WO2021182248A1 - Composition, procédé de production de film optique et film optique - Google Patents

Composition, procédé de production de film optique et film optique Download PDF

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WO2021182248A1
WO2021182248A1 PCT/JP2021/008220 JP2021008220W WO2021182248A1 WO 2021182248 A1 WO2021182248 A1 WO 2021182248A1 JP 2021008220 W JP2021008220 W JP 2021008220W WO 2021182248 A1 WO2021182248 A1 WO 2021182248A1
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liquid crystal
base material
crystal compound
composition
mass
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PCT/JP2021/008220
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English (en)
Japanese (ja)
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峻也 加藤
啓祐 小玉
浩之 萩尾
輝 丸山
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富士フイルム株式会社
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Priority to JP2022505978A priority Critical patent/JP7449363B2/ja
Priority to CN202180019303.6A priority patent/CN115244437A/zh
Publication of WO2021182248A1 publication Critical patent/WO2021182248A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/10—Esters
    • C08F20/12—Esters of monohydric alcohols or phenols
    • C08F20/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F20/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements

Definitions

  • the present invention relates to a composition, a method for producing an optical film, and an optical film.
  • the optically anisotropic layer having refractive index anisotropy is applied to various applications such as an antireflection film of a display device and an optical compensation film of a liquid crystal display device.
  • Patent Document 1 as a method of forming an optically anisotropic layer, a method of rubbing a base material and applying a composition containing a liquid crystal compound on the surface thereof to form an optically anisotropic layer. Is disclosed.
  • a composition used for forming an optically anisotropic layer by coating on a base material A liquid crystal compound having a polymerizable group and a polymer containing a repeating unit having a polymerizable group are included.
  • the content of the repeating unit having a polymerizable group is 20% by mass or more with respect to all the repeating units of the polymer.
  • the absolute value of the difference between the SP value of the polymer and the SP value of the base material is 4.0 MPa 1/2 or less.
  • a composition in which the content of the polymer is 10% by mass or less with respect to the total mass of the liquid crystal compound.
  • composition according to (1) or (2) wherein the weight average molecular weight of the polymer is 5000 or more.
  • the polymerizable group of the liquid crystal compound and the polymerizable group in the repeating unit having the polymerizable group are selected from the group consisting of an acryloyl group, a methacryloyl group, a vinyl group, and a styryl group (1). )-(3).
  • the composition according to any one of (1) to (7) is coated on a substrate to form a composition layer, the liquid crystal compound in the composition layer is oriented, and then the liquid crystal compound.
  • a method for producing an optical film which comprises immobilizing the orientation state of the above-mentioned material and producing an optical film having a base material and an optically anisotropic layer formed on the base material.
  • the optical film according to (9), wherein the optically anisotropic layer has a thickness of 15 ⁇ m or less.
  • the present invention it is possible to provide a composition capable of forming an optically anisotropic layer having excellent adhesion to a substrate and suppressing the occurrence of optical defects. According to the present invention, a method for producing an optical film and an optical film can be provided.
  • 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. And, it means an electron beam (EB: Electron Beam) and the like. Of these, ultraviolet rays are preferable.
  • visible light refers to light having a diameter of 380 to 780 nm. Further, in the present specification, unless otherwise specified, the measurement wavelength is 550 nm.
  • (meth) acrylic is a general term for acrylics and methacryl
  • (meth) acrylate is a general term for acrylates and methacrylates.
  • Re ( ⁇ ) and Rth ( ⁇ ) represent in-plane retardation at wavelength ⁇ and retardation in the thickness direction, respectively. Unless otherwise specified, the wavelength ⁇ is 550 nm.
  • Re ( ⁇ ) and Rth ( ⁇ ) are values measured at a wavelength ⁇ in AxoScan and Axometrics.
  • Slow phase axial direction (°) Re ( ⁇ ) R0 ( ⁇ )
  • Rth ( ⁇ ) ((nx + ny) /2-nz) ⁇ d Is calculated.
  • R0 ( ⁇ ) is displayed as a numerical value calculated by AxoScan, it means Re ( ⁇ ).
  • the average refractive index values of the main optical films are illustrated below: cellulose acylate (1.48), cycloolefin polymer (1.52), polycarbonate (1.59), polymethylmethacrylate (1.49), And polystyrene (1.59).
  • a feature of the composition of the present invention is that it contains a predetermined polymer together with the liquid crystal compound.
  • the predetermined polymer since the difference in SP value between the predetermined polymer and the base material is small, the polymer tends to be unevenly distributed in the vicinity of the base material when the composition is applied onto the base material. Further, since the predetermined polymer has a polymerizable group, an optically anisotropic layer having excellent adhesion to the substrate can be formed by the curing treatment. Further, by adjusting the amount of a predetermined polymer used, the occurrence of optical defects due to poor orientation of the liquid crystal compound is suppressed. As will be described later, since the composition of the present invention can be directly applied onto a substrate that does not contain a so-called alignment film to form an optically anisotropic layer, the thickness of the formed optical film can be reduced.
  • the composition of the present invention is a composition used for forming an optically anisotropic layer by coating on a substrate, and is a liquid crystal compound having a polymerizable group and a repeating unit having a polymerizable group. Including polymers including. In the following, each component contained in the composition will be described in detail.
  • the composition contains a liquid crystal compound having a polymerizable group (hereinafter, also referred to as “polymerizable liquid crystal compound”).
  • the type of the polymerizable liquid crystal compound is not particularly limited. Generally, a liquid crystal compound can be classified into a rod-shaped type (rod-shaped liquid crystal compound) and a disk-shaped type (discotic liquid crystal compound) according to its shape. Further, the liquid crystal compound can be classified into a small molecule type and a high molecular type.
  • a polymer generally refers to a polymer having a degree of polymerization of 100 or more (Polymer Physics / Phase Transition Dynamics, Masao Doi, p. 2, Iwanami Shoten, 1992).
  • any liquid crystal compound can be used, but it is preferable to use a polymerizable rod-shaped liquid crystal compound or a polymerizable disk-shaped liquid crystal compound, and it is more preferable to use a polymerizable rod-shaped liquid crystal compound.
  • Two or more kinds of polymerizable rod-shaped liquid crystal compounds, two or more kinds of polymerizable disk-shaped liquid crystal compounds, or a mixture of a polymerizable rod-shaped liquid crystal compound and a polymerizable disk-shaped liquid crystal compound may be used.
  • the polymerizable 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.
  • polymerizable disk-shaped 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-2010-2404038 can be preferably used.
  • the type of the polymerizable group contained in the polymerizable liquid crystal compound is not particularly limited, and a functional group capable of an addition polymerization reaction is preferable, a polymerizable ethylenically unsaturated group or a ring-polymerizable group is more preferable, and an acryloyl group, a methacryloyl group, and the like.
  • a vinyl group or a styryl group is more preferable.
  • the content of the polymerizable liquid crystal compound in the composition is not particularly limited, but is preferably 50% by mass or more, more preferably 70% by mass or more, based on the total solid content in the composition.
  • the upper limit is not particularly limited, but in many cases, it is 90% by mass or less.
  • the solid content means a component capable of forming an optically anisotropic layer from which the solvent has been removed, and is a solid content even if the property is liquid.
  • the composition contains a polymer (hereinafter, also referred to as “polymerizable polymer”) containing a repeating unit having a polymerizable group (hereinafter, also referred to as “unit 1”).
  • the type of the polymerizable group contained in the unit 1 is not particularly limited, and a functional group capable of an addition polymerization reaction is preferable, a polymerizable ethylenically unsaturated group or a ring-polymerizable group is more preferable, and an acryloyl group, a methacryloyl group, and a vinyl group are preferable. , Or a styryl group is more preferred.
  • the structure of the main chain of unit 1 is not particularly limited, and known structures can be mentioned, for example, a (meth) acrylic skeleton, a styrene skeleton, a siloxane skeleton, a cycloolefin skeleton, a methylpentene skeleton, and an amide skeleton. , And a skeleton selected from the group consisting of aromatic ester-based skeletons is preferred. Of these, a skeleton selected from the group consisting of a (meth) acrylic skeleton, a siloxane skeleton, and a cycloolefin skeleton is more preferable, and a (meth) acrylic skeleton is even more preferable.
  • the unit 1 has at least one of the following effects: that the adhesion between the base material and the optically anisotropic layer is more excellent, and that the occurrence of optical defects in the optically anisotropic layer is further suppressed. (Hereinafter, it is also simply referred to as "a point where the effect of the present invention is more excellent"), and the repeating unit represented by the formula (1) is preferable.
  • R 1 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
  • L 1 represents a single bond or an n + 1 valent linking group.
  • L 1 represents a divalent linking group
  • L 1 represents a trivalent linking group.
  • n represents 1.
  • a divalent aliphatic hydrocarbon group for example, an alkylene group
  • an arylene which may have a substituent
  • Examples thereof include a group, a heteroarylene which may have a substituent, -O-, -CO-, -NH-, or a group in which two or more of these are combined.
  • a group in which two or more of the above are combined it has a divalent aliphatic hydrocarbon group —O— and a —CO—O— substituent which may have a —CO—O— substituent.
  • It has a divalent aliphatic hydrocarbon group-NH-, which may have a divalent aliphatic hydrocarbon group which may have a -CO-O-substituted group, and a divalent aliphatic hydrocarbon group which may have an -O-CO-NH-substituted group.
  • Examples thereof include a divalent aliphatic hydrocarbon group —O— which may be used.
  • Examples of the trivalent linking group include a trivalent aliphatic hydrocarbon group which may have a substituent, a trivalent aromatic group which may have a substituent, a nitrogen atom (> N-), and the like. Examples thereof include a group in which these groups and the above-mentioned divalent linking group are combined.
  • P 1 represents a polymerizable group.
  • the definition of the polymerizable group is as described above.
  • N represents an integer of 1 or more. Among them, 1 or 2 is preferable as n, and 1 is more preferable, from the viewpoint that the effect of the present invention is more excellent.
  • the content of the unit 1 is 20% by mass or more with respect to all the repeating units of the polymerizable polymer, and from the viewpoint that the effect of the present invention is more excellent, 30% by mass or more is preferable, and 50% by mass or more is more preferable. ..
  • the upper limit is not particularly limited, but 100% by mass is mentioned, and in many cases, it is 95% by mass or less.
  • Examples of the unit 1 include the repeating unit shown in Table 1 below.
  • the polymerizable polymer may contain a repeating unit other than the unit 1 (hereinafter, also referred to as “unit 2”).
  • the unit 2 is not particularly limited, but a repeating unit represented by the formula (2) can be mentioned because the effect of the present invention is more excellent.
  • R 2 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
  • L 2 represents a single bond or a divalent linking group.
  • Examples of the divalent linking group include the groups exemplified as the divalent linking group represented by L 1 described above.
  • R 3 one or more of the aliphatic hydrocarbon group which may have a substituent or -CH 2- which constitutes the aliphatic hydrocarbon group is -O-, -S-, -NH-, Represents a group substituted with -N (Q)-or -CO-.
  • Q represents a substituent.
  • the number of carbon atoms contained in the aliphatic hydrocarbon group is not particularly limited, but 1 to 20 is preferable, and 1 to 10 is more preferable.
  • the aliphatic hydrocarbon group may be linear or branched. Further, the aliphatic hydrocarbon group may have a cyclic structure.
  • the substituent is not particularly limited, but for example, an alkyl group, an alkoxy group, an alkyl substituted alkoxy group, a cyclic alkyl group, an aryl group (for example, a phenyl group and a naphthyl group), a cyano group, an amino group, a nitro group, and an alkylcarbonyl. Examples include groups, sulfo groups, and hydroxyl groups.
  • the content of the unit 2 is not particularly limited, but with respect to all the repeating units of the polymerizable polymer. , 80% by mass or less, preferably 50% by mass or less, and more preferably 30% by mass or less.
  • the lower limit is not particularly limited, but may be 10% by mass or more.
  • repeating units examples include the repeating units shown in Table 2 below.
  • the weight average molecular weight of the polymerizable polymer is not particularly limited, but is preferably 5000 or more because the effect of the present invention is more excellent.
  • the upper limit is not particularly limited, but 50,000 or less is preferable because the effect of the present invention is more excellent.
  • the weight average molecular weight and the number average molecular weight in the present invention are values measured by a gel permeation chromatography (GPC) method under the following conditions.
  • the absolute value of the difference between the SP value of the polymerizable polymer and the SP value of the base material described later is 4.0 MPa 1/2 or less, and from the viewpoint that the effect of the present invention is more excellent, 2.8 MPa 1/2 or less is used. It is preferably 1.9 MPa 1/2 or less, more preferably.
  • the lower limit is not particularly limited, but 0 can be mentioned.
  • the SP value is the non-dispersive force of the SP value calculated by the method of Hoy et al. Intended for component ⁇ a. That is, the ⁇ a value can be calculated by the following formula (X) using the three-dimensional SP values ( ⁇ d, ⁇ p, ⁇ h) calculated by the method of Hoy et al.
  • ⁇ a ( ⁇ p 2 + ⁇ h 2 ) Equation 0.5 (X)
  • the values of ⁇ d, ⁇ p, and ⁇ h can be calculated from the chemical structural formula of the compound to be obtained.
  • the sum is obtained by multiplying the squared value ( ⁇ d 2 , ⁇ p 2 , ⁇ h 2) of the three-dimensional SP value of each repeating unit by the body integration rate of each repeating unit.
  • the squared value ( ⁇ d 2 , ⁇ p 2 , ⁇ h 2 ) of the three-dimensional SP value of the copolymer can be calculated and substituted into the above formula (X) to obtain the ⁇ a value of the copolymer.
  • the content of the polymerizable polymer in the composition is 10% by mass or less with respect to the total mass of the liquid crystal compound, and from the viewpoint that the effect of the present invention is more excellent, it is preferably 5% by mass or less, preferably 2% by mass or less. Is more preferable.
  • the lower limit is not particularly limited, but is preferably 0.1% by mass or more, and more preferably 0.3% by mass or more.
  • the polymerizable polymer can be produced by a known method.
  • the composition may contain components other than the above-mentioned polymerizable liquid crystal compound and the polymerizable polymer.
  • the composition may contain a solvent.
  • the solvent include ester-based solvents, ether-based solvents, amide-based solvents, carbonate-based solvents, ketone-based solvents, aliphatic hydrocarbon-based solvents, alicyclic hydrocarbon-based solvents, aromatic hydrocarbon-based solvents, and halogenation.
  • Examples include carbon-based solvents, water, and alcohol-based solvents. Of these, an ester solvent, an ether solvent, an amide solvent, a carbonate solvent, or a ketone solvent is preferable. Further, only one type of solvent may be used, or two or more types may be mixed and used.
  • the composition may contain a polymerization initiator.
  • a polymerization initiator When the composition contains a polymerization initiator, the polymerization of the polymerizable liquid crystal compound proceeds more efficiently.
  • the polymerization initiator include known polymerization initiators, photopolymerization initiators and thermal polymerization initiators, and photopolymerization initiators are preferable.
  • the content of the polymerization initiator in the composition is not particularly limited, but is preferably 0.01 to 20% by mass, more preferably 0.5 to 10% by mass, based on the total solid content in the composition.
  • the composition may contain a polymerizable monomer different from the polymerizable liquid crystal compound.
  • the polymerizable monomer include a radically polymerizable compound and a cationically polymerizable compound, and a polyfunctional radically polymerizable monomer is preferable.
  • the polymerizable monomer include the polymerizable monomers described in paragraphs 0018 to 0020 in JP-A-2002-296423.
  • the polymerizable monomer is preferably a non-liquid crystal monomer (a monomer that does not exhibit liquid crystallinity).
  • the content of the polymerizable monomer in the composition is not particularly limited, but is preferably 1 to 50% by mass, more preferably 5 to 30% by mass, based on the total mass of the polymerizable liquid crystal compound.
  • the composition may contain a surfactant.
  • the surfactant include conventionally known compounds, but fluorine-based compounds are preferable. Specifically, for example, the compounds described in paragraphs 0028 to 0056 of JP-A-2001-330725 and the compounds described in paragraphs 0069 to 0126 of JP-A-2005-062673 can be mentioned.
  • the composition may include a polymer.
  • the polymer include cellulose esters.
  • examples of the cellulose ester include those described in paragraph 0178 in JP-A-2000-155216.
  • the content of the polymer in the composition is not particularly limited, but is preferably 0.1 to 10% by mass, more preferably 0.1 to 8% by mass, based on the total mass of the polymerizable liquid crystal compound.
  • the composition may contain an additive (orientation control agent) that promotes horizontal orientation or vertical orientation in order to bring the upper liquid crystal compound into a horizontal or vertical orientation state.
  • an additive orientation control agent
  • the composition may further comprise a chiral agent.
  • the polymerizable liquid crystal compound can be twist-oriented along the spiral axis.
  • the type of chiral auxiliary is not particularly limited. Use any of the known chiral agents (for example, "Liquid Crystal Device Handbook” edited by the 142nd Committee of the Japan Society for the Promotion of Science, Chapter 3, Section 4-3, TN, Chiral Auxiliary for STN, p. 199, 1989). Can be done.
  • 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 auxiliary to liquid crystal compound (mass%)) [ ⁇ m -1 ]
  • the chiral agent may be a photosensitive chiral agent whose spiral inducing force changes with light irradiation (hereinafter, also simply referred to as “chiral agent A”).
  • the chiral agent A 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". Therefore, when the spiral inducing force continues to decrease due to light irradiation and the spiral direction becomes "negative" beyond 0 (that is, a spiral in the spiral direction opposite to the initial (before light irradiation) spiral direction is induced). In the case), it also corresponds to "a chiral agent that reduces the spiral inducing force".
  • 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, the twisting force of the liquid crystal compound is significantly changed 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 cinnamoyl site, a chalcone site, an azobenzene site or a azobenzene site in that photoisomerization is likely to occur and the difference in spiral-induced force before and after light irradiation is large.
  • the stilbene moiety is preferred, and the cinnamoyl moiety, chalcone moiety or stilbene moiety is more preferred in that it absorbs less visible light.
  • the photoisomerization site corresponds to the photoreaction site whose structure is changed by the above-mentioned light irradiation.
  • the composition may contain two or more kinds of chiral agent A, 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"). It may also include.).
  • the chiral agent B may be liquid or non-liquid.
  • 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.
  • As 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 spiral induced by the chiral agent B is in the left direction.
  • the absolute value of the weighted average helical twisting power of the chiral agent is preferably 0.0 ⁇ 1.9 .mu.m -1, more preferably 0.0 ⁇ 1.5 ⁇ m -1, 0.0 ⁇ 1 . It is more preferably 0 ⁇ m -1 , particularly preferably 0.0 to 0.5 ⁇ m -1 , and most preferably zero.
  • the absolute value of the weighted average spiral inducing force of the chiral agent is in the above range, as will be described later, two or more layers having different optical characteristics along the thickness direction depending on the manufacturing conditions of the optically anisotropic layer. It is easy to form an optically anisotropic layer having.
  • the weighted average spiral inducing force of the chiral auxiliary is the spiral inducing force of each chiral auxiliary and the concentration (mass%) of each chiral agent with respect to the polymerizable liquid crystal compound when two or more kinds of chiral agents are contained in the composition. ) Divided by the total concentration (% by mass) of the chiral agent with respect to the polymerizable liquid crystal compound. 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 negative value. That is, for example, if helical twisting power of the chiral agent of 10 [mu] m -1, when the spiral direction of the spiral, which is induced by the chiral agent is a right-handed represents a helical twisting power as 10 [mu] m -1. On the other hand, when the spiral direction of the spiral induced by the chiral agent is left-handed, the spiral-inducing force is expressed as -10 ⁇ m -1.
  • the content of the chiral agent A in the composition is not particularly limited, but is preferably 5.0% by mass or less with respect to the total mass of the polymerizable liquid crystal compound in that the polymerizable liquid crystal compound is likely to be uniformly oriented. 3.0% by mass or less is more preferable, and 2.0% by mass or less is further preferable.
  • the lower limit is not particularly limited, but is preferably 0.01% by mass or more, and more preferably 0.02% by mass or more.
  • the chiral agent 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 is not particularly limited, but is preferably 5.0% by mass or less with respect to the total mass of the polymerizable liquid crystal compound in that the polymerizable liquid crystal compound is likely to be uniformly oriented. 3.0% by mass or less is more preferable, and 2.0% by mass or less is further preferable.
  • the lower limit is not particularly limited, but is preferably 0.01% by mass or more, and more preferably 0.02% by mass or more.
  • the chiral agent B may be used alone or in combination of two or more. When two or more of the above chiral agents 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 is preferably 5.0% by mass or less, more preferably 4.0% by mass or less, based on the total mass of the polymerizable liquid crystal compound. Preferably, 2.0% by mass or less is more preferable.
  • the lower limit is not particularly limited, but is preferably 0.01% by mass or more, and more preferably 0.02% by mass or more.
  • the above-mentioned composition is applied onto a base material to form a composition layer, the liquid crystal compound in the composition layer is oriented, and then the orientation state of the liquid crystal compound is determined.
  • This is a method of immobilizing and producing an optical film having a base material and an optically anisotropic layer formed on the base material.
  • the base material used in the above production method will be described in detail, and then each procedure will be described in detail.
  • the base material is a member that supports the optically anisotropic layer described later. As will be described later, it is preferable that the surface on the side where the composition of the base material is applied has an orientation regulating force (force for orienting the liquid crystal compound).
  • the base material a transparent base material is preferable.
  • the transparent base material is intended to be a base material having a visible light transmittance of 60% or more, and the transmittance is preferably 80% or more, more preferably 90% or more.
  • the material for forming the base material a polymer having excellent optical performance transparency, mechanical strength, thermal stability, moisture shielding property, isotropic property and the like is preferable.
  • the polymer film that can be used as a base material include cellulose acylate films (for example, cellulose triacetate film (refractive coefficient 1.48), cellulose diacetate film, cellulose acetate butyrate film, cellulose acetate propionate film).
  • Polyolefin film eg, polyethylene film and polypropylene film
  • polyester film eg, polyethylene terephthalate film and polyethylene naphthalate film
  • polyacrylic film eg, polymethylmethacrylate
  • polyether sulfone film polyurethane film
  • polycarbonate film Polysulfone film, polyether film, polymethylpentene film, polyether ketone film, (meth) acrylic nitrile film
  • polymer film having an alicyclic structure nonorbornen resin (Arton: trade name, manufactured by JSR), non-) Crystalline polyolefin (Zeonex: trade name, manufactured by Nippon Zeon Co., Ltd.)
  • the substrate contains various additives (eg, optical anisotropy adjuster, wavelength dispersion adjuster, fine particles, plasticizer, UV inhibitor, deterioration inhibitor, and release agent, etc.) good.
  • additives eg, optical anisotropy adjuster, wavelength dispersion adjuster, fine particles, plasticizer, UV inhibitor, deterioration inhibitor, and release agent, etc.
  • the base material may have a single-layer structure or a multi-layer structure.
  • the base material is made of the above-mentioned polymer film.
  • the surface of the base material may be directly subjected to a rubbing treatment. That is, a base material 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.
  • a method of obtaining orientation by rubbing the surface of the base material in a certain direction with paper, gauze, felt, rubber, nylon fiber, polyester fiber, or the like can be used.
  • a method other than the rubbing treatment may be used as long as the orientation regulating force can be applied to the surface of the base material, and a method of applying a stretching treatment to the base material can also be mentioned.
  • the base material may include a support and an alignment film arranged on the support.
  • the alignment film is a film formed on the support only for orienting the liquid crystal compound, and is not self-supporting by itself.
  • Examples of the support include the polymer film described above.
  • the alignment film can be a rubbing treatment of an organic compound (preferably a polymer), an oblique deposition of an inorganic compound, formation of a layer having microgrooves, or an organic compound (eg, ⁇ -tricosan) by the Langmuir-Blojet method (LB film). It can be formed by means such as accumulation of acid (acid, dioctadecylmethylammonium chloride, methyl stearylate). Further, an alignment film in which an alignment function is generated by applying an electric field, applying a magnetic field, or irradiating light (preferably polarized light) is also known.
  • the alignment film is preferably formed by a rubbing treatment of a polymer.
  • Examples of the polymer contained in the alignment film include the methacrylate-based copolymer, styrene-based copolymer, polyolefin, polyvinyl alcohol and modified polyvinyl alcohol, and poly (N-) described in paragraph 0022 of JP-A-8-338913.
  • Methylolacrylamide methacrylate-based copolymer, styrene-based copolymer, polyolefin, polyvinyl alcohol and modified polyvinyl alcohol, and poly (N-) described in paragraph 0022 of JP-A-8-338913.
  • Methylolacrylamide methylolacrylamide
  • polyester polyimide
  • vinyl acetate copolymer polymer
  • carboxymethyl cellulose and polycarbonate.
  • silane coupling agent can also be used as a polymer.
  • water-soluble polymers eg, poly (N-methylolacrylamide), carboxymethyl cellulose, gelatin, polyvinyl alcohol, modified polyvinyl alcohol
  • gelatin, polyvinyl alcohol or modified polyvinyl alcohol is more preferable
  • polyvinyl alcohol or modified polyvinyl alcohol is more preferable. Is even more preferable.
  • the alignment film can be formed by applying a solution containing the above polymer, which is a material for forming an alignment film, and an arbitrary additive (for example, a cross-linking agent) onto a substrate, heat-drying (cross-linking), and rubbing treatment. ..
  • the surface energy of the base material is not particularly limited, but 35 mN / m or more is preferable because the effect of the present invention is more excellent.
  • the upper limit is not particularly limited, but it is often 50 mN / m or less.
  • the surface energy of the base material means the surface energy of the surface of the base material to which the composition is applied.
  • ⁇ s v unit, mN / m
  • DKOwens J.Appl.Polym.Sci., 13,1941 (1969)
  • ⁇ H2O d 21.8
  • ⁇ H2O h 51.0
  • ⁇ H2O v 72.8
  • ⁇ CH2I2 d 49.5
  • ⁇ CH2I2 h 1.3
  • ⁇ CH2I2 v 50.8. be.
  • the in-plane retardation of the base material at a wavelength of 550 nm is not particularly limited, but 10 nm or less is preferable in that the optical characteristics of the optically anisotropic layer can be more easily exhibited.
  • the lower limit is not particularly limited, but 0 can be mentioned.
  • the SP value of the base material may satisfy a predetermined relationship with the polymerizable polymer.
  • the SP value of the base material corresponds to the SP value of the material constituting the base material.
  • the base material has a multi-layer structure, it corresponds to the SP value of the material constituting the layer arranged on the surface side to which the composition is applied.
  • the material constituting the base material is a resin, as described in the method for calculating the SP value of the polymerizable polymer described above, the SP value of the repeating unit contained in the resin constituting the base material is calculated to obtain the resin. The SP value of is calculated.
  • the base material has a multi-layer structure and the material constituting the layer (for example, the alignment film) arranged on the surface side to which the composition is applied is a resin
  • the SP value of the repeating unit contained in the resin is used. To calculate the SP value of the resin.
  • the thickness of the base material is not particularly limited, but is preferably 10 to 200 ⁇ m, more preferably 10 to 100 ⁇ m, and even more preferably 20 to 90 ⁇ m. Further, the base material may be composed of a plurality of laminated sheets. When the base material has the above-mentioned support and alignment film, the thickness of the alignment film is not particularly limited, but is preferably 0.1 to 2 ⁇ m.
  • the substrate is subjected to surface treatment (eg, glow discharge treatment, corona discharge treatment, ultraviolet (UV) treatment, and flame treatment) on the surface of the base material in order to improve adhesion to the layer provided on the base material. May be good.
  • surface treatment eg, glow discharge treatment, corona discharge treatment, ultraviolet (UV) treatment, and flame treatment
  • the composition When producing an optical film, the composition is applied onto a substrate to form a composition layer.
  • the composition is applied directly onto the substrate.
  • the composition is applied so that the surface of the substrate is in contact with the composition.
  • the coating method is not particularly limited, and examples thereof include a wire bar coating method, an extrusion coating method, a direct gravure coating method, a reverse gravure coating method, and a die coating method.
  • a treatment for drying the composition layer applied on the substrate may be carried out. By carrying out the drying treatment, the solvent can be removed from the composition layer.
  • 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.
  • the polymerizable liquid crystal compound in the composition layer is oriented.
  • the treatment for orienting the polymerizable liquid crystal compound is not particularly limited, but heat treatment is preferable.
  • the heat treatment conditions the optimum conditions are selected according to the polymerizable liquid crystal compound used.
  • 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 orientation of the polymerizable liquid crystal compound depends on the material in the composition layer. Examples of the orientation state include homogenius orientation. When the composition layer contains a chiral agent, the polymerizable liquid crystal compound is twist-oriented along a spiral axis extending along the thickness direction of the composition layer.
  • the orientation state of the polymerizable liquid crystal compound is fixed to form an optically anisotropic layer.
  • the method for fixing the orientation state is not particularly limited, and the composition layer is subjected to a curing treatment to react the polymerizable groups in the polymerizable liquid crystal compound to form an optically anisotropic layer (cured layer). There is a way to do it.
  • 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 generally, it is preferably about 100 to 800 mJ / cm 2.
  • the orientation state of the polymerizable liquid crystal compound is fixed.
  • the optically anisotropic layer include a layer formed by immobilizing a homogeneously oriented polymerizable liquid crystal compound.
  • the optically anisotropic layer there is also a layer formed by fixing a polymerizable liquid crystal compound twist-oriented with a spiral axis in the thickness direction.
  • the "fixed” state means a state in which the orientation of the liquid crystal compound is maintained. It is not limited to that, and specifically, in the temperature range of 0 to 50 ° C., and more severely, -30 to 70 ° C., the layer is not fluid, and the layer is oriented by an external field or an external force. It is preferable that the fixed orientation form can be kept stable without causing a change. In the optically anisotropic layer, it is no longer necessary for the composition in the layer to finally exhibit liquid crystallinity.
  • the thickness of the optically anisotropic layer is not particularly limited, but is preferably 15 ⁇ m or less from the viewpoint of thinning.
  • the lower limit is not particularly limited, but is preferably 0.2 ⁇ m or more.
  • the optically anisotropic layer may have a single-layer structure or a multi-layer structure.
  • the multi-layer structure means a structure in which two or more layers having different optical characteristics are laminated.
  • an optically anisotropic layer having two layers having different optical characteristics can be produced in one coating step.
  • Step A The composition of the present invention containing the chiral agent A is applied onto a substrate to form a composition layer.
  • Step B The composition layer is heat-treated to form a polymerizable liquid crystal in the composition layer.
  • Step C for orienting the compound After step B, the composition layer is irradiated with light under the condition of an oxygen concentration of 1% by volume or more.
  • Step D After step C, the composition layer is heat-treated.
  • Step E After step D, the composition layer is cured to fix the orientation of the polymerizable liquid crystal compound and form an optically anisotropic layer. Will be described in detail.
  • Step A Examples of the procedure of step A include the above-mentioned procedure of applying the composition.
  • the composition used in step A contains a chiral agent A in addition to the liquid crystal compound and the polymer described above. As will be described later, the composition may contain a chiral agent B.
  • Step B The procedure of step B is not particularly limited, and examples thereof include a method of orienting the above-mentioned polymerizable liquid crystal compound.
  • Step C Step C will be described below with reference to the drawings.
  • the composition contains two types of chiral agents, chiral agent A and chiral agent B, and the absolute value of the weighted average spiral inducing force of the chiral agent in the composition layer formed by step A is 0.
  • the composition layer 12 in which the polymerizable liquid crystal compound LC is homogenically oriented is formed on the base material 10 by the step B.
  • FIG. 1 is a schematic cross-sectional view of the base material 10 and the composition layer 12.
  • the spiral direction induced by the chiral agent A is left-handed, and the chiral agent B induces the chiral agent B.
  • the spiral direction 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 assumed to be the same.
  • step C under the condition that the oxygen concentration is 1% by volume or more, from the direction opposite to the composition layer 12 side of the base material 10 (the direction of the white arrow in FIG. 2). Irradiate with light.
  • the light irradiation is carried out from the base material 10 side in FIG. 2, it may be carried out from the composition layer 12 side.
  • the surface of the upper region 12B is on the air side, so that the upper side is on the air side.
  • the oxygen concentration in the region 12B is high, and the oxygen concentration in the lower region 12A is low. Therefore, when the composition layer 12 is irradiated with light, the polymerization of the polymerizable liquid crystal compound easily proceeds in the lower region 12A, and the orientation state of the polymerizable liquid crystal compound is fixed.
  • the chiral agent A is also present in the lower region 12A, and the chiral agent A is also exposed to light, and the spiral inducing force changes.
  • the orientation state of the polymerizable liquid crystal compound is fixed in the lower region 12A, the orientation of the liquid crystal compound is even if the step D of heat-treating the light-irradiated composition layer, which will be described later, is performed. There is no change in state.
  • the oxygen concentration is high in the upper region 12B, even if light irradiation is performed, the polymerization of the polymerizable liquid crystal compound is inhibited by oxygen, and the polymerization is difficult to proceed.
  • step D heat treatment
  • step C the orientation state of the polymerizable liquid crystal compound is likely to be fixed in the base material side region (lower region) of the composition layer. Further, in the region of the composition layer opposite to the substrate side (upper region), solidification of the oriented state of the polymerizable liquid crystal compound is difficult to proceed, and the spiral inducing force changes depending on the exposed chiral agent A. It becomes a state.
  • Step C 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 layers having different orientation states of the polymerizable liquid crystal compound are easily formed in the optically anisotropic layer.
  • the upper limit is not particularly limited, but 100% by volume can be mentioned.
  • the irradiation intensity of light irradiation in the step C is not particularly limited, and can be appropriately determined based on the spiral inducing force of the chiral agent A.
  • the irradiation amount of light irradiation in the step C 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.
  • the lower limit, in terms of easy predetermined optical anisotropic layer is formed is preferably 10 mJ / cm 2 or more, 30 mJ / cm 2 or more is more preferable.
  • the light irradiation in step C is preferably carried out at 15 to 70 ° C. (preferably 15 to 50 ° C.).
  • the light used for light irradiation may be the light that the chiral agent A is exposed to. 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 D is a step of heat-treating the composition layer after step C.
  • the orientation state of the liquid crystal compound changes in the region where the spiral inducing force of the chiral auxiliary A in the composition layer subjected to light irradiation has changed.
  • the orientation state of the polymerizable liquid crystal compound is fixed in the lower region 12A as shown in FIG.
  • the polymerization of the polymerizable liquid crystal compound is difficult to proceed, and the orientation state of the polymerizable liquid crystal compound is not fixed.
  • the spiral inducing force of the chiral agent A changes.
  • the force for twisting the polymerizable liquid crystal compound changes in the upper region 12B 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 12 shown in FIG. 1 at the same concentration, the spiral direction induced by the chiral agent A is left-handed, and the chiral agent B causes the composition layer 12.
  • the induced spiral direction 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 is 0.
  • 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 greater 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 ) ⁇ "
  • the absolute value of "the concentration of chiral agent A (mass%)” and the absolute value of "the spiral inducing force of chiral agent B ( ⁇ m- 1 ) x the concentration of chiral agent B (% by mass)" correspond to the same state. That is, the spiral-inducing forces of both the chiral agent A that induces left-handed winding and the chiral agent B that induces right-handed winding cancel each other out.
  • the composition layer 12 after the step C 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. 5, the upper side is shown.
  • the polymerizable liquid crystal compound LC is twist-oriented along a spiral axis extending along the thickness direction of the composition layer 12.
  • the polymerization of the polymerizable liquid crystal compound proceeds during the step C and the orientation state of the polymerizable liquid crystal compound is fixed, so that the polymerizable liquid crystal compound is polymerizable. The reorientation of the liquid crystal compound does not proceed.
  • step D by carrying out the step D, a plurality of regions having different orientation states of the polymerizable liquid crystal compound are formed along the thickness direction of the composition layer.
  • the degree of twist of the polymerizable liquid crystal compound LC can be appropriately adjusted depending on the type of chiral agent A used, the exposure amount in step C, and the like.
  • chiral agent A a chiral agent whose spiral inducing force is increased by light irradiation may be used.
  • 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 turning direction induced by the chiral agent A.
  • FIGS. 3 and 4 above 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. For example, it may be an embodiment in which two kinds of chiral agents A are used.
  • 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 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 C, often 35 to 250 ° C, more often 50 to 150 ° C, and 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 between the weighted average helical twisting power preferably 0.05 .mu.m -1 or more, more preferably 0.05 ⁇ 10.0 [mu] m -1, more preferably 0.1 ⁇ 10.0 [mu] m -1.
  • the procedure of step E is not particularly limited, and examples thereof include the curing treatment performed in step 2 described above.
  • the optically anisotropic layer formed is a layer formed by fixing the orientation state of the homogeneously oriented polymerizable liquid crystal compound from the substrate side. Includes two layers, one is a layer in which the orientation of the polymerizable liquid crystal compound twisted and oriented along a spiral axis extending along the thickness direction is fixed. That is, the formed optically anisotropic layer has a multi-layer structure.
  • optical film having a base material and an optically anisotropic layer arranged on the base material is manufactured.
  • the base material and the optically anisotropic layer are in direct contact with each other.
  • the obtained optical film can be applied to various uses, and examples thereof include an optical compensation film for optically compensating a liquid crystal cell and an antireflection film used for a display device such as an organic electroluminescence display device.
  • the above-mentioned optical film may be used as a circularly polarizing plate in combination with a polarizer.
  • the polarizer may be a member having a function of converting natural light into specific linearly polarized light, and examples thereof include an absorption type polarizer.
  • the type of the polarizer is not particularly limited, and a commonly used polarizer can be used. Examples thereof include an iodine-based polarizer, a dye-based polarizer using a dichroic dye, and a polyene-based polarizer.
  • Iodine-based polarizers and dye-based polarizers are generally produced by adsorbing iodine or a dichroic dye on polyvinyl alcohol and stretching it.
  • a protective film may be arranged on one side or both sides of the polarizer.
  • the method for producing the circularly polarizing plate is not particularly limited, and a known method can be adopted. For example, a method of adhering an optical film and a polarizer via an adhesive layer can be mentioned.
  • the circularly polarizing plate can be suitably applied as an antireflection film for an organic EL display device.
  • Example 1> Preparation of Cellulose Achillate Film (Substrate)
  • the following components are put into a mixing tank, stirred, heated at 90 ° C. for 10 minutes, filtered through a filter paper having an average pore size of 34 ⁇ m and a sintered metal filter having an average pore size of 10 ⁇ m, and subjected to cellulose acylate dope (hereinafter, simply “”. Also called “dope”) was manufactured.
  • Cellulose acylate dope ⁇ Cellulose acylate (acetyl substitution degree 2.86, viscosity average degree of polymerization 310) 100 parts by mass sugar ester compound 1 (shown in chemical formula (S4)) 6.0 parts by mass sugar ester compound 2 (shown in chemical formula (S5)) 2.0 parts by mass silica particle dispersion (AEROSIL R972, Nippon Aerosil Co., Ltd.) Made) 0.1 parts by mass Solvent (methylene chloride / methanol / butanol) Predetermined amount ⁇
  • the above-mentioned dope was cast using a drum film forming machine.
  • the above-mentioned doping for forming the core layer so as to be in contact with the metal substrate cooled to 0 ° C. and the above-mentioned doping for forming the surface layer on the core layer were co-cast from the die, and then obtained.
  • the film was peeled off.
  • the drum was made of SUS (Steel Use Stainless).
  • the film peeled off from the drum was dried at 30 to 40 ° C. for 20 minutes at the time of transportation by using a tenter device that clips and conveys both ends of the film with a clip.
  • a tenter device that clips and conveys both ends of the film with a clip.
  • the obtained film was rolled and conveyed, it was post-dried by zone heating.
  • the obtained film was knurled and then wound up.
  • the film thickness of the obtained cellulose acylate film was 40 ⁇ m.
  • the surface energy of the obtained cellulose acylate film was measured and found to be 38.5 mN / m.
  • the in-plane retardation at a wavelength of 550 nm was 1 nm or less. Further, the visible light transmittance of the obtained cellulose acylate film was 60% or more.
  • the cellulose acylate film produced above was continuously subjected to a rubbing treatment.
  • the longitudinal direction of the long film and the conveying direction were parallel, and the angle formed by the film longitudinal direction (conveying direction) and the rotation axis of the rubbing roller was 74.5 °.
  • the film longitudinal direction (conveyance direction) is 90 ° and the counterclockwise direction is represented by a positive value with respect to the film width hand direction as a reference (0 °) when observed from the film side, the rotation axis of the rubbing roller is 15. It was .5 °.
  • the position of the rotation axis of the rubbing roller was a position rotated clockwise by 74.5 ° with respect to the longitudinal direction of the film.
  • the following composition (1) was applied onto the rubbing-treated cellulose acylate film using a Geeser coating machine, and the film on which the composition layer was formed was heated at 80 ° C. for 60 seconds. Then, the composition layer was irradiated with ultraviolet rays under air at 30 ° C. using a 365 nm LED lamp (manufactured by Acroedge Co., Ltd.) (30 mJ / cm 2 ). Next, after heating at 80 ° C.
  • the oxygen concentration was set to 100 ppm under nitrogen purge, and the liquid crystal display was irradiated with ultraviolet rays (500 mJ / cm 2) at 80 ° C. using a metal halide lamp (manufactured by Eye Graphics Co., Ltd.).
  • An optically anisotropic layer (thickness: 2 ⁇ m) in which the orientation of the compound was fixed was formed to prepare an optical film (F-1).
  • Rod-shaped liquid crystal compound (LC1) (hereinafter, a mixture of liquid crystal compounds.
  • the following numerical value (%) represents the mass ratio of each liquid crystal compound.)
  • Polymer (G1) (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.)
  • Examples 2 to 14 and Comparative Examples 1 to 4 Comparative Examples with the Optical Films (F-2 to F-14) of Examples according to the same procedure as in Example 1 except that the type of the polymerizable polymer used and the amount of the polymerizable polymer added were changed as shown in Table 3 below. Optical films (F-101 to 104) were produced. In Comparative Example 4, no polymerizable polymer was used.
  • Example 15 The cellulose acylate film used in Example 1 was continuously subjected to a rubbing treatment. At this time, the longitudinal direction of the long film and the conveying direction were parallel, and the angle formed by the film longitudinal direction (conveying direction) and the rotation axis of the rubbing roller was 74.5 °.
  • the film longitudinal direction (conveyance direction) is 90 ° and the counterclockwise direction is represented by a positive value with respect to the film width hand direction as a reference (0 °) when observed from the film side, the rotation axis of the rubbing roller is 15. It was .5 °.
  • the position of the rotation axis of the rubbing roller was a position rotated clockwise by 74.5 ° with respect to the longitudinal direction of the film.
  • the following composition (2) was applied onto the rubbing-treated cellulose acylate film using a Geeser coating machine, and the film on which the composition layer was formed was heated at 90 ° C. for 60 seconds.
  • the optics were irradiated with ultraviolet rays (500 mJ / cm 2 ) using a metal halide lamp (manufactured by Eye Graphics Co., Ltd.) at 80 ° C. with an oxygen concentration of 100 ppm under nitrogen purging to fix the orientation of the liquid crystal compound.
  • LC2 Disc-shaped liquid crystal compound
  • Polymer (G2) (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.)
  • a and b represent the content (mass%) of each repeating unit with respect to all the repeating units, a represents 90% by mass, and b represents 10% by mass.
  • Example 16 An optical film (F-16) was prepared according to the same procedure as in Example 15 except that the composition (3) was used instead of the composition (2).
  • composition (3) The following rod-shaped liquid crystal compound (LC4) 42.0 parts by mass The following rod-shaped liquid crystal compound (LC5) 42.0 parts by mass The following polymerizable compound (LC6) 16.0 parts by mass The following polymerization initiator (S-1) 0 .5 parts by mass The above polymer (G2) 0.2 parts by mass High Solve MTEM (manufactured by Toho Chemical Industry Co., Ltd.) 2.0 parts by mass NK ester A-200 (manufactured by Shin-Nakamura Chemical Industry Co., Ltd.) 1.0 parts by mass Table to be described later Polymerizable polymer (C8) shown in 3 0.5 parts by mass Methyl isobutyl ketone 424 parts by mass ⁇ ⁇
  • the group adjacent to the acryloyloxy group of the rod-shaped liquid crystal compounds (LC4) and (LC5) below represents a propylene group (a group in which a methyl group is replaced with an ethylene group), and is a mixture of positional isomers having different
  • a cross-cut test (a grid tape peeling test) conforming to JIS D0202-1988 was carried out on the optically anisotropic layer of the obtained optical film.
  • CT24 attaching and peeling cellophane tape
  • S The number of squares to be peeled is 0
  • A The number of squares to be peeled is 1 to 30
  • B The number of squares to be peeled is 31 to 50
  • C The number of squares to be peeled is 51 or more
  • the "polymer” column represents the type of polymer used in each Example and Comparative Example.
  • the structure of the units in Table 3 is shown in Tables 4 and 5.
  • a polymer (C1) is used, and the polymer (C1) corresponds to a polymer containing 100% by mass of a repeating unit represented by A1 described later.
  • a polymer (C2) is used, and the polymer (C2) is a repeating unit represented by A1 described later, which is 80% by mass based on all repeating units, and is represented by B3. It corresponds to a polymer containing 20% by mass of the unit with respect to all repeating units.
  • the "copolymerization ratio" in the "Unit 1" column and the “Unit 2" column represents the content (mass%) of each repeating unit with respect to all the repeating units.
  • the “Mw” column represents the weight average molecular weight of the polymer.
  • the “ ⁇ SP value” column represents the absolute value (MPa 1/2 ) of the difference between the SP value of the polymer and the SP value of the base material.
  • the “addition amount” column represents the content (mass%) of the polymer with respect to the total mass of the liquid crystal compound.

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Abstract

La présente invention concerne : une composition qui est capable de former une couche optiquement anisotrope qui présente une excellente adhérence à un matériau de base, tout en supprimant l'apparition d'un défaut optique ; un procédé de production d'un film optique ; et un film optique. Une composition selon la présente invention est utilisée dans le but de former une couche optiquement anisotrope sur un matériau de base en étant appliquée sur le matériau de base. Cette composition contient un composé de cristaux liquides qui a un groupe polymérisable et un polymère qui contient une unité de répétition ayant un groupe polymérisable ; la teneur de l'unité de répétition ayant un groupe polymérisable étant de 20 % en masse ou plus par rapport à toutes les unités de répétition dans le polymère ; la valeur absolue de la différence entre la valeur SP du polymère et la valeur SP du matériau de base est de 4,0 MPa1/2 ou moins ; et la teneur du polymère est de 10 % en masse ou moins par rapport à la masse totale du composé de cristaux liquides.
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WO2024048194A1 (fr) * 2022-08-30 2024-03-07 富士フイルム株式会社 Corps stratifié, procédé de fabrication de corps stratifié et dispositif d'affichage de réalité virtuelle

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