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Epoxide-substituted pyrazoline derivative, photocurable composition and preparation method

A technology of epoxy and pyrazoline, applied in epoxy resin coatings, organic chemistry, coatings, etc., can solve problems such as product performance degradation, easy migration, and small molecule residues

Active Publication Date: 2021-03-30
TONGJI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The molecular weight of photosensitizers is generally small and chemical reactions are not easy to occur. Although this can ensure that the formula has no unnecessary side reactions during the illumination process, it will cause a large amount of small molecules in the formula to remain, making it easy to migrate after the product is cured, resulting in poor product performance. decline

Method used

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  • Epoxide-substituted pyrazoline derivative, photocurable composition and preparation method
  • Epoxide-substituted pyrazoline derivative, photocurable composition and preparation method
  • Epoxide-substituted pyrazoline derivative, photocurable composition and preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0088] Embodiment 1: Synthesize target molecule (I)-1 according to the following route

[0089]

[0090] (a) Sodium hydroxide, absolute ethanol, room temperature, 1h;

[0091] (b) Sodium hydroxide, absolute ethanol, 80°C, 2h

[0092] (c) Potassium hydroxide, tetrabutylammonium bromide, toluene, 110°C, 4h;

[0093] 1. Synthesis of 3-(4-hydroxymethylphenyl)-1-phenyl-2-en-1-one

[0094] Add acetophenone (12.00 g, 0.10 mol), 4-hydroxymethylbenzaldehyde (13.62 g, 0.10 mol) and absolute ethanol (30 mL) into a 100 mL three-necked flask containing a magnetic rotor, and stir at room temperature. Then an aqueous solution of sodium hydroxide (12.00 g, 0.30 mol, 12 mL) was prepared and added dropwise to the reaction system through a constant pressure dropping funnel. The reaction process was monitored by a silica gel chromatographic plate. After the reaction was completed, it was filtered, and the filtrate was concentrated and then filtered. The solid obtained by two filtrations wa...

Embodiment 2

[0099] Example 2: Synthesis of Target Molecules (I)-2 to (I)-8

[0100] The preparation method of described pyrazoline type photosensitizer is the same as embodiment one, changes aryl ethyl ketone and R 4 can be achieved. The specific yield and mass spectrometric characterization results are as follows.

[0101]

Embodiment 3

[0102] Example 3: Synthesis of Target Molecules (I)-9 to (I)-14

[0103] The preparation method of described pyrazoline type photosensitizer is the same as embodiment one, change substituted phenylhydrazine and R 4 can be achieved. The specific yield and mass spectrometric characterization results are as follows.

[0104]

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Abstract

The present application relates to an epoxide-substituted pyrazoline derivative represented by the following formulae (I) and (II), a photocurable composition, and a method for preparing the epoxide-substituted pyrazoline derivative represented by the following formulae (I) and (II). The epoxide-substituted pyrazoline derivatives represented by the formula (I) and the formula (II) have good absorption at a wavelength of 350 nm or more, and can be used as sensitizers for photocuring polymerization. The synthesis steps of molecules are simple, and the method is suitable for industrial productionand application; meanwhile, the molecule can form chemical bond bonding with a photocuring product, so that the mobility of the molecule is reduced.

Description

technical field [0001] The invention belongs to the field of organic chemistry of new materials, and in particular relates to the preparation of an epoxy-substituted pyrazoline derivative and its use as a sensitizer in a photocuring system. Background technique [0002] Ultraviolet-visible light (UV-Vis) curing is a curing method that uses ultraviolet light or visible light to cure coatings. It has the advantages of rapid curing, energy saving and environmental protection, no VOC (volatile organic solvents), and wide applicability. It is used in inks, It is widely used in electronic packaging, light-curing rapid prototyping, photoresist, adhesive and other fields. According to the different free radicals generated by the photoinitiator, photocuring can be divided into free radical curing and cationic curing. [0003] Compared with free radical curing, cationic curing system (non-acrylate) has the advantages of not being easily affected by oxygen inhibition and small curing ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D405/12C07D409/14C07D405/14C08G59/68C08G59/22C08F2/50C09D163/00C09D163/02
CPCC07D405/12C07D409/14C07D405/14C08G59/686C08G59/687C08G59/223C08F2/50C09D163/00C08L75/14
Inventor 金明陈世雄万德成
Owner TONGJI UNIV
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