JPWO2011158839A1 - 硬化性樹脂組成物ならびにこれを用いた積層体およびその製造方法 - Google Patents
硬化性樹脂組成物ならびにこれを用いた積層体およびその製造方法 Download PDFInfo
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- JPWO2011158839A1 JPWO2011158839A1 JP2012520460A JP2012520460A JPWO2011158839A1 JP WO2011158839 A1 JPWO2011158839 A1 JP WO2011158839A1 JP 2012520460 A JP2012520460 A JP 2012520460A JP 2012520460 A JP2012520460 A JP 2012520460A JP WO2011158839 A1 JPWO2011158839 A1 JP WO2011158839A1
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- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
Images
Classifications
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- 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
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
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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
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
- C08F290/067—Polyurethanes; Polyureas
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
- B32B7/04—Interconnection of layers
- B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
- C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
-
- 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
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JP2010137531 | 2010-06-16 | ||
JP2010137531 | 2010-06-16 | ||
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JP2013121215A Division JP5652506B2 (ja) | 2010-06-16 | 2013-06-07 | 積層体 |
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JP2013121215A Active JP5652506B2 (ja) | 2010-06-16 | 2013-06-07 | 積層体 |
JP2014235938A Expired - Fee Related JP5867571B2 (ja) | 2010-06-16 | 2014-11-20 | 樹脂層および表示装置 |
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JP2013121215A Active JP5652506B2 (ja) | 2010-06-16 | 2013-06-07 | 積層体 |
JP2014235938A Expired - Fee Related JP5867571B2 (ja) | 2010-06-16 | 2014-11-20 | 樹脂層および表示装置 |
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KR (2) | KR20170102063A (ko) |
CN (2) | CN105504187A (ko) |
TW (1) | TWI549821B (ko) |
WO (1) | WO2011158839A1 (ko) |
Families Citing this family (18)
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JP5765307B2 (ja) * | 2012-09-06 | 2015-08-19 | トヨタ自動車株式会社 | 燃料電池の製造方法 |
JPWO2014104231A1 (ja) * | 2012-12-28 | 2017-01-19 | 旭硝子株式会社 | 粘着層付き透明面材、積層体、表示装置、およびそれらの製造方法 |
JP6024505B2 (ja) * | 2013-02-18 | 2016-11-16 | 旭硝子株式会社 | 硬化性樹脂組成物、粘着層付き透明面材および積層体 |
JP2014156566A (ja) * | 2013-02-18 | 2014-08-28 | Asahi Glass Co Ltd | 硬化性樹脂組成物、積層体の製造方法、および表示装置 |
WO2014185366A1 (ja) | 2013-05-17 | 2014-11-20 | 旭硝子株式会社 | 硬化性樹脂組成物、およびそれを用いた積層体とその製造方法 |
JP6754933B2 (ja) * | 2014-04-09 | 2020-09-16 | 協立化学産業株式会社 | フレキシブル液晶パネルに適応可能な液晶シール剤 |
WO2015159957A1 (ja) * | 2014-04-17 | 2015-10-22 | 旭硝子株式会社 | 粘着層付き透明面材、表示装置およびそれらの製造方法、ならびに粘着シート |
DE112015004049T5 (de) * | 2014-09-05 | 2017-06-14 | Asahi Glass Company, Limited | Mit einer Haftmittelschicht versehene transparente Platte und Haftmittelschicht |
CN107250303A (zh) * | 2015-02-24 | 2017-10-13 | 旭硝子株式会社 | 粘接膜、带粘接层的透明面材、以及显示装置 |
JP2016169335A (ja) * | 2015-03-13 | 2016-09-23 | 旭硝子株式会社 | 硬化性組成物、硬化物、積層体および画像表示装置 |
CN107532044B (zh) | 2015-05-08 | 2020-12-22 | 阪东化学株式会社 | 光学透明粘着片、光学透明粘着片的制造方法、层叠体及带触摸屏的显示装置 |
JP6730006B2 (ja) * | 2015-05-21 | 2020-07-29 | 株式会社きもと | 光学機器用遮光部材、及びその製造方法 |
CN110588347B (zh) * | 2015-06-05 | 2022-12-30 | Agc株式会社 | 车载显示装置 |
JP6163272B1 (ja) | 2015-09-29 | 2017-07-12 | バンドー化学株式会社 | 光学透明粘着シート、積層体、積層体の製造方法、及び、タッチパネル付き表示装置 |
EP3382517A4 (en) * | 2015-11-26 | 2019-08-07 | Bando Chemical Industries, Ltd. | OPTICAL TRANSPARENT ADHESIVE FOIL, METHOD FOR PRODUCING AN OPTICAL TRANSPARENT ADHESIVE FOIL, LAMINATED BODY AND DISPLAY DEVICE WITH A TOUCH PANEL |
EP3412740B1 (en) * | 2016-02-02 | 2023-07-12 | Bando Chemical Industries, Ltd. | Optical transparent adhesive sheet, optical transparent adhesive sheet production method, laminate, and touch panel-equipped display device |
JPWO2018056142A1 (ja) * | 2016-09-23 | 2019-07-04 | 石原ケミカル株式会社 | 太陽電池セルの製造方法 |
JP7160864B2 (ja) | 2020-07-15 | 2022-10-25 | フタバ産業株式会社 | 抵抗スポット溶接方法及び抵抗スポット溶接装置 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001519844A (ja) * | 1997-04-08 | 2001-10-23 | デー エス エム エヌ.ヴェー. | 硬化後に高い伸びおよび高い強靱性を有する放射線硬化性結合剤組成物 |
WO2009016943A1 (ja) * | 2007-07-30 | 2009-02-05 | Asahi Glass Company, Limited | 硬化性樹脂組成物ならびにこれを用いた透明積層体およびその製造方法 |
JP2009046620A (ja) * | 2007-08-22 | 2009-03-05 | Mitsubishi Plastics Inc | 粘着シート |
JP2009091434A (ja) * | 2007-10-05 | 2009-04-30 | Sekisui Chem Co Ltd | 中間膜用重合性組成物、中間膜及び透明積層体 |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS58138766A (ja) * | 1982-02-10 | 1983-08-17 | Nippon Synthetic Chem Ind Co Ltd:The | ガラス用の光硬化型接着剤組成物 |
JPH083266A (ja) * | 1994-06-27 | 1996-01-09 | Japan Energy Corp | 光硬化性樹脂組成物 |
JP4995403B2 (ja) * | 2002-05-02 | 2012-08-08 | スリーエム イノベイティブ プロパティズ カンパニー | アクリル系熱伝導性組成物形成用組成物、熱伝導性シート並びにその製造方法 |
JP4493600B2 (ja) * | 2004-01-27 | 2010-06-30 | 旭化成イーマテリアルズ株式会社 | レーザー彫刻可能な印刷基材の製造方法 |
JP4741257B2 (ja) * | 2004-03-04 | 2011-08-03 | ノーテープ工業株式会社 | 紫外線硬化型液状粘着剤組成物 |
JP5680813B2 (ja) * | 2006-10-31 | 2015-03-04 | 日立化成株式会社 | 画像表示用装置のための光学フィルター及び画像表示用装置 |
JP5110602B2 (ja) * | 2006-12-28 | 2012-12-26 | 旭硝子株式会社 | 透明積層体及びその製造方法 |
JP5298605B2 (ja) * | 2007-04-03 | 2013-09-25 | デクセリアルズ株式会社 | 画像表示装置の製造方法 |
CN103399424B (zh) * | 2007-04-04 | 2017-04-26 | 迪睿合电子材料有限公司 | 图像显示装置的制造方法 |
JP5343391B2 (ja) * | 2007-07-17 | 2013-11-13 | デクセリアルズ株式会社 | 樹脂組成物及び画像表示装置 |
JP5197111B2 (ja) * | 2008-04-04 | 2013-05-15 | スリーエム イノベイティブ プロパティズ カンパニー | 制振材組成物およびこれを用いた制振構造体 |
JP2010097070A (ja) * | 2008-10-17 | 2010-04-30 | Nitto Denko Corp | フラットパネルディスプレイ用透明粘着シート及びフラットパネルディスプレイ |
TWI481634B (zh) * | 2009-05-20 | 2015-04-21 | Asahi Glass Co Ltd | A hardened resin composition, a transparent laminate, and a method for producing the same |
-
2011
- 2011-06-14 KR KR1020177023992A patent/KR20170102063A/ko not_active Application Discontinuation
- 2011-06-14 CN CN201510950101.XA patent/CN105504187A/zh active Pending
- 2011-06-14 CN CN201180029175.XA patent/CN102958945B/zh active Active
- 2011-06-14 KR KR1020127032466A patent/KR101819770B1/ko active IP Right Grant
- 2011-06-14 JP JP2012520460A patent/JPWO2011158839A1/ja not_active Withdrawn
- 2011-06-14 WO PCT/JP2011/063613 patent/WO2011158839A1/ja active Application Filing
- 2011-06-16 TW TW100121056A patent/TWI549821B/zh not_active IP Right Cessation
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2013
- 2013-06-07 JP JP2013121215A patent/JP5652506B2/ja active Active
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2014
- 2014-11-20 JP JP2014235938A patent/JP5867571B2/ja not_active Expired - Fee Related
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001519844A (ja) * | 1997-04-08 | 2001-10-23 | デー エス エム エヌ.ヴェー. | 硬化後に高い伸びおよび高い強靱性を有する放射線硬化性結合剤組成物 |
WO2009016943A1 (ja) * | 2007-07-30 | 2009-02-05 | Asahi Glass Company, Limited | 硬化性樹脂組成物ならびにこれを用いた透明積層体およびその製造方法 |
JP2009046620A (ja) * | 2007-08-22 | 2009-03-05 | Mitsubishi Plastics Inc | 粘着シート |
JP2009091434A (ja) * | 2007-10-05 | 2009-04-30 | Sekisui Chem Co Ltd | 中間膜用重合性組成物、中間膜及び透明積層体 |
Also Published As
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WO2011158839A1 (ja) | 2011-12-22 |
KR20130088030A (ko) | 2013-08-07 |
CN105504187A (zh) | 2016-04-20 |
JP5652506B2 (ja) | 2015-01-14 |
JP2013212694A (ja) | 2013-10-17 |
TW201206701A (en) | 2012-02-16 |
CN102958945A (zh) | 2013-03-06 |
KR20170102063A (ko) | 2017-09-06 |
JP5867571B2 (ja) | 2016-02-24 |
TWI549821B (zh) | 2016-09-21 |
CN102958945B (zh) | 2016-06-01 |
KR101819770B1 (ko) | 2018-01-17 |
JP2015083381A (ja) | 2015-04-30 |
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