JP2019156733A - Mixture and optical anisotropic material - Google Patents

Abstract

To provide a mixture having reverse wavelength dispersion property or low wavelength dispersion property, hardly generating deposition when applied to a substrate and dried, a polymerizable composition hardly being released from a substrate and hardly generating crack when a film-like polymerization obtained by polymerizing a polymerizable composition containing the mixture is bent, and further a polymer obtained by polymerizing a polymerizable liquid crystal composition containing the material and an optical anisotropic material using the polymer.SOLUTION: There are provided a mixture comprising a compound represented by a general formula (I-AA), a compound represented by a general formula (I-AI), and a compound represented by a general formula (I-IA), with percentages of the compound represented by the general formula (I-AA), the compound represented by the general formula (I-AI), and the compound represented by the general formula (I-IA) are 20 mass% to 80 mass%, 10 mass% to 40 mass%, and 10 mass% to 40 mass% respectively, a polymerizable composition, a polymerizable liquid crystal composition containing the mixture, a polymer obtained by polymerizing the polymerizable liquid crystal composition, and an optical anisotropic material using the polymer.SELECTED DRAWING: None

Description

  The present invention relates to a mixture containing a compound having a polymerizable group, a polymerizable composition containing the mixture, and an optical anisotropic body using the polymerizable composition.

  A compound having a polymerizable group (polymerizable compound) is used in various optical materials. For example, it is possible to produce a polymer having a uniform orientation by aligning a polymerizable composition containing a polymerizable compound in a liquid crystal state and then polymerizing it. Such a polymer can be used for polarizing plates, retardation plates and the like necessary for displays. In many cases, two or more types of polymerization are used to satisfy the required optical properties, polymerization rate, solubility, melting point, glass transition temperature, polymer transparency, mechanical strength, surface hardness, heat resistance and light resistance. A polymerizable composition containing a functional compound is used. In that case, the polymerizable compound to be used is required to bring good physical properties to the polymerizable composition without adversely affecting other properties.

  A film having a small birefringence wavelength dispersibility or vice versa can be used for improving the viewing angle of a liquid crystal display element and for preventing reflection of an organic electroluminescence element. As materials for such films, various polymerizable compounds having reverse wavelength dispersion or low wavelength dispersion have been developed. However, when a film-like polymer is prepared using these polymerizable compounds, the polymer may be peeled off from the substrate or the polymer may be cracked when the film is bent after long-term use. There has been a problem of misunderstanding (Patent Document 1 to Patent Document 5). In particular, when the film is used for flexible display applications, these problems cause a decrease in the long-term reliability of the display product. In order to prevent peeling and cracking from the base material, there can be mentioned a method of adding a non-polymerizable compound or a monofunctional compound to lower the crosslink density. However, in these methods, the mechanical strength of the film is lowered. There is a problem that the reverse wavelength dispersion is reduced. A mixture of compounds and oligomers having a plurality of sites that induce reverse wavelength dispersion in the molecule has been reported, but these compounds are added to the polymerizable composition, and deposited when applied to a substrate and dried. There was a problem that was likely to occur (Patent Documents 3 to 5). Therefore, development of a material having reverse wavelength dispersion or low wavelength dispersion capable of solving such a problem has been demanded.

JP 2011-207765 A WO2015 / 080220A1 Publication WO2016 / 104317A1 publication JP 2008-273925 A JP 2010-84032 A

  The problem to be solved by the present invention is to provide a mixture having reverse wavelength dispersibility or low wavelength dispersibility in which precipitation hardly occurs when applied to a substrate and dried, and a polymerizable composition containing the mixture is provided. When a film-like polymer obtained by polymerization is folded, it is to provide a polymerizable composition that is difficult to peel off from a base material and hardly crack. Furthermore, it is providing the polymer obtained by superposing | polymerizing the polymeric liquid crystal composition containing the said material, and the optical anisotropic body using the said polymer.

  As a result of intensive studies to solve the above problems, the present inventors have found that the compounds represented by the following general formula (I-AA), general formula (I-AI) and general formula (I-IA) The ratio of the compound represented by general formula (I-AA), the compound represented by general formula (I-AI), and the compound represented by general formula (I-IA) in the mixture Has been found to have good properties when within a certain range. That is, the present invention provides the following general formula (I-AA)

(In the formula, * represents a bonding position, and P ¹ and P ² each independently represent a group that is polymerized by radical polymerization, cationic polymerization, or anionic polymerization,
Sp ¹ and Sp ² each independently represent a spacer group, but when there are a plurality of Sp ^1, they may be the same or different, and when there are a plurality of Sp ^2, they may be the same. May be different,
X ¹ and X ² are each independently —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CO—, —COO—, —OCO—, —CO—S—, —S—. CO -, - O-CO- O -, - CO-NH -, - NH-CO -, - SCH 2 -, - CH 2 S -, - CF 2 O -, - OCF 2 -, - CF 2 S- _{, -SCF 2 -, - CH =} CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO- _{CH 2 CH 2 -, - CH} 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 -COO -, - CH 2 -OCO —, —CH═CH—, —N═N—, —CH═N—N═CH—, —CF═CF—, —C≡C— or a single bond. But they ^{if X 1} there are a plurality may be the same or different and ^{(where, P 1 - - (Sp 1} -X 1) k1 to contain no -O-O- bonds.) If X ² there are a plurality thereof may be different even in the same -, (provided ^{that, (X 2} -Sp ₂₎ k2 in -P ² do not contain -O-O- bond.)
k1 and k2 each independently represents an integer of 0 to 10,
A ¹ , A ² and A ³ are each independently 1,4-phenylene group, 1,4-cyclohexylene group, bicyclo [2.2.2] octane-1,4-diyl group, pyridine-2,5 -Diyl group, pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group, naphthalene-1,4-diyl group, tetrahydronaphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl Represents a group or a 1,3-dioxane-2,5-diyl group, but these groups may be unsubstituted or substituted by one or more substituents L, and when a plurality of A ¹ are present May be the same or different. When a plurality of A ² are present, they may be the same or different. When a plurality of A ³ are present, they may be the same or different. well,
L is fluorine atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfanyl group, nitro group, cyano group, isocyano group, amino group, hydroxyl group, mercapto group, methylamino group, dimethylamino group, diethylamino group, diisopropylamino. Group, trimethylsilyl group, dimethylsilyl group, thioisocyano group, or one —CH ₂ — or two or more non-adjacent —CH ₂ — are each independently —O—, —S—, —CO—. , -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH = CH-COO-,- 1 carbon atom which may be substituted by CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF— or —C≡C— Or 20 represents a linear or branched alkyl group, and any hydrogen atom in the alkyl group may be substituted with a fluorine atom, or L is P ^L- (Sp ^L -X ^L ) _kL-. Wherein P ^L represents a group that is polymerized by radical polymerization, cationic polymerization, or anionic polymerization, and Sp ^L represents a spacer group, but when a plurality of Sp ^L are present, they are the same. a well be different ^also, X L is _-O in _{-, - S -, - OCH} 2 -, - CH 2 O -, - CO -, - COO -, - OCO -, - CO-S-, -S-CO -, - O- CO-O -, - CO-NH -, - NH-CO -, - SCH 2 -, - CH 2 S -, - CF 2 O -, - OCF 2 -, - CF ₂ S-, -SCF _2- , -CH = CH-COO-, -CH = CH-OCO-,- _{COO-CH = CH -, -} OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO- _{, -COO-CH 2 -, -} OCO-CH 2 -, - CH 2 -COO -, - CH 2 -OCO -, - CH = CH -, - N = N -, - CH = N-N = CH- , -CF = CF -, - C≡C- or represents a single bond, they ^{if X L} there are a plurality may be different even in the same ^{(however, P L - (Sp L -X} L ) _KL- does not include an -O-O- bond.
Z ¹ , Z ² , Z ³ and Z ⁴ are each independently —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CH ₂ CH ₂ —, —CO—, —COO—, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -OCO-NH-, -NH-COO-, -NH _{-CO-NH -, - NH-} O -, - O-NH -, - SCH 2 -, - CH 2 S -, - CF 2 O -, - OCF 2 -, - CF 2 S -, - SCF 2 - , —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH ₂ CH ₂ —, —OCO—CH ₂ CH ₂ — _{, -CH 2 CH 2 -COO -,} - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 -C _{O -, - CH 2 -OCO -} , - CH = CH -, - N = N -, - CH = N -, - N = CH -, - CH = N-N = CH -, - CF = CF-, —C≡C— or a single bond, but when there are a plurality of Z ^{1 s,} they may be the same or different, and when there are a plurality of Z ^{3 s,} they may be the same or different. Well, when there are multiple Z ^4, they may be the same or different,
m1 and m3 each independently represents an integer of 0 to 6, m2 represents an integer of 1 to 6, while m1 + m2 + m3 represents an integer of 1 to 8,
G ¹ has the formula from the following formulas (G-1) (G- 3)

(Wherein * denotes a bond, the left bond corresponds to the left side of the bond G ^1, right bond corresponds to the right side of the bond G ^1, any -CH = in each independently may be replaced by -N = and, -CH ₂ - are each independently -O -, - S -, - NR T - ( wherein, ^{R T} from hydrogen or C 1 -C 20 .) represents an alkyl group, -. CS- or -CO- in replaced by may have these groups unsubstituted or 1 or more substituents L ^{G (L G} is fluorine atom, chlorine atom, Bromine atom, iodine atom, pentafluorosulfanyl group, nitro group, cyano group, isocyano group, amino group, hydroxyl group, mercapto group, methylamino group, dimethylamino group, diethylamino group, diisopropylamino group, trimethylsilyl group, dimethylsilyl group , Thioiso A cyano group, or one —CH ₂ — or two or more non-adjacent —CH ₂ — are each independently —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO. Linear or branched having 1 to 20 carbon atoms which may be substituted by —CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF— or —C≡C— It represents an alkyl group, any hydrogen atom in the alkyl group may be substituted by a fluorine atom, or, ^{L G} is ^P LG ^- represents a group represented by _- ^{(Sp _LG} -X _^LG) kLG may, where P ^LG represents a group of polymerization by radical polymerization, cationic polymerization or anionic polymerization Sp ^LG represents an spacer group, they ^{if Sp LG} there are a plurality may be different even in the ^{same, X LG} is _{-O -, - S -, -} OCH 2 -, - CH 2 O- , —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —SCH ₂ —, _{-CH 2 S -, - CF 2} O -, - OCF 2 -, - CF 2 S -, - SCF 2 -, - CH = CH-COO -, - CH = CH-OCO -, - COO-CH = CH _{-, - OCO-CH = CH} -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO-CH _{2 -, - OCO-CH 2} -, - CH 2 -COO -, - CH 2 -OCO -, - CH = H -, - N = N - , - CH = N-N = CH -, - CF = CF -, - C≡C- or represents a single ^bond, they ^{if X LG} presence of a plurality of a same It may have also different ^{(although, P LG - (Sp LG -X} LG) kLG - to contain no -O-O- bonds. ), KLG represents an integer of 0 to 10, they may be the same or different if L ^G there are a plurality in the compound. ), And T ¹ is represented by the following formulas (T1-1) to (T1-6)

(In the formula, the ring structure may have a bond at an arbitrary position, and arbitrary —CH═ may be independently replaced with —N═, and —CH ₂ — may be independently — O—, —S—, —NR ^T — (wherein R ^T represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms), —CS— or —CO— may be substituted. These groups are unsubstituted or one or more substituents L ^W (L ^W is a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, a cyano group, an isocyano group, an amino group, a hydroxyl group, Group, mercapto group, methylamino group, dimethylamino group, diethylamino group, diisopropylamino group, trimethylsilyl group, dimethylsilyl group, thioisocyano group, or one —CH ₂ — or two or more — not adjacent to each other. CH ₂ — is independently —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO. —NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF Represents a linear or branched alkyl group having 1 to 20 carbon atoms which may be substituted by ═CF— or —C≡C—, wherein any hydrogen atom in the alkyl group is substituted with a fluorine atom; It is good, or, ^{L W} is _{^{P LW - (Sp LW -X LW}} ) kLW - may represent a group represented by wherein ^{P LW} represents a group of polymerization by radical polymerization, cationic polymerization or anionic polymerization , ^{Sp LW} each represents a spacer group, Resona ^{if Sp LW} there are multiple ^Well, X LW is _-O be different even in the same La _{-, - S -, - OCH} 2 -, - CH 2 O -, - CO -, - COO -, - OCO -, - CO- S -, - S-CO - , - O-CO-O -, - CO-NH -, - NH-CO -, - SCH 2 -, - CH 2 S -, - CF 2 O -, - OCF 2 - , —CF ₂ S—, —SCF ₂ —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH ₂ CH _{2 -, - OCO-CH 2} CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 -COO- _{, -CH 2 -OCO -, - CH} = CH -, - N = N -, - CH = N-N = CH -, - CF = CF -, - C C- or represents a single ^bond, they ^{if X LW} there are a plurality may be different even in the same ^{(however, P LW - (Sp LW -X} LW) kLW - -O-O- in Does not include bonds. ), KLW represents an integer of 0 to 10, they may be the same or different if L ^W there are a plurality in the compound. ) May be substituted. ) Represents a group selected from: ) Represents a group selected from: ), A compound represented by the following general formula (I-AI)

(In the formula, * represents a bonding position, and P ¹ , P ² , Sp ¹ , Sp ² , X ¹ , X ² , k ¹ , k ² , A ¹ , A ² , A ³ , Z ¹ , Z ² , Z ^3. , Z ⁴ , m 1, m 2, m 3 and G ¹ are respectively P ¹ , P ² , Sp ¹ , Sp ² , X ¹ , X ² , k ¹ , K ² , A ¹ , A ² , in the general formula (I-AA) A ³ , Z ¹ , Z ² , Z ³ , Z ⁴ , m 1, m 2, m 3 and G ¹ represent the same group, and GI ¹ represents the following formula (GI-1) to formula (GI-3)

(Wherein * denotes a bond, the left bond corresponds to the left side of the bond GI ^1, right bond corresponds to the right side of the bond GI ^1, any -CH = in each independently may be replaced by -N = and, -CH ₂ - are each independently -O -, - S -, - NR T - ( wherein, ^{R T} from hydrogen or C 1 -C 20 represents an alkyl group), -.. CS- or may be replaced by -CO- these groups may be substituted by unsubstituted or one or more of the above substituents L ^G, T ¹ Represents a group selected from the above formulas (T1-1) to (T1-6). ) And the following general formula (I-IA)

(In the formula, * represents a bonding position, and P ¹ , P ² , Sp ¹ , Sp ² , X ¹ , X ² , k ¹ , k ² , A ¹ , A ² , A ³ , Z ¹ , Z ² , Z ^3. , Z ⁴ , m 1, m 2, m 3 and G ¹ are respectively P ¹ , P ² , Sp ¹ , Sp ² , X ¹ , X ² , k ¹ , K ² , A ¹ , A ² , in the general formula (I-AA) a ^{3, Z} 1, represents ^{Z 2, Z 3, Z 4} , m1, m2, the same group as the group m3 and ^{G 1} is represented, GI ¹ of the general formula (I-AI) when group represented by GI ¹ in A compound represented by general formula (I-AA), a compound represented by general formula (I-AI), and a compound represented by general formula (I). -IA) in a proportion of 20% to 80%, 10% to 40% and 10% by weight, respectively. And a polymerizable composition containing the mixture, a resin using the compound, a resin additive, an oil, a filter, an adhesive, a pressure-sensitive adhesive, a fat, an ink, a pharmaceutical, Cosmetics, detergents, building materials, packaging materials, liquid crystal materials, organic EL materials, organic semiconductor materials, electronic materials, display elements, electronic devices, communication equipment, automobile parts, aircraft parts, machine parts, agricultural chemicals and foods, and those used Provided are a product, a polymerizable liquid crystal composition, a polymer obtained by polymerizing the polymerizable liquid crystal composition, and an optical anisotropic body using the polymer.

  The mixture of the present invention is useful as a component of the polymerizable composition because precipitation hardly occurs when applied to a substrate and dried. Further, the optical anisotropic body using the polymerizable liquid crystal composition containing the mixture of the present invention is less likely to be peeled off from the base material and not easily cracked when bent. It is useful for antireflection applications of organic electroluminescent elements.

The present invention is a mixture comprising compounds represented by general formula (I-AA), general formula (I-AI) and general formula (I-IA), and is represented by general formula (I-AA) in the mixture. The ratio of the compound represented by formula (I-AI) and the compound represented by formula (I-IA) is 20% by mass to 80% by mass, 10% by mass to 40% by mass, and 10% by mass, respectively. Provided is a mixture of 40% by mass to 40% by mass, a polymerizable composition containing the mixture, a resin using the mixture, a resin additive, an oil, a filter, an adhesive, a pressure-sensitive adhesive, a fat, an ink, Pharmaceuticals, cosmetics, detergents, building materials, packaging materials, liquid crystal materials, organic EL materials, organic semiconductor materials, electronic materials, display elements, electronic devices, communication equipment, automobile parts, aircraft parts, machine parts, agricultural chemicals and foodstuffs and the like used Goods, the polymerizable liquid crystal composition, to provide an optically anisotropic medium using the polymerizable polymer obtained by polymerizing a liquid crystal composition and the polymer. The mixture of the compounds represented by general formula (I-AA), general formula (I-AI), and general formula (I-IA) includes general formula (I-AA), general formula (I-AI) and It is preferable that the total content of the general formula (I-IA) is substantially 100%. The term “substantially” means that a compound contained unintentionally such as impurities during production is excluded. In addition, each symbol in the compound represented by General Formula (I-AA), General Formula (I-AI), and General Formula (I-IA) present in the same mixture represents the same group. That is, each compound represented by the general formula (I-AA), general formula (I-AI), and general formula (I-IA) present in the same mixture is other than the groups G ¹ and GI ¹ in the formula. The structure of is the same.

In the graph in which the wavelength λ of incident light with respect to the retardation film is plotted on the horizontal axis and the birefringence Δn is plotted on the vertical axis, when the birefringence Δn increases as the wavelength λ decreases, the film is “positively dispersive”. When the birefringence Δn decreases as the wavelength λ decreases, the film is generally referred to by those skilled in the art as being “reverse wavelength dispersive” or “reverse dispersive”. In the present invention, the value Re (450) / Re (550) obtained by dividing the in-plane retardation (Re (450)) at a wavelength of 450 nm by the in-plane retardation Re (550) at a wavelength of 550 nm is 0.95 or less. A compound constituting the retardation film is called a reverse wavelength dispersible compound. A compound constituting a retardation film having Re (450) / Re (550) of greater than 0.95 and 1.05 or less is referred to as a low wavelength dispersible compound. The method for measuring the phase difference is as follows.
<Measurement of phase difference>
The polyimide film for alignment film is applied to a glass substrate having a thickness of 0.7 mm using a spin coating method, dried at 100 ° C. for 10 minutes, and then baked at 200 ° C. for 60 minutes to obtain a coating film. The obtained coating film is rubbed using a commercially available rubbing apparatus.

A cyclopentanone solution containing 20% by mass of the compound to be evaluated is applied to the rubbed substrate by a spin coating method and dried at 100 ° C. for 2 minutes. After cooling the obtained coating film to room temperature, a film to be evaluated is obtained by irradiating with ultraviolet rays at an intensity of 30 mW / cm ² for 30 seconds using a high-pressure mercury lamp. The retardation of the obtained film is measured using a retardation film / optical material inspection apparatus RETS-100 (manufactured by Otsuka Electronics Co., Ltd.).

  When the compound to be evaluated does not dissolve in cyclopentanone, chloroform is used as a solvent. In addition, when the compound to be evaluated does not exhibit liquid crystallinity alone, the compound represented by the following formula (A) (50 mass%) and the compound represented by the formula (B) (50 mass%)

A film is prepared using a composition obtained by adding a compound to be evaluated (10% by mass, 20% by mass or 30% by mass) to the base liquid crystal composed of the above, and the phase difference is measured by extrapolation.

  The mixture of the present invention preferably has liquid crystallinity. Having liquid crystallinity may mean that the mixture itself has a liquid crystal phase, and the mixture itself does not have a liquid crystal phase, but when added to a composition having a liquid crystal phase, the liquid crystal phase temperature of the composition This means that the range is not significantly narrowed. As a preferable molecular structure in order to have high liquid crystallinity, it is preferable that the mesogen part is as rigid as possible, and the molecular structure of the part other than the part inducing the reverse wavelength dispersion is close to a rod shape.

  Moreover, it is preferable that the mixture of this invention has the favorable solubility to an organic solvent. Preferred molecular structures for having good solubility in organic solvents include polar groups, branched groups, and flexible mesogenic sites in the molecular structure.

In General Formula (I-AA), General Formula (I-AI), and General Formula (I-IA), P ¹ and P ² each independently represent a group that is polymerized by radical polymerization, cationic polymerization, or anionic polymerization. When ultraviolet polymerization is performed as a polymerization method, P ¹ and P ² are each independently the following formulas (P-1) to (P-20):

(Wherein, * represents a bond bonded to Sp ¹ or Sp ² ), and P ¹ and P ² are each independently represented by the formula (P-1) and the formula (P -2), Formula (P-3), Formula (P-4), Formula (P-5), Formula (P-7), Formula (P-11), Formula (P-13), Formula (P- 15), preferably a group selected from Formula (P-18), and P ¹ and P ² are each independently Formula (P-1), Formula (P-2), Formula (P-3), It is more preferable to represent a group selected from Formula (P-7), Formula (P-11), Formula (P-13), and Formula (P-18), and P ¹ and P ² are each independently represented by the formula ( More preferably, it represents a group selected from P-1), Formula (P-2), Formula (P-3) and Formula (P-18), and each of P ¹ and P ² independently represents Formula (P— 1) or a group selected from formula (P-2) It is particularly preferred to represent.

Formula (I-AA), in the general formula (I-AI) and the general formula (I-IA), but Sp ¹ and Sp ² each represent independently a spacer group, they if Sp ¹ there are a plurality of They may be the same or different, and when a plurality of Sp ² are present, they may be the same or different. From the viewpoint of ease of synthesis, availability of raw materials, liquid crystallinity, and reverse wavelength dispersion, when there are a plurality of Sp ¹ and Sp ^2, they may be the same or different, and each is independently a group Any hydrogen atom therein may be substituted with a fluorine atom, and one —CH ₂ — or two or more non-adjacent —CH ₂ — may each independently represent —O—, —S—, — CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH = CH-,- Preferably, it represents a linear or branched alkylene group having 1 to 20 carbon atoms that may be replaced by CF═CF— or —C≡C—, and when there are a plurality of Sp ¹ and Sp ^2, they are the same Or may be different, each independently being one —CH ₂ — or not adjacent. Two or more —CH ₂ — are each independently —O—, —COO—, —OCO—, —O—CO—O—, —CO—NH—, —NH—CO—, —CH═CH. More preferably, it represents a linear or branched alkylene group having 1 to 20 carbon atoms which may be substituted by-, and when there are a plurality of Sp ¹ and Sp ^2, they may be the same or different. Well, each independently one —CH ₂ — or two or more non-adjacent —CH ₂ — are each independently —O—, —COO—, —OCO—, —O—CO—O—. It is more preferable to represent a linear alkylene group having 1 to 12 carbon atoms which may be substituted by, and when a plurality of Sp ¹ and Sp ² are present, they may be the same or different, and each independently to one -CH 2 _- or two or more nonadjacent -CH 2 _- preferably even more may also represent a good linear alkylene group having a carbon number of 1 to 8 are replaced by each independently -O- is, they if Sp ¹ and Sp ² there are a plurality of It may be the same or different, and it is particularly preferable that each independently represents a linear alkylene group having 2 to 8 carbon atoms.

In general formula (I-AA), general formula (I-AI), and general formula (I-IA), X ¹ and X ² are each independently —O—, —S—, —OCH ₂ —, —CH. ₂ O-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -SCH _{2 -, - CH 2 S -} , - CF 2 O -, - OCF 2 -, - CF 2 S -, - SCF 2 -, - CH = CH-COO -, - CH = CH-OCO -, - COO- _{CH = CH -, - OCO-} CH = CH -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - _{COO-CH 2 -, - OCO} -CH 2 -, - CH 2 -COO -, - CH 2 -OCO -, - CH = CH -, - N = -, - CH = N-N = CH -, - CF = CF -, - C≡C- or represents a single bond, ^{if X 1} there are a plurality thereof may be different even if the same ( However, P ^1- (Sp ¹ -X ¹ ) _k1 -does not include an —O—O— bond.) When a plurality of X ² are present, they may be the same or different (provided that - ^{(X ₂} -Sp _²⁾ k2 in -P ² do not contain -O-O- bonds).. From the viewpoints of ease of synthesis, availability of raw materials, liquid crystallinity, long-term stability of the compound and reverse wavelength dispersion, when there are a plurality of X ¹ and X ^2, they may be the same or different. _, - - each independently _{-O, S -, - OCH 2} -, - CH 2 O -, - COO -, - OCO -, - CO-S -, - S-CO -, - OCO-O _{-, - CO-NH -,} - NH-CO -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO- or It preferably represents a single bond, and when a plurality of X ¹ and X ² are present, they may be the same or different, and each independently represents —O—, —OCH ₂ —, —CH ₂ O—, -COO -, - OCO -, - OCO-O -, - COO-CH 2 CH 2 -, - OC _{-CH 2 CH 2 -, - CH} 2 CH 2 -COO -, - CH 2 CH 2 -OCO- or more preferably a single bond, ^{X 1} and ^{X 2} are those when the plurality of a same More preferably, each independently represents —O—, —COO—, —OCO—, —O—CO—O— or a single bond, and a plurality of X ¹ and X ² are present. They may be the same or different and it is even more preferred that each independently represents —O—, —COO—, —OCO— or a single bond, and X ¹ and X ² each represent —O—. It is particularly preferred to represent.

  In general formula (I-AA), general formula (I-AI), and general formula (I-IA), k1 and k2 each independently represents an integer of 0 to 10. From the viewpoints of ease of synthesis, availability of raw materials, liquid crystallinity, long-term stability of the compound and reverse wavelength dispersion, k1 and k2 preferably each independently represent an integer of 0 to 5, and k1 and k2 More preferably each independently represents 0, 1 or 2, k1 and k2 each independently preferably represent 1 or 2, and k1 and k2 each particularly preferably represent 1.

In general formula (I-AA), general formula (I-AI), and general formula (I-IA), A ¹ , A ^2, and A ³ are each independently 1,4-phenylene group, 1,4-cyclohexene. Silene group, bicyclo [2.2.2] octane-1,4-diyl group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group, naphthalene-1 , 4-diyl group, tetrahydronaphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1,3-dioxane-2,5-diyl group, these groups are unsubstituted May be substituted by one or more substituents L, and when there are a plurality of A ^1, they may be the same or different, and when there are a plurality of A ^2, they are the same May be different, and there are multiple A ³ If present, they may be the same or different. From the viewpoints of ease of synthesis, availability of raw materials, liquid crystallinity, long-term stability of compounds, and reverse wavelength dispersion, when A ¹ , A ² and A ³ are present in plural, they may be the same or different. 1,4-phenylene group, 1,4-cyclohexylene group, naphthalene-2,6-diyl group, which may be independently unsubstituted or substituted by one or more substituents L , Preferably represents a naphthalene-1,4-diyl group, and when a plurality of A ¹ , A ² and A ³ are present, they may be the same or different, and each independently represents the following formula (A -1) to formula (A-11)

(Wherein * denotes a bond, the left bond corresponds to the left side of the bond ^A 1, ^{A 2} and ^{A 3,} right coupling hands right side of the join of ^A 1, ^{A 2} and ^{A 3} It is more preferable to represent a group selected from the group consisting of A ¹ , A ^2, and A ³ , which may be the same or different, and each independently represents a group represented by the formula (A It is more preferable to represent a group selected from formula (A-8) to formula (A-8), and when a plurality of A ¹ , A ² and A ³ are present, they may be the same or different, and each independently It is even more preferable to represent a group selected from formula (A-1) to formula (A-4), and when there are a plurality of A ¹ , A ² and A ^3, they may be the same or different. It is particularly preferable that each independently represents a group selected from Formula (A-1) or Formula (A-2). Preferred.

In general formula (I-AA), general formula (I-AI), and general formula (I-IA), L represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, a cyano group, Isocyano group, amino group, hydroxyl group, mercapto group, methylamino group, dimethylamino group, diethylamino group, diisopropylamino group, trimethylsilyl group, dimethylsilyl group, thioisocyano group, or one —CH ₂ — or adjacent Two or more —CH ₂ — are each independently —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO. -O-, -CO-NH-, -NH-CO-, -CH = CH-COO-, -CH = CH-OCO-, -COO-CH = CH-, -OCO-CH = CH-, -CH = CH Represents a linear or branched alkyl group having 1 to 20 carbon atoms which may be substituted by —, —CF═CF— or —C≡C—, wherein any hydrogen atom in the alkyl group is a fluorine atom; may be substituted by, or, L is _{^{P L - (Sp L -X L}} ) kL - may represent a group represented by, where ^{P L} is polymerized by radical polymerization, cationic polymerization or anionic polymerization represents a group, Sp ^L each represents a spacer group, they if Sp ^L there are a plurality may be different even in the same, ^{X L} is -O -, - S -, - OCH 2 -, - CH ₂ O—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, — _{SCH 2 -, - CH 2 S} -, - CF 2 O -, - OCF 2 -, - CF 2 _{-, - SCF 2 -, -} CH = CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO _{-CH 2 CH 2 -, - CH} 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 -COO -, - CH 2 - OCO -, - CH = CH - , - N = N -, - CH = N-N = CH -, - CF = CF -, - C≡C- or represents a single bond, ^{if X L} there are multiple They may be the same or different (provided that P ^L- (Sp ^L -X ^L ) _kL -does not contain an -O-O- bond), and kL represents an integer of 0 to 10 However, when a plurality of L are present, they may be the same or different. From the viewpoints of ease of synthesis, availability of raw materials, liquid crystallinity, long-term stability of the compound, and reverse wavelength dispersibility, when there are a plurality of L, they may be the same or different, and a fluorine atom, Chlorine atom, pentafluorosulfanyl group, nitro group, cyano group, methylamino group, dimethylamino group, diethylamino group, diisopropylamino group, or any hydrogen atom in the group may be replaced with a fluorine atom. —CH ₂ — or two or more non-adjacent —CH ₂ — are each independently —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, — S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, — OCO—CH═CH—, —CH═CH—, —C It preferably represents a linear or branched alkyl group having 1 to 20 carbon atoms which may be substituted by F═CF— or —C≡C—, and when there are a plurality of L, they may be the same They may be different, a fluorine atom, a chlorine atom, or any hydrogen atom in the group may be replaced by a fluorine atom, one —CH ₂ — or two or more —CH ₂ not adjacent to each other. Each independently represents —O—, —CO—, —COO—, —OCO—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, A straight chain of 1 to 20 carbon atoms which may be substituted by —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF— or —C≡C—, or More preferably, it represents a branched alkyl group, and when there are a plurality of L, May be the same or different, and a fluorine atom, a chlorine atom, or any hydrogen atom in the group may be substituted with a fluorine atom, and one —CH ₂ — or not adjacent to each other A linear or branched alkyl group having 1 to 12 carbon atoms in which two or more —CH ₂ — may be independently substituted by —O—, —CO—, —COO—, or —OCO—. More preferably, when a plurality of Ls are present, they may be the same or different, and may be a fluorine atom, a chlorine atom, a linear alkyl group having 1 to 8 carbon atoms, or 1 to 7 carbon atoms. It is even more preferable that when a plurality of L are present, they may be the same or different and each represents a fluorine atom, a chlorine atom, a methyl group, an ethyl group, or a methoxy group. Is particularly preferred.

In general formula (I-AA), general formula (I-AI) and general formula (I-IA), Z ¹ , Z ² , Z ³ and Z ⁴ are each independently —O—, —S—, — _{OCH 2 -, - CH 2 O} -, - CH 2 CH 2 -, - CO -, - COO -, - OCO -, - CO-S -, - S-CO -, - OCO-O -, - CO—NH—, —NH—CO—, —OCO—NH—, —NH—COO—, —NH—CO—NH—, —NH—O—, —O—NH—, —SCH ₂ —, —CH ₂ S—, —CF ₂ O—, —OCF ₂ —, —CF ₂ S—, —SCF ₂ —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, _{-OCO-CH = CH -, -} COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH _{-OCO -, - COO-CH 2} -, - OCO-CH 2 -, - CH 2 -COO -, - CH 2 -OCO -, - CH = CH -, - N = N -, - CH = N-, —N═CH—, —CH═N—N═CH—, —CF═CF—, —C≡C— or a single bond, but when a plurality of Z ¹ are present, they may be the same or different. When there are a plurality of Z ^{3 s,} they may be the same or different, and when there are a plurality of Z ^{4 s,} they may be the same or different. From the viewpoint of ease of synthesis, availability of raw materials, liquid crystallinity, long-term stability of the compound, and reverse wavelength dispersion, Z ¹ , Z ² , Z ³ and Z ⁴ are the same as Z ¹ , Z ³ and Z ^4. When two or more are present, they may be the same or different, and each independently represents —OCH ₂ —, —CH ₂ O—, —CH ₂ CH ₂ —, —COO—, —OCO—, —CO—. NH—, —NH—CO—, —CF ₂ O—, —OCF ₂ —, —CH═CH—COO—, —OCO—CH═CH—, —COO—CH ₂ CH ₂ —, —OCO—CH ₂ It preferably represents CH ₂ —, —CH ₂ CH ₂ —COO—, —CH ₂ CH ₂ —OCO—, —CH═CH—, —CF═CF—, —C≡C— or a single bond, Z ¹ , ^Z 2, ^{Z 3} and ^{Z 4} are ^the same if they where Z 1, ^{Z 3} and ^{Z 4} there are a plurality It may be different even, each independently _{-OCH 2 -, - CH 2 O} -, - CH 2 CH 2 -, - COO -, - OCO -, - COO-CH 2 CH 2 -, - OCO _{-CH 2 CH 2 -, - CH} 2 CH 2 -COO -, - CH 2 CH 2 -OCO- or more preferably a single ^{bond, Z 1, Z 2, Z} 3 and ^{Z 4, Z} 1, When a plurality of Z ³ and Z ⁴ are present, they may be the same or different and each independently represents —OCH ₂ —, —CH ₂ O—, —COO—, —OCO— or a single bond. More preferably, Z ¹ , Z ² , Z ³ and Z ⁴ may be the same or different when a plurality of Z ¹ , Z ³ and Z ⁴ are present, and each independently represents —OCH _{2 -, - CH 2 O -} , - represents a COO- or -OCO- DOO even more ^{preferably, Z 1, Z 2, Z} 3 and ^{Z 4} are those when the Z 1, ^{Z 3} and ^{Z 4} there are a plurality may be the same or different and each independently - It is particularly preferred to represent COO- or -OCO-.

  In general formula (I-AA), general formula (I-AI), and general formula (I-IA), m1 and m3 each independently represent an integer of 0 to 6, and m2 represents an integer of 1 to 6. However, m1 + m2 + m3 represents an integer of 1 to 8. From the viewpoint of compound solubility, ease of synthesis, availability of raw materials, liquid crystallinity, reverse wavelength dispersibility, mechanical strength when formed into a film, surface hardness, and heat resistance, m1 and m3 are each independently It is preferable to represent an integer of 1 to 4, more preferably m1 and m3 each independently represents 1, 2 or 3, more preferably m1 and m3 each independently represent 1 or 2, m1 And m3 each particularly preferably represents 2, m2 preferably represents an integer of 1 to 4, m2 more preferably represents 1, 2 or 3, and m2 more preferably represents 1 or 2. , M2 particularly preferably represents 1. M1 + m2 + m3 preferably represents an integer of 2 to 8, m1 + m2 + m3 more preferably represents an integer of 3 to 8, m1 + m2 + m3 more preferably represents an integer of 3 to 6, and m1 + m2 + m3 represents 5. Particularly preferred.

In General Formula (I-AA), General Formula (I-AI), and General Formula (I-IA), G ¹ represents Formula (G-1) to Formula (G-3) below.

(Wherein * denotes a bond, the left bond corresponds to the left side of the bond G ^1, right bond corresponds to the right side of the bond G ^1, any -CH = in each independently may be replaced by -N = and, -CH ₂ - are each independently -O -, - S -, - NR T - ( wherein, ^{R T} from hydrogen or C 1 -C 20 represents an alkyl group), -.. may be replaced CS- or -CO- these groups may be substituted by unsubstituted or 1 or more substituents L ^G, T ¹ is the following Formula (T1-1) to Formula (T1-6)

(In the formula, the ring structure may have a bond at an arbitrary position, and arbitrary —CH═ may be independently replaced with —N═, and —CH ₂ — may be independently — O—, —S—, —NR ^T — (wherein R ^T represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms), —CS— or —CO— may be substituted. these groups represent a group selected from unsubstituted or by one or more substituents L ^W may be substituted.). ) Represents a group selected from: From the viewpoints of compound solubility, ease of synthesis, availability of raw materials, liquid crystallinity, reverse wavelength dispersibility, mechanical strength when formed into a film, surface hardness, and heat resistance, G ¹ represents the above formula (G It is particularly preferred to represent a group selected from -1).

  Examples of the group represented by the above formula (G-1) include the following formulas (G-1-1) to (G-1-11).

(Wherein * denotes a bond, the left bond corresponds to the left side of the bond G ^1, right bond corresponds to the right side of the bond G ^1. These groups are unsubstituted or preferably represents a group selected from or.) to be substituted by one or more substituents L ^G, a group selected from the formula (G-1-6) from the above equation (G-1-1) More preferably, it represents a group selected from the above formula (G-1-1), formula (G-1-2), formula (G-1-4), and formula (G-1-5). Is more preferable, and it is still more preferable that the group selected from the above formula (G-1-2), formula (G-1-4), and formula (G-1-5) is represented. It is particularly preferred to represent 1-5). Examples of the group represented by the above formula (G-2) include the following formulas (G-2-1) to (G-2-11).

(Wherein * denotes a bond, the left bond corresponds to the left side of the bond G ^1, right bond corresponds to the right side of the bond G ^1. These groups are unsubstituted or preferably represents a group selected from or.) to be substituted by one or more substituents L ^G, a group selected from the formula (G-2-6) from the above equation (G-2-1) More preferably, it represents a group selected from the above formula (G-2-1), formula (G-2-2), formula (G-2-4), and formula (G-2-5). Is more preferable, and it is even more preferable that the group selected from the above formulas (G-2-2), (G-2-4), and (G-2-5) is represented. It is particularly preferable to represent 2-5). Examples of the group represented by the above formula (G-3) include the following formulas (G-3-1) to (G-3-11).

(Wherein * denotes a bond, the left bond corresponds to the left side of the bond G ^1, right bond corresponds to the right side of the bond G ^1. These groups are unsubstituted or preferably represents a group selected from or.) to be substituted by one or more substituents L ^G, a group selected from the formula (G-3-6) from the above equation (G-3-1) More preferably, it represents a group selected from the above formula (G-3-1), formula (G-3-2), formula (G-3-4), and formula (G-3-5). Is more preferable, and it is even more preferable that the group selected from the above formula (G-3-2), formula (G-3-4), and formula (G-3-5) is represented, and the above formula (G- It is particularly preferable to represent 3-5).

In the general formula (I-AI) and the general formula (I-IA), GI ¹ represents the following formula (GI-1) to formula (GI-3):

(Wherein * denotes a bond, the left bond corresponds to the left side of the bond GI ^1, right bond corresponds to the right side of the bond GI ^1, any -CH = in each independently may be replaced by -N = and, -CH ₂ - are each independently -O -, - S -, - NR T - ( wherein, ^{R T} from hydrogen or C 1 -C 20 represents an alkyl group), -.. CS- or may be replaced by -CO- these groups may be substituted by unsubstituted or one or more of the above substituents L ^G, T ¹ Represents a group selected from the above formulas (T1-1) to (T1-6). From the viewpoints of compound solubility, ease of synthesis, availability of raw materials, liquid crystallinity, reverse wavelength dispersibility, mechanical strength when formed into a film, surface hardness, and heat resistance, GI ¹ represents the above formula (GI It is particularly preferred to represent a group selected from -1).

  Examples of the group represented by the above formula (GI-1) include the following formula (GI-1-1) to formula (GI-1-11).

(Wherein * denotes a bond, the left bond corresponds to the left side of the bond GI ^1, right bond corresponds to the right side of the bond GI ^1. These groups are unsubstituted or preferably represents a group selected from has been good.) substituted by one or more substituents ^{L G,} a group selected from the formula (GI-1-6) from the above equation (GI-1-1) More preferably, it represents a group selected from the above formula (GI-1-1), formula (GI-1-2), formula (GI-1-4), and formula (GI-1-5). Is more preferable, and it is even more preferable that the group selected from the above formula (GI-1-2), formula (GI-1-4), and formula (GI-1-5) is represented, and the above formula (GI- It is particularly preferable to represent 1-5). Examples of the group represented by the above formula (GI-2) include the following formulas (GI-2-1) to (GI-2-11).

(Wherein * denotes a bond, the left bond corresponds to the left side of the bond GI ^1, right bond corresponds to the right side of the bond GI ^1. These groups are unsubstituted or preferably represents a group selected from has been good.) substituted by one or more substituents ^{L G,} a group selected from the formula (GI-2-6) from the above equation (GI-2-1) More preferably, it represents a group selected from the above formula (GI-2-1), formula (GI-2-2), formula (GI-2-4), formula (GI-2-5) Is more preferable, and it is even more preferable that the group selected from the formula (GI-2-2), the formula (GI-2-4), and the formula (GI-2-5) is represented by the above formula (GI- It is particularly preferable to represent 2-5). Examples of the group represented by the above formula (GI-3) include the following formula (GI-3-1) to formula (GI-3-11):

(Wherein * denotes a bond, the left bond corresponds to the left side of the bond GI ^1, right bond corresponds to the right side of the bond GI ^1. These groups are unsubstituted or preferably represents a group selected from has been good.) substituted by one or more substituents ^{L G,} a group selected from the formula (GI-3-6) from the above equation (GI-3-1) More preferably, it represents a group selected from the above formula (GI-3-1), formula (GI-3-2), formula (GI-3-4), and formula (GI-3-5). Is more preferable, and it is even more preferable that the group selected from the above formula (GI-3-2), formula (GI-3-4), and formula (GI-3-5) is represented, and the above formula (GI- It is particularly preferable to represent 3-5).

In General Formula (I-AA), General Formula (I-AI), and General Formula (I-IA), GI ¹ represents the right or left of GI ¹ from the viewpoint of ease of synthesis, availability of raw materials, and liquid crystallinity. It is preferable that the bond has a reversed structure.

In the general formula (I-AA), the general formula (I-AI) and the general formula (I-IA), ^{L G} is fluorine atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfanyl group, a nitro group, a cyano group , Isocyano group, amino group, hydroxyl group, mercapto group, methylamino group, dimethylamino group, diethylamino group, diisopropylamino group, trimethylsilyl group, dimethylsilyl group, thioisocyano group, or one —CH ₂ — or adjacent Two or more —CH ₂ — are each independently —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—. CO—O—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, — CH = A linear or branched alkyl group having 1 to 20 carbon atoms which may be substituted by H-, -CF = CF- or -C≡C-, wherein any hydrogen atom in the alkyl group is fluorine may be substituted by atoms or, ^{L G} is _{^{P LG - (Sp LG -X LG}} ) kLG - may represent a group represented by wherein ^{P LG} radical polymerization, by cationic polymerization or anionic polymerization Represents a group to be polymerized, and Sp ^LG represents a spacer group. When a plurality of Sp ^LG are present, they may be the same or different. X ^LG represents —O—, —S—, —OCH ₂ —. , —CH ₂ O—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—. _{, -SCH 2 -, - CH 2} S -, - CF 2 O -, - O _{F 2 -, - CF 2 S} -, - SCF 2 -, - CH = CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - COO- _{CH 2 CH 2 -, - OCO} -CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 —COO—, —CH ₂ —OCO—, —CH═CH—, —N═N—, —CH═N—N═CH—, —CF═CF—, —C≡C— or a single bond. If ^{the X LG} there are a plurality thereof may be different even in the same ^{(however, P LG - (Sp LG -X} LG) kLG - to contain no -O-O- bonds. ), KLG represents an integer of 0 to 10, they may be the same or different if L ^G there are a plurality in the compound. Ease of synthesis, availability of raw materials ease, liquid crystalline, long-term stability of the compound, from the viewpoint of reverse wavelength dispersion, L ^G is they if there exist a plurality may be the same or different and a fluorine atom , A chlorine atom, a pentafluorosulfanyl group, a nitro group, a cyano group, a methylamino group, a dimethylamino group, a diethylamino group, a diisopropylamino group, or any hydrogen atom in the group may be substituted with a fluorine atom. number of -CH ₂ - or nonadjacent two or more -CH ₂ - are each independently -O -, - S -, - CO -, - COO -, - OCO -, - CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH = CH-COO-, -CH = CH-OCO-, -COO-CH = CH-, -OCO-CH = CH-, -CH = CH-, CF = CF- or preferably represents a linear or branched alkyl group having 20 good 1 -C be replaced by -C≡C-, L ^G is their case of plurality of a same And a fluorine atom, a chlorine atom, a nitro group, a cyano group, a methylamino group, a dimethylamino group, a diethylamino group, or any hydrogen atom in the group may be substituted with a fluorine atom. number of -CH ₂ - or nonadjacent two or more -CH ₂ - are each independently -O -, - CO -, - COO -, - OCO -, - CO-NH -, - NH-CO -, -CH = CH-COO-, -CH = CH-OCO-, -COO-CH = CH-, -OCO-CH = CH-, -CH = CH-, -CF = CF- or -C≡C 1 to 20 carbon atoms which may be substituted by- More preferably represents a linear or branched alkyl group, L ^G is they if there exist a plurality may be the same or different and a fluorine atom, a chlorine atom, a nitro group, a cyano group, a methylamino group , A dimethylamino group, or any hydrogen atom in the group may be substituted with a fluorine atom, and one —CH ₂ — or two or more non-adjacent —CH ₂ — are each independently — More preferably, it represents a linear or branched alkyl group having 1 to 12 carbon atoms which may be substituted by O-, -CO-, -COO-, or -OCO-, and when a plurality of ^LG are present, May be the same or different, fluorine atom, chlorine atom, cyano group, dimethylamino group, linear alkyl group having 1 to 8 carbon atoms, linear alkoxy group having 1 to 7 carbon atoms Can represent Preferably the al, L ^G is they if there exist a plurality may be the same or different and a fluorine atom, a chlorine atom, a cyano group, a dimethylamino group, a methyl group, an ethyl group, it may represent a methoxy group is particularly preferable. Further, ^{L G} is _{^{P LG - (Sp LG -X LG}} ) kLG - may represent a group represented ^{by, P LG, Sp LG, X} LG, preferred structure of KLG, respectively ^{P 1,} Sp ^{1, X} 1 , K1 is the same as the preferred structure.

In general formula (I-AA), general formula (I-AI), and general formula (I-IA), T ¹ is represented by the following formula (T1-1) to formula (T1-6)

(In the formula, the ring structure may have a bond at an arbitrary position, and may form a group in which two or more aromatic groups selected from these groups are linked by a single bond. CH═ may each independently be replaced by —N═, and —CH ₂ — each independently represents —O—, —S—, —NR ^T — (wherein R ^T represents a hydrogen atom or a carbon atom) . from Equation 1 represents an alkyl group of 20), -. CS- or may be replaced by -CO- these groups may be substituted by unsubstituted or 1 or more substituents L ^W. ) Represents a group selected from: From the viewpoint of ease of synthesis, availability of raw materials, liquid crystallinity, long-term stability of the compound, and reverse wavelength dispersion, T ¹ is represented by formula (T1-1), formula (T1-2), formula (T1-3). ) And a group selected from Formula (T1-6), and T ¹ preferably represents a group selected from Formula (T1-1), Formula (T1-2), and Formula (T1-3). It is particularly preferable that T ¹ represents the formula (T1-3).

  Examples of the group represented by the above formula (T1-1) include the following formula (T1-1-1) to formula (T1-1-7).

(Wherein, may have a bond at any position, the R ^T represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms. These groups unsubstituted or one or more of the above substituted preferably represents a group selected from the group ^{L W} may be replaced by.), the above equation (T1-1-1), formula (T1-1-2), formula (T1-1-4) It is more preferable to represent a group selected from formula (T1-1-5) and formula (T1-1-6), and the above formula (T1-1-1), formula (T1-1-2), formula (T It is more preferable to represent a group selected from T1-1-4) and formula (T1-1-5), and a group selected from the above formula (T1-1-1) or formula (T1-1-2). It is particularly preferred to represent. Examples of the group represented by the above formula (T1-2) include the following formulas (T1-2-1) to (T1-2-8).

(Wherein, it may have a bond at any position. Also, these groups unsubstituted or by one or more of the aforementioned substituents L ^W may be substituted.) To represent a group selected from In the above formula (T1-2-1), formula (T1-2-2), formula (T1-2-4), formula (T1-2-5), and formula (T1-2-7) It is more preferable to represent a group represented by the above formula (T1-2-1), formula (T1-2-2), formula (T1-2-4), or formula (T1-2-5). It is more preferable that the group represented by formula (T1-2-1) or the formula (T1-2-2) is represented. Examples of the group represented by the above formula (T1-3) include the following formula (T1-3-1) to formula (T1-3-8).

(In the formula, a bond may be present at any position, and R ^T represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms. These groups may be unsubstituted or substituted with one or more of the above-mentioned substituents. preferably represents a group selected from the group ^{L W} may be replaced by.), the above equation (T1-3-2), formula (T1-3-3), formula (T1-3-4) It is more preferable to represent a group represented by the formula (T1-3-6), the formula (T1-3-7), and the formula (T1-3-8), and the above formula (T1-3-2) and formula It is more preferable to represent a group represented by (T1-3-3), formula (T1-3-6), and formula (T1-3-7), and the above formula (T1-3-2) or formula (T It is particularly preferable to represent a group represented by T1-3-3). Examples of the group represented by the above formula (T1-4) include the following formula (T1-4-1) to formula (T1-4-6).

(In the formula, a bond may be present at any position, and R ^T represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms. These groups may be unsubstituted or substituted with one or more of the above-mentioned substituents. preferably represents a group selected from the group ^{L W} may be replaced by.), the above equation (T1-4-1), formula (T1-4-2), formula (T1-4-3) It is more preferable to represent a group selected from formula (T1-4-4) and formula (T1-4-5), and the above formula (T1-4-1), formula (T1-4-2), formula (T It is more preferable to represent a group selected from T1-4-3) and formula (T1-4-5), and a group selected from formula (T1-4-1) or formula (T1-4-2) above. It is particularly preferred to represent. Examples of the group represented by the above formula (T1-5) include the following formula (T1-5-1) to formula (T1-5-9).

(In the formula, a bond may be present at any position, and R ^T represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms. These groups may be unsubstituted or substituted with one or more of the above-mentioned substituents. preferably represents a group selected from the group ^{L W} may be replaced by.), the above equation (T1-5-4), formula (T1-5-5), formula (T1-5-6) It is more preferable to represent a group selected from formula (T1-5-7), formula (T1-5-8), and formula (T1-5-9), and the above formula (T1-5-4) and formula (T It is more preferable to represent a group selected from T1-5-5) and formula (T1-5-7), and a group selected from the above formula (T1-5-4) or formula (T1-5-5) It is particularly preferred to represent. Examples of the group represented by the above formula (T1-6) include the following formulas (T1-6-1) to (T1-6-7)

(Wherein, it may have a bond at any position. Also, these groups unsubstituted or by one or more of the aforementioned substituents L ^W may be substituted.) To represent a group selected from From the above formula (T1-6-1), formula (T1-6-2), formula (T1-6-3), formula (T1-6-6), formula (T1-6-7) It is more preferable to represent a selected group, and it is more preferable to represent a group selected from the above formula (T1-6-1), formula (T1-6-2), and formula (T1-6-6). It is particularly preferable to represent a group selected from the formula (T1-6-1) or the formula (T1-6-2).

From the viewpoint of ease of synthesis, availability of raw materials, liquid crystallinity, long-term stability of the compound, and reverse wavelength dispersion, T ¹ may be unsubstituted or substituted with one or more of the above-described substituents L ^W. Formula (T1-1-1), Formula (T1-1-2), Formula (T1-1-4), Formula (T1-1-5), Formula (T1-1-6), Formula (T1) 2-1), formula (T1-2-2), formula (T1-2-4), formula (T1-2-5), formula (T1-2-7), formula (T1-3-2) , Formula (T1-3-3), Formula (T1-3-4), Formula (T1-3-6), Formula (T1-3-7), Formula (T1-3-8), Formula (T1- 6-1), a group selected from formula (T1-6-2), formula (T1-6-3), formula (T1-6-6), and formula (T1-6-7), T ¹ is unsubstituted or substituted by one or more of the above-described substituents L ^W The above formula (T1-1-1), formula (T1-1-2), formula (T1-1-4), formula (T1-1-5), formula (T1-2-1) , Formula (T1-2-2), Formula (T1-2-4), Formula (T1-2-5), Formula (T1-3-2), Formula (T1-3-3), Formula (T1- 3-6) and more preferably a group selected from the formula (T1-3-7), wherein T ¹ is unsubstituted or substituted by one or more of the above-described substituents L ^W T1-1-1), formula (T1-1-2), formula (T1-2-1), formula (T1-2-2), formula (T1-3-2), formula (T1-3-3) It is further preferable that T ¹ represents a group selected from the above formulas (T1-1-1) and (T1-1) which may be unsubstituted or substituted by one or more of the above-described substituents L ^W. -2), formula (T1-3-2), formula ( Even more preferably represent a group selected from T1-3-3), ^{T 1} is unsubstituted or one or more of the aforementioned substituents ^{L W} which may be the above formula substituted by (T1-3-2) It is particularly preferable to represent a group selected from the formula (T1-3-3).

In General Formula (I-AA), General Formula (I-AI), and General Formula (I-IA), ^LW represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, or a cyano group. , Isocyano group, amino group, hydroxyl group, mercapto group, methylamino group, dimethylamino group, diethylamino group, diisopropylamino group, trimethylsilyl group, dimethylsilyl group, thioisocyano group, or one —CH ₂ — or adjacent Two or more —CH ₂ — are each independently —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—. CO—O—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, — CH = A linear or branched alkyl group having 1 to 20 carbon atoms which may be substituted by H-, -CF = CF- or -C≡C-, wherein any hydrogen atom in the alkyl group is fluorine may be substituted by atoms or, ^{L W} is _{^{P LW - (Sp LW -X LW}} ) kLW - may represent a group represented by wherein ^{P LW} radical polymerization, by cationic polymerization or anionic polymerization Represents a group to be polymerized, and Sp ^LW represents a spacer group, but when there are a plurality of Sp ^LWs, they may be the same or different, and X ^LW represents —O—, —S—, —OCH ₂ —. , —CH ₂ O—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—. _{, -SCH 2 -, - CH 2} S -, - CF 2 O -, - O _{F 2 -, - CF 2 S} -, - SCF 2 -, - CH = CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - COO- _{CH 2 CH 2 -, - OCO} -CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 —COO—, —CH ₂ —OCO—, —CH═CH—, —N═N—, —CH═N—N═CH—, —CF═CF—, —C≡C— or a single bond. When there are a plurality of X ^{LW s,} they may be the same or different (provided that P ^LW − (Sp ^LW −X ^LW ) _kLW − does not contain an —O—O— bond. ), KLW represents an integer of 0 to 10, they may be the same or different if L ^W there are a plurality in the compound. Ease of synthesis, availability of raw materials ease, liquid crystalline, long-term stability of the compound, from the viewpoint of reverse wavelength dispersion, L ^W is they if there exist a plurality may be the same or different and a fluorine atom , A chlorine atom, a pentafluorosulfanyl group, a nitro group, a cyano group, a methylamino group, a dimethylamino group, a diethylamino group, a diisopropylamino group, or any hydrogen atom in the group may be substituted with a fluorine atom. number of -CH ₂ - or nonadjacent two or more -CH ₂ - are each independently -O -, - S -, - CO -, - COO -, - OCO -, - CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH = CH-COO-, -CH = CH-OCO-, -COO-CH = CH-, -OCO-CH = CH-, -CH = CH-, CF = CF- or preferably represents a linear or branched alkyl group having 20 good 1 -C be replaced by -C≡C-, L ^W is their case of plurality of a same May be different, and a fluorine atom, a chlorine atom, or any hydrogen atom in the group may be substituted with a fluorine atom, and one —CH ₂ — or two or more —CH 2 that are not adjacent to each other may be substituted. _2- are each independently —O—, —CO—, —COO—, —OCO—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—. , —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF—, or a straight chain of 1 to 20 carbon atoms that may be substituted by —C≡C— Or more preferably a branched alkyl group, and a plurality of ^LWs are present. In this case, they may be the same or different, and a fluorine atom, a chlorine atom, or any hydrogen atom in the group may be substituted with a fluorine atom, and one —CH ₂ — or adjacent one may be substituted. A linear or branched alkyl group having 1 to 12 carbon atoms in which two or more —CH ₂ — may be independently substituted by —O—, —CO—, —COO—, —OCO— It is more preferable that when a plurality of L ^W are present, they may be the same or different, and are a fluorine atom, a chlorine atom, a linear or branched alkyl group having 1 to 8 carbon atoms, carbon still more preferred that represent the atoms 1 7 straight or branched alkoxy group, L ^W is they if there exist a plurality may be the same or different and a fluorine atom, a chlorine atom, a methyl group , Ethyl group, propyl , Isopropyl group, butyl group, isobutyl group, tert-butyl group, pentyl group, isopentyl group, neopentyl group, sec-pentyl group, 3-pentyl group, tert-pentyl group, methoxy group, and ethoxy group are particularly preferable. . Further, ^{L W} is _{^{P LW - (Sp LW -X LW}} ) kLW - if a group represented ^{by, P LW, Sp LW, X} LW, preferred KLW structure, each ^{P 1,} Sp ^{1, X} 1 , K1 is the same as the preferred structure.

  A compound comprising a compound represented by general formula (I-AA), general formula (I-AI) and general formula (I-IA), and a compound represented by general formula (I-AA) in the mixture The ratio of the compound represented by the general formula (I-AI) and the compound represented by the general formula (I-IA) is 20% by mass to 80% by mass, 10% by mass to 40% by mass, and 10% by mass, respectively. 40% by mass. From the viewpoints of solubility of the mixture, liquid crystallinity, storage stability of the solution and / or composition containing the mixture, resistance to peeling when formed into a film, and resistance to cracking, the general formula (I The ratio of the compound represented by -AA), the compound represented by the general formula (I-AI) and the compound represented by the general formula (I-IA) is from 30% by mass to 70% by mass and from 15% by mass, respectively. It is preferably 35% by mass and 15% by mass to 35% by mass, more preferably 40% by mass to 60% by mass, more preferably 20% by mass to 30% by mass and 20% by mass to 30% by mass, respectively. It is even more preferred that the mass is from 58%, from 21% to 29%, and from 21% to 29%, and from 44% to 56%, from 22% to 28% and 22%, respectively. It is particularly preferred is 28 wt%.

  The solubility of the mixture, the ease of synthesis, the availability of raw materials, the liquid crystallinity, the storage stability of the solution and / or composition containing the mixture, the resistance to peeling when formed into a film, and the resistance to cracking From the viewpoint, the compound represented by the general formula (I-AA) is represented by the following general formula (I-AA-i):

(In the formula, * represents a bond, P ¹¹ and P ²¹ each independently represent a group selected from the above formulas (P-1) to (P-20), and Sp ¹¹ and Sp ²¹ are plural numbers. When present, they may be the same or different, and each hydrogen atom in the group may be independently replaced with a fluorine atom, and one —CH ₂ — or not adjacent 2 Or more of —CH ₂ — are each independently —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O. -, -CO-NH-, -NH-CO-, -CH = CH-, -CF = CF-, or linear or branched having 1 to 20 carbon atoms which may be replaced by -C≡C- Represents a alkylene group, and when there are a plurality of X ¹¹ and X ^21, they may be the same or different; Standing to _{-O -, - S -, -} OCH 2 -, - CH 2 O -, - COO -, - OCO -, - CO-S -, - S-CO -, - OCO-O-, _{-CO-NH -, - NH-} CO -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO- or a single bond K11 and k21 each independently represents an integer of 0 to 5, and when there are a plurality of A ¹¹ , A ²¹ and A ^31, they may be the same or different, and each independently 1,4-phenylene group, 1,4-cyclohexylene group, naphthalene-2,6-diyl group, naphthalene-1,4-diyl group which may be substituted or may be substituted by one or more substituents L the ^{stands, Z 11, Z 21, Z} 31 and ^{Z 41 are, Z 11,} Z ³ And ^{if Z 41} there are a plurality of them may be the same or different and each independently _{-OCH 2 -, - CH 2 O} -, - CH 2 CH 2 -, - COO -, - OCO- _{, -CO-NH -, - NH} -CO -, - CF 2 O -, - OCF 2 -, - CH = CH-COO -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO—CH ₂ CH ₂ —, —CH ₂ CH ₂ —COO—, —CH ₂ CH ₂ —OCO—, —CH═CH—, —CF═CF—, —C≡C— or a single bond, m11 and m31 each represent a whole number from independently 1 4, m21 represents an integer of from 1 ^{4, G 11} is the above formula (G-1), formula (G-2) or formula (G-3) Represents a group selected from: The compound represented by general formula (I-AI) is represented by the following general formula (I-AI-i):

(In the formula, * represents a bond, P ¹¹ , P ²¹ , Sp ¹¹ , Sp ²¹ , X ¹¹ , X ²¹ , k ¹¹ , k ²¹ , A ¹¹ , A ²¹ , A ³¹ , Z ¹¹ , Z ²¹ , Z ^31. , Z ⁴¹ , m ¹¹ , m ²¹ , m ³¹ and G ¹¹ are respectively P ¹¹ , P ²¹ , Sp ¹¹ , Sp ²¹ , X ¹¹ , X ²¹ , k ¹¹ , k ²¹ , A ¹¹ , A in the general formula (I-AA-i). ²¹ , A ³¹ , Z ¹¹ , Z ²¹ , Z ³¹ , Z ⁴¹ , m ¹¹ , m ²¹ , m ³¹ and G ¹¹ represent the same group, and GI ¹¹ represents the above formula (GI-1), formula (GI−) 2) or a group selected from formula (GI-3), but when G ¹¹ represents a group represented by formula (G-1), GI ¹¹ represents a group represented by formula (GI-1). It ^represents, if it represents a ^{group G 11} is represented by the formula (G-2), ^{GI 11} A group represented by the formula ^(GI-2), if it represents a ^{group G 11} is represented by the formula (G-3), ^{GI 11} represents a group represented by formula (GI-3).) The compound represented by the general formula (I-IA) is represented by the following general formula (I-IA-i):

(In the formula, * represents a bond, P ¹¹ , P ²¹ , Sp ¹¹ , Sp ²¹ , X ¹¹ , X ²¹ , k ¹¹ , k ²¹ , A ¹¹ , A ²¹ , A ³¹ , Z ¹¹ , Z ²¹ , Z ^31. , Z ⁴¹ , m ¹¹ , m ²¹ , m ³¹ , G ¹¹ and GI ¹¹ are respectively P ¹¹ , P ²¹ , Sp ¹¹ , Sp ²¹ , X ¹¹ , X ²¹ , k ¹¹ , k ²¹ , A in the general formula (I-AI-i). ¹¹ , A ²¹ , A ³¹ , Z ¹¹ , Z ²¹ , Z ³¹ , Z ⁴¹ , m ¹¹ , m ²¹ , m ³¹ , G ¹¹ and GI ¹¹ represent the same group. Preferably, the compound represented by the general formula (I-AA) is represented by the following general formula (I-AA-ii):

(In the formula, * represents a bond, and P ¹² and P ²² are each independently the above formula (P-1), formula (P-2), formula (P-3), formula (P-4)). Represents a group selected from Formula (P-5), Formula (P-7), Formula (P-11), Formula (P-13), Formula (P-15), and Formula (P-18); ^{When a} plurality of ¹² and Sp ²² are present, they may be the same or different, and each independently represents one —CH ₂ — or two or more non-adjacent —CH ₂ —. 1 to 20 carbon atoms which may be substituted by -O-, -COO-, -OCO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH = CH- In the case where a plurality of X ¹² and X ²² are present, they may be the same or different and each independently represents —O _{-, - OCH 2 -, -} CH 2 O -, - COO -, - OCO -, - OCO-O -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH ₂ —COO—, —CH ₂ CH ₂ —OCO— or a single bond, k12 and k22 each independently represent 0, 1 or 2, and when there are a plurality of A ¹² , A ²² and A ³² May be the same or different and each independently represents a group selected from the above formulas (A-1) to (A-11), and Z ¹² , Z ²² , Z ³² and Z ⁴² are , Z ¹² , Z ³² and Z ⁴² may be the same or different and each independently represents —OCH ₂ —, —CH ₂ O—, —CH ₂ CH ₂ —, — _{COO -, - OCO -, -} COO-CH 2 CH 2 -, - OCO- CH ₂ CH ₂ —, —CH ₂ CH ₂ —COO—, —CH ₂ CH ₂ —OCO— or a single bond, m12 and m32 each independently represent 1, 2 or 3; or 3 ^{represent, G 12} represents a compound represented by the formula from the above formulas (G-1-1). represents a group selected from (G-1-11)), the general formula (I- The compound represented by AI) is represented by the following general formula (I-AI-ii)

(In the formula, * represents a bond, and P ¹² , P ²² , Sp ¹² , Sp ²² , X ¹² , X ²² , k ¹² , k ²² , A ¹² , A ²² , A ³² , Z ¹² , Z ²² , Z ^32. , Z ⁴² , m ¹² , m 22, m 32 and G ¹² are respectively P ¹² , P ²² , Sp ¹² , Sp ²² , X ¹² , X ²² , k ¹² , k ²² , A ¹² , A in the general formula (I-AA-ii) ²² , A ³² , Z ¹² , Z ²² , Z ³² , Z ⁴² , m12, m22, m32 and G ¹² represent the same group, and GI ¹² represents the formula (GI-1-1) to the formula (GI group represents a group selected from the ^GI-1-11), if it represents a ^{group G 12} is represented by the formula (G-1-1), ^{GI 12} is represented by the formula (GI-1-1) When G ¹² represents a group represented by the formula (G-1-2), G I ¹² represents a group represented by the formula (GI-1-2), and when G ¹² represents a group represented by the formula (G-1-3), GI ¹² represents the formula (GI-1-3). in represents a group represented by ^the case where represents a ^{group G 12} is represented by the formula (G-1-4), ^{GI 12} represents a group represented by formula ^{(GI-1-4), G 12} is If a group represented by the formula (G-1-5), ^{GI 12} represents a group represented by formula ^{(GI-1-5), G 12} is represented by the formula (G-1-6) when referring to that group, ^{GI 12} represents a group represented by formula ^(GI-1-6), if it represents a ^{group G 12} is represented by the formula (G-1-7), ^{GI 12} formula ( represents a group represented by the ^GI-1-7), group ^{G 12} may represent a group represented by the formula (G-1-8), ^{GI 12} is represented by the formula (GI-1-8) the ^{stands, G 12} is represented by the formula (G-1-9) When referring to, ^{GI 12} represents a group represented by formula ^(GI-1-9), if it represents a ^{group G 12} is represented by the formula (G-1-10), ^{GI 12} formula (GI- represents a group represented by the ^1-10), if it represents a ^{group G 12} is represented by the formula (G-1-11), ^{GI 12} represents a group represented by formula (GI-1-11) The compound represented by the above general formula (I-IA) is represented by the following general formula (I-IA-ii):

(In the formula, * represents a bond, and P ¹² , P ²² , Sp ¹² , Sp ²² , X ¹² , X ²² , k ¹² , k ²² , A ¹² , A ²² , A ³² , Z ¹² , Z ²² , Z ^{32. , Z 42, m12, m22,} m32, G 12 and ^{GI 12} are each formula ^{(I-AI-ii) P} 12 ^{in, P 22, Sp 12, Sp} 22, X 12, X 22, k12, k22, A ¹² , A ²² , A ³² , Z ¹² , Z ²² , Z ³² , Z ⁴² , m12, m22, m32, G ¹² and GI ¹² are represented by the same group. More preferably, the compound represented by the above general formula (I-AA) is represented by the following general formula (I-AA-iii):

(In the formula, * represents a bond, and P ¹³ and P ²³ are each independently the above formulas (P-1), (P-2), (P-3), and (P-18). In the case where a plurality of Sp ¹³ and Sp ²³ are present, they may be the same or different and each independently represents one —CH ₂ — or two or more that are not adjacent to each other. Each of —CH ₂ — independently represents a linear alkylene group having 1 to 12 carbon atoms which may be substituted by —O—, —COO—, —OCO— or —O—CO—O—; ^{When a} plurality of ¹³ and X ²³ are present, they may be the same or different and each independently represents —O—, —COO—, —OCO—, —O—CO—O— or a single bond. , k13 and k23 represent each independently 1 or ^{2, a 131, a 132,} a 23, a 33 And ^{A 332} represents a group, each selected from independently equation from the formula (A-1) (A- 8), Z 131, Z 132, Z 23, Z 33, Z 431 and ^{Z 432} are each independently —OCH ₂ —, —CH ₂ O—, —COO—, —OCO— or a single bond is represented, and G ¹³ is a group selected from the above formulas (G-1-1) to (G-1-6) The compound represented by the above general formula (I-AI) is represented by the following general formula (I-AI-iii):

(In the formula, * represents a bond, P ¹³ , P ²³ , Sp ¹³ , Sp ²³ , X ¹³ , X ²³ , k ¹³ , k ²³ , A ¹³¹ , A ¹³² , A ²³ , A ³³¹ , A ³³² , Z ^131. , Z ¹³² , Z ²³ , Z ³³ , Z ⁴³¹ , Z ⁴³² and G ¹³ are respectively P ¹³ , P ²³ , Sp ¹³ , Sp ²³ , X ¹³ , X ²³ , k13 in the general formula (I-AA-iii) k23, A ¹³¹ , A ¹³² , A ²³ , A ³³¹ , A ³³² , Z ¹³¹ , Z ¹³² , Z ²³ , Z ³³ , Z ⁴³¹ , Z ⁴³² and G ¹³ represent the same groups, and GI ¹³ represents the above Represents a group selected from formula (GI-1-1) to formula (GI-1-6), but when G ¹³ represents a group represented by formula (G-1-1), GI ¹³ represents formula Group represented by (GI-1-1) ^Represents, if it represents a ^{group G 13} is represented by the formula (G-1-2), ^{GI 13} represents a group represented by formula ^{(GI-1-2), G 13} is the formula (G-1- If a group represented by 3), ^{GI 13} represents a group represented by formula ^(GI-1-3), if it represents a ^{group G 13} is represented by the formula (G-1-4), GI ¹³ represents a group represented by the formula (GI-1-4), and when G ¹³ represents a group represented by the formula (G-1-5), GI ¹³ represents the formula (GI-1-5). Table with in represents a group represented ^{by, G 13} is the formula may represent a group represented by (G-1-6), ^{GI 13} represents a group represented by formula (GI-1-6).) The compound represented by the above general formula (I-IA) is represented by the following general formula (I-IA-iii):

(In the formula, * represents a bond, P ¹³ , P ²³ , Sp ¹³ , Sp ²³ , X ¹³ , X ²³ , k ¹³ , k ²³ , A ¹³¹ , A ¹³² , A ²³ , A ³³¹ , A ³³² , Z ^131. , Z ¹³² , Z ²³ , Z ³³ , Z ⁴³¹ , Z ⁴³² , G ¹³ and GI ¹³ are respectively P ¹³ , P ²³ , Sp ¹³ , Sp ²³ , X ¹³ , X ^{23 in the} general formula (I-AI-iii). , K13, k23, A ¹³¹ , A ¹³² , A ²³ , A ³³¹ , A ³³² , Z ¹³¹ , Z ¹³² , Z ²³ , Z ³³ , Z ⁴³¹ , Z ⁴³² , G ¹³ and GI ¹³ represent the same groups It is more preferable that the compound represented by the general formula (I-AA) is represented by the following general formula (I-AA-iv).

(In the formula, * represents a bond, P ¹⁴ and P ²⁴ each independently represent a group selected from the above formula (P-1) or (P-2), and Sp ¹⁴ and Sp ²⁴ are each A linear alkylene group having 1 to 8 carbon atoms which may independently be substituted with one —CH ₂ — or two or more non-adjacent —CH ₂ —, each independently with —O—; X ¹⁴ and X ²⁴ each independently represent —O—, —COO—, —OCO— or a single bond, and A ¹⁴¹ and A ³⁴² each independently represent formulas (A-1) to (A— 4) represents a group selected from A), A ¹⁴² , A ²⁴ and A ³⁴¹ each represent a group represented by the formula (A-2), and Z ¹⁴¹ , Z ¹⁴² , Z ²⁴ , Z ³⁴ , Z ⁴⁴¹ and Z ⁴⁴² -OCH ₂ independently each _{-, - CH 2 O -,} - COO- or an -OCO- Table In G ¹⁴ the above formulas (G-1-1), Formula (G-1-2), represents a group selected from the formula (G-1-4) or Formula (G-1-5).) The compound represented by the above general formula (I-AI) is represented by the following general formula (I-AI-iv):

(In the formula, * represents a bond, and P ¹⁴ , P ²⁴ , Sp ¹⁴ , Sp ²⁴ , X ¹⁴ , X ²⁴ , A ¹⁴¹ , A ¹⁴² , A ²⁴ , A ³⁴¹ , A ³⁴² , Z ¹⁴¹ , Z ¹⁴² , Z ²⁴ , Z ³⁴ , Z ⁴⁴¹ , Z ⁴⁴² and G ¹⁴ are respectively P ¹⁴ , P ²⁴ , Sp ¹⁴ , Sp ²⁴ , X ¹⁴ , X ²⁴ , A ¹⁴¹ , A ¹⁴² in the general formula (I-AA-iv) A ²⁴ , A ³⁴¹ , A ³⁴² , Z ¹⁴¹ , Z ¹⁴² , Z ²⁴ , Z ³⁴ , Z ⁴⁴¹ , Z ^442, and G ¹⁴ represent the same group, and GI ¹⁴ represents the above formula (GI-1-1 ), formula (GI-1-2), represents a group selected from the formula (GI-1-4) or formula ^{(GI-1-5), G 14} is represented by the formula (G-1-1) when referring to that group, ^{GI 14} is represented by formula (GI-1-1) It represents that ^group, if it represents a ^{group G 14} is represented by the formula (G-1-2), ^{GI 14} represents a group represented by formula ^{(GI-1-2), G 14} is the formula (G If a group represented by-1-4), ^{GI 14} represents a group represented by formula ^(GI-1-4), a ^{group G 14} is represented by the formula (G-1-5) In this case, GI ¹⁴ represents a group represented by the formula (GI-1-5).) The compound represented by the above general formula (I-IA) is represented by the following general formula: (I-IA-iv)

(In the formula, * represents a bond, and P ¹⁴ , P ²⁴ , Sp ¹⁴ , Sp ²⁴ , X ¹⁴ , X ²⁴ , A ¹⁴¹ , A ¹⁴² , A ²⁴ , A ³⁴¹ , A ³⁴² , Z ¹⁴¹ , Z ¹⁴² , Z ²⁴ , Z ³⁴ , Z ⁴⁴¹ , Z ⁴⁴² , G ¹⁴ and GI ¹⁴ are each P ¹⁴ , P ²⁴ , Sp ¹⁴ , Sp ²⁴ , X ¹⁴ , X ²⁴ , A ¹⁴¹ , in the general formula (I-AI-iv) A ¹⁴² , A ²⁴ , A ³⁴¹ , A ³⁴² , Z ¹⁴¹ , Z ¹⁴² , Z ²⁴ , Z ³⁴ , Z ⁴⁴¹ , Z ⁴⁴² , G ¹⁴ and GI ¹⁴ represent the same group. It is even more preferable that the compound represented by the above general formula (I-AA) is represented by the following general formula (I-AA-v)

(In the formula, * represents a bond, P ¹⁵ and P ²⁵ each independently represent a group selected from the above formula (P-1) or (P-2), and Sp ¹⁵ and Sp ²⁵ are each represented by Independently represents a linear alkylene group having 2 to 8 carbon atoms, and G ¹⁵ represents from the above formula (G-1-2), formula (G-1-4) or formula (G-1-5). The compound represented by the above general formula (I-AI) is represented by the following general formula (I-AI-v).

(Wherein, * represents a ^{bond, P 15, P 25, Sp} 15, Sp 25 and ^{G 15 P} 15 in connection with general formula (I-AA-v) ^{is, P 25, Sp 15, Sp} 25 and G represents the same group as the ^{group 15} is represented, ^{GI 15} is the above formula (GI-1-2), it represents a group selected from the formula (GI-1-4) or formula (GI-1-5), G ^{When 14} represents a group represented by Formula (G-1-2), GI ¹⁴ represents a group represented by Formula (GI-1-2), and G ¹⁴ represents Formula (G-1-4). If a group represented, ^{GI 14} represents a group represented by formula ^(GI-1-4), if it represents a ^{group G 14} is represented by the formula (G-1-5), ^{GI 14} is Represents a group represented by the formula (GI-1-5). The compound represented by the above general formula (I-IA) is represented by the following general formula (II): -v)

(Wherein, * represents a ^{bond, P 15, P 25, Sp} 15, Sp 25, G 15 and ^{GI 15 P} 15 in connection with general formula (I-AI-iv) ^is, P ^{25, Sp} 15, Sp ²⁵ , G ¹⁵ and GI ¹⁵ are the same groups as those represented by GI ¹⁵ ).

  Specific examples of the mixture of the compounds represented by general formula (I-AA), general formula (I-AI) and general formula (I-IA) include the following formulas (I-AA-1) and ( I-AI-1) and formula (I-IA-1)

A mixture (I-1) comprising the compounds represented by formula (I-AA-2), formula (I-AI-2) and formula (I-IA-2) shown below

A mixture (I-2) comprising the compounds represented by formula (I-AA-3), formula (I-AI-3) and formula (I-IA-3)

A mixture (I-3) comprising the compounds represented by formula (I-AA-4), formula (I-AI-4) and formula (I-IA-4) shown below

A mixture (I-4) comprising the compounds represented by formula (I-AA-5), formula (I-AI-5) and formula (I-IA-5)

A mixture (I-5) comprising the compounds represented by formula (I-AA-6), formula (I-AI-6) and formula (I-IA-6):

A mixture (I-6) comprising the compounds represented by formula (I-AA-7), formula (I-AI-7) and formula (I-IA-7)

A mixture (I-7) comprising the compounds represented by formula (I-AA-8), formula (I-AI-8) and formula (I-IA-8)

A mixture (I-8) comprising the compounds represented by formula (I-AA-9), formula (I-AI-9) and formula (I-IA-9) below:

A mixture (I-9) comprising the compounds represented by formula (I-AA-10), formula (I-AI-10) and formula (I-IA-10)

A mixture (I-10) comprising the compounds represented by formula (I-AA-11), formula (I-AI-11) and formula (I-IA-11) shown below:

(I-11) containing the compound represented by formula (I-AA-12), formula (I-AI-12) and formula (I-IA-12) below

A mixture (I-12) containing the compound represented by formula (I-AA-13), formula (I-AI-13) and formula (I-IA-13) shown below:

A mixture (I-13) containing the compound represented by formula (I-AA-14), formula (I-AI-14) and formula (I-IA-14) shown below:

And a mixture (I-14) containing a compound represented by the formula:

The mixture of the present invention can be produced by the following production method.
(Manufacturing method 1) Manufacture of the compound represented by a following formula (S-8)

^{(Wherein, P 1, P 2, Sp} 1, Sp 2, G 1 and GI ¹ are each formula (I-AA), ^P 1 in the general formula (I-AI) and the general formula (I-IA), (P ² , Sp ¹ , Sp ² , G ¹ and GI ¹ have the same meanings, and PG represents a protecting group.)
A compound represented by the formula (S-3) can be obtained by reacting the compound represented by the formula (S-1) with a compound represented by the formula (S-2). As the reaction conditions, for example, a method using a condensing agent or a compound represented by the formula (S-2) is converted to an acid chloride, mixed acid anhydride or carboxylic acid anhydride and then represented by the general formula (S-1). The method of making it react with a compound in base presence is mentioned. When a condensing agent is used, examples of the condensing agent include N, N′-dicyclohexylcarbodiimide, N, N′-diisopropylcarbodiimide, and 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride. Examples of the base include triethylamine and diisopropylethylamine.

  The protecting group (PG) of the compound represented by the formula (S-3) is deprotected. The reaction conditions for deprotection are not particularly limited as long as they give the compound represented by the formula (S-4). For example, GREEN'S PROTECTIVE GROUPS IN ORGANIC SYNTHESIS ((Fourth Edition), PETER G. et al. M. WUTS, THEODORA W. GREENE, A John Wiley & Sons, Inc., Publication) and the like are preferable.

  By reacting the compound represented by the formula (S-4) with the mixture represented by the formula (S-5), the mixture represented by the formula (S-6) can be obtained. As the reaction conditions, for example, a method using a condensing agent or a compound represented by the formula (S-4) is converted to an acid chloride, mixed acid anhydride or carboxylic acid anhydride, and then represented by the general formula (S-5). The method of making it react with a mixture in base presence is mentioned. Examples of the condensing agent and the base include those described above.

  The compound represented by the formula (S-8) can be obtained by reacting the mixture represented by the formula (S-6) with the compound represented by the formula (S-7). As the reaction conditions, for example, a method using a condensing agent or a compound represented by the formula (S-7) is converted to an acid chloride, mixed acid anhydride or carboxylic acid anhydride, and then represented by the general formula (S-6). The method of making it react with a mixture in base presence is mentioned. Examples of the condensing agent and the base include those described above.

  Reaction conditions other than those described in each step of production method 1 include, for example, an experimental chemistry course (edited by the Chemical Society of Japan, published by Maruzen Co., Ltd.), Organic Synthesis (A John Wiley & Sons, Inc., Public), and Bilstein Handbook of Organic Chemistry. (Beilstein-Institut futeriter der Organischen Chemie, Springer-Verlag Berlin and Heidelberg GmbH & Co. K), Fiesers' Regents for Organics. hemical Abstracts Service, American Chemical Society) or Reaxys (condition provided by the online search services Elsevier Ltd.) and the like.

  In each step, a reaction solvent can be appropriately used. The solvent is not particularly limited as long as it gives the target compound. For example, tert-butyl alcohol, isobutyl alcohol, isopropyl alcohol, isopentyl alcohol, cyclohexanol, 1-butanol, 2-butanol, 1-octanol, 2- Methoxyethanol, ethylene glycol, diethylene glycol, methanol, methylcyclohexanol, ethanol, propanol, chloroform, carbon tetrachloride, dichloromethane, 1,2-dichloroethane, 1,2-dichloroethylene, 1,1,2,2-tetrachloroethane, trichloroethylene 1-chlorobutane, carbon disulfide, acetone, acetonitrile, benzonitrile, N, N-dimethylformamide, N, N-dimethylacetamide, dimethyl sulfoxide, 1 3-dimethyl-2-imidazolidinone, diethyl ether, ethylene glycol monoethyl ether, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether, ethylene glycol monomethyl ether, diethylene glycol diethyl ether, o-dichlorobenzene, xylene, o-xylene , P-xylene, m-xylene, chlorobenzene, isobutyl acetate, isopropyl acetate, isoamyl acetate, ethyl acetate, butyl acetate, propyl acetate, pentyl acetate, methyl acetate, 2-methoxyethyl acetate, hexamethylphosphate triamide, tris (dimethyl Amino) phosphine, cyclohexanone, 1,4-dioxane, dichloromethane, styrene, tetrachloroethylene, tetrahydrofuran, pyridine, -Methyl-2-pyrrolidinone, 1,1,1-trichloroethane, toluene, hexane, pentane, cyclohexane, cyclopentane, heptane, benzene, methyl isobutyl ketone, tert-butyl methyl ether, methyl ethyl ketone, methyl cyclohexanone, methyl butyl ketone, diethyl Examples include ketones, gasoline, coal tar naphtha, petroleum ether, petroleum naphtha, petroleum benzine, turpentine oil, and mineral spirits. When the reaction is carried out in an organic solvent and water two-phase system, a phase transfer catalyst can be added. Examples of the phase transfer catalyst include benzyltrimethylammonium chloride, polyoxyethylene (20) sorbitan monolaurate [Tween 20], sorbitan monooleate [Span 80], and the like.

  In each step, purification can be performed as necessary. Examples of the purification method include chromatography, recrystallization, distillation, sublimation, reprecipitation, adsorption, and liquid separation treatment. When using a purification agent, silica gel, alumina, activated carbon, activated clay, celite, zeolite, mesoporous silica, carbon nanotube, carbon nanohorn, Bincho charcoal, charcoal, graphene, ion exchange resin, acid clay, silicon dioxide, diatomaceous earth, Examples include perlite, cellulose, organic polymer, and porous gel.

  In the present invention, the ring structure contained in the 1,4-cyclohexylene group, decahydronaphthalene-2,6-diyl group and 1,3-dioxane-2,5-diyl group is either trans or cis. However, from the viewpoint of liquid crystallinity, the trans isomer content is preferably higher than the cis isomer content, and the trans isomer content in the ring structure is more preferably 80% or more. More preferably, the trans isomer content in the ring structure is 90% or more, the trans isomer content in the ring structure is still more preferably 95% or more, and the trans isomer content in the ring structure is 98%. % Or more is particularly preferable. In the present invention, the following notation

(Wherein * represents a bond) means a trans-1,4-cyclohexylene group.

  In the present invention, “may have a bond at any position” means having a required number of bonds at any position. For example, in the case of a monovalent group, it is intended to have one bond at an arbitrary position. More specifically, the following groups

When is a monovalent group and has a bond at an arbitrary position, the following group

(In the formula, * represents a bond).

  The mixture of the present invention is preferably used for a nematic liquid crystal composition, a smectic liquid crystal composition, a chiral smectic liquid crystal composition, and a cholesteric liquid crystal composition. In the liquid crystal composition using the mixture of the present invention, a compound other than the present invention may be added.

  The mixture of the present invention has the following general formula (II)

(In the formula, P ³ , P ⁴ , Sp ³ , Sp ⁴ , X ³ , X ⁴ , k ³ , k ⁴ , A ⁴ , A ⁵ , Z ⁵ , Z ⁶ , m ⁴ , m ⁵ and G ² are each represented by the general formula (I -AA) represents the same meaning as P ¹ , P ² , Sp ¹ , Sp ² , X ¹ , X ² , k ¹ , k ² , A ¹ , A ³ , Z ¹ , Z ⁴ , m 1, m 3 and G ¹ . It is preferable to include at least one compound represented by It is represented by the general formula (II) from the viewpoints of compound solubility, ease of synthesis, availability of raw materials, liquid crystallinity, reverse wavelength dispersibility, mechanical strength when formed into a film, surface hardness, and heat resistance. The compound has the following general formula (II-i)

(Wherein P ³¹ and P ⁴¹ each independently represent a group selected from the above formulas (P-1) to (P-20), and when there are a plurality of Sp ³¹ and Sp ^41, they are the same) Any hydrogen atom in the group may be independently substituted with a fluorine atom, and one —CH ₂ — or two or more —CH ₂ — that are not adjacent to each other may be substituted. Are each independently —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—. , —NH—CO—, —CH═CH—, —CF═CF— or —C≡C— represents a linear or branched alkylene group having 1 to 20 carbon atoms which may be substituted with X ³¹ And when there are a plurality of X ^{41 s,} they may be the same or different and each independently represents —O— or —S. _{-, - OCH 2 -, -} CH 2 O -, - COO -, - OCO -, - CO-S -, - S-CO -, - OCO-O -, - CO-NH -, - NH- _{CO -, - COO-CH 2} CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO- or a single bond, each independently k31 and k41 And when there are a plurality of A ⁴¹ and A ^51, they may be the same or different and are each independently unsubstituted or one or more substituents L good phenylene group optionally substituted by 1,4-cyclohexylene group, a naphthalene-2,6-diyl group, a naphthalene-1,4-diyl ^{group, Z 51} and ^{Z 61} there are a plurality of If they are the same or different, each Standing to _{-OCH 2 -, - CH 2 O} -, - CH 2 CH 2 -, - COO -, - OCO -, - CO-NH -, - NH-CO -, - CF 2 O -, - OCF 2 _{-, - CH = CH-COO} -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - CH = CH - , - CF = CF -, - C≡C- or a single bond, m41 and m51 each independently represents an integer of from 1 ^{4, G 21} is the above formula ( G-1), which represents a group selected from Formula (G-2) or Formula (G-3).), And preferably represents the following general formula (II-ii)

(Wherein P ³² and P ⁴² are each independently the above formula (P-1), formula (P-2), formula (P-3), formula (P-4), formula (P-5)). Represents a group selected from Formula (P-7), Formula (P-11), Formula (P-13), Formula (P-15), and Formula (P-18), and there are a plurality of Sp ³² and Sp ^42. And they may be the same or different, and each independently represents one —CH ₂ — or two or more non-adjacent —CH ₂ — each independently represents —O—, —COO. Linear or branched having 1 to 20 carbon atoms which may be substituted by-, -OCO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH = CH- represents an alkylene ^{group, X 32} and ^{X 42} are those when there are a plurality of which may be the same or different and each independently -O -, - OCH ₂ - _{-CH 2 O -, - COO -} , - OCO -, - OCO-O -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH ₂ CH ₂ —OCO— or a single bond, k32 and k42 each independently represent 0, 1 or 2, and when a plurality of A ⁴² and A ⁵² are present, they may be the same or different. Well, each independently represents a group selected from the above formulas (A-1) to (A-11), and when there are a plurality of Z ⁵² and Z ^62, they may be the same or different. , -OCH ₂ each independently _{-, - CH 2 O -,} - CH 2 CH 2 -, - COO -, - OCO -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - _{CH 2 CH 2 -COO -, -} CH 2 CH 2 -OCO- also It represents a single bond, m42 and m52 each independently represents 1, 2 or ^{3, G 22} represents a group selected from the formulas (G-1-11) from the above equation (G-1-1). It is more preferable to represent a compound represented by the following general formula (II-iii)

(In the formula, * represents a bond, and P ³³ and P ⁴³ are each independently the above formula (P-1), formula (P-2), formula (P-3), formula (P-18)). In the case where a plurality of Sp ³³ and Sp ⁴³ are present, they may be the same or different, and each independently represents one —CH ₂ — or two or more that are not adjacent to each other. Each of —CH ₂ — independently represents a linear alkylene group having 1 to 12 carbon atoms which may be substituted by —O—, —COO—, —OCO— or —O—CO—O—; ^{When a} plurality of ³³ and X ⁴³ are present, they may be the same or different and each independently represents —O—, —COO—, —OCO—, —O—CO—O— or a single bond. , K33 and k43 each independently represent 1 or 2, and A ⁴³¹ , A ⁴³² , A ⁵³¹ and A ^{5 32} each independently represents a group selected from Formula (A-1) to Formula (A-8), and Z ⁵³¹ , Z ⁵³² , Z ⁶³¹ and Z ⁶³² each independently represent —OCH ₂ —, —CH _2. O—, —COO—, —OCO— or a single bond is represented, and G ²³ represents a group selected from the above formulas (G-1-1) to (G-1-6). More preferably, it represents a compound represented by the following general formula (II-iv)

(In the formula, * represents a bond, P ³⁴ and P ⁴⁴ each independently represent a group selected from the above formula (P-1) or (P-2), and Sp ³⁴ and Sp ⁴⁴ are each represented by A linear alkylene group having 1 to 8 carbon atoms which may independently be substituted with one —CH ₂ — or two or more non-adjacent —CH ₂ —, each independently with —O—; X ³⁴ and X ⁴⁴ each independently represent —O—, —COO—, —OCO— or a single bond, and A ⁴⁴¹ and A ⁵⁴² each independently represent formula (A-1) to formula (A— 4), A ⁴⁴² and A ⁵⁴¹ each represent a group represented by the formula (A-2), and Z ⁵⁴¹ , Z ⁵⁴² , Z ⁶⁴¹ and Z ⁶⁴² each independently represent —OCH ₂ —. , _-CH 2 O -, - represents COO- or ^{-OCO-, G 24} is the above formula (G-1- 1), represents a group represented by formula (G-1-2), formula (G-1-4) or formula (G-1-5). The following general formula (II-v)

(In the formula, P ³⁵ and P ⁴⁵ each independently represent a group selected from the above formula (P-1) or (P-2), and Sp ³⁵ and Sp ⁴⁵ each independently represent 2 carbon atoms. represents a straight-chain alkylene group having ^{8, G 25} represents a group selected from the above equation (G-1-2), formula (G-1-4) or formula (G-1-5).) It is particularly preferable to represent a compound represented by:

  Specific examples of the mixture represented by the general formula (II) include the following formulas (II-1) to (II-14):

The compound etc. which are represented by these are mentioned.

  When the compound represented by the general formula (II) is added, 0.001% to 55% by mass of the general formula (I-AA), the general formula (I-AI), and the general formula (I-IA) And a composition comprising 45% by mass to 99.999% by mass of at least one compound represented by the general formula (II), preferably 0.01% by mass to 3.3%. A mixture comprising a compound represented by general formula (I-AA), general formula (I-AI) and general formula (I-IA) in mass% and a general formula of 96.7 mass% to 99.99 mass% ( More preferably, it is a composition comprising at least one compound represented by II), wherein 0.1% by mass to 1.2% by mass of general formula (I-AA), general formula (I-AI) and Mixture and compound of compound represented by general formula (I-IA) It is more preferable that the composition contains at least one compound represented by the general formula (II) in an amount of from 9% to 99.9% by mass, and from 0.2% to 1.1% by mass of the general formula (I- AA), a mixture comprising compounds represented by general formula (I-AI) and general formula (I-IA), and at least 1 represented by 98.9% by mass to 99.8% by mass of general formula (II) It is even more preferable that the composition contains a seed compound, and is represented by 0.3 to 1% by mass of general formula (I-AA), general formula (I-AI) and general formula (I-IA). Particularly preferred is a composition comprising a mixture of the above compounds and 99% by mass to 99.7% by mass of at least one compound represented by the general formula (II).

  The mixture of the present invention has the following general formula (X-1)

(Expressed in the formula, the radical polymerization each independently are P ^x1 and P ^x2, the polymerization is radical by cationic polymerization or anionic polymerization,
Sp ^x1 and Sp ^x2 each independently represent a spacer group, but when a plurality of Sp ^x1 are present, they may be the same or different, and when a plurality of Sp ^x2 are present, they may be the same. May be different,
X ^x1 and X ^x2 are —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, — O—CO—O—, —CO—NH—, —NH—CO—, —SCH ₂ —, —CH ₂ S—, —CF ₂ O—, —OCF ₂ —, —CF ₂ S—, —SCF ₂ -, - CH = CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 _{-, - CH 2 CH 2 -COO} -, - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 -COO -, - CH 2 -OCO -, - CH ═CH—, —N═N—, —CH═N—N═CH—, —CF═CF—, —C≡C— or a single bond, ^{When a} plurality of ^x1 are present, they may be the same or different (provided that P ^x1 − (Sp ^x1 −X ^x1 ) _kx1 − does not include an —O—O— bond), and X ^x2 is When there are a plurality of them, they may be the same or different (provided that-(X ^x2 -Sp ^x2 ) _kx2 -P ^x2 does not contain an -O-O- bond), and kx1 and kx2 are each Independently represents an integer from 0 to 10,
A ^x1 and A ^x2 are each independently 1,4-phenylene group, 1,4-cyclohexylene group, bicyclo [2.2.2] octane-1,4-diyl group, pyridine-2,5-diyl group. , Pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group, naphthalene-1,4-diyl group, tetrahydronaphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1 , 3-dioxane-2,5-diyl groups, these groups may be unsubstituted or substituted by one or more substituents L ^x , and they are identical when there are multiple A ^x1 Can be different,
L ^x is a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, pentafluorosulfanyl group, a nitro group, a cyano group, isocyano group, an amino group, a hydroxyl group, a mercapto group, methylamino group, dimethylamino group, diethylamino group, diisopropylamino An amino group, a trimethylsilyl group, a dimethylsilyl group, a thioisocyano group, or one —CH ₂ — or two or more non-adjacent —CH ₂ — are each independently —O—, —S—, —CO. -, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH = CH-COO-, Number of carbon atoms that may be substituted by —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF— or —C≡C— Although from a linear or branched alkyl group of 20, any hydrogen atom in the alkyl group may be substituted by a fluorine atom, or, ^{L x} is _{^{P lx - (Sp lx -X lx}} ) klx ^-In this case, P ^lx represents a group that is polymerized by radical polymerization, cationic polymerization, or anionic polymerization, Sp ^lx represents a spacer group, and when there are a plurality of Sp ^lx , X ^lx may be the same or different, and X ^lx is —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CO—, —COO—, —OCO—, —CO—S—. , -S-CO -, - O -CO-O -, - CO-NH -, - NH-CO -, - SCH 2 -, - CH 2 S -, - CF 2 O -, - OCF 2 -, - _{CF 2 S -, - SCF 2} -, - CH = CH-COO -, - C = CH-OCO -, - COO -CH = CH -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH ₂ CH ₂ —OCO—, —COO—CH ₂ —, —OCO—CH ₂ —, —CH ₂ —COO—, —CH ₂ —OCO—, —CH═CH—, —N═N—, —CH ═N—N═CH—, —CF═CF—, —C≡C— or a single bond, and when there are a plurality of X ^{lx s,} they may be the same or different (provided that P ^{lx _{- (Sp lx -X lx) klx}} -. that the contains no -O-O- bonds), klx represents an integer of 0 to 10, they ^{if L x} there are a plurality be the same or different You may,
Z ^x1 represents —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CH ₂ CH ₂ —, —CO—, —COO—, —OCO—, —CO—S—, —S—. CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -OCO-NH-, -NH-COO-, -NH-CO-NH-, -NH-O-,- O—NH—, —SCH ₂ —, —CH ₂ S—, —CF ₂ O—, —OCF ₂ —, —CF ₂ S—, —SCF ₂ —, —CH═CH—COO—, —CH═CH -OCO -, - COO-CH = CH -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 _{CH 2 -OCO -, - COO-} CH 2 -, - OCO-CH 2 -, - CH 2 -COO -, - CH 2 -OCO -, - C ═CH—, —N═N—, —CH═N—, —N═CH—, —CH═N—N═CH—, —CF═CF—, —C≡C— or a single bond, When a plurality of Z ^x1 are present, they may be the same or different;
mx1 represents an integer of 0 to 5. ) May be included. From the viewpoint of compound solubility, ease of synthesis, availability of raw materials, liquid crystallinity, mechanical strength when formed into a film, surface hardness, and heat resistance, the compound represented by formula (X-1) is The following general formula (X-1-i)

( ^Wherein P ^x11 and P ^x21 each independently represent a group selected from the above formulas (P-1) to (P-20), and when there are a plurality of Sp ^x11 and Sp ^x21, they are the same) Any hydrogen atom in the group may be independently substituted with a fluorine atom, and one —CH ₂ — or two or more —CH ₂ — that are not adjacent to each other may be substituted. Are each independently —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—. , —NH—CO—, —CH═CH—, —CF═CF— or —C≡C— represents a linear or branched alkylene group having 1 to 20 carbon atoms which may be replaced by X ^x11 And X ^x21 may be the same or different when a plurality of X ^x21 are present, each independently _{-O -, - S -, -} OCH 2 -, - CH 2 O -, - COO -, - OCO -, - CO-S -, - S-CO -, - OCO-O -, - CO- _{NH -, - NH-CO -} , - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO- or a single bond, kx11 and kx21 each independently represents an integer of 0 to 5, and A ^x11 and A ^x21 may be the same or different when there are a plurality of A ^{x11, and} are each independently unsubstituted. Or a 1,4-phenylene group, 1,4-cyclohexylene group, naphthalene-2,6-diyl group, naphthalene-1,4-diyl group which may be substituted by one or more substituents L ^x , L ^x may be the same or different when there are multiple A fluorine atom, a chlorine atom, a pentafluorosulfanyl group, a nitro group, a cyano group, a methylamino group, a dimethylamino group, a diethylamino group, a diisopropylamino group, or any hydrogen atom in the group is a fluorine atom. One —CH ₂ — or two or more non-adjacent —CH ₂ — may be each independently —O—, —S—, —CO—, —COO—, —OCO. -, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH = CH-COO-, -CH = CH-OCO-, A straight chain of 1 to 20 carbon atoms which may be substituted by —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF— or —C≡C—, or represents branched alkyl group, Z ^x11 there are a plurality of field They may be the same or different and each independently _{-OCH 2 -, - CH 2 O} -, - CH 2 CH 2 -, - COO -, - OCO -, - CO-NH -, - NH—CO—, —CF ₂ O—, —OCF ₂ —, —CH═CH—COO—, —OCO—CH═CH—, —COO—CH ₂ CH ₂ —, —OCO—CH ₂ CH ₂ —, _{-CH 2 CH 2 -COO -, -} CH 2 CH 2 -OCO -, - CH = CH -, - CF = CF -, - C≡C- or a single bond, MX11 is an integer of 1 to 4 . It is preferable that it is a compound represented by the following general formula (X-1-ii)

(In the formula, P ^x12 and P ^x22 are each independently the above formula (P-1), formula (P-2), formula (P-3), formula (P-4), formula (P-5)). formula (P-7), formula (P-11), formula (P-13), formula (P-15), represents a group selected from the formula ^{(P-18), Sp x12} and ^{Sp x22} are plurality of And they may be the same or different, and each independently represents one —CH ₂ — or two or more non-adjacent —CH ₂ — each independently represents —O—, —COO. Linear or branched having 1 to 20 carbon atoms which may be substituted by-, -OCO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH = CH- ^Represents an alkylene group, and when there are a plurality of X ^x12 and X ^x22, they may be the same or different and each independently represents —O—, — _{OCH 2 -, - CH 2 O} -, - COO -, - OCO -, - OCO-O -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 - COO—, —CH ₂ CH ₂ —OCO— or a single bond, kx12 and kx22 each independently represent 0, 1 or 2, and A ^x12 and A ^x22 are the same when a plurality of A ^x12 are present. May be different from each other, and each of the following formulas (AX-1) to (AX-11)

In the case where a plurality of L ^x are present, they may be the same or different, and a fluorine atom, a chlorine atom, or an arbitrary hydrogen atom in the group may be substituted with a fluorine atom Well, one —CH ₂ — or two or more non-adjacent —CH ₂ — are each independently —O—, —CO—, —COO—, —OCO—, —CO—NH—, — NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF— or — Represents a linear or branched alkyl group having 1 to 20 carbon atoms which may be substituted by C≡C—, and when there are a plurality of Z ^x12, they may be the same or different, and each independently to _{-OCH 2 -, - CH 2 O} -, - CH 2 CH 2 -, - _{OO -, - OCO -, -} COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO- or a single bond, the mx12 Represents 1, 2 or 3. It is more preferable that it is a compound represented by the following general formula (X-1-iii)

(In the formula, P ^x13 and P ^x23 each independently represent a group selected from the above formula (P-1), formula (P-2), formula (P-3), formula (P-18); sp ^x13 and ^{sp x23} are those when there are a plurality of which may be the same or different and each independently one -CH ₂ - or nonadjacent two or more -CH ₂ - are each independently to -O -, - COO -, - OCO -, - OCO-O- by a linear alkylene group having 12 good 1 -C be ^{substituted, X x13} and ^{X x23} is plurality of And they may be the same or different and each independently represents —O—, —COO—, —OCO—, —O—CO—O— or a single bond, and kx13 and kx23 are each independently It represents 1 or 2 ^{and, a x131,} a ^x132 and ^{a x23} each Independently represent a group selected from formulas (AX-8) from equation (AX-1), L ^x is they If there are multiple may be the same or different and a fluorine atom, a chlorine atom, or Any hydrogen atom in the group may be substituted with a fluorine atom, and one —CH ₂ — or two or more non-adjacent —CH ₂ — may each independently represent —O—, —CO—. , -COO-, ^-OCO- represents a linear or branched alkyl group having 1 to 12 carbon atoms which may be substituted, and Z ^x131 and Z ^x132 each independently represent -OCH _2- , -CH ₂ O-, -COO-, -OCO- or a single bond) is more preferable, and the following general formula (X-1-iv)

( ^Wherein P ^x14 and P ^x24 each independently represent a group selected from the above formula (P-1) or (P-2), and Sp ^x14 and Sp ^x24 each independently represent ^one- CH ₂ — or two or more non-adjacent —CH ₂ — each independently represents a linear alkylene group having 1 to 8 carbon atoms which may be substituted by —O—, and X ^x14 and X ^x24 Each independently represents ^—O— , ^—COO— , ^—OCO— , —O—CO—O— or a single bond, and A ^x141 , A ^x142 and A ^x24 each independently represent from the formula (AX-1) Represents a group selected from the formula (AX-4), L ^x represents a fluorine atom, a chlorine atom, a linear alkyl group having 1 to 8 carbon atoms, a linear alkoxy group having 1 to 7 carbon atoms, Z ^{X 141} and ^{Z x142} are each independently -COO -, - OCO- It represents a single bond. Even more preferably a compound represented by), the general formula from the general formula (X-1-v-1) (X-1-v-6)

(In the formula, P ^x15 and P ^x25 each independently represent a group selected from the above formula (P-1) or (P-2), and Sp ^x15 and Sp ^x25 each independently represent 2 carbon atoms. To 8 in which L ^x represents a fluorine atom, a chlorine atom, a methyl group, an ethyl group, or a methoxy group).

  Specific examples of the compound represented by the general formula (X-1) include the following formulas (X-1-1) to (X-1-12):

The compound represented by these is mentioned.

  When the compound represented by the general formula (X-1) is added, a mixture composed of the compounds represented by the general formula (I-AA), the general formula (I-AI) and the general formula (I-IA) and the general 20% to 99.999% by weight of a composition containing at least one compound represented by the formula (II) and 0.001% to 80% by weight of the compound represented by the general formula (X-1) Preferably, the composition is a mixture of a compound represented by general formula (I-AA), general formula (I-AI) and general formula (I-IA) and at least represented by general formula (II). More preferably, the composition contains 81% by mass to 99.99% by mass of a composition containing one compound and 0.01% by mass to 19% by mass of a compound represented by the general formula (X-1). General formula (I-AA), general formula (I-AI) and general formula (I- A composition comprising the compound represented by A) and at least one compound represented by the general formula (II) from 82% by mass to 99.9% by mass and represented by the general formula (X-1) More preferably, the composition contains 0.1% by mass to 18% by mass of the compound, from the compounds represented by the general formula (I-AA), the general formula (I-AI) and the general formula (I-IA). And 85% by mass to 99% by mass of a composition containing the mixture and at least one compound represented by the general formula (II) and 1% by mass to 15% by mass of the compound represented by the general formula (X-1) It is even more preferable that the composition is a composition represented by the general formula (II) and a mixture comprising the compounds represented by the general formula (I-AA), the general formula (I-AI) and the general formula (I-IA). From 90% by weight of a composition comprising at least one compound It is particularly preferred from 5% by weight and Compound 5 wt%, represented by the formula (X-1) is a composition comprising 10 wt%.

  To the polymerizable liquid crystal composition containing the mixture of the present invention, a polymerizable compound that does not exhibit liquid crystallinity can be added to such an extent that the liquid crystallinity of the composition is not significantly impaired. Specifically, any compound that is recognized as a polymer-forming monomer or polymer-forming oligomer in this technical field can be used without particular limitation. Specific examples include those described in “Photocuring Technology Data Book, Materials (Monomer, Oligomer, Photopolymerization Initiator)” (supervised by Kunihiro Ichimura, Kiyosuke Kato, Technonet).

  The mixture of the present invention can be polymerized without using a photopolymerization initiator, but a photopolymerization initiator may be added depending on the purpose. In this case, the concentration of the photopolymerization initiator is preferably 0.1% by mass to 15% by mass, more preferably 0.2% by mass to 10% by mass, and 0.4% by mass to 8% by mass with respect to the mixture of the present invention. % Is more preferable. Examples of the photopolymerization initiator include benzoin ethers, benzophenones, acetophenones, benzyl ketals, and acylphosphine oxides. Specific examples of the photopolymerization initiator include 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropan-1-one (IRGACURE 907), benzoic acid [1- [4- (phenylthio) benzoyl] heptylidene]. Amino (IRGACURE OXE 01) etc. are mentioned. Examples of the thermal polymerization initiator include azo compounds and peroxides. Specific examples of the thermal polymerization initiator include 2,2'-azobis (4-methoxy-2,4-dimethylvaleronitrile), 2,2'-azobis (isobutyronitrile) and the like. One type of polymerization initiator may be used, or two or more types of polymerization initiators may be used in combination.

  In addition, a stabilizer may be added to the polymerizable composition containing the mixture of the present invention in order to improve its storage stability. Examples of the stabilizer that can be used include hydroquinones, hydroquinone monoalkyl ethers, tert-butylcatechols, pyrogallols, thiophenols, nitro compounds, β-naphthylamines, β-naphthols, nitroso compounds, and the like. It is done. When the stabilizer is used, the addition amount is preferably in the range of 0.005% by mass to 1% by mass, more preferably 0.02% by mass to 0.8% by mass, and 0.03% by mass with respect to the composition. To 0.5% by mass is more preferable. One kind of stabilizer may be used, or two or more kinds of stabilizers may be used in combination. Specifically, as the stabilizer, the formula (X-13-1) to the formula (X-13-35)

(Wherein n represents an integer of 0 to 20) is preferred.

  Further, when the polymerizable liquid crystal composition containing the mixture of the present invention is used for applications such as films, optical elements, functional pigments, pharmaceuticals, cosmetics, coating agents, synthetic resins, Depending on the purpose, metals, metal complexes, dyes, pigments, dyes, fluorescent materials, phosphorescent materials, surfactants, leveling agents, thixotropic agents, gelling agents, polysaccharides, ultraviolet absorbers, infrared absorbers, antioxidants Further, metal oxides such as ion exchange resin and titanium oxide can be added.

The polymer obtained by polymerizing the polymerizable liquid crystal composition containing the mixture of the present invention can be used for various applications. For example, a polymer obtained by polymerizing a polymerizable liquid crystal composition containing the mixture of the present invention without orientation can be used as a light scattering plate, a depolarization plate, and a moire fringe prevention plate. Moreover, the polymer obtained by superposing | polymerizing after orientating has optical anisotropy, and is useful. Such an optical anisotropic body is, for example, a substrate obtained by rubbing a polymerizable liquid crystal composition containing the mixture of the present invention with a cloth, a substrate on which an organic thin film is formed, or an alignment film obtained by obliquely depositing SiO _2. It can be produced by polymerizing the polymerizable liquid crystal composition after it is supported on a substrate having it or sandwiched between substrates.

  Examples of the method for supporting the polymerizable liquid crystal composition on the substrate include spin coating, die coating, extrusion coating, roll coating, wire bar coating, gravure coating, spray coating, dipping, and printing. . Further, an organic solvent may be added to the polymerizable liquid crystal composition during coating. As the organic solvent, hydrocarbon solvents, halogenated hydrocarbon solvents, ether solvents, alcohol solvents, ketone solvents, ester solvents, aprotic solvents and the like can be used. The solvent is toluene or hexane, the halogenated hydrocarbon solvent is methylene chloride, the ether solvent is tetrahydrofuran, acetoxy-2-ethoxyethane or propylene glycol monomethyl ether acetate, and the alcohol solvent is methanol, ethanol or Isopropanol, acetone, methyl ethyl ketone, cyclohexanone, γ-butyl lactone or N-methylpyrrolidinone as the ketone solvent, ethyl acetate or cellosolve as the ester solvent, dimethyl as the aprotic solvent It can be mentioned formamide or acetonitrile. These may be used alone or in combination, and may be appropriately selected in consideration of the vapor pressure and the solubility of the polymerizable liquid crystal composition. As a method for volatilizing the added organic solvent, natural drying, heat drying, reduced pressure drying, or reduced pressure heat drying can be used. In order to further improve the applicability of the polymerizable liquid crystal material, it is also effective to provide an intermediate layer such as a polyimide thin film on the substrate or to add a leveling agent to the polymerizable liquid crystal material. The method of providing an intermediate layer such as a polyimide thin film on a substrate is effective for improving the adhesion between a polymer obtained by polymerizing a polymerizable liquid crystal material and the substrate.

  Examples of the alignment treatment other than the above include use of fluid alignment of a liquid crystal material, use of an electric field or a magnetic field. These orientation means may be used alone or in combination. Furthermore, a photo-alignment method can be used as an alignment treatment method instead of rubbing. As a shape of the substrate, in addition to a flat plate, a curved surface may be included as a constituent part. The material which comprises a board | substrate can be used regardless of an organic material and an inorganic material. Examples of the organic material used as the substrate material include polyethylene terephthalate, polycarbonate, polyimide, polyamide, polymethyl methacrylate, polystyrene, polyvinyl chloride, polytetrafluoroethylene, polychlorotrifluoroethylene, polyarylate, polysulfone, and triacetyl. Cellulose, cellulose, polyetheretherketone and the like can be mentioned, and examples of the inorganic material include silicon, glass and calcite.

When the polymerizable liquid crystal composition containing the mixture of the present invention is polymerized, it is desirable that the polymerization proceeds rapidly. Therefore, a method of polymerizing by irradiating active energy rays such as ultraviolet rays or electron beams is preferable. When ultraviolet rays are used, a polarized light source or a non-polarized light source may be used. Further, when the polymerization is carried out with the liquid crystal composition sandwiched between two substrates, at least the substrate on the irradiation surface side must have appropriate transparency to the active energy rays. Moreover, after polymerizing only a specific part using a mask at the time of light irradiation, the orientation state of the unpolymerized part is changed by changing conditions such as an electric field, a magnetic field, or temperature, and further irradiation with active energy rays is performed. Then, it is possible to use a means for polymerization. Moreover, it is preferable that the temperature at the time of irradiation exists in the temperature range by which the liquid crystal state of the polymeric liquid crystal composition of this invention is hold | maintained. In particular, when an optical anisotropic body is to be produced by photopolymerization, the polymerization is carried out at a temperature as close to room temperature as possible from the viewpoint of avoiding unintentional induction of thermal polymerization, that is, typically at a temperature of 25 ° C. It is preferable to make it. The intensity of the active energy ray is preferably 0.1 mW / cm ^{2 to 2} W / cm ² . When the intensity is 0.1 mW / cm ² or less, a great amount of time is required to complete the photopolymerization and the productivity is deteriorated. When the intensity is 2 W / cm ² or more, the polymerizable liquid crystal compound or the polymerizable liquid crystal is used. There is a risk that the composition will deteriorate.

  The optical anisotropic body obtained by polymerization can be subjected to a heat treatment for the purpose of reducing initial characteristic changes and achieving stable characteristic expression. The heat treatment temperature is preferably in the range of 50 to 250 ° C., and the heat treatment time is preferably in the range of 30 seconds to 12 hours.

  The optical anisotropic body manufactured by such a method may be peeled off from the substrate and used alone or without being peeled off. Further, the obtained optical anisotropic bodies may be laminated or bonded to another substrate for use.

EXAMPLES Hereinafter, although an Example is given and this invention is further described, this invention is not limited to these Examples. Further, “%” in the compositions of the following Examples and Comparative Examples means “% by mass”. When handling a substance unstable to oxygen and / or moisture in each step, it is preferable to work in an inert gas such as nitrogen gas or argon gas. The content of each compound contained in the mixture was determined by UPLC (Waters ACQUITY UPLC BEH C ₁₈ , 2.1 × 100 mm, 1.7 μm, acetonitrile / water, PDA, column temperature 40 ° C.).
(Example 1) Production of a mixture (I-1) comprising compounds represented by formula (I-AA-1), formula (I-AI-1) and formula (I-IA-1)

  A compound represented by the formula (I-1-1) was produced by the method described in JP-A-2006-047813. Under a nitrogen atmosphere, 31.5 g of the compound represented by the formula (I-1-1), 2.2 g of the compound represented by the formula (I-1-2), and 1 L of dichloromethane were added to the reaction vessel. After dropwise addition of 3.2 g of triethylamine while cooling with ice, the mixture was stirred at room temperature for 24 hours. The reaction mixture was poured into water, extracted with ethyl acetate, and washed successively with 5% hydrochloric acid and brine. Purification is performed by column chromatography (silica gel, dichloromethane / ethyl acetate) and recrystallization (hexane / ethanol), and the compounds of formula (I-1--3-AA), formula (I-1-3-AI) and formula (I- 4.9 g of a mixture consisting of the compound represented by 1-3-IA) was obtained.

A compound represented by the formula (I-1-4) was produced by the method described in JP-A-2006-047813. Under a nitrogen atmosphere, 2.0 g of a mixture composed of the compounds represented by formula (I-1-3-AA), formula (I-1-3-AI) and formula (I-1--3-IA) in a reaction vessel. 2.4 g of a compound represented by the formula (I-1-4), 0.1 g of 4-dimethylaminopyridine, and 200 mL of dichloromethane were added. 0.8 g of N, N′-diisopropylcarbodiimide was added dropwise, and the mixture was heated and stirred at 40 ° C. for 30 hours. Purification is performed by column chromatography (silica gel, dichloromethane) and recrystallization (dichloromethane / methanol), which are represented by formula (I-AA-1), formula (I-AI-1) and formula (I-IA-1). As a result, 3.0 g of a mixture (I-1) comprising the above compound was obtained. The contents of the compounds represented by formula (I-AA-1), formula (I-AI-1) and formula (I-IA-1) in the mixture were 48%, 26% and 26%, respectively. It was.
LCMS: 1592 [M + 1]
(Example 2) Production of a mixture (I-2) comprising compounds represented by formula (I-AA-2), formula (I-AI-2) and formula (I-IA-2)

  A compound represented by the formula (I-2-1) was produced by the method described in JP-A-2006-047813. Under a nitrogen atmosphere, 29.0 g of the compound represented by the formula (I-2-1), 2.5 g of the compound represented by the formula (I-2-2), and 1 L of dichloromethane were added to the reaction vessel. While dropwise cooling with ice, 3.7 g of triethylamine was added dropwise, followed by stirring at room temperature for 24 hours. The reaction mixture was poured into water, extracted with ethyl acetate, and washed successively with 5% hydrochloric acid and brine. Purification is carried out by column chromatography (silica gel, dichloromethane / ethyl acetate) and recrystallization (hexane / ethanol) to obtain a compound of formula (I-2-3-AA), formula (I-2-3-AI) and formula (I- There was obtained 5.2 g of a mixture consisting of the compound represented by 2-3-3-IA).

A compound represented by the formula (I-2-4) was produced by the method described in JP-A-2006-047813. Under a nitrogen atmosphere, 3.0 g of a mixture composed of the compounds represented by formula (I-2-3-AA), formula (I-2-3-AI) and formula (I-2-3-IA) in a reaction vessel Then, 3.2 g of a compound represented by the formula (I-2-4), 0.1 g of 4-dimethylaminopyridine, and 200 mL of dichloromethane were added. N, N′-diisopropylcarbodiimide (1.5 g) was added dropwise and stirred at 40 ° C. for 30 hours. Purification is performed by column chromatography (silica gel, dichloromethane) and recrystallization (dichloromethane / methanol), which are represented by formula (I-AA-2), formula (I-AI-2) and formula (I-IA-2). 4.1 g of a mixture (I-2) consisting of the above compound was obtained. The contents of the compounds represented by formula (I-AA-2), formula (I-AI-2) and formula (I-IA-2) in the mixture were 49%, 24% and 27%, respectively. It was.
LCMS: 1209 [M + 1]
(Example 3) Production of a mixture (I-3) comprising compounds represented by formula (I-AA-3), formula (I-AI-3) and formula (I-IA-3)

  A compound represented by the formula (I-3-1) was produced by the method described in JP2010-241919A. A compound represented by the formula (I-3-2) was produced by the method described in JP-A-2008-214269. Under a nitrogen atmosphere, 8.0 g of the compound represented by the formula (I-3-1), 2.5 g of the compound represented by the formula (I-3-2), 0.1 g of 4-dimethylaminopyridine, Dichloromethane 200 mL was added. 1.4 g of N, N'-diisopropylcarbodiimide was added dropwise and stirred at room temperature for 35 hours. Washed sequentially with 5% hydrochloric acid and brine. After drying with sodium sulfate, the solvent was distilled off under reduced pressure to obtain 2.0 g of a mixture comprising the compounds represented by formula (I-3-3-A) and formula (I-3-3-I). Obtained.

Under a nitrogen atmosphere, 2.0 g of a mixture consisting of the compounds represented by formula (I-3-3-A) and formula (I-3-3-I) in a reaction vessel, represented by formula (I-3-4) Compound 0.2g, 4-dimethylaminopyridine 0.1g, dichloromethane 200mL was added. 0.5 g of N, N′-diisopropylcarbodiimide was added dropwise and stirred at 40 ° C. for 35 hours. A mixture comprising compounds represented by formula (I-AA-3), formula (I-AI-3) and formula (I-IA-3), which is purified by column chromatography (silica gel, dichloromethane) and recrystallization. (I-3) 1.5g was obtained. The contents of the compounds represented by formula (I-AA-3), formula (I-AI-3) and formula (I-IA-3) were 50%, 26% and 24%, respectively.
LCMS: 1559 [M + 1]
(Example 4) Production of mixture (I-4) comprising compounds represented by formula (I-AA-4), formula (I-AI-4) and formula (I-IA-4)

  A compound represented by the formula (I-4-1) was produced by the method described in JP2011-042606A. A compound represented by the formula (I-4-2) was produced by the method described in JP-A-2006-216433. Under a nitrogen atmosphere, 8.0 g of the compound represented by the formula (I-4-1), 11.8 g of the compound represented by the formula (I-4-2), 0.3 g of 4-dimethylaminopyridine, 400 mL of dichloromethane was added. 5.3 g of N, N′-diisopropylcarbodiimide was added dropwise and stirred at room temperature for 35 hours. Washed sequentially with 5% hydrochloric acid and brine. Purification is performed by column chromatography (silica gel, dichloromethane / ethyl acetate) and recrystallization (hexane / ethyl acetate), which are represented by formula (I-4--3-A) and formula (I-4--3-I). 4.1 g of a mixture consisting of the compounds was obtained.

Under a nitrogen atmosphere, 4.1 g of a mixture composed of the compounds represented by formula (I-4-3-A) and formula (I-4--3-I), 10 mL of pyridine, and 200 mL of dichloromethane were added to the reaction vessel. While cooling with ice, a solution prepared by dissolving 0.6 g of the compound represented by the formula (I-4-4) in 10 mL of dichloromethane was added dropwise and stirred at room temperature for 15 hours. The reaction solution was poured into water, and the organic layer was washed successively with 5% hydrochloric acid and brine. Purification is performed by column chromatography (silica gel, dichloromethane) and recrystallization (dichloromethane / methanol), which are represented by formula (I-AA-4), formula (I-AI-4) and formula (I-IA-4). 3.1 g of a mixture (I-4) comprising the above compound was obtained. The contents of the compounds represented by formula (I-AA-4), formula (I-AI-4) and formula (I-IA-4) in the mixture were 52%, 26% and 22%, respectively. It was.
LCMS: 1503 [M + 1]
(Example 5) Production of a mixture (I-5) comprising compounds represented by formula (I-AA-5), formula (I-AI-5) and formula (I-IA-5)

  A compound represented by the formula (I-5-1) was produced by the method described in JP2011-207765A. Under a nitrogen atmosphere, 2.0 g of the compound represented by the formula (I-5-1), 13.1 g of the compound represented by the formula (I-5-2), and 200 mL of dichloromethane were added to the reaction vessel. Triethylamine 3.2g was dripped and it stirred at room temperature for 32 hours. The reaction mixture was poured into water and washed successively with 5% hydrochloric acid and brine. A mixture 1 composed of compounds represented by formula (I-5-3-AA), formula (I-5-3-AI) and formula (I-5-3-IA) by distilling off the solvent under reduced pressure. 0.7 g was obtained.

Under a nitrogen atmosphere, 1.7 g of a mixture composed of the compounds represented by formula (I-5-3-AA), formula (I-5-3-AI) and formula (I-5-3-IA) in a reaction vessel Then, 0.6 g of a compound represented by the formula (I-5-4), 0.1 g of 4-dimethylaminopyridine, and 200 mL of dichloromethane were added. 0.5 g of N, N′-diisopropylcarbodiimide was added dropwise, and the mixture was heated and stirred at 40 ° C. for 34 hours. Purification by column chromatography (silica gel, dichloromethane) and recrystallization, and a mixture comprising compounds represented by formula (I-AA-5), formula (I-AI-5) and formula (I-IA-5) 1.5 g of (I-5) was obtained. The contents of the compounds represented by formula (I-AA-5), formula (I-AI-5) and formula (I-IA-5) were 51%, 24% and 25%, respectively.
LCMS: 1363 [M + 1]
(Example 6) Production of a mixture (I-6) comprising compounds represented by formula (I-AA-6), formula (I-AI-6) and formula (I-IA-6)

  A compound represented by the formula (I-6-1) was produced by the method described in JP2011-207765A. A compound represented by the formula (I-6-2) was produced by the method described in JP-A-2015-157776. Under a nitrogen atmosphere, 10.0 g of the compound represented by the formula (I-6-1), 2.0 g of the compound represented by the formula (I-6-2), 0.1 g of 4-dimethylaminopyridine, Dichloromethane 200 mL was added. 1.8 g of N, N'-diisopropylcarbodiimide was added dropwise and stirred at room temperature for 35 hours. Washed sequentially with 5% hydrochloric acid and brine. After drying with sodium sulfate, the solvent was distilled off under reduced pressure to obtain 1.7 g of a mixture comprising the compounds represented by formula (I-6-3-A) and formula (I-6-3-I). Obtained.

Under a nitrogen atmosphere, 1.7 g of a mixture composed of the compounds represented by formula (I-6-3-A) and formula (I-6-3-I) in a reaction vessel, represented by formula (I-6-4) Compound 0.2g, 4-dimethylaminopyridine 0.1g, dichloromethane 200mL was added. 0.5 g of N, N′-diisopropylcarbodiimide was added dropwise and stirred at 40 ° C. for 35 hours. A mixture comprising compounds represented by formula (I-AA-6), formula (I-AI-6) and formula (I-IA-6), which is purified by column chromatography (silica gel, dichloromethane) and recrystallization. 1.3 g of (I-6) was obtained. The contents of the compounds represented by formula (I-AA-6), formula (I-AI-6) and formula (I-IA-6) were 54%, 24% and 22%, respectively.
LCMS: 1560 [M + 1]
(Example 7) Production of a mixture (I-7) comprising compounds represented by formula (I-AA-7), formula (I-AI-7) and formula (I-IA-7)

  A compound represented by formula (I-7-1) was produced by the method described in JP2011-207765A. Under a nitrogen atmosphere, 32.5 g of the compound represented by formula (I-7-1), 2.0 g of the compound represented by formula (I-2-2), and 1 L of dichloromethane were added to the reaction vessel. While cooling with ice, 2.9 g of triethylamine was added dropwise, followed by stirring at room temperature for 24 hours. The reaction mixture was poured into water, extracted with ethyl acetate, and washed successively with 5% hydrochloric acid and brine. Purification is performed by column chromatography (silica gel, dichloromethane / ethyl acetate) and recrystallization (hexane / ethanol), and the compounds of formula (I-7-3-AA), formula (I-7-3-AI) and formula (I- 4.4 g of a mixture composed of the compound represented by 7-3-IA) was obtained.

A compound represented by the formula (I-7-4) was produced by the method described in JP-A-2006-216433. Under a nitrogen atmosphere, 4.4 g of a mixture composed of the compounds represented by formula (I-7-3-AA), formula (I-7-3-AI) and formula (I-7-3-IA) in a reaction vessel. 4.5 g of a compound represented by the formula (I-7-4), 0.1 g of 4-dimethylaminopyridine, and 200 mL of dichloromethane were added. 1.7 g of N, N′-diisopropylcarbodiimide was added dropwise and stirred at 40 ° C. for 30 hours. Purification is carried out by column chromatography (silica gel, dichloromethane) and recrystallization (dichloromethane / methanol), which are represented by formula (I-AA-7), formula (I-AI-7) and formula (I-IA-7). Thus, 5.2 g of a mixture (I-7) comprising the above compound was obtained. The contents of the compounds represented by formula (I-AA-7), formula (I-AI-7) and formula (I-IA-7) in the mixture were 51%, 25% and 24%, respectively. It was.
LCMS: 1616 [M + 1]
(Example 8) Production of a mixture (I-8) comprising compounds represented by formula (I-AA-8), formula (I-AI-8) and formula (I-IA-8)

  A compound represented by the formula (I-8-1) was produced by the method described in JP2010-241919A. Under a nitrogen atmosphere, 19.1 g of the compound represented by the formula (I-8-1), 2.0 g of the compound represented by the formula (I-8-2), and 1 L of dichloromethane were added to the reaction vessel. While cooling with ice, 2.9 g of triethylamine was added dropwise, followed by stirring at room temperature for 24 hours. The reaction mixture was poured into water, extracted with ethyl acetate, and washed successively with 5% hydrochloric acid and brine. Purification is performed by column chromatography (silica gel, dichloromethane / ethyl acetate) and recrystallization (hexane / ethanol), and the compounds of formula (I-8-3-AA), formula (I-8-3-AI) and formula (I- Thus, 4.3 g of a mixture composed of the compound represented by 8-3-IA) was obtained.

Under a nitrogen atmosphere, 4.3 g of a mixture composed of the compounds represented by formula (I-8-3-AA), formula (I-8-3-AI) and formula (I-8-3-IA) in a reaction vessel 5.6 g of a compound represented by the formula (I-8-4), 0.2 g of 4-dimethylaminopyridine, and 200 mL of dichloromethane were added. 2.1 g of N, N′-diisopropylcarbodiimide was added dropwise, and the mixture was heated and stirred at 40 ° C. for 30 hours. Purification is performed by column chromatography (silica gel, dichloromethane) and recrystallization (dichloromethane / methanol), which are represented by formula (I-AA-8), formula (I-AI-8) and formula (I-IA-8). 5.8 g of a mixture (I-8) comprising the above compound was obtained. The contents of the compounds represented by formula (I-AA-8), formula (I-AI-8) and formula (I-IA-8) in the mixture were 54%, 25% and 21%, respectively. It was.
LCMS: 1435 [M + 1]
(Example 9) Production of a mixture (I-9) comprising compounds represented by formula (I-AA-9), formula (I-AI-9) and formula (I-IA-9)

  A compound represented by the formula (I-9-1) was produced by the method described in JP-A-2006-047813. Under a nitrogen atmosphere, 13.3 g of the compound represented by the formula (I-9-1), 2.0 g of the compound represented by the formula (I-9-2), and 1 L of dichloromethane were added to the reaction vessel. While cooling with ice, 2.1 g of triethylamine was added dropwise, followed by stirring at room temperature for 24 hours. The reaction mixture was poured into water, extracted with ethyl acetate, and washed successively with 5% hydrochloric acid and brine. Purification is performed by column chromatography (silica gel, dichloromethane / ethyl acetate) and recrystallization (hexane / ethanol), and the compounds of formula (I-9-3-AA), formula (I-9-3-AI) and formula (I- 9-3-IA) was obtained as a mixture of the compound represented by 3.4 g.

Under a nitrogen atmosphere, 3.4 g of a mixture composed of the compounds represented by formula (I-9-3-AA), formula (I-9-3-AI) and formula (I-9-3-IA) in a reaction vessel. 2.8 g of a compound represented by the formula (I-9-4), 0.2 g of 4-dimethylaminopyridine, and 200 mL of dichloromethane were added. N, N′-diisopropylcarbodiimide (1.5 g) was added dropwise and stirred at 40 ° C. for 30 hours. Purification is performed by column chromatography (silica gel, dichloromethane) and recrystallization (dichloromethane / methanol), which are represented by formula (I-AA-9), formula (I-AI-9) and formula (I-IA-9). 4.2 g of a mixture (I-9) consisting of the above compound was obtained. The contents of the compounds represented by formula (I-AA-9), formula (I-AI-9) and formula (I-IA-9) in the mixture were 53%, 26% and 21%, respectively. It was.
LCMS: 1251 [M + 1]
(Example 10) Production of a mixture (I-10) comprising compounds represented by formula (I-AA-10), formula (I-AI-10) and formula (I-IA-10)

  A compound represented by the formula (I-10-1) was produced by the method described in JP-A-2006-047813. Under a nitrogen atmosphere, 21.3 g of the compound represented by formula (I-10-1), 2.0 g of the compound represented by formula (I-10-2), and 1 L of dichloromethane were added to the reaction vessel. While cooling with ice, 2.1 g of triethylamine was added dropwise, followed by stirring at room temperature for 24 hours. The reaction mixture was poured into water, extracted with ethyl acetate, and washed successively with 5% hydrochloric acid and brine. Purification is performed by column chromatography (silica gel, dichloromethane / ethyl acetate) and recrystallization (hexane / ethanol), and the compounds of formula (I-10-3-AA), formula (I-10-3-AI) and formula (I- 4.0 g of a mixture consisting of the compound represented by 10-3-IA) was obtained.

In a nitrogen atmosphere, 4.0 g of a mixture composed of compounds represented by formula (I-10-3-AA), formula (I-10-3-AI) and formula (I-10-3-IA) in a reaction vessel Then, 4.3 g of the compound represented by the formula (I-10-4), 0.2 g of 4-dimethylaminopyridine, and 200 mL of dichloromethane were added. N, N′-diisopropylcarbodiimide (1.5 g) was added dropwise and stirred at 40 ° C. for 30 hours. Purification is performed by column chromatography (silica gel, dichloromethane) and recrystallization (dichloromethane / methanol), which are represented by formula (I-AA-10), formula (I-AI-10) and formula (I-IA-10). 4.9 g of a mixture (I-10) consisting of the above compound was obtained. The contents of the compounds represented by formula (I-AA-10), formula (I-AI-10) and formula (I-IA-10) in the mixture were 55%, 24% and 21%, respectively. It was.
LCMS: 1696 [M + 1]
Example 11 Production of Compounds Represented by Formula (I-AA-1), Formula (I-AI-1), and Formula (I-IA-1) The mixture obtained in Example 1 was separated by fractionation. By separation and purification by HPLC (Inertsil SIL-150A, 20 × 250 mm, 5 μm, dichloromethane) and recrystallization (dichloromethane / hexane), 1.0 g of a compound represented by the formula (I-AA-1) 0.6 g of a compound represented by -AI-1) and 0.6 g of a compound represented by formula (I-IA-1) were obtained.
Example 12 Production of Compounds Represented by Formula (I-AA-2), Formula (I-AI-2), and Formula (I-IA-2) The mixture obtained in Example 2 was preparatively prepared. By separation and purification by HPLC (Inertsil SIL-150A, 20 × 250 mm, 5 μm, dichloromethane) and recrystallization (dichloromethane / hexane), 1.7 g of the compound represented by the formula (I-AA-2) 0.8 g of a compound represented by -AI-2) and 0.9 g of a compound represented by formula (I-IA-2) were obtained.
Example 13 Production of Compounds Represented by Formula (I-AA-3), Formula (I-AI-3), and Formula (I-IA-3) The mixture obtained in Example 3 was subjected to fractionation. By separation and purification by HPLC (Inertsil SIL-150A, 20 × 250 mm, 5 μm, dichloromethane) and recrystallization (dichloromethane / hexane), 0.7 g of the compound represented by the formula (I-AA-3) 0.4 g of a compound represented by -AI-3) and 0.3 g of a compound represented by formula (I-IA-3) were obtained.
Example 14 Production of Compounds Represented by Formula (I-AA-4), Formula (I-AI-4) and Formula (I-IA-4) The mixture obtained in Example 4 was subjected to fractionation. By separation and purification by HPLC (Inertsil SIL-150A, 20 × 250 mm, 5 μm, dichloromethane) and recrystallization (dichloromethane / hexane), 1.4 g of a compound represented by the formula (I-AA-4) A compound represented by -AI-4) 0.7 g and a compound represented by formula (I-IA-4) 0.6 g were obtained.
Example 15 Production of Compounds Represented by Formula (I-AA-5), Formula (I-AI-5) and Formula (I-IA-5) The mixture obtained in Example 5 was subjected to fractionation. By separation and purification by HPLC (Inertsil SIL-150A, 20 × 250 mm, 5 μm, dichloromethane) and recrystallization (dichloromethane / hexane), 0.7 g of a compound represented by the formula (I-AA-5) 0.3 g of a compound represented by -AI-5) and 0.3 g of a compound represented by formula (I-IA-5) were obtained.
Example 16 Production of Compounds Represented by Formula (I-AA-6), Formula (I-AI-6), and Formula (I-IA-6) The mixture obtained in Example 6 was preparatively prepared. Separation and purification by HPLC (Inertsil SIL-150A, 20 × 250 mm, 5 μm, dichloromethane) and recrystallization (dichloromethane / hexane) gave 0.6 g of a compound represented by the formula (I-AA-6) 0.3 g of a compound represented by -AI-6) and 0.3 g of a compound represented by formula (I-IA-6) were obtained.
Example 17 Production of Compounds Represented by Formula (I-AA-7), Formula (I-AI-7) and Formula (I-IA-7) The mixture obtained in Example 7 was subjected to fractionation. By separation and purification by HPLC (Inertsil SIL-150A, 20 × 250 mm, 5 μm, dichloromethane) and recrystallization (dichloromethane / hexane), 2.3 g of the compound represented by the formula (I-AA-7) 1.1 g of a compound represented by -AI-7) and 1.1 g of a compound represented by formula (I-IA-7) were obtained.
Example 18 Production of Compounds Represented by Formula (I-AA-8), Formula (I-AI-8) and Formula (I-IA-8) The mixture obtained in Example 8 was preparatively prepared. By separation and purification by HPLC (Inertsil SIL-150A, 20 × 250 mm, 5 μm, dichloromethane) and recrystallization (dichloromethane / hexane), 2.7 g of the compound represented by the formula (I-AA-8) 1.2 g of the compound represented by -AI-8) and 1.0 g of the compound represented by the formula (I-IA-8) were obtained.
Example 19 Production of Compounds Represented by Formula (I-AA-9), Formula (I-AI-9) and Formula (I-IA-9) The mixture obtained in Example 9 was preparatively prepared. By separation and purification by HPLC (Inertsil SIL-150A, 20 × 250 mm, 5 μm, dichloromethane) and recrystallization (dichloromethane / hexane), 2.0 g of a compound represented by the formula (I-AA-9) (I 1.0 g of a compound represented by -AI-9) and 0.8 g of a compound represented by formula (I-IA-9) were obtained.
(Example 20) Preparation of compounds represented by formula (I-AA-10), formula (I-AI-10) and formula (I-IA-10) The mixture obtained in Example 10 was subjected to fractionation. By separation and purification by HPLC (Inertsil SIL-150A, 20 × 250 mm, 5 μm, dichloromethane) and recrystallization (dichloromethane / hexane), 2.5 g of a compound represented by the formula (I-AA-10) 1.1 g of a compound represented by -AI-10) and 0.9 g of a compound represented by formula (I-IA-10) were obtained.
(Examples 21 to 160, Comparative Examples 1 to 20)
A mixture prepared by mixing the compounds described in Example 1 to Example 10 to the mixture (I-1) to the mixture (I-10), the compounds described in Example 11 to Example 20 in the ratios shown in the following table, and Patent Document 3 The compound (R-1), the compound (R-2) described in Patent Document 4, and the mixture (R-3) described in Patent Document 5 were used as the evaluation target compound and mixture. The mixture (R-3) was produced by the production method described in Patent Document 5. The ratio of each oligomer component contained in the mixture (R-3) was 18% (n = 2), 35% (n = 3), 33% (n = 4), and 14% (n = 5). The numerical values in the table below represent the content (% by weight) of the compound and the mixture in the composition.

From the mixture to be evaluated (M-1-1) to the mixture (M-10-3), the comparative compound (R-1), the comparative compound (R-2), the comparative mixture (R-3) and the formula (II-1) ) To the compound represented by formula (II-14) and the compound represented by formula (X-1-1) to formula (X-1-12) at the composition ratio shown in the table below, A composition was prepared. The numerical values in the table below represent the content (% by weight) of the compound and the mixture in the composition.

  18.8% by weight of each composition to be evaluated, 0.1% by weight of p-methoxyphenol and 78.1% by weight of toluene were mixed and dissolved by heating and stirring at 80 ° C. After cooling to room temperature, 3.0% by weight of Irgacure 907 (manufactured by BASF Japan Ltd.) was added, and the mixture was stirred and dissolved at room temperature to prepare a coating solution containing each composition to be evaluated.

  A uniaxially stretched polyethylene terephthalate (PET) film having a thickness of 50 μm was rubbed using a commercially available rubbing apparatus, and then a coating solution containing each composition to be evaluated was applied by a bar coating method (bar coater # 5). Dry at 2 ° C. for 2 minutes. After the obtained coating film was cooled to room temperature, it was polymerized by irradiating ultraviolet rays at a conveyor speed of 6 m / min using a UV conveyor device (manufactured by GS Yuasa Co., Ltd.) to produce a film to be evaluated. The obtained film was divided into an area of 10 squares × 10 squares in total, for a total of 100 squares, and the number of squares in which orientation failure occurred was counted. The ratio of the number of squares in which orientation failure occurred (alignment failure rate (%)) is shown in the table below.

  In Comparative Example 3 and Comparative Example 7, precipitates were formed on the entire film, and many orientation failures were observed. From the above results, the film using the composition added with the mixture of the present invention is less likely to cause alignment failure and precipitation than the film using the composition added with the comparative compound and the comparative mixture. Recognize.

  Next, the flexibility of the film was evaluated based on JIS K 5600-5-1 (type 1 test device) for each of the produced films (manufactured by Yasuda Seiki Seisakusho Co., Ltd., coating film bending tester No. 514-TYPE 1). When the film was folded with the coating surface facing outward, the minimum mandrel diameter at which the coating film did not crack and peeled off from the substrate was measured. It means that the smaller the value is, the less likely the film is to crack and peel from the substrate. The results are shown in the table below.

  In Comparative Example 13 and Comparative Example 17, precipitates were generated on the entire film, and cracking and peeling from the substrate occurred even at a mandrel diameter of 32 mm. From the above results, the film using the composition to which the mixture of the present invention was added was compared with the film using the composition to which the comparative compound and the comparative mixture were added. It can be seen that peeling is difficult to occur.

  From the above results, the compound of the present invention is useful as a constituent member of the polymerizable composition. Moreover, the optical anisotropic body using the polymeric liquid crystal composition containing the compound of this invention is useful for uses, such as an optical film.

Claims (15)

The following general formula (I-AA)

(In the formula, * represents a bonding position, and P ¹ and P ² each independently represent a group that is polymerized by radical polymerization, cationic polymerization, or anionic polymerization,
Sp ¹ and Sp ² each independently represent a spacer group, but when there are a plurality of Sp ^1, they may be the same or different, and when there are a plurality of Sp ^2, they may be the same. May be different,
X ¹ and X ² are each independently —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CO—, —COO—, —OCO—, —CO—S—, —S—. CO -, - O-CO- O -, - CO-NH -, - NH-CO -, - SCH 2 -, - CH 2 S -, - CF 2 O -, - OCF 2 -, - CF 2 S- _{, -SCF 2 -, - CH =} CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO- _{CH 2 CH 2 -, - CH} 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 -COO -, - CH 2 -OCO —, —CH═CH—, —N═N—, —CH═N—N═CH—, —CF═CF—, —C≡C— or a single bond. But they ^{if X 1} there are a plurality may be the same or different and ^{(where, P 1 - - (Sp 1} -X 1) k1 to contain no -O-O- bonds.) If X ² there are a plurality thereof may be different even in the same -, (provided ^{that, (X 2} -Sp ₂₎ k2 in -P ² do not contain -O-O- bond.)
k1 and k2 each independently represents an integer of 0 to 10,
A ¹ , A ² and A ³ are each independently 1,4-phenylene group, 1,4-cyclohexylene group, bicyclo [2.2.2] octane-1,4-diyl group, pyridine-2,5 -Diyl group, pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group, naphthalene-1,4-diyl group, tetrahydronaphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl Represents a group or a 1,3-dioxane-2,5-diyl group, but these groups may be unsubstituted or substituted by one or more substituents L, and when a plurality of A ¹ are present May be the same or different. When a plurality of A ² are present, they may be the same or different. When a plurality of A ³ are present, they may be the same or different. well,
L is fluorine atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfanyl group, nitro group, cyano group, isocyano group, amino group, hydroxyl group, mercapto group, methylamino group, dimethylamino group, diethylamino group, diisopropylamino. Group, trimethylsilyl group, dimethylsilyl group, thioisocyano group, or one —CH ₂ — or two or more non-adjacent —CH ₂ — are each independently —O—, —S—, —CO—. , -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH = CH-COO-,- 1 carbon atom which may be substituted by CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF— or —C≡C— Or 20 represents a linear or branched alkyl group, and any hydrogen atom in the alkyl group may be substituted with a fluorine atom, or L is P ^L- (Sp ^L -X ^L ) _kL-. Wherein P ^L represents a group that is polymerized by radical polymerization, cationic polymerization, or anionic polymerization, and Sp ^L represents a spacer group, but when a plurality of Sp ^L are present, they are the same. a well be different ^also, X L is _-O in _{-, - S -, - OCH} 2 -, - CH 2 O -, - CO -, - COO -, - OCO -, - CO-S-, -S-CO -, - O- CO-O -, - CO-NH -, - NH-CO -, - SCH 2 -, - CH 2 S -, - CF 2 O -, - OCF 2 -, - CF ₂ S-, -SCF _2- , -CH = CH-COO-, -CH = CH-OCO-,- _{COO-CH = CH -, -} OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO- _{, -COO-CH 2 -, -} OCO-CH 2 -, - CH 2 -COO -, - CH 2 -OCO -, - CH = CH -, - N = N -, - CH = N-N = CH- , -CF = CF -, - C≡C- or represents a single bond, they ^{if X L} there are a plurality may be different even in the same ^{(however, P L - (Sp L -X} L ) _KL- does not include an -O-O- bond.
Z ¹ , Z ² , Z ³ and Z ⁴ are each independently —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CH ₂ CH ₂ —, —CO—, —COO—, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -OCO-NH-, -NH-COO-, -NH _{-CO-NH -, - NH-} O -, - O-NH -, - SCH 2 -, - CH 2 S -, - CF 2 O -, - OCF 2 -, - CF 2 S -, - SCF 2 - , —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH ₂ CH ₂ —, —OCO—CH ₂ CH ₂ — _{, -CH 2 CH 2 -COO -,} - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 -C _{O -, - CH 2 -OCO -} , - CH = CH -, - N = N -, - CH = N -, - N = CH -, - CH = N-N = CH -, - CF = CF-, —C≡C— or a single bond, but when there are a plurality of Z ^{1 s,} they may be the same or different, and when there are a plurality of Z ^{3 s,} they may be the same or different. Well, when there are multiple Z ^4, they may be the same or different,
m1 and m3 each independently represents an integer of 0 to 6, m2 represents an integer of 1 to 6, while m1 + m2 + m3 represents an integer of 1 to 8,
G ¹ has the formula from the following formulas (G-1) (G- 3)

(Wherein * denotes a bond, the left bond corresponds to the left side of the bond G ^1, right bond corresponds to the right side of the bond G ^1, any -CH = in each independently may be replaced by -N = and, -CH ₂ - are each independently -O -, - S -, - NR T - ( wherein, ^{R T} from hydrogen or C 1 -C 20 represents an alkyl group), -.. may be replaced CS- or -CO- these groups unsubstituted or 1 or more substituents L ^{G (L G} is fluorine atom, chlorine atom, bromine Atom, iodine atom, pentafluorosulfanyl group, nitro group, cyano group, isocyano group, amino group, hydroxyl group, mercapto group, methylamino group, dimethylamino group, diethylamino group, diisopropylamino group, trimethylsilyl group, dimethylsilyl group, Thioisosi An ano group, or one —CH ₂ — or two or more non-adjacent —CH ₂ — are each independently —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO. Linear or branched having 1 to 20 carbon atoms which may be substituted by —CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF— or —C≡C— It represents an alkyl group, any hydrogen atom in the alkyl group may be substituted by a fluorine atom, or, ^{L G} is ^P LG ^- represents a group represented by _- ^{(Sp _LG} -X _^LG) kLG It is good, where P ^LG represents a group of polymerization by radical polymerization, cationic polymerization or anionic polymerization, p ^LG represents an spacer group, they ^{if Sp LG} there are a plurality may be different even in the ^{same, X LG} is _{-O -, - S -, -} OCH 2 -, - CH 2 O- , —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —SCH ₂ —, _{-CH 2 S -, - CF 2} O -, - OCF 2 -, - CF 2 S -, - SCF 2 -, - CH = CH-COO -, - CH = CH-OCO -, - COO-CH = CH _{-, - OCO-CH = CH} -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO-CH _{2 -, - OCO-CH 2} -, - CH 2 -COO -, - CH 2 -OCO -, - CH = C -, - N = N -, - CH = N-N = CH -, - CF = CF -, - C≡C- or represents a single ^bond, even they are the same ^{if X LG} there are multiple may be different ^{(although, P LG - (Sp LG -X} LG) kLG - to contain no -O-O- bonds. ), KLG represents an integer of 0 to 10, they may be the same or different if L ^G there are a plurality in the compound. ), And T ¹ is represented by the following formulas (T1-1) to (T1-6)

(In the formula, the ring structure may have a bond at an arbitrary position, and arbitrary —CH═ may be independently replaced with —N═, and —CH ₂ — may be independently — O—, —S—, —NR ^T — (wherein R ^T represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms), —CS— or —CO— may be substituted. These groups are unsubstituted or one or more substituents L ^W (L ^W is a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, a cyano group, an isocyano group, an amino group, a hydroxyl group, Group, mercapto group, methylamino group, dimethylamino group, diethylamino group, diisopropylamino group, trimethylsilyl group, dimethylsilyl group, thioisocyano group, or one —CH ₂ — or two or more — not adjacent to each other. CH ₂ — is independently —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO. —NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF Represents a linear or branched alkyl group having 1 to 20 carbon atoms which may be substituted by ═CF— or —C≡C—, wherein any hydrogen atom in the alkyl group is substituted with a fluorine atom; It is good, or, ^{L W} is _{^{P LW - (Sp LW -X LW}} ) kLW - may represent a group represented by wherein ^{P LW} represents a group of polymerization by radical polymerization, cationic polymerization or anionic polymerization , ^{Sp LW} each represents a spacer group, Resona ^{if Sp LW} there are multiple ^Well, X LW is _-O be different even in the same La _{-, - S -, - OCH} 2 -, - CH 2 O -, - CO -, - COO -, - OCO -, - CO- S -, - S-CO - , - O-CO-O -, - CO-NH -, - NH-CO -, - SCH 2 -, - CH 2 S -, - CF 2 O -, - OCF 2 - , —CF ₂ S—, —SCF ₂ —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH ₂ CH _{2 -, - OCO-CH 2} CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 -COO- _{, -CH 2 -OCO -, - CH} = CH -, - N = N -, - CH = N-N = CH -, - CF = CF -, - C C- or represents a single ^bond, they ^{if X LW} there are a plurality may be different even in the same ^{(however, P LW - (Sp LW -X} LW) kLW - -O-O- in Does not include bonds. ), KLW represents an integer of 0 to 10, they may be the same or different if L ^W there are a plurality in the compound. ) May be substituted. ) Represents a group selected from: ) Represents a group selected from: ), A compound represented by the following general formula (I-AI)

(In the formula, * represents a bonding position, and P ¹ , P ² , Sp ¹ , Sp ² , X ¹ , X ² , k ¹ , k ² , A ¹ , A ² , A ³ , Z ¹ , Z ² , Z ^3. , Z ⁴ , m 1, m 2, m 3 and G ¹ are respectively P ¹ , P ² , Sp ¹ , Sp ² , X ¹ , X ² , k ¹ , K ² , A ¹ , A ² , in the general formula (I-AA) A ³ , Z ¹ , Z ² , Z ³ , Z ⁴ , m 1, m 2, m 3 and G ¹ represent the same group, and GI ¹ represents the following formula (GI-1) to formula (GI-3)

(Wherein * denotes a bond, the left bond corresponds to the left side of the bond GI ^1, right bond corresponds to the right side of the bond GI ^1, any -CH = in each independently may be replaced by -N = and, -CH ₂ - are each independently -O -, - S -, - NR T - ( wherein, ^{R T} from hydrogen or C 1 -C 20 represents an alkyl group), -.. CS- or may be replaced by -CO- these groups may be substituted by unsubstituted or one or more of the above substituents L ^G, T ¹ Represents a group selected from the above formulas (T1-1) to (T1-6). ) And the following general formula (I-IA)

(In the formula, * represents a bonding position, and P ¹ , P ² , Sp ¹ , Sp ² , X ¹ , X ² , k ¹ , k ² , A ¹ , A ² , A ³ , Z ¹ , Z ² , Z ^3. , Z ⁴ , m 1, m 2, m 3 and G ¹ are respectively P ¹ , P ² , Sp ¹ , Sp ² , X ¹ , X ² , k ¹ , K ² , A ¹ , A ² , in the general formula (I-AA) a ^{3, Z} 1, represents ^{Z 2, Z 3, Z 4} , m1, m2, the same group as the group m3 and ^{G 1} is represented, GI ¹ of the general formula (I-AI) when group represented by GI ¹ in A compound represented by general formula (I-AA), a compound represented by general formula (I-AI), and a compound represented by general formula (I). -IA) in a proportion of 20% to 80%, 10% to 40% and 10% by weight, respectively. The mixture is et 40% by weight. In general formula (I-AA), general formula (I-AI) and general formula (I-IA), P ¹ and P ² are each independently the following formulas (P-1) to (P-20):

The mixture according to claim 1, which represents a group selected from (wherein, * represents a bond bonded to Sp ¹ or Sp ² ). In the general formula (I-AA), the general formula (I-AI), and the general formula (I-IA), when there are a plurality of Sp ¹ and Sp ^2, they may be the same or different, and each is independent. Any hydrogen atom in the group may be substituted with a fluorine atom, and one —CH ₂ — or two or more non-adjacent —CH ₂ — may be independently —O—, —S. -, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH = CH The mixture according to claim 1 or 2, which represents a linear or branched alkylene group having 1 to 20 carbon atoms which may be replaced by-, -CF = CF- or -C≡C-. In General Formula (I-AA), General Formula (I-AI), and General Formula (I-IA), G ¹ is the following formula (G-1-1) to formula (G-1-11):

(Wherein * denotes a bond, the left bond corresponds to the left side of the bond G ^1, right bond corresponds to the right side of the bond G ^1. These groups are unsubstituted or may be substituted by one or more substituents ^{L G.)} represents a group selected from the formula GI ¹ from formula (GI-1-1) below (GI-1-11)

(Wherein * denotes a bond, the left bond corresponds to the left side of the bond GI ^1, right bond corresponds to the right side of the bond GI ^1. These groups are unsubstituted or one or more may be substituted by a substituent L ^G.) represents a group selected from, a mixture according to any one of claims 1 to 3. The compound represented by the general formula (I-AA) is represented by the following general formula (I-AA-i)

(In the formula, * represents a bond, P ¹¹ and P ²¹ each independently represent a group selected from the above formulas (P-1) to (P-20), and Sp ¹¹ and Sp ²¹ are plural numbers. When present, they may be the same or different, and each hydrogen atom in the group may be independently replaced with a fluorine atom, and one —CH ₂ — or not adjacent 2 Or more of —CH ₂ — are each independently —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O. -, -CO-NH-, -NH-CO-, -CH = CH-, -CF = CF-, or linear or branched having 1 to 20 carbon atoms which may be replaced by -C≡C- Represents a alkylene group, and when there are a plurality of X ¹¹ and X ^21, they may be the same or different; Standing to _{-O -, - S -, -} OCH 2 -, - CH 2 O -, - COO -, - OCO -, - CO-S -, - S-CO -, - OCO-O-, _{-CO-NH -, - NH-} CO -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO- or a single bond K11 and k21 each independently represents an integer of 0 to 5, and when there are a plurality of A ¹¹ , A ²¹ and A ^31, they may be the same or different, and each independently 1,4-phenylene group, 1,4-cyclohexylene group, naphthalene-2,6-diyl group, naphthalene-1,4-diyl group which may be substituted or may be substituted by one or more substituents L the ^{stands, Z 11, Z 21, Z} 31 and ^{Z 41 are, Z 11,} Z ³ And ^{if Z 41} there are a plurality of them may be the same or different and each independently _{-OCH 2 -, - CH 2 O} -, - CH 2 CH 2 -, - COO -, - OCO- _{, -CO-NH -, - NH} -CO -, - CF 2 O -, - OCF 2 -, - CH = CH-COO -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO—CH ₂ CH ₂ —, —CH ₂ CH ₂ —COO—, —CH ₂ CH ₂ —OCO—, —CH═CH—, —CF═CF—, —C≡C— or a single bond, m11 and m31 each represent a whole number from independently 1 4, m21 represents an integer of from 1 ^{4, G 11} is the above formula (G-1), formula (G-2) or formula (G-3) Represents a group selected from: The compound represented by general formula (I-AI) is represented by the following general formula (I-AI-i):

(In the formula, * represents a bond, P ¹¹ , P ²¹ , Sp ¹¹ , Sp ²¹ , X ¹¹ , X ²¹ , k ¹¹ , k ²¹ , A ¹¹ , A ²¹ , A ³¹ , Z ¹¹ , Z ²¹ , Z ^31. , Z ⁴¹ , m ¹¹ , m ²¹ , m ³¹ and G ¹¹ are respectively P ¹¹ , P ²¹ , Sp ¹¹ , Sp ²¹ , X ¹¹ , X ²¹ , k ¹¹ , k ²¹ , A ¹¹ , A in the general formula (I-AA-i). ²¹ , A ³¹ , Z ¹¹ , Z ²¹ , Z ³¹ , Z ⁴¹ , m ¹¹ , m ²¹ , m ³¹ and G ¹¹ represent the same group, and GI ¹¹ represents the above formula (GI-1), formula (GI−) 2) or a group selected from formula (GI-3), but when G ¹¹ represents a group represented by formula (G-1), GI ¹¹ represents a group represented by formula (GI-1). It ^represents, if it represents a ^{group G 11} is represented by the formula (G-2), ^{GI 11} A group represented by the formula ^(GI-2), if it represents a ^{group G 11} is represented by the formula (G-3), ^{GI 11} represents a group represented by formula (GI-3).) The compound represented by the general formula (I-IA) is represented by the following general formula (I-IA-i):

(In the formula, * represents a bond, P ¹¹ , P ²¹ , Sp ¹¹ , Sp ²¹ , X ¹¹ , X ²¹ , k ¹¹ , k ²¹ , A ¹¹ , A ²¹ , A ³¹ , Z ¹¹ , Z ²¹ , Z ^31. , Z ⁴¹ , m ¹¹ , m ²¹ , m ³¹ , G ¹¹ and GI ¹¹ are respectively P ¹¹ , P ²¹ , Sp ¹¹ , Sp ²¹ , X ¹¹ , X ²¹ , k ¹¹ , k ²¹ , A in the general formula (I-AI-i). ¹¹ , A ²¹ , A ³¹ , Z ¹¹ , Z ²¹ , Z ³¹ , Z ⁴¹ , m ¹¹ , m ²¹ , m ³¹ , G ¹¹ and GI ¹¹ represents the same group. The mixture according to any one of claims 1 to 3. The compound represented by the general formula (I-AA) is represented by the following general formula (I-AA-v)

(In the formula, * represents a bond, P ¹⁵ and P ²⁵ each independently represent a group selected from the above formula (P-1) or (P-2), and Sp ¹⁵ and Sp ²⁵ are each represented by Independently represents a linear alkylene group having 2 to 8 carbon atoms, and G ¹⁵ represents from the above formula (G-1-2), formula (G-1-4) or formula (G-1-5). The compound represented by general formula (I-AI) is represented by the following general formula (I-AI-v).

(Wherein, * represents a ^{bond, P 15, P 25, Sp} 15, Sp 25 and ^{G 15 P} 15 in connection with general formula (I-AA-v) ^{is, P 25, Sp 15, Sp} 25 and G represents the same group as the ^{group 15} is represented, ^{GI 15} is the above formula (GI-1-2), it represents a group selected from the formula (GI-1-4) or formula (GI-1-5), G ^{When 14} represents a group represented by Formula (G-1-2), GI ¹⁴ represents a group represented by Formula (GI-1-2), and G ¹⁴ represents Formula (G-1-4). If a group represented, ^{GI 14} represents a group represented by formula ^(GI-1-4), if it represents a ^{group G 14} is represented by the formula (G-1-5), ^{GI 14} is Represents a group represented by the formula (GI-1-5). The compound represented by the general formula (I-IA) is represented by the following general formula (I-IA-v).

(Wherein, * represents a ^{bond, P 15, P 25, Sp} 15, Sp 25, G 15 and ^{GI 15 P} 15 in connection with general formula (I-AI-iv) ^is, P ^{25, Sp} 15, Sp ²⁵ , G ¹⁵ and GI ¹⁵ represent the same group as described above.) The mixture according to claim 1, which represents a compound represented by:   The ratio of the compound represented by the general formula (I-AA), the compound represented by the general formula (I-AI), and the compound represented by the general formula (I-IA) is 40% by mass to 60% by mass, The mixture according to any one of claims 1 to 6, wherein the mixture is 20% by mass to 30% by mass and 20% by mass to 30% by mass. A mixture according to any one of claims 1 to 7;
The following general formula (II)

(In the formula, P ³ , P ⁴ , Sp ³ , Sp ⁴ , X ³ , X ⁴ , k ³ , k ⁴ , A ⁴ , A ⁵ , Z ⁵ , Z ⁶ , m ⁴ , m ⁵ and G ² are each represented by the general formula (I -AA) represents the same meaning as P ¹ , P ² , Sp ¹ , Sp ² , X ¹ , X ² , k ¹ , k ² , A ¹ , A ³ , Z ¹ , Z ⁴ , m 1, m 3 and G ¹ . The composition containing the compound represented by this. The compound represented by the general formula (II) is represented by the following general formula (II-i)

(Wherein P ³¹ and P ⁴¹ each independently represent a group selected from the above formulas (P-1) to (P-20), and when there are a plurality of Sp ³¹ and Sp ^41, they are the same) Any hydrogen atom in the group may be independently substituted with a fluorine atom, and one —CH ₂ — or two or more —CH ₂ — that are not adjacent to each other may be substituted. Are each independently —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—. , —NH—CO—, —CH═CH—, —CF═CF— or —C≡C— represents a linear or branched alkylene group having 1 to 20 carbon atoms which may be substituted with X ³¹ And when there are a plurality of X ^{41 s,} they may be the same or different and each independently represents —O— or —S. _{-, - OCH 2 -, -} CH 2 O -, - COO -, - OCO -, - CO-S -, - S-CO -, - OCO-O -, - CO-NH -, - NH- _{CO -, - COO-CH 2} CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO- or a single bond, each independently k31 and k41 And when there are a plurality of A ⁴¹ and A ^51, they may be the same or different and are each independently unsubstituted or one or more substituents L good phenylene group optionally substituted by 1,4-cyclohexylene group, a naphthalene-2,6-diyl group, a naphthalene-1,4-diyl ^{group, Z 51} and ^{Z 61} there are a plurality of If they are the same or different, each Standing to _{-OCH 2 -, - CH 2 O} -, - CH 2 CH 2 -, - COO -, - OCO -, - CO-NH -, - NH-CO -, - CF 2 O -, - OCF 2 _{-, - CH = CH-COO} -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - CH = CH - , - CF = CF -, - C≡C- or a single bond, m41 and m51 each independently represents an integer of from 1 ^{4, G 21} is the above formula ( The composition according to claim 8, which represents a compound represented by G-1), a group selected from Formula (G-2) or Formula (G-3). The compound represented by the general formula (II) is represented by the following general formula (II-v)

(In the formula, P ³⁵ and P ⁴⁵ each independently represent a group selected from the above formula (P-1) or (P-2), and Sp ³⁵ and Sp ⁴⁵ each independently represent 2 carbon atoms. To 8 linear groups, and G ²⁵ represents a group selected from the above formula (G-1-2), formula (G-1-4) or formula (G-1-5). The composition of Claim 8 or Claim 9 showing the compound represented by these. The following general formula (X-1)

(Expressed in the formula, the radical polymerization each independently are P ^x1 and P ^x2, the polymerization is radical by cationic polymerization or anionic polymerization,
Sp ^x1 and Sp ^x2 each independently represent a spacer group, but when a plurality of Sp ^x1 are present, they may be the same or different, and when a plurality of Sp ^x2 are present, they may be the same. May be different,
X ^x1 and X ^x2 are —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, — O—CO—O—, —CO—NH—, —NH—CO—, —SCH ₂ —, —CH ₂ S—, —CF ₂ O—, —OCF ₂ —, —CF ₂ S—, —SCF ₂ -, - CH = CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 _{-, - CH 2 CH 2 -COO} -, - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 -COO -, - CH 2 -OCO -, - CH ═CH—, —N═N—, —CH═N—N═CH—, —CF═CF—, —C≡C— or a single bond, ^{When a} plurality of ^x1 are present, they may be the same or different (provided that P ^x1 − (Sp ^x1 −X ^x1 ) _kx1 − does not include an —O—O— bond), and X ^x2 is When there are a plurality of them, they may be the same or different (provided that-(X ^x2 -Sp ^x2 ) _kx2 -P ^x2 does not contain an -O-O- bond), and kx1 and kx2 are each Independently represents an integer from 0 to 10,
A ^x1 and A ^x2 are each independently 1,4-phenylene group, 1,4-cyclohexylene group, bicyclo [2.2.2] octane-1,4-diyl group, pyridine-2,5-diyl group. , Pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group, naphthalene-1,4-diyl group, tetrahydronaphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1 , 3-dioxane-2,5-diyl groups, these groups may be unsubstituted or substituted by one or more substituents L ^x , and they are identical when there are multiple A ^x1 Can be different,
L ^x is a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, pentafluorosulfanyl group, a nitro group, a cyano group, isocyano group, an amino group, a hydroxyl group, a mercapto group, methylamino group, dimethylamino group, diethylamino group, diisopropylamino An amino group, a trimethylsilyl group, a dimethylsilyl group, a thioisocyano group, or one —CH ₂ — or two or more non-adjacent —CH ₂ — are each independently —O—, —S—, —CO. -, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH = CH-COO-, Number of carbon atoms that may be substituted by —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF— or —C≡C— Although from a linear or branched alkyl group of 20, any hydrogen atom in the alkyl group may be substituted by a fluorine atom, or, ^{L x} is _{^{P lx - (Sp lx -X lx}} ) klx ^-In this case, P ^lx represents a group that is polymerized by radical polymerization, cationic polymerization, or anionic polymerization, Sp ^lx represents a spacer group, and when there are a plurality of Sp ^lx , X ^lx may be the same or different, and X ^lx is —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CO—, —COO—, —OCO—, —CO—S—. , -S-CO -, - O -CO-O -, - CO-NH -, - NH-CO -, - SCH 2 -, - CH 2 S -, - CF 2 O -, - OCF 2 -, - _{CF 2 S -, - SCF 2} -, - CH = CH-COO -, - C = CH-OCO -, - COO -CH = CH -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH ₂ CH ₂ —OCO—, —COO—CH ₂ —, —OCO—CH ₂ —, —CH ₂ —COO—, —CH ₂ —OCO—, —CH═CH—, —N═N—, —CH ═N—N═CH—, —CF═CF—, —C≡C— or a single bond, and when there are a plurality of X ^{lx s,} they may be the same or different (provided that P ^{lx _{- (Sp lx -X lx) klx}} -. that the contains no -O-O- bonds), klx represents an integer of 0 to 10, they ^{if L x} there are a plurality be the same or different You may,
Z ^x1 represents —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CH ₂ CH ₂ —, —CO—, —COO—, —OCO—, —CO—S—, —S—. CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -OCO-NH-, -NH-COO-, -NH-CO-NH-, -NH-O-,- O—NH—, —SCH ₂ —, —CH ₂ S—, —CF ₂ O—, —OCF ₂ —, —CF ₂ S—, —SCF ₂ —, —CH═CH—COO—, —CH═CH -OCO -, - COO-CH = CH -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 _{CH 2 -OCO -, - COO-} CH 2 -, - OCO-CH 2 -, - CH 2 -COO -, - CH 2 -OCO -, - C ═CH—, —N═N—, —CH═N—, —N═CH—, —CH═N—N═CH—, —CF═CF—, —C≡C— or a single bond, When a plurality of Z ^x1 are present, they may be the same or different;
mx1 represents an integer of 0 to 5. )
The composition as described in any one of Claims 8-10 which further contains the compound represented by these.   The mixture according to any one of claims 1 to 6 in an amount of 0.001% to 55% by mass and the general formula (II) and the general formula (II-i) in an amount of 45% to 99.999% by mass. Or a polymerizable liquid crystal composition comprising at least one compound represented by formula (II-v).   The polymer obtained by superposing | polymerizing the composition as described in any one of Claims 1-12.   An optical anisotropic body using the polymer according to claim 13.   A resin, a resin additive, an oil, a filter, an adhesive, an adhesive, a fat, an ink, a pharmaceutical, a cosmetic, a detergent, a building material, a packaging material using the mixture according to any one of claims 1 to 7. , Liquid crystal materials, organic EL materials, organic semiconductor materials, electronic materials, display elements, electronic devices, communication equipment, automobile parts, aircraft parts, machine parts, agricultural chemicals and foods, and products using them.