New Multifunctional Bipyrimidine-Based Chromophores for NLO-Active Thin-Film Preparation.

Autor: Bora U; Department of Chemistry, Yildiz Technical University, Istanbul, Turkey., Abdallah S; Institut de Science des Matériaux de Mulhouse CNRS-UMR 7361, Université de Haute Alsace, Mulhouse, France., Mhanna R; Institut de Science des Matériaux de Mulhouse CNRS-UMR 7361, Université de Haute Alsace, Mulhouse, France., Nicolas P; Institut des Sciences Chimiques de Rennes CNRS UMR, Université de Rennes, Rennes, France., Dok A; Department of Chemistry, Katholieke Universiteit Leuven, Leuven, Belgium., de Coene Y; Department of Chemistry, Katholieke Universiteit Leuven, Leuven, Belgium., Van Cleuvenbergen S; Department of Chemistry, Katholieke Universiteit Leuven, Leuven, Belgium., Jeannin O; Institut des Sciences Chimiques de Rennes CNRS UMR, Université de Rennes, Rennes, France., Malval JP; Institut de Science des Matériaux de Mulhouse CNRS-UMR 7361, Université de Haute Alsace, Mulhouse, France., Clays K; Department of Chemistry, Katholieke Universiteit Leuven, Leuven, Belgium., Bellec N; Institut des Sciences Chimiques de Rennes CNRS UMR, Université de Rennes, Rennes, France., Ocak H; Department of Chemistry, Yildiz Technical University, Istanbul, Turkey., Bilgin-Eran B; Department of Chemistry, Yildiz Technical University, Istanbul, Turkey., Camerel F; Institut des Sciences Chimiques de Rennes CNRS UMR, Université de Rennes, Rennes, France., Akdas-Kiliç H; Department of Chemistry, Yildiz Technical University, Istanbul, Turkey.; Institut des Sciences Chimiques de Rennes CNRS UMR, Université de Rennes, Rennes, France.
Jazyk: angličtina
Zdroj: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2024 Jan 16; Vol. 30 (4), pp. e202302930. Date of Electronic Publication: 2023 Nov 28.
DOI: 10.1002/chem.202302930
Abstrakt: New synthesized bipyrimidine-based chromophores presenting alkoxystyryl donor groups carrying aliphatic achiral and chiral chains in the 4 position, connected to electron-accepting 2,2-bipyrimidine cores have been synthesized. Their linear and nonlinear optical (NLO) properties were investigated as well as their mesomorphic properties by various techniques (light-transmission measurements, polarized-light optical microscopy, differential scanning calorimetry measurements and two-photon excited fluorescence). The derivatives with achiral linear carbon chains were found to exhibit liquid-crystal properties with the formation smectic phases over large temperature ranges, which were confirmed by small-angle X-ray scattering analysis via stacking models. The nonlinear optical properties in the solid state for derivatives with C14 and the citronellol chains have been studied by wide-field second-harmonic generation and multi-photon fluorescence imaging, confirming centrosymmetry for these achiral mesogens and their excellent third-order nonlinearity whereas the chiral compound exhibits non-centrosymmetric organization resulting in a strong Second Harmonic Generation at the crystal state.
(© 2023 Wiley-VCH GmbH.)
Databáze: MEDLINE
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