Synthesis of fluorinated oxadiazoles with gelation and oxygen storage ability

Org Biomol Chem. 2012 Apr 21;10(15):3044-52. doi: 10.1039/c2ob07024c. Epub 2012 Mar 6.

Abstract

A new family of fluorinated low molecular weight (LMW) gelators has been synthesized through SNAr substitution of 5-polyfluoroaryl-3-perfluoroheptyl-1,2,4-oxadiazoles with glycine ester. The obtained compounds give thermal and pH-sensitive hydrogels or thermo-reversible organogels in DMSO. Oxygen solubility studies showed the ability to maintain high oxygen levels in solution and in gel blend with plate counter agar (PCA).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Dimethyl Sulfoxide / chemistry
  • Esters / chemistry
  • Fluorine*
  • Gels
  • Glycine / chemistry
  • Halogenation
  • Hydrogen Bonding
  • Hydrogen-Ion Concentration
  • Microscopy, Electron, Scanning
  • Molecular Weight
  • Oxadiazoles / chemical synthesis*
  • Oxygen / chemistry*
  • Phase Transition
  • Solubility
  • Thermodynamics

Substances

  • Esters
  • Gels
  • Oxadiazoles
  • Fluorine
  • Oxygen
  • Glycine
  • Dimethyl Sulfoxide