In this work trans,trans-muconic acid was hydrogenated to adipic acid, a strategic intermediate for theindustry of polyamides and high performance polymers. This study: (1) develops a new and robust ana-lytical method for the evaluation of muconic acid conversion and adipic acid selectivity, (2) defines astandard procedure for the confirmation of the kinetic regime using experimental data and some prac-tical criteria to exclude mass transfer limitations, (3) tests Pt/C 5% commercial catalyst for the studyof muconic acid hydrogenation at different operating conditions, (4) hypothesizes a reaction pathwayin aqueous media, and (5) demonstrates the possibility to recycle the catalyst without loss in activityand selectivity. The developed analytical method evaluates muconic acid conversion by UV–vis analyses,while the selectivity towards adipic acid and mono-unsatured intermediates was determined by GC/TCDanalysis after derivatization of the reaction mixture. Under optimized conditions the hydrogenation reac-tion (70◦C, 4 bar of hydrogen and 10 substrate/catalyst ratio (wt/wt)) reached full conversion with fullselectivity toward adipic acid in 2 h. Finally, recycling tests revealed the possibility to reuse catalyst upto 10 times without loss in conversion and selectivity opening the way to a scaling up of the process.

Bio-adipic acid production by catalysed hydrogenation of muconic acid in mild operating conditions / S. Capelli, A. Rosengart, A. Villa, A. Citterio, A. Di Michele, C.L.M. Bianchi, L. Prati, C. Pirola. - In: APPLIED CATALYSIS. B, ENVIRONMENTAL. - ISSN 0926-3373. - 218(2017 Dec), pp. 220-229. [10.1016/j.apcatb.2017.06.060]

Bio-adipic acid production by catalysed hydrogenation of muconic acid in mild operating conditions

S. Capelli;A. Villa;C.L.M. Bianchi;L. Prati;C. Pirola
2017

Abstract

In this work trans,trans-muconic acid was hydrogenated to adipic acid, a strategic intermediate for theindustry of polyamides and high performance polymers. This study: (1) develops a new and robust ana-lytical method for the evaluation of muconic acid conversion and adipic acid selectivity, (2) defines astandard procedure for the confirmation of the kinetic regime using experimental data and some prac-tical criteria to exclude mass transfer limitations, (3) tests Pt/C 5% commercial catalyst for the studyof muconic acid hydrogenation at different operating conditions, (4) hypothesizes a reaction pathwayin aqueous media, and (5) demonstrates the possibility to recycle the catalyst without loss in activityand selectivity. The developed analytical method evaluates muconic acid conversion by UV–vis analyses,while the selectivity towards adipic acid and mono-unsatured intermediates was determined by GC/TCDanalysis after derivatization of the reaction mixture. Under optimized conditions the hydrogenation reac-tion (70◦C, 4 bar of hydrogen and 10 substrate/catalyst ratio (wt/wt)) reached full conversion with fullselectivity toward adipic acid in 2 h. Finally, recycling tests revealed the possibility to reuse catalyst upto 10 times without loss in conversion and selectivity opening the way to a scaling up of the process.
muconic acid; hydrogenation; bio-adipic acid; heterogeneous catalysis; platinum
Settore ING-IND/25 - Impianti Chimici
Settore CHIM/04 - Chimica Industriale
Settore CHIM/03 - Chimica Generale e Inorganica
dic-2017
Article (author)
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/513475
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