Synthesis and Characteristic of Polythiophene Containing Electron Withdrawing Group

Electron Withdrawing Group을 함유한 Polythiophene의 합성과 특성에 관한 연구

  • Hong, Hyeok-Jin (Graduate School of Knowledge-Based Technology and Energy, Korea Polytechnic University) ;
  • Han, Sien-Ho (Graduate School of Knowledge-Based Technology and Energy, Korea Polytechnic University)
  • 홍혁진 (한국산업기술대학교 지식기반기술 에너지대학원) ;
  • 한신호 (한국산업기술대학교 지식기반기술 에너지대학원)
  • Published : 2012.12.10

Abstract

3-(2-benzotriazolovinyl)thiophene (BVT) was synthesized by the connection of the thiophene with the electron-withdrawing group, benzotriazole, through the vinylene. Its structure was confirmed by FT-IR, $^1H$-NMR, $^{13}C$-NMR and 2D hetero-cosy spectroscopy. Both BVT and 3-octylthiophene (OT) were copolymerized and showed an average molecular weight of 12000 (PDI 2.67) and 15000 (PDI 2.55), respectively. The copolymers were dissolved in the organic solvent such as chloroform, THF, TCE, etc. The mole ratios of BVT and OT in the synthesized copolymers were confirmed as 1 : 1.8 and 1 : 2.8 from $^1H$-NMR spectra. The UV-vis maximum absorption of copolymers appeared at the wavelength of 470 nm and 465 nm and the photoluminescence at ${\lambda}_{max}$ = 662 nm and 641 nm correspond to red-orange light. The band gaps of copolymers at 1.96 eV and 2.02 eV were found to be higher than those of poly(3-octylthiophene). The HOMO energy levels of the copolymers decreased overall in comparison with those of poly(3-octylthiophene), but the overall LUMO energy level increased.

Keywords

polythiophene;conducting polymer;electron withdrawing;light-emitting

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