Mesogenic cholesterol-naphthalene dimers: Synthesis, characterization, mesogenic properties, photochromic behaviour and theoretical insights

被引：0
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作者：
Rabari, Mahima [1 ]
Prajapati, A.K. [1 ]
机构：
[1] Department of Chemistry, Faculty of Science, The Maharaja Sayajirao University of Baroda, Vadodara,390 002, India
来源：
Journal of Molecular Liquids | 2024年 / 415卷
关键词：
Synthesis and characterization of two new series of unsymmetrical dimers combining cholesterol with azo (Series I-n) or azomethine (Series II-n) naphthalene moieties were reported. The chemical structures were confirmed using FT-IR; 1H NMR; 13C NMR; mass spectrometry; and elemental analysis. Their thermotropic properties were investigated using POM; DSC and XRD. The analysis revealed that the first lower members (n = 1; 2) of each series lack mesogenic properties due to short; flexible spacers; while higher members (n = 3–5; 7; 9; 10) exhibit enantiotropic chiral nematic phases. Notably; higher members with odd spacers (n = 5; 9) also display SmC* phases; highlighting the influence of spacer length and odd–even effects on molecular interactions. Dimers from series I-n demonstrated slightly higher clearing temperatures (TN-Iso) compared to series II-n. UV–Vis spectroscopy showed trans–cis isomerization; with a photoconversion efficiency of 56.7 % for the I-7 dimer. Computational studies using the B3LYP functional with a 6-31g (d; p) basis set provided insights into the electronic structure through electrostatic potential (ESP) and optical property analysis. © 2024 Elsevier B.V;
D O I：
10.1016/j.molliq.2024.126296
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