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1, 4-cyclohexyl diisocyanate synthesis method

A technology of cyclohexane diisocyanate and synthesis method, which is applied in the preparation of nitro compounds and carbon monoxide reaction, organic chemistry, etc., can solve the problems of high operating environment requirements, serious pollution, and unreported CHDI synthesis process, and achieve the synthesis process Simple route, high product yield and high purity

Inactive Publication Date: 2012-12-19
江苏恒祥化学股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] In the 1980s, it was reported abroad that CHDI was used to synthesize polyurethane, but the synthesis process of CHDI has not been reported in China.
[0013] The synthesis route of this process is short, and the yield is about 70%, but this method needs to pass two kinds of gases, among them, phosgene is a kind of colorless and highly toxic gas, which has high requirements on the operating environment and serious pollution

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Dissolve 74.25g (0.25mol) of solid triphosgene in 171g of chloroform, cool the solution to -5°C-0°C, slowly add 28.5g (0.25mol) of 1,4-cyclohexanediamine dropwise, and the reaction is heated up React at 55-60°C for 6 hours. After the end, cool down to 10-20°C, wash with alkali until weakly alkaline to neutral, recover chloroform, and rectify under reduced pressure to obtain light yellow waxy solid 1,4-cyclohexanedi 33.3 g of isocyanate, yield 80.2%, purity 98.5% (GC).

Embodiment 2

[0025] Dissolve 148.5g (0.5mol) of solid triphosgene in 342g of chloroform, cool the solution to -5°C-0°C, slowly add 57g (0.5mol) of 1,4-cyclohexanediamine dropwise, and the addition is completed; the temperature of the reaction solution is raised to React at 55-60°C for 6 hours. After the end, cool down to 10-20°C, wash with alkali until weakly alkaline to neutral, recover chloroform, and rectify under reduced pressure to obtain light yellow waxy solid 1,4-cyclohexane diisocyanate 67.1g, yield 80.8%, purity 98.7% (GC).

Embodiment 3

[0027] Dissolve 222.75g (0.75mol) of solid triphosgene in 513g of chloroform, cool the solution to -5°C-0°C, slowly add 85.5g (0.75mol) of 1,4-cyclohexanediamine dropwise, and the reaction is completed; the temperature of the reaction solution is raised React at 55-60°C for 6 hours. After the end, cool down to 10-20°C, wash with alkali until weakly alkaline to neutral, recover chloroform, and rectify under reduced pressure to obtain light yellow waxy solid 1,4-cyclohexanedi 101.1 g of isocyanate, yield 81.2%, purity 99.0% (GC).

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PUM

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Abstract

The invention discloses a 1, 4-cyclohexyl diisocyanate synthesis method. The 1, 4-cyclohexyl diisocyanate synthesis method comprises the following steps that 1, solid triphosgene is dissolved in chloroform; the solution is cooled to a temperature of -5 to 0 DEG C; and 1,4-cyclohexanediamine is slowly and dropwisely added into the cooled solution; and 2, the mixed solution is heated to a temperature of 40 to 70 DEG C and undergoes a reaction for 6 hours; reaction products are cooled to a temperature of 10 to 20 DEG C and then are washed by an alkali until the reaction products are alkalescent; after the reaction products has a pH value of 7, chloroform is recovered; and 1, 4-cyclohexyl diisocyanate which is a faint yellow waxy solid is obtained by reduced pressure rectification. The 1, 4-cyclohexyl diisocyanate synthesis method has a simple synthesis route, avoids use of hypertoxic gas, and has a high product yield above 80% and high purity above 98.5%.

Description

technical field [0001] The invention relates to a method for synthesizing diisocyanate, in particular to a method for synthesizing 1,4-cyclohexane diisocyanate. Background technique [0002] Aliphatic and cycloaliphatic diisocyanates (ADI) are a class of specialty chemicals with -N=C=O functional groups, which are mainly used as raw materials for the manufacture of polyurethane materials. Polyurethane, which is formed by the addition polymerization of organic diisocyanate or polyisocyanate and dihydroxy or polyhydroxy compounds, can be used to manufacture plastics, rubber, fibers, rigid and flexible foams, adhesives and coatings. Diisocyanate molecules are important structural factors in the synthesis of polyurethane, and their different molecular structures directly affect the performance of polyurethane. 1,4-cyclohexane diisocyanate (1,4-cyclohexane disocyanate, CHDI for short) is a new type of diisocyanate with highly symmetrical and regular molecules, which can improve ...

Claims

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Application Information

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IPC IPC(8): C07C265/14C07C263/14
Inventor 邱志刚
Owner 江苏恒祥化学股份有限公司
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