Thermosetting resin composition and prepreg and laminate both made with the same.

a technology of thermosetting resin and composition, which is applied in the field of thermosetting resin composition, can solve the problems of short heat resistance, low yield of bismaleimide compounds and aminophenols, and short heat resistance, and achieve the effect of reducing the tangen

Inactive Publication Date: 2010-11-04
HITACHI CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0011]In light of the above existing situations, an object of the present invention is to provide a thermosetting resin composition which is balanced in all of a metal foil adhesive property, a heat resistance, a moisture resistance, a flame resistance, a metal-stuck heat resistance, a relative dielectric constant and a dielectric loss tangent and a prepreg and a laminated plate which are prepared by using the same.

Problems solved by technology

Publicly known bismaleimide compounds do not have a curing reactivity with epoxy resins, and therefore when they are used as they are for thermosetting resins of an epoxy curing base, the problem that the heat resistance is short has been involved therein.
However, a yield of the adducts of the bismaleimide compounds and aminophenol is low, and when they are used for copper clad laminated plates and interlayer insulating materials, the heat resistance, the workability and the like are short.
Melamine resins which are thermosetting resins and guanamine compounds are excellent in an adhesive property, a flame resistance and a heat resistance, but they are short of a solubility in organic solvents, and there have been involved therein the problems that it is difficult to produce thermosetting resin compositions without using a large amount of nitrogen atom-containing organic solvents such as N,N-dimethylformamide and the like which are highly toxic and that the storage stability is short.
Further, copper clad laminated plates and interlayer insulating materials which are prepared by using the above thermosetting resins have involved the problem that they contaminate various chemical liquids such as a plating liquid and the like when producing electronic parts and the like.
They are thermosetting resins prepared by condensing melamine resins and guanamine compounds using aldehydes such as formaldehyde and the like and improved in a solubility in organic solvents, but they have a low thermal decomposition temperature and generate toxic cracked gases, so that they deteriorate the working environment and are short of a heat resistance against lead-free solders and a copper-stuck heat resistance which are required in recent years.
Further, in fine working treatment and formation of wirings, they are short of a copper foil adhesive property, a flexibility and a toughness, and brought about are the failures that the circuit patterns are broken or peeled and that cracks are produced in carrying out works such as boring and the like by drilling and punching.

Method used

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  • Thermosetting resin composition and prepreg and laminate both made with the same.
  • Thermosetting resin composition and prepreg and laminate both made with the same.
  • Thermosetting resin composition and prepreg and laminate both made with the same.

Examples

Experimental program
Comparison scheme
Effect test

production example 1

Production of a Maleimide Compound (B-1)

[0069]A reactor having a volume of 2 liter which was equipped with a thermometer, a stirring device and a moisture determining device equipped with a reflux condenser and which could be heated and cooled was charged with 358.0 g of bis(4-maleimidephenyl)methane, 54.5 g of m-aminophenol and 412.5 g of propylene glycol monomethyl ether ((maleimide group equivalent) / (equivalent in terms of a —NH2 group)=4.0), and they were reacted for 5 hours while refluxing to obtain a solution of a maleimide compound (B-1).

production example 2

Production of a Maleimide Compound (B-2)

[0070]A reactor having a volume of 2 liter which was equipped with a thermometer, a stirring device and a moisture determining device equipped with a reflux condenser and which could be heated and cooled was charged with 358.0 g of bis(4-maleimidephenyl)methane, 54.5 g of p-aminophenol and 412.5 g of propylene glycol monomethyl ether ((maleimide group equivalent) / (equivalent in terms of a —NH2 group)=4.0), and they were reacted for 5 hours while refluxing to obtain a solution of a maleimide compound (B-2).

[0071]The above solution was analyzed by GPC (gel permeation chromatography, eluent: tetrahydrofuran), and a result thereof is shown in FIG. 1.

[0072]According to FIG. 1, a peak of p-aminophenol appearing in the vicinity of an elution time of about 19 minutes was not observed, and peaks (B) and (C) originating in the addition products were confirmed. In this case, the peak (A) shows bis(4-maleimidephenyl)methane which is the synthetic raw mate...

production example 3

Production of a Maleimide Compound (B-3)

[0073]A reactor having a volume of 2 liter which was equipped with a thermometer, a stirring device and a moisture determining device equipped with a reflux condenser and which could be heated and cooled was charged with 358.0 g of bis(4-maleimidephenyl)methane, 27.4 g of p-aminobenzoic acid and 385.4 g of N,N-dimethylacetamide ((maleimide group equivalent) / (equivalent in terms of a —NH2 group)=10.0), and they were reacted at 140° C. for 5 hours to obtain a solution of a maleimide compound (B-3).

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Abstract

The present invention provides a thermosetting resin composition comprising (A) a metal salt of disubstituted phosphinic acid, (B) a maleimide compound having a N-substituted maleimide group in a molecule, (C) a 6-substituted guanamine compound or dicyandiamide and (D) an epoxy resin having at least two epoxy groups in a molecule and a prepreg and a laminated plate which are prepared by using the same. The prepregs obtained by impregnating or coating a base material with the thermosetting resin compositions of the present invention and the laminated plates produced by laminating and molding the above prepregs are balanced in all of a copper foil adhesive property, a glass transition temperature, a solder heat resistance, a moisture absorption, a flame resistance, a relative dielectric constant and a dielectric loss tangent, and they are useful as a printed wiring board for electronic instruments.

Description

BACKGROUND OF THE INVENTION[0001]The present invention relates to a thermosetting resin composition which is balanced in all of a metal foil adhesive property, a heat resistance, a moisture resistance, a flame resistance, a metal-stuck heat resistance and dielectric characteristics (a relative dielectric constant and a dielectric loss tangent), low in a toxicity and excellent in a safety and a working environment and which is suitably used for electronic parts and the like and a prepreg and a laminated plate which are prepared by using the same.RELATED ART[0002]Thermosetting resins are widely used in the fields of electronic parts and the like to which a high reliability is required since a specific cross-linking structure thereof displays a high heat resistance and a high dimensional stability. Particularly in copper clad laminated plates and interlayer insulating materials, a high copper foil adhesive property for forming fine wirings and a workability in carrying out works such a...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): B32B15/08C08K5/3492
CPCC08G59/56C08J5/24H05K1/0353C08K3/32C08L63/00C08J2363/00Y10T428/31678C08J5/244C08J5/249C08K5/3415C08K5/5313B32B15/092C09J2301/408B32B5/02B32B15/20B32B2457/08C08J2363/04C08K3/22C08K3/36C08K5/5333C08K2003/2227C08L63/04C08L2201/02C09J163/00C09J163/04
Inventor TSUCHIKAWA, SHINJIAKIYAMA, MASANORIKOTAKE, TOMOHIKO
Owner HITACHI CHEM CO LTD
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