Ladder‐type Diindenopyrazine Based Conjugated Copolymers for Organic Solar Cells with High Open‐circuit Voltages
Abstract A ladder‐type diindenopyrazine (IPY) was synthesized and used as a building block for constructing conjugated copolymers. Three copolymers based on the IPY moiety were obtained via the Suzuki coupling reaction with different monomers, including 4,7‐dithien‐2‐yl‐2,1,3‐benzothiadiazole (DBT),...
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crwiley:10.1002/cjoc.201300500 2024-06-02T08:09:35+00:00 Ladder‐type Diindenopyrazine Based Conjugated Copolymers for Organic Solar Cells with High Open‐circuit Voltages Chen, Shanci Tang, Changquan Yin, Zhigang Ma, Yunlong Cai, Dongdong Ganeshan, Dhanavel Zheng, Qingdong 2013 http://dx.doi.org/10.1002/cjoc.201300500 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fcjoc.201300500 https://onlinelibrary.wiley.com/doi/pdf/10.1002/cjoc.201300500 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor Chinese Journal of Chemistry volume 31, issue 11, page 1409-1417 ISSN 1001-604X 1614-7065 journal-article 2013 crwiley https://doi.org/10.1002/cjoc.201300500 2024-05-03T11:50:34Z Abstract A ladder‐type diindenopyrazine (IPY) was synthesized and used as a building block for constructing conjugated copolymers. Three copolymers based on the IPY moiety were obtained via the Suzuki coupling reaction with different monomers, including 4,7‐dithien‐2‐yl‐2,1,3‐benzothiadiazole (DBT), 5,8‐dithien‐2‐yl‐2,3‐diphenylquinoxaline (DTQ), and 5,8‐dithien‐2‐yl‐2,3‐di(4‐fluorophenyl)quinoxaline (DFTQ). The obtained polymers were characterized by 1 H NMR spectroscopy, UV‐Vis absorption spectroscopy, cyclic voltammetry, and gel permeation chromatography (GPC). Owing to the four solubilizing alkyl chains on the IPY unit, all the three copolymers have good solubility in common solvents. These polymers have deep‐lying HOMO energy levels in the range of −5.55–−5.60 eV, and exhibit ?eld‐effect mobilities as high as 0.006 cm 2 ·V −1 ·s −1 . Photovoltaic applications of these polymers as light‐harvesting and hole‐conducting materials were investigated in conjunction with [6,6]‐phenyl‐C 61 ‐butyric acid methyl ester (PC 61 BM). Both conventional and inverted devices were fabricated based on these three polymers. A power conversion efficiency (PCE) of 2.53% and a high open‐circuit voltage of 1.00 V were obtained under simulated solar light AM 1.5 G (100 mW/cm 2 ) from an inverted solar cell with an active layer containing 25 wt% ladder‐type IPY containing copolymer (PIPYDTQ) and 75 wt% PC 61 BM. Moreover, a high open‐circuit voltage of 1.02 V and a PCE of 2.40% were achieved from a conventional solar cell based on PIPYDTQ. Article in Journal/Newspaper IPY Wiley Online Library Chinese Journal of Chemistry 31 11 1409 1417 |
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Abstract A ladder‐type diindenopyrazine (IPY) was synthesized and used as a building block for constructing conjugated copolymers. Three copolymers based on the IPY moiety were obtained via the Suzuki coupling reaction with different monomers, including 4,7‐dithien‐2‐yl‐2,1,3‐benzothiadiazole (DBT), 5,8‐dithien‐2‐yl‐2,3‐diphenylquinoxaline (DTQ), and 5,8‐dithien‐2‐yl‐2,3‐di(4‐fluorophenyl)quinoxaline (DFTQ). The obtained polymers were characterized by 1 H NMR spectroscopy, UV‐Vis absorption spectroscopy, cyclic voltammetry, and gel permeation chromatography (GPC). Owing to the four solubilizing alkyl chains on the IPY unit, all the three copolymers have good solubility in common solvents. These polymers have deep‐lying HOMO energy levels in the range of −5.55–−5.60 eV, and exhibit ?eld‐effect mobilities as high as 0.006 cm 2 ·V −1 ·s −1 . Photovoltaic applications of these polymers as light‐harvesting and hole‐conducting materials were investigated in conjunction with [6,6]‐phenyl‐C 61 ‐butyric acid methyl ester (PC 61 BM). Both conventional and inverted devices were fabricated based on these three polymers. A power conversion efficiency (PCE) of 2.53% and a high open‐circuit voltage of 1.00 V were obtained under simulated solar light AM 1.5 G (100 mW/cm 2 ) from an inverted solar cell with an active layer containing 25 wt% ladder‐type IPY containing copolymer (PIPYDTQ) and 75 wt% PC 61 BM. Moreover, a high open‐circuit voltage of 1.02 V and a PCE of 2.40% were achieved from a conventional solar cell based on PIPYDTQ. |
format |
Article in Journal/Newspaper |
author |
Chen, Shanci Tang, Changquan Yin, Zhigang Ma, Yunlong Cai, Dongdong Ganeshan, Dhanavel Zheng, Qingdong |
spellingShingle |
Chen, Shanci Tang, Changquan Yin, Zhigang Ma, Yunlong Cai, Dongdong Ganeshan, Dhanavel Zheng, Qingdong Ladder‐type Diindenopyrazine Based Conjugated Copolymers for Organic Solar Cells with High Open‐circuit Voltages |
author_facet |
Chen, Shanci Tang, Changquan Yin, Zhigang Ma, Yunlong Cai, Dongdong Ganeshan, Dhanavel Zheng, Qingdong |
author_sort |
Chen, Shanci |
title |
Ladder‐type Diindenopyrazine Based Conjugated Copolymers for Organic Solar Cells with High Open‐circuit Voltages |
title_short |
Ladder‐type Diindenopyrazine Based Conjugated Copolymers for Organic Solar Cells with High Open‐circuit Voltages |
title_full |
Ladder‐type Diindenopyrazine Based Conjugated Copolymers for Organic Solar Cells with High Open‐circuit Voltages |
title_fullStr |
Ladder‐type Diindenopyrazine Based Conjugated Copolymers for Organic Solar Cells with High Open‐circuit Voltages |
title_full_unstemmed |
Ladder‐type Diindenopyrazine Based Conjugated Copolymers for Organic Solar Cells with High Open‐circuit Voltages |
title_sort |
ladder‐type diindenopyrazine based conjugated copolymers for organic solar cells with high open‐circuit voltages |
publisher |
Wiley |
publishDate |
2013 |
url |
http://dx.doi.org/10.1002/cjoc.201300500 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fcjoc.201300500 https://onlinelibrary.wiley.com/doi/pdf/10.1002/cjoc.201300500 |
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IPY |
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IPY |
op_source |
Chinese Journal of Chemistry volume 31, issue 11, page 1409-1417 ISSN 1001-604X 1614-7065 |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1002/cjoc.201300500 |
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Chinese Journal of Chemistry |
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31 |
container_issue |
11 |
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1409 |
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1417 |
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1800755319408689152 |