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Title: Selective catalytic production of linear alpha olefins from lactones and unsaturated carboxylic acids

Abstract

Described is a method to make linear alpha olefins. The method includes the steps of contacting a feedstock having a lactone and/or an unsaturated carboxylic acid with a solid acid catalyst having acidic catalytic sites including Lewis acid catalytic sites, for a time and a temperature wherein at least a fraction of the lactone and/or unsaturated carboxylic acid present in the feedstock is converted into a linear alpha olefin. The method may optionally take place in the presence of water. The solid acid catalyst should preferably have at least 50% Lewis acid catalytic sites.

Inventors:
; ; ;
Issue Date:
Research Org.:
Wisconsin Alumni Research Foundation, Madison, WI, (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1506947
Patent Number(s):
10207960
Application Number:
13/928,811
Assignee:
Wisconsin Alumni Research Foundation (Madison, WI)
Patent Classifications (CPCs):
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS
DOE Contract Number:  
FC02-07ER64494
Resource Type:
Patent
Resource Relation:
Patent File Date: 2013 Jun 27
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 59 BASIC BIOLOGICAL SCIENCES

Citation Formats

Dumesic, James Anthony, Wang, Dong, Hakim, Sikander Hussain, and Martin Alonso, David. Selective catalytic production of linear alpha olefins from lactones and unsaturated carboxylic acids. United States: N. p., 2019. Web.
Dumesic, James Anthony, Wang, Dong, Hakim, Sikander Hussain, & Martin Alonso, David. Selective catalytic production of linear alpha olefins from lactones and unsaturated carboxylic acids. United States.
Dumesic, James Anthony, Wang, Dong, Hakim, Sikander Hussain, and Martin Alonso, David. Tue . "Selective catalytic production of linear alpha olefins from lactones and unsaturated carboxylic acids". United States. https://www.osti.gov/servlets/purl/1506947.
@article{osti_1506947,
title = {Selective catalytic production of linear alpha olefins from lactones and unsaturated carboxylic acids},
author = {Dumesic, James Anthony and Wang, Dong and Hakim, Sikander Hussain and Martin Alonso, David},
abstractNote = {Described is a method to make linear alpha olefins. The method includes the steps of contacting a feedstock having a lactone and/or an unsaturated carboxylic acid with a solid acid catalyst having acidic catalytic sites including Lewis acid catalytic sites, for a time and a temperature wherein at least a fraction of the lactone and/or unsaturated carboxylic acid present in the feedstock is converted into a linear alpha olefin. The method may optionally take place in the presence of water. The solid acid catalyst should preferably have at least 50% Lewis acid catalytic sites.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2019},
month = {2}
}

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Works referenced in this record:

γ-Valerolactone Ring-Opening and Decarboxylation over SiO 2 /Al 2 O 3 in the Presence of Water
journal, November 2010


Activation of Carbonyl-Containing Molecules with Solid Lewis Acids in Aqueous Media
journal, October 2011


Isomerization Equilibria among the n-Butenes
journal, April 1946


A highly selective route to linear alpha olefins from biomass-derived lactones and unsaturated acids
journal, January 2013


Skeletal Isomerization of 1-Butene on Tungsten Oxide Catalysts
journal, July 1995


Renewable linear alpha olefins by selective ethenolysis of decarboxylated unsaturated fatty acids
journal, June 2012


Integrated Catalytic Conversion of γ-Valerolactone to Liquid Alkenes for Transportation Fuels
journal, February 2010


Interconversion between γ-valerolactone and pentenoic acid combined with decarboxylation to form butene over silica/alumina
journal, July 2011


Acidity of Keggin-Type Heteropolycompounds Evaluated by Catalytic Probe Reactions, Sorption Microcalorimetry, and Density Functional Quantum Chemical Calculations
journal, December 1998

  • Bardin, Billy B.; Bordawekar, Shailendra V.; Neurock, Matthew
  • The Journal of Physical Chemistry B, Vol. 102, Issue 52, p. 10817-10825
  • https://doi.org/10.1021/jp982345y

Metastable Alumina Polymorphs: Crystal Structures and Transition Sequences
journal, August 1998


Platform biochemicals for a biorenewable chemical industry
journal, May 2008


Unleashing Biocatalysis/Chemical Catalysis Synergies for Efficient Biomass Conversion
journal, August 2007


A Large-Scale Synthesis of α-Olefins and α,ω-Dienes
journal, June 2012