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Process for the preparation of glycols

A diol and catalyst technology, applied in the field of diol preparation, can solve problems such as the difficulty in separating catalysts from reactants

Inactive Publication Date: 2018-06-08
SHELL INT RES MAATSCHAPPIJ BV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, separation of the catalyst from the reactants becomes more difficult and, in some cases, impossible
In general, this means that homogeneous catalysts need to be replenished more often than heterogeneous catalysts, and / or require additional steps and hardware in the process of removing the catalyst from the reactants and reaction products, which affects the overall performance of the process it catalyzes. The economy has a clear impact

Method used

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  • Process for the preparation of glycols
  • Process for the preparation of glycols

Examples

Experimental program
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Effect test

example

[0054] Summary of the examples: In Example 1, the catalyst precursor was converted into an unsupported hydrogenation catalyst in the presence of hydrogen in a reactor vessel, and in the presence of a catalyst component with retroaldol catalytic capability (sodium phosphotungstate ), but the activity was assessed in the absence of sugar-containing starting material (glucose). In Example 2, the activity of an unsupported hydrogenation catalyst was evaluated in the presence of a sugar feedstock (glucose) and a catalyst component with retroaldol catalytic capability. In Example 3, when additional sugar-containing feedstock (glucose) was added to the reactor vessel, more diol product (eg, MEG) was produced. In Example 4, a sample was taken from the Example 1 reactor vessel contents and filtered through a 0.45 μm pore size filter, and when mixed with the sugar-containing feedstock and the catalyst component with retro-aldol catalytic capability, two The content of alcohol products ...

example 1

[0055] Example 1 : Formation of unsupported hydrogenation catalyst and its background activity:

[0056] A 60 ml Hastelloy C22 autoclave (Medimex) equipped with a hollow shaft gas stirrer was charged with 15 g of water and 15 g of glycerol pre-dissolved in a water / glycerol mixture, 60.1 mg of sodium phosphotungstate (Aldrich (Aldrich)) and 7.0 mg ruthenium(III) acetylacetonate (catalyst precursor; Merck) (Table 1). The reactor vessel was pressurized to 5 bar with nitrogen and depressurized to atmospheric pressure three times at room temperature to remove oxygen, then pressurized to 40 bar with hydrogen. The temperature was raised to 195°C, the total pressure was raised to 80 bar with hydrogen and a stirring rate of 1450 rpm was applied. After 60 minutes, the reactor vessel was allowed to cool to room temperature, opened and a sample was taken for analysis (Table 2). Glycerol appeared to be stable as only a trace of product was formed, indicating that glycerol could be appl...

example 2

[0057] Example 2 : Activity of the unsupported hydrogenation catalyst from Example 1 in the presence of both the sugar feedstock and the catalyst component with retroaldol catalytic capability:

[0058] A 60 ml Hastelloy C22 autoclave (Medimex) equipped with a hollow shaft gas stirrer was charged with 14.2 g of the reactor vessel effluent of Example 1 . Water and glycerol were added in equal weight amounts to a total of 15.2 g of the reactor vessel contents along with 0.3 g of glucose (Millipore). The reactor vessel was pressurized to 5 bar with nitrogen and depressurized to atmospheric pressure three times at room temperature to remove oxygen, then pressurized to 40 bar with hydrogen. The temperature was raised to 195°C, the total pressure was raised to 80 bar and a stirring rate of 1450 rpm was applied. After 60 minutes, the reactor vessel was allowed to cool to room temperature, opened and a sample was taken for analysis (Table 2). This example demonstrates the catalyti...

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Abstract

The invention provides a process for the production of glycols comprising the step of adding to a reactor vessel a saccharide-containing feedstock, a solvent, hydrogen, a retro-aldol catalyst composition and a catalyst precursor and maintaining the reactor vessel at a temperature and a pressure, wherein the catalyst precursor comprises one or more cations selected from groups 8, 9, 10 and 11 of the periodic table, and wherein the catalyst precursor is reduced in the presence of hydrogen in the reactor vessel into an unsupported hydrogenation catalyst.

Description

technical field [0001] The present invention relates to a process for the preparation of diols from sugar-containing feedstocks under conditions that convert a catalyst precursor into an unsupported hydrogenation catalyst for use in the process. Background technique [0002] Glycols such as mono-ethylene glycol (MEG) and mono-propylene glycol (MPG) are valuable species for many commercial applications such as heat transfer media, antifreeze and precursors for polymers such as PET. Ethylene glycol and propylene glycol are generally produced on an industrial scale by hydrolysis of the corresponding alkylene oxides, which are the oxidation products of ethylene and propylene derived from fossil fuels. [0003] In recent years, increasing efforts have focused on the production of chemicals, including diols, from non-petrochemical renewable feedstocks such as sugar-based substances. Conversion of sugars to diols can be viewed as an efficient use of starting materials with oxygen ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C31/20C07C29/00
CPCC07C29/60Y02P20/52C07C29/132C07C31/202C07C31/205B01J23/6527B01J37/18
Inventor E·范德海德P·休伊曾加M·麦凯J·L·M·范德比杰尔
Owner SHELL INT RES MAATSCHAPPIJ BV
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