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Method for synthesizing trans-1,4-cyclohexane diisocyanate

A technology of cyclohexane diisocyanate and cyclohexane dicarboxylic acid, which is applied in the preparation of carboxylic acid nitrogen-containing derivatives, organic chemistry and other directions, can solve the problems of short reaction period and the like, and achieves short reaction period, easy availability of raw materials, and process route. simple effect

Active Publication Date: 2010-06-16
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] Still lacking a kind of processing route is simple at present, and raw material is easy to get, and reaction cycle is short, is suitable for the synthetic method of the trans-1 of industrialized large-scale production, 4-cyclohexane diisocyanate (CHDI)

Method used

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  • Method for synthesizing trans-1,4-cyclohexane diisocyanate
  • Method for synthesizing trans-1,4-cyclohexane diisocyanate

Examples

Experimental program
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Effect test

Embodiment 1

[0018] 172.18g trans-1,4-cyclohexanedicarboxylic acid (1mol), 440ml (6mol) thionyl chloride, add in the three-necked flask of reflux condenser, stirring, thermometer and tail gas absorption device, heat and reflux for 4 hours, The excess thionyl chloride was recovered under reduced pressure to obtain 199.5 g of crude trans-1,4-cyclohexanedicarbonyl chloride, with a yield of 94.99%.

Embodiment 2

[0020] 172.18g trans-1,4-cyclohexanedicarboxylic acid (1mol), 440ml (6mol) thionyl chloride, add in the three-necked flask of reflux condenser, stirring, thermometer and tail gas absorption device, heat and reflux for 3.5 hours, The excess thionyl chloride was recovered under reduced pressure to obtain 196.9 g of crude trans-1,4-cyclohexanedicarbonyl chloride, with a yield of 94.21%.

Embodiment 3

[0022] 172.18g trans-1,4-cyclohexanedicarboxylic acid (1mol), 440ml (6mol) thionyl chloride, add in the three-necked flask of reflux condenser, stirring, thermometer and tail gas absorption device, heat and reflux for 3 hours, The excess thionyl chloride was recovered under reduced pressure to obtain 186.7 g of crude trans-1,4-cyclohexanedicarbonyl chloride, with a yield of 89.33%.

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Abstract

The invention discloses a method for synthesizing trans-1,4-cyclohexane diisocyanate, which comprises the following steps: (1) mixing trans-1,4-cyclohexanedicarboxylic acid with thionyl chloride, heating under reflux, decompressing and recovering the extra thionyl chloride for obtaining trans-1,4-cyclohexanedicarbonyl chloride; (2) adding toluene, benzene or xylene into the trans-1,4-cyclohexanedicarbonyl chloride, heating to 45-75 DEG C, and further adding sodium azide for obtaining mixture; and (3) keeping the temperature of the mixture for 0.5-1.5 hours at the temperature of 45-75 DEG C, filtering for removing insoluble matters, decompressing, recovering the toluene and distilling for obtaining the trans-1,4-cyclohexane diisocyanate. The synthesis method has the advantages of simple process route, easy obtainment of raw materials and short reaction period, thereby being applicable to industrial mass production.

Description

technical field [0001] The invention relates to a method for synthesizing diisocyanate, in particular to a method for synthesizing trans-1,4-cyclohexane diisocyanate (CHDI), and belongs to the field of diisocyanate synthesis. Background technique [0002] Trans-1,4-cyclohexane diisocyanate (CHDI) is a special diisocyanate. It has a compact and symmetrical molecular structure, forming tight hard segments in polyurethane. CHDI-based polyurethane elastomers have excellent high-temperature dynamic physical properties (low thermal hysteresis), light and color stability, solvent resistance and abrasion resistance, and hydrolysis resistance. The softening temperature can be as high as 270 ° C, and the glass transition temperature Can be as low as about -80°C. This type of polyurethane elastomer is especially suitable for hot and humid environments, humid environments, and occasions that require abrasion and tear resistance. Mainly used in medical polyurethane elastomers with dyn...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C265/14C07C263/12
Inventor 邱志刚
Owner 江苏恒祥化学股份有限公司
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