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A method for preparing cis-pinane by hydrogenation of α-pinene

A technology for hydrogen preparation and pinene, which is applied in the field of α-pinene hydrogenation to prepare cis-pinene, can solve the problems of high reaction temperature and reaction pressure, poor catalyst reusability, complex reaction condition system, etc., and achieves good repeatability. , environment-friendly, simple effect of catalyst separation

Active Publication Date: 2022-01-18
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the reaction conditions are complex, the reaction temperature and reaction pressure are relatively high.
Xie Lihua et al. introduced amphiphilic functional groups into molecular sieves to prepare amphiphilic catalysts with a "micelle-like" mechanism, and applied them to the hydrogenation reaction of α-pinene, realizing mild, efficient and highly selective catalysis of α -Pinene hydrogenation reaction, this process has problems such as poor reusability of the catalyst and difficult separation of the catalyst

Method used

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  • A method for preparing cis-pinane by hydrogenation of α-pinene
  • A method for preparing cis-pinane by hydrogenation of α-pinene
  • A method for preparing cis-pinane by hydrogenation of α-pinene

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Embodiment 1 Catalyst Fe 3 o 4 @SiO 2 @C 12 @NH 2 Preparation of / Ru

[0034] S 1 , Nanoparticle Fe 3 o 4 The preparation weighs 3.4g FeCl respectively 3 ·6H 2 O and 1.25 g FeCl 2 4H 2 O was added to a three-necked flask, followed by 100ml of water and 6ml of 25% ammonia water, stirred at 60°C for 40min, separated by an external magnetic field, washed with pure water several times, and vacuum-dried at 60°C for 4h to obtain Fe 3 o 4 Nanoparticles;

[0035] S 2 , Magnetic carrier Fe 3 o 4 @SiO 2 The preparation weighs 1.4g Fe 3 o 4 Add it to a three-necked flask, then add 5ml of 25% ammonia water, 70ml of water and 280ml of ethanol, dropwise add 1ml of TEOS (tetraethyl orthosilicate), stir mechanically at room temperature for 8h, apply a magnetic field to separate, wash with water and ethanol respectively Three times; vacuum drying at 50°C for 8 hours to obtain the magnetic carrier Fe 3 o 4 @SiO 2 ;

[0036] S 3 , Fe 3 o 4 @SiO 2 @C 12 @NH 2 P...

Embodiment 2

[0042] Example 2 Preparation of cis-pinane by hydrogenation of α-pinene

[0043] Weigh 1g of α-pinene and add it to a stainless steel mechanically stirred kettle, then add 20ml of water, weigh 20mg of magnetic amphiphilic catalyst and mix evenly, replace the gas in the kettle with 1MPa hydrogen for 4 times, then flush into 1MPa hydrogen, at 40°C Under mechanical stirring reaction 1h, after the reaction finishes, the catalyst is separated from the product under an external magnetic field, after extraction with n-heptane, the upper product phase is collected and quantitatively analyzed by chromatography. The conversion rate of α-pinene is 99.6%. The selectivity of pinane is 98.5%.

Embodiment 3

[0044] The reuse of embodiment 3 catalyst

[0045] Weigh 1g of α-pinene and add it to a stainless steel mechanically stirred kettle, then add 20ml of water, weigh 20mg of amphiphilic magnetic catalyst and mix evenly, replace the gas in the kettle with 1MPa hydrogen for 4 times, then flush into 1MPa hydrogen, at 40°C Under mechanical stirring reaction for 1h, after the reaction is over, the catalyst is separated from the product under an external magnetic field, the separated catalyst is reused, the above experimental steps are repeated, the catalyst is reused 7 times, and the conversion rate of α-pinene reaches 95.2%. The selectivity of alkane reaches 98.5%, Fe 3 o 4 @SiO 2 @C 12 @NH 2 The conversion and selectivity results after repeated use of / Ru are shown in Figure 5 ; The catalyst was reused 8 times, the conversion rate of α-pinene reached 85.2%, and the selectivity of cis-pinene reached 95.7%.

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Abstract

The invention belongs to the technical field of cis-pinane preparation, and discloses a method for preparing cis-pinane by hydrogenating α-pinene. The method is to load ruthenium active particles Fe with amphiphilic magnetic nanomaterials in aqueous solution. 3 o 4 @SiO 2 @C 12 @NH 2 / Ru is a catalyst to catalyze the hydrogenation of α-pinene to prepare cis-pinane. The catalyst prepared by the method can have higher catalytic efficiency for α-pinene under mild conditions, better selectivity, and the catalyst can be easily separated in an external magnetic field and can be reused after separation.

Description

technical field [0001] The invention relates to a method for preparing cis-pinane by hydrogenating alpha-pinene. Background technique [0002] As an important renewable rosin resource, α-pinene can produce cis-pinane and trans-pinane after hydrogenation reaction, and pinane is further reacted to synthesize linalool, geraniol and dihydromyrcenol, etc. Terpene fragrance and its series of downstream products. Among them, the reactivity of cis-pinane is higher than that of trans-pinane, so it is hoped that the cis-trans ratio of pinane used in the perfume industry is as high as possible, so as to avoid problems such as difficult separation and purification of downstream products, and if you want to obtain high-efficiency Selective cis-pinane, the key lies in the selection of α-pinene hydrogenation catalyst. [0003] The Pd / C and Raney-Ni catalysts commonly used in industry often have problems such as harsh reaction conditions, low product selectivity and easy coking of the cat...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C5/03B01J27/24C07C13/40
Inventor 于凤丽解从霞袁冰吴方柱于世涛
Owner QINGDAO UNIV OF SCI & TECH