Fluorene-based alternating polymers containing electron-withdrawing bithiazole units: Preparation and device applications

Jaemin Lee, Byung Jun Jung, Sang Kyu Lee, Jeong Ik Lee, Hoon Je Cho, Hong Ku Shim

Research output: Contribution to journalArticlepeer-review

91 Scopus citations


We report here the synthesis via Suzuki polymerization of two novel alternating polymers containing 9,9-dioctylfluorene and electron-withdrawing 4,4′-dihexyl2,2′-bithiazole moieties, poly[(4,4′-dihexyl-2, 2′-bithiazole-5,5′-diyl)-alt-(9,9-dioctylfluorene-2,7-diyl)] (PHBTzF) and poly[(5,5′-bis(2″-thienyl)-4,4′-dihexyl-2, 2′-bithiazole-5″,5″-diyl)-alt-(9,9-dioctylfluorene-2,7-diyl)] (PTHBTzTF), and their application to electronic devices. The ultraviolet-visible absorption maxima of films of PHBTzF and PTHBTzTF were 413 and 471 nm, respectively, and the photoluminescence maxima were 513 and 590 nm, respectively. Cyclic voltammetry experiment showed an improvement in the n-doping stability of the polymers and a reduction of their lowest unoccupied molecular orbital energy levels as a result of bithiazole in the polymers' main chain. The highest occupied molecular orbital energy levels of the polymers were -5.85 eV for PHBTzF and -5.53 eV for PTHBTzTF. Conventional polymeric light-emittingdiode devices were fabricated in the ITO/PEDOT:PSS/polymer/Ca/Al configuration [where ITO is indium tin oxide and PEDOT:PSS is poly(3,4-ethylenedioxythiophene) doped with poly(styrenesulfonic acid)] with the two polymers as emitting layers. The PHBTzF device exhibited a maximum luminance of 210 cd/m2 and a turn-on voltage of 9,4 V, whereas the PTHBTzTF device exhibited a maximum luminance of 1840 cd/m2 and a turn-on voltage of 5.4 V. In addition, a preliminary organic solar-cell device with the ITO/PEDOT:PSS/(PTHBTzTF + C60)/Ca/Al configuration (where C60 is fullerene) was also fabricated. Under 100 mW/cm2 of air mass 1.5 white-light illumination, the device produced an open-circuit voltage of 0.76 V and a short-circuit current of 1.70 mA/cm2. The fill factor of the device was 0.40, and the power conversion efficiency was 0.52%.

Original languageEnglish
Pages (from-to)1845-1857
Number of pages13
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Issue number9
StatePublished - 1 May 2005


  • Conducting polymers
  • Conjugated polymers
  • Light-emitting diodes (LED)
  • Photophysics


Dive into the research topics of 'Fluorene-based alternating polymers containing electron-withdrawing bithiazole units: Preparation and device applications'. Together they form a unique fingerprint.

Cite this