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A kind of nitrogen-containing polyfunctional acrylate resin, preparation method and application thereof

An acrylate and multifunctional technology, applied in the field of photosensitive polymer materials, can solve the problems of isocyanate with irritating odor, skin irritation, and increased film brittleness, so as to achieve high reactivity, improve adhesion, and reduce stress shrinkage Effect

Active Publication Date: 2016-08-17
LUCKY HUAGUANG GRAPHICS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are two defects in this method: one is that isocyanate has a pungent smell, which has a strong stimulating effect on the skin, eyes and respiratory tract, and has relatively large toxic and side effects
Second, there are many side reactions in this synthesis method, and hydrolysis reactions may occur between alcohol compounds and isocyanates
Too much urea-based structure in the polymer will lead to excessive hydrogen bonds in the material, increased brittleness of the film layer, and decreased water resistance
In addition, the generated product contains N-H bonds, and there is a strong hydrogen bond interaction, so the viscosity of the product is generally large, which affects its application.

Method used

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  • A kind of nitrogen-containing polyfunctional acrylate resin, preparation method and application thereof

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preparation example Construction

[0040] The preparation method of nitrogen-containing polyfunctionality acrylate resin of the present invention is as follows: comprise the following steps:

[0041] (1) Add the amine compound shown in the formula (II) into the reaction kettle, and then add the cyclocarbonate compound shown in the formula (III) under nitrogen atmosphere, wherein the cyclocarbonate compound and the nitrogen atom in the amine compound The molar ratio is 1:1; the temperature rises after the feeding is completed, and the reaction temperature is 60-120 o C, after the reaction finishes, lower the temperature, and the reaction generates an intermediate product shown in the following formula (IV):

[0042] (II)

[0043] Where n is an integer from 0 to 16, such as ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, hexaethyleneheptamine, heptaethyleneoctamine, octaethylenenonamine, nine Ethylene Decylamine, Decaethylene Undecylamine, Undecylethy...

Embodiment 1

[0056] Add 100 parts of diethylenetriamine to a 5 L double-layer glass reactor equipped with a mechanical stirrer, thermometer, sampling port, gas inlet, constant pressure dropping funnel, water separator, vacuum joint, and vacuum jacket condensation column. After feeding nitrogen for 10 minutes, slowly add 300 parts of ethylene carbonate, while keeping the reaction kettle under nitrogen atmosphere and the temperature does not exceed 50 o c. After the addition was complete, the temperature of the reactor was slowly raised to 80 o c. Monitor the reaction by infrared, when 1805cm -1 After the characteristic absorption peak of cyclocarbonate disappeared completely, the reaction was continued for 0.5 hour to complete the reaction, and the temperature was lowered.

[0057] When the temperature of the reactor dropped to 40 o When C is below, add 5 parts of p-hydroxyanisole, 3 parts of p-toluenesulfonic acid, 500 parts of cyclohexane and 200 parts of acrylic acid into the react...

Embodiment 2

[0061] Add 100 parts of triethylenetetramine to a 5-L double-layer glass reactor equipped with a mechanical stirrer, thermometer, sampling port, gas inlet, constant pressure dropping funnel, water separator, vacuum joint, and vacuum jacket condensation column. After feeding nitrogen for 10 minutes, slowly add 400 parts of ethylene carbonate, while keeping the reaction kettle under nitrogen atmosphere and the temperature does not exceed 50 o c. After the addition was complete, the temperature of the reactor was slowly raised to 80 o c. The reaction was monitored by infrared, when 1805 cm -1 After the characteristic absorption peak of cyclocarbonate disappeared completely, the reaction was continued for 0.5 hour to complete the reaction, and the temperature was lowered.

[0062] When the temperature of the reactor dropped to 40 o When C is below, add 2 parts of p-hydroxyanisole, 5 parts of p-toluenesulfonic acid, 500 parts of cyclohexane and 300 parts of acrylic acid into ...

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Abstract

The invention discloses nitrogen-containing multi-degree-of-functionality acrylate resin. The structure of the nitrogen-containing multi-degree-of-functionality acrylate resin is shown in the following general formula namely FORMULA (I) (shown in the description), wherein R1, R2 and R3 are independently hydrogen or methyl, but R1 and R2 are not methyl at the same time; R4 is linear or branched k-valued alkyl with 2-18 carbon atoms, and the chain segment can contain a benzene ring or naphthenic group structure; m is equal to 0 or 1, n is an integer from 0 to 16, and k is equal to 2 or 3. The resin has the advantages of nitrogen-containing resin and multi-degree-of-functionality resin in photocuring application and is more excellent in application performance than an existing product; moreover, the invention provides a preparation method for the nitrogen-containing multi-degree-of-functionality acrylate resin, which is nonirritant, has no toxic or side effects, and is simple to operate and less in side reaction; the resin can be used in various photocuring fields of photocuring coatings, ink, adhesives and the like.

Description

technical field [0001] The invention belongs to the field of photosensitive polymer materials, and in particular relates to a nitrogen-containing polyfunctional acrylate resin, a preparation method thereof, and an application in a photocuring composition. Background technique [0002] Radiation curing refers to the process of cross-linking and polymerizing liquid oligomers (including monomers) to form solid products under the action of light (including ultraviolet and visible light) or high-energy rays (mainly electron beams). Radiation curing technology has the advantages of fast curing speed (and thus high production efficiency), less pollution, energy saving, and excellent performance of cured products. It is an environmentally friendly green technology. Any photocurable composition includes three main components: photoinitiator, monomer and oligomer (resin). [0003] Resins in photocurable systems generally contain polymerizable functional groups that can participate in...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G73/04C07C269/04C07C271/20C09D179/02C09D4/02
Inventor 翟效平张涛李合成高峰曹雷陈裕意张顺清
Owner LUCKY HUAGUANG GRAPHICS