JPH07228671A - Resin composition for sealing semiconductor - Google Patents

Resin composition for sealing semiconductor

Info

Publication number
JPH07228671A
JPH07228671A JP1934794A JP1934794A JPH07228671A JP H07228671 A JPH07228671 A JP H07228671A JP 1934794 A JP1934794 A JP 1934794A JP 1934794 A JP1934794 A JP 1934794A JP H07228671 A JPH07228671 A JP H07228671A
Authority
JP
Japan
Prior art keywords
resin composition
resin
epoxy
alkylidenetriphenylphosphorane
epoxy resin
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.)
Granted
Application number
JP1934794A
Other languages
Japanese (ja)
Other versions
JP3226407B2 (en
Inventor
Kenji Samejima
賢至 鮫島
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.)
Sumitomo Bakelite Co Ltd
Original Assignee
Sumitomo Bakelite Co 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 Sumitomo Bakelite Co Ltd filed Critical Sumitomo Bakelite Co Ltd
Priority to JP01934794A priority Critical patent/JP3226407B2/en
Publication of JPH07228671A publication Critical patent/JPH07228671A/en
Application granted granted Critical
Publication of JP3226407B2 publication Critical patent/JP3226407B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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  • Compositions Of Macromolecular Compounds (AREA)
  • Epoxy Resins (AREA)
  • Structures Or Materials For Encapsulating Or Coating Semiconductor Devices Or Solid State Devices (AREA)

Abstract

PURPOSE:To obtain a resin composition consisting essentially of an epoxy resin, a phenolic novolak resin, an alkylidenetriphenylphosphorane and an inorganic filler, excellent in packing property of a thin type semiconductor package and free from non-packing, void and die pat shift. CONSTITUTION:This resin composition consists essentially of an epoxy resin (e.g. cresol novolak type epoxy), a phenolic novolak resin, preferably 0.01-1.50wt.% of an alkylidenetriphenylphosphorane of the formula [X and Y are each H, an alkyl, a cyclic alkyl, an aryl, CH=CHR (R is a 1-5C alkyl), CidenticalN, OR, etc.] and an inorganic filler.

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、成形時の反応性に優れ
た高信頼性の半導体封止用樹脂組成物に関するものであ
る。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a highly reliable resin composition for encapsulating a semiconductor, which has excellent reactivity during molding.

【0002】[0002]

【従来の技術】トランジスター、IC,LSI等の半導
体素子の封止方法としてエポキシ樹脂のトランスファー
成形による方法が低コスト大量生産に適した方法として
採用され信頼性の面でもエポキシ樹脂の改良により十分
使用に耐えるレベルである。一方、半導体パッケージは
薄型化、高集積化が進みパッケージ厚みをいかに薄くす
るかが重要になってきており、半導体封止用樹脂として
は、薄肉部の充填性に優れ、外部からの水分や不純物の
浸入を薄い樹脂層で防止できることが求められている。
従来、薄型パッケージの封止用としてフィラー粒径を小
さくしたり、樹脂粘度を下げる方法がとられていたが、
内部のチップサイズが大きい場合限界があり未充填や、
内部ボイドが発生し信頼性の低下を招いていた。又、充
填性を向上させる目的で硬化促進剤の量を減らし、硬化
速度を遅くすることで充分な注入圧力をかける方法があ
るが、成形サイクルが長くなり問題がある。
2. Description of the Related Art Transfer molding of epoxy resin is adopted as a method for sealing semiconductor elements such as transistors, ICs, LSIs, etc. as a method suitable for low-cost mass production, and is sufficiently used by improving epoxy resin in terms of reliability. Is a level that can withstand. On the other hand, as semiconductor packages have become thinner and more highly integrated, how to reduce the package thickness has become important.As a resin for semiconductor encapsulation, the thin-walled part has excellent filling properties, and moisture and impurities from the outside It is required that the thin resin layer prevent the penetration of
Conventionally, a method of reducing the particle size of the filler or lowering the resin viscosity has been used for sealing a thin package.
There is a limit when the internal chip size is large and there is no filling,
Internal voids were generated, leading to a decrease in reliability. In addition, there is a method of applying a sufficient injection pressure by decreasing the amount of the curing accelerator and slowing the curing speed for the purpose of improving the filling property, but this causes a problem in that the molding cycle becomes long.

【0003】[0003]

【発明が解決しようとする課題】本発明はかかる半導体
製品の成形時の充填性や成形サイクルを改善するための
半導体封止用樹脂組成物を提供するものである。
The present invention provides a resin composition for semiconductor encapsulation for improving the filling property and molding cycle during molding of such a semiconductor product.

【0004】[0004]

【課題を解決するための手段】本発明は、エポキシ樹
脂、フェノールノボラック樹脂、下記式(1)で示され
るアルキリデントリフェニルホスホラン、無機充填材を
必須成分とする半導体封止用樹脂組成物である。
The present invention relates to a resin composition for semiconductor encapsulation which contains an epoxy resin, a phenol novolac resin, an alkylidenetriphenylphosphorane represented by the following formula (1) and an inorganic filler as essential components. is there.

【0005】[0005]

【化2】 [Chemical 2]

【0006】本発明に用いられるエポキシ樹脂は、通常
の半導体封止用樹脂組成物に用いられるものならばよ
く、例えばクレゾールノボラック型エポキシ、三官能エ
ポキシ、ビフェニル型エポキシ、ビスフェノール型エポ
キシ、臭素化エポキシ等が挙げられるが、特に限定する
ものではない。これらのエポキシ樹脂は、単独または、
併用して使用して良い。硬化剤のフェノールノボラック
樹脂は、通常の半導体封止用樹脂組成物に用いられるも
のならばよく、例えばフェノールノボラック型、クレゾ
ールノボラック型、キシレン型、ジシクロペンタジエン
型及びこれらの変性樹脂が挙げられるが、特に限定する
ものではない。これらは、単独又は併用して使用して良
い。又、これらの硬化剤の配合量としてはエポキシ樹脂
のエポキシ基数と硬化剤の水酸基数を合わせるように配
合することが好ましい。無機充填材は、シリカ、アルミ
ナ、窒化珪素を単独または併用して使用してよい。好ま
しくは、球状のシリカと破砕状のシリカとの組み合わせ
が、流動性、バリの防止の点より選ばれる。
The epoxy resin used in the present invention may be any one used in ordinary resin compositions for semiconductor encapsulation, for example, cresol novolac type epoxy, trifunctional epoxy, biphenyl type epoxy, bisphenol type epoxy, brominated epoxy. However, it is not particularly limited. These epoxy resins can be used alone or
May be used together. The phenol novolac resin as the curing agent may be one used in a usual semiconductor encapsulating resin composition, and examples thereof include phenol novolac type, cresol novolac type, xylene type, dicyclopentadiene type and modified resins thereof. It is not particularly limited. These may be used alone or in combination. The amount of these curing agents to be added is preferably such that the number of epoxy groups in the epoxy resin matches the number of hydroxyl groups in the curing agent. As the inorganic filler, silica, alumina, and silicon nitride may be used alone or in combination. A combination of spherical silica and crushed silica is preferably selected from the viewpoints of fluidity and prevention of burr.

【0007】本発明で用いる硬化促進剤であるアルキリ
デントリフェニルホスホランは、トリフェニルホスフィ
ンから誘導される。このアルキリデン基のもつ強い塩基
性、求核性とリン原子が有するエポキシ基に対する親和
性が有効な触媒作用を及ぼし、低粘度で充填性に優れ硬
化性も速い樹脂組成物が得られる。アルキリデン基に立
体的にかさ高いフェニル基等を選ぶことで、活性の強さ
を調節でき、粘度や流動性と硬化速度を最適化できる。
アルキリデン基は、=CXYであり、X,Yは水素、ア
ルキル基、環状アルキル基、アリール基、−CH=CH
R、−COR、−C≡N、−COOR、−ORで、Rは
炭素数1〜5のアルキル基である。これらの内でXは水
素、Yは−C≡N、又は−COOC25が好ましい。添
加量としては、全樹脂組成物中に0.01〜1.5重量
%含むことが好ましい。XとYは、同一でも異なってい
てもよいが、用途に応じて異なる置換基を有するアルキ
リデントリフェニルホスホランを一種又は二種類以上を
組み合わせてもよい。又イミダゾール、第3級アミン、
1,8,−ジアザビシクロウンデセン、トリフェニルホ
スフィン等の硬化促進剤と組み合わせてもよい。添加量
が、0.01重量%未満では硬化性が劣り、1.5重量
%を超えるとより一層の効果は期待できない。本発明の
アルキリデントリフェニルホスホランを用いた樹脂組成
物は、特異な反応性を示し成形時の反応性が高く、一方
常温での保存性に優れているため経済的な使用が可能で
ある。
The alkylidene triphenylphosphorane, which is the curing accelerator used in the present invention, is derived from triphenylphosphine. The strong basicity and nucleophilicity of the alkylidene group and the affinity for the epoxy group of the phosphorus atom exert an effective catalytic action, and a resin composition having low viscosity, excellent filling property, and fast curability can be obtained. By selecting a sterically bulky phenyl group or the like for the alkylidene group, the strength of activity can be adjusted, and the viscosity, fluidity and curing speed can be optimized.
The alkylidene group is = CXY, and X and Y are hydrogen, an alkyl group, a cyclic alkyl group, an aryl group, and -CH = CH.
R, -COR, -C≡N, -COOR, -OR, and R is an alkyl group having 1 to 5 carbon atoms. Of these, X is preferably hydrogen, and Y is preferably -C≡N or -COOC 2 H 5 . The amount of addition is preferably 0.01 to 1.5% by weight in the total resin composition. X and Y may be the same or different, but may be one kind or a combination of two or more kinds of alkylidenetriphenylphosphoranes having different substituents depending on the use. In addition, imidazole, tertiary amine,
It may be combined with a curing accelerator such as 1,8, -diazabicycloundecene or triphenylphosphine. If the addition amount is less than 0.01% by weight, the curability is poor, and if it exceeds 1.5% by weight, no further effect can be expected. The resin composition using the alkylidenetriphenylphosphorane of the present invention exhibits unique reactivity and high reactivity at the time of molding, and on the other hand, has excellent storage stability at room temperature, and thus can be economically used.

【0008】硬化促進剤の製造例 式(2)を以下Ph3Pと呼ぶ。Production Example of Curing Accelerator Formula (2) is hereinafter referred to as Ph 3 P.

【0009】[0009]

【化3】 [Chemical 3]

【0010】製造例1 Ph3P=CHCN ベンゼン中Ph3PBr2とCH3CNを第3級アミン存
在下、80℃で24Hr反応させPh3P=CHCNを
得、再結晶により、不純物を除いた。融点190℃。 製造例2 Ph3P=CHCO225 ベンゼン中Ph3PとBrCH2CO225を40℃で
24Hr反応させ再結晶化によりホスホニウム塩(Ph
3PCH2CO225+Br-を得た。次に(Ph3PC
2CO225+Br-をエタノール中、トリエチルア
ミン存在下80℃で還流させ、Ph3P=CHCO22
5を得た。融点117℃。
Production Example 1 Ph 3 P = CHCN Ph 3 PBr 2 and CH 3 CN in benzene were reacted at 80 ° C. for 24 hours in the presence of a tertiary amine to obtain Ph 3 P═CHCN, and impurities were removed by recrystallization. It was Melting point 190 [deg.] C. Production Example 2 Ph 3 P = CHCO 2 C 2 H 5 Ph 3 P in benzene and BrCH 2 CO 2 C 2 H 5 were reacted for 24 hours at 40 ° C. and recrystallized to form a phosphonium salt (Ph
3 PCH 2 CO 2 C 2 H 5 ) + Br was obtained. Next (Ph 3 PC
H 2 CO 2 C 2 H 5 ) + Br was refluxed in ethanol in the presence of triethylamine at 80 ° C., Ph 3 P═CHCO 2 C 2
H 5 was obtained. Melting point 117 [deg.] C.

【0011】本発明はエポキシ樹脂、フェノールノボラ
ック樹脂、アルキリデントリフェニルホスホラン、無機
充填材を必須成分とするが、これら以外に必要に応じて
シランカプリング剤、ブロム化エポキシ樹脂、三酸化ア
ンチモン、ヘキサブロムベンゼン等の難燃剤、カーボン
ブラック、ベンガラ等の着色剤、天然ワックス、合成ワ
ックス等の離型剤及びシリコーンオイル、ゴム等の低応
力添加剤等の種々の添加剤を適宜配合しても差し支えな
い。又、本発明の封止用エポキシ樹脂組成物を成形材料
として製造するには、エポキシ樹脂、フェノールノボラ
ック樹脂、アルキリデントリフェニルホスホラン、無機
充填材、その他の添加剤をミキサー等によって充分に均
一に混合した後、更に熱ロール又はニーダー等で溶融混
練し、冷却後粉砕して封止材料とすることができる。
In the present invention, an epoxy resin, a phenol novolac resin, an alkylidene triphenylphosphorane, and an inorganic filler are essential components. In addition to these, a silane coupling agent, a brominated epoxy resin, antimony trioxide, hexa Flame retardants such as brombenzene, colorants such as carbon black and red iron oxide, mold release agents such as natural wax and synthetic wax, and various additives such as low-stress additives such as silicone oil and rubber may be appropriately blended. Absent. Further, in order to produce the encapsulating epoxy resin composition of the present invention as a molding material, the epoxy resin, the phenol novolac resin, the alkylidene triphenylphosphorane, the inorganic filler, and the other additives are sufficiently homogenized by a mixer or the like. After mixing, the mixture can be further melt-kneaded with a hot roll or a kneader, cooled and pulverized to obtain a sealing material.

【0012】[0012]

【実施例】以下本発明を実施例で示す。配合割合は重量
部で示す。 実施例1 ビフェニル型エポキシ樹脂(油化シェル YX4000H、エポキシ当量19 0、融点170℃) 90重量部 臭素化エポキシ樹脂(日本化薬 BREN エポキシ当量270、軟化点70 ℃) 10重量部 フェノールノボラック樹脂(住友デュレズ 水酸基当量104、軟化点80℃ ) 47重量部 球状シリカ(最大粒径74ミクロン、平均粒径25ミクロン)500重量部 溶融シリカ(破砕タイプ最大粒径30ミクロン、平均粒径5ミクロン) 100重量部 Ph3P=CHCN(融点190℃) 4重量部 γ−グリシドキシプロピルトリメトキシシラン(日本ユニカー) 5重量部 三酸化アンチモン 8重量部 カルナバワックス 3重量部 カーボンブラック 2重量部 を常温で十分に混合し、次に80〜100℃で二軸熱ロ
ールを用いて混練し冷却後粉砕して半導体封止用樹脂組
成物を得た。 実施例2〜4 表1に示した配合で実施例1と同様にして半導体封止用
樹脂組成物を得た。 比較例1〜4 表1に示した配合で実施例1と同様にして半導体封止用
樹脂組成物を得た。実施例、比較例の半導体封止用樹脂
組成物をトランスファー成形機を用いて温度175℃、
注入圧120kg/cm2で成形し評価用のテストピー
スを得た。
EXAMPLES The present invention will be described below with reference to examples. The blending ratio is shown in parts by weight. Example 1 Biphenyl type epoxy resin (Oilized shell YX4000H, epoxy equivalent 190, melting point 170 ° C.) 90 parts by weight Brominated epoxy resin (Nippon Kayaku BREN epoxy equivalent 270, softening point 70 ° C.) 10 parts by weight Phenol novolac resin ( Sumitomo Durez Hydroxyl equivalent 104, softening point 80 ° C) 47 parts by weight Spherical silica (maximum particle size 74 microns, average particle size 25 microns) 500 parts by weight Fused silica (crushing type maximum particle size 30 microns, average particle size 5 microns) 100 Parts by weight Ph 3 P = CHCN (melting point 190 ° C.) 4 parts by weight γ-glycidoxypropyltrimethoxysilane (Nippon Unicar) 5 parts by weight antimony trioxide 8 parts by weight carnauba wax 3 parts by weight carbon black 2 parts by weight at room temperature Mix well, then use a biaxial hot roll at 80-100 ° C To obtain a resin composition for semiconductor encapsulation was pulverized kneaded and cooled. Examples 2 to 4 A resin composition for semiconductor encapsulation was obtained in the same manner as in Example 1 with the formulations shown in Table 1. Comparative Examples 1 to 4 Using the formulations shown in Table 1, a resin composition for semiconductor encapsulation was obtained in the same manner as in Example 1. The resin compositions for semiconductor encapsulation of Examples and Comparative Examples were heated at a temperature of 175 ° C. using a transfer molding machine.
Molding was performed at an injection pressure of 120 kg / cm 2 to obtain a test piece for evaluation.

【0013】評価方法 充填性:パッケージサイズ28×28×1.4mm、チ
ップサイズ14×14×0.3mmの薄型QFPへの充
填性をボイド、ダイパッドシフトの発生度合いで判定し
た。 硬化性:ゲルタイム(175℃熱盤)及び高化式フロー
粘度(175℃)をベースデータとし1ポット、4キャ
ビティのマルチトランスファー成形機で最短成形可能時
間を175℃で評価した。 耐湿信頼性:模擬素子を用いた300ミルのSOPで、
85℃、85%RH、72時間吸湿処理後、260℃の
半田処理を10秒した後、125℃で100%RHのP
CT処理500時間後の不良数で判定した。 保存性:25℃で材料パウダーを保存し、EMMI−I
−66に準じた金型で、175℃でスパイラルフローを
測定し、25℃、4日後のスパイラルフロー残存率で評
価した。 以上の評価結果を表1に示す。
Evaluation Method Fillability: Fillability into a thin QFP having a package size of 28 × 28 × 1.4 mm and a chip size of 14 × 14 × 0.3 mm was judged by the degree of occurrence of voids and die pad shift. Curability: Based on gel time (175 ° C. heating plate) and high-flow type flow viscosity (175 ° C.) as base data, the shortest possible molding time was evaluated at 175 ° C. by a multi-transfer molding machine with 1 pot and 4 cavities. Moisture resistance reliability: 300 mil SOP using simulated element,
After moisture absorption treatment at 85 ° C, 85% RH for 72 hours, soldering treatment at 260 ° C for 10 seconds, and then P at 100% RH at 125 ° C.
It was judged by the number of defects after 500 hours of CT treatment. Storability: Material powder is stored at 25 ° C, and EMMI-I
The spiral flow was measured at 175 ° C. with a mold according to −66, and the spiral flow residual rate was evaluated after 4 days at 25 ° C. Table 1 shows the above evaluation results.

【0014】[0014]

【表1】 [Table 1]

【0015】[0015]

【発明の効果】本発明の方法に従うと、薄型半導体パッ
ケージの充填性に優れた半導体封止用エポキシ樹脂組成
物を得ることができ、従来成形が難しかった1.5mm
厚以下の半導体パッケージの未充填やボイド、ダイパッ
ドシフトといった問題が解決でき高信頼性の半導体パッ
ケージを得ることができる。
According to the method of the present invention, it is possible to obtain an epoxy resin composition for semiconductor encapsulation, which is excellent in the filling property of a thin semiconductor package, and which has been difficult to mold conventionally by 1.5 mm.
It is possible to solve the problems such as unfilling of a semiconductor package having a thickness of not more than, voids, and die pad shift, and to obtain a highly reliable semiconductor package.

フロントページの続き (51)Int.Cl.6 識別記号 庁内整理番号 FI 技術表示箇所 H01L 23/31 Continuation of front page (51) Int.Cl. 6 Identification number Office reference number FI technical display location H01L 23/31

Claims (3)

【特許請求の範囲】[Claims] 【請求項1】 エポキシ樹脂、フェノールノボラック樹
脂、下記式(1)で示されるアルキリデントリフェニル
ホスホラン、無機充填材を必須成分とすることを特徴と
する半導体封止用樹脂組成物。 【化1】
1. A resin composition for semiconductor encapsulation, which comprises an epoxy resin, a phenol novolac resin, an alkylidenetriphenylphosphorane represented by the following formula (1), and an inorganic filler as essential components. [Chemical 1]
【請求項2】 式(1)示されるアルキリデントリフェ
ニルホスホランのXが水素、Yが−C≡N、又は−CO
OC25である請求項1記載の半導体封止用樹脂組成
物。
2. An alkylidenetriphenylphosphorane represented by the formula (1), wherein X is hydrogen, Y is —C≡N, or —CO.
The resin composition for semiconductor encapsulation according to claim 1, which is OC 2 H 5 .
【請求項3】 全樹脂組成物に式(1)で示されるアル
キリデントリフェニルホスホランを0.01〜1.50
重量%含む請求項1又は請求項2記載の半導体封止用樹
脂組成物。
3. The alkylidene triphenylphosphorane represented by the formula (1) is added to the entire resin composition in an amount of 0.01 to 1.50.
The resin composition for semiconductor encapsulation according to claim 1 or 2, which contains the resin in a weight percentage.
JP01934794A 1994-02-16 1994-02-16 Resin composition for semiconductor encapsulation Expired - Fee Related JP3226407B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP01934794A JP3226407B2 (en) 1994-02-16 1994-02-16 Resin composition for semiconductor encapsulation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP01934794A JP3226407B2 (en) 1994-02-16 1994-02-16 Resin composition for semiconductor encapsulation

Publications (2)

Publication Number Publication Date
JPH07228671A true JPH07228671A (en) 1995-08-29
JP3226407B2 JP3226407B2 (en) 2001-11-05

Family

ID=11996866

Family Applications (1)

Application Number Title Priority Date Filing Date
JP01934794A Expired - Fee Related JP3226407B2 (en) 1994-02-16 1994-02-16 Resin composition for semiconductor encapsulation

Country Status (1)

Country Link
JP (1) JP3226407B2 (en)

Also Published As

Publication number Publication date
JP3226407B2 (en) 2001-11-05

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