JP5921003B2 - 光学フィルム用感圧粘着剤組成物 - Google Patents
光学フィルム用感圧粘着剤組成物 Download PDFInfo
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- JP5921003B2 JP5921003B2 JP2014501014A JP2014501014A JP5921003B2 JP 5921003 B2 JP5921003 B2 JP 5921003B2 JP 2014501014 A JP2014501014 A JP 2014501014A JP 2014501014 A JP2014501014 A JP 2014501014A JP 5921003 B2 JP5921003 B2 JP 5921003B2
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- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
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- UOMUPDCRXJLVGR-UHFFFAOYSA-N propane-1,2,2-triol Chemical compound CC(O)(O)CO UOMUPDCRXJLVGR-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
-
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Description
(R1)nSi(R2)(4−n)
(R3)nSi(R2)(4−n)
ゲル分率(%)=B/A×100
下記実施例及び比較例で各物性は、下記方式で評価した。
アクリル重合体の重量平均分子量及び分子量分布は、GPCを使用して、以下の条件で測定した。検量線の製作には、Agilent systemの標準ポリスチレンを使用して、測定結果を換算した。
〈重量平均分子量測定条件〉
測定器:Gel Permeation Chromatography(Waters Alliance System)
カラム:Column:PL Mixed B type
デテクター:Refractive index detector
カラム流速及び溶媒:1mL/min、Solvent:THF(Tetrahydrofuran)
分析温度及び測定量:40℃、200μL
コーティング固形分(total solid content)は、次のような方法で測定した。
〈コーティング固形分測定順序〉
1)アルミニウムディッシュ(aluminium dish)の重さ(A)を測定する。
2)実施例または比較例で製造された粘着剤組成物を0.3〜0.5g程度の量(乾燥前の試料)で採取し、重さが測定されたアルミニウムディッシュに収納する。
3)エチルアセテートに溶解された重合禁止剤(hydroquinone)溶液(濃度:0.5重量%)をピペット(pipette)を使用して粘着剤組成物に極少量添加する。
4)150℃のオーブンで30分程度乾燥させて、溶媒などを除去する。
5)常温で15分〜30分程度冷やした後、残留成分の重さ(乾燥後試料の重さ)を測定する。
6)下記数式によってコーティング固形分を測定する。
コーティングTSC(固形分、単位:%)=(DS−A)/(S+E)×100
DS:アルミニウムディッシュの重さ+乾燥後の試料の重さ(単位:g)
A:アルミニウムディッシュの重さ(単位:g)
S:乾燥前の試料の重さ(単位:g)
E:除去された成分(溶媒など)の重さ(単位:g)
実施例及び比較例で製造された粘着剤組成物をコーティングする過程でのコーティング性は、コーティング層の状態を目視で観察し、下記基準によって評価した。
〈コーティング性評価基準〉
○:コーティング層に気泡及び縞模様などが目視で確認されない
△:コーティング層の気泡及び/または縞模様が目視で微細に確認される
×:コーティング層の気泡及び/または縞模様が目視で著しく確認される
実施例または比較例で製造された粘着剤層を10日間恒温恒湿室(23℃、60%相対湿度)に維持した後、0.3gを採取して#200ステンレス鉄網に入れ、100mLのエチルアセテートに採取された粘着剤層が完全に浸されるように入れた後、常温の暗室で3日間保管した。その後、エチルアセテートに溶解しない部分(不溶解分)を採取し、これを70℃で4時間乾燥し、質量(不溶解分の乾燥質量)を測定した。
[ゲル分率測定数式]
ゲル分率=B/A×100
A:粘着剤の質量(0.3g)
B:不溶解分の乾燥質量(単位:g)
実施例または比較例で製造された粘着偏光板を幅が90mmであり、長さが170mmになるように裁断し、試験片を製造した。次に、粘着剤層に付着した離型PETフィルムを剥離し、JIS Z 0237の規定によって2kgのローラーを使用して粘着偏光板を無アルカリガラス(コーニング社)に付着する。偏光板が付着した無アルカリガラスを恒温恒湿室(23℃、60%相対湿度)で約1時間放置した後、50℃の条件で4時間加熱し、常温で1時間程度放置した後、TA装備(Texture Analyzer、英国ステイブルマイクロシステム社製)を使用して、上記偏光板を無アルカリガラスから300mm/minの剥離速度及び180度の剥離角度で剥離しながら下記基準によって再剥離性を評価した。
〈再剥離性評価基準〉
○:容易に偏光板が剥離され、ガラスに粘着剤の転写物が残らない場合
△:容易な剥離が難しいか、または剥離後にガラスに粘着剤の転写物が一部残る場合
×:剥離すれば、偏光板またはガラスが破損される程度に剥離が難しいか、またはガラスに粘着剤の転写物が多量残る場合
実施例及び比較例で製造された偏光板を幅が90mmで、長さが170mmになるように裁断して試験片を製造し、製造された2枚の試験片を幅及び長さがそれぞれ110mm及び190mmであり、厚さが0.7mmであるガラスの両面に付着し、且つ偏光板の光吸収軸が互いに垂直にクロスされるように付着し、サンプルを製造する。付着時に印加される圧力は、5kg/cm2程度であり、異物や気泡の流入を防止するためにクリーンルーム(clean room)で作業を進行する。
また、耐熱特性は、サンプルを80℃の温度で1,000時間放置した後、気泡または剥離の発生有無を観察して評価する。
耐久信頼性の評価基準は、下記の通りである。
〈耐久性評価基準〉
○:気泡及び剥離の発生無し
△:気泡及び/または剥離が少し発生
×:気泡及び/または剥離が多量発生
窒素ガスが還流され、温度調節が容易になるように冷却装置を設置した1L反応器にn−ブチルアクリレート(n−BA)96重量部、ヒドロキシブチルアクリレート3.9重量部及びアクリル酸0.1重量部を投入し、n−ドデシルメルカプタン(n−DDM)を適正量添加した。溶剤としてエチルアセテート(EAc;ethylaceate)150重量部を投入した後、酸素除去のために窒素ガスを60分間パージング(purging)した。その後、温度を66℃に維持し、反応開始剤であるAIBN(azobisisobutyronitrile)0.03重量部を投入し、16時間反応させた後、エチルアセテートで反応物を希釈し、重量平均分子量が95万であり、固形分が25.7重量%であるアクリル重合体溶液(A1)を製造した。
下記表1のように成分を調節したことを除いて、製造例1に準ずる方式でアクリル重合体溶液(A2〜A9)を製造した。
粘着剤組成物(コーティング液)の製造
製造例1のアクリル重合体溶液(A1)の固形分100重量部に対して多官能性架橋剤(トリメチロールプロパンのトリレンジイソシアネート付加物、TDI−1)0.1重量部及びベータ−シアノアセチルプロピルトリメトキシシラン(LG化学、M−812)0.1重量部を配合し、コーティング固形分が約22重量%になるように希釈し、コーティング液(粘着剤組成物)を製造した。
製造されたコーティング液を、乾燥後の厚さが30μmになるようにして離型処理されたPET(poly(ethyleneterephthalate)(MRF−38、三菱社製)フィルムの離型処理面に、コーティングし、ゲル分率が70%程度になるように適正な条件で乾燥させて粘着剤層を形成させた。形成された粘着剤層を厚さが185μmのヨード系偏光板の一面にラミネートし、粘着偏光板を製造した。
粘着剤組成物の組成及び粘着剤のゲル分率及びコーティング固形分を下記表2のようにしたことを除いて、実施例1に準ずる方式で偏光板を製造した。但し、比較例7の場合、高分子量のアクリル重合体を含む粘着剤組成物を使用してコーティング固形分を20%にしたが、この場合、コーティング及び粘着剤層の形成が不可能で、ゲル分率を測定することができなかった。
Claims (7)
- n−ブチルアクリレート96〜97.8重量部;4−ヒドロキシブチル(メタ)アクリレート2.5〜3.7重量部及びカルボキシル基含有単量体0.05〜0.3重量部を重合単位で含み、重量平均分子量が70万〜95万のアクリル重合体及び多官能性架橋剤を含み、
コーティング固形分が20重量%以上であり、架橋反応後のゲル分率が55%〜85%である光学フィルム用感圧粘着剤組成物。 - 前記多官能性架橋剤がイソシアネート架橋剤である、請求項1に記載の光学フィルム用感圧粘着剤組成物。
- 前記多官能性架橋剤は、アクリル重合体100重量部に対して0.01〜5重量部で含まれる、請求項1に記載の光学フィルム用感圧粘着剤組成物。
- 下記化学式1または2で表されるシランカップリング剤をさらに含む、請求項1に記載の光学フィルム用感圧粘着剤組成物:
[化学式1]
(R1)nSi(R2)(4−n)
[化学式2]
(R3)nSi(R2)(4−n)
上記化学式1または2で、R1は、ベータ−シアノアセチル基またはベータ−シアノアセチルアルキル基であり、R3は、アセトアセチル基またはアセトアセチルアルキル基であり、R2は、アルコキシ基であり、nは、1〜3である。 - 前記シランカップリング剤は、アクリル重合体100重量部に対して0.01重量部〜5重量部で含まれる、請求項4に記載の光学フィルム用感圧粘着剤組成物。
- 前記コーティング固形分が25重量%以上である、請求項1に記載の光学フィルム用感圧粘着剤組成物。
- 前記架橋反応後のゲル分率が60〜80重量%である、請求項1に記載の光学フィルム用感圧粘着剤組成物。
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EP2679647A4 (en) | 2014-07-30 |
TWI461503B (zh) | 2014-11-21 |
CN103459535A (zh) | 2013-12-18 |
KR20120109400A (ko) | 2012-10-08 |
WO2012128594A3 (ko) | 2012-12-27 |
WO2012128594A2 (ko) | 2012-09-27 |
EP2679647A2 (en) | 2014-01-01 |
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