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Published November 2016 | Published + Supplemental Material
Journal Article Open

Synthesis and Characterization of Two-Dimensional Conjugated Polymers Incorporating Electron-Deficient Moieties for Application in Organic Photovoltaics

Abstract

A series of novel p-type conjugated copolymers, PTTVBDT, PTTVBDT-TPD, and PTTVBDT-DPP, cooperating benzo[1,2-b:4,5-b′]dithiophene (BDT) and terthiophene-vinylene (TTV) units with/without thieno[3,4-c]pyrrole-4,6-dione (TPD) or pyrrolo[3,4-c]pyrrole-1,4-dione (DPP) via Stille polymerization were synthesized and characterized. Copolymer PTTVBDT shows a low-lying HOMO energy level and ordered molecular-packing behavior. Furthermore, two terpolymers, PTTVBDT-TPD and PTTVBDT-DPP, display stronger absorption ability, alower-lying HOMO energy level, and preferred molecular orientation, due to the replacement TTV-monomer units with electron-deficient groups. Furthermore, bulk-heterojunction organic solar cells were fabricated using blends of the PTTVBDT-TPD, and PC_(61)BM gave the best power conversion efficiency of 5.01% under the illumination of AM 1.5G, 100 mW·cm^(−2); the short circuit current (J_(sc)) was 11.65 mA·cm^(−2) which displayed a 43.8% improvement in comparison with the PTTVBDT/PC_(61)BM device. These results demonstrate a valid strategy combining the two-dimensional molecular structure with random copolymerization strikes promising conjugated polymers to achieve highly efficient organic photovoltaics.

Additional Information

© 2016 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/). Academic Editor: Seth B. Darling Received: 30 September 2016. Accepted: 22 October 2016. Published: 27 October 2016. This research was financially supported by National Taiwan University, Academia Sinica (AS-103-SS-A02), and the Ministry of Science and Technology of the Republic of China (MOST 102-2113-M-002-003-MY3; MOST 105-3113-E-102-010; MOST 104-2911-I-002-574; MOST 105-2119-M-002-030-MY3). The authors thank the instrumentation center sponsored by Ministry of Science and Technology and National Taiwan University for NMR and elemental analysis experiments. Author Contributions: Chuen-Yo Hsiow, Han-Ying Wang, Yu-Hsiang Lin, and Rathinam Raja performed the experimental work; Chuen-Yo Hsiow is also responsible for analyzing the experimental data and writing the paper. Syang-Peng Rwei,Wen-Yen Chiu, and Chi-An Dai directed this research; Leeyih Wang directed and supervised the research. The authors declare no conflict of interest.

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Published - polymers-08-00382.pdf

Supplemental Material - polymers-08-00382-s001.pdf

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Created:
August 22, 2023
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