WO2011055556A1 - 液晶性コーティング液および偏光膜 - Google Patents
液晶性コーティング液および偏光膜 Download PDFInfo
- Publication number
- WO2011055556A1 WO2011055556A1 PCT/JP2010/052398 JP2010052398W WO2011055556A1 WO 2011055556 A1 WO2011055556 A1 WO 2011055556A1 JP 2010052398 W JP2010052398 W JP 2010052398W WO 2011055556 A1 WO2011055556 A1 WO 2011055556A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- azo compound
- crystalline coating
- liquid
- polarizing film
- liquid crystalline
- Prior art date
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- 0 *c(cc1)cc(cc2*)c1cc2N=NC(C1=CCCC=C11)=CC=C1N=N[C@]1c(cccc2)c2C=CC1O Chemical compound *c(cc1)cc(cc2*)c1cc2N=NC(C1=CCCC=C11)=CC=C1N=N[C@]1c(cccc2)c2C=CC1O 0.000 description 2
Classifications
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- 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
- G02B1/08—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of polarising materials
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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
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/025—Disazo dyes containing acid groups, e.g. -COOH, -SO3H, -PO3H2, -OSO3H, -OPO2H2; Salts thereof
-
- 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
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/24—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing nitrogen-to-nitrogen bonds
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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
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/04—Disazo dyes from a coupling component "C" containing a directive amino group
- C09B31/053—Amino naphthalenes
- C09B31/057—Amino naphthalenes containing acid groups, e.g. —CO2H, —SO3H, —PO3H2, —OSO3H, —OPO2H2; Salts thereof
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/06—Disazo dyes from a coupling component "C" containing a directive hydroxyl group
- C09B31/068—Naphthols
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/08—Disazo dyes from a coupling component "C" containing directive hydroxyl and amino groups
-
- 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
- C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
- C09K19/60—Pleochroic dyes
-
- 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
- C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
- C09K19/60—Pleochroic dyes
- C09K19/601—Azoic
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
- G02B5/3016—Polarising elements involving passive liquid crystal elements
Definitions
- the present invention relates to a liquid crystalline coating liquid and a polarizing film produced using the liquid crystalline coating liquid.
- the polarizing plate absorbs linearly polarized light in the absorption axis direction and transmits linearly polarized light in the transmission axis direction.
- a polarizing plate obtained by dyeing a resin film such as polyvinyl alcohol with iodine or a dichroic dye and stretching it in one direction has been widely used.
- the above polarizing plate has a problem that heat resistance and light resistance are not sufficient depending on the kind of the pigment or the resin film, and the film thickness is relatively thick.
- a method of forming a polarizing film by casting a liquid crystalline coating solution containing a liquid crystal compound on a substrate such as a glass plate or a resin film and orienting the liquid crystal compound is known.
- a lyotropic liquid crystal compound is suitable as the liquid crystal compound used for this purpose.
- a lyotropic liquid crystal compound forms a supramolecular aggregate exhibiting liquid crystallinity in a solution.
- a liquid crystal coating liquid containing the lyotropic liquid crystal compound is cast by applying a shear stress, the major axis direction of the supramolecular aggregate flows. Oriented in the extending direction.
- a polarizing film produced using a lyotropic liquid crystal compound does not need to be stretched, and it is easy to obtain a polarizing film having a wide width. Further, the polarizing film of the lyotropic liquid crystal compound can be made extremely thin.
- Patent Document 1 an azo compound having a hydroxyl group at the ortho position of a naphthalene ring bonded to an azo group is known (Patent Document 1).
- a polarizing film obtained by casting a liquid crystalline coating solution containing such an azo compound exhibits absorption dichroism in a wide wavelength region of visible light.
- some azo compounds have a low dichroic ratio (for example, a dichroic ratio of less than 10).
- a polarizing film obtained by casting a liquid crystalline coating solution containing an azo compound exhibits absorption dichroism in a wide wavelength region of visible light.
- some azo compounds have a low dichroic ratio (for example, a dichroic ratio of less than 10).
- An object of the present invention is to stably obtain a polarizing film having a high dichroic ratio using a liquid crystalline coating liquid containing a novel azo compound.
- the gist of the present invention is as follows.
- the liquid crystalline coating liquid of the present invention contains an azo compound represented by the following general formula (1) and a solvent for dissolving the azo compound.
- R represents an amino group, a cyano group, a hydroxyl group, a nitro group, a halogen group, or a hydrogen atom
- M represents a counter ion.
- the liquid crystalline coating liquid of the present invention contains an azo compound represented by the following general formula (2) and a solvent for dissolving the azo compound.
- R represents an amino group, a cyano group, a hydroxyl group, a nitro group, a halogen group, or a hydrogen atom
- M represents a counter ion.
- the liquid crystalline coating liquid of the present invention contains an azo compound represented by the following structural formula (6) and a solvent for dissolving the azo compound.
- the polarizing film of the present invention can be obtained by casting the liquid crystalline coating liquid described above into a thin film.
- the present inventors synthesized a novel azo compound in which a hydrazone structure is not formed near the sulfonic acid group.
- a polarizing film produced by casting this azo compound stably exhibits a high dichroic ratio.
- An azo compound having a hydroxyl group at the ortho position of the naphthalene ring bonded to the azo group can form an azo structure represented by the following chemical formula (3) and a hydrazone structure represented by the chemical formula (4). It is considered that the absorption dichroism is exhibited in a wide wavelength region.
- the conventional azo compound since the conventional azo compound has a hydrazone structure near a bulky sulfonic acid group, the planarity of the hydrazone structure may be impaired, and at this time, the dichroic ratio is lowered. Therefore, the dichroic ratio of a polarizing film produced using a conventional azo compound is not stable.
- the present inventors synthesized a novel azo compound in which the hydrazone structure is not formed near the sulfonic acid group.
- a polarizing film produced using this azo compound stably exhibits a high dichroic ratio.
- the liquid crystalline coating liquid of the present invention contains an azo compound represented by the following general formula (1) and a solvent for dissolving the azo compound.
- R represents an amino group, a cyano group, a hydroxyl group, a nitro group, a halogen group, or a hydrogen atom.
- M represents a counter ion, preferably a hydrogen atom, an alkali metal atom, an alkaline earth metal atom, a metal ion, or a substituted or unsubstituted ammonium ion.
- Examples of the metal ion include Na + , Li + , Ni 2+ , Fe 3+ , Cu 2+ , Ag + , Zn 2+ , Al 3+ , Pd 2+ , Cd 2+ , Sn 2+ , Co 2+ , Mn 2+ , and Ce 3+. It is done.
- the counter ion M is a multivalent ion, a plurality of azo compounds share one multivalent ion (counter ion).
- the azo compound forms an aggregate in the liquid and exhibits a liquid crystal phase.
- the liquid crystal phase is, for example, a nematic liquid crystal phase or a hexagonal liquid crystal phase.
- the concentration of the azo compound in this liquid crystalline coating solution is preferably 0.5 to 50% by weight. In at least part of this concentration range, the liquid crystalline coating solution exhibits a stable liquid crystal phase.
- This liquid crystalline coating solution may contain any other dye or additive as long as it contains the above azo compound and a solvent.
- the additive include a surfactant, an antioxidant, and an antistatic agent.
- concentration of these additives is usually less than 10% by weight.
- the azo compound used in the present invention is a compound represented by the above general formula (1).
- the azo compound used in the present invention is more preferably a compound represented by the following general formula (2).
- R and M are the same as those in the general formula (1).
- the azo compound represented by the general formula (1) or (2) forms a hydrazone structure having higher planarity than the conventional one at a position away from the sulfonic acid group. Since the planarity of the hydrazone structure is high, a polarizing film produced using this azo compound stably exhibits a high dichroic ratio.
- the azo compound represented by the general formula (1) or (2) is obtained by subjecting, for example, two kinds of compounds having an amino group to diazotization and coupling reaction by a conventional method. Then, after the monoazo compound is obtained, it can be further diazotized and subjected to a coupling reaction with a hydroxynaphthalenesulfonic acid derivative.
- the ordinary method is described in, for example, Hosoda Yutaka, “Theoretical Manufacturing, Dye Chemistry, 5th Edition”, published by Gihodo on July 15, 1968, pages 135-152.
- the solvent used in the present invention dissolves the above azo compound, and a hydrophilic solvent is preferably used.
- the hydrophilic solvent is preferably water, alcohols, cellosolves or a mixed solvent thereof.
- a water-soluble compound such as glycerin or ethylene glycol may be added to the solvent.
- the polarizing film of the present invention is obtained by casting the above liquid crystalline coating solution.
- the polarizing film of the present invention exhibits absorption dichroism in any visible light region (wavelength 380 nm to 780 nm). This characteristic is obtained by orienting the azo compound in the polarizing film.
- the above-mentioned azo compound forms supramolecular aggregates in the liquid crystalline coating solution, and when the liquid crystalline coating solution is cast while applying a shear stress, the major axis direction of the supramolecular aggregate is aligned in the casting direction.
- the orientation means may combine an orientation treatment such as a rubbing treatment or a photo orientation, an orientation by a magnetic field or an electric field, in addition to the shear stress.
- the thickness of the polarizing film of the present invention is preferably 0.1 ⁇ m to 5 ⁇ m.
- the dichroic ratio of the polarizing film of the present invention is preferably 10 or more.
- the casting means of the liquid crystalline coating liquid is not particularly limited as long as the liquid crystalline coating liquid can be cast uniformly, and an appropriate coater is used.
- the substrate for casting the liquid crystalline coating liquid is not particularly limited, and may be a single layer or a multilayered body (for example, an alignment film). Specific examples of the substrate include a glass plate and a resin film.
- the thickness of the substrate is not particularly limited except for the application, but is generally in the range of 1 ⁇ m to 1000 ⁇ m.
- the alignment film is preferably subjected to an alignment treatment.
- the base material including the alignment film include a base material in which a polyimide film is coated on a glass plate. This polyimide film is provided with orientation by a known method, for example, mechanical orientation treatment such as rubbing or photo-alignment treatment.
- the base glass is preferably alkali-free glass used for liquid crystal cells.
- a resin film substrate is preferred.
- the surface of the resin film may be aligned by rubbing or the like, or an alignment film made of another material may be formed on the surface of the resin film.
- the material of the resin film used for the substrate is not particularly limited as long as it is a film-forming resin, but a styrene resin, (meth) acrylic acid resin, polyester resin, polyolefin resin, norbornene resin, polyimide Resin, cellulose resin, polyvinyl alcohol resin, and polycarbonate resin.
- the cast liquid crystalline coating solution may be dried as necessary.
- drying means There is no particular limitation on the drying means, and natural drying, vacuum drying, heat drying, vacuum heat drying and the like are used.
- heating and drying means an arbitrary drying device such as an air circulation drying oven or a heat roll is used.
- the drying temperature in the case of heat drying is preferably 50 ° C. to 120 ° C.
- Example 1 A monoazo compound obtained by diazonium-chlorinating 3-amino-2,7-naphthalenedisulfonic acid with sodium nitrite and hydrochloric acid and coupling with 5-amino-2-naphthalenesulfonic acid in an acidic cold / warm aqueous solution Got.
- This monoazo compound is diazonium salified with sodium nitrite and hydrochloric acid and coupled with 5-amino-2-naphthol in a weakly basic cold / warm water solution to convert the sulfonate into a lithium salt.
- an azo compound having the following structural formula (6) was obtained.
- the above coating solution is applied onto a norbornene-based polymer film (ZEONOR manufactured by Nippon Zeon Co., Ltd.) subjected to rubbing treatment and corona treatment using a bar coater (Mayer rot HS4 manufactured by BUSCHMAN Co., Ltd.) in a thermostatic chamber at 23 ° C.
- the film was naturally dried to produce a polarizing film having a thickness of 0.4 ⁇ m.
- Table 1 shows the dichroic ratio of the obtained polarizing film.
- Example 2 An azo compound of the following structural formula (7) was obtained in the same manner as in Example 1, except that 6-hydroxy-2-naphthonitrile was used instead of 5-amino-2-naphthol in Example 1.
- the above coating solution is applied onto a norbornene-based polymer film (ZEONOR manufactured by Nippon Zeon Co., Ltd.) subjected to rubbing treatment and corona treatment using a bar coater (Mayer rot HS4 manufactured by BUSCHMAN Co., Ltd.) in a thermostatic chamber at 23 ° C.
- the film was naturally dried to produce a polarizing film having a thickness of 0.4 ⁇ m.
- Table 1 shows the dichroic ratio of the obtained polarizing film.
- Example 3 Except that 8-amino-2-naphthalenesulfonic acid was used instead of 5-amino-2-naphthalenesulfonic acid in Example 1, and 8-amino-2-naphthol was used instead of 5-amino-2-naphthol. In the same manner as in Example 1, an azo compound having the following structural formula (8) was obtained.
- the above coating solution is applied onto a norbornene-based polymer film (ZEONOR manufactured by Nippon Zeon Co., Ltd.) subjected to rubbing treatment and corona treatment using a bar coater (Mayer rot HS4 manufactured by BUSCHMAN Co., Ltd.) in a thermostatic chamber at 23 ° C.
- the film was naturally dried to produce a polarizing film having a thickness of 0.4 ⁇ m.
- Table 1 shows the dichroic ratio of the obtained polarizing film.
- Example 4 Instead of 5-amino-2-naphthalenesulfonic acid in Example 1, 8-amino-2-naphthalenesulfonic acid was used, and instead of 3-amino-2,7-naphthalenedisulfonic acid, 6-amino-1,3- An azo compound of the following structural formula (9) was obtained in the same manner as in Example 1 except that naphthalenedisulfonic acid was used.
- the above coating solution is applied onto a norbornene-based polymer film (ZEONOR manufactured by Nippon Zeon Co., Ltd.) subjected to rubbing treatment and corona treatment using a bar coater (Mayer rot HS4 manufactured by BUSCHMAN Co., Ltd.) in a thermostatic chamber at 23 ° C.
- the film was naturally dried to produce a polarizing film having a thickness of 0.4 ⁇ m.
- Table 1 shows the dichroic ratio of the obtained polarizing film.
- Example 5 An azo compound of the following structural formula (10) was prepared in the same manner as in Example 1 except that 8-amino-2-naphthalenesulfonic acid was used instead of 5-amino-2-naphthalenesulfonic acid in Example 1. Obtained.
- the above coating solution is applied onto a norbornene-based polymer film (ZEONOR manufactured by Nippon Zeon Co., Ltd.) subjected to rubbing treatment and corona treatment using a bar coater (Mayer rot HS4 manufactured by BUSCHMAN Co., Ltd.) in a thermostatic chamber at 23 ° C.
- the film was naturally dried to produce a polarizing film having a thickness of 0.4 ⁇ m.
- Table 1 shows the dichroic ratio of the obtained polarizing film.
- Dichroic ratio log (1 / k 2 ) / log (1 / k 1 )
- k 1 represents the transmittance of the maximum transmittance direction of linearly polarized light
- k 2 represents a transmittance of a linearly polarized light in a direction perpendicular to the maximum transmittance direction.
- the polarizing film of the present invention is suitably used as a polarizing element.
- the polarizing element is used in various liquid crystal panels, for example, liquid crystal panels for liquid crystal televisions, computer displays, mobile phones, digital cameras, video cameras, game machines, car navigation systems, and the like.
- the polarizing film of the present invention may be used after being peeled off from the substrate, or may be used while being laminated with the substrate.
- the substrate When used for optical purposes while being laminated with a substrate, the substrate is preferably transparent to visible light.
- peeled from the base material it is preferably used by being laminated on another support or optical element.
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- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Polarising Elements (AREA)
- Paints Or Removers (AREA)
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Abstract
Description
(1)本発明の液晶性コーティング液は、下記一般式(1)で表わされるアゾ化合物と、前記アゾ化合物を溶解する溶媒とを含む。
一般式(1)中、Rはアミノ基、シアノ基、ヒドロキシル基、ニトロ基、ハロゲン基、または水素原子を表わし、Mは対イオンを表わす。
(2)本発明の液晶性コーティング液は、下記一般式(2)で表わされるアゾ化合物と、前記アゾ化合物を溶解する溶媒とを含む。
一般式(2)中、Rはアミノ基、シアノ基、ヒドロキシル基、ニトロ基、ハロゲン基、または水素原子を表わし、Mは対イオンを表わす。
(3)本発明の液晶性コーティング液は、下記構造式(6)で表わされるアゾ化合物と、前記アゾ化合物を溶解する溶媒とを含む。
(4)本発明の偏光膜は、上記に記載の液晶性コーティング液を、薄膜状に流延することにより得られる。
本発明の液晶性コーティング液は、下記一般式(1)で表わされるアゾ化合物と、このアゾ化合物を溶解する溶媒とを含む。
本発明に用いられるアゾ化合物は、上記一般式(1)で表わされる化合物である。本発明に用いられるアゾ化合物は、さらに好ましくは、下記一般式(2)で表わされる化合物である。下記一般式(2)において、RおよびMは上記一般式(1)と同じである。
本発明に用いられる溶媒は、上記のアゾ化合物を溶解するものであり、好ましくは親水性溶媒が用いられる。親水性溶媒は、好ましくは水、アルコール類、セロソルブ類およびそれらの混合溶媒である。溶媒にはグリセリン、エチレングリコールなどの水溶性の化合物が添加されていてもよい。これらの添加物は、アゾ化合物の易溶性や、液晶性コーティング液の乾燥速度を調整するために用いることができる。
本発明の偏光膜は、上記の液晶性コーティング液を流延して得られる。
3-アミノ-2,7-ナフタレンジスルホン酸を、亜硝酸ナトリウムおよび塩酸を用いてジアゾニウム塩化し、酸性冷温水溶液中にて、5-アミノ-2-ナフタレンスルホン酸とカップリング反応させて、モノアゾ化合物を得た。
実施例1における5-アミノ-2-ナフトールの代わりに6-ヒドロキシ-2-ナフトニトリルを用いた以外は、実施例1と同様の方法で、下記構造式(7)のアゾ化合物を得た。
実施例1における5-アミノ-2-ナフタレンスルホン酸の代わりに8-アミノ-2-ナフタレンスルホン酸を用い、5-アミノ-2-ナフトールの代わりに8-アミノ-2-ナフトールを用いた以外は、実施例1と同様の方法で、下記構造式(8)のアゾ化合物を得た。
実施例1における5-アミノ-2-ナフタレンスルホン酸の代わりに8-アミノ-2-ナフタレンスルホン酸を用い、3-アミノ-2,7-ナフタレンジスルホン酸の代わりに6-アミノ-1,3-ナフタレンジスルホン酸を用いた以外は、実施例1と同様の方法で、下記構造式(9)のアゾ化合物を得た。
実施例1における5-アミノ-2-ナフタレンスルホン酸の代わりに8-アミノ-2-ナフタレンスルホン酸を用いた以外は、実施例1と同様の方法で、下記構造式(10)のアゾ化合物を得た。
[液晶相の観察]
2枚のスライドガラスにコーティング液を少量挟み込み、顕微鏡用大型試料加熱冷却ステージ(ジャパンハイテック社製10013L)を備えた偏光顕微鏡(オリンパス社製OPTIPHOT-POL)を用いて観察した。
グラントムソン偏光子を備えた分光光度計(日本分光社製V-7100)を用いて、直線偏光の測定光を入射させ、視感度補正を行なったY値のk1およびk2を求め、下式により算出した。
二色比=log(1/k2)/log(1/k1)
ここでk1は最大透過率方向の直線偏光の透過率を表わし、k2は最大透過率方向に直交する方向の直線偏光の透過率を表わす。
Claims (4)
- 請求項1から3のいずれかに記載の液晶性コーティング液を、薄膜状に流延することにより得られる偏光膜。
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
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US13/505,592 US8591644B2 (en) | 2009-11-09 | 2010-02-18 | Liquid-crystalline coating fluid and polarizing film |
CN2010800340751A CN102471691A (zh) | 2009-11-09 | 2010-02-18 | 液晶性涂布液及偏光膜 |
US14/059,907 US20140046042A1 (en) | 2009-11-09 | 2013-10-22 | Liquid-crystalline coating fluid and polarizing film |
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Application Number | Priority Date | Filing Date | Title |
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JP2009256198A JP5210287B2 (ja) | 2009-11-09 | 2009-11-09 | 液晶性コーティング液および偏光膜 |
JP2009-256198 | 2009-11-09 |
Related Child Applications (2)
Application Number | Title | Priority Date | Filing Date |
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US13/505,592 A-371-Of-International US8591644B2 (en) | 2009-11-09 | 2010-02-18 | Liquid-crystalline coating fluid and polarizing film |
US14/059,907 Division US20140046042A1 (en) | 2009-11-09 | 2013-10-22 | Liquid-crystalline coating fluid and polarizing film |
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Publication Number | Publication Date |
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WO2011055556A1 true WO2011055556A1 (ja) | 2011-05-12 |
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PCT/JP2010/052398 WO2011055556A1 (ja) | 2009-11-09 | 2010-02-18 | 液晶性コーティング液および偏光膜 |
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JP (1) | JP5210287B2 (ja) |
KR (1) | KR20120034737A (ja) |
CN (1) | CN102471691A (ja) |
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Cited By (1)
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CN103718074A (zh) * | 2012-02-28 | 2014-04-09 | 日东电工株式会社 | 偏光薄膜、图像显示装置、以及偏光薄膜的制造方法 |
Families Citing this family (7)
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JP5276532B2 (ja) * | 2009-07-01 | 2013-08-28 | 日東電工株式会社 | 液晶性コーティング液および偏光膜 |
JP5210287B2 (ja) * | 2009-11-09 | 2013-06-12 | 日東電工株式会社 | 液晶性コーティング液および偏光膜 |
KR102073987B1 (ko) * | 2012-02-28 | 2020-02-05 | 스미또모 가가꾸 가부시키가이샤 | 화합물 및 이색성 색소, 및 편광막 |
CN103439826A (zh) * | 2013-07-22 | 2013-12-11 | 京东方科技集团股份有限公司 | 液晶面板及其制造方法和液晶显示装置 |
KR102174761B1 (ko) | 2013-08-14 | 2020-11-06 | 삼성디스플레이 주식회사 | 플렉서블 표시장치 및 그 제조방법 |
KR20160001513A (ko) | 2014-06-27 | 2016-01-06 | 삼성전자주식회사 | 편광 필름, 반사방지 필름 및 표시 장치 |
JP6562560B2 (ja) | 2014-06-30 | 2019-08-21 | エルジー・ケム・リミテッド | 偏光板の製造方法 |
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JP2011085748A (ja) | 2009-10-15 | 2011-04-28 | Nitto Denko Corp | コーティング液およびその製造方法、ならびに偏光膜 |
JP5210287B2 (ja) * | 2009-11-09 | 2013-06-12 | 日東電工株式会社 | 液晶性コーティング液および偏光膜 |
JP5351060B2 (ja) | 2010-01-05 | 2013-11-27 | 日東電工株式会社 | 偏光膜 |
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2010
- 2010-02-18 CN CN2010800340751A patent/CN102471691A/zh active Pending
- 2010-02-18 WO PCT/JP2010/052398 patent/WO2011055556A1/ja active Application Filing
- 2010-02-18 US US13/505,592 patent/US8591644B2/en not_active Expired - Fee Related
- 2010-02-18 KR KR1020127001136A patent/KR20120034737A/ko active IP Right Grant
- 2010-05-27 TW TW099117002A patent/TW201116590A/zh unknown
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JP2007126628A (ja) * | 2005-04-04 | 2007-05-24 | Mitsubishi Chemicals Corp | 異方性色素膜用色素、該色素を含む組成物、異方性色素膜及び偏光素子 |
WO2009037911A1 (ja) * | 2007-09-20 | 2009-03-26 | Nitto Denko Corporation | リオトロピック液晶性混合物、及びコーティング液、及び光学異方性フィルム |
JP2009173849A (ja) * | 2007-12-28 | 2009-08-06 | Nitto Denko Corp | 液晶性コーティング液および偏光膜 |
JP2009263453A (ja) * | 2008-04-23 | 2009-11-12 | Nitto Denko Corp | コーティング液および偏光膜 |
JP2010026024A (ja) * | 2008-07-16 | 2010-02-04 | Mitsubishi Chemicals Corp | 異方性膜用組成物、異方性膜、偏光素子及びアゾ化合物 |
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CN103718074A (zh) * | 2012-02-28 | 2014-04-09 | 日东电工株式会社 | 偏光薄膜、图像显示装置、以及偏光薄膜的制造方法 |
Also Published As
Publication number | Publication date |
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JP2011100059A (ja) | 2011-05-19 |
US20140046042A1 (en) | 2014-02-13 |
CN102471691A (zh) | 2012-05-23 |
US20120216714A1 (en) | 2012-08-30 |
TW201116590A (en) | 2011-05-16 |
KR20120034737A (ko) | 2012-04-12 |
US8591644B2 (en) | 2013-11-26 |
JP5210287B2 (ja) | 2013-06-12 |
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