CN108623468A - The method that benzylamine is prepared using microchannel reaction unit - Google Patents
The method that benzylamine is prepared using microchannel reaction unit Download PDFInfo
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- CN108623468A CN108623468A CN201810653044.2A CN201810653044A CN108623468A CN 108623468 A CN108623468 A CN 108623468A CN 201810653044 A CN201810653044 A CN 201810653044A CN 108623468 A CN108623468 A CN 108623468A
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- benzylamine
- reaction
- benzyl chloride
- ammonium hydroxide
- reaction unit
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
- C07C209/06—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
- C07C209/08—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
Abstract
The invention discloses a kind of using the method for preparing benzylamine using microchannel reaction unit, i.e., benzyl chloride and ammonium hydroxide is each led into micro passage reaction, hybrid reaction under the conditions of temperature is 60~170 DEG C, pressure is 0.5~2.5MPa.Deamination, alkali cleaning, liquid separation, distillation are carried out to reaction solution after reaction, obtain benzylamine product.The technique that serialization of the present invention prepares benzylamine has the advantages such as easy to operate, product yield is high, and the high mass-and heat-transfer performance of microreactor improves the selectivity of benzylamine, and by-product is few, to improve the yield of reflection.
Description
Technical field
The present invention relates to technical field of fine, and in particular to the method for preparing benzylamine using microchannel reaction unit.
Background technology
Benzylamine is the intermediate for the important source material chloro--methylpyridine for preparing pesticide imidacloprid, with benzylamine and third
Aldehyde is to obtain by-product benzyl chloride during raw material prepares chloro--methylpyridine, and benzyl chloride is to prepare the raw material of benzylamine, cycle
Benzylamine raw material is prepared using benzyl chloride to be of great significance.
There are many preparation method of benzylamine, wherein present document relates to benzyl chloride ammonolysis process to prepare benzylamine be a kind of important method,
Industrial applications.Benzyl chloride belongs to Huffman alkylated reaction with reacting for ammonium hydroxide, and the nucleophilicity of reaction product benzylamine is strong compared with ammonium hydroxide,
It is easier to that nucleophilic substitution generation dibenzylamine occurs with benzyl chloride, dibenzylamine nucleophilicity is stronger, to will produce multistage amine by-product
Object, so benzyl chloride and ammonium hydroxide molar ratio are up to 1 in traditional handicraft:30 can just obtain more primary amine.Benzyl chloride is reacted with ammonium hydroxide
Liquid liquid-liquid heterogeneous reaction, to improve benzylamine yield, it will usually add phase transfer catalyst.But traditional handicraft is significantly excessive in ammonium hydroxide
And under the operating mode of addition phase transfer catalyst, the yield of benzylamine only has 40% or so.Existing benzyl chloride ammonolysis process prepares benzylamine technique
Existing deficiency：Ammonium hydroxide consumption is big, and generation wastewater flow rate is big, increases production cost；The multistage generated in reaction process
Amine is more, increases separating difficulty, and tertiary amine, quaternary amine utility value are low；Benzylamine yield is low.
The key that benzyl chloride ammonolysis process prepares benzylamine is quickly to react to convert by benzyl chloride to obtain benzylamine, and the reaction right and wrong
Homogeneous hybrid reaction needs higher mass-transfer efficiency.Tank reactor mass-transfer efficiency is low, even if benzyl chloride is added drop-wise to a large amount of ammonia
Also quickly it can not convert benzyl chloride to benzylamine in water, inevitably generate a large amount of by-products.The present invention is answered by microchannel plate
The efficient mass-transfer efficiency of device is realized the quick hybrid reaction of benzyl chloride and ammonium hydroxide, and be can effectively avoid without back-mixing under continuous stream mode
The contact of benzylamine and the complete benzyl chloride of unreacted, to achieve the purpose that improve benzylamine selectivity and yield, reduce ammonia volume.
Invention content
The purpose of the present invention is to provide a kind of methods preparing benzylamine using microchannel reaction unit, solve existing benzylamine
Yield existing for synthesis technology is low, ammonia consumption is big, the insufficient problem more than by-product.
In order to solve the above technical problems, the present invention uses following technical scheme：
A method of benzylamine is prepared using microchannel reaction unit, including benzyl chloride and ammonium hydroxide are each led into micro passage reaction
And it is reacted.
Preferably, the micro passage reaction is mass transfer enhancement type micro passage reaction, including warm-up block, reaction
Module and refrigerating module.
Preferably, the micro passage reaction hydraulic diameter is 0.3~10 mm.
Preferably, the temperature of the reaction is 60~170 DEG C, pressure is 0.5~2.5MPa.
Preferably, the mixed material of the benzyl chloride and ammonium hydroxide stops 5~15s in reaction module.
Preferably, the reaction temperature is 90~140 DEG C.
Preferably, the benzyl chloride and the molar ratio of ammonium hydroxide are 1:3~15.
Preferably, the benzyl chloride and the molar ratio of ammonium hydroxide are 1:5~8.
Preferably, the ammonia concn is 10%~30%.
Preferably, carrying out deamination, alkali cleaning, liquid separation, distillation to reaction solution after reaction, benzylamine product is obtained.
Compared with prior art, beneficial effects of the present invention are at least one of following：
Compared with existing benzyl chloride ammonolysis process prepares benzylamine technique, this technology is not necessarily to the addition of phase transfer catalyst, reduces ammonia
Dosage and separating energy consumption.
The present invention realizes the continuous production of benzyl chloride ammonolysis legal system benzylamine, and simplifies operating process, reduces ammonium hydroxide use
Amount, reduces production cost, and selectivity, the by-product for improving benzylamine are few to improve reaction yield（Yield is more than 80%）.
The present invention gives reaction system certain pressure by back pressure form, prevents ammonium hydroxide from volatilizing or vaporizing.
Specific implementation mode
In order to make the purpose , technical scheme and advantage of the present invention be clearer, with reference to embodiments, to the present invention
It is further elaborated.It should be appreciated that the specific embodiments described herein are merely illustrative of the present invention, it is not used to
Limit the present invention.
Embodiment 1
Take the ammonium hydroxide of a certain amount of benzyl chloride and mass fraction 10%, set feed flow rate 15mL/min and 67mL/min, control its into
The molar ratio of material is 1:3, external heat-exchanging controlling reaction temperature is 60 DEG C, back pressure 0.5MPa.Benzyl chloride and the preheated module of ammonium hydroxide
Enter micro passage reaction hybrid reaction after being preheated to 60 DEG C of reaction temperature, when benzyl chloride and ammonium hydroxide stop in micro passage reaction
Between be 5s, reaction solution is into feed bottle after refrigerating module cools down after react, and reaction solution is through deamination, alkali cleaning, liquid separation, distillation etc.
Step obtains benzylamine, yield 76%.
Embodiment 2
Take 25% ammonium hydroxide of a certain amount of benzyl chloride and mass fraction, set feed flow rate 15mL/min and 131mL/min, control its into
The molar ratio of material is 1:5, external heat-exchanging controlling reaction temperature is 170 DEG C, back pressure 2.5MPa.Benzyl chloride and the preheated module of ammonium hydroxide
Enter micro passage reaction hybrid reaction after being preheated to 170 DEG C of reaction temperature, benzyl chloride and ammonium hydroxide stop in micro passage reaction
Time is 15s, and reaction solution enters feed bottle after refrigerating module cools down after having reacted, and reaction solution is through deamination, alkali cleaning, liquid separation, steaming
Evaporate and etc. benzylamine, yield 75%.
Embodiment 3
Take 20% ammonium hydroxide of a certain amount of benzyl chloride and mass fraction, set feed flow rate 15mL/min and 131mL/min, control its into
The molar ratio of material is 1:8, external heat-exchanging controlling reaction temperature is 90 DEG C, back pressure 2.2MPa.Benzyl chloride and the preheated module of ammonium hydroxide
Enter micro passage reaction hybrid reaction after being preheated to 90 DEG C of reaction temperature, when benzyl chloride and ammonium hydroxide stop in micro passage reaction
Between be 7s, reaction solution is into feed bottle after refrigerating module cools down after react, and reaction solution is through deamination, alkali cleaning, liquid separation, distillation etc.
Step obtains benzylamine, yield 82%.
Embodiment 4
Take 30% ammonium hydroxide of a certain amount of benzyl chloride and mass fraction, set feed flow rate 15mL/min and 134mL/min, control its into
The molar ratio of material is 1:7, external heat-exchanging controlling reaction temperature is 120 DEG C, back pressure 1.5MPa.Benzyl chloride and the preheated module of ammonium hydroxide
Enter micro passage reaction hybrid reaction after being preheated to 120 DEG C of reaction temperature, benzyl chloride and ammonium hydroxide stop in micro passage reaction
Time is 10s, and reaction solution enters feed bottle after refrigerating module cools down after having reacted, and reaction solution is through deamination, alkali cleaning, liquid separation, steaming
Evaporate and etc. benzylamine, yield 84.5%.
Embodiment 5
Take 15% ammonium hydroxide of a certain amount of benzyl chloride and mass fraction, set feed flow rate 15mL/min and 142mL/min, control its into
The molar ratio of material is 1:15, external heat-exchanging controlling reaction temperature is 140 DEG C, back pressure 0.5MPa.Benzyl chloride and the preheated mould of ammonium hydroxide
Block enters micro passage reaction hybrid reaction after being preheated to 140 DEG C of reaction temperature, and benzyl chloride and ammonium hydroxide stop in micro passage reaction
It is 13s to stay the time, after react reaction solution after refrigerating module cools down into feed bottle, reaction solution through deamination, alkali cleaning, liquid separation,
Distillation and etc. benzylamine, yield 80.2%.
It can be seen that compared with existing benzyl chloride ammonolysis process prepares benzylamine technique by embodiment 1-5, method of the invention
Without the addition of phase transfer catalyst, ammonia dosage and separating energy consumption are reduced, improves benzylamine yield, simplifies the same of production technology
When reduce production cost.
Embodiment 1-5 is compared, the yield of benzylamine can reach 84.5% in embodiment 4, be much better than other embodiment
As a result, especially embodiment 1 and embodiment 2, but it is emphasized that even embodiment 1 and embodiment 2, yield
Also above 75%, and there was only 40% or so to the yield of benzylamine than in the prior art, it may be said that technical solution in the application with it is existing
Having technology to compare has significant progress.
Although reference be made herein to invention has been described for multiple explanatory embodiments of the invention, however, it is to be understood that
Those skilled in the art can be designed that a lot of other modification and implementations, these modifications and implementations will be fallen in this Shen
It please be within disclosed scope and spirit.It more specifically, within the scope of the present disclosure and claims, can be to master
The building block and/or layout for inscribing composite configuration carry out a variety of variations and modifications.In addition to what is carried out to building block and/or layout
Outside modification and improvement, to those skilled in the art, other purposes also will be apparent.
Claims (10)
1. a kind of method preparing benzylamine using microchannel reaction unit, it is characterised in that：Including benzyl chloride and ammonium hydroxide are led to respectively
Enter micro passage reaction and is reacted.
2. the method according to claim 1 for preparing benzylamine using microchannel reaction unit, which is characterized in that described micro- logical
Road reactor is mass transfer enhancement type micro passage reaction, including warm-up block, reaction module and refrigerating module.
3. the method according to claim 1 for preparing benzylamine using microchannel reaction unit, which is characterized in that described micro- logical
A diameter of 0.3~10 mm of road reactor waterpower.
4. the method according to claim 1 for preparing benzylamine using microchannel reaction unit, which is characterized in that the reaction
Temperature be 60~170 DEG C, pressure is 0.5~2.5MPa.
5. the method according to claim 2 for preparing benzylamine using microchannel reaction unit, which is characterized in that the benzyl chloride
5~15s is stopped in reaction module with the mixed material of ammonium hydroxide.
6. the method according to claim 1 for preparing benzylamine using microchannel reaction unit, which is characterized in that the reaction
Temperature is 90~140 DEG C.
7. the method according to claim 1 for preparing benzylamine using microchannel reaction unit, which is characterized in that the benzyl chloride
Molar ratio with ammonium hydroxide is 1:3~15.
8. the method according to claim 1 for preparing benzylamine using microchannel reaction unit, which is characterized in that the benzyl chloride
Molar ratio with ammonium hydroxide is 1:5~8.
9. the method according to claim 1 for preparing benzylamine using microchannel reaction unit, which is characterized in that the ammonium hydroxide
A concentration of 10%~30%.
10. the method according to claim 1 for preparing benzylamine using microchannel reaction unit, which is characterized in that reaction knot
Deamination, alkali cleaning, liquid separation, distillation are carried out to reaction solution after beam, obtain benzylamine product.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109651156A (en) * | 2019-01-17 | 2019-04-19 | 内蒙古元正精细化工有限责任公司 | A method of benzylamine is prepared using micro passage reaction serialization |
| CN111253313A (en) * | 2020-02-26 | 2020-06-09 | 青岛恒宁生物科技有限公司 | Method for preparing pyrazole amide compounds by using microreactor |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD12818A (en) * | ||||
| CN106748800A (en) * | 2016-11-11 | 2017-05-31 | 上海沃凯生物技术有限公司 | A kind of preparation method of N, N dimethyl benzylamine |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD12818A (en) * | ||||
| CN106748800A (en) * | 2016-11-11 | 2017-05-31 | 上海沃凯生物技术有限公司 | A kind of preparation method of N, N dimethyl benzylamine |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109651156A (en) * | 2019-01-17 | 2019-04-19 | 内蒙古元正精细化工有限责任公司 | A method of benzylamine is prepared using micro passage reaction serialization |
| CN111253313A (en) * | 2020-02-26 | 2020-06-09 | 青岛恒宁生物科技有限公司 | Method for preparing pyrazole amide compounds by using microreactor |
| CN111253313B (en) * | 2020-02-26 | 2023-09-26 | 青岛恒宁生物科技有限公司 | Method for preparing pyrazole amide compound by utilizing microreactor |
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