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Method for transforming dimethyl oxalate into ethylene glycol by one-pot process under hydrogen-free condition

A technology of dimethyl oxalate and ethylene glycol, which is applied in chemical instruments and methods, preparation of organic compounds, metal/metal oxide/metal hydroxide catalysts, etc. The activation of source hydrogen, the cumbersome preparation process, etc., can reduce the investment in equipment and hydrogen transportation, enhance the activity and stability, and enhance the ability to absorb and dissociate H.

Active Publication Date: 2019-01-18
EAST CHINA NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Hexagonal mesoporous silicon molecular sieve can better disperse Cu species, the introduction of Mg and Mn stabilizes active Cu species, and the selectivity of ethylene glycol can reach 80-90%, but this process requires 2-5MPa hydrogen pressure
The carrier hydroxyapatite of the catalyst is prepared by precipitation method, and the preparation process is relatively cumbersome
Although the selectivity of the catalyst to ethylene glycol can reach about 95% in the reaction test, this process still requires an external hydrogen pressure of 3MPa
[0004] From the above research background, it can be seen that after introducing one or more additives into the copper catalyst, the ethylene glycol selectivity of the copper-based catalyst and the stability of the catalyst are improved, but the industrialization process must have a high-pressure external The supply of source hydrogen, which not only needs to face the activation of exogenous hydrogen in the reaction process, but also the introduction of exogenous hydrogen will inevitably bring a certain degree of potential danger in transportation and handling

Method used

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  • Method for transforming dimethyl oxalate into ethylene glycol by one-pot process under hydrogen-free condition
  • Method for transforming dimethyl oxalate into ethylene glycol by one-pot process under hydrogen-free condition
  • Method for transforming dimethyl oxalate into ethylene glycol by one-pot process under hydrogen-free condition

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Application of Catalyst Cu / SBA-15 in Hydrogenation of Dimethyl Oxalate

[0027] (1) Catalyst prepared by hydrothermal method

[0028] Weigh 0.3382g copper nitrate trihydrate (Cu(NO 3 ) 2 ·3H 2 O), be dissolved in 140ml deionized water and be configured into a solution, take by weighing 1.498g ammonium chloride (NH 4 Cl) was added to the above solution and stirred to dissolve, and then the pH of the solution was adjusted to 10-12. Add 0.1764g of SBA-15 into the copper nitrate solution under stirring, stir at room temperature for 0.5h, and sonicate for 0.5h. Then the solution was transferred to a hydrothermal kettle and reacted dynamically in a homogeneous reactor at 120° C. for 3 h. After filtering and washing, the Cu-based catalyst precursor was obtained. The obtained Cu-based catalyst precursor was dried in an oven at 60 °C for 12 h, and finally calcined and reduced in a tube furnace at 450 °C for 4 h to obtain the catalyst Cu / SBA-15.

[0029] (2) Catalyst perfor...

Embodiment 2

[0034] Application of Catalyst Cu-Ni / TS-1 in Hydrogenation of Dimethyl Oxalate

[0035] (1) Catalyst prepared by hydrothermal method

[0036] Take by weighing 0.3382g copper nitrate trihydrate (Cu(NO 3 ) 2 ·3H 2 O) and 0.1071g nickel nitrate hexahydrate (Ni(NO 3 ) 2 ·6H 2 O), dissolved in 140ml deionized water successively to form a solution, weighed 1.498g ammonium chloride (NH 4 Cl) was added to the above solution and stirred to dissolve, and ammonia water was added to adjust the pH of the solution to 10-12. Add 0.1764g TS-1 into the copper nitrate solution under stirring, stir at room temperature for 0.5h, ultrasonic for 0.5h, then transfer the solution to a hydrothermal kettle, and react dynamically in a homogeneous reactor at 120°C for 3h . After filtering and washing, the Cu-based catalyst precursor was obtained. The obtained Cu-based catalyst precursor was dried in an oven at 60°C for 12 hours, and finally calcined and reduced in a tube furnace at 450°C for 4 ho...

Embodiment 3

[0042] Catalyst Cu-K-Pt / SiO 2 Applied to the hydrogenation reaction of dimethyl oxalate

[0043] (1) Catalyst prepared by hydrothermal method

[0044] Take by weighing 0.3382g copper nitrate trihydrate (Cu(NO 3 ) 2 ·3H 2 O), 0.0169g potassium chloride (KCl), 0.0061g platinum tetrachloride (PtCl 4 ) was dissolved in 140ml deionized water to form a solution, and a mixed solution of ammonia / ammonium chloride was added to adjust the pH of the solution to 10-12, and 0.1764g SiO 2 Add it into the copper nitrate solution, stir at room temperature for 0.5h, and sonicate for 0.5h, then transfer the solution to a hydrothermal kettle, and react dynamically in a homogeneous reactor at 120°C for 3h. After filtering and washing, the Cu-based catalyst precursor was obtained, and the obtained Cu-based catalyst precursor was dried in an oven at 60°C for 12h, and finally calcined and reduced in a tube furnace at 450°C for 4h to obtain the catalyst Cu-K-Pt / SiO 2 .

[0045] (2) Catalyst ...

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Abstract

The invention provides a method for transforming dimethyl oxalate into ethylene glycol by a one-pot process under a hydrogen-free condition. The method comprises the following steps: (1) preparing a Cu-based catalyst, wherein the Cu-based catalyst comprises a reactive metal Cu and a carrier, a second metallic element is introduced into the Cu-based catalyst, the auxiliary metallic elements refer to alkali metal or / and alkaline-earth metal elements; the reactive metal Cu comprises Cu<+> and Cu0, and oxygen vacancy is enriched on the surface of the Cu-based catalyst; (2) weighing dimethyl oxalate, the Cu-based catalyst and a hydrogen-donor solvent, sequentially adding into a micro high-pressure reactor, filling N2, and reacting under the condition of 180-300 DEG C for 0.5-10 hours, thereby obtaining the ethylene glycol. According to the method disclosed by the invention, alcoholic hydrogen production and dimethyl oxalate hydrogenation reaction can be successfully coupled in the one-stepprocess, supply of exogenous hydrogen is not needed, equipment for performing hydrogenation conversion on the dimethyl oxalate to obtain ethylene glycol in the traditional process and hydrogen transport input can be greatly reduced, and the potential safety hazards in the production process are reduced.

Description

technical field [0001] The invention relates to the field of ethylene glycol preparation, in particular to a method for converting dimethyl oxalate into ethylene glycol in one pot without hydrogen. Background technique [0002] Ethylene glycol is an important chemical product and basic organic raw material, widely used in the production of polyester, antifreeze, plasticizer, synthetic fiber, pesticide intermediates, pharmaceutical intermediates and advanced organic solvents and other fields. The demand for ethylene glycol in the world is showing a steady growth trend, so ethylene glycol has broad development prospects and application markets. At present, the production methods of ethylene glycol are mainly divided into two types: petroleum route and non-petroleum route. The petroleum route refers to the preparation of ethylene by cracking naphtha, and then ethylene glycol is produced by oxidative hydrolysis of ethylene, that is, the hydration of ethylene oxide to ethylene g...

Claims

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Application Information

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IPC IPC(8): C07C31/20C07C29/149B01J23/72
CPCB01J23/72C07C29/149C07C31/202Y02P20/52
Inventor 赵晨孙豪方园
Owner EAST CHINA NORMAL UNIVERSITY
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