WO2007122889A1 - Film, son procédé de fabrication et d'utilisation - Google Patents

Film, son procédé de fabrication et d'utilisation Download PDF

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Publication number
WO2007122889A1
WO2007122889A1 PCT/JP2007/054660 JP2007054660W WO2007122889A1 WO 2007122889 A1 WO2007122889 A1 WO 2007122889A1 JP 2007054660 W JP2007054660 W JP 2007054660W WO 2007122889 A1 WO2007122889 A1 WO 2007122889A1
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WO
WIPO (PCT)
Prior art keywords
film
liquid crystal
group
crystal compound
rod
Prior art date
Application number
PCT/JP2007/054660
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English (en)
Japanese (ja)
Inventor
Koshiro Ochiai
Motohiro Yamahara
Original Assignee
Sumitomo Chemical Company, Limited
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sumitomo Chemical Company, Limited filed Critical Sumitomo Chemical Company, Limited
Priority to KR1020087023634A priority Critical patent/KR101360715B1/ko
Priority to CN2007800110438A priority patent/CN101410737B/zh
Publication of WO2007122889A1 publication Critical patent/WO2007122889A1/fr

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Classifications

    • 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
    • G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
    • 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
    • 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

Definitions

  • optical compensation film provided for developing a wide viewing angle in an LCD will be described as follows.
  • Various LCD driving methods such as VA mode, TN mode, and IPS mode have been proposed for LCD.
  • VA mode VA mode
  • TN mode TN mode
  • IPS mode IPS mode
  • Each of these drive LCDs requires different characteristics for the optical compensation film provided to produce a wide viewing angle.
  • an optical film in which the refractive index is changed in an oblique direction In order to develop a wide viewing angle in a TN mode LCD, it is preferable to use an optical film in which the refractive index is changed in an oblique direction.
  • optical films include WV film (trade name) from Fuji Photo Film Co., Ltd. and NH film (trade name) from Nippon Oil Corporation. These films are optical compensation films that utilize the tilted orientation of liquid crystal molecules rather than stretched films.
  • the liquid crystal molecules tilted aligned liquid crystal molecules that are horizontally aligned at the alignment film interface and vertically aligned at the air interface are used. Thereby, the obtained film becomes a film in which the refractive index is changed in an oblique direction.
  • the stretched film described above can increase the refractive index in the plane direction of the film, but cannot increase the refractive index in the normal direction of the film.
  • the refractive index cannot be increased in the normal direction of the force film that can increase the refractive index in the stretching direction. Therefore, with such a stretched film, it is not possible to achieve the wide viewing angle of the TN mode and the IPS mode LCD in the VA mode LCD.
  • Patent Document 2 a side chain type liquid crystal polymer is applied to a substrate on which a vertical alignment film is not provided, and the liquid crystal polymer is subjected to home-to-mouth pick alignment in a liquid crystal state, and then the alignment is performed.
  • a home-orientated pick-aligned liquid crystal film that is fixed in a state in which the state is maintained is disclosed.
  • the side chain type liquid crystal polymer contains a monomer unit having a liquid crystalline fragment containing a monomer unit ( a ) containing a liquid crystalline fragment side chain and a monomer unit (b) containing a non-liquid crystalline fragment side chain. It is described to do.
  • the vertical alignment film of the homeotopic pick alignment liquid crystal film of Patent Document 1 is formed of a long-chain alkyl dendrimer derivative.
  • This long-chain alkyl dendrimer derivative is a special material and has a problem that it is difficult to produce.
  • the liquid crystal used in Patent Document 1 is home-to-mouth pick-aligned on the vertical alignment film, so that the alignment angle of the liquid crystal molecules cannot be adjusted. Therefore, the tilt angle of the refractive index ellipsoid with respect to the film plane in the optically anisotropic layer cannot be controlled, and the viewing angle cannot be improved in accordance with the characteristics of the liquid crystal panel.
  • the birefringent layer of the optical element of Patent Document 3 forms a homeotopic pick alignment even if it is not on the vertical alignment film. Therefore, in order to obtain homeo-mouth pick alignment, it is necessary to mix a coupling agent in addition to the rod-like polymerizable liquid crystal.
  • the birefringence anisotropy of the coupling agent is smaller than that of the rod-like polymerizable liquid crystal. Therefore, there is a problem that the retardation value of the obtained optical element is lowered. Therefore, in order to obtain a desired retardation value in the optical element, it is necessary to make the film thickness thicker than when only a rod-like polymerizable liquid crystal is used.
  • the conventional optical compensation film applicable to the wide field of view of the IPS mode has various problems, and the development of a more suitable optical compensation film is demanded.
  • the rod-like polymerizable liquid crystal compound comprising a layer containing a horizontal alignment film as a monomer
  • A3 represents a divalent cyclic hydrocarbon group or a heterocyclic group
  • B3 represents the same meaning as B1 and B2
  • n represents an integer of 1 to 4.
  • a method for producing a film having an optically anisotropic layer formed on an alignment film for vertical alignment comprising (A) a rod-like polymerizable liquid crystal compound on the alignment film for vertical alignment A step of applying the composition, and (B) a step of heating the coating film formed in the step (A) at 25 ° C. to 120 ° C. for 10 seconds to 60 minutes.
  • a method for producing a film, wherein the polymerizable liquid crystal compound has a property of being oriented horizontally on a horizontally oriented film as a monomer and vertically oriented at an air interface.
  • a polymer further containing a structural unit derived from a specific polymerizable liquid crystal compound may be used in order to impart desired wavelength dispersion characteristics of the obtained film.
  • the “specific polymerizable compound” is a compound that can be used in combination with the rod-like polymerizable liquid crystal compound to impart desired wavelength dispersion characteristics to the resulting film.
  • Y in the above formula (1) represents a divalent group, and this group preferably has a bent structure.
  • the “bending structure” is an angle formed from a linking group that is a bonding group of Y and bonded to a group containing A1, and a linking group that is a bonding group of Y and bonded to a group containing A2. It means a structure with a force of 100 ° to 140 °. The angle is preferably 110 ° to 130 °. Within the above range, the compatibility when the polymerizable compound and the rod-like polymerizable liquid crystal compound are dissolved in an organic solvent is improved. Therefore, the retardation value of the obtained film can be improved.
  • C1 represents a quaternary carbon atom or a quaternary key atom. Of these, C1 is preferably a quaternary carbon atom because it is easy to produce.
  • examples of the hydrocarbon group include an alkylene group such as a methylene group, an ethylene group, and a propylene group, and a linking group in which a single bond of an alkylene group is substituted with a double bond or a triple bond. it can.
  • examples of the cyclic hydrocarbon group include the same cyclic hydrocarbon groups as those used for D1 and D2.
  • alkyl group, alkoxy group and halogen atom the alkyl group, alkoxy group and halogen atom exemplified as the group substituted by A1 and A2 can be exemplified.
  • A1 and A2 each independently represent a divalent cyclic hydrocarbon group, a divalent heterocyclic group, a methylene-phenylene group, an oxy-phenylene group, or a thio-phenylene group.
  • the methylene group, the ether group, and the thioether group in the methylenephenylene group, the oxyphenylene group, or the thiophenylene group are bonded to B1 and B2.
  • a halogen atom such as a fluorine atom, a salt T element-atom, or a bromine atom.
  • A1 and A2 are preferably a 1,4-phenylene group, a 1,4-cyclohexylene group, or a divalent group substituted with ⁇ 3 nitrogen atoms of a benzene ring carbon atom.
  • B1 and B2 are both divalent groups of the same type. And are preferred.
  • A2 and Al-Bl-XI are each linear, it is preferable that they have a tendency to improve the orientation.
  • A3 represents a divalent cyclic hydrocarbon group or a divalent heterocyclic group.
  • examples of A3 include the same divalent cyclic hydrocarbon groups and divalent heterocyclic groups exemplified in A1 and A2. From the viewpoint of ease of production, it may be a 1,4-phenylene group, 1,4-cyclohexylene group, or a divalent group in which 1 to 3 carbon atoms of the benzene ring are substituted with nitrogen atoms. The preferred 1,4-phenolene group is even more preferred.
  • both XI and X2 are preferably the same type of divalent group.
  • n is preferably 1 or 2 from the viewpoint of easy handling. Furthermore, n is preferably 1 from the viewpoint of ease of production.
  • the hydrogen atom of E1 and E2 is substituted by an alkyl group, an alkoxy group, a trifluoromethyl group, a trifluoromethyloxy group, a nitrile group, a nitro group, or a halogen atom! Okay, but it's preferable to remain a hydrogen atom!
  • E1 and E2 are both the same type of alkylene group because production is easy.
  • P1 and P2 represent a hydrogen atom or a polymerizable group.
  • the groups exemplified in B2 may be included.
  • the optically anisotropic layer may contain any one of structural units derived from the polymerizable compound, but may be derived from a plurality of different polymerizable compounds. Structural units may be included. Among these, it is preferable that structural units derived from the compounds described in Tables 1 and 2 are included. If such a compound is used, the film which is useful in the present invention can remarkably exhibit reverse wavelength dispersion. Furthermore, it is more preferable to include structural units derived from the compounds shown in Table 1. If such a compound is used, a film that can be used in the present invention can be easily produced.
  • the corresponding carbonyl compound is used as the compound that gives the compound, and the halide of the compound containing Al (A2), Bl (B2), XI (X2), El (E2) and PI (P2) acts on the carbonyl compound. And a method obtained by dehydration condensation.
  • a polymerizable compound in which s and t in the above formula (1) are 1, and G1 and G2 are both methylene chains As a production method, for example, a halogenobenzyl having iodine in a benzene ring as an alkali metal hydroxide is used as a compound that gives structural units of C2 and Al (C3 and A2) to the carbonyl compound.
  • Example For example, the ratio of the structural unit derived from the polymerizable compound contained in the composition containing the rod-like polymerizable liquid crystal compound and the polymerizable compound is adjusted, and the retardation value of the resulting film is obtained. From the result, the content of the structural unit derived from the polymerizable compound can be determined.
  • the optically anisotropic layer may contain a polymerization initiator for polymerizing the rod-like polymerizable liquid crystal compound or the polymerizable compound.
  • the polymerization initiator is not particularly limited as long as it can be used for polymerizing the compound.
  • the rod-like polymerizable liquid crystal compound is preferably photopolymerized. Therefore, the polymerization initiator is preferably a photopolymerization initiator.
  • Examples of the photopolymerization initiator include benzoins, benzophenones, benzyl ketals, ⁇ -hydroxy ketones, ⁇ -amino ketones, iodine salts, sulfo-um salts, and the like.
  • Irgacure 907, Irgacure 184, Irgacure 651, Irgacure 250, and Irgacure 369 (all from Ciba Specialty Chemicals Inc.), Sake All BZ, Sake All Z, Sake All BEE (and all above) ), Kayacure BP100 (manufactured by Nippon Kayaku Co., Ltd.), KYACURE I UVI—6992 (manufactured by Dow), Adekaoptomer SP—152, Adekaoptomer SP—170 (all above, Asahi Denka) And so on.
  • the rod-like polymerizable liquid crystal compound and the polymerizable compound can be photopolymerized.
  • the content of such a polymerization initiator is 10% by weight or less with respect to the liquid crystal compound-containing composition described later, because the orientation of the rod-like polymerizable liquid crystal compound is not disturbed. Is preferred.
  • the optically anisotropic layer may contain a polymerization inhibitor.
  • the polymerization inhibitor is not particularly limited, and examples thereof include hydroquinones having a substituent such as hydroquinone and alkyl ether, and substituents such as alkyl ether such as butylcatechol. Catechols, pyrogallols, 2,2,6,6, -tetramethyl-1-piberidyl-roxy radicals, thiophenols, ⁇ -naphthylamines, and j8-naphthols.
  • the polymerization inhibitor By using the polymerization inhibitor, the polymerization of the rod-like polymerizable liquid crystal compound or the polymerizable compound can be controlled, and the stability of the optically anisotropic layer can be improved.
  • the optically anisotropic layer may contain a photosensitizer.
  • the photosensitizer is not particularly limited, and examples thereof include xanthones such as xanthone and thixanthone, anthracenes having a substituent such as anthracene and alkyl ether, phenothiazine, and rubrene. .
  • the sensitivity of the polymerization of the rod-like polymerizable liquid crystal compound or the polymerizable compound can be increased.
  • the optically anisotropic layer may contain a leveling agent.
  • the above-mentioned leveling agent is not particularly limited, and a conventionally known leveling agent can be added.
  • the leveling agent include additives for radiation-curing coatings (by Big Chemie Japan: ⁇ -352, BYK-353, BYK-361N), coating additives (from Toray Dowco Jung: SH28PA, DC 11 PA). , ST80PA), and paint additives (manufactured by Shin-Etsu Silicone: KP321, ⁇ 323, ⁇ 22-161A, KF6001).
  • the optically anisotropic layer can be smoothed. Furthermore, in the process of producing the film, the fluidity of the liquid crystal compound-containing composition described later can be controlled, and the crosslink density of the rod-like polymerizable liquid crystal compound or polymerizable compound can be adjusted.
  • the method for producing a film according to the present invention can be suitably used for producing the above-described film according to the present invention. Specifically, (i) a step of applying the above-described composition containing the rod-like polymerizable liquid crystal compound on the alignment film for vertical alignment (hereinafter, “liquid crystal compound-containing composition application step” t, u), (B) Liquid crystal compound-containing composition coating And a step of heating the coating film formed at 25 ° C. to 120 ° C. for 10 seconds to 60 minutes (hereinafter, also referred to as “(liquid crystal compound-containing composition heating step)”).
  • the rod-like polymerizable liquid crystal compound when a vertical alignment film is used as the vertical alignment film, the rod-like polymerizable liquid crystal compound can be nematically aligned vertically on the vertical alignment film. Furthermore, when a rubbing-treated vertical alignment film is used as the vertical alignment film, the rod-like polymerizable liquid crystal compound is vertically aligned at the air layer interface while being tilted at the vertical alignment film interface. Can do. Therefore, according to the above configuration, an unpolymerized film before polymerization and a polymerized film both produce a film having a small refractive index change in the plane direction of the film and a large refractive index change in the normal direction of the film. be able to.
  • the alignment film for vertical alignment and the rod-like polymerizable liquid crystal compound those described in ⁇ 1.
  • Film according to the present invention> can be similarly used. Therefore, among the alignment films for vertical alignment described in ⁇ 1.
  • Film that works for the present invention> the rod-shaped polymerizable liquid crystal is not subjected to rubbing treatment in the optically anisotropic layer formed on the vertical alignment film. The compound is nematically aligned vertically to the alignment film for vertical alignment.
  • the rod-like polymerizable liquid crystal compound remains vertically aligned at the air layer interface, and is inclined at the alignment film interface for vertical alignment. Orient.
  • the inclination angle of the refractive index ellipsoid in the optically anisotropic layer is arbitrarily set to the normal line. Can be controlled in the direction. Therefore, it is possible to produce a film in which the refractive index change is small in the plane direction of the film and the refractive index change is large in the normal direction of the film.
  • Step of preparing a composition containing a liquid crystal compound (hereinafter referred to as “liquid crystal Compound-containing composition preparation step “t”), (D) a step of polymerizing an unpolymerized film obtained in the liquid crystal compound-containing composition heating step (hereinafter also referred to as “liquid crystal compound polymerization step”), (E) vertical Including a step of rubbing the alignment film (hereinafter also referred to as “rubbing step”) and (F) a step of forming an alignment film for vertical alignment on the supporting substrate (hereinafter also referred to as “alignment film forming step for vertical alignment”). You may go out. These four steps may all be included, or any one or two of them may be included. Of course, none of them may be included.
  • a vertical alignment film is formed on the support substrate.
  • the support substrate is not particularly limited.
  • Film according to the present invention> can be used.
  • the vertical alignment film is not particularly limited.
  • Film that can be used in the present invention> can be used. If such an alignment film for vertical alignment is used, it is not necessary to control the refractive index by stretching, so that in-plane variation in birefringence is reduced. Therefore, it is possible to provide a large optical film that can cope with an increase in the size of the FPD on the support substrate.
  • the method for forming the alignment film for vertical alignment on the support substrate is not particularly limited, and a conventionally known method can be used.
  • the orientation film for vertical orientation can be formed on the support substrate by applying a material for the orientation film for vertical orientation on the support substrate and then annealing.
  • the thickness of the alignment film for vertical alignment thus obtained is not particularly limited, but is preferably 10 nm to 10000 nm, more preferably 10 nm to 1000 nm. Within the above range, the rod-like polymerizable liquid crystal compound can be aligned at a desired angle on the alignment film for vertical alignment in the optically anisotropic layer forming step described later.
  • the method for rubbing the vertical alignment film is not particularly limited, and a conventionally known method can be used.
  • a method in which a rubbing cloth is wound and a rotating labinder roll is brought into contact with a vertical alignment film which is placed on a stage and conveyed it is possible to use a method in which a rubbing cloth is wound and a rotating labinder roll is brought into contact with a vertical alignment film which is placed on a stage and conveyed.
  • the rubbing cloth is not particularly limited as long as it can be wound around a labinda roll.
  • Examples of the material of the rubbing cloth include various materials such as rayon, cotton, wool and silk. Even with the same material, the rubbing state can be changed depending on the thickness and length of the thread used in the fabric. In order to make the rubbing state uniform, it is preferable that the thickness and length of the thread are uniform.
  • the rotation speed of the labinda roll is preferably 100 to 2000 rpm in order to stably rotate the rubbing roll with the force depending on the diameter of the labinda roll. It is also possible to adjust the rubbing force by changing the number of rotations of the labinda roll.
  • the number of rubbing times of the vertical alignment film in the rubbing step is not particularly limited. That is, in the rubbing step, the vertical alignment film may be rubbed only once, or may be rubbed multiple times to control the orientation! /.
  • the composition may further contain a specific polymerizable compound and a plurality of liquid crystal compounds different from Z or the rod-like polymerizable liquid crystal compound.
  • liquid crystal compound other liquid crystal compounds described in ⁇ 1.
  • the content of the liquid crystal compound may be appropriately determined according to the retardation value required for the obtained film. Specifically, the ratio of the structural unit derived from the liquid crystal compound contained in the composition is adjusted so as to give a desired retardation value, and the retardation value of the obtained optical film is obtained. Based on the result, the content of the structural unit derived from the liquid crystal compound can be determined.
  • the retardation value can be controlled by changing the film thickness. However, it is difficult to control the retardation value when the incident angle is changed, even if the retardation value in the normal direction can be controlled arbitrarily by controlling the film thickness alone. Must be changed.
  • the shape of the refractive index ellipsoid of the optically anisotropic layer can be arbitrarily controlled by adding a structural unit derived from the liquid crystal compound. However, if too much structural unit derived from the liquid crystal compound is added, the vertical alignment of the present invention may not be obtained.
  • the total content of the structural unit derived from the liquid crystal compound and the structural unit derived from the rod-like polymerizable liquid crystal compound is 100 parts by weight, and the content of the structural unit derived from the liquid crystal compound is 5 to 50 parts by weight. It is preferable to do.
  • the shape of the refractive index ellipsoid of the obtained film can be arbitrarily controlled.
  • the polymerizable compound As the polymerizable compound, the polymerizable compound described in ⁇ 1. Film that Works in the Present Invention> may be used. By including such a polymerizable compound in the composition, a film having arbitrary wavelength dispersion characteristics can be produced.
  • the content of the above-mentioned polymerizable compound may be appropriately determined according to the wavelength dispersion characteristic required for the obtained film. Specifically, the upper limit is set so as to give a desired wavelength dispersion characteristic. The ratio of the structural unit derived from the polymerizable compound contained in the composition is adjusted, and the retardation value of the obtained optical film is obtained. Based on the result, the content of the structural unit derived from the polymerizable compound can be determined.
  • the film exhibits positive wavelength dispersion without containing the above-mentioned polymerizable compound or containing a small amount of force.
  • the chromatic dispersion characteristic can be arbitrarily adjusted to the normal wavelength dispersion force and the reverse wavelength dispersion.
  • the structural unit derived from the polymerizable compound with respect to a total of 100 parts by weight of the structural unit derived from the polymerizable compound and the structural unit derived from the rod-like polymerizable liquid crystal compound.
  • the content of is preferably 5 to 50 parts by weight.
  • the composition may contain a polymerization initiator, a polymerization inhibitor, a photosensitizer, a leveling agent, and the like.
  • the polymerization initiator the polymerization initiators described in (I) Film which is useful in the present invention can be used.
  • the addition amount of the polymerization initiator is an amount suitable for the polymerization reaction of the rod-like polymerizable liquid crystal compound and Z or the polymerizable compound, and disturbs the orientation of the rod-like polymerizable liquid crystal compound. It is enough if it is not. That is, it is preferable to determine appropriately according to the types of the rod-like polymerizable liquid crystal compound, the polymerizable compound, and the polymerization initiator, and the composition of the composition. Thus, the specific value of the addition amount of the polymerization initiator is not particularly limited.
  • the rod-like polymerizable liquid crystal compound can be polymerized without disturbing the orientation of the rod-like polymerizable liquid crystal compound.
  • the polymerization inhibitor As the polymerization inhibitor, the polymerization inhibitor described in ⁇ 1. Can be used.
  • the addition amount of the polymerization inhibitor is not particularly limited, and the rod-like polymerizable liquid crystal compound that does not disturb the orientation of the rod-like polymerizable liquid crystal compound and
  • the photosensitizer the photosensitizer described in ⁇ 1. Film according to the present invention> can be used. Further, the amount of the photosensitizer added is not particularly limited.
  • the polymerization reaction of the rod-like polymerizable liquid crystal compound and Z or the polymerizable compound that does not disturb the orientation of the rod-like polymerizable liquid crystal compound is not limited. If the amount can be increased sensitivity. Specifically, 0.1 to 30 parts by weight is preferable with respect to 100 parts by weight of the rod-like polymerizable liquid crystal compound, and 0.5 to 10 parts by weight is more preferable. Within the above range, the sensitivity of the polymerization of the rod-like polymerizable liquid crystal compound without disturbing the orientation of the rod-like polymerizable liquid crystal compound can be increased.
  • the leveling agent the leveling agent described in ⁇ I. Film which is useful in the present invention> can be used.
  • the amount of the leveling agent added is not particularly limited, and the optically anisotropic layer that does not disturb the orientation of the rod-like polymerizable liquid crystalline compound is smoothed, or the composition of the liquid crystal compound-containing composition is not limited. Any amount can be used as long as it can control the fluidity during coating or adjust the crosslink density of the rod-like polymerizable liquid crystalline composite. Specifically, 0.1 to 30 parts by weight is preferable with respect to 100 parts by weight of the rod-like polymerizable liquid crystal compound, and 0.5 to 10 parts by weight is more preferable.
  • the liquid crystal compound-containing composition preparation step The prepared composition is applied on the alignment film for vertical alignment. Thereby, the coating film containing the said composition can be formed on the alignment film for vertical alignment.
  • the composition is a composition having an equivalent composition than that prepared in the liquid crystal compound-containing composition preparation step, and a composition containing a separately prepared rod-like polymerizable liquid crystal compound, for example, a commercially available product. May be used.
  • the method of applying the composition onto the alignment film for vertical alignment is not particularly limited, and a conventionally known method can be used.
  • a conventionally known method can be used.
  • an extrusion coating method, a direct gravure coating method, a reverse gravure coating method, a CAP coating method, a die coating method, a dip coating method, a bar coating method, and a spin coating method can be used.
  • the thickness of the layer formed by applying the composition varies depending on the retardation value of the obtained film.
  • the thickness is preferably 0.1 to 10 m, and more preferably 0.5 to 2 m. If it is in the said range, it can be set as the retardation value of the film which is effective in this invention mentioned above.
  • the optically anisotropic layer (liquid crystal layer) is laminated on the alignment film for vertical alignment laminated on an arbitrary supporting substrate. Therefore, the production cost can be reduced as compared with a method of manufacturing a liquid crystal cell and injecting a liquid crystal compound into the liquid crystal cell. Furthermore, it is possible to produce a film using a roll film.
  • the coating film formed in the liquid crystal compound-containing composition coating step is heated. Thereby, the solvent contained in the coating film is dried, and an unpolymerized film in which the rod-like polymerizable liquid crystal compound is in an unpolymerized state can be obtained.
  • the unpolymerized film thus obtained is also included in the present invention.
  • the unpolymerized film exhibits a liquid crystal phase such as a nematic phase and has birefringence due to monodomain alignment.
  • Ma The unpolymerized film is usually oriented at a low temperature of about 10 to 120 ° C, preferably 25 to 80 ° C. Therefore, in the present invention, a substrate having low heat resistance can be used as the support substrate described above.
  • the method for heating the composition, the heating conditions, and the like may be any conditions as long as an unpolymerized film having the above physical properties is obtained.
  • the heating temperature is preferably 10 to 120 ° C, and more preferably 25 to 80 ° C.
  • the heating time is preferably 10 seconds to 60 minutes, more preferably 30 seconds to 30 minutes. If the heating temperature and the heating time are within the above ranges, a supporting substrate that does not necessarily have sufficient heat resistance can be used as the supporting substrate.
  • the unpolymerized film obtained in the liquid crystal compound-containing composition heating step is polymerized and cured.
  • a film in which the orientation of the rod-like polymerizable liquid crystal compound is fixed, that is, a polymerized film is obtained. Therefore, it is possible to produce a polymerized film having a large refractive index change in the normal direction of the film and a small refractive index change in the plane direction of the film.
  • the method for polymerizing the unpolymerized film is determined according to the kind of the rod-like polymerizable liquid crystal compound and the polymerizable compound.
  • the unpolymerized film can be polymerized by photopolymerization or thermal polymerization.
  • a liquid crystal polymer is not used as the liquid crystal compound.
  • the rod-like polymerizable liquid crystal compound can be crosslinked by photopolymerization. Therefore, there is an effect that it is not easily affected by the change in birefringence due to heat. Also drooping It is not necessary to use a surface treatment agent such as a surfactant in the alignment film for direct alignment. That is, the alignment film of the film according to the present invention (vertical alignment film) has good adhesion between the support substrate and the alignment film and between the alignment film and the optically anisotropic layer. Is easy to manufacture. Furthermore, according to the method for producing a film according to the present invention, it is possible to produce an optical compensation film having a desired retardation value as a thin film, as compared with a stretched film that is expected to have the same performance. .
  • the film according to the present invention is also used in a retardation plate of a reflective liquid crystal display and an organic electoluminescence (EL) display, and in a flat panel display device including the retardation plate and the optical film.
  • a flat panel display device including the retardation plate and the optical film.
  • the flat panel display device is not particularly limited, and examples thereof include a liquid crystal display device (LCD) and organic electroluminescence (EL).
  • the embodiment of the polarizing film that works on the present invention will be described below based on FIGS. 3A to 3E.
  • the polarizing film of the present invention is not limited to this.
  • the polarizing film useful in the present invention is a film having a polarizing function, that is, obtained by laminating one or both surfaces of the polarizing layer directly or using an adhesive.
  • FIGS. 3A to 3E (1) Embodiment in which film 1 and polarizing layer 2 are directly bonded (FIG. 3A), (2) Film 1 and polarizing layer 2 Is an embodiment in which the film is bonded through the adhesive layer 3 (FIG. 3B), (3) an embodiment in which the film 1 and the film 1 are directly bonded, and further, the film 1 ′ and the polarizing layer 2 are directly bonded. (Fig.
  • the liquid crystal layer 11 is used as the film 1, and the alignment layer 1 is included in the film 1.
  • FIG. 3G the liquid crystal layer 11 is used as the film 1, and the alignment layer 12 may not be included in the film 1.
  • a pair of films 1 are bonded through an adhesive layer or an adhesive layer 3, and a polarizing layer 2 is bonded to the outside through the adhesive layer or the adhesive layer 3.
  • FIG. 3H shows the same structure as FIG. 3F.
  • a film 1A includes a support film 13, an alignment film 12 formed on the surface of the support film 13, and a liquid crystal layer 11 formed on the surface of the alignment film 12.
  • a laminated structure is used.
  • the polarizing layer 2 is not particularly limited as long as it is a film having a polarizing function. Absent.
  • a film obtained by adsorbing iodine or a dichroic dye on a polybulualcohol-based film or a film obtained by stretching a polybulualcohol-based film to adsorb iodine or a dichroic dye is used. be able to.
  • the adhesive used for the adhesive layer 3 and the adhesive layer 3 ' is not particularly limited, but is preferably an adhesive having high transparency and excellent heat resistance.
  • an adhesive for example, an acrylic, epoxy, or urethane adhesive is used.
  • the flat panel display device which is effective in the present invention is provided with a film or polarizing film which is effective in the present invention.
  • a liquid crystal display device including a liquid crystal panel on which a polarizing film that works on the present invention and a liquid crystal panel are bonded together, or an organic electorium luminescence (on which a light emitting layer is bonded on a polarizing film that covers the present invention)
  • An organic EL display device having a panel hereinafter also referred to as “EL”.
  • the liquid crystal display device includes the liquid crystal panel shown in FIG.
  • the liquid crystal panel is obtained by bonding a polarizing film 4 and a liquid crystal panel 6 through an adhesive layer or an adhesive layer 5. According to the above configuration, when a voltage is applied to the liquid crystal panel using an electrode (not shown), the liquid crystal molecules are driven to produce an optical shutter effect.
  • the polarizing film 4 functions as a broadband circularly polarizing plate.
  • the light emitting layer 7 is at least one layer having a conductive organic compound power. Note that the present invention is not limited to the configurations described above, and various modifications are possible within the scope of the claims, and technical means disclosed in different embodiments respectively. Embodiments obtained by appropriately combining the above are also included in the technical scope of the present invention.
  • the incident angle dependence of the retardation value of the produced film was measured using a measuring instrument (KOBRA-WR, manufactured by Oji Scientific Instruments).
  • 6 and 7 show the phase difference value [Re ()] at a wavelength of 585.6 nm when the incident angle is changed with respect to the fast axis.
  • the front retardation value Ro (nm) of the produced film was measured at a wavelength of 585.6 nm using a measuring instrument (KOBRA-WR, manufactured by Oji Scientific Instruments).
  • the incident angle dependence of the retardation value of the manufactured film was measured using a measuring instrument (Spectroscopic Ellipsometer 1: M-220, manufactured by JASCO Corporation), and the direction of the perpendicular axis of the film plane and the film thickness were measured.
  • the refractive indices in the vertical direction were measured as nx , ny , and nz, respectively.
  • a solution for polyimide alignment film for vertical alignment (SE-5300, manufactured by Nissan Chemical Industries, Ltd.) was applied on a glass substrate and then annealed to obtain a 104 nm thick alignment film for vertical alignment. Subsequently, a composition RMS-03-011 (manufactured by Merck & Co., Inc.) containing a rod-like polymerizable liquid crystal compound that is horizontally aligned on a horizontal alignment film without rubbing treatment and aligned vertically at the air interface is spun. It was applied by the coating method and dried at 55 ° C for 1 minute. The obtained unpolymerized film was confirmed to be monodomain by a polarizing microscope.
  • the front phase difference value Ro was also measured by the above method, and was found to be On m. From these results, it was found that the inclination angle of the refractive index ellipsoid with respect to the film plane was 90 °.
  • a polyimide alignment film for vertical alignment (SE-5300, manufactured by Nissan Chemical Industries, Ltd.) was applied on a glass substrate and then annealed to obtain a film having a thickness of 104 nm.
  • the alignment film is rubbed once with rayon (YA-20-R, manufactured by Yoshikawa Chemical Industries), followed by rod polymerization that is horizontally aligned on the horizontal alignment film and vertically aligned at the air interface.
  • Composition RM S-03-011 manufactured by Merck & Co., Inc.
  • a conductive liquid crystal compound was applied by spin coating and dried at 55 ° C. for 1 minute. The obtained unpolymerized film was confirmed to be monodomain by a polarizing microscope.
  • the incident angle dependency of the obtained film was measured by the above method.
  • the results of the film of Example 2 are shown in FIG. 7 and Table 5.
  • the results of Examples 3 and 4 are shown in Table 5.
  • the films of Examples 2 to 4 have an incident angle of 19 respectively.
  • the phase difference value increases as the incident angle to the film is increased, centering around ⁇ 6 ° and ⁇ 10 °. I found out that The tilt angles of this film were shown to be 71 °, 84 ° and 80 °, respectively.
  • the front phase difference value Ro was also measured by the above method.
  • the Ros of the films of Examples 2 to 4 were 18 nm, 5 nm, and 9 nm, respectively. From these results, in Examples 2 to 4, it was found from these results that the inclination angles of the refractive index ellipsoid with respect to the film plane were 71 °, 84 °, and 80 °.
  • a film was produced in the same manner as in Example 1, except that the coating solution shown in Table 6 was used instead of the composition RMS-03-011 (Merck Co., Ltd.). .
  • the obtained unpolymerized film was confirmed not to be monodomain by a polarizing microscope.
  • the film that is useful in the present invention is a film that can provide a high refractive index in the normal direction of the film, not in the plane direction of the film. Therefore, the present invention is an optical film having excellent wavelength dispersion characteristics such as an antireflection film such as an anti-reflection (AR) film, a polarizing film, a retardation film, an elliptically polarizing film, and a viewing angle widening film. Can be used. Furthermore, the present invention can also be used for retardation plates of reflective liquid crystal displays and organic electroluminescence (EL) displays, and flat panel display devices (FPD) equipped with such retardation plates.
  • AR anti-reflection
  • polarizing film a polarizing film
  • retardation film an elliptically polarizing film
  • FPD flat panel display devices

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  • Physics & Mathematics (AREA)
  • Nonlinear Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Mathematical Physics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Polarising Elements (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)

Abstract

Cette invention porte sur un film qui peut avoir un indice de réfraction élevé par rapport à un sens perpendiculaire au film plutôt qu'au sens plan du film. L'invention porte également sur un procédé de fabrication et d'utilisation du film. Une couche de composé cristallin liquide polymérisable de type tige à alignement hybride est formée sur un film pour un alignement perpendiculaire. Dans ce cas, le composé cristallin liquide polymérisable de type tige est aligné perpendiculairement ou obliquement sur l'interface du film pour un alignement perpendiculaire. En fonction de sa constitution précitée, le film obtenu peut satisfaire à une exigence représentée par nz > nx et nz > ny, les indices de réfraction dans le sens axial orthogonal et dans le sens de l'épaisseur du plan du film étant respectivement nx, ny et nz.
PCT/JP2007/054660 2006-03-29 2007-03-09 Film, son procédé de fabrication et d'utilisation WO2007122889A1 (fr)

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WO2014168256A1 (fr) * 2013-04-11 2014-10-16 住友化学株式会社 Couche d'alignement pour film optiquement anisotrope
KR20150018426A (ko) 2013-08-09 2015-02-23 스미또모 가가꾸 가부시키가이샤 광학 이방층 형성용 조성물

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TW200951579A (en) * 2008-04-17 2009-12-16 Sumitomo Chemical Co Composite retardation plate and its manufacturing method
KR101328109B1 (ko) * 2011-07-20 2013-11-13 최승규 광학필름, 그의 제조방법, 그를 포함하는 입체안경 및 입체표시장치
CN102899053B (zh) * 2012-10-13 2014-11-05 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
CN104342172B (zh) * 2013-08-09 2019-01-18 住友化学株式会社 取向膜形成用组合物
JP2016539374A (ja) * 2013-12-03 2016-12-15 エシロール アンテルナシオナル （コンパニー ジェネラル ドプティック） 透明薄肉フィルム、フィルムを製造するための方法、及び空間位相変調器
KR102001609B1 (ko) * 2015-03-05 2019-07-18 주식회사 엘지화학 액정 필름
JP7133354B2 (ja) * 2018-05-17 2022-09-08 日東電工株式会社 映り込み防止層付偏光板
CN112230478B (zh) * 2020-12-16 2021-02-19 北京瑞波科技术有限公司 一种位相延迟装置及其制备方法、显示设备

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WO2014168256A1 (fr) * 2013-04-11 2014-10-16 住友化学株式会社 Couche d'alignement pour film optiquement anisotrope
KR20150143569A (ko) * 2013-04-11 2015-12-23 스미또모 가가꾸 가부시키가이샤 광학 이방성 필름용 배향층
JPWO2014168256A1 (ja) * 2013-04-11 2017-02-16 住友化学株式会社 光学異方性フィルム用配向層
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KR102237396B1 (ko) 2013-04-11 2021-04-07 스미또모 가가꾸 가부시키가이샤 광학 이방성 필름용 배향층
KR20150018426A (ko) 2013-08-09 2015-02-23 스미또모 가가꾸 가부시키가이샤 광학 이방층 형성용 조성물

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CN101410737A (zh) 2009-04-15
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KR20080114767A (ko) 2008-12-31
TWI507743B (zh) 2015-11-11
KR101360715B1 (ko) 2014-02-07

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