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Effect of peripherical groups on the two-photon brightness of (E)-3-benzyl-6-bromo-2-styryl-3H-imidazo[4,5-b]pyridine derivatives

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Author(s):
Pelosi, Andre Gasparotto ; Cocca, Leandro H. Zucolotto ; Piguel, Sandrine ; De Boni, Leonardo ; Mendonca, Cleber R.
Total Authors: 5
Document type: Journal article
Source: JOURNAL OF MOLECULAR LIQUIDS; v. 358, p. 9-pg., 2022-04-22.
Abstract

Here, a study of the effect of several electron-withdrawing (F, Br, CF3, Cl) and electron-donating (OMe, OTBDMS, CH3, S) on the two-photon brightness (2 PB) of nine imidazo[4,5-b]pyridine derivatives was developed. The two-photon absorption cross-section (2PACS) spectra were acquired by the tunable fem-tosecond Z-scan technique from 470 nm up to 700 nm, and hence the 2 PB was evaluated at the 2PACS peak (around 540 nm) and 700 nm. Transition dipole moment, the difference of state dipole moments, anisotropy coefficient, and fluorescence lifetime were figured out as a result of the Gaussian decomposi-tion of one-photon absorption spectra, solvatochromism, fluorescence anisotropy, and Strickler Berg equation, respectively. Besides the photophysical analysis, the photophysical parameters were used as input parameters to phenomenologically model the 2PACS applying the Sum-Over-States approach regarding a three-level energy system. Results have shown a 2PACS peak of around 130 GM for all imidazo[4,5-b]pyridine derivatives, and values of 2PACS at 700 nm ranged from 4 up to 14 GM. Results show that for Br-pi-electron withdrawing (Br-pi-EW) molecular arrangement, higher values of 2 PB can be reached, mainly through the control of phi, which demonstrated to be more sensible than the 2PACS to the addition of different peripherical groups. (C) 2022 Elsevier B.V. All rights reserved. (AU)

FAPESP's process: 18/11283-7 - Nonlinear photonics: spectroscopy and advanced processing of materials
Grantee:Cleber Renato Mendonça
Support Opportunities: Research Projects - Thematic Grants
FAPESP's process: 15/20032-0 - Study on Nonlinear and Charge Transport Properties of Multi-branched Molecules via Quantum Chemical Methods.
Grantee:Daniel Luiz da Silva
Support Opportunities: Regular Research Grants
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: 11/12399-0 - Femtosecond pulses applied to nonlinear optics: spectroscopy, pulse shaping and microfabrication
Grantee:Cleber Renato Mendonça
Support Opportunities: Research Projects - Thematic Grants