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Preparation method of organic mineral complex, curable composition, cured product of curable composition, hard coating material, hard coating film and silane coupling agent

A technology of silane coupling agent and manufacturing method, which is applied in the field of hard coating film, silane coupling agent and cured product, can solve the problems of roll-up (curling, large curing shrinkage rate, cracks in hard coating film, etc.), and achieve durability Excellent abrasion resistance and excellent transparency

Inactive Publication Date: 2015-03-18
SHOWA DENKO KK
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Conventionally, as the main material of the composition for forming such a hard coat film, organic substances such as polyfunctional acrylates have been used, but since the curing shrinkage rate of the coating film is large, hard coats are provided on plastic sheets and plastic films. In the case of a film, curling (curl phenomenon) tends to occur at the end of a plastic sheet or plastic film. In addition, when a hard coat film is provided on the surface of a substrate, cracks tend to occur on the hard coat film on the substrate. wait for such a question
[0004] In addition, since the deterioration, deformation, and shrinkage due to humidity and heat are large, there is a problem that it is not suitable for applications that require precise coating properties, or applications that require environmental resistance such as light resistance and heat and humidity resistance.

Method used

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  • Preparation method of organic mineral complex, curable composition, cured product of curable composition, hard coating material, hard coating film and silane coupling agent
  • Preparation method of organic mineral complex, curable composition, cured product of curable composition, hard coating material, hard coating film and silane coupling agent
  • Preparation method of organic mineral complex, curable composition, cured product of curable composition, hard coating material, hard coating film and silane coupling agent

Examples

Experimental program
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Effect test

Embodiment

[0168] Examples and comparative examples are shown below to explain the present invention in more detail.

[0169] (1) Synthesis of silane coupling agent (inorganic oxide particle modifier) ​​having at least 2 acryloyl groups

Synthetic example 1

[0170] [Synthesis Example 1]: Synthesis of Inorganic Oxide Microparticle Modifier (D-1)

[0171] In a detachable flask, 129.2 g of toluene as a reaction solvent, and a reaction product of dipentaerythritol and acrylic acid (46.7% by mass of dipentaerythritol pentaacrylate, dipentaerythritol pentaacrylate, dipentaerythritol A mixture of 23.1% by mass of tetraacrylate, 27.9% by mass of dipentaerythritol hexaacrylate, and 2.3% by mass of other unknown substances; 100 g of DPPA mixture a, hydroxyl value 101), heated while stirring so that the internal temperature of the detachable flask became 50 °C to make a homogeneous solution.

[0172] Next, 29.2 g of 3-isocyanatopropyl triethoxysilane (trade name KBE-9007; manufactured by Shin-Etsu Chemical Co., Ltd.) as an isocyanate compound (isocyanate group-containing compound) having an alkoxysilyl group, With 0.58 g of zirconium tetraacetylacetonate (trade name ZC-700: manufactured by Matsumoto Fain Chemical Co., Ltd., non-volatile con...

Synthetic example 2

[0174] [Synthesis Example 2]: Synthesis of Inorganic Oxide Microparticle Modifier (D-2)

[0175] Except for changing the usage-amount of each compound as shown in Table 1, the same operation as Synthesis Example 1 was carried out to obtain 571 g of a 50.6% by mass non-volatile matter toluene solution of the inorganic oxide fine particle modifying agent (D-2).

[0176] [Table 1]

[0177]

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PUM

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Abstract

The present invention provides a preparation method of an organic mineral complex, a curable composition, a cured product of the curable composition, a hard coating material, a hard coating film and a silane coupling agent. The curable composition can form the hard coating film with pencil hardness, low cured shrinkage, excellent transparency, excellent flexibility and excellent scratch resistance. The curable composition contains, at a specified rate, an organic mineral complex (A) using a silane coupling agent having at least two (methyl) acryloyl groups to perform surface treatment on inorganic oxide particles so as to enable the silane coupling agent to be combined with the inorganic oxide particles with a covalent bond, a multifunctional (methyl) acrylate monomer (B) having at least two (methyl) acryloyl groups, and a polymerization initiator (C). The silane coupling agent is obtained by a condensation reaction between an isocyanate-group-containing compound and a hydroxyl-containing compound, wherein the isocyanate-group-containing compound has an alkoxysilyl group and an isocyanate group, the hydroxyl-containing compound has at least two (methyl) acryloyl groups and at least one hydroxyl group, and the hydroxyl value is more than 75mgKOH / g.

Description

technical field [0001] The present invention relates to a method for producing an organic-inorganic composite in which a silane coupling agent is covalently bonded to inorganic oxide fine particles. Furthermore, the present invention relates to a curable curable composition and a cured product obtained by curing the curable composition. Moreover, this invention relates to the application of the said curable composition as a hard-coat material, and the hard-coat film formed using the said hard-coat material. Furthermore, the present invention relates to a silane coupling agent. Background technique [0002] The surfaces of plastic sheets, plastic films, etc. are relatively soft, lack scratch resistance, and have low pencil hardness. Therefore, the above-mentioned performances can be improved by providing a hard coat film on the surface of these articles to increase the surface hardness. In addition, regarding resin base materials formed of polycarbonate, ABS resin (acryloni...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F2/44C08K9/06C08K3/22C08K3/36C09D4/02
Inventor 服部阳太郎浦川克朗邵松海井上浩文
Owner SHOWA DENKO KK
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