Title: Methods of refining and producing isomerized fatty acid esters and fatty acids from natural oil feedstocks

Abstract

Methods are provided for refining natural oil feedstocks and producing isomerized esters and acids. The methods comprise providing a C4-C18 unsaturated fatty ester or acid, and isomerizing the fatty acid ester or acid in the presence of heat or an isomerization catalyst to form an isomerized fatty ester or acid. In some embodiments, the methods comprise forming a dibasic ester or dibasic acid prior to the isomerizing step. In certain embodiments, the methods further comprise hydrolyzing the dibasic ester to form a dibasic acid. In certain embodiments, the olefin is formed by reacting the feedstock in the presence of a metathesis catalyst under conditions sufficient to form a metathesized product comprising olefins and esters, separating the olefins from the esters in the metathesized product, and transesterifying the esters in the presence of an alcohol to form a transesterified product having unsaturated esters.

Inventors:

Snead, Thomas E.; Cohen, Steven A.; Gildon, Demond L.; Beltran, Leslie V.; Kunz, Linda A.; Pals, Tessa M.; Quinn, Jordan R; Behrends, Jr., Raymond T.; Bernhardt, Randal J.

Issue Date:

2016-07-05

Research Org.:

Elevance Renewable Sciences, Inc., Woodridge, IL (United States)

Sponsoring Org.:

USDOE

OSTI Identifier:

1260249

Patent Number(s):

9382502

Application Number:

13/827,798

Assignee:

Elevance Renewable Sciences, Inc. (Woodridge, IL)

Patent Classifications (CPCs):

C - CHEMISTRY C10 - PETROLEUM, GAS OR COKE INDUSTRIES C10G - CRACKING HYDROCARBON OILS

C - CHEMISTRY C10 - PETROLEUM, GAS OR COKE INDUSTRIES C10L - FUELS NOT OTHERWISE PROVIDED FOR

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C - CHEMISTRY C10 - PETROLEUM, GAS OR COKE INDUSTRIES C10G - CRACKING HYDROCARBON OILS

C10G69/123 - {alkylation}

C - CHEMISTRY C10 - PETROLEUM, GAS OR COKE INDUSTRIES C10L - FUELS NOT OTHERWISE PROVIDED FOR

C10L2200/0476 - Biodiesel, i.e. defined lower alkyl esters of fatty acids first generation biodiesel

C - CHEMISTRY C10 - PETROLEUM, GAS OR COKE INDUSTRIES C10G - CRACKING HYDROCARBON OILS

C10G2400/08 - Jet fuel
C10G50/00 - Production of liquid hydrocarbon mixtures from lower carbon number hydrocarbons, e.g. by oligomerisation
C10G45/58 - to change the structural skeleton of some of the hydrocarbon content without cracking the other hydrocarbons present, e.g. lowering pour point
C10G45/00 - Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds
C10G65/043 - {at least one step being a change in the structural skeleton}
C10G2400/04 - Diesel oil
C10G2400/02 - Gasoline
C10G2300/1088 - Olefins

C - CHEMISTRY C10 - PETROLEUM, GAS OR COKE INDUSTRIES C10L - FUELS NOT OTHERWISE PROVIDED FOR

C10L1/08 - for compression ignition

C - CHEMISTRY C11 - ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES C11B - PRODUCING

C11B3/00 - Refining fats or fatty oils

C - CHEMISTRY C10 - PETROLEUM, GAS OR COKE INDUSTRIES C10G - CRACKING HYDROCARBON OILS

C10G29/205 - {by reaction with hydrocarbons added to the hydrocarbon oil}
C10G2300/1014 - of vegetal origin

C - CHEMISTRY C10 - PETROLEUM, GAS OR COKE INDUSTRIES C10L - FUELS NOT OTHERWISE PROVIDED FOR

C10L1/02 - essentially based on components consisting of carbon, hydrogen, and oxygen only
C10L1/026 - {for compression ignition}

C - CHEMISTRY C10 - PETROLEUM, GAS OR COKE INDUSTRIES C10G - CRACKING HYDROCARBON OILS

C10G3/42 - {Catalytic treatment}

C - CHEMISTRY C11 - ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES C11C - FATTY ACIDS FROM FATS, OILS OR WAXES

C11C3/003 - {by esterification of fatty acids with alcohols

C - CHEMISTRY C10 - PETROLEUM, GAS OR COKE INDUSTRIES C10G - CRACKING HYDROCARBON OILS

C10G2400/22 - Higher olefins
C10G2300/1018 - of animal origin

C - CHEMISTRY C10 - PETROLEUM, GAS OR COKE INDUSTRIES C10L - FUELS NOT OTHERWISE PROVIDED FOR

C10L2200/0469 - Renewables or materials of biological origin
C10L1/00 - Liquid carbonaceous fuels

Y - NEW / CROSS SECTIONAL TECHNOLOGIES Y02 - TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE Y02P - CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS

Y02P30/20 - Bio-feedstock

C - CHEMISTRY C10 - PETROLEUM, GAS OR COKE INDUSTRIES C10G - CRACKING HYDROCARBON OILS

C10G2300/30 - Physical properties of feedstocks or products
C10G2400/20 - C2-C4 olefins

Y - NEW / CROSS SECTIONAL TECHNOLOGIES Y02 - TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE Y02E - REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION

Y02E50/10 - Biofuels

C - CHEMISTRY C11 - ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES C11C - FATTY ACIDS FROM FATS, OILS OR WAXES

C11C3/14 - by isomerisation {

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DOE Contract Number:  

EE0002872/001

Resource Type:

Patent

Resource Relation:

Patent File Date: 2013 Mar 14

Country of Publication:

United States

Language:

English

Subject:

09 BIOMASS FUELS; 59 BASIC BIOLOGICAL SCIENCES; 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY