Synthesis and electronic properties of pentacene derivatives as promising n-type semiconductor candidates |
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| Authors: | Chengbin Liu Yanhong Tang Shuming Nie |
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| Institution: | (1) College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410082, China;(2) Biomedical Engineering Center, Hunan University, Changsha, 410082, China;(3) State Key Laboratory of Chemo/biosensing and Chemometrics, Hunan University, Changsha, 410082, China;(4) College of Materials Science and Engineering, Hunan University, Changsha, 410082, China;(5) Departments of Biomedical Engineering and Chemistry, Emory University and Georgia Institute of Technology, Atlanta, Georgia 30322, USA |
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| Abstract: | Two pentacene derivatives 1 and 2 were synthesized from the Diels-Alder reactions of furan derivatives with 1,4-benzoquinone. They were characterized by the
methods of 1H — nuclear magnetic resonance spectroscopy (1H-NMR), matrix-assisted laser desorption/ionization time of flight mass spectrometry (MALDI-TOF MS), ultraviolet and visible
spectrophotometry (UV-VIS), photoluminescence (PL) spectrometry and cyclic voltammetry (CV). The energy gaps of 1 and 2, taken directly from spectroscopic measurements, are broad as 2.72 and 2.46 eV, leading to blue and greenish blue photoluminescence,
respectively. The LUMO and HOMO energy levels are −2.77 and −5.49 eV for 1, and −2.91 and −5.37 eV for 2, respectively. The low energy levels make both 1 and 2 good air-stabilities and promising n-type semiconductor candidates for use in organic electronics. |
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| Keywords: | Pentacene derivatives energy level n-type semiconductors |
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