Liquid crystal composition, cured product, film, and compound

Abstract

The first problem addressed by the present invention is to provide a liquid crystal composition which is capable of forming a film that has excellent alignment properties of a liquid crystal compound and less visibility unevenness. The second problem addressed by the present invention is to provide a cured product and a film, which are formed using the liquid crystal composition. The third problem addressed by the present invention is to provide a compound which can be used in the liquid crystal composition.　A liquid crystal composition according to the present invention contains a compound represented by formula (1) and a liquid crystal compound.　(1): B-Z1-A1-Z2-A2-(Z3-A3)n1-W In formula (1), A1 to A3 each independently represent a divalent aromatic ring group or a divalent aliphatic ring group, Z1 to Z3 each independently represent a single bond and a divalent linking group, n1 represents an integer of 0 or more, B represents a monovalent aromatic ring group in which one or more monovalent substituents T that each have a siloxane structure containing three or more silicon atoms are substituted, and W represents a hydrogen atom or a monovalent substituent that does not contain a silicon atom. In cases where n1 represents an integer of 2 or more, a plurality of Z3 moieties and a plurality of A3 moieties may be the same as or different from each other, respectively.

Description

Liquid crystal compositions, cured products, films, compounds

[0001] The present invention relates to a liquid crystal composition, a cured product, a film, and a compound.

[0002] Optically anisotropic films formed by using a composition containing a liquid crystal compound (hereinafter also referred to as a "liquid crystal composition") and orienting the liquid crystal compound in a predetermined orientation state are used in various applications, such as optical compensation sheets. The liquid crystal composition may contain an alignment agent (hereinafter also referred to as an "air interface-side alignment agent") that can regulate the alignment of the liquid crystal compound from the air interface side. As such alignment agents, fluorine-based alignment agents having perfluoroalkyl chains, which have low surface free energy and tend to be unevenly distributed on the surface, have traditionally been widely used. However, in recent years, PFAS-free alternative materials have been sought in light of environmental pollution, and silicon-based alignment agents are expected to serve as such alternatives.

[0003] Silicon-containing compounds have been used in a variety of applications. For example, Patent Document 1 discloses polyorganosiloxanes that can be used as surface treatment agents for various functional fillers, and the following compounds are given as specific examples.

[0004]

[0005] Special table number 2016-534161

[0006] In order to confirm the alignment control ability of the silicon-containing compound described in Patent Document 1, the present inventors prepared a liquid crystal composition obtained by mixing the silicon-containing compound with a liquid crystal compound, and examined a film formed from this liquid crystal composition. As a result, it was found that the alignment of the liquid crystal compound was insufficient and that visual unevenness occurred frequently in the film. In other words, it was found that further improvements are needed to achieve both good alignment of the liquid crystal compound and suppression of visual unevenness.

[0007] Therefore, an object of the present invention is to provide a liquid crystal composition that can form a film having excellent alignment of a liquid crystal compound and little visual unevenness. Another object of the present invention is to provide a cured product and a film formed using the liquid crystal composition. Another object of the present invention is to provide a compound that can be used in the liquid crystal composition.

[0008] The present inventors have found that the above problems can be solved by the following configuration.

[0009] [1] A liquid crystal composition comprising a compound represented by formula (1) described later and a liquid crystal compound. [2] The liquid crystal composition according to [1], in which the substituent T is a monovalent group represented by formula (TA) described later. [3] The liquid crystal composition according to [2], in which B represents a monovalent group selected from the group consisting of groups represented by formulas (B-1) to (B-5) described later. [4] In formulas (B-1) to (B-5), R ＢＴ and T Ｘ In the monovalent group represented by the formula (TA), m represents 1, and L represents at least one —CH ２ - is -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO ２ [5] The liquid crystal composition according to [3], wherein each B independently represents a monovalent group selected from the group consisting of groups represented by formulas (B-1-1) to (B-1-5) described later. [6] The liquid crystal composition according to [3], wherein X represents a monovalent group represented by formula (C-1), and R in formula (C-1) Ｃ１ ~R Ｃ３ each independently represents an alkyl group having 1 to 4 carbon atoms, and k represents an integer of 2 to 10. [7] The liquid crystal composition according to any one of [2] to [5], wherein X represents a monovalent group represented by formula (C-2) above, and R in formula (C-2) above Ｃ４ ~R Ｃ６ [8] The liquid crystal composition according to any one of [2] to [5], wherein each of X represents a monovalent group represented by formula (C-2) above, and R in formula (C-2) above is a monovalent group represented by formula (C-2) above. Ｃ４represents an alkyl group having 1 to 10 carbon atoms, and R Ｃ５ and R Ｃ６ [9] The liquid crystal composition according to any one of [2] to [5], wherein each independently represents a monovalent group represented by formula (C-1X). Ｃ７ ~R Ｃ９

[10] The liquid crystal composition according to any one of [2] to [5], wherein each of X represents a monovalent group represented by formula (C-3) above, and R in formula (C-3) above is a monovalent group represented by formula (C-3) above. Ｃ７ ~R Ｃ９

[11] The liquid crystal composition according to any one of [2] to [5], wherein each independently represents a monovalent group represented by the above formula (C-1X). １ ~A ３

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

[10] , wherein each independently represents a divalent group selected from the group consisting of groups represented by formulas (A-1) to (A-14) described below. １ ~A ３ each independently represents a divalent group selected from the group consisting of groups represented by the formulas (A-1) to (A-5) and (A-14), and D in the formulas (A-1), (A-3) to (A-5), and (A-14) each independently represents a divalent group selected from the group consisting of groups represented by the formulas (A-1), (A-3) to (A-5), and (A-14), Ａ１ represents R Ａ１

[13] The liquid crystal composition according to

[11] , wherein each independently represents a hydrogen atom or a substituent. ＡＬ The content of the structural moiety represented by the formula (I) is less than 1.79%, and ＡＬ

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

[12] , wherein —Si—R in the compound represented by formula (1) above represents an alkyl group. ＡＬ The content of the structural moiety represented by the formula (I) is more than 1.12%, and the content of the structural moiety represented by the formula (I) is more than 1.12%. ＡＬrepresents an alkyl group.

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

[14] , wherein the liquid crystal compound is at least one selected from the group consisting of polymerizable rod-shaped liquid crystal compounds and polymerizable discotic liquid crystal compounds.

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

[15] , further comprising a chiral agent.

[17] A cured product formed using the liquid crystal composition according to any one of [1] to

[16] .

[18] A film comprising the cured product according to

[17] .

[19] The film according to

[18] , which exhibits optical anisotropy.

[20] A film comprising a cured product formed using the liquid crystal composition according to

[16] , wherein a cholesteric liquid crystal phase is fixed.

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

[22] The compound according to

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

[23] The compound according to

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

[24] In formulas (B-1) to (B-5), R ＢＴ and T Ｘ In the monovalent group represented by the formula (TA), m represents 1, and L represents at least one —CH ２ - is -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO ２

[25] The compound according to

[23] , wherein each B independently represents a monovalent group selected from the group consisting of groups represented by formula (B-1-1) to formula (B-1-5) described later.

[26] The compound according to

[23] , wherein X represents a monovalent group represented by formula (C-1), and R in formula (C-1) Ｃ１ ~R Ｃ３ each independently represents an alkyl group having 1 to 4 carbon atoms, and k represents an integer of 2 to 10.

[27] The compound according to any one of

[22] to

[25] , wherein X represents a monovalent group represented by formula (C-2) above, and R in formula (C-2) Ｃ４ ~R Ｃ６

[28] The compound according to any one of

[22] to

[25] , wherein each independently represents an alkyl group having 1 to 4 carbon atoms.

[28] The compound according to any one of

[22] to

[25] , wherein X represents a monovalent group represented by formula (C-2) above, and R in formula (C-2) Ｃ４ represents an alkyl group having 1 to 10 carbon atoms, and R Ｃ５ and R Ｃ６

[29] The compound according to any one of

[22] to

[25] , wherein each independently represents a monovalent group represented by the formula (C-1X). Ｃ７ ~R Ｃ９

[30] The compound according to any one of

[22] to

[25] , wherein each independently represents an alkyl group having 1 to 4 carbon atoms.

[31] The compound according to any one of

[22] to

[25] , wherein X represents a monovalent group represented by formula (C-3) above, and R in formula (C-3) Ｃ７ ~R Ｃ９

[31] The compound according to any one of

[22] to

[25] , wherein each independently represents a monovalent group represented by the above formula (C-1X). ＡＬ The content of the structural moiety represented by the formula (I) is less than 1.79%, and ＡＬ

[32] The compound according to any one of

[22] to

[30] , wherein —Si—R represents an alkyl group. ＡＬ The content of the structural moiety represented by the formula (I) is more than 1.12%, and the content of the structural moiety represented by the formula (I) is more than 1.12%. ＡＬ represents an alkyl group.

[0010] According to the present invention, a liquid crystal composition can be provided that can form a film having excellent alignment of a liquid crystal compound and little visual unevenness. Furthermore, according to the present invention, a cured product and a film formed using the liquid crystal composition can be provided. Furthermore, according to the present invention, a compound that can be used in the liquid crystal composition can be provided.

[0011] The present invention will be described in detail below. The following description of the components may be based on representative embodiments of the present invention, but the present invention is not limited to such embodiments.

[0012] In this specification, a numerical range expressed using "to" means a range that includes the numerical values ​​before and after "to" as the lower and upper limits.

[0013] In the present specification, when a group (atomic group) is represented without specifying whether it is substituted or unsubstituted, it encompasses both unsubstituted and substituted groups. For example, the term "alkyl group" encompasses not only alkyl groups without a substituent (unsubstituted alkyl groups) but also alkyl groups with a substituent (substituted alkyl groups).

[0014] In this specification, each component may be a single substance corresponding to the component, or two or more substances may be used in combination. When two or more substances are used in combination for each component, the content of the component refers to the total content of the substances used in combination, unless otherwise specified.

[0015] In this specification, "(meth)acrylate" is used to mean "either one or both of acrylate and methacrylate," and "(meth)acryloyl" is used to mean "either one or both of acryloyl and methacryloyl."

[0016] In this specification, the solid content of the composition refers to the components that form the composition layer, and does not include the solvent. The components that form the composition layer may be components that undergo a reaction (polymerization) and change their chemical structure when forming the composition layer. Furthermore, any component that forms the composition layer is considered to be a solid content even if it is in a liquid state.

[0017] The bonding direction of divalent groups represented in this specification is not limited unless otherwise specified. For example, when Y is -COO- in a compound represented by the formula "X-Y-Z", Y may be -CO-O- or -O-CO-. In addition, the compound may be "X-CO-O-Z" or "X-O-CO-Z".

[0018] In this specification, unless otherwise specified, when a molecular weight distribution exists, the molecular weight is the weight average molecular weight (Mw). In this specification, the weight average molecular weight (Mw) and the number average molecular weight (Mn) are values ​​determined by gel permeation chromatography (GPC) in terms of polystyrene.

[0019] In this specification, Re(λ) represents the in-plane retardation at a wavelength λ. Unless otherwise specified, the wavelength λ is 550 nm. In addition, in this specification, Re(λ) is a value measured at a wavelength λ using an AxoScan (manufactured by Axometrics). By inputting the average refractive index ((nx + ny + nz) / 3) and film thickness (d (μm)) into AxoScan, the slow axis direction (°) Re(λ) = R0(λ) is calculated. Note that R0(λ) is displayed as a numerical value calculated by AxoScan, but it means Re(λ).

[0020] [Liquid Crystal Composition] The liquid crystal composition contains a compound represented by formula (1) (hereinafter also referred to as "specific compound"), which will be described later, and a liquid crystal compound. A film formed from the liquid crystal composition having the above-described configuration has excellent alignment of the liquid crystal compound and little visible unevenness. The mechanism of action of the specific compound is not necessarily clear, but it is mainly thought to be due to the "B-Z １ -A １ -Z ２ -A ２ -(Z ３ -A ３ ) ｎ１ A predetermined mesogenic structure moiety having 3 or more rings represented by "-" (the mesogenic structure moiety includes at least the aromatic ring contained in B, １ and A ２ It is speculated that the compound exhibits a high alignment control force on the liquid crystal compound due to its good compatibility with the liquid crystal compound resulting from the substituent T having a siloxane structure containing three or more silicon atoms, and its tendency to be unevenly distributed on the film surface resulting from the monovalent substituent T having a siloxane structure containing three or more silicon atoms. In addition, it is speculated that the specific compound exhibits excellent surface unevenness as described above and also has excellent surface tension reducing ability due to the substituent T, which suppresses thickness unevenness and, as a result, suppresses visible unevenness in the film.

[0021] Hereinafter, in a film formed from the liquid crystal composition, better alignment of the liquid crystal compound and / or less visible unevenness may be referred to as "the effect of the present invention being better." Hereinafter, each component contained in the liquid crystal composition will be described in detail.

[0022] [Specific Compound] The liquid crystal composition contains a compound (specific compound) represented by formula (1). The specific compound will be described in detail below. In the following description, wavy lines shown in structural formulas represent bonding positions unless otherwise specified.

[0023] B-Z １ -A １ -Z ２ -A ２ -(Z ３ -A ３ ) ｎ１ -W (1)

[0024] In formula (1), A １ ~A ３ A each independently represents a divalent aromatic ring group or a divalent aliphatic ring group. １ ~A ３ The divalent aromatic ring group represented by the formula (I) may be either a divalent aromatic hydrocarbon ring group or a divalent aromatic heterocyclic group. The divalent aromatic ring group may be either a monocyclic or polycyclic group.

[0025] 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 the aromatic hydrocarbon ring include a benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene ring, a fluorene ring, and a fluorenone ring, with a benzene ring being more preferred. The number of ring members in the aromatic heterocyclic ring constituting the divalent aromatic heterocyclic group is not particularly limited, but is preferably 5 to 10, and more preferably 5 or 6. Examples of heteroatoms contained in the aromatic heterocyclic ring include a nitrogen atom, an oxygen atom, and a sulfur atom. The number of heteroatoms contained in the aromatic heterocyclic ring is not particularly limited, but is preferably 1 to 4, and more preferably 1 or 2. Specific examples of the aromatic heterocyclic ring include a pyridine ring, a pyrimidine ring, a quinoline ring, an isoquinoline ring, and a coumarin ring.

[0026] The divalent aliphatic cyclic group may be either a divalent aliphatic hydrocarbon cyclic group or a divalent aliphatic heterocyclic group. The divalent aliphatic cyclic group may be either a monocyclic or polycyclic group. 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 the aliphatic hydrocarbon ring include a cyclopentane ring, a cyclohexane ring, a cycloheptane ring, a cyclooctane ring, a norbornene ring, and an adamantane ring. Of these, a cyclopentane ring or a cyclohexane ring is preferred.

[0027] 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 contained in the aliphatic heterocycle constituting the divalent aliphatic heterocyclic group include a nitrogen atom, an oxygen atom, and a sulfur atom. The number of ring members in the aliphatic heterocycle is not particularly limited, but is preferably 5 to 10. Specific examples of the aliphatic heterocycle include an oxolane ring, an oxane ring, a piperidine ring, and a piperazine ring. The aliphatic heterocycle may include a ring containing -CH ２ The - may be substituted with -CO-, such as a phthalimide ring.

[0028] In addition, the hydrogen atoms in the above-mentioned divalent aromatic ring group and divalent aliphatic ring group may be substituted with other substituents such as alkyl groups, alkoxy groups, cyano groups, nitro groups, and halogen atoms. The above-mentioned substituents are preferably substituents other than the above-mentioned substituent T, and among them, the substituent S1 is more preferable. The substituent S1 will be described later.

[0029] A １ ~A ３ When the divalent aromatic ring group represented by the formula (I) is a phenylene group, a 1,4-phenylene group or a 1,3-phenylene group is preferred in terms of achieving better effects of the present invention. １ ~A ３ Preferably, the position of one bond relative to the other bond is meta or para.

[0030] A １ ~A ３ is preferably a divalent group selected from the group consisting of groups represented by formulae (A-1) to (A-14).

[0031]

[0032] In formula (A-1) to formula (A-14), each D is independently CR Ａ１ or a nitrogen atom. D is, among others, CR Ａ１ is preferred. Ａ１ R each independently represents a hydrogen atom or a substituent. Ａ１ The substituent represented by is preferably a substituent other than the above-mentioned substituent T, and more preferably the substituent S1. The substituent S1 will be described later. Ａ１ Among these, a hydrogen atom, an alkyl group, an alkoxy group, or an alkoxycarbonyl group is preferable.

[0033] Each E is independently CR Ａ２ R Ａ３ , N.R. Ａ４ , an oxygen atom, or a sulfur atom. Ａ２ R Ａ３ , N.R. Ａ４ or an oxygen atom is preferred.Ａ５ R Ａ６ , N.R. Ａ７ , a sulfur atom, or an oxygen atom. Ａ２ ~R Ａ７ R each independently represents a hydrogen atom or a substituent. Ａ２ ~R Ａ７ The substituent represented by is preferably a substituent other than the above-mentioned substituent T, and more preferably the substituent S1. The substituent S1 will be described later. Ａ２ ~R Ａ７ Among these, a hydrogen atom, an alkyl group, an alkoxy group, or an alkoxycarbonyl group is preferable.

[0034] A １ ~A ３ As the divalent group, a divalent group selected from the group consisting of groups represented by formula (A-1) to formula (A-5) and formula (A-14) is preferred in terms of more excellent effects of the present invention, and a divalent group selected from the group consisting of groups represented by formula (A-1), formula (A-3) to formula (A-5) and formula (A-14), and wherein D in each formula is CR Ａ１ It is more preferable to represent

[0035] In addition, in the formula (1), when n1 represents an integer of 2 or more, a plurality of A ３ They may be the same or different from each other.

[0036] In formula (1), Z １ ~Z ３ each independently represents a single bond or a divalent linking group. １ ~Z ３ The divalent linking group represented by the formula (I) is not particularly limited, and may be —CO—, —O—, —S—, —CS—, —CR Ａ R Ｂ -, -CR Ｃ =CR Ｄ -, -NR Ｅ Preferably, R is a divalent linking group consisting of -, -N=N-, -CH=N-, -C≡C-, or a combination of two or more of these. Ａ ~R Ｅ each independently represents a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 12 carbon atoms.

[0037] Z １ ~Z ３ Specific examples of the divalent linking group represented by the formula: ２ -, -CH ２ CH ２ -, -CO-, -CS-, -COO-, -CSO-, -CSS-, -CO-S-, -O-CO-O-, -CO-CO-, -CO-NH-, -SCH ２ -, -CF ２ O-, -CF ２ S-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH ２ CH ２ --, --OCO-CH ２ CH ２ --, --COO-CH ２ --, --OCO-CH ２ -, -COO-NH-, -CH=CH-, -N=N-, -CH=N-N=CH-, -CH=N-, -CF=CF-, -C≡C-, -C≡C-C≡C-, -OCH ２ CH ２ O-, -SCH ２ CH ２ S-, -O-CO-CO-O-, and -O-CH ２ -O- and the like.

[0038] Z １ ~Z ３ In terms of better effects of the present invention, - preferably represents a single bond, -O-, -CO-, -COO-, -CO-NH-, -CH=CH-COO-, -CH=CH-OCO-, -CH=CH-, or -C≡C-, and more preferably represents a single bond, -O-, -CO-, or -COO-.

[0039] In addition, in the formula (1), when n1 represents an integer of 2 or more, a plurality of Z ３ They may be the same or different from each other.

[0040] In formula (1), n1 represents an integer of 0 or more. The upper limit of n1 is preferably 100 or less, more preferably 50 or less, even more preferably 30 or less, still more preferably 10 or less, particularly preferably 6 or less, and most preferably 3 or less.

[0041] In formula (1), 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.

[0042] The siloxane structure containing three or more silicon atoms refers to a structure containing three or more silicon atoms and having a siloxane bond. Specific examples of the siloxane structure containing three or more silicon atoms include structures containing monovalent groups represented by formulas (C-1) to (C-3) described below.

[0043] The monovalent substituent T having a siloxane structure containing three or more silicon atoms (hereinafter sometimes abbreviated as "substituent T") is preferably a monovalent group represented by formula (TA), in that the effects of the present invention are more excellent.

[0044] -L-(X) ｍ (TA)

[0045] In formula (TA), L represents a single bond or a chain (straight or branched) hydrocarbon group having a valence of m+1, provided that the hydrocarbon group contains at least one —CH ２ - represents -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO ２ -, and at least one -CH ２ CH ２ - may be substituted with -CH=CH-, -N=N-, -CH=N-, -CF=CF-, or -C≡C-, at least one -CH< may be substituted with -N< or -SiH<, and at least one >C< may be substituted with >Si<.

[0046] The number of atoms excluding hydrogen atoms in the chain-like (m+1)-valent hydrocarbon group represented by L is, for example, preferably 1 to 50, more preferably 1 to 40, even more preferably 1 to 30, still more preferably 1 to 20, particularly preferably 1 to 18, and most preferably 1 to 15. Specific examples of the chain-like (m+1)-valent hydrocarbon group represented by L include chain-like (m+1)-valent aliphatic hydrocarbon groups.

[0047] As L, at least one -CH is preferable in that the effect of the present invention is more excellent. ２- is -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO ２ It is preferable that the alkylene group represents a chain (preferably straight chain) alkylene group having 1 to 10 carbon atoms, which may be substituted with at least one —CH ２ - is -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO ２ more preferably represents a chain (preferably linear) alkylene group having 1 to 6 carbon atoms, which may be substituted with at least one —CH ２ - is -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO ２ More preferably, it represents a chain (preferably straight chain) alkylene group having 1 to 4 carbon atoms which may be substituted with -.

[0048] In formula (TA), m represents an integer of 1 or greater. m is preferably an integer of 1 to 4, more preferably 1 or 2, and even more preferably 1.

[0049] In formula (TA), X represents a monovalent group selected from the group consisting of groups represented by formulas (C-1) to (C-3). When m is an integer of 2 or greater, multiple Xs may be the same or different.

[0050]

[0051] In formula (C-1), R Ｃ１ ~R Ｃ３ each independently represents an alkyl group having 1 to 10 carbon atoms, and k represents an integer of 2 to 20. In formula (C-2), R Ｃ４ represents an alkyl group having 1 to 10 carbon atoms. Ｃ５ and R Ｃ６ each independently represents an alkyl group having 1 to 10 carbon atoms or a monovalent group represented by formula (C-1X). Ｃ７ ~R Ｃ９ Each independently represents an alkyl group having 1 to 10 carbon atoms or a monovalent group represented by formula (C-1X). Ｃ１ R exists in multiple places Ｃ２ R Ｃ３In formula (C-2), when there are multiple R Ｃ５ R Ｃ６ In formula (C-3), when there are multiple R Ｃ７ R exists in multiple places Ｃ８ R Ｃ９ They may be the same or different from each other.

[0052]

[0053] In formula (C-1X), R Ｃ１０ ~R Ｃ１２ each independently represents an alkyl group having 1 to 10 carbon atoms, and 1 represents an integer of 0 to 20. In addition, in formula (C-1X), if there are a plurality of R Ｃ１０ R exists in multiple places Ｃ１１ R Ｃ１２ They may be the same or different from each other.

[0054] In formulas (C-1) to (C-3) and formula (C-1X), R Ｃ１ ~R Ｃ１２ The alkyl group having 1 to 10 carbon atoms represented by the formula (I) is preferably a chain (straight-chain or branched-chain) alkyl group having 1 to 10 carbon atoms, more preferably a straight-chain alkyl group having 1 to 10 carbon atoms. Ｃ１ ~R Ｃ１２ The number of carbon atoms in the alkyl group having 1 to 10 carbon atoms represented by the formula (I) is preferably 1 to 6, and more preferably 1 to 4. Ｃ１ ~R Ｃ１２ The alkyl group having 1 to 10 carbon atoms represented by the formula (I) may have a substituent (preferably a substituent S1 described later), but it is preferable that it does not have a substituent.

[0055] R Ｃ１ ~R Ｃ４ and R Ｃ１０ ~R Ｃ１２ Among these, R is preferably 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. Ｃ５ ~R Ｃ９Among these, an alkyl group having 1 to 4 carbon atoms (preferably an alkyl group having 1 to 3 carbon atoms, more preferably a methyl group) or a monovalent group represented by formula (C-1X) is preferred.

[0056] In formula (C-1), k represents an integer of 2 to 20. In terms of achieving better effects of the present invention, k preferably represents an integer of 2 to 10, and more preferably represents an integer of 2 to 6. In formula (C-1X), l represents an integer of 0 to 20. In terms of achieving better effects of the present invention, l preferably represents an integer of 0 to 10, and more preferably represents an integer of 0 to 6.

[0057] X in formula (TA) is preferably any one of the following embodiments (1) to (5) in terms of more excellent effects of the present invention: (1) represents a monovalent group represented by formula (C-1), and R Ｃ１ ~R Ｃ３ each independently represents an alkyl group having 1 to 4 carbon atoms, and k represents an integer of 2 to 10. (2) represents a monovalent group represented by formula (C-2), and R in formula (C-2) Ｃ４ ~R Ｃ６ each independently represents an alkyl group having 1 to 4 carbon atoms. (3) represents a monovalent group represented by formula (C-2), and R in formula (C-2) Ｃ４ represents an alkyl group having 1 to 10 carbon atoms, and R Ｃ５ and R Ｃ６ each independently represents a monovalent group represented by formula (C-1X). (4) represents a monovalent group represented by formula (C-3), and R in formula (C-3) Ｃ７ ~R Ｃ９ each independently represents an alkyl group having 1 to 4 carbon atoms. (5) represents a monovalent group represented by formula (C-3), and R in formula (C-3) Ｃ７ ~R Ｃ９ each independently represents a monovalent group represented by formula (C-1X).

[0058] The above embodiment (3) is also preferably the following embodiment (3A): (3A) represents a monovalent group represented by formula (C-2), and R in formula (C-2) Ｃ４ represents an alkyl group having 1 to 10 carbon atoms, and R Ｃ５ and RＣ６ each independently represents a monovalent group represented by formula (C-1X), and R Ｃ１０ ~R Ｃ１２ each independently represents an alkyl group having 1 to 4 carbon atoms.

[0059] The above embodiment (5) is also preferably the following embodiment (5A): (5A) represents a monovalent group represented by formula (C-3), and R in formula (C-3) Ｃ７ ~R Ｃ９ each independently represents a monovalent group represented by formula (C-1X), and R Ｃ１０ ~R Ｃ１２ each independently represents an alkyl group having 1 to 4 carbon atoms.

[0060] The aromatic ring constituting the monovalent aromatic ring group represented by B in formula (1) and substituted with one or more substituents T may be either an aromatic hydrocarbon ring or an aromatic heterocyclic ring. That is, the monovalent aromatic ring group may be either a monovalent aromatic hydrocarbon ring group or a monovalent aromatic heterocyclic group. Furthermore, the aromatic ring may be either a monocyclic ring or a polycyclic ring.

[0061] 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 the aromatic hydrocarbon ring include a benzene ring and a naphthalene ring, with a benzene ring being more preferred. 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, and more preferably 5 or 6. Examples of heteroatoms contained in the aromatic heterocycle include a nitrogen atom, an oxygen atom, and a sulfur atom. The number of heteroatoms contained in the aromatic heterocycle is not particularly limited, and is preferably 1 to 4, and more preferably 1 or 2. Specific examples of aromatic heterocycles include a pyridine ring, a pyrimidine ring, a quinoline ring, an isoquinoline ring, and a coumarin ring.

[0062] Of the above monovalent aromatic ring groups, monovalent aromatic hydrocarbon ring groups are preferred, with phenyl or naphthyl groups being more preferred.

[0063] The number of substituents T that the monovalent aromatic ring group has is not particularly limited, and is preferably 1 to 4, more preferably 1 to 3, and even more preferably 1 or 2. The monovalent aromatic ring group may have a substituent other than the substituent T. Examples of the other substituents include the substituent S1 described below.

[0064] As the monovalent aromatic ring group represented by B in formula (1) and substituted with one or more substituents T, a monovalent group selected from the group consisting of groups represented by formulas (B-1) to (B-5) is particularly preferred in terms of providing better effects of the present invention.

[0065]

[0066] In formulas (B-1) to (B-3), each Y is independently CR Ｂ１ or a nitrogen atom.

[0067] As for Y, among others, CR Ｂ１ is preferred. Ｂ１ each independently represents a hydrogen atom or a substituent, provided that in each of the monovalent groups represented by formulae (B-1) to (B-3), at least one of Y's is CR ＢＴ Represents R ＢＴ represents a monovalent group represented by the above formula (TA). In each of the monovalent groups represented by formulas (B-1) to (B-3), one to three of Y are CR ＢＴ and one or two of Y's represent CR ＢＴ It is more preferable that R Ｂ１ is a monovalent group represented by the above formula (TA) (the above R ＢＴ When R represents a substituent other than the above-mentioned substituent T, the substituent is preferably a substituent other than the above-mentioned substituent T, and more preferably the substituent S1. The substituent S1 will be described later. Ｂ１ Among these, a hydrogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, or a monovalent group represented by the above formula (TA) is preferable, and a hydrogen atom or a monovalent group represented by the above formula (TA) is more preferable.

[0068] In formulas (B-4) and (B-5), D, E, and G have the same meanings as D, E, and G in formulas (A-1) to (A-13), respectively, and preferred embodiments are also the same.

[0069] In formulas (B-4) to (B-5), T Ｘ represents a monovalent group represented by the above formula (TA).

[0070] In addition, in formulas (B-1) to (B-5), R ＢＴ and T Ｘ The monovalent group represented by the formula (TA) has the same definition as the monovalent group represented by the formula (TA) explained as a preferred embodiment of the substituent T that B has in the formula (1), and preferred embodiments are also the same.

[0071] In formula (1), B is preferably a group selected from the group consisting of groups represented by formulas (B-1) to (B-3), more preferably a group represented by formula (B-1), and particularly preferably a group selected from the group consisting of groups represented by formulas (B-1-1) to (B-1-5), in terms of more excellent effects of the present invention.

[0072]

[0073] In formulas (B-1-1) to (B-1-5), T Ｘ represents a monovalent group represented by the above formula (TA). Ｘ In the monovalent group represented by formula (TA), m preferably represents 1.

[0074] The substituent S1 will be described below. (Substituent S1) The substituent S1 is a halogen atom, an alkyl group, a cycloalkyl group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an aryl group, a heterocyclic group, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, an alkoxy group, an alkoxycarbonyl group, an aryloxy group, a silyloxy group, a heterocyclic oxy group, an acyloxy group, a carbamoyloxy group, an amino group, an acylamino group, an aminocarbonylamino group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, a sulfamoylamino group, an a and a group selected from the group consisting of an alkylsulfonylamino group, an arylsulfonylamino group, a mercapto group, an alkylthio group, an arylthio group, a heterocyclic thio group, a sulfamoyl group, a sulfo group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, an acyl group, an aryloxycarbonyl group, a carbamoyl group, an aryl or heterocyclic azo group, an imido group, a phosphino group, a phosphinyl group, a phosphinyloxy group, a phosphinylamino group, and a silyl group.

[0075] Furthermore, each of the above groups may further have a substituent (for example, one or more of the above groups), if possible. For example, an alkyl group which may have a substituent is also included as one form of the substituent S1. Furthermore, when the substituent S1 has a carbon atom, the number of carbon atoms contained in the substituent S1 is, for example, 1 to 20. Furthermore, the number of atoms other than hydrogen atoms contained in the substituent S1 is, for example, 1 to 30.

[0076] In the substituent S1, examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. In the substituent S1, the number of carbon atoms in the alkyl group (linear or branched) is preferably 1 to 20, more preferably 1 to 10, and even more preferably 1 to 6. Examples of the alkyl group include a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, a t-butyl group, and an n-hexyl group. In the substituent S1, the cycloalkyl group may be either monocyclic or polycyclic. An example of an embodiment in which the cycloalkyl group is polycyclic is a bicycloalkyl group. 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.

[0077] In the substituent S1, the alkenyl group (linear or branched) preferably has 2 to 20 carbon atoms, more preferably 2 to 10 carbon atoms, and even more preferably 2 to 6 carbon atoms. In the substituent S1, the cycloalkenyl group preferably has 3 to 20 carbon atoms, more preferably 3 to 10 carbon atoms, even more preferably 6 to 10 carbon atoms, and particularly preferably 6 carbon atoms. In the substituent S1, the alkynyl group preferably has 2 to 20 carbon atoms, more preferably 2 to 10 carbon atoms, and even more preferably 2 to 6 carbon atoms.

[0078] In the substituent S1, the alkyl moiety in each of the alkoxy group, alkylthio group, alkoxycarbonyl group, alkoxycarbonylamino group, alkylsulfonylamino group, alkylsulfinyl group, and alkylsulfonyl group is preferably the same as the above-mentioned alkyl group (linear or branched).

[0079] In the Substituent S1, the hydrocarbon ring constituting the aryl group may be either a monocycle or a polycycle (for example, 2 to 6 rings). The number of ring atoms in the aryl group is preferably 5 to 15, more preferably 6 to 10, and even more preferably 6. In the Substituent S1, the aryl group moiety in each of the aryloxy group, aryloxycarbonylamino group, arylsulfonylamino group, arylthio group, arylsulfinyl group, arylsulfonyl group, aryloxycarbonyl group, and arylazo group is preferably the same as that of the above-mentioned aryl group.

[0080] In the Substituent S1, the hydrocarbon ring constituting the heterocyclic group (heteroaryl group) may be either a monocycle or a polycycle (for example, 2 to 6 rings). The heterocyclic group preferably has 5 to 15 ring atoms, more preferably 5 or 6. The heterocyclic group has 1 to 10 heteroatoms as ring atoms, for example, 1 to 3 heteroatoms, more preferably 1 or 2 heteroatoms. Examples of the heteroatom include a nitrogen atom, a sulfur atom, and an oxygen atom. In the Substituent S1, the heterocyclic group moiety in each of the heterocyclic oxy group (heteroaryloxy group), heterocyclic thio group (heteroarylthio group), and heterocyclic azo group (heteroarylazo group) preferably has the same configuration as the above-mentioned heterocyclic group (heteroaryl group).

[0081] In the substituent S1, the acyl group may be either an alkylcarbonyl group or an arylcarbonyl group. The alkyl portion of the alkylcarbonyl group preferably has the same configuration as the alkyl group (straight-chain or branched-chain) described above. The aryl group portion of the arylcarbonyl group preferably has the same configuration as the aryl group described above. In the substituent S1, the acyl group portions of the acyloxy group and the acylamino group preferably have the same configuration as the acyl group described above. Specifically, the acyloxy group may be either an alkylcarbonyloxy group or an arylcarbonyloxy group, and the acylamino group may be either an alkylcarbonylamino group or an arylcarbonylamino group.

[0082] In the substituent S1, the amino group is an unsubstituted amino group (—NH ２ ) and substituted amino groups (-NHR, or -N(R) ２ ) may be used. The substituent (R) in the substituted amino group is preferably an alkyl group or the like. The alkyl group is preferably linear or branched. The number of carbon atoms is preferably 1 to 20, more preferably 1 to 10, and even more preferably 1 to 6. Examples of the alkyl group include a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, a t-butyl group, and an n-hexyl group.

[0083] In the substituent S1, the amino group moiety in each of the acylamino group, aminocarbonylamino group, alkoxycarbonylamino group, aryloxycarbonylamino group, sulfamoylamino group, alkyl or arylsulfonylamino group, and phosphinylamino group may be either an unsubstituted amino group (-NH-) or a substituted amino group (-NR-). The substituent (R) in the substituted amino group is preferably an alkyl group or the like. The alkyl group is preferably linear or branched. The number of carbon atoms is preferably 1 to 20, more preferably 1 to 10, and even more preferably 1 to 6. Examples of the alkyl group include a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, a t-butyl group, and an n-hexyl group.

[0084] In the substituent S1, the silyl group is —Si(R) ３ A group represented by the formula (I) is preferred. Each R in the silyl group independently represents a substituent. The substituent represented by R is preferably an alkyl group or an aryl group. The alkyl group is preferably linear or branched. The number of carbon atoms is preferably 1 to 20, more preferably 1 to 10, and even more preferably 1 to 6. The aryl group is preferably the same as the aryl group described above, and a phenyl group is more preferred. In the substituent S1, the silyl group portion in the silyloxy group is preferably the same as the silyl group described above.

[0085] In the substituent S1, the imide group is a group represented by -CO-NR-CO-R or -N(-CO-R) ２ is preferred. Each R in the imide group independently represents a hydrogen atom or a substituent. The substituent represented by R is preferably an alkyl group or an aryl group. The alkyl group is preferably linear or branched. The number of carbon atoms is preferably 1 to 20, more preferably 1 to 10, and even more preferably 1 to 6. The aryl group is preferably the same as the aryl group described above, and a phenyl group is more preferred.

[0086] In formula (1), W represents a hydrogen atom or a monovalent substituent not containing a silicon atom. The monovalent substituent not containing a silicon atom represented by W is not particularly limited, and examples thereof include a halogen atom, an alkyl group, a cycloalkyl group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an aryl group, a heterocyclic group, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, an alkoxy group, an alkoxycarbonyl group, an aryloxy group, a silyloxy group, a heterocyclic oxy group, an acyloxy group, a carbamoyloxy group, an amino group, an acylamino group, an aminocarbonylamino group, an alkoxycarbonylamino group, an aryloxy ... Examples of the substituent S1 include a thiocarbonylamino group, a sulfamoylamino group, an alkylsulfonylamino group, an arylsulfonylamino group, a mercapto group, an alkylthio group, an arylthio group, a heterocyclic thio group, a sulfamoyl group, a sulfo group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, an acyl group, an aryloxycarbonyl group, a carbamoyl group, an aryl or heterocyclic azo group, an imido group, a phosphino group, a phosphinyl group, a phosphinyloxy group, and a phosphinylamino group. Specific examples of these groups include those described for the substituent S1.

[0087] Of these, W is preferably a hydrogen atom.

[0088] The specific compound is —Si—R ＡＬ The structural portion (R ＡＬ represents an alkyl group. ＡＬ The content of the structural portion represented by (hereinafter referred to as "Si-R ＡＬ The upper limit of the Si-R content is preferably 3.00% or less, more preferably less than 1.79%, and even more preferably 1.70% or less, in order to suppress aggregation of the specific compounds in a film formed from the liquid crystal composition and thereby improve the alignment of the liquid crystal compounds. ＡＬ 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, in order to further suppress the visual unevenness of the film formed from the liquid crystal composition. ＡＬThe content is calculated by the following formula (S1): Formula (S1) Si—R ＡＬ Content rate (%) = (-Si-R ＡＬ (number of structural moieties represented by the formula (2) / molecular weight of specific compound) × 100

[0089] As an example of a specific compound having the following structure, the following compound is -Si-CH ３ Since the compound has nine moieties represented by -Si-R ＡＬ The number of structural parts represented by the formula is 9.

[0090]

[0091] The lower limit of the molecular weight of the specific compound is preferably 500 or more, more preferably 700 or more, and even more preferably 1,000 or more, and the upper limit is preferably 5,000 or less, more preferably 4,000 or less, still more preferably 3,000 or less, and particularly preferably 2,000 or less.

[0092] Specific examples of the specific compound are shown below, but the specific compound is not limited to these.

[0093]

[0094]

[0095]

[0096]

[0097]

[0098]

[0099]

[0100]

[0101] The content of the specific compound in 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, relative to the mass of the total solid content of the liquid crystal composition. The specific compound may be used alone, or two or more types may be used. When two or more types of specific compounds are used, it is preferable that the total content thereof is within the above numerical range.

[0102] The specific compound can increase the tilt angle of the molecules of the liquid crystal compound at the air interface of the layer, or can substantially vertically align the liquid crystal compound. In this specification, "vertical alignment" means that the long axis of the liquid crystal compound is perpendicular to the film surface when the liquid crystal compound is a rod-shaped liquid crystal compound, and that the disc surface of the liquid crystal compound is perpendicular to the film surface when the liquid crystal compound is a discotic liquid crystal compound. However, strictly perpendicular alignment is not required, and in this specification, it means an alignment in which the tilt angle with the vertical direction of the film is less than 50 degrees.

[0103] The specific compound can be synthesized by a known method.

[0104] [Liquid Crystal Compound] The liquid crystal composition of the present invention contains a liquid crystal compound. The liquid crystal compound is not particularly limited, and any known liquid crystal compound can be used. Generally, liquid crystal compounds can be classified into rod-shaped types (rod-shaped liquid crystal compounds) and discotic types (discotic liquid crystal compounds) based on their shape. Liquid crystal compounds can also be classified into low-molecular-weight types and high-molecular-weight types. A high-molecular-weight compound generally refers to a compound with a degree of polymerization of 100 or more (Polymer Physics: Phase Transition Dynamics, Masao Doi, p. 2, Iwanami Shoten, 1992).

[0105] The liquid crystal compound may be either a rod-shaped liquid crystal compound or a discotic liquid crystal compound. The liquid crystal composition of the present invention may contain two or more rod-shaped liquid crystal compounds, two or more discotic liquid crystal compounds, or a mixture of a rod-shaped liquid crystal compound and a discotic liquid crystal compound. The liquid crystal compound preferably contains a discotic liquid crystal compound, as this provides better effects of the present invention.

[0106] As the discotic liquid crystal compound, for example, those described in paragraphs 0161 to 0171 of JP-A No. 2002-129162, paragraphs 0020 to 0067 of JP-A No. 2007-108732, paragraphs 0013 to 0108 of JP-A No. 2010-244038, and the like can be preferably used.

[0107] As the rod-shaped liquid crystal compound, azomethines, azoxy compounds, cyanobiphenyls, cyanophenyl esters, benzoic acid esters, cyclohexanecarboxylic acid phenyl esters, cyanophenylcyclohexanes, cyano-substituted phenylpyrimidines, alkoxy-substituted phenylpyrimidines, phenyldioxanes, tolanes, or alkenylcyclohexylbenzonitriles are preferably used. Liquid crystal compounds exhibiting reverse wavelength dispersion may also be used. Here, the term "liquid crystal compound having reverse wavelength dispersion" refers to a compound in which, when the in-plane retardation (Re) value or thickness direction retardation (Rth) value of a retardation film produced using the compound is measured at a specific wavelength (visible light range), the Re value or Rth value increases as the measured wavelength increases. The liquid crystal compound having reverse wavelength dispersion is not particularly limited, and conventionally known liquid crystal compounds exhibiting reverse wavelength dispersion may be used.

[0108] Specific examples of rod-shaped liquid crystal compounds are described in, for example, Makromol. Chem., Vol. 190, p. 2255 (1989), Advanced Materials 5, p. 107 (1993), U.S. Patent Nos. 4,683,327, 5,622,648, 5,770,107, WO95 / 22586, 95 / 024455, 97 / 000600, 98 / 023580, 98 / 052905, JP-A-1-272551, 6-016616, 7-110469, 11-080081, JP-T-11-513019, JP-A-2001-328973, 2005-289980, 2014-198815, and JP-A-2014-198814, etc. Two or more liquid crystal compounds may be used in combination. The use of two or more liquid crystal compounds in combination can lower the alignment temperature.

[0109] Furthermore, the liquid crystal compound may be polymerizable or non-polymerizable, but is preferably polymerizable in terms of being able to fix the liquid crystal phase. Examples of the polymerizable group include an unsaturated bond polymerizable group, an epoxy group, and an aziridinyl group, and among these, an ethylenically unsaturated bond group (such as a (meth)acryloyl group) is preferred. The number of polymerizable groups in the liquid crystal compound is, for example, preferably 1 to 6, more preferably 1 to 3, and even more preferably 2. As the liquid crystal compound, in terms of being able to fix the liquid crystal phase, a liquid crystal compound having one or more polymerizable groups is preferred, a liquid crystal compound having two or more polymerizable groups is more preferred, and a liquid crystal compound having two polymerizable groups is even more preferred.

[0110] 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, based on the mass of the total solid content in the liquid crystal composition. The upper limit is not particularly limited, but is often 99% by mass or less, and preferably 98% by mass or less.

[0111] [Chiral Dopant] The liquid crystal composition of the present invention may further contain a chiral dopant. When the liquid crystal composition of the present invention contains a chiral dopant, the liquid crystal compound can be twisted and aligned along the helical axis. This alignment state is also called cholesteric alignment. The type of chiral dopant is not particularly limited. Any of the known chiral dopants (for example, those described in "Liquid Crystal Device Handbook," edited by the 142nd Committee of the Japan Society for the Promotion of Science, Chapter 3, Section 4-3, "Chiral Dopants for TN and STN," p. 199, 1989) can be used.

[0112] The chiral agent may be a photosensitive chiral agent (hereinafter simply referred to as "chiral agent A") whose helical twisting force changes upon irradiation with light. Chiral agent A may be liquid crystalline or non-liquid crystalline. Chiral agent A generally contains an asymmetric carbon atom. Note that chiral agent A may be an axially asymmetric compound or a planar asymmetric compound that does not contain an asymmetric carbon atom. Chiral agent A may have a polymerizable group.

[0113] The chiral agent A may be a chiral agent whose helical twisting power increases or decreases upon light irradiation. Among these, a chiral agent whose helical twisting power decreases upon light irradiation is preferred. In this specification, "increase and decrease in helical twisting power" refers to an increase or decrease when the initial helical direction of the chiral agent A (before light irradiation) is defined as "positive." Therefore, even when the helical twisting power continues to decrease upon light irradiation and exceeds 0, the helical direction becomes "negative" (i.e., when a helical twist is induced in the opposite helical direction to the initial helical direction (before light irradiation)), this also falls under the category of a "chiral agent whose helical twisting power decreases."

[0114] Examples of the chiral agent A include so-called photoreactive chiral agents. A photoreactive chiral agent is a compound that has a chiral moiety and a photoreactive moiety that undergoes structural changes upon irradiation with light, and that significantly changes the twisting power of a liquid crystal compound depending on the amount of irradiation, for example. Among the chiral agents A, compounds having at least a photoisomerizable moiety are preferred, and it is more preferable that the photoisomerizable moiety has a photoisomerizable double bond. When the chiral agent has a photoisomerizable group, this is preferred because a pattern with a desired reflection wavelength corresponding to the emission wavelength can be formed by irradiating a photomask with actinic rays or the like after coating and orientation. Examples of the photoisomerizable group include an isomerizable moiety of a compound exhibiting photochromic properties, an azobenzene moiety, a cinnamoyl moiety, an α-cyanocinnamoyl moiety, a stilbene moiety, and a chalcone moiety. Specific compounds that can be used include those described in JP-A-2002-080478, JP-A-2002-080851, JP-A-2002-179668, JP-A-2002-179669, JP-A-2002-179670, JP-A-2002-179681, JP-A-2002-179682, JP-A-2002-338575, JP-A-2002-338668, JP-A-2003-313189, and JP-A-2003-313292.

[0115] The liquid crystal composition of the present invention may contain two or more types of chiral dopants A, or may contain at least one type of chiral dopants A and at least one type of chiral dopants whose helical twisting power does not change upon irradiation with light.

[0116] The content of the chiral dopant A in the liquid crystal composition is not particularly limited, but is preferably 5.0% by mass or less, more preferably 3.0% by mass or less, and even more preferably 2.0% by mass or less, relative to the total mass of the liquid crystal compound, in order to facilitate uniform alignment of the liquid crystal compound. The lower limit of the content of the chiral dopant A is not particularly limited, but is preferably 0.01% by mass or more, more preferably 0.02% by mass or more, and even more preferably 0.05% by mass or more, relative to the total mass of the liquid crystal compound.

[0117] The liquid crystal composition of the present invention may contain other polymerizable compounds having one or more polymerizable groups. The type of polymerizable group contained in the other polymerizable compounds is not particularly limited, and examples thereof include an acryloyl group, a methacryloyl group, a vinyl group, a styryl group, and an allyl group, and an acryloyl group or a methacryloyl group is preferred.

[0118] Other polymerizable compounds include non-liquid crystal polymerizable compounds. Specific examples thereof include esters of polyhydric alcohols 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), vinylbenzene and derivatives thereof, vinyl sulfone, acrylamide, and methacrylamide.

[0119] When such other polymerizable compounds are contained, the content thereof is preferably less than 50% by mass, more preferably 40% by mass or less, and still more preferably 2 to 30% by mass, relative to the mass of the liquid crystal compound (total mass of the liquid crystal compounds when a plurality of liquid crystal compounds are present).

[0120] [Polymerization Initiator] The liquid crystal composition of the present invention may contain a polymerization initiator. Polymerization reactions suitable for the present invention are thermal polymerization reactions using a thermal polymerization initiator or photopolymerization reactions using a photopolymerization initiator, with photopolymerization reactions being more preferred. Examples of photopolymerization initiators include α-carbonyl compounds (described in U.S. Patent Nos. 2,367,661 and 2,367,670), acyloin ethers (described in U.S. Patent No. 2,448,828), α-hydrocarbon-substituted aromatic acyloin compounds (described in U.S. Patent No. 2,722,512), polynuclear quinone compounds (described in U.S. Patent Nos. 3,046,127 and 2,951,758), combinations of triarylimidazole dimers and p-aminophenyl ketones (described in U.S. Patent No. 3,549,367), acridines and fluorines. Examples of such compounds include phenazine compounds (described in JP-A-60-105667 and U.S. Pat. No. 4,239,850), oxadiazole compounds (described in U.S. Pat. No. 4,212,970), acylphosphine oxide compounds (described in JP-B-63-040799, JP-B-5-029234, JP-A-10-095788, and JP-A-10-029997, etc.), and oxime ester compounds (for example, OXE-01 and OXE-02 manufactured by Omni Corporation and NCI-1919 manufactured by Adeka Corporation).

[0121] When the liquid crystal composition of the present invention contains a polymerization initiator, the content of the polymerization initiator is preferably 0.01 to 20% by mass, more preferably 0.4 to 8% by mass, based on the mass of the total solid content of the liquid crystal composition.

[0122] [Solvent] The liquid crystal composition of the present invention may contain a solvent. Among these, organic solvents are preferred. Examples of organic solvents include amides (e.g., N,N-dimethylformamide, etc.), sulfoxides (e.g., dimethyl sulfoxide, etc.), hydrocarbons (e.g., toluene and hexane, etc.), alkyl halides (e.g., chloroform and dichloromethane, etc.), esters (e.g., methyl acetate, butyl acetate, and ethyl propionate, etc.), ketones (e.g., acetone, methyl ethyl ketone, cyclohexanone, methyl isobutyl ketone, and cyclopentanone, etc.), and ethers (e.g., tetrahydrofuran and 1,2-dimethoxyethane, etc.). Among these organic solvents, esters and ketones are preferred. When the liquid crystal composition contains a solvent, the content of the solvent in the liquid crystal composition is preferably an amount that provides a solids concentration of 0.5 to 30% by mass, more preferably an amount that provides a solids concentration of 1 to 20% by mass. The liquid crystal composition may contain one solvent alone or two or more solvents. When two or more solvents are used, the total content thereof is preferably within the above range.

[0123] [Other Components] The liquid crystal composition of the present invention may contain components other than the above-mentioned components, such as an acid generator, a surfactant, a tilt angle control agent, an alignment film interface aligning agent, a plasticizer, an adhesion improver (e.g., a boronic acid monomer, etc.), and a crosslinking agent.

[0124] [Cured Product] The cured product of the present invention is obtained by polymerizing the liquid crystal composition of the present invention. The cured product of the present invention is preferably a cured product in which the alignment state of the liquid crystal compound contained in the liquid crystal composition is fixed. In a cured product in which the alignment 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 the alignment direction and alignment state of the liquid crystal compound. In a cured product in which the alignment direction of the liquid crystal compound is fixed, it is sufficient that the alignment direction of the liquid crystal compound is fixed, and the liquid crystal compound may no longer have liquid crystallinity. Examples of the cured product of the present invention include a cured product in which the alignment direction of the liquid crystal compound is in a fixed direction, and a cured product in which the alignment direction of the liquid crystal compound is twisted along the helical axis. The form of the cured product of the present invention is not particularly limited, but a film-like form is preferred.

[0125] The method for polymerizing the liquid crystal composition of the present invention may be selected depending on the components contained in the liquid crystal composition and is not particularly limited, but a method of irradiating with actinic rays is preferred, and a method of irradiating with ultraviolet rays is more preferred. A method for obtaining the cured product of the present invention and preferred embodiments of the cured product of the present invention will be described in the section on the film containing the cured product of the present invention.

[0126] [Film] The film of the present invention comprises the cured product of the present invention. The film of the present invention preferably comprises 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, and may consist of only the cured product of the present invention, or may contain other components. The film of the present invention may also contain two or more cured films. Other components that the film of the present invention may contain include an alignment film and a support. The alignment film and support are appropriately selected so that the film exhibits desired properties.

[0127] [Cured Film] In the film of the present invention, the cured film contains a component derived from a liquid crystal compound, and as described above, the film exhibits optical properties derived from the liquid crystal compound. When the alignment direction of the liquid crystal compound is in a fixed direction, the film of the present invention often exhibits optical anisotropy. The alignment direction of the liquid crystal compound is typically perpendicular to the in-plane direction of the cured film. The film of the present invention may be, for example, a negative A plate or a positive C plate.

[0128] Here, a negative A plate (negative C plate) and a positive C plate (positive C plate) are defined as follows. When the refractive index in the in-plane slow axis direction (the direction in which the in-plane refractive index is greatest) of the film is nx, the refractive index in the direction perpendicular to the in-plane slow axis is ny, and the refractive index in the thickness direction is nz, a negative A plate (negative C plate) satisfies the relationship of formula (A), and a positive C plate satisfies the relationship of formula (C). Both the negative A plate and the positive C plate exhibit negative Rth values. Formula (A) ny<nx≒nz Formula (C) nz>nx≒ny Note that the above "≒" encompasses not only the case where both are completely identical, but also the case where both are substantially identical. In the case of a negative A plate, "substantially the same" refers to, for example, "nx≒nz" when (nx-nz)×d (where d is the film thickness) is -10 to 10 nm, preferably -5 to 5 nm. In the case of a positive C plate, for example, a case where (nx-ny) x d (where d is the film thickness) is 0 to 10 nm, preferably 0 to 5 nm, is also included in "nx ≒ ny." Rth refers to a value expressed by Rth = ((nx + ny) / 2 - nz) x d, and is also called out-of-plane retardation. Hereinafter, Re may refer to a value expressed by Re = (nx-ny) x d. Re is also called in-plane retardation.

[0129] The Re and Rth may be appropriately adjusted depending on the intended use of the film of the present invention, and can be adjusted by the thickness of the cured film and the type of liquid crystal compound contained therein.

[0130] In the cured film of the present invention, when the orientation direction of the liquid crystal compound is twisted along the helical axis (particularly when a cholesteric liquid crystal phase is fixed), the film of the present invention may exhibit optical anisotropy derived from the liquid crystal compound and may reflect electromagnetic waves in a specific wavelength range. When the film of the present invention exhibits 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 the other surface) can be adjusted according to the purpose. When the film of the present invention is to reflect electromagnetic waves in a specific wavelength range, the wavelength range of the reflected electromagnetic waves can be adjusted by adjusting the pitch of the helical structure of the twisted orientation (cholesteric orientation). The wavelength range of the reflected electromagnetic waves may be, for example, the infrared light range (wavelength 750 nm to 1000 μm, preferably 750 nm to 10 μm) or the visible light range (wavelength 400 to 750 nm). The central wavelength of the reflected light can be determined as follows. When the transmission spectrum of the film of the present invention is measured from the normal direction of the film using a spectrophotometer UV3150 (Shimadzu Corporation), a spectrum having a peak where the transmittance decreases in the region near the center wavelength λ is obtained. Of the two wavelengths where the transmittance is half the value of the largest peak, the value of the wavelength on the shorter wavelength side is λ ｌ (nm), and the wavelength on the long wavelength side is λ ｈ (nm), the central wavelength λ of the reflected light is calculated by the following formula: λ = (λ ｌ +λ ｈ ) / 2

[0131] The reflectance of the film of the present invention at the center wavelength λ is preferably 40% or more, more preferably 45% or more, still more preferably 47% or more, and particularly preferably 49% or more. The upper limit of the reflectance is 50% or less.

[0132] The pitch of the helical structure varies depending on the type and concentration of the chiral agent added to the liquid crystal composition, and a desired pitch alignment state can be obtained by adjusting one or more of the above. The helical direction and pitch can be measured using the methods described in "Introduction to Liquid Crystal Chemistry Experiments" (edited by the Japanese Liquid Crystal Society, Sigma Publishing, 2007, p. 46) and "Liquid Crystal Handbook" (Liquid Crystal Handbook Editorial Committee, Maruzen, p. 196).

[0133] The thickness of the cured film can be adjusted appropriately, but is preferably 0.1 to 50 μm, more preferably 0.3 to 20 μm, and even more preferably 1 to 10 μm.

[0134] [Support] The support is preferably a transparent support. Examples of transparent supports include glass plates and polymer films, with polymer films being preferred. A transparent support means that the support has a light transmittance of 80% or more. An optically isotropic polymer film is generally used as the transparent support. Specifically, optical isotropy means that the in-plane retardation (Re) at a wavelength of 550 nm is preferably less than 10 nm, more preferably less than 5 nm. Furthermore, in an optically isotropic transparent support, the retardation in the thickness direction (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 the retardation in the thickness direction (Rth) of the transparent support are each defined by the following formula: 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.

[0135] An optically anisotropic polymer film may be used as the transparent support. In such cases, the transparent support preferably has optical uniaxiality or optical biaxiality. In the case of an optically uniaxial support, it may be optically positive (the refractive index in the optical axis direction is larger than the refractive index in the direction perpendicular to the optical axis) or negative (the refractive index in the optical axis direction is smaller than the refractive index in the direction perpendicular to the optical axis). In the case of an optically biaxial support, the refractive indices nx, ny, and nz in the above formula are all different values ​​(nx ≠ ny ≠ nz). The in-plane retardation (Re) at a wavelength of 550 nm of an optically anisotropic transparent support is preferably 10 to 1,000 nm, more preferably 15 to 300 nm, and even more preferably 20 to 200 nm. The retardation (Rth) in the thickness direction of the optically anisotropic transparent support at a wavelength of 550 nm is preferably from 10 to 1,000 nm, more preferably from 15 to 300 nm, and even more preferably from 20 to 200 nm.

[0136] The material for forming the transparent support is determined depending on whether the support is an optically isotropic support or an optically anisotropic support. In the case of an optically isotropic support, glass or cellulose ester is generally used. In the case of an optically anisotropic support, a synthetic polymer (e.g., polycarbonate, polysulfone, polyethersulfone, polyacrylate, polymethacrylate, and norbornene resin) is generally used.

[0137] The thickness of the transparent support is preferably 10 to 500 μm, more preferably 50 to 200 μm. To improve adhesion between the transparent support and layers (e.g., adhesive layer, alignment film, and cured film) formed thereon, the transparent support may be subjected to a surface treatment (e.g., glow discharge treatment, corona discharge treatment, ultraviolet (UV) treatment, and flame treatment). An ultraviolet absorber may also be added to the transparent support. An adhesive layer (undercoat layer) may also be formed on the transparent support. The adhesive layer is described in JP-A-7-333433. The thickness of the adhesive layer is preferably 0.1 to 2 μm, more preferably 0.2 to 1 μm. The transparent support may be peeled off after the film is formed.

[0138] [Film Manufacturing Method] Examples of methods for obtaining the film of the present invention include a method in which the liquid crystal composition of the present invention is applied to a support to form a coating film, the solvent contained in the coating film is removed as needed, an alignment treatment is performed as needed to align the liquid crystal compound contained in the coating film, and a polymerization treatment is performed to fix the alignment direction of the liquid crystal compound contained in the coating film, thereby forming a cured film.

[0139] The method for applying the liquid crystal composition is not particularly limited, and can be carried out by a known method (for example, extrusion coating, direct gravure coating, reverse gravure coating, die coating, bar coating, etc.).

[0140] The alignment treatment is not particularly limited, and examples thereof include a method of applying an electric field to the coating film and a method of heating the coating film, with the method of heating the coating film being preferred. The heating temperature may be selected depending on the type of liquid crystal compound contained. The alignment treatment may be carried out simultaneously with the removal of the solvent. When heating is carried out as the alignment treatment, it is also preferable to maintain the temperature lower than that of the alignment treatment in order to stabilize the alignment direction of the liquid crystal compound.

[0141] The polymerization treatment is not particularly limited, but a method of irradiating ultraviolet rays is preferred. It is also preferable to carry out ultraviolet irradiation in an environment with a low oxygen concentration. In this specification, "ultraviolet rays" refers to electromagnetic waves mainly containing electromagnetic waves with wavelengths of 200 to 400 nm, and preferably mainly containing electromagnetic waves with wavelengths of 300 to 400 nm. The light source of ultraviolet rays is not particularly limited, and known light sources can be used, and ultraviolet rays containing any wavelength range may be irradiated using a filter or the like. Examples of ultraviolet light sources include high-pressure mercury lamps, metal halide lamps, and light-emitting diodes (LEDs). The irradiation energy is 5 mJ / cm. ２ ~100 J / cm ２ is preferred, and 30 to 600 mJ / cm ２ More preferably, 100 to 400 mJ / cm ２ In order to promote the photopolymerization reaction, the photoirradiation may be carried out under heated conditions.

[0142] When the film of the present invention has two or more cured film layers, the film of the present invention may be obtained by laminating separately prepared cured films or laminates containing cured films, or by preparing another cured film on a prepared cured film to obtain the film of the present invention. Examples of a method for preparing another cured film on a prepared cured film include the method of applying the liquid crystal composition of the present invention to a support in the above procedure to form a first cured film, applying the liquid crystal composition of the present invention to the first cured film to form a coating film, and then obtaining a second cured film by the above-mentioned method. Furthermore, a third cured film or the like may be prepared on the prepared second cured film by the same method.

[0143] The cured film of the present invention may be formed on an alignment film. The alignment film can be formed by means of rubbing an organic compound (preferably a polymer), oblique vapor deposition of an inorganic compound, formation of a layer with microgrooves, or deposition of an organic compound (e.g., ω-tricosanoic acid, dioctadecylmethylammonium chloride, methyl stearate, etc.) using the Langmuir-Blodgett method (LB film). Furthermore, alignment films that exhibit alignment function upon application of an electric field, a magnetic field, or light irradiation are also known. Among these, photoalignment films that exhibit alignment function upon light irradiation are preferred. Rubbing is performed by rubbing the surface of the polymer layer several times in a specific direction with paper or cloth. The type of polymer used in the alignment film is determined based on the desired orientation (particularly the average tilt angle) of the liquid crystal compound. To facilitate vertical alignment of the liquid crystal compound (average tilt angle: 50 to 90°), it is preferable to use a polymer that reduces the surface energy of the alignment film. To reduce the surface energy of the alignment film, it is preferable to introduce a hydrocarbon group having 10 to 100 carbon atoms into the side chain of the polymer.

[0144] Specific types of polymers are described in literature on optical compensation sheets using liquid crystal molecules that correspond to various display modes. The thickness of the alignment film is preferably 0.01 to 5 μm, more preferably 0.05 to 1 μm. The alignment film may be used to align the liquid crystal compound in the coating film, and then the coating film may be transferred onto a transparent support. The liquid crystal compound that has been fixed in an aligned state can maintain the aligned state even without an alignment film.

[0145] [Uses of Film] The film of the present invention can be used for various purposes depending on its optical properties. For example, the film of the present invention can be used as a retardation plate. It is also preferable that the Re of the retardation plate at a specific wavelength is about 1 / 4 of the specific wavelength, and such a retardation plate is also called a λ / 4 plate. When used together with a linear polarizer, the λ / 4 plate exhibits the function of a circular polarizing plate, converting unpolarized light into circularly polarized light. The film of the present invention can also be used as a retardation adjustment film. The retardation adjustment film is preferably used in a laminate in which it is laminated with other optical layers, and it is more preferable to adjust the Rth of the entire laminate. By adjusting the Rth of the entire laminate, the retardation of light in a direction inclined from the plane perpendicular to the laminate can be adjusted, thereby improving the display performance of, for example, an image display device.

[0146] The film of the present invention can also be used as a reflective layer. The reflective layer preferably functions as a circularly polarized light selective reflective layer that selectively reflects either right-handed or left-handed circularly polarized light and transmits the other sense of circularly polarized light.

[0147] In this specification, the term "sense" in reference to circularly polarized light means right-handed or left-handed circularly polarized light. The sense of circularly polarized light is defined as follows: when viewed as if the light is traveling toward the user, if the tip of the electric field vector rotates clockwise as time increases, it is right-handed circularly polarized light; and if it rotates counterclockwise, it is left-handed circularly polarized light. In this specification, the term "sense" is also used to refer to the twist direction of the cholesteric oriented helix. Selective reflection by a cholesterically oriented liquid crystal compound reflects right-handed circularly polarized light and transmits left-handed circularly polarized light when the twist direction (sense) of the cholesteric oriented helix is ​​right-handed, and reflects left-handed circularly polarized light and transmits right-handed circularly polarized light when the sense is left-handed.

[0148] The reflective layer is preferably used as a reflective layer in an image display device having a reciprocating optical system that reflects light back and forth between the reflective layer and a half mirror. The image display device may be a head-mounted display, and the head-mounted display may be a virtual reality display device. The reflective layer may also be used as a screen and half mirror for projected image display. When the film of the present invention is used as a reflective layer, it is also preferable that the film of the present invention has two or more cured films. It is also preferable that the center wavelengths of reflected light in the two or more cured films are different. By having the center wavelengths of reflected light in the two or more cured films be different, it is possible to make the film function as a reflective layer, for example, across the entire visible light range. For example, by preparing cured films each having an apparent center wavelength of selective reflection in the red light wavelength range, the green light wavelength range, and the blue light wavelength range, and laminating them, a projection image display component capable of displaying full-color projected images can be produced.

[0149] Furthermore, for example, by configuring the projection image display member to be transparent to light in the visible light region, it can be used as a half mirror for projecting images in a head-up display. The projection image display half mirror can visibly display an image projected from a projector, and when the projection image display half mirror is viewed from the same side where the image is displayed, information or scenery on the opposite side can be simultaneously viewed.

[0150] Furthermore, by controlling the film of the present invention so that it exhibits selective reflection properties in the infrared wavelength region, it can be used as a heat-shielding film or an infrared-cut filter for sensors. Furthermore, the reflective layer can be used for various applications, such as components of optical elements, such as polarizing elements, reflective films, antireflection films, viewing angle compensation films, holography, and alignment films.

[0151] [Compound] The compound of the present invention is the same as the specific compound contained in the liquid crystal composition of the present invention described above, and preferred embodiments are also the same.

[0152] The present invention will be described in more detail below with reference to the following examples. The materials, amounts used, ratios, processing details, processing procedures, etc. shown in the following examples can be changed as appropriate without departing from the spirit of the present invention. Therefore, the scope of the present invention should not be interpreted solely based on the following examples.

[0153] [Evaluation Compounds] The specific compounds (compounds A-1 to A-10) and comparative compounds (compounds C-1 to C-2) used in the Examples are shown below.

[0154] Compound C-1

[0155] Compound C-2

[0156]

[0157]

[0158]

[0159]

[0160]

[0161] [Synthesis Example] [Synthesis of Compound (A-3)] Compound (A-3) was synthesized according to the following procedure.

[0162]

[0163] <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 resulting reaction liquid, followed by separation and removal of the aqueous layer. The organic layer was then dried over anhydrous magnesium sulfate. After drying, the anhydrous magnesium sulfate was filtered off, and the filtrate was concentrated to obtain 54.8 g of Compound (S-1-a) as a colorless oil.

[0164] <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 stirred at room temperature for 3 hours. After stirring, 500 mL of ethyl acetate was added to the resulting reaction solution, and insoluble matter was filtered off. The filtrate was then washed with 1 N aqueous hydrochloric acid and 10% saline, and then dried over anhydrous magnesium sulfate. After drying, the anhydrous magnesium sulfate was filtered off, and the filtrate was concentrated to obtain a crude product as a light brown oil. The crude product was purified by silica gel column chromatography (gradient from hexane alone to hexane / ethyl acetate = 93 / 7) to obtain 8.6 g of Compound (S-1-b) as a colorless oil.

[0165] 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 sodium chlorite solution (1.4 g of sodium chlorite dissolved in 3.5 mL of water) were added dropwise, successively, and the mixture was stirred at 40°C for 1 hour. After stirring, the aqueous layer was removed from the reaction solution, and the organic layer was washed with a 5% aqueous sodium sulfite solution and 10% saline solution and then dried over anhydrous sodium sulfate. After drying, the anhydrous sodium sulfate was filtered off, and the filtrate was concentrated to obtain 8.0 g of compound (S-1-c) as a white solid.

[0166] <Synthesis of Compound (D-1)> Under a nitrogen stream, 6.0 g of 4-phenylbenzoyl chloride, 30.5 g of methyl gentisate, and 68 mL of butyl acetate were placed in a 200 mL three-necked flask, and the mixture was heated to 110°C to completely dissolve the solution. 108 μL of methanesulfonic acid was added to the contents of the three-necked flask, and the mixture was allowed to react at 110°C for 2 hours. After the reaction, the liquid temperature was cooled to 50°C or below, and after cooling, 120 mL of methanol was added, and the liquid temperature was cooled to 20°C to precipitate a solid. The precipitated solid was collected by filtration, washed with 100 mL of methanol, and air-dried overnight to obtain 5.7 g of compound (D-1) as a white solid (yield 62%).

[0167] <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, and 0.43 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 60 μL of 1-methylimidazole were added thereto and stirred at room temperature for 1 hour. After stirring, the reaction solution was purified by silica gel column chromatography (gradient from hexane alone to hexane / ethyl acetate = 95 / 5), yielding 0.81 g of compound (A-3) as a white solid. The results of MALDI-MS measurement of the obtained compound (A-3) are shown below. 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%), 1160.40 (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%)

[0168] [Synthesis of Compound (A-1)] Compound (A-1) was synthesized according to the following procedure.

[0169]

[0170] <Synthesis of Compound (S-2-b)> Compound (S-2-b) was synthesized in accordance with <Synthesis of Compound (S-1-b)> described in the upper part, to obtain compound (S-2-b) in a yield of 71%.

[0171] <Synthesis of Compound (S-2-c)> Compound (S-2-c) was synthesized in accordance with <Synthesis of Compound (S-1-c)> described in the upper part, to obtain compound (S-2-c) in a yield of 97%.

[0172] <Synthesis of Compound (A-1)> Compound (A-1) was obtained in a yield of 76% by synthesis in accordance with the <Synthesis of Compound (A-3)> described in the upper part. The MALDI-MS measurement results of the obtained compound (A-1) are shown below. m / z: 804.26 (100.0%), 805.27 (44.2%), 806.27 (20.6%), 805.26 (20.3%), 806.26 (14.9%), 807.26 (7.9%), 807.27 (5.3%), 808.27 (2.1%), 808.26 (1.9%)

[0173] [Synthesis of Compound (A-2)] Compound (A-2) was synthesized according to the following procedure.

[0174]

[0175] <Synthesis of Compound (S-3-b)> Compound (S-3-b) was synthesized in accordance with <Synthesis of Compound (S-1-b)> described in the upper part, to obtain compound (S-3-b) in a yield of 67%.

[0176] <Synthesis of Compound (S-3-c)> Compound (S-3-c) was synthesized in accordance with <Synthesis of Compound (S-1-c)> described in the upper part, to obtain compound (S-3-c) in a yield of 94%.

[0177] <Synthesis of Compound (A-2)> Compound (A-2) was synthesized in accordance with the <Synthesis of Compound (A-3)> described above in the upper part, and was obtained in a yield of 70%. The MALDI-MS measurement results of the obtained compound (A-2) are shown below. m / z: 1204.58 (100.0%), 1205.59 (68.7%), 1206.59 (46.6%), 1205.58 (30.5%), 1206.58 (24.0%), 1207.58 (18.9%), 1207.59 (17.3%), 1208.59 (8.5%), 1208.58 (6.1%), 1209.59 (3.1%), 1209.58 (2.0%)

[0178] [Synthesis of Compound (A-4)] Compound (A-4) was synthesized according to the following procedure.

[0179]

[0180] <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 thereto, and the mixture was stirred at 5°C or below for 2 hours. 100 mL of methanol was added to the reaction solution, and the mixture was stirred for 5 minutes. The precipitated solid was collected by filtration and washed with methanol. The obtained solid was dried under reduced pressure, yielding 3.28 g of compound (D-2-a) as a white solid.

[0181] <Synthesis of Compound (D-2-b)> Compound (D-2-b) was synthesized in accordance with <Synthesis of Compound (S-1-c)> described in the upper part, to obtain compound (D-2-b) in a yield of 91%.

[0182] <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 solution was cooled to room temperature, and 300 mL of ethyl acetate and 150 mL of 1 N aqueous hydrochloric acid were added. After stirring, the organic layer was separated. The organic layer was washed twice with 100 mL of 10% brine and dried over anhydrous sodium sulfate. The desiccant was filtered off, and the organic layer was concentrated to obtain a crude product as a brown oil. The obtained crude product was purified by silica gel chromatography (hexane / ethyl acetate = 95 / 5), and 6.7 g of compound (S-4-b) was obtained as a colorless oil.

[0183] <Synthesis of Compound (S-4-c)> 6.00 g of compound (S-4-b) was dissolved in 30 mL of tetrahydrofuran, and the mixture was purged with nitrogen. 1.35 g of 10% palladium carbon was added thereto, and the atmosphere was purged with hydrogen and stirred at room temperature for 1 hour. The reaction solution was filtered through Celite, and the filtrate was concentrated under reduced pressure to obtain 5.2 g of compound (S-4-c) as a colorless oil.

[0184] <Synthesis of Compound (A-4)> Compound (A-4) was synthesized in accordance with the <Synthesis of Compound (A-3)> described above in the upper part, and was obtained in a yield of 76%. The results of MALDI-MS measurement of the obtained compound (A-4) are shown below. 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%)

[0185] [Synthesis of Compound (A-5)] Compound (A-5) was synthesized according to the following procedure.

[0186]

[0187] <Synthesis of Compound (S-5-b)> Compound (S-5-b) was synthesized in accordance with <Synthesis of Compound (S-1-b)> described in the upper part, to obtain compound (S-5-b) in a yield of 52%.

[0188] <Synthesis of Compound (S-5-c)> Compound (S-5-c) was synthesized in accordance with <Synthesis of Compound (S-1-c)> described in the upper part, to obtain compound (S-5-c) in a yield of 94%.

[0189] <Synthesis of Compound (A-5)> Compound (A-5) was synthesized in accordance with the <Synthesis of Compound (A-3)> described above in the upper part, and was obtained in a yield of 72%. The results of MALDI-MS measurement of the obtained compound (A-5) are shown below. 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%), 1513.53 (3.5%), 1514.55 (2.1%), 1515.54 (2.1%), 1514.53 (1.4%), 1509.55 (1.0%)

[0190] [Synthesis of Compound (A-6)] Compound (A-6) was synthesized according to the following procedure.

[0191]

[0192] <Synthesis of Compound (S-6-b)> Compound (S-6-b) was synthesized in accordance with <Synthesis of Compound (S-1-b)> described in the upper part, to obtain compound (S-6-b) in a yield of 73%.

[0193] <Synthesis of Compound (S-6-c)> Compound (S-6-c) was synthesized in accordance with <Synthesis of Compound (S-1-c)> described in the upper part, to obtain compound (S-6-c) in a yield of 96%.

[0194] <Synthesis of Compound (A-6)> Compound (A-6) was obtained in a yield of 78% by synthesis in accordance with the <Synthesis of Compound (A-3)> described above in the upper section. The MALDI-MS measurement results of the obtained compound (A-6) are shown below. m / z: 1008.36 (100.0%), 1009.37 (53.2%), 1010.37 (32.5%), 1009.36 (30.5%), 1010.36 (24.0%), 1011.36 (15.9%), 1011.37 (10.8%), 1012.37 (5.5%), 1012.36 (4.9%), 1013.37 (1.7%), 1013.36 (1.7%)

[0195] [Synthesis of Compound (A-7)] Compound (A-7) was synthesized according to the following procedure.

[0196]

[0197] <Synthesis of Compound (S-7-b)> Compound (S-7-b) was synthesized in accordance with <Synthesis of Compound (S-4-b)> described in the upper part, to obtain compound (S-7-b) in a yield of 89%.

[0198] <Synthesis of Compound (S-7-c)> Compound (S-7-c) was synthesized in accordance with <Synthesis of Compound (S-1-c)> described in the upper part, to obtain compound (S-7-c) in a yield of 92%.

[0199] <Synthesis of Compound (A-7)> Compound (A-7) was synthesized in accordance with the <Synthesis of Compound (A-3)> described above in the upper part, and obtained in a yield of 71%. The results of MALDI-MS measurement of the obtained compound (A-7) are shown below. m / z: 1351.39 (100.0%), 1350.39 (86.2%), 1352.39 (76.1%), 1353.39 (46.5%), 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%)

[0200] [Synthesis of Compound (A-8)] Compound (A-8) was synthesized according to the following procedure.

[0201]

[0202] <Synthesis of Compound (S-8-b)> Compound (S-8-b) was synthesized in accordance with <Synthesis of Compound (S-4-b)> described in the upper part, to obtain compound (S-8-b) in a yield of 83%.

[0203] <Synthesis of Compound (S-8-c)> Compound (S-8-c) was synthesized in accordance with <Synthesis of Compound (S-1-c)> described in the upper part, to obtain compound (S-8-c) in a yield of 90%.

[0204] <Synthesis of Compound (A-8)> Compound (A-8) was obtained in a yield of 78% by synthesis in accordance with the <Synthesis of Compound (A-3)> described above in the upper part. The results of MALDI-MS measurement of the obtained compound (A-8) are shown below. 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%)

[0205] [Synthesis of Compound (A-9)] Compound (A-9) was synthesized according to the following procedure.

[0206]

[0207] <Synthesis of Compound (S-9-b)> Compound (S-9-b) was synthesized in accordance with <Synthesis of Compound (S-4-b)> described in the upper part, to obtain compound (S-9-b) in a yield of 80%.

[0208] <Synthesis of Compound (S-9-c)> Compound (S-9-c) was synthesized in accordance with <Synthesis of Compound (S-4-c)> described in the upper part, to obtain compound (S-9-c) in a yield of 95%.

[0209] <Synthesis of Compound (A-9)> Compound (A-9) was obtained in a yield of 71% by synthesis in accordance with the <Synthesis of Compound (A-3)> described above in the upper part. The results of MALDI-MS measurement of the obtained compound (A-9) are shown below. m / z: 1448.48 (100.0%), 1450.48 (97.4%), 1449.49 (67.9%), 1451.48 (63.8%), 1449.48 (60.9%), 1452.48 (32.0%), 1450.49 (27.3%), 1451.49 (23.6%), 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%)

[0210] [Synthesis of Compound (A-10)] Compound (A-10) was synthesized according to the following procedure.

[0211]

[0212] <Synthesis of Compound (D-3-a)> Compound (D-3-a) was synthesized in accordance with <Synthesis of Compound (D-2-a)> described in the upper part, to obtain compound (D-3-a) in a yield of 85%.

[0213] <Synthesis of Compound (D-3-b)> Compound (D-3-b) was synthesized in accordance with <Synthesis of Compound (D-2-b)> described in the upper part, to obtain compound (D-3-b) in a yield of 88%.

[0214] <Synthesis of Compound (D-3-c)> Compound (D-3-c) was synthesized in accordance with <Synthesis of Compound (D-2-a)> described in the upper part, to obtain compound (D-3-c) in a yield of 68%.

[0215] <Synthesis of Compound (D-3-d)> Compound (D-3-d) was synthesized in accordance with <Synthesis of Compound (D-2-b)> described in the upper part, to obtain compound (D-3-d) in a yield of 80%.

[0216] <Synthesis of Compound (A-10)> Compound (A-10) was obtained in a yield of 75% by synthesis in accordance with the <Synthesis of Compound (A-3)> described above in the upper part. The results of MALDI-MS measurement of the obtained compound (A-10) are shown below. 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%)

[0217] Example 1 Preparation of Liquid Crystal Composition 1 Liquid crystal composition 1 having the following composition was prepared using compound A-1. ------------------------------------------------ Liquid Crystal Composition 1 ---------------------------------------------------------------- 80 parts by mass of polymerizable discotic liquid crystal compound M4 described below 20 parts by mass of polymerizable discotic liquid crystal compound M5 described below 0.55 parts by mass of alignment film interface aligning agent 1 described below IRGACURE 819 (manufactured by BASF) 3 parts by mass Liquid crystal alignment promoter (compound A-1) 0.50 parts by mass Methyl ethyl ketone (MEK) Amount to give a solids concentration of 33% by mass ------------------------------------------------

[0218] --Polymerizable discotic liquid crystal compound M4--

[0219] --Polymerizable discotic liquid crystal compound M5--

[0220] --Alignment film interface alignment agent 1--

[0221] [Preparation and Evaluation of Optical Film] <Preparation of Optical Film> 50 μL of liquid crystal composition 1 was measured using a micropipette, dropped onto a glass sheet with an alignment film (PVA-103), and spin-coated to form a coating film. The resulting coating film was subjected to a heat treatment at 110° C. for 2 minutes, and then allowed to cool for 1 minute. Next, the coating film after the cooling treatment was irradiated with ultraviolet light (ultraviolet light intensity: 500 mJ / cm) in a nitrogen atmosphere. ２ The coating film was cured by heating at 2000° C. for 1 hour. The thickness of the resulting cured film (optical film) was about 1.1 μm.

[0222] <Evaluation of Optical Film> (Evaluation of Orientation) The orientation of the obtained cured film (optical film) was observed with an optical microscope and evaluated according to the following criteria: "A": No orientation defects "B": Slight orientation defects "C": Many orientation defects

[0223] (Evaluation of Visible Unevenness) The obtained cured film (optical film) was visually observed and evaluated according to the following criteria: "A": No visible unevenness; "B": Slight visible unevenness; "C": Much visible unevenness.

[0224] [Examples 2 to 10, Comparative Examples 1 and 2] Cured films (optical films) of Examples 2 to 10 and Comparative Examples 1 and 2 were produced in the same manner as in Example 1, except that compound A-1 was changed to a liquid crystal alignment promoter (compounds A-2 to A-10, C-1 to C-2) shown in Table 1. Furthermore, evaluations were carried out in the same manner as in Example 1 using the obtained cured films.

[0225] Example 11 A cured film (optical film) of Example 11 was produced using the same procedure as in Example 1, except that liquid crystal composition 1 was changed to liquid crystal composition 2. The obtained cured film was also evaluated using the same procedure as in Example 1. <Preparation of Liquid Crystal Composition 2> Liquid crystal composition 2 having the following composition was prepared using compound A-4. ------------------------------------------------ Liquid Crystal Composition 2 ---------------------------------------------------------------- Polymerizable rod-shaped liquid crystal compound M6 (described below) 100 parts by mass Alignment film interface aligning agent 1 0.55 parts by mass IRGACURE 819 (manufactured by BASF) 3 parts by mass Liquid crystal alignment promoter (compound A-4) 0.50 parts by mass Methyl ethyl ketone (MEK) Amount to give a solids concentration of 33% by mass ----------------------------------------------------------------

[0226] -Polymerizable rod-shaped liquid crystal compound M6 (mixture shown below)-

[0227] Example 12 A cured film (optical film) of Example 12 was produced in the same manner as in Example 1, except that liquid crystal composition 1 was changed to liquid crystal composition 3. The obtained cured film was used to carry out evaluation in the same manner as in Example 1. <Preparation of Liquid Crystal Composition 3> Liquid crystal composition 3 having the following composition was prepared using compound A-4.

[0228] ------------------------------------------------ Liquid Crystal Composition 3 -------------------------------------------------- Discotic liquid crystal compound (M4) 80 parts by mass Discotic liquid crystal compound (M5) 20 parts by mass Polymerizable monomer E1 4 parts by mass Liquid crystal alignment promoter (compound A-4) 0.06 parts by mass Photopolymerization initiator (Irgacure 907, manufactured by BASF) 3 parts by mass Pyridinium salt A 0.1 parts by mass Boronic acid monomer A 3 parts by mass Chiral agent A 4.00 parts by mass Methyl ethyl ketone 151 parts by mass Cyclohexanone 37 parts by mass --------------------------------------------------

[0229] Discotic liquid crystal compound (M4)

[0230] Discotic liquid crystal compound (M5)

[0231] Polymerizable Monomer E1

[0232]

[0233] Pyridinium salt A

[0234] Boronic Acid Monomer A

[0235] Chiral agent A

[0236] Table 1 is shown below. In the table, "Si-R ＡＬ The definition of "content rate" is as described above.

[0237]

[0238] From the results in Table 1, it was confirmed that the liquid crystal compositions of the examples were capable of forming films with excellent alignment of the liquid crystal compound and little visual unevenness. ＡＬ It was confirmed that when the content was less than 1.79%, the alignment of the liquid crystal compound was more excellent. ＡＬ It was confirmed that when the content was more than 1.12%, the visual unevenness was further suppressed. Furthermore, a comparison between Example 4 and Example 11 confirmed that when the liquid crystal compound was a discotic liquid crystal compound, the visual unevenness was 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 formula (1), A １ ~A ３ each independently represents a divalent aromatic ring group or a divalent aliphatic ring group. Z １ ~Z ３ each independently represents a single bond or a divalent linking group. n1 represents an integer of 0 or more. B represents a monovalent aromatic ring group in which one or more monovalent substituents T having a siloxane structure containing three or more silicon atoms are substituted. W represents a hydrogen atom or a monovalent substituent containing no silicon atom. When n1 represents an integer of 2 or more, a plurality of Z ３ with each other and a plurality of A ３ with each other may be the same 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. However, in the hydrocarbon group, at least one -CH ２ - is -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO ２ It may be substituted with -, and at least one -CH ２ CH ２ The - 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<. m represents an integer of 1 or more. X represents a monovalent group selected from the group consisting of groups represented by formulas (C-1) to (C-3). Note that if m is an integer of 2 or more, multiple Xs may be the same or different from one another. 【Chemistry 1】 【Chemistry 2】 In formula (C-1), R Ｃ１ ~R Ｃ３ Each of these independently represents an alkyl group having 1 to 10 carbon atoms. 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 these 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 independently represents an alkyl group having 1 to 10 carbon atoms or a monovalent group represented by the formula (C-1X). Note that there are multiple R groups in the formula (C-1). Ｃ１ Multiple Rs exist Ｃ２ R, both with other Rs and with multiple Rs. Ｃ３ The elements may be identical or different from each other. In equation (C-2), there may be multiple R's. Ｃ５ R with other Rs and multiple Rs with other Rs. Ｃ６ These elements may be identical or different from one another. In equation (C-3), there are multiple R's. Ｃ７ Multiple Rs exist Ｃ８ R, both with other Rs and with multiple Rs. Ｃ９ The terms may be identical or different from each other. In equation (C-1X), R Ｃ１０ ~R Ｃ１２ Each of these independently represents an alkyl group having 1 to 10 carbon atoms. l represents an integer from 0 to 20. Note that there are multiple R in formula (C-1X). Ｃ１０ Multiple Rs exist Ｃ１１ R, both with other Rs and with multiple Rs. Ｃ１２ The individuals may be identical or different from one another.

3. The liquid crystal composition according to claim 2, wherein B represents a monovalent group selected from the group consisting of groups represented by formulas (B-1) to (B-5). 【Transformation 3】 In equations (B-1) to (B-3), Y is independently of CR. Ｂ１ Or it represents a nitrogen atom. R Ｂ１ Each of these independently represents a hydrogen atom or a substituent. However, in each of formulas (B-1) to (B-3), at least one of Y is CR. ＢＴ Represents R ＢＴ This represents a monovalent group represented by the formula (TA) above. In equations (B-4) to (B-5), D is independently CR Ａ１ Alternatively, it represents a nitrogen atom. E is CR Ａ２ R Ａ３ , NR Ａ４ , represents an oxygen atom or a sulfur atom. G is CR Ａ５ R Ａ６ , NR Ａ７ R represents a sulfur atom or an oxygen atom. Ａ１ ~R Ａ７ Each of these independently represents a hydrogen atom or a substituent. Ｘ This represents a monovalent group represented by the formula (TA) above.

4. In the above formulas (B-1) to (B-5), R ＢＴ and T Ｘ In the monovalent group represented by the formula (TA) above, m represents 1, and L represents at least one -CH ２ - is -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO ２ The liquid crystal composition according to claim 3, representing a chain-like alkylene group having 1 to 4 carbon atoms, which may be substituted with a negative sign.

5. The liquid crystal composition according to claim 3, wherein each of the B independently represents a monovalent group selected from the group consisting of groups represented by formulas (B-1-1) to (B-1-5). 【Chemistry 4】 In formulas (B-1-1) to (B-1-5), T Ｘ m represents a monovalent group represented by the formula (TA), and in the formula (TA), m represents 1.

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

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

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

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

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

11. A １ ~A ３ The liquid crystal composition according to claim 1 or 2, wherein each independently represents a divalent group selected from the group consisting of groups represented by formulas (A-1) to (A-14). 【Transformation 5】 In equations (A-1) to (A-14), D is independently CR Ａ１ Or it represents a nitrogen atom. E is independently CR Ａ２ R Ａ３ , NR Ａ４ , represents an oxygen atom or a sulfur atom. G is CR Ａ５ R Ａ６ , NR Ａ７ R represents a sulfur atom or an oxygen atom. Ａ１ ~R Ａ７ Each of these independently represents a hydrogen atom or a substituent.

12. A １ ~A ３ However, each independently represents a divalent group selected from the group consisting of the groups represented by formulas (A-1) to (A-5) and formula (A-14), and D in formulas (A-1), (A-3) to (A-5), and (A-14) each independently represents CR Ａ１ Represents R Ａ１ The liquid crystal composition according to claim 11, wherein each of them independently represents a hydrogen atom or a substituent.

13. -Si-R in the compound represented by formula (1) ＡＬ The content of the structural part represented by is less than 1.79%, and the R ＡＬ The liquid crystal composition according to claim 1 or 2, wherein is an alkyl group.

14. -Si-R in the compound represented by formula (1) ＡＬ The content of the structural part represented by is greater than 1.12%, and the R ＡＬ The liquid crystal composition according to claim 1 or 2, wherein is an alkyl group.

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

16. Furthermore, 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 according to claim 1 or 2.

18. A film comprising the cured product described in claim 17.

19. The film according to claim 18, exhibiting optical anisotropy.

20. A film comprising a cured product formed using the liquid crystal composition described in claim 16, wherein a cholesteric liquid crystal phase is fixed.

21. A compound represented by formula (1). B-Z １ -A １ -Z ２ -A ２ -(Z ３ -A ３ ) ｎ１ -W (1) In formula (1), A １ to A ３ each independently represents a divalent aromatic ring group or a divalent aliphatic ring group. Z １ to Z ３ each independently represents a single bond or a divalent linking group. n1 represents an integer of 0 or more. B represents a monovalent aromatic ring group in which one or more monovalent substituents T having a siloxane structure containing three or more silicon atoms are substituted. W represents a hydrogen atom or a monovalent substituent not containing a silicon atom. When n1 represents an integer of 2 or more, a plurality of existing Z ３ and a plurality of existing A ３ may be the same as 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. However, in the hydrocarbon group, at least one -CH ２ - is -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO ２ It may be substituted with -, and at least one -CH ２ CH ２ The - 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<. m represents an integer of 1 or more. X represents a monovalent group selected from the group consisting of groups represented by formulas (C-1) to (C-3). Note that if m is an integer of 2 or more, multiple Xs may be the same or different from one another. 【Transformation 6】 【Transformation 7】 In formula (C-1), R Ｃ１ ~R Ｃ３ Each of these independently represents an alkyl group having 1 to 10 carbon atoms. 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 these 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 independently represents an alkyl group having 1 to 10 carbon atoms or a monovalent group represented by the formula (C-1X). Note that there are multiple R groups in the formula (C-1). Ｃ１ Multiple Rs exist Ｃ２ R, both with other Rs and with multiple Rs. Ｃ３ The elements may be identical or different from each other. In equation (C-2), there may be multiple R's. Ｃ５ R with other Rs and multiple Rs with other Rs. Ｃ６ These elements may be identical or different from one another. In equation (C-3), there are multiple R's. Ｃ７ Multiple Rs exist Ｃ８ R, both with other Rs and with multiple Rs. Ｃ９ The terms may be identical or different from each other. In equation (C-1X), R Ｃ１０ ~R Ｃ１２ Each of these independently represents an alkyl group having 1 to 10 carbon atoms. l represents an integer from 0 to 20. Note that there are multiple R in formula (C-1X). Ｃ１０ Multiple Rs exist Ｃ１１ R, both with other Rs and with multiple Rs. Ｃ１２ The individuals may be identical or different from one another.

23. The compound according to claim 22, wherein B represents a monovalent group selected from the group consisting of groups represented by formulas (B-1) to (B-5). 【Transformation 8】 In equations (B-1) to (B-3), Y is independently of CR. Ｂ１ Or it represents a nitrogen atom. R Ｂ１ Each of these independently represents a hydrogen atom or a substituent. However, in each of formulas (B-1) to (B-3), at least one of Y is CR. ＢＴ Represents R ＢＴ This represents a monovalent group represented by the formula (TA) above. In equations (B-4) to (B-5), D is independently CR Ａ１ Alternatively, it represents a nitrogen atom. E is CR Ａ２ R Ａ３ , NR Ａ４ , represents an oxygen atom or a sulfur atom. G is CR Ａ５ R Ａ６ , NR Ａ７ R represents a sulfur atom or an oxygen atom. Ａ１ ~R Ａ７ Each of these independently represents a hydrogen atom or a substituent. Ｘ This represents a monovalent group represented by the formula (TA) above.

24. In the above formulas (B-1) to (B-5), R ＢＴ and T Ｘ In the monovalent group represented by the formula (TA) above, m represents 1, and L represents at least one -CH ２ - is -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO ２ The compound according to claim 23, which represents a chain-like alkylene group having 1 to 4 carbon atoms, which may be substituted with a negative sign.

25. The compound according to claim 23, wherein each of the B independently represents a monovalent group selected from the group consisting of groups represented by formulas (B-1-1) to (B-1-5). 【Chemistry 9】 In formulas (B-1-1) to (B-1-5), T Ｘ m represents a monovalent group represented by the formula (TA), and in the formula (TA), m represents 1.

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

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

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

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

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

31. -Si-R ＡＬ The content of the structural part represented by is less than 1.79%, and the R ＡＬ The compound according to claim 21 or 22, wherein is an alkyl group.

32. -Si-R ＡＬ The content of the structural part represented by is greater than 1.12%, and the R ＡＬ The compound according to claim 21 or 22, wherein is an alkyl group.

33. In formula (1), A1 to A3 each independently represent a divalent group selected from the group consisting of groups represented by formulas (A-1) to (A-5) and (A-8) to (A-13), n1 represents an integer greater than or equal to 1, The liquid crystal composition according to claim 1, wherein B represents a monovalent aromatic ring group substituted with one or more monovalent substituents T represented by formula (TA). 【Chemistry 10】 In formulas (A-1) to (A-5) and (A-8) to (A-13), D independently represents CR A1 or a nitrogen atom. E independently represents CR A2 R A3, NR A4, an oxygen atom, or a sulfur atom. G represents CR A5 R A6, NR A7, a sulfur atom, or an oxygen atom. R A1 to R A7 independently represent a hydrogen atom or a substituent. -L-(X) m (TA) In formula (TA), L represents a single bond or a chain-like m+1 valent hydrocarbon group. However, in the hydrocarbon group, at least one -CH2- may be substituted with -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO2-, at least one -CH2CH2- may be substituted with -CH=CH-, -N=N-, -CH=N-, -CF=CF-, or -C≡C-, at least one -CH< may be substituted with -N< or -SiH<, and at least one >C< may be substituted with >Si<. m represents an integer of 1 or more. X represents a monovalent group represented by formula (C-1). Note that if m is an integer of 2 or more, multiple Xs may be the same or different from each other. 【Chemistry 11】 In formula (C-1), R C1 to R C3 each independently represent an alkyl group having 1 to 10 carbon atoms. k represents an integer from 2 to 20. In formula (C-1), multiple R C1s, multiple R C2s, and multiple R C3s may be identical or different from each other.

34. In formula (1), A1 to A3 each independently represent a divalent group selected from the group consisting of groups represented by formulas (A-1) to (A-5) and (A-8) to (A-13), The liquid crystal composition according to claim 1, wherein B represents a monovalent aromatic ring group substituted with one or more monovalent substituents T represented by formula (TA). 【Chemistry 12】 In formulas (A-1) to (A-5) and (A-8) to (A-13), D independently represents CR A1 or a nitrogen atom. E independently represents CR A2 R A3, NR A4, an oxygen atom, or a sulfur atom. G represents CR A5 R A6, NR A7, a sulfur atom, or an oxygen atom. R A1 to R A7 independently represent a hydrogen atom or a substituent. -L-(X) m (TA) In formula (TA), L represents a single bond or a chain-like m+1 valent hydrocarbon group. However, in the hydrocarbon group, at least one -CH2- may be substituted with -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO2-, at least one -CH2CH2- may be substituted with -CH=CH-, -N=N-, -CH=N-, -CF=CF-, or -C≡C-, at least one -CH< may be substituted with -N< or -SiH<, and at least one >C< may be substituted with >Si<. m represents an integer of 1 or more. X represents a monovalent group represented by formula (C-2). Note that if m is an integer of 2 or more, multiple Xs may be the same or different from each other. 【Chemistry 13】 【Chemistry 14】 In formula (C-2), R C4 represents an alkyl group having 1 to 10 carbon atoms. R C5 and R C6 each independently represent an alkyl group having 1 to 10 carbon atoms or a monovalent group represented by formula (C-1X). In formula (C-1X), R C10 to R C12 each independently represent an alkyl group having 1 to 10 carbon atoms. l represents an integer from 0 to 20. In formula (C-2), multiple R C5s and multiple R C6s may be identical or different from each other. Similarly, in formula (C-1X), multiple R C10s, multiple R C11s, and multiple R C12s may be identical or different from each other.

35. In formula (1), A1 to A3 each independently represent a divalent group selected from the group consisting of groups represented by formulas (A-1) to (A-5) and (A-8) to (A-13), The liquid crystal composition according to claim 1, wherein B represents a monovalent aromatic ring group substituted with one or more monovalent substituents T represented by formula (TA). 【Chemistry 15】 In formulas (A-1) to (A-5) and (A-8) to (A-13), D independently represents CR A1 or a nitrogen atom. E independently represents CR A2 R A3, NR A4, an oxygen atom, or a sulfur atom. G represents CR A5 R A6, NR A7, a sulfur atom, or an oxygen atom. R A1 to R A7 independently represent a hydrogen atom or a substituent. -L-(X) m (TA) In formula (TA), L represents a single bond or a chain-like m+1 valent hydrocarbon group. However, in the hydrocarbon group, at least one -CH2- may be substituted with -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO2-, at least one -CH2CH2- may be substituted with -CH=CH-, -N=N-, -CH=N-, -CF=CF-, or -C≡C-, at least one -CH< may be substituted with -N< or -SiH<, and at least one >C< may be substituted with >Si<. m represents an integer of 1 or more. X represents a monovalent group represented by formula (C-3). Note that if m is an integer of 2 or more, multiple Xs may be the same or different from one another. 【Chemistry 16】 【Chemistry 17】 In formula (C-3), R C7 to R C9 each independently represent an alkyl group having 1 to 10 carbon atoms or a monovalent group represented by formula (C-1X). In formula (C-1X), R C10 to R C12 each independently represent an alkyl group having 1 to 10 carbon atoms. l represents an integer from 0 to 20. In formula (C-3), multiple R C7s, multiple R C8s, and multiple R C9s may be identical or different from each other. Similarly, in formula (C-1X), multiple R C10s, multiple R C11s, and multiple R C12s may be identical or different from each other.

36. In formula (1), A1 to A3 each independently represent a divalent group selected from the group consisting of groups represented by formulas (A-1) to (A-5) and (A-8) to (A-13), n1 represents an integer greater than or equal to 1, The compound according to claim 21, wherein B represents a monovalent aromatic ring group substituted with one or more monovalent substituents T represented by formula (TA). [Chemistry 18] In formulas (A-1) to (A-5) and (A-8) to (A-13), D independently represents CR A1 or a nitrogen atom. E independently represents CR A2 R A3, NR A4, an oxygen atom, or a sulfur atom. G represents CR A5 R A6, NR A7, a sulfur atom, or an oxygen atom. R A1 to R A7 independently represent a hydrogen atom or a substituent. -L-(X) m (TA) In formula (TA), L represents a single bond or a chain-like m+1 valent hydrocarbon group. However, in the hydrocarbon group, at least one -CH2- may be substituted with -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO2-, at least one -CH2CH2- may be substituted with -CH=CH-, -N=N-, -CH=N-, -CF=CF-, or -C≡C-, at least one -CH< may be substituted with -N< or -SiH<, and at least one >C< may be substituted with >Si<. m represents an integer of 1 or more. X represents a monovalent group represented by formula (C-1). Note that if m is an integer of 2 or more, multiple Xs may be the same or different from each other. 【Chemistry 19】 In formula (C-1), R C1 to R C3 each independently represent an alkyl group having 1 to 10 carbon atoms. k represents an integer from 2 to 20. In formula (C-1), multiple R C1s, multiple R C2s, and multiple R C3s may be identical or different from each other.

37. In formula (1), A1 to A3 each independently represent a divalent group selected from the group consisting of groups represented by formulas (A-1) to (A-5) and (A-8) to (A-13), The compound according to claim 21, wherein B represents a monovalent aromatic ring group substituted with one or more monovalent substituents T represented by formula (TA). 【Chemistry 20】 In formulas (A-1) to (A-5) and (A-8) to (A-13), D independently represents CR A1 or a nitrogen atom. E independently represents CR A2 R A3, NR A4, an oxygen atom, or a sulfur atom. G represents CR A5 R A6, NR A7, a sulfur atom, or an oxygen atom. R A1 to R A7 independently represent a hydrogen atom or a substituent. -L-(X) m (TA) In formula (TA), L represents a single bond or a chain-like m+1 valent hydrocarbon group. However, in the hydrocarbon group, at least one -CH2- may be substituted with -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO2-, at least one -CH2CH2- may be substituted with -CH=CH-, -N=N-, -CH=N-, -CF=CF-, or -C≡C-, at least one -CH< may be substituted with -N< or -SiH<, and at least one >C< may be substituted with >Si<. m represents an integer of 1 or more. X represents a monovalent group represented by formula (C-2). Note that if m is an integer of 2 or more, multiple Xs may be the same or different from each other. 【Chemistry 21】 【Chemistry 22】 In formula (C-2), R C4 represents an alkyl group having 1 to 10 carbon atoms. R C5 and R C6 each independently represent an alkyl group having 1 to 10 carbon atoms or a monovalent group represented by formula (C-1X). In formula (C-1X), R C10 to R C12 each independently represent an alkyl group having 1 to 10 carbon atoms. l represents an integer from 0 to 20. In formula (C-2), multiple R C5s and multiple R C6s may be identical or different from each other. Similarly, in formula (C-1X), multiple R C10s, multiple R C11s, and multiple R C12s may be identical or different from each other.

38. In formula (1), A1 to A3 each independently represent a divalent group selected from the group consisting of groups represented by formulas (A-1) to (A-5) and (A-8) to (A-13), The compound according to claim 21, wherein B represents a monovalent aromatic ring group substituted with one or more monovalent substituents T represented by formula (TA). 【Chemistry 23】 In formulas (A-1) to (A-5) and (A-8) to (A-13), D independently represents CR A1 or a nitrogen atom. E independently represents CR A2 R A3, NR A4, an oxygen atom, or a sulfur atom. G represents CR A5 R A6, NR A7, a sulfur atom, or an oxygen atom. R A1 to R A7 independently represent a hydrogen atom or a substituent. -L-(X) m (TA) In formula (TA), L represents a single bond or a chain-like m+1 valent hydrocarbon group. However, in the hydrocarbon group, at least one -CH2- may be substituted with -NH-, -O-, -S-, -CO-, -CS-, -SO-, or -SO2-, at least one -CH2CH2- may be substituted with -CH=CH-, -N=N-, -CH=N-, -CF=CF-, or -C≡C-, at least one -CH< may be substituted with -N< or -SiH<, and at least one >C< may be substituted with >Si<. m represents an integer of 1 or more. X represents a monovalent group represented by formula (C-3). Note that if m is an integer of 2 or more, multiple Xs may be the same or different from one another. 【Chemistry 24】 【Chemistry 25】 In formula (C-3), R C7 to R C9 each independently represent an alkyl group having 1 to 10 carbon atoms or a monovalent group represented by formula (C-1X). In formula (C-1X), R C10 to R C12 each independently represent an alkyl group having 1 to 10 carbon atoms. l represents an integer from 0 to 20. In formula (C-3), multiple R C7s, multiple R C8s, and multiple R C9s may be identical or different from each other. Similarly, in formula (C-1X), multiple R C10s, multiple R C11s, and multiple R C12s may be identical or different from each other.

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