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Process for the manufacture of hydrocarbons

A product, technology of unsaturated fatty acids, applied in the field of producing hydrocarbons suitable for diesel pools, which can solve the problems of poor low temperature performance, unsatisfactory, etc.

Inactive Publication Date: 2008-12-24
NESTE OIL OY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0028] The unsaturated aromatic hydrocarbons produced in the side reactions of the above methods make the products obtained unsatisfactory for use in diesel engine pools
Furthermore, the unbranched and highly saturated structure leads to poor low-temperature performance

Method used

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  • Process for the manufacture of hydrocarbons

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0097] Skeletal isomerization and deoxygenation of tall oil fatty acids

[0098] Distilled tall oil fatty acids were isomerized in a Parr high pressure reactor using mordenite-type zeolites. Tall oil fatty acid, 5 wt% catalyst and 3 wt% water based on the total mixture were placed in the reactor and the air was removed from the autoclave using a nitrogen purge. The mixture was stirred at 300 rpm. The reactor was heated to 280° C. and kept under a nitrogen atmosphere of 1.8 MPa for 6 hours. After cooling, the resulting reaction mixture was removed from the autoclave and the zeolite was filtered off. The filtrate was distilled under reduced pressure to yield monomeric acid.

[0099] The monomeric acid thus obtained was placed in an autoclave and the double bonds were hydrogenated at 150° C. for 3 hours at 2 MPa hydrogen atmosphere using a catalyst containing 5 wt % Pd on carbon until the reaction was complete. The amount of catalyst is 2 wt% of monomeric acid. Then, the rea...

Embodiment 2

[0104] Skeletal isomerization and deoxygenation of tall oil fatty acids at elevated temperatures

[0105] Distilled tall oil fatty acids were isomerized, double bond hydrogenated, and branched chain saturated fatty acids were additionally hydrodeoxygenated as in Example 1 except that the reactor temperature in the hydrodeoxygenation was reduced to 325°C.

[0106] A completely transparent product was obtained, and its properties are shown in Table 3.

Embodiment 3

[0108] Skeletal isomerization of oleic acid in the absence of water, deoxygenation at low temperature and cold filtration of the final product

[0109] In the skeletal isomerization step, tall oil fatty acid and 5 wt% mordenite-type zeolite catalyst were mixed and the air was removed from the Parr autoclave using a nitrogen purge. The mixture was stirred at 300 rpm. The reactor was heated to 275°C and kept under 0.1 MPa nitrogen atmosphere for 6 hours. After cooling, the reaction mixture was removed from the autoclave and the zeolite was filtered off. The filtrate was distilled under reduced pressure to yield monomeric acid.

[0110] The double bond of the monomeric acid thus obtained was hydrogenated according to Example 1.

[0111] In the deoxidation step, dry and presulfided NiMo / Al was used at a hydrogen pressure of 3.3 MPa and a temperature of 325 °C 2 o 3 The catalyst hydrodeoxygenates isomerized fatty acids to paraffins in a Parr high pressure reactor. The amount ...

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Abstract

A feedstock originating from renewable sources is converted to branched and saturated hydrocarbons without heteroatoms in the diesel fuel distillation range by skeletal isomerisation and deoxygenation carried out by hydrodeoxygenation or alternatively by combined decarboxylation and decarbonylation reactions, whereby the consumption of hydrogen is decreased.

Description

field of invention [0001] The present invention relates to a method of producing hydrocarbons, especially branched chain hydrocarbons, from renewable sources, and to a method of producing hydrocarbons suitable for use in diesel pools. The process includes a skeletal isomerization step and a deoxygenation step by decarboxylation / decarbonylation or hydrodeoxygenation. Background of the invention [0002] Fatty acids have been used as raw materials in the chemical industry for a variety of purposes, typically in the production of products ranging from lubricants, polymers, fuels and solvents to cosmetics. Fatty acids are usually obtained from the wood pulp process or from the hydrolysis of triglycerides of vegetable or animal origin. Naturally occurring triglycerides are generally esters of glycerol and linear, even-numbered carboxylic acids having 10-26 carbon atoms. The most common fatty acids contain 16, 18, 20 or 22 carbon atoms. Fatty acids can be saturated or they can ...

Claims

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Application Information

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IPC IPC(8): C10G3/00
CPCC10G3/46C10G3/47C10G3/50C10G2300/1014C10G2300/1018C10G2300/44C10G2400/04C10G3/49Y02P30/20C10G3/00C10L1/32
Inventor E·科伊武萨尔米J·亚库拉
Owner NESTE OIL OY
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