JP7352799B2 - 樹脂組成物、プリプレグ、樹脂付きフィルム、樹脂付き金属箔、金属張積層板、及びプリント配線板 - Google Patents
樹脂組成物、プリプレグ、樹脂付きフィルム、樹脂付き金属箔、金属張積層板、及びプリント配線板 Download PDFInfo
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- JP7352799B2 JP7352799B2 JP2021511499A JP2021511499A JP7352799B2 JP 7352799 B2 JP7352799 B2 JP 7352799B2 JP 2021511499 A JP2021511499 A JP 2021511499A JP 2021511499 A JP2021511499 A JP 2021511499A JP 7352799 B2 JP7352799 B2 JP 7352799B2
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- epoxy compound
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Images
Classifications
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- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
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- C08G59/24—Di-epoxy compounds carbocyclic
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- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/22—Di-epoxy compounds
- C08G59/30—Di-epoxy compounds containing atoms other than carbon, hydrogen, oxygen and nitrogen
- C08G59/304—Di-epoxy compounds containing atoms other than carbon, hydrogen, oxygen and nitrogen containing phosphorus
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Description
本発明者は、誘電特性に優れた硬化物が得られる樹脂組成物を開発するにあたって、低誘電率樹脂の耐燃性が低い点に着目した。従来の手法で耐燃性を向上させようとすると、ガラス転移温度(Tg)が低下したり、接着性などが低下したりするおそれがあるが、本発明者は、鋭意研究の結果、以下のような樹脂組成物を開発した。
(2.1)樹脂組成物
本実施形態に係る樹脂組成物は、電気絶縁性を有し、プリント配線板などの基板材料として使用可能である。基板材料の具体例として、プリプレグ、樹脂付きフィルム、樹脂付き金属箔、金属張積層板、及びプリント配線板が挙げられるが、特にこれらに限定されない。
エポキシ化合物は、プレポリマーであり、分子内に少なくとも2つ以上のエポキシ基を有する化合物である。ところで、一般に「樹脂」という用語には、架橋反応前の材料としての樹脂(例えばエポキシ化合物など)と、架橋反応後の生成物(製品)としての樹脂との2つの意味がある。本明細書において「樹脂」とは、基本的には前者を意味する。
硬化剤は、リン含有酸無水物を含む。リン含有酸無水物は、分子中にリン原子及び酸無水物基を有する。リン含有酸無水物は、上述のリン含有エポキシ化合物に対して反応性を有する。
無機フィラーとしては、特に限定されないが、例えば、シリカ、炭酸カルシウム、酸化チタン、カオリン、クレー、硫酸バリウム、酸化亜鉛、水酸化アルミニウム、水酸化マグネシウム、タルク、マイカ、ウォラストナイト、チタン酸カリウム、ホウアルミニウム、セピオライト、窒化ホウ素、及び窒化ケイ素が挙げられる。無機フィラーの形状は、球形が好ましい。
硬化促進剤としては、特に限定されないが、例えば、イミダゾール化合物及びジシアンジアミドが挙げられる。イミダゾール化合物としては、特に限定されないが、例えば、2-エチル-4-メチルイミダゾール、2-メチルイミダゾール、2-ウンデシルイミダゾール、2-ヘプタデシルイミダゾール、2-フェニルイミダゾール、及び2-フェニル-4-メチルイミダゾールが挙げられる。
図1に本実施形態に係るプリプレグ1を示す。プリプレグ1は、全体としてシート状又はフィルム状である。プリプレグ1は、金属張積層板4の材料、プリント配線板5の材料、及びプリント配線板5の多層化(ビルドアップ法)などに利用される。
図2Aに本実施形態に係る樹脂付きフィルム2を示す。樹脂付きフィルム2は、全体としてフィルム状又はシート状である。樹脂付きフィルム2は、樹脂層20と、支持フィルム21と、を備える。樹脂付きフィルム2は、プリント配線板5の多層化(ビルドアップ法)などに利用される。
図3に本実施形態に係る樹脂付き金属箔3を示す。樹脂付き金属箔3は、全体としてフィルム状又はシート状である。樹脂付き金属箔3は、樹脂層30と、金属箔31と、を備える。樹脂付き金属箔3は、プリント配線板5の多層化(ビルドアップ法)などに利用される。
図4に本実施形態に係る金属張積層板4を示す。金属張積層板4は、絶縁層40と、金属層41と、を備える。金属張積層板4は、プリント配線板5の材料などに利用される。
図5に本実施形態に係るプリント配線板5を示す。プリント配線板5は、絶縁層50と、導体配線51と、を備える。本明細書において「プリント配線板」とは、電子部品がはんだ付けされておらず、配線だけの状態のものを意味する。
上記実施形態から明らかなように、本開示は、下記の態様を含む。以下では、実施形態との対応関係を明示するためだけに、符号を括弧付きで付している。
樹脂組成物の原料として、以下のものを用意した。
・リン含有エポキシ化合物(新日鉄住金化学株式会社製、商品名「FX-289-P」、エポキシ当量:390g/eq、リン含有量:3.5質量%)
・ジシクロペンタジエン型エポキシ化合物(DIC株式会社製、商品名「HP-7200HHH」、エポキシ当量:280~290g/eq、軟化点:100~105℃)
・ナフタレン型エポキシ化合物(DIC株式会社製、商品名「HP-9500」、エポキシ当量:230g/eq)
(1.2)硬化剤
・リン含有酸無水物(ジヒドロ-3-((6-オキシド-6H-ジベンズ(c,e)(1,2)オキサフォスフォリン-6-イル)メチル)-2,5-フランジオン、酸無水物当量:332g/eq、式(2)参照)
・多官能酸無水物(新日本理化株式会社製、商品名「リカシッド TMEG-S」、エチレングリコールビスアンヒドロトリメリテート、酸無水物当量:204g/eq、軟化点:64~76℃)
・脂環式多官能酸無水物(DIC株式会社製、商品名「B-4500」、5-(2,5-ジオキソテトラヒドロ-3-フラニル)-3-メチル-3-シクロヘキセン-1,2-ジカルボン酸無水物(MCTC)、粉末状酸無水物、酸無水物当量:132g/eq)
・スチレン無水マレイン酸共重合体(CRAY VALLEY社製、商品名「SMA EF30」、スチレン:無水マレイン酸(モル比)=3:1、酸価:275~285KOHmg/g、酸無水物当量:280g/eq、重量平均分子量:9500)
(1.3)無機フィラー
・シリカ(浙江華飛電子基材有限公司製、商品名「VF-40-YE3」、球状、粒径:1.51μm(D50)/トップカット10μm)
(1.4)硬化促進剤
・イミダゾール化合物(四国化成工業株式会社製、商品名「2E4MZ」、2-エチル-4-メチルイミダゾール)
(1.5)難燃剤
・分散型難燃剤(クラリアントジャパン株式会社製、商品名「OP-935」、ホスフィン酸アルミニウム、リン含有量:23質量%)
・反応型難燃剤(ケムチュラ・ジャパン株式会社製、商品名「Emerald 2000」、リン含有量:9.8質量%)
以上の樹脂組成物の原料を表1にまとめて示す。
プリプレグは、上記の樹脂組成物を、基材であるガラスクロス(日東紡績株式会社製、商品名「7628タイプクロス」)に含浸させ、これを非接触タイプの加熱ユニットにより、110~140℃で加熱乾燥し、樹脂組成物中の溶媒を除去して、樹脂組成物を半硬化させることによって製造した。プリプレグのレジンコンテント(樹脂組成物の含有量)は、プリプレグの全質量に対して65質量%以上75質量%以下の範囲内であった。
金属張積層板は、8枚のプリプレグ(340mm×510mm)を重ねるとともに、この両側に粗化面を内側にして銅箔(三井金属鉱業株式会社製、厚さ18μm、ST箔)を重ね、これを加熱加圧して積層成形することによって、銅張積層板として製造した。加熱加圧の条件は、180℃、2.94MPa、60分間である。
(4.1)ガラス転移温度(Tg)
セイコーインスツル株式会社製粘弾性スペクトロメータ「DMS6100」を用いて、プリプレグのガラス転移温度を測定した。具体的には、曲げモジュールで周波数を10Hzとして測定を行い、昇温速度5℃/分の条件で室温から280℃まで昇温した際のtanαが極大を示す温度をガラス転移温度とした。
Hewlett-Packard社製「インピーダンス/マテリアルアナライザー4291A」を用いて、1GHzにおける銅張積層板の比誘電率をIPC-TM-650 2.5.5.9に準じて測定した。
銅張積層板の表面の銅箔(厚さ18μm)の引きはがし強さをJIS C 6481に準拠して測定した。すなわち、銅箔を毎分約50mmの速さではがし、そのときの引きはがし強さ(kN/m)をピール強度として測定した。
板厚が0.8mmの銅張積層板を上記と同様に製造した。この銅張積層板の表面の銅箔をエッチングにより除去した後、70℃の水酸化ナトリウム水溶液(10質量%)に30分間浸漬させた。そして、浸漬前後の質量から質量減少率を算出した。その結果を以下のように分けて表4に示す。
「B」:質量減少率が0.2質量%以上0.3質量%未満
「C」:質量減少率が0.3質量%以上
(4.5)耐燃性
板厚が0.8mm、1.2mm、1.6mmの銅張積層板をプリプレグの枚数を調整して上記と同様に製造した。各銅張積層板の表面の銅箔をエッチングにより除去した後、UnderwritersLaboratoriesの“Test for Flammability of Plastic Materials-UL 94”に準じて耐燃性試験を行って、耐燃性を評価した。V-0を満たすものが「OK」、満たさないものが「NG」である。表4では、板厚とその板厚でV-0を満たすか否かを示す。
「1.2mm OK」:1.6mmはNG、1.2mm及び0.8mmはOK
「0.8mm NG」:1.6mm、1.2mm、及び0.8mmの全てがNG
10 樹脂層
11 基材
2 樹脂付きフィルム
20 樹脂層
21 支持フィルム
22 保護フィルム
3 樹脂付き金属箔
30 樹脂層
31 金属箔
4 金属張積層板
40 絶縁層
41 金属層
5 プリント配線板
50 絶縁層
51 導体配線
Claims (15)
- エポキシ化合物と、硬化剤と、を含有し、
前記エポキシ化合物は、分子中にリン原子を有するリン含有エポキシ化合物を含み、
前記硬化剤は、分子中にリン原子及び酸無水物基を有するリン含有酸無水物を含む、
樹脂組成物。 - 前記エポキシ化合物は、分子中にリン原子を含まず、かつ、エポキシ基を少なくとも2つ以上有する多官能エポキシ化合物を更に含む、
請求項1に記載の樹脂組成物。 - 前記硬化剤は、分子中にリン原子を含まないリン非含有硬化剤を更に含む、
請求項1又は2に記載の樹脂組成物。 - 前記エポキシ化合物及び前記硬化剤の合計質量に対するリン含有量が1.3質量%以上3.7質量%以下の範囲内である、
請求項1~3のいずれか1項に記載の樹脂組成物。 - 前記リン含有酸無水物の含有量が、前記リン含有エポキシ化合物及び前記リン含有酸無水物の合計100質量部に対して、5質量部以上70質量部以下の範囲内である、
請求項1~4のいずれか1項に記載の樹脂組成物。 - 前記多官能エポキシ化合物は、分子中にナフタレン骨格及びジシクロペンタジエン骨格の少なくともいずれかの骨格を有する多官能エポキシ化合物を含む、
請求項2~5のいずれか1項に記載の樹脂組成物。 - 前記リン非含有硬化剤は、多官能酸無水物、脂環式多官能酸無水物、及びスチレン無水マレイン酸共重合体からなる群より選ばれた1種以上の化合物を含む、
請求項3~6のいずれか1項に記載の樹脂組成物。 - 前記リン含有エポキシ化合物は、下記式(1)の構造を有する、
- 前記エポキシ化合物と前記硬化剤との当量比が1:0.75~1:1.25の範囲内である、
請求項1~8のいずれか1項に記載の樹脂組成物。 - 無機フィラーを更に含有し、
前記無機フィラーの含有量が、前記エポキシ化合物及び前記硬化剤の合計100質量部に対して、20質量部以上150質量部以下の範囲内である、
請求項1~9のいずれか1項に記載の樹脂組成物。 - 基材と、前記基材に含浸された請求項1~10のいずれか1項に記載の樹脂組成物の半硬化物で形成された樹脂層と、を備える、
プリプレグ。 - 請求項1~10のいずれか1項に記載の樹脂組成物の半硬化物で形成された樹脂層と、前記樹脂層を支持する支持フィルムと、を備える、
樹脂付きフィルム。 - 請求項1~10のいずれか1項に記載の樹脂組成物の半硬化物で形成された樹脂層と、前記樹脂層が接着された金属箔と、を備える、
樹脂付き金属箔。 - 請求項1~10のいずれか1項に記載の樹脂組成物の硬化物又は請求項11に記載のプリプレグの硬化物で形成された絶縁層と、前記絶縁層の片面又は両面に形成された金属層と、を備える、
金属張積層板。 - 請求項1~10のいずれか1項に記載の樹脂組成物の硬化物又は請求項11に記載のプリプレグの硬化物で形成された絶縁層と、前記絶縁層の片面又は両面に形成された導体配線と、を備える、
プリント配線板。
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