CN102603481A - Micro reaction system and method for chlorohydrination of chloropropene - Google Patents
Micro reaction system and method for chlorohydrination of chloropropene Download PDFInfo
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- CN102603481A CN102603481A CN2012100253025A CN201210025302A CN102603481A CN 102603481 A CN102603481 A CN 102603481A CN 2012100253025 A CN2012100253025 A CN 2012100253025A CN 201210025302 A CN201210025302 A CN 201210025302A CN 102603481 A CN102603481 A CN 102603481A
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Abstract
The invention discloses a micro reaction system and a method for chlorohydrination of chloropropene, belonging to the technical field of synthesis of organic compounds. The micro reaction system comprises one or more microreactor units connected in series, wherein water is injected from the first microreactor unit in one time, and then flows through 0-3 subsequent microreactor units in sequence. Chlorine and chloropropene are injected into each microreactor unit according to a certain distribution ratio. Inside each microreactor unit, chlorine injected firstly is dissolved in a liquid phase, contacts with chloropropene injected later to carry out a chlorohydrination reaction, and the reaction solution outflows from the last microreactor unit, and is aged through a pipeline to obtain the product. The system provided by the invention adopts a multistage series system, can prepare high-concentration dichloropropanol solution, and avoids a cyclic process and reduces the process energy consumption at the same time. Meanwhile, due to the enhanced mixing effect of the microreactor, the method disclosed by the invention can improve the selectivity and the yield of the chlorohydrination process of chloropropene.
Description
Technical field
The invention belongs to the organic cpds synthesis technical field, particularly a kind of little reactive system and method for propenyl chloride chlorohydrination.
Background technology
Epoxy chloropropane is a kind of important organic chemical industry's product, and its purposes very extensively is mainly used in and produces epoxy resin, chlorohydrin rubber etc.The main method of producing epoxy chloropropane at present both at home and abroad is propylene high-temperature chlorination and allyl acetate method.Along with the development of biofuel industry, the glycerine method has also obtained more and more people's concern.The propylene high-temperature chlorination adopts propylene as raw material, remains present most important production process, and the epoxy chloropropane more than 90% is to produce with the propylene high-temperature chlorination.
That the propylene high-temperature chlorination comprises is acrylonitrile-chlorinated, chlorohydrination and cyclization process, and wherein chlorohydrination is exactly that propenyl chloride and chlorine react the process that generates dichlorohydrine in water.The solubleness of propenyl chloride in water is very low, in order to improve dichlorohydrine concentration, adopts circulation dichlorohydrine solution to dissolve chlorine and propenyl chloride in the industry, and the process energy consumption is bigger.Simultaneously, because propenyl chloride is compared very greatly with dichlorohydrine solution, mixed effect is not good, adds undesirable easy formation gas phase chlorine of process control and organic phase, and the side reaction that causes generating trichloropropane increases greatly, reaction yield decline.
Along with science and technology development, microminiaturization becomes chemical process and important trend of equipment development.With respect to the popular response device, microreactor has good mixing property, the advantage of residence time weak point and controllable process.These advantages are combined with the characteristics of chlorohydrin action; Design a plural serial stage microreactor system, repeatedly add chlorine and propenyl chloride, be expected more strictly to control reaction process; Shorten the reaction times; Strengthen the material mixed effect, improve the yield of process, improve the dichlorohydrine strength of solution of preparation.
Summary of the invention
The object of the present invention is to provide a kind of little reactive system of propenyl chloride chlorohydrination, this system adds flow container (2), propenyl chloride by gas bomb (1), water and adds flow container (3), the first microreactor unit (4), a 0-3 follow-up microreactor unit (5) and connecting tube and form; Gas bomb (1) adds flow container (3) with propenyl chloride and is connected with the first microreactor unit and follow-up microreactor unit respectively through pipeline; Water adds flow container (2) and is connected with the first microreactor unit (4) through pipeline, and the first microreactor unit (4) is connected with follow-up microreactor units in series successively.
Each microreactor unit comprises two placed in-line micro mixer spares, and wherein, the previous micro mixer spare of the first microreactor unit (4) is used for the mixing of the chlorine and the aqueous solution, and a back micro mixer spare is used for mixing of propenyl chloride and above-mentioned mixing solutions; In the follow-up microreactor unit (5), previous micro mixer spare is used for the effusive solution of chlorine and previous microreactor unit and mixes, and a back micro mixer spare is used for propenyl chloride and mixes with above-mentioned mixing solutions.
Described micro mixer spare is that Microtraps hole device or microporous membrane disperse device.
The present invention also provides a kind of method of propenyl chloride chlorohydrination, and this method comprises the steps:
A) in the first microreactor unit (4); Add flow container (2) through gas bomb (1) and water and in first micro mixer spare, inject the chlorine G&W respectively; Preparation chlorine water, chlorine water add the propenyl chloride short mix of flow container (3) injection and chlorohydrin action take place with propenyl chloride in second micro mixer spare.
B) solution that obtains feeds 0-3 follow-up microreactor unit successively, with chlorine of adding and propenyl chloride reaction, in follow-up microreactor unit, replaces water to dissolve chlorine with the effusive solution in previous microreactor unit;
C) reaction solution flows out from last microreactor unit after obtain production fluid behind pipeline slaking 10～100s, can be used for follow-up dichlorohydrine cyclization.
The intrasystem pressure of entire reaction is 0.1MPa～1MPa.
The temperature that water gets into little reaction member is 0 ℃～30 ℃, and it is 0 ℃～50 ℃ that chlorine and propenyl chloride get into the unitary temperature of microreactor.
In the first microreactor unit, the mol ratio of propenyl chloride inlet amount and chlorine feed amount is 1.01: 1～1.1: 1, and the propenyl chloride inlet amount is the 25-100% of whole microreactors unit propenyl chloride total feed.
When the unitary quantity of follow-up microreactor is 1-3; The mol ratio of propenyl chloride inlet amount and chlorine feed amount is 1: 1～1.1: 1 in first follow-up microreactor unit, the ratio of propenyl chloride inlet amount and whole microreactor unit propenyl chloride total feed greater than 0 smaller or equal to 50%.
When the unitary quantity of follow-up microreactor is 2-3; The mol ratio of propenyl chloride inlet amount and chlorine feed amount is 1: 1～1.1: 1 in second follow-up microreactor unit, the ratio of propenyl chloride inlet amount and whole microreactor unit propenyl chloride total feed greater than 0 smaller or equal to 33%.
When the unitary quantity of follow-up microreactor is 3; The mol ratio of propenyl chloride inlet amount and chlorine feed amount is 1: 1～1.1: 1 in the 3rd follow-up microreactor unit, the ratio of propenyl chloride inlet amount and whole microreactor unit propenyl chloride total feed greater than 0 smaller or equal to 25%.
System of the present invention comprises one or more placed in-line microreactors unit, and water flows through 0 to 3 follow-up microreactor unit then successively from first disposable injection in microreactor unit.Chlorine and propenyl chloride inject in each microreactor unit by certain partition ratio.In each microreactor unit, the chlorine that injects earlier dissolves in liquid phase, contact with propenyl chloride that the back is injected again and chlorohydrin action takes place, reaction solution in last unit outflow after piping slaking 10～100s can obtain product.
Beneficial effect of the present invention: system provided by the invention adopts the plural serial stage system, can prepare high density dichlorohydrine solution, avoids working cycle simultaneously, reduces the process energy consumption.Simultaneously, because the enhancing mixed effect of microreactor can shorten the reaction times, improve the selectivity and the yield of propenyl chloride chlorohydrination process.
Description of drawings
Fig. 1 is the little reactive system synoptic diagram of propenyl chloride chlorohydrination;
Label among the figure: 1-gas bomb; 2-water adds flow container; Chlorallylene adds flow container; The 4-first microreactor unit; The follow-up microreactor of 5-unit.
Embodiment
Below in conjunction with accompanying drawing and specific embodiment the present invention is further specified, but therefore do not limit the present invention.
Following case study on implementation all adopts little reactive system of propenyl chloride chlorohydrination as shown in Figure 1.This system is added by gas bomb 1, water that flow container 2, propenyl chloride add flow container 3, the first microreactor unit 4 and 0-3 follow-up microreactor unit 5 and connecting tube is formed.Gas bomb adds flow container with propenyl chloride and is connected with the first microreactor unit and follow-up microreactor unit respectively through pipeline; Water adds flow container and is connected with the first microreactor unit through pipeline, and the first microreactor unit is connected with follow-up microreactor units in series successively.Each microreactor unit comprises two placed in-line micro mixer spares, and wherein, the previous micro mixer spare of the first microreactor unit 4 is used for the mixing of the chlorine and the aqueous solution, and a back micro mixer spare is used for mixing of propenyl chloride and above-mentioned mixing solutions; In the follow-up microreactor unit 5, previous micro mixer spare is used for the effusive solution of chlorine and previous microreactor unit and mixes, and a back micro mixer spare is used for propenyl chloride and mixes with above-mentioned mixing solutions.
Embodiment 1:
A kind of method of propenyl chloride chlorohydrination, this method is carried out according to following steps:
A) in the first microreactor unit; Add flow container through gas bomb and water and in first micro mixer spare (chlorine mixing tank), inject the chlorine G&W respectively, both flows are respectively 20ml/min and 5ml/min, the preparation chlorine water; The chlorine leach temperature is 20 ℃; Pressure is 4 normal atmosphere, and the propenyl chloride that chlorine water and propenyl chloride add the flow container injection reacts second micro mixer spare short mix, and the flow velocity of propenyl chloride is 76 μ l/min; And in follow-up pipeline, accomplish reaction, pipe temperature is 20 ℃.
B) reaction mass flows out after obtain reaction product dichlorohydrine solution behind pipeline slaking 10～100s from the first microreactor unit.
Described micro mixer spare is a Microtraps hole device.
In the microreactor unit, the mol ratio of propenyl chloride and chlorine is 1.05: 1, the analytical reaction product, and the dichlorohydrine strength of solution of acquisition is 2.2%, reaction yield is 98.5% (calculating with chlorine).
Embodiment 2:
A kind of method of propenyl chloride chlorohydrination, this method is carried out according to following steps:
A) in the first microreactor unit; Add flow container through gas bomb and water and in first micro mixer spare (chlorine mixing tank), inject the chlorine G&W respectively, both flows are respectively 10ml/min and 5ml/min, the preparation chlorine water; The chlorine leach temperature is 10 ℃; Pressure is 1 normal atmosphere, and the propenyl chloride that chlorine water and propenyl chloride add the flow container injection reacts second micro mixer spare short mix, and the flow velocity of propenyl chloride is 36 μ l/min; And in follow-up pipeline, accomplish reaction, pipe temperature is 40 ℃.
B) solution that obtains feeds the second microreactor unit; With chlorine of adding and propenyl chloride reaction; Both flows, solvent temperature and system pressure are the same with first unit, in the second microreactor unit, replace water to dissolve chlorine with the effusive solution in previous microreactor unit;
C) reaction mass flows out after obtain reaction product dichlorohydrine solution behind pipeline slaking 10～100s from the second microreactor unit.
Described micro mixer spare is that microporous membrane disperses device.
In two microreactor unit, the mol ratio of propenyl chloride and chlorine all is 1.01: 1, the analytical reaction product, and the dichlorohydrine strength of solution of acquisition is 2.1%, reaction yield is 98.6% (calculating with chlorine).
Embodiment 3:
A kind of method of propenyl chloride chlorohydrination, this method is carried out according to following steps:
A) in the first microreactor unit; Add flow container through gas bomb and water and in first micro mixer spare (chlorine mixing tank), inject the chlorine G&W respectively, both flows are respectively 15ml/min and 5ml/min, the preparation chlorine water; The chlorine leach temperature is 10 ℃; Pressure is 3 normal atmosphere, and the propenyl chloride that chlorine water and propenyl chloride add the flow container injection reacts second micro mixer spare short mix, and the flow velocity of propenyl chloride is 54 μ l/min; And in follow-up pipeline, accomplish reaction, pipe temperature is 50 ℃.
B) solution that obtains feeds second, third microreactor unit; With chlorine of adding and propenyl chloride reaction; The flow of propenyl chloride is 53.5 μ l/min; The flow of other chlorine, solvent temperature and system pressure are the same with first unit, in follow-up microreactor unit, replace water to dissolve chlorine with the effusive solution in previous microreactor unit;
C) reaction mass flows out after obtain reaction product dichlorohydrine solution behind pipeline slaking 10～100s from last microreactor unit.
Described micro mixer spare is that microporous membrane disperses device.
In the first microreactor unit, the mol ratio of propenyl chloride and chlorine is 1.01: 1, in the second and the 3rd microreactor unit; The mol ratio of propenyl chloride and chlorine is 1: 1; The analytical reaction product, the dichlorohydrine strength of solution of acquisition is 5.1%, reaction yield is 98.2% (calculating with chlorine).
Embodiment 4:
A kind of method of propenyl chloride chlorohydrination, this method is carried out according to following steps:
A) in the first microreactor unit; Add flow container through gas bomb and water and in first micro mixer spare (chlorine mixing tank), inject the chlorine G&W respectively, both flows are respectively 15ml/min and 5ml/min, the preparation chlorine water; The chlorine leach temperature is 10 ℃; Pressure is 5 normal atmosphere, and the propenyl chloride that chlorine water and propenyl chloride add the flow container injection reacts second micro mixer spare short mix, and the flow velocity of propenyl chloride is 59 μ l/min; And in follow-up pipeline, accomplish reaction, pipe temperature is 80 ℃.
B) solution that obtains feed second, third, the 4th microreactor unit; With chlorine of adding and propenyl chloride reaction; Both flows; Solvent temperature and system pressure are the same with first unit, in follow-up microreactor unit, replace water to dissolve chlorine with the effusive solution in previous microreactor unit;
C) reaction mass flows out after obtain reaction product dichlorohydrine solution behind pipeline slaking 10～100s from last microreactor unit.
Described micro mixer spare is a Microtraps hole device.
In three microreactor unit, the mol ratio of propenyl chloride and chlorine all is 1.1: 1, the analytical reaction product, and the dichlorohydrine strength of solution of acquisition is 6.8%, reaction yield is 98.0% (calculating with chlorine).
Embodiment 5:
A kind of method of propenyl chloride chlorohydrination, this method is carried out according to following steps:
A) in the first microreactor unit; Add flow container through gas bomb and water and in first micro mixer spare (chlorine mixing tank), inject the chlorine G&W respectively, both flows are respectively 40ml/min and 5ml/min, the preparation chlorine water; The chlorine leach temperature is 0 ℃; Pressure is 10 normal atmosphere, and the propenyl chloride that chlorine water and propenyl chloride add the flow container injection reacts second micro mixer spare short mix, and the flow velocity of propenyl chloride is 147 μ l/min; And in follow-up pipeline, accomplish reaction, pipe temperature is 50 ℃.
B) solution that obtains feeds the second microreactor unit; With chlorine of adding and propenyl chloride reaction; Both flows, solvent temperature and system pressure are the same with first unit, in follow-up microreactor unit, replace water to dissolve chlorine with the effusive solution in previous microreactor unit;
C) reaction mass flows out after obtain reaction product dichlorohydrine solution behind pipeline slaking 10～100s from last microreactor unit.
Described micro mixer spare is a Microtraps hole device.
In three microreactor unit, the mol ratio of propenyl chloride and chlorine all is 1.02: 1, the analytical reaction product, and the dichlorohydrine strength of solution of acquisition is 9.0%, reaction yield is 97.6% (calculating with chlorine).
Embodiment 6:
A kind of method of propenyl chloride chlorohydrination, this method is carried out according to following steps:
A) in the first microreactor unit, add flow container through gas bomb and water and in first micro mixer spare (chlorine mixing tank), inject the chlorine G&W respectively, both flows are respectively 25ml/min and 5ml/min; The preparation chlorine water, the chlorine leach temperature is 0 ℃, pressure is 6 normal atmosphere; The propenyl chloride that chlorine water and propenyl chloride add the flow container injection reacts second micro mixer spare short mix; The flow velocity of propenyl chloride is 92 μ l/min, and in follow-up pipeline, accomplishes reaction, and pipe temperature is 30 ℃.
B) solution that obtains feeds second, third microreactor unit; With chlorine of adding and propenyl chloride reaction; Both flows; Solvent temperature and system pressure are the same with first unit, in follow-up microreactor unit, replace water to dissolve chlorine with the effusive solution in previous microreactor unit;
C) reaction mass flows out after obtain reaction product dichlorohydrine solution behind pipeline slaking 10～100s from last microreactor unit.
Described micro mixer spare is a Microtraps hole device.
In three microreactor unit, the mol ratio of propenyl chloride and chlorine all is 1.02: 1, the analytical reaction product, and the dichlorohydrine strength of solution of acquisition is 8.4%, reaction yield is 97.8% (calculating with chlorine).
The above; Be merely the preferable embodiment of the present invention, but protection scope of the present invention is not limited thereto, any technician who is familiar with the present technique field is in the technical scope that the present invention discloses; The variation that can expect easily or replacement all should be encompassed within protection scope of the present invention.Therefore, protection scope of the present invention should be as the criterion with the protection domain of claim.
Claims (10)
1. little reactive system of a propenyl chloride chlorohydrination is characterized in that: this system by gas bomb (1), water add flow container (2), propenyl chloride adds flow container (3), the first microreactor unit (4), a 0-3 follow-up microreactor unit (5) and connecting tube and forms; Gas bomb (1) adds flow container (3) with propenyl chloride and is connected with the first microreactor unit and follow-up microreactor unit respectively through pipeline; Water adds flow container (2) and is connected with the first microreactor unit (4) through pipeline, and the first microreactor unit (4) is connected with follow-up microreactor units in series successively.
2. little reactive system according to claim 1; It is characterized in that: each microreactor unit comprises two placed in-line micro mixer spares; Wherein, The previous micro mixer spare of the first microreactor unit (4) is used for the mixing of the chlorine and the aqueous solution, and a back micro mixer spare is used for mixing of propenyl chloride and above-mentioned mixing solutions; In the follow-up microreactor unit (5), previous micro mixer spare is used for the effusive solution of chlorine and previous microreactor unit and mixes, and a back micro mixer spare is used for propenyl chloride and mixes with above-mentioned mixing solutions.
3. little reactive system according to claim 2 is characterized in that: described micro mixer spare is that Microtraps hole device or microporous membrane disperse device.
4. the method for a propenyl chloride chlorohydrination is characterized in that this method comprises the steps:
A) in the first microreactor unit (4); Add flow container (2) through gas bomb (1) and water and in first micro mixer spare, inject the chlorine G&W respectively; Preparation chlorine water, chlorine water add the propenyl chloride short mix of flow container (3) injection and chlorohydrin action take place with propenyl chloride in second micro mixer spare;
B) solution that obtains feeds 0-3 follow-up microreactor unit successively, with chlorine of adding and propenyl chloride reaction, in follow-up microreactor unit, replaces water to dissolve chlorine with the effusive solution in previous microreactor unit;
C) reaction solution flows out after obtain production fluid behind pipeline slaking 10～100s from last microreactor unit.
5. method according to claim 4 is characterized in that: the intrasystem pressure of entire reaction is 0.1MPa～1MPa.
6. method according to claim 4 is characterized in that: the temperature that water gets into little reaction member is 0 ℃～30 ℃, and it is 0 ℃～50 ℃ that chlorine and propenyl chloride get into the unitary temperature of microreactor.
7. method according to claim 4; It is characterized in that: in the first microreactor unit; The mol ratio of propenyl chloride inlet amount and chlorine feed amount is 1.01: 1～1.1: 1, and the propenyl chloride inlet amount is the 25-100% of whole microreactors unit propenyl chloride total feed.
8. method according to claim 4; It is characterized in that: when the unitary quantity of follow-up microreactor is 1-3; The mol ratio of propenyl chloride inlet amount and chlorine feed amount is 1: 1～1.1: 1 in first follow-up microreactor unit, the ratio of propenyl chloride inlet amount and whole microreactor unit propenyl chloride total feed greater than 0 smaller or equal to 50%.
9. method according to claim 4; It is characterized in that: when the unitary quantity of follow-up microreactor is 2-3; The mol ratio of propenyl chloride inlet amount and chlorine feed amount is 1: 1～1.1: 1 in second follow-up microreactor unit, the ratio of propenyl chloride inlet amount and whole microreactor unit propenyl chloride total feed greater than 0 smaller or equal to 33%.
10. method according to claim 4; It is characterized in that: when the unitary quantity of follow-up microreactor is 3; The mol ratio of propenyl chloride inlet amount and chlorine feed amount is 1: 1～1.1: 1 in the 3rd follow-up microreactor unit, the ratio of propenyl chloride inlet amount and whole microreactor unit propenyl chloride total feed greater than 0 smaller or equal to 25%.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112661609A (en) * | 2019-10-15 | 2021-04-16 | 中国石油化工股份有限公司 | Chlorohydrination reaction system and reaction method thereof |
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| US2714123A (en) * | 1951-05-31 | 1955-07-26 | Shell Dev | Production of dichlorohydrin from allyl chloride |
| US4788351A (en) * | 1985-07-18 | 1988-11-29 | Osaka Soda Co., Ltd. | Process for the production of 2,3-dichloro-1-propanol |
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| CN112661609B (en) * | 2019-10-15 | 2022-10-21 | 中国石油化工股份有限公司 | Chlorohydrination reaction system and reaction method thereof |
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Address after: 223002 No. 30, Chemical Road, Huaian, Jiangsu Co-patentee after: TSINGHUA University Patentee after: Andao mai'anbang (Jiangsu) Co., Ltd Address before: 223002 No. 30, Chemical Road, Huaian, Jiangsu Co-patentee before: TSINGHUA University Patentee before: JIANGSU ANPON ELECTROCHEMICAL Co.,Ltd. |