JPS6189247A - Epoxy resin composition for semiconductor sealing - Google Patents

Epoxy resin composition for semiconductor sealing

Info

Publication number
JPS6189247A
JPS6189247A JP20984184A JP20984184A JPS6189247A JP S6189247 A JPS6189247 A JP S6189247A JP 20984184 A JP20984184 A JP 20984184A JP 20984184 A JP20984184 A JP 20984184A JP S6189247 A JPS6189247 A JP S6189247A
Authority
JP
Japan
Prior art keywords
epoxy resin
glycol diglycidyl
diglycidyl ether
resin composition
polyalkylene glycol
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
JP20984184A
Other languages
Japanese (ja)
Inventor
Makoto Yamagata
誠 山縣
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 JP20984184A priority Critical patent/JPS6189247A/en
Publication of JPS6189247A publication Critical patent/JPS6189247A/en
Pending legal-status Critical Current

Links

Abstract

PURPOSE:To obtain the titled composition of both high formability and moisture resistance with low internal stress such as showing high crack resistance when subjected to thermal shock, by incorporating epoxy resin with polyalkylene glycol diglycidyl ether. CONSTITUTION:$/The objective composition can be obtained by incorporating (A) an epoxy resin (e.g., bisphenol-type epoxy resin, novolak-type epoxy resin) with (B) 0.1-5wt% based on the final composition, of a polyalkylene glycol diglycidyl ether of formula I [m and n are each >=2; R1 and R2 are each of formula II (l is 2-12), cyclohexylene, etc.] (e.g., polyethylene glycol diglycidyl ether, polypropylene glycol diglycidyl ether) and (C) other ingredients such as curing agent (pref. phenol novolak), curing accelerator, filler, releasing agent, surface-treating agent.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は、熱衝撃を受けた場合の耐クラツク性や、耐湿
性に優れる低応力エポキシ樹脂組成物に係るものであり
、その特徴は、両末端にエポキシ基を有するポリアルキ
レングリコールジグリシジルエーテルを添加することに
ある。
[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to a low stress epoxy resin composition that has excellent crack resistance when subjected to thermal shock and moisture resistance, and its characteristics are as follows. The purpose is to add polyalkylene glycol diglycidyl ether having epoxy groups at both ends.

〔従来技術〕[Prior art]

近年、半導体関連技術の進歩はめざましく、LSIの集
積度は年々向上し、それに伴い配線の微細化とチップサ
イズの大型化が進んでいる。この傾向は、樹脂封止LS
IのM配線変形、パッジページ冒ンクラック、樹脂クラ
ックなどの故障を深刻化させた。これらの問題の解決の
為に、現在、半導体封止用樹脂に求められているのは、
低応力化である。
In recent years, advances in semiconductor-related technology have been remarkable, and the degree of integration of LSIs has been improving year by year, with interconnections becoming finer and chip sizes becoming larger. This trend is reflected in resin-sealed LS
Failures such as I/M wiring deformation, pad page cracks, and resin cracks became more serious. In order to solve these problems, what is currently required of resins for semiconductor encapsulation are:
It reduces stress.

エポキシ樹脂組成物はフェノール樹脂組成物やポリエス
テル樹脂組成物に比べ耐湿性に優れる為、広く半導体封
止用に用いられている。従来、低応力エポキシ樹脂組成
物を得る為に、合成ゴムの使用(特開昭58−1769
58 、特開昭57−18Q626、特開昭58−17
4416)や、シリコーン類の使用(特開昭58−21
0920 、特開昭57−3821)が検討されて来た
が、いずれも成1形性(特に硬化性、パリ、離型性)が
劣りたシ、エポキシ樹脂の耐湿性をそこなうなどの問題
があった。
Epoxy resin compositions are widely used for semiconductor encapsulation because they have better moisture resistance than phenol resin compositions and polyester resin compositions. Conventionally, in order to obtain a low stress epoxy resin composition, synthetic rubber was used (Japanese Patent Application Laid-Open No. 58-1769).
58, JP-A-57-18Q626, JP-A-58-17
4416) and the use of silicones (Unexamined Japanese Patent Publication No. 58-21
0920, JP-A-57-3821), but all of them have problems such as poor moldability (especially hardening properties, mold release properties), and impairing the moisture resistance of epoxy resins. there were.

〔発明の目的〕[Purpose of the invention]

6 本発明は、従来合成ゴムやシリコーン類の使用など
によっては得ることのできなかった、成形性に優れかつ
耐湿性に優れる低応力エポキシ樹脂組成物を得んとして
研究した結果、ポリアルキレングリコールジグリシジル
エーテルを添加する事によ〕、成形性、耐湿性に優れ、
熱衝撃を受けた場合の耐クラツク性等に優れる低応力エ
ポキシ樹脂組成物が得られることを見い出したものであ
る。
6 The present invention was developed as a result of research aimed at obtaining a low-stress epoxy resin composition with excellent moldability and moisture resistance, which could not be obtained by conventionally using synthetic rubber or silicones. By adding glycidyl ether], it has excellent moldability and moisture resistance,
It has been discovered that a low-stress epoxy resin composition having excellent crack resistance when subjected to thermal shock can be obtained.

〔発明の構成〕[Structure of the invention]

−本発明は、ポリアルキレングリコールジグリシジルエ
ーテルを0.1〜5重1t%含むことを特徴とするエポ
キシ樹脂、硬化剤、硬化促進剤、充填材、離型剤、表面
処理剤等よ構成る半導体封止用エポキシ樹脂組成物であ
る。
- The present invention is composed of an epoxy resin, a curing agent, a curing accelerator, a filler, a mold release agent, a surface treatment agent, etc., characterized by containing 0.1 to 5 weight 1 t% of polyalkylene glycol diglycidyl ether. This is an epoxy resin composition for semiconductor encapsulation.

ζこでいう、ポリアルキレングリコールジグリシジルエ
ーテルとは、次の一般式で示されるもの全般を言う。
ζThe polyalkylene glycol diglycidyl ether referred to here refers to all those represented by the following general formula.

(m、nは2以上の整数、式中、R1、R2は、C1H
2t −(t = 2〜12)、シクロヘキシレン、ナ
フチレン、ビフェニレン、アルキル基ψアルコキシ基・
ハロゲンなどで置換されているフェニレンなどを表す〕
アルキレングリコールの分子量としては、200〜l0
QOOO、好ましくは200〜IQ000、特に好まし
くは300〜L000が望ましい。このようなものの例
としてはポリエチレングリコールジグリシジル、ポリプ
ロピレングリコールジグリシジルエーテルなどが挙げら
れる。
(m and n are integers of 2 or more, in the formula, R1 and R2 are C1H
2t - (t = 2 to 12), cyclohexylene, naphthylene, biphenylene, alkyl group ψ alkoxy group
Represents phenylene substituted with halogen, etc.]
The molecular weight of alkylene glycol is 200 to 10
QOOO, preferably 200 to IQ000, particularly preferably 300 to L000. Examples of such substances include polyethylene glycol diglycidyl, polypropylene glycol diglycidyl ether, and the like.

このようなポリアルキレングリコールジグリシジルエー
テルは、エポキシ樹脂、硬化剤との相溶性に優れ、均一
分散しやすいのみか、硬化時にはすみやかに硬化剤と反
応するため、成形性、耐湿性に優れかつ熱衝撃を受けた
場合の耐クラツク性等にすぐれる低応力エポキシ樹脂組
成物を与えることができる。
Such polyalkylene glycol diglycidyl ether has excellent compatibility with epoxy resins and curing agents, and is easy to disperse uniformly.It also reacts quickly with the curing agent during curing, so it has excellent moldability, moisture resistance, and heat resistance. It is possible to provide a low-stress epoxy resin composition that has excellent crack resistance when subjected to impact.

ここでいう硬化剤とは、フェノールノボラック類が好適
であるが、酸無水物、アミンを挙げることもできる。こ
れらは単独で用いてもよいが併用もできる。フェノール
ノボラック類とは、ノボラック骨格中にフェノール性水
酸基、又はこの誘樽体を含むもの全般をいう。フェノー
ル類(フェノール、アルキルフェノール、レゾルシン等
)O単一成分ノボラックだけではなく、フェノール類の
任意の組み合せによる共縮合ノボラックや、フェノール
類と他の樹脂との共縮合ノボラックも含む。
The curing agent mentioned here is preferably phenol novolacs, but may also include acid anhydrides and amines. These may be used alone or in combination. Phenol novolacs refer to all compounds containing a phenolic hydroxyl group or a derivative thereof in the novolak skeleton. Phenols (phenol, alkylphenol, resorcinol, etc.) O Includes not only single-component novolacs, but also co-condensed novolaks made of any combination of phenols, and co-condensed novolacs of phenols and other resins.

又、ここでいう、エポキシ樹脂とは、エポキシ基を有す
るもの全般をいう。たとえば、ビスフェノール型エポキ
シ樹脂、ノボラック型エポキシ樹脂、トリアジン核含有
エポキシ樹脂等のことをいうO ポリアルキレングリコールジグリシジルエーテルの添加
量は、これを調節することにより、低応カエボキシ樹脂
の特性を最大限に引き出すことができる。少なすぎると
耐クラツク性に劣るし、多すぎると硬化性が悪くなる。
Moreover, the epoxy resin referred to herein refers to all resins having an epoxy group. For example, by adjusting the amount of O polyalkylene glycol diglycidyl ether, which refers to bisphenol type epoxy resin, novolac type epoxy resin, triazine nucleus-containing epoxy resin, etc., the characteristics of low-resistance carboxy resin can be maximized. can be pulled out. If it is too small, the crack resistance will be poor, and if it is too large, the curing properties will be poor.

半導体封止用途では、組成物中KO11〜5N量チ含ま
れることがのぞましい。
For semiconductor encapsulation applications, it is desirable that the composition contains KO11 to 5N.

〔発明の効果〕〔Effect of the invention〕

このように本発明方法に従うと、成形性、耐湿性に優れ
、かつ熱衝撃を受けた場合の耐クラツク性等にすぐれる
低応力エポキシ樹脂組成物を得ることかできる。特に、
半導体封止用途では今後ますますダンスチックパッケー
ジ化が予想され、又、そのだめにプラスチックの低応力
化が要求されている今日においては本発明の産業的意味
役割は非常に大きい。
According to the method of the present invention, it is possible to obtain a low-stress epoxy resin composition that has excellent moldability, moisture resistance, and crack resistance when subjected to thermal shock. especially,
In today's world, where it is expected that dantic packaging will become more and more popular in semiconductor encapsulation applications, and where plastics are required to have lower stress, the present invention will play an extremely important role in industry.

〔実施例〕〔Example〕

以下、半導体封止用成形材料での検討例で説明する。例
で用いた部は全て重量部である。本発明による実施例は
従来の技術による比較例に比べ成形性・耐湿性−耐クラ
ツク性の点で優れており工業的に利用できる高付加価値
を有している。
The following is an explanation using a study example of a molding material for semiconductor encapsulation. All parts used in the examples are parts by weight. The examples according to the present invention are superior to the comparative examples according to the prior art in terms of moldability, moisture resistance and crack resistance, and have high added value that can be used industrially.

本実施例で用いたポリアルキレングリコールジグリシジ
ルエーテルとは次の通りである。
The polyalkylene glycol diglycidyl ether used in this example is as follows.

A:ポリプロピレングリコールジグリシジルエーテル(
エポキシ当[190、粘度45 cps )B:ポリプ
ロピレングリコールジグリシジルエーテル(エポキシ当
量320、粘度75 cps )C:yt!I)工fレ
ンクリコールジグリシジルコニーフ。
A: Polypropylene glycol diglycidyl ether (
Epoxy equivalent [190, viscosity 45 cps) B: Polypropylene glycol diglycidyl ether (epoxy equivalent 320, viscosity 75 cps) C: yt! I) Polymer glycol diglycidyl coneef.

ル(エポキシ当f150、粘度25 cps )D:ポ
リエチレングリコールジグリシジルエーテル(エポキシ
当量285、粘度180 cps )実施例1〜6 溶融シリカ(ltI森製)70部に表面処理剤(日本ユ
ニカーA−186)0.4部とポリアルキレングリコー
ルジグリシジルエーテルA、B、CSDを表に示した重
量部加えミキサーで混合した。さらにエポキシ樹脂(旭
チバ: ECN−1273) 20部、フェノールノボ
ラック(住友ベークライト製)10部、硬化促進剤(ケ
ーアイ化成PP−360、/四国化成麗=9/1)0.
2部、顔料(三菱化成)0.5部、離型剤(ヘキストジ
ャパン:ヘキス)OP/ヘキスト5=171)0.4部
を加え混合した後コニーダーで混練し5種のエポキシ樹
脂組成物を得た。これらの成形材料の成形性・耐クラツ
ク性を測定した結果、表のように比較例に比べて優れる
ことがわかった。又、ポリアルキレングリコールジグリ
シジルエーテルは多い程耐クラック性に優れるが多すぎ
ると成形性に劣った。
(epoxy equivalent f150, viscosity 25 cps) D: Polyethylene glycol diglycidyl ether (epoxy equivalent 285, viscosity 180 cps) Examples 1 to 6 70 parts of fused silica (LTI Mori) and a surface treatment agent (Nippon Unicar A-186) ) and polyalkylene glycol diglycidyl ethers A, B, and CSD in the weight parts shown in the table were added and mixed in a mixer. Additionally, 20 parts of epoxy resin (Asahi Ciba: ECN-1273), 10 parts of phenol novolac (manufactured by Sumitomo Bakelite), and 0.
After mixing, 2 parts of pigment (Mitsubishi Kasei), 0.5 part of pigment (Mitsubishi Kasei), and 0.4 part of mold release agent (Hoechst Japan: Hechs OP/Hoechst 5 = 171) were mixed, kneaded in a co-kneader to form five types of epoxy resin compositions. Obtained. As a result of measuring the moldability and crack resistance of these molding materials, it was found that they were superior to the comparative examples as shown in the table. Moreover, the more polyalkylene glycol diglycidyl ether is added, the better the crack resistance is, but when it is too much, the moldability is poor.

比較例 溶融シリカ70部、エポキシ樹脂20部、フェノールノ
ボラック10部、表面処理剤0.4部、硬化促進剤0,
2部、顔料0.5部、離型剤0.4部(いずれも実施例
と同一原料)を混合した後コニーダーで混練し、エポキ
シ樹脂組成物を得た。この成形材料の成形性・耐クラツ
ク性・耐湿性の結果は表の通シで実施例に比べて耐クラ
ツク性の点で大幅に劣る。
Comparative Example: 70 parts of fused silica, 20 parts of epoxy resin, 10 parts of phenol novolak, 0.4 part of surface treatment agent, 0 part of curing accelerator.
2 parts of pigment, 0.5 part of pigment, and 0.4 part of mold release agent (all the same raw materials as in Examples) were mixed and kneaded in a co-kneader to obtain an epoxy resin composition. As shown in the table, the moldability, crack resistance, and moisture resistance of this molding material are significantly inferior to those of the Examples.

1、。1.

*1.16 pin DIPを成形した時のリードビン
上のパリ発生程度で判定タイバ一部までの距離のζ以下
の時A1号〜号の時B1X〜九の時C1ち以上(タイバ
ーを超えた)D *2TCT 、 4 yz X 9 teaの大きさの
模擬素子を封止した1 6 pin DIPに一65℃
(30分)、里温(5分)、=150℃(30分)なる
熱衝撃を200サイクル与えクラック発生数/総数で判
定 *3TST 、 4 m X 6■の大きさの模擬素子
を封止した1 6 pin DIFに一165℃(2分
)、−150’C(2分)表る熱衝撃を200サイクル
与えクラック発生数/Wg数で判定 *4耐湿性、アルミ模擬素子を封止した1 6 pin
 DxPを135℃、100’eの条件で1000hr
保管しアルミ腐食による不良率/総数で判定 特許出顕人 住友ベークライト株式会社
*1.16 Determine the degree of paring on the lead bin when molding pin DIP When the distance to a part of the tie bar is less than ζ: A1 to No. B1X to 9: C1 or more (exceeds the tie bar) D *2 TCT, 16 pin DIP sealed with a simulated element of size 4 yz x 9 tea at -65°C
(30 minutes), sato temperature (5 minutes), = 150℃ (30 minutes) thermal shock was applied for 200 cycles and determined by the number of cracks generated/total number *3TST, a simulated element with a size of 4 m x 6 ■ was sealed. The 16 pin DIF was subjected to 200 cycles of thermal shock at -165°C (2 minutes) and -150'C (2 minutes), and judged by the number of cracks generated/Wg number *4 Moisture resistance, aluminum simulated element was sealed. 1 6 pin
DxP for 1000hr at 135℃ and 100'e
Judgment based on defective rate/total number due to storage aluminum corrosion Patent issued Sumitomo Bakelite Co., Ltd.

Claims (1)

【特許請求の範囲】[Claims]  ポリアルキレングリコールジグリシジルエーテルを0
.1〜5重量%含むことを特徴とする半導体封止用エポ
キシ樹脂組成物。
0 polyalkylene glycol diglycidyl ether
.. An epoxy resin composition for semiconductor encapsulation characterized by containing 1 to 5% by weight.
JP20984184A 1984-10-08 1984-10-08 Epoxy resin composition for semiconductor sealing Pending JPS6189247A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP20984184A JPS6189247A (en) 1984-10-08 1984-10-08 Epoxy resin composition for semiconductor sealing

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP20984184A JPS6189247A (en) 1984-10-08 1984-10-08 Epoxy resin composition for semiconductor sealing

Publications (1)

Publication Number Publication Date
JPS6189247A true JPS6189247A (en) 1986-05-07

Family

ID=16579505

Family Applications (1)

Application Number Title Priority Date Filing Date
JP20984184A Pending JPS6189247A (en) 1984-10-08 1984-10-08 Epoxy resin composition for semiconductor sealing

Country Status (1)

Country Link
JP (1) JPS6189247A (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6333416A (en) * 1986-07-28 1988-02-13 Toshiba Chem Corp Sealing resin composition
WO2003041464A2 (en) * 2001-11-07 2003-05-15 Bourns, Inc. Improved epoxy formulation adapted to be used in conjunction with no-lead solder in electronic components
JP2007308601A (en) * 2006-05-18 2007-11-29 Sakamoto Yakuhin Kogyo Co Ltd Thermosetting epoxy resin composition
JP2008001758A (en) * 2006-06-20 2008-01-10 Sakamoto Yakuhin Kogyo Co Ltd Novel oligomer-containing epoxy compound and curable epoxy resin composition using the same
JP2010006894A (en) * 2008-06-25 2010-01-14 Dic Corp Thermosetting resin composition
JP2013020875A (en) * 2011-07-13 2013-01-31 Dic Corp Resin composition for electrode of lithium ion secondary battery and lithium ion secondary battery
WO2019146617A1 (en) * 2018-01-23 2019-08-01 ナガセケムテックス株式会社 Resin composition for sealing
WO2024075342A1 (en) * 2022-10-07 2024-04-11 ナミックス株式会社 Epoxy resin composition, semiconductor device, and method for producing semiconductor device

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6333416A (en) * 1986-07-28 1988-02-13 Toshiba Chem Corp Sealing resin composition
WO2003041464A2 (en) * 2001-11-07 2003-05-15 Bourns, Inc. Improved epoxy formulation adapted to be used in conjunction with no-lead solder in electronic components
WO2003041464A3 (en) * 2001-11-07 2004-02-26 Bourns Inc Improved epoxy formulation adapted to be used in conjunction with no-lead solder in electronic components
JP2007308601A (en) * 2006-05-18 2007-11-29 Sakamoto Yakuhin Kogyo Co Ltd Thermosetting epoxy resin composition
JP2008001758A (en) * 2006-06-20 2008-01-10 Sakamoto Yakuhin Kogyo Co Ltd Novel oligomer-containing epoxy compound and curable epoxy resin composition using the same
JP2010006894A (en) * 2008-06-25 2010-01-14 Dic Corp Thermosetting resin composition
JP2013020875A (en) * 2011-07-13 2013-01-31 Dic Corp Resin composition for electrode of lithium ion secondary battery and lithium ion secondary battery
WO2019146617A1 (en) * 2018-01-23 2019-08-01 ナガセケムテックス株式会社 Resin composition for sealing
JPWO2019146617A1 (en) * 2018-01-23 2021-02-12 ナガセケムテックス株式会社 Resin composition for sealing
US11760870B2 (en) 2018-01-23 2023-09-19 Nagase Chemtex Corporation Resin composition for encapsulation
WO2024075342A1 (en) * 2022-10-07 2024-04-11 ナミックス株式会社 Epoxy resin composition, semiconductor device, and method for producing semiconductor device

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