Ester-type banana-shaped monomers and investigations of their electro-optical properties

K. Fodor-Csorba, A. Vajda, Giancarlo Galli, Antal Jákli, Dietrich Demus, S. Holly, E. Gács-Baitz

Research output: Contribution to journalArticle

110 Citations (Scopus)

Abstract

New banana-shaped monomers 1a-1f, based on the 1,3-phenylene bis{4-[4′-(alkenyloxy)benzoyloxy]}-benzoate bent structure were prepared. The central 1,3-phenylene ring was either unsubstituted (1a, 1b) or had a 2-methyl substituent (1c, 1d) or a 4-chloro substituent (1e, 1f), respectively. The occurence of mesophases greatly depended on the chemical structure of the banana-shaped molecules. Whilst 1,3-phenylene bis{4-[4′-(10-undecenyloxy)benzoyloxy]}benzoate (1b, acronym Pbis11BB) formed a monotrpic B2 phase, the 4-chloro derivatives showed conventional nematic and SmC phases. In contrast, the 2-methyl derivatives did not form any kind of mesophases. MOPAC/AM1 semi-empirical calculations allowed evaluation of the value and orientation of the electric dipole vectors and of the twist angles of the central phenyl ring with respect to the outer rings. Electro-optical investigations showed that the B2 phase of 1b was antiferroelectric with a 45° tilt angle between 91-75 °C (P = 320 nC·cm-2) and a switching time in the range of 50 μs in a E = 15 V·μm-1 field.

Original languageEnglish
Pages (from-to)1556-1563
Number of pages8
JournalMacromolecular Chemistry and Physics
Volume203
Issue number10-11
DOIs
Publication statusPublished - Jul 29 2002

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Benzoates
esters
Esters
Optical properties
monomers
Monomers
Derivatives
optical properties
rings
abbreviations
electric dipoles
Molecules
evaluation
molecules

Keywords

  • Banana liquid crystals
  • Bent-core mesogens
  • Electro-optics
  • Liquid-crystalline polymers (LCPs)
  • Monomers
  • Structure-property relations

ASJC Scopus subject areas

  • Polymers and Plastics
  • Materials Chemistry
  • Organic Chemistry
  • Physical and Theoretical Chemistry

Cite this

Ester-type banana-shaped monomers and investigations of their electro-optical properties. / Fodor-Csorba, K.; Vajda, A.; Galli, Giancarlo; Jákli, Antal; Demus, Dietrich; Holly, S.; Gács-Baitz, E.

In: Macromolecular Chemistry and Physics, Vol. 203, No. 10-11, 29.07.2002, p. 1556-1563.

Research output: Contribution to journalArticle

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AU - Galli, Giancarlo

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AU - Demus, Dietrich

AU - Holly, S.

AU - Gács-Baitz, E.

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AB - New banana-shaped monomers 1a-1f, based on the 1,3-phenylene bis{4-[4′-(alkenyloxy)benzoyloxy]}-benzoate bent structure were prepared. The central 1,3-phenylene ring was either unsubstituted (1a, 1b) or had a 2-methyl substituent (1c, 1d) or a 4-chloro substituent (1e, 1f), respectively. The occurence of mesophases greatly depended on the chemical structure of the banana-shaped molecules. Whilst 1,3-phenylene bis{4-[4′-(10-undecenyloxy)benzoyloxy]}benzoate (1b, acronym Pbis11BB) formed a monotrpic B2 phase, the 4-chloro derivatives showed conventional nematic and SmC phases. In contrast, the 2-methyl derivatives did not form any kind of mesophases. MOPAC/AM1 semi-empirical calculations allowed evaluation of the value and orientation of the electric dipole vectors and of the twist angles of the central phenyl ring with respect to the outer rings. Electro-optical investigations showed that the B2 phase of 1b was antiferroelectric with a 45° tilt angle between 91-75 °C (P = 320 nC·cm-2) and a switching time in the range of 50 μs in a E = 15 V·μm-1 field.

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