愈创木酚催化氢解制取苯酚研究进展
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摘要
以愈创木酚为木质素模型化合物,深入探讨了其选择性断裂O-Caryl键的氢解机理,重点阐述了愈创木酚氢解制备苯酚高效催化剂的研究进展,并对愈创木酚催化氢解未来的研究方向和发展趋势做了进一步展望。
Guaiacol is used as a model compound of lignin to study the hydrogenolysis mechanism of selectively cleavage of O-Carylbond.Moreover,the research advances in high efficient catalysts for preparing phenol through hydrogenolysis of guaiacol is reviewed emphatically.In the end,an outlook on the further research directions and development trend for hydrogenolysis of guaiacol is proposed.
Guaiacol is used as a model compound of lignin to study the hydrogenolysis mechanism of selectively cleavage of O-Carylbond.Moreover,the research advances in high efficient catalysts for preparing phenol through hydrogenolysis of guaiacol is reviewed emphatically.In the end,an outlook on the further research directions and development trend for hydrogenolysis of guaiacol is proposed.
引文
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[25]Likith S R J,Farberow C A,Manna S,et al. Thermodynamic stability of molybdenum oxycarbides formed from orthorhombic Mo2C in oxygen-rich environments[J]. The Journal of Physical Chemistry C,2018,122:1223-1233.
[26]Ruddy D A,Schaidle J A,Ferrell Iii J R,et al.Recent advances in heterogeneous catalysts for bio-oil upgrading via “ex situ catalytic fast pyrolysis”:Catalyst development through the study of model compounds[J].Green Chemistry,2014,16:454-490.
[27]Aegerter P A,Simpson G J,Ziegler D D,et al.Thiophene hydrodesulfurization over alumina-supported molybdenum carbide and nitride catalysts:Adsorption sites,catalytic activities,and nature of the active surface[J].Journal of Catalysis,1996,164:109-121.
[28]Wu S K,Lai P C,Lin Y C,et al.Atmospheric hydrodeoxygenation of guaiacol over alumina-,zirconia-,and silica-supported nickel phosphide catalysts[J]. ACS Sustainable Chemistry&Engineering,2013,1:349-358.
[29]Zhao H Y,Li D,Bui P,et al. Hydrodeoxygenation of guaiacol as model compound for pyrolysis oil on transition metal phosphide hydroprocessing catalysts[J]. Applied Catalysis A:General,2011,391:305-310.
[30]Lan X,Hensen E J M,Weber T. Hydrodeoxygenation of guaiacol over Ni2P/SiO2-reaction mechanism and catalyst deactivation[J].Applied Catalysis A:General,2018,550:57-66.
[31]Moon J S,Lee Y K.Support effects of Ni2P catalysts on the hydrodeoxygenation of guaiacol:In situ XAFS studies[J]. Topics in Catalysis,2015,58:211-218.
[2]Gallezot P.Conversion of biomass to selected chemical products[J].Chemical Society Reviews,2012,41:1538-1558.
[3]Li C Z,Zhao X C,Wang A Q,et al. Catalytic transformation of lignin for the production of chemicals and fuels[J]. Chemical Reviews,2015,115:11559-11624.
[4]Tuck C O,Perez E,Horvath I T,et al.Valorization of biomass:Deriving more value from waste[J].Science,2012,337:695-699.
[5]Joseph Z,Pieter C A B,Anna L J,et al.The catalytic valorization of lignin for the production of renewable chemicals[J]. Chemical Reviews,2010,110:3552-3599.
[6]Chiu C,Genest A,Borgna A,et al.C—O cleavage of aromatic oxygenates over ruthenium catalysts:A computational study of reactions at step sites[J]. Physical Chemistry Chemical Physics,2015,17:15324-15330.
[7]Gra9a I,Lopes J M,Cerqueira H S,et al.Bio-oils upgrading for second generation biofuels[J].Industrial&Engineering Chemistry Research,2013,52:275-287.
[8]Wang H,Male J,Wang Y.Recent advances in hydrotreating of pyrolysis bio-oil and its oxygen-containing model compounds[J].ACS Catalysis,2013,3:1047-1070.
[9]Gao D,Schweitzer C,Hwang H T,et al.Conversion of guaiacol on noble metal catalysts:Reaction performance and deactivation studies[J]. Industrial&Engineering Chemistry Research,2014,53:18658-18667.
[10]Xiao Y,Varma A.Catalytic deoxygenation of guaiacol using methane[J]. ACS Sustainable Chemistry&Engineering,2015,3:2606-2610.
[11]Nimmanwudipong T,Aydin C,Lu J,et al.Selective hydrodeoxygenation of guaiacol catalyzed by platinum supported on magnesium oxide[J].Catalysis Letters,2012,142:1190-1196.
[12]Mao J,Zhou J,Xia Z,et al.Anatase Ti O2activated by gold nanoparticles for selective hydrodeoxygenation of guaiacol to phenolics[J].ACS Catalysis,2017,7:695-705.
[13]Bui V N,Laurenti D,Afanasiev P,et al. Hydrodeoxygenation of guaiacol with como catalysts. partⅠ:Promoting effect of cobalt on HDO selectivity and activity[J]. Applied Catalysis B:Environmental,2011,101:239-245.
[14]Lin Y C,Li C L,Wan H P,et al.Catalytic hydrodeoxygenation of guaiacol on Rh-based and sulfided CoMo and Ni Mo catalysts[J].Energy&Fuels,2011,25:890-896.
[15]Centeno A,Laurent E,Delmon B.Influence of the support of CoMo sulfide catalysts and of the addition of potassium and platinum on the catalytic performances for the hydrodeoxygenation of carbonyl,carboxyl,and guaiacol-type molecules[J]. Journal of Catalysis,1995,154:288-298.
[16]Ferrari M,Bosmans S,Maggi R,et al.CoMo/carbon hydrodeoxygenation catalysts:Influence of the hydrogen sulfide partial pressure and of the sulfidation temperature[J]. Catalysis Today,2001,65:257-264.
[17]Ferrari M,Delmon B,Grange P. Influence of the active phase loading in carbon supported molybdenum-cobalt catalysts for hydrodeoxygenation reactions[J]. Microporous and Mesoporous Materials,2002,56:279-290.
[18]Yang Y,Gilbert A,Xu C. Hydrodeoxygenation of bio-crude in supercritical hexane with sulfided CoMo and CoMoP catalysts supported on Mg O:A model compound study using phenol[J]. Applied Catalysis A:General,2009,360:242-249.
[19]Bui V N,Laurenti D,Delichere P,et al. Hydrodeoxygenation of guaiacol partⅱ:Support effect for CoMoS catalysts on HDO activity and selectivity[J]. Applied Catalysis B:Environmental,2011,101:246-255.
[20]Ghampson I T,Sepulveda C,Garcia R,et al.Guaiacol transformation over unsupported molybdenum-based nitride catalysts[J]. Applied Catalysis A:General,2012,413:78-84.
[21]Tyrone G I,Sepulveda C,Garcia R,et al.Comparison of Aluminaand SBA-15-supported molybdenum nitride catalysts for hydrodeoxygenation of guaiacol[J].Applied Catalysis A:General,2012,435:51-60.
[22]Tyrone G I,Sepulveda C,Garcia R,et al. Hydrodeoxygenation of guaiacol over carbon-supported molybdenum nitride catalysts:Effects of nitriding methods and support properties[J].Applied Catalysis A:General,2012,439:111-124.
[23]Santillan J E,Perdu M,Pace R,et al. Activated carbon,carbon nanofiber and carbon nanotube supported molybdenum carbide catalysts for the hydrodeoxygenation of guaiacol[J]. Catalysts,2015,5:424-441.
[24]Jongerius A L,Gosselink R W,Dijkstra J,et al. Carbon nanofiber supported transition-metal carbide catalysts for the hydrodeoxygenation of guaiacol[J].Chem Cat Chem,2013,5:2964-2972.
[25]Likith S R J,Farberow C A,Manna S,et al. Thermodynamic stability of molybdenum oxycarbides formed from orthorhombic Mo2C in oxygen-rich environments[J]. The Journal of Physical Chemistry C,2018,122:1223-1233.
[26]Ruddy D A,Schaidle J A,Ferrell Iii J R,et al.Recent advances in heterogeneous catalysts for bio-oil upgrading via “ex situ catalytic fast pyrolysis”:Catalyst development through the study of model compounds[J].Green Chemistry,2014,16:454-490.
[27]Aegerter P A,Simpson G J,Ziegler D D,et al.Thiophene hydrodesulfurization over alumina-supported molybdenum carbide and nitride catalysts:Adsorption sites,catalytic activities,and nature of the active surface[J].Journal of Catalysis,1996,164:109-121.
[28]Wu S K,Lai P C,Lin Y C,et al.Atmospheric hydrodeoxygenation of guaiacol over alumina-,zirconia-,and silica-supported nickel phosphide catalysts[J]. ACS Sustainable Chemistry&Engineering,2013,1:349-358.
[29]Zhao H Y,Li D,Bui P,et al. Hydrodeoxygenation of guaiacol as model compound for pyrolysis oil on transition metal phosphide hydroprocessing catalysts[J]. Applied Catalysis A:General,2011,391:305-310.
[30]Lan X,Hensen E J M,Weber T. Hydrodeoxygenation of guaiacol over Ni2P/SiO2-reaction mechanism and catalyst deactivation[J].Applied Catalysis A:General,2018,550:57-66.
[31]Moon J S,Lee Y K.Support effects of Ni2P catalysts on the hydrodeoxygenation of guaiacol:In situ XAFS studies[J]. Topics in Catalysis,2015,58:211-218.