Synthesis of an aromatic N-heterocycle derived from biomass and its use as a polymer feedstock.

ABSTRACT: Aromatic N-heterocyclic compounds are very important chemicals, which are currently produced mostly from petroleum. Here we report that a pyridazine-based compound 6-(4-hydroxy-3-methoxyphenyl)pyridazin-3(2H)-one (GSPZ) can be efficiently synthesized by the Friedel-Crafts reaction of guaiacol and succinic anhydride, both of which can be derived from biomass. GSPZ is then treated with bio-based epichlorohydrin to prepare the epoxy resin precursor GSPZ-EP. With 4,4'-diaminodiphenylmethane as curing agent, GSPZ-EP possesses higher glass transition temperature (187 ^oC vs. 173 ^oC) and shows a 140%, 70 and 93% increase in char yield (in N₂), storage modulus (30 ^oC) and Young's modulus, respectively when compared with a standard petroleum-based bispheno

SUBMITTER: Qi Y 

PROVIDER: S-EPMC6506500 | biostudies-literature | 2019 May

REPOSITORIES: biostudies-literature