JP2021503182A - 半導体回路接続用接着剤組成物およびこれを含む接着フィルム - Google Patents
半導体回路接続用接着剤組成物およびこれを含む接着フィルム Download PDFInfo
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- JP2021503182A JP2021503182A JP2020526595A JP2020526595A JP2021503182A JP 2021503182 A JP2021503182 A JP 2021503182A JP 2020526595 A JP2020526595 A JP 2020526595A JP 2020526595 A JP2020526595 A JP 2020526595A JP 2021503182 A JP2021503182 A JP 2021503182A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C07D233/58—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring nitrogen atoms
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- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
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- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
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- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
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Abstract
Description
本出願は、2018年4月17日付韓国特許出願第10−2018−0044654号および2019年4月15日付韓国特許出願第10−2019−0043931号に基づいた優先権の利益を主張し、当該韓国特許出願の文献に開示された全ての内容は本明細書の一部として組み含まれる。
本発明は、半導体回路接続用接着剤組成物および半導体用接着フィルムに関する。
また、本発明は、前記半導体回路接続用接着剤組成物を含む接着フィルムを提供するものである。
前記硬化剤としては、ノボラック系フェノール樹脂が好ましく適用され得る。
前記硬化触媒は、前記硬化剤の作用や前記半導体接着用樹脂組成物の硬化を促進させる役割を果たし、半導体接着フィルムなどの製造に使用されると知られた硬化触媒を大幅な制限なしに用いることができる。
前記スルホキシド類溶媒は、ジメチルスルホキシドなどでありうる。
(1)半導体回路接続用接着剤組成物の製造
エポキシ樹脂の硬化剤であるフェノール樹脂(KH−6021、DIC社製品、ビスフェノールAノボラック樹脂、水酸基当量121g/eq、軟化点:133℃)40g;高粘度液状エポキシ樹脂(RE−310S、日本化薬社製品、ビスフェノールAエポキシ樹脂、エポキシ当量180g/eq)40g;熱可塑性アクリレート樹脂KG−3015(Mw:90万、ガラス転移温度:10℃)40g;2−(1H−Imidazol−2−yl)benzoic acid(Sigma−Aldrich社)1.5g;および無機充填材(SC−2050、アドマテックス、球状シリカ、平均粒径約400nm)80gをメチルエチルケトンに混合して、半導体回路接続用接着剤組成物(固形分40重量%濃度)を得た。
コンマコーターを利用して前記接着剤組成物を離型処理されたポリエチレンテレフタレートフィルム(厚さ38μm)上に塗布した後、110℃で3分間乾燥して約20μm厚さの接着層が形成された接着フィルムを得た。
高さ15μmおよびピッチ50μmの銅フィラーに鉛フリーソルダが3μm高さに形成されている半導体素子であるバンプチップ(4.5mmX4.5mm)を含むウエハーを準備した。
個別化されたバンプチップは、熱圧着ボンダを利用して50μmピッチ接続パッドを有している6mmx8mm基材チップに熱圧着ボンディングを進行した。その時の条件は、ヘッド温度100℃で2秒間100Nで仮接し、100℃で10分間放置した後、ヘッド温度を瞬間260℃に上げて4秒間100Nで熱圧着ボンディングを進行した。
下記表1および2に示す成分と含有量を適用したことを除き、前記実施例1と同様な方法で半導体回路接続用接着剤組成物およびこれを適用した接着フィルムを製造し、これを用いて半導体装置を製造した。
*RE−310S:エポキシ樹脂(日本化薬、エポキシ当量180g/eq)
*KG−3015:アクリレート系樹脂(グリシジルメタクリレート系繰り返し単位3重量%包含、ガラス転移温度:10℃、重量平均分子量90万)
*化学式1−1:2−(1H−Imidazol−2−yl)benzoic acid
*化学式1−2:2−(4,5−Dihydro−1H−imidazol−2−yl)phenol
*化学式1−3:Methyl 2−(1H−imidazol−2−yl)benzoate
*2MZ−H:イミダゾール硬化促進剤(Curezol 2MZ−H、SHIKOKU)
*2PZ:イミダゾール硬化促進剤(Curezol 2PZ、SHIKOKU)
*2−(2−Methylphenyl)−1H−imidazole:イミダゾール硬化促進剤(Aldrich)
*3−(1H−Imidazol−2−yl)benzoic acid:イミダゾール硬化促進剤(化学式1−1と異性体、Aldrich)
*KBM−403:カップリング剤(エポキシ系、3−glycidoxypropyl trimethoxysilane、Shin−Etsu Chemical Co., Ltd.)
*SC−2050:充填材(アドマテックス、球状シリカ、平均粒径約400nm)
試験例
(1)溶融粘度測定
実施例および比較例でそれぞれ得られた接着層を厚さ320μmになるまで重ねて積層した後、60℃のロールラミネータを利用してラミネートした。その後、各試片を直径8mmの円形に成形した後、TA社のadvanced rheometric expansion system(ARES)を利用して5rad/sの剪断速度で10℃/分の昇温速度を適用して測定値の最も低い数値の粘度値を溶融粘度と判断した。
示差熱分析器(DSC)を利用して30乃至300℃範囲で10℃/min速度で測定を進行し、初期反応ピーク(peak)が形成され始める部分とbaselineを外挿して接する地点の温度をonsetと指定した。
実施例および比較例でそれぞれ得られた半導体装置に対してScanning Acousitic Tomography(SAT)を通じてバンプチップと基材チップとの間にボイドが占める面積が1%以下になるものを合格(O)、そして1%超えるものを不合格(X)と評価した。
実施例および比較例でそれぞれ得られた半導体装置に対してデイジーチェーン接続を確認することができたものを合格(O)、そしてデイジーチェーン接続を確認することができなかったものを不合格(X)と評価した。
実施例および比較例でそれぞれ得られた半導体装置に対して接続部を断面研磨して露出させ、光学顕微鏡で観察した。接続部に接着組成物トラッピングが見えず、ハンダが配線に十分に濡れているものを合格(O)、そしてそれ以外のものを不合格(X)と評価した。
実施例および比較例でそれぞれ得られた接着フィルムを25℃で放置後、日別に示差熱分析器(DSC)を利用して△H peak変化量を計算し、前記最低溶融粘度測定方法を通じて最低溶融粘度の変化量を計算した。△H peakの場合、変化率が20%以上、最低溶融粘度の場合、変化率が50%以上変化時に経時変化があると判断した。4週が越えて経時変化がなければ合格(O)、そして4週以内に経時変化があれば不合格(X)と評価した。
Claims (10)
- 前記化学式1で、R1は水素またはベンゼン基であり、R2はヒドロキシ基、カルボキシル基、カルボニル基、ホルミル基、またはアミン基である、
請求項1に記載の半導体接着用樹脂組成物。 - 前記熱可塑性樹脂;熱硬化性樹脂;硬化剤;および前記化学式1の化合物の総和100重量部に対して、前記化学式1の化合物0.1乃至15重量部を含む、
請求項1または2に記載の半導体接着用樹脂組成物。 - 前記熱可塑性樹脂は、ポリイミド、ポリエーテルイミド、ポリエステルイミド、ポリアミド、ポリエーテルスルホン、ポリエーテルケトン、ポリオレフィン、ポリ塩化ビニル、フェノキシ、反応性ブタジエンアクリロニトリル共重合ゴムおよび(メタ)アクリレート系樹脂からなる群より選択された一つ以上の高分子樹脂を含む、請求項1から3のいずれか一項に記載の半導体接着用樹脂組成物。
- 前記熱硬化性樹脂は、固体状エポキシ樹脂および液状エポキシ樹脂からなる群より選択された1種以上を含む、請求項1から4のいずれか一項に記載の半導体接着用樹脂組成物。
- 前記硬化剤は、70℃以上の軟化点を有するフェノール樹脂を含む、請求項1から5のいずれか一項に記載の半導体接着用樹脂組成物。
- 請求項1から6のいずれか一項に規定の半導体接着用樹脂組成物を含む半導体用接着フィルム。
- 前記接着フィルムは、5rad/sの剪断速度で3,000乃至6,000Pa・sの溶融粘度を有する、請求項7に記載の接着フィルム。
- 前記接着フィルムは、初期反応ピーク(peak)に対して、25℃で4週放置後の反応ピーク(peak)の変化量(△H)が20%以下である、請求項7に記載の接着フィルム。
- 前記接着フィルムは、5rad/sの剪断速度で初期溶融粘度に対して、25℃で4週放置後の溶融粘度の変化量が50%以下である、請求項7に記載の接着フィルム。
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