JP6948459B2 - 接着剤組成物、これを用いて形成された接着剤層を含む偏光板 - Google Patents
接着剤組成物、これを用いて形成された接着剤層を含む偏光板 Download PDFInfo
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- JP6948459B2 JP6948459B2 JP2020513600A JP2020513600A JP6948459B2 JP 6948459 B2 JP6948459 B2 JP 6948459B2 JP 2020513600 A JP2020513600 A JP 2020513600A JP 2020513600 A JP2020513600 A JP 2020513600A JP 6948459 B2 JP6948459 B2 JP 6948459B2
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- 230000001070 adhesive effect Effects 0.000 title claims description 98
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- -1 acrylic compound Chemical class 0.000 claims description 37
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- 125000002723 alicyclic group Chemical group 0.000 claims description 15
- 125000003118 aryl group Chemical group 0.000 claims description 14
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- FNYWFRSQRHGKJT-UHFFFAOYSA-N 3-ethyl-3-[(3-ethyloxetan-3-yl)methoxymethyl]oxetane Chemical compound C1OCC1(CC)COCC1(CC)COC1 FNYWFRSQRHGKJT-UHFFFAOYSA-N 0.000 claims description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 12
- 125000001931 aliphatic group Chemical group 0.000 claims description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 10
- IWTLQAPGRUQGKD-UHFFFAOYSA-N 3-ethyl-3-(2-ethylhexoxy)-2-methyloxetane Chemical compound C(C)C1(C(OC1)C)OCC(CCCC)CC IWTLQAPGRUQGKD-UHFFFAOYSA-N 0.000 claims description 8
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 6
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 claims description 6
- INQDDHNZXOAFFD-UHFFFAOYSA-N 2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOC(=O)C=C INQDDHNZXOAFFD-UHFFFAOYSA-N 0.000 claims description 4
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 claims description 3
- YQMXOIAIYXXXEE-UHFFFAOYSA-N 1-benzylpyrrolidin-3-ol Chemical compound C1C(O)CCN1CC1=CC=CC=C1 YQMXOIAIYXXXEE-UHFFFAOYSA-N 0.000 claims description 3
- BBBUAWSVILPJLL-UHFFFAOYSA-N 2-(2-ethylhexoxymethyl)oxirane Chemical compound CCCCC(CC)COCC1CO1 BBBUAWSVILPJLL-UHFFFAOYSA-N 0.000 claims description 3
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- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 claims description 2
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- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 claims description 2
- PGDIJTMOHORACQ-UHFFFAOYSA-N 9-prop-2-enoyloxynonyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCCCCOC(=O)C=C PGDIJTMOHORACQ-UHFFFAOYSA-N 0.000 claims description 2
- VEBCLRKUSAGCDF-UHFFFAOYSA-N ac1mi23b Chemical compound C1C2C3C(COC(=O)C=C)CCC3C1C(COC(=O)C=C)C2 VEBCLRKUSAGCDF-UHFFFAOYSA-N 0.000 claims description 2
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 2
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- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims 3
- KFUSXMDYOPXKKT-VIFPVBQESA-N (2s)-2-[(2-methylphenoxy)methyl]oxirane Chemical compound CC1=CC=CC=C1OC[C@H]1OC1 KFUSXMDYOPXKKT-VIFPVBQESA-N 0.000 claims 1
- AAWINMXGBBFQRZ-UHFFFAOYSA-N 3-hydroxy-2,2-dimethylpropanoic acid;(3-hydroxy-2,2-dimethylpropyl) prop-2-enoate Chemical compound OCC(C)(C)C(O)=O.OCC(C)(C)COC(=O)C=C AAWINMXGBBFQRZ-UHFFFAOYSA-N 0.000 claims 1
- OECTYKWYRCHAKR-UHFFFAOYSA-N 4-vinylcyclohexene dioxide Chemical compound C1OC1C1CC2OC2CC1 OECTYKWYRCHAKR-UHFFFAOYSA-N 0.000 claims 1
- BQQUFAMSJAKLNB-UHFFFAOYSA-N dicyclopentadiene diepoxide Chemical compound C12C(C3OC33)CC3C2CC2C1O2 BQQUFAMSJAKLNB-UHFFFAOYSA-N 0.000 claims 1
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- 125000003700 epoxy group Chemical group 0.000 description 6
- 229920002284 Cellulose triacetate Polymers 0.000 description 5
- 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 5
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
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- 150000003839 salts Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
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- G02B5/00—Optical elements other than lenses
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- B32B2457/202—LCD, i.e. liquid crystal displays
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- B32B2457/00—Electrical equipment
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Description
下記表1に記載の重量%で接着剤組成物を製造した。
− CHDMDGE:1,4−シクロヘキサンジメタノールジグリシジルエーテル
− BPF:ビスフェノールFジグリシジルエーテル
− OXT221:3,3’−オキシビス(メチレン)ビス(3−エチルオキセタン)
− OXT101:3−エチル−3−ヒドロキシメチルオキセタン
− OXT212:3−エチル−3−(2−エチルヘキシルオキシ)メチルオキセタン
− DPGDA:ジプロピレングリコールジアクリレート
偏光子と高分子フィルムとの剥離力を測定した。剥離実験は、幅20mm、長さ100mmの偏光板を用いて、速度300mm/min、90゜剥離時の剥離力を測定した。剥離力が2N/2cm を超える場合を優秀、1N/2cm〜2N/2cmの場合を良好、1N/2cm未満の場合を悪いと表示した。
ACR UP:PVAフィルムを固定し、アクリルフィルムを剥がす場合
偏光板をガラス基板にラミネーション(glass lamination)した後に、60℃の恒温槽に浸漬させた。24時間経過後、偏光子と高分子フィルムとの剥離力を測定した。測定方法は、偏光板の剥離力評価と同一である。
偏光板をガラス基板にラミネーション(glass lamination)し、これを−40℃で30分間放置した後、これを再び70℃で30分間放置することを100回繰り返し行った。その後、偏光板の外観の変形の有無を肉眼で評価した。偏光板の外観において端部にのみ2mm以下のクラックの発生がある場合を優秀、端部以外の5mm以上の短い線状のクラックのみ確認される場合を良好、偏光板の全面に多数のクラックが発生した場合を悪いと表示した。
下記表2に記載の重量%で接着剤組成物を製造した。
下記表3に記載の重量%で接着剤組成物を製造した。
− PGE:フェニルグリシジルエーテル
− t−BPGE:4−tert−ブチルフェニルグリシジルエーテル
2、4、5:接着剤層
3、6、7:保護フィルム
Claims (11)
- 3−エチル−3−(2−エチルヘキシルオキシ)メチルオキセタン、3−エチル−3−ヒドロキシメチルオキセタン、3,3’−オキシビス(メチレン)ビス(3−エチルオキセタン)、アクリル系化合物、芳香族エポキシ化合物、および脂環式エポキシ化合物を含む接着剤組成物において、
前記接着剤組成物全体100重量部に対して、前記3−エチル−3−(2−エチルヘキシルオキシ)メチルオキセタンは20〜40重量部であり、前記3−エチル−3−ヒドロキシメチルオキセタンは2〜8重量部であり、前記3,3’−オキシビス(メチレン)ビス(3−エチルオキセタン)は2〜8重量部であり、前記アクリル系化合物は5〜20重量部であり、前記芳香族エポキシ化合物は7〜40重量部であり、脂環式エポキシ化合物は10〜50重量部含まれるものである、接着剤組成物。 - 前記芳香族エポキシ化合物は、ノボラック系エポキシ、ビスフェノールA系エポキシ、ビスフェノールF系エポキシ、臭素化ビスフェノール系エポキシ、フェニルグリシジルエーテル、o−クレシル(Cresyl)グリシジルエーテル、およびノニルフェニルグリシジルエーテルからなる群より選択された1種以上である、請求項1に記載の接着剤組成物。
- 前記接着剤組成物は、脂肪族エポキシ化合物をさらに含むものである、請求項1又は2に記載の接着剤組成物。
- 前記脂肪族エポキシ化合物は、1,4−シクロヘキサンジメタノールジグリシジルエーテル、1,4−ブタンジオールジグリシジルエーテル、1,6−ヘキサンジオールジグリシジルエーテル、ネオペンチルジグリシジルエーテル、レゾルシノールジグリシジルエーテル、ジエチレングリコールジグリシジルエーテル、エチレングリコールジグリシジルエーテル、トリメチロールプロパントリグリシジルエーテル、n−ブチルグリシジルエーテル、および2−エチルヘキシルグリシジルエーテルからなる群より選択された1種以上である、請求項3に記載の接着剤組成物。
- 前記接着剤組成物全体100重量部に対して、前記脂肪族エポキシ化合物は1〜30重量部含まれるものである、請求項3又は4に記載の接着剤組成物。
- 前記脂環式エポキシ化合物は、3’,4’−エポキシシクロヘキシルメチル−3,4−エポキシシクロヘキサンカルボキシレート、ビニルシクロヘキセンジオキシド、ジシクロペンタジエンジオキシド、およびビスエポキシシクロペンチルエーテルからなる群より選択された1種以上である、請求項1〜5のいずれか1項に記載の接着剤組成物。
- 前記アクリル系化合物は、トリシクロデカンジメタノールジアクリレート、ヘキサンジオールジアクリレート、トリプロピレングリコールジアクリレート、ジプロピレングリコールジアクリレート、ブタンジオールジアクリレート、ヒドロキシピバレートネオペンチルグリコールアクリレート、トリエチレングリコールジアクリレート、および1,9−ノナンジオールジアクリレートからなる群より選択される1つ以上の化合物を含むものである、請求項1〜6のいずれか1項に記載の接着剤組成物。
- 偏光子と、前記偏光子の少なくとも一面に備えられ、請求項1〜7のいずれか1項に記載の接着剤組成物を用いて形成された接着剤層と、
前記接着剤層上の少なくとも一面に備えられた保護フィルムとを含む偏光板。 - 前記接着剤層の厚さは、0μm超過〜20μm以下である、請求項8に記載の偏光板。
- 前記保護フィルムは、アクリル系フィルムである、請求項8又は9に記載の偏光板。
- 表示パネルと、
前記表示パネルの一面または両面に備えられた請求項8〜10のいずれか1項に記載の偏光板とを含む画像表示装置。
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JP3894537B2 (ja) | 2001-10-11 | 2007-03-22 | 日東電工株式会社 | 反り応力の測定方法およびそれを用いた偏光板の製造方法 |
JP5296575B2 (ja) * | 2009-03-06 | 2013-09-25 | 住友化学株式会社 | 光硬化性接着剤組成物、偏光板とその製造法、光学部材及び液晶表示装置 |
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KR102124232B1 (ko) | 2016-07-29 | 2020-06-17 | 주식회사 엘지화학 | 접착제 조성물, 이를 이용하여 형성된 접착제층을 포함하는 보호필름 및 편광판, 및 이를 포함하는 화상표시장치 |
KR102181849B1 (ko) * | 2017-09-22 | 2020-11-23 | 주식회사 엘지화학 | 접착제 조성물, 이를 이용하여 형성된 접착제층을 포함하는 편광판 |
KR102172568B1 (ko) * | 2017-09-22 | 2020-11-02 | 주식회사 엘지화학 | 접착제 조성물 및 이를 이용하여 형성된 접착제층을 포함하는 편광판 |
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