Method for performing aldol condensation reaction in micro-channel reactor

A technology of microchannel reactor and aldol condensation, applied in chemical instruments and methods, organic chemical methods, preparation of organic compounds, etc., can solve the problems of large amount of catalyst usage, difficult control, uneven stirring, etc., and achieve stereoselective Enhanced sex and regioselectivity, avoid exposure to toxic and hazardous substances, and avoid the effect of raw material recycling process

Inactive Publication Date: 2018-06-22
DALIAN WONDERSUN BIOCHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] There are some problems in the aldol condensation reaction of conventional laboratory equipment and reactors, such as: 1) During the operation, it will involve contact with toxic substances such as aldehydes and ketones, especially formaldehyde is used more and is more toxic; 2) During the reaction process The amount of catalyst used is large, causing waste and increasing the three wastes; 3) The selectivity of stereoselective and regioselective reactions is poor, especially the reaction of cross-aldol condensation of raw materials containing multiple α-H, the selectivity of products Worse; 4) usually all need to increase the equivalence ratio of a kind of raw material in conventional reaction, to guarantee another raw material reaction fully, excessive raw material just needs loaded down with trivial details recovery process; 5) does not contain α-H under alkaline condition Aldehydes are prone to Cannizzaro side reactions; 6) If there are multiple phases in the reaction, the conventional reaction is not stirred uniformly, and the mass transfer of the raw materials at the phase interface cannot be carried out well; 7) It is difficult to obtain the dehydrated product state after the reaction is completed control, and the dehydrated product obtained in the conventional reaction is easy to polymerize to form a polymer

Method used

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  • Method for performing aldol condensation reaction in micro-channel reactor

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Preparation of 2,2-dimethyl-3-hydroxypropionaldehyde: 37% formaldehyde (paraformaldehyde can also be used), 10% sodium hydroxide and isobutyraldehyde are used as raw materials without using other solvents.

[0044] 1) Connect the microreactor system;

[0045] 2) Raise the temperature of the micro-mixer U and the delay line of the tube reactor to 80°C by a constant temperature bath, and balance and calibrate the system;

[0046] 3) Store formaldehyde with a mass content of 37% in the storage tank V-01, and feed it from the pump P-01 at a volume flow rate of 8.89mL / min;

[0047] 4) Sodium hydroxide with a mass content of 10.0% is placed in the storage tank V-02 for storage, and is fed by the pump P-02 at a volume flow rate of 2.36mL / min;

[0048] 5) Store isobutyraldehyde with a mass content of 99.0% in storage tank V-03, and feed it from pump P-03 at a volume flow rate of 10.80 mL / min;

[0049] 6) Mix in the micro-mixer U, delay the pipeline through the tube reactor, a...

Embodiment 2

[0055] Preparation of 2-heptylene cyclopentanone: 99% cyclopentanone, 99% n-heptanal, and 1.5% sodium hydroxide are used as raw materials without using other solvents.

[0056] 1) operation is with embodiment 1;

[0057] 2) Mix in the micro-mixer U, pass through the tube reactor to delay the pipeline, and complete the aldol condensation reaction in 15 minutes;

[0058] 3) The material after the reaction is completed enters the receiving tank V-04, cooled and stirred, and sent to HPLC for detection, the conversion rate of n-heptanal is 94%, and the reaction selectivity is 92.5%;

[0059] 4) The pH of the reaction solution was adjusted to neutral, and toluene was used as a solvent for extraction, and the extract was carried with water at 110°C until no more water was formed, and then continued to be concentrated to dryness, with a yield of 86.95%;

[0060] 5) Stop the pump and clean the system.

[0061] Preparation of 2-heptylidene cyclopentanone

Embodiment 3

[0063] Preparation of 2-pentylidene cyclopentanone: 99% cyclopentanone, 99% n-valeraldehyde and 1.5% sodium hydroxide are used as raw materials without using solvent.

[0064] 1) operation is with embodiment 1;

[0065] 2) Mix in the micro-mixer U, pass through the tube reactor to delay the pipeline, and complete the aldol condensation reaction in 3 minutes;

[0066] 3) The material after the reaction is completed enters the receiving tank V-04, cooled and stirred, and sent to HPLC for detection. The conversion rate of n-heptanal is 96%, and the reaction selectivity is 96.3%;

[0067] 4) The pH of the reaction solution was adjusted to neutral, and then the reaction solution was concentrated to dryness, with a yield of 92.4%;

[0068] 5) Stop the pump and clean the system.

[0069] Preparation of 2-pentylidene cyclopentanone

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Abstract

The invention relates to a method for performing an aldol condensation reaction in a micro-channel reactor. The aldol condensation reaction is performed in the micro-channel reactor under the action of a catalyst at 60 to 170 DEG C and 0 to 5 MPa in the situation that alpha-H aldehyde ketone and other aldoketones in molecules are in the molar ratio of 0.8-1.2:1. According to the aldol condensationreaction involved in a process provided by the invention, the reaction time is shortened by thousands of times; the raw material conversion rate and the product selectivity are improved by 15 percentat least. The process provided by the invention can realize instantaneous uniform mixing; the equivalence ratio of materials in a reaction process is reduced; the using amount of a catalyst in a reaction process is reduced; Cannizzaro side reactions and polymerization reactions are reduced. The process provided by the invention also reduces the use of some additional solvents so as to reduce theproduction cost; the process provided by the invention also improves the safety of a reaction process, so that the types of reactions are safer and more environment-friendly; meanwhile, the micro-channel reactor used by the process provided by the invention is small in occupied area and high in capacity, so that the production efficiency and the production capacity are greatly improved.

Description

technical field [0001] The invention relates to a method for carrying out aldol condensation reaction in a microchannel reactor. Specifically, in a microchannel reactor, aldehydes and ketones containing α-H are used in the microchannel reactor to carry out aldol condensation reactions with other aldehydes and ketones to generate β- Hydroxyaldehydes or β-hydroxy ketones or further dehydration products α, β-unsaturated aldehydes and ketones belong to the field of aldol condensation reaction synthesis. Background technique [0002] The aldol condensation reaction is a condensation reaction between aldehydes and ketones with α-H and other aldehydes and ketones under catalyst conditions; through the aldol condensation reaction, new carbon-carbon bonds can be formed in the molecule to increase the carbon chain, and any α - β-hydroxyl aldehydes and ketones with hydrogen atoms on the carbon, because the α-hydrogen is relatively active, they are easy to lose a molecule of water, and ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07B37/00C07C45/74C07C45/75C07C47/19C07C49/647C07C49/796C07C47/21C07D307/46
CPCC07B37/00C07C45/74C07C45/75C07D307/46C07C47/19C07C49/647C07C49/796C07C47/21
Inventor 曾伟于淼滕坤杜大鹏李涛
Owner DALIAN WONDERSUN BIOCHEM TECH
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