Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Synthesis and Properties of Hexyl End-Capped Thiophene Oligomers Containing Anthracene Moiety in the Center

  • Choi, Jung-Hei (Department of Chemistry and the Center for Plastic Information System, Pusan National University) ;
  • Cho, Dae-Won (Department of Chemistry, Chosun University) ;
  • Jin, Sung-Ho (Department of Chemistry Education and the Center for Plastic Information System, Pusan National University) ;
  • Yoon, Ung-Chan (Department of Chemistry and the Center for Plastic Information System, Pusan National University)
  • Published : 2007.07.20
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Abstract

A series of new organic semiconductors hexyl end-capped thiophene-anthracene oligomers containing the anthracene moiety in the center of the oligomers are synthesized. The target oligomers have been obtained by Stille coupling reactions as key step reactions. The synthesized thiophene-anthracene oligomers were characterized by 1H-NMR, 13C-NMR and high-resolution mass spectroscopy, respectively. All of the oligomers are soluble in chlorinated solvents. Their optical, thermal and electrochemical properties were measured. The hexyl end-capped oligomers and their unsubstituted oligomers exhibit the same absorption behavior in dilute toluene solution. Hexyl end-capped bis-terthienylanthracene oligomer is observed to show liquid crystalline mesophase at 166 oC in heating process. The thermal analyses as well as the electrochemical measurement data indicate that the designed materials show better thermal and oxidation stability than the corresponding oligothiophenes without anthracene core. Fluorescence lifetimes and fluorescence quantum yields of the thiophene-anthracene oligomers are measured to be 10-14 ps and 3.4-9.9 × 10?3 which are much shorter and lower than those of oligothiophenes respectively.

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References

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