skip to main content
DOE PAGES title logo U.S. Department of Energy
Office of Scientific and Technical Information

This content will become publicly available on June 3, 2021

Title: Phosphonate‐Modified UiO‐66 Brønsted Acid Catalyst and Its Use in Dehydra‐Decyclization of 2‐Methyltetrahydrofuran to Pentadienes

Authors:
ORCiD logo [1];  [1];  [2];  [2];  [3];  [3];  [1];  [3];  [2];  [2];  [1]; ORCiD logo [4]
  1. Department of Chemical Engineering and Materials Science University of Minnesota 421 Washington Ave SE Minneapolis MN 55455 USA
  2. Department of Chemical Engineering University of California 10 Mesa Road Santa Barbara CA 93106 USA
  3. Department of Chemical &, Biomolecular Engineering University of Delaware 221 Academy Street Newark DE 19716 USA
  4. Department of Chemical Engineering and Materials Science University of Minnesota 421 Washington Ave SE Minneapolis MN 55455 USA, Department of Chemical and Biomolecular Engineering Johns Hopkins University 3400 N. Charles Street Baltimore MD 21218 USA, Applied Physics Laboratory Johns Hopkins University 11100 Johns Hopkins Road Laurel MD 20723 USA
Publication Date:
Sponsoring Org.:
USDOE
OSTI Identifier:
1631786
Resource Type:
Publisher's Accepted Manuscript
Journal Name:
Angewandte Chemie (International Edition)
Additional Journal Information:
Journal Name: Angewandte Chemie (International Edition) Journal Volume: 59 Journal Issue: 32; Journal ID: ISSN 1433-7851
Publisher:
Wiley Blackwell (John Wiley & Sons)
Country of Publication:
Germany
Language:
English

Citation Formats

Dorneles de Mello, Matheus, Kumar, Gaurav, Tabassum, Tarnuma, Jain, Sheetal K., Chen, Tso‐Hsuan, Caratzoulas, Stavros, Li, Xinyu, Vlachos, Dionisios G., Han, Songi‐I, Scott, Susannah L., Dauenhauer, Paul, and Tsapatsis, Michael. Phosphonate‐Modified UiO‐66 Brønsted Acid Catalyst and Its Use in Dehydra‐Decyclization of 2‐Methyltetrahydrofuran to Pentadienes. Germany: N. p., 2020. Web. doi:10.1002/anie.202001332.
Dorneles de Mello, Matheus, Kumar, Gaurav, Tabassum, Tarnuma, Jain, Sheetal K., Chen, Tso‐Hsuan, Caratzoulas, Stavros, Li, Xinyu, Vlachos, Dionisios G., Han, Songi‐I, Scott, Susannah L., Dauenhauer, Paul, & Tsapatsis, Michael. Phosphonate‐Modified UiO‐66 Brønsted Acid Catalyst and Its Use in Dehydra‐Decyclization of 2‐Methyltetrahydrofuran to Pentadienes. Germany. doi:https://doi.org/10.1002/anie.202001332
Dorneles de Mello, Matheus, Kumar, Gaurav, Tabassum, Tarnuma, Jain, Sheetal K., Chen, Tso‐Hsuan, Caratzoulas, Stavros, Li, Xinyu, Vlachos, Dionisios G., Han, Songi‐I, Scott, Susannah L., Dauenhauer, Paul, and Tsapatsis, Michael. Wed . "Phosphonate‐Modified UiO‐66 Brønsted Acid Catalyst and Its Use in Dehydra‐Decyclization of 2‐Methyltetrahydrofuran to Pentadienes". Germany. doi:https://doi.org/10.1002/anie.202001332.
@article{osti_1631786,
title = {Phosphonate‐Modified UiO‐66 Brønsted Acid Catalyst and Its Use in Dehydra‐Decyclization of 2‐Methyltetrahydrofuran to Pentadienes},
author = {Dorneles de Mello, Matheus and Kumar, Gaurav and Tabassum, Tarnuma and Jain, Sheetal K. and Chen, Tso‐Hsuan and Caratzoulas, Stavros and Li, Xinyu and Vlachos, Dionisios G. and Han, Songi‐I and Scott, Susannah L. and Dauenhauer, Paul and Tsapatsis, Michael},
abstractNote = {},
doi = {10.1002/anie.202001332},
journal = {Angewandte Chemie (International Edition)},
number = 32,
volume = 59,
place = {Germany},
year = {2020},
month = {6}
}

Journal Article:
Free Publicly Available Full Text
This content will become publicly available on June 3, 2021
Publisher's Version of Record

Save / Share:

Works referenced in this record:

Functionalizing porous zirconium terephthalate UiO-66(Zr) for natural gas upgrading: a computational exploration
journal, January 2011

  • Yang, Qingyuan; Wiersum, Andrew D.; Llewellyn, Philip L.
  • Chemical Communications, Vol. 47, Issue 34
  • DOI: 10.1039/c1cc13543k

The performance of solid phosphoric acid catalysts and macroporous sulfonic resins on gasoline alkylation desulfurization
journal, November 2010


Postsynthetic Methods for the Functionalization of Metal–Organic Frameworks
journal, September 2011

  • Cohen, Seth M.
  • Chemical Reviews, Vol. 112, Issue 2, p. 970-1000
  • DOI: 10.1021/cr200179u

Selective Glucose-to-Fructose Isomerization over Modified Zirconium UiO-66 in Alcohol Media
journal, April 2018


Metal-organic framework functionalization and design strategies for advanced electrochemical energy storage devices
journal, July 2019


Inserting CO 2 into Aryl C−H Bonds of Metal-Organic Frameworks: CO 2 Utilization for Direct Heterogeneous C−H Activation
journal, April 2016


Mesoporous niobium phosphate: an excellent solid acid for the dehydration of fructose to 5-hydroxymethylfurfural in water
journal, January 2012

  • Zhang, Yu; Wang, Jianjian; Ren, Jiawen
  • Catalysis Science & Technology, Vol. 2, Issue 12
  • DOI: 10.1039/c2cy20204b

Renewable p -Xylene from 2,5-Dimethylfuran and Ethylene Using Phosphorus-Containing Zeolite Catalysts
journal, January 2017


Impact of Forming and Modification with Phosphoric Acid on the Acid Sites of HZSM-5
journal, August 2010

  • Xue, Nianhua; Olindo, Roberta; Lercher, Johannes A.
  • The Journal of Physical Chemistry C, Vol. 114, Issue 37
  • DOI: 10.1021/jp106621d

Overcoming the crystallization and designability issues in the ultrastable zirconium phosphonate framework system
journal, May 2017

  • Zheng, Tao; Yang, Zaixing; Gui, Daxiang
  • Nature Communications, Vol. 8, Issue 1
  • DOI: 10.1038/ncomms15369

Simple quantification of zeolite acid site density by reactive gas chromatography
journal, January 2017

  • Abdelrahman, Omar A.; Vinter, Katherine P.; Ren, Limin
  • Catalysis Science & Technology, Vol. 7, Issue 17
  • DOI: 10.1039/C7CY01068K

The Strength of Brønsted Acid Sites in Microporous Aluminosilicates
journal, August 2015


Solid-State NMR Spectroscopic Studies of Propylphosphonic Acid Functionalized SBA-15 Mesoporous Silica: Characterization of Hydrogen-Bonding Interactions
journal, March 2013

  • Bibent, Nicolas; Charpentier, Thibault; Devautour-Vinot, Sabine
  • European Journal of Inorganic Chemistry, Vol. 2013, Issue 13
  • DOI: 10.1002/ejic.201201404

Defect Engineering: Tuning the Porosity and Composition of the Metal–Organic Framework UiO-66 via Modulated Synthesis
journal, May 2016


An ATR-FTIR study of different phosphonic acids in aqueous solution
journal, July 2008

  • Zenobi, María C.; Luengo, Carina V.; Avena, Marcelo J.
  • Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, Vol. 70, Issue 2
  • DOI: 10.1016/j.saa.2007.07.043

Preparation and Characterization of Mesoporous SBA-15 Supported Phosphoric Acid Catalyst for Esterification Reactions
journal, December 2011

  • Tang, Xiang-Bo; Qiang, Liang-Sheng; Ma, Jing
  • Science of Advanced Materials, Vol. 3, Issue 6
  • DOI: 10.1166/sam.2011.1230

Dehydra-Decyclization of Tetrahydrofuran on H-ZSM5: Mechanisms, Pathways, and Transition State Entropy
journal, September 2019


A New Zirconium Inorganic Building Brick Forming Metal Organic Frameworks with Exceptional Stability
journal, October 2008

  • Cavka, Jasmina Hafizovic; Jakobsen, Søren; Olsbye, Unni
  • Journal of the American Chemical Society, Vol. 130, Issue 42, p. 13850-13851
  • DOI: 10.1021/ja8057953

Phosphoric acid on oxide carriers. 2. Surface acidity and reactivity toward olefins
journal, July 1989

  • Ramis, Gianguido; Rossi, Pier Francesco; Busca, Guido
  • Langmuir, Vol. 5, Issue 4
  • DOI: 10.1021/la00088a006

Salts of Phosphonic Acid Derivatives: Illustrative Examples of Solid State NMR Spectroscopy
journal, November 1989

  • Harris, Robin K.; Merwin, Lawrence H.; Hägele, Gerhard
  • Zeitschrift für Naturforschung B, Vol. 44, Issue 11
  • DOI: 10.1515/znb-1989-1115

Inserting CO 2 into Aryl C−H Bonds of Metal-Organic Frameworks: CO 2 Utilization for Direct Heterogeneous C−H Activation
journal, April 2016

  • Gao, Wen-Yang; Wu, Haifan; Leng, Kunyue
  • Angewandte Chemie International Edition, Vol. 55, Issue 18
  • DOI: 10.1002/anie.201511484

Biomass-Derived Butadiene by Dehydra-Decyclization of Tetrahydrofuran
journal, March 2017

  • Abdelrahman, Omar A.; Park, Dae Sung; Vinter, Katherine P.
  • ACS Sustainable Chemistry & Engineering, Vol. 5, Issue 5
  • DOI: 10.1021/acssuschemeng.7b00745

Preparation of Some Substituted Terephthalic Acids
journal, June 2006


Acid Catalysts in Industrial Hydrocarbon Chemistry
journal, November 2007

  • Busca, Guido
  • Chemical Reviews, Vol. 107, Issue 11, p. 5366-5410
  • DOI: 10.1021/cr068042e

H-D Exchange of Simple Aromatics as a Measure of Brønsted-Acid Site Strengths in Solids
journal, September 2018


Ring Opening of Biomass-Derived Cyclic Ethers to Dienes over Silica/Alumina
journal, July 2017

  • Kumbhalkar, Mrunmayi D.; Buchanan, J. Scott; Huber, George W.
  • ACS Catalysis, Vol. 7, Issue 8
  • DOI: 10.1021/acscatal.7b01436

Systematic study of the chemical and hydrothermal stability of selected “stable” Metal Organic Frameworks
journal, May 2016


Renewable Isoprene by Sequential Hydrogenation of Itaconic Acid and Dehydra-Decyclization of 3-Methyl-Tetrahydrofuran
journal, January 2017

  • Abdelrahman, Omar A.; Park, Dae Sung; Vinter, Katherine P.
  • ACS Catalysis, Vol. 7, Issue 2
  • DOI: 10.1021/acscatal.6b03335

An improved solid phosphoric acid catalyst for alkene oligomerization in a Fischer–Tropsch refinery
journal, July 2006


Selective Metal–Organic Framework Catalysis of Glucose to 5-Hydroxymethylfurfural Using Phosphate-Modified NU-1000
journal, June 2017

  • Yabushita, Mizuho; Li, Peng; Islamoglu, Timur
  • Industrial & Engineering Chemistry Research, Vol. 56, Issue 25
  • DOI: 10.1021/acs.iecr.7b01164

Phosphorus promotion and poisoning in zeolite-based materials: synthesis, characterisation and catalysis
journal, January 2015

  • van der Bij, Hendrik E.; Weckhuysen, Bert M.
  • Chemical Society Reviews, Vol. 44, Issue 20
  • DOI: 10.1039/C5CS00109A

Fischer−Tropsch Aqueous Phase Refining by Catalytic Alcohol Dehydration
journal, May 2007

  • Nel, Reinier J. J.; de Klerk, Arno
  • Industrial & Engineering Chemistry Research, Vol. 46, Issue 11
  • DOI: 10.1021/ie061555r

Solid-State NMR Characterization of Mixed Phosphonic Acid Ligand Binding and Organization on Silica Nanoparticles
journal, March 2016


The Roles of Entropy and Enthalpy in Stabilizing Ion-Pairs at Transition States in Zeolite Acid Catalysis
journal, August 2011

  • Gounder, Rajamani; Iglesia, Enrique
  • Accounts of Chemical Research, Vol. 45, Issue 2
  • DOI: 10.1021/ar200138n

Surface features of P-doped silica: a comparison between IR spectroscopy and theoretical modelling
journal, January 2004

  • Cerruti, Marta; Morterra, Claudio; Ugliengo, Piero
  • Journal of Materials Chemistry, Vol. 14, Issue 22
  • DOI: 10.1039/b407242a