cells (PSCs) should ideally exhibit a narrow band gap ( E g ) and high solubility for improved performance. Herein, we synthesized two new near‐infrared‐absorbing alternating polymers, namely P(BTz‐FQ) and P(BTz‐DTFQ) , via Stille polymerization of 4‐butoxy‐5‐(4‐butoxy‐2‐(trimethylstannyl)thiazol‐5‐yl)‐2‐(trimethylstannyl)thiazole and 5,8‐dibromo‐2,3‐didodecyl‐6,7‐difluoroquinoxaline or 5,8‐bis(5‐bromothiophen‐2‐yl)‐2,3‐didodecyl‐6,7‐difluoroquinoxaline. The absorption spectra of P(BTz‐FQ) and P(BTz‐DTFQ) ranged from 300 to 900 nm with two distinct absorption maxima at 718 and 800 nm and 665 and 718 nm, respectively. Both polymers exhibited an identical E g of 1.41 eV, which is the lowest value reported for quinoxaline‐based polymers to date. Their highest occupied (−5.04 and −5.09 eV) and lowest unoccupied (−3.63 and −3.68 eV) molecular orbital levels were suitable for their use as electron donors along with the fullerene derivative, [6,6]‐phenyl C 71 butyric acid methyl ester, as the electron acceptor in PSCs. The maximum power conversion efficiencies obtained for the PSCs utilizing P(BTz‐FQ) and P(BTz‐DTFQ) were 0.51% and 0.71%, respectively. These findings demonstrate that thiazole and fluoroquinoxaline derivatives are promising materials for PSCs and other optoelectronic devices.