Synthesis and Characterization of Polythiophenes Bearing Diphenyl Groups in the Conjugated Chain
来源期刊：Journal Of Wuhan University Of Technology Materials Science Edition2015年第3期
论文作者：周勇 刘福德 WU Haiyan QU Boyang DUAN Lijie
文章页码：568 - 573
摘 要：4,4’-dibromo-2-nitro-biphenyl and 4,4’-dibromo-2,3’-dinitro-biphenyl have been synthesized via nitration reaction with 4,4′-dibromobiphenyl as the raw material. Three novel thiophene derivatives, 4, 4′-di（4-hexyl-thiophen-2-yl）biphenyl, 4,4′-di（4-hexyl-thiophen-2-yl）-2- nitro-biphenyl and 4,4′-di（4-hexyl-thiophen-2-yl）-2,3’-dinitrobiphenyl were synthesized through Stille coupling reaction, followed by polymerization in the presence of Fe Cl3, respectively. UV-vis absorption spectra, fluorescence spectra, photoluminescence spectra and electrochemical properties of the polymers were investigated. And the band-gap（Eg）, HOMO orbital energy（EHOMO）, and LUMO orbital energy（ELUMO） of the polymers were calculated. Among the polymers, polymer PBTN and PBTD show lower band-gap（2.67 and 2.63 e V）, lower HOMO energy level（-5.38 and-5.4 e V） and broader wavelength（432 and 438 nm） than that of polymer PBTB（2.69 e V,-5.36 e V and 424 nm） with incorporation of one nitro group or two nitro groups in the main chain, respectively.
周勇，刘福德，WU Haiyan，QU Boyang，DUAN Lijie
Tianjin Key Laboratory of Organic Solar Cells and Photochemical Conversion, School of Chemistry & Chemical Engineering, Tianjin University of Technology
摘 要：4,4’-dibromo-2-nitro-biphenyl and 4,4’-dibromo-2,3’-dinitro-biphenyl have been synthesized via nitration reaction with 4,4′-dibromobiphenyl as the raw material. Three novel thiophene derivatives, 4, 4′-di（4-hexyl-thiophen-2-yl）biphenyl, 4,4′-di（4-hexyl-thiophen-2-yl）-2- nitro-biphenyl and 4,4′-di（4-hexyl-thiophen-2-yl）-2,3’-dinitrobiphenyl were synthesized through Stille coupling reaction, followed by polymerization in the presence of Fe Cl3, respectively. UV-vis absorption spectra, fluorescence spectra, photoluminescence spectra and electrochemical properties of the polymers were investigated. And the band-gap（Eg）, HOMO orbital energy（EHOMO）, and LUMO orbital energy（ELUMO） of the polymers were calculated. Among the polymers, polymer PBTN and PBTD show lower band-gap（2.67 and 2.63 e V）, lower HOMO energy level（-5.38 and-5.4 e V） and broader wavelength（432 and 438 nm） than that of polymer PBTB（2.69 e V,-5.36 e V and 424 nm） with incorporation of one nitro group or two nitro groups in the main chain, respectively.
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