Fluorene-based conjugates with geminal donor-acceptor: synthesis, photophysical properties and theoretical studies

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Journal of Chemical Sciences Pub Date : 2024-03-11 DOI:10.1007/s12039-024-02249-7

Riya Majumder, Debabrata Jana, Binay K Ghorai

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引用次数: 0

Abstract

We report six new 2,6-disubstituted fluorene-based conjugated molecules carrying orthogonal triphenylamine and pyridine moiety as donor-acceptor units at the C-9 position. The geminal donor-acceptor is connected to the fluorene core by σ-conjugation. Optical/solvatochromic studies, investigated by UV-VIS absorption and fluorescence spectroscopy, show blue emission with good quantum yield (40–70%) in solution and in thin film state for the synthesized compounds. In microsecond order, the derivatives give a shorter delayed lifetime (both in solution and thin films), facilitating reverse intersystem crossing (RISC). TD-DFT studies for all the derivatives show minimal singlet-triplet splitting in the gas phase (close to 0.2 eV), and the high thermal stability confirmed by the compound's TGA method (320–398 °C) makes them very useful in the optoelectronic market.

Graphical abstract

D-σ-π-σ-A based blue emitters carrying orthogonal triphenylamine and pyridine moiety as donor-acceptor unit at C-9 position were synthesized. Optical/solvatochromic studies, investigated by UV-VIS absorption and fluorescence spectroscopy, show blue emission with good quantum yield (40–70%) in solution and in thin film state for the synthesized compounds.

Abstract Image

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芴基共轭物与宝石级供体-受体：合成、光物理性质和理论研究

我们报告了六种新的 2,6-二取代芴基共轭分子，它们在 C-9 位置上含有正交的三苯胺和吡啶作为供体-受体单元。通过σ-共轭作用，geminal 供体-受体与芴核相连。通过紫外-可见吸收和荧光光谱进行的光学/溶解变色研究表明，合成的化合物在溶液和薄膜状态下都能发出蓝色光，且量子产率较高（40-70%）。在微秒阶，这些衍生物（在溶液和薄膜中）的延迟寿命较短，有利于反向系统间交叉（RISC）。对所有衍生物进行的 TD-DFT 研究表明，气相中的单线-三线分裂极小（接近 0.2 eV），而化合物的 TGA 方法（320-398 ℃）证实的高热稳定性使它们在光电市场中非常有用。通过紫外-可见吸收光谱和荧光光谱进行的光学/溶解变色研究表明，合成的化合物在溶液和薄膜状态下都能发出蓝色光，且量子产率较高（40-70%）。

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来源期刊

Journal of Chemical Sciences CHEMISTRY, MULTIDISCIPLINARY-

CiteScore

3.10

自引率

5.90%

发文量

107

审稿时长

1 months

期刊介绍： Journal of Chemical Sciences is a monthly journal published by the Indian Academy of Sciences. It formed part of the original Proceedings of the Indian Academy of Sciences – Part A, started by the Nobel Laureate Prof C V Raman in 1934, that was split in 1978 into three separate journals. It was renamed as Journal of Chemical Sciences in 2004. The journal publishes original research articles and rapid communications, covering all areas of chemical sciences. A significant feature of the journal is its special issues, brought out from time to time, devoted to conference symposia/proceedings in frontier areas of the subject, held not only in India but also in other countries.