Efficient Production of Adipic Acid by a Two-Step Catalytic Reaction of Biomass-Derived 2,5-Furandicarboxylic Acid

Anh Vy Tran, Seok Kyu Park, Hye Jin Lee, Tae Yong Kim, Younhwa Kim, Young Woong Suh, Kwan Young Lee, Yong Jin Kim, Jayeon Baek

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

Efficient catalytic ring-opening coupled with hydrogenation is a promising but challenging reaction for producing adipic acid (AA) from 2,5-furan dicarboxylic acid (FDCA). In this study, AA synthesis is carried out in two steps from FDCA via tetrahydrofuran-2,5-dicarboxylic acid (THFDCA) over a recyclable Ru/Al2O3 and an ionic liquid, [MIM(CH2)4SO3H]I (MIM=methylimidazolium) to deliver 99 % overall yield of AA. Ru/Al2O3 is found to be an efficient catalyst for hydrogenation and hydrogenolysis of FDCA to deliver THFDCA and 2-hydroxyadipic acid (HAA), respectively, where ruthenium is more economically viable than well-known palladium or rhodium hydrogenation catalysts. H2 chemisorption shows that the alumina phase strongly affects the interaction between Ru nanoparticles (NPs) and supports, resulting in materials with high dispersion and small size of Ru NPs, which in turn are responsible for the high conversion of FDCA. An ionic liquid system, [MIM(CH2)4SO3H]I is applied to the hydrogenolysis of THFDCA for AA production. The [MIM(CH2)4SO3H]I exhibits superior activity, enables simple product isolation with high purity, and reduces the severe corrosion problems caused by the conventional hydroiodic acid catalytic system.

Original languageEnglish
Article numbere202200375
JournalChemSusChem
Volume15
Issue number10
DOIs
Publication statusPublished - 2022 May 20

Bibliographical note

Funding Information:
This work was supported by the National Research Foundation of Korea (NRF) under the Ministry of Science and ICT, Republic of Korea (NRF‐2020M1A2A2080853).

Publisher Copyright:
© 2022 The Authors. ChemSusChem published by Wiley-VCH GmbH.

Keywords

  • biomass valorization
  • carboxylic acids, heterogeneous catalysis
  • hydrodeoxygenation
  • ruthenium

ASJC Scopus subject areas

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

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