WO2024071326A1 - Couche optiquement anisotrope, substrat d'alignement, corps stratifié et procédé de fabrication de couche optiquement anisotrope - Google Patents

Couche optiquement anisotrope, substrat d'alignement, corps stratifié et procédé de fabrication de couche optiquement anisotrope Download PDF

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WO2024071326A1
WO2024071326A1 PCT/JP2023/035486 JP2023035486W WO2024071326A1 WO 2024071326 A1 WO2024071326 A1 WO 2024071326A1 JP 2023035486 W JP2023035486 W JP 2023035486W WO 2024071326 A1 WO2024071326 A1 WO 2024071326A1
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optically anisotropic
anisotropic layer
group
liquid crystal
crystal compound
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PCT/JP2023/035486
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English (en)
Japanese (ja)
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啓祐 小玉
輝樹 新居
峻也 加藤
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富士フイルム株式会社
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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

Definitions

  • the present invention relates to an optically anisotropic layer, an alignment substrate, a laminate, and a method for producing an optically anisotropic layer.
  • An optically anisotropic layer formed using a composition containing a liquid crystal compound is used for various applications such as a diffraction element, a wavelength selective reflection layer, etc.
  • the optically anisotropic layer is formed by aligning a liquid crystal compound in a predetermined alignment state.
  • An alignment film is used to align a liquid crystal compound.
  • a composition containing a liquid crystal compound is applied onto an alignment film formed on a support, and an alignment treatment is performed to bring the liquid crystal compound into a predetermined alignment state, and the aligned liquid crystal composition is cured to form an optically anisotropic layer.
  • Patent Document 1 discloses a technique of using a liquid crystal alignment layer formed by using a liquid crystal compound as the alignment film.
  • the liquid crystal alignment layer is mainly an optically anisotropic layer formed by using a composition containing a liquid crystal compound having a (meth)acryloyl group.
  • (meth)acryloyl is used to mean “either one or both of acryloyl and methacryloyl.”
  • an optically anisotropic layer as described in Patent Document 1 When an optically anisotropic layer as described in Patent Document 1 is used as an alignment film, it is required that peeling between another optically anisotropic layer formed on the optically anisotropic layer and the optically anisotropic layer functioning as an alignment film proceeds easily.
  • the alignment pattern of the liquid crystal compound in the optically anisotropic layer functioning as an alignment film is a complex pattern, it is desired to reuse the alignment film multiple times, and from this point of view, it is also desirable that the optically anisotropic layer formed has excellent peelability.
  • the optically anisotropic layer to be formed is also required to have excellent alignment properties.
  • the present inventors have studied the method described in Patent Document 1 and have found that when an optically anisotropic layer formed using a composition containing a liquid crystal compound having a (meth)acryloyl group is used as a liquid crystal alignment layer, and another optically anisotropic layer is formed on the liquid crystal alignment layer using a composition containing a liquid crystal compound having a (meth)acryloyl group, the peelability of the other optically anisotropic layer is not necessarily sufficient, and further improvement is required.
  • the present invention aims to provide an optically anisotropic layer which, when formed using a composition containing a liquid crystal compound having a radically polymerizable group on its surface, is easy to peel off and has excellent alignment properties.
  • Another object of the present invention is to provide a method for producing an alignment substrate, a laminate, and an optically anisotropic layer.
  • An optically anisotropic layer formed using a composition containing a liquid crystal compound and a compound having a group selected from the group consisting of a phenolic hydroxyl group, an amino group, a thiol group, a phosphoric acid group, a sulfonic acid group, and a carboxy group, a liquid crystal compound having a specific functional group selected from the group consisting of an epoxy group and an oxetanyl group, and having neither an acryloyl group nor a methacryloyl group;
  • An optically anisotropic layer having a liquid crystal alignment pattern in which the direction of the optical axis derived from a liquid crystal compound is continuously rotated along at least one direction in the plane.
  • the optically anisotropic layer according to (1), wherein the composition contains a metal catalyst.
  • the composition contains a phenol compound having a phenolic hydroxyl group, The optically anisotropic layer according to any one of (1) to (4), wherein the phenol compound has a hydroxyl value of 100 g/mol or less.
  • a support An alignment film; and an optically anisotropic layer A comprising the optically anisotropic layer according to any one of (1) to (5), in this order.
  • the alignment substrate according to (6), A laminate comprising: an optically anisotropic layer B formed using a composition containing a liquid crystal compound having a radical polymerization group, the optically anisotropic layer B being disposed on the surface of an optically anisotropic layer A of an alignment substrate.
  • the method for producing an optically anisotropic layer comprises repeating steps 3 and 4 at least once.
  • the formed optically anisotropic layer when an optically anisotropic layer is formed using a composition containing a liquid crystal compound having a radically polymerizable group on its surface, the formed optically anisotropic layer can be easily peeled off, and the peeled optically anisotropic layer has excellent alignment properties. According to the present invention, it is possible to provide an alignment substrate, a laminate, and a method for producing an optically anisotropic layer.
  • FIG. 1 is a diagram conceptually illustrating an example of an orientation substrate of the present invention.
  • FIG. 2 is a plan view of an optically anisotropic layer in the alignment substrate shown in FIG. 1.
  • FIG. 1 is a diagram conceptually illustrating an example of an exposure apparatus for producing a photo-alignment film.
  • FIG. 2 is a plan view conceptually illustrating another example of an optically anisotropic layer.
  • FIG. 1 is a diagram conceptually illustrating an example of a laminate of the present invention.
  • FIG. 2 is a diagram for explaining that an optically anisotropic layer can be obtained from the laminate of the present invention.
  • a numerical range expressed using “to” means a range that includes the numerical values before and after “to” as the lower and upper limits.
  • each component may be used alone or in combination of two or more substances corresponding to each component.
  • the content of the component refers to the total content of the substances used in combination, unless otherwise specified.
  • (meth)acrylate is used to mean “either one or both of acrylate and methacrylate.”
  • the optically anisotropic layer of the present invention is characterized in that it is formed using a specific liquid crystal compound.
  • the optically anisotropic layer of the present invention can function as an alignment film for forming another optically anisotropic layer on its surface.
  • the liquid crystal compound in the other optically anisotropic layer formed on the optically anisotropic layer of the present invention is aligned along the alignment pattern of the optically anisotropic layer of the present invention.
  • the optically anisotropic layer of the present invention is a layer formed by the reaction of a specific functional group (hereinafter, also simply referred to as "specific functional group") selected from the group consisting of an epoxy group and an oxetanyl group, and the liquid crystal compound does not have a (meth)acryloyl group, so that the reaction between the optically anisotropic layer of the present invention and the radical polymerizable group in the liquid crystal compound used for forming the other optically anisotropic layer is unlikely to proceed.As a result, the peelability of the other optically anisotropic layer formed on the optically anisotropic layer of the present invention is excellent.
  • specific functional group hereinafter, also simply referred to as "specific functional group”
  • an optically anisotropic layer formed using a composition containing a liquid crystal compound having a (meth)acryloyl group as described in Patent Document 1 is used as a liquid crystal alignment layer
  • a reaction is likely to occur between the (meth)acryloyl group remaining in the liquid crystal alignment layer and the radical polymerization group in the liquid crystal compound used to form another optically anisotropic layer, and as a result, the peelability of the other optically anisotropic layer formed is poor.
  • the optically anisotropic layer of the present invention has a liquid crystal orientation pattern, which will be described later. Since this liquid crystal orientation pattern is a complex pattern, it is difficult to manufacture the layer itself having this liquid crystal orientation pattern in a short time.
  • the optically anisotropic layer formed on the optically anisotropic layer of the present invention has excellent peelability, residues are unlikely to remain on the optically anisotropic layer of the present invention, and after peeling off the other optically anisotropic layer, the optically anisotropic layer of the present invention can be easily used again as an orientation film for forming another optically anisotropic layer.
  • other optically anisotropic layers having the same liquid crystal orientation pattern as the optically anisotropic layer of the present invention can be efficiently manufactured.
  • the optically anisotropic layer of the present invention is formed using a liquid crystal compound having a specific functional group, and has high strength, so that the optically anisotropic layer of the present invention is unlikely to deteriorate even when used repeatedly as an alignment film.
  • Fig. 1 is a side view conceptually showing an example of the texture substrate of the present invention
  • Fig. 2 is a plan view of the texture substrate shown in Fig. 1.
  • Fig. 1 is a cross-sectional view taken along line A-A in Fig. 2.
  • Fig. 1 is a view of the optically anisotropic layer 16 as viewed from a direction perpendicular to the main surface.
  • the optically anisotropic layer 16 has a structure in which the liquid crystal compounds 30 are stacked in the thickness direction as shown in FIG.
  • the alignment substrate 10 shown in Fig. 1 has a support 12, an alignment film 14, and an optically anisotropic layer 16.
  • the optically anisotropic layer 16 has a predetermined liquid crystal alignment pattern in which the direction of the optical axis derived from the liquid crystal compound 30 rotates in one direction in the plane.
  • the liquid crystal compound 30 is fixed by reacting with a reactive compound described later via a specific functional group.
  • the alignment substrate 10 in the illustrated example has a support 12, an alignment film 14, and an optically anisotropic layer 16, the alignment substrate of the present invention is not limited to this configuration. Each of the members constituting the alignment substrate 10 will be described in detail below.
  • the support 12 is a member that supports the alignment film 14 and the optically anisotropic layer 16 .
  • the support 12 may be any sheet-like material (film, plate-like material) as long as it can support the alignment film 14 and the optically anisotropic layer 16 .
  • the transmittance of the support 12 is not particularly limited, but for example, the transmittance of the support 12 with respect to light having a wavelength of 550 nm is preferably 50% or more, more preferably 70% or more, and even more preferably 85% or more.
  • the thickness of the support 12 is not particularly limited, and may be appropriately set to a thickness capable of supporting the alignment film 14 and the optically anisotropic layer 16 depending on the application of the alignment substrate 10 and the material from which the support 12 is formed.
  • the thickness of the support 12 is preferably from 1 to 1000 ⁇ m, more preferably from 3 to 250 ⁇ m, and even more preferably from 5 to 150 ⁇ m.
  • the support 12 may be a single layer or a multi-layer.
  • Examples of the support 12 in the case of a single layer include supports made of glass, triacetyl cellulose, polyethylene terephthalate, polycarbonate, polyvinyl chloride, poly(meth)acrylate, polyolefin, etc.
  • Examples of the support in the case of a multilayer include those that include any of the above-mentioned single-layer supports as a substrate, and have another layer provided on the surface of this substrate.
  • the alignment film 14 is an alignment film for aligning the liquid crystal compound 30 in a predetermined liquid crystal alignment pattern when the optically anisotropic layer 16 of the alignment substrate 10 is formed.
  • Various known materials can be used as the alignment film 14. Among them, a photo-alignment film is preferable.
  • the optically anisotropic layer 16 has a liquid crystal alignment pattern in which the direction of the optical axis 30A derived from the liquid crystal compound 30 changes while continuously rotating along one direction in the plane. Therefore, the alignment film 14 is formed so that the optically anisotropic layer 16 can form this liquid crystal alignment pattern.
  • “the orientation of the optical axis 30A rotates” will also be simply referred to as "the optical axis 30A rotates.”
  • photo-alignment materials used in the photo-alignment film include those described in JP-A-2006-285197, JP-A-2007-076839, JP-A-2007-138138, JP-A-2007-094071, JP-A-2007-121721, JP-A-2007-140465, JP-A-2007-156439, and JP-A-2007-133 azo compounds described in JP-A-184, JP-A-2009-109831, JP-A-3883848 and JP-A-4151746, aromatic ester compounds described in JP-A-2002-229039, maleimides and/or amides having photo-orientable units described in JP-A-2002-265541 and JP-A-2002-317013, Preferred examples include alkenyl-substituted nadimide compounds, photocrosslinkable silane derivatives described in Japanese Patent Nos.
  • photocrosslinkable polyimides photocrosslinkable polyamides and photocrosslinkable polyesters described in JP-T-2003-520878, JP-T-2004-529220 and JP-T-4162850, and photodimerizable compounds described in JP-A-9-118717, JP-T-10-506420, JP-T-2003-505561, WO 2010/150748, JP-A-2013-177561 and JP-A-2014-012823, particularly cinnamate compounds, chalcone compounds and coumarin compounds.
  • azo compounds, photocrosslinkable polyimides, photocrosslinkable polyamides, photocrosslinkable polyesters, cinnamate compounds, and chalcone compounds are preferably used.
  • the method for forming the photo-alignment film is not particularly limited, and an example is a method in which a composition for forming a photo-alignment film containing a specific photo-alignment material is applied to the surface of a support, dried, and then the resulting coating film (photo-alignment film precursor) is exposed to laser light to form an alignment pattern.
  • FIG. 3 conceptually shows an example of an exposure apparatus for forming an alignment pattern.
  • the exposure device 60 shown in Figure 3 includes a light source 64 equipped with a laser 62, a ⁇ /2 plate 65 that changes the polarization direction of laser light M emitted by the laser 62, a beam splitter 68 that splits the laser light M emitted by the laser 62 into two light beams MA and MB, mirrors 70A and 70B that are respectively arranged on the optical paths of the two split light beams MA and MB, and ⁇ /4 plates 72A and 72B.
  • the light source 64 emits linearly polarized light P 0.
  • the ⁇ /4 plate 72A converts the linearly polarized light P 0 (light beam MA) into right-handed circularly polarized light P R
  • the ⁇ /4 plate 72B converts the linearly polarized light P 0 (light beam MB) into left-handed circularly polarized light P L.
  • the support 12 having the coating film 18 before the orientation pattern is formed is placed in the exposure section, and two light beams MA and MB are made to intersect and interfere on the coating film 18, and the coating film 18 is exposed by being irradiated with the interference light. Due to the interference at this time, the polarization state of the light irradiated to the coating film 18 changes periodically in the form of interference fringes, thereby obtaining a photo-alignment film having an alignment pattern in which the alignment state changes periodically.
  • the period of the orientation pattern can be adjusted by changing the crossing angle ⁇ of the two light beams MA and MB.
  • the length of one period (one period ⁇ ) in which the orientation of the optical axis 30A originating from the liquid crystal compound 30 rotates 180° in one direction in which the orientation of the optical axis 30A rotates can be adjusted by adjusting the crossing angle ⁇ .
  • an optically anisotropic layer 16 can be formed having a liquid crystal alignment pattern in which the orientation of the optical axis 30A derived from the liquid crystal compound 30 continuously rotates in one direction, as described below.
  • the rotation direction of the optical axis 30A can be reversed.
  • the photo-alignment film has been described above as an example of the alignment film, other alignment films (for example, alignment films that have been subjected to a rubbing treatment) may be used in place of the photo-alignment film in the alignment substrate of the present invention.
  • an alignment pattern may be provided on the support without providing an alignment film.
  • the optically anisotropic layer 16 may be formed directly on the support 12 by forming an alignment pattern on the support 12 by a method such as rubbing the support 12 or processing the support 12 with laser light or the like.
  • the optically anisotropic layer 16 is formed using a composition containing a liquid crystal compound, which will be described later. 2, the optically anisotropic layer 16 has a liquid crystal orientation pattern in which the direction of the optical axis 30A derived from the liquid crystal compound 30 changes while continuously rotating counterclockwise in one direction indicated by the arrow X within the plane of the optically anisotropic layer 16. Note that, although the direction of the optical axis 30A derived from the liquid crystal compound 30 rotates counterclockwise in FIG. 2, the present invention is not limited to this embodiment, and the direction may rotate clockwise.
  • the optical axis 30A derived from the liquid crystal compound 30 is an axis along which the refractive index is highest in the liquid crystal compound 30.
  • the optical axis 30A is aligned along the long axis direction of the rod shape.
  • the "direction indicated by the arrow X” will also be simply referred to as the "arrow X direction.”
  • the optical axis 30A originating from the liquid crystal compound 30 will also be referred to as the "optical axis 30A of the liquid crystal compound 30" or the "optical axis 30A.”
  • the liquid crystal compounds 30 are two-dimensionally aligned in a plane parallel to the direction of the arrow X and the direction of the arrow Y perpendicular to the direction of the arrow X. In FIG. 1, the Y direction is perpendicular to the paper surface.
  • FIG. 2 conceptually shows a plan view of the optically anisotropic layer 16.
  • the optically anisotropic layer 16 has a liquid crystal alignment pattern in which the direction of an optical axis 30A derived from a liquid crystal compound 30 changes while continuously rotating along the direction of the arrow X within the plane of the optically anisotropic layer 16.
  • the direction of the optical axis 30A of the liquid crystal compound 30 changes while continuously rotating in the direction of the arrow X (a predetermined direction), specifically means that the angle formed between the optical axis 30A of the liquid crystal compound 30 aligned along the direction of the arrow X and the direction of the arrow X differs depending on the position in the direction of the arrow X, and the angle formed between the optical axis 30A and the direction of the arrow X changes sequentially from ⁇ to ⁇ +180° or ⁇ 180° along the direction of the arrow X.
  • the difference in angle between the optical axes 30A of the liquid crystal compounds 30 adjacent to each other in the direction of the arrow X is preferably 45° or less, and more preferably 15° or less.
  • the liquid crystal compounds 30 forming the optically anisotropic layer 16 are arranged at equal intervals in the Y direction perpendicular to the direction of the arrow X, i.e., in the Y direction perpendicular to the one direction in which the optical axis 30A continuously rotates.
  • the angles between the optical axes 30A of the liquid crystal compounds 30 aligned in the Y direction are equal to each other and the direction of the arrow X.
  • the length (distance) over which the optical axis 30A of the liquid crystal compound 30 rotates 180° in the direction of the arrow X, in which the orientation of the optical axis 30A changes continuously in the plane is defined as the length ⁇ of one period in the liquid crystal orientation pattern.
  • the length of one period in the liquid crystal orientation pattern is defined as the distance from when the angle between the optical axis 30A of the liquid crystal compound 30 and the direction of the arrow X changes from ⁇ to ⁇ +180°.
  • the distance between the centers in the direction of the arrow X of two liquid crystal compounds 30 that are at the same angle with respect to the direction of the arrow X is defined as the length ⁇ of one period.
  • the distance between the centers in the direction of the arrow X of two liquid crystal compounds 30 whose directions of the arrow X and the optical axis 30A coincide with each other is defined as the length ⁇ of one period.
  • this length ⁇ of one period is also referred to as "one period ⁇ ".
  • the liquid crystal alignment pattern of the optically anisotropic layer 16 repeats this one period ⁇ in the direction of the arrow X, that is, in one direction in which the direction of the optical axis 30A changes by continuously rotating.
  • the liquid crystal compounds 30 aligned in the Y direction have the same angle between their optical axes 30A and the direction of the arrow X (one direction in which the optical axes of the liquid crystal compounds 30 rotate).
  • a region in which the liquid crystal compounds 30 aligned in the Y direction have the same angle between their optical axes 30A and the direction of the arrow X is defined as a region R.
  • the value of the in-plane retardation (Re) in each region R is preferably half the wavelength, i.e., ⁇ /2.
  • the refractive index difference associated with the refractive index anisotropy of the region R in the optically anisotropic layer is a refractive index difference defined by the difference between the refractive index in the direction of the slow axis in the plane of the region R and the refractive index in the direction perpendicular to the direction of the slow axis.
  • the refractive index difference ⁇ n associated with the refractive index anisotropy of the region R is equal to the difference between the refractive index of the liquid crystal compound 30 in the direction of the optical axis 30A and the refractive index of the liquid crystal compound 30 in the direction perpendicular to the optical axis 30A in the plane of the region R. That is, the refractive index difference ⁇ n is equal to the refractive index difference of the liquid crystal compound.
  • the 180° rotation period in the optically anisotropic layer does not need to be uniform over the entire surface, that is, the layer may have regions in which the length of the 180° rotation period (length ⁇ of one period) is different within the plane.
  • the minimum value of the length of one period in which the orientation of the optical axis derived from the liquid crystal compound rotates 180° in the plane is preferably 20 ⁇ m or less, more preferably 5 ⁇ m or less, and even more preferably 2 ⁇ m or less.
  • the lower limit is not particularly limited, but is often 0.5 ⁇ m or more.
  • the optically anisotropic layer has a liquid crystal alignment pattern in which the direction of the optical axis is rotated in at least one direction in the plane thereof, and the optically anisotropic layer may have a portion in which the direction of the optical axis is constant.
  • the thickness of the optically anisotropic layer is not particularly limited, but is preferably greater than 1 ⁇ 4 of the minimum length of one period in which the direction of the optical axis derived from the liquid crystal compound rotates 180° in the plane.
  • the upper limit is not particularly limited, but is often not more than twice the minimum length of one period.
  • the thickness of the optically anisotropic layer is not particularly limited, but is preferably 0.1 ⁇ m or more, more preferably 0.5 ⁇ m or more, and even more preferably 1.5 ⁇ m or more.
  • the upper limit is not particularly limited, but is preferably 20 ⁇ m or less, and more preferably 15 ⁇ m or less.
  • the direction of the optical axis 30A of the liquid crystal compound 30 in the liquid crystal alignment pattern of the optically anisotropic layer 16 rotates continuously only along the direction of the arrow X.
  • the present invention is not limited thereto, and various configurations can be used as long as the orientation of the optical axis 30A of the liquid crystal compound 30 in the optically anisotropic layer rotates continuously along one direction.
  • an optically anisotropic layer 34 is exemplified, in which the liquid crystal orientation pattern is a concentric pattern having one direction in which the orientation of the optical axis of the liquid crystal compound 30 changes while continuously rotating, concentrically from the inside to the outside, as conceptually shown in the plan view of Fig. 4.
  • the liquid crystal orientation pattern of the optically anisotropic layer 34 shown in Fig. 4 is a liquid crystal orientation pattern in which one direction in which the orientation of the optical axis of the liquid crystal compound 30 changes while continuously rotating is provided radially from the center of the optically anisotropic layer 34.
  • the orientation of the optical axis 30A changes while continuously rotating along a number of directions from the center of the optically anisotropic layer 34 toward the outside, for example, the direction indicated by the arrow A1 , the direction indicated by the arrow A2 , the direction indicated by the arrow A3 , ....
  • composition A a composition containing a liquid crystal compound and a compound having a group selected from the group consisting of a phenolic hydroxyl group, an amino group, a thiol group, a phosphate group, a sulfonic acid group, and a carboxy group.
  • composition A a composition having a group selected from the group consisting of a phenolic hydroxyl group, an amino group, a thiol group, a phosphate group, a sulfonic acid group, and a carboxy group.
  • the liquid crystal compound has a specific functional group and does not have either an acryloyl group or a methacryloyl group.
  • the number of specific functional groups contained in the liquid crystal compound is not particularly limited, and is preferably 2 or more, and more preferably 4 or more.
  • the upper limit is not particularly limited, but is preferably 10 or less, and more preferably 6 or less.
  • the epoxy group which is a type of specific functional group, can be exemplified by the group represented by the following formula (Ia) and the group represented by the following formula (Ib), and the oxetanyl group, which is a type of specific functional group, can be exemplified by the group represented by the following formula (Ic).
  • R X1 represents a hydrogen atom or an alkyl group having 1 to 15 carbon atoms in which at least one -CH 2 - may be replaced with -O-, -S-, -NR X3 - or -CO-, at least one -(CH 2 ) 2 - may be replaced with -CH ⁇ CH- or C ⁇ C-, and at least one hydrogen atom bonded to a carbon atom may be replaced with a fluorine atom or a chlorine atom.
  • R X3 represents a hydrogen atom or an alkyl group having 1 to 15 carbon atoms. In formula (Ia), multiple R X1 may be the same or different.
  • the alkyl group represented by R 1 X1 may be any one of linear, branched, and cyclic, but is preferably linear or branched, and more preferably linear.
  • the number of carbon atoms in the alkyl group refers to the number of carbon atoms counted by the method shown below.
  • the number of carbon atoms in the alkyl group is intended to be the number of carbon atoms counted by regarding the -O-, -S-, or -CO- introduced in place of -CH 2 - as -CH 2 -.
  • R X1 is a group represented by -CH 2 -CO-O-C 4 H 10 , for example, the number of carbon atoms in this group is 7.
  • the number of carbon atoms in the alkyl group refers to the number of carbon atoms counted by regarding -NR X3 - introduced in place of -CH 2 - as -CHR X3 -.
  • R X1 is, for example, a group represented by -CH 2 -CO-NH-C 4 H 10
  • the number of carbon atoms in this group is 7
  • R X1 is, for example, a group represented by -CH 2 -CO-N(CH 3 )-C 4 H 10
  • the number of carbon atoms in this group is 8.
  • R X1 represents an alkyl group having 1 to 15 carbon atoms in which at least one -(CH 2 ) 2 - is substituted with -CH ⁇ CH- or -C ⁇ C-
  • the total number of -CH ⁇ CH- and -C ⁇ C- introduced in place of -(CH 2 ) 2 - in the alkyl group is not particularly limited, but is preferably, for example, 1 to 4, and more preferably 1 or 2.
  • R X1 represents an alkyl group having 1 to 15 carbon atoms in which at least one -(CH 2 ) 2 - is substituted with -CH ⁇ CH- or -C ⁇ C-
  • the position at which -CH ⁇ CH- and -C ⁇ C- are introduced in place of -(CH 2 ) 2 - in the alkyl group is not particularly limited, and may be, for example, a position adjacent to a constituent carbon of the epoxy group shown in formula (Ia) or a position adjacent to a constituent carbon of the oxetane group shown in formula (Ic), or may be any other position.
  • R X1 represents an alkyl group having 1 to 15 carbon atoms in which at least one -CH 2 - is substituted with -O-, -S-, -NR X3 -, or -CO-
  • the position of -O-, -S-, -NR X3 -, or -CO- introduced in place of -CH 2 - in the alkyl group is not particularly limited, and may be, for example, a position adjacent to a constituent carbon of the epoxy ring shown in formula (Ia) or a position adjacent to a constituent carbon of the oxetane ring shown in formula (Ic), or may be any other position.
  • R X1 represents an alkyl group having 1 to 15 carbon atoms in which at least one -CH 2 - is substituted with -O-, -S-, -NR X3 -, or -CO-
  • adjacent -CH 2 - in the alkyl group may each be substituted with a group selected from -O-, -S-, -NR X3 -, and -CO-.
  • R X1 may be, for example, an alkyl group having 1 to 15 carbon atoms substituted with -CO-O-, O-CO-, etc.
  • R X1 at least one of the hydrogen atoms bonded to the carbon atom may be substituted with a fluorine atom or a chlorine atom, and all of the hydrogen atoms bonded to the carbon atom may be substituted with a fluorine atom or a chlorine atom.
  • R X3 represents a hydrogen atom or an alkyl group having 1 to 15 carbon atoms.
  • R 3 X3 is preferably a hydrogen atom or an alkyl group having 1 to 12 carbon atoms, more preferably a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and even more preferably a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
  • the alkyl group having 1 to 15 carbon atoms in R 3 X1 preferably has 1 to 12 carbon atoms, more preferably 1 to 8 carbon atoms, further preferably 1 to 6 carbon atoms, and particularly preferably 1 to 3 carbon atoms.
  • R X1 is preferably a hydrogen atom or an alkyl group having 1 to 12 carbon atoms, more preferably a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, still more preferably a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and particularly preferably a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
  • Liquid crystal compounds can generally be classified into rod-shaped and disc-shaped types based on their shape. Each type can be further divided into low molecular weight and high molecular weight types. High molecular weight generally refers to compounds with a degree of polymerization of 100 or more (Polymer Physics: Phase Transition Dynamics, Masao Doi, p. 2, Iwanami Shoten, 1992). In the present invention, any liquid crystal compound can be used, and it is preferable to use a rod-shaped liquid crystal compound or a discotic liquid crystal compound (discotic liquid crystal compound).
  • a rod-shaped liquid crystal compound having a specific functional group and neither an acryloyl group nor a methacryloyl group, or a discotic liquid crystal compound having a specific functional group and neither an acryloyl group nor a methacryloyl group is preferred.
  • liquid crystal compound is a liquid crystal compound (specific liquid crystal compound) represented by formula (I).
  • P 1 , P 2 , P 3 , P 4 , and P 5 each independently represent a specific functional group selected from the group consisting of a group represented by formula (Ia), a group represented by formula (Ib), and a group represented by formula (Ic).
  • P 1 , P 2 , P 3 , P 4 and P 5 are preferably groups represented by formula (Ia) in that the effects of the present invention are more excellent.
  • L 1 , L 2 , L 3 , L 4 and L 5 each independently represent a single bond or an alkylene group having 1 to 20 carbon atoms in which at least one -CH 2 - may be replaced with -O-, -S-, -NR X2 - or CO-, at least one -(CH 2 ) 2 - may be replaced with -CH ⁇ CH- or C ⁇ C-, and at least one hydrogen atom bonded to a carbon atom may be replaced with a fluorine atom or a chlorine atom.
  • the alkylene groups represented by L1 , L2 , L3 , L4 , and L5 may be linear, branched, or cyclic, but are preferably linear or branched, and more preferably linear.
  • the number of carbon atoms in the alkylene group refers to the number of carbon atoms counted by the method shown below.
  • alkylene groups represented by L 1 , L 2 , L 3 , L 4 and L 5 are, for example, a group represented by -CH 2 -CO-O-CH 2 -, the number of carbon atoms in this group is 4.
  • alkylene groups represented by L 1 , L 2 , L 3 , L 4 , and L 5 are, for example, a group represented by -CO-NH-C 4 H 8 -, the number of carbon atoms in this group is 6, and when they are, for example, a group represented by -CO-N(CH 3 )-C 4 H 8 -, the number of carbon atoms in this group is 7.
  • the alkylene groups represented by L 1 , L 2 , L 3 , L 4 and L 5 are represented by -CO-N(CH 2 -C 2 H 4 O)-CH 2 -, the number of carbon atoms in this group is 7 (note that the number of carbon atoms is counted by regarding the -O- introduced in place of -CH 2 - in the oxygen atom in the -C 2 H 4 O group as -CH 2 -).
  • L 1 , L 2 , L 3 , L 4 and L 5 each represent an alkylene group having 1 to 20 carbon atoms in which at least one -CH 2 - is substituted with -O-, -S-, -NR X2 - or CO-
  • the position at which -O-, -S-, -NR X2 - or CO- is introduced in place of -CH 2 - in the alkylene group is not particularly limited, and may be, for example, any of a position adjacent to a group represented by P 1 , P 2 , P 3 , P 4 and P 5 , or a position adjacent to a bonding position different from the group represented by P 1 , P 2 , P 3 , P 4 and P 5 , or any other position.
  • L 1 , L 2 , L 3 , L 4 and L 5 each represent an alkylene group having 1 to 20 carbon atoms in which at least one -CH 2 - is substituted with -O-, -S-, -NR X2 - or CO-
  • adjacent -CH 2 - in the alkylene group may each be substituted with a group selected from -O-, -S-, -NR X2 - and CO-.
  • L 1 , L 2 , L 3 , L 4 and L 5 may be, for example, an alkylene group having 1 to 20 carbon atoms substituted with -CO-O-, O-CO- or the like.
  • At least one of the hydrogen atoms bonded to the carbon atoms may be substituted with a fluorine atom or a chlorine atom, and all of the hydrogen atoms bonded to the carbon atoms may be substituted with a fluorine atom or a chlorine atom.
  • R X2 represents a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which at least one -CH 2 - may be replaced with -O-, -S-, -NR X3 - or CO-, at least one -(CH 2 ) 2 - may be replaced with -CH ⁇ CH- or C ⁇ C-, and at least one hydrogen atom bonded to the carbon atom may be replaced with a fluorine atom or a chlorine atom, or a group represented by -(CH 2 ) n -R X4 .
  • R X4 represents a specific functional group selected from the group consisting of groups represented by any one of the above-mentioned formulas (Ia) to (Ic), and is preferably a group represented by formula (Ia) or a group represented by formula (Ib), more preferably a group represented by formula (Ia).
  • n represents an integer of 0 to 6, preferably an integer of 1 to 3, more preferably 1 or 2, and even more preferably 1.
  • R X2 represents an alkyl group having 1 to 15 carbon atoms in which at least one -CH 2 - may be replaced with -O-, -S-, -NR X3 - or CO-, at least one -(CH 2 ) 2 - may be replaced with -CH ⁇ CH- or C ⁇ C-, and at least one hydrogen atom bonded to a carbon atom may be replaced with a fluorine atom or a chlorine atom
  • the number of carbon atoms in the alkyl group represented by R X2 is counted in the same way as the number of carbon atoms in R X1 explained in the upper part.
  • L 1 , L 2 , L 3 , L 4 and L 5 are preferably alkylene groups having 1 to 20 carbon atoms in which at least one -CH 2 - may be substituted with -O- and CO-. Furthermore, a hydrogen atom in the alkylene group may be substituted with a fluorine atom.
  • the upper limit of the number of carbon atoms in the alkylene group having 1 to 20 carbon atoms in L1 and L2 is preferably 12 or less, more preferably 10 or less, even more preferably 8 or less, particularly preferably 7 or less, and most preferably 6 or less, in terms of the effects of the present invention being more excellent and the liquid crystal phase-isotropic phase transition temperature (Iso) of the specific liquid crystal compound being higher.
  • the lower limit is preferably 2 or more, more preferably 3 or more, in terms of the effects of the present invention being more excellent and the melting point of the specific liquid crystal compound being lower.
  • the upper limit of the number of carbon atoms in the alkylene group having 1 to 20 carbon atoms in L 3 , L 4 , and L 5 (an alkylene group having 1 to 20 carbon atoms in which at least one -CH 2 - may be replaced with -O-, -S-, -NR X2 - or CO-, at least one -(CH 2 ) 2 - may be replaced with -CH ⁇ CH- or C ⁇ C-, and at least one hydrogen atom bonded to a carbon atom may be replaced with a fluorine atom or a chlorine atom) is preferably 12 or less, more preferably 10 or less, even more preferably 8 or less, particularly preferably 5 or less, and most preferably 4 or less, in terms of the superior effects of the present invention and the higher liquid crystal phase-isotropic phase transition temperature
  • the number of carbon atoms in the alkylene group having 1 to 20 carbon atoms in L3 and L5 is preferably 1 to 5, and more preferably 1 to 4, in terms of the superior effects of the present invention, the higher the liquid crystal phase-isotropic phase transition temperature (Iso) of the specific liquid crystal compound, and the lower the melting point of the specific liquid crystal compound.
  • L 1 , L 2 , L 3 , L 4 and L 5 are -O-CH 2 -, -O-CH 2 CH 2 -, -O-CH 2 CH 2 CH 2 -, -O-CH 2 CH 2 CH 2 CH 2 -, -O-CH 2 CH 2 OCH 2 -, -O-CH 2 CH 2 CH 2 CH 2 CH 2 -, -O-CH 2 CH 2 CH 2 OCH 2 -, -O-CH 2 CH 2 CH 2 CH 2 CH 2 CH 2 -, -O-CH 2 CH 2 CH 2 CH 2 OCH 2 - , -COO-CH 2 -, -OCO-CH 2 -, -COO-CH 2 CH 2 -, -OCO-CH 2.
  • Examples include CH 2 -, -COO-CH 2 CH 2 CH 2 -, -OCO-CH 2 CH 2 CH 2 -, -COO-CH 2 CH 2 CH 2 CH 2 -, -OCO-CH 2 CH 2 CH 2 CH 2 -, -OCO-CH 2 CH 2 CH 2 CH 2 -, -OCO-CH 2 CH 2 OCH 2 -, and CONR X2 -CH 2 -.
  • a 1 , A 2 , and A 3 each independently represent an aromatic ring group or a non-aromatic ring group which may have a substituent (meaning a substituent other than -L 3 -P 3 , -L 4 -P 4 , and L 5 -P 5 ).
  • the aromatic or non-aromatic ring group represented by A1 is a (2+e)-valent aromatic or non-aromatic ring group
  • the aromatic or non-aromatic ring group represented by A2 is a (2+f)-valent aromatic or non-aromatic ring group
  • the aromatic or non-aromatic ring group represented by A3 is a (2+g)-valent aromatic or non-aromatic ring group.
  • the aromatic or non-aromatic ring group represented by A1 is a group formed by removing (2+e) hydrogen atoms from an aromatic ring or a non-aromatic ring.
  • the aromatic ring contained in the aromatic ring group and the non-aromatic ring contained in the non-aromatic ring group are preferably 5- to 7-membered rings, more preferably 5- or 6-membered rings, and even more preferably 6-membered rings.
  • the aromatic ring and the non-aromatic ring may be monocyclic or polycyclic, but are preferably monocyclic.
  • the aromatic ring may be either an aromatic hydrocarbon ring or an aromatic heterocyclic ring, but is preferably an aromatic hydrocarbon ring in that the specific liquid crystal compound has better liquid crystal properties. Examples of the aromatic hydrocarbon ring include a benzene ring and a naphthalene ring, with the benzene ring being preferred.
  • the heteroatom contained in the aromatic heterocycle is not particularly limited, and may be, for example, a nitrogen atom.
  • the number of heteroatoms contained in the aromatic heterocycle is not particularly limited, and is, for example, preferably 1 to 4, and more preferably 1 or 2.
  • Examples of the aromatic heterocycle include a pyridine ring and a pyrimidine ring.
  • the non-aromatic ring may be either an aliphatic hydrocarbon ring or an aliphatic heterocycle, but is preferably an aliphatic hydrocarbon ring in that the specific liquid crystal compound has better liquid crystal properties.
  • the aliphatic hydrocarbon ring includes, for example, a cyclohexane ring.
  • the heteroatom contained in the aliphatic heterocycle is not particularly limited, and may be, for example, a nitrogen atom.
  • the number of heteroatoms contained in the aromatic heterocycle is not particularly limited, and is, for example, preferably 1 to 4, and more preferably 1 or 2.
  • the aliphatic heterocycle includes, for example, a piperazine ring.
  • a 1 , A 2 , and A 3 are preferably an aromatic hydrocarbon ring group or an aliphatic hydrocarbon ring group which may have a substituent, in that the liquid crystal property of the specific liquid crystal compound is more excellent.
  • the aromatic hydrocarbon ring group or the aliphatic hydrocarbon ring group represented by A 1 is a group formed by removing (2+e) hydrogen atoms from an aromatic hydrocarbon ring or an aliphatic hydrocarbon ring.
  • the bonding positions of Z 1 and Z 2 on the benzene ring are preferably 1, 4 positions (para positions).
  • the bonding positions of Z 2 and Z 3 on the benzene ring are preferably 1, 4 positions (para positions).
  • the bonding positions of Z 3 and Z 4 on the benzene ring are preferably 1, 4 positions (para positions).
  • the bonding positions of Z 1 and Z 2 on the cyclohexane ring are preferably the trans-1,4 positions (trans-para positions).
  • the bonding positions of Z 2 and Z 3 on the cyclohexane ring are preferably the trans-1,4 positions (trans-para positions).
  • the bonding positions of Z 3 and Z 4 on the cyclohexane ring are preferably the trans-1,4 positions (trans-para positions).
  • substituents that the aromatic ring and non-aromatic ring may have include a halogen atom, a cyano group, a nitro group, an alkyl group having 1 to 5 carbon atoms which may be substituted with a halogen atom, 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, an alkyl-substituted carbamoyl group having 2 to 6 carbon atoms, and an acylamino group having 2 to 6 carbon atoms.
  • Z1 and Z4 are most preferably a single bond.
  • Z2 and Z3 are particularly preferably --COO-- or OCO--, and among these, it is most preferable that they are --COO-- or OCO-- and that a carbonyl group is located on the bonding position side to A2 .
  • a and b each independently represent an integer of 0 to 8.
  • a and b are each independently preferably an integer of 1 to 8, more preferably an integer of 1 to 6, even more preferably an integer of 1 to 5, particularly preferably an integer of 1 to 4, and most preferably an integer of 2 to 4.
  • c and d each independently represent 0 or 1.
  • c and d are each 1.
  • the moiety represented by -(L 1 -P 1 ) c represents a hydrogen atom
  • the moiety represented by -(L 2 -P 2 ) d represents a hydrogen atom
  • E represents 0 when a represents 0, represents the numerical value of e when a represents 1, and represents the total numerical value of multiple e's when a represents an integer of 2 to 8.
  • G represents 0 when b represents 0, represents the numerical value of g when b represents 1, and represents the total numerical value of multiple g's when b represents an integer of 2 to 8. That is, to explain E and G by way of an example, when formula (I) is a compound represented by the following formula (IX) in which a is 1, E corresponds to the single numerical value of e specified in formula (IX). Also, when formula (I) is a compound represented by the following formula (IY) in which a is 3, E corresponds to the total numerical value of the three e specified in formula (IY).
  • the definition of G has the same meaning as the definition of E.
  • the upper limit of c+d+E+f+G is preferably 14 or less, more preferably 10 or less, even more preferably 8 or less, and particularly preferably 6 or less.
  • E and G are preferably each independently an integer of 1 to 4, more preferably an integer of 1 to 3, and even more preferably 1 or 2.
  • e and g are preferably each independently an integer of 0 to 2, and more preferably 0 or 1.
  • f is preferably each independently an integer of 0 to 3, more preferably an integer of 0 to 2, further preferably 0 or 1, and particularly preferably 0.
  • a represents an integer of 2 or more
  • a plurality of Z 1's and a plurality of A 1 -(L 3 -P 3 ) e 's may be the same or different from each other.
  • e represents an integer of 2 or more
  • a plurality of L 3 's and a plurality of P 3 's may be the same or different from each other.
  • f represents an integer of 2 or more
  • a plurality of L 4s may be the same or different from each other
  • a plurality of P 4s may be the same or different from each other.
  • a plurality of Z 4s may be the same or different from each other, and a plurality of A 3 -(L 5 -P 5 ) gs may be the same or different from each other.
  • g represents an integer of 2 or more, a plurality of L 5s may be the same or different from each other, and a plurality of P 5s may be the same or different from each other.
  • the specific liquid crystal compound is preferably one in which, when a represents an integer of 2 or more, e in the group represented by (L 3 -P 3 ) e substituting A 1 that is closest to Z 2 among a plurality of A 1s is an integer of 1 to 4.
  • e in the group represented by (L 3 -P 3 ) e substituting another A 1 is not particularly limited as long as it is an integer of 0 to 4.
  • e in the group represented by (L 3 -P 3 ) e substituting A 1 closest to Z 2 is more preferably 1 or 2
  • e in the group represented by (L 3 -P 3 ) e substituting another A 1 is more preferably 0 to 2, and further preferably 0 or 1.
  • the specific liquid crystal compound is preferably one in which, when b represents an integer of 2 or more, g in the group represented by (L 5 -P 5 ) g substituting the A 3 closest to Z 3 among a plurality of A 3s is an integer of 1 to 4.
  • g in the group represented by (L 5 -P 5 ) g substituting another A 3 is not particularly limited as long as it is an integer of 0 to 4.
  • g in the group represented by (L 5 -P 5 ) g substituting A 3 located closest to Z 3 is more preferably 1 or 2
  • g in the group represented by (L 5 -P 5 ) g substituting another A 3 is more preferably 0 to 2, and even more preferably 0 or 1.
  • the specific liquid crystal compound is preferably a compound represented by formula (II) in that the effect of the present invention is more excellent.
  • P1 , P2 , P3 , P4, P5 , L1 , L2, L3 , L4 , L5 , A1 , A2 , A3 , Z1 , Z4 , a, b, c, d , e, f, and g each have the same meaning as P1 , P2 , P3 , P4 , P5 , L1 , L2 , L3 , L4 , L5 , A1 , A2 , A3 , Z1 , Z4 , a, b, c, d, e, f, and g in formula (I ) , and the preferred embodiments are also the same.
  • a and b each independently represent an integer of 0 to 8.
  • c, d, e, f, and g preferably satisfy c+d+E+f+G ⁇ 4.
  • E represents 0 when a represents 0, represents the numerical value of e when a represents 1, and represents the total numerical value of multiple e's when a represents an integer of 2 to 8.
  • G represents 0 when b represents 0, represents the numerical value of g when b represents 1, and represents the total numerical value of multiple g's when b represents an integer of 2 to 8.
  • f preferably represents 0.
  • c and d preferably represent 1.
  • the specific liquid crystal compound is preferably a compound represented by formula (III) in that the effect of the present invention is more excellent.
  • a compound represented by formula (IV) is preferable.
  • P1 , P2 , P3 , P4, P5 , L1 , L2 , L3 , L4 , L5 , A1 , A2 , A3 , Z1 , Z2 , Z3 , Z4 , c, d, and f each have the same meaning as P1 , P2 , P3 , P4, P5 , L1 , L2 , L3, L4, L5 , A1 , A2 , A3 , Z1 , Z2 , Z3 , Z4 , c , d, and f in formula (I), and the preferred embodiments are also the same .
  • f preferably represents 0.
  • c and d each independently represent 0 or 1, with 1 being preferred.
  • e1 and g1 each independently represent an integer of 1 to 4.
  • each independently is preferably an integer of 1 to 3, more preferably 1 or 2, and further preferably 1.
  • e2 and g2 each independently represent an integer of 0 to 4.
  • each independently is preferably an integer of 0 to 3, more preferably an integer of 0 to 2, and further preferably 0 or 1.
  • a1 is 0, e2 is 0, and when b1 is 0, g2 is 0.
  • a1 a plurality of Z 1's and a plurality of A 1 's may be the same or different from each other.
  • e1 represents an integer of 2 or greater
  • e2 represents an integer of 1 or greater
  • a plurality of L 3 's and a plurality of P 3 's may be the same or different from each other.
  • b1 a plurality of Z 4's may be the same or different from each other, and a plurality of A 3 's may be the same or different from each other.
  • g1 represents an integer of 2 or more
  • g2 represents an integer of 1 or more
  • the multiple L5s and the multiple P5s may be the same or different from each other.
  • P1 , P2 , P3 , P4, P5 , L1 , L2 , L3 , L4, L5 , A1 , A2 , A3 , Z1 , Z4 , a1, b1, e1, e2 , g1, g2, c , d, and f each have the same meaning as P1 , P2 , P3 , P4, P5 , L1 , L2 , L3, L4 , L5 , A1 , A2, A3 , Z1, Z4 , a1, b1, e1 , e2 , g1 , g2, c, d, and f in formula (III), and the preferred embodiments are also the same.
  • f preferably represents 0.
  • c and d each independently represent 0 or 1, with 1 being preferred.
  • e2 is 0, and when b1 is 0, g2 is 0.
  • the upper limit of the melting point of the specific liquid crystal compound is preferably 200° C. or less, more preferably 140° C. or less, and even more preferably 100° C. or less, since this is less likely to cause deterioration of smoothness and alignment due to precipitation during application of the liquid crystal layer.
  • the lower limit is not particularly limited.
  • the melting point of the specific liquid crystal compound can be measured by observing the specific compound under a polarizing microscope while heating it.
  • the lower limit of the phase transition temperature of the specific liquid crystal compound from a liquid crystal phase to an isotropic phase (Iso) is preferably 180° C. or higher, more preferably 200° C. or higher, and even more preferably 220° C. or higher.
  • the upper limit is not particularly limited.
  • the phase transition temperature of the specific liquid crystal compound from a liquid crystal phase to an isotropic phase (Iso) can be measured by observing the specific compound under a polarizing microscope while heating it.
  • the lower limit of the molecular weight of the specific liquid crystal compound is preferably 600 or more, more preferably 800 or more, and even more preferably 900 or more.
  • the upper limit is preferably 2000 or less, more preferably 1500 or less, and even more preferably 1200 or less.
  • the lower limit of the epoxy group content of the specific liquid crystal compound (the number of moles of epoxy groups contained in 1 gram of the specific liquid crystal compound) (hereinafter also referred to as "epoxy group density") (mmol/g) is preferably 3.00 or more, and more preferably 3.50 or more.
  • the upper limit is preferably 6.00 or less, more preferably 5.50 or less, and even more preferably 5.00 or less.
  • liquid crystal compounds are shown below, but the liquid crystal compounds are not limited to these.
  • the specific liquid crystal compound can be synthesized by known synthesis methods, including nucleophilic substitution reactions, etc.
  • the content of the specific liquid crystal compound in the composition is preferably from 60 to 99% by mass, and more preferably from 70 to 95% by mass, based on the mass of the total solid content of the composition.
  • the specific liquid crystal compound may be used alone or in combination of two or more. When two or more specific liquid crystal compounds are used, the total content thereof is preferably within the above-mentioned range.
  • the solid content of the composition refers to the components that form the optically anisotropic layer, and does not include the solvent.
  • the components that form the optically anisotropic layer may be components that react (polymerize) when forming the optically anisotropic layer and change their chemical structure. In addition, if the components form the optically anisotropic layer, even if they are liquid in nature, they are considered to be solids.
  • the composition contains a compound (hereinafter, also simply referred to as a "reactive compound”) having a group (hereinafter, also simply referred to as a "reactive group”) selected from the group consisting of a phenolic hydroxyl group, an amino group, a thiol group, a phosphoric acid group, a sulfonic acid group, and a carboxyl group.
  • a compound hereinafter, also simply referred to as a "reactive compound” having a group (hereinafter, also simply referred to as a "reactive group”) selected from the group consisting of a phenolic hydroxyl group, an amino group, a thiol group, a phosphoric acid group, a sulfonic acid group, and a carboxyl group.
  • the compound functions as a curing agent that reacts with the liquid crystal compound described above.
  • the number of reactive groups in the reactive compound is not particularly limited, but in terms of the superior effect of the present invention, the lower limit is preferably 2 or more, and more preferably 3 or more.
  • the upper limit is preferably 20 or less, more preferably 12 or less, even more preferably 10 or less, and particularly preferably 6 or less.
  • the lower limit of the reactive group content in the reactive compound is not particularly limited, but in terms of the superior effect of the present invention, it is preferably 10 mmol/g or more, more preferably 15 mmol/g or more, and even more preferably 20 mmol/g or more.
  • the upper limit is preferably 50 mmol/g or less, and more preferably 40 mmol/g or less.
  • the lower limit of the molecular weight of the reactive compound is preferably 80 or more, and more preferably 100 or more.
  • the upper limit is preferably 1000 or less, and more preferably 500 or less.
  • a phenolic hydroxyl group, an amino group, or a carboxyl group is preferable, and a phenolic hydroxyl group is preferable.
  • a compound having a phenolic hydroxyl group will also be referred to as a phenolic compound.
  • the number of phenolic hydroxyl groups contained in the phenolic compound is preferably 2 or more, more preferably 3 or more, from the viewpoint of providing a better effect of the present invention.
  • the upper limit is preferably 20 or less, more preferably 12 or less, even more preferably 10 or less, and particularly preferably 6 or less.
  • a compound containing two or more phenolic hydroxyl groups may be referred to as a "bifunctional or higher functional phenolic compound.”
  • the lower limit of the hydroxyl value of the phenolic compound is preferably 20 g/mol or more, and more preferably 25 g/mol or more.
  • the upper limit is preferably 100 g/mol or less, and more preferably 50 g/mol or less, in order to provide sufficient curability without disturbing the liquid crystallinity.
  • phenolic compound examples are described in, for example, WO 10/125807, JP-T-55-500823, JP-T-60-500962, JP-T-04-503082, JP-T-09-505801, JP-A-50-064234, JP-A-52-042836, and JP-A-52-0979. No.
  • catechol resorcinol, phloroglucinol, exiphone, phloroglucinol carboxylic acid, or a compound represented by the following formula (P1) is preferred.
  • ma represents an integer of 0 or more.
  • ma is preferably an integer of 0 to 10, more preferably an integer of 0 to 3, still more preferably 0 or 1, and particularly preferably 1.
  • na and nc each independently represent an integer of 1 or more.
  • Each of na and nc independently is preferably 1 to 4, more preferably 2 to 4, further preferably 2 or 3, and particularly preferably 2.
  • R 1 and R 4 each independently represent a hydrogen atom or a substituent.
  • substituents represented by R 1 and R 4 include a halogen atom, a carboxylic acid group, an amino group, an alkyl group, an alkoxy group, and an alkoxycarbonyl group.
  • the alkyl group may be linear or branched. The number of carbon atoms in the alkyl group is preferably 1 to 10, more preferably 1 to 6, further preferably 1 to 3, and particularly preferably 1.
  • the alkyl group may have a substituent.
  • the alkyl group moiety in the alkoxy group and the alkyl group moiety in the alkoxycarbonyl group are the same as the above alkyl group.
  • the phenyl group may have a substituent.
  • R 1 and R 4 each independently represent preferably a hydrogen atom or a halogen atom, more preferably a hydrogen atom or a chlorine atom, and further preferably a hydrogen atom.
  • R2 represents a hydrogen atom or a hydroxyl group. Of the multiple R2 's that may be present, at least one R2 preferably represents a hydroxyl group, and more preferably all R2 's represent a hydroxyl group.
  • L x2 represents -C(R 7 )(R 8 )- or -CO-, and -C(R 7 )(R 8 )- is preferable.
  • R 5 to R 8 each independently represent a hydrogen atom or a substituent.
  • the above-mentioned substituents are each independently preferably a hydroxyl group, a halogen atom, a carboxylic acid group, an alkyl group, an alkoxy group, or an alkoxycarbonyl group, and more preferably a hydroxyl group, a halogen atom, a carboxylic acid group, an alkyl group, an alkoxy group, or an alkoxycarbonyl group.
  • the alkyl group may be linear or branched.
  • the number of carbon atoms in the alkyl group is preferably 1 to 10, more preferably 1 to 6, further preferably 1 to 3, and particularly preferably 1.
  • the alkyl group may have a substituent.
  • substituents examples include a halogen atom (such as a fluorine atom).
  • the alkyl group moiety in the alkoxy group and the alkyl group moiety in the alkoxycarbonyl group are the same as the above alkyl group.
  • the phenyl group may have a substituent, and when it has a substituent, it preferably has one to three hydroxyl groups.
  • Each of R 5 to R 8 independently is preferably a hydrogen atom or a hydroxyl group, more preferably a hydrogen atom.
  • L x2 is, for example, preferably —CH 2 —, —CH(OH)— or —CO—, and more preferably —CH 2 —.
  • L x1 is preferably —CH 2 —, —CH(OH)— or —CO—.
  • L x1 and L x2 are each preferably independently —CH 2 —.
  • the plurality of R4s when there are a plurality of R4s in formula (P1), the plurality of R4s may be the same or different.
  • the plurality of R5s when there are a plurality of R5s in formula (P1), the plurality of R5s may be the same or different.
  • Ar 1 and Ar 2 each independently represent a benzene ring group or a naphthalene ring group. It is preferable that Ar 1 and Ar 2 each independently represent a benzene ring group.
  • R3 represents a substituent.
  • the substituent represented by R3 include an alkyl group, a phenyl group, a halogen atom, a carboxylic acid group, an alkoxy group, and an alkoxycarbonyl group.
  • the alkyl group may be linear or branched.
  • the number of carbon atoms in the alkyl group is preferably 1 to 10, more preferably 1 to 6, further preferably 1 to 3, and particularly preferably 1.
  • the alkyl group may have a substituent.
  • the alkyl group moiety in the alkoxy group and the alkyl group moiety in the alkoxycarbonyl group are the same as the above alkyl group.
  • the phenyl group may have a substituent.
  • nb represents an integer from 0 to 3. It is preferable that nb represents 0 or 1.
  • R 2 , L x2 and/or R 3 When a plurality of R 2 , L x2 and/or R 3 are present in formula (P1), the plurality of R 2 , L x2 and/or R 3 may be the same or different. Specific examples of the compound represented by formula (P1) include the compounds shown below.
  • the content of the curable compound in the composition is preferably from 1 to 40 mass %, more preferably from 5 to 30 mass %, and even more preferably from 10 to 20 mass %, based on the mass of the total solid content of the composition.
  • the curable compounds may be used alone or in combination of two or more. When two or more types of curable compounds are used, the total content thereof is preferably within the above numerical range.
  • the composition may contain a catalyst, which makes it easier for the reaction between the liquid crystal compound and the curable compound to proceed.
  • the catalyst is preferably a metal catalyst.
  • the metal catalyst contains a metal atom, and examples of the metal atom include an aluminum atom, a titanium atom, and a magnesium atom. An aluminum atom or a titanium atom is preferable, and an aluminum atom is more preferable.
  • Catalysts include triphenylphosphine, imidazole-based catalysts, boron trifluoride amine complexes, compounds described in paragraph 0052 of JP2012-67225A, and metal catalysts such as aluminum tris(2,4-pentanedionato), titanium tetrakis(2,4-pentanedionato), aluminum tris(8-hydroxyquinolinolato), and magnesium bis(2,4-pentanedionato).
  • metal catalysts such as aluminum tris(2,4-pentanedionato), titanium tetrakis(2,4-pentanedionato), aluminum tris(8-hydroxyquinolinolato), and magnesium bis(2,4-pentanedionato).
  • the content of the catalyst in the composition is preferably from 1 to 30% by mass, more preferably from 5 to 20% by mass, based on the mass of the total solid content of the composition.
  • the catalyst may be used alone or in combination of two or more. When two or more catalysts are used, the total content thereof is preferably within the above range.
  • Imidazole catalysts include, for example, 2-methylimidazole (trade name: 2MZ), 2-undecylimidazole (trade name: C11-Z), 2-heptadecylimidazole (trade name: C17Z), 1,2-dimethylimidazole (trade name: 1.2DMZ), 2-ethyl-4-methylimidazole (trade name: 2E4MZ), 2-phenylimidazole (trade name: 2PZ), 2-phenyl-4-methylimidazole (trade name: Product name: 2P4MZ), 1-benzyl-2-methylimidazole (product name: 1B2MZ), 1-benzyl-2-phenylimidazole (product name: 1B2PZ), 1-cyanoethyl-2-methylimidazole (product name: 2MZ-CN), 1-cyanoethyl-2-undecylimidazole (product name: C11Z-CN), 1-cyanoethyl-2-phenylimid
  • the composition may further comprise a cationic polymerization initiator.
  • a cationic polymerization initiator a thermal cationic polymerization initiator is particularly preferred, and any known thermal cationic polymerization initiator can be appropriately used.
  • thermal cationic polymerization initiator examples include sulfonium salts, phosphonium salts, and ammonium salts whose anion moiety is BF 4 ⁇ , PF 6 ⁇ , SbF 6 ⁇ , or (BX 4 ) ⁇ (X represents a phenyl group having two or more fluorine atoms or trifluoromethyl groups as substituents).
  • thermal cationic polymerization initiators include, for example, San-Aid SI-60, San-Aid SI-80, San-Aid SI-B3, San-Aid SI-B3A, and San-Aid SI-B4 (all manufactured by Sanshin Chemical Industry Co., Ltd.), as well as CXC1612 and CXC1821 (both manufactured by KING INDUSTRIES).
  • the content of the cationic polymerization initiator is preferably 0.5 to 20 mass %, more preferably 1 to 10 mass %, and still more preferably 2 to 5 mass %, based on the mass of the total solid content of the composition.
  • the cationic polymerization initiator may be used alone or in combination of two or more kinds. When two or more kinds of cationic polymerization initiators are used, the total content thereof is preferably within the above-mentioned numerical range.
  • the composition may contain a solvent in addition to the above-mentioned components.
  • the type of the solvent is not particularly limited, and an organic solvent is preferable, such as cyclopentanone, cyclohexanone, ethyl acetate, methyl ethyl ketone, dichloromethane, and tetrahydrofuran.
  • the content of the solvent is preferably an amount that makes the solids concentration of the composition 1 to 90 mass %, and more preferably an amount that makes the solids concentration of the composition 2 to 85 mass %.
  • composition may contain other ingredients in addition to those mentioned above.
  • other components include polyfunctional monomers, alignment control agents (vertical alignment agents, horizontal alignment agents), surfactants, adhesion improvers, plasticizers, polymerization inhibitors, antioxidants, UV absorbers, light stabilizers, colorants, and metal oxide fine particles.
  • the method for producing the optically anisotropic layer and the alignment substrate of the present invention is not particularly limited. Among them, a method including a step X of forming an alignment film on a support, and a step Y of applying the above-mentioned composition (composition A) onto the formed alignment film to align the liquid crystal compound and to subject the applied film to a curing treatment is preferred.
  • the procedure of the step X is selected according to the type of the alignment film to be used.
  • the alignment film is a photo-alignment film
  • a composition for forming a photo-alignment film containing a predetermined photo-alignment material is applied to the surface of a support, dried, and then the resulting coating film (photo-alignment film precursor) is exposed to laser light to form an alignment pattern.
  • composition A is applied onto the alignment film.
  • Composition A can be applied by various known methods used for applying liquids, such as bar coating, gravure coating, and spray coating.
  • the coating film formed by coating is subjected to an alignment treatment to align the liquid crystal compound.
  • the orientation treatment is preferably a heat treatment.
  • the heating conditions are not particularly limited, but the heating temperature is preferably 50 to 180° C., and the heating time is preferably 1 to 20 minutes.
  • the resulting coating film is subjected to a curing treatment, which may be a light irradiation treatment or a heat treatment, with the heat treatment being preferred.
  • the heating conditions are not particularly limited, and may be performed at the same temperature as the heating conditions for the above-mentioned alignment treatment, but it is preferable to heat at a temperature higher than the heating temperature for the alignment treatment.
  • the heating temperature for the curing treatment is preferably 80 to 200° C., and the heating time is preferably 1 to 20 minutes.
  • the alignment of the liquid crystal compound is fixed by reacting a specific functional group in the liquid crystal compound with a reactive compound.
  • This forms an optically anisotropic layer having a liquid crystal alignment pattern in which the direction of the optical axis derived from the liquid crystal compound changes while rotating continuously along at least one direction in the plane. It is not necessary for the liquid crystal compound to exhibit liquid crystallinity when the optically anisotropic layer is completed, that is, the liquid crystal compound may be polymerized by a curing reaction and lose its liquid crystallinity.
  • the optically anisotropic layer contains a cured product of a liquid crystal compound and a compound having a group selected from the group consisting of a phenolic hydroxyl group, an amino group, a thiol group, a phosphoric acid group, a sulfonic acid group, and a carboxy group.
  • the optically anisotropic layer of the present invention can function as an alignment film. That is, by forming another optically anisotropic layer on the optically anisotropic layer of the present invention, the liquid crystal compound in the other optically anisotropic layer is aligned along the liquid crystal alignment pattern of the optically anisotropic layer of the present invention.
  • FIG. 5 is a side view conceptually showing an example of the laminate of the present invention.
  • the laminate 20 has an alignment substrate 10 and an optically anisotropic layer 22.
  • the optically anisotropic layer 22 is disposed on the surface of the optically anisotropic layer 16 of the alignment substrate 10, and is an optically anisotropic layer formed using a composition containing a liquid crystal compound having a radical polymerization group.
  • the configuration of the alignment substrate 10 is as described above.
  • the optically anisotropic layer 22 will be described in detail below.
  • the optically anisotropic layer 22 is an optically anisotropic layer formed using a composition containing a liquid crystal compound having a radically polymerizable group (hereinafter, also simply referred to as "composition B").
  • the liquid crystal compound has a radical polymerizable group, such as an acryloyl group, a methacryloyl group, a vinyl group, a styryl group, or an allyl group, and among these, an acryloyl group or a methacryloyl group is preferable.
  • the number of radical polymerizable groups that the liquid crystal compound has is not particularly limited, and is preferably 1 to 6, and more preferably 1 to 3. From the viewpoint of fixing the alignment, it is preferable that the liquid crystal compound has two or more polymerizable groups. In the case of a mixture of two or more liquid crystal compounds, it is preferable that at least one of the liquid crystal compounds has two or more polymerizable groups in one molecule.
  • Liquid crystal compounds can generally be classified into rod-shaped and disc-shaped types based on their shape. Each type can be further divided into low molecular weight and high molecular weight types. High molecular weight generally refers to compounds with a degree of polymerization of 100 or more (Polymer Physics: Phase Transition Dynamics, Masao Doi, p. 2, Iwanami Shoten, 1992).
  • any liquid crystal compound can be used, and it is preferable to use a rod-shaped liquid crystal compound or a discotic liquid crystal compound (discotic liquid crystal compound).
  • Two or more rod-shaped liquid crystal compounds, two or more discotic liquid crystal compounds, or a mixture of a rod-shaped liquid crystal compound and a discotic liquid crystal compound may also be used.
  • rod-shaped liquid crystal compound for example, those described in claim 1 of JP-T-11-513019 and paragraphs [0026] to [0098] of JP-A-2005-289980 can be preferably used, and as the discotic liquid crystal compound, for example, those described in paragraphs [0020] to [0067] of JP-A-2007-108732 and paragraphs [0013] to [0108] of JP-A-2010-244038 can be preferably used, but are not limited to these.
  • the content of the liquid crystal compound in composition B is preferably 75 to 99.9% by mass, and more preferably 80 to 99% by mass, based on the solid content (mass excluding the solvent) of composition B.
  • the composition B may contain components other than the liquid crystal compound.
  • Other ingredients include surfactants.
  • Specific examples of the surfactant include the compounds described in paragraphs [0082] to [0090] of JP-A-2014-119605, the compounds described in paragraphs [0031] to [0034] of JP-A-2012-203237, the compounds exemplified in paragraphs [0092] and [0093] of JP-A-2005-099248, the compounds exemplified in paragraphs [0076] to [0078] and paragraphs [0082] to [0085] of JP-A-2002-129162, and the fluorine (meth)acrylate polymers described in paragraphs [0018] to [0043] of JP-A-2007-272185, and the like.
  • the surfactant may be used alone or in combination of two or more kinds.
  • the fluorine-based surfactant the compounds described in paragraphs [0082] to [0090] of JP-A-2014-119605 are preferred.
  • the content of the surfactant in the composition B is preferably from 0.01 to 10% by mass, and more preferably from 0.01 to 5% by mass, based on the total mass of the liquid crystal compound.
  • the other component may be a chiral agent.
  • Chiral agents have the function of inducing a helical structure in the cholesteric liquid crystal phase. Chiral agents can be selected according to the purpose, since the twist direction or helical pitch of the helix induced varies depending on the compound.
  • the chiral agent is not particularly limited, and known compounds (for example, those described in Liquid Crystal Device Handbook, Chapter 3, Section 4-3, Chiral Agents for TN (twisted nematic) and STN (Super Twisted Nematic), p. 199, edited by the 142nd Committee of the Japan Society for the Promotion of Science, 1989), isosorbide, and isomannide derivatives can be used.
  • the content of the chiral dopant in the composition B is preferably from 0.01 to 200 mol %, more preferably from 1 to 30 mol %, based on the molar amount of the liquid crystal compound.
  • the polymerization initiator is preferably a photopolymerization initiator capable of initiating a polymerization reaction by irradiation with ultraviolet light.
  • the content of the polymerization initiator in the composition B is preferably from 0.1 to 20% by mass, and more preferably from 0.5 to 12% by mass, based on the content of the liquid crystal compound.
  • components besides those mentioned above include polymerization inhibitors, antioxidants, UV absorbers, light stabilizers, colorants, and metal oxide fine particles.
  • the composition B may contain a solvent.
  • the solvent is not particularly limited and can be appropriately selected depending on the purpose, and an organic solvent is preferable.
  • examples of the organic solvent include ketones, alkyl halides, amides, sulfoxides, heterocyclic compounds, hydrocarbons, esters, and ethers. These may be used alone or in combination of two or more.
  • the method for producing the optically anisotropic layer 22 is not particularly limited, and is preferably a method having the steps of applying composition B onto the optically anisotropic layer in the alignment substrate to align the liquid crystal compound, and curing the coating.
  • Composition B can be applied by various known methods used for applying a liquid, such as bar coating, gravure coating, and spray coating.
  • the coating film formed by coating is subjected to an alignment treatment to align the liquid crystal compound.
  • the orientation treatment is preferably a heat treatment.
  • the heating conditions are not particularly limited, and the heating temperature is preferably 50 to 180° C.
  • the resulting coating film is subjected to a curing treatment, which may be a light irradiation treatment or a heat treatment, with the light irradiation treatment being preferred.
  • the irradiation energy in the light irradiation treatment is preferably 20 mJ/cm 2 to 50 J/cm 2 , more preferably 50 to 1500 mJ/cm 2.
  • the light irradiation may be performed under a heated condition or in a nitrogen atmosphere.
  • the wavelength of the ultraviolet light to be irradiated is preferably 250 to 430 nm.
  • the optically anisotropic layer formed from the above-mentioned laminate may be peeled off.
  • the method for producing an optically anisotropic layer of the present invention preferably includes step 1 of forming an optically anisotropic layer (optically anisotropic layer B) on an optically anisotropic layer (optically anisotropic layer A) in the above-mentioned alignment substrate using a composition containing a liquid crystal compound having a radical polymerization group to obtain a laminate, and step 2 of peeling off the optically anisotropic layer B in the laminate obtained in step 1 to obtain the optically anisotropic layer B separated from the optically anisotropic layer A.
  • the optically anisotropic layer 22 is separated from the laminate 20 of FIG. 5, as shown in FIG.
  • step 1 The procedure for step 1 is the same as that for the laminate manufacturing method described above.
  • the method for separating the optically anisotropic layer B (optically anisotropic layer 22 in FIG. 5) from the optically anisotropic layer A (optically anisotropic layer 16 in FIG. 5) is not particularly limited, and any known method can be used.
  • a known transfer film or the like may be attached to the optically anisotropic layer B, and the optically anisotropic layer B may be separated from the optically anisotropic layer A together with the transfer film.
  • the optically anisotropic layer of the present invention may be repeatedly used to prepare the optically anisotropic layer B.
  • the method for producing an optically anisotropic layer of the present invention includes a step 1 of forming an optically anisotropic layer (optically anisotropic layer B) on the optically anisotropic layer (optically anisotropic layer A) in the alignment substrate by using a composition containing a liquid crystal compound having a radical polymerization group; a step 2 of peeling off the optically anisotropic layer B in the laminate obtained in the step 1 to obtain the optically anisotropic layer B separated from the optically anisotropic layer A; a step 3 of forming an optically anisotropic layer B on the optically anisotropic layer A from which the optically anisotropic layer B has been separated, using a composition containing a liquid crystal compound having a radical polymerizable group, to obtain a laminate; and a step 4 of
  • optically anisotropic layers can be repeatedly produced.
  • an exposure time of about 5 minutes is required for an area of about 5 cm square, which results in very low productivity.
  • productivity can be increased.
  • steps 3 and 4 may be repeated is not particularly limited, and may be multiple times.
  • catalysts The following compounds were used as catalysts: ⁇ Tris(2,4-pentanedionato)aluminum ⁇ Tetrakis(2,4-pentanedionato)titanium ⁇ Tris(8-hydroxyquinolinolato)aluminum ⁇ Triphenylphosphine ⁇ Magnesium bis(2,4-pentanedionato)
  • Polymerization initiator As the polymerization initiator, the following compound was used. ⁇ Omnirad OXE01 (manufactured by BASF)
  • Example 1 ⁇ Preparation of photo-alignment film> A glass substrate was prepared as a support. The following coating solution 1 for forming a photo-alignment film was applied onto the support at 2500 rpm for 30 seconds using a spin coater. The support coated with the coating solution 1 for forming a photo-alignment film was dried on a hot plate at 60° C. for 60 seconds to form a coating film on the support.
  • the coating film was exposed to light using the exposure device shown in FIG. 3 in an environment of a temperature of 25° C. and a relative humidity of 10%, to form a photo-alignment film P-1 having an alignment pattern.
  • a laser emitting laser light with a wavelength of 325 nm was used.
  • the exposure amount by the interference light was 3000 mJ/cm 2.
  • the crossing angle (crossing angle ⁇ ) of the two laser lights was 9.3°.
  • composition LC-1 was applied onto the photo-alignment film P-1 using a spin coater at 1000 rpm for 10 seconds.
  • the coating of composition LC-1 was then cured at 120°C for 10 minutes and 140°C for 5 minutes to form an optically anisotropic layer A1.
  • a laminate comprising a support/photo-alignment film/optically anisotropic layer A1 (cured layer of an epoxy-based liquid crystal compound) was produced.
  • the composition B was applied in multiple layers on the optically anisotropic layer A1 to form the optically anisotropic layer B.
  • the multiple layer application refers to a process in which the composition B is applied as a first layer on the optically anisotropic layer A1, heated, cooled, and then cured with ultraviolet light to form a liquid crystal fixing layer, and then the second and subsequent layers are applied by recoating the liquid crystal fixing layer, and similarly heated, cooled, and then cured with ultraviolet light, and the process is repeated.
  • the orientation direction of the alignment film is reflected from the lower surface to the upper surface of the optically anisotropic layer even when the thickness of the optically anisotropic layer is thick.
  • the first layer was formed by applying the above composition B onto the optically anisotropic layer A1, heating the coating film to 80° C. on a hot plate, and then cooling it to 80° C. After that, the coating film was irradiated with ultraviolet light having a wavelength of 365 nm at an exposure dose of 300 mJ/cm 2 using a high-pressure mercury lamp under a nitrogen atmosphere to fix the alignment of the liquid crystal compound.
  • the thickness of the first optically anisotropic layer was 0.3 ⁇ m.
  • the second and subsequent layers were coated on the optically anisotropic layer, heated and cooled under the same conditions as above, and then cured with ultraviolet light to prepare an optically anisotropic layer.
  • Examples 2 to 13 Comparative Example 1
  • a laminate was produced according to the same procedure as in Example 1, except that the types of the curing agent and metal complex were changed. In Comparative Example 1, no curing agent was used.
  • the coating of the composition C1 was then heated to 80° C. on a hot plate, and then cooled to 80° C. After that, the coating was irradiated with ultraviolet light having a wavelength of 365 nm at an irradiation dose of 300 mJ/cm 2 using a high-pressure mercury lamp under a nitrogen atmosphere to fix the alignment of the liquid crystal compound, thereby forming an optically anisotropic layer C1. Subsequently, following the same procedure as in Example 1, a laminate including a support/a photo-alignment film/an optically anisotropic layer C1/an optically anisotropic layer B was produced.
  • Example 3 According to Example 1 described in JP2015-031823A, the following polymer PAC1 was synthesized and dissolved in cyclopentanone at a concentration of 2% by mass to prepare a coating solution 2 for forming a photoalignment film. Next, the coating solution 2 for forming a photo-alignment film was applied onto the support at 2500 rpm for 30 seconds using a spin coater. The support onto which the coating solution 2 for forming a photo-alignment film was applied was dried on a hot plate at 60° C. for 60 seconds to form a coating film on the support.
  • the coating film was exposed to light using the exposure device shown in FIG. 3 in an environment of a temperature of 25° C. and a relative humidity of 10%, to form a photo-alignment film P-2 having an alignment pattern.
  • a laser emitting laser light with a wavelength of 325 nm was used.
  • the exposure amount by the interference light was 3000 mJ/cm 2.
  • the crossing angle (crossing angle ⁇ ) of the two laser lights was 9.3°.
  • the optically anisotropic layer B was laminated on the photo-alignment film P-2 in the same manner as in Example 1. At this time, the optically anisotropic layer A1 was not formed on the photo-alignment film, and the optically anisotropic layer B was directly laminated thereon to obtain a laminate.
  • the peeled surface of the optically anisotropic layer B peeled off in Example 1 was confirmed by TOF-SIMS analysis. Components of the optically anisotropic layer A1 were detected on the peeled surface, but the amount was small.
  • the "Hydroxyl value” column indicates the hydroxyl value of the hardener.

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  • General Physics & Mathematics (AREA)
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Abstract

L'invention concerne une couche optiquement anisotrope, un substrat d'alignement, un corps stratifié et un procédé de fabrication d'une couche optiquement anisotrope, la couche optiquement anisotrope étant telle que lorsque la couche optiquement anisotrope est formée à l'aide d'une composition qui comprend un composé de cristaux liquides ayant des groupes polymérisables par voie radicalaire sur une surface de celui-ci, la couche optiquement anisotrope formée se détache facilement, et la couche optiquement anisotrope formée présente d'excellentes propriétés d'alignement. Cette couche optiquement anisotrope est formée à l'aide d'une composition qui comprend un composé à cristaux liquides et un composé ayant un groupe choisi dans le groupe constitué par un groupe hydroxyle phénolique, un groupe amino, un groupe thiol, un groupe acide phosphorique, un groupe acide sulfonique et un groupe carboxy, le composé à cristaux liquides ayant un groupe fonctionnel spécifique choisi dans le groupe constitué par un groupe époxy et un groupe oxétanyle et n'ayant ni groupe acryloyle ni groupe méthacryloyle, et ayant un motif d'alignement de cristaux liquides dans lequel l'orientation d'un axe optique dérivé du composé à cristaux liquides est tournée en continu le long d'au moins une direction dans le plan.
PCT/JP2023/035486 2022-09-30 2023-09-28 Couche optiquement anisotrope, substrat d'alignement, corps stratifié et procédé de fabrication de couche optiquement anisotrope WO2024071326A1 (fr)

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011014743A2 (fr) * 2009-07-31 2011-02-03 North Carolina State University Dispositifs de pointage de faisceau comprenant des réseaux de polarisation de cristaux liquides empilés et procédés de fonctionnement associés
JP2016090613A (ja) * 2014-10-29 2016-05-23 Ｊｘエネルギー株式会社 積層偏光板および表示装置
WO2020122119A1 (fr) * 2018-12-11 2020-06-18 富士フイルム株式会社 Élément de diffraction à cristaux liquides, et élément guide de lumière
WO2021182625A1 (fr) * 2020-03-13 2021-09-16 富士フイルム株式会社 Procédé de production d'une couche de cristaux liquides

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011014743A2 (fr) * 2009-07-31 2011-02-03 North Carolina State University Dispositifs de pointage de faisceau comprenant des réseaux de polarisation de cristaux liquides empilés et procédés de fonctionnement associés
JP2016090613A (ja) * 2014-10-29 2016-05-23 Ｊｘエネルギー株式会社 積層偏光板および表示装置
WO2020122119A1 (fr) * 2018-12-11 2020-06-18 富士フイルム株式会社 Élément de diffraction à cristaux liquides, et élément guide de lumière
WO2021182625A1 (fr) * 2020-03-13 2021-09-16 富士フイルム株式会社 Procédé de production d'une couche de cristaux liquides

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