Polymerisable benzophenone photoinitiator and its preparing method

A technology of benzophenone and photoinitiator, which is applied in the field of benzophenone photoinitiator and its preparation, can solve problems such as easy volatilization, migration, and reduced photopolymerization initiation efficiency, so as to improve compatibility, initiate Increased speed, reduced toxicity and migration effects

Inactive Publication Date: 2008-10-22
SHANGHAI JIAO TONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Traditional small-molecule photoinitiators are prone to volatilization and migration due to their poor compatibility with photocuring systems, thereby reducing the initiation efficiency of photopolymerization and causing odor and toxicity to the product

Method used

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  • Polymerisable benzophenone photoinitiator and its preparing method
  • Polymerisable benzophenone photoinitiator and its preparing method
  • Polymerisable benzophenone photoinitiator and its preparing method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] (a) In a three-necked flask equipped with a water separator, a condenser and a nitrogen protection device, under nitrogen protection, add 7.50 grams of p-aminothiophenol, 50 mL of 1-methyl-2-pyrrolidone, and 3.60 grams of potassium hydroxide , 12.96 grams of 4-chlorobenzophenone and 30 mL of toluene, stirred to make the system evenly mixed. Slowly raise the temperature to 130-135°C in an oil bath, and react for 3 hours, during which the water in the system azeotropes out with toluene. Slowly raise the temperature to 170-175°C again, and react for 3 hours. After slowly cooling down to room temperature, filter with suction to remove insoluble matter. The filtrate was slowly added to a vigorously stirred mixture of 100 mL of concentrated hydrochloric acid and 500 mL of ice-water within 1 hour.

[0028] Suction filtration, washing with water and petroleum ether, and drying the filter cake in a vacuum oven to obtain 18.35 g of product. Recrystallize from a mixed solution ...

Embodiment 2

[0032] (a) In a three-necked flask equipped with a water separator, condenser and nitrogen protection device, under nitrogen protection, add 8.80 grams of p-aminothiophenol, 40 mL of 1-methyl-2-pyrrolidone, and 2.60 grams of potassium hydroxide , 30 mL of toluene and 8.80 grams of 4,4' dichlorobenzophenone. Slowly raise the temperature to 130-135°C within 30 minutes, and react for 3 hours, during which water azeotropes out with toluene. Slowly raise the temperature again so that the temperature of the system rises to between 170-175° C., all the toluene is released, and the reaction is carried out for 3 hours. Cool down to room temperature naturally, and remove the insoluble matter by suction filtration. Slowly pour the filtrate into a mixture of 140mL concentrated hydrochloric acid and 400mL ice-water, stir, filter with suction, and wash with water. Vacuum drying gave 16.01 g of dark yellow to light brown 4,4'-bis[(4-amino)phenylthio]benzophenone hydrochloride. Heat and di...

Embodiment 3

[0036] (a) In a three-necked flask equipped with a water separator, a condenser, and a nitrogen protection device, add 4.40 grams of p-aminothiophenol, 40 mL of 1-methyl-2-pyrrolidone, and 2.60 grams of potassium hydroxide in sequence under nitrogen protection. , 30 mL of toluene and 8.80 grams of 4,4'-dichlorobenzophenone. Slowly raise the temperature to 130-135°C within 30 minutes, and react for 3 hours, during which water azeotropes out with toluene. Slowly raise the temperature again so that the temperature of the system rises to between 170-175° C., all the toluene is released, and the reaction is carried out for 3 hours. Cool down to room temperature naturally, and remove the insoluble matter by suction filtration. Slowly pour the filtrate into a mixture of 75mL of concentrated hydrochloric acid and 250mL of ice-water, stir, filter with suction, and wash with water. Vacuum drying to obtain 12.71 g of dark yellow to light brown 4-chloro-4'-[(4-amino)phenylthio]benzophen...

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Abstract

The invention discloses a diphenylketone photo-initiator and Method for preparation of polymerisable expressed as follows. Using halogenated diphenylketone and aminophenol or aminobenzenethiol as raw material, producing benzenethiol contains amidol, and then reacting with propenoyl chloride or methyl propenoyl chloride in the existense of triethylamine, producing polymerisable diphenylketone photo-initiator. Because there is phenoxy or benzene sulfenyl in structure, compared with diphenylketone, the ultraviolet absorption has large red shift; the initiation speed has large improvement. The introduction of unsaturated acidamide group improves the compatibility with other initiation system, decresing the surface migration of low-molecule photo-initiator greatly. Because there is unsaturated double bond in structure, it can also be the synthesized monomer of high polymer photo-initiator, hasing wide use in ultraviolet light curing and so on realm.

Description

Technical field: [0001] The invention belongs to an organic compound and a preparation method thereof, in particular to a polymerizable benzophenone photoinitiator and a preparation method thereof. Background technique: [0002] In 1946, Inmont Corporation of the United States first published the technology patent of unsaturated polyester / styrene ultraviolet (UV) light-curing ink, and the light-curing technology has maintained rapid development since then. Especially in industrial fields such as photocurable coatings, photoresists, photocurable inks, electronic packaging materials, adhesives, CD duplication, and paper glazing, UV curing technology has shown good development prospects. In the technological progress of photocuring systems, the research and development of new high-efficiency photoinitiator systems has always occupied a very important position. [0003] Traditional small-molecule photoinitiators are prone to volatilization and migration due to their poor compat...

Claims

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Application Information

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IPC IPC(8): C07C233/27C07C231/12C07C323/37C07C319/14G03F7/004
Inventor 王洪宇韦军印杰
Owner SHANGHAI JIAO TONG UNIV
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