Metal-organic frameworks for aromatic hydrocarbon separations

Long, Jeffrey R.; Bloch, Eric D.; Kapelewski, Matthew; Gonzalez, Miguel Carlos I.

Metal-organic frameworks for aromatic hydrocarbon separations

Patent · Mon Nov 05 23:00:00 EST 2018

OSTI ID:1493306

Long, Jeffrey R.; Bloch, Eric D.; Kapelewski, Matthew; Gonzalez, Miguel Carlos I.

The disclosure provides for metal organic frameworks (MOFs) that are selective adsorbents for aromatic hydrocarbons, devices comprising the MOFs thereof, and methods using the MOFS thereof for separating and/or storing aromatic hydrocarbons.

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Research Organization:: The Regents of the University of California, Oakland, CA (United States)

Sponsoring Organization:: USDOE

DOE Contract Number:: SC0001015

Assignee:: The Regents of the University of California (Oakland, CA)

Patent Number(s):: 10,118,877

Application Number:: 14/957,494

OSTI ID:: 1493306

Country of Publication:: United States

Language:: English

References (78)

A Crystalline Mesoporous Coordination Copolymer with High Microporosity Koh, Kyoungmoo; Wong-Foy, Antek G.; Matzger, Adam J. Angewandte Chemie, Vol. 120, Issue 4, p. 689-692 https://doi.org/10.1002/ange.200705020	journal	January 2008
A High-Throughput Investigation of the Role of pH, Temperature, Concentration, and Time on the Synthesis of Hybrid Inorganic-Organic Materials Forster, Paul M.; Stock, Norbert; Cheetham, Anthony K. Angewandte Chemie International Edition, Vol. 44, Issue 46, p. 7608-7611 https://doi.org/10.1002/anie.200501766	journal	November 2005
Tandem Modification of Metal–Organic Frameworks by a Postsynthetic Approach Wang, Zhenqiang; Cohen, Seth M. Angewandte Chemie International Edition, Vol. 47, Issue 25, p. 4699-4702 https://doi.org/10.1002/anie.200800686	journal	June 2008
Post-Synthetic Modification of Tagged Metal-Organic Frameworks Burrows, Andrew D.; Frost, Christopher G.; Mahon, Mary F. Angewandte Chemie International Edition, Vol. 47, Issue 44, p. 8482-8486 https://doi.org/10.1002/anie.200802908	journal	October 2008
Metal-Organic Frameworks Incorporating Copper-Complexed Rotaxanes Coskun, Ali; Hmadeh, Mohamad; Barin, Gokhan Angewandte Chemie International Edition, Vol. 51, Issue 9, p. 2160-2163 https://doi.org/10.1002/anie.201107873	journal	January 2012
Reversible Interpenetration in a Metal-Organic Framework Triggered by Ligand Removal and Addition Choi, Sang Beom; Furukawa, Hiroyasu; Nam, Hye Jin Angewandte Chemie International Edition, Vol. 51, Issue 35, p. 8791-8795 https://doi.org/10.1002/anie.201202925	journal	July 2012
Solvent-Assisted Linker Exchange: An Alternative to the De Novo Synthesis of Unattainable Metal-Organic Frameworks Karagiaridi, Olga; Bury, Wojciech; Mondloch, Joseph E. Angewandte Chemie International Edition, Vol. 53, Issue 18 https://doi.org/10.1002/anie.201306923	journal	March 2014
Porous, Conductive Metal-Triazolates and Their Structural Elucidation by the Charge-Flipping Method Gándara, Felipe; Uribe-Romo, Fernando J.; Britt, David K. Chemistry - A European Journal, Vol. 18, Issue 34, p. 10595-10601 https://doi.org/10.1002/chem.201103433	journal	June 2012
Chemical Modification of a Bridging Ligand Inside a Metal–Organic Framework while Maintaining the 3D Structure (Eur. J. Inorg. Chem. 10/2008) Costa, José Sánchez; Gamez, Patrick; Black, Cory A. European Journal of Inorganic Chemistry, Vol. 2008, Issue 10, p. 1539-1539 https://doi.org/10.1002/ejic.200890023	journal	April 2008
Homocoupling of Arylboronic Acids Catalyzed by 1,10-Phenanthroline-Ligated Copper Complexes in Air Kirai, Naohiro; Yamamoto, Yoshihiko European Journal of Organic Chemistry, Vol. 2009, Issue 12, p. 1864-1867 https://doi.org/10.1002/ejoc.200900173	journal	March 2009
Preparation of Single Crystals of Coordination Solids in Silica Gels: Synthesis and Structure of Cu^II(1,4-C₄H₄N₂)(C₄O₄)(OH₂)₄ Yaghi, O. M.; Li, Guangming; Groy, T. L. Journal of Solid State Chemistry, Vol. 117, Issue 2, p. 256-260 https://doi.org/10.1006/jssc.1995.1271	journal	July 1995
Framework mobility in the metal–organic framework crystal IRMOF-3: Evidence for aromatic ring and amine rotation Morris, William; Taylor, R. E.; Dybowski, C. Journal of Molecular Structure, Vol. 1004, Issue 1-3, p. 94-101 https://doi.org/10.1016/j.molstruc.2011.07.037	journal	October 2011
Metal-organic frameworks based on iron oxide octahedral chains connected by benzenedicarboxylate dianions Whitfield, Tabatha R.; Wang, Xiqu; Liu, Lumei Solid State Sciences, Vol. 7, Issue 9, p. 1096-1103 https://doi.org/10.1016/j.solidstatesciences.2005.03.007	journal	September 2005
In Situ Hydrothermal Growth of Metal−Organic Framework 199 Films on Stainless Steel Fibers for Solid-Phase Microextraction of Gaseous Benzene Homologues Cui, Xiao-Yan; Gu, Zhi-Yuan; Jiang, Dong-Qing Analytical Chemistry, Vol. 81, Issue 23, p. 9771-9777 https://doi.org/10.1021/ac901663x	journal	December 2009
Four Novel Three-Dimensional Triazole-Based Zinc(II) Metal−Organic Frameworks Controlled by the Spacers of Dicarboxylate Ligands: Hydrothermal Synthesis, Crystal Structure, and Luminescence Properties Yang, En-Cui; Zhao, Hong-Kun; Ding, Bin Crystal Growth & Design, Vol. 7, Issue 10, p. 2009-2015 https://doi.org/10.1021/cg070356n	journal	October 2007
Facile Synthesis of a Highly Crystalline, Covalently Linked Porous Boronate Network Tilford, R. William; Gemmill, William R.; zur Loye, Hans-Conrad Chemistry of Materials, Vol. 18, Issue 22, p. 5296-5301 https://doi.org/10.1021/cm061177g	journal	October 2006
Characterization of a New Porous Pt-Containing Metal-Organic Framework Containing Potentially Catalytically Active Sites: Local Electronic Structure at the Metal Centers Szeto, Kai Chung; Prestipino, Carmelo; Lamberti, Carlo Chemistry of Materials, Vol. 19, Issue 2, p. 211-220 https://doi.org/10.1021/cm0616432	journal	January 2007
Adsorption of Harmful Organic Vapors by Flexible Hydrophobic Bis-pyrazolate Based MOFs Galli, S.; Masciocchi, N.; Colombo, V. Chemistry of Materials, Vol. 22, Issue 5, p. 1664-1672 https://doi.org/10.1021/cm902899t	journal	March 2010
Deconstructing the Crystal Structures of Metal–Organic Frameworks and Related Materials into Their Underlying Nets O’Keeffe, Michael; Yaghi, Omar M. Chemical Reviews, Vol. 112, Issue 2, p. 675-702 https://doi.org/10.1021/cr200205j	journal	September 2011
Introduction to Metal–Organic Frameworks Zhou, Hong-Cai; Long, Jeffrey R.; Yaghi, Omar M. Chemical Reviews, Vol. 112, Issue 2, p. 673-674 https://doi.org/10.1021/cr300014x	journal	September 2011
Photoluminescent Metal−Organic Polymer Constructed from Trimetallic Clusters and Mixed Carboxylates Chen, Wei; Wang, Jia-Yu; Chen, Cheng Inorganic Chemistry, Vol. 42, Issue 4, p. 944-946 https://doi.org/10.1021/ic025871j	journal	February 2003
Novel Eclipsed 2D Cadmium(II) Coordination Polymers with Open-Channel Structure Constructed from Terephthalate and 3-(2-Pyridyl)pyrazole: Crystal Structures, Emission Properties, and Inclusion of Guest Molecules Zou, Ru-Qiang; Bu, Xian-He; Zhang, Ruo-Hua Inorganic Chemistry, Vol. 43, Issue 17, p. 5382-5386 https://doi.org/10.1021/ic049625e	journal	August 2004
Isoreticular Expansion of Metal–Organic Frameworks with Triangular and Square Building Units and the Lowest Calculated Density for Porous Crystals Furukawa, Hiroyasu; Go, Yong Bok; Ko, Nakeun Inorganic Chemistry, Vol. 50, Issue 18, p. 9147-9152 https://doi.org/10.1021/ic201376t	journal	September 2011
Isomers of Metal–Organic Complex Arrays Fracaroli, Alejandro M.; Tashiro, Kentaro; Yaghi, Omar M. Inorganic Chemistry, Vol. 51, Issue 12, p. 6437-6439 https://doi.org/10.1021/ic300744x	journal	June 2012
Synthesis, Structure, and Metalation of Two New Highly Porous Zirconium Metal–Organic Frameworks Morris, William; Volosskiy, Boris; Demir, Selcuk Inorganic Chemistry, Vol. 51, Issue 12, p. 6443-6445 https://doi.org/10.1021/ic300825s	journal	June 2012
Concomitant Formation of N-Heterocyclic Carbene−Copper Complexes within a Supramolecular Network in the Self-Assembly of Imidazolium Dicarboxylate with Metal Ions Chun, Jiseul; Jung, Il Gu; Kim, Hae Jin Inorganic Chemistry, Vol. 48, Issue 14, p. 6353-6355 https://doi.org/10.1021/ic900846s	journal	July 2009
Synthesis of a Zinc(II) Imidazolium Dicarboxylate Ligand Metal−Organic Framework (MOF): a Potential Precursor to MOF-Tethered N-Heterocyclic Carbene Compounds Crees, Rachel S.; Cole, Marcus L.; Hanton, Lyall R. Inorganic Chemistry, Vol. 49, Issue 4, p. 1712-1719 https://doi.org/10.1021/ic9021118	journal	February 2010
Postsynthetic Covalent Modification of a Neutral Metal−Organic Framework Wang, Zhenqiang; Cohen, Seth M. Journal of the American Chemical Society, Vol. 129, Issue 41, p. 12368-12369 https://doi.org/10.1021/ja074366o	journal	October 2007
Reticular Synthesis of Microporous and Mesoporous 2D Covalent Organic Frameworks Côté, Adrien P.; El-Kaderi, Hani M.; Furukawa, Hiroyasu Journal of the American Chemical Society, Vol. 129, Issue 43, p. 12914-12915 https://doi.org/10.1021/ja0751781	journal	October 2007
A Metal−Organic Framework with Covalently Bound Organometallic Complexes Oisaki, Kounosuke; Li, Qiaowei; Furukawa, Hiroyasu Journal of the American Chemical Society, Vol. 132, Issue 27, p. 9262-9264 https://doi.org/10.1021/ja103016y	journal	July 2010
A Multiunit Catalyst with Synergistic Stability and Reactivity: A Polyoxometalate–Metal Organic Framework for Aerobic Decontamination Song, Jie; Luo, Zhen; Britt, David K. Journal of the American Chemical Society, Vol. 133, Issue 42, p. 16839-16846 https://doi.org/10.1021/ja203695h	journal	October 2011
Strong and Reversible Binding of Carbon Dioxide in a Green Metal–Organic Framework Gassensmith, Jeremiah J.; Furukawa, Hiroyasu; Smaldone, Ronald A. Journal of the American Chemical Society, Vol. 133, Issue 39, p. 15312-15315 https://doi.org/10.1021/ja206525x	journal	October 2011
Capture of Carbon Dioxide from Air and Flue Gas in the Alkylamine-Appended Metal–Organic Framework mmen-Mg₂(dobpdc) McDonald, Thomas M.; Lee, Woo Ram; Mason, Jarad A. Journal of the American Chemical Society, Vol. 134, Issue 16, p. 7056-7065 https://doi.org/10.1021/ja300034j	journal	April 2012
Water Adsorption in Porous Metal–Organic Frameworks and Related Materials Furukawa, Hiroyasu; Gándara, Felipe; Zhang, Yue-Biao Journal of the American Chemical Society, Vol. 136, Issue 11, p. 4369-4381 https://doi.org/10.1021/ja500330a	journal	March 2014
High Methane Storage Capacity in Aluminum Metal–Organic Frameworks Gándara, Felipe; Furukawa, Hiroyasu; Lee, Seungkyu Journal of the American Chemical Society, Vol. 136, Issue 14, p. 5271-5274 https://doi.org/10.1021/ja501606h	journal	February 2014
Metal–Organic Frameworks with Precisely Designed Interior for Carbon Dioxide Capture in the Presence of Water Fracaroli, Alejandro M.; Furukawa, Hiroyasu; Suzuki, Mitsuharu Journal of the American Chemical Society, Vol. 136, Issue 25, p. 8863-8866 https://doi.org/10.1021/ja503296c	journal	June 2014
“Clickable” Metal−Organic Framework Goto, Yuta; Sato, Hiroki; Shinkai, Seiji Journal of the American Chemical Society, Vol. 130, Issue 44, p. 14354-14355 https://doi.org/10.1021/ja7114053	journal	November 2008
Role of Exposed Metal Sites in Hydrogen Storage in MOFs Vitillo, Jenny G.; Regli, Laura; Chavan, Sachin Journal of the American Chemical Society, Vol. 130, Issue 26, p. 8386-8396 https://doi.org/10.1021/ja8007159	journal	July 2008
Systematic Functionalization of a Metal−Organic Framework via a Postsynthetic Modification Approach Tanabe, Kristine K.; Wang, Zhenqiang; Cohen, Seth M. Journal of the American Chemical Society, Vol. 130, Issue 26, p. 8508-8517 https://doi.org/10.1021/ja801848j	journal	July 2008
Covalent Organic Frameworks as Exceptional Hydrogen Storage Materials Han, Sang Soo; Furukawa, Hiroyasu; Yaghi, Omar M. Journal of the American Chemical Society, Vol. 130, Issue 35, p. 11580-11581 https://doi.org/10.1021/ja803247y	journal	September 2008
Noncovalently Netted, Photoconductive Sheets with Extremely High Carrier Mobility and Conduction Anisotropy from Triphenylene-Fused Metal Trigon Conjugates Chen, Long; Kim, Jangbae; Ishizuka, Tomoya Journal of the American Chemical Society, Vol. 131, Issue 21, p. 7287-7292 https://doi.org/10.1021/ja901357h	journal	June 2009
Storage of Hydrogen, Methane, and Carbon Dioxide in Highly Porous Covalent Organic Frameworks for Clean Energy Applications Furukawa, Hiroyasu; Yaghi, Omar M. Journal of the American Chemical Society, Vol. 131, Issue 25, p. 8875-8883 https://doi.org/10.1021/ja9015765	journal	July 2009
Strong CO₂ Binding in a Water-Stable, Triazolate-Bridged Metal−Organic Framework Functionalized with Ethylenediamine Demessence, Aude; D’Alessandro, Deanna M.; Foo, Maw Lin Journal of the American Chemical Society, Vol. 131, Issue 25, p. 8784-8786 https://doi.org/10.1021/ja903411w	journal	July 2009
Selective Bifunctional Modification of a Non-catenated Metal−Organic Framework Material via “Click” Chemistry Gadzikwa, Tendai; Farha, Omar K.; Malliakas, Christos D. Journal of the American Chemical Society, Vol. 131, Issue 38, p. 13613-13615 https://doi.org/10.1021/ja904189d	journal	September 2009
Metal−Organic Frameworks As Templates for Nanoscale NaAlH₄ Bhakta, Raghunandan K.; Herberg, Julie L.; Jacobs, Benjamin Journal of the American Chemical Society, Vol. 131, Issue 37, p. 13198-13199 https://doi.org/10.1021/ja904431x	journal	September 2009
Role of Copper Species in the Oxidative Dimerization of Arylboronic Acids: Synthesis of Symmetrical Biaryls Demir, Ayhan S.; Reis, Ömer; Emrullahoglu, Mustafa The Journal of Organic Chemistry, Vol. 68, Issue 26, p. 10130-10134 https://doi.org/10.1021/jo034680a	journal	December 2003
A Thermally Stable Pt/Y-Based Metal−Organic Framework: Exploring the Accessibility of the Metal Centers with Spectroscopic Methods Using H₂O, CH₃OH, and CH₃CN as Probes Szeto, Kai Chung; Lillerud, Karl Petter; Tilset, Mats The Journal of Physical Chemistry B, Vol. 110, Issue 43, p. 21509-21520 https://doi.org/10.1021/jp0634611	journal	November 2006
Adsorption Mechanism and Uptake of Methane in Covalent Organic Frameworks: Theory and Experiment Mendoza-Cortés, José L.; Han, Sang Soo; Furukawa, Hiroyasu The Journal of Physical Chemistry A, Vol. 114, Issue 40, p. 10824-10833 https://doi.org/10.1021/jp1044139	journal	October 2010
Hydrogen Storage in New Metal–Organic Frameworks Tranchemontagne, David J.; Park, Kyo Sung; Furukawa, Hiroyasu The Journal of Physical Chemistry C, Vol. 116, Issue 24, p. 13143-13151 https://doi.org/10.1021/jp302356q	journal	June 2012
Cu₂O: A Versatile Reagent for Base-Free Direct Synthesis of NHC-Copper Complexes and Decoration of 3D-MOF with Coordinatively Unsaturated NHC-Copper Species Chun, Jiseul; Lee, Han Sol; Jung, Il Gu Organometallics, Vol. 29, Issue 7, p. 1518-1521 https://doi.org/10.1021/om900768w	journal	April 2010
A large-cavity zeolite with wide pore windows and potential as an oil refining catalyst Corma, Avelino; Díaz-Cabañas, María J.; Martínez-Triguero, Joaquín Nature, Vol. 418, Issue 6897, p. 514-517 https://doi.org/10.1038/nature00924	journal	August 2002
Homogeneous and heterogenized Au(III) Schiff base-complexes as selective and general catalysts for self-coupling of aryl boronic acids González-Arellano, C.; Corma, A.; Iglesias, M. Chemical Communications, Vol. 0, Issue 15, p. 1990-1992 https://doi.org/10.1039/B418897G	journal	January 2005
Covalent modification of a metal–organic framework with isocyanates: probing substrate scope and reactivity Dugan, Emily; Wang, Zhenqiang; Okamura, Marilyn Chemical Communications, Vol. 0, Issue 29, p. 3366-3368 https://doi.org/10.1039/B806150E	journal	January 2008
Application of metal–organic frameworks with coordinatively unsaturated metal sites in storage and separation of methane and carbon dioxide Dietzel, Pascal D. C.; Besikiotis, Vasileios; Blom, Richard Journal of Materials Chemistry, Vol. 19, Issue 39, p. 7362-7370 https://doi.org/10.1039/B911242A	journal	January 2009
Evaluating metal–organic frameworks for natural gas storage Mason, Jarad A.; Veenstra, Mike; Long, Jeffrey R. Chemical Science, Vol. 5, Issue 1, p. 32-51 https://doi.org/10.1039/C3SC52633J	journal	January 2014
Tuning the structure and function of metal–organic frameworks via linker design Lu, Weigang; Wei, Zhangwen; Gu, Zhi-Yuan Chem. Soc. Rev., Vol. 43, Issue 16 https://doi.org/10.1039/C4CS00003J	journal	January 2014
Zeolitic imidazolate framework materials: recent progress in synthesis and applications Chen, Binling; Yang, Zhuxian; Zhu, Yanqiu Journal of Materials Chemistry A, Vol. 2, Issue 40, p. 16811-16831 https://doi.org/10.1039/C4TA02984D	journal	January 2014
Nanoporous three-dimensional networks topologically related to Cooperite from the self-assembly of copper(I) centres and the "‘square-planar’' building block 1,2,4,5-tetracyanobenzene Carlucci, Lucia; Ciani, Gianfranco; W.v. Gudenberg, Dorothea New Journal of Chemistry, Vol. 23, Issue 4, p. 397-402 https://doi.org/10.1039/a809144g	journal	January 1999
Direction of unusual mixed-ligand metal–organic frameworks: a new type of 3-D polythreading involving 1-D and 2-D structural motifs and a 2-fold interpenetrating porous network Du, Miao; Jiang, Xiu-Juan; Zhao, Xiao-Jun Chemical Communications, Vol. 0, Issue 44, p. 5521-5523 https://doi.org/10.1039/b509875k	journal	January 2005
Two new metal–triazole-benzenedicarboxylate frameworks affording an uncommon 3,4-connected net and unique 4,6-connected rod packing: hydrothermal synthesis, structure, thermostability and luminescence studies Luo, Feng; Che, Yun-xia; Zheng, Ji-min CrystEngComm, Vol. 11, Issue 6, p. 1097-1102 https://doi.org/10.1039/b812479e	journal	January 2009
Application of metal–organic frameworks with coordinatively unsaturated metal sites in storage and separation of methane and carbon dioxide Dietzel, Pascal D. C.; Besikiotis, Vasileios; Blom, Richard Journal of Materials Chemistry, Vol. 19, Issue 39, p. 7362-7370 https://doi.org/10.1039/b911242a	journal	January 2009
Isoreticular synthesis and modification of frameworks with the UiO-66 topology Garibay, Sergio J.; Cohen, Seth M. Chemical Communications, Vol. 46, Issue 41, p. 7700-7702 https://doi.org/10.1039/c0cc02990d	journal	January 2010
Mixed-component metal–organic frameworks (MC-MOFs): enhancing functionality through solid solution formation and surface modifications Burrows, Andrew D. CrystEngComm, Vol. 13, Issue 11, p. 3623-3642 https://doi.org/10.1039/c0ce00568a	journal	January 2011
A zinc(ii) metal–organic framework based on triazole and dicarboxylate ligands for selective adsorption of hexane isomers Ling, Yun; Chen, Zhen-Xia; Zhai, Fu-Peng Chemical Communications, Vol. 47, Issue 25, p. 7197-7199 https://doi.org/10.1039/c1cc12253c	journal	January 2011
Incorporation of active metal sites in MOFs via in situ generated ligand deficient metal–linker complexes Barman, Samir; Furukawa, Hiroyasu; Blacque, Olivier Chemical Communications, Vol. 47, Issue 43, p. 11882-11884 https://doi.org/10.1039/c1cc14387e	journal	January 2011
Metal–organic frameworks as heterogeneous catalysts for oxidation reactions Dhakshinamoorthy, Amarajothi; Alvaro, Mercedes; Garcia, Hermenegildo Catalysis Science & Technology, Vol. 1, Issue 6, p. 856-867 https://doi.org/10.1039/c1cy00068c	journal	January 2011
CH₄ storage and CO₂ capture in highly porous zirconium oxide based metal–organic frameworks Yang, Qingyuan; Guillerm, Vincent; Ragon, Florence Chemical Communications, Vol. 48, Issue 79, p. 9831-9833 https://doi.org/10.1039/c2cc34714h	journal	January 2012
From MOFs to zeolites: zirconium sites for epoxide rearrangement Corma, Avelino; Orozco, Lina M.; Renz, Michael New Journal of Chemistry, Vol. 37, Issue 11, p. 3496-3502 https://doi.org/10.1039/c3nj00551h	journal	January 2013
Highly porous and stable metal–organic frameworks for uranium extraction Carboni, Michaël; Abney, Carter W.; Liu, Shubin Chemical Science, Vol. 4, Issue 6, p. 2396-2402 https://doi.org/10.1039/c3sc50230a	journal	January 2013
An Efficient High Yielding Approach for the Homocoupling of Aryl Boronic Acids Koza, Darrell J.; Carita, Eric Synthesis, Vol. 2002, Issue 15, p. 2183-2186 https://doi.org/10.1055/s-2002-34855	journal	January 2002
Metal-organic frameworks with high capacity and selectivity for harmful gases Britt, D.; Tranchemontagne, D.; Yaghi, O. M. Proceedings of the National Academy of Sciences, Vol. 105, Issue 33, p. 11623-11627 https://doi.org/10.1073/pnas.0804900105	journal	August 2008
Crystallography of metal–organic frameworks Gándara, Felipe; Bennett, Thomas D. IUCrJ, Vol. 1, Issue 6, p. 563-570 https://doi.org/10.1107/S2052252514020351	journal	October 2014
Systematic Design of Pore Size and Functionality in Isoreticular MOFs and Their Application in Methane Storage Eddaoudi, Mohamed; Kim, Jaheon; Rosi, Nathaniel Science, Vol. 295, Issue 5554, p. 469-472 https://doi.org/10.1126/science.1067208	journal	January 2002
Porous, Crystalline, Covalent Organic Frameworks Côté, Adrien P.; Benin, Annabelle I.; Ockwig, Nathan W. Science, Vol. 310, Issue 5751, p. 1166-1170 https://doi.org/10.1126/science.1120411	journal	November 2005
Large-Pore Apertures in a Series of Metal-Organic Frameworks Deng, H.; Grunder, S.; Cordova, K. E. Science, Vol. 336, Issue 6084, p. 1018-1023 https://doi.org/10.1126/science.1220131	journal	May 2012
Mapping of Functional Groups in Metal-Organic Frameworks Kong, X.; Deng, H.; Yan, F. Science, Vol. 341, Issue 6148, p. 882-885 https://doi.org/10.1126/science.1238339	journal	July 2013
Rotaxanes and pseudorotaxanes with threads containing viologen units Deska, Malgorzata; Kozlowska, Jolanta; Sliwa, Wanda Arkivoc, Vol. 2013, Issue 1, p. 66-100 https://doi.org/10.3998/ark.5550190.0014.102	journal	November 2012
Donor-acceptor rotaxanes with tetracationic cyclophane ring Deska, Malgorzata; Nowik-Zajac, Anna; Sliwa, Wanda Arkivoc, Vol. 2013, Issue 1, p. 185-242 https://doi.org/10.3998/ark.5550190.0014.107	journal	September 2012

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