Pore Aperture Control Toward Size‐Exclusion‐Based Hydrocarbon Separations

Lal, Bhajan; Idrees, Karam B.; Xie, Haomiao; Smoljan, Courtney S.; Shafaie, Saman; Islamoglu, Timur; Farha, Omar K.

doi:10.1002/ange.202219053

Title: Pore Aperture Control Toward Size‐Exclusion‐Based Hydrocarbon Separations

Journal Article · 05 March 2023 · Angewandte Chemie

DOI: https://doi.org/10.1002/ange.202219053 · OSTI ID:1960340

Lal, Bhajan ^[1];

^[2]; Xie, Haomiao ^[2];

^[3]; Shafaie, Saman ^[4];

^[2];

^[5]

Department of Chemistry Northwestern University 60208 Evanston IL USA, Institute of Chemistry Shah Abdul Latif University 66020 Khairpur Sindh Pakistan
Department of Chemistry Northwestern University 60208 Evanston IL USA
Department of Chemical and Biological Engineering Northwestern University 60208 Evanston IL USA
Integrated Molecular Structure and Education Center Northwestern University 60208 Evanston IL USA
Department of Chemistry Northwestern University 60208 Evanston IL USA, Department of Chemical and Biological Engineering Northwestern University 60208 Evanston IL USA

Abstract Metal–organic frameworks (MOFs) have been proposed as a promising material for non‐thermal chemical separations owing to their high structural diversity and tunability. Here, we report the synthesis of a zinc‐based MOF containing a three‐dimensional (3D) linker, bicyclo[2.2.2]octane‐1,4‐dicarboxylic acid, with high thermal stability towards the separation of hexane isomers. The incorporation of the 3D linker enhances the structural stability and provides well‐defined pore apertures/channels with sub‐Ångstrom precision. This precision allowed for the separation of similarly sized hexane isomers based on subtle differences in their kinetic diameters. Multi‐component liquid phase batch experiments confirmed the separation of hexanes mixture into linear, monobranched, and dibranched isomers. This work represents a significant milestone in the construction of stable Zn‐based MOFs and the incorporation of 3D linkers as a potential solution to challenging separations.

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Sponsoring Organization:: USDOE

Grant/Contract Number:: FG02-08ER15967

OSTI ID:: 1960340

Journal Information:: Angewandte Chemie, Journal Name: Angewandte Chemie Journal Issue: 16 Vol. 135; ISSN 0044-8249

Publisher:: Wiley Blackwell (John Wiley & Sons)Copyright Statement

Country of Publication:: Germany

Language:: English

References (29)

A Complete Separation of Hexane Isomers by a Functionalized Flexible Metal Organic Framework Mendes, Patricia A. P.; Horcajada, Patricia; Rives, Sébastien Advanced Functional Materials, Vol. 24, Issue 48 https://doi.org/10.1002/adfm.201401974	journal	October 2014
Separation of Branched Alkanes Feeds by a Synergistic Action of Zeolite and Metal‐Organic Framework Brântuas, Pedro F.; Henrique, Adriano; Wahiduzzaman, Mohammad Advanced Science, Vol. 9, Issue 22 https://doi.org/10.1002/advs.202201494	journal	June 2022
High‐Capacity Splitting of Mono‐ and Dibranched Hexane Isomers by a Robust Zinc‐Based Metal–Organic Framework Yu, Liang; Ullah, Saif; Wang, Hao Angewandte Chemie, Vol. 134, Issue 42 https://doi.org/10.1002/ange.202211359	journal	September 2022
High‐Capacity Splitting of Mono‐ and Dibranched Hexane Isomers by a Robust Zinc‐Based Metal–Organic Framework Yu, Liang; Ullah, Saif; Wang, Hao Angewandte Chemie International Edition, Vol. 61, Issue 42 https://doi.org/10.1002/anie.202211359	journal	September 2022
Upgrading Octane Number of Naphtha by a Robust and Easily Attainable Metal‐Organic Framework through Selective Molecular Sieving of Alkane Isomers Wang, Hao; Dong, Xinglong; Ding, Jiayu Chemistry – A European Journal, Vol. 27, Issue 46 https://doi.org/10.1002/chem.202101871	journal	July 2021
MIL-53 and its Isoreticular Analogues: a Review of the Chemistry and Structure of a Prototypical Flexible Metal-Organic Framework Millange, Franck; Walton, Richard I. Israel Journal of Chemistry, Vol. 58, Issue 9-10 https://doi.org/10.1002/ijch.201800084	journal	September 2018
The thermal stability of metal-organic frameworks Healy, Colm; Patil, Komal M.; Wilson, Benjamin H. Coordination Chemistry Reviews, Vol. 419 https://doi.org/10.1016/j.ccr.2020.213388	journal	September 2020
Metal-organic frameworks for C6–C8 hydrocarbon separations Zhang, Zhaoqiang; Peh, Shing Bo; Kang, Chengjun EnergyChem, Vol. 3, Issue 4 https://doi.org/10.1016/j.enchem.2021.100057	journal	July 2021
A simple, robust, and efficient structural model to predict thermal stability of zinc metal-organic frameworks (Zn-MOFs): The QSPR approach Moharramnejad, Mojtaba; Tayebi, Leila; Akbarzadeh, Ali Reza Microporous and Mesoporous Materials, Vol. 336 https://doi.org/10.1016/j.micromeso.2022.111815	journal	May 2022
Adsorptive molecular sieving of linear over branched alkanes using trianglamine host macrocycles for sustainable separation processes Hua, B.; Alimi, L. O.; Zhang, G. Materials Today Chemistry, Vol. 24 https://doi.org/10.1016/j.mtchem.2022.100840	journal	June 2022
Microporous Metal–Organic Frameworks for Adsorptive Separation of C5–C6 Alkane Isomers Wang, Hao; Li, Jing Accounts of Chemical Research, Vol. 52, Issue 7 https://doi.org/10.1021/acs.accounts.8b00658	journal	March 2019
Tailoring Pore Aperture and Structural Defects in Zirconium-Based Metal–Organic Frameworks for Krypton/Xenon Separation Idrees, Karam B.; Chen, Zhijie; Zhang, Xuan Chemistry of Materials, Vol. 32, Issue 9 https://doi.org/10.1021/acs.chemmater.9b05048	journal	February 2020
Effective Separation of Hexane Isomers in the Zr-MIL-140B Metal–Organic Framework Assisted by Applying Mechanical Pressure Zhao, Hengli; Maurin, Guillaume; Ghoufi, Aziz The Journal of Physical Chemistry C, Vol. 126, Issue 5 https://doi.org/10.1021/acs.jpcc.1c10277	journal	January 2022
Flexible Zn-MOF with Rare Underlying scu Topology for Effective Separation of C6 Alkane Isomers Velasco, Ever; Xian, Shikai; Wang, Hao ACS Applied Materials & Interfaces, Vol. 13, Issue 44 https://doi.org/10.1021/acsami.1c08678	journal	July 2021
Highly Stable Zinc-Based Metal–Organic Frameworks and Corresponding Flexible Composites for Removal and Detection of Antibiotics in Water Gai, Shuang; Zhang, Jian; Fan, Ruiqing ACS Applied Materials & Interfaces, Vol. 12, Issue 7 https://doi.org/10.1021/acsami.9b19583	journal	January 2020
Splitting Mono- and Dibranched Alkane Isomers by a Robust Aluminum-Based Metal–Organic Framework Material with Optimal Pore Dimensions Yu, Liang; Dong, Xinglong; Gong, Qihan Journal of the American Chemical Society, Vol. 142, Issue 15 https://doi.org/10.1021/jacs.0c01769	journal	March 2020
Creating Optimal Pockets in a Clathrochelate-Based Metal–Organic Framework for Gas Adsorption and Separation: Experimental and Computational Studies Gong, Wei; Xie, Yi; Pham, Thang Duc Journal of the American Chemical Society, Vol. 144, Issue 8 https://doi.org/10.1021/jacs.2c00011	journal	February 2022
Separation of Aromatic Hydrocarbons in Porous Materials Idrees, Karam B.; Li, Zhao; Xie, Haomiao Journal of the American Chemical Society, Vol. 144, Issue 27 https://doi.org/10.1021/jacs.2c03114	journal	July 2022
Highly Efficient Separation of C8 Aromatic Isomers by Rationally Designed Nonaromatic Metal–Organic Frameworks Zhou, Jingyi; Ke, Tian; Song, Yifei Journal of the American Chemical Society, Vol. 144, Issue 46 https://doi.org/10.1021/jacs.2c10595	journal	November 2022
The Behavior of Flexible MIL-53(Al) upon CH ₄ and CO ₂ Adsorption Boutin, Anne; Coudert, François-Xavier; Springuel-Huet, Marie-Anne The Journal of Physical Chemistry C, Vol. 114, Issue 50 https://doi.org/10.1021/jp108710h	journal	December 2010
Seven chemical separations to change the world Sholl, David S.; Lively, Ryan P. Nature, Vol. 532, Issue 7600 https://doi.org/10.1038/532435a	journal	April 2016
Chemical, thermal and mechanical stabilities of metal–organic frameworks Howarth, Ashlee J.; Liu, Yangyang; Li, Peng Nature Reviews Materials, Vol. 1, Issue 3 https://doi.org/10.1038/natrevmats.2015.18	journal	February 2016
Topologically guided tuning of Zr-MOF pore structures for highly selective separation of C6 alkane isomers Wang, Hao; Dong, Xinglong; Lin, Junzhong Nature Communications, Vol. 9, Issue 1 https://doi.org/10.1038/s41467-018-04152-5	journal	May 2018
Tailoring the separation properties of flexible metal-organic frameworks using mechanical pressure Chanut, Nicolas; Ghoufi, Aziz; Coulet, Marie-Vanessa Nature Communications, Vol. 11, Issue 1 https://doi.org/10.1038/s41467-020-15036-y	journal	March 2020
Potential of microporous metal–organic frameworks for separation of hydrocarbon mixtures Bao, Zongbi; Chang, Ganggang; Xing, Huabin Energy & Environmental Science, Vol. 9, Issue 12 https://doi.org/10.1039/C6EE01886F	journal	January 2016
Energy-efficient separation alternatives: metal–organic frameworks and membranes for hydrocarbon separation Yang, Lifeng; Qian, Siheng; Wang, Xiaobing Chemical Society Reviews, Vol. 49, Issue 15 https://doi.org/10.1039/C9CS00756C	journal	January 2020
Upscale synthesis of a binary pillared layered MOF for hydrocarbon gas storage and separation Bonneau, Mickaele; Lavenn, Christophe; Ginet, Patrick Green Chemistry, Vol. 22, Issue 3 https://doi.org/10.1039/C9GC03561C	journal	January 2020
Are you using the right probe molecules for assessing the textural properties of metal–organic frameworks? Islamoglu, Timur; Idrees, Karam B.; Son, Florencia A. Journal of Materials Chemistry A, Vol. 10, Issue 1 https://doi.org/10.1039/D1TA08021K	journal	January 2022
Separation of Hexane Isomers in a Metal-Organic Framework with Triangular Channels Herm, Z. R.; Wiers, B. M.; Mason, J. A. Science, Vol. 340, Issue 6135, p. 960-964 https://doi.org/10.1126/science.1234071	journal	May 2013

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