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Active energy ray curable resin composition, cured product thereof, and film

A technology of active energy rays and curable resin, which is applied in the direction of coating, etc., can solve the problems of unable to get fingerprints, hinder the curing of the coating film surface, and not easy to be conspicuous, etc., and achieve the effect of high surface hardness

Inactive Publication Date: 2014-10-15
DIC CORPORATION
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, although the coating film formed from the photocurable composition disclosed in Patent Document 1 can obtain a surface hardness equivalent to that of a normal hard coat layer, it cannot provide sufficient performance that fingerprints are less conspicuous and the attached fingerprint marks are easy to wipe off.
Especially with regard to the ease of wiping off fingerprints, when the photocurable resin composition is cured under an air atmosphere, the effect of hindering the curing of the surface of the coating film by the peroxyl radicals generated from the oxygen present in the air is different from that of the photocurable resin composition. Compared with curing under a nitrogen atmosphere, there is a problem that the wipeability of fingerprint marks is greatly reduced.

Method used

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  • Active energy ray curable resin composition, cured product thereof, and film
  • Active energy ray curable resin composition, cured product thereof, and film
  • Active energy ray curable resin composition, cured product thereof, and film

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0082] Examples and comparative examples are shown below, and the present invention will be described in more detail. Below, unless otherwise stated, "parts" and "%" are mass standards.

[0083] In addition, in the examples of the present invention, weight average molecular weight (Mw) and number average molecular weight (Mn) were measured using gel permeation chromatography (GPC) under the following conditions.

[0084] Measuring device: HLC-8220GPC manufactured by Tosoh Corporation

[0085] Column: TSK-GUARDCOLUMN SuperHZ-L manufactured by Tosoh Corporation+TSK-GEL SuperHZM-M manufactured by Tosoh Corporation×4

[0086] Detector: RI (differential refractometer)

[0087] Data processing: Multistation GPC-8020modelII manufactured by Tosoh Corporation

[0088] Determination conditions: column temperature 40°C

[0089] Solvent Tetrahydrofuran

[0090] Flow rate 0.35ml / min

[0091] Standard: Monodisperse Polystyrene

[0092] Sample: A sample (100 μl) obtained by filtering ...

Synthetic example 1

[0093] Synthesis Example 1 [Synthesis of Urethane Acrylate (A)]

[0094] 4000 g (2 moles) of polypropylene glycol with a weight average molecular weight (Mw) of 2000 and 91 g (1 mole) of 1,2-bis(2-hydroxyethylthio)ethane were charged into the flask, and octane was added as a catalyst. Tin (II) and zinc octanoate (II) each 200ppm, dibutyl hydroxytoluene 3000ppm as a polymerization inhibitor, p-methoxyphenol 300ppm, n-butyl acetate as a solvent so that the solid content in the flask is 80% and mix well, adjust the temperature in the system to 50°C. Thereafter, 261 g (3 mol) of toluene diisocyanate was divided into three parts and added while paying attention to heat generation, and it was made to react at 80 degreeC for 1 hour. Furthermore, 260 g (2 mol) of hydroxypropyl acrylates were added, and it was made to react at 80 degreeC blowing in air until the isocyanate group disappeared completely, and the urethane acrylate (A1) of 24000 weight average molecular weight (Mw) was ob...

Synthetic example 11

[0114] Synthesis example 11 [synthesis of polyfunctional (meth)acrylate (B)]

[0115] 535.5 g of a mixture (weight ratio 60 / 40) of pentaerythritol triacrylate and pentaerythritol tetraacrylate was placed in the flask. Add 200ppm each of tin (II) octanoate and zinc (II) octanoate as a catalyst, 3000ppm dibutyl hydroxytoluene as an antioxidant, and 300ppm p-methoxyphenol as a polymerization inhibitor in the flask, and then mix n-Butyl acetate was used so that the solid content would be 80%, and the temperature in the system was adjusted to 50°C.

[0116] While blowing air into the system, 84 g of hexamethylene diisocyanate was added in three portions. The temperature in the system was raised to 80° C., and it was reacted at 80° C. until the isocyanate group in the system completely disappeared to obtain urethane acrylate (B1). The weight average molecular weight of the urethane acrylate (B1) analyzed by GPC was 1400. In addition, the acryloyl equivalent was 109 g / mol.

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Abstract

Provided is an active energy ray-curable resin composition with which it is possible to realize a cured coating film having a high level of both fingerprint resistance and surface hardness even when the curing environment is an air atmosphere, and also provided are a cured product obtained by curing the composition and a film having a cured layer of the composition. The active energy ray-curable resin composition comprises: a urethane(meth)acrylate (A) having a weight-average molecular weight (Mw) within the range of 10,000 to 100,000, which is obtained by reacting as essential starting material components polyalkylene glycol (a1) having a weight average molecular weight (Mw) within a range of 500 to 5,000, diol (a2) having an alkylene thioether structure in the molecular structure, diisocyanate (a3) having a molecular weight of 500 or less, and (meth)acrylate (a4) having one hydroxyl group in the molecular structure; and a multifunctional (meth)acrylate (B).

Description

technical field [0001] The present invention relates to an active energy ray-curable resin composition that can be preferably used to form a hard coat layer that protects the surface of a touch panel. Background technique [0002] In recent years, mobile phones, game consoles, car navigation systems, and the like are increasingly equipped with touch-panel displays. In a touch panel display that is operated by directly touching the screen with a finger, in addition to the fineness of the screen and surface hardness, the hard coat layer that protects the surface is required to be less likely to adhere to fingerprints, and the adhered fingerprints are not easily conspicuous. So-called fingerprint resistance, such as easy to wipe off attached fingerprint marks. However, since the surface of the conventional hard coat layer, which emphasizes the fineness of the screen and the surface hardness, is flat, fingerprints tend to adhere to them, and the adhered fingerprints tend to be ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F290/06
CPCC08F290/067C09D151/08C08F290/06C08F222/10C08F2/50C08F283/06C08J3/28C08J5/18C08L33/04
Inventor 须田春奈小坂典生太田黑庸行
Owner DIC CORPORATION
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