N,N'-disubstituted ureas: influence of substituents on the formation of supramolecular polymers

Chemistry. 2003 Jul 7;9(13):3008-14. doi: 10.1002/chem.200304801.

Abstract

Symmetrical N,N'-disubstituted ureas have been synthesized and characterized. Among them, the branched dialkylureas prepared are highly soluble in organic media. Moreover, the solutions obtained are very viscous in heptane, if the branched alkyl groups are not too bulky (i.e. a methyl group on the alpha carbon, or an ethyl group on the beta carbon). Due to the strong, bifurcated hydrogen bonds between the urea moieties, linear supramolecular polymers are formed. The degree of association of these supramolecular polymers has been determined by FTIR spectroscopy.

MeSH terms

  • Polymers / analysis
  • Polymers / chemical synthesis*
  • Urea / analysis
  • Urea / chemical synthesis*

Substances

  • Polymers
  • Urea