Carbazole-based D-pi-A molecules: Determining the photophysical properties and comparing ICT effects of pi-spacer and acceptor groups

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Atıf İçin Kopyala

Altinolcek N., Battal A., Vardalli C. N., TAVASLI M., Yu H. A., Peveler W. J., ...Daha Fazla

JOURNAL OF MOLECULAR STRUCTURE, cilt.1239, 2021 (SCI-Expanded)

• Yayın Türü: Makale / Tam Makale
• Cilt numarası: 1239
• Basım Tarihi: 2021
• Doi Numarası: 10.1016/j.molstruc.2021.130494
• Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
• Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, INSPEC
• Anahtar Kelimeler: Acceptor, Carbazole, Intramolecular charge transfer, pi-spacers, Solvatochromism, Stokes shift, INTRAMOLECULAR CHARGE-TRANSFER, SENSITIZED SOLAR-CELLS, SOLVENT POLARITY, ELECTROCHEMICAL PROPERTIES, TRANSPORT MATERIALS, ORGANIC-DYES, DERIVATIVES, FLUORESCENCE, DESIGN, BLUE
• Bursa Uludağ Üniversitesi Adresli: Evet

Özet

4-(9'-Hexylcarbazol-3'-yl)benzaldehyde (Cz-Ph-CHO: 4 ) and 4-(9'-hexylcarbazol-3'- yl)benzylidenemalononitrile (Cz-Ph-CN: 5 ) were synthesised with the structure of D-pi-A,where carbazole, phenylene and formyl/dicyanovinyl groups act as electron donor (D), pi-spacer (pi) and electron acceptor (A) units, respectively. The thermal, electrochemical, optical and intramolecular charge transfer (ICT) properties of compounds 4 and 5 were investigated. Compounds 4 and 5 , in particular their ICT behaviour, were also compared with the closely related structure, 2-(9'-hexylcarbazol-3'-yl)-5-pyridinecarbaldehyde (Cz-Py-CHO: 7 ). For the purpose of tuning chemical structure to obtain targeted properties, electrochemical data and absorption and emission measurements suggest that the dicyanovinyl unit in compound 5 is a better acceptor than formyl in compound 4, and that pyridine in compound 7 is a better pi-spacer than benzene in compound 4 , in exerting ICT characteristics such as fluorosolvatochromism and Stokes shifts. (C) 2021 Elsevier B.V. All rights reserved.