Methyl substituent effect on structure, luminescence and semiconducting properties of furan/phenylene co-oligomer single crystals

Maxim S. Kazantsev, Alina A. Beloborodova, Ekaterina S. Frantseva, Tatyana V. Rybalova, Vladislav G. Konstantinov, Inna K. Shundrina, Dmitry Yu Paraschuk, Evgeny A. Mostovich

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

Abstract

Single crystals of furan/phenylene co-oligomers are among the most promising highly-emissive materials for applications in various optoelectronic devices. In this work, we synthesized and studied furan/phenylene co-oligomers with the same conjugated core 1,4-bis(5-phenylfuran-2-yl)benzene and methyl substituents at p- and m-positions of the terminal phenyls. The effect of substituents on the crystal packing, charge transport and luminescence of the single crystals was studied. Compared to the unsubstituted compound, the methyl-substituted co-oligomers demonstrated improved thermostability and enhanced photoluminescence, which we assign to J-aggregation resulting from the strong inclination of the molecules against the main crystal facet. The charge mobility in single crystal organic field-effect transistors decreased upon the inclination of the molecules. We conclude that the molecular tilt angle, intermolecular distances and interactions in crystals of heteroaryl-containing linear conjugated oligomers can be controlled by the introduction of end methyl groups in the appropriate positions.

Original languageEnglish
Pages (from-to)1809-1815
Number of pages7
JournalCrystEngComm
Volume19
Issue number13
DOIs
Publication statusPublished - 7 Apr 2017

Keywords

  • FIELD-EFFECT TRANSISTORS
  • SOLID-STATE ORDER
  • PACKING
  • DERIVATIVES
  • EMISSION
  • MOBILITY
  • FILM

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