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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Synthesis, photophysical properties and aggregation-induced enhanced emission of bischalcone-benzothiadiazole and chalcone-benzothiadiazole hybrids

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Author(s):
Martins da Costa, Rafaela Gomes [1] ; Garcia, Rafael de Queiroz [2] ; Fiuza, Raquel Mazzoli da R. [1] ; Maqueira, Luis [1] ; Pazini, Alessandra [1] ; de Boni, Leonardo [2] ; Limberger, Jones [1]
Total Authors: 7
Affiliation:
[1] Pontifical Catholic Univ Rio de Janeiro, Dept Chem, Rua Marques de Sao Vicente 225, BR-22451900 Rio De Janeiro, RJ - Brazil
[2] Univ Sao Paulo, Sao Carlos Inst Phys, Phys & Mat Sci Dept, Ave Trabalhador Sancarlense, Sao Carlos, SP - Brazil
Total Affiliations: 2
Document type: Journal article
Source: Journal of Luminescence; v. 239, NOV 2021.
Web of Science Citations: 0
Abstract

Hybrids containing both chalcone and benzothiadiazole (BTD) moieties were synthesized and photophysically characterized. The compounds display either chalcone-BTD-chalcone or aryloxy-BTD-chalcone architectures. The synthesis of these dyes was based on aldol condensations in formyl-substituted BTD-based intermediates. The hybrids presented absorption maxima ranging from 384 to 408 nm with remarkably high extinction coefficient values (1.31-4.04 x 10(4) L mol(-1) cm(-1)). Regarding the emission, all compounds are fluorescent in solution with emission maxima ranging from 481 to 535 nm and Stokes shifts between 81 and 148 nm. The quantum yields of fluorescence (phi(f)) ranged from 0.002 to 0.40 in solution and they were dependent on the architecture of the hybrids as well as the substitution pattern of the chalcone aryl group. In respect to aggregation-induced enhanced emission properties, while the fluorescence of bischalcone-BTD hybrids was not increased by aggregation, the compound with design aryloxy-BTD-chalcone presented AIEEgen properties since a sharp increase (30-fold) in the fluorescence intensity along with a remarkable enhancement of phi(f) values (from 0.0070 to 0.143) were observed upon aggregation. (AU)

FAPESP's process: 18/03758-5 - Assemblage of an experimental line of Laser Induced Breakdown Spectroscopy (LIBS) with femtosecond pulses
Grantee:Rafael de Queiroz Garcia
Support Opportunities: Scholarships in Brazil - Scientific Initiation
FAPESP's process: 16/20886-1 - Ultrafast nonlinear optical spectroscopy: Transient Absorption and optical Kerr Gate with polarization control
Grantee:Leonardo de Boni
Support Opportunities: Regular Research Grants
FAPESP's process: 20/16036-8 - Ultrafast spectroscopy: degenerated and non-degenerated pump-probe resolved in polarization
Grantee:Rafael de Queiroz Garcia
Support Opportunities: Scholarships in Brazil - Master