Conjugated Diphenylaniline–Azulene Co-Oligomers with Intense Absorption and Emission in the Visible Region

Nurlan Merkhatuly; Amantay Iskanderov; Saltanat Abeuova; Ablaykhan Iskanderov; Saltanat Zhokizhanova

doi:10.20944/preprints202410.1077.v1

Preprint Communication Version 1 This version is not peer-reviewed

Version 1 : Received: 14 October 2024 / Approved: 14 October 2024 / Online: 15 October 2024 (02:57:04 CEST)

New conjugated 2,6-diphenylaniline-azulene co-oligomers of linear and branched structure were synthesized by the interaction of borylazulenes with diphenylaniline bromides under Suzu-ki-Miyaura cross-coupling conditions. The obtained diphenylaniline-azulene co-oligomers inten-sively absorb and emit visible light (410-700 nm region), in particular, exhibits strong emission in the green as well as orange range with maxima of 510 / 590 nm. It is shown that such properties appear as a result of the positive resonance exposure to ani-line fragments significantly rearranging the electronic structure of azulene, in particular, the lev-els and energy gaps of frontal HOMO - LUMO orbitals.

azulene; diphenylaniline–azulene; conjugated azulene co-oligomers; cross-coupling; electron spectra; fluorescence

Chemistry and Materials Science, Organic Chemistry

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Conjugated Diphenylaniline–Azulene Co-Oligomers with Intense Absorption and Emission in the Visible Region

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