Exploiting parameter space in MOFs: a 20-fold enhancement of phosphate-ester hydrolysis with UiO-66-NH 2

Katz, Michael J.; Moon, Su-Young; Mondloch, Joseph E.; Beyzavi, M. Hassan; Stephenson, Casey J.; Hupp, Joseph T.; Farha, Omar K.

doi:10.1039/C4SC03613A

Title: Exploiting parameter space in MOFs: a 20-fold enhancement of phosphate-ester hydrolysis with UiO-66-NH ₂

Journal Article · Tue Feb 24 00:00:00 EST 2015 · Chemical Science

DOI:https://doi.org/10.1039/C4SC03613A· OSTI ID:1214392

Katz, Michael J. ^[1]; Moon, Su-Young ^[1]; Mondloch, Joseph E. ^[1]; Beyzavi, M. Hassan ^[1]; Stephenson, Casey J. ^[1]; Hupp, Joseph T. ^[2]; Farha, Omar K. ^[3]

Northwestern Univ., Evanston, IL (United States). Dept. of Chemistry
Northwestern Univ., Evanston, IL (United States). Dept. of Chemistry; Argonne National Lab. (ANL), Argonne, IL (United States). Chemical Science and Engineering Division
Northwestern Univ., Evanston, IL (United States). Dept. of Chemistry; King Abdulaziz Univ., Jeddah (Saudi Arabia). Dept. of Chemistry

The hydrolysis of nerve agents is of primary concern due to the severe toxicity of these agents. Using a MOF-based catalyst (UiO-66), we have previously demonstrated that the hydrolysis can occur with relatively fast half-lives of 50 minutes. However, these rates are still prohibitively slow to be efficiently utilized for some practical applications (e.g., decontamination wipes used to clean exposed clothing/skin/vehicles). We thus turned our attention to derivatives of UiO-66 in order to probe the importance of functional groups on the hydrolysis rate. Three UiO-66 derivatives were explored; UiO-66-NO₂ and UiO-66-(OH)₂ showed little to no change in hydrolysis rate. However, UiO-66-NH₂ showed a 20 fold increase in hydrolysis rate over the parent UiO-66 MOF. Half-lives of 1 minute were observed with this MOF. In order to probe the role of the amino moiety, we turned our attention to UiO-67, UiO-67-NMe₂ and UiO-67-NH₂. In these MOFs, the amino moiety is in close proximity to the zirconium node. We observed that UiO-67-NH₂ is a faster catalyst than UiO-67 and UiO-67-NMe₂. We conclude that the role of the amino moiety is to act as a proton-transfer agent during the catalytic cycle and not to hydrogen bond or to form a phosphorane intermediate.

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Research Organization:: Argonne National Lab. (ANL), Argonne, IL (United States)

Sponsoring Organization:: USDOE

Grant/Contract Number:: AC02-06CH11357; HDTRA-1-10-0023

OSTI ID:: 1214392

Journal Information:: Chemical Science, Vol. 6, Issue 4; ISSN 2041-6520

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 220 works

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H ₅ PV ₂ Mo ₁₀ O ₄₀ encapsulated in MIL-101(Cr): facile synthesis and characterization of rationally designed composite materials for efficient decontamination of sulfur mustard Li, Yanqin; Gao, Qi; Zhang, Lijuan Dalton Transactions, Vol. 47, Issue 18 https://doi.org/10.1039/c8dt00572a	journal	January 2018
In situ synthesis and photocatalytic mechanism of a cyano bridged Cu( i ) polymer Li, Shixiong; Wei, Chaohai; Hu, Yun Inorganic Chemistry Frontiers, Vol. 5, Issue 6 https://doi.org/10.1039/c8qi00205c	journal	January 2018
Degradation of chemical warfare agents over cotton fabric functionalized with UiO-66-NH ₂ Kim, Min-Kun; Kim, Sung Hun; Park, Myungkyu RSC Advances, Vol. 8, Issue 72 https://doi.org/10.1039/c8ra06805d	journal	January 2018
Structure, characterization, and catalytic properties of open-metal sites in metal organic frameworks Hall, Jacklyn N.; Bollini, Praveen Reaction Chemistry & Engineering, Vol. 4, Issue 2 https://doi.org/10.1039/c8re00228b	journal	January 2019
Structural tuning of zinc–porphyrin frameworks via auxiliary nitrogen-containing ligands towards selective adsorption of cationic dyes Wang, Xiao-Ning; Li, Jiang-Li; Zhao, Yu-Meng Chemical Communications, Vol. 55, Issue 46 https://doi.org/10.1039/c9cc02405k	journal	January 2019
6,6′-(Perfluoropropane-2,2-diyl)bis(2,3-dihydrophthalazine-1,4-dione)-based coordination polymers and their sensing properties towards Cr ₂ O ₇ ²⁻ Wan, Ke-Ke; Yu, Jie-Hui; Xu, Ji-Qing CrystEngComm, Vol. 21, Issue 19 https://doi.org/10.1039/c9ce00507b	journal	January 2019
Interpenetration isomers in isoreticular amine-tagged zinc MOFs Khansari, Afsaneh; Bryant, Macguire R.; Jenkinson, Daniel R. CrystEngComm, Vol. 21, Issue 48 https://doi.org/10.1039/c9ce01669d	journal	January 2019
Solvent-assisted linker exchange enabled preparation of cerium-based metal–organic frameworks constructed from redox active linkers Son, Florencia A.; Atilgan, Ahmet; Idrees, Karam B. Inorganic Chemistry Frontiers, Vol. 7, Issue 4 https://doi.org/10.1039/c9qi01218d	journal	January 2020
Synthesis, Crystal Structure, and Photoluminescent Properties of Two Porous Pillared-layer Metal-organic Frameworks Constructed by Benzene-1,3,5-tricarboxylic Acid and Bisimidazole Ligands Wang, K. Russian Journal of Coordination Chemistry, Vol. 45, Issue 5 https://doi.org/10.1134/s1070328419040092	journal	May 2019
Selective Photooxidation of a Mustard-Gas Simulant Catalyzed by a Porphyrinic Metal-Organic Framework Liu, Yangyang; Howarth, Ashlee J.; Hupp, Joseph T. Angewandte Chemie, Vol. 127, Issue 31 https://doi.org/10.1002/ange.201503741	journal	June 2015
Ultra-Fast Degradation of Chemical Warfare Agents Using MOF-Nanofiber Kebabs Zhao, Junjie; Lee, Dennis T.; Yaga, Robert W. Angewandte Chemie International Edition, Vol. 55, Issue 42 https://doi.org/10.1002/anie.201606656	journal	October 2016

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Title: Exploiting parameter space in MOFs: a 20-fold enhancement of phosphate-ester hydrolysis with UiO-66-NH ₂