Synthesis of D-mannitol and L-iditol derivatives as monomers for the preparation of new regioregular AABB-type polyamides

Carbohydr Res. 2002 Apr 2;337(7):607-11. doi: 10.1016/s0008-6215(02)00040-x.

Abstract

1,6-Diamino-1,6-dideoxy-2,3,4,5-tetra-O-methyl-D-mannitol (and its L-iditol analogue) suitable for their utilization as monomers in the preparation of linear polyamides are described. Regio- and stereoregular polyamides of the AABB-type have been prepared by the active ester polycondensation method from these C(2) symmetric monomers and suberic and dodecanedioic acids. The resulting polyamides were obtained in fair yields (70-60%) and were characterized by elemental analyses and infrared and 1H and 13C NMR spectroscopies. Their M(w) and M(w)/M(n) were determined by GPC relative to polystyrene standards. All of them were gummy non-crystalline solids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Caprylates*
  • Dicarboxylic Acids / chemistry
  • Magnetic Resonance Spectroscopy
  • Mannitol / analogs & derivatives
  • Mannitol / chemical synthesis*
  • Molecular Conformation
  • Nylons / chemical synthesis*
  • Nylons / chemistry
  • Sugar Alcohols / chemical synthesis*
  • Sugar Alcohols / chemistry

Substances

  • Caprylates
  • Dicarboxylic Acids
  • Nylons
  • Sugar Alcohols
  • Mannitol
  • iditol
  • suberic acid
  • dodecanedioic acid