CN102947405B - 包含聚合表面改性的纳米粒子的压敏粘合剂 - Google Patents
包含聚合表面改性的纳米粒子的压敏粘合剂 Download PDFInfo
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- CN102947405B CN102947405B CN201180028788.1A CN201180028788A CN102947405B CN 102947405 B CN102947405 B CN 102947405B CN 201180028788 A CN201180028788 A CN 201180028788A CN 102947405 B CN102947405 B CN 102947405B
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- Prior art keywords
- pressure sensitive
- sensitive adhesive
- acrylate
- surface modifying
- carboxylic acid
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Classifications
-
- 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
-
- 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
- C09J133/08—Homopolymers or copolymers of acrylic acid esters
-
- 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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
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- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Adhesive Tapes (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US32596310P | 2010-04-20 | 2010-04-20 | |
| US61/325,963 | 2010-04-20 | ||
| PCT/US2011/033003 WO2011133518A1 (en) | 2010-04-20 | 2011-04-19 | Pressure sensitive adhesives containing polymeric surface-modified nanoparticles |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102947405A CN102947405A (zh) | 2013-02-27 |
| CN102947405B true CN102947405B (zh) | 2015-07-01 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201180028788.1A Expired - Fee Related CN102947405B (zh) | 2010-04-20 | 2011-04-19 | 包含聚合表面改性的纳米粒子的压敏粘合剂 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US9469793B2 (enExample) |
| EP (1) | EP2561028B1 (enExample) |
| JP (1) | JP5809241B2 (enExample) |
| KR (1) | KR20130058002A (enExample) |
| CN (1) | CN102947405B (enExample) |
| RU (1) | RU2558102C2 (enExample) |
| WO (1) | WO2011133518A1 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR102079583B1 (ko) * | 2012-02-28 | 2020-04-07 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 광학 커플링 층에 적합한 표면 개질된 고굴절률 나노입자를 포함하는 조성물 |
| KR101735380B1 (ko) | 2012-12-03 | 2017-05-15 | 한국전기연구원 | 나노입자 분산 모노머를 이용한 유무기 하이브리드 점착재료의 제조 방법 |
| KR101822700B1 (ko) * | 2014-12-23 | 2018-01-30 | 삼성에스디아이 주식회사 | 점착제 조성물, 이로부터 형성된 점착필름 및 이를 포함하는 디스플레이 부재 |
| DE102017218264A1 (de) | 2017-10-12 | 2019-04-18 | Tesa Se | Gefüllte Haftklebmasse |
| EP3814443A1 (en) * | 2018-06-28 | 2021-05-05 | Nouryon Chemicals International B.V. | Adhesive compositions |
| DE102019204344A1 (de) | 2019-03-28 | 2020-10-01 | Tesa Se | Wiederablösbarer Haftklebestreifen |
| CN113214763B (zh) * | 2020-01-21 | 2023-01-10 | 3M创新有限公司 | 压敏胶组合物和压敏胶带 |
| US20230079151A1 (en) * | 2021-09-09 | 2023-03-16 | Massachusetts Institute Of Technology | Compositions, articles, and methods involving pressure-sensitive adhesives comprising polymer-grafted particles |
| CA3245758A1 (en) * | 2022-04-15 | 2023-10-19 | Championx Llc | COMPOSITIONS AND PROCESSES FOR IMPROVING THE THERMAL AND BRINE STABILITY OF NANOPARTICLES |
| CN119731117A (zh) * | 2022-07-05 | 2025-03-28 | 索尼集团公司 | 多孔膜、制造多孔膜的方法以及结构 |
| US20240118489A1 (en) * | 2022-10-07 | 2024-04-11 | X-Celeprint Limited | Transfer-printed micro-optical components |
Family Cites Families (44)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2801185A (en) | 1952-05-16 | 1957-07-30 | Du Pont | Silica hydrosol powder |
| US3018262A (en) | 1957-05-01 | 1962-01-23 | Shell Oil Co | Curing polyepoxides with certain metal salts of inorganic acids |
| GB904177A (en) | 1960-07-16 | 1962-08-22 | Hans Joachim Zimmer | Improvements in or relating to the production of phenolic resin moulding compositions |
| US3298998A (en) | 1961-03-07 | 1967-01-17 | Eastman Kodak Co | Bisglycidyl ethers of bisphenols |
| FR1536946A (fr) | 1967-02-28 | 1968-09-02 | Rhodiaceta | Nouveaux composés bis maléamiques |
| FR1555564A (fr) | 1967-07-13 | 1969-01-31 | Rhone Poulenc Sa | Nouvelles résines thermostables dérivées de bis-imides d'acides dicarboxyliques non saturés |
| BE754723A (fr) | 1969-08-12 | 1971-02-11 | Rhone Poulenc Sa | Procede de preparation de |
| CH586731A5 (enExample) | 1973-11-05 | 1977-04-15 | Ciba Geigy Ag | |
| US4181752A (en) | 1974-09-03 | 1980-01-01 | Minnesota Mining And Manufacturing Company | Acrylic-type pressure sensitive adhesives by means of ultraviolet radiation curing |
| CH615935A5 (enExample) | 1975-06-19 | 1980-02-29 | Ciba Geigy Ag | |
| US4157360A (en) | 1978-04-26 | 1979-06-05 | Allied Chemical Corporation | Thermoformable compositions comprising a crosslinked polycyanurate polymer and a thermoplastic polymer |
| US4330590A (en) | 1980-02-14 | 1982-05-18 | Minnesota Mining And Manufacturing Company | Photoactive mixture of acrylic monomers and chromophore-substituted halomethyl-2-triazine |
| US4329384A (en) | 1980-02-14 | 1982-05-11 | Minnesota Mining And Manufacturing Company | Pressure-sensitive adhesive tape produced from photoactive mixture of acrylic monomers and polynuclear-chromophore-substituted halomethyl-2-triazine |
| US4379201A (en) | 1981-03-30 | 1983-04-05 | Minnesota Mining And Manufacturing Company | Multiacrylate cross-linking agents in pressure-sensitive photoadhesives |
| US4468497A (en) | 1981-03-30 | 1984-08-28 | Hitco | Elastomer modified bis-maleimide resin |
| US4522958A (en) * | 1983-09-06 | 1985-06-11 | Ppg Industries, Inc. | High-solids coating composition for improved rheology control containing chemically modified inorganic microparticles |
| JP3235864B2 (ja) * | 1992-03-28 | 2001-12-04 | 触媒化成工業株式会社 | 無機酸化物コロイド粒子 |
| JP3229174B2 (ja) | 1995-08-21 | 2001-11-12 | 日本アエロジル株式会社 | 表面改質金属酸化物微粉末およびその製造方法 |
| JP3796295B2 (ja) | 1996-07-12 | 2006-07-12 | 宇部日東化成株式会社 | 接着性粒子およびその製造方法 |
| US6883908B2 (en) | 2001-01-08 | 2005-04-26 | 3M Innovative Properties Company | Methods and compositions for ink jet printing of pressure sensitive adhesive patterns or films on a wide range of substrates |
| US6586483B2 (en) * | 2001-01-08 | 2003-07-01 | 3M Innovative Properties Company | Foam including surface-modified nanoparticles |
| US7514263B2 (en) | 2001-04-02 | 2009-04-07 | 3M Innovative Properties Company | Continuous process for the production of combinatorial libraries of materials |
| DE50209413D1 (de) | 2001-11-23 | 2007-03-22 | Murjahn Amphibolin Werke | Beschichtungsmasse enthaltend nanopartikel, verwendung der beschichtungsmasse und verfahren zur herstellung von beschichtungen |
| EP2045439B1 (en) | 2002-05-24 | 2010-07-21 | 3M Innovative Properties Company | Use of surface-modified nanoparticles for oil recovery |
| DE10247359A1 (de) * | 2002-10-10 | 2004-04-29 | Basf Coatings Ag | Nanopartikel, Verfahren zur Modifizierung ihrer Oberfläche, Dispersion der Nanopartikel, Verfahren zu ihrer Herstellung und ihre Verwendung |
| DE10259460A1 (de) | 2002-12-19 | 2004-07-01 | Tesa Ag | Transparente Acrylathaftklebemasse mit einem Füllstoff |
| US20060134362A1 (en) | 2004-12-17 | 2006-06-22 | 3M Innovative Properties Company | Optically clear pressure sensitive adhesive |
| AU2006211183B2 (en) | 2005-01-28 | 2009-10-22 | Saint-Gobain Abrasives, Inc. | Abrasive articles and methods for making same |
| US7767736B2 (en) | 2005-12-05 | 2010-08-03 | 3M Innovative Properties Company | Flame retardant polymer composition |
| US7531595B2 (en) * | 2006-03-08 | 2009-05-12 | 3M Innovative Properties Company | Pressure-sensitive adhesive containing silica nanoparticles |
| US7981949B2 (en) | 2006-05-23 | 2011-07-19 | 3M Innovative Properties Company | Curable hydrophilic compositions |
| US7491287B2 (en) * | 2006-06-09 | 2009-02-17 | 3M Innovative Properties Company | Bonding method with flowable adhesive composition |
| CN100584894C (zh) * | 2006-07-14 | 2010-01-27 | 浙江大学 | 一种用于紫外光固化胶粘剂中的纳米SiO2改性的方法 |
| US20080153963A1 (en) | 2006-12-22 | 2008-06-26 | 3M Innovative Properties Company | Method for making a dispersion |
| US7393901B1 (en) | 2007-02-16 | 2008-07-01 | 3M Innovative Properties Company | Acrylate adhesives containing silica nanoparticles crosslinked with polyfunctional aziridines |
| WO2009011278A1 (ja) | 2007-07-17 | 2009-01-22 | Mitsubishi Chemical Corporation | ポリカーボネート樹脂組成物及びその製造方法 |
| BRPI0909427A2 (pt) | 2008-03-28 | 2015-11-03 | 3M Innovative Proferties Company | resinas carregadas e método para a produção de resinas carregadas |
| JP2009263542A (ja) | 2008-04-25 | 2009-11-12 | Three M Innovative Properties Co | （メタ）アクリル系粘着性発泡体及びその製造方法 |
| GB0808685D0 (en) | 2008-05-14 | 2008-06-18 | Dow Corning | Anti-friction coating compositions |
| US20110077334A1 (en) | 2008-05-23 | 2011-03-31 | Showa Denko K.K. | Curable composition containing reactive (meth) acrylate polymer and cured products thereof |
| ES2690653T3 (es) | 2008-06-16 | 2018-11-21 | 3M Innovative Properties Company | Composiciones curables reforzadas |
| JP4524320B2 (ja) | 2008-08-11 | 2010-08-18 | 日東電工株式会社 | 粘着剤組成物、粘着剤層、および粘着剤シート |
| WO2010080459A1 (en) | 2008-12-19 | 2010-07-15 | 3M Innovative Properties Company | Nanocalcite composites |
| JP5690352B2 (ja) * | 2009-11-20 | 2015-03-25 | スリーエム イノベイティブ プロパティズ カンパニー | 表面修飾ナノ粒子が共有結合した導電性粒子を含む組成物及びその製造方法 |
-
2011
- 2011-04-19 WO PCT/US2011/033003 patent/WO2011133518A1/en not_active Ceased
- 2011-04-19 JP JP2013506227A patent/JP5809241B2/ja not_active Expired - Fee Related
- 2011-04-19 RU RU2012143825/05A patent/RU2558102C2/ru not_active IP Right Cessation
- 2011-04-19 CN CN201180028788.1A patent/CN102947405B/zh not_active Expired - Fee Related
- 2011-04-19 EP EP11718565.2A patent/EP2561028B1/en not_active Not-in-force
- 2011-04-19 KR KR1020127029902A patent/KR20130058002A/ko not_active Ceased
- 2011-04-19 US US13/634,366 patent/US9469793B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| WO2011133518A1 (en) | 2011-10-27 |
| RU2558102C2 (ru) | 2015-07-27 |
| US20130040069A1 (en) | 2013-02-14 |
| EP2561028B1 (en) | 2014-01-29 |
| US9469793B2 (en) | 2016-10-18 |
| RU2012143825A (ru) | 2014-05-27 |
| JP5809241B2 (ja) | 2015-11-10 |
| JP2013527871A (ja) | 2013-07-04 |
| EP2561028A1 (en) | 2013-02-27 |
| CN102947405A (zh) | 2013-02-27 |
| KR20130058002A (ko) | 2013-06-03 |
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