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Catalyst for selectively hydrogenating ethylenically unsaturated carbonyl compound as well as preparation method and application of catalyst

A technology of carbonyl compounds and catalysts, which is applied in the field of catalysts, can solve the problems of process economic decline, complicated post-treatment process, and instability of aldehydes, etc., and achieve the effects of prolonging catalyst life, uniform dispersion of metal atoms, and improving binding force

Active Publication Date: 2020-04-10
WANHUA CHEM GRP CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the use of alkaline solution significantly improves the product yield of dihydrocitronellal, aldehydes are extremely unstable in an alkaline environment, and are easy to polymerize and deteriorate to form heavy components such as acetals, resulting in a decline in process economy
At the same time, the post-treatment process of this process is complicated, and there are many three wastes
[0011] In addition, the selective hydrogenation process of citral or citronellal is often accompanied by many side reactions, among which the polymerization reaction between aldehydes is particularly obvious, such as citronellal dimer, citronellal-dihydrocitronellal di Polymers, etc., on the one hand, these impurities cause a decrease in process yield and an increase in cost. On the other hand, these dimers have a large molecular weight (MW>250), high viscosity, and are easily adsorbed on the surface of the catalyst to cover active sites, resulting in catalyst deactivation and clogged filter system

Method used

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  • Catalyst for selectively hydrogenating ethylenically unsaturated carbonyl compound as well as preparation method and application of catalyst
  • Catalyst for selectively hydrogenating ethylenically unsaturated carbonyl compound as well as preparation method and application of catalyst
  • Catalyst for selectively hydrogenating ethylenically unsaturated carbonyl compound as well as preparation method and application of catalyst

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] Preparation of carbon-supported ruthenium precursor

[0060] a) Fully disperse 100g activated carbon in water and maintain a highly dispersed state;

[0061] b) Add 62.81g of 10%wt ruthenium chloride aqueous solution to the mixed solution obtained in step a);

[0062] c) Slowly add 10%wt NaOH aqueous solution, when the pH of the mixed solution stabilizes at 8, stop adding the lye;

[0063] d) After the active components are fully precipitated, the precipitate is separated from the water phase;

[0064] e) Subsequently, the obtained solid is dried under an inert gas, and then subjected to a calcination treatment at a calcination temperature of 500° C. for 6 hours to obtain a carbon-supported ruthenium precursor.

[0065] Preparation of Nitrogen Modified Carbon Supported Ruthenium Precursor

[0066] a) The carbon-supported ruthenium precursor is placed in an alumina reactor, and the air inside the reactor is purged with argon;

[0067] b) After the purge is completed, pass in trimethy...

Embodiment 2

[0078] Preparation of carbon-supported ruthenium precursor

[0079] a) Fully disperse 100g of activated carbon in water and maintain a highly dispersed state;

[0080] b) Add 104.68g of 10%wt ruthenium chloride aqueous solution to the mixed solution obtained in step a);

[0081] c) Slowly add 10%wt NaOH aqueous solution, when the pH of the mixed solution is stable at 8.5, stop adding lye;

[0082] d) After the active components are fully precipitated, the precipitate is separated from the water phase;

[0083] e) Subsequently, the obtained solid is dried under an inert gas, and then subjected to a calcination treatment at a calcination temperature of 520° C. for 8 hours to obtain a carbon-supported ruthenium precursor.

[0084] Preparation of Nitrogen Modified Carbon Supported Ruthenium Precursor

[0085] a) The carbon-supported ruthenium precursor is placed in an alumina reactor, and the air inside the reactor is purged with argon;

[0086] b) After the purge is completed, pass in trimeth...

Embodiment 3

[0098] Preparation of carbon supported ruthenium precursor

[0099] a) Fully disperse 100g of activated carbon in water and maintain a highly dispersed state;

[0100] b) Add 2.09g of 10%wt ruthenium chloride aqueous solution to the mixed solution obtained in step a);

[0101] c) Slowly add 10%wt NaOH aqueous solution, when the pH of the mixed solution is stable at 9, stop adding the lye;

[0102] d) After the active components are fully precipitated, the precipitate is separated from the water phase;

[0103] e) Subsequently, the obtained solid is dried under inert gas, and then subjected to calcination treatment at a calcination temperature of 538° C. for 10 hours to obtain a carbon-supported ruthenium precursor.

[0104] Preparation of Nitrogen Modified Carbon Supported Ruthenium Precursor

[0105] a) The carbon-supported ruthenium precursor is placed in an alumina reactor, and the air inside the reactor is purged with argon;

[0106] b) After the purge is completed, pass in trimethylam...

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Abstract

The invention discloses a catalyst for selectively hydrogenating an ethylenically unsaturated carbonyl compound as well as a preparation method and application of the catalyst. The catalyst comprises,on the basis of the weight of a carbon carrier, 0.05 to 10 wt% of ruthenium, 0.05 to 5 wt% of molybdenum and 0.05 to 5 wt% of iron, as a preferred embodiment, ruthenium is modified by nitrogen. The catalyst is especially suitable for preparing citronellal and / or dihydrocitronellal through high-selectivity hydrogenation of citral, and preparing dihydrocitronellal through high-selectivity hydrogenation of citronellal. The catalyst can inhibit the formation of aldehyde substance dimerization, significantly reduce the adsorption of CO, enhance the CO poisoning resistance, and significantly improve the stability in the reuse process.

Description

Technical field [0001] The invention relates to the field of catalysts, in particular to a catalyst for the hydrogenation of ethylenically unsaturated carbonyl compounds. More specifically, it relates to a catalyst for the selective hydrogenation of citral and / or citronellal. Background technique [0002] Ethylene unsaturated carbonyl compounds, such as acrolein, crotonaldehyde, cinnamaldehyde, citral, 2-methacrolein, farnesal, etc., play a pivotal role in the field of fine chemicals, and are not only important fine chemicals themselves At the same time, its derivatives are also widely used in flavors and fragrances, medicine, food and other fields. Among them, the selective hydrogenation of citral to obtain citronellal and / or dihydrocitronellal, and the selective hydrogenation of citronellal to obtain dihydrocitronellal related technologies have been widely reported. [0003] Citronellal is an important isolated spice with a strong, fresh, green citrus-like, slightly woody aroma...

Claims

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Application Information

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IPC IPC(8): B01J27/24B01J23/46C07C45/62C07C47/21C07C47/02
CPCB01J27/24B01J23/462C07C45/62C07C47/02C07C47/21Y02P20/584
Inventor 王联防董菁张永振黎源于斌成苏黎明
Owner WANHUA CHEM GRP CO LTD
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