Polymer Effect on Heterochiral Molecular Recognition in Molecular and Macromolecular Pairs of Liquid Crystals of (R)- and (S)-2-Chloro-4-Methylpentyl 4'-((8-(Vinyloxy)Octyl)Oxy)Biphenyl-4-Caroxylate Enantiomers

Abstract

(R)-2-Chloro-4-methylpentyl 4'-(8-vinyloxyoctyloxy)biphenyl-4- carboxylate ((R)-8) (R >95%) and (S)-2 Chloro-4-methylpentyl 4'-(8- vinyloxyoctyloxy)biphenyl-4-carboxylate ((S)-8) (S>95%) enantiomers and their corresponding homopolymers and copolymers with well defined molecular weight and narrow molecular weight distribution were synthesized and characterized. The phase behaviors of (R)-8 and poly ((R)-8) are identical to those of (S)-8 and poly(S)-8) respectively. Both monomers display monotropic SA and SCk phases and a crystalline phase, while the corresponding polymers exhibit enantiotropic SA, SC* and SX (unidentified smectic) mesophases. The SA-I transition of the binary mixture of (R)-8 with (S)-8 is with 0.4 deg C higher in the 50/50 mixture than the theoretical value expected for an ideal solution, demonstrating the presence of heterochiral molecular recognition between the two enantiomers in their SA phase. Heterochiral recognition was not detected in the SC* phase of any of the enantiomeric pairs investigated. In the polymer mixtures, the chiral recognition observed in the SA phase of the monomer mixtures is enhanced with increasing the degree of polymerization (DP) up to about 10 to reach a positive deviation of 1. 3l deg C from the theoretical ideal value.

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Document Details

Document Type
Technical Report
Publication Date
Jun 30, 1994
Accession Number
ADA281193

Entities

People

  • Hiroji Oda
  • Virgil Percec

Organizations

  • Case Western Reserve University

Tags

DTIC Thesaurus Topics

  • Biphenyl
  • Chemical Synthesis
  • Chemistry
  • Copolymers
  • Crystal Structure
  • Crystals
  • Liquid Crystals
  • Macromolecules
  • Molecular Weight
  • Organic Chemistry
  • Phase Diagrams
  • Phase Transformations
  • Plastic Explosives
  • Polymerization
  • Polymers
  • Transition Temperature
  • Transitions

Fields of Study

  • Chemistry

Readers

  • Polymer Science and Technology

Technology Areas

  • Microelectronics
  • Microelectronics - Graphene