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Title: Production of p -Methylstyrene and p -Divinylbenzene from Furanic Compounds

Authors:
ORCiD logo [1];  [1];  [2]; ORCiD logo [1]
  1. Catalysis Center for Energy Innovation, U.S. Department of Energy-Energy Frontier Research Center, University of Delaware, 150 Academy St. Newark DE 19716 USA; Department of Chemical and Biomolecular Engineering, University of Delaware, 150 Academy St. Newark DE 19716 USA
  2. Catalysis Center for Energy Innovation, U.S. Department of Energy-Energy Frontier Research Center, University of Delaware, 150 Academy St. Newark DE 19716 USA; Department of Chemical Engineering and Materials Science, University of Minnesota, 421 Washington Ave. SE Minneapolis MN 55455 USA
Publication Date:
Research Org.:
Energy Frontier Research Centers (EFRC) (United States). Catalysis Center for Energy Innovation (CCEI)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)
OSTI Identifier:
1388497
DOE Contract Number:  
SC0001004
Resource Type:
Journal Article
Journal Name:
ChemSusChem
Additional Journal Information:
Journal Volume: 10; Journal Issue: 1; Related Information: CCEI partners with the University of Delaware (lead); Brookhaven National Laboratory; California Institute of Technology; Columbia University; University of Delaware; Lehigh University; University of Massachusetts, Amherst; Massachusetts Institute of Technology; University of Minnesota; Pacific Northwest National Laboratory; University of Pennsylvania; Princeton University; Rutgers University; Journal ID: ISSN 1864-5631
Publisher:
ChemPubSoc Europe
Country of Publication:
United States
Language:
English
Subject:
catalysis (homogeneous), catalysis (heterogeneous), biofuels (including algae and biomass), bio-inspired, hydrogen and fuel cells, materials and chemistry by design, synthesis (novel materials), synthesis (self-assembly), synthesis (scalable processing)

Citation Formats

Koehle, Maura, Saraçi, Erisa, Dauenhauer, Paul, and Lobo, Raul F. Production of p -Methylstyrene and p -Divinylbenzene from Furanic Compounds. United States: N. p., 2016. Web. doi:10.1002/cssc.201601554.
Koehle, Maura, Saraçi, Erisa, Dauenhauer, Paul, & Lobo, Raul F. Production of p -Methylstyrene and p -Divinylbenzene from Furanic Compounds. United States. doi:10.1002/cssc.201601554.
Koehle, Maura, Saraçi, Erisa, Dauenhauer, Paul, and Lobo, Raul F. Tue . "Production of p -Methylstyrene and p -Divinylbenzene from Furanic Compounds". United States. doi:10.1002/cssc.201601554.
@article{osti_1388497,
title = {Production of p -Methylstyrene and p -Divinylbenzene from Furanic Compounds},
author = {Koehle, Maura and Saraçi, Erisa and Dauenhauer, Paul and Lobo, Raul F.},
abstractNote = {},
doi = {10.1002/cssc.201601554},
journal = {ChemSusChem},
issn = {1864-5631},
number = 1,
volume = 10,
place = {United States},
year = {2016},
month = {12}
}

Works referenced in this record:

Shale Gas Revolution: An Opportunity for the Production of Biobased Chemicals?
journal, October 2013

  • Bruijnincx, Pieter C. A.; Weckhuysen, Bert M.
  • Angewandte Chemie International Edition, Vol. 52, Issue 46
  • DOI: 10.1002/anie.201305058

Lewis acidic zeolite Beta catalyst for the Meerwein–Ponndorf–Verley reduction of furfural
journal, January 2016

  • Koehle, Maura; Lobo, Raul F.
  • Catalysis Science & Technology, Vol. 6, Issue 9
  • DOI: 10.1039/C5CY01501D

On the mechanism of aromatic acylation over zeolites
journal, August 2007

  • Bonati, Matteo L. M.; Joyner, Richard W.; Stockenhuber, Michael
  • Microporous and Mesoporous Materials, Vol. 104, Issue 1-3
  • DOI: 10.1016/j.micromeso.2007.02.023

960. The interaction of alkylbenzenes with excess of Friedel–Crafts acetylating agent
journal, January 1956


Zeolite Catalysts as Solid Solvents in Fine Chemicals Synthesis
journal, September 2000

  • Derouane, E. G.; Crehan, G.; Dillon, C. J.
  • Journal of Catalysis, Vol. 194, Issue 2
  • DOI: 10.1006/jcat.2000.2933

Friedel-Crafts acylation of toluene and p-xylene with carboxylic acids catalyzed by zeolites
journal, May 1986

  • Chiche, Bich; Finiels, Annie; Gauthier, Catherine
  • The Journal of Organic Chemistry, Vol. 51, Issue 11
  • DOI: 10.1021/jo00361a039

Deactivation mechanistic studies of copper chromite catalyst for selective hydrogenation of 2-furfuraldehyde
journal, March 2013


Acylation of veratrole by acetic anhydride over Hβ and HY zeolites
journal, August 2002


On the role of zeolite structure and acidity in toluene acylation with isobutyric acid derivatives
journal, September 2004


Mild liquid-phase Friedel-Crafts acylation of heteroaromatic compounds over zeolite Beta
journal, June 2009

  • Álvaro, Vasco F. D.; Brigas, Amadeu F.; Derouane, Eric G.
  • Journal of Molecular Catalysis A: Chemical, Vol. 305, Issue 1-2
  • DOI: 10.1016/j.molcata.2009.02.003

Acetylation of anisole by acetic anhydride over a HBEA zeolite—Origin of deactivation of the catalyst
journal, July 1998


Acetylation of aromatic compounds over H-BEA zeolite: the influence of the substituents on the reactivity and on the catalyst stability
journal, March 2005


Characterization of acylating intermediates formed on H-ZSM-5
journal, February 2004

  • Kresnawahjuesa, O.; Gorte, R. J.; White, David
  • Journal of Molecular Catalysis A: Chemical, Vol. 208, Issue 1-2
  • DOI: 10.1016/S1381-1169(03)00511-9

Acylation of furan by variously functionalized carboxylic acids in the presence of phosphonic ionexchange resins used as catalysts
journal, February 1985


Diels–Alder and Dehydration Reactions of Biomass-Derived Furan and Acrylic Acid for the Synthesis of Benzoic Acid
journal, October 2015


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

Synthesis of terephthalic acid via Diels-Alder reactions with ethylene and oxidized variants of 5-hydroxymethylfurfural
journal, May 2014

  • Pacheco, J. J.; Davis, M. E.
  • Proceedings of the National Academy of Sciences, Vol. 111, Issue 23
  • DOI: 10.1073/pnas.1408345111

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

Die Schiefergasrevolution: eine Chance zur Herstellung von Chemikalien auf Biobasis?
journal, October 2013

  • Bruijnincx, Pieter C. A.; Weckhuysen, Bert M.
  • Angewandte Chemie, Vol. 125, Issue 46
  • DOI: 10.1002/ange.201305058

Halogen-free acylation of toluene over FeSBA-1 molecular sieves
journal, March 2007


Green and sustainable manufacture of chemicals from biomass: state of the art
journal, January 2014


Reactions of aromatic and heteroaromatic compounds bearing electron-acceptor substituents: X. Alkylation and acylation of furfural
journal, May 1972

  • Belen'kii, L. I.; Gromova, G. P.; Gol'dfarb, Ya. L.
  • Chemistry of Heterocyclic Compounds, Vol. 8, Issue 5
  • DOI: 10.1007/BF00488139

Friedel-Crafts Acylation of Aromatic Hydrocarbons Using Zeolites
journal, March 1997


Acylation of Toluene with Acetic Anhydride over Beta Zeolites: Influence of Reaction Conditions and Physicochemical Properties of the Catalyst
journal, October 2000

  • Botella, P.; Corma, A.; López-Nieto, J. M.
  • Journal of Catalysis, Vol. 195, Issue 1
  • DOI: 10.1006/jcat.2000.2971

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

Fast Pyrolysis of Forestry Residue. 2. Physicochemical Composition of Product Liquid
journal, March 2003

  • Oasmaa, A.; Kuoppala, E.; Solantausta, Y.
  • Energy & Fuels, Vol. 17, Issue 2
  • DOI: 10.1021/ef020206g

Acylation of aromatic compounds on H-Beta zeolites
journal, February 1999


Methods to delay deactivation of zeolites on furan acylation: continuous liquid-phase technology and solvent effects
journal, January 2015

  • Xiong, Yuannan; Chen, Wenqi; Ma, Jianjun
  • RSC Advances, Vol. 5, Issue 125
  • DOI: 10.1039/C5RA16139H