Drastic Effects of Fluorination on Backbone Conformation of Head-to-Head Bithiophene-Based Polymer Semiconductors
- Authors
- Liao, Qaogan; Wang, Yulun; Uddin, Mohammad Afsar; Chen, Jianhua; Guo, Han; Shi, Shengbin; Wang, Yang; Woo, Han Young; Guo, Xugang
- Issue Date
- 5월-2018
- Publisher
- AMER CHEMICAL SOC
- Citation
- ACS MACRO LETTERS, v.7, no.5, pp.519 - 524
- Indexed
- SCIE
SCOPUS
- Journal Title
- ACS MACRO LETTERS
- Volume
- 7
- Number
- 5
- Start Page
- 519
- End Page
- 524
- URI
- https://scholar.korea.ac.kr/handle/2021.sw.korea/75658
- DOI
- 10.1021/acsmacrolett.8b00032
- ISSN
- 2161-1653
- Abstract
- This study shows that the backbone conformation of head-to-head type 3,3'-dialkyl-2,2'-bithiophene can be tuned via fluorination of the neighboring benzothiadiazole (BTz). Without fluorination, the polymer backbone is highly twisted, whereas difluorination of BTz produced a coplanar backbone. Monofluorination of BTz yielded a tunable polymer backbone conformation depending on the film annealing temperature. In organic thin-film transistors, the polymer with the head-to-head linkages showed a remarkable hole mobility of >0.5 cm(2) V-1 s(-1) upon attaining a planar backbone. Thus, the head-to-head linkage does not necessarily lead to backbone nonplanarity, and achieving planar conformation of 3,3'-dialkyl-2,2'-bithiophene has profound implications in materials design for organic semiconducting devices, yielding good solubility, reduced materials synthetic steps, and improved opto-electrical properties.
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