Citation: | ZHAO Tong, ZHAO Bin-bin, NIU Yu-feng, LIANG Yu, LIU Lei, DONG Jin-xiang, TANG Ming-xing, LI Xue-kuan. Hydrogenation of naphthalene to decalin catalyzed by Pt supported on WO3 of different crystallinity at low temperature[J]. Journal of Fuel Chemistry and Technology, 2021, 49(8): 1181-1189. doi: 10.1016/S1872-5813(21)60069-5 |
[1] |
AZP ROZ G, BLANCO C G, BANCIELLA C. The use of solvents for purifying industrial naphthalene from coal tar distilled oils[J]. Fuel Process. Technol,2008,89(2):111−117. doi: 10.1016/j.fuproc.2007.06.001
|
[2] |
杨惠斌. 菲加氢反应体系的研究[D]. 上海: 华东理工大学, 2015.
YANG Hui-bin. Study on hydrogenation system of phenanthrene[D]. Shanghai: East China University of Science and Technology, 2015.
|
[3] |
谭凤宜. 固定床法萘催化加氢合成十氢萘工艺研究[D]. 南京: 南京工业大学, 2006.
TAN Feng-yi. Study on hydrogenation of naphthalene to decalin in a fixed bed reactor[D]. Nanjing: Nanjing University of Technology, 2006.
|
[4] |
PANG M, LIU C, XIA W, MUHLER M, LIANG C. Activated carbon supported molybdenum carbides as cheap and highly efficient catalyst in the selective hydrogenation of naphthalene to tetralin[J]. Green Chem,2012,14(5):1272−1276. doi: 10.1039/c2gc35177c
|
[5] |
SHIRAI M, RODE C V, MINE E, SASAKI A, SATO O, HIYOSHI N. Ring hydrogenation of naphthalene and 1-naphthol over supported metal catalysts in supercritical carbon dioxide solvent[J]. Catal Today,2006,115(1-4):248−253. doi: 10.1016/j.cattod.2006.02.048
|
[6] |
ESCOBAR J, BARRERA M C, SANTES V, TERRAZAS J E. Naphthalene hydrogenation over Mg-doped Pt/Al2O3 [J]. Catal Today,2017,296:197−204. doi: 10.1016/j.cattod.2017.04.064
|
[7] |
杨平, 辛靖, 李明丰, 聂红. 四氢萘加氢转化研究进展[J]. 石油炼制与化工,2011,42(8):1−6.
YANG Ping, XIN Jing, LI Ming-feng, NIE Hong. Research advances in the hydrogenation of tetralin[J]. Pet Procrss Petrochem,2011,42(8):1−6.
|
[8] |
郄志强, 张子毅, 荆洁颖, 杨志奋, 冯杰, 李文英. Ni2P负载量对Ni2P/Ce-Al2O3催化剂结构及萘加氢性能的影响[J]. 燃料化学学报,2019,47(6):718−724.
QI Zhi-qiang, ZHANG Zi-ying, JING Jie-ying, YANG Zhi-fen, FENG Jie, LI Wen-ying. Effect of Ni2P loading on the structure and naphthalene hydrogenation performance of Ni2P/Ce-Al2O3 catalyst[J]. J Fuel Chem Technol,2019,47(6):718−724.
|
[9] |
米星, 何广湘, 郭晓燕, 杨索和, 罗国华, 徐新, 靳海波. Ni/γ-Al2O3催化剂上萘加氢生成十氢萘的催化反应研究[J]. 燃料化学学报,2018,46(7):879−885.
MI Xing, HE Guang-xiang, GUO Xiao-yan, YANG Suo-he, LUO Guo-hua, XU Xin, JIN Hai-bo. Effect of reaction conditions on the hydrogenation of naphthalene to decalin over Ni/Al2O3 catalyst[J]. J Fuel Chem Technol,2018,46(7):879−885.
|
[10] |
佟瑞利, 王永刚, 张旭, 张海永, 戴谨泽, 林雄超, 许德平. P改性NiW/γ-Al2O3的低温焦油芳烃组分加氢性能研究[J]. 燃料化学学报,2015,43(12):1461−1469. doi: 10.1016/S1872-5813(16)30003-2
TONG Rui-li, WANG Yong-gang, ZHANG Xu, ZHANG Hai-yong, DAI Jin-ze, LIN Xiong-chao, XU De-ping. Effect of phosphorus modification on the catalytic properties of NiW/γ-Al2O3 in the hydrogenation of aromatics from coal tar[J]. J Fuel Chem Technol,2015,43(12):1461−1469. doi: 10.1016/S1872-5813(16)30003-2
|
[11] |
CHEN H, YANG H, OMOTOSO O, DING L, BRIKER Y, YING Z, RING Z. Contribution of hydrogen spillover to the hydrogenation of naphthalene over diluted Pt/RHO catalysts[J]. Appl Catal A: Gen,2009,358(2):103−109. doi: 10.1016/j.apcata.2008.12.045
|
[12] |
ALBERTAZZI S, GANZERLA R, GOBBI C, LENARDA M, VACCARI A. Hydrogenation of naphthalene on noble-metal-containing mesoporous MCM-41 aluminosilicates[J]. J Mol Catal A: Chem,2003,200(1/2):261−270. doi: 10.1016/S1381-1169(03)00025-6
|
[13] |
LU C M, LIN Y M, WANG I. Naphthalene hydrogenation over Pt/TiO2-ZrO2 and the behavior of strong metal-Support interaction (SMSI)[J]. Appl Catal A: Gen,2000,198(s1/2):223−234.
|
[14] |
LIN S D, SONG C. Noble metal catalysts for low-temperature naphthalene hydrogenation in the presence of benzothiophene[J]. Catal Today,1996,31(1):93−104.
|
[15] |
张小菲, 邵正锋, 毛国强, 何德民, 张秋民, 梁长海. 萘在贵金属Pd、Pt及Pd-Pt催化剂上的加氢活性及耐硫性能[J]. 物理化学学报,2010,26(10):2691−2698. doi: 10.3866/PKU.WHXB20101006
ZHANG Xiao-fei, SHAO Zheng-feng, MAO Guo-qiang, HE De-min, ZHANG Qiu-min, LIANG Chang-hai. Naphthalene Hydrogenation Activity over Pd, Pt and Pd-Pt Catalysts and Their Sulfur Tolerance[J]. Acta Phys-Chim Sin,2010,26(10):2691−2698. doi: 10.3866/PKU.WHXB20101006
|
[16] |
李剑, 武海顺, 杨丽娜, 杨肖嵘, 马波. 超声辅助浸渍法制备高分散Pt/CMK-3-US加氢脱萘催化剂[J]. 无机化学学报,2017,33(4):583−588.
LI Jian, WU Hai-shun, YANG Li-na, YANG Xiao-rong, MA Bo. Ultrasound assisted synthesis of highly dispersed Pt/CMK-3-US as catalyst for hydrogenation of naphthalene[J]. Chin J Inorg Chem,2017,33(4):583−588.
|
[17] |
HUANG T C, KANG B C. The Hydrogenation of naphthalene with platinum/alumina-aluminum phosphate catalysts[J]. Ind Eng Chem Res,1995,34(9):2955−2963. doi: 10.1021/ie00048a005
|
[18] |
REDDY K M, SONG C. Synthesis of mesoporous zeolites and their application for catalytic conversion of polycyclic aromatic hydrocarbons[J]. Catal Today,1996,31(1/2):137−144.
|
[19] |
LIU J, ZHANG H, LU N, YAN X, LI R. Influence of acidity of mesoporous ZSM-5-supported Pt on naphthalene hydrogenation[J]. Ind Eng Chem Res,2020,59(3):1056−1064. doi: 10.1021/acs.iecr.9b04411
|
[20] |
周妍, 张然, 王东生, 杨斌. 水热法制备Mo掺杂WO3纳米材料及其光致变色性质的研究[J]. 材料工程,2012,10(83):73−79+83.
ZHOU Yan, ZHANG Ran, WANG Dong-sheng, YANG Bin. Hydrothermal synthesis and photochromic characterization of Mo doped WO3 nanomaterial[J]. J Mater Eng,2012,10(83):73−79+83.
|
[21] |
于卓斌, 赵强, 袁雯, 李晋平. 原位电解制备WO3/Ni-Bi析氧催化剂[J]. 太阳能学报,2014,35(10):1883−1888.
YU Zhuo-bin, ZHAO Qiang, YUAN Wen, LI Jin-ping. Preparation of WO3/Ni-Bi oxygen-evolution catalyst by situ electrolysis[J]. Acta Energi Sin,2014,35(10):1883−1888.
|
[22] |
孙启梅, 花亮, 陈雨, 金江, 陈榕, 张华. 质子交换膜燃料电池阴极催化剂用WO3的制备与性能[J]. 南京工业大学学报(自然科学版),2008,30(6):10−13.
SUN Qi-mei, HUA Liang, CHEN Yu, JIN Jiang, CHEN Rong, ZHANG Hua. Preparation and properties of WO3 as electrocatalyst for proton exchange membrane fuel cell cathode[J]. J Nanjing Univ Technol: (Nat Sci Ed),2008,30(6):10−13.
|
[23] |
WANG J, ZHAO X C, LEI N, LI L, ZHANG L L, XU S T, MIAO S, PAN X L, WANG A Q, ZHANG T. Hydrogenolysis of glycerol to 1, 3-propanediol under low hydrogen pressure over WOx-supported single/pseudo-single atom Pt catalyst[J]. ChemSusChem,2016,9(8):784−790. doi: 10.1002/cssc.201501506
|
[24] |
ZHENG H, JIAN Z O, STRANO M S, KANER RB, MITCHELL A, KALANTAR-ZADEH K. Nanostructured tungsten oxide-properties, synthesis, and applications[J]. Adv Funct Mater,2011,21(12):2175−2196. doi: 10.1002/adfm.201002477
|
[25] |
杨欢, 王桂赟, 田伟松, 童春杰. 单斜相WO3的水热合成及其光催化性能的研究[J]. 燃料化学学报,2018,46(11):1359−1369.
YANG Huan, WANG Gui-yun, TIAN Wei-song, TONG Chun-jie. Hydrothermal synthesis of monoclinic WO3 and its photocatalytic hydrogen production performance[J]. J Fuel Chem Technol,2018,46(11):1359−1369.
|
[26] |
TU J G, LEI H P, YU Z J, JIAO S Q. Ordered WO3-x nanorods: Facile synthesis and their electrochemical properties for aluminum-ion batteries[J]. Chem Commun,2018,54(11):1343−1346. doi: 10.1039/C7CC09376D
|
[27] |
KARIM W, SPREAFICO C, KLEIBERT A, GOBRECHT J, VANDE V J, EKINCI Y, JEROEN A, BOKHOVEN V, CLELIA, KARIM. Catalyst support effects on hydrogen spillover[J]. Nature,2017,541(7635):68−71. doi: 10.1038/nature20782
|
[28] |
GARCIA F S, GANDARIAS I, REQUIES J, GUEMEZ M B, BENNICI S, AUROUX A, ARIAS P L. New approaches to the Pt/WOx/Al2O3 catalytic system behavior for the selective glycerol hydrogenolysis to 1, 3-propanediol[J]. J Catal,2015,323:65−75. doi: 10.1016/j.jcat.2014.12.028
|
[29] |
NIU Y F, ZHAO B B, LIANG Y, LIU L, DONG J X. Promoting role of oxygen deficiency on WO3 supported Pt catalyst for glycerol hydrogenolysis to 1, 3-propanediol[J]. Ind Eng Chem Res,2020,59(16):7389−7397. doi: 10.1021/acs.iecr.9b07067
|
[30] |
ZHU S, GAO X, ZHU Y, CUI J, ZHENG H, LI Y. SiO2 promoted Pt/WOx/ZrO2 catalysts for the selective hydrogenolysis of glycerol to 1, 3-propanediol[J]. Appl Catal B: Environ,2014,158−159:391−399. doi: 10.1016/j.apcatb.2014.04.049
|
[31] |
TIAN H, CUI X Z, ZENG L M, SU L, SONG Y L, SHI J L. Oxygen vacancy-assisted hydrogen evolution reaction of the Pt/WO3 electrocatalyst[J]. J Mater Chem A,2019,7(11):6285−6293. doi: 10.1039/C8TA12219A
|
[32] |
SONG J J, HUANG Z F, PAN L, ZOU J J, ZHANG X W, WANG L. Oxygen-deficient tungsten oxide as versatile and efficient hydrogenation catalyst[J]. ACS Catal,2015,5(11):6594−6599. doi: 10.1021/acscatal.5b01522
|
[33] |
FAN Y, CHENG S J, WANG H, YE D H, XIE S H, PEI Y, HU H R, HUA W M, LI Z H, QIAO M H, ZONG B N. Nanoparticulate Pt on mesoporous SBA-15 doped with extremely low amount of W as a highly selective catalyst for glycerol hydrogenolysis to 1, 3-propanediol[J]. Green Chem,2017,19(9):2174−2183. doi: 10.1039/C7GC00317J
|
[34] |
GARC A-FERN NDEZ S, GANDARIAS I, REQUIES J, SOULIMANI F. The role of tungsten oxide in the selective hydrogenolysis of glycerol to 1, 3-propanediol over Pt/WOx/Al2O3[J]. Appl Catal B: Environ,2017,204:260−272. doi: 10.1016/j.apcatb.2016.11.016
|
[35] |
ZHOU W, LUO J, WANG Y, LIU J F. WOx domain size, acid properties and mechanistic aspects of glycerol hydrogenolysis over Pt/WOx/ZrO2[J]. Appl Catal B: Environ,2019,242:410−421. doi: 10.1016/j.apcatb.2018.10.006
|
[36] |
DONG L, ZHOU Z W, QIN J, YANG L. Cu-WOx-TiO2 catalysts by modified evaporation-induced self-assembly method for glycerol hydrogenolysis to 1, 3-propanediol[J]. Chem Select,2018,3(9):2479−2486.
|
[37] |
YUE C C, ZHU X C, RIGUTTTO M. Acid catalytic properties of reduced tungsten and niobium-tungsten oxides[J]. Appl Catal B: Environ,2015,163:370−381. doi: 10.1016/j.apcatb.2014.08.008
|
[38] |
FENG S H, ZHAO B B, LIU L, DONG J X. Platinum supported on WO3-doped aluminosilicate: a highly efficient catalyst for selective hydrogenolysis of glycerol to 1, 3-propanediol[J]. Ind Eng Chem Res,2017,56(39):11065−11074. doi: 10.1021/acs.iecr.7b02951
|
[39] |
PARK K C, YIM D J, IHM S K. Characteristics of Al-MCM-41 supported Pt catalysts: effect of Al distribution in Al-MCM-41 on its catalytic activity in naphthalene hydrogenation[J]. Catal Today,2002,74(3):281−290.
|
[40] |
BOUCHY M, DUFRESNE P, KASZTELAN S. Hydrogenation and hydrocracking of a model light cycle oil feed. 1. Properties of a sulfided nickel-molybdenum hydrotreating catalyst[J]. Ind Eng Chem Res,1992,32(12):553−574.
|
[41] |
WANG M L, QIAN X Q, XIE L Q, FENG H H, YE L M, DUAN X P, YUAN Y Z. Synthesis of a Ni phyllosilicate with controlled morphology for deep hydrogenation of polycyclic aromatic hydrocarbons[J]. ACS Sustainable Chem Eng,2019,7(2):1989−1997. doi: 10.1021/acssuschemeng.8b04256
|
[42] |
CORMA A, MARTINEZ A, MARTINEZ-SORIAY V. Hydrogenation of aromatics in diesel fuels on Pb/MCM-4l catalysts[J]. J Catal,1997,169(2):480−489. doi: 10.1006/jcat.1997.1737
|