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Triptycene-Based Polymers of Intrinsic Microporosity: Organic Materials That Can Be Tailored for Gas Adsorption
Abstract
We report the synthesis and properties of network polymers of intrinsic microporosity (network−PIMs) derived from triptycene monomers that possess alkyl groups attached to their bridgehead positions. Gas adsorption can be controlled by the length and branching of the alkyl chains so that the apparent BET surface area of the materials can be tuned within the range 618−1760 m 2 g −1 . Shorter (e.g., methyl) or branched (e.g., isopropyl) alkyl chains provide the materials of greatest microporosity, whereas longer alkyl chains appear to block the microporosity created by the rigid organic framework. The enhanced microporosity, in comparison to other PIMs, originates from the macromolecular shape of the framework, as dictated by the triptycene units, which helps to reduce intermolecular contact between the extended planar struts of the rigid framework and thus reduces the efficiency of packing within the solid. The hydrogen adsorption capacities of the triptycene-based PIMs with either methyl or isopropyl substituents are among the highest for purely organic materials at low or moderate presures (1.83% by mass at 1 bar/77K; 3.4% by mass at 18 bar/77 K). The impressive hydrogen adsorption capacity of these materials is related to a high concentration of subnanometre micropores, as verified by Horvath−Kawazoe analysis of low-pressure nitrogen adsorption data.
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Cites
Functional Porous Coordination Polymers
Kitagawa, S., Kitaura, R., & Noro, S. (2004) · Angewandte Chemie International Edition · doi:10.1002/anie.200300610 · Cited by 11,071
Porous, Crystalline, Covalent Organic Frameworks
Côté, A. P., Benin, A. I., Ockwig, N. W., O'Keeffe, M., Matzger, A. J., & Yaghi, O. M. (2005) · Science · doi:10.1126/science.1120411 · Cited by 8,357
Eddaoudi, M., Kim, J., Rosi, N., Vodak, D., Wachter, J., O'Keeffe, M., & Yaghi, O. M. (2002) · Science · doi:10.1126/science.1067208 · Cited by 8,132
Hybrid porous solids: past, present, future
Férey, G. (2008) · Chem. Soc. Rev. · doi:10.1039/b618320b · Cited by 5,822
A Chromium Terephthalate-Based Solid with Unusually Large Pore Volumes and Surface Area
Férey, G., Mellot-Draznieks, C., Serre, C., Millange, F., Dutour, J., Surblé, S., & Margiolaki, I. (2005) · Science · doi:10.1126/science.1116275 · Cited by 5,430
Eddaoudi, M., Moler, D. B., Li, H., Chen, B., Reineke, T. M., O'Keeffe, M., & Yaghi, O. M. (2001) · Accounts of Chemical Research · doi:10.1021/ar000034b · Cited by 5,180
Furukawa, H., & Yaghi, O. M. (2009) · Journal of the American Chemical Society · doi:10.1021/ja9015765 · Cited by 2,608
Designed Synthesis of 3D Covalent Organic Frameworks
El-Kaderi, H. M., Hunt, J. R., Mendoza-Cortés, J. L., Côté, A. P., Taylor, R. E., O'Keeffe, M., & Yaghi, O. M. (2007) · Science · doi:10.1126/science.1139915 · Cited by 2,575
Reticular Chemistry: Occurrence and Taxonomy of Nets and Grammar for the Design of Frameworks
Ockwig, N. W., Delgado-Friedrichs, O., O'Keeffe, M., & Yaghi, O. M. (2005) · Accounts of Chemical Research · doi:10.1021/ar020022l · Cited by 2,197
Method for the calculation of effective pore size distribution in molecular sieve carbon.
HORVÁTH, G., & KAWAZOE, K. (1983) · JOURNAL OF CHEMICAL ENGINEERING OF JAPAN · doi:10.1252/jcej.16.470 · Cited by 1,967
McKeown, N. B., & Budd, P. M. (2006) · Chemical Society Reviews · doi:10.1039/b600349d · Cited by 1,747
Self-citationBen, T., Ren, H., Ma, S., Cao, D., Lan, J., Jing, X., Wang, W., Xu, J., Deng, F., Simmons, J. M., et al. (2009) · Angewandte Chemie International Edition · doi:10.1002/anie.200904637 · Cited by 1,578
Budd, P. M., Ghanem, B. S., Makhseed, S., McKeown, N. B., Msayib, K. J., & Tattershall, C. E. (2004) · Chemical Communications · doi:10.1039/b311764b · Cited by 1,366
Self-citationCrystallized Frameworks with Giant Pores: Are There Limits to the Possible?
Férey, G., Mellot-Draznieks, C., Serre, C., & Millange, F. (2005) · Accounts of Chemical Research · doi:10.1021/ar040163i · Cited by 1,327
Exceptional H2 Saturation Uptake in Microporous Metal−Organic Frameworks
Wong-Foy, A. G., Matzger, A. J., & Yaghi, O. M. (2006) · Journal of the American Chemical Society · doi:10.1021/ja058213h · Cited by 1,281
(2002) · Wiley eBooks · doi:10.1002/9783527618286 · Cited by 1,207
Highly Porous and Stable Metal−Organic Frameworks: Structure Design and Sorption Properties
Eddaoudi, M., Li, H., & Yaghi, O. M. (2000) · Journal of the American Chemical Society · doi:10.1021/ja9933386 · Cited by 1,091
High H 2 Adsorption in a Microporous Metal–Organic Framework with Open Metal Sites
Chen, B., Ockwig, N. W., Millward, A. R., Contreras, D. S., & Yaghi, O. M. (2005) · Angewandte Chemie International Edition · doi:10.1002/anie.200462787 · Cited by 1,060
Solution‐Processed, Organophilic Membrane Derived from a Polymer of Intrinsic Microporosity
Budd, P. M., Elabas, E. S., Ghanem, B. S., Makhseed, S., McKeown, N. B., Msayib, K. J., Tattershall, C. E., & Wang, D. (2004) · Advanced Materials · doi:10.1002/adma.200306053 · Cited by 932
Self-citationCovalent Organic Frameworks as Exceptional Hydrogen Storage Materials
Han, S. S., Furukawa, H., Yaghi, O. M., & Goddard, W. A. (2008) · Journal of the American Chemical Society · doi:10.1021/ja803247y · Cited by 913
Gas separation membranes from polymers of intrinsic microporosity
BUDD, P., MSAYIB, K., TATTERSHALL, C., GHANEM, B., REYNOLDS, K., MCKEOWN, N., & FRITSCH, D. (2005) · Journal of Membrane Science · doi:10.1016/j.memsci.2005.01.009 · Cited by 893
Self-citationReticular Synthesis of Microporous and Mesoporous 2D Covalent Organic Frameworks
Côté, A. P., El-Kaderi, H. M., Furukawa, H., Hunt, J. R., & Yaghi, O. M. (2007) · Journal of the American Chemical Society · doi:10.1021/ja0751781 · Cited by 812
Hydrogen Storage in the Giant‐Pore Metal–Organic Frameworks MIL‐100 and MIL‐101
Latroche, M., Surblé, S., Serre, C., Mellot‐Draznieks, C., Llewellyn, P. L., Lee, J., Chang, J., Jhung, S. H., & Férey, G. (2006) · Angewandte Chemie International Edition · doi:10.1002/anie.200600105 · Cited by 799
Exploitation of Intrinsic Microporosity in Polymer-Based Materials
McKeown, N. B., & Budd, P. M. (2010) · Macromolecules · doi:10.1021/ma1006396 · Cited by 774
Self-citationBarton, T. J., Bull, L. M., Klemperer, W. G., Loy, D. A., McEnaney, B., Misono, M., Monson, P. A., Pez, G., Scherer, G. W., Vartuli, J. C., et al. (1999) · Chemistry of Materials · doi:10.1021/cm9805929 · Cited by 764
High H2 Adsorption by Coordination‐Framework Materials
Lin, X., Jia, J., Zhao, X., Thomas, K. M., Blake, A. J., Walker, G. S., Champness, N. R., Hubberstey, P., & Schröder, M. (2006) · Angewandte Chemie International Edition · doi:10.1002/anie.200601991 · Cited by 742
Selection of nonprotonated carbon resonances in solid-state nuclear magnetic resonance
Opella, S. J., & Frey, M. H. (1979) · Journal of the American Chemical Society · doi:10.1021/ja00513a079 · Cited by 733
Hydrogen Storage in Microporous Hypercrosslinked Organic Polymer Networks
Wood, C. D., Tan, B., Trewin, A., Niu, H., Bradshaw, D., Rosseinsky, M. J., Khimyak, Y. Z., Campbell, N. L., Kirk, R., Stöckel, E., et al. (2007) · Chemistry of Materials · doi:10.1021/cm070356a · Cited by 704
Enhanced Hydrogen Storage Capacity of High Surface Area Zeolite-like Carbon Materials
Yang, Z., Xia, Y., & Mokaya, R. (2007) · Journal of the American Chemical Society · doi:10.1021/ja067149g · Cited by 622
Hydrogen storage using physisorption – materials demands
Nijkamp, M. G., Raaymakers, J. E. M. J., van Dillen, A. J., & de Jong, K. P. (2001) · Applied Physics A Materials Science & Processing · doi:10.1007/s003390100847 · Cited by 600
BUDD, P., MCKEOWN, N., GHANEM, B., MSAYIB, K., FRITSCH, D., STARANNIKOVA, L., BELOV, N., SANFIROVA, O., YAMPOLSKII, Y., & SHANTAROVICH, V (2008) · Journal of Membrane Science · doi:10.1016/j.memsci.2008.09.010 · Cited by 545
Self-citationPorous structure of hypercrosslinked polystyrene: State-of-the-art mini-review
Tsyurupa, M. P., & Davankov, V. A. (2006) · Reactive and Functional Polymers · doi:10.1016/j.reactfunctpolym.2005.11.004 · Cited by 509
McKeown, N. B., Budd, P. M., Msayib, K. J., Ghanem, B. S., Kingston, H. J., Tattershall, C. E., Makhseed, S., Reynolds, K. J., & Fritsch, D. (2005) · Chemistry – A European Journal · doi:10.1002/chem.200400860 · Cited by 507
Self-citationDavankov, V. A., & Tsyurupa, M. P. (1990) · Reactive Polymers · doi:10.1016/0923-1137(90)90038-6 · Cited by 493
Tailoring Microporosity in Covalent Organic Frameworks
Tilford, R. W., Mugavero, S. J. I., Pellechia, P. J., & Lavigne, J. J. (2008) · Advanced Materials · doi:10.1002/adma.200800030 · Cited by 456
Iptycenes in the Design of High Performance Polymers
Swager, T. M. (2008) · Accounts of Chemical Research · doi:10.1021/ar800107v · Cited by 425
Hypercrosslinked polymers: basic principle of preparing the new class of polymeric materials
Tsyurupa, M. P., & Davankov, V. A. (2002) · Reactive and Functional Polymers · doi:10.1016/s1381-5148(02)00173-6 · Cited by 418
Methane and Carbon Dioxide Storage in a Porous van der Waals Crystal
Sozzani, P., Bracco, S., Comotti, A., Ferretti, L., & Simonutti, R. (2005) · Angewandte Chemie International Edition · doi:10.1002/anie.200461704 · Cited by 414
Chemistry of Zeolites and Related Porous Materials: Synthesis and Structure
Xu, R., Pang, W., Yu, J., Huo, Q., & Chen, J. (2007) · Wiley eBooks · doi:10.1002/9780470822371 · Cited by 393
Microporous Organic Polymers for Methane Storage
Wood, C. D., Tan, B., Trewin, A., Su, F., Rosseinsky, M. J., Bradshaw, D., Sun, Y., Zhou, L., & Cooper, A. I. (2008) · Advanced Materials · doi:10.1002/adma.200702397 · Cited by 386
Hydrogen adsorption in microporous hypercrosslinked polymers
Lee, J.-Y., Wood, C. D., Bradshaw, D., Rosseinsky, M. J., & Cooper, A. I. (2006) · Chemical Communications · doi:10.1039/b604625h · Cited by 352
Germain, J., Fréchet, J. M. J., & Svec, F. (2007) · Journal of Materials Chemistry · doi:10.1039/b711509a · Cited by 327
High Surface Area Nanoporous Polymers for Reversible Hydrogen Storage
Germain, J., Hradil, J., Fréchet, J. M. J., & Svec, F. (2006) · Chemistry of Materials · doi:10.1021/cm061186p · Cited by 323
Zhao, D., & Swager, T. M. (2005) · Macromolecules · doi:10.1021/ma051584y · Cited by 305
Molecular Design of Free Volume as a Route to Low-κ Dielectric Materials
Long, T. M., & Swager, T. M. (2003) · Journal of the American Chemical Society · doi:10.1021/ja0360945 · Cited by 279
Hydrogen storage in activated carbon materials: Role of the nanoporous texture
Texier-Mandoki, N., Dentzer, J., Piquero, T., Saadallah, S., David, P., & Vix-Guterl, C. (2004) · Carbon · doi:10.1016/j.carbon.2004.05.018 · Cited by 261
Phthalocyanine-based nanoporous network polymers
McKeown, N. B., Makhseed, S., & Budd, P. M. (2002) · Chemical Communications · doi:10.1039/b207642j · Cited by 210
Self-citationGermain, J., Svec, F., & Fréchet, J. M. J. (2008) · Chemistry of Materials · doi:10.1021/cm802157r · Cited by 203
Wright, P. A. (2007) · Royal Society of Chemistry eBooks · doi:10.1039/9781847557971 · Cited by 195
In Search of Molecular Ratchets
Kelly, T. R., Tellitu, I., & Sestelo, J. P. (1997) · Angewandte Chemie International Edition in English · doi:10.1002/anie.199718661 · Cited by 191
Microporous Polymers as Potential Hydrogen Storage Materials
McKeown, N. B., Budd, P. M., & Book, D. (2007) · Macromolecular Rapid Communications · doi:10.1002/marc.200700054 · Cited by 191
Self-citationPorphyrin-based nanoporous network polymers
McKeown, N. B., Hanif, S., Msayib, K., Tattershall, C. E., & Budd, P. M. (2002) · Chemical Communications · doi:10.1039/b208702m · Cited by 167
Self-citationGodinez, C. E., Zepeda, L. G., & García-Garibay, M. A. (2002) · Journal of the American Chemical Society · doi:10.1021/ja012550i · Cited by 148
Budd, P. M., Ghanem, B. S., Msayib, K. J., et al. (2003) · Journal of Materials Chemistry · doi:10.1039/b303996j · Cited by 133
Self-citationCarbon Dioxide Capture in a Self-Assembled Organic Nanochannels
Thallapally, P. K., McGrail, B. P., Atwood, J. L., Gaeta, C., Tedesco, C., & Neri, P. (2007) · Chemistry of Materials · doi:10.1021/cm0709121 · Cited by 132
Synthesis and Structure of A Triptycene-Based Nanosized Molecular Cage
Zhang, C., & Chen, C. (2007) · The Journal of Organic Chemistry · doi:10.1021/jo7017526 · Cited by 119
Generalization of the triptycene concept. Use of diaryne equivalents in the synthesis of iptycenes
Hart, H., Shamouilian, S., & Takehira, Y. (1981) · The Journal of Organic Chemistry · doi:10.1021/jo00335a021 · Cited by 111
Godinez, C. E., Zepeda, L. G., Mortko, C. J., Dang, H., & García-Garibay, M. A. (2004) · The Journal of Organic Chemistry · doi:10.1021/jo035517i · Cited by 89
Hydrogen adsorption in microporous organic framework polymer
Makhseed, S., & Samuel, J. (2008) · Chemical Communications · doi:10.1039/b805656k · Cited by 79
Chong, J. H., & MacLachlan, M. J. (2007) · The Journal of Organic Chemistry · doi:10.1021/jo701297q · Cited by 68
Rivera-Ramos, M. E., Ruiz‐Mercado, G. J., & Hernández‐Maldonado, A. J. (2008) · Industrial & Engineering Chemistry Research · doi:10.1021/ie071309v · Cited by 55
Highly Emissive Iptycene−Fluorene Conjugated Copolymers: Synthesis and Photophysical Properties
Chen, Z., Bouffard, J., Kooi, S. E., & Swager, T. M. (2008) · Macromolecules · doi:10.1021/ma800486a · Cited by 48
Molecular Barbed Wire: Threading and Interlocking for the Mechanical Reinforcement of Polymers
Tsui, N. T., Torun, L., Pate, B. D., Paraskos, A. J., Swager, T. M., & Thomas, E. L. (2007) · Advanced Functional Materials · doi:10.1002/adfm.200600707 · Cited by 48
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Metadata
- Authors
- Ghanem, B. S., Hashem, M., Harris, K. D. M., Msayib, K. J., Xu, M., Budd, P. M., Chaukura, N., Book, D., Tedds, S., Walton, A., & McKeown, N. B.
- Venue
- Macromolecules
- Publisher
- American Chemical Society (ACS)
- Published
- 2010-05-25
- Volume
- 43
- Issue
- 12
- Pages
- 5287-5294
- ISSN
- 0024-9297 (ISSN-L)
- 1520-5835
- OpenAlex
- W2110183837
- Cited by
- 295
- References
- 63
- FWCI
- 11.27
- Type
- journal article
- Language
- en
- Open access
- closed
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