Method for preparing alcohols by selectively hydrogenating aldehydes

A technology for selective hydrogenation and hydrogenation catalysts, applied in chemical instruments and methods, preparation of hydroxyl compounds, preparation of organic compounds, etc.

Active Publication Date: 2012-04-11
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0009] The above-mentioned technical methods have improved the selectivity of the target product to a certain extent, and reduced side reactions such as condensation and etherification. However, wi

Method used

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  • Method for preparing alcohols by selectively hydrogenating aldehydes
  • Method for preparing alcohols by selectively hydrogenating aldehydes
  • Method for preparing alcohols by selectively hydrogenating aldehydes

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] Take a clover-shaped Ni-Cr-Mo-K / Al with a diameter of 3mm 2 o 3 Catalyst 50 grams (volume 72ml, the mass percentage content of Ni, Cr, Mo and K is respectively 22%, 8%, 4.5% and 2.2%, surplus is Al 2 o 3 , weight loss 1.9wt% when the temperature rose to 500° C. on the thermogravimetric analyzer), the catalyst was loaded into a fixed bed reactor (diameter 15 mm, length 400 mm, with two temperature display control points). After the reactor temperature is stabilized at 80°C, the hydrogen containing 2vol% trimethylmethoxyalkane is passed into the reactor, the flow rate is controlled at 300ml / min, and the temperature is raised to 120°C after maintaining 80°C for 2 hours. Keep for 1 hour to stop the hydrogen containing trimethylmethoxyalkane, add nitrogen to lower the temperature, and obtain catalyst Cat-1.

[0061] Comparison of Ni-Mo-K / Al by Fourier Transform Infrared Spectroscopy (FTIR) 2 o 3 and Cat-1, the characteristic peak of the methyl group on Cat-1 (~2970cm -...

Embodiment 2

[0066] Take a strip Cu-Cr / ZrO with a diameter of 3mm 2 -Al 2 o 3 Catalyst 15 grams (produced by Beijing Research Institute of Chemical Industry, volume 14ml, the mass percentage content of Cu and Mg is respectively 20.1% and 12.8%, the balance is ZrO 2 -Al 2 o 3 , weight loss 1.8wt% when the temperature rose to 500°C on the thermogravimetric analyzer), the catalyst was packed into a 500ml three-necked bottle, the three-necked bottle was placed in the oil bath, one of the three-necked bottles was connected to the cooling coil, one was connected to the thermometer, and Connect to the feed port. First, 80ml of p-xylene was poured into the three-neck flask, and after the temperature of the reactor was stabilized at 110°C, 8ml of hexamethylsilazane was passed into the reactor. After maintaining 110°C for 1 hour, the temperature was raised to 140°C. After the temperature was stabilized, the temperature was maintained for 1 hour and then lowered. The catalyst was taken out and d...

Embodiment 3

[0072]The catalysts of Example 1 and Comparative Example 1 were respectively applied to the hydrogenation of 3-hydroxypropionaldehyde. The hydrogenation reactor is a 100ml isothermal fixed bed, and the catalyst is 10.0g. The processing conditions of the hydrogenation reaction are shown in Table 1 (selectivity refers to 1,3-propanediol selectivity). After 1500 h of reaction, the amount of carbon deposition was compared by thermogravimetry-mass spectrometry.

[0073] The composition under the reaction conditions is shown in Table 1, wherein the liquid space velocity of 3-hydroxypropanal is 2.0h -1 , The molar ratio of hydrogen to 3-hydroxypropionaldehyde is 8.0, and the water content is 380ppm.

[0074] The results are shown in Table 1. The experiment shows that compared with the existing methods, the method of the present invention has high target selectivity, low carbon content on the surface area of ​​the catalyst, and low deactivation rate.

[0075] Table 1 Catalyst catal...

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Abstract

The invention relates to a method for preparing alcohols by selectively hydrogenating aldehydes, belonging to hydrogenation technologies. In order to meet the requirements of people on two aspects, i.e. the improving of the selectivity on preparing the alcohols by hydrogenating the aldehydes and the prolonging of the service life of a catalyst currently, the method proposes that: the aldehydes are taken as raw materials; the reaction temperature is 20-300 DEG C; the reaction pressure is 0.1-7.0 MPa; the weight space velocity of the aldehydes is 0.02-20 h<-1>; the aldehydes and hydrogen gas are in contact with a hydrogenation catalyst; and the aldehydes are produced into corresponding alcohols through selectively hydrogenating. In the method, the hydrogenation catalyst comprises a carrier, a metal active component and silane groups; the silane groups are grafted through a silylanizing treatment; and the content of the silane groups in the total weight of the catalyst is 0.05 wt% to 25 wt%. Compared with the existing method, with the adoption of the catalyst in the method provided by the invention, the selectivity is high, the amount of byproducts, such as ethers, esters and acetals is greatly lowered; and meanwhile, the generation amount of carbon deposit is little, so that the catalyst has longer service life.

Description

technical field [0001] This paper relates to a method for preparing alcohol by hydrogenation of aldehyde and its application. Background technique [0002] The hydrogenation of aldehydes is an important method for the preparation of monoalcohols and polyols in industry. As a long-developed industry, the source of hydrogen atoms is hydrogen or reducing substances containing hydrogen atoms (such as formic acid, alcohol, hydrazine hydrate, etc.). The former is the mainstream method for hydrogenation of aldehydes, which is mainly used for large-scale production of alcohols and requires the use of metal catalysts, while the latter is often used in small-scale synthesis of medicines and organic intermediates, using metal catalysts or basic catalysts . For the case of hydrogen as a hydrogen source, there are many types of metal catalysts used, and its active components include copper, nickel, cobalt and noble metals platinum, ruthenium, palladium, etc. Among them, copper-based ca...

Claims

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Application Information

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IPC IPC(8): C07C29/141C07C31/10C07C31/12C07C31/125C07C31/22C07C31/20C07C31/26C07D307/44B01J31/34B01J31/38
Inventor 黄龙戴伟田保亮唐国旗王秀玲彭晖
Owner CHINA PETROLEUM & CHEM CORP
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