Synthesis of Bis(hydroxylmethylfurfuryl)amine Monomers from 5-Hydroxymethylfurfural

Zhanwei Xu, Peifang Yan, Kairui Liu, Lu Wan, Wenjuan Xu, Huixiang Li, Xiumei Liu, Z. Conrad Zhang

Research output: Contribution to journalArticlepeer-review

39 Scopus citations

Abstract

We report the synthesis of bis(hydroxylmethylfurfuryl)amine (BHMFA) from 5-hydroxymethylfurfural (5-HMF) by reacting 5-HMF with primary amines in the presence of homogeneous Ru(II) catalysts having sterically strained ligands. BHMFA is a group of furan-based monomers that offer great potential to form functional biopolymers with tunable properties. A range of primary amines, such as aliphatic and benzyl amines, are readily converted with 5-HMF to form the corresponding BHMFA in good yields. The reaction proceeds through reductive amination of 5-HMF with primary amine to form secondary amine, followed by reductive amination of 5-HMF with in situ generated secondary amine to produce BHMFA.
Original languageEnglish (US)
Pages (from-to)1255-1258
Number of pages4
JournalCHEMSUSCHEM
Volume9
Issue number11
DOIs
StatePublished - Jun 8 2016
Externally publishedYes

ASJC Scopus subject areas

  • General Energy
  • Environmental Chemistry
  • General Materials Science
  • General Chemical Engineering

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