JP2010007083A - 回路接続材料、フィルム状回路接続材、及び回路部材の接続構造 - Google Patents
回路接続材料、フィルム状回路接続材、及び回路部材の接続構造 Download PDFInfo
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- JP2010007083A JP2010007083A JP2009212171A JP2009212171A JP2010007083A JP 2010007083 A JP2010007083 A JP 2010007083A JP 2009212171 A JP2009212171 A JP 2009212171A JP 2009212171 A JP2009212171 A JP 2009212171A JP 2010007083 A JP2010007083 A JP 2010007083A
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Classifications
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- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05K—PRINTED CIRCUITS; CASINGS OR CONSTRUCTIONAL DETAILS OF ELECTRIC APPARATUS; MANUFACTURE OF ASSEMBLAGES OF ELECTRICAL COMPONENTS
- H05K3/00—Apparatus or processes for manufacturing printed circuits
- H05K3/30—Assembling printed circuits with electric components, e.g. with resistor
- H05K3/32—Assembling printed circuits with electric components, e.g. with resistor electrically connecting electric components or wires to printed circuits
- H05K3/321—Assembling printed circuits with electric components, e.g. with resistor electrically connecting electric components or wires to printed circuits by conductive adhesives
- H05K3/323—Assembling printed circuits with electric components, e.g. with resistor electrically connecting electric components or wires to printed circuits by conductive adhesives by applying an anisotropic conductive adhesive layer over an array of pads
-
- 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
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
- C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
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- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B1/00—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
- H01B1/20—Conductive material dispersed in non-conductive organic material
- H01B1/22—Conductive material dispersed in non-conductive organic material the conductive material comprising metals or alloys
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- H01L24/01—Means for bonding being attached to, or being formed on, the surface to be connected, e.g. chip-to-package, die-attach, "first-level" interconnects; Manufacturing methods related thereto
- H01L24/26—Layer connectors, e.g. plate connectors, solder or adhesive layers; Manufacturing methods related thereto
- H01L24/28—Structure, shape, material or disposition of the layer connectors prior to the connecting process
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- H01L24/26—Layer connectors, e.g. plate connectors, solder or adhesive layers; Manufacturing methods related thereto
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- 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
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- H01L2224/28—Structure, shape, material or disposition of the layer connectors prior to the connecting process
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Abstract
本発明は、低温で十分迅速に硬化処理を行うことができ、且つ硬化処理を行う際のプロセスマージンが広く、十分に安定した接着強度が得られる回路接続材料、及び回路部材の接続構造を提供することを目的とする。
【解決手段】
対向する回路電極同士を電気的に接続するための回路接続材料であって、
前記回路接続材料が、熱可塑性樹脂と、ラジカル重合性化合物と、1分間半減期温度が90〜175℃であるパーオキシエステル誘導体と、所定のアミン化合物と、を含有する接着剤組成物を含有する回路接続材料。
【選択図】なし
Description
[式(1)中、R1及びR2は、それぞれ独立に水素原子、水酸基、又は1価の有機基を示し、X1、X2、X3及びX4は、それぞれ独立に水素原子又は炭素数1〜5のアルキル基を示す。]
で表されるアミン化合物と、を含有する接着剤組成物を含有する回路接続材料(ここで、「1分間半減期温度」とは、半減期が1分となる温度をいい、「半減期」とは、化合物の濃度が初期値の半分に減少するまでの時間をいう。)。
[2] 前記R1が、水素原子、水酸基、炭素数1〜10のアルキル基、アリール基、炭素数2〜20のアルコキシ基、又は下記一般式(2):
[式(2)中、R3は水素原子又は炭素数1〜5のアルキル基を示し、R4は炭素数1〜5のエステル基、ベンジルエステル基、カルボキシル基、又はアリール基を示し、R5は水素原子、炭素数1〜20のアルキル基、炭素数1〜20のアルコキシ基、フェノキシ基、アリール基、炭素数1〜20のカルボニルオキシ基、フェニルカルボニルオキシ基、ビニル基、炭素数1〜5のアルキル基で置換されたフェノキシ基、炭素数1〜5のアルキル基で置換されたアリール基、又は炭素数1〜5のアルキル基で置換されたフェニルカルボニルオキシ基を示し、nは1〜20の整数を示す。]
で表される1価の有機基、である、[1]記載の回路接続材料。
[3] 前記アミン化合物が、N,N’−ビス(3−アミノプロピル)エチレンジアミン、2,4−ビス[N−ブチル−N−(1,2,2,6,6−ペンタメチル−4−ピペリジル)アミノ]−6−クロロ−1,3,5−トリアジンの縮合物、ポリ[{6−(1,1,3,3−テトラメチルブチル)アミノ−1,3,5−トリアジン−2,4−ジイル}{(2,2,6,6−テトラメチル−4−ピペリジル)イミノ}ヘキサメチレン{(2,2,6,6−テトラメチル−4−ピペリジル)イミノ}]、下記化学式(3):
で表される化合物、下記化学式(4):
で表される化合物、下記化学式(5):
で表される化合物、下記化学式(6):
で表される化合物、下記化学式(7):
で表される化合物、下記化学式(8):
で表される化合物、下記化学式(9):
で表される化合物、下記化学式(10):
で表される化合物、下記化学式(11):
[式(11)中、R10は下記式(12a):
又は下記式(12b):
で表される基を示す。]
で表される化合物、下記化学式(13):
[式(13)中、mは正の整数を示す。]
で表される化合物、下記化学式(14):
で表される化合物、下記化学式(15):
で表される化合物、下記化学式(16):
で表される化合物、及び、側鎖に前記一般式(1)で表される置換基が導入されたポリマーからなる群から選択される少なくとも一種を含む[1]記載の接着剤組成物。
[4] 前記ラジカル重合性化合物が分子内に2つ以上の(メタ)アクリロイル基を有する、[1]〜[3]のいずれかに記載の回路接続材料。
[5] 前記ラジカル重合開始剤は、分子量が180〜1000であるパーオキシエステル誘導体である、[1]〜[4]のいずれかに記載の回路接続材料。
[6] 前記熱可塑性樹脂100質量部に対して、前記ラジカル重合性化合物を50〜250質量部含有し、前記パーオキシエステル誘導体を0.05〜30質量部含有し、且つ前記アミン化合物を0.001〜30質量部含有する、[1]〜[5]のいずれかに記載の回路接続材料。
[7] 更に導電性粒子を含有することを特徴とする[1]〜[6]のいずれかに記載の回路接続材料。
[8] 前記熱可塑性樹脂100質量部に対して、前記導電性粒子を0.5〜30質量部含有する、[7]記載の回路接続材料。
[9] [1]〜[8]のいずれかに記載の回路接続材料をフィルム状に形成してなる、フィルム状回路接続材。
[10] 第1の回路基板の主面上に第1の回路電極が形成された第1の回路部材と、第2の回路基板の主面上に第2の回路電極が形成された第2の回路部材と、前記第1の回路基板の主面と前記第2の回路基板の主面との間に設けられ、前記第1の回路電極と前記第2の回路電極とを対向配置させた状態で電気的に接続する回路接続部材と、を備える回路部材の接続構造であって、前記回路接続部材は、[1]〜[8]のいずれかに記載の回路接続材料の硬化物である、回路部材の接続構造。
本発明の回路接続材料に含まれる接着剤組成物は、熱可塑性樹脂と、ラジカル重合性化合物と、1分間半減期温度が90〜175℃であるパーオキシエステル誘導体と、下記一般式(1):
[式(1)中、R1及びR2は、それぞれ独立に水素原子、水酸基、又は1価の有機基を示し、X1、X2、X3及びX4は、それぞれ独立に水素原子又は炭素数1〜5のアルキル基を示す。]
で表されるアミン化合物と、を含有するものである。このような接着剤組成物によれば、低温で十分迅速に硬化処理を行うことができ、且つ硬化処理を行う際のプロセスマージンが広く、十分に安定した接着強度が得られる。
本発明において用いるアミン化合物は、下記一般式(A)で表される2価の有機基を有するアミン化合物であることが好ましい。
式(A)中、X1、X2、X3及びX4は、それぞれ独立に水素原子又は炭素数1〜5のアルキル基を示す。ここで、アルキル基は、直鎖状のアルキル基のみならず、枝分かれしたものや環状のものも含む。
式(1)中、R1及びR2は、それぞれ独立に水素原子、水酸基、又は1価の有機基を示し、X1、X2、X3及びX4は、それぞれ独立に水素原子又は炭素数1〜5のアルキル基を示す。また、有機基とは、炭素を含有する置換基をいい、この置換基のその他の構造は特に限定されない。R2として用いることができる1価の有機基としては、炭素数1〜10のアルキル基、アリール基、炭素数2〜20のアルコキシ基、エーテル基、又はエステル基等が好ましい。また、炭素数1〜10のアルキル基としては、例えばメチル基が挙げられ、炭素数2〜20のアルコキシ基としては、例えばオクトキシ基が挙げられる。なお、上記エステル基は、R2が水酸基である場合に、メタクリル酸、2−メチルヘキサン酸等のモノカルボン酸、セバシン酸等のジカルボン酸、テトラカルボン酸等とのエステル反応によって得ることができる。
式(11)中、R10は下記式(12a)又は(12b)で表される基を示す。
式(13)中、mは正の整数を示す。
本発明に係る熱可塑性樹脂は、接着する対象物(以下、単に「被着体」という。)同士の接着を強固なものにするために用いられる。
本発明に係るラジカル重合性化合物とは、何らかのエネルギーが付与されることによってラジカルが発生し、そのラジカルが連鎖反応によって重合してポリマーを形成する性能を有する化合物をいう。このラジカル重合反応は一般にカチオン重合やアニオン重合よりも迅速に反応が進行する。よって、ラジカル重合性化合物を用いる本発明においては、比較的短時間での重合が可能となる。
本発明の接着剤組成物はラジカル重合開始剤を含む。ラジカル重合性化合物は、一旦ラジカル重合反応を開始すると、連鎖反応が進行し、強固な硬化が可能となるが、最初にラジカルを発生させることが比較的困難であるため、ラジカルを比較的容易に生成可能なラジカル重合開始剤を含有させる。
式(22)中、R6、R7及びR8はそれぞれ独立に水素原子、炭素数1〜5のアルキル基、炭素数1〜5のアルコキシ基、炭素数1〜5のアルコキシカルボニル基、又はアリール基を示し、R9は水素原子、又はメチル基を示し、pは1〜10の整数を示す。
次に、本発明の回路部材の接続構造の好適な実施形態について説明する。図1は、本発明の回路部材の接続構造の一実施形態を示す概略断面図である。図1に示すように、本実施形態の回路部材の接続構造1は、相互に対向する第1の回路部材20及び第2の回路部材30を備えており、第1の回路部材20と第2の回路部材30との間には、これらを電気的に接続する回路接続部材10が設けられている。第1の回路部材20は、第1の回路基板21と、回路基板21の主面21a上に形成される第1の回路電極22とを備えている。なお、回路基板21の主面21a上には、場合により絶縁層(図示せず)が形成されていてもよい。
次に、本発明の半導体装置の実施形態について説明する。図2は、本発明の半導体装置の一実施形態を示す概略断面図である。図2に示すように、本実施形態の半導体装置2は、半導体素子50と、半導体の支持部材となる基板60とを備えており、半導体素子50及び基板60の間には、これらを電気的に接続する半導体素子接続部材40が設けられている。また、半導体素子接続部材40は基板60の主面60a上に積層され、半導体素子50は更にその半導体素子接続部材40上に積層されている。
ポリスチレン粒子の表面に、厚さ0.2μmになるようにニッケル層を設け、更にこのニッケル層の外側に、厚さ0.02μmになるように金層を設け、平均粒径4μm、比重2.5の導電性粒子を作製した。
フェノキシ樹脂(熱可塑性樹脂、平均分子量45000、ユニオンカーバイト社製、商品名:PKHC)50質量部を、メチルエチルケトン75質量部に溶解して、固形分40質量%の溶液とした。
ビス(1,2,2,6,6−ペンタメチル−4−ピペリジル)セバケートの代わりにビス(2,2,6,6−テトラメチル−4−ピペリジル)セバケートを1質量部配合した以外は実施例1と同様にして、フィルム状回路接続材Bを得た。
ラジカル重合開始剤としてt−ヘキシルパーオキシ−2−エチルヘキサノエートの代わりにジイソプロピルパーオキシカーボネート(ラジカル重合開始剤、1分間半減期温度88.3℃、日本油脂社製、商品名:パーロイルIPP)を3質量部配合した以外は実施例1と同様にして、フィルム状回路接続材Cを得た。
ビス(1,2,2,6,6−ペンタメチル−4−ピペリジル)セバケートを用いない以外は実施例1と同様にして、フィルム状回路接続材Dを得た。
フェノキシ樹脂(熱可塑性樹脂、平均分子量45000、ユニオンカーバイト社製、商品名:PKHC)40質量部を、メチルエチルケトン60質量部に溶解して、固形分40質量%の溶液とした。
2,2,6,6−テトラメチルピペリジン−1−オキシルの代わりに4−ヒドロキシ−2,2,6,6−テトラメチルピペリジン−1−オキシルを0.5質量部配合したこと以外は参考例4と同様にして、フィルム状回路接続材Fを得た。
2,2,6,6−テトラメチルピペリジン−1−オキシルを用いないこと以外は参考例4と同様にして、フィルム状回路接続材Gを得た。
〔接着強度の測定〕
上記製法によって得られたフィルム状回路接続材A〜Dの接着強度をJIS−Z0237に準じて90度剥離法で測定し、加熱温度150℃、160℃、170℃での接着強度のばらつきを評価した。ここで、接着強度の測定装置はテンシロンUTM−4(剥離速度50mm/min、25℃、東洋ボールドウィン社製)を使用した。得られた結果を表1に示す。
上記製法によって得られたフィルム状回路接続材A〜Dを用いて、ライン幅25μm、ピッチ50μm、厚さ18μmの銅回路配線を500本有するフレキシブル回路板(FPC)と、0.2μmの酸化インジウム錫(ITO)の薄層を形成したガラス(厚さ1.1mm、表面抵抗20Ω/□)とを、熱圧着装置(加熱方式:コンスタントヒート型、東レエンジニアリング社製)により幅2mmにわたり電気的に接続した。この際の加熱加圧の条件は、加熱温度を150℃、160℃、170℃、加圧圧力を3MPa、加熱加圧時間を15秒間とした。この電気的に接続した回路間の接続抵抗を、接着直後、及び85℃、85%RHの高温高湿槽中に120時間保持した後にマルチメータを用いて測定した。抵抗値は隣接する回路間の抵抗150点の平均(x+3σ)で示した。得られた結果を表1に示す。
実施例1及び参考例4で得られたフィルム状回路接続材A及びEを、真空包装材に収容し、40℃で3日間放置した後、FPC及びITOを上述の加熱圧着装置により160℃、3MPa、10秒間の条件下で加熱圧着を行いフィルムを得た。得られたフィルムについて評価方法1及び2に準じて接着強度と接続抵抗を測定した。その結果を表3に示す。
Claims (10)
- 対向する回路電極同士を電気的に接続するための回路接続材料であって、
前記回路接続材料が、熱可塑性樹脂と、ラジカル重合性化合物と、1分間半減期温度が90〜175℃であるパーオキシエステル誘導体と、下記一般式(1):
[式(1)中、R1及びR2は、それぞれ独立に水素原子、水酸基、又は1価の有機基を示し、X1、X2、X3及びX4は、それぞれ独立に水素原子又は炭素数1〜5のアルキル基を示す。]
で表されるアミン化合物と、を含有する接着剤組成物を含有する回路接続材料。 - 前記R1が、水素原子、水酸基、炭素数1〜10のアルキル基、アリール基、炭素数2〜20のアルコキシ基、又は下記一般式(2):
[式(2)中、R3は水素原子又は炭素数1〜5のアルキル基を示し、R4は炭素数1〜5のエステル基、ベンジルエステル基、カルボキシル基、又はアリール基を示し、R5は水素原子、炭素数1〜20のアルキル基、炭素数1〜20のアルコキシ基、フェノキシ基、アリール基、炭素数1〜20のカルボニルオキシ基、フェニルカルボニルオキシ基、ビニル基、炭素数1〜5のアルキル基で置換されたフェノキシ基、炭素数1〜5のアルキル基で置換されたアリール基、又は炭素数1〜5のアルキル基で置換されたフェニルカルボニルオキシ基を示し、nは1〜20の整数を示す。]
で表される1価の有機基、である、請求項1記載の回路接続材料。 - 前記アミン化合物が、N,N’−ビス(3−アミノプロピル)エチレンジアミン、2,4−ビス[N−ブチル−N−(1,2,2,6,6−ペンタメチル−4−ピペリジル)アミノ]−6−クロロ−1,3,5−トリアジンの縮合物、ポリ[{6−(1,1,3,3−テトラメチルブチル)アミノ−1,3,5−トリアジン−2,4−ジイル}{(2,2,6,6−テトラメチル−4−ピペリジル)イミノ}ヘキサメチレン{(2,2,6,6−テトラメチル−4−ピペリジル)イミノ}]、下記化学式(3):
で表される化合物、下記化学式(4):
で表される化合物、下記化学式(5):
で表される化合物、下記化学式(6):
で表される化合物、下記化学式(7):
で表される化合物、下記化学式(8):
で表される化合物、下記化学式(9):
で表される化合物、下記化学式(10):
で表される化合物、下記化学式(11):
[式(11)中、R10は下記式(12a):
又は下記式(12b):
で表される基を示す。]
で表される化合物、下記化学式(13):
[式(13)中、mは正の整数を示す。]
で表される化合物、下記化学式(14):
で表される化合物、下記化学式(15):
で表される化合物、下記化学式(16):
で表される化合物、及び、側鎖に前記一般式(1)で表される置換基が導入されたポリマーからなる群から選択される少なくとも一種を含む請求項1記載の接着剤組成物。 - 前記ラジカル重合性化合物が分子内に2つ以上の(メタ)アクリロイル基を有する、請求項1〜3のいずれか一項に記載の回路接続材料。
- 前記ラジカル重合開始剤は、分子量が180〜1000であるパーオキシエステル誘導体である、請求項1〜4のいずれか一項に記載の回路接続材料。
- 前記熱可塑性樹脂100質量部に対して、前記ラジカル重合性化合物を50〜250質量部含有し、前記パーオキシエステル誘導体を0.05〜30質量部含有し、且つ前記アミン化合物を0.001〜30質量部含有する、請求項1〜5のいずれか一項に記載の回路接続材料。
- 更に導電性粒子を含有することを特徴とする請求項1〜6のいずれか一項に記載の回路接続材料。
- 前記熱可塑性樹脂100質量部に対して、前記導電性粒子を0.5〜30質量部含有する、請求項7記載の回路接続材料。
- 請求項1〜8のいずれか一項に記載の回路接続材料をフィルム状に形成してなる、フィルム状回路接続材。
- 第1の回路基板の主面上に第1の回路電極が形成された第1の回路部材と、
第2の回路基板の主面上に第2の回路電極が形成された第2の回路部材と、
前記第1の回路基板の主面と前記第2の回路基板の主面との間に設けられ、前記第1の回路電極と前記第2の回路電極とを対向配置させた状態で電気的に接続する回路接続部材と、
を備える回路部材の接続構造であって、
前記回路接続部材は、請求項1〜8のいずれか一項に記載の回路接続材料の硬化物である、回路部材の接続構造。
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
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US8138268B2 (en) | 2004-06-09 | 2012-03-20 | Hitachi Chemical Company, Ltd. | Adhesive composition, circuit connecting material, connecting structure for circuit member, and semiconductor device |
US8309658B2 (en) | 2004-06-09 | 2012-11-13 | Hitachi Chemical Company, Ltd. | Adhesive composition, circuit connecting material, connecting structure for circuit member, and semiconductor device |
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KR20100009560A (ko) | 2010-01-27 |
JP4466650B2 (ja) | 2010-05-26 |
CN101831246A (zh) | 2010-09-15 |
CN1965044B (zh) | 2010-11-03 |
JP2010013661A (ja) | 2010-01-21 |
EP1754762A4 (en) | 2009-07-22 |
US20110176288A1 (en) | 2011-07-21 |
CN101831248B (zh) | 2011-08-24 |
CN101831247A (zh) | 2010-09-15 |
JPWO2005121266A1 (ja) | 2008-04-10 |
EP2246400A1 (en) | 2010-11-03 |
TWI333217B (en) | 2010-11-11 |
TWI332973B (en) | 2010-11-11 |
CN101831247B (zh) | 2012-06-06 |
TW200615355A (en) | 2006-05-16 |
KR101039978B1 (ko) | 2011-06-13 |
US20120063109A1 (en) | 2012-03-15 |
KR20100009561A (ko) | 2010-01-27 |
EP1754762A1 (en) | 2007-02-21 |
TW201023208A (en) | 2010-06-16 |
JP4535202B2 (ja) | 2010-09-01 |
US8309658B2 (en) | 2012-11-13 |
CN101831248A (zh) | 2010-09-15 |
US8138268B2 (en) | 2012-03-20 |
CN101831246B (zh) | 2012-07-04 |
WO2005121266A1 (ja) | 2005-12-22 |
TWI332975B (en) | 2010-11-11 |
KR20100016127A (ko) | 2010-02-12 |
TW201018717A (en) | 2010-05-16 |
KR101013260B1 (ko) | 2011-02-09 |
TW201020305A (en) | 2010-06-01 |
CN1965044A (zh) | 2007-05-16 |
KR20100009562A (ko) | 2010-01-27 |
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