Urethane(meth)acrylate mixture and urethane(meth)acrylate composition

A technology of urethane and acrylate, applied in the direction of polyurea/polyurethane coatings, coatings, etc., can solve the problems of insufficient and non-self-healing properties, and achieve less anti-adhesion, excellent self-healing properties, and maintenance The effect of scratch resistance

Active Publication Date: 2014-05-21
NOF CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In this method, a certain degree of improvement in curing shrinkage and flex resistance can be observed, but it is not sufficient, and it does not have self-healing properties

Method used

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  • Urethane(meth)acrylate mixture and urethane(meth)acrylate composition
  • Urethane(meth)acrylate mixture and urethane(meth)acrylate composition
  • Urethane(meth)acrylate mixture and urethane(meth)acrylate composition

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1）

[0074] Into a 1000ml long-necked flask equipped with a stirrer, a thermometer, and a condenser, 300g of a polymerizable polyoxyethylene derivative mixture, 0.1g of dibutyltin dilaurate as a urethanization catalyst, and 0.1g of 2,6-di-tert-butyl-4-methylphenol as a polymerization inhibitor. Add 217g of polyisocyanate (an isocyanurate-modified product of hexamethylene diisocyanate produced by Asahi Kasei Chemical Co., Ltd. (trade name: DURANATE TPA-100, isocyanate group content: 23.1%)) to make the polymerizable polyoxygen The hydroxyl group of the vinyl derivative mixture 1 and the isocyanate group of the polyisocyanate were 1.05:1.00, and the reaction was carried out at 60°C for 5 hours. And the reaction was carried out until the content of the isocyanate group was 0.1% or less according to the method of JIS K7301, and the urethane acrylate mixture (UA-1) which was the target product was obtained.

Embodiment 2～7）

[0076] Using the polymerizable polyoxyethylene derivative mixture or 2-hydroxyethyl acrylate described in Table 3, and polyisocyanate, urethanization catalyst, and polymerization inhibitor, the same operation as in Example 1 was carried out to obtain carbamic acid Ester acrylate mixture UA-2~UA-7.

[0077] [table 3]

[0078] Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Example 7 urethane acrylate UA-1 UA-2 UA-3 UA-4 UA-5 UA-6 UA-7 Mixture 1 300 - - - - - - mixture 2 - 350 - - - - - Mixture 3 - - 270 - - - - Mixture 4 - - - 330 - - - Mixture 5 - - - - 300 - - Mixture 6 - - - - - 320 - 2-Hydroxyethyl Acrylate - - - - - - 200 polyisocyanate*) 217 145 227 178 210 191 300 Urethane Catalyst ** ) 0.1 0.1 0.1 0.1 0.1 0.1 0.1 Polymerization inhibitor *** ) 0.1 0.1 0.1 0.1 0.1 0.1 0.1

[0079] *) Modifie...

Embodiment 8）

[0083] In 50 parts of the urethane acrylate mixture (UA-1) obtained in Example 1, 1.5 parts of a photopolymerization initiator (IRGACURE184 produced by BASF Corporation) was mixed, and 50 parts of methyl ethyl ketone was added to obtain a solid component Photocurable composition 1 with a content of 50%.

[0084] (Preparation of cured film 1)

[0085] On an acrylic plate having a thickness of 2 mm, the photocurable composition 1 was coated with a spin coater so that the film thickness of the coating film after drying was 10 μm. After standing still in a drying oven at 80°C for 1 minute, use an 80W / cm ultraviolet irradiation device to move it at a conveying speed of 2.0m / min and at the same time 300mJ / cm 2 The cumulative amount of light makes it solidify.

[0086] This sample is used for the evaluation of self-healing property and scratch resistance.

[0087] (self-healing)

[0088] Using a microhardness tester (Dynamic Microhardness Tester DUH-W201S produced by Shimadzu Cor...

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Abstract

The invention provides an urethane(meth)acrylate which can form a curing film having self-restortaion property, excellent anti-abrasion property, and low curing telescoping property, and anti-flexibility. The urethane(meth)acrylate mixture (C) is obtained through the reaction of a (A) polymeric polyoxyethylene derivative mixture and a (B) polyisocyanate compound expressed in formula (2), the (A) polymeric polyoxyethylene derivative mixture is composed of (A1) 85-95 mass% of polymeric polyoxyethylene derivative expressed in formula (1) and (A2) 5-15 mass% of (meth)hydroxyethyl acrylate. In the formula, R1 expresses hydrogen atom or methyl, n is an average addition mole number and n=3-9. In the formula, R3 respectively expresses alkylene with a carbon number in the range of 1-10.

Description

technical field [0001] The invention relates to a urethane (meth)acrylate mixture (Urethane (meth)acrylate mixture) and a urethane (meth)acrylate composition (Urethane (meth)acrylate composition), which can form a A cured film that exhibits self-healing properties, excellent scratch resistance, low curing shrinkage, flex resistance, and blocking resistance. Background technique [0002] Cases of mobile phones or personal computers, plastic products such as audio equipment, electronic material components such as touch panels and LCD screens, home appliances such as TVs, refrigerators, and washing machines, woodworking products such as furniture such as tables, chairs, and wardrobes, floors and doors The surfaces of building interiors such as handles, sporting goods such as golf clubs and tennis rackets, and automobile interiors and exteriors are easily scratched. Therefore, it is necessary to impart scratch resistance to these easily scratched products. [0003] As a method ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/79C08G18/67C09D175/14C09D183/07
CPCC08G18/284C08G18/792C09D175/14C08F8/30C08F220/20C08F220/34C08F220/36C08F220/281C08F220/283C08F220/286C08F220/343
Inventor 楠本光司石川正和玉井哲也
Owner NOF CORP
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