Microporous hyper-cross-linked aromatic polymers designed for methane and carbon dioxide adsorption

Journal of Physical Chemistry C

Volumn 118, Issue 49, 2014, Pages 28699-28710

  Errahali, M ^a   Gatti, G ^a   Tei, L ^a   Paul, G ^a   Rolla, G A ^a   Canti, L ^a   Fraccarollo, A ^a   Cossi, M ^a   Comotti, A ^b   Sozzani, P ^b   Marchese, L ^a  

^a UNIVERSITY OF EASTERN PIEDMONT   (Italy)

^b UNIVERSITY OF MILANO BICOCCA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

ADSORPTION ISOTHERMS; CARBON; CARBON DIOXIDE; COMPUTATION THEORY; COMPUTER SIMULATION; CROSSLINKING; DENSITY FUNCTIONAL THEORY; FRIEDEL-CRAFTS REACTION; GAS ADSORPTION; INFRARED SPECTROSCOPY; METHANE; MICROPOROSITY; MONTE CARLO METHODS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; THERMOGRAVIMETRIC ANALYSIS;

CARBON DIOXIDE ADSORPTION; HIGH SURFACE AREA; MATERIAL STRUCTURE; MONTE CARLO TECHNIQUES; NON-LOCAL DENSITY FUNCTIONAL THEORIES; PORE DISTRIBUTION; TETRAPHENYLMETHANES; THEORETICAL MODELING;

AROMATIC POLYMERS;

EID: 84949115445     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/jp5096695     Document Type: Article

References (53)

1. Ma, S.; Zhou, H. C. Gas Storage in Porous Metal-Organic Frameworks for Clean Energy Applications Chem. Commun. (Cambridge, U.K.) 2010, 46, 44-53
2. Suh, M. P.; Park, H. J.; Prasad, T. K.; Lim, D. Hydrogen Storage in Metal-Organic Frameworks Chem. Rev. (Washington, DC, U.S.) 2012, 112, 782-835
3. Li, J.; Sculley, J.; Zhou, H. Metal-Organic Frameworks for Separations Chem. Rev. (Washington, DC, U.S.) 2012, 112, 869-932
4. Li, B.; Su, F.; Luo, H.-K.; Liang, L.; Tan, B. Hypercrosslinked Microporous Polymer Networks for Effective Removal of Toxic Metal Ions from Water Microporous Mesoporous Mater. 2011, 138, 207-214
5. Yoon, M.; Srirambalaji, R.; Kim, K. Homochiral Metal-Organic Frameworks for Asymmetric Heterogeneous Catalysis Chem. Rev. (Washington, DC, U.S.) 2012, 112, 1196-1231
6. Du, X.; Sun, Y.; Tan, B.; Teng, Q.; Yao, X.; Su, C.; Wang, W. Trögers Base-Functionalised Organic Nanoporous Polymer for Heterogeneous Catalysis Chem. Commun. (Cambridge, U.K.) 2010, 46, 970-972
7. Yaghi, O. M.; OKeeffe, M.; Ockwig, N. W.; Chae, H. K.; Eddaoudi, M.; Kim, J. Reticular Synthesis and the Design of New Materials Nature (London, U.K.) 2003, 423, 705-714
8. Furukawa, H.; Ko, N.; Go, Y. B.; Aratani, N.; Choi, S. B.; Choi, E. A.; Yazaydin, O.; Snurr, R. Q.; OKeeffe, M.; Kim, J. Ultra-High Porosity in Metal-Organic Frameworks Science 2010, 329, 424-428
9. Panella, B.; Hirscher, M. Hydrogen Physisorption in Metal-Organic Porous Crystals Adv. Mater. (Weinheim, Ger.) 2005, 17, 538-541
10. Huang, L. M.; Wang, H. T.; Chen, J. X.; Wang, Z. B.; Sun, J. Y.; Zhao, D. Y.; Yan, Y. S. Synthesis, Morphology Control, and Properties of Porous Metal-Organic Coordination Polymers Microporous Mesoporous Mater. 2003, 58, 105-114
11. Mueller, U.; Luinstra, G.; Yaghi, O. M. U.S. Patent 6,617,467, 2004.
12. Gaab, M.; Trukhan, N.; Maurer, S.; Gummaraju, R.; Müller, U. The Progression of Al-Based Metal-Organic Frameworks-From Academic Research to Industrial Production and Applications Microporous Mesoporous Mater. 2012, 157, 131-136
13. Horcajada, P.; Chalati, T.; Serre, C.; Gillet, B.; Sebrie, C.; Baati, T.; Eubank, J. F.; Heurtaux, D.; Clayette, P.; Kreuz, C. Porous Metal-Organic-Framework Nanoscale Carriers as a Potential Platform for Drug Delivery and Imaging Nat. Mater. 2010, 9, 172-178
14. Lu, W. G.; Yuan, D. Q.; Zhao, D.; Schilling, C. I.; Plietzsch, O.; Muller, T.; Brase, S.; Guenther, J.; Lumel, J.; Krishna, R. Porous Polymer Networks: Synthesis, Porosity, and Applications in Gas Storage/Separation Chem. Mater. 2010, 22, 5964-5972
15. Furukawa, H.; Yaghi, O. M. Storage of Hydrogen, Methane, and Carbon Dioxide in Highly Porous Covalent Organic Frameworks for Clean Energy Applications J. Am. Chem. Soc. 2009, 131, 8875-8883
16. Jiang, J. X.; Su, F.; Trewin, A.; Wood, C. D.; Campbell, N. L.; Niu, H.; Dickinson, C.; Ganin, A. Y.; Rosseinsky, M. J.; Khimyak, Y. Z. Conjugated Microporous Poly(Aryleneethynylene) Networks Angew. Chem., Int. Ed. 2007, 46, 8574-8578
17. Jiang, J. X.; Su, F.; Trewin, A.; Wood, C. D.; Niu, H.; Jones, J. T. A.; Khimyak, Y. Z.; Cooper, A. I. Synthetic Control of the Pore Dimension and Surface Area in Conjugated Microporous Polymer and Copolymer Networks J. Am. Chem. Soc. 2008, 130, 7710-7720
18. Budd, P. M.; Ghanem, B. S.; Makhseed, S.; McKeown, N. B.; Msayib, K. J.; Tattershall, C. E. Polymers of Intrinsic Microporosity (PIMS): Robust, Solution-Processable, Organic Nanoporous Materials Chem. Commun. (Cambridge, U.K.) 2004, 230-231
19. McKeown, N. B.; Budd, P. M. Polymers of Intrinsic Microporosity (PIMs): Organic Materials for Membrane Separations, Heterogeneous Catalysis and Hydrogen Storage Chem. Soc. Rev. 2006, 35, 675-683
20. Tsyurupa, M. P.; Davankov, V. A. Hypercrosslinked Polymers: Basic Principle of Preparing the New Class of Polymeric Materials React. Funct. Polym. 2002, 53, 193-203
21. Lee, J.-Y.; Wood, C. D.; Bradshaw, D.; Rosseinsky, M. J.; Cooper, A. I. Hydrogen Adsorption in Microporous Hypercrosslinked Polymers Chem. Commun. (Cambridge, U.K.) 2006, 2670-2672
22. Tsyurupa, M. P.; Davankov, V. A. Porous Structure of Hypercrosslinked Polystyrene: State of the Art Mini-Review React. Funct. Polym. 2006, 66, 768-779
23. Yuan, D.; Lu, W.; Zhao, D.; Zhou, H. C. Highly Stable Porous Polymer Networks with Exceptionally High Gas-Uptake Capacities Adv. Mater. (Weinheim, Ger.) 2011, 23, 3723-3725
24. Ben, T.; Ren, H.; Ma, S.; Cao, D.; Lan, J.; Jing, X.; Wang, W.; Xu, J.; Deng, F.; Simmons, J. M. Targeted Synthesis of a Porous Aromatic Framework with High Stability and Exceptionally High Surface Area Angew. Chem., Int. Ed. 2009, 48, 9457-9460
25. Ben, T.; Pei, C.; Zhang, D.; Xu, J.; Deng, F.; Jing, X.; Qiu, S. Gas Storage in Porous Aromatic Frameworks (PAFs) Energy Environ. Sci. 2011, 4, 3991-3999
26. Xiang, Z.; Cao, D. J. Porous Covalent-Organic Materials: Synthesis, Clean Energy Application and Design J. Mater. Chem. A 2013, 1, 2691-2718
27. Dong, G.; Li, H.; Chen, V. Challenges and Opportunities for Mixed-Matrix Membranes for Gas Separation J. Mater. Chem. A 2013, 1, 4610-4630
28. Lin, R.; Ge, L.; Hou, L.; Strounina, E.; Rudolph, V.; Zhu, Z. Mixed Matrix Membranes with Strengthened MOFs/Polymer Interfacial Interaction and Improved Membrane Performance ACS Appl. Mater. Interfaces 2014, 6, 5609-5618
29. Wood, C. D.; Tan, B.; Trewin, A.; Niu, H.; Bradshaw, D.; Rosseinsky, M. J.; Khimyak, Y. Z.; Campbell, N. L.; Kirk, R.; Stöckel, E. Hydrogen Storage in Microporous Hypercrosslinked Organic Polymer Networks Chem. Mater. 2007, 19, 2034-2048
30. Xu, S.; Luo, Y.; Tan, B. Recent Development of Hypercrosslinked Microporous Organic Polymers Macromol. Rapid Commun. 2013, 34, 471-484
31. Li, B.; Gong, R.; Wang, W.; Huang, X.; Zhang, W.; Li, H.; Hu, C.; Tan, B. A New Strategy to Microporous Polymers: Knitting Rigid Aromatic Building Blocks by External Cross-Linker Macromolecules 2011, 44, 2410-2414
32. 2 Capturing Materials Adv. Mater. (Weinheim, Ger.) 2012, 24, 5703-5707
33. Dawson, R.; Ratvijitvech, T.; Corker, M.; Laybourn, A.; Khimyak, Y. A.; Cooper, A. I.; Adams, D. J. Microporous Copolymers for Increased Gas Selectivity Polym. Chem. 2012, 3, 2034-2038
34. Dawson, R.; Stöckel, E.; Holst, J. R.; Adams, D. J.; Cooper, A. I. Microporous Organic Polymers for Carbon Dioxide Capture Energy Environ. Sci. 2011, 4, 4239-4245
35. Lowell, S.; Shields, J. E.; Thomas, M. A.; Thommes, A. Characterization of Porous Solids and Powders: Surface Area, Pore Size and Density; Kluwer Academic Publishers: Dordrecht, Netherlands, 2004.
36. Cossi, M.; Gatti, G.; Canti, L.; Tei, L.; Errahali, M.; Marchese, L. Theoretical Prediction of High Pressure Methane Adsorption in Porous Aromatic Frameworks (PAFs) Langmuir 2012, 28, 14405-14414
37. Fraccarollo, A.; Canti, L.; Marchese, L.; Cossi, M. Monte Carlo Modeling of Carbon Dioxide Adsorption in Porous Aromatic Frameworks Langmuir 2014, 30, 4147-4156
38. Jing, X.; Zou, D.; Cui, P.; Ren, H.; Zhu, G. J. Facile Synthesis of Cost-Effective Porous Aromatic Materials with Enhanced Carbon Dioxide Uptake J. Mater. Chem. A 2013, 1, 13926-13931
39. Sun, H.; Mumby, S. J.; Maple, J. R.; Hagler, A. T. An Ab Initio CFF93 All-Atom Force Field for Polycarbonates J. Am. Chem. Soc. 1994, 116, 2978-2987
40. Lemmon, E. W.; McLinden, M. O.; Friend, D. G. NIST Chemistry WebBook: NIST Standard Reference Database Number 69; National Institute of Standards and Technology: Washington, DC, 2011.
41. Luo, Y.; Zhang, S.; Ma, Y.; Wang, W.; Tan, B. Microporous Organic Polymers Synthesized by Self-Condensation of Aromatic Hydroxymethyl Monomers Polym. Chem. 2013, 4, 1126-1131
42. Colthup, N. B.; Daly, L. H.; Wiberley, S. E. Introduction to Infrared and Raman Spectroscopy; Academic Press: New York, 1964.
43. Law, R. V.; Sherrington, D. C.; Snape, C. E. Solid-State C MAS NMR Studies of Hyper-Cross-Linked Polystyrene Resins Macromolecules 1996, 29, 6284-6293
44. Williams, D. J.; Colquhoun, H. M.; OMahoney, C. A. The Structure of Poly(m -Phenylene): A Prediction from Single-Crystal X-Ray Studies of m -Deciphenyl and m -Undeciphenyl J. Chem. Soc., Chem. Commun. 1994, 1643-1644
45. Neimark, A. V.; Sing, K. S. W; Thommes, M. Handbook of Heterogeneous Catalysis; Wiley-VCH Verlag GmbH and Co: Weinheim, Germany, 2008.
46. Ben, T.; Pei, C.; Zhang, D.; Xu, J.; Deng, F.; Jing, X.; Qiu, S. Gas Storage in Porous Aromatic frameworks (PAFs) Energy Environ. Sci. 2011, 4, 3991-3999
47. Furukawa, H.; Yaghi, O. M. Storage of Hydrogen, Methane and Carbon Dioxide in Highly Porous Covalent Organic Frameworks for Clean Energy Applications J. Am. Chem. Soc. 2009, 131, 8875-8883
48. 2 Capture J. Mater. Chem. 2011, 21, 5475-5483
49. Lozano-Castellò, D.; Cazorla-Amorò, D.; Linares-Solano, A.; Quinn, D. F. Micropore Size Distributions of Activated Carbons and Carbon Molecular Sieves Assessed by High-Pressure Methane and Carbon Dioxide Adsorption Isotherms J. Phys. Chem. B 2002, 106, 9372-9379
50. Lu, A.-H.; Dai, S. Porous Materials for Carbon Dioxide Capture; Springer: Heidelberg, Germany, 2014.
51. Li, Y.; Ben, T.; Zhang, B.; Fu, Y.; Qiu, S. Ultrahigh Gas Storage both at Low and High Pressures in KOH-Activated Carbonized Porous Aromatic Frameworks Sci. Rep. 2013, 3, 2420
52. Chen, Q.; Luo, M.; Hammershøj, P.; Zhou, D.; Han, Y.; Wegge Laursen, B.; Yan, C. G.; Han, B. H. Microporous Polycarbazole with High Specific Surface Area for Gas Storage and Separation J. Am. Chem. Soc. 2012, 134, 6084-6087
53. Errahali, M.; Gatti, G.; Tei, L.; Canti, L.; Fraccarollo, A.; Cossi, M.; Marchese, L. Understanding Methane Adsorption in Porous Aromatic Frameworks: An FTIR, Raman, and Theoretical Combined Study J. Phys. Chem. C 2014, 118, 10053-10060