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Method for preparing cis-pinane through selective hydrogenation of alpha-pinene

A technology for hydrogen preparation and selectivity, applied in the fields of hydrogenation to hydrocarbons, chemical instruments and methods, organic compounds/hydrides/coordination complex catalysts, etc. problems such as poor performance, to achieve the effects of high catalytic activity and selectivity, less by-products, and simple treatment

Inactive Publication Date: 2016-04-13
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These catalysts generally have the problem of low selectivity to cis-pinane
The study found that the use of Ru / Al 2 o 3 When being catalyzer, can overcome the deficiency of traditional catalyzer, reach 96% to cis-pinane selectivity, but this catalyzer stability is poor, deactivation (MarkSP, LawrencevilieNJ.Hydrogenationofpinenetosic-pinane [P].US:4310714,1982- 12-10)

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Embodiment 1: with 2.5g α-pinene and 0.1gFe 3 o 4 -NH 2 -Ru (the mass fraction of Ru is 8%, and the amine group is provided by 1,6-hexamethylenediamine) is added to the stainless steel autoclave, the air in the autoclave is replaced by hydrogen, and then filled with 5.0MPa hydrogen, heated and stirred at 160°C 5h, let stand to cool to room temperature. Under the action of an external magnetic field, the product phase and the catalyst phase are directly separated in the kettle, and the separated catalyst can be directly used for the next reaction. The conversion rate of α-pinene was 98.1%, and the selectivity of cis-pinane was 95.6%.

Embodiment 2

[0017] Embodiment 2: with 2.5g α-pinene and 0.08gFe 3 o 4 -NH 2 -Ru (the mass fraction of Ru is 8%, and the amine group is provided by 1,6-hexamethylenediamine) is added to the stainless steel autoclave, the air in the autoclave is replaced by hydrogen, and then filled with 5.0MPa hydrogen, heated and stirred at 160°C 5h, let stand to cool to room temperature. Under the action of an external magnetic field, the product phase and the catalyst phase are directly separated in the kettle, and the separated catalyst can be directly used for the next reaction. The conversion rate of α-pinene was 96.6%, and the selectivity of cis-pinane was 94.7%.

Embodiment 3

[0018] Embodiment 3: with 2.5g α-pinene and 0.1gFe 3 o 4 -NH 2 -Ru (the mass fraction of Ru is 8%, and the amine group is provided by 1,6-hexamethylenediamine) is added to the stainless steel autoclave, the air in the autoclave is replaced by hydrogen, and then filled with 5.0MPa hydrogen, heated and stirred at 170°C 5h, let stand to cool to room temperature. Under the action of an external magnetic field, the product and the catalyst are directly separated in the kettle, and the separated catalyst can be directly used for the next reaction. The conversion rate of α-pinene was 98.3%, and the selectivity of cis-pinane was 94.1%.

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PUM

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Abstract

A method for preparing cis-pinane through selective hydrogenation of alpha-pinene is disclosed. According to the method, the mass ratio of alpha-pinene to a magnetic catalyst is 50:1-3, the reaction temperature is 140-180 DEG C, the hydrogenation pressure is 3.0-7.0 MPa, and the reaction time is 3.0-7.0 h, and thus cis-pinane is prepared. After the reaction is finished, the catalyst phase and the product phase are respectively recovered by utilizing an applied magnetic field. The catalyst phase can be directly reused without being processed. Under the technological conditions, the conversion rate of cis-pinane is larger than 96%, and the selectivity of cis-pinane is larger than 94%.

Description

technical field [0001] The invention relates to a method for preparing cis-pinane by catalyzing the selective hydrogenation of α-pinene, in particular to a method for preparing cis-pinane by catalyzing the selective hydrogenation of α-pinene with a magnetic catalyst. technical background [0002] Pinane is a transparent oily liquid with a mild pine needle-like smell, from which twenty or thirty kinds of terpene fragrances can be derived, and it is an important intermediate for the synthesis of fragrances such as dihydromyrcenol and linalool. At present, the main way to produce pinane in industry is to make it by catalytic hydrogenation of α-pinene, the main component of turpentine oil. Among pinanes, cis-pinane has the highest reactivity, so in order to ensure the quality of downstream products, the purity and selectivity of cis-pinane in the process of preparing pinane by catalytic hydrogenation of α-pinene is very important. The performance requirements of the catalyst ar...

Claims

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Application Information

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IPC IPC(8): C07C13/40C07C5/03B01J31/28
CPCY02P20/584
Inventor 于世涛刘悦解从霞李露刘仕伟刘福胜
Owner QINGDAO UNIV OF SCI & TECH
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