JP6743314B2 - 粘着剤層、粘着剤層付光学フィルム、光学積層体、および画像表示装置 - Google Patents
粘着剤層、粘着剤層付光学フィルム、光学積層体、および画像表示装置 Download PDFInfo
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- JP6743314B2 JP6743314B2 JP2020030330A JP2020030330A JP6743314B2 JP 6743314 B2 JP6743314 B2 JP 6743314B2 JP 2020030330 A JP2020030330 A JP 2020030330A JP 2020030330 A JP2020030330 A JP 2020030330A JP 6743314 B2 JP6743314 B2 JP 6743314B2
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Description
本発明の粘着剤層を形成する粘着剤組成物は、モノマー単位として、少なくとも、アルキル(メタ)アクリレートを含有する(メタ)アクリル系ポリマー(A)と、ケイ素化合物(B)を含有する。前記ケイ素化合物(B)は、分子内に酸性基または酸性基に由来する酸無水物基を有し、かつポリエーテル基を有さない、アルコキシシラン化合物およびオルガノポリシロキサン化合物からなる群より選ばれる1つ以上のケイ素化合物および/またはその加水分解縮合物であり、前記粘着剤層が、一般式(1):R250/Ri≦3.0で表される抵抗値の変化比の条件を満たすことで、当該粘着剤層が使用された画像表示パネルにおいて、加熱および加湿などによる耐久性試験を行った後でも、透明導電層の帯電防止機能やシールド機能を損なうことがなく、さらにはオンセルタッチパネルの応答速度の低下を防ぐことができる。
本発明の粘着剤層を、画像表示パネル等の被着体から剥離する際には、透明導電層と粘着剤層の界面に偏析したケイ素化合物(B)が脆弱層となり、当該脆弱層の破壊により剥離が進行することから、接着力を適度に低下させることができる。そのため、本発明の粘着剤層は良好なリワーク性を有する。
一般的に、透明導電層は、ガラスよりも粘着剤層との密着性が低い傾向があり、粘着剤層の発泡や剥がれが起こりやすい。本発明の粘着剤層では、前記ケイ素化合物(B)が透明導電層に偏析することにより、透明導電層と粘着剤層の界面に、酸性基やアルコキシシリル基などの有機官能基が導入される。これらのケイ素化合物(B)に由来する有機官能基は、前記(メタ)アクリル系ポリマー(A)に含まれる極性基と結合を形成したり、または、ケイ素化合物(B)の分子間で結合を形成したりすることで、高温条件や高湿熱条件の耐久性試験下では、粘着剤層との密着性を向上させる働きをすると推定される。これにより、本発明の粘着剤層は、透明導電層に対しても、耐久性試験での発泡や剥がれを防止できる耐久性を有する。
本発明の(メタ)アクリル系ポリマー(A)は、前記アルキル(メタ)アクリレートを主成分として含有する。なお、(メタ)アクリレートは、アクリレートおよび/またはメタクリレートをいい、本発明の(メタ)とは同様の意味である。
前記(メタ)アクリル系ポリマー(A)の製造は、溶液重合、電子線やUVなどの放射線重合、塊状重合、乳化重合などの各種ラジカル重合などの公知の製造方法を適宜選択できる。また、得られる(メタ)アクリル系ポリマー(A)は、ランダム共重合体、ブロック共重合体、グラフト共重合体などのいずれでもよい。
本発明のケイ素化合物(B)は、分子内に酸性基または酸性基に由来する酸無水物基を有し、かつポリエーテル基を有さない、アルコキシシラン化合物およびオルガノポリシロキサン化合物からなる群より選ばれる1つ以上のケイ素化合物および/またはその加水分解縮合物である。前記分子内に酸性基または酸性基に由来する酸無水物基としては、カルボキシル基またはカルボン酸無水物であることが好ましく、前記酸無水物基としては、コハク酸無水物基、フタル酸無水物基、マレイン酸無水物基などが挙げられる。前記酸無水物基は、ITO層などの透明導電層に存在するスズ原子などの遷移金属原子と配位し易いことが推定される観点から、コハク酸無水物基であることが好ましく、下記一般式(3)で表される有機基を有する酸無水物基であることがより好ましい。前記ケイ素化合物(B)は単独でまたは組み合わせて使用できる。
本発明の粘着剤組成物は、反応性官能基含有シランカップリング剤を含有することができる。前記反応性官能基含有シランカップリング剤は、前記反応性官能基が、酸無水物基以外の官能基である。前記酸無水物基以外の官能基は、エポキシ基、メルカプト基、アミノ基、イソシアネート基、イソシアヌレート基、ビニル基、スチリル基、アセトアセチル基、ウレイド基、チオウレア基、(メタ)アクリル基および複素環基のいずれか1つ以上であることが好ましい。前記反応性官能基含有シランカップリング剤は単独でまたは組み合わせて使用できる。
本発明の粘着剤組成物は、架橋剤を含有することができる。前記架橋剤としては、有機系架橋剤、多官能性金属キレートなどを用いることができる。前記有機系架橋剤としては、例えば、イソシアネート系架橋剤、過酸化物系架橋剤、エポキシ系架橋剤、イミン系架橋剤などが挙げられる。前記多官能性金属キレートは、多価金属が有機化合物と共有結合または配位結合しているものである。前記多価金属原子としては、Al、Cr、Zr、Co、Cu、Fe、Ni、V、Zn、In、Ca、Mg、Mn、Y、Ce、Sr、Ba、Mo、La、Sn、Tiなどが挙げられる。共有結合または配位結合する有機化合物中の原子としては酸素原子などが挙げられ、有機化合物としてはアルキルエステル、アルコール化合物、カルボン酸化合物、エーテル化合物、ケトン化合物などが挙げられる。前記架橋剤は単独でまたは組み合わせて使用できる。
本発明の粘着剤組成物は、イオン性化合物を含有することができる。前記イオン性化合物としては、特に限定されるものではなく、本分野において用いられるものを好適に用いることができる。例えば、特開2015−4861号公報に記載されているものを挙げることができ、それらの中でも、(ペルフルオロアルキルスルホニル)イミドリチウム塩が好ましく、ビス(トリフルオロメタンスルホニルイミド)リチウムがより好ましい。また、前記イオン性化合物の割合は、特に限定されるものではなく、本発明の効果を損なわない範囲とすることができるが、例えば、前記(メタ)アクリル系ポリマー(A)100重量部に対して、10重量部以下が好ましく、5重量部以下がより好ましく、3重量部以下がさらに好ましく、1重量部以下が特に好ましい。
前記粘着剤組成物により、粘着剤層を形成するが、粘着剤層の形成にあたっては、架橋剤全体の添加量を調整することとともに、架橋処理温度や架橋処理時間の影響を十分考慮することが好ましい。
本発明の粘着剤層付光学フィルムは、光学フィルムの少なくとも一方の面に前記粘着剤層を有することを特徴とする。なお、前記粘着剤層の形成方法は、前述の通りである。
本発明の粘着剤層付光学フィルムは、透明基材上に透明導電層を有する透明導電性基材の前記透明導電層に貼り合せて、光学積層体として用いることができる。
本発明の画像表示装置は、前記光学積層体を備える液晶セルや有機ELセルを含む画像表示装置であって、前記粘着剤層付光学フィルムの粘着剤層が、前記液晶セルや有機ELセルの少なくとも片面に貼り合わされて用いられる。
(メタ)アクリル系ポリマー(A)の重量平均分子量(Mw)は、GPC(ゲル・パーミエーション・クロマトグラフィー)により測定した。Mw/Mnについても、同様に測定した。
・分析装置:東ソー社製、HLC−8120GPC
・カラム:東ソー社製、G7000HXL+GMHXL+GMHXL
・カラムサイズ:各7.8mmφ×30cm 計90cm
・カラム温度:40℃
・流量:0.8mL/min
・注入量:100μL
・溶離液:テトラヒドロフラン
・検出器:示差屈折計(RI)
・標準試料:ポリスチレン
<分子内に酸性基または酸性基に由来する酸無水物基を有し、かつポリエーテル基を有さない、オルガノポリシロキサン化合物の合成>
特開2013−129809号公報記載の実施例1に準じ、分子内に酸性基または酸性基に由来する酸無水物基を有し、かつポリエーテル基を有さない、表1に記載の組成を有するオルガノポリシロキサン化合物(B1)および(B2)を合成して得る。
オルガノポリシロキサン化合物の組成は、以下条件の1H−NMR測定により確認した。
・分析装置:Bruker Biospin社製、AVANCEIII 600 with Cryo Probe
・観測周波数:600MHz(1H)
・測定溶媒:CDCl3
・測定温度:300K
・化学シフト基準:測定溶媒[1H:7.25ppm]
<分子内に酸性基または酸性基に由来する酸無水物基およびポリエーテル基を有する、オルガノポリシロキサン化合物の合成>
特開2013−129809号公報記載の実施例2に準じ、分子内に酸性基または酸性基に由来する酸無水物基およびポリエーテル基を有する、表2に記載の組成を有するオルガノポリシロキサン化合物(B3)を合成して得る。
厚さ80μmのポリビニルアルコールフィルムを、速度比の異なるロール間において、30℃、0.3%濃度のヨウ素溶液中で1分間染色しながら、3倍まで延伸した。その後、60℃、4%濃度のホウ酸、10%濃度のヨウ化カリウムを含む水溶液中に0.5分間浸漬しながら総合延伸倍率が6倍まで延伸した。次いで、30℃、1.5%濃度のヨウ化カリウムを含む水溶液中に10秒間浸漬することで洗浄した後、50℃で4分間乾燥を行い、厚さ30μmの偏光子を得た。当該偏光子の両面に、けん化処理した厚さ80μmのトリアセチルセルロースフィルムをポリビニルアルコール系接着剤により貼り合せて偏光フィルムを作成した。
<アクリル系ポリマー(A1)の調製>
攪拌羽根、温度計、窒素ガス導入管、冷却器を備えた4つ口フラスコに、ブチルアクリレート76.9部、ベンジルアクリレート18部、アクリル酸5部、4−ヒドロキシブチルアクリレート0.1部を含有するモノマー混合物を仕込んだ。さらに、前記モノマー混合物(固形分)100部に対して、重合開始剤として2,2’−アゾビスイソブチロニトリル0.1部を酢酸エチル100部と共に仕込み、緩やかに攪拌しながら窒素ガスを導入して窒素置換した後、フラスコ内の液温を55℃付近に保って8時間重合反応を行って、重量平均分子量(Mw)195万、Mw/Mn=3.9のアクリル系ポリマー(A1)の溶液を調製した。
上記で得られたアクリル系ポリマー(A1)の溶液の固形分100部に対して、イソシアネート架橋剤(東ソー社製、商品名「コロネートL」、トリメチロールプロパン/トリレンジイソシアネート付加物)0.4部、過酸化物架橋剤(日本油脂社製、商品名「ナイパーBMT」)0.1部、および合成例1で合成したオルガノポリシロキサン化合物(B1)0.05部を配合して、アクリル系粘着剤組成物の溶液を調製した。
次いで、上記で得られたアクリル系粘着剤組成物の溶液を、シリコーン系剥離剤で処理されたポリエチレンテレフタレートフィルム(三菱化学ポリエステルフィルム製、商品名「MRF38」、セパレータフィルム)の片面に、乾燥後の粘着剤層の厚さが20μmになるように塗布し、155℃で1分間乾燥を行い、セパレータフィルムの表面に粘着剤層を形成した。次いで、上記で作成した偏光フィルムに、セパレータフィルム上に形成した粘着剤層を転写して、粘着剤層付偏光フィルムを作製した。
実施例1において、表3に示すように、アクリル系ポリマーの調製に用いたモノマーの種類、その使用割合を変え、また製造条件を制御して、表3に記載のポリマー性状(重量平均分子量、Mw/Mn)のアクリル系ポリマーの溶液を調製した。
粘着剤層付偏光フィルムを、150×25mm幅の大きさに裁断し、被着体にラミネーターを用いて貼り付け、次いで50℃、5atmで15分間オートクレーブ処理して完全に密着させた後、かかるサンプルの接着力を測定した。接着力は、かかるサンプルを引張り試験機(オートグラフSHIMAZU AG−1 1OKN)にて、剥離角度90°、剥離速度300mm/minで引き剥がす際の力(N/25mm、測定時80m長)を測定することにより求めた。測定は、1回/0.5sの間隔でサンプリングし、その平均値を測定値とした。
被着体として、厚さ0.7mmの無アルカリガラス(コーニング社製、商品名「EG−XG」)および、無アルカリガラスにITOをスパッタ成膜したITO付きガラスを用い、無アルカリガラスおよびITOに対する接着力をそれぞれ測定した。ITOはSn比率3wt%のものを使用した。なお、ITOのSn比率は、Sn原子の重量/(Sn原子の重量+In原子の重量)から算出した。
接着力測定に使用したITO付きガラスと同様のものを25mm×25mmに切断し、被着体とした。粘着剤層付き偏光板を15mm×15mmに切断して、被着体の中央部に貼り合わせた後、50℃、5atmで15分間オートクレーブ処理にかけたものをITO腐食性の評価サンプルとした。得られた評価サンプルのITOの表面抵抗値(Ω/□)を測定し、これをRiとした。
その後、測定用サンプルを65℃/95%RHの環境に、250時間投入した後に、測定した表面抵抗値(Ω/□)を、R250とした。同様に、65℃/95%RHの環境に、500時間投入した後に、測定した表面抵抗値(Ω/□)を、R500とした。抵抗値は、Accent Optical Technologies社製 HL5500PCを用いて測定した。上述のように測定したRi、R250、およびR500を用いて、R250とRiの抵抗値の変化比(R250/Ri)、およびR500とR250の抵抗値の変化比(R500/R250)を算出した。
接着力測定に使用したITO付きガラスと同様のものを被着体として用いた。300×220mmの大きさに切断した粘着剤層付き偏光フィルムを、ラミネーターでITOガラスに貼合した。次いで、50℃、0.5MPaで15分間オートクレーブ処理して、上記サンプルを完全にITO付きガラスに密着させた。かかる処理の施されたサンプルに、95℃、または105℃の各雰囲気下で500時間処理を施した後(加熱試験)、また、65℃/95%RHの雰囲気下で500時間処理を施した後(加湿試験)、偏光フィルムとガラスの間の外観を下記基準で目視にて評価した。
(評価基準)
◎:発泡、剥がれなどの外観上の変化が全くなし。
○:わずかながら端部に剥がれ、または発泡があるが、実用上問題なし。
△:端部に剥がれ、または発泡があるが、特別な用途でなければ、実用上問題なし。
×:端部に著しい剥がれあり、実用上問題あり。
接着力測定に使用したITO付きガラスと同様のものを被着体として用いた。粘着剤層付偏光フィルムを、縦420mm×横320mmに裁断し、ITO付きガラスに、ラミネーターを用いて貼り付け、次いで、50℃、5atmで15分間オートクレーブ処理して完全に密着させた後、人の手によりITO付きガラスから粘着剤層付偏光フィルムを剥離した。評価は、上記手順で3回繰り返し実施し、下記基準でリワーク性を評価した。
◎:3枚とも糊残りやフィルムの破断がなく良好に剥離可能。
○:3枚中一部はフィルムが破断したが、再度の剥離によって剥がせた。
△:3枚ともフィルム破断したが、再度の剥離によって剥がせた。
×:3枚とも糊残りが生じるか、または何度は剥離してもフィルムが破断して剥がせなかった。
BAは、ブチルアクリレート;
BzAは、ベンジルアクリレート;
NVPは、N−ビニル−ピロリドン;
AAは、アクリル酸;
HBAは、4−ヒドロキシブチルアクリレート;を示す。
X−41−1056は、エポキシ基含有オリゴマー型シランカップリング剤(信越化学工業社製);
X−41−1810は、メルカプト基含有オリゴマー型シランカップリング剤(信越化学工業社製);
PDMSは、ポリジメチルシロキサン(信越化学工業社製、商品名「KF−96−20CS」);
MP−4は、モノブチルホスフェート(n−ブチルリン酸)(大八化学工業社製);
イソシアネートは、イソシアネート架橋剤(東ソー社製、商品名「コロネートL」、トリメチロールプロパン/トリレンジイソシアネート付加物);
過酸化物は、過酸化物架橋剤(日本油脂社製、商品名「ナイパーBMT」);を示す。
2 視認側透明保護フィルム
3 偏光子
4 液晶セル側透明保護フィルム
5 粘着剤層
6 透明導電層
7 透明基材
8 液晶層
9 透明基材
10 粘着剤層
11 液晶セル側透明保護フィルム
12 偏光子
13 光源側透明保護フィルム
Claims (11)
- 透明基材と透明導電層を有する透明導電性基材の前記透明導電層に、粘着剤層付光学フィルムの粘着剤層が貼り合わされた光学積層体であり、
前記粘着剤層付光学フィルムは、光学フィルム(ただし、偏光子の片面または両面に無機層を有する偏光フィルムを除く。)と粘着剤層を有し、
前記粘着剤層は、モノマー単位として、少なくとも、アルキル(メタ)アクリレートを含有する(メタ)アクリル系ポリマー(A)と、ケイ素化合物(B)と、架橋剤を含有する粘着剤組成物から形成され、
前記(メタ)アクリル系ポリマー(A)は、モノマー単位として、前記(メタ)アクリル系ポリマー(A)を形成する全モノマー成分において15重量%以下のカルボキシル基含有モノマーを含有し、
前記ケイ素化合物(B)は、分子内に酸性基または酸性基に由来する酸無水物基を有し、かつポリエーテル基を有さない、アルコキシシラン化合物およびオルガノポリシロキサン化合物からなる群より選ばれる1つ以上のケイ素化合物および/またはその加水分解縮合物であり、
下記一般式(1)で表される抵抗値の変化比の条件を満たすことを特徴とする光学積層体。
R250/Ri≦3.0 (1)
(前記一般式(1)において、前記Riは、透明基材とインジウム−スズ複合酸化物層を有する透明導電性基材上の前記インジウム−スズ複合酸化物層に、前記粘着剤層と偏光フィルムを有する粘着剤層付偏光フィルムの粘着剤層が貼り合わされた積層体が、50℃、5気圧の条件で、15分間オートクレーブ処理された積層体における前記インジウム−スズ複合酸化物層の表面抵抗値(Ω/□)を表し、
前記R250は、前記オートクレーブ処理された積層体が、65℃、95%RHの条件下で、250時間高温高湿処理された積層体における前記インジウム−スズ複合酸化物層の表面抵抗値(Ω/□)を表す。) - 下記一般式(2)で表される抵抗値の変化比の条件を満たすことを特徴とする請求項1記載の光学積層体。
R500/R250≦1.8 (2)
(前記一般式(2)において、前記R500は、前記オートクレーブ処理された積層体が、65℃、95%RHの条件下で、500時間高温高湿処理された積層体における前記インジウム−スズ複合酸化物層の表面抵抗値(Ω/□)を表す。) - 前記ケイ素化合物(B)において、前記酸性基または酸性基に由来する酸無水物基が、カルボキシル基またはカルボン酸無水物基であることを特徴とする請求項1または2記載の光学積層体。
- 前記(メタ)アクリル系ポリマー(A)100重量部に対して、前記ケイ素化合物(B)が、0.05〜10重量部であることを特徴とする請求項1〜3のいずれかに記載の光学積層体。
- 前記粘着剤組成物が、反応性官能基含有シランカップリング剤を含有し、
前記反応性官能基が、酸無水物基以外の官能基であることを特徴とする請求項1〜4のいずれかに記載の光学積層体。 - 前記反応性官能基含有シランカップリング剤において、酸無水物基以外の官能基が、エポキシ基、メルカプト基、アミノ基、イソシアネート基、イソシアヌレート基、ビニル基、スチリル基、アセトアセチル基、ウレイド基、チオウレア基、(メタ)アクリル基および複素環基のいずれか1つ以上であることを特徴とする請求項5記載の光学積層体。
- 前記(メタ)アクリル系ポリマー(A)100重量部に対して、前記反応性官能基含有シランカップリング剤が、0.01〜10重量部であることを特徴とする請求項5または6記載の光学積層体。
- 前記(メタ)アクリル系ポリマー(A)が、モノマー単位として、さらに、芳香族含有(メタ)アクリレート、アミド基含有モノマー、およびヒドロキシル基含有モノマーからなる群より選ばれる1つ以上の共重合モノマーを含有することを特徴とする請求項1〜7のいずれかに記載の光学積層体。
- 前記カルボキシル基含有モノマーが、前記(メタ)アクリル系ポリマー(A)を形成する全モノマー成分において、0.1重量%以上であることを特徴とする請求項1〜8のいずれかに記載の光学積層体。
- 前記粘着剤層は、インジウム−スズ複合酸化物層に対する接着力が、剥離角度90°、剥離速度300mm/分の条件下で、15N/25mm以下であることを特徴とする請求項1〜9のいずれかに記載の光学積層体。
- 請求項1〜10のいずれかに記載の光学積層体を用いたことを特徴とする画像表示装置。
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DE102013218976A1 (de) * | 2013-09-20 | 2015-04-16 | Evonik Industries Ag | Hydroxylgruppenhaltiges Silikon-Polyester-Acrylat-Bindemittel |
JP6803131B2 (ja) | 2014-02-18 | 2020-12-23 | 日東電工株式会社 | 積層体および画像表示装置 |
JP6246021B2 (ja) * | 2014-02-27 | 2017-12-13 | 日本カーバイド工業株式会社 | 粘着剤組成物及び光学部材表面保護フィルム |
WO2015152201A1 (ja) * | 2014-03-31 | 2015-10-08 | 日東電工株式会社 | 光学フィルム用粘着剤組成物、光学フィルム用粘着剤層、粘着剤層付光学フィルムおよび画像表示装置 |
JP6519988B2 (ja) * | 2014-05-30 | 2019-05-29 | 住友化学株式会社 | 粘着剤付き光学フィルム及び光学積層体 |
JP6566630B2 (ja) * | 2014-11-27 | 2019-08-28 | 日東電工株式会社 | 表面保護フィルム、表面保護フィルムの製造方法、及び、光学部材 |
JP6550251B2 (ja) * | 2015-03-03 | 2019-07-24 | リンテック株式会社 | 粘着剤層付き光学フィルム |
CN104946195A (zh) * | 2015-07-09 | 2015-09-30 | 广东祥新光电科技有限公司 | 改性有机硅封装胶及其含硅氢基的聚硅氧烷的制备方法 |
JP6525321B2 (ja) * | 2015-09-10 | 2019-06-05 | 藤森工業株式会社 | 偏光板用表面保護フィルム |
JP6721341B2 (ja) * | 2016-01-13 | 2020-07-15 | 住友化学株式会社 | 粘着剤組成物 |
CN105482767B (zh) * | 2016-01-29 | 2018-03-20 | 北京天山新材料技术有限公司 | 一种耐湿热老化的加成型硅橡胶密封剂及其制备方法 |
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KR20210002115A (ko) | 2021-01-06 |
JPWO2019031496A1 (ja) | 2019-11-07 |
WO2019031496A1 (ja) | 2019-02-14 |
KR20200034947A (ko) | 2020-04-01 |
JP2020114914A (ja) | 2020-07-30 |
KR102198071B1 (ko) | 2021-01-05 |
US20210363391A1 (en) | 2021-11-25 |
CN110637069A (zh) | 2019-12-31 |
CN110637069B (zh) | 2021-06-29 |
CN113334866A (zh) | 2021-09-03 |
JP6691271B2 (ja) | 2020-04-28 |
TW201920566A (zh) | 2019-06-01 |
CN113334866B (zh) | 2023-04-07 |
KR102415718B1 (ko) | 2022-07-05 |
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