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Solid‐State NIR‐Luminescence of 1 H ‐pyrido[1,2,3‐ de ]quinoxalini‐4‐ium Cationic Dyes.
Author(s) -
LaraméeMilette Baptiste,
Ferreira Janaina G.,
Hanan Garry S.
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201700729
Subject(s) - cationic polymerization , density functional theory , chromophore , luminescence , intermolecular force , solid state , time dependent density functional theory , absorption (acoustics) , photochemistry , materials science , chemistry , computational chemistry , molecule , polymer chemistry , organic chemistry , optoelectronics , composite material
New dyes bearing a quinoxalinium core were readily prepared by a simple reaction between 8‐aminoquinoline and the appropriate α‐bromoketone. The intense absorption of the dyes past 500 nm suggest that they could potentially act as efficient organic chromophores. The solid‐state structural characterization revealed that the dyes tends to pack in a head‐to‐tail fashion, where intermolecular pi‐pi interactions lead to the formation of head‐to‐tail assemblies. Most of the dyes were found to be emissive in solution and in the solid‐state (500‐700 nm). Calculations at the density functional theory (DFT) level along with time‐dependent DFT (TD‐DFT) calculations confirmed the ILCT nature of the electronic processes.