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Process for the preparation of glycols

Inactive Publication Date: 2016-03-24
SHELL OIL CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The patent describes a process for making ethylene glycol and 1,2-propylene glycol from saccharides using hydrogen and a catalyst system. The process involves introducing a portion of the saccharide into a reactor, allowing it to react for a certain period, and then adding more starting material over time. The resulting reaction product is then removed from the reactor. The invention is suitable for efficiently producing large quantities of ethylene glycol and 1,2-propylene glycol from saccharides.

Problems solved by technology

Carrying out the process at high levels of dilution can lead to inefficiencies and will add to the difficulties in separating the desired products.
In general, the use of higher concentrations of saccharides leads to reduced overall yields.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

example 1

[0041]0.3 g of glucose (portion 1) was dissolved in 30 ml of deionised water and charged into a 60 ml autoclave equipped with a gas stirrer and hydrogen supply along with 0.5 g of a W(10.88)-Ni(3.63)-Pt(0.05) / ZrO2 catalyst and 0.5 g of a Ru(1.0) / SiO2 catalyst. The autoclave was closed, the gas phase was replaced by nitrogen, then by hydrogen and the autoclave was pressurised to 3000 kPa (absolute). The autoclave was stirred at 1450 rpm, heated to 195° C. in 12-15 minutes and kept at 195° C. and 8500 kPa (absolute) for 5 minutes. The reactor was then cooled to room temperature over 15 minutes, depressurised and opened. A liquid sample of 0.3 ml was taken for analysis. 1.0 g glucose was added (portion 2), and the procedure was repeated, with a 10 minute reaction time at 195° C. Three more lots of glucose (portions 3, 4 and 5) were added following the same procedure. Finally, portion 6, comprising 1.7 g of glucose was added and the reaction was continued for 30 minutes. The total amoun...

example 2

[0042]The procedure of Example 1 was repeated, with the difference that 0.25 g of a W(10.88)-Ni(3.63)-Pt(0.05) / ZrO2 catalyst and 0.25 g of a Ru(1.0) / SiO2 catalyst were used and portions 2 to 5 each contained 0.5 g of glucose. The total amount of glucose (portions 1 to 6) added to 30 ml water was 3 g, corresponding to a total concentration of 10 wt % glucose.

example 3

[0043]15 ml of deionised water, 0.5 g of a W(10.88)-Ni(3.63)-Pt(0.05) / ZrO2 catalyst and 0.5 g of a Ru(1.0) / SiO2 catalyst were charged into a 60 ml autoclave, equipped with a gas stirrer and hydrogen supply. The autoclave was closed, the gas phase replaced by nitrogen, then by hydrogen and the autoclave was pressurised to 3000 kPa (absolute). The autoclave was stirred at 1450 rpm, heated to 195° C. in 12-15 minutes and the pressure increased to 8500 kPa (absolute). 1.5 ml of a 40 wt % glucose solution in water was pumped into the autoclave every nine minutes at a rate of 5 ml per minute until 10 portions had been added. After the addition of the tenth portion, the autoclave was maintained for an additional 10 minutes at 195° C. The total amount of glucose added was 6 g, corresponding to a total concentration of 20 wt % glucose. The total reaction time was 100 minutes at 195° C.

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Abstract

The invention provides a process for the preparation of ethylene glycol and 1,2-propylene glycol from starting material comprising one or more saccharides, by contacting said starting material with hydrogen in a reactor in the presence of a solvent and a catalyst system with catalytic hydrogenation abilities, wherein the process comprises the steps of: i) introducing a first portion of the starting material into the reactor such that the initial concentration of the saccharide in the solvent in the reactor is no more than 2 wt %; ii) allowing at least 90 wt % of the saccharide in the first portion of the starting material to react; iii) subsequently adding further portions of starting material to the reactor over time; and removing reaction product from the reactor.

Description

FIELD OF THE INVENTION[0001]The present invention relates to a process for the preparation of ethylene and propylene glycols from saccharide-containing feedstock.BACKGROUND OF THE INVENTION[0002]Ethylene glycol and propylene glycol are valuable materials with a multitude of commercial applications, e.g. as heat transfer media, antifreeze, and precursors to polymers, such as PET. Ethylene and propylene glycols are currently made on an industrial scale by hydrolysis of the corresponding alkylene oxides, which are the oxidation products of ethylene and propylene, produced from fossil fuels.[0003]In recent years, increased efforts have focused on producing glycols from renewable feedstocks, such as sugar-based materials. The conversion of sugars to glycols can be seen as an efficient use of the starting materials with the oxygen atoms remaining intact in the desired product.[0004]Current methods for the conversion of saccharides to sugars revolve around a hydrogenation / hydrogenolysis pr...

Claims

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Application Information

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IPC IPC(8): C07C29/132
CPCC07C29/132C07C29/00C07C29/60C07C31/205C07C31/202
Inventor VAN, DER, HEIDE, EVERTWAGLE, GOVINDA, SUBBANNA
Owner SHELL OIL CO