CN108707126B - Method for synthesizing glycidyl methacrylate by adopting microchannel reaction device - Google Patents

Method for synthesizing glycidyl methacrylate by adopting microchannel reaction device Download PDF

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CN108707126B
CN108707126B CN201810720227.1A CN201810720227A CN108707126B CN 108707126 B CN108707126 B CN 108707126B CN 201810720227 A CN201810720227 A CN 201810720227A CN 108707126 B CN108707126 B CN 108707126B
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CN108707126A (en
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赵永涛
董伟
姚心宇
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Shandong Liuwan New Material Co ltd
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    • C07D303/00Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02Compounds containing oxirane rings
    • C07D303/12Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
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Abstract

The invention discloses a method for synthesizing glycidyl methacrylate by adopting a microchannel reaction device, which comprises the following steps: and (3) respectively feeding a first mixed solution prepared from methyl methacrylate and a first catalyst and a second mixed solution prepared from glycidol and a second catalyst into a microchannel reaction device through a feeding pump for reaction, and performing post-treatment after the reaction is finished to obtain the product. The invention adopts the microchannel reaction device as the reaction device, the reaction raw materials are fully and uniformly mixed in the device, the reaction is thorough, the agglomeration of the materials is effectively avoided by accurately controlling the mixture ratio of the materials, the reaction temperature, the reaction pressure, the reaction time and the type of the catalyst, the reaction byproducts are few, and the product conversion rate is high. The product with the purity higher than 99.5 percent can be obtained, the content of chloride ions is below 1ppm, and the requirements of medicines, foods and high-end aerospace materials are met.

Description

Method for synthesizing glycidyl methacrylate by adopting microchannel reaction device
Technical Field
The invention relates to the technical field of fine chemical engineering, in particular to a method for synthesizing glycidyl methacrylate by adopting a microchannel reaction device.
Background
Glycidyl methacrylate (abbreviated GMA), CAS number: 106-91-2. Glycidyl methacrylate is an important acrylate functional monomer, and the molecular structure of the glycidyl methacrylate functional monomer contains double bonds and two active functional groups of epoxy groups, so that the glycidyl methacrylate functional monomer has high reaction activity. The copolymer is mainly used for preparing acrylic powder coating, is used for copolymerization of soft monomer and hard monomers such as methyl methacrylate, styrene and the like, can adjust glass transition temperature and flexibility, and improves glossiness, adhesive force, weather resistance and the like of a coating film. Also used for producing acrylic emulsion and nonwoven fabric. The functional monomer can be used for producing photosensitive resin, ion exchange resin, chelate resin, medical selective filtration membrane, dental material, anticoagulant, solvent-free adsorbent, etc. And also for modifying polyolefin resins, rubbers and synthetic fibers.
The existing method for synthesizing glycidyl methacrylate comprises a sodium salt method, and comprises the following specific steps: firstly, methacrylic acid and sodium hydroxide are subjected to acid-base neutralization reaction in an organic solvent to prepare methacrylic acid sodium salt, and the dried methacrylic acid sodium salt, epichlorohydrin and a phase transfer catalyst are dehydrated, reacted at a high temperature and subjected to reduced pressure distillation according to a certain proportion to obtain the product.
Another method for synthesizing glycidyl methacrylate is a two-step method (esterification closed-loop method), which comprises the following specific steps: in the first step, methacrylic acid and epichlorohydrin are subjected to ring-opening esterification reaction under the action of a ring-opening catalyst to generate an intermediate product methacrylic acid-2-hydroxy-3-chloropropyl ester. The methacrylic acid-2-hydroxy-3-chloropropyl ester generated in the second step is subjected to dehydrochlorination ring-closing reaction in the presence of sodium hydroxide aqueous solution or solid sodium hydroxide, and can also be refluxed in acetone solution of potassium carbonate to obtain the product.
The two processes have the following defects:
1. the process uses a raw material (epichlorohydrin) containing chlorine element, and the product inevitably contains more than 50ppm of chloride ions and can not meet the requirements of medicines, foods and high-end aerospace materials.
2. The traditional reaction equipment is easily to generate polymerization phenomenon because the reaction process is influenced by mass transfer and heat transfer, thereby not only influencing the product quality, but also increasing the product cost.
3. The existing process routes all generate solid sodium chloride, and the solid is easily separated out from the system due to the extremely poor solubility of the sodium chloride in an organic solvent, so that the microchannel reaction device is not suitable for being used.
Disclosure of Invention
In order to solve the problems in the prior art, the invention aims to provide a method for synthesizing glycidyl methacrylate by using a microchannel reaction device.
In order to achieve the purpose, the technical scheme of the invention is as follows:
a method for synthesizing glycidyl methacrylate using a microchannel reaction apparatus, the method comprising:
under the condition of stirring, preparing a first mixed solution from methyl methacrylate and a first catalyst, and preparing a second mixed solution from glycidol and a second catalyst under the condition of stirring, wherein the molar ratio of methyl methacrylate to glycidol is 3: 1-1: 1, the molar ratio of methyl methacrylate to first catalyst is 100: 0.01 to 0.1, the molar ratio of glycidol to the second catalyst being 100: 0.01-0.05;
the first mixed solution and the second mixed solution respectively enter a microchannel reaction device synchronously through a feed pump for reaction, wherein the flow rate of the first mixed solution is 5-150ml/min, the flow rate of the second mixed solution is 5-150ml/min, the reaction temperature of the microchannel reaction device is 60-140 ℃, the reaction pressure is 1.5-10bars, and the residence time of the first mixed solution/the second mixed solution in the microchannel reaction device is 5-100 seconds;
and after the reaction is finished, the reaction product flows out from an outlet of the microchannel reaction device, and the glycidyl methacrylate is obtained after post-treatment.
Wherein, the flow rate of the first mixed solution is preferably 35-45ml/min, and the flow rate of the second mixed solution is preferably 10-20 ml/min.
The reaction temperature of the microchannel reaction device is preferably 90-95 ℃.
The reaction pressure of the microchannel reaction device is preferably 4 to 5 bars.
The residence time of the first mixed solution/second mixed solution in the microchannel reactor apparatus is preferably 25 to 40 seconds.
Further, the first catalyst and the second catalyst are the same and are selected from any one of sodium salts and potassium salts of organic carboxylic acids having 6 to 8 carbon atoms.
Further, the first catalyst and the second catalyst are the same and are selected from any one of sodium citrate, potassium benzoate, sodium adipate, sodium gluconate, sodium n-caprylate, sodium iso-caprylate, potassium n-caprylate and potassium iso-caprylate.
Furthermore, the microchannel reaction device comprises a first feeding pipe communicated with a first mixed solution and a second feeding pipe communicated with a second mixed solution, wherein a first flow divider is arranged in the first feeding pipe, a second flow divider is arranged in the second feeding pipe and is communicated with a plurality of first distribution pipes, the second flow divider is communicated with a plurality of second distribution pipes, the plurality of first distribution pipes and the plurality of second distribution pipes are divided into a first branch pipe and a second branch pipe through a first mixer, a third flow divider is arranged in the first branch pipe and is communicated with a plurality of first reactors, the plurality of first reactors are communicated with a plurality of third reactors through a second mixer and a fifth flow divider in sequence, a fourth flow divider is arranged in the second branch pipe and is communicated with a plurality of second reactors, the plurality of second reactors are communicated with a plurality of fourth reactors through the third mixer and a sixth flow divider in sequence, the plurality of third reactors and the plurality of fourth reactors are communicated with the plurality of fifth reactors through a fourth mixer and a seventh flow divider in sequence, and the other ends of the plurality of fifth microreactors are outlets of reaction products.
To ensure more uniform mixing of the solutions entering each mixer, in one embodiment, the first, second, third or fourth mixer is preferably a cross-flow static mixer.
Furthermore, the number of the first distributing pipes or the second distributing pipes is 2-8, and the inner diameter of the first distributing pipes or the second distributing pipes is 1-5 mm; the number of the first reactor, the second reactor, the third reactor, the fourth reactor or the fifth reactor is 4-20.
Further, the first reactor, the second reactor, the third reactor, the fourth reactor or the fifth reactor are stainless steel staggered U-shaped microchannel tubes.
In order to achieve homogeneous reaction and avoid agglomeration to the maximum extent, preferably, the stainless steel staggered U-shaped microchannel tube is formed by alternatively staggering a plurality of hollow cylinders, the inner diameter of each hollow cylinder is 80-200 micrometers, the staggered width of every two adjacent hollow cylinders is 10-30 micrometers, and the inner wall of the stainless steel staggered U-shaped microchannel tube is provided with a convex column.
Further, the post-treatment process comprises the following steps: and distilling the reaction product under reduced pressure to obtain the glycidyl methacrylate with the purity higher than 99.5 percent.
The invention has the following advantages:
1. the invention adopts a microchannel reaction device with a specific structure, wherein a first mixed solution containing methyl methacrylate and a catalyst and a second mixed solution containing glycidol and the catalyst are respectively and fully mixed in a first mixer through a plurality of material distributing pipes, then the mixed raw materials enter two branch pipes, the raw material mixed solution in each branch pipe respectively and sequentially reacts, mixes, distributes and reacts again through a plurality of parallel reactors, initial reaction products obtained by the two branch pipes are further and fully mixed in a fourth mixer and react in a plurality of parallel reactors after being distributed again to finally obtain reaction products. The reaction raw materials are fully and uniformly mixed in the device, the reaction is thorough, the materials are effectively prevented from agglomerating by accurately controlling the mixture ratio of the materials, the reaction temperature, the reaction pressure, the reaction time and the types of the catalysts, reaction byproducts are few, and the product conversion rate is high.
2. The reaction product prepared by the microchannel reaction device can be subjected to reduced pressure distillation to obtain a product with the purity higher than 99.5 percent, and the content of chloride ions is below 1ppm, so that the requirements of medicines, foods and high-end aerospace materials are met.
Drawings
FIG. 1 is a schematic structural diagram of a microchannel reaction device for synthesizing glycidyl methacrylate according to the present invention.
Fig. 2 is a schematic structural diagram of the first reactor, the second reactor, the third reactor, the fourth reactor or the fifth reactor in fig. 1.
Reference numerals:
1 a first flow divider, 2 a second flow divider, 3 a first material dividing pipe, 4 a second material dividing pipe and 5 a first mixer; 6. the reactor comprises a third flow divider, a 7 fourth flow divider, a 8 first reactor, a 9 second reactor, a 10 second mixer, a 11 third mixer, a 12 fifth flow divider, a 13 sixth flow divider, a 14 third reactor, a 15 fourth reactor, a 16 fourth mixer, a 17 seventh flow divider, a 18 fifth reactor, a 19 first feeding pipe, a 20 second feeding pipe, a 21 first branch pipe, a 22 second branch pipe, a 23 hollow cylinder and a 24 convex column.
Detailed Description
The following examples are intended to illustrate the invention but are not intended to limit the scope of the invention.
Example 1
This example is intended to illustrate the structure of a microchannel reactor apparatus for synthesizing glycidyl methacrylate according to the present invention.
Referring to fig. 1, the apparatus includes a first feeding pipe 19 communicated with a first mixed solution, a second feeding pipe 20 communicated with a second mixed solution, a first splitter 1 is disposed in the first feeding pipe 19, a second splitter 2 is disposed in the second feeding pipe 20, the first splitter 1 is communicated with a plurality of first splitting pipes 3, the second splitter 2 is communicated with a plurality of second splitting pipes 4, the plurality of first splitting pipes 3 and the plurality of second splitting pipes 4 are divided into a first branch pipe 21 and a second branch pipe 22 by a first mixer 5, a third splitter 6 is disposed in the first branch pipe 21, the third splitter 6 is communicated with a plurality of first reactors 8, the plurality of first reactors 8 are communicated with a plurality of third reactors 14 by a second mixer 10 and a fifth splitter 12 in sequence, a fourth splitter 7 is disposed in the second branch pipe 22, the fourth splitter 7 is communicated with a plurality of second reactors 9, the plurality of second reactors 9 are communicated with a third mixer 11 in sequence, The sixth flow divider 13 is communicated with a plurality of fourth reactors 15, the plurality of third reactors 14 and the plurality of fourth reactors 15 are communicated with a plurality of fifth reactors 18 through a fourth mixer 16 and a seventh flow divider 17 in sequence, and the other ends of the plurality of fifth microreactors 18 are outlets of reaction products.
The flow divider in the device is used for dividing the solution entering the pipeline/reactor into a plurality of parts, the number of the first distributing pipe or the second distributing pipe is 2-8, preferably 6-8, in the embodiment, the number of the distributing pipes is 6, the inner diameter of the first distributing pipe or the second distributing pipe is 1-5 mm, and in the embodiment, the inner diameter of the first distributing pipe or the second distributing pipe is 3 mm. The number of the first reactor, the second reactor, the third reactor, the fourth reactor or the fifth reactor is 4-20, preferably, the number of each reactor is 10-15, and in the embodiment, the number of each reactor is 12.
In order to ensure that the solution entering each mixer is mixed more uniformly, the first mixer, the second mixer, the third mixer or the fourth mixer is a cross flow guide type micro static mixer.
In order to achieve homogeneous reaction and avoid agglomeration to the maximum extent, each reactor adopts a stainless steel dislocation U-shaped microchannel tube, specifically, a plurality of hollow cylinders 21 are alternately dislocated to form the U-shaped microchannel tube, the inner wall of the stainless steel dislocation U-shaped microchannel tube is provided with a convex column 24, the arranged convex column can further enhance the mixing effect, agglomeration is reduced, few byproducts are produced, and the conversion rate of the product is high. The inner diameter of each hollow cylinder is 80-200 micrometers, the dislocation width of two adjacent hollow cylinders is 10-30 micrometers, in this embodiment, the inner diameter of each hollow cylinder is 100 micrometers, and the dislocation width of two adjacent hollow cylinders is 20 micrometers.
Example 2
In this example, the microchannel reaction apparatus of example 1 was used, and the method for synthesizing glycidyl methacrylate included:
under the condition of stirring, preparing a first mixed solution from methyl methacrylate and potassium n-octoate (the molar ratio of the methyl methacrylate to the potassium n-octoate is 100: 0.03), and under the condition of stirring, preparing a second mixed solution from glycidol and potassium n-octoate (the molar ratio of the glycidol to the potassium n-octoate is 100: 0.02), wherein the molar ratio of the methyl methacrylate to the glycidol is 2: 1;
the first mixed solution and the second mixed solution respectively enter a microchannel reaction device synchronously through a feed pump for reaction, wherein the flow rate of the first mixed solution is 40ml/min, the flow rate of the second mixed solution is 15ml/min, the reaction temperature of the microchannel reaction device is 90 ℃, the reaction pressure is 5bars, and the residence time of the first mixed solution/the second mixed solution in the microchannel reaction device is 30 seconds;
after the reaction is finished, the reaction product flows out from an outlet of the microchannel reaction device, the reaction product is subjected to reduced pressure distillation to obtain a final product, the purity of the glycidyl methacrylate is 99.7% by GC analysis, and the yield of the product is as follows: 94.6 percent.
Example 3
In this example, the microchannel reaction apparatus of example 1 was used, and the method for synthesizing glycidyl methacrylate included:
under the condition of stirring, preparing a first mixed solution from methyl methacrylate and sodium adipate (the molar ratio of the methyl methacrylate to the sodium adipate is 100: 0.1), and preparing a second mixed solution from glycidol and sodium adipate (the molar ratio of the glycidol to the sodium adipate is 100: 0.01) under the condition of stirring, wherein the molar ratio of the methyl methacrylate to the glycidol is 1.2: 1;
the first mixed solution and the second mixed solution respectively enter a microchannel reaction device synchronously through a feed pump for reaction, wherein the flow rate of the first mixed solution is 40ml/min, the flow rate of the second mixed solution is 15ml/min, the reaction temperature of the microchannel reaction device is 95 ℃, the reaction pressure is 4.5bars, and the residence time of the first mixed solution/the second mixed solution in the microchannel reaction device is 35 seconds;
after the reaction is finished, the reaction product flows out from an outlet of the microchannel reaction device, the reaction product is subjected to reduced pressure distillation to obtain a final product, the purity of the glycidyl methacrylate is 99.6% by GC analysis, and the yield of the product is as follows: 91.3 percent.
Example 4
In this example, the microchannel reaction apparatus of example 1 was used, and the method for synthesizing glycidyl methacrylate included:
under the condition of stirring, preparing a first mixed solution from methyl methacrylate and potassium isooctanoate (the molar ratio of the methyl methacrylate to the potassium isooctanoate is 100: 0.01), and under the condition of stirring, preparing a second mixed solution from glycidol and potassium isooctanoate (the molar ratio of the glycidyl methacrylate to the potassium isooctanoate is 100: 0.05), wherein the molar ratio of the methyl methacrylate to the glycidyl is 2: 1;
the first mixed solution and the second mixed solution respectively enter a microchannel reaction device synchronously through a feed pump for reaction, wherein the flow rate of the first mixed solution is 60ml/min, the flow rate of the second mixed solution is 35ml/min, the reaction temperature of the microchannel reaction device is 95 ℃, the reaction pressure is 8bars, and the residence time of the first mixed solution/the second mixed solution in the microchannel reaction device is 20 seconds;
after the reaction is finished, the reaction product flows out from an outlet of the microchannel reaction device, the reaction product is subjected to reduced pressure distillation to obtain a final product, the purity of the glycidyl methacrylate is 99.5% by GC analysis, and the yield of the product is as follows: 90.2 percent.
Example 5
In this example, the microchannel reaction apparatus of example 1 was used, and the method for synthesizing glycidyl methacrylate included:
under the condition of stirring, preparing a first mixed solution from methyl methacrylate and sodium citrate (the molar ratio of the methyl methacrylate to the sodium citrate is 100: 0.08), and under the condition of stirring, preparing a second mixed solution from glycidol and potassium n-octoate (the molar ratio of the glycidol to the potassium n-octoate is 100: 0.04), wherein the molar ratio of the methyl methacrylate to the glycidol is 3: 1;
the first mixed solution and the second mixed solution respectively enter a microchannel reaction device synchronously through a feed pump for reaction, wherein the flow rate of the first mixed solution is 150ml/min, the flow rate of the second mixed solution is 115ml/min, the reaction temperature of the microchannel reaction device is 65 ℃, the reaction pressure is 1.8bars, and the residence time of the first mixed solution/the second mixed solution in the microchannel reaction device is 100 seconds;
after the reaction is finished, the reaction product flows out from an outlet of the microchannel reaction device, the reaction product is subjected to reduced pressure distillation to obtain a final product, the purity of the glycidyl methacrylate is 99.5% by GC analysis, and the yield of the product is as follows: 92.1 percent.
Example 6
In this example, the microchannel reaction apparatus of example 1 was used, and the method for synthesizing glycidyl methacrylate included:
under the condition of stirring, preparing a first mixed solution from methyl methacrylate and potassium benzoate (the molar ratio of the methyl methacrylate to the potassium benzoate is 100: 0.05), and under the condition of stirring, preparing a second mixed solution from glycidol and potassium benzoate (the molar ratio of the glycidol to the potassium benzoate is 100: 0.03), wherein the molar ratio of the methyl methacrylate to the glycidol is 2.5: 1;
the first mixed solution and the second mixed solution respectively enter a microchannel reaction device synchronously through a feed pump for reaction, wherein the flow rate of the first mixed solution is 85ml/min, the flow rate of the second mixed solution is 65ml/min, the reaction temperature of the microchannel reaction device is 100 ℃, the reaction pressure is 4bars, and the residence time of the first mixed solution/the second mixed solution in the microchannel reaction device is 35 seconds;
after the reaction is finished, the reaction product flows out from an outlet of the microchannel reaction device, the reaction product is subjected to reduced pressure distillation to obtain a final product, the purity of the glycidyl methacrylate is 99.5% by GC analysis, and the yield of the product is as follows: 93.5 percent.
Comparative example 1
This comparative example, using the microchannel reactor apparatus of example 1, the steps and amounts of the materials in the process for synthesizing glycidyl methacrylate were the same as those disclosed in example 1, except that:
the catalysts used in this comparative example were: sodium hydroxide.
By GC analysis, the purity of the glycidyl methacrylate is 98.6%, and the yield of the product is as follows: 84.3 percent.
Comparative example 2
In a method for synthesizing glycidyl methacrylate by using the microchannel reaction device in example 1, the steps and the amounts of the substances in the method are the same as those disclosed in example 1, except that:
the catalysts used in this comparative example were: and (4) potassium acetate.
By GC analysis, the purity of glycidyl methacrylate is 95.3%, and the yield of the product is as follows: 80.5 percent.
Comparative example 3
The steps and amounts of the materials in a process for synthesizing glycidyl methacrylate using the microchannel reactor of example 1 of this comparative example were the same as those disclosed in example 1, except that:
the catalysts used in this comparative example were: anhydrous sodium acetate.
By GC analysis, the purity of glycidyl methacrylate is 95.8%, and the yield of the product is as follows: 82.4 percent.
Comparative example 4
The method for synthesizing glycidyl methacrylate using the atmospheric pressure reaction flask as the reaction apparatus of the present comparative example comprises:
under the conditions of nitrogen protection and stirring, sequentially adding methyl methacrylate, glycidol and potassium n-octoate into a reaction bottle, wherein the molar ratio of the methyl methacrylate to the glycidol to the catalyst is 2: 1: 0.08 percent, the reaction temperature is 120 ℃, the reaction time is 4 hours, after the reaction is finished, the reaction product is subjected to reduced pressure distillation to obtain a final product, the purity of the glycidyl methacrylate is 98.3 percent through GC analysis, and the yield of the product is as follows: 75.4 percent.
Although the invention has been described in detail above with reference to a general description and specific examples, it will be apparent to one skilled in the art that modifications or improvements may be made thereto based on the invention. Accordingly, such modifications and improvements are intended to be within the scope of the invention as claimed.

Claims (5)

1. A method for synthesizing glycidyl methacrylate by using a microchannel reaction device is characterized by comprising the following steps:
under the condition of stirring, preparing a first mixed solution from methyl methacrylate and a first catalyst, and preparing a second mixed solution from glycidol and a second catalyst under the condition of stirring, wherein the molar ratio of methyl methacrylate to glycidol is 3: 1-1: 1, the molar ratio of methyl methacrylate to first catalyst is 100: 0.01 to 0.1, the molar ratio of glycidol to the second catalyst being 100: 0.01-0.05;
the first mixed solution and the second mixed solution respectively enter a microchannel reaction device synchronously through a feed pump for reaction, wherein the flow rate of the first mixed solution is 5-150ml/min, the flow rate of the second mixed solution is 5-150ml/min, the reaction temperature of the microchannel reaction device is 60-140 ℃, the reaction pressure is 1.5-10bars, and the residence time of the first mixed solution/the second mixed solution in the microchannel reaction device is 5-100 seconds;
after the reaction is finished, the reaction product flows out from the outlet of the microchannel reaction device, and the glycidyl methacrylate is obtained after post-treatment;
the first catalyst and the second catalyst are the same and are selected from any one of sodium citrate, potassium benzoate, sodium adipate, sodium gluconate, sodium n-octoate, sodium iso-octoate, potassium n-octoate and potassium iso-octoate;
the microchannel reaction device comprises a first feeding pipe (19) communicated with a first mixed solution and a second feeding pipe (20) communicated with a second mixed solution, wherein a first splitter (1) is arranged in the first feeding pipe, a second splitter (2) is arranged in the second feeding pipe, the first splitter (1) is communicated with a plurality of first splitting pipes (3), the second splitter (2) is communicated with a plurality of second splitting pipes (4), the plurality of first splitting pipes (3) and the plurality of second splitting pipes (4) are divided into a first branch pipe (21) and a second branch pipe (22) through a first mixer (5), a third splitter (6) is arranged in the first branch pipe (21), the third splitter (6) is communicated with a plurality of first reactors (8), the plurality of first reactors (8) are communicated with a plurality of third reactors (14) through a second mixer (10) and a fifth splitter (12) in sequence, a fourth flow divider (7) is arranged in the second branch pipe (22), the fourth flow divider (7) is communicated with a plurality of second reactors (9), the second reactors (9) are communicated with a plurality of fourth reactors (15) sequentially through a third mixer (11) and a sixth flow divider (13), the third reactors (14) and the fourth reactors (15) are communicated with a plurality of fifth reactors (18) sequentially through a fourth mixer (16) and a seventh flow divider (17), and the other ends of the fifth reactors (18) are outlets of reaction products.
2. The method for synthesizing glycidyl methacrylate by using the microchannel reaction device according to claim 1, wherein the number of the first branch pipes (3) or the second branch pipes (4) is 2 to 8, and the inner diameter of the first branch pipe or the second branch pipe is 1 to 5 mm; the number of the first reactor (8), the second reactor (9), the third reactor (14), the fourth reactor (15) or the fifth reactor (18) is 4-20.
3. The method for synthesizing glycidyl methacrylate by using a microchannel reaction device according to claim 1, wherein the first reactor (8), the second reactor (9), the third reactor (14), the fourth reactor (15) or the fifth reactor (18) is a stainless steel U-shaped staggered microchannel tube.
4. The method for synthesizing glycidyl methacrylate by using a microchannel reaction device according to claim 3, wherein the stainless steel staggered U-shaped microchannel tube is formed by alternatively staggering a plurality of hollow cylinders (23), the inner diameter of each hollow cylinder is 80-200 micrometers, the staggered width of two adjacent hollow cylinders is 10-30 micrometers, and the inner wall of the stainless steel staggered U-shaped microchannel tube is provided with the convex columns (24).
5. The method for synthesizing glycidyl methacrylate by using the microchannel reaction device according to claim 1, wherein the post-treatment process comprises: and distilling the reaction product under reduced pressure to obtain the glycidyl methacrylate with the purity higher than 99.5 percent.
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CN112375500B (en) * 2020-11-23 2022-11-25 山东禹王和天下新材料有限公司 Method for producing alpha-cyanoacrylate adhesive by continuous feeding
CN115872952A (en) * 2021-09-28 2023-03-31 佳化化学(上海)有限公司 Preparation method and system of glycidyl methacrylate
CN113845495B (en) * 2021-10-20 2023-08-01 清华大学 Continuous synthesis method of two-stage glycidyl neodecanoate

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CN102580643A (en) * 2011-12-30 2012-07-18 微楷化学(大连)有限公司 Micro-reaction device and application thereof in synthesis of glycidyl methacrylate
CN103214435B (en) * 2013-03-20 2015-05-06 沈阳金久奇科技有限公司 Preparation method of glycidyl methacrylate
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