Heteroatom substituted zeolite FAU with ultralow Al contents for liquid-phase oxidation catalysis

Bregante, Daniel T.; Tan, Jun Zhi; Sutrisno, Andre; Flaherty, David W.

doi:10.1039/c9cy01886g

Title: Heteroatom substituted zeolite FAU with ultralow Al contents for liquid-phase oxidation catalysis

Journal Article · 19 December 2019 · Catalysis Science and Technology

DOI: https://doi.org/10.1039/c9cy01886g · OSTI ID:1803928

^[1]; Tan, Jun Zhi ^[1]; Sutrisno, Andre ^[2]; Flaherty, David W. ^[1]

Univ. of Illinois at Urbana-Champaign, IL (United States). Dept. of Chemical and Biomolecular Engineering
Univ. of Illinois at Urbana-Champaign, IL (United States). School of Chemical Sciences, NMR/EPR Laboratory

Heteroatom framework-substituted zeolites are important materials that enable shape- and size-selective catalysis. The efficacy of these materials for desired catalytic reactions depends critically on dispersive interactions between the microporous void of the zeolite and the reactant molecules stabilized within it. Here, we develop a post-synthetic method to synthesize base and transition metal-substituted (Ti, Nb, Ta, and Sn) FAU with ultralow Al contents (Si : Al > 900), which is confirmed using X-ray diffraction, elemental analysis, and N₂ volumetric adsorption and ²⁹Si MAS-NMR, DRUV-vis, and IR spectroscopic characterization. In this work, turnover rates for styrene (C₈H₈) epoxidation within Ti-FAU are 2- and 7-fold greater than in analogous Ti-BEA and Ti–SiO₂, respectively; yet, turnover rates of H₂O₂ decomposition are similar for all three materials. Consequently, Ti-FAU gives greater rates and selectivities for this reaction than common Ti-bearing silicates. The mechanism for epoxidation remains constant for all Ti-silicates examined (i.e., Ti-FAU, Ti-BEA, and Ti–SiO₂). Therefore, the improved performance of Ti-FAU reflects differences in activation free energies for epoxidation that show an enthalpic preference in Ti-FAU relative to Ti–SiO₂ and an entropic gain relative to Ti-BEA. These results demonstrate the synthesis of M-FAU with ultralow Al contents are useful for catalytic reactions involving bulky reactants that can not occur in smaller pore zeotype materials (Ti-MFI), that exhibit deactivation due to changes in Ti-atom coordination (e.g., Ti–SiO₂), and that are prone to losses catalyzed by residual Brønsted acid sites (e.g., epoxidations, oxidations, and isomerization reactions).

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Research Organization:: Univ. of Illinois at Urbana-Champaign, IL (United States)

Sponsoring Organization:: US Army Research Office (ARO); USDOD; USDOE

Grant/Contract Number:: SC0020224

OSTI ID:: 1803928

Journal Information:: Catalysis Science and Technology, Journal Name: Catalysis Science and Technology Journal Issue: 3 Vol. 10; ISSN 2044-4753

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

References (68)

UV Resonance Raman Spectroscopic Identification of Titanium Atoms in the Framework of TS-1 Zeolite Li, Can; Xiong, Guang; Xin, Qin Angewandte Chemie International Edition, Vol. 38, Issue 15 https://doi.org/10.1002/(SICI)1521-3773(19990802)38:15<2220::AID-ANIE2220>3.0.CO;2-G	journal	August 1999
Beyond shape selective catalysis with zeolites: Hydrophobic void spaces in zeolites enable catalysis in liquid water Gounder, Rajamani; Davis, Mark E. AIChE Journal, Vol. 59, Issue 9, p. 3349-3358 https://doi.org/10.1002/aic.14016	journal	January 2013
Influence of Hydrophilicity on the Snβ-Catalyzed Baeyer-Villiger Oxidation of Cyclohexanone with Aqueous Hydrogen Peroxide Conrad, Sabrina; Wolf, Patrick; Müller, Philipp ChemCatChem, Vol. 9, Issue 1 https://doi.org/10.1002/cctc.201600893	journal	December 2016
Predicting the Activity of Single Isolated Lewis Acid Sites in Solid Catalysts Boronat, Mercedes; Corma, Avelino; Renz, Michael Chemistry - A European Journal, Vol. 12, Issue 27 https://doi.org/10.1002/chem.200600478	journal	September 2006
Activity of Ti-Beta Catalyst for the Selective Oxidation of Alkenes and Alkanes Corma, A.; Camblor, M. A.; Esteve, P. Journal of Catalysis, Vol. 145, Issue 1 https://doi.org/10.1006/jcat.1994.1017	journal	January 1994
Studies on the Catalytic-Oxidation of Alkanes and Alkenes by Titanium Silicates Khouw, C. B.; Dartt, C. B.; Labinger, J. A. Journal of Catalysis, Vol. 149, Issue 1 https://doi.org/10.1006/jcat.1994.1285	journal	September 1994
Large pore Ti-zeolites and mesoporous Ti-silicalites as catalysts for selective oxidation of organic sulfides Corma, A.; Iglesias, M.; S�nchez, F. Catalysis Letters, Vol. 39, Issue 3-4 https://doi.org/10.1007/BF00805575	journal	January 1996
Dehydration of Ethanol into Ethylene over Solid Acid Catalysts Takahara, Isao; Saito, Masahiro; Inaba, Megumu Catalysis Letters, Vol. 105, Issue 3-4 https://doi.org/10.1007/s10562-005-8698-1	journal	December 2005
Ta(V)-Single Site BEA Zeolite by Two-Step Postsynthesis Method: Preparation and Characterization Dzwigaj, Stanislaw; Millot, Yannick; Che, Michel Catalysis Letters, Vol. 135, Issue 3-4 https://doi.org/10.1007/s10562-010-0284-5	journal	February 2010
Characterization and catalytic activity of titanium containing SSZ-33 and aluminum-free zeolite beta Dartt, Christopher B.; Davis, Mark E. Applied Catalysis A: General, Vol. 143, Issue 1 https://doi.org/10.1016/0926-860X(96)00070-1	journal	August 1996
Experimental determination of the electronic band structure of SnO2 Reimann, K.; Steube, M. Solid State Communications, Vol. 105, Issue 10 https://doi.org/10.1016/S0038-1098(97)10151-X	journal	March 1998
Synthesis and characterization of tantalum silicalite molecular sieves with MFI structure Ko, Yong Sig; Ahn, Wha Seung Microporous and Mesoporous Materials, Vol. 30, Issue 2-3 https://doi.org/10.1016/S1387-1811(99)00039-6	journal	September 1999
New Nb and Ta–FAU zeolites—Direct synthesis, characterisation and surface properties Trejda, M.; Wojtaszek, A.; Floch, A. Catalysis Today, Vol. 158, Issue 1-2 https://doi.org/10.1016/j.cattod.2010.06.018	journal	December 2010
N-Doping of anodic TiO₂ nanotubes using heat treatment in ammonia Vitiello, R. P.; Macak, J. M.; Ghicov, A. Electrochemistry Communications, Vol. 8, Issue 4, p. 544-548 https://doi.org/10.1016/j.elecom.2006.01.023	journal	April 2006
Grafted Ta–calixarenes: Tunable, selective catalysts for direct olefin epoxidation with aqueous hydrogen peroxide Morlanés, Natalia; Notestein, Justin M. Journal of Catalysis, Vol. 275, Issue 2 https://doi.org/10.1016/j.jcat.2010.07.010	journal	October 2010
TiO2 photocatalyst for degradation of organic compounds in water and air supported on highly hydrophobic FAU zeolite: Structural, sorptive, and photocatalytic studies Kuwahara, Yasutaka; Aoyama, Junya; Miyakubo, Keisuke Journal of Catalysis, Vol. 285, Issue 1 https://doi.org/10.1016/j.jcat.2011.09.031	journal	January 2012
Solvation and acid strength effects on catalysis by faujasite zeolites Gounder, Rajamani; Jones, Andrew J.; Carr, Robert T. Journal of Catalysis, Vol. 286 https://doi.org/10.1016/j.jcat.2011.11.002	journal	February 2012
Monosaccharide and disaccharide isomerization over Lewis acid sites in hydrophobic and hydrophilic molecular sieves Gounder, Rajamani; Davis, Mark E. Journal of Catalysis, Vol. 308 https://doi.org/10.1016/j.jcat.2013.06.016	journal	December 2013
Controlled insertion of tin atoms into zeolite framework vacancies and consequences for glucose isomerization catalysis Vega-Vila, Juan Carlos; Harris, James W.; Gounder, Rajamani Journal of Catalysis, Vol. 344 https://doi.org/10.1016/j.jcat.2016.09.011	journal	December 2016
Kinetic and spectroscopic evidence for reaction pathways and intermediates for olefin epoxidation on Nb in *BEA Bregante, Daniel T.; Priyadarshini, Pranjali; Flaherty, David W. Journal of Catalysis, Vol. 348 https://doi.org/10.1016/j.jcat.2017.02.008	journal	April 2017
Isomerization and β-scission reactions of alkanes on bifunctional metal-acid catalysts: Consequences of confinement and diffusional constraints on reactivity and selectivity Noh, Gina; Shi, Zhichen; Zones, Stacey I. Journal of Catalysis, Vol. 368 https://doi.org/10.1016/j.jcat.2018.03.033	journal	December 2018
Influence of confining environment polarity on ethanol dehydration catalysis by Lewis acid zeolites Bates, Jason S.; Gounder, Rajamani Journal of Catalysis, Vol. 365 https://doi.org/10.1016/j.jcat.2018.05.009	journal	September 2018
Catalytic thiophene oxidation by groups 4 and 5 framework-substituted zeolites with hydrogen peroxide: Mechanistic and spectroscopic evidence for the effects of metal Lewis acidity and solvent Lewis basicity Bregante, Daniel T.; Patel, Ami Y.; Johnson, Alayna M. Journal of Catalysis, Vol. 364 https://doi.org/10.1016/j.jcat.2018.06.009	journal	August 2018
Propylene oxide inhibits propylene epoxidation over Au/TS-1 Harris, James W.; Arvay, Jeremy; Mitchell, Garrett Journal of Catalysis, Vol. 365 https://doi.org/10.1016/j.jcat.2018.06.015	journal	September 2018
Direct synthesis of H2O2 on PdZn nanoparticles: The impact of electronic modifications and heterogeneity of active sites Wilson, Neil M.; Schröder, Johanna; Priyadarshini, Pranjali Journal of Catalysis, Vol. 368 https://doi.org/10.1016/j.jcat.2018.09.020	journal	December 2018
High-silica Hβ zeolites for catalytic hydration of hydrophobic epoxides and alkynes in water Sultana Poly, Sharmin; Hakim Siddiki, S. M. A.; Touchy, Abeda S. Journal of Catalysis, Vol. 368 https://doi.org/10.1016/j.jcat.2018.10.004	journal	December 2018
Adsorption properties of Fe-containing dealuminated BEA zeolites as revealed by FTIR spectroscopy Hadjiivanov, Konstantin; Ivanova, Elena; Kefirov, Radoslav Microporous and Mesoporous Materials, Vol. 131, Issue 1-3 https://doi.org/10.1016/j.micromeso.2009.11.034	journal	June 2010
Synthesis of titanated chabazite with enhanced thermal stability by hydrothermal conversion of titanated faujasite Kunitake, Yusuke; Takata, Tomoka; Yamasaki, Yoshitaka Microporous and Mesoporous Materials, Vol. 215 https://doi.org/10.1016/j.micromeso.2015.05.023	journal	October 2015
Incorporation of various heterometal atoms in CHA zeolites by hydrothermal conversion of FAU zeolite and their performance for selective catalytic reduction of NO x with ammonia Takata, Tomoka; Tsunoji, Nao; Takamitsu, Yasuyuki Microporous and Mesoporous Materials, Vol. 246 https://doi.org/10.1016/j.micromeso.2017.03.018	journal	July 2017
Stability of Zeolites in Aqueous Phase Reactions Prodinger, Sebastian; Shi, Hui; Eckstein, Sebastian Chemistry of Materials, Vol. 29, Issue 17 https://doi.org/10.1021/acs.chemmater.7b01847	journal	August 2017
Interrogating the Lewis Acidity of Metal Sites in Beta Zeolites with ¹⁵ N Pyridine Adsorption Coupled with MAS NMR Spectroscopy Gunther, William R.; Michaelis, Vladimir K.; Griffin, Robert G. The Journal of Physical Chemistry C, Vol. 120, Issue 50 https://doi.org/10.1021/acs.jpcc.6b07811	journal	December 2016
Postsynthesis and Effective Baeyer–Villiger Oxidation Properties of Hierarchical FAU-type Stannosilicate Zhu, Zhiguo; Xu, Hao; Jiang, Jingang The Journal of Physical Chemistry C, Vol. 120, Issue 41 https://doi.org/10.1021/acs.jpcc.6b07947	journal	October 2016
Periodic Trends in Highly Dispersed Groups IV and V Supported Metal Oxide Catalysts for Alkene Epoxidation with H ₂ O ₂ Thornburg, Nicholas E.; Thompson, Anthony B.; Notestein, Justin M. ACS Catalysis, Vol. 5, Issue 9 https://doi.org/10.1021/acscatal.5b01105	journal	August 2015
Lewis Acid Catalysis Confined in Zeolite Cages as a Strategy for Sustainable Heterogeneous Hydration of Epoxides Dai, Weili; Wang, Chuanming; Tang, Bo ACS Catalysis, Vol. 6, Issue 5 https://doi.org/10.1021/acscatal.5b02823	journal	April 2016
Synthesis of Itaconic Acid Ester Analogues via Self-Aldol Condensation of Ethyl Pyruvate Catalyzed by Hafnium BEA Zeolites Wang, Yuran; Lewis, Jennifer D.; Román-Leshkov, Yuriy ACS Catalysis, Vol. 6, Issue 5 https://doi.org/10.1021/acscatal.6b00561	journal	April 2016
Mechanistic Study on the Lewis Acid Catalyzed Synthesis of 1,3-Butadiene over Ta-BEA Using Modulated Operando DRIFTS-MS Müller, Philipp; Burt, Samuel P.; Love, Alyssa M. ACS Catalysis, Vol. 6, Issue 10 https://doi.org/10.1021/acscatal.6b01642	journal	September 2016
Consequences of Confinement for Alkene Epoxidation with Hydrogen Peroxide on Highly Dispersed Group 4 and 5 Metal Oxide Catalysts Bregante, Daniel T.; Thornburg, Nicholas E.; Notestein, Justin M. ACS Catalysis, Vol. 8, Issue 4 https://doi.org/10.1021/acscatal.7b03986	journal	February 2018
Distinct Catalytic Reactivity of Sn Substituted in Framework Locations and at Defect Grain Boundaries in Sn-Zeolites Bates, Jason S.; Bukowski, Brandon C.; Harris, James W. ACS Catalysis, Vol. 9, Issue 7 https://doi.org/10.1021/acscatal.9b01123	journal	May 2019
Impact of Specific Interactions Among Reactive Surface Intermediates and Confined Water on Epoxidation Catalysis and Adsorption in Lewis Acid Zeolites Bregante, Daniel T.; Flaherty, David W. ACS Catalysis, Vol. 9, Issue 12 https://doi.org/10.1021/acscatal.9b03323	journal	October 2019
Improved Postsynthesis Strategy to Sn-Beta Zeolites as Lewis Acid Catalysts for the Ring-Opening Hydration of Epoxides Tang, Bo; Dai, Weili; Wu, Guangjun ACS Catalysis, Vol. 4, Issue 8 https://doi.org/10.1021/cs500891s	journal	July 2014
Experimental criterion for the absence of artifacts in the measurement of rates of heterogeneous catalytic reactions Madon, Rostam J.; Boudart, Michel Industrial & Engineering Chemistry Fundamentals, Vol. 21, Issue 4, p. 438-447 https://doi.org/10.1021/i100008a022	journal	November 1982
Local Environment Fine Structure in the 29Si NMR Spectra of Faujasite Zeolites Melchior, M. T.; Vaughan, D. E. W.; Pictroski, C. F. The Journal of Physical Chemistry, Vol. 99, Issue 16 https://doi.org/10.1021/j100016a058	journal	April 1995
The Role of Outer-Sphere Surface Acidity in Alkene Epoxidation Catalyzed by Calixarene−Ti(IV) Complexes Notestein, Justin M.; Andrini, Leandro R.; Requejo, Felix G. Journal of the American Chemical Society, Vol. 129, Issue 50 https://doi.org/10.1021/ja074614g	journal	December 2007
Synthesis of Niobium Silicate Molecular Sieves of the MFI Structure: Evidence for Framework Incorporation of the Niobium Ion Prakash, A. M.; Kevan, Larry Journal of the American Chemical Society, Vol. 120, Issue 50 https://doi.org/10.1021/ja982262v	journal	December 1998
Improving Stability of Zeolites in Aqueous Phase via Selective Removal of Structural Defects Prodinger, Sebastian; Derewinski, Miroslaw A.; Vjunov, Aleksei Journal of the American Chemical Society, Vol. 138, Issue 13 https://doi.org/10.1021/jacs.5b12785	journal	March 2016
Periodic Trends in Olefin Epoxidation over Group IV and V Framework-Substituted Zeolite Catalysts: A Kinetic and Spectroscopic Study Bregante, Daniel T.; Flaherty, David W. Journal of the American Chemical Society, Vol. 139, Issue 20 https://doi.org/10.1021/jacs.7b01422	journal	May 2017
Cooperative Effects between Hydrophilic Pores and Solvents: Catalytic Consequences of Hydrogen Bonding on Alkene Epoxidation in Zeolites Bregante, Daniel T.; Johnson, Alayna M.; Patel, Ami Y. Journal of the American Chemical Society, Vol. 141, Issue 18 https://doi.org/10.1021/jacs.8b12861	journal	January 2019
Conduction and Valence Band Positions of Ta ₂ O ₅ , TaON, and Ta ₃ N ₅ by UPS and Electrochemical Methods Chun, Wang-Jae; Ishikawa, Akio; Fujisawa, Hideki The Journal of Physical Chemistry B, Vol. 107, Issue 8 https://doi.org/10.1021/jp027593f	journal	February 2003
The Effect of Water on the Adsorption of NO ₂ in Na− and Ba−Y, FAU Zeolites: A Combined FTIR and TPD Investigation Szanyi, János; Kwak, Ja Hun; Peden, Charles H. F. The Journal of Physical Chemistry B, Vol. 108, Issue 12 https://doi.org/10.1021/jp037472v	journal	March 2004
An Ethoxy Intermediate in Ethanol Dehydration on Brønsted Acid Sites in Zeolite Kondo, Junko N.; Ito, Keiichi; Yoda, Eisuke The Journal of Physical Chemistry B, Vol. 109, Issue 21 https://doi.org/10.1021/jp050721q	journal	June 2005
What Do the Niobium Framework Sites Look Like in Redox Zeolites? A Combined Theoretical and Experimental Investigation Tielens, Frederik; Shishido, Tetsuya; Dzwigaj, Stanislaw The Journal of Physical Chemistry C, Vol. 114, Issue 7 https://doi.org/10.1021/jp910956j	journal	January 2010
Direct Synthesis and Characterization of Hydrophobic Aluminum-Free Ti−Beta Zeolite Blasco, T.; Camblor, M. A.; Corma, A. The Journal of Physical Chemistry B, Vol. 102, Issue 1 https://doi.org/10.1021/jp973288w	journal	January 1998
Delaminated zeolite precursors as selective acidic catalysts Corma, A.; Fornes, V.; Pergher, S. B. Nature, Vol. 396, Issue 6709, p. 353-356 https://doi.org/10.1038/24592	journal	November 1998
Sn-zeolite beta as a heterogeneous chemoselective catalyst for Baeyer–Villiger oxidations Corma, Avelino; Nemeth, Laszlo T.; Renz, Michael Nature, Vol. 412, Issue 6845 https://doi.org/10.1038/35086546	journal	July 2001
Synthesis of reaction‐adapted zeolites as methanol-to-olefins catalysts with mimics of reaction intermediates as organic structure‐directing agents Li, Chengeng; Paris, Cecilia; Martínez-Triguero, Joaquín Nature Catalysis, Vol. 1, Issue 7 https://doi.org/10.1038/s41929-018-0104-7	journal	July 2018
A procedure for the preparation of Ti-Beta zeolites for catalytic epoxidation with hydrogen peroxide Tang, Bo; Dai, Weili; Sun, Xiaoming Green Chem., Vol. 16, Issue 4 https://doi.org/10.1039/C3GC42534G	journal	January 2014
Mesoporous Zr-Beta zeolites prepared by a post-synthetic strategy as a robust Lewis acid catalyst for the ring-opening aminolysis of epoxides Tang, Bo; Dai, Weili; Sun, Xiaoming Green Chemistry, Vol. 17, Issue 3 https://doi.org/10.1039/C4GC02116A	journal	January 2015
Deactivation mechanisms of tin-zeolites in biomass conversions Lari, G. M.; Dapsens, P. Y.; Scholz, D. Green Chemistry, Vol. 18, Issue 5 https://doi.org/10.1039/C5GC02147B	journal	January 2016
Preparation of B-free Ti-MWW through reversible structural conversion Wu, Peng; Tatsumi, Takashi Chemical Communications, Issue 10 https://doi.org/10.1039/b201170k	journal	April 2002
A comparative IR characterization of acidic sites on HY zeolite by pyridine and CO probes with silica–alumina and γ-alumina references Kondo, Junko N.; Nishitani, Ryoko; Yoda, Eisuke Physical Chemistry Chemical Physics, Vol. 12, Issue 37 https://doi.org/10.1039/c0cp00203h	journal	January 2010
Computational characterization of zeolite porous networks: an automated approach First, Eric L.; Gounaris, Chrysanthos E.; Wei, James Physical Chemistry Chemical Physics, Vol. 13, Issue 38 https://doi.org/10.1039/c1cp21731c	journal	January 2011
The catalytic diversity of zeolites: confinement and solvation effects within voids of molecular dimensions Gounder, Rajamani; Iglesia, Enrique Chemical Communications, Vol. 49, Issue 34 https://doi.org/10.1039/c3cc40731d	journal	January 2013
Post-synthetic preparation of Sn-, Ti- and Zr-beta: a facile route to water tolerant, highly active Lewis acidic zeolites Wolf, Patrick; Hammond, Ceri; Conrad, Sabrina Dalton Transactions, Vol. 43, Issue 11 https://doi.org/10.1039/c3dt52972j	journal	January 2014
Pyridine and ammonia as probes for FTIR analysis of solid acid catalysts Barzetti, Tommy; Selli, Elena; Moscotti, Daniele Journal of the Chemical Society, Faraday Transactions, Vol. 92, Issue 8 https://doi.org/10.1039/ft9969201401	journal	January 1996
Tin-containing zeolites are highly active catalysts for the isomerization of glucose in water Moliner, M.; Roman-Leshkov, Y.; Davis, M. E. Proceedings of the National Academy of Sciences, Vol. 107, Issue 14, p. 6164-6168 https://doi.org/10.1073/pnas.1002358107	journal	March 2010
Lewis Acid Zeolites for Biomass Conversion: Perspectives and Challenges on Reactivity, Synthesis, and Stability Luo, Helen Y.; Lewis, Jennifer D.; Román-Leshkov, Yuriy Annual Review of Chemical and Biomolecular Engineering, Vol. 7, Issue 1 https://doi.org/10.1146/annurev-chembioeng-080615-034551	journal	June 2016
Physisorption of gases, with special reference to the evaluation of surface area and pore size distribution (IUPAC Technical Report) Thommes, Matthias; Kaneko, Katsumi; Neimark, Alexander V. Pure and Applied Chemistry, Vol. 87, Issue 9-10 https://doi.org/10.1515/pac-2014-1117	journal	October 2015
Nanostructured Nb ₂ O ₅ catalysts Zhao, Yun; Zhou, Xiwen; Ye, Lin Nano Reviews, Vol. 3, Issue 1 https://doi.org/10.3402/nano.v3i0.17631	journal	January 2012