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Active energy ray-curable resin composition and coating agent

An active energy ray, curable resin technology, applied in coatings, polyurea/polyurethane coatings, instruments, etc., can solve the problems of not easy to curl, curing shrinkage of the coating film, easy curling of the cured coating film, etc., to achieve scratch resistance Excellent, excellent flexibility, both hardness and excellent flexibility

Active Publication Date: 2019-10-25
MITSUBISHI CHEM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, when the active energy ray-curable resin composition is used as a coating agent, especially a coating agent for hard coating, there is a problem that the curing shrinkage of the coating film occurs, and the cured coating film tends to curl.

Method used

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  • Active energy ray-curable resin composition and coating agent
  • Active energy ray-curable resin composition and coating agent
  • Active energy ray-curable resin composition and coating agent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1～4、 comparative example 1～4

[0257] [Manufacture of active energy ray curable resin composition]

[0258] In the urethane acrylate composition ([I], [I']) obtained above, 1-hydroxycyclohexyl phenone ( IGM company make, "Omnirad 184") 4 parts, and the active energy ray curable resin composition was obtained.

[0259] In addition, in Examples 3 and 4 and Comparative Examples 1 and 2, the obtained urethane acrylate compositions ([I], [I']) were diluted with ethyl acetate so that the resin component became 50%. , except the above, an active energy ray-curable resin composition was obtained in the same manner as above.

[0260] About the obtained active energy ray curable resin composition, the coating film (dry coating film) before hardening was formed as follows, and the tackiness of the coating film was evaluated. Then, a cured coating film was formed as shown below, and the hardness and flexibility of the cured coating film were evaluated. The evaluation results are shown in Table 1 below.

[0261] 〔Vi...

Embodiment 5～12、 comparative example 5～9

[0322] [Manufacture of active energy ray curable resin composition]

[0323] The above-obtained urethane acrylate compositions ([I], [II], [I']) were made into the compounding compositions shown in the following Table 2, and with respect to 100 parts of the curing components, added as light 4 parts of 1-hydroxycyclohexyl benzophenone (manufactured by IGM, "Omnirad 184") of a polymerization initiator (D) obtained the active energy ray curable resin composition.

[0324] About the obtained active energy ray curable resin composition, the cured coating film was formed as follows, and the hardness and flexibility of the cured coating film were evaluated. The evaluation results are shown in Table 2 below.

[0325] 〔Hardness of cured coating film〕

[0326] The active energy ray-curable resin composition obtained above was coated on an easily-adhesive PET film (manufactured by Toyobo Co., Ltd., "A4300", size 15 cm × 15 cm, thickness 125 μm) substrate using a coating bar, and the cu...

Synthetic example 1

[0367] [Synthesis Example 1: Urethane Acrylate Composition (III-1)]

[0368] In a 4-neck flask equipped with a thermometer, a stirrer, a water-cooled condenser, and a nitrogen blowing inlet, 24 g of hydrogenated xylylene diisocyanate (C-2) and an acrylate mixture (A-1) with a hydroxyl value of 288 mgKOH / g were charged. (acrylic acid adduct of pentaerythritol) 33g, acrylate mixture (B-1) (acrylic acid adduct of dipentaerythritol) 43g of hydroxyl value 96mgKOH / g, ethyl acetate 100g as solvent, 4- 0.08 g of methoxyphenol and 0.05 g of dibutyltin dilaurate as a reaction catalyst were reacted at 60° C., and the reaction was terminated when the remaining isocyanate group reached 0.1%, to obtain a urethane acrylate composition (III -1) (resin component concentration 50%).

[0369] The weight average molecular weight of the obtained urethane acrylate composition (III-1) was 4900, and the viscosity at 20 degreeC was 40 mPa*s. In addition, the measurement of the viscosity in 20 degree...

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Abstract

Provided is an active energy ray-curable resin composition containing a urethane (meth)acrylate-based composition, which has small curing shrinkage and is thus capable of forming a cured coating film,wherein the cured coating film is not easily curled and has excellent hardness and flexibility. The active energy ray-curable resin composition contains a urethane (meth)acrylate-based composition [I] obtained by reacting an isocyanate group of polyvalent isocyanate (CA) with a hydroxyl group of (meth)acrylate contained in a (meth)acrylate mixture (A) which is a reaction product of pentaerythritol and (meth)acrylic acid, wherein the hydroxyl value of the mixture (A) is at least 200 mgKOH / g.

Description

technical field [0001] The present invention relates to an active energy ray-curable resin composition and a coating agent containing a urethane (meth)acrylate-based composition. More specifically, when forming a cured coating film, it is less likely to curl due to less curing shrinkage, Furthermore, an active energy ray-curable resin composition capable of forming a coating film more excellent in hardness and flexibility, and a coating agent using the composition. Background technique [0002] Conventionally, active energy ray-curable resin compositions have been widely used as coating agents, adhesives, or It is used as an anchor coating agent, and a urethane (meth)acrylate compound and a polyfunctional monomer are used as curing components therein. However, when the active energy ray-curable resin composition is used as a coating agent, especially a coating agent for hard coating, there is a problem that the curing shrinkage of the coating film occurs, and the cured coat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F299/06C08G18/67C08J7/04C09D175/14G02B1/14C08J7/046
CPCC08F299/06C08G18/67C09D175/14G02B1/14C08J7/046C08F283/008C08F2/48C08G18/672C09D133/06C08L33/06C08L75/14
Inventor 石川祐太神田幸宗
Owner MITSUBISHI CHEM CORP
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