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Journal of Molecular Liquids, volume 275, pages 829-838

The effect of the length of terminal n-alkyl carboxylate chain on self-assembling and photosensitive properties of chiral lactic acid derivatives

Poryvai Anna 1, 2, 3
Kašpar M. 4
Pociecha D. 5
Novotná Vladimíra 1, 2, 3
Kohout Michal 1, 2, 3
1
 
Department of Organic Chemistry
3
 
166 28 Prague 6 Czech Republic
4
 
Institute of Physics, Czech Academy of Sciences, Na Slovance 1999/2, 182 21 Prague 8, Czech Republic
5
 
Chemistry Department, Warsaw University, 02-089 Warsaw, Poland
Publication typeJournal Article
Publication date2019-02-01
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor6
ISSN01677322, 18733166
Materials Chemistry
Electronic, Optical and Magnetic Materials
Physical and Theoretical Chemistry
Spectroscopy
Atomic and Molecular Physics, and Optics
Condensed Matter Physics
Abstract
A new series of photosensitive azo materials possessing a chiral alkyl lactate moiety and terminal n-alkyl carboxylate unit close to the azo group has been synthesized and studied. The length of the n-alkyl carboxylate chain has been systematically varied in order to establish the effect of the molecular structure on the self-assembling behaviour. Two series of materials possessing hexyl and dodecyl alkyl chains in the chiral part of the molecule have been studied. It has been shown that the length of both the alkyl chains strongly influences the mesomorphic behaviour, however, each chiral/achiral chain has different utility to tune the mesomorphic properties. With exception of the compound with the longest chains, all studied compounds exhibited the chiral tilted ferroelectric smectic C* phase. Based on the combination of terminal alkyl chains, chiral nematic, orthogonal smectic A*, and twist grain boundary smectic A* phases have been detected on cooling beyond the SmC* phase. The presence of the photosensitive functional N=N group in the molecular core allowed further tuning of the material properties by UV light illumination. The E-to-Z photoisomerization of the azo group and subsequent thermal back-isomerisation have been studied in solution by nuclear magnetic resonance and most importantly in the mesophases on bulk samples. We report on UV-induced isothermal switching from chiral smectic and nematic mesophases into the isotropic phase, respectively, and differences in the textures of mesophase upon restoration of the ordered liquid.

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Poryvai A. et al. The effect of the length of terminal n-alkyl carboxylate chain on self-assembling and photosensitive properties of chiral lactic acid derivatives // Journal of Molecular Liquids. 2019. Vol. 275. pp. 829-838.
GOST all authors (up to 50) Copy
Poryvai A., Kašpar M., Pociecha D., Novotná V., Kohout M. The effect of the length of terminal n-alkyl carboxylate chain on self-assembling and photosensitive properties of chiral lactic acid derivatives // Journal of Molecular Liquids. 2019. Vol. 275. pp. 829-838.
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RIS Copy
TY - JOUR
DO - 10.1016/j.molliq.2018.11.058
UR - https://doi.org/10.1016%2Fj.molliq.2018.11.058
TI - The effect of the length of terminal n-alkyl carboxylate chain on self-assembling and photosensitive properties of chiral lactic acid derivatives
T2 - Journal of Molecular Liquids
AU - Poryvai, Anna
AU - Kašpar, M.
AU - Pociecha, D.
AU - Novotná, Vladimíra
AU - Kohout, Michal
PY - 2019
DA - 2019/02/01 00:00:00
PB - Elsevier
SP - 829-838
VL - 275
SN - 0167-7322
SN - 1873-3166
ER -
BibTex
Cite this
BibTex Copy
@article{2019_Poryvai,
author = {Anna Poryvai and M. Kašpar and D. Pociecha and Vladimíra Novotná and Michal Kohout},
title = {The effect of the length of terminal n-alkyl carboxylate chain on self-assembling and photosensitive properties of chiral lactic acid derivatives},
journal = {Journal of Molecular Liquids},
year = {2019},
volume = {275},
publisher = {Elsevier},
month = {feb},
url = {https://doi.org/10.1016%2Fj.molliq.2018.11.058},
pages = {829--838},
doi = {10.1016/j.molliq.2018.11.058}
}
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