A density functional theory study on pyrolysis mechanism of lignin in hydrogen plasma

Industrial and Engineering Chemistry Research

Volumn 52, Issue 39, 2013, Pages 14107-14115

  Huang, Xiaoyuan ^a   Cheng, Dang Guo ^a   Chen, Fengqiu ^a   Zhan, Xiaoli ^a  

^a ZHEJIANG UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

BIOMASS COMPOSITIONS; CALCULATION RESULTS; DENSITY FUNCTIONAL THEORY STUDIES; PRODUCT DISTRIBUTIONS; PRODUCTION OF HYDROGEN; PYROLYSIS MECHANISM; REACTION ENTHALPIES; REACTION MECHANISM;

ACETYLENE; ACTIVATION ENERGY; ATOMS; DEHYDROGENATION; DENSITY FUNCTIONAL THEORY; LIGHTING; SYNTHESIS GAS;

LIGNIN;

EID: 84885206669     PISSN: 08885885     EISSN: 15205045     Source Type: Journal    
DOI: 10.1021/ie401974j     Document Type: Conference Paper

References (53)

1. Isahak, W. N. R. W.; Hisham, M. W. M.; Mohd Ambar Yarmo, M. A.; Hin, T. Y. A review on bio-oil production from biomass by using pyrolysis method Renew. Sust. Energy Rev. 2012, 16, 5910
2. Ruiz, J A.; Juarez, M. C.; Morales, M. P.; Munoz, P.; Mendivil, M. A. Biomass gasification for electricity generation: Review of current technology barriers Renew. Sust. Energ. Rev. 2013, 18, 174
3. Azadi, P.; Inderwildi, O. R.; Farnood, R.; King, D. A. Liquid fuels, hydrogen and chemicals from lignin: A critical review Renew. Sust. Energ. Rev. 2013, 18, 506
4. Venkatramani, N. Industrial plasma torches and applications Curr. Sci. 2002, 83, 254
5. Tang, L.; Huang, H. Biomass gasification using capacitively coupled RF plasma technology Fuel 2005, 84, 2055
6. Tang, L.; Huang, H. Plasma pyrolysis of biomass for production of syngas and carbon adsorbent Energy Fuels 2005, 19, 1174
7. van Oost, G.; Hrabovsky, M.; Kopercky, V.; Konrad, M.; Hlina, M.; Kavka, T. Pyrolysis/gasification of biomass for synthetic fuel production using a hybrid gas-water stabilized plasma torch Vacuum 2008, 83, 209
8. Zhao, Z.; Huang, H.; Wu, C.; Li, H.; Chen, Y. Biomass pyrolysis in an argon/hydrogen plasma reactor Eng. Life Sci. 2001, 1, 197
9. 2/Ar plasma Energy Sources, Part A 2008, 30, 734
10. Grigaitiene, V.; Snapkauskiene, V.; Valatkevicius, P.; Tamosiunas, A.; Valincius, V. Water vapor plasma technology for biomass conversion to synthetic gas Catal. Today 2011, 167, 135
11. Shie, J. L.; Tsou, F. J.; Lin, K. L.; Chang, C. Y. Bioenergy and products from thermal pyrolysis of rice straw using plasma torch Bioresour. Technol. 2010, 101, 761
12. Lédé, J. Cellulose pyrolysis kinetics: An historical review on the existence and role of intermediate active cellulose J. Anal. Appl. Pyrol. 2012, 94, 17
13. Yang, H.; Yan, R.; Chen, H.; Lee, D. H.; Zheng, C. Characteristics of hemicellulose, cellulose and lignin pyrolysis Fuel 2007, 86, 1781
14. Jegers, H. E.; Klein, M. T. Primary and secondary lignin pyrolysis reaction pathways Ind. Eng. Chem. Process Des. Dev. 1985, 24, 173
15. T R Nunn, T. R.; Howard, J. B.; Longwell, J. P.; Peters, W A. Product compositions and kinetics in the rapid pyrolysis of milled wood lignin Ind. Eng. Chem. Process Des. Dev. 1985, 24, 844
16. Caballero, J. A.; Font, R.; Marcilla, A. Pyrolysis of Kraft lignin: Yields and correlations J. Anal. Appl. Pyrol. 1997, 39, 161
17. Ferdous, D.; Dalai, A. K.; Bej, S. K.; Thring, R. W. Pyrolysis of lignins: Experimental and kinetics studies Energy Fuels 2002, 16, 1405
18. Liu, Q.; Wang, S.; Zheng, Y.; Luo, Z.; Cen, K. Mechanism study of wood lignin pyrolysis by using TG-FTIR analysis J. Anal. Appl. Pyrol. 2008, 82, 170
19. Hosoya, T.; Kawamoto, H.; Saka, S. Secondary reactions of lignin-derived primary tar components J. Anal. Appl. Pyrol. 2008, 83, 78
20. Shen, D K.; Gu, S.; Luo, K. H.; Wang, S. R.; Fang, M. X. The pyrolytic degradation of wood-derived lignin from pulping process Bioresour. Technol. 2010, 101, 6136
21. Jiang, G.; Nowakowski, D. J.; Bridgwater, A. V. Effect of the temperature on the composition of lignin pyrolysis products Energy Fuels 2010, 24, 4470
22. Huang, Y.; Wei, Z.; Qiu, Z.; Yin, X.; Wu, C. Study on structure and pyrolysis behavior of lignin derived from corncob acid hydrolysis residue J. Anal. Appl. Pyrol. 2012, 93, 153
23. Zhang, M.; Resende, F. L. P.; Moutsoglou, A.; Raynie, D. E. Pyrolysis of lignin from prairie cordgrass, aspen, and Kraft lignin by Py-GC/MS and TGA/FTIR J. Anal. Appl. Pyrol. 2012, 98, 65
24. Wang, S.; Wang, K.; Liu, Q.; Gu, Y.; Luo, Z.; Cen, K.; Franssom, T. Comparison of the pyrolysis behavior of lignins from different tree species Biotechnol. Adv. 2009, 27, 562
25. Klein, M. T.; Virk, P. S. Model pathways in lignin thermolysis. 1. Phenethyl phenyl ether Ind. Eng. Chem. Fundam. 1983, 22, 35
26. Britt, P. F.; Buchanan, A. C., III; Cooney, M. J.; Martineau, D. R. Flash vacuum pyrolysis of methoxy-substituted lignin model compounds J. Org. Chem. 2000, 65, 1376
27. Beste, A.; Buchanan, A. C., III. Computational study of bond dissociation enthalpies for lignin model compounds. Substituent effects in phenethyl phenyl ethers J. Org. Chem. 2009, 74, 2837
28. Jarvis, M. W.; Daily, J. W.; Carstensen, H.; Dean, A. M.; Sharma, S.; Dayton, D. C.; Robichaud, D. J.; Nimlos, M. R. Direct detection of products from the pyrolysis of 2-phenethyl phenyl ether J. Phys. Chem. A 2011, 115, 428
29. Huang, X.; Liu, C.; Huang, J.; Li, H. Theory studies on pyrolysis mechanism of phenethyl phenyl ether Comput. Theor. Chem. 2011, 976, 51
30. Huang, X.; Cheng, D. G.; Chen, F.; Zhan, X. Reaction pathways of β- d -glucopyranose pyrolysis to syngas in hydrogen plasma: A density functional theory study Bioresour. Technol. 2013, 143, 447
31. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Gaussian 09, revision A.02; Gaussian Inc.: Wallingford, CT, 2009.
32. Becke, A. D. The original three parameters hybrid J. Chem. Phys. 1993, 98, 5648
33. Lee, C.; Yang, W.; Parr, R. G. Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density Phys. Rev. B 1998, 37, 785
34. Huang, X.; Cheng, D. G.; Chen, F.; Zhan, X. The decomposition of aromatic hydrocarbons during coal pyrolysis in hydrogen plasma: A density functional theory study Int. J. Hydrogen Energy 2012, 37, 18040
35. Huggins, M. L. Bond energies and polarities J. Am. Chem. Soc. 1953, 75, 4123
36. Gilbert, K. E.; Gajewski, J. J. Coal liquefaction model studies: Free radical chain decomposition of diphenylpropane, dibenzyl ether, and phenyl ether via β-scission reactions J. Org. Chem. 1982, 47, 4899
37. Colussi, A. J.; Zabel, F.; Benson, S. W. The very low-pressure pyrolysis of phenyl ethyl ether, phenyl allyl ether, and benzyl methyl ether and enthalpy of formation of the phenoxy radical Int. J. Chem. Kinet. 1977, 9, 161
38. Britt, P. F.; Buchanan, A. C., III.; Malcolm, E. A. Thermolysis of phenethyl phenyl ether: A model for ether linkages in lignin and low rank coal J. Org. Chem. 1995, 60, 6523
39. Muller-Markgraf, W.; Troe, J. Thermal decomposition of ethylbenzene, styrene, and bromophenylethane: UV absorption study in shock waves J. Phys. Chem. 1988, 92, 4914
40. Horn, C.; Roy, K.; Frank, P.; Just, T. Shock-tube study on the high-temperature pyrolysis of phenol Proc. Combust. Inst. 1998, 27, 321
41. Angel, L. A.; Ervin, K. M. Competitive threshold collision-induced dissociation: gas-phase acidity and O-H bond dissociation enthalpy of phenol J. Phys. Chem. A 2004, 108, 8346
42. Mulder, P.; Korth, H.; Pratt, D. A.; DiLabio, G. A.; Valgimigli, L.; Pedulli, G. F.; Ingold, K. U. Critical re-evaluation of the O-H bond dissociation enthalpy in phenol J. Phys. Chem. A 2005, 109, 2647
43. Pamidimukkala, K. M.; Kern, R. D.; Patel, M. R.; Wei, H. C.; Kiefer, J. H. High-temperature pyrolysis of toluene J. Phys. Chem. 1987, 91, 2148
44. Lin, C. Y.; Lin, M. C. Thermal decomposition of methyl phenyl ether in shock waves: The kinetics of phenoxy radical reactions J. Phys. Chem. 1986, 90, 425
45. Moskaleva, L. V.; Lin, M. C. Unimolecular isomerization/decomposition of cyclopentadienyl and related bimolecular reverse process: ab initio MO/statistical theory study J. Comput. Chem. 2000, 21, 415
46. Huang, X.; Gu, J.; Cheng, D. G.; Chen, F.; Zhan, X. Pathways of liquefied petroleum gas in hydrogen plasma: A density functional theory study J. Energy Chem. 2013, 22, 484
47. Dean, A. M. Predictions of pressure and temperature effects upon radical addition and recombination reactions J. Phys. Chem. 1985, 89, 4600
48. Sun, W.; Saeys, M. Construction of an ab initio model for industrial ethane pyrolysis AIChE J. 2011, 57, 2458
49. Towfighi, J.; Niaei, A.; Karimzadeh, R.; Saedi, G. Systematics and modelling representations of LPG thermal cracking for olefin production Korean J. Chem. Eng. 2006, 23, 8
50. Wang, J. G.; Liu, C. J.; Eliassion, B. Density functional theory study of synthesis of oxygenates and higher hydrocarbons form methane and carbon dioxide using cold plasmas Energy Fuels 2004, 18, 148
51. Wu, C. J.; Carter, E A. Ab initio bond strengths in ethylene and acetylene J. Am. Chem. Soc. 1990, 112, 5893
52. Ruscic, B.; Feller, D.; Dixon, D. A.; Peterson, K. A.; Harding, L. B.; Asher, R. L.; Wagner, A. F. Evidence for a lower enthalpy of formation hydroxyl radical and a lower gas-phase bond dissociation energy of water J. Phys. Chem. A 2001, 105, 1
53. Graef, M.; Allan, G. G.; Krieger, B. B. Rapid pyrolysis of biomass/lignin for production of acetylene Prepr. Am. Chem. Soc., Div. Pet. Chem. 1979, 24, 432