Liquid crystal composition, cured product, film, and compound

Abstract

The first problem of the present invention is to provide a liquid crystal composition capable of forming a film having excellent liquid crystal compound alignment properties and little unevenness in visual recognition. A second problem of the present invention is to provide a cured product and a film formed using the liquid crystal composition. The third problem of the present invention is to provide a compound that can be used in the liquid crystal composition. This liquid crystal composition contains a compound represented by formula (1) and a liquid crystal compound. In formula (1), A1 to A3 each independently represent a divalent aromatic ring group or a divalent aliphatic ring group. Each of Z1 to Z3 independently represents a single bond and a divalent linking group; and n1 represents an integer of 0 or more. And B represents a monovalent aromatic ring group substituted with one or more monovalent substituent groups T having a siloxane structure containing three or more silicon atoms. W represents a monovalent substituent group that does not contain a hydrogen atom or a silicon atom. In addition, when n1 represents an integer of 2 or more, the plurality of Z3 and the plurality of A3 may be the same as or different from each other. B-Z1-A1-Z2-A2-(Z3-A3) n1-W (1)

Description

Technical Field

[0001] This invention relates to a liquid crystal composition, cured product, thin film, and compound. Background Technology

[0002] Optical anisotropic films, formed by aligning liquid crystal compounds to a specified orientation state using a composition containing liquid crystal compounds (hereinafter also referred to as "liquid crystal composition"), are used for various applications such as optical compensation sheets. Liquid crystal compositions sometimes contain an alignment agent (hereinafter also referred to as "air interface-side alignment agent") capable of restricting the orientation of the liquid crystal compound from the air interface side. Previously, fluorinated alignment agents with perfluoroalkyl chains, which have low surface free energy and readily deviate from the surface, were widely used as such alignment agents. However, in recent years, from an environmental pollution perspective, there has been a demand for PFAS-free alternatives, and silicon-based alignment agents have become increasingly anticipated as a replacement.

[0003] Silicon-containing compounds have been used for various purposes in the past. For example, Patent Document 1 discloses a polyorganosiloxane that can be used in various functional fillers, surface treatment agents, etc., and the following compound is shown as a specific example.

[0004] [Chemical Formula 1] Previous technical documents Patent documents Patent Document 1: Japanese Patent Application Publication No. 2016-534161 Summary of the Invention

[0005] The technical problem to be solved by the invention In order to confirm the orientation control capability of the silicon-containing compound described in Patent Document 1, the inventors prepared a liquid crystal composition by mixing the aforementioned silicon-containing compound and a liquid crystal compound, and studied the film formed from the liquid crystal composition. The results showed that the orientation of the liquid crystal compound was insufficient, and many visual inhomogeneities were generated within the film. In other words, it was determined that further improvements were needed to achieve both good orientation of the liquid crystal compound and suppression of visual inhomogeneities.

[0006] Therefore, the objective of this invention is to provide a liquid crystal composition capable of forming a film with excellent orientation of the liquid crystal compound and minimal visual non-uniformity.

[0007] Furthermore, the objective of this invention is to provide a cured product and a thin film formed using the above-described liquid crystal composition.

[0008] Furthermore, the objective of this invention is to provide a compound that can be used in the above-described liquid crystal composition.

[0009] means for solving technical problems The inventors have discovered that the above-mentioned problems can be solved by the following structure.

[0010] [1] A liquid crystal composition comprising a compound represented by formula (1) described below and a liquid crystal compound.

[0011] [2] The liquid crystal composition according to [1], wherein, The substituent T mentioned above is a monovalent group represented by the formula (TA) described later.

[0012] [3] The liquid crystal composition according to [2], wherein, The above B represents a monovalent group selected from the group composed of the groups represented by formulas (B-1) to (B-5) described later.

[0013] [4] The liquid crystal composition according to [3], wherein, In the above equations (B-1) to (B-5), in R BT and T X In the monovalent group represented by the above formula (TA), m represents 1, and L represents at least one chain of alkylene groups with 1 to 4 carbon atoms that can be replaced by -NH-, -O-, -S-, -CO-, -CS-, -SO- or -SO2-.

[0014] [5] The liquid crystal composition according to [3], wherein, The B above independently represents a monovalent group selected from the groups represented by formulas (B-1-1) to (B-1-5) described later.

[0015] [6] The liquid crystal composition according to any one of [2] to [5], wherein, X above represents the monovalent group represented by formula (C-1) above, and R in formula (C-1) above... C1 ~R C3 Each alkyl group independently represents an alkyl group with 1 to 4 carbon atoms, and k represents an integer from 2 to 10.

[0016] [7] The liquid crystal composition according to any one of [2] to [5], wherein, X above represents the monovalent group represented by formula (C-2) above, and R in formula (C-2) above... C4 ~R C6 Alkyl groups, each having 1 to 4 carbon atoms, are represented independently.

[0017] [8] The liquid crystal composition according to any one of [2] to [5], wherein, X above represents the monovalent group represented by formula (C-2) above, and R in formula (C-2) above...C4 R represents an alkyl group having 1 to 10 carbon atoms. C5 and R C6 Each of these groups independently represents a monovalent group as indicated by the above formula (C-1X).

[0018] [9] The liquid crystal composition according to any one of [2] to [5], wherein, X represents the monovalent group represented by formula (C-3) above, and R in formula (C-3) above... C7 ~R C9 Alkyl groups, each having 1 to 4 carbon atoms, are represented independently.

[0019]

[10] The liquid crystal composition according to any one of [2] to [5], wherein, X represents the monovalent group represented by formula (C-3) above, and R in formula (C-3) above... C7 ~R C9 Each of these groups independently represents a monovalent group as indicated by the above formula (C-1X).

[0020]

[11] The liquid crystal composition according to any one of [1] to

[10] , wherein, The above A 1 ~A 3 Each of the groups consisting of divalent groups selected from the groups represented by formulas (A-1) to (A-14) described below is independently represented.

[0021]

[12] The liquid crystal composition according to

[11] , wherein, The above A 1 ~A 3 Each of these groups independently represents a divalent group selected from the groups represented by formulas (A-1) to (A-5) and (A-14) above, and D in formulas (A-1), (A-3) to (A-5), and (A-14) above independently represents CR. A1 R A1 Each can be used to represent a hydrogen atom or a substituent independently.

[0022]

[13] The liquid crystal composition according to any one of [1] to

[12] , wherein, The -Si-R in the compound represented by formula (1) above AL The content of the structural part represented is less than 1.79%, and the above R AL Indicates alkyl group.

[0023]

[14] The liquid crystal composition according to any one of [1] to

[13] , wherein, The -Si-R in the compound represented by the above formula (1)AL The content of the structural part represented exceeds 1.12%, and the above R AL Indicates alkyl group.

[0024]

[15] The liquid crystal composition according to any one of [1] to

[14] , wherein, The aforementioned liquid crystal compound is selected from one or more compounds grouped together with polymerizable rod-shaped liquid crystal compounds and polymerizable disk-shaped liquid crystal compounds.

[0025]

[16] The liquid crystal composition according to any one of [1] to

[15] further comprises a chiral agent.

[0026]

[17] A cured product formed using any one of [1] to

[16] liquid crystal composition.

[0027]

[18] A film containing the cured product described in

[17] .

[0028]

[19] The thin film according to

[18] exhibits optical anisotropy.

[0029]

[20] A thin film comprising a cured product formed by fixing a cholesterol-type liquid crystal phase using the liquid crystal composition described in

[16] .

[0030]

[21] A compound represented by the formula (1) described below.

[0031]

[22] According to the compound described in

[21] , wherein, The substituent T mentioned above is a monovalent group represented by the formula (TA) described later.

[0032]

[23] According to the compound described in

[22] , wherein, The above B represents a monovalent group selected from the group composed of the groups represented by formulas (B-1) to (B-5) described later.

[0033]

[24] According to the compound described in

[23] , wherein, In the above equations (B-1) to (B-5), in R BT and T X In the monovalent group represented by the above formula (TA), m represents 1, and L represents at least one chain of alkylene groups with 1 to 4 carbon atoms that can be replaced by -NH-, -O-, -S-, -CO-, -CS-, -SO- or -SO2-.

[0034]

[25] According to the compound described in

[23] , wherein, The B above independently represents a monovalent group selected from the groups represented by formulas (B-1-1) to (B-1-5) described later.

[0035]

[26] The compound according to any one of

[22] to

[25] , wherein, X above represents the monovalent group represented by formula (C-1) above, and R in formula (C-1) above... C1 ~R C3 Each alkyl group independently represents an alkyl group with 1 to 4 carbon atoms, and k represents an integer from 2 to 10.

[0036]

[27] The compound according to any one of

[22] to

[25] , wherein, X above represents the monovalent group represented by formula (C-2) above, and R in formula (C-2) above... C4 ~R C6 Alkyl groups, each having 1 to 4 carbon atoms, are represented independently.

[0037]

[28] The compound according to any one of

[22] to

[25] , wherein, X above represents the monovalent group represented by formula (C-2) above, and R in formula (C-2) above... C4 R represents an alkyl group having 1 to 10 carbon atoms. C5 and R C6 Each of these groups independently represents a monovalent group as indicated by the above formula (C-1X).

[0038]

[29] The compound according to any one of

[22] to

[25] , wherein, X represents the monovalent group represented by formula (C-3) above, and R in formula (C-3) above... C7 ~R C9 Alkyl groups, each having 1 to 4 carbon atoms, are represented independently.

[0039]

[30] The compound according to any one of

[22] to

[25] , wherein, X represents the monovalent group represented by formula (C-3) above, and R in formula (C-3) above... C7 ~R C9 Each of these groups independently represents a monovalent group as indicated by the above formula (C-1X).

[0040]

[31] The compound according to any one of

[22] to

[30] , wherein, -Si-R AL The content of the structural part represented is less than 1.79%, and the above R AL Indicates alkyl group.

[0041]

[32] According to the compounds described in

[22] to

[31] , wherein, -Si-R AL The content of the structural part represented exceeds 1.12%, and the above R AL Indicates alkyl group.

[0042] Invention Effects According to the present invention, a liquid crystal composition capable of forming a film with excellent orientation of liquid crystal compound and minimal visual non-uniformity can be provided.

[0043] Furthermore, according to the present invention, it is possible to provide a cured product and a thin film formed using the above-described liquid crystal composition.

[0044] Furthermore, according to the present invention, it is possible to provide a compound that can be used in the above-described liquid crystal composition. Detailed Implementation

[0045] The present invention will now be described in detail.

[0046] The following description of the constituent elements is based on a representative embodiment of the present invention, but the present invention is not limited to this embodiment.

[0047] In this specification, the numerical range indicated by “~” refers to the range included by taking the values ​​recorded before and after “~” as the lower limit and upper limit values.

[0048] In this specification, the description of groups (atomic groups) includes both unsubstituted and substituted groups. For example, "alkyl" includes not only unsubstituted alkyl groups (unsubstituted alkyl groups) but also substituted alkyl groups (substituted alkyl groups).

[0049] In this specification, each component may be used alone as one of its own substances, or in combination with two or more substances. Regarding each component, when two or more substances are used in combination, unless otherwise stated, the content of that component refers to the total content of the substances used in combination.

[0050] In this specification, “(meth)acrylate” is used to mean “any or both of acrylate and methacrylate”, and “(meth)acryloyl” is used to mean “acryloyl and methacryloyl”.

[0051] In this specification, the solid component of the composition refers to the component that forms the composition layer and does not contain solvent. The component forming the composition layer may be a component whose chemical structure changes during the formation of the composition layer. Furthermore, any component forming the composition layer is considered a solid component even if it is in a liquid state.

[0052] Unless otherwise specified, the bonding orientation of the divalent groups described in this specification is not limited. For example, in compounds represented by the formula "XYZ", if Y is -COO-, Y can be -CO-O- or -O-CO-. Furthermore, the above compounds can be "X-CO-OZ" or "XO-CO-Z".

[0053] In this specification, unless otherwise stated, the molecular weight when a molecular weight distribution exists is the weight-average molecular weight (Mw). In this specification, the weight-average molecular weight (Mw) and number-average molecular weight (Mn) are values ​​obtained by gel permeation chromatography (GPC) converted to polystyrene.

[0054] In this specification, Re(λ) represents the in-plane delay at wavelength λ. Unless otherwise specified, wavelength λ is 550 nm.

[0055] Furthermore, in this specification, Re(λ) is a value measured at wavelength λ using an AxoScan (manufactured by Axometrics). The average refractive index ((nx+ny+nz) / 3) and film thickness (d(μm)) are input into the AxoScan to calculate: Slow axis direction (°) Re(λ) = R0(λ) Additionally, R0(λ) is displayed as a value calculated using AxoScan, representing Re(λ).

[0056] [Liquid Crystal Composition] The liquid crystal composition contains a compound represented by formula (1) described below (hereinafter also referred to as "specific compound") and a liquid crystal compound. The liquid crystal compound in the film formed from the liquid crystal composition with the above structure has excellent orientation and minimal visual inhomogeneity.

[0057] The mechanism of action of certain compounds is not yet clear, but it is mainly based on the information provided by "BZ". 1 -A 1 -Z 2 -A 2 -(Z 3 -A 3 ) n1 -” indicates a mesocrystalline structural region with a ring number of 3 or more (in addition, the mesocrystalline structural region includes at least the aromatic ring contained in B, A1 and A 2 The presence of at least three aromatic or aliphatic rings indicates a good affinity for liquid crystal compounds. Furthermore, the presence of monovalent substituents T, having a siloxane structure containing three or more silicon atoms, suggests a tendency for the compound to become biased towards the film surface. This is presumably due to the high orientation constraint force exhibited by the liquid crystal compound. Moreover, it is speculated that specific compounds, by possessing the aforementioned substituents T, exhibit excellent surface bias and surface tension reduction capabilities, thereby suppressing thickness non-uniformity and consequently suppressing visual non-uniformity of the film.

[0058] Hereinafter, the superior orientation of the liquid crystal compound in the film formed by the liquid crystal composition and / or the less visually discernible non-uniformity are sometimes also referred to as "superior effect of the present invention".

[0059] The components contained in the liquid crystal composition are described in detail below.

[0060] [Specific compound] The liquid crystal composition contains a compound represented by formula (1) (a specific compound).

[0061] The following provides a detailed description of specific compounds. Additionally, unless otherwise specified, wavy lines in the structural formulas indicate bond positions in the following description.

[0062] BZ 1 -A 1 -Z 2 -A 2 -(Z 3 -A 3 ) n1 -W (1) In equation (1), A 1 ~A 3 Each can be represented independently as a divalent aromatic cyclic group or a divalent aliphatic cyclic group.

[0063] As A 1 ~A 3 The divalent aromatic cyclic group can be any of a divalent aromatic hydrocarbon cyclic group or a divalent aromatic heterocyclic group. Furthermore, the divalent aromatic cyclic group can be any of a monocyclic or polycyclic group.

[0064] The number of carbon atoms in the aromatic hydrocarbon ring constituting the divalent aromatic hydrocarbon ring group is preferably 6 to 30, more preferably 6 to 18, and even more preferably 6 to 10. Specific examples of aromatic hydrocarbon rings include benzene rings, naphthalene rings, anthracene rings, phenanthrene rings, fluorene rings, and fluorenone rings, with benzene rings being more preferred.

[0065] The number of ring members in the aromatic heterocycle constituting the divalent aromatic heterocyclic group is not particularly limited, but is preferably 5 to 10, more preferably 5 or 6. Examples of heteroatoms contained in the aromatic heterocycle include nitrogen, oxygen, and sulfur atoms. The number of heteroatoms contained in the aromatic heterocycle is not particularly limited, but is preferably 1 to 4, more preferably 1 or 2. Specific examples of aromatic heterocycles include pyridine rings, pyrimidine rings, quinoline rings, isoquinoline rings, and coumarin rings.

[0066] As a divalent aliphatic cyclic group, it can be any of a divalent aliphatic hydrocarbon cyclic group and a divalent aliphatic heterocyclic group. Furthermore, the divalent aliphatic cyclic group can be any of a monocyclic or polycyclic group.

[0067] The number of carbon atoms in the aliphatic hydrocarbon ring constituting the divalent aliphatic hydrocarbon cyclic group is preferably 5 to 30, more preferably 5 to 18, even more preferably 5 to 10, and particularly preferably 5 or 6. Specific examples of aliphatic hydrocarbon rings include cyclopentane, cyclohexane, cycloheptane, cyclooctane, norbornene, and adamantane. Among these, cyclopentane or cyclohexane rings are preferred.

[0068] The number of carbon atoms in the aliphatic heterocycle constituting the divalent aliphatic heterocyclic group is preferably 3 to 30, more preferably 3 to 18, and even more preferably 3 to 10. Examples of heteroatoms in the aliphatic heterocycle constituting the divalent aliphatic heterocyclic group include nitrogen, oxygen, and sulfur atoms. The number of ring members in the aliphatic heterocycle is not particularly limited, but is preferably 5 to 10. Specific examples of aliphatic heterocycles include oxocyclooxane rings, oxocyclohexane rings, piperidine rings, and piperazine rings. Furthermore, the aliphatic heterocycle can be a ring in which the -CH2- group is replaced by -CO-, for example, a phthalimide ring.

[0069] Furthermore, the hydrogen atoms in the aforementioned divalent aromatic cyclic group and divalent aliphatic cyclic group can be replaced by other substituents such as alkyl, alkoxy, cyano, nitro, and halogen atoms. Preferably, the substituent is other than substituent T, and more preferably, substituent S1. Substituent S1 will be explained later.

[0070] In A 1 ~A 3 When the divalent aromatic ring group is phenylene, from the viewpoint of better performance of the present invention, 1,4-phenylene or 1,3-phenylene is preferred. Preferably, the position of the other linking bond is relative to A. 1 ~A 3 One of the connecting keys is either interposition or alignment.

[0071] As A 1 ~A 3Preferably, it represents a divalent group from the group consisting of groups represented by formulas (A-1) to (A-14).

[0072] [Chemical Formula 2] In equations (A-1) to (A-14), D independently represents CR. A1 Or nitrogen atoms.

[0073] As D, where CR is preferred. A1 .

[0074] R A1 Each can be used independently to represent a hydrogen atom or a substituent. As R A1 The substituent indicated is preferably a substituent other than the aforementioned substituent T, and more preferably a substituent S1. Furthermore, the substituent S1 will be explained in a later section.

[0075] As R A1 Preferably, the atom is a hydrogen atom, an alkyl group, an alkoxy group, or an alkoxycarbonyl group.

[0076] E represents CR independently. A2 R A3 NR A4 Oxygen atoms or sulfur atoms.

[0077] As E, where CR is preferred. A2 R A3 NR A4 Or oxygen atoms.

[0078] G represents CR A5 R A6 NR A7 Sulfur atoms or oxygen atoms.

[0079] R A2 ~R A7 Each can be used independently to represent a hydrogen atom or a substituent. As R A2 ~R A7 The substituent indicated is preferably a substituent other than the aforementioned substituent T, and more preferably a substituent S1. Furthermore, the substituent S1 will be explained in a later section.

[0080] As R A2 ~R A7 Preferably, the atom is a hydrogen atom, an alkyl group, an alkoxy group, or an alkoxycarbonyl group.

[0081] As A 1 ~A 3From the viewpoint of achieving better results with the present invention, it is preferable to select a divalent group from the group represented by formulas (A-1) to (A-5) and (A-14), more preferably a divalent group from the group represented by formulas (A-1), (A-3) to (A-5) and (A-14), and in each formula, D represents CR. A1 .

[0082] Furthermore, in equation (1), when n1 represents an integer greater than 2, there exist multiple A's. 3 They can be the same as each other or different from each other.

[0083] In equation (1), Z 1 ~Z 3 Each can be used to independently represent a single bond or a divalent linker.

[0084] As Z 1 ~Z 3 The divalent linker represented is not particularly limited, but is preferably -CO-, -O-, -S-, -CS-, or -CR. A R B -、-CR C =CR D -、-NR E -, -N=N-, -CH=N-, -C≡C-, or a combination of two or more of them constitutes a divalent linker. R A ~R E Each can be an alkyl group, representing a hydrogen atom, a fluorine atom, or a carbon atom numbering 1 to 12, respectively.

[0085] As Z 1 ~Z 3 Specific examples of the divalent linker can be given as -O-, -S-, -OCH2-, -CH2CH2-, -CO-, -CS-, -COO-, -CSO-, -CSS-, -CO-S-, -O-CO-O-, -CO-CO-, -CO-NH-, -SCH2-, -CF2O-, -CF2S-, -CH=CH-COO-, -CH=CH-OCO-, and -COO-. -CH2CH2-, -OCO-CH2CH2-, -COO-CH2-, -OCO-CH2-, -COO-NH-, -CH=CH-, -N=N-, -CH=NN=CH- , -CH=N-, -CF=CF-, -C≡C-, -C≡CC≡C-, -OCH2CH2O-, -SCH2CH2S-, -O-CO-CO-O- and -O-CH2-O-, etc.

[0086] As Z 1 ~Z 3From the viewpoint of achieving better results in this invention, it is preferable to represent a single bond, -O-, -CO-, -COO-, -CO-NH-, -CH=CH-COO-, -CH=CH-OCO-, -CH=CH- or -C≡C-, and more preferably a single bond, -O-, -CO- or -COO-.

[0087] Furthermore, in equation (1), when n1 represents an integer greater than 2, there exist multiple Z. 3 They can be the same as each other or different from each other.

[0088] In equation (1), n1 represents an integer greater than or equal to 0.

[0089] The upper limit value of n1 is preferably 100 or less, more preferably 50 or less, even more preferably 30 or less, even more preferably 10 or less, especially preferably 6 or less, and most preferably 3 or less.

[0090] In formula (1), B represents a monovalent aromatic cyclic group that has one or more monovalent substituents T having a siloxane structure containing three or more silicon atoms.

[0091] A siloxane structure containing three or more silicon atoms is a structure that contains three or more silicon atoms and has a siloxane bond. As a specific example of a siloxane structure containing three or more silicon atoms, a structure containing a monovalent group represented by formulas (C-1) to (C-3) described later can be given.

[0092] From the viewpoint of better performance of the present invention, a monovalent substituent T (hereinafter sometimes simply referred to as "substituent T") having a siloxane structure containing three or more silicon atoms is preferred as the monovalent group represented by formula (TA).

[0093] -L-(X) m (TA) In formula (TA), L represents a single bond or a chain-like (straight-chain or branched) m+1 valence hydrocarbon group. Among the above hydrocarbon groups, at least one -CH2- can be replaced by -NH-, -O-, -S-, -CO-, -CS-, -SO- or -SO2-, at least one -CH2CH2- can be replaced by -CH=CH-, -N=N-, -CH=N-, -CF=CF- or -C≡C-, at least one -CH< can be replaced by -N< or -SiH<, and at least one >C< can be replaced by >Si<.

[0094] The number of hydrogen atoms removed from the chain-like m+1 valence hydrocarbon group represented by L is preferably 1 to 50, more preferably 1 to 40, even more preferably 1 to 30, even more preferably 1 to 20, particularly preferably 1 to 18, and most preferably 1 to 15.

[0095] As a specific example of the chain-like m+1 valence hydrocarbon group represented by L, a chain-like m+1 valence aliphatic hydrocarbon group can be cited.

[0096] From the viewpoint of achieving better results in this invention, L is preferably an alkylene group having a chain-like (preferably linear) structure with 1 to 10 carbon atoms, in which at least one -CH2- can be replaced by -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO2-. More preferably, it is an alkylene group having a chain-like (preferably linear) structure with 1 to 6 carbon atoms, in which at least one -CH2- can be replaced by -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO2-. Even more preferably, it is an alkylene group having a chain-like (preferably linear) structure with 1 to 4 carbon atoms, in which at least one -CH2- can be replaced by -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO2-.

[0097] In the formula (TA), m represents an integer greater than or equal to 1.

[0098] The value of m is preferably an integer from 1 to 4, more preferably 1 or 2, and even more preferably 1.

[0099] In formula (TA), X represents a monovalent group selected from the group represented by formulas (C-1) to (C-3). Furthermore, when m is an integer of 2 or more, there may be multiple Xs that are the same or different.

[0100] [Chemical Formula 3] In equation (C-1), R C1 ~R C3 Each alkyl group independently represents an alkyl group with 1 to 10 carbon atoms. k represents an integer from 2 to 20. In formula (C-2), R C4 R represents alkyl groups with 1 to 10 carbon atoms. C5 and R C6 Each of these groups independently represents an alkyl group having 1 to 10 carbon atoms or a monovalent group represented by formula (C-1X). In formula (C-3), R C7 ~R C9 Each of these can independently represent an alkyl group having 1 to 10 carbon atoms or a monovalent group represented by formula (C-1X). Furthermore, formula (C-1) contains multiple R groups. C1 There are multiple Rs that exist in each other. C2 Each other and multiple R C3 They can be the same as or different from each other. In equation (C-2), there are multiple R. C5 Each other and multiple R C6They can be the same as or different from each other. In equation (C-3), there are multiple R. C7 There are multiple Rs that exist in each other. C8 Each other and multiple R C9 They can be the same as each other or different from each other.

[0101] [Chemical Formula 4] In formula (C-1X), R C10 ~R C12 Each alkyl group independently represents an alkyl group with 1 to 10 carbon atoms. l represents an integer from 0 to 20. Furthermore, in formula (C-1X), there are multiple R groups. C10 There are multiple Rs that exist in each other. C11 Each other and multiple R C12 They can be the same as each other or different from each other.

[0102] In equations (C-1) to (C-3) and (C-1X), R is used as... C1 ~R C12 The alkyl group represented by carbon atoms of 1 to 10 is preferably a chain (straight-chain and branched-chain) alkyl group of 1 to 10 carbon atoms, and more preferably a straight-chain alkyl group of 1 to 10 carbon atoms.

[0103] As R C1 ~R C12 The alkyl group having 1 to 10 carbon atoms is preferably 1 to 6, and more preferably 1 to 4.

[0104] R C1 ~R C12 The alkyl group represented by carbon atoms 1 to 10 may have substituents (preferably substituent S1 described later), and preferably does not have substituents.

[0105] As R C1 ~R C4 and R C10 ~R C12 Preferably, it is an alkyl group having 1 to 4 carbon atoms, more preferably an alkyl group having 1 to 3 carbon atoms, and even more preferably a methyl group.

[0106] As R C5 ~R C9 Preferably, it is an alkyl group having 1 to 4 carbon atoms (preferably an alkyl group having 1 to 3 carbon atoms, more preferably methyl) or a monovalent group represented by formula (C-1X).

[0107] In equation (C-1), k represents an integer from 2 to 20.

[0108] From the viewpoint of achieving better results in this invention, k is preferably an integer representing 2 to 10, and more preferably an integer representing 2 to 6.

[0109] In formula (C-1X), l represents an integer from 0 to 20.

[0110] From the viewpoint of achieving better results in this invention, l is preferably an integer representing 0 to 10, and more preferably an integer representing 0 to 6.

[0111] From the viewpoint of achieving better results in the present invention, X in formula (TA) is preferably any of the following (1) to (5).

[0112] (1) The monovalent group represented by formula (C-1) and R in formula (C-1) C1 ~R C3 Each alkyl group independently represents an alkyl group with 1 to 4 carbon atoms, and k represents an integer from 2 to 10.

[0113] (2) The monovalent group represented by formula (C-2) and R in formula (C-2) C4 ~R C6 Alkyl groups, each having 1 to 4 carbon atoms, are represented independently.

[0114] (3) The monovalent group represented by formula (C-2) and R in formula (C-2) C4 R represents an alkyl group having 1 to 10 carbon atoms. C5 and R C6 Each monovalent group represented by formula (C-1X) is expressed independently.

[0115] (4) The monovalent group represented by formula (C-3) and R in formula (C-3) C7 ~R C9 Alkyl groups, each having 1 to 4 carbon atoms, are represented independently.

[0116] (5) The monovalent group represented by formula (C-3) and R in formula (C-3) C7 ~R C9 Each monovalent group represented by formula (C-1X) is expressed independently.

[0117] As for the above-mentioned (3) method, the following (3A) method is also preferred.

[0118] (3A) represents the monovalent group represented by formula (C-2) and R in formula (C-2) C4 R represents an alkyl group having 1 to 10 carbon atoms. C5 and R C6 Each of the monovalent groups represented by formula (C-1X) can be represented independently, and R in formula (C-1X) can be represented independently.C10 ~R C12 Alkyl groups, each having 1 to 4 carbon atoms, are represented independently.

[0119] As for the above-mentioned (5) method, the following (5A) method is also preferred.

[0120] (5A) represents the monovalent group represented by formula (C-3) and R in formula (C-3) C7 ~R C9 Each of the monovalent groups represented by formula (C-1X) can be represented independently, and R in formula (C-1X) can be represented independently. C10 ~R C12 Alkyl groups, each having 1 to 4 carbon atoms, are represented independently.

[0121] The aromatic ring represented by B in formula (1), which constitutes a monovalent aromatic ring group substituted with one or more substituents T, can be any of an aromatic hydrocarbon ring or an aromatic heterocycle. That is, the aforementioned monovalent aromatic ring group can be any of a monovalent aromatic hydrocarbon ring group or a monovalent aromatic heterocycle group. Furthermore, the aforementioned aromatic ring can be any of a monocyclic or polycyclic ring.

[0122] The number of carbon atoms in the aromatic hydrocarbon ring constituting the monovalent aromatic hydrocarbon ring group is preferably 6 to 30, more preferably 6 to 18, and even more preferably 6 to 10. Specific examples of aromatic hydrocarbon rings include benzene rings and naphthalene rings, with benzene rings being more preferred.

[0123] The number of ring members in the aromatic heterocycle constituting the monovalent aromatic heterocyclic group is not particularly limited, but is preferably 5 to 10, more preferably 5 or 6. Examples of heteroatoms contained in the aromatic heterocycle include nitrogen, oxygen, and sulfur atoms. The number of heteroatoms contained in the aromatic heterocycle is not particularly limited, but is preferably 1 to 4, more preferably 1 or 2. Specific examples of aromatic heterocycles include pyridine rings, pyrimidine rings, quinoline rings, isoquinoline rings, and coumarin rings.

[0124] As the above-mentioned monovalent aromatic cyclic group, a monovalent aromatic hydrocarbon cyclic group is preferred, and a phenyl or naphthyl group is more preferred.

[0125] The number of substituents T in the above-mentioned monovalent aromatic ring group is not particularly limited, but is preferably 1 to 4, more preferably 1 to 3, and even more preferably 1 or 2.

[0126] Furthermore, the aforementioned monovalent aromatic cyclic group may have other substituents besides substituent T. Substituent S1, described later, can be cited as an example of such a substituent.

[0127] From the viewpoint of better effects of the present invention, the monovalent aromatic ring group represented by B in formula (1), which is substituted with one or more substituents T, is preferably selected from the group consisting of groups represented by formulas (B-1) to (B-5).

[0128] [Chemical Formula 5] In equations (B-1) to (B-3), Y independently represents CR. B1 Or nitrogen atoms.

[0129] Among them, CR is preferred as Y. B1 .

[0130] R B1 Each of these groups independently represents a hydrogen atom or a substituent. In each of the monovalent groups represented by formulas (B-1) to (B-3), at least one of Y represents CR. BT R BT This represents the monovalent group represented by the above formula (TA).

[0131] Furthermore, in each of the monovalent groups represented by formulas (B-1) to (B-3), it is preferable that 1 to 3 of Y represent CR. BT More preferably, one or two of the Y values ​​represent CR. BT .

[0132] In R B1 This represents the monovalent group (R) represented by the above formula (TA). BT In the case of substituents other than the group indicated, the substituents are preferably other than the substituent T, and more preferably the substituent S1. The substituent S1 will be explained in a later section.

[0133] As R B1 Preferably, it is a hydrogen atom, alkyl, alkoxy, alkoxycarbonyl or a monovalent group represented by the above formula (TA), more preferably a hydrogen atom or a monovalent group represented by the above formula (TA).

[0134] In equations (B-4) to (B-5), the meanings of D, E, and G are the same as those of D, E, and G in equations (A-1) to (A-13), and the preferred methods are also the same.

[0135] In equations (B-4) to (B-5), T X This represents the monovalent group represented by the above formula (TA).

[0136] In addition, in equations (B-1) to (B-5), R BT and T XThe meaning of the monovalent group represented by the above formula (TA) is the same as the meaning of the monovalent group represented by the formula (TA) which is described as the preferred mode of the substituent T in formula (1). The preferred mode is also the same.

[0137] In formula (1), B is preferably a group selected from the group represented by formulas (B-1) to (B-3), and more preferably a group represented by formula (B-1), and especially preferably a group selected from the group represented by formulas (B-1-1) to (B-1-5).

[0138] [Chemical Formula 6] In equations (B-1-1) to (B-1-5), T X This represents the monovalent group represented by the above formula (TA).

[0139] From the viewpoint of achieving better results with the present invention, T is preferred. X In the formula (TA), m represents 1 in the monovalent group.

[0140] The substituent S1 will be explained below.

[0141] (Substituent S1) Substituent S1 is selected from the group consisting of halogen atoms, alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkynyl, aryl, heterocyclic, cyano, hydroxyl, nitro, carboxyl, alkoxy, alkoxycarbonyl, aryloxy, silyloxy, heterocyclic, acyloxy, carbamoyloxy, amino, acylamino, aminocarbonylamino, alkoxycarbonylamino, aryloxycarbonylamino, aminosulfonylamino, alkylsulfonylamino, arylsulfonylamino, mercapto, alkylthio, arylthio, heterocyclic thio, aminosulfonyl, sulfonyl, alkylsulfinyl, arylsulfinyl, alkylsulfonyl, arylsulfonyl, acyl, aryloxycarbonyl, carbamoyl, aryl or heterocyclic azo, imide, phosphinyl, oxophosphinyl, oxophosphinyloxy, oxophosphinylamino, and silylalkyl.

[0142] Furthermore, where possible, the aforementioned groups may also have substituents (e.g., one or more of the aforementioned groups). For example, it may also include an alkyl group that can have substituents as substituent S1.

[0143] Furthermore, when the substituent S1 has carbon atoms, the number of carbon atoms in the substituent S1 is, for example, 1 to 20.

[0144] Furthermore, the number of atoms other than hydrogen atoms in the substituent S1 is, for example, 1 to 30.

[0145] In the substituent S1, examples of halogen atoms include fluorine, chlorine, bromine, and iodine.

[0146] In the substituent S1, the alkyl group (straight-chain or branched) preferably has 1 to 20 carbon atoms, more preferably 1 to 10, and even more preferably 1 to 6. Examples of alkyl groups include methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, and n-hexyl.

[0147] The substituent S1 can be a cycloalkyl group, which can be either monocyclic or polycyclic. Examples of polycyclic cycloalkyl groups include bicyclic alkyl groups. The number of carbon atoms in the cycloalkyl group is preferably 3 to 20, more preferably 3 to 10, even more preferably 6 to 10, and particularly preferably 6.

[0148] In the substituent S1, the number of carbon atoms in the alkenyl group (straight-chain or branched) is preferably 2 to 20, more preferably 2 to 10, and even more preferably 2 to 6.

[0149] In the substituent S1, the number of carbon atoms in the cycloalkenyl group is preferably 3 to 20, more preferably 3 to 10, even more preferably 6 to 10, and particularly preferably 6.

[0150] In the substituent S1, the number of carbon atoms in the alkynyl group is preferably 2 to 20, more preferably 2 to 10, and even more preferably 2 to 6.

[0151] In substituent S1, the alkyl portion of each group of alkoxy, alkathio, alkoxycarbonyl, alkoxycarbonylamino, alkylsulfonylamino, alkylsulfinyl, and alkylsulfonyl is preferably the same as the aforementioned alkyl (straight-chain or branched-chain).

[0152] In the substituent S1, the hydrocarbon ring constituting the aryl group can be any of a monocyclic or polycyclic ring (e.g., 2 to 6 rings). The ring atoms of the aryl group are preferably 5 to 15, more preferably 6 to 10, and even more preferably 6.

[0153] In the substituent S1, the aryl moiety in each of the groups of aryloxy, aryloxycarbonylamino, arylsulfonylamino, arylthio, arylsulfinyl, arylsulfonyl, aryloxycarbonyl, and arylazo is preferably the same as the aryl moiety described above.

[0154] In the substituent S1, the hydrocarbon ring constituting the heterocyclic group (heteroaryl group) can be any of a monocyclic or polycyclic group (e.g., 2 to 6 rings). The ring atoms in the heterocyclic group are preferably 5 to 15, more preferably 5 or 6. The number of heteroatoms present as ring atoms in the heterocyclic group is, for example, 1 to 10, preferably 1 to 3, more preferably 1 or 2. Examples of such heteroatoms include nitrogen atoms, sulfur atoms, and oxygen atoms.

[0155] In the substituent S1, the heterocyclic moiety in each of the heterocyclic oxy (heteroaryloxy), heterocyclic thio (heteroarylthio), and heterocyclic azo (heteroaryl azo) groups is preferably in the same manner as the aforementioned heterocyclic (heteroaryl) moiety.

[0156] In substituent S1, the acyl group can be either an alkyl carbonyl group or an aryl carbonyl group. The alkyl moiety in the alkyl carbonyl group is preferably the same as that of the aforementioned alkyl groups (straight-chain or branched). Furthermore, the aryl moiety in the aryl carbonyl group is preferably the same as that of the aforementioned aryl groups.

[0157] In substituent S1, the acyl group in the acyloxy group and the acylamino group are preferably the same as the acyl group described above. Specifically, the acyloxy group can be any one of alkyl carbonyloxy and aryl carbonyloxy, and the acylamino group can be any one of alkyl carbonylamino and aryl carbonylamino.

[0158] In the substituent S1, the amino group can be either an unsubstituted amino group (-NH2) or a substituted amino group (-NHR or -N(R)2).

[0159] The substituent (R) in the substituted amino group is preferably an alkyl group or the like.

[0160] The alkyl group is preferably linear or branched. Furthermore, the number of carbon atoms is preferably 1 to 20, more preferably 1 to 10, and even more preferably 1 to 6. Examples of alkyl groups include methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, and n-hexyl.

[0161] In the substituent S1, the amino moiety in each group of acylamino, aminocarbonylamino, alkoxycarbonylamino, aryloxycarbonylamino, aminosulfonylamino, alkyl or arylsulfonylamino and phosphonoamino can be any one of unsubstituted amino (-NH-) and substituted amino (-NR-).

[0162] The substituent (R) in the substituted amino group is preferably an alkyl group or the like.

[0163] The alkyl group is preferably linear or branched. Furthermore, the number of carbon atoms is preferably 1 to 20, more preferably 1 to 10, and even more preferably 1 to 6. Examples of alkyl groups include methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, and n-hexyl.

[0164] In the substituent S1, the silyl group is preferably represented by -Si(R)3.

[0165] In silyl groups, each R independently represents a substituent.

[0166] As the substituent represented by R, alkyl or aryl groups are preferred.

[0167] The alkyl group is preferably linear or branched. Furthermore, the number of carbon atoms is preferably 1 to 20, more preferably 1 to 10, and even more preferably 1 to 6.

[0168] As for the aforementioned aryl group, the same manner as the aforementioned aryl group is preferred, and phenyl is more preferred.

[0169] In the substituent S1, the silyl moiety in the siloxy group is preferably the same as the silyl moiety described above.

[0170] In the substituent S1, the imide group is preferably represented by a group such as -CO-NR-CO-R or -N(-CO-R)2.

[0171] In the imide group, R independently represents either a hydrogen atom or a substituent.

[0172] As the substituent represented by R, alkyl or aryl is preferred.

[0173] The alkyl group is preferably linear or branched. Furthermore, the number of carbon atoms is preferably 1 to 20, more preferably 1 to 10, and even more preferably 1 to 6.

[0174] As for the aforementioned aryl group, the same manner as the aforementioned aryl group is preferred, and phenyl is more preferred.

[0175] In formula (1), W represents a monovalent substituent that does not contain hydrogen or silicon atoms.

[0176] The monovalent substituent represented by W, which does not contain a silicon atom, is not particularly limited, but examples include halogen atoms, alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkynyl, aryl, heterocyclic, cyano, hydroxyl, nitro, carboxyl, alkoxy, alkoxycarbonyl, aryloxy, silyloxy, heterocyclic, acyloxy, carbamoyloxy, amino, amide, aminocarbonylamino, alkoxycarbonylamino, aryloxycarbonylamino, aminosulfonylamino, alkylsulfonylamino, arylsulfonylamino, mercapto, alkylthio, arylthio, heterocyclic thio, aminosulfonyl, sulfonyl, alkylsulfinyl, arylsulfinyl, acyl, aryloxycarbonyl, carbamoyl, aryl or heterocyclic azo, imide, phosphinyl, oxophosphinyl, oxophosphinyloxy, and oxophosphinylamino. Furthermore, as specific examples, groups identical to those described in substituent S1 can be cited.

[0177] W is preferably composed of hydrogen atoms.

[0178] Certain compounds preferably contain -Si-R AL The structural part represented (R) AL Indicates an alkyl group.

[0179] -Si-R in specific compoundsAL The content of the structural parts represented (hereinafter also referred to as "Si-R") AL The upper limit of the content ("content") is preferably 3.00% or less, more preferably less than 1.79%, and even more preferably less than 1.70%, from the viewpoint that the orientation of the liquid crystal compound is better by suppressing the aggregation of specific compounds in the film formed by the liquid crystal composition. As Si-R AL From the viewpoint of further suppressing visual uniformity of the film formed by the liquid crystal composition, the lower limit of the content is preferably 1.05% or more, more preferably more than 1.12%, and even more preferably 1.30% or more.

[0180] Furthermore, Si-R AL The content rate is calculated using the following formula (S1).

[0181] Formula (S1) Si-R AL Content (%) = (-Si-R) AL (Number of structural sites represented / molecular weight of a specific compound) × 100 Furthermore, if we consider a specific compound with the following structure as an example, this compound has nine sites represented by -Si-CH3, therefore the -Si-R in the following compound... AL The number of structural parts represented becomes 9.

[0182] [Chemical Formula 7] The lower limit of the molecular weight of a particular compound is preferably 500 or more, more preferably 700 or more, and even more preferably 1,000 or more. Furthermore, the upper limit is preferably 5,000 or less, more preferably 4,000 or less, even more preferably 3,000 or less, and particularly preferably 2,000 or less.

[0183] The following are specific examples of particular compounds, but the specific compounds are not limited to these examples.

[0184] [Chemical Formula 8] [Chemical Formula 9] [Chemical Formula 10] [Chemical Formula 11] [Chemical Formula 12] [Chemical Formula 13] [Chemical Formula 14] [Chemical Formula 15] In the liquid crystal composition, the content of a specific compound relative to the total solid content of the liquid crystal composition is preferably 0.01 to 5.00% by mass, more preferably 0.03 to 3.00% by mass, even more preferably 0.03 to 1.00% by mass, and particularly preferably 0.05 to 1.00% by mass.

[0185] A specific compound can be used alone or in more than two forms.

[0186] When using two or more specific compounds, it is preferable that their total content is within the above-mentioned range.

[0187] Certain compounds can increase the tilt angle of liquid crystal compound molecules or make the liquid crystal compound substantially vertically oriented at the air interface of the layer.

[0188] Furthermore, in this specification, "vertical alignment" refers to the long axis of the liquid crystal compound being perpendicular to the film surface when the liquid crystal compound is rod-shaped, and to the disk surface of the liquid crystal compound being perpendicular to the film surface when the liquid crystal compound is disk-shaped. However, strict perpendicularity is not required; in this specification, it refers to an orientation with an angle of inclination of less than 50 degrees to the vertical direction of the film.

[0189] Certain compounds can be synthesized using known methods.

[0190] [Liquid Crystal Compounds] The liquid crystal composition of the present invention contains a liquid crystal compound.

[0191] Liquid crystal compounds are not particularly limited, and well-known liquid crystal compounds can be used. Generally, liquid crystal compounds can be classified according to their shape into rod-shaped types (rod-shaped liquid crystal compounds) and disc-shaped types (disc-shaped liquid crystal compounds). Furthermore, liquid crystal compounds can be classified into low-molecular-weight types and high-molecular-weight types. High-molecular-weight compounds generally refer to compounds with a degree of polymerization of 100 or higher (Polymer Physics and Phase Transition Dynamics, Masao Doi, p. 2, Iwanami Shoten, 1992).

[0192] The liquid crystal compound can be either a rod-shaped liquid crystal compound or a disc-shaped liquid crystal compound.

[0193] In the liquid crystal composition of the present invention, two or more rod-shaped liquid crystal compounds, two or more disc-shaped liquid crystal compounds, or a mixture of rod-shaped liquid crystal compounds and disc-shaped liquid crystal compounds may be used.

[0194] From the viewpoint of achieving better results with the present invention, the liquid crystal compound preferably comprises a disk-shaped liquid crystal compound.

[0195] As a disc-shaped liquid crystal compound, compounds described in Japanese Patent Application Publication No. 2002-129162 (sections 0161-0171), Japanese Patent Application Publication No. 2007-108732 (sections 0020-0067), and Japanese Patent Application Publication No. 2010-244038 (sections 0013-0108) are preferred.

[0196] As rod-shaped liquid crystal compounds, azomethine derivatives, azo oxide derivatives, cyanobiphenyl derivatives, cyanophenyl esters, benzoic acid esters, cyclohexanecarboxylic acid phenyl esters, cyanophenylcyclohexane derivatives, cyano-substituted phenylpyrimidine derivatives, alkoxy-substituted phenylpyrimidine derivatives, phenyl dioxane derivatives, diphenylacetylene derivatives, or alkenylcyclohexylbenzyl nitrile derivatives are preferred. Furthermore, liquid crystal compounds exhibiting reverse wavelength dispersibility can be used. Here, "liquid crystal compound exhibiting reverse wavelength dispersibility" refers to a compound whose in-plane retardation (Re) value or thickness-direction retardation (Rth) value increases with increasing measurement wavelength when measuring a phase difference film prepared using this liquid crystal compound at a specific wavelength (visible light range). Liquid crystal compounds exhibiting reverse wavelength dispersibility are not particularly limited, and conventionally known liquid crystal compounds exhibiting reverse wavelength dispersibility can be used.

[0197] Specific examples of rod-shaped liquid crystal compounds include, for instance, Makromol. Chem., Vol. 190, pp. 2255 (1989), Advanced Materials Vol. 5, pp. 107 (1993), U.S. Patent Nos. 4,683,327, 5,622,648, 5,770,107, WO95 / 22586, WO95 / 024,455, WO97 / 000600, WO98 / 023,580, WO98 / 052905, Japanese Patent Application Publication No. Hei 1-272,551, and Japanese Patent Application Publication No. 1-272,551. The compounds described in Japanese Patent Application Publication Nos. Hei 6-016616, Hei 7-110469, Hei 11-080081, Hei 11-513019, 2001-328973, 2005-289980, 2014-198815, and 2014-198814 are examples of liquid crystal compounds. Two or more liquid crystal compounds may also be used in combination. Using two or more liquid crystal compounds in combination can lower the alignment temperature.

[0198] Furthermore, the liquid crystal compound can be polymerizable or nonpolymerizable, but from the viewpoint of being able to fix the liquid crystal phase, polymerizable is preferred.

[0199] Examples of polymerizable groups include unsaturated polymerizable groups, epoxy groups, and aziridinyl groups, with olefinic unsaturated polymerizable groups (such as (meth)acryloyl groups) being preferred. The number of polymerizable groups in the liquid crystal compound is preferably 1 to 6, more preferably 1 to 3, and even more preferably 2.

[0200] From the viewpoint of being able to fix the liquid crystal phase, liquid crystal compounds having one or more polymerizable groups are preferred, liquid crystal compounds having two or more polymerizable groups are more preferred, and liquid crystal compounds having two polymerizable groups are even more preferred.

[0201] The content of the liquid crystal compound in the liquid crystal composition of the present invention is not particularly limited, but is preferably 50% by mass or more, more preferably 70% by mass or more, relative to the total solid content in the liquid crystal composition. The upper limit is not particularly limited, but is generally 99% by mass or less, preferably 98% by mass or less.

[0202] [Chiral reagents] The liquid crystal composition of the present invention may also contain a chiral reagent.

[0203] When the liquid crystal composition of the present invention contains a chiral reagent, the liquid crystal compound can be oriented in a twisted manner along the helical axis. This orientation state is also called cholesterol-type orientation.

[0204] There are no particular restrictions on the types of chiral reagents. Any of the well-known chiral reagents can be used (e.g., “Handbook of Liquid Crystal Devices”, Chapter 3, Item 4-3, TN and STN using chiral reagents, page 199, mid-1989, edited by Committee 142 of the Japan Society for the Promotion of Science).

[0205] As a chiral reagent, it can be a photosensitive chiral reagent whose helical induction force changes upon light irradiation (hereinafter, also simply referred to as "chiral reagent A"). Chiral reagent A can be liquid crystal or non-liquid crystal. Chiral reagent A usually contains asymmetric carbon atoms. Alternatively, chiral reagent A can be an axially asymmetric compound or a surface asymmetric compound that does not contain asymmetric carbon atoms.

[0206] Chiral reagent A can have polymerizable groups.

[0207] Chiral reagent A can be a chiral reagent whose helical induction force increases upon light irradiation, or a chiral reagent whose helical induction force decreases. Preferably, it is a chiral reagent whose helical induction force decreases upon light irradiation.

[0208] Furthermore, in this specification, "increase and decrease of helical induction force" refers to the increase or decrease when the initial (before light irradiation) helical direction of chiral reagent A is set to "positive". Therefore, when the helical induction force continuously decreases and exceeds 0 due to light irradiation, and the helical direction becomes "negative" (i.e., when a helical direction opposite to the initial (before light irradiation) helical direction is induced), it also falls under the category of "chiral reagent with decreased helical induction force".

[0209] As a chiral reagent A, a so-called photoreactive chiral reagent can be cited. A photoreactive chiral reagent is a compound that has a chiral site and a photoreactive site whose structure changes upon light irradiation, for example, a compound whose torsional force changes significantly depending on the amount of irradiation.

[0210] As chiral reagent A, it is preferably a compound having at least a photoisomerization site, and more preferably a photoisomerization site having a photoisomerizable double bond.

[0211] When the chiral reagent has a photoisomerizing group, it is preferable to form a pattern with a desired reflection wavelength corresponding to the emission wavelength by irradiation with a photomask such as activated light after coating and orientation. As the photoisomerizing group, isomerization sites, azobenzene sites, cinnamoyl sites, α-cyanocinanoyl sites, stilbene sites, and chalcone sites of compounds exhibiting photochromic properties are preferred. As specific compounds, the compounds described in Japanese Patent Application Publication Nos. 2002-080478, 2002-080851, 2002-179668, 2002-179669, 2002-179670, 2002-179681, 2002-179682, 2002-338575, 2002-338668, 2003-313189, and 2003-313292 may be used.

[0212] The liquid crystal composition of the present invention may contain two or more chiral reagents A, or may contain at least one chiral reagent A and at least one chiral reagent whose helical induction force does not change upon light irradiation.

[0213] The content of the chiral reagent A in the liquid crystal composition is not particularly limited, but from the viewpoint that the liquid crystal compound can be easily and uniformly oriented, it is preferably 5.0% by mass or less relative to the total mass of the liquid crystal compound, more preferably 3.0% by mass or less, and even more preferably 2.0% by mass or less. The lower limit of the content of chiral reagent A is not particularly limited, but it is preferably 0.01% by mass or more relative to the total mass of the liquid crystal compound, more preferably 0.02% by mass or more, and even more preferably 0.05% by mass or more.

[0214] The liquid crystal composition of the present invention may contain other polymeric compounds having one or more polymeric groups.

[0215] The types of polymerizable groups that can be found in other polymerizable compounds are not particularly limited. Examples include acryloyl, methacryloyl, vinyl, styrene, and allyl, with acryloyl or methacryloyl being preferred.

[0216] Other polymerizable compounds include non-liquid crystal polymerizable compounds. Specifically, examples include esters of polyols and (meth)acrylic acid (e.g., ethylene glycol di(meth)acrylate, 1,4-cyclohexane diacrylate, pentaerythritol tetra(meth)acrylate, pentaerythritol tri(meth)acrylate, trimethylolpropane tri(meth)acrylate, trimethylolethane tri(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, 1,2,3-cyclohexane tetramethacrylate, polyurethane polyacrylate and polyester polyacrylate, etc.), vinylbenzene and its derivatives, vinyl sulfone, acrylamide, and methacrylamide, etc.

[0217] When such other polymeric compounds are present, their content relative to the mass of the liquid crystal compound (or the total mass of the liquid crystal compound when there are multiple liquid crystal compounds) is preferably less than 50% by mass, more preferably less than 40% by mass, and even more preferably 2 to 30% by mass.

[0218] [Polymerization initiator] The liquid crystal composition of the present invention may contain a polymerization initiator.

[0219] The preferred polymerization reaction in this invention is a thermal polymerization reaction using a thermal polymerization initiator or a photopolymerization reaction using a photopolymerization initiator, with photopolymerization reaction being more preferred.

[0220] Examples of photopolymerization initiators include α-carbonyl compounds (described in US Patents 2,367,661 and 2,367,670), azobin ethers (described in US Patent 2,448,828), α-hydrocarbon-substituted aromatic azobin compounds (described in US Patent 2,722,512), polynuclear quinone compounds (described in US Patents 3,046,127 and 2,951,758), and combinations of triarylimidazolium dimers and p-aminophenyl ketones (described in US Patent 3,549,367). Pyridine and phenazine compounds (described in Japanese Patent Application Publication No. 60-105667 and US Patent No. 4239850), oxadiazole compounds (described in US Patent No. 4212970), acylphosphine oxide compounds (described in Japanese Patent Application Publication No. 63-040799, Japanese Patent Application Publication No. 5-029234, Japanese Patent Application Publication No. 10-095788 and Japanese Patent Application Publication No. 10-029997, etc.), and oxime ester compounds (such as OXE-01 and OXE-02 manufactured by Omni Corporation and NCI-1919 manufactured by ADEKA Corporation, etc.).

[0221] When the liquid crystal composition of the present invention contains a polymerization initiator, the content of the polymerization initiator relative to the total solid content of the liquid crystal composition is preferably 0.01 to 20% by mass, more preferably 0.4 to 8% by mass.

[0222] [Solvent] The liquid crystal composition of the present invention may contain a solvent.

[0223] As a solvent, an organic solvent is preferred.

[0224] Examples of organic solvents include amides (e.g., N,N-dimethylformamide), sulfoxides (e.g., dimethyl sulfoxide), hydrocarbons (e.g., toluene and hexane), haloalkanes (e.g., chloroform and dichloromethane), esters (e.g., methyl acetate, butyl acetate and ethyl propionate), ketones (e.g., acetone, methyl ethyl ketone, cyclohexanone, methyl isobutyl ketone and cyclopentanone), and ethers (e.g., tetrahydrofuran and 1,2-dimethoxyethane).

[0225] Among these organic solvents, esters and ketones are preferred.

[0226] When the liquid crystal composition contains a solvent, the content of the solvent in the liquid crystal composition is preferably set to a solid component concentration of 0.5 to 30% by mass, more preferably 1 to 20% by mass.

[0227] The liquid crystal composition may use one solvent alone or two or more solvents. When using two or more solvents, it is preferable that their total content is within the range described above.

[0228] [Other ingredients] The liquid crystal composition of the present invention may contain components other than those described above, such as acid-generating agents, surfactants, tilt angle control agents, alignment film surface alignment agents, plasticizers, adhesion modifiers (e.g., boric acid monomers), and crosslinking agents.

[0229] [cured material] The cured product of the present invention is obtained by polymerizing the liquid crystal composition of the present invention.

[0230] The cured product of the present invention is preferably a cured product in which the orientation state of the liquid crystal compound contained in the liquid crystal composition is fixed. In a cured product in which the orientation direction of the liquid crystal compound is fixed, optical properties derived from the liquid crystal compound are exhibited, and these optical properties vary depending on the liquid crystal compound and its orientation direction and orientation state. In a cured product in which the orientation direction of the liquid crystal compound is fixed, it is sufficient that the orientation direction of the liquid crystal compound is fixed, and the liquid crystal compound may no longer possess liquid crystal properties.

[0231] Examples of cured products of the present invention include cured products in which the orientation direction of the liquid crystal compound is constant, and cured products in which the orientation direction of the liquid crystal compound is twisted along the helical axis. The manner in which the cured product of the present invention is cured is not particularly limited, but a film-like form is preferred.

[0232] The method for polymerizing the liquid crystal composition of the present invention can be selected according to the components contained in the liquid crystal composition and is not particularly limited. A method of irradiating with activating light is preferred, and an irradiation with ultraviolet light is more preferred. The method for obtaining the cured product of the present invention and preferred methods for obtaining the cured product of the present invention will be described in the section containing the film of the cured product of the present invention.

[0233] [film] The film of the present invention contains the cured product of the present invention. Preferably, the film of the present invention contains a film-like cured product of the present invention (hereinafter also referred to as a "cured film"). The film of the present invention only needs to contain the cured product of the present invention; it may consist solely of the cured product of the present invention or contain other structures. Furthermore, the film of the present invention may contain two or more cured films.

[0234] Other structures that the thin film of the present invention may contain include an alignment film and a support. The alignment film and the support can be appropriately selected to make the thin film exhibit the desired properties.

[0235] 〔Cured film〕 In the thin film of the present invention, the cured film contains components derived from liquid crystal compounds, and as described above, exhibits optical properties derived from liquid crystal compounds.

[0236] When the orientation direction of the liquid crystal compound is constant, the thin films of the present invention often exhibit optical anisotropy. The orientation direction of the liquid crystal compound is typically perpendicular to the in-plane direction of the cured film.

[0237] The film of the present invention may be, for example, a negative A plate or a positive C plate.

[0238] Here, the negative A plate (negative C plate) and the positive C plate (positive C plate) are defined as follows.

[0239] When the refractive index in the slow axis direction (the direction in which the refractive index is greatest in the plane) of the thin film is set as nx, the refractive index in the direction orthogonal to the slow axis in the plane is set as ny, and the refractive index in the thickness direction is set as nz, the negative A plate (negative C plate) satisfies the relationship of equation (A), and the positive C plate satisfies the relationship of equation (C).

[0240] In addition, Rth for both negative A plate and positive C plate is negative.

[0241] Equation (A) ny<nx≈nz Equation (C) nz>nx≈ny Furthermore, the “≈” above includes not only cases where the two are exactly the same, but also cases where they are substantially the same. “Substantially the same” means that, in the case of the negative A plate, for example, even if (nx-nz)×d (where d is the thickness of the film) is -10 to 10 nm, preferably -5 to 5 nm, it is included in “nx≈nz”. And, in the case of the positive C plate, for example, even if (nx-ny)×d (where d is the thickness of the film) is 0 to 10 nm, preferably 0 to 5 nm, it is included in “nx≈ny”.

[0242] Furthermore, Rth refers to the value represented by Rth = ((nx + ny) / 2 - nz) × d, also known as out-of-plane delay. And, below, sometimes Re refers to the value represented by Re = (nx - ny) × d. Additionally, Re is also called in-plane delay.

[0243] The Re and Rth values ​​described above can be adjusted appropriately according to the intended use of the film according to the present invention. Re and Rth can be adjusted according to the thickness of the cured film and the type of liquid crystal compound contained therein.

[0244] In the cured film of the thin film of the present invention, when the orientation direction of the liquid crystal compound is twisted along the helical axis (especially when the cholesteric liquid crystal phase is fixed), the thin film of the present invention can exhibit optical anisotropy derived from the liquid crystal compound and can also reflect electromagnetic waves in a specific wavelength region.

[0245] In the case of the thin film display of the present invention exhibiting optical anisotropy derived from the liquid crystal compound, the twist angle of the liquid crystal compound (the change in angle from one surface of the cured film to another) can be adjusted according to the purpose.

[0246] When the thin film of the present invention reflects electromagnetic waves in a specific wavelength region, the wavelength region of the reflected electromagnetic waves can be adjusted by adjusting the pitch of the twisted (cholesterol-oriented) helical structure. The wavelength region of the reflected electromagnetic waves can be, for example, the infrared region (wavelength 750 nm to 1000 μm, preferably 750 nm to 10 μm) or the visible light region (wavelength 400 to 750 nm).

[0247] The center wavelength of the reflected light can be determined as follows. If the transmission spectrum of the thin film of the present invention is measured from the normal direction of the thin film using a spectrophotometer UV3150 (Shimadzu Corporation), a spectrum with a peak exhibiting decreased transmittance in the region near the center wavelength λ can be obtained. Specifically, among the two wavelengths of transmittance that represent half the value of the maximum peak, the wavelength on the shorter wavelength side is set as λ. l (nm), let the wavelength value on the longer wavelength side be λ. h (nm), the center wavelength λ of the reflected light is obtained by the following formula.

[0248] λ = (λ l +λ h ) / 2 The reflectance of the thin film of the present invention at the center wavelength λ is preferably 40% or more, more preferably 45% or more, even more preferably 47% or more, and particularly preferably 49% or more. The upper limit of reflectance can be 50% or less.

[0249] The pitch of the helical structure varies depending on the type and concentration of the chiral reagent added to the liquid crystal composition. By adjusting any one or more of these factors, the desired pitch orientation can be obtained. Furthermore, the methods for determining the rotation direction and pitch of the helix can be found in "Introduction to Liquid Crystal Chemistry Experiments," edited by the Japan Liquid Crystal Society, published by Sigma in 2007, page 46, and "Liquid Crystal Handbook," edited by Maruzen of the Liquid Crystal Handbook Editorial Committee, page 196.

[0250] The thickness of the cured film can be adjusted appropriately, preferably 0.1 to 50 μm, more preferably 0.3 to 20 μm, and even more preferably 1 to 10 μm.

[0251] [Support] The support is preferably a transparent support.

[0252] As a transparent support, a glass plate or a polymer film can be used, preferably a polymer film. Transparency of the support means that its light transmittance is 80% or higher.

[0253] Optically isotropic polymer films are typically used as transparent supports. Specifically, optical isotropy is preferably achieved with an in-plane retardation (Re) of less than 10 nm at a wavelength of 550 nm, more preferably less than 5 nm. Furthermore, in optically isotropic transparent supports, the thickness retardation (Rth) at a wavelength of 550 nm is also preferably less than 10 nm, more preferably less than 5 nm. The in-plane retardation (Re) and thickness retardation (Rth) of the transparent support are defined by the following formulas.

[0254] Re = (nx - ny)d Rth=[{(nx+ny) / 2}-nz]d In the formula, nx and ny are the in-plane refractive indices of the transparent support, nz is the refractive index in the thickness direction of the transparent support, and d is the thickness of the transparent support.

[0255] Optically anisotropic polymer films are sometimes used as transparent supports.

[0256] In this case, it is preferable that the transparent support has optical uniaxial or optical biaxial properties. In the case of an optically uniaxial support, the refractive index can be positive (the refractive index along the optical axis is greater than the refractive index perpendicular to the optical axis) or negative (the refractive index along the optical axis is smaller than the refractive index perpendicular to the optical axis). In the case of an optically biaxial support, the refractive indices nx, ny, and nz in the above formula all become different values ​​(nx ≠ ny ≠ nz).

[0257] The in-plane retardation (Re) of the transparent support for displaying optical anisotropy at a wavelength of 550 nm is preferably 10–1000 nm, more preferably 15–300 nm, and even more preferably 20–200 nm. The thickness-direction retardation (Rth) of the transparent support for displaying optical anisotropy at a wavelength of 550 nm is preferably 10–1000 nm, more preferably 15–300 nm, and even more preferably 20–200 nm.

[0258] The material forming the transparent support is determined by whether it is an optically isotropic or optically anisotropic support. In the case of an optically isotropic support, glass or cellulose ester is typically used. In the case of an optically anisotropic support, synthetic polymers (e.g., polycarbonate, polysulfone, polyethersulfone, polyacrylate, polymethacrylate, and norbornene resin) are typically used.

[0259] The thickness of the transparent support is preferably 10 to 500 μm, more preferably 50 to 200 μm. In order to improve the adhesion between the transparent support and the layers disposed thereon (e.g., adhesive layer, alignment film and curing film), the transparent support can be subjected to surface treatment (e.g. glow discharge treatment, corona discharge treatment, ultraviolet (UV) treatment and flame treatment).

[0260] Furthermore, ultraviolet absorbers can be added to the transparent support.

[0261] Furthermore, an adhesive layer (base coat) can be provided on the transparent support. The adhesive layer is described in Japanese Patent Application Publication No. 7-333433. The thickness of the adhesive layer is preferably 0.1 to 2 μm, more preferably 0.2 to 1 μm.

[0262] In addition, the transparent support can be peeled off after the film is formed.

[0263] [Thin film manufacturing method] As a method for obtaining the thin film of the present invention, for example, the following method can be used: coating the liquid crystal composition of the present invention onto a support to form a coating film, removing the solvent contained in the coating film as needed, performing an orientation treatment to orient the liquid crystal compound contained in the coating film as needed, and performing a polymerization treatment to fix the orientation direction of the liquid crystal compound contained in the coating film to form a cured film.

[0264] The method of coating the liquid crystal composition is not particularly limited and can be carried out by known methods (e.g., extrusion coating, direct gravure coating, reverse gravure coating, die coating, and bar coating).

[0265] The alignment process is not particularly limited, but examples include applying an electric field to the coating and heating the coating, with heating the coating being preferred. The heating temperature is selected based on the type of liquid crystal compound contained therein. The alignment process can be performed simultaneously with solvent removal. When heating is performed as an alignment process, it is preferable to maintain the temperature at a lower temperature than that used for the alignment process in order to stabilize the alignment direction of the liquid crystal compound.

[0266] The polymerization process is not particularly limited, but ultraviolet (UV) irradiation is preferred. UV irradiation is also preferably carried out in an environment with low oxygen concentration. Furthermore, in this specification, "ultraviolet" refers to electromagnetic waves that primarily contain wavelengths of 200–400 nm, preferably electromagnetic waves that primarily contain wavelengths of 300–400 nm. The UV light source is not particularly limited; known light sources can be used, and filters or similar devices can be used to irradiate UV light covering any wavelength range. Examples of UV light sources include high-pressure mercury lamps, metal halide lamps, and light-emitting diodes (LEDs).

[0267] The preferred irradiation energy is 5 mJ / cm. 2 ~100J / cm 2 More preferably 30–600 mJ / cm 2 More preferably, it is 100–400 mJ / cm 2 To promote photopolymerization, light irradiation can be applied under heating conditions.

[0268] When the film of the present invention has two or more cured films, the film of the present invention can be obtained by laminating separately prepared cured films or laminates containing cured films, or by further preparing a cured film on the prepared cured film.

[0269] As a method for further forming a cured film on the prepared cured film, the following method can be cited: After coating the liquid crystal composition of the present invention onto a support to form a first cured film in the above steps, the liquid crystal composition of the present invention is coated onto the first cured film to form a coating film, and a second cured film is obtained by the above method. Furthermore, a third cured film, etc., can be further formed on the prepared second cured film by the same method.

[0270] The cured film of the present invention can be formed on an alignment film.

[0271] Orientation films can be formed by methods such as triboelectric treatment of organic compounds (preferably polymers), tilted evaporation of inorganic compounds, formation of layers with microgrooves, or accumulation of organic compounds (e.g., ω-trisanoic acid, dioctadecylmethylammonium chloride, methyl stearate, etc.) based on the Langmuir-Blodgett process (LB film).

[0272] Furthermore, alignment films that acquire alignment functionality through the application of an electric field, a magnetic field, or light irradiation are also known. Among these, photoalignment films that acquire alignment functionality through light irradiation are preferred.

[0273] Friction treatment is performed by rubbing the surface of the polymer layer several times in a constant direction with paper or cloth.

[0274] The type of polymer used in the alignment film is determined based on the desired orientation (especially the average tilt angle) of the liquid crystal compound. From the viewpoint of easily aligning the liquid crystal compound vertically (average tilt angle: 50–90°), polymers that reduce the surface energy of the alignment film are preferred. To reduce the surface energy of the alignment film, it is preferable to introduce hydrocarbon groups with 10–100 carbon atoms into the side chains of the polymer.

[0275] Regarding the specific types of polymers, there are records in the literature on the use of optical compensation sheets with liquid crystal molecules corresponding to a wide variety of display modes.

[0276] The thickness of the alignment film is preferably 0.01–5 μm, more preferably 0.05–1 μm. Alternatively, the liquid crystal compound in the coating can be aligned using the alignment film before being transferred onto a transparent support. The liquid crystal compound fixed in an aligned state can maintain its alignment state even without the alignment film.

[0277] [Applications of Thin Films] The thin film of the present invention can be used for a variety of applications based on its optical properties.

[0278] For example, the thin film of the present invention can be used as a phase retardation plate. Regarding the phase retardation plate, it is also preferable that Re at a specific wavelength is about 1 / 4 of the specific wavelength; such a phase retardation plate is also called a λ / 4 plate. The λ / 4 plate, when used in conjunction with a linear polarizer, functions as a circular polarizer, converting unpolarized light into circularly polarized light.

[0279] Furthermore, the film of the present invention can be used as a delay adjustment film. The delay adjustment film is preferably used in a laminate formed by stacking other optical layers, and more preferably for adjusting the overall Rth of the laminate. By adjusting the overall Rth of the laminate, the phase difference of light rays in a direction inclined perpendicular to the surface of the laminate can be adjusted, for example, improving display performance in an image display device.

[0280] Furthermore, the thin film of the present invention can be used as a reflective layer. Preferably, the reflective layer functions as a selective reflective layer for circularly polarized light, selectively reflecting either right-handed or left-handed circularly polarized light while transmitting circularly polarized light of the other direction.

[0281] Furthermore, in this specification, when the term "rotation direction" is mentioned regarding circularly polarized light, it refers to either right-handed or left-handed circularly polarized light. The rotation direction of circularly polarized light is defined as follows: when viewed with the light traveling straight ahead, if the tip of the electric field vector rotates clockwise over time, it is right-handed circularly polarized light; if it rotates counterclockwise, it is left-handed circularly polarized light. In this specification, the term "rotation direction" is also sometimes used regarding the twist direction of the helix in a cholesterol-oriented configuration. Regarding the selective reflection of liquid crystal compounds based on cholesterol-oriented orientation, when the twist direction (rotation direction) of the cholesterol-oriented helix is ​​right-handed, right-handed circularly polarized light is reflected and left-handed circularly polarized light is transmitted; when the rotation direction is left-handed, left-handed circularly polarized light is reflected and right-handed circularly polarized light is transmitted.

[0282] The reflective layer is preferably used in an image display device having a reciprocating optical system that causes light to reciprocate between the reflective layer and the semi-reflective mirror. The image display device can be a head-mounted display, which can be a virtual reality display device. Furthermore, the reflective layer can also be used as a screen for projected image display and a semi-reflective mirror.

[0283] When the thin film of the present invention is used as a reflective layer, it is also preferable that the thin film of the present invention has two or more cured films. In the two or more cured films, it is also preferable that the center wavelengths of the reflected light are different. By having two or more cured films with different center wavelengths of the reflected light, it is possible for the thin film to function as a reflective layer throughout the visible light region.

[0284] For example, a curing film having a center wavelength that appears to selectively reflect in the red, green, and blue light wavelength regions can be fabricated separately, and a projection display component capable of displaying a full-color projection image can be fabricated by stacking them.

[0285] Furthermore, for example, by making the aforementioned projection image display component a structure that is transmissive to light relative to the visible light region, it can be used as a semi-reflective mirror for projection image display in a head-up display. The semi-reflective mirror for projection image display can display images projected from the projector in a visually recognizable manner, and when the semi-reflective mirror for projection image display is viewed from the same side of the displayed image, information or scenery located on the opposite side can be viewed simultaneously.

[0286] Furthermore, the thin film of the present invention, by controlling it to exhibit selective reflectivity in the infrared wavelength region, can be used as a heat-insulating film or as an infrared cutoff filter for sensors.

[0287] Furthermore, reflective layers can be used in various applications as components of optical elements, such as polarizing elements, reflective films, anti-reflective films, viewing angle compensation films, holography, and alignment films.

[0288] [Compound] The compounds of the present invention are the same as the specific compounds contained in the liquid crystal compositions of the present invention described above, and the preferred embodiments are also the same.

[0289] Example The present invention will now be described in further detail with reference to embodiments. The materials, amounts, proportions, processing contents, and processing steps shown in the following embodiments can be appropriately modified without departing from the spirit of the invention. Therefore, the scope of the present invention should not be interpreted as limited by the embodiments shown below.

[0290] [Evaluate the compound] The following shows the specific compounds (compounds A-1 to A-10) and comparative compounds (compounds C-1 to C-2) used in this example section.

[0291] Compound C-1 [Chemical Formula 16] Compound C-2 [Chemical Formula 17] [Chemical Formula 18] [Chemical Formula 19] [Chemical Formula 20] [Chemical Formula 21] [Chemical Formula 22] [Synthesis example] Synthesis of compound (A-3) Compound (A-3) was synthesized according to the following steps.

[0292] [Chemical Formula 23] <Synthesis of compound (S-1-a)> 50.0 g of compound (S-1) and 201.0 g of sodium iodide were added to 600 mL of acetone, and the mixture was heated and stirred at 60 °C for 12 hours. After stirring, 1000 mL of hexane and 600 mL of water were added to the obtained reaction solution, and the aqueous layer was removed by separation. The organic layer was then dried with anhydrous magnesium sulfate. After drying, the anhydrous magnesium sulfate was filtered off, and the filtrate was concentrated to obtain 54.8 g of a colorless oily compound (S-1-a).

[0293] <Synthesis of compound (S-1-b)> 4.2 g of 3,5-dihydroxybenzaldehyde, 29.6 g of compound (S-1-a), and 29.7 g of cesium carbonate were added to 270 mL of N,N-dimethylformamide, and the mixture was stirred at room temperature for 3 hours. After stirring, 500 mL of ethyl acetate was added to the resulting reaction solution, and the insoluble matter was filtered off. The filtrate was then washed with 1% hydrochloric acid and 10% saline solution, and dried over anhydrous magnesium sulfate. After drying, the anhydrous magnesium sulfate was filtered off, and the filtrate was concentrated to obtain a pale brown oily crude product. The crude product was purified by silica gel column chromatography (from hexane alone to a gradient of hexane / ethyl acetate = 93 / 7) to obtain 8.6 g of a colorless oily compound (S-1-b).

[0294] <Synthesis of compound (S-1-c)> 8.6 g of compound (S-1-b), 0.5 g of sodium dihydrogen phosphate, and 36 mg of tetrabutylammonium hydrogen sulfate were added to 50 mL of ethyl acetate. 1.4 mL of hydrogen peroxide and an aqueous solution of sodium chlorite (obtained by dissolving 1.4 g of sodium chlorite in 3.5 mL of water) were added dropwise, and the mixture was stirred at 40 °C for 1 hour. After stirring, the aqueous layer was removed from the reaction mixture, and the organic layer was washed with a 5% sodium sulfite aqueous solution and a 10% saline solution, then dried with anhydrous sodium sulfate. After drying, the anhydrous sodium sulfate was filtered off, and the filtrate was concentrated to obtain 8.0 g of a white solid, compound (S-1-c).

[0295] <Synthesis of Compound (D-1)> Under a nitrogen stream, 6.0 g of 4-phenylbenzoyl chloride, 30.5 g of benzamide, and 68 mL of butyl acetate were added to a 200 mL three-necked flask. The mixture was heated to 110 °C and allowed to dissolve completely. 108 μL of methanesulfonic acid was then added to the contents of the flask, and the reaction was carried out at 110 °C for 2 hours. After the reaction, the liquid temperature was cooled to below 50 °C. Upon cooling, 120 mL of methanol was added, and the liquid temperature was further cooled to 20 °C, causing a solid to precipitate. The precipitated solid was filtered, washed with 100 mL of methanol, and air-dried overnight to obtain 5.7 g of a white solid (D-1) (yield 62%).

[0296] <Synthesis of Compound (A-3)> 0.26 g of compound (D-1), 0.65 g of compound (S-1-c), and 9 mg of 4-dimethylaminopyridine were dissolved in 4 mL of dichloromethane. 0.43 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 60 μL of 1-methylimidazole were added, and the mixture was stirred at room temperature for 1 hour. After stirring, the reaction mixture was purified by silica gel column chromatography (from hexane alone to a gradient of hexane / ethyl acetate = 95 / 5) to obtain 0.81 g of compound (A-3) as a white solid.

[0297] The following shows the MALDI-MS results of the obtained compound (A-3).

[0298] m / z: 1156.40 (100.0%), 1157.40 (96.9%), 1158.40 (56.8%), 1159.40 (29.8%), 1158.41 (19.8%), 1159.41 (12.6%), 1 160.40 (11.5%), 1160.41 (8.3%), 1161.40 (4.6%), 1161.41 (2.2%), 1157.41 (1.5%), 1162.40 (1.5%), 1161.39 (1.0%) Synthesis of compound (A-1) Compound (A-1) was synthesized according to the following steps.

[0299] [Chemical Formula 24] <Synthesis of compound (S-2-b)> The synthesis was carried out according to the <Synthesis of Compound (S-1-b)> described in the previous section, and compound (S-2-b) was obtained in 71% yield.

[0300] <Synthesis of Compound (S-2-c)> The synthesis was carried out according to the <Synthesis of Compound (S-1-c)> described in the previous section, and compound (S-2-c) was obtained in 97% yield.

[0301] <Synthesis of Compound (A-1)> The synthesis of compound (A-1) was carried out according to the synthesis of compound (A-3) described in the previous section, and compound (A-1) was obtained in 76% yield.

[0302] The following shows the MALDI-MS results of the obtained compound (A-1).

[0303] m / z: 804.26 (100.0%), 805.27 (44.2%), 806.27 (20.6%), 805.26 (20.3%), 80 6.26 (14.9%), 807.26 (7.9%), 807.27 (5.3%), 808.27 (2.1%), 808.26 (1.9%) Synthesis of compound (A-2) Compound (A-2) was synthesized according to the following steps.

[0304] [Chemical Formula 25] <Synthesis of Compound (S-3-b)> The synthesis was carried out according to the <Synthesis of Compound (S-1-b)> described in the previous section, and compound (S-3-b) was obtained in 67% yield.

[0305] <Synthesis of Compound (S-3-c)> The synthesis was carried out according to the <Synthesis of Compound (S-1-c)> described in the previous section, and compound (S-3-c) was obtained in 94% yield.

[0306] <Synthesis of Compound (A-2)> The synthesis of compound (A-2) was carried out according to the synthesis of the above compound (A-3) described in the previous section, and compound (A-2) was obtained in 70% yield.

[0307] The following shows the MALDI-MS results of the obtained compound (A-2).

[0308] m / z: 1204.58 (100.0%), 1205.59 (68.7%), 1206.59 (46.6%), 1205.58 (30.5%), 1206.58 (24.0%), 12 07.58 (18.9%), 1207.59 (17.3%), 1208.59 (8.5%), 1208.58 (6.1%), 1209.59 (3.1%), 1209.58 (2.0%) Synthesis of compound (A-4) Compound (A-4) was synthesized according to the following steps.

[0309] [Chemical Formula 26] <Synthesis of compound (D-2-a)> 2.96 g of 4-hydroxybenzaldehyde and 5.00 g of 4-phenylbenzoyl chloride were dissolved in 50 mL of tetrahydrofuran and cooled to 5 °C. 0.18 mL of 1-methylimidazole and 4.32 mL of N,N-diisopropylamine were added dropwise, and the mixture was stirred below 5 °C for 2 hours. 100 mL of methanol was added to the reaction mixture and stirred for 5 minutes. The precipitated solid was filtered off and washed with methanol. The obtained solid was dried under reduced pressure to obtain 3.28 g of a white solid compound (D-2-a).

[0310] <Synthesis of Compound (D-2-b)> The synthesis was carried out according to the <Synthesis of Compound (S-1-c)> described in the previous section, and compound (D-2-b) was obtained in 91% yield.

[0311] <Synthesis of compound (S-4-b)> 2.90 g of 5-(benzyloxy)isophthalic acid, 4.42 g of potassium carbonate, and 10.89 g of compound (S-1-a) were added to 250 mL of 1-methyl-2-pyrrolidone, and the mixture was stirred at 55 °C for 2 hours. The reaction mixture was cooled to room temperature, and 300 mL of ethyl acetate and 150 mL of 1% hydrochloric acid solution were added. After stirring, the organic layer was separated. The organic layer was washed twice with 100 mL of 10% saline solution and dried with anhydrous sodium sulfate. The drying agent was filtered off, and the organic layer was concentrated to obtain a brown oily crude product. The crude product was purified by silica gel chromatography (hexane / ethyl acetate = 95 / 5) to obtain 6.7 g of a colorless oily compound (S-4-b).

[0312] <Synthesis of Compound (S-4-c)> 6.00 g of compound (S-4-b) was dissolved in 30 mL of tetrahydrofuran and purged with nitrogen. Then, 1.35 g of 10% palladium on carbon was added, followed by hydrogen substitution, and the mixture was stirred at room temperature for 1 hour. The reaction solution was filtered through diatomaceous earth, and the filtrate was concentrated under reduced pressure to obtain 5.2 g of a colorless oily compound (S-4-c).

[0313] <Synthesis of Compound (A-4)> The synthesis of compound (A-4) was carried out according to the synthesis of the above compound (A-3) described in the previous section, and compound (A-4) was obtained in 76% yield.

[0314] The following shows the MALDI-MS results of the obtained compound (A-4).

[0315] m / z: 1154.39 (100.0%), 1155.39 (98.3%), 1156.39 (49.4%), 1157.39 (28.8%), 1156.38 (26.8%), 1158.39 (13.2%), 1157.38 ( 10.3%), 1158.38 (4.6%), 1159.39 (4.2%), 1157.40 (3.3%), 1159.38 (2.9%), 1158.40 (2.1%), 1160.39 (1.4%), 1160.38 (1.0%) Synthesis of compound (A-5) Compound (A-5) was synthesized according to the following steps.

[0316] [Chemical Formula 27] <Synthesis of Compound (S-5-b)> The synthesis was carried out according to the <Synthesis of Compound (S-1-b)> described in the previous section, and compound (S-5-b) was obtained in 52% yield.

[0317] <Synthesis of Compound (S-5-c)> The synthesis was carried out according to the <Synthesis of Compound (S-1-c)> described in the previous section, and compound (S-5-c) was obtained in 94% yield.

[0318] <Synthesis of Compound (A-5)> The synthesis was carried out according to the <Synthesis of the above compound (A-3)> described in the previous section, and compound (A-5) was obtained in 72% yield.

[0319] The following shows the MALDI-MS results of the obtained compound (A-5).

[0320] m / z: 1509.54 (100.0%), 1510.54 (79.1%), 1508.54 (76.4%), 1511.54 (52.2 %), 1512.54 (27.4%), 1510.55 (19.7%), 1511.55 (18.0%), 1513.54 (13.5%), 1512.55 (8.9%), 1514.54 (5.9%), 1512.53 (5.7%), 1513.55 (4.1%), 1513.5 3 (3.5%), 1514.55 (2.1%), 1515.54 (2.1%), 1514.53 (1.4%), 1509.55 (1.0%) Synthesis of compound (A-6) Compound (A-6) was synthesized according to the following steps.

[0321] [Chemical Formula 28] <Synthesis of Compound (S-6-b)> The synthesis was carried out according to the <Synthesis of Compound (S-1-b)> described in the previous section, and compound (S-6-b) was obtained in 73% yield.

[0322] <Synthesis of Compound (S-6-c)> The synthesis was carried out according to the <Synthesis of Compound (S-1-c)> described in the previous section, and compound (S-6-c) was obtained in 96% yield.

[0323] <Synthesis of Compound (A-6)> The synthesis was carried out according to the <Synthesis of the above compound (A-3)> described in the previous section, and compound (A-6) was obtained in 78% yield.

[0324] The following shows the MALDI-MS results of the obtained compound (A-6).

[0325] m / z: 1008.36 (100.0%), 1009.37 (53.2%), 1010.37 (32.5%), 1009.36 (30.5%), 1010.36 (24.0%), 10 11.36 (15.9%), 1011.37 (10.8%), 1012.37 (5.5%), 1012.36 (4.9%), 1013.37 (1.7%), 1013.36 (1.7%) Synthesis of compound (A-7) Compound (A-7) was synthesized according to the following steps.

[0326] [Chemical Formula 29] <Synthesis of Compound (S-7-b)> The synthesis of compound (S-4-b) was carried out according to the synthesis of compound (S-7-b) described in the previous section, and compound (S-7-b) was obtained in 89% yield.

[0327] <Synthesis of Compound (S-7-c)> The synthesis was carried out according to the <Synthesis of Compound (S-1-c)> described in the previous section, and compound (S-7-c) was obtained in 92% yield.

[0328] <Synthesis of Compound (A-7)> The synthesis of compound (A-7) was carried out according to the synthesis of the above compound (A-3) described in the previous section, and compound (A-7) was obtained in 71% yield.

[0329] The following shows the MALDI-MS results of the obtained compound (A-7).

[0330] m / z: 1351.39 (100.0%), 1350.39 (86.2%), 1352.39 (76.1%), 1353.39 (4 6.5%), 1354.39 (22.1%), 1352.40 (16.4%), 1353.40 (14.1%), 1355.39 ( 10.4%), 1354.40 (6.4%), 1354.38 (5.3%), 1356.39 (4.2%), 1355.40 (3. 1%), 1355.38 (2.4%), 1356.40 (1.4%), 1357.39 (1.4%), 1356.38 (1.0%) Synthesis of compound (A-8) Compound (A-8) was synthesized according to the following steps.

[0331] [Chemical Formula 30] <Synthesis of Compound (S-8-b)> The synthesis was carried out according to the <Synthesis of Compound (S-4-b)> described in the previous section, and compound (S-8-b) was obtained in 83% yield.

[0332] <Synthesis of Compound (S-8-c)> The synthesis was carried out according to the <Synthesis of Compound (S-1-c)> described in the previous section, and compound (S-8-c) was obtained in 90% yield.

[0333] <Synthesis of Compound (A-8)> The synthesis was carried out according to the <Synthesis of the above compound (A-3)> described in the previous section, and compound (A-8) was obtained in 78% yield.

[0334] The following shows the MALDI-MS results of the obtained compound (A-8).

[0335] m / z: 1543.46 (100.0%), 1544.46 (72.1%), 1542.46 (69.5%), 1545.46 (54.5%), 1544.45 ( 37.2%), 1546.46 (36.6%), 1545.45 (28.3%), 1546.45 (19.4%), 1547.46 (17.6%), 1547.45 (14.5%), 1548.46 (8.1%), 1548.45 (8.0%), 1545.47 (4.9%), 1549.46 (3.7%), 1549.45 (3.7%), 1546.47 (3.4%), 1547.47 (2.0%), 1550.45 (1.6%), 1550.46 (1.3%), 1548.47 (1.2%) Synthesis of compound (A-9) Compound (A-9) was synthesized according to the following steps.

[0336] [Chemical Formula 31] <Synthesis of Compound (S-9-b)> The synthesis of compound (S-9-b) was carried out according to the synthesis of compound (S-4-b) described in the previous section, and compound (S-9-b) was obtained in 80% yield.

[0337] <Synthesis of Compound (S-9-c)> The synthesis was carried out according to the <Synthesis of Compound (S-4-c)> described in the previous section, and compound (S-9-c) was obtained in 95% yield.

[0338] <Synthesis of Compound (A-9)> The synthesis was carried out according to the <Synthesis of the above compound (A-3)> described in the previous section, and compound (A-9) was obtained in 71% yield.

[0339] The following shows the MALDI-MS results of the obtained compound (A-9).

[0340] m / z: 1448.48 (100.0%), 1450.48 (97.4%), 1449.49 (67.9%), 1451.48 (6 3.8%), 1449.48 (60.9%), 1452.48 (32.0%), 1450.49 (27.3%), 1451.49 (2 3.6%), 1453.48 (19.4%), 1452.49 (18.9%), 1454.48 (6.5%), 1453.49 (6 .1%), 1454.49 (3.0%), 1455.48 (2.6%), 1454.47 (1.7%), 1455.49 (1.3%) Synthesis of compound (A-10) Compound (A-10) was synthesized according to the following steps.

[0341] [Chemical Formula 32] <Synthesis of Compound (D-3-a)> The synthesis of compound (D-2-a) was carried out according to the synthesis of compound (D-3-a) described in the previous section, and compound (D-3-a) was obtained in 85% yield.

[0342] <Synthesis of Compound (D-3-b)> The synthesis of compound (D-2-b) was carried out according to the synthesis of compound (D-3-b) described in the previous section, and compound (D-3-b) was obtained in 88% yield.

[0343] <Synthesis of Compound (D-3-c)> The synthesis of compound (D-2-a) was carried out according to the description in the previous section, and compound (D-3-c) was obtained in 68% yield.

[0344] <Synthesis of compound (D-3-d)> The synthesis of compound (D-2-b) was carried out according to the description in the previous section, and compound (D-3-d) was obtained in 80% yield.

[0345] <Synthesis of Compound (A-10)> The synthesis was carried out according to the synthesis of the above compound (A-3) described in the previous section, and compound (A-10) was obtained in 75% yield.

[0346] The following shows the MALDI-MS results for the obtained compound (A-10).

[0347] m / z: 1351.44 (100.0%), 1350.44 (88.8%), 1352.44 (59.1%), 1353.44 (32.3%), 1352.45 (22.6%), 1354.44 (15.2%), 1353.43 ( 8.5%), 1353.45 (7.8%), 1355.44 (6.1%), 1354.45 (4.7%), 1354.43 (4.1%), 1355.45 (2.8%), 1356.44 (2.0%), 1355.43 (1.0%) [Example 1] [Preparation of Liquid Crystal Composition 1] Using compound A-1, a liquid crystal composition 1 with the following composition was prepared.

[0348] ─────────────────────────────── Liquid crystal composition 1 ─────────────────────────────── • 80 parts by weight of the following polymerizable disc-shaped liquid crystal compound M4 • 20 parts by weight of the following polymeric disc-shaped liquid crystal compound M5 • 0.55 parts by weight of the following surface alignment agent for the alignment film • IRGACURE 819 (manufactured by BASF) 3 parts by weight • Liquid crystal alignment promoter (compound A-1) 0.50 parts by weight Methyl ethyl ketone (MEK) solids concentration is 33% by mass. ─────────────────────────────── -M4, a polymerizable disc-shaped liquid crystal compound- [Chemical Formula 33] -M5, a polymerizable disc-shaped liquid crystal compound- [Chemical Formula 34] -Orientation agent for orientation film surface 1- [Chemical Formula 35] [Fabrication and Evaluation of Optical Thin Films] <Fabrication of Optical Thin Films> 50 μL of liquid crystal composition 1 was metered using a micropipette and dropped onto a glass substrate with an alignment film (PVA-103) and spin-coated to form a coating. The resulting coating was then heat-treated at 110°C for 2 minutes, followed by a 1-minute natural cooling treatment. Next, the naturally cooled coating was irradiated with ultraviolet light (UV intensity: 500 mJ / cm²) under a nitrogen atmosphere. 2 This process cures the coating. The resulting cured film (optical thin film) has a thickness of approximately 1.1 μm.

[0349] <Evaluation of Optical Thin Films> (Orientational evaluation) The orientation of the obtained cured film (optical thin film) was observed using an optical microscope and evaluated according to the following criteria.

[0350] “A”: Non-orientational defect "B": Slight orientation defect "C": Significant orientation defects (Evaluation of uneven visual recognition) The cured film (optical film) obtained by visual inspection was evaluated according to the following criteria.

[0351] "A": Unevenness in visual recognition "B": Slight unevenness in visual recognition "C": Significant visual dissimilarity [Examples 2-10, Comparative Examples 1-2] Compound A-1 was replaced with the liquid crystal alignment promoters shown in Table 1 (compounds A-2 to A-10, C-1 to C-2). Otherwise, each cured film (optical film) of Examples 2 to 10 and Comparative Examples 1 to 2 was prepared by following the same steps as in Example 1. Furthermore, each cured film obtained was evaluated by following the same steps as in Example 1.

[0352] [Example 11] Liquid crystal composition 1 was changed to liquid crystal composition 2, but otherwise, the cured film (optical film) of Example 11 was prepared by following the same steps as in Example 1. Furthermore, the obtained cured film was evaluated by following the same steps as in Example 1.

[0353] <Preparation of Liquid Crystal Composition 2> Using compound A-4, a liquid crystal composition 2 with the following composition was prepared.

[0354] ─────────────────────────────── Liquid crystal composition 2 ─────────────────────────────── • 100 parts by weight of the following polymeric rod-shaped liquid crystal compound M6 • 0.55 parts by weight of the above-mentioned orientation agent for the orientation film surface • IRGACURE 819 (manufactured by BASF) 3 parts by weight • Liquid crystal alignment promoter (compound A-4) 0.50 parts by weight Methyl ethyl ketone (MEK) solids concentration is 33% by mass. ─────────────────────────────── - Polymerizable rod-shaped liquid crystal compound M6 (the following mixture) - [Chemical Formula 36] [Example 12] Liquid crystal composition 1 was replaced with liquid crystal composition 3, but otherwise, the cured film (optical film) of Example 12 was prepared by following the same steps as in Example 1. Furthermore, the obtained cured film was evaluated using the same steps as in Example 1.

[0355] <Preparation of Liquid Crystal Composition 3> Using compound A-4, a liquid crystal composition 3 with the following composition was prepared.

[0356] ─────────────────────────────── Liquid crystal composition 3 ─────────────────────────────── • 80 parts by weight of disc-shaped liquid crystal compound (M4) • 20 parts by weight of disc-shaped liquid crystal compound (M5) • Polymerizable monomer E1 4 parts by mass • Liquid crystal alignment promoter (compound A-4) 0.06 parts by weight • Photopolymerization initiator (BASF, IRGACURE 907) 3 parts by weight ·Pyridium salt A 0.1 parts by weight · 3 parts by weight of boric acid monomer A Chiral reagent A 4.00 parts by weight 151 parts by weight of methyl ethyl ketone · Cyclohexanone 37 parts by weight ─────────────────────────────── Disc-shaped liquid crystal compound (M4) [Chemical Formula 37] Disc-shaped liquid crystal compound (M5) [Chemical Formula 38] Polymerizable monomer E1 [Chemical Formula 39] Pyridium salt A [Chemical Formula 40] Boric acid monomer A [Chemical Formula 41] Chiral reagent A [Chemical Formula 42] Table 1 is shown below.

[0357] Additionally, regarding "Si-R" in the table AL The definition of "content rate" has been described.

[0358] [Table 1]

[0359] Based on the results in Table 1, it was confirmed that the liquid crystal compositions of the embodiments can form films with excellent orientation of liquid crystal compounds and minimal visual inhomogeneity.

[0360] Based on the results of Examples 1-10, it was confirmed that in the Si-R of specific compounds AL When the content is less than 1.79%, the orientation of the liquid crystal compound is better.

[0361] Furthermore, based on the results of Examples 1-10, it was confirmed that in the Si-R of specific compounds AL When the content exceeds 1.12%, visual recognition unevenness is further suppressed.

[0362] Furthermore, a comparison between Example 4 and Example 11 confirmed that when the liquid crystal compound is a disc-shaped liquid crystal compound, visual recognition non-uniformity is further suppressed.

Claims

1. A liquid crystal composition comprising a compound represented by formula (1) and a liquid crystal compound, B-Z 1 -A 1 -Z 2 -A 2 -(Z 3 -A 3 ) n1 -W (1) In equation (1), A 1 ~A 3 Each can be independently represented by a divalent aromatic cyclic group or a divalent aliphatic cyclic group, Z. 1 ~Z 3 Each can be represented independently as a single bond or a divalent linker, where n1 represents an integer greater than or equal to 0, B represents a monovalent aromatic ring group substituted with one or more monovalent substituents T having a siloxane structure containing three or more silicon atoms, and W represents a monovalent substituent that does not contain hydrogen or silicon atoms. Additionally, when n1 represents an integer greater than or equal to 2, multiple Zs exist. 3 Each other and multiple A 3 They can be the same as each other or different from each other.

2. The liquid crystal composition according to claim 1, wherein, The substituent T is a monovalent group represented by formula (TA). -L-(X) m (TA) In formula (TA), L represents a single bond or a chain-like m+1 valent hydrocarbon group, wherein, in the hydrocarbon group, at least one -CH2- can be replaced by -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO2-, at least one -CH2CH2- can be replaced by -CH=CH-, -N=N-, -CH=N-, -CF=CF-, or -C≡C-, at least one -CH< can be replaced by -N< or -SiH<, at least one >C< can be replaced by >Si<, m represents an integer greater than or equal to 1, and X represents a monovalent group selected from the group represented by formulas (C-1) to (C-3). Furthermore, when m is an integer greater than or equal to 2, multiple X groups may be identical or different. [Chemical Formula 1] [Chemical Formula 2] In equation (C-1), R C1 ~R C3 Each alkyl group independently represents a carbon group with 1 to 10 carbon atoms, and k represents an integer from 2 to 20. In formula (C-2), R C4 R represents an alkyl group having 1 to 10 carbon atoms. C5 and R C6 Each of the following independently represents an alkyl group having 1 to 10 carbon atoms or a monovalent group represented by formula (C-1X), where R in formula (C-3) C7 ~R C9 Each of the following independently represents an alkyl group having 1 to 10 carbon atoms or a monovalent group represented by formula (C-1X). Furthermore, formula (C-1) contains multiple R groups. C1 There are multiple Rs that exist in each other. C2 Each other and multiple R C3 They can be the same as or different from each other. In equation (C-2), there are multiple R. C5 Each other and multiple R C6 They can be the same as or different from each other. In equation (C-3), there are multiple R. C7 There are multiple Rs that exist in each other. C8 Each other and multiple R C9 They can be the same as or different from each other. In equation (C-1X), R C10 ~R C12 Each of the following groups independently represents an alkyl group with 1 to 10 carbon atoms, and 1 represents an integer from 0 to 20. Furthermore, in formula (C-1X), there are multiple R groups. C10 There are multiple Rs that exist in each other. C11 Each other and multiple R C12 They can be the same as each other or different from each other.

3. The liquid crystal composition according to claim 2, wherein, The B represents a monovalent group selected from the group composed of groups represented by formulas (B-1) to (B-5). [Chemical Formula 3] In equations (B-1) to (B-3), Y independently represents CR. B1 Or nitrogen atom, R B1 Each of the following can independently represent a hydrogen atom or a substituent, wherein in each of formulas (B-1) to (B-3), at least one of Y represents CR. BT R BT This represents the monovalent group represented by the formula (TA). In equations (B-4) to (B-5), D independently represents CR. A1 Or nitrogen atom, E represents CR A2 R A3 NR A4 Oxygen or sulfur atoms, G represents CR A5 R A6 NR A7 sulfur or oxygen atoms, R A1 ~R A7 Each can be represented independently by a hydrogen atom or a substituent, T X This represents the monovalent group represented by the formula (TA).

4. The liquid crystal composition according to claim 3, wherein, In equations (B-1) to (B-5), in R BT and T X In the monovalent group represented by the formula (TA), m represents 1, and L represents at least one chain of alkylene groups with 1 to 4 carbon atoms that can be replaced by -NH-, -O-, -S-, -CO-, -CS-, -SO- or -SO2-.

5. The liquid crystal composition according to claim 3, wherein, The B in each case independently represents a monovalent group selected from the groups represented by formulas (B-1-1) to (B-1-5). [Chemical Formula 4] In equations (B-1-1) to (B-1-5), T X The expression (TA) represents a monovalent group, and m in the expression (TA) represents 1.

6. The liquid crystal composition according to claim 2 or 3, wherein, X represents the monovalent group represented by formula (C-1), and R in formula (C-1) C1 ~R C3 Each alkyl group independently represents an alkyl group with 1 to 4 carbon atoms, and k represents an integer from 2 to 10.

7. The liquid crystal composition according to claim 2 or 3, wherein, X represents the monovalent group represented by formula (C-2), and R in formula (C-2) C4 ~R C6 Alkyl groups, each having 1 to 4 carbon atoms, are represented independently.

8. The liquid crystal composition according to claim 2 or 3, wherein, X represents the monovalent group represented by formula (C-2), and R in formula (C-2) C4 R represents an alkyl group having 1 to 10 carbon atoms. C5 and R C6 Each of the monovalent groups represented by the formula (C-1X) can be represented independently.

9. The liquid crystal composition according to claim 2 or 3, wherein, X represents the monovalent group represented by formula (C-3), and R in formula (C-3) C7 ~R C9 Alkyl groups, each having 1 to 4 carbon atoms, are represented independently.

10. The liquid crystal composition according to claim 2 or 3, wherein, X represents the monovalent group represented by formula (C-3), and R in formula (C-3) C7 ~R C9 Each of the monovalent groups represented by the formula (C-1X) can be represented independently.

11. The liquid crystal composition according to claim 1 or 2, wherein, The A 1 ~A 3 Each of the groups composed of groups selected from formulas (A-1) to (A-14) represents a divalent group independently. [Chemical Formula 5] In equations (A-1) to (A-14), D independently represents CR. A1 Or nitrogen atom, E independently represents CR A2 R A3 NR A4 Oxygen or sulfur atoms, G represents CR A5 R A6 NR A7 sulfur or oxygen atoms, R A1 ~R A7 Each can be used to represent a hydrogen atom or a substituent independently.

12. The liquid crystal composition according to claim 11, wherein, The A 1 ~A 3 Each of the following independently represents a divalent group selected from the group represented by formulas (A-1) to (A-5) and (A-14), and D in formulas (A-1), (A-3) to (A-5), and (A-14) independently represents CR. A1 R A1 Each can be used to represent a hydrogen atom or a substituent independently.

13. The liquid crystal composition according to claim 1 or 2, wherein, The -Si-R in the compound represented by formula (1) AL The indicated structural portion contains less than 1.79%, and the R... AL Indicates alkyl group.

14. The liquid crystal composition according to claim 1 or 2, wherein, The -Si-R in the compound represented by formula (1) AL The indicated structural portion contains more than 1.12%, and the R... AL Indicates alkyl group.

15. The liquid crystal composition according to claim 1 or 2, wherein, The liquid crystal compound is selected from one or more of the group consisting of polymerizable rod-shaped liquid crystal compounds and polymerizable disk-shaped liquid crystal compounds.

16. The liquid crystal composition according to claim 1 or 2, further comprising a chiral agent.

17. A cured product formed using the liquid crystal composition of claim 1 or 2.

18. A film comprising the cured material of claim 17.

19. The thin film according to claim 18, which exhibits optical anisotropy.

20. A thin film comprising a cured product formed by fixing a cholesterol-type liquid crystal phase using the liquid crystal composition of claim 16.

21. A compound represented by formula (1), B-Z 1 -A 1 -Z 2 -A 2 -(Z 3 -A 3 ) n1 -W (1) In equation (1), A 1 ~A 3 Each can be independently represented by a divalent aromatic cyclic group or a divalent aliphatic cyclic group, Z. 1 ~Z 3 Each can be represented independently as a single bond or a divalent linker, where n1 represents an integer greater than or equal to 0, B represents a monovalent aromatic ring group substituted with one or more monovalent substituents T having a siloxane structure containing three or more silicon atoms, and W represents a monovalent substituent that does not contain hydrogen or silicon atoms. Additionally, when n1 represents an integer greater than or equal to 2, multiple Zs exist. 3 Each other and multiple A 3 They can be the same as each other or different from each other.

22. The compound according to claim 21, wherein, The substituent T is a monovalent group represented by formula (TA). -L-(X) m (TA) In formula (TA), L represents a single bond or a chain-like m+1 valent hydrocarbon group, wherein, in the hydrocarbon group, at least one -CH2- can be replaced by -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO2-, at least one -CH2CH2- can be replaced by -CH=CH-, -N=N-, -CH=N-, -CF=CF-, or -C≡C-, at least one -CH< can be replaced by -N< or -SiH<, at least one >C< can be replaced by >Si<, m represents an integer greater than or equal to 1, and X represents a monovalent group selected from the group represented by formulas (C-1) to (C-3). Furthermore, when m is an integer greater than or equal to 2, multiple X groups may be identical or different. [Chemical Formula 6] [Chemical Formula 7] In equation (C-1), R C1 ~R C3 Each alkyl group independently represents a carbon group with 1 to 10 carbon atoms, and k represents an integer from 2 to 20. In formula (C-2), R C4 R represents an alkyl group having 1 to 10 carbon atoms. C5 and R C6 Each of the following independently represents an alkyl group having 1 to 10 carbon atoms or a monovalent group represented by formula (C-1X), where R in formula (C-3) C7 ~R C9 Each of the following independently represents an alkyl group having 1 to 10 carbon atoms or a monovalent group represented by formula (C-1X). Furthermore, formula (C-1) contains multiple R groups. C1 There are multiple Rs that exist in each other. C2 Each other and multiple R C3 They can be the same as or different from each other. In equation (C-2), there are multiple R. C5 Each other and multiple R C6 They can be the same as or different from each other. In equation (C-3), there are multiple R. C7 There are multiple Rs that exist in each other. C8 Each other and multiple R C9 They can be the same as or different from each other. In equation (C-1X), R C10 ~R C12 Each of the following groups independently represents an alkyl group with 1 to 10 carbon atoms, and 1 represents an integer from 0 to 20. Furthermore, in formula (C-1X), there are multiple R groups. C10 There are multiple Rs that exist in each other. C11 Each other and multiple R C12 They can be the same as each other or different from each other.

23. The compound according to claim 22, wherein, The B represents a monovalent group selected from the group composed of groups represented by formulas (B-1) to (B-5). [Chemical Formula 8] In equations (B-1) to (B-3), Y independently represents CR. B1 Or nitrogen atom, R B1 Each of the following can independently represent a hydrogen atom or a substituent, wherein in each of formulas (B-1) to (B-3), at least one of Y represents CR. BT R BT This represents the monovalent group represented by the formula (TA). In equations (B-4) to (B-5), D independently represents CR. A1 Or nitrogen atom, E represents CR A2 R A3 NR A4 Oxygen or sulfur atoms, G represents CR A5 R A6 NR A7 sulfur or oxygen atoms, R A1 ~R A7 Each can be represented independently by a hydrogen atom or a substituent, T X This represents the monovalent group represented by the formula (TA).

24. The compound according to claim 23, wherein, In equations (B-1) to (B-5), in R BT and T X In the monovalent group represented by the formula (TA), m represents 1, and L represents at least one chain of alkylene groups with 1 to 4 carbon atoms that can be replaced by -NH-, -O-, -S-, -CO-, -CS-, -SO- or -SO2-.

25. The compound according to claim 23, wherein, The B in each case independently represents a monovalent group selected from the groups represented by formulas (B-1-1) to (B-1-5). [Chemical Formula 9] In equations (B-1-1) to (B-1-5), T X The expression (TA) represents a monovalent group, and m in the expression (TA) represents 1.

26. The compound according to claim 22 or 23, wherein, X represents the monovalent group represented by formula (C-1), and R in formula (C-1) C1 ~R C3 Each alkyl group independently represents an alkyl group with 1 to 4 carbon atoms, and k represents an integer from 2 to 10.

27. The compound according to claim 22 or 23, wherein, X represents the monovalent group represented by formula (C-2), and R in formula (C-2) C4 ~R C6 Alkyl groups, each having 1 to 4 carbon atoms, are represented independently.

28. The compound according to claim 22 or 23, wherein, X represents the monovalent group represented by formula (C-2), and R in formula (C-2) C4 R represents an alkyl group having 1 to 10 carbon atoms. C5 and R C6 Each of the monovalent groups represented by the formula (C-1X) can be represented independently.

29. The compound according to claim 22 or 23, wherein, X represents the monovalent group represented by formula (C-3), and R in formula (C-3) C7 ~R C9 Alkyl groups, each having 1 to 4 carbon atoms, are represented independently.

30. The compound according to claim 22 or 23, wherein, X represents the monovalent group represented by formula (C-3), and R in formula (C-3) C7 ~R C9 Each of the monovalent groups represented by the formula (C-1X) can be represented independently.

31. The compound according to claim 21 or 22, wherein, -Si-R AL The indicated structural portion contains less than 1.79%, and the R... AL Indicates alkyl group.

32. The compound according to claim 21 or 22, wherein, -Si-R AL The indicated structural portion contains more than 1.12%, and the R... AL Indicates alkyl group.

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