Cellulose can be hydrolysed to glucose which can be oxidized to glucaric acid. Elimination of water and cyclization yields 2,5-furan dicarboxylic acid (2,5-FDA). We have mostly used interfacial polycondensation of the acid chlorides of the various isomers of FDA (2,5; 2,4; 2,4; 3,4) as a route to polyesters and polyamides. Polymers with intrinsic viscosities in the range of 0.1 � 0.7 dl/g could be prepared. Nonactin, a macrocyclic tetraester acts by binding potassium ions and disrupting synaptic signal transmission.A casual examination of this molecule led us to try to generate a helical polymeric analog? We tested the general idea by making reduced derivatives of 2,5-FDA We also made polymers derived from the lactone and the analogous lactam from tetrahydro-2-hydroxymethyl-5 furoic acid and they exhibit varying degrees of ion binding ability.
The major hydrolytic degradation product of cellulose is levulinic acid which can be condensed with phenol to yield a bis-phenol called diphenolic acid which can be protected as a t-butyl ester The ester allowed us to prepare a variety of homo- and copolycarbonates in which, after selective removal of the t-butyl group, the carboxyl group can be used as a site for further modification.