JP2018506172A - 半導体接着用樹脂組成物および半導体用接着フィルムおよびダイシングダイボンディングフィルム - Google Patents
半導体接着用樹脂組成物および半導体用接着フィルムおよびダイシングダイボンディングフィルム Download PDFInfo
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- JP2018506172A JP2018506172A JP2017530627A JP2017530627A JP2018506172A JP 2018506172 A JP2018506172 A JP 2018506172A JP 2017530627 A JP2017530627 A JP 2017530627A JP 2017530627 A JP2017530627 A JP 2017530627A JP 2018506172 A JP2018506172 A JP 2018506172A
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- film
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- 239000002313 adhesive film Substances 0.000 title claims abstract description 125
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- 239000005011 phenolic resin Substances 0.000 claims abstract description 53
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- 239000000203 mixture Substances 0.000 claims abstract description 40
- 239000007787 solid Substances 0.000 claims abstract description 40
- 239000012790 adhesive layer Substances 0.000 claims abstract description 28
- 239000004840 adhesive resin Substances 0.000 claims abstract description 25
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- 230000009477 glass transition Effects 0.000 claims abstract description 24
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 23
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 30
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- 125000000524 functional group Chemical group 0.000 claims description 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 11
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 6
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- 239000002184 metal Substances 0.000 claims description 6
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims description 5
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 5
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- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 4
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- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 claims description 3
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- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
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- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 2
- 239000004821 Contact adhesive Substances 0.000 description 2
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- 239000004698 Polyethylene Substances 0.000 description 2
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- GDFCWFBWQUEQIJ-UHFFFAOYSA-N [B].[P] Chemical compound [B].[P] GDFCWFBWQUEQIJ-UHFFFAOYSA-N 0.000 description 2
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- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 2
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- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- ZCUJYXPAKHMBAZ-UHFFFAOYSA-N 2-phenyl-1h-imidazole Chemical compound C1=CNC(C=2C=CC=CC=2)=N1 ZCUJYXPAKHMBAZ-UHFFFAOYSA-N 0.000 description 1
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- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
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- 125000001931 aliphatic group Chemical group 0.000 description 1
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- GSWGDDYIUCWADU-UHFFFAOYSA-N aluminum magnesium oxygen(2-) Chemical compound [O--].[Mg++].[Al+3] GSWGDDYIUCWADU-UHFFFAOYSA-N 0.000 description 1
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- 229910000410 antimony oxide Inorganic materials 0.000 description 1
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- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- TYIXMATWDRGMPF-UHFFFAOYSA-N dibismuth;oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Bi+3].[Bi+3] TYIXMATWDRGMPF-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- UNIOSFZFHJCHOJ-UHFFFAOYSA-N magnesium antimony(3+) oxygen(2-) Chemical compound [Sb+3].[O-2].[Mg+2] UNIOSFZFHJCHOJ-UHFFFAOYSA-N 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
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- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
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- Adhesive Tapes (AREA)
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Abstract
Description
本出願は、2015年4月29日付韓国特許出願第10−2015−0060690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すべての内容は本明細書の一部として組み込まれる。
前記液状エポキシ樹脂は、100乃至1,000のエポキシ当量を有することができる。
前記固状エポキシ樹脂の軟化点は、50℃乃至120℃であってもよい。
常温で前記半導体用接着フィルムの引張率が500%以下であってもよい。
常温で前記接着層の引張率が500%以下であってもよい。
前記固状エポキシ樹脂は、100乃至1,000のエポキシ当量を有することができる。
前記エポキシ系作用基は、エポキシ基またはグリシジル基を含むことができる。
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きい制限なしに用いることができる。例えば、前記硬化触媒としては、リン系化合物、ホウ素系化合物およびリン−ホウ素系化合物およびイミダゾール系化合物からなる群より選択された1種以上を用いることができる。前記硬化触媒の使用量は、最終製造される接着フィルムの物性などを考慮して適切に選択することができ、例えば前記液状および固状エポキシ樹脂、(メタ)アクリレート系樹脂およびフェノール樹脂の総合計100重量部を基準に0.5乃至10重量部で用いることができる。
常温で前記半導体用接着フィルムの引張率が500%以下であってもよい。
前記ダイシングダイボンディングフィルムに関する内容を前述した内容をすべて含む。
実施例1
(1)半導体接着用樹脂組成物溶液の製造
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、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:125℃)40g、エポキシ樹脂EOCN−104S(日本火薬(株)社製、クレゾールノボラック型エポキシ樹脂、エポキシ当量214g/eq、軟化点:83℃)38g、液状エポキシ樹脂RE−310S(日本化薬(株)社製、ビスフェノールAエポキシ樹脂、エポキシ当量180g/eq)50g、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、シランカップリング剤A−187(GE東芝シリコン社製、γ−グリシドキシプロピルトリメトキシシラン)5g、硬化促進剤2PZ(四国化成社製、2−フェニルイミダゾール)0.1gおよび充填剤SC−2050(アドマテックス社製 、球状シリカ、平均粒径約400nm)100gをメチルエチルケトン溶媒に混合して半導体接着用樹脂組成物溶液(固形分20重量%濃度)を得た。
前記製造された半導体接着用樹脂組成物溶液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60μm厚さの半導体用接着フィルム(ダイボンディングフィルム)を得た。
下記表1に記載された成分および使用量を適用した点を除き、実施例1と同様な方法で半導体接着用樹脂組成物溶液(固形分20重量%濃度)および60μm厚さの半導体用接着フィルム(ダイボンディングフィルム)を得た。
下記表1の成分および含有量を用いて半導体接着用樹脂組成物溶液(メチルエチルケトン20重量%濃度)を製造した点を除き、実施例1と同様な方法で半導体用接着フィルム(ダイボンディングフィルム)を製造した。
実験例1:溶融粘度の測定
前記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厚さ650μmになるまで重複して積層した後、60℃のロールラミネータを利用してラミネートした。以降、各試片を直径10mmの円形に成型した以後、TA社のARES(advanced rheometric expansion system)を利用して1Hzおよび5radsの剪断速度で20℃/分の昇温速度を適用して40℃乃至160℃範囲で温度に応じた溶融粘度を測定した。
前記実施例および比較例でそれぞれ得られた接着フィルムの引張特性を測定するためにテクスチャーアナライザー(Stable Micro System社製)を利用した。具体的に、前記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幅15mmおよび長さ100mmの大きさで裁断してサンプルを製作し、サンプル中央部を50mm残した状態で両端をテーピングした。そして、前記テーピングされたサンプルの両端を前記装備に固定し、0.3mm/secの速度で引張しながら引張曲線を作成した。前記引張曲線から5%引張時の傾け値を測定してモジュラスを測定し、前記サンプルが完全に切れる時点を測定して引張率を決めた。
(1)ダイシングフィルムの製造
2−エチルヘキシルアクリレート75g、2−エチルヘキシルメタクリレート10g、および2−ヒドロキシエチルアクリレート15gをエチルアクリレート溶媒300g下で共重合して重量平均分子量が850,000である共重合体(ガラス転移温度が10℃)を得た後、ここに光硬化物質であるアクリルイソシアネート化合物10gを添加して反応物を得た。その後、ここに多官能イソシアネートオリゴマー10gと光開始剤DAROCUR TPOを1g混合して紫外線硬化型粘着剤組成物を製造した。
前記の過程で得られた粘着層および前記実施例および比較例でそれぞれ得られた接着フィルム(幅18mm、長さ10cm)を合紙してダイシングダイボンディング用多層構造の接着フィルムを製造した。
100μmのウエハーおよびウエハーリングマウンタを利用して50℃で前記製造されたそれぞれのダイシングダイボンディングフィルムをラミネーションした後、ダイシング装置を利用して40K rpmおよび20mm/secの速度、10mm×10mmのチップ大きさの条件でダイシングした後、ダイの上にバリが発生した個数を確認してバリ発生率を測定した。
約600μm乃至700μmのウエハーミラー面に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60℃の条件下でラミネーションし、ウエハーを5mm×5mmの大きさで小片化してダイ大きさだけの接着フィルムを準備した。そして、10mm×10mm大きさの70μmウエハーミラーを130℃のホットフレートに位置させた後、前記ダイボンディングフィルムをウエハーダイに2Kgおよび2秒の条件で付着し、125℃の温度で1時間硬化を進行し、175℃の温度で2時間再度硬化を進行した。
実施例1乃至4および比較例1乃至2から得られた粘着剤をダイシングフィルムにラミネートしてダイシングダイボンディングフィルムを製造した。
Claims (16)
- −10℃乃至20℃のガラス転移温度を有する熱可塑性樹脂;
70℃以上の軟化点を有するフェノール樹脂を含む硬化剤;
固状エポキシ樹脂;および液状エポキシ樹脂;を含み、
前記熱可塑性樹脂に対する前記固状エポキシ樹脂および液状エポキシ樹脂の総含有量の重量比が1.6乃至2.6である、半導体接着用樹脂組成物。 - 前記熱可塑性樹脂に対する前記固状エポキシ樹脂および液状エポキシ樹脂の総含有量の重量比が1.7乃至2.5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、フェノール樹脂および液状エポキシ樹脂の全体重量に対する前記フェノール樹脂の重量比が0.280以上である、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、フェノール樹脂および液状エポキシ樹脂の全体重量に対する前記フェノール樹脂の重量比が0.300乃至0.600である、請求項1に記載の半導体接着用樹脂組成物。
- 前記液状エポキシ樹脂は、25℃で500mPa・s乃至20,000mPa・sの粘度を有する、請求項1に記載の半導体接着用樹脂組成物。
- 前記液状エポキシ樹脂は、100乃至1,000のエポキシ当量を有する、請求項1に記載の半導体接着用樹脂組成物。
- 前記フェノール樹脂は、100g/eq乃至178g/eqの水酸基当量を有する、請求項1に記載の半導体接着用樹脂組成物。
- 前記フェノール樹脂は、100℃超過160℃以下の軟化点を有する、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に記載の半導体接着用樹脂組成物。
- 前記(メタ)アクリレート系樹脂は、エポキシ系作用基を含む(メタ)アクリレート系繰り返し単位を含み、−10℃乃至20℃のガラス転移温度を有する(メタ)アクリレート系樹脂である、請求項9に記載の半導体接着用樹脂組成物。
- 前記(メタ)アクリレート系樹脂は、エポキシ系作用基を含む(メタ)アクリレート系繰り返し単位0.1重量%乃至10重量%を含む、請求項10に記載の半導体接着用樹脂組成物。
- ジルコニウム、アンチモン、ビスマス、マグネシウムおよびアルミニウムからなる群より選択された1種以上の金属を含む金属酸化物;多孔性シリケート;多孔性アルミノシリケート;またはゼオライト;を含むイオン捕捉剤をさらに含む、請求項1に記載の半導体接着用樹脂組成物。
- 請求項1に記載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、1μm乃至300μmの厚さを有する、請求項13に記載の半導体用接着フィルム。
- 基材フィルム;前記基材フィルム上に形成される粘着層;および前記粘着層状に形成され、請求項1に記載の半導体接着用樹脂組成物を含む接着層;を含むダイシングダイボンディングフィルム。
- 前記基材フィルムは、10μm乃至200μmの厚さを有し、
前記粘着層は、1μm乃至600μmの厚さを有し、
前記接着層は、1μm乃至300μmの厚さを有する、請求項15に記載のダイシングダイボンディングフィルム。
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US10865329B2 (en) | 2020-12-15 |
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WO2016175612A1 (ko) | 2016-11-03 |
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US20170198182A1 (en) | 2017-07-13 |
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US20170233610A1 (en) | 2017-08-17 |
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