Affiliation:
1. Department of Materials Science and Engineering Southern University of Science and Technology (SUSTech) 518055 Shenzhen Guangdong China
2. Department State Key Laboratory of Marine Resource Utilization in South China Sea College of Materials Science and Engineering Hainan University 570228 Haikou Hainan China
3. Research Institute for Natural Sciences Department of Chemistry Korea University 02841 Seoul South Korea
4. State Key Laboratory of Chemo/Biosensing and Chemometrics College of Chemistry and Chemical Engineering Hunan University 410082 Changsha Hunan China
5. Songshan Lake Materials Laboratory 523808 Dongguan Guangdong China
Abstract
AbstractDeveloping high‐performance but low‐cost n‐type polymers remains a significant challenge in the commercialization of organic field‐effect transistors (OFETs). To achieve this objective, it is essential to design the key electron‐deficient units with simple structures and facile preparation processes, which can facilitate the production of low‐cost n‐type polymers. Herein, by sequentially introducing fluorine and cyano functionalities onto trans‐1,3‐butadiene, we developed a series of structurally simple but highly electron‐deficient building blocks, namely 1,4‐dicyano‐butadiene (CNDE), 3‐fluoro‐1,4‐dicyano‐butadiene (CNFDE), and 2,3‐difluoro‐1,4‐dicyano‐butadiene (CNDFDE), featuring a highly coplanar backbone and deep‐positioned lowest unoccupied molecular orbital (LUMO) energy levels (−3.03–4.33 eV), which render them highly attractive for developing n‐type semiconducting polymers. Notably, all these electron‐deficient units can be easily accessed by a two‐step high‐yield synthetic procedure from low‐cost raw materials, thus rendering them highly promising candidates for commercial applications. Upon polymerization with diketopyrrolopyrrole (DPP), three copolymers were developed that demonstrated unipolar n‐type transport characteristics in OFETs with the highest electron mobility of >1 cm2 V−1 s−1. Hence, CNDE, CNFDE, and CNDFDE represent a class of novel, simple, and efficient electron‐deficient units for constructing low‐cost n‐type polymers, thereby providing valuable insight for OFET applications.
Funder
National Natural Science Foundation of China
Songshan Lake Materials Laboratory
Basic and Applied Basic Research Foundation of Guangdong Province
National Research Foundation of Korea
Subject
General Chemistry,Catalysis
Cited by
12 articles.
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