Сибирский федеральный университет

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 which 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

• Baryshnikov Gleb V. (KTH Royal Inst Technol, Sch Biotechnol, Div Theoret Chem & Biol, S-10691 Stockholm, Sweden; Tomsk State Univ, 36 Lenin Ave, Tomsk, Russia)
• Valiev Rashid R. (Tomsk State Univ, 36 Lenin Ave, Tomsk, Russia)
• Minaev Boris F. (Tomsk State Univ, 36 Lenin Ave, Tomsk, Russia; Bogdan Khmelnitsky Natl Univ, Dept Chem & Nanomat Sci, UA-18031 Cherkassy, Ukraine)
• Agren Hans (KTH Royal Inst Technol, Sch Biotechnol, Div Theoret Chem & Biol, S-10691 Stockholm, Sweden; Siberian Fed Univ, Inst Nanotechnol Spect & Quantum Chem, Svobodny Pr 79, Krasnoyarsk 660041, Russia)

• Web of Science Core Collection
• Scopus
• Ядро РИНЦ (eLIBRARY.RU)