Polystyrene sulphonic acid resins with enhanced acid strength via macromolecular self-assembly within confined nanospace

Nature Communications

Volumn 5, Issue , 2014, Pages

  Zhang, Xiaomin ^a,b   Zhao, Yaopeng ^a   Xu, Shutao ^a   Yang, Yan ^a   Liu, Jia ^a   Wei, Yingxu ^a   Yang, Qihua ^a  

^a DALIAN INSTITUTE OF CHEMICAL PHYSICS   (China)

^b UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

Author keywords

[No Author keywords available]

Indexed keywords

NANOSPHERE; POLYMER; POLYSTYRENE SULPHONIC ACID RESIN; RESIN; SELF ASSEMBLED MONOLAYER; UNCLASSIFIED DRUG;

CATALYSIS; CATALYST; CHEMICAL BONDING; ORGANIC ACID; POLYMER; RESIN;

ACIDITY; ARTICLE; CATALYST; HYDROGEN BOND; MACROMOLECULE; MORPHOLOGY; NANOFABRICATION; SYNTHESIS;

EID: 84893214713     PISSN: None     EISSN: 20411723     Source Type: Journal    
DOI: 10.1038/ncomms4170     Document Type: Article

References (49)

1. Corma, A. Inorganic solid acids and their use in acid-catalyzed hydrocarbon reactions. Chem. Rev. 95, 559-614 (1995).
2. Corma, A. Solid acid catalysts. Curr. Opin. Solid State Mater. Sci. 2, 63-75 (1997). (Pubitemid 127345973)
3. Corma, A. & Garcia, H. Lewis acids: From conventional homogeneous to green homogeneous and heterogeneous catalysis. Chem. Rev. 103, 4307-4365 (2003).
4. Clark, J. H. Solid acids for green chemistry. Acc. Chem. Res. 35, 791-797 (2002).
5. Climent, M. J., Corma, A. & Iborra, S. Heterogeneous catalysts for the one-pot synthesis of chemicals and fine chemicals. Chem. Rev. 111, 1072-1133 (2011).
6. Pourjavadi, A., Hosseini, S. H., Doulabi, M., Fakoorpoor, S. M. & Seidi, F. Multi-layer functionalized poly(ionic liquid) coated magnetic nanoparticles: Highly recoverable and magnetically separable bronsted acid catalyst. ACS Catal. 2, 1259-1266 (2012).
7. Liu, F. et al. Transesterification catalyzed by ionic liquids on superhydrophobic mesoporous polymers: Heterogeneous catalysts that are faster than homogeneous catalysts. J. Am. Chem. Soc. 134, 16948-16950 (2012).
8. Liu, F., Kong, W., Qi, C., Zhu, L. & Xiao, F. S. Design and synthesis of mesoporous polymer-based solid acid catalysts with excellent hydrophobicity and extraordinary catalytic activity. ACS Catal. 2, 565-572 (2012).
9. Liu, F. et al. Efficient and stable solid acid catalysts synthesized from sulfonation of swelling mesoporous polydivinylbenzenes. J. Catal. 271, 52-58 (2010).
10. Siril, P. F., Cross, H. E. & Brown, D. R. New polystyrene sulfonic acid resin catalysts with enhanced acidic and catalytic properties. J. Mol. Catal. A Chem. 279, 63-68 (2008). (Pubitemid 350198987)
11. Harmer, M. A. & Sun, Q. Solid acid catalysis using ion-exchange resins. Appl. Catal. A-Gen. 221, 45-62 (2001). (Pubitemid 34524099)
12. Hart, M., Fuller, G., Brown, D. R., Dale, J. A. & Plant, S. Sulfonated poly(styrene-co-divinyl -benzene) ion-exchange resins: Acidities and catalytic activities in aqueous reactions. J. Mol. Catal. A Chem. 182, 439-445 (2002). (Pubitemid 34606095)
13. Barbaro, P. & Liguori, F. Ion exchange resins: Catalyst recovery and recycle. Chem. Rev. 109, 515-529 (2009).
14. Choi, M. et al. Controlled polymerization in mesoporous silica toward the design of organic-inorganic composite nanoporous materials. J. Am. Chem. Soc. 127, 1924-1932 (2005). (Pubitemid 40229174)
15. Martín, A. et al. Acid hybrid catalysts from poly(styrenesulfonic acid) grafted onto ultra-large-pore SBA-15 silica using atom transfer radical polymerization. J. Mater. Chem. 20, 8026-8035 (2010).
16. Long, W. & Jones, C. W. Hybrid sulfonic acid catalysts based on silicasupported poly(styrene sulfonic acid) brush materials and their application in ester hydrolysis. ACS Catal. 1, 674-681 (2011).
17. Li, C., Yang, J., Wang, P., Liu, J. & Yang, Q. An efficient solid acid catalyst: Poly-p-styrenesulfonic acid supported on SBA-15 via surface-initiated ATRP. Microporous Mesoporous Mater. 123, 228-233 (2009).
18. Melero, J. A., Stucky, G. D., van Grieken, R. & Morales, G. Direct syntheses of ordered SBA-15 mesoporous materials containing arenesulfonic acid groups. J. Mater. Chem. 12, 1664-1670 (2002).
19. Siegel, R. et al. Understanding the high catalytic activity of propylsulfonic acid-functionalized periodic mesoporous benzenesilicas by high-resolution 1H solid-state NMR spectroscopy. J. Mater. Chem. 22, 7412-7419 (2012).
20. Mbaraka, I. K. & Shanks, B. H. Acid strength variation due to spatial location of organosulfonic acid groups on mesoporous silica. J. Catal. 244, 78-85 (2006). (Pubitemid 44547942)
21. Brandle, M. & Sauer, J. Acidity differences between inorganic solids induced by their framework structure- a combined quantum mechanics molecular mechanics ab initio study on zeolites. J. Am. Chem. Soc. 120, 1556-1570 (1998). (Pubitemid 28183757)
22. Dacquin, J. P. et al. Interdependent lateral interactions, hydrophobicity and acid strength and their influence on the catalytic activity of nanoporous sulfonic acid silicas. Green Chem. 12, 1383-1391 (2010).
23. Liu, F. et al. High-temperature synthesis of magnetically active and SO3H-functionalized ordered mesoporous carbon with good catalytic performance. Catal. Today 186, 115-120 (2012).
24. Kitano, M. et al. Protonated titanate nanotubes with lewis and bronsted acidity: Relationship between nanotube structure and catalytic activity. Chem. Mater. 25, 385-393 (2013).
25. Selvaraj, M., Min, B. R., Shul, Y. G. & Lee, T. G. Comparison of mesoporous solid acid catalysts in the production of DABCO by cyclization of ethanolamine I. Synthesis and characterization of mesoporous solid acid catalysts. Microporous and Mesoporous Mater. 74, 143-155 (2004). (Pubitemid 39300730)
26. Kalita, P., Gupta, N. M. & Kumar, R. Synergistic role of acid sites in the Ce-enhanced activity of mesoporous Ce-Al-MCM-41 catalysts in alkylation reactions: Ftir and TPD-ammonia studies. J. Catal. 245, 338-347 (2007). (Pubitemid 46037686)
27. Harmer, M. A., Farneth, W. E. & Sun, Q. High surface area nafion resin/silica nanocomposites: A new class of solid acid catalyst. J. Am. Chem. Soc. 118, 7708-7715 (1996). (Pubitemid 26285122)
28. Sijbesma, R. P. et al. Reversible polymers formed from self-complementary monomers using quadruple H-bond. Science 278, 1601-1604 (1997). (Pubitemid 27516273)
29. Stuart, M. A. C. et al. Emerging applications of stimuli-responsive polymer materials. Nat. Mater. 9, 101-113 (2010).
30. Fu, Q. et al. Reversible control of free energy and topography of nanostructured surfaces. J. Am. Chem. Soc. 126, 8904-8905 (2004). (Pubitemid 38971058)
31. Whitesides, G. M., Mathias, J. P. & Seto, C. T. Molecular self-assembly and nanochemistry-a chemical strategy for the synthesis of nanostructures. Science 254, 1312-1319 (1991). (Pubitemid 21917458)
32. Prins, L. J., Reinhoudt, D. N. & Timmerman, P. Noncovalent synthesis using H-bond. Angew. Chem. Int. Ed. 40, 2382-2426 (2001).
33. Chen, D. Y. & Jiang, M. Strategies for constructing polymeric micelles and hollow spheres in solution via specific intermolecular interactions. Acc. Chem. Res. 38, 494-502 (2005). (Pubitemid 40994872)
34. Yang, Y., Liu, J., Li, X., Liu, X. & Yang, Q. Organosilane-assisted transformation from core-shell to yolk-shell nanocomposites. Chem. Mater. 23, 3676-3684 (2011).
35. Yang, Y. et al. A yolk-shell nanoreactor with a basic core and an acidic shell for cascade reactions. Angew. Chem. Int. Ed. 51, 9164-9168 (2012).
36. Liu, J. et al. Yolk-shell hybrid materials with a periodic mesoporous organosilica shell: Ideal nanoreactors for selective alcohol oxidation. Adv. Funct. Mater. 22, 591-599 (2012).
37. Haw, J. F. & Xu, T. NMR studies of solid acidity. Adv. Catal. 42, 115-180 (1998). (Pubitemid 128067245)
38. Grunberg, B. et al. H-bond of water confined in mesoporous silica MCM-41 and SBA-15 studied by 1H solid-state NMR. Chemistry 10, 5689-5696 (2004).
39. Haw, J. F. Zeolite acid strength and reaction mechanisms in catalysts. Phys. Chem. Chem. Phys. 4, 5431-5441 (2002).
40. Hamoudi, S. & Kaliaguine, S. Periodic mesoporous organosilica from micellar oligomer template solution. Chem. Commun. 18, 2118-2119 (2002). (Pubitemid 35216252)
41. Farcasiu, D., Ghenciu, A., Marino, G. & Rose, K. D. Strength of solid acids and acids in solution. Enhancement of acidity of centers on solid surfaces by anion stabilizing solvents and its consequence for catalysis. J. Am. Chem. Soc. 119, 11826-11831 (1997). (Pubitemid 28012746)
42. Zheng, A. et al. 31P chemical shift of adsorbed trialkylphosphine oxides for acidity characterization of solid acids catalysts. J. Phys. Chem. A 112, 7349-7356 (2008).
43. Zheng, A., Huang, S.-J., Liu, S.-B. & Deng, F. Acid properties of solid acid catalysts characterized by solid-state 31P NMR of adsorbed phosphorous probe molecules. Phys. Chem. Chem. Phys. 13, 14889-14901 (2011).
44. Lunsford, J. H., Rothwell, W. P. & Shen, W. Acid sites in zeolite-Y-a solid-state NMR and infrared study using trimethylphosphine as a probe molecule. J. Am. Chem. Soc. 107, 1540-1547 (1985). (Pubitemid 15475041)
45. Siril, P. F., Davison, A. D., Randhawa, J. K. & Brown, D. R. Acid strengths and catalytic activities of sulfonic acid on polymeric and silica supports. J. Mol. Catal. A Chem. 267, 72-78 (2007). (Pubitemid 46441932)
46. Chiu, J. J., Pine, D. J., Bishop, S. T. & Chmelka, B. F. Friedel-Crafts alkylation properties of aluminosilica SBA-15 meso/macroporous monoliths and mesoporous powders. J. Catal. 221, 400-412 (2004).
47. Dou, J. & Zeng, H. C. Targeted synthesis of silicomolybdic acid (Keggin acid) inside mesoporous silica hollow spheres for Friedel-Crafts alkylation. J. Am. Chem. Soc. 134, 16235-16246 (2012).
48. Busca, G. Acid catalysts in industrial hydrocarbon chemistry. Chem. Rev. 107, 5366-5410 (2007). (Pubitemid 350225875)
49. Deng, Z., Chen, M., Zhou, S., You, B. & Wu, L. A novel method for the fabrication of monodisperse hollow silica spheres. Langmuir 22, 6403-6407 (2006). (Pubitemid 44140344)