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

Mahmoud, Eyas

doi:10.1098/rsos.172471

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 »« less

Authors:

^[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:: Wed May 23 00:00:00 EDT 2018

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); National Science Foundation (NSF)

OSTI Identifier:: 1499907

Grant/Contract Number:: SC0001004; 1247394

Resource Type:: 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.

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                    Mahmoud, Eyas. Synergistic effect of acidity and extraframework position in faujasite on renewable $p$-xylene production.  United States.  https://doi.org/10.1098/rsos.172471

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                    Mahmoud, Eyas. Wed .  
"Synergistic effect of acidity and extraframework position in faujasite on renewable $p$-xylene production".  United States.  https://doi.org/10.1098/rsos.172471.  https://www.osti.gov/servlets/purl/1499907.

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@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},

  number       = 5,

  volume       = 5,

  place        = {United States},

  year         = {Wed May 23 00:00:00 EDT 2018},

  month        = {Wed May 23 00:00:00 EDT 2018}

}

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

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Microporous and Mesoporous Materials, Vol. 66, Issue 1
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Works referencing / citing this record:

Mechanistic Insight into the [4 + 2] Diels–Alder Cycloaddition over First Row d-Block Cation-Exchanged Faujasites
journal, November 2018

Rohling, Roderigh Y.; Tranca, Ionut C.; Hensen, Emiel J. M.
ACS Catalysis, Vol. 9, Issue 1
DOI: 10.1021/acscatal.8b03482

Figures / Tables found in this record:

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

Abstract

Citation Formats

Figures / Tables:

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

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

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

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

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

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

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

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

Silver Ion-Exchanged Zeolites Y, X, and Low-Silica X: Observations of Thermally Induced Cation/Cluster Migration and the Resulting Effects on the Equilibrium Adsorption of Nitrogen journal, October 2000

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

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

Characterization of basicity in alkaline cation faujasite zeolites?An XPS study using pyrrole as a probe molecule journal, October 1992

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

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

An Active Alkali-Exchanged Faujasite Catalyst for p -Xylene Production via the One-Pot Diels–Alder Cycloaddition/Dehydration Reaction of 2,5-Dimethylfuran with Ethylene journal, December 2017

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

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

Production of renewable p -xylene from 2,5-dimethylfuran via Diels–Alder cycloaddition and dehydrative aromatization reactions over silica−alumina aerogel catalysts journal, October 2015

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

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

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

Zeolites and Catalysis book, April 2010

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

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

Framework induced basicity in zeolites journal, November 2003

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

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

Mechanistic Insight into the [4 + 2] Diels–Alder Cycloaddition over First Row d-Block Cation-Exchanged Faujasites journal, November 2018

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

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

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

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

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

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

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

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

Silver Ion-Exchanged Zeolites Y, X, and Low-Silica X: Observations of Thermally Induced Cation/Cluster Migration and the Resulting Effects on the Equilibrium Adsorption of Nitrogen
journal, October 2000

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

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

Characterization of basicity in alkaline cation faujasite zeolites?An XPS study using pyrrole as a probe molecule
journal, October 1992

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

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

An Active Alkali-Exchanged Faujasite Catalyst for p -Xylene Production via the One-Pot Diels–Alder Cycloaddition/Dehydration Reaction of 2,5-Dimethylfuran with Ethylene
journal, December 2017

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

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

Production of renewable p -xylene from 2,5-dimethylfuran via Diels–Alder cycloaddition and dehydrative aromatization reactions over silica−alumina aerogel catalysts
journal, October 2015

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

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

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

Zeolites and Catalysis
book, April 2010

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

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

Framework induced basicity in zeolites
journal, November 2003

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

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

Mechanistic Insight into the [4 + 2] Diels–Alder Cycloaddition over First Row d-Block Cation-Exchanged Faujasites
journal, November 2018