Synthesis, Mesomorphism and the Optical Properties of Alkyl-deuterated Nematogenic 4-[(2,6-Difluorophenyl)ethynyl]biphenyls

The synthesis and characterization of new deuterated liquid crystal (LC) compounds based on phenyl tolane core is described in this paper. The work presents an alternative molecular approach to the conventional LC design. Correlations between molecular structure and mesomorphic and optical propertie...

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Main Authors: Jakub Herman, Piotr Harmata, Michał Czerwiński, Olga Strzeżysz, Marta Pytlarczyk, Monika Zając, Przemysław Kula
Format: Article
Language:English
Published: MDPI AG 2021-08-01
Series:Materials
Subjects:
Online Access:https://www.mdpi.com/1996-1944/14/16/4653
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spelling doaj-02b7e72b4e5442a19f710803d97815ba2021-08-26T14:01:23ZengMDPI AGMaterials1996-19442021-08-01144653465310.3390/ma14164653Synthesis, Mesomorphism and the Optical Properties of Alkyl-deuterated Nematogenic 4-[(2,6-Difluorophenyl)ethynyl]biphenylsJakub Herman0Piotr Harmata1Michał Czerwiński2Olga Strzeżysz3Marta Pytlarczyk4Monika Zając5Przemysław Kula6Faculty of Advanced Technologies and Chemistry, Military University of Technology, 2 gen. S. Kaliskiego St., 00-908 Warsaw, PolandFaculty of Advanced Technologies and Chemistry, Military University of Technology, 2 gen. S. Kaliskiego St., 00-908 Warsaw, PolandFaculty of Advanced Technologies and Chemistry, Military University of Technology, 2 gen. S. Kaliskiego St., 00-908 Warsaw, PolandFaculty of Advanced Technologies and Chemistry, Military University of Technology, 2 gen. S. Kaliskiego St., 00-908 Warsaw, PolandFaculty of Advanced Technologies and Chemistry, Military University of Technology, 2 gen. S. Kaliskiego St., 00-908 Warsaw, PolandFaculty of Advanced Technologies and Chemistry, Military University of Technology, 2 gen. S. Kaliskiego St., 00-908 Warsaw, PolandFaculty of Advanced Technologies and Chemistry, Military University of Technology, 2 gen. S. Kaliskiego St., 00-908 Warsaw, PolandThe synthesis and characterization of new deuterated liquid crystal (LC) compounds based on phenyl tolane core is described in this paper. The work presents an alternative molecular approach to the conventional LC design. Correlations between molecular structure and mesomorphic and optical properties for compounds which are alkyl-hydrogen terminated and alkyl-deuterium, have been drawn. The compounds are characterized by mass spectrometry (electron ionization) analysis and infrared spectroscopy. They show enantiotropic nematic behavior in a broad temperature range, confirmed by a polarizing thermomicroscopy and differential scanning calorimetry. Detailed synthetic procedures are attached. Synthesized compounds show a significantly reduced absorption in the near-infrared (NIR) and medium-wavelength infrared (MWIR) radiation range, and stand as promising components of medium to highly birefringent liquid crystalline mixtures.https://www.mdpi.com/1996-1944/14/16/4653infraredflow chemistrydeuterium additionnematic
collection DOAJ
language English
format Article
sources DOAJ
author Jakub Herman
Piotr Harmata
Michał Czerwiński
Olga Strzeżysz
Marta Pytlarczyk
Monika Zając
Przemysław Kula
spellingShingle Jakub Herman
Piotr Harmata
Michał Czerwiński
Olga Strzeżysz
Marta Pytlarczyk
Monika Zając
Przemysław Kula
Synthesis, Mesomorphism and the Optical Properties of Alkyl-deuterated Nematogenic 4-[(2,6-Difluorophenyl)ethynyl]biphenyls
Materials
infrared
flow chemistry
deuterium addition
nematic
author_facet Jakub Herman
Piotr Harmata
Michał Czerwiński
Olga Strzeżysz
Marta Pytlarczyk
Monika Zając
Przemysław Kula
author_sort Jakub Herman
title Synthesis, Mesomorphism and the Optical Properties of Alkyl-deuterated Nematogenic 4-[(2,6-Difluorophenyl)ethynyl]biphenyls
title_short Synthesis, Mesomorphism and the Optical Properties of Alkyl-deuterated Nematogenic 4-[(2,6-Difluorophenyl)ethynyl]biphenyls
title_full Synthesis, Mesomorphism and the Optical Properties of Alkyl-deuterated Nematogenic 4-[(2,6-Difluorophenyl)ethynyl]biphenyls
title_fullStr Synthesis, Mesomorphism and the Optical Properties of Alkyl-deuterated Nematogenic 4-[(2,6-Difluorophenyl)ethynyl]biphenyls
title_full_unstemmed Synthesis, Mesomorphism and the Optical Properties of Alkyl-deuterated Nematogenic 4-[(2,6-Difluorophenyl)ethynyl]biphenyls
title_sort synthesis, mesomorphism and the optical properties of alkyl-deuterated nematogenic 4-[(2,6-difluorophenyl)ethynyl]biphenyls
publisher MDPI AG
series Materials
issn 1996-1944
publishDate 2021-08-01
description The synthesis and characterization of new deuterated liquid crystal (LC) compounds based on phenyl tolane core is described in this paper. The work presents an alternative molecular approach to the conventional LC design. Correlations between molecular structure and mesomorphic and optical properties for compounds which are alkyl-hydrogen terminated and alkyl-deuterium, have been drawn. The compounds are characterized by mass spectrometry (electron ionization) analysis and infrared spectroscopy. They show enantiotropic nematic behavior in a broad temperature range, confirmed by a polarizing thermomicroscopy and differential scanning calorimetry. Detailed synthetic procedures are attached. Synthesized compounds show a significantly reduced absorption in the near-infrared (NIR) and medium-wavelength infrared (MWIR) radiation range, and stand as promising components of medium to highly birefringent liquid crystalline mixtures.
topic infrared
flow chemistry
deuterium addition
nematic
url https://www.mdpi.com/1996-1944/14/16/4653
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