CN101627063B - 适用于微结构化光学膜的三苯基单体 - Google Patents
适用于微结构化光学膜的三苯基单体 Download PDFInfo
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- CN101627063B CN101627063B CN2008800076291A CN200880007629A CN101627063B CN 101627063 B CN101627063 B CN 101627063B CN 2008800076291 A CN2008800076291 A CN 2008800076291A CN 200880007629 A CN200880007629 A CN 200880007629A CN 101627063 B CN101627063 B CN 101627063B
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- methyl
- blooming
- triphenyl
- propenoate
- monomers
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- 239000000178 monomer Substances 0.000 title claims abstract description 139
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- 239000012788 optical film Substances 0.000 title abstract description 12
- 239000011342 resin composition Substances 0.000 claims abstract description 46
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 11
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 103
- 239000002105 nanoparticle Substances 0.000 claims description 37
- -1 triphenyl (methyl) acrylate Chemical compound 0.000 claims description 30
- 239000000463 material Substances 0.000 claims description 27
- 125000003118 aryl group Chemical group 0.000 claims description 24
- 239000000203 mixture Substances 0.000 claims description 23
- 239000011347 resin Substances 0.000 claims description 22
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 19
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 claims description 15
- 229910052736 halogen Inorganic materials 0.000 claims description 13
- 150000002367 halogens Chemical group 0.000 claims description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 13
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- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 7
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- DTGGJUIFYJXAJI-OBGWFSINSA-N (e)-2-cyano-3-[4-(n-phenylanilino)phenyl]prop-2-enoic acid Chemical compound C1=CC(/C=C(C(=O)O)\C#N)=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 DTGGJUIFYJXAJI-OBGWFSINSA-N 0.000 description 3
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- PODOEQVNFJSWIK-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(OC)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 PODOEQVNFJSWIK-UHFFFAOYSA-N 0.000 description 1
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- HRRDCWDFRIJIQZ-UHFFFAOYSA-N naphthalene-1,8-dicarboxylic acid Chemical compound C1=CC(C(O)=O)=C2C(C(=O)O)=CC=CC2=C1 HRRDCWDFRIJIQZ-UHFFFAOYSA-N 0.000 description 1
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- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
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- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
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- ZIARRBVFOMWTKF-UHFFFAOYSA-N propyl 3-phenoxyprop-2-enoate Chemical compound CCCOC(=O)C=COC1=CC=CC=C1 ZIARRBVFOMWTKF-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- 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
- C08F232/00—Copolymers of cyclic compounds containing no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system
- C08F232/02—Copolymers of cyclic compounds containing no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system having no condensed rings
- C08F232/06—Copolymers of cyclic compounds containing no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system having no condensed rings having two or more carbon-to-carbon double bonds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
- B29D11/00—Producing optical elements, e.g. lenses or prisms
-
- 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
- C08F222/00—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 a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/04—Anhydrides, e.g. cyclic anhydrides
- C08F222/06—Maleic anhydride
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or 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 of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L33/10—Homopolymers or copolymers of methacrylic acid esters
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2333/00—Characterised by the use of homopolymers or 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
- C08J2333/04—Characterised by the use of homopolymers or 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters
- C08J2333/06—Characterised by the use of homopolymers or 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters of esters containing only carbon, hydrogen, and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C08J2333/10—Homopolymers or copolymers of methacrylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2203/00—Applications
- C08L2203/16—Applications used for films
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Materials Engineering (AREA)
- Ophthalmology & Optometry (AREA)
- Mechanical Engineering (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Optical Elements Other Than Lenses (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (5)
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| US89395307P | 2007-03-09 | 2007-03-09 | |
| US60/893,953 | 2007-03-09 | ||
| US94861107P | 2007-07-09 | 2007-07-09 | |
| US60/948,611 | 2007-07-09 | ||
| PCT/US2008/055654 WO2008112452A2 (en) | 2007-03-09 | 2008-03-03 | Triphenyl monomers suitable for microstructured optical films |
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| CN101627063A CN101627063A (zh) | 2010-01-13 |
| CN101627063B true CN101627063B (zh) | 2012-05-30 |
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| BRPI0721299B1 (pt) | 2006-12-28 | 2018-07-24 | 3M Innovative Properties Company. | Método para formação de um filme condutivo em um suporte de polímero flexível, filme condutivo e método para a fabricação de um artigo de vitrificação |
| US20110076424A1 (en) * | 2008-06-03 | 2011-03-31 | 3M Innovative Properties Company | Microstructures comprising polyalkyl nitrogen or phosphorus onium fluoroalkyl sulfonyl salts |
| US8350451B2 (en) | 2008-06-05 | 2013-01-08 | 3M Innovative Properties Company | Ultrathin transparent EMI shielding film comprising a polymer basecoat and crosslinked polymer transparent dielectric layer |
| JP5632388B2 (ja) * | 2008-12-22 | 2014-11-26 | スリーエム イノベイティブ プロパティズ カンパニー | 重合性紫外線吸収剤を含むマイクロ構造光学フィルム |
| KR102054782B1 (ko) | 2009-08-03 | 2019-12-11 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 광학적으로 투명한 전도성 금속 또는 금속 합금 박막의 형성 방법 및 그에 의해 제조된 필름 |
| EP2626374B1 (en) * | 2010-10-06 | 2019-05-15 | Nippon Shokubai Co., Ltd. | Diene-based carboxylate anion and salt thereof, and polymerizable or curable composition thereof |
| EP3795619A1 (en) | 2011-05-13 | 2021-03-24 | 3M Innovative Properties Co. | Benzyl (meth)acrylate monomers suitable for microstructured optical films |
| WO2012172841A1 (ja) * | 2011-06-13 | 2012-12-20 | Dic株式会社 | ラジカル重合性組成物、硬化物及びプラスチックレンズ |
| WO2013147536A1 (ko) * | 2012-03-29 | 2013-10-03 | 코오롱인더스트리 주식회사 | 광학 시트 |
| CN104254561A (zh) * | 2012-03-29 | 2014-12-31 | 可隆工业株式会社 | 光学片 |
| JP6057409B2 (ja) * | 2012-04-25 | 2017-01-11 | 日本化薬株式会社 | 光学レンズシート用エネルギー線硬化型樹脂組成物及びその硬化物(1) |
| JP5854915B2 (ja) * | 2012-04-25 | 2016-02-09 | 日本化薬株式会社 | 光学レンズシート用エネルギー線硬化型樹脂組成物及びその硬化物(2) |
| EP2682448B1 (en) * | 2012-07-05 | 2016-04-20 | Merck Patent GmbH | Polymerisable compounds and the use thereof in liquid-crystal displays |
| US10947393B2 (en) * | 2013-01-28 | 2021-03-16 | Nippon Soda Co., Ltd. | Coating agent |
| KR20160029755A (ko) * | 2013-07-11 | 2016-03-15 | 제이엔씨 주식회사 | 액정 조성물 및 액정 표시 소자 |
| SG11201602582UA (en) | 2013-10-02 | 2016-04-28 | 3M Innovative Properties Co | Articles and methods comprising polyacrylate primer with nitrogen-containing polymer |
| CN105593323B (zh) | 2013-10-02 | 2018-11-09 | 3M创新有限公司 | 包含聚丙烯酸酯压敏底漆以及含聚丙烯酸酯组分的粘合剂的制品 |
| CN105612438B (zh) | 2013-10-02 | 2018-12-14 | 3M创新有限公司 | 包括第一微结构化层和涂层的微结构化漫射体、光学叠堆以及方法 |
| JP6341213B2 (ja) * | 2013-11-28 | 2018-06-13 | Jnc株式会社 | 光硬化性インクジェットインク |
| EP4084307B1 (en) | 2014-08-18 | 2025-03-26 | Eddy Current Limited Partnership | Tuning of a kinematic relationship between members |
| JP2019052196A (ja) * | 2016-01-27 | 2019-04-04 | Agc株式会社 | 硬化性組成物、硬化物、その製造方法および物品 |
| JP6635999B2 (ja) * | 2017-10-13 | 2020-01-29 | 株式会社ダイセル | カリウム塩の製造方法、及びカリウム塩 |
| JP7014962B2 (ja) * | 2018-03-15 | 2022-02-15 | 新日本理化株式会社 | 新規な環式ジオール化合物 |
| CN116355116B (zh) * | 2021-12-20 | 2025-08-15 | 中国科学院化学研究所 | 一种光学各向异性聚合物液晶胶体粒子及其制备方法与应用 |
| CN115308830A (zh) * | 2022-08-11 | 2022-11-08 | 凯鑫森(上海)功能性薄膜产业股份有限公司 | 一种反射偏光片薄膜及其制备方法和应用 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5716740A (en) * | 1993-11-24 | 1998-02-10 | Canon Kabushiki Kaisha | Method for manufacturing a color filter in which light irradiation alters the ink absorption of portions of a resin layer and in which coloring is done by ink jets |
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|---|---|---|---|---|
| DE3376267D1 (de) * | 1982-11-11 | 1988-05-19 | Showa Denko Kk | Polymerizable compositions |
| JPS5986615A (ja) * | 1982-11-11 | 1984-05-18 | Showa Denko Kk | 重合性組成物 |
| JPS60197711A (ja) * | 1984-03-22 | 1985-10-07 | Showa Denko Kk | 高屈折率樹脂組成物 |
| FR2577229B1 (fr) * | 1985-02-08 | 1987-02-20 | Rhone Poulenc Spec Chim | Compositions thermodurcissables a base de prepolymere a groupements imides stables au stockage et procede de preparation |
| EP0394495B1 (en) * | 1988-10-20 | 1994-08-31 | Sumitomo Seika Chemicals Co., Ltd. | 4,4'-bis(methacryloylthio)diphenyl sulfide and curable composition containing same |
| JPH08113616A (ja) * | 1994-10-18 | 1996-05-07 | Mitsubishi Rayon Co Ltd | 活性エネルギー線硬化性組成物およびレンズシート |
| US6458908B1 (en) * | 1999-06-01 | 2002-10-01 | Mitsui Chemicals, Inc. | Sulfur-containing unsaturated carboxylate compound and its cured products |
| US7282272B2 (en) * | 2003-09-12 | 2007-10-16 | 3M Innovative Properties Company | Polymerizable compositions comprising nanoparticles |
| TW200643095A (en) * | 2005-02-28 | 2006-12-16 | Toagosei Co Ltd | Active energy ray-curable composition |
| US20060293463A1 (en) * | 2005-06-28 | 2006-12-28 | General Electric Company | Compositions for brightness enhancing films |
-
2008
- 2008-03-03 JP JP2009552819A patent/JP2010520938A/ja active Pending
- 2008-03-03 KR KR1020097021003A patent/KR20090125816A/ko not_active Withdrawn
- 2008-03-03 WO PCT/US2008/055641 patent/WO2008112451A2/en not_active Ceased
- 2008-03-03 CN CN200880007639A patent/CN101627064A/zh active Pending
- 2008-03-03 CN CN2008800076291A patent/CN101627063B/zh not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5716740A (en) * | 1993-11-24 | 1998-02-10 | Canon Kabushiki Kaisha | Method for manufacturing a color filter in which light irradiation alters the ink absorption of portions of a resin layer and in which coloring is done by ink jets |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101627064A (zh) | 2010-01-13 |
| WO2008112451A2 (en) | 2008-09-18 |
| JP2010520938A (ja) | 2010-06-17 |
| CN101627063A (zh) | 2010-01-13 |
| KR20090125816A (ko) | 2009-12-07 |
| WO2008112451A3 (en) | 2008-11-20 |
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