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Title: Synergistic effect of acidity and extraframework position in faujasite on renewable $p$-xylene production

Abstract

p-Xylene is a commodity chemical used for the manufacture of plastic bottles and textiles. For the biomass-based route from 2,5-dimethylfuran (DMF) and ethylene, the properties of the catalyst such as acidity effect, product selectivity and catalyst activity play an important role. To determine the effect of acidity and extraframework position in faujasite zeolite on p-xylene selectivity, type Y (Si/Al = 40 and Si/Al = 2.55) and X (Si/Al = 1.25) zeolites containing the extraframework Lewis acids Na+, K+, Li+, Ag+ and Cu+, and a Brønsted acid-containing zeolite, HY (Si/Al = 40), were prepared and tested for p-xylene production under solvent-free conditions and at low conversions (less than 35%). Here it is reported that NaX zeolite catalyses DMF and ethylene conversion to p-xylene with 91% selectivity at 30% conversion, which is better than the 25% p-xylene selectivity obtained when using HY at similar conversion. ANOVA was used to show that there is a synergistic effect between acidity and extraframework position on the rate of p-xylene production. At 7% DMF conversion, Lewis acids were more selective than the Brønsted acid tested (50 versus 30% p-xylene selectivity). p-Xylene selectivity is optimal when using Lewis acids with moderate acidity and extraframework positions located inmore » the faujasite supercage (sites II and III).« less

Authors:
ORCiD logo [1]
  1. United Arab Emirates Univ., Al Ain (United Arab Emirates). Dept. of Chemical and Petroleum Engineering; Univ. of Delaware, Newark, DE (United States). Dept. of Chemical and Biomolecular Engineering
Publication Date:
Research Org.:
Energy Frontier Research Centers (EFRC) (United States). Catalysis Center for Energy Innovation (CCEI); Univ. of Delaware, Newark, DE (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22); National Science Foundation (NSF)
OSTI Identifier:
1499907
Grant/Contract Number:  
SC0001004; 1247394
Resource Type:
Journal Article: Accepted Manuscript
Journal Name:
Royal Society Open Science
Additional Journal Information:
Journal Volume: 5; Journal Issue: 5; Journal ID: ISSN 2054-5703
Publisher:
The Royal Society Publishing
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Mahmoud, Eyas. Synergistic effect of acidity and extraframework position in faujasite on renewable $p$-xylene production. United States: N. p., 2018. Web. doi:10.1098/rsos.172471.
Mahmoud, Eyas. Synergistic effect of acidity and extraframework position in faujasite on renewable $p$-xylene production. United States. doi:10.1098/rsos.172471.
Mahmoud, Eyas. Wed . "Synergistic effect of acidity and extraframework position in faujasite on renewable $p$-xylene production". United States. doi:10.1098/rsos.172471. https://www.osti.gov/servlets/purl/1499907.
@article{osti_1499907,
title = {Synergistic effect of acidity and extraframework position in faujasite on renewable $p$-xylene production},
author = {Mahmoud, Eyas},
abstractNote = {p-Xylene is a commodity chemical used for the manufacture of plastic bottles and textiles. For the biomass-based route from 2,5-dimethylfuran (DMF) and ethylene, the properties of the catalyst such as acidity effect, product selectivity and catalyst activity play an important role. To determine the effect of acidity and extraframework position in faujasite zeolite on p-xylene selectivity, type Y (Si/Al = 40 and Si/Al = 2.55) and X (Si/Al = 1.25) zeolites containing the extraframework Lewis acids Na+, K+, Li+, Ag+ and Cu+, and a Brønsted acid-containing zeolite, HY (Si/Al = 40), were prepared and tested for p-xylene production under solvent-free conditions and at low conversions (less than 35%). Here it is reported that NaX zeolite catalyses DMF and ethylene conversion to p-xylene with 91% selectivity at 30% conversion, which is better than the 25% p-xylene selectivity obtained when using HY at similar conversion. ANOVA was used to show that there is a synergistic effect between acidity and extraframework position on the rate of p-xylene production. At 7% DMF conversion, Lewis acids were more selective than the Brønsted acid tested (50 versus 30% p-xylene selectivity). p-Xylene selectivity is optimal when using Lewis acids with moderate acidity and extraframework positions located in the faujasite supercage (sites II and III).},
doi = {10.1098/rsos.172471},
journal = {Royal Society Open Science},
issn = {2054-5703},
number = 5,
volume = 5,
place = {United States},
year = {2018},
month = {5}
}

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Figures / Tables:

Figure 1 Figure 1: Synthesis of p-xylene from DMF and ethylene.

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Works referenced in this record:

Life Cycle Assessment of Biobased p -Xylene Production
journal, February 2015

  • Lin, Zhaojia; Nikolakis, Vladimiros; Ierapetritou, Marianthi
  • Industrial & Engineering Chemistry Research, Vol. 54, Issue 8
  • DOI: 10.1021/ie5037287

Aromatics from Lignocellulosic Biomass: Economic Analysis of the Production of p-Xylene from 5-Hydroxymethylfurfural
journal, February 2013

  • Lin, Zhaojia; Ierapetritou, Marianthi; Nikolakis, Vladimiros
  • AIChE Journal, Vol. 59, Issue 6
  • DOI: 10.1002/aic.13969

Framework induced basicity in zeolites
journal, November 2003


Selective p-xylene production from biomass-derived dimethylfuran and ethylene over zeolite beta nanosponge catalysts
journal, May 2016


Location of univalent cations in synthetic zeolites of the Y and X type with varying silicon to aluminum ratio. I. Hydrated potassium exchanged forms
journal, October 1971

  • Mortier, W. J.; Bosmans, H. J.
  • The Journal of Physical Chemistry, Vol. 75, Issue 21
  • DOI: 10.1021/j100690a022

A DFT study of the acid-catalyzed conversion of 2,5-dimethylfuran and ethylene to p-xylene
journal, January 2013


Multi-site Cooperativity in Alkali-Metal-Exchanged Faujasites for the Production of Biomass-Derived Aromatics
journal, December 2017

  • Rohling, Roderigh Y.; Hensen, Emiel J. M.; Pidko, Evgeny A.
  • ChemPhysChem, Vol. 19, Issue 4
  • DOI: 10.1002/cphc.201701058

p- Xylene Formation by Dehydrative Aromatization of a Diels–Alder Product in Lewis and Brønsted Acidic Zeolites
journal, October 2014

  • Nikbin, Nima; Feng, Shuting; Caratzoulas, Stavros
  • The Journal of Physical Chemistry C, Vol. 118, Issue 42
  • DOI: 10.1021/jp506027f

Solvent-tuned hydrophobicity for faujasite-catalyzed cycloaddition of biomass-derived dimethylfuran for renewable p-xylene
journal, January 2014

  • Xiong, Ruichang; Sandler, Stanley I.; Vlachos, Dionisios G.
  • Green Chemistry, Vol. 16, Issue 9
  • DOI: 10.1039/C4GC00727A

Heteropolyacid catalysts for Diels-Alder cycloaddition of 2,5-dimethylfuran and ethylene to renewable p -xylene
journal, September 2017


Characterization of H,Na-Y Using Amine Desorption
journal, November 1993

  • Biaglow, A. I.; Parrillo, D. J.; Gorte, R. J.
  • Journal of Catalysis, Vol. 144, Issue 1
  • DOI: 10.1006/jcat.1993.1323

Lewis acid zeolites for tandem Diels–Alder cycloaddition and dehydration of biomass-derived dimethylfuran and ethylene to renewable p-xylene
journal, January 2016

  • Chang, Chun-Chih; Je Cho, Hong; Yu, Jingye
  • Green Chemistry, Vol. 18, Issue 5
  • DOI: 10.1039/C5GC02164B

Cycloaddition of Biomass-Derived Furans for Catalytic Production of Renewable p -Xylene
journal, April 2012

  • Williams, C. Luke; Chang, Chun-Chih; Do, Phuong
  • ACS Catalysis, Vol. 2, Issue 6
  • DOI: 10.1021/cs300011a

Elucidation of Diels–Alder Reaction Network of 2,5-Dimethylfuran and Ethylene on HY Zeolite Catalyst
journal, December 2012

  • Do, Phuong T. M.; McAtee, Jesse R.; Watson, Donald A.
  • ACS Catalysis, Vol. 3, Issue 1
  • DOI: 10.1021/cs300673b

Characterization of Li Cations in Zeolite LiX by Solid-State NMR Spectroscopy and Neutron Diffraction
journal, August 1998

  • Feuerstein, M.; Lobo, R. F.
  • Chemistry of Materials, Vol. 10, Issue 8
  • DOI: 10.1021/cm980112d

Zeolites and catalysis
journal, June 2000


Kinetic regimes in the tandem reactions of H-BEA catalyzed formation of p-xylene from dimethylfuran
journal, January 2016

  • Williams, C. Luke; Vinter, Katherine P.; Chang, Chun-Chih
  • Catalysis Science & Technology, Vol. 6, Issue 1
  • DOI: 10.1039/C5CY01320H

Extraframework cation distributions in X and Y faujasite zeolites: A review
journal, September 2008


Alternative Approaches for p -Xylene Production from Starch: Techno-Economic Analysis
journal, June 2014

  • Lin, Zhaojia; Nikolakis, Vladimiros; Ierapetritou, Marianthi
  • Industrial & Engineering Chemistry Research, Vol. 53, Issue 26
  • DOI: 10.1021/ie402469j

Kinetic Regime Change in the Tandem Dehydrative Aromatization of Furan Diels–Alder Products
journal, March 2015

  • Patet, Ryan E.; Nikbin, Nima; Williams, C. Luke
  • ACS Catalysis, Vol. 5, Issue 4
  • DOI: 10.1021/cs5020783

Selective Production of Aromatics from Alkylfurans over Solid Acid Catalysts
journal, January 2013

  • Wang, Dong; Osmundsen, Christian M.; Taarning, Esben
  • ChemCatChem, Vol. 5, Issue 7, p. 2044-2050
  • DOI: 10.1002/cctc.201200757

Ultra-selective cycloaddition of dimethylfuran for renewable p-xylene with H-BEA
journal, January 2014

  • Chang, Chun-Chih; Green, Sara K.; Williams, C. Luke
  • Green Chem., Vol. 16, Issue 2
  • DOI: 10.1039/C3GC40740C

The Local Environment of Cu + in Cu−Y Zeolite and Its Relationship to the Synthesis of Dimethyl Carbonate
journal, June 2006

  • Drake, Ian J.; Zhang, Yihua; Briggs, Daniel
  • The Journal of Physical Chemistry B, Vol. 110, Issue 24
  • DOI: 10.1021/jp058245r

    Figures/Tables have been extracted from DOE-funded journal article accepted manuscripts.