TWI455926B - 聚合性光學活性醯亞胺化合物及含有該化合物之聚合性組合物 - Google Patents
聚合性光學活性醯亞胺化合物及含有該化合物之聚合性組合物 Download PDFInfo
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- TWI455926B TWI455926B TW098129564A TW98129564A TWI455926B TW I455926 B TWI455926 B TW I455926B TW 098129564 A TW098129564 A TW 098129564A TW 98129564 A TW98129564 A TW 98129564A TW I455926 B TWI455926 B TW I455926B
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- polymerizable
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- optically active
- quinone imine
- imine compound
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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
- C08F20/00—Homopolymers and 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
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
- C08F20/36—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate containing oxygen in addition to the carboxy oxygen, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/36—Oxygen or sulfur atoms
- C07D207/40—2,5-Pyrrolidine-diones
- C07D207/416—2,5-Pyrrolidine-diones with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to other ring carbon atoms
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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
- C08F20/00—Homopolymers and 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
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F20/30—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety
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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
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3441—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom
- C09K19/3483—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom the heterocyclic ring being a non-aromatic ring
-
- 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
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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
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K2019/0444—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group
- C09K2019/0448—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
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- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
- G02F1/13363—Birefringent elements, e.g. for optical compensation
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
- G02F1/13363—Birefringent elements, e.g. for optical compensation
- G02F1/133633—Birefringent elements, e.g. for optical compensation using mesogenic materials
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- General Physics & Mathematics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polarising Elements (AREA)
- Liquid Crystal (AREA)
- Pyrrole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Claims (16)
- 一種聚合性光學活性醯亞胺化合物,其係以下述通式(I)所表示: (式(I)中,環A1 、A2 、A3 及A4 分別獨立表示苯環或萘環,該苯環及萘環中之碳原子可經氮原子所取代,M1 及M2 分別獨立表示氫原子或甲基,R1 表示碳原子數為1~10之烷基、碳原子數為6~20之芳基或碳原子數為7~20之芳烷基,R1 中之氫原子可經鹵素原子所取代,R1 中之亞甲基可被-O-、-COO-或-OCO-中斷,X1 表示直接鍵結、-L1 -、-L1 O-、-L1 O-CO-、-L1 CO-O-或-L1 O-CO-O-,X2 及X5 分別獨立表示直接鍵結、酯鍵、醚鍵、可具有支鏈且可具有不飽和鍵之碳原子數為1~8之伸烷基、或包含其等之組合之連結基,X3 表示直接鍵結、-CO-、-L2 -、-OL2 -、-O-COL2 -、-CO-OL2 -或-O-CO-OL2 -,X4 表示直接鍵結、-CO-、-L1 -、-L1 O-、-L1 O-CO-、-L1 CO-O-或-L1 O-CO-O-,X6 表示直接鍵結、-L2 -、-OL2 -、-O-COL2 -、-CO-OL2 -或-O-CO-OL2 -,L1 及L2 分別獨立表示可具有支鏈之碳原子數為1~8之伸烷基,該伸烷基可被氧原子中斷1~3次,且n及m分別獨立表示0或1)。
- 如請求項1之聚合性光學活性醯亞胺化合物,其中上述通式(I)中,X3 及X4 均為-CO-。
- 如請求項1之聚合性光學活性醯亞胺化合物,其中上述通式(I)中,環A2 及A3 均為萘環。
- 如請求項1之聚合性光學活性醯亞胺化合物,其中上述通式(I)中,環A1 、A2 、A3 及A4 全部為苯環。
- 如請求項1之聚合性光學活性醯亞胺化合物,其中上述通式(I)中,M1 及M2 均為氫原子。
- 如請求項1之聚合性光學活性醯亞胺化合物,其中上述通式(I)中,環A1 與環A4 以及環A2 與環A3 分別為相同之環,M1 與M2 、X1 與X6 、X2 與X5 以及X3 與X6 分別為相同之基,且n與m為相同之數。
- 一種聚合性組合物,其含有如請求項1之聚合性光學活性醯亞胺化合物。
- 如請求項7之聚合性組合物,其進而含有液晶化合物。
- 如請求項8之聚合性組合物,其中於設上述聚合性光學活性醯亞胺化合物之含量與上述液晶化合物之含量的總量為100質量份時,該聚合性光學活性醯亞胺化合物之含量為1~50質量份。
- 如請求項8之聚合性組合物,其中上述液晶化合物為具有聚合性官能基之化合物。
- 如請求項7之聚合性組合物,其顯示膽固醇狀相。
- 一種聚合物,其係藉由使如請求項7之聚合性組合物進行光聚合而製作。
- 如請求項12之聚合物,其具有光學各向異性。
- 一種光學膜,其係使用如請求項12之聚合物而形成。
- 一種液晶顯示器用光相位差補償材料,其使用如請求項14之光學膜。
- 一種截止濾光片,其使用如請求項14之光學膜。
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2008238996A JP5284735B2 (ja) | 2008-09-18 | 2008-09-18 | 重合性光学活性イミド化合物及び該化合物を含有する重合性組成物 |
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TW201012799A TW201012799A (en) | 2010-04-01 |
TWI455926B true TWI455926B (zh) | 2014-10-11 |
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TW098129564A TWI455926B (zh) | 2008-09-18 | 2009-09-02 | 聚合性光學活性醯亞胺化合物及含有該化合物之聚合性組合物 |
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US (1) | US8512597B2 (zh) |
EP (1) | EP2325168B1 (zh) |
JP (1) | JP5284735B2 (zh) |
KR (1) | KR101638789B1 (zh) |
CN (1) | CN102089280B (zh) |
TW (1) | TWI455926B (zh) |
WO (1) | WO2010032591A1 (zh) |
Families Citing this family (7)
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JP5737549B2 (ja) * | 2010-03-31 | 2015-06-17 | Dic株式会社 | 重合性液晶組成物、及び、それを用いたコレステリック反射フィルム、反射型偏光板 |
JP5896197B2 (ja) * | 2010-05-24 | 2016-03-30 | Dic株式会社 | 重合性液晶組成物、及び、それを用いたコレステリック反射フィルム、反射型偏光板 |
JP5570952B2 (ja) * | 2010-11-18 | 2014-08-13 | 株式会社Adeka | 赤外線反射層及びその積層体を使用してなる光電変換デバイス |
JP5682889B2 (ja) * | 2011-01-07 | 2015-03-11 | 独立行政法人日本原子力研究開発機構 | メチルイミノビスジアルキルアセトアミドの製造方法 |
JP5824431B2 (ja) * | 2012-08-15 | 2015-11-25 | 富士フイルム株式会社 | 光学活性化合物、キラル剤、液晶組成物および光学フィルム |
JP5824432B2 (ja) * | 2012-08-15 | 2015-11-25 | 富士フイルム株式会社 | 光学活性化合物、液晶組成物および光学フィルム |
CN103409145B (zh) * | 2013-07-31 | 2015-09-02 | 江苏和成显示科技股份有限公司 | 聚合性液晶组合物及其应用 |
Citations (2)
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JPH0253768A (ja) * | 1988-06-30 | 1990-02-22 | Hoechst Ag | 置換された対掌性酒石酸イミド、その製造方法および液晶混合物のドーパントとしてのその用途 |
JPH06340678A (ja) * | 1993-05-27 | 1994-12-13 | Consortium Elektrochem Ind Gmbh | 液晶オルガノシロキサン、その製造方法、該物質を含有する混合物、該物質を含有するフィルター、装飾材料及び光学素子並びに該物質を製造するための中間体 |
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JP2741547B2 (ja) | 1988-12-30 | 1998-04-22 | キヤノン株式会社 | 主鎖型カイラルスメクチック高分子液晶、高分子液晶組成物および高分子液晶素子 |
DE3917196A1 (de) | 1989-05-26 | 1990-12-13 | Basf Ag | Neue monomere und ihre verwendung zur herstellung eines wiederholt loeschbaren und beschreibbaren laseroptischen aufzeichnungselements |
JPH04317025A (ja) | 1991-04-17 | 1992-11-09 | Mitsubishi Kasei Corp | 調光材料及びそれを含む調光素子 |
DE4342280A1 (de) * | 1993-12-11 | 1995-06-14 | Basf Ag | Polymerisierbare chirale Verbindungen und deren Verwendung |
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SG77689A1 (en) | 1998-06-26 | 2001-01-16 | Ciba Sc Holding Ag | New o-acyloxime photoinitiators |
DE50000351D1 (de) * | 1999-04-15 | 2002-09-12 | Consortium Elektrochem Ind | Thermostabile Pigmente, Filme und Effektbeschichtungen sowie Mischungen zu deren Herstellung |
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JP4929546B2 (ja) | 2001-08-20 | 2012-05-09 | Dic株式会社 | 重合性液晶組成物及びこれを用いた光学異方体 |
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2008
- 2008-09-18 JP JP2008238996A patent/JP5284735B2/ja not_active Expired - Fee Related
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2009
- 2009-08-25 CN CN200980127337.6A patent/CN102089280B/zh not_active Expired - Fee Related
- 2009-08-25 US US13/003,796 patent/US8512597B2/en not_active Expired - Fee Related
- 2009-08-25 WO PCT/JP2009/064801 patent/WO2010032591A1/ja active Application Filing
- 2009-08-25 EP EP09814436.3A patent/EP2325168B1/en not_active Not-in-force
- 2009-08-25 KR KR1020117000268A patent/KR101638789B1/ko active IP Right Grant
- 2009-09-02 TW TW098129564A patent/TWI455926B/zh not_active IP Right Cessation
Patent Citations (2)
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JPH0253768A (ja) * | 1988-06-30 | 1990-02-22 | Hoechst Ag | 置換された対掌性酒石酸イミド、その製造方法および液晶混合物のドーパントとしてのその用途 |
JPH06340678A (ja) * | 1993-05-27 | 1994-12-13 | Consortium Elektrochem Ind Gmbh | 液晶オルガノシロキサン、その製造方法、該物質を含有する混合物、該物質を含有するフィルター、装飾材料及び光学素子並びに該物質を製造するための中間体 |
Also Published As
Publication number | Publication date |
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KR20110056475A (ko) | 2011-05-30 |
US20110108765A1 (en) | 2011-05-12 |
TW201012799A (en) | 2010-04-01 |
EP2325168B1 (en) | 2014-03-19 |
KR101638789B1 (ko) | 2016-07-12 |
WO2010032591A1 (ja) | 2010-03-25 |
CN102089280A (zh) | 2011-06-08 |
EP2325168A4 (en) | 2013-05-29 |
US8512597B2 (en) | 2013-08-20 |
JP2010070482A (ja) | 2010-04-02 |
CN102089280B (zh) | 2014-04-09 |
EP2325168A1 (en) | 2011-05-25 |
JP5284735B2 (ja) | 2013-09-11 |
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