Solvent-Free, Low-Temperature, Highly Efficient Catalytic Nitration of Toluene with NO2 Promoted by Molecular Oxygen over Immobilized AlCl3-SiO2

被引:36
作者
Deng, Renjie [1 ]
You, Kuiyi [1 ]
Yi, Lei [1 ]
Zhao, Fangfang [1 ]
Jian, Jian [2 ]
Chen, Zhenpan [1 ]
Liu, Pingle [1 ]
Ai, Qiuhong [1 ]
Luo, He'an [1 ]
机构
[1] Xiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R China
[2] Univ Sci & Technol Hunan, Sch Chem & Chem Engn, Xiangtan 411201, Peoples R China
基金
中国国家自然科学基金;
关键词
LIQUID-PHASE NITRATION; SOLID ACID CATALYST; ECO-FRIENDLY CATALYST; SILICA-GEL; SELECTIVE NITRATION; AROMATIC NITRATION; MESOPOROUS SILICA; REGIOSELECTIVE NITRATION; ALUMINUM-CHLORIDE; BISMUTH NITRATE;
D O I
10.1021/acs.iecr.8b02786
中图分类号
TQ [化学工业];
学科分类号
0817 ;
摘要
A mild and highly efficient method for solvent-free low temperature catalytic nitration of toluene with NO2 promoted by molecular oxygen has been developed in the present work. The immobilized AlCl3-SiO2 catalyst was successfully synthesized by a chemical bonding method. The results indicated that the synergistic catalysis of molecular oxygen and catalyst remarkably improved the nitration efficiency. Under optimal conditions, 86.5% of toluene conversion with 100% of selectivity to mononitrotoluene was achieved at 35 degrees C. Furthermore, the immobilized 10% AlCl3-SiO2 catalyst exhibited excellent stability in this nitration process. Finally, the probable reaction mechanism for the catalytic nitration promoted by molecular oxygen over AlCl3-SiO2 was suggested. This work affords a simple, highly efficient, safe, and benign approach for the preparation of valuable mononitrotoluene under the mild conditions and has potential industrial application prospects.
引用
收藏
页码:12993 / 13000
页数:8
相关论文
共 59 条
  • [1] Distinguishing the nature of silver incorporated in sol-gel silica
    Abbass, Abd Ellateef
    Van Vuuren, A. Janse
    Swart, H. C.
    Kroon, R. E.
    [J]. JOURNAL OF NON-CRYSTALLINE SOLIDS, 2017, 475 : 71 - 75
  • [2] Toluene and chlorobenzene dinitration over solid H3PO4/MoO3/SiO2 catalyst
    Adamiak, Joanna
    Kalinowska-Alichnewicz, Dorota
    Szadkowski, Michal
    Skupinski, Wincenty
    [J]. JOURNAL OF HAZARDOUS MATERIALS, 2011, 195 : 195 - 200
  • [3] Agrawal J. P., 2007, ORGANIC CHEM EXPLOSI, P125
  • [4] Catalyst free, base free microwave irradiated synthesis of aryl nitrites from potassium aryltrifluoroborates and bismuth nitrate
    Al-Masum, Mohammad
    Welch, Rebecca L.
    [J]. TETRAHEDRON LETTERS, 2014, 55 (10) : 1726 - 1728
  • [5] A novel route to organonitrites by Pd-catalyzed cross-coupling of sodium nitrite and potassium organotrifluoroborates
    Al-Masum, Mohammad
    Saleh, Nabil
    Islam, Tasfia
    [J]. TETRAHEDRON LETTERS, 2013, 54 (09) : 1141 - 1144
  • [6] Advances in science and technology of modern energetic materials: An overview
    Badgujar, D. M.
    Talawar, M. B.
    Asthana, S. N.
    Mahulikar, P. P.
    [J]. JOURNAL OF HAZARDOUS MATERIALS, 2008, 151 (2-3) : 289 - 305
  • [7] Review on Greener and Safer Synthesis of Nitro Compounds
    Badgujar, Dilip M.
    Talawar, Mahadev B.
    Mahulikar, Pramod P.
    [J]. PROPELLANTS EXPLOSIVES PYROTECHNICS, 2016, 41 (01) : 24 - 34
  • [8] Bakar W. A. W. A., 2009, MOD APPL SCI, V3, P35, DOI DOI 10.5539/MAS.V3N2P35
  • [9] RECENT ADVANCES IN X-RAY PHOTOELECTRON-SPECTROSCOPY STUDIES OF OXIDES
    BARR, TL
    [J]. JOURNAL OF VACUUM SCIENCE & TECHNOLOGY A-VACUUM SURFACES AND FILMS, 1991, 9 (03): : 1793 - 1805
  • [10] Al(H2PO4)3:: An efficient catalyst for nitration of organic compounds with nitric acid
    Bharadwaj, Saitanya K.
    Hussain, Sahid
    Kar, Manoranjan
    Chaudhuri, Mihir K.
    [J]. CATALYSIS COMMUNICATIONS, 2008, 9 (05) : 919 - 923