A comprehensive experimental and kinetic modeling study of 1-hexene
Abstract
It is important to understand the low-temperature chemistry of 1-hexene as it is used as a representative alkene component in gasoline surrogate fuels. Ignition delay times (IDTs) of 1-hexene measured in rapid compression machines (RCMs) can be used to validate its low-temperature chemistry. However, volume history profiles are not available for published RCM IDT data. This has restricted the validation of the low-temperature chemistry of 1-hexene at engine-relevant conditions (i.e. at low temperatures and high pressures). Thus, new RCM IDT data with associated volume history profiles are needed. In this study, both an RCM and a high-pressure shock tube (ST) are employed to measure IDTs of 1-hexene at equivalence ratios of 0.5, 1.0 and 2.0 in ‘air’ and at pressures of 15 and 30 atm. A cool-flame (first stage) and total (second stage) ignition was observed in the RCM experiments. Moreover, carbon monoxide and water versus time histories produced during 1-hexene oxidation at highly diluted conditions were measured in a ST. A new detailed chemical kinetic model describing 1-hexene oxidation is proposed and validated using these new measured data together with various experimental data available in the literature. The kinetic model can predict well the auto-ignition behavior and oxidation processesmore »
- Authors:
- Publication Date:
- Research Org.:
- Lawrence Livermore National Lab. (LLNL), Livermore, CA (United States)
- Sponsoring Org.:
- USDOE National Nuclear Security Administration (NNSA); USDOE Office of Energy Efficiency and Renewable Energy (EERE), Transportation Office. Bioenergy Technologies Office; USDOE Office of Energy Efficiency and Renewable Energy (EERE), Transportation Office. Vehicle Technologies Office
- OSTI Identifier:
- 1788124
- Alternate Identifier(s):
- OSTI ID: 1807759
- Report Number(s):
- LLNL-JRNL-818698
Journal ID: ISSN 0010-2180; S0010218021002595; 111516; PII: S0010218021002595
- Grant/Contract Number:
- AC52-07NA27344
- Resource Type:
- Published Article
- Journal Name:
- Combustion and Flame
- Additional Journal Information:
- Journal Name: Combustion and Flame Journal Volume: 232 Journal Issue: C; Journal ID: ISSN 0010-2180
- Publisher:
- Elsevier
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; Energy conservation; inorganic chemistry; organic chemistry; physical chemistry; analytical chemistry; 1-hexene; oxidation; rapid cmpression machine; high-pressure shock tube; ignition delay time
Citation Formats
Dong, Shijun, Aul, Christopher, Gregoire, Claire, Cooper, Sean P., Mathieu, Olivier, Petersen, Eric L., Rodriguez, Jose, Mauss, Fabian, Wagnon, Scott W., Kukkadapu, Goutham, Pitz, William J., and Curran, Henry J. A comprehensive experimental and kinetic modeling study of 1-hexene. United States: N. p., 2021.
Web. doi:10.1016/j.combustflame.2021.111516.
Dong, Shijun, Aul, Christopher, Gregoire, Claire, Cooper, Sean P., Mathieu, Olivier, Petersen, Eric L., Rodriguez, Jose, Mauss, Fabian, Wagnon, Scott W., Kukkadapu, Goutham, Pitz, William J., & Curran, Henry J. A comprehensive experimental and kinetic modeling study of 1-hexene. United States. https://doi.org/10.1016/j.combustflame.2021.111516
Dong, Shijun, Aul, Christopher, Gregoire, Claire, Cooper, Sean P., Mathieu, Olivier, Petersen, Eric L., Rodriguez, Jose, Mauss, Fabian, Wagnon, Scott W., Kukkadapu, Goutham, Pitz, William J., and Curran, Henry J. Fri .
"A comprehensive experimental and kinetic modeling study of 1-hexene". United States. https://doi.org/10.1016/j.combustflame.2021.111516.
@article{osti_1788124,
title = {A comprehensive experimental and kinetic modeling study of 1-hexene},
author = {Dong, Shijun and Aul, Christopher and Gregoire, Claire and Cooper, Sean P. and Mathieu, Olivier and Petersen, Eric L. and Rodriguez, Jose and Mauss, Fabian and Wagnon, Scott W. and Kukkadapu, Goutham and Pitz, William J. and Curran, Henry J.},
abstractNote = {It is important to understand the low-temperature chemistry of 1-hexene as it is used as a representative alkene component in gasoline surrogate fuels. Ignition delay times (IDTs) of 1-hexene measured in rapid compression machines (RCMs) can be used to validate its low-temperature chemistry. However, volume history profiles are not available for published RCM IDT data. This has restricted the validation of the low-temperature chemistry of 1-hexene at engine-relevant conditions (i.e. at low temperatures and high pressures). Thus, new RCM IDT data with associated volume history profiles are needed. In this study, both an RCM and a high-pressure shock tube (ST) are employed to measure IDTs of 1-hexene at equivalence ratios of 0.5, 1.0 and 2.0 in ‘air’ and at pressures of 15 and 30 atm. A cool-flame (first stage) and total (second stage) ignition was observed in the RCM experiments. Moreover, carbon monoxide and water versus time histories produced during 1-hexene oxidation at highly diluted conditions were measured in a ST. A new detailed chemical kinetic model describing 1-hexene oxidation is proposed and validated using these new measured data together with various experimental data available in the literature. The kinetic model can predict well the auto-ignition behavior and oxidation processes of 1-hexene at various conditions. The rate constants and branching ratio for hydroxyl radical addition to the double bond of 1-hexene are particularly important and discussed based on the experimental and theoretically calculated results from previous studies as well as validation results from jet-stirred reactor (JSR) species profiles. Flux and sensitivity analyses are performed to determine the important reaction classes for 1-hexene oxidation and show that the reactions associated with hydroxy radical addition to the double bond contribute most to the low-temperature reactivity of 1-hexene. In the negative temperature coefficient (NTC) regime, the isomerization of hexenyl-peroxy radicals promotes fuel reactivity due to its associated chain branching pathways.},
doi = {10.1016/j.combustflame.2021.111516},
journal = {Combustion and Flame},
number = C,
volume = 232,
place = {United States},
year = {Fri Oct 01 00:00:00 EDT 2021},
month = {Fri Oct 01 00:00:00 EDT 2021}
}
https://doi.org/10.1016/j.combustflame.2021.111516
Works referenced in this record:
Reactions of hydroxyl radicals with alkenes in low-temperature matrices
journal, November 2000
- Feltham, Emma J.; Almond, Matthew J.; Marston, George
- Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, Vol. 56, Issue 13
Shock-Tube Laser Absorption Measurements of CO and H 2 O during Iso-Octane Combustion
journal, May 2020
- Mathieu, O.; Cooper, S. P.; Alturaifi, S.
- Energy & Fuels, Vol. 34, Issue 6
Development of a 5-component gasoline surrogate model using recent advancements in the detailed H2/O2/CO/C1-C3 mechanism for decoupling methodology
journal, January 2021
- Yang, Shiyou; Wang, Quande; Curran, Henry J.
- Fuel, Vol. 283
THERM: Thermodynamic property estimation for gas phase radicals and molecules
journal, September 1991
- Ritter, Edward R.; Bozzelli, Joseph W.
- International Journal of Chemical Kinetics, Vol. 23, Issue 9
Unimolecular dissociation of hydroxypropyl and propoxy radicals
journal, January 2013
- Zádor, Judit; Miller, James A.
- Proceedings of the Combustion Institute, Vol. 34, Issue 1
Kinetics of 1-hexene oxidation in a JSR and a shock tube: Experimental and modeling study
journal, October 2006
- Yahyaoui, M.; Djebailichaumeix, N.; Dagaut, P.
- Combustion and Flame, Vol. 147, Issue 1-2
On the influence of the position of the double bond on the low-temperature chemistry of hexenes
journal, January 2005
- Vanhove, G.; Ribaucour, M.; Minetti, R.
- Proceedings of the Combustion Institute, Vol. 30, Issue 1
Chemical Kinetics of Hydrogen Atom Abstraction from Allylic Sites by 3 O 2 ; Implications for Combustion Modeling and Simulation
journal, February 2017
- Zhou, Chong-Wen; Simmie, John M.; Somers, Kieran P.
- The Journal of Physical Chemistry A, Vol. 121, Issue 9
Critical Evaluation of Thermochemical Properties of C 1 –C 4 Species: Updated Group-Contributions to Estimate Thermochemical Properties
journal, March 2015
- Burke, S. M.; Simmie, J. M.; Curran, H. J.
- Journal of Physical and Chemical Reference Data, Vol. 44, Issue 1
Kinetic modeling of gasoline surrogate components and mixtures under engine conditions
journal, January 2011
- Mehl, Marco; Pitz, William J.; Westbrook, Charles K.
- Proceedings of the Combustion Institute, Vol. 33, Issue 1
A six-compound, high performance gasoline surrogate for internal combustion engines: Experimental and numerical study of autoignition using high-pressure shock tubes
journal, February 2020
- Cancino, L. R.; da Silva, A.; De Toni, A. R.
- Fuel, Vol. 261
A comparative reactivity study of 1-alkene fuels from ethylene to 1-heptene
journal, January 2021
- Dong, Shijun; Zhang, Kuiwen; Senecal, Peter K.
- Proceedings of the Combustion Institute, Vol. 38, Issue 1
Experimental study of the kinetic interactions in the low-temperature autoignition of hydrocarbon binary mixtures and a surrogate fuel
journal, May 2006
- Vanhove, G.; Petit, G.; Minetti, R.
- Combustion and Flame, Vol. 145, Issue 3
The reaction between propene and hydroxyl
journal, January 2009
- Zádor, Judit; Jasper, Ahren W.; Miller, James A.
- Physical Chemistry Chemical Physics, Vol. 11, Issue 46
Experimental and modelling study of gasoline surrogate mixtures oxidation in jet stirred reactor and shock tube
journal, January 2007
- Yahyaoui, M.; Djebaïli-Chaumeix, N.; Dagaut, P.
- Proceedings of the Combustion Institute, Vol. 31, Issue 1
A comprehensive experimental and kinetic modeling study of 1- and 2-pentene
journal, January 2021
- Dong, Shijun; Zhang, Kuiwen; Ninnemann, Erik M.
- Combustion and Flame, Vol. 223
Autoignition behavior of unsaturated hydrocarbons in the low and high temperature regions
journal, January 2011
- Mehl, Marco; Pitz, William J.; Westbrook, Charles K.
- Proceedings of the Combustion Institute, Vol. 33, Issue 1
The Impact of Resonance Stabilization on the Intramolecular Hydrogen-Atom Shift Reactions of Hydrocarbon Radicals
journal, July 2015
- Wang, Kun; Villano, Stephanie M.; Dean, Anthony M.
- ChemPhysChem, Vol. 16, Issue 12
An extensive experimental and modeling study of 1-butene oxidation
journal, July 2017
- Li, Yang; Zhou, Chong-Wen; Curran, Henry J.
- Combustion and Flame, Vol. 181
Formulating gasoline surrogate for emulating octane blending properties with ethanol
journal, February 2020
- Yuan, Hao; Chen, Zhongyuan; Zhou, Zhenbiao
- Fuel, Vol. 261
Assessment of modern detailed kinetics mechanisms to predict CO formation from methane combustion using shock-tube laser-absorption measurements
journal, January 2019
- Mathieu, Olivier; Mulvihill, Clayton R.; Petersen, Eric L.
- Fuel, Vol. 236
Recent progress in gasoline surrogate fuels
journal, March 2018
- Sarathy, S. Mani; Farooq, Aamir; Kalghatgi, Gautam T.
- Progress in Energy and Combustion Science, Vol. 65
Reactions of OH with Butene Isomers: Measurements of the Overall Rates and a Theoretical Study
journal, March 2011
- Vasu, Subith S.; Huynh, Lam K.; Davidson, David F.
- The Journal of Physical Chemistry A, Vol. 115, Issue 12
Pressure-Dependent OH Yields in Alkene + HO 2 Reactions: A Theoretical Study
journal, September 2011
- Zádor, Judit; Klippenstein, Stephen J.; Miller, James A.
- The Journal of Physical Chemistry A, Vol. 115, Issue 36
Autoignition of gasoline and its surrogates in a rapid compression machine
journal, January 2013
- Kukkadapu, Goutham; Kumar, Kamal; Sung, Chih-Jen
- Proceedings of the Combustion Institute, Vol. 34, Issue 1
A high-pressure rapid compression machine study of n-propylbenzene ignition
journal, January 2014
- Darcy, D.; Nakamura, H.; Tobin, C. J.
- Combustion and Flame, Vol. 161, Issue 1
An experimental and kinetic modeling study of n -hexane oxidation
journal, November 2015
- Zhang, Kuiwen; Banyon, Colin; Togbé, Casimir
- Combustion and Flame, Vol. 162, Issue 11
A Combined Experimental and Theoretical Study of the Reaction OH + 2-Butene in the 400–800 K Temperature Range
journal, February 2015
- Antonov, Ivan O.; Kwok, Justin; Zádor, Judit
- The Journal of Physical Chemistry A, Vol. 119, Issue 28
Products from the Oxidation of Linear Isomers of Hexene
journal, January 2014
- Battin-Leclerc, Frédérique; Rodriguez, Anne; Husson, Benoit
- The Journal of Physical Chemistry A, Vol. 118, Issue 4
A Systematic Theoretical Kinetics Analysis for the Waddington Mechanism in the Low-Temperature Oxidation of Butene and Butanol Isomers
journal, June 2020
- Li, Yang; Zhao, Qian; Zhang, Yingjia
- The Journal of Physical Chemistry A, Vol. 124, Issue 27
Intramolecular effects on the kinetics of unimolecular reactions of β-HOROO˙ and HOQ˙OOH radicals
journal, January 2016
- Lizardo-Huerta, J. C.; Sirjean, B.; Bounaceur, R.
- Physical Chemistry Chemical Physics, Vol. 18, Issue 17
The unimportance of the reaction H2 + N2O ⇆ H2O + N2: A shock-tube study using H2O time histories and ignition delay times
journal, October 2018
- Mulvihill, Clayton R.; Mathieu, Olivier; Petersen, Eric L.
- Combustion and Flame, Vol. 196
Ignition and kinetic modeling of methane and ethane fuel blends with oxygen: A design of experiments approach
journal, July 2013
- Aul, Christopher J.; Metcalfe, Wayne K.; Burke, Sinéad M.
- Combustion and Flame, Vol. 160, Issue 7
Shock-tube water time-histories and ignition delay time measurements for H2S near atmospheric pressure
journal, January 2017
- Mathieu, Olivier; Mulvihill, Clayton; Petersen, Eric L.
- Proceedings of the Combustion Institute, Vol. 36, Issue 3
Pressure-dependent rate rules for cycloaddition, intramolecular H-shift, and concerted elimination reactions of alkenyl peroxy radicals at low temperature
journal, January 2019
- Sun, Xiaohui; Zong, Wengang; Wang, Jingbo
- Physical Chemistry Chemical Physics, Vol. 21, Issue 20
Modeling of the oxidation of large alkenes at low temperature
journal, January 2005
- Touchard, S.; Fournet, R.; Glaude, P. A.
- Proceedings of the Combustion Institute, Vol. 30, Issue 1
Rate Constants for OH with Selected Large Alkanes: Shock-Tube Measurements and an Improved Group Scheme
journal, April 2009
- Sivaramakrishnan, R.; Michael, J. V.
- The Journal of Physical Chemistry A, Vol. 113, Issue 17
Oxidation and combustion of the n-hexene isomers: A wide range kinetic modeling study
journal, December 2008
- Mehl, Marco; Vanhove, Guillaume; Pitz, William J.
- Combustion and Flame, Vol. 155, Issue 4
Experimental and modeling study of 1-hexene oxidation behind reflected shock waves
journal, January 2005
- Yahyaoui, M.; Djebaïli-Chaumeix, N.; Paillard, C. -E.
- Proceedings of the Combustion Institute, Vol. 30, Issue 1
Revisiting 1-hexene low-temperature oxidation
journal, July 2017
- Meng, Xiangzan; Rodriguez, Anne; Herbinet, Olivier
- Combustion and Flame, Vol. 181
Extensive Theoretical Study of the Thermochemical Properties of Unsaturated Hydrocarbons and Allylic and Super-Allylic Radicals: The Development and Optimization of Group Additivity Values
journal, May 2018
- Li, Yang; Curran, Henry J.
- The Journal of Physical Chemistry A, Vol. 122, Issue 20
Gas-Phase Kinetics of Hydroxyl Radical Reactions with C 3 H 6 and C 4 H 8 : Product Branching Ratios and OH Addition Site-Specificity
journal, December 2010
- Loison, Jean-Christophe; Daranlot, Julien; Bergeat, Astrid
- The Journal of Physical Chemistry A, Vol. 114, Issue 51
A high pressure shock tube study of n-propylbenzene oxidation and its comparison with n-butylbenzene
journal, July 2012
- Darcy, Daniel; Tobin, Colin J.; Yasunaga, Kenji
- Combustion and Flame, Vol. 159, Issue 7
Speciation measurements in shock tubes for validation of complex chemical kinetics mechanisms: Application to 2-Methyl-2-Butene oxidation
journal, March 2021
- Alturaifi, S. A.; Mulvihill, C. R.; Mathieu, O.
- Combustion and Flame, Vol. 225
Molecular size dependent falloff rate constants for the recombination reactions of alkyl radicals with O2 and implications for simplified kinetics of alkylperoxy radicals
journal, November 2011
- Miyoshi, Akira
- International Journal of Chemical Kinetics, Vol. 44, Issue 1
Theoretical Analysis of the Effect of C═C Double Bonds on the Low-Temperature Reactivity of Alkenylperoxy Radicals
journal, July 2016
- You, Xiaoqing; Chi, Yawei; He, Tanjin
- The Journal of Physical Chemistry A, Vol. 120, Issue 30
Ab Initio/Transition-State Theory Study of the Reactions of Ċ 5 H 9 Species of Relevance to 1,3-Pentadiene, Part I: Potential Energy Surfaces, Thermochemistry, and High-Pressure Limiting Rate Constants
journal, September 2019
- Sun, Yanjin; Zhou, Chong-Wen; Somers, Kieran P.
- The Journal of Physical Chemistry A, Vol. 123, Issue 42