Macromolecular bifunctional amino ketone photoinitiator and preparation method thereof

A technology of group amino ketone and photoinitiator, which is applied in the field of macromolecular bifunctional amino ketone photoinitiator and its preparation, can solve the problems of less ineffective groups, molecular chain growth, poor compatibility, etc., and achieve wide application Foreground, lighten volatile, induce high-efficiency effects

Active Publication Date: 2011-02-16
CHANGSHANG NEWSUN CHEM IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] An object of the present invention is to provide a kind of macromolecular difunctional aminoketone photoinitiator and preparation method thereof, it utilizes two secondary amines to combine monoaminoketone photoinitiator, molecular weight is multiplied, alleviated due to molecular weight Shortcomings such as volatile, easy to migrate, and odor caused by small size, while introducing few ineffective groups, the performance of the initiator does not decrease significantly, and the molecular chain grows, which solves the problem of poor compatibility

Method used

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  • Macromolecular bifunctional amino ketone photoinitiator and preparation method thereof
  • Macromolecular bifunctional amino ketone photoinitiator and preparation method thereof
  • Macromolecular bifunctional amino ketone photoinitiator and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0039] N,N'-bis(1-phenylbenzyl-1-ethyl-2-(4-morpholinophenyl)ethanone)-N,N'-dimethyl-1,3-propanediamine ( Its chemical structural formula is the preparation of following formula II):

[0040] Step 1: Add 24.5g of 1-(4-fluorophenyl)-2-bromobutanone, 100mL of 1,2-dichloroethane, 13.8 g potassium carbonate, drop the temperature to 20°C and add 5.1g N,N'-dimethyl-1,3-propanediamine dropwise, continue the reaction for 10h after the drop, after the reaction, the organic phase was washed twice with 20mL water, and separated The aqueous phase was dried with anhydrous calcium chloride, filtered, and the solvent was evaporated to obtain N,N'-bis(1-ethyl-2-(4-fluorophenyl)ethanone)-N,N'-dimethyl - 1,3-propanediamine 21 g.

[0041] Step 2: In the 250mL four-necked flask that condenser is housed, thermometer, add 21g last step product, 100g morpholine, 13g anhydrous potassium carbonate in the 250mL four-neck flask of agitator, reflux reaction until no raw material, decompression di...

Embodiment 2

[0046] N,N'-bis(1,1-dimethyl-2-(4-methylthiophenyl)ethanone)-N,N'-dimethyl-1,3-propanediamine (its chemical formula For the preparation of formula III) below:

[0047]

[0048] Step 1: Add 27.3g of 1-(4-methylthiophenyl)-2-methyl-2-bromoacetone, 100mL of 1,2-di Ethyl chloride, 13.8g of potassium carbonate, 5.1g of N,N'-dimethyl-1,3-propanediamine was added dropwise at room temperature, and the reaction was continued for 6h after the drop was completed. The water phase was removed, and the organic phase was dried with anhydrous calcium chloride, filtered and evaporated to remove the solvent.

[0049] Step 2: Add 50 mL of ethanol to the product in the previous step, heat and stir to reflux until the system is clear, then filter while hot, the solution is cooled to crystallize, suction filtered, and dried. Obtain 22g of white powder product, yield 90%.

Embodiment 3

[0051] N,N'-bis(1,1-dimethyl-2-(4-phenylphenyl)ethanone)-N,N'-dimethyl-1,3-propanediamine (its chemical formula is Preparation of formula IV) below:

[0052]

[0053] Step 1: Add 30.3g of 1-(4-phenylphenyl)-2-methyl-2-bromoacetone, 100mL of 1,2-di Ethyl chloride, 13.8g of potassium carbonate, 5.1g of N,N'-dimethyl-1,3-propanediamine was added dropwise at room temperature, and the reaction was continued for 5h after the drop was completed. The water phase was removed, and the organic phase was dried with anhydrous calcium chloride, filtered and evaporated to remove the solvent.

[0054] Step 2: Add 50 mL of ethanol to the product in the previous step, heat and stir to reflux until the system is clear, then filter while hot, the solution is cooled to crystallize, suction filtered, and dried. Obtained 25.1 g of white powder product, yield 92%.

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Abstract

The invention discloses a macromolecular bifunctional amino ketone photoinitiator and a preparation method thereof. Single amino ketone photoinitiators are combined with one another by using di-secondary amine, so that a molecular weight is doubled and the defects of easy volatilization, easy migration, smell and the like caused by a small molecular weight are overcome; simultaneously, the number of introduced invalid groups is small and the performance of the initiator is not lowered obviously; moreover, a molecular chain is longer and the problem of poor compatibility is solved. The invention also discloses the application of the macromolecular bifunctional amino ketone photoinitiator in a polymerization reaction. The photoinitiator has high initiating efficiency, high performance in various aspects and wide application prospect and can fully replace a micromolecular amino ketone photoinitiator.

Description

technical field [0001] The invention relates to the field of bifunctional photoinitiators, in particular to a macromolecular bifunctional aminoketone photoinitiator and a preparation method thereof. Background technique [0002] UV curing technology is a new green technology developed by Bayer in 1968. It refers to the process of transforming liquid resin formula into solid film in an instant after ultraviolet radiation. With people's continuous pursuit of high-quality and high-performance products, increasing attention to energy consumption and environmental pollution issues, the technical advantages of UV curing technology, such as high performance, low cost, low energy consumption, and low environmental pollution, have become more apparent. Due to the unique advantages of UV curing technology in the fields of coatings, inks, etc., its application range continues to expand, and the varieties of various functions will become more and more complete, and the prospects are ver...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C225/16C08F2/48C07C221/00C07C225/20C07D295/135C07C319/20C07C323/32
Inventor 陈健周谭叶正培林海兰
Owner CHANGSHANG NEWSUN CHEM IND
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