Thermosetting resin composition containing (meth)acrylate resin and cured product using the thermosetting resin composition

A technology of thermosetting resin and acrylate, applied in the direction of coating, optical filter, etc., can solve the problem of insufficient adhesion of the protective film, and achieve the effect of excellent adhesion

Active Publication Date: 2015-10-14
NIPPON STEEL CHEMICALL &MATERIAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Patent Document 2 discloses that a thermosetting resin using a silicon-based epoxy compound has sufficient surface hardness, but it may be affected by ionic components derived from an acid generator used as a thermal or photoinitiator.
Patent Document 3 discloses a thermosetting resin using a copolymer of (meth)acrylic acid and (meth)acrylate having an epoxy group. However, the obtained protective film may have insufficient adhesion

Method used

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  • Thermosetting resin composition containing (meth)acrylate resin and cured product using the thermosetting resin composition
  • Thermosetting resin composition containing (meth)acrylate resin and cured product using the thermosetting resin composition
  • Thermosetting resin composition containing (meth)acrylate resin and cured product using the thermosetting resin composition

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 1

[0096] In a 1000ml four-necked flask with a nitrogen inlet tube and a reflux tube, 51.65g (0.60mol) of methacrylic acid, 38.44g (0.38mol) of methyl methacrylate, and 36.33g (0.22mol) of cyclohexyl methacrylate were charged. mol), 5.91g (0.036mol) of AIBN, and 368g of DMDG were stirred at 80-85°C for 8 hours under nitrogen flow to polymerize. In addition, 39.23 g (0.28 mol) of glycidyl methacrylate, 1.44 g (0.0055 mol) of TPP, and 0.055 g of 2,6-di-tert-butyl-p-cresol were placed in the flask, and stirred at 80-85° C. for 16 hours. , and (meth)acrylate resin (i)-1 containing a polymerizable double bond was obtained. The obtained polymerizable double bond-containing (meth)acrylate resin had a solid content concentration of 32.0% by mass, an acid value (in terms of solid content) of 110 mgKOH / g, and a Mw of 18080 by GPC analysis. In addition, from the IR measurement of the obtained polymerizable double bond-containing (meth)acrylate resin, it was observed that -1 (vinyl), 1186c...

Synthetic example 2

[0098] In a 1000ml four-necked flask with a nitrogen inlet tube and a reflux tube, 51.65g (0.60mol) of methacrylic acid, 38.44g (0.38mol) of methyl methacrylate, and 36.33g (0.22mol) of cyclohexyl methacrylate were charged. mol), 7.39g (0.045mol) of AIBN, and 371g of DMDG were stirred at 80-85°C for 8 hours under nitrogen flow to polymerize. In addition, 39.23 g (0.28 mol) of glycidyl methacrylate, 1.44 g (0.0055 mol) of TPP, and 0.055 g of 2,6-di-tert-butyl-p-cresol were placed in the flask, and stirred at 80-85° C. for 16 hours. , and (meth)acrylate resin (i)-2 containing a polymerizable double bond was obtained. The obtained polymerizable double bond-containing (meth)acrylate resin had a solid content concentration of 31.5% by mass, an acid value (in terms of solid content) of 109 mgKOH / g, and a Mw of 14400 by GPC analysis. In addition, from the IR measurement of the obtained polymerizable double bond-containing (meth)acrylate resin, it was observed that at 1410 cm -1 (vi...

Synthetic example 3

[0100] In a 1000ml four-necked flask with a nitrogen inlet pipe and a reflux pipe, 51.65g (0.60mol) of methacrylic acid, 38.44g (0.38mol) of methyl methacrylate, and 36.34g (0.22 mol), 3.35g (0.020mol) of AIBN, and 363g of DMDG were stirred at 80-85°C for 8 hours under nitrogen flow to polymerize. In addition, 37.53 g (0.26 mol) of glycidyl methacrylate, 1.38 g (0.0053 mol) of TPP, and 0.053 g of 2,6-di-tert-butyl-p-cresol were placed in the flask, and stirred at 80-85° C. for 16 hours. , to obtain a polymerizable double bond-containing (meth)acrylate resin (i)-3. The obtained polymerizable double bond-containing (meth)acrylate resin had a solid content concentration of 31.7% by mass, an acid value (in terms of solid content) of 117 mgKOH / g, and a Mw of 28280 by GPC analysis. In addition, from the IR measurement of the obtained polymerizable double bond-containing (meth)acrylate resin, it was observed that -1 (vinyl), 1185cm -1 (Carboxyl) has a peak. From this, it was conf...

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Abstract

PROBLEM TO BE SOLVED: To provide a thermosetting resin composition excellent in transparency, light resistance, weather resistance, heat resistance, flatness, surface hardness, adhesivity and the like.

SOLUTION: The thermosetting resin composition includes (i) a polymerizable double bond-containing (meth)acrylate resin obtained by reacting a part of carboxyl groups of a copolymer of a (meth)acrylate compound having 1 to 20 carbon atoms in the alcohol residue and a (meth)acrylic acid compound with a (meth)acrylate compound having an epoxy group represented by formula (3), (ii) a polymerizable compound having one or more polymerizable double bonds, other than the above (i), (iii) a thermopolymerization initiator, and (iv) a silane coupling agent. In the formula, R<SB POS="POST">1</SB>denotes a hydrogen atom or a methyl group; R<SB POS="POST">3</SB>denotes a 2-10C divalent hydrocarbon group; and p is 0 or 1.

COPYRIGHT: (C)2012,JPO&INPIT

Description

technical field [0001] The present invention relates to a thermosetting resin composition comprising, as an essential component, a polymerizable double bond-containing (meth)acrylate resin having (meth)acrylate and (meth)acrylic acid as constituent units, and Optical properties, hardness, adhesiveness, light resistance, etc. are excellent. Background technique [0002] For surface protection materials such as protective films for color filters, hard coat materials, and sealing materials for organic devices, transparency, light resistance, weather resistance, heat resistance, flatness, surface Hardness, adhesion, etc. In addition, as flat panel displays (flat-panel displays) continue to be required, in recent years, the characteristics required for surface protection materials have been increasing, and the required items have become more diverse. [0003] Examples of materials used for these surface protection materials include epoxy resins, silicone resins, (meth)acrylate ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08L33/02C08L33/12C08L33/10C09D133/02C09D133/12C09D133/10C09D7/12G02B5/20
CPCC08F20/10C08K5/54C08L33/04C08L33/12G02B5/20
Inventor 真田计城山高志滑川崇平
Owner NIPPON STEEL CHEMICALL &MATERIAL CO LTD
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