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Hydrogenation catalyst, its application and the method for preparing cis-pinane by using it to catalyze the hydrogenation of α-pinene

A hydrogenation catalyst and hydrogen preparation technology, which is applied in the field of hydrogenation catalysts and catalyzed α-pinene hydrogenation to prepare cis-pinane, which can solve the problems of low stability and activity, harsh reaction conditions, α-pinene conversion rate, etc. , to achieve high catalytic activity and stability, high α-pinene conversion and cis-pinane selectivity

Active Publication Date: 2020-08-07
HUNAN CHANGLING PETROCHEM SCI & TECH DEV CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Based on this, it is necessary to provide a hydrogenation catalyst for the preparation of cis-pinane by traditional catalytic hydrogenation, which has low stability and activity, harsh reaction conditions, and the conversion rate of α-pinene needs to be further improved. A hydrogenation catalyst that exhibits high activity and stability at low temperature

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0108] (1) Mix hydrogen gas with a raw material liquid containing α-pinene to form a first gas-liquid mixture, and the molar ratio of hydrogen gas to α-pinene in the raw material liquid is 0.8:1.

[0109] (2) The first gas-liquid mixture is subjected to a catalytic hydrogenation reaction in the presence of a first hydrogenation catalyst to obtain a first reaction liquid, and the feeding method of the first gas-liquid mixture is bottom-up.

[0110] Wherein, the first hydrogenation catalyst is Ru-Co-K / C, the mass content of Ru in the first hydrogenation catalyst is 2%, the mass content of Co is 1%, and the mass content of K is 0.1%.

[0111] The reaction conditions of a catalytic hydrogenation reaction are: temperature 80°C, pressure 3MPa, based on the quality of α-pinene in the raw material liquid, the weight hourly space velocity of the first gas-liquid mixture is 2h -1 .

[0112] (3) Mix supplementary hydrogen with the first reaction liquid to form a second gas-liquid mixtur...

Embodiment 2

[0131] (1) Mix hydrogen gas with a raw material liquid containing α-pinene to form a first gas-liquid mixture, and the molar ratio of hydrogen gas to α-pinene in the raw material liquid is 1.0:1.

[0132] (2) The first gas-liquid mixture is subjected to a catalytic hydrogenation reaction in the presence of a first hydrogenation catalyst to obtain a first reaction liquid, and the feeding method of the first gas-liquid mixture is bottom-up.

[0133] Wherein, the first hydrogenation catalyst is Ru-Pd-Ni-Ca / C, the mass content of Ru in this first hydrogenation catalyst is 1.5%, the mass content of Pd is 0.3%, the mass content of Ni is 0.1%, Ca The mass content is 0.05%.

[0134] The reaction conditions of a catalytic hydrogenation reaction are: temperature 60°C, pressure 5MPa, based on the quality of α-pinene in the raw material liquid, the weight hourly space velocity of the first gas-liquid mixture is 3h -1 .

[0135] (3) Mix supplementary hydrogen with the first reaction liqu...

Embodiment 3

[0142] Adopt the same method as Example 2 to prepare cis-pinane, the difference is that the first hydrogenation catalyst is Pd-Co-Li / C, and the mass content of Pd in ​​this first hydrogenation catalyst is 0.5%, and the mass content of Co The content is 2.0%, the mass content of Li is 0.1%, and the second hydrogenation catalyst is Ru-Ni-Sr / Al 2o 3 , the mass content of Ru in the second hydrogenation catalyst is 0.3%, the mass content of Ni is 3.0%, and the mass content of Sr is 0.15%.

[0143] After testing, after one catalytic hydrogenation reaction, the conversion rate of α-pinene was 71.7%, the selectivity of pinane was 99.8%, and the selectivity of cis-pinane was 96.9%.

[0144] After the second catalytic hydrogenation reaction, the conversion rate of α-pinene was 100% (the residual amount of α-pinene in the mixture containing cis-pinane was 40ppm), the pinane selectivity was 99.6%, and the cis-pinane The selectivity was 95.0%.

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PUM

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Abstract

The invention provides a hydrogenation catalyst, application thereof and a method using the hydrogenation catalyst to catalyze alpha-pinene to prepare cis-pinane through hydrogenation. The hydrogenation catalyst comprises a supporter and an active element, an auxiliary element and an alkali metal element or alkaline earth metal element which are supported on the supporter, wherein the supporter isactivated carbon or aluminum oxide, the active element is selected from at least one of ruthenium and palladium, the auxiliary element is selected from at least one of iron, cobalt and nickel. The hydrogenation catalyst has the advantages that the hydrogenation catalyst is high in hydrogenation catalytic activity; when the hydrogenation catalyst is used as the catalyst in a method using alpha-pinene to prepare cis-pinane through hydrogenation, the catalyst is high in catalytic activity and stability even under low reaction temperature, and high alpha-pinene conversion rate and cis-pinane selectivity can be obtained.

Description

technical field [0001] The invention relates to the technical field of hydrogenation catalysis, in particular to a hydrogenation catalyst, its application and a method for preparing cis-pinane by catalyzing the hydrogenation of α-pinene. Background technique [0002] Turpentine is a very valuable renewable natural resource, and it has an extremely abundant output in my country, especially gum turpentine, which contains a large amount of α-pinene, and α-pinene can be produced by catalytic hydrogenation of pinane. Pinane is one of the bulk deep-processing products of α-pinene. Pinane can be further reacted to synthesize terpenoid fragrances such as linalool, geraniol and dihydromyrcenol and a series of downstream products. When pinane is used to synthesize downstream products, pinane with a cis structure is basically utilized, and the pinane product obtained by the existing technology of hydrogenating α-pinene to produce pinane has a pinane with a cis structure. The content g...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J23/89C07C5/03C07C13/40
CPCB01J23/8946C07C5/03C07C2523/89C07C13/40
Inventor 向明林汪永军周冬京杜鹏敖博佘喜春
Owner HUNAN CHANGLING PETROCHEM SCI & TECH DEV CO LTD