JP2014182217A - Optical film material - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an optical film material from which a thin optical film can be efficiently supplied.SOLUTION: The optical film material comprises a layer formed of a stretched film, an optical anisotropic layer, and an optically isotropic acryl polymer layer. In the optical film material, the layer formed of a stretched film has a surface subjected to a rubbing treatment; the optical anisotropic layer is formed by irradiating a polymerizable composition which contains a liquid crystal compound directly and directly applied to the rubbed surface, with light so as to polymerize the liquid crystal compound; the acryl polymer layer is formed by curing a polymerizable composition containing (meth)acrylate which is directly applied to the surface of the layer formed of the polymerizable compound containing the liquid crystal compound; and the film thickness of the acryl polymer layer is larger than the film thickness of the optical anisotropic layer.

Description

  The present invention relates to an optical film material and a method for producing the same.

  As the market for smartphones and tablet PCs expands, displays are increasingly required to be thinner. In this trend, attempts have been made to use various films such as acrylic polymer films and cycloolefin polymer films in addition to the cellulose polymer films conventionally used as transparent and low birefringence optical films. (For example, Patent Document 1). These films have problems such as high price and easy dents during handling, and there is room for improvement for practical use. The demand for thin optical films and the like is also expected to increase.

JP 2009-175222 A

  An object of the present invention is to provide a thin optical film. It is an object of the present invention to provide a thin film optical film having a retardation, and more specifically, the present invention provides an optical film material that can efficiently supply a thin film optical film having a controlled retardation. Offering is an issue.

A thin film may be manufactured and transported as a material to which a laminate film is attached for the purpose of preventing the above-described dents and scratches or handling. The present inventors have used a film that can function as a laminate film for forming a thin film as a temporary support, an acrylic polymer obtained by polymerizing the compound after coating a composition containing a polymerizable compound on the temporary support. An attempt was made to make a film. However, the problem of insufficient peelability between the temporary support and the acrylic polymer film was encountered. As a result of further diligent research by the present inventors to solve this problem, by providing an optically anisotropic layer formed from a liquid crystal compound before the formation of the acrylic polymer layer on the temporary support, It has been found that the peelability of the acrylic polymer layer from the temporary support is improved and a controlled retardation can be imparted. And the present inventors formed the thin film (optical anisotropy layer) which has the phase difference which this formed by photocuring of the composition containing a liquid crystal compound directly on a temporary support body without passing an alignment film. In this case, the present inventors have found that the thin film can be peeled off from the temporary support without any defects. That is, conventionally, even if the present inventors have made trial and error, a thin film (optical anisotropic layer) having a phase difference formed by photocuring a composition containing a liquid crystal compound can be peeled off from a temporary support without defects. However, the present inventors have been troubled by a difficult problem that the thin film having a phase difference is easily broken at the time of peeling from the temporary support.
Based on the above findings, the present inventors have further studied and completed the present invention. That is, the present invention provides the following [1] to [15].

[1] A layer comprising a stretched film, an optically anisotropic layer, and an optically isotropic acrylic polymer layer, wherein the layer comprising the stretched film has a rubbed surface, and The isotropic layer is a layer formed by light-irradiating a polymerizable composition containing a liquid crystal compound directly applied to the surface to polymerize the liquid crystal compound,
The acrylic polymer layer is a layer formed by curing a polymerizable composition containing (meth) acrylate applied directly to the surface of the layer formed from the polymerizable composition containing the liquid crystal compound, And the optical film material whose film thickness of the said acrylic polymer layer is larger than the film thickness of the said optically anisotropic layer.

[2] The optical film material according to [1], wherein the stretched film is a polyethylene terephthalate film or a cycloolefin polymer film.
[3] The optical film material according to [1], wherein the stretched film is a polyethylene terephthalate film.
[4] The optical film material according to any one of [1] to [3], wherein the thickness of the optically anisotropic layer is 0.5 μm to 5 μm.
[5] The optical film material according to any one of [1] to [3], wherein the optical anisotropic layer has a thickness of 0.5 μm to 3 μm.
[6] The optical film material according to any one of [1] to [5], wherein the liquid crystal compound is a compound having two or more (meth) acryl groups.

[7] Any one of [1] to [6], wherein the acrylic polymer layer is a layer formed by light-irradiating a polymerizable composition containing (meth) acrylate to polymerize (meth) acrylate. The optical film material described in 1.
[8] The optical film material according to any one of [1] to [7], wherein the acrylic polymer layer has a thickness of 50 μm or less.
[9] A method for producing an optical film material according to any one of [1] to [8],
(1) rubbing at least one surface of the stretched film;
(2) applying a polymerizable composition containing a liquid crystal compound to the rubbed surface of the stretched film;
(3) Applying the polymerizable composition containing (meth) acrylate directly to the layer formed from the polymerizable composition containing the liquid crystal compound (4) The polymerizable composition containing the liquid crystal compound and the above The manufacturing method including hardening | curing polymeric composition containing (meth) acrylate of this.

[10] The production method according to [9], wherein the curing is performed by light irradiation.
[11] The production method according to [10],
(1) rubbing at least one surface of the stretched film;
(2) coating a polymerizable composition containing a liquid crystal compound directly on the rubbed surface of the stretched film;
(2-2) The polymerizable composition containing the liquid crystal compound is irradiated with light to polymerize the liquid crystal compound to form an optically anisotropic layer.
(3) Applying the polymerizable composition containing the (meth) acrylate directly to the optically anisotropic layer,
(3-2) A production method including, in this order, forming an acrylic polymer layer by irradiating the polymerizable composition containing the (meth) acrylate with light to polymerize the (meth) acrylate.

  The present invention provides an optical film material that can efficiently supply a thin film optical film having a retardation.

Hereinafter, the present invention will be described in detail.
In the present specification, “to” 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. Moreover, in this specification, (meth) acrylate is used with the meaning containing both an acrylate and a methacrylate.

  In the present specification, Re (λ) and Rth (λ) respectively represent in-plane retardation and retardation in the thickness direction at a wavelength λ. Re (λ) is measured by making light having a wavelength of λ nm incident in the normal direction of the film in KOBRA 21ADH or WR (manufactured by Oji Scientific Instruments). In selecting the measurement wavelength λnm, the wavelength selection filter can be exchanged manually, or the measurement value can be converted by a program or the like.

When the film to be measured is represented by a uniaxial or biaxial refractive index ellipsoid, Rth (λ) is calculated by the following method.
Rth (λ) is Re (λ), with the in-plane slow axis (determined by KOBRA 21ADH or WR) as the tilt axis (rotation axis) (if there is no slow axis, any in-plane film The light is incident at a wavelength of λ nm from the inclined direction in steps of 10 degrees from the normal direction to 50 degrees on one side with respect to the film normal direction of the rotation axis of KOBRA 21ADH or WR is calculated based on the measured retardation value, the assumed value of the average refractive index, and the input film thickness value.

In the above case, in the case of a film having a direction in which the retardation value is zero at a certain tilt angle with the in-plane slow axis from the normal direction as the rotation axis, retardation at a tilt angle larger than the tilt angle. The value is calculated by KOBRA 21ADH or WR after changing its sign to negative.
In addition, the retardation value is measured from the two inclined directions, with the slow axis as the tilt axis (rotation axis) (when there is no slow axis, the arbitrary direction in the film plane is the rotation axis), Based on the value, the assumed value of the average refractive index, and the input film thickness value, Rth can also be calculated from the following equations (11) and (12).
Formula (11)

The above Re (θ) represents a retardation value in a direction inclined by an angle θ from the normal direction.
In formula (11), 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, and 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
In formula (12), 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, and nz represents the refractive index in the direction perpendicular to nx and ny. . d is the film thickness.

In the case where the film to be measured cannot be expressed by a uniaxial or biaxial refractive index ellipsoid, that is, a film having no so-called optical axis, Rth (λ) is calculated by the following method.
Rth (λ) is from −50 degrees to +50 degrees with respect to the normal direction of the film, with Re (λ) being the in-plane slow axis (determined by KOBRA 21ADH or WR) and the tilt axis (rotating axis). In each of the 10 degree steps, light of wavelength λ nm is incident from the inclined direction and measured at 11 points. Based on the measured retardation value, the assumed average refractive index, and the input film thickness value, KOBRA 21ADH or WR is calculated.
In the above measurement, 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.

In this specification, when there is no special mention about a measurement wavelength, a measurement wavelength is 550 nm. For example, when it is simply described as Re, Re (550) is indicated.
Further, in the present specification, regarding the angle (for example, an angle such as “90 °”) and the relationship (for example, “orthogonal”, “parallel”, “crossing at 45 °”, etc.), the technical field to which the present invention belongs. The range of allowable error is included. For example, it means that 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. Further, 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.

[Optical film, optical film material]
In this specification, an optical film means a film that can be used for an optical member such as various optical devices such as various display devices, light-emitting devices, and polarizing plates. In the present invention, the optical film preferably has a thickness of about 100 μm or less, 60 μm or less, 40 μm or less, 25 μm or less, 10 μm or less, or 5 μm or less. The optical film is also preferably transparent (for example, a light transmittance of 80% or more). The optical film may have low birefringence or high birefringence. Preferably it has a controlled birefringence.

  In this specification, the optical film material means a material for supplying an optical film. Specifically, any layer can be used as long as it can provide an optical film by peeling a layer made of a stretched film that functions as a temporary support. Further, the optical film material itself may be an optical film.

  The optical film material of the present invention includes a layer made of a stretched film, an optically anisotropic layer, and an acrylic polymer layer formed by curing a polymerizable composition containing (meth) acrylate. In the optical film material of the present invention, the layer made of a stretched film, the optically anisotropic layer, the optically anisotropic layer, and the acrylic polymer layer are in direct contact with each other.

The optical film material of the present invention may contain other functional layers such as a protective layer, an antistatic layer, a hard coat layer, and an adhesive layer in addition to the above layers.
Hereinafter, each of the layer which consists of a stretched film, the optically anisotropic layer, and the acrylic polymer layer formed by hardening | curing polymeric composition containing (meth) acrylate is demonstrated in detail.

[Stretched film]
The stretched film used for the optical film material of the present invention is not particularly limited, and may be a uniaxially stretched film or a biaxially stretched film, but is preferably a uniaxially stretched film. The stretched film is preferably a stretched thermoplastic resin film. Preferred examples of the thermoplastic resin include polyester polymers such as polyethylene terephthalate and cycloolefin polymers (for example, norbornene resins (ZEONEX, ZEONOR manufactured by Nippon Zeon Co., Ltd., ARTON manufactured by JSR Co., Ltd.), etc.). Polyethylene terephthalate (PET) is more preferable, and the stretching conditions are not particularly limited, and can be carried out with reference to the description in JP-A-2009-214441, for example.
The film thickness of the layer made of the stretched film may be about 10 μm to 1000 μm, preferably 25 μm to 250 μm, more preferably 30 μm to 90 μm.

In the optical film material of the present invention, the layer made of a stretched film has a surface subjected to rubbing treatment, and the optically anisotropic layer is directly provided on the surface subjected to rubbing treatment.
The rubbing treatment can be generally performed by rubbing the surface of a film containing a polymer as a main component several times in a certain direction with paper or cloth. A general method of rubbing is described in, for example, “Liquid Crystal Handbook” (issued by Maruzen, October 30, 2000).

As a method for changing the rubbing density, a method described in “Liquid Crystal Handbook” (published by Maruzen) can be used. The rubbing density (L) is quantified by the following formula (A).
Formula (A) L = Nl (1 + 2πrn / 60v)
In the formula (A), 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, and v is the stage moving speed (second speed).

In order to increase the rubbing density, 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.
In addition, the description in Japanese Patent No. 4052558 can also be referred to as conditions for the rubbing process.

[Optically anisotropic layer]
The optically anisotropic layer is a layer having optical characteristics that are not isotropic in that there is at least one incident direction in which retardation is not substantially zero when the retardation is measured. The optically anisotropic layer in the optical film material of the present invention is formed by irradiating a polymerizable composition containing a liquid crystal compound with light to polymerize the liquid crystal compound. The polymerizable composition may include any liquid crystal compound having at least one polymerizable group, and the liquid crystal composition may be polymerized by the polymerizable group by light irradiation. The polymerizable composition is directly applied to the surface on which the layer made of the stretched film is rubbed. The liquid crystal compound molecules in the layer can be aligned by further drying the coating layer at room temperature or by heating (for example, heating at 50 ° C. to 150 ° C., preferably 80 ° C. to 120 ° C.). It is only necessary to form an optically anisotropic layer by irradiating it with light and fixing it by polymerization.

  The film thickness of the optically anisotropic layer is 10 μm or less, less than 8 μm, 7 μm or less, 6 μm or less, 5 μm or less, 4 μm or less, 3 μm or less, 2 μm or less, 1.9 μm or less, 1.8 μm or less, 1.7 μm or less, 1 .6 μm or less, 1.5 μm or less, 1.4 μm or less, 1.3 μm or less, 1.2 μm or less, 1.1 μm or less, or 1 μm or less, 0.2 μm or more, 0.3 μm or more, 0.4 μm or more, 0 It may be 0.5 μm or more, 0.6 μm or more, 0.7 μm or more, 0.8 μm or more, or 0.9 μm or more. In the optical film material of the present invention, the thickness of the optically anisotropic layer is preferably smaller than the thickness of the acrylic polymer layer.

[Liquid Crystal Compound]
Examples of the liquid crystal compound include a rod-like liquid crystal compound and a disk-like liquid crystal compound.
Examples of the rod-like liquid crystal compound include azomethines, azoxys, cyanobiphenyls, cyanophenyl esters, benzoic acid esters, cyclohexanecarboxylic acid phenyl esters, cyanophenylcyclohexanes, cyano-substituted phenylpyrimidines, and alkoxy-substituted phenylpyrimidines. , Phenyldioxanes, tolanes and alkenylcyclohexylbenzonitriles are preferably used. In addition to the above low-molecular liquid crystalline molecules, high-molecular liquid crystalline molecules can also be used.

  It is more preferable to fix the orientation of the rod-like liquid crystal compound 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), US Pat. Nos. 4,683,327, 5,622,648, 5,770,107, WO 95/22586, 95/24455, 97 / No. 0600, No. 98/23580, No. 98/52905, JP-A-1-272551, JP-A-6-16616, JP-A-7-110469, JP-A-11-80081, and Japanese Patent Application No. 2001-64627 These compounds can be used. The polymerizable rod-like liquid crystal compound is preferably a polymerizable rod-like liquid crystal compound represented by the following general formula (1).

Formula ^{(1) Q 1 -L 1 -Cy} 1 -L 2 - (Cy 2 -L 3) n-Cy 3 -L 4 -Q 2
(In General Formula (1), Q ¹ and Q ² are each independently a polymerizable group, L ¹ and L ⁴ are each independently a divalent linking group, and L ² and L ³ are each independently a single group. A bond or a divalent linking group, Cy ¹ , Cy ² and Cy ³ are divalent cyclic groups, and n is 0, 1, 2 or 3.)

Hereinafter, the polymerizable rod-like liquid crystal compound represented by the general formula (1) will be described.
In 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. In other words, the polymerizable group is preferably a functional group capable of addition polymerization reaction or condensation polymerization reaction. Examples of polymerizable groups are shown below.

Among the above, preferred polymerizable groups include acryl groups and methacryl groups. In particular, it is preferable that both Q ¹ and Q ² in the general formula (1) are an acryl group or a methacryl group. By using these groups, the adhesion with an acrylic polymer layer formed by curing a polymerizable composition containing (meth) acrylate tends to be improved.

In general formula (1), L ¹ and L ⁴ are each independently a divalent linking group. L ¹ and L ⁴ each independently include —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.

The example of the bivalent coupling group which consists of a combination is shown below. Here, 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—O—divalent chain group—O—CO—divalent cyclic group—
L-11: -CO-O-divalent chain group -O-CO-divalent cyclic group -CO-O-
L-12: -CO-O-divalent chain group -O-CO-divalent cyclic group -O-CO-
L-13: —CO—O—Divalent chain group—O—CO—Divalent cyclic group—Divalent chain group—
L-14: -CO-O-divalent chain group -O-CO-divalent cyclic group -divalent chain group -CO-O-
L-15: -CO-O-divalent chain group-O-CO-divalent cyclic group-divalent chain group-O-CO-
L-16: —CO—O—divalent chain group—O—CO—O—divalent cyclic group—
L-17: -CO-O-divalent chain group -O-CO-O-divalent cyclic group -CO-O-
L-18: -CO-O-divalent chain group -O-CO-O-divalent cyclic group -O-CO-
L-19: —CO—O—Divalent chain group—O—CO—O—Divalent cyclic group—Divalent chain group—
L-20: -CO-O-divalent chain group -O-CO-O-divalent cyclic group -divalent chain group -CO-O-
L-21: -CO-O-divalent chain group -O-CO-O-divalent cyclic group -divalent chain group -O-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. Examples of the substituent 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. Examples of the substituent include a halogen atom.
Specific examples of the divalent chain group include ethylene, trimethylene, propylene, tetramethylene, 2-methyl-tetramethylene, pentamethylene, hexamethylene, octamethylene, 2-butenylene, 2-butynylene and the like.

The definition and examples of the divalent cyclic group are the same as those of Cy ¹ , Cy ² and Cy ³ described later.

In the general formula (1), L ^{2 and} L ³ are each independently a single bond or a divalent linking group. L ² and L ³ each independently include —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.

In the general formula (1), n is 0, 1, 2, or 3. When n is 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.

In the general formula (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, 6-membered ring, or 7-membered ring, more preferably a 5-membered ring or 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. As the cyclic group having a pyridine ring, pyridine-2,5-diyl is preferable. As the cyclic group having a pyrimidine ring, pyrimidine-2,5-diyl is preferable.
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. An alkylthio group having 1 to 5 carbon atoms, an acyloxy group having 2 to 6 carbon atoms, an alkoxycarbonyl group having 2 to 6 carbon atoms, a carbamoyl group, and an alkyl-substituted carbamoyl group having 2 to 6 carbon atoms And an acylamino group having 2 to 6 carbon atoms.

  Examples of the polymerizable rod-like liquid crystal compound represented by the general formula (1) are shown below. The present invention is not limited to these.

  In addition to the polymerizable rod-shaped liquid crystal compound represented by the general formula (1), it is preferable to use at least one compound represented by the following general formula (2) as the rod-shaped liquid crystal compound.

General formula (2)
^{M 1 - (L 1) p} -Cy 1 -L 2 - (Cy 2 -L 3) n-Cy 3 - (L 4) q-M 2
(In General Formula (2), 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 .
^{However, 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. )

When M ¹ and M ² do not represent Q 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.

  Moreover, as a preferable mixing 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), It is 0.1% -40%, More preferably, it is 1% -30%, More preferably, it is 5% -20%.

  Although the preferable example of a compound represented by General formula (2) below is shown, this invention is not limited to these.

  The discotic liquid crystalline compound is disclosed in various documents (C. Destrade et al., Mol. Crysr. 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. Am. Chem. Soc., Vol. 116, page 2655 (1994)). The polymerization of the discotic liquid crystalline compound is described in JP-A-8-27284. In order to fix the discotic liquid crystalline compound by polymerization, it is necessary to bond a polymerizable group as a substituent to the discotic core of the discotic liquid crystalline compound. However, when the polymerizable group is directly connected to the disc-shaped core, it becomes difficult to maintain the orientation state in the polymerization reaction. Therefore, a linking group is introduced between the discotic core and the polymerizable group. That is, the photocurable discotic liquid crystalline compound is preferably a compound represented by the following formula (3).

General 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) described in JP-A No. 2001-4837, respectively. To (D15), (L1) to (L25), and (P1) to (P18), and the contents described in the publication can be preferably used.

  The compound represented by the general formulas (1) to (3) is 80% by mass or more, 90% by mass or more, or 95% by mass or more with respect to the solid content mass (mass excluding the solvent) of the polymerizable composition. Moreover, what is necessary is just to contain 99.99 mass% or less, 99.98 mass% or less, and 99.97 mass% or less. In particular, 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, inclined alignment, and twist alignment. In the present specification, “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. And 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. To do. The optically anisotropic layer in the optical film material of the present invention preferably contains a rod-like 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 applied to the stretched film surface as a coating liquid, an organic solvent or water, or a mixed solvent thereof is preferably used. Examples of 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 mixed and used. Among the above, alkyl halides, esters, ketones and mixed solvents thereof are preferable.
A similar solvent can be used for a composition for preparing an acrylic polymer layer described later.

[Fixed orientation]
The polymerization reaction of the liquid crystal compound may be a photopolymerization reaction. The photopolymerization reaction may be either radical polymerization or cationic polymerization, but radical polymerization is preferred. Examples of radical photopolymerization initiators include α-carbonyl compounds (described in US Pat. Nos. 2,367,661 and 2,367,670), acyloin ethers (described in US Pat. No. 2,448,828), α-hydrocarbon substituted aromatics. Aciloin compound (described in US Pat. No. 2,722,512), polynuclear quinone compound (described in US Pat. Nos. 3,046,127 and 2,951,758), a combination of triarylimidazole dimer and p-aminophenyl ketone (US Pat. No. 3,549,367) Acridine and phenazine compounds (JP-A-60-105667, US Pat. No. 4,239,850) and oxadiazole compounds (US Pat. No. 4,212,970). 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.

The amount of the photopolymerization 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 the polymerization of the liquid crystal compound is preferably performed using ultraviolet rays. Irradiation energy is preferably ^{10mJ / cm 2 ~10J / cm 2} , further preferably 25~1000mJ / cm ^2. The illuminance is preferably 10~2000mW / cm ^2, more preferably 20~1500mW / cm ^2, further preferably 40~1000mW / 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. In order to accelerate the photopolymerization reaction, light irradiation may be performed under an inert gas atmosphere such as nitrogen or under heating conditions.

[Horizontal alignment agent]
In the polymerizable composition containing a liquid crystal compound, the compounds represented by the general formulas (1) to (3) and the general formula (4) described in paragraphs “0098” to “0105” of JP2009-69793A 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). When the liquid crystal compound is horizontally aligned, the tilt 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 of the mass of the liquid crystal compound. In addition, 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.
[Other additives]
The polymerizable composition containing a liquid crystal compound may contain other necessary additives, but preferably does not contain a so-called chiral agent.

[Acrylic polymer layer]
The optical film material of the present invention includes an acrylic polymer layer formed by curing a polymerizable composition containing (meth) acrylate on the optically anisotropic layer. In the optical film material of the present invention, as the acrylic polymer layer, a polymerizable composition containing a (meth) acrylate monomer is directly applied to the surface of the optically anisotropic layer or the optically anisotropic layer before curing. A layer formed by curing the coating layer is used. The optically anisotropic layer or the optically anisotropic layer before curing may be referred to as “a layer formed from a polymerizable composition containing a liquid crystal compound” in this specification.

What is necessary is just to use what is optically isotropic as an acrylic polymer layer in the optical film material of this invention. 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.
That is, the acrylic polymer layer in the optical film material of the present invention preferably does not include, for example, a polymer layer obtained by polymerizing a liquid crystal compound having an acrylate group. More specifically, the liquid crystal compound is 80% by mass in solid content. 70% by mass or more, 60% by mass or more, 50% by mass or more, 40% by mass or more, 30% by mass or more, 20% by mass or more, 10% by mass or more, 5% by mass or more, or 1% by mass or more It is preferable not to include a polymer layer obtained by curing the product.

  Acrylic polymers include, for example, polymethyl (meth) acrylate, copolymers of (meth) acrylic acid and various esters thereof, copolymers of styrene and (meth) acrylic acid or various (meth) acrylic esters, vinyltoluene and ( Mention may be made of (meth) acrylic acid or copolymers of various (meth) acrylic acid esters. Preferred examples include copolymers of methyl (meth) acrylate and (meth) acrylic acid, copolymers of allyl (meth) acrylate and (meth) acrylic acid, benzyl (meth) acrylate and (meth) acrylic acid, and others. And multi-component copolymers with other monomers. These polymers may be used alone or in combination of two or more.

  The acrylic polymer layer may be one obtained by thermally polymerizing (meth) acrylate and other monomers, or one obtained by photopolymerization, but one obtained by photopolymerization is particularly preferred. The photopolymerization reaction should just be performed in the coating layer in which the polymeric composition containing (meth) acrylate is directly apply | coated to the layer formed from the polymeric composition containing a liquid crystal compound. The light irradiation for the photopolymerization reaction may be performed under the same conditions as the light irradiation for the polymerization of the liquid crystal compound described above, and the light irradiation for the polymerization of the liquid crystal compound simultaneously polymerizes the (meth) acrylate. May be.

As the polymerization initiator, a thermal polymerization initiator or a photopolymerization initiator is appropriately used according to the method.
As photopolymerization initiators, vicinal polyketaldonyl compounds disclosed in US Pat. No. 2,367,660, acyloin ether compounds described in US Pat. No. 2,448,828, US Pat. No. 2,722,512 An aromatic acyloin compound substituted with an α-hydrocarbon described in US Pat. Nos. 3,046,127 and 2,951,758, and a triarylimidazole described in US Pat. No. 3,549,367 A combination of a dimer and p-aminoketone, a benzothiazole compound and a trihalomethyl-s-triazine compound described in JP-B-51-48516, a trihalomethyl-triazine compound described in US Pat. No. 4,239,850, US Pat. No. 4,221,976 And the like trihalomethyl oxadiazole compounds described. In particular, trihalomethyl-s-triazine, trihalomethyloxadiazole, and triarylimidazole dimer are preferable. In addition, “polymerization initiator C” described in JP-A-11-133600 can also be mentioned as a preferable example.
Further, the amount of the polymerization initiator is preferably 0.01 to 20% by mass, more preferably 0.2 to 10% by mass, based on the solid content of the polymerizable composition for forming the acrylic polymer layer.

  In order to give the acrylic polymer layer a hard coat property, a polymer having a high Tg may be used as the polymer in the acrylic polymer layer. The Tg is preferably 50 ° C. or higher, more preferably 80 ° C. or higher, and even more preferably 100 ° C. or higher. In order to increase the Tg of the polymer, a polar group such as a hydroxyl group, a carboxylic acid group, or an amino group may be introduced. Examples of high Tg polymers include polymethyl (meth) acrylate, reaction product of alkyl (meth) acrylate such as polyethyl (meth) acrylate, copolymer of alkyl (meth) acrylate and (meth) acrylic acid, 2-hydroxyethyl Reaction products of hydroxyl group-containing (meth) acrylates such as (meth) acrylate and 2-hydroxypropyl (meth) acrylate, alkyl (meth) acrylates, hydroxyl-containing (meth) acrylates and acid anhydrides such as succinic anhydride and phthalic anhydride And a copolymer of a half ester which is a reaction product with the product.

  In order to impart hard coat properties, a layer obtained by polymerizing a layer containing at least one bifunctional or higher polymerizable monomer and a polymerizable polymer by light irradiation or heat may be used. Examples of reactive groups include (meth) acryl groups, vinyl groups, allyl groups, epoxy groups, oxetanyl groups, vinyl ether groups, and the like. As an example of the polymerizable polymer, a reaction product of a polymerizable group-containing acrylate such as glycidyl (meth) acrylate, allyl (meth) acrylate, ethylene glycol di (meth) acrylate, or glycerol 1,3-di (meth) acrylate. Examples thereof include a copolymer of a polymerizable group-containing acrylate with a reaction product (meth) acrylic acid, and a multi-component copolymer with another monomer.

  The thickness of the acrylic polymer layer is 60 μm or less, 50 μm or less, 40 μm or less, 30 μm or less, 25 μm or less, or 15 μm or less, or 2 μm or more, 3 μm or more, 3.5 μm or more, 4 μm or more, 4.5 μm or more, or 5 μm. The above is preferable. In the optical film material of the present invention, the thickness of the acrylic polymer layer is preferably larger than the thickness of the optically anisotropic layer. By making the film thickness of the acrylic polymer layer larger than the film thickness of the optically anisotropic layer, the laminate including the acrylic polymer layer and the optically anisotropic layer can be easily peeled from the stretched film. Can do. The ratio between the film thickness of the acrylic polymer layer and the film thickness of the optically anisotropic layer depends on the respective film thicknesses. For example, “film thickness of acrylic polymer layer” / “film thickness of optically anisotropic layer” However, what is necessary is just 6-5, 5-4, 4-3, 3-2, 2-1.5, 1.5-1.1, etc. Usually, it is preferable to increase the “thickness of the acrylic polymer layer” / “thickness of the optically anisotropic layer” as the respective thicknesses are smaller.

[Coating method]
Application of the composition when forming an optically anisotropic layer or an acrylic polymer layer is performed by the dip coating method, air knife coating method, spin coating method, slit coating method, curtain coating method, roller coating method, wire bar coating method. , By a gravure coating method or an 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 present invention will be described more specifically with reference to the following examples. The materials, reagents, amounts and ratios of substances, operations, and the like shown in the following examples can be appropriately changed without departing from the gist of the present invention. Therefore, the scope of the present invention is not limited to the following examples.

<Formation of optically anisotropic layer containing polymerizable liquid crystal compound>
After applying the coating liquid prepared to the formulation of the coating liquid (A) shown in Table 1 below to rubbing-treated Fujifilm PET (thickness 75 μm) using a wire bar, and drying at room temperature for 30 seconds , Heated for 2 minutes in an atmosphere at 90 ° C., and then irradiated with UV at a power of 60% for 6 to 12 seconds using a fusion D bulb (lamp 90 mW / cm) to produce an optically anisotropic layer having the thickness shown in Table 4 did. The average inclination angle with respect to the film surface of the rod-like liquid crystal compound was 0 °, and it was confirmed that the rod-like liquid crystal was aligned horizontally with respect to the film surface.

<Acrylic polymer layer formation>
On the produced optically anisotropic layer, the coating liquid prepared in the formulation of the coating liquid (B) shown in Table 2 below was applied using a wire bar, dried at 60 ° C. for 150 seconds, and then further oxygen purged with nitrogen purge. Using an air-cooled metal halide lamp (manufactured by Eye Graphics Co., Ltd.) at a concentration of about 0.1%, ultraviolet rays having an illuminance of 400 mW / cm ² and an irradiation amount of 300 mJ / cm ² are used to cure the coating layer. Then, an acrylic polymer layer having a film thickness shown in Table 4 was formed, and optical film materials of Examples 1 to 3 and Comparative Examples 1 to 3 were obtained.

[Example with alignment layer]
(Preparation of coating liquid AL-1 for alignment layer)
The following composition was prepared, filtered through a polypropylene filter having a pore size of 30 μm, and used as an alignment layer coating liquid AL-1.

───────────────────────────────────
Coating liquid composition for alignment layer (%)
───────────────────────────────────
Polyvinyl alcohol (PVA205, manufactured by Kuraray Co., Ltd.) 3.23
Polyvinylpyrrolidone (Luvitec K30, manufactured by BASF) 1.50
Distilled water 57.11
Methanol 38.16
───────────────────────────────────

  The alignment film coating solution having the above composition was applied to a support (PET manufactured by Fuji Film (thickness 75 μm)) with a 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 alignment film was 0.7 μm. The coating liquid prepared to the formulation of the coating liquid (A) shown in Table 1 was applied to the surface of the alignment layer using a wire bar. Thereafter, an optical anisotropic layer and an acrylic polymer layer were formed in the same manner as in Example 2 to produce optical film materials of Comparative Examples 4 and 5.

[Example using a temporary support that has not been rubbed]
An optically anisotropic layer and an acrylic polymer layer were formed in the same manner as in Example 2 except that Fuji Film PET (thickness: 75 μm) that was not rubbed was used as a temporary support. An optical film material was prepared.

[Example using acrylic polymer solution]
(Preparation of acrylic polymer solution)
The following composition was prepared and used as the acrylic polymer solution P-1.
───────────────────────────────────
Coating solution composition for acrylic polymer layer (%)
───────────────────────────────────
Dianar BR (Mitsubishi Rayon Co., Ltd., Mw 280000 10.00
Surfactant solution 0.03
(Megafuck F-176PF, manufactured by Dainippon Ink & Chemicals, Inc.)
Methylene chloride as appropriate───────────────────────────────────
The acrylic polymer solution P-1 having the above composition was applied to a support with a wire bar, and dried with hot air at 60 ° C. for 120 seconds to prepare a layer.
An optical film material of Comparative Example 7 was produced in the same manner as in Example 2 except that the layer formed as described above was used as the acrylic polymer layer.

[Example using polymer liquid crystal polymer]
(Synthesis of main-chain liquid crystal polyester)
Charge 137 parts by mass of 4-acetoxybenzoic acid, 63 parts by mass of 6-acetoxy-2-naphthoic acid, and 0.01 parts by mass of potassium acetate to the reaction vessel, raise the temperature to 150 ° C. while stirring, and thoroughly substitute nitrogen I let you. Further, the temperature was raised to 300 ° C. while stirring, and the inside of the reaction vessel was gradually depressurized while removing generated acetic acid. In this state, stirring was continued for 1 hour to synthesize main chain type liquid crystal polymer A 1 represented by the following structural formula (I-1).
A small amount of the main-chain type liquid crystal polymer A was taken and sandwiched between two glasses, and the temperature at which softening started with a polarizing microscope was observed while heating.
In the structural formula (I-1) below, m 1 and n represent a molar ratio, and m: n = 73: 27.

(Preparation of polymer liquid crystal polymer solution)
The following composition was prepared and used as the polymer liquid crystal polymer solution LC-2.
───────────────────────────────────
Coating liquid composition for polymer liquid crystal polymer layer (%)
───────────────────────────────────
Main chain type liquid crystal polymer A 10.00
Surfactant solution 0.03
(Megafuck F-176PF, manufactured by Dainippon Ink & Chemicals, Inc.)
Chloroform As appropriate ───────────────────────────────────

The optically anisotropic layer was used except that the polymer liquid crystal polymer solution LC-2 was used, applied to a PET support with a wire bar, and then dried for 120 seconds with hot air at 60 ° C. The optical film material of Comparative Example 8 was produced in the same manner as in Example 2.

[Example of using an unstretched cycloolefin-based polymer film as a temporary support]
The optical of Comparative Example 9 was prepared in the same manner as in Example 2 except that a commercially available cycloolefin polymer film (non-stretched film) “ZEONOR ZF14” (manufactured by Zeon Corporation, film thickness: 100 μm) was used as a temporary support. A film material was prepared.

[Example of using a stretched cycloolefin-based polymer film as a temporary support]
(Preparation of cycloolefin polymer film T1)
A commercially available cycloolefin polymer film “ZEONOR ZF14” (manufactured by Zeon Corporation) was stretched under the conditions described in Table 3 below to obtain a film T1. Table 3 shows the film thickness, Re, Rth, and Nz of the film T1. The slow axis of the film was parallel to the stretching direction, that is, 45 ° counterclockwise with respect to the film transport direction.

  An optical film material of Example 4 was produced in the same manner as in Example 2 except that the produced film T1 was used as a temporary support.

<Evaluation of characteristics of optical film material>
About the obtained optical film material, the characteristic was evaluated on the following references | standards. The results are shown in Table 4.
(1) Evaluation of optical anisotropy The produced optical film is peeled off from the temporary support, and is adhered to a glass substrate having no anisotropy, and the sample is rotated under the extinction condition of a polarizing microscope. Optical anisotropy was confirmed.
A: Clearly has bright light level.
B: It has weak bright light level.
C: Partially weak bright light level.
D: There is no clear bright light level.

(2) Adhesive evaluation of optically anisotropic layer containing polymerizable liquid crystal compound and acrylic polymer layer The produced optical film was peeled off from the temporary support, and the polyester adhesive tape “Nitto Denko Co., Ltd.” was applied to both sides of the optical film material. No. 31B ″ was pressure-bonded to perform an adhesion test, and the presence or absence of peeling between the optically anisotropic layer containing the polymerizable liquid crystal compound and the acrylic polymer layer was visually observed.
A: No peeling was observed at all B: Partial peeling occurred C: Completely peeled

(3) Evaluation of releasability from temporary support The produced optical film material was cut out to 200 mm × 300 mm, and a polyester adhesive tape “NO.31B” manufactured by Nitto Denko Corporation was applied to the layer formed with one edge of 200 mm. The peelability from the temporary support after pressure bonding was evaluated according to the following criteria.
A: There is no peeling resistance, and the entire surface can be smoothly peeled off.
B: Although there is resistance at the time of peeling, the entire surface can be peeled off smoothly.
C: The peeling resistance is large and the entire surface cannot be smoothly peeled off.
D: Peeling resistance is large and can be peeled off halfway and peeled only about half.
E: It is torn and cannot be peeled off.

(4) Evaluation of bending resistance The produced optical film material was peeled off from the temporary support, bent in two under no load, and then returned to its original position and observed with an optical microscope for evaluation.
A: Cracks and dents do not occur in all the bent portions.
B: Although there was no crack in all the places bent, the dent generate | occur | produced in one part.
C: Cracks and dents occurred in some places.
D: Cracks and dents occurred at almost all sites.

Claims (11)

Including a layer made of a stretched film, an optically anisotropic layer, and an optically isotropic acrylic polymer layer,
The layer made of the stretched film has a rubbed surface,
The optically anisotropic layer is a layer formed by light-irradiating a polymerizable composition containing a liquid crystal compound directly applied to the surface to polymerize the liquid crystal compound,
The acrylic polymer layer is a layer formed by curing a polymerizable composition containing (meth) acrylate applied directly to the surface of the layer formed from the polymerizable composition containing the liquid crystal compound, And,
An optical film material in which the thickness of the acrylic polymer layer is larger than the thickness of the optically anisotropic layer. The optical film material according to claim 1, wherein the stretched film is a polyethylene terephthalate film or a cycloolefin polymer film. The optical film material according to claim 1, wherein the stretched film is a polyethylene terephthalate film. The optical film material as described in any one of Claims 1-3 whose film thickness of the said optically anisotropic layer is 0.5 micrometer-5 micrometers. The optical film material as described in any one of Claims 1-3 whose film thickness of the said optically anisotropic layer is 0.5 micrometer-3 micrometers. The optical film material according to any one of claims 1 to 5, wherein the liquid crystal compound is a compound having two or more (meth) acrylic groups. The optical film according to claim 1, wherein the acrylic polymer layer is a layer formed by light-irradiating a polymerizable composition containing (meth) acrylate to polymerize (meth) acrylate. material. The film thickness of the said acrylic polymer layer is 50 micrometers or less, The optical film material as described in any one of Claims 1-7. It is a manufacturing method of the optical film material according to any one of claims 1 to 8,
(1) rubbing at least one surface of the stretched film;
(2) applying a polymerizable composition containing a liquid crystal compound to the rubbed surface of the stretched film;
(3) Applying a polymerizable composition containing (meth) acrylate directly to a layer formed from the polymerizable composition containing the liquid crystal compound,
(4) A production method comprising curing the polymerizable composition containing the liquid crystal compound and the polymerizable composition containing the (meth) acrylate. The manufacturing method according to claim 9, wherein the curing is performed by light irradiation. It is a manufacturing method of Claim 10, Comprising:
(1) rubbing at least one surface of the stretched film;
(2) coating a polymerizable composition containing a liquid crystal compound directly on the rubbed surface of the stretched film;
(2-2) The polymerizable composition containing the liquid crystal compound is irradiated with light to polymerize the liquid crystal compound to form an optically anisotropic layer.
(3) Applying the polymerizable composition containing the (meth) acrylate directly to the optically anisotropic layer,
(3-2) A production method including, in this order, forming an acrylic polymer layer by irradiating the polymerizable composition containing the (meth) acrylate with light to polymerize the (meth) acrylate.