JP2019529619A - 接着剤組成物 - Google Patents
接着剤組成物 Download PDFInfo
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- JP2019529619A JP2019529619A JP2019512764A JP2019512764A JP2019529619A JP 2019529619 A JP2019529619 A JP 2019529619A JP 2019512764 A JP2019512764 A JP 2019512764A JP 2019512764 A JP2019512764 A JP 2019512764A JP 2019529619 A JP2019529619 A JP 2019529619A
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- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 239000012925 reference material Substances 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
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- 125000003748 selenium group Chemical class *[Se]* 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229910001631 strontium chloride Inorganic materials 0.000 description 1
- AHBGXTDRMVNFER-UHFFFAOYSA-L strontium dichloride Chemical compound [Cl-].[Cl-].[Sr+2] AHBGXTDRMVNFER-UHFFFAOYSA-L 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- YRGLXIVYESZPLQ-UHFFFAOYSA-I tantalum pentafluoride Chemical compound F[Ta](F)(F)(F)F YRGLXIVYESZPLQ-UHFFFAOYSA-I 0.000 description 1
- RBTVSNLYYIMMKS-UHFFFAOYSA-N tert-butyl 3-aminoazetidine-1-carboxylate;hydrochloride Chemical compound Cl.CC(C)(C)OC(=O)N1CC(N)C1 RBTVSNLYYIMMKS-UHFFFAOYSA-N 0.000 description 1
- 238000001029 thermal curing Methods 0.000 description 1
- 229920002725 thermoplastic elastomer Polymers 0.000 description 1
- HDUMBHAAKGUHAR-UHFFFAOYSA-J titanium(4+);disulfate Chemical compound [Ti+4].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O HDUMBHAAKGUHAR-UHFFFAOYSA-J 0.000 description 1
- 125000005409 triarylsulfonium group Chemical group 0.000 description 1
- 239000000326 ultraviolet stabilizing agent Substances 0.000 description 1
- 238000001771 vacuum deposition Methods 0.000 description 1
- 150000003681 vanadium Chemical class 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
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Abstract
Description
本出願は、2016年09月30日に出願された大韓民国特許出願第10−2016−0126968号に基づく優先権の利益を主張し、該当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入れるものとする。
本出願は、接着剤組成物、これを含む有機電子装置及び前記有機電子装置の製造方法に関する。
常温で、硬化性化合物として脂環族エポキシ樹脂(Daicel社のCelloxide 2021P)及びオキセタン化合物(TOAGOSEI社のOXT−221)を70:30(Celloxide 2021:OXT−221)の重量割合で混合容器に投入した。前記硬化性化合物100重量部に対して、光陽イオン開始剤(BASF社、Irgacure 290)0.10重量部及び熱陽イオン開始剤(CXC−1612)0.03重量部を前記容器に投入した。
常温で、硬化性化合物として脂環族エポキシ樹脂(Daicel社のCelloxide 2021P)及びネオペンチルグリコールジグリシジルエーテル(TCI社、NGDE)を75:25(Celloxide 2021:NGDE)の重量割合で混合容器に投入した。前記硬化性化合物100重量部に対して、光陽イオン開始剤(BASF社、Irgacure 290)0.20重量部及び熱陽イオン開始剤(CXC−1612)0.12重量部を前記容器に投入した。また、前記硬化性化合物100重量部に対して、硬化遅延剤(18−crown−6−ether)0.1重量部を前記容器に投入した。
常温で、硬化性化合物として脂環族エポキシ樹脂(Daicel社のCelloxide 2021P)及びオキセタン化合物(TOAGOSEI社のOXT−221)を75:25(Celloxide 2021:OXT−221)の重量割合で混合容器に投入し、前記硬化性化合物100重量部に対して、光陽イオン開始剤(BASF社、Irgacure 290)0.05重量部及び熱陽イオン開始剤(CXC−1612)0.10重量部を前記容器に投入したこと以外は、実施例1と同一の方法で接着剤組成物を製造した。
常温で、硬化性化合物として脂環族エポキシ樹脂(Daicel社のCelloxide 2021P)及びネオペンチルグリコールジグリシジルエーテル(TCI社、NGDE)を80:20(Celloxide 2021:NGDE)の重量割合で混合容器に投入した。前記硬化性化合物100重量部に対して、光陽イオン開始剤(BASF社、 Irgacure 290)0.10重量部及び熱陽イオン開始剤(CXC−1821)0.15重量部を前記容器に投入した。また、前記硬化性化合物100重量部に対して、硬化遅延剤(18−crown−6−ether)0.1重量部を前記容器に投入した。
常温で、硬化性化合物として脂環族エポキシ樹脂Celloxide 2021P(Daicel社)及びCelloxide 8000(Daicel社)を70:30(Celloxide 2021P:Celloxide 8000)の重量割合で混合容器に投入した。前記硬化性化合物100重量部に対して、光陽イオン開始剤(BASF社、Irgacure 290)0.05重量部及び熱陽イオン開始剤(CXC−1821)1.0重量部を前記容器に投入した。また、前記硬化性化合物100重量部に対して、硬化遅延剤(18−crown−6−ether)0.12重量部を前記容器に投入した。
常温で、硬化性化合物として脂環族エポキシ樹脂(Daicel社のCelloxide 2021P)及びオキセタン化合物(TOAGOSEI社のOXT−221)を60:40(Celloxide 2021:OXT−221)の重量割合で混合容器に投入した。前記硬化性化合物100重量部に対して、熱陽イオン開始剤(CXC−1612)0.3重量部を前記容器に投入した。また、前記硬化性化合物100重量部に対して、硬化遅延剤(18−crown−6−ether)0.02重量部を前記容器に投入した。
常温で、硬化性化合物として脂環族エポキシ樹脂(Daicel社のCelloxide 2021P)及びオキセタン化合物(TOAGOSEI社のOXT−221)を80:20(Celloxide 2021:OXT−221)の重量割合で混合容器に投入した。前記硬化性化合物100重量部に対して、光陽イオン開始剤(BASF社、Irgacure 290)0.20重量部を前記容器に投入した。
常温で、硬化性化合物として脂環族エポキシ樹脂(Daicel社のCelloxide 2021P)及びオキセタン化合物(TOAGOSEI社のOXT−221)を70:30(Celloxide 2021:OXT−221)の重量割合で混合容器に投入した。前記硬化性化合物100重量部に対して、光陽イオン開始剤(BASF社、Irgacure 290)1.0重量部及び熱陽イオン開始剤(CXC−1612)0.05重量部を前記容器に投入した。また、前記硬化性化合物100重量部に対して、硬化遅延剤(18−crown−6−ether)0.02重量部を前記容器に投入した。
常温で、硬化性化合物として脂環族エポキシ樹脂Celloxide 2021P(Daicel社)及びCelloxide 8000(Daicel社)を80:20(Celloxide 2021P:Celloxide 8000)の重量割合で混合容器に投入した。前記硬化性化合物100重量部に対して、光陽イオン開始剤(MIDORI社、DTS−200)0.5重量部及び熱陽イオン開始剤(CXC−1821)0.5重量部を前記容器に投入した。
常温で、硬化性化合物として脂環族エポキシ樹脂Celloxide 2021P(Daicel社)及びビスフェノールAエポキシ樹脂(国都化学、YD−128)を80:20(Celloxide 2021P:YD−128)の重量割合で混合容器に投入した。前記硬化性化合物100重量部に対して、光陽イオン開始剤(BASF社、Irgacure 290)0.1重量部及び熱陽イオン開始剤CXC−1821)0.15重量部を前記容器に投入した。また、前記硬化性化合物100重量部に対して、硬化遅延剤(18−crown−6−ether)0.10重量部を前記容器に投入した。
常温で、硬化性化合物として脂環族エポキシ樹脂Celloxide 2021P(Daicel社)及びネオペンチルグリコールジグリシジルエーテル(TCI社、NGDE)を50:50(Celloxide 2021:NGDE)の重量割合で混合容器に投入した。前記硬化性化合物100重量部に対して、光陽イオン開始剤(BASF社、Irgacure 290)0.20重量部及び熱陽イオン開始剤(CXC−1612)0.12重量部を前記容器に投入した。また、前記硬化性化合物100重量部に対して、硬化遅延剤(18−crown−6−ether)0.10重量部を前記容器に投入した。
常温で、硬化性化合物として脂環族エポキシ樹脂Celloxide 2021P(Daicel社)及びオキセタン化合物(TOAGOSEI社のOXT−221)を55:45(Celloxide 2021:OXT−221)の重量割合で混合容器に投入した。前記硬化性化合物100重量部に対して、光陽イオン開始剤(BASF社、Irgacure 290)0.20重量部及び熱陽イオン開始剤(CXC−1612)0.12重量部を前記容器に投入した。また、前記硬化性化合物100重量部に対して、硬化遅延剤(18−crown−6−ether)0.10重量部を前記容器に投入した。
実施例及び比較例で製造した接着剤組成物の粘度をBrookfield社の粘度計(LVタイプ)のRVDV−II+Proを使用して下記のように測定した。
実施例及び比較例で製造した接着剤組成物40gをガラスバイアル瓶に密閉して入れた後、35℃のオーブンに放置して24時間ごとに粘度を測定し、粘度が初期粘度に対して1.5倍になる時間を記録した。前記測定で、可使時間が少なくとも90時間以上である場合を安定性通過基準と設定した。
実施例及び比較例で製造した接着剤組成物を0.3Tの厚さで塗布した後、365nmの波長及び50mW/cm2の強度で1J/cm2のUVを照射し、1分が経過した後JIS K 6253の規格によってショア硬度(Shore A)を測定した。
実施例及び比較例で製造した接着剤組成物を無機蒸着膜(化学気相蒸着膜)が形成された有機電子素子上に塗布した。その後、50mW/cm2の強度で1J/cm2のUVを照射し、100℃で30分間熱を加えて硬化を進めた。硬化した封止層に対して、85℃の温度及び85%R.H.の環境で1000時間の間放置した後、発光形態を観察した。異物によるダークスポットの成長がない場合、○、異物部の進行性ダークスポットが観察される場合、△、異物部の進行性ダークスポット及びその以外のダークスポットも発生する場合、Xに分類した。
実施例及び比較例で製造した接着剤組成物を非アルカリガラス(Non−alkali glass)(0.7T)の間に塗布した後、50mW/cm2の強度で1J/cm2のUVを照射し、100℃で30分間熱を加えて100μm厚さの封止層を形成した。
実施例及び比較例で製造した接着剤組成物をヘッドスペースバイアル(Head space vial)に入れた後、50mW/cm2の強度で1J/cm2のUVを照射し、光硬化を終えたバイアル(vial)をヘッドスペースサンプラー(Head space sampler)に入れて、熱硬化条件(100℃で30分)でGC mass分析した。サンプルの各成分別areaを基準物質であるトルエンに対する重さに換算した後、サンプル重さで割ってアウトガス含有量を計算した。
11 前面封止層
21 基板
22 カバー基板
23 有機電子素子
Claims (22)
- 炭素−炭素不飽和基を有しない硬化性化合物、熱開始剤及び光開始剤を含み、仮硬化後にJIS K 6253の規格に従って測定したショア硬度(Shore A)が20〜60の範囲を有することを特徴とする有機電子素子封止用接着剤組成物。
- 仮硬化は、300〜450nm範囲のうちいずれか一つの波長及び5〜200mW/cm2のうちいずれか一つの強度で、0.1〜10J/cm2のうちいずれか一つの光量のUVを照射することを特徴とする請求項1に記載の有機電子素子封止用接着剤組成物。
- 仮硬化後に組成物の硬化率は、10〜90%の範囲のうちいずれか一つ硬化率であることを特徴とする請求項1に記載の有機電子素子封止用接着剤組成物。
- 硬化性化合物は、少なくとも一つ以上の硬化性官能基を含むことを特徴とする請求項1に記載の有機電子素子封止用接着剤組成物。
- 硬化性官能基は、グリシジル基、イソシアネート基、ヒドロキシ基、カルボキシル基、アミド基、エポキシド基、環状エーテル基、スルフィド基、アセタール基及びラクトン基から選択される一つ以上であることを特徴とする請求項4に記載の有機電子素子封止用接着剤組成物。
- 硬化性化合物は、少なくとも2官能以上であることを特徴とする請求項4に記載の有機電子素子封止用接着剤組成物。
- 硬化性化合物は、分子構造内に環状構造を有する化合物を含むことを特徴とする請求項1に記載の有機電子素子封止用接着剤組成物。
- 硬化性化合物は、直鎖または分岐鎖の脂肪族化合物を追加して含むことを特徴とする請求項7に記載の有機電子素子封止用接着剤組成物。
- 硬化性化合物は、少なくとも一つ以上のオキセタン基を含む化合物を追加して含むことを特徴とする請求項7に記載の有機電子素子封止用接着剤組成物。
- 直鎖または分岐鎖の脂肪族化合物は、環状構造を有する硬化性化合物100重量部に対して、5〜60重量部で含まれることを特徴とする請求項8に記載の有機電子素子封止用接着剤組成物。
- オキセタン基を含む化合物は、環状構造を有する硬化性化合物100重量部に対して、5〜60重量部で含まれることを特徴とする請求項9に記載の有機電子素子封止用接着剤組成物。
- 熱開始剤または光開始剤は、陽イオン開始剤であることを特徴とする請求項1に記載の有機電子素子封止用接着剤組成物。
- 熱開始剤は、硬化性化合物100重量部に対して、0.01〜0.45重量部で含まれることを特徴とする請求項1に記載の有機電子素子封止用接着剤組成物。
- 光開始剤は、硬化性化合物100重量部に対して、0.01〜0.45重量部で含まれることを特徴とする請求項1に記載の有機電子素子封止用接着剤組成物。
- 硬化遅延剤を追加して含むことを特徴とする請求項1に記載の有機電子素子封止用接着剤組成物。
- 硬化遅延剤は、硬化性化合物100重量部に対して、0.01〜10重量部で含まれることを特徴とする請求項15に記載の有機電子素子封止用接着剤組成物。
- 硬化後にJIS K7105規格による可視光線に対する光透過度が90%以上であることを特徴とする請求項1に記載の有機電子素子封止用接着剤組成物。
- 硬化後にJIS K7105の規格に従って測定したヘイズが5%以下であることを特徴とする請求項1に記載の有機電子素子封止用接着剤組成物。
- 硬化後にASTM D 1003規格によるYI(yellow index)値が0〜2.0の範囲内であることを特徴とする請求項1に記載の有機電子素子封止用接着剤組成物。
- 基板;基板上に形成された有機電子素子;及び前記有機電子素子の前面を密封し、請求項1に記載の接着剤組成物を含む前面封止層を含むことを特徴とする有機電子装置。
- 基板上に有機電子素子の側面を取り囲むように形成される側面封止層をさらに含み、前記側面封止層及び前面封止層は同一平面上に存在することを特徴とする請求項20に記載の有機電子装置。
- 上部に有機電子素子が形成された基板上に、請求項1に記載の接着剤組成物が前記有機電子素子の前面を密封するように塗布する段階;前記接着剤組成物に光を照射する段階;及び前記接着剤組成物に熱を加える段階を含むことを特徴とする有機電子装置の製造方法。
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