期刊
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
卷 419, 期 -, 页码 -出版社
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jphotochem.2021.113457
关键词
Intramolecular charge transfer (ICT) transitions; Donor-acceptor (D-A) architecture; Aggregation-induced emission (AIE); Electron-transporting materials
This study designed and synthesized carbazole-based dyes, characterized by spectroscopic methods to demonstrate the D-A assembly properties. The dyes exhibited blue-yellow emission and aggregation-induced emission in solution state, showing potential for applications in optoelectronic devices.
In order to demonstrate an effect of varying acceptor unit on optoelectronic properties of Donor-Acceptor (D-A) assembly, we herein designed and synthesized C-N coupled, carbazole based dyes 1-8 by employing Buchwald-Hartwig coupling amination reaction and fully characterized by spectroscopic methods. Presence of intramolecular charge transfer (ICT) transitions (lambda(max) = 403-467 nm) in absorption spectra of all dyes reminiscent D-A assembly in it and emit in blue-yellow region (lambda(emm) = 467-565 nm) in solution state with marked positive solvatochromism. The photophysical studies of some of the dyes in different THF/water mixtures revealed aggregation-induced emission (AIE) feature with the nanoparticles formation, as confirmed by dynamic light scattering (DLS) technique. The HOMO ( -5.42 to -5.74 eV) and LUMO ( -3.03 to -3.50 eV) energy level of these molecules measured by cyclic voltammetry suggest electron transporting property in it. Further, DFT/ TDDFT calculation of dyes, indicate quite comparable theoretical and experimental photophysical and electro-chemical data. Moreover, calculated singlet (S-1) and triplet (T-1) excitation energy levels by DFT/B3LYP/6-311 G+(d,p) shows small Delta E-ST value for some dyes and hence called as TADF emitters. Thus obtained all optoelectrochemical properties of dyes propose its potential use in optoelectronic devices and in biosensing.
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