Liquid–Liquid Equilibrium Measurements for Model Systems Related to Catalytic Fast Pyrolysis of Biomass
Abstract
Here in this paper we report liquid-liquid mutual solubilities for binary aqueous mixtures involving 2-, 3-, and 4-ethylphenol, 2-, 3-, and 4-methoxyphenol, benzofuran, and 1H-indene for the temperature range (300 < T/K < 360). Measurements in the water-rich phase for (2-ethylphenol + water) were extended to T = 440 K to facilitate comparison with literature values. Liquid-liquid equilibrium tie-line determinations were made for four ternary systems involving (water + toluene) mixed with a third component; phenol, 3-ethylphenol, 4-methoxyphenol, or 2,4-dimethylphenol. Literature values at higher temperatures are available for the three (ethylphenol + water) systems, and, in general, good agreement is seen. The ternary system (water + toluene + phenol) has been studied previously with inconsistent results reported in the literature, and one report is shown to be anomalous. All systems are modeled with the predictive methods NIST-Modified-UNIFAC and NIST-COSMO-SAC, with generally good success in the temperature range of interest (300 < T/K < 360). This work is part of a larger project on the testing and development of predictive phase equilibrium models for compound types occurring in catalytic fast pyrolysis of biomass, and background information for the larger project is provided.
- Authors:
-
- Wiltec Research Company, Provo, UT (United States)
- National Inst. of Standards and Technology (NIST), Boulder, CO (United States). Thermodynamics Research Center, Applied Chemicals and Materials Division
- National Renewable Energy Lab. (NREL), Golden, CO (United States). National Bioenergy Center
- Publication Date:
- Research Org.:
- National Renewable Energy Laboratory (NREL), Golden, CO (United States)
- Sponsoring Org.:
- USDOE Office of Energy Efficiency and Renewable Energy (EERE), Sustainable Transportation Office. Bioenergy Technologies Office (BETO)
- OSTI Identifier:
- 1340649
- Report Number(s):
- NREL/JA-5100-66653
Journal ID: ISSN 0021-9568
- Grant/Contract Number:
- AC36-08GO28308
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Journal of Chemical and Engineering Data
- Additional Journal Information:
- Journal Volume: 62; Journal Issue: 1; Journal ID: ISSN 0021-9568
- Publisher:
- American Chemical Society
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 09 BIOMASS FUELS; catalytic; fast pyrolysis; biomass
Citation Formats
Jasperson, Louis V., McDougal, Rubin J., Diky, Vladimir, Paulechka, Eugene, Chirico, Robert D., Kroenlein, Kenneth, Iisa, Kristiina, and Dutta, Abhijit. Liquid–Liquid Equilibrium Measurements for Model Systems Related to Catalytic Fast Pyrolysis of Biomass. United States: N. p., 2016.
Web. doi:10.1021/acs.jced.6b00625.
Jasperson, Louis V., McDougal, Rubin J., Diky, Vladimir, Paulechka, Eugene, Chirico, Robert D., Kroenlein, Kenneth, Iisa, Kristiina, & Dutta, Abhijit. Liquid–Liquid Equilibrium Measurements for Model Systems Related to Catalytic Fast Pyrolysis of Biomass. United States. https://doi.org/10.1021/acs.jced.6b00625
Jasperson, Louis V., McDougal, Rubin J., Diky, Vladimir, Paulechka, Eugene, Chirico, Robert D., Kroenlein, Kenneth, Iisa, Kristiina, and Dutta, Abhijit. Wed .
"Liquid–Liquid Equilibrium Measurements for Model Systems Related to Catalytic Fast Pyrolysis of Biomass". United States. https://doi.org/10.1021/acs.jced.6b00625. https://www.osti.gov/servlets/purl/1340649.
@article{osti_1340649,
title = {Liquid–Liquid Equilibrium Measurements for Model Systems Related to Catalytic Fast Pyrolysis of Biomass},
author = {Jasperson, Louis V. and McDougal, Rubin J. and Diky, Vladimir and Paulechka, Eugene and Chirico, Robert D. and Kroenlein, Kenneth and Iisa, Kristiina and Dutta, Abhijit},
abstractNote = {Here in this paper we report liquid-liquid mutual solubilities for binary aqueous mixtures involving 2-, 3-, and 4-ethylphenol, 2-, 3-, and 4-methoxyphenol, benzofuran, and 1H-indene for the temperature range (300 < T/K < 360). Measurements in the water-rich phase for (2-ethylphenol + water) were extended to T = 440 K to facilitate comparison with literature values. Liquid-liquid equilibrium tie-line determinations were made for four ternary systems involving (water + toluene) mixed with a third component; phenol, 3-ethylphenol, 4-methoxyphenol, or 2,4-dimethylphenol. Literature values at higher temperatures are available for the three (ethylphenol + water) systems, and, in general, good agreement is seen. The ternary system (water + toluene + phenol) has been studied previously with inconsistent results reported in the literature, and one report is shown to be anomalous. All systems are modeled with the predictive methods NIST-Modified-UNIFAC and NIST-COSMO-SAC, with generally good success in the temperature range of interest (300 < T/K < 360). This work is part of a larger project on the testing and development of predictive phase equilibrium models for compound types occurring in catalytic fast pyrolysis of biomass, and background information for the larger project is provided.},
doi = {10.1021/acs.jced.6b00625},
journal = {Journal of Chemical and Engineering Data},
number = 1,
volume = 62,
place = {United States},
year = {Wed Nov 02 00:00:00 EDT 2016},
month = {Wed Nov 02 00:00:00 EDT 2016}
}
Web of Science
Works referenced in this record:
Biomass-derived syngas fermentation into biofuels: Opportunities and challenges
journal, July 2010
- Munasinghe, Pradeep Chaminda; Khanal, Samir Kumar
- Bioresource Technology, Vol. 101, Issue 13
Effect of ZSM-5 acidity on aromatic product selectivity during upgrading of pine pyrolysis vapors
journal, July 2016
- Engtrakul, Chaiwat; Mukarakate, Calvin; Starace, Anne K.
- Catalysis Today, Vol. 269
Liquid−Liquid Equilibria in Ternary Systems of Aromatic Hydrocarbons (Toluene or Ethylbenzene) + Phenols + Water
journal, April 2011
- Martin, Antje; Klauck, Mandy; Taubert, Klaus
- Journal of Chemical & Engineering Data, Vol. 56, Issue 4
Performance of a Conductor-Like Screening Model for Real Solvents Model in Comparison to Classical Group Contribution Methods
journal, March 2005
- Grensemann, Hans; Gmehling, Jürgen
- Industrial & Engineering Chemistry Research, Vol. 44, Issue 5
COSMO-3D: Incorporating Three-Dimensional Contact Information into the COSMO-SAC Model
journal, February 2015
- Gutiérrez-Sevillano, J. J.; Leonhard, K.; van der Eerden, J. P. J. M.
- Industrial & Engineering Chemistry Research, Vol. 54, Issue 7
Pyrolysis of Wood/Biomass for Bio-oil: A Critical Review
journal, May 2006
- Mohan, Dinesh; Pittman,, Charles U.; Steele, Philip H.
- Energy & Fuels, Vol. 20, Issue 3, p. 848-889
Performance of COSMO-RS with Sigma Profiles from Different Model Chemistries
journal, September 2007
- Mu, Tiancheng; Rarey, Jürgen; Gmehling, Jürgen
- Industrial & Engineering Chemistry Research, Vol. 46, Issue 20
Conductor-like Screening Model for Real Solvents: A New Approach to the Quantitative Calculation of Solvation Phenomena
journal, February 1995
- Klamt, Andreas
- The Journal of Physical Chemistry, Vol. 99, Issue 7
IUPAC-NIST Solubility Data Series. 81. Hydrocarbons with Water and Seawater–Revised and Updated Part 1. C5 Hydrocarbons with Water
journal, June 2005
- Maczynski, Andrzej; Shaw, David G.; Goral, Marian
- Journal of Physical and Chemical Reference Data, Vol. 34, Issue 2
Ternary and Quaternary Liquid + Liquid Equilibria for Systems of (Water + Toluene + m -Xylene + Phenol)
journal, January 2007
- Mohsen-Nia, Mohsen; Paikar, Islam
- Journal of Chemical & Engineering Data, Vol. 52, Issue 1
Conceptual Process Design and Techno-Economic Assessment of Ex Situ Catalytic Fast Pyrolysis of Biomass: A Fixed Bed Reactor Implementation Scenario for Future Feasibility
journal, October 2015
- Dutta, Abhijit; Schaidle, Joshua A.; Humbird, David
- Topics in Catalysis, Vol. 59, Issue 1
Refinement and Parametrization of COSMO-RS
journal, June 1998
- Klamt, Andreas; Jonas, Volker; Bürger, Thorsten
- The Journal of Physical Chemistry A, Vol. 102, Issue 26
Workshop on Chemicals from Biomass
book, January 1997
- Pakdel, H.; Piskorz, J.; Himmelblau, A.
- Developments in Thermochemical Biomass Conversion
Application of COSMO-RS Type Models to the Prediction of Excess Enthalpies
journal, August 2009
- Constantinescu, Dana; Rarey, Jürgen; Gmehling, Jürgen
- Industrial & Engineering Chemistry Research, Vol. 48, Issue 18
Opportunities and challenges in biological lignin valorization
journal, December 2016
- Beckham, Gregg T.; Johnson, Christopher W.; Karp, Eric M.
- Current Opinion in Biotechnology, Vol. 42
Real-time monitoring of the deactivation of HZSM-5 during upgrading of pine pyrolysis vapors
journal, January 2014
- Mukarakate, Calvin; Zhang, Xiaodong; Stanton, Alexander R.
- Green Chem., Vol. 16, Issue 3
High-temperature mutual solubilities for some binary and ternary aqueous mixtures containing aromatic and chlorinated hydrocarbons
journal, October 1988
- Hooper, Herbert H.; Michel, Stefan; Prausnitz, John M.
- Journal of Chemical & Engineering Data, Vol. 33, Issue 4
Further Development of Modified UNIFAC (Dortmund): Revision and Extension 5
journal, October 2006
- Jakob, Antje; Grensemann, Hans; Lohmann, Jürgen
- Industrial & Engineering Chemistry Research, Vol. 45, Issue 23
Pilot Scale Production of Mixed Alcohols from Wood
journal, January 2014
- Bain, Richard L.; Magrini-Bair, Kimberly A.; Hensley, Jesse E.
- Industrial & Engineering Chemistry Research, Vol. 53, Issue 6
Gasification
book, March 2011
- Bain, Richard L.; Broer, Karl
- Thermochemical Processing of Biomass: Conversion into Fuels, Chemicals and Power
IUPAC-NIST Solubility Data Series. 91. Phenols with Water. Part 1. C 6 and C 7 Phenols with Water and Heavy Water
journal, September 2011
- Góral, Marian; Shaw, David G.; Mączyński, Andrzej
- Journal of Physical and Chemical Reference Data, Vol. 40, Issue 3
Reparameterization of COSMO-SAC for Phase Equilibrium Properties Based on Critically Evaluated Data
journal, July 2015
- Paulechka, Eugene; Diky, Vladimir; Kazakov, Andrei
- Journal of Chemical & Engineering Data, Vol. 60, Issue 12
A Modified UNIFAC (Dortmund) Model. 4. Revision and Extension
journal, March 2002
- Gmehling, Jürgen; Wittig, Roland; Lohmann, Jürgen
- Industrial & Engineering Chemistry Research, Vol. 41, Issue 6
A Priori Phase Equilibrium Prediction from a Segment Contribution Solvation Model
journal, March 2002
- Lin, Shiang-Tai; Sandler, Stanley I.
- Industrial & Engineering Chemistry Research, Vol. 41, Issue 5
In Situ and ex Situ Catalytic Pyrolysis of Pine in a Bench-Scale Fluidized Bed Reactor System
journal, December 2015
- Iisa, Kristiina; French, Richard J.; Orton, Kellene A.
- Energy & Fuels, Vol. 30, Issue 3
Pilot-scale validation of Co-ZSM-5 catalyst performance in the catalytic upgrading of biomass pyrolysis vapours
journal, January 2014
- Iliopoulou, E. F.; Stefanidis, S.; Kalogiannis, K.
- Green Chem., Vol. 16, Issue 2
An implementation of the conductor-like screening model of solvation within the Amsterdam density functional package — Part II. COSMO for real solvents
journal, July 2009
- Pye, Cory C.; Ziegler, Tom; van Lenthe, Erik
- Canadian Journal of Chemistry, Vol. 87, Issue 7
Catalytic fast pyrolysis of lignocellulosic biomass
journal, January 2014
- Liu, Changjun; Wang, Huamin; Karim, Ayman M.
- Chem. Soc. Rev., Vol. 43, Issue 22
A Modified UNIFAC (Dortmund) Model. 3. Revision and Extension
journal, December 1998
- Gmehling, Jürgen; Lohmann, Jürgen; Jakob, Antje
- Industrial & Engineering Chemistry Research, Vol. 37, Issue 12
New modified UNIFAC parameters using critically evaluated phase equilibrium data
journal, February 2015
- Kang, Jeong Won; Diky, Vladimir; Frenkel, Michael
- Fluid Phase Equilibria, Vol. 388
Production of FT transportation fuels from biomass; technical options, process analysis and optimisation, and development potential
journal, September 2004
- Hamelinck, C.; Faaij, A.; Denuil, H.
- Energy, Vol. 29, Issue 11
A modified UNIFAC model. 1. Prediction of VLE, hE, and .gamma..infin.
journal, July 1987
- Weidlich, Ulrich; Gmehling, Juergen
- Industrial & Engineering Chemistry Research, Vol. 26, Issue 7
Product quality and catalyst deactivation in a four day catalytic fast pyrolysis production run
journal, January 2014
- Paasikallio, Ville; Lindfors, Christian; Kuoppala, Eeva
- Green Chemistry, Vol. 16, Issue 7
Overview of Applications of Biomass Fast Pyrolysis Oil
journal, March 2004
- Czernik, S.; Bridgwater, A. V.
- Energy & Fuels, Vol. 18, Issue 2, p. 590-598
A modified UNIFAC model. 2. Present parameter matrix and results for different thermodynamic properties
journal, January 1993
- Gmehling, Juergen; Li, Jiding; Schiller, Martin
- Industrial & Engineering Chemistry Research, Vol. 32, Issue 1
Process Design and Economics for the Conversion of Lignocellulosic Biomass to Hydrocarbon Fuels: Fast Pyrolysis and Hydrotreating Bio-oil Pathway
report, November 2013
- Jones, Susanne; Meyer, Pimphan; Snowden-Swan, Lesley
- PNNL--23053
Chemicals from Biomass: A Market Assessment of Bioproducts with Near-Term Potential
report, March 2016
- Biddy, Mary J.; Scarlata, Christopher; Kinchin, Christopher
Process Design and Economics for Biochemical Conversion of Lignocellulosic Biomass to Ethanol: Dilute-Acid Pretreatment and Enzymatic Hydrolysis of Corn Stover
report, March 2011
- Humbird, D.; Davis, R.; Tao, L.
Works referencing / citing this record:
COSMO-CAMPD: a framework for integrated design of molecules and processes based on COSMO-RS
journal, January 2018
- Scheffczyk, J.; Schäfer, P.; Fleitmann, L.
- Molecular Systems Design & Engineering, Vol. 3, Issue 4
COSMO-CAMPD: A framework for integrated design of molecules and processes based on COSMO-RS
text, January 2018
- Scheffczyk, Jan David; Schäfer, Pascal; Fleitmann, Lorenz Heinrich Johannes
- RWTH Aachen University