Synthesis of a highly porous bis(imino)pyridine-linked polymer and its postsynthetic modification with inorganic fluorinated ions for selective CO2 capture

Journal of Physical Chemistry C

Volumn 119, Issue 15, 2015, Pages 8174-8182

  Arab, Pezhman ^a   Verlander, Alyson ^a   El Kaderi, Hani M ^a  

^a VIRGINIA COMMONWEALTH UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BINDING ENERGY; CONDENSATION REACTIONS; COPPER; COPPER COMPOUNDS; POLYMERS; POSITIVE IONS; PYRIDINE; SYNTHESIS (CHEMICAL);

BET SURFACE AREA; BINDING AFFINITIES; CO2 CAPTURE; COUNTERIONS; FUNCTIONALIZATIONS; FUNCTIONALIZED; POROUS POLYMERS; POSTSYNTHETIC MODIFICATION;

CARBON DIOXIDE;

EID: 84928037067     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/acs.jpcc.5b00690     Document Type: Article

References (58)

1. Dawson, R.; Cooper, A. I.; Adams, D. J. Chemical Functionalization Strategies for Carbon Dioxide Capture in Microporous Organic Polymers Polym. Int. 2013, 62, 345-352
2. Patel, H. A.; Ko, D.; Yavuz, C. T. Nanoporous Benzoxazole Networks by Silylated Monomers, Their Exceptional Thermal Stability, and Carbon Dioxide Capture Capacity Chem. Mater. 2014, 26, 6729-6733
3. 2 Gas and Organic Vapors Macromolecules 2013, 46, 3058-3066
4. 2 Capture Science 2009, 325, 1652-1654
5. Sumida, K.; Rogow, D. L.; Mason, J. A.; McDonald, T. M.; Bloch, E. D.; Herm, Z. R.; Bae, T.-H.; Long, J. R. Carbon Dioxide Capture in Metal-Organic Frameworks Chem. Rev. 2011, 112, 724-781
6. Li, J.-R.; Sculley, J.; Zhou, H.-C. Metal-Organic Frameworks for Separations Chem. Rev. 2011, 112, 869-932
7. 2 Mixtures Polym. Chem. 2014, 5, 144-152
8. 2 Capture Applications Using an Anionic MOF Scaffold Chem. Commun. 2013, 49, 11385-11387
9. 2 Capture J. Mater. Chem. A 2013, 1, 10259-10266
10. Tanabe, K. K.; Cohen, S. M. Postsynthetic Modification of Metal-Organic Frameworks-a Progress Report Chem. Soc. Rev. 2011, 40, 498-519
11. 2 Capture by Triazine-Based Benzimidazole-Linked Polymers Macromolecules 2014, 47, 8328-8334
12. Rabbani, M. G.; El-Kaderi, H. M. Synthesis and Characterization of Porous Benzimidazole-Linked Polymers and Their Performance in Small Gas Storage and Selective Uptake Chem. Mater. 2012, 24, 1511-1517
13. 2 and Toxic Organic Vapors and Their Separation from Other Gases J. Phys. Chem. C 2013, 117, 24428-24437
14. Arab, P.; Rabbani, M. G.; Sekizkardes, A. K.; Islamoglu, T.; El-Kaderi, H. M. Copper(I)-Catalyzed Synthesis of Nanoporous Azo-Linked Polymers: Impact of Textural Properties on Gas Storage and Selective Carbon Dioxide Capture Chem. Mater. 2014, 26, 1385-1392
15. 4 Gas Uptake by a Halogen-Decorated Borazine-Linked Polymer J. Mater. Chem. 2012, 22, 13524-13528
16. Lu, W.; Sculley, J. P.; Yuan, D.; Krishna, R.; Zhou, H.-C. Carbon Dioxide Capture from Air Using Amine-Grafted Porous Polymer Networks J. Phys. Chem. C 2013, 117, 4057-4061
17. 2 Capture J. Phys. Chem. C 2014, 118, 17585-17593
18. 2 Capture Energy Environ. Sci. 2013, 6, 3684-3692
19. 2 Adsorption and Conversion Chem. Commun. 2014, 50, 13910-13913
20. 2 Storage Capacities Sci. Rep. 2013, 3, 3312-3318
21. 2 Adsorption Energetics and Uptake J. Am. Chem. Soc. 2013, 135, 7660-7667
22. Liu, D.-P.; Chen, Q.; Zhao, Y.-C.; Zhang, L.-M.; Qi, A.-D.; Han, B.-H. Fluorinated Porous Organic Polymers via Direct C-H Arylation Polycondensation ACS Macro Lett. 2013, 2, 522-526
23. 2 Adsorption Studies J. Am. Chem. Soc. 2013, 135, 16801-16804
24. 2 Selectivity in a Metal-Organic Framework by Cavity Modification J. Mater. Chem. 2009, 19, 2131-2134
25. Noro, S.-i.; Fukuhara, K.; Hijikata, Y.; Kubo, K.; Nakamura, T. Rational Synthesis of a Porous Copper(II) Coordination Polymer Bridged by Weak Lewis-Base Inorganic Monoanions Using an Anion-Mixing Method Inorg. Chem. 2013, 52, 5630-5632
26. Bloch, E. D.; Britt, D.; Lee, C.; Doonan, C. J.; Uribe-Romo, F. J.; Furukawa, H.; Long, J. R.; Yaghi, O. M. Metal Insertion in a Microporous Metal-Organic Framework Lined with 2,2′-Bipyridine J. Am. Chem. Soc. 2010, 132, 14382-14384
27. 2 Separation Nature 2013, 495, 80-84
28. Rose, M. Nanoporous Polymers: Bridging the Gap between Molecular and Solid Catalysts? ChemCatChem 2014, 6, 1166-1182
29. Kaur, P.; Hupp, J. T.; Nguyen, S. T. Porous Organic Polymers in Catalysis: Opportunities and Challenges ACS Catal. 2011, 1, 819-835
30. Chen, X.; Huang, N.; Gao, J.; Xu, H.; Xu, F.; Jiang, D. Towards Covalent Organic Frameworks with Predesignable and Aligned Open Docking Sites Chem. Commun. 2014, 50, 6161-6163
31. Weston, M. H.; Farha, O. K.; Hauser, B. G.; Hupp, J. T.; Nguyen, S. T. Synthesis and Metalation of Catechol-Functionalized Porous Organic Polymers Chem. Mater. 2012, 24, 1292-1296
32. 2 Uptake and Selectivity J. Am. Chem. Soc. 2013, 135, 10950-10953
33. Nuñez, A. J.; Chang, M. S.; Ibarra, I. A.; Humphrey, S. M. Tuning the Host-Guest Interactions in a Phosphine Coordination Polymer through Different Types of Post-Synthetic Modification Inorg. Chem. 2013, 53, 282-288
34. Bhargava, B. L.; Balasubramanian, S. Probing Anion-Carbon Dioxide Interactions in Room Temperature Ionic Liquids: Gas Phase Cluster Calculations Chem. Phys. Lett. 2007, 444, 242-246
35. 2 Dissolved in Two Ionic Liquids at High Pressures Chem. Commun. 2000, 2047-2048
36. Bao, C.; Lu, R.; Jin, M.; Xue, P.; Tan, C.; Xu, T.; Liu, G.; Zhao, Y. Helical Stacking Tuned by Alkoxy Side Chains in Π-Conjugated Triphenylbenzene Discotic Derivatives Chem.-Eur. J. 2006, 12, 3287-3294
37. Chen, G.; Wang, F.; Wang, Y.; Zhang, X.; Qin, H.; Zou, H.; Xu, J. Imine-Linked Conjugated Organic Polymer Bearing Bis(imino)pyridine Ligands and Its Catalytic Application in C-C Coupling Reactions Chin. J. Catal. 2014, 35, 540-545
38. Huang, W.; Jiang, Y.; Li, X.; Li, X.; Wang, J.; Wu, Q.; Liu, X. Solvothermal Synthesis of Microporous, Crystalline Covalent Organic Framework Nanofibers and Their Colorimetric Nanohybrid Structures ACS Appl. Mater. Interfaces 2013, 5, 8845-8849
39. 2+ Complexes Prepared From a Tridentate (Imino)pyridine Ligand and Their Structural Comparisons Inorg. Chim. Acta 2007, 360, 3061-3068
40. Holland, J. M.; Liu, X.; Zhao, J. P.; Mabbs, F. E.; Kilner, C. A.; Thornton-Pett, M.; Halcrow, M. A. Copper Complexes of 2,6-Bis(iminomethyl)pyridine Derivatives and of 1,3-Bis(pyridin-2-yl)pyrazole. Effects of Ligand Bulk and Conformational Strain on the Ground State of a Six-Coordinate Copper(II) Ion J. Chem. Soc., Dalton Trans. 2000, 3316-3324
41. Clarke, R.; Latham, K.; Rix, C.; Hobday, M.; White, J. Supramolecular Bidentate Amine Derivatives of Copper(II) Organophosphonates CrystEngComm 2004, 6, 42-50
42. Yano, Y.; Nakano, M.; Takakura, D. The X-Ray Photoelectron Spectroscopy of Copper Complxes in the Interlayer Space of Clay Minerals Anal. Sci. 1997, 13, 355-358
43. Pirhashemi, M.; Habibi-Yangjeh, A. Preparation of AgCl-ZnO Nanocomposites as Highly Efficient Visible-Light Photocatalysts in Water by One-Pot Refluxing Method J. Alloys Compd. 2014, 601, 1-8
44. Ren, S.; Bojdys, M. J.; Dawson, R.; Laybourn, A.; Khimyak, Y. Z.; Adams, D. J.; Cooper, A. I. Porous, Fluorescent, Covalent Triazine-Based Frameworks via Room-Temperature and Microwave-Assisted Synthesis Adv. Mater. 2012, 24, 2357-2361
45. Gibson, V. C.; Redshaw, C.; Solan, G. A. Bis(imino)pyridines: Surprisingly Reactive Ligands and a Gateway to New Families of Catalysts Chem. Rev. 2007, 107, 1745-1776
46. Evans, J. D.; Sumby, C. J.; Doonan, C. J. Post-Synthetic Metalation of Metal-Organic Frameworks Chem. Soc. Rev. 2014, 43, 5933-5951
47. 4 Selectivity Angew. Chem., Int. Ed. 2012, 51, 9330-9334
48. 2 within a Charged Metal-Organic Framework J. Mater. Chem. A 2014, 2, 17771-17778
49. 2 at Ambient Conditions by a Conjugated Microporous Polymer Nat. Commun. 2013, 4, 1960-1966
50. Wang, Z.; Yuan, S.; Mason, A.; Reprogle, B.; Liu, D.-J.; Yu, L. Nanoporous Porphyrin Polymers for Gas Storage and Separation Macromolecules 2012, 45, 7413-7419
51. Ritter, N.; Antonietti, M.; Thomas, A.; Senkovska, I.; Kaskel, S.; Weber, J. Binaphthalene-Based, Soluble Polyimides: The Limits of Intrinsic Microporosity Macromolecules 2009, 42, 8017-8020
52. 2 Adsorption at Low Pressure J. Am. Chem. Soc. 2011, 133, 18126-18129
53. Sung, S.; Suh, M. P. Highly Efficient Carbon Dioxide Capture with a Porous Organic Polymer Impregnated with Polyethylenimine J. Mater. Chem. A 2014, 2, 13245-13249
54. 2 Capture J. Mater. Chem. A 2014, 2, 13831-13834
55. 2-Phobic Nanoporous Covalent Organic Polymers Nat. Commun. 2013, 4, 1357
56. Errahali, M. Microporous Hyper-Cross-Linked Aromatic Polymers Designed for Methane and Carbon Dioxide Adsorption J. Phys. Chem. C 2014, 118, 28699-28710
57. Xiang, Z.; Cao, D.; Wang, W.; Yang, W.; Han, B.; Lu, J. Postsynthetic Lithium Modification of Covalent-Organic Polymers for Enhancing Hydrogen and Carbon Dioxide Storage J. Phys. Chem. C 2012, 116, 5974-5980
58. 2 and Organic Vapors Macromolecules 2014, 47, 6664-6670