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Method for synthesizing isophorone diisocyanate

A technology of isophorone diisocyanate and isophorone dicarbamate, which is applied in the field of isocyanate synthesis, can solve the problems of difficult catalyst separation, high boiling point of by-products, and great potential safety hazards, and achieves good industrial application prospects, Mild reaction conditions and little safety hazard

Pending Publication Date: 2022-05-17
INST OF PROCESS ENG CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The aminolysis reaction of dimethyl carbonate is a non-phosgene synthetic carbamate method developed in recent years, but the price of dimethyl carbonate is relatively expensive, the reaction selectivity is not high, and it is easy to form an azeotrope with methanol. Separation is difficult, and the catalyst is mainly a homogeneous catalyst, which limits its large-scale application
The non-phosgene route of producing IPDI by urea method has a total yield of more than 90%. It is a promising non-phosgene method for producing IPDI. It has certain competitiveness in the market, but it has high requirements for equipment , the process is complicated, the operation is relatively difficult, the by-product has a high boiling point, it is difficult to separate and recover, and the use of metal salt catalyst or homogeneous catalyst is easy to cause corrosion to the equipment or difficult to separate the subsequent catalyst
[0005] In the prior art methods, there are certain defects, such as high toxicity of raw materials, great potential safety hazards, high cost of raw materials, complicated process, etc.

Method used

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  • Method for synthesizing isophorone diisocyanate

Examples

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Comparison scheme
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Embodiment 1

[0051] This embodiment provides a method for synthesizing isophorone diisocyanate, the synthesis system used in the method is as follows figure 1 As shown, the method includes the following steps:

[0052] (1) Mix isophorone diamine, urea, ethanol and iron oxide catalyst at 190°C for carbonylation for 5 hours, separate solid from liquid and perform purification treatment to obtain isophorone dicarbamate;

[0053] The mol ratio of described urea and described isophorone diamine is 2.1:1, and the mol ratio of described ethanol and described isophorone diamine is 20:1, and the quality of iron oxide catalyst is described isophorone diamine. 10% of the mass of ketone diamine;

[0054] The purification treatment includes deamination treatment, ethanol removal treatment and urea removal treatment of the filtrate obtained by the solid-liquid separation; the ethanol, urea and heavy component polymer obtained by the purification treatment are returned to carry out carbonylation reactio...

Embodiment 2

[0060] The present embodiment provides a kind of method for synthesizing isophorone diisocyanate, described method comprises the following steps:

[0061] (1) Mix isophoronediamine, n-propyl carbamate, n-propanol and titanium dioxide catalyst at 200°C for carbonylation reaction for 5 hours, separate solid and liquid and perform purification treatment to obtain isophorone dicarbamate ester;

[0062] The mol ratio of described n-propyl carbamate and described isophorone diamine is 15:1, and the mol ratio of described n-propanol and described isophorone diamine is 20:1, and the mol ratio of titanium oxide catalyst The mass is 10% of the mass of the isophorone diamine;

[0063] The purification treatment includes deamination treatment, de-n-propanol treatment and decarbamate treatment of the filtrate obtained by the solid-liquid separation; the n-propanol, decarbamate n-propyl ester and The heavy fraction polymer returns to the carbonylation reaction;

[0064] (2) Mix the isoph...

Embodiment 3

[0069] The present embodiment provides a kind of method for synthesizing isophorone diisocyanate, described method comprises the following steps:

[0070] (1) Mix isophorone diamine, methyl carbamate, methanol, zirconium oxide and dicobalt trioxide catalyst for carbonylation reaction at 210°C for 5 hours, separate solid and liquid and carry out purification treatment to obtain isophorone di carbamate;

[0071] The mol ratio of described methyl carbamate and described isophorone diamine is 5:1, and the mol ratio of described methyl alcohol and described isophorone diamine is 50:1, and the mass of cobalt trioxide catalyst It is 5% of the mass of the isophorone diamine, and the mass of the zirconia catalyst is 5% of the mass of the isophorone diamine;

[0072] The purification treatment includes deamination treatment, demethanol treatment and decarbamate treatment of the filtrate obtained by the solid-liquid separation; the methanol, decarbamate methyl ester and heavy component ...

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Abstract

The invention provides a method for synthesizing isophorone diisocyanate, which comprises the following steps: (1) mixing isophorone diamine, a carbonylation agent, a first solvent and a catalyst, carrying out carbonylation reaction, carrying out solid-liquid separation, and carrying out purification treatment to obtain isophorone dicarbamate; and (2) mixing the isophorone dicarbamate with a second solvent to carry out pyrolytic reaction, and purifying the product to obtain the isophorone diisocyanate. The method is simple in process and free of pollution and potential safety hazards, and the intermediate product isophorone dicarbamate and the final product isophorone diisocyanate are high in yield and purity.

Description

technical field [0001] The invention belongs to the field of isocyanate synthesis, and relates to a method for synthesizing (cyclo)aliphatic diisocyanate, in particular to a method for synthesizing isophorone diisocyanate. Background technique [0002] Isophorone diisocyanate (IPDI) is a non-yellowing (cyclo)aliphatic diisocyanate. IPDI contains two different isocyanate groups: one aliphatic and one cycloaliphatic, and their reactivity is different. Due to its unique chemical structure, IPDI can be compatible with almost all kinds of paint resins and has excellent compatibility with many solvents, and it has large molecular weight, low toxicity, good weather resistance, long service life, reasonable price and Excellent heat resistance and other advantages make IPDI the most versatile diisocyanate. In addition to polyester industry, IPDI is used as a crosslinking agent, coupling agent, and hydroxylation stabilizer, and is generally used to manufacture high-grade polyurethan...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C263/06C07C263/04C07C265/14
CPCC07C263/06C07C263/04C07C265/14
Inventor 王利国徐爽李会泉贺鹏曹妍陈家强郑征王雪赵雪峰
Owner INST OF PROCESS ENG CHINESE ACAD OF SCI
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