Journal of Polymer Science Part A: Polymer Chemistry, Vol.38, No.21, 3892-3899, 2000
Synthesis of some poly(4-alkyl-4-azaheptamethylene-D-glucaramides)
Six 4-alkyl-4-azaheptane-1,7-diamines, characterized as their solid bis(D-gluconamides), were prepared in a two-step synthesis: bis(cyanoethylation) of the primary alkylamines (C-8-C-18, even-numbered) followed by an efficient lithium aluminum hydride reduction of the resulting bisnitriles. The azadiamines were then used as monomers in condensation polymerizations with methyl D-glucarate 1,4-lactone in a methanol solution, yielding polyhydroxypolyaminopolyamides isolated directly as white solids with varying hydrophobic/hydrophilic character.