WO2021060423A1 - 光学異方性層、光学フィルム、偏光板、画像表示装置 - Google Patents
光学異方性層、光学フィルム、偏光板、画像表示装置 Download PDFInfo
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- WO2021060423A1 WO2021060423A1 PCT/JP2020/036154 JP2020036154W WO2021060423A1 WO 2021060423 A1 WO2021060423 A1 WO 2021060423A1 JP 2020036154 W JP2020036154 W JP 2020036154W WO 2021060423 A1 WO2021060423 A1 WO 2021060423A1
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- liquid crystal
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- polymerizable
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- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
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- C09K19/3001—Cyclohexane rings
- C09K19/3066—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers
- C09K19/3068—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers chain containing -COO- or -OCO- groups
- C09K2019/3083—Cy-Ph-COO-Ph
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- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
- G02F1/13363—Birefringent elements, e.g. for optical compensation
- G02F1/133633—Birefringent elements, e.g. for optical compensation using mesogenic materials
-
- 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
- H10K59/50—OLEDs integrated with light modulating elements, e.g. with electrochromic elements, photochromic elements or liquid crystal elements
-
- 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 an optically anisotropic layer, an optical film, a polarizing plate, and an image display device.
- Optical films such as optical compensation sheets and retardation films are used in various image display devices for eliminating image coloring or expanding the viewing angle.
- a stretched birefringent film has been used as the optical film, but in recent years, it has been proposed to use an optical film having an optically anisotropic layer made of a liquid crystal compound instead of the stretched birefringent film.
- Patent Document 1 describes a polymerizable liquid crystal composition containing a polymerizable liquid crystal compound having a low wavelength dispersion characteristic having two polymerizable groups and a specific ring structure. A polymerized liquid crystal polymer film is described (claims 1, 11 and 13, etc.). Further, Patent Document 1 describes a polarizing layer formed from a composition containing a polymerizable smectic liquid crystal compound and a dichroic dye (claim 1 and the like).
- the present inventors examined an optically anisotropic layer and an image display device having the optically anisotropic layer based on Patent Documents 1 and 2, and found that there is room for improvement in the contrast of the image display device.
- an object of the present invention to provide an optically anisotropic layer capable of producing an image display device having excellent contrast, and an optical film, a polarizing plate and an image display device having the optically anisotropic layer.
- the present inventors have made a polymerizable liquid crystal compound and a monofunctional liquid crystal compound having a forward wavelength dispersibility and a monofunctional compound, and having a forward wavelength dispersibility.
- the polymerizable liquid crystal composition in which the compound satisfies a predetermined relational expression regarding the number of atoms and the number of rings is cured to form an optically anisotropic layer in which the orientation state of the polymerizable liquid crystal compound is immobilized so as to have a periodic structure.
- the contrast of the image display device having the optically anisotropic layer becomes good, and the present invention has been completed. That is, it was found that the above problem can be solved by the following configuration.
- An optically anisotropic layer obtained by curing a polymerizable liquid crystal composition containing a polymerizable liquid crystal compound having forward wavelength dispersibility and a monofunctional compound to fix the orientation state of the polymerizable liquid crystal compound.
- the polymerizable liquid crystal compound may have a polymerizable group P 1 and P 2 constituting one end and the other end of the polymerizable liquid crystal compound, respectively, and an aromatic ring and a substituent which may have a substituent. Selected from the group consisting of good oil rings, it has three or more rings B 1 present on the bond connecting the polymerizable groups P 1 and P 2 .
- a polymerizable liquid crystal compound-polymerizable group P 3 comprises a an aromatic ring Ar may have a substituent, which may have a substituent aromatic ring and substituents Selected from the group consisting of good aliquots, it has one or more rings B 2 present on the bond connecting the polymerizable group P 3 and the aromatic ring Ar.
- the polymerizable group P 3 constitutes one end of the monofunctional compound, and the aromatic ring Ar or the substituent that the aromatic ring Ar may have constitutes the other end of the monofunctional compound.
- Atoms a 2 atomic number a 1 and a monofunctional compound of the polymerizable liquid crystal compound satisfies the relation of the following formula (1)
- Number b 1 of the ring B 1 of polymerizable liquid crystal compound has, as well, the sum b 2 aromatic rings Ar and the number of ring B 2 monofunctional compound has found satisfies the following relationship formula (2)
- An optically anisotropic layer wherein the optically anisotropic layer shows a diffraction peak derived from a periodic structure in an X-ray diffraction measurement.
- the arrangement of the rings consisting of the ring B 2 arranged in order from the polymerizable group P 3 and the aromatic ring Ar is arranged from the polymerizable group P 1 or P 2 in the polymerizable liquid crystal compound.
- the present invention provides an optically anisotropic layer capable of producing an image display device having excellent contrast, and an optical film, a polarizing plate and an image display device having the optically anisotropic layer.
- the present invention will be described in detail.
- the description of the constituent elements described below may be based on a representative embodiment of the present invention, but the present invention is not limited to such an embodiment.
- the numerical range represented by using "-" means a range including the numerical values before and after "-" as the lower limit value and the upper limit value.
- a substance corresponding to each component may be used alone or in combination of two or more.
- the content of the component means the total content of the substances used in combination unless otherwise specified.
- the bonding direction of the divalent group (for example, -CO-O-) described is not particularly limited unless the bonding position is specified, and for example, the formula (for example, described later) will be described later.
- X 1 in I) is -CO-O-, assuming that the position bonded to the Sp 1 side is * 1 and the position bonded to the Ar 1 side is * 2, X 1 is * 1 -CO-O- * 2 may be used, or * 1-O-CO- * 2 may be used.
- the optically anisotropic layer of the present invention is a polymerizable liquid crystal composition containing a polymerizable liquid crystal compound having forward wavelength dispersibility (hereinafter, also simply abbreviated as “polymerizable liquid crystal compound”) and a monofunctional compound (hereinafter, referred to as “polymerizable liquid crystal compound”). It is an optically anisotropic layer formed by curing (simply abbreviated as "the present composition") and immobilizing the orientation state of the polymerizable liquid crystal compound.
- the polymerizable liquid crystal compound has a polymerizable group P 1 and P 2 constituting one end and the other end of the polymerizable liquid crystal compound, respectively, and an aromatic ring which may have a substituent and a substituent. It is selected from the group consisting of an alicyclic which may have a substituent and has three or more rings B 1 existing on the bond connecting the polymerizable groups P 1 and P 2 .
- the monofunctional compound is a polymerizable liquid crystal compound-polymerizable group P 3, and an aromatic ring Ar may have a substituent, selected from the group consisting of aromatic and cycloaliphatic It has one or more rings B 2 present on the bond connecting the polymerizable group P 3 and the aromatic ring Ar.
- the monofunctional compounds, the polymerizable group P 3 constitutes one of the ends of the monofunctional compounds, the aromatic ring Ar or aromatic ring Ar substituent which may be possessed by the configuration of the other end of the monofunctional compound To do.
- the atomic number a 1 of polymerizable liquid crystal compound satisfies the following formula (1). Equation (1): 0.2 ⁇ a 2 / a 1 ⁇ 0.55
- the number of atoms a 1 of the polymerizable liquid crystal compound represents the number of atoms on the bond connecting one end and the other end of the polymerizable liquid crystal compound at the shortest distance, and does not include a hydrogen atom.
- the number of atoms a 2 of the monofunctional compound represents the number of atoms on the bond connecting one end of the monofunctional compound and the other end at the shortest distance, and does not include a hydrogen atom.
- one end of the compound and the other end refer to atoms that serve as the starting point and the ending point of the calculation when the maximum number of atoms is calculated when the atoms on the bond of the compound are connected at the shortest distance, respectively. means.
- the atoms that serve as the starting point and the ending point shall also be counted.
- atoms as a starting point and an end point in the calculation of the polymerizable atoms a 1 of the liquid crystal compounds one of them is included in the polymerizable group P 1
- the other is included in the polymerizable group P 2.
- the atomic as the starting point and end point in the calculation of the atomic number a 2 of monofunctional compounds one of them is included in the polymerizable group P 3 of a monofunctional compound, aromatic ring which may other is substituted Aromatic ring of Ar Included in either Ar or a substituent.
- the number of atoms a 1 of the following polymerizable liquid crystal compound L-1 which is an example of a polymerizable liquid crystal compound
- the number of atoms a 2 of the following monofunctional compound M-1 which is an example of a monofunctional compound, is “44”. Since it is "22" and "a 2 / a 1 " is calculated to be 0.500, the polymerizable liquid crystal compound L-1 and the monofunctional compound M-1 satisfy the relationship of the above formula (1).
- the number of rings B 1 of the polymerizable liquid crystal compound L-1 is "5"
- the total number of rings B 2 and Ar of the monofunctional compound M-1 is "3”.
- the polymerizable liquid crystal compound R3 and the monofunctional compound A1 satisfy the relationship of the above formula (2).
- optically anisotropic layer of the present invention shows a diffraction peak derived from the periodic structure in the X-ray diffraction measurement.
- the present composition contains two or more kinds of polymerizable liquid crystal compounds and / or contains two or more kinds of monofunctional compounds, at least one polymerizable liquid crystal compound and at least one monofunctional compound are contained. , Anything that satisfies the relationship of the above equations (1) and (2).
- the atomic number a 2 of the above polymerizable liquid crystal compound atoms a 1 and the monofunctional compounds of satisfy the relationship of the above formula (1)
- the ring B of the polymerizable liquid crystal compound has 1 number b 1 and the sum b 2 of the number of ring B 2 and the aromatic rings Ar of monofunctional compound has, using the polymerizable liquid crystal composition satisfies the relation of the formula (2), an optical having a periodic structure
- the contrast of the image display device having the optically anisotropic layer becomes good. The reason is not clear in detail, but the present inventors speculate as follows.
- the monofunctional compound enters between the molecules of the polymerizable liquid crystal compound, and the oriented state is fixed without disturbing the oriented state of the polymerizable liquid crystal compound. It is considered that the contrast of the image display device having the optically anisotropic layer was improved as a result of suppressing the orientation defect due to the curing shrinkage at the time of polymerization.
- the polymerizable liquid crystal compound and the monofunctional compound contained in the present composition can further suppress the occurrence of defects in the optically anisotropic layer from the viewpoint of facilitating the expression of a liquid crystal phase having a periodic structure in the optically anisotropic layer.
- the number of atoms a 1 of polymerizable liquid crystal compound and the atoms a 2 monofunctional compound preferably satisfies the following formula (1a). Equation (1a): 0.35 ⁇ a 2 / a 1 ⁇ 0.53
- the present composition contains at least a polymerizable liquid crystal compound and a monofunctional compound that satisfy the relationships of the above formula (1) and the above formula (2).
- a polymerizable liquid crystal compound and a monofunctional compound that satisfy the relationships of the above formula (1) and the above formula (2).
- each component of the present composition will be described in detail.
- the polymerizable liquid crystal compound contained in the present composition has forward wavelength dispersibility and is selected from the group consisting of two polymerizable groups P 1 and P 2 , an aromatic ring and an alicyclic ring, and the polymerizable groups P 1 and P are selected. if the polymerizable liquid crystal compound having three or more and the ring B 1 present on bond connecting the 2, not particularly limited.
- the two polymerizable groups P 1 and P 2 of the polymerizable liquid crystal compound may be the same or different, and the three or more rings B 1 of the polymerizable liquid crystal compound are the same. May also be different.
- the polymerizable liquid crystal compound has forward wavelength dispersibility.
- “having forward wavelength dispersibility” is measured when the in-plane retardation (Re) value at a specific wavelength (visible light range) of a retardation film produced using this is measured. The Re value decreases as the wavelength increases.
- the polymerizable groups P 1 and P 2 contained in the polymerizable liquid crystal compound are not particularly limited, but radical polymerization or cationically polymerizable polymerizable groups are preferable.
- the radically polymerizable group a known radically polymerizable group can be used, and suitable examples thereof include an acryloyloxy group and a methacryloyloxy group. In this case, it is known that the acryloyloxy group tends to have a higher polymerization rate, and the acryloyloxy group is preferable from the viewpoint of improving productivity, but the methacryloyloxy group can also be used as the polymerizable group in the same manner.
- a known cationically polymerizable group can be used, and specifically, an alicyclic ether group, a cyclic acetal group, a cyclic lactone group, a cyclic thioether group, a spiroorthoester group, and vinyloxy.
- the group etc. can be mentioned.
- an alicyclic ether group or a vinyloxy group is preferable, and an epoxy group, an oxetanyl group, or a vinyloxy group is more preferable.
- Examples of particularly preferable polymerizable groups include polymerizable groups represented by any of the following formulas (P-1) to (P-20).
- the polymerizable liquid crystal compound may have three or more polymerizable groups.
- the polymerizable group other than the polymerizable group P 1 and P 2 described above is not particularly limited, the preferred embodiment be included, described above Examples include those similar to polymerizable groups capable of radical polymerization or cationic polymerization.
- the number of polymerizable groups polymerizable liquid crystal compound is preferably 2 to 4, and more preferably has only two polymerisable groups P 1 and P 2.
- the polymerizable liquid crystal compound is selected from the group consisting of an aromatic ring which may have a substituent and an alicyclic ring which may have a substituent, and exists on the bond connecting the polymerizable groups P 1 and P 2. with more than three rings B 1.
- ring B 1 is "present on bond connecting a polymerizable group P 1 and P 2," and constitute a part of the portion needed to join a polymerizable group P 1 and P 2 directly It means that it is.
- the polymerizable liquid crystal compound may have a portion other than the portion necessary for directly linking the polymerizable groups P 1 and P 2 (hereinafter, also referred to as “side chain”), but is a part of the side chain. ring structure constituting the shall not be included in the ring B 1.
- aromatic ring which may have a substituent which is one embodiment of the ring B 1, for example, aromatic ring optionally ring members 5-20 that may have a substituent.
- aromatic ring having 5 to 20 ring members include aromatic hydrocarbon rings such as a benzene ring, a naphthalene ring, an anthracene ring, and a phenanthrene ring; and a furan ring, a pyrrole ring, a thiophene ring, a pyridine ring, and a thiazole ring.
- Aromatic heterocycles such as benzothiazole ring, quinoline ring, isoquinoline ring, quinoxaline ring, and quinazoline ring; can be mentioned.
- Examples of the substituent which the aromatic ring which is one aspect of the ring B 1 may have include an alkyl group, an alkoxy group, an alkylcarbonyl group, an alkoxycarbonyl group, an alkylcarbonyloxy group, an alkylamino group and a dialkylamino group.
- Examples thereof include an alkylamide group, an alkenyl group, an alkynyl group, a halogen atom, a cyano group, a nitro group, an alkylthiol group, and an N-alkylcarbamate group.
- an alkyl group, an alkoxy group, an alkoxycarbonyl group, an alkylcarbonyloxy group, or a halogen atom is preferable.
- the alkyl group is preferably a linear, branched or cyclic alkyl group having 1 to 18 carbon atoms, and an alkyl group having 1 to 8 carbon atoms (for example, methyl group, ethyl group, propyl group, isopropyl group, n).
- alkyl group having 1 to 8 carbon atoms for example, methyl group, ethyl group, propyl group, isopropyl group, n.
- -Butyl group, isobutyl group, sec-butyl group, t-butyl group, cyclohexyl group, etc. are more preferable, alkyl groups having 1 to 4 carbon atoms are further preferable, and methyl groups or ethyl groups are particularly preferable.
- an alkoxy group having 1 to 18 carbon atoms is preferable, an alkoxy group having 1 to 8 carbon atoms (for example, a methoxy group, an ethoxy group, an n-butoxy group, a methoxyethoxy group, etc.) is more preferable, and an alkoxy group having 1 carbon number is preferable.
- Alkoxy groups of ⁇ 4 are more preferable, and methoxy groups or ethoxy groups are particularly preferable.
- alkoxycarbonyl group examples include a group in which an oxycarbonyl group (—O—CO— group) is bonded to the alkyl group exemplified above, and a methoxycarbonyl group, an ethoxycarbonyl group, an n-propoxycarbonyl group, or an isopropoxycarbonyl group.
- the group is preferable, and the methoxycarbonyl group is more preferable.
- alkylcarbonyloxy group examples include a group in which a carbonyloxy group (-CO-O- group) is bonded to the alkyl group exemplified above, and a methylcarbonyloxy group, an ethylcarbonyloxy group, an n-propylcarbonyloxy group, and the like. Alternatively, an isopropylcarbonyloxy group is preferable, and a methylcarbonyloxy group is more preferable.
- the halogen atom examples include a fluorine atom, a chlorine atom, a bromine atom, an iodine atom and the like, and a fluorine atom or a chlorine atom is preferable.
- Examples of the alicyclic which may have a substituent which is one aspect of ring B 1 include a divalent alicyclic hydrocarbon group having 5 to 20 carbon atoms which may have a substituent and 5 carbon atoms. Examples thereof include a heterocycle in which one or more of -CH 2- constituting the alicyclic hydrocarbon group to 20 is substituted with -O-, -S- or -NH-.
- a divalent alicyclic hydrocarbon group having 5 to 20 carbon atoms a 5-membered ring or a 6-membered ring is preferable.
- the alicyclic hydrocarbon group may be saturated or unsaturated, but a saturated alicyclic hydrocarbon group is preferable.
- the divalent alicyclic hydrocarbon group for example, the description in paragraph [0078] of JP2012-021068 can be referred to, and this content is incorporated in the present specification.
- the alicyclic an embodiment ring B 1, cycloalkane ring having 5 to 20 carbon atoms are preferred.
- Examples of the cycloalkane ring having 5 to 20 carbon atoms include a cyclohexane ring, a cyclopeptane ring, a cyclooctane ring, a cyclododecane ring, and a cyclododecane ring.
- a cyclohexane ring is preferable, a 1,4-cyclohexylene group is more preferable, and a trans-1,4-cyclohexylene group is even more preferable.
- Alicyclic of one embodiment of the ring B 1 represents preferably has no substituent.
- the polymerizable liquid crystal compound, as a ring B 1 preferably has at least one of the aromatic ring which may have a substituent, and more preferably has at least one of the groups represented by the formula (III) to be described later ..
- the polymerizable liquid crystal compound, as a ring B 1, preferably has at least one cyclohexane ring, more preferably having at least one 1,4-cyclohexylene group, trans-1,4-cyclohexylene group It is more preferable to have at least one.
- the polymerizable liquid crystal compound as a ring B 1, and at least one aromatic ring (group more preferably represented by the formula (III) to be described later), at least one cyclohexane ring (more preferably 2 to 4 1 , 4-Cyclohexylene group).
- the number of rings B 1 existing on the bond connecting the polymerizable groups P 1 and P 2 is not particularly limited, but 3 to 7 is preferable from the viewpoint of orientation stability of the liquid crystal compound, and 4 ⁇ 6 is more preferable, and 5 is even more preferable.
- the polymerizable liquid crystal compound is preferably a compound represented by the following formula (I) for the reason that the optical compensability is further improved.
- P 1 and P 2 each independently represent a polymerizable group.
- Sp 1 and Sp 2 independently have a single bond, a linear or branched alkylene group having 1 to 14 carbon atoms, or a linear or branched alkylene group having 1 to 14 carbon atoms.
- One or more of the constituent -CH 2- represents a divalent linking group substituted with -O-, -S-, -NH-, -N (Q)-or -CO-, where Q is a substituent.
- n1, m1, m2 and n2 represent integers from 0 to 4, and the sum of n1, m1, m2 and n2 is 4.
- n1, m1, m2 or n2 is an integer of 2 to 4
- the plurality of X 1 , the plurality of X 2 , the plurality of X 5 or the plurality of X 6 may be the same or different, respectively.
- Ar 1 , Ar 2 and Ar 3 each independently represent an aromatic ring which may have a substituent.
- n1 or n2 is an integer of 2 to 4
- the plurality of Ar 1 or the plurality of Ar 2 may be the same or different.
- Cy 1 and Cy 2 each independently represent an alicyclic which may have a substituent.
- m1 or m2 is an integer of 2 to 4
- a plurality of Cy 1 or more Cy 2 may each be the same or different.
- examples of the polymerizable group represented by P 1 and P 2 include those similar to the above-mentioned radical polymerization or cationically polymerizable polymerizable group, and among them, the above-mentioned formula (P-1).
- the polymerizable group represented by any of (P-20) is preferable, and an acryloyloxy group or a methacryloyloxy group is more preferable.
- examples of the linear or branched alkylene group having 1 to 14 carbon atoms represented by one aspect of Sp 1 and Sp 2 include a methylene group, an ethylene group, a propylene group and a butylene group. Examples thereof include a pentylene group, a hexylene group, a methylhexylene group, a heptylene group and the like.
- one or more of -CH 2- constituting these alkylene groups are -O-, -S-, -NH-, -N (Q)-, or. It may be a divalent linking group substituted with ⁇ CO ⁇ .
- the substituents represented by Q that, including preferred embodiments, the aromatic ring which is an embodiment of the ring B 1 is are the same as those of the substituent which may have.
- Sp 1 and Sp 2 include a linear or branched alkylene group having 1 to 14 carbon atoms (more preferably 2 to 10 carbon atoms) or 2 to 14 carbon atoms (more preferably 4 to 10 carbon atoms).
- a divalent linking group in which one or more of -CH 2- constituting the linear or branched alkylene group of 12) is substituted with -O- or -CO- is preferable.
- the sum of n1 and m1 and the sum of m2 and n2 are preferably integers of 1 to 3, and more preferably 2.
- n1, m1, m2 and n2 are all 1, and from the viewpoint of improving durability, all of n1 and n2 are 0.
- both m1 and m2 are 2.
- examples of the divalent linking group represented by X 1 , X 2 , X 3 , X 4 , X 5 and X 6 include -CO-, -O-, and -CO-O.
- -, - C ( S) O -, - CR 1 R 2 -, - CR 1 R 2 -CR 1 R 2 -, - O-CR 1 R 2 -, - CR 1 R 2 -O-CR 1 R 2 -, - CO-O- CR 1 R 2 -, - O-CO-CR 1 R 2 -, - CR 1 R 2 -O-CO-CR 1 R 2 -, - CR 1 R 2 -CO-O -CR 1 R 2 -, - NR 5 -CR 1 R 2 -, and, -CO-NR 5 -, and the like.
- R 1 , R 2 and R 5 independently represent a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 12 carbon atoms.
- X 1 , X 2 , X 3 , X 4 , X 5 and X 6 a single bond, -CO-, -O-, or -COO- is preferable.
- aromatic ring which may have a substituent represented by Ar 1, Ar 2 and Ar 3, which may have a substituent which is one embodiment of the ring B 1 aromatic
- Ar 1, Ar 2 and Ar 3 which may have a substituent which is one embodiment of the ring B 1 aromatic
- an aromatic ring having a ⁇ -electron number of 10 or more is preferable, and an aromatic ring having a ⁇ -electron number of 10 to 18 is more preferable, from the viewpoint of improving the orientation of the polymerizable liquid crystal compound.
- an aromatic ring having 10 to 14 ⁇ electrons is more preferable.
- Q 2, Q 3, Q 5, Q 6, Q 7 and Q 8 each independently represent a hydrogen atom or a substituent. * Represents the bond position.
- Q 2, Q 3, or all of Q 5, Q 6, Q 7 and Q 8 are hydrogen atoms, Q 2, Q 3, Q 5, Q 6, Q 7 and Q 8 It is preferable that one or two of them represent a substituent. Among them, Q 2, Q 3, Q 5, Q 6, represents 1 or 2 substituents of Q 7 and Q 8, it is more preferable that otherwise represent a hydrogen atom, one represents a substituent , Others are more preferably represented by hydrogen atoms.
- the group represents a substituent of Q 2, Q 3, Q 5 , Q 6, Q 7 and Q 8, one of Q 5, Q 6, Q 7 and Q 8 are preferably , Q 5 and Q 8 at least represent a substituent, or at least one of Q 6 and Q 7 represents a substituent.
- the substituents represented by Q 2, Q 3, Q 5 , Q 6, Q 7 and Q 8, the preferred embodiment be included, is one aspect of the ring B 1
- examples thereof include the same substituents that the aromatic ring may have.
- an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a group in which an oxycarbonyl group is bonded to an alkyl group having 1 to 4 carbon atoms, and an alkyl group having 1 to 4 carbon atoms have a carbonyloxy group.
- a bonded group, a fluorine atom, or a chlorine atom is preferable, and an alkyl group having 1 to 4 carbon atoms, a methoxy group, an ethoxy group, a methoxycarbonyl group, and a methylcarbonyloxy group are more preferable.
- T 1 , T 2 and T 3 are independently hydrogen atom, fluorine atom, chlorine atom, trifluoromethyl group, trifluoromethoxy group and carbon.
- T 1 and T 2 may be combined with each other to form a ring.
- T 4 is independently a hydrogen atom, a fluorine atom, a chlorine atom, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 1 to 12 carbon atoms, or an alkyl group having 1 to 12 carbon atoms. Represents a phenyl group. * Represents the bond position.
- the description in paragraphs [0062] to [0998] of Patent Document 1 can be referred to, and the content thereof is described in this book. Incorporated into the specification.
- an aromatic ring having a ⁇ electron number of 6 or 10 is preferable, an aromatic ring having a ⁇ electron number of 6 is more preferable, and a benzene ring (for example, 1,4-). Phenylene group) is more preferable.
- the aromatic ring represented by Ar 1 and Ar 2 may have, there is an aromatic ring which is one aspect of the above ring B 1, including its preferred embodiment. Examples of the substituents may be mentioned.
- the alicyclic which may have a substituent represented by Cy 1 and Cy 2 has a substituent which is one aspect of the above ring B 1, including a suitable embodiment thereof. The same as the alicyclic may be mentioned.
- Examples of the compound represented by the above formula (I) include compounds (1-1) to compounds (1-21) represented by the following formulas.
- the group adjacent to the acryloyloxy group represents a propylene group (a group in which a methyl group is replaced with an ethylene group), and compounds (1-14) and (1-21) are , Represents a mixture of positional isomers with different methyl group positions.
- examples of the compound represented by the above formula (I) include the compounds described in paragraphs [0084] to [0091] of Patent Document 1.
- the polymerizable liquid crystal compound is preferably a compound that exhibits a liquid crystal state of the smectic phase because the contrast of the image display device having the optically anisotropic layer is good.
- the liquid crystal state of the smectic phase exhibited by the polymerizable liquid crystal compound is a higher-order smectic phase.
- the higher-order smectic phase referred to here is smectic A phase, smectic B phase, smectic D phase, smectic E phase, smectic F phase, smectic G phase, smectic H phase, smectic I phase, smectic J phase, smectic K phase.
- smectic L phase among which smectic A phase, smectic B phase, smectic F phase, smectic I phase, slanted smectic F phase, or slanted smectic I phase is preferable, smectic A phase or smectic B phase. Is more preferable.
- Examples of the polymerizable group P 3 constituting one end of the monofunctional compound include those similar to the polymerizable groups P 1 and P 2 contained in the above-mentioned polymerizable liquid crystal compound, including the preferred embodiment thereof. Of these, the polymerizable group represented by any of the above formulas (P-1) to (P-20) is preferable.
- Examples of the aromatic ring Ar constituting the other terminal of the monofunctional compound include an aromatic ring having 6 to 20 carbon atoms, and more specifically, a benzene ring, a naphthalene ring, an anthracene ring, and a phenanthrolin.
- Aromatic hydrocarbon rings such as rings; furan ring, thiophene ring, pyrol ring, oxazole ring, isoxazole ring, oxaziazole ring, thiazole ring, isothiazole ring, thiadiazol ring, imidazole ring, pyrazole ring, triazole ring, frazane
- Aromatic heterocycles such as a ring, a tetrazole ring, a pyridine ring, a pyridazine ring, a pyrimidine ring, a pyrazine ring, a triazine ring, a tetrazine ring, and a benzothiazole ring; among them, a benzene ring (phenyl group) is preferable.
- the aromatic ring may have an aspect ring B 1 The same as the substituent can be mentioned. It is more preferable that the aromatic ring Ar constituting the other terminal of the monofunctional compound has no substituent.
- the ring B 2 is a "present on coupling connecting the polymerizable group P 3 and the aromatic ring Ar" parts needed to join a polymerizable group P 3 and the aromatic ring Ar directly It means that the ring B 2 constitutes a part thereof.
- the ring described in the polymerizable liquid crystal compounds described above Examples thereof include an aromatic ring which may have a substituent represented by B 1 and an alicyclic ring which may have a substituent.
- the monofunctional compound preferably has at least one cyclohexane ring as ring B 2 , more preferably has at least one 1,4-cyclohexylene group, and at least one trans-1,4-cyclohexylene group. It is more preferable to have.
- the number of rings B 2 contained in the monofunctional compound is not particularly limited, but is preferably 1 to 3, more preferably 1 or 2, and even more preferably 2 from the viewpoint of improving the orientation of the polymerizable liquid crystal compound.
- the monofunctional compound is preferably a compound represented by the following formula (II) from the viewpoint of improving the orientation of the polymerizable liquid crystal compound.
- P 3 represents a polymerizable group that can be polymerized with the polymerizable liquid crystal compound.
- Sp 3 constitutes a single bond, a linear or branched alkylene group having 1 to 14 carbon atoms, or a linear or branched alkylene group having 1 to 14 carbon atoms of -CH 2- .
- One or more represent a divalent linking group substituted with -O-, -S-, -NH-, -N (Q)-or -CO-, where Q represents a substituent.
- n3, n4 and m3 represent integers from 0 to 2, and the sum of n3, n4 and m3 is 2.
- CR 3 CR 4 -, - NR 5 -, or a divalent linking group formed from these two or more thereof,
- R 1 ⁇ R 5 are each independently a hydrogen atom, a fluorine atom, or Represents an alkyl group having 1 to 12 carbon atoms.
- each of the plurality of X 7 may be the same or different and when m3 is 2, may be a plurality of X 8 are not be the same or different.
- Ar 4 , Ar 5 and Ar 6 each independently represent an aromatic ring which may have a substituent. However, when n3 and n4 are 2, the plurality of Ar 4 and Ar 5 may be the same or different, respectively.
- Cy 3 represents an alicyclic which may have a substituent. However, when m3 is 2, it may be a plurality of Cy 3 is optionally substituted by one or more identical.
- examples of the polymerizable group represented by P 3 include those similar to the radical polymerization or cationically polymerizable polymerizable group described in the above-mentioned polymerizable liquid crystal compound, and among them, the above-mentioned formula (2).
- the polymerizable group represented by any of P-1) to (P-20) is preferable, and an acryloyloxy group or a methacryloyloxy group is more preferable.
- the linear or branched alkylene group having 1 to 14 carbon atoms represented by one aspect of Sp 3 includes the preferred embodiment of Sp 1 in the above formula (I). Examples thereof include those similar to the linear or branched alkylene group having 1 to 14 carbon atoms shown in one aspect of the above.
- Sp 3 is one of -CH 2- that constitutes a linear or branched alkylene group having 1 to 14 carbon atoms or a linear or branched alkylene group having 1 to 14 carbon atoms.
- the above is preferably a divalent linking group substituted with —O— or —CO—, and a linear or branched alkylene group having 1 to 10 carbon atoms is more preferable.
- n3 is preferably 0 or 1
- n4 is preferably 0 or 1
- m3 is preferably 1 or 2.
- the polymerizable liquid crystal compound is a compound represented by the above formula (I) and the monofunctional compound is a compound represented by the above formula (II)
- the contrast of the image display device having the optically anisotropic layer is high.
- n4 in the above formula (II) is 0, and n3 and m3 are n1 and m1 in the above formula (I). It is preferable that n4 is 0 and n3 and m3 are the same as n2 and m2 in the above formula (I), respectively.
- the divalent linking groups represented by X 7 , X 8 , X 9 and X 10 are the same as those described in X 1 to X 6 in the above formula (I). Can be mentioned.
- X 7 , X 8 and X 9 and X 10 single bond, -CO-, -O-, or -COO- is preferable.
- the aromatic ring which may have a substituent represented by Ar 4 and Ar 5 similarly to the aromatic ring which may have a substituent which is one embodiment of the ring B 1 Can be mentioned.
- a benzene ring for example, a 1,4-phenylene group or the like is preferable.
- a cycloalkane ring is preferable, a cyclohexane ring is more preferable, a 1,4-cyclohexylene group is further preferable, and a trans-1,4-cyclohexylene group is particularly preferable.
- the aromatic ring which may have a substituent represented by Ar 6 those similar to the aromatic ring which may have a substituent which is one embodiment of the ring B 1 Can be mentioned.
- a benzene ring which may have a substituent is preferable, and a benzene ring (phenyl group) which does not have a substituent is more preferable.
- Specific examples of the compound represented by the above formula (II) include compounds represented by the following formulas (TN-1) to (TN-16).
- monofunctional compound other than the compound represented by the above formula (II) include compounds represented by the following formulas (TN-17) to (TN-20).
- the content of the monofunctional compound may be 1 to 100 parts by mass with respect to 100 parts by mass of the polymerizable liquid crystal compound from the viewpoint of suppressing orientation defects due to shrinkage during curing without disturbing the orientation of the liquid crystal compound. It is preferably 5 to 50 parts by mass, and more preferably 5 to 50 parts by mass.
- a polymerizable group P 3 in monofunctional compounds in order and arrangement of rings made of ring Ar is preferably in the polymerizable liquid crystal compound is identical to the sequence of the polymerizable group P 1 or ring B 1 in a row from P 2.
- the arrangement of the rings in the polymerizable liquid crystal compound and the monofunctional compound if the object to be compared is an aromatic ring, the same arrangement is formed even if the ring structure or the substituent is different.
- the objects to be compared are all alicyclics, they are considered to form the same sequence even if they have different ring structures or substituents. Further, it is assumed that the arrangement of the rings does not include the structure of the connecting portion between the two rings. For example, even if they have different skeletons such as phenylene group and naphthalene group, if the contrasting rings are all aromatic rings, they are considered to form the same sequence, and like cyclohexylene and cyclopentalene. Even if they have different skeletons, if the contrasting rings are all alicyclics, they are considered to form the same sequence.
- the sequence of rings consisting of ring B 2 and ring Ar a polymerizable group P 3 are arranged in this order
- the following polymerizable liquid crystal compound L-1, the polymerizable group P 1 or from P 2 is identical to the sequence of ring B 1 which are arranged in this order.
- the aromatic ring from the ring B 2 closest to the polymerizable group P 3 on the bond connecting the polymerizable group P 3 of the monofunctional compound and the aromatic ring Ar structure of a portion W2 of the nearest group in Ar is, on bond linking a polymerizable group P 1 and P 2 of the polymerizable liquid crystal compound, the polymerizable group P 1 or portion from the nearest ring B 1 to P 2 W1 It is preferable that the structure is the same as that of.
- the partial W2 in the monofunctional compound contains the ring B 2 closest to the polymerizable group P 3 and the group closest to the aromatic ring Ar, and does not contain the aromatic ring Ar.
- the structure of the portion W2 of the structure and a monofunctional compound of the portion W1 having the polymerizable liquid crystal compound has a are the same, and the ring B 1 and a divalent linking group forms part W1, the portion W2 configuration and linking group ring B 3 and divalent for it is meant that the kind, which is completely identical, including the placed the order presented and substituents.
- the partial W2 of the monofunctional compound does not contain the aromatic ring Ar
- the polymerizable liquid crystal compound has the same structure as the partial W2 of the monofunctional compound as the partial W1 and the monofunctional compound has. There are cases where the aromatic ring Ar is not provided.
- Part W1 of the polymerizable liquid crystal compound and part W2 of the monofunctional compound will be described more specifically.
- the polymerizable liquid crystal compound is a compound represented by the formula (I)
- the Formulas (I) - it is represented by "(X 1 -Ar 1) n1 ( X 2 -Cy 1) m1 -X 3 " that the partial structure, the X 1 that binds to Sp 1 if n1 represents an integer of 1-4, portions if n1 represents 0 took X 2 which binds to Sp 1 or "X 4 - From the partial structure represented by (Cy 2- X 5 ) m2- (Ar 2- X 6 ) n2 ”, when n2 represents an integer of 1 to 4, X 6 coupled to Sp 2 is used, and n2 is 0.
- the portion where X 5 bound to Sp 2 is taken corresponds to the portion W1.
- the monofunctional compound is a compound represented by the above-mentioned formula (II), "(X 7 -Ar 4) in the formula (II) n3 - (X 8 -Cy 3) m3 - (X 9 -Ar from partial structures represented by 5) n4 -X 10 ", the X 7 n3 is to bind to Sp 3 if it represents 1 or 2, n3 represents 0, and, when m3 is representative of a 1 or 2 the X 8 which bind to sp 3, n3 represents 0, and the portion when the m3 represents 0 took X 9 which bind to sp 3 corresponds to the portion W2.
- the "ring B 2 closest to the polymerizable group P 3 " contained in the partial W 2 is the ring located on the leftmost side of Ar 4 , Cy 3 and Ar 5 on the paper surface.
- X 10 represents the above divalent linking group
- the group closest to the aromatic ring Ar is X 10
- X 10 represents a single bond
- n 4 represents 1 or 2.
- the group closest to the aromatic ring Ar is Ar 5
- X 10 represents a single bond
- n4 represents 0,
- m3 1 or 2
- the group closest to the aromatic ring Ar is.
- Cy 3 and X 10 represent a single bond
- n4 represents 0, and m3 represents 0, the group closest to the aromatic ring Ar is Ar 4 .
- the portions enclosed in parentheses correspond to the portions W1 and W2, respectively. That is, in the monofunctional compound M-1, the 1,4-cycloalkylene group located on the left side on the paper surface corresponds to the "ring B 2 closest to the polymerizable group P 3 ", and the oxygen atom bonded to the phenyl group is , Corresponds to the "group closest to the aromatic ring Ar". Further, in the polymerizable liquid crystal compound L-1, both the 1,4-cycloalkylene group located on the leftmost side on the paper surface and the 1,4-cycloalkylene group located on the rightmost side on the paper surface are "polymerizable groups.
- the polymerizable liquid crystal compound L-1 has two structures in the molecule that are the same as the partial W2 of the monofunctional compound M-1. It can be said that it has.
- the composition preferably contains a polymerization initiator.
- a photopolymerization initiator capable of initiating a polymerization reaction by irradiation with ultraviolet rays is preferable.
- the photopolymerization initiator include ⁇ -carbonyl compounds (described in US Pat. No. 2,376,661 and US Pat. No. 2,376,670), acidoin ethers (described in US Pat. No. 2,448,828), and ⁇ -hydrogen-substituted fragrances.
- Group acidoine compounds described in US Pat. No. 2722512
- polynuclear quinone compounds described in US Pat. Nos.
- the present composition preferably contains a solvent from the viewpoint of workability when forming the optically anisotropic layer.
- Solvents include, for example, ketones (eg, acetone, 2-butanone, methylisobutylketone, cyclohexanone, and cyclopentanone, etc.), ethers (eg, dioxane, and tetrahydrofuran, etc.), and aliphatic hydrocarbons (eg, eg, dioxane, and tetrahydrofuran, etc.).
- Alicyclic hydrocarbons eg, cyclohexane, etc.
- aromatic hydrocarbons eg, toluene, xylene, and trimethylbenzene, etc.
- carbon halides eg, dichloromethane, dichloroethane, dichlorobenzene, etc.
- Chlorotoluene etc.
- esters eg, methyl acetate, ethyl acetate, and butyl acetate, etc.
- water eg, alcohol, ethanol, isopropanol, butanol, and cyclohexanol, etc.
- cellosolves eg, methylcellosolve, and Ethyl cellosolves, etc.
- cellosolve acetates sulfoxides (eg, dimethylsulfoxides, etc.), and amides (eg, dimethylformamide, dimethylacetamide, etc.).
- the solvent may be used alone or
- the present composition preferably contains a leveling agent from the viewpoint of keeping the surface of the optically anisotropic layer smooth and facilitating orientation control.
- a leveling agent a fluorine-based leveling agent or a silicon-based leveling agent is preferable because it has a high leveling effect on the amount of addition, and a fluorine-based leveling agent is more preferable because it does not easily cause crying (bloom, bleed). ..
- the leveling agent is represented by, for example, the compound described in paragraphs [0079] to [0102] of JP-A-2007-069471, and the general formula (I) described in JP-A-2013-047244.
- the composition may contain an orientation control agent, if necessary.
- the orientation control agent can form various orientation states such as homeotropic orientation (vertical orientation), tilt orientation, hybrid orientation, and cholesteric orientation in addition to homogenius orientation, and can make a specific orientation state more uniform and more precise. It can be controlled and realized.
- a low-molecular-weight orientation control agent and a high-molecular-weight orientation control agent can be used.
- the low-molecular-weight orientation control agent include paragraphs [0009] to [0083] of JP-A-2002-020363, paragraphs [0111]-[0120] of JP-A-2006-106662, and JP-A-2012.
- paragraphs [0021] to [0029] of JP No. 211306 can be referred to, and these contents are incorporated in the present specification.
- orientation control agent for forming or promoting homeotropic orientation examples include boronic acid compounds and onium salt compounds.
- this orientation control agent examples include paragraphs [0023] to [0032] of JP-A-2008-225281, paragraphs [0052] to [0058] of JP-A-2012-208397, and JP-A-2008-026730.
- the compounds described in paragraphs [0024] to [0055] and paragraphs [0043] to [0055] of JP2016-193869A can be referred to, and their contents are incorporated in the present specification.
- the cholesteric orientation can be realized by adding a chiral agent to the present composition, and the turning direction of the cholesteric orientation can be controlled by the direction of the chiral property.
- the pitch of the cholesteric orientation may be controlled according to the orientation regulating force of the chiral agent.
- the content is preferably 0.01 to 10% by mass, more preferably 0.05 to 5% by mass, based on the total solid content in the composition.
- the content is in this range, precipitation, phase separation, and orientation defects are suppressed while achieving the desired orientation state, and a uniform and highly transparent cured product can be obtained.
- the present composition may contain components other than the components described above.
- other components include liquid crystal compounds other than the above-mentioned polymerizable liquid crystal compounds and monofunctional compounds, surfactants, tilt angle control agents, orientation aids, plasticizers, and cross-linking agents.
- the optically anisotropic layer is a cured product obtained by curing the above-mentioned composition and immobilizing the orientation state of the polymerizable liquid crystal compound.
- Examples of the method for forming the cured product include a method of using the above-mentioned composition to obtain a desired orientation state and then immobilizing the cured product by polymerization.
- the polymerization conditions are not particularly limited, but it is preferable to use ultraviolet rays in the polymerization by light irradiation.
- Irradiation dose is preferably 10mJ / cm 2 ⁇ 50J / cm 2, more preferably 20mJ / cm 2 ⁇ 5J / cm 2, more preferably 30mJ / cm 2 ⁇ 3J / cm 2, particularly 50 ⁇ 1000mJ / cm 2 preferable. Further, in order to promote the polymerization reaction, it may be carried out under heating conditions.
- the optically anisotropic layer can be formed on an arbitrary support or alignment film in an optical film described later, or on a polarizer in a polarizing plate described later.
- the optically anisotropic film of the present invention shows a diffraction peak derived from a periodic structure in X-ray diffraction measurement.
- molecules adjacent to each other in the direction perpendicular to the orientation axis form a layer, and the layers are laminated in the direction parallel to the orientation axis, that is, smectic.
- a mode exhibiting a phase is preferably mentioned.
- the polymerizable liquid crystal compound is preferably a compound that exhibits the smectic phase both when the temperature is raised and when the temperature is lowered. Whether or not the above-mentioned diffraction peak is exhibited can also be confirmed by observing the texture characteristic of the liquid crystal phase having a periodic structure with a polarizing microscope.
- the orientation state of the polymerizable liquid crystal compound in the optically anisotropic layer may be any of horizontal orientation, vertical orientation, tilt orientation, and twist orientation, and is horizontal to the main surface of the optically anisotropic layer. It is preferable that it is fixed in an oriented state.
- horizontal orientation means the main surface of an optically anisotropic layer (or, when the optically anisotropic layer is formed on a member such as a support and an alignment film, the surface of the member). ) And the long axis direction of the polymerizable liquid crystal compound are parallel.
- the angle formed by the major axis direction of the polymerizable liquid crystal compound and the main surface of the optically anisotropic layer is an orientation of less than 10 °. It shall mean.
- the angle formed by the major axis direction of the polymerizable liquid crystal compound and the main surface of the optically anisotropic layer is preferably 0 to 5 °, more preferably 0 to 3 °, and 0 to 2 °. More preferred.
- the optically anisotropic layer preferably satisfies the following formula (V). 1.00 ⁇ Re (450) / Re (550) ... (V)
- Re (450) represents the in-plane lettering of the optically anisotropic layer at a wavelength of 450 nm
- Re (550) represents the in-plane letter of the optically anisotropic layer at a wavelength of 550 nm.
- optically anisotropic layer is preferably a positive A plate or a positive C plate, and more preferably a positive A plate.
- the positive A plate (positive A plate) and the positive C plate (positive C plate) are defined as follows.
- the refractive index in the slow axis direction in the film plane (the direction in which the refractive index in the plane is maximized) is nx
- the refractive index in the direction orthogonal to the slow phase axis in the plane in the plane is ny
- the refraction in the thickness direction is nz
- the positive A plate satisfies the relation of the formula (A1)
- the positive C plate satisfies the relation of the formula (C1).
- the positive A plate shows a positive value for Rth
- the positive C plate shows a negative value for Rth.
- (ny-nz) x d (where d is the thickness of the film) is -10 to 10 nm, preferably -5 to 5 nm. Is also included in “ny ⁇ nz”, and when (nx-nz) xd is -10 to 10 nm, preferably -5 to 5 nm, it is also included in "nx ⁇ nz”.
- (nx ⁇ ny) ⁇ d (where d is the thickness of the film) is 0 to 10 nm, preferably 0 to 5 nm, it is also included in “nx ⁇ ny”. ..
- Re (550) is preferably 100 to 180 nm, more preferably 120 to 160 nm, and 130 to 150 nm from the viewpoint of functioning as a ⁇ / 4 plate. It is more preferably 130 to 140 nm, and particularly preferably 130 to 140 nm.
- the " ⁇ / 4 plate” is a plate having a ⁇ / 4 function, and specifically, a function of converting linearly polarized light having a specific wavelength into circularly polarized light (or converting circularly polarized light into linearly polarized light). It is a plate having.
- FIG. 1 is a schematic cross-sectional view showing an example of an optical film. Note that FIG. 1 is a schematic view, and the thickness relationship and positional relationship of each layer do not always match the actual ones, and the support, alignment film, and hard coat layer shown in FIG. 1 all have an arbitrary configuration. It is a member.
- the optical film 10 shown in FIG. 1 has a support 16, an alignment film 14, and an optically anisotropic layer 12 as a cured product of the present composition in this order.
- the optically anisotropic layer 12 may be a laminate of two or more different optically anisotropic layers.
- the polarizing plate described later is used as a circular polarizing plate, or when the optical film is used as an optical compensation film for an IPS type or FFS type liquid crystal display device, it is a laminate of a positive A plate and a positive C plate. Is preferable.
- the optically anisotropic layer may be peeled off from the support and the optically anisotropic layer alone may be used as an optical film.
- various members used in the optical film will be described in detail.
- optically anisotropic layer of the optical film is the above-mentioned optically anisotropic layer.
- the thickness of the optically anisotropic layer is not particularly limited, but is preferably 0.1 to 10 ⁇ m, more preferably 0.5 to 5 ⁇ m.
- the optical film may have a support as a base material for forming the optically anisotropic layer.
- a support is preferably transparent.
- the light transmittance is preferably 80% or more.
- Such a support examples include a glass substrate and a polymer film.
- Materials for the polymer film include cellulose-based polymers; acrylic polymers having acrylic acid ester polymers such as polymethylmethacrylate and lactone ring-containing polymers; thermoplastic norbornene-based polymers; polycarbonate-based polymers; polyethylene terephthalates, and polyethylene na.
- Polyester polymers such as phthalate; Polystyrene and styrene polymers such as acrylonitrile-styrene copolymer (AS resin); Polyethylene polymers such as polyethylene, polypropylene, and ethylene / propylene copolymers; Vinyl chloride polymers; Nylon, And amide-based polymers such as aromatic polyamides; imide-based polymers; sulfone-based polymers; polyether sulfone-based polymers; polyether ether ketone-based polymers; polyphenylene sulfide-based polymers; vinylidene chloride-based polymers; vinyl alcohol-based polymers; vinyl butyral-based polymers. Examples include allylate-based polymers; polyoxymethylene-based polymers; epoxy-based polymers; and polymers in which these polymers are mixed. Further, the polarizer described later may also serve as such a support.
- the thickness of the support is not particularly limited, but is preferably 5 to 60 ⁇ m, more preferably 5 to 40 ⁇ m.
- the optically anisotropic layer is preferably formed on the surface of the alignment film.
- the alignment film may be sandwiched between the support and the optically anisotropic layer. Further, the support described above may also serve as an alignment film.
- the alignment film may be any film as long as it has a function of horizontally aligning the polymerizable liquid crystal compound contained in the composition.
- the alignment film often contains a polymer as a main component.
- the polymer material for an alignment film has been described in a large number of documents, and a large number of commercially available products are available.
- As the polymer material for the alignment film polyvinyl alcohol, polyimide, or a derivative thereof is preferable, and modified or unmodified polyvinyl alcohol is more preferable.
- Examples of the alignment film that the optical film may have include the alignment film described in International Publication No. 01/088474, p. 43, line 24 to p. 49, line 8. Examples thereof include an alignment film made of the modified polyvinyl alcohol described in [0995]; and a liquid crystal alignment film formed by a liquid crystal alignment agent described in JP-A-2012-155308.
- the photoalignment film is not particularly limited, but is an alignment film formed of a polymer material such as the polyamide compound and the polyimide compound described in paragraphs [0024] to [0043] of International Publication No. 2005/096041;
- a liquid crystal alignment film formed by a liquid crystal alignment agent having a photoaligning group described in 155308A, and a trade name LPP-JP265CP manufactured by Polyimide Technologies, etc. can be used.
- the thickness of the alignment film is not particularly limited, but is preferably 0.01 to 10 ⁇ m, preferably 0.01 to 10 ⁇ m, from the viewpoint of alleviating the surface irregularities that may exist on the support and forming an optically anisotropic layer having a uniform film thickness. 1 ⁇ m is more preferable, and 0.01 to 0.5 ⁇ m is further preferable.
- the optical film preferably contains an ultraviolet (UV) absorber in consideration of the influence of external light (particularly ultraviolet light).
- the ultraviolet absorber may be contained in the optically anisotropic layer, or may be contained in a member other than the optically anisotropic layer constituting the optical film.
- a support is preferably mentioned.
- the ultraviolet absorber any conventionally known one capable of exhibiting ultraviolet absorption can be used.
- benzotriazole-based or hydroxyphenyltriazine-based ultraviolet absorbers are preferable from the viewpoint of having high ultraviolet absorption and obtaining the ultraviolet absorbing ability (ultraviolet blocking ability) used in image display devices. Further, in order to widen the absorption range of ultraviolet rays, it is also preferable to use two or more kinds of ultraviolet absorbers having different maximum absorption wavelengths in combination.
- Examples of the ultraviolet absorber include the compounds described in paragraphs [0258] to [0259] of JP2012-018395, and paragraphs [0055] to [0105] of JP2007-072163. Compounds and the like can be mentioned. Further, as commercially available products, Tinuvin400, Tinuvin405, Tinuvin460, Tinuvin477, Tinuvin479, Tinuvin1577 (all manufactured by BASF) and the like can be used.
- the polarizing plate has the above-mentioned optical film and a polarizer.
- the polarizing plate can be used as a circular polarizing plate when the above-mentioned optically anisotropic layer is a ⁇ / 4 plate (positive A plate).
- the above-mentioned optically anisotropic layer is a ⁇ / 4 plate (positive A plate), and the angle formed by the slow phase axis of the ⁇ / 4 plate and the absorption axis of the polarizer described later. Is preferably 30 to 60 °, more preferably 40 to 50 °, further preferably 42 to 48 °, and particularly preferably 45 °.
- the "slow phase axis" of the ⁇ / 4 plate means the direction in which the refractive index becomes maximum in the plane of the ⁇ / 4 plate
- the "absorption axis" of the polarizer means the direction in which the absorbance is highest.
- the polarizing plate can also be used as an optical compensation film for an IPS type or FFS type liquid crystal display device.
- the above-mentioned optically anisotropic layer is used as at least one plate of a laminate of a positive A plate and a positive C plate, and the positive A is used.
- the angle formed by the slow axis of the plate layer and the absorption axis of the polarizer described later is orthogonal or parallel.
- the slow axis of the positive A plate layer and the absorption of the polarizer described later are performed. More preferably, the angle formed by the shaft is 0 to 5 ° or 85 to 95 °.
- the angle formed by the slow axis of the optically anisotropic layer and the absorption axis of the polarizer described later is parallel or orthogonal.
- parallel does not require that it is strictly parallel, but means that the angle between one and the other is less than 10 °.
- orthogonal does not require that they are strictly orthogonal, but means that the angle between one and the other is more than 80 ° and less than 100 °.
- the polarizer included in the polarizing plate is not particularly limited as long as it is a member having a function of converting light into specific linearly polarized light, and conventionally known absorption type polarizers and reflection type polarizers can be used.
- absorption type polarizer an iodine-based polarizer, a dye-based polarizer using a dichroic dye, a polyene-based polarizer, and the like are used.
- Iodine-based polarized light and dye-based polarized light include coated and stretched polarized light, and both can be applied.
- Japanese Patent No. 5048120, Japanese Patent No. 5143918, Japanese Patent No. 46910205, and Japanese Patent No. Japanese Patent No. 4751481 and Japanese Patent No. 4751486 can be mentioned, and known techniques for these polarizers can also be preferably used.
- the coated polarizer include International Publication No. 2018/124198, International Publication No. 2018/186503, International Publication No. 2019/132020, International Publication No. 2019/132018, International Publication No. 2019/189345, JP-A-2019. -197168, Japanese Patent Application Laid-Open No.
- the reflective polarizer a polarizer in which thin films having different birefringences are laminated, a wire grid type polarizer, a polarizer in which a cholesteric liquid crystal having a selective reflection region and a 1/4 wave plate are combined, and the like are used.
- a polymer containing a polyvinyl alcohol-based resin (-CH 2- CHOH- as a repeating unit.
- a polarizer containing (1) is preferable.
- the polarization element may have a depolarizing portion formed along the opposite end edges.
- Examples of the depolarizing unit include Japanese Patent Application Laid-Open No. 2014-240970.
- the polarizer may have non-polarizing portions arranged at predetermined intervals in the longitudinal direction and / or the width direction.
- the non-polarized portion is a partially decolorized decolorized portion. The arrangement pattern of the non-polarized portion can be appropriately set according to the purpose.
- the non-polarizing unit is arranged at a position corresponding to the camera unit of the image display device when the polarizer is cut (cut, punched, etc.) to a predetermined size in order to attach it to an image display device of a predetermined size.
- Examples of the arrangement pattern of the non-polarized portion include JP-A-2016-0273792.
- the thickness of the polarizer is not particularly limited, but is preferably 3 to 60 ⁇ m, more preferably 3 to 30 ⁇ m, and even more preferably 3 to 10 ⁇ m.
- the pressure-sensitive adhesive layer may be arranged between the optically anisotropic layer in the optical film and the polarizer.
- the ratio (tan ⁇ ) of the storage elastic modulus G'and the loss elastic modulus G'measured by a dynamic viscoelasticity measuring device. G "/ G') includes members made of substances of 0.001 to 1.5, including so-called adhesives and materials that are prone to creep.
- the pressure-sensitive adhesive include, but are not limited to, a polyvinyl alcohol-based pressure-sensitive adhesive.
- an adhesive layer may be arranged between the optically anisotropic layer and the polarizer in the optical film.
- a curable adhesive composition that is cured by irradiation with active energy rays or heating is preferable.
- the curable adhesive composition include a curable adhesive composition containing a cationically polymerizable compound, a curable adhesive composition containing a radically polymerizable compound, and the like.
- the thickness of the adhesive layer is preferably 0.01 to 20 ⁇ m, more preferably 0.01 to 10 ⁇ m, and even more preferably 0.05 to 5 ⁇ m.
- the thickness of the adhesive layer is within this range, floating or peeling does not occur between the laminated protective layer or the optically anisotropic layer and the polarizer, and a practically acceptable adhesive force can be obtained.
- the thickness of the adhesive layer is preferably 0.4 ⁇ m or more from the viewpoint of suppressing the generation of bubbles.
- the bulk water absorption rate of the adhesive layer may be adjusted to 10% by mass or less, preferably 2% by mass or less. The bulk water absorption rate is measured according to the water absorption rate test method described in JIS K 7209.
- the adhesive layer for example, paragraphs [0062] to [0080] of JP-A-2016-305579 can be referred to, and these contents are incorporated in the present specification.
- an easy-adhesion layer may be arranged between the optically anisotropic layer and the polarizer in the optical film.
- excellent adhesion to the optically anisotropic layer and the polarizer, further, from the viewpoint of suppressing the generation of cracks in the polarizer, the storage elastic modulus at 85 ° C. of the adhesive layer is 1.0 ⁇ 10 6 Pa ⁇ It is preferably 1.0 ⁇ 10 7 Pa.
- the constituent material of the easy-adhesion layer include polyolefin-based components and polyvinyl alcohol-based components.
- the thickness of the easy-adhesion layer is preferably 500 nm to 1 ⁇ m.
- paragraphs [0048] to [0053] of JP-A-2018-036345 can be referred to, and these contents are incorporated in the present specification.
- the image display device is an image display device having the above-mentioned optical film or the above-mentioned polarizing plate.
- the display element used in the image display device is not particularly limited, and examples thereof include a liquid crystal cell, an organic electroluminescence (hereinafter, abbreviated as “EL (Electro Luminescence)”) display panel, and a plasma display panel.
- EL Organic electroluminescence
- a liquid crystal cell or an organic EL display panel is preferable, and a liquid crystal cell is more preferable. That is, as the image display device, a liquid crystal display device using a liquid crystal cell as a display element or an organic EL display device using an organic EL display panel as a display element is preferable, and a liquid crystal display device is more preferable.
- a liquid crystal display device which is an example of an image display device, is a liquid crystal display device having the above-mentioned polarizing plate and a liquid crystal cell.
- the polarizing plates provided on both sides of the liquid crystal cell, it is preferable to use the above-mentioned polarizing plate as the front side polarizing plate, and it is more preferable to use the above-mentioned polarizing plate as the front side and rear side polarizing plates. preferable.
- the liquid crystal cells constituting the liquid crystal display device will be described in detail below.
- the liquid crystal cell used in the liquid crystal display device is VA (Vertical Alignment) mode, OCB (Optically Compensated Bend) mode, IPS (In-Plane-Switching) mode, FFS (Fringe-Field-Switching) mode, or TN (Twisted). Nematic) mode is preferred, but not limited to these.
- the rod-shaped liquid crystal molecules are substantially horizontally oriented when no voltage is applied, and are further twisted to 60 to 120 °.
- the TN mode liquid crystal cell is most often used as a color TFT liquid crystal display device, and has been described in many documents.
- the rod-shaped liquid crystal molecules are substantially vertically oriented when no voltage is applied.
- a VA mode liquid crystal cell in a narrow sense in which rod-shaped liquid crystal molecules are oriented substantially vertically when no voltage is applied and substantially horizontally when a voltage is applied Japanese Patent Laid-Open No. 2-.
- a liquid crystal cell SID97, Digest of tech.Papers (Proceedings) 28 (1997) 845) in which the VA mode is multi-domainized to expand the viewing angle.
- liquid crystal cell in the VA mode may be any of PVA (Patterned Vertical Alignment) type, optical alignment type (Optical Alignment), and PSA (Polymer-Sustained Alignment). Details of these modes are described in Japanese Patent Application Laid-Open No. 2006-215326 and Japanese Patent Application Laid-Open No. 2008-538819.
- the rod-shaped liquid crystal molecules are oriented substantially parallel to the substrate, and the liquid crystal molecules respond in a plane by applying an electric field parallel to the substrate surface.
- the display is black when no electric field is applied, and the absorption axes of the pair of upper and lower polarizing plates are orthogonal to each other.
- Methods for reducing leakage light when displaying black in an oblique direction and improving the viewing angle by using an optical compensation sheet are described in JP-A-10-054982, JP-A-11-202323, and JP-A-9-292522. It is disclosed in JP-A-11-133408, JP-A-11-305217, JP-A-10-307291, and the like.
- Organic EL display device As an organic EL display device which is an example of an image display device, for example, from the viewing side, a polarizer, a ⁇ / 4 plate (positive A plate) composed of the above-mentioned optically anisotropic layer, and an organic EL display panel are used. Examples of the mode having this order can be mentioned. Further, the organic EL display panel is a display panel configured by using an organic EL element formed by sandwiching an organic light emitting layer (organic electroluminescence layer) between electrodes (between a cathode and an anode). The configuration of the organic EL display panel is not particularly limited, and a known configuration is adopted.
- Matte dispersion liquid 1 ⁇ -Silica particles with an average particle size of 20 nm (AEROSIL R972, manufactured by Nippon Aerosil Co., Ltd.) 2 parts by mass-Methylene chloride (first solvent) 76 parts by mass-Methanol (second solvent) 11 parts by mass-Core layer cellulose acylate dope 11 1 part by mass ⁇
- ⁇ Preparation of protective film 1> The core layer cellulose acylate dope 1 and the outer layer cellulose acylate dope 1 were filtered using a filter paper having an average pore size of 34 ⁇ m and a sintered metal filter having an average pore size of 10 ⁇ m. Then, using a band casting machine, the core layer cellulose acylate dope 1 and the outer layer cellulose acylate dope 1 on both sides thereof were cast on a drum at 20 ° C. at the same time in three layers from the casting port. Next, the film was peeled off from the drum in a state where the solvent content of the film on the drum was about 20% by mass.
- ⁇ Formation of photoalignment film 1> The composition 1 for a photoalignment film prepared above was applied to the surface of one side of the prepared protective film 1 using a bar coater. Then, it was dried on a hot plate at 80 ° C. for 5 minutes to remove the solvent, and a photoisomerization composition layer having a thickness of 0.2 ⁇ m was formed. The obtained photoisomerization composition layer was irradiated with polarized ultraviolet rays (10 mJ / cm 2 , using an ultrahigh pressure mercury lamp) to form a photoalignment film 1 having a thickness of 0.2 ⁇ m.
- composition 1 polymerizable liquid crystal composition
- the coating film formed on the surface of the photoalignment film 1 was heated to a temperature showing a nematic phase with warm air and then cooled to a temperature showing a smectic phase to stabilize the orientation. Then, in a nitrogen atmosphere, the coating film was irradiated with ultraviolet rays (wavelength 365 nm, irradiation amount 500 mJ / cm 2 ) using a high-pressure mercury lamp to fix the orientation of the polymerizable liquid crystal compound, resulting in an optically anisotropic thickness of 2 ⁇ m.
- ultraviolet rays wavelength 365 nm, irradiation amount 500 mJ / cm 2
- the sex layer 1 was prepared.
- the in-plane retardation Re1 (550) was 130 nm, and Re1 (450) /.
- Re1 (550) was 1.05.
- composition 1 ⁇ -The following polymerizable liquid crystal compound L-1 100.00 parts by mass-The following monofunctional compound M-1 15.00 parts by mass-The following polymerization initiator PI-1 0.50 parts by mass-The following leveling agent T-1 0.20 Part by mass ⁇ Cyclopentanone 235.00 parts by mass ⁇
- Contrast is measured by a laminated body in which a direct-type LED backlight source, a lower polarizing plate, a produced optically anisotropic layer 1, and an upper polarizing plate are arranged in parallel on a table in order from the bottom. went. At this time, the optically anisotropic layer 1 and the upper polarizing plate were made rotatable. The brightness of the light emitted from the light source and transmitted through the lower polarizing plate, the optically anisotropic layer 1, and the upper polarizing plate in this order is measured from the direction perpendicular to the main surface of each polarizing plate and the optically anisotropic layer 1. It was measured using a meter (BM-5A (manufactured by TOPCON)).
- BM-5A manufactured by TOPCON
- the brightness was measured as follows. First, the upper polarizing plate was rotated in the absence of the optically anisotropic layer 1 to adjust to the position where the brightness became the darkest (cross Nicol state). The optically anisotropic layer 1 was inserted, and the optically anisotropic layer 1 was rotated under the state of cross Nicol to measure the minimum brightness. Next, the upper polarizing plate is rotated to arrange the upper polarizing plate and the lower polarizing plate in parallel Nicols, and then the optically anisotropic layer 1 is rotated under the state of parallel Nicols to maximize the brightness. was measured.
- Contrast 1 / [ ⁇ (Minimum brightness under cross Nicol when optically anisotropic layer 1 is installed) / (Maximum brightness under parallel Nicol when optically anisotropic layer 1 is installed) ⁇ - ⁇ (Optically anisotropic layer) Minimum brightness under cross Nicol without 1) / (Maximum brightness under parallel Nicol without optically anisotropic layer 1) ⁇ ]
- the contrast is 200,000 or more
- the contrast is 100,000 or more and less than 200,000
- the contrast is less than 100,000
- optically anisotropic layer 1 is observed with a polarizing microscope, and the laminated body obtained by inserting the optically anisotropic layer 1 between two polarizing plates arranged in a cross Nicol state is visually observed. Each observation was carried out, and the defect of the optically anisotropic layer 1 was evaluated according to the following criteria.
- Examples 2 to 12 This was carried out except that the combination of the polymerizable liquid crystal compound and the monofunctional compound shown in Table 1 described later was used instead of the polymerizable liquid crystal compound L-1 and / or the monofunctional compound M-1 contained in the composition 1.
- Optically anisotropic layers 2 to 12 were prepared according to the method of Example 1, and each evaluation was performed. When the phase difference of the optically anisotropic layers 2 to 12 formed in Examples 2 to 12 was measured in the same manner as in Example 1, the optically anisotropic layers 2 to 12 were all positive A plates. It was confirmed that the in-plane retardation Re1 (550) was 110 to 150 nm, and Re1 (450) / Re1 (550) was 1.02 to 1.12.
- Comparative Example 8 In the production of the optically anisotropic layer 1, the orientation was stabilized by irradiation with ultraviolet rays after the orientation was stabilized at a temperature at which the coating film formed by applying the composition 1 showed a nematic phase, except that the orientation was fixed.
- the optically anisotropic layer 20 of Comparative Example 8 was prepared according to the method of Example 1, and each evaluation was performed.
- Table 1 shows the composition of the polymerizable liquid crystal composition used for forming the optically anisotropic layer in Examples 1 to 12 and Comparative Examples 1 to 8, and the X-ray diffraction measurement of the formed optically anisotropic layer. The evaluation results of contrast and defects are shown.
- ratio a2 / a1 column, for each of Examples and Comparative Examples, showing the ratio of the number of atoms a 2 monofunctional compound to the atomic number a 1 of polymerizable liquid crystal compound.
- total b 2 of the number of ring B 2 and the aromatic ring Ar is the formula (2) number b 1 and a monofunctional compound of the ring B 1 is a included in the polymerizable liquid crystal compound If the relationship is satisfied, enter "A” in the "Equation (2)” column of Table 1, and if the relationship of the above equation (2) is not satisfied, enter "B" in the same column.
- the polymerizable liquid crystal composition contains a monofunctional compound having a specific polymerizable group and an aromatic ring group, and the polymerizable liquid crystal compound and the monofunctional compound contained in the polymerizable liquid crystal composition have the above formula ( When both 1) and the above formula (2) are satisfied, it has been found that the contrast of the obtained image display device is improved by forming an optically anisotropic layer using the polymerizable liquid crystal composition (1) and the above formula (2). Examples 1 to 12).
- the sequence of ring comprising ring B 2 and ring Ar a polymerizable group P 3 in monofunctional compounds are arranged in order of polymerizable ring B 1 from the polymerizable group P 1 or P 2 in the liquid crystal compound are aligned in this order. It was confirmed that when the arrangement is the same as that of the above, the contrast of the image display device is better and the effect of suppressing defects in the optically anisotropic layer is good (Examples 1 to 3 and 5 and Example 6). And comparison with 7.).
- the polymerizable liquid crystal compound has five ring B 1, polymerizable liquid crystal compounds as compared with the case of having three rings B 1, together with the contrast of the image display device more excellent, the optically anisotropic layer It was confirmed that the defect suppressing effect was good (comparison between Examples 1 to 3 and 5 and Example 10). Furthermore, if the monofunctional compound has two ring B 2, as compared with the case where a monofunctional compound having one ring B 2, together with the contrast of the image display device more excellent, the defects in the optically anisotropic layer It was confirmed that the inhibitory effect was good (comparison between Examples 1 to 3 and 5 and Example 10).
- the polymerizable liquid crystal compound represented by the formula (I) if ⁇ electron number of the aromatic ring represented by Ar 3 is 10 or more, with ⁇ electron number of the aromatic ring represented by Ar 3 is 6 It was confirmed that the contrast of the image display device was better and the effect of suppressing defects in the optically anisotropic layer was better than in some cases (Examples 1 to 3 and 5 and Examples 8 and 8). Comparison with 10).
- the ratio a 2 / a 1 of the number of atoms a 2 of the monofunctional compound to the number a 1 of the polymerizable liquid crystal compound is less than 0.53, the ratio a 2 / a 1 is 0.53 or more. It was confirmed that the effect of suppressing defects in the optically anisotropic layer was better than in the case (comparison between Examples 1 to 3 and 5 and Example 4).
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| JP2021549011A JP7382414B2 (ja) | 2019-09-27 | 2020-09-25 | 光学異方性層、光学フィルム、偏光板、画像表示装置 |
| CN202080067377.2A CN114514252B (zh) | 2019-09-27 | 2020-09-25 | 光学各向异性层、光学膜、偏振片、图像显示装置 |
| KR1020227009574A KR102744006B1 (ko) | 2019-09-27 | 2020-09-25 | 광학 이방성층, 광학 필름, 편광판, 화상 표시 장치 |
| US17/702,299 US12612553B2 (en) | 2019-09-27 | 2022-03-23 | Optically anisotropic layer, optical film, polarizing plate, and image display device |
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| US6466297B1 (en) * | 1999-07-02 | 2002-10-15 | Merck Patent Geselleschaft Mit Beschrankter Haftung | Method of preparing a broadband reflective polarizer |
| WO2018216812A1 (ja) * | 2017-05-26 | 2018-11-29 | 富士フイルム株式会社 | 光配向性ポリマー、バインダー組成物、バインダー層、光学積層体、光学積層体の製造方法および画像表示装置 |
| WO2019160044A1 (ja) * | 2018-02-14 | 2019-08-22 | 富士フイルム株式会社 | 光学異方性膜、光学フィルム、偏光板および画像表示装置 |
| WO2019172248A1 (ja) * | 2018-03-05 | 2019-09-12 | 富士フイルム株式会社 | 偏光板の製造方法、光学フィルムの製造方法および重合性液晶組成物 |
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| KR101933220B1 (ko) | 2011-07-07 | 2018-12-27 | 스미또모 가가꾸 가부시키가이샤 | 편광 소자, 원편광판 및 이들의 제조 방법 |
| KR20170074178A (ko) | 2015-12-21 | 2017-06-29 | 제이엔씨 주식회사 | 중합성 액정 화합물, 조성물, 그 액정 중합막류 및 이들의 용도 |
| JP6726290B2 (ja) * | 2016-09-29 | 2020-07-22 | 富士フイルム株式会社 | 積層体および窓 |
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| JP7313153B2 (ja) * | 2018-02-01 | 2023-07-24 | 住友化学株式会社 | 重合性液晶組成物、偏光膜およびその製造方法、偏光板ならびに表示装置 |
| JP7260520B2 (ja) * | 2018-02-14 | 2023-04-18 | 富士フイルム株式会社 | 重合性液晶組成物、重合性液晶組成物の製造方法、光学異方性膜、光学フィルム、偏光板および画像表示装置 |
| CN111712744B (zh) * | 2018-02-14 | 2022-04-29 | 富士胶片株式会社 | 光学膜、偏振片及图像显示装置 |
| JPWO2019167926A1 (ja) * | 2018-02-28 | 2021-03-18 | 富士フイルム株式会社 | 積層体、有機電界発光装置、液晶表示装置 |
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| US6466297B1 (en) * | 1999-07-02 | 2002-10-15 | Merck Patent Geselleschaft Mit Beschrankter Haftung | Method of preparing a broadband reflective polarizer |
| WO2018216812A1 (ja) * | 2017-05-26 | 2018-11-29 | 富士フイルム株式会社 | 光配向性ポリマー、バインダー組成物、バインダー層、光学積層体、光学積層体の製造方法および画像表示装置 |
| WO2019160044A1 (ja) * | 2018-02-14 | 2019-08-22 | 富士フイルム株式会社 | 光学異方性膜、光学フィルム、偏光板および画像表示装置 |
| WO2019172248A1 (ja) * | 2018-03-05 | 2019-09-12 | 富士フイルム株式会社 | 偏光板の製造方法、光学フィルムの製造方法および重合性液晶組成物 |
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