Non-symmetric dimers

effects of varying the mesogenic linking unit and terminal substituent

Guan-Yeow Yeap*, Faridah Osman, Corrie Thomas Imrie

*Corresponding author for this work

Research output: Contribution to journalArticle

53 Citations (Scopus)

Abstract

Six new non-symmetric dimers belonging to the family of compounds the (R,S)-(benzylidene-4'-substituted-aniline)-2"-methylbutyl-4'''-(4''''-phenyloxy) benzoate-oxy) hexanoates have been prepared and their thermal behaviour characterised. The terminal substituents on the 4-benzylideneaniline fragment are H, CH3, C2H5, Cl, Br and I. All six dimers exhibit an enantiotropic nematic phase, and the efficiency of the terminal substituent in enhancing the nematic-isotropic transition temperature is largely consistent with that established for conventional low molar mass liquid crystals. This trend is discussed in terms of the size of the terminal substituent and its effect on the shape of the molecule. The halogen-substituted and ethyl-substituted dimers also exhibit smectic behaviour. For the halogen-substituted dimers, the driving force for smectic phase formation is considered to be, at least in part, the specific anisotropic interaction between the unlike mesogenic units. In contrast, for the ethyl-substituted dimers, the driving force is thought to be the enhanced molecular inhomogeneity arising from the longer terminal chains. The properties of these new dimers are broadly similar to those of the corresponding dimers in which the ester linkage between the spacer and mesogenic unit is an ether link. This strongly suggests that the ether- and ester-linked materials have similar average molecular shapes.

Original languageEnglish
Pages (from-to)543-554
Number of pages12
JournalLiquid Crystals
Volume42
Issue number4
Early online date27 Mar 2015
DOIs
Publication statusPublished - 3 Apr 2015

Keywords

  • liquid crystal dimers
  • non-symmetric dimers
  • intercalated smectic phases
  • terminal substituents
  • spacer linking unit
  • liquid-crystal dimers
  • schiff-base esters
  • mesomorphic behavior
  • symmetrical dimers
  • alkyl chains
  • oligomers
  • trimers
  • phase
  • tetramers
  • anilines

Cite this

Non-symmetric dimers : effects of varying the mesogenic linking unit and terminal substituent. / Yeap, Guan-Yeow; Osman, Faridah; Imrie, Corrie Thomas.

In: Liquid Crystals, Vol. 42, No. 4, 03.04.2015, p. 543-554.

Research output: Contribution to journalArticle

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abstract = "Six new non-symmetric dimers belonging to the family of compounds the (R,S)-(benzylidene-4'-substituted-aniline)-2{"}-methylbutyl-4'''-(4''''-phenyloxy) benzoate-oxy) hexanoates have been prepared and their thermal behaviour characterised. The terminal substituents on the 4-benzylideneaniline fragment are H, CH3, C2H5, Cl, Br and I. All six dimers exhibit an enantiotropic nematic phase, and the efficiency of the terminal substituent in enhancing the nematic-isotropic transition temperature is largely consistent with that established for conventional low molar mass liquid crystals. This trend is discussed in terms of the size of the terminal substituent and its effect on the shape of the molecule. The halogen-substituted and ethyl-substituted dimers also exhibit smectic behaviour. For the halogen-substituted dimers, the driving force for smectic phase formation is considered to be, at least in part, the specific anisotropic interaction between the unlike mesogenic units. In contrast, for the ethyl-substituted dimers, the driving force is thought to be the enhanced molecular inhomogeneity arising from the longer terminal chains. The properties of these new dimers are broadly similar to those of the corresponding dimers in which the ester linkage between the spacer and mesogenic unit is an ether link. This strongly suggests that the ether- and ester-linked materials have similar average molecular shapes.",
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note = "Funding One of us (G.-Y. Yeap) would like to thank Universiti Sains Malaysia for providing the research facilities and financial support under RU Research Grant [Account No. 203/ PKIMIA/6711192] and PRGS Postgraduate Research Grant [Account No. 1001/KIMIA/835010].",
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AU - Yeap, Guan-Yeow

AU - Osman, Faridah

AU - Imrie, Corrie Thomas

N1 - Funding One of us (G.-Y. Yeap) would like to thank Universiti Sains Malaysia for providing the research facilities and financial support under RU Research Grant [Account No. 203/ PKIMIA/6711192] and PRGS Postgraduate Research Grant [Account No. 1001/KIMIA/835010].

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N2 - Six new non-symmetric dimers belonging to the family of compounds the (R,S)-(benzylidene-4'-substituted-aniline)-2"-methylbutyl-4'''-(4''''-phenyloxy) benzoate-oxy) hexanoates have been prepared and their thermal behaviour characterised. The terminal substituents on the 4-benzylideneaniline fragment are H, CH3, C2H5, Cl, Br and I. All six dimers exhibit an enantiotropic nematic phase, and the efficiency of the terminal substituent in enhancing the nematic-isotropic transition temperature is largely consistent with that established for conventional low molar mass liquid crystals. This trend is discussed in terms of the size of the terminal substituent and its effect on the shape of the molecule. The halogen-substituted and ethyl-substituted dimers also exhibit smectic behaviour. For the halogen-substituted dimers, the driving force for smectic phase formation is considered to be, at least in part, the specific anisotropic interaction between the unlike mesogenic units. In contrast, for the ethyl-substituted dimers, the driving force is thought to be the enhanced molecular inhomogeneity arising from the longer terminal chains. The properties of these new dimers are broadly similar to those of the corresponding dimers in which the ester linkage between the spacer and mesogenic unit is an ether link. This strongly suggests that the ether- and ester-linked materials have similar average molecular shapes.

AB - Six new non-symmetric dimers belonging to the family of compounds the (R,S)-(benzylidene-4'-substituted-aniline)-2"-methylbutyl-4'''-(4''''-phenyloxy) benzoate-oxy) hexanoates have been prepared and their thermal behaviour characterised. The terminal substituents on the 4-benzylideneaniline fragment are H, CH3, C2H5, Cl, Br and I. All six dimers exhibit an enantiotropic nematic phase, and the efficiency of the terminal substituent in enhancing the nematic-isotropic transition temperature is largely consistent with that established for conventional low molar mass liquid crystals. This trend is discussed in terms of the size of the terminal substituent and its effect on the shape of the molecule. The halogen-substituted and ethyl-substituted dimers also exhibit smectic behaviour. For the halogen-substituted dimers, the driving force for smectic phase formation is considered to be, at least in part, the specific anisotropic interaction between the unlike mesogenic units. In contrast, for the ethyl-substituted dimers, the driving force is thought to be the enhanced molecular inhomogeneity arising from the longer terminal chains. The properties of these new dimers are broadly similar to those of the corresponding dimers in which the ester linkage between the spacer and mesogenic unit is an ether link. This strongly suggests that the ether- and ester-linked materials have similar average molecular shapes.

KW - liquid crystal dimers

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KW - intercalated smectic phases

KW - terminal substituents

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KW - schiff-base esters

KW - mesomorphic behavior

KW - symmetrical dimers

KW - alkyl chains

KW - oligomers

KW - trimers

KW - phase

KW - tetramers

KW - anilines

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SN - 0267-8292

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