Synthesis of L-arabinitol and xylitol monomers for the preparation of polyamides. Preparation of an L-arabinitol-based polyamide.

Dihydrochlorides of 1,5-diamino-1,5-dideoxy-2,3,4-tri-O-methyl-L-arabinitol (and xylitol) and pentachlorophenyl esters of 2,3,4-tri-O-methyl-L-arabinaric (and xylaric) acids have been prepared as suitable bifunctional monomers for linear polycondensations. A new aregic AABB-type L-arabinitol-based polyamide is also described from the corresponding monomers. It was crystalline with T(m) 250 degrees C, optically active, and soluble in the usual organic solvents, including chloroform, and in water. Its M(w) obtained by GPC was 27,500 with a polydispersity of 1.4.