High Efficiency Selective Oxidation of Toluene to Benzoic Acid with Manganese Oxides

Liao Shu-huan; Cheng Gao; He Bin-bin; Yu Lin

doi:10.12052/gdutxb.170068

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High Efficiency Selective Oxidation of Toluene to Benzoic Acid with Manganese Oxides

更新时间：2026-05-27

- High Efficiency Selective Oxidation of Toluene to Benzoic Acid with Manganese Oxides
- Vol. 34, Issue 5, Pages: 96-102(2017)
- 作者机构：
- 作者简介：
- 基金信息：
- DOI：10.12052/gdutxb.170068
  CLC： O625.5
- Online First：09 September 2017，
  
  Published：2017
- 稿件说明：
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廖菽欢, 程高, 何彬彬, 余林. 锰氧化物液相高效选择性催化氧化甲苯生成苯甲酸[J]. 广东工业大学学报, 2017, 34(5): 96-102.

Liao Shu-huan, Cheng Gao, He Bin-bin, et al. High Efficiency Selective Oxidation of Toluene to Benzoic Acid with Manganese Oxides[J]. 2017, 34(5): 96-102.
廖菽欢, 程高, 何彬彬, 余林. 锰氧化物液相高效选择性催化氧化甲苯生成苯甲酸[J]. 广东工业大学学报, 2017, 34(5): 96-102. DOI： 10.12052/gdutxb.170068.

Liao Shu-huan, Cheng Gao, He Bin-bin, et al. High Efficiency Selective Oxidation of Toluene to Benzoic Acid with Manganese Oxides[J]. 2017, 34(5): 96-102. DOI： 10.12052/gdutxb.170068.

摘要

甲苯选择性氧化制备苯甲酸是小分子有机化学中重要的反应，是廉价芳香烃提高附加值的最有效途径之一.以同一比例的反应物为原料，在4种不同温度的条件下，考察温度对于催化剂形成的影响，并以甲苯液相选择性催化氧化生成苯甲酸为探针反应.采用X射线衍射（XRD）、扫描电镜（SEM）、BET比表面积、程序升温还原（H

-TPR）等表征手段对所得锰氧化物进行表征，分析其催化能力差异的原因.最后在温和的回流反应体系下，80℃合成的锰氧化物表现出较好催化性能和优异的目标产物选择性.在优化反应条件下，甲苯的转化率达到44.67%，目标产物苯甲酸的选择性达到79.18%.

Abstract

Selective oxidation of toluene to benzoic acid is an important reaction in small molecular organic chemical

which is a most efficient method for increasing addition value of cheap aromatic hydrocarbon. In four different temperatures

some reactants with same proportion are taken as the raw material

investigating the effect of temperature on catalyst forming. The selective catalytic oxidation of benzoic acid and toluene in liquid phase as the probe reaction

and obtaining manganese oxides are characterized by XRD

SEM

BET

-TPR. According to results of characterization

the reasons of difference catalytic performance have been resolved. In reflux reaction system with mild reaction conditions

finally

the man

ganese oxides by 80℃ synthesizing obtain good catalytic performance and excellent selectivity of target product. It is shown that the toluene conversion is 44.67% and selectivity of benzoic acid is 79.18% in optimal reaction conditions.

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references

KESAVAN L, ENACHE D I, TAYLOR S H, et al. Solvent-free oxidation of primary carbon-hydrogen bonds in toluene using Au-Pd alloy nanoparticles[J]. Science, 2011, 331(6014):195-199.

ISHⅡ Y, SAKAGUCHI S, IWAHAMA T. Innovation of hydrocarbon oxidation with molecular oxygen and related reactions[J]. Advanced Synthesis & Catalysis, 2001, 343(5):393-427.

WANG F, XU J, LI X, et al. Liquid phase oxidation of toluene to benzaldehyde with molecular oxygen over copper-based heterogeneous catalysts[J]. Advanced Synthesis & Catalysis, 2005, 347(15):1987-1992.

BORGAONKAR H V, CHANDALIA S B. Liquid phase oxidation of substituted toluenes by air for the production of pharmaceutical intermediates[J]. Journal of Chemical Technology and Biotechnology, 1984, 34(3):107-112.

HUANG G, WANG A P, LIU S Y, et al. An efficient oxidation of toluene over Co (Ⅱ) TPP supported on chitosan using air[J]. Catalysis Letters, 2007, 114(3-4):174-177.

ILYAS M, SADIQ M. Oxidation of toluene to benzoic acid catalyzed by platinum supported on zirconia in the liquid phase-solvent free conditions[J]. Catalysis Letters, 2009, 128(3-4):337-342.

LI W B, CHU W B, ZHUANG M, et al. Catalytic oxidation of toluene on Mn-containing mixed oxides prepared in reverse microemulsions[J]. Catalysis Today, 2004, 93:205-209.

HUANG G, WANG A P, LIU S Y, et al. An efficient oxidation of toluene over Co (Ⅱ) TPP supported on chitosan using air[J]. Catalysis Letters, 2007, 114(3-4):174-177.

ACHARYYA S S, GHOSH S, TIWARI R, et al. Preparation of the CuCr 2 O 4 spinel nanoparticles catalyst for selective oxidation of toluene to benzaldehyde[J ] . Green Chemistry, 2014, 16(5):2500-2508.

ILYAS M, SADIQ M. Oxidation of toluene to benzoic acid catalyzed by platinum supported on zirconia in the liquid phase-solvent free conditions[J]. Catalysis Letters, 2009, 128(3-4):337-342.

WANG X, WU G, LIU H, et al. Solvent-free selective oxidation of toluene with O 2 catalyzed by metal cation modified LDHs and mixed oxides[J ] . Catalysts, 2016, 6(1):14

JIN L, CHEN C, CRISOSTOMO V M B, et al. γ-MnO 2 octahedral molecular sieve:preparation, characterization, and catalytic activity in the atmospheric oxidation of toluene[J ] . Applied Catalysis A:General, 2009, 355(1):169-175.

THOMAS J M, RAJA R, SANKAR G, et al. Molecular-sieve catalysts for the selective oxidation of linear alkanes by molecular oxygen[J]. Nature, 1999, 398(6724):227-230.

STAHL S S. Palladium oxidase catalysis:selective oxidation of organic chemicals by direct dioxygen-coupled turnover[J]. Angewandte Chemie International Edition, 2004, 43(26):3400-3420.

SADOW A D, TILLEY T D. Catalytic functionalization of hydrocarbons by -bond-metathesis chemistry:Dehydrosilylation of methane with a scandium catalyst[J]. Angewandte Chemie International Edition, 2003, 42(7):803-805.

NARAYANAN S, VIJAYA J J, SIVASANKER S, et al. Synthesis of hierarchical ZSM-5 hexagonal cubes and their catalytic activity in the solvent-free selective oxidation of toluene[J]. Journal of Porous Materials, 2015, 22(4):907-918.

UEMATSU T, MIYAMOTO Y, OGASAWARA Y, et al. Molybdenum-doped α-MnO 2 as an efficient reusable heterogeneous catalyst for aerobic sulfide oxygenation[J ] . Catalysis Science & Technology, 2016, 6(1):222-233.

林健, 蔡钒, 张国玉, 等. γ-MnO 2 的形貌控制及其甲苯液相氧化性能[J ] . 物理化学学报, 2013, 29(3):597-604.LIN J, CAI F, ZHANG G Y, et al. Preparation of morphology-tuned γ-MnO 2 and catalytic performance for the liquid-phase oxidation of toluene[J ] . Acta Physico-Chimica Sinica, 2013, 29(3):597-604.

郑海龙, 廖菽欢, 余林. 介孔Cu-Mn复合氧化物催化氧化苯甲醇合成苯甲醛的研究[J]. 广东工业大学学报, 2017, 34(2):28-33.ZHENG H L, LIAO S H, YU L. A research of mesoporous copper-manganese mixed oxides for selective oxidation of benzyl alcohol to benzaldehyde[J]. Journal of Guangdong University of Technology, 2017, 34(2):28-33.

符志伟, 程高, 林婷, 等. 二氧化锰制备及催化燃烧甲苯性能研究[J ] . 广东工业大学学报, 2016, 33(2):85-90.FU Z W, CHENG G, LIN T, et al. The preparation of MnO 2 and application in catal ytic combustion of toluene[J ] . Journal of Guangdong University of Technology, 2016, 33(2):85-90.

YAMAGUCHI K, WANG Y, MIZUNO N. Manganese oxide-catalyzed additive-and solvent-free aerobic oxidative synthesis of primary amides from primary amines[J]. Chemistry Letters, 2012, 41(6):633-635.

张亚辉, 周超, 李妍, 等. 连二亚硫酸钠还原制备纳米银粉[J]. 矿冶工程, 2012, 32(4):113-117.ZHANG Y H, ZHOU C, LI Y, et al. Preparation of silver nanoparticles using sodium dithionite as reducing agent[J]. Mining and Metallurgical Engineering, 2012, 32(4):113-117.

ZUO Q, ZHAO P, LUO W, et al. Hierarchically porous Fe-N-C derived from covalent-organic materials as a highly efficient electrocatalyst for oxygen reduction[J]. Nanoscale, 2016, 8(29):14271-14277.

SUN M, YU L, YE F, et al. Transition metal doped cryptomelane-type manganese oxide for low-temperature catalytic combustion of dimethyl ether[J]. Chemical Engineering Journal, 2013, 220:320-327.

HUANG H, MENG Y, LABONTE A, et al. Large-scale synthesis of silver manganese oxide nanofibers and their oxygen reduction properties[J]. The Journal of Physical Chemistry C, 2013, 117(48):25352-25359.

凌飞, 邓丽杰, 陈平, 等. 氧化锰八面体分子筛的合成, 表征以及其催化燃烧性能[J]. 浙江大学学报(理学版), 2011, 38(1):73LING F, DENG L J, CHEN P, et al. Synthesis, characterization and catalytic combustion properties of manganese oxide octahedral molecular sieve[J]. Journal of Zhejiang University (Science Edition), 2011, 38(1):73

SHELDON R A, KOCHI J K. Metal-catalyzed oxidations of organic compounds in the liquid phase:A mechanistic approach[J]. Advances in Catalysis, 1976, 25:272-413.

BIN SAIMAN M I, BRETT G L, TIRUVALAM R, et al. Involvement of surface-bound radicals in the oxidation of toluene using supported Au-Pd nanoparticles[J]. Angewandte Chemie International Edition, 2012, 51(24):5981-5985.

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