WO2022054556A1 - 偏光板、有機エレクトロルミネッセンス表示装置 - Google Patents

偏光板、有機エレクトロルミネッセンス表示装置 Download PDF

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WO2022054556A1
WO2022054556A1 PCT/JP2021/030773 JP2021030773W WO2022054556A1 WO 2022054556 A1 WO2022054556 A1 WO 2022054556A1 JP 2021030773 W JP2021030773 W JP 2021030773W WO 2022054556 A1 WO2022054556 A1 WO 2022054556A1
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Prior art keywords
optically anisotropic
anisotropic layer
liquid crystal
crystal compound
layer
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English (en)
French (fr)
Japanese (ja)
Inventor
靖和 桑山
悠太 福島
慎平 吉田
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Fujifilm Corp
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Fujifilm Corp
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Priority to CN202180054993.9A priority Critical patent/CN116075876A/zh
Priority to CN202511845308.0A priority patent/CN121559660A/zh
Priority to JP2022547476A priority patent/JPWO2022054556A1/ja
Publication of WO2022054556A1 publication Critical patent/WO2022054556A1/ja
Priority to US18/177,563 priority patent/US20230225176A1/en
Anticipated expiration legal-status Critical
Priority to JP2025009107A priority patent/JP2025066128A/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
    • G02B5/3016—Polarising elements involving passive liquid crystal elements
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising 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
    • 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
    • G09F9/33—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 being semiconductor devices, e.g. diodes
    • G09F9/335—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 being semiconductor devices, e.g. diodes being organic light emitting diodes [OLED]
    • 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 polarizing plate and an organic electroluminescence display device.
  • Patent Document 1 discloses a circular polarizing plate in which a retardation layer (optically anisotropic layer) is bonded to a polarizing element formed by using a dichroic substance via a pressure-sensitive adhesive layer.
  • the blackness means that when the image display device is displayed in black, the tinting of black is suppressed and the reflectance of the reflected light is low.
  • the present inventors have produced a circular polarizing plate formed by bonding a polarizing element and an optically anisotropic layer via a pressure-sensitive adhesive layer disclosed in Patent Document 1, and attached the polarizing plate to an organic EL display panel.
  • a circular polarizing plate formed by bonding a polarizing element and an optically anisotropic layer via a pressure-sensitive adhesive layer disclosed in Patent Document 1, and attached the polarizing plate to an organic EL display panel.
  • the present invention provides a polarizing plate having excellent black tightening in the front direction even after the organic EL display device obtained by being attached to an organic EL display panel is exposed to a high temperature environment for a long time.
  • the task is to do.
  • Another object of the present invention is to provide an organic EL display device.
  • a polarizing element formed by using a composition containing a first liquid crystal compound and a dichroic substance It has an optically anisotropic layer formed by using a composition containing a second liquid crystal compound, which is arranged adjacent to the polarizing element.
  • the optically anisotropic layer has a plurality of layers in which a second liquid crystal compound twist-oriented having a spiral axis in the thickness direction is fixed.
  • the optically anisotropic layer has a first optically anisotropic layer and a second optically anisotropic layer. The first optically anisotropic layer is arranged on the substituent side, and the first optically anisotropic layer is arranged.
  • the first optically anisotropic layer and the second optically anisotropic layer are layers formed by fixing a second liquid crystal compound twist-oriented with a spiral axis in the thickness direction.
  • the twisting direction of the second liquid crystal compound in the first optically anisotropic layer and the twisting direction of the second liquid crystal compound in the second optically anisotropic layer are the same.
  • the twist angle of the second liquid crystal compound in the first optically anisotropic layer is 26.5 ⁇ 10.0 °.
  • the twist angle of the second liquid crystal compound in the second optically anisotropic layer is 78.6 ⁇ 10.0 °.
  • the values of the products ⁇ n2 and d2 of the refractive index anisotropy ⁇ n2 of the sex layer and the thickness d2 of the second optically anisotropic layer satisfy the following equations (1) and (2), respectively, (1) to (1).
  • the polarizing plate according to any one of 6).
  • Equation (1) 252 nm ⁇ ⁇ n1 ⁇ d1 ⁇ 312 nm Equation (2) 110 nm ⁇ ⁇ n2 ⁇ d2 ⁇ 170 nm (8)
  • the maximum intensity Imax of the secondary ion intensity derived from the dichroic substance and the optical anisotropy of the substituent are obtained.
  • Equation (3) 2.0 ⁇ Imax / Isur1
  • an organic EL display device can also be provided.
  • FIG. 1 It is a schematic sectional drawing of one Embodiment of the polarizing plate of this invention. Schematic diagram for explaining the profile of the secondary ion intensity of each component detected by analyzing the components in the depth direction of the polarizing plate by the time-of-flight secondary ion mass spectrometry (TOF-SIMS). Is. It is the schematic sectional drawing of the preferable embodiment of the polarizing plate of this invention. It is a figure which shows the relationship between the absorption axis of a polarizing element 12 and the in-plane slow phase axis of each of the 1st optically anisotropic layer 16 and the 2nd optically anisotropic layer 18 in the preferred embodiment of the polarizing plate of this invention. be.
  • FIG. 4 The relationship between the angle relationship between the absorption axis of the polarizing element 12 when observed from the direction of the arrow in FIG. 4 and the in-plane slow phase axes of the first optically anisotropic layer 16 and the second optically anisotropic layer 18 is shown.
  • FIG. It is sectional drawing of the composition layer for demonstrating step 2.
  • FIG. In the graph plotting the relationship between the spiral inducing force (HTP: Helical Twisting Power) ( ⁇ m -1 ) ⁇ concentration (mass%) and the light irradiation amount (mJ / cm 2 ) for each of the chiral auxiliary A and the chiral agent B. It is a schematic diagram.
  • HTP Helical Twisting Power
  • the in-plane slow phase axis is defined at 550 nm unless otherwise specified.
  • Re ( ⁇ ) and Rth ( ⁇ ) represent in-plane retardation at wavelength ⁇ and retardation in the thickness direction, respectively. Unless otherwise specified, the wavelength ⁇ is 550 nm.
  • the values of the average refractive index of the main optical films are exemplified below: cellulose acylate (1.48), cycloolefin polymer (1.52), polycarbonate (1.59), polymethylmethacrylate (1.49), And polystyrene (1.59).
  • light means active light or radiation, for example, the emission line spectrum of a mercury lamp, far ultraviolet rays typified by an excimer laser, extreme ultraviolet rays (EUV light: Extreme Ultraviolet), X-rays, ultraviolet rays, and the like. It also means an electron beam (EB: Electron Beam) or the like. Of these, ultraviolet rays are preferable.
  • visible light refers to light having a diameter of 380 to 780 nm.
  • the measurement wavelength is 550 nm.
  • the relationship between angles includes a range of errors allowed in the technical field to which the present invention belongs. Specifically, it means that the angle is within a range of less than ⁇ 10 °, and the error from the exact angle is preferably within a range of ⁇ 5 ° or less, and within a range of ⁇ 3 ° or less. Is more preferable.
  • the binding direction of the divalent group (for example, -C (O) O-) described in the present specification is not particularly limited, and for example, L1 in the formula (1) described later is -C (O) O-.
  • L1 in the formula (1) described later is -C (O) O-.
  • L1 may be * 1-C (O) -O- * 2.
  • * 1-OC (O)-* 2 may be used.
  • the feature of the polarizing plate of the present invention is that the polarizing element and the optically anisotropic layer are in direct contact with each other, and the concentration of the dichroic substance in the polarizing element is not more than a predetermined value.
  • the present inventors have investigated the reason why the polarizing plate described in Patent Document 1 does not have a desired effect. First, when the pressure-sensitive adhesive layer is interposed between the polarizing element and the optically anisotropic layer. At the interface between the polarizing element and the pressure-sensitive adhesive layer and the interface between the pressure-sensitive adhesive layer and the optically anisotropic layer, light reflection is likely to occur, which has been one of the causes of deterioration of blackening.
  • the substituent contains a dichroic substance having a relatively high refractive index
  • the refractive index of the substituent itself becomes high
  • the difference in the refractive index between the adjacent pressure-sensitive adhesive layers becomes large
  • the reflection of light becomes more. It was easy to occur.
  • the polarizing element and the optically anisotropic layer are brought into direct contact with each other to suppress the reflection of light derived from the pressure-sensitive adhesive layer and to determine the concentration of the dichroic substance in the polarizing element.
  • the refractive index of the substituent By adjusting the refractive index of the substituent to a refractive index similar to that of the optically anisotropic layer by setting the value to or less than the value, the reflection of light at the interface between the substituent and the optically anisotropic layer is suppressed.
  • FIG. 1 is a schematic cross-sectional view of an embodiment of the polarizing plate of the present invention.
  • the polarizing plate 10A has a polarizing element 12 and an optically anisotropic layer 14. As shown in FIG. 1, the splitter 12 and the optically anisotropic layer 14 are arranged adjacent to each other. That is, the polarizing element 12 and the optically anisotropic layer 14 are arranged so as to be in direct contact with each other.
  • adjacent means that both are arranged between the polarizing element and the optically anisotropic layer without interposing another layer such as an adhesive layer.
  • the embodiment in which the splitter 12 and the optically anisotropic layer 14 are arranged adjacent to each other can also be specified by using a time-of-flight type secondary ion mass spectrometry method as follows. More specifically, first, the components in the depth direction of the polarizing plate are analyzed by the flight time type secondary ion mass spectrometry method while irradiating an ion beam from one surface of the polarizing plate to the other surface.
  • FIG. 2 shows a profile obtained by analyzing the components in the depth direction in each layer by TOF-SIMS while ion-sputtering from the surface on the polarizing element side of the polarizing plate toward the optically anisotropic layer side.
  • the depth direction is intended to be a direction toward the optically anisotropic layer side with reference to the surface of the polarizing plate on the polarizing element side.
  • the horizontal axis in FIG. 2
  • the axis extending in the left-right direction of the paper surface represents the depth with respect to the surface of the polarizing plate on the polarizing element side, and is vertical.
  • the axis (in FIG. 2, the axis extending in the vertical direction of the paper surface) represents the secondary ionic strength of each component.
  • the TOF-SIMS method is specifically described in "Surface Analysis Technology Selection Book Secondary Ion Mass Spectrometry" edited by the Japan Surface Science Society, Maruzen Co., Ltd. (published in 1999).
  • the intensity of the fragment ion derived from the component contained in the polarizing element is intended, and the "secondary ionic strength derived from the component contained in the optically anisotropic layer" is derived from the component contained in the optically anisotropic layer. Intended for fragment ion intensity.
  • the secondary ionic strength derived from the component contained in the polarizing element and the secondary ionic strength derived from the component contained in the optically anisotropic layer have the same intensity. There is a depth position that indicates.
  • the measuring device and the measuring conditions include the following.
  • ⁇ Equipment TOF-SIMS 5 (manufactured by ION-TOF)
  • Depth direction analysis Combined with Ar ion sputtering
  • Measurement range Raster scan of 128 points each in one direction and its orthogonal direction
  • Polarity posi, nega
  • a dichroic substance or a first liquid crystal compound is selected as the component contained in the polarizing element.
  • a second liquid crystal compound is selected as the component contained in the optically anisotropic layer.
  • the polarizing element is formed by using a composition containing a first liquid crystal compound and a dichroic substance (hereinafter, also referred to as a composition for forming a polarizing element).
  • the dichroic substance is also oriented in a predetermined direction along the orientation of the first liquid crystal compound.
  • the dichroic substance is preferably horizontally oriented.
  • first liquid crystal compound As the first liquid crystal compound, both a high molecular weight liquid crystal compound and a low molecular weight liquid crystal compound can be used, and it is preferable to use a high molecular weight liquid crystal compound from the viewpoint of increasing the degree of orientation of the bicolor substance.
  • the "polymer liquid crystal compound” refers to a liquid crystal compound having a repeating unit in the chemical structure.
  • the "small molecule liquid crystal compound” refers to a liquid crystal compound having no repeating unit in its chemical structure.
  • the polymer liquid crystal compound include a thermotropic liquid crystal polymer described in Japanese Patent Application Laid-Open No. 2011-237513, and high molecular weight liquid crystal compounds described in paragraphs [0012] to [0042] of International Publication No.
  • Molecular liquid crystal compounds can be mentioned.
  • the small molecule liquid crystal compound include the liquid crystal compounds described in paragraphs [0072] to [0088] of JP2013-228706A, and among them, the liquid crystal compound exhibiting smectic properties is preferable.
  • the first liquid crystal compound a high molecular weight liquid crystal compound and a low molecular weight liquid crystal compound may be used in combination.
  • the first liquid crystal compound is a polymer containing a repeating unit represented by the following formula (1) (hereinafter, also abbreviated as "repeating unit (1)") because the degree of orientation of the dichroic substance is higher. Liquid crystal compounds are preferred.
  • P1 represents the main chain of the repeating unit
  • L1 represents a single bond or a divalent linking group
  • SP1 represents a spacer group
  • M1 represents a mesogen group
  • T1 represents a terminal group. ..
  • Examples of the main chain of the repeating unit represented by P1 include groups represented by the following formulas (P1-A) to (P1-D), and among them, the diversity and handling of the raw material monomers can be mentioned.
  • a group represented by the following formula (P1-A) is preferable because it is easy.
  • R 1 , R 2 , R 3 and R 4 are independently hydrogen atoms, halogen atoms, cyano groups, and alkyl groups having 1 to 10 carbon atoms. Alternatively, it represents an alkoxy group having 1 to 10 carbon atoms.
  • the alkyl group may be a linear or branched alkyl group, or may be an alkyl group having a cyclic structure (cycloalkyl group). Further, the number of carbon atoms of the above alkyl group is preferably 1 to 5.
  • the group represented by the above formula (P1-A) is preferably one unit of the partial structure of the poly (meth) acrylic acid ester obtained by the polymerization of the (meth) acrylic acid ester.
  • the group represented by the above formula (P1-B) is preferably an ethylene glycol unit formed by ring-opening polymerization of an epoxy group of a compound having an epoxy group.
  • the group represented by the above formula (P1-C) is preferably a propylene glycol unit formed by ring-opening polymerization of the oxetane group of the compound having an oxetane group.
  • the group represented by the above formula (P1-D) is preferably a siloxane unit of a polysiloxane obtained by decomposing a compound having at least one of an alkoxysilyl group and a silanol group.
  • examples of the compound having at least one of the alkoxysilyl group and the silanol group include compounds having a group represented by the formula SiR 4 (OR 5 ) 2- .
  • R 4 is synonymous with R 4 in (P1-D), and each of the plurality of R 5s independently represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms.
  • L1 is a single bond or a divalent linking group.
  • the divalent linking groups represented by L1 include -C (O) O-, -O-, -S-, -C (O) NR 6- , -SO 2- , and -NR 6 R 7- .
  • R 6 and R 7 each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms which may have a substituent.
  • P1 is a group represented by the formula (P1-A)
  • L1 is preferably a group represented by —C (O) O— from the viewpoint that the degree of orientation of the dichroic substance is higher.
  • P1 is a group represented by the formulas (P1-B) to (P1-D)
  • L1 is preferably a single bond from the viewpoint that the degree of orientation of the dichroic substance is higher.
  • the spacer group represented by SP1 is composed of an oxyethylene structure, an oxypropylene structure, a polysiloxane structure and a fluorinated alkylene structure from the viewpoints of easily exhibiting liquid crystallinity and availability of raw materials. It preferably contains at least one structure selected from the group.
  • the oxyethylene structure represented by SP1 is preferably a group represented by *-( CH2 - CH2O ) n1- *.
  • n1 represents an integer of 1 to 20
  • * represents a coupling position with L1 or M1 in the above formula (1).
  • n1 is preferably an integer of 2 to 10, more preferably an integer of 2 to 4, and most preferably 3 from the viewpoint of increasing the degree of orientation of the dichroic substance.
  • the oxypropylene structure represented by SP1 is preferably a group represented by *-(CH (CH 3 ) -CH 2 O) n2- * from the viewpoint that the degree of orientation of the dichroic substance is higher.
  • n2 represents an integer of 1 to 3, and * represents the coupling position with L1 or M1.
  • the polysiloxane structure represented by SP1 is preferably a group represented by *-(Si (CH 3 ) 2 -O) n3- *, because the degree of orientation of the dichroic substance is higher.
  • n3 represents an integer of 6 to 10
  • * represents the coupling position with L1 or M1.
  • the fluoroalkylene structure represented by SP1 is preferably a group represented by *-(CF 2 -CF 2 ) n4- * from the viewpoint that the degree of orientation of the dichroic substance is higher.
  • n4 represents an integer of 6 to 10
  • * represents the coupling position with L1 or M1.
  • the mesogen group represented by M1 is a group showing the main skeleton of the liquid crystal molecule that contributes to the formation of the liquid crystal.
  • the liquid crystal molecule exhibits liquid crystallinity, which is an intermediate state (mesophase) between the crystalline state and the isotropic liquid state.
  • mesogen group for example, a group having at least one cyclic structure selected from the group consisting of an aromatic hydrocarbon group, a heterocyclic group, and an alicyclic group is preferable.
  • the mesogen group preferably has an aromatic hydrocarbon group, more preferably 2 to 4 aromatic hydrocarbon groups, from the viewpoint of increasing the degree of orientation of the dichroic substance, and more preferably 3 aromatics. It is more preferable to have a group hydrocarbon group.
  • the mesogen group As the mesogen group, the following formula (M1-A) or The group represented by the following formula (M1-B) is preferable, and the group represented by the formula (M1-B) is more preferable.
  • A1 is a divalent group selected from the group consisting of aromatic hydrocarbon groups, heterocyclic groups and alicyclic groups. These groups may be substituted with an alkyl group, an alkyl fluoride group, an alkoxy group or a substituent.
  • the divalent group represented by A1 is preferably a 4- to 6-membered ring. Further, the divalent group represented by A1 may be a monocyclic ring or a condensed ring. * Represents the binding position with SP1 or T1.
  • Examples of the divalent aromatic hydrocarbon group represented by A1 include a phenylene group, a naphthylene group, a fluorene-diyl group, an anthracene-diyl group, a tetracene-diyl group, and the like, and the variety of design of the mesogen skeleton is included.
  • a phenylene group or a naphthylene group is preferable, and a phenylene group is more preferable, from the viewpoint of availability of raw materials and the like.
  • the divalent heterocyclic group represented by A1 may be either aromatic or non-aromatic, but the divalent aromatic heterocyclic group is used because the degree of orientation of the dichromatic substance is higher. preferable.
  • Examples of the atom other than carbon constituting the divalent aromatic heterocyclic group include a nitrogen atom, a sulfur atom and an oxygen atom.
  • the aromatic heterocyclic group has a plurality of atoms constituting a ring other than carbon, they may be the same or different.
  • divalent aromatic heterocyclic group examples include pyridylene group (pyridine-diyl group), pyridazine-diyl group, imidazole-diyl group, thienylene (thiophene-diyl group), quinolylene group (quinolin-diyl group), and isoquinolylene.
  • Examples of the divalent alicyclic group represented by A1 include a cyclopentylene group and a cyclohexylene group.
  • a1 represents an integer from 1 to 10.
  • the plurality of A1s may be the same or different.
  • A2 and A3 are divalent groups independently selected from the group consisting of aromatic hydrocarbon groups, heterocyclic groups and alicyclic groups, respectively. Specific examples and preferred embodiments of A2 and A3 are the same as those of A1 of the formula (M1-A), and thus the description thereof will be omitted.
  • a2 represents an integer of 1 to 10, and when a2 is 2 or more, a plurality of A2s may be the same or different, and a plurality of A3s may be the same or different. Often, the plurality of LA1s may be the same or different.
  • a2 is preferably an integer of 2 or more, and more preferably 2 from the viewpoint of increasing the degree of orientation of the dichroic substance.
  • M1-B when a2 is 1, LA1 is a divalent linking group.
  • the plurality of LA1s are independently single-bonded or divalent linking groups, and at least one of the plurality of LA1s is a divalent linking group.
  • a2 it is preferable that one of the two LA1s is a divalent linking group and the other is a single bond, because the degree of orientation of the dichroic substance is higher.
  • -C (O) O- is preferable because the degree of orientation of the bichromatic substance is higher. May be a group in which two or more of these groups are combined.
  • examples of the terminal group represented by T1 include a hydrogen atom, a halogen atom, a cyano group, a nitro group, a hydroxy group, an alkyl group having 1 to 10 carbon atoms, and an alkoxy group having 1 to 10 carbon atoms.
  • Acylamino group with 1 to 10 carbon atoms Acylamino group with 1 to 10 carbon atoms, alkoxycarbonylamino group with 1 to 10 carbon atoms, sulfonylamino group with 1 to 10 carbon atoms, sulfamoyl group with 1 to 10 carbon atoms, carbamoyl group with 1 to 10 carbon atoms, carbon Examples thereof include a sulfinyl group having a number of 1 to 10, a ureido group having 1 to 10 carbon atoms, and a (meth) acryloyloxy group-containing group.
  • the (meth) acryloyloxy group-containing group include -LA (L represents a single bond or a linking group. Specific examples of the linking group are the same as those of L1 and SP1 described above.
  • A is (meth).
  • a group represented by (representing an acryloyloxy group) can be mentioned.
  • T1 is preferably an alkoxy group having 1 to 10 carbon atoms, more preferably an alkoxy group having 1 to 5 carbon atoms, and even more preferably a methoxy group, from the viewpoint of increasing the degree of orientation of the dichroic substance.
  • These terminal groups may be further substituted with these groups or the polymerizable group described in JP-A-2010-244038.
  • T1 is preferably a polymerizable group from the viewpoint that the adhesion between the substituent and the optically anisotropic layer becomes better and the cohesive force as a film can be improved.
  • a radically polymerizable group or a cationically polymerizable group is preferable.
  • a generally known radically polymerizable group can be used, and an acryloyl group or a methacryloyl group is preferable.
  • the acryloyl group is generally faster in terms of the polymerization rate, and the acryloyl group is preferable from the viewpoint of improving productivity, but the methacryloyl group can also be used as the polymerizable group in the same manner.
  • a generally known cationically polymerizable group can be used, and for example, an alicyclic ether group, a cyclic acetal group, a cyclic lactone group, a cyclic thioether group, a spirorthoester group, and a vinyloxy group can be used.
  • an alicyclic ether group or a vinyloxy group is preferable, and an epoxy group, an oxetanyl group, or a vinyloxy group is more preferable.
  • the weight average molecular weight (Mw) of the polymer liquid crystal compound containing the repeating unit represented by the above formula (1) is preferably 1000 to 500,000, more preferably 2000 to 300,000.
  • the handling of the polymer liquid crystal compound becomes easy.
  • the weight average molecular weight (Mw) of the polymer liquid crystal compound is preferably 10,000 or more, and more preferably 10,000 to 300,000.
  • the weight average molecular weight (Mw) of the polymer liquid crystal compound is preferably less than 10,000, and preferably 2000 or more and less than 10,000.
  • the weight average molecular weight and the number average molecular weight in the present invention are values measured by a gel permeation chromatograph (GPC) method.
  • the content of the first liquid crystal compound is preferably 50% by mass or more, more preferably 70% by mass or more, based on the total solid content of the composition for forming a substituent.
  • the upper limit is not particularly limited, but it is often 95% by mass or less.
  • the "total solid content of the composition for forming a polarizing element" refers to a component in the composition for forming a polarizing element excluding the solvent, and specific examples of the solid content include the above-mentioned first liquid crystal compound, which will be described later. Examples include dichroic substances, polymerization initiators, and surfactants.
  • the bicolor substance is not particularly limited, and is, for example, a visible light absorber (bicolor dye), a light emitting substance (fluorescent substance, a phosphorescent substance), an ultraviolet absorber, an infrared absorber, a nonlinear optical substance, a carbon nanotube, and the like.
  • a visible light absorber for example, a visible light absorber (bicolor dye), a light emitting substance (fluorescent substance, a phosphorescent substance), an ultraviolet absorber, an infrared absorber, a nonlinear optical substance, a carbon nanotube, and the like.
  • examples thereof include an inorganic substance (for example, a quantum rod), and a conventionally known bicolor substance (bicolor dye) can be used.
  • two or more kinds of dichroic substances may be used in combination.
  • the dichroic substance may have a crosslinkable group.
  • the crosslinkable group include a (meth) acryloyl group, an epoxy group, an oxetanyl group, and a styryl group, and among them, a (meth) acryloyl group is preferable.
  • the content of the dichroic substance is preferably 2 to 80 parts by mass, more preferably 5 to 30 parts by mass with respect to 100 parts by mass of the liquid crystal compound.
  • the content of the dichroic substance is preferably 1 to 40% by mass, more preferably 2 to 30% by mass, based on the solid content of the composition for forming a substituent.
  • composition for forming a substituent may contain other components other than the above-mentioned first liquid crystal compound and the dichroic substance.
  • the composition for forming a substituent preferably contains a polymerization initiator.
  • the polymerization initiator is not particularly limited, but a photosensitive compound, that is, a photopolymerization initiator is preferable.
  • a photopolymerization initiator various compounds can be used without particular limitation. Examples of the photopolymerization initiator include ⁇ -carbonyl compounds (US Pat. Nos. 2,376,661 and 236,670), acidoin ethers (US Pat. No. 2,448,828), and ⁇ -hydrogen-substituted aromatic acidoines. Compounds (US Pat. No. 2722512), polynuclear quinone compounds (US Pat. Nos.
  • the content of the polymerization initiator is preferably 0.01 to 30 parts by mass with respect to 100 parts by mass in total of the dichroic substance and the liquid crystal compound. , 0.1 to 15 parts by mass is more preferable.
  • the composition for forming a substituent preferably contains a surfactant.
  • a surfactant By containing the surfactant, it is expected that the smoothness of the coated surface is improved, the degree of orientation is further improved, repelling and unevenness are suppressed, and the in-plane uniformity is improved.
  • the surfactant a compound in which a dichroic substance and a liquid crystal compound are made horizontal on the coated surface side is preferable, and for example, the compound described in paragraphs [0155] to [0170] of International Publication No. 2016/09648, Examples thereof include the compounds (horizontal orienting agents) described in paragraphs [0253] to [0293] of JP-A-2011-237513.
  • the content of the surfactant is preferably 0.001 to 5 parts by mass with respect to 100 parts by mass in total of the dichroic substance and the liquid crystal compound. , 0.01 to 3 parts by mass is more preferable.
  • the composition for forming a substituent preferably contains a solvent from the viewpoint of workability.
  • the solvent include ketones, ethers, aliphatic hydrocarbons, alicyclic hydrocarbons, aromatic hydrocarbons, halogenated carbons, esters, alcohols, cellosolves, cellosolve acetates, and sulfoxides.
  • kinds, amides, and organic solvents such as heterocyclic compounds, as well as water.
  • the solvent for this may be used alone or in combination of two or more.
  • the content of the solvent is preferably 80 to 99% by mass, more preferably 83 to 97% by mass, based on the total mass of the composition for forming a polarizing element.
  • the method for producing the polarizing element is not particularly limited as long as the composition for forming a polarizing element is used, but the composition for forming a polarizing element is applied on a predetermined support to form a coating film, and the liquid crystal property in the coating film is formed.
  • a method of orienting the components is preferred.
  • the liquid crystal component is a component that includes not only the first liquid crystal compound described above but also the dichroic substance having a liquid crystal property when the dichroic substance described above has a liquid crystal property.
  • the support to which the composition for forming a polarizing element is applied is not particularly limited.
  • the support will be described in detail later.
  • the support may have an orientation layer on its surface.
  • Examples of the method for forming the alignment film include rubbing treatment of an organic compound (preferably a polymer) on the film surface, oblique vapor deposition of an inorganic compound, formation of a layer having microgrooves, and a Langmuir-Blojet method (LB film). ) To accumulate organic compounds (eg, ⁇ -tricosanoic acid, dioctadecylmethylammonium chloride, methyl stearylate, etc.).
  • organic compounds eg, ⁇ -tricosanoic acid, dioctadecylmethylammonium chloride, methyl stearylate, etc.
  • an alignment film formed by a rubbing treatment or a photoalignment film formed by light irradiation is preferable.
  • the photo-alignment compound contained in the photo-alignment film include known materials.
  • the photoalignment compound it is preferable to use a photosensitive compound having a photoreactive group in which at least one of dimerization and isomerization is generated by the action of light.
  • the composition for forming a polarizing element may be applied onto the optically anisotropic layer described later, in which case the optically anisotropic layer functions as an alignment film.
  • the method of applying the composition for forming a polarizing element is not particularly limited, and is a curtain coating method, a dip coating method, a spin coating method, a print coating method, a spray coating method, a slot coating method, a roll coating method, a slide coating method, and a blade coating method.
  • Examples include the method, the gravure coating method, and the wire bar method.
  • the method for orienting the liquid crystal component in the coating film is not particularly limited, and heat treatment is preferable.
  • the heat treatment is preferably 10 to 250 ° C., more preferably 25 to 190 ° C. from the viewpoint of manufacturing suitability.
  • the heating time is preferably 1 to 300 seconds, more preferably 1 to 60 seconds.
  • a cooling treatment may be carried out if necessary.
  • the cooling treatment is a treatment for cooling the coated film after heating to about room temperature (20 to 25 ° C.). Thereby, the orientation of the liquid crystal component contained in the coating film can be fixed.
  • the cooling means is not particularly limited, and can be carried out by a known method.
  • a curing treatment may be carried out if necessary.
  • the curing treatment is carried out by heating and / or light irradiation (exposure).
  • the content of the dichroic substance in the polarizing element is 40% by mass or less with respect to the total mass of the polarizing element.
  • the content of the dichroic substance is preferably 30% by mass or less with respect to the total mass of the polarizing element.
  • the lower limit of the content of the dichroic substance is not particularly limited, but is preferably 3% by mass or more, more preferably 5% by mass or more, based on the total mass of the substituent.
  • the maximum intensity Imax of the secondary ion intensity derived from the dichroic substance and the optically anisotropic layer side of the substituent were obtained.
  • the relationship between the intensity of the secondary ion intensity derived from the dichroic substance on the opposite surface and Isur1 preferably satisfies the formula (3), more preferably the formula (3-1), and the formula (3). It is more preferable to satisfy -2).
  • the display performance and durability are improved even if the refractive index adjusting layer and the barrier layer (oxygen blocking layer) are not provided. Therefore, the organic EL display device should be made thinner. Can be done. Equation (3) 2.0 ⁇ Imax / Isur1 Equation (3-1) 5.0 ⁇ Imax / Isur1 Equation (3-2) 10.0 ⁇ Imax / Isur1 ⁇ 100
  • the average value of the secondary ionic strength of the fragment derived from the dichroic substance in the region 1% from the surface opposite to the optically anisotropic layer side of the polarizing element (mean value of the intensity from the baseline). Is the strength Isur1 on the surface on the visual recognition side. Further, the maximum value of the secondary ionic strength (strength from the baseline) of the fragment derived from the dichroic substance in the region of 98% of the total thickness excluding the portion of 1% of the total thickness from each surface is set in the thickness direction. The maximum intensity Imax in.
  • the above-mentioned method can be mentioned.
  • the dichroic substance When the polarizing element contains two or more kinds of dichroic substances, the dichroic substance has a maximum absorption wavelength in the wavelength range of 500 to 650 nm (hereinafter, also referred to as “dichroic substance to be measured”).
  • the secondary ion intensity of the fragment derived from is measured and two or more kinds of dichroic substances to be measured are contained, it is derived from the dichroic substance having the highest absorbance among the dichroic substances to be measured. Measure the secondary ion intensity of the fragment.
  • the thickness of the stator is not particularly limited, but is preferably 100 to 8000 nm, more preferably 300 to 5000 nm.
  • the thickness of the splitter is intended to be the average thickness of the splitter. The average thickness is obtained by measuring the thicknesses of any five or more points of the polarizing element and arithmetically averaging them.
  • optically anisotropic layer is formed by using a composition containing a second liquid crystal compound (hereinafter, also referred to as a composition for forming an optically anisotropic layer).
  • a composition for forming an optically anisotropic layer a composition containing a second liquid crystal compound
  • Examples of the second liquid crystal compound include known liquid crystal compounds. Generally, liquid crystal compounds can be classified into rod-shaped type and disk-shaped type according to their shape. Furthermore, there are small molecule and high molecular types, respectively. A polymer generally refers to a molecule having a degree of polymerization of 100 or more (Polymer Physics / Phase Transition Dynamics, Masao Doi, p. 2, Iwanami Shoten, 1992). As the second liquid crystal compound, a rod-shaped liquid crystal compound or a discotic liquid crystal compound is preferable, and a rod-shaped liquid crystal compound is more preferable.
  • rod-shaped liquid crystal compound for example, those described in claim 1 of JP-A No. 11-513019 or paragraphs [0026] to [0098] of JP-A-2005-289980 can be preferably used, and discotics can be used.
  • liquid crystal compound for example, those described in paragraphs [0020] to [0067] of JP-A-2007-108732 or paragraphs [0013] to [0108] of JP-A-2010-244038 can be preferably used. However, it is not limited to these.
  • the second liquid crystal compound preferably has a polymerizable group.
  • the type of the polymerizable group is not particularly limited, and a functional group capable of an addition polymerization reaction is preferable, and a polymerizable ethylenically unsaturated group or a ring-polymerizable group is preferable. More specifically, a (meth) acryloyl group, a vinyl group, a styryl group, or an allyl group is preferable, and a (meth) acryloyl group is more preferable.
  • the (meth) acryloyl group is a notation meaning a meta-acryloyl group or an acryloyl group.
  • a liquid crystal compound having a reverse wavelength dispersibility can be used as the second liquid crystal compound.
  • the liquid crystal compound having "reverse wavelength dispersibility" in the present specification the in-plane retardation (Re) value at a specific wavelength (visible light range) of a retardation film produced using this compound was measured. In this case, it means that the Re value becomes equal or higher as the measurement wavelength becomes larger.
  • the reverse wavelength dispersible liquid crystal compound is not particularly limited as long as it can form a reverse wavelength dispersible film as described above, and is, for example, the general formula (1) described in JP-A-2010-084032.
  • the absolute value of the difference between the logP of the second liquid crystal compound and the logP of the dichroic substance described above is not particularly limited, but 3.0 or more is preferable because the effect of the present invention is more excellent, 4.0 to 6 .0 is more preferred.
  • the absolute value of the above difference is 3.0 or more, it becomes difficult for the dichroic substance in the substituent to move to the optically anisotropic layer side.
  • the absolute value of the difference between the logP of the second liquid crystal compound and the logP of each dichroic substance is within the above range.
  • the absolute value of the difference between the logP of each second liquid crystal compound and the logP of the dichroic substance is within the above range. Further, when a plurality of the second liquid crystal compound and the dichroic substance are used respectively, the logP of the second liquid crystal compound and the logP of the above-mentioned dichroic substance in a plurality of combinations of the second liquid crystal compound and the dichroic substance are used.
  • the absolute value of the difference is preferably within the above range.
  • the logP value is an index expressing the hydrophilic and hydrophobic properties of the chemical structure, and is sometimes called a prohydrophobic parameter.
  • the logP value of each compound can be calculated using software such as ChemBioDraw Ultra or HSPiP (Ver. 4.1.07).
  • OECD Guidelines for the Testing of Chemicals, Sections 1, Test No. It can also be obtained experimentally by the method of 117 or the like.
  • a value calculated by inputting the structural formula of the compound into HSPiP (Ver. 4.1.07) is adopted as the logP value.
  • the content of the second liquid crystal compound is preferably 50% by mass or more, more preferably 70% by mass or more, based on the total solid content of the composition for forming an optically anisotropic layer.
  • the upper limit is not particularly limited, but it is often 95% by mass or less.
  • the "solid content of the composition for forming an optically anisotropic layer” refers to a component excluding the solvent in the composition for forming an optically anisotropic layer, and specific examples of the solid content include the above-mentioned second. Examples thereof include a liquid crystal compound, a polymerization initiator described later, and a surfactant.
  • the composition for forming an optically anisotropic layer may contain components other than the second liquid crystal compound.
  • examples of the composition for forming an optically anisotropic layer include a polymerization initiator, a surfactant, and a solvent, which may be contained in the composition for forming a substituent.
  • the content of the polymerization initiator in the composition for forming an optically anisotropic layer is preferably 0.01 to 20% by mass, preferably 0.3 to 20% by mass, based on the total solid content of the composition for forming an optically anisotropic layer. 10% by mass is more preferable.
  • the composition for forming an optically anisotropic layer may contain a polymerizable monomer.
  • the polymerizable monomer include radically polymerizable or cationically polymerizable compounds. Of these, a polyfunctional radically polymerizable monomer is preferable.
  • a monomer copolymerizable with the above-mentioned liquid crystal compound having a polymerizable group is preferable.
  • the polymerizable monomer described in paragraphs [0018] to [0020] in JP-A-2002-296423 can be mentioned.
  • the content of the polymerizable monomer in the composition for forming an optically anisotropic layer is preferably 1 to 50% by mass, more preferably 2 to 30% by mass, based on the total mass of the liquid crystal compound.
  • the composition for forming an optically anisotropic layer may contain various orientation control agents such as a vertical alignment agent and a horizontal alignment agent. These orientation control agents are compounds that can control the orientation of the liquid crystal compound horizontally or vertically on the interface side.
  • the method for producing the optically anisotropic layer is not particularly limited, but a composition for forming an optically anisotropic layer is applied onto a substituent to form a coating film, and the coating film is subjected to an orientation treatment to obtain a second liquid crystal compound.
  • a method of forming an optically anisotropic layer by aligning and subjecting the obtained coating film to a curing treatment (ultraviolet irradiation (light irradiation treatment) or heat treatment) is preferable.
  • a polarizing plate in which the polarizing element and the optically anisotropic layer are arranged adjacent to each other is manufactured.
  • the method for applying the composition for forming an optically anisotropic layer is not particularly limited, and examples thereof include the methods exemplified as the method for applying the composition for forming a polarizing element described above.
  • the treatment for orienting the second liquid crystal compound examples include a treatment for drying the coating film at room temperature and a treatment for heating the coating film.
  • the liquid crystal phase formed by the orientation treatment can generally be transferred by a change in temperature or pressure.
  • a lyotropic liquid crystal compound it can also be transferred by a composition ratio such as the amount of solvent.
  • the conditions for heating the coating film are not particularly limited, but the heating temperature is preferably 40 to 250 ° C, more preferably 50 to 150 ° C, and the heating time is preferably 10 seconds to 10 minutes. Further, after heating the coating film, the coating film may be cooled, if necessary, before the curing treatment (light irradiation treatment) described later.
  • the cooling temperature is preferably 20 to 200 ° C, more preferably 30 to 150 ° C.
  • the coating film on which the second liquid crystal compound is oriented is subjected to a curing treatment.
  • the method of curing treatment performed on the coating film to which the second liquid crystal compound is oriented is not particularly limited, and examples thereof include light irradiation treatment and heat treatment. Among them, the light irradiation treatment is preferable, and the ultraviolet irradiation treatment is more preferable from the viewpoint of manufacturing suitability.
  • the irradiation conditions of the light irradiation treatment are not particularly limited, but an irradiation amount of 50 to 1000 mJ / cm 2 is preferable.
  • the thickness of the optically anisotropic layer is not particularly limited, and is preferably 10 ⁇ m or less, more preferably 0.5 to 8.0 ⁇ m, still more preferably 0.5 to 6.0 ⁇ m from the viewpoint of thinning.
  • the thickness of the optically anisotropic layer is intended to be the average thickness of the optically anisotropic layer. The average thickness is obtained by measuring the thicknesses of any five or more points of the optically anisotropic layer and arithmetically averaging them.
  • the optically anisotropic layer can also be used as a so-called ⁇ / 4 plate or ⁇ / 2 plate by adjusting the in-plane retardation.
  • the ⁇ / 4 plate is a plate having a function of converting linear polarization of a specific wavelength into circular polarization (or circular polarization into linear polarization). More specifically, it is a plate in which the in-plane retardation Re at a predetermined wavelength ⁇ nm is ⁇ / 4 (or an odd multiple thereof).
  • the in-plane retardation (Re (550)) of the ⁇ / 4 plate at a wavelength of 550 nm may have an error of about 25 nm centered on the ideal value (137.5 nm), and may be, for example, 110 to 160 nm. It is preferably 120 to 150 nm, and more preferably 120 to 150 nm.
  • the ⁇ / 2 plate is an optically anisotropic film in which the in-plane retardation Re ( ⁇ ) at a specific wavelength ⁇ nm satisfies Re ( ⁇ ) ⁇ / 2. This equation may be achieved at any wavelength in the visible light region (eg, 550 nm). Above all, it is preferable that the in-plane retardation Re (550) at a wavelength of 550 nm satisfies the following relationship. 210nm ⁇ Re (550) ⁇ 300nm
  • the angle formed by the above-mentioned absorber absorption axis and the in-plane slow phase axis on the surface of the optically anisotropic layer on the polarizing element side is not particularly limited, but is preferably 1 ° or less, and more preferably 0.5 ° or less. ..
  • the lower limit is not particularly limited, but 0 ° can be mentioned.
  • the optically anisotropic layer includes the first optically anisotropic layer and the second optically anisotropic layer, the effect of the present invention is more excellent, that is, the absorption axis of the polarizing element and the second. 1.
  • the angle formed by the in-plane slow-phase axis on the surface of the optically anisotropic layer on the polarizing element side is preferably within the above range.
  • the direction of the absorber absorption axis and the direction of the in-plane slow phase axis of the optically anisotropic layer are measured using Axometrics' Axoscan (polarimeter) device and the company's analysis software.
  • the optically anisotropic layer may be a layer formed by fixing a second liquid crystal compound twist-oriented having a spiral axis in the thickness direction, or a layer formed by fixing a second liquid crystal compound horizontally oriented. May be good. Among them, in that the effect of the present invention is more excellent, it is preferable that the layer is formed by fixing the second liquid crystal compound twist-oriented with the spiral axis in the thickness direction.
  • the twist angle of the second liquid crystal compound is not particularly limited, but is preferably more than 0 ° and less than 360 degrees.
  • the "fixed" state is a state in which the orientation of the liquid crystal compound is maintained. Specifically, the layer has no fluidity in the temperature range of 0 to 50 ° C., usually -30 to 70 ° C. under more severe conditions, and the orientation morphology is changed by an external field or an external force. It is preferable that the state is such that the fixed orientation form can be kept stable.
  • the optically anisotropic layer may be composed of a single layer or may have a plurality of layers. That is, the optically anisotropic layer may have a plurality of layers in which a second liquid crystal compound twist-oriented having a spiral axis in the thickness direction is fixed.
  • the optically anisotropic layer is preferably composed of a plurality of layers having different twist angles of the second liquid crystal compound. It is preferable that the plurality of layers have different twist angles of the second liquid crystal compound. Further, it is preferable that the plurality of layers have different ratios of the twist angle of the second liquid crystal compound to the thickness of the layer (twist angle (°) of the second liquid crystal compound / thickness of the layer ( ⁇ m)).
  • the optically anisotropic layer has a first optically anisotropic layer and a second optically anisotropic layer, which will be described later, can be mentioned. More specifically, as shown in FIG. 3, the polarizing plate 10B has a polarizing element 12 and an optically anisotropic layer 140, and the optically anisotropic layer 140 includes the first optically anisotropic layer 16 and the optically anisotropic layer 140. It has a second optically anisotropic layer 18. In the optically anisotropic layer 140, the first optically anisotropic layer 16 is arranged closer to the polarizing element 12 than the second optically anisotropic layer 18.
  • the splitter 12 is the same as the splitter 12 shown in FIG. 1 described above, and the description thereof will be omitted. In the following, the first optically anisotropic layer 16 and the second optically anisotropic layer 18 will be mainly described in detail.
  • the first optically anisotropic layer is a layer formed by fixing a second liquid crystal compound twist-oriented having a spiral axis in the thickness direction (in the z-axis direction in FIG. 3).
  • the first optically anisotropic layer is preferably a layer in which a chiral nematic phase having a so-called spiral structure is fixed.
  • the meaning of the "fixed" state is as described above.
  • the twist angle of the second liquid crystal compound in the first optically anisotropic layer is 26.5 ⁇ 10.0 °, and 26.5 ⁇ 8.0 ° is more preferable in that the effect of the present invention is more excellent. 26.5 ⁇ 6.0 ° is even more preferable.
  • the twist angle is measured by using the Axoscan (polarimeter) device of Axometrics and the analysis software of Axometrics.
  • the torsional orientation of the second liquid crystal compound means that the second liquid crystal compound from one main surface to the other main surface of the first optically anisotropic layer is oriented with the thickness direction of the first optically anisotropic layer as the axis. Intended to twist.
  • the orientation direction (in-plane slow phase axial direction) of the second liquid crystal compound differs depending on the position in the thickness direction of the first optically anisotropic layer.
  • the right-handed twist is intended to be a right-handed twist (clockwise twist) when observed from the second optically anisotropic layer toward the first optically anisotropic layer.
  • Equation (1) 252 nm ⁇ ⁇ n1 ⁇ d1 ⁇ 312 nm
  • Equation (1A) 262 nm ⁇ ⁇ n1 ⁇ d1 ⁇ 302 nm Equation (1B) 272 nm ⁇ ⁇ n1 ⁇ d1 ⁇ 292 nm
  • the measurement method of ⁇ n1 ⁇ d1 is the same as the method of measuring the twist angle, and the measurement is performed using the Axoscan (polarimeter) device of Axometrics and the analysis software of Axometrics.
  • the second optically anisotropic layer is a layer formed by immobilizing a twist-oriented second rod-shaped liquid crystal compound having a spiral axis in the thickness direction (z-axis direction in FIG. 3). Is.
  • the twist angle of the second liquid crystal compound is 78.6 ⁇ 10.0 °, and 78.6 ⁇ 8.0 ° is more preferable, and 78.6 ⁇ 6.0 ° is more preferable in that the effect of the present invention is more excellent. More preferred.
  • the twisting direction of the second liquid crystal compound in the second optically anisotropic layer is the same as the twisting direction of the second liquid crystal compound in the first optically anisotropic layer described above. For example, if the second liquid crystal compound in the first optically anisotropic layer is twisted to the right, the twisting direction of the second liquid crystal compound in the second optically anisotropic layer is also twisted to the right.
  • Equation (2) 110 nm ⁇ ⁇ n2 ⁇ d2 ⁇ 170 nm
  • Equation (2) 110 nm ⁇ ⁇ n2 ⁇ d2 ⁇ 170 nm
  • the measurement method of ⁇ n2 ⁇ d2 is the same as the method of measuring the twist angle, and the measurement is performed using the Axoscan (polarimeter) device of Axometrics and the analysis software of Axometrics.
  • the definition of parallelism is as described above.
  • the absorption axis of the polarizing element is parallel to the in-plane slow phase axis on the surface of the first optically anisotropic layer on the polarizing film side.
  • the relationship between the absorption axis of the splitter, the in-plane slow phase axis of the first optically anisotropic layer, and the in-plane slow phase axis of the second optically anisotropic layer will be described in more detail with reference to FIG. ..
  • the arrows in the polarizing element 12 in FIG. 4 indicate the absorption axis
  • the arrows in the first optically anisotropic layer 16 and the second optically anisotropic layer 18 indicate the in-plane slow-phase axis in each layer. Further, in FIG.
  • the absorption axis of the polarizing element 12, the in-plane slow phase axis of the first optically anisotropic layer 16, and the second optically anisotropic layer when observed from the white arrow in FIG. 4 are shown.
  • the relationship of the angle of the layer 18 with the in-plane slow phase axis is shown.
  • the rotation angle of the in-plane slow phase axis is a positive value in the counterclockwise direction and a negative value in the clockwise direction with respect to the absorption axis of the polarizing element 12 when observed from the white arrow in FIG. Expressed as a value.
  • the absorption axis of the polarizing element 12 and the in-plane slow phase axis on the surface 16a of the first optically anisotropic layer 16 on the polarizing element 12 side are parallel to each other.
  • the definition of parallelism is as described above.
  • the first optically anisotropic layer 16 is a layer formed by fixing a second liquid crystal compound twist-oriented having a spiral axis in the thickness direction. Therefore, as shown in FIG.
  • the in-plane slow phase axis on the surface 16a of the first optically anisotropic layer 16 on the polarizing element 12 side and the second optically anisotropic layer of the first optically anisotropic layer 16 The in-plane slow phase axis on the surface 16b on the 18 side has the above-mentioned twist angle (26.5 ° in FIG. 4). That is, the in-plane slow phase axis of the first optically anisotropic layer 16 rotates by ⁇ 26.5 ° (clockwise 26.5 °). Therefore, the angle ⁇ 2 formed by the absorption axis of the polarizing element 12 and the in-plane slow phase axis on the surface 16b of the first optically anisotropic layer 16 is 26.5 °.
  • the in-plane slow phase axis on the surface 16b of the first optically anisotropic layer 16 is clockwise with respect to the in-plane slow phase axis on the surface 16a of the first optically anisotropic layer 16.
  • the mode of rotation by 26.5 ° is shown, but the mode is not limited to this mode, and the rotation angle may be clockwise in the range of 26.5 ⁇ 10 °.
  • the in-plane slow phase axis on the surface 16b of the first optically anisotropic layer 16 on the side of the second optically anisotropic layer 18 and the first optically anisotropic layer 18 of the second optically anisotropic layer 18 are shown. It is parallel to the in-plane slow phase axis on the surface 18a on the layer 16 side. That is, the angle ⁇ 3 formed by the absorption axis of the polarizing element 12 and the in-plane slow phase axis on the surface 18a on the surface 18a of the second optically anisotropic layer 18 on the first optically anisotropic layer 16 side is substantially the same as the above angle ⁇ 2b. Is.
  • the second optically anisotropic layer 18 is a layer formed by immobilizing a twist-oriented liquid crystal compound having a spiral axis in the thickness direction. Therefore, as shown in FIG. 4, the in-plane slow phase axis on the surface 18a of the second optically anisotropic layer 18 on the side of the first optically anisotropic layer 16 and the first of the second optically anisotropic layer 18 The in-plane slow phase axis on the surface 18b opposite to the optically anisotropic layer 16 side has the above-mentioned twist angle (78.6 ° in FIG. 4).
  • the in-plane slow phase axis of the second optically anisotropic layer 18 rotates by ⁇ 78.6 ° (clockwise 78.6 °). Therefore, the angle ⁇ 4 formed by the absorption axis of the polarizing element 12 and the in-plane slow phase axis on the surface 18b of the second optically anisotropic layer 18 is 105.1 °.
  • the in-plane slow phase axis on the surface 18b of the second optically anisotropic layer 18 is clockwise with respect to the in-plane slow phase axis on the surface 18a of the second optically anisotropic layer 18.
  • the mode of rotation by 78.6 ° is shown, but the mode is not limited to this mode, and the rotation angle may be in the range of ⁇ 78.6 ⁇ 10 ° in the clockwise direction.
  • the twisting directions of the second liquid crystal compound in the first optically anisotropic layer 16 and the second optically anisotropic layer 18 are both relative to the absorption axis of the polarizing element 12. Indicates clockwise (right twist). In FIG. 4, the mode in which the twisting direction is clockwise (clockwise twisting) has been described in detail, but the twisting direction of the second liquid crystal compound in the first optically anisotropic layer 16 and the second optically anisotropic layer 18 is Both may be in a counterclockwise manner.
  • the method for producing a preferred embodiment of the optically anisotropic layer including the first optically anisotropic layer and the second optically anisotropic layer is not particularly limited, but the following steps 1 to 5 may be carried out.
  • an optically anisotropic layer including a first optically anisotropic layer and a second optically anisotropic layer can be produced in one coating step.
  • Step 1 A chiral agent containing at least a photosensitive chiral agent whose spiral inducing force is changed by light irradiation, and a liquid crystal compound having a polymerizable group (hereinafter, also simply referred to as "liquid crystal compound" in the description of steps 1 to 5).
  • Step 2 The composition layer is heat-treated to change the liquid crystal compound in the composition layer in the thickness direction.
  • Step 3 After step 2, the composition layer is irradiated with light under the condition of an oxygen concentration of 1% by volume or more.
  • Step 4 After step 3.
  • Step 5 of heat-treating the composition layer After step 4, the composition layer is cured to fix the orientation of the liquid crystal compound, and the first optically anisotropic layer and the second optical are fixed.
  • Step 1 a chiral agent containing at least a photosensitive chiral agent whose spiral-inducing force is changed by light irradiation and a polymerizable liquid crystal composition containing a liquid crystal compound having a polymerizable group are applied onto a polarizing element to form a composition. This is the process of forming a layer. By carrying out this step, a composition layer to be subjected to a light irradiation treatment described later is formed. Examples of the various components contained in the polymerizable liquid crystal composition include components that can be contained in the above-mentioned composition for forming an optically anisotropic layer, and the photosensitive chiral agents not described above will be described in detail below. ..
  • the spiral-inducing force (HTP) of the chiral agent is a factor indicating the spiral orientation ability represented by the following formula (X).
  • Formula (X) HTP 1 / (length of spiral pitch (unit: ⁇ m) ⁇ concentration of chiral agent to liquid crystal compound (mass%)) [ ⁇ m -1 ]
  • the photosensitive chiral agent whose spiral-inducing force changes by light irradiation may be liquid crystal or non-liquid crystal.
  • the chiral agent A generally contains an asymmetric carbon atom in many cases.
  • the chiral agent A may be an axial asymmetric compound or a planar asymmetric compound that does not contain an asymmetric carbon atom.
  • the chiral agent A may have a polymerizable group.
  • the chiral agent A may be a chiral agent whose spiral-inducing force is increased by light irradiation, or may be a chiral agent whose spiral-inducing force is decreased. Of these, a chiral agent whose spiral-inducing force is reduced by light irradiation is preferable.
  • "increase and decrease of spiral-inducing force” means increase / decrease when the initial spiral direction (before light irradiation) of chiral agent A is "positive".
  • Examples of the chiral agent A include so-called photoreactive chiral agents.
  • the photoreactive chiral agent is a compound having a chiral portion and a photoreactive portion whose structure is changed by light irradiation, and for example, a compound that greatly changes the torsional force of the liquid crystal compound according to the irradiation amount.
  • the chiral agent A is preferably a compound having at least a photoisomerization site, and more preferably the photoisomerization site has a photoisomerizable double bond.
  • the photoisomerization site having a photoisomerizable double bond is a stilbene site, a chalcone site, an azobenzene site or a stilbene site in that photoisomerization is likely to occur and the difference in spiral induced force before and after light irradiation is large.
  • a stilbene moiety is preferred, and a cinnamoyle moiety, a chalcone moiety or a stilbene moiety is more preferred in that the absorption of visible light is small.
  • the photoisomerization site corresponds to the photoreaction site whose structure is changed by the above-mentioned light irradiation.
  • Equation (C) R-L-R R independently represents a group having at least one site selected from the group consisting of a cinnamoyl site, a chalcone site, an azobenzene site, and a stilbene site.
  • L is a divalent linking group formed by removing two hydrogen atoms from the structure represented by the formula (D) (a divalent link formed by removing two hydrogen atoms from the above binaphthyl partial structure).
  • Group a divalent linking group represented by the formula (E) (a divalent linking group composed of the isosorbide partial structure), or a divalent linking group represented by the formula (F) (the isomannide partial structure).
  • * represents the bonding position.
  • step 1 at least the above-mentioned chiral agent A is used.
  • the step 1 may be an embodiment in which two or more kinds of chiral agents A are used, or a chiral agent whose spiral inducing force does not change by irradiation with at least one kind of chiral agent A and at least one kind of light (hereinafter, simply "chiral agent”). B ”) may be used.
  • the chiral agent B may be liquid crystal or non-liquid crystal.
  • the chiral agent B generally contains an asymmetric carbon atom in many cases.
  • the chiral agent B may be an axial asymmetric compound or a planar asymmetric compound that does not contain an asymmetric carbon atom.
  • the chiral agent B may have a polymerizable group.
  • the chiral agent B a known chiral agent can be used.
  • the chiral agent B is preferably a chiral agent that induces a spiral in the opposite direction to the above-mentioned chiral agent A. That is, for example, when the spiral induced by the chiral agent A is in the right direction, the helix induced by the chiral agent B is in the left direction.
  • the content of the chiral agent A in the composition layer is not particularly limited, but is preferably 5.0% by mass or less, preferably 3.0% by mass or less, based on the total mass of the liquid crystal compound in that the liquid crystal compound is easily oriented uniformly. It is more preferably 0% by mass or less, further preferably 2.0% by mass or less, particularly preferably less than 1.0% by mass, particularly preferably 0.8% by mass or less, and most preferably 0.5% by mass or less.
  • the lower limit is not particularly limited, but is preferably 0.01% by mass or more, more preferably 0.02% by mass or more, still more preferably 0.05% by mass or more.
  • the chiral auxiliary A may be used alone or in combination of two or more. When two or more of the above chiral agents A are used in combination, the total content is preferably within the above range.
  • the content of the chiral agent B in the composition layer is not particularly limited, but is preferably 5.0% by mass or less, preferably 3.0% by mass or less, based on the total mass of the liquid crystal compound in that the liquid crystal compound is easily oriented uniformly. It is more preferably 0% by mass or less, further preferably 2.0% by mass or less, particularly preferably less than 1.0% by mass, particularly preferably 0.8% by mass or less, and most preferably 0.5% by mass or less.
  • the lower limit is not particularly limited, but is preferably 0.01% by mass or more, more preferably 0.02% by mass or more, still more preferably 0.05% by mass or more.
  • the chiral auxiliary B may be used alone or in combination of two or more. When two or more kinds of the chiral auxiliary B are used in combination, the total content is preferably within the above range.
  • the total content of the chiral auxiliary (total content of all chiral agents) in the composition layer is preferably 5.0% by mass or less, more preferably 4.0% by mass or less, based on the total mass of the liquid crystal compound. , 2.0% by mass or less is more preferable, and 1.0% by mass or less is particularly preferable.
  • the lower limit is not particularly limited, but is preferably 0.01% by mass or more, more preferably 0.02% by mass or more, still more preferably 0.05% by mass or more.
  • the method of applying the polymerizable liquid crystal composition to form the composition layer is not particularly limited, and examples thereof include the method of applying the above-mentioned polarizing element forming composition.
  • the film thickness of the composition layer is not particularly limited, but is preferably 0.1 to 20 ⁇ m, more preferably 0.2 to 15 ⁇ m, and even more preferably 0.5 to 10 ⁇ m.
  • Step 2 is a step of heat-treating the composition layer and heat-treating the composition layer to twist-orient the polymerizable liquid crystal compound in the composition layer along a spiral axis extending along the thickness direction.
  • the optimum conditions are selected according to the liquid crystal compound used. Among them, the heating temperature is often 10 to 250 ° C, more often 40 to 150 ° C, and even more often 50 to 130 ° C.
  • the heating time is often 0.1 to 60 minutes, and more often 0.2 to 5 minutes.
  • the absolute value of the weighted average spiral inducing force of the chiral agent in the composition layer formed in step 1 is preferably more than 0 ⁇ m -1 and more preferably more than 0 ⁇ m -1 and 1.9 ⁇ m -1 or less. , 0 ⁇ m -1 more than 1.5 ⁇ m -1 or less, and 0.00 ⁇ m -1 more than 1.0 ⁇ m -1 or less is particularly preferable.
  • the weighted average spiral-inducing force of the chiral agent is the spiral-inducing force of each chiral agent and the composition of each chiral agent when two or more kinds of chiral agents are contained in the composition layer. It represents the total value of the product of the concentration (% by mass) in the material layer divided by the total concentration (% by mass) of the chiral auxiliary in the composition layer. For example, when two kinds of chiral agents (chiral agent X and chiral agent Y) are used in combination, it is represented by the following formula (Y).
  • the spiral-inducing force is a positive value.
  • the spiral-inducing force is a negative value. That is, for example, in the case of a chiral agent having a spiral induced force of 10 ⁇ m -1 , when the spiral direction of the spiral induced by the chiral agent is right-handed, the spiral induced force is expressed as 10 ⁇ m -1 . On the other hand, when the spiral direction of the spiral induced by the chiral agent is left-handed, the spiral-induced force is expressed as -10 ⁇ m -1 .
  • FIG. 6 is a schematic cross-sectional view of the polarizing element 12 and the composition layer 20.
  • the composition layer 20 shown in FIG. 6 contains a chiral agent A and a chiral agent B, the concentration of the chiral agent B is higher than that of the chiral agent A, and the spiral direction induced by the chiral agent A is left-handed.
  • Step 3 is a step of irradiating the composition layer with light in the presence of oxygen after the step 2.
  • the mechanism of this process will be described with reference to the drawings.
  • FIG. 7 in the above-mentioned step 2, under the condition that the oxygen concentration is 1% by volume or more, from the direction opposite to the composition layer 20 side of the polarizing element 12 (the direction of the white arrow in FIG. 7). Irradiate with light.
  • the light irradiation is carried out from the polarizing element 12 side in FIG. 7, it may be carried out from the composition layer 20 side.
  • the surface of the second region 20B is on the air side.
  • the oxygen concentration in the second region 20B is high, and the oxygen concentration in the first region 20A is low. Therefore, when the composition layer 20 is irradiated with light, the polymerization of the liquid crystal compound easily proceeds in the first region 20A, and the orientation state of the liquid crystal compound is fixed.
  • the chiral agent A is also present in the first region 20A, and the chiral agent A is also exposed to light, and the spiral inducing force changes.
  • the orientation state of the liquid crystal compound remains. No change occurs.
  • the oxygen concentration is high in the second region 20B, even if light irradiation is performed, the polymerization of the liquid crystal compound is inhibited by the oxygen, and the polymerization is difficult to proceed.
  • the chiral agent A is also present in the second region 20B, the chiral agent A is exposed to light and the spiral inducing force changes. Therefore, when step 4 (heat treatment) described later is carried out, the orientation state of the liquid crystal compound changes along the changed spiral-inducing force.
  • step 3 the fixation of the orientation state of the liquid crystal compound is likely to proceed in the region on the ligand side of the composition layer. Further, in the region on the side opposite to the polarizing element side of the composition layer, the solidification of the oriented state of the liquid crystal compound is difficult to proceed, and the spiral-inducing force changes depending on the exposed chiral agent A.
  • Step 3 is carried out under the condition that the oxygen concentration is 1% by volume or more.
  • the oxygen concentration is preferably 2% by volume or more, more preferably 5% by volume or more, in that regions having different orientation states of the liquid crystal compounds are likely to be formed in the optically anisotropic layer.
  • the upper limit is not particularly limited, but 100% by volume can be mentioned.
  • the irradiation intensity of the light irradiation in the step 3 is not particularly limited and can be appropriately determined based on the spiral-inducing force of the chiral agent A.
  • the irradiation amount of the light irradiation in the step 3 is not particularly limited, but is preferably 300 mJ / cm 2 or less, and more preferably 200 mJ / cm 2 or less in that a predetermined optically anisotropic layer is easily formed. As the lower limit, 5 mJ / cm 2 or more is preferable, and 10 mJ / cm 2 or more is more preferable, because a predetermined optically anisotropic layer is easily formed.
  • the light irradiation in step 3 is preferably carried out at 15 to 70 ° C. (preferably 15 to 50 ° C.).
  • the light used for light irradiation may be any light that is exposed to the chiral agent A. That is, the light used for light irradiation is not particularly limited as long as it is an active ray or radiation that changes the spiral-inducing force of the chiral agent A. Examples include ultraviolet rays, X-rays, ultraviolet rays, and electron beams. Of these, ultraviolet rays are preferable.
  • Step 4 is a step of heat-treating the composition layer after the step 3.
  • the orientation state of the liquid crystal compound changes in the region where the spiral-inducing force of the chiral agent A in the composition layer irradiated with light changes.
  • the orientation state of the liquid crystal compound is fixed in the first region 20A, whereas the liquid crystal compound is fixed in the second region 20B.
  • the polymerization of the liquid crystal compound is difficult to proceed, and the orientation state of the liquid crystal compound is not fixed.
  • the spiral-inducing force of the chiral agent A changes.
  • the force for twisting the liquid crystal compound changes in the second region 20B as compared with the state before light irradiation. This point will be described in more detail.
  • the chiral agent A and the chiral agent B are present in the composition layer 20 shown in FIG. 6, the concentration of the chiral agent B is higher than that of the chiral agent A, and the spiral induced by the chiral agent A.
  • the direction is left-handed and the spiral direction induced by the chiral agent B is right-handed.
  • the absolute value of the spiral-inducing force of the chiral agent A and the absolute value of the spiral-inducing force of the chiral agent B are the same. Therefore, the weighted average spiral inducing force of the chiral agent in the composition layer before light irradiation shows a positive value.
  • the vertical axis represents “the spiral-inducing force of the chiral agent ( ⁇ m -1 ) ⁇ the concentration of the chiral agent (mass%)”, and the farther the value is from zero, the larger the spiral-inducing force.
  • the horizontal axis represents "light irradiation amount (mJ / cm 2 )”.
  • the relationship between the chiral agent A and the chiral agent B in the composition layer before light irradiation corresponds to the time when the light irradiation amount is 0, and "the spiral inducing force of the chiral agent A ( ⁇ m -1 ) ⁇ " Comparing the absolute value of "concentration of chiral agent A (mass%)" with the absolute value of "spiral-inducing force of chiral agent B ( ⁇ m -1 ) x concentration of chiral agent B (mass%)", "chiral agent”
  • the spiral-inducing force of B ( ⁇ m -1 ) ⁇ the concentration of chiral agent B (% by mass) ” is larger.
  • the spiral-inducing force that induces the spiral of the liquid crystal compound the larger the irradiation dose, the larger the spiral-inducing force in the direction (+) of the spiral induced by the chiral agent B. Therefore, when the composition layer 20 after the step 3 in which such a change in the weighted average spiral inducing force is generated is heat-treated to promote the reorientation of the liquid crystal compound, as shown in FIG. In the two regions 20B, the twist angle of the liquid crystal compound LC increases along the spiral axis extending along the thickness direction of the composition layer 20.
  • the polymerization of the liquid crystal compound proceeds during step 3 and the orientation state of the liquid crystal compound is fixed, so that the reorientation of the liquid crystal compound is not possible. Does not progress.
  • a plurality of regions having different orientation states of the liquid crystal compounds are formed along the thickness direction of the composition layer.
  • the degree of twist of the liquid crystal compound LC can be appropriately adjusted depending on the type of chiral agent A used, the exposure amount in step 3, and the like, and a predetermined twist angle can be realized.
  • a chiral agent whose spiral-inducing force is reduced by light irradiation is used as the chiral agent A
  • the present invention is not limited to this embodiment.
  • a chiral agent whose spiral-inducing force is increased by light irradiation may be used as the chiral agent A.
  • the spiral-inducing force induced by the chiral agent A increases due to light irradiation, and the liquid crystal compound is twisted or oriented in the swirling direction induced by the chiral agent A.
  • the mode in which the chiral agent A and the chiral agent B are used in combination has been described, but the mode is not limited to this mode.
  • the chiral agent A1 that induces left-handed winding and the chiral agent A2 that induces right-handed winding may be used in combination.
  • the chiral agents A1 and A2 may be chiral agents whose spiral-inducing force increases or may be chiral agents whose spiral-inducing force decreases, respectively.
  • a chiral agent that induces left-handed winding and whose spiral-inducing force increases by light irradiation and a chiral agent that induces right-handed winding and whose spiral-inducing force decreases by light irradiation are used in combination. You may.
  • the optimum conditions are selected according to the liquid crystal compound used.
  • the heating temperature is preferably a temperature for heating from the state of step 3, in many cases of 35 to 250 ° C, more often in the case of 50 to 150 ° C, and in the case of more than 50 ° C and 150 ° C or less. Even more, especially at 60-130 ° C.
  • the heating time is often 0.01 to 60 minutes, and more often 0.03 to 5 minutes.
  • the absolute value of the weighted average spiral-inducing force of the chiral agent in the composition layer after light irradiation is not particularly limited, but the weighted average spiral-inducing force of the chiral agent in the composition layer after light irradiation and before light irradiation.
  • the absolute value of the difference from the weighted average spiral inducing force is preferably 0.05 ⁇ m -1 or more, more preferably 0.05 to 10.0 ⁇ m -1 , and even more preferably 0.1 to 10.0 ⁇ m -1 .
  • Step 5 is a step of performing a curing treatment on the composition layer after the step 4 to fix the orientation state of the liquid crystal compound and to form the first optically anisotropic layer and the second optically anisotropic layer. be.
  • the orientation state of the liquid crystal compound in the composition layer is fixed, and as a result, a predetermined optically anisotropic layer is formed.
  • the method of the curing treatment is not particularly limited, and examples thereof include a photo-curing treatment and a thermosetting treatment. Among them, the light irradiation treatment is preferable, and the ultraviolet irradiation treatment is more preferable.
  • a light source such as an ultraviolet lamp is used for ultraviolet irradiation.
  • the irradiation amount of light (for example, ultraviolet rays) is not particularly limited, but is generally preferably about 100 to 800 mJ / cm 2 .
  • the polarizing plate of the present invention may have members other than the above-mentioned polarizing element and the optically anisotropic layer.
  • the polarizing plate may have a support.
  • the support is included as an object to be coated to which the composition for forming a polarizing element is applied, and may be included in the polarizing plate as it is.
  • the transparent support is intended to be a support having a visible light transmittance of 60% or more, and the transmittance is preferably 80% or more, more preferably 90% or more.
  • the support may be a long support (long support).
  • the length of the long support in the longitudinal direction is not particularly limited, but a support of 10 m or more is preferable, and 100 m or more is preferable from the viewpoint of productivity.
  • the length in the longitudinal direction is not particularly limited, and is often 10,000 m or less.
  • the width of the long support is not particularly limited, but is often 150 to 3000 mm, preferably 300 to 2000 mm.
  • the support may contain various additives (eg, optical anisotropy adjuster, wavelength dispersion adjuster, fine particles, plasticizer, UV inhibitor, deterioration inhibitor, and release agent). ..
  • the support is subjected to surface treatment (eg, glow discharge treatment, corona discharge treatment, ultraviolet (UV) treatment, and flame treatment) on the surface of the support in order to improve the adhesion to the layer provided on the support. May be good. Further, an adhesive layer (undercoat layer) may be provided on the support.
  • the support may be a so-called temporary support.
  • the surface of the support may be directly subjected to the rubbing treatment. That is, a support that has been subjected to a rubbing treatment may be used.
  • the direction of the rubbing treatment is not particularly limited, and the optimum direction is appropriately selected according to the direction in which the liquid crystal compound is desired to be oriented.
  • a processing method widely adopted as a liquid crystal alignment processing step of an LCD (liquid crystal display) can be applied. That is, a method of obtaining orientation by rubbing the surface of the support with paper, gauze, felt, rubber, nylon fiber, polyester fiber, or the like in a certain direction can be used.
  • the support may have an orientation layer on its surface.
  • the polarizing plate may have a surface protective layer.
  • the surface protective layer is preferably arranged on the most visible side.
  • the material constituting the surface protective layer is not particularly limited, and may be an inorganic substance or an organic substance.
  • the surface protective layer include a glass substrate and a polymer film such as polyimide and cellulose acylate.
  • the surface layer of the surface protective layer may include one layer or a plurality of layers selected from a surface hardened layer (hard coat layer), a low reflection layer that suppresses surface reflection generated at the air interface, and the like.
  • the composition for forming a polarizing element may be directly applied to the surface of the surface protective layer opposite to the visible side to form a polarizing element.
  • the thickness of the surface protective layer is not particularly limited, but is preferably 800 ⁇ m or less, more preferably 100 ⁇ m or less, from the viewpoint of thinning.
  • the lower limit is not particularly limited, but is preferably 0.1 ⁇ m or more.
  • a glass substrate having a thickness of 100 ⁇ m or less that can be bent is preferable because it makes it possible to take advantage of the flexible characteristics of the organic EL display device.
  • a (meth) acrylic resin, a polyester resin such as polyethylene terephthalate (PET), and a cellulose such as triacetyl cellulose (TAC) are used as a protective film from the viewpoint of impact resistance.
  • PET polyethylene terephthalate
  • PET polyethylene terephthalate
  • the organic EL display device of the present invention has the above-mentioned polarizing plate.
  • the polarizing plate of the present invention can be suitably applied as a circular polarizing plate.
  • the polarizing plate is provided on the organic EL display panel (organic EL display element) of the organic EL display device.
  • the polarizing element is arranged on the visual recognition side.
  • the organic EL display panel is a member in which a plurality of organic compound thin films including a light emitting layer or a light emitting layer are formed between a pair of electrodes of an anode and a cathode, and is a hole injection layer, a hole transport layer, and an electron injection in addition to the light emitting layer. It may have a layer, an electron transport layer, a protective layer, and the like, and each of these layers may have other functions. Various materials can be used to form each layer.
  • Example 1 (Making a transparent support) The following composition was put into a mixing tank and stirred to prepare a cellulose acetate solution to be used as a core layer cellulose acylate dope.
  • Core layer Cellulose acylate dope ⁇ 100 parts by mass of cellulose acetate having an acetyl substitution degree of 2.88 ⁇ 12 parts by mass of the polyester compound B described in Examples of JP-A-2015-227955 ⁇ 2 parts by mass of the following compound F ⁇ Methylene chloride (first solvent) 430 Parts by mass / methanol (second solvent) 64 parts by mass ⁇
  • the core layer cellulose acylate dope and the outer layer cellulose acylate dope After filtering the core layer cellulose acylate dope and the outer layer cellulose acylate dope with a filter paper having an average pore diameter of 34 ⁇ m and a sintered metal filter having an average pore diameter of 10 ⁇ m, the core layer cellulose acylate dope and the outer layer cellulose acylate dope on both sides thereof. And three layers were simultaneously cast on a drum at 20 ° C. from the casting port (band spreading machine). Next, the film on the drum was peeled off with the solvent content in the film being approximately 20% by mass, both ends in the width direction of the film were fixed with tenter clips, and the film was stretched laterally at a stretching ratio of 1.1 times. It was dry while doing. Then, the obtained film was further dried by transporting it between the rolls of the heat treatment apparatus to prepare a transparent support having a thickness of 40 ⁇ m, which was used as a cellulose acylate film A1.
  • Formation of photoalignment film B1 The composition for forming a photoalignment film, which will be described later, was continuously applied onto the cellulose acylate film A1 with a wire bar.
  • the support on which the coating film was formed was dried with warm air at 140 ° C. for 120 seconds, and then the coating film was irradiated with polarized ultraviolet rays (10 mJ / cm 2 , using an ultrahigh pressure mercury lamp) to obtain a photoalignment film.
  • a TAC (triacetyl cellulose) film with a photoalignment film was obtained.
  • the film thickness of the photoalignment film was 0.25 ⁇ m.
  • Polymer PA-1 (In the formula, the numerical value described in each repeating unit represents the content (mass%) of each repeating unit with respect to all repeating units.)
  • the composition for forming a polarizing element having the following composition was continuously applied on the obtained photoalignment film with a wire bar to form a coating film.
  • the coating was then heated at 140 ° C. for 15 seconds and cooled to room temperature (23 ° C.).
  • the coating was then heated at 75 ° C. for 60 seconds and cooled again to room temperature.
  • a splitter was produced on the photoalignment film. ..
  • the transmittance of the polarizing element in the wavelength range of 280 to 780 nm was measured with a spectrophotometer, the average visible light transmittance was 42%.
  • the absorption axis of the splitter was orthogonal to the width direction of the cellulose acylate film A1.
  • Liquid crystal compound (L-1) (in the formula, the numerical values ("59", “15”, “26") described in each repeating unit represent the content (mass%) of each repeating unit with respect to all repeating units).
  • Surfactant (F-1) (In the formula, the numerical value described in each repeating unit represents the content (mass%) of each repeating unit with respect to all repeating units).
  • composition for forming an optically anisotropic layer containing a rod-shaped liquid crystal compound having the following composition was applied onto the prepared polarizing element, and the obtained composition layer was heated at 60 ° C. for 100 seconds.
  • the absolute value of the weighted average spiral inducing force of the chiral agent in the composition layer was 0.03 ⁇ m -1 .
  • the composition layer was irradiated with the light of a 365 nm LED lamp (manufactured by Acroedge Co., Ltd.) having an irradiation amount of 52 mJ / cm 2 at 40 ° C. under air (oxygen concentration: about 20% by volume).
  • the orientation of the liquid crystal compound was fixed in about half of the region on the polarizing element side. Further, the obtained composition layer was heated at 60 ° C. for 30 seconds. Then, by irradiating the composition layer with light (irradiation amount 500 mJ / cm 2 ) of a metal halide lamp (manufactured by Eye Graphics Co., Ltd.) at 55 ° C. under a nitrogen atmosphere, the composition layer is halved on the air side in the coating film. The liquid crystal compound in the region of No. 1 was immobilized to form an optically anisotropic layer (thickness: 3.0 ⁇ m), and a circular polarizing plate 1 was produced.
  • a metal halide lamp manufactured by Eye Graphics Co., Ltd.
  • the optically anisotropic layer is composed of two layers exhibiting different optical anisotropies, and the layer on the substituent side (first optically anisotropic layer) in the optically anisotropic layer has a spiral axis in the thickness direction. It is a layer formed by immobilizing a rod-shaped liquid crystal compound twist-oriented, and the molecular axis of the liquid crystal compound in the layer is horizontal with respect to the surface of the optically anisotropic layer, and the ⁇ nd of this layer is 282 nm, which is in-plane.
  • the air-side layer (second optically anisotropic layer) in the optically anisotropic layer is a layer formed by fixing a rod-shaped liquid crystal compound twisted and oriented with the thickness direction as a spiral axis, and is a layer of the liquid crystal compound in the layer.
  • the above angle represents the counterclockwise direction as a positive value with respect to the absorption axis of the substituent (0 °) when the optically anisotropic layer is observed from the substituent side.
  • Polymer (A) (In the formula, the numerical value described in each repeating unit represents the content (mass%) of each repeating unit with respect to all repeating units).
  • Polymer (B) (In the formula, the numerical value described in each repeating unit represents the content (mass%) of each repeating unit with respect to all repeating units).
  • an acrylate-based polymer was prepared according to the following procedure. Butyl acrylate (95 parts by mass) and acrylic acid (5 parts by mass) are polymerized by a solution polymerization method in a reaction vessel equipped with a cooling tube, a nitrogen introduction tube, a thermometer and a stirrer, and the average molecular weight is 2 million. , An acrylate-based polymer (S1) having a molecular weight distribution (Mw / Mn) of 3.0 was obtained.
  • Adhesive layer forming composition ⁇ 100 parts by mass of the acrylate-based polymer (S1) ⁇ 11.1 parts by mass of the following (A) polyfunctional acrylate-based monomer ⁇ 1.1 parts by mass of the following (B) photopolymerization initiator ⁇
  • B Photopolymerization Initiator: A mixture of benzophenone and 1-hydroxycyclohexylphenylketone in a mass ratio of 1: 1, "Irgacure 500" manufactured by Ciba Specialty Chemicals.
  • (C) Isocyanate-based cross-linking agent Trimethylolpropane-modified tolylene diisocyanate (“Coronate L” manufactured by Nippon Polyurethane Industry Co., Ltd.)
  • This pressure-sensitive adhesive layer forming composition was applied to a separate film surface-treated with a silicone-based release agent using a die coater, and the obtained coating film was dried in an environment of 90 ° C. for 1 minute. Next, the obtained coating film was irradiated with ultraviolet rays (UV) under the following conditions to obtain a pressure-sensitive adhesive layer.
  • the thickness of the pressure-sensitive adhesive layer was 15 ⁇ m.
  • -UV irradiation conditions- ⁇ Fusion electrodeless lamp H bulb ⁇ Illuminance 600mW / cm 2 , light intensity 150mJ / cm 2 -UV illuminance and light intensity were measured using "UVPF-36" manufactured by Eye Graphics.
  • the cellulose acylate film A1 of the circular polarizing plate 1 is peeled off, and the support side of the low-reflection surface film CV-LC5 (manufactured by FUJIFILM Corporation) is attached to the peeled surface using the adhesive layer prepared above. Then, an organic EL display device was manufactured.
  • Table 1 shows the amounts of the dichroic substances Dye-Y1, Dye-M1, Dye-C1, the liquid crystal compound (L-1), and the rod-shaped liquid crystal compound (L-2) used in the composition for forming a polarizing element.
  • Circularly polarizing plates 2 to 4 and circularly polarizing plates C4 were produced in the same manner as in Example 1 except that the amount was changed to the mass part of the addition amount, and an organic EL display device was further produced.
  • Examples 5 to 6 As shown in Table 1, the rod-shaped liquid crystal compound (L-2) was changed to a rod-shaped liquid crystal compound (L-3) or a rod-shaped liquid crystal compound (L-4), except that the circular polarizing plate was changed in the same manner as in Example 2. 5 to 6 were produced, and an organic EL display device was further produced.
  • the rod-shaped liquid crystal compound (L-3) shown in Table 1 described later has the following structure.
  • rod-shaped liquid crystal compound (L-4) shown in Table 1 described later has the following structure.
  • a circular polarizing plate 7 was produced in the same manner as in Example 1 except that the support to which the composition for forming a polarizing element was applied was changed to the low-reflection surface film CV-LC5 (manufactured by Fujifilm Corporation). Further, the support to which the composition for forming a polarizing element is applied uses an adhesive layer prepared by using an AR film (Dexerials, AR100; 91 ⁇ m) and a 50 ⁇ m thick glass substrate (SHOTT, D263) as described above.
  • a circularly polarizing plate 8 was produced by the same method as in Example 1 except that the glass with an AR film (AR glass 1) was bonded.
  • Examples 9 to 11> Except for changing the support to which the composition for forming a polarizing element is applied to a commercially available Cosmoshine SRF (thickness 80 ⁇ m), a commercially available cycloolefin film, or Zeonoa ZB12 (thickness 50 ⁇ m) (manufactured by Zeon Corporation). , Circular polarizing plates 9 to 11 were produced in the same manner as in Example 1.
  • the support side of the low-reflection surface film CV-LC5 (manufactured by FUJIFILM Corporation) or the glass side of AR glass 1 is bonded.
  • An organic EL display device was manufactured.
  • ⁇ Comparative Example 1> (Preparation of Cellulose Achillate Film A2) The following components to be cellulose acylate doping were put into a mixing tank, stirred, and the obtained composition was heated at 90 ° C. for 10 minutes. Then, the obtained composition was filtered through a filter paper having an average pore diameter of 34 ⁇ m and a sintered metal filter having an average pore diameter of 10 ⁇ m to prepare a dope.
  • the solid content concentration of the dope is 23.5% by mass
  • the amount of the plasticizer added is the ratio to the cellulose acylate
  • Cellulose acylate dope ⁇ Cellulose acylate (acetyl substitution degree 2.86, viscosity average polymerization degree 310) 100 parts by mass sugar ester compound 1 (represented by chemical formula (S4)) 6.0 parts by mass sugar ester compound 2 (represented by chemical formula (S5)) 2.0 parts by mass silica particle dispersion (AEROSIL R972, Nippon Aerosil Co., Ltd.) Made) 0.1 part by mass solvent (methylene chloride / methanol / butanol) ⁇
  • the dope prepared above was cast using a drum film forming machine.
  • the dope was cast from the die so that it was in contact with the metal support cooled to 0 ° C., and then the resulting web (film) was stripped.
  • the drum was made of SUS.
  • the web (film) obtained by casting from the drum After peeling the web (film) obtained by casting from the drum, it is dried in the tenter device for 20 minutes using a tenter device that clips and conveys both ends of the web at 30 to 40 ° C. during film transfer. did. Subsequently, the obtained web was rolled and then dried by zone heating. The resulting web was knurled and then rolled up.
  • the film thickness of the obtained cellulose acylate film was 40 ⁇ m
  • the in-plane retardation Re (550) at a wavelength of 550 nm was 1 nm
  • the thickness direction retardation Rth (550) was 26 nm.
  • the cellulose acylate film A2 produced above was continuously subjected to a rubbing treatment. At this time, the longitudinal direction of the long film and the conveying direction are parallel, and the angle formed by the film longitudinal direction (conveying direction) and the rotation axis of the rubbing roller is 90 °.
  • the cellulose acylate film A2 was coated by the same method as in Example 1 except that the composition for forming the above-mentioned optically anisotropic layer was applied using the above-mentioned rubbing-treated cellulose acylate film A2 as a substrate using a Gieser coating machine. An optically anisotropic layer was formed on the top to prepare an optically anisotropic film.
  • the cellulose acylate film A2 side of the optically anisotropic film was bonded to the polarizing element prepared in Example 1 to prepare a circular polarizing plate C1.
  • the polarizing element and the optically anisotropic layer were bonded to each other via the pressure-sensitive adhesive layer.
  • the cellulose acylate film A1 of the circular polarizing plate C1 is peeled off, and the support side of the low-reflection surface film CV-LC5 (manufactured by FUJIFILM Corporation) is attached to the peeled surface using the adhesive layer prepared above. Then, an organic EL display device was manufactured.
  • UV adhesive S1 was prepared.
  • ⁇ UV adhesive S1 ⁇ ⁇ CEL2021P manufactured by Daicel 70 parts by mass ⁇ 1,4-butanediol diglycidyl ether 20 parts by mass ⁇ 2-ethylhexyl glycidyl ether 10 parts by mass ⁇ CPI-100P 2.25 parts by mass ⁇ ⁇
  • the cellulose acylate film A2 side of the optically anisotropic film produced in Comparative Example 1 was bonded to the polarizing element produced in Example 1, and the obtained laminate was used. It was exposed to an illuminance of 1000 mJ and cured to prepare a circular polarizing plate C2.
  • the polarizing element and the optically anisotropic layer were bonded to each other via a UV adhesive.
  • an organic EL display device was produced according to the same procedure as in Comparative Example 1 except that the circular polarizing plate C2 was used instead of the circular polarizing plate C1.
  • the alignment film coating liquid having the following composition was continuously applied with a wire bar onto the polarizing element prepared in Example 1. Then, the obtained coating film was dried with warm air at 80 ° C. for 5 minutes to obtain a laminate having an alignment film made of polyvinyl alcohol (PVA) having a thickness of 0.5 ⁇ m.
  • the obtained laminate has an alignment film composed of a cellulose acylate film A1 (transparent support), a photoalignment film, a polarizing element, and a PVA adjacent to each other in this order.
  • the surface of the prepared laminate on the alignment film side was continuously subjected to a rubbing treatment.
  • the composition for forming an optically anisotropic layer described above was applied to the laminate using a Gieser coating machine, except that the composition for forming an optically anisotropic layer was applied onto the laminate by the same method as in Example 1.
  • a layer was formed to prepare a circular polarizing plate C3.
  • an organic EL display device was produced according to the same procedure as in Comparative Example 1 except that the circular polarizing plate C3 was used instead of the circular polarizing plate C1.
  • a circular polarizing plate C5 composed of a cellulose acylate film, an alignment film, an optically anisotropic layer, and a polarizing element layer was produced by the method described in Example 17 described in Japanese Patent No. 5753922.
  • ⁇ Durability evaluation> The produced organic EL display device was allowed to elapse for 1000 hours in an environment of 95 ° C. and a relative humidity of less than 10%. After that, the display screen of the obtained organic EL display device was turned black, and the reflected light when the fluorescent lamp was projected from the front was observed. The display performance was evaluated based on the following criteria. The evaluation results are shown in Table 1 below.
  • the column “Concentration of dichroic substance” represents the content (mass%) of the dichroic substance with respect to the total mass of the substituent.
  • the bonding method column in Table 1 the bonding method of the polarizing element and the optically anisotropic layer is shown, and in the “laminated coating", the polarizing element and the optically anisotropic layer are arranged adjacent to each other.
  • a method of applying a composition for forming an optically anisotropic layer on a polarizing element to form an optically anisotropic layer is shown.
  • PSA represents a method of adhering a polarizing element and an optically anisotropic layer via an adhesive layer.
  • UV adhesion refers to a method of bonding a polarizing element and an optically anisotropic layer via a UV adhesive.
  • the "PVA alignment film” represents a method of forming an optically anisotropic layer using the PVA alignment film, and in this form, the PVA alignment film is arranged between the polarizing element and the optically anisotropic layer.
  • Axis deviation (°)” column in Table 1 the absorption axis of the polarizing element and the in-plane slow phase axis of the surface of the optically anisotropic layer on the polarizing element side (in other words, the first optically anisotropic layer) are shown.
  • ⁇ logP in Table 1 represents the absolute value of the difference between the logP of the liquid crystal compound and the logP of the dichroic substance.
  • the “ ⁇ logP” is the smallest of the absolute values of the difference between the logP of each of the three dichroic substances (Dye-Y1, Dye-M1, Dye-C1) and the logP of the second liquid crystal compound. Show things.

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Chemical & Material Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Theoretical Computer Science (AREA)
  • Microelectronics & Electronic Packaging (AREA)
  • Polarising Elements (AREA)
  • Liquid Crystal (AREA)
  • Electroluminescent Light Sources (AREA)
  • Devices For Indicating Variable Information By Combining Individual Elements (AREA)
PCT/JP2021/030773 2020-09-09 2021-08-23 偏光板、有機エレクトロルミネッセンス表示装置 Ceased WO2022054556A1 (ja)

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WO2024162384A1 (ja) * 2023-01-31 2024-08-08 富士フイルム株式会社 組成物、光学フィルムの製造方法、光学異方性層
WO2025211366A1 (ja) * 2024-04-05 2025-10-09 大日本印刷株式会社 光学積層体、楕円偏光板及び有機ｅｌ表示装置
WO2026042501A1 (ja) * 2024-08-19 2026-02-26 富士フイルム株式会社 位相差膜、積層体

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