One-dimensional imidazole aggregate in aluminium porous coordination polymers with high proton conductivity
Source abstract
Abstract
The development of anhydrous proton-conductive materials operating at temperatures above 80 degrees C is a challenge that needs to be met for practical applications. Herein, we propose the new idea of encapsulation of a proton-carrier molecule--imidazole in this work--in aluminium porous coordination polymers for the creation of a hybridized proton conductor under anhydrous conditions. Tuning of the host-guest interaction can generate a good proton-conducting path at temperatures above 100 degrees C. The dynamics of the adsorbed imidazole strongly affect the conductivity determined by (2)H solid-state NMR. Isotope measurements of conductivity using imidazole-d4 showed that the proton-hopping mechanism was dominant for the conducting path. This work suggests that the combination of guest molecules and a variety of microporous frameworks would afford highly mobile proton carriers in solids and gives an idea for designing a new type of proton conductor, particularly for high-temperature and anhydrous conditions.
Source: europepmc · Quality: candidate unverified · Source record ↗
Research context
OpenAlex topics: Metal-Organic Frameworks: Synthesis and Applications · Fuel Cells and Related Materials · Covalent Organic Framework Applications
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
References (48)
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1. Kreuer, K. D., Paddison, S. J., Spohr, E. & Schuster, M. Transport in proton conductors for fuel-cell applications: Simulations, elementary reactions, and phenomenology. Chem. Rev. 104, 4637–4678 (2004).10.1021/cr020715f ↗
2. Schuster, M. F. H. & Meyer, W. H. Anhydrous proton-conducting polymers. Annu. Rev. Mater. Res. 33, 233–261 (2003).10.1146/annurev.matsci.33.022702.155349 ↗
3. Jannasch, P. Recent developments in high-temperature proton conducting polymer electrolyte membranes. Curr. Opin. Colloid Interface Sci. 8, 96–102 (2003).10.1016/S1359-0294(03)00006-2 ↗
4. Li, S. et al. Synthesis and properties of imidazole-grafted hybrid inorganic–organic polymer membranes. Electrochim. Acta 51, 1351–1358 (2006).10.1016/j.electacta.2005.07.010 ↗
5. West, A. R. Basic Solid State Chemistry (Wiley, 1999).
6. Kawada, A., McGhie, A. R. & Labes, M. M. Protonic conductivity in imidazole single crystal. J. Chem. Phys. 52, 3121–3125 (1970).10.1063/1.1673447 ↗
7. Noro, S., Kitagawa, S., Kondo, M. & Seki, K. A new, methane adsorbent, porous coordination polymer. Angew. Chem. Int. Ed. 39, 2081–2084 (2000).10.1002/1521-3773(20000616)39:12<2081::AID-ANIE2081>3.0.CO;2-A ↗
8. Rowsell, J. L. & Yaghi, O. M. Strategies for hydrogen storage in metal-organic frameworks. Angew. Chem. Int. Ed. 44, 4670–4679 (2005).10.1002/anie.200462786 ↗
9. Ferey, G. et al. Hydrogen adsorption in the nanoporous metal-benzenedicarboxylate M(OH)(O2C–C6H4–CO2)(M=Al3+,Cr3+), MIL-53. Chem. Commun. 2976–2977 (2003).10.1039/B308903G ↗
10. Rosi, N. L. et al. Hydrogen storage in microporous metal-organic frameworks. Science 300, 1127–1129 (2003).10.1126/science.1083440 ↗
11. Li, H., Eddaoudi, M., O’Keeffe, M. & Yaghi, O. M. Design and synthesis of an exceptionally stable and highly porous metal-organic framework. Nature 402, 276–279 (1999).10.1038/46248 ↗
12. Cychosz, K. A., Wong-Foy, A. G. & Matzger, A. J. Liquid phase adsorption by microporous coordination polymers: Removal of organosulfur compounds. J. Am. Chem. Soc. 130, 6938–6939 (2008).10.1021/ja802121u ↗
13. Finsy, V. et al. Pore-filling-dependent selectivity effects in the vapor-phase separation of xylene isomers on the metal-organic framework MIL-47. J. Am. Chem. Soc. 130, 7110–7118 (2008).10.1021/ja800686c ↗
14. Bradshaw, D. et al. Permanent microporosity and enantioselective sorption in a chiral open framework. J. Am. Chem. Soc. 126, 6106–6114 (2004).10.1021/ja0316420 ↗
15. Dybtsev, D. N. et al. Microporous manganese formate: A simple metal-organic porous material with high framework stability and highly selective gas sorption properties. J. Am. Chem. Soc. 126, 32–33 (2004).10.1021/ja038678c ↗
16. Min, K. S. & Suh, M. P. Self-assembly and selective guest binding of three-dimensional open-framework solids from a macrocyclic complex as a trifunctional metal building block. Chem. Eur. J. 7, 303–313 (2001).10.1002/1521-3765(20010105)7:1<303::AID-CHEM303>3.0.CO;2-H ↗
17. Wang, B. et al. Colossal cages in zeolitic imidazolate frameworks as selective carbon dioxide reservoirs. Nature 453, 207–211 (2008).10.1038/nature06900 ↗
18. Hasegawa, S. et al. Three-dimensional porous coordination polymer functionalized with amide groups based on tridentate ligand: Selective sorption and catalysis. J. Am. Chem. Soc. 129, 2607–2614 (2007).10.1021/ja067374y ↗
19. Horike, S., Dinca, M., Tamaki, K. & Long, J. R. Size-selective lewis acid catalysis in a microporous metal-organic framework with exposed Mn2+ coordination sites. J. Am. Chem. Soc. 130, 5854–5855 (2008).10.1021/ja800669j ↗
20. Cho, S.-H. et al. A metal-organic framework material that functions as an enantioselective catalyst for olefin epoxidation. Chem. Commun. 24, 2563–2565 (2006).10.1039/B600408C ↗
21. Horcajada, P. et al. Synthesis and catalytic properties of MIL-100(Fe), an iron(III) carboxylate with large pores. Chem. Commun. 2820–2822 (2007).10.1039/B704325B ↗
22. Schroder, F. et al. Ruthenium nanoparticles inside porous [Zn4O(bdc)3] by hydrogenolysis of adsorbed [Ru(cod)(cot)]: A solid-state reference system for surfactant-stabilized ruthenium colloids. J. Am. Chem. Soc. 130, 6119–6130 (2008).10.1021/ja078231u ↗
23. Ingleson, M. J. et al. Generation of a solid Bronsted acid site in a chiral framework. Chem. Commun. 1287–1289 (2008).10.1039/b718443c ↗
24. Fujita, M., Kwon, Y. J., Washizu, S. & Ogura, K. Preparation, clathration ability, and catalysis of a two-dimensional square network material composed of cadmium(II) and 4,4′−bipyridine. J. Am. Chem. Soc. 116, 1151–1152 (1994).10.1021/ja00082a055 ↗
25. Seo, J. S. et al. A homochiral metal-organic porous material for enantioselective separation and catalysis. Nature 404, 982–986 (2000).10.1038/35010088 ↗
26. Evans, O. R., Ngo, H. L. & Lin, W. Chiral porous solids based on lamellar lanthanide phosphonates. J. Am. Chem. Soc. 123, 10395–10396 (2001).10.1021/ja0163772 ↗
27. Ferey, G. et al. Mixed-valence Li/Fe-based metal-organic frameworks with both reversible redox and sorption properties. Angew. Chem. Int. Ed. 46, 3259–3263 (2007).10.1002/anie.200605163 ↗
28. Kitagawa, H. et al. Highly proton-conductive copper coordination polymer, H2dtoaCu (H2dtoa=dithiooxamide anion). Inorg. Chem. Commun. 6, 346–348 (2003).10.1016/S1387-7003(02)00749-9 ↗
29. Sadakiyo, M., Yamada, T. & Kitagawa, H. Rational designs for highly proton-conductive metal-organic frameworks. J. Am. Chem. Soc. 131, 9906–9907 (2009).10.1021/ja9040016 ↗
30. Uemura, T. et al. Radical polymerisation of styrene in porous coordination polymers. Chem. Commun. 5968–5970 (2005).10.1039/b508588h ↗
31. Uemura, T. et al. Conformation and molecular dynamics of single polystyrene chain confined in coordination nanospace. J. Am. Chem. Soc. 130, 6781–6788 (2008).10.1021/ja800087s ↗
32. Mulfort, K. L. & Hupp, J. T. Chemical reduction of metal-organic framework materials as a method to enhance gas uptake and binding. J. Am. Chem. Soc. 129, 9604–9605 (2007).10.1021/ja0740364 ↗
33. Muller, M. et al. Loading of MOF-5 with Cu and ZnO nanoparticles by gas-phase infiltration with organometallic precursors: Properties of Cu/ZnO@MOF-5 as catalyst for methanol synthesis. Chem. Mater. 20, 4576–4587 (2008).10.1021/cm703339h ↗
34. Turner, S. et al. Direct imaging of loaded metal-organic framework materials (Metal@MOF-5). Chem. Mater. 20, 5622–5627 (2008).10.1021/cm801165s ↗
35. Horcajada, P. et al. Flexible porous metal-organic frameworks for a controlled drug delivery. J. Am. Chem. Soc. 130, 6774–6780 (2008).10.1021/ja710973k ↗
36. Horcajada, P. et al. Metal-organic frameworks as efficient materials for drug delivery. Angew. Chem. Int. Ed. 45, 5974–5978 (2006).10.1002/anie.200601878 ↗
37. Tanaka, D. et al. Anthracene array-type porous coordination polymer with host–guest charge transfer interactions in excited states. Chem. Commun. 3142–3144 (2007).10.1039/b707947h ↗
38. Comotti, A. et al. Nanochannels of two distinct cross-sections in a porous Al-based coordination polymer. J. Am. Chem. Soc. 130, 13664–13672 (2008).10.1021/ja802589u ↗
39. Loiseau, T. et al. A rationale for the large breathing of the porous aluminum terephthalate (MIL-53) upon hydration. Chem. Eur. J. 10, 1373–1382 (2004).10.1002/chem.200305413 ↗
40. Serre, C. et al. An explanation for the very large breathing effect of a metal-organic framework during CO2 adsorption. Adv. Mater. 19, 2246–2251 (2007).10.1002/adma.200602645 ↗
41. Spek, A. L. Single-crystal structure validation with the program PLATON. J. Appl. Crystallogr. 36, 7–13 (2003).10.1107/S0021889802022112 ↗
42. Craven, B. M., McMullan, R. K., Bell, J. D. & Freeman, H. C. The crystal structure of imidazole by neutron diffraction at 20 ∘C and −150 ∘C. Acta Crystallogr. B 33, 2585–2589 (1977).
43. Horike, S. et al. Motion of methanol adsorbed in porous coordination polymer with paramagnetic metal ions. Chem. Commun. 2152–2153 (2004).10.1039/b406883a ↗
44. Ueda, T. et al. Phase transition and molecular motion of cyclohexane confined in metal-organic framework, IRMOF-1, as studied by 2H NMR. Chem. Phys. Lett. 443, 293–297 (2007).
45. Horike, S. et al. Dynamic motion of building blocks in porous coordination polymers. Angew. Chem. Int. Ed. 45, 7226–7230 (2006).10.1002/anie.200603196 ↗
46. Schmidt-Rohr, K. & Spiess, H. W. Multidimensional Solid-State NMR and Polymers (Academic, 1994).
47. Abragam, A. Principles of Nuclear Magnetism (Oxford Univ. Press, 1961).
48. Bozkurt, A. & Meyer, W. H. Proton conducting blends of poly(4-vinylimidazole) with phosphoricacid. Solid State Ion. 138, 259–265 (2001).10.1016/S0167-2738(00)00779-7 ↗