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

The preparation method of 2-isopropylthioxanthone

A technology of isopropylthioxanthone and isopropylbenzophenone, which is applied in the field of preparation of high-efficiency ultraviolet photoinitiator 2-isopropylthioxanthone, can solve the problem of reducing photoinitiation efficiency and the amount of concentrated sulfuric acid Solve the problems of large waste acid and low product yield, and achieve the effect of convenient and easy solvent recovery, short production cycle and high product yield

Active Publication Date: 2019-10-15
TIANJIN JIURI NEW MATERIALS CO LTD
View PDF6 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The disadvantages of this method are: the amount of concentrated sulfuric acid used is large (more than 10 times the quality of dithiodiphenylformic acid), so a large amount of waste acid is produced; the yield of the product obtained is not high (the yield is only about 75%); The product is a mixture of 2-isopropylthioxanthone and 4-isopropylthioxanthone, which cannot be separated, thus reducing its photoinitiation efficiency
The method also has the disadvantages of the above method: use a large amount of excessive volatile, irritating, highly corrosive sulfur oxychloride; the product yield obtained is low (yield 69%); the product obtained is 2- Mixture of isopropylthioxanthone and 4-isopropylthioxanthone
However, there are still many deficiencies in method 3. Even if the consumption of sulfur powder, potassium carbonate and solvent is enlarged, 2-3% of 2-isopropyl xanthone still exists; secondly, 2-isopropyl xanthone The polarity of 2-isopropylthioxanthone is not much different, which increases the difficulty of purification; again, the reaction uses diethylene glycol polar solvent, which is dissolved in water and remains in the water phase. Method 3 does not give Recycling method, but without recycling, it will inevitably produce wastewater with high COD, and it is difficult to recycle from water. In short, it adds difficulties to post-processing.
[0017] also increased cost

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
  • The preparation method of 2-isopropylthioxanthone
  • The preparation method of 2-isopropylthioxanthone
  • The preparation method of 2-isopropylthioxanthone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Embodiment 1: Preparation method of 2-isopropylthioxanthone

[0043] 1) Dissolve 28.9g (0.10mol) 2-chloro-2'-methoxy-5'-isopropylbenzophenone in 80mL toluene, add 0.6g (0.01mol) copper powder, 7.0g (0.22 mol) sulfur powder and 24.4g (0.23mol) sodium carbonate, stir evenly, heat to reflux for reaction, TLC or liquid chromatography to monitor the reaction, after the reaction, start to cool down;

[0044] 2) After step 1) drops to room temperature, first filter the insoluble matter in the system, add 80mL water to the filtrate, wash with water, and recover the solvent from the organic phase, then add 50mL methanol to the residue for recrystallization, and obtain 20.3g light yellow The solid, namely: 2-isopropylthioxanthone, has a content of 99.0% and a melting point of 75-77°C.

Embodiment 2

[0045] Embodiment 2: Preparation of 2-isopropylthioxanthone

[0046] 1) Dissolve 28.9g (0.10mol) 2-chloro-2'-methoxy-5'-isopropylbenzophenone in 90mL chlorobenzene, add 0.6g (0.01mol) copper powder, 7.0g ( 0.22mol) sulfur powder and 24.4g (0.23mol) sodium carbonate, stir evenly, heat to reflux for reaction, TLC or liquid chromatography to monitor the reaction, after the reaction, start to cool down;

[0047] 2) After step 1) is lowered to room temperature, first filter the insoluble matter in the system, add 80 mL of water to the filtrate, wash with water, and recover the solvent from the organic phase, then add 50 mL of methanol to the residue for recrystallization, and obtain 21.0 g of light yellow The solid, namely: 2-isopropylthioxanthone, has a content of 99.0% and a melting point of 75-77°C.

Embodiment 3

[0048] Embodiment 3: Preparation of 2-isopropylthioxanthone

[0049] 1) Dissolve 30.3g (0.10mol) 2-chloro-2'-ethoxy-5'-isopropylbenzophenone in 60mL dichloroethane, add 0.6g (0.01mol) copper powder, 7.0 g (0.22mol) of sulfur powder and 24.4g (0.23mol) of sodium carbonate, stir evenly, heat to reflux for reaction, monitor the reaction by TLC or liquid chromatography, and start to cool down after the reaction;

[0050] 2) After step 1) is lowered to room temperature, first filter the insoluble matter in the system, add 80 mL of water to the filtrate, wash with water, and recover the solvent from the organic phase, then add 50 mL of methanol to the residue for recrystallization, and obtain 20.8 g of light yellow The solid, namely: 2-isopropylthioxanthone, has a content of 99.3% and a melting point of 75-77°C.

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

PropertyMeasurementUnit
melting pointaaaaaaaaaa
Login to View More

Abstract

The invention relates to and provides a method for preparing 2-isopropyl thioxanthone by enabling raw material 2-chloro-2'-methoxy-5'-isopropyl diphenyl ketone or 2-chloro-2'-ethoxy-5'-isopropyl diphenyl ketone to react with powdered sulfur in the presence of an alkaline substance and copper powder. The method provided by the invention is a process for preparing 2-isopropyl thioxanthone with the advantages of no use of a solvent difficult to recycle, high content, few impurities, fast reaction, low raw material consumption and simple and convenient aftertreatment.

Description

technical field [0001] The invention relates to a preparation method of high-efficiency ultraviolet photoinitiator 2-isopropylthioxanthone. Background technique [0002] 2-Isopropylthioxanthone (trade name ITX) is a high-efficiency free radical type II photoinitiator, suitable for photocurable materials composed of unsaturated polyester and acrylic monomers, and can be used in colorless or colored UV curing inks, wooden furniture, decorative coatings, adhesives, automotive metal parts coatings, optical fiber manufacturing, printed luminescent materials, etc. It acts as a sensitizer when used together with a cationic photoinitiator, and can also be used as a photosensitizer to enhance the curing performance of photoinitiator 907. In recent years, the research on thioxanthone-based photoinitiators tends to be in the direction of macromolecules (CN200410093977.9, CN02824159.2, CN20101021842208), but there are generally problems such as low yield, high cost, unfriendly process ...

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): C07D335/16
Inventor 毛桂红武瑞罗想任凤霞张齐
Owner TIANJIN JIURI NEW MATERIALS CO LTD
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