A sustainable synthetic route for biobased 6-hydroxyhexanoic acid, adipic acid and ε-caprolactone by integrating bio- and chemical catalysis
- 24 June 2020
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Green Chemistry
- Vol. 22 (14) , 4450-4455
Abstract
A green route for the production of 6-carbon polymer building blocks 6-hydroxyhexanoic acid, adipic acid and ε-caprolactone from 1,6-hexanediol, a hydrogenation product of biobased 5-hydroxymethylfurfural is reported. Gluconobacter oxydans oxidized 1,6-hexanediol completely to adipic acid, and selectively at pH 6–7 to 6-hydroxyhexanoic acid, which was converted to ε-caprolactone by catalytic cyclization.Keywords
Funding Information
- Stiftelsen för Miljöstrategisk Forskning (2016/1489)
- Vetenskapsrådet (2013-6017)
This publication has 35 references indexed in Scilit:
- Biodegradable and Bio‐Based Polymers: Future Prospects of Eco‐Friendly PlasticsAngewandte Chemie International Edition, 2015
- Perspectives on the kinetics of diol oxidation over supported platinum catalysts in aqueous solutionJournal of Catalysis, 2013
- Direct Synthesis of 1,6‐Hexanediol from HMF over a Heterogeneous Pd/ZrP Catalyst using Formic Acid as Hydrogen SourceChemSusChem, 2013
- Access to Lactone Building Blocks via Horse Liver Alcohol Dehydrogenase-Catalyzed Oxidative LactonizationACS Catalysis, 2013
- Caprolactam from Renewable Resources: Catalytic Conversion of 5‐Hydroxymethylfurfural into CaprolactoneAngewandte Chemie International Edition, 2011
- Synthesis of polycaprolactone: a reviewChemical Society Reviews, 2009
- Organic Synthesis by Catalysis with Ion-Exchange ResinsIndustrial & Engineering Chemistry Research, 2005
- A green method of adipic acid synthesis: organic solvent- and halide-free oxidation of cycloalkanones with 30% hydrogen peroxideGreen Chemistry, 2003
- Lactonization of ω-Hydroxy Esters over Hydrous Zirconium(IV) OxideChemistry Letters, 1992
- Reactions of organic peroxides. Part XV. Conversion of cyclohexanone into hexan-6-olideJournal of the Chemical Society C: Organic, 1969