Method for catalyzing hydrogenation of alpha-pinene to prepare cis-pinane

A hydrogen preparation and cis technology, applied in the field of catalyst preparation and application, can solve the problems of harsh reaction conditions, low cis pinane selectivity, easy coking of the catalyst, etc., and achieves mild reaction conditions, stable catalytic performance, high cis The effect of formula pinane product selectivity

Active Publication Date: 2015-08-19
QINGDAO UNIV OF SCI & TECH
View PDF7 Cites 18 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to provide a polymer-stabilized metal ruthenium nanoparticle water solution in order to solve the problems of harsh reaction conditions, low selectivity of cis-pinane and easy coking of the catalyst in the existing α-pinene hydrogenation process. Sol-catalyzed α-pinene hydrogenation reaction, a method for efficiently preparing cis-pinane under mild conditions

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for catalyzing hydrogenation of alpha-pinene to prepare cis-pinane
  • Method for catalyzing hydrogenation of alpha-pinene to prepare cis-pinane
  • Method for catalyzing hydrogenation of alpha-pinene to prepare cis-pinane

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] [Example 1] Preparation of P123 polymer-stabilized ruthenium nanoparticles hydrosol catalyst

[0023] Add 30mg of P123 and 2mL of water into a stainless steel reaction kettle, and stir evenly at room temperature. Then add 0.01mmol of RuCl 3 ·3H 2 O, after fully stirring, first use 1MPa of H 2 The air in the kettle was replaced 4 times, and then filled with 0.5MPa H 2 , react at 60°C for 1 h, and obtain P123 stable ruthenium nanoparticle aqueous sol catalyst.

[0024] attached figure 1 It is shown that the prepared ruthenium nanoparticles have a particle size of about 2.8nm and good dispersion. attached figure 2 The data show that most of the prepared ruthenium nanoparticles (≈91.5%) are zero-valent metal ruthenium, which is due to exposure to air during the sample preparation process before detection, and a very small part (≈8.5%) is oxidized into ruthenium oxide.

Embodiment 2

[0025] [Example 2] 2mmol α-pinene is added in the stainless steel reaction kettle that the 0.010mmol ruthenium nanoparticle hydrosol catalyst that the P123 polymer that embodiment 1 makes is stable is housed (the mol ratio of α-pinene and ruthenium nanoparticle 200), mix evenly, replace the air in the kettle with 1MPa hydrogen for 4 times, and fill with 0.7MPa H 2 , The reaction was stirred at 40°C for 2h. After the reaction, the upper product phase was collected and quantitatively analyzed by gas chromatography. The conversion rate of α-pinene was 99.9%, and the selectivity was 98.9%.

[0026] attached image 3 The laser confocal microscopy (CLSM) irradiation characterization results show that in the reaction process of Example 2, the hydrogenation reaction of α-pinene is carried out in the micellar microreactor formed by P123 polymer hydrosol, and its micellar microreaction The device size is around 700nm.

Embodiment 3-26

[0027] [Example 3-26] Experimental conditions and reaction steps are the same as in Example 2. After the reaction is over, the product phase is removed, and 2 mmol α-pinene is added to the water sol catalyst phase at the bottom, and the experimental steps of Example 2 are repeated. The experiment was repeated 24 times. After the catalyst was recycled for 14 times, the conversion rate of α-pinene was still 98.1%; after 24 times of repeated use, the conversion rate of α-pinene was 95.6%, and the selectivity of cis-pinane was 98.8%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention relates to a method for catalyzing hydrogenation of alpha-pinene to prepare cis-pinane to efficiently prepare cis-pinane by virtue of a metal nanoparticle hydrosol with stable polymers and belongs to the field of preparation and application of catalysts. A catalyst adopted in the invention is a ruthenium nanoparticle hydrosol which is prepared by virtue of hydrogenation reduction in a water medium by taking P123 (a polyoxyethylene-polypropylene oxide-polyoxyethylene triblock copolymer) as a stabilizer. The ruthenium nanoparticle hydrosol with stable polymers can be used for catalyzing hydrogenation of alpha-pinene so as to prepare cis-pinane with high activity, high selectivity and high stability under a mild condition. According to the preparation method provided by the invention, the metal nanoparticle hydrosol with stable polymers is used for the catalytic hydrogenating process of alpha-pinene for the first time. Preparation of the catalyst and catalytic hydrogenation are mild in reaction condition, environmentally friendly and free of any organic solvents. The catalyst has a remarkable recycling performance, thereby providing an efficient method for high added value utilization of oil of turpentine.

Description

technical field [0001] The invention relates to a method for efficiently preparing cis-pinane by catalyzing α-pinene hydrogenation with a polymer-stabilized metal nanoparticle hydrosol, specifically a method for preparing cis-pinane with P123 (polyoxyethylene-polyoxypropylene-polyoxyethylene The invention discloses a method for preparing cis-pinane by catalyzing the hydrogenation of α-pinene by using a stable ruthenium nanoparticle aqueous sol as a catalyst, belonging to the field of catalyst preparation and application. Background technique [0002] As an important renewable rosin resource, α-pinene can produce cis-pinane and trans-pinane after hydrogenation reaction. Pinane is further reacted to synthesize terpenoid fragrances such as linalool, geraniol and dihydromyrcenol and a series of downstream products thereof. 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 ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
Patent Type & Authority Applications(China)
IPC IPC(8): C07C13/40C07C5/03B01J31/06
CPCY02P20/584
Inventor 解从霞王小燕袁冰于凤丽侯胜利于世涛
Owner QINGDAO UNIV OF SCI & TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap