Citation: Dan Dang, Ze Wang, Weigang Lin, Wenli Song. Synthesis of anisole by vapor phase methylation of phenol with methanol over catalysts supported on activated alumina[J]. Chinese Journal of Catalysis, ;2016, 37(5): 720-726. doi: 10.1016/S1872-2067(15)61074-9 shu

Synthesis of anisole by vapor phase methylation of phenol with methanol over catalysts supported on activated alumina

  • Corresponding author: Ze Wang, 
  • Received Date: 19 February 2016
    Available Online: 25 February 2016

    Fund Project: 国家自然科学基金(51476180) (51476180)国家重点基础研究发展计划(973计划,2014CB744304). (973计划,2014CB744304)

  • The synthesis of anisole by vapor phase methylation of phenol with methanol over activated alumina (AA) supported catalysts was investigated in a fixed bed reactor. KH2PO4/AA gave the best performance among the eight tested catalysts. The catalyst was prepared by loading KH2PO4 on AA and then calcining at the optimized temperature of 700 ℃ for 8 h. In the vapor phase reaction, the level of anisole yield (LAY) has a maximum at 400-450 ℃ when the temperature varied from 300 to 500 ℃, which decreased slightly with increasing WHSV and increased distinctly with increasing mole fraction of methanol. On comparing O-methylation and C-methylation of phenol, a low temperature, high WHSV (short residence time), and a low methanol concentration over the KH2PO4/AA catalyst with higher K contents were found to increase anisole selectivity by O-methylation of phenol. The reaction routes to the major products and the catalytic mechanism were suggested, and a ‘K-acid' bifunctional process may be a critical factor to the formation of anisole.
  • 加载中
    1. [1]

      [1] G. N. Kirichenko, V. I. Glazunova, A. V. Balaev, U. M. Dzhemilev, Petrol. Chem., 2008, 48, 389-392.

    2. [2]

      [2] X. J. Song, C. S. Wang, Fine Chem., 2000, 17, 42-44.

    3. [3]

      [3] Z. H. Fu, Y. Ono, Catal. Lett., 1993, 21, 43-47.

    4. [4]

      [4] S. Ouk, S. Thiebaud, E. Borredon, P. Le Gars, Green Chem., 2002, 4, 431-435.

    5. [5]

      [5] G. D. Wu, X. L. Wang, B. Chen, J. P. Li, N. Zhao, W. Wei, Y. H. Sun, Appl. Catal. A, 2007, 329, 106-111.

    6. [6]

      [6] Y. Ono, Catal. Today, 1997, 35, 15-25.

    7. [7]

      [7] M. Renavd, P. D. Chantal, S. Kaliaguine, Can. J. Chem. Eng., 1986, 64, 787-791.

    8. [8]

      [8] S. R. Kirumakki, N. Nagaraju, K. V. R. Chary, S. Narayanan, J. Catal., 2004, 221, 549-559.

    9. [9]

      [9] S. C. Lee, S. W. Lee, K. S. Kim, T. J. Lee, D. H. Kim, J. C. Kim, Catal. Today, 1998, 44, 253-258.

    10. [10]

      [10] M. E. Sad, C. L. Padró, C. R. Apesteguía, J. Mol. Catal. A, 2010, 327, 63-72.

    11. [11]

      [11] K. G. Bhattacharyya, A. K. Talukdar, P. Das, S. Sivasanker, J. Mol. Catal. A, 2003, 197, 255-262.

    12. [12]

      [12] M. E. Sad, C, L, Padró, C. R. Apesteguía, Appl. Catal. A, 2008, 342, 40-48.

    13. [13]

      [13] K. Sreekumar, S. Sugunan, J. Mol. Catal. A, 2002, 185, 259-268.

    14. [14]

      [14] Q. Y. Yu, X. Y. Chou, C. H. Xu, Z. L. Xu, Speciality Petrochem., 2009, 26, 12-14.

    15. [15]

      [15] L. Xu, S. J. Wu, W. X. Zhang, M. J. Jia, G. Liu, Acta Phys. Chim. Sin., 2009, 25, 242-246.

    16. [16]

      [16] G. Sarala Devi, D. Giridhar, B. M. Reddy, J. Mol. Catal. A, 2002, 181, 173-178.

  • 加载中
    1. [1]

      Jiaxi Xu Yuan Ma . Stable Conformation of Several Common Aromatic Compounds. University Chemistry, 2025, 40(12): 183-186. doi: 10.12461/PKU.DXHX202508007

    2. [2]

      Feifei YangWei ZhouChaoran YangTianyu ZhangYanqiang Huang . Enhanced Methanol Selectivity in CO2 Hydrogenation by Decoration of K on MoS2 Catalyst. Acta Physico-Chimica Sinica, 2024, 40(7): 2308017-0. doi: 10.3866/PKU.WHXB202308017

    3. [3]

      Tong WUYi ZHONGWeimin ZHAOHong XUZhiping MAOLinping ZHANG . BiOBr/NH2-MIL-101(Fe): Preparation and performance on photocatalytic reduction of CO2. Chinese Journal of Inorganic Chemistry, 2025, 41(9): 1765-1775. doi: 10.11862/CJIC.20250103

    4. [4]

      Shiyan Cheng Yonghong Ruan Lei Gong Yumei Lin . Research Advances in Friedel-Crafts Alkylation Reaction. University Chemistry, 2024, 39(10): 408-415. doi: 10.12461/PKU.DXHX202403024

    5. [5]

      Ran YuChen HuRuili GuoRuonan LiuLixing XiaCenyu YangJianglan Shui . Catalytic Effect of H3PW12O40 on Hydrogen Storage of MgH2. Acta Physico-Chimica Sinica, 2025, 41(1): 100001-0. doi: 10.3866/PKU.WHXB202308032

    6. [6]

      Tianhao GESirong LUZhiyin XIAOWei ZHONG . Synthesis of porphyrin-based ionic polymeric materials for catalytic application in CO2 conversion. Chinese Journal of Inorganic Chemistry, 2026, 42(4): 722-736. doi: 10.11862/CJIC.20250312

    7. [7]

      Xiaogang Liu Mengyu Chen Yanyan Li Xiantao Ma . Experimental Reform in Applied Chemistry for Cultivating Innovative Competence: A Case Study of Catalytic Hydrogen Production from Liquid Formaldehyde Reforming at Room Temperature. University Chemistry, 2025, 40(7): 300-307. doi: 10.12461/PKU.DXHX202408007

    8. [8]

      Wenjuan SHIYuke LUXiuyuan LILei HOUYaoyu WANG . Mg(Ⅱ) metal-organic frameworks based on biphenyltetracarboxylic acid: Synthesis and CO2 adsorption and catalytic conversion performance. Chinese Journal of Inorganic Chemistry, 2025, 41(12): 2455-2463. doi: 10.11862/CJIC.20250220

    9. [9]

      Qingtao CHENXiangdong SHIXianghai RAOLiying JIANGChunxiao JIAFenghua CHEN . Catalytic and in situ surface-enhanced Raman scattering detection properties of graphene oxide/gold nanorod assembly. Chinese Journal of Inorganic Chemistry, 2026, 42(1): 120-128. doi: 10.11862/CJIC.20250091

    10. [10]

      Yongxin LIUXingchen LIHongjia LIUDanni LITao ZHANGXi CHEN . Enhancement effect of Fe3O4 conversion to MIL-100(Fe) on activation of persulfate for degradation of antibiotic. Chinese Journal of Inorganic Chemistry, 2025, 41(12): 2503-2513. doi: 10.11862/CJIC.20250169

    11. [11]

      Ting YANGJia ANJinyu ZHANGRuonan FANRong YANXiaoxia JINGPanpan CHANGWei YAN . Synergistic enhancement of ion migration and sulfur conversion kinetics in lithium-sulfur batteries by CeO2/g-C3N4. Chinese Journal of Inorganic Chemistry, 2026, 42(3): 519-530. doi: 10.11862/CJIC.20250274

    12. [12]

      Bowen LiuJianjun ZhangHan LiBei ChengChuanbiao Bie . MOF-derived ZnO/PANI S-scheme heterojunction for efficient photocatalytic phenol mineralization coupled with H2O2 generation. Acta Physico-Chimica Sinica, 2025, 41(10): 100121-0. doi: 10.1016/j.actphy.2025.100121

    13. [13]

      Jingyu Cai Xiaoyu Miao Yulai Zhao Longqiang Xiao . Exploratory Teaching Experiment Design of FeOOH-RGO Aerogel for Photocatalytic Benzene to Phenol. University Chemistry, 2024, 39(4): 169-177. doi: 10.3866/PKU.DXHX202311028

    14. [14]

      Kai CHENFengshun WUShun XIAOJinbao ZHANGLihua ZHU . PtRu/nitrogen-doped carbon for electrocatalytic methanol oxidation and hydrogen evolution by water electrolysis. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1357-1367. doi: 10.11862/CJIC.20230350

    15. [15]

      Yongmei Liu Lisen Sun Zhen Huang Tao Tu . Curriculum-Based Ideological and Political Design for the Experiment of Methanol Oxidation to Formaldehyde Catalyzed by Electrolytic Silver. University Chemistry, 2024, 39(2): 67-71. doi: 10.3866/PKU.DXHX202308020

    16. [16]

      Xingyang LITianju LIUYang GAODandan ZHANGYong ZHOUMeng PAN . A superior methanol-to-propylene catalyst: Construction via synergistic regulation of pore structure and acidic property of high-silica ZSM-5 zeolite. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1279-1289. doi: 10.11862/CJIC.20240026

    17. [17]

      Qingqing SHENXiangbowen DUKaicheng QIANZhikang JINZheng FANGTong WEIRenhong LI . Self-supporting Cu/α-FeOOH/foam nickel composite catalyst for efficient hydrogen production by coupling methanol oxidation and water electrolysis. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1953-1964. doi: 10.11862/CJIC.20240028

    18. [18]

      Xue LiuLipeng WangLuling LiKai WangWenju LiuBiao HuDaofan CaoFenghao JiangJunguo LiKe Liu . Research on Cu-Based and Pt-Based Catalysts for Hydrogen Production through Methanol Steam Reforming. Acta Physico-Chimica Sinica, 2025, 41(5): 100049-0. doi: 10.1016/j.actphy.2025.100049

    19. [19]

      Hongbo Zhang Yihong Tang Suxia Zhang Yuanting Li . Electrochemical Monitoring of Photocatalytic Degradation of Phenol Pollutants: A Recommended Comprehensive Analytical Chemistry Experiment. University Chemistry, 2024, 39(6): 326-333. doi: 10.3866/PKU.DXHX202310013

    20. [20]

      Mengyang LIHao XUZhonghao NIUChunhua GONGWeihui ZHONGJingli XIE . Highly effective catalytic synthesis of β-amino alcohols by using viologen-polyoxometalate hybrid materials. Chinese Journal of Inorganic Chemistry, 2025, 41(7): 1294-1300. doi: 10.11862/CJIC.20250080

Metrics
  • PDF Downloads(0)
  • Abstract views(1371)
  • HTML views(249)

通讯作者: 陈斌, bchen63@163.com
  • 1. 

    沈阳化工大学材料科学与工程学院 沈阳 110142

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索
Address:Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888
Powered By info@rhhz.net

/

DownLoad:  Full-Size Img  PowerPoint
Return