Citation: CHEN Jun-hao, LU Liang, WANG Shu-rong. Mild hydrogenation of simulated bio-oil based on molecular distillation[J]. Journal of Fuel Chemistry and Technology, ;2017, 45(9): 1056-1063. shu

Mild hydrogenation of simulated bio-oil based on molecular distillation

State Key Laboratory of Clean Energy Utilization, Zhejiang University, Hangzhou 310027, China

Corresponding author: WANG Shu-rong, zzk@zjut.edu.cn
Received Date: 3 May 2017
Revised Date: 11 June 2017

Fund Project: National Natural Science Foundation of China 51476142National Basic Research Program of China 973 Program, 2013CB228101National Science and Technology Supporting Plan Through Contract 2015BAD15B06The project was supported by the National Science and Technology Supporting Plan Through Contract (2015BAD15B06), the National Natural Science Foundation of China (51476142) and the National Basic Research Program of China (973 Program, 2013CB228101)

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A mild hydrogenation of simulated bio-oil was carried out in a fixed-bed reactor. Based on the experimental results, 300℃/4 MPa was chosen as an optimum condition for the mild hydrogenation, the simulated bio-oil was nearly completely converted. Besides, the liquid product selectivity achieved 85.0% and its (H/C)_eff was significantly promoted from 1.266 to 1.554. The liquid composition was greatly improved and a notable decrease of phenols and acids contents was observed. In this case, the product activity was significantly enhanced and then the subsequent catalytic cracking was favored.
- bio-oil,
- model compounds,
- mild hydrogenation,
- effective hydrogen to carbon ratio
1. [1]
  CZERNIK S, BRIDGWATER A V. Overview of applications of biomass fast pyrolysis oil[J]. Energy Fuels, 2004,18(2):590-598. doi: 10.1021/ef034067u
2. [2]
  WANG Qi, LIU Qian, HE Bo, WANG Shu-rong, LUO Zhong-yang, CEN Ke-fa. Experimental research on biomass flash pyrolysis for bio-oil in a fluidized bed reactor[J]. J Eng Thermophys, 2008,29(5):885-888.
3. [3]
  ZHANG Q, CHANG J, WANG T J, XU Y. Review of biomass pyrolysis oil properties and upgrading research[J]. Energy Convers Manage, 2007,48(1):87-92. doi: 10.1016/j.enconman.2006.05.010
4. [4]
  XIU S, SHAHBAZI A. Bio-oil production and upgrading research:A review[J]. Renewable Sustainable Energy Rev, 2012,16(7):4406-4414. doi: 10.1016/j.rser.2012.04.028
5. [5]
  GUO Xiao-ya, YAN Yong-jie. Catalytic cracking of biomass fast pyrolysis oil[J]. Chem React Eng Technol, 2005,21(3):227-233.
6. [6]
  CHEN Jiao-jiao, CHEN Guan-yi, MA Wen-chao, MA Long-long, WANG Tie-jun, ZHANG Qi, LÜ Wei. Experimental study of aromatics production from catalytic cracking of bio-oil model compounds[J]. J Fuel Chem Technol, 2013,41(2):183-188.
7. [7]
  GAYUBO A G, AGUAYO A T, ATUTXA A, AGUADO R, BILBAO J. Transformation of oxygenate components of biomass pyrolysis oil on a HZSM-5 zeolite. I. Alcohols and phenols[J]. Ind Eng Chem Res, 2004,43(11):2610-2618. doi: 10.1021/ie030791o
8. [8]
  GAYUBO A G, AGUAYO A T, ATUTXA A, AGUADO R, OLAZAR M, BILBAO J. Transformation of oxygenate components of biomass pyrolysis oil on a HZSM-5 zeolite.Ⅱ. Aldehydes, ketones, and acids[J]. Ind Eng Chem Res, 2004,43(11):2619-2626. doi: 10.1021/ie030792g
9. [9]
  CARLSON T R, JAE J, LIN Y C, TOMPSETT G A, HUBER G W. Catalytic fast pyrolysis of glucose with HZSM-5:The combined homogeneous and heterogeneous reactions[J]. J Catal, 2010,270(1):110-124. doi: 10.1016/j.jcat.2009.12.013
10. [10]
  WANG Yu-rong, WANG Shu-rong, WANG Xiang-yu, GUO Zuo-gang. Molecular distillation separation characteristic of bio-oil under different pressures[J]. J Fuel Chem Technol, 2013,41(2):177-182.
11. [11]
  GUO Z G, WANG S R, GU Y L, XU G H, LI X, LUO Z Y. Separation characteristics of biomass pyrolysis oil in molecular distillation[J]. Sep Purif Technol, 2010,76(1):52-57. doi: 10.1016/j.seppur.2010.09.019
12. [12]
  MENTZEL U V, HOLM M S. Utilization of biomass:Conversion of model compounds to hydrocarbons over zeolite H-ZSM-5[J]. Appl Catal A, 2011,396(1/2):59-67.
13. [13]
  WANG S R, CAI Q J, WANG X Y, ZHANG L, WANG Y R, LUO Z Y. Biogasoline production from the Co-cracking of the distilled fraction of bio-oil and ethanol[J]. Energy Fuels, 2014,28(1):115-122. doi: 10.1021/ef4012615
14. [14]
  WANG S R, CAI Q J, WANG X Y, ZHANG L, WANG Y R, LUO Z Y. Biogasoline production by co-cracking of model compound mixture of bio-oil and ethanol over HSZM-5[J]. Chin J Catal, 2014,35(5):709-722. doi: 10.1016/S1872-2067(14)60046-2
15. [15]
  WANG S R, CAI Q J, CHEN J H, ZHANG L, WANG X Y, YU C J. Green aromatic hydrocarbon production from cocracking of a bio-oil model compound mixture and ethanol over Ga₂O₃/HZSM-5[J]. Ind Eng Chem Res, 2014,53(36):13935-13944. doi: 10.1021/ie5024029
16. [16]
  WANG S R, CAI Q J, CHEN J H, ZHANG L, ZHU L J, LUO Z Y. Co-cracking of bio-oil model compound mixtures and ethanol over different metal oxide-modified HZSM-5 catalysts[J]. Fuel, 2015,160:534-543. doi: 10.1016/j.fuel.2015.08.011
17. [17]
  VENDERBOSCH R H, ARDIYANTI A R, WILDSCHUT J, OASMAA A, HEERES H J. Stabilization of biomass-derived pyrolysis oils[J]. J Chem Technol Biotechnol, 2010,85(5):674-686. doi: 10.1002/jctb.v85:5
18. [18]
  WILDSCHUT J, MAHFUD F H, VENDERBOSCH R H, HEERES H J. Hydrotreatment of fast pyrolysis oil using heterogeneous noble-metal catalysts[J]. Ind Eng Chem Res, 2009,48(23):10324-10334. doi: 10.1021/ie9006003
19. [19]
  ARDIYANTI A R, GUTIERREZ A, HONKELA M L, KRAUSE A O I, HEERES H J. Hydrotreatment of wood-based pyrolysis oil using zirconia-supported mono-and bimetallic (Pt, Pd, Rh) catalysts[J]. Appl Catal A, 2011,407(1/2):56-66.
20. [20]
  ELLIOTT D C, HART T R. Catalytic hydroprocessing of chemical models for bio-oil[J]. Energy Fuels, 2009,23(2):631-637. doi: 10.1021/ef8007773
21. [21]
  CHEN J H, CAI Q J, LU L, LENG F R, WANG S R. Upgrading of the acid-rich fraction of bio-oil by catalytic hydrogenation-esterification[J]. ACS Sustainable Chem Eng, 2016,5(1):1073-1081.
22. [22]
  YAO Yan, WANG Shu-rong, LUO Zhong-yang, CEN Ke-fa. Experimental research on catalytic hydrogenation of light fraction of bio-oil[J]. J Eng Thermophys, 2008,29(4):715-719.
23. [23]
  YU W J, TANG Y, MO L Y, CHEN P, LOU H, ZHENG X M. One-step hydrogenation-esterification of furfural and acetic acid over bifunctional Pd catalysts for bio-oil upgrading[J]. Bioresour Technol, 2011,102(17):8241-8246. doi: 10.1016/j.biortech.2011.06.015
24. [24]
  YU WJ, TANG Y, MO L Y, CHEN P, LOU H, ZHENG X M. Bifunctional Pd/Al-SBA-15 catalyzed one-step hydrogenation-esterification of furfural and acetic acid:A model reaction for catalytic upgrading of bio-oil[J]. Catal Commun, 2011,13(1):35-39. doi: 10.1016/j.catcom.2011.06.004
25. [25]
  ZHONG Wei-cheng, GUO Qing-jie, WANG Xu-yun, ZHANG Liang. Catalytic hydroprocessing of fast pyrolysis bio-oil from Chlorella[J]. J Fuel Chem Technol, 2013,41(5):571-578.
26. [26]
  ELLIOTT D C. Historical Developments in Hydroprocessing Bio-oils[J]. Energy Fuels, 2007,21(3):1792-1815. doi: 10.1021/ef070044u
27. [27]
  WEI Hong-ge, ZHONG Zhao-ping, LI Rui, JIN Li-wei. Research on solid catalysts base hydrogenation for bio-oil model compounds[J]. Renewable Energy Resour, 2010,28(1):52-62.
28. [28]
  ZHAO H Y, LI D, BUI P, OYAMA S T. Hydrodeoxygenation of guaiacol as model compound for pyrolysis oil on transition metal phosphide hydroprocessing Catalysts[J]. Appl Catal A, 2011,391(1/2):305-310.
29. [29]
  VISPUTE T P, ZHANG H Y, SANNA A, XIAO R, HUBER G W. Renewable chemical commodity feedstocks from integrated catalytic processing of pyrolysis oils[J]. Science, 2010,330(6008):1222-1227. doi: 10.1126/science.1194218
30. [30]
  BECK A, HORVATH A, SZUCS A, SCHAY Z, HORVATH Z E, ZSOLDOS Z, DEKANY I, GUCZI L. Pd nanoparticles prepared by "controlled colloidal synthesis" in solid/liquid interfacial layer on silica. I. Particle size regulation by reduction time[J]. Catal Lett, 2000,65(1/3):33-42. doi: 10.1023/A:1019048701152
31. [31]
  LI B, WENG W Z, ZHANG Q, WANG Z W, WAN H L. Sinter-resistant Pd/SiO₂ nanocatalyst prepared by impregnation method[J]. ChemCatChem, 2011,3(8):1277-1280. doi: 10.1002/cctc.201100043
32. [32]
  GRANGE P, LAURENT E, MAGGI R, CENTENO A, DELMON B. Hydrotreatment of pyrolysis oils from biomass:Reactivity of the various categories of oxygenated compounds and preliminary techno-economical study[J]. Catal Today, 1996,29(1/4):297-301.
33. [33]
  LI Qi-yi, WAN Lei, ZHANG Su-ping, XU Qing-li, YAN Yong-jie. Hydrodeoxygenation of bio-oil under mild conditions[J]. Petrochem Technol, 2011,40(9):954-958.
34. [34]
  KREUZER K, KRAMER R. Support effects in the hydrogenolysis of tetrahydrofuran on platinum catalysts[J]. J Catal, 1997,167(2):391-399. doi: 10.1006/jcat.1997.1608
35. [35]
  ZHAO C, HE J Y, LEMONIDOU A A, LI X B, LERCHER J A. Aqueous-phase hydrodeoxygenation of bio-derived phenols to cycloalkanes[J]. J Catal, 2011,280(1):8-16. doi: 10.1016/j.jcat.2011.02.001
36. [36]
  SHAFAGHAT H, REZAEI P S, DAUD W M A W. Catalytic hydrogenation of phenol, cresol and guaiacol over physically mixed catalysts of Pd/C and zeolite solid acids[J]. RSC Adv, 2015,5(43):33990-33998. doi: 10.1039/C5RA00367A
37. [37]
  ADJAYE J D, BAKHSHI N N. Catalytic conversion of a biomass-derived oil to fuels and chemicals Ⅰ:Model compound studies and reaction pathways[J]. Biomass Bioenergy, 1995,8(3):131-149. doi: 10.1016/0961-9534(95)00018-3
38. [38]
  NI Y M, PENG W Y, SUN A M, MO W L, HU J L, LI T, LI G X. High selective and stable performance of catalytic aromatization of alcohols and ethers over La/Zn/HZSM-5 catalysts[J]. J Ind Eng Chem, 2010,16(4):503-505. doi: 10.1016/j.jiec.2010.03.011
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