Unlock instant, AI-driven research and patent intelligence for your innovation.

Method for cyclically preparing N-methyl morpholine

A technology of methylmorpholine and cyclic preparation, which is applied in the direction of organic chemistry, can solve the problems of non-compliance with the principles of green chemistry, strong methylamine odor, inflammability and explosion, etc., achieve important economic significance and environmental protection value, and save acid materials Effect

Inactive Publication Date: 2017-05-10
ZHEJIANG UNIV
View PDF3 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Dichloroethyl ether can come from the by-product of the production of ethylene oxide by the chlorohydrin method, the price is not high, but the resources are limited
The disadvantage is that the reaction is carried out under high temperature and high pressure, and the raw materials methylamine and hydrogen used are flammable and explosive, methylamine has a strong odor and toxicity, and has a great impact on the environment, which makes the cost of production and safety assurance high.
This requires high technical requirements and low reaction selectivity
[0009] 5), N-methyldiethanolamine method (PL85092, 1977): Using N-methyldiethanolamine as raw material and hydrochloric acid as catalyst, it is necessary to analyze the generated N-methylmorpholine hydrochloride with an inorganic base to generate a large amount of Sodium chloride consumes a lot, emits a lot, and does not meet the principles of green chemistry

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for cyclically preparing N-methyl morpholine
  • Method for cyclically preparing N-methyl morpholine
  • Method for cyclically preparing N-methyl morpholine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Embodiment 1, a kind of cyclic preparation method of N-methylmorpholine, take N-methyldiethanolamine as raw material, concentrated sulfuric acid (concentration 98%) is catalyzer, carries out following steps successively:

[0044] 1), synthesis:

[0045] In a 500ml four-neck flask, slowly add 110g of concentrated sulfuric acid (1.1mol, 98%) dropwise (control the temperature not to exceed 60°C, and the dropwise addition ends within about 30 minutes) to 119.16g of N-methyldiethanolamine (1mol ), the temperature was raised to 160-170° C. for reflux reaction for 7 hours, and water evaporated during the reaction. After the reaction, cool to room temperature to obtain a synthetic reaction solution.

[0046] 2), ammonium salt transfer:

[0047] Under the condition of stirring at room temperature, 119.16g of N-methyldiethanolamine (1mol) was added dropwise (dropping time was about 30 minutes) into the synthesis reaction solution, and then 1.19g of PEG-8000 (about N-methyldieth...

Embodiment 1-1

[0050] Embodiment 1-1, first cycle reaction:

[0051] The reaction liquid (that is, the still liquid containing N-methyldiethanolamine, sulfuric acid and polyether substances as ammonium salt transfer agent) after the distillation in step 3) of Example 1 is heated up to 160-170°C for reaction 7 hours, then cooled to room temperature to obtain the still liquid for circulating reaction;

[0052] In this way, the liquid used in the circular reaction was used to replace the synthetic reaction solution and polyether substance (PEG-8000) in step 2) of Example 1, and 0.015 g of PEG-8000 was added appropriately, that is, the supplemented PEG-8000 accounted for 1.26% by weight of PEG-8000 added for the first time. Then the temperature was raised to 60-70° C. and stirred for 30 minutes; the amount and addition method of N-methyldiethanolamine were the same as step 2) of Example 1.

[0053]Finally, repeat step 3) of the above-mentioned embodiment 1.

[0054] Remarks: Due to the consid...

Embodiment 1-2

[0055] Embodiment 1-2, second cycle reaction:

[0056] The still liquid after distillation in Example 1-1 was subjected to the second cycle reaction according to the method described in Example 1-1, and the weight of the added PEG-8000 was changed to 0.02g.

[0057] By analogy, the third cycle to the fifth cycle corresponding to Example 1-3 to Example 1-5 were obtained, and the obtained results are described in Table 1 below.

[0058] Table 1

[0059]

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a method for cyclically preparing N-methyl morpholine. The method comprises the following steps: (1) synthesizing, namely reacting N-methyldiethanolamine and sulfuric acid, cooling to room temperature so as to obtain a synthetic reaction solution; (2) performing ammonium salt transfer, namely adding N-methyldiethanolamine into the synthetic reaction solution obtained in the step (1), adding ammonium salt transfer agent for carrying out an ammonium salt transfer exchange reaction; (3) distilling, namely performing reduced pressure distillation on the ammonium salt transfer reaction solution obtained in the step (2) so as to respectively obtain the fraction and residues, wherein the fraction is N-methyl morpholine; and (4) carrying out circular reaction, namely carrying out synthetic reaction on the residue obtained in the step (3), cooling to room temperature so as to obtain the residue for the circular reaction, replacing the synthetic reaction solution and the ammonium salt transfer agent in the step (2) by using the residue for the circular reaction, and sequentially performing the ammonium salt transfer in the step (2) and distillation in the step (3).

Description

technical field [0001] The invention relates to a recycling preparation method of organic compounds, namely a recycling preparation method of N-methylmorpholine. Background technique [0002] N-methylmorpholine is a heterocyclic tertiary amine with the properties of ether and amine, widely used in the synthesis of pesticide compounds such as insecticides, fungicides, and plant growth regulators, and also used in surfactants, lubricating oils Synthesis of fine chemical products such as coolant, metal antirust agent, fiber treatment agent, etc., the structural formula is shown in S-1. [0003] [0004] According to comprehensive literature reports, the preparation of N-methylmorpholine mainly adopts the following methods at present: [0005] 1), morpholine method (DE2205597, 1973): morpholine is used as raw material to produce through methylation. The process is carried out intermittently in a stirred reactor, the ratio of raw materials is morpholine: formaldehyde: formic...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07D295/023C07D295/03
CPCC07D295/023C07D295/03
Inventor 陈新志竺贝贝叶小明钱超
Owner ZHEJIANG UNIV