WO2014118937A1

WO2014118937A1 - Liquid crystal composition and liquid crystal display element manufactured using same

Info

Publication number: WO2014118937A1
Application number: PCT/JP2013/052188
Authority: WO
Inventors: 小川　真治; 雅裕丹羽; 芳典岩下; 河村　丞治; 根岸　真
Original assignee: Dic株式会社
Priority date: 2013-01-31
Filing date: 2013-01-31
Publication date: 2014-08-07
Also published as: CN104968764B; JPWO2014118937A1; CN104968764A; JP5598742B1

Abstract

The present invention relates to a liquid crystal composition for use in a liquid crystal display element. The present invention addresses the problem of providing: a liquid crystal composition which does not undergo the deterioration in various properties required for use in liquid crystal display elements, such as dielectric anisotropy, a bulk viscosity, a nematic phase upper-limit temperature, a rotational viscosity (γ₁) and a voltage holding ratio or the deterioration in image sticking resistance of the display element, rarely undergoes the formation of dripping marks during the production thereof, enables a liquid crystal material to be ejected in a stable amount in an ODF step, has good solubility at lower temperatures, and is therefore suitable for use in liquid crystal display elements; and a liquid crystal display element manufactured using the liquid crystal composition. The present invention relates to: a liquid crystal composition which comprises compounds respectively represented by formula (i) and formula (ii-b) and has negative dielectric anisotropy; and a liquid crystal display element manufactured using the liquid crystal composition.

Description

Liquid crystal composition and liquid crystal display device using the same

The present invention relates to a liquid crystal composition and a liquid crystal display element that are useful as components for liquid crystal display devices and the like.

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

In a vertical alignment type display, a liquid crystal composition having a negative Δε is used, which is widely used for a liquid crystal TV or the like. On the other hand, low voltage driving, high-speed response, and a wide operating temperature range are required in all driving systems. 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 (T _ni ) is required. Further, from the setting of Δn × d, which is the product of Δn and the cell gap (d), it is necessary to adjust Δn of the liquid crystal composition to an appropriate range according to the cell gap. In addition, when applying a liquid crystal display element to a television or the like, since high-speed response is important, a liquid crystal composition having a small γ ₁ is required.
Conventionally, in order to construct a liquid crystal composition having a small γ ₁ , it has been common to use a compound having a dialkylbicyclohexane skeleton (see Patent Document 1). However, although the bicyclohexane-based compound is highly effective in reducing γ ₁ , the tendency is particularly remarkable for a compound having a high vapor pressure and a short alkyl chain length. In addition, since T _ni also tends to be low, _{alkylbicyclohexane} compounds often use compounds having a total side chain length of 7 or more, and sufficient studies have been made on compounds with short side chain lengths. The fact was not made.

On the other hand, the use of liquid crystal display elements has expanded, and there has been a great change in the method of use and manufacturing, and in order to respond to these, characteristics other than the basic physical property values as conventionally known are required. It has become necessary to optimize. In other words, VA (vertical alignment) type, IPS (in-plane switching) type, etc. are widely used as liquid crystal display elements using a liquid crystal composition, and the size thereof is an ultra-large size display element of 50 type or more. Came to be used until practical use. As the substrate size is increased, the liquid crystal composition is injected into the substrate by a drop injection (ODF: One Drop Fill) method from the conventional vacuum injection method (see Patent Document 2). The surface of the problem that the dropping traces when the liquid was dropped on the substrate caused the display quality to deteriorate was brought to the surface. Furthermore, PS liquid crystal display elements (polymer stabilized, polymer stabilized) and PSA liquid crystal display elements (polymer sustained alignment, polymer sustaining alignment) have been developed for the purpose of high-speed response to the generation of pretilt angles of liquid crystal materials in liquid crystal display elements. (See Patent Document 3), this problem is a larger problem. That is, these display elements are characterized by adding a monomer to the liquid crystal composition and curing the monomer in the composition. In the active matrix liquid crystal composition, usable compounds are specified because of the necessity of maintaining a high voltage holding ratio, and use of compounds having an ester bond in the compound is limited. Monomers used for PSA liquid crystal display elements are mainly acrylate-based, and compounds having an ester bond are generally used, and such compounds are not normally used as liquid crystal compounds for active matrix (patents). Reference 3). Such foreign matter induces the generation of dripping marks, and the deterioration of the yield of the liquid crystal display element due to display failure is a problem. In addition, when adding additives such as antioxidants and light absorbers to the liquid crystal composition, deterioration of yield becomes a problem.

Here, the dripping mark is defined as a phenomenon in which the mark of dropping the liquid crystal composition appears white when displaying black.

In order to suppress dripping marks, a method of suppressing dripping marks generated in relation to the alignment control film by forming a polymer layer in the liquid crystal layer by polymerization of a polymerizable compound mixed in the liquid crystal composition is disclosed. (Patent Document 4). However, in this method, there is a problem of display burn-in caused by the polymerizable compound added to the liquid crystal, and the effect is not sufficient for suppressing dripping marks, and the basic characteristics as a liquid crystal display element are maintained. However, there has been a demand for the development of a liquid crystal display element that hardly causes image sticking or dripping marks.

Special table 2008-505235 gazette JP-A-6-235925 JP 2002-357830 A JP 2006-58755 A

An object of the present invention is to provide a deterioration dielectric anisotropy, viscosity, nematic phase upper limit temperature, the nematic phase stability at low temperatures, the burn characteristics of the various properties and display device as a liquid crystal display element such as gamma ₁ Accordingly, it is an object of the present invention to provide a liquid crystal composition suitable for a liquid crystal display element that realizes a stable discharge amount of a liquid crystal material in an ODF process, and a liquid crystal display element using the liquid crystal composition.

In order to solve the above-mentioned problems, the present inventors have studied the structures of various liquid crystal compositions that are optimal for the production of liquid crystal display elements by a dropping method, and used a specific liquid crystal compound at a specific mixing ratio to produce a liquid crystal. The inventors have found that the occurrence of dripping marks in the display element can be suppressed, and have completed the present invention.

The present invention has the formula (i)

And a compound of formula (ii-b)

A liquid crystal composition having a negative dielectric anisotropy and a liquid crystal display device using the liquid crystal composition are provided.

The liquid crystal display element of the present invention has characteristics of excellent high-speed response, low occurrence of burn-in, and low occurrence of dripping marks due to its manufacture, so it is useful for display elements such as liquid crystal TVs and monitors. is there.

Example of structure of liquid crystal display element of the present invention Configuration example of inverted staggered thin film transistor

DESCRIPTION OF SYMBOLS 1 Polarizing plate 2 Substrate 3 Transparent electrode or transparent electrode with active element 4 Alignment film 5 Liquid crystal 11 Gate electrode 12 Anodized film 13 Gate insulating layer 14 Transparent electrode 15 Drain electrode 16 Ohmic contact layer 17 Semiconductor layer 18 Protective film 19a Source electrode 1
19b Source electrode 2
100 Substrate 101 Protective layer

As described above, the process of generating drop marks is not clear at present, but there is a high possibility that the interaction between the impurities in the liquid crystal compound and the alignment film, the chromatographic phenomenon, and the like are related. Impurities in the liquid crystal compound are greatly affected by the production process of the compound, but the production method of the compound is not necessarily the same even if the number of carbon atoms in the side chain is different. That is, since the liquid crystal compound is manufactured by a precise manufacturing process, its cost is high among chemical products, and improvement in manufacturing efficiency is strongly demanded. Therefore, in order to use a raw material that is as low as possible, it may be more efficient to manufacture from a completely different type of raw material even if the number of carbon atoms in the side chain is different by one. Therefore, the liquid crystal active substance manufacturing process may be different for each active ingredient, and even if the process is the same, most of the raw materials are different. Many impurities are mixed in. However, dripping marks may be generated by a very small amount of impurities, and there is a limit to suppressing the generation of dripping marks only by refining the drug substance.

On the other hand, a widely used liquid crystal raw material manufacturing method tends to be fixed for each base material after the manufacturing process is established. Even now, with the development of analytical technology, it is not easy to completely clarify what impurities are mixed in, but the design of the composition is based on the assumption that impurities are mixed in each drug substance. It is necessary to do. As a result of studying the relationship between impurities in the liquid crystal active material and the dropping trace, the inventors of the present application have found that there are impurities that are difficult to generate a dropping mark and impurities that are easily generated even if included in the composition. Clearly revealed. Therefore, in order to suppress the occurrence of dripping marks, it is important to use a specific compound at a specific mixing ratio, and in particular, the existence of a composition in which dripping marks are difficult to occur is clarified. Preferred embodiments described below have been found from the above viewpoint.

The liquid crystal composition of the present invention contains the compound represented by the formula (i) as the first component, preferably 24 to 50% by mass, more preferably 25 to 45% by mass, and 27 More preferably, it is contained in an amount of about 45% by mass. More specifically, it is preferably contained in an amount of 27 to 50% by mass when the response speed is important, and more preferably 24% by mass or more when the driving voltage is more important. It is preferable to contain 40 mass%.

The compound represented by the formula (ii-b) is contained as the second component, preferably 5 to 30% by mass, more preferably 7 to 25% by mass, and 10 to 25% by mass. The content is more preferably 12 to 25% by mass.
Furthermore, the liquid crystal composition of the present invention may contain one or more compounds represented by the general formula (L) as the third component.

(Wherein R ^L1 and R ^L2 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently Optionally substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
OL represents 0, 1, 2 or 3;
B ^L1 , B ^L2 and B ^L3 each independently represent (a) a 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more —CH ₂ — not adjacent to each other). May be replaced by —O—) and (b) a 1,4-phenylene group (one —CH═ present in this group or two or more —CH═ not adjacent to each other —N May be replaced by =.)
Represents a group selected from the group consisting of: The above groups (a) and (b) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
L ^L1 and L ^L2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —OCF ₂ -, -CF ₂ O-, -CH = NN-CH-, -CH = CH-, -CF = CF- or -C≡C-
When OL is 2 or 3 and a plurality of L ^L2 are present, they may be the same or different, and when OL is 2 or 3 and a plurality of B ^L3 is present, they are the same However, the compound represented by formula (i), the compound represented by formula (ii-b), and the compound represented by general formula (X) described later are excluded. )
R ^L1 and R ^L2 are each a linear alkyl group having 1 to 5 carbon atoms or a linear alkyl group having 1 to 4 carbon atoms when the ring structure to which R ^L1 is bonded is a phenyl group (aromatic). (Or more) alkoxy groups and alkenyl groups having 4 to 5 carbon atoms are preferred, and when the ring structure to which they are bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, linear carbon atoms An alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 (or more) carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms are preferable.

The compound represented by the general formula (L) preferably has no chlorine atom in the molecule when chemical stability of the liquid crystal composition is required.
The lower limit value of the dielectric anisotropy (Δε) of the compound represented by the general formula (L) is −3 in one embodiment, and −2.5 in another embodiment. In yet another embodiment it is -2 and in yet another embodiment it is -1.5. In yet another embodiment, it is -1, and in yet another embodiment, it is -0.5. On the other hand, the upper limit value of the dielectric anisotropy (Δε) of the compound represented by the general formula (L) is 3 in one embodiment and 2.5 in another embodiment. In yet another embodiment it is 2 and in yet another embodiment it is 1.5. In yet another embodiment it is 1 and in yet another embodiment it is 0.5.
There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to desired properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types. In another embodiment of the present invention, there are three types. Furthermore, in another embodiment of this invention, they are four types. Furthermore, in another embodiment of this invention, they are five types. Furthermore, in another embodiment of the present invention, there are six types. Furthermore, in another embodiment of the present invention, there are seven types. Furthermore, in another embodiment of this invention, they are eight types. Furthermore, in another embodiment of the present invention, there are nine types. Furthermore, in another embodiment of this invention, it is ten or more types.

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

The lower limit of the preferable content is, for example, 3% as an embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Or in another embodiment of the present invention it is 5%. In another embodiment of the present invention, it is 10%. Furthermore, in another embodiment of this invention, it is 15%. Furthermore, in another embodiment of this invention, it is 20%. Furthermore, in another embodiment of this invention, it is 25%.

Furthermore, a preferable upper limit of the content is, for example, 50% in another embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 25%.

A preferable content range is, for example, 3 to 25% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 5-30%. In another embodiment of the present invention, it is 10 to 35%. Furthermore, in another embodiment of this invention, it is 15 to 40%. Furthermore, in another embodiment of this invention, it is 20 to 45%. Furthermore, in another embodiment of this invention, it is 25 to 50%.

Furthermore, a preferable content range is, for example, 50 to 35% in another embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Furthermore, in another embodiment of this invention, it is 45 to 30%. Furthermore, in another embodiment of this invention, it is 40-25%. Furthermore, in another embodiment of this invention, it is 35 to 20%. Furthermore, in another embodiment of this invention, it is 30 to 15%. Furthermore, in another embodiment of this invention, it is 25 to 10%.
When the liquid crystal composition of the present invention has a low viscosity and a liquid crystal composition having a high response speed is required, the above lower limit value is preferably high and the upper limit value is preferably high. Furthermore, when the liquid crystal composition of the present invention maintains a high Tni and a liquid crystal composition with good temperature stability is required, the above lower limit value is preferably high and the upper limit value is high. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is lowered and the upper limit value is low.

Furthermore, the compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formula (I) to the general formula (V).

(Wherein R ⁹¹ to R ^9a each independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms, In I), compounds wherein R ⁹¹ represents an alkyl group having 3 carbon atoms and R ⁹² represents an alkyl group having 2 carbon atoms are excluded.)
When a compound selected from the group of compounds represented by formula (I) to formula (V) is contained, it is preferably contained in 1 to 10 types, particularly preferably in 1 to 8 types. It is particularly preferred to contain 5 to 5 species, and it is also preferred to contain 2 or more compounds. In this case, the content is preferably 5 to 40% by mass, and more preferably 5 to 35% by mass. The content is preferably 7 to 30% by mass.

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

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

R ⁹¹ and R ⁹² may be the same or different, but preferably represent different substituents.
Furthermore, the compound represented by the general formula (I) is preferably a compound selected from the group of compounds represented by the general formula (Ia).

(In the formula, R ¹³ and R ¹⁴ each independently represents an alkyl group having 1 to 5 carbon atoms, but in R ¹³ and R ¹⁴ a compound that is a combination representing an alkyl group having 3 and 2 carbon atoms is Excluded.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types. Moreover, in another embodiment of this invention, they are three or more types.
In the liquid crystal composition of the present invention, the content of the compound represented by the general formula (Ia) is the solubility at a low temperature, the transition temperature, the electrical reliability, the birefringence, the process suitability, the dropping trace. Therefore, it is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy. The lower limit of the preferable content is, for example, 3% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Or in another embodiment of the present invention it is 4%. In another embodiment of the present invention, it is 15%. Furthermore, in another embodiment of this invention, it is 25%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 38%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of the present invention, it is 42%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 47%. Furthermore, in another embodiment of this invention, it is 50%.
Furthermore, the upper limit value of the preferable content is, for example, 60% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 55%. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 20%. Furthermore, in another embodiment of this invention, it is 15%.

A preferable content range is, for example, 3 to 15% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 4 to 20%. In another embodiment of the present invention, it is 15 to 30%. Furthermore, in another embodiment of this invention, it is 25 to 40%. Furthermore, in another embodiment of this invention, it is 30 to 45%. Furthermore, in another embodiment of this invention, it is 35 to 55%. Furthermore, in another embodiment of this invention, it is 38 to 55%. Furthermore, in another embodiment of this invention, it is 40 to 55%. Furthermore, in another embodiment of this invention, it is 42-60%. Furthermore, in another embodiment of this invention, it is 45 to 60%. Furthermore, in another embodiment of this invention, it is 47 to 60%. Furthermore, in another embodiment of this invention, it is 50 to 60%.
Furthermore, a preferable range of the content is, for example, 60 to 30% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 55 to 30%. Furthermore, in another embodiment of this invention, it is 45 to 20%. Furthermore, in another embodiment of this invention, it is 40 to 20%. Furthermore, in another embodiment of this invention, it is 30 to 20%. Furthermore, in another embodiment of this invention, it is 20 to 15%. Furthermore, in another embodiment of this invention, it is 15 to 10%.
More specifically, the compound represented by the formula (Ia) is preferably a compound described below.

The compounds represented by formula (Ia-1) and formula (Ia-2) are preferred. When it is desired to produce a liquid crystal display element having a high Tni and capable of stable display even at high temperatures, the content of the compounds represented by the formulas (Ia-1) and (Ia-2) is increased. It is preferable.
Furthermore, the compound represented by the general formula (I) is preferably a compound selected from the group of compounds represented by the general formula (Ib).

(In the formula, each R ¹⁸ independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 5 carbon atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types. Moreover, in another embodiment of this invention, they are three or more types.
In the liquid crystal composition of the present invention, the content of the compound represented by the general formula (Ib) includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, dropping trace Therefore, it is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy. The lower limit of the preferable content is, for example, 2% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Or in another embodiment of the present invention it is 4%. In another embodiment of the present invention, it is 7%. Furthermore, in another embodiment of the present invention it is 11%. Furthermore, in another embodiment of this invention, it is 13%. Furthermore, in another embodiment of this invention, it is 15%. Furthermore, in another embodiment of the present invention it is 17%. Furthermore, in another embodiment of this invention, it is 20%. Furthermore, in another embodiment of this invention, it is 25%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 32%. Furthermore, in another embodiment of the present invention, it is 35%.

Furthermore, the upper limit value of the preferable content is, for example, 40% in another embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 25%. Furthermore, in another embodiment of this invention, it is 20%. Furthermore, in another embodiment of this invention, it is 15%.
A preferable content range is, for example, 2 to 15% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention it is 4-15%. In another embodiment of the present invention, it is 7 to 15%. Furthermore, in another embodiment of this invention, it is 11 to 20%. Furthermore, in another embodiment of this invention, it is 13 to 20%. Furthermore, in another embodiment of this invention, it is 15-25%. Furthermore, in another embodiment of this invention, it is 17-25%. Furthermore, in another embodiment of this invention, it is 20-30%. Furthermore, in another embodiment of this invention, it is 25 to 35%. Furthermore, in another embodiment of this invention, it is 30 to 40%. Furthermore, in another embodiment of this invention, it is 32 to 40%. Furthermore, in another embodiment of this invention, it is 35 to 40%.

Further, the preferable content range is, for example, 40 to 35% in another embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Furthermore, in another embodiment of this invention, it is 35 to 20%. Furthermore, in another embodiment of this invention, it is 30 to 15%. Furthermore, in another embodiment of this invention, it is 25 to 10%. Furthermore, in another embodiment of this invention, it is 20 to 15%. Furthermore, in another embodiment of this invention, it is 15 to 10%.
More specifically, the compound represented by the formula (Ib) is preferably a compound described below.

A compound represented by formula (Ib-2) or formula (Ib-3) is preferred, and a compound represented by formula (Ib-3) is particularly preferred.
Furthermore, the compound represented by the general formula (I) is preferably a compound selected from the group of compounds represented by the general formula (Ic).

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

In the liquid crystal composition of the present invention, the content of the compound represented by the general formula (Ic) is low temperature solubility, transition temperature, electrical reliability, birefringence index, process suitability, dripping trace. Therefore, it is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy. The lower limit of the preferable content is, for example, 2% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Or in another embodiment of the present invention it is 4%. In another embodiment of the present invention, it is 6%. Furthermore, in another embodiment of this invention, it is 10%. Furthermore, in another embodiment of this invention, it is 15%.

Furthermore, a preferable upper limit of the content is, for example, 40% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 25%. Furthermore, in another embodiment of this invention, it is 20%. Furthermore, in another embodiment of this invention, it is 15%.

A preferable content range is, for example, 2 to 20% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 4 to 25%. In another embodiment of the present invention, it is 6 to 30%. Furthermore, in another embodiment of this invention, it is 10 to 35%. Furthermore, in another embodiment of this invention, it is 15 to 40%.
Further, the preferable content range is, for example, 40 to 25% in one form of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, the content is 35% to 20%. Furthermore, in another embodiment of this invention, it is 30 to 15%. Furthermore, in another embodiment of this invention, it is 25 to 10%. Furthermore, in another embodiment of this invention, it is 20 to 10%. Furthermore, in another embodiment of this invention, it is 15 to 5%.
When emphasizing solubility at low temperatures, the effect is high when the content is set to be large. On the other hand, when the response speed is important, the effect is high when the content is set low. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.
More specifically, the compound represented by the formula (Ic) is preferably a compound described below.

A compound represented by the formula (Ic-1), the formula (Ic-2) or the formula (Ic-3) is preferable.

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

It is preferable to adjust the content of the compound represented by the formula (Id-1) according to required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. Is preferably 11% by mass or more and 32% by mass or less, more preferably 15% by mass or more and 32% by mass or less, and more preferably 23% by mass or more and 32% by mass or less based on the total amount of the liquid crystal composition of the present invention. More preferably, it is contained in an amount of 26% by mass or more and 32% by mass or less, and particularly preferably 28% by mass or more and 32% by mass or less.

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

(Wherein R ¹⁶ and R ¹⁷ each independently represents an alkenyl group having 2 to 5 carbon atoms)
There are no particular restrictions on the types of compounds that can be combined, but depending on the required performance such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence, one to three or more types may be combined. preferable. The content of the compound represented by the general formula (Ie) is solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, dielectric anisotropy Is preferably 5% by mass or more, more preferably 10% by mass, and even more preferably 15% by mass or more based on the required performance such as 20% by mass or more, more preferably 25% by mass or more, more preferably 30% by mass or more, more preferably 35% by mass or more, and 40% by mass or more. More preferably, it is more preferably 45% by mass or more, more preferably 50% by mass or more, and particularly preferably 55% by mass or more. Moreover, as a ratio which can be contained at the maximum, 65 mass% or less is preferable, 60 mass% or less is more preferable, 58 mass% or less is further more preferable, 56 mass% or less is especially preferable.
The content range is preferably 5% by mass or more and 25% by mass or less, more preferably 10% by mass or more and 30% by mass or less, and more preferably 15% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is more preferably 35% by mass or less, more preferably 20% by mass or more and 40% by mass or less, more preferably 25% by mass or more and 45% by mass or less, and more preferably 30% by mass or more and 45% by mass or less. More preferably, it is 35% by mass or more and 50% by mass or less, more preferably 40% by mass or more and 50% by mass or less, and more preferably 45% by mass or more and 56% by mass or less. Preferably, it is 50 mass% or more and 58 mass% or less, and it is preferable that it is 55 mass% or more and 65 mass% or less.

Further, the compound represented by the general formula (Ie) is preferably a compound selected from the group of compounds represented by the formulas (Ie-1) to (Ie-10), A compound represented by formula (Ie-2), formula (Ie-4) and formula (Ie-7) is preferred.

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

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

In the liquid crystal composition of the present invention, the content of the compound represented by the general formula (II-a) includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, dropping trace Therefore, it is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy. The lower limit of the preferable content is, for example, 1% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Or in another embodiment of the present invention it is 5%. In another embodiment of the present invention, it is 7%. Furthermore, in another embodiment of the present invention it is 11%. Furthermore, in another embodiment of this invention, it is 13%. Furthermore, in another embodiment of this invention, it is 15%. Furthermore, in another embodiment of the present invention it is 17%. Furthermore, in another embodiment of this invention, it is 20%. Furthermore, in another embodiment of this invention, it is 25%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 40%.

Furthermore, the upper limit value of the preferable content is, for example, 50% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 40%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 20%. Furthermore, in another embodiment of this invention, it is 15%. Furthermore, in another embodiment of this invention, it is 10%. Furthermore, in another embodiment of this invention, it is 8%.

A preferable content range is, for example, 1 to 8% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 5 to 10%. In another embodiment of the present invention, it is 7 to 15%. Furthermore, in another embodiment of this invention, it is 11 to 20%. Furthermore, in another embodiment of this invention, it is 13 to 20%. Furthermore, in another embodiment of this invention, it is 15 to 30%. Furthermore, in another embodiment of this invention, it is 17-30%. Furthermore, in another embodiment of this invention, it is 20 to 35%. Furthermore, in another embodiment of this invention, it is 25 to 35%. Furthermore, in another embodiment of this invention, it is 30 to 40%. Furthermore, in another embodiment of this invention, it is 35 to 50%. Furthermore, in another embodiment of this invention, it is 40 to 50%.

Furthermore, a preferable range of the content is, for example, 50 to 45% with respect to the total amount of the liquid crystal composition of the present invention in one embodiment of the present invention. In another embodiment of the present invention, it is 40 to 35%. Furthermore, in another embodiment of this invention, it is 35-25%. Furthermore, in another embodiment of this invention, it is 30 to 23%. Furthermore, in another embodiment of this invention, it is 20 to 16%. Furthermore, in another embodiment of this invention, it is 15 to 10%. Furthermore, in another embodiment of this invention, it is 10 to 7%. Furthermore, in another embodiment of this invention, it is 8-4%.
When emphasizing solubility at low temperatures, the effect is high when the content is set to be large. On the other hand, when the response speed is important, the effect is high when the content is set low. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.
More specifically, the compound represented by the formula (II-a) is preferably a compound described below.

Furthermore, a compound represented by formula (II-a-1), formula (II-a-2), formula (II-a-3) or formula (II-a-6) is preferred.
Furthermore, the liquid crystal composition of the present invention may contain a compound selected from the group of compounds represented by formula (II-b) having a structure similar to that of the compound represented by formula (II).

(Wherein R ¹¹ represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and R ¹² represents an alkyl group having 1 to 5 carbon atoms. Group, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.)
The compound represented by the general formula (II-b) is preferably 1% by mass or more and 6% by mass or less, and preferably 2% by mass or more and 7% by mass or less based on the total amount of the liquid crystal composition of the present invention. Is more preferably 3% by mass or more and 8% by mass or less, more preferably 4% by mass or more and 9% by mass or less, and more preferably 6% by mass or more and 12% by mass or less. More preferably, they are 10 mass% or more and 15 mass% or less, More preferably, they are 10 mass% or more and 21 mass% or less, More preferably, they are 12 mass% or more and 22 mass% or less, 15 mass% or more and 24 mass% or less. % Or less, more preferably 18% by mass or more and 25% by mass or less, and particularly preferably 21% by mass or more and 30% by mass or less.

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

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

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

In the liquid crystal composition of the present invention, the content of the compound represented by the general formula (III-a) is such that solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drop mark Therefore, it is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy. The lower limit of the preferable content is, for example, 3% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Or in another embodiment of the present invention it is 5%. In another embodiment of the present invention, it is 6%. Furthermore, in another embodiment of this invention, it is 8%. Furthermore, in another embodiment of this invention, it is 10%. Furthermore, in another embodiment of the present invention it is 12%. Furthermore, in another embodiment of this invention, it is 15%. Furthermore, in another embodiment of this invention, it is 20%. Furthermore, in another embodiment of this invention, it is 25%. Furthermore, in another embodiment of this invention, it is 30%.

Furthermore, the upper limit value of the preferable content is, for example, 50% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 40%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 20%. Furthermore, in another embodiment of this invention, it is 15%. Furthermore, in another embodiment of this invention, it is 10%. Furthermore, in another embodiment of this invention, it is 5%.

A preferable range of the content is, for example, 3 to 15% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 5-15%. In another embodiment of the present invention, it is 6 to 15%. Furthermore, in another embodiment of this invention, it is 8 to 20%. Furthermore, in another embodiment of this invention, it is 10 to 30%. Furthermore, in another embodiment of this invention, it is 12 to 30%. Furthermore, in another embodiment of this invention, it is 15 to 30%. Furthermore, in another embodiment of this invention, it is 20 to 35%. Furthermore, in another embodiment of this invention, it is 25 to 40%. Furthermore, in another embodiment of this invention, it is 30 to 50%.

Further, the preferable content range is, for example, 50 to 40% in one form of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 40 to 30%. Furthermore, in another embodiment of this invention, it is 35-25%. Furthermore, in another embodiment of this invention, it is 30 to 20%. Furthermore, in another embodiment of this invention, it is 20 to 15%. Furthermore, in another embodiment of this invention, it is 15 to 10%. Furthermore, in another embodiment of this invention, it is 10 to 5%. Furthermore, in another embodiment of this invention, it is 5 to 3%.
When a high birefringence is obtained, the effect is high when the content is set to be large. On the other hand, when high Tni is emphasized, the effect is high when the content is set low. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.
More specifically, the compound represented by the formula (III-a) is preferably a compound described below.

A compound represented by formula (III-a-2), formula (III-a-3) or formula (III-a-4) is preferred.
Furthermore, a compound selected from the group of compounds represented by formula (III-b) having a structure similar to that of the compound represented by formula (III) can be contained.

(Wherein R ¹¹ represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and R ¹² represents an alkyl group having 1 to 5 carbon atoms. A group, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, X ¹¹ and X ¹² each independently represent a fluorine atom or a hydrogen atom, and either X ¹¹ or X ¹² One is a fluorine atom.)
The compound represented by the general formula (III-b) is preferably 2% by mass or more, more preferably 4% by mass, more preferably 5% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. More preferably, it is more preferably 6% by mass or more, more preferably 9% by mass or more, more preferably 12% by mass or more, and more preferably 14% by mass or more, It is more preferably 16% by mass or more, more preferably 18% by mass or more, more preferably 20% by mass or more, and particularly preferably 22% by mass or more. Moreover, as a ratio which can be contained at the maximum, 30 mass% or less is preferable, 25 mass% or less is more preferable, 24 mass% or less is further more preferable, and 23 mass% or less is especially preferable.
The range of the preferable content is preferably 2% by mass or more and 23% by mass or less, more preferably 4% by mass or more and 23% by mass or less, more preferably 5% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is more preferably 23% by mass or less, more preferably 6% by mass or more and 24% by mass or less, more preferably 9% by mass or more and 25% by mass or less, and more preferably 12% by mass or more and 25% by mass or less. Is more preferably 14% by mass or more and 25% by mass or less, more preferably 16% by mass or more and 25% by mass or less, and more preferably 18% by mass or more and 30% by mass or less. Preferably, the content is 20% by mass or more and 30% by mass or less, and particularly preferably 22% by mass or more and 30% by mass or less.

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

Furthermore, the compound represented by the general formula (IV) is preferably a compound selected from the group of compounds represented by the general formula (IV-a), for example.

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

In the liquid crystal composition of the present invention, the content of the compound represented by the general formula (IV-a) is such that solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, dropping trace Therefore, it is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy. The lower limit of the preferable content is, for example, 3% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Or in another embodiment of the present invention it is 5%. In another embodiment of the present invention, it is 7%. Furthermore, in another embodiment of this invention, it is 10%. Furthermore, in another embodiment of this invention, it is 14%. Furthermore, in another embodiment of this invention, it is 16%. Furthermore, in another embodiment of this invention, it is 20%. Furthermore, in another embodiment of the present invention, it is 23%. Furthermore, in another embodiment of this invention, it is 26%. Furthermore, in another embodiment of this invention, it is 30%.

A preferable range of the content is, for example, 3 to 15% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 5-15%. In another embodiment of the present invention, it is 7 to 15%. Furthermore, in another embodiment of this invention, it is 10 to 20%. Furthermore, in another embodiment of this invention, it is 14 to 30%. Furthermore, in another embodiment of this invention, it is 16 to 30%. Furthermore, in another embodiment of this invention, it is 20-30%. Furthermore, in another embodiment of this invention, it is 23 to 35%. Furthermore, in another embodiment of this invention, it is 26-40%. Furthermore, in another embodiment of this invention, it is 30 to 50%.

Further, the preferable content range is, for example, 50 to 40% in one form of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 40 to 30%. Furthermore, in another embodiment of this invention, it is 35-25%. Furthermore, in another embodiment of this invention, it is 30 to 20%. Furthermore, in another embodiment of this invention, it is 20 to 15%. Furthermore, in another embodiment of this invention, it is 15 to 10%. Furthermore, in another embodiment of this invention, it is 10 to 5%. Furthermore, in another embodiment of this invention, it is 5 to 3%.
More specifically, the compound represented by the formula (IV-a) is preferably a compound described below.

A compound represented by the formula (IV-a-2) is preferable.
Furthermore, the compound represented by the general formula (IV) is preferably a compound selected from the group of compounds represented by the general formula (IV-b), for example.

(R ²⁵ represents an alkyl group having 1 to 5 carbon atoms, and R ²⁶ represents an alkoxy group having 1 to 4 carbon atoms.)
There are no particular restrictions on the types of compounds that can be combined, but depending on the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence, one of these compounds can be used. It is preferable to contain three types.

The content of the compound represented by the general formula (IV-b) is preferably adjusted according to required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. It is preferably at least 4% by mass, more preferably at least 4% by mass, and even more preferably at least 8% by mass. Moreover, as a ratio which can be contained to the maximum, 24 mass% or less is preferable, 18 mass% or less is more preferable, and 14 mass% or less is further more preferable.
The content range is preferably 1% by mass to 14% by mass, more preferably 4% by mass to 18% by mass, and still more preferably 8% by mass to 24% by mass.

Further, the compound represented by the general formula (IV-b) is also preferably a compound represented by the formula (IV-b-1) to the formula (IV-b-4), for example, among them A compound represented by -b-3) is preferred.

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

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

In the liquid crystal composition of the present invention, the content of the compound represented by the general formula (IV-c) is low temperature solubility, transition temperature, electrical reliability, birefringence index, process suitability, dropping trace. Therefore, it is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy. The lower limit of the preferable content is, for example, 3% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Or in another embodiment of the present invention it is 5%. In another embodiment of the present invention, it is 7%. Furthermore, in another embodiment of this invention, it is 10%. Furthermore, in another embodiment of this invention, it is 14%. Furthermore, in another embodiment of this invention, it is 16%. Furthermore, in another embodiment of this invention, it is 20%. Furthermore, in another embodiment of the present invention, it is 23%. Furthermore, in another embodiment of this invention, it is 26%. Furthermore, in another embodiment of this invention, it is 30%.

Furthermore, the preferable range of the content is, for example, 50 to 40% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the present invention, it is 40 to 30%. Furthermore, in another embodiment of this invention, it is 35-25%. Furthermore, in another embodiment of this invention, it is 30 to 20%. Furthermore, in another embodiment of this invention, it is 20 to 15%. Furthermore, in another embodiment of this invention, it is 15 to 10%. Furthermore, in another embodiment of this invention, it is 10 to 5%. Furthermore, in another embodiment of this invention, it is 5 to 3%.

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

Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., the compound represented by formula (IV-c-1) Even if it contains a compound represented by -c-2), it contains both a compound represented by formula (IV-c-1) and a compound represented by formula (IV-c-2). Or all of the compounds represented by formulas (IV-c-1) to (IV-c-3) may be included. The content of the compound represented by the formula (IV-c-1) or the formula (IV-c-2) is preferably 3% by mass with respect to the total amount of the liquid crystal composition of the invention. More preferably, it is 7% by mass or more, more preferably 9% by mass or more, more preferably 11% by mass or more, and more preferably 12% by mass or more. It is preferably 13% by mass or more, more preferably 18% by mass or more, and particularly preferably 21% by mass or more. Moreover, as a ratio which can be contained at maximum, 40 mass% or less is preferable, 30 mass% or less is more preferable, and 25 mass% or less is further more preferable.
Furthermore, the range of preferable content is preferably 3% by mass or more and 25% by mass or less, more preferably 5% by mass or more and 25% by mass or less, and more preferably 7% by mass or more and 25% by mass or less. More preferably, it is 9 to 25% by mass, more preferably 11 to 25% by mass, more preferably 12 to 25% by mass, and 13% by mass. % To 25% by mass, more preferably 18% to 30% by mass, and particularly preferably 21% to 40% by mass.
The content of the compound represented by the formula (IV-c-2) is preferably 3% by mass, more preferably 5% by mass or more based on the total amount of the liquid crystal composition of the present invention. 8% by mass or more, more preferably 10% by mass or more, further preferably 12% by mass or more, further preferably 15% by mass or more, and 17% by mass or more. More preferably, it is particularly preferably 19% by mass or more. Moreover, as a ratio which can be contained at maximum, 40 mass% or less is preferable, 30 mass% or less is more preferable, and 25 mass% or less is further more preferable.
Furthermore, the range of preferable content is preferably 3% by mass or more and 25% by mass or less, more preferably 5% by mass or more and 25% by mass or less, and more preferably 8% by mass or more and 25% by mass or less. More preferably, it is 10 to 25% by mass, more preferably 12 to 25% by mass, more preferably 15 to 30% by mass, and 17% by mass. % To 30% by mass, more preferably 19% to 40% by mass.
When both the compound represented by the formula (IV-c-1) and the compound represented by the formula (IV-c-2) are contained, the total amount of both compounds is the total amount of the liquid crystal composition of the present invention. Is preferably 15% by mass or more, more preferably 19% by mass or more, still more preferably 24% by mass or more, and particularly preferably 30% by mass or more. Moreover, as a ratio which can be contained at the maximum, 45 mass% or less is preferable, 40 mass% or less is more preferable, and 35 mass% or less is further more preferable.
Further, the preferred content range is preferably 15% by mass or more and 35% by mass or less, more preferably 19% by mass or more and 40% by mass or less, and more preferably 24% by mass or more and 40% by mass or less. More preferably, it is particularly preferably 30% by mass or more and 45% by mass or less.
Further, the compound represented by the general formula (V) is preferably a compound selected from the group of compounds represented by the general formula (Va).

(R ³¹ represents an alkyl group having 1 to 5 carbon atoms, and R ³² represents an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.)
More specifically, the compound represented by the formula (Va) is preferably a compound described below.

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

(R ³³ represents an alkenyl group having 2 to 5 carbon atoms, and R ³² each independently represents an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.)
The content is preferably adjusted according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like, preferably 4% by mass or more, and preferably 6% by mass or more. More preferably, it is more preferably 10% by mass or more. Moreover, as a ratio which can be contained at the maximum, 23 mass% or less is preferable, 18 mass% or less is more preferable, and 13 mass% or less is further more preferable.
Furthermore, the preferable range of the content is preferably 4% by mass to 13% by mass, more preferably 6% by mass to 18% by mass, and still more preferably 10% by mass to 23% by mass.

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

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

(R ³¹ represents an alkyl group having 1 to 5 carbon atoms, and R ³⁴ represents an alkoxy group having 1 to 4 carbon atoms.)
The content of the compound represented by the general formula (Vc) is preferably adjusted according to required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. It is preferably at least 6% by mass, more preferably at least 6% by mass, and even more preferably at least 10% by mass. Moreover, as a ratio which can be contained at the maximum, 23 mass% or less is preferable, 18 mass% or less is more preferable, and 13 mass% or less is further more preferable.

Furthermore, the preferable range of the content is preferably 4% by mass or more and 13% by mass or less, more preferably 6% by mass or more and 18% by mass or less, and further preferably 10% by mass or more and 23% by mass or less.

Further, the compound represented by the general formula (Vc) is preferably a compound selected from the group of compounds represented by the formula (Vc-1) to the formula (Vc-3), In particular, a compound represented by the formula (Vc-3) is preferable.

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

(R ²¹ and R ²² each independently represents an alkenyl group having 2 to 5 carbon atoms, an alkyl group having 1 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.)
The content of the compound represented by the general formula (VI) is preferably adjusted according to required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The above is preferable, more preferably 8% by mass or more, and further preferably 12% by mass or more. Moreover, as a ratio which can be contained to the maximum, 24 mass% or less is preferable, 18 mass% or less is more preferable, and 14 mass% or less is further more preferable.

Furthermore, the preferable range of the content is preferably 4% by mass or more and 14% by mass or less, more preferably 8% by mass or more and 18% by mass or less, and further preferably 12% by mass or more and 24% by mass or less.

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

The content of the compound represented by the general formula (VI) is preferably adjusted according to required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The above is preferable, more preferably 8% by mass or more, and further preferably 12% by mass or more. Moreover, as a ratio which can be contained to the maximum, 24 mass% or less is preferable, 18 mass% or less is more preferable, and 14 mass% or less is further more preferable.

Furthermore, the compound represented by the general formula (L) is preferably a compound selected from the compound group represented by the general formula (VII), for example.

(R ²¹ and R ²² each independently represents an alkenyl group having 2 to 5 carbon atoms, an alkyl group having 1 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.)
Of these compounds, only one kind or two or more kinds may be contained, but it is preferable to combine them appropriately according to the required performance. There are no particular restrictions on the types of compounds that can be combined, but depending on the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence, one of these compounds can be used. Two types are preferably contained, and one to three types are particularly preferably contained.

The content of the compound represented by the general formula (VII) is preferably 1% by mass or more, more preferably 2% by mass or more, more preferably 3% by mass with respect to the total amount of the liquid crystal composition of the present invention. More preferably, it is more preferably 4% by mass or more, and particularly preferably 5% by mass or more. Moreover, as a ratio which can be contained at the maximum, 15 mass% or less is preferable, 12 mass% or less is more preferable, and 7 mass% or less is further more preferable.

Furthermore, the preferable range of the content is preferably 1% by mass or more and 7% by mass or less, more preferably 2% by mass or more and 7% by mass or less, and more preferably 3% by mass or more and 12% by mass or less. More preferably, it is 4% by mass or more and 12% by mass or less, more preferably 5% by mass or more and 15% by mass or less.

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

Furthermore, the compound represented by the general formula (L) is preferably a compound selected from the group represented by the general formula (VIII).

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

The lower limit of the preferable content is, for example, 2% in one embodiment with respect to the total amount of the liquid crystal composition of the present invention. Furthermore, in another embodiment of this invention, it is 4%. Furthermore, in another embodiment of this invention, it is 7%. Furthermore, in another embodiment of this invention, it is 10%. Furthermore, in another embodiment of the present invention it is 12%. Furthermore, in another embodiment of this invention, it is 15%. Furthermore, in another embodiment of the present invention it is 17%. Furthermore, in another embodiment of the present invention it is 18%. Furthermore, in another embodiment of this invention, it is 20%. Furthermore, in another embodiment of this invention, it is 22%.

Further, as an upper limit value of the preferable content, for example, in one embodiment of the present invention, it is 40% with respect to the total amount of the liquid crystal composition of the present invention. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 25%. Furthermore, in another embodiment of this invention, it is 20%. Furthermore, in another embodiment of this invention, it is 15%. Furthermore, in another embodiment of this invention, it is 10%. Furthermore, in another embodiment of this invention, it is 5%. Furthermore, in another embodiment of this invention, it is 4%.

A preferable content range is, for example, 2 to 10% in one embodiment with respect to the total amount of the liquid crystal composition of the present invention. Furthermore, in another embodiment of this invention, it is 4 to 10%. Furthermore, in another embodiment of this invention, it is 7 to 15%. Furthermore, in another embodiment of this invention, it is 10 to 20%. Furthermore, in another embodiment of this invention, it is 12 to 20%. Furthermore, in another embodiment of this invention, it is 15-25%. Furthermore, in another embodiment of this invention, it is 17-30%. Furthermore, in another embodiment of this invention, it is 18 to 30%. Furthermore, in another embodiment of this invention, it is 20-30%. Furthermore, in another embodiment of this invention, it is 22 to 40%.

Further, as a more preferable content range, for example, in one embodiment of the present invention, it is 40 to 30% with respect to the total amount of the liquid crystal composition of the present invention. Furthermore, in another embodiment of this invention, it is 30-25%. Furthermore, in another embodiment of this invention, it is 25 to 20%. Furthermore, in another embodiment of this invention, it is 20 to 15%. Furthermore, in another embodiment of this invention, it is 15 to 10%. Furthermore, in another embodiment of this invention, it is 10 to 5%. Furthermore, in another embodiment of this invention, it is 5 to 4%. Furthermore, in another embodiment of the present invention, it is 4 to 3%.

Furthermore, the compound represented by the general formula (VIII) is preferably a compound represented by the general formula (VIII-a).

(In the formula, R ⁵¹ and R ⁵² each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.)
The compound represented by the general formula (VIII-a) is preferably contained in an amount of 1% by mass or more, more preferably 2% by mass or more, more preferably 3% by mass or more, based on the total amount of the liquid crystal composition of the present invention. It is more preferable to contain it, and it is especially preferable to contain 4 mass% or more. Moreover, as a ratio which can be contained at the maximum, 15 mass% or less is preferable, 10 mass% or less is more preferable, and 8 mass% or less is further more preferable.

Furthermore, the preferable range of the content is preferably 1% by mass or more and 8% by mass or less, more preferably 2% by mass or more and 10% by mass or less, with respect to the total amount of the liquid crystal composition of the present invention. The content is more preferably from 10% by mass to 10% by mass, and particularly preferably from 4% by mass to 15% by mass.

Further, the compound represented by the general formula (VIII-a) is preferably a compound represented by the formula (VIII-a-1) to the formula (VIII-a-4). It is preferable that it is a compound represented by 2).

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

(In the formula, R ⁵¹ and R ⁵² each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types. Furthermore, in another embodiment of this invention, they are three or more types.

The compound represented by the general formula (VIII-b) is preferably contained in an amount of 2% by mass or more, more preferably 4% by mass or more, more preferably 7% by mass or more, based on the total amount of the liquid crystal composition of the present invention. It is more preferable to contain it, and it is especially preferable to contain 8 mass% or more. Moreover, as a ratio which can be contained at the maximum, 16 mass% or less is preferable, 13 mass% or less is more preferable, and 11 mass% or less is further more preferable.

A preferable content range is 2 to 11% by mass, more preferably 4 to 13% by mass, and further preferably 7 to 16% by mass. It is particularly preferable to contain 8% by mass or more and 16% by mass or less.

Further, the compound represented by the general formula (VIII-b) is preferably a compound represented by the formula (VIII-b-1) to the formula (VIII-b-3).

Furthermore, the compound represented by the general formula (VIII) is preferably a compound represented by the general formula (VIII-c).

(Wherein R ⁵¹ and R ⁵² each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or alkoxy having 1 to 4 carbon atoms, and X ⁵¹ and X ⁵² Each independently represents a fluorine atom or a hydrogen atom, wherein at least one of X ⁵¹ and X ⁵² is a fluorine atom, and at the same time, neither of them is a fluorine atom.)
Further, the compound represented by the general formula (VIII-c) is preferably a compound represented by the general formula (VIII-c-1).

(In the formula, R ⁵¹ and R ⁵² each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.)
The compound represented by the general formula (VIII-c-1) is preferably contained in an amount of 1% by mass or more, more preferably 2% by mass or more based on the total amount of the liquid crystal composition of the present invention. % Or more is more preferable, and 4% by mass or more is particularly preferable. Moreover, as a ratio which can be contained at the maximum, 15 mass% or less is preferable, 10 mass% or less is more preferable, and 8 mass% or less is further more preferable.

Furthermore, a preferable content range is 1 to 8% by mass, preferably 2 to 10% by mass, more preferably 3 to 10% by mass. More preferably, it is particularly preferably 4 to 15% by mass.

Further, the compound represented by the general formula (VIII-c-1) is preferably a compound represented by the formula (VIII-c-1-1) to the formula (VIII-c-1-3), A compound represented by the formula (VIII-c-1-1) is preferable.

Furthermore, the compound represented by the general formula (VIII-c) is preferably a compound represented by the general formula (VIII-c-2).

(In the formula, R ⁵¹ and R ⁵² each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.)
The compound represented by the general formula (VIII-c-2) is preferably contained in an amount of 1% by mass or more, more preferably 2% by mass or more, based on the total amount of the liquid crystal composition of the present invention. % Or more is more preferable, and 4% by mass or more is particularly preferable. Moreover, as a ratio which can be contained at the maximum, 15 mass% or less is preferable, 10 mass% or less is more preferable, and 8 mass% or less is further more preferable.

Further, the compound represented by the general formula (VIII-c-2) is a compound represented by the formula (VIII-c-2-1) to the formula (VIII-c-2-3). A compound represented by the formula (VIII-c-2-1) is preferable.

Furthermore, the compound represented by the general formula (VIII) is preferably a compound represented by the general formula (VIII-d).

(Expressed in the ^formula, each of ^{R 51} and ^{R 52} are independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 2 to ^{5 X 51} and X ⁵² each independently represents a fluorine atom or a hydrogen atom, and at the same time, neither of them is a fluorine atom.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, it is two or more types.

Moreover, as an upper limit of preferable content, for example, in one embodiment of the present invention, it is 40% with respect to the total amount of the liquid crystal composition of the present invention. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 25%. Furthermore, in another embodiment of this invention, it is 20%. Furthermore, in another embodiment of this invention, it is 15%. Furthermore, in another embodiment of this invention, it is 10%. Furthermore, in another embodiment of this invention, it is 5%. Furthermore, in another embodiment of this invention, it is 4%.
Furthermore, the preferable range of the content is, for example, 2 to 10% in one embodiment with respect to the total amount of the liquid crystal composition of the present invention. Furthermore, in another embodiment of this invention, it is 4% -15. Furthermore, in another embodiment of this invention, it is 7% -20. Furthermore, in another embodiment of this invention, it is 10 to 20%. Furthermore, in another embodiment of this invention, it is 12-25%. Furthermore, in another embodiment of this invention, it is 15-25%. Furthermore, in another embodiment of this invention, it is 17-30%. Furthermore, in another embodiment of this invention, it is 18 to 30%. Furthermore, in another embodiment of this invention, it is 20-30%. Furthermore, in another embodiment of this invention, it is 22% -40.

When the embodiment of high Tni is desired for the liquid crystal composition of the present invention, it is preferable to increase the content of the compound represented by formula (VIII-d), and when the embodiment with low viscosity is desired It is preferable to reduce the amount.

Furthermore, the compound represented by the general formula (VIII-d) is preferably a compound represented by the general formula (VIII-d-1).

(In the formula, R ⁵¹ and R ⁵² each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.)
Further, the compound represented by the general formula (VIII-d-1) is preferably a compound represented by the formula (VIII-d-1-1) to the formula (VIII-d-1-4), A compound represented by formula (VIII-d-1-1) or / and formula (VIII-d-1-2) is preferable.

Furthermore, the compound represented by the general formula (VIII-d) is preferably a compound represented by the general formula (VIII-d-2).

(In the formula, R ⁵¹ and R ⁵² each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.)
Further, the compound represented by the general formula (VIII-d-2) is preferably a compound represented by the formula (VIII-d-2-1) to the formula (VIII-d-2-4), A compound represented by formula (VIII-d-2-1) or / and formula (VIII-d-2-2) is preferable.

The liquid crystal composition of the present invention may further contain one or more compounds represented by the general formula (IX-a).

(Wherein R ⁶¹ and R ⁶² each independently represent a linear alkyl group having 1 to 10 carbon atoms, a linear alkoxy group having 1 to 10 carbon atoms, or a linear alkenyl group having 2 to 10 carbon atoms). To express.)
There are no particular restrictions on the types of compounds that can be combined, but depending on the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence, one of these compounds can be used. It is preferable to contain three types, more preferably one to four types, and particularly preferably one to five or more types. Moreover, as a ratio which can be contained at the maximum, 35 mass% or less is preferable, 25 mass% or less is more preferable, and 15 mass% or less is further more preferable.
Furthermore, the range of preferable content is preferably 25% by mass or more and 35% by mass or less, more preferably 15% by mass or more and 25% by mass or less, and further preferably 5% by mass or more and 15% by mass or less.

As the compound represented by the general formula (IX-a), specifically, the following compounds can be preferably used.

The liquid crystal composition of the present invention can further contain one or more compounds represented by the general formula (IX-b).

(Wherein R ⁷¹ and R ⁷² each independently represents a linear alkyl group having 1 to 10 carbon atoms, a linear alkoxy group having 1 to 10 carbon atoms, or a linear alkenyl group having 4 to 10 carbon atoms). To express.)
There are no particular restrictions on the types of compounds that can be combined, but depending on the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence, one of these compounds can be used. It is preferable to contain three types, more preferably one to four types, and particularly preferably one to five or more types. Moreover, as a ratio which can be contained at the maximum, 35 mass% or less is preferable, 25 mass% or less is more preferable, and 15 mass% or less is further more preferable.

Furthermore, the range of preferable content is preferably 25% by mass or more and 35% by mass or less, more preferably 15% by mass or more and 25% by mass or less, and further preferably 5% by mass or more and 15% by mass or less.

As the compound represented by the general formula (IX-b), specifically, the following compounds can be preferably used.

The 1,4-cyclohexyl group in the present application is preferably a trans-1,4-cyclohexyl group.

The liquid crystal composition in the present invention has the general formula (X)

(Wherein R ^X1 and R ^X2 each independently represent an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or an alkenyl group having 2 to 10 carbon atoms, and in these groups One methylene group present or two or more methylene groups not adjacent to each other may be substituted with —O— or —S—, and one or more hydrogen atoms present in these groups. The atom may be substituted with a fluorine atom or a chlorine atom,
u and v independently represent 0, 1 or 2, but u + v is 2 or less,
M ^X1 , M ^X2 and M ^X3 are independent of each other,
(A) trans-1,4-cyclohexylene group (one methylene group present in this group or two or more methylene groups not adjacent to each other may be replaced by —O— or —S—) ),
(B) 1,4-phenylene group (one —CH═ present in this group or two or more non-adjacent —CH═ may be replaced by —N═)
The hydrogen atom contained in said group (a) or group (b) is respectively substituted by the cyano group, the fluorine atom, the trifluoromethyl group, the trifluoromethoxy group, or the chlorine atom. However, when there are a plurality of M ^X2 and / or M ^X3 , they may be the same or different,
L ^X1 , L ^X2 and L ^X3 are each independently a single bond, —COO—, —OCO—, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O—, —CH═CH— or —C≡C—, and when there are a plurality of L ^X1 and / or L ^X3 , they may be the same or different,
X ^X1 and X ^X2 each independently represent a trifluoromethyl group, a trifluoromethoxy group, or a fluorine atom, and any one of X ³¹ and X ³² represents a fluorine atom. However, the compound represented by the general formula (ii-b) is excluded. It is preferable to contain one or more compounds selected from the group represented by:

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

An alkenyl group is preferable when importance is placed on improving the response speed of the display element, and an alkyl group is preferred when reliability such as voltage holding ratio is important. Examples of the alkenyl group include the following formulas (Alkenyl-1) to (Alkenyl-4)

When the chemical stability of the liquid crystal composition is required, the compound represented by the general formula (X) may not have a sulfur atom, a nitrogen atom, an ester group, a cyano group, or a chlorine atom in the molecule. preferable.
There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to desired properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types. In another embodiment of the present invention, there are three types. Furthermore, in another embodiment of this invention, they are four types. Furthermore, in another embodiment of this invention, they are five types. Furthermore, in another embodiment of the present invention, there are six types. Furthermore, in another embodiment of the present invention, there are seven types. Furthermore, in another embodiment of this invention, they are eight types. Furthermore, in another embodiment of the present invention, there are nine types. Furthermore, in another embodiment of this invention, it is ten or more types.

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

The lower limit of the preferable content is, for example, 5% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%.

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

A preferable range of the content is, for example, 5 to 25% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 10 to 35%. In another embodiment of the present invention, it is 20 to 45%. Furthermore, in another embodiment of this invention, it is 30 to 55%. Furthermore, in another embodiment of this invention, it is 40 to 65%. Furthermore, in another embodiment of this invention, it is 50 to 75%. Furthermore, in another embodiment of this invention, it is 55 to 75%. Furthermore, in another embodiment of this invention, it is 60 to 75%. Furthermore, in another embodiment of this invention, it is 65 to 75%. Furthermore, in another embodiment of this invention, it is 70 to 75%.

Further, the preferable range of the content is, for example, 75 to 45% with respect to the total amount of the liquid crystal composition of the present invention in another embodiment of the present invention. Furthermore, in another embodiment of this invention, it is 65 to 50%. Furthermore, in another embodiment of this invention, it is 55 to 40%. Furthermore, in another embodiment of this invention, it is 45 to 30%. Furthermore, in another embodiment of this invention, it is 35 to 20%. Furthermore, in another embodiment of this invention, it is 25 to 15%.

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

Furthermore, the compound represented by the general formula (X) is preferably a compound represented by the general formula (XI).

^{(Wherein, R X1} has the same meaning as ^{R X1} in the general formula ^{(X), M X1} has the same meaning as ^{M X1} in the general formula ^{(X), R X2} and ^{R X2} in the general formula (X) It represents the same meaning.)
The preferable lower limit of the content when the compound represented by the general formula (XI) is contained is, for example, 1% as one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Or in another embodiment of the present invention it is 7%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%.

Furthermore, the upper limit value of the preferable content is, for example, 55% in another embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 25%. Furthermore, in another embodiment of this invention, it is 20%.

When the compound represented by the general formula (XI) is contained, the preferred content range is preferably 5 to 35% by mass, more preferably 7 to 25% by mass, and more preferably 11 to 21%. More preferably, it is contained in an amount of 13 to 16% by mass.

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

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

An alkenyl group is preferable when importance is placed on improving the response speed of the display element, and an alkyl group is preferred when reliability such as voltage holding ratio is important.

There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to desired performance such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types. In another embodiment of the present invention, there are three types. Furthermore, in another embodiment of this invention, they are four types. Furthermore, in another embodiment of this invention, they are five or more types.

Although only 1 type may be used for the compound represented by general formula (XI), it is preferable to use 2 or more types, and it is preferable to use 3 or more types. When two or more compounds represented by general formula (XI) are used, R ^X1 represents an alkyl group having 3 to 5 carbon atoms, and R ^X2 represents an alkoxy group having 2 to 4 carbon atoms. It is preferable to use a compound of the general formula (XI) in combination. When used in combination with another compound represented by the general formula (XI), R ^X1 represents an alkyl group having 3 to 5 carbon atoms. And the content of the compound of the general formula (XI) in which R ^X2 represents an alkoxy group having 2 to 4 carbon atoms is preferably 50% by mass or more in the compound represented by the general formula (XI), More preferably, it is 70 mass% or more, and it is still more preferable that it is 80 mass% or more. A preferred range is preferably 50% by mass or more and 70% by mass or less, more preferably 70% by mass or more and 80% by mass or less, and further preferably 80% by mass or more and 100% or less.

In the general formula (XI), M ^X1 represents a 1,4-cyclohexylene group, a 1,4-phenylene group or a tetrahydropyran-2,5-diyl group, but M ^X1 represents a 1,4-phenylene group One or more hydrogen atoms in the 1,4-phenylene group may be substituted with a fluorine atom, but a 1,4-cyclohexylene group or a 1,4-phenylene group is preferred and more specific. In the display element and the liquid crystal display produced using the liquid crystal composition of the present invention, when the response speed is important, it is preferable to represent a 1,4-phenylene group, and when the operating temperature range is important, That is, when a high operating temperature range (high T _ni ) is required, it preferably represents a 1,4-cyclohexylene group, and when it represents a 1,4-phenylene group, 1 in the benzene ring One or more hydrogen atoms may be substituted with fluorine, but unsubstituted, monosubstituted or disubstituted are preferred, and unsubstituted is more preferred. In the case of disubstitution, it preferably represents a 2,3-difluoro-1,4-phenylene group.
The compound represented by the general formula (XI) is specifically the following general formula (XI-1) and / or general formula (XI-2)

(Wherein R ^X11 , R ^X21 , R ^X12 and R ^X22 each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or Represents an alkenyloxy group having 2 to 5 carbon atoms.)
It is preferable that it is a compound chosen from the group represented by these.
When R ^X21 , R ^X12 and R ^X22 are alkenyl groups, the number of carbon atoms is preferably 4 to 5. R ^X11 is preferably an alkyl group or an alkenyl group, more preferably an alkyl group, R ^X21 and R ^X22 are preferably an alkyl group or an alkoxy group, and an alkoxy group or an alkenyloxy group is used to increase the absolute value of Δε. And preferably an alkoxy group, and R ^X12 is preferably an alkyl group or an alkenyl group, and more preferably an alkyl group.

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

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

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

Furthermore, the compound represented by the general formula (X) is preferably a compound represented by the general formula (XII).

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

Furthermore, the upper limit value of the preferable content is, for example, 55% in another embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Furthermore, in another embodiment of the present invention, it is 45%. Furthermore, in another embodiment of the present invention, it is 35%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 25%. Furthermore, in another embodiment of this invention, it is 20%. Furthermore, in another embodiment of this invention, it is 15%.

Furthermore, the preferable range of the content is, for example, 1 to 15% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 5 to 20%. Alternatively, in another embodiment of the present invention, it is 10 to 25%. In another embodiment of the present invention, it is 11 to 25%. In another embodiment of the present invention, it is 14 to 30%. In another embodiment of the present invention, it is 20 to 35%. Furthermore, in another embodiment of this invention, it is 30 to 45%. Furthermore, in another embodiment of this invention, it is 40 to 55%.

Furthermore, the upper limit of the preferable content is, for example, 55 to 45% with respect to the total amount of the liquid crystal composition of the present invention in another embodiment of the present invention. Furthermore, in another embodiment of this invention, it is 45 to 35%. Furthermore, in another embodiment of this invention, it is 35-25%. Furthermore, in another embodiment of this invention, it is 30 to 20%. Furthermore, in another embodiment of this invention, it is 25 to 15%. Furthermore, in another embodiment of this invention, it is 20 to 10%. Furthermore, in another embodiment of this invention, it is 15 to 10%.

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

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

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

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

The compounds represented by formula (XII-1-1) to formula (XII-1-4) are more preferred, and the compounds represented by formula (XII-1-1) to formula (XII-1- The compound represented by 3) is more preferred, and the compounds represented by formula (XII-1-1) and formula (XII-1-3) are particularly preferred.
When the compound represented by the general formula (XII-1) has an alkenyl group, specifically, the following formulas (XII-1-10) to (XII-1-13)

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

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

The compounds represented by formula (XII-2-1) to formula (XII-2-4) are more preferred, and the compounds represented by formula (XII-2-1) to formula (XII-2- The compound represented by 3) is more preferred, and the compounds represented by formula (XII-2-1) and formula (XII-2-3) are particularly preferred.
When the compound represented by the general formula (XII-2) has an alkenyl group, specifically, the following formulas (XII-2-10) to (XII-2-13)

There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to desired performance such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types. In another embodiment of the present invention, there are three types. Furthermore, in another embodiment of this invention, they are four types. Furthermore, in another embodiment of this invention, they are five types. Furthermore, in another embodiment of the present invention, there are six types. Furthermore, in another embodiment of the present invention, there are seven types. Furthermore, in another embodiment of this invention, they are eight types. Furthermore, in another embodiment of the present invention, there are nine types. Furthermore, in another embodiment of this invention, it is ten or more types.

When four or more compounds represented by the general formula (XII) are used, it is preferable to use a combination of the compounds represented by the formulas (XII-2-1) to (XII-2-4). The content of the compound represented by the formula (XII-2-1) to the formula (XII-2-4) is preferably 50% by mass or more in the compound represented by the general formula (XII), More preferably, it is 70 mass% or more, and it is still more preferable that it is 80 mass% or more.
The range of the preferred content is preferably 50% by mass or more and 70% by mass or less, more preferably 70% by mass or more and 80% by mass or less, and further preferably 80% by mass or more and 100% by mass or less. .

When three types of compounds represented by the general formula (XII) are used, it is preferable to use a combination of compounds represented by the formulas (XII-2-1) to (XII-2-3), The content of the compound represented by the formula (XII-2-1) to the formula (XII-2-3) is preferably 50% by mass or more in the compound represented by the general formula (XII). 70% by mass or more, more preferably 80% by mass or more.
The range of the preferred content is preferably 50% by mass or more and 70% by mass or less, more preferably 70% by mass or more and 80% by mass or less, and further preferably 80% by mass or more and 100% by mass or less. .

When two types of compounds represented by the general formula (XII) are used, it is preferable to use a combination of the compounds represented by the formulas (XII-2-1) to (XII-2-2), The content of the compound represented by the formula (XII-2-1) to the formula (XII-2-2) is preferably 50% by mass or more in the compound represented by the general formula (XII). More preferably, it is more than 80 mass%, and still more preferably 80 mass% or more.

The range of the preferred content is preferably 50% by mass or more and 70% by mass or less, more preferably 70% by mass or more and 80% by mass or less, and further preferably 80% by mass or more and 100% by mass or less. .

Furthermore, the compound represented by the general formula (X) is preferably a compound represented by the general formula (XIII).

^{(Wherein, R X1} has the same meaning as ^{R X1} in the general formula ^{(X), M X31} has the same meaning as ^{M X1} in the general formula ^{(X), R X2} and ^{R X2} in the general formula (X) The same meaning is represented, W represents 0 or 1, and X ³¹ to X ^{36 each} represents a hydrogen atom or a fluorine atom, but a combination of X ³¹ and X ^32, a combination of X ³³ and X ^34, a combination of X ³⁵ and X ³⁶ Of the combinations, at least one combination is a fluorine atom.)
There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to desired properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types. In another embodiment of the present invention, there are three types. Furthermore, in another embodiment of this invention, they are four types. Furthermore, in another embodiment of this invention, they are five or more types.

In the case where the compound represented by the general formula (XIII) is contained, the lower limit of the preferable content is, for example, one of the present invention relative to the total amount of the liquid crystal composition of the present invention when the lower limit exists. In the embodiment, it is 1%. Alternatively, in another embodiment of the present invention, it is 3%. Or in another embodiment of the present invention it is 5%. In another embodiment of the present invention, it is 8%. In another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 12%. Furthermore, in another embodiment of this invention, it is 15%. On the other hand, an embodiment where there is no lower limit, that is, 0%.

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

A preferable content range is, for example, 1 to 25% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 3 to 27%. Alternatively, in another embodiment of the present invention, it is 5 to 27%. In another embodiment of the present invention, it is 8 to 28%. In another embodiment of the present invention, it is 10 to 30%. In another embodiment of the present invention, it is 12-30%. Furthermore, in another embodiment of this invention, it is 15 to 30%.

Furthermore, the preferable content range is, for example, 35 to 25% of the total amount of the liquid crystal composition of the present invention in another embodiment of the present invention. Furthermore, in another embodiment of this invention, it is 30 to 20%. Furthermore, in another embodiment of this invention, it is 28 to 18%. Furthermore, in another embodiment of this invention, it is 27-15%. Furthermore, in another embodiment of this invention, it is 25 to 10%.

When the compound represented by the general formula (XIII) is contained, the content is preferably 0 to 30% by mass, and more preferably 0 to 25% by mass.

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

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

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

In the general formula (XIII), M ^X31 preferably represents a 1,4-cyclohexylene group, a 1,4-phenylene group or a tetrahydropyran-2,5-diyl group, but is prepared using the liquid crystal composition. In the case of placing importance on the response speed in a display element and a liquid crystal display, it is preferable to represent a 1,4-phenylene group or a tetrahydropyran-2,5-diyl group, and more preferably to represent a 1,4-phenylene group. . When the driving voltage is considered important, it preferably represents a 1,4-phenylene group or a tetrahydropyran-2,5-diyl group, and more preferably represents a tetrahydropyran-2,5-diyl group. When the operating temperature range is important, that is, when a high operating temperature range is required, it preferably represents a 1,4-cyclohexylene group or a tetrahydropyran-2,5-diyl group, and a 1,4-cyclohexylene group It is more preferable to represent. In the case of a 1,4-phenylene group, one or more hydrogen atoms in the benzene ring may be substituted with a fluorine atom, but unsubstituted, mono- or di-substituted are preferred, and in the case of di-substituted Preferably represents a 2,3-difluorobenzene-1,4-diyl group.

In the general formula (XIII), W represents 0 or 1, but it is preferable to represent 0 when the response speed is important. When the operating temperature range is important, that is, when a high operating temperature range is required. Preferably represents 1.

Compounds represented by the general formula (XIII) are represented by the following general formulas (XIII-1) to (XIII-43)

^{(Wherein, R X1} has the same meaning as ^{R X1} in the general formula ^{(X), R X2} formula (. Represents the same meaning as ^{R X2} in X)) is a compound represented by the preferred formula Compounds represented by (XIII-1) to (XIII-10), (XIII-12), (XIII-20), (XIII-22), (XIII-40) and (XIII-42) are preferred, Represented by the formulas (XIII-1), (XIII-2), (XIII-10), (XIII-12), (XIII-20), (XIII-22), (XIII-40) and (XIII-42) The compounds represented by formulas (XIII-1) and (XIII-2) are preferred, and the compound represented by formula (XIII-1) is more preferred.

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

Of the above-mentioned compounds, compounds represented by formulas (XIII-1-1) to (XIII-1-6) are preferred, and are represented by formulas (XIII-1-1), (XIII-1-2) and ( A compound represented by XIII-1-4) is preferred, and a compound represented by formula (XIII-1-2) or formula (XIII-1-4) is preferred.

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

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

The liquid crystal composition of the present invention can be used in a wide range of nematic phase-isotropic liquid phase transition temperature (T _NI ), preferably 60 to 120 ° C., preferably 70 to 100 ° C. More preferred is 70 to 90 ° C.

The liquid crystal composition of the present invention essentially comprises the compounds of formulas (i) and (ii-b), but more preferred embodiments are represented by general formulas (L) to (X). Compounds can be included. In this case, the content described below is preferable.

When the compounds represented by formula (i), formula (ii-b) and general formula (L) are contained, the total content of these compounds is preferably 45% by mass to 80% by mass, and 50-75%. % By mass is more preferable, 48 to 73% by mass is still more preferable, 50% by mass to 72% by mass is particularly preferable, and 50 to 68% by mass is most preferable.

When the compounds represented by formula (i), formula (ii-b) and general formula (X) are contained, the total content of these compounds is preferably 40 to 80% by mass, and 45 to 75% by mass Is more preferable, 47 mass% to 72 mass% is still more preferable, 50 to 70 mass% is particularly preferable, and 53 to 68 mass% is most preferable.

When the compounds represented by formula (i), formula (ii-b) and general formula (XIII) are contained, the total content of these compounds is preferably 30 to 65% by mass, and 32% to 65% by mass. % By mass is more preferred, 35 to 65% by mass is still more preferred, 37 to 63% by mass is particularly preferred, and 40 to 60% by mass is most preferred.

When the compounds represented by formula (i), formula (ii-b), general formula (L) and general formula (X) are contained, the total content of these compounds is preferably 60 to 95% by mass. 63 to 90% by mass is more preferable, 65 to 87% by mass is further preferable, and 68 to 85% by mass is particularly preferable.

When the compounds represented by formula (i), formula (ii-b), general formula (L) and general formula (XIII) are contained, the total content of these compounds is preferably 50 to 90% by mass. 55 to 85 mass% is more preferable, 58 to 80 mass% is still more preferable, 60 to 78 mass% is particularly preferable, and 62 to 75 mass% is most preferable.

When the compounds represented by formula (i), formula (ii-b), general formula (X) and general formula (XIII) are contained, the total content of these compounds is preferably 30 to 90% by mass. , 35 to 88% by mass, more preferably 40 to 85% by mass, particularly preferably 42 to 80% by mass, and most preferably 45 to 78% by mass.

When all of the compounds represented by formula (i), formula (ii-b), general formula (L), general formula (X) and general formula (XIII) are contained, the total content of these compounds Is preferably 70 to 95% by mass, more preferably 75 to 95% by mass.

In each compound constituting the liquid crystal composition in the present invention, a compound having 2 or more fluorine atoms in one molecule, specifically, formula (ii-b), general formula (X) and two or more fluorine atoms The proportion of the compound represented by the general formula (XIII) having the formula is preferably 40 to 90% by mass, more preferably 45 to 85% by mass, still more preferably 50 to 80% by mass in the liquid crystal composition. In other words, 50% by mass to 60% by mass is preferable when the response speed is important, and 60 to 80% by mass is preferable when the drive voltage is important.

The compound used in the present invention preferably has no chlorine atom in the molecule when the chemical stability of the liquid crystal composition is required. Further, the compound having a chlorine atom in the liquid crystal composition is preferably 5% or less, preferably 3% or less, preferably 1% or less, preferably 0.5% or less, It is preferable not to contain substantially. “Substantially not contained” means that only a compound containing a chlorine atom unintentionally enters the liquid crystal composition, such as a compound produced as an impurity during compound production.

The compound used in the present invention does not have a peracid (—CO—OO—) structure in the molecule. Moreover, when importance is attached to the reliability and long-term stability of the liquid crystal composition, it is preferable not to use a compound having a cyano group or a carbonyl group. In addition, when importance is attached to stability by UV irradiation, it is desirable not to use a compound in which a chlorine atom is substituted. It is also preferable that only the compounds in which all the ring structures in the molecule are 6-membered rings.

The value of the dielectric anisotropy Δε of the liquid crystal composition in the present invention is preferably −2.0 to −6.0, more preferably −2.5 to −5.0 at 25 ° C. Preferably, it is preferably from −2.5 to −4.0, but more specifically, it is preferably from −2.5 to −3.4 when the response speed is important, and the drive voltage is When importance is attached, it is preferably -3.4 to -4.0.

The value of the refractive index anisotropy Δn of the liquid crystal composition in the present invention is preferably 0.08 to 0.13 at 25 ° C., more preferably 0.09 to 0.12. More specifically, it is preferably 0.10 to 0.12 when corresponding to a thin cell gap, and preferably 0.08 to 0.10 when corresponding to a thick cell gap.

The rotational viscosity (γ ₁ ) of the liquid crystal composition in the invention is preferably 150 or less, more preferably 130 or less, and particularly preferably 120 or less.

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

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

The liquid crystal composition of the present invention, in the case of using the active matrix display device, it is necessary to have a 10 ¹² (Ω · m) or more in specific resistance, 10 ¹³ (Ω · m) is preferable, 10 ¹⁴ (Ω · m) or more is more preferable.

The liquid crystal composition of the present invention may contain a normal nematic liquid crystal, a smectic liquid crystal, a cholesteric liquid crystal, an antioxidant, an ultraviolet absorber, a polymerizable monomer, and the like in addition to the above-described compounds.

As the polymerizable monomer, the general formula (P)

(Wherein, X ⁷ and X ⁸ each independently represent a hydrogen atom or a methyl group,
Sp ¹ and Sp ² are each independently a single bond, an alkylene group having 1 to 8 carbon atoms, or —O— (CH ₂ ) _s — (wherein _s represents an integer of 2 to 7, Represents an aromatic ring).
Z ² represents —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —CF ₂ O—, —OCF ₂ —, —CH ₂ CH ₂ —, —CF ₂ CF ₂ —, —CH═ CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH ₂ CH ₂ —, —OCO—CH ₂ CH ₂ —, —CH ₂ CH ₂ —COO—, —CH ₂ CH ₂ —OCO—, —COO—CH ₂ —, —OCO—CH ₂ —, —CH ₂ —COO—, —CH ₂ —OCO—, —CY ¹ ═CY ² — (Wherein Y ¹ and Y ² each independently represents a fluorine atom or a hydrogen atom), —C≡C— or a single bond;
B represents a 1,4-phenylene group, a trans-1,4-cyclohexylene group or a single bond, and all 1,4-phenylene groups in the formula may have any hydrogen atom substituted by a fluorine atom. good. ) Is preferred.

X ⁷ and X ⁸ are both diacrylate derivatives each representing a hydrogen atom, and both are dimethacrylate derivatives having a methyl group, and compounds in which one represents a hydrogen atom and the other represents a methyl group are also preferred. As for the polymerization rate of these compounds, diacrylate derivatives are the fastest, dimethacrylate derivatives are slow, asymmetric compounds are in the middle, and a preferred embodiment can be used depending on the application. In the PSA display element, a dimethacrylate derivative is particularly preferable.

Sp ¹ and Sp ² each independently represent a single bond, an alkylene group having 1 to 8 carbon atoms or —O— (CH ₂ ) _s —, but at least one of them is a single bond in a PSA display element. A compound in which both represent a single bond or one in which one represents a single bond and the other represents an alkylene group having 1 to 8 carbon atoms or —O— (CH ₂ ) _s — is preferable. In this case, 1 to 4 alkyl groups are preferable, and s is preferably 1 to 4.

Z ¹ is —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —CF ₂ O—, —OCF ₂ —, —CH ₂ CH ₂ —, —CF ₂ CF ₂ — or a single bond Are preferred, —COO—, —OCO— or a single bond is more preferred, and a single bond is particularly preferred.

B represents a 1,4-phenylene group, trans-1,4-cyclohexylene group or a single bond in which any hydrogen atom may be substituted by a fluorine atom, and a 1,4-phenylene group or a single bond is preferred. . When C represents a ring structure other than a single bond, Z ² is preferably a linking group other than a single bond, and when C is a single bond, Z ¹ is preferably a single bond.

From these points, in the general formula (P), the ring structure between Sp ¹ and Sp ² is specifically preferably the structure described below.

In the general formula (P), when C represents a single bond and the ring structure is formed of two rings, the following formulas (Pa-1) to (Pa-5)

(In the formula, both ends shall be bonded to Sp ¹ or Sp ^2. )
Is more preferable, the formula (Pa-1) to the formula (Pa-3) is more preferable, and the formula (Pa-1) is particularly preferable.

Polymerizable compounds containing these skeletons are optimal for PSA-type liquid crystal display elements because of their ability to regulate alignment after polymerization, and display alignment is suppressed, or display unevenness is suppressed or does not occur at all.

From the above, as the polymerizable monomer, the general formula (Pa-1-1) to the general formula (Pa-1-4) are particularly preferable, and the general formula (Pa-1-2) is most preferable.

(In the formula, Sp ² represents an alkylene group having 2 to 5 carbon atoms.)
In the case of adding a monomer to the liquid crystal composition of the present invention, the polymerization proceeds even when no polymerization initiator is present, but may contain a polymerization initiator in order to accelerate the polymerization. Examples of the polymerization initiator include benzoin ethers, benzophenones, acetophenones, benzyl ketals, acylphosphine oxides, and the like. Further, a stabilizer may be added in order to improve storage stability. Examples of the stabilizer that can be used include hydroquinones, hydroquinone monoalkyl ethers, tert-butylcatechols, pyrogallols, thiophenols, nitro compounds, β-naphthylamines, β-naphthols, nitroso compounds, and the like. It is done.
The liquid crystal composition in the invention can further contain a compound represented by the general formula (Q).

(Wherein, R ^Q represents a straight-chain alkyl group or branched alkyl group having from 1 22 carbon atoms, one or two or more CH ₂ groups in the alkyl group, so that the oxygen atoms are not directly adjacent a, -O -, - CH = CH -, - CO -, - OCO -, - COO -, - C≡C -, - CF 2 O -, - OCF 2 - may be replaced by, ^{M Q} is trans Represents a 1,4-cyclohexylene group, a 1,4-phenylene group or a single bond.)
^RQ represents a straight-chain 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. Linear alkyl group, linear alkoxy group, linear alkyl group in which one CH ₂ group is substituted with —OCO— or —COO—, branched alkyl group, branched alkoxy group, one CH ₂ group is —OCO— Or a branched alkyl group substituted with —COO—, a linear alkyl group having 1 to 20 carbon atoms, a 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 more preferably a branched alkyl group substituted with —OCO— or —COO—. ^MQ represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a single bond, and a trans-1,4-cyclohexylene group or a 1,4-phenylene group is preferred.

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

In the formula, R ^Q1 is preferably a linear or branched alkyl group having 1 to 10 carbon atoms, R ^Q2 is preferably a linear or branched alkyl group having 1 to 20 carbon atoms, and R ^Q3 is A straight-chain alkyl group having 1 to 8 carbon atoms, a branched-chain alkyl group, a straight-chain alkoxy group or a branched-chain alkoxy group is preferred, and L ^Q is preferably a straight-chain alkylene group or branched-chain alkylene group having 1 to 8 carbon atoms. . Of the compounds represented by general formula (Qa) to general formula (Qd), compounds represented by general formula (Qc) and general formula (Qd) are more preferable.
In the liquid crystal composition of the present invention, the compound represented by formula (Q) preferably contains one or two compounds, more preferably contains 1 to 5 compounds, and the content is 0.001. Is preferably 1 to 1% by mass, more preferably 0.001 to 0.1% by mass, and particularly preferably 0.001 to 0.05% by mass.

The polymerizable compound-containing liquid crystal composition of the present invention is useful for a liquid crystal display device, particularly useful for a liquid crystal display device for active matrix driving, and a liquid crystal display for PSA mode, PSVA mode, VA mode, IPS mode or ECB mode. It can be used for an element.

The polymerizable compound-containing liquid crystal composition of the present invention is provided with liquid crystal alignment ability by polymerizing the polymerizable compound contained therein by ultraviolet irradiation, and controls the amount of light transmitted using the birefringence of the liquid crystal composition. Used for liquid crystal display elements. 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 (in-plane switching liquid crystal display element) However, it is particularly useful for AM-LCDs and can be used for transmissive or reflective liquid crystal display elements.

The two substrates of the liquid crystal cell used in the liquid crystal display element can be made of a transparent material having flexibility such as glass or plastic, and one of them can 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 substrate is opposed so that the transparent electrode layer is on the inside. In that case, you may adjust the space | interval of a board | substrate through a spacer. In this case, it is preferable to adjust so that the thickness of the obtained light control layer is 1 to 100 μm. More preferably, the thickness is 1.5 to 10 μm. 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. In addition, when there are two polarizing plates, the polarizing axis of each polarizing plate can be adjusted so that the viewing angle and contrast are good. Furthermore, a retardation film for widening the viewing angle can also be used. Examples of the spacer include glass particles, plastic particles, alumina particles, and a photoresist material. Thereafter, a sealant such as an epoxy thermosetting composition is screen-printed on the substrates with a liquid crystal inlet provided, the substrates are bonded together, and heated to thermally cure the sealant.

As a method of sandwiching the polymerizable compound-containing liquid crystal composition between two substrates, a normal vacuum injection method or an ODF method can be used. Although it has the subject which remains after, in this invention, it can use suitably by the display element manufactured using ODF method.

As a method for polymerizing a polymerizable compound, an appropriate polymerization rate is desirable in order to obtain good alignment performance of liquid crystals. Therefore, active energy rays such as ultraviolet rays or electron beams are irradiated singly or in combination or sequentially. The method of polymerizing by is preferred. When ultraviolet rays are used, a polarized light source or a non-polarized light source may be used. In addition, when the polymerization is performed in a state where the polymerizable compound-containing liquid crystal composition is sandwiched between two substrates, at least the substrate on the irradiation surface side must be given appropriate transparency to the active energy rays. I must. Moreover, after polymerizing only a specific part using a mask during light irradiation, the orientation state of the unpolymerized part is changed by changing conditions such as an electric field, a magnetic field, or temperature, and further irradiation with active energy rays is performed. Then, it is possible to use a means for polymerization. In particular, when ultraviolet exposure is performed, it is preferable to perform ultraviolet exposure while applying an alternating electric field to the polymerizable compound-containing liquid crystal composition. The alternating electric field to be applied is preferably an alternating current having a frequency of 10 Hz to 10 kHz, more preferably a frequency of 60 Hz to 10 kHz, and the voltage is selected depending on a desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In the MVA mode liquid crystal display element, the pretilt angle is preferably controlled from 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.

The temperature during irradiation is preferably within a temperature range in which the liquid crystal state of the liquid crystal composition of the present invention is maintained. Polymerization is preferably performed at a temperature close to room temperature, that is, typically at a temperature of 15 to 35 ° C. As a lamp for generating ultraviolet rays, a metal halide lamp, a high-pressure mercury lamp, an ultra-high pressure mercury lamp, or the like can be used. Moreover, as a wavelength of the ultraviolet-rays to irradiate, it is preferable to irradiate the ultraviolet-ray of the wavelength range which is not the absorption wavelength range of a liquid crystal composition, and it is preferable to cut and use an ultraviolet-ray as needed. Intensity of ultraviolet irradiation is ^preferably from 0.1mW / cm 2 ~ 100W / cm 2, 2mW / cm 2 ~ 50W / cm 2 is more preferable. The amount of energy of ultraviolet rays to be irradiated can be adjusted as appropriate, but is preferably 10 mJ / cm ² to 500 J / cm ^{2, and} more preferably 100 mJ / cm ² to 200 J / cm ² . When irradiating with ultraviolet rays, the intensity may be changed. The time for irradiating with ultraviolet rays is appropriately selected depending on the intensity of the irradiated ultraviolet rays, but is preferably from 10 seconds to 3600 seconds, and more preferably from 10 seconds to 600 seconds.

As shown in FIG. 1, the liquid crystal display element of the present invention includes a first substrate having a common electrode made of a transparent conductive material, a pixel electrode made of a transparent conductive material, and a pixel electrode provided in each pixel. And a liquid crystal composition sandwiched between the first substrate and the second substrate, the liquid crystal molecules in the liquid crystal composition when no voltage is applied A liquid crystal display element whose orientation is substantially perpendicular to the substrate, wherein the liquid crystal composition of the present invention is used as the liquid crystal composition.

The occurrence of dripping marks is greatly affected by the injected liquid crystal material, but the influence is unavoidable depending on the configuration of the display element. In particular, color filters, thin film transistors, and the like formed in a liquid crystal display element affect the generation of drop marks depending on the combination because only a thin alignment film, a transparent electrode, and the like have members that separate the liquid crystal composition.

In particular, when the thin film transistor is an inverted staggered type, the area tends to increase because the drain electrode is formed so as to cover the gate electrode. The drain electrode is formed of a metal material such as copper, aluminum, chromium, titanium, molybdenum, and tantalum, and is generally subjected to passivation treatment. However, since the protective film is generally thin, the alignment film is also thin, and there is a high possibility that the ionic substance is not blocked, generation of a drop mark due to the interaction between the metal material and the liquid crystal composition cannot be avoided.

In the present invention, as shown in FIG. 2, the thin film transistor can be suitably used for a liquid crystal display element of an inverted staggered type, and is preferable when an aluminum wiring is used.

The liquid crystal display device using the liquid crystal composition of the present invention is useful for achieving both high-speed response and suppression of display failure, and is particularly useful for a liquid crystal display device for active matrix driving, including VA mode, PSVA mode, Applicable for PSA mode, IPS mode or ECB mode.

Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples. Further, “%” in the compositions of the following Examples and Comparative Examples means “% by mass”.

In the examples, the measured characteristics are as follows.

T _NI : Nematic phase-isotropic liquid phase transition temperature (° C)
Δn: Refractive index anisotropy at 20 ° C. Δε: Dielectric anisotropy at 20 ° C. η: Viscosity at 20 ° C. (mPa · s)
γ ₁ : rotational viscosity at 20 ° C. (mPa · s)
VHR: Voltage holding ratio (%) at 70 ° C. under conditions of frequency 60 Hz and applied voltage 5 V
VHR after heat test: THR for VHR measurement (test element group) into which a liquid crystal composition was injected was held in a constant temperature bath at 120 ° C. for 30 minutes, and then measured under the same conditions as in the VHR measurement method.

Burn-in:
The burn-in evaluation of the liquid crystal display element is based on the following four-level evaluation of the afterimage level of the fixed pattern when the predetermined fixed pattern is displayed in the display area for 1200 hours and then the entire screen is uniformly displayed. went.

◎ No afterimage (very good level)
○ Although there is very little afterimage, acceptable level (good level)
△ There is an afterimage and unacceptable level (bad level)
× Afterimages are quite bad (bad level)
Drop marks:
Evaluation of the drop marks of the liquid crystal display device was performed by the following four-stage evaluation of the drop marks that appeared white when the entire surface was displayed in black.

◎ No afterimage (very good level)
○ Although there is very little afterimage, acceptable level (good level)
△ There is an afterimage and unacceptable level (bad level)
× Afterimages are quite bad (bad level)
Process suitability:
The process suitability is that the liquid crystal is dropped by 25 pL at a time using a constant volume metering pump 100000 times in the ODF process, and the following “0 to 200 times, 201 to 400 times, 401 to 600 times, ..., 99801 to 100,000 times ”, the change in the amount of liquid crystal dropped 200 times was evaluated in the following four stages.

◎ Extremely small change (Stable liquid crystal display device can be manufactured. Very good level)
○ Although there is a slight change, acceptable level (good level)
△ Unchangeable and unacceptable level (yield deteriorated due to the occurrence of spots, bad level))
× There is a change and it is quite inferior (liquid crystal leakage and vacuum bubbles are generated) (bad level)
Solubility at low temperature:
In order to evaluate the solubility at a low temperature, after preparing the liquid crystal composition, 0.5 g of the liquid crystal composition was weighed in a 1 mL sample bottle, and the next was “−25 ° C. (−25 ° C.)” in a temperature-controlled test tank. 1 hour hold) → Temperature rise (0.1 ° C./min)→0° C. (hold 1 hour) → Temperature rise (0.1 ° C./min)→25° C. (hold 1 hour) → Temperature drop (−0. 1 ° C / min) → 0 ° C (hold for 1 hour) → temperature drop (−0.1 ° C / min) → −25 ° C. ”, and precipitates are generated from the liquid crystal composition visually. The following four-level evaluation was performed.

◎ No precipitate was observed for more than 672 hours. (Very good level)
○ No precipitate was observed for more than 336 hours. (Good level)
Precipitates were observed within Δ168 hours. (Bad level)
X Precipitates were observed within 84 hours. (Bad level)
In the examples, the following abbreviations are used for the description of compounds.
(Side chain structure and linking structure)
-n -C _n H _{2n + 1} linear alkyl group with n carbon atoms n- C _n H _{2n + 1} -linear alkyl group with n carbon atoms -On -OC _n H _{2n + 1} carbon number n Linear alkoxyl group nO- C _n H _{2n + 1} O- linear alkoxyl group of n carbon atoms -V -CH = CH ₂
V- CH ₂ = CH-
-V1 -CH = CH-CH ₃
1V- CH ₃ -CH = CH-
-2V -CH ₂ -CH ₂ -CH = CH ₃
V2- CH ₃ = CH-CH ₂ -CH _2-
-2V1 -CH ₂ -CH ₂ -CH = CH-CH ₃
1V2- CH ₃ -CH = CH-CH ₂ -CH ₂
(Ring structure)

(Comparative Example 1 and Examples 1 to 3)
Liquid crystal compositions (LC1 to LC4) having the following compositions were prepared and their physical properties were measured. The results are shown in the following table.

A VA liquid crystal display element shown in FIG. 1 was produced using each liquid crystal composition. This liquid crystal display element has an inverted staggered thin film transistor as an active element. The liquid crystal composition was injected by a dropping method, and image sticking, dropping marks, process suitability, and solubility at low temperatures were evaluated.

The symbol on the left side of the content is a description of the abbreviation of the above compound.

The liquid crystal compositions LC-2 to LC-4 of Examples 1 to 3 have lower viscosity η and rotational viscosity γ1 than the liquid crystal composition LC-1 of Comparative Example 1 that does not contain the compound of formula (i), and various It can be seen that the panel evaluation performance, process compatibility, and solubility at low temperatures are excellent.
(Examples 4 to 7)
Liquid crystal compositions (LC-5 to 8) having the following compositions were prepared and their physical properties were measured. In addition, image sticking, dripping marks, process suitability, and solubility at low temperatures were evaluated using a liquid crystal display element. The results are shown below.

In the liquid crystal compositions LC-5 to 8 of Examples 4 to 7, in the liquid crystal composition LC-6 of Example 5, the addition amount of the compound of the formula (i) is 4% by mass. Results were obtained.
(Comparative Example 2 and Examples 8 to 10)
Liquid crystal compositions (LC-9 to 12) having the following compositions were prepared and their physical properties were measured. In addition, image sticking, dripping marks, process suitability, and solubility at low temperatures were evaluated using a liquid crystal display element. The results are shown below.

The liquid crystal compositions LC-9, 10, and 12 of Examples 8 to 10 have a viscosity η and a rotational viscosity γ1 as compared with the liquid crystal composition LC-11 of Comparative Example 2 that does not include the compound of formula (ii-b). It is understood that the panel evaluation performance, process compatibility, and solubility at low temperatures are excellent.
(Examples 11 to 14)
Liquid crystal compositions (LC-13 to 16) having the following compositions were prepared and their physical properties were measured. In addition, image sticking, dripping marks, process suitability, and solubility at low temperatures were evaluated using a liquid crystal display element. The results are shown below.

Good results were obtained with the liquid crystal compositions LC-13 to 16 of Examples 11 to 14.
(Examples 15 to 18)
Liquid crystal compositions (LC-17 to 20) having the following compositions were prepared and their physical properties were measured. In addition, image sticking, dripping marks, process suitability, and solubility at low temperatures were evaluated using a liquid crystal display element. The results are shown below.

Good results were obtained with the liquid crystal compositions LC-17 to 20 of Examples 15 to 18.
(Examples 19 to 22)
Liquid crystal compositions (LC-21 to 24) having the following compositions were prepared and their physical properties were measured. In addition, image sticking, dripping marks, process suitability, and solubility at low temperatures were evaluated using a liquid crystal display element. The results are shown below.

Good results were obtained with the liquid crystal compositions LC-21 to 24 of Examples 19 to 22.
(Examples 23 to 26)
Liquid crystal compositions (LC-25 to 28) having the following compositions were prepared and their physical properties were measured. In addition, image sticking, dripping marks, process suitability, and solubility at low temperatures were evaluated using a liquid crystal display element. The results are shown below.

Good results were obtained in the liquid crystal compositions LC-25 to 28 of Examples 23 to 26.
(Example 27)
A liquid crystal composition LC-27 having the following composition was prepared, and its physical properties were measured. In addition, image sticking, dripping marks, process suitability, and solubility at low temperatures were evaluated using a liquid crystal display element. The results are shown below.

Various panel evaluation results, process suitability and solubility evaluation showed good results.
(Example 28)
The polymerizable compound shown below with respect to 99.85% of the nematic liquid crystal composition LC-33 shown in Example 27

0.15% was added and uniformly dissolved to prepare a polymerizable liquid crystal composition CLC-A. The physical properties of CLC-A were almost the same as those of the nematic liquid crystal composition shown in Example 27. CLC-A was injected by vacuum injection into a cell with ITO coated with a polyimide alignment film that induces homogeneous alignment with a cell gap of 3.5 μm. While applying a rectangular wave having a frequency of 1 kHz to the cell, the liquid crystal cell was irradiated with ultraviolet light by a high-pressure mercury lamp through a filter that cuts ultraviolet light of 320 nm or less. The cell surface was adjusted so that the irradiation intensity was 10 mW / cm 2 and irradiated for 600 seconds to obtain a vertically aligned liquid crystal display element in which the polymerizable compound in the polymerizable liquid crystal composition was polymerized. It was confirmed that the alignment regulating force for the liquid crystal compound was generated by the polymerization of the polymerizable compound.

Claims

Formula (i)

And a compound of formula (ii-b)

A liquid crystal composition having a negative dielectric anisotropy, comprising a compound represented by:
The liquid crystal composition according to claim 1, comprising 24 to 50% by mass of the compound represented by the formula (i).
General formula (L)

(Wherein R L1 and R L2 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are each independently Optionally substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
OL represents 0, 1, 2 or 3;
B L1 , B L2 and B L3 each independently represent (a) a 1,4-cyclohexylene group (one —CH 2 — present in this group or two or more —CH 2 — not adjacent to each other). May be replaced by —O—) and (b) a 1,4-phenylene group (one —CH═ present in this group or two or more —CH═ not adjacent to each other —N May be replaced by =.)
Represents a group selected from the group consisting of: The above groups (a) and (b) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
L L1 and L L2 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —OCF 2 -, -CF 2 O-, -CH = NN-CH-, -CH = CH-, -CF = CF- or -C≡C-
When OL is 2 or 3 and a plurality of L L2 are present, they may be the same or different, and when OL is 2 or 3 and a plurality of B L3 is present, they are the same However, the compound represented by the formula (i), the compound represented by the formula (ii-b), and the compound represented by the general formula (X) are excluded. The liquid crystal composition according to claim 1, comprising one or more compounds represented by the compound represented by:
The compound represented by the general formula (L) is represented by the general formula (Ic) or (II-a)

(In the formula, R 13 represents an alkyl group having 1 to 5 carbon atoms, and R 15 represents an alkoxy group having 1 to 4 carbon atoms.)

(Wherein R 11 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and R 12 represents an alkyl group having 1 to 5 carbon atoms. 4. The liquid crystal composition according to claim 3, wherein the liquid crystal composition is a compound represented by: a group, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.
Formula (X)

(Wherein R X1 and R X2 each independently represent an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or an alkenyl group having 2 to 10 carbon atoms, One methylene group present in or two or more non-adjacent methylene groups may be substituted with —O— or —S—, and one or more methylene groups present in these groups may be substituted. The hydrogen atom may be substituted with a fluorine atom or a chlorine atom,
u and v independently represent 0, 1 or 2, but u + v is 2 or less,
M X1 , M X2 and M X3 are independent of each other,
(A) trans-1,4-cyclohexylene group (one methylene group present in this group or two or more methylene groups not adjacent to each other may be replaced by —O— or —S—) ),
(B) 1,4-phenylene group (one —CH═ present in this group or two or more non-adjacent —CH═ may be replaced by —N═)
The hydrogen atom contained in said group (a) or group (b) is respectively substituted by the cyano group, the fluorine atom, the trifluoromethyl group, the trifluoromethoxy group, or the chlorine atom. However, when there are a plurality of M X2 and / or M X3 , they may be the same or different,
L X1 , L X2 and L X3 are each independently a single bond, —COO—, —OCO—, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O—, —CH═CH— or —C≡C—, and when there are a plurality of L X1 and / or L X3 , they may be the same or different,
X X1 and X X2 each independently represent a trifluoromethyl group, a trifluoromethoxy group, or a fluorine atom, and any one of them represents a fluorine atom. However, the compound represented by the formula (ii-b) is excluded. The liquid crystal composition according to claim 1, wherein the compound represented by 1) contains one or more compounds.
The compound represented by the general formula (X) is represented by the general formula (XI-1), the general formula (XII-1) or the general formula (XIII).

(Wherein R X11 and R X21 each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or 2 to 5 represents an alkenyloxy group.)

(Wherein, R X1 has the same meaning as R X1 in the general formula (X), R X2 represent the same meaning as R X2 in the general formula (X).)

(Wherein, R X1 has the same meaning as R X1 in the general formula (X), M X31 has the same meaning as M X1 in the general formula (X), R X2 and R X2 in the general formula (X) The same meaning is represented, W represents 0 or 1, and X 31 to X 36 each represents a hydrogen atom or a fluorine atom, but a combination of X 31 and X 32, a combination of X 33 and X 34, a combination of X 35 and X 36 6. The liquid crystal composition according to claim 5, wherein at least one of the combinations is a fluorine atom.
As a compound represented by the general formula (XII-1), a compound represented by the formula (ii-a)

The liquid crystal composition of Claim 6 containing the compound represented by these.
The liquid crystal composition according to claim 7, wherein the sum of the compounds represented by formula (ii-a) and formula (ii-b) is 5 to 30% by mass.
Formula (i), Formula (ii-a), Formula (ii-b), General Formula (Ic), General Formula (II-a), General Formula (XI-1), General Formula (XII-1) Or the liquid crystal composition of Claim 1 which contains the compound represented by general formula (XIII), and the total of the content is 95 mass% to 100 mass%.
The liquid crystal composition according to claim 1, comprising a reactive monomer.
A liquid crystal display device using the liquid crystal composition according to claim 1.
A liquid crystal display device using the liquid crystal composition according to claim 10.
A liquid crystal display using the liquid crystal display element according to claim 11.