WO2019116990A1 - 液晶配向層及びその製造方法、光学フィルム及びその製造方法、１／４波長板、偏光板並びに有機エレクトロルミネッセンス表示パネル - Google Patents

液晶配向層及びその製造方法、光学フィルム及びその製造方法、１／４波長板、偏光板並びに有機エレクトロルミネッセンス表示パネル Download PDF

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WO2019116990A1
WO2019116990A1 PCT/JP2018/044782 JP2018044782W WO2019116990A1 WO 2019116990 A1 WO2019116990 A1 WO 2019116990A1 JP 2018044782 W JP2018044782 W JP 2018044782W WO 2019116990 A1 WO2019116990 A1 WO 2019116990A1
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Prior art keywords
liquid crystal
layer
group
alignment layer
crystal alignment
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PCT/JP2018/044782
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English (en)
French (fr)
Japanese (ja)
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俊平 中島
菜津美 藤原
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日本ゼオン株式会社
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Priority to JP2019559582A priority Critical patent/JP7363483B2/ja
Publication of WO2019116990A1 publication Critical patent/WO2019116990A1/ja

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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
    • 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
    • G—PHYSICS
    • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • G—PHYSICS
    • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • G09F9/30—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining individual elements
    • H—ELECTRICITY
    • H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
    • H05B33/00—Electroluminescent light sources
    • H05B33/02—Details
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K59/00—Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
    • H10K59/80—Constructional details
    • H10K59/8791—Arrangements for improving contrast, e.g. preventing reflection of ambient light

Definitions

  • the present invention relates to a liquid crystal alignment layer and a method for producing the same, an optical film and a method for producing the same, a quarter wavelength plate, a polarizing plate and an organic electroluminescence display panel.
  • a film manufactured using a liquid crystal compound is known as one of optical films.
  • This film generally includes a liquid crystal cured layer formed of a cured product in which a liquid crystal composition containing a liquid crystal compound is aligned and cured while maintaining the alignment state.
  • a liquid crystal composition containing a liquid crystal compound is aligned and cured while maintaining the alignment state.
  • Patent No. 5363022 gazette
  • the liquid crystal cured layer included in the optical film usually contains a liquid crystal compound.
  • the molecules of the liquid crystal compound may be inclined with respect to the layer plane of the liquid crystal cured layer.
  • the tilt angle of the molecules of the liquid crystal compound is appropriately adjusted in order to obtain good viewing angle characteristics. It is desirable to do.
  • an organic electroluminescence display panel (hereinafter sometimes referred to as “organic EL display panel” as appropriate) has a circularly polarized light as a reflection suppressing film for suppressing reflection of external light on its display surface.
  • a plate and a polarizing plate such as an elliptically polarizing plate may be provided.
  • This polarizing plate usually includes a combination of a linear polarizer and a retardation film. It is preferable to adjust birefringence in the thickness direction of the retardation film from the viewpoint of suppressing reflection and obtaining excellent viewing angle characteristics when the display surface is viewed from the inclined direction. Therefore, in order to realize a retardation film having appropriate birefringence in the thickness direction, the present inventors have developed an optical film provided with a liquid crystal cured layer in which the tilt angle of the molecules of the liquid crystal compound is appropriately adjusted. I tried.
  • the above-mentioned retardation film has in-plane retardation of reverse wavelength dispersion. Therefore, when using a film provided with a liquid crystal cured layer as a retardation film, a liquid crystalline compound capable of expressing birefringence with reverse wavelength dispersion (hereinafter sometimes referred to as “reverse dispersed liquid crystalline compound” as appropriate) is used. Is desired.
  • the present invention has been made in view of the above problems, and it is possible to obtain an optical film having an in-plane retardation of reverse wavelength dispersion, being excellent in surface condition, and being excellent in viewing angle characteristics.
  • the present inventors diligently studied to solve the above-mentioned problems.
  • the present inventors are formed of a cured product of an alignment layer composition containing an inverse dispersion liquid crystalline compound containing an ethylenically unsaturated bond and an aromatic ring and a photopolymerization initiator, and infrared total reflection absorption.
  • a liquid crystal alignment layer having a surface in which the peak intensity ratio determined by spectrum measurement satisfies the predetermined requirements, it has an in-plane retardation of reverse wavelength dispersion, is excellent in surface state, and is excellent in viewing angle characteristics It has been found that the optical film can be obtained, and the present invention is completed. That is, the present invention includes the following.
  • the optical film according to [4], wherein the in-plane retardation of the optical film at a measurement wavelength of 590 nm is 100 nm or more and 180 nm or less.
  • the step of forming the layer of the inclined layer composition directly on the surface of the liquid crystal alignment layer does not directly rub the surface of the liquid crystal alignment layer, but directly on the surface of the liquid crystal alignment layer
  • the manufacturing method of the optical film of the [8] description including forming the layer of the said inclination layer composition.
  • a quarter wavelength plate comprising the liquid crystal alignment layer according to any one of [1] to [3], or the optical film according to [4] or [5].
  • a polarizing plate comprising the liquid crystal alignment layer as described in any one of [1] to [3], or the optical film as described in [4] or [5].
  • An organic electroluminescence display panel comprising the liquid crystal alignment layer as described in any one of [1] to [3], or the optical film as described in [4] or [5].
  • a liquid crystal alignment layer capable of obtaining an optical film having in-plane retardation of reverse wavelength dispersion, excellent in surface state, and excellent in viewing angle characteristics; Film having excellent in-plane retardation, excellent in surface state, and excellent viewing angle characteristics, and a method for producing the same; quarter-wave plate provided with the above liquid crystal alignment layer or optical film; the above liquid crystal alignment It is possible to provide a polarizing plate comprising a layer or an optical film; and an organic electroluminescent display panel comprising the above liquid crystal alignment layer or optical film.
  • FIG. 1 is a cross-sectional view schematically showing a liquid crystal alignment layer according to an embodiment of the present invention.
  • FIG. 2 is a cross-sectional view schematically showing an optical film according to an embodiment of the present invention.
  • FIG. 3 is a graph in which the retardation ratio R ( ⁇ ) / R (0 °) of the liquid crystal alignment layer according to an example is plotted against the incident angle ⁇ .
  • FIG. 4 is a perspective view for explaining the measurement direction when measuring the retardation of the liquid crystal alignment layer from the tilt direction.
  • the “in-plane direction” of a layer means a direction parallel to the layer plane unless otherwise specified.
  • the “thickness direction” of a certain layer indicates the direction perpendicular to the plane of the layer, unless otherwise specified. Therefore, unless otherwise specified, the in-plane direction and thickness direction of a given layer are perpendicular.
  • the “front direction” of a surface means the normal direction of the surface unless specifically stated otherwise, and specifically refers to the direction of the polar angle of 0 ° of the surface.
  • the “inclination direction” of a surface means a direction neither parallel nor perpendicular to the surface unless specifically stated otherwise, specifically, the polar angle of the surface is in the range of 5 ° to 85 °. Point in the direction of
  • the birefringence ⁇ n (450) at a wavelength of 450 nm and the birefringence ⁇ n (550) at a wavelength of 550 nm satisfy the following formula (N1) unless otherwise specified: Say Generally, a liquid crystal compound capable of expressing such reverse wavelength dispersive birefringence can exhibit greater birefringence as the measurement wavelength is longer. ⁇ n (450) ⁇ n (550) (N1)
  • the birefringence ⁇ n (450) at a wavelength of 450 nm and the birefringence ⁇ n (550) at a wavelength of 550 nm satisfy the following formula (N2), unless otherwise specified.
  • N2 the following formula
  • (meth) acrylic acid is a term including “acrylic acid”, “methacrylic acid” and a combination thereof.
  • nx represents the refractive index in the direction (in-plane direction) perpendicular to the thickness direction of the layer and in the direction giving the maximum refractive index.
  • ny represents the refractive index of the in-plane direction of the layer, which is perpendicular to the nx direction.
  • d represents the thickness of the layer.
  • the measurement wavelength of retardation is 590 nm unless otherwise stated.
  • the in-plane retardation Re can be measured using a retardation meter ("AxoScan" manufactured by Axometrics).
  • a resin having a positive intrinsic birefringence value means a resin in which the refractive index in the stretching direction is larger than the refractive index in the direction orthogonal thereto.
  • a resin having a negative intrinsic birefringence value means a resin in which the refractive index in the stretching direction is smaller than the refractive index in the direction orthogonal thereto.
  • the intrinsic birefringence value can be calculated from the dielectric constant distribution.
  • the direction of the slow axis of a layer means the direction of the slow axis in the in-plane direction unless otherwise specified.
  • the "tilt angle" of the molecules of the liquid crystal compound contained in a certain layer means the angle that the molecules of the liquid crystal compound form with respect to the layer plane, and "tilt angle” Sometimes called.
  • This inclination angle corresponds to the largest angle among the angles that the direction of the largest refractive index makes with the layer plane in the refractive index ellipsoid of the molecules of the liquid crystal compound.
  • the “tilt angle” refers to the tilt angle of the molecules of the liquid crystal compound relative to the layer plane of the layer in which the liquid crystal compound is contained.
  • the inclination angle with respect to the layer plane may be referred to as “inclination angle with respect to the in-plane direction” parallel to the layer plane.
  • the “substantially maximum tilt angle” of the molecules of the liquid crystal compound contained in a layer means that the tilt angle of the molecule on one side of the layer is 0 ° and the tilt angle of the molecule is thick The maximum value of the tilt angle of the molecules of the liquid crystal compound, assuming that the directions change at a constant rate.
  • the inclination angle of the molecules of the liquid crystal compound is smaller in the thickness direction as it is closer to one side of the layer and larger as it is farther from the one side.
  • the actual maximum inclination angle is calculated on the assumption that the ratio of the change of the inclination angle in the thickness direction (ie, the ratio of the change decreasing closer to one side and increasing increasing farther from one side) is constant. Represents the maximum value of the tilt angle.
  • the number of carbon atoms of the group having a substituent does not include the number of carbon atoms of the substituent unless otherwise specified.
  • an alkyl group having 1 to 20 carbon atoms which may have a substituent means that the alkyl group itself does not include the carbon atom number of the substituent, and the carbon atom number is 1 to 20. Represents that.
  • FIG. 1 is a cross-sectional view schematically showing a liquid crystal alignment layer 100 according to an embodiment of the present invention.
  • FIG. 2 is a cross-sectional view schematically showing an optical film 200 according to an embodiment of the present invention.
  • the liquid crystal alignment layer 100 according to an embodiment of the present invention is a liquid crystal tilt layer 210 formed of a cured product of a liquid crystal composition containing a liquid crystal compound on the liquid crystal alignment layer 100. Is a layer to be formed.
  • the optical film 200 is obtained by the manufacturing method including forming the liquid crystal inclined layer 210 on the liquid crystal alignment layer 100.
  • both the liquid crystal alignment layer 100 and the liquid crystal gradient layer 210 correspond to a liquid crystal cured layer as a layer formed of a cured product of a liquid crystal composition containing a liquid crystal compound
  • “liquid crystal The alignment layer 100 and the liquid crystal gradient layer 210 are called separately.
  • the liquid crystal composition used for forming the liquid crystal alignment layer 100 is referred to as “alignment layer”
  • the liquid crystal composition used to form the liquid crystal gradient layer 210 is referred to as “composition”, and is referred to as “gradient layer composition”.
  • the entire liquid crystal cured layer having a multilayer structure including the liquid crystal alignment layer 100 and the liquid crystal gradient layer 210 may be referred to as a "composite liquid crystal layer" 220.
  • the liquid crystal alignment layer 100 is formed of a cured product of an alignment layer composition containing a reverse dispersion liquid crystal compound (that is, a liquid crystal compound capable of expressing reverse wavelength dispersive birefringence) and a photopolymerization initiator.
  • a reverse dispersion liquid crystal compound that is, a liquid crystal compound capable of expressing reverse wavelength dispersive birefringence
  • the aforementioned reversely dispersed liquid crystal compound contained in the alignment layer composition contains, in its molecular structure, an ethylenically unsaturated bond and an aromatic ring.
  • the reverse dispersion liquid crystal compound has a polymerizability because it can be polymerized by an ethylenically unsaturated bond.
  • the liquid crystal alignment layer 100 contains molecules of the reversely dispersed liquid crystal compound in which the alignment state is fixed.
  • the term "inverse-dispersed liquid crystal compound with fixed orientation" includes polymers of the inverse-dispersed liquid crystal compound. Usually, the liquid crystallinity of the reverse dispersed liquid crystalline compound is lost by polymerization, but in the present application, the reverse dispersed liquid crystalline compound thus polymerized is also included in the term “reverse dispersed liquid crystalline compound contained in the liquid crystal alignment layer”.
  • the liquid crystal alignment layer 100 may include the molecules of the reverse dispersion liquid crystal compound whose alignment state is not fixed in combination with the molecules of the reverse dispersion liquid crystal compound whose alignment state is fixed, but the liquid crystal alignment layer 100 includes It is preferable that all of the molecules of the inverse-dispersed liquid crystalline compound to be fixed be in an oriented state.
  • At least a part of the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal alignment layer 100 is inclined with respect to the layer plane of the liquid crystal alignment layer 100 (that is, in the in-plane direction).
  • the tilt angle of the molecule with respect to the layer plane ie with respect to the in-plane direction
  • the molecules of the liquid crystal compound thus inclined are usually neither parallel nor perpendicular to the layer plane (ie, to the in-plane direction).
  • the liquid crystal alignment layer 100 has a surface 100U that satisfies the formula (i).
  • this surface 100U will be referred to as "specific surface” as appropriate.
  • X (S) represents the peak ratio X of the specific surface 100U of the liquid crystal alignment layer 100
  • X (A) represents the peak ratio X of the non-polymerized reversely dispersed liquid crystal compound
  • I (1) represents the peak intensity derived from the in-plane bending vibration of the ethylenically unsaturated bond by infrared total reflection absorption spectrum measurement
  • I (2) represents the peak intensity derived from the stretching vibration of the unsaturated bond of the aromatic ring by infrared total reflection absorption spectrum measurement.
  • “infrared total reflection absorption spectrum” may be referred to as "IR spectrum” as appropriate.
  • the cured product of the alignment layer composition contained in the liquid crystal alignment layer 100 is usually cured by polymerizing the reverse dispersion liquid crystal compound contained in the alignment layer composition to fix the alignment state. Also, in general, it is difficult to completely advance the polymerization reaction of the polymerizable liquid crystal compound, and therefore, the above-mentioned cured product may contain a reverse dispersion liquid crystal compound which is not polymerized as a residual monomer. During curing of the alignment layer composition, the ethylenic unsaturated bond of the reverse dispersed liquid crystal compound disappears by the polymerization reaction, but it does not disappear because the unsaturated bond of the aromatic ring does not react.
  • the ratio X (A) of the peak intensity I (1) to the peak intensity I (2) of the reverse-dispersed liquid crystalline compound not polymerized is the ratio of the reverse-dispersed liquid crystalline compound contained in the alignment layer composition before curing. The percentage of ethylenically unsaturated bonds is shown.
  • the ratio X (S) of the peak intensity I (1) to the peak intensity I (2) of the specific surface 100U of the liquid crystal alignment layer 100 is the specification of the liquid crystal alignment layer 100 obtained by curing the alignment layer composition. The residual ratio of the ethylenically unsaturated bond of the reverse dispersed liquid crystal compound in 100 U of planes is shown. Therefore, according to these ratios X (S) / X (A), the progress degree of the polymerization reaction in 100 U of specific surfaces of the liquid crystal aligning layer 100 can be quantitatively represented.
  • the formula (i) indicates that the polymerization reaction has largely progressed on the specific surface 100 U of the liquid crystal alignment layer 100.
  • the dissolution resistance of the specific surface 100U of the liquid crystal alignment layer 100 is improved. Therefore, even if the specific layer 100U is coated with the gradient layer composition, the specific surface 100U of the liquid crystal alignment layer 100 becomes difficult to melt depending on the components contained in the gradient layer composition. Therefore, it is possible to suppress the occurrence of unevenness on surface 220U of composite liquid crystal layer 220 due to melting of specific surface 100U.
  • the specific surface 100U of the liquid crystal alignment layer 100 containing the reversely dispersed liquid crystal compound in which the molecules are inclined with respect to the layer plane (that is, in the in-plane direction) is a layer of the inclined layer composition on the specific surface 100U.
  • the molecules of the reversely dispersed liquid crystal compound contained in the layer of the gradient layer composition are inclined with respect to the layer plane (that is, in the in-plane direction). Therefore, according to the liquid crystal alignment layer 100, since the inclination angle of the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal inclined layer 210 formed on the specific surface 100U can be increased, the optical film 200 excellent in the viewing angle characteristics.
  • both the liquid crystal alignment layer 100 and the liquid crystal gradient layer 210 contain the reverse dispersion liquid crystal compound, the obtained optical film 200 can have an in-plane retardation of reverse wavelength dispersion. Furthermore, in the liquid crystal alignment layer 100 described above, unevenness is hardly generated on the surface 220U of the composite liquid crystal layer 220 even when the inclined layer composition is applied to the specific surface 100U, so that a good surface state of the composite liquid crystal layer 220 Can be realized. Therefore, according to the liquid crystal alignment layer 100 as described above, it is possible to obtain an optical film 200 which has an in-plane retardation of reverse wavelength dispersion, is excellent in surface condition, and is excellent in viewing angle characteristics.
  • the irradiation amount of active energy rays such as ultraviolet rays which may be irradiated at the time of curing of the alignment layer composition, the kind of reverse dispersion liquid crystal compound, Methods of appropriately selecting conditions such as the type of the photopolymerization initiator, the amount of the photopolymerization initiator, and the temperature at the time of irradiation with active energy rays such as ultraviolet rays may be mentioned.
  • the reverse dispersion liquid crystal compound is a compound having liquid crystallinity, and is usually a compound capable of exhibiting a liquid crystal phase when the reverse dispersion liquid crystal compound is aligned.
  • the reverse dispersion liquid crystal compound is a liquid crystal compound capable of exhibiting reverse wavelength dispersive birefringence.
  • a liquid crystal compound capable of expressing reverse wavelength dispersive birefringence forms a layer of the liquid crystal compound, and when the liquid crystal compound is aligned in the layer, the reverse wavelength dispersive birefringence is formed. It refers to a liquid crystalline compound that develops.
  • the liquid crystal compound when the liquid crystal compound is homogeneously aligned, the liquid crystal compound exhibits reverse wavelength dispersive birefringence by examining whether the layer of the liquid crystal compound exhibits reverse wavelength dispersive birefringence.
  • the liquid crystal compound means to form a layer containing the liquid crystal compound, and the long axis direction of the mesogen skeleton of the molecules of the liquid crystal compound in the layer is parallel to the plane of the layer. It refers to orienting in one direction.
  • the direction in which the longest type of mesogen is oriented is the above-mentioned orientation direction.
  • the birefringence of the layer is determined from "(in-plane retardation of layer) / (thickness of layer)".
  • the reverse dispersed liquid crystal compound contains an ethylenically unsaturated bond and an aromatic ring in its molecular structure.
  • This reverse dispersion liquid crystal compound has polymerizability. Therefore, the reversely dispersed liquid crystal compound can be polymerized in a state of exhibiting a liquid crystal phase, and can be a polymer while maintaining the alignment state of the molecules in the liquid crystal phase. Therefore, it is possible to fix the alignment state of the reverse dispersion liquid crystal compound in the liquid crystal alignment layer, or to increase the degree of polymerization of the reverse dispersion liquid crystal compound to increase the mechanical strength of the liquid crystal alignment layer.
  • the reversely dispersed liquid crystal compound contains an ethylenically unsaturated bond and an aromatic ring, it is possible to quantify the progress of the polymerization reaction using the peak ratio X in the liquid crystal cured layer.
  • the reverse dispersed liquid crystal compound may be a compound containing, in the molecule of the reverse dispersed liquid crystal compound, a main chain mesogen and a side chain mesogen bonded to the main chain mesogen.
  • the reverse dispersed liquid crystal compound containing the main chain mesogen and the side chain mesogen can be oriented in a direction different from that of the main chain mesogen in a state in which the reverse dispersed liquid crystal compound is aligned. Therefore, in the layer of the reversely dispersed liquid crystal compound thus oriented, the main chain mesogen and the side chain mesogen may be oriented in different directions.
  • the birefringence of the layer is expressed as a difference between the refractive index corresponding to the main chain mesogen and the refractive index corresponding to the side chain mesogen, and as a result, reverse wavelength dispersive birefringence can be expressed.
  • the molecular weight of the reversely dispersed liquid crystal compound is preferably 300 or more, more preferably 500 or more, particularly preferably 800 or more, preferably 2000 or less, more preferably 1700 or less, particularly preferably 1500 or less.
  • the coatability of the alignment layer composition can be made particularly good.
  • the birefringence ⁇ n of the reversely dispersed liquid crystal compound at a measurement wavelength of 590 nm is preferably 0.01 or more, more preferably 0.03 or more, preferably 0.15 or less, more preferably 0.10 or less.
  • the reverse dispersion liquid crystal compound having the birefringence ⁇ n in such a range it is possible to easily obtain a liquid crystal alignment layer in which the substantial maximum tilt angle of the molecules of the reverse dispersion liquid crystal compound is large.
  • an inverse dispersion liquid crystal compound having a birefringence ⁇ n in such a range it is easy to obtain a liquid crystal alignment layer with few alignment defects.
  • the birefringence of the liquid crystal compound can be measured, for example, by the following method. A layer of liquid crystal compound is produced, and the liquid crystal compound contained in the layer is homogeneously aligned. Thereafter, the in-plane retardation of the layer is measured. Then, the birefringence of the liquid crystal compound can be determined from “(in-plane retardation of layer) / (thickness of layer)”. Under the present circumstances, in order to make measurement of in-plane retardation and thickness easy, you may harden the layer of the liquid crystal compound which carried out homogeneous orientation.
  • One type of reverse dispersion liquid crystal compound may be used alone, or two or more types may be used in combination in an arbitrary ratio.
  • Examples of the reverse dispersion liquid crystal compound include those represented by the following formula (I).
  • Ar represents a group represented by any of the following formulas (II-1) to (II-7).
  • * represents a bonding position to Z 1 or Z 2 .
  • E 1 and E 2 are each independently —CR 11 R 12 —, —S—, —NR 11 —, —CO— and — It represents a group selected from the group consisting of O-.
  • R 11 and R 12 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. Among them, E 1 and E 2 are preferably each independently —S—.
  • D 1 to D 3 each independently represent an aromatic hydrocarbon ring group which may have a substituent, or a substituent Represents an aromatic heterocyclic group which may be possessed.
  • the carbon atom number (including the carbon atom number of the substituent) of the group represented by D 1 to D 3 is generally independently 2 to 100.
  • the number of carbon atoms of the aromatic hydrocarbon ring group in D 1 to D 3 is preferably 6 to 30.
  • Examples of the aromatic hydrocarbon ring group having 6 to 30 carbon atoms in D 1 to D 3 include a phenyl group and a naphthyl group. Among them, as an aromatic hydrocarbon ring group, a phenyl group is more preferable.
  • the aromatic hydrocarbon ring group in D 1 to D 3 may have, for example, a halogen atom such as a fluorine atom and a chlorine atom; a cyano group; a carbon atom such as a methyl group, an ethyl group and a propyl group
  • a halogen atom such as a fluorine atom and a chlorine atom
  • a cyano group such as a carbon atom such as a methyl group, an ethyl group and a propyl group
  • R a represents an alkyl group having 1 to 6 carbon atoms; and an alkyl group having 1 to 6 carbon atoms or an alkoxy group having 1 to 6 carbon atoms as a substituent, having 6 carbon atoms And a group selected from the group consisting of -20 aromatic hydrocarbon ring groups;
  • R b is an alkyl group having 1 to 20 carbon atoms which may have a substituent; an alkenyl group having 2 to 20 carbon atoms which may have a substituent; even if it has a substituent And a group selected from the group consisting of a good cycloalkyl group having 3 to 12 carbon atoms; and an aromatic hydrocarbon ring group having 6 to 12 carbon atoms which may have a substituent.
  • the number of carbon atoms of the alkyl group having 1 to 20 carbon atoms for R b is preferably 1 to 12, and more preferably 4 to 10.
  • a C1-C20 alkyl group in R b for example, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, 1-methylpentyl group, 1-ethylpentyl group , Sec-butyl group, t-butyl group, n-pentyl group, isopentyl group, neopentyl group, n-hexyl group, isohexyl group, n-heptyl group, n-octyl group, n-nonyl group, n-decyl group , N-undecyl group, n-dodecyl group, n-tridecyl group, n-tetradecyl group
  • the substituent which the alkyl group having 1 to 20 carbon atoms for R b may have is, for example, a halogen atom such as a fluorine atom or a chlorine atom; a cyano group; a dimethylamino group or the like; N, N-dialkylamino group; an alkoxy group having 1 to 20 carbon atoms such as methoxy, ethoxy, isopropoxy and butoxy; and C 1 to 12 having carbon atoms such as methoxymethoxy and methoxyethoxy
  • the number of carbon atoms of the alkenyl group having 2 to 20 carbon atoms for R b is preferably 2 to 12.
  • a C2-C20 alkenyl group in R b for example, a vinyl group, propenyl group, isopropenyl group, butenyl group, isobutenyl group, pentenyl group, hexenyl group, heptenyl group, octenyl group, decenyl group, undecenyl group And dodecenyl group, tridecenyl group, tetradecenyl group, pentadecenyl group, hexadecenyl group, heptadecenyl group, octadecenyl group, nonadecenyl group, icosenyl group and the like.
  • Examples of the substituent which may have an alkenyl group having 2 to 20 carbon atoms in R b include the same examples as the substituent group which may have an alkyl group having 1 to 20 carbon atoms in R b.
  • the number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • Examples of the cycloalkyl group having 3 to 12 carbon atoms as R b include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, and a cyclooctyl group. Among them, as a cycloalkyl group, a cyclopentyl group and a cyclohexyl group are preferable.
  • the substituent that the cycloalkyl group having 3 to 12 carbon atoms for R b may have is, for example, a halogen atom such as a fluorine atom or a chlorine atom; a cyano group; a cyano group; a dimethylamino group or the like N, N-dialkylamino groups; alkyl groups having 1 to 6 carbon atoms, such as methyl, ethyl and propyl; and alkoxy having 1 to 6 carbon atoms, such as methoxy, ethoxy and isopropoxy. And nitro aromatic group, and an aromatic hydrocarbon ring group having 6 to 20 carbon atoms such as phenyl group and naphthyl group.
  • a substituent of the cycloalkyl group a halogen atom such as fluorine atom and chlorine atom; cyano group; an alkyl group having 1 to 6 carbon atoms such as methyl group, ethyl group and propyl group; methoxy group, ethoxy
  • An alkoxy group having 1 to 6 carbon atoms such as a group and isopropoxy group; a nitro group; and an aromatic hydrocarbon ring group having 6 to 20 carbon atoms such as a phenyl group and a naphthyl group are preferable.
  • the number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • Examples of the aromatic hydrocarbon ring group having 6 to 12 carbon atoms as R b include a phenyl group, a 1-naphthyl group and a 2-naphthyl group. Among them, as an aromatic hydrocarbon ring group, a phenyl group is preferable.
  • the substituent that the aromatic hydrocarbon ring group having 6 to 12 carbon atoms for R b may have is, for example, a halogen atom such as a fluorine atom or a chlorine atom; a carbon atom number such as a cyano group; a dimethylamino group 2 to 12 N, N-dialkylamino group; alkoxy group having 1 to 20 carbon atoms such as methoxy group, ethoxy group, isopropoxy group and butoxy group; carbon atom number such as methoxymethoxy group and methoxyethoxy group An alkoxy group having 1 to 12 carbon atoms substituted with an alkoxy group of 1 to 12; nitro group; an aromatic heterocyclic group having 2 to 20 carbon atoms such as triazolyl group, pyrrolyl group, furanyl group, thiophenyl group, etc .; A cycloalkyl group having 3 to 8 carbon atoms, such as cyclopropyl group, cyclopenty
  • a halogen atom such as a fluorine atom or a chlorine atom
  • a cyano group such as a fluorine atom or a chlorine atom
  • a cyano group such as a fluorine atom or a chlorine atom
  • a cyano group such as a methoxy group, an ethoxy group, an isopropoxy group, a butoxy group, etc.
  • Alkoxy group Alkoxy group; nitro group; aromatic heterocyclic group having 2 to 20 carbon atoms such as furanyl group and thiophenyl group; cycloalkyl group having 3 to 8 carbon atoms such as cyclopropyl group, cyclopentyl group and cyclohexyl group; A fluoroalkyl group having 1 to 12 carbon atoms, in which one or more hydrogen atoms are substituted with a fluorine atom, such as trifluoromethyl group, pentafluoroethyl group, -CH 2 CF 3 and the like; -OCF 3 ; is preferable.
  • the number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • the number of carbon atoms of the aromatic heterocyclic group in D 1 to D 3 is preferably 2 to 30.
  • Examples of the aromatic heterocyclic group having 2 to 30 carbon atoms in D 1 to D 3 include 1-benzofuranyl group, 2-benzofuranyl group, imidazolyl group, indolinyl group, furazanyl group, oxazolyl group, quinolyl group, and thiadiazolyl group.
  • aromatic heterocyclic group monocyclic aromatic heterocyclic groups such as furanyl group, pyranyl group, thienyl group, oxazolyl group, furazanyl group, thiazolyl group, and thiadiazolyl group; and benzothiazolyl group, benzooxa group Zoryl group, quinolyl group, 1-benzofuranyl group, 2-benzofuranyl group, phthalimido group, benzo [c] thienyl group, benzo [b] thienyl group, thiazolopyridyl group, thiazolopyrazinyl group, benzisoxazolate
  • aromatic heterocyclic groups such as fused rings, such as a ring group, a benzoxadiazolyl group, and a benzothiadiazolyl group.
  • the number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • D 4 to D 5 each independently represent an acyclic group which may have a substituent. D 4 and D 5 may together form a ring.
  • the carbon atom number (including the carbon atom number of the substituent) of the group represented by D 4 to D 5 is generally independently 1 to 100.
  • the number of carbon atoms of the noncyclic group in D 4 to D 5 is preferably 1 to 13.
  • the above Ph represents a phenyl group.
  • R x represents an organic group having 1 to 12 carbon atoms.
  • R x include an alkoxy group having 1 to 12 carbon atoms, and an alkyl group having 1 to 12 carbon atoms which may be substituted with a hydroxyl group.
  • Examples of the substituent that the noncyclic group in D 4 to D 5 may have include the same examples as the substituents that the aromatic hydrocarbon ring group in D 1 to D 3 may have.
  • the number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • D 4 and D 5 When D 4 and D 5 are taken together to form a ring, the above-mentioned D 4 and D 5 form an organic group containing a ring.
  • this organic group the group represented by a following formula is mentioned, for example.
  • * represents the position where each organic group is bonded to the carbon to which D 4 and D 5 are bonded.
  • R * represents an alkyl group having 1 to 3 carbon atoms.
  • R ** represents a group selected from the group consisting of an alkyl group having 1 to 3 carbon atoms and a phenyl group which may have a substituent.
  • R *** represents a group selected from the group consisting of an alkyl group having 1 to 3 carbon atoms and a phenyl group which may have a substituent.
  • R **** is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, hydroxyl group, and represents a group selected from the group consisting of -COOR 13.
  • R 13 represents an alkyl group having 1 to 3 carbon atoms.
  • a substituent which a phenyl group may have, for example, a halogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, a hydroxyl group, a carboxyl group, an alkoxy group, an aryloxy group, an acyloxy group, a cyano group and an amino group
  • a substituent a halogen atom, an alkyl group, a cyano group and an alkoxy group are preferable.
  • the number of substituents which a phenyl group has may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • the carbon atom number (including the carbon atom number of the substituent) of the group represented by D 6 is usually 3 to 100.
  • R f represents a hydrogen atom; and a group selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, such as methyl, ethyl, propyl and isopropyl.
  • R g represents a group selected from the group consisting of a hydrogen atom; and an organic group having 1 to 30 carbon atoms which may have a substituent.
  • the preferable carbon atom number range and examples of the alkyl group having 1 to 20 carbon atoms in R g are the same as the alkyl group having 1 to 20 carbon atoms in R b .
  • the substituent which the alkyl group having 1 to 20 carbon atoms in R g may have is, for example, a halogen atom such as a fluorine atom or a chlorine atom; a cyano group; a dimethylamino group or the like, and the like.
  • N, N-dialkylamino group an alkoxy group having 1 to 20 carbon atoms such as methoxy, ethoxy, isopropoxy and butoxy; and C 1 to 12 having carbon atoms such as methoxymethoxy and methoxyethoxy
  • Alkyl group cycloalkyloxy group having 3 to 8 carbon atoms such as cyclopentyloxy group and cyclohexyloxy group; cyclic having 2 to 12 carbon atoms such as tetrahydrofuranyl group, tetrahydropyranyl group, dioxolanyl group, dioxanyl group and the like
  • An ether group an aryloxy group having 6 to 14 carbon atoms such as phenoxy group and naphthoxy group; a fluoroalkyl group having 1 to 12 carbon atoms in which one or more hydrogen atoms are substituted with a fluorine atom; benzofuryl group; benzopyranyl A benzodioxolyl group; a benzodioxanyl group; -SO 2 R a ; -SR b ; an alkoxy group having 1 to 12 carbon atoms substituted with -SR b ; a hydroxyl group; and the like.
  • the preferable carbon atom number range and examples of the alkenyl group having 2 to 20 carbon atoms in R g are the same as the alkenyl group having 2 to 20 carbon atoms in R b .
  • Examples of the substituent which may have an alkenyl group having 2 to 20 carbon atoms in R g include the same examples as the substituent group which may have an alkyl group having 1 to 20 carbon atoms in R g.
  • the number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • alkynyl group having 2 to 20 carbon atoms for R g for example, ethynyl group, propynyl group, 2-propynyl group (propargyl group), butynyl group, 2-butynyl group, 3-butynyl group, 3-butynyl group, pentynyl group, 2- And pentynyl group, hexynyl group, 5-hexynyl group, heptynyl group, octynyl group, 2-octynyl group, nonanyl group, decanyl group, 7-decanyl group and the like.
  • Examples of the substituent which may have an alkynyl group having 2 to 20 carbon atoms in R g include the same examples as the substituent group which may have an alkyl group having 1 to 20 carbon atoms in R g.
  • the number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • Examples of the cycloalkyl group having 3 to 12 carbon atoms in R g include the same examples as the cycloalkyl group having 3 to 12 carbon atoms in R b .
  • Examples of the substituent which may have a cycloalkyl group having 3 to 12 carbon atoms in R g include the same examples as the substituent group which may have an alkyl group having 1 to 20 carbon atoms in R g.
  • the number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • Examples of the aromatic hydrocarbon ring group having 6 to 30 carbon atoms in R g include the same examples as the aromatic hydrocarbon ring group having 6 to 30 carbon atoms in D 1 to D 3 .
  • Examples of the substituent that the aromatic hydrocarbon ring group having 6 to 30 carbon atoms in R g may have include the same examples as the substituents that the aromatic hydrocarbon ring group in D 1 to D 3 may have.
  • Be The number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • Examples of the aromatic heterocyclic group having 2 to 30 carbon atoms in R g include the same examples as the aromatic heterocyclic group having 2 to 30 carbon atoms in D 1 to D 3 .
  • Examples of the substituent that the aromatic heterocyclic group having 2 to 30 carbon atoms in R g may have include the same examples as the substituents that the aromatic hydrocarbon ring group in D 1 to D 3 may have. .
  • the number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • R h represents an organic group having at least one aromatic ring selected from the group consisting of an aromatic hydrocarbon ring having 6 to 30 carbon atoms and an aromatic heterocycle having 2 to 30 carbon atoms.
  • R h include (1) a hydrocarbon ring group having 6 to 40 carbon atoms, which has one or more aromatic hydrocarbon rings having 6 to 30 carbon atoms.
  • the hydrocarbon ring group having an aromatic hydrocarbon ring may be appropriately referred to as “(1) hydrocarbon ring group”.
  • (1) Specific examples of the hydrocarbon ring group include the following groups.
  • the hydrocarbon ring group may have a substituent.
  • R a and R b are as described above. Among these, a halogen atom, a cyano group, an alkyl group having 1 to 6 carbon atoms, and an alkoxy group having 1 to 6 carbon atoms are preferable.
  • the number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • R h includes (2) at least one aromatic ring selected from the group consisting of an aromatic hydrocarbon ring having 6 to 30 carbon atoms and an aromatic heterocyclic ring having 2 to 30 carbon atoms. And heterocyclic groups having 2 to 40 carbon atoms.
  • the heterocyclic group having an aromatic ring may be appropriately referred to as "(2) heterocyclic group”.
  • the following groups may be mentioned as specific examples of the heterocyclic group.
  • Each R independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
  • the heterocyclic group may have a substituent.
  • substituents that the (2) heterocyclic group may have include the same examples as the substituents that the (1) hydrocarbon ring group may have.
  • the number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • R h (3) at least one group selected from the group consisting of an aromatic hydrocarbon ring group having 6 to 30 carbon atoms and an aromatic heterocyclic group having 2 to 30 carbon atoms And an alkyl group having 1 to 12 carbon atoms substituted by
  • this substituted alkyl group may be appropriately referred to as "(3) substituted alkyl group”.
  • Examples of the “alkyl group having 1 to 12 carbon atoms” in the substituted alkyl group include a methyl group, an ethyl group, a propyl group and an isopropyl group.
  • Examples of the "aromatic hydrocarbon ring group having 6 to 30 carbon atoms” in the substituted alkyl group include the same examples as the aromatic hydrocarbon ring group having 6 to 30 carbon atoms in D 1 to D 3 . It can be mentioned.
  • Examples of the “aromatic heterocyclic group having 2 to 30 carbon atoms” in the substituted alkyl group include the same examples as the aromatic heterocyclic group having 2 to 30 carbon atoms in D 1 to D 3 . .
  • the substituted alkyl group may further have a substituent.
  • substituent which the substituted alkyl group may have include the same examples as the substituent which the (1) hydrocarbon ring group may have.
  • the number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • R h (4) at least one group selected from the group consisting of an aromatic hydrocarbon ring group having 6 to 30 carbon atoms and an aromatic heterocyclic group having 2 to 30 carbon atoms And an alkenyl group having 2 to 12 carbon atoms which is substituted by
  • this substituted alkenyl group may be referred to as “(4) substituted alkenyl group” as appropriate.
  • Examples of the “alkenyl group having 2 to 12 carbon atoms” in the substituted alkenyl group include a vinyl group and an allyl group.
  • Examples of the “aromatic hydrocarbon ring group having 6 to 30 carbon atoms” in the substituted alkenyl group include the same examples as the aromatic hydrocarbon ring group having 6 to 30 carbon atoms in D 1 to D 3 . It can be mentioned.
  • Examples of the “aromatic heterocyclic group having 2 to 30 carbon atoms” in the substituted alkenyl group include the same examples as the aromatic heterocyclic group having 2 to 30 carbon atoms in D 1 to D 3 . .
  • the substituted alkenyl group may further have a substituent.
  • a substituent which a substituted alkenyl group may have the same example as a substituent which (1) hydrocarbon ring group may have is mentioned, for example.
  • the number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • R h (5) at least one group selected from the group consisting of an aromatic hydrocarbon ring group having 6 to 30 carbon atoms and an aromatic heterocyclic group having 2 to 30 carbon atoms And an alkynyl group having 2 to 12 carbon atoms which is substituted by
  • this substituted alkynyl group may be referred to as “(5) substituted alkynyl group” as appropriate.
  • Examples of the “C 2-12 alkynyl group” in the substituted alkynyl group include ethynyl group and propynyl group.
  • Examples of the “aromatic hydrocarbon ring group having 6 to 30 carbon atoms” in the substituted alkynyl group include the same examples as the aromatic hydrocarbon ring group having 6 to 30 carbon atoms in D 1 to D 3 . It can be mentioned.
  • Examples of the “aromatic heterocyclic group having 2 to 30 carbon atoms” in the substituted alkynyl group include the same examples as the aromatic heterocyclic group having 2 to 30 carbon atoms in D 1 to D 3 . .
  • the substituted alkynyl group may further have a substituent.
  • substituents that the substituted alkynyl group may have (5) include the same examples as the substituent that the (1) hydrocarbon ring group may have.
  • the number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • R h More preferable specific examples of R h include the following groups.
  • R h include the following groups.
  • R h described above may further have a substituent.
  • substituents include halogen atoms such as fluorine atom and chlorine atom; cyano group; alkyl group having 1 to 6 carbon atoms such as methyl group, ethyl group and propyl group; vinyl group, allyl group and the like
  • R a and R b are as described above. Among these, a halogen atom, a cyano group, an alkyl group having 1 to 6 carbon atoms, and an alkoxy group having 1 to 6 carbon atoms are preferable.
  • the number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • R i represents an organic group having at least one aromatic ring selected from the group consisting of an aromatic hydrocarbon ring having 6 to 30 carbon atoms and an aromatic heterocyclic ring having 2 to 30 carbon atoms.
  • R i include hydrocarbon ring groups having 6 to 40 carbon atoms, which have one or more aromatic hydrocarbon rings having 6 to 30 carbon atoms.
  • another preferable example of R i has at least one aromatic ring selected from the group consisting of an aromatic hydrocarbon ring having 6 to 30 carbon atoms and an aromatic heterocyclic ring having 2 to 30 carbon atoms, And heterocyclic groups having 2 to 40 carbon atoms.
  • R i include the following groups.
  • the meaning of R is as described above.
  • the group represented by any one of formulas (II-1) to (II-7) may further have a substituent in addition to D 1 to D 6 .
  • substituents include a halogen atom, a cyano group, a nitro group, an alkyl group having 1 to 6 carbon atoms, a halogenated alkyl group having 1 to 6 carbon atoms, and an N-alkylamino having 1 to 6 carbon atoms.
  • N, N-dialkylamino group having 2 to 12 carbon atoms alkoxy group having 1 to 6 carbon atoms, alkylsulfinyl group having 1 to 6 carbon atoms, carboxyl group, thioalkyl group having 1 to 6 carbon atoms And an N-alkylsulfamoyl group having 1 to 6 carbon atoms, and an N, N-dialkylsulfamoyl group having 2 to 12 carbon atoms.
  • the number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • Preferred examples of Ar in the formula (I) include groups represented by the following formulas (III-1) to (III-10).
  • the groups represented by the formulas (III-1) to (III-10) may have an alkyl group having 1 to 6 carbon atoms as a substituent.
  • * represents a bonding position.
  • a 1 , A 2 , B 1 and B 2 are each independently a cyclic aliphatic group which may have a substituent, and an aromatic which may have a substituent A group selected from the group consisting of
  • the carbon atom number (including the carbon atom number of the substituent) of the group represented by A 1 , A 2 , B 1 and B 2 is generally independently 3 to 100.
  • each of A 1 , A 2 , B 1 and B 2 independently has a cyclic aliphatic group having 5 to 20 carbon atoms which may have a substituent, or a substituent Preferred are aromatic groups having 2 to 20 carbon atoms.
  • cyclic aliphatic group in A 1 , A 2 , B 1 and B 2 for example, cyclopentane-1,3-diyl group, cyclohexane-1,4-diyl group, 1,4-cycloheptane-1,4 Cycloalkanediyl group having 5 to 20 carbon atoms, such as -diyl group, cyclooctane-1,5-diyl group; decahydronaphthalene-1,5-diyl group, decahydronaphthalene-2,6-diyl group, etc. And a bicycloalkanediyl group having 5 to 20 carbon atoms; and the like.
  • a cycloalkanediyl group having 5 to 20 carbon atoms which may be substituted is preferable, a cyclohexanediyl group is more preferable, and a cyclohexane-1,4-diyl group is particularly preferable.
  • the cyclic aliphatic group may be trans, cis or a mixture of cis and trans. Among them, the trans form is more preferable.
  • Examples of the substituent that the cyclic aliphatic group in A 1 , A 2 , B 1 and B 2 may have include a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, A nitro group, a cyano group, etc. are mentioned.
  • the number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • Aromatic hydrocarbon ring group having 6 to 20 carbon atoms such as 5-naphthylene group, 2,6-naphthylene group, 4,4′-biphenylene group, etc .; furan-2,5-diyl group, thiophene-2,5 -Aromatic heterocyclic groups having 2 to 20 carbon atoms, such as -diyl, pyridine-2, 5-diyl and pyrazine-2, 5-diyl; and the like.
  • an aromatic hydrocarbon ring group having 6 to 20 carbon atoms is preferable, a phenylene group is more preferable, and a 1,4-phenylene group is particularly preferable.
  • substituent which the aromatic group in A 1 , A 2 , B 1 and B 2 may have, for example, the same as the substituents which the cyclic aliphatic group in A 1 , A 2 , B 1 and B 2 may have An example is given.
  • the number of substituents may be one or more.
  • the plurality of substituents may be identical to or different from each other.
  • Each of R 22 and R 23 independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
  • the hydrogen atom contained in the organic group of G 1 and G 2 may be substituted by an alkyl group of 1 to 5 carbon atoms, an alkoxy group of 1 to 5 carbon atoms, or a halogen atom.
  • Specific examples of the aliphatic hydrocarbon group having 1 to 20 carbon atoms in G 1 and G 2 include an alkylene group having 1 to 20 carbon atoms.
  • Specific examples of the aliphatic hydrocarbon group having 3 to 20 carbon atoms in G 1 and G 2 include an alkylene group having 3 to 20 carbon atoms.
  • P 1 and P 2 each independently represent a polymerizable group.
  • R 31 represents a hydrogen atom, a methyl group or a chlorine atom.
  • the reverse dispersed liquid crystalline compound represented by the formula (I) can be produced, for example, by the reaction of a hydrazine compound and a carbonyl compound described in WO 2012/147904.
  • the photopolymerization initiator can be selected according to the type of the reversely dispersed liquid crystal compound. For example, if the reversely dispersed liquid crystal compound is radically polymerizable, a radical polymerization initiator may be used. In addition, if the reverse dispersion liquid crystal compound is anionically polymerizable, an anionic polymerization initiator may be used. Furthermore, if the reverse dispersion liquid crystal compound is cationically polymerizable, a cationic polymerization initiator may be used.
  • a radical polymerization initiator is preferable and an oxime ester type polymerization initiator is more preferable.
  • the oxime ester polymerization initiator is a polymerization initiator containing an oxime ester group.
  • oxime ester polymerization initiators examples include 1,2-octanedione, 1- (4- (phenylthio) -2- (O-benzoyloxime)), ethanone, 1- (9-ethyl-6 (2-) Methyl benzoyl) -9H-carbazol-3-yl) -1- (O-acetyl oxime), oxime ester polymerization initiators described in JP-A-2001-233842, and the like.
  • examples of the oxime ester polymerization initiator may be, under the trade name, IrgacureOXE01, IrgacureOXE02, IrgacureOXE04 manufactured by BASF, and Adekaoptomer N-1919T manufactured by ADEKA.
  • a photoinitiator may be used individually by 1 type, and may be used combining 2 or more types by arbitrary ratios.
  • the amount of the polymerization initiator is preferably 0.1 parts by weight or more, more preferably 0.5 parts by weight or more, preferably 30 parts by weight or less, more preferably 100 parts by weight of the reversely dispersed liquid crystal compound. It is 10 parts by weight or less. When the amount of the polymerization initiator falls within the above range, the polymerization can be efficiently advanced.
  • the alignment layer composition contains the above-described reverse dispersion liquid crystal compound and a photopolymerization initiator, and may further contain optional components as required.
  • One of the optional components may be used alone, or two or more of the optional components may be used in combination at an optional ratio.
  • the alignment layer composition may contain a surfactant as an optional component.
  • a surfactant as an optional component.
  • a surfactant containing a fluorine atom in the molecule is preferable.
  • a surfactant containing a fluorine atom in the molecule may be referred to as a "fluorinated surfactant" as appropriate.
  • the fluorinated surfactant is preferably a nonionic surfactant.
  • the fluorine-based surfactant is a nonionic surfactant which does not contain an ionic group, the surface state and the orientation of the liquid crystal alignment layer can be made particularly favorable.
  • the fluorine-based surfactant may not have the polymerizability, and may have the polymerizability.
  • the polymerizable fluorine-containing surfactant can be polymerized in the step of curing the layer of the alignment layer composition, and therefore, in the liquid crystal alignment layer, it is usually contained in a part of the molecules of the polymer.
  • fluorine-based surfactant for example, Surfron series (S420 etc.) manufactured by AGC Seimi Chemical Co., Ltd., Ftergent series manufactured by Neos (251, FTX-212M, FTX-215M, FTX-209 etc.), DIC Megafuck series (F-444 etc.) etc. are made.
  • a fluorine-type surfactant may be used individually by 1 type, and may be used combining two or more types by arbitrary ratios.
  • the amount of the surfactant is preferably 0.03 parts by weight or more, more preferably 0.05 parts by weight or more, and preferably 0.50 parts by weight or less, with respect to 100 parts by weight of the reversely dispersed liquid crystal compound. Preferably it is 0.30 weight part or less.
  • the amount of surfactant is in the above range, the substantial maximum inclination angle of the molecules of the reversely dispersed liquid crystal compound in the liquid crystal alignment layer can be effectively increased.
  • the alignment layer composition may contain a solvent as an optional component.
  • a solvent those capable of dissolving the reverse dispersion liquid crystal compound are preferable.
  • An organic solvent is usually used as such a solvent.
  • the organic solvent include ketone solvents such as cyclopentanone, cyclohexanone, methyl ethyl ketone, acetone and methyl isobutyl ketone; acetic acid ester solvents such as butyl acetate and amyl acetate; halogenated hydrocarbon solvents such as chloroform, dichloromethane and dichloroethane; And ether solvents such as 4-dioxane, cyclopentyl methyl ether, tetrahydrofuran, tetrahydropyran, 1,3-dioxolane and 1,2-dimethoxyethane; and aromatic hydrocarbon solvents such as toluene, xylene and mesitylene.
  • a solvent may be used individually by
  • the boiling point of the solvent is preferably 60 ° C. to 250 ° C., more preferably 60 ° C. to 150 ° C. from the viewpoint of excellent handleability.
  • the amount of the solvent is preferably 200 parts by weight or more, more preferably 250 parts by weight or more, particularly preferably 300 parts by weight or more, preferably 650 parts by weight or less, based on 100 parts by weight of the reversely dispersed liquid crystal compound. It is preferably at most 550 parts by weight, particularly preferably at most 450 parts by weight.
  • the alignment layer composition has a large substantially maximum tilt angle of the molecules of the reverse dispersion liquid crystal compound as an optional component in order to make the tilt angle of the reverse dispersion liquid crystal compound molecules contained in the liquid crystal alignment layer larger. It may contain a gradient action component capable of exerting Many reverse-dispersed liquid crystalline compounds can only obtain a small tilt angle when they are aligned alone, but by using a gradient component, the tilt of the molecules of the reverse-dispersed liquid crystalline compound is promoted to reverse disperse.
  • a liquid crystal alignment layer having a large tilt angle of molecules of the liquid crystal compound can be easily obtained.
  • the inclination of the molecules of the reversely dispersed liquid crystal compound can be promoted by adjusting the operation or conditions in the process of producing the liquid crystal alignment layer, it is not necessary to use the inclination component.
  • a normal dispersion liquid crystal compound having a graded alignment property can be mentioned.
  • the “forward-dispersed liquid crystalline compound” refers to a liquid crystalline compound capable of exhibiting birefringence with normal wavelength dispersion.
  • a normal dispersion liquid crystal compound having a graded alignment property was tested by applying a composition containing a normal dispersion liquid crystal compound alone as a liquid crystal compound on the rubbing-treated surface of a resin film and subjecting it to an alignment process. When a layer is obtained, it refers to a normal dispersion liquid crystal compound in which the substantial maximum inclination angle that the molecules of the normal dispersion liquid crystal compound in the test layer make with the layer plane is 30 ° or more.
  • a reverse dispersion liquid crystal compound contained in a liquid crystal alignment layer by using the forward dispersion liquid crystal compound having a tilt alignment property in combination with a fluorine surfactant having a log P of 4.8 or more and 6.7 or less.
  • log P refers to the 1-octanol / water partition coefficient.
  • the log P of the fluorosurfactant can be measured by the following measurement method. Prepare a sample solution containing 1% by weight of a fluorosurfactant, and follow the general procedure of JIS 7260-117: 2006 ⁇ Measurement of partition coefficient (1-octanol / water)-high performance liquid chromatography ⁇ , HPLC / ELSD Analysis (high performance liquid chromatography / evaporative light scattering detection analysis) is performed to determine the elution time (rt).
  • HPLC / ELSD analysis is performed on a labeled compound having a known value of log P described in JIS 7260-117: 2006 in the same manner as the fluorosurfactant, and the elution time (rt) is calculated as taking measurement. Based on the measurement results of the labeled compound, a calibration curve showing the relationship between the elution time and logP is prepared. Thereafter, the elution time measured for the fluorosurfactant is applied to the calibration curve to determine the log P of the fluorosurfactant.
  • the following compounds may, for example, be mentioned as forward-dispersed liquid crystalline compounds having inclined orientation. Further, for the alignment layer composition containing a normal dispersion liquid crystal compound having a tilt alignment property, the descriptions in the specification of Japanese Patent Application Laid-Open No. 2018-262379 and Japanese Patent Application No. 2017-060154 may be referred to.
  • the amount of the normally dispersed liquid crystalline compound having inclined orientation is preferably 1 part by weight or more, more preferably 100 parts by weight in total with respect to the reverse dispersed liquid crystalline compound and the normally dispersed liquid crystalline compound having inclined orientation. It is 5 parts by weight or more, more preferably 10 parts by weight or more, preferably 25 parts by weight or less, and more preferably 20 parts by weight or less.
  • the (meth) acrylic acid ester compound whose ratio Mw / Np of molecular weight Mw and (pi) electron number Np is 17 or more and 70 or less is mentioned, for example.
  • the ratio Mw / Np of the molecular weight Mw of the (meth) acrylic acid ester compound to the ⁇ electron number Np is usually 17 or more, preferably 23 or more, and usually 70 or less, preferably 50 or less.
  • the number of ⁇ electrons per molecule of a compound is determined based on the type and number of unsaturated bonds contained in the compound.
  • (meth) acrylic acid ester compound As said (meth) acrylic acid ester compound, the following are mentioned, for example. Further, for the alignment layer composition containing the (meth) acrylic acid ester compound, the description of the specification of WO 2018/173778 and Japanese Patent Application No. 2017-060122 may be referred to.
  • the amount of the (meth) acrylic acid ester compound is preferably 1 part by weight or more, more preferably 5 parts by weight or more, based on 100 parts by weight in total of the reversely dispersed liquid crystal compound and the (meth) acrylic acid ester compound. Preferably it is 30 parts by weight or less, more preferably 20 parts by weight or less.
  • the quantity of fluorine type surfactant falls in a predetermined
  • the amount of the fluorine-based surfactant is preferably 0.11 parts by weight or more, more preferably 0. 1 part by weight, based on 100 parts by weight in total of the reversely dispersed liquid crystal compound and the (meth) acrylic acid ester compound. It is 12 parts by weight or more, preferably 0.29 parts by weight or less, more preferably 0.25 parts by weight or less, and particularly preferably 0.20 parts by weight or less.
  • the amount of the fluorine-based surfactant is in the above range, it is possible to easily obtain a liquid crystal alignment layer having a large maximum tilt angle of molecules of the reversely dispersed liquid crystal compound and a small number of alignment defects.
  • the liquid crystalline compound which has magnetic field responsiveness is mentioned, for example.
  • the “liquid crystal compound having magnetic field responsiveness” is a liquid crystal compound whose alignment state can be changed by the magnetic field when a magnetic field is applied at the liquid crystalization temperature.
  • An alignment layer composition containing a liquid crystal compound having magnetic field responsiveness is subjected to a magnetic field appropriately during the alignment treatment, whereby the substantially maximum tilt angle of the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal alignment layer is obtained. Can exert an effect of increasing
  • liquid crystalline compound having magnetic field responsiveness examples include the following. Further, for the alignment layer composition containing a liquid crystal compound having magnetic field response, the description in the specification of JP-A No. 2018-163218 and Japanese Patent Application No. 2017-059327 may be referred to.
  • the amount of the liquid crystal compound having magnetic field responsiveness is preferably 0.1 parts by weight or more, more preferably 1 part by weight with respect to a total of 100 parts by weight of the liquid crystal compound having magnetic field response and the reverse dispersion liquid crystal compound. It is preferably at least 3 parts by weight, more preferably at most 40 parts by weight, more preferably at most 30 parts by weight, particularly preferably at most 20 parts by weight.
  • alignment layer composition may contain are, for example, metals; metal complexes; metal oxides such as titanium oxide; colorants such as dyes and pigments; light emitting materials such as fluorescent materials and phosphorescent materials; A thixotropic agent, a gelling agent, a polysaccharide, an ultraviolet ray absorbing agent, an infrared ray absorbing agent, an antioxidant, an ion exchange resin, and the like.
  • the amount of these components may be 0.1 parts by weight to 20 parts by weight with respect to a total of 100 parts by weight of the reversely dispersed liquid crystal compound.
  • the liquid crystal alignment layer is a layer of a cured product obtained by curing the above-mentioned alignment layer composition. Curing of the alignment layer composition is usually achieved by polymerization of a polymerizable compound contained in the alignment layer composition. Thus, the liquid crystal alignment layer usually contains a polymer of part or all of the components contained in the alignment layer composition.
  • the liquid crystal alignment layer maintains the alignment state before polymerization because the reverse dispersion liquid crystal compound containing the ethylenically unsaturated bond has polymerizability and the reverse dispersion liquid crystal compound is polymerized when the alignment layer composition is cured. It may be a layer containing a polymer of the reversely dispersed liquid crystal compound polymerized as it is. As described above, this polymerized reverse dispersed liquid crystal compound is also included in the term "reverse dispersed liquid crystalline compound contained in the liquid crystal alignment layer".
  • the alignment state of the reversely dispersed liquid crystal compound is usually fixed with the alignment state before curing. Then, at least a part of the molecules of the reverse dispersion liquid crystal compound contained in the liquid crystal alignment layer is inclined with respect to the layer plane of the liquid crystal alignment layer (that is, in the in-plane direction).
  • some of the molecules of the reverse dispersion liquid crystal compound may be inclined with respect to the layer plane of the liquid crystal alignment layer (that is, with respect to the in-plane direction). It may be inclined with respect to the plane (ie, with respect to the in-plane direction).
  • the inclination angle of the molecules of the inverse dispersion liquid crystal compound is larger in the thickness direction as it approaches the specific surface, and smaller as it is farther from the specific surface. Therefore, in the vicinity of the specific surface of the liquid crystal alignment layer, the molecules of the reverse dispersion liquid crystal compound may be perpendicular to the layer plane (that is, in the in-plane direction).
  • the molecules of the reversely dispersed liquid crystal compound may be parallel to the layer plane (that is, in the in-plane direction).
  • the molecules of the reversely dispersed liquid crystal compound are parallel or perpendicular to the layer plane (that is, with respect to the in-plane direction) in the vicinity of the surface of the liquid crystal alignment layer as described above, except for the vicinity of the surface of the alignment layer, the molecules of the reverse dispersion liquid crystal compound are inclined with respect to the plane of the layer (that is, in the in-plane direction).
  • the fact that at least some of the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal alignment layer are inclined with respect to the layer plane of the liquid crystal alignment layer (that is, with respect to the in-plane direction) is polarized light with sufficient resolution. It can confirm by observing the cross section of a liquid crystal aligning layer with a microscope. This observation is carried out by inserting a wave plate as an inspection plate between the observation sample and the objective lens of the polarization microscope, if necessary, in order to make it easier to visually recognize the inclination of the molecules of the reversely dispersed liquid crystal compound. It is also good.
  • the molecules of the reverse dispersion liquid crystal compound contained in the liquid crystal alignment layer is inclined with respect to the layer plane of the liquid crystal alignment layer (that is, with respect to the in-plane direction) as follows.
  • the retardation R ( ⁇ ) of the liquid crystal alignment layer at the incident angle ⁇ is measured in the measurement direction perpendicular to the in-plane fast axis direction of the liquid crystal alignment layer.
  • the retardation ratio R ( ⁇ ) / R (0 °) is obtained by dividing the retardation R ( ⁇ ) of the liquid crystal alignment layer at the incident angle ⁇ by the retardation R (0 °) of the liquid crystal alignment layer at the incident angle 0 °. Ask for).
  • the molecules of the reverse dispersion liquid crystal compound contained in the liquid crystal alignment layer is inclined with respect to the layer plane of the liquid crystal alignment layer (that is, in the in-plane direction).
  • FIG. 3 is a graph in which the retardation ratio R ( ⁇ ) / R (0 °) of the liquid crystal alignment layer according to an example is plotted against the incident angle ⁇ .
  • the retardation ratio R ( ⁇ ) / R (0 °) is an example shown by a broken line in FIG. 3 when the inclination angle of all the molecules of the reverse dispersion liquid crystal compound contained in the liquid crystal alignment layer is 0 ° or 90 °.
  • at least a part of the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal alignment layer is the liquid crystal It can be determined that it is inclined with respect to the layer plane of the alignment layer (ie, with respect to the in-plane direction).
  • the substantial maximum tilt angle is usually 5 ° or more and 85 ° or less Have.
  • the substantially maximum inclination angle is such that the inclination angle of the molecule on the surface opposite to the specific surface of the liquid crystal alignment layer is 0 °, and the inclination angle of the molecule changes at a constant ratio in the thickness direction Represents the maximum value of the tilt angles of the molecules of the reversely dispersed liquid crystal compound when it is assumed.
  • the substantial maximum inclination angle is an index indicating the size of the inclination angle of the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal alignment layer.
  • the tilt angle as a whole of the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal alignment layer tends to be larger.
  • the range of the substantially maximum inclination angle of the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal alignment layer is the substantially maximum of the molecules of the reversely dispersed liquid crystal compound contained in the whole of the composite liquid crystal layer including the liquid crystal alignment layer and the liquid crystal tilted layer. It is preferable to adjust the tilt angle appropriately so as to be within the range in which excellent viewing angle characteristics can be realized. In general, as the substantial maximum inclination angle of the liquid crystal alignment layer is larger, the substantial maximum inclination angle as a whole of the liquid crystal alignment layer and the composite liquid crystal layer including the liquid crystal inclination layer can be increased.
  • the specific range of the substantial maximum tilt angle of the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal alignment layer is preferably 15 ° or more, more preferably 20 ° or more, particularly preferably 30 ° or more, and preferably 60 Or less.
  • the substantial maximum inclination angle of the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal alignment layer is in the above range, an optical film having particularly excellent viewing angle characteristics can be easily produced.
  • the substantial maximum tilt angle of the molecules of the reverse dispersion liquid crystal compound contained in the liquid crystal alignment layer can be measured by the measurement method described in the examples described later. According to the measurement method described in Examples described later, even when the liquid crystal alignment layer contains a liquid crystal compound other than the reverse dispersion liquid crystal compound, the substantial maximum tilt angle of the molecules of the reverse dispersion liquid crystal compound is measured. It is possible.
  • the alignment direction of the molecules of the reversely dispersed liquid crystal compound is usually uniform. Therefore, the liquid crystal alignment layer usually has an in-plane slow axis parallel to the alignment direction of the molecules of the reversely dispersed liquid crystal compound when the liquid crystal alignment layer is viewed from the thickness direction. And, as described above, since the reverse dispersion liquid crystal compound is oriented in a fixed alignment direction in the in-plane direction, the liquid crystal alignment layer usually has an in-plane retardation of a predetermined size.
  • the liquid crystal alignment layer is formed of a cured product of an alignment layer composition containing a reverse dispersion liquid crystal compound, it usually has reverse wavelength dispersion in-plane retardation.
  • the in-plane retardation with reverse wavelength dispersion means an in-plane letter whose in-plane retardation Re (450) at a wavelength of 450 nm and in-plane retardation Re (550) at a wavelength of 550 nm satisfy the following formula (N3) I say the foundation.
  • the in-plane retardation of the liquid crystal alignment layer preferably satisfies the following formula (N4).
  • the specific range of the in-plane retardation of the liquid crystal alignment layer can be arbitrarily set according to the application of the optical film produced using this liquid crystal alignment layer.
  • the in-plane retardation of the liquid crystal alignment layer can function as a quarter wavelength plate It is desirable to set so as to obtain an optical film.
  • the liquid crystal alignment layer has a specific surface that satisfies the formula (i). More preferably, X (S) / X (A) is usually less than 0.450, preferably 0.370 or less, more preferably 0.320 or less. By the fact that X (S) / X (A) is small as described above, the dissolution resistance of the specific surface of the liquid crystal alignment layer can be improved. Therefore, when the gradient layer composition is applied to the specific surface, the specific surface is less likely to be melted by the components contained in the gradient layer composition, so that the occurrence of unevenness on the surface of the composite liquid crystal layer can be suppressed. Therefore, a composite liquid crystal layer excellent in surface state can be obtained.
  • the lower limit of X (S) / X (A) is ideally 0, but is usually 0.100 or more.
  • the peak ratios I (1) and I (2) of the peak ratios X (S) and X (A) described above are measured by the measurement method described in the examples described later, and the peak intensities I (1) and I (I) Calculated from 2).
  • the liquid crystal alignment layer usually has a good surface state. Therefore, in the liquid crystal alignment layer, the unevenness in thickness is usually small, and hence the unevenness in in-plane retardation can be reduced.
  • the occurrence of alignment defects is usually suppressed.
  • the thickness of the liquid crystal alignment layer is preferably 2.5 ⁇ m or less, more preferably less than 2.0 ⁇ m, still more preferably 1.8 ⁇ m or less, and particularly preferably 1.5 ⁇ m or less.
  • the substantial maximum tilt angle of the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal alignment layer can be increased. Therefore, in a certain predetermined thickness range, as the liquid crystal alignment layer is thinner, the substantial maximum inclination angle of the liquid crystal tilt layer formed on the specific surface of the liquid crystal alignment layer can be effectively increased. Therefore, since the substantial maximum tilt angle of the composite liquid crystal layer can be effectively increased, the viewing angle characteristics can be greatly improved.
  • the lower limit of the thickness T of the liquid crystal alignment layer is not particularly limited, but is preferably 0.1 ⁇ m or more, more preferably 0.2 ⁇ m or more, and particularly preferably 0.3 ⁇ m or more.
  • liquid crystal alignment layer (1.6. Method of manufacturing liquid crystal alignment layer)
  • the manufacturing method of a liquid crystal aligning layer is arbitrary as long as a desired liquid crystal aligning layer is obtained.
  • the liquid crystal alignment layer is (I) forming a layer of the alignment layer composition; (Ii) aligning the reversely dispersed liquid crystal compound contained in the layer of the alignment layer composition; (Iii) curing the layer of the alignment layer composition to obtain a liquid crystal alignment layer; Can be manufactured by a manufacturing method including
  • a layer of alignment layer composition is usually formed on a suitable support surface.
  • the support surface any surface capable of supporting the layer of the alignment layer composition can be used. From the viewpoint of improving the surface state of the liquid crystal alignment layer, it is preferable to use a flat surface free of concave and convex portions as the support surface. Further, from the viewpoint of enhancing the productivity of the liquid crystal alignment layer, it is preferable to use the surface of a long base material as the support surface.
  • “long” refers to a shape having a length of 5 or more times the width, preferably 10 or more times the length, and specifically wound in a roll. It refers to the shape of a film having a length that can be stored or transported.
  • a base material usually, a resin film or a glass plate is used. In particular, when the orientation treatment is performed at a high temperature, it is preferable to select a substrate that can withstand the temperature.
  • a thermoplastic resin is used. Among them, a resin having a positive intrinsic birefringence value is preferable as the resin from the viewpoint of the height of alignment control force, the height of mechanical strength, and the cost reduction. Furthermore, it is preferable to use a resin containing an alicyclic structure-containing polymer such as a norbornene-based resin because it is excellent in transparency, low hygroscopicity, dimensional stability and lightness.
  • a resin containing an alicyclic structure-containing polymer such as a norbornene-based resin because it is excellent in transparency, low hygroscopicity, dimensional stability and lightness.
  • the surface of the base material as the support surface is subjected to a treatment for applying an alignment control force.
  • the alignment control force refers to the surface property capable of aligning a liquid crystal compound such as a reverse dispersion liquid crystal compound contained in the alignment layer composition.
  • the treatment for applying the alignment control force to the support surface include a photoalignment treatment, a rubbing treatment, an ion beam alignment treatment, and an extension treatment.
  • the alignment layer composition is usually prepared in a fluid state. Therefore, in general, the alignment layer composition is applied to the support surface to form a layer of the alignment layer composition.
  • a method of applying the alignment layer composition for example, curtain coating method, extrusion coating method, roll coating method, spin coating method, dip coating method, bar coating method, spray coating method, slide coating method, print coating method, A gravure coating method, a die coating method, a gap coating method, and a dipping method can be mentioned.
  • the step (ii) of aligning the reverse dispersion liquid crystal compound contained in the layer of the alignment layer composition is performed.
  • orientation usually, the layer of the orientation layer composition is kept at a predetermined temperature condition for a predetermined time. Thereby, in the layer of the alignment layer composition, the liquid crystal compound such as the reverse dispersion liquid crystal compound is aligned.
  • the reverse dispersion liquid crystal compound is aligned in a direction according to the alignment regulating force of the support surface.
  • the alignment layer composition contains a gradient action component
  • the reversely dispersed liquid crystal compound is at least partially inclined in the thickness direction (that is, in the in-plane direction) in the thickness direction. Because of the orientation, the substantial maximum tilt angle of the molecules of the reversely dispersed liquid crystal compound contained in the layer of the alignment layer composition can be increased.
  • step (ii) is preferably performed by adjusting the operation or conditions so as to obtain a liquid crystal alignment layer in which the substantial maximum tilt angle of the molecules of the reversely dispersed liquid crystal compound is large.
  • step (ii) is preferably performed such that the temperature conditions of the layer of the alignment layer composition satisfy the predetermined requirements.
  • the temperature condition of the layer of the alignment layer composition in the step (ii) is preferably the same as the temperature condition at which the residual viscosity of the test composition is usually 800 cP or less.
  • the aforementioned test composition is a composition having a composition obtained by removing a polymerization initiator such as a photopolymerization initiator from the alignment layer composition.
  • the residual viscosity of the test composition is the viscosity of the residual component of the test composition under the same temperature conditions as the layer of the alignment layer composition of step (ii).
  • the residual component of the test composition is a component among the components contained in the test composition which remains without being vaporized under the same temperature conditions as the layer of the alignment layer composition of the step (ii).
  • the step (ii) of orienting the reversely dispersed liquid crystal compound is performed so as to satisfy the above requirements, the step (ii) is performed under the same temperature condition as the temperature condition in which the residual viscosity of the test composition falls within the predetermined range. , Adjust the layer of alignment layer composition.
  • the specific range of the residual viscosity is usually 800 cP (centipoise) or less, preferably 600 cP or less, more preferably 400 cP or less, still more preferably 200 cP or less.
  • the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal alignment layer The real maximum inclination angle of can be increased.
  • the lower limit of the residual viscosity is preferably 5 cP or more, more preferably 10 cP or more, from the viewpoint of obtaining a liquid crystal alignment layer having a desired thickness.
  • the residual viscosity of the test composition under the same temperature conditions as the layer of the alignment layer composition of step (ii) can be measured by the following method.
  • a test composition is prepared by removing the polymerization initiator from the alignment layer composition.
  • the test composition is concentrated under reduced pressure on a rotary evaporator to remove the solvent and obtain the remaining components.
  • the viscosity of this residual component is measured in advance while changing the measurement temperature, and information on the measurement temperature and the viscosity at the measurement temperature is obtained.
  • this information is appropriately referred to as "temperature-viscosity information”. From this “temperature-viscosity information”, the viscosity at the temperature of the layer of the alignment layer composition in step (ii) is read as the residual viscosity.
  • Examples of the method for keeping the residual viscosity of the test composition in the above-mentioned range under the same temperature conditions as the layer of the alignment layer composition in the step (ii) include the following methods (A) and (B).
  • (A) The temperature of the layer of the alignment layer composition in the step (ii) of aligning the reverse dispersion liquid crystal compound is appropriately adjusted.
  • the temperature of the layer of the alignment layer composition is sufficiently raised to lower the residual viscosity of the test composition under the same temperature condition as this temperature, so as to fall within the above-mentioned range. adjust.
  • the composition of the alignment layer composition is appropriately adjusted.
  • the residual viscosity of the test composition containing the additive is reduced by combining an inverse dispersion liquid crystal compound with an additive of an appropriate type and amount as a component generally contained in the alignment layer composition. And adjust to the above-mentioned range.
  • step (ii) in a state where a magnetic field is applied to the layer of the alignment layer composition.
  • step (ii) it is preferable to carry out step (ii) in a state where a magnetic field is applied to the layer of the alignment layer composition.
  • the direction of the magnetic field applied to the layer of the alignment layer composition is usually a direction not perpendicular to the thickness direction of the layer of the alignment layer composition, preferably parallel to the thickness direction of the layer of the alignment layer composition It is a direction.
  • the magnetic flux density of the magnetic field applied to the layer of the alignment layer composition is preferably 0.2 Tesla or more, more preferably 0.5 Tesla or more, particularly preferably 0.8 Tesla or more.
  • the upper limit of the magnetic flux density of the magnetic field is not limited, and may be, for example, 20.0 Tesla or less.
  • the application of the magnetic field may be referred to the description of the specification of Japanese Patent Application Laid-Open No. 2018-163218 and Japanese Patent Application No. 2017-059327.
  • the specific temperature at the time of the alignment treatment is appropriately set in the range above the liquid crystalization temperature of the reverse dispersion liquid crystal compound, and it is preferable that the temperature be lower than the glass transition temperature of the resin contained in the substrate. Thereby, generation
  • the step (ii) of orienting the reversely dispersed liquid crystal compound is usually performed in an oven.
  • the set temperature of the oven and the temperature of the layer of the alignment layer composition placed in the oven may be different.
  • set temperature-layer temperature information information on the recorded set temperature of the oven and the temperature of the layer of the alignment layer composition placed in the oven at the set temperature is appropriately referred to as “set temperature-layer temperature information”.
  • set temperature-layer temperature information the temperature of the layer of the alignment layer composition placed in the oven can be easily known from the oven set temperature.
  • the time for which the temperature of the layer of the orientation layer composition is kept at the above temperature can be optionally set within a range where a desired liquid crystal orientation layer can be obtained. It may be ⁇ 5 minutes.
  • a step (iii) of curing the layer of the alignment layer composition to obtain a liquid crystal alignment layer is performed.
  • a liquid crystal compound such as an inverse dispersion liquid crystal compound is polymerized to cure the layer of the alignment layer composition.
  • the liquid crystal compound is usually polymerized while maintaining the alignment of its molecules. Therefore, the alignment state of the liquid crystal compound contained in the alignment layer composition before polymerization is fixed by the above-mentioned polymerization.
  • the polymerization is preferably performed by a method including irradiating the alignment layer composition with active energy rays.
  • the active energy ray to be irradiated may include light such as visible light, ultraviolet light and infrared light, and any energy ray such as electron beam.
  • a method of irradiating light such as ultraviolet light is preferable because the operation is simple.
  • the polymerization conditions are preferably adjusted appropriately so as to obtain a liquid crystal alignment layer having a specific surface satisfying the formula (i).
  • the specific conditions are not uniform depending on the composition of the alignment layer composition, for example, the irradiation dose of ultraviolet light is preferably 170 mJ / cm 2 or more.
  • the polymerization reaction of the reversely dispersed liquid crystal compound can be effectively advanced by irradiating the alignment layer composition with ultraviolet rays of a large irradiation amount.
  • the dose of ultraviolet ray is more preferably 200 mJ / cm 2 or more, and particularly preferably 600 mJ / cm 2 or more.
  • the upper limit is no particular restriction is not preferably 5000 mJ / cm 2 or less, more preferably 4500mJ / cm 2 or less, particularly preferably 4000 mJ / cm 2 or less.
  • the temperature at the time of ultraviolet irradiation is preferably below the glass transition temperature of the substrate, preferably 150 ° C. or less, more preferably 100 ° C. or less, and particularly preferably 80 ° C. or less.
  • the lower limit of the temperature during ultraviolet irradiation may be 15 ° C. or higher.
  • a liquid crystal aligning layer can be manufactured by the manufacturing method mentioned above. In this production method, usually, a liquid crystal alignment layer formed on the support surface of the substrate is obtained.
  • the method for producing a liquid crystal alignment layer described above may further include an optional step in combination with the step (i) to the step (iii) described above.
  • the method for producing a liquid crystal alignment layer may include the step of peeling the liquid crystal alignment layer from the support surface.
  • a long liquid crystal alignment layer can be obtained using a long base material.
  • Such a long liquid crystal alignment layer can be manufactured continuously and is excellent in productivity.
  • a film containing a long liquid crystal alignment layer is wound up and stored and transported in the form of a roll.
  • an optical film 200 (2.1. Outline of optical film) As shown in FIG. 2, an optical film 200 according to an embodiment of the present invention includes a liquid crystal alignment layer 100 and a liquid crystal tilt layer 210 in direct contact with a specific surface 100 U of the liquid crystal alignment layer 100. Accordingly, the optical film 200 includes the composite liquid crystal layer 220 including the liquid crystal alignment layer 100 and the liquid crystal tilt layer 210. The “direct” contact of another layer with the surface of one layer means that there is no other layer between the two layers.
  • the liquid crystal gradient layer 210 is formed of a cured product of a gradient layer composition including a reverse dispersion liquid crystal compound.
  • the liquid crystal tilt layer 210 contains molecules of the reverse dispersion liquid crystal compound because it is formed of a cured product of the tilt layer composition.
  • the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal gradient layer 210 are usually fixed in alignment. Similar to the liquid crystal alignment layer 100, the polymerized reverse dispersed liquid crystal compound is included in the term "reverse dispersed liquid crystal compound included in the liquid crystal gradient layer".
  • At least a part of the molecules of the reverse dispersion liquid crystal compound contained in the liquid crystal tilt layer 210 is inclined with respect to the layer plane of the liquid crystal tilt layer 210 (that is, with respect to the in-plane direction).
  • the specific surface 100U of the liquid crystal alignment layer 100 has an alignment regulating force for aligning the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal gradient layer 210 formed on the specific surface 100U. In the in-plane direction, this alignment control force aligns the molecules of the reverse dispersion liquid crystal compound contained in the liquid crystal tilt layer 210 in the same direction as the alignment direction of the molecules of the reverse dispersion liquid crystal compound contained in the liquid crystal alignment layer 100.
  • the liquid crystal alignment layer 100 can function as an alignment film that increases the tilt angle of the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal tilt layer 210. Therefore, the tilt angle of the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal tilt layer 210 can be increased by the action of the liquid crystal alignment layer 100. Therefore, the inclination angle of the molecules of the reverse dispersion liquid crystal compound as the whole of the composite liquid crystal layer 220 including the liquid crystal alignment layer 100 and the liquid crystal tilt layer 210 can be increased.
  • the thickness direction It is possible to properly adjust the birefringence in. Therefore, according to this optical film 200, since reflection can be effectively suppressed in the inclination direction of the display surface, the viewing angle characteristics can be improved.
  • the liquid crystal tilt layer 210 contains the reverse dispersion liquid crystal compound, the liquid crystal tilt layer 210 has an in-plane retardation of reverse wavelength dispersion. Therefore, since both the liquid crystal alignment layer 100 and the liquid crystal gradient layer 210 have the reverse wavelength dispersive in-plane retardation, the optical film 200 including those layers 100 and 210 has the reverse wavelength dispersive in-plane retardation. It can have.
  • the dissolution of the specific surface 100U of the liquid crystal alignment layer 100 by the tilt layer composition is suppressed. Therefore, the occurrence of unevenness on the surface 220U of the composite liquid crystal layer 220 can be suppressed, so that the surface state of the surface 220U of the composite liquid crystal layer 220 can be made favorable.
  • the optical film 200 including the liquid crystal alignment layer 100 and the liquid crystal tilt layer 210 in combination has in-plane retardation of reverse wavelength dispersion, is excellent in surface state, and is excellent in viewing angle characteristics.
  • the surface state can be improved. Can be considered.
  • the configuration of the optical film 200 is particularly excellent in that the surface condition can be improved while satisfying the constraint of preventing the alignment regulating force of the specific surface 100U of the liquid crystal alignment layer 100 from being impaired. It has great significance.
  • the occurrence of alignment defects of the liquid crystal gradient layer 210 and the composite liquid crystal layer 220 can be usually suppressed.
  • the liquid crystal gradient layer is a layer formed of a cured product of a gradient layer composition containing a reverse dispersion liquid crystal compound.
  • a reverse dispersion liquid crystal compound contained in the gradient layer composition any liquid crystal compound capable of expressing reverse wavelength dispersive birefringence can be used. Therefore, the reverse dispersion liquid crystal compound contained in the gradient layer composition may be a reverse dispersion liquid crystal compound not containing an ethylenic unsaturated bond, or may be a reverse dispersion liquid crystal compound not containing an aromatic ring. However, a reverse dispersion liquid crystalline compound containing an ethylenically unsaturated bond and an aromatic ring is preferred.
  • any inverse dispersion liquid crystalline compound can be selected and used from the range described as the inverse dispersion liquid crystalline compound contained in the alignment layer composition.
  • the reverse dispersion liquid crystal compound contained in the gradient layer composition may be the same as or different from the reverse dispersion liquid crystal compound contained in the alignment layer composition.
  • the reverse dispersion liquid crystal compound contained in the gradient layer composition one type may be used alone, or two or more types may be used in combination in an arbitrary ratio.
  • the gradient layer composition may contain optional components as needed in combination with the reverse dispersion liquid crystal compound.
  • One of the optional components may be used alone, or two or more of the optional components may be used in combination at an optional ratio.
  • a component other than the reversely dispersed liquid crystal compound which can be contained in the alignment layer composition can be used in the range of the amount of the component in the alignment layer composition.
  • the graded layer composition may be different from the alignment layer composition or may be identical to the alignment layer composition. From the viewpoint of effectively utilizing the effects of the present invention, it is preferable to use the same liquid crystal composition as the alignment layer composition as the gradient layer composition. Unless a special measure is taken, when the liquid crystal composition is further coated on a cured liquid crystal layer formed of a certain liquid crystal composition, the surface of the cured liquid crystal layer usually melts, and a favorable surface state is I can not get it. On the other hand, when the liquid crystal alignment layer has the specific surface satisfying the formula (i), the specific surface is coated with the same composition as the alignment layer composition as the gradient layer composition. Is hard to melt. Therefore, when the alignment layer composition and the gradient layer composition are the same composition, the effect of improving the surface condition can be particularly effectively utilized.
  • Curing of the graded layer composition, as well as curing of the alignment layer composition is usually achieved by polymerization of the polymerizable compound that the graded layer composition comprises.
  • the liquid crystal gradient layer usually contains a polymer of part or all of the components contained in the gradient layer composition.
  • the reverse dispersed liquid crystalline compound has a polymerizability
  • the reverse dispersed liquid crystalline compound is polymerized, so the liquid crystal gradient layer is a polymer of the reverse dispersed liquid crystalline compound polymerized while maintaining the alignment state before the polymerization. It is possible to be the layer which includes.
  • the orientation state of the reversely dispersed liquid crystal compound is usually fixed with the orientation state before curing.
  • the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal tilt layer are largely inclined with respect to the layer plane of the liquid crystal tilt layer (that is, in the in-plane direction) by the action of the liquid crystal alignment layer. Therefore, the substantial maximum tilt angle of the molecules of the reverse dispersion liquid crystal compound contained in the liquid crystal tilt layer can be increased. In the liquid crystal tilt layer, it is assumed that this substantially maximum tilt angle is 0 ° of the tilt angle of the molecule in the surface on the liquid crystal alignment layer side, and that the tilt angle of the molecule changes at a constant ratio in the thickness direction.
  • the maximum value of the tilt angle of the molecules of the reversely dispersed liquid crystal compound in the case is shown.
  • the substantial maximum tilt angle is an index indicating the size of the tilt angle of the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal tilt layer.
  • the substantially maximum inclination angle of the molecules of the inverse dispersed liquid crystal compound contained in the liquid crystal tilt layer is usually greater than the substantial maximum inclination angle of the molecules of the inverse dispersed liquid crystal compound contained in the liquid crystal alignment layer. , Can be enlarged.
  • the substantial maximum inclination angle of the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal gradient layer is preferably 45 ° or more, more preferably 50 ° or more, particularly preferably 57 ° or more, and preferably 85 ° or less.
  • the substantial maximum inclination angle of the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal tilt layer is in the above range, particularly excellent viewing angle characteristics can be obtained.
  • the substantial maximum tilt angle of the molecules of the reverse dispersion liquid crystal compound contained in the liquid crystal gradient layer can be measured by the measurement method described in the examples described later.
  • the difference between the substantial maximum inclination angle of the molecules of the inverse dispersed liquid crystal compound contained in the liquid crystal alignment layer and the substantial maximum inclination angle of the molecules of the inverse dispersed liquid crystal compound contained in the liquid crystal gradient layer is preferably 5 ° or more More preferably, it is 8 ° or more, particularly preferably 10 ° or more, preferably 70 ° or less, more preferably 65 ° or less, particularly preferably 55 ° or less.
  • the difference between the substantially maximum tilt angles is in the above range, particularly excellent viewing angle characteristics can be obtained.
  • the alignment direction of the molecules of the reverse dispersion liquid crystal compound in the in-plane direction of the liquid crystal tilt layer is the same as the alignment direction of the molecules of the reverse dispersion liquid crystal compound in the in-plane direction of the liquid crystal alignment layer.
  • the occurrence of alignment defects can usually be suppressed.
  • the liquid crystal tilt layer usually has a good surface state.
  • the thickness of the liquid crystal gradient layer is not particularly limited, and is preferably 0.3 ⁇ m or more, more preferably 0.5 ⁇ m or more, and preferably 10.0 ⁇ m or less, more preferably 7.5 ⁇ m or less, more preferably It is 5.0 ⁇ m or less, particularly preferably 3.0 ⁇ m or less.
  • the optical film comprises a liquid crystal alignment layer formed of a cured product of an alignment layer composition as a liquid crystal composition containing a reverse dispersion liquid crystal compound, and a cured of a gradient layer composition as a liquid crystal composition containing a reverse dispersion liquid crystal compound And a liquid crystal gradient layer formed of an object.
  • the optical film includes a composite liquid crystal layer including a liquid crystal alignment layer and a liquid crystal gradient layer as a liquid crystal cured layer having a multilayer structure formed of a cured product of a liquid crystal composition containing an inverse dispersion liquid crystal compound.
  • the liquid crystal alignment layer and the liquid crystal gradient layer at least a part of the molecules of the reversely dispersed liquid crystal compound contained in the composite liquid crystal layer is relative to the layer plane of the composite liquid crystal layer (that is, in the in-plane direction). It is inclined).
  • the fact that at least some of the molecules of the reversely dispersed liquid crystal compound contained in the composite liquid crystal layer are inclined with respect to the layer plane (that is, with respect to the in-plane direction) is the same as the method described in the section of the liquid crystal alignment layer It can be confirmed by the method.
  • the substantially maximum tilt angle is 0 ° at the surface of the liquid crystal alignment layer and that the tilt angles of the molecules change at a constant rate in the thickness direction.
  • the substantial maximum inclination angle is an index indicating the size of the inclination angle of the molecules of the reverse dispersion liquid crystal compound contained in the composite liquid crystal layer.
  • the complex liquid crystal layer has a substantially larger maximum inclination angle, the inclination angle as a whole of the molecules of the reversely dispersed liquid crystal compound contained in the complex liquid crystal layer tends to be larger.
  • the birefringence of the composite liquid crystal layer in the thickness direction can be increased by increasing the substantial maximum tilt angle of the molecules of the reversely dispersed liquid crystal compound contained in the composite liquid crystal layer. And, by making it possible to increase the birefringence of the composite liquid crystal layer in the thickness direction, it is possible to appropriately adjust the birefringence in the thickness direction of the optical film. Therefore, when the optical film is provided in the polarizing plate as the reflection suppression film, it is possible to obtain excellent viewing angle characteristics that reflection can be effectively suppressed in the tilt direction of the display surface.
  • the substantial maximum tilt angle of the molecules of the reverse dispersion liquid crystal compound contained in the composite liquid crystal layer is usually larger than the substantial maximum tilt angle of the molecules of the reverse dispersion liquid crystal compound contained in the liquid crystal alignment layer.
  • the substantial maximum inclination angle of the molecules of the reversely dispersed liquid crystal compound contained in the composite liquid crystal layer is preferably 40 ° or more, more preferably 46 ° or more, particularly preferably 56 ° or more Preferably it is 85 degrees or less, More preferably, it is 83 degrees or less, More preferably, it is 80 degrees or less.
  • the substantial maximum tilt angle of the molecules of the reverse dispersion liquid crystal compound contained in the composite liquid crystal layer is in the above range, the birefringence in the thickness direction of the optical film can be appropriately adjusted. Therefore, by combining this optical film with a linear polarizer, it is possible to realize a polarizing plate capable of achieving high viewing angle characteristics when provided in an organic EL display panel.
  • the substantial maximum tilt angle of the molecules of the reversely dispersed liquid crystal compound contained in the composite liquid crystal layer can be measured by the measurement method described in the examples described later. According to the measurement method described in the examples described later, even when the composite liquid crystal layer contains a liquid crystal compound other than the reverse dispersion liquid crystal compound, the substantial maximum tilt angle of the molecules of the reverse dispersion liquid crystal compound is measured. It is possible.
  • the composite liquid crystal layer includes a liquid crystal alignment layer containing a reverse dispersion liquid crystal compound and a liquid crystal gradient layer, it can have an in-plane retardation of reverse wavelength dispersion. Therefore, the in-plane retardation of the composite liquid crystal layer usually satisfies the above-mentioned formula (N3), preferably the above-mentioned formula (N4).
  • the dissolution of the specific surface due to the formation of the liquid crystal gradient layer is suppressed. This suppresses the occurrence of unevenness on the surface of the composite liquid crystal layer. Therefore, the surface state of the composite liquid crystal layer can be improved. Further, since the occurrence of unevenness is suppressed as described above, the variation in thickness of the composite liquid crystal layer can be suppressed, and hence, the variation in in-plane retardation can be suppressed.
  • the molecules of the reverse dispersion liquid crystal compound contained in the composite liquid crystal layer are aligned in the same in-plane direction as the alignment direction of the molecules of the reverse dispersion liquid crystal compound contained in the liquid crystal alignment layer as a whole. Therefore, the in-plane slow axis of the composite liquid crystal layer is usually parallel to the in-plane slow axis of the liquid crystal alignment layer.
  • the occurrence of alignment defects is usually suppressed.
  • the thickness of the composite liquid crystal layer is preferably 0.5 ⁇ m or more, more preferably 1.0 ⁇ m or more, preferably 12.5 ⁇ m or less, more preferably less than 9.5 ⁇ m, still more preferably 6.8 ⁇ m or less, particularly preferably It is 4.5 ⁇ m or less.
  • the thickness of the composite liquid crystal layer is in the above range, characteristics such as in-plane retardation can be easily adjusted to a desired range.
  • the composite liquid crystal layer of such a thickness is thinner than the conventional retardation film used for the reflection suppression film of the organic EL display panel, it can contribute to thinning of the organic EL display panel.
  • the composite liquid crystal layer may be a liquid crystal cured layer having a two-layer structure including only one liquid crystal alignment layer and one liquid crystal gradient layer, but is a liquid crystal cured layer including three or more layers. It is also good.
  • the liquid crystal tilt layer in the case of using a liquid crystal composition containing an inverse dispersion liquid crystal compound containing an ethylenically unsaturated bond and an aromatic ring as in the alignment layer composition and a photopolymerization initiator as the tilt layer composition, the liquid crystal tilt layer In some cases, a layer having a specific surface satisfying formula (i) may be obtained.
  • the liquid crystal tilt layer can function as a liquid crystal alignment layer. Therefore, by forming another liquid crystal gradient layer on this liquid crystal gradient layer, a composite liquid crystal layer including three or more layers can be obtained.
  • the liquid crystal alignment layer and the liquid crystal gradient layer can usually be distinguished by the following method.
  • the composite liquid crystal layer is embedded in epoxy resin to obtain a sample piece.
  • the sample piece is sliced in parallel to the thickness direction of the composite liquid crystal layer using a microtome to obtain an observation sample.
  • slicing is performed such that the in-plane slow axis direction of the composite liquid crystal layer is parallel to the cross section.
  • the cross section which appeared by slicing is observed using a polarization microscope.
  • This observation is performed by inserting a wave plate as an inspection plate between the observation sample and the objective lens of the polarization microscope so that an image exhibiting a color according to the retardation of the observation sample can be seen.
  • portions different in color can be distinguished as a boundary between the liquid crystal alignment layer and the liquid crystal tilt layer.
  • the optical film may be a film including only the liquid crystal alignment layer and the liquid crystal gradient layer, or may be a film including any layer in combination with the liquid crystal alignment layer and the liquid crystal gradient layer.
  • the optical film includes the composite liquid crystal layer including the liquid crystal alignment layer and the liquid crystal gradient layer, so that birefringence in the thickness direction of the optical film can be appropriately adjusted. Therefore, when the optical film is provided in the polarizing plate as the reflection suppression film, it is possible to obtain excellent viewing angle characteristics that reflection can be effectively suppressed in the tilt direction of the display surface.
  • the average retardation ratio R ( ⁇ 50 °) / R (0 °) of the optical film is preferably 0.90 or more, more preferably 0.92 or more, particularly preferably It is 0.93 or more, preferably 1.15 or less, more preferably 1.12 or less, and particularly preferably 1.10 or less.
  • R ( ⁇ 50 °) refers to the retardation of the optical film at an incident angle ⁇ of ⁇ 50 ° and + 50 ° measured in the measurement direction perpendicular to the in-plane fast axis direction of the optical film. It represents the average value of R ( ⁇ 50 °) and R (+ 50 °).
  • R (0 °) represents the retardation of the optical film at an incident angle of 0 °.
  • the retardation ratio R ( ⁇ 50 °) / R (0 °) of the optical film is preferably close to 1.00 from the viewpoint of effectively suppressing the reflection of light passing through this path.
  • the optical film includes the composite liquid crystal layer including the liquid crystal alignment layer and the liquid crystal gradient layer, and thus can have reverse wavelength dispersion in-plane retardation. Therefore, the in-plane retardation of the optical film usually satisfies the above formula (N3), preferably the above formula (N4). Thus, an optical film having reverse wavelength dispersive in-plane retardation can exhibit its optical function in a wide wavelength range. Therefore, when this optical film is used for the polarizing plate as a reflection suppression film, it is possible to suppress reflection in a wide wavelength range.
  • the specific in-plane retardation range of the optical film can be arbitrarily set according to the application of the optical film.
  • the optical film in order to obtain a polarizing plate as a reflection suppression film for an organic EL display panel in combination with a linear polarizer, it is desirable that the optical film have in-plane retardation which can function as a 1 ⁇ 4 wavelength plate.
  • the in-plane retardation which can function as a 1 ⁇ 4 wavelength plate is preferably 100 nm or more, more preferably 110 nm or more, particularly preferably 120 nm or more, and preferably 180 nm at a measurement wavelength of 590 nm.
  • the thickness is more preferably 170 nm or less, particularly preferably 160 nm or less.
  • the composite liquid crystal layer included in the optical film can obtain a good surface state as described above. Therefore, this optical film can usually suppress the variation in the in-plane retardation. Therefore, in the reflection suppression film manufactured using this optical film, reflection can be suppressed uniformly on the whole surface normally.
  • the occurrence of alignment defects is usually suppressed. Therefore, if this optical film is used, generation
  • the optical film is preferably excellent in transparency.
  • the total light transmittance of the optical film is preferably 75% or more, more preferably 80% or more, and particularly preferably 84% or more.
  • the haze of the optical film is preferably 5% or less, more preferably 3% or less, and particularly preferably 1% or less.
  • the total light transmittance can be measured in the wavelength range of 400 nm to 700 nm using an ultraviolet and visible spectrometer.
  • the haze can be measured using a haze meter.
  • the thickness of the optical film is preferably 0.5 ⁇ m or more, more preferably 1.0 ⁇ m or more, preferably 300 ⁇ m or less, more preferably 200 ⁇ m or less.
  • the optical film is (Iv) forming a layer of the gradient layer composition directly on a specific surface of the liquid crystal alignment layer; (V) orienting the reversely dispersed liquid crystal compound contained in the layer of the gradient layer composition; (Vi) curing the layer of the gradient layer composition to obtain a liquid crystal gradient layer; Can be manufactured by a manufacturing method including
  • a layer of the gradient layer composition is formed directly on a specific surface of the liquid crystal alignment layer.
  • the aspect of forming another layer on the surface of a certain layer means "directly" that there is no other layer between these two layers.
  • the specific surface Before forming the layer of the gradient layer composition on a specific surface of the liquid crystal alignment layer, the specific surface may be subjected to a treatment for imparting alignment control force such as rubbing treatment.
  • the specific surface of the liquid crystal alignment layer does not have to be specially treated, and the alignment regulation force to properly align the reversely dispersed liquid crystal compound contained in the layer of the gradient layer composition formed on the specific surface is used. Have. Therefore, in order to reduce the number of steps and efficiently advance the production of the optical film, in the step (iv), the specific surface of the liquid crystal alignment layer is not subjected to rubbing treatment, and the gradient layer is directly applied to the specific surface of the liquid crystal alignment layer. It is preferred to include forming a layer of the composition.
  • the gradient layer composition is generally prepared in a fluid state. Therefore, the gradient layer composition is usually coated on a specific surface of the liquid crystal alignment layer to form a layer of the gradient layer composition.
  • the method for applying the inclined layer composition include, for example, the same methods as those described as the method for applying the alignment layer composition. Since the liquid crystal alignment layer is formed of a cured product containing the reverse dispersion liquid crystal compound, the liquid crystal alignment layer usually has a high affinity to the gradient layer composition containing the reverse dispersion liquid crystal compound. Therefore, the coatability of the gradient layer composition to the specific surface of the liquid crystal alignment layer is usually good.
  • the gradient layer composition is applied to the specific surface of the liquid crystal alignment layer, the dissolution of the specific surface by the gradient layer composition is suppressed. Therefore, by coating the gradient layer composition on a specific surface of the liquid crystal alignment layer, a layer of a good gradient layer composition in a surface state is formed.
  • the step (v) of orienting the reversely dispersed liquid crystal compound contained in the layer of the gradient layer composition is performed. Thereby, in the layer of the gradient layer composition, a liquid crystal compound such as an inverse dispersion liquid crystal compound is aligned.
  • the reverse dispersion liquid crystal compound contained in the layer of the gradient layer composition is the alignment direction of the reverse dispersion liquid crystal compound contained in the liquid crystal alignment layer by the alignment regulating force of the specific surface of the liquid crystal alignment layer. Orient in the same direction as.
  • the reversely dispersed liquid crystal compound contained in the layer of the gradient layer composition is oriented such that at least a part is inclined with respect to the layer plane (that is, with respect to the in-plane direction).
  • numerator of the reverse dispersion liquid crystal compound contained in the layer of a gradient layer composition inclines highly with respect to a layer plane (namely, with respect to in-plane direction) by the effect
  • the liquid crystal alignment layer has high affinity to the gradient layer composition. Therefore, the gradient layer composition conforms to the liquid crystal alignment layer, and the alignment of molecules is less likely to be disturbed. Therefore, in the gradient layer composition, the orientation can be made uniform in the in-plane direction. Therefore, in the step (v), the occurrence of alignment defects is usually suppressed.
  • the specific operation in the step (v) of orienting the reverse dispersed liquid crystalline compound contained in the layer of the gradient layer composition is the step of orienting the reverse dispersed liquid crystalline compound contained in the layer of the alignment layer composition and (ii) You can do the same.
  • the same advantages as obtained in the alignment layer composition and the liquid crystal alignment layer can be obtained also in the tilt layer composition and the liquid crystal tilt layer.
  • the temperature condition of the layer of the gradient layer composition in the step (v) is that the residual viscosity of the test composition corresponding to the gradient layer composition is usually 800 cP or less It is preferable to carry out so that it may become the same as the temperature conditions used as
  • a step (vi) of curing the layer of the gradient layer composition to obtain a liquid crystal gradient layer is performed.
  • a liquid crystal compound such as a reverse dispersion liquid crystal compound is polymerized to cure the layer of the gradient layer composition.
  • the liquid crystal compound is usually polymerized while maintaining the alignment of its molecules. Therefore, the alignment state of the liquid crystal compound contained in the gradient layer composition before polymerization is fixed by the above-mentioned polymerization.
  • a method may be selected that is adapted to the nature of the components contained in the gradient layer composition.
  • the polymerization method include a method of irradiating active energy rays and a thermal polymerization method. Among them, the method of irradiating active energy rays is preferable because heating is unnecessary and the polymerization reaction can be allowed to proceed at room temperature.
  • the temperature at the time of ultraviolet irradiation is preferably below the glass transition temperature of the substrate, preferably 150 ° C. or less, more preferably 100 ° C. or less, and particularly preferably 80 ° C. or less.
  • the lower limit of the temperature during ultraviolet irradiation may be 15 ° C. or higher.
  • the irradiation intensity of ultraviolet rays is preferably 0.1 mW / cm 2 or more, more preferably 0.5 mW / cm 2 or more, preferably 10000 mW / cm 2 or less, more preferably 5000 mW / cm 2 or less, more preferably 1000mW / Cm 2 or less, particularly preferably 600 mW / cm 2 or less.
  • the dose of ultraviolet rays is preferably 0.1 mJ / cm 2 or more, more preferably 0.5 mJ / cm 2 or more, preferably 10000 mJ / cm 2 or less, more preferably 5000 mJ / cm 2 or less.
  • an optical film provided with a liquid crystal alignment layer and a composite liquid crystal layer including a liquid crystal gradient layer can be obtained.
  • the method for producing an optical film may further include an optional step in combination with the above-described step.
  • the method for producing an optical film may include, for example, the step of forming another liquid crystal gradient layer on the liquid crystal gradient layer.
  • the manufacturing method of an optical film may include the process of forming arbitrary layers on a liquid-crystal inclination layer, for example.
  • a composite liquid crystal layer is formed on a base material.
  • a film including the substrate and the composite liquid crystal layer may be used as an optical film.
  • the manufacturing method of an optical film may include the process of peeling a base material.
  • the composite liquid crystal layer itself can be used as an optical film.
  • the method for producing an optical film may include, for example, a step of transferring the composite liquid crystal layer formed on the substrate to an optional film layer. Therefore, for example, in the method for producing an optical film, after the composite liquid crystal layer formed on the substrate and the optional film layer are laminated, the substrate is peeled if necessary, and the composite liquid crystal layer and the optional The method may include the step of obtaining an optical film comprising a film layer of At this time, a suitable pressure-sensitive adhesive or adhesive may be used for bonding.
  • a long optical film can be obtained using a long liquid crystal alignment layer.
  • Such a long optical film can be manufactured continuously and is excellent in productivity.
  • bonding with another film can be performed by roll to roll, productivity is excellent in this point as well.
  • a long optical film is wound and stored and transported in the form of a roll.
  • a 1 ⁇ 4 wavelength plate according to an embodiment of the present invention includes the liquid crystal alignment layer or the optical film described above.
  • the quarter wavelength plate may further include an optional layer in combination with the liquid crystal alignment layer or the optical film.
  • This quarter-wave plate has an in-plane retardation in the range described above as an in-plane retardation that can function as a quarter-wave plate.
  • the circularly polarizing plate thus obtained has an in-plane retardation of reverse wavelength dispersion, can be used as a reflection suppressing film excellent in surface state and excellent in viewing angle characteristics.
  • the polarizing plate which concerns on one Embodiment of this invention is equipped with the liquid crystal aligning layer or optical film mentioned above.
  • the polarizing plate comprises a linear polarizer in combination with a liquid crystal alignment layer or an optical film. It is preferable that this polarizing plate can function as a circularly polarizing plate or an elliptically polarizing plate.
  • Such a polarizing plate can suppress the reflection of external light in the front direction of the display surface of the organic EL display panel by being provided in the organic EL display panel.
  • the liquid crystal alignment layer and the optical film have reverse wavelength dispersive in-plane retardation, reflection of external light can be suppressed in a wide wavelength range.
  • the liquid crystal alignment layer and the optical film described above have a large inclination angle of the molecules of the inverse dispersion liquid crystal compound as a whole, as can be seen from the fact that the substantial maximum inclination angle of the molecules of the inverse dispersion liquid crystal compound is large.
  • the birefringence can be appropriately adjusted not only in the inward direction but also in the thickness direction. Therefore, the polarizing plate can suppress the reflection of external light not only in the front direction of the display surface of the organic EL display panel but also in the inclined direction. Therefore, by using this polarizing plate, an organic EL display panel having a wide viewing angle can be realized. Furthermore, in the liquid crystal alignment layer and the optical film, since the occurrence of alignment defects is usually suppressed, it is possible to suppress the generation of locations where the intended reflection can not be suppressed.
  • a linear polarizer for example, a film obtained by adsorbing iodine or a dichroic dye to a polyvinyl alcohol film and uniaxially stretching in a boric acid bath; iodine or a dichroic dye is adsorbed to a polyvinyl alcohol film And a film obtained by further stretching and further modifying a part of polyvinyl alcohol units in the molecular chain into polyvinylene units.
  • polarized-light into reflected light and transmitted light such as a grid polarizer and a multilayer polarizer, is mentioned.
  • the linear polarizer a polarizer containing polyvinyl alcohol is preferable.
  • the degree of polarization of this linear polarizer is not particularly limited, it is preferably 98% or more, more preferably 99% or more.
  • the thickness of the linear polarizer is preferably 5 ⁇ m to 80 ⁇ m.
  • the angle formed by the slow axis of the liquid crystal alignment layer or the optical film with the polarization absorption axis of the linear polarizer is preferably 45 ° or near. Specifically, the above angle is preferably 45 ° ⁇ 5 °, more preferably 45 ° ⁇ 4 °, and particularly preferably 45 ° ⁇ 3 °.
  • the polarizing plate may further contain any layer in addition to the linear polarizer, the liquid crystal alignment layer and the optical film.
  • the optional layer include an adhesive layer for bonding a linear polarizer and a liquid crystal alignment layer or an optical film; a polarizer protective film layer for protecting the linear polarizer;
  • An organic EL display panel includes the liquid crystal alignment layer or the optical film described above.
  • the organic EL display panel is provided with the above-mentioned polarizing plate containing a liquid crystal alignment layer or an optical film.
  • Such an organic EL display panel usually includes an organic EL element as a display element, and a polarizing plate is provided on the viewing side of the organic EL element.
  • a polarizing plate is arrange
  • the above-mentioned polarizing plate can function as a reflection control film.
  • the polarizing plate functions as a circularly polarizing plate as an example.
  • the light incident from the outside of the device becomes circularly polarized light when only a part of linearly polarized light passes through the linear polarizer and then passes through the liquid crystal alignment layer or the optical film.
  • Circularly polarized light is reflected by a component (such as a reflective electrode of an organic EL element) that reflects light in the organic EL display panel, passes through the liquid crystal alignment layer or the optical film again, and the vibration direction of the incident linearly polarized light It becomes linearly polarized light having orthogonal vibration directions and does not pass through the linear polarizer.
  • the vibration direction of linearly polarized light means the vibration direction of an electric field of linearly polarized light.
  • the organic EL device generally includes a transparent electrode layer, a light emitting layer and an electrode layer in this order, and the light emitting layer can generate light when voltage is applied from the transparent electrode layer and the electrode layer.
  • the material which comprises an organic light emitting layer the material of a polypara phenylene vinylene type
  • the light emitting layer may have a stack of a plurality of layers having different emission colors, or a mixed layer in which layers of certain dyes are doped with different dyes.
  • the organic EL element may be provided with functional layers such as a hole injection layer, a hole transport layer, an electron injection layer, an electron transport layer, an equipotential surface forming layer, and a charge generation layer.
  • the liquid crystal alignment layer or the optical film may be provided for uses other than the reflection suppression film.
  • middle film and optical film which were manufactured by the Example and comparative example which are demonstrated below has optical isotropy, it does not affect the measurement result of retardation. Then, the measurement of the retardation in the Example and comparative example which are demonstrated below was implemented by making the intermediate film or optical film containing a support base material into a sample.
  • FIG. 4 is a perspective view for explaining the measurement direction when measuring the retardation of the liquid crystal alignment layer 300 from the tilt direction.
  • the arrow A 1 represents the in-plane slow axis direction of the liquid crystal alignment layer 300
  • the arrow A 2 represents the in-plane fast axis direction of the liquid crystal alignment layer 300
  • the arrow A 3 represents the thickness direction of the liquid crystal alignment layer 300.
  • the retardation of the liquid crystal alignment layer 300 was measured in the range of the incident angle ⁇ of ⁇ 50 ° to 50 °, using a retardation meter (“AxoScan” manufactured by Axometrics).
  • the measurement direction A4 was set to be perpendicular to the in-plane fast axis direction A2 of the liquid crystal alignment layer 300.
  • the measurement wavelength was 590 nm.
  • the liquid crystal alignment layer was analyzed by the analysis software (analysis software "Multi-Layer Analysis” manufactured by AxoMetrics; analysis conditions: analysis wavelength 590 nm, 20 layer division number) attached to the above-mentioned retardation meter
  • analysis software “Multi-Layer Analysis” manufactured by AxoMetrics; analysis conditions: analysis wavelength 590 nm, 20 layer division number
  • the substantial maximum tilt angle of the molecules of the liquid crystal compound contained in the composite liquid crystal layer of the optical film is the liquid crystal alignment described above except that the retardation of the composite liquid crystal layer is measured instead of the retardation of the liquid crystal alignment layer. It was measured by the same method as the method of measuring the substantial maximum tilt angle of the liquid crystal compound molecules contained in the layer.
  • the substantial maximum inclination angle of the molecules of the liquid crystal compound contained in the liquid crystal gradient layer of the optical film was measured by the following method. According to the method described above, the substantially maximum inclination angle of the molecules of the liquid crystal compound contained in the liquid crystal alignment layer and the substantially maximum inclination angle of the molecules of the liquid crystal compound contained in the liquid crystal alignment layer and the composite liquid crystal layer including the liquid crystal inclined layer It was measured. Then, using these measured maximum tilt angles and the thicknesses of the liquid crystal alignment layer and the liquid crystal tilt layer, the maximum tilt angles of the molecules of the liquid crystal compound contained in the liquid crystal tilt layer were calculated.
  • the in-plane retardation of the optical film (that is, the retardation of the composite liquid crystal layer at an incident angle of 0 °) was measured at a measurement wavelength of 450 nm and 550 nm using a retardation meter (“AxoScan” manufactured by Axometrics). From the measured values of in-plane retardation Re (450) and Re (550) at measurement wavelengths of 450 nm and 550 nm, the reverse wavelength dispersion of the optical film was evaluated based on the following criteria. "A”: Re (450) / Re (550) ⁇ 0.9 “B”: 0.9 ⁇ Re (450) / Re (550) ⁇ 1.0 "C”: Re (450) / Re (550)> 1.0
  • the retardation of the optical film was measured in the range of an incident angle ⁇ of ⁇ 50 ° to 50 ° using a retardation meter (“AxoScan” manufactured by Axometrics). At this time, the measurement direction was set perpendicular to the fast axis direction in the plane of the optical film. In addition, the measurement wavelength was 590 nm.
  • the average value R ( ⁇ 50 °) of the retardation R ( ⁇ 50 °) at an incident angle ⁇ of ⁇ 50 ° and the retardation R (+ 50 °) at an incident angle ⁇ of + 50 ° was calculated. Then, the average value R ( ⁇ 50 °) is divided by the in-plane retardation R (0 °) at an incident angle ⁇ of 0 ° to obtain an average retardation ratio R ( ⁇ 50 °) / R (0 °). I asked. The closer the average retardation ratio R ( ⁇ 50 °) / R (0 °) to 1.00, the better the viewing angle characteristics can be realized in the organic EL display panel.
  • the viewing angle characteristics were evaluated based on the following criteria based on the value of the average retardation ratio R ( ⁇ 50 °) / R (0 °).
  • R ( ⁇ 50 °) / R (0 °) 0.93 ⁇ R ( ⁇ 50 °) / R (0 °) ⁇ 1.10
  • B 0.90 ⁇ R ( ⁇ 50 °) / R (0 °) ⁇ 0.93
  • C R ( ⁇ 50 °) / R (0 °) ⁇ 0.90
  • the retardation ratio R ( ⁇ ) of the liquid crystal cured layer at the measured incident angle ⁇ is divided by the retardation R (0 °) of the liquid crystal cured layer at the incident angle 0 ° to obtain a retardation ratio R ( ⁇ ) / R (0 °) was determined.
  • a graph was drawn in which the obtained retardation ratio R ( ⁇ ) / R (0 °) was taken on the vertical axis and the incident angle ⁇ on the horizontal axis.
  • a liquid crystal composition was prepared by mixing 5 parts by weight and 222.8 parts by weight of 1,3-dioxolane.
  • a resin film (“Zeonor film ZF16” manufactured by Zeon Corporation; thickness 100 ⁇ m) made of a thermoplastic norbornene resin in which a masking film is bonded on one side was prepared.
  • the supporting substrate was an optically isotropic film without retardation.
  • the masking film was peeled off from the supporting substrate, and the masking peeled surface was subjected to corona treatment. Next, the corona-treated surface of the support substrate was subjected to rubbing treatment.
  • the liquid crystal composition was coated as an alignment layer composition on the rubbing-treated surface of the supporting substrate using a wire bar to form a layer of the liquid crystal composition. Then, the layer of the liquid crystal composition was heated for 4 minutes in an oven set at 145 ° C. to align the liquid crystal compounds in the layer. The heating condition was a temperature condition at which the residual viscosity of the test composition corresponding to the liquid crystal composition used was 170 cP. Thereafter, the layer of the liquid crystal composition was irradiated with ultraviolet rays of 2384 mJ / cm 2 in a nitrogen atmosphere to cure the layer of the liquid crystal composition, to obtain a liquid crystal alignment layer having a thickness of 1.2 ⁇ m.
  • an optical film provided with a support base and a liquid crystal alignment layer including a liquid crystal alignment layer and a liquid crystal gradient layer formed on the support base was obtained.
  • the thickness of the composite liquid crystal layer was 3.6 ⁇ m.
  • the obtained optical film was used to evaluate the surface state, alignment defects, and substantially maximum tilt angle of the composite liquid crystal layer, the reverse wavelength dispersion of the optical film, and the viewing angle characteristics by the method described above.
  • Examples 2 and 4 to 8 and Comparative Examples 1 to 8 The type of the photopolymerization initiator and the irradiation amount of the ultraviolet light to the layer of the liquid crystal composition in the step of forming the liquid crystal alignment layer were changed as shown in Table 1 below. Except for the above matters, the same operation as in Example 1 was performed to manufacture and evaluate an intermediate film including a liquid crystal alignment layer and an optical film including a composite liquid crystal layer.
  • a polymerizable compound represented by the following formula, fluorine-based 0.15 parts by weight of a surfactant ("S420" manufactured by AGC Seimi Chemical Co., Ltd.), 4.3 parts by weight of a photopolymerization initiator ("IrgacureOXE04" manufactured by BASF, Inc.), 148.5 parts by weight
  • a liquid crystal composition containing the reverse dispersion liquid crystal compound 2 was used as an alignment layer composition. Further, in the step of forming the liquid crystal alignment layer, the irradiation amount of the ultraviolet light to the layer of the liquid crystal composition was changed as shown in Table 1 below.
  • the intermediate film including the liquid crystal alignment layer was manufactured and evaluated in the same manner as in the step of forming the liquid crystal alignment layer in Example 1 except for the above matters.
  • the heating conditions for heating the layer of the liquid crystal composition in an oven were such that the residual viscosity of the test composition corresponding to the liquid crystal composition used was 255 cP.
  • a liquid crystal tilt layer is formed using the liquid crystal composition containing the reverse dispersion liquid crystal compound 1 by the same operation as the step of forming the liquid crystal tilt layer of Example 1. , Obtained an optical film.
  • the obtained optical film was evaluated by the method described above.
  • a liquid crystal composition containing the above-described normal dispersion liquid crystal compound 3 was used as an alignment layer composition. Further, in the step of forming the liquid crystal alignment layer, the irradiation amount of the ultraviolet light to the layer of the liquid crystal composition was changed as shown in Table 1 below.
  • the intermediate film including the liquid crystal alignment layer was manufactured and evaluated in the same manner as in the step of forming the liquid crystal alignment layer in Example 1 except for the above matters.
  • a liquid crystal tilt layer is formed using the liquid crystal composition containing the reverse dispersion liquid crystal compound 1 by the same operation as the step of forming the liquid crystal tilt layer of Example 1. , Obtained an optical film.
  • the obtained optical film was evaluated by the method described above.
  • Comparative Example 10 The amount of fluorosurfactant ("S420" manufactured by AGC Seimi Chemical Co., Ltd.) was changed from 0.15 part by weight to 0.40 part by weight, and the temperature at which the layer of the liquid crystal composition was heated in an oven was changed to 110 ° C. did. Thus, the residual viscosity of the test composition corresponding to the liquid crystal composition was higher than 800 cP at a temperature at which the layer of the liquid crystal composition was heated in an oven. Therefore, the alignment direction of the molecules of the reversely dispersed liquid crystal compound contained in the liquid crystal alignment layer is parallel to the layer plane (that is, in the in-plane direction).
  • the irradiation amount of the ultraviolet light to the layer of the liquid crystal composition was changed as shown in Table 1 below.
  • the same operation as in Example 1 was carried out except for the above matters, to produce and evaluate an intermediate film containing a liquid crystal alignment layer and an optical film containing a composite liquid crystal layer.
  • Comparative Example 10 in any of the liquid crystal alignment layer contained in the intermediate film and the composite liquid crystal layer contained in the optical film, the molecules of the reversely dispersed liquid crystal compound are with respect to the layer plane (that is, in the in-plane direction). ) could not be confirmed.
  • Reverse Dispersion 1 Reverse Dispersion Liquid Crystalline Compound 1.
  • Reverse Dispersion 2 Reverse Dispersion Liquid Crystalline Compound 2.
  • Normal dispersion 3 Normal dispersion liquid crystalline compound 3.
  • OXE04 An oxime ester photopolymerization initiator "Irgacure OXE 04" manufactured by BASF.
  • N1919T An oxime ester-based photopolymerization initiator "ADEKA OPTOMER N-1919T” manufactured by ADEKA Corporation.
  • Irg379EG Aminoalkylphenone surfactant "Irgacure 379EG” manufactured by BASF.
  • UV irradiation dose UV irradiation dose to the layer of the liquid crystal composition in the step of forming a liquid crystal alignment layer.
  • ⁇ Substantial maximum tilt angle of liquid crystal compound molecules.
  • I (1) The peak intensity derived from the in-plane bending vibration of the ethylenically unsaturated bond measured by infrared total reflection absorption spectrum measurement of the surface of the liquid crystal alignment layer.
  • I (2) Peak intensity derived from stretching vibration of unsaturated bond of aromatic ring by infrared total reflection absorption spectrum measurement of the surface of the liquid crystal alignment layer.
  • Examples 1 to 8 excellent results are obtained in all of the reverse wavelength dispersion, the surface state, and the viewing angle characteristics. From this result, it was confirmed that the present invention can provide an optical film having reverse wavelength dispersive in-plane retardation, excellent in surface state, and excellent in viewing angle characteristics. Furthermore, from the results of Examples 1 to 8, it was confirmed that, in the composite liquid crystal layer of the optical film of the present invention, the occurrence of alignment defects can usually be suppressed.
  • liquid crystal alignment layer 100 U specific surface of liquid crystal alignment layer 200 optical film 210 liquid crystal tilt layer 220 composite liquid crystal layer 220 U surface of composite liquid crystal layer 300 liquid crystal alignment layer

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PCT/JP2018/044782 2017-12-12 2018-12-05 液晶配向層及びその製造方法、光学フィルム及びその製造方法、１／４波長板、偏光板並びに有機エレクトロルミネッセンス表示パネル WO2019116990A1 (ja)

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2014142618A (ja) * 2012-12-28 2014-08-07 Fujifilm Corp 光学フィルム、偏光板、液晶表示装置および光学フィルムの製造方法
WO2016031853A1 (ja) * 2014-08-29 2016-03-03 富士フイルム株式会社 光学積層体、偏光板および有機ｅｌ表示装置
JP2016051083A (ja) * 2014-08-29 2016-04-11 富士フイルム株式会社 偏光板、偏光板の製造方法および液晶表示装置
WO2017169637A1 (ja) * 2016-03-28 2017-10-05 日本ゼオン株式会社 液晶硬化フィルム及びその製造方法

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2014142618A (ja) * 2012-12-28 2014-08-07 Fujifilm Corp 光学フィルム、偏光板、液晶表示装置および光学フィルムの製造方法
WO2016031853A1 (ja) * 2014-08-29 2016-03-03 富士フイルム株式会社 光学積層体、偏光板および有機ｅｌ表示装置
JP2016051083A (ja) * 2014-08-29 2016-04-11 富士フイルム株式会社 偏光板、偏光板の製造方法および液晶表示装置
WO2017169637A1 (ja) * 2016-03-28 2017-10-05 日本ゼオン株式会社 液晶硬化フィルム及びその製造方法

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