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Fluorinated ferroelectric liquid crystals : synthesis, properties and fluorine-19 nmr

Thesis (DPhil (Chemistry))--University of Pretoria, 1993

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Other Authors: Wessels, P.L.
Format: Thesis
Language:English
Published: University of Pretoria 2024
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author2 Wessels, P.L.
author_browse Wessels, P.L.
author_facet Wessels, P.L.
collection Thesis
dc_rights_str_mv © 2024 University of Pretoria. All rights reserved. The copyright in this work vests in the University of Pretoria. No part of this work may be reproduced or transmitted in any form or by any means, without the prior written permission of the University of Pretoria.
description Thesis (DPhil (Chemistry))--University of Pretoria, 1993
format Thesis
id oai:repository.up.ac.za:2263/99613
institution University of Pretoria (South Africa)
language English
last_indexed 2026-06-10T12:37:57.427Z
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provenance_str_mv Harvested via OAI-PMH from UPSpace — University of Pretoria Institutional Repository
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spelling oai:repository.up.ac.za:2263/99613 Fluorinated ferroelectric liquid crystals : synthesis, properties and fluorine-19 nmr Wessels, P.L. Loubser, Christa Flourinated Ferroelectric Crystals Synthesis properties Flourine-19nmr UCTD Thesis (DPhil (Chemistry))--University of Pretoria, 1993 A series of new laterally fluorinated liquid crystals containing a single chiral centre on the terminal chain, was synthesised. All the compounds, with a single exception, exhibit a ferroelectric smectic C* phase. Their liquid crystalline properties were investigated using optical polarising microscopy and differential scanning calorimetry, while ferroelectric properties were studied electro-optically. The number/ position of the lateral fluoro-substituents greatly influence the incidence and range of the liquid crystalline phases. The 2,3 - difluorophenyl unit stabilises the cholesteric and smectic C* phases, but suppresses the formation of the smectic A phase. The 2' ,3 - difluorobiphenyl unit, in contrast, discourages the formation of helical phases. A helix inversion occurs in the cholesteric phase of (S)-4-n-octyloxy-2, 3-difluorobiphenyl-4' -yl 3-fluoro-4-(2-fluorooctanoyloxy) benzoate. Due to certain structural features, the phenomenon could not be explained in terms of the conventional model. Instead, competing conformer species created through interaction between fluoro-substituents on the core and at the chiral centre, are suggested. The influence of the lateral fluoro-substituents on the ferroelectric properties was investigated. Two of the compounds exhibit unusual tilt angle behaviour - the tilt angle decreases with decreasing temperature. A helix inversion takes place in the smectic C* phase of (S)-4-n-octyloxy-2' ,3- difluorobiphenyl-4' -yl 2-fluoro-4-(2-fluorooctanoyloxy)benzoate and is thought to be due to the presence of the 2',3-difluorobiphenyl unit. The orientational ordering of several of the liquid crystals was investigated using 19F nmr. A new technique was developed for this purpose and used to determine the order parameter as a function of temperature of (S)-4-n-octyloxy-2,3-difluorobiphenyl-4' -yl 4-(2-chloro-4-methylpentanoyloxy) benzoate from the dipolar coupling constant, DFF. The question of possible coupling between dipoles on the core and the chiral centre was addressed. For the first time it is experimentally shown that such an interaction does exist for two fluorosubstituents {1 9F - 19F dipolar coupling). Conformational analysis revealed a transverse electrostatic gradient. The conformation of the 2' ,3-difluorobiphenyl unit was investigated by using 19F nmr in conjunction with crystal structure data. It appears that the net dipole moment as well as the effective size of this unit play an important role. Chemistry DPhil (Chemistry) 2024-11-27T09:16:29Z 2024-11-27T09:16:29Z 21/11/05 1993 Thesis http://hdl.handle.net/2263/99613 en © 2024 University of Pretoria. All rights reserved. The copyright in this work vests in the University of Pretoria. No part of this work may be reproduced or transmitted in any form or by any means, without the prior written permission of the University of Pretoria. application/pdf University of Pretoria
spellingShingle Flourinated
Ferroelectric
Crystals
Synthesis properties
Flourine-19nmr
UCTD
Fluorinated ferroelectric liquid crystals : synthesis, properties and fluorine-19 nmr
title Fluorinated ferroelectric liquid crystals : synthesis, properties and fluorine-19 nmr
title_full Fluorinated ferroelectric liquid crystals : synthesis, properties and fluorine-19 nmr
title_fullStr Fluorinated ferroelectric liquid crystals : synthesis, properties and fluorine-19 nmr
title_full_unstemmed Fluorinated ferroelectric liquid crystals : synthesis, properties and fluorine-19 nmr
title_short Fluorinated ferroelectric liquid crystals : synthesis, properties and fluorine-19 nmr
title_sort fluorinated ferroelectric liquid crystals synthesis properties and fluorine 19 nmr
topic Flourinated
Ferroelectric
Crystals
Synthesis properties
Flourine-19nmr
UCTD
url http://hdl.handle.net/2263/99613