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Progress in Chemistry 2003, Vol. 15 Issue (05): 420- Previous Articles   Next Articles

• Review •

Direct Hydroxylation of Benzene into Phenol

Ren Yongli;Wang Li**;Zhang Xiangwen   

  1. (School of Chemical Engineering, Tianjin University, Tianjin 300072, China)
  • Received: Revised: Online: Published:
  • Contact: Wang Li
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Recent progress of catalytic reactions for direct hydroxylation of benzene to phenol were reviewed, including anodic oxidation and catalytic oxidation with nitrous oxide, hydrogen peroxide or molecular oxygen. As oxidants all the reactions are environmentally friendly with high atomic economy. The relevant catalysts and active sites as well as the industrialization prospect of these reactions are also discussed.

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[ 1 ] Fujimoto K, Tokuda Y, Maekawa H, et al. Tetrahedron,1996, 52 (11) : 3889—3896
[ 2 ] Iwamoto M , Hirata J , Matsukami K, et al. J. Phys.Chem. , 1983, 87: 903—908
[ 3 ] Suzuk i E, Nakashiro K, Ono Y. Chem. L ett. , 1988, 198(6) : 953—956
[ 4 ] Panov G I, Sobolevand V I, Kharitonov A S. J. Mo le.Catal. , 1990, 61: 85—87
[ 5 ] Ribera A , Arends I W C E, De Vries S, et al , J. Catal. ,2000, 195: 287—297
[ 6 ] Kustov L M , Tarasov A L , Bogdan V I, et al. Catalysis Today, 2000, 61: 123—128
[ 7 ] Leanza R, Rossetti I, Mazzola I, et al. App l. Catal. ,2001, 205: 93—99
[ 8 ] Buechler C R, Ebner J R, Michael G. WO 98 15514 ,1998
[ 9 ] Shevade S S, Rao B S. Catal. L ett. , 2000, 66 ( 1/2 ) :99—103
[ 10 ] Ren T, Yan L , Zhang X M , et al. Appl. Catal. , 2003,244 (1) : 11—17
[ 11 ] Thangaraj A , Kumar R , Ratnasamy P. Appl. Catal. ,1990, 57: L 1—L 3
[ 12 ] Bengoa J F, Gallegos N G, Marchetti S G, et al. Micro.Meso. Mater. , 1998, 24 (4/6 ) : 163—172
[ 13 ] 高焕新(Gao H X) , 李树本(Li S B). 催化学报(Chinese Journal of Catalysis) , 1996, 17 (4) : 296—300
[ 14 ] 任轶(Ren Y) , 曲济方(Qu J F) , 乔志敏(Qiao Z M ) 等. 化学研究与应用(Chemical Research and Application ) ,2000, 12 (3) : 260—264
[ 15 ] Tanev P T, Chibwe M , Pinnavala T J. Nature, 1994,368: 321—323
[ 16 ] 姜恒(Jiang H ) , 宫红(Gong H ). 化学试剂(Chemical Reagents) , 2000, 22 (1) : 20—22
[ 17 ] Tzedakis T, Savall A , Clifton M J. J. Appl.Electrochem. , 1989, 19 (6) : 911—921
[ 18 ] Bremner D H, Burgess A E, Li F B. Appl. Catal. , 2000,203 (1) : 111—120
[ 19 ] Tamagaki S, Sasaki M , Tagaki W. Chem. Soc. Jpn. ,1989, 62 (1) : 153—157
[ 20 ] Karakhanov E A , Yu N S, Artemov V A , et al.Neftekhimiya, 1988, 28 (3) : 352—355
[ 21 ] Karakhanov E A , Yu F T, Martynova S A , et al.Catalysis Today, 1998, 44 (1/4) : 189—198
[ 22 ] 陈静(Chen J ) , 马祖福(M a Z F) , 邓友全(Deng Y Q ) 等.石油化工( Petrochemical Technology ) , 2000, 29 ( 3 ) :176—178
[ 23 ] 张信芳(Zhang X F) , 张敬畅(Zhang J C) , 张天巧(Zhang T Q ). 化工科技( Science & Technology in Chemical Industry) , 2001, 9 (1) : 27—30
[ 24 ] 曾金龙(Zeng J L ) , 傅锦坤(Fu J K) , 许翩翩(Xu P P) 等.化学研究与应用(Chemical Research and Application) ,1998, 10 (5) : 550—552
[ 25 ] Stockmann M , Konietzni F, Ulrich N J , et al. Appl.Catal. , 2001, 208: 343—358
[ 26 ] 曹声春(Cao S C) , 黄孟光(Huang M G) , 谭本祝(Tan B Z) 等. 湖南大学学报( Journal of Hunan University ) ,1998, 25 (6) : 16—19
[ 27 ] 曹声春(Cao S C) , 黄孟光(Huang M G) , 李克(Li K) 等.催化学报(Chinese Journal of Catalysis) , 1996, 17 (2) :170—172
[ 28 ] 陈建芳(Chen J F) , 曹声春(Cao S C) , 谭本祝(Tan B Z).山西化工(Shanxi Chem. Ind. ) , 1998, 4: 7—9
[ 29 ] Cheng S, Chou B. U S 6 180 836 B1, 2001
[ 30 ] Chou B, Tsai J L , Cheng S. Micro. Meso. Mater. , 2001,48: 309—317
[ 31 ] Xiao F S, Sun J M , Meng X J , et al. Appl. Catal. , 2001,207 (1/2) : 267—271
[ 32 ] Chen Y W , Lu Y H. Ind. Eng. Chem. Res. , 1999 , 38(5) : 1893—1903
[ 33 ] Lemke K, Ehrich H, Lohse U , et al. App l. Catal. ,2003, 243 (1) : 41—51
[ 34 ] Lee C H, Lin T S, Mou C Y. J. Phys. Chem. B, 2003,107 (11) : 2543—2551
[ 35 ] Nomiya K, Yanagibayashi H, Nozaki C, et al. J. Mole.Catal. , 1996, 114 : 181—190
[ 36 ] Nomiya K, Matsuoka S, Hasegawa T, et al. J. Mole.Catal. , 2000, 156 (1/2) : 143—152
[ 37 ] Louis B, Viswanathan B, Iouranov I, et al. Ind. J.Chem. Sect. A , 2001, 40A (8) : 837—840
[ 38 ] Alekar N A , Indira V , Halligudi S B , et al. J. Mole.Catal. , 2000, 164: 181—189
[ 39 ] Parvulescu V , Dumitriu D, Poncelet G. J. Mole. Catal. ,1999, 140 (1) : 91—105
[ 40 ] Parvulescu V , Su B L. Catalysis Today, 2001, 69 (1/4) :315—322
[ 41 ] Zama K, Fukuoka A , Sasaki Y, et al. Catal. Lett. ,2000, 66 (4) : 251—253
[ 42 ] Fujishima K, Fukuoka A , Yamagishi A , et al. J. Mole.Catal. , 2001, 166 (2) : 211—218
[ 43 ] Hata E, Takai T, Yamada T, et al. Chem. Lett. , 1994,(10) : 1849—1852
[ 44 ] 曹声春(Cao S C) , 杨礼娥(Yang L E) , 黄孟光(Huang M G). 催化学报(Chinese Journal of Catalysis) , 1996, 17(1) : 76—78
[ 45 ] Okamura J , N ishiyama S, Tsuruya S, et al. J. Mole.Catal. , 1998, 135 (2) : 133—142
[ 46 ] Masumoto Y K, Hamada R, Yokota K, et al. J. Mole.Catal. , 2002, 184 (1?2) : 215—222
[ 47 ] Hamada R, Shibata Y, Nishiyama S, Tsuruya S. Phys.Chem. Chem. Phys. , 2003, 5 (5) : 956—965
[ 48 ] Nava S, Eswaramoorthy M , Nair J , et al. Science, 2002,295 (5552) : 105—107
[ 49 ] Fujio M , Kaoru I, Kozo K. JP 6 192 150 A 2, 1994
[ 50 ] Fujio M , Kaoru I, Kozo K. JP 6 116 187 A 2, 1994
[ 51 ] Hideyui N , Michiyuki H, Motohiro O. JP 6 256 241 A 2,1994
[ 52 ] Kenji M , Shigemi T, Yoshinori T. JP 7 238 042A 2, 1995
[ 53 ] Michael B T. WO 50 371 A 2 , 2000
[ 54 ] Yasuyuk i S, Nobuak iU. JP 10 182 526 A 2, 1998
[ 55 ] Toshio H, Masak i H, Mino ru T. JP 10 180 094 A 2, 1998
[ 56 ] Anneli H, Maija A P, Maija A , et al. WO 94 20 444 A 1,1994
[ 57 ] Miyahara T, Kanzaki H, Hamada R, et al. J. Mole.Catal. , 2001, 176 (1/2) : 141—150
[ 58 ] Liptakova B, HronecM , Cvengrosova Z. Catalysis Today,2000, 61 (1/4) : 143—148

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