Oxazolidine-containing radiation-curable urethane(meth)acrylate and preparation method thereof

A radiation curing and acrylate technology, applied in organic chemistry, coatings, epoxy resin coatings, etc., can solve problems such as the inability to ensure the adhesion, hardness, flexibility, and high viscosity of the coating film at the same time

Active Publication Date: 2021-05-28
GUANGDONG UNIV OF PETROCHEMICAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The present invention provides a radiation-curable urethane (meth)acrylate containing oxazolidine and its preparation method, which overcomes the radiation-curable Urethane acrylate has a high viscosity and cannot guarantee the comprehensive application performance of the coating film such as adhesion, hardness, and flexibility at the same time.

Method used

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  • Oxazolidine-containing radiation-curable urethane(meth)acrylate and preparation method thereof
  • Oxazolidine-containing radiation-curable urethane(meth)acrylate and preparation method thereof
  • Oxazolidine-containing radiation-curable urethane(meth)acrylate and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Preparation of cyclic oxazolidine monoalcohols from diisopropanolamine and acetone:

[0043] Add (134g, 1mol) diisopropanolamine, (75.4g, 1.3mol) acetone, (4.11g, 30mmol) 70% methanesulfonic acid and 98.9g cyclohexane into a condenser equipped with electric stirring and water-cooled reflux In a 1000ml reaction flask, place the flask in a sand bath in an electric heating mantle, use a temperature controller connected to a thermocouple immersed in the sand bath to control the temperature of the sand bath, and heat the solution in the flask to 80°C with stirring in the sand bath , the reaction temperature was maintained at 80°C and continued to stir for 10 hours. During the reaction, the water produced by the reaction was continuously distilled out by the cyclohexane solvent, and the distilled cyclohexane and acetone were returned to the reaction flask to continue the reaction. After the reaction, the excess acetone and cyclohexane The hexane solvent was distilled out of t...

Embodiment 2

[0047] Preparation of cyclic oxazolidine monoalcohols from bis(4-hydroxypentyl)amine and 2-hexanone:

[0048] (190g, 1mol) two (4-hydroxypentyl) amine, (130g, 1.3mol) 2-hexanone, (4.11g, 30mmol) 70% methanesulfonic acid and 147.5g cyclohexane were added to the motor In a 1000 ml reaction flask with stirring and a water-cooled reflux condenser, place the flask in a sand bath in a heating mantle, control the temperature of the sand bath using a temperature controller connected to a thermocouple immersed in the sand bath, and heat the flask under stirring using the sand bath The content of the inner solution reaches 80°C, the reaction temperature is maintained at 80°C and continues to stir for 10 hours. During the reaction, the water generated by the reaction is continuously distilled out by the cyclohexane solvent, and the distilled cyclohexane and hexanone are returned to the reaction flask to continue the reaction. Excessive hexanone and cyclohexane solvents were distilled out...

Embodiment 3

[0051] Preparation of Cyclic Oxazolidine Monoalcohols from Diisopropanolamine and Butanone:

[0052] Add (134g, 1mol) diisopropanolamine, (93.6g, 1.3mol) butanone, (4.11g, 30mmol) 70% methanesulfonic acid and 105g cyclohexane into a condenser equipped with electric stirring and water-cooled reflux In a 1000ml reaction flask, place the flask in a sand bath in an electric heating mantle, use a temperature controller connected to a thermocouple immersed in the sand bath to control the temperature of the sand bath, and heat the solution in the flask to 80°C with stirring in the sand bath , the reaction temperature was maintained at 80°C and continued to stir for 10 hours. During the reaction, the water produced by the reaction was continuously distilled out by the cyclohexane solvent, and the distilled cyclohexane and butanone were refluxed into the reaction flask to continue the reaction. After the reaction, the excess butanone And the cyclohexane solvent was distilled out of the...

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Abstract

The invention discloses oxazolidine-containing radiation-curable urethane(meth)acrylate and a preparation method thereof. The structural formula of the oxazolidine-containing radiation-curable urethane(meth)acrylate is shown in the specification, R1 is optional C1-C4 alkyl, R2, R3 and R4 are all hydrogen or optional C1-C4 alkyl, R5 is diisocyanate residue containing C2-C6 aliphatic branched chain or aliphatic ether chain, and R6 is hydrogen or methyl. The compound adopts a modification mode of combining oxazolidine monohydric alcohol and urethane, so that the hardness and flexibility of the prepared photocuring material (coating, ink or adhesive) and the adhesive force of the photocuring material on a plastic base material are greatly improved; and the preparation method is simple and easy to control, and the obtained product is high in purity and good in performance.

Description

technical field [0001] The invention relates to an oxazolidine-containing radiation-curable urethane (meth)acrylate and a preparation method thereof, belonging to the technical field of photosensitive polymer materials. Background technique [0002] Light curing technology has the advantages of fast curing, energy saving and time saving, low solvent release, low curing temperature, small equipment size, low investment, etc. Its application fields have developed from the initial wood coating to plastic decoration, metal parts coating, medical treatment, etc. Apparatus, electronic components, information recording media, photosensitive printing, plastic materials and optical fibers and other industrial production fields, it mainly appears in the form of UV coatings, UV inks, UV adhesives, etc. [0003] UV curing materials are composed of photosensitive prepolymers (oligomers), reactive diluent monomers, photoinitiators and various additives (pigments, fillers, defoamers, etc.)...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D263/04C09D163/10
CPCC07D263/04C09D163/10
Inventor 李光照
Owner GUANGDONG UNIV OF PETROCHEMICAL TECH
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