Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Method for continuously synthesizing beta-ionone through micro-chemical engineering technology

A technology of ionone and pseudoionone, which is applied in the field of cyclization of pseudoionone to synthesize β-ionone, can solve the problems of low application potential, reduced reaction selectivity and yield, and complicated operation, and achieve energy saving at low temperature , the effect of reducing costs

Active Publication Date: 2017-01-04
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
View PDF6 Cites 15 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although this method can show better results in laboratory tests, it will have the following disadvantages in large-scale production: (1) the operation of adding dry ice is complicated, which increases the production cost and difficulty; (2) in the process of cyclization The heat of reaction should be removed quickly, otherwise the reaction selectivity and yield will be greatly reduced
Although this method can directly obtain the β-ionone product from α-ring citral, it does not need to overcome the strong exothermic cyclization reaction catalyzed by sulfuric acid, but the synthetic process of α-ring citral is complicated, and it is necessary to use citral with a primary or Secondary amines protect the aldehyde group, cyclization at low temperature in the presence of acid, hydrolytic deamination to obtain cyclic citral, or ozone oxidation of ionone to obtain cyclic citral, so the application potential is small

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 continuously synthesizing beta-ionone through micro-chemical engineering technology
  • Method for continuously synthesizing beta-ionone through micro-chemical engineering technology
  • Method for continuously synthesizing beta-ionone through micro-chemical engineering technology

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023]Put the mixture of dichloromethane / pseudo-ionone with a volume ratio of 1 / 1, and 95-98wt% concentrated sulfuric acid at the flow rates of 2.2mL / min and 1.7mL / min, respectively, and simultaneously use a plunger pump to input the integrated In the microreactor 1 of the temperature control device, the channel volume of the microreactor 1 is 0.283mL, the reaction temperature at the front end of the reactor 1 is controlled at 20°C, and the temperature at the rear end of the reactor 1 is controlled at 60°C. The channel structure of the channel of the microreactor is a fish raft structure. The rear end of microreactor 1 introduces microreactor 2 to introduce quenching water to quench the reaction, thereby obtaining the reaction mixture by controlling the reaction residence time. The volume flow of quenching water and the volume flow of sulfuric acid are controlled at a ratio greater than 3:1. within range. Connect the effluent for 3.5 minutes to obtain a milky purple-red liqui...

Embodiment 2

[0025] Put the mixture of dichloromethane / pseudo-ionone with a volume ratio of 1 / 1, and 95-98wt% concentrated sulfuric acid at the flow rate of 4.3mL / min and 2.7mL / min, respectively, and simultaneously use the plunger pump to input the integrated In the microreactor 1 of the temperature control device, the channel volume of the microreactor 1 is 0.283mL, the reaction temperature at the front end of the reactor 1 is controlled at 20°C, and the temperature at the rear end of the reactor 1 is controlled at 60°C. The channel structure of the channel of the microreactor is a fish raft structure. The back end of the microreactor 1 introduces a T-shaped micro-mixer with a diameter of 1.2 mm, which is used to introduce quenching water to quench the reaction, so that the reaction mixture is obtained by controlling the reaction residence time. The volume flow rate of the quenching water and the volume flow rate of sulfuric acid Control in the range greater than 3:1. The effluent was co...

Embodiment 3

[0027] Put the mixture of dichloromethane / pseudo-ionone with a volume ratio of 1:1, and 95-98wt% concentrated sulfuric acid at the flow rate of 10mL / min and 5.6mL / min, respectively, and simultaneously use the plunger pump to input the integrated temperature In the microreactor 1 of the control device, the channel volume of the microreactor 1 is 0.283mL, the reaction temperature at the front end of the reactor 1 is controlled at 20°C, and the temperature at the rear end of the reactor 1 is controlled at 50°C. The channel structure of the channel of the microreactor is a comb structure. The rear end of microreactor 1 introduces microreactor 2 to introduce quenching water to quench the reaction, thereby obtaining the reaction mixture by controlling the reaction residence time. The volume flow of quenching water and the volume flow of sulfuric acid are controlled at a ratio greater than 3:1. within range. Connect the effluent for 1.05 min to obtain a milky purple-red liquid, add ...

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 continuously synthesizing beta-ionone from pseudoionone through applying a micro-chemical engineering technology. The method comprises the following steps: solvent diluted pseudoionone and concentrated sulfuric aid continuously go through a micro-reaction and micro-heat exchange integrated micro-1reactor 1 and undergo reaction and heat exchange in the channel of the micro-reactor to generate the beta-ionone product; and a reaction mixture which is an acid-in-oil micro-emulsion system flows through a micro-reaction and micro-heat exchange integrated micro-1reactor 2, and is diluted by ice water according to a certain volume ratio in order to realize convenient subsequent workshop treatment. Reaction parameters are accurately controlled through a micro-channel technology in the invention, so the yield of the beta-ionone can reach 80-85%.

Description

technical field [0001] The invention relates to a method for synthesizing beta-ionone by cyclization of pseudoionone, in particular to a method for continuously producing beta-ionone by utilizing microchemical technology. Background technique [0002] Industrial synthesis of carotene, carotenoids, vitamin A and their derivatives generally needs to be synthesized from existing available chemicals. As an intermediate in the synthesis of vitamin A and its derivatives, ionone connects petrochemical products and daily chemical products. Starting from the petrochemical product isobutene, citral can be synthesized through a series of reactions including Prins reaction, hydroisomerization reaction, oxidative dehydrogenation reaction and acid-catalyzed condensation-cracking-remake, and then citral and acetone undergo Claisen- The intermediate pseudoionone is obtained by Schmidt condensation reaction, and the pseudoionone undergoes cyclization reaction in acidic medium to generate io...

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): C07C49/21C07C45/67
CPCC07C45/67C07C49/21
Inventor 陈光文张博宇周峰
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com