Synthesis and photophysical properties of copolyfluorenes for light-emitting applications: Spectroscopic experimental study and theoretical DFT consideration

Autor: Alexander V. Yakimansky, Igor G. Abramov, Sergei G. Ovchinnikov, Paul Avramov, Larisa S. Litvinova, Ilya E. Kolesnikov, Ruslan Yu. Smyslov, Felix N. Tomilin, E. V. Zhukova, G. I. Nosova, Irina A. Shchugoreva
Rok vydání: 2019
Předmět:
Zdroj: Polymer. 168:185-198
ISSN: 0032-3861
DOI: 10.1016/j.polymer.2019.02.015
Popis: Using Suzuki and Yamamoto coupling reactions, copoly-(9,9-dioctylfluorenes) (CPF) were synthesized and compared regarding their photophysical properties using the spectroscopic and ab initio DFT approaches. The CPFs were functionalized by benzo [2,3,5] thiadiazole (BT) or carbazole-3,6-diyl (3,6-Cz). The latter was used to introduce different luminophore fragments, including Nile red and 4-pyrrolidinyl-1,8-naphthalimide derivatives. The effect of the two synthesis techniques on the polymer microstructure, the influence of embedding of 3,6-Cz moieties in the polymer backbone on polymer structuring, and the impact of the end groups like novel quinoxaline-containing compounds on the luminescent properties of CPFs were investigated. By comparing electron density distribution using the ab initio DFT approach with photoluminescence, it was shown that Suzuki reaction provides a chain microstructure with individual BT fragments separated by 9,9-dioctylfluorene monomeric units, while Yamamoto reaction leads to the blocks of BT units. This effect leads to different CPF photophysical properties (absorption and emission spectra).
Databáze: OpenAIRE