CN107628931A - A kind of micro- reaction system and method for synthesizing methyl phenyl ethers anisole and its derivative - Google Patents
A kind of micro- reaction system and method for synthesizing methyl phenyl ethers anisole and its derivative Download PDFInfo
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Abstract
The invention discloses the micro- reaction system and method for a kind of the synthesis methyl phenyl ethers anisole and its derivative for belonging to chemical products synthesis technical field.The system is followed in series to form by microreactor, heat exchanger and phase separator, its synthetic method is that the sodium-salt aqueous solution of phenol or derivatives thereof and dimethyl suflfate are mixed into initiation reaction in microreactor, product temperatur is controlled by heat exchanger, is separated through phase separator and obtains methyl phenyl ethers anisole and its derivative.The system and method can realize the low energy consumption of methyl phenyl ethers anisole and its derivative, continuous production, improve the utilization rate of dimethyl suflfate, more than 98% phenol sodium conversion ratio can be realized under conditions of dimethyl suflfate and phenol sodium mol ratio are slightly larger than 1.0, product purity reaches more than 99%.
Description
Technical field
The invention belongs to chemical products synthesis technical field, and in particular to a kind of micro- reaction for synthesizing methyl phenyl ethers anisole and its derivative
System and method for.
Background technology
The materials such as methyl phenyl ethers anisole, methylanisole are important dyestuffs and medicine intermediate, are usually used in during organic synthesis,
This kind of material mainly passes through the acquisition that methylates of phenolic hydroxyl group.By taking methyl phenyl ethers anisole as an example, traditional synthetic method is anti-at 5 DEG C or so
Phenol and dimethyl suflfate are mixed at a temperature of answering, then the NaOH aqueous solution is gradually added dropwise into mixture at this low temperature, is being added dropwise
During phenol and NaOH first react to form phenol sodium, phenol sodium reacts to form methyl phenyl ethers anisole with dimethyl suflfate again.Reaction is basic
Principle is shown below：
Wherein R is H or CnHm (n=1,2,3 ...；M=2n-1) etc..
Because hydrolysis can also occur with the NaOH aqueous solution for dimethyl suflfate, therefore react and need to control close to 0
Carried out under conditions of DEG C.It is industrial at present mainly to be had a rest kettle production methyl phenyl ethers anisole and its derivative with tank reactor, because reaction is
Strongly exothermic process, for the mixing of controlling reaction temperature and reactant, the rate of addition of the NaOH aqueous solution is very slow.It is above-mentioned
Produced in conventional processes efficiency is low, while process of refrigerastion also results in substantial amounts of energy expenditure.
Therefore, the synthetic method for seeking a kind of low energy consumption, efficient methyl phenyl ethers anisole and its derivative is significant.
The content of the invention
The purpose of the present invention is to propose to a kind of micro- reaction system and method for synthesizing methyl phenyl ethers anisole and its derivative.Particular technique
Scheme is as follows：
A kind of micro- reaction system of synthesis methyl phenyl ethers anisole and its derivative is gone here and there successively by microreactor, heat exchanger and phase separator
Connection is formed.
The microreactor is Microtraps hole mixing reactor or microchannel mixing reactor.
The Microtraps bore dia of Microtraps hole mixing reactor is 0.2-1mm, and sieve aperture number is one or more；It is micro-
The microchannel hydraulic diameter of passage mixing reactor is 0.3-1mm, and microchannel number is one or more.
The heat exchanger is conventional pipe heat exchanger, and phase separator is defecator.
It is a kind of using the methyl phenyl ethers anisole of micro- reaction system and its synthetic method of derivative, specifically comprise the following steps：
(1) in microreactor by the sodium-salt aqueous solution of phenol or derivatives thereof and dimethyl suflfate mixing initiation reaction,
Form pyroreaction liquid C；
(2) pyroreaction liquid C controls product temperatur through heat exchanger, forms low-temp reaction liquid D after microreactor outflow；
(3) low-temp reaction liquid D from heat exchanger outflow after, be divided into water-oil phase through phase separator, obtain product methyl phenyl ethers anisole or
Its derivative.
The sodium salt of the phenol derivatives is the phenol sodium class material for having on phenyl ring substituent.
The sodium salt of the phenol derivatives is methylphenol sodium, xylenol sodium or ethyl -phenol sodium.
The mass concentration of the sodium salt of the phenol or derivatives thereof is 5-40%, dimethyl suflfate and phenol or derivatives thereof
The mol ratio of sodium salt be 1.0-1.4.
The sodium-salt aqueous solution of the phenol or derivatives thereof and the temperature of dimethyl suflfate are 20-32 DEG C, reaction solution D temperature
Spend for 50-80 DEG C.
Beneficial effects of the present invention are：The micro- reaction system of the present invention is gone here and there successively by microreactor, heat exchanger and phase separator
Connection is formed, and is substituted batch process using continuous production mode, is improved production efficiency；Reactant is using normal temperature charging without system
Cold, energy consumption is low, while reaction is terminated at high temperature by exothermic heat of reaction, further reduces the energy that subsequent fine evaporates separation process
Consumption；The reinforcing that microreactor is mixed and transmitted solves the quick problem of dimethyl sulfate ester hydrolysis under high temperature, improves sulfuric acid two
The utilization rate of methyl esters.It can realize that more than 98% phenol sodium turns under conditions of dimethyl suflfate and phenol sodium mol ratio are slightly larger than 1.0
Rate, product purity reach more than 99%.
Brief description of the drawings
Fig. 1 is micro- reaction system structural representation of synthesis methyl phenyl ethers anisole and its derivative.
Wherein, the sodium-salt aqueous solution of 1- microreactors, 2- heat exchangers, 3- phase separators, A- phenol or derivatives thereof, B- sulphur
Dimethyl phthalate, C- pyroreaction liquid C, D- low-temp reaction liquid D, E- methyl phenyl ethers anisoles or derivatives thereof, F- sodium methylsulfates.
Embodiment
Following examples facilitate a better understanding of the present invention.
The present invention methyl phenyl ethers anisole and its derivative synthesis, using in advance with the phenol of NaOH reactant aqueous solutions or its derivative
The phenol sodium water solution of thing is raw material, and the methylation reaction speed based on phenolic hydroxyl group under high temperature is synchronous with dimethyl suflfate hydrolysis rate
The characteristics of quickening, system is first converted into fast response process, i.e., by the quick mixed phenol sodium of microreactor and dimethyl suflfate,
Using mixing and the reinforcing transmitted, quickly reacted, while consume reaction raw materials, reduce dimethyl sulfate ester hydrolysis probability, it is real
Now preferable reaction effect.
The micro- reaction system for synthesizing methyl phenyl ethers anisole and its derivative is as shown in Figure 1.Micro- reaction system is by microreactor 1, heat exchange
Device 2 and phase separator 3 are followed in series to form.The microreactor is Microtraps hole mixing reactor or microchannel mixing reactor.
The heat exchanger is conventional pipe heat exchanger, and phase separator is defecator.
Embodiment 1：The synthesis of methyl phenyl ethers anisole
Micro- reaction system is sequentially connected in series structure by Microtraps hole mixing reactor, pipe heat exchanger and defecator in the present embodiment
Into.The synthesis step of methyl phenyl ethers anisole is as follows：
(1) reaction raw materials sodium phenate and dimethyl suflfate are conveyed into Microtraps hole mixing reactor using measuring pump, in real time
The temperature of monitoring reaction key position (reaction raw materials and heat exchanger exit), mixed material initiation reaction, form pyroreaction liquid
C；
(2) pyroreaction liquid C controls product temperatur through pipe heat exchanger, formed after the outflow of Microtraps hole mixing reactor
Low-temp reaction liquid D；
(3) low-temp reaction liquid D is separated after heat exchanger outflow through phase separator, and water-oil phase, production are collected in its exit
Thing methyl phenyl ethers anisole is oil phase, and accessory substance Methylsulfate sodium solution is aqueous phase.
Wherein, the characteristic size of Microtraps hole mixing reactor, sodium phenate mass fraction, dimethyl suflfate and sodium phenate rub
That ratio, the feeding temperature of microreactor, heat exchanger outlet temperature are with reference to table 1.
Aqueous pH values are adjusted with NaOH solution>10, using the content of gas chromatographic analysis oil phase methyl phenyl ethers anisole, by aqueous sample
Using the content of liquid-phase chromatographic analysis remnants phenol sodium, phenol sodium conversion ratio is calculated.Experimental result such as table 1.
The microreactor species of embodiment 2-5 micro- reaction system, microreactor characteristic size, phenol sodium mass fraction, sulphur
Dimethyl phthalate is with the mol ratio of phenol sodium, the feeding temperature of microreactor, heat exchanger outlet temperature with reference to table 1.Other conditions and step
Rapid reference embodiment 1.
As known from Table 1, more than 98% phenol can be realized under conditions of dimethyl suflfate and phenol sodium mol ratio are slightly larger than 1.0
Sodium conversion ratio, product purity reach more than 99%.
The embodiment 1-5 of table 1 experiment parameter and result
Claims (9)
1. a kind of micro- reaction system for synthesizing methyl phenyl ethers anisole and its derivative, it is characterised in that micro- reaction system is by micro- reaction
Device, heat exchanger and phase separator are followed in series to form.
2. micro- reaction system according to claim 1, it is characterised in that the microreactor is Microtraps hole mixing reactor
Or microchannel mixing reactor.
3. micro- reaction system according to claim 2, it is characterised in that the Microtraps hole of Microtraps hole mixing reactor is straight
Footpath is 0.2-1mm, and sieve aperture number is one or more；The microchannel hydraulic diameter of microchannel mixing reactor is 0.3-
1mm, microchannel number are one or more.
4. micro- reaction system according to claim 1, it is characterised in that the heat exchanger is conventional pipe heat exchanger,
Phase separator is defecator.
5. a kind of usage right requires the methyl phenyl ethers anisole of 1 micro- reaction system and its synthetic method of derivative, it is characterised in that
Specifically comprise the following steps：
(1) sodium-salt aqueous solution of phenol or derivatives thereof and dimethyl suflfate mixing initiation reaction are formed in microreactor
Pyroreaction liquid C；
(2) pyroreaction liquid C controls product temperatur through heat exchanger, forms low-temp reaction liquid D after microreactor outflow；
(3) low-temp reaction liquid D is divided into water-oil phase through phase separator, obtains product methyl phenyl ethers anisole or it spreads out after heat exchanger outflow
Biology.
6. synthetic method according to claim 5, it is characterised in that the sodium salt of the phenol derivatives is to have on phenyl ring
The phenol sodium class material of substituent.
7. synthetic method according to claim 6, it is characterised in that the sodium salt of the phenol derivatives is methylphenol
Sodium, xylenol sodium or ethyl -phenol sodium.
8. synthetic method according to claim 5, it is characterised in that the quality of the sodium salt of described phenol or derivatives thereof is dense
Spend for 5-40%, the mol ratio of the sodium salt of dimethyl suflfate and phenol or derivatives thereof is 1.0-1.4.
9. synthetic method according to claim 5, it is characterised in that the sodium-salt aqueous solution of described phenol or derivatives thereof with
The temperature of dimethyl suflfate is 20-32, and DEG C reaction solution D temperature is 50-80 DEG C.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109053391A (en) * | 2018-07-18 | 2018-12-21 | 山东道可化学有限公司 | A kind of micro- reaction system and method for the two phase process synthesis bromo- 3- methylanisole of 4- |
| CN111072459A (en) * | 2019-12-06 | 2020-04-28 | 山东道可化学有限公司 | Circulation micro-reaction method of m-methyl anisole and reaction device used by same |
| CN114369019A (en) * | 2022-01-25 | 2022-04-19 | 山东友道化学有限公司 | Preparation method of 2-methyl-3-methoxybenzoic acid |
| CN115557859A (en) * | 2022-08-16 | 2023-01-03 | 浙江中硝康鹏化学有限公司 | Method for synthesizing methyl fluorosulfonate by taking fluorosulfonic acid as raw material through micro-reaction |
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| CN1105974A (en) * | 1994-01-30 | 1995-08-02 | 山西大学 | Preparation method of anisole |
| CN103304442A (en) * | 2013-06-14 | 2013-09-18 | 浙江大学 | Process for synthesizing diacetylmonoxime ethyl ether by continuous reactions in microtube |
| CN104891462A (en) * | 2015-05-28 | 2015-09-09 | 云南省化工研究院 | Method for synthesising phosphorus oxychloride by virtue of micro-reaction |
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2017
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1105974A (en) * | 1994-01-30 | 1995-08-02 | 山西大学 | Preparation method of anisole |
| CN103304442A (en) * | 2013-06-14 | 2013-09-18 | 浙江大学 | Process for synthesizing diacetylmonoxime ethyl ether by continuous reactions in microtube |
| CN104891462A (en) * | 2015-05-28 | 2015-09-09 | 云南省化工研究院 | Method for synthesising phosphorus oxychloride by virtue of micro-reaction |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109053391A (en) * | 2018-07-18 | 2018-12-21 | 山东道可化学有限公司 | A kind of micro- reaction system and method for the two phase process synthesis bromo- 3- methylanisole of 4- |
| CN109053391B (en) * | 2018-07-18 | 2022-06-28 | 山东道可化学有限公司 | Micro-reaction system and method for synthesizing 4-bromo-3-methylanisole by two-phase method |
| CN111072459A (en) * | 2019-12-06 | 2020-04-28 | 山东道可化学有限公司 | Circulation micro-reaction method of m-methyl anisole and reaction device used by same |
| CN111072459B (en) * | 2019-12-06 | 2022-04-22 | 山东道可化学有限公司 | Circulation micro-reaction method of m-methyl anisole and reaction device used by same |
| CN114369019A (en) * | 2022-01-25 | 2022-04-19 | 山东友道化学有限公司 | Preparation method of 2-methyl-3-methoxybenzoic acid |
| CN114369019B (en) * | 2022-01-25 | 2024-07-26 | 山东友道化学有限公司 | Preparation method of 2-methyl-3-methoxybenzoic acid |
| CN115557859A (en) * | 2022-08-16 | 2023-01-03 | 浙江中硝康鹏化学有限公司 | Method for synthesizing methyl fluorosulfonate by taking fluorosulfonic acid as raw material through micro-reaction |
| CN115557859B (en) * | 2022-08-16 | 2024-02-20 | 浙江中硝康鹏化学有限公司 | Method for synthesizing methyl fluorosulfonate by taking fluorosulfonic acid as raw material through micro-reaction |
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