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Cyanic acid ester compound and method for producing same, resin composition, cured article, prepreg, sealing material, fiber-reinforced composite material, adhesive agent, metal foil-clad laminate plate, resin sheet, and printed wiring board

A technology of cyanate compound and resin composition, applied in the directions of printed circuit, printed circuit parts, aldehyde/ketone condensation polymer adhesive, etc., can solve the problem of low thermal expansion, high glass transition temperature, multi-layer printing Circuit board warpage and other problems, to achieve the effect of high practicability, excellent thermal conductivity, and high glass transition temperature

Active Publication Date: 2018-12-21
MITSUBISHI GAS CHEM CO INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, to date, these required properties have not necessarily been met
[0004] For example, in the field of semiconductor packaging materials, there is a problem that warpage occurs due to the mismatch of thermal expansion coefficient between the semiconductor chip and the substrate material as the substrate becomes thinner
[0015] Furthermore, multilayer printed circuit boards have problems such as the expansion of warpage, so properties such as high glass transition temperature and low thermal expansion are required for the resin composition used as the material of the insulating layer

Method used

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  • Cyanic acid ester compound and method for producing same, resin composition, cured article, prepreg, sealing material, fiber-reinforced composite material, adhesive agent, metal foil-clad laminate plate, resin sheet, and printed wiring board
  • Cyanic acid ester compound and method for producing same, resin composition, cured article, prepreg, sealing material, fiber-reinforced composite material, adhesive agent, metal foil-clad laminate plate, resin sheet, and printed wiring board
  • Cyanic acid ester compound and method for producing same, resin composition, cured article, prepreg, sealing material, fiber-reinforced composite material, adhesive agent, metal foil-clad laminate plate, resin sheet, and printed wiring board

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0250] Hereinafter, this embodiment will be further described in detail based on examples. However, this embodiment is not particularly limited to the following examples.

[0251] (Determination of OH group (g / eq.) equivalent of hydroxy aromatic compound)

[0252] The OH group equivalent (g / eq.) was determined by the pyridine-acetyl chloride method in accordance with JIS-K0070.

[0253] (Measurement of weight average molecular weight (Mw) of cyanate compound)

[0254] 10 μL of a solution obtained by dissolving 1 g of a cyanate compound in 100 g of tetrahydrofuran (solvent) was injected into a high-performance liquid chromatograph (High-speed liquid chromatograph LaChrom (registered trademark) Elite manufactured by Hitachi High-Technologies Corporation), and analyzed. The column is TSKgel GMH manufactured by Tosoh Corporation HR -M (length 30cm×inner diameter 7.8mm) 2, the mobile phase is tetrahydrofuran, the flow rate is 1mL / min, and the detector is RI. The weight average ...

Embodiment 2

[0270]

[0271] Put 100 parts by mass of the cyanate compound TiPRCN obtained in Example 1 into an eggplant-shaped flask, heat and melt at 150° C., degas it with a vacuum pump, pour it into a mold described in JIS-K7238-2-2009, and place Put in an oven, heat at 180° C. for 3 hours, and then heat at 250° C. for 3 hours to cure, and obtain a cured product with 1 side 100 mm and thickness 2 mm.

Embodiment 3

[0294] 50 mass parts of cyanate compound TiPRCN obtained in Example 1, 50 mass parts of biphenyl aralkyl type epoxy resin (trade name " NC-3000-FH ", manufactured by Nippon Kayaku Co., Ltd.) and molten dioxide 100 parts by mass of silicon (trade name "SC2050MB", manufactured by Admatechs Co., Ltd.) was mixed to obtain a varnish. The varnish was diluted with methyl ethyl ketone, dip-coated on a 0.1 mm-thick E-glass woven cloth, and heated and dried at 165° C. for 4 minutes to obtain a prepreg with a resin content of 50% by mass.

[0295] Eight sheets of the obtained prepregs were stacked, and 12 μm-thick electrolytic copper foil (trade name "3EC-M3-VLP", manufactured by Mitsui Metal Mining Co., Ltd.) was placed on the upper and lower sides of the stacking direction, and the pressure was 40kgf / cm 2 1. Laminate molding was performed at a temperature of 230° C. for 120 minutes to obtain a copper-clad laminate (metal foil-clad laminate) with an insulating layer thickness of 0.8 mm....

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Abstract

Provided are: a novel cyanic acid ester compound which has excellent solubility in solvents and makes it possible to produce a cured article having a low thermal expansion coefficient and excellent flame retardancy and heat resistance; a resin composition which contains the compound; and others. Provided is a resin composition which can be cured into a cured article that enables the provision of aprinted wiring board having excellent peel strength, an excellent glass transition temperature, an excellent thermal expansion coefficient, an excellent water absorption rate and an excellent heat conductivity. Provided is a resin composition which can be cured into a cured article that enables the provision of a printed wiring board having a high glass transition temperature and a low thermal expansion property and also having an excellent bending elastic modulus and an excellent heat conductivity. A cyanic acid ester compound represented by general formula (1).

Description

technical field [0001] The present invention relates to cyanate compounds, their production methods, resin compositions, and uses thereof. Background technique [0002] Cyanate compounds are cured to form triazine rings, and are widely used for various functions such as structural composite materials, adhesives, electrical insulating materials, and electrical and electronic components due to their high heat resistance and excellent electrical properties. Raw materials for polymer materials. However, in recent years, the various physical properties required as functional polymer materials have become increasingly severe as the performance required in these application fields has improved. Examples of these physical properties include flame retardancy, heat resistance, low thermal expansion coefficient, low water absorption, low dielectric constant, low dielectric loss tangent, weather resistance, chemical resistance, and high fracture toughness. However, these required phys...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G8/28C08J5/24C09J11/06C09J201/00H01L23/29H01L23/31H05K1/03
CPCC08G8/28C09J11/06C09J201/00H01L23/29H01L23/31H05K1/03C07D333/16C08J5/244C08J5/249C08K5/45C08L63/00C09J163/00H01L23/293C08J5/24H05K1/0373C08J2363/00C08K3/013C08G16/0231C08L2203/206C09J161/14H05K1/0353
Inventor 古贺将太高野健太郎片桐诚之安田祥宏辻本智雄
Owner MITSUBISHI GAS CHEM CO INC
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