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Polymers 2016, 8(11), 382; doi:10.3390/polym8110382

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

1
Center for Condensed Matter Sciences, National Taiwan University, Taipei 10617, Taiwan
2
Joint Center for Artificial Photosynthesis, California Institute of Technology, Pasadena, CA 91125, USA
3
Institute of Organic and Polymeric Materials, National Taipei University of Technology, Taipei 10608, Taiwan
4
Department of Chemical Engineering, National Taiwan University, Taipei 10617, Taiwan
*
Authors to whom correspondence should be addressed.
Academic Editor: Seth B. Darling
Received: 30 September 2016 / Revised: 21 October 2016 / Accepted: 22 October 2016 / Published: 27 October 2016
(This article belongs to the Special Issue Conjugated Polymers 2016)
View Full-Text   |   Download PDF [2604 KB, uploaded 27 October 2016]   |  

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 PC61BM gave the best power conversion efficiency of 5.01% under the illumination of AM 1.5G, 100 mW·cm−2; the short circuit current (Jsc) was 11.65 mA·cm−2 which displayed a 43.8% improvement in comparison with the PTTVBDT/PC61BM 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. View Full-Text
Keywords: two-dimensional conjugated polymer; polymer solar cell; benzo[1,2-b:4,5-b′]dithiophene; thieno[3,4-c]pyrrole-4,6-dione; pyrrolo[3,4-c]pyrrole-1,4-dione; conjugated side chain. two-dimensional conjugated polymer; polymer solar cell; benzo[1,2-b:4,5-b′]dithiophene; thieno[3,4-c]pyrrole-4,6-dione; pyrrolo[3,4-c]pyrrole-1,4-dione; conjugated side chain.
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Hsiow, C.-Y.; Wang, H.-Y.; Lin, Y.-H.; Raja, R.; Rwei, S.-P.; Chiu, W.-Y.; Dai, C.-A.; Wang, L. Synthesis and Characterization of Two-Dimensional Conjugated Polymers Incorporating Electron-Deficient Moieties for Application in Organic Photovoltaics. Polymers 2016, 8, 382.

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