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Actinic-ray-curable resin composition, cured object, layered product, and article

A technology of active energy rays and curable resins, applied in the direction of synthetic resin layered products, layered products, coatings, etc. Compatibility does not meet the market requirements and other issues, to achieve the effect of excellent hardness

Pending Publication Date: 2021-11-16
DIC CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is a problem that the adhesion to the film substrate, especially after long-term storage under high-temperature and humid conditions is low, and peeling easily occurs.
[0005] As a hard coat agent for acrylic films, active energy ray-curable compositions containing, for example, tetrahydrofurfuryl acrylate, stearyl methacrylate, and acrylic resins are known, but their adhesiveness to acrylic films is limited. The level of market demand is not met (for example, refer to Patent Document 2)

Method used

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  • Actinic-ray-curable resin composition, cured object, layered product, and article
  • Actinic-ray-curable resin composition, cured object, layered product, and article
  • Actinic-ray-curable resin composition, cured object, layered product, and article

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0096] Hereinafter, the present invention will be specifically described by way of examples and comparative examples.

[0097] In addition, in this Example, weight average molecular weight (Mw) is the value measured under the following conditions using gel permeation chromatography (GPC).

[0098] Measuring device: HLC-8220 manufactured by Tosoh Corporation

[0099] Column; guard column H manufactured by Tosoh Corporation XL -H

[0100] +TSKgel G5000HXL manufactured by Tosoh Corporation

[0101] +TSKgel G4000HXL manufactured by Tosoh Corporation

[0102] +TSKgel G3000HXL manufactured by Tosoh Corporation

[0103] +TSKgel G2000HXL manufactured by Tosoh Corporation

[0104] Detector; RI (differential refractometer)

[0105] Data processing: SC-8010 manufactured by Tosoh Corporation

[0106] Determination conditions: column temperature 40°C

[0107] Solvent Tetrahydrofuran

[0108] Flow rate 1.0ml / min

[0109] standard; polystyrene

[0110] Sample; sample (100 μl) obta...

Synthetic example 1

[0111] (Synthesis example 1: Production of urethane (meth)acrylate resin (A-1))

[0112] 510 parts by mass of a mixture of pentaerythritol diacrylate, pentaerythritol triacrylate, and pentaerythritol tetraacrylate ("Aronix M-305" manufactured by Toagosei Co., Ltd., hydroxyl value: 110 mgKOH / g) and dibutyl dilaurate were added to a four-necked flask. 0.22 parts by mass of tin and 0.22 parts by mass of hydroquinone were used to prepare a homogeneous solution. After heating until the inner temperature of the flask was 50°C, 111 parts by mass of isophorone diisocyanate ("VESTANAT IPDI" manufactured by Evonik Japan) was added in batches over about 1 hour. It was reacted at 80° C. for 3 hours, and after confirming the disappearance of the isocyanate group by infrared absorption spectrum, the non-volatile content was adjusted to 80% using butyl acetate to obtain urethane (meth)acrylate resin (A- 1). The weight average molecular weight (Mw) of this urethane (meth)acrylate resin (A-1...

Synthetic example 2～9

[0113] (Synthesis Examples 2 to 9: Production of Urethane (Meth)acrylate Resins (A-2) to (A-9))

[0114] According to the compounding ratio shown in Table 1, by the method similar to the synthesis example 1, the urethane (meth)acrylate resin (A-2) - (A-9) was obtained.

[0115] [Table 1]

[0116]

[0117] In Table 1, "M-305" represents a mixture of pentaerythritol triacrylate and pentaerythritol tetraacrylate ("Aronix M-305" manufactured by Toagosei Co., Ltd.).

[0118] In Table 1, "M-306" represents a mixture of pentaerythritol diacrylate, pentaerythritol triacrylate, and pentaerythritol tetraacrylate ("Aronix M-306" manufactured by Toagosei Co., Ltd.).

[0119] In Table 1, "M-403" represents a mixture of dipentaerythritol pentaacrylate and dipentaerythritol hexaacrylate ("Aronix M-403" manufactured by Toagosei Co., Ltd.).

[0120] In Table 1, "M-404" represents a mixture of dipentaerythritol pentaacrylate and dipentaerythritol hexaacrylate ("Aronix M-404" manufactured b...

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Abstract

The present invention provides an actinic-ray-curable resin composition which comprises a urethane (meth)acrylate resin (A), a (meth)acrylate compound (B) having one to two (meth)acryloyl groups in the molecule, and a (meth)acrylate compound (C) having three or more (meth)acryloyl groups in the molecule, characterized in that the urethane (meth)acrylate resin (A) has a weight-average molecular weight in the range of 1,500-30,000 and the content of the (meth)acrylate compound (B) is in the range of 10-50 mass% of the total mass of the urethane (meth)acrylate resin (A), the (meth)acrylate compound (B), and the (meth)acrylate compound (C). The actinic-ray-curable resin composition can form cured objects excellent in terms of hardness, scratch resistance, and adhesion to the substrates.

Description

technical field [0001] The present invention relates to an active energy ray-curable resin composition whose cured product has excellent hardness, scratch resistance, and substrate adhesion, a cured product, a laminate, and an article formed from the active energy ray-curable resin composition. Background technique [0002] Resin materials having (meth)acryloyl groups are widely used in the fields of paints and coating agents because they can be easily and instantaneously cured by ultraviolet irradiation, etc., and the cured products are excellent in transparency and hardness. There are a wide variety of coating objects, including optical films, plastic molded products, wood products, etc., and the required performance varies according to the type and application of the coating objects. Therefore, various resins designed according to the purpose have been proposed. [0003] As a resin material having a (meth)acryloyl group, an active energy ray-curable resin composition cont...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B32B27/30C08F290/06C08J7/046
CPCC08J7/046B32B27/30C08F290/06C08F290/067C08F222/104C08F220/285C08F2/48C08J5/18C09D4/06
Inventor 井上直人伊藤正广
Owner DIC CORP