JP7344471B2 - 樹脂組成物、積層体、樹脂組成物層付き半導体ウェハ、樹脂組成物層付き半導体搭載用基板、及び半導体装置 - Google Patents
樹脂組成物、積層体、樹脂組成物層付き半導体ウェハ、樹脂組成物層付き半導体搭載用基板、及び半導体装置 Download PDFInfo
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- JP7344471B2 JP7344471B2 JP2020515511A JP2020515511A JP7344471B2 JP 7344471 B2 JP7344471 B2 JP 7344471B2 JP 2020515511 A JP2020515511 A JP 2020515511A JP 2020515511 A JP2020515511 A JP 2020515511A JP 7344471 B2 JP7344471 B2 JP 7344471B2
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- 229910021645 metal ion Inorganic materials 0.000 claims description 56
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 53
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 27
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- MISVBCMQSJUHMH-UHFFFAOYSA-N pyrimidine-4,6-diamine Chemical compound NC1=CC(N)=NC=N1 MISVBCMQSJUHMH-UHFFFAOYSA-N 0.000 description 1
- YPOXGDJGKBXRFP-UHFFFAOYSA-N pyrimidine-4-carboxylic acid Chemical compound OC(=O)C1=CC=NC=N1 YPOXGDJGKBXRFP-UHFFFAOYSA-N 0.000 description 1
- JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 238000000790 scattering method Methods 0.000 description 1
- 230000002000 scavenging effect Effects 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- KXRZBTAEDBELFD-UHFFFAOYSA-N sulfamethopyrazine Chemical compound COC1=NC=CN=C1NS(=O)(=O)C1=CC=C(N)C=C1 KXRZBTAEDBELFD-UHFFFAOYSA-N 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- RMMXLENWKUUMAY-UHFFFAOYSA-N telmisartan Chemical compound CCCC1=NC2=C(C)C=C(C=3N(C4=CC=CC=C4N=3)C)C=C2N1CC(C=C1)=CC=C1C1=CC=CC=C1C(O)=O RMMXLENWKUUMAY-UHFFFAOYSA-N 0.000 description 1
- POTDIELOEHTPJN-UHFFFAOYSA-N tert-butyl (4,6-dimethylpyrimidin-2-yl)sulfanylformate Chemical compound CC1=CC(C)=NC(SC(=O)OC(C)(C)C)=N1 POTDIELOEHTPJN-UHFFFAOYSA-N 0.000 description 1
- XWUFRDJEUOAMNW-UHFFFAOYSA-N tert-butyl 1,2,4-triazole-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1C=NC=N1 XWUFRDJEUOAMNW-UHFFFAOYSA-N 0.000 description 1
- MTBKGWHHOBJMHJ-UHFFFAOYSA-N tert-butyl imidazole-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1C=CN=C1 MTBKGWHHOBJMHJ-UHFFFAOYSA-N 0.000 description 1
- IEUIEMIRUXSXCL-UHFFFAOYSA-N tert-butyl n-(3-aminophenyl)carbamate Chemical compound CC(C)(C)OC(=O)NC1=CC=CC(N)=C1 IEUIEMIRUXSXCL-UHFFFAOYSA-N 0.000 description 1
- KEKAANXUQSMDMK-UHFFFAOYSA-N tert-butyl n-(6-aminopyridin-2-yl)carbamate Chemical compound CC(C)(C)OC(=O)NC1=CC=CC(N)=N1 KEKAANXUQSMDMK-UHFFFAOYSA-N 0.000 description 1
- IGSFMHYSWZUENI-UHFFFAOYSA-N tert-butyl n-[amino(pyrazol-1-yl)methylidene]carbamate Chemical compound CC(C)(C)OC(=O)N=C(N)N1C=CC=N1 IGSFMHYSWZUENI-UHFFFAOYSA-N 0.000 description 1
- VUENSYJCBOSTCS-UHFFFAOYSA-N tert-butyl-imidazol-1-yl-dimethylsilane Chemical compound CC(C)(C)[Si](C)(C)N1C=CN=C1 VUENSYJCBOSTCS-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- KBIOUJDBIXSYJT-UHFFFAOYSA-N tetramesitylporphyrin Chemical compound CC1=CC(C)=CC(C)=C1C(C1=CC=C(N1)C(C=1C(=CC(C)=CC=1C)C)=C1C=CC(=N1)C(C=1C(=CC(C)=CC=1C)C)=C1C=CC(N1)=C1C=2C(=CC(C)=CC=2C)C)=C2N=C1C=C2 KBIOUJDBIXSYJT-UHFFFAOYSA-N 0.000 description 1
- YNHJECZULSZAQK-UHFFFAOYSA-N tetraphenylporphyrin Chemical compound C1=CC(C(=C2C=CC(N2)=C(C=2C=CC=CC=2)C=2C=CC(N=2)=C(C=2C=CC=CC=2)C2=CC=C3N2)C=2C=CC=CC=2)=NC1=C3C1=CC=CC=C1 YNHJECZULSZAQK-UHFFFAOYSA-N 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- GYUURHMITDQTRU-UHFFFAOYSA-N tributyl(pyridin-2-yl)stannane Chemical compound CCCC[Sn](CCCC)(CCCC)C1=CC=CC=N1 GYUURHMITDQTRU-UHFFFAOYSA-N 0.000 description 1
- QGAMJEFMDAVSKL-UHFFFAOYSA-N tributyl-(4-methoxypyridin-2-yl)stannane Chemical compound CCCC[Sn](CCCC)(CCCC)C1=CC(OC)=CC=N1 QGAMJEFMDAVSKL-UHFFFAOYSA-N 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- RRBYUSWBLVXTQN-UHFFFAOYSA-N tricyclene Chemical class C12CC3CC2C1(C)C3(C)C RRBYUSWBLVXTQN-UHFFFAOYSA-N 0.000 description 1
- GFNNBHLJANVSQV-UHFFFAOYSA-N tyrphostin AG 1478 Chemical compound C=12C=C(OC)C(OC)=CC2=NC=NC=1NC1=CC=CC(Cl)=C1 GFNNBHLJANVSQV-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- UKRDPEFKFJNXQM-UHFFFAOYSA-N vinylsilane Chemical compound [SiH3]C=C UKRDPEFKFJNXQM-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- XAEWLETZEZXLHR-UHFFFAOYSA-N zinc;dioxido(dioxo)molybdenum Chemical compound [Zn+2].[O-][Mo]([O-])(=O)=O XAEWLETZEZXLHR-UHFFFAOYSA-N 0.000 description 1
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Description
特許文献4でも、意図的にフラックス成分を含まないため、接合部の酸化膜を金属接合前に除去することはできない。
[1]フェノール性水酸基を有する化合物(A)と、金属イオン捕捉剤(B)と、ラジカル重合性化合物(C)と、を含有する、樹脂組成物。
本明細書における「(メタ)アクリロ」とは「アクリロ」及びそれに対応する「メタクリロ」の両方を意味する。「(メタ)アクリル」とは「アクリル」及びそれに対応する「メタクリル」の両方を意味する。「(メタ)アクリレート」とは「アクリレート」及びそれに対応する「メタクリレート」の両方を意味する。
本実施形態の樹脂組成物は、好適にはチップのフリップチップ実装に使用されるアンダーフィル材として用いられる樹脂組成物である。この樹脂組成物は、フェノール性水酸基を有する化合物(A)と、金属イオン捕捉剤(B)と、ラジカル重合性化合物(C)とを含有する。本実施形態の樹脂組成物は、無機充填材(D)及び/又は可撓性付与成分(E)を更に含んでもよい。
フェノール性水酸基を有する化合物(A)は、主に樹脂組成物のフラックス活性に寄与する成分である。
金属イオン捕捉剤(B)としては、金属イオンを捕捉できる化合物であれば特に限定されない。捕捉される金属イオンとしては、特に限定されないが、銅イオンが好ましい。
ラジカル重合性化合物(C)としては、ラジカルにより重合する官能基を有する物質であれば特に限定されないが、例えば、(メタ)アクリレート化合物、マレイミド化合物及びプロペニル化合物が挙げられる。
式(3)中、R3は各々独立に、水素原子又はメチル基を示す。
本実施形態の樹脂組成物は、耐燃性の向上、熱伝導率の向上、及び熱膨張率の低減のため、無機充填材(D)を含有することができる。無機充填材を使用することにより、樹脂組成物などの耐燃性及び熱伝導率を向上させ、熱膨張率を低減することができる。また、無機充填材(D)が電気絶縁性を有すると、本実施形態の樹脂組成物をアンダーフィル材、好ましくはプリアプライドアンダーフィル材の材料として用いた場合、チップの電極間の電気絶縁性をより十分に確保する観点から好ましい。ここで、「電気絶縁性」とは、常温での体積固有抵抗が1012Ω・cm以上であることを意味する。無機充填材(D)の種類としては、特に限定されないが、例えば、溶融シリカ等のシリカ;ベーマイト、水酸化アルミニウム、アルミナ、及び窒化アルミニウム等のアルミニウム化合物;酸化マグネシウム、及び水酸化マグネシウム等のマグネシウム化合物;炭酸カルシウム、及び硫酸カルシウム等のカルシウム化合物;酸化モリブデン、及びモリブデン酸亜鉛等のモリブデン化合物;窒化ホウ素;硫酸バリウム;天然タルク、及び焼成タルク等のタルク;マイカ;短繊維状ガラス、球状ガラス、及び微粉末ガラス(例えば、Eガラス、Tガラス、Dガラス)等のガラスが挙げられる。これらの無機充填材(D)は、1種を単独で又は2種以上を組み合わせて用いることができる。
本実施形態の樹脂組成物における可撓性付与成分(E)は、樹脂組成物を含有する層に対して可撓性を付与できるような成分であれば、特に限定されないが、例えば、ポリイミド、ポリアミドイミド、ポリスチレン、ポリオレフィン、スチレン-ブタジエンゴム(SBR)、イソプレンゴム(IR)、ブタジエンゴム(BR)、アクリロニトリルブタジエンゴム(NBR)、ポリウレタン、ポリプロピレン、(メタ)アクリルオリゴマー、(メタ)アクリルポリマー、及びシリコーン樹脂のような熱可塑性の高分子化合物が挙げられる。これらの可撓性付与成分(E)は、1種を単独で又は2種以上を組み合わせて用いることができる。
本実施形態の樹脂組成物は、フェノール性水酸基を有する化合物(A)と、金属イオン捕捉剤(B)と、ラジカル重合性化合物(C)と含み、必要に応じて、無機充填材(D)と、可撓性付与成分(E)と、その他の成分を1種又は2種以上とを更に含んでいてもよい。
なお、2種以上の湿潤分散剤を併用する場合には、これらの合計量が前記含有量の範囲内であることが好ましい。
本実施形態の積層体、樹脂組成物層付き半導体ウェハ、樹脂組成物層付き半導体搭載用基板、及び半導体装置は、いずれも前記した本実施形態の樹脂組成物を用いて形成される。
本実施形態の積層体は、支持基材と、前記支持基材上に積層された本実施形態の樹脂組成物を含有する層とを備える。このような積層体は、前記した本実施形態の樹脂組成物が、支持基材に添着される。支持基材としては、特に限定されないが、高分子フィルムを使用することができる。高分子フィルムの材質としては、例えば、ポリ塩化ビニル、ポリ塩化ビニリデン、ポリブテン、ポリブタジエン、ポリウレタン、エチレン-酸化ビニル共重合体、ポリエチレンテレフタレート、ポリエチレンナフタレート、及びポリブチレンテレフタレートのポリエステル、ポリエチレン、ポリプロピレン、エチレン-プロピレン共重合体、ポリメチルペンテン、ポリイミド、及びポリアミドからなる群より選ばれる少なくとも1種以上の樹脂を含有するフィルム、並びにこれらのフィルムの表面に離型剤を塗布した離型フィルムが挙げられる。これらの中でも、特にポリエステル、ポリイミド、及びポリアミドが好ましく、その中でもポリエステルの1種である、ポリエチレンテレフタレートがより好ましい。
本実施形態の樹脂組成物層付き半導体ウェハは、半導体ウェハと、その半導体ウェハに積層された前記の積層体における樹脂組成物層とを備え、前記した本実施形態の積層体と半導体ウェハから形成される。本実施形態の樹脂組成物層付き半導体搭載用基板は、半導体搭載用基板と、その基板に積層された前記の積層体における樹脂組成物層とを備え、前記した本実施形態の積層体と基板から形成される。
本実施形態の半導体装置は、例えば、本実施形態の樹脂組成物層付き半導体ウェハ、及び/又は本実施形態の樹脂組成物層付き基板を備え、本実施形態の樹脂組成物層、チップ、及び基板から構成される。本実施形態の半導体装置を製造する方法は、限定されないが、例えば、本実施形態の樹脂組成物層付き半導体ウェハを研削の手段で薄化及びダイシングソーによる個片化を行い、樹脂組成物層付きチップとし、これを基板に搭載する手法が挙げられる。また、本実施形態の樹脂組成物層付き基板に、チップを搭載してもよい。樹脂組成物層付きチップを基板に搭載する方法及び半導体チップを樹脂組成物層付き基板に搭載する方法では、熱圧着工法に対応したフリップチップボンダを好適に使用することができる。また、本実施形態ではチップを基板にフリップチップ実装する場合を便宜的に説明しているが、チップをフリップチップ実装しつつ、本実施形態の樹脂組成物を適用する対象は基板以外とすることも可能である。例えば、本実施形態の樹脂組成物は、半導体ウェハ上へチップを搭載する際の半導体ウェハとチップとの接合部や、TSV(Through Silicon Via)を経由してチップ間接続を行うチップ積層体の、各チップ間の接合部に使用することも可能であり、いずれの場合も本発明による優位性を得ることができる。
(1)質量平均分子量(Mw)
LC-20AD(商品名、(株)島津製作所製)を用いて、ゲルパーミエイションクロマトグラフ(GPC)法により、標準ポリスチレン換算分子量として、質量平均分子量(Mw)を測定した。
フェノール性水酸基を有する化合物を約10mg計量し、TG/DTA6200(商品名、セイコーインスツル(株)製)を用いて、室温から昇温速度10℃/minの条件で500℃まで昇温し、得られた質量減少曲線において、質量が5%減少する温度を5%質量減少温度とした。
フェノール性水酸基を有する化合物単体、金属イオン捕捉剤単体、及びフェノール性水酸基を有する化合物と金属イオン捕捉剤を併用した際のフラックス活性を評価した。
(I)PHENOLITE(登録商標)KA-1163(商品名、クレゾールノボラック型フェノール樹脂、DIC(株)製)
(II)TBIS(登録商標)-MP(商品名、ビスクレゾールフルオレン、田岡化学工業(株)製)
(III)SN-495V(商品名、ナフトールアラルキル型フェノール樹脂、新日鐵化学(株)製)
(IV)BPN01(商品名、プロペニルビフェニレン樹脂、群栄化学工業(株)製)
(V)ELPC75(商品名、フェノール樹脂、群栄化学工業(株)製)
(VI)4,4’-メチレンビス(2,6-ジ-tert-ブチルフェノール)(東京化成工業(株)製)
(i)1-(4-tert-ブチルフェニル)-3-(4-メトキシフェニル)-1,3-プロパンジオン(東京化成工業(株)製)
(ii)(E,E)-1,7-ビス(4-ヒドロキシ-3-メトキシフェニル)-1,6-ヘプタジエン-3,5-ジオン(東京化成工業(株)製)
(iii)2,4-ジアミノ-6-メチル-1,3,5-トリアジン(東京化成工業(株)製)
(iv)2,2’-ビピリジン(東京化成工業(株)製)
(I)~(VI)のフェノール性水酸基を有する化合物を、厚さ12μmの電解銅箔(3EC-III、商品名、三井金属鉱業(株)製)の光沢面に散布し、直径0.5mmのはんだボール(エコソルダー(登録商標)ボールM705(商品名)Sn-3.0Ag-0.5Cu合金、千住金属工業(株)製)を置いた。これを、235℃に保たれたホットプレートの上で1分間加熱し、銅箔上ではんだを溶融させた後、室温で冷却した。はんだボールの銅箔への濡れ広がりをはんだボールの接触角を測定することにより、フラックス活性を評価した。はんだボールの接触角は、デジタルマイクロスコープ(KH-7700(商品名)、(株)ハイロックス製)を用いて、銅箔上に溶融して濡れ広がったはんだボールの半径(a)及びはんだボールの高さ(b)を求め、下記式より接触角を算出した。
はんだボールの接触角が1.60ラジアン未満のものをA、1.60ラジアン以上2.00ラジアン未満のものをB、2.00ラジアン以上のものをCとして記載した。
(i)~(iv)の金属イオン捕捉剤を、厚さ12μmの電解銅箔(3EC-III、商品名、三井金属鉱業(株)製)の光沢面に散布し、直径0.5mmのはんだボール(エコソルダー(登録商標)ボールM705(商品名)、Sn-3.0Ag-0.5Cu合金、千住金属工業(株)製)を置いた。これを、235℃に保たれたホットプレートの上で1分間加熱し、銅箔上ではんだを溶融させた後、室温で冷却した。はんだボールの銅箔への濡れ広がりをはんだボールの接触角を測定することにより、フラックス活性を評価した。はんだボールの接触角は、デジタルマイクロスコープ(KH-7700(商品名)、(株)ハイロックス製)を用いて、銅箔上に溶融して濡れ広がったはんだボールの半径(a)及びはんだボールの高さ(b)を求め、下記式より接触角を算出した。
はんだボールの接触角が1.60ラジアン未満のものをA、1.60ラジアン以上2.00ラジアン未満のものをB、2.00ラジアン以上のものをCとして記載した。
(I)~(VI)のフェノール性水酸基を有する化合物及び(i)~(iv)の金属イオン捕捉剤を、厚さ12μmの電解銅箔(3EC-III、商品名、三井金属鉱業(株)製)の光沢面に散布し、直径0.5mmのはんだボール(エコソルダー(登録商標)ボールM705(商品名)、Sn-3.0Ag-0.5Cu合金、千住金属工業(株)製)を置いた。これを、235℃に保たれたホットプレートの上で1分間加熱し、銅箔上ではんだを溶融させた後、室温で冷却した。はんだボールの銅箔への濡れ広がりをはんだボールの接触角を測定することにより、フラックス活性を評価した。はんだボールの接触角は、デジタルマイクロスコープ(KH-7700(商品名)、(株)ハイロックス製)を用いて、銅箔上に溶融して濡れ広がったはんだボールの半径(a)及びはんだボールの高さ(b)を求め、下記式より接触角を算出した。
はんだボールの接触角が1.60ラジアン未満のものをAA、1.60ラジアン以上2.00ラジアン未満のものをA、2.00ラジアン以上のものをCとして記載した。
(実施例1)
フェノール性水酸基を有する化合物(A)として、PHENOLITE(登録商標)KA-1163(商品名、質量平均分子量(Mw):4600、軟化点:105~115℃、5%質量減少温度:298℃、クレゾールノボラック型フェノール樹脂、DIC(株)製)のMEK溶液(不揮発分50質量%)60質量部(不揮発分換算で30質量部)、金属イオン捕捉剤(B)として、1-(4-tert-ブチルフェニル)-3-(4-メトキシフェニル)-1,3-プロパンジオン(東京化成工業(株)製)30質量部、ラジカル重合性化合物(C)として、前記式(1)におけるR1がすべて水素原子であり、n1が1~3であるマレイミド化合物(BMI-2300、大和化成工業(株)製)のMEK溶液(不揮発分50質量%)40質量部(不揮発分換算で20質量部)、第2のラジカル重合性化合物(C)として、前記式(2)で表され、n2が14(平均値)であるマレイミド化合物(BMI-1000P、ケイ・アイ化成(株)製)のMEK溶液(不揮発分50質量%)40質量部(不揮発分換算で20質量部)、第3のラジカル重合性化合物(C)として、ビス-(3-エチル-5-メチル-4-マレイミドフェニル)メタン(BMI-70、ケイ・アイ化成(株)製)のMEK溶液(不揮発分50質量%)60質量部(不揮発分換算で30質量部)、更に第4のラジカル重合性化合物(C)として、2,2-ビス{4-(4-マレイミドフェノキシ)フェニル}プロパン(BMI-80、ケイ・アイ化成(株)製)のMEK溶液(不揮発分50質量%)60質量部(不揮発分換算で30質量部)、無機充填材(D)として、スラリーシリカ(SC-1050MLQ、平均粒子径:0.3μm、不揮発分60質量%、(株)アドマテックス製)166.7質量部(不揮発分換算で100質量部)、可撓性付与成分(E)として、アクリルポリマー(質量平均分子量(Mw):2900、ARUFON(登録商標)US-6170、東亞合成(株)製)15質量部、イミダゾール系硬化触媒として、1-ベンジル-2-メチルイミダゾール(東京化成工業(株)製)のMEK溶液(不揮発分20質量%)0.5質量部(不揮発分換算で0.1質量部)を混合し、高速攪拌装置を用いて30分間撹拌して、ワニスを得た。このワニスを、表面に離型剤をコートした厚さ38μmのポリエチレンテレフタレートフィルム(TR1-38、ユニチカ(株)製)に塗布し、120℃で5分間加熱乾燥して、本発明の樹脂組成物層の厚さが30μmである樹脂積層体を得た。
フェノール性水酸基を有する化合物(A)として、TBIS(登録商標)-MP(商品名、9,9’-ビス-(4-ヒドロキシ-3-メチルフェニル)フルオレン、分子量:378、融点:225℃、5%質量減少温度:313℃、田岡化学工業(株)製)のMEK溶液(不揮発分50質量%)60質量部(不揮発分換算で30質量部)に変更した以外は、実施例1と同様にしてワニスを調製し、樹脂積層体を得た。
金属イオン捕捉剤(B)として、(E,E’)-1,7-ビス(4-ヒドロキシ-3-メトキシフェニル)-1,6-ヘプタジエン-3,5-ジオン(東京化成工業(株)製)30質量部に変更した以外は、実施例1と同様にしてワニスを調製し、樹脂積層体を得た。
フェノール性水酸基を有する化合物(A)として、TBIS(登録商標)-MP(商品名、9,9’-ビス-(4-ヒドロキシ-3-メチルフェニル)フルオレン、分子量:378、田岡化学工業(株)製)のMEK溶液(不揮発分50質量%)60質量部(不揮発分換算で30質量部)、金属イオン捕捉剤(B)として、(E,E)-1,7-ビス(4-ヒドロキシ-3-メトキシフェニル)-1,6-ヘプタジエン-3,5-ジオン(東京化成工業(株)製)30質量部に変更した以外は、実施例1と同様にしてワニスを調製し、樹脂積層体を得た。
フェノール性水酸基を有する化合物(A)として、PHENOLITE(登録商標)KA-1163のMEK溶液(不揮発分50質量%)100質量部(不揮発分換算で50質量部)に変更した以外は、実施例1と同様にしてワニスを調製し、樹脂積層体を得た。
金属イオン捕捉剤(B)として、1-(4-tert-ブチルフェニル)-3-(4-メトキシフェニル)-1,3-プロパンジオン50質量部に変更した以外は実施例1と同様にしてワニスを調製し、樹脂積層体を得た。
金属イオン捕捉剤(B)として、2,4-ジアミノ-6-メチル-1,3,5-トリアジン(東京化成工業(株)製)30質量部に変更した以外は、実施例1と同様にしてワニスを調製し、樹脂積層体を得た。
金属イオン捕捉剤(B)として、2,2’-ビピリジン(東京化成工業(株)製)30質量部に変更した以外は、実施例1と同様にしてワニスを調製し、樹脂積層体を得た。
フェノール性水酸基を有する化合物(A)を使用しなかった以外は実施例1と同様にしてワニスを調製し、樹脂積層体を得た。
金属イオン捕捉剤(B)を使用しなかった以外は実施例1と同様にしてワニスを調製し、樹脂積層体を得た。
フェノール性水酸基を有する化合物(A)及び金属イオン捕捉剤(B)を使用しなかった以外は実施例1と同様にしてワニスを調製し、樹脂積層体を得た。
(1)実装試験
実施例1~8及び比較例1~3で得られた樹脂積層体を8mm×8mmの正方形に切断し評価用基板上にラミネートした後、フリップチップボンダ(LFB-2301(商品名)、(株)新川製)を用いて、ステージ温度70℃、ボンドヘッド温度300℃、荷重50N、時間8秒の条件で、銅とはんだで構成されるCuピラーを電極に持つ半導体チップを圧着し実装試験を行った。実装試験サンプルの断面観察により、半導体チップ側のCuピラー上のはんだと、基板側の銅配線との接触部に、フラックス活性が発現し合金生成が確認されればAA、フラックス活性が発現せず合金生成が確認されなければCとして記載した。
実施例1~8及び比較例1~3で得られた樹脂積層体を5cm×10cmの短冊状に断裁した後、室温において支持基材のポリエチレンテレフタレートフィルムが内側になるように外径が3cmの金属管に巻き付け、5秒間保持した後巻き戻した。この作業を10回繰り返した後、樹脂組成物層のクラックの有無を目視で確認し、可撓性の評価を行った。クラックの発生が全く認められないものをAA、クラックの発生がわずかに認められるが、実使用上は品質に影響を与えないと思われるレベルをA、クラックが発生し、実使用上許容されないものをCとして記載した。
実施例1~8及び比較例1~3で得られたワニスの粘度(c)を、B型粘度計(東京計器(株)製)を用いて測定し、密閉容器内で2週間室温放置後の粘度(d)を、B型粘度計を用いて再び測定した。下記式にて2週間経過後の粘度の変化率を算出して、変化率が20%未満の場合はAA、2週間経過後の粘度の変化率が20%以上40%未満の場合はA、2週間経過後の粘度の変化率が40%以上の場合はCとして記載した。
粘度の変化率={|(d)-(c)|/(c)}×100
Claims (24)
- フェノール性水酸基を有する化合物(A)と、
金属イオン捕捉剤(B)と、
ラジカル重合性化合物(C)と、
を含有し、
前記フェノール性水酸基を有する化合物(A)が、9,9'-ビス-(4-ヒドロキシ-3-メチルフェニル)フルオレン、クレゾールノボラック型フェノール樹脂、ナフトールアラルキル型フェノール樹脂、プロペニルフェノール樹脂、プロペニルビフェニレン樹脂、及びアリルフェノール樹脂から選択される少なくとも1つであり、
前記金属イオン捕捉剤(B)が、アミン類、アミン誘導体、エーテル誘導体、及びケトン誘導体からなる群より選択される少なくとも1種を含有する、
プリアプライドアンダーフィル材用樹脂組成物。 - 前記フェノール性水酸基を有する化合物(A)の分子量が、200以上で、かつ、融点が、300℃以下である、請求項1に記載の樹脂組成物。
- 前記フェノール性水酸基を有する化合物(A)における5%質量減少温度が、250℃以上である、請求項1又は2に記載の樹脂組成物。
- 前記金属イオン捕捉剤(B)が、トリアジン誘導体、ビピリジン誘導体、及びジケトン誘導体からなる群より選択される少なくとも1種を含有する、請求項1~3のいずれか一項に記載の樹脂組成物。
- 前記金属イオン捕捉剤(B)が、1,3-ジケトンを含有する、請求項1~4のいずれか一項に記載の樹脂組成物。
- 前記金属イオン捕捉剤(B)が、2,4-ジアミノ-6-メチル-1,3,5-トリアジン、2,2'-ビピリジン、1,3-ジフェニル-1,3-プロパンジオン、1-(2-メシチレン)-1,3-ブタンジオン、1,3-ビス(4-メトキシフェニル)-1,3-プロパンジオン、1-(4-tert-ブチルフェニル)-3-(4-メトキシフェニル)-1,3-プロパンジオン、及び(E,E)-1,7-ビス(4-ヒドロキシ-3-メトキシフェニル)-1,6-ヘプタジエン-3,5-ジオンからなる群より選択される少なくとも1種を含有する、請求項1~4のいずれか一項に記載の樹脂組成物。
- 前記金属イオン捕捉剤(B)が、1-(4-tert-ブチルフェニル)-3-(4-メトキシフェニル)-1,3-プロパンジオン、及び(E,E)-1,7-ビス(4-ヒドロキシ-3-メトキシフェニル)-1,6-ヘプタジエン-3,5-ジオンからなる群より選択される少なくとも1種を含有する、請求項1~6のいずれか一項に記載の樹脂組成物。
- 前記ラジカル重合性化合物(C)が、(メタ)アクリレート化合物、マレイミド化合物、及びプロペニル化合物からなる群より選択される少なくとも1種を含有する、請求項1~7のいずれか一項に記載の樹脂組成物。
- 前記ラジカル重合性化合物(C)が、2,2'-ビス{4-(4-マレイミドフェノキシ)フェニル}プロパン、1,2-ビス(マレイミド)エタン、1,4-ビス(マレイミド)ブタン、1,6-ビス(マレイミド)ヘキサン、N,N'-1,3-フェニレンジマレイミド、N,N'-1,4-フェニレンジマレイミド、N-フェニルマレイミド、下記式(1)で表されるマレイミド化合物、下記式(2)で表されるマレイミド化合物、及び下記式(3)で表されるマレイミド化合物からなる群より選択される少なくとも1種を含有する、請求項8に記載の樹脂組成物。
- 前記ラジカル重合性化合物(C)が、2,2'-ビス{4-(4-マレイミドフェノキシ)フェニル}プロパン、前記式(1)で表されるマレイミド化合物、前記式(2)で表されるマレイミド化合物、及び前記式(3)で表されるマレイミド化合物からなる群より選択される少なくとも1種のマレイミド化合物を含有する、請求項9に記載の樹脂組成物。
- 前記樹脂組成物中における前記フェノール性水酸基を有する化合物(A)の含有量が、前記樹脂組成物中における前記ラジカル重合性化合物(C)の合計量100質量部に対して、5質量部以上50質量部以下である、請求項1~10のいずれか一項に記載の樹脂組成物。
- 前記樹脂組成物中における前記金属イオン捕捉剤(B)の含有量が、前記樹脂組成物中における前記ラジカル重合性化合物(C)の合計量100質量部に対して、5質量部以上50質量部以下である、請求項1~11のいずれか一項に記載の樹脂組成物。
- 無機充填材(D)を更に含有する、請求項1~12のいずれか一項に記載の樹脂組成物。
- 前記無機充填材(D)が、電気絶縁性を有する、請求項13に記載の樹脂組成物。
- 前記無機充填材(D)の平均粒子径が、3μm以下である、請求項13又は14に記載の樹脂組成物。
- 前記無機充填材(D)が、シリカ、水酸化アルミニウム、アルミナ、ベーマイト、窒化ホウ素、窒化アルミニウム、酸化マグネシウム、及び水酸化マグネシウムからなる群より選択される少なくとも1種を含有する、請求項13~15のいずれか一項に記載の樹脂組成物。
- 前記樹脂組成物中における前記無機充填材(D)の含有量が、前記ラジカル重合性化合物(C)の合計量100質量部に対して、300質量部以下である、請求項13~16のいずれか一項に記載の樹脂組成物。
- 可撓性付与成分(E)を更に含有する、請求項1~17のいずれか一項に記載の樹脂組成物。
- 前記可撓性付与成分(E)が、熱可塑性の高分子化合物を含有し、前記高分子化合物の質量平均分子量が、1,000以上1,000,000以下である、請求項18に記載の樹脂組成物。
- 前記可撓性付与成分(E)が、(メタ)アクリルオリゴマー及び(メタ)アクリルポリマーからなる群より選択される少なくとも1種を含有する、請求項18又は19に記載の樹脂組成物。
- 支持基材と、
前記支持基材上に積層された請求項1~20のいずれか一項に記載の樹脂組成物を含有する層と、
を備える、積層体。 - 半導体ウェハと、
前記半導体ウェハに積層された請求項21に記載の積層体と、を備え、
前記樹脂組成物を含有する層が、前記半導体ウェハに積層された、
樹脂組成物層付き半導体ウェハ。 - 半導体搭載用基板と、
前記半導体搭載用基板に積層された請求項21に記載の積層体と、を備え、
前記樹脂組成物を含有する層が、前記半導体搭載用基板に積層された、
樹脂組成物層付き半導体搭載用基板。 - 請求項22に記載の樹脂組成物層付き半導体ウェハ、及び/又は、請求項23に記載の樹脂組成物層付き半導体搭載用基板を備える、半導体装置。
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