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

Manuel Mancera, Isaac Roffé, Manuel Rivas, Carmen Silva, Juan A Galbis

Index: Carbohydr. Res. 337(7) , 607-11, (2002)

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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.