Tailor-Made Microporous Metal–Organic Frameworks for the Full Separation of Propane from Propylene Through Selective Size Exclusion

Wang, Hao; Dong, Xinglong; Colombo, Valentina; Wang, Qining; Liu, Yanyao; Liu, Wei; Wang, Xin‐Long; Huang, Xiao‐Ying; Proserpio, Davide M.; Sironi, Angelo; Han, Yu; Li, Jing

doi:10.1002/adma.201805088

Title: Tailor-Made Microporous Metal–Organic Frameworks for the Full Separation of Propane from Propylene Through Selective Size Exclusion

Journal Article · Mon Oct 15 00:00:00 EDT 2018 · Advanced Materials

DOI:https://doi.org/10.1002/adma.201805088· OSTI ID:1609983

Wang, Hao ^[1]; Dong, Xinglong ^[2]; Colombo, Valentina ^[3]; Wang, Qining ^[4]; Liu, Yanyao ^[4]; Liu, Wei ^[5]; Wang, Xin‐Long ^[6]; Huang, Xiao‐Ying ^[7]; Proserpio, Davide M. ^[8]; Sironi, Angelo ^[3]; Han, Yu ^[2];

^[1]

Hoffmann Institute of Advanced Materials (China); Rutgers Univ., Piscataway, NJ (United States)
King Abdullah University of Science and Technology (KAUST), Thuwal (Saudi Arabia)
Univ. degli Studi di Milano (Italy)
Rutgers Univ., Piscataway, NJ (United States)
Hoffmann Institute of Advanced Materials (China)
Northeast Normal University (China)
Chinese Academy of Sciences (CAS), Fujian (China)
Univ. degli Studi di Milano (Italy); Samara State Technical University (Russia). Samara Center for Theoretical Materials Science (SCTMS)

Abstract Adsorptive separation of olefin/paraffin mixtures by porous solids can greatly reduce the energy consumption associated with the currently employed cryogenic distillation technique. Here, the complete separation of propane and propylene by a designer microporous metal–organic framework material is reported. The compound, Y ₆ (OH) ₈ (abtc) ₃ (H ₂ O) ₆ (DMA) ₂ (Y‐abtc, abtc = 3,3′,5,5′‐azobenzene‐tetracarboxylates; DMA = dimethylammonium), is rationally designed through topology‐guided replacement of inorganic building units. Y‐abtc is both thermally and hydrothermally robust, and possesses optimal pore window size for propane/propylene separation. It adsorbs propylene with fast kinetics under ambient temperature and pressure, but fully excludes propane, as a result of selective size exclusion. Multicomponent column breakthrough experiments confirm that polymer‐grade propylene (99.5%) can be obtained by this process, demonstrating its true potential as an alternative sorbent for efficient separation of propane/propylene mixtures.

View Accepted Manuscript (DOE)

View Accepted Manuscript (Publisher)

Cite

Export

Save

Research Organization:: Univ. of Texas at Dallas, Richardson, TX (United States)

Sponsoring Organization:: USDOE Office of Science (SC)

Grant/Contract Number:: FG02-08ER46491; DE‐FG02‐08ER‐46491

OSTI ID:: 1609983

Alternate ID(s):: OSTI ID: 1479537

Journal Information:: Advanced Materials, Vol. 30, Issue 49; ISSN 0935-9648

Publisher:: WileyCopyright Statement

Country of Publication:: United States

Language:: English

Citation Metrics:

Cited by: 183 works

Citation information provided by
Web of Science

References (40)

Kinetic Separation of Propene and Propane in Metal−Organic Frameworks: Controlling Diffusion Rates in Plate-Shaped Crystals via Tuning of Pore Apertures and Crystallite Aspect Ratios Lee, Chang Yeon; Bae, Youn-Sang; Jeong, Nak Cheon Journal of the American Chemical Society, Vol. 133, Issue 14 https://doi.org/10.1021/ja200553m	journal	April 2011
Tunable Rare Earth fcu -MOF Platform: Access to Adsorption Kinetics Driven Gas/Vapor Separations via Pore Size Contraction Xue, Dong-Xu; Belmabkhout, Youssef; Shekhah, Osama Journal of the American Chemical Society, Vol. 137, Issue 15 https://doi.org/10.1021/ja5131403	journal	April 2015
Deconstruction of Crystalline Networks into Underlying Nets: Relevance for Terminology Guidelines and Crystallographic Databases Bonneau, Charlotte; O’Keeffe, Michael; Proserpio, Davide M. Crystal Growth & Design, Vol. 18, Issue 6 https://doi.org/10.1021/acs.cgd.8b00126	journal	May 2018
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
Zr-based metal–organic frameworks: design, synthesis, structure, and applications Bai, Yan; Dou, Yibo; Xie, Lin-Hua Chemical Society Reviews, Vol. 45, Issue 8 https://doi.org/10.1039/C5CS00837A	journal	January 2016
Adsorption Equilibria and Kinetics of Propane and Propylene in Silica Gel Grande, Carlos A.; Rodrigues, Alírio E. Industrial & Engineering Chemistry Research, Vol. 40, Issue 7 https://doi.org/10.1021/ie000901g	journal	April 2001
Efficient kinetic separation of propene and propane using two microporous metal organic frameworks Peng, Junjie; Wang, Hao; Olson, David H. Chemical Communications, Vol. 53, Issue 67 https://doi.org/10.1039/C7CC03529B	journal	January 2017
Hydrocarbon Separations in a Metal-Organic Framework with Open Iron(II) Coordination Sites Bloch, E. D.; Queen, W. L.; Krishna, R. Science, Vol. 335, Issue 6076, p. 1606-1610 https://doi.org/10.1126/science.1217544	journal	March 2012
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
Propane/propylene separation in ion-exchanged zeolite-like metal organic frameworks Demir, Barış; Ahunbay, M. Göktuğ Microporous and Mesoporous Materials, Vol. 198 https://doi.org/10.1016/j.micromeso.2014.07.028	journal	November 2014
Zeolitic Imidazolate Frameworks for Kinetic Separation of Propane and Propene Li, Kunhao; Olson, David H.; Seidel, Jonathan Journal of the American Chemical Society, Vol. 131, Issue 30 https://doi.org/10.1021/ja9039983	journal	August 2009
Microporous Metal-Organic Frameworks for Gas Separation Li, Bin; Wang, Hailong; Chen, Banglin Chemistry - An Asian Journal, Vol. 9, Issue 6 https://doi.org/10.1002/asia.201400031	journal	March 2014
Propane/Propene Separation by SBA-15 and π-Complexated Ag-SBA-15 Grande, Carlos A.; Firpo, Norberto; Basaldella, Elena Adsorption, Vol. 11, Issue S1 https://doi.org/10.1007/s10450-005-6022-4	journal	July 2005
One-of-a-kind: a microporous metal–organic framework capable of adsorptive separation of linear, mono- and di-branched alkane isomers via temperature- and adsorbate-dependent molecular sieving Wang, Hao; Dong, Xinglong; Velasco, Ever Energy & Environmental Science, Vol. 11, Issue 5 https://doi.org/10.1039/C8EE00459E	journal	January 2018
Propane/propylene separation by pressure swing adsorption: sorbent comparison and multiplicity of cyclic steady states Rege, Salil U.; Yang, Ralph T. Chemical Engineering Science, Vol. 57, Issue 7 https://doi.org/10.1016/S0009-2509(01)00440-7	journal	April 2002
Applied Topological Analysis of Crystal Structures with the Program Package ToposPro Blatov, Vladislav A.; Shevchenko, Alexander P.; Proserpio, Davide M. Crystal Growth & Design, Vol. 14, Issue 7 https://doi.org/10.1021/cg500498k	journal	May 2014
Ultra-Tuning of the Rare-Earth fcu-MOF Aperture Size for Selective Molecular Exclusion of Branched Paraffins Assen, Ayalew H.; Belmabkhout, Youssef; Adil, Karim Angewandte Chemie International Edition, Vol. 54, Issue 48 https://doi.org/10.1002/anie.201506345	journal	October 2015
Gas/vapour separation using ultra-microporous metal–organic frameworks: insights into the structure/separation relationship Adil, Karim; Belmabkhout, Youssef; Pillai, Renjith S. Chemical Society Reviews, Vol. 46, Issue 11 https://doi.org/10.1039/C7CS00153C	journal	January 2017
Versatile rare earth hexanuclear clusters for the design and synthesis of highly-connected ftw -MOFs Luebke, Ryan; Belmabkhout, Youssef; Weseliński, Łukasz J. Chemical Science, Vol. 6, Issue 7 https://doi.org/10.1039/C5SC00614G	journal	January 2015
Reticular synthesis and the design of new materials Yaghi, Omar M.; O'Keeffe, Michael; Ockwig, Nathan W. Nature, Vol. 423, Issue 6941, p. 705-714 https://doi.org/10.1038/nature01650	journal	June 2003
Beyond Equilibrium: Metal–Organic Frameworks for Molecular Sieving and Kinetic Gas Separation Wang, Yuxiang; Zhao, Dan Crystal Growth & Design, Vol. 17, Issue 5 https://doi.org/10.1021/acs.cgd.7b00287	journal	April 2017
Comparing SiCHA and 4A Zeolite for Propylene/Propane Separation using a Surrogate-Based Simulation/Optimization Approach Khalighi, Mona; Karimi, I. A.; Farooq, S. Industrial & Engineering Chemistry Research, Vol. 53, Issue 44 https://doi.org/10.1021/ie404392j	journal	August 2014
Propylene/propane mixture adsorption on faujasite sorbents van Miltenburg, Arjen; Gascon, Jorge; Zhu, Weidong Adsorption, Vol. 14, Issue 2-3 https://doi.org/10.1007/s10450-007-9101-x	journal	January 2008
Propylene/Propane Separation Using SiCHA Khalighi, Mona; Chen, Y. F.; Farooq, S. Industrial & Engineering Chemistry Research, Vol. 52, Issue 10 https://doi.org/10.1021/ie3026955	journal	February 2013
An Ideal Molecular Sieve for Acetylene Removal from Ethylene with Record Selectivity and Productivity Li, Bin; Cui, Xili; O'Nolan, Daniel Advanced Materials, Vol. 29, Issue 47 https://doi.org/10.1002/adma.201704210	journal	November 2017
Propylene/Propane Mixture Separation Characteristics and Stability of Carbon Molecular Sieve Membranes Ma, Xiaoli; Williams, Suzanne; Wei, Xiaotong Industrial & Engineering Chemistry Research, Vol. 54, Issue 40 https://doi.org/10.1021/acs.iecr.5b02721	journal	September 2015
Selective gas adsorption and separation in metal–organic frameworks Li, Jian-Rong; Kuppler, Ryan J.; Zhou, Hong-Cai Chemical Society Reviews, Vol. 38, Issue 5, p. 1477-1504 https://doi.org/10.1039/b802426j	journal	January 2009
A metal-organic framework-based splitter for separating propylene from propane Cadiau, A.; Adil, K.; Bhatt, P. M. Science, Vol. 353, Issue 6295 https://doi.org/10.1126/science.aaf6323	journal	July 2016
Discovery and introduction of a (3,18)-connected net as an ideal blueprint for the design of metal–organic frameworks Guillerm, Vincent; Weseliński, Łukasz J.; Belmabkhout, Youssef Nature Chemistry, Vol. 6, Issue 8 https://doi.org/10.1038/nchem.1982	journal	June 2014
The Chemistry and Applications of Metal-Organic Frameworks Furukawa, H.; Cordova, K. E.; O'Keeffe, M. Science, Vol. 341, Issue 6149, p. 1230444-1230444 https://doi.org/10.1126/science.1230444	journal	August 2013
Topology meets MOF chemistry for pore-aperture fine tuning: ftw -MOF platform for energy-efficient separations via adsorption kinetics or molecular sieving Xue, Dong-Xu; Cadiau, Amandine; Weseliński, Łukasz J. Chemical Communications, Vol. 54, Issue 49 https://doi.org/10.1039/C8CC03841D	journal	January 2018
Indexing of powder diffraction patterns by iterative use of singular value decomposition Coelho, A. A. Journal of Applied Crystallography, Vol. 36, Issue 1 https://doi.org/10.1107/S0021889802019878	journal	January 2003
Adsorption Equilibria and Kinetics for Propylene and Propane over 13X and 4A Zeolite Pellets Da Silva, Francisco A.; Rodrigues, Alírio E. Industrial & Engineering Chemistry Research, Vol. 38, Issue 5 https://doi.org/10.1021/ie980640z	journal	May 1999
Adsorption Kinetics of Propane and Propylene in Zeolite 4A Grande, C. A.; Rodrigues, A. E. Chemical Engineering Research and Design, Vol. 82, Issue 12 https://doi.org/10.1205/cerd.82.12.1604.58029	journal	December 2004
Grid-Type Metal Ion Architectures: Functional Metallosupramolecular Arrays Ruben, Mario; Rojo, Javier; Romero-Salguero, Francisco J. Angewandte Chemie International Edition, Vol. 43, Issue 28 https://doi.org/10.1002/anie.200300636	journal	July 2004
Gas-phase simulated moving bed: Propane/propylene separation on 13X zeolite Martins, Vanessa F. D.; Ribeiro, Ana M.; Plaza, Marta G. Journal of Chromatography A, Vol. 1423 https://doi.org/10.1016/j.chroma.2015.10.038	journal	December 2015
Sensing and capture of toxic and hazardous gases and vapors by metal–organic frameworks Wang, Hao; Lustig, William P.; Li, Jing Chemical Society Reviews, Vol. 47, Issue 13 https://doi.org/10.1039/C7CS00885F	journal	January 2018
Selective adsorption of ethylene over ethane and propylene over propane in the metal–organic frameworks M2(dobdc) (M = Mg, Mn, Fe, Co, Ni, Zn) Geier, Stephen J.; Mason, Jarad A.; Bloch, Eric D. Chemical Science, Vol. 4, Issue 5 https://doi.org/10.1039/c3sc00032j	journal	January 2013
Molecular sieve sorbents for kinetic separation of propane/propylene Padin, Joel; Rege, Salil U.; Yang, Ralph T. Chemical Engineering Science, Vol. 55, Issue 20 https://doi.org/10.1016/S0009-2509(00)00099-3	journal	October 2000
Ultra-Tuning of the Rare-Earth fcu-MOF Aperture Size for Selective Molecular Exclusion of Branched Paraffins Assen, Ayalew H.; Belmabkhout, Youssef; Adil, Karim Angewandte Chemie, Vol. 127, Issue 48 https://doi.org/10.1002/ange.201506345	journal	October 2015

Cited By (21)

Metal–Organic Framework Materials for the Separation and Purification of Light Hydrocarbons Cui, Wen‐Gang; Hu, Tong‐Liang; Bu, Xian‐He Advanced Materials, Vol. 32, Issue 3 https://doi.org/10.1002/adma.201806445	journal	May 2019
A Chemically Stable Hofmann‐Type Metal−Organic Framework with Sandwich‐Like Binding Sites for Benchmark Acetylene Capture Pei, Jiyan; Shao, Kai; Wang, Jia‐Xin Advanced Materials https://doi.org/10.1002/adma.201908275	journal	May 2020
Boosting Ethylene/Ethane Separation within Copper(I)‐Chelated Metal–Organic Frameworks through Tailor‐Made Aperture and Specific π‐Complexation Zhang, Ling; Li, Libo; Hu, Enlai Advanced Science, Vol. 7, Issue 2 https://doi.org/10.1002/advs.201901918	journal	November 2019
Efficient adsorptive separation of propene over propane through a pillar‐layer cobalt‐based metal–organic framework Wu, Houxiao; Yuan, Yinuo; Chen, Yongwei AIChE Journal, Vol. 66, Issue 4 https://doi.org/10.1002/aic.16858	journal	November 2019
Selective Aerobic Oxidation of a Metal–Organic Framework Boosts Thermodynamic and Kinetic Propylene/Propane Selectivity Wang, Yu; Huang, Ning‐Yu; Zhang, Xue‐Wen Angewandte Chemie, Vol. 131, Issue 23 https://doi.org/10.1002/ange.201902209	journal	May 2019
A Microporous Metal‐Organic Framework Supramolecularly Assembled from a Cu ^II Dodecaborate Cluster Complex for Selective Gas Separation Zhang, Yuanbin; Yang, Lifeng; Wang, Lingyao Angewandte Chemie, Vol. 131, Issue 24 https://doi.org/10.1002/ange.201903600	journal	May 2019
In Situ Generation and Stabilization of Accessible Cu/Cu ₂ O Heterojunctions inside Organic Frameworks for Highly Efficient Catalysis Chen, Kai; Ling, Jia‐Long; Wu, Chuan‐De Angewandte Chemie, Vol. 132, Issue 5 https://doi.org/10.1002/ange.201913811	journal	December 2019
A Microporous Metal-Organic Framework Supramolecularly Assembled from a Cu ^II Dodecaborate Cluster Complex for Selective Gas Separation Zhang, Yuanbin; Yang, Lifeng; Wang, Lingyao Angewandte Chemie International Edition, Vol. 58, Issue 24 https://doi.org/10.1002/anie.201903600	journal	May 2019
Molecular Encapsulation of Trimeric Chromium Carboxylate Clusters in Metal–Organic Frameworks and Propylene Sorption Sivan, Sanil E.; Lee, Minhui; Lee, Su‐Kyung Chemistry – A European Journal, Vol. 25, Issue 56 https://doi.org/10.1002/chem.201902249	journal	August 2019
Adsorptive Separation of Acetylene from Ethylene in Isostructural Gallate‐Based Metal–Organic Frameworks Wang, Jiawei; Li, Liangying; Guo, Lidong Chemistry – A European Journal, Vol. 25, Issue 68 https://doi.org/10.1002/chem.201903952	journal	December 2019
A metal–organic framework with suitable pore size and dual functionalities for highly efficient post-combustion CO ₂ capture Wen, Hui-Min; Liao, Caijun; Li, Libo Journal of Materials Chemistry A, Vol. 7, Issue 7 https://doi.org/10.1039/c8ta11596f	journal	January 2019
A novel interpenetrated anion-pillared porous material with high water tolerance afforded efficient C ₂ H ₂ /C ₂ H ₄ separation Yang, Lifeng; Jin, Anye; Ge, Lisha Chemical Communications, Vol. 55, Issue 34 https://doi.org/10.1039/c9cc00976k	journal	January 2019
Conformation-induced separation of 3-chloropropene from 1-chloropropane through nanoporous monolayer graphenes Xu, Yinxiang; Zhang, Yujia; Wang, Steven Physical Chemistry Chemical Physics, Vol. 21, Issue 9 https://doi.org/10.1039/c9cp00137a	journal	January 2019
Enhancing C ₂ H ₂ /C ₂ H ₄ separation by incorporating low-content sodium in covalent organic frameworks Tao, Yuan; Krishna, Rajamani; Yang, Li Xiao Inorganic Chemistry Frontiers, Vol. 6, Issue 10 https://doi.org/10.1039/c9qi00922a	journal	January 2019
Olefin/paraffin separation through membranes: from mechanisms to critical materials Hou, Junjun; Liu, Pengchao; Jiang, Meihuizi Journal of Materials Chemistry A, Vol. 7, Issue 41 https://doi.org/10.1039/c9ta06329c	journal	January 2019
“Induced-Fit Suction” effect: a booster for biofuel storage and separation Li, He; Guo, Fangyuan; Hu, Jun Journal of Materials Chemistry A, Vol. 7, Issue 39 https://doi.org/10.1039/c9ta06723j	journal	January 2019
A temperature-responsive smart molecular gate in a metal–organic framework for task-specific gas separation Tan, Qiang; Huang, Hongliang; Peng, Yaguang Journal of Materials Chemistry A, Vol. 7, Issue 46 https://doi.org/10.1039/c9ta08283b	journal	January 2019
Construction of a thiourea-based metal–organic framework with open Ag + sites for the separation of propene/propane mixtures Chang, Zhiduo; Lin, Rui-Biao; Ye, Yingxiang Journal of Materials Chemistry A, Vol. 7, Issue 44 https://doi.org/10.1039/c9ta08614e	journal	January 2019
In Situ Generation and Stabilization of Accessible Cu/Cu ₂ O Heterojunctions inside Organic Frameworks for Highly Efficient Catalysis Chen, Kai; Ling, Jia‐Long; Wu, Chuan‐De Angewandte Chemie International Edition, Vol. 59, Issue 5 https://doi.org/10.1002/anie.201913811	journal	January 2020
Current Status of Microporous Metal–Organic Frameworks for Hydrocarbon Separations Pei, Jiyan; Shao, Kai; Zhang, Ling Topics in Current Chemistry, Vol. 377, Issue 6 https://doi.org/10.1007/s41061-019-0257-0	journal	October 2019
Fine-Tuning the Pore Environment of the Microporous Cu-MOF for High Propylene Storage and Efficient Separation of Light Hydrocarbons Fan, Weidong; Wang, Xia; Zhang, Xiurong ACS Central Science, Vol. 5, Issue 7 https://doi.org/10.1021/acscentsci.9b00423	journal	June 2019

Similar Records

Adaptive Pore Opening to Form Tailored Adsorption Sites in a Cooperatively Flexible Framework Enables Record Inverse Propane/Propylene Separation

Journal Article · Fri Sep 29 00:00:00 EDT 2023 · Journal of the American Chemical Society · OSTI ID:1609983

Klein, Ryan A.; Bingel, Lukas W.; Halder, Arijit; +7 more

Selective Carbon Dioxide Adsorption by Two Robust Microporous Coordination Polymers

Journal Article · Wed Nov 23 00:00:00 EST 2016 · Inorganic Chemistry · OSTI ID:1609983

An, Litao; Wang, Hao; Teat, Simon J.; +4 more

Tuning Metal–Organic Framework (MOF) Topology by Regulating Ligand and Secondary Building Unit (SBU) Geometry: Structures Built on 8-Connected M₆ (M = Zr, Y) Clusters and a Flexible Tetracarboxylate for Propane-Selective Propane/Propylene Separation

Journal Article · Tue Nov 01 00:00:00 EDT 2022 · Journal of the American Chemical Society · OSTI ID:1609983

Li, Xingyu; Liu, Jiaqi; Zhou, Kang; +5 more

Related Subjects

36 MATERIALS SCIENCE
chemistry
science & technology
materials science
physics
metal-organic frameworks
adsorbent
adsorptive separation
olefin/paraffin separation
molecular sieving

CCDC 1853121: Experimental Crystal Structure Determination Hao, Wang, https://doi.org/10.5517/ccdc.csd.cc206b3p The current record is supplemented by this dataset	dataset	January 2018
CCDC 1856158: Experimental Crystal Structure Determination Wang, Hao; Dong, Xinglong; Colombo, Valentina https://doi.org/10.5517/ccdc.csd.cc209h2x The current record is supplemented by this dataset	dataset	January 2018

Title: Tailor-Made Microporous Metal–Organic Frameworks for the Full Separation of Propane from Propylene Through Selective Size Exclusion

Citation Formats

References (40)

Cited By (21)

Linked Research (2)

Similar Records

Related Subjects