Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Method for preparing methylcyclohexyl diisocyanate

A technology of methyl cyclohexyl diisocyanate and methyl cyclohexyl diamine, which is applied in the field of non-phosgene preparation of methyl cyclohexyl diisocyanate, can solve the problems of long process route, poor safety, complicated technology and the like, and achieves simplified process, Easy to operate, simple effect of exhaust gas treatment

Inactive Publication Date: 2011-06-08
UPCHEM CHINA
View PDF4 Cites 8 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The present invention aims at the disadvantages of long process route, complex technology and poor safety in the preparation of methylcyclohexyl diisocyanate by the traditional phosgene method, and provides a non-phosgene preparation method of methylcyclohexyl diisocyanate, which has the advantages of operation Convenience, high safety, environmental friendliness, etc.

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] 300 ml o-dichlorobenzene solution containing 128.26 g (1 mole) of methylcyclohexyldiamine isomer mixture and 300 ml o-dichlorobenzene containing 396 g (1.34 mole) bis(trichloromethyl)carbonate The solutions were slowly added into 1000 ml three-neck flasks, and the temperature of the reaction system was controlled below 50 °C during the dropwise addition. After the dropwise addition, the temperature was raised to reflux for 3 hours. After the solvent was distilled off under reduced pressure, the distillate product at 126-131°C / 2 mmHg was collected by rectification. The content of methylcyclohexyl diisocyanate analyzed by GC is 96.8%.

Embodiment 2

[0026]Slowly add 300 ml of benzonitrile solution containing 128.23 g (1 mol) of methylcyclohexyldiamine isomer mixture to 300 ml of benzonitrile containing 396.2 g (1.34 mol) of bis(trichloromethyl)carbonate solution. During the dropwise addition, the temperature of the reaction system was controlled below 50 °C. After the dropwise addition was completed, the temperature was raised to reflux, and kept at this temperature for 3 hours under reflux. After distilling off the solvent, rectify and collect the distillate product at 125-130 ℃ / 2mmHg. GC analysis showed that the content of methylcyclohexyl diisocyanate isomer mixture was 96.1%.

Embodiment 3

[0028] Add 100 ml of benzonitrile in the reaction flask, heat up to 160 ° C, and dissolve 300 ml of benzonitrile containing 128.3 g (1 mole) of methylcyclohexyldiamine isomer mixture into 250 ml of benzonitrile containing 148.5 g (0.5 mole of ) The benzonitrile solution of bis(trichloromethyl)carbonate was added to the reaction flask at the same time. Add dropwise within 3.5 hours at 160-165°C, then add 250 ml of benzonitrile solution containing 148.6 g (0.5 mol) bis(trichloromethyl)carbonate dropwise at the same temperature, and keep warm for 3 hours after adding . After distilling off the solvent, rectification collected the distillate product at 122-132 ℃ / 1.5 mmHg. GC analysis showed that the content of methylcyclohexyl diisocyanate isomer mixture was 86.5%.

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 belongs to the technical field of organic compounds and in particular relates to a method for preparing methylcyclohexyl diisocyanate by non-phosgene. The method comprises the following step of: reacting methylcyclohexyl diamine or an isomer mixture thereof or salt thereof or a mixture of amine and salt thereof as a raw material with bis(trichloromethyl)carbonate or trichloromethyl chloroformate or a mixture of the bis(trichloromethyl)carbonate and the trichloromethyl chloroformate in an inert solvent. In the method, the phosgene is replaced by the bis(trichloromethyl)carbonate or the trichloromethyl chloroformate or the mixture of the bis(trichloromethyl)carbonate and the trichloromethyl chloroformate; and the bis(trichloromethyl)carbonate or the trichloromethyl chloroformate or the mixture of the bis(trichloromethyl)carbonate and the trichloromethyl chloroformate reacts with methylcyclohexyl diamine or salt thereof to prepare the methylcyclohexyl diisocyanate. Compared with the traditional phosgene method, the method provided by the invention has convenience for operation, high safety, environment friendliness and mild reaction condition; and because the charging and the reaction are performed in normal pressure, the requirements on production equipment are reduced, and the process is simplified.

Description

technical field [0001] The invention belongs to the technical field of organic compounds, in particular to a method for preparing methylcyclohexyl diisocyanate without phosgene. Background technique [0002] Methylcyclohexyl diisocyanate, also known as hydrogenated TDI, or HTDI, is an aliphatic isocyanate. The polyurethane products made from it have excellent characteristics such as non-yellowing, light stability, weather resistance and high mechanical properties. Currently commonly used aliphatic isocyanates are isophorone diisocyanate (IPDI) and hexamethylene diisocyanate (HDI). Although the former has good performance, its high price has been difficult to popularize because it mainly relies on imports; and the latter is also difficult to apply to high-performance polyurethane products because its performance is not as good as the former. The emergence of HTDI can make up for the deficiencies of both IPDI and HDI. Methylcyclohexyl diisocyanate, including two isomers of ...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07C265/14C07C263/04C07C263/00
Inventor 夏晨东高剑萍
Owner UPCHEM CHINA
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com