JP6814924B2 - Liquid crystal composition and liquid crystal display element using an orientation aid, and a method for manufacturing the same. - Google Patents

Description

The present invention relates to a liquid crystal composition using an orientation aid, a liquid crystal display element, and a method for producing the same.

Liquid crystal display elements are used in various measuring instruments such as clocks and calculators, automobile panels, printers, computers, televisions, clocks, advertisement display boards and the like. Typical liquid crystal display methods are TN (twisted nematic) type, STN (super twisted nematic) type, vertical alignment type using TFT (thin film transistor), and IPS (in-plane switching) type. And so on. The liquid crystal composition used for these liquid crystal display elements is stable to external stimuli such as moisture, air, heat, and light, and exhibits a liquid crystal phase in the widest possible temperature range centered on room temperature, and has low viscosity. And the drive voltage is required to be low.

Further, the liquid crystal composition is composed of several to several tens of kinds of compounds in order to optimize the dielectric anisotropy (Δε) or the refractive index anisotropy (Δn) for each display element. ..

A liquid crystal composition having a negative Δε is used in a vertically oriented (VA) type display, and a positive Δε is used in a horizontally oriented display such as a TN type, an STN type, or an IPS (in-plane switching) type display. A liquid crystal composition is used. In addition, a drive method in which a liquid crystal composition having a positive Δε is vertically oriented when no voltage is applied and displayed by applying a transverse electric field has also been reported, and the need for a liquid crystal composition having a positive Δε has further increased. There is.

On the other hand, all drive methods are required to have low voltage drive, high-speed response, and a wide operating temperature range. That is, Δε is positive, the absolute value is large, the viscosity (η) is small, and a high nematic phase-isotropic liquid phase transition temperature (Tni) 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 a liquid crystal display element is applied to a television or the like, high-speed response is important, so a liquid crystal composition having a low rotational viscosity (γ1) is required.

As the constitution of the liquid crystal composition aiming at high-speed response, for example, the compounds represented by the formulas (A-1), (A-2) and (A-3) in which Δε is a positive liquid crystal compound, and Δε are used. A liquid crystal composition using a combination of the neutral liquid crystal compound (B) is disclosed.

On the other hand, as the applications of liquid crystal display elements have expanded, major changes have been seen in their usage and manufacturing methods. In order to respond to these changes, it has become necessary to optimize characteristics other than the basic physical property values as previously known. That is, as a liquid crystal display element using a liquid crystal composition, a VA type, an IPS type, or the like has been widely used, and a super-large size display element having a size of 50 type or more has been put into practical use. Became. As the size of the substrate has increased, the method of injecting the liquid crystal composition into the substrate has changed from the conventional vacuum injection method to the drop injection (ODF: One Drop Fill) method, which has become the mainstream injection method. The problem that the dripping marks when dripping causes deterioration of the display quality has come to the surface.

Further, in the liquid crystal display element manufacturing process by the ODF method, it is necessary to drop the optimum liquid crystal injection amount according to the size of the liquid crystal display element. When the deviation of the injection amount becomes large from the optimum value, the balance between the refractive index and the driving electric field of the liquid crystal display element designed in advance is lost, and display defects such as spots and poor contrast occur. In particular, it is difficult to control the deviation from the optimum value within a certain range in the small liquid crystal display element which is often used in smartphones which are popular recently because the injection amount of the optimum liquid crystal composition is small. Therefore, in order to maintain a high yield of the liquid crystal display element, for example, there is little influence on a sudden pressure change or impact in the dropping device that occurs when the liquid crystal is dropped, and the performance that enables stable dropping of the liquid crystal for a long period of time. Is also needed.

Currently, as a liquid crystal display for smartphones, a fringe field switching mode liquid crystal display device (Fringe Field Switching mode Liquid Crystal Display; FFS mode liquid crystal display device), which is a kind of IPS mode liquid crystal display element having high quality and excellent visual characteristics. The FFS mode, which is widely used, is a method introduced to improve the low opening ratio and transmission rate of the IPS mode, and the liquid crystal composition used has a dielectric constant because it is easy to reduce the voltage. Materials using a p-type liquid crystal composition having a positive anisotropy are widely used. In addition, since most of the applications of the FFS mode are mobile terminals, there is a strong demand for further power saving, and liquid crystal element manufacturers are continuing active development such as adoption of arrays using IGZO.

In a conventional liquid crystal display element, a polyimide alignment film (PI) layer is provided at a substrate interface in contact with a liquid crystal composition in order to obtain uniform orientation of liquid crystal molecules when no voltage is applied.

However, since the formation of the PI layer requires a great deal of cost, a method for realizing the orientation of the liquid crystal molecules while omitting the PI layer is being studied. Further, as a liquid crystal display element, improvement of transmittance and improvement of design are also being studied.

A large number of researches and developments have already been made on liquid crystal display elements that do not have a PI layer in VA type liquid crystal display elements, but they voluntarily exhibit horizontal orientation as represented by the IPS method and FFS method. There are few examples of studies on inducing devices.

For example, Patent Document 1 discloses a liquid crystal medium based on a mixture of polar compounds having negative dielectric anisotropy and containing at least one kind of spontaneous orientation additive, and the liquid crystal medium is described. It is stated that it is highly suitable for use in displays that do not have an alignment layer. Then, in Patent Document 1, a specific compound having a hydroxyl group is used as a spontaneous orientation additive in a VA type liquid crystal display.

Further, Patent Document 2 discloses a specific compound having a polymerizable group as a spontaneous orientation additive.

On the other hand, even in IPS type and FFS type liquid crystal displays, there is a demand for an orientation additive that does not require an alignment film. Therefore, an orientation additive that orients the liquid crystal molecules horizontally is required.

Special Table 2014-524951 JP-A-2015-168826

An object of the present invention is to provide a liquid crystal composition capable of orienting liquid crystal molecules without providing a PI layer. Another object of the present invention is to provide a liquid crystal composition having excellent voltage retention and reliability, and a liquid crystal display element using the liquid crystal composition.

At the same time, a method for manufacturing the liquid crystal display element is provided.

The inventors of the present application have diligently studied in order to solve the above problems, and examined the configurations of various liquid crystal compositions optimal for liquid crystal display elements such as IPS and FFS modes, which do not have a PI layer on both sides or one side of the element. As a result, the invention of the present application was completed.

The present invention contains one or more compounds (i) containing a mesogen group and a photoisomerizing group or a dimerization group bonded to the mesogen group.
Contains one or more dielectrically neutral compounds
Provided is a nematic liquid crystal composition containing one or more compounds selected from positive and negative compounds dielectrically.

The present invention also provides a liquid crystal composition containing one or more compounds represented by the general formula (i) described later, and a liquid crystal display device containing the liquid crystal composition.

The present invention also provides a liquid crystal composition containing one or more compounds represented by the general formula (i) described later, and a method for producing a liquid crystal display device containing the liquid crystal composition.

According to the present invention, a liquid crystal composition having excellent storage stability, capable of uniform horizontal orientation of liquid crystal molecules without providing PI layers on both sides or one side of the device, and excellent voltage retention and reliability. , And a liquid crystal display element using the liquid crystal composition can be provided.

The figure which shows typically the structure of the liquid crystal display element Enlarged plan view of the region surrounded by the line II of the electrode layer 3 Sectional view of the liquid crystal display element shown in FIG. 1 cut in the direction of lines III-III. The figure which shows the orientation direction of a liquid crystal schematically Another example of an enlarged plan view of the area surrounded by the line II of the electrode layer 3 Another example of a cross-sectional view obtained by cutting the liquid crystal display element shown in FIG. 1 in the direction of line III-III. The figure which shows the electrode structure of the FFS type display element.

The composition of the present invention preferably exhibits a liquid crystal phase at room temperature (25 ° C.), and more preferably a nematic phase. In addition, the composition of the present invention contains a dielectrically substantially neutral compound (a value of Δε is -2 to 2) and a positive compound (a value of Δε is greater than 2). The dielectric anisotropy of the compound is a value extrapolated from the measured value of the dielectric anisotropy of the composition prepared by adding it to the composition which is dielectrically substantially neutral at 25 ° C. In addition, although the content is described below in%, this means mass%.

The liquid crystal composition in the present embodiment is a compound (i) containing a mesogen group and a photoisomerizing group or a dimerization group bonded to the mesogen as a first component.
Containing one or more types,
It contains a dielectrically neutral compound as the second component,
A nematic liquid crystal composition containing a positive and / or negative compound dielectrically as a third component.

The compound (i) in the liquid crystal composition of the present invention is characterized by having a partial structure of a photoisomerizing group or a dimerizing group in the mesogen major axis direction. As a result, when the liquid crystal composition of the present invention is irradiated with light, only the molecules whose absorption and photoreaction are oriented parallel to the mesogen react relatively, and selective photoisomerization or selective photoisomerization or The photodimerization reaction is promoted. By repeating these reactions, the orientation axis of the liquid crystal composition of the entire system is uniquely determined as a result. That is, the molecular structure of compound (i) serves as a driving force for determining the axis of orientation.

Therefore, according to the liquid crystal composition using the compound (i) of the present embodiment, the liquid crystal molecules are oriented even if the PI layer is not provided on both sides or one side of the element (uniform horizontal orientation of the liquid crystal molecules when no voltage is applied). (Realize) becomes possible. As described above, the compound represented by the general formula (i) is preferably used to assist the horizontal orientation of the liquid crystal molecules in the liquid crystal composition.

The photoisomerization or photodimerization reactive group is preferably any of the following (Z3-1) to (Z3-5). In the formula, the black circles and the black dots at both ends represent the bond.

By irradiating with polarized light, dimerization or isomerization occurs along the polarization direction, and the liquid crystal molecules can be held in a horizontally oriented state. Therefore, according to the liquid crystal composition using the compound of the present embodiment, the liquid crystal molecules can be oriented and switching by applying a voltage can be performed without providing the PI layer on both sides or one side of the device. As described above, the compound represented by the general formula (i) is preferably used to assist the orientation of the liquid crystal molecules in the liquid crystal composition. When 365 nm is mainly used as the wavelength of polarization to be used, (Z3-1), (Z3-3) and (Z3-5) are preferable, and when a wavelength of 313 nm is used, (Z3-1), (Z3-2) and (Z3-4) are preferable, and (Z3-1) and (Z3-2) are more preferable in terms of orientation stability and reliability.

(Z3-1), (Z3-2), and (Z3-4) are preferable from the viewpoint of compatibility with the liquid crystal composition and ease of synthesis, and (Z3-1) and (Z3) are preferable from the viewpoint of durability. −2) and (Z3-3) are preferable.

Further, from the viewpoint of reaction rate and horizontal orientation, it is preferable that the photoisomerization or photodimerization reaction group site is bonded at least adjacent to the aromatic site. On the other hand, from the viewpoint of compatibility with the liquid crystal, it is preferable that the aliphatic groups are adjacent to each other. In actual use, it is preferable to use the above in an appropriate and well-balanced manner, and the same compound may have different photoisomerization or photodimerization reactive groups, or photoisomerization or photodimerization having different structures, respectively. A plurality of compounds having a reactive group may be used in combination.

The mesogen group refers to a group having a rigid portion, for example, a group having one or more cyclic groups, preferably a group having 2 to 4 cyclic groups, and 3 to 4 cyclic groups. The provided group is more preferable. If necessary, the cyclic group may be linked by a linking group. The mesogen group preferably has a skeleton similar to that of the liquid crystal molecule (liquid crystal compound) used in the liquid crystal layer.

In the present specification, the "cyclic group" refers to an atomic group in which constituent atoms are cyclically bonded, and has a carbocyclic ring, a heterocyclic ring, a saturated or unsaturated cyclic structure, a monocyclic or bicyclic structure, and the like. Includes polycyclic structure, aromatic, non-aromatic, etc.

Further, the cyclic group may contain at least one heteroatom, and may be further substituted with at least one substituent (halogeno group, polymerizable group, organic group (alkyl, alkoxy, aryl, etc.)). When the formula group is monocyclic, the mesogen group preferably contains two or more monocyclic rings.

The mesogen group is preferably represented by, for example, the general formula (AL).

^{Wherein, Z AL1} is a single bond, -CH = CH -, - CF = CF -, - C≡C -, - COO -, - OCO -, - OCOO -, - CF 2 O -, - OCF 2 - , -CH = CHCOO-, -OCOCH = CH-, -CH _2- CH ₂ COO-, -OCOCH _2- CH _2- , -CH = C (CH ₃ ) COO-, -OCOC (CH ₃ ) = CH- , -CH _2- CH (CH ₃ ) COO-, -OCOCH (CH ₃ ) -CH _2- , -OCH ₂ CH ₂ O- or an alkylene group having 1 to 20 carbon atoms. However, one or two or more non-adjacent -CH _2- in the alkylene group may be substituted with -O-, -COO- or -OCO-.

A ^AL1 and A ^AL2 each independently represent a divalent cyclic group.

One or more hydrogen atoms in Z ^AL1 , A ^AL1 and A ^AL2 may be independently substituted with a halogeno group, an adsorbent group, a polymerization group or a monovalent organic group.
When a plurality of Z ^AL1 and A ^AL1 are present in the molecule, they may be the same or different from each other.

m ^AL1 represents an integer of 1-5.

In the general formula (AL), Z ^AL1 is preferably a single bond or an alkylene group having 2 to 20 carbon atoms, more preferably a single bond or an alkylene group having 2 to 10 carbon atoms, and is a single bond. , − (CH ₂ ) ₂ − or − (CH ₂ ) ₄ − is more preferable. One or two or more non-adjacent −CH ₂ −s in the alkylene group may be substituted with −O−, −COO− or −OCO−.

Further, when the purpose is to improve the linearity of the rod-shaped molecule, Z ^AL1 has a single bond in which the ring and the ring are directly connected, or an even number of atoms directly connecting the ring and the ring. The form is preferable. For example, in the case of −CH ₂ −CH ₂ COO−, the number of atoms directly connecting the rings is four.

In the general formula (AL), A ^AL1 and A ^AL2 each independently represent a divalent cyclic group. As the divalent cyclic group, 1,4-phenylene group, 1,4-cyclohexylene group, 1,4-cyclohexenyl group, tetrahydropyran-2,5-diyl group, 1,3-dioxane-2, 5-Diyl group, tetrahydrothiopyran-2,5-diyl group, thiophene-2,5-diyl group, 1,4-bicyclo (2,2,2) octylene group, decahydronaphthalene-2,6-diyl group , Pyridin-2,5-diyl group, pyrimidin-2,5-diyl group, pyrazine-2,5-diyl group, thiophene-2,5-diyl group-, 1,2,3,4-tetrahydronaphthalene-2 , 6-Diyl group, 2,6-naphthylene group, phenanthrene-2,7-diyl group, 9,10-dihydrophenanthrene-2,7-diyl group, 1,2,3,4,4a, 9,10a- Octahydrophenanthrene-2,7-diyl group, 1,4-naphthylene group, benzo [1,2-b: 4,5-b'] dithiophene-2,6-diyl group, benzo [1,2-b: 4,5-b'] diselenophen-2,6-diyl group, [1] benzothieno [3,2-b] thiophene-2,7-diyl group, [1] benzoselenopheno [3,2-b] serenophen It is preferably one selected from the group consisting of -2,7-diyl group and fluorene-2,7-diyl group, preferably 1,4-phenylene group, 1,4-cyclohexylene group, 2,6--. A naphthylene group or a phenanthrene-2,7-diyl group is more preferable, and a 1,4-phenylene group or a 1,4-cyclohexylene group is even more preferable.

In addition, these groups may be substituted or substituted with a substituent. The substituent is preferably a fluorine atom or an alkyl group having 1 to 8 carbon atoms. Further, the alkyl group may be substituted with a fluorine atom or a hydroxyl group.

Further, one or more hydrogen atoms in the cyclic group may be substituted with a halogeno group, an adsorbing group, a polymerization group or a monovalent organic group.

In the general formula (AL), a monovalent organic group is a group having a chemical structure formed by the organic compound in the form of a monovalent group, and one hydrogen atom is removed from the organic compound. Atomic group.

Examples of the monovalent organic group include an alkyl group having 1 to 15 carbon atoms, an alkenyl group having 2 to 15 carbon atoms, an alkoxy group having 1 to 14 carbon atoms, and an alkenyloxy having 2 to 15 carbon atoms. Examples thereof include an alkyl group having 1 to 15 carbon atoms or an alkoxy group having 1 to 14 carbon atoms, and an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms. It is more preferably an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and an alkyl group having 1 to 3 carbon atoms or an alkyl group having 1 to 2 carbon atoms. It is particularly preferably an alkoxy group, and most preferably an alkyl group having 1 or 2 carbon atoms or an alkoxy group having 1 carbon atom.

Further, one or two or more -CH ₂ −s in the above alkyl group, alkenyl group, alkoxy group and alkenyloxy group may be substituted with —O−, −COO− or −OCO−. Furthermore, the monovalent organic group may have a role as an orientation-inducing group described later.

In the above general formula (AL), m ^AL1 is preferably an integer of 1 to 4, more preferably an integer of 1 to 3, and even more preferably 2 or 3.

Preferred forms of the mesogen group include the following formulas (me-1) to (me-44).

The general formula (AL) is a structure in which two hydrogen atoms are eliminated from these compounds.

In these formulas (me-1) to (me-44), one or more hydrogen atoms in the cyclohexane ring, benzene ring or naphthalene ring are independently halogeno groups, polymerization groups, and monovalent groups. (For example, an alkyl group having 1 to 15 carbon atoms, an alkoxy group having 1 to 14 carbon atoms), an adsorbing group or an orientation inducing group may be substituted.

Among the above-mentioned mesogen groups, preferred forms are formulas (me-8) to (me-44), and more preferable forms are formulas (me-8) to (me-10) and formulas (me-12) to. (Me-18), formulas (me-22) to (me-24), formulas (me-26) to (me-27) and formulas (me-29) to (me-44), which are more preferable forms. Formulations (me-12), (me-15) to (me-16), (me-22) to (me-24), (me-29), (me-34), (me-36). ~ (Me-37), (me-42) ~ (me-44).
The compound represented by the general formula (i) preferably has a polymerizable group. By having a polymer group in the compound, a polymerization reaction proceeds in addition to the photoisomerization reaction and the photodimerization reaction described above, and a polymer can be formed in the vicinity of the substrate. This makes it possible to ensure the stability and durability of the horizontal orientation.

It is preferably a - polymerizable group ^P i1 ^{-Sp i1.} Here, ^Pi1 represents a polymerizable group, and represents a substituent selected from the group represented by the following general formulas (P-1) to (P-15) (in the formula, the black dot at the right end is Any of the substituents of the formulas (P-1) to (P-3), (P-14), and (P-15) is preferable from the viewpoints of binding hands), ease of handling, and reactivity. , Formulas (P-1) and (P-2) are more preferred. Said

The Sp ⁱ¹ represents a spacer group, and is a single bond, -CH = CH-, -CF = CF-, -C≡C-, -COO-, -OCO-, -OCOO-, -OOCO-, -CF ₂ O. -, -OCF _2- , -CH = CHCOO-, -OCOCH = CH-, -CH _2- CH ₂ COO-, -OCOCH _2- CH _2- , -CH = C (CH ₃ ) COO-, -OCOC ( CH ₃ ) = CH-, -CH _2- CH (CH ₃ ) COO-, -OCOCH (CH ₃ ) -CH _2- , -OCH ₂ CH ₂ O-, or an alkylene group having 2 to 20 carbon atoms. , One or two or more non-adjacent -CH _2- in this alkylene group may be substituted with -O-, -COO- or -OCO-.

Furthermore, compound (i) may be bound to at least one adsorbent ( ^Kil ).

The adsorbing group ( ^Kil ) can be selectively adsorbed on a substrate that sandwiches the liquid crystal composition (liquid crystal layer) when used in the liquid crystal composition due to its relativity with other parts in the molecular structure. .. For this reason, the binding position of ( ^Kil ) is important, and by binding to the lateral portion of the mesogen site, the liquid crystal molecules can be held in a horizontally oriented state. That is, in order to realize horizontal orientation, it is preferable to have at least one adsorption group ( ^Kil ).
"Adsorption group"
The adsorbent group is a group having a role of adsorbing with an adsorption medium which is a layer that comes into contact with a liquid crystal composition such as a substrate, a film, and an electrode.

Adsorption is generally classified into chemical adsorption that forms a chemical bond (covalent bond, ionic bond or metal bond) and adsorbs between the adsorption medium and the adsorbent, and physical adsorption other than chemical adsorption. In the present specification, the adsorption may be either chemical adsorption or physical adsorption, but physical adsorption is preferable. Therefore, the adsorption group is preferably a group that can physically adsorb to the adsorption medium, and more preferably a group that can bind to the adsorption medium by intermolecular force.

Examples of the form of binding to the adsorption medium by intermolecular force include a form of interaction such as permanent dipole, permanent quadrupole, dispersion force, charge transfer force or hydrogen bond.

A preferred form of the adsorbent group is a form capable of binding to an adsorption medium by hydrogen bonding. In this case, the adsorbent group may play the role of either a donor or an acceptor of the proton that mediates the hydrogen bond, or may play the role of both.

The adsorbing group is preferably a group containing a polar element having an atomic group in which a carbon atom and a hetero atom are linked (hereinafter, "adsorbing group" is also referred to as "polar group"). In the present specification, the polar element means an atomic group in which a carbon atom and a hetero atom are directly linked.

The heteroatom is preferably at least one selected from the group consisting of N, O, S, P, B and Si, and at least one selected from the group consisting of N, O and S. Is more preferable, at least one selected from the group consisting of N and O is further preferable, and O is particularly preferable.

Further, in the orientation aid, the valence of the polar elements is not particularly limited, such as monovalent, divalent, trivalent, and the number of polar elements in the adsorbent is not particularly limited.

The orientation aid preferably has 1 to 8 adsorbent groups in one molecule, more preferably 1 to 4 adsorbent groups, and even more preferably 1 to 3 adsorbent groups.

Incidentally, the adsorption group, excluding a polymerizable group and orientation derived groups, any hydrogen atom is ^P i1 ^{-Sp i1} in adsorptive group - hydrogen atoms in - that is substituted with structures and ^P i1 ^{-Sp i1} Structures substituted with −OH or the like are included in the adsorption group.

The adsorbent group contains one or more polar elements and is roughly classified into a cyclic group type and a chain type group type.

A cyclic base type is a form including a cyclic group having a cyclic structure containing a polar element in its structure, and a chain type base type is a cyclic group having a cyclic structure containing a polar element in its structure. It is a form that does not include.

The chain type is a form having a polar element in a linear or branched chain group, and may have a cyclic structure in which a polar element is not included in a part thereof.

The cyclic group-type adsorbent group means a form having a structure containing at least one polar element in a cyclic atomic arrangement.

In the present specification, the cyclic group is as described above. Therefore, the cyclic group-type adsorbent group may include only a cyclic group containing a polar element, and the adsorbent group as a whole may be branched or linear.

On the other hand, the chain-type adsorbent group is a structure that does not contain a cyclic atomic arrangement containing a polar element in the molecule and contains at least one polar element in a linear atomic arrangement (which may be branched). Means a form having.

In the present specification, the open chain group means an atomic group in which the constituent atoms are linearly (may be branched) bonded without including a cyclic atomic arrangement in the structural formula, and is an acyclic group. Refers to the group. In other words, the chain type group refers to a linear or branched aliphatic group, which may contain either a saturated bond or an unsaturated bond.

Thus, chain groups include, for example, alkyl, alkenyl, alkoxy, esters, ethers, ketones and the like. The hydrogen atom in these groups may be substituted with at least one substituent (reactive functional group (vinyl group, acrylic group, methacryl group, etc.), chain organic group (alkyl, cyano, etc.)). .. Further, the chain type group may be either linear or branched.

The cyclic group-type adsorption group may be a heteroaromatic group having 3 to 20 carbon atoms (including a fused ring) or a heterolipocyclic group having 3 to 20 carbon atoms (including a fused ring). It is more preferably a heteroaromatic group having 3 to 12 carbon atoms (including a fused ring) or a heterolipocyclic group having 3 to 12 carbon atoms (including a fused ring), and a 5-membered complex. More preferably, it is an aromatic group, a 5-membered heterolipid ring group, a 6-membered heteroaromatic group or a 6-membered heterolipocyclic group. The hydrogen atom in these ring structures may be substituted with a halogeno group, a linear or branched alkyl group having 1 to 5 carbon atoms, or an alkyloxy group.

The chain-type adsorbent group is preferably a linear or branched alkyl group having 1 to 20 carbon atoms in which a hydrogen atom or −CH ₂ − in the structure is substituted with a polar element. In addition, one or two or more -CH ₂ − in the alkyl group are replaced with -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-. May be done. Further, the chain-type adsorbent group preferably contains one or two or more polar elements at its end.

The hydrogen atom in the adsorbent group may be substituted with a polymerizable group.

Specific examples of the polar element include a polar element containing an oxygen atom (hereinafter, oxygen-containing polar element), a polar element containing a nitrogen atom (hereinafter, nitrogen-containing polar element), and a polar element containing a phosphorus atom (hereinafter, phosphorus-containing polar element). Elements), polar elements containing boron atoms (hereinafter, boron-containing polar elements), polar elements containing silicon atoms (hereinafter, silicon-containing polar elements), or polar elements containing sulfur atoms (hereinafter, sulfur-containing polar elements) can be mentioned. .. From the viewpoint of adsorptivity, the polar element is preferably a nitrogen-containing polar element, a nitrogen-containing polar element, or an oxygen-containing polar element, and more preferably an oxygen-containing polar element.

As the oxygen-containing polar element, at least one group selected from the group consisting of a hydroxyl group, an alkylol group, an alkoxy group, a formyl group, a carboxyl group, an ether group, a carbonyl group, a carbonate group and an ester group, or the group is carbon. It is preferably a group linked to an atom.

As the nitrogen-containing polar element, at least one group selected from the group consisting of a cyano group, a primary amino group, a secondary amino group, a tertiary amino group, a pyridyl group, a carbamoyl group and a ureido group, or the group is carbon. It is preferably a group linked to an atom.

The phosphorus-containing polar element is preferably at least one group selected from the group consisting of a phosphinyl group and a phosphoric acid group, or a group in which the group is linked to a carbon atom.

Therefore, as the adsorption group, a cyclic group having an oxygen-containing polar element (hereinafter, oxygen-containing cyclic group), a cyclic group having a nitrogen-containing polar element (hereinafter, nitrogen-containing cyclic group), and a sulfur-containing polar group. A cyclic group having an element (hereinafter, sulfur-containing cyclic group), a chain type group having an oxygen-containing polar element (hereinafter, oxygen-containing chain type group), and a chain-type group having a nitrogen-containing polar element (hereinafter, hereafter). It is preferable to contain one or more groups themselves or the group selected from the group consisting of nitrogen-containing chain-type groups), and from the viewpoint of adsorptivity, oxygen-containing cyclic groups, sulfur-containing cyclic groups, and oxygen-containing groups. It is more preferable to contain one or more groups selected from the group consisting of chain groups and nitrogen-containing chain groups.

The oxygen-containing cyclic group preferably contains any of the following groups having an oxygen atom as an ether group in the ring structure.

Further, the oxygen-containing cyclic group preferably contains any of the following groups having an oxygen atom as a carbonyl group, a carbonate group and an ester group in the ring structure.

The nitrogen-containing cyclic group preferably contains any of the following groups.

The oxygen-containing chain type group preferably contains any of the following groups.

In the formula, ^Rat1 represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms.

Z ^at1 represents a single bond, a linear or branched alkylene group having 1 to 15 carbon atoms, or a linear or branched alkenylene group having 2 to 18 carbon atoms. However, -CH _2- in the alkylene group or the alkenylene group may be substituted with -O-, -COO-, -C (= O)-, and -OCO- so that oxygen atoms are not directly adjacent to each other.

X ^at1 represents an alkyl group having 1 to 15 carbon atoms. However, −CH ₂₋ in the alkyl group may be substituted with −O−, −COO−, −C (= O) −, −OCO− so that oxygen atoms are not directly adjacent to each other. ^mat1 , ^mat2 , and ^mat3 represent 0 to 5.

The nitrogen-containing chain type group preferably contains any of the following groups.

^{Wherein, R at, R bt, R} ct and ^{R dt} are each independently represent a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. However, −CH ₂₋ in the alkyl group may be substituted with −O−, −COO−, −C (= O) −, −OCO− so that oxygen atoms are not directly adjacent to each other.

More preferably, the adsorbent group (K ^il ) in the compound (i) is represented by any of the following general formulas (K-1) to (K-18).

W ^K1 represents a methine group or a nitrogen atom, and the hydrogen atom in the methine group may be replaced with a linear or branched alkyl group having 1 to 6 carbon atoms.
X ^K1 and Y ^K1 independently represent −CH _2- , oxygen atom or sulfur atom, respectively.
Z ^K1 represents an oxygen atom or a sulfur ^atom, U ^{K1, V K1} and ^{S K1} each independently represent a methine group or a nitrogen ^{atom, T K1} are each independently formula (T-1) ~ (T-6)

Representing a group selected from, ^ST1 is a single-bonded, linear or branched alkylene group having 1 to 15 carbon atoms or a linear or branched alkenylene group having 2 to 18 carbon atoms. Representing, -CH _{2- of the} alkylene group or the alkenylene group is -O-, -COO-, -C (= O)-, -C (= CH ₂ )-or -OCO so that oxygen atoms are not directly adjacent to each other. - may be substituted ^{by, R T1} represents an alkyl group having 1 to 5 carbon atoms, -CH ₂ of the alkyl groups - such that oxygen atoms are not directly adjacent are -O -, - COO -, - C (= O) -, - C (= CH 2) - or -OCO- may be substituted ^{by, R T2} and ^{R T3} are each independently a hydrogen atom or an alkyl group having 1 to 5 carbon atoms represents, compounds represented by the general formula (i) at least one ^P i1 ^{-Sp i1} - have a group, a, C, D, Z 1, Z 2, Z 3, Z 4, K i1, W K1 , X ^K1 , Y ^K1 , Z ^K1 , ^TK1 , ^UK1 , V ^K1 , ^SK1 , ^ST1 , ^RT1 , ^RT2 , ^RT3 , ^Pi1 and Sp ⁱ¹ are the same. May be different. )
As the partial structure represented by the general formulas (K-1) to (K-18), when the orientation of the liquid crystal is emphasized, the general formulas (K-1), (K-2), (K-) 5), (K-8), (K-11), (K-13), (K-14), (K-15), (K-17), and (K-18) are preferable and reliable. (K-1), (K-9), (K-11), (K-13), and (K-15) are preferable when the above is regarded as important. (K-11), (K-13) and (K-15) are more preferable when considering both orientation and reliability. Further, in (K-13) to (K-18), ^TK1 is preferably a group represented by the general formulas (T-1), (T-3) and (T-4), and particularly (T-1). And (T-3) are more preferable. S ^T1 in formula (T-3) is a single bond, -C 1-10 linear or branched alkylene group or a C2-10 straight-chain or branched alkenylene It preferably represents a group, preferably a linear or branched alkyl group having 1 to 7 carbon atoms or a linear or branched alkenylene group having 2 to 7 carbon atoms, and preferably having 1 to 3 carbon atoms. A linear alkyl group is preferable, and −CH ₂ − in the alkyl group or alkylene group is −O −, −C (= O) − or −C (= CH ₂ ) − so that oxygen atoms are not directly adjacent to each other. It is preferably substituted. R ^T1 in formula (T-3) represents a linear or branched alkyl group having 1 to 5 carbon atoms, -CH 2 of the alkyl groups _- is such that oxygen atoms are not directly adjacent - It is preferably substituted with O-, -C (= O)-, -C (= CH ₂ )-or -OCO-, and a linear alkyl group having 1 to 3 carbon atoms is preferable. In the general formula (T-3), it is preferable that at least two or more secondary carbon atoms contain -C (= O).

^RT2 and ^RT3 in the general formula (T-6) independently represent a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, but preferably represent a hydrogen atom.

Preferred examples of the general formulas (K-13) and (K-17) are the following (K-1-1) to (K-1-4), (K-3-1), and (K-5-1). ) Is preferable from the viewpoint of orientation and reactivity, and the formulas (K-1-1), (K-1-3), and (K-3-1) are particularly preferable.

(In the formula, ^Pi1 represents a polymerizable group, ^RT4 , ^RT5 and ^RT6 independently represent hydrogen and an alkyl group having 1 to 3 carbon atoms, and ^RK1 represents a hydrogen atom and the number of carbon atoms. Representing linear or branched alkyl groups 1 to 6, -CH _2- in the alkyl group is -CH = CH-, -C≡C-, -O-, -NH-, -OCOO-, -COO- Alternatively, it may be replaced with -OCO-, but -O- is not continuous and is not continuous.
n ^T1 and ^{n T2} is 0 or 1 each ^{independently, n T3} represents an integer of independently 0-3, there exist a plurality of ^{R T4, R T5, R T6} , n T1, n T2 and n ^T3 may be the same or different. )
Z ¹ and Z ^{2 in} formula (i) are preferably single bonds, -CH = CH-, -CF = CF-, -C≡C-, -COO-, -OCO-, -CF ₂ O-, -OCF _2- , -CH = CHCOO-, -OCOCH = CH-, -OCH ₂ CH ₂ O-, or an alkylene group having 1 to 10 carbon atoms, or one or two or more non-adjacent alkylene groups. -CH _2- represents a group substituted with -O-, -COO- or -OCO-, respectively, and more preferably single bond, -COO-, -OCO-, -CH = CHCOO-, -OCOCH = CH-, -OCH ₂ CH ₂ O-, a linear or branched alkylene group having 1 to 6 carbon atoms, or one or two or more non-adjacent -CH _2- in the alkylene group is -O. Represents groups substituted with −, −COO− or −OCO−, where Z ¹ and Z ² are more preferably single bonds, −COO−, −OCO−, −OCH ₂ CH ₂ O−. , Or an alkylene group having 2 carbon atoms (ethylene group (-CH ₂ CH ₂ −)) or a group in which one of −CH ₂ − in the ethylene group is substituted with −O− (−CH ₂ O−, − OCH _2- ), or one of -CH _2- in the ethylene group is a group substituted with -COO-, -OCO- (-CH _2- CH ₂ COO-, -OCOCH _2- CH _2- ). .. Z ⁴ is a single bond, -O-, -CH = CH-, -COO-, -OCO-, -OCOO-, -CH _2- CH (CH ₃ ) COO-, -OCOCH (CH ₃ ) -CH ₂ -Or a linear or branched alkylene group having 1 to 20 carbon atoms (one or two or more -CH ₂ − not adjacent to each other in the alkylene group is replaced with -O-, -COO- or -OCO-. (May be), but preferably -COO-, -OCO-, -OCH ₂ CH ₂ O-, or an alkylene group having 2 carbon atoms (ethylene group (-CH ₂ CH _2- )) or an ethylene group. One of the −CH ₂ − in the group is substituted with −O− (−CH ₂ O−, −OCH ₂₋ ), or one of the −CH ₂₋ in the 2-8 alkyl carbon group is − It is a group substituted with O-, -COO-, -OCO-.
From the viewpoint of horizontal orientation, it is preferable that the adsorbent group ( ^Ki1 ) is selected from the above (K-13) to (K-18), and at least one of ^TK1 is (T-1).
Specific substructures include, but are not limited to, the following groups.

^{Wherein, R tc} represents a hydrogen atom, an alkyl group or ^P i1 ^-Sp carbon atoms 1 to 20 ⁱ¹ - represents a. However, the hydrogen atom in the alkyl group is an alkyl group having 1 to 12 carbon atoms, an alkyl halide group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, and a halogen having 1 to 12 carbon atoms. alkoxy group, a halogen atom, a cyano group, a nitro group, or ^P i1 ^{-Sp i1} group ^-, - Z 4 ^{-K il} may be substituted with, -CH in the alkyl group ₂ - directly oxygen atom It may be substituted with a cyclic group, −O−, −COO−, −C (= O) −, −OCO− or −CH = CH− so as not to be adjacent.

* Represents a bond.

On the other hand, from the balance of orientation and solution stability, at least one of said although definitive adsorption group (K ⁱ¹⁾ are selected from the (K-13) ~ (K -18), and T ^K1 is (T- 3) is preferable. Specific substructures include, but are not limited to, the following groups.

In the formula, R ^ct has the same meaning as described above.

Further, from the viewpoint of the balance between orientation and voltage retention, it is preferable that the adsorption group ( ^Ki1 ) is any one of (K-1) to (K-12).

The compound (i) is more preferably represented by the following general formula (i).

(Wherein, ^{R i1} and ^{R i2} are preferably ^P i1 ^{-Sp i1} groups -, hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group, the alkyl group -CH ₂ -may be replaced by -CH = CH-, -C≡C-, -O-, -COO-, -OCO- or -OCOO-, but -O- is not continuous and -O- is not continuous. more ^preferably, P i1 ^{-Sp i1} group, a linear or branched alkyl group having 1 to 18 carbon atoms, -CH in the alkyl group ₂ -, -CH = CH -, - O -, - OCO- Replaced by (however, -O- is not continuous),
A, C and D each independently represent a divalent aromatic group, a divalent heteroarophatic group, a divalent aliphatic group, and a divalent heteroaliphatic group.
B represents an aromatic group, and any of the hydrogen atoms in the ring structure of A to D is unsubstituted or an alkyl group having 1 to 12 carbon atoms and an alkyl halide group having 1 to 12 carbon atoms. , an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group, or ^{P i1 -Sp i1 -, - Z} 4 -K il substituted by May,
Z ¹ and Z ² are independent, single bond, -CH = CH-, -CF = CF-, -C≡C-, -COO-, -OCO-, -OCOO-, -CF ₂ O-, -OCF _2- , -CH = CHCOO-, -OCOCH = CH-, -CH _2- CH ₂ COO-, -OCOCH _2- CH _2- , -CH = C (CH ₃ ) COO-, -OCOC (CH ₃₎ ) = CH-, -CH _2- CH (CH ₃ ) COO-, -OCOCH (CH ₃ ) -CH _2- , -OCH ₂ CH ₂ O-, or an alkylene group having 2 to 20 carbon atoms. One or two or more non-adjacent -CH _2- in the alkylene group may be substituted with -O-, -COO- or -OCO-.
Z ³¹ and Z ³² are photoisomerization or photodimerization reactive groups, which independently represent groups or single bonds selected from the following (Z3-1) to (Z3-5), but Z ³ and / Alternatively, at least one of Z ³² is any of the above (Z3-1) to (Z3-5), and the black dots at both ends represent the bond.
l, m and n independently represent integers 0, 1, 2 and
k represents an integer of 0, 1, 2
Z ⁴ is a single bond, -O-, -CH = CH-, -COO-, -OCO-, -OCOO-, -CH _2- CH (CH ₃ ) COO-, -OCOCH (CH ₃ ) -CH ₂ -Or represents a linear or branched alkylene group having 1 to 20 carbon atoms, and one or two or more -CH ₂ − not adjacent to each other in the alkylene group is -O-, -COO- or -OCO-. May be replaced,
^Ki1 represents a polar group as described above, and represents a group selected from any of the general formulas (K-1) to (K-18).

Wherein (i), ^{R i1} and ^{R i2} are preferably ^P i1 ^{-Sp i1} -, hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group, the alkyl group -CH _{2-in the} inside may be replaced by -CH = CH-, -C≡C-, -O-, -COO-, -OCO- or -OCOO-, but -O- is not continuous. , more ^preferably, P i1 ^{-Sp i1} -, a straight-chain or branched alkyl group having 1 to 18 carbon atoms, -CH ₂ in the alkyl group - is, -CH = CH -, - O -, - OCO It may be replaced with − (where −O− is not continuous). From the viewpoint of improving the reliability of the liquid crystal display device, ^{R i1} and ^{R i2 are,} P ^{i1 -Sp} i1 ^-, number of carbon atoms is particularly preferably an alkyl group having 2 to 6.

The compound represented by Formula (i) has at least one ^P i1 ^{-Sp i1} group, from the viewpoint of improving the orientation property, have two or more or three or more ^P i1 ^{-Sp i1} group preferable. If the general formula (i) 2 or more at or more than two ^P i1 ^{-Sp i1} group ¹ is present, more preferably ^{R 2} is a linear or branched alkyl group having 1 to 40 carbon atoms, a halogenated represents an alkyl group, of two or more ^P i1 ^{-Sp i1} originally wherein in formula ^{(i) (Z3-1) ~ R} i1 side of group selected from (Z3-5) position It is more preferable that it is present in. Orientation, from the viewpoint of reliability, more preferably, are both ^P i1 ^{-Sp i1} group of ^{R i1} and ^{R i2,} it is further preferable that at least one of ^{Sp i1} is a single bond.

The ring B in the general formula (i) is preferably a phenylene group or a naphthylene group, and more preferably 1,2,4-phenylentryyl and 1,3,4-phenylentryyl groups.

Rings A, C and D are a divalent ring aromatic group, a divalent ring heteroaromatic group, a divalent ring aliphatic group, or a divalent ring heteroaliphatic group, and a divalent ring aromatic group. A group, a divalent ring complex aromatic group, a divalent ring aliphatic group, or a divalent ring complex aliphatic group is preferable, and specifically, a 1,4-phenylene group and a 1,4-cyclohexylene group. , Anthracene-2,6-diyl group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group, indan-2, A 5-diyl group, a chromane-3,7-diyl, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group and a 1,3-dioxane-2,5-diyl group are preferable, and the ring structure thereof is it is preferably substituted with or is L ¹ is unsubstituted. L ¹ is an alkyl group having 1 to 12 carbon atoms, an alkyl halide group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen atom, and the like. a cyano group, a nitro group, preferably P-Sp- or ^Z 4 ^{-K i1,} alkyl group having 1 to 6 carbon atoms, be a substituted group an alkoxy group or a halogen atom having 1 to 6 carbon atoms More preferred.
Rings A, C and D are more preferably an alkyl group having 1 to 12 carbon atoms, an alkyl halide group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen atom, or P-. It may be substituted with Sp-, 1,4-phenylene group, naphthalene-2,6-diyl group, naphthalene-1,4-diyl group, 1,4-cyclohexylene group or 1,3-dioxane-. 2,5-jiyl. Although l, m and n represent integers of 0, 1, and 2, l + m + n ≦ 1 is preferable, l + m + n ≦ 2 is preferable, and l + m + n ≦ 3 is more preferable.
From the viewpoint of solution stability, k is preferably 0, and from the viewpoint of orientation, 1 or 2 is preferable.
The preferred mode of ^{Ki 1} and the more preferred mode are the same as described above.

More specific examples of the general formula (i) are represented by the following formulas (R-1) to (R-57), but are not limited thereto. Further, in the following formula, the description of the substituent is omitted.

(Wherein, ^{R i1, R i2, Z 4} , K i1 and k represents an ^{R i1, R i2, Z 4} , K i1 and k respectively the same meanings independently in the general formula (i). )
When added for a liquid crystal composition, one or more compounds represented by the general formula (i) of the present invention may be added, and in addition to the compound represented by the general formula (i), It may further contain a known polymerizable compound, an antioxidant or the like used in the liquid crystal composition. Examples of more specific compounds of the compound (i) are represented by the following (P-0-1) to (P-0-30) and (P-1-1) to (P-1-45).

(Liquid crystal composition)
The liquid crystal composition of the present embodiment contains one or more of the above compounds (i). The liquid crystal composition preferably has positive or negative dielectric anisotropy (Δε). The compounds represented by the general formula (i) contained in the liquid crystal composition include the compounds represented by the formulas (R-1-1) to (R-1-25), and the above-mentioned compounds (i). ), So the description is omitted here.

The content of the compound (i) is preferably 0.01 to 50% by mass, but the lower limit thereof is preferably based on the total amount of the liquid crystal composition from the viewpoint of more preferably oriented the liquid crystal molecules. It is 0.01% by mass or more, 0.1% by mass or more, 0.5% by mass or more, 0.7% by mass or more, or 1% by mass or more. The upper limit of the content of the compound (i) is preferably 50% by mass or less, 30% by mass or less, 10% by mass or less, and 7% by mass, based on the total amount of the liquid crystal composition from the viewpoint of excellent response characteristics. Hereinafter, it is 5% by mass or less, 4% by mass or less, or 3% by mass or less.

As the composition of the present invention, a liquid crystal composition having a positive anisotropy in terms of dielectric can be used, or a liquid crystal composition having a negative dielectric constant can be used.

When a dielectrically positive liquid crystal composition is used, the liquid crystal composition contains one or more kinds of dielectrically positive compounds (Δε is +2 or more), and further is a dielectrically neutral compound (Δε is +2 or more). It is preferable to contain one or more compounds (greater than -2 and less than +2).

The dielectrically positive compound is preferably a compound selected from the group represented by the general formula (2-A) and / or the general formula (2-B).

(In the general formulas (2-A) and (2-B), R ₂ is an alkyl having 1 to 7 carbon atoms, an alkoxy having 1 to 7 carbon atoms, or an alkenyl having 2 to 7 carbon atoms, and ring C is At least one of the 1,4-cyclohexylene groups or the cyclic -CH- group, in which at least one of the -CH2 groups on the ring may be substituted with O or S, independently of each other when there are a plurality of them. One is a 1,4-phenylene group which may be substituted with N, the H atom on these rings may be substituted with at least one halogen, and L2 is independent of each other when a plurality of L2s are present. Te single _{bond, -C 2 H 4 -, -} CH = CH -, - C≡C -, - COO -, - OCO -, - CH 2 O -, - OCH 2 -, - CF 2 O-, OCF _2- ,, where X ₁ is -F, -Cl, -CN, -NCS, -CF ₃ , -OCF ₃ , or an alkyl having 1 to 6 carbon atoms in which at least one H is substituted with a halogen atom or It is an alkoxy group, Y ₁ and Y ₂ are independent of each other, -H or -F, and b is 1, 2, 3, or 4).
In the general formula (2-A) and the general formula (2-B), R ₂ is an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or An alkenyloxy group having 2 to 8 carbon atoms is preferable, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyl group having 2 to 5 carbon atoms. An alkenyloxy group is preferable, an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferable, and an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is further preferable. Preferably, an alkenyl group (propenyl group) having 3 carbon atoms is particularly preferable.

R ₂ is preferably an alkyl group when reliability is important, and is preferably an alkenyl group when a decrease in viscosity is important.

When the ring structure to which it is bonded is a phenyl group (aromatic), a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and carbon are used. An alkenyl group having 4 to 5 atoms is preferable, and when the ring structure to which the alkenyl group is bonded is a saturated ring structure such as cyclohexane, pyran, or dioxane, a linear alkyl group having 1 to 5 carbon atoms or a straight chain is used. Alkyl groups having 1 to 4 carbon atoms and linear alkenyl groups having 2 to 5 carbon atoms are preferable. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms, if present, is preferably 5 or less, and is preferably linear.

The alkenyl group is preferably selected from the groups represented by any of the formulas (R1) to (R5).

Ring C is preferably aromatic when it is required to increase Δn independently, and is preferably aliphatic in order to improve the response rate, and more preferably represents the following structure. preferable.

In the composition of the present invention, the content of the compound represented by the general formula (2-A) and / or the general formula (2-B) includes solubility at low temperature, transition temperature, electrical reliability, and birefringence. It is necessary to make appropriate adjustments according to the required performance such as refractive index and dielectric anisotropy.

The lower limit of the preferable content of the compounds represented by the general formula (2-A) and the general formula (2-B) with respect to the total amount of the composition of the present invention is 1% by mass, and 10% by mass. There are 20% by mass, 30% by mass, 40% by mass, 50% by mass, 55% by mass, 60% by mass, 65% by mass, 70% by mass, and so on. It is 75% by mass and 80% by mass. The upper limit of the preferable content is, for example, 95% by mass, 85% by mass, 75% by mass, and 65% by mass with respect to the total amount of the composition of the present invention in one embodiment of the present invention. , 55% by mass, 45% by mass, 35% by mass, and 25% by mass.

When a composition having a low viscosity and a high response rate is required, it is preferable to lower the lower limit value and lower the upper limit value. Further, when the _TNI of the composition of the present invention is kept high and a composition having good temperature stability is required, it is preferable to lower the lower limit value and lower the upper limit value. Further, when it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable to raise the above lower limit value and raise the upper limit value.

As the compound represented by the general formula (2-A), the compounds represented by the general formulas (2-A-1) to (2-A-28) are preferable.

(R ₂ represents an alkyl having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms, or an alkenyl group having 2 to 7 carbon atoms.)
As the compound represented by the general formula (2-B), the compounds represented by the general formulas (2-B-1) to (2-B-5) are preferable.

(R ₂ represents an alkyl having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms, or an alkenyl group having 2 to 7 carbon atoms.)
The compounds represented by the general formulas (2-A) and (2-B) may be selected and used from only one of the groups, or may be selected from each group and used in combination. ..
When the reliability of the liquid crystal composition is emphasized, the general formulas (2-A-1) to (2-A-11), (2-A-16) to (2-A-20) and the general formula (2) It is preferable to use a compound selected from the group represented by −B-1) to (2-B-4), among which the general formulas (2-A-1), (2-A-2) and (2) are used. It is more preferable to select from the group represented by −A-4), (2-A-17) and (2-A-20). When emphasizing low viscosity, general formulas (2-A-12) to (2-A-15), (2-A-21) to (2-A-28) and (2-B-5) to It is preferable to use a compound selected from the group represented by (2-B-6), among which (2-A-12), (2-A-13), (2-A-22), (2). It is more preferable to select from the group represented by −A-23) and (2-A-26). When emphasizing low viscosity and further emphasizing the improvement of transmittance in FFS mode, (2-A-14), (2-A-15), (2-A-25), (2-A-) It is preferable to use a compound selected from the group represented by 27) and (2-A-28). In order to shorten the process time of UV irradiation in the process of manufacturing the liquid crystal display element of the present invention, the general formulas (2-A-4) to (2-A-7), (2-A-20) and (2) It is preferable to use a compound selected from the group represented by −B-4), and among them, a compound selected from (2-A-4) or (2-A-20) is particularly preferable, and among these groups. By using the compound, it is possible to prevent or reduce the degree of deterioration of the liquid crystal composition during UV irradiation, the decrease of the voltage retention rate of the liquid crystal display element, and the occurrence of seizure.

The compounds represented by the general formulas (2-A-1) to (2-A-28) and the general formulas (2-B-1) to (2-B-6) depend on the characteristics required for the liquid crystal display device. It is possible to appropriately select and use a plurality of types in combination as needed, but it is preferable to use 1 to 12 types, more preferably 2 to 10 types, and particularly preferably 3 to 8 types. The preferable content of each compound alone in the liquid crystal composition is shown below. The numbers in the table mean mass%.

When a dielectrically negative liquid crystal composition is used, the liquid crystal composition contains one or more kinds of dielectrically negative compounds (Δε is -2 or less), and further is a dielectrically neutral compound (Δε). Is greater than -2 and less than +2), preferably containing one or more compounds.

The dielectrically negative compound is preferably a compound selected from the group represented by the general formula (5).

(R ₅₁ and R ₅₂ are independently of each other, an alkyl having 1 to 7 carbon atoms, an alkoxy having 1 to 7 carbon atoms, an alkenyl having 2 to 7 carbon atoms, an alkenyloxy having 2 to 7 carbon atoms, and ring D. And F are independent of each other, 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene, 1,4-phenylene in which at least one hydrogen is replaced with a halogen atom or a methyl group. , Or tetrahydropyran-2,5-diyl, ring E is 2,3-difluoro-1,4-phenylene, 2-chloro-3-fluoro-1,4-phenylene, 3,4,5-tri. Fluoronaphthalene-2,6-diyl, 7,8-difluorochroman-2,6-diyl, or

L ₄ and L ₅ are independent of each other, single bond, -C ₂ H4-, -COO-, -OCO-, -CH ₂ O-, -OCH _2- , -CF ₂ O, -OCF. _2- , -CH = CH-, or -C≡C, c is 0, 1, 2, or 3, d is 0 or 1, and the sum of c and d is 3 or less. )
The compound represented by the general formula (5) is preferably a compound having a negative Δε and an absolute value larger than 3.

In the general formula (5), R ₅₁ and R ₅₂ are independently an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or carbon. An alkenyloxy group having 2 to 8 atoms is preferable, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyl having 2 to 5 carbon atoms. An oxy group is preferable, an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferable, and an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is further preferable. , An alkenyl group (propenyl group) having 3 carbon atoms is particularly preferable.

When the ring structure to which it is bonded is a phenyl group (aromatic), a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and carbon are used. An alkenyl group having 4 to 5 atoms is preferable, and when the ring structure to which the alkenyl group is bonded is a saturated ring structure such as cyclohexane, pyran, or dioxane, a linear alkyl group having 1 to 5 carbon atoms or a straight chain is used. Alkyl groups having 1 to 4 carbon atoms and linear alkenyl groups having 2 to 5 carbon atoms are preferable. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms, if present, is preferably 5 or less, and is preferably linear.

The alkenyl group is preferably selected from the groups represented by any of the formulas (R1) to (R5).

D and F are preferably aromatic when it is required to increase Δn independently, and are preferably aliphatic in order to improve the response rate, and trans-1,4-cyclo. Hexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group, 2,3- Difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group , Decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, preferably representing the following structure:

It is more preferable to represent a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group.

L ₄ and _{L 5} each _{independently -CH 2 O -, - CF 2} O -, - CH 2 CH 2 -, - CF 2 CF 2 - or preferably a single bond, _-CH 2 O-, -CH ₂ CH _2- or single bond is more preferred, and -CH ₂ O- or single bond is particularly preferred.

c + d is preferably 1, 2 or 3, and more preferably 1 or 2.

The lower limit of the preferable content of the compound represented by the formula (5) with respect to the total amount of the composition of the present embodiment is 1% by mass or more, 10% by mass or more, and 20% by mass or more. , 30% by mass or more, 40% by mass or more, 50% by mass or more, 55% by mass or more, 60% by mass or more, 65% by mass or more, 70% by mass or more. It is 75% by mass or more, and 80% by mass or more. The upper limit of the preferable content is 95% by mass or less, 85% by mass or less, 75% by mass or less, 65% by mass or less, 55% by mass or less, 45% by mass or less. It is 35% by mass or less, 25% by mass or less, and 20% by mass or less.

When a composition in which the viscosity of the composition of the present embodiment is kept low and the response speed is fast is required, it is preferable that the above lower limit value is low and the upper limit value is low. Further, when a composition having a high Tni of the composition of the present embodiment and good temperature stability is required, it is preferable that the lower limit value and the upper limit value are low. Further, when it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the above lower limit value is high and the upper limit value is high.

Examples of the compound represented by the general formula (5) include a group of compounds represented by the following general formulas (5-1) to (5-15).

(R ₅₁ and R ₅₂ have the same meaning as in the general formula (5).)
When the reliability of the liquid crystal composition is emphasized, the general formulas (5-1), (5-2), (5-6), (5-8) to (5-10), (5-11) to It is preferable to use a compound selected from the group represented by (5-13), and the general formulas (5-1), (5-6), (5-9) and (5-10) are particularly preferable. .. When emphasizing low viscosity, general formulas (5-3) to (5-5), (5-9), (5-10), (5-12), (5-13), (5-15) It is preferable to use a compound selected from the group represented by), and among them, (5-3), (5-4), (5-9), (5-10), (5-13), (5-15) is particularly preferable. In order to shorten the process time of UV irradiation in the process of manufacturing the liquid crystal display element of the present invention, it is preferable to use a compound selected from the group represented by the general formulas (5-11) to (5-13). Of these, the compound selected from (5-13) is particularly preferable, and the use of these compounds causes problems such as deterioration of the liquid crystal composition during UV irradiation, reduction of the voltage retention rate of the liquid crystal display element, and seizure. It can be prevented from occurring or its degree can be reduced.

The compounds represented by the general formulas (5-1) to (5-15) can be appropriately selected according to the characteristics required for the liquid crystal display element, and a plurality of types can be used in combination as necessary. It is preferable to use 12 kinds, more preferably 2 to 10 kinds, and particularly preferably 3 to 8 kinds. The preferable content of each compound alone in the liquid crystal composition is shown below. The numbers in the table mean mass%.

Whether a dielectrically positive liquid crystal composition is used or a dielectrically negative liquid crystal composition is used, the dielectrically neutral compound is represented by the general formula (L). It is preferable to use a compound selected from.

(In the general formula (L), ^RL1 and ^RL2 each independently represent an alkyl group having 1 to 7 carbon atoms, but any one or two or more non-adjacent-existing groups present in the group. CH ₂ − may be independently substituted with −CH = CH −, −C≡C−, −O−, −CO−, −COO− or −OCO−, and n ^L1 is 0, Represents 1, 2 or 3, and A ^L1 , A ^{L 2} and A ^{L 3} are independent of each other.
(A) 1,4-Cyclohexylene group (any one or two or more non-adjacent −CH ₂ − present in this group may be substituted with −O−),.
(B) 1,4-phenylene group (any one or two or more non-adjacent −CH = present in this group may be substituted with −N =), and (c) naphthalene−. 2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (any one or not adjacent to any one present in these groups) Two or more -CH = may be replaced with -N =.)
Representing a group selected from the group consisting of, the group (a), the group (b) and the group (c) may be independently substituted with a cyano group, a fluorine atom or a chlorine atom, and Z ^L1 and Z ^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 = NN = CH-, -CH = CH-, -CF = CF- or -C≡C-, and when n ^L1 is 2 or more, A ^L2 and Z ^L2 may be the same as or different from each other. )
The compound represented by the general formula (L) corresponds to a dielectrically substantially neutral compound (the value of Δε is -2 to 2). Such compounds may be used alone or in combination. The type of compound to be combined is not particularly limited, but is appropriately selected according to desired performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, 1 type, 3 types, 4 types, 5 types, 6 types, 7 types, 8 types, 9 types, and 10 types. More than a kind.

The amount of the compound represented by the general formula (L) contained in the liquid crystal composition includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, seizure, and dielectric constant. It is appropriately adjusted according to the required performance such as rate anisotropy.

The preferable lower limit values are 1% by mass, 10% by mass, 20% by mass, 30% by mass, 40% by mass, 50% by mass, 55% by mass, 60% by mass, 65% by mass, 70% by mass, 75% by mass, and the like. It is 80% by mass. On the other hand, the preferable upper limit values are 95% by mass, 85% by mass, 75% by mass, 65% by mass, 55% by mass, 45% by mass, 35% by mass, and 25% by mass.

When the viscosity (η) of the liquid crystal composition is kept low and the response speed is increased, the amount of the compound represented by the general formula (L) preferably has a high lower limit value and a high upper limit value. Further, when the Tni of the liquid crystal composition is kept high and the temperature stability is improved, it is preferable that the amount thereof has a high lower limit value and a high upper limit value. Further, in order to keep the driving voltage of the liquid crystal display element low, when increasing Δε of the liquid crystal composition, it is preferable that the lower limit value and the upper limit value are also low.

When reliability is important, ^RL1 and ^RL2 are independent of each other, preferably an alkyl group, and when reducing the volatility of a compound is important, ^RL1 and ^RL2 are independent of each other. , an alkoxy group is preferred, when importance is attached to lowering of viscosity, at least one of R ^L1 and R ^L2, the alkenyl group is preferable.

The number of halogen atoms present in the compound represented by the general formula (L) is preferably 0, 1, 2 or 3, and more preferably 0 or 1. Further, when importance is attached to compatibility with other liquid crystal molecules, the number of halogen atoms is preferably one.

When the ring structure to which they are bonded is a benzene ring (aromatic ring), ^RL1 and ^RL2 are independently linear alkyl groups having 1 to 5 carbon atoms and linear. An alkoxy group having 1 to 4 carbon atoms or an alkenyl group having 4 to 5 carbon atoms is preferable.

If the ring structure to which they are attached is a saturated ring structure such as a cyclohexane ring, a pyran ring, a dioxane ring, R ^L1 and R ^L2 are each independently linear alkyl having 1 to 5 carbon atoms A group, a linear alkoxy group having 1 to 4 carbon atoms, or a linear alkenyl group having 2 to 5 carbon atoms is preferable.

In order to stabilize the nematic phase, R ^L1 and R ^L2 are each independently preferably has a total carbon atoms and an oxygen atom (if present) is 5 or less, also be straight-chain preferable.

As the alkenyl group, a group selected from the group represented by the following formulas (R1) to (R5) is preferable.

The black dots in each equation represent the bond.

n ^L1 is preferably 0 when the response speed of the liquid crystal molecule is important, 2 or 3 is preferable when improving the upper limit temperature of the nematic phase of the liquid crystal molecule, and 1 is preferable when these are balanced. Further, in order to satisfy the properties required for the liquid crystal composition, it is preferable to combine compounds having different values of n ^L1 .

A ^L1 , ^AL2, and ^AL3 are each independently preferably an aromatic group when increasing Δn of the liquid crystal molecule, and preferably an aliphatic group when improving the response rate of the liquid crystal molecule.

Examples of such an aromatic group or an aliphatic group include a trans-1,4-cyclohexylene group, a 1,4-phenylene group, a 2-fluoro-1,4-phenylene group, and a 3-fluoro-1,4-phenylene group. , 3,5-Difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2 , 6-Diyl group, decahydronaphthalene-2,6-diyl group, or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group is preferable, and the structure represented by the following formula 54 is more preferable. A trans-1,4-cyclohexylene group or a 1,4-phenylene group is more preferred.

Z ^L1 and Z ^L2 are independent of each other, and a single bond is preferable when the response speed of the liquid crystal molecule is important.

The compound represented by the general formula (L) is preferably a compound represented by the following general formulas (L-1) to (L-7).

The compound represented by the general formula (L-1) is the following compound.

^{Wherein, R L11} and ^{R L12} are each the same meanings as ^{R L1} and ^{R L2} in the general formula (L).

^RL11 and ^RL12 are independently linear alkyl groups having 1 to 5 carbon atoms, linear alkoxy groups having 1 to 4 carbon atoms, or linear carbon atoms 2 to 2. Alkoxy group of 5 is preferred.

As the compound represented by the general formula (L-1), one kind may be used alone, or two or more kinds may be used in combination. The type of compound to be combined is not particularly limited, but is appropriately selected depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, 1 type, 2 types, 3 types, 4 types, and 5 or more types.

The amount of the compound represented by the general formula (L-1) contained in the liquid crystal composition is preferably as follows. That is, the preferable lower limit values are 1% by mass, 2% by mass, 3% by mass, 5% by mass, 7% by mass, 10% by mass, 15% by mass, 20% by mass, 25% by mass, 30% by mass, and 35% by mass. %, 40% by mass, 45% by mass, 50% by mass, 55% by mass. On the other hand, the preferable upper limit values are 95% by mass, 90% by mass, 85% by mass, 80% by mass, 75% by mass, 70% by mass, 65% by mass, 60% by mass, 55% by mass, 50% by mass and 45% by mass. %, 40% by mass, 35% by mass, 30% by mass, and 25% by mass.

When the viscosity (η) of the liquid crystal composition is kept low and the response speed is increased, the amount of the compound represented by the general formula (L-1) preferably has a high lower limit value and a high upper limit value. Further, when the Tni of the liquid crystal composition is kept high and the temperature stability is improved, it is preferable that the lower limit value and the upper limit value of the liquid crystal composition are moderate. Further, in order to keep the driving voltage of the liquid crystal display element low, when increasing Δε of the liquid crystal composition, it is preferable that the lower limit value and the upper limit value are also low.

The compound represented by the general formula (L-1) is preferably a compound represented by the following general formula (L-1-1).

In the formula, ^RL12 has the same meaning as in the general formula (L-1).

The compound represented by the general formula (L-1-1) is preferably a compound represented by the following formulas (L-1-1.1) to (L-1-1.3), and is preferably a compound represented by the following formula (L-1-1.3). It is more preferably a compound represented by L-1-1.2) or formula (L-1-1.3), and a compound represented by formula (L-1-1.3). Especially preferable. When the compound represented by the formula (L-1-1.3) is used, a low viscosity and a high elastic constant can be given to the liquid crystal composition, which is advantageous not only for high-speed response of the display element but also for the manufacturing process. It is also preferable in that there is no deterioration peculiar to the alkenyl compound due to UV irradiation in the above, and deterioration of display quality and reliability can be suppressed.

The amount of the compound represented by the formula (L-1-1.3) contained in the liquid crystal composition is preferably as follows. That is, the preferable lower limit value is 1% by mass, 2% by mass, 3% by mass, 5% by mass, 7% by mass, and 10% by mass. On the other hand, the preferable upper limit values are 20% by mass, 15% by mass, 13% by mass, 10% by mass, 8% by mass, 7% by mass, 6% by mass, 5% by mass, and 3% by mass.

The compound represented by the general formula (L-1) is preferably a compound represented by the following general formula (L-1-2).

In the formula, ^RL12 has the same meaning as in the general formula (L-1).

The amount of the compound represented by the general formula (L-1-2) contained in the liquid crystal composition is preferably as follows. That is, the preferable lower limit value is 1% by mass, 5% by mass, and 10% by mass. On the other hand, the preferable upper limit values are 60% by mass, 54% by mass, 48% by mass, 42% by mass, 36% by mass, 30% by mass, 24% by mass, 20% by mass, 18% by mass and 15% by mass.

The compound represented by the general formula (L-1-2) is preferably a compound represented by the following formulas (L-1-2.1) to (L-1-2.4), and the compound is preferably represented by the formula (L-1-2.4). It is more preferable that the compounds are represented by L-1-2.2) to (L-1-2.4). In particular, the compound represented by the formula (L-1-2.2) is preferable because it has a high effect of improving the response speed of the liquid crystal composition, and the upper limit of the content in the composition should be suppressed to 24% by weight or less. Therefore, it is also preferable that the deterioration peculiar to the alkenyl compound due to UV irradiation in the manufacturing process can be suppressed, and the deterioration of the display quality and reliability can be suppressed.

In addition, when it is desired to improve Tni rather than the response speed of the liquid crystal composition, it is preferable to use a compound represented by the formula (L-1-2.3) or the formula (L-1-2.4). The amount of the compound represented by the formula (L-1-2.3) or the formula (L-1-2.4) contained in the liquid crystal composition is less than 30% by mass in order to increase the solubility at low temperature. Is preferable.

The compound represented by the general formula (L-1) is preferably a compound represented by the following general formula (L-1-3).

In the formula, ^RL13 and ^RL14 independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.

^RL13 and ^RL14 are independently linear alkyl groups having 1 to 5 carbon atoms, linear alkoxy groups having 1 to 4 carbon atoms, or linear carbon atoms 2 to 2. Alkoxy group of 5 is preferred.

The amount of the compound represented by the general formula (L-1-3) contained in the liquid crystal composition is preferably as follows. That is, the preferable lower limit values are 1% by mass, 5% by mass, 10% by mass, 13% by mass, 15% by mass, 17% by mass, 20% by mass, 23% by mass, 25% by mass, and 30% by mass. On the other hand, the preferable upper limit values are 60% by mass, 55% by mass, 50% by mass, 45% by mass, 40% by mass, 37% by mass, 35% by mass, 33% by mass, 30% by mass, 27% by mass and 25% by mass. %, 23% by mass, 20% by mass, 17% by mass, 15% by mass, 13% by mass, and 10% by mass.

The compounds represented by the general formula (L-1-3) are the following formulas (L-1-3.1) to (L-1-3.4) or formulas (L-1-3.11) to ( It is preferably a compound represented by L-1-3.13), and is preferably of the formula (L-1-3.1), the formula (L-1-3.3) or the formula (L-1-3.4). ) Is more preferable. In particular, the compound represented by the formula (L-1-3.1) is preferable because it has a high effect of improving the response speed of the liquid crystal composition, and when used in a dielectrically negative liquid crystal composition, the compound represented by the formula (L-1-3.1) is preferable. When used in combination with L-1-1.3), a display element having a faster response speed and suppressed deterioration of display quality and reliability due to the UV process can be obtained, which is more preferable. When used in a dielectrically positive liquid crystal composition and / or in combination with the formula (L-1-2.2) of 24% by mass or less, the response speed is further increased, and the display quality and reliability are deteriorated. It is preferable because a display element in which is suppressed can be obtained.

Further, when it is desired to improve Tni higher than the response speed of the liquid crystal composition, the formula (L-1-3.3), the formula (L-1-3.4), and the formula (L-1-3.11) are required. ) Or the compound represented by the formula (L-1-3.12) is preferably used. Formulas (L-1-3.3), formulas (L-1-3.4), formulas (L-1-3.11) and formulas (L-1-3.12) contained in the liquid crystal composition. The total amount of the compounds represented by is preferably less than 20% in order to increase the solubility at low temperature.

The compound represented by the general formula (L-1) is preferably a compound represented by the following general formula (L-1-4) or (L-1-5).

In the formula, ^RL15 and ^RL16 independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.

^RL15 and ^RL16 are independently linear alkyl groups having 1 to 5 carbon atoms, linear alkoxy groups having 1 to 4 carbon atoms, or linear carbon atoms 2 to 2. Alkoxy group of 5 is preferred.

The amount of the compound represented by the general formula (L-1-4) contained in the liquid crystal composition is preferably as follows. That is, the preferable lower limit values are 1% by mass, 5% by mass, 10% by mass, 13% by mass, 15% by mass, 17% by mass, and 20% by mass. On the other hand, the preferable upper limit values are 25% by mass, 23% by mass, 20% by mass, 17% by mass, 15% by mass, 13% by mass, and 10% by mass.

The amount of the compound represented by the general formula (L-1-5) contained in the liquid crystal composition is preferably as follows. That is, the preferable lower limit values are 1% by mass, 5% by mass, 10% by mass, 13% by mass, 15% by mass, 17% by mass, and 20% by mass. On the other hand, the preferable upper limit values are 25% by mass, 23% by mass, 20% by mass, 17% by mass, 15% by mass, 13% by mass, and 10% by mass.

The compounds represented by the general formula (L-1--4) or (L-1-5) are represented by the following formulas (L-1-4.1) to (L-1-4.3) or formula (L-). It is preferably a compound represented by 1-5.1) to (L-1-5.3), and is represented by the formula (L-1-4.2) or the formula (L-1-5.2). It is more preferable that the compound is to be used.

The compounds represented by the general formula (L-1) are the formula (L-1-1.3), the formula (L-1-2.2), the formula (L-1-3.1), and the formula (L). -1-3.3), formula (L-1-3.4), formula (L-1-3.11) and two types selected from the compounds represented by the formula (L-1-3.12). It is preferable to combine the above, and the formula (L-1-1.3), the formula (L-1-2.2), the formula (L-1-3.1), and the formula (L-1-3.3) are preferable. , 2 or more selected from the compounds represented by the formulas (L-1-3.4) and (L-1-4.2) are more preferable.

When the reliability of the liquid crystal composition is emphasized, the compounds represented by the formulas (L-1-3.1), (L-1-3.3) and (L-1-3.4) are used. It is preferable to combine two or more selected types, and when the response speed of the liquid crystal composition is important, the compounds represented by the formulas (L-1-1.3) and (L-1-2.2) are used. It is preferable to combine two or more selected types.

The compound represented by the general formula (L-1) is also preferably a compound represented by the following general formula (L-1-6).

In the formula, ^RL17 and ^RL18 each independently represent a methyl group or a hydrogen atom.

The amount of the compound represented by the general formula (L-1-6) contained in the liquid crystal composition is preferably as follows. That is, the preferable lower limit values are 1% by mass, 5% by mass, 10% by mass, 15% by mass, 17% by mass, 20% by mass, 23% by mass, 25% by mass, 27% by mass, 30% by mass, and 35% by mass. %. On the other hand, the preferable upper limit values are 60% by mass, 55% by mass, 50% by mass, 45% by mass, 42% by mass, 40% by mass, 38% by mass, 35% by mass, 33% by mass and 30% by mass.

The compound represented by the general formula (L-1-6) is preferably a compound represented by the following formulas (L-1-6.1) to (L-1-6.3).

The compound represented by the general formula (L-2) is the following compound.

^{Wherein, R L21} and ^{R L22} are each the same meanings as ^{R L1} and ^{R L2} in the general formula (L).

^RL21 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms.

^RL22 is preferably 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.

As the compound represented by the general formula (L-2), one type may be used alone, or two or more compounds may be used in combination. The type of compound to be combined is not particularly limited, but is appropriately selected depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, 1 type, 2 types, 3 types, 4 types, and 5 or more types.

The amount of the compound represented by the general formula (L-2) contained in the liquid crystal composition is preferably as follows. That is, the preferable lower limit value is 1% by mass, 2% by mass, 3% by mass, 5% by mass, 7% by mass, and 10% by mass. On the other hand, the preferable upper limit values are 20% by mass, 15% by mass, 13% by mass, 10% by mass, 8% by mass, 7% by mass, 6% by mass, 5% by mass, and 3% by mass.

When emphasizing the solubility of liquid crystal molecules at low temperature, setting a large amount of the compound represented by the general formula (L-2) is highly effective, and when emphasizing the response speed of the liquid crystal composition, the effect is high. The effect is high when the amount is set small. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the amount of the compound represented by the general formula (L-2) in the middle of the above range.



The compound represented by the general formula (L-2) is preferably a compound represented by the following formulas (L-2.1) to (L-2.6), and is preferably the compound represented by the following formula (L-2.1). , The compound represented by the formula (L-2.3), the formula (L-2.4) or the formula (L-2.6) is more preferable.

The compound represented by the general formula (L-3) is the following compound.

^{Wherein, R L31} and ^{R L32} are each the same meanings as ^{R L1} and ^{R L2} in the general formula (L).

Each of ^RL31 and ^RL32 is preferably 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.

As the compound represented by the general formula (L-3), one type may be used alone, or two or more types may be used in combination. The type of compound to be combined is not particularly limited, but is appropriately selected depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, 1 type, 2 types, 3 types, 4 types, and 5 or more types.

The amount of the compound represented by the general formula (L-3) contained in the liquid crystal composition is preferably as follows. That is, the preferable lower limit value is 1% by mass, 2% by mass, 3% by mass, 5% by mass, 7% by mass, and 10% by mass. On the other hand, the preferable upper limit values are 20% by mass, 15% by mass, 13% by mass, 10% by mass, 8% by mass, 7% by mass, 6% by mass, 5% by mass, and 3% by mass.

When obtaining a high birefringence, setting a large amount of the compound represented by the general formula (L-3) is highly effective, and when emphasizing high Tni, setting a small amount is effective. Is high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the amount of the compound represented by the general formula (L-3) in the middle of the above range.

The compound represented by the general formula (L-3) is represented by the following formulas (L-3.1) to (L-3.4), formula (L-3.6) or formula (L-3.7). It is preferably a compound represented by a compound represented by the formulas (L-3.2) to (L-3.4), formula (L-3.6) or formula (L-3.7). It is preferable to have.

The compound represented by the general formula (L-4) is the following compound.

^{Wherein, R L41} and ^{R L42} are each the same meanings as ^{R L1} and ^{R L2} in the general formula (L).

^RL41 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms.

The ^RL42 is preferably 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.

As the compound represented by the general formula (L-4), one type may be used alone, or two or more types may be used in combination. The type of compound to be combined is not particularly limited, but is appropriately selected depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, 1 type, 2 types, 3 types, 4 types, and 5 or more types.

The amount of the compound represented by the general formula (L-4) contained in the liquid crystal composition includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, and seizure. , It is adjusted appropriately according to the required performance such as dielectric anisotropy.

The preferable lower limit values are 1% by mass, 2% by mass, 3% by mass, 5% by mass, 7% by mass, 10% by mass, 14% by mass, 16% by mass, 20% by mass, 23% by mass, and 26% by mass. It is 30% by mass, 35% by mass, and 40% by mass. On the other hand, the preferable upper limit values are 50% by mass, 40% by mass, 35% by mass, 30% by mass, 20% by mass, 15% by mass, 10% by mass, and 5% by mass.

The compound represented by the general formula (L-4) is preferably a compound represented by the following formulas (L-4.1) to (L-4.3).

Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, the liquid crystal composition may contain only the compound represented by the formula (L-4.1). Whether it contains only the compound represented by the formula (L-4.2) or both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2). Often, all of the compounds represented by the formulas (L-4.1) to (L-4.3) may be included.

The compound represented by the general formula (L-4) is preferably a compound represented by the following formulas (L-4.4) to (L-4.6), and is preferably a compound represented by the following formula (L-4.4). It is more preferable that the compound is represented by.

Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, the liquid crystal composition may contain only the compound represented by the formula (L-4.4). It may contain only the compound represented by the formula (L-4.5), and includes both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5). It may be.

The compound represented by the general formula (L-4) is preferably a compound represented by the following formulas (L-4.7) to (L-4.10), and is preferably a compound represented by the following formula (L-4.9). The compound represented by is more preferable.

The compound represented by the general formula (L-5) is the following compound.

^{Wherein, R L51} and ^{R L52} are each the same meanings as ^{R L1} and ^{R L2} in the general formula (L).

The ^RL51 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms.

^RL52 is preferably 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.

As the compound represented by the general formula (L-5), one type may be used alone, or two or more types may be used in combination. The type of compound to be combined is not particularly limited, but is appropriately selected depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, 1 type, 2 types, 3 types, 4 types, and 5 or more types.

The amount of the compound represented by the general formula (L-5) contained in the liquid crystal composition includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, and seizure. , It is adjusted appropriately according to the required performance such as dielectric anisotropy.

The preferable lower limit values are 1% by mass, 2% by mass, 3% by mass, 5% by mass, 7% by mass, 10% by mass, 14% by mass, 16% by mass, 20% by mass, 23% by mass, and 26% by mass. It is 30% by mass, 35% by mass, and 40% by mass. On the other hand, the preferable upper limit values are 50% by mass, 40% by mass, 35% by mass, 30% by mass, 20% by mass, 15% by mass, 10% by mass, and 5% by mass.

The compound represented by the general formula (L-5) is preferably a compound represented by the following formula (L-5.1) or formula (L-5.2), preferably the compound represented by the formula (L-5.1). ) Is more preferable.

The compound represented by the general formula (L-5) is also preferably a compound represented by the following formula (L-5.3) or formula (L-5.4).

The compound represented by the general formula (L-5) is preferably a compound represented by the following formulas (L-5.5) to (L-5.7), and the compound is preferably represented by the formula (L-5.7). It is more preferable that the compound is represented by.

The compound represented by the general formula (L-6) is the following compound.

^{Wherein, R L61} and ^{R L62} each represent the same meaning as ^{R L1} and ^{R L2} in the general formula ^{(L), X L61} and ^{X L62,} one or either a hydrogen atom represents a fluorine atom.
For ^RL61 and ^RL62 , respectively, an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is preferable, and one of ^XL61 and ^XL62 is a fluorine atom and the other is. It is preferably a hydrogen atom, and more preferably ^XL62 is a fluorine atom.

As the compound represented by the general formula (L-6), one type may be used alone, or two or more types may be used in combination. The type of compound to be combined is not particularly limited, but is appropriately selected depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, 1 type, 2 types, 3 types, 4 types, and 5 or more types. Further, the compounds from the group represented by the general formula (L-6) are also preferable in order to shorten the process time of UV irradiation in the process of manufacturing the liquid crystal display element of the present invention. As a result, it is possible to prevent or reduce the degree of deterioration of the liquid crystal composition during UV irradiation, the decrease in the voltage holding ratio of the liquid crystal display element, and the occurrence of seizure.

The amount of the compound represented by the general formula (L-6) contained in the liquid crystal composition is preferably as follows. That is, the preferable lower limit values are 1% by mass, 2% by mass, 3% by mass, 5% by mass, 7% by mass, 10% by mass, 14% by mass, 16% by mass, 20% by mass, 23% by mass, and 26% by mass. %, 30% by mass, 35% by mass, and 40% by mass. On the other hand, the preferable upper limit values are 50% by mass, 40% by mass, 35% by mass, 30% by mass, 20% by mass, 15% by mass, 10% by mass, and 5% by mass.

When focusing on increasing Δn, it is preferable to increase the amount of the compound represented by the general formula (L-6), and when focusing on precipitation at a low temperature, increase the amount. It is preferable to reduce the amount.

The compound represented by the general formula (L-6) is preferably a compound represented by the following formulas (L-6.1) to (L-6.9).

The type of the compound to be combined is not particularly limited, but it is preferable to use 1 to 3 types, and more preferably 1 to 4 types. Further, since the wide molecular weight distribution of the selected compound is also effective for solubility, for example, one of the compounds represented by the formulas (L-6.1) and (L-6.2) is selected from the formulas. One from the compounds represented by (L-6.4) and (L-6.5), and one from the compounds represented by the formulas (L-6.6) and (L-6.7). It is preferable to select a species and one of the compounds represented by the formulas (L-6.8) and (L-6.9) and combine them appropriately. Among them, it is represented by the formula (L-6.1), the formula (L-6.3), the formula (L-6.4), the formula (L-6.6) and the formula (L-6.9). Combinations of compounds are more preferred.

The compound represented by the general formula (L-6) is preferably a compound represented by the following formulas (L-6.10) to (L-6.17), and is preferably a compound represented by the following formula (L-6.11). It is more preferable that the compound is represented by.

The compound represented by the general formula (L-7) is the following compound.

^{Wherein, R L71} and ^{R L72} are each the same meanings as ^{R L1} and ^{R L2} in the general formula (L).

A ^L71 and A ^L72 have the same meanings as A ^L2 and A ^L3 in the general formula (L), respectively. However, any hydrogen atom present in ^AL71 and ^AL72 may be replaced with a fluorine atom.

Z ^L71 has the same meaning as Z ^L2 in the general formula (L).

X ^L71 and X ^L72 independently represent a fluorine atom or a hydrogen atom.

In the formula, ^RL71 and ^RL72 are each independently preferably 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.

A ^L71 and A ^L72 are each independently preferably a 1,4-cyclohexylene group or a 1,4-phenylene group. However, any hydrogen atom present in ^AL71 and ^AL72 may be replaced with a fluorine atom.

Z ^L71 is preferably single-bonded or COO-, and more preferably single-bonded.

A hydrogen atom is preferable for X ^L71 and ^{XL 72} , respectively.

The type of compound to be combined is not particularly limited, but is appropriately selected depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, 1 type, 2 types, 3 types, and 4 types.

The amount of the compound represented by the general formula (L-7) contained in the liquid crystal composition includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, and seizure. , It is adjusted appropriately according to the required performance such as dielectric anisotropy.

The preferable lower limit values are 1% by mass, 2% by mass, 3% by mass, 5% by mass, 7% by mass, 10% by mass, 14% by mass, 16% by mass, and 20% by mass. On the other hand, the preferable upper limit values are 30% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass, 10% by mass, and 5% by mass.

When a high Tni of the liquid crystal composition is required, it is preferable to increase the amount of the compound represented by the general formula (L-7), and when low viscosity is desired, the amount thereof is decreased. Is preferable.

The compound represented by the general formula (L-7) is preferably a compound represented by the following formulas (L-7.1) to (L-7.4), and is preferably a compound represented by the following formula (L-7.2). It is more preferable that the compound is represented by.

The compound represented by the general formula (L-7) is preferably a compound represented by the following formulas (L-7.11) to (L-7.13), and is preferably a compound represented by the following formula (L-7.11). It is more preferable that the compound is represented by.

The compound represented by the general formula (L-7) is preferably a compound represented by the following formulas (L-7.21) to (L-7.23), and is preferably represented by the formula (L-7.21). It is more preferable that the compound is represented by.

The compound represented by the general formula (L-7) is preferably a compound represented by the following formulas (L-7.31) to (L-7.34), and is preferably represented by the formula (L-7.31). Alternatively, it is more preferably a compound represented by the formula (L-7.32).

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the following formulas (L-7.41) to (L-7.44), and the compound is preferably represented by the formula (L-7. It is more preferably a compound represented by 41) or the formula (L-7.42).

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the following formulas (L-7.51) to (L-7.53).

When a dielectrically positive liquid crystal composition is used, the liquid crystal composition is dielectrically negative (Δε is -2) in addition to containing one or more kinds of dielectrically positive compounds (Δε is +2 or more). It can contain one or more compounds (larger than +2). In this case as well, it is preferable to use a compound selected from the group represented by the general formula (2-A) and the general formula (2-B) as the dielectrically positive compound, and the dielectrically negative compound is generally used. It is preferable to use the compound represented by the formula (5). Further, it is more preferable to contain at least one kind of dielectrically neutral compound represented by the general formula (L). Combining positive and negative compounds dielectrically can increase the average permittivity of the liquid crystal composition. This is preferable in that a liquid crystal display element having a high transmittance can be obtained in a liquid crystal mode driven by a transverse electric field component, and in a mode in which a fringe electric field such as FFS or IPS with a narrow electrode width or a narrow distance between electrodes is likely to occur. It can be used particularly preferably. Even when dielectrically positive and negative compounds are used at the same time, the preferable content of each compound in the entire composition can be appropriately determined according to the above description.

Further, the liquid crystal composition of the present invention may further contain another polymerizable compound different from the compound represented by the general formula (i). The polymerizable compound may be a known polymerizable compound used in the liquid crystal composition. As an example of the polymerizable compound, the general formula (P):

(In the above general formula (P), R ^p1 represents a hydrogen atom, a fluorine atom, a cyano group, an alkyl group having 1 to 15 carbon atoms or -Sp ^p2- P ^p2 , and one or a non-alkyl group. Two or more adjacent −CH ₂ −s may be independently substituted by −CH = CH−, −C≡C−, −O−, −CO−, −COO− or −OCO−. One or more hydrogen atoms in the alkyl group may be independently substituted with a cyano group, a fluorine atom or a chlorine atom.
P ^p1 and P ^p2 are independent of each other, and the general formulas (P ^p1-1 ) to (P ^p1-9 ) are respectively.

(In the formula, R ^p11 and R ^p12 independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or an alkyl halide group having 1 to 5 carbon atoms, and W ^p11 is a single bond, −O. Representing a −, −COO− or methylene group, t ^p11 represents 0, 1 or 2, but if there are multiple R ^p11 , R ^p12 , W ^p11 and / or t ^{p11 in} the molecule, they are the same. It may be different or different.)
Represents one of
Sp ^p1 and Sp ^p2 independently represent a single bond or a spacer group, respectively.
Z ^p1 and Z ^p2 are independent, single-bonded, -O-, -S-, -CH _2- , -OCH _2- , -CH ₂ O-, -CO-, -C ₂ H ₄ -,-, respectively. _{COO -, - OCO -, -} OCOOCH 2 -, - CH 2 OCOO -, - OCH 2 CH 2 O -, - CO-NR ZP1 -, - NR ZP1 -CO -, - SCH 2 -, - CH 2 S- ^{, -CH = CR ZP1 -COO -,} - CH = CR ZP1 -OCO -, - COO-CR ZP1 = CH -, - OCO-CR ZP1 = CH -, - COO-CR ZP1 = CH-COO -, - COO -CR ^ZP1 = CH- ^{OCO-, -OCO} -CR ^ZP1 = CH- ^{COO-, -OCO} -CR ^ZP1 = CH-OCO-,-(CH ₂ ) _z- COO-,-(CH ₂ ) _2- OCO- , -OCO- (CH ₂ ) ₂ -,-(C = O) -O- (CH ₂ ) _2- , -CH = CH-, -CF = CF-, -CF = CH-, -CH = CF- _{, -CF 2 -, - CF 2} O -, - OCF 2 -, - CF 2 CH 2 -, - CH 2 CF 2 -, - CF 2 CF 2 - or -C≡C- ^{(wherein, R ZP1} is Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, but when a plurality of R ^ZP1s are present in the molecule, they may be the same or different.)
Represents
A ^p1 , A ^p2 and A ^p3 are independent of each other.
^(A p) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
^(B p) 1,4-phenylene group (the one present in the group -CH = or non-adjacent two or more -CH = may be replaced by -N =.) And (c ^p ) Naphthalene-2,6-diyl group, naphthalene-1,4-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group, phenanthrene -2,7-diyl group or anthracene-2,6-diyl group (one -CH = existing in these groups or two or more non-adjacent -CH = may be replaced with -N = The hydrogen atom existing in this group may be substituted with a halogen atom, an alkyl group having 1 to 8 carbon atoms, or an alkenyl group having 1 to 8 carbon atoms.)
Represents a group selected from the group consisting of the above group (a ^p), group (b ^p) and group (c ^p) are each independently hydrogen atoms present in this group may be substituted with a halogen atom, a carbon It may be substituted with an alkyl group having 1 to 8 atoms or an alkenyl group having 1 to 8 carbon atoms, or may be substituted with a cyano group, a fluorine atom, a chlorine atom or -Sp ^p2- P ^p2 .
m ^p1 represents 0, 1, 2 or 3, and when a plurality of Z ^p1 , ^Ap2 , Sp ^p2 and / or P ^p2 are present in the molecule, they may be the same or different. A ^p3 represents a single bond when m ^p1 is 0 and A ^p1 is a phenanthrene-2,7-diyl group or an anthracene-2,6-diyl group. However, when k of the compound (i) is 0, the compound (i) represented by the general formula (i) is excluded. )
The compound represented by is preferable. Moreover, it is preferable that the polymerizable compound is contained in one kind or two or more kinds.

In the general formula (P) according to the present invention, R ^p1 is preferably −Sp ^p2 −P ^p2 .

It is preferable that P ^p1 and P ^p2 are independently one of the formulas (P ^p1-1 ) to (P ^p1 -3), and it is preferably (P ^p1-1 ).

It is preferable that R ^p11 and R ^p12 are independently hydrogen atoms or methyl groups, respectively.

t ^p11 is preferably 0 or 1.

W ^p11 is preferably a single bond, a methylene group or an ethylene group.

m ^p1 is preferably 0, 1 or 2, preferably 0 or 1.

Z ^p1 and ^{Z p2} are each independently a single _{bond, -OCH 2 -, - CH 2} O -, - CO -, - C 2 H 4 -, - COO -, - OCO -, - COOC 2 H 4 - _{, -OCOC 2 H 4 -, -} C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - CF 2 -, - CF 2 O -, - (CH 2) 2 -COO- ,-(CH ₂ ) _2- OCO-, -OCO- (CH ₂ ) _2- , -CH = CH-COO-, -COO-CH = CH-, -OCOCH = CH-, -COO- (CH ₂ ) ₂ -, - OCF ₂ - or -C≡C-, more preferably a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - COO -, - OCO -, - COOC 2 H 4 _{-, - OCOC 2 H 4 -} , - C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - (CH 2) 2 -COO -, - (CH 2) 2 -OCO- , -OCO- (CH ₂ ) _2- , -CH = CH-COO-, -COO-CH = CH-, -OCOCH = CH-, -COO- (CH ₂ ) ₂ -or -C≡C- are preferred. , only one -OCH ₂ present in the molecule _{-, - CH 2 O -,} - C 2 H 4 -, - COO -, - OCO -, - COOC 2 H 4 -, - OCOC 2 H 4 -, _{-C 2 H 4 OCO -, -} C 2 H 4 COO -, - CH = CH -, - (CH 2) 2 -COO -, - (CH 2) 2 -OCO -, - OCO- (CH 2) 2 -, -CH = CH-COO-, -COO-CH = CH-, -OCOCH = CH-, -COO- (CH ₂ ) _2- or -C≡C-, and all others are single-bonded. preferably, only one present in the _{molecule, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - COO- or a -OCO-, that other are all single bonds Preferably, all are single-bonded.

Also, only one of Z ^p1 and Z ^p2 present in the molecule is -CH = CH-COO-, -COO-CH = CH-,-(CH ₂ ) _2- COO-,-(CH ₂ ) _2. It is a linking group selected from the group consisting of −OCO−, −O—CO− (CH ₂ ) ₂ −, −COO− (CH ₂ ) ₂₋ , and the others are preferably single bonds.

Sp ^p1 and Sp ^p2 independently represent a single bond or a spacer group, but the spacer group is preferably an alkylene group having 1 to 30 carbon atoms, and −CH ₂ − in the alkylene group contains oxygen atoms. As long as it is not directly linked, it may be substituted with −O−, −CO−, −COO−, −OCO−, −CH = CH− or −C≡C−, and the hydrogen atom in the alkylene group is a halogen atom. Although it may be substituted with, a linear alkylene group having 1 to 10 carbon atoms or a single bond is preferable.

A ^p1 , A ^p2 and A ^p3 are independently 1,4-phenylene group or 1,4-cyclohexylene group, preferably 1,4-phenylene group. The 1,4-phenylene group is preferably substituted with one fluorine atom, one methyl group or one methoxy group in order to improve the compatibility with the liquid crystal compound.

The total content of the compounds represented by the general formula (P) is preferably 0.05 to 10% with respect to the composition containing the compound represented by the general formula (P) of the present application. It preferably contains 0.1 to 8%, preferably 0.1 to 5%, preferably 0.1 to 3%, and preferably 0.2 to 2%. It preferably contains 0.2 to 1.3%, preferably 0.2 to 1%, and preferably 0.2 to 0.56%.

The preferable lower limit of the total content of the compounds represented by the general formula (P) is 0.01% with respect to the composition containing the compound represented by the general formula (P) of the present application, and is 0. 03%, 0.05%, 0.08%, 0.1%, 0.15%, 0.2%, 0.25%, 0.3 %.

The preferable upper limit of the total content of the compounds represented by the general formula (P) is 10% and 8% with respect to the composition containing the compound represented by the general formula (P) of the present application. It is 5%, it is 3%, it is 1.5%, it is 1.2%, it is 1%, it is 0.8%, and it is 0.5%.

If the content is low, the effect of adding the compound represented by the general formula (P) is unlikely to appear, and problems such as weak orientation control force of the liquid crystal composition or weakening over time occur. Problems such as a large amount remaining afterwards, a long curing time, and a decrease in the reliability of the liquid crystal occur. Therefore, the content is set in consideration of these balances.

The total content of the compound represented by the general formula (i) and the compound represented by the general formula (P) is preferably 0.05 to 10% with respect to the composition containing these compounds. , 0.1 to 8% is preferably contained, 0.1 to 5% is preferably contained, 0.1 to 3% is preferably contained, and 0.2 to 2% is contained. Is preferable, 0.2 to 1.3% is preferably contained, 0.2 to 1% is preferably contained, and 0.2 to 0.56% is preferably contained.

The preferable lower limit of the total content of the compound represented by the general formula (i) and the compound represented by the general formula (P) is 0.01% with respect to the composition containing these compounds, which is 0. .03%, 0.05%, 0.08%, 0.1%, 0.15%, 0.2%, 0.25%, 0.03%. It is 3%.

The preferable upper limit of the total content of the compound represented by the general formula (i) and the compound represented by the general formula (P) is 10% and 8% with respect to the composition containing these compounds. Yes, 5%, 3%, 1.5%, 1.2%, 1%, 0.8%, 0.5%.

If the content is low, the effect of adding the compound represented by the general formula (i) and the compound represented by the general formula (P) is unlikely to appear, and the orientation regulating force of the liquid crystal composition becomes weak or weak with time. If the amount is too large, the amount remaining after curing will increase, curing will take time, and the reliability of the liquid crystal will decrease. Therefore, the content is set in consideration of these balances.

Preferred examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-1-1) to (P-1-46).

^(Wherein, P ^p11, P p12, ^{Sp p11} and ^{Sp p12} are the same as defined ^{P p11, P p12, Sp} p11 and ^{Sp p12} in the general formula (P-1).)
Preferred examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-2-1) to (P-2-12).

^(Wherein, P ^p21, P p22, ^{Sp p21} and ^{Sp p22} are the same as defined ^{P p21, P p22, Sp} p21 and ^{Sp p22} in the general formula (P-2).)
Preferred examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-3-1) to (P-3-15).

^(Wherein, P ^p31, P p32, ^{Sp p31} and ^{Sp p32} are the same as defined ^{P p31, P p32, Sp} p31 and ^{Sp p32} in the general formula (P-3).)
Preferred examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-4-1) to (P-4-15).

^(Wherein, P ^p41, P p42, ^{Sp p41} and ^{Sp p42} are the same as defined ^{P p41, P p42, Sp} p41 and ^{Sp p42} in the general formula (P-4).)
The composition in the present invention may further contain one or more compounds (Q) as additives in order to improve reliability. Compound (Q) preferably has the following structure.

(In the formula, ^RQ represents a hydroxyl group, a hydrogen atom, a linear alkyl group having 1 to 22 carbon atoms or a branched alkyl group, and one or two or more CH ₂ groups in the alkyl group are oxygen atoms. May be replaced with -O-, -CH = CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF ₂ O-, -OCF _2- so that , * Combines with other structures.)
^RQ represents a linear alkyl group or a branched chain alkyl group having 1 to 22 carbon atoms, and one or more CH ₂ groups in the alkyl group are −O so that oxygen atoms are not directly adjacent to each other. −, −CH = CH−, −CO−, −OCO−, −COO−, −C≡C−, −CF ₂ O−, −OCF ₂₋ may be substituted, but the number of carbon atoms is 1 to 10. Linear alkyl group, linear alkoxy group, linear alkyl group in which one CH ₂ group is substituted with -OCO- or -COO-, branched chain alkyl group, branched alkoxy group, one CH ₂ group is -OCO- Alternatively, a branched chain alkyl group substituted with -COO- is preferable, a linear alkyl group having 1 to 20 carbon atoms, and a linear alkyl group in which one CH ₂ group is substituted with -OCO- or -COO-, or branched. A chain alkyl group, a branched alkoxy group, and a branched chain alkyl group in which one CH ₂ group is substituted with -OCO- or -COO- are further preferable. ^MQ represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a single bond, with a trans-1,4-cyclohexylene group or a 1,4-phenylene group being preferred.

More specifically, the compound (Q) is preferably a compound represented by the following general formulas (Qa) to (Qd).

Wherein, R ^Q1 is preferably a linear alkyl group or branched alkyl group having 1 to 10 carbon atoms, R ^Q2 is preferably a linear alkyl group or branched alkyl group having 1 to 20 carbon atoms, R ^Q3 is linear alkyl group having a carbon number of 1 to 8, branched chain alkyl group, preferably a linear alkoxy group or a branched chain alkoxy group, L ^Q is preferably a linear alkylene group or branched alkylene group having 1 to 8 carbon atoms .. Among the compounds represented by the general formulas (Qa) to (Qd), the compounds represented by the general formulas (Qc) and the general formula (Qd) are more preferable.

The composition of the present invention preferably contains one or two compounds represented by the general formula (Q), more preferably one to five, and the content thereof is from 0.001. It is preferably 1%, more preferably 0.001 to 0.1%, and particularly preferably 0.001 to 0.05%.

Further, as the antioxidant or the light stabilizer that can be used in the present invention, more specifically, the compounds represented by the following (Q-1) to (Q-44) are preferable.

(In the formula, n represents an integer from 0 to 20.)
In order to enhance the thermal stability of the liquid crystal composition in the present invention, it is particularly preferable to add an antioxidant. More specific antioxidants include hydroquinone derivatives, nitrosoamine-based polymerization inhibitors, hindered phenol-based antioxidants, and the like, and more specifically, tert-butyl hydroquinone, methyl hydroquinone, Wako Pure Chemical Industries, Ltd. Company-made "Q-1300", "Q-1301", BASF's "IRGANOX1010", "IRGANOX1035", "IRGANOX1076", "IRGANOX1098", "IRGANOX1135", "IRGANOX1330", "IRGANOX1425", "IRGANOX1520", Examples thereof include "IRGANOX1726", "IRGANOX245", "IRGANOX259", "IRGANOX3114", "IRGANOX3790", "IRGANOX5057", "IRGANOX565" and the like.

The amount of the antioxidant added is preferably 0.01 to 2.0% by mass, more preferably 0.05 to 1.0% by mass, based on the polymerizable liquid crystal composition.

In order to enhance the stability of the liquid crystal composition in the present invention, it is preferable to add a UV absorber. As the UV absorber, those having excellent absorption ability of ultraviolet rays having a wavelength of 370 nm or less and little absorption of visible light having a wavelength of 400 nm or more are preferable from the viewpoint of good liquid crystal display. More specifically, for example, hindered phenol-based compounds, hydroxybenzophenone-based compounds, benzotriazole-based compounds, salicylic acid ester-based compounds, benzophenone-based compounds, cyanoacrylate-based compounds, nickel complex salt-based compounds, and triazine-based compounds can be mentioned. Examples of dophenol compounds include 2,6-di-tert-butyl-p-cresol, pentaerythrityl-tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate], N, N'-hexamethylenebis (3,5-di-tert-butyl-4-hydroxy-hydrocinnamide), 1,3,5-trimethyl-2,4,6-tris (3,5-di-tert-butyl- 4-Hydroxybenzyl) benzene, tris- (3,5-di-tert-butyl-4-hydroxybenzyl) -isocyanurate can be mentioned. Examples of the benzotriazole-based compound include 2- (2'-hydroxy-5'-methylphenyl) benzotriazole and 2,2-methylenebis (4- (1,1,3,3-tetramethylbutyl) -6- (2H). -Benzotriazole-2-yl) phenol), (2,4-bis- (n-octylthio) -6- (4-hydroxy-3,5-di-tert-butylanilino) -1,3,5-triazine, Triethylene glycol-bis [3- (3-tert-butyl-5-methyl-4-hydroxyphenyl) propionate], N, N'-hexamethylenebis (3,5-di-tert-butyl-4-hydroxy-) Hydrocinnamide), 1,3,5-trimethyl-2,4,6-tris (3,5-di-tert-butyl-4-hydroxybenzyl) benzene, 2- (2'-hydroxy-3', 5'- Di-tert-butylphenyl) -5-chlorobenzotriazole, (2- (2'-hydroxy-3', 5'-di-tert-amylphenyl) -5-chlorobenzotriazole, 2,6-di-tert -Butyl-p-cresol, pentaerythrityl-tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate], TINUVIN109, TINUVIN171, TINUVIN326, manufactured by BASF Japan Co., Ltd., TINUVIN327, TINUVIN328, TINUVIN770, TINUVIN900, TINUVIN928, and KEMISORB 71, KEMISORB 73, and KEMISORB 74 manufactured by Chemipro Kasei Co., Ltd. can also be preferably used.

Examples of the light stabilizer include "TINUVIN 111FDL", "TINUVIN 123", "TINUVIN 144", "TINUVIN 152", "TINUVIN 292", "TINUVIN 622", "TINUVIN 770", "TINUVIN 765", "TINUVIN 765". 780 ”,“ TINUVIN 905 ”,“ TINUVIN 5100 ”,“ TINUVIN 5050 ”,“ TINUVIN 5060 ”,“ TINUVIN 5151 ”,“ CHIMASSORB 119FL ”,“ CHIMASSORB 944FL ”,“ CHIMASSORB 944LD , "ADEKA STAB LA-52", "ADEKA STAB LA-57", "ADEKA STAB LA-62", "ADEKA STAB LA-67", "ADEKA STAB LA-63P", "ADEKA STAB LA-68LD", "ADEKA STAB LA-77", Examples thereof include "ADEKA STAB LA-82" and "ADEKA STAB LA-87" (all manufactured by ADEKA CORPORATION).
In addition, the liquid crystal composition of the present invention may further contain a surfactant.
Of these, surfactants having a polymerizable group are preferable. For example, among the surfactants having a polymerizable group, "Antox SAD" and "Antox MS-2N" (above, Japan Emulsifier Co., Ltd.) are preferred as anionic ones. (Made by the company), "Aqualon KH-05", "Aqualon KH-10", "Aqualon KH-20", "Aqualon KH-0530", "Aqualon KH-1025" (manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) Alkyl ethers such as "Adecaria Soap SR-10N", "Adecaria Soap SR-20N" (manufactured by ADEKA Corporation), "Latemuru PD-104" (manufactured by Kao Corporation), "Latemuru S-120" , "Latemuru S-120A", "Latemuru S-180P", "Latemuru S-180A" (manufactured by Kao Corporation), "Ereminol JS-2" (manufactured by Sanyo Kasei Co., Ltd.), etc. , "Aqualon H-2855A", "Aqualon H-3855B", "Aqualon H-3855C", "Aqualon H-3856", "Aqualon HS-05", "Aqualon HS-10", "Aqualon HS-20", "Aqualon HS-30", "Aqualon HS-1025", "Aqualon BC-05", "Aqualon BC-10", "Aqualon BC-20", "Aqualon BC-1025", "Aqualon BC-1020" (and above) , Made by Daiichi Kogyo Seiyaku Co., Ltd.), "Adecaria Soap SDX-222", "Adecaria Soap SDX-223", "Adecaria Soap SDX-232", "Adecaria Soap SDX-233", "Adecaria Soap" Alkylphenyl ether or alkylphenyl ester type such as "SDX-259", "Adecaria Soap SE-10N", "Adecaria Soap SE-20N" (all manufactured by ADEKA Corporation), "Antox MS-60", (Meta) acrylate sulfate ester type such as "Antox MS-2N" (manufactured by Nippon Emulsifier Co., Ltd.), "Eleminor RS-30" (manufactured by Sanyo Kasei Co., Ltd.), "H-3330P" (Daiichi Kogyo Phosphate esters such as (manufactured by Pharmaceutical Co., Ltd.) and "ADEKA CORPORATION PP-70" (manufactured by ADEKA Corporation) can be mentioned.

On the other hand, among the surfactants having a polymerizable group, nonionic ones include, for example, "Antox LMA-20", "Antox LMA-27", "Antox EMH-20", and "Antox LMH-". 20, "Antox SMH-20" (manufactured by Nippon Emulsorium Co., Ltd.), "ADEKA RIA SOLP ER-10", "ADEKA RIA SOLP ER-20", "ADEKA RIA SOLP ER-30", "ADEKA CORPORATION" Alkyl ethers such as "ER-40" (manufactured by ADEKA Corporation), "Latemuru PD-420", "Latemuru PD-430", "Latemuru PD-450" (manufactured by Kao Corporation), "Aqualon" RN-10, "Aqualon RN-20", "Aqualon RN-30", "Aqualon RN-50", "Aqualon RN-2025" (manufactured by Daiichi Kogyo Seiyaku Co., Ltd.), "Adeka Rear Soap NE-" 10 ”,“ Adecaria Soap NE-20 ”,“ Adecaria Soap NE-30 ”,“ Adecaria Soap NE-40 ”(above, manufactured by ADEKA Corporation), etc., alkylphenyl ether type or alkylphenyl ester type, Examples thereof include (meth) acrylate sulfate esters such as "RMA-564", "RMA-568", and "RMA-1114" (all manufactured by Nippon Emulsifier Co., Ltd.).

Further, the liquid crystal composition of the present invention may further contain a known spontaneous orientation aid for liquid crystal compositions in addition to the compound represented by the general formula (i).
(Liquid crystal display element)
The liquid crystal composition of the present embodiment is applied to a liquid crystal display element. The liquid crystal display element may be a liquid crystal display element for driving an active matrix. The liquid crystal display element 1 may be an IPS type, FFS type or PSA type, PSVA type, VA type, or ECB type liquid crystal display element, and more preferably an IPS type or FFS type liquid crystal display element.

Since the liquid crystal display element of the present embodiment uses a liquid crystal composition containing a compound represented by the general formula (i), the orientation of the polyimide alignment film or the like on the liquid crystal layer side of the first substrate and the second substrate. There is no need for a membrane to be provided. That is, the liquid crystal display element of the present embodiment can have a configuration in which at least one of the two substrates does not have an alignment film such as a polyimide alignment film.
(Liquid crystal display element)
The liquid crystal composition of the present invention as described above is applied to a liquid crystal display element in FFS mode. Hereinafter, an example of the FFS mode liquid crystal display element according to the present invention will be described with reference to FIGS. 1 to 6, but the present invention is not limited to the FFS mode liquid crystal display element as described above.
In the present invention, either a liquid crystal composition having a positive or negative dielectric anisotropy may be used, but the case of a liquid crystal composition having a negative dielectric anisotropy will be described below.

FIG. 1 is a diagram schematically showing a configuration of a liquid crystal display element. In FIG. 1, each component is described separately for convenience of explanation. As shown in FIG. 1, the configuration of the liquid crystal display element 10 according to the present invention is a liquid crystal composition sandwiched between a first transparent insulating substrate 2 arranged to face each other and a second transparent insulating substrate 7. It is an FFS mode liquid crystal display element having an object (or a liquid crystal layer 5), and is characterized in that the liquid crystal composition of the present invention is used as the liquid crystal composition. In the first transparent insulating substrate 2, the electrode layer 3 is formed on the surface on the liquid crystal layer 5 side. Further, a pair of layers that directly contact the liquid crystal layer 5 and each of the first transparent insulating substrate 2 and the second transparent insulating substrate 7 with the liquid crystal composition constituting the liquid crystal layer 5 to induce homogenic orientation. It has a coalescence 4, and the liquid crystal molecules in the liquid crystal composition are oriented so as to be substantially parallel to the substrates 2 and 7 when no voltage is applied. As shown in FIGS. 1 and 3, the first substrate 2 and the second substrate 7 may be sandwiched by a pair of polarizing plates 1 and 8. Further, in FIG. 1, a color filter 6 is provided between the second substrate 7 and the polymer 4. However, the liquid crystal display element of the present invention is characterized in that one or both of the pair of alignment films conventionally provided are not provided.

That is, the liquid crystal display element 10 according to the present invention includes a first polarizing plate 1, a first substrate 2, an electrode layer 3 including a thin film transistor, a polymer 4, and a liquid crystal layer 5 containing a liquid crystal composition. The polymer 4, the color filter 6, the second substrate 7, and the second polarizing plate 8 are sequentially laminated.

That is, the liquid crystal display element 10 according to the present invention includes a first polarizing plate 1, a first substrate 2, an electrode layer 3 including a thin film transistor, a liquid crystal layer 5 containing a liquid crystal composition, and a color filter 6. The second substrate 7 and the second polarizing plate 8 are sequentially laminated. For the first substrate 2 and the second substrate 7, a transparent material having flexibility such as glass or plastic can be used, and one of them may be an opaque material such as silicon. The two substrates 2 and 7 are bonded by a sealing material and a sealing material such as an epoxy-based thermosetting composition arranged in a peripheral region, and in order to maintain a distance between the substrates, for example, Granular spacers such as glass particles, plastic particles, and alumina particles, or spacer columns made of resin formed by a photolithography method may be arranged.

FIG. 2 is an enlarged plan view of the region of the electrode layer 3 formed on the substrate 2 in FIG. 1 surrounded by the line II. FIG. 3 is a cross-sectional view of the liquid crystal display element shown in FIG. 1 cut in the direction of lines III-III in FIG. As shown in FIG. 2, the electrode layer 3 including the thin film transistor formed on the surface of the first substrate 2 has a plurality of gate bus lines 26 for supplying scanning signals and a plurality of gate bus lines 26 for supplying display signals. The data bus lines 25 are arranged so as to intersect each other in a matrix. Note that FIG. 2 shows only a pair of gate bus lines 25 and a pair of data bus lines 24.

A unit pixel of a liquid crystal display device is formed by an area surrounded by a plurality of gate bus lines 26 and a plurality of data bus lines 25, and a pixel electrode 21 and a common electrode 22 are formed in the unit pixel. .. A thin film transistor including a source electrode 27, a drain electrode 24, and a gate electrode 28 is provided in the vicinity of the intersection where the gate bus line 26 and the data bus line 25 intersect with each other. This thin film transistor is connected to the pixel electrode 21 as a switch element that supplies a display signal to the pixel electrode 21. Further, a common line 29 is provided in parallel with the gate bus line 26. The common line 29 is connected to the common electrode 22 in order to supply a common signal to the common electrode 22.

As shown in FIG. 3, a preferred embodiment of the structure of the thin film transistor is provided so as to cover the gate electrode 11 formed on the surface of the substrate 2 and the gate electrode 11 and substantially the entire surface of the substrate 2. A protective film provided so as to cover a part of the surface of the gate insulating layer 12, the semiconductor layer 13 formed on the surface of the gate insulating layer 12 so as to face the gate electrode 11, and the surface of the semiconductor layer 17. A drain electrode 16 provided to cover one side end of the protective layer 14 and the semiconductor layer 13 and to be in contact with the gate insulating layer 12 formed on the surface of the substrate 2, and the protection. A source electrode 17 provided so as to cover the other side end of the film 14 and the semiconductor layer 13 and in contact with the gate insulating layer 12 formed on the surface of the substrate 2, the drain electrode 16 and the source. It has an insulating protective layer 18 provided so as to cover the electrode 17. An anodized film (not shown) may be formed on the surface of the gate electrode 11 for reasons such as eliminating a step with the gate electrode.

Amorphous silicon, polycrystalline polysilicon, and the like can be used for the semiconductor layer 13, but if a transparent semiconductor film such as ZnO, IGZO (In-Ga-Zn-O), or ITO is used, it is caused by light absorption. It is also preferable from the viewpoint of suppressing the harmful effects of optical carriers and increasing the opening ratio of the device.

Further, an ohmic contact layer 15 may be provided between the semiconductor layer 13 and the drain electrode 16 or the source electrode 17 for the purpose of reducing the width and height of the Schottky barrier. For the ohmic contact layer, a material to which impurities such as phosphorus such as n-type amorphous silicon and n-type polycrystalline polysilicon are added at a high concentration can be used.

The gate bus line 26, the data bus line 25, and the common line 29 are preferably metal films, more preferably Al, Cu, Au, Ag, Cr, Ta, Ti, Mo, W, Ni or an alloy thereof, and Al or It is particularly preferable to use the wiring of the alloy. The insulating protective layer 18 is a layer having an insulating function, and is formed of silicon nitride, silicon dioxide, a silicon oxynitride film, or the like.

In the embodiment shown in FIGS. 2 and 3, the common electrode 22 is a flat plate-shaped electrode formed on substantially the entire surface of the gate insulating layer 12, while the pixel electrode 21 is an insulating protective layer 18 covering the common electrode 22. It is a comb-shaped electrode formed on the top. That is, the common electrode 22 is arranged at a position closer to the first substrate 2 than the pixel electrode 21, and these electrodes are arranged so as to overlap each other via the insulating protective layer 18. The pixel electrode 21 and the common electrode 22 are formed of, for example, a transparent conductive material such as ITO (Indium Tin Oxide), IZO (Indium Zinc Oxide), and IZTO (Indium Zinc Tin Oxide). Since the pixel electrode 21 and the common electrode 22 are formed of a transparent conductive material, the area opened in a unit pixel area becomes large, and the opening ratio and the transmittance increase.

In order to form a fringe electric field between the pixel electrode 21 and the common electrode 22, the distance between the electrodes in the horizontal direction on the substrate between the pixel electrode 21 and the common electrode 22: R is the first substrate. Distance between 2 and the second substrate 7: It is formed so as to be smaller than G. Here, the distance between the electrodes: R represents the distance in the horizontal direction on the substrate between the electrodes. FIG. 3 shows an example in which the distance between the electrodes: R = 0 because the flat plate-shaped common electrode 22 and the comb-shaped pixel electrode 21 overlap each other, and the distance between the electrodes: R is the first substrate. Distance between 2 and the second substrate 7 (that is, cell gap): Since it is smaller than G, a fringe electric field E is formed. Therefore, the FFS type liquid crystal display element can utilize a horizontal electric field formed in a direction perpendicular to the comb-shaped line of the pixel electrode 21 and a parabolic electric field. The electrode width of the comb-shaped portion of the pixel electrode 21: l and the width of the gap of the comb-shaped portion of the pixel electrode 21: m are such that all the liquid crystal molecules in the liquid crystal layer 5 can be driven by the generated electric field. It is preferable to form.

From the viewpoint of preventing light leakage, the color filter 6 preferably forms a black matrix (not shown) in a portion corresponding to the thin film transistor and the storage capacitor 23.

When the alignment film is provided on one side, the alignment film is positioned as a layer in contact with the polymer 4. This is, for example, a rubbing-treated polyimide film, and the orientation directions of the alignment films are parallel. Here, the rubbing direction of the alignment film (orientation direction of the liquid crystal composition) in the present embodiment will be described with reference to FIG. FIG. 4 is a diagram schematically showing the orientation direction of the liquid crystal induced by the alignment film.
When the alignment film is not included on both sides, uniform uniaxial orientation of the liquid crystal molecules can be realized by performing (polarized) UV treatment on the liquid crystal display element, rubbing treatment on the substrate, or the like.
However, it should be noted that the molecules along the polarization axis of UV irradiation selectively react and are consumed, so that the orientation axis of the liquid crystal molecules is relatively perpendicular to the UV polarization axis. .. By the way, in the case of the rubbing treatment, the orientation axis of the liquid crystal molecules is parallel to the rubbing axis.

When the direction perpendicular to the comb-shaped line of the pixel electrode 21 (the direction in which the horizontal electric field is formed) is the x-axis, the angle θ formed by the x-axis and the long-axis direction of the liquid crystal molecule 30 is determined. It is preferable that the orientation is approximately 0 to 45 °. When the orientation is taken into consideration, the angle is preferably 5 to 45 °, preferably 0 to 10 ° from the viewpoint of transmittance at the time of black display, and preferably 3 to 8 ° in consideration of the balance between the two.
In the example shown in FIG. 3, an example is shown in which the angle θ formed by the x-axis and the long-axis direction of the liquid crystal molecule 30 is approximately 0 °. The reason for inducing the orientation direction of the liquid crystal in this way is to increase the maximum transmittance of the liquid crystal display device.

Further, the polarizing plate 1 and the polarizing plate 8 can be adjusted so that the viewing angle and the contrast are good by adjusting the polarization axes of the polarizing plates so that the transmission axes thereof operate in the normal black mode. It is preferable to have transmission axes that are orthogonal to each other. In particular, it is preferable that either the polarizing plate 1 or the polarizing plate 8 is arranged so as to have a transmission axis parallel to the orientation direction of the liquid crystal molecules 30. Further, it is preferable to adjust the product of the refractive index anisotropy Δn of the liquid crystal and the cell thickness d so that the contrast is maximized. Further, a retardation film for widening the viewing angle can also be used.

The FFS type liquid crystal display device 10 having the above configuration supplies an image signal (voltage) to the pixel electrode 21 via the thin film TFT to generate a fringe electric field between the pixel electrode 21 and the common electrode 22. The liquid crystal is driven by this electric field. That is, in a state where no voltage is applied, the liquid crystal molecules 30 are arranged so that their major axis directions are parallel. When a voltage is applied, equipotential lines of a parabolic electric field are formed between the pixel electrode 21 and the common electrode 22 up to the upper part of the pixel electrode 21 and the common electrode 22, and the liquid crystal molecules 30 in the liquid crystal layer 5 are formed. It rotates in the liquid crystal layer 5 along the generated electric field. In the present invention, since the liquid crystal molecule 30 having a negative dielectric anisotropy is used, the long axis direction of the liquid crystal molecule 30 rotates so as to be orthogonal to the generated electric field direction. Although the liquid crystal molecule 30 located near the pixel electrode 21 is easily affected by the fringe electric field, the liquid crystal molecule 30 having negative dielectric anisotropy has a polarization direction on the minor axis of the molecule, so that the major axis direction thereof. Does not rotate in a direction orthogonal to the alignment film 4, and the long axis direction of all the liquid crystal molecules 30 in the liquid crystal layer 5 can be maintained in a direction parallel to the alignment film 4. Therefore, it is possible to obtain excellent transmittance characteristics as compared with the FFS type liquid crystal display element using the liquid crystal molecules 30 having positive dielectric anisotropy.

The FFS type liquid crystal display element described with reference to FIGS. 1 to 4 is an example, and can be implemented in various other forms as long as it does not deviate from the technical idea of the present invention. For example, FIG. 5 is another example of an enlarged plan view of the region of the electrode layer 3 formed on the substrate 2 in FIG. 1 surrounded by the line II. As shown in FIG. 5, the pixel electrode 21 may have a slit. Further, the slit pattern may be formed so as to have an inclination angle with respect to the gate bus line 26 or the data bus line 25.

Further, FIG. 6 is another example of a cross-sectional view in which the liquid crystal display element shown in FIG. 1 is cut in the direction of lines III-III in FIG. In the example shown in FIG. 6, a common electrode 22 having a comb shape or a slit is used, and the distance between the electrodes in the horizontal direction between the pixel electrode 21 and the common electrode 22 on the substrate is R = α. Further, in FIG. 3, an example in which the common electrode 22 is formed on the gate insulating film 12 is shown, but as shown in FIG. 6, the common electrode 22 is formed on the first substrate 2. The pixel electrode 21 may be provided via the gate insulating film 12. The electrode width of the pixel electrode 21: l, the electrode width of the common electrode 22: n, and the distance between the electrodes: R are appropriately adjusted to a width such that all the liquid crystal molecules in the liquid crystal layer 5 can be driven by the generated electric field. Is preferable.

Further, as shown in FIG. 7, the pixel electrode 41 and the common electrode 42 may be provided on the same surface in a state of being separated and meshed with each other. Also in the FFS type display element having the structure shown in FIG. 7, the distance R between the electrodes in the horizontal direction is formed on the substrate so as to be smaller than the distance G between the first substrate 2 and the second substrate 7.

Since the FFS mode liquid crystal display element according to the present invention uses a specific liquid crystal composition, it is possible to achieve both high-speed response and suppression of display defects.
(Manufacturing method of liquid crystal display element)
The liquid crystal composition of the present invention is a liquid crystal display element in which the compound (i) contained therein is polymerized by irradiation with ultraviolet rays to impart liquid crystal orientation ability, and the amount of transmitted light is controlled by utilizing the birefringence of the composition. Used for. As liquid crystal display elements, AM-LCD (active matrix liquid crystal display element), TN (nematic liquid crystal display element), STN-LCD (super twisted nematic liquid crystal display element), OCB-LCD and IPS-LCD (inplane switching liquid crystal display element) ), But it is particularly useful for AM-LCDs, and can be used for transmissive or reflective liquid crystal display elements.

The method for manufacturing the liquid crystal display element of the present embodiment includes a preparatory step [1] for preparing the substrate and the liquid crystal composition, a hydrophilization treatment step [2] for subjecting the substrate to a hydrophilic treatment, and assembly for assembling the liquid crystal display element 1. It has a step [3], a polymerization step [4] for polymerizing an orientation aid and / or a polymerizable compound, and a curing step [5] for curing the sealing material. The hydrophilization treatment step [2] is preferably performed in this step, but can be omitted.

[1] Preparation Step First, the active matrix substrate AM, the color filter substrate CF, and the above-mentioned liquid crystal composition are prepared.

The two substrates used for the liquid crystal display element can be made of a transparent material having flexibility such as glass or plastic, and one of them may be an opaque material such as silicon. A transparent substrate having a transparent electrode layer can be obtained, for example, by sputtering indium tin oxide (ITO) on a transparent substrate such as a glass plate.

The color filter can be produced by, for example, a pigment dispersion method, a printing method, an electrodeposition method, a dyeing method, or the like. To explain a method for producing a color filter by a pigment dispersion method as an example, a curable coloring composition for a color filter is applied onto the transparent substrate, subjected to a patterning treatment, and cured by heating or light irradiation. By performing this step for each of the three colors of red, green, and blue, a pixel portion for a color filter can be created. In addition, a pixel electrode provided with an active element such as a TFT, a thin film diode, or a metal insulator metal resistivity element may be installed on the substrate.

[2] Hydrophilization treatment step (first step)
Next, each of the surfaces of the active matrix substrate AM and the color filter substrate CF in contact with the liquid crystal layer (contact surfaces of the substrate AM and CF) may be subjected to a hydrophilic treatment. It should be noted that this step may be performed as needed and may be omitted.

By subjecting the hydrophilic treatment, the hydrophilicity of the contact surfaces of the substrates AM and CF (hereinafter, also simply referred to as “contact surfaces”) can be increased. Therefore, the polar group of the orientation aid contained in the liquid crystal composition can be firmly fixed to the inner surface. In addition, the orientation aid can be oriented so that the mesogen group is separated from the contact surface. As a result, the liquid crystal molecules can be more reliably held in the liquid crystal layer in an oriented state.

As the hydrophilic treatment (polarity improving treatment), for example, physical treatment such as ozone treatment, corona treatment, oxygen plasma treatment, addition of surfactant, polyethylene glycol, polyvinyl alcohol, etc., introduction of a functional group having hydrophilicity Such as chemical treatment and the like. In these treatments, one type can be used alone, or two or more types can be used in combination.

Among them, as the hydrophilic treatment, a physical treatment is preferable, and an ozone treatment is more preferable. According to ozone treatment, a hydroxyl group can be introduced into the contact surface to increase hydrophilicity (polarity). Further, since the ozone treatment (physical treatment) has a high cleaning effect, impurities (for example, resist residue and the like) adhering to the inner surface can be removed. Therefore, the polar groups of the orientation aid are more easily adsorbed on the contact surface.

<Ozone treatment>
Ozone treatment is a method in which oxygen in the air is converted into ozone by irradiation with ultraviolet rays (UV), and the surface is modified by an ozone-containing atmosphere.

A low-pressure mercury lamp is preferable as the UV light source. The low-pressure mercury lamp has emission spectra at wavelengths of about 185 nm and 254 nm, generates ozone with light having a wavelength of about 185 nm, decomposes ozone with light having a wavelength of about 254 nm, and generates active oxygen. It is known to do. Therefore, by using a low-pressure mercury lamp, the contact surface can be efficiently hydrophilized.

The gas that is the source of ozone generation may be any gas containing oxygen, and oxygen gas, dry air, or the like can be used.

Further, the pressure of the ozone treatment atmosphere may be either reduced pressure or atmospheric pressure.

The ozone treatment time (UV irradiation time) is not particularly limited, but is preferably about 5 to 100 seconds, and more preferably about 10 to 60 seconds.

<Corona processing>
Corona treatment is a method of surface modification using corona discharge excited by applying a high voltage alternating current to a pair of electrodes under atmospheric pressure.

<Oxygen plasma treatment>
Oxygen plasma treatment is a method in which a processing gas containing oxygen gas is ionized by arc discharge, and surface modification is performed using the oxygen plasma generated at this time.

As the treatment gas, a mixed gas of oxygen gas and an inert gas such as nitrogen gas, argon gas, and helium gas can be used.

The amount of oxygen gas supplied is preferably about 0.5 to 50 sccm, and the atmospheric pressure is preferably about 0.1 to 50 Pa.

The electric power applied from the power source at the time of arc discharge is preferably about 10 to 500 W, and the frequency of the power source is preferably about 1 to 50 kHz.

The static contact angle of water at 25 ° C. is preferably 70 ° or less, and more preferably 60 ° or less in the entire region of the contact surface after the hydrophilization treatment.

When the pixel electrode layer 5 and the common electrode layer 9 include an organic insulating film, the static contact angle of water at 25 ° C. on the surface of the organic insulating film is preferably 70 ° or less, preferably about 40 to 55 °. Is more preferable. The static contact angle of water at 25 ° C. on the surface of the ITO film (metal oxide film) is preferably 30 ° or less, more preferably about 10 to 20 °.

Further, the surface free energy is preferably 50 mN / m or more, more preferably 60 mN / m or more in the entire region of the contact surface after the hydrophilic treatment.

When the pixel electrode layer and the common electrode layer include an organic insulating film, the surface free energy of the surface of the organic insulating film is preferably 50 mN / m or more, and more preferably about 55 to 65 mN / m. The surface free energy of the surface of the ITO film (metal oxide film) is preferably 70 mN / m or more, and more preferably about 75 to 85 mN / m.

By setting the static contact angle and the surface free energy in the above ranges, the alignment aid can be evenly supplied to almost the entire surface of the contact surface, and the orientation aid is more firmly adsorbed (fixed) on the contact surface. can do.

[3] Assembly process (second process)
Next, the sealant is drawn in a closed loop bank shape using a dispenser along at least one edge of the active matrix substrate AM and the color filter substrate CF.

Here, the substrates are opposed to each other so that the transparent electrode layer is on the inside. At that time, the spacing between the substrates may be adjusted via a spacer. At this time, it is preferable to adjust the thickness d of the obtained dimming layer to be 1 to 100 μm. 1.5 to 10 μm is more preferable, and 2.5 to 4.0 μm is particularly preferable. When a polarizing plate is used, it is preferable to adjust the product of the refractive index anisotropy Δn of the liquid crystal and the cell thickness d so that the contrast is maximized. Further, when there are two polarizing plates, the polarization axis of each polarizing plate can be adjusted so that the viewing angle and contrast can be improved. Further, a retardation film for widening the viewing angle can also be used. Examples of the spacer include a columnar spacer made of glass particles, plastic particles, alumina particles, a photoresist material, and the like.

Then, under a reduced pressure state, a predetermined amount of the liquid crystal composition is dropped inside the sealing material, and the liquid crystal composition is sandwiched between the two substrates. As this method, a normal vacuum injection method, an ODF (One Drop Fill) method, an inkjet method, or the like can be used, but the vacuum injection method has a problem that a drop mark is not generated but an injection mark remains. However, in the present invention, it can be preferably used by a display element manufactured by using the ODF method. In the ODF method liquid crystal display element manufacturing process, a sealant such as epoxy-based photothermal combination curable is drawn on either the backplane or frontplane as a closed-loop bank using a dispenser, and then removed from the substrate. A liquid crystal display element can be manufactured by dropping a predetermined amount of the composition under air and then joining the front plane and the back plane. The composition of the present invention can be suitably used because the composition can be stably dropped in the ODF step.

In the ODF method, it is necessary to drop the optimum injection amount according to the size of the liquid crystal display element 1. The liquid crystal composition as described above is less affected by sudden pressure changes and impacts in the dropping device that occur during dropping, and can be stably dropped for a long period of time. Therefore, the yield of the liquid crystal display element 1 can be maintained high.

In particular, in a small liquid crystal display element often used in smartphones, since the optimum injection amount of the liquid crystal composition is small, it is difficult to control the deviation amount within a certain range. However, by using the liquid crystal composition as described above, a stable and optimum injection amount can be accurately dropped even in a small liquid crystal display element.

Further, according to the ODF method, it is possible to suppress the generation of dropping marks when the liquid crystal composition is dropped on the substrate. The dripping mark is a phenomenon in which the dripping mark of the liquid crystal composition appears white because it is scattered when the liquid crystal composition is displayed in black or white.
As described above, the active matrix substrate AM and the color filter substrate CF can be arranged to face each other so as to come into contact with the liquid crystal composition.

[4] Polymerization step (third step)
When the orientation aid contains a polymerizable group and / or when the liquid crystal composition contains a polymerizable compound, the liquid crystal composition is irradiated with active energy rays such as ultraviolet rays and electron beams to assist the orientation. Polymerize the agent and / or the polymerizable compound.

As a result, a liquid crystal layer is formed, and a liquid crystal display element can be obtained. At this time, since the alignment aid is fixed to the two substrates AM and CF, the polymer of the orientation aid and / or the polymerizable compound is unevenly distributed on the substrates AM and CF side in the liquid crystal layer.

When the polymerization is carried out with the two substrates facing each other so as to be in contact with the liquid crystal composition as in the present embodiment, at least the substrate located on the irradiation surface side is suitable for the active energy rays. Must have good transparency.

Further, the polymerization may be carried out in a plurality of steps as follows. Specifically, first, only the orientation aid and / or the polymerizable compound present in a specific region of the liquid crystal composition is polymerized using a mask. After that, conditions such as electric field, magnetic field, and temperature are adjusted to change the orientation state of the liquid crystal molecules in the unpolymerized region. In this state, the active energy rays are further irradiated to polymerize the orientation aid and / or the polymerizable compound present in the unpolymerized region.
This step is for obtaining good horizontal orientation of the liquid crystal molecules and reduction of the amount of residual monomers, and it is desirable that the polymerization rate is appropriate. Further, from the viewpoint of convenience and efficiency, it is particularly preferable that the active energy ray is in the ultraviolet region.
Further, a polarized light source or a non-polarized light source may be used, but in order to induce horizontal orientation, a polarized light source is preferable, and linearly polarized light is more preferable. On the other hand, in order to reduce the amount of residual monomer, a non-polarized light source is preferable. In order to achieve these balances, active energy rays can be irradiated alone, in combination, or in sequence.
When the active energy ray is ultraviolet rays, a metal halide lamp, a high-pressure mercury lamp, an ultra-high pressure mercury lamp, or the like can be used as the light source lamp.

Further, the ultraviolet rays to be irradiated are preferably ultraviolet rays having a wavelength other than the absorption wavelength range of the liquid crystal composition, and it is more preferable to cut a predetermined wavelength as necessary.
The intensity of the active energy rays (particularly ultraviolet rays) to be irradiated is preferably about 0.1 mW / cm ^{2 to} 100 W / cm ² , and more preferably about ² mW / cm ^{2 to} 50 W / cm ² . The activation energy ray may be irradiated while changing the intensity.

The amount of energy of the active energy rays (particularly ultraviolet rays) to be irradiated can be appropriately adjusted, but is preferably about 10 mJ / cm ^{2 to} 500 J / cm ² , and preferably about 100 mJ / cm ^{2 to} 200 J / cm ^2. Is more preferable.

The time for irradiating the active energy rays (particularly ultraviolet rays) is appropriately selected depending on the intensity thereof, but is preferably about 10 to 7200 seconds, more preferably about 10 to 3600 seconds, and more preferably 10 to 600 seconds. More preferably.

At this time, for example, by appropriately adjusting the irradiation time of the active energy rays to be irradiated, the amount of the alignment aid contained in the liquid crystal composition, and the like, the surface roughness (Ra) caused by the polymer of the polymerizable monomer can be adjusted. Can be set.

The temperature when irradiating with ultraviolet rays is preferably a temperature equal to or lower than Tni of the liquid crystal composition from the viewpoint of reliability such as voltage retention and twist angle stability, and from the viewpoint of uniform orientation of the liquid crystal composition and residual monomers. It is preferably Tni or higher, and further preferably the temperature is Tni + 30 ° C. or higher.

In the liquid crystal composition as described above, since the orientation aid does not inhibit the polymerization reaction of the polymerizable compound, the polymerizable compounds are suitably polymerized with each other, and the unreacted polymerizable compound remains in the liquid crystal composition. Can be suppressed.

In the assembly step [3], the vacuum injection method may be used instead of the drop injection (ODF) method. For example, in the vacuum injection method, first, the sealing material is screen-printed along at least one edge of the active matrix substrate AM and the color filter substrate CF so as to leave an injection port. After that, the two substrates AM and CF are bonded together, and the sealing material is thermoset by heating. Next, after sealing the injection port, the process proceeds to [4] polymerization step.

The liquid crystal display element thus obtained is preferably a PSA type, PSVA type, VA type, IPS type, FFS type or ECB type liquid crystal display element, and is an IPS type, FFS type or ECB type liquid crystal display. It is more preferably an element.

Although the liquid crystal display element and the method for manufacturing the liquid crystal display element of the present invention have been described above, the present invention is not limited to the above-described embodiment.

For example, the liquid crystal display element of the present invention may replace a part of the configuration with another configuration exhibiting the same function, or may add an arbitrary configuration. Further, the method for manufacturing a liquid crystal display element of the present invention may have an additional step having an arbitrary purpose, or may be replaced with an arbitrary step in which the same action / effect can be obtained.

Further, the liquid crystal display element of the above embodiment has a configuration in which both the active matrix substrate AM and the color filter substrate CF are in direct contact with the liquid crystal layer 4 without passing through the polyimide (PI) alignment film. A PI alignment film may be provided. In this case, the surface of the PI alignment film may or may not be hydrophilized.
If a PI alignment film is provided, the active matrix substrate AM (substrate having pixel electrodes) side is preferable from the viewpoint of the influence of heat on the CF when forming the PI alignment film and the orientation, from the viewpoint of residual DC and seizure. Is preferably the CF side of the color filter substrate.

Hereinafter, the present invention will be described in more detail based on Examples, but the present invention is not limited to Examples. In addition, "%" in the compositions of the following Examples and Comparative Examples means "mass%".
In addition, the following abbreviations were used for the description of the compound in the examples.

<Ring structure>

<Side chain structure and connecting structure>

(However, n in the table is a natural number.)
The characteristics measured in the examples are as follows.

T _ni : Nematic phase-isotropic liquid phase transition temperature (° C)
Δn: Refractive index anisotropy at 20 ° C. η: Viscosity at 20 ° C. (mPa · s)
γ ₁ : Rotational viscosity at 20 ° C (mPa · s)
Δε: Dielectric modulus anisotropy at 20 ° C K ₃₃ : Elastic constant at 20 ° C K ₃₃ (pN)
The following various evaluation tests were performed on each of the liquid crystal compositions of Examples and Comparative Examples.
In addition, the results of each evaluation test for each liquid crystal composition in each Example and Comparative Example are described in the respective tables described later.
(Evaluation test for low temperature stability)
The liquid crystal composition was filtered through a membrane filter (PTFE 13 mm-0.2 μm manufactured by Agilent Technologies) and allowed to stand for 15 minutes under vacuum reduced pressure conditions to remove dissolved air. This was washed with acetone, weighed 0.5 g in a sufficiently dried vial, and allowed to stand in a low temperature environment of −20 ° C. After that, the presence or absence of precipitation was visually observed and judged in the following four stages.
A: No precipitation can be confirmed after standing for 14 days.
B: After standing for 7 days, precipitation is confirmed.
C: Precipitation can be confirmed after standing for 3 days.
D: Precipitation can be confirmed after standing for 1 day.
(Horizontal orientation evaluation test)
A first substrate (common electrode substrate) having no alignment film having a transparent electrode layer made of transparent common electrodes and a color filter layer, and an active putter-patterned with L / S = 5.0 / 5.0 um. A second substrate (pixel electrode substrate) having no alignment film having a pixel electrode layer having a transparent pixel electrode driven by an element was produced. Ozone treatment was performed for 30 seconds on each of the first substrate and the side of the first substrate in contact with the liquid crystal layer.
The liquid crystal composition was dropped onto the first substrate, sandwiched on the second substrate, and the sealing material was cured at normal pressure at 110 ° C. for 2 hours to obtain an IPS type liquid crystal cell having a cell gap of 3.5 μm. It was.
Further, the obtained liquid crystal cell was heated to a temperature of Tni + 30 ° C., and at this temperature, linearly polarized UV light having an illuminance of 50 mW / cm ² at 365 nm was irradiated for 600 seconds. At this time, the light source was a high-pressure mercury lamp, and linearly polarized UV was irradiated through the wire grid.
The orientation at this time and the uneven orientation such as dripping marks were observed using a polarizing microscope and evaluated in the following four stages.

A: Uniaxial horizontal orientation evenly over the entire surface including the edges B: Level that can be tolerated even if there are very few orientation defects C: Level that is unacceptable due to many orientation defects including the edges D: Poor alignment is considerable Poor (evaluation test of residual monomer amount)
The cell used in the above test was further irradiated with a UV fluorescent lamp manufactured by Toshiba Lighting & Technology Corporation for 120 minutes (illuminance of 1.7 mW / cm ^{2 at} 313 nm), and the polymerizable compound (R1-1-1) remained. The amount was quantified by HPLC to determine the amount of residual monomer. The evaluation was made in the following four stages according to the residual amount of the monomer.

A: Less than 30ppm B: 50ppm or more and less than 30ppm.

C: 50 m or more and less than 200 ppm D: 200 ppm or more
(Burn-in (display defect) evaluation test)
A display defect (burn-in) due to a change in the twist angle was evaluated for the cell prepared by performing the same treatment (after UV treatment) as in the above (evaluation test for the amount of residual monomer). First, the twist angle of the liquid crystal display element was measured and used as the twist angle (initial). The liquid crystal display element was irradiated with a backlight for 2 hours while applying a voltage of ± 30 V at a frequency of 100 Hz. Then, the twist angle was measured and used as the twist angle (after the test). The value obtained by subtracting the twist angle (after the test) from the measured twist angle (initial) was defined as the twist angle change amount (= absolute value of the angle change) [°]. The twist angle was measured using OPTIPRO manufactured by Shintec. The magnitude of the voltage of 30V is several times larger than the normal drive voltage, and it is an acceleration test.

The closer the twist angle change amount is to 0 [°], the lower the possibility that display defects due to the twist angle change will occur.
The evaluation was made in the following four stages according to the amount of change in the twist angle.
It was evaluated on the following four stages.

A: Less than 0.10 [°] B: 0.10 [°] or more and less than 0.15 [°] C: 0.15 [°] or more and less than 0.20 [°] D: 0.20 [°] or more

(VHR evaluation test)
The voltage retention rate VHR (%) at 333K was measured under the conditions of a frequency of 0.6 Hz and an applied voltage of 1 V for the cell prepared by performing the same treatment as the above (evaluation test of the amount of residual monomer). As the apparatus, LCM-2 manufactured by Toyo Corporation was used. Based on the obtained measurement results, the performance of VHR was evaluated in the following four stages.

A: 98.0% or more B: 95.0% or more and less than 98.0% C: 75.0% or more and less than 95.0% D: 75.0% or less

(Example 1) Preparation of liquid crystal composition A host liquid crystal composition composed of the compounds shown in Table 5 below and a mixing ratio is weighed, heat-treated at a temperature of Tni or higher for 15 minutes or longer, and at room temperature for 15 minutes or longer. By cooling, the base liquid crystal composition HLC 1 was obtained.

Further, the compound (P-J-1) corresponding to the compound (i):

To 100 parts by mass of HLC-1 was added in an amount of 0.5 parts by mass and dissolved by heating to prepare a liquid crystal composition. The results of various evaluation tests are shown in the table below.
(Examples 2 to 34)
Instead of the compound (P-J-1) having an addition amount of 0.5 parts by mass in Example 1, the following compounds were added to the compounds shown in Tables 6 and 7, and HLC-1 was added in the amounts shown in Tables 6 and 7. A liquid crystal composition was prepared in the same manner as in Example 1 except that it was added to. The results of various evaluation tests are shown in Tables 8 and 9 described later.

(Example 35 to Example 68)
A new base liquid crystal composition LC-1 was prepared by adding 0.3 parts by mass of the following compound (P-1) to 100 parts by mass of HLC-1 and dissolving by heating.

Liquid crystal compositions were prepared in the same manner as in Examples 1 to 34, except that LC-1 was used instead of HLC1 as the base liquid crystal and the compounds and amounts shown in Tables 10 and 11 were added to HLC-1. did. The results of various evaluation tests are shown in Tables 12 and 13.

(Example 69 to 100)
The host liquid crystal composition composed of the compounds shown in Tables 14 to 29 below and the mixing ratio of HLC-2 to HLC-17 was prepared, and HLC-17 was obtained from each base liquid crystal composition HLC-2.

Further, similarly to HLC-1, 0.3 parts by mass of the following compound (P-1) is added to 100 parts by mass of HLC-17 from each base liquid crystal composition HLC-2, and the mixture is heated and dissolved. , LC-17 was obtained from the new base liquid crystal composition LC-2.

Liquid crystals in the same manner as in Examples 1 to 34, except that the base liquid crystals shown in Tables 30 and 31 and the compounds corresponding to Tables 30 and 31 were added in the corresponding amounts instead of HLC1. The composition was prepared. The results of various evaluation tests are shown in Tables 32 and 33.

As described above, the compound of the present invention has durability such as voltage retention and twist angle stability in addition to orientation and storage stability, and can provide an excellent liquid crystal composition.
[Addition of additives]
When the various liquid crystal compositions prepared in the examples were taken as 100% by weight, 0.0050% by weight of the following compound (A-1) was added. As a result, excellent results were shown as in the examples.

In the same manner as described above, 0.2 wt% of KEMISORB 71 (manufactured by BASF) was added when the various liquid crystal compositions prepared in the examples were taken as 100% by weight. As a result, excellent results were shown as in the corresponding examples.

In the same manner as described above, when the various liquid crystal compositions prepared in the examples were taken as 100% by weight, 0.0050% by weight of TINUVIN 770 (manufactured by BASF) was added. As a result, excellent results were shown as in the corresponding examples.

As a result of producing a display element provided with a color filter in addition to the display element produced by using the liquid crystal composition of the present invention, it was found that the display element exhibits excellent performance.
As a result of producing a display element provided with a touch panel in addition to the display element produced by using the liquid crystal composition of the present invention, it has been found that the display element exhibits excellent performance.
(Comparison example)
(Comparative Examples 1-33)
When the base liquid crystal shown in Table 35 and Table 36 is 100 parts by mass, the liquid crystal is the same as in Example 1 except that the compounds shown in Table 34 and Table 35 are added in the amounts added in Table 34 and Table 35, respectively. The composition was prepared. The results of various evaluation tests are shown in Tables 36 and 37.

As described above, it was confirmed that the liquid crystal composition of the present invention exhibited excellent performance as an element as compared with the comparative example.
[Production method]
[Examples D-1 to D-33]
Further, in the same manner as in Examples 1 to 100, the liquid crystal composition, UV light irradiation temperature, presence / absence of ozone treatment, UV light illuminance, irradiation time, degree of polarization of the UV irradiation light source, etc. were changed, and the production conditions in Tables 38 and 39 were changed. Various elements were manufactured in. These evaluation tests are shown in Tables 40 and 41 below. In the table, the liquid crystal composition used represents the state of correspondence with the above-mentioned Examples, and the irradiation temperature represents the temperature at which UV light is irradiated, which is 50 ° C. higher than Tni (+50), Tni. It represents a temperature 30 ° C higher (+30) and a temperature 10 ° C higher than Tni (+10), and the treatment represents ozone-treated (○) and non-ozone-treated (×), and is irradiated with UV light. It indicates whether the UV light is linearly polarized or unpolarized, the illuminance represents the illuminance of the irradiated UV light (mW / cm ² ), and the irradiation time represents the time (seconds) of irradiating the UV light.

As described above, the panel produced by the manufacturing method in the present invention was excellent in various evaluation results such as orientation, and was found to be excellent as a liquid crystal display element.

As a result of producing a display element provided with a color filter in addition to the display element produced by the manufacturing method in the present invention, it was found that the display element exhibits excellent performance.

As a result of producing a display element provided with a touch panel in addition to the display element produced by the manufacturing method in the present invention, it was found that the display element exhibits excellent performance.

As described above, the liquid crystal display element produced by the manufacturing method of the present invention was excellent in various evaluation results such as orientation, and was found to be excellent as a liquid crystal display element.
[Comparison example]
Further, similarly to Examples D-1 to D-33, various elements were manufactured by changing the factors in the manufacturing method shown in Table 42 below. The performance evaluation of the prepared cell is shown in Table 42 below.

As described above, it has been found that the cell produced by a method other than the production method in the present invention is unsuitable as an element in which various evaluation results such as orientation are insufficient.

Claims (34)

It contains one or more compounds (i) containing a mesogen group and a photoisomerizing group or a dimerization group bonded to the mesogen group.
Contains one or more dielectrically neutral compounds
A nematic liquid crystal composition containing one or more compounds selected from positive and negative compounds dielectrically.
The compound (i) has the general formula (i).

(During the ceremony,
R ⁱ¹ and ^{R i2} are each independently a hydrogen atom, a linear or branched alkyl group having 1 to 40 carbon atoms, a halogenated alkyl group, or ^P i1 ^{-Sp i1} - represents,
-CH _2- in the alkyl group may be substituted with -CH = CH-, -C≡C-, -O-, -NH-, -OCOO-, -COO- or -OCO-, but -O -Is not continuous,
A, C and D each independently represent a divalent aromatic group, a divalent heteroarophatic group, a divalent aliphatic group, and a divalent heteroaliphatic group.
B represents an aromatic group
The ring structure of A, C, and D is unsubstituted or an alkyl group having 1 to 12 carbon atoms, an alkyl halide group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, and a carbon atom. C 1 -C 12 halogenated alkoxy group, a halogen atom, a cyano group, a nitro ^group, P i1 ^{-Sp i1} - and / or ^-Z 4 ^{-K il} may be substituted by,
The ring structure of B includes an alkyl group having 1 to 12 carbon atoms, an alkyl halide group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, and a halogenated alkoxy group having 1 to 12 carbon atoms. Substituted with a cyano group, a nitro group and / or -Z ⁴ - ^Kil ,
Z ¹ and Z ² are independently single-bonded, -CH = CH-, -CF = CF-, -C≡C-, -COO-, -OCO-, -OCOO-, -CF ₂ O-, -OCF _2- , -CH = CHCOO-, -OCOCH = CH-, -CH _2- CH ₂ COO-, -OCOCH _2- CH _2- , -CH = C (CH ₃ ) COO-, -OCOC (CH ₃₎ ) = CH-, -CH _2- CH (CH ₃ ) COO-, -OCOCH (CH ₃ ) -CH _2- , -OCH ₂ CH ₂ O-, or an alkylene group having 2 to 20 carbon atoms.
One or two or more non-adjacent −CH _{2−s in} this alkylene group may be independently substituted with −O−, −COO− or −OCO−.
Z ³¹ has independent general formulas (Z3-1) to (Z3-4).

(During the ceremony,
The black dots at both ends represent the bond. )
Represents a group selected from
Z ³² represents a single bond
l, m and n independently represent integers 0, 1, 2 and
k represents an integer of 0, 1, 2
Z ⁴ is a single bond, -O-, -CH = CH-, -COO-, -OCO-, -OCOO-, -CH _2- CH (CH ₃ ) COO-, -OCOCH (CH ₃ ) -CH ₂ -Or represents a linear or branched alkylene group having 1 to 20 carbon atoms.
One or two or more non-adjacent −CH _2−s in the alkylene group may be substituted with −O−, −COO− or −OCO−.
^Ki1 represents an adsorbent group
The adsorbent group (-K ⁱ¹ ) has the general formulas (K-1) to (K-18).

(During the ceremony,
W ^K1 represents a methine group or a nitrogen atom,
The hydrogen atom in the methine group may be replaced with a linear or branched alkyl group having 1 to 6 carbon atoms.
^RK1 represents a hydrogen atom, a linear or branched alkyl group having 1 to 6 carbon atoms, and represents.
-CH _2- in the alkyl group may be substituted with -CH = CH-, -C≡C-, -O-, -NH-, -OCOO-, -COO- or -OCO-, but -O ^-Is not continuous, and X ^K1 and Y ^K1 independently represent -CH _2- , oxygen atom or sulfur atom.
Z ^K1 represents an oxygen atom or a sulfur atom.
^UK1 , V ^K1 and ^SK1 each independently represent a methine group or a nitrogen atom.
^TK1 has independent general formulas (T-1) to (T-6).

(During the ceremony,
^ST1 represents a single bond, a linear or branched alkylene group having 1 to 15 carbon atoms or a linear or branched alkenylene group having 2 to 18 carbon atoms.
-CH _{2- of the} alkylene group or the alkenylene group is changed to -O-, -COO-, -C (= O)-, -C (= CH ₂ )-or -OCO- so that oxygen atoms are not directly adjacent to each other. May be replaced,
^RT1 represents an alkyl group having 1 to 5 carbon atoms.
Even if -CH _{2- of the} alkyl group is replaced with -O-, -COO-, -C (= O)-, -C (= CH ₂ )-or -OCO- so that oxygen atoms are not directly adjacent to each other. Often,
^RT2 and ^RT3 each independently represent a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. )
It is a group represented by any of
^Pi1 is a general formula (P-1) to a general formula (P-15).

(In the formula, the black dot at the right end represents the bond.)
Represents a substituent selected from the group represented by
Sp ⁱ¹ represents a single bond or a spacer group. )
It is a compound represented by
Compound represented by the general formula (i) is, ^{P i1 -Sp} i1 ^Sp i1 is a single bond - have a group,
A nematic liquid crystal composition in which one or more adsorbent groups (-K ⁱ¹ ) are bonded to a mesogen group in the compound represented by the general formula (i) . One or more ^P i1 ^{-Sp i1} mesogenic group in the compound (i) - ^{(wherein, P i1} and ^{Sp i1} represent the same meaning as ^{P i1} and ^{Sp i1} of claim 1, wherein.)
The nematic liquid crystal composition according to claim 1, wherein Compound (i) two or more ^{P i1 -Sp} i1 - ^{(wherein, P i1} and ^{Sp i1} represent the same meaning as ^{P i1} and ^{Sp i1} of claim 1, wherein.)
The nematic liquid crystal composition according to claim 1 or 2. Any one of claims 1 to 3 in which the adsorbent group (-K ⁱ¹ ) is selected from the general formulas (K-13) to (K-18) and at least one of ^TK1 is the general formula (T-1). The nematic liquid crystal composition according to the item. Any one of claims 1 to 3 in which the adsorbent group (-K ⁱ¹ ) is selected from the general formulas (K-13) to (K-18) and at least one of ^TK1 is the general formula (T-3). The nematic liquid crystal composition according to the section. The nematic liquid crystal composition according to any one of claims 1 to 3 , wherein the adsorbing group (-K ⁱ¹ ) is any one of the general formulas (K-1) to (K-12). It contains one or more compounds selected from the compound group represented by the general formula (2-A) and the general formula (2-B) as a dielectrically positive compound, and exhibits positive dielectric anisotropy. The nematic liquid crystal composition according to any one of claims 1 to 6 .

(During the ceremony,
R ₂ is an alkyl group having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms, or an alkenyl group having 2 to 7 carbon atoms.
If there are a plurality of rings C, they may be independent of each other, and one or more of the -CH ₂ -groups on the ring may be substituted with -O- or -S-. Represents a hexylene group or a 1,4-phenylene group in which one or more of the cyclic -CH = groups may be substituted with -N =.
One or two or more hydrogen atoms on these rings may be substituted with halogen atoms.
L ₂ is, in the presence of two or more independently of one another, a single _{bond, -C 2 H 4 -, -} CH = CH -, - C≡C -, - COO -, - OCO -, - CH 2 O- , -OCH _2- , -CF ₂ O- or -OCF _2-
X ₁ is -F, -Cl, -CN, -NCS, -CF ₃ , -OCF ₃ , an alkyl group having 1 to 6 carbon atoms in which at least one hydrogen atom is replaced with a halogen atom, or at least one hydrogen atom. Represents an alkoxy group having 1 to 6 carbon atoms in which the atom is replaced with a halogen atom.
Y ₁ and Y ₂ represent hydrogen or fluorine atoms independently of each other.
b represents 1, 2, 3 or 4. ) As the compounds represented by the general formulas (2-A) and (2-B), the general formulas (2-A-1) to (2-A-28) and the general formulas (2-B-1) to (2) The nematic liquid crystal composition according to claim 7 , which contains one or more compounds represented by −B-6).

(During the ceremony,
R ₂ represents an alkyl group having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms, or an alkenyl group having 2 to 7 carbon atoms. ) Any of claims 1 to 8 containing one or more compounds represented by the formulas (L-1-3.1) to (L-1-3.4) as the dielectrically neutral compound. The nematic liquid crystal composition according to item 1.

The invention according to any one of claims 1 to 9 , which contains a compound represented by the formula (L-1-2.2) as a dielectrically neutral compound, and the content thereof is 24% or less. Nematic liquid crystal composition.

The nematic liquid crystal composition according to any one of claims 8 to 10 , which contains one or more compounds represented by the general formula (2-A-4). The nematic liquid crystal composition according to any one of claims 1 to 11 , which contains one or more compounds represented by the general formula (L-6) as a dielectrically neutral compound.

(During the ceremony,
R ^L61 and ^{R L62} each represent the same meaning as ^{R L1} and ^{R L2} in the general formula (L),
X ^L61 and X ^L62 independently represent a hydrogen atom or a fluorine atom, one of which represents a hydrogen atom and the other represents a fluorine atom. ) The invention according to any one of claims 1 to 12 , which contains one or more compounds represented by the general formula (5) as a dielectrically negative compound and has a negative dielectric anisotropy. Nematic liquid crystal composition.

(During the ceremony,
R ₅₁ and R ₅₂ are independently alkyl groups with 1 to 7 carbon atoms, alkoxy groups with 1 to 7 carbon atoms, alkenyl groups with 2 to 7 carbon atoms, and alkenyloxy with 2 to 7 carbon atoms. Is the basis
Rings D and F are independently 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene, and 1,4 in which at least one hydrogen atom is replaced with a halogen atom or a methyl group. -Represents phenylene, or tetrahydropyran-2,5-diyl,
Ring E is 2,3-difluoro-1,4-phenylene, 2-chloro-3-fluoro-1,4-phenylene, 3,4,5-trifluoronaphthalene-2,6-diyl, 7,8- Difluorochroman-2,6-diyl or

Represents
L ₄ and _{L 5} represents each independently a single _{bond, -C 2 H 4 -, -} COO -, - OCO -, - CH 2 O -, - OCH 2 -, - CF 2 O -, - OCF 2 - , -CH = CH- or -C≡C-,
c represents 0, 1, 2 or 3
d represents 0 or 1 and represents
The sum of c and d is 3 or less,
When a plurality of rings D and L ₄ exist, they may be the same or different. ) The nematic liquid crystal composition according to claim 13, which contains one or more compounds represented by the general formulas (5-1) to (5-15) as the compound represented by the general formula (5).

(During the ceremony,
R ₅₁ and R ₅₂ independently represent the same meanings as R ₅₁ and R _{52 according} to claim 14. ) The nematic liquid crystal composition according to any one of claims 1 to 14 , which contains a compound represented by the formula (L-1-3.1) as a dielectrically neutral compound.

Contains one or more compounds selected from the group represented by the general formula (L-6) which is a dielectrically neutral compound and the general formula (5-13) which is a dielectrically negative compound. The nematic liquid crystal composition according to any one of claims 1 to 15 .

(During the ceremony,
R ^L61 , R ^L62 , R ₅₁ and R ₅₂ independently represent an alkyl group having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms or an alkenyl group having 2 to 7 carbon atoms.
X ^L61 and X ^L62 independently represent a hydrogen atom or a fluorine atom, one of which represents a hydrogen atom and the other represents a fluorine atom. ) The nematic liquid crystal composition according to any one of claims 1 to 16 , which contains one or more compounds represented by the general formula (2-20) as a dielectrically positive compound.

(During the ceremony,
R ₂ represents an alkyl group having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms, or an alkenyl group having 2 to 7 carbon atoms. ) The nematic liquid crystal composition according to any one of claims 1 to 17 , which contains a compound represented by the formula (L-1-1.3) as a dielectrically neutral compound.

As the dielectrically positive compound, one or more compounds selected from the group represented by the general formulas (2-A) and (2-B) according to claim 8 are contained, and the dielectrically negative compound is contained. The compound according to any one of claims 13 to 18 , which contains one or more compounds represented by the general formula (5) according to claim 14 and has positive dielectric anisotropy. Nematic liquid crystal composition. The nematic liquid crystal composition according to any one of claims 1 to 19 , further containing a polymerizable compound (P). As the polymerizable compound (P), the general formula (P):

(During the ceremony,
R ^p1 represents a hydrogen atom, a fluorine atom, a cyano group, an alkyl group having 1 to 15 carbon atoms, or −Sp ^p2 −P ^p2 .
One or two or more non-adjacent −CH ₂ −s in the alkyl group are independently −CH = CH−, −C≡C−, −O−, −CO−, −COO− or −OCO. May be replaced by −
One or two or more hydrogen atoms in the alkyl group may be independently substituted with a cyano group, a fluorine atom or a chlorine atom.
P ^p1 and P ^p2 are independent of each other, and the general formulas (P ^p1-1 ) to (P ^p1-9 ) are respectively.

(During the ceremony,
R ^p11 and R ^p12 independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or an alkyl halide group having 1 to 5 carbon atoms.
W ^p11 represents a single bond, -O-, -COO- or methylene group.
Although t ^p11 represents 0, 1 or 2, when a plurality of R ^p11 , R ^p12 , W ^p11 and / or t ^p11 are present in the molecule, they may be the same or different. )
Represents one of
Sp ^p1 and Sp ^p2 independently represent a single bond or a spacer group, respectively.
Z ^p1 and Z ^p2 are independent, single-bonded, -O-, -S-, -CH _2- , -OCH _2- , -CH ₂ O-, -CO-, -C ₂ H ₄ -,-, respectively. _{COO -, - OCO -, -} OCOOCH 2 -, - CH 2 OCOO -, - OCH 2 CH 2 O -, - CO-NR ZP1 -, - NR ZP1 -CO -, - SCH 2 -, - CH 2 S- ^{, -CH = CR ZP1 -COO -,} - CH = CR ZP1 -OCO -, - COO-CR ZP1 = CH -, - OCO-CR ZP1 = CH -, - COO-CR ZP1 = CH-COO -, - COO -CR ^ZP1 = CH- ^{OCO-, -OCO} -CR ^ZP1 = CH- ^{COO-, -OCO} -CR ^ZP1 = CH-OCO-,-(CH ₂ ) _z- COO-,-(CH ₂ ) _2- OCO- , -OCO- (CH ₂ ) ₂ -,-(C = O) -O- (CH ₂ ) _2- , -CH = CH-, -CF = CF-, -CF = CH-, -CH = CF- _{, -CF 2 -, - CF 2} O -, - OCF 2 -, - CF 2 CH 2 -, - CH 2 CF 2 -, - CF 2 CF 2 - or -C≡C- ^{(wherein, R ZP1} is Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, but when a plurality of R ^ZP1s are present in the molecule, they may be the same or different.)
Represents
A ^p1 , A ^p2 and A ^p3 are independent of each other.
^(A p) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
^(B p) 1,4-phenylene group (the one present in the group -CH = or non-adjacent two or more -CH = may be replaced by -N =.) And (c ^p ) Naphthalene-2,6-diyl group, naphthalene-1,4-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group, phenanthrene -2,7-diyl group or anthracene-2,6-diyl group (one -CH = existing in these groups or two or more non-adjacent -CH = may be replaced with -N = The hydrogen atom existing in this group may be substituted with a halogen atom, an alkyl group having 1 to 8 carbon atoms, or an alkenyl group having 1 to 8 carbon atoms.)
Represents a group selected from the group consisting of
Group ^(a p), group ^{(b p)} and group ^{(c p)} are each independently hydrogen atoms present in this group, a halogen atom, a cyano group, or an alkyl group having 1 to 8 carbon atoms It may be substituted with an alkenyl group having 1 to 8 carbon atoms or -Sp ^p2 -P ^p2 .
m ^p1 represents 0, 1, 2 or 3
If there are multiple Z ^p1 , A ^p2 , Sp ^p2 and / or P ^{p2 in the} molecule, they may be the same or different,
A ^p3 represents a single bond when m ^p1 is 0 and A ^p1 is a phenanthrene-2,7-diyl group or anthracene-2,6-diyl group. However, when k of the compound (i) is 0, the compound (i) represented by the general formula (i) is excluded. )
The nematic liquid crystal composition according to claim 20, which contains one or more compounds represented by. The nematic liquid crystal composition according to any one of claims 1 to 21 , further containing an antioxidant. The nematic liquid crystal composition according to any one of claims 1 to 22 , further containing a UV absorber. A liquid crystal display device comprising two substrates and a liquid crystal layer containing the nematic liquid crystal composition according to any one of claims 1 to 23 provided between the two substrates. The liquid crystal display element according to claim 24 , which is for driving an active matrix. The liquid crystal display element according to claim 25 or 25 , which is a PSA type, a PSVA type, a VA type, an IPS type, an FFS type, or an ECB type. The liquid crystal display element according to any one of claims 24 to 26 , wherein at least one of the two substrates does not have an alignment film. The liquid crystal display element according to any one of claims 24 to 27 , which comprises a polymer of a polymerizable compound polymerized by irradiation with UV rays, and the polymer comes into contact with a liquid crystal layer. The liquid crystal display element according to claim 28 , wherein the UV rays are polarized UV. The method for manufacturing a liquid crystal display element according to claim 28 or 29 , wherein UV irradiation is performed at a temperature equal to or higher than Tni of the nematic liquid crystal composition. The method for manufacturing a liquid crystal display element according to claim 30 , wherein UV rays are irradiated at a temperature higher than Tni of the nematic liquid crystal composition by 30 ° C. or more. The method for manufacturing a liquid crystal display element according to claim 30 , wherein UV rays are irradiated at a temperature higher than Tni of the nematic liquid crystal composition by 50 ° C. or more. The method for manufacturing a liquid crystal display element according to any one of claims 30 to 32 , wherein the time for irradiating UV rays is 10 to 7200 seconds. The method for manufacturing a liquid crystal display element according to any one of claims 30 to 33 , wherein the nematic liquid crystal composition is subjected to ozone treatment on at least one substrate and sandwiched between the two substrates.

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