JP6395007B2 - Liquid crystal display element and manufacturing method thereof - Google Patents

Description

  The present invention relates to a liquid crystal display element useful as a constituent member for a liquid crystal TV and the like, and a method for manufacturing the same.

  Liquid crystal display elements are used in various measuring instruments, automobile panels, word processors, electronic notebooks, printers, computers, televisions, watches, advertisement display boards, as well as watches and calculators. Typical liquid crystal display methods include TN (twisted nematic) type, STN (super twisted nematic) type, vertical alignment type (vertical alignment; VA) using TFT (thin film transistor), and IPS. (In-plane switching) type. The liquid crystal composition used in these liquid crystal display elements is stable against external factors such as moisture, air, heat, and light, and exhibits a liquid crystal phase in the widest possible temperature range centering on room temperature. It is required to be viscous and have a low driving voltage. Furthermore, the liquid crystal composition is composed of several to several tens of kinds of compounds in order to optimize dielectric anisotropy (Δε), refractive index anisotropy (Δn), etc. for each liquid crystal display element. It is composed of

In the VA type display, a liquid crystal composition having a negative Δε is used, which is widely used for liquid crystal TVs and the like. On the other hand, in all driving methods, low voltage driving, high-speed response, and a wide operating temperature range are required. That is, the absolute value of Δε is large, the viscosity (η) is small, and a high nematic phase-isotropic liquid phase transition temperature (T _ni ) is required. Further, from the setting of Δn × d, which is the product of Δn and the cell gap (d), it is necessary to adjust Δn of the liquid crystal composition to an appropriate range according to the cell gap. In addition, when applying a liquid crystal display element to a television or the like, since high-speed response is important, a liquid crystal composition having a low rotational viscosity (γ ₁ ) is required.

  On the other hand, in order to improve the viewing angle characteristics of a VA display, an MVA (multi-domain vertical alignment) type that divides the alignment direction of liquid crystal molecules in a pixel into a plurality of parts by providing a protrusion structure on the substrate. Liquid crystal display elements have been widely used. Although the MVA type liquid crystal display element is excellent in view angle characteristics, the response speed of liquid crystal molecules is different between the vicinity of the protrusion structure on the substrate and the part away from the protrusion structure, and the liquid crystal having a slow response speed away from the protrusion structure. There is a problem that the response speed as a whole is insufficient due to the influence of molecules, and there is a problem of a decrease in transmittance due to the protruding structure. In order to solve this problem, PSA is a method for providing a uniform pretilt angle in a divided pixel without providing a non-transparent protrusion structure in a cell, unlike a normal MVA liquid crystal display element. Liquid crystal display elements (including polymer sustained alignment, including PS liquid crystal display elements (polymer stabilized)) have been developed. A PSA liquid crystal display element is obtained by adding a small amount of a reactive monomer to a liquid crystal composition, introducing the liquid crystal composition into a liquid crystal cell, and then irradiating active energy rays while applying a voltage between the electrodes. It is produced by polymerizing the reactive monomer. Therefore, an appropriate pretilt angle can be given in the divided pixels, and as a result, high contrast can be achieved by improving the transmittance and high speed response by giving a uniform pretilt angle (see, for example, Patent Document 1). However, in a PSA liquid crystal display element, it is necessary to add a reactive monomer to the liquid crystal composition, and in an active matrix liquid crystal display element that requires a high voltage holding ratio, there are many problems and display defects such as burn-in are caused. There were also problems that occurred.

  As a method of improving the drawbacks of PSA liquid crystal display elements and providing a uniform pretilt angle to liquid crystal molecules without introducing foreign substances other than the liquid crystal material into the liquid crystal composition, a reactive monomer is mixed into the alignment film material. Then, after introducing the liquid crystal composition into the liquid crystal cell, a method of polymerizing the reactive monomer in the alignment film by applying active energy rays while applying a voltage between the electrodes has been developed (for example, Patent Document 2, 3 and 4).

  On the other hand, with the increase in the screen size of the liquid crystal display element, the manufacturing method of the liquid crystal display element has also undergone great changes. That is, in the case of manufacturing a large panel, the conventional vacuum injection method requires a lot of time for the manufacturing process. Therefore, in the manufacture of a large panel, a manufacturing method using an ODF (one-drop-fill) method is mainly used. (For example, see Patent Document 5). Since this method can shorten the injection time compared with the vacuum injection method, it has become the mainstream method for manufacturing liquid crystal display elements. However, a phenomenon in which a drop mark in which a liquid crystal composition is dropped remains in the liquid crystal display element in a dropped shape after the liquid crystal display element is produced has become a new problem. In addition, a dripping mark is defined as a phenomenon in which a mark in which a liquid crystal composition is dripped appears white when displaying black. In particular, in the method in which a reactive monomer is added to the alignment film material described above to give a pretilt angle to the liquid crystal molecules, the reactive monomer that is a foreign substance is present in the alignment film when the liquid crystal composition is dropped onto the substrate. Therefore, the problem of dripping marks is likely to occur. In general, the occurrence of dripping marks is often caused by the selection of a liquid crystal material, and the cause is not clear.

  As a method for suppressing the drop mark, the polymerizable compound mixed in the liquid crystal composition is polymerized to form a polymer layer in the liquid crystal composition layer, thereby suppressing the drop mark generated in relation to the alignment control film. Is disclosed (see, for example, Patent Document 6). However, in this method, like the PSA method, there is a problem of display burn-in caused by the reactive monomer added to the liquid crystal composition, and the effect of suppressing dripping marks is insufficient. There has been a demand for the development of a liquid crystal display element that does not easily cause image sticking or dripping marks while maintaining basic characteristics as a display element.

Therefore, in Japanese Patent No. 05299595 (Patent Document 7), a reactive monomer is contained in the vertical alignment film, the liquid crystal composition is introduced into the liquid crystal cell, and then the active energy is applied while applying a voltage between the electrodes. A liquid crystal display element that combines a specific liquid crystal composition in a method in which a reactive monomer in an alignment film is polymerized by irradiation with a line has been proposed. With this liquid crystal display element, various characteristics as a liquid crystal display element such as dielectric anisotropy, viscosity, nematic phase upper limit temperature, rotational viscosity (γ ₁ ) and the image sticking characteristic of the liquid crystal display element are not deteriorated. It has become possible to provide a liquid crystal display element that hardly causes dripping marks and a method for manufacturing the same.

JP 2002-357830 A JP 2010-107536 A US Patent Application Publication No. 2011/261295 JP 2011-227284 A JP-A-6-235925 JP 2006-58755 A Japanese Patent No. 05299595

  However, in order to increase the degree of polymerization of the reactive monomer in the alignment film in order to give a pretilt angle in the liquid crystal display element, it is possible to irradiate high-intensity UV or longer UV. Although effective, on the other hand, there has been a problem that the deterioration of the liquid crystal material in the liquid crystal composition by UV irradiation is promoted.

  Accordingly, an object of the present invention is to provide a liquid crystal display element capable of suppressing deterioration of a liquid crystal material when a polymerizable compound having a reactive group in an alignment film is polymerized, and a method for manufacturing the same.

  As a result of studying various liquid crystal compositions in order to solve the above problems, the present inventors have found that the above problems can be solved by including a specific liquid crystal compound, and have completed the present invention.

  That is, the present invention includes a pair of substrates having a first substrate and a second substrate, and a liquid crystal composition layer sandwiched between the substrates, and the first substrate and the second substrate. Having an electrode on at least one of the first substrate and the second substrate, and having an alignment film for controlling an alignment direction of liquid crystal molecules in the liquid crystal composition layer, the alignment film Includes a polymer of a polymerizable compound having a reactive group, and the liquid crystal composition constituting the liquid crystal composition layer has the following general formula (I):

(Wherein, X ^{1 to} X ⁴ each independently represents a hydrogen atom, a halogen atom or a cyano group,
R ¹ and R ² are each independently an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy having 2 to 8 carbon atoms. Represents a group,
Ring B and Ring C each independently represent a 1,4-phenylene group or a 1,4-cyclohexylene group, and one or more hydrogen atoms present in the 1,4-phenylene group are fluorine atoms. It may be substituted, and one or more —CH ₂ — present in the 1,4-cyclohexylene group may be substituted with —O—. The liquid crystal display element containing the compound represented by this.

In the present invention, an alignment film is formed by applying and heating an alignment material containing a polymerizable compound having a reactive group and a vertical alignment material to at least one of the first substrate and the second substrate. Thereafter, the liquid crystal composition is sandwiched between the first substrate having the electrode on at least one side and the second substrate, and an active energy ray is applied to the electrode in a state where a voltage is applied. Polymerizing a polymerizable compound of
The liquid crystal composition has the following general formula (I)

(Wherein, X ^{1 to} X ⁴ each independently represents a hydrogen atom, a halogen atom or a cyano group,
R ¹ and R ² are each independently an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy having 2 to 8 carbon atoms. Represents a group,
Ring B and Ring C each independently represent a 1,4-phenylene group or a 1,4-cyclohexylene group, and one or more hydrogen atoms present in the 1,4-phenylene group are fluorine atoms. It may be substituted, and one or more —CH ₂ — present in the 1,4-cyclohexylene group may be substituted with —O—. ) Is a method for producing a liquid crystal display device containing a compound represented by

  The liquid crystal display element of the present invention can polymerize the reactive monomer in the alignment film by low-intensity and short-time UV irradiation, and can suppress the deterioration of the liquid crystal material in the liquid crystal composition. It can be used effectively as a display element.

It is a schematic perspective view which shows one Embodiment of the liquid crystal display element of this invention. It is a schematic plan view which shows an example of the slit electrode (comb-shaped electrode) used for the liquid crystal display element of this invention. It is a figure which shows the definition of the pretilt angle in the liquid crystal display element of this invention.

  Embodiments of a liquid crystal display element and a method for manufacturing the same according to the present invention will be described.

Note that this embodiment is specifically described in order to better understand the gist of the invention, and does not limit the present invention unless otherwise specified.
[Liquid crystal display element]
The liquid crystal display element of the present invention is a liquid crystal display element having a liquid crystal composition layer sandwiched between a pair of substrates, and a voltage is applied to the liquid crystal composition layer to displace the liquid crystal molecules in the liquid crystal composition layer. This is based on the principle of acting as an optical switch by transferring, and a well-known and conventional technique can be used in this respect.

  In a normal vertical alignment liquid crystal display element in which two substrates have electrodes for transferring the Fredericks of liquid crystal molecules, a method of applying a charge vertically between the two substrates is generally employed. In this case, one electrode is a common electrode and the other electrode is a pixel electrode. The most typical embodiment of this scheme is shown below.

  FIG. 1 is a schematic perspective view showing an embodiment of the liquid crystal display element of the present invention.

  The liquid crystal display element 10 of this embodiment includes a first substrate 11, a second substrate 12, a liquid crystal composition layer 13 sandwiched between the first substrate 11 and the second substrate 12, and a first The common electrode 14 provided on the surface of the substrate 11 facing the liquid crystal composition layer 13, the pixel electrode 15 provided on the surface of the second substrate 12 facing the liquid crystal composition layer 13, and the common electrode 14, a vertical alignment film 16 provided on the surface facing the liquid crystal composition layer 13, a vertical alignment film 17 provided on the surface of the pixel electrode 15 facing the liquid crystal composition layer 13, and the first substrate 11 and a color filter 18 provided between the common electrode 14.

  As the first substrate 11 and the second substrate 12, a glass substrate or a plastic substrate is used.

  As the plastic substrate, a substrate made of a resin such as acrylic resin, methacrylic resin, polyethylene terephthalate, polycarbonate, or cyclic olefin resin is used.

  The common electrode 14 is usually made of a transparent material such as indium-added tin oxide (ITO).

  The pixel electrode 15 is usually made of a transparent material such as indium-added tin oxide (ITO).

  The pixel electrodes 15 are arranged in a matrix on the second substrate 12. The pixel electrode 15 is controlled by a drain electrode of an active element typified by a TFT switching element, and the TFT switching element has a gate line as an address signal line and a source line as a data line in a matrix. Here, the configuration of the TFT switching element is not shown.

  In order to improve viewing angle characteristics, when pixel division is performed to divide the direction in which the liquid crystal molecules in the pixel fall into several regions, slits having striped or V-shaped patterns (electrode formation) are formed in each pixel. A pixel electrode having a portion that is not provided) may be provided.

  FIG. 2 is a schematic plan view showing a typical form of a slit electrode (comb electrode) when the inside of a pixel is divided into four regions. The slit electrode has comb-like slits in four directions from the center of the pixel, so that the liquid crystal molecules in each pixel that are substantially perpendicularly aligned with respect to the substrate when no voltage is applied are applied with voltage application. The liquid crystal molecules are directed in four different directions, approaching horizontal alignment. As a result, the orientation direction of the liquid crystal in the pixel can be divided into a plurality of parts, so that the viewing angle characteristic is extremely wide.

  As a method for dividing the pixel, in addition to a method of providing a slit in the pixel electrode, a method of providing a structure such as a linear protrusion in the pixel, a method of providing an electrode other than the pixel electrode and the common electrode, and the like are used. . Although the alignment direction of the liquid crystal molecules can be divided by these methods, a configuration using a slit electrode is preferable from the viewpoint of transmittance and ease of production. Since the pixel electrode provided with the slit does not have a driving force for the liquid crystal molecules when no voltage is applied, the pretilt angle cannot be given to the liquid crystal molecules. However, when the alignment film material used in the present invention is used in combination, a pretilt angle can be given, and a wide viewing angle by pixel division can be achieved by combining with a slit electrode obtained by pixel division.

  In the present invention, having a pretilt angle means that the liquid crystal molecules are perpendicular to the substrate surface (the surface adjacent to the liquid crystal composition layer 13 in the first substrate 11 and the second substrate 12) in the state where no voltage is applied. The director is slightly different.

  Since the liquid crystal display element of the present invention is a vertical alignment (VA) type liquid crystal display element, the director of the liquid crystal molecules is aligned substantially perpendicular to the substrate surface when no voltage is applied. In order to vertically align liquid crystal molecules, a vertical alignment film is generally used. As a material for forming the vertical alignment film (vertical alignment film material), polyimide, polyamide, polysiloxane, or the like is used. Among these, polyimide is preferable.

  The vertical alignment film material may contain a mesogenic site, but unlike a polymerizable compound described later, it is preferable that the material does not contain a mesogenic site. When the vertical alignment film material includes a mesogenic part, image sticking or the like due to disorder of the molecular arrangement may occur due to repeated application of voltage.

  When the vertical alignment film is made of polyimide, it is preferable to use a polyimide solution in which a mixture of tetracarboxylic dianhydride and diisocyanate, polyamic acid, or polyimide is dissolved or dispersed in a solvent. In this case, the polyimide in the polyimide solution is used. The content of is preferably 1% by mass or more and 10% by mass or less, more preferably 3% by mass or more and 5% by mass or less, and still more preferably 10% by mass or less.

  On the other hand, when a polysiloxane-based vertical alignment film is used, the polysiloxane produced by mixing and heating an alkoxy group-containing silicon compound, an alcohol derivative, and an oxalic acid derivative at a predetermined blending ratio was dissolved. A polysiloxane solution can be used.

  In the liquid crystal display element of the present invention, the vertical alignment film formed of polyimide or the like includes a polymer formed by polymerization of a polymerizable compound having a reactive group. This polymerizable compound imparts a function of fixing the pretilt angle of the liquid crystal molecules. That is, it is possible to tilt the director of the liquid crystal molecules in the pixel in different directions when a voltage is applied, using a slit electrode or the like. However, even in the configuration using the slit electrode, the liquid crystal molecules are aligned almost perpendicularly to the substrate surface when no voltage is applied, and no pretilt angle is generated.

  In the case of the above-described PSA method, an appropriate pretilt angle is obtained by applying a voltage between the electrodes and irradiating ultraviolet rays or the like in a state where the liquid crystal molecules are slightly tilted to polymerize the reactive monomer in the liquid crystal composition. Is granted.

  Also in the liquid crystal display element of the present invention, as in the PSA method, a voltage is applied between the electrodes and the liquid crystal molecules are slightly tilted to irradiate ultraviolet rays or the like to give a pretilt angle. In contrast, the liquid crystal composition does not contain a polymerizable compound. In the present invention, the polymerizable compound having a reactive group is previously contained in the vertical alignment film material such as polyimide, and after sandwiching the liquid crystal composition between the substrates, the polymerizable compound is added while applying a voltage. Curing imparts a pretilt angle, which is essentially different from the PSA method in that it does not utilize phase separation of the polymerizable compound.

  In the present invention, “substantially vertical” means a state in which a director of liquid crystal molecules that are vertically aligned is slightly tilted from the vertical direction to give a pretilt angle. When the pretilt angle is 90 ° for complete vertical alignment and 0 ° for homogeneous alignment (aligned horizontally on the substrate surface), substantially vertical is preferably 89.5 to 85 °. More preferably, it is 5 to 87 °.

The vertical alignment film containing a polymer of a polymerizable compound having a reactive group is formed by the effect of the polymerizable compound mixed in the vertical alignment film material. Therefore, it is presumed that the vertical alignment film and the polymerizable compound are intertwined in a complicated manner to form a kind of polymer alloy, but the exact structure cannot be shown.
(Polymerizable compound having a reactive group)
The polymerizable compound having a reactive group may or may not contain a mesogenic moiety. The polymer of the polymerizable compound having a reactive group preferably has a cross-linked structure from the viewpoint of durability. From the viewpoint of durability, the polymerizable compound having a reactive group is bifunctional or trifunctional. A polymerizable compound having two or more reactive groups such as a functional group is preferred.

  In the polymerizable compound having a reactive group, the reactive group is preferably a substituent having a polymerizable property by light. In particular, when the vertical alignment film is formed by thermal polymerization, the reaction of the polymerizable compound having a reactive group can be suppressed during the thermal polymerization of the vertical alignment film material. Substituents are particularly preferred.

  Specifically, as the polymerizable compound having a reactive group, the following general formula (V)

(Wherein, X ⁷ and X ⁸ each independently represent a hydrogen atom or a methyl group, and Sp ¹ and Sp ² each independently represent a single bond, an alkylene group having 1 to 8 carbon atoms, or —X— (CH ₂ ) _s — (wherein s represents an integer of 2 to 7, X represents O, OCOO, or COO, and X is bonded to an aromatic ring present in U). , U represents a linear or branched polyvalent alkylene group having 2 to 20 carbon atoms, a linear or branched polyvalent alkenylene group having 3 to 20 carbon atoms, or a polyvalent cyclic substituent having 5 to 30 carbon atoms. The alkylene group in the polyvalent alkylene group or the alkenylene group in the polyvalent alkenylene group may be substituted with —O—, —CO—, or —CF ₂ — as long as the oxygen atom is not adjacent to each other, and has 5 carbon atoms. ~ 20 alkyl groups (the alkylene group in the group is an acid The polymerizable compound represented by the formula (1) may be substituted with an oxygen atom within a range in which no elementary atoms are adjacent to each other), or may be substituted with a cyclic substituent, and k represents an integer of 1 to 5. preferable.

In the general formula (V), X ⁷ and X ⁸ each independently represent a hydrogen atom or a methyl group. However, when importance is attached to the reaction rate, a hydrogen atom is preferable, and importance is placed on reducing the residual amount of the reaction. In this case, a methyl group is preferred.

In the general formula (V), Sp ¹ and Sp ² are each independently a single bond, an alkylene group having 1 to 8 carbon atoms, or —X— (CH ₂ ) _s — (wherein s is 2 to 7). X represents O, OCOO, or COO, and X is bonded to an aromatic ring present in U.), but the carbon chain is preferably not so long, and a single bond or An alkylene group having 1 to 5 carbon atoms is preferable, and a single bond or an alkylene group having 1 to 3 carbon atoms is more preferable. Further, when Sp ¹ and Sp ² represent —O— (CH ₂ ) _s —, s is preferably 1 to 5, more preferably 1 to 3, and at least one of Sp ¹ and Sp ² is a single bond. More preferably, it is particularly preferable that both are single bonds.

In the general formula (V), U represents a linear or branched polyvalent alkylene group having 2 to 20 carbon atoms, a linear or branched polyvalent alkenylene group having 3 to 20 carbon atoms, or a polyvalent having 5 to 30 carbon atoms. Represents a cyclic substituent, but the alkylene group in the polyvalent alkylene group may be substituted with —O—, —CO—, or —CF ₂ — as long as the oxygen atom is not adjacent, and has 5 to 20 carbon atoms. An alkyl group (the alkylene group in the group may be substituted with an oxygen atom within the range where the oxygen atom is not adjacent), or may be substituted with a cyclic substituent, and may be substituted with two or more cyclic substituents; It is preferable.

  In the general formula (V), U specifically preferably represents the following formulas (Va-1) to (Va-6), and the formula (Va-1), the formula (Va-2), It is more preferable to represent the formula (Va-6), and it is particularly preferable to represent the formula (Va-1).

(In the formula, both ends are bonded to Sp ¹ or Sp ² (when k = 1), and when k is an integer of 2 to 5, the number of linking groups increases correspondingly. Z ¹ , Z ² and Z ³ are each independently —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —CF ₂ O—, —OCF ₂ —, —CH ₂ CH ₂ —, —CF _{2. CF 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- or Represents a single bond, and all aromatic rings in the formula are replaced with any hydrogen atom by a fluorine atom. May be.)
In the above U, Z ¹ , Z ² and Z ³ are each independently —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —CF ₂ O—, —OCF ₂ —, —CH. ₂ CH ₂ —, —CF ₂ CF ₂ — or a single bond is preferable, —COO—, —OCO— or a single bond is more preferable, and a single bond is particularly preferable.

When U has the ring structure, at least one of Sp ¹ and Sp ² preferably represents a single bond, and it is also preferable that both are single bonds.

  In the general formula (V), k represents an integer of 1 to 5, and k is preferably a bifunctional compound of 1 or k is a trifunctional compound of 2, and more preferably a bifunctional compound. .

  Specifically, the compound represented by the general formula (V) is preferably a compound represented by the following general formulas (Va-1-1) to (Va-6-52).

Among the compounds represented by the above formulas (Va-1-1) to (Va-6-52), compounds represented by the formula (Va-1-1) to the formula (Va-2-11) Are preferred, and compounds represented by formula (Va-1-1) to formula (Va-1-13) are more preferred.
(Liquid crystal composition)
The liquid crystal composition in the present invention has the general formula (I)

(Wherein, X ^{1 to} X ⁴ each independently represents a hydrogen atom, a halogen atom or a cyano group,
R ¹ and R ² are each independently an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy having 2 to 8 carbon atoms. Represents a group,
Ring B and Ring C each independently represent a 1,4-phenylene group or a 1,4-cyclohexylene group, and one or more hydrogen atoms present in the 1,4-phenylene group are fluorine atoms. It may be substituted, and one or more —CH ₂ — present in the 1,4-cyclohexylene group may be substituted with —O—. It is characterized by containing the compound represented by this.

In the general formula (I), R ¹ and R ² are each independently an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or carbon. Represents an alkenyloxy group having 2 to 8 atoms,
It preferably represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms,
More preferably, it represents an alkyl group having 2 to 5 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms or an alkenyloxy group having 2 to 4 carbon atoms,
It is particularly preferable to represent an alkyl group having 2 to 5 carbon atoms and an alkenyl group having 2 to 4 carbon atoms.

In the case where R ¹ and / or R ² represents an alkyl group, an alkyl group having 1, 3 or 5 carbon atoms is particularly preferred. When R ¹ and / or R ² represents an alkenyl group, the following structures are preferred.

(In the above formulas (i) to (iv), * represents a binding site to the ring structure.)
Among these, the structures represented by formula (ii) and formula (iv) are preferable, and the structure represented by formula (ii) is more preferable.

In the general formula (I), R ¹ and R ² may be the same or different.

In the general formula (I), X ^{1 to} X ⁴ are each independently a hydrogen atom, a halogen atom or a cyano group, preferably a hydrogen atom or a halogen atom. The halogen atom is preferably a fluorine atom.

In the general formula (I), ring B and ring C each independently represent a 1,4-phenylene group or a 1,4-cyclohexylene group, and one or more existing in the 1,4-phenylene group The hydrogen atom of each may be substituted with a fluorine atom, and one or more —CH ₂ — present in the 1,4-cyclohexylene group may be substituted with —O—. And preferably represents a 1,4-phenylene group or a 1,4-cyclohexylene group.

  The compound represented by the general formula (I) according to the present invention is a compound represented by at least one selected from the group consisting of the general formula (Ia) to the general formula (Ic). preferable.

(In the above general formulas (Ia) to (Ic), R ¹ and R ² are each independently an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or carbon. Represents an alkoxy group having 1 to 8 atoms or an alkenyloxy group having 2 to 8 carbon atoms, and X ^{1 to} X ⁶ each independently represents a hydrogen atom, a halogen atom or a cyano group.
Of the compounds represented by general formula (Ia) to general formula (Ic), it is more preferable to use a compound represented by general formula (Ia) and / or general formula (Ib). preferable.

  The compound represented by general formula (Ia) according to the present invention is at least selected from the group consisting of compounds represented by general formula (Ia-1) to general formula (Ia-6). One type is more preferable.

(In the above general formulas (Ia-1) to (Ia-6), R ¹ and R ² are each independently an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms. Or represents an alkoxy group having 1 to 8 carbon atoms.)
Preferable examples of the compound represented by the general formula (Ia) according to the present invention include the following formulas (Ia-7) to (Ia-32).

  Among the above formulas (Ia-7) to (Ia-32), the above formulas (Ia-7) to (Ia-18) are preferable, and the above formula (Ia -7) to formula (Ia-10), and the above formulas (Ia-16) to (Ia-18) are particularly preferable.

  The compound represented by general formula (Ib) according to the present invention is represented by general formula (Ib-1), general formula (Ib-2), and general formula (Ib-3). More preferably, it is at least one selected from the group consisting of:

(In the above general formulas (Ib-1) to (Ib-3), R ¹ and R ² are each independently an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms. Or represents an alkoxy group having 1 to 8 carbon atoms.)
Preferable examples of the compound represented by the general formula (Ib) according to the present invention include the following formulas (Ib-4) to (Ib-13).

  The compound represented by general formula (Ic) according to the present invention is at least selected from the group consisting of compounds represented by general formula (Ic-1) to general formula (Ic-3). One type is more preferable.

(In the above general formulas (Ic-1) to (Ic-3), R ³ and R ⁴ are each independently an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms. Or represents an alkoxy group having 1 to 8 carbon atoms.)
Preferable examples of the compound represented by the general formula (Ic) according to the present invention include the following formulas (Ic-4) to (Ic-17).

  The content of the compound represented by the general formula (I) in the liquid crystal composition of the present invention is appropriately selected not only in the usage mode and purpose of the liquid crystal composition but also in relation to other components. The preferred range of the content of the compound represented by the general formula (I) contained in the liquid crystal composition is preferably independent depending on the embodiment, but in the general formula (I) having a tetracyclic structure, When the compound represented is used in an amount of 2 to 18% by mass, the compound sensitizes the light irradiated to polymerize the reactive monomer in the alignment film. Polymerization of the reactive monomer in the alignment film becomes possible, and a liquid crystal display element capable of suppressing deterioration of the liquid crystal material can be provided. More specifically, the compound represented by formula (I) is preferably contained in the liquid crystal composition in an amount of 3 to 15% by mass, more preferably 4 to 10% by mass, and further preferably 4 to 8%. It is most preferable to contain by mass%.

  The liquid crystal composition according to the present invention has the following general formula (X)

(Wherein R ^X1 and R ^X2 each independently represent an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or an alkenyl group having 2 to 10 carbon atoms, and in these groups One methylene group present or two or more non-adjacent methylene groups may be substituted with -O- or -S-, and one or more hydrogen atoms present in these groups The atom may be substituted with a fluorine atom or a chlorine atom,
u and v independently represent 0 or 1, but u + v is 1 or less,
M ^X1 , M ^X2 and M ^X3 are independent of each other,
(A) trans-1,4-cyclohexylene group (one methylene group present in this group or two or more methylene groups not adjacent to each other may be replaced by —O— or —S—). ),
(B) 1,4-phenylene group (one -CH = present in the group or two or more non-adjacent -CH = may be replaced by -N =).
The hydrogen atom contained in said group (a) or group (b) is respectively substituted by the cyano group, the fluorine atom, the trifluoromethyl group, the trifluoromethoxy group, or the chlorine atom. It ’s okay,
L ^X1 , L ^X2 and L ^X3 are each independently a single bond, —COO—, —OCO—, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, _{-OCF 2 -, - CF 2 O} -, - represents a CH = CH- or -C≡C-,
X ^X1 and X ^X2 each independently represents a trifluoromethyl group, a trifluoromethoxy group, or a fluorine atom, but one of X ^X2 and X ^X1 represents a fluorine atom). Contains one or more compounds.

R ^X1 and R ^X2 are linear alkyl groups having 1 to 5 carbon atoms or linear C 1 to 4 carbon atoms when the ring structure to which they are bonded is a phenyl group (aromatic). (Or more) alkoxy groups and alkenyl groups having 4 to 5 carbon atoms are preferred, and when the ring structure to which they are bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, a linear carbon atom An alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 (or more) carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms are preferable.

  An alkenyl group is preferred when emphasizing improvement in the response speed of the display element, and an alkyl group is preferred when emphasizing reliability such as voltage holding ratio. As an alkenyl group, the following formula (Alkenyl-1) to formula (Alkenyl-4)

(In the formula, it shall be bonded to the ring structure at the right end.)
However, when the liquid crystal composition of the present invention contains a reactive monomer, the structures represented by the formula (Alkenyl-2) and the formula (Alkenyl-4) are preferable, and the formula (Alkenyl- The structure represented by 2) is more preferable.

  When the chemical stability of the liquid crystal composition is required, the compound represented by the general formula (X) may not have a sulfur atom, a nitrogen atom, an ester group, a cyano group, or a chlorine atom in the molecule. preferable.

  Although there is no restriction | limiting in particular in the kind of compound which can be combined, According to desired performances, such as solubility at low temperature, transition temperature, electrical reliability, birefringence, it uses 1 type (s) or 2 or more types in combination as appropriate. .

  In the liquid crystal composition of the present invention, the content of the compound represented by the general formula (X) is low temperature solubility, transition temperature, electrical reliability, birefringence, process suitability, dripping marks, image sticking. Therefore, it is necessary to appropriately adjust according to required performance such as dielectric anisotropy.

  The lower limit of the preferable content is, for example, 1% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 25%.

  In the liquid crystal composition of the present invention, the content of the compound represented by the general formula (X) is more preferably 30 to 98% by mass, and 40 to 80% by mass in the liquid crystal composition. More preferably, it is most preferable to contain 50-70 mass%. In addition, when considering a drive voltage as important, it is preferable to contain 70-98 mass%.

  Furthermore, it is preferable that the compound represented by general formula (X) is a compound represented by general formula (XI).

^{(Wherein, R X1} has the same meaning as ^{R X1} in the general formula ^{(X), M X1} has the same meaning as ^{M X1} in the general formula ^{(X), R X2} and ^{R X2} in the general formula (X) It represents the same meaning.)
The preferable lower limit of the content when the compound represented by the general formula (XI) is contained is, for example, 1% as one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

  When the compound represented by the general formula (XI) is contained, the liquid crystal composition preferably contains 10 to 60% by mass, more preferably 12 to 45% by mass, and more preferably 15 to 35% by mass. % Content is more preferable.

In General Formula (XI), R ^X1 preferably represents an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms, and more preferably represents an alkyl group having 1 to 8 carbon atoms. More preferably, it represents an alkyl group having 3 to 5 carbon atoms, more preferably represents an alkyl group having 3 or 5 carbon atoms, is preferably linear, and is preferably linear.

In General Formula (XI), R ^X2 represents an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms. And preferably represents an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, and an alkyl group having 3 to 5 carbon atoms or an alkoxy group having 2 to 4 carbon atoms. More preferably, an alkyl group having 3 or 5 carbon atoms or an alkoxy group having 2 or 4 carbon atoms, more preferably an alkoxy group having 2 or 4 carbon atoms, further preferably A chain is preferred.

  An alkenyl group is preferred when emphasizing improvement in the response speed of the display element, and an alkyl group is preferred when emphasizing reliability such as voltage holding ratio.

It is preferable to use 1 type, or 2 or more types of compounds represented by general formula (XI). When two or more compounds represented by the general formula (XI) are used, R ^X1 represents an alkyl group having 3 to 5 carbon atoms, and R ^X2 represents an alkoxy group having 2 to 4 carbon atoms. It is preferable to use a compound of the general formula (XI) in combination, and when used in combination with another compound represented by the general formula (XI), R ^X1 represents an alkyl group having 3 to 5 carbon atoms. The content of the compound of the general formula (XI) in which R ^X2 represents an alkoxy group having 2 to 4 carbon atoms is preferably 50% by mass or more in the compound represented by the general formula (XI), More preferably, it is 70 mass% or more, and it is still more preferable that it is 80 mass% or more.
The compound represented by the general formula (XI) is specifically the following general formula (XI-a) and / or general formula (XI-b)

(Wherein R ^X11 , R ^X21 , R ^X12 and R ^X22 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or A alkenyloxy group having 2 to 5 carbon atoms.) Is preferred.
When R ^X21 , R ^X12 and R ^X22 are alkenyl groups, the number of carbon atoms is preferably 4-5. R ^X11 is preferably an alkyl group or an alkenyl group, more preferably an alkyl group, R ^X21 and R ^X22 are preferably an alkyl group or an alkoxy group, and an alkoxy group or an alkenyloxy group is used to increase the absolute value of Δε. And preferably an alkoxy group, and R ^X12 is preferably an alkyl group or an alkenyl group, and more preferably an alkyl group.

  The compounds represented by the general formula (XI) are specifically the following formulas (XI-1-1) to (XI-2-4)

The compounds represented by formula (XI-1-1) to formula (XI-1-4), formula (XI-2-1) and formula (XI-2-2) are preferred. More preferably, compounds represented by formula (XI-1-1), formula (XI-1-3), formula (XI-2-1) and formula (XI-2-2) are more preferred, and formula (XI -1-1), compounds of formula (XI-1-3) and formula (XI-2-1) are particularly preferred, and more specifically, the refractive index required for the liquid crystal composition of the present invention. When the value of anisotropy Δn is relatively low (approximately less than 0.100), the compounds represented by formula (XI-1-1) and formula (XI-1-3) are most preferred, and the required refractive index When the value of anisotropy Δn is relatively high (approximately 0.100 or more), the compound represented by formula (XI-2-1) is most preferable.
When the compound represented by the general formula (XI) has an alkenyl group, specifically, the following formulas (XI-1-10) to (XI-2-11)

(Wherein, R ^X22 represents the same meaning as R ^X22 in formula (XI-2)).
It is preferable that it is a compound chosen from the group represented by these.

  Furthermore, it is preferable that the compound represented by general formula (X) is a compound represented by general formula (XII).

^{(Wherein, R X1} has the same meaning as ^{R X1} in the general formula ^{(X), M X2} represent the same meaning as ^{M X2} in the general formula ^{(X), R X2} and ^{R X2} in the general formula (X) It represents the same meaning.)
The preferable lower limit of the content when the compound represented by the general formula (XII) is contained is, for example, 1% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

  When the compound represented by the general formula (XII) is contained, the liquid crystal composition preferably contains 20 to 70% by mass, more preferably 21 to 65% by mass, and more preferably 22 to 60% by mass. It is more preferable to contain, and it is especially preferable to contain 25-40 mass%.

  It is preferable to use 1 type, or 2 or more types of compounds represented by general formula (XII).

In General Formula (XII), R ^X1 represents an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms. Preferably represents an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms, more preferably represents an alkyl group having 1 to 8 carbon atoms, and the number of carbon atoms. It is more preferable to represent an alkyl group having 2 to 5, particularly preferably an alkyl group having 3 to 5 carbon atoms, and a straight chain is preferable.

In General Formula (XII), R ^X2 is an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms. Preferably represents an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, and represents an alkyl group having 1 to 5 carbon atoms or an alkoxy having 1 to 4 carbon atoms. It is more preferably a group, more preferably an alkoxy group having 1 to 4 carbon atoms, still more preferably an alkoxy group having 2 or 3 carbon atoms, and particularly preferably a straight chain.

  An alkenyl group is preferred when emphasizing improvement in the response speed of the display element, and an alkyl group is preferred when emphasizing reliability such as voltage holding ratio.

  The compound represented by general formula (XII) is more preferably a compound represented by general formula (XII-1) or general formula (XII-2).

^{(Wherein, R X1} has the same meaning as ^{R X1} in the general formula ^{(X), R X2} represent the same meaning as ^{R X2} in the general formula (X).)
The compounds represented by the general formula (XII-1) are specifically the following formulas (XII-1-1) to (XII-1-6)

The compounds represented by formula (XII-1-1) to formula (XII-1-4) are more preferred, and the compounds represented by formula (XII-1-1) to formula (XII-1-) are preferred. The compound represented by 3) is more preferred, and the compounds represented by formula (XII-1-1) and formula (XII-1-3) are particularly preferred.

  When the compound represented by the general formula (XII-1) has an alkenyl group, specifically, the following formulas (XII-1-10) to (XII-1-14)

(Wherein, R ^X2 represents the same meaning as R ^X2 in formula (X)) is preferable.

  The compounds represented by the general formula (XII-2) are specifically the following formulas (XII-2-1) to (XII-2-6)

The compounds represented by formula (XII-2-1) to formula (XII-2-4) are more preferred, and the compounds represented by formula (XII-2-1) to formula (XII-2-) are preferred. The compound represented by 3) is more preferred, and the compounds represented by formula (XII-2-1) and formula (XII-2-3) are particularly preferred.

  When the compound represented by the general formula (XII-2) has an alkenyl group, specifically, the following formulas (XII-2-10) to (XII-2-14)

(Wherein, R ^X2 represents the same meaning as R ^X2 in formula (X)) is preferable.

  Furthermore, it is preferable that the compound represented by general formula (X) is a compound represented by general formula (XIII).

^{(Wherein, R X1} has the same meaning as ^{R X1} in the general formula ^{(X), R X2} represent the same meaning as ^{R X2} in the general formula ^(X), the X 31 ^{to X 36} is a hydrogen atom or a fluorine atom (At least one of the combinations of X ³¹ and X ³² , the combination of X ³³ and X ³⁴ , and the combination of X ³⁵ and X ³⁶ is a fluorine atom.)
The preferable lower limit of the content when the compound represented by the general formula (XIII) is contained is, for example, 1% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

  When the compound represented by the general formula (XIII) is contained, the liquid crystal composition preferably contains 5 to 30% by mass, more preferably 10 to 27% by mass, and 15 to 25% by mass It is particularly preferable to do this.

  It is preferable to use 1 type, or 2 or more types of compounds represented by general formula (XIII).

In General Formula (XIII), R ^X1 and R ^X2 are each independently an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or the number of carbon atoms. It preferably represents an alkenyloxy group having 2 to 8 carbon atoms, preferably represents an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms, and represents an alkyl group having 1 to 8 carbon atoms. More preferably, it represents an alkyl group having 2 to 5 carbon atoms, more preferably represents an alkyl group having 3 to 5 carbon atoms, and R ¹ and R ² have different carbon atoms. Is most preferred, and is preferably linear.

In the general formula (XIII), X ^{31 to} X ³⁶ each independently preferably represents a hydrogen atom or a fluorine atom, but preferably 2 to 5 represent a fluorine atom, and 2 to 4 represent a fluorine atom. More preferably, 2 to 3 represent fluorine atoms, more preferably 2 represent fluorine atoms.

In this case, when there are two fluorine atoms, any two of X ^{33 to} X ³⁶ preferably represent a fluorine atom, and the combination of X ³³ and X ³⁴ both represents a fluorine atom, or X ³⁵ and X ^36. It is preferable that both of the combinations represent a fluorine atom, and it is more preferable that both of the combinations of X ³³ and X ³⁴ represent a fluorine atom. When there are three or more fluorine atoms, it is preferable that at least a combination of X ³³ and X ³⁴ both represents a fluorine atom, or at least a combination of X ³⁵ and X ³⁶ both represents a fluorine atom, and at least X ³³ and X ³⁴ More preferably, both of the combinations represent a fluorine atom.

  The compounds represented by the general formula (XIII) are represented by the following general formulas (XIII-1) to (XIII-5).

^{(Wherein, R X1} has the same meaning as ^{R X1} in the general formula ^{(X), R X2} formula (. Represents the same meaning as ^{R X2} in X)) is a compound represented by the preferred formula Compounds represented by (XIII-1) and (XIII-2) are preferred, and compounds represented by the general formula (XIII-1) are more preferred.

  Specifically, the compound represented by General Formula (XIII-1) is preferably a compound represented by Formula (XIII-1-1) to Formula (XIII-1-16).

  Among the above compounds, compounds represented by the formula (XIII-1-1) to the formula (XIII-1-6) are preferable, and the formula (XIII-1-1), the formula (XIII-1-2) and the formula ( The compound represented by XIII-1-4) is preferable, and the compound represented by Formula (XIII-1-2) and Formula (XIII-1-4) is preferable.

R ^X1 and R ^X2 in formula (XIII) are each independently an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or the number of carbon atoms. Represents an alkenyloxy group having 2 to 8 carbon atoms, preferably an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms, preferably an alkyl group having 2 to 5 carbon atoms or 2 carbon atoms More preferably an alkenyl group having 5 to 5 carbon atoms, still more preferably an alkyl group having 2 to 5 carbon atoms, a straight chain being preferred, and when R ^X1 and R ^X2 are both alkyl groups The number of carbon atoms is preferably different.

Further More specifically, compound R ^X2 represents compounds or R ^X1 is butyl R ^X1 represents R ^X2 ethyl group represents a propyl group represents an ethyl group are preferred.

  The liquid crystal composition according to the present invention has the following general formula (L):

(Wherein, R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently May be substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
OL represents 0 or 1,
B ^L1 , B ^L2 and B ^L3 each independently represent (a) a 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more —CH ₂ — not adjacent to each other). May be replaced by -O-) and (b) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = are -N May be replaced by =.)
Represents a group selected from the group consisting of: The above groups (a) and (b) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
L ^L1 and L ^L2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —OCF _2. —, —CF ₂ O—, —CH═N—N═CH—, —CH═CH—, —CF═CF— or —C≡C—
However, the compound represented by general formula (X) is excluded. 1 type or 2 or more types of compounds chosen from the group represented by this.

R ^L1 and R ^L2 are a linear alkyl group having 1 to 5 carbon atoms or a linear alkyl group having 1 to 4 carbon atoms when the ring structure to which R ^L1 is bonded is a phenyl group (aromatic). (Or more) alkoxy groups and alkenyl groups having 4 to 5 carbon atoms are preferred, and when the ring structure to which they are bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, a linear carbon atom An alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 (or more) carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms are preferable.

  The compound represented by the general formula (L) preferably has no chlorine atom in the molecule when chemical stability of the liquid crystal composition is required.

  In the liquid crystal composition of the present invention, the content of the compound represented by the general formula (L) includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, dripping marks, and burn-in. The dielectric constant anisotropy or volatility needs to be appropriately adjusted according to the required performance. The content of the compound represented by the general formula (L) includes low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, dielectric anisotropy, etc. It is necessary to adjust appropriately according to the required performance.

  The lower limit of the preferable content is, for example, 1% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 25%.

  In the liquid crystal composition of the present invention, the content of the compound represented by the general formula (L) is more preferably 2 to 60% by mass, and preferably 15 to 50% by mass in the liquid crystal composition. More preferably, it is most preferable to contain 25-45 mass%.

  When the liquid crystal composition of the present invention has a low viscosity and a liquid crystal composition having a high response speed is required, the above lower limit value is preferably high and the upper limit value is preferably high. Furthermore, when the liquid crystal composition of the present invention maintains a high Tni and a liquid crystal composition with good temperature stability is required, the above lower limit value is preferably high and the upper limit value is high. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is lowered and the upper limit value is low.

  Furthermore, the compound represented by General Formula (L) is preferably a compound selected from the group of compounds represented by General Formula (LI) to General Formula (LV).

(In the formula, R ⁹¹ to R ^9a each independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or an alkenyl group having 2 to 10 carbon atoms.)
When it contains the compound chosen from the compound group represented by general formula (LI) to general formula (LV), it is preferable to contain 1 type-10 types, and it is contained 1 type-8 types. Particularly preferably, 1 to 5 types are contained, and 2 or more types of compounds are also preferably contained.

R ⁹¹ to R ^9a each independently preferably represents an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkoxy group having 2 to 10 carbon atoms. It is more preferable to represent an alkyl group having 5 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 2 to 5 carbon atoms, and examples of the alkenyl group include the following formulas (Alkenyl-1) to -4)

(In the formula, it shall be bonded to the ring structure at the right end.)
However, when the liquid crystal composition of the present invention contains a reactive monomer, the structures represented by the formula (Alkenyl-2) and the formula (Alkenyl-4) are preferable, and the formula (Alkenyl- The structure represented by 2) is more preferable.

R ⁹¹ and R ⁹² may be the same or different, but preferably represent different substituents.

  Furthermore, it is preferable that the compound represented by general formula (LI) is a compound chosen from the compound group represented by general formula (LIa).

(In the formula, R ¹³ and R ¹⁴ each independently represents an alkyl group having 1 to 5 carbon atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types. Moreover, in another embodiment of this invention, they are three or more types.
In the liquid crystal composition of the present invention, the content of the compound represented by the general formula (LIa) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process suitability, It is necessary to adjust appropriately according to required performance such as dripping marks, image sticking, and dielectric anisotropy.

  The lower limit of the preferable content when the compound represented by the general formula (L-1-a) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

  When the compound represented by the general formula (LIa) is contained, the liquid crystal composition preferably contains 2 to 60 mass%, more preferably 15 to 50 mass%, more preferably 25 It is most preferable to contain -45 mass%.

  More specifically, the compound represented by the formula (LIa) is preferably a compound described below.

  A compound represented by formula (LI-a-1), formula (LI-a-2) and formula (LI-a-3) is preferable. When it is desired to produce a liquid crystal display element having a low viscosity and a high-speed response, it is preferable to use a larger amount of formula (Ia-3). However, it is desirable to produce a liquid crystal display element that has a high Tni and can display stably even at high temperatures. In some cases, it is preferable to increase the content of the compounds represented by the formulas (LI-a-1) to (LI-a-2).

  Furthermore, the compound represented by the general formula (LI) is preferably a compound selected from the group of compounds represented by the general formula (LIb).

(In the formula, each R ¹² independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 5 carbon atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types. Moreover, in another embodiment of this invention, they are three or more types.

  The lower limit of the preferable content when the compound represented by the general formula (LIb) is contained is, for example, 1 in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

  When the compound represented by the general formula (LI-b) is contained, the liquid crystal composition preferably contains 2 to 60% by mass, more preferably 15 to 50% by mass, and more preferably 25 It is most preferable to contain -45 mass%.

  More specifically, the compound represented by the formula (LIb) is preferably a compound described below.

  It is preferably a compound represented by formula (LI-b-2) or formula (LI-b-3), and is a compound represented by formula (LI-b-3) Is particularly preferred.

  Furthermore, it is preferable that the compound represented by general formula (LI) is a compound chosen from the compound group represented by general formula (LIc).

(In the formula, R ¹³ represents an alkyl group having 1 to 5 carbon atoms, and R ¹⁵ represents an alkoxy group having 1 to 4 carbon atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types. Moreover, in another embodiment of this invention, they are three or more types.

  The lower limit of the preferable content when the compound represented by the general formula (LIc) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

  When the compound represented by the general formula (LIc) is contained, the liquid crystal composition preferably contains 2 to 60 mass%, more preferably 15 to 50 mass%, more preferably 25 It is most preferable to contain -45 mass%.

  When emphasizing solubility at low temperatures, the effect is high when the content is set to be large. On the other hand, when the response speed is important, the effect is high when the content is set low. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

  More specifically, the compound represented by the formula (LIc) is preferably a compound described below.

  A compound represented by formula (Ic-2), formula (Ic-5) or formula (Ic-9) is preferred.

  The liquid crystal composition of the present invention may further contain a compound represented by the formula (LI-d-1) having a structure similar to that of the compound represented by the general formula (LI).

  It is preferable to adjust the content of the compound represented by the formula (LId-1) according to required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence, When the compound is contained, the compound is preferably contained in an amount of 2% by mass or more, more preferably 5% by mass or more, and more preferably 10% by mass or more based on the total amount of the liquid crystal composition of the present invention. More preferably, it is more preferably 26% by mass or more, and particularly preferably 15% by mass or more.

  Furthermore, it is preferable that the compound represented by general formula (LI) is a compound chosen from the compound group represented by general formula (LIe).

(In the formula, R ¹⁶ and R ¹⁷ each independently represents an alkenyl group having 2 to 5 carbon atoms.)
There are no particular restrictions on the types of compounds that can be combined, but depending on the required performance such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence, one to three or more types may be combined. preferable. The content of the compound represented by the general formula (LIe) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process suitability, dripping marks, image sticking, different dielectric constants. Combine according to required performance such as directionality. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types. Moreover, in another embodiment of this invention, they are three or more types.

  The lower limit of the preferable content when the compound represented by the general formula (LIe) is contained is, for example, 1 in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

  When the compound represented by the general formula (LIe) is contained, the liquid crystal composition preferably contains 2 to 60 mass%, more preferably 15 to 50 mass%, more preferably 25 It is most preferable to contain -45 mass%.

  Furthermore, the compound represented by the general formula (LIe) is a compound selected from the compound group represented by the formula (LIe-1) to the formula (LIe-10). It is preferable that it is a compound represented by Formula (LI-e-1), Formula (LI-e-2), and Formula (LI-e-5).

  Furthermore, it is preferable that the compound represented by general formula (L-II) is a compound chosen from the compound group represented by general formula (L-II-a).

(In the formula, R ¹¹ represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and R ¹² represents an alkyl group having 1 to 5 carbon atoms. Group, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types.

  The lower limit of the preferable content when the compound represented by the general formula (L-II-a) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

  In the liquid crystal composition of the present invention, when the compound represented by the general formula (L-II-a) is contained, the liquid crystal composition preferably contains 2 to 60% by mass, and 15 to 50% by mass. It is more preferable to contain, and it is most preferable to contain 25-45 mass%.

When emphasizing solubility at low temperatures, the effect is high when the content is set to be large. On the other hand, when the response speed is important, the effect is high when the content is set low. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.
More specifically, the compound represented by the formula (L-II-a) is preferably a compound described below.

  A compound represented by formula (L-II-a-2), formula (L-II-a-6) or formula (L-II-a-9) is preferred.

  Furthermore, the liquid crystal composition of the invention contains a compound selected from the group of compounds represented by the general formula (L-II-b) having a structure similar to the compound represented by the general formula (L-II). May be.

(In the formula, R ¹¹ and R ¹² each independently represent an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and X ¹² represents Independently represents a fluorine atom or a chlorine atom.)
The lower limit of the preferable content when the compound represented by the general formula (L-II-b) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

  It is preferable to contain 0-20 mass% of compounds represented by general formula (L-II-b) in a liquid crystal composition, and it is more preferable to contain 0-5 mass%.

  Furthermore, the compound represented by the general formula (L-II-b) is preferably a compound represented by the formula (L-II-b-1)).

  Furthermore, it is preferable that the compound represented by general formula (L-III) is a compound chosen from the compound group represented by general formula (L-III-a).

(In the formula, R ¹¹ and R ¹² each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, it is two or more types.

  The lower limit of the preferable content when the compound represented by the general formula (L-III-a) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

  In the liquid crystal composition of the present invention, when the compound represented by the general formula (L-III-a) is contained, the liquid crystal composition preferably contains 3 to 25% by mass, and 4 to 20% by mass. It is more preferable to contain, and it is most preferable to contain 5-15 mass%.

  When a high birefringence is obtained, the effect is high when the content is set to be large. On the other hand, when high Tni is emphasized, the effect is high when the content is set low. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

  More specifically, the compound represented by the formula (L-III-a) is preferably a compound described below.

A compound represented by formula (L-III-a-2), formula (L-III-a-4) to formula (L-III-a-7) is preferable, and the compound represented by formula (L-III-a It is preferable that it is a compound represented by -5)-Formula (L-III-a-7).

  Furthermore, the compound chosen from the compound group represented by general formula (L-III-b) which has a structure similar to the compound represented by general formula (L-III) can be contained.

(Expressed in the ^{formula, R 11} and ^{R 12} are independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 4 to ^{5, X 11} and X ¹² each independently represents a fluorine atom or a hydrogen atom, and either X ¹¹ or X ¹² is a fluorine atom.)
In the liquid crystal composition of the present invention, when the compound represented by the general formula (L-III-b) is contained, the liquid crystal composition preferably contains 3 to 25% by mass, and 4 to 20% by mass. It is more preferable to contain, and it is most preferable to contain 5-15 mass%.

  Furthermore, the compound represented by the general formula (L-III-b) is preferably a compound represented by the formula (L-III-b-1).

  Furthermore, it is preferable that the compound represented by general formula (L-IV) is a compound chosen from the compound group represented, for example by general formula (L-IV-a).

(R ²⁵ represents an alkyl group having 1 to 5 carbon atoms, and R ²⁴ represents an alkyl group having 1 to 5 carbon atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, it is two or more types.

  The lower limit of the preferable content when the compound represented by the general formula (L-IV-a) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

  In the liquid crystal composition of the present invention, when the compound represented by the general formula (L-IV-a) is contained, the liquid crystal composition preferably contains 3 to 25% by mass, and 4 to 20% by mass. It is more preferable to contain, and it is most preferable to contain 5-15 mass%.

  More specifically, the compound represented by the formula (L-IV-a) is preferably a compound described below.

It is preferable that it is a compound represented by a formula (L-IV-a-2).

  Furthermore, it is preferable that the compound represented by general formula (L-IV) is a compound chosen from the compound group represented, for example by general formula (L-IV-b).

(R ²⁵ represents an alkyl group having 1 to 5 carbon atoms, and R ²⁶ represents an alkoxy group having 1 to 4 carbon atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, According to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence, it is 1 type-from among these compounds. It is preferable to contain three types.

  The lower limit of the preferable content when the compound represented by the general formula (L-IV-b) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

  In the liquid crystal composition of the present invention, when the compound represented by the general formula (L-IV-b) is contained, the liquid crystal composition preferably contains 3 to 25% by mass, and 4 to 20% by mass. It is more preferable to contain, and it is most preferable to contain 5-15 mass%.

  Furthermore, the compound represented by the general formula (L-IV-b) is also preferably a compound represented by the formula (L-IV-b-1) to the formula (L-IV-b-4), for example. Of these, a compound represented by the formula (L-IV-b-3) is preferable.

  Furthermore, the compound represented by the general formula (L-IV) may be, for example, a compound selected from the group of compounds represented by the general formula (L-IV-c).

(R ²³ represents an alkenyl group having 2 to 5 carbon atoms, and R ²⁴ represents an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, it is two or more types.

  The lower limit of the preferable content when the compound represented by the general formula (L-IV-c) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

  In the liquid crystal composition of the present invention, when the compound represented by the general formula (L-IV-c) is contained, the liquid crystal composition preferably contains 3 to 25% by mass, and 4 to 20% by mass. It is more preferable to contain, and it is most preferable to contain 5-15 mass%.

  Furthermore, the compound represented by the general formula (L-IV-c) is preferably a compound represented by, for example, the formula (L-IV-c-1) to the formula (IV-c-3).

  Furthermore, it is preferable that the compound represented by general formula (LV) is a compound chosen from the compound group represented by general formula (LV).

(R ³¹ and R ³² each independently represents an alkenyl group having 2 to 5 carbon atoms, an alkyl group having 1 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.)
The preferable lower limit of the content when the compound represented by the general formula (LVa) is contained is, for example, 1 in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

In the liquid crystal composition of the present invention, when the compound represented by the general formula (LVa) is contained, the liquid crystal composition preferably contains 3 to 25% by mass, and 4 to 20% by mass. It is more preferable to contain, and it is most preferable to contain 5-15 mass%.
More specifically, the compound represented by the formula (LVa) is preferably a compound described below.

  Furthermore, it is preferable that the compound represented by general formula (LV) is a compound chosen from the compound group represented by general formula (LV).

(R ³³ represents an alkenyl group having 2 to 5 carbon atoms, and R ³² independently represents an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.)
The lower limit of the preferable content when the compound represented by the general formula (LVb) is contained is, for example, 1 in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

  In the liquid crystal composition of the present invention, when the compound represented by the general formula (LVb) is contained, the liquid crystal composition preferably contains 3 to 25% by mass, and 4 to 20% by mass. It is more preferable to contain, and it is most preferable to contain 5-15 mass%.

  The compound represented by the general formula (LVb) is preferably, for example, a compound represented by the formula (LVb-1) or the formula (LVb-2).

  Furthermore, it is preferable that the compound represented by general formula (LV) is a compound chosen from the compound group represented by general formula (LV).

(R ³¹ represents an alkyl group having 1 to 5 carbon atoms, and R ³⁴ represents an alkoxy group having 1 to 4 carbon atoms.)
The lower limit of the preferable content when the compound represented by the general formula (LVc) is contained is, for example, 1 in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

  In the liquid crystal composition of the present invention, when the compound represented by the general formula (LVc) is contained, the liquid crystal composition preferably contains 3 to 25% by mass, and 4 to 20% by mass. It is more preferable to contain, and it is most preferable to contain 5-15 mass%.

  Furthermore, the compound represented by the general formula (LVc) is, for example, a compound selected from the group of compounds represented by the formula (LVc-1) to the formula (LVc-3) In particular, a compound represented by the formula (LV-c-3) is preferable.

  Furthermore, it is preferable that the compound represented by general formula (L) is a compound chosen from the compound group represented, for example by general formula (L-VI).

(R ²¹ and R ²² each independently represents an alkenyl group having 2 to 5 carbon atoms, an alkyl group having 1 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.)
The content of the compound represented by the general formula (VI) is preferably adjusted according to required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.

  The lower limit of the preferable content when the compound represented by the general formula (L-VI) is contained is, for example, 1% as an embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. is there. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

  In the liquid crystal composition of the present invention, when the compound represented by the general formula (L-VI) is contained, the liquid crystal composition preferably contains 3 to 25% by mass, and contains 4 to 20% by mass. More preferably, it is most preferable to contain 5-15 mass%.

  Furthermore, it is preferable that the compound represented by general formula (L-VI) is a compound represented, for example by a formula (L-VI-1) and a formula (L-VI-2).

  Furthermore, it is preferable that the compound represented by general formula (L) is a compound chosen from the compound group represented, for example by general formula (L-VII).

(R ²¹ and R ²² each independently represents an alkenyl group having 2 to 5 carbon atoms, an alkyl group having 1 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.)
Of these compounds, only one kind or two or more kinds may be contained, but it is preferable to combine them appropriately according to the required performance. Although there is no restriction | limiting in particular in the kind of compound which can be combined, According to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence, it is 1 type-from among these compounds. Two types are preferably contained, and one to three types are particularly preferably contained.

  The lower limit of the preferable content when the compound represented by the general formula (L-VII) is contained is, for example, 1% as an embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. is there. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

  In the liquid crystal composition of the present invention, when the compound represented by the general formula (L-VII) is contained, the liquid crystal composition preferably contains 3 to 25% by mass, and contains 4 to 20% by mass. More preferably, it is most preferable to contain 5-15 mass%.

  Further, the compound represented by the general formula (L-VII) is preferably, for example, a compound represented by the formula (L-VII-1) to the formula (L-VII-5). -VII-2) or / and a compound represented by the formula (L-VII-5) are preferable.

  Furthermore, the compound represented by General Formula (L) is preferably a compound selected from the group represented by General Formula (L-VIII).

^{(Wherein, R 51} and ^{R 52} each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms 2 to 5 carbon ^{atoms, A 51} and A ⁵² independently represents a 1,4-cyclohexylene group or a 1,4-phenylene group, Q ⁵ represents a single bond or —COO—, and X ⁵¹ and X ⁵² each independently represent a fluorine atom or a hydrogen atom. X ⁵¹ and X ⁵² are not simultaneously fluorine atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types. Furthermore, in another embodiment of this invention, they are three types. Furthermore, in another embodiment of this invention, they are four types.

  The lower limit of the preferable content when the compound represented by the general formula (L-VIII) is contained is, for example, 1% as an embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. is there. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.

  Furthermore, a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 85%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 28%. Furthermore, in another embodiment of this invention, it is 27%. Furthermore, in another embodiment of this invention, it is 25%.

  In the liquid crystal composition of the present invention, when the compound represented by the general formula (L-VIII) is contained, the liquid crystal composition preferably contains 3 to 25% by mass, and contains 4 to 20% by mass. More preferably, it is most preferable to contain 5-15 mass%.

  In the liquid crystal composition of the present invention, the total content of the compounds represented by the above general formula (I), general formula (X), and general formula (L) is 80 to 100 mass with respect to the entire liquid crystal composition. % Is preferable, 90 to 100% by mass is more preferable, and 95 to 100% by mass is particularly preferable.

  The additive (antioxidant, UV absorber, etc.) in the liquid crystal composition according to the present invention is preferably 100 ppm to 1% by mass.

  The liquid crystal composition in the present invention can use a nematic phase-isotropic liquid phase transition temperature (Tni) in a wide range, but the nematic phase-isotropic liquid phase transition temperature (Tni) is 60. It is preferable that it is -120 degreeC, It is more preferable that it is 70-100 degreeC, It is especially preferable that it is 70-85 degreeC.

  The dielectric anisotropy Δε of the liquid crystal composition in the present invention is preferably −2.0 to −6.0, more preferably −2.5 to −5.0 at 25 ° C., It is particularly preferably −2.5 to −3.5.

  The refractive index anisotropy Δn of the liquid crystal composition in the invention is preferably 0.08 to 0.13 at 25 ° C., more preferably 0.09 to 0.12. More specifically, in the case of corresponding to a thin cell gap, the refractive index anisotropy of the liquid crystal composition in the present invention is preferably 0.10 to 0.12 at 25 ° C. When it corresponds to a cell gap (cell gap of 3.4 μm or less), it is preferably about 0.9 to about 0.12, and when it corresponds to a thick cell gap (cell gap of 3.5 μm or more), it is about 0. It is preferably about 08 to about 0.1.

The upper limit of the rotational viscosity (γ ₁ ) of the liquid crystal composition according to the present invention is preferably 150 (mPa · s) or less, more preferably 130 (mPa · s) or less, and particularly preferably 120 (mPa · s) or less. . On the other hand, the lower limit of the rotational viscosity (γ ₁ ) is preferably 20 (mPa · s) or more, more preferably 30 (mPa · s) or more, still more preferably 40 (mPa · s) or more, and 50 (mPa · s). s) or more is more preferable, 60 (mPa · s) or more is further more preferable, and 70 (mPa · s) or more is particularly preferable.

  In the liquid crystal composition according to the present invention, it is preferable that Z as a function of rotational viscosity and refractive index anisotropy shows a specific value.

(In the above formula, γ ₁ represents rotational viscosity and Δn represents refractive index anisotropy.)
Z is preferably 13000 or less, more preferably 12000 or less, and particularly preferably 11000 or less.

When used in an active matrix display device, the liquid crystal composition according to the present invention needs to have a specific resistance of 10 ¹¹ (Ω · m) or more, preferably 10 ¹² (Ω · m). ¹³ (Ω · m) or more is more preferable.

The liquid crystal composition according to the present invention can use a nematic phase-isotropic liquid phase transition temperature (T _NI ) in a wide range, but the phase transition temperature (T _NI ) is 60 to 120 ° C. It is preferable that it is 70-110 degreeC, and 75-100 degreeC is especially preferable.
[Method of manufacturing liquid crystal display element]
Next, with reference to FIG. 1, the manufacturing method of the liquid crystal display element of this invention is demonstrated.

  An alignment material containing a polymerizable compound having a reactive group and a vertical alignment material is applied to the surface of the first substrate 11 on which the common electrode 14 is formed and the surface of the second substrate 12 on which the pixel electrode 15 is formed. Then, the vertical alignment films 16 and 17 are formed by heating.

  Here, first, a polymer compound precursor (polymerizable compound) to be the first polymer compound and a polymerizable compound such as a compound represented by the general formula (V), or photopolymerizable and photocrosslinked An alignment material containing a compound having a property is prepared.

  When the first polymer compound is polyimide, examples of the polymer compound precursor include a mixture of tetracarboxylic dianhydride and diisocyanate, polyamic acid, and a polyimide solution in which polyimide is dissolved or dispersed in a solvent. Etc. The polyimide content in the polyimide solution is preferably 1% by mass or more and 10% by mass or less, and more preferably 3% by mass or more and 5% by mass or less.

  When the first polymer compound is polysiloxane, examples of the polymer compound precursor include a silicon compound having an alkoxy group, a silicon compound having a halogenated alkoxy group, alcohol, and oxalic acid. Examples thereof include a polysiloxane solution prepared by synthesizing polysiloxane by mixing at a quantitative ratio and heating, and dissolving it in a solvent.

  In addition, you may add the compound which has photocrosslinkability, a photoinitiator, a solvent, etc. to alignment material as needed.

  After adjusting the alignment material, the alignment material is applied or printed on each of the first substrate 11 and the second substrate 12 so as to cover the common electrode 14 and the pixel electrode 15 and the slit portion (not shown). Then, heat treatment is performed. As a result, the polymer compound precursor contained in the applied or printed alignment material is polymerized and cured to become the first polymer compound, and the first alignment compound and the polymerizable compound are mixed. 16, 17 are formed.

  Here, when heat-processing, the temperature is preferable 80 degreeC or more, and 150-200 degreeC is more preferable.

  Note that the orientation control unit including the first polymer compound is formed at this stage. Thereafter, a process such as rubbing may be performed as necessary.

  Next, the first substrate 11 and the second substrate 12 are overlapped, and a liquid crystal composition layer 13 containing liquid crystal molecules is sealed between them.

  Specifically, spacer protrusions for securing a cell gap with respect to the surface on which the vertical alignment films 16 and 17 are formed on either one of the first substrate 11 and the second substrate 12, for example, In addition to spraying plastic beads or the like, for example, the seal portion is printed using an epoxy adhesive or the like by a screen printing method.

  Thereafter, the first substrate 11 and the second substrate 12 are bonded together through spacer protrusions and a seal portion so that the vertical alignment films 16 and 17 are opposed to each other, and a liquid crystal composition containing liquid crystal molecules is injected. To do.

  Thereafter, the liquid crystal composition is sealed between the first substrate 11 and the second substrate 12 by curing the seal portion by heating or the like.

  Next, a voltage is applied between the common electrode 14 and the pixel electrode 15 using voltage applying means. The voltage is applied with a magnitude of 5 to 30 (V), for example. The application may apply a charge substantially perpendicularly to the first substrate and the second substrate. Thereby, the surface adjacent to the liquid crystal composition layer 13 in the first substrate 11 (surface facing the liquid crystal composition layer 13) and the surface adjacent to the liquid crystal composition layer 13 in the second substrate 12 (liquid crystal An electric field in a direction forming a predetermined angle with respect to the surface facing the composition layer 13 is generated, and the liquid crystal molecules 19 are oriented in a predetermined direction with respect to the normal direction of the first substrate 11 and the second substrate 12. Will be. At this time, the tilt angle of the liquid crystal molecules 19 is approximately equal to the pretilt θ given to the liquid crystal molecules 19 in a process described later. Therefore, the magnitude of the pretilt θ of the liquid crystal molecules 19 can be controlled by appropriately adjusting the magnitude of the voltage (see FIG. 3).

  Furthermore, the polymerizable compound in the vertical alignment films 16 and 17 is polymerized by irradiating the liquid crystal composition layer 13 with, for example, ultraviolet light UV from the outside of the first substrate 11 with the voltage applied. To produce a second polymer compound.

In this case, the intensity of the ultraviolet light UV to be irradiated may or may not be constant, and the irradiation time at each intensity when the irradiation intensity is changed is arbitrary, but two or more stages of irradiation processes are performed. When employed, it is preferable to select an irradiation intensity in the irradiation process in the second stage and after that which is weaker than the irradiation intensity in the first stage, and the total irradiation time in the second stage and after is more than the irradiation time in the first stage. It is preferable that the total irradiation energy amount is long and long. When the irradiation intensity is changed discontinuously, it is desirable that the average irradiation light intensity in the first half of the entire irradiation process time is stronger than the average irradiation intensity in the second half, and the intensity immediately after the start of irradiation is the strongest. More desirably, it is further preferable that the irradiation intensity always decreases to a certain value as the irradiation time elapses. In this case, the ultraviolet UV intensity is preferably ² mW / cm ^{−2 to} 100 mW / cm ^−2, but the first stage in the case of multi-stage irradiation or the entire irradiation process in the case of changing the irradiation intensity discontinuously. it highest illumination intensity is ^{10mW / cm -2 ~100mW / cm -2} , and a minimum irradiation intensity when changing the second stage or later, or discontinuously irradiation intensity in the case of multi-stage irradiation 2 mW / cm ^- It is more preferably ^{2 to} 50 mW / cm ⁻² . The total irradiation energy amount is preferably 1 J to 300 J. However, in order to suppress the decomposition of the liquid crystal compound in the liquid crystal composition by the influence of irradiation, it is necessary to keep the minimum irradiation total energy amount.

  In this case, the applied voltage may be alternating current or direct current.

  As a result, an alignment regulating portion (not shown) including the second polymer compound fixed to the alignment control portions of the vertical alignment films 16 and 17 is formed. This alignment regulating part has a function of imparting a pretilt θ to the liquid crystal molecules 19 located in the vicinity of the interface between the liquid crystal composition layer 13 and the vertical alignment films 16 and 17 in the non-driven state. Here, although the ultraviolet light UV is irradiated from the outside of the first substrate 11, it may be irradiated from the outside of the second substrate 12, and both the first substrate 11 and the second substrate 12 may be irradiated. You may irradiate from the outer side of a board | substrate.

  Thus, in the liquid crystal display element of the present invention, the liquid crystal molecules 19 in the liquid crystal composition layer 13 have a predetermined pretilt θ. As a result, the response speed to the drive voltage can be greatly improved as compared with a liquid crystal display element that has not been subjected to any pretilt processing and a liquid crystal display device having the liquid crystal display element.

  In the liquid crystal display element of the present invention, a non-photosensitive polyimide precursor is preferable as the polymer compound precursor constituting the vertical alignment films 16 and 17.

  The content of the polymerizable compound having a reactive group, particularly the compound represented by the general formula (V), in the polymer compound precursor is preferably 0.5 to 4% by mass. More preferably, it is -2 mass%.

  EXAMPLES Hereinafter, although an Example and a comparative example demonstrate this invention further more concretely, this invention is not limited to a following example. Further, “%” in the compositions of the following Examples and Comparative Examples means “mass%”.

In the following Examples and Comparative Examples, Tni, Δn, Δε, η , γ 1 respectively are defined as follows.
T _ni : Nematic phase-isotropic liquid phase transition temperature (° C.)
Δn: refractive index anisotropy at 25 ° C. Δε: dielectric anisotropy at 25 ° C. η: viscosity at 20 ° C. (mPa · s)
γ ₁ : rotational viscosity at 25 ° C. (mPa · s)
Voltage holding ratio before UV irradiation (initial VHR): Voltage holding ratio (%) at 343 K under conditions of frequency 6 Hz and applied voltage 5 V
VHR after UV irradiation: The liquid crystal composition after UV irradiation in the liquid crystal composition layer of the liquid crystal display device prepared under the conditions of the following Examples and Comparative Examples was measured under the same conditions as the above-described VHR measurement method.

In the following examples and comparative examples, image sticking and dripping marks of liquid crystal display elements were evaluated by the following methods.
(Burn in)
The burn-in evaluation of the liquid crystal display element is based on the following four-level evaluation of the afterimage level of the fixed pattern when the predetermined fixed pattern is displayed in the display area for 1000 hours and then the entire screen is uniformly displayed. went.
◎: No afterimage ○: Level of afterimage is slightly acceptable but acceptable △: Level of afterimage is unacceptable ×: Image retention is quite poor (drop mark)
Evaluation of the drop marks of the liquid crystal display device was performed by the following four-stage evaluation of the drop marks that appeared white when the entire surface was displayed in black.
◎: No afterimage ○: Even if there is very little afterimage, acceptable level Δ: Afterimage is unacceptable level ×: Afterimage is considerably poor In addition, the following abbreviations are used for the description of the compounds in the examples.
(Side chain)
-N -CnH2n + 1 linear alkyl group with n carbon atoms -On -OCnH2n + 1 linear alkoxy group with n carbon atoms -V -C = CH2 vinyl group -Vn -C = C-CnH2n + 1 carbon atoms (n + 1) 1-alkene (linking group)
D-C = C-
T -C≡C-
(Ring structure)

Example 1
A first substrate (common electrode substrate) having a transparent electrode layer and a color filter layer made of a transparent common electrode, and a second substrate (pixel) having a pixel electrode layer having a transparent pixel electrode driven by an active element Electrode substrate).

  In the pixel electrode substrate, each pixel electrode was obtained by etching ITO so that a slit having no electrode was present in the pixel electrode in order to divide the alignment of liquid crystal molecules.

  A vertical alignment film material containing a polyimide precursor and a polymerizable compound having a reactive group is applied to each of the common electrode substrate and the pixel electrode substrate by a spin coating method, and the coating film is heated at 200 ° C. The polyimide precursor in the alignment film material was cured to form a 100 nm vertical alignment film on the surface of each substrate. At this stage, the polymerizable compound having a reactive group is not cured in the vertical alignment film.

  As a vertical alignment film forming material, a reactive group represented by the following formula (Va-1-1) is added to a polyimide solution containing 3% of a polyimide precursor (trade name: JALS2131-R6, manufactured by JSR). A solution containing 3% of the polymerizable compound was used.

  A liquid crystal composition containing a compound represented by the following chemical formula was sandwiched between the common electrode substrate and the pixel electrode substrate on which the vertical alignment film was formed, and then the sealing material was cured to form a liquid crystal composition layer. At this time, using a spacer having a thickness of 4 μm, the thickness of the liquid crystal composition layer was set to 4 μm.

  The obtained liquid crystal display element was irradiated with ultraviolet rays in a state where a rectangular alternating electric field was applied, and the polymerizable compound having the reactive group was cured. As the irradiation device, UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. and USH-250BY manufactured by Ushio Electric Co., Ltd. are used as an ultraviolet lamp, and the liquid crystal display element is irradiated with ultraviolet rays at 20 mW for 300 seconds. Got. By this step, a vertical alignment film containing a polymer of a polymerizable compound having a reactive group is formed, and a pretilt angle is imparted to the liquid crystal molecules in the liquid crystal composition layer.

  Here, the pretilt angle is defined as shown in FIG. In the case of complete vertical alignment, the pretilt angle (θ) is 90 °, and when the pretilt angle is given, the pretilt angle (θ) is smaller than 90 °.

  The liquid crystal display element of Example 1 has pretilt angles in different directions in the four sections according to the slits of the pixel electrode as shown in FIG. 2, and the AC electric field is turned off after the polymerizable compound is cured. The pretilt angle was maintained. The pretilt angle maintained was 87.1 °.

  The following table shows each physical property of the liquid crystal composition used in the liquid crystal display element of Example 1, VHR before and after UV irradiation, drop mark evaluation and burn-in evaluation of the obtained liquid crystal display element. As a result, the liquid crystal composition used in the liquid crystal display element of Example 1 does not show a significant decrease in VHR before and after UV irradiation. Since the liquid crystal composition contains the compound represented by the general formula (I), the total amount of UV irradiation energy when polymerizing the polymerizable compound having a reactive group in the alignment film is kept low. Therefore, it is considered that the decomposition of the liquid crystal compound constituting the liquid crystal composition can be suppressed.

(Comparative Example 1)
A liquid crystal composition containing the compounds shown in the following table was prepared, and a liquid crystal display device of Comparative Example 1 was obtained in the same manner as in Example 1 except that the liquid crystal composition was used.

  The obtained liquid crystal display element was irradiated with ultraviolet rays in a state where a rectangular alternating electric field was applied, and the polymerizable compound having a reactive group in the alignment film was cured. As the irradiation device, UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. and USH-250BY manufactured by Ushio Electric Co., Ltd. are used as an ultraviolet lamp, and the liquid crystal display element is irradiated with ultraviolet rays at 20 mW for 600 seconds. Got. The liquid crystal display element was irradiated with ultraviolet rays under the same conditions as in Example 1 (20 mW for 300 seconds) to give a pretilt angle, but the polymerizable compound having a reactive group in the alignment film was not sufficiently cured. Since the pretilt angle was not stably given, irradiation of 20 mW for 600 seconds was required to maintain the pretilt angle, and the pretilt angle finally maintained was 87 °.

  The following table shows each physical property of the liquid crystal composition used in the liquid crystal display element of Comparative Example 1, VHR before and after UV irradiation, drop mark evaluation and burn-in evaluation of the obtained liquid crystal display element. As a result, the liquid crystal composition used in the liquid crystal display element of Comparative Example 1 does not contain the compound represented by the general formula (I) and cures the polymerizable compound having a reactive group in the alignment film. As a result, the total amount of UV irradiation energy for increasing the VHR decreased, and a decrease in physical properties due to the decomposition of the liquid crystal compound in the liquid crystal composition was confirmed.

(Example 2)
As a material for forming a vertical alignment film, a polyimide solution containing 3% of a polyimide precursor (trade name: JALS2131-R6, manufactured by JSR Corporation) has a reactive group represented by the following formula (Va-1-16). A liquid crystal display device of Example 2 was obtained in the same manner as Example 1 except that a solution containing 3% of the polymerizable compound was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. As a UV lamp together with a UIS-S2511RZ made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. (Pretilt angle maintained: 87.1 °).

  The following table shows the VHR before and after UV irradiation of the liquid crystal composition used in the liquid crystal display element of Example 2, and the drop mark evaluation and burn-in evaluation of the obtained liquid crystal display element. As a result, it is considered that VHR does not significantly decrease before and after UV irradiation, and that the decomposition of the liquid crystal compound constituting the liquid crystal composition can be suppressed.

(Example 3)
As a material for forming a vertical alignment film, a polyimide solution containing 3% of a polyimide precursor (trade name: JALS2131-R6, manufactured by JSR Corporation) has a reactive group represented by the following formula (Va-1-16). A liquid crystal display element of Example 3 was obtained in the same manner as Example 1 except that a solution containing 3% of the polymerizable compound was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. As a UV lamp together with a UIS-S2511RZ made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. (Pretilt angle maintained: 87.1 °).

  The VHR before and after UV irradiation of the liquid crystal composition used in the liquid crystal display element of Example 3, and the drop mark evaluation and burn-in evaluation of the obtained liquid crystal display element are shown in the following table. As a result, it is considered that VHR does not significantly decrease before and after UV irradiation, and that the decomposition of the liquid crystal compound constituting the liquid crystal composition can be suppressed.

(Example 4)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Example 4 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. As a UV lamp together with a UIS-S2511RZ made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. It was.

The physical properties of the liquid crystal composition used in the liquid crystal display element of Example 4, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown together in the above table. As a result, it is considered that VHR does not significantly decrease before and after UV irradiation, and that the decomposition of the liquid crystal compound constituting the liquid crystal composition can be suppressed.
(Comparative Example 2)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Comparative Example 2 was obtained in the same manner as in Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. As a UV lamp together with a UIS-S2511RZ made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.

The physical properties of the liquid crystal composition used in the liquid crystal display element of Comparative Example 2, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown in the above table together. As a result, the liquid crystal composition used in the liquid crystal display element of Comparative Example 2 does not contain the compound represented by the general formula (I) and cures the polymerizable compound having a reactive group in the alignment film. As a result, the total amount of UV irradiation energy for increasing the VHR decreased, and a decrease in physical properties due to the decomposition of the liquid crystal compound in the liquid crystal composition was confirmed.
(Example 5)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Example 5 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. As a UV lamp together with a UIS-S2511RZ made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. (Pretilt angle maintained: 87.2 °).

The physical properties of the liquid crystal composition used in the liquid crystal display element of Example 5, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown together in the above table. As a result, it is considered that VHR does not significantly decrease before and after UV irradiation, and that the decomposition of the liquid crystal compound constituting the liquid crystal composition can be suppressed.
(Comparative Example 3)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Comparative Example 3 was obtained in the same manner as in Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.

The physical properties of the liquid crystal composition used in the liquid crystal display element of Comparative Example 3, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown together in the above table. As a result, the liquid crystal composition used in the liquid crystal display element of Comparative Example 3 does not contain the compound represented by the general formula (I) and cures the polymerizable compound having a reactive group in the alignment film. As a result, the total amount of UV irradiation energy for increasing the VHR decreased, and a decrease in physical properties due to the decomposition of the liquid crystal compound in the liquid crystal composition was confirmed.
(Example 6)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Example 6 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by irradiation with ultraviolet rays at 20 mW for 290 seconds. It was.

The physical properties of the liquid crystal composition used in the liquid crystal display element of Example 6, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown in the above table together. As a result, it is considered that VHR does not significantly decrease before and after UV irradiation, and that the decomposition of the liquid crystal compound constituting the liquid crystal composition can be suppressed.
(Comparative Example 4)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Comparative Example 4 was obtained in the same manner as in Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.

The physical properties of the liquid crystal composition used in the liquid crystal display element of Comparative Example 4, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown in the above table together. As a result, the liquid crystal composition used in the liquid crystal display element of Comparative Example 4 does not contain the compound represented by the general formula (I) and cures the polymerizable compound having a reactive group in the alignment film. As a result, the total amount of UV irradiation energy for increasing the VHR decreased, and a decrease in physical properties due to the decomposition of the liquid crystal compound in the liquid crystal composition was confirmed.
(Example 7)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Example 7 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. As a UV lamp together with a UIS-S2511RZ made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. It was.

The physical properties of the liquid crystal composition used in the liquid crystal display element of Example 7, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown together in the above table. As a result, it is considered that VHR does not significantly decrease before and after UV irradiation, and that the decomposition of the liquid crystal compound constituting the liquid crystal composition can be suppressed.
(Comparative Example 5)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Comparative Example 5 was obtained in the same manner as in Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.

The physical properties of the liquid crystal composition used in the liquid crystal display element of Comparative Example 5, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown in the above table together. As a result, the liquid crystal composition used in the liquid crystal display element of Comparative Example 5 does not contain the compound represented by the general formula (I) and cures the polymerizable compound having a reactive group in the alignment film. As a result, the total amount of UV irradiation energy for increasing the VHR decreased, and a decrease in physical properties due to the decomposition of the liquid crystal compound in the liquid crystal composition was confirmed.
(Example 8)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Example 8 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. As a UV lamp together with a UIS-S2511RZ made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. It was.

The physical properties of the liquid crystal composition used in the liquid crystal display element of Example 8, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown in the above table together. As a result, it is considered that VHR does not significantly decrease before and after UV irradiation, and that the decomposition of the liquid crystal compound constituting the liquid crystal composition can be suppressed.
(Comparative Example 6)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Comparative Example 6 was obtained in the same manner as in Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.

The physical properties of the liquid crystal composition used in the liquid crystal display element of Comparative Example 6, the VHR before and after UV irradiation, and the drop mark evaluation and burn-in evaluation of the obtained liquid crystal display element are shown in the above table together. As a result, the liquid crystal composition used in the liquid crystal display element of Comparative Example 6 does not contain the compound represented by the general formula (I) and cures the polymerizable compound having a reactive group in the alignment film. As a result, the total amount of UV irradiation energy for increasing the VHR decreased, and a decrease in physical properties due to the decomposition of the liquid crystal compound in the liquid crystal composition was confirmed.
Example 9
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Example 9 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. As a UV lamp together with a UIS-S2511RZ made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. It was.

The physical properties of the liquid crystal composition used in the liquid crystal display element of Example 9, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown in the above table together. As a result, it is considered that VHR does not significantly decrease before and after UV irradiation, and that the decomposition of the liquid crystal compound constituting the liquid crystal composition can be suppressed.
(Comparative Example 7)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Comparative Example 7 was obtained in the same manner as in Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. As a UV lamp together with a UIS-S2511RZ made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.

The physical properties of the liquid crystal composition used in the liquid crystal display element of Comparative Example 7, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown in the above table together. As a result, the liquid crystal composition used in the liquid crystal display element of Comparative Example 7 does not contain the compound represented by the general formula (I) and cures the polymerizable compound having a reactive group in the alignment film. As a result, the total amount of UV irradiation energy for increasing the VHR decreased, and a decrease in physical properties due to the decomposition of the liquid crystal compound in the liquid crystal composition was confirmed.
(Example 10)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Example 10 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. As a UV lamp together with a UIS-S2511RZ made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. It was.

The physical properties of the liquid crystal composition used in the liquid crystal display element of Example 10, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown together in the above table. As a result, it is considered that VHR does not significantly decrease before and after UV irradiation, and that the decomposition of the liquid crystal compound constituting the liquid crystal composition can be suppressed.
(Comparative Example 8)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Comparative Example 8 was obtained in the same manner as in Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. As a UV lamp together with a UIS-S2511RZ made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.

The physical properties of the liquid crystal composition used in the liquid crystal display element of Comparative Example 8, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown together in the above table. As a result, the liquid crystal composition used in the liquid crystal display element of Comparative Example 8 does not contain the compound represented by the general formula (I) and cures the polymerizable compound having a reactive group in the alignment film. As a result, the total amount of UV irradiation energy for increasing the VHR decreased, and a decrease in physical properties due to the decomposition of the liquid crystal compound in the liquid crystal composition was confirmed.
(Example 11)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display element of Example 11 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by irradiation with ultraviolet rays at 20 mW for 310 seconds. It was.

The physical properties of the liquid crystal composition used in the liquid crystal display element of Example 11, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown in the above table together. As a result, it is considered that VHR does not significantly decrease before and after UV irradiation, and that the decomposition of the liquid crystal compound constituting the liquid crystal composition can be suppressed.
(Comparative Example 9)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Comparative Example 9 was obtained in the same manner as in Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. As a UV lamp together with a UIS-S2511RZ made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.

The physical properties of the liquid crystal composition used in the liquid crystal display element of Comparative Example 9, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown in the above table together. As a result, the liquid crystal composition used in the liquid crystal display element of Comparative Example 9 does not contain the compound represented by the general formula (I) and cures the polymerizable compound having a reactive group in the alignment film. As a result, the total amount of UV irradiation energy for increasing the VHR decreased, and a decrease in physical properties due to the decomposition of the liquid crystal compound in the liquid crystal composition was confirmed.
(Example 12)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Example 12 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. As a UV lamp together with a UIS-S2511RZ made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. It was.

The physical properties of the liquid crystal composition used in the liquid crystal display element of Example 12, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown in the above table together. As a result, it is considered that VHR does not significantly decrease before and after UV irradiation, and that the decomposition of the liquid crystal compound constituting the liquid crystal composition can be suppressed.
(Comparative Example 10)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Comparative Example 10 was obtained in the same manner as in Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.

The physical properties of the liquid crystal composition used in the liquid crystal display element of Comparative Example 10, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown in the above table together. As a result, the liquid crystal composition used in the liquid crystal display element of Comparative Example 10 did not contain the compound represented by the general formula (I) and cured the polymerizable compound having a reactive group in the alignment film. As a result, the total amount of UV irradiation energy for increasing the VHR decreased, and a decrease in physical properties due to the decomposition of the liquid crystal compound in the liquid crystal composition was confirmed.
(Example 13)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display element of Example 13 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. It was.

The physical properties of the liquid crystal composition used in the liquid crystal display element of Example 13, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown together in the above table. As a result, it is considered that VHR does not significantly decrease before and after UV irradiation, and that the decomposition of the liquid crystal compound constituting the liquid crystal composition can be suppressed.
(Comparative Example 11)
A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display element of Comparative Example 11 was obtained in the same manner as in Example 1 except that the liquid crystal composition was used.

  In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY made by USHIO ELECTRIC CO., LTD. As a UV lamp together with a UIS-S2511RZ made by USHIO ELECTRIC CO., LTD. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.

  The physical properties of the liquid crystal composition used in the liquid crystal display element of Comparative Example 11, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown together in the above table. As a result, the liquid crystal composition used in the liquid crystal display element of Comparative Example 11 did not contain the compound represented by the general formula (I) and cured the polymerizable compound having a reactive group in the alignment film. As a result, the total amount of UV irradiation energy for increasing the VHR decreased, and a decrease in physical properties due to decomposition of the liquid crystal compound in the liquid crystal composition was confirmed.

DESCRIPTION OF SYMBOLS 10 ... Liquid crystal display element, 11 ... 1st board | substrate, 12 ... 2nd board | substrate, 13 ... Liquid crystal composition layer, 14 ... Common electrode, 15 ... Pixel electrode, 16 ... vertical alignment film, 17 ... vertical alignment film, 18 ... color filter, 19 ... liquid crystal molecule.

Claims (13)

A pair of substrates having a first substrate and a second substrate; a liquid crystal composition layer sandwiched between the substrates; and electrodes on at least one of the first substrate and the second substrate. And at least one of the first substrate and the second substrate has an alignment film for controlling the alignment direction of liquid crystal molecules in the liquid crystal composition layer, and the alignment film has a reactive group. A liquid crystal composition comprising the polymer of the polymerizable compound having the liquid crystal composition layer is represented by the following general formula (I):

(Wherein, X ^{1 to} X ⁴ each independently represents a hydrogen atom, a halogen atom or a cyano group,
R ¹ and R ² are each independently an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy having 2 to 8 carbon atoms. Represents a group,
Ring B and Ring C each independently represent a 1,4-phenylene group or a 1,4-cyclohexylene group, and one or more hydrogen atoms present in the 1,4-phenylene group are fluorine atoms. It may be substituted, and one or more —CH ₂ — present in the 1,4-cyclohexylene group may be substituted with —O—. ) And a compound represented by
The following general formula (X):

(Wherein R ^X1 and R ^X2 each independently represent an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or an alkenyl group having 2 to 10 carbon atoms, and in these groups One methylene group present or two or more non-adjacent methylene groups may be substituted with -O- or -S-, and one or more hydrogen atoms present in these groups The atom may be substituted with a fluorine atom or a chlorine atom,
u and v independently represent 0 or 1, but u + v is 1 or less,
M ^X1 , M ^X2 and M ^X3 are independent of each other,
(A) trans-1,4-cyclohexylene group (one methylene group present in this group or two or more methylene groups not adjacent to each other may be replaced by —O— or —S—). ),
(B) 1,4-phenylene group (one -CH = present in the group or two or more non-adjacent -CH = may be replaced by -N =).
The hydrogen atom contained in said group (a) or group (b) is respectively substituted by the cyano group, the fluorine atom, the trifluoromethyl group, the trifluoromethoxy group, or the chlorine atom. It ’s okay,
L ^X1 , L ^X2 and L ^X3 are each independently a single bond, —COO—, —OCO—, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, _{-OCF 2 -, - CF 2 O} -, - represents a CH = CH- or -C≡C-,
X ^X1 and X ^X2 each independently represents a trifluoromethyl group, a trifluoromethoxy group, or a fluorine atom, but one of X ^X2 and X ^X1 represents a fluorine atom),
The following general formula (L):

(Wherein, R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently May be substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
OL represents 0 or 1,
B ^L1 , B ^L2 and B ^L3 each independently represent (a) a 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more —CH ₂ — not adjacent to each other). May be replaced by -O-) and (b) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = are -N May be replaced by =.)
Represents a group selected from the group consisting of: The above groups (a) and (b) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
L ^L1 and L ^L2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —OCF _2. —, —CF ₂ O—, —CH═N—N═CH—, —CH═CH—, —CF═CF— or —C≡C—
However, the compound represented by general formula (X) is excluded. And a compound represented by:
As a compound represented by the general formula (X), the following general formula (XI-2):

( Wherein R ^X12 and R ^X22 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or 2 to 5 carbon atoms). It represents an alkenyloxy group.)
It comprises one or more compounds selected in the group consisting of compounds represented by,
As the compound represented by the general formula (L), the following formula (LI-a-3) or the following formula (LI):

A liquid crystal display element comprising a compound represented by the formula: wherein one of R ⁹¹ and R ⁹² represents an alkyl group having 3 carbon atoms and the other represents an alkenyl group having 2 carbon atoms.   The liquid crystal display element according to claim 1, comprising a plurality of pixels, and two or more regions having different pretilt angles in the pixels.   The liquid crystal display element according to claim 1, wherein the alignment film includes a polyimide structure.   The liquid crystal display element according to claim 1, wherein the first substrate has a common electrode and the second substrate has a pixel electrode.   5. The alignment film for applying a charge substantially perpendicularly to the first substrate and the second substrate and controlling liquid crystal molecules in the liquid crystal composition layer between the common electrode and the pixel electrode. A liquid crystal display element according to 1.   The said 1st board | substrate and the said 2nd board | substrate WHEREIN: It has the said alignment film in the surface adjacent to the said liquid crystal composition layer, and has a color filter layer in said 1st board | substrate. The liquid crystal display element according to one item. The pixel electrode has a slit in a tooth shape from the center of the pixel in the four directions, according to claim 4 or 5 having four regions aligned in a direction in which the liquid crystal molecules of the liquid crystal composition layer is different Liquid crystal display element.   The liquid crystal display element according to claim 1, wherein the liquid crystal composition layer is formed by a dropping method.   The liquid crystal display element according to claim 1, wherein the liquid crystal composition contains 2 to 18% by mass of the compound represented by the general formula (I). The polymerizable compound is represented by the following general formula (V)

(Wherein, X ⁷ and X ⁸ each independently represent a hydrogen atom or a methyl group, and Sp ¹ and Sp ² each independently represent a single bond, an alkylene group having 1 to 8 carbon atoms, or —X— (CH ₂ ) _s — (wherein s represents an integer of 2 to 7, X represents O, OCOO, or COO, and X is bonded to an aromatic ring present in U). , U represents a linear or branched polyvalent alkylene group having 2 to 20 carbon atoms, a linear or branched polyvalent alkenylene group having 3 to 20 carbon atoms, or a polyvalent cyclic substituent having 5 to 30 carbon atoms. The alkylene group in the polyvalent alkylene group or the alkenylene group in the polyvalent alkenylene group may be substituted with an oxygen atom in the range where the oxygen atom is not adjacent, and an alkyl group having 5 to 20 carbon atoms (the alkylene in the group). A group is a region where oxygen atoms are not adjacent. In -O -, - CO -, - CF 2 -.. Which the optionally substituted), may be substituted by a cyclic substituent group, k is expressed by representing) an integer from 1 to 5 polymerizable The liquid crystal display element as described in any one of Claims 1-9 containing an ionic compound. An alignment material containing a polymerizable compound having a reactive group and a vertical alignment material is applied to at least one of the first substrate and the second substrate, and an alignment film is formed by heating, and then an electrode is formed on at least one of the electrodes The polymerizable compound in the alignment film is polymerized by sandwiching a liquid crystal composition between the first substrate and the second substrate having the above, and irradiating the electrode with active energy rays in a state where a voltage is applied. And
The liquid crystal composition has the following general formula (I)

(Wherein, X ^{1 to} X ⁴ each independently represents a hydrogen atom, a halogen atom or a cyano group,
R ¹ and R ² are each independently an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy having 2 to 8 carbon atoms. Represents a group,
Ring B and Ring C each independently represent a 1,4-phenylene group or a 1,4-cyclohexylene group, and one or more hydrogen atoms present in the 1,4-phenylene group are fluorine atoms. It may be substituted, and one or more —CH ₂ — present in the 1,4-cyclohexylene group may be substituted with —O—. A compound represented by),
The following general formula (X):

(Wherein R ^X1 and R ^X2 each independently represent an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or an alkenyl group having 2 to 10 carbon atoms, and in these groups One methylene group present or two or more non-adjacent methylene groups may be substituted with -O- or -S-, and one or more hydrogen atoms present in these groups The atom may be substituted with a fluorine atom or a chlorine atom,
u and v independently represent 0 or 1, but u + v is 1 or less,
M ^X1 , M ^X2 and M ^X3 are independent of each other,
(A) trans-1,4-cyclohexylene group (one methylene group present in this group or two or more methylene groups not adjacent to each other may be replaced by —O— or —S—). ),
(B) 1,4-phenylene group (one -CH = present in the group or two or more non-adjacent -CH = may be replaced by -N =).
The hydrogen atom contained in said group (a) or group (b) is respectively substituted by the cyano group, the fluorine atom, the trifluoromethyl group, the trifluoromethoxy group, or the chlorine atom. It ’s okay,
L ^X1 , L ^X2 and L ^X3 are each independently a single bond, —COO—, —OCO—, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, _{-OCF 2 -, - CF 2 O} -, - represents a CH = CH- or -C≡C-,
X ^X1 and X ^X2 each independently represents a trifluoromethyl group, a trifluoromethoxy group, or a fluorine atom, but one of X ^X2 and X ^X1 represents a fluorine atom),
The following general formula (L):

(Wherein, R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently May be substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
OL represents 0 or 1,
B ^L1 , B ^L2 and B ^L3 are each independently
(A) 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more non-adjacent —CH ₂ — may be replaced by —O—) and
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be replaced by -N =).
Represents a group selected from the group consisting of: The above groups (a) and (b) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
L ^L1 and L ^L2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —OCF _2. —, —CF ₂ O—, —CH═N—N═CH—, —CH═CH—, —CF═CF— or —C≡C—
However, the compound represented by general formula (X) is excluded. And a compound represented by:
As a compound represented by the general formula (X), the following general formula (XI-2):

(Wherein R ^X12 and R ^X22 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or 2 to 5 carbon atoms). Represents an alkenyloxy group of
Including one or more compounds selected from the group consisting of compounds represented by:
As the compound represented by the general formula (L), the following formula (LI-a-3) or the following formula (LI):

(In the formula, one of R ⁹¹ and R ⁹² represents an alkyl group having 3 carbon atoms, and the other represents an alkenyl group having 2 carbon atoms) . The method for producing a liquid crystal display element according to claim 11, wherein the active energy ray is ultraviolet light, the intensity thereof is ² mW / cm ^{−2 to} 100 mW / cm ⁻² , and the total irradiation energy amount is 1 J to 300 J.   The manufacturing method of the liquid crystal display element of Claim 11 or Claim 12 in which the said liquid-crystal composition contains 2-18 mass% of compounds represented by the said general formula (I).

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