JPH05140338A - Circuit board produced by using fluororesin composition - Google Patents

Circuit board produced by using fluororesin composition

Info

Publication number
JPH05140338A
JPH05140338A JP30151891A JP30151891A JPH05140338A JP H05140338 A JPH05140338 A JP H05140338A JP 30151891 A JP30151891 A JP 30151891A JP 30151891 A JP30151891 A JP 30151891A JP H05140338 A JPH05140338 A JP H05140338A
Authority
JP
Japan
Prior art keywords
resin composition
laminated material
composition according
bond
group
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
JP30151891A
Other languages
Japanese (ja)
Inventor
Shin Nishimura
西村  伸
Masahiro Suzuki
正博 鈴木
Satoru Amo
天羽  悟
Akira Nagai
永井  晃
Yoshinori Kawai
良憲 川井
Akio Takahashi
昭雄 高橋
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hitachi Ltd
Original Assignee
Hitachi Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Hitachi Ltd filed Critical Hitachi Ltd
Priority to JP30151891A priority Critical patent/JPH05140338A/en
Publication of JPH05140338A publication Critical patent/JPH05140338A/en
Pending legal-status Critical Current

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  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Organic Insulating Materials (AREA)
  • Reinforced Plastic Materials (AREA)
  • Laminated Bodies (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)

Abstract

PURPOSE:To obtain a circuit board having excellent mechanical properties, heat-resistance, etc., by using a cured material produced by three-dimensionally cross-linking a resin composition composed of a bismaleimide compound and a biscyanamide compound. CONSTITUTION:The objective circuit board can be produced by compounding (A) a compound of formula I (C9F17 is perfluorononenyl having one double bond; X is bivalent group containing ester bond or ether bond) with (B) a compound of formula II at a ratio of 95:5 to 5:95, dissolving the obtained resin composition containing the components A and B in a solvent, three-dimensionally cross-linking the resin by the polymerization reaction of the multiple bond, impregnating the cured material in an inorganic fiber cloth, etc., and laminating and bonding the obtained prepregs.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【産業上の利用分野】本発明は含フッ素熱硬化性樹脂組
成物に係り、特に、成形性,耐熱性及び、接着性に優れ
た低誘電率絶縁材料として好適な樹脂組成物に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a fluorine-containing thermosetting resin composition, and more particularly to a resin composition suitable as a low dielectric constant insulating material excellent in moldability, heat resistance and adhesiveness.

【0002】[0002]

【従来の技術】耐熱性の熱硬化性樹脂組成物として、従
来、ビスマレイミド等が用いられてきたがビスマレイミ
ドにビスシアナミドを加えた組成物による樹脂は耐熱
性,成形性が改善されることが見出されている(特開昭
58−71924 号公報)。しかし、これらの樹脂は分極率の
大きいアミド基やイミド基を多数もっているため比誘電
率が比較的高いことが知られている。比誘電率の低い熱
硬化性樹脂組成物には含フッ素マレイミド等を用いた樹
脂が提案されているが(特開平2−73809号公報)フッ素
を導入したことにより接着性が低下することが知られて
いる。このため、含フッ素樹脂を用いた高密度多層配線
板を実現することは困難であった。
2. Description of the Related Art Bismaleimide and the like have been conventionally used as a heat-resistant thermosetting resin composition, but a resin obtained by adding bismaleamide to bismaleimide has improved heat resistance and moldability. Have been found
58-71924). However, these resins are known to have a relatively high relative dielectric constant because they have a large number of amide groups or imide groups having a large polarizability. A resin using a fluorine-containing maleimide or the like has been proposed for a thermosetting resin composition having a low relative dielectric constant (Japanese Patent Laid-Open No. 2-73809), but it is known that the introduction of fluorine reduces the adhesiveness. Has been. Therefore, it has been difficult to realize a high-density multilayer wiring board using a fluorine-containing resin.

【0003】[0003]

【発明が解決しようとする課題】信号の高速伝送の要求
される大型計算機の多層プリント板に使用するには接着
性と比誘電率の低さを兼ね備えた材料が要求されてい
る。従来の熱硬化性樹脂の組成物は比誘電率を低下させ
るためフッ素置換した官能基を導入していたが、この方
法には金属との接着性が損なわれるという欠点がある。
一般に、接着性を改善するにはエステル等の極性をもつ
官能基を導入すれば良いことが知られているが、通常の
方法では比誘電率が高くなる。
A material having both an adhesive property and a low relative dielectric constant is required for use in a multi-layer printed board of a large-sized computer which requires high-speed signal transmission. Conventional thermosetting resin compositions have introduced a fluorine-substituted functional group in order to lower the relative dielectric constant, but this method has a drawback in that the adhesiveness with a metal is impaired.
It is generally known that a polar functional group such as ester may be introduced in order to improve the adhesiveness, but the relative dielectric constant is increased by the usual method.

【0004】本発明の目的は耐熱性,接着性を損なうこ
となしに比誘電率が低く、さらに、イミド系材料の特徴
である成形時の副生成物を発生しない樹脂組成物を用い
た積層材料を提供し、低誘電率の絶縁層を有する高密度
多層配線板を実現することにある。
The object of the present invention is to provide a laminated material using a resin composition which has a low relative dielectric constant without impairing heat resistance and adhesiveness and does not generate by-products during molding, which is a characteristic of imide-based materials. And to realize a high-density multilayer wiring board having an insulating layer having a low dielectric constant.

【0005】[0005]

【課題を解決するための手段】本発明は、極性をもつ官
能基と共に、その導入による比誘電率の上昇を補えるよ
うな含フッ素マレイミド化合物と含フッ素シアナミド化
合物を組み合わせることにより耐熱性,接着性を損なう
ことなしに比誘電率が低く、さらに、イミド系材料の特
徴である成形時の副生成物を発生しない樹脂組成物を提
供することができる。この樹脂組成物を積層材料に適用
することにより低誘電率の絶縁層をもった高密度多層配
線板を実現することができる。
Means for Solving the Problems The present invention is a combination of a polar functional group and a fluorine-containing maleimide compound and a fluorine-containing cyanamide compound which can compensate for the increase in the relative dielectric constant due to the introduction of the functional group. It is possible to provide a resin composition having a low relative permittivity without damaging the resin composition and not generating a by-product during molding, which is a feature of the imide-based material. By applying this resin composition to a laminated material, a high-density multilayer wiring board having an insulating layer having a low dielectric constant can be realized.

【0006】請求項1 一般式(1)Claim 1 General formula (1)

【0007】[0007]

【化5】 [Chemical 5]

【0008】(式中、C917 基は二重結合を一個もつ
パーフルオロノネニル基を、Xはエステル結合、あるい
はエーテル結合を含む2価の基を示す。)で表されるビ
スマレイミド化合物と、一般式(2)
(In the formula, the C 9 F 17 group is a perfluorononenyl group having one double bond, and X is a divalent group containing an ester bond or an ether bond.). Compound and general formula (2)

【0009】[0009]

【化6】 [Chemical 6]

【0010】(式中、C917 基は二重結合を一個有す
るパーフルオロノネニル基を、Xはエステル結合、ある
いはエーテル結合を含む2価の基を示す。)で表される
ビスシアナミド化合物を含む樹脂組成物を、多重結合の
重合反応により三次元架橋して得られる硬化物を用いた
積層材料。
(Wherein, C 9 F 17 group is a perfluorononenyl group having one double bond, and X is a divalent group containing an ester bond or an ether bond). A laminated material using a cured product obtained by three-dimensionally crosslinking a resin composition containing a compound by a polymerization reaction of multiple bonds.

【0011】請求項2 請求項1のビスマレイミド化合
物と請求項1のビスシアナミド化合物を混合比95:5
〜5:95で用いることを特徴とする熱硬化性樹脂組成
物を三次元架橋して得られる硬化物を用いた積層材料。
(2) A mixing ratio of the bismaleimide compound of (1) and the biscyanamide compound of (1) is 95: 5.
A laminated material using a cured product obtained by three-dimensionally cross-linking a thermosetting resin composition, characterized by being used at 5:95.

【0012】請求項3 一般式(1)Claim 3 General formula (1)

【0013】[0013]

【化7】 [Chemical 7]

【0014】(式中、C917 基は二重結合を一個有す
るパーフルオロノネニル基を、Xはエステル結合、ある
いはエーテル結合を含む2価の基を示す。)で表される
ビスマレイミド化合物と、一般式(2)
(In the formula, the C 9 F 17 group is a perfluorononenyl group having one double bond, and X is a divalent group containing an ester bond or an ether bond.) Bismaleimide Compound and general formula (2)

【0015】[0015]

【化8】 [Chemical 8]

【0016】(式中、C917 基は二重結合を一個有す
るパーフルオロノネニル基を、Xはエステル結合、ある
いはエーテル結合を含む2価の基を示す。)で表される
ビスシアナミド化合物及びマレイミド化合物,シアナミ
ド化合物,シアナト化合物,イソシアナト化合物,エポ
キシ化合物,ビニル化合物の中の少なくとも一種類を含
むことを特徴とする熱硬化性樹脂組成物を三次元架橋し
て得られる硬化物を用いた積層材料。
(Wherein C 9 F 17 is a perfluorononenyl group having one double bond, and X is a divalent group containing an ester bond or an ether bond). Compound and maleimide compound, cyanamide compound, cyanato compound, isocyanato compound, epoxy compound, cured product obtained by three-dimensionally crosslinking a thermosetting resin composition characterized by containing at least one kind of vinyl compound is used. Laminated material.

【0017】請求項4 請求項1,2または3において
樹脂組成物を溶媒に溶解し、均一なワニスにより作製す
る樹脂組成物を三次元架橋して得られる硬化物を用いた
積層材料。
(4) A laminated material using a cured product obtained by three-dimensionally cross-linking a resin composition prepared by dissolving the resin composition in a solvent and forming a uniform varnish according to any one of (1), (2) and (3).

【0018】請求項5 請求項1,2,3または4に記
載の樹脂組成物を補強材である無機繊維布に含浸させて
得られるプリプレグ。
5. A prepreg obtained by impregnating an inorganic fiber cloth as a reinforcing material with the resin composition according to claim 1, 2, 3 or 4.

【0019】請求項6 請求項1,2,3または4に記
載の樹脂組成物を補強材である有機繊維布に含浸させて
得られるプリプレグ。
6. A prepreg obtained by impregnating an organic fiber cloth as a reinforcing material with the resin composition according to claim 1, 2, 3 or 4.

【0020】請求項7 請求項1,2,3または4に記
載の樹脂組成物を他の樹脂成分と共に用いた積層材料。
(7) A laminated material using the resin composition according to any one of (1), (2), (3) and (4) together with other resin components.

【0021】請求項8 請求項5または6に記載の樹脂
組成物を補強材である無機繊維布に含浸させて得られる
プリプレグを積層接着して得られる積層材料。
8. A laminated material obtained by laminating and adhering a prepreg obtained by impregnating an inorganic fiber cloth as a reinforcing material with the resin composition according to claim 5 or 6.

【0022】請求項9 請求項5または6に記載の樹脂
組成物を補強材である有機繊維布に含浸させて得られる
プリプレグを積層接着して得られる積層材料。
9. A laminated material obtained by laminating and adhering a prepreg obtained by impregnating an organic fiber cloth as a reinforcing material with the resin composition according to claim 5 or 6.

【0023】請求項10 請求項1ないし9記載の樹脂
組成物及び該組成物を用いた積層材料により構成される
配線板。
(10) A wiring board comprising the resin composition according to any one of (1) to (9) and a laminated material using the composition.

【0024】請求項11 請求項1ないし9に記載の樹
脂組成物及び該組成物を用いた積層材料により構成され
る大面積基板。
(11) A large-area substrate composed of the resin composition according to any one of (1) to (9) and a laminated material using the composition.

【0025】請求項12 請求項1ないし9に記載の樹
脂組成物及び該組成物を用いた積層材料により構成され
るモジュール基板。
A module substrate comprising the resin composition according to any one of claims 1 to 9 and a laminate material using the composition.

【0026】請求項13 請求項1ないし9に記載の樹
脂組成物及び該組成物を用いた積層材料により構成され
るマイクロチップキャリア基板。
(13) A microchip carrier substrate formed of the resin composition according to any one of (1) to (9) and a laminated material using the composition.

【0027】請求項14 請求項1ないし9に記載の樹
脂組成物及び該組成物を用いた積層材料により構成され
るピングリッドアレイ基板。
14. A pin grid array substrate comprising the resin composition according to claim 1 and a laminated material using the composition.

【0028】本発明において前記一般式(1)で表され
る含フッ素マレイミド化合物は、例えば以下に示したも
のがある。
In the present invention, examples of the fluorine-containing maleimide compound represented by the general formula (1) are shown below.

【0029】[0029]

【化9】 [Chemical 9]

【0030】また、本発明において一般式(2)で表さ
れる含フッ素シアナミド化合物には、例えば、以下に示
したものがある。
Further, examples of the fluorine-containing cyanamide compound represented by the general formula (2) in the present invention include those shown below.

【0031】[0031]

【化10】 [Chemical 10]

【0032】ただし、ここでC917 基は、例えば、以
下に示したものがある。
However, examples of the C 9 F 17 group include those shown below.

【0033】[0033]

【化11】 [Chemical 11]

【0034】これらの化合物は接着性を向上させる極性
基をもっているにもかかわらず、水素と比較して炭素と
の結合解離エネルギが100kJ/mol 大きく、かつ、
モル比容の大きなフッ素の含有率の高い置換基を合わせ
持つので接着性,耐熱性にすぐれ、比誘電率の低い熱硬
化性樹脂を得ることが可能となった。
Although these compounds have polar groups for improving the adhesiveness, the bond dissociation energy with carbon is 100 kJ / mol larger than that of hydrogen, and
Since it also has a substituent having a high molar content of fluorine and a high content of fluorine, it is possible to obtain a thermosetting resin having excellent adhesiveness and heat resistance and a low relative dielectric constant.

【0035】これらの化合物を熱硬化性樹脂の組成物と
して用いることにより樹脂の成形性を向上させることが
でき、同時にフッ素置換された置換基をもっているので
耐熱性にすぐれ、比誘電率の低い樹脂を得ることができ
た。
By using these compounds as a thermosetting resin composition, the moldability of the resin can be improved, and at the same time, the resin having a fluorine-substituted substituent has excellent heat resistance and a low dielectric constant. I was able to get

【0036】含フッ素シアナミド化合物と含フッ素マレ
イミド化合物を用いた熱硬化性樹脂は加熱等の三量化反
応により複素芳香環であるメラミン環やイソメラミン環
とイミド環の形成や複雑な三次元架橋により耐熱性に優
れた低誘電率材料となる。これにより高温でも機械的特
性,寸法安定性等を保持した耐熱性絶縁材料となる。ま
たこの架橋硬化反応において縮合水等の反応副生成物を
発生しないため各種構造材料,モールド成形等の多くの
分野で適用できる利点がある。これは耐熱性絶縁材料と
して代表的なポリイミド,ポリベンゾイミダゾール,ポ
リベンゾチアゾール等と異なる点である。
A thermosetting resin using a fluorine-containing cyanamide compound and a fluorine-containing maleimide compound is heat-resistant by forming a melamine ring which is a heteroaromatic ring or an melamine ring and an imide ring which are heteroaromatic rings by a trimerization reaction such as heating, and complicated three-dimensional crosslinking A low dielectric constant material with excellent properties. This results in a heat-resistant insulating material that retains mechanical properties and dimensional stability even at high temperatures. Further, since no reaction by-product such as condensed water is generated in this crosslinking and curing reaction, there is an advantage that it can be applied in various fields such as various structural materials and molding. This is different from typical heat-resistant insulating materials such as polyimide, polybenzimidazole, and polybenzothiazole.

【0037】[0037]

【作用】熱硬化性樹脂の接着性を向上させるために導入
した極性基による誘電率の上昇は、炭素との結合解離エ
ネルギが水素より100kJ/mol 大きく、かつ、モル
比容の大きなフッ素の含有率の高い置換基を導入するこ
とで可能となった。耐熱性は多重結合の重合反応によっ
て三次元架橋結合を構築するマレイミドとシアナミド構
造を保持することによって従来の特性を維持できた。ま
た、含フッ素系樹脂の問題点である接着性を改善したこ
とにより高密度多層配線板を実現することができる。
The polar group introduced to improve the adhesiveness of the thermosetting resin raises the dielectric constant because the bond dissociation energy with carbon is 100 kJ / mol higher than that of hydrogen and the inclusion of fluorine with a large molar specific volume. It became possible by introducing a substituent with a high ratio. The heat resistance was able to maintain the conventional properties by retaining the maleimide and cyanamide structures that construct a three-dimensional cross-link by the polymerization reaction of multiple bonds. Further, a high density multilayer wiring board can be realized by improving the adhesiveness which is a problem of the fluorine-containing resin.

【0038】[0038]

【実施例】【Example】

〈実施例1〉1−パーフルオロノネニルオキシ−3,5
−フタロイルビス(4−(4−マレイミドフェノキ
シ))(A)(ネオス)80重量部、1−パーフルオロ
ノネニルオキシ−3,5−フタロイルビス(4−(4−
シアナミドフェノキシ))(C)(マナック)20重量
部、重合開始剤として過酸化物0.5 重量部よりなる樹
脂組成物を溶媒ジメチルホルムアミドに溶解し50%溶
液を調整し、振盪攪拌してワニスとして用いた。
<Example 1> 1-perfluorononenyloxy-3,5
80 parts by weight of -phthaloylbis (4- (4-maleimidophenoxy)) (A) (neos), 1-perfluorononenyloxy-3,5-phthaloylbis (4- (4-
Cyanamide phenoxy)) (C) (Manac), 20 parts by weight, and a resin composition comprising 0.5 parts by weight of a peroxide as a polymerization initiator are dissolved in a solvent dimethylformamide to prepare a 50% solution, and the mixture is shaken and stirred to produce a varnish. Used as.

【0039】ワニスを補強材である日東紡製Tガラスク
ロス(厚さ60μm)に含浸塗工し、150℃の恒温空
気中で10分間乾燥しプリプレグを得た。得られたプリ
プレグ10枚を重ね、プレス中で圧力30kgf/c
m2 ,温度220℃で30分間加熱し、さらに250℃
で一時間接着硬化反応し、積層板を得た。銅箔ピール強
度の測定用試料はプリプレグ10枚を重ねたものの両面
に銅箔(古河電工製,厚さ70μm)を重ね、同様の条
件で積層接着した。以上の方法で作製した試料について
特性を評価した。比誘電率は、ヒューレット パッカー
ド社製LFインピーダンスアナライザ4192Aを用
い、JIS−C−6481に従い試料の静電容量を測定
し比誘電率を計算した。銅箔ピール強度は不動工業製レ
オメータNRM−3101Dを用い、JIS−C−64
81に従い、引きはがし速度50mm/min の条件で垂直
方向の銅箔ピール強度を測定した。熱分解開始温度は、
真空理工製高速示差熱天秤TGD−7000RHを用い
て測定した。樹脂成分を粉砕して得た粉末試料10mg
について、He流量100cm3/minの雰囲気中、昇温速
度5℃/minにおける加熱減量曲線を測定し5%減量を
示す温度を熱分解開始温度とした。熱膨張率は、真空理
工製熱機械特性測定装置TM−3000を用い、積層板
から7mm×7mmに切り出した試料の厚さ方向の熱膨張率
(50−220℃)を測定した。昇温速度2℃/min ,荷
重10gの圧縮モードで測定した。難燃性の測定はUL
−94により測定した。測定結果を表にまとめて示す。
Nitto Boseki T glass cloth (thickness 60 μm) as a reinforcing material was impregnated with the varnish and dried for 10 minutes in constant temperature air at 150 ° C. to obtain a prepreg. 10 sheets of the obtained prepreg are piled up, and pressure is 30 kgf / c in the press.
m 2, was heated for 30 minutes at a temperature 220 ° C., further 250 ° C.
After that, the adhesive was cured for 1 hour to obtain a laminated plate. As a sample for measuring the copper foil peel strength, 10 prepregs were stacked, and copper foil (manufactured by Furukawa Electric Co., Ltd., thickness 70 μm) was stacked on both surfaces and laminated and bonded under the same conditions. The characteristics of the sample manufactured by the above method were evaluated. The relative permittivity was calculated by measuring the capacitance of the sample according to JIS-C-6481 using an LF impedance analyzer 4192A manufactured by Hewlett-Packard Company. Copper foil peel strength is measured using Fudo Industrial Rheometer NRM-3101D according to JIS-C-64
According to No. 81, the peel strength of the copper foil in the vertical direction was measured under the condition of the peeling speed of 50 mm / min. The thermal decomposition start temperature is
It measured using the high-speed differential thermal balance TGD-7000RH manufactured by Vacuum Riko. Powder sample 10 mg obtained by crushing resin component
The heating loss curve was measured at a temperature rising rate of 5 ° C./min in an atmosphere having a He flow rate of 100 cm 3 / min, and the temperature showing 5% loss was defined as the thermal decomposition start temperature. The coefficient of thermal expansion was measured using a thermomechanical property measuring device TM-3000 manufactured by Vacuum Riko Co., Ltd., and the coefficient of thermal expansion in the thickness direction of a sample cut out from a laminated plate into 7 mm × 7 mm
(50-220 ° C) was measured. The measurement was performed in a compression mode with a temperature rising rate of 2 ° C./min and a load of 10 g. Flame retardancy is measured by UL
It was measured by -94. The measurement results are summarized in the table.

【0040】〈実施例2〉1−パーフルオロノネニルオ
キシ−3,5−フタロイルビス(4−(4−マレイミド
フェノキシ))(A)(ネオス)80重量部、1−パー
フルオロノネニルオキシ−3,5−フタロイルビス(4
−(4−シアナミドフェノキシ))(C)(マナック)
20重量部、重合開始剤として過酸化物0.5 重量部よ
りなる樹脂組成物を用いてワニスを調整した。ワニス調
整法は実施例13に示した方法に従った。このワニスを
用いて実施例1と同様な方法で補強材としてデュポン社
製芳香族アミド系有機合成繊維織布ケブラ49を用いて
プリプレグ,積層板を作製し、特性を評価した。結果を
表に示す。
Example 2 80 parts by weight of 1-perfluorononenyloxy-3,5-phthaloylbis (4- (4-maleimidophenoxy)) (A) (neos), 1-perfluorononenyloxy-3 , 5-phthaloylbis (4
-(4-Cyanamidephenoxy)) (C) (Manac)
A varnish was prepared using a resin composition containing 20 parts by weight of a polymerization initiator and 0.5 parts by weight of a peroxide. The varnish preparation method was according to the method shown in Example 13. Using this varnish, a prepreg and a laminate were prepared by using the aromatic amide organic synthetic fiber woven Kevlar 49 manufactured by DuPont as a reinforcing material in the same manner as in Example 1, and the characteristics were evaluated. The results are shown in the table.

【0041】〈実施例3〉1−パーフルオロノネニルオ
キシ−3,5−フタロイルビス(4−(4−マレイミド
フェノキシ))(A)(ネオス)80重量部、1−パー
フルオロノネニルオキシ−3,5−フタロイルビス(4
−(4−シアナミドフェノキシ))(C)(マナック)
20重量部、重合開始剤として過酸化物0.5 重量部よ
りなる樹脂組成物を用いてワニスを調整した。ワニス調
整法は実施例13に示した方法に従った。このワニスを
用いて実施例1と同様な方法で補強材として日本アロマ
製芳香族アミド系有機合成繊維不織布GAU−505−
50を用いてプリプレグ,積層板を作製し、特性を評価
した。結果を表に示す。
Example 3 1-Perfluorononenyloxy-3,5-phthaloylbis (4- (4-maleimidophenoxy)) (A) (Neos) 80 parts by weight, 1-perfluorononenyloxy-3 , 5-phthaloylbis (4
-(4-Cyanamidephenoxy)) (C) (Manac)
A varnish was prepared using a resin composition containing 20 parts by weight of a polymerization initiator and 0.5 parts by weight of a peroxide. The varnish preparation method was according to the method shown in Example 13. Using this varnish, a aromatic amide organic synthetic fiber non-woven fabric GAU-505 manufactured by Nippon Aroma Co., Ltd. was used as a reinforcing material in the same manner as in Example 1.
50 was used to prepare a prepreg and a laminated board, and the characteristics were evaluated. The results are shown in the table.

【0042】〈実施例4〉1−パーフルオロノネニルオ
キシ−3,5−フタロイルビス(4−(4−マレイミド
フェノキシ))(A)(ネオス)70重量部、1−パー
フルオロノネニルオキシ−3,5−フタロイルビス(4
−(4−シアナミドフェノキシ))(C)(マナック)
20重量部、及び4,4′−ジフェニルメタンビスマレ
イミド(E)(三井東圧)10重量部と重合開始剤として
過酸化物0.5 重量部よりなる樹脂組成物を用いてワニ
スを調整した。ワニス調整法は実施例13に示した方法
に従った。このワニスを用いて実施例1と同様な方法で
補強材として日東紡製Tガラスクロス(厚さ60μm)
を用いてプリプレグ,積層板を作製し、特性を評価し
た。結果を表に示す。
Example 4 1-perfluorononenyloxy-3,5-phthaloylbis (4- (4-maleimidophenoxy)) (A) (neos) 70 parts by weight, 1-perfluorononenyloxy-3 , 5-phthaloylbis (4
-(4-Cyanamidephenoxy)) (C) (Manac)
A varnish was prepared by using a resin composition comprising 20 parts by weight, 10 parts by weight of 4,4'-diphenylmethane bismaleimide (E) (Mitsui Toatsu) and 0.5 part by weight of a peroxide as a polymerization initiator. The varnish preparation method was according to the method shown in Example 13. Using this varnish, Nitto Boseki T glass cloth (thickness: 60 μm) was used as a reinforcing material in the same manner as in Example 1.
A prepreg and a laminated board were produced by using and the characteristics were evaluated. The results are shown in the table.

【0043】〈実施例5〉1−パーフルオロノネニルオ
キシ−3,5−フタロイルビス(4−(4−マレイミド
フェノキシ))(A)(ネオス)70重量部、1−パー
フルオロノネニルオキシ−3,5−フタロイルビス(4
−(4−シアナミドフェノキシ))(C)(マナック)
20重量部、及び4,4′−ジフェニルメタンビスマレ
イミド(E)(三井東圧)10重量部と重合開始剤とし
て過酸化物0.5 重量部よりなる樹脂組成物を用いて
ワニスを調整した。ワニス調整法は実施例1に示した方
法に従った。このワニスを用いて実施例1と同様な方法
で補強材としてデュポン社製芳香族アミド系有機合成繊
維織布ケブラ49を用いてプリプレグ,積層板を作製
し、特性を評価した。結果を表に示す。
Example 5 1-Perfluorononenyloxy-3,5-phthaloylbis (4- (4-maleimidophenoxy)) (A) (Neos) 70 parts by weight, 1-perfluorononenyloxy-3 , 5-phthaloylbis (4
-(4-Cyanamidephenoxy)) (C) (Manac)
A varnish was prepared by using a resin composition comprising 20 parts by weight, 10 parts by weight of 4,4'-diphenylmethane bismaleimide (E) (Mitsui Toatsu) and 0.5 part by weight of a peroxide as a polymerization initiator. The varnish preparation method was according to the method shown in Example 1. Using this varnish, a prepreg and a laminate were prepared by using the aromatic amide organic synthetic fiber woven Kevlar 49 manufactured by DuPont as a reinforcing material in the same manner as in Example 1, and the characteristics were evaluated. The results are shown in the table.

【0044】〈実施例6〉1−パーフルオロノネニルオ
キシ−3,5−フタロイルビス(4−(4−マレイミド
フェノキシ))(A)(ネオス)70重量部、1−パー
フルオロノネニルオキシ−3,5−フタロイルビス(4
−(4−シアナミドフェノキシ))(C)(マナック)
20重量部、及び4,4′−ジフェニルメタンビスマレ
イミド(E)(三井東圧)10重量部と重合開始剤として
過酸化物0.5 重量部よりなる樹脂組成物を用いてワニ
スを調整した。ワニス調整法は実施例1に示した方法に
従った。このワニスを用いて実施例1と同様な方法で補
強材として日本アロマ製芳香族アミド系有機合成繊維不
織布GAU−505−50を用いてプリプレグ,積層板
を作製し、特性を評価した。結果を表1に示す。
Example 6 1-Perfluorononenyloxy-3,5-phthaloylbis (4- (4-maleimidophenoxy)) (A) (Neos) 70 parts by weight, 1-perfluorononenyloxy-3 , 5-phthaloylbis (4
-(4-Cyanamidephenoxy)) (C) (Manac)
A varnish was prepared by using a resin composition comprising 20 parts by weight, 10 parts by weight of 4,4'-diphenylmethane bismaleimide (E) (Mitsui Toatsu) and 0.5 part by weight of a peroxide as a polymerization initiator. The varnish preparation method was according to the method shown in Example 1. Using this varnish, a prepreg and a laminate were prepared by using the aromatic amide organic synthetic fiber nonwoven fabric GAU-505-50 manufactured by Japan Aroma Co., Ltd. as a reinforcing material in the same manner as in Example 1, and the characteristics were evaluated. The results are shown in Table 1.

【0045】[0045]

【表1】 [Table 1]

【0046】〈実施例7〉1−パーフルオロノネニルオ
キシ−3,5−フタロイルビス(4−(4−マレイミド
フェノキシ))(A)(ネオス)70重量部、1−パー
フルオロノネニルオキシ−3,5−フタロイルビス(4
−(4−シアナミドフェノキシ))(C)(マナック)
20重量部、及び4,4′−ジシアナミドジフェニルエ
ーテル(F)(マナック)10重量部と重合開始剤として
過酸化物0.5 重量部よりなる樹脂組成物を用いてワニ
スを調整した。ワニス調整法は実施例1に示した方法に
従った。このワニスを用いて実施例1と同様な方法で補
強材として日東紡製Tガラスクロス(厚さ60μm)を
用いてプリプレグ,積層板を作製し、特性を評価した。
結果を表1に示す。
Example 7 1-Perfluorononenyloxy-3,5-phthaloylbis (4- (4-maleimidophenoxy)) (A) (Neos) 70 parts by weight, 1-perfluorononenyloxy-3 , 5-phthaloylbis (4
-(4-Cyanamidephenoxy)) (C) (Manac)
A varnish was prepared using a resin composition comprising 20 parts by weight, 10 parts by weight of 4,4'-dicyanamide diphenyl ether (F) (Manac) and 0.5 part by weight of a peroxide as a polymerization initiator. The varnish preparation method was according to the method shown in Example 1. Using this varnish, a prepreg and a laminated board were produced by using Nitto Boseki T glass cloth (thickness 60 μm) as a reinforcing material in the same manner as in Example 1, and the characteristics were evaluated.
The results are shown in Table 1.

【0047】〈実施例8〉1−パーフルオロノネニルオ
キシ−3,5−フタロイルビス(4−(4−マレイミド
フェノキシ))(A)(ネオス)70重量部、1−パー
フルオロノネニルオキシ−3,5−フタロイルビス(4
−(4−シアナミドフェノキシ))(C)(マナック)
20重量部、及び4,4′−ジシアナミドジフェニルエ
ーテル(F)(マナック)10重量部と重合開始剤として
過酸化物0.5 重量部よりなる樹脂組成物を用いてワニ
スを調整した。ワニス調整法は実施例1に示した方法に
従った。このワニスを用いて実施例1と同様な方法で補
強材としてデュポン社製芳香族アミド系有機合成繊維織
布ケブラ49を用いてプリプレグ,積層板を作製し、特
性を評価した。結果を表1に示す。
Example 8 1-Perfluorononenyloxy-3,5-phthaloylbis (4- (4-maleimidophenoxy)) (A) (Neos) 70 parts by weight, 1-perfluorononenyloxy-3 , 5-phthaloylbis (4
-(4-Cyanamidephenoxy)) (C) (Manac)
A varnish was prepared using a resin composition comprising 20 parts by weight, 10 parts by weight of 4,4'-dicyanamide diphenyl ether (F) (Manac) and 0.5 part by weight of a peroxide as a polymerization initiator. The varnish preparation method was according to the method shown in Example 1. Using this varnish, a prepreg and a laminate were prepared by using the aromatic amide organic synthetic fiber woven Kevlar 49 manufactured by DuPont as a reinforcing material in the same manner as in Example 1, and the characteristics were evaluated. The results are shown in Table 1.

【0048】〈実施例9〉1−パーフルオロノネニルオ
キシ−3,5−フタロイルビス(4−(4−マレイミド
フェノキシ))(A)(ネオス)70重量部、1−パー
フルオロノネニルオキシ−3,5−フタロイルビス(4
−(4−シアナミドフェノキシ))(C)(マナック)
20重量部、及び4,4′−ジシアナミドジフェニルエ
ーテル(F)(マナック)10重量部と重合開始剤として
過酸化物0.5 重量部よりなる樹脂組成物を用いてワニ
スを調整した。ワニス調整法は実施例1に示した方法に
従った。このワニスを用いて実施例1と同様な方法で補
強材として日本アロマ製芳香族アミド系有機合成繊維不
織布GAU−505−50を用いてプリプレグ,積層板
を作製し、特性を評価した。結果を表1に示す。
<Example 9> 70 parts by weight of 1-perfluorononenyloxy-3,5-phthaloylbis (4- (4-maleimidophenoxy)) (A) (neos), 1-perfluorononenyloxy-3 , 5-phthaloylbis (4
-(4-Cyanamidephenoxy)) (C) (Manac)
A varnish was prepared using a resin composition comprising 20 parts by weight, 10 parts by weight of 4,4'-dicyanamide diphenyl ether (F) (Manac) and 0.5 part by weight of a peroxide as a polymerization initiator. The varnish preparation method was according to the method shown in Example 1. Using this varnish, a prepreg and a laminate were prepared by using the aromatic amide organic synthetic fiber nonwoven fabric GAU-505-50 manufactured by Japan Aroma Co., Ltd. as a reinforcing material in the same manner as in Example 1, and the characteristics were evaluated. The results are shown in Table 1.

【0049】〈実施例10〉1−パーフルオロノネニル
オキシ−3,5−フタロイルビス(4−(4−マレイミ
ドフェノキシ))(B)(ネオス)80重量部、1−パ
ーフルオロノネニルオキシ−3,5−フタロイルビス
(4−(4−シアナミドフェノキシ))(D)(マナッ
ク)20重量部、重合開始剤として過酸化物0.5 重量
部よりなる樹脂組成物を用いてワニスを調整した。ワニ
ス調整法は実施例1に示した方法に従った。このワニス
を用いて実施例1と同様な方法で補強材として日東紡製
Tガラスクロス(厚さ60μm)を用いてプリプレグ,
積層板を作製し、特性を評価した。結果を表1に示す。
Example 10 1-Perfluorononenyloxy-3,5-phthaloylbis (4- (4-maleimidophenoxy)) (B) (Neos) 80 parts by weight, 1-perfluorononenyloxy-3 A varnish was prepared by using a resin composition comprising 20 parts by weight of 5,5-phthaloylbis (4- (4-cyanamidephenoxy)) (D) (Manac) and 0.5 part by weight of a peroxide as a polymerization initiator. The varnish preparation method was according to the method shown in Example 1. Using this varnish, a N-Tobo T glass cloth (thickness: 60 μm) was used as a reinforcing material in the same manner as in Example 1 to prepare a prepreg,
A laminated board was prepared and its characteristics were evaluated. The results are shown in Table 1.

【0050】〈実施例11〉1−パーフルオロノネニル
オキシ−3,5−フタロイルビス(4−(4−マレイミ
ドフェノキシ))(B)(ネオス)80重量部、1−パ
ーフルオロノネニルオキシ−3,5−フタロイルビス
(4−(4−シアナミドフェノキシ))(D)(マナッ
ク)20重量部、重合開始剤として過酸化物0.5 重量
部よりなる樹脂組成物を用いてワニスを調整した。ワニ
ス調整法は実施例1に示した方法に従った。このワニス
を用いて実施例1と同様な方法で補強材としてデュポン
社製芳香族アミド系有機合成繊維織布ケブラ49を用い
てプリプレグ,積層板を作製し、特性を評価した。結果
を表1に示す。
Example 11 1-Perfluorononenyloxy-3,5-phthaloylbis (4- (4-maleimidophenoxy)) (B) (Neos) 80 parts by weight, 1-perfluorononenyloxy-3 A varnish was prepared by using a resin composition comprising 20 parts by weight of 5,5-phthaloylbis (4- (4-cyanamidephenoxy)) (D) (Manac) and 0.5 part by weight of a peroxide as a polymerization initiator. The varnish preparation method was according to the method shown in Example 1. Using this varnish, a prepreg and a laminate were prepared by using the aromatic amide organic synthetic fiber woven Kevlar 49 manufactured by DuPont as a reinforcing material in the same manner as in Example 1, and the characteristics were evaluated. The results are shown in Table 1.

【0051】〈実施例12〉1−パーフルオロノネニル
オキシ−3,5−フタロイルビス(4−(4−マレイミ
ドフェノキシ))(B)(ネオス)80重量部、1−パ
ーフルオロノネニルオキシ−3,5−フタロイルビス
(4−(4−シアナミドフェノキシ))(D)(マナッ
ク)20重量部、重合開始剤として過酸化物0.5 重量
部よりなる樹脂組成物を用いてワニスを調整した。ワニ
ス調整法は実施例1に示した方法に従った。このワニス
を用いて実施例1と同様な方法で補強材として日本アロ
マ製芳香族アミド系有機合成繊維不織布GAU−505
−50を用いてプリプレグ,積層板を作製し、特性を評
価した。結果を表1に示す。
Example 12 1-Perfluorononenyloxy-3,5-phthaloylbis (4- (4-maleimidophenoxy)) (B) (Neos) 80 parts by weight, 1-perfluorononenyloxy-3 A varnish was prepared by using a resin composition comprising 20 parts by weight of 5,5-phthaloylbis (4- (4-cyanamidephenoxy)) (D) (Manac) and 0.5 part by weight of a peroxide as a polymerization initiator. The varnish preparation method was according to the method shown in Example 1. Using this varnish, the aromatic amide organic synthetic fiber nonwoven fabric GAU-505 manufactured by Japan Aroma Co., Ltd. was used as a reinforcing material in the same manner as in Example 1.
Using -50, a prepreg and a laminated board were produced and the characteristics were evaluated. The results are shown in Table 1.

【0052】〈比較例1〉4,4′−ジフェニルメタン
ビスマレイミド(E)(三井東圧)80重量部と4,
4′−ジシアナミドジフェニルエーテル(F)(マナッ
ク)20重量部、重合開始剤として過酸化物0.5 重量
部よりなる樹脂組成物を用いてワニスを調整した。ワニ
ス調整法は実施例1に示した方法に従った。このワニス
を用いて実施例1と同様な方法で補強材として日東紡製
Tガラスクロス(厚さ60μm)を用いてプリプレグ,
積層板を作製し、特性を評価した。結果を表1に示す。
Comparative Example 1 80 parts by weight of 4,4'-diphenylmethane bismaleimide (E) (Mitsui Toatsu) and 4,
A varnish was prepared using a resin composition containing 20 parts by weight of 4'-dicyanamide diphenyl ether (F) (Manac) and 0.5 parts by weight of a peroxide as a polymerization initiator. The varnish preparation method was according to the method shown in Example 1. Using this varnish, a N-Tobo T glass cloth (thickness: 60 μm) was used as a reinforcing material in the same manner as in Example 1 to prepare a prepreg,
A laminated board was prepared and its characteristics were evaluated. The results are shown in Table 1.

【0053】〈比較例2〉4,4′−ジフェニルメタン
ビスマレイミド(E)(三井東圧)80重量部と4,
4′−ジシアナミドジフェニルエーテル(F)(マナッ
ク)20重量部、重合開始剤として過酸化物0.5 重量
部よりなる樹脂組成物を用いてワニスを調整した。ワニ
ス調整法は実施例1に示した方法に従った。このワニス
を用いて実施例1と同様な方法で補強材としてデュポン
社製芳香族アミド系有機合成繊維織布ケブラ49を用い
てプリプレグ,積層板を作製し、特性を評価した。結果
を表1に示す。
Comparative Example 2 80 parts by weight of 4,4'-diphenylmethane bismaleimide (E) (Mitsui Toatsu) and 4,
A varnish was prepared using a resin composition containing 20 parts by weight of 4'-dicyanamide diphenyl ether (F) (Manac) and 0.5 parts by weight of a peroxide as a polymerization initiator. The varnish preparation method was according to the method shown in Example 1. Using this varnish, a prepreg and a laminate were prepared by using the aromatic amide organic synthetic fiber woven Kevlar 49 manufactured by DuPont as a reinforcing material in the same manner as in Example 1, and the characteristics were evaluated. The results are shown in Table 1.

【0054】〈比較例3〉4,4′−ジフェニルメタン
ビスマレイミド(E)(三井東圧)80重量部と4,
4′−ジシアナミドジフェニルエーテル(F)(マナッ
ク)20重量部、重合開始剤として過酸化物0.5 重量
部よりなる樹脂組成物を用いてワニスを調整した。ワニ
ス調整法は実施例1に示した方法に従った。このワニス
を用いて実施例1と同様な方法で補強材として日本アロ
マ製芳香族アミド系有機合成繊維不織布GAU−505
−50を用いてプリプレグ,積層板を作製し、特性を評
価した。結果を表1に示す。
Comparative Example 3 80 parts by weight of 4,4'-diphenylmethane bismaleimide (E) (Mitsui Toatsu) and 4,
A varnish was prepared using a resin composition containing 20 parts by weight of 4'-dicyanamide diphenyl ether (F) (Manac) and 0.5 parts by weight of a peroxide as a polymerization initiator. The varnish preparation method was according to the method shown in Example 1. Using this varnish, the aromatic amide organic synthetic fiber nonwoven fabric GAU-505 manufactured by Japan Aroma Co., Ltd. was used as a reinforcing material in the same manner as in Example 1.
Using -50, a prepreg and a laminated board were produced and the characteristics were evaluated. The results are shown in Table 1.

【0055】〈比較例4〉比較例として、ポリテトラフ
ルオロエチレン系銅張り積層板である松下電工製R47
37について実施例1と同様に特性評価した。
<Comparative Example 4> As a comparative example, a polytetrafluoroethylene-based copper clad laminate R47 manufactured by Matsushita Electric Works, Ltd.
37 was evaluated in the same manner as in Example 1.

【0056】〈比較例5〉比較例として、ガラスポリイ
ミド系銅張り積層板である日立化成製MCL−I−67
について実施例1と同様に特性評価した。
<Comparative Example 5> As a comparative example, a glass polyimide copper-clad laminate MCL-I-67 manufactured by Hitachi Chemical Co., Ltd.
Was evaluated in the same manner as in Example 1.

【0057】〈比較例6〉比較例として、ガラスエポキ
シ系銅張り積層板である日立化成製MCL−E−67に
ついて実施例1と同様に特性評価した。
<Comparative Example 6> As a comparative example, a glass epoxy copper-clad laminate MCL-E-67 manufactured by Hitachi Chemical Co., Ltd. was evaluated in the same manner as in Example 1.

【0058】実施例,比較例で用いた化合物(A)〜
(I)を以下に示す。
Compounds (A) used in Examples and Comparative Examples
(I) is shown below.

【0059】[0059]

【化12】 [Chemical 12]

【0060】[0060]

【化13】 [Chemical 13]

【0061】表1に示すとおり、本実施例に示した積層
板はいずれも耐熱性,接着性,熱膨張率等の特性を損な
うことなく樹脂成分の低誘電率化を実現した。
As shown in Table 1, each of the laminated plates shown in this example realized a low dielectric constant of the resin component without impairing the properties such as heat resistance, adhesiveness and thermal expansion coefficient.

【0062】以下、実施例13ないし24に示した積層
材料を用いて配線板を作成した実施例を示す。
The following is an example in which a wiring board was prepared using the laminated materials shown in Examples 13 to 24.

【0063】〈実施例16〉実施例1によりえられたプ
リプレグを用いて、両面に銅箔(70μm)をプレス中
で圧力30kgf/cm2 ,温度220℃で30分間加熱
し、さらに250℃で一時間接着硬化させ、銅張り積層
板を得た。この銅張り積層板の両面に回路を形成し、プ
リプレグを介して積層接着し、LSIを搭載するピング
リッドアレイ基板を作成した。この基板は6層構造から
成り、それぞれ2層の表面層,電源供給層,信号層を有
する。
Example 16 Using the prepreg obtained in Example 1, copper foil (70 μm) on both sides was heated in a press at a pressure of 30 kgf / cm 2 and a temperature of 220 ° C. for 30 minutes, and further at 250 ° C. The adhesive was cured for 1 hour to obtain a copper-clad laminate. Circuits were formed on both surfaces of this copper-clad laminate and laminated and adhered via a prepreg to prepare a pin grid array substrate on which LSI is mounted. This substrate has a six-layer structure, and each has two surface layers, a power supply layer and a signal layer.

【0064】〈実施例17〉実施例1により得られたプ
リプレグを用い、実施例16と同様にLSIを搭載する
マイクロチップキャリア基板を作成した。この基板は6
層構造から成り、それぞれ2層の表面層,電源供給層,
信号層を有する。
<Example 17> Using the prepreg obtained in Example 1, a microchip carrier substrate on which an LSI was mounted was prepared in the same manner as in Example 16. This board is 6
It has a layered structure, and each has two surface layers, a power supply layer,
It has a signal layer.

【0065】〈実施例18〉実施例1により得られたプ
リプレグを用い、実施例16と同様な方法で実施例26
により得られたマイクロチップキャリア基板を搭載する
モジュール基板を作成した。この基板は表面層2層,電
源供給層10層,信号層16層,拡大層8層から成る3
6層構造をもつ。また、この基板はマイクロチップキャ
リア基板を81個(9×9)搭載可能である。
<Embodiment 18> Using the prepreg obtained in Embodiment 1 and in the same manner as in Embodiment 16, Embodiment 26
A module substrate on which the microchip carrier substrate obtained in (1) was mounted was prepared. This substrate is composed of 2 surface layers, 10 power supply layers, 16 signal layers, and 8 expansion layers.
It has a 6-layer structure. Also, 81 microchip carrier substrates (9 × 9) can be mounted on this substrate.

【0066】〈実施例19〉実施例1により得られたプ
リプレグを用い、実施例16と同様な方法で実施例27
により得られたモジュール基板を搭載する大面積基板を
作成した。この基板は表面層2層,電源供給層20層,
信号層24層,拡大層8層から成る54層構造をもつ。
また、この基板はモジュール基板を64個(8×8)搭
載可能である。
Example 19 Example 27 is carried out in the same manner as in Example 16 using the prepreg obtained in Example 1.
A large-area substrate on which the module substrate obtained in (1) was mounted was created. This substrate has 2 surface layers, 20 power supply layers,
It has a 54-layer structure consisting of 24 signal layers and 8 expansion layers.
Further, this module can mount 64 module boards (8 × 8).

【0067】〈実施例20〉実施例3により得られたプ
リプレグを用い、実施例16と同様な方法で実施例27
により得られたモジュール基板を搭載する大面積基板を
作成した。この基板は表面層2層,電源供給層16層,
信号層20層,拡大層8層から成る46層構造をもつ。
また、この基板はモジュール基板を36個(6×6)搭
載可能である。
Example 20 Using the prepreg obtained in Example 3 and in the same manner as in Example 16, Example 27
A large-area substrate on which the module substrate obtained in (1) was mounted was created. This substrate has 2 surface layers, 16 power supply layers,
It has a 46-layer structure consisting of 20 signal layers and 8 expansion layers.
In addition, 36 (6 × 6) module boards can be mounted on this board.

【0068】[0068]

【発明の効果】本発明の含フッ素樹脂は耐熱材料として
優れているイミド化合物に接着性を向上させるための極
性部位と、低誘電率化を計るためのフッ素基を導入した
化合含フッ素シアナミドを用いたものである。フッ素基
を構造中に多く取り込むことにより得られる硬化物のモ
ル比容を増加させ、低誘電率化を図ることができた。さ
らにフッ素基は炭素との結合解離エネルギが大きいた
め、耐熱性の目安である熱分解温度の向上,機械的強度
の向上も同時に図ることができた。また、シアナミド基
は速硬化性であることから作業性が優れる。以上、含フ
ッ素シアナミドと含フッ素イミドから成る熱硬化性樹脂
は成形性に優れ、かつ得られる硬化物は耐熱性,機械的
特性に優れていることが確認できた。さらに絶縁材料の
電気特性として重要な比誘電率も小さくすることがで
き、モ−ルド材,配線基板,LSIの層間絶縁膜等の低
誘電率が要求される分野に好適な材料となることが期待
できる。
EFFECT OF THE INVENTION The fluorine-containing resin of the present invention is a compound containing fluorine-containing cyanamide in which an imide compound which is excellent as a heat-resistant material has a polar moiety for improving adhesiveness and a fluorine group for lowering the dielectric constant. Used. It was possible to increase the molar specific volume of the cured product obtained by incorporating a large amount of fluorine groups into the structure, and to lower the dielectric constant. Further, since the fluorine group has a large bond dissociation energy with carbon, it was possible to improve the thermal decomposition temperature, which is a measure of heat resistance, and mechanical strength at the same time. Further, since the cyanamide group is fast-curing, workability is excellent. As described above, it was confirmed that the thermosetting resin composed of the fluorinated cyanamide and the fluorinated imide had excellent moldability, and the obtained cured product had excellent heat resistance and mechanical properties. Further, the relative permittivity, which is important for the electrical characteristics of the insulating material, can be reduced, and it can be a material suitable for fields requiring a low permittivity such as a mold material, a wiring board, and an interlayer insulating film of an LSI. Can be expected.

【図面の簡単な説明】[Brief description of drawings]

【図1】本発明の一実施例の多層プリント板の斜視図。FIG. 1 is a perspective view of a multilayer printed board according to an embodiment of the present invention.

【符号の説明】[Explanation of symbols]

1…基板、2…回路、3…プリプレグシート、4…スル
ーホール。
1 ... Substrate, 2 ... Circuit, 3 ... Prepreg sheet, 4 ... Through hole.

───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.5 識別記号 庁内整理番号 FI 技術表示箇所 C08J 5/24 CEZ 7188−4F C08L 79/08 LRE 9285−4J H01B 3/30 9059−5G H01L 23/12 H05K 1/03 D 7011−4E // C08L 35:00 7921−4J (72)発明者 永井 晃 茨城県日立市久慈町4026番地 株式会社日 立製作所日立研究所内 (72)発明者 川井 良憲 茨城県日立市久慈町4026番地 株式会社日 立製作所日立研究所内 (72)発明者 高橋 昭雄 茨城県日立市久慈町4026番地 株式会社日 立製作所日立研究所内─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. 5 Identification code Internal reference number FI Technical display location C08J 5/24 CEZ 7188-4F C08L 79/08 LRE 9285-4J H01B 3/30 9059-5G H01L 23 / 12 H05K 1/03 D 7011-4E // C08L 35:00 7921-4J (72) Inventor Akira Nagai 4026 Kuji-cho, Hitachi City, Ibaraki Prefecture Hitachi Research Laboratory, Hitachi, Ltd. (72) Inventor Yoshinori Kawai Ibaraki Hitachi, Ltd. 4026 Kuji Town, Hitachi City, Hitachi Prefecture (72) Inventor Akio Takahashi 4026 Kuji Town, Hitachi City, Ibaraki Prefecture Hitachi Research Laboratory, Hitachi Ltd.

Claims (14)

【特許請求の範囲】[Claims] 【請求項1】一般式(1) 【化1】 (式中、C917 基は二重結合を一個有するパーフルオ
ロノネニル基を、Xはエステル結合、あるいはエーテル
結合を含む2価の基を示す。)で表されるビスマレイミ
ド化合物と、一般式(2) 【化2】 (式中、C917 基は二重結合を一個有するパーフルオ
ロノネニル基を、Xはエステル結合、あるいはエーテル
結合を含む2価の基を示す。)で表されるビスシアナミ
ド化合物を含む樹脂組成物を、多重結合の重合反応によ
り三次元架橋して得られる硬化物を用いたことを特徴と
する積層材料。
1. A general formula (1): (In the formula, the C 9 F 17 group is a perfluorononenyl group having one double bond, and X is a divalent group containing an ester bond or an ether bond.), And a bismaleimide compound represented by the following formula: General formula (2) (In the formula, the C 9 F 17 group represents a perfluorononenyl group having one double bond, and X represents a divalent group containing an ester bond or an ether bond.) A laminated material comprising a cured product obtained by three-dimensionally crosslinking a resin composition by a polymerization reaction of multiple bonds.
【請求項2】請求項1において、前記ビスマレイミド化
合物と前記ビスシアナミド化合物を混合比95:5〜
5:95で用い熱硬化性樹脂組成物を三次元架橋して得
られる硬化物を用いた積層材料。
2. The mixing ratio of the bismaleimide compound and the biscyanamide compound according to claim 1, which is 95: 5.
A laminated material using a cured product obtained by three-dimensionally crosslinking the thermosetting resin composition used at 5:95.
【請求項3】一般式(1) 【化3】 (式中、C917 基は二重結合を一個有するパーフルオ
ロノネニル基を、Xはエステル結合、あるいはエーテル
結合を含む2価の基を示す。)で表されるビスマレイミ
ド化合物と、一般式(2) 【化4】 (式中、C917 基は二重結合を一個有するパーフルオ
ロノネニル基を、Xはエステル結合、あるいはエーテル
結合を含む2価の基を示す。)で表されるビスシアナミ
ド化合物及びマレイミド化合物,シアナミド化合物,シ
アナト化合物,イソシアナト化合物,エポキシ化合物,
ビニル化合物の中の少なくとも一種類を含む熱硬化性樹
脂組成物を三次元架橋して得られる硬化物を用いたこと
を特徴とする積層材料。
3. General formula (1): (In the formula, the C 9 F 17 group is a perfluorononenyl group having one double bond, and X is a divalent group containing an ester bond or an ether bond.), And a bismaleimide compound represented by the following formula: General formula (2) (In the formula, the C 9 F 17 group represents a perfluorononenyl group having one double bond, and X represents a divalent group containing an ester bond or an ether bond.) And a maleimide. Compounds, cyanamide compounds, cyanato compounds, isocyanato compounds, epoxy compounds,
A laminated material comprising a cured product obtained by three-dimensionally crosslinking a thermosetting resin composition containing at least one of vinyl compounds.
【請求項4】請求項1,2または3において、前記樹脂
組成物を溶媒に溶解し、均一なワニスにより作製する樹
脂組成物を三次元架橋して得られる硬化物を用いた積層
材料。
4. A laminated material according to claim 1, wherein the resin composition is dissolved in a solvent and a cured product obtained by three-dimensionally crosslinking the resin composition prepared with a uniform varnish.
【請求項5】請求項1,2,3または4に記載の樹脂組
成物を補強材である無機繊維布に含浸させて得られるプ
リプレグ。
5. A prepreg obtained by impregnating an inorganic fiber cloth as a reinforcing material with the resin composition according to claim 1, 2, 3 or 4.
【請求項6】請求項1,2,3または4に記載の樹脂組
成物を補強材である有機繊維布に含浸させて得られるプ
リプレグ。
6. A prepreg obtained by impregnating an organic fiber cloth as a reinforcing material with the resin composition according to claim 1, 2, 3 or 4.
【請求項7】請求項1,2,3または4に記載の樹脂組
成物を他の樹脂成分と共に用いた積層材料。
7. A laminate material using the resin composition according to claim 1, 2, 3 or 4 together with other resin components.
【請求項8】請求項5または6に記載の樹脂組成物を補
強材である無機繊維布に含浸させて得られるプリプレグ
を積層接着して得られる積層材料。
8. A laminated material obtained by laminating and adhering a prepreg obtained by impregnating an inorganic fiber cloth as a reinforcing material with the resin composition according to claim 5 or 6.
【請求項9】請求項5または6に記載の樹脂組成物を補
強材である有機繊維布に含浸させて得られるプリプレグ
を積層接着して得られる積層材料。
9. A laminated material obtained by laminating and adhering a prepreg obtained by impregnating an organic fiber cloth as a reinforcing material with the resin composition according to claim 5 or 6.
【請求項10】請求項1ないし9記載の樹脂組成物及び
前記樹脂組成物を用いた積層材料により構成される配線
板。
10. A wiring board comprising the resin composition according to claim 1 and a laminated material using the resin composition.
【請求項11】請求項1ないし9に記載の樹脂組成物及
び前記樹脂組成物を用いた積層材料により構成される大
面積基板。
11. A large-area substrate composed of the resin composition according to claim 1 and a laminated material using the resin composition.
【請求項12】請求項1ないし9に記載の樹脂組成物及
び前記樹脂組成物を用いた積層材料により構成されるモ
ジュール基板。
12. A module substrate composed of the resin composition according to claim 1 and a laminated material using the resin composition.
【請求項13】請求項1ないし9に記載の樹脂組成物及
び前記樹脂組成物を用いた積層材料により構成されるマ
イクロチップキャリア基板。
13. A microchip carrier substrate composed of the resin composition according to claim 1 and a laminated material using the resin composition.
【請求項14】請求項1ないし9に記載の樹脂組成物及
び前記樹脂組成物を用いた積層材料により構成されるピ
ングリッドアレイ基板。
14. A pin grid array substrate composed of the resin composition according to claim 1 and a laminated material using the resin composition.
JP30151891A 1991-11-18 1991-11-18 Circuit board produced by using fluororesin composition Pending JPH05140338A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP30151891A JPH05140338A (en) 1991-11-18 1991-11-18 Circuit board produced by using fluororesin composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP30151891A JPH05140338A (en) 1991-11-18 1991-11-18 Circuit board produced by using fluororesin composition

Publications (1)

Publication Number Publication Date
JPH05140338A true JPH05140338A (en) 1993-06-08

Family

ID=17897898

Family Applications (1)

Application Number Title Priority Date Filing Date
JP30151891A Pending JPH05140338A (en) 1991-11-18 1991-11-18 Circuit board produced by using fluororesin composition

Country Status (1)

Country Link
JP (1) JPH05140338A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105037149A (en) * 2015-06-11 2015-11-11 浙江工业大学 Methacrylate fluorine-containing monomer, and synthesis method and application thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105037149A (en) * 2015-06-11 2015-11-11 浙江工业大学 Methacrylate fluorine-containing monomer, and synthesis method and application thereof

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