Synthesis and fluorescence emission properties of D-π-D monomers based on dithieno[3,2-b:2′,3′-d]thiophene

Chuan Zeng Wang, Jung Hee Do, Tahmina Akther, Xing Feng, Taisuke Matsumoto, Junji Tanaka, Carl Redshaw, Takehiko Yamato

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

We herein present four highly fluorescent and stable D-π-D monomers (2), which were designed and synthesized using different types of aryl substituent as the donor via a Suzuki-Miyaura coupling reaction. We have studied these four symmetrical chromophores by UV–vis absorption and fluorescence emission spectroscopy both in solution and the solid state. This research shows that the introduction of the aryl groups can effectively reduced the HOMO-LUMO gap of thiophene chromophore resulting in a shift of the wavelength of the absorption and fluorescence emission. The notable optical features of their solid-state powders also exhibited a distinct red-shift in comparison with the emissions of their dilute solutions. These results combined with the theoretical calculations (B3LYP/6–31G*) indicate that these systems are promising candidates in the fabrication of organic electroluminescence devices.

Original languageEnglish
Pages (from-to)388-393
Number of pages6
JournalJournal of Luminescence
Volume188
DOIs
Publication statusPublished - Aug 1 2017

Fingerprint

Thiophenes
Chromophores
thiophenes
monomers
Monomers
Fluorescence
fluorescence
chromophores
Fluorescence Spectrometry
Fluorescence spectroscopy
Emission spectroscopy
Electroluminescence
synthesis
Powders
solid state
Fabrication
red shift
Equipment and Supplies
electroluminescence
Wavelength

All Science Journal Classification (ASJC) codes

  • Biophysics
  • Atomic and Molecular Physics, and Optics
  • Chemistry(all)
  • Biochemistry
  • Condensed Matter Physics

Cite this

Synthesis and fluorescence emission properties of D-π-D monomers based on dithieno[3,2-b:2′,3′-d]thiophene. / Wang, Chuan Zeng; Do, Jung Hee; Akther, Tahmina; Feng, Xing; Matsumoto, Taisuke; Tanaka, Junji; Redshaw, Carl; Yamato, Takehiko.

In: Journal of Luminescence, Vol. 188, 01.08.2017, p. 388-393.

Research output: Contribution to journalArticle

Wang, Chuan Zeng ; Do, Jung Hee ; Akther, Tahmina ; Feng, Xing ; Matsumoto, Taisuke ; Tanaka, Junji ; Redshaw, Carl ; Yamato, Takehiko. / Synthesis and fluorescence emission properties of D-π-D monomers based on dithieno[3,2-b:2′,3′-d]thiophene. In: Journal of Luminescence. 2017 ; Vol. 188. pp. 388-393.
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AU - Feng, Xing

AU - Matsumoto, Taisuke

AU - Tanaka, Junji

AU - Redshaw, Carl

AU - Yamato, Takehiko

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