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

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Indexed by:期刊论文

Date of Publication:2021-02-01

Journal:NATURE COMMUNICATIONS

Volume:10

Issue:1

Page Number:2107

ISSN No.:2041-1723

Key Words:4,4

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 degrees C vs. 173 degrees C) and shows a 140%, 70 and 93% increase in char yield (in N-2), storage modulus (30 degrees C) and Young's modulus, respectively when compared with a standard petroleum-based bisphenol A epoxy resin. Moreover, the cured GSPZ-EP shows good intrinsic flame retardancy properties and is very close to the V-0 rating of UL-94 test. This work opens the door for production of aromatic N-heterocyclic compounds, which can be derived from biomass and employed to construct high performance polymers.

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