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  p-Xylene from 2,5-dimethylfuran and acrylic acid using zeolite in continuous flow system

Mendoza Mesa, J. A., Brandi, F., Shekova, I., Antonietti, M., & Al-Naji, M. (2020). p-Xylene from 2,5-dimethylfuran and acrylic acid using zeolite in continuous flow system. Green Chemistry, 22(21), 7389-7405. doi:10.1039/D0GC01517B.

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Mendoza Mesa, Jose Alirio1, Author
Brandi, Francesco1, Author              
Shekova, Irina2, Author              
Antonietti, Markus3, Author              
Al-Naji, Majd1, Author              
Affiliations:
1Majd Al-Naji, Kolloidchemie, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_3050472              
2Kolloidchemie, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_1863288              
3Markus Antonietti, Kolloidchemie, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_1863321              

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 Abstract: The continuous flow synthesis of p-Xylene (pXL) via Diels-Alder cycloaddition of lignocellulosic biomass-derivable 2,5-dimethylfuran (DMF) and acrylic acid (AA) was performed over different type of zeolites, i.e. Beta, ZSM-5 and Y. Among the tested zeolites, Beta zeolite showed an optimum catalytic performance in pXL synthesis from DMF and AA. In this context, Beta zeolite with a Si/Al molar ratio of 150 which is abbreviated Beta(150), resulted in a complete DMF conversion with a pXL yield of 83, and 2,5-dimethylbenzoic acid (DMBA) with yield of 17 as the second product, at 473 K and 10.1 min residence time (τ) and excess of AA (0.7 M). This high catalytic activity is attributed to the high specific surface area of 1180 m2 g-1 with a three-dimensional porous architecture with pore diameter of (6.6 × 6.7 Å) and an acid sites density above 40 µmol g-1. The utilized Beta(150) showed a very stable performance up to 10 h time on stream with minor deactivation after 8 h of TOS, while pXL yield stayed above 70. The original catalytic performance of Beta(150) in DMF upgrading to pXL was restored by applying a regeneration step for the spent catalyst, which is simple in continuous flow reactors. Finally, this sustainable continuous flow process enables an efficient and selective pXL production from DMF and AA as a dienophile at lower reaction temperature (473 K) and shorter residence time (τ = 10.1 min) with respect to batch fashion.

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Language(s): eng - English
 Dates: 2020-09-042020
 Publication Status: Published in print
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 Identifiers: DOI: 10.1039/D0GC01517B
BibTex Citekey: D0GC01517B
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Title: Green Chemistry
  Other : Green Chem.
Source Genre: Journal
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Publ. Info: Cambridge, UK : Royal Society of Chemistry
Pages: - Volume / Issue: 22 (21) Sequence Number: - Start / End Page: 7389 - 7405 Identifier: ISSN: 1463-9262