Supercharge Your Innovation With Domain-Expert AI Agents!

Preparation method for cyclohexyl diketone glycol monoketal

A technology of cyclohexyldione ethylene glycol and cyclohexyldione, applied in the field of chemical synthesis, can solve the problems of low yield and the like, and achieve the effects of simple production equipment, improved yield and simplified process

Active Publication Date: 2014-11-12
河北凡克新材料有限公司
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method has a low yield and is not suitable for industrial production

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

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Preparation method for cyclohexyl diketone glycol monoketal
  • Preparation method for cyclohexyl diketone glycol monoketal
  • Preparation method for cyclohexyl diketone glycol monoketal

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] In a 1L three-necked flask, add 76.6g (0.75mol) ethylene glycol acetone, 335.0g petroleum ether, 7.4g phosphotungstic heteropoly acid, 33.6g (0.3mol) 1,4-cyclohexanedione, and react at 40°C 4h. The reaction solution was analyzed by GC, diketone: monoketal: diketal = 16.33: 69.04: 13.10.

[0030] After the reaction is finished, remove the phosphotungstic heteropolyacid by filtration, wash the petroleum ether layer with 5% aqueous sodium hydroxide solution until neutral, dry with potassium carbonate, filter with suction, remove the solvent by rotary evaporation of the filtrate, carry out vacuum distillation for the residual liquid, and collect 67~ 33.7g of the fraction at 70℃ / 0.45mmHg was crystallized once with 17ml of acetone and 67ml of petroleum ether, and 25.4g of white crystals were obtained, which was 1,4-cyclohexyldiketone ethylene glycol monoketal, with a yield of 54.2%. Gas phase monitoring, purity 99.52%.

Embodiment 2

[0032] In a 250ml three-necked flask, add 35.9g (0.28mol) ethylene glycol cyclopentanone, 70.0g cyclopentane, 4.5g HMAS-5 molecular sieve, 22.4g (0.2mol) 1,4-cyclohexanedione, 60 ℃ reaction 9h. The reaction solution was analyzed by GC, diketone: monoketal: diketal = 14.52: 67.14: 16.51.

[0033] After the reaction is finished, remove the HMAS-5 molecular sieve by filtration, remove the solvent by rotary evaporation of the filtrate, carry out vacuum distillation on the residual liquid, collect 21.9g of fractions at 70~72°C / 0.52mmHg, crystallize once with 12ml of acetone and 48ml of petroleum ether, 16.6 g of white crystals were obtained, which was 1,4-cyclohexyldiketone ethylene glycol monoketal, with a yield of 53.1%, and a purity of 99.45% by gas phase monitoring.

Embodiment 3

[0035] In a 500 ml three-necked flask, add 78.1g (0.6mol) ethylene glycol acetal-3-methyl-2-butanone, 160.0g cyclohexane, 7.4g p-toluenesulfonic acid, 22.4g (0.2mol) 1, 4-cyclohexanedione, react at 60°C for 80min. The reaction solution was analyzed by GC, diketone: monoketal: diketal = 15.42: 65.01: 18.06.

[0036] After the reaction, the cyclohexane layer was washed with saturated aqueous sodium bicarbonate until neutral, dried with potassium carbonate, filtered with suction, the filtrate was rotatively evaporated to remove the solvent, the residual liquid was subjected to vacuum distillation, and the fraction at 71~73°C / 0.58mmHg was collected 21.6g was crystallized once with 12ml of acetone and 48ml of petroleum ether, and 15.8g of white crystals were obtained, which was 1,4-cyclohexyldiketone ethylene glycol monoketal. The yield was 50.6%, and the purity was 99.32% by gas phase monitoring.

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 discloses a preparation method for cyclohexyl diketone glycol monoketal. The method comprises the following step of: undergoing a disproportionation reaction on 1,4-cyclohexanedione or 4,4'-dicyclohexyl diketone and ethylene ketal shown as a formula (I) in an organic solvent in the presence of an acid catalyst at the temperature of 20-110 DEG C to obtain the cyclohexyl diketone glycol monoketal. Due to the adoption of the method disclosed by the invention, the content of cyclohexyl diketone glycol monoketal in three components can be increased by 30 percent and 50 percent in comparison to the prior art when a condensation reaction is balanced, production equipment is simple, a technical process is easy and reasonable, and industrial production is facilitated.

Description

technical field [0001] The invention relates to a method for synthesizing compounds widely used as raw materials or intermediates of liquid crystal display materials, medicines, pesticides and spices, especially a method for preparing cyclohexyldiketone ethylene glycol monoketal, which belongs to the field of chemical synthesis. Background technique [0002] Cyclohexane-based liquid crystals are liquid crystals containing cyclohexane skeletons, which have high stability, wide nematic phase temperature range and low viscosity, and overcome the low phase transition temperature of liquid crystals containing benzene ring skeletons that are still widely used. , high viscosity, and slow response speed, so this type of liquid crystal has developed rapidly in recent years. The cyclohexyl diketone ethylene glycol monoketal with the structure of formula (II) can introduce a cyclohexane ring into the molecular skeleton because it has a cyclohexane ring. At the same time, because only ...

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 Patents(China)
IPC IPC(8): C07D493/10C07D317/72
Inventor 李韶辉底鹏陆敬国周文涛司晓芳何星辉刘金兰
Owner 河北凡克新材料有限公司
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

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

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com