CN102603481B - 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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- CN102603481B CN102603481B CN201210025302.5A CN201210025302A CN102603481B CN 102603481 B CN102603481 B CN 102603481B CN 201210025302 A CN201210025302 A CN 201210025302A CN 102603481 B CN102603481 B CN 102603481B
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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 organic compound synthesis technical field, particularly a kind of micro-reactive system and method for propenyl chloride chlorohydrination.
Background technology
Epoxy chloropropane is a kind of important Organic chemical products, and its purposes is very extensive, mainly for the production of epoxy resin, chlorohydrin rubber etc.The main method of producing at present epoxy chloropropane is both at home and abroad propylene high-temperature chlorination process and allyl acetate method.Along with the development of Biodiesel, glycerine method has also obtained more and more people's concern.Propylene high-temperature chlorination process adopts propylene as raw material, remains current most important production process, and more than 90% epoxy chloropropane is to produce by propylene high-temperature chlorination process.
That propylene high-temperature chlorination process 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, and in order to improve dichlorohydrine concentration, industrial employing circulation dichlorohydrine solution dissolves chlorine and propenyl chloride, and process energy consumption is larger.Meanwhile, due to propenyl chloride and dichlorohydrine solution phase larger than very, mixed effect is not good, adds the undesirable easy formation gas phase chlorine of process control and organic phase, causes the side reaction that generates trichloropropane greatly to increase, reaction yield decline.
Along with scientific and technical development, be miniaturizated to important trend of chemical process and equipment development.With respect to popular response device, microreactor has good mixing property, the short and controlled advantage of process of the residence time.These advantages are combined with the feature of chlorohydrin action, design a plural serial stage microreactor system, repeatedly add chlorine and propenyl chloride, be expected more strictly to control reaction process, Reaction time shorten, strengthening material mixed effect, the yield of raising process, improves the dichlorohydrine strength of solution of preparation.
Summary of the invention
The object of the present invention is to provide a kind of micro-reactive system of propenyl chloride chlorohydrination, this system adds flow container (2), propenyl chloride by chlorine cylinder (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; Chlorine cylinder (1) adds flow container (3) with propenyl chloride and is connected with the first microreactor unit and follow-up microreactor unit respectively by pipeline, water adds flow container (2) and is connected with the first microreactor unit (4) by pipeline, and the first microreactor unit (4) is connected with follow-up microreactor units in series successively.
The micro mixer part that each microreactor unit comprises two series connection, wherein, the previous micro mixer part of the first microreactor unit (4) is for the mixing of chlorine and the aqueous solution, and a rear micro mixer part mixes for propenyl chloride and above-mentioned mixing solutions; In follow-up microreactor unit (5), previous micro mixer part mixes for the solution of chlorine and the outflow of previous microreactor unit, and a rear micro mixer part mixes with above-mentioned mixing solutions for propenyl chloride.
Described micro mixer part is that Microtraps hole device or microporous membrane disperse device.
The present invention also provides a kind of method of propenyl chloride chlorohydrination, and the method comprises the steps:
A) in the first microreactor unit (4), add flow container (2) by chlorine cylinder (1) and water and in first micro mixer part, inject chlorine G&W respectively, preparation chlorine water, chlorine water adds the propenyl chloride short mix of flow container (3) injection and chlorohydrin action occurs with propenyl chloride in second micro mixer part.
B) solution obtaining passes into 0-3 follow-up microreactor unit successively, reacts with the chlorine of adding and propenyl chloride, and the solution flowing out with previous microreactor unit in follow-up microreactor unit replaces water to dissolve chlorine;
C) reaction solution obtains production fluid from last microreactor unit flows out after pipeline slaking 10～100s, can be used for follow-up dichlorohydrine cyclization.
Pressure in whole reactive system is 0.1MPa～1MPa.
The temperature that water enters micro-reaction member is 0 ℃～30 ℃, and the temperature that chlorine and propenyl chloride enter microreactor unit is 0 ℃～50 ℃.
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 propenyl chloride inlet amount is the 25-100% of whole microreactors unit propenyl chloride total feed.
When the quantity of follow-up microreactor unit is 1-3, in first follow-up microreactor unit, the mol ratio of propenyl chloride inlet amount and chlorine feed amount is 1: 1～1.1: 1, and propenyl chloride inlet amount is greater than 0 with the ratio of whole microreactors unit propenyl chloride total feed and is less than or equal to 50%.
When the quantity of follow-up microreactor unit is 2-3, in second follow-up microreactor unit, the mol ratio of propenyl chloride inlet amount and chlorine feed amount is 1: 1～1.1: 1, and propenyl chloride inlet amount is greater than 0 with the ratio of whole microreactors unit propenyl chloride total feed and is less than or equal to 33%.
When the quantity of follow-up microreactor unit is 3, in the 3rd follow-up microreactor unit, the mol ratio of propenyl chloride inlet amount and chlorine feed amount is 1: 1～1.1: 1, and propenyl chloride inlet amount is greater than 0 with the ratio of whole microreactors unit propenyl chloride total feed and is less than or equal to 25%.
The microreactor unit that system of the present invention comprises one or more series connection, water, from first disposable injection in microreactor unit, then flows through 0 to 3 follow-up microreactor unit successively.Chlorine and propenyl chloride inject in each microreactor unit by certain partition ratio.In each microreactor unit, the chlorine first injecting dissolves in liquid phase, then contacts with the propenyl chloride of rear injection and chlorohydrin action occurs, and reaction solution flows out in last unit, through piping slaking 10～100s, can obtain product.
Beneficial effect of the present invention: system provided by the invention adopts plural serial stage system, can prepare high density dichlorohydrine solution, avoids working cycle simultaneously, reduces process energy consumption.Meanwhile, due to the enhancing mixed effect of microreactor, can Reaction time shorten, improve selectivity and the yield of propenyl chloride chlorohydrination process.
Accompanying drawing explanation
Fig. 1 is the micro-reactive system schematic diagram of propenyl chloride chlorohydrination;
Number in the figure: 1-chlorine cylinder; 2-water adds flow container; Chlorallylene adds flow container; 4-the first microreactor unit; The follow-up microreactor of 5-unit.
Embodiment
Below in conjunction with the drawings and specific embodiments, the present invention is further described, but not thereby limiting the invention.
Following case study on implementation all adopts micro-reactive system of propenyl chloride chlorohydrination as shown in Figure 1.This system is added by chlorine cylinder 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 forms.Chlorine cylinder adds flow container with propenyl chloride and is connected with the first microreactor unit and follow-up microreactor unit respectively by pipeline, water adds flow container and is connected with the first microreactor unit by pipeline, and the first microreactor unit is connected with follow-up microreactor units in series successively.The micro mixer part that each microreactor unit comprises two series connection, wherein, the previous micro mixer part of the first microreactor unit 4 is for the mixing of chlorine and the aqueous solution, and a rear micro mixer part mixes for propenyl chloride and above-mentioned mixing solutions; In follow-up microreactor unit 5, previous micro mixer part mixes for the solution of chlorine and the outflow of previous microreactor unit, and a rear micro mixer part mixes with above-mentioned mixing solutions for propenyl chloride.
Embodiment 1:
A method for propenyl chloride chlorohydrination, the method is carried out according to following steps:
A) in the first microreactor unit, add flow container by chlorine cylinder and water and in first micro mixer part (chlorine mixing tank), inject chlorine G&W respectively, both flows are respectively 20ml/min and 5ml/min, preparation chlorine water, chlorine leach temperature is 20 ℃, pressure is 4 normal atmosphere, the propenyl chloride that chlorine water and propenyl chloride add flow container injection reacts second micro mixer part short mix, the flow velocity of propenyl chloride is 76 μ l/min, and completing reaction in follow-up pipeline, pipe temperature is 20 ℃.
B) reaction mass obtains reaction product dichlorohydrine solution from the first microreactor unit flows out after pipeline slaking 10～100s.
Described micro mixer part is Microtraps hole device.
In microreactor unit, the mol ratio of propenyl chloride and chlorine is 1.05: 1, 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 method for propenyl chloride chlorohydrination, the method is carried out according to following steps:
A) in the first microreactor unit, add flow container by chlorine cylinder and water and in first micro mixer part (chlorine mixing tank), inject chlorine G&W respectively, both flows are respectively 10ml/min and 5ml/min, preparation chlorine water, chlorine leach temperature is 10 ℃, pressure is 1 normal atmosphere, the propenyl chloride that chlorine water and propenyl chloride add flow container injection reacts second micro mixer part short mix, the flow velocity of propenyl chloride is 36 μ l/min, and completing reaction in follow-up pipeline, pipe temperature is 40 ℃.
B) solution obtaining passes into the second microreactor unit, react with the chlorine of adding and propenyl chloride, both flows, solvent temperature and system pressure are the same with first unit, and the solution flowing out with previous microreactor unit in the second microreactor unit replaces water to dissolve chlorine;
C) reaction mass obtains reaction product dichlorohydrine solution from the second microreactor unit flows out after pipeline slaking 10～100s.
Described micro mixer part is that microporous membrane disperses device.
In two microreactor unit, the mol ratio of propenyl chloride and chlorine is all 1.01: 1, 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 method for propenyl chloride chlorohydrination, the method is carried out according to following steps:
A) in the first microreactor unit, add flow container by chlorine cylinder and water and in first micro mixer part (chlorine mixing tank), inject chlorine G&W respectively, both flows are respectively 15ml/min and 5ml/min, preparation chlorine water, chlorine leach temperature is 10 ℃, pressure is 3 normal atmosphere, the propenyl chloride that chlorine water and propenyl chloride add flow container injection reacts second micro mixer part short mix, the flow velocity of propenyl chloride is 54 μ l/min, and completing reaction in follow-up pipeline, pipe temperature is 50 ℃.
B) solution obtaining passes into second, third microreactor unit, react with the chlorine of adding and propenyl chloride, 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, and the solution flowing out with previous microreactor unit in follow-up microreactor unit replaces water to dissolve chlorine;
C) reaction mass obtains reaction product dichlorohydrine solution from last microreactor unit flows out after pipeline slaking 10～100s.
Described micro mixer part is that microporous membrane disperses device.
In the first microreactor unit, the mol ratio of propenyl chloride and chlorine is 1.01: 1, second and the 3rd in microreactor unit, the mol ratio of propenyl chloride and chlorine is 1: 1, analytical reaction product, the dichlorohydrine strength of solution obtaining is 5.1%, and reaction yield is 98.2% (calculating with chlorine).
Embodiment 4:
A method for propenyl chloride chlorohydrination, the method is carried out according to following steps:
A) in the first microreactor unit, add flow container by chlorine cylinder and water and in first micro mixer part (chlorine mixing tank), inject chlorine G&W respectively, both flows are respectively 15ml/min and 5ml/min, preparation chlorine water, chlorine leach temperature is 10 ℃, pressure is 5 normal atmosphere, the propenyl chloride that chlorine water and propenyl chloride add flow container injection reacts second micro mixer part short mix, the flow velocity of propenyl chloride is 59 μ l/min, and completing reaction in follow-up pipeline, pipe temperature is 80 ℃.
B) obtain solution pass into second, third, the 4th microreactor unit, react with the chlorine of adding and propenyl chloride, both flows, solvent temperature and system pressure are the same with first unit, and the solution flowing out with previous microreactor unit in follow-up microreactor unit replaces water to dissolve chlorine;
C) reaction mass obtains reaction product dichlorohydrine solution from last microreactor unit flows out after pipeline slaking 10～100s.
Described micro mixer part is Microtraps hole device.
In three microreactor unit, the mol ratio of propenyl chloride and chlorine is all 1.1: 1, 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 method for propenyl chloride chlorohydrination, the method is carried out according to following steps:
A) in the first microreactor unit, add flow container by chlorine cylinder and water and in first micro mixer part (chlorine mixing tank), inject chlorine G&W respectively, both flows are respectively 40ml/min and 5ml/min, preparation chlorine water, chlorine leach temperature is 0 ℃, pressure is 10 normal atmosphere, the propenyl chloride that chlorine water and propenyl chloride add flow container injection reacts second micro mixer part short mix, the flow velocity of propenyl chloride is 147 μ l/min, and completing reaction in follow-up pipeline, pipe temperature is 50 ℃.
B) solution obtaining passes into the second microreactor unit, react with the chlorine of adding and propenyl chloride, both flows, solvent temperature and system pressure are the same with first unit, and the solution flowing out with previous microreactor unit in follow-up microreactor unit replaces water to dissolve chlorine;
C) reaction mass obtains reaction product dichlorohydrine solution from last microreactor unit flows out after pipeline slaking 10～100s.
Described micro mixer part is Microtraps hole device.
In three microreactor unit, the mol ratio of propenyl chloride and chlorine is all 1.02: 1, 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 method for propenyl chloride chlorohydrination, the method is carried out according to following steps:
A) in the first microreactor unit, add flow container by chlorine cylinder and water and in first micro mixer part (chlorine mixing tank), inject chlorine G&W respectively, both flows are respectively 25ml/min and 5ml/min, preparation chlorine water, chlorine leach temperature is 0 ℃, pressure is 6 normal atmosphere, the propenyl chloride that chlorine water and propenyl chloride add flow container injection reacts second micro mixer part short mix, the flow velocity of propenyl chloride is 92 μ l/min, and completing reaction in follow-up pipeline, pipe temperature is 30 ℃.
B) solution obtaining passes into second, third microreactor unit, react with the chlorine of adding and propenyl chloride, both flows, solvent temperature and system pressure are the same with first unit, and the solution flowing out with previous microreactor unit in follow-up microreactor unit replaces water to dissolve chlorine;
C) reaction mass obtains reaction product dichlorohydrine solution from last microreactor unit flows out after pipeline slaking 10～100s.
Described micro mixer part is Microtraps hole device.
In three microreactor unit, the mol ratio of propenyl chloride and chlorine is all 1.02: 1, analytical reaction product, and the dichlorohydrine strength of solution of acquisition is 8.4%, reaction yield is 97.8% (calculating with chlorine).
The above; only for preferably embodiment of the present invention, but protection scope of the present invention is not limited to this, is anyly familiar with in technical scope that those skilled in the art disclose in the present invention; the variation that can expect easily or replacement, within all should being encompassed in 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 (8)
1. a micro-reaction method for propenyl chloride chlorohydrination, is characterized in that:
The micro-reactive system using adds flow container (2), propenyl chloride by chlorine cylinder (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; Chlorine cylinder (1) adds flow container (3) with propenyl chloride and is connected with the first microreactor unit and follow-up microreactor unit respectively by pipeline, water adds flow container (2) and is connected with the first microreactor unit (4) by pipeline, and the first microreactor unit (4) is connected with follow-up microreactor units in series successively;
The micro mixer part that each microreactor unit comprises two series connection, wherein, the previous micro mixer part of the first microreactor unit (4) is for the mixing of chlorine and the aqueous solution, and a rear micro mixer part mixes for propenyl chloride and above-mentioned mixing solutions; In follow-up microreactor unit (5), previous micro mixer part mixes for the solution of chlorine and the outflow of previous microreactor unit, and a rear micro mixer part mixes with above-mentioned mixing solutions for propenyl chloride;
The method comprises the steps:
A) in the first microreactor unit (4), add flow container (2) by chlorine cylinder (1) and water and in first micro mixer part, inject chlorine G&W respectively, preparation chlorine water, chlorine water adds the propenyl chloride short mix of flow container (3) injection and chlorohydrin action occurs with propenyl chloride in second micro mixer part;
B) solution obtaining passes into 0-3 follow-up microreactor unit successively, reacts with the chlorine of adding and propenyl chloride, and the solution flowing out with previous microreactor unit in follow-up microreactor unit replaces water to dissolve chlorine;
C) reaction solution obtains production fluid from last microreactor unit flows out after pipeline slaking 10～100s.
2. method according to claim 1, is characterized in that: described micro mixer part is that Microtraps hole device or microporous membrane disperse device.
3. method according to claim 1, is characterized in that: the pressure in whole reactive system is 0.1MPa～1MPa.
4. method according to claim 1, is characterized in that: the temperature that water enters micro-reaction member is 0 ℃～30 ℃, and the temperature that chlorine and propenyl chloride enter microreactor unit is 0 ℃～50 ℃.
5. method according to claim 1, 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 propenyl chloride inlet amount is the 25-100% of whole microreactors unit propenyl chloride total feed.
6. method according to claim 1, it is characterized in that: when the quantity of follow-up microreactor unit is 1-3, in first follow-up microreactor unit, the mol ratio of propenyl chloride inlet amount and chlorine feed amount is 1:1～1.1:1, and propenyl chloride inlet amount is greater than 0 with the ratio of whole microreactors unit propenyl chloride total feed and is less than or equal to 50%.
7. method according to claim 1, it is characterized in that: when the quantity of follow-up microreactor unit is 2-3, in second follow-up microreactor unit, the mol ratio of propenyl chloride inlet amount and chlorine feed amount is 1:1～1.1:1, and propenyl chloride inlet amount is greater than 0 with the ratio of whole microreactors unit propenyl chloride total feed and is less than or equal to 33%.
8. method according to claim 1, it is characterized in that: when the quantity of follow-up microreactor unit is 3, in the 3rd follow-up microreactor unit, the mol ratio of propenyl chloride inlet amount and chlorine feed amount is 1:1～1.1:1, and propenyl chloride inlet amount is greater than 0 with the ratio of whole microreactors unit propenyl chloride total feed and is less than or equal to 25%.
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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 |
| US4620911A (en) * | 1985-12-27 | 1986-11-04 | Shell Oil Company | Process for the production of dichlorohydrin |
| CN1006062B (en) * | 1986-04-28 | 1989-12-13 | 化学工业部北京化工研究院 | Synthesis of dichloro-propyl-alcohol and prepn. of glycerol by one-step hyd rolysis |
| CN101224405B (en) * | 2007-10-18 | 2010-08-18 | 清华大学 | Reactor or mixer with micromesh structure |
| CN101255099B (en) * | 2008-04-03 | 2011-04-27 | 南京工业大学 | Method for producing dichloropropanol by using glycerin |
| CN101774886B (en) * | 2009-01-13 | 2013-10-16 | 德纳（南京）化工有限公司 | Method for preparing dichlorohydrin and reaction device |
| CN102030623B (en) * | 2010-11-26 | 2013-02-27 | 湘潭大学 | Method for purifying coarse trichloroacetaldehyde |
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