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Trifunctional photoinitiator and preparation method thereof

A technology of photoinitiator and trifunctionality, which is applied in the field of trifunctionality photoinitiator and preparation, can solve the problems of reducing photoinitiator mobility and volatility, low photoinitiation activity, low mobility, etc. The effect of initiating activity, simple preparation of raw materials, and easy synthesis conditions

Active Publication Date: 2020-01-24
NANCHANG HANGKONG UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

One of the current research focuses on new photoinitiators is that the fragments generated after photoinitiator cracking will gradually migrate out of the surface of the cured product, which will affect product performance over time. There are many factors to be considered in the design of new photoinitiators, such as macromolecules The photoinitiator has lower mobility, but the photoinitiation activity is lower, because the increase of the molecular weight of the photoinitiator will affect its free radical transmission, resulting in a decrease in activity; Resin system matching problem
The trifunctionality designed in the present invention is based on the existing commercial photoinitiator, trying to ensure the activity of the photoinitiator, by increasing the molecular weight, reducing the migration and volatility of the photoinitiator, and obtaining a photoinitiator with better comprehensive performance. New photoinitiator, no report at home and abroad

Method used

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  • Trifunctional photoinitiator and preparation method thereof
  • Trifunctional photoinitiator and preparation method thereof
  • Trifunctional photoinitiator and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] (1) Add 3.28g (0.02mol) 1173 photoinitiator and 2.25g (0.022mol) triethylamine in a three-necked flask, and magnetically stir the dichloromethane dissolved in 50ml at room temperature. To react at room temperature, dissolve 4.63g (0.022mol) of chlorinated hemiphthalic anhydride in 20ml of dichloromethane, add it to a constant pressure dropping funnel, and slowly drop it into a three-necked flask. After the dropwise addition, continue to stir and react overnight, remove triethylamine hydrochloride by filtration, and purify the dried organic phase again by column chromatography. The developer of the corresponding silica gel column is a solvent mixed with petroleum ether and ethyl acetate. The specific ratio is v (petroleum ether): v (ethyl acetate) = 2:1, and 5.10 g of the product yellow liquid is obtained.

[0034] (2) Weigh 3.38G of the above intermediate, 4.48g of 2959 photoinitiator, dimethylformamide (DMF) and methanesulfonic acid, heat up to 105°C under stirring and...

Embodiment 2

[0036] (1) Add 6.56g (0.04mol) of 1173 photoinitiator and 4.5g (0.044mol) of triethylamine in a three-necked flask, and magnetically stir the dichloromethane dissolved in 100ml at room temperature. To react at room temperature, dissolve 9.26g (0.044mol) of chlorinated hemiphthalic anhydride in 40ml of dichloromethane, add a constant pressure dropping funnel, and slowly drop it into a three-necked flask. After the dropwise addition, continue to stir and react overnight, filter to remove triethylamine hydrochloride, wash the filtrate 3 times with 50ml deionized water, and purify the dried organic phase again by column chromatography. The developing agent for the corresponding silica gel column is mixed petroleum Ether and ethyl acetate solvent. The specific ratio is v (petroleum ether): v (ethyl acetate) = 2:1, and the obtained product is 11.0 g of yellow liquid.

[0037] (2) Weigh 6.76g of the above-mentioned intermediate, 9.96g of 2959 photoinitiator, 100ml of dimethylformami...

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Abstract

The invention relates to a trifunctional photoinitiator and a preparation method thereof. The molecular formula of the trifunctional photoinitiator is C43H44O13, and the molecular weight of the trifunctional photoinitiator is 769.82. 2-hydroxyl-2-methyl-phenylacetone (Darocur 1173 or HMPP) and chloridized metaphthalic anhydride which are used as raw materials undergo an esterification reaction tointroduce acid anhydride, and the acid anhydride reacts with two molecules of a photoinitiator [4-(2-hydroxyethoxy)phenyl]-2-methyl-1-acetone (Darocur 2959 or HHMP) to obtain the trifunctional photoinitiator HTH containing one molecule of Darocur 1173 and two molecules of the Darocur 2959 group. The photoinitiator contains three active groups, sp the photoinitiator has the advantages of increasedmolecular weight, an enhanced activity, excellent mobility, excellent volatility and excellent thermal stability.

Description

technical field [0001] The invention discloses a trifunctional photoinitiator and a preparation method thereof, specifically belonging to the technical field of fine chemical additives. [0002] technical background [0003] Radiation curing technology is widely used in coatings, inks, adhesives, microelectronics, 3D printing, medicine and other fields due to its advantages of fast curing, high production efficiency, energy saving, environmental protection, economy, and application to a variety of substrates. [0004] The essence of UV curing is that the photoinitiator decomposes rapidly under ultraviolet radiation to generate active free radical fragments, triggering the instantaneous polymerization and crosslinking of the photocurable resin and reactive diluent to obtain a cured product. Wherein the general content ratio of the photoinitiator is 1-5%, although the ratio is small, its function is very critical. Photoinitiator, as an important part of the photocuring system,...

Claims

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Application Information

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IPC IPC(8): C07C69/76C07C67/08C08F2/48
CPCC07C69/76C07C67/08C07D307/89C08F2/48
Inventor 钟荣周彦芳
Owner NANCHANG HANGKONG UNIVERSITY
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