Method for synthesizing 1,9-decadiene in fixed bed reactor

A fixed-bed reactor and decadiene technology, applied in chemical instruments and methods, preparation of organic compounds, hydrocarbons, etc., can solve problems such as expensive catalysts, complex reaction conditions, and complex production conditions, so as to avoid expensive Catalyst, high reaction selectivity, and high raw material utilization

Inactive Publication Date: 2020-04-17
ZHEJIANG UNIV
View PDF7 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] 1. Patent US20140155666 report: using unsaturated fatty acid 10-undecylenic acid as raw material, PdCl 2 (PPh 3 ) 2 As a catalyst, a decarboxylation reaction occurs, and the yield of 1,9-decadiene is only 59%, and the catalyst is expensive and the production conditions are complicated
[0005] 2. Literature (Synthesis, 2012, 44(19): 3003-3005) reports: using dodecanedioic acid as raw material, PdCl 2 (PPh 3 ) 2 As a catalyst, decarboxylation reaction occurs above 190 ° C, and the yield of 1,9-decadiene is only 55%. Like the above method, the production cost is high and the reaction conditions are complicated
This method consumes a large amount of catalyst and causes solid waste

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 synthesizing 1,9-decadiene in fixed bed reactor
  • Method for synthesizing 1,9-decadiene in fixed bed reactor
  • Method for synthesizing 1,9-decadiene in fixed bed reactor

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0046] Example 1, a reaction device, such as figure 1 As shown, it consists of a dripping device 1, a tee pipe 2, a fixed bed reactor 3, a reaction vessel 4, a condenser 5, a horn tube 6, and a collection vessel 7;

[0047] The reaction vessel 4 is heated with an oil bath, and the reaction vessel 4 is provided with a thermometer 41, which is used to display the temperature in the reaction vessel 4 in real time; the purpose of controlling the temperature in the reaction vessel 4 is to maintain a certain temperature and prevent the product 1 from 9-decadiene is left, so that the product is collected as much as possible at the upper end of the fixed-bed reactor 3; the utilization rate of raw materials is improved.

[0048] The fixed bed reactor 3 is heated in parallel with electric coils, and the fixed bed reactor 3 is provided with a thermocouple 31, which is used to display the temperature in the fixed bed reactor 3 in real time; the purpose of controlling the temperature in th...

Embodiment 1

[0058] Embodiment 1, a method for synthesizing 1,9-decadiene in a fixed bed reactor, the following steps are carried out successively:

[0059] 1) Mix 34.8g (0.2mol) of 1,10-decanediol and 153.8g (0.6mol, 3eq) of palmitic acid in a 250mL reaction bottle as a reaction solution, and heat up to 150°C for esterification reaction. The water evaporated from the chemical reaction is discharged from the reaction bottle in real time;

[0060] After 3 hours of the esterification reaction, no more water was discharged; therefore, the esterification reaction was terminated to obtain an esterification intermediate product;

[0061] 2), the esterification intermediate product is put into the dripping device 1, the esterification intermediate product is kept at a dropping temperature of 70°C, and the dripping speed of 40ml / h flows through the three-way pipe 2 and then enters the fixed bed reactor 3 for esterification. Cracking reaction; fixed bed reactor 3 filler is γ-alumina (particle size...

Embodiment 2

[0071] Embodiment 2, a method for synthesizing 1,9-decadiene in a fixed-bed reactor, the following steps are carried out successively:

[0072] 1), with embodiment 1 step 1);

[0073] 2), the temperature in the fixed-bed reactor 3 is changed from 350°C to 330°C, and the temperature in the reaction vessel 4 is changed from 180°C to 200°C; the rest are equal to step 2) of Example 1;

[0074] 3), the same as step 3) of Example 1; 22.6 g of 1,9-decadiene product (purity 98.9%) was obtained, and the yield was 81.8%;

[0075] 4), the same as step 4) of Example 1; 22.4 g of 1,9-decadiene product (purity: 98.8%) was obtained, and the yield was 81.2%.

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

PropertyMeasurementUnit
particle diameteraaaaaaaaaa
particle diameteraaaaaaaaaa
voidageaaaaaaaaaa
Login to view more

Abstract

The invention discloses a method used for synthesizing 1, 9-decadiene using a fixed bed reactor. The method comprises following steps: 1, 10-decanediol and a higher fatty acid are mixed and are subjected to esterification reaction; an obtained esterification intermediate is introduced into the fixed bed reactor drop by drop for esterification cracking, wherein a filling material is introduced intothe fixed bed reactor, the temperature in the fixed bed reactor is controlled to be 330 to 370 DEG C, and the standing time of the esterification intermediate in the fixed bed reactor is controlled to be 2.5 to 4h; a 1, 9-decadiene crude product obtained through reaction is discharged through the top of the fixed bed reactor in gas form, is subjected to condensation, and is collected in liquid form; the collected liquid product is introduced into a reaction container through flowing for collection; the 1, 9-decadiene crude product is subjected to underpressure distillation so as to obtain 1,9-decadiene. The reaction selectivity is as high as 95%, and the yield is as high as 90%.

Description

technical field [0001] The invention relates to a preparation method of organic compound 1,9-decadiene. Background technique [0002] 1,9-Decadiene is an important fine chemical intermediate, its structural formula is as follows: It is widely used in organic synthesis. [0003] At present, the synthesis process of 1,9-decadiene mainly includes the following types: [0004] 1. Patent US20140155666 report: using unsaturated fatty acid 10-undecylenic acid as raw material, PdCl 2 (PPh 3 ) 2 As a catalyst, a decarboxylation reaction occurs, and the yield of 1,9-decadiene is only 59%, and the catalyst is expensive and the production conditions are complicated. [0005] 2. Literature (Synthesis, 2012, 44(19): 3003-3005) reports: using dodecanedioic acid as raw material, PdCl 2 (PPh 3 ) 2 As a catalyst, the decarboxylation reaction occurs above 190°C, and the yield of 1,9-decadiene is only 55%. Like the above method, the production cost is high and the reaction conditions a...

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 Patents(China)
IPC IPC(8): C07C1/213C07C11/12
CPCC07C1/213C07C67/08C07C69/003C07C11/12
Inventor 陈新志毛崇智钱超周少东阮建成
Owner ZHEJIANG UNIV
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