JP6702194B2 - 感光性接着剤組成物および半導体装置 - Google Patents
感光性接着剤組成物および半導体装置 Download PDFInfo
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- JP6702194B2 JP6702194B2 JP2016555252A JP2016555252A JP6702194B2 JP 6702194 B2 JP6702194 B2 JP 6702194B2 JP 2016555252 A JP2016555252 A JP 2016555252A JP 2016555252 A JP2016555252 A JP 2016555252A JP 6702194 B2 JP6702194 B2 JP 6702194B2
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- adhesive composition
- photosensitive adhesive
- coating film
- phenol compound
- semiconductor
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- 230000005855 radiation Effects 0.000 description 1
- NJGBTKGETPDVIK-UHFFFAOYSA-N raspberry ketone Chemical compound CC(=O)CCC1=CC=C(O)C=C1 NJGBTKGETPDVIK-UHFFFAOYSA-N 0.000 description 1
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- 125000004079 stearyl group Chemical group [H]C([*])([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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- DVUVKWLUHXXIHK-UHFFFAOYSA-N tetraazanium;tetrahydroxide Chemical compound [NH4+].[NH4+].[NH4+].[NH4+].[OH-].[OH-].[OH-].[OH-] DVUVKWLUHXXIHK-UHFFFAOYSA-N 0.000 description 1
- XBFJAVXCNXDMBH-UHFFFAOYSA-N tetracyclo[6.2.1.1(3,6).0(2,7)]dodec-4-ene Chemical compound C1C(C23)C=CC1C3C1CC2CC1 XBFJAVXCNXDMBH-UHFFFAOYSA-N 0.000 description 1
- 230000008646 thermal stress Effects 0.000 description 1
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- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
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- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 description 1
- OSAJVUUALHWJEM-UHFFFAOYSA-N triethoxy(8-triethoxysilyloctyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCCCCCC[Si](OCC)(OCC)OCC OSAJVUUALHWJEM-UHFFFAOYSA-N 0.000 description 1
- WUMSTCDLAYQDNO-UHFFFAOYSA-N triethoxy(hexyl)silane Chemical compound CCCCCC[Si](OCC)(OCC)OCC WUMSTCDLAYQDNO-UHFFFAOYSA-N 0.000 description 1
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- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 1
- NIINUVYELHEORX-UHFFFAOYSA-N triethoxy(triethoxysilylmethyl)silane Chemical compound CCO[Si](OCC)(OCC)C[Si](OCC)(OCC)OCC NIINUVYELHEORX-UHFFFAOYSA-N 0.000 description 1
- UDUKMRHNZZLJRB-UHFFFAOYSA-N triethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OCC)(OCC)OCC)CCC2OC21 UDUKMRHNZZLJRB-UHFFFAOYSA-N 0.000 description 1
- FBBATURSCRIBHN-UHFFFAOYSA-N triethoxy-[3-(3-triethoxysilylpropyldisulfanyl)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCSSCCC[Si](OCC)(OCC)OCC FBBATURSCRIBHN-UHFFFAOYSA-N 0.000 description 1
- VTHOKNTVYKTUPI-UHFFFAOYSA-N triethoxy-[3-(3-triethoxysilylpropyltetrasulfanyl)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCSSSSCCC[Si](OCC)(OCC)OCC VTHOKNTVYKTUPI-UHFFFAOYSA-N 0.000 description 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
- HHPPHUYKUOAWJV-UHFFFAOYSA-N triethoxy-[4-(oxiran-2-yl)butyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCCC1CO1 HHPPHUYKUOAWJV-UHFFFAOYSA-N 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- JBYXACURRYATNJ-UHFFFAOYSA-N trimethoxy(1-trimethoxysilylhexyl)silane Chemical compound CCCCCC([Si](OC)(OC)OC)[Si](OC)(OC)OC JBYXACURRYATNJ-UHFFFAOYSA-N 0.000 description 1
- XLUIBHBNUCWHGE-UHFFFAOYSA-N trimethoxy(1-trimethoxysilyloctyl)silane Chemical compound CCCCCCCC([Si](OC)(OC)OC)[Si](OC)(OC)OC XLUIBHBNUCWHGE-UHFFFAOYSA-N 0.000 description 1
- JCGDCINCKDQXDX-UHFFFAOYSA-N trimethoxy(2-trimethoxysilylethyl)silane Chemical compound CO[Si](OC)(OC)CC[Si](OC)(OC)OC JCGDCINCKDQXDX-UHFFFAOYSA-N 0.000 description 1
- JLGNHOJUQFHYEZ-UHFFFAOYSA-N trimethoxy(3,3,3-trifluoropropyl)silane Chemical compound CO[Si](OC)(OC)CCC(F)(F)F JLGNHOJUQFHYEZ-UHFFFAOYSA-N 0.000 description 1
- GFKCWAROGHMSTC-UHFFFAOYSA-N trimethoxy(6-trimethoxysilylhexyl)silane Chemical compound CO[Si](OC)(OC)CCCCCC[Si](OC)(OC)OC GFKCWAROGHMSTC-UHFFFAOYSA-N 0.000 description 1
- NMEPHPOFYLLFTK-UHFFFAOYSA-N trimethoxy(octyl)silane Chemical compound CCCCCCCC[Si](OC)(OC)OC NMEPHPOFYLLFTK-UHFFFAOYSA-N 0.000 description 1
- HILHCDFHSDUYNX-UHFFFAOYSA-N trimethoxy(pentyl)silane Chemical compound CCCCC[Si](OC)(OC)OC HILHCDFHSDUYNX-UHFFFAOYSA-N 0.000 description 1
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 1
- KNYWDHFOQZZIDQ-UHFFFAOYSA-N trimethoxy-(2-trimethoxysilylphenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1[Si](OC)(OC)OC KNYWDHFOQZZIDQ-UHFFFAOYSA-N 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 239000011800 void material Substances 0.000 description 1
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- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L24/00—Arrangements for connecting or disconnecting semiconductor or solid-state bodies; Methods or apparatus related thereto
- H01L24/80—Methods for connecting semiconductor or other solid state bodies using means for bonding being attached to, or being formed on, the surface to be connected
- H01L24/83—Methods for connecting semiconductor or other solid state bodies using means for bonding being attached to, or being formed on, the surface to be connected using a layer connector
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J145/00—Adhesives based on homopolymers or copolymers of compounds having no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic or in a heterocyclic system; Adhesives based on derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J157/00—Adhesives based on unspecified polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C09J157/06—Homopolymers or copolymers containing elements other than carbon and hydrogen
- C09J157/10—Homopolymers or copolymers containing elements other than carbon and hydrogen containing oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J163/00—Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J201/00—Adhesives based on unspecified macromolecular compounds
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L21/00—Processes or apparatus adapted for the manufacture or treatment of semiconductor or solid state devices or of parts thereof
- H01L21/02—Manufacture or treatment of semiconductor devices or of parts thereof
- H01L21/04—Manufacture or treatment of semiconductor devices or of parts thereof the devices having potential barriers, e.g. a PN junction, depletion layer or carrier concentration layer
- H01L21/50—Assembly of semiconductor devices using processes or apparatus not provided for in a single one of the subgroups H01L21/06 - H01L21/326, e.g. sealing of a cap to a base of a container
- H01L21/52—Mounting semiconductor bodies in containers
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L25/00—Assemblies consisting of a plurality of individual semiconductor or other solid state devices ; Multistep manufacturing processes thereof
- H01L25/03—Assemblies consisting of a plurality of individual semiconductor or other solid state devices ; Multistep manufacturing processes thereof all the devices being of a type provided for in the same subgroup of groups H01L27/00 - H01L33/00, or in a single subclass of H10K, H10N, e.g. assemblies of rectifier diodes
- H01L25/04—Assemblies consisting of a plurality of individual semiconductor or other solid state devices ; Multistep manufacturing processes thereof all the devices being of a type provided for in the same subgroup of groups H01L27/00 - H01L33/00, or in a single subclass of H10K, H10N, e.g. assemblies of rectifier diodes the devices not having separate containers
- H01L25/065—Assemblies consisting of a plurality of individual semiconductor or other solid state devices ; Multistep manufacturing processes thereof all the devices being of a type provided for in the same subgroup of groups H01L27/00 - H01L33/00, or in a single subclass of H10K, H10N, e.g. assemblies of rectifier diodes the devices not having separate containers the devices being of a type provided for in group H01L27/00
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L25/00—Assemblies consisting of a plurality of individual semiconductor or other solid state devices ; Multistep manufacturing processes thereof
- H01L25/03—Assemblies consisting of a plurality of individual semiconductor or other solid state devices ; Multistep manufacturing processes thereof all the devices being of a type provided for in the same subgroup of groups H01L27/00 - H01L33/00, or in a single subclass of H10K, H10N, e.g. assemblies of rectifier diodes
- H01L25/04—Assemblies consisting of a plurality of individual semiconductor or other solid state devices ; Multistep manufacturing processes thereof all the devices being of a type provided for in the same subgroup of groups H01L27/00 - H01L33/00, or in a single subclass of H10K, H10N, e.g. assemblies of rectifier diodes the devices not having separate containers
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Description
(1) (A)下記式(5)で示されるアルカリ可溶性樹脂と、
(B)光酸発生剤と、
(C)下記式(9)で示されるエポキシ化合物と、
(D)融点が50〜150℃であり、アルキル鎖(−CH2−)nを含む置換基(ただし、nは1〜6)を有し、下記式(10)で示されるフェノール化合物、下記式(15)で示されるフェノール化合物、下記式(16)で示されるフェノール化合物、および、下記式(19)で示されるフェノール化合物のうちの少なくとも1種と、
(X)融点が151〜250℃であるフェノール化合物と、
を含むことを特徴とする感光性接着剤組成物。
前記積層型半導体素子は、複数の半導体素子と、前記半導体素子同士の間に設けられ、これらを接合する上記(1)ないし(5)のいずれかに記載の感光性接着剤組成物の硬化物とを有することを特徴とする半導体装置。
(7) 半導体素子と、
被接合部材と、
前記半導体素子と前記被接合部材との間に設けられ、これらを接合する上記(1)ないし(5)のいずれかに記載の感光性接着剤組成物の硬化物と、
を有することを特徴とする半導体装置。
さらに、本発明によれば、半導体素子と被接合部材との接着性が高く信頼性の高い半導体装置が得られる。
まず、本発明の半導体装置の一例について説明する。
図1に示す半導体装置10は、BGA(Ball Grid Array)型の半導体パッケージを有する一例である。半導体装置10は、積層された複数の半導体チップ20(半導体素子)と、半導体チップ20同士を接着する接着層601と、半導体チップ20を支持するパッケージ基板30と、半導体チップ20とパッケージ基板30とを接着する接着層101と、半導体チップ20を封止するモールド部50と、パッケージ基板30の下方に設けられたハンダボール80と、を有している。以下、各部の構成について順次詳述する。
次に、半導体装置10の製造方法について説明する。
まず、半導体チップ20を切り出すためのウエハー201(図2(a)参照)を用意し、その上(一方の面側)に感光性接着剤組成物を含む液体を塗布する。これにより、図2(b)に示すように、ウエハー201上に塗膜601aが形成される。なお、ウエハー201上には、各半導体チップ20に対応して、予め半導体回路や電極パッド等が形成されている。すなわち、ウエハー201は、半導体製造工程のいわゆる前工程に供されている。したがって、ウエハー201を後述する工程にて切断し、個片化することにより、ウエハー201から複数の半導体チップ20を切り出すことができる。
次いで、ウエハー201上に形成した塗膜601aに接するようにマスク4を設け、塗膜601aの所望の領域(露光領域)に露光処理を施す(図2(c)参照)。これにより、露光領域の塗膜601aにおいて光反応が生じ、潜在的にパターニングが施される(潜像が形成される)。
次いで、露光処理を施した塗膜601aに対し、現像処理を施す。これにより、露光部(塗膜601aの露光領域)が除去され、図2(d)に示すように、所望のパターニングが施される。このような現像処理により、例えば半導体チップ20にボンディングワイヤー70を接続するための電極パッドを露出させることができる。また、後述するダイシング工程において切断しろとなるダイシングライン上の塗膜601aを除去することができる。
次いで、塗膜601aが設けられたウエハー201に対し、エッチング処理を施す。この時、開口部601bを備える塗膜601aがエッチングマスクとして機能する。これにより、開口部601bに対応する領域のウエハー201の表面(上面)に対して選択的にエッチング処理が施される。その結果、ウエハー201の表面にパッシベーション膜が形成されている場合、それを除去し、ボンディングワイヤー70を接続するための電極パッドを露出させることができる。
次いで、図3(g)に示すように、塗膜601a上にバックグラインドフィルム90を貼り付ける。バックグラインドフィルム90は、バックグラインド処理の際にウエハー201を支持し、ウエハー201に欠けや割れ等の不具合が発生するのを抑制する。
バックグラインド処理には、例えばバックグラインディングホイールと呼ばれる装置が用いられる。
次いで、ウエハー201にダイシング処理を施す。これにより、ウエハー201が複数の半導体チップ20に個片化される(切り分けられる)。
図4(L1)および図4(L2)は、それぞれ切り出された個片21および個片22をボンディング装置120のコレット121でピックアップする例を示す図である。
次に、接着層601を構成する感光性接着剤組成物(本発明の感光性接着剤組成物)について説明する。
感光性接着剤組成物は、(A)アルカリ可溶性樹脂と、(B)光酸発生剤と、(C)エポキシ化合物と、(D)フェノール化合物とを含む。
<(A)アルカリ可溶性樹脂>
(A)アルカリ可溶性樹脂は、接着層601の基材となる材料である。また、感光性接着剤組成物は、(A)アルカリ可溶性樹脂を含むことにより、接着層601の半導体チップ20に対する接着力(密着力)を高めることができる。そのため、接着層601によりは半導体チップ20同士をより強固に接着することができる。さらに、感光性接着剤組成物が(A)アルカリ可溶性樹脂を含むことにより、塗膜601aにアルカリ現像液に対する可溶性を付与することができる。このため、環境負荷が小さいアルカリ現像液を用いることができ、現像工程における環境負荷の低減を図ることができる。
なお、環状オレフィン系樹脂以外の(A)アルカリ可溶性樹脂も、環状オレフィン系樹脂で説明したのと同様の条件を満足するように合成することにより、上記と同様の効果が得られる。
(B)光酸発生剤は、エネルギー線照射による露光時の光反応で酸を生成し、露光部のアルカリ現像液に対する感光性接着剤組成物の溶解性を増加させることができるポジ型の光酸発生剤としての機能を有する。これにより、半導体装置の製造において、感光性接着剤組成物(塗膜601a)のうちの露光された部分である露光部において、現像後の溶け残りが生じることをより低減することができる。このため、現像時のパターンニング性を向上させることができる。なお、感光性接着剤組成物は、(B)光酸発生剤を含むことにより、半導体装置の製造において、エネルギー線照射によって後述する(C)エポキシ化合物による(A)アルカリ可溶性樹脂を架橋させる反応を促進することができるネガ型の光酸発生剤としての機能を有していてもよい。
(C)エポキシ化合物は、(A)アルカリ可溶性樹脂(特に、環状オレフィン系樹脂)を架橋する機能を有する。
感光性接着剤組成物は、(D)融点が50〜150℃であるフェノール化合物(以下、単に「(D)フェノール化合物」ということもある。)を含むことにより、例えば、塗膜601aを備えたウエハー201をエッチングする際や、接着層601を介して半導体チップ20同士を圧着する際に、接着層601と半導体チップ20との間に気泡が発生するのを抑制することができる。また、接着層601と半導体チップ20との間に気泡が発生した場合でも、その発生した気泡を除去することができる。このように接着層601と半導体チップ20との界面に気泡が取り残され難くなることで、接着層601の半導体チップ20に対する接着力を高めることができ、よって、半導体チップ20同士を強固に接着することができる。したがって、最終的に、信頼性の高いチップ積層体200を得ることができる。
次に、感光性接着剤組成物の物性(接着層601の物性)について詳細に説明する。
なお、硬化前の感光性接着剤組成物の弾性率も、硬化後の感光性接着剤組成物の弾性率と同様に測定することができる。
(実施例1)
[1](A)アルカリ可溶性樹脂(環状オレフィン系樹脂A−1)の合成
複数のガラス機器を用意し、これらを60℃、0.1トル(Torr)下で18時間乾燥した。その後、全てのガラス機器をグローブボックス内に備え付けた。
は水層と有機層に分離するため、上の層の水層を取り除き、有機層を60℃、15分間、メタノール/脱イオン水(=390g/2376g)溶液で3回洗浄した。そして、得られたポリマーをプロピレングリコールメチルエーテルアセタート中に希釈し、ポリマーの濃度が40%となるように溶媒置換した。このようにして、式(7)で示す、溶液状態のポリマー(環状オレフィン系樹脂A−1)を得た。
前記[1]にて得られた(A)アルカリ可溶性樹脂としての環状オレフィン系樹脂A−1(固形分として22.0質量部)と、(B)光酸発生剤としての光酸発生剤B−1(4.0質量部)と、(C)エポキシ化合物としてのエポキシ化合物C−1(5.0質量部)と、(D)フェノール化合物としてのフェノール化合物D−1(3.0質量部)と、酸化防止剤E−1(2.0質量部)と、酸化防止剤E−2(3.0質量部)と、溶媒(溶剤)としてのプロピレングリコールメチルエーテルアセタート(環状オレフィン系樹脂A−1の溶液に含まれているプロピレングリコールメチルエーテルアセタートも含めて61.0質量部)とを混合し、均一な感光性接着剤組成物を得た。
この実施例1の感光性接着剤組成物で用いた材料を以下に示す。
光酸発生剤B−1として、下記式(8)で表される化合物を用意した。
エポキシ化合物C−1として、下記式(9)で表される化合物を用意した。
フェノール化合物D−1として、下記式(10)で表される化合物(4−ヒドロキシ安息香酸ブチル)を用意した。
酸化防止剤E−1として、下記式(11)で表される化合物(4,4’−ジ(α,α−ジメチルベンジル)ジフェニルアミン)を用意した。
酸化防止剤E−2として、下記式(12)で表される化合物(2,6−ビス[(2−ヒドロキシ−5−メチルフェニル)メチル]−4−メチルフェノール)を用意した。
感光性接着剤組成物を構成する材料を表1および表2に示すように変更し、その各材料の含有量を表1および表2に示すように設定した以外は、実施例1と同様にして感光性接着剤組成物を得た。
なお、各実施例および各比較例の感光性接着剤組成物で用いた材料を以下に示す。
環状オレフィン系樹脂A−2((A)アルカリ可溶性樹脂)として、下記式(13)で表される化合物を用意した。
環状オレフィン系樹脂A−3((A)アルカリ可溶性樹脂)として、下記式(14)で表される化合物を用意した。
フェノール化合物D−2((D)フェノール化合物)として、下記式(15)で表される化合物(4−ヒドロキシ安息香酸ヘキシル)を用意した。
フェノール化合物D−3((D)フェノール化合物)として、下記式(16)で表される化合物(4−ヒドロキシ安息香酸メチル)を用意した。
フェノール化合物D−4((D)フェノール化合物)として、下記式(17)で表される化合物(2−ドデシルフェノール)を用意した。
フェノール化合物D−5((D)フェノール化合物)として、下記式(18)で表される化合物(1,8,9−トリヒドロキシアントラセン)を用意した。
フェノール化合物D−6((D)フェノール化合物)として、下記式(19)で表される化合物(2,2’−ジヒドロキシジフェニルメタン)を用意した。
フェノール化合物X−1((X)フェノール化合物)として、下記式(20)で表される化合物(4,4’−[(2−ヒドロキシフェニル)メチレン]ビス[2−シクロヘキシル−5−メチルフェノール])を用意した。
〈エポキシ化合物C−2〉
エポキシ化合物C−2として、下記式(21)で表される芳香族エポキシ化合物を用意した。
まず、各実施例および各比較例で使用した感光性接着剤組成物をシリコン製の半導体チップ上に塗布し、120℃、5分間のプリベークを行った。これにより、塗膜を得た。
次いで、塗膜を備える半導体チップに対し、エッチング処理およびアッシング処理を順次施した。エッチング処理は、フッ素化合物ガス(CF4)とアルゴンガス(Ar)と酸素ガス(O2)の混合ガスを用い、出力は2500W、時間は6分、CF4流量/Ar流量/O2流量は200sccm/200sccm/50sccmの条件で行った。また、アッシング処理は、O2とArの混合ガスを用い、出力は600W、時間は12分、O2流量は200sccmの条件で行った。
[4.1]接着性の評価
[4.1.1]現像時密着性の評価
まず、各実施例および各比較例で使用した感光性接着剤組成物をシリコン製の半導体チップ上に塗布し、120℃、5分間のプリベークを行った。これにより、厚さ10μmの塗膜を得た。
A :塗膜の全体が、半導体チップから剥がれなかった。
B :塗膜の30%未満が、半導体チップから剥がれた。
C :塗膜の30%以上50%未満が、半導体チップから剥がれた。
D :塗膜の50%以上が、半導体チップから剥がれた。
得られた評価用テストピースについて、Dage4000(デイジ・ジャパン株式会社製)を用い、半導体チップの横(側面)からシェアツールで、一方の半導体チップを水平方向に押し、チップ間の接合面が破断されたときのチップあたりのダイシェア強度を測定した。チップサイズは4mm×4mmであった。
そして、測定したダイシェア強度を、以下の評価基準に基づいて評価した。
A :ダイシェア強度が非常に高い。
B :ダイシェア強度が高い。
C :ダイシェア強度が低い。
D :ダイシェア強度が非常に低い。
まず、各実施例および各比較例で使用した感光性接着剤組成物をシリコン製の半導体チップ上に塗布し、120℃、5分間のプリベークを行った。これにより、塗膜を得た。
次いで、加熱処理後の塗膜が形成された半導体チップを、プロピレングリコール−1−モノメチルエーテル−2−アセタート中に浸漬し、20時間放置した。
A :塗膜の残渣が全く認められない。
B :塗膜の残渣がわずかに認められる。
C :塗膜の残渣が多く認められる。
D :塗膜がほとんど除去されていない。
まず、各実施例および各比較例で使用した感光性接着剤組成物をシリコン製の半導体チップ上に塗布し、120℃、5分間のプリベークを行った。これにより、厚さ10μmの塗膜を得た。
未露光部の残膜率=100×未露光部の現像後の膜厚/プリベーク後の膜厚
露光部の残膜率=100×露光部の現像後の膜厚/プリベーク後の膜厚
求めた露光量を表1に示す。
まず、[4.4]と同様にして、各実施例および各比較例について露光処理を施した塗膜を用意した。次いで、露光処理を施した塗膜に対して現像処理を行った後、150℃、40分間の加熱処理を行った。そして、以下のようにして定義される未露光部の残膜率を求めた。
求めた残膜率を表1に示す。
Claims (7)
- (A)下記式(5)で示されるアルカリ可溶性樹脂と、
(B)光酸発生剤と、
(C)下記式(9)で示されるエポキシ化合物と、
(D)融点が50〜150℃であり、アルキル鎖(−CH2−)nを含む置換基(ただし、nは1〜6)を有し、下記式(10)で示されるフェノール化合物、下記式(15)で示されるフェノール化合物、下記式(16)で示されるフェノール化合物、および、下記式(19)で示されるフェノール化合物のうちの少なくとも1種と、
(X)融点が151〜250℃であるフェノール化合物と、
を含むことを特徴とする感光性接着剤組成物。
- 前記(X)フェノール化合物は、複数のフェノール骨格を有するフェノール化合物を含む請求項1に記載の感光性接着剤組成物。
- 前記複数のフェノール骨格を有するフェノール化合物は、環状構造を含む置換基であって、少なくとも1つの前記フェノール骨格に結合した置換基を有する請求項2に記載の感光性接着剤組成物。
- 前記(D)フェノール化合物は、その水酸基当量が150〜250g/eqである請求項1ないし3のいずれか1項に記載の感光性接着剤組成物。
- 融点が異なる2種以上の前記(D)フェノール化合物を含む請求項1ないし4のいずれか1項に記載の感光性接着剤組成物。
- 積層型半導体素子を備える半導体装置であって、
前記積層型半導体素子は、複数の半導体素子と、前記半導体素子同士の間に設けられ、これらを接合する請求項1ないし5のいずれか1項に記載の感光性接着剤組成物の硬化物とを有することを特徴とする半導体装置。 - 半導体素子と、
被接合部材と、
前記半導体素子と前記被接合部材との間に設けられ、これらを接合する請求項1ないし5のいずれか1項に記載の感光性接着剤組成物の硬化物と、
を有することを特徴とする半導体装置。
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