Synthesis and characterization of heterocyclic conjugated polymers containing planar benzo[c]cinnoline and tetraazapyrene structures for organic field-effect transistor application
| Autor: | Chien-Lung Wang, Shih Wei Lee, Jyh-Chien Chen, Shih Hsuan Chien, Leeyih Wang, Bo Han Lai, Shih Hao Wang |
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| Rok vydání: | 2019 |
| Předmět: |
Organic field-effect transistor
Materials science 02 engineering and technology General Chemistry Conjugated system 010402 general chemistry 021001 nanoscience & nanotechnology Condensed Matter Physics 01 natural sciences Acceptor 0104 chemical sciences Electronic Optical and Magnetic Materials Biomaterials chemistry.chemical_compound chemistry Polymerization Polymer chemistry Materials Chemistry Thiophene Electrical and Electronic Engineering 0210 nano-technology HOMO/LUMO Benzo(c)cinnoline Cinnoline |
| Zdroj: | Organic Electronics. 66:136-147 |
| ISSN: | 1566-1199 |
| DOI: | 10.1016/j.orgel.2018.12.027 |
| Popis: | Heterocyclic conjugated polymers BZCTVT and TAPTVT containing benzo[c]cinnoline (BZC) and tetraazapyrene (TAP), respectively, were prepared by using Stille coupling polymerization in microwave reactor. BZC and TAP act as acceptors and thiophene-vinylene-thiophene (TVT) acts as donors. Alkylated thiophene is the linker between acceptor and donor. This is the first time that tetraazapyrene was incorporated into conjugated polymers. The films of BZCTVT and TAPTVT showed maximum absorption wavelength at 522 and 534 nm, respectively. From cyclic voltammertry measurement, TAPTVT and BZCTVT exhibited low LUMO (−3.61 and −3.47 eV) and HOMO (−5.64 and −5.63 eV) energy levels. Even though BZC and TAP were planar structures, BZCTVT and TAPTVT showed large dihedral angles between alkylated thiophene and TVT (10.8–22.6°), and between alkylated thiophene and BZC and TAP (22.2–30.3°) based on their simulated energy-minimized geometry. The bottom-gate, top-contact OFETs based on TAPTVT and BZCTVT exhibited only p-channel behavior with hole mobility of 4.63 × 10−4 and 1.04 × 10−4 cm2 V−1 s−1 and current on/off ratios greater than 104 after thermal annealing. Grazing incidence X-ray diffraction (GIXRD) patterns suggested that thin films of TAPTVT and BZCTVT preferred edge-on orientation. |
| Databáze: | OpenAIRE |
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