JP6057600B2 - 粘着剤、粘着剤層、および粘着シート - Google Patents
粘着剤、粘着剤層、および粘着シート Download PDFInfo
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- JP6057600B2 JP6057600B2 JP2012177154A JP2012177154A JP6057600B2 JP 6057600 B2 JP6057600 B2 JP 6057600B2 JP 2012177154 A JP2012177154 A JP 2012177154A JP 2012177154 A JP2012177154 A JP 2012177154A JP 6057600 B2 JP6057600 B2 JP 6057600B2
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- Prior art keywords
- meth
- acrylate
- pressure
- sensitive adhesive
- adhesive layer
- Prior art date
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Images
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
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- 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
- C09J133/062—Copolymers with monomers not covered by C09J133/06
- C09J133/066—Copolymers with monomers not covered by C09J133/06 containing -OH groups
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- 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
- C09J133/08—Homopolymers or copolymers of acrylic acid esters
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- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
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- Y10T428/00—Stock material or miscellaneous articles
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- Y10T428/2852—Adhesive compositions
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- Y10T428/2891—Adhesive compositions including addition polymer from unsaturated monomer including addition polymer from alpha-beta unsaturated carboxylic acid [e.g., acrylic acid, methacrylic acid, etc.] Or derivative thereof
Description
本発明の粘着剤は、炭素数4〜18のアルキル基をエステル末端に有するアルキル(メタ)アクリレート40〜82重量%および水酸基含有モノマー18〜35重量%を含むモノマー成分を重合することにより得られた(メタ)アクリル系ポリマーを含むことを特徴とする。なお、アルキル(メタ)アクリレートはアルキルアクリレートおよび/またはアルキル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。
得られた(メタ)アクリル系ポリマーの重量平均分子量は、ゲル・パーミエーション・クロマトグラフィー(GPC)により測定した。サンプルは、試料をテトラヒドロフランに溶解して0.1重量%の溶液とし、これを一晩静置した後、0.45μmのメンブレンフィルターで濾過した濾液を用いた。
分析装置:HLC−8120GPC(東ソー(株)製)
カラム:東ソー(株)製
(メタ)アクリル系ポリマー:G7000HXL+GMHXL+GMHXL
カラムサイズ:各7.8mmφ×30cm 計90cm
溶離液:テトラヒドロフラン(濃度0.1重量%)
流量:0.8ml/min
入口圧:1.6MPa
検出器:示差屈折計(RI)
カラム温度:40℃
注入量:100μl
標準試料:ポリスチレン
本発明の粘着剤層は、前記粘着剤から形成される。粘着剤層の厚さは、特に制限されず例えば、1〜400μm程度である。また、前記粘着剤層の厚さは、粘着剤に用いる(メタ)アクリル系ポリマーの製造方法によって、適宜に好ましい範囲を設置することができる。例えば、溶液重合等により(メタ)アクリル系ポリマーを製造する場合には、前記粘着剤層の厚さは、1〜100μmが好ましく、2〜50μmがより好ましく、2〜40μmがさらに好ましく、5〜35μmが特に好ましい。また、放射線重合等により、(メタ)アクリル系ポリマーを製造する場合には、前記粘着剤層の厚さは、50〜400μmが好ましく、75〜300μmがより好ましく、100〜200μmがさらに好ましい。
(UV重合に用いるモノマー成分の調製)
2−エチルヘキシルアクリレート(2EHA)61重量部、N−ビニル−2−ピロリドン(NVP)14重量部、2種の光重合開始剤(商品名:イルガキュア184、BASF社製)0.05重量部および光重合開始剤(商品名:イルガキュア651、BASF社製)0.05重量部を4つ口フラスコに投入してモノマー混合物を調製した。次いで、前記モノマー混合物を窒素雰囲気下で紫外線に曝露して部分的に光重合させることによって、重合率約10重量%の部分重合物(アクリル系ポリマーシロップ)を得た。
次いで、上記で調整したモノマー成分を、片面をシリコーンで剥離処理した厚み38μmのポリエステルフィルム(商品名:ダイアホイルMRF、三菱樹脂(株)製)の剥離処理面に、最終的な厚みが100μmになるように塗布して塗布層を形成した。次いで、塗布されたモノマー成分の表面に、片面をシリコーンで剥離処理した厚み38μmのポリエステルフィルム(商品名:ダイアホイルMRE、三菱樹脂(株)製)を、当該フィルムの剥離処理面が塗布層側になるようにして被覆した。これにより、モノマー成分の塗布層を酸素から遮断した。このようにして得られた塗布層を有するシートにケミカルライトランプ((株)東芝製))を用いて照度5mW/cm2(約350nmに最大感度をもつトプコンUVR−T1で測定)の紫外線を360秒間照射して、塗布層を硬化させて粘着剤層を形成し、粘着シートを作製した。粘着剤層の両面に被覆されたポリエステルフィルムは、剥離ライナーとして機能する。
用いたモノマーの種類とその配合量を表1〜3に示すように変えた以外は、実施例1と同様の操作を行い、粘着シートを作製した。
用いたモノマーの種類とその配合量を表1〜3に示すように変え、かつ、アクリル系ポリマーシロップに以下の手順により製造したアクリルオリゴマーを添加した以外は、実施例1と同様の操作を行い、粘着シートを作製した。
モノマー成分としてメチルメタクリレート(MMA、三菱瓦斯化学(株)製)60重量部、ジシクロペンタニルメタクリレート(DCPMA、日立化成工業(株)製)40重量部、連鎖移動剤としてα−チオグリセロール(東京化成工業(株)製)30重量部、重合開始剤として2,2´−アゾビスイソブチロニトリル(AIBN、キシダ化学(株)製)0.2重量部、および重合溶媒として酢酸エチル60重量部を、セパラブルフラスコに投入し、窒素ガスを導入しながら1時間攪拌した。
粘着シートにおける粘着剤層から所定量(最初の重量W1)を取り出し、酢酸エチル溶液に浸漬して、室温で1週間放置した後、不溶分を取り出し、乾燥させた重量(W2)を測定し、下記のように求めた。
実施例および比較例で作製した100μmの粘着剤層をヘイズ0.1%の無アルカリガラスの片面に、得られた粘着剤層を貼り付け、ヘイズメーター(MR−100、村上色彩技術研究所製)により、ヘイズを測定した。ヘイズメーターによる測定にあたり、粘着シートが光源側になるように配置した。ヘイズ値は、無アルカリガラスのヘイズ値が0.1%であるため、測定値から0.1%を引いた値を粘着シートのヘイズ値とした。
(皮脂液の調整)
トリグリセリド(商品名:Lexol GT−865、INOLEX製)41重量部、イソステアリン酸(和光純薬工業(株)製)16.4重量部、スクアレン(和光純薬工業(株)製)12重量部を均一に混合し、皮脂液を作製した。
(皮脂膨潤度の測定)
実施例および比較例で得られた粘着シートを3cm×3cmに切りだしたものを、PETの片面に貼り付け、もう片方の粘着剤面をアルカリガラスの片面に貼り付けて得られた試験片を前記で調製された皮脂液に、50℃、95%RHの条件下120時間浸漬させ、膨潤後の面積(cm2)を測定した。皮脂膨潤度を以下の方法により求めた。
2EHA:2−エチルヘキシルアクリレート(東亜合成(株)製)
BA:ブチルアクリレート(東亜合成(株)製)
LA:ラウリルアクリレート(共栄社化学(株)製)
NVP:N−ビニル−2−ピロリドン((株)日本触媒製)
CHA:シクロヘキシルアクリレート(大阪有機化学工業(株)製)
IBXA:イソボルニルアクリレート(大阪有機化学工業(株)製)
HEA:2−ヒドロキシエチルアクリレート(東亜合成(株)製)
HBA:4−ヒドロキシブチルアクリレート(大阪有機化学工業(株)製)
HDDA:1,6−ヘキサンジオールジアクリレート
DPHA:ジペンタエリスリトールヘキサアクリレート
11 装飾パネル
12 粘着剤層または粘着シート
13 ITOフィルム
14 ハードコートフィルム
Claims (12)
- 水酸基含有モノマーが、炭素数2〜6のヒドロキシアルキル基を有するヒドロキシアルキル(メタ)アクリレートであることを特徴とする請求項1に記載の粘着剤層。
- 水酸基含有モノマーが、2−ヒドロキシエチル(メタ)アクリレートおよび/または4−ヒドロキシブチル(メタ)アクリレートであることを特徴とする請求項2に記載の粘着剤層。
- 炭素数4〜18のアルキル基をエステル末端に有するアルキル(メタ)アクリレートが、2−エチルヘキシル(メタ)アクリレート、またはブチル(メタ)アクリレートであることを特徴とする請求項1〜3のいずれか1項に記載の粘着剤層。
- モノマー成分が、さらに、環状窒素含有モノマーを含むことを特徴とする請求項1〜4のいずれか1項に記載の粘着剤層。
- モノマー成分が、環状窒素含有モノマーを含まないことを特徴とする請求項1〜4のいずれか1項に記載の粘着剤層。
- モノマー成分が、さらに、多官能性モノマーを3重量%以下含むことを特徴とする請求項1〜6のいずれか1項に記載の粘着剤層。
- 粘着剤層の厚さが100μmの場合のヘイズが、2%以下であることを特徴とする請求項1〜7のいずれか1項に記載の粘着剤層。
- 皮脂膨潤度が1.2未満であることを特徴とする請求項1〜8のいずれか1項に記載の粘着剤層。
- 光学部材に用いられることを特徴とする請求項1〜9のいずれか1項に記載の粘着剤層。
- 支持体の少なくとも片側に、請求項1〜10のいずれか1項に記載の粘着剤層が形成されていることを特徴とする粘着シート。
- 支持体が光学部材であり、粘着シートが、光学部材の少なくとも片側に粘着剤層を有する粘着型光学部材であることを特徴とする請求項11に記載の粘着シート。
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
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JP2012177154A JP6057600B2 (ja) | 2012-08-09 | 2012-08-09 | 粘着剤、粘着剤層、および粘着シート |
CN201310326035.XA CN103571403B (zh) | 2012-08-09 | 2013-07-30 | 粘合剂、粘合剂层以及粘合片 |
KR1020130093561A KR102092971B1 (ko) | 2012-08-09 | 2013-08-07 | 점착제, 점착제층 및 점착 시트 |
US13/962,474 US20140044961A1 (en) | 2012-08-09 | 2013-08-08 | Pressure-sensitive adhesive, pressure-sensitive adhesive layer, and pressure-sensitive adhesive sheet |
TW102128766A TW201410817A (zh) | 2012-08-09 | 2013-08-09 | 黏著劑、黏著劑層及黏著片材 |
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JP2012177154A JP6057600B2 (ja) | 2012-08-09 | 2012-08-09 | 粘着剤、粘着剤層、および粘着シート |
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JP6057600B2 true JP6057600B2 (ja) | 2017-01-11 |
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JP (1) | JP6057600B2 (ja) |
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US9905451B2 (en) | 2014-03-03 | 2018-02-27 | Lintec Corporation | Sheet for semiconductor-related-member processing and method of manufacturing chips using the sheet |
US9976065B2 (en) | 2014-06-06 | 2018-05-22 | 3M Innovative Properties Company | Polyurethane laminating adhesive composition |
JP6513347B2 (ja) * | 2014-07-07 | 2019-05-15 | 日東電工株式会社 | 粘着シート |
KR102347913B1 (ko) | 2014-09-18 | 2022-01-06 | 미쯔비시 케미컬 주식회사 | 광가교성 투명 점착재, 투명 점착재 적층체 및 광학 장치 구성용 적층체 |
EP3106498B1 (en) | 2015-06-16 | 2021-08-11 | Nitto Denko Corporation | Pressure-sensitive adhesive composition |
US10836932B2 (en) | 2015-11-27 | 2020-11-17 | Nitto Denko Corporation | Pressure-sensitive adhesive sheet and release film-supported pressure-sensitive adhesive sheet |
JP6829960B2 (ja) * | 2015-11-27 | 2021-02-17 | 日東電工株式会社 | 粘着シートおよび剥離フィルム付き粘着シート |
KR101863049B1 (ko) * | 2016-11-09 | 2018-06-01 | 황진상 | 디스플레이 접착제용 불소화 수지 조성물 및 이를 이용한 이방 전도성 접착 필름 |
CN111163938B (zh) | 2017-10-12 | 2022-09-09 | 艾利丹尼森公司 | 低放气清洁胶黏剂 |
KR20200088465A (ko) * | 2017-11-29 | 2020-07-22 | 닛토덴코 가부시키가이샤 | 디스플레이 장치에서 사용하기 위한 스쿠아릴륨 화합물 |
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TWI486415B (zh) * | 2009-09-29 | 2015-06-01 | Lintec Corp | 黏著劑及黏著片 |
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JP5690241B2 (ja) * | 2011-08-01 | 2015-03-25 | 日本カーバイド工業株式会社 | 粘着剤組成物、粘着シート、及び光学用積層シート |
JP5945393B2 (ja) * | 2011-09-30 | 2016-07-05 | 日東電工株式会社 | 粘着シート |
JP6022884B2 (ja) * | 2011-10-14 | 2016-11-09 | 日東電工株式会社 | 両面粘着テープ |
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JP2014034655A (ja) | 2014-02-24 |
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