Impact of Terminal End-Group of Acceptor-Donor-Acceptor-type Small Molecules on Molecular Packing and Photovoltaic Properties
- Authors
- Kim, Sang Woo; Lee, Yu Jeong; Lee, Young Woong; Koh, Chang Woo; Lee, Yeran; Kim, Min Je; Liao, Kin; Cho, Jeong Ho; Kim, Bumjoon J.; Woo, Han Young
- Issue Date
- 21-11월-2018
- Publisher
- AMER CHEMICAL SOC
- Keywords
- organic solar cell; A-D-A structure; Coulombic interaction; molecular planarity; post-treatment
- Citation
- ACS APPLIED MATERIALS & INTERFACES, v.10, no.46, pp.39952 - 39961
- Indexed
- SCIE
SCOPUS
- Journal Title
- ACS APPLIED MATERIALS & INTERFACES
- Volume
- 10
- Number
- 46
- Start Page
- 39952
- End Page
- 39961
- URI
- https://scholar.korea.ac.kr/handle/2021.sw.korea/71814
- DOI
- 10.1021/acsami.8b13928
- ISSN
- 1944-8244
- Abstract
- In this study, we synthesized two acceptor-donor acceptor (A-D-A)-type small molecules (SMs) (P3T4-VCN and P3T4-INCN) with different terminal end-groups (dicyanovinyl (VCN) and 2-methylene-3-(1,1-dicyanomethylene)indanone (INCN)) based on the 1,4-bis(thiophenylphenylthiophene)-2,5-difluorophenylene (P3T4) core that possesses high coplanarity because of intrachain noncovalent Coulombic interactions. We investigated the influence of terminal end-groups on intermolecular packing and the resulting electrical and photovoltaic characteristics. A small change in the end-group structure of the SMs induces a significant variation in the torsional structures, molecular packing, and pristine/blend film morphology. It is noteworthy that the less crystalline P3T4-INCN with tilted conformation is highly sensitive to post-treatments (i.e., additives and annealing) such that it permits facile morphological modulation. However, the highly planar and crystalline P3T4 VCN exhibits a strong tolerance toward processing treatments. After morphology optimization, the fullerene-based bulk-heterojunction solar cell of tilted P3T4 INCN exhibits a power conversion efficiency (PCE) of 5.68%, which is significantly superior to that of P3T4 VCN:PC71BM (PCE = 1.29%). Our results demonstrate the importance of the terminal end-group for the design of A-D-A-type SMs and their sensitivity toward the postprocessing treatments in optimizing their performance.
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