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Urethane acrylate, and reactive composition containing same

A technology of urethane acrylate and acrylate, which is applied in the field of urethane acrylate, can solve the problems of high viscosity and reduced adhesion, and achieve the effects of low viscosity, improved adhesion and high crosslinking density

Active Publication Date: 2015-06-24
DAI ICHI KOGYO SEIYAKU CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in general, these urethane acrylate compounds have high viscosity and thus have the problem of decreased adhesion due to curing shrinkage and the same problem as in Patent Document 3

Method used

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  • Urethane acrylate, and reactive composition containing same
  • Urethane acrylate, and reactive composition containing same
  • Urethane acrylate, and reactive composition containing same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0062] The present invention will be described in more detail with reference to the following examples. Insofar as it exceeds the spirit of its scope, the present invention is not limited by any of the following examples. Unless otherwise specified, "%" is % by mass, and "part" is part by mass.

[0063]

[0064] In Examples and Comparative Examples, the conditions used for LC-MS are as follows.

[0065] [LC part] Manufactured by Agilent Technologies, 1100Series,

[0066] Column: Inertsil ODS-2 (4.6mmφ×250mm, 5μm),

[0067] Eluent: water 80.0%-30min→0.0%, methanol 20.0%-30min→100.0%,

[0068] Column temperature: 40°C,

[0069] Flow rate: 1mL / min, injection volume: 5μL (200ppm methanol solution),

[0070] Detectors: UV, RI.

[0071] [MS part] JMS T100LP (manufactured by JEOL)

[0072] Ring lens voltage: 10V, ionization method: APCI+, solvent removal chamber temperature: 350°C,

[0073] Needle voltage: 2500V, orifice 1 temperature: 80°C, orifice 1 voltage: 60V,

[0074...

Synthetic example 1

[0082] (Synthesis of dipentaerythritol 2EO adduct acrylate)

[0083] 254 g (1.0 mol) of dipentaerythritol (manufactured by Koei Chemical Company, OH value 1324), 127 g of toluene and 0.3 g of KOH were placed in an autoclave having a volume of 1 L and equipped with a stirrer, heated to 90° C. and stirred, to obtain a suspension. Next, it was heated to 130° C., and 132 g (3 mol) of ethylene oxide was gradually introduced into the autoclave and reacted. With the introduction of ethylene oxide, the internal temperature of the autoclave increased. It was cooled as necessary to keep the reaction temperature below 140°C. After the reaction, it was depressurized at 140° C. under a mercury column of 10 mmHg or less, thereby removing excess ethylene oxide and by-product ethylene glycol polymer. Subsequently, it was neutralized with acetic acid to obtain an adjusted pH of 6-7. The dipentaerythritol 2EO adduct obtained (average 2 mol of added ethylene oxide—the same applies below) had...

Synthetic example 2

[0095] (Synthesis of dipentaerythritol 4EO adduct acrylate)

[0096] 254 g (1.0 mol) of dipentaerythritol (manufactured by Koei Chemical Company, OH value 1324), 127 g of toluene and 0.3 g of KOH were placed in an autoclave having a volume of 1 L and equipped with a stirrer, heated to 90° C. and stirred, to obtain a suspension. Next, it was heated to 130° C., and 220 g (5 mol) of ethylene oxide was gradually introduced into the autoclave and reacted. With the introduction of ethylene oxide, the internal temperature of the autoclave increased. It was cooled as necessary to keep the reaction temperature below 140°C. After the reaction, it was decompressed at 140° C. to a mercury column of 10 mmHg or less, thereby removing excess ethylene oxide and by-product ethylene glycol polymer. Subsequently, it was neutralized with acetic acid to obtain an adjusted pH of 6-7. The OH value of the obtained dipentaerythritol 4EO adduct was 765.

[0097] Put ethylene glycol modified dipent...

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Abstract

Provided are a urethane acrylate and a reactive composition containing the urethane acrylate, in each of which such a problem that the handling properties of the reactive composition is deteriorated and such a problem that the cure shrinkage rate of the reactive composition is increased can be improved, and each of which enables the improvement of curing properties and surface hardness. A urethane acrylate produced from an alkyleneoxide-modified dipentaerythritol (meth)acrylate having a structure represented by general formula (I) and a structure represented by general formula (II) is used. In the formulae, the average value of L, which represents the average polymerization degree of an alkylene oxide (AO) added, is greater than 0 and up to 5; the average value of m is greater than 0 and up to 6; the average value of n is 0 or greater and smaller than 6; the average value of o is 0 to 6 inclusive; the sum total of m, n and o is 6; and R2 represents a hydrogen atom or a methyl group.

Description

technical field [0001] The invention relates to a reaction composition containing urethane acrylate and the urethane acrylate used in the reaction composition. Specifically, the present invention relates to a reactive composition exhibiting high pencil hardness, scratch resistance, abrasion resistance, adhesion to substrates, transparency and stain resistance after curing, and for use in The reaction composition is a urethane acrylate. Background technique [0002] Reactive compositions containing urethane acrylates can be formulated with outstanding toughness, flexibility, scratch resistance, weatherability, chemical resistance, and other characteristics. In addition, the composition has a feature that it can be cured in a short period of time by heating or irradiation using active energy rays, and can be advantageously used for optical use elements, photoresist compositions, hard coating compositions and for Production of Inkjet Ink Compositions. [0003] Recently, in m...

Claims

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Application Information

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IPC IPC(8): C08G18/67C08F290/06
CPCC08F290/06C08G18/675C08G18/755C08G18/792C08G18/815C09D175/16C07C271/24
Inventor 高村直宏龟田将人
Owner DAI ICHI KOGYO SEIYAKU CO LTD
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