JP6710316B2 - 粘着組成物 - Google Patents
粘着組成物 Download PDFInfo
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- JP6710316B2 JP6710316B2 JP2019503728A JP2019503728A JP6710316B2 JP 6710316 B2 JP6710316 B2 JP 6710316B2 JP 2019503728 A JP2019503728 A JP 2019503728A JP 2019503728 A JP2019503728 A JP 2019503728A JP 6710316 B2 JP6710316 B2 JP 6710316B2
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- 239000000203 mixture Substances 0.000 title claims description 67
- 230000001070 adhesive effect Effects 0.000 title claims description 37
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- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 82
- 125000004432 carbon atom Chemical group C* 0.000 claims description 57
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 48
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- 125000000217 alkyl group Chemical group 0.000 claims description 39
- 125000000524 functional group Chemical group 0.000 claims description 38
- 125000003118 aryl group Chemical group 0.000 claims description 36
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- 125000002947 alkylene group Chemical group 0.000 claims description 18
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- WYGWHHGCAGTUCH-ISLYRVAYSA-N V-65 Substances CC(C)CC(C)(C#N)\N=N\C(C)(C#N)CC(C)C WYGWHHGCAGTUCH-ISLYRVAYSA-N 0.000 description 6
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- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 4
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- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 4
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 4
- 125000003342 alkenyl group Chemical group 0.000 description 4
- 238000005452 bending Methods 0.000 description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 4
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- 150000001721 carbon Chemical group 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 239000012948 isocyanate Substances 0.000 description 4
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- 125000005010 perfluoroalkyl group Chemical group 0.000 description 4
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- 229910021589 Copper(I) bromide Inorganic materials 0.000 description 3
- 101100425892 Danio rerio tpma gene Proteins 0.000 description 3
- 101150048952 TPM-1 gene Proteins 0.000 description 3
- 125000002339 acetoacetyl group Chemical group O=C([*])C([H])([H])C(=O)C([H])([H])[H] 0.000 description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 3
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- VGUWFGWZSVLROP-UHFFFAOYSA-N 1-pyridin-2-yl-n,n-bis(pyridin-2-ylmethyl)methanamine Chemical compound C=1C=CC=NC=1CN(CC=1N=CC=CC=1)CC1=CC=CC=N1 VGUWFGWZSVLROP-UHFFFAOYSA-N 0.000 description 2
- OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical compound CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 2
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- ZVUNTIMPQCQCAQ-UHFFFAOYSA-N 2-dodecanoyloxyethyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCOC(=O)CCCCCCCCCCC ZVUNTIMPQCQCAQ-UHFFFAOYSA-N 0.000 description 2
- MUHFRORXWCGZGE-KTKRTIGZSA-N 2-hydroxyethyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCO MUHFRORXWCGZGE-KTKRTIGZSA-N 0.000 description 2
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- FPVVYTCTZKCSOJ-UHFFFAOYSA-N Ethylene glycol distearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOC(=O)CCCCCCCCCCCCCCCCC FPVVYTCTZKCSOJ-UHFFFAOYSA-N 0.000 description 2
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- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 2
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- HCYGYMMNHJKUKX-UHFFFAOYSA-N 1,1,2,2,2-pentafluoroethyl trifluoromethyl hydrogen phosphate Chemical compound FC(C(F)(F)F)(F)OP(OC(F)(F)F)(O)=O HCYGYMMNHJKUKX-UHFFFAOYSA-N 0.000 description 1
- ZXHZWRZAWJVPIC-UHFFFAOYSA-N 1,2-diisocyanatonaphthalene Chemical compound C1=CC=CC2=C(N=C=O)C(N=C=O)=CC=C21 ZXHZWRZAWJVPIC-UHFFFAOYSA-N 0.000 description 1
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- 125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 description 1
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- GDTSJMKGXGJFGQ-UHFFFAOYSA-N 3,7-dioxido-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane Chemical compound O1B([O-])OB2OB([O-])OB1O2 GDTSJMKGXGJFGQ-UHFFFAOYSA-N 0.000 description 1
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- KGPFBAGEXZTOBI-UHFFFAOYSA-N 7-triethoxysilylheptane-2,4-dione Chemical compound CCO[Si](OCC)(OCC)CCCC(=O)CC(C)=O KGPFBAGEXZTOBI-UHFFFAOYSA-N 0.000 description 1
- WYOIOJGISDCMAQ-UHFFFAOYSA-N 7-trimethoxysilylheptane-2,4-dione Chemical compound CO[Si](OC)(OC)CCCC(=O)CC(C)=O WYOIOJGISDCMAQ-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
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- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
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Classifications
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- 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
-
- 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
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/10—Homopolymers or copolymers of methacrylic acid esters
-
- 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
- C08F293/00—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
- C08F293/005—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent
-
- 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
- C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
- C08F299/02—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates
- C08F299/04—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from polyesters
- C08F299/0485—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from polyesters from polyesters with side or terminal unsaturations
- C08F299/0492—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from polyesters from polyesters with side or terminal unsaturations the unsaturation being in acrylic or methacrylic groups
-
- 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
- C09J153/00—Adhesives based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
-
- 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
- C09J7/22—Plastics; Metallised plastics
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Description
本出願は、2016年9月23日付けの韓国特許出願第10−2016−0121976号および2017年9月21日付けの韓国特許出願第10−2017−0121896号に基づく優先権の利益を主張し、当該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含まれる。
本出願は、粘着組成物、光学積層体、偏光板および表示装置に関する。
具体的な前記可塑剤の種類は、特に限らない。例えば、前記可塑剤としては、ポリエチレングリコールビス(2−エチルヘキサノエート)、ポリプロピレングリコールビス(2−エチルヘキサノエート)、ポリエチレングリコールモノオリエート、ポリプロピレングリコールモノオリエート、ポリエチレングリコールジオリエート、ポリプロピレングリコールジオリエート、ポリエチレングリコールジベンゾエート、ポリプロピレングリコールジベンゾエート、ポリエチレングリコールモノラウレート、ポリプロピレングリコールモノラウレート、ポリエチレングリコールジラウレート、ポリプロピレングリコールジラウレート、ポリエチレングリコールジステアレート、ポリプロピレングリコールジステアレート、ポリエチレングリコールモノステアレートまたはポリプロピレングリコールモノステアレートが使用できる。
[D(GOmRf)n]−
(R5)nSi(R6)(4−n)
(R7)nSi(R6)(4−n)
1.分子量特性の評価
ブロックまたはブロック共重合体の数平均分子量Mnおよび分子量分布PDIは、GPC(Gel Permeation Chromatography)を使用して測定し、GPC測定条件は、下記の通りである。検量線の製作には、標準ポリスチレン(Aglient system社製)を使用して測定結果を換算した。
測定器:Aglient GPC(Aglient 1200 series、U.S.)
コラム:PL Mixed B 2個連結
コラム温度:40℃
溶離液:THF(Tetrahydrofuran)
流速:1.0mL/min
濃度:〜1mg/mL(100μl injection)
実施例および比較例で製造した偏光板を106mm程度の幅と142mm程度の長さになるようにカットし、これを7インチの市販の液晶パネルに付着した。その後、偏光板付きパネルをオートクレーブ(50℃、5気圧)で約20分間保管してサンプルを製造する。製造されたサンプルの耐湿熱耐久性の場合、前記サンプルを65℃および95%相対湿度条件で500時間放置した後に粘着界面における気泡および剥離の発生を観察して、下記基準に基づいて評価した。耐熱耐久性の場合、前記サンプルを100℃で500時間維持した後、気泡および剥離の発生を観察して下記基準に基づいて評価した。
A:気泡および剥離の発生なし
B:気泡および/または剥離が若干発生
C:気泡および/または剥離が多量に発生
ブロック共重合体、またはブロック共重合体の各ブロックのガラス転移温度(Tg)は、下記数式Aによって算出した。
1/Tg=ΣWn/Tn
ストリップ測定法(Glass bending測定)を使用して反り特性を評価した。まず、Bending用STNソーダライムガラス(4x41cm2、0.4t)を用意する。異物がない場合、洗浄せずにそのまま使用し、異物がある場合、EAcおよびIPA溶媒を使用してきれいに洗浄した後、エアガンを使用して乾燥させる。粘着剤が付着した偏光板(コーティング品)をMD方向を長くして3.5×40.5cm2のサイズで用意する。用意したbending用ガラスにラミネータを使用して試験片を付着する。付着した状態で反り程度(初期値)を測定した後、100℃耐熱条件で72時間保管する。図1のように、チェンバー内にサンプルを固定できる装置を用意した後、bending sampleの一面にサンプルを固定させた後、基準点から離れた距離を測定する。この際、前記初期値は、測定距離から抜いた。同じ処方に対して3個のサンプルを用意して平均値を計算した。
プライマー処理された無延伸COP(シクロポリオレフィン)フィルムに、実施例および比較例の粘着組成物から形成された粘着剤をラミネートし、これを幅1cmおよび長さ5cmのサイズにカットして試験片を製造する。この試験片の粘着面を厚さ0.7tのソダライムガラスに1cmX1cmのサイズで付着した後、ジグに固定し、AXO SCAN装備のビームが粘着面に垂直入射し得るように配置する。その後、試験片を引っ張って粘着面に応力変形(stress deformation)を実施しつつ、作用した力に応じた面内のレターデーション値を読み出して記録する。ストレスが加えられながら、光補償モノマーが配向することで光学的補償が行われるが、このような光学的補償により|R|の値が4以下の範囲で0に近いほど耐久条件における光漏れの低減効果に優れていることを意味する。
R0=ストレスを適用しない状態の面内のレターデーション値
Ri=15Nのストレスを適用した状態の面内のレターデーション値
光透過度の均一性を調査するためにバックライトを利用して暗室で光が漏れ出る部分があるか否かを観察した。
パネルの種類:TN用LCDモジュール
試験片:LCDモジュールのサイズに相当する粘着剤が付着した2枚の偏光板
偏光板確認:延伸方向に対して45度方向にカットされた偏光板
(2)偏光板のWV液晶コーティング方向を確認した後、図2に示されたように、液晶方向がサイドタブ(side tab)から遠い側に向くように付着する。上下2個の試験片を偏光がクロスした状態でセルの両面に付着し、液晶方向の上下が交差するように方向を合わせる。
(3)エージング条件(耐湿熱条件:60℃の温度および95%の相対湿度、耐熱条件:70℃の温度)で240時間保管した後、常温で2時間放置した後、光漏れを観察する。
<評価基準>
A:光漏れを目視で判断しにくい
B:光漏れが若干ある
C:光漏れが多少ある
D:光漏れが多量ある
実施例または比較例で製造された粘着偏光板を25mmの幅および100mmの長さになるようにカットして試験片を製造する。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ガラス(soda lime glass)に付着する。偏光板が付着したガラスをオートクレーブ(50℃、5気圧)で約20分間圧着処理し、恒温恒湿条件(23℃、50%相対湿度)で24時間保管してサンプルを製造する。その後、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、前記偏光板をガラスから0.3m/minの剥離速度および180°の剥離角度で剥離しながら剥離力を測定する。
実施例および比較例で製造された偏光板を、横の長さが25mmであり、縦の長さが100mmになるようにカットして試験片を製造する。その後、前記試験片を粘着剤層を媒介としてPET(ポリエチレンテレフタレート)フィルムに付着して積層体を製造し、常温で3日間維持した後に前記PETフィルムが上部になるように前記積層体をガラス基板に両面テープで付着した後、前記PETフィルムを常温で10mm/secの剥離速度および180°の剥離角度で剥離しながら、偏光板とPETフィルムとの間の接着力を測定して界面接着力を評価する。
製造例1.ジブロック共重合体(A1)の製造
EBiB(ethyl 2−bromoisobutyrate)0.098gおよびメチルメタクリレート(MMA)160gおよびブチルメタクリレート(BMA)30gおよびヒドロキシエチルメタクリレート(HEMA)10gをエチルアセテート(EAc)370gに混合した。混合物が収納された反応器をシールし、約25℃で約30分間窒素パージングおよび撹拌を行い、バブリングを通じて溶存酸素を除去した。その後、CuBr2 0.0338g、TPMA(tris(2−pyridylmethyl)amine)0.0876gおよびV−65(2、2’−azobis(2、4−dimethylvaleronitrile))0.226gを酸素が除去された前記混合物に投入し、約67℃の反応槽に浸漬して反応を開始させた(第1ブロックの重合)。メチルメタクリレートの転換率が約70%程度である時点で、あらかじめ窒素でバブリングしておいたn−ブチルアクリレート(BA)888g、ヒドロキシブチルアクリレート(HBA)15g、ベンジルアクリレート(BzA)100gおよびエチルアセテート(EAc)411gの混合物を窒素の存在下に投入した。その後、反応器にCuBr2 0.0264g、TPMA 0.0685gおよびV−65 0.335gを入れ、鎖延長反応(chain extention reation)を行った(第2ブロックの重合)。単量体(BA)の転換率が80%以上に到達すると、前記反応混合物を酸素に露出させ、適切な溶媒に希釈して反応を終結させることによって、ブロック共重合体を製造した(前記過程でV−65は、その半減期を考慮して反応終了時点まで適切に分割して投入した)。
第1ブロックおよび第2ブロックの重合時に使用される原料の種類を下記表1のように調節したことを除いて、製造例1と同一にブロック共重合体を製造した。
EBiB(ethyl 2−bromoisobutyrate)1.409gおよびブチルアクリレート(n−BA、n−butylacrylate)903g、ヒドロキシブチルアクリレート(4−HBA、4−hydroxybutylacrylate)31g、ベンジルアクリレート(BzA、benzyl acrylate)103.8gおよびブチルアセテート(BAc、Butylacetate)335gを反応器に入れ、シールし、約25℃で約30分間窒素パージングおよび撹拌を行った後、バブリングを通じて溶存酸素を除去した。その後、CuBr2 0.1297g、TPMA(tris(2−pyridylmethyl)amine)0.3362gおよびV−65(2、2’−azobis(2、4−dimethyl valeronitrile))1.2984gを酸素が除去された前記混合物に投入し、約67℃の反応槽に浸漬して反応を開始させた(第2ブロックの重合)。単量体BAの転換率が約90%程度である時点で、あらかじめ窒素でバブリングしておいたメチルメタクリレート(MMA、methylmethacrylate)509g、スチレン(styrene)57gおよびブチルアセテート(BAc、Butyl acetate)243gの混合物を窒素の存在下に投入した。その後、反応器にV−65 0.5522gを入れ、鎖延長反応(chain extension reaction)を行った(第2ブロックの両末端に第1ブロックを重合)。単量体MMAの転換率が80%以上に到達すると、前記反応混合物を酸素に露出させ、適切な溶媒に希釈して反応を終了して、数平均分子量Mnが88,000であり、分子量分布Mw/Mnが2.71であるトリブロック共重合体を製造した。前記で第1ブロック:第2ブロック:第1ブロックの重量比は、約15:70:15である(前記過程でV−65は、その半減期を考慮して反応終了時点まで適切に分割して投入した。)。
第1ブロックおよび第2ブロックの重合時に使用された原料の種類を下記表2のように調節したことを除いて、製造例7と同一にトリブロック共重合体(B5)を製造した。表3の場合、第1ブロックを先に製造し、両末端に第2ブロックを製造したことを除いて、製造例7と同一にトリブロック共重合体(B6、B7)を製造した。
窒素ガスが還流され、温度調節が容易にできるように冷却装置を設置した1Lの反応器にn−ブチルアクリレート(n−butylacrylate:BA)98.5重量部、ヒドロキシブチルアクリレート1.5重量部よりなる単量体混合物を投入した。その後、溶剤としてエチルアセテート(ethylacetate:EAc)150重量部を投入した。酸素を除去するために窒素ガスを約60分間パージングした後、温度を60℃に維持した状態で反応開始剤であるアゾビスイソブチロニトリル(AIBN)0.09重量部を投入し、約8時間反応させて、ランダム共重合体(B8)を製造した。製造されたランダム共重合体(B8)の数平均分子量は、400,000であり、分子量分布は、5.0であった。
ベンジルアクリレート(BzA)20.0重量部、n−ブチルアクリレート(BA)78.5重量部、ヒドロキシブチルアクリレート(HBA)1.5重量部よりなる単量体の混合物を投入したことを除いて、製造例13の場合と同一にランダム共重合体(B9)を製造した。ランダム共重合体(B9)の数平均分子量は、320,000であり、分子量分布は、5.1であった。
実施例1.
コーティング液(粘着組成物)の製造
製造例1で製造されたブロック共重合体(A1)100重量部に対してTDI系架橋剤(コロネートL、NPU社製)0.25重量部、ジブチルチンジラウレート(DBTDL)0.01重量部、およびシランカップリング剤(SCA)0.2重量部を混合し、溶剤としてエチルアセテートを配合して、コーティング固形分が約25重量%になるように調節してコーティング液(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約23μm程度になるように厚さ38μmの離型PET(ポリエチレンテレフタレート)(MRF−38、三菱社製)の離型処理面にコーティングし、80℃のオーブンで約3分間維持した。乾燥後に偏光板(COP/PVA/COPの積層構造:COP=シクロポリオレフィン、PVA=ポリビニルアルコール系偏光フィルム)の片面に離型PET上に形成されたコーティング層をラミネートして粘着偏光板を製造した。物性測定結果は、表5の通りである。
粘着組成物(コーティング液)の製造時に各成分および比率を下記表4のように調節したことを除いて、実施例1と同一に粘着組成物(コーティング液)および粘着偏光板を製造した。
Claims (16)
- ガラス転移温度が50℃以上であり、架橋性官能基を含む第1ブロックと;ガラス転移温度が−10℃以下であり、架橋性官能基および芳香族基を含む第2ブロックと;を含むブロック共重合体を含み、
前記第2ブロックは、(メタ)アクリル酸エステル20〜98重量部由来の重合単位、架橋性官能基を提供できる化合物1〜40重量部由来の重合単位、および芳香族基を提供できる化合物1〜40重量部由来の重合単位を含み、
前記第1ブロックは、(メタ)アクリル酸エステル80〜99重量部由来の重合単位、および架橋性官能基を提供できる化合物1〜20重量部由来の重合単位を含み、
前記第1ブロックおよび第2ブロックそれぞれは、前記架橋性官能基を提供できる下記化学式1の化合物由来の重合単位を有し、
前記ブロック共重合体が多価メルカプタンを含まない、粘着組成物:
- 前記芳香族基を提供できる化合物は、芳香族基およびビニル基を含む、請求項1に記載の粘着組成物。
- 前記芳香族基を提供できる化合物は、下記化学式2で表示される、請求項2に記載の粘着組成物:
- 前記第2ブロックは、前記芳香族基を提供できる化合物1〜35重量部由来の重合単位を含む、請求項3に記載の粘着組成物。
- 前記第2ブロックは、炭素数が1〜3のアルキル(メタ)アクリレートを50重量部以下で含む、請求項1に記載の粘着組成物。
- 前記第1ブロックは、数平均分子量Mnが10,000〜250,000の範囲である、請求項1に記載の粘着組成物。
- 前記第1ブロックは、分子量分布が1.0〜3.0の範囲である、請求項6に記載の粘着組成物。
- 前記ブロック共重合体は、数平均分子量Mnが100,000〜500,000の範囲であり、分子量分布が2.0〜5.0の範囲である、請求項1に記載の粘着組成物。
- 前記ブロック共重合体は、ジブロック共重合体またはトリブロック共重合体である、請求項1に記載の粘着組成物。
- 前記第1ブロック5重量部〜50重量部および前記第2ブロック50重量部〜95重量部を含むジブロック共重合体である、請求項1に記載の粘着組成物。
- 前記第1ブロック10重量部〜30重量部および前記第2ブロック70重量部〜90重量部を含むジブロック共重合体である、請求項10に記載の粘着組成物。
- 前記ブロック共重合体100重量部に対して0.01〜20重量部の架橋剤をさらに含む、請求項1に記載の粘着組成物。
- 前記ブロック共重合体100重量部に対して0.01〜20重量部の帯電防止剤をさらに含む、請求項1に記載の粘着組成物。
- 光学フィルムと;前記光学フィルムの少なくとも一面上に形成され、請求項1〜13のいずれか一項に記載の粘着組成物から形成された粘着層と;を含む粘着型光学積層体。
- 偏光子を含む偏光板と;前記偏光板の少なくとも一面上に位置し、請求項1〜13のいずれか一項に記載の粘着組成物から形成された粘着層と;を有する粘着型偏光板。
- 液晶パネルと;前記液晶パネルの少なくとも一面上に位置し、請求項14に記載の粘着型光学積層体または請求項15に記載の粘着型偏光板を含むディスプレイ装置。
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