Synthesis method of trans-1, 4-dibromo-dibutene, microchannel reaction device and trans-1, 4-dibromo-dibutene

Abstract

The present invention discloses a trans-1, 4-dibromo-dibutene synthesis method, which comprises: mixing bromine and 1, 3-butadiene in a micro-channel reaction device, and carrying out a reaction to obtain trans-1, 4-dibromo-dibutene, the micro-channel reaction device comprises at least one micro-reactor, and the at least one micro-reactor is used for carrying out a reaction on the bromine and the 1, 3-butadiene to obtain the trans-1, 4-dibromo-dibutene, and the at least one micro-reactor is used for carrying out a reaction on the bromine and the 1, 3-butadiene to obtain the trans-1, 4-dibromo-dibutene. And carrying out a reaction on 1, 3-butadiene. According to the preparation method, the mass transfer and heat transfer processes of the fluid can be effectively enhanced, the mixing and diffusion time is shortened, and uniform mixing and isothermal control of the fluid are realized, so that the generation of byproducts can be reduced, the reaction time is short, automatic continuous sample injection can be realized, and the labor cost is greatly reduced.

Description

Technical Field

[0001] The present application relates to the field of chemical synthesis, and in particular to a synthesis method of trans-1,4-dibromo-butene, a microchannel reaction device and trans-1,4-dibromo-butene. Background Art

[0002] Trans-1,4-dibromo-dibutene is an important intermediate in organic synthesis, especially as an intermediate of aliskiren, a drug for treating hypertension and chronic kidney disease, and is widely used. At present, the prior art mainly uses a kettle reaction method to synthesize trans-1,4-dibromo-dibutene. For example, CN101811933A discloses a preparation method of aliskiren intermediate trans-1,4-dibromo-2-butene, which is a method of reacting butadiene and bromine in a solvent at a reaction temperature of -25 to 60°C and a reaction time of 0.5 to 20h. After the reaction is completed, the fraction within the vacuum degree of 1000 to 1500Pa and the temperature range of 50 to 90°C is collected by reduced pressure distillation. Since this method uses a kettle reaction, the temperature control is uneven during the reaction process, resulting in a large amount of by-products. Therefore, during post-processing, it is necessary to specially collect the fraction rich in trans-1,4-dibromo-2-butene and then crystallize it, which is cumbersome to operate. CN103539629A discloses a method for preparing 1,4-dibromo-2-butene, which comprises sequentially adding chloroform and 1,3-butadiene to a reactor, then slowly dropping bromine at -15°C for reaction, performing reduced pressure distillation to remove chloroform and unreacted 1,3-butadiene after the reaction, and obtaining the target product after recrystallization. Since this method is a kettle dropwise addition method, although the operation is simple, the heat transfer effect of the reactor is poor, and in order to avoid the increase of temperature leading to the generation of a large number of by-products, bromine can only be added slowly, resulting in a long reaction time and high labor costs.

[0003] Therefore, how to overcome the problems existing in the above-mentioned prior art and provide a more excellent method for synthesizing trans-1,4-dibromo-dibutene has become an urgent problem to be solved. Summary of the invention

[0004] In order to solve the problems existing in the above method, the present application provides a synthesis method of trans-1,4-dibromo-butene, a microchannel reaction device and trans-1,4-dibromo-butene.

[0005] In a first aspect, the present application provides a method for synthesizing trans-1,4-dibromo-dibutene, comprising the following steps:

[0006] Bromine and 1,3-butadiene are mixed and reacted in a microchannel reaction device to obtain trans-1,4-dibromo-dibutene, wherein the microchannel reaction device includes at least one microreactor, and the at least one microreactor is used for the reaction of bromine and 1,3-butadiene.

[0007] The present application uses a microchannel reaction device to react bromine and 1,3-butadiene. Compared with the kettle reaction method used in the prior art, the microreactor of the microchannel reaction device has a larger specific surface area and an extremely narrow residence time distribution, which can effectively enhance the mass transfer and heat transfer process of the fluid, shorten the mixing and diffusion time, and achieve uniform mixing and isothermal control of the fluid, thereby reducing the generation of by-products, shortening the reaction time, and realizing automated continuous sampling, which greatly reduces labor costs.

[0008] Preferably, the reaction time is 1 to 10 min; and / or the reaction temperature is -70 to 0°C.

[0009] The present application uses a microchannel reaction device for reaction, which can greatly shorten the reaction time and improve the reaction efficiency compared to the traditional kettle reaction method. Moreover, the reaction at a lower temperature can further reduce the generation of by-products, especially the generation of 1,2-dibromobutene.

[0010] Preferably, before the bromine and 1,3-butadiene are mixed, the bromine is first mixed with an organic solvent to obtain a first mixed solution, and then the first mixed solution is reacted with 1,3-butadiene in the microchannel reaction device to obtain trans-1,4-dibromo-butadiene;

[0011] Preferably, the mass ratio of bromine, organic solvent and 1,3-butadiene is 1:(6-12):(0.4-0.6).

[0012] Preferably, the organic solvent is selected from one or more of dichloromethane, chloroform, tetrachloromethane and acetone.

[0013] After bromine is mixed with an organic solvent, the high concentration of bromine can be diluted to a lower concentration for an ideal reaction before reacting with 1,3-butadiene. Bromine can react almost completely, greatly reducing overreaction, so almost no overbrominated impurity 1,2,3,4-tetrabromobutane is produced. In addition, the microchannel reaction device is used for the reaction, which reduces the amount of 1,3-butadiene used, saves raw materials, and reduces costs compared to the prior art.

[0014] Preferably, before the bromine and the organic solvent are mixed to obtain the first mixed solution, the bromine and the organic solvent are cooled separately, and the cooling temperature is -30 to 0°C.

[0015] Cooling before mixing can make the properties of bromine more stable, and can be more fully mixed with the organic solvent to react with 1,3-butadiene in a more stable state, thereby effectively reducing the generation of impurities.

[0016] Preferably, when the bromine, organic solvent and 1,3-butadiene are mixed in the microchannel reaction device, the flow rate ratio of the bromine, organic solvent and 1,3-butadiene is 2mL / min: (28.3-56.6mL / min): (2.1-2.8NL / min).

[0017] During the reaction, the flow rates of bromine, organic solvent and 1,3-butadiene are controlled within the above range, the liquid holding capacity is small, the safety factor is higher, and the flow rates of the three are matched, the mass transfer and heat transfer effects are better, the reaction is more stable, and the generation of impurities can be reduced. In addition, automatic control is more accurate than manual dripping, and the present application does not require manual dripping, saving labor costs.

[0018] Preferably, the at least one microreactor comprises a first microreactor and a second microreactor which are arranged in series, the organic solvent and bromine are pumped into the first microreactor for mixing to obtain a first mixed solution, and the first mixed solution and 1,3-butadiene are pumped into the second microreactor for mixing and reaction.

[0019] Carrying out reactions in a microreactor can control the reaction temperature more accurately, ensure uniform temperature control during the reaction, and have excellent heat transfer effects, which can prevent the temperature from rising too quickly, thereby further reducing the generation of by-products.

[0020] Preferably, the microchannel reaction device further comprises a first precooler and a second precooler, wherein the first precooler and the second precooler are arranged before the first microreactor and are respectively connected to the first microreactor, the organic solvent is pumped into the first precooler for cooling, and the bromine is pumped into the second precooler for cooling.

[0021] Preferably, the at least one microreactor further comprises 1 to 4 third microreactors sequentially arranged in series at the discharge port of the second microreactor;

[0022] Preferably, the number of the third microreactors is 1 to 2;

[0023] Preferably, the microchannel reaction device further comprises at least one time delay device, and the time delay device is arranged in series at the discharge port of the third microreactor;

[0024] Preferably, the number of the delay devices is 1 to 4;

[0025] Preferably, the number of the delay devices is 2 to 3.

[0026] By setting up the third microreactor and the timer, the reaction time of bromine and 1,3-butadiene can be appropriately prolonged to achieve a more complete reaction, thereby allowing the bromine to react completely. At the same time, by controlling the number of the third microreactor and the timer, the possibility of over-bromination can be reduced, thereby reducing the generation of impurities.

[0027] In a second aspect, the present application also provides a microchannel reaction device, comprising at least one microreactor, wherein the at least one microreactor is used for reacting bromine and 1,3-butadiene to obtain trans-1,4-dibromo-butadiene.

[0028] Preferably, at least one microreactor comprises a first microreactor and a second microreactor arranged in series, wherein the first microreactor is used to mix an organic solvent and bromine to obtain a first mixed solution, and the second microreactor is used to mix the first mixed solution with 1,3-butadiene to react to obtain trans-1,4-dibromo-butadiene.

[0029] Preferably, the at least one microreactor further comprises 1 to 4 third microreactors which are sequentially arranged in series at the discharge port of the second microreactor.

[0030] Preferably, the number of the third microreactors is 1 to 2.

[0031] Preferably, the microchannel reaction device further comprises at least one time delay device, and the time delay device is arranged in series at the discharge port of the third microreactor.

[0032] Preferably, the number of the delay devices is 1 to 4.

[0033] Preferably, the number of the delay devices is 2 to 3.

[0034] Preferably, the microchannel reaction device further comprises a first precooler and a second precooler, wherein the first precooler and the second precooler are arranged before the first microreactor and are respectively connected to the first microreactor, the first precooler is used to cool the organic solvent, and the second precooler is used to cool the bromine.

[0035] Preferably, when the bromine, organic solvent and 1,3-butadiene are mixed in the microchannel reaction device, the flow rate ratio of the bromine, organic solvent and 1,3-butadiene is 2mL / min: (28.3-56.6mL / min): (2.1-2.8NL / min).

[0036] Preferably, the cooling temperature of the first precooler and the second precooler is set to -30 to 0°C.

[0037] In a third aspect, the present application also provides a trans-1,4-dibromo-dibutene, which is prepared by the method for synthesizing trans-1,4-dibromo-dibutene described above; and / or, is prepared by the microchannel reaction device described above.

[0038] In summary, this application has the following beneficial effects:

[0039] 1. The present application uses a microchannel reaction device to react bromine and 1,3-butadiene, which can effectively enhance the mass transfer and heat transfer process of the fluid, shorten the mixing and diffusion time, achieve uniform mixing and isothermal control of the fluid, reduce the generation of by-products, shorten the reaction time, and achieve automated continuous sampling, greatly reducing labor costs.

[0040] 2. The present application uses a microchannel reaction device to carry out the reaction. By controlling the reaction conditions, the generation of by-products is greatly reduced, which not only improves the yield, but also obtains higher-purity trans-1,4-dibromo-dibutene with less single maximum impurities.

[0041] 3. Compared with the autoclave reaction, the preparation method of the present application is simple to operate and the post-processing is also relatively simple. There is no need to collect fractions in a specific temperature range for processing, which greatly saves costs, improves efficiency, and is suitable for industrial production. BRIEF DESCRIPTION OF THE DRAWINGS

[0042] Figure 1 Schematic diagram of the microchannel reaction device of Example 2.

[0043] Figure 2 Schematic diagram of the microchannel reaction device of Example 3.

[0044] Figure 3 Schematic diagram of the microchannel reaction device of Example 4.

[0045] Figure 4 It is a schematic diagram of the microchannel reaction device of Example 5.

[0046] Figure 5 Schematic diagram of the microchannel reaction device of Example 10.

[0047] Figure 6 It is a schematic diagram of the microchannel reaction device of Example 11.

[0048] Description of reference numerals:

[0049] 1. The first microreactor; 2. The second microreactor; 3. The metering pump; 4. The mass flow meter; 5. The third microreactor; 6. The delay device; 7. The first precooler; 8. The second precooler. DETAILED DESCRIPTION

[0050] Example

[0051] The following examples are examples of preparing trans-1,4-dibromo-2-butene. In the following examples, the flow of bromine, methylene chloride and 1,3-butadiene is mainly controlled to control the reaction quality of the three. In the following examples, the flow of 1,3-butadiene is calculated according to the correction parameters of the mass flowmeter used in the present application. In the following examples, the reaction is to calculate the reaction product of a certain period of time (the present application takes within 1 hour, and each embodiment has different) after the entire microchannel reaction device feed is stable, and those skilled in the art can judge the sampling time and sampling amount according to the actual stability of the reaction unit.

[0052] Example 1

[0053] The microchannel reaction device of the present embodiment includes a first microreactor 1, bromine, dichloromethane and 1,3-butadiene are respectively introduced into the first microreactor 1 for reaction, and the flow rate of bromine is controlled to be 2mL / min, the flow rate of dichloromethane is 42.5mL / min, and the flow rate of 1,3-butadiene is 2.5NL / min. The reaction temperature is set at -5°C for 1min. After the reaction is completed, the solvent is removed by atmospheric distillation, 110g of petroleum ether is added and stirred fully, and 101.4g of white solid is obtained after filtering and drying, and the yield is 67.2%. The products obtained are detected by GC, and the purity of trans-1,4-dibromo-2-butene is 99.92%, and the single maximum impurity is 0.04%.

[0054] Example 2

[0055] like Figure 1 As shown, the microchannel reaction device of this embodiment includes a first microreactor 1 and a second microreactor 2 which are sequentially arranged in series, and the first microreactor 1 is provided with two metering pumps 3 in parallel, and a mass flowmeter 4 is provided between the first microreactor 1 and the second microreactor 2. Bromine and dichloromethane are respectively flowed into the first microreactor 1 through two metering pumps 3 for mixing, the flow rate of bromine is set to 2mL / min, and the flow rate of dichloromethane is set to 42.5mL / min. At the same time, 1,3-butadiene is flowed into the second microreactor 2 through a mass flowmeter 4 at a flow rate of 2.5NL / min, the reaction temperature is set to -5°C, and the reaction is 1min. After the reaction is completed, the solvent is removed by atmospheric distillation, 130g of petroleum ether is added and stirred fully, and 126.5g of white solid is obtained after filtering and drying, and the yield is 68.8%. The obtained product is detected by GC, and the purity of trans-1,4-dibromo-2-butene is 99.94%, and the single maximum impurity is 0.04%.

[0056] Example 3

[0057] like Figure 2As shown, the microchannel reaction device of the present embodiment includes a first microreactor 1, a second microreactor 2 and a third microreactor 5 arranged in series in sequence, two metering pumps 3 are arranged in parallel in the first microreactor 1, a mass flowmeter 4 is arranged between the first microreactor 1 and the second microreactor 2, and the third microreactor 5 is arranged at the discharge port of the second microreactor 2. Bromine and dichloromethane are respectively flowed into the first microreactor 1 through metering pumps 3 for mixing, the flow rate of bromine is set to 2mL / min, and the flow rate of dichloromethane is set to 42.5mL / min. At the same time, 1,3-butadiene is flowed into the second microreactor 2 through mass flowmeter 4 at a flow rate of 2.5NL / min, the reaction temperature is set to -5oC, and the reaction is 1min. After the reaction is completed, the solvent is removed by atmospheric distillation, 150g of petroleum ether is added and fully stirred, and 147.7g of white solid is obtained after filtering and drying, and the yield is 71.4%. The obtained product is detected by GC, and the purity of trans-1,4-dibromo-2-butene is 99.88%, and the single maximum impurity is 0.06%.

[0058] Example 4

[0059] like Figure 3 As shown, the difference between Example 4 and Example 3 is that the microchannel reaction device of this embodiment also includes a delay device 6, which is arranged in series at the discharge port of the third microreactor 5, and the reaction is 4 minutes. Others are the same as Example 3. After the reaction is completed, the solvent is removed by atmospheric distillation, 140g of petroleum ether is added and stirred thoroughly, and 132.2g of white solid is obtained after filtering and drying, and the yield is 72.4%. The obtained product is detected by GC, and the purity of trans-1,4-dibromo-2-butene is 99.92%, and the single maximum impurity is 0.03%.

[0060] Example 5

[0061] like Figure 4 As shown, the difference between Example 5 and Example 4 is that the microchannel reaction device of this embodiment also includes a first precooler 7 and a second precooler 8, a time delayer 6 is arranged in series at the discharge port of the third microreactor 5, the first precooler 7 and the second precooler 8 are arranged before the first microreactor 1 and are respectively connected to the first microreactor 1, dichloromethane is pumped into the first precooler 7 for cooling, bromine is pumped into the second precooler 8 for cooling, and the cooling temperature is set to -5 ° C. Others are the same as Example 4. After the reaction is completed, the solvent is removed by atmospheric distillation, 170g of petroleum ether is added and fully stirred, and 167.1g of white solid is obtained after filtering and drying, and the yield is 81.2%. The product obtained is detected by GC, and the purity of trans-1,4-dibromo-2-butene is 99.93%, and the single maximum impurity is 0.05%.

[0062] Example 6

[0063] The difference between Example 6 and Example 5 is that the flow rate of dichloromethane is 56.6 mL / min. The other parts are the same as Example 5. After the reaction is completed, the solvent is removed by atmospheric distillation, 170 g of petroleum ether is added and stirred thoroughly, and 162.3 g of white solid is obtained after filtration and drying, with a yield of 77.9%. The obtained product is tested by GC, and the purity of trans-1,4-dibromo-2-butene is 99.91%, and the single largest impurity is 0.03%.

[0064] Example 7

[0065] The difference between Example 7 and Example 5 is that the flow rate of dichloromethane is 28.3 mL / min. The other is the same as Example 5. After the reaction is completed, the solvent is removed by atmospheric distillation, 170 g of petroleum ether is added and stirred thoroughly, and 160.1 g of white solid is obtained after filtration and drying, with a yield of 74.4%. The obtained product is detected by GC, and the purity of trans-1,4-dibromo-2-butene is 99.93%, and the single largest impurity is 0.04%.

[0066] Example 8

[0067] The difference between Example 8 and Example 5 is that the flow rate of 1,3-butadiene is 2.8NL / min. The other parts are the same as Example 5. After the reaction is completed, the solvent is removed by atmospheric distillation, 180g of petroleum ether is added and stirred thoroughly, and 169.5g of white solid is obtained after filtration and drying, with a yield of 79.8%. The obtained product is tested by GC, and the purity of trans-1,4-dibromo-2-butene is 99.87%, and the single largest impurity is 0.06%.

[0068] Example 9

[0069] The difference between Example 9 and Example 5 is that the flow rate of 1,3-butadiene is 2.1NL / min. The other parts are the same as Example 5. After the reaction is completed, the solvent is removed by atmospheric distillation, 160g of petroleum ether is added and stirred thoroughly, and 156.2g of white solid is obtained after filtration and drying, with a yield of 73.1%. The obtained product is tested by GC, and the purity of trans-1,4-dibromo-2-butene is 99.91%, and the single largest impurity is 0.04%.

[0070] Example 10

[0071] like Figure 5As shown, the difference between Example 10 and Example 5 is that the microchannel reaction device of this embodiment also includes two time delayers 6 arranged in series, and the two time delayers 6 are arranged at the discharge port of the third microreactor 5, and the reaction time is 7min. Others are the same as Example 5. After the reaction is completed, the solvent is removed by atmospheric distillation, 210g of petroleum ether is added and fully stirred, and 201.7g of white solid is obtained after filtering and drying, and the yield is 83.1%. The obtained product is detected by GC, and the purity of trans-1,4-dibromo-2-butene is 99.92%, and the single maximum impurity is 0.04%.

[0072] Embodiment 11

[0073] like Figure 6 As shown, the difference between Example 11 and Example 5 is that the microchannel reaction device of this embodiment has two third microreactors 5 arranged in series and three time delayers 6 arranged in series, and the three time delayers 6 are arranged after the discharge ports of the two third microreactors 5, and the reaction time is 10min. Others are the same as Example 5. After the reaction is completed, the solvent is removed by atmospheric distillation, 190g of petroleum ether is added and stirred thoroughly, and 179.9g of white solid is obtained after filtering and drying, and the yield is 82.7%. The obtained product is detected by GC, and the purity of trans-1,4-dibromo-2-butene is 99.90%, and the single maximum impurity is 0.04%.

[0074] It is worth noting that the number of the third microreactors 5 and the number of the delay devices 6 can be set as needed, and the number of the third microreactors 5 ranges from 1 to 4, preferably 1 to 2. The number of the delay devices 6 ranges from 1 to 4, preferably 2 to 3, and the reaction time increases by 3 minutes for each additional delay device 6.

[0075] Example 12

[0076] The difference between Example 12 and Example 10 is that the cooling temperature of the first precooler 7 and the second precooler 8 is set to -20°C, and the reaction temperature is -20°C. The other aspects are the same as Example 10. After the reaction is completed, the solvent is removed by atmospheric distillation, 160g of petroleum ether is added and stirred thoroughly, and 156.7g of white solid is obtained after filtering and drying, with a yield of 83.5%. The obtained product is tested by GC, and the purity of trans-1,4-dibromo-2-butene is 99.93%, and the single largest impurity is 0.04%.

[0077] Example 13

[0078] The difference between Example 13 and Example 10 is that the cooling temperature of the first precooler 7 and the second precooler 8 is set to -30°C, and the reaction temperature is -70°C. The other is the same as Example 10. After the reaction is completed, the solvent is removed by atmospheric distillation, 130g of petroleum ether is added and stirred thoroughly, and 121.6g of white solid is obtained after filtering and drying, and the yield is 85.9%. The obtained product is detected by GC, and the purity of trans-1,4-dibromo-2-butene is 99.97%, and the single maximum impurity is 0.03%.

[0079] Embodiment 14

[0080] The difference between Example 14 and Example 10 is that the cooling temperature of the first precooler 7 and the second precooler 8 is set to 0°C, and the reaction temperature is 0°C. The other aspects are the same as Example 10. After the reaction is completed, the solvent is removed by atmospheric distillation, 150g of petroleum ether is added and stirred thoroughly, and 144.6g of white solid is obtained after filtration and drying, with a yield of 79.1%. The obtained product is tested by GC, and the purity of trans-1,4-dibromo-2-butene is: 99.91%, and the single maximum impurity is 0.04%.

[0081] Embodiment 15

[0082] The difference between Example 15 and Example 10 is that 1,3-butadiene and dichloromethane are respectively flowed into the first microreactor 1 through a metering pump 3 for mixing, and the flow rate of 1,3-butadiene is 2.5NL / min, and the flow rate of dichloromethane is 42.5mL / min. At the same time, bromine is flowed into the second microreactor 2 through a mass flow meter 4 at a flow rate of 2mL / min. Others are the same as Example 10. After the reaction is completed, the solvent is removed by atmospheric distillation, 170g of petroleum ether is added and fully stirred, and 166.1g of white solid is obtained after filtering and drying, and the yield is 74.3%. The products obtained therefrom are detected by GC, and the purity of trans-1,4-dibromo-2-butene is 99.69%, and the single maximum impurity is 0.09%.

[0083] In the embodiments of the present application, it is not limited to use only dichloromethane as the solvent. A mixture of one or more of dichloromethane, chloroform, tetrachloromethane and acetone can also be used as the solvent. The injection can be performed according to the flow rate ratio of bromine, organic solvent and 1,3-butadiene of 2mL / min: (28.3~56.6mL / min): (2.1~2.8NL / min), which will not be described in detail here.

[0084] Comparative Example 1

[0085] Under -78 ° C, 92.0g of 1,3-butadiene was slowly introduced into a three-necked flask to liquefy it completely, and then 592.0g of dichloromethane was slowly added dropwise through a constant pressure dropping funnel, and the temperature was kept at no more than -50 ° C throughout the process. After half of the dichloromethane was added dropwise, 187.2g of bromine was added to the constant pressure dropping funnel and mixed evenly, and then a mixed solution of bromine and dichloromethane was slowly added dropwise, and the ice bath temperature was kept constant throughout the process. After the addition was completed, the ice bath was cancelled, the temperature slowly returned to room temperature, and then reacted for 30 minutes. After the reaction was completed, the solvent was removed by vacuum distillation, and 100.9g of white solid was obtained after recrystallization with petroleum ether, with a yield of 40.3%. The product obtained was detected by GC, and the purity of trans-1,4-dibromo-2-butene was 87.72%, and the single maximum impurity was 12.1%.

[0086] It can be seen from the above examples and comparative examples that the present application uses a microchannel reaction device to prepare trans-1,4-dibromo-2-butene. Compared with the prior art kettle dropwise addition method, the yield and product purity are both higher, and the reaction time is shorter and the safety factor is higher. More importantly, by improving the feeding method, the input of raw material butadiene is reduced, and there are fewer by-products, which overcomes the defects of the prior art and is suitable for industrial production.

[0087] This specific embodiment is merely an explanation of the present application and is not a limitation of the present application. After reading this specification, those skilled in the art may make modifications to the present embodiment without any creative contribution as needed, but such modifications are protected by the patent law as long as they are within the scope of the claims of the present application.

Claims

1. A method for synthesizing trans-1,4-dibromo-dibutene, characterized in that: The steps include: Bromine and 1,3-butadiene are mixed and reacted in a microchannel reaction device to obtain trans-1,4-dibromo-dibutene, wherein the microchannel reaction device includes at least one microreactor, and the at least one microreactor is used for the reaction of bromine and 1,3-butadiene.

2. The synthesis method according to claim 1, characterized in that The reaction time is 1 to 10 minutes; and / or the reaction temperature is -70 to 0°C.

3. The synthesis method according to claim 1, characterized in that The method comprises the following steps: before mixing the bromine and 1,3-butadiene, firstly mixing the bromine with an organic solvent to obtain a first mixed liquid, and then reacting the first mixed liquid with 1,3-butadiene in the microchannel reaction device to obtain trans-1,4-dibromo-butadiene; Preferably, the mass ratio of bromine, organic solvent and 1,3-butadiene is 1:(6-12):(0.4-0.6).

4. The synthesis method according to claim 3, characterized in that The method further comprises the following steps: before the bromine and the organic solvent are mixed to obtain the first mixed solution, the bromine and the organic solvent are cooled separately, and the cooling temperature is -30 to 0°C.

5. The synthesis method according to claim 3, characterized in that When the bromine, organic solvent and 1,3-butadiene are mixed in a microchannel reaction device, the flow rate ratio of the bromine, organic solvent and 1,3-butadiene is 2mL / min: (28.3-56.6mL / min): (2.1-2.8NL / min).

6. The synthesis method according to any one of claims 3 to 5, characterized in that: The at least one microreactor comprises a first microreactor (1) and a second microreactor (2) which are arranged in series. The organic solvent and bromine are pumped into the first microreactor (1) for mixing to obtain a first mixed solution. The first mixed solution and 1,3-butadiene are pumped into the second microreactor (2) for mixing and reaction.

7. The synthesis method according to claim 6, characterized in that The microchannel reaction device further comprises a first precooler (7) and a second precooler (8), wherein the first precooler (7) and the second precooler (8) are arranged before the first microreactor (1) and are respectively connected to the first microreactor (1), the organic solvent is pumped into the first precooler (7) for cooling, and the bromine is pumped into the second precooler (8) for cooling.

8. The synthesis method according to claim 6, characterized in that The at least one microreactor further comprises 1 to 4 third microreactors (5) which are sequentially arranged in series at the discharge port of the second microreactor (2); Preferably, the number of the third microreactors (5) is 1 to 2; Preferably, the microchannel reaction device further comprises at least one time delay device (6), and the time delay device (6) is arranged in series at the discharge port of the third microreactor (5); Preferably, the number of the delay devices (6) is 1 to 4; More preferably, the number of the delay devices (6) is 2 to 3.

9. A microchannel reaction device used in the synthesis method according to any one of claims 1 to 8, characterized in that: The method comprises at least one microreactor, wherein the at least one microreactor is used for reacting bromine with 1,3-butadiene to obtain trans-1,4-dibromo-butadiene; Preferably, at least one microreactor comprises a first microreactor (1) and a second microreactor (2) which are arranged in series, wherein the first microreactor (1) is used to mix an organic solvent and bromine to obtain a first mixed solution, and the second microreactor (2) is used to mix the first mixed solution with 1,3-butadiene to react to obtain trans-1,4-dibromo-dibutene; Preferably, the at least one microreactor further comprises 1 to 4 third microreactors (5) sequentially arranged in series at the discharge port of the second microreactor (2); Preferably, the microchannel reaction device further comprises at least one time delay device (6), and the time delay device (6) is arranged in series at the discharge port of the third microreactor (5); Preferably, the microchannel reaction device further comprises a first precooler (7) and a second precooler (8), wherein the first precooler (7) and the second precooler (8) are arranged before the first microreactor (1) and are respectively connected to the first microreactor (1), the first precooler (7) is used to cool the organic solvent, and the second precooler (8) is used to cool the bromine.

10. A trans-1,4-dibromo-dibutene, characterized in that: The product is prepared by the synthesis method of trans-1,4-dibromo-dibutene as described in any one of claims 1 to 8; and / or, prepared by the microchannel reaction device as described in claim 9.

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