4,4′-diaminodiphenyl sulfone functionalized sba-15: Toluene sensing properties and improved proton conductivity

Journal of Physical Chemistry C

Volumn 118, Issue 4, 2014, Pages 1879-1886

  Qian, Nana ^a   Duan, Zhiming ^a   Zhu, Yongheng ^a   Xiang, Qun ^a   Xu, Jiaqiang ^a  

^a SHANGHAI UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ADSORPTION DESORPTION ISOTHERMS; DIAMINODIPHENYL SULFONES; FOURIER TRANSFORM INFRA RED (FTIR) SPECTROSCOPY; IMPEDANCE SPECTROSCOPY MEASUREMENTS; PROTON CONDUCTING MATERIALS; QUARTZ CRYSTAL MICROBALANCE SENSORS; SMALL ANGLE X-RAY SCATTERING; VOLATILE ORGANIC COMPOUND (VOC);

FOURIER TRANSFORM INFRARED SPECTROSCOPY; TOLUENE; TRANSMISSION ELECTRON MICROSCOPY; VAPORS; VOLATILE ORGANIC COMPOUNDS;

PROTON CONDUCTIVITY;

EID: 84893279144     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/jp406688c     Document Type: Article

References (65)

1. Kresge, C. T.; Leonowicz, M. E.; Roth, W. J.; Vartuli, J. C.; Beck, J. S. Ordered Mesoporous Molecular Sieves Synthesized by A Liquid-Crystal Template Mechanism Nature 1992, 359, 710-712
2. Zhao, D.; Huo, Q.; Feng, J.; Chmelka, B. F.; Stucky, G. D. Nonionic Triblock and Star Diblock Copolymer and Oligomeric Surfactant Syntheses of Highly Ordered, Hydrothermally Stable, Mesoporous Silica Structures J. Am. Chem. Soc. 1998, 120, 6024-6036
3. Selvam, P.; Bhatia, S. K.; Sonvane, C. G. Recent Advances in Processing and Characterization of Periodic Mesoporous MCM-41 Silicate Molecular Sieves Ind. Eng. Chem. Res. 2001, 40, 3237-3261
4. Bonneviot, L.; Beland, F.; Danumah, C.; Giasson, S. Mesoporous Molecular Sieves: Proceedings of the 1st International Symposium; Elsevier Science Ltd.: New York, 1998.
5. Zhao, D.; Wan, Y.; Zhou, W. Ordered Mesoporous Materials; Wiley-VCH Verlag GmbH: Weinheim, 2013.
6. 2 Reversibly J. Am. Chem. Soc. 2008, 130, 2902-2903
7. 2 Adsorbents: Dramatic Effect of Water Vapor J. Am. Chem. Soc. 2010, 132, 6312-6314
8. 2 Adsorption on Amine-Grafted SBA-15 by Increasing Silanol Density J. Phys. Chem. C 2011, 115, 21264-21272
9. Zarabadi-Poor, P.; Badiei, A.; Yousefi, A. A.; Barroso-Flores, J. Selective Optical Sensing of Hg(II) in Aqueous Media by H-Acid/SBA-15: A Combined Experimental and Theoretical Study J. Phys. Chem. C 2013, 117, 9281-9289
10. Zhu, Y.; Li, H.; Zheng, Q.; Xu, J.; Li, X. Amine-Functionalized SBA-15 with Uniform Morphology and Well-Defined Mesostructure for Highly Sensitive Chemosensors to Detect Formaldehyde Vapor Langmuir 2012, 28, 7843-7850
11. Zheng, Q.; Zhu, Y.; Xu, J.; Cheng, Z.; Li, H.; Li, X. Fluoroalcohol and Fluorinated-Phenol Derivatives Functionalized Mesoporous SBA-15 Hybrids: High-Performance Gas Sensing toward Nerve Agent J. Mater. Chem. 2012, 22, 2263-2270
12. 2 Detection Anal. Chem. 2012, 84, 3063-3066
13. Villanneau, R.; Marzouk, A.; Wang, Y.; Djamaa, A. B.; Laugel, G.; Proust, A.; Launay, F. Covalent Grafting of Organic-Inorganic Polyoxometalates Hybrids onto Mesoporous SBA-15: A Key Step for New Anchored Homogeneous Catalysts Inorg. Chem. 2013, 52, 2958-2965
14. Nakazawa, J.; Smith, B. J.; Stack, T. D. P. Discrete Complexes Immobilized onto Click-SBA-15 Silica: Controllable Loadings and the Impact of Surface Coverage on Catalysis J. Am. Chem. Soc. 2012, 134, 2750-2759
15. Terry, T. J.; Stack, T. D. P. Covalent Heterogenization of a Discrete Mn(II) Bis-Phen Complex by a Metal-Template/Metal-Exchange Method: An Epoxidation Catalyst with Enhanced Reactivity J. Am. Chem. Soc. 2008, 130, 4945-4953
16. Rimola, A.; Costa, D.; Sodupe, M.; Lambert, J.-F.; Ugliengo, P. Silica Surface Features and Their Role in the Adsorption of Biomolecules: Computational Modeling and Experiments Chem. Rev. 2013, 113, 4216-4313
17. y@SBA-15 Composites with Different Morphologies for Controlled Drug Release and Targeting J. Phys. Chem. C 2008, 112, 7130-7137
18. 3+ as a Novel Drug Delivery System Inorg. Chem. 2007, 46, 3203-3211
19. Reichhardt, N.; Kjellman, T.; Sakeye, M.; Paulsen, F.; SmaÌŠtt, J.-H.; Lindén, M.; Alfredsson, V. Removal of Intrawall Pores in SBA-15 by Selective Modification Chem. Mater. 2011, 23, 3400-3403
20. Kjellman, T.; Reichhardt, N.; Sakeye, M.; SmaÌŠtt, J.-H.; Lindén, M.; Alfredsson, V. Independent Fine-Tuning of the Intrawall Porosity and Primary Mesoporosity of SBA-15 Chem. Mater. 2013, 25, 1989-1997
21. Bass, J.; Katz, A. Bifunctional Surface Imprinting of Silica: Thermolytic Synthesis and Characterization of Discrete Thiol-Amine Functional Group Pairs Chem. Mater. 2006, 18, 1611-1620
22. Hicks, J.; Jones, C. W. Controlling the Density of Amine Sites on Silica Surfaces Using Benzyl Spacers Langmuir 2006, 22, 2676-2681
23. McKittrick, M. W.; Jones, C. W. Toward Single-Site Functional Materials-Preparation of Amine-Functionalized Surfaces Exhibiting Site-Isolated Behavior Chem. Mater. 2003, 15, 1132-1139
24. Bass, J. D.; Solovyov, A.; Pascall, A. J.; Katz, A. Acid-Base Bifunctional and Dielectric Outer-Sphere Effects in Heterogeneous Catalysis: A Comparative Investigation of Model Primary Amine Catalysts J. Am. Chem. Soc. 2006, 138, 3737-3747
25. Brunelli, N. A.; Venkatasubbaiah, K.; Jones, C. W. Cooperative Catalysis with Acid-Base Bifunctional Mesoporous Silica: Impact of Grafting and Co-condensation Synthesis Methods on Material Structure and Catalytic Properties Chem. Mater. 2012, 24, 2433-2442
26. Stein, A.; Melde, B. J.; Schroden, R. C. Hybrid Inorganic-organic Meso-porous Silicates-Nanoscopic Reactors Coming of Age Adv. Mater. 2000, 12, 1403-1419
27. Lim, M. H.; Blanford, C. F.; Stein, A. Synthesis of Ordered Microporous Silicates with Organosulfur Surface Groups and Their Applications as Solid Acid Catalysts Chem. Mater. 1998, 10, 467-470
28. Wight, A. P.; Davis, M. E. Design and Preparation of Organic-Inorganic Hybrid Catalysts Chem. Rev. 2002, 102, 3589-3614
29. Burkett, S. L.; Sims, S. D.; Mann, S. Synthesis of Hybrid Inorganic-organic Mesoporous Silica by Co-condensation of Siloxane and Organosiloxane Precursors Chem. Commun. 1996, 1367-1368
30. Crisci, A.; Tucker, M.; Lee, M.; Jang, S.; Dumesic, J.; Scott, S. L. Acid-Functionalized SBA-15-Type Silica Catalysts for Carbohydrate Dehydration ACS Catal. 2011, 1, 719-728
31. Solin, N.; Han, L.; Che, S.; Terasaki, O. An Amphoteric Mesoporous Silica Catalyzed Aldol Reaction Catal. Commun. 2009, 10, 1386-1389
32. Zeidan, R.; Davis, M. E. The effect of acid-base pairing on catalysis: An Efficient Acid-Base Functionalized Catalyst for Aldol Condensation J. Catal. 2007, 247, 379-382
33. Zeidan, R. K.; Hwang, S.-J.; Davis, M. E. Multifunctional heterogeneous catalysts: SBA-15-containing Primary Amines and Sulfonic Acids Angew. Chem., Int. Ed. 2006, 45, 6332-6335
34. Patel, S. V.; Mlsna, T. E.; Fruhberger, B.; Klaassen, E.; Cemalovic, S.; Basel, D. R. Chemicapacitive Microsensors for Volatile Organic Compound Detection Sens. Actuators, B 2003, 96, 541-553
35. Ueno, Y.; Horiuchi, T.; Morimoto, T.; Niwa, O. Microfluidic Device for Airborne BTEX Detection Anal. Chem. 2001, 73, 4688-4693
36. Ablat, H.; Yimit, A.; Mahmut, M.; Itoh, K. Nafion Film/K(+)-Exchanged Glass Optical Waveguide Sensor for BTX Detection Anal. Chem. 2008, 80, 7678-7683
37. Matsuguchi, M.; Uno, T.; Aoki, T.; Yoshida, M. Chemically Modified Copolymer Coatings for Mass-Sensitive Toluene Vapor Sensors Sens. Actuators, B 2008, 131, 652-659
38. Kreuer, K.-D. Proton Conductivity: Materials and Applications Chem. Mater. 1996, 8, 610-641
39. 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. 2004, 104, 4637-4678
40. Fujita, S.; Kamazawa, K.; Yamamoto, S.; Tyagi, M.; Araki, T.; Sugiyama, J.; Hasegawa, N.; Kawasumi, M. Proton Conductivity under Dry Conditions for Mesoporous Silica with Highly Dense Sulfonic Acid Groups J. Phys. Chem. C 2013, 117, 8727-8736
41. Schuster, M.; de Araujo, C. C.; Atanasov, V.; Andersen, H. T.; Kreuer, K.-D.; Maier, J. Highly Sulfonated Poly(phenylene sulfone): Preparation and Stability Issues Macromolecules 2009, 42, 3129-3137
42. Schuster, M.; Kreuer, K.-D.; Andersen, H. T.; Maier, J. Sulfonated Poly(phenylene sulfone) Polymers as Hydrolytically and Thermooxidatively Stable Proton Conducting Ionomers Macromolecules 2007, 40, 598-607
43. Marschall, R.; Rathouský, J.; Wark, M. Ordered Functionalized Silica Materials with High Proton Conductivity Chem. Mater. 2007, 19, 6401-6407
44. Sharifi, M.; Marschall, R.; Wilhelm, M.; Wallacher, D.; Wark, M. Detection of Homo-geneous Distribution of Functional Groups in Mesoporous Silica by Small Angle Neutron Scattering and in Situ Adsorption of Nitrogen or Water Langmuir 2011, 27, 5516-5522
45. Sharifi, M.; Wallacher, D.; Wark, M. Distribution of Functional Groups in Periodic Meso- porous Organosilica Materials Studied by Small-Angle Neutron Scattering With in situ Adsorption of Nitrogen Beilstein J. Nanotechnol. 2012, 3, 428-437
46. Singer, J. A.; Purcell, W. P.; Thompson, C. C. Structure and Properties of Sulfones. I. Electric Moment of 4,4′-diaminodiphenyl Sulfone J. Med. Chem. 1967, 10, 528-529
47. Yang, C.; Zibrowius, B.; Schüth, F. A Novel Synthetic Route for Negatively Charged Ordered Mesoporous Silica SBA-15 Chem. Commun. 2003, 1772-1773
48. Yang, C.; Wang, Y.; Zibrowius, B.; Schüth, F. Formation of Cyanide-Functionalized SBA-15 and Its Transformation to Carboxylate- Functionalized SBA-15 Phys. Chem. Chem. Phys. 2004, 6, 2461-2467
49. Yuan, L.; Tang, Q.; Yang, D.; Zhang, J.-Z.; Zhang, F.; Hu, J. Preparation of pH-Responsive Mesoporous Silica Nanoparticles and Their Application in Controlled Drug Delivery J. Phys. Chem. C 2011, 115, 9926-9932
50. Brunauer, S.; Emmett, P. H.; Teller, E. Adsorption of Gases in Multimolecular Layers J. Am. Chem. Soc. 1938, 60, 309-319
51. Barrett, E. P.; Joyner, L. G.; Halenda, P. P. The Determination of Pore Volume and Area Distributions in Porous Substances. I. Computations form Nitrogen Isotherms J. Am. Chem. Soc. 1951, 73, 373-380
52. Zhu, Y.; Yuan, H.; Xu, J.; Xu, P.; Pan, Q. Highly Stable and Sensitive Humidity Sensors Based on Quartz Crystal Microbalance Coated with Hexagonal Lamelliform Monodisperse Mesoporous Silica SBA-15 Thin Film Sens. Actuators, B 2010, 144, 164-169
53. Sauerbrey, G. The Use of Quartz Oscillators for Weighing Thin Layers and for Microweighing Z. Phys. 1959, 155, 206-222
54. Nyquist, H. Regeneration theory Bell. Syst. Technol. J. 1932, 11, 126-147
55. 3+)/β- Diketone Modified Mesoporous SBA-15/Organic Polymer Hybrids: Chemically Bonded Construction, Physical Characterization, and Photophysical Properties Inorg. Chem. 2009, 48, 8276-8285
56. Sun, L. N.; Yu, J. B.; Zhang, H. J.; Meng, Q. G.; Ma, E.; Peng, C. Y.; Yang, K. Y. Near-Infrared Luminescent Mesoporous Materials Covalently Bonded with Ternary Lanthanide [Er(III), Nd(III), Yb(III), Sm(III), Pr(III)] Complexes Microporous Mesoporous Mater. 2007, 98, 156-165
57. Sing, K. S. W.; Everett, D. H.; Haul, R. A. W.; Moscou, L.; Pierotti, R. A.; Rouquerol, J.; Siemieniewska, T. Reporting Physisorption Data for Gas/Solid Systems with Special Reference to the Determination of Surface Area and Porosity Pure Appl. Chem. 1985, 57, 603-619
58. Landau, M. V.; Dafa, E.; Kaliya, M. K.; Sen, T.; Herskowitz, M. Mesoporous Alumina Catalytic Material Prepared by Grafting Wide-Pore MCM-41 With an Alumina Multilayer Microporous Mesoporous Mater. 2001, 49, 65-81
59. Brinker, C. J.; Scherer, G. W. Sol-Gel Science; Academic Press: San Diego, CA, 1990.
60. Dickert, F. L.; Ba1umler, U. P. A.; Stathopulos, H. Mass-Sensitive Solvent Vapor Detection with Calix[4] Resorcinarenes: Tuning Sensitivity and Predicting Sensor Effects Anal. Chem. 1997, 69, 1000-1005
61. Kundu, T.; Sahoo, S. C.; Banerjee, R. Alkali earth metal (Ca, Sr, Ba) based thermostable metal-organic frameworks (MOFs) for proton conduction Chem. Commun. 2012, 48, 4998-5000
62. 3]: Effect of Carboxyl Residue upon Proton Conduction J. Am. Chem. Soc. 2013, 135, 2256-2262
63. Marschall, R.; Tölle, P.; Cavalcanti, W. L.; Wilhelm, M.; Köhler, C.; Frauenheim, T.; Wark, M. Detailed Simulation and Characterization of Highly Proton Conducting Sulfonic Acid Functionalized Mesoporous Materials under Dry and Humidified Conditions J. Phys. Chem. C 2009, 113, 19218-19227
64. Van Grotthuss, C. J. D. Sur la Décomposition de l'eau et des Corps Qu'elle Tient en Dissolution à l'aide de l'électricité Galvanique Ann. Chim. 1806, 58, 54-73
65. Kreuer, K. D.; Weppner, W.; Rabenau, A. Vehicle Mechanism, A New Model for the Interpretation of the Conductivity of Fast Proton Conductors Angew. Chem., Int. Ed. Engl. 1982, 21, 208-209