Synthesis and catalytic activity of SBA-15 supported catalysts for styrene oxidation

doi:10.1016/j.cjche.2018.01.025

Abstract

Abstract: Cu (Ⅱ) and Mn (Ⅱ) metals embedded on mesoporous SBA-15 were synthesized by co-precipitation technique. The support and catalysts were characterized by SEM-EDX, TEM, BET, XRD and ICP-AES methods. The catalytic activity of these catalysts was evaluated for styrene oxidation at various reaction conditions such as styrene to TBHP mole ratio, temperature, catalyst amount by using TBHP as an oxidizing agent. Major reaction products were styrene oxide and benzaldehyde and highest styrene conversion (97.3%) was observed at styrene to TBHP mole ratio of 1:4, temperature at 80℃ and 20 mg of catalyst. Further, the recyclability of the catalysts was observed and found that they can be recycled three times without major loss in their activity and selectivity.

Key words: SBA-15, Styrene, Styrene oxide, Benzaldehyde, Oxidation, Catalytic oxidation

摘要： Cu (Ⅱ) and Mn (Ⅱ) metals embedded on mesoporous SBA-15 were synthesized by co-precipitation technique. The support and catalysts were characterized by SEM-EDX, TEM, BET, XRD and ICP-AES methods. The catalytic activity of these catalysts was evaluated for styrene oxidation at various reaction conditions such as styrene to TBHP mole ratio, temperature, catalyst amount by using TBHP as an oxidizing agent. Major reaction products were styrene oxide and benzaldehyde and highest styrene conversion (97.3%) was observed at styrene to TBHP mole ratio of 1:4, temperature at 80℃ and 20 mg of catalyst. Further, the recyclability of the catalysts was observed and found that they can be recycled three times without major loss in their activity and selectivity.

关键词: SBA-15, Styrene, Styrene oxide, Benzaldehyde, Oxidation, Catalytic oxidation

Vasu Chaudhary, Sweta. Synthesis and catalytic activity of SBA-15 supported catalysts for styrene oxidation[J]. Chin.J.Chem.Eng., 2018, 26(6): 1300-1306.

Vasu Chaudhary, Sweta. Synthesis and catalytic activity of SBA-15 supported catalysts for styrene oxidation[J]. Chinese Journal of Chemical Engineering, 2018, 26(6): 1300-1306.

References

[1] Z. Guo, B. Liu, Q. Zhang, W. Deng, Y.W.Y. Yang, Recent advances in heterogeneous selective oxidation catalysis for sustainable chemistry, Chem. Soc. Rev. 43(2014) 3480-3524.

[2] V. Chaudhary, Sweta, Synthesis and catalytic performance of SBA-15 supported catalysts for oxidation of styrene, IJSER 7(2016) 1743-1748.

[3] L. Hu, B. Yue, C. Wang, X. Chen, H. He, Enhanced catalytic activity over vanadiumcontaining silylated SBA-15 catalysts for styrene epoxidation and benzene hyroxylation, Appl. Catal. A 477(2014) 141-146.

[4] Q.H. Xia, H.Q. Ge, C.P. Ye, Z.M. Liu, K.X. Su, Advances in homogeneous and heterogeneous catalytic asymmetric epoxidation, Chem. Rev. 105(2005) 1603-1662.

[5] C. Saux, L.B. Pierella, Studies on styrene selective oxidation to benzaldehyde catalyzed by ZSM-5:Reaction parameters effects and kinetics, Appl. Catal. A Gen. (2011) 117-121.

[6] S. Rayati, M. Koliaei, F. Ashouri, S. Mohebbi, A. Wojtczak, A. Kozakiewicz, Oxovanadium (IV) Schiff base complexes derived from 2,2'dimethylpropandiamine:A homogeneous catalyst for cyclooctene and styrene oxidation, Appl. Catal. A Gen. 346(2008) 65-71.

[7] K.C. Gupta, A.K. Sutar, C.C. Lin, Polymer supported Schiff base complexes in oxidation reactions, Coord. Chem. Rev. 253(2009) 1926-1946.

[8] Y. Chang, Y. Lv, F. Lu, F. Zha, Z. Lei, Efficient allylic oxidation of cyclohexene with oxygen catalyzed by chloromethylated polystyrene supported tridentate Schiff-base complexes, J. Mol. Catal. A Chem. 320(2010) 56-61.

[9] W.B. Li, T.C. Xiao Zhuang, M.L.H. Green, MCM-41 supported Cu-Mn catalysts for catalytic oxidation of toluene at low temperatures, J. Phys. Chem. B 110(200621568-21571.

[10] S. Sharma, S. Sinha, S. Chand, Polymer anchored catalysts for oxidation of styrene using TBHP and molecular oxygen, Ind. Eng. Chem. Res. 51(2012) 8806-8814.

[11] J. Sebastian, K.M. Jinka, R.V. Jasra, Effect of alkali and alkaline earth metal ions on the catalytic epoxidation of styrene with molecular oxygen using Co(Ⅱ) exchanged zeolite X, J. Catal. 244(2006208-218.

[12] A. Taguchi, F. Schuth, Ordered mesoporous materials in catalysis, Microporous Mesoporous Mater. 77(2005) 1-45.

[13] K.M. Jinka, J. Sebastian, R.V. Jasra, Epoxidation of cycloalkenes with cobalt(Ⅱ)-exchanged zeolite X catalysts using molecular oxygen, J. Mol. Catal. A Chem. 274(2007) 33-41.

[14] V. Chaudhary, Sweta, An overview of ordered mesoporous material SBA-15:Synthesis, functionalization, and application in oxidation reactions, J. Porous. Mater. 24(2017) 741-749.

[15] M.N. Timofeeva, S.H. Jhung, Y.K. Hwang, D.K. Kim, V.N. Panchenko, M.S. Melgunov, Yu.A. Chesalov, J.S. Chang, Ce-silica mesoporous SBA-15-type materials for oxidative catalysis:Synthesis, characterization, and catalytic application, Appl. Catal. A Gen. 317(2007) 1-10.

[16] M. Selvaraj, S.W. Song, S. Kawi, Epoxidation of styrene over mesoporous Zr-Mn/MCM-41, Microporous Mesoporous Mater. 110(2008) 472-479.

[17] Q. Zhang, Y. Wang, S. Itsuki, T. Shishido, K. Takehir, Manganese containing MCM-41 for epoxidation of styrene and stilbene, J. Mol. Catal. A Chem. 188(2002) 189-200.

[18] M. Popova, A. Szegedi, Z.C. Zheleva, A. Dimitrova, I. Mitov, Toluene oxidation on chromium and copper modified SiO₂ and SBA-15, Appl. Catal. A Gen. 381(201026-35.

[19] T. Benamor, L. Vidal, B. Lebeau, C. Marichal, Influence of synthesis parameters on the physicochemical characteristics of the SBA-15 type ordered mesoporous silica, Microporous Mesoporous Mater. 153(2012) 100-114.

[20] J. Fan, X. Jiang, H. Min, D. Li, X. Ran, L. Zou, Y. Sun, W. Li, J. Yang, W. Tang, G. Li, D. Zhao, Facile preparation of Cu-Mn/CeO₂/SBA-15 catalysts using ceria as an auxiliary for advanced oxidation processes, J. Mater. Chem. A 2(2014) 10654-10661.

[21] S. Sareen, V. Mutreja, S. Singh, B. Pal, Fine CuO anisotropic nanoparticles supported on mesoporous SBA-15 for selective hydrogenation of nitroaromatics, J. Colloid Interface Sci. 461(2016203-210.

[22] P. Cruz, Y. Perez, I. Hierro, M. Fajardo, Copper, copper oxide nanoparticles and copper complexes supported on mesoporous SBA-15 as catalysts in the selective oxidation of benzyl alcohol in aqueous phase, Microporous Mesoporous Mater. 220(2016) 136-147.

[23] D. Zhao, Q. Huo, J. Feng, B.F. Chmelka, G.D. Stucky, Nonionic triblock and star diblock copolymer and oligomeric surfactant syntheses of highly ordered, hydrothermally stable, mesoporous silica structures, J. Am. Chem. Soc. 120(1998) 6024-6036.

[24] F.C. Buciuman, F. Patcas, T. Hahn, Synergy effect between copper and manganese oxides in hopcalite catalysts, Stud. Surf. Sci. Catal. 138(2001) 315-322.

[25] M. Pirouzmand, M.M. Amini, N. Safari, Immobilization of iron tetra sulfophthalocyanine on functionalized MCM-48 and MCM-41 mesoporous silicas:Catalysts for oxidation of styrene, J. Colloid Interface Sci. 319(2008) 199-205.

[26] H. Cui, Y. Zhang, Z. Qiu, L. Zhao, Y. Zhu, Synthesis, and characterization of cobaltsubstituted SBA-15 and its high activity in epoxidation of styrene with molecular oxygen, Appl. Catal. B 101(2010) 45-53.

[27] J. Valand, H. Parekh, H.B. Friedrich, Mixed Cu-Ni-Co nano metal oxides:A new class of catalysts for styrene oxidation, Catal. Commun. 40(2013) 149-153.

[28] F.A. Jury, I. Polaert, L.B. Pierella, L. Estel, Optimized benzaldehyde production over a new Co-ZSM-11 catalyst:Reaction parameters effects and kinetics, Catal. Commun. 46(2014) 6-10.

[29] Y. Fu, L. Xu, H. Shen, H. Yang, F. Zhang, W. Zhu, M. Fan, Tunable catalytic properties of multi-metal -organic frameworks for aerobic styrene oxidation, Chem. Eng. J. 299(2016) 135-141.

[30] D.R. Godhani, H.D. Nkaum, D.K. Parmar, J.P. Mehta, N.C. Desai, Zeolite Y encaged Ru (Ⅲ) and Fe(Ⅲ) complexes for oxidation of styrene, cyclohexene, limonene, and α-pinene:An eye-catching impact of H₂SO₄ on product selectivity, J. Mol. Catal. (2017) (DOI:S1381-1169(16) 304964).

[31] N. Anbazhagan, G. Imran, A. Qurashi, A. Pandurangan, S. Manimaran, Confinement of Mn+3 redox sites in Mn-KIT-6 and its catalytic activity for styrene epoxidation, Microporous Mesoporous Mater. 247(2017) 190-197.