Conjugated Diphenylaniline-Azulene Co-Oligomers with Intense Absorption and Emission in the Visible Region
Merkhatuly N. Iskanderov A. Abeuova S. Iskanderov A. Zhokizhanova S.
November 2024Multidisciplinary Digital Publishing Institute (MDPI)
Molecules
2024#29Issue 21
New conjugated 2,6-diphenylaniline-azulene co-oligomers of linear and branched structure were synthesized by the interaction of borylazulenes with diphenylaniline bromides under Suzuki–Miyaura cross-coupling conditions. The obtained diphenylaniline-azulene co-oligomers intensively absorb and emit visible light (410–700 nm region); in particular, they exhibit strong emissions 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 aniline fragments significantly rearranging the electronic structure of azulene, in particular, the levels and energy gaps of frontal HOMO–LUMO orbitals.
azulene , conjugated azulene co-oligomers , cross-coupling , diphenylaniline-azulene , electron spectra , fluorescence
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Laboratory of Organic Semiconductor Chemistry, Karaganda Buketov University, Karaganda, 100028, Kazakhstan
The Higher School of Natural Sciences, Astana International University, Astana, 020000, Kazakhstan
Department of Physics and Chemistry, Saken Seifullin Kazakh Agro Technical Research University, Astana, 010011, Kazakhstan
Laboratory of Organic Semiconductor Chemistry
The Higher School of Natural Sciences
Department of Physics and Chemistry
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