Тип публикации: статья из журнала
Год издания: 2018
Идентификатор DOI: 10.1016/j.dyepig.2018.01.013
Ключевые слова: [8]circulene, Conformational isomerization, Pseudorotation, Aromaticity, UV-Vis absorption, UV–Vis absorption
Аннотация: In order to further search efficient [8]circulene materials for OLED applications we have theoretically investigated the structure and electronic, absorption spectra of functionalized tetrabenzo[8]circulenes with different substituents in the outer perimeter. These hydrocarbon materials complement the wide family of [8]circulenes wПоказать полностьюhich earlier have been demonstrated to possess promising emissive and exciplex-forming properties suitable for organic light emitting diodes. The hydrocarbon tetrabenzo[8]circulenes show saddle shape of the molecular skeleton which can exist in two different conformations with different curvatures of the macrocycle. The aromaticity, electronic structure and orbital pattern are found to be principally different for these two isomers, where the global minimum isomer is weakly antiaromatic and electronically less stable comparing with the non-aromatic local minimum structure. The absorption spectra are also very different: the global minimum structure is more active in the long-wavelength region while the local minimum isomer shows absorption only at short wavelengths. Our computational findings suggest a new concept for optical tuning of curved [8]circulenes through conformational isomerization and aromaticity control, thus through structural variations without changing the molecular composition. Based on this principle we have designed novel functionalized [8]circulenes with promising fluorescence activity.
Журнал: DYES AND PIGMENTS
Выпуск журнала: Vol. 151
Номера страниц: 372-379
ISSN журнала: 01437208
Место издания: OXFORD
Издатель: ELSEVIER SCI LTD