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Polyvalent carboxylic acid, composition thereof, curable resin composition, cured product, and method for manufacturing a polyvalent carboxylic acid

A technology of curable resin and polycarboxylic acid, applied in the preparation of organic compounds, preparation of carboxylate, chemical instruments and methods, etc., can solve the problems of quality deterioration, inability to obtain stable performance, poor curing and other problems

Inactive Publication Date: 2014-05-14
NIPPON KAYAKU CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] However, when the above-mentioned alicyclic acid anhydride is used as a curing agent alone, because these curing agents have a high vapor pressure and partly evaporates during curing, there is a ring caused by the absence of a predetermined amount of carboxylic anhydride (curing agent) in the cured product. The problem of poor curing of the epoxy resin composition and the problem that its characteristics vary greatly depending on the curing conditions, making it difficult to obtain a cured product with stable target performance
In addition, when a large amount of cured products are produced in an open system, these curing agents volatilize into the atmosphere, which also causes problems: environmental pollution caused by the release of harmful substances into the atmosphere, adverse effects on the human body, and pollution of the production line.
[0009] In addition, when the cured product obtained by using the conventional curing agent seals LEDs, especially SMD (Surface Mount Device: surface mount components), since the amount of resin used is small, the following problems arise: the above-mentioned poor curing and failure Problems such as significant influence on stable performance, exposure of wiring or incomplete sealing due to generation of craters, cracks and / or peeling during reflow soldering, quality deterioration due to long-term lighting, etc.

Method used

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  • Polyvalent carboxylic acid, composition thereof, curable resin composition, cured product, and method for manufacturing a polyvalent carboxylic acid
  • Polyvalent carboxylic acid, composition thereof, curable resin composition, cured product, and method for manufacturing a polyvalent carboxylic acid
  • Polyvalent carboxylic acid, composition thereof, curable resin composition, cured product, and method for manufacturing a polyvalent carboxylic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0217] Example 1 (polycarboxylic acid composition A1)

[0218] In a flask equipped with a stirrer, a reflux condenser, and a stirring device, 10 parts of toluene and 2,4-diethyl-1,5-pentanediol (manufactured by Kyowa Fermentation Chemical Co., Ltd.) were added while purging with nitrogen. 80 parts of キョウワジオールPD9), a mixture of methyl hexahydrophthalic anhydride and hexahydrophthalic anhydride (manufactured by New Japan Chemical Co., Ltd.; Rikacid MH700 ratio 7:3, hereinafter referred to as acid anhydride H1) 168 portion, and heated and stirred at 100°C for 4 hours. At this point, the disappearance of the raw material (1 area % or less) was confirmed by GPC, and the reaction was terminated. After completion|finish of reaction, the residual solvent was distilled off using a rotary evaporator, and 246 parts of polyhydric carboxylic acid compositions (A1) of this invention were obtained. The resultant was a colorless solid resin, and the polycarboxylic acid content measured by G...

Embodiment 2

[0219] Example 2 (curing agent composition B1)

[0220] With respect to 25 parts of polyhydric carboxylic acid compositions (A1) obtained in Example 1, 75 parts of acid anhydrides (H1) were added and dissolved uniformly to obtain a curing agent composition (B1) of the present invention. The viscosity at 50°C was 450 mPa·s (E-type viscometer).

Embodiment 3

[0221] Example 3 (curing agent composition B2)

[0222]2,4-Diethyl-1,5-pentanediol (manufactured by Kyowa Fermentation Chemical Co., Ltd.; キョウワジオールPD9) was added to a flask equipped with a stirrer, a reflux condenser, and a stirring device while purging with nitrogen. 20 parts and 100 parts of acid anhydride (H1) were heated and stirred at 60 degreeC for 4 hours. It was confirmed by GPC that 2,4-diethyl-1,5-pentanediol was 1 area % or less. 120 parts of curing agent compositions (B2) containing the polyvalent carboxylic acid composition of the present invention were obtained. The obtained reaction product was a colorless liquid resin. The composition ratio measured by GPC was that the polycarboxylic acid (A1) was 52 area %, and the total amount of methylhexahydrophthalic anhydride and hexahydrophthalic anhydride was 48 area %. In addition, the functional group equivalent was 197 g / eq. The viscosity at 50°C was 1340 mPa·s (19700 mPa·s at 25°C; E-type viscometer).

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Abstract

Provided are: a polyvalent carboxylic acid composition containing a polyvalent carboxylic acid represented by formula (1); an epoxy resin curing agent composition containing the polyvalent carboxylic acid composition; a curable resin composition containing said curing agent composition and an epoxy resin; a cured product thereof; and a novel polyvalent carboxylic acid. When said polyvalent carboxylic acid and a composition containing same are used as curing agents for an epoxy resin, the volatility of the curing agent when curing is low, and the obtained cured product has excellent optical properties and thermal endurance. In formula (1), each R independently represents a hydrogen atom, a C1-6 alkyl group or a carboxyl group, and P represents one of the bivalent cross-linking groups defined as follows: (a) a C6-20 alkyl chain having a branched structure, said alkyl chain having a C3-12 linear main chain and two to four side chains, at least one of said side chains having between two and ten carbon atoms.

Description

[0001] The application date is June 22, 2010, the application number is 201080027952.2 (the international application number is PCT / JP2010 / 004149), and the name of the invention is "polycarboxylic acid and its composition, curable resin composition, cured product and The divisional application of the invention patent application for the production method of polyvalent carboxylic acid. technical field [0002] The present invention relates to a polyvalent carboxylic acid particularly suitable for use in electrical and electronic materials, a polyvalent carboxylic acid composition, and a curable epoxy resin composition containing the polyvalent carboxylic acid composition as a curing agent for epoxy resins. In addition, in other fields where polyvalent carboxylic acid is used, the polyvalent carboxylic acid composition is also used as coatings, adhesives, molded articles, resins for sealing materials of semiconductors and optical semiconductors, resins for die-bonding materials o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/75C07C67/08C08G59/42
CPCC08L63/00C07C67/08C07C69/75C07C2601/14C07C2603/68C08G59/24C08G59/4246C08G59/688
Inventor 中西政隆洼木健一宫川直房川田义浩佐佐木智江青木静铃木瑞观枪田正人小柳敬夫
Owner NIPPON KAYAKU CO LTD