Citation: DU Niao-Feng, NING Hong-Bo, LI Ze-Rong, ZHANG Qi-Yi, LI Xiang-Yuan. Kinetic Calculation and Modeling Study of 1,3-Butadiene Pyrolysis[J]. Acta Physico-Chimica Sinica, ;2016, 32(2): 453-464. doi: 10.3866/PKU.WHXB201512071 shu

Kinetic Calculation and Modeling Study of 1,3-Butadiene Pyrolysis

1.
1 School of Aeronautics & Astronautics, Sichuan University, Chengdu 610065, P. R. China;
2.
2 School of Chemical Engineering, Sichuan University, Chengdu 610065, P. R. China;
3.
3 College of Chemistry, Sichuan University, Chengdu 610064, P. R. China

Corresponding author: LI Ze-Rong, ZHANG Qi-Yi,
Received Date: 24 August 2015
Available Online: 7 December 2015
Fund Project: 国家自然科学基金(91441114,91441132)资助项目 (91441114,91441132)

1,3-Butadiene is an important product in combustion and pyrolysis of hydrocarbon fuels and it is also an important precursor to formpolycyclic aromatic hydrocarbons (PAHs). Currently, a variety of experimental and mechanism studies have been performed on 1,3-butadiene oxidation. However, few studies about pyrolysis mechanism of 1,3-butadiene have been done. In this work, the optimization of the geometries and the vibrational frequencies for the reactants, products, and transition states of the relevant reactions in 1,3-butadiene pyrolysis have been performed at the B3LYP/CBSB7 level. Their single point energies and the thermodynamic parameters are also calculated by using the composite CBS-QB3 method. The high-pressure limit rate constants for tight transition state reactions and barrierless reactions are obtained by transition state theory and variable reaction coordinate transition state theory, respectively. The calculated rate constants in this work are in good agreement with those available from literature. Furthermore, the mechanism of Hidaka et al. is updated with replacing the calculated rate constants of reactions in this work to simulate the shock tube experiment results of 1,3-butadiene pyrolysisand the updated mechanism consists of 45 species and 224 reactions. It can be seen that the updated mechanism can improve the concentration profiles of the main products, ethylene, 1-butylene-3-acetylene, and benzene in 1,3-butadiene pyrolysis. It can also provide reliable kinetic and thermodynamic parameters to further improve the core mechanism of C₀-C₄ species.
- 1,3-Butadiene,
- Pyrolysis mechanism,
- Rate constant,
- Kinetic simulation
1. [1]
  (1) Yao, T.; Zhong, B. J. Acta Phys. -Chim. Sin. 2013, 29 (7), 1385. [姚通, 钟北京. 物理化学学报, 2013, 29 (7), 1385.] doi: 10.3866/PKU.WHXB201304123
2. [2]
  (2) Zeng, M. R.; Yuan, W. H.; Wang, Y. Z.; Zhou, W. X.; Zhang, L.D.; Qi, F.; Li, Y. Y. Combust. Flame 2014, 161, 1701. doi: 10.1016/j.combustflame.2014.01.002
3. [3]
  (3) Hughes, K.; Meek, M. E.; Walker, M.; Beauchamp, R. 1, 3-Butadiene: Human Health Aspects. In Concise International Chemical Assessment Document 30; WHO: Geneva, Switzerland, 2001; pp 1-73.
4. [4]
  (4) Vaughan, W. E. J. Am. Chem. Soc 1932, 54, 3863. doi: 10.1021/ja01349a008
5. [5]
  (5) Kistiakovsky, G. B.; Ransom, W.W. J. Chem. Phys. 1939, 7, 725. doi: 10.1063/1.1750519
6. [6]
  (6) Harkness, J. B.; Kistiakowski, G. B.; Mears, W. H. J. Chem. Phys. 1937, 5, 682. doi: 10.1063/1.1750100
7. [7]
  (7) Granata, S.; Faravelli, T.; Ranzi, E.; Olten, N.; Senkan, S.Combust. Flame 2002, 131, 273. doi: 10.1016/S0010-2180(02)00407-8
8. [8]
  (8) Dagaut, P.; Cathonnet, M. Combust. Sci. Technol. 1998, 140, 225. doi: 10.1080/00102209808915773
9. [9]
  (9) Hidaka, Y.; Higashihara, T.; Ninomiya, N.; Masaoka, H.; Nakamura, T.; Kawano, H. Int. J. Chem. Kinet. 1996, 28, 137.
10. [10]
  (10) Tsang, W. Chemical Activation Reactions in the HeptaneCombustion Kinetics Database. In AIAA 44th Aerospace Sciences Meeting and Exihibt, American Institute ofAeronautics and Astronautics, Reno, Nevada, January 9-12, 2006.
11. [11]
  (11) Laskin, A.; Wang, H.; Law, C. K. Int. J. Chem. Kinet. 2000, 32, 589.
12. [12]
  (12) Peukert, S.; Braun-Unkhoff, M.; Naumann, C. HighTemperature Kinetics of the Pyrolysis of 1, 3-Butadiene and 2-Butyne. In Fundamental Physical and Chemical Kinetics, Proceedings of the European Combustion Meeting, Vienna, Austria, April 14-17, 2009.
13. [13]
  (13) Montgomery, J. A., Jr.; Frisch, M. J.; Ochterski, J.W.; Petersson, G. A. J. Chem. Phys. 1999, 110, 2822. doi: 10.1063/1.477924
14. [14]
  (14) Miller, J. A.; Klippenstein, S. J. J. Phys. Chem. A 2013, 117, 2718. doi: 10.1021/jp312712p
15. [15]
  (15) Xu, C.; Shoaibi, A. S. A.; Wang, C. G.; Carstensen, H. H.; Dean, A. M. J. Phys. Chem. A 2011, 115, 10470.
16. [16]
  (16) Frisch, M. J.; Trucks, G.W.; Schlegel, H. B.; et al. Gaussian 03, Revision B.05; Gaussian Inc.: Pittsburgh, PA, 2003.
17. [17]
  (17) Becke, A. D. J. Chem. Phys. 1993, 98, 1372. doi: 10.1063/1.464304
18. [18]
  (18) Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785. doi: 10.1103/PhysRevB.37.785
19. [19]
  (19) Gonzalez, C.; Schlegel, H. B. J. Chem. Phys. 1989, 90, 2154. doi: 10.1063/1.456010
20. [20]
  (20) Sirjean, B.; Fournet, R. J. Phys. Chem. A 2012, 116, 6675. doi: 10.1021/jp303680h
21. [21]
  (21) Curtiss, L. A.; Raghavachari, K.; Redfern, P. C.; Pople, J. A.J. Chem. Phys. 1997, 106, 1063. doi: 10.1063/1.473182
22. [22]
  (22) Gaithersburg, M. D. NIST Computational ChemistryComparison and Benchmark Database; National Institute ofStandards and Technology. http://webbook.nist.gov/chemistry(2003).
23. [23]
  (23) Wang, H.; You, X. Q.; Joshi, A. V.; Davis, S. G.; Laskin, A.; Egolfopoulos, F. N.; Law, C. K. USC Mech Version II. High-Temperature Combustion Reaction Model of H₂/CO/C1-C4Compounds. http://ignis.usc.edu/USC_Mech_II.htm (accessed2007).
24. [24]
  (24) Klippenstein, S. J.; Wagner, A. F.; Dunbar, R. C.; Wardlaw, D.M.; Robertson, S. H. VariFlex, Version 1.0; Argonne NationalLaboratory: Argonne, IL, 1999.
25. [25]
  (25) Beyer, T.; Swinehart, D. F. Comm. Assoc. Comput. Mach.1973, 16, 379.
26. [26]
  (26) Holbrook, K. A.; Pilling, M. J.; Robertson, S. H., Unimolecular Reactions, 2nd ed.; JohnWiley & Sons:Chichester, UK, 1996.
27. [27]
  (27) Miller, J. A.; Klippenstein, S. J. J. Phys. Chem. A 2003, 107, 2680. doi: 10.1021/jp0221082
28. [28]
  (28) Saito, K.; Kakumoto, T.; Murakami, I. J. Phys. Chem. 1984, 88, 1182. doi: 10.1021/j150650a033
29. [29]
  (29) Welty, J. R.; Wicks, C. E.; Wilson, R. E.; Rorrer, G. L., Fundamentals of Momentum, Heat and Mass Transfer, 4th ed.; JohnWiley & Sons Ltd.: New York, 2001.
30. [30]
  (30) Metcalfe, W. K.; Burke, S. M.; Ahmed, S. S.; Curran, H. J. Int. J. Chem. Kinet. 2013, 45, 638. doi: 10.1002/kin.2013.45.issue-10
31. [31]
  (31) UCSD, The San Diego Mechanism, Version 20141004, 2014.http://maeweb.ucsd.edu/combustion/.
32. [32]
  (32) Robinson, J. C.; Harris, S. A.; Sun, W.; Sveum, N. E.; Neumark, D. M. J. Am. Chem. Soc. 2002, 124, 10211. doi: 10.1021/ja0127281
33. [33]
  (33) Dean, A. M. J. Phys. Chem. 1985, 89, 4600. doi: 10.1021/j100267a038
34. [34]
  (34) Kossiakoff, A.; Rice, F. O. J. Am. Chem. Soc. 1943, 65, 590. doi: 10.1021/ja01244a028
35. [35]
  (35) Fabuss, B. M.; Borsanyi, A. S.; Satterfield, C. N.; Lait, R. I.; Smith, J. O. Ind. Eng. Chem. Process Des. Dev. 1962, 1, 293. doi: 10.1021/i260004a011
36. [36]
  (36) Wu, C. H.; Kern, R. D. J. Phys. Chem. 1987, 91, 6291. doi: 10.1021/j100308a042
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