WO2015016296A1 - Procédé de production d'une plaque de polarisation - Google Patents

Procédé de production d'une plaque de polarisation Download PDF

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Publication number
WO2015016296A1
WO2015016296A1 PCT/JP2014/070155 JP2014070155W WO2015016296A1 WO 2015016296 A1 WO2015016296 A1 WO 2015016296A1 JP 2014070155 W JP2014070155 W JP 2014070155W WO 2015016296 A1 WO2015016296 A1 WO 2015016296A1
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Prior art keywords
layer
optically anisotropic
film
liquid crystal
polarizer
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PCT/JP2014/070155
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English (en)
Japanese (ja)
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英章 香川
和宏 沖
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富士フイルム株式会社
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Priority to JP2015529610A priority Critical patent/JPWO2015016296A1/ja
Publication of WO2015016296A1 publication Critical patent/WO2015016296A1/fr

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    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3016—Polarising elements involving passive liquid crystal elements
    • G—PHYSICS
    • G02—OPTICS
    • 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
    • G02F1/133528—Polarisers
    • 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
    • G02F2202/00—Materials and properties
    • G02F2202/02—Materials and properties organic material
    • G02F2202/022—Materials and properties organic material polymeric
    • G02F2202/023—Materials and properties organic material polymeric curable

Definitions

  • the present invention relates to a method for producing a polarizing plate.
  • the present invention particularly relates to a method for producing a polarizing plate having an optically anisotropic layer formed from a composition containing a liquid crystal compound.
  • Patent Documents 1 and 2 disclose a thin polarizing plate is realized by applying a composition containing a liquid crystal compound directly on the surface of a polarizing film to form an optically anisotropic layer.
  • An object of the present invention is to provide a polarizing plate having a small film thickness.
  • the present invention is a method for producing a polarizing plate having an optically anisotropic layer formed from a composition containing a liquid crystal compound, and the optically anisotropic layer can be adhered to a polarizer with a minimum configuration. It is an object to provide a method for producing a polarizing plate.
  • the present invention provides the following [1] to [12].
  • a method for producing a polarizing plate comprising the following (1) to (3): (1) A transfer material including a temporary support, an alignment layer, and an optically anisotropic layer in this order, wherein the optically anisotropic layer includes a liquid crystal compound directly applied to the alignment layer Providing a transfer material that is a layer formed from; (2) peeling the temporary support between the temporary support and the alignment layer of the transfer material; and (3) including the optically anisotropic layer and the alignment layer obtained by the peeling. Adhering the surface obtained by the above peeling of the transfer body to a film containing a polarizer.
  • the transfer material is manufactured by a manufacturing method including directly applying the polymerizable composition containing a liquid crystal compound to the surface of the alignment layer and subjecting the obtained application layer to light irradiation or heating.
  • the present invention provides a method for producing a thin film polarizing plate.
  • a polarizing plate is produced by adhering an optically anisotropic layer formed from a composition containing a liquid crystal compound to various polarizers with a minimum configuration regardless of the type of the liquid crystal compound. can do.
  • ⁇ is used to mean that the numerical values described before and after it are included as a lower limit value and an upper limit value.
  • the term “polarizing plate” is cut into a size to be incorporated into a long polarizing plate and a liquid crystal display device (in this specification, “cutting” includes “punching” and “ It is also used in the sense of including both of the polarizing plates.
  • polarizer sometimes referred to as “polarizing film”
  • polarizing plate are used separately, but “polarizing plate” is a laminate having a film on at least one side of “polarizer”. Means.
  • description with "(meth) acrylate” represents the meaning of "any one or both of an acrylate and a methacrylate.” The same applies to “(meth) acrylic acid” and the like.
  • Re ( ⁇ ) and Rth ( ⁇ ) represent in-plane retardation and retardation in the thickness direction at a wavelength ⁇ , respectively.
  • Re ( ⁇ ) is measured by making light having a wavelength of ⁇ nm incident in the normal direction of the film in KOBRA 21ADH or WR (manufactured by Oji Scientific Instruments). In selecting the measurement wavelength ⁇ nm, the wavelength selection filter can be exchanged manually, or the measurement value can be converted by a program or the like.
  • Rth ( ⁇ ) is calculated by the following method.
  • Rth ( ⁇ ) is Re ( ⁇ )
  • the in-plane slow axis (determined by KOBRA 21ADH or WR) is the tilt axis (rotation axis) (if there is no slow axis, any film surface in-plane
  • the direction of the axis of rotation is the film normal direction), and from the normal direction to 50 degrees on one side, the light of wavelength ⁇ nm is incident from each inclined direction in steps of 10 degrees to measure a total of 6 points.
  • KOBRA 21ADH or WR is calculated based on the retardation value, the assumed average refractive index value, and the input film thickness value.
  • Re ( ⁇ ) represents a retardation value in a direction inclined by an angle ⁇ from the normal direction.
  • nx represents the refractive index in the slow axis direction in the plane
  • ny represents the refractive index in the direction perpendicular to nx in the plane
  • nz represents the refractive index in the direction perpendicular to nx and ny.
  • d is the film thickness.
  • Formula (12): Rth ⁇ (nx + ny) / 2 ⁇ nz ⁇ ⁇ d
  • nx represents the refractive index in the slow axis direction in the plane
  • ny represents the refractive index in the direction perpendicular to nx in the plane
  • nz represents the refractive index in the direction perpendicular to nx and ny.
  • d is the film thickness.
  • Rth ( ⁇ ) is calculated by the following method.
  • Rth ( ⁇ ) is Re ( ⁇ )
  • the in-plane slow axis (determined by KOBRA 21ADH or WR) is tilt axis (rotary axis) from ⁇ 50 degrees to +50 degrees with respect to the film normal direction.
  • KOBRA 21ADH or WR is measured based on the measured retardation value, the assumed average refractive index, and the input film thickness value. Is calculated.
  • the assumed value of the average refractive index may be a value in a polymer handbook (John Wiley & Sons, Inc.) or a catalog of various optical films. Those whose average refractive index is not known can be measured with an Abbe refractometer.
  • the average refractive index values of the main optical films are exemplified below: cellulose acylate (1.48), cycloolefin polymer (1.52), polycarbonate (1.59), polymethyl methacrylate (1.49), Polystyrene (1.59).
  • the KOBRA 21ADH or WR calculates nx, ny, and nz by inputting the assumed value of the average refractive index and the film thickness.
  • Nz (nx ⁇ nz) / (nx ⁇ ny) is further calculated from the calculated nx, ny, and nz.
  • a measurement wavelength is 550 nm.
  • Re (550) when it is simply described as Re, Re (550) is indicated.
  • optically isotropic means that the in-plane retardation (Re (550)) has an absolute value of 10 nm or less and the thickness direction retardation (Rth) has an absolute value of 10 nm or less. It means that. That the retardation is not substantially 0 means that Re is larger than 10 nm.
  • the angle for example, an angle such as “90 °”
  • the relationship for example, “orthogonal”, “parallel”, “crossing at 45 °”, etc.
  • the range of allowable error is included.
  • the angle is within the range of strict angle ⁇ 10 °, and the error from the strict angle is preferably 5 ° or less, and more preferably 3 ° or less.
  • the retardation being substantially 0 means that Re (550) ⁇ 10 nm and Rth (550) ⁇ 10 nm, preferably Re (550) ⁇ 5 nm and Rth (550) ⁇ 5 nm.
  • the polarizing plate produced by the production method of the present invention includes an optically anisotropic layer and a polarizer.
  • the optically anisotropic layer should just be arrange
  • the polarizing plate preferably further includes an alignment layer for aligning the liquid crystal compound during the formation of the optically anisotropic layer.
  • the polarizing plate may further include other layers such as a protective film for protecting the surface of the polarizer or the optically anisotropic layer.
  • An example of the layer structure of a polarizing plate produced by the production method of the present invention is shown in FIG. In the figure, the adhesive layer is omitted.
  • the thickness of the polarizing plate is not particularly limited, but may be about 50 ⁇ m to 500 ⁇ m.
  • the polarizing plate can be formed as a thin film of 200 ⁇ m or less, 150 ⁇ m or less, 120 ⁇ m or less, 100 ⁇ m or less, 90 ⁇ m or less, 80 ⁇ m or less, 70 ⁇ m or less.
  • a transfer material including a temporary support, an alignment layer, and an optically anisotropic layer in this order is used.
  • the optically anisotropic layer formed by applying the optically anisotropic layer to the film containing the polarizer from the transfer material by the step of transferring the optically anisotropic layer to the film containing the polarizer It is possible to form without depending on properties, and it is possible to form optically anisotropic layers having various liquid crystal compound alignment forms using various liquid crystal compounds. For example, the heating process required to form the optically anisotropic layer may affect the properties of the polarizer. However, the manufacturing method using the transfer material can be used without affecting the polarizer. An anisotropic layer can be produced.
  • the transfer material is a material that can peel the temporary support to provide an optically anisotropic layer.
  • an object transferred to a film including a polarizer that is, an object bonded to a film including a polarizer may be referred to as a “transfer body”.
  • the transfer body is a film including an optically anisotropic layer and an alignment layer, which is obtained by peeling a temporary support from a transfer material.
  • the alignment layer and the optically anisotropic layer are preferably in contact with each other.
  • the temporary support and the alignment layer may be in contact with each other, and there may be other layers such as a release layer and a release layer between the temporary support and the alignment layer.
  • a polymerizable composition containing a liquid crystal compound is directly applied to the alignment layer surface of a temporary support having an alignment layer, and the resulting coating layer is irradiated with light to cure the polymerizable composition containing the liquid crystal compound. And can be manufactured by forming an optically anisotropic layer.
  • each layer included in the polarizing plate or the transfer material will be described in detail.
  • the optically anisotropic layer is a layer having at least one incident direction in which retardation is not substantially zero when the retardation is measured, and is a layer having optical properties that are not isotropic.
  • the optically anisotropic layer used in the present invention is a layer formed from a polymerizable composition containing a liquid crystal compound.
  • the optically anisotropic layer may be formed by polymerizing a liquid crystal compound by subjecting a polymerizable composition containing the liquid crystal compound to light irradiation or heating.
  • the polymerizable composition includes a liquid crystal compound having at least one polymerizable group as long as the liquid crystal compound is polymerized by the polymerizable group by light irradiation or heating.
  • the polymerizable composition is preferably applied directly to the alignment layer provided on the temporary support.
  • the coating layer is further dried at room temperature or the like, or heated (for example, heating at 50 ° C. to 150 ° C., preferably 80 ° C. to 120 ° C.) to align the liquid crystal compound molecules in the layer. It is only necessary to form an optically anisotropic layer by polymerizing and fixing this.
  • the film thickness of the optically anisotropic layer is 10 ⁇ m or less, less than 8 ⁇ m, 7 ⁇ m or less, 6 ⁇ m or less, 5 ⁇ m or less, 4 ⁇ m or less, 3 ⁇ m or less, 2 ⁇ m or less, 1.9 ⁇ m or less, 1.8 ⁇ m or less, 1.7 ⁇ m or less, 1 .6 ⁇ m or less, 1.5 ⁇ m or less, 1.4 ⁇ m or less, 1.3 ⁇ m or less, 1.2 ⁇ m or less, 1.1 ⁇ m or less, or 1 ⁇ m or less, or 0.2 ⁇ m or more, 0.3 ⁇ m or more, 0.
  • the optically anisotropic layer is also preferably transparent (for example, light transmittance of 80% or more).
  • the polarizing plate may contain two or more optically anisotropic layers. Two or more optically anisotropic layers may be in direct contact with each other in the normal direction, or other layers such as an alignment layer may be sandwiched therebetween.
  • the polymerizable compositions forming two or more layers may be the same or different.
  • a combination of two optically anisotropic layers it may be a combination of layers formed from a composition containing a rod-like liquid crystal compound, or a combination of layers formed from a composition containing a discotic liquid crystal compound, A combination of a layer formed from a composition containing a rod-like liquid crystal compound and a layer formed from a composition containing a discotic liquid crystal compound may be used.
  • the polarizing plate includes two or more optically anisotropic layers
  • the previously prepared optically anisotropic layer may function as an alignment layer of the optically anisotropic layer formed later. At this time, the previously produced optically anisotropic layer may be rubbed.
  • the total thickness of the optically anisotropic layers is preferably the above film thickness.
  • the two optically anisotropic layers may have a function as a ⁇ / 4 retardation plate, for example.
  • the ⁇ / 4 retardation plate functions as a circularly polarizing plate in combination with a polarizer (linear polarizer).
  • Retardation plates have a great many applications, and are already used for reflective LCDs, transflective LCDs, brightness enhancement films, organic EL display devices, touch panels, and the like.
  • an organic EL (organic electroluminescence) element has a structure in which layers having different refractive indexes are laminated or a structure using a metal electrode, so that external light is reflected at the interface of each layer, causing problems such as a decrease in contrast and reflection. May occur. Therefore, conventionally, a circularly polarizing plate composed of a phase difference plate and a polarizing film has been used for an organic EL display device, an LCD display device, and the like in order to suppress adverse effects due to external light reflection.
  • liquid crystal compound examples include a rod-like liquid crystal compound and a disk-like liquid crystal compound.
  • rod-like liquid crystal compound include azomethines, azoxys, cyanobiphenyls, cyanophenyl esters, benzoic acid esters, cyclohexanecarboxylic acid phenyl esters, cyanophenylcyclohexanes, cyano-substituted phenylpyrimidines, alkoxy-substituted phenylpyrimidines, Phenyldioxanes, tolanes and alkenylcyclohexylbenzonitriles are preferably used.
  • high-molecular liquid crystalline molecules can also be used.
  • the rod-like liquid crystal compound is more preferably fixed in orientation by polymerization, and examples of the polymerizable rod-like liquid crystal compound include those described in Makromol. Chem. 190, 2255 (1989), Advanced Materials, 5, 107 (1993), U.S. Pat. Nos. 4,683,327, 5,622,648, 5,770,107, WO 95/22586, 95/24455, 97/97. No. 0600, No. 98/23580, No.
  • the polymerizable rod-like liquid crystal compound is preferably a polymerizable rod-like liquid crystal compound represented by the following general formula (1).
  • Q 1 and Q 2 are each independently a polymerizable group.
  • the polymerization reaction of the polymerizable group is preferably addition polymerization (including ring-opening polymerization) or condensation polymerization.
  • the polymerizable group is preferably a functional group capable of addition polymerization reaction or condensation polymerization reaction. Examples of polymerizable groups are shown below.
  • preferred polymerizable groups include acryl groups and methacryl groups.
  • both Q 1 and Q 2 in the general formula (1) are an acryl group or a methacryl group.
  • L 1 and L 4 are each independently a divalent linking group.
  • L 1 and L 4 each independently comprises —O—, —S—, —CO—, —NR—, —C ⁇ N—, a divalent chain group, a divalent cyclic group, and combinations thereof.
  • a divalent linking group selected from the group is preferred.
  • R is an alkyl group having 1 to 7 carbon atoms or a hydrogen atom.
  • R is preferably an alkyl group having 1 to 4 carbon atoms or a hydrogen atom, more preferably a methyl group, an ethyl group or a hydrogen atom, and most preferably a hydrogen atom.
  • bivalent coupling group which consists of a combination is shown below.
  • the left side is coupled to Q (Q 1 or Q 2 ), and the right side is coupled to Cy (Cy 1 or Cy 3 ).
  • L-1 —CO—O—divalent chain group —O— L-2: —CO—O—divalent chain group —O—CO— L-3: —CO—O—divalent chain group —O—CO—O— L-4: —CO—O—divalent chain group—O—divalent cyclic group— L-5: —CO—O—divalent chain group —O—divalent cyclic group —CO—O— L-6: —CO—O—divalent chain group —O—divalent cyclic group —O—CO— L-7: —CO—O—Divalent chain group—O—Divalent cyclic group—Divalent chain group— L-8: —CO—O—divalent chain group—O—divalent cyclic group—divalent chain group —CO—O— L-9: —CO—O—Divalent chain group—O—Divalent cyclic group—Divalent chain group—O—CO— L-10: —CO
  • the divalent chain group means an alkylene group, a substituted alkylene group, an alkenylene group, a substituted alkenylene group, an alkynylene group, or a substituted alkynylene group.
  • An alkylene group, a substituted alkylene group, an alkenylene group and a substituted alkenylene group are preferred, and an alkylene group and an alkenylene group are more preferred.
  • the alkylene group may have a branch.
  • the alkylene group preferably has 1 to 12 carbon atoms, more preferably 2 to 10 carbon atoms, and most preferably 2 to 8 carbon atoms.
  • the alkylene part of the substituted alkylene group is the same as the above alkylene group.
  • the substituent examples include a halogen atom.
  • the alkenylene group may have a branch.
  • the alkenylene group preferably has 2 to 12 carbon atoms, more preferably 2 to 10 carbon atoms, and most preferably 2 to 8 carbon atoms.
  • the alkylene part of the substituted alkylene group is the same as the above alkylene group.
  • Examples of the substituent include a halogen atom.
  • the alkynylene group may have a branch.
  • the alkynylene group preferably has 2 to 12 carbon atoms, more preferably 2 to 10 carbon atoms, and most preferably 2 to 8 carbon atoms.
  • the alkynylene part of the substituted alkynylene group is the same as the above alkynylene group.
  • substituents include a halogen atom.
  • divalent chain group include ethylene, trimethylene, propylene, tetramethylene, 2-methyl-tetramethylene, pentamethylene, hexamethylene, octamethylene, 2-butenylene, 2-butynylene and the like.
  • divalent cyclic group is the same as those of Cy 1 , Cy 2 and Cy 3 described later.
  • L 2 and L 3 are each independently a single bond or a divalent linking group.
  • L 2 and L 3 each independently comprises —O—, —S—, —CO—, —NR—, —C ⁇ N—, a divalent chain group, a divalent cyclic group, and combinations thereof. It is preferably a divalent linking group or a single bond selected from the group.
  • R is an alkyl group having 1 to 7 carbon atoms or a hydrogen atom, preferably an alkyl group having 1 to 4 carbon atoms or a hydrogen atom, more preferably a methyl group, an ethyl group or a hydrogen atom. Preferably, it is a hydrogen atom.
  • the divalent chain group and the divalent cyclic group have the same definitions as L 1 and L 4 .
  • Preferred divalent linking groups as L 2 or L 3 include —COO—, —OCO—, —OCOO—, —OCONR—, —COS—, —SCO—, —CONR—, —NRCO—, —CH 2. CH 2 —, —C ⁇ C—COO—, —C ⁇ N—, —C ⁇ N—N ⁇ C—, and the like.
  • n is 0, 1, 2, or 3.
  • two L 3 may be the same or different, and two Cy 2 may be the same or different.
  • n is preferably 1 or 2, and more preferably 1.
  • Cy 1 , Cy 2 and Cy 3 are each independently a divalent cyclic group.
  • the ring contained in the cyclic group is preferably a 5-membered ring, a 6-membered ring, or a 7-membered ring, more preferably a 5-membered ring or a 6-membered ring, and most preferably a 6-membered ring.
  • the ring contained in the cyclic group may be a condensed ring. However, it is more preferably a monocycle than a condensed ring.
  • the ring contained in the cyclic group may be any of an aromatic ring, an aliphatic ring, and a heterocyclic ring.
  • Examples of the aromatic ring include a benzene ring and a naphthalene ring.
  • Examples of the aliphatic ring include a cyclohexane ring.
  • Examples of the heterocyclic ring include a pyridine ring and a pyrimidine ring.
  • As the cyclic group having a benzene ring 1,4-phenylene is preferable.
  • As the cyclic group having a naphthalene ring naphthalene-1,5-diyl and naphthalene-2,6-diyl are preferable.
  • the cyclic group having a cyclohexane ring is preferably 1,4-cyclohexylene.
  • cyclic group having a pyridine ring pyridine-2,5-diyl is preferable.
  • the cyclic group having a pyrimidine ring is preferably pyrimidine-2,5-diyl.
  • the cyclic group may have a substituent. Examples of the substituent include a halogen atom, a cyano group, a nitro group, an alkyl group having 1 to 5 carbon atoms, a halogen-substituted alkyl group having 1 to 5 carbon atoms, and an alkoxy group having 1 to 5 carbon atoms.
  • Examples of the polymerizable rod-like liquid crystal compound represented by the general formula (1) are shown below, but examples of the polymerizable rod-like liquid crystal compound are not limited to these.
  • M 1 and M 2 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a heterocyclic group, a cyano group, a halogen, —SCN, — CF 3 , a nitro group, or Q 1 is represented, but at least one of M 1 and M 2 represents a group other than Q 1 .
  • Q 1, L 1, L 2, L 3, L 4, Cy 1, Cy 2, Cy 3 and n have the same meanings as the group represented by the general formula (1).
  • P and q are 0 or 1.
  • M 1 and M 2 are preferably a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a cyano group, more preferably , An alkyl group having 1 to 4 carbon atoms, or a phenyl group, and p and q are preferably 0.
  • the preferable mixing ratio (mass ratio) of the compound represented by the general formula (2) in the mixture of the polymerizable liquid crystal compound represented by the general formula (1) and the compound represented by the general formula (2) Is 0.1% to 40%, more preferably 1% to 30%, and still more preferably 5% to 20%.
  • the discotic liquid crystal compounds are disclosed in various literatures (C. Destrade et al., Mol. Cryst. Liq. Cryst., Vol. 71, page 111 (1981); edited by The Chemical Society of Japan, Quarterly Chemical Review, No. 22, Liquid Crystal). Chemistry, Chapter 5, Chapter 10 Section 2 (1994); B. Kohne et al., Angew. Chem. Soc. Chem. Comm., Page 1794 (1985): J. Zhang et al., J. Chem. Am. Chem. Soc., Vol. 116, page 2655 (1994)).
  • the polymerization of the discotic liquid crystal compound is described in JP-A-8-27284.
  • the photocurable discotic liquid crystal compound is preferably a compound represented by the following formula (3).
  • D (-LP) n (In the general formula, D is a discotic core, L is a divalent linking group, P is a polymerizable group, and n is an integer of 4 to 12.) Preferred specific examples of the discotic core (D), the divalent linking group (L), and the polymerizable group (P) in the formula (3) are (D1) to (D1) described in JP-A-2001-4837, respectively. (D15), (L1) to (L25), (P1) to (P18), and the contents described in the publication can be preferably used. As the discotic liquid crystal compound, it is also preferable to use a compound represented by the general formula (DI) described in JP-A-2007-2220.
  • the liquid crystal compound is 80% by mass or more, 90% by mass or more, or 95% by mass or more, and 99.99% by mass or less, 99.98% with respect to the solid content mass (the mass excluding the solvent) of the polymerizable composition. It should just be contained in the mass% or less and 99.97 mass% or less.
  • the compound containing an acrylic group or a methacryl group is 70% by mass or more, 80% by mass or more, 90% by mass or more, or 95% by mass or more, and 99.99% by mass or less, 99.98% by mass or less. 99.97% by mass or less.
  • the liquid crystal compound may be fixed in any alignment state of horizontal alignment, vertical alignment, tilt alignment, and twist alignment.
  • horizontal alignment means that in the case of a rod-like liquid crystal, the molecular long axis and the horizontal plane of the transparent support are parallel, and in the case of a disc-like liquid crystal, the disc surface of the core of the disc-like liquid crystal compound.
  • the horizontal plane of the transparent support is parallel, but it is not required to be strictly parallel, and in this specification, an inclination angle with the horizontal plane is less than 10 degrees.
  • the optically anisotropic layer used in the present invention preferably contains a rod-shaped liquid crystal compound fixed in a horizontally aligned state.
  • solvent As a solvent used for preparing a coating liquid when a composition containing a liquid crystal compound is prepared as a coating liquid, an organic solvent, water, or a mixed solvent thereof is preferably used.
  • organic solvents include amides (eg N, N-dimethylformamide), sulfoxides (eg dimethyl sulfoxide), heterocyclic compounds (eg pyridine), hydrocarbons (eg benzene, hexane), alkyl halides (eg , Chloroform, dichloromethane), esters (eg, methyl acetate, butyl acetate), ketones (eg, acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone), ethers (eg, tetrahydrofuran, 1,2-dimethoxyethane), alkyl alcohols (eg, , Methanol, ethanol, propanol). Two or more kinds of solvents may be
  • the alignment of the liquid crystalline compound is preferably fixed by a crosslinking reaction of a polymerizable group introduced into the liquid crystalline compound, more preferably by a polymerization reaction of the polymerizable group.
  • the polymerization reaction includes a thermal polymerization reaction using a thermal polymerization initiator and a photopolymerization reaction using a photopolymerization initiator.
  • the polymerization reaction may be either radical polymerization or cationic polymerization, but radical polymerization is preferred.
  • radical photopolymerization initiators include ⁇ -carbonyl compounds (described in US Pat. Nos. 2,367,661 and 2,367,670), acyloin ether (described in US Pat. No.
  • Examples of the cationic photopolymerization initiator include organic sulfonium salt systems, iodonium salt systems, phosphonium salt systems, and the like.
  • Organic sulfonium salt systems are preferable, and triphenylsulfonium salts are particularly preferable.
  • As counter ions of these compounds hexafluoroantimonate, hexafluorophosphate, and the like are preferably used.
  • a radical thermal polymerization initiator is a compound that generates radicals when heated to a decomposition temperature or higher.
  • radical thermal polymerization initiators include diacyl peroxide (acetyl peroxide, benzoyl peroxide, etc.), ketone peroxide (methyl ethyl ketone peroxide, cyclohexanone peroxide, etc.), hydroperoxide (hydrogen peroxide, tert- Butyl hydroperoxide, cumene hydroperoxide, etc.), dialkyl peroxides (di-tert-butyl peroxide, dicumyl peroxide, dilauroyl peroxide, etc.) peroxyesters (tert-butyl peroxyacetate, tert-butyl) Peroxypivalate, etc.), azo compounds (azobisisobutyronitrile, azobisisovaleronitrile, etc.), persulfates (ammonium persulfate, sodium persul
  • the amount of the polymerization initiator used is preferably 0.01 to 20% by mass, more preferably 0.5 to 5% by mass, based on the solid content of the coating solution.
  • Light irradiation for photopolymerization of the liquid crystal compound is preferably performed using ultraviolet rays.
  • the irradiation energy is preferably 10 mJ / cm 2 to 10 J / cm 2 , and more preferably 25 to 1000 mJ / cm 2 .
  • the illuminance is preferably 10 to 2000 mW / cm 2 , more preferably 20 to 1500 mW / cm 2 , and still more preferably 40 to 1000 mW / cm 2 .
  • the irradiation wavelength preferably has a peak at 250 to 450 nm, and more preferably has a peak at 300 to 410 nm.
  • light irradiation may be performed under an inert gas atmosphere such as nitrogen or under heating conditions. Heating for thermal polymerization of the liquid crystal compound is preferably performed within a temperature range of 50 to 200 ° C. for 10 minutes to 30 hours.
  • the compounds represented by the general formulas (1) to (3) and the general formula (4) described in paragraphs “0098” to “0105” of JP2009-69793A are described.
  • the molecule of the liquid crystal compound can be substantially horizontally aligned by containing at least one of a fluorine-containing homopolymer or copolymer using the monomer (1).
  • the inclination angle is preferably 0 to 5 degrees, more preferably 0 to 3 degrees, further preferably 0 to 2 degrees, and most preferably 0 to 1 degree.
  • the addition amount of the horizontal alignment agent is preferably 0.01 to 20% by mass, more preferably 0.01 to 10% by mass, and particularly preferably 0.02 to 1% by mass, based on the mass of the liquid crystal compound.
  • the compounds represented by the general formulas (1) to (4) described in paragraphs “0098” to “0105” of JP-A-2009-69793 may be used alone or in combination of two or more. You may use together.
  • a polymerizable composition containing a liquid crystal compound includes an onium salt described in paragraphs 0121 to 0148 of JP2013-050583A, particularly a pyridinium compound represented by formula (I) described in JP2006-113500A. May be included.
  • the onium salt can function as an alignment layer interface side vertical alignment agent.
  • the molecules of the discotic liquid crystalline compound can be aligned substantially vertically in the vicinity of the alignment layer.
  • the polymerizable composition containing a liquid crystal compound may contain a boronic acid compound represented by the general formula (I) described in JP2013-0542201A.
  • the polymerizable composition containing a liquid crystal compound may contain other necessary additives, but preferably does not contain a so-called chiral agent.
  • composition during the formation of the optically anisotropic layer includes dip coating, air knife coating, spin coating, slit coating, curtain coating, roller coating, wire bar coating, gravure coating,
  • extrusion coating method US Pat. No. 2,681,294.
  • Two or more layers may be applied simultaneously.
  • the methods of simultaneous application are described in US Pat. Nos. 2,761,791, 2,941,898, 3,508,947, and 3,526,528 and Yuji Harasaki, Coating Engineering, page 253, Asakura Shoten (1973).
  • the temporary support is not particularly limited and may be rigid or flexible, but is preferably flexible in terms of easy handling.
  • the rigid support is not particularly limited, but is a known glass plate such as a soda glass plate having a silicon oxide film on its surface, a low expansion glass, a non-alkali glass, a quartz glass plate, a metal such as an aluminum plate, an iron plate, or a SUS plate.
  • a board, a resin board, a ceramic board, a stone board, etc. are mentioned.
  • cellulose esters eg, cellulose acetate, cellulose propionate, cellulose butyrate
  • polyolefins eg, norbornene polymers
  • poly (meth) acrylic acid esters eg, polymethyl) Methacrylate
  • polycarbonate eg, polyester (eg, polyethylene terephthalate and polyethylene naphthalate), polysulfone, and cycloolefin polymer (eg, norbornene resin (ZEONEX, ZEONOR, manufactured by Nippon Zeon Co., Ltd., Arton manufactured by JSR), etc.)
  • Etc Etc.
  • the film thickness of the rigid support is 10 for ease of handling.
  • the flexible support is 300 ⁇ 1500 .mu.m, it may be about 5 [mu] m ⁇ 1000 .mu.m, preferably from 10 [mu] m ⁇ 250 [mu] m, more preferably 15 [mu] m ⁇ 90 [mu] m.
  • the alignment layer only needs to be provided on the surface of the temporary support or the undercoat layer coated on the temporary support.
  • the alignment layer functions to define the alignment of the liquid crystal compound in the polymerizable composition provided thereon.
  • the orientation layer may be any layer as long as it can impart orientation to the optically anisotropic layer. Not only a known material for the vertical alignment film but also a known material for the horizontal alignment film can be selected.
  • the alignment layer examples include a layer made of an organic compound (preferably a polymer), a photo-alignment layer that exhibits liquid crystal alignment by polarized irradiation represented by azobenzene polymer and polyvinyl cinnamate, an oblique deposition layer of an inorganic compound, And a layer having a microgroove, a cumulative film formed by Langmuir-Blodgett method (LB film) such as ⁇ -tricosanoic acid, dioctadecylmethylammonium chloride and methyl stearylate, or a dielectric by applying an electric field or a magnetic field. Mention may be made of oriented layers.
  • an organic compound preferably a polymer
  • a photo-alignment layer that exhibits liquid crystal alignment by polarized irradiation represented by azobenzene polymer and polyvinyl cinnamate
  • an oblique deposition layer of an inorganic compound And a layer having a micro
  • a polymer layer is preferable, and a polymer layer containing modified or unmodified polyvinyl alcohol is particularly preferable.
  • Modified or unmodified polyvinyl alcohol is also used as a horizontal alignment film.
  • an onium compound to the composition for forming an optically anisotropic layer, the action of the onium compound and the alignment film, and onium Due to the action of the compound and the liquid crystalline compound, the liquid crystal molecules can be aligned in a tilted alignment state with a high average tilt angle or a vertical alignment state at the alignment film interface.
  • Modified polyvinyl alcohol is a product in which at least one hydroxyl group of polyvinyl alcohol is modified with a functional group.
  • polyvinyl alcohol is modified with an acetoacetyl group, a sulfonic acid group, a carboxyl group, an oxyalkylene group, or the like. including.
  • the alignment film it is preferable to use an alignment film containing a modified polyvinyl alcohol containing a unit having a polymerizable group. This is because the adhesion with the optically anisotropic layer can be further improved.
  • polyvinyl alcohol in which at least one hydroxyl group is substituted with a group having a vinyl moiety, an oxiranyl moiety or an aziridinyl moiety is preferable.
  • modified polyvinyl alcohol described in paragraph Nos. [0071] to [0095] of Japanese Patent No. 3907735 Alcohol is preferred.
  • the thickness of the alignment layer is preferably 0.01 to 5 ⁇ m, more preferably 0.05 to 2 ⁇ m.
  • the alignment layer is preferably subjected to a rubbing treatment, and an optically anisotropic layer is preferably provided on the surface subjected to the rubbing treatment.
  • the rubbing treatment applied to the alignment layer can be generally carried out by rubbing the surface of the film mainly composed of a polymer with paper or cloth in a certain direction.
  • a general method of rubbing is described in, for example, “Liquid Crystal Handbook” (issued by Maruzen, October 30, 2000).
  • the rubbing density (L) is quantified by the following formula (A).
  • Formula (A) L Nl (1 + 2 ⁇ rn / 60v)
  • N is the number of rubbing
  • l is the contact length of the rubbing roller
  • r is the radius of the roller
  • n is the number of rotations (rpm) of the roller
  • v is the stage moving speed (second speed).
  • the rubbing frequency should be increased, the contact length of the rubbing roller should be increased, the radius of the roller should be increased, the rotation speed of the roller should be increased, and the stage moving speed should be decreased, while the rubbing density should be decreased. To do this, you can reverse this.
  • the description in Japanese Patent No. 4052558 can also be referred to as conditions for the rubbing process.
  • the transfer material or polarizing plate may contain other functional layers such as a low moisture permeable layer, a protective layer, an antistatic layer, a hard coat layer, an adhesive layer, a release layer, and a release layer in addition to the above layers. Good.
  • the transfer material may contain other functional layers, the production method of the present invention is such that the transfer material is directly applied to the surface of the layer formed from a polymerizable composition containing an optically anisotropic layer or a liquid crystal compound. It is possible to transfer the optically anisotropic layer to the polarizer (adhesion between the transfer body and the film containing the polarizer) without including a polymer layer formed from the applied composition.
  • optically formed by curing a polymerizable composition containing (meth) acrylate applied directly to the surface of a layer formed from an optically anisotropic layer or a polymerizable composition containing a liquid crystal compound. Even if an isotropic acrylic polymer layer is not included, the optically anisotropic layer can be transferred to a film containing a polarizer.
  • the release layer is a layer that is provided between the temporary support and the alignment layer, and is peeled from the transfer material together with the temporary support in the production method of the present invention.
  • Use of a release layer stabilizes the peeling between the release layer and the adjacent layer (alignment layer, etc.) formed on the opposite side of the temporary support when viewed from the release layer, improving transferability during transfer Can be made.
  • a release resin As the release layer, a release resin, a resin containing a release agent, a curable resin that is cross-linked by light irradiation, and the like can be applied.
  • the release resin include fluorine-based resins, silicones, melamine-based resins, epoxy resins, polyester resins, acrylic resins, and fiber-based resins, and preferably melamine-based resins.
  • the resin containing a release agent include acrylic resins, vinyl resins, polyester resins, and fiber resins obtained by adding or copolymerizing release agents such as fluorine resins, silicones, and various waxes. Can be mentioned.
  • the release layer may be formed by dispersing or dissolving the resin in a solvent, and applying and drying by a known coating method such as roll coating or gravure coating. If necessary, it may be crosslinked by heating at a temperature of 30 ° C. to 120 ° C., aging, or irradiation with ionizing radiation.
  • the thickness of the release layer is usually about 0.01 ⁇ m to 5.0 ⁇ m, preferably about 0.5 ⁇ m to 3.0 ⁇ m.
  • the release layer is a layer that is provided between the temporary support and the alignment layer, and is the outermost surface of the transfer body obtained by peeling the temporary support from the transfer material in the production method of the present invention. Use of the release layer stabilizes the temporary support from the transfer material. Since the release layer is the outermost surface of the transfer body, it preferably has surface protection.
  • the peelability from the temporary support and the adhesion to the adjacent layer (alignment layer, patterned optically anisotropic layer, etc.) formed on the opposite side of the temporary support as viewed from the release layer
  • it has, for example, acrylic resin, vinyl chloride-vinyl acetate copolymer resin, polyester resin, polymethacrylate resin, polyvinyl chloride resin, cellulose resin, silicone resin, chlorinated rubber, Casein, metal oxides and the like can be used. These may be used in combination of two or more.
  • release agents such as fluorine resins, silicones, various waxes, various surfactants, and the like may be added or copolymerized.
  • the alignment layer also serves as a release layer.
  • the polarizer examples include an iodine polarizer, a dye polarizer using a dichroic dye, and a polyene polarizer.
  • the iodine-based polarizer and the dye-based polarizer are generally produced using a polyvinyl alcohol film. Any polarizer may be used in the production method of the present invention.
  • the polarizer is preferably composed of modified or unmodified polyvinyl alcohol and dichroic molecules.
  • a polarizer composed of modified or unmodified polyvinyl alcohol and a dichroic molecule reference can be made to, for example, the description in JP-A-2009-237376.
  • the film thickness of a polarizer should just be 50 micrometers or less, 30 micrometers or less are preferable and 20 micrometers or less are more preferable. Moreover, the film thickness of a polarizer should just normally be 1 micrometer or more, 5 micrometers or more, or 10 micrometers or more.
  • the temporary support of the transfer body obtained by peeling the temporary support between the temporary support of the transfer material and the alignment layer, and then peeling the temporary support from the transfer material. What is necessary is just to adhere
  • the method for peeling the temporary support is not particularly limited.
  • the temporary support is preferably peeled at a speed at which the transfer body is not damaged.
  • the transfer material may be cut before peeling off the temporary support.
  • cutting the transfer material made in the width 1.5m or more rolled, 0.1 m 2 or less, 0.05 m 2 or less, 0.03 m 2 or less, 0.025 m 2 or less, 0.02 m 2 or less, 0.01 m 2 or less, 0.005 cm 2 or less, or 0.003m 2 or less order of magnitude may be cut into any shape, such as square or rectangular.
  • the lower limit of the shape is not particularly limited, and may be a size that can be handled according to the purpose, but may be usually about 0.0001 m 2 (1 cm 2 ) or more.
  • the outermost surface of the transfer body is preferably an alignment layer.
  • the outermost surface of the transfer body may be adhered to the polarizer in the film containing the polarizer or may be adhered to a layer other than the polarizer, but is preferably adhered to the polarizer.
  • the adhesiveness is particularly good.
  • the term “adhesion” may be adhesion or adhesion. Bonding may be performed through an adhesive layer.
  • the adhesive layer may be a layer containing an adhesive or a pressure-sensitive adhesive. That is, the transfer body and the film containing a polarizer need only be bonded or adhered to each other by an adhesive or an adhesive.
  • the adhesive is not particularly limited, but a polyvinyl alcohol adhesive, a boron compound aqueous solution, an epoxy compound curable adhesive that does not contain an aromatic ring in the molecule, as disclosed in JP-A-2004-245925, JP-A-2008-174667, an active energy ray curable adhesive comprising a photopolymerization initiator having a molar extinction coefficient of 400 or more at a wavelength of 360 to 450 nm and an ultraviolet curable compound as essential components, and JP2008-174667A (A) a (meth) acrylic compound having 2 or more (meth) acryloyl groups in the molecule, and (b) a hydroxyl group in the molecule A (meth) acrylic compound having only one polymerizable double bond, and (c) a phenol ethylene oxide-modified acrylate.
  • the polyvinyl alcohol adhesive is an adhesive containing modified or unmodified polyvinyl alcohol.
  • the polyvinyl alcohol-based adhesive may contain a crosslinking agent in addition to the modified or unmodified polyvinyl alcohol.
  • Specific examples of the adhesive include an aqueous solution of polyvinyl alcohol or polyvinyl acetal (eg, polyvinyl butyral) and a latex of a vinyl polymer (eg, polyvinyl chloride, polyvinyl acetate, polybutyl acrylate).
  • a particularly preferable adhesive is an aqueous solution of polyvinyl alcohol.
  • the polyvinyl alcohol is preferably completely saponified.
  • the thickness of the adhesive layer is preferably 0.01 to 10 ⁇ m, particularly preferably 0.05 to 5 ⁇ m in terms of dry film thickness.
  • the film including the polarizer to which the transfer body is adhered may be composed of only the polarizer, and may include other layers such as a protective film in addition to the polarizer.
  • the polarizing plate preferably includes a protective film.
  • a protective film may be provided on one or both surfaces of the polarizer to form a film containing the above polarizer.
  • a protective film may be provided in advance, preferably on the outermost surface opposite to the temporary support side as viewed from the alignment layer.
  • a protective film may be provided on one or both surfaces.
  • the protective film may be provided so as to be in direct contact with other layers, for example, by directly applying and drying the protective film-forming composition on the surface on which the protective film is provided. May be used to adhere to the surface.
  • the adhesive or pressure-sensitive adhesive the same adhesive or pressure-sensitive adhesive used for bonding the transfer body and the film containing the polarizer may be used.
  • a cellulose acylate polymer film As the protective film, a cellulose acylate polymer film, an acrylic polymer film, or a cycloolefin polymer film can be used.
  • the cellulose acylate polymer reference can be made to the description of the cellulose acylate resin in JP2011-237474A.
  • the cycloolefin-based polymer film the descriptions in JP2009-175222A and JP2009-237376A can be referred to.
  • moisture permeability can be imparted to the polarizing plate. Moisture permeable means the property that water does not pass but water vapor passes.
  • the film thickness of the protective film may be 100 ⁇ m or less, 50 ⁇ m or less, 30 ⁇ m or less, 20 ⁇ m or less, 10 ⁇ m or less, and may be 1 ⁇ m or more, 5 ⁇ m or more, and 10 ⁇ m or more.
  • the polarizing plate may include a hard coat layer.
  • the hard coat layer may be included as the outermost layer of the polarizing plate, and is preferably included in the outermost layer on the optically anisotropic layer side as viewed from the polarizer.
  • the hard coat layer refers to a layer in which the pencil hardness of the transparent support is increased by forming the layer.
  • the pencil hardness (JIS K5400) after laminating the hard coat layer is preferably H or higher, more preferably 2H or higher, and most preferably 3H or higher.
  • the thickness of the hard coat layer is preferably 0.4 to 35 ⁇ m, more preferably 1 to 30 ⁇ m, and most preferably 1.5 to 20 ⁇ m.
  • JP 2012-103689 A For the specific composition, reference can be made to the description in JP 2012-103689 A.
  • composition of cellulose acetate solution ⁇ Cellulose acetate having an acetylation degree of 60.7 to 61.1% 100 parts by weight Triphenyl phosphate (plasticizer) 7.8 parts by weight Biphenyl diphenyl phosphate (plasticizer 3.9 parts by weight Methylene chloride (first solvent) 336 parts by weight Methanol (second solvent) 29 parts by mass 1-butanol (third solvent) 11 parts by mass ⁇ ⁇
  • additive (A) 16 parts by mass of the following additive (A), 92 parts by mass of methylene chloride and 8 parts by mass of methanol were added and stirred while heating to prepare an additive (A) solution.
  • the additive amount of the additive (A) prepared by mixing 25 parts by mass of the additive (A) solution with 474 parts by mass of the cellulose acetate solution and sufficiently stirring to prepare the dope is 6. It was 0 mass part.
  • the obtained dope was cast using a band stretching machine. After the film surface temperature on the band reaches 40 ° C., the film is dried with warm air of 70 ° C. for 1 minute, and the film from the band is dried with 140 ° C. drying air for 10 minutes, and the residual solvent amount is 0.3% by mass.
  • a cellulose acetate film T1 (support 1) was prepared.
  • the width of the obtained long cellulose acetate film T1 was 1490 mm, and the thickness was 80 ⁇ m.
  • the in-plane retardation (Re) was 8 nm and the thickness direction retardation (Rth) was 78 nm.
  • ⁇ Preparation of transfer material 1> (Formation of alignment film 1) On the support prepared above, an alignment layer coating solution having the following composition was continuously applied with a # 14 wire bar. Drying was performed with warm air of 60 ° C. for 60 seconds and further with warm air of 100 ° C. for 120 seconds. The degree of saponification of the modified polyvinyl alcohol used was 96.8%. The thickness of the obtained alignment film was 0.5 ⁇ m.
  • composition of coating solution for alignment layer 1 Modified polyvinyl alcohol (A) 10 parts by weight Water 308 parts by weight Methanol 70 parts by weight Isopropanol 29 parts by weight Photopolymerization initiator (Irgacure 2959, manufactured by BASF) 0.8 parts by weight ⁇ ⁇
  • the support on which the alignment layer was applied was subjected to a rubbing treatment on the alignment layer installation surface so as to align in parallel with the transport direction.
  • the rubbing roll was rotated at 450 rpm.
  • composition for forming optically anisotropic layer 1 The following composition was dissolved in 270 parts by mass of methyl ethyl ketone to prepare a coating solution.
  • Composition for forming optically anisotropic layer 1 Discotic liquid crystal compound (A) 80.0 parts by mass Discotic liquid crystal compound (B) 20.0 parts by mass Fluoro aliphatic group-containing polymer (1) 0.6 parts by mass Photopolymerization initiator (Irgacure 907, manufactured by BASF Corporation) ) 3.0 parts by mass Sensitizer (Kayacure DETX, manufactured by Nippon Kayaku Co., Ltd.) 1.0 part by mass Compound A 0.25 part by mass Compound AA 1.0 part by mass
  • the prepared coating solution was applied to the rubbing surface of the alignment layer 2 using a # 2.8 wire bar.
  • the coating amount was 4.8 mL / m 2 .
  • it heated for 300 second in a 120 degreeC thermostat and the discotic liquid crystal compound was orientated.
  • ultraviolet rays are irradiated for 1 minute to advance the crosslinking reaction, the discotic liquid crystal compound is polymerized and fixed, and an optically anisotropic layer is formed.
  • the film thickness of the optically anisotropic layer was 0.8 ⁇ m, the liquid crystal director angle on the support side was 0 °, and the liquid crystal director angle on the air interface side was 75 °.
  • the film contrast was 10,000, there was no orientation failure, and the adhesion was good. Film contrast, orientation failure, and adhesion were measured and evaluated as follows.
  • the liquid crystal compound of the optically anisotropic layer was reverse hybrid aligned.
  • ⁇ Preparation of transfer material 2> (Formation of alignment layer 2) An alignment layer coating solution having the following composition was continuously applied to the support 1 with a # 14 wire bar. Drying was performed with warm air of 60 ° C. for 60 seconds, and further with warm air of 100 ° C. for 120 seconds. The thickness of the obtained alignment film was 0.5 ⁇ m.
  • Composition of alignment layer coating solution ⁇ Modified polyvinyl alcohol (B) 10 parts by weight Water 371 parts by weight Methanol 119 parts by weight Glutaraldehyde 0.5 parts by weight Photopolymerization initiator (Irgacure 2959, manufactured by BASF) 0.3 parts by weight ⁇
  • the rubbing treatment was continuously performed on the prepared alignment layer. At this time, the longitudinal direction of the long film and the transport direction were parallel, and the rotation axis of the rubbing roller was 45 ° clockwise relative to the longitudinal direction of the film.
  • Formation of optically anisotropic layer 2 The coating amount of the coating liquid containing the liquid crystal compound having the following composition was changed so that the value of Re (0) measured using KOBRA21 ADH was 125 nm, and the rubbing surface of the prepared alignment layer 2 was coated with a wire bar. It was applied continuously. The conveyance speed (V) of the film was 20 m / min. In order to dry the solvent of the coating solution and to mature the orientation of the discotic liquid crystal compound, the coating liquid was heated with warm air of 130 ° C. for 90 seconds. Subsequently, UV irradiation was performed at 80 ° C. to form an optically anisotropic layer 2 with an alignment layer, whereby a transfer material 2 was obtained. The film thickness of the optically anisotropic layer was 1.0 ⁇ m.
  • Discotic liquid crystal compound (DLC1) 1 part by mass Discotic liquid crystal compound (A) 91 parts by mass Ethylene oxide modified trimethylolpropane triacrylate (V # 360, manufactured by Osaka Organic Chemical Co., Ltd.) 5 parts by mass photopolymerization initiator (Irga Cure 907, manufactured by BASF Corp.) 3 parts by mass sensitizer (Kaya Cure DETX, manufactured by Nippon Kayaku Co., Ltd.) 1 part by mass pyridinium salt (A) 0.5 parts by mass fluoropolymer (FP1) 0.2 parts by mass fluorine Polymer (FP2) 0.1 parts by mass Solvent (methyl ethyl ketone) (MEK) 241 parts by mass ⁇ ⁇
  • DLC1 Discotic liquid crystal compound
  • A 91 parts by mass Ethylene oxide modified trimethylolpropane triacrylate
  • V # 360 manufactured by Osaka Organic Chemical Co., Ltd.
  • mass photopolymerization initiator
  • the direction of the slow axis of the produced optically anisotropic layer 2 was orthogonal to the rotation axis of the rubbing roller. That is, the slow axis was 45 ° clockwise relative to the longitudinal direction of the support.
  • the average inclination angle of the disc surface of the discotic liquid crystalline molecules with respect to the film surface was 90 °, and it was confirmed that the discotic liquid crystal was aligned perpendicular to the film surface.
  • optically anisotropic layer 4 was formed.
  • the film thickness of the optically anisotropic layer was 1.3 ⁇ m.
  • the optically anisotropic layer 5 was prepared by using the following optically anisotropic layer 5-1 and optically anisotropic layer 5-2. Similarly to the production of the transfer material 1, a laminate of the support 1 and the alignment layer 1 was prepared, and the alignment layer 1 was continuously rubbed. At this time, the longitudinal direction of the long film and the conveying direction are parallel, and the angle formed between the longitudinal direction of the film and the rotation axis of the rubbing roller is 75 ° (clockwise) (when the longitudinal direction of the film is 90 °). The rotation axis of the rubbing roller is 15 °).
  • optically anisotropic layer 5-1 A coating solution for the optically anisotropic layer 5-1 containing a discotic liquid crystal compound having the following composition was continuously applied to the rubbing surface of the alignment layer 1 with a # 5 wire bar. In order to dry the solvent of the coating solution and to mature the orientation of the discotic liquid crystal compound, the film was heated with warm air of 115 ° C. for 90 seconds, then heated with warm air of 80 ° C. for 60 seconds, and irradiated with UV at 80 ° C. The alignment of the liquid crystal compound was fixed. The thickness of the obtained optically anisotropic layer 5-1 was 2.0 ⁇ m.
  • the average tilt angle of the disc surface of the discotic liquid crystal compound with respect to the film surface was 90 °, and it was confirmed that the discotic liquid crystal compound was aligned perpendicular to the film surface.
  • the angle of the slow axis was parallel to the rotation axis of the rubbing roller, and was 15 ° when the film longitudinal direction was 90 ° (film width direction was 0 °).
  • Discotic liquid crystal compound 80 parts by mass Discotic liquid crystal compound (B) 20 parts by mass Ethylene oxide modified trimethylolpropane triacrylate (V # 360, manufactured by Osaka Organic Chemical Co., Ltd.) 10 parts by mass photopolymerization initiator (IRGA) Cure 907, manufactured by BASF) 3 parts by mass pyridinium salt (B) 0.9 parts by mass
  • boronic acid-containing compound 0.08 parts by mass polymer
  • FP1-2 1.2 parts by mass fluoropolymer 0. 3 parts by weight methyl ethyl ketone 183 parts by weight cyclohexanone 40 parts by weight ⁇
  • optically anisotropic layer 5-2 (Formation of optically anisotropic layer 5-2) The manufactured optically anisotropic layer 5-1 was continuously rubbed. At this time, the longitudinal direction of the long film and the transport direction are parallel, and the angle formed between the longitudinal direction of the film and the rotation axis of the rubbing roller is ⁇ 75 ° (counterclockwise) (the longitudinal direction of the film is 90 °). Then, the rotation axis of the rubbing roller is 165 °).
  • a coating solution having the following composition was continuously applied onto the optically anisotropic layer 5-1 subjected to the rubbing treatment with a # 2.2 wire bar.
  • the liquid crystal compound was aligned by heating at 60 ° C. for 60 seconds and UV irradiation at 60 ° C.
  • the thickness of the obtained optically anisotropic layer 5-2 was 0.8 ⁇ m.
  • a laminate of the optically anisotropic layer 5-1 and the optically anisotropic layer 5-2 was used as the optically anisotropic layer 5.
  • the average inclination angle of the long axis of the rod-like liquid crystal compound with respect to the film surface was 0 °, and it was confirmed that the liquid crystal compound was aligned horizontally with respect to the film surface.
  • the angle of the slow axis was orthogonal to the rotation axis of the rubbing roller, and was 75 ° when the film longitudinal direction was 90 ° (film width direction was 0 °).
  • composition of coating solution for optically anisotropic layer 5-2 ⁇ Polymerizable liquid crystal compound (LC-1-1) 80 parts by mass Polymerizable liquid crystal compound (LC-2) 20 parts by mass Photopolymerization initiator (Irgacure 907, manufactured by BASF) 3 parts by mass sensitizer (Kayacure DETX, Japan) 1 part by weight fluoropolymer (FP4) 0.3 part by weight methyl ethyl ketone 193 parts by weight cyclohexanone 50 parts by weight ⁇ ⁇
  • ⁇ Preparation of transfer material 6> (Formation of rubbing alignment layer) As in the preparation of the transfer material 1, a laminate of the support 1 and the alignment layer 1 was prepared, and the alignment layer 1 of this laminate was continuously rubbed. At this time, the longitudinal direction of the long film and the transport direction are parallel, and the angle formed by the film longitudinal direction and the rotation axis of the rubbing roller is 15 ° (clockwise) (when the film longitudinal direction is 90 °). The rotation axis of the rubbing roller is 75 °). Thereafter, the optically anisotropic layer 6 was prepared in the same manner as the transfer material 5 except that the coating solution for the optically anisotropic layer 5-1 was changed to the coating solution for the optically anisotropic layer 6-1 described below. A transfer material 6 including (a laminated body of the optically anisotropic layer 5-1 and the optically anisotropic layer 6-1) was produced.
  • composition of coating solution for optically anisotropic layer 6-1 Polymerizable liquid crystal compound (LC-1-1) 80 parts by mass Polymerizable liquid crystal compound (LC-2) 20 parts by mass Photopolymerization initiator (Irgacure 907, manufactured by BASF) 3 parts by mass polymer (A) 0.6 mass Part fluoropolymer (FP1) 0.3 part by weight methyl ethyl ketone 183 parts by weight cyclohexanone 40 parts by weight ⁇ ⁇
  • Transfer materials 7 to 12 were obtained in the same manner as the transfer materials 1 to 6 except that the support 1 was changed to Fuji Film PET (thickness 75 ⁇ m).
  • acrylic resin sheet T2 The acrylic resin described below was used. This acrylic resin is commercially available. Dianal BR88 (trade name), manufactured by Mitsubishi Rayon Co., Ltd., mass average molecular weight 1500,000 (hereinafter referred to as acrylic resin AC-1). (UV absorber) The following ultraviolet absorbers were used. UV agent 1: Tinuvin 328 (BASF)
  • Dope B preparation The following composition was put into a mixing tank and stirred while heating to dissolve each component to prepare Dope B.
  • Dope B composition Acrylic resin AC-1 100 parts by weight UV absorber UV agent 1 2 parts by weight Dichloromethane 300 parts by weight Ethanol 40 parts by weight
  • the prepared dope was uniformly cast from a casting die onto a stainless steel endless band (casting support) having a width of 2000 mm.
  • the residual solvent amount in the dope reached 40% by mass, the polymer film was peeled off from the casting support, transported without stretching, and dried at 130 ° C. in a drying zone.
  • the film thickness of the obtained acrylic resin sheet T2 was 40 ⁇ m.
  • One side of the resin sheet T2 thus obtained is subjected to corona treatment, and the corona treatment surface is bonded to one side of the polarizer using a 3% aqueous solution of PVA (manufactured by Kuraray Co., Ltd., PVA-117H) as an adhesive. It was.
  • PVA manufactured by Kuraray Co., Ltd., PVA-117H
  • Cellulose acylate film A commercially available cellulose acylate film (Fujitack ZRD40, manufactured by Fuji Film Co., Ltd.) was immersed in a 1.5 mol / L NaOH aqueous solution (saponification solution) maintained at 55 ° C. for 2 minutes, and then the film was washed with water. After being immersed in a 0.05 mol / L sulfuric acid aqueous solution at 25 ° C. for 30 seconds, the film was further neutralized by passing a washing bath under running water for 30 seconds. Then, draining with an air knife was repeated three times, and after dropping water, the film was retained in a drying zone at 70 ° C. for 15 seconds and dried to produce a saponified film.
  • Fuji Film Co., Ltd. A commercially available cellulose acylate film (Fujitack ZRD40, manufactured by Fuji Film Co., Ltd.) was immersed in a 1.5 mol / L NaOH aqueous solution (saponification solution) maintained at 55 ° C.
  • the saponified cellulose acylate film ZRD40 thus obtained was coated with a 3% aqueous solution of PVA (manufactured by Kuraray Co., Ltd., PVA-117H) on the opposite side of the surface of the polarizer to which the acrylic resin sheet was bonded.
  • PVA manufactured by Kuraray Co., Ltd., PVA-117H
  • the adhesive was bonded so that the longitudinal direction of the produced polarizer roll and the longitudinal direction of the roll of the cellulose acylate film ZRD40 were parallel to each other.
  • the transfer materials 1 to 12 were cut into 150 mm squares, and the support T1 or the PET was slowly peeled off at the interface with the alignment layer to obtain a transfer body.
  • the ZRD40 surface of the polarizing plate (a film including a polarizer) obtained above is subjected to corona treatment, and then the transfer body and the alignment layer surface are bonded using a 3% aqueous solution of polyvinyl alcohol (PVA-117H manufactured by Kuraray) as an adhesive.
  • PVA-117H polyvinyl alcohol
  • a polarizing plate with an optically anisotropic layer was obtained.
  • the transfer body could be bonded to a film containing a polarizer without any problem.
  • the obtained polarizing plates were designated as polarizing plates 1 to 12, respectively.
  • cyclic olefin resin sheet T3 (Preparation of cyclic olefin resin sheet T3) A commercially available cycloolefin polymer film “ZEONOR ZF14” (manufactured by Nippon Zeon Co., Ltd.) is stretched at the stretching temperature (Tg is the glass transition temperature of the cyclic olefin resin) and the stretching ratio shown in Table 4 below, and the cyclic olefin resin is obtained. Sheet T3 was obtained.
  • polarizing plates 25-36> In the polarizing plates 1 to 12, polarizing plates 25 to 36 were prepared in the same manner as the polarizing plates 1 to 12, except that the cyclic olefin resin sheet T3 obtained above was bonded instead of bonding the ZRD 40 to each other. .
  • polarizing plates 37 to 48 were obtained in the same manner as the polarizing plates 1 to 12 except that the ZRD 40 was not present. That is, in the polarizing plates 37 to 48, the optically anisotropic layer and the polarizer were directly bonded using the same adhesive as described above.
  • polarizing plates 61-66 One side of the polarizer and the resin sheet T2 was subjected to corona treatment, and the corona-treated surface was bonded to one side of the polarizer using a 3% aqueous solution of PVA (manufactured by Kuraray Co., Ltd., PVA-117H) as an adhesive.
  • the other surface is subjected to the same rubbing treatment as in the production of the transfer materials 1 to 6, and the rubbing treatment surface is subjected to the same procedure as the formation of the optically anisotropic layer in the production of the transfer materials 1 to 6 described above.
  • the optically anisotropic layers 1 to 6 were directly formed.
  • the obtained polarizing plates were designated as polarizing plates 61 to 66, respectively.
  • the surface on which the optically anisotropic layer including the alignment films of the polarizing plates 1 to 48 is formed is cut into 11 grids and 11 grids in a grid pattern with a cutter knife, for a total of 100 square grids.
  • the adhesion test was carried out by crimping a polyester adhesive tape “NO.31B” manufactured by Nitto Denko Co., Ltd. When the peeling was less than 20 mm in 100 squares, the adhesion test was conducted at the same place. Repeat tests were performed up to twice. The presence or absence of peeling was visually observed, and the following five-step evaluation was performed. The presence or absence of peeling was visually observed. The results are summarized in Table 3.

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  • Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Nonlinear Science (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Mathematical Physics (AREA)
  • Polarising Elements (AREA)

Abstract

La présente invention concerne un procédé de production d'une plaque de polarisation, la plaque de polarisation comprenant une couche optiquement anisotrope constituée d'une composition contenant un composé de cristaux liquides. Le procédé de production comprend les étapes consistant à : préparer un matériau de transfert qui contient, dans l'ordre, un support temporaire, une couche d'alignement et une couche optiquement anisotrope, la couche optiquement anisotrope du matériau de transfert étant constituée d'une composition polymérisable qui contient un composé de cristaux liquides et qui est appliquée directement à la couche d'alignement ; retirer le support temporaire du matériau de transfert entre le support temporaire et la couche d'alignement du matériau de transfert ; et lier à un film qui contient un polariseur une surface d'un corps de transfert qui est obtenue au moyen du retrait susmentionné et qui contient la couche optiquement anisotrope et la couche d'alignement, la surface étant obtenue au moyen du retrait susmentionné. Ledit procédé de production permet de lier la couche optiquement anisotrope au polariseur au moyen d'une configuration minimale.
PCT/JP2014/070155 2013-08-01 2014-07-31 Procédé de production d'une plaque de polarisation WO2015016296A1 (fr)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2020126226A (ja) * 2019-02-04 2020-08-20 住友化学株式会社 偏光板および表示装置

Families Citing this family (1)

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Publication number Priority date Publication date Assignee Title
WO2020067291A1 (fr) * 2018-09-26 2020-04-02 富士フイルム株式会社 Film de transfert, plaque polarisante, dispositif d'affichage d'image, et procédé de production de plaque polarisante

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002156526A (ja) * 2000-11-21 2002-05-31 Konica Corp 光学異方性フィルム、その製造方法及び偏光板の製造方法
JP2005070096A (ja) * 2003-08-25 2005-03-17 Sumitomo Chemical Co Ltd 位相差板一体型偏光板、その製造方法及び液晶表示装置
JP2007298967A (ja) * 2006-04-03 2007-11-15 Sumitomo Chemical Co Ltd フィルムおよびフィルムの製造方法、並びにその利用

Patent Citations (3)

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Publication number Priority date Publication date Assignee Title
JP2002156526A (ja) * 2000-11-21 2002-05-31 Konica Corp 光学異方性フィルム、その製造方法及び偏光板の製造方法
JP2005070096A (ja) * 2003-08-25 2005-03-17 Sumitomo Chemical Co Ltd 位相差板一体型偏光板、その製造方法及び液晶表示装置
JP2007298967A (ja) * 2006-04-03 2007-11-15 Sumitomo Chemical Co Ltd フィルムおよびフィルムの製造方法、並びにその利用

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2020126226A (ja) * 2019-02-04 2020-08-20 住友化学株式会社 偏光板および表示装置
JP2021121862A (ja) * 2019-02-04 2021-08-26 住友化学株式会社 偏光板および表示装置

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TW201505850A (zh) 2015-02-16

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