Polymerizable acridone photoinitiator and preparation method thereof

A technology of polymerizing photoinitiators and photoinitiators, which is applied in the field of photocuring, can solve problems such as potential safety hazards, odor migration, etc., and achieve the effect of simple preparation process and avoiding environmental and safety problems

Inactive Publication Date: 2013-04-17
HANGZHOU INST OF ADVANCED MATERIAL BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Traditional photoinitiators such as benzoin derivatives, bibenzoyl ketals, α,α-dialkoxyacetophenones, benzophenone / amines, Michler’s ketones, thiazolones / amines, etc. are mostly small Molecular photoinitiators have problems such as odor and migration during use, especially in food and drug-related materials, which have potential safety hazards

Method used

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  • Polymerizable acridone photoinitiator and preparation method thereof
  • Polymerizable acridone photoinitiator and preparation method thereof
  • Polymerizable acridone photoinitiator and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0015] Put 19.7g of acridone, 11.1g of triethylamine, and 100mL of toluene into a 250ml four-neck flask equipped with stirring, and dropwise add acryloyl chloride at a temperature of 10°C. After about 30min, the dropwise addition is completed, and then continue to stir for 1h. To stop the reaction, add 50 mL of deionized water to the reaction bottle, stir for 10 min, pour the reaction solution into a separatory funnel for liquid separation, remove the lower water layer, and then extract 3 times with 50 mL of deionized water, and the organic layer was extracted with 10 g of deionized water. Dried with magnesium sulfate, filtered, and rotated under reduced pressure to remove toluene. The obtained solid was recrystallized with methanol and dried to obtain 22.8 g of a white solid product with a yield of 91%.

Embodiment 2

[0017] Put 19.7g of acridone, 15g of triethylamine, and 100mL of dichloromethane into a 250ml four-necked flask equipped with stirring, and dropwise add acryloyl chloride at a temperature of 10°C. After about 30min, the dropwise addition is completed, and then continue to stir for 1h. , to stop the reaction, add 50mL deionized water to the reaction bottle, stir for 10min, pour the reaction solution into a separatory funnel to separate the liquid, separate the water layer, and then extract 3 times with 50mL deionized water respectively, and the organic layer is extracted with 10g deionized water Dried over magnesium sulfate, filtered, and rotated under reduced pressure to remove the solvent. The obtained solid was recrystallized with methanol and dried to obtain 23.7 g of a white solid product with a yield of 95%.

Embodiment 3

[0019] Drop into 19.7g acridone, 11.7gNa 2 CO 3 , 100mL of dichloromethane, keep the temperature at 10°C and add acryloyl chloride dropwise, the dropwise addition is completed in about 30min, then continue to stir for 1h, stop the reaction, add 50mL of deionized water into the reaction bottle, stir for 10min, pour the reaction solution into Separate the liquid in a separatory funnel, separate the water layer, and then extract three times with 50 mL deionized water respectively, dry the organic layer with 10 g colorless magnesium sulfate, filter, and rotate under reduced pressure to remove the solvent. The obtained solid is recrystallized with methanol, baked Dry to obtain 17.9 g of white solid product, yield 72%.

[0020] The product obtained in Examples 1, 2, and 3 was tested as the target product through proton nuclear magnetic resonance spectroscopy.

[0021] 1 H-NMR (CDCl 3 , 500MHz): δ5.638 (2H, d, =CH 2 ), 6.468~1.527 (1H, m, -CH=), 7.285~8.042 (8H, m, benzene ring)...

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Abstract

The invention relates to the technical field of photocuring, specifically to a polymerizable acridone photoinitiator and a preparation method thereof. The preparation method comprises the following specific steps of: reacting acridone with acryloyl chlori under an alkaline condition in an organic solvent at 0-80 DEG C to obtain the polymerizable acridone photoinitiator. The polymerizable photoinitiator preparation method disclosed by the invention is simple in process; environment and safety issues caused by using a photosensitive composition of a micro-molecular photoinitiator can be avoided; and the polymerizable photoinitiator can be used for replacing a traditional photoinitiator to apply to the photocuring formula.

Description

technical field [0001] The invention relates to the technical field of photocuring, in particular to an acridone polymerizable photoinitiator and a preparation method thereof. Background technique [0002] UV curing technology has been widely used in coatings, inks, adhesives, photoresists and other fields. The photocurable composition in the UV curing system is mainly composed of three parts: monomer, prepolymer and photoinitiator. Among them, the photoinitiator is the most important factor affecting the photosensitive performance of the photocurable composition. Looking for a good photosensitive The initiator is the key to the technology. [0003] Traditional photoinitiators such as benzoin derivatives, bibenzoyl ketals, α,α-dialkoxyacetophenones, benzophenone / amines, Michler’s ketones, thiazolones / amines, etc. are mostly small Molecular photoinitiators have problems such as odor and migration during use, especially when used in food and drug-related materials, there are...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F2/48C07D219/06
Inventor 宋国强胡春青李川
Owner HANGZHOU INST OF ADVANCED MATERIAL BEIJING UNIV OF CHEM TECH
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