JP5855459B2 - 回路部材の接続構造体 - Google Patents
回路部材の接続構造体 Download PDFInfo
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- JP5855459B2 JP5855459B2 JP2011525055A JP2011525055A JP5855459B2 JP 5855459 B2 JP5855459 B2 JP 5855459B2 JP 2011525055 A JP2011525055 A JP 2011525055A JP 2011525055 A JP2011525055 A JP 2011525055A JP 5855459 B2 JP5855459 B2 JP 5855459B2
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- acrylate
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- 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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- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6603—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6607—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
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Description
[式(A)中、R1及びR2はそれぞれ独立に水素原子またはメチル基を示し、R3はエチレン基、プロピレン基、ε−カプロラクトンの開環化合物から誘導される基、または下記一般式(B)で表される基を示し、R4は飽和脂肪族基または飽和脂環式基を示し、R5は下記一般式(B)で表される基を示し、aは1〜40の整数を示す。]
[式(B)中、R6及びR7はそれぞれ独立に炭素数2〜12の直鎖又は分岐鎖のアルキレン基を示し、bは1〜10の整数を示し、cは1〜25の整数を示す。なお、式中、R6同士、R7同士、b同士及びc同士はそれぞれ同一でも異なってもよい。]
[式(A)中、R1及びR2はそれぞれ独立に水素原子またはメチル基を示し、R3はエチレン基、プロピレン基、ε−カプロラクトンの開環化合物から誘導される基、または下記一般式(B)で表される基を示し、R4は飽和脂肪族基または飽和脂環式基を示し、R5は下記一般式(B)で表される基を示し、aは1〜40の整数を示す。]
[式(B)中、R6及びR7はそれぞれ独立に炭素数2〜12の直鎖又は分岐鎖のアルキレン基を示し、bは1〜10の整数を示し、cは1〜25の整数を示す。なお、式中、R6同士、R7同士、b同士及びc同士はそれぞれ同一でも異なってもよい。]
[式(A)中、R1及びR2はそれぞれ独立に水素原子またはメチル基を示し、R3はエチレン基、プロピレン基、ε−カプロラクトンの開環化合物から誘導される基、または下記一般式(B)で表される基を示し、R4は飽和脂肪族基または飽和脂環式基を示し、R5は下記一般式(B)で表される基を示し、aは1〜40の整数を示す。]
[式(B)中、R6及びR7はそれぞれ独立に炭素数2〜12の直鎖又は分岐鎖のアルキレン基を示し、bは1〜10の整数を示し、cは1〜25の整数を示す。なお、式中、R6同士、R7同士、b同士及びc同士はそれぞれ同一でも異なってもよい。]
[式(A)中、R1及びR2はそれぞれ独立に水素原子またはメチル基を示し、R3はエチレン基、プロピレン基、ε−カプロラクトンの開環化合物から誘導される基、または下記一般式(B)で表される基を示し、R4は飽和脂肪族基または飽和脂環式基を示し、R5は下記一般式(B)で表される基を示し、aは1〜40の整数を示す。]
[式(B)中、R6及びR7はそれぞれ独立に炭素数2〜12の直鎖又は分岐鎖のアルキレン基を示し、bは1〜10の整数を示し、cは1〜25の整数を示す。なお、式中、R6同士、R7同士、b同士及びc同士はそれぞれ同一でも異なってもよい。]
[式(A)中、R1及びR2はそれぞれ独立に水素原子またはメチル基を示し、R3はエチレン基、プロピレン基、ε−カプロラクトンの開環化合物から誘導される基、または下記一般式(B)で表される基を示し、R4は飽和脂肪族基または飽和脂環式基を示し、R5は下記一般式(B)で表される基を示し、aは1〜40の整数を示す。]
(フェノキシ樹脂の調整)
フェノキシ樹脂(東都化成株式会社製、YP−50(商品名))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。
ポリエステルウレタン樹脂(東洋紡株式会社製、UR−1400(商品名))は、樹脂分30質量%のメチルエチルケトンとトルエンの1:1混合溶媒溶解品を用いた。
攪拌機、温度計、塩化カルシウム乾燥管を備えた還流冷却管、窒素ガス導入管を備えた反応容器に、重量平均分子量2000のポリブチレンアジペートジオール450質量部、重量平均分子量2000のポリオキシテトラメチレングリコール450質量部、及び、1,4−ブチレングリコール100質量部をメチルエチルケトン4000質量部中で均一に混合し、ジフェニルメタンジイソシアネート390質量部を加えて70℃にて反応させて、重量平均分子量35万のウレタン樹脂を得た。
(ウレタンアクリレート(L−1600S)の準備)
重量平均分子量が15000、臨界表面張力が15mN/mのウレタンアクリレート(三井ポリウレタン株式会社製、L−1600S(商品名))を準備した。また、L−1600Sはエーテル系ジオールを用いているものであり、上記一般式(A)を満たさないものである。
攪拌機、温度計、塩化カルシウム乾燥管を備えた還流冷却管、窒素ガス導入管を備えた反応容器に、数平均分子量2000のポリ(3−メチルペンタンアジペート)ジオール(脂肪族ポリエステルジオール、株式会社クラレ社製、クラポールP−2010(商品名))2000質量部(1.00モル)、ジブチルスズジラウレート(Aldrich株式会社製)5.53質量部を投入した。充分に窒素ガスを導入した後、70〜75℃に加熱し、ジシクロヘキシルメタン4,4’−ジイソシアナート(脂肪族ジイソシアネート、エボニックデグサ社製、VESTANAT H12DMI(商品名))787質量部(3.00モル)を3時間で均一に滴下し、反応させた。滴下完了後約10時間反応を継続した。これに2−ヒドロキシエチルアクリレート(Aldrich株式会社製)238質量部(2.05モル)、ハイドロキノンモノメチルエーテル(Aldrich株式会社製)0.53質量部を投入し、さらに10時間反応させ、IR測定によりイソシアネートが消失したことを確認して反応を終了し、ウレタンアクリレートを得た。得られたウレタンアクリレート(PE−UA1)の臨界表面張力は30mN/m、重量平均分子量は15300であった。また、PE−UA1はポリエステルジオールを用いているものであり、上記一般式(A)を満たすものである。
攪拌機、温度計、塩化カルシウム乾燥管を備えた還流冷却管、窒素ガス導入管を備えた反応容器に、数平均分子量2000のポリカプロラクトンジオール(脂肪族ポリエステルジオール、商品名:プラクセル220EB、ダイセル化学工業株式会社製)2000質量部(1.00モル)、ジブチルスズジラウレート(Aldrich株式会社製)5.53質量部を投入した。充分に窒素ガスを導入した後、70〜75℃に加熱し、イソフォロンジイソシアネート(脂肪族ジイソシアネート、Aldrich株式会社製)666質量部(3.00モル)を3時間で均一に滴下し、反応させた。滴下完了後約10時間反応を継続した。これに2−ヒドロキシエチルアクリレート(Aldrich株式会社製)238質量部(2.05モル)、ハイドロキノンモノメチルエーテル(Aldrich株式会社製)0.53質量部を投入し、さらに10時間反応させ、IR測定によりイソシアネートが消失したことを確認して反応を終了し、ウレタンアクリレートを得た。得られたウレタンアクリレート(PE−UA2)の臨界表面張力は25mN/m、重量平均分子量は13500であった。また、PE−UA2はポリエステルジオールを用いているものであり、上記一般式(A)を満たすものである。
攪拌機、温度計、塩化カルシウム乾燥管を備えた還流冷却管、窒素ガス導入管を備えた反応容器に、2−ヒドロキシエチルアクリレート(Aldrich株式会社製)238質量部(2.05モル)、ハイドロキノンモノメチルエーテル(Aldrich株式会社製)0.53質量部、数平均分子量1000のポリカプロラクトンジオール(脂肪族ポリエステルジオール、商品名:プラクセル210N、ダイセル化学工業株式会社製)2000質量部(2.00モル)、ジブチルスズジラウレート(Aldrich株式会社製)5.53質量部を投入した。充分に窒素ガスを導入した後、70〜75℃に加熱し、イソフォロンジイソシアネート(脂肪族ジイソシアネート、Aldrich株式会社製)666質量部(3.00モル)を3時間で均一に滴下し、反応させた。滴下完了後約10時間反応を継続し、IR測定によりイソシアネートが消失したことを確認して反応を終了し、ウレタンアクリレートを得た。得られたウレタンアクリレート(PE−UA3)の臨界表面張力は28mN/m、重量平均分子量は14500であった。また、PE−UA3はポリエステルジオールを用いているものであり、上記一般式(A)を満たすものである。
攪拌機、温度計、塩化カルシウム乾燥管を備えた還流冷却管、窒素ガス導入管を備えた反応容器に、3−メチル−1,5−ペンタンジオール1650質量部(14モル)とイソフタル酸1660質量部(10モル)を仕込み、常圧下、充分に窒素ガスを導入した後、約170℃で生成する水を系外に留去しながらエステル化反応を行った。ポリエステルの酸価が0.3mgKOH/g以下になった時点で真空ポンプにより徐々に真空度を上げ、反応を完結させた。このようにして得られた芳香族ポリエステルジオール(ED−1)は数平均分子量2000を有していた。
攪拌機、温度計、塩化カルシウム乾燥管を備えた還流冷却管、窒素ガス導入管を備えた反応容器に、数平均分子量2000のポリ(1,6−ヘキサンジオールカーボネート)ジオール(脂肪族ポリカーボネートジオール、旭化成ケミカルズ株式会社製、PCDL T5652(商品名))4000質量部(2.00モル)、ジブチルスズジラウレート(Aldrich株式会社製)5.53質量部を投入した。充分に窒素ガスを導入した後、70〜75℃に加熱し、イソフォロンジイソシアネート(脂肪族ジイソシアネート、Aldrich株式会社製)666質量部(3.00モル)を3時間で均一に滴下し、反応させた。滴下完了後約15時間反応を継続した。これに2−ヒドロキシエチルアクリレート(Aldrich株式会社製)238質量部(2.05モル)、ハイドロキノンモノメチルエーテル(Aldrich株式会社製)0.53質量部を投入し、さらに10時間反応させ、IR測定によりイソシアネートが消失したことを確認して反応を終了し、ウレタンアクリレートを得た。得られたウレタンアクリレート(PE−UA5)の臨界表面張力は21mN/m、重量平均分子量は30000であった。また、PE−UA5はポリカーボネートジオールを用いているものであり、上記一般式(A)を満たさないものである。
イソシアヌル酸変性2官能アクリレート(東亞合成株式会社製、M−215(商品名)を準備した。
2−(メタ)アクリロイロキシエチルホスフェート(商品名:ライトエステルP−2M、共栄社化学株式会社製)を準備した。
ラジカル重合開始剤としてジベンゾイルパーオキサイド(商品名:ナイパーBW、日油株式会社製)を準備した。
(導電性粒子の作製)
ポリスチレンを核とする粒子の表面に、厚み0.2μmのニッケル層を設け、このニッケル層の外側に、厚み0.02μmの金層を設け、平均粒径10μm、比重2.5の導電性粒子を作製した。
固形質量比で表2に示すように熱可塑性樹脂、ラジカル重合性化合物及びラジカル重合開始剤を配合し、さらに導電性粒子を1.5体積%配合分散させ、接着剤組成物を得た。得られた接着剤組成物を、塗工装置を用いて厚み80μmのフッ素樹脂フィルム上に塗布し、70℃、10分の熱風乾燥によって接着剤層の厚みが20μmのフィルム状接着剤組成物を得た。
実施例1〜10及び比較例1〜5のフィルム状接着剤組成物を、ポリイミドフィルム(Tg350℃)上にライン幅150μm、ピッチ300μm、厚み8μmの銅回路を80本有するフレキシブル回路板(FPC)と、厚み5μmのAgペーストの薄層を形成したPET基板(厚み0.1mm)との間に介在させた。また、実施例1〜10及び比較例1〜5のフィルム状接着剤組成物を、ポリイミドフィルム上にライン幅150μm、ピッチ300μm、厚み18μmの銅回路を80本有するFPCと、PET(厚み0.1mm)フィルム上にライン幅150μm、ピッチ300μm、厚み10μmのAgペースト回路を形成した基板との間に介在させた。これらを、それぞれ熱圧着装置(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)を用いて、150℃、2MPaで10秒間加熱加圧して幅2mmにわたり接続し、接続体を作製した。これらの接続体の隣接回路間の抵抗値を、接着直後と、85℃、85%RHの高温高湿槽中に240時間保持した後(試験後)にマルチメータで測定した。抵抗値は隣接回路間の抵抗37点の平均で示した。
また、実施例3、4及び7並びに比較例3及び4のフィルム状接着剤組成物を、ポリイミドフィルム上にライン幅150μm、ピッチ300μm、厚み8μmの銅回路を80本有するフレキシブル回路板(FPC)と、PETフィルム(厚み0.1mm、Tg120℃)、PCフィルム(厚み0.1mm、Tg150℃)及びPENフィルム(厚み0.1mm、Tg160℃)との間にそれぞれ介在させた。これらを、それぞれ熱圧着装置(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)を用いて、150℃、2MPaで10秒間加熱加圧して幅2mmにわたり圧着し、接続体を作製した。
参考例として、実施例3、4、6及び7並びに比較例1及び3のフィルム状接着剤組成物を、ポリイミドフィルム上にライン幅25μm、ピッチ50μm、厚み8μmの銅回路を500本有するフレキシブル回路板(FPC)と、0.2μmのITOの薄層を形成したガラス(厚み1.1mm、表面抵抗20Ω/□)との間に介在させた。これを、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)を用いて、150℃、2MPaで10秒間加熱加圧して幅2mmにわたり接続し、接続体を作製した。この接続体の隣接回路間の抵抗値を、接着直後と、85℃、85%RHの高温高湿槽中に240時間保持した後(試験後)にマルチメータで測定した。抵抗値は隣接回路間の抵抗37点の平均で示した。
Claims (6)
- 主面上に第一の接続端子を有する第一の回路部材と、主面上に第二の接続端子を有する第二の回路部材と、接続部材と、を備える回路部材の接続構造体であって、
前記第一の接続端子及び前記第二の接続端子が対向するように、前記第一の回路部材及び前記第二の回路部材が前記接続部材を介して配置されるとともに、前記第一の接続端子及び前記第二の接続端子が電気的に接続されており、
前記接続部材は、(a)熱可塑性樹脂、(b)ラジカル重合性化合物及び(c)ラジカル重合開始剤を含有し、前記(b)ラジカル重合性化合物が下記一般式(A)で表されるウレタン(メタ)アクリレートを含む接着剤組成物の硬化物であり、
前記第一の回路部材又は前記第二の回路部材のうち一方の回路部材が、ポリエチレンテレフタレート、ポリカーボネート及びポリエチレンナフタレートからなる群より選ばれる少なくとも1種を含有する基材から構成され、前記第一の回路部材又は第二の回路部材のうちもう一方の回路部材が、ポリイミド樹脂及びポリエチレンテレフタレートからなる群より選ばれる少なくとも1種を含有する基材から構成されている、回路部材の接続構造体。
- 前記ウレタン(メタ)アクリレートが、脂肪族ポリエステルジオールを用いて得たものである、請求項1に記載の接続構造体。
- 前記ウレタン(メタ)アクリレートの重量平均分子量が8000以上25000未満である、請求項1又は2に記載の接続構造体。
- 前記(b)ラジカル重合性化合物が、リン酸基を有するビニル化合物と、前記リン酸基を有するビニル化合物以外のラジカル重合性化合物と、をそれぞれ1種以上含有する、請求項1〜3のいずれか一項に記載の接続構造体。
- 前記(a)熱可塑性樹脂が、フェノキシ樹脂、ポリウレタン樹脂、ポリエステルウレタン樹脂、ブチラール樹脂、アクリル樹脂及びポリイミド樹脂からなる群より選ばれる少なくとも1種を含有する、請求項1〜4のいずれか一項に記載の接続構造体。
- (d)導電性粒子をさらに含有する、請求項1〜5のいずれか一項に記載の接続構造体。
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JP6176910B2 (ja) * | 2012-09-24 | 2017-08-09 | デクセリアルズ株式会社 | 接続構造体の製造方法 |
JP2015135878A (ja) * | 2014-01-16 | 2015-07-27 | デクセリアルズ株式会社 | 接続体、接続体の製造方法、接続方法、異方性導電接着剤 |
JP6645730B2 (ja) * | 2014-01-28 | 2020-02-14 | デクセリアルズ株式会社 | 接続体及び接続体の製造方法 |
JP6330346B2 (ja) * | 2014-01-29 | 2018-05-30 | 日立化成株式会社 | 接着剤組成物、接着剤組成物を用いた電子部材、及び半導体装置の製造方法 |
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CN106852014A (zh) * | 2017-02-07 | 2017-06-13 | 广东小天才科技有限公司 | 一种新型粘接结构及粘接方法 |
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