Mirror-symmetry-breaking in poly[(9,9-di-n-octylfluorenyl- 2,7-diyl)-alt-biphenyl] (PF8P2) is susceptible to terpene chirality, achiral solvents, and mechanical stirring

Molecules. 2013 Jun 17;18(6):7035-57. doi: 10.3390/molecules18067035.

Abstract

Solvent chirality transfer of (S)-/(R)-limonenes allows the instant generation of optically active PF8P2 aggregates with distinct circular dichroism (CD)/circularly polarized luminescence (CPL) amplitudes with a high quantum yield of 16-20%. The present paper also reports subtle mirror-symmetry-breaking effects in CD-/CPL-amplitude and sign, CD/UV-vis spectral wavelengths, and photodynamics of the aggregates, though the reasons for the anomaly are unsolved. However, these photophysical properties depend on (i) the chemical natures of chiral and achiral molecules when used in solvent quantity, (ii) clockwise and counterclockwise stirring operations, and (iii) the order of addition of limonene and methanol to the chloroform solution.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biphenyl Compounds / chemistry*
  • Cyclohexenes / chemistry
  • Fluorenes / chemistry*
  • Limonene
  • Luminescence
  • Mechanical Phenomena
  • Methanol / chemistry
  • Molecular Structure
  • Polymers / analysis
  • Polymers / chemistry
  • Solutions / chemistry
  • Solvents / analysis
  • Solvents / chemistry*
  • Temperature
  • Terpenes / analysis
  • Terpenes / chemistry*

Substances

  • Biphenyl Compounds
  • Cyclohexenes
  • Fluorenes
  • Polymers
  • Solutions
  • Solvents
  • Terpenes
  • Limonene
  • Methanol