Bio Adipic Acid Production from Sodium Muconate and Muconic Acid: A Comparison of two Systems. Issue 13 (11th June 2019)

• Record Type: Journal Article
• Authors: Capelli, Sofia; Motta, Davide; Evangelisti, Claudio; Dimitratos, Nikolaos; Prati, Laura; Pirola, Carlo; Villa, Alberto
• Is Part Of: ChemCatChem. Volume 11:Issue 13(2019)
• Page Start: 3075
• Page End: 3084
• Publication Date: 2019-06-11
• Subjects: Adipic acid -- Muconic acid -- Sodium muconate -- Hydrogenation -- Pd/AC; Catalysis -- Periodicals; 541.39505
• DOI: 10.1002/cctc.201900343
• Languages: English
• ISSNs: 1867-3880

Abstract

Abstract: sodium muconate and trans, trans ‐muconic acid were heterogeneously hydrogenated to adipic acid, a strategic intermediate for the industry of polyamides and high performance polymers. Hydrogen pressure, metal to substrate ratio, substrate concentration and reaction temperature were varied to study the effect of these parameters on the reaction products. Commercial Pd/AC 5 % was used as catalyst and characterized by TEM, BET and XPS analyses. The results revealed that temperature is the parameter which mainly affect the reaction. Moreover, hydrogenation of trans, trans ‐muconic acid is faster than sodium muconate reduction. Full conversion and full yield toward adipic acid was obtained using trans, trans ‐muconic acid as substrate after 60 min at the following operating conditions: temperature=70 °C, metal/substrate=1/200 (molPd /molsub ), trans, trans ‐muconic acid concentration=1.42E‐02M and hydrogen pressure=1 bar. In all reactions (2E)hexenedioic acid was detected as main intermediate. Abstract : Palladium o′clock : Sodium muconate and muconic acid were hydrogenated to adipic acid using commercial Pd/AC 5 %. The study was performed varying the main operating parameters (i. e. hydrogen pressure, reaction temperature, substrate to catalyst ratio, and substrate concentration). The step‐by‐step parameters optimization lead to the possibility to perform the reaction at 1 bar of hydrogen and 70 °C, with a full conversion of the substrate to adipic acid in 1 hour.