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Synthetic method of trans-1,4-cyclohexane diisocyanate

A technology of cyclohexane diisocyanate and cyclohexane dicarboxylic acid, applied in the preparation of carboxylic acid nitrogen-containing derivatives, organic chemistry, etc., can solve the problems of short reaction cycle, achieve short reaction cycle, easy to obtain raw materials, and process route simple effect

Active Publication Date: 2011-12-14
江苏恒祥化学股份有限公司
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  • 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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  • Synthetic method of trans-1,4-cyclohexane diisocyanate
  • Synthetic method of trans-1,4-cyclohexane diisocyanate

Examples

Experimental program
Comparison scheme
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 synthesis method of trans-1,4-cyclohexane diisocyanate, which includes the following steps: (1) Mix trans-1,4-cyclohexanedicarboxylic acid and thionyl chloride, and heat Reflux and recover excess thionyl chloride under reduced pressure to obtain trans-trans-1,4-cyclohexanedicarboxyl chloride; (2) Add toluene to trans-1,4-cyclohexanedicarboxyl chloride , benzene or xylene, heat to 45-75°C, then add sodium azide to obtain a mixture; (3) Insulate the mixture at a temperature of 45-75°C for 0.5-1.5 hours; filter to remove insoluble matter and recover under reduced pressure Toluene is distilled to obtain trans-1,4-cyclohexane diisocyanate. The synthesis method of the present invention has a simple process route, easy-to-obtain raw materials, short reaction cycle, and is suitable for industrial large-scale 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 Patents(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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