Synthesis of D-mannitol and L-iditol derivatives as monomers for the preparation of new regioregular AABB-type polyamides.
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.
Mancera
Manuel
M
Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad de Sevilla, E-41071 Seville, Spain.
Roffé
Isaac
I
Rivas
Manuel
M
Silva
Carmen
C
Galbis
Juan A
JA
D002210:Caprylates; D003998:Dicarboxylic Acids / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008353:Mannitol / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D008968:Molecular Conformation; D009757:Nylons / Q000138:chemical synthesis* / Q000737:chemistry; D013402:Sugar Alcohols / Q000138:chemical synthesis* / Q000737:chemistry
D002210:Caprylates; D003998:Dicarboxylic Acids; D009757:Nylons; D013402:Sugar Alcohols; D008353:Mannitol; C082913:iditol; C005738:suberic acid; C036836:dodecanedioic acid