Oxidation reaction of high molecular weight dicarboxylic acids in sub- and supercritical water

Fangming Jin, Jianxun Cao, Atsushi Kishita, Heiji Enomoto, Takehiko Moriya

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

Sebacic and azelaic acids, which are representative of high molecular weight dicarboxylic acids, were oxidized in a batch reactor with H2O2 oxidant in water from 300 °C to 400 °C at sub- and supercritical conditions. Intermediate products were identified based on GC-MS, HPLC, and 1H NMR. The main oxidation products were dicarboxylic acids and the minor products were monocarboxylic acids. (ω - 1)-Keto acids, aldehyde-acids, and γ-lactones with carboxylic groups also were identified. On the basis of the products identified, the oxidation pathways of high molecular weight dicarboxylic acids were formulated. The oxidation of high molecular weight dicarboxylic acids proceed with the consecutive oxidation of higher to lower molecular weight dicarboxylic acids mainly through the oxidation at α-, β-, and γ-carbons to a -COOH group. The oxidation of dicarboxylic acids was also accompanied by oxidative decarboxylation, leading to the formation of monocarboxylic acids.

Original languageEnglish
Pages (from-to)331-340
Number of pages10
JournalJournal of Supercritical Fluids
Volume44
Issue number3
DOIs
Publication statusPublished - 2008 Apr 1

Keywords

  • Biomass
  • Carboxylic acids
  • Oxidation pathways
  • Oxidative decarboxylation
  • Radical reaction

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Condensed Matter Physics
  • Physical and Theoretical Chemistry

Fingerprint Dive into the research topics of 'Oxidation reaction of high molecular weight dicarboxylic acids in sub- and supercritical water'. Together they form a unique fingerprint.

Cite this