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Porous Organic Cage Nanocrystals by Solution Mixing
Abstract
We present here a simple method for the bottom-up fabrication of microporous organic particles with surface areas in the range 500-1000 m(2) g(-1). The method involves chiral recognition between prefabricated, intrinsically porous organic cage molecules that precipitate spontaneously upon mixing in solution. Fine control over particle size from 50 nm to 1 μm can be achieved by varying the mixing temperature or the rate of mixing. No surfactants or templates are required, and the resulting organic dispersions are stable for months. In this method, the covalent synthesis of the cage modules can be separated from their solution processing into particles because the modules can be dissolved in common solvents. This allows a "mix and match" approach to porous organic particles. The marked solubility change that occurs upon mixing cages with opposite chirality is rationalized by density functional theory calculations that suggest favorable intermolecular interactions for heterochiral cage pairings. The important contribution of molecular disorder to porosity and surface area is highlighted. In one case, a purposefully amorphized sample has more than twice the surface area of its crystalline analogue.
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Cites
Density-functional exchange-energy approximation with correct asymptotic behavior
Becke, A. D. (1988) · Physical Review A · doi:10.1103/physreva.38.3098 · Cited by 53,711
Functional Porous Coordination Polymers
Kitagawa, S., Kitaura, R., & Noro, S. (2004) · Angewandte Chemie International Edition · doi:10.1002/anie.200300610 · Cited by 11,071
Selective gas adsorption and separation in metal–organic frameworks
Li, J.-R., Kuppler, R. J., & Zhou, H.-C. (2009) · Chemical Society Reviews · doi:10.1039/b802426j · Cited by 8,932
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
VandeVondele, J., Krack, M., Mohamed, F., Parrinello, M., Chassaing, T., & Hutter, J. (2005) · Computer Physics Communications · doi:10.1016/j.cpc.2004.12.014 · Cited by 5,822
Gaussian basis sets for accurate calculations on molecular systems in gas and condensed phases
VandeVondele, J., & Hutter, J. (2007) · The Journal of Chemical Physics · doi:10.1063/1.2770708 · Cited by 4,672
Horcajada, P., Chalati, T., Serre, C., Gillet, B., Sebrie, C., Baati, T., Eubank, J. F., Heurtaux, D., Clayette, P., Kreuz, C., et al. (2010) · Nature Materials · doi:10.1038/nmat2608 · Cited by 4,260
Porous, Covalent Triazine‐Based Frameworks Prepared by Ionothermal Synthesis
Kuhn, P., Antonietti, M., & Thomas, A. (2008) · Angewandte Chemie International Edition · doi:10.1002/anie.200705710 · Cited by 2,634
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
Open-Framework Inorganic Materials
Cheetham, A. K., Férey, G., & Loiseau, T. (1999) · Angewandte Chemie International Edition · doi:10.1002/(sici)1521-3773(19991115)38:22<3268::aid-anie3268>3.0.co;2-u · Cited by 2,426
Yaghi, O. M., Li, H., Davis, C., Richardson, D., & Groy, T. L. (1998) · Accounts of Chemical Research · doi:10.1021/ar970151f · Cited by 2,201
Unit-cell refinement from powder diffraction scans
Pawley, G. S. (1981) · Journal of Applied Crystallography · doi:10.1107/s0021889881009618 · Cited by 1,965
Adsorption by Powders and Porous Solids
(1999) · Elsevier eBooks · doi:10.1016/b978-0-12-598920-6.x5000-3 · Cited by 1,819
McKeown, N. B., & Budd, P. M. (2006) · Chemical Society Reviews · doi:10.1039/b600349d · Cited by 1,747
A Crystalline Imine-Linked 3-D Porous Covalent Organic Framework
Uribe-Romo, F. J., Hunt, J. R., Furukawa, H., Klöck, C., O’Keeffe, M., & Yaghi, O. M. (2009) · Journal of the American Chemical Society · doi:10.1021/ja8096256 · Cited by 1,715
Ben, 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
Conjugated Microporous Poly(aryleneethynylene) Networks
Jiang, J., Su, F., Trewin, A., Wood, C. D., Campbell, N. L., Niu, H., Dickinson, C., Ganin, A. Y., Rosseinsky, M. J., Khimyak, Y. Z., et al. (2007) · Angewandte Chemie International Edition · doi:10.1002/anie.200701595 · Cited by 1,465
Self-citationBioMOFs: Metal–Organic Frameworks for Biological and Medical Applications
McKinlay, A. C., Morris, R. E., Horcajada, P., Férey, G., Gref, R., Couvreur, P., & Serre, C. (2010) · Angewandte Chemie International Edition · doi:10.1002/anie.201000048 · Cited by 1,256
Design, Chirality, and Flexibility in Nanoporous Molecule-Based Materials
Bradshaw, D., Claridge, J. B., Cussen, E. J., Prior, T. J., & Rosseinsky, M. J. (2005) · Accounts of Chemical Research · doi:10.1021/ar0401606 · Cited by 1,245
Tozawa, T., Jones, J. T. A., Swamy, S. I., Jiang, S., Adams, D. J., Shakespeare, S., Clowes, R., Bradshaw, D., Hasell, T., Chong, S. Y., et al. (2009) · Nature Materials · doi:10.1038/nmat2545 · Cited by 1,240
Self-citation(2002) · Wiley eBooks · doi:10.1002/9783527618286 · Cited by 1,207
Oriented 2D Covalent Organic Framework Thin Films on Single-Layer Graphene
Colson, J. W., Woll, A. R., Mukherjee, A., Levendorf, M. P., Spitler, E. L., Shields, V. B., Spencer, M. G., Park, J., & Dichtel, W. R. (2011) · Science · doi:10.1126/science.1202747 · Cited by 1,201
Nanozeolites: Synthesis, Crystallization Mechanism, and Applications
Tosheva, L., & Valtchev, V. P. (2005) · Chemistry of Materials · doi:10.1021/cm047908z · Cited by 1,160
Ultrapermeable, Reverse-Selective Nanocomposite Membranes
Merkel, T. C., Freeman, B. D., Spontak, R. J., He, Z., Pinnau, I., Meakin, P., & Hill, A. J. (2002) · Science · doi:10.1126/science.1069580 · Cited by 1,039
Reticular Chemistry of Metal–Organic Polyhedra
Tranchemontagne, D. J., Ni, Z., O'Keeffe, M., & Yaghi, O. M. (2008) · Angewandte Chemie International Edition · doi:10.1002/anie.200705008 · Cited by 935
Cravillon, J., Nayuk, R., Springer, S., Feldhoff, A., Huber, K., & Wiebcke, M. (2011) · Chemistry of Materials · doi:10.1021/cm103571y · Cited by 916
Nanoscale Metal−Organic Frameworks as Potential Multimodal Contrast Enhancing Agents
Rieter, W. J., Taylor, K. M. L., An, H., Lin, W., & Lin, W. (2006) · Journal of the American Chemical Society · doi:10.1021/ja0627444 · Cited by 891
Au@ZIF-8: CO Oxidation over Gold Nanoparticles Deposited to Metal−Organic Framework
Jiang, H.-L., Liu, B., Akita, T., Haruta, M., Sakurai, H., & Xu, Q. (2009) · Journal of the American Chemical Society · doi:10.1021/ja9047653 · Cited by 850
Metal–organic frameworks as potential drug carriers
Huxford, R. C., Della Rocca, J., & Lin, W. (2010) · Current Opinion in Chemical Biology · doi:10.1016/j.cbpa.2009.12.012 · Cited by 840
Infinite coordination polymer nano- and microparticle structures
Spokoyny, A. M., Kim, D., Sumrein, A., & Mirkin, C. A. (2009) · Chemical Society Reviews · doi:10.1039/b807085g · Cited by 788
Exploitation of Intrinsic Microporosity in Polymer-Based Materials
McKeown, N. B., & Budd, P. M. (2010) · Macromolecules · doi:10.1021/ma1006396 · Cited by 774
Mechanism of Zeolite A Nanocrystal Growth from Colloids at Room Temperature
Mintova, S., Olson, N. H., Valtchev, V., & Bein, T. (1999) · Science · doi:10.1126/science.283.5404.958 · Cited by 649
Solvent-free synthesis of metal complexes
Garay, A. L., Pichon, A., & James, S. L. (2007) · Chemical Society Reviews · doi:10.1039/b600363j · Cited by 638
Highly Stable Porous Polymer Networks with Exceptionally High Gas‐Uptake Capacities
Yuan, D., Lu, W., Zhao, D., & Zhou, H. (2011) · Advanced Materials · doi:10.1002/adma.201101759 · Cited by 597
Modular Synthesis of Functional Nanoscale Coordination Polymers
Lin, W., Rieter, W. J., & Taylor, K. M. L. (2009) · Angewandte Chemie International Edition · doi:10.1002/anie.200803387 · Cited by 566
Kuhn, P., Forget, A., Su, D., Thomas, A., & Antonietti, M. (2008) · Journal of the American Chemical Society · doi:10.1021/ja803708s · Cited by 556
Controlled Multiscale Synthesis of Porous Coordination Polymer in Nano/Micro Regimes
Diring, S., Furukawa, S., Takashima, Y., Tsuruoka, T., & Kitagawa, S. (2010) · Chemistry of Materials · doi:10.1021/cm101778g · Cited by 527
Holst, J. R., Trewin, A., & Cooper, A. I. (2010) · Nature Chemistry · doi:10.1038/nchem.873 · Cited by 523
Self-citationModular and predictable assembly of porous organic molecular crystals
Jones, J. T. A., Hasell, T., Wu, X., Bacsa, J., Jelfs, K. E., Schmidtmann, M., Chong, S. Y., Adams, D. J., Trewin, A., Schiffman, F., et al. (2011) · Nature · doi:10.1038/nature10125 · Cited by 521
Self-citationControllable Synthesis of Metal–Organic Frameworks: From MOF Nanorods to Oriented MOF Membranes
Li, Y., Bux, H., Feldhoff, A., Li, G., Yang, W., & Caro, J. (2010) · Advanced Materials · doi:10.1002/adma.201000857 · Cited by 453
Day, G. M., Cooper, T. G., Cruz-Cabeza, A. J., Hejczyk, K. E., Ammon, H. L., Boerrigter, S. X. M., Tan, J. S., Della Valle, R. G., Venuti, E., Jose, J., et al. (2009) · Acta Crystallographica Section B Structural Science · doi:10.1107/s0108768109004066 · Cited by 436
A Salicylbisimine Cage Compound with High Surface Area and Selective CO2/CH4 Adsorption
Mastalerz, M., Schneider, M. W., Oppel, I. M., & Presly, O. (2011) · Angewandte Chemie International Edition · doi:10.1002/anie.201005301 · Cited by 427
Storage of Methane and Freon by Interstitial van der Waals Confinement
Atwood, J. L., Barbour, L. J., & Jerga, A. (2002) · Science · doi:10.1126/science.1072252 · Cited by 425
Price, S. (. L. (2009) · Accounts of Chemical Research · doi:10.1021/ar800147t · Cited by 360
Optimisation of the synthesis of MOF nanoparticles made of flexible porous iron fumarate MIL-88A
Chalati, T., Horcajada, P., Gref, R., Couvreur, P., & Serre, C. (2011) · J. Mater. Chem. · doi:10.1039/c0jm03563g · Cited by 360
Nanocrystalline Zeolites and Zeolite Structures: Synthesis, Characterization, and Applications
Larsen, S. C. (2007) · The Journal of Physical Chemistry C · doi:10.1021/jp074980m · Cited by 323
Rhodes, K. H., Davis, S. A., Caruso, F., Zhang, B., & Mann, S. (2000) · Chemistry of Materials · doi:10.1021/cm000438y · Cited by 306
Hermes, S., Witte, T., Hikov, T., Zacher, D., Bahnmüller, S., Langstein, G., Huber, K., & Fischer, R. A. (2007) · Journal of the American Chemical Society · doi:10.1021/ja068835i · Cited by 303
Schoeman, B. J., Sterte, J., & Otterstedt, J.-E. (1994) · Zeolites · doi:10.1016/0144-2449(94)90004-3 · Cited by 282
A new method to position and functionalize metal-organic framework crystals
Falcaro, P., Hill, A. J., Nairn, K. M., Jasieniak, J., Mardel, J. I., Bastow, T. J., Mayo, S. C., Gimona, M., Gomez, D., Whitfield, H. J., et al. (2011) · Nature Communications · doi:10.1038/ncomms1234 · Cited by 269
McKeown, N. B. (2010) · Journal of Materials Chemistry · doi:10.1039/c0jm01867h · Cited by 267
Madsen, C., Madsen, C., & Jacobsen, C. J. H. (1999) · Chemical Communications · doi:10.1039/a901228a · Cited by 261
Molecular Doping of Porous Organic Cages
Hasell, T., Schmidtmann, M., & Cooper, A. I. (2011) · Journal of the American Chemical Society · doi:10.1021/ja205969q · Cited by 245
Self-citationHolst, J. R., Stöckel, E., Adams, D. J., & Cooper, A. I. (2010) · Macromolecules · doi:10.1021/ma101677t · Cited by 218
Self-citationOn–Off Porosity Switching in a Molecular Organic Solid
Jones, J. T. A., Holden, D., Mitra, T., Hasell, T., Adams, D. J., Jelfs, K. E., Trewin, A., Willock, D. J., Day, G. M., Bacsa, J., et al. (2010) · Angewandte Chemie International Edition · doi:10.1002/anie.201006030 · Cited by 199
Self-citationControlling size and yield of zeolite Y nanocrystals using tetramethylammonium bromide
Holmberg, B. A., Wang, H., Norbeck, J. M., & Yan, Y. (2003) · Microporous and Mesoporous Materials · doi:10.1016/s1387-1811(03)00271-3 · Cited by 198
Wright, P. A. (2007) · Royal Society of Chemistry eBooks · doi:10.1039/9781847557971 · Cited by 195
Jiang, J., Trewin, A., Su, F., et al. (2009) · Macromolecules · doi:10.1021/ma802625d · Cited by 186
Macro-/microporous MOF composite beads
O'Neill, L. D., Zhang, H., & Bradshaw, D. (2010) · Journal of Materials Chemistry · doi:10.1039/c0jm00515k · Cited by 185
Hibbe, F., Chmelik, C., Heinke, L., Pramanik, S., Li, J., Ruthven, D. M., Tzoulaki, D., & Kärger, J. (2011) · Journal of the American Chemical Society · doi:10.1021/ja108625z · Cited by 184
Control of Particle Size and Surface Properties of Crystals of NaX Zeolite
Zhan, B.-Z., White, M. A., Lumsden, M., Mueller-Neuhaus, J., Robertson, K. N., Cameron, T. S., & Gharghouri, M. (2002) · Chemistry of Materials · doi:10.1021/cm011635f · Cited by 183
Microporous Organic Polymers: Design, Synthesis, and Function
Jiang, J., & Cooper, A. I. (2009) · Topics in current chemistry · doi:10.1007/128_2009_5 · Cited by 179
Self-citationPorous Organic Polymers: Distinction from Disorder?
Trewin, A., & Cooper, A. I. (2010) · Angewandte Chemie International Edition · doi:10.1002/anie.200906827 · Cited by 175
Self-citationSynthesis of hierarchical porous zeolite NaY particles with controllable particle sizes
Huang, Y., Wang, K., Dong, D., et al. (2009) · Microporous and Mesoporous Materials · doi:10.1016/j.micromeso.2009.07.026 · Cited by 169
Synthesis of Template-Free Zeolite Nanocrystals by Using in Situ Thermoreversible Polymer Hydrogels
Wang, H., Holmberg, B. A., & Yan, Y. (2003) · Journal of the American Chemical Society · doi:10.1021/ja036071q · Cited by 168
Supramolecular Engineering of Intrinsic and Extrinsic Porosity in Covalent Organic Cages
Bojdys, M. J., Briggs, M. E., Jones, J. T. A., Adams, D. J., Chong, S. Y.-L., Schmidtmann, M., & Cooper, A. I. (2011) · Journal of the American Chemical Society · doi:10.1021/ja2056374 · Cited by 168
Self-citationUltrahigh Surface Area in Porous Solids
Holst, J. R., & Cooper, A. I. (2010) · Advanced Materials · doi:10.1002/adma.201002440 · Cited by 164
Self-citationMa, M., Zacher, D., Zhang, X., Fischer, R. A., & Metzler‐Nolte, N. (2010) · Crystal Growth & Design · doi:10.1021/cg101130m · Cited by 116
Schwab, M. G., Senkovska, I., Rose, M., Koch, M., Pahnke, J., Jonschker, G., & Kaskel, S. (2008) · Advanced Engineering Materials · doi:10.1002/adem.200800189 · Cited by 104
Textural Manipulation of Mesoporous Materials for Hosting of Metallic Nanocatalysts
Sun, J., & Bao, X. (2008) · Chemistry - A European Journal · doi:10.1002/chem.200800823 · Cited by 100
A Soft Porous Organic Cage Crystal with Complex Gas Sorption Behavior
Mitra, T., Wu, X., Clowes, R., Jones, J. T. A., Jelfs, K. E., Adams, D. J., Trewin, A., Bacsa, J., Steiner, A., & Cooper, A. I. (2011) · Chemistry - A European Journal · doi:10.1002/chem.201101631 · Cited by 96
Self-citationMechanically Attrited Silicon for High Refractive Index Nanocomposites
Papadimitrakopoulos, F., Wisniecki, P., & Bhagwagar, D. E. (1997) · Chemistry of Materials · doi:10.1021/cm970278z · Cited by 90
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Self-citation
Metadata
- Authors
- Hasell, T., Chong, S. Y., Jelfs, K. E., Adams, D. J., & Cooper, A. I.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2011-12-08
- Volume
- 134
- Issue
- 1
- Pages
- 588-598
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2007421220
- Cited by
- 273
- References
- 73
- FWCI
- 10.38
- Type
- journal article
- Language
- en
- Open access
- closed
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