CN111153814A

CN111153814A - Synthesis method of N-N-butyl ethanolamine

Info

Publication number: CN111153814A
Application number: CN202010041970.1A
Authority: CN
Inventors: 刘杰; 欧阳佳龙; 孔超
Original assignee: Anhui Huiyu Technology Service Co Ltd
Current assignee: Hubei Chuang Chuang Biological Technology Co ltd
Priority date: 2020-01-15
Filing date: 2020-01-15
Publication date: 2020-05-15
Anticipated expiration: 2040-01-15
Also published as: CN111153814B

Abstract

The invention discloses a synthetic method of N-N-butyl ethanolamine, which comprises the following steps: completing the installation of the synthesis device; adding n-butylamine into a four-mouth flask, replacing air with nitrogen, and vacuumizing; heating through an electric heating jacket, then starting a circulating pump, opening an ethylene oxide valve, and introducing ethylene oxide in an ethylene oxide container into a four-neck flask for reaction; stopping the reaction immediately when no product increase is detected, and cooling to room temperature; and then transferring the final generated material to a rectifying column, firstly recovering N-butylamine at normal pressure, and then carrying out vacuum rectification to obtain the N-N-butylethanolamine. The method effectively improves the yield of the N-N-butyl ethanolamine and reduces the synthesis cost of the N-N-butyl ethanolamine by adopting a mode of synthesizing the N-N-butyl ethanolamine by the ethylene oxide and the N-butyl amine, the ethylene oxide and the N-butyl amine have low prices, and the ethylene oxide and the N-butyl amine are subjected to addition reaction, so that the method has high atom economic benefit and does not need other solvents.

Description

Synthesis method of N-N-butyl ethanolamine

Technical Field

The invention belongs to the field of compound synthesis, and particularly relates to a method for synthesizing N-N-butyl ethanolamine.

Background

N-N-butyl ethanolamine and N, N-di-N-butyl ethanolamine are two important fine chemical intermediates, have wide application in the aspects of textile, medicine, agricultural chemicals and the like, can be used for producing medicines, coatings, surfactants and the like, and can also be used as decarbonization agents, desulfurizing agents and the like. In recent years, N-N-butyl ethanolamine is developed and utilized as an auxiliary ingredient and a coating regulator of a metal cutting fluid, and with the rapid development of the processing and building industries of China industry, the market demand of the N-N-butyl ethanolamine is rapidly expanded. Therefore, how to improve the yield of the N-N-butyl ethanolamine and how to reduce the synthesis cost of the N-N-butyl ethanolamine becomes a technical problem to be solved urgently.

Disclosure of Invention

The invention aims to overcome the problems in the prior art and provide a method for synthesizing N-N-butyl ethanolamine.

In order to achieve the technical purpose and achieve the technical effect, the invention is realized by the following technical scheme:

a synthetic method of N-N-butyl ethanolamine comprises the following steps:

the method comprises the following steps: and (3) completing the installation of the synthesis device: firstly, placing a four-mouth flask in an electric heating jacket, installing a magnetic stirrer at the bottom of the electric heating jacket, respectively connecting the four-mouth flask with a thermometer, a rectification column, an air guide pipe and a return pipe, wherein the top end of the rectification column is connected with a condenser pipe, the condenser pipe is communicated with the return pipe through a circulating pump, a pressure gauge is installed between the condenser pipe and the circulating pump, and the air guide pipe is connected with an ethylene oxide container through an ethylene oxide valve;

step two: adding n-butylamine into a four-mouth flask, replacing air with nitrogen, and vacuumizing;

step three: heating through an electric heating jacket, then starting a circulating pump, opening an ethylene oxide valve, and introducing ethylene oxide in an ethylene oxide container into a four-neck flask for reaction;

step four: stopping the reaction immediately when no product increase is detected, and cooling to room temperature;

step five: and then transferring the final generated material to a rectifying column, firstly recovering N-butylamine at normal pressure, and then carrying out vacuum rectification to obtain the N-N-butylethanolamine.

Further, the molar ratio of the n-butylamine to the ethylene oxide is 1: 1.6-1.8.

Furthermore, in the third step, the ethylene oxide is slowly introduced at a constant speed, and the introduction time is controlled to be 5-6 hours.

Further, the reaction pressure of the n-butylamine and the ethylene oxide is 0.05MPa to 0.06 MPa.

Further, the reaction starting temperature of the n-butylamine and the ethylene oxide is controlled to be 78 ℃, and the final temperature is controlled to be 134-140 ℃.

The invention has the beneficial effects that:

according to the invention, the N-N-butyl ethanolamine is synthesized by adopting the ethylene oxide and the N-butylamine, so that the yield of the N-N-butyl ethanolamine is effectively improved, the synthesis cost of the N-N-butyl ethanolamine is reduced, the ethylene oxide and the N-butylamine are low in price, and are subjected to addition reaction, the atom economic benefit is high, other solvents are not needed, and the cost can be obviously reduced as long as the generation amount of the N, N-di-N-butyl ethanolamine is well controlled; by adopting a production process of circulating reaction and separation while reaction, the reaction product is removed in time, and the generation amount of the N, N-di-N-butyl ethanolamine is effectively inhibited, so that the purposes of high yield and low cost of the N-N-butyl ethanolamine are achieved.

Drawings

The accompanying drawings, which are included to provide a further understanding of the invention and are incorporated in and constitute a part of this application, illustrate embodiment(s) of the invention and together with the description serve to explain the invention without limiting the invention. In the drawings:

FIG. 1 is a schematic diagram of a synthesis apparatus according to the present invention;

FIG. 2 is a graph showing the relationship between the conversion of n-butylamine and the product selectivity in the present invention;

FIG. 3 is a schematic diagram showing the relationship between the ethylene oxide feed rate and the product selectivity in the present invention;

FIG. 4 is a schematic representation of the reaction pressure versus product selectivity in the present invention.

Detailed Description

The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.

The synthesis method of N-N-butyl ethanolamine shown in figure 1 comprises the following steps:

the method comprises the following steps: and (3) completing the installation of the synthesis device: firstly, a four-neck flask 3 is placed in an electric jacket 2, a magnetic stirrer 1 is installed at the bottom of the electric jacket 2, the four-neck flask 3 is respectively connected with a thermometer 10, a rectification column 4, an air duct 12 and a return pipe 11, the top end of the rectification column 4 is connected with a condenser pipe 5 in an installing manner, the condenser pipe 5 is communicated with the return pipe 11 through a circulating pump 7, a pressure gauge 6 is installed between the condenser pipe 5 and the circulating pump 7, and the air duct 12 is connected with an ethylene oxide container 8 through an ethylene oxide valve 9;

step two: adding n-butylamine into the four-neck flask 3, replacing air with nitrogen, and vacuumizing;

step three: heating through an electric heating jacket 2, then starting a circulating pump 7, opening an ethylene oxide valve 9, and introducing ethylene oxide in an ethylene oxide container 8 into a four-neck flask 3 for reaction;

step five: and then transferring the final generated material into a rectifying column 4, recovering N-butylamine at normal pressure, then rectifying in vacuum to obtain N-N-butylethanolamine, and rectifying and recovering the N, N-di-N-butylethanolamine after the N, N-di-N-butylethanolamine with high boiling point is combined for multiple times.

As can be seen from FIG. 2, with the increase of the addition of N-butylamine, the conversion rate of N-butylamine is lower and lower but the selectivity of N-N-butylethanolamine generation is gradually improved, the recovery cost of N-butylamine is comprehensively considered, and the molar ratio of N-butylamine to ethylene oxide is preferably controlled to be 1: 1.6-1.8.

As can be seen from FIG. 3, the introduction speed of ethylene oxide is a main factor influencing the reaction, the actual introduction speed reflects the molar ratio of n-butylamine to ethylene oxide in the reaction region, the introduction speed is too high, the ethylene oxide content in the reaction region is too high, and the molar ratio of n-butylamine to ethylene oxide in the region is lowered, so that by-products are increased, and the product selectivity is deteriorated; the feeding speed is too slow, the product selectivity is not increased much and tends to be stable, but the energy consumption is increased, the production cost control is not facilitated, so that the ethylene oxide is fed slowly at a constant speed and is controlled to be added within 5-6 hours.

As can be seen from FIG. 4, the reaction pressure is low, the product selectivity is poor, the reaction pressure is too high, the requirements on equipment are high, and the energy consumption cost is increased correspondingly, so that the optimal reaction pressure of the n-butylamine and the ethylene oxide is 0.05 MPa-0.06 MPa.

In order to keep the proper n-butylamine gasification amount, the temperature of the kettle is gradually increased in the reaction process, the reaction starting temperature of the n-butylamine and ethylene oxide is controlled at 78 ℃, products are more and more along with the reaction, the boiling point of the products is 198 ℃, so that the temperature of materials in the kettle is gradually increased to ensure the gasification amount of the n-butylamine, and the final temperature is controlled at 134-140 ℃, so that the ethylene oxide is fully converted and reacted under the condition of ensuring the gasification amount.

The foregoing shows and describes the general principles, essential features, and advantages of the invention. It will be understood by those skilled in the art that the present invention is not limited to the embodiments described above, which are described in the specification and illustrated only to illustrate the principle of the present invention, but that various changes and modifications may be made therein without departing from the spirit and scope of the present invention, which fall within the scope of the invention as claimed.

Claims

1. A method for synthesizing N-N-butyl ethanolamine is characterized by comprising the following steps: the synthesis method comprises the following steps:

the method comprises the following steps: and (3) completing the installation of the synthesis device: firstly, a four-mouth flask (3) is placed in an electric heating jacket (2), a magnetic stirrer (1) is installed at the bottom of the electric heating jacket (2), the four-mouth flask (3) is respectively connected with a thermometer (10), a rectifying column (4), an air guide pipe (12) and a return pipe (11), a condensing pipe (5) is installed and connected at the top end of the rectifying column (4), the condensing pipe (5) is communicated with the return pipe (11) through a circulating pump (7), a pressure gauge (6) is installed between the condensing pipe (5) and the circulating pump (7), and the air guide pipe (12) is connected with an ethylene oxide container (8) through an ethylene oxide valve (9);

step two: adding n-butylamine into the four-mouth flask (3), replacing air with nitrogen, and vacuumizing;

step three: heating through an electric heating jacket (2), then starting a circulating pump (7), opening an ethylene oxide valve (9), and introducing ethylene oxide in an ethylene oxide container (8) into a four-neck flask (3) for reaction;

step five: and then transferring the final generated material into a rectifying column (4), recovering N-butylamine at normal pressure, and then performing vacuum rectification to obtain the N-N-butylethanolamine.

2. The method for synthesizing N-N-butyl ethanolamine according to claim 1, wherein the method comprises the following steps: the molar ratio of the n-butylamine to the ethylene oxide is 1: 1.6-1.8.

3. The method for synthesizing N-N-butyl ethanolamine according to claim 1, wherein the method comprises the following steps: in the third step, the ethylene oxide is slowly introduced at a constant speed, and the introduction time is controlled to be 5-6 hours.

4. The method for synthesizing N-N-butyl ethanolamine according to claim 1, wherein the method comprises the following steps: the reaction pressure of the n-butylamine and the ethylene oxide is 0.05 MPa-0.06 MPa.

5. The method for synthesizing N-N-butyl ethanolamine according to claim 1, wherein the method comprises the following steps: the reaction starting temperature of the n-butylamine and the ethylene oxide is controlled to be 78 ℃, and the final temperature is controlled to be 134-140 ℃.