Method and system embodiments for converting ethanol to para-xylene and ortho-xylene
Abstract
Disclosed herein are embodiments of a method and system for converting ethanol to para-xylene. The method also provides a pathway to produce terephthalic acid from biomass-based feedstocks. In some embodiments, the disclosed method produces p-xylene with high selectivity over other aromatics typically produced in the conversion of ethanol to xylenes, such as m-xylene, ethyl benzene, benzene, toluene, and the like. And, in some embodiments, the method facilitates the ability to use ortho/para mixtures of methylbenzyaldehyde for preparing ortho/para xylene product mixtures that are amendable to fractionation to separate the para- and ortho-xylene products thereby providing a pure feedstock of para-xylene that can be used to form terephthalic anhydride and a pure feedstock of ortho-xylene that can be used for other purposes, such as phthalic anhydride.
- Inventors:
- Issue Date:
- Research Org.:
- Pacific Northwest National Laboratory (PNNL), Richland, WA (United States); Lanzatech, Inc., Skokie, IL (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 2294007
- Patent Number(s):
- 11851384
- Application Number:
- 17/713,686
- Assignee:
- Battelle Memorial Institute (Richland, WA); Lanzatech, Inc. (Skokie, IL)
- DOE Contract Number:
- AC05-76RL01830
- Resource Type:
- Patent
- Resource Relation:
- Patent File Date: 04/05/2022
- Country of Publication:
- United States
- Language:
- English
Citation Formats
Ramasamy, Karthikeyan Kallupalayam, Guo, Mond, Rosin, Richard Russell, and Kocal, Joseph Anthony. Method and system embodiments for converting ethanol to para-xylene and ortho-xylene. United States: N. p., 2023.
Web.
Ramasamy, Karthikeyan Kallupalayam, Guo, Mond, Rosin, Richard Russell, & Kocal, Joseph Anthony. Method and system embodiments for converting ethanol to para-xylene and ortho-xylene. United States.
Ramasamy, Karthikeyan Kallupalayam, Guo, Mond, Rosin, Richard Russell, and Kocal, Joseph Anthony. Tue .
"Method and system embodiments for converting ethanol to para-xylene and ortho-xylene". United States. https://www.osti.gov/servlets/purl/2294007.
@article{osti_2294007,
title = {Method and system embodiments for converting ethanol to para-xylene and ortho-xylene},
author = {Ramasamy, Karthikeyan Kallupalayam and Guo, Mond and Rosin, Richard Russell and Kocal, Joseph Anthony},
abstractNote = {Disclosed herein are embodiments of a method and system for converting ethanol to para-xylene. The method also provides a pathway to produce terephthalic acid from biomass-based feedstocks. In some embodiments, the disclosed method produces p-xylene with high selectivity over other aromatics typically produced in the conversion of ethanol to xylenes, such as m-xylene, ethyl benzene, benzene, toluene, and the like. And, in some embodiments, the method facilitates the ability to use ortho/para mixtures of methylbenzyaldehyde for preparing ortho/para xylene product mixtures that are amendable to fractionation to separate the para- and ortho-xylene products thereby providing a pure feedstock of para-xylene that can be used to form terephthalic anhydride and a pure feedstock of ortho-xylene that can be used for other purposes, such as phthalic anhydride.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2023},
month = {12}
}
Works referenced in this record:
Formation Pathways toward 2- and 4-Methylbenzaldehyde via Sequential Reactions from Acetaldehyde over Hydroxyapatite Catalyst
journal, April 2017
- Moteki, Takahiko; Rowley, Andrew T.; Bregante, Daniel T.
- ChemCatChem, Vol. 9, Issue 11
Process and apparatus for para-xylene production
patent, August 2011
- Kinn, Timothy F.; Knob, Kevin J.
- US Patent Document 7,989,672
Methods and systems for the production of hydrocarbon products
patent, August 2014
- Schultz, Michael A.; Obern, James Kevin; Simpson, Sean Dennis
- US Patent Document 8,809,015
Preparation of Tolualdehydes
patent, January 1972
- Bozik, John E.; Swift, Harold E.
- US Patent Document 3 636157
Method for producing p-xylene and/or p-tolualdehyde
patent, May 2015
- Sakami, Satoshi; Tsukamoto, Daijiro; Yamada, Katsushige
- US Patent Document 9,024,074
Comparison between the surface acidity of solid catalysts determined by TPD and FTIR analysis of pre-adsorbed pyridine
journal, October 1999
- Selli, E.; Forni, L.
- Microporous and Mesoporous Materials, Vol. 31, Issue 1-2
Method for concentrating a slurry containing a solid particulate component
patent, October 1978
- Davidson, James M.
- US Patent Document 4,120,911
Carbon capture in fermentation
patent, September 2012
- Oakley, Simon David
- US Patent Document 8,263,372
Carbon capture in fermentation
patent, August 2013
- Simpson, Sean Dennis; Collet, Christophe; Forster, Richard Llewellyn Sydney
- US Patent Document 8,507,228
Thermodynamic Equilibrium of Xylene Isomerization in the Liquid Phase
journal, May 2013
- Gonçalves, Jonathan C.; Rodrigues, Alírio E.
- Journal of Chemical & Engineering Data, Vol. 58, Issue 6
Identifying the roles of acid–base sites in formation pathways of tolualdehydes from acetaldehyde over MgO-based catalysts
journal, January 2020
- Lusardi, Marcella; Struble, Thomas; Teixeira, Andrew R.
- Catalysis Science & Technology, Vol. 10, Issue 2
Process for preparation of 2-phenylethyl alcohols from aromatic aldehydes
patent, March 1984
- Butts, Susan B.; Hartwell, George E.
- US Patent Document 4,435,605
Synthesis of C 4 and C 8 Chemicals from Ethanol on MgO-Incorporated Faujasite Catalysts with Balanced Confinement Effects and Basicity
journal, March 2016
- Zhang, Lu; Pham, Tu N.; Faria, Jimmy
- ChemSusChem, Vol. 9, Issue 7
Single Stage Crystallization Process for Separating High Purity Paraxylene
patent, May 1972
- Machell, Eugene F.; Wylie, John E.; Thompson, Robert B.
- US Patent Document 3,662,013
Process for the condensation of aldehydes
patent, October 1987
- Olson, Kurt D.
- US Patent Document 4,701,562