Way to Highly Emissive Materials

Increase of Rigidity by Introduction of a Furan Moiety in Co-Oligomers

Igor P. Koskin, Evgeny A. Mostovich, Enrico Benassi, Maxim S. Kazantsev

    Research output: Contribution to journalArticle

    11 Citations (Scopus)

    Abstract

    Rigid linear organic co-oligomers are prospective materials for organic optoelectronics. In this work, we explored intramolecular factors affecting the torsional rigidity and its influence on optoelectronic properties of the alternating furan/phenylene and thiophene/phenylene co-oligomers in both ground and first singlet excited states. A furan/phenylene co-oligomer exhibits almost twice as high torsional rigidity than its thiophene analogue. The effect of intramolecular O···H and S···H interactions on torsional barriers was found to be negligible as compared with the conjugation efficiency. The higher torsional rigidity of furan and thiophene co-oligomers has been proven to be reflected in the fine structure of the UV-vis absorption spectrum of the former. The increase of furan co-oligomer rigidity as compared with its thiophene analogue lowers reorganization energy for hole, electron, and exciton transfer. Remarkably the substitution of thiophene by furan lowers by almost 20 times the reorganization energy for exciton transfer. A noteworthy finding was also that in furan co-oligomer the higher rigidity was suggested to hinder "in molecule" photoluminescence quenching due to a possible conical intersection between bright state S1 and the T3 excited state. Therefore, tuning of torsional rigidity impacts emission and charge transport properties, being a very powerful tool on the way to high performance emissive organic semiconductors.

    Original languageEnglish
    Pages (from-to)23359-23369
    Number of pages11
    JournalJournal of Physical Chemistry C
    Volume121
    Issue number42
    DOIs
    Publication statusPublished - Oct 26 2017

    Fingerprint

    furans
    Thiophenes
    oligomers
    Oligomers
    rigidity
    Rigidity
    Thiophene
    thiophenes
    Excited states
    Excitons
    Optoelectronic devices
    excitons
    analogs
    Semiconducting organic compounds
    organic semiconductors
    conjugation
    Transport properties
    intersections
    excitation
    furan

    ASJC Scopus subject areas

    • Electronic, Optical and Magnetic Materials
    • Energy(all)
    • Physical and Theoretical Chemistry
    • Surfaces, Coatings and Films

    Cite this

    Way to Highly Emissive Materials : Increase of Rigidity by Introduction of a Furan Moiety in Co-Oligomers. / Koskin, Igor P.; Mostovich, Evgeny A.; Benassi, Enrico; Kazantsev, Maxim S.

    In: Journal of Physical Chemistry C, Vol. 121, No. 42, 26.10.2017, p. 23359-23369.

    Research output: Contribution to journalArticle

    Koskin, Igor P. ; Mostovich, Evgeny A. ; Benassi, Enrico ; Kazantsev, Maxim S. / Way to Highly Emissive Materials : Increase of Rigidity by Introduction of a Furan Moiety in Co-Oligomers. In: Journal of Physical Chemistry C. 2017 ; Vol. 121, No. 42. pp. 23359-23369.
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