TWI504731B - A liquid crystal composition, and a liquid crystal display device using the liquid crystal display device - Google Patents

Description

Liquid crystal composition and liquid crystal display element using same

The present invention relates to a liquid crystal composition and a liquid crystal display element which are used as constituent members of a liquid crystal display device or the like.

The liquid crystal display element is used for various measuring apparatuses, automobile panels, word processors, electronic notebooks, printers, computers, televisions, clocks, advertisement display boards, etc., represented by clocks and calculators. Representative examples of the liquid crystal display method include TN (Twisted Nematic) type, STN (Super Twisted Nematic) type, and TFT (Thin Film Transistor) type (Vertical Aligned, Vertical alignment type or IPS (In-Plane Switching) type. The liquid crystal composition used in the liquid crystal display elements is required to be stable to external factors such as moisture, air, heat, light, etc., and the liquid crystal phase is expressed in a wide temperature range as far as possible at room temperature, and is low in viscosity. Sex, and the driving voltage is low. Further, the liquid crystal composition is preferably an optimum value for the dielectric anisotropy (Δε) or/and the refractive index anisotropy (Δn) for each display element. Ten compounds are composed.

In the vertical alignment type display, a liquid crystal composition having a negative Δ ε is used, and it is widely used in liquid crystal TV (TeleVision, television) and the like. On the other hand, low voltage drive, high speed response, and wide operating temperature range are required in all drive modes. That is, it is required that Δε is positive and the absolute value is large, the viscosity (η) is small, and the higher nematic phase-isotropic liquid phase transition temperature (T _ni ). Further, it is necessary to adjust the Δn of the liquid crystal composition to an appropriate range in accordance with the setting of Δn × d, which is the product of Δn and the cell gap (d), in accordance with the cell gap. Further, when a liquid crystal display element is applied to a television or the like, high-speed responsiveness is emphasized, and thus a liquid crystal composition having a small γ ₁ is required. Conventionally, in order to constitute a liquid crystal composition having a small γ ₁ , a compound having a dialkylbicyclohexane skeleton is generally used (see Patent Document 1). However, although the cyclohexane-based compound has a high effect on the reduction of γ ₁ , the tendency of the compound having a high vapor pressure and a short alkyl chain length is particularly remarkable. In addition, since the T _{ni is} also low, the alkylcyclohexane compound is often a compound having a side chain length of 7 or more in total, and is actually a compound having a short side chain length. Conduct adequate research.

On the other hand, the use of the liquid crystal display element has been expanded, and a large change has been found in the method of use and the method of manufacture. In order to cope with this, it is required to optimize characteristics other than the basic physical property values previously known. In other words, a liquid crystal display device using a liquid crystal composition widely uses a VA (Vertical Alignment) type or an IPS (Coplanar Switching) type, and a display element of an ultra-large size having a size of 50 or more is put into practical use. With the increase in the size of the substrate, the method of injecting the liquid crystal composition into the substrate has been changed from the previous vacuum injection method to the ODF (One Drop Fill) method to become the mainstream of the injection method (refer to Patent Document 2). The dropping of the liquid crystal composition when it is dropped onto the substrate causes a decrease in display quality to surface the problem. Further, in order to achieve high-speed responsiveness in the formation of the pretilt angle of the liquid crystal material in the liquid crystal display device, a PS liquid crystal display element (polymer stabilized) and a PSA liquid crystal display element (polymer sustained alignment) have been developed. The object maintains the alignment (see Patent Document 3), and this problem becomes a bigger problem. That is, the display elements are characterized when a monomer is added to the liquid crystal composition to harden the monomer in the composition. The liquid crystal composition for the active matrix specifies a compound which can be used in accordance with the necessity of maintaining a high voltage holding ratio, and the use of a compound having an ester bond in the compound is limited. The monomer used in the PSA liquid crystal display device is mainly an acrylate type, and usually has an ester bond in the compound, and such a compound is generally used as a liquid crystal compound for an active matrix. According to patent document 3). Such foreign matter induces the occurrence of a drop mark, which indicates that the yield of the liquid crystal display element due to the defect is deteriorated. Further, when an additive such as an antioxidant or a light absorber is added to the liquid crystal composition, the deterioration of the yield is also a problem.

Here, the "dropping trace" is defined as a phenomenon in which a trace of a liquid crystal composition is dropped when a black color is displayed.

In order to suppress the dropping trace, a method of forming a polymer layer in a liquid crystal layer by polymerization of a polymerizable compound mixed in a liquid crystal composition, thereby suppressing a dropping trace due to a relationship with an alignment control film has been developed ( Patent Document 4). However, a liquid crystal display element which is less likely to cause a mark or a drop mark in a vertical alignment type display in which a display mode of a polymer layer is not formed in a liquid crystal layer by polymerization of a polymerizable compound is required, and In the display mode in which the polymerizable compound is polymerized and the polymer layer is formed in the liquid crystal layer, there is also a problem of display marks caused by the addition of the polymerizable compound in the liquid crystal, and the trace of the drop is suppressed. Since the effect is insufficient, it is required to develop a liquid crystal display element which is a basic characteristic of a liquid crystal display element and which is less likely to cause a mark or a trace.

[Previous Technical Literature] [Patent Literature]

[Patent Document 1] Japanese Patent Laid-Open Publication No. 2008-505235

[Patent Document 2] Japanese Laid-Open Patent Publication No. Hei 6-235925

[Patent Document 3] Japanese Laid-Open Patent Publication No. 2002-357830

[Patent Document 4] Japanese Patent Laid-Open Publication No. 2006-058755

The problem to be solved by the present invention is to provide a dielectric anisotropy, a viscosity, a nematic phase upper limit temperature, a nematic phase stability at a low temperature, γ ₁ or the like as a characteristic of a liquid crystal display element and a display element. The liquid crystal composition which is suitable for a liquid crystal display element and a liquid crystal display element using the liquid crystal display element which is stable in the ODF step and which is stable in the production of the liquid crystal material.

In order to solve the above problems, the inventors of the present invention have studied the constitution of various liquid crystal compositions which are most suitable for producing a liquid crystal display element by a dropping method, and have found that it is possible to suppress liquid crystal display elements by using a specific liquid crystal compound at a specific mixing ratio. The invention of the present invention was completed by adding traces.

The present invention provides a liquid crystal composition and a liquid crystal display element using the liquid crystal composition, wherein the liquid crystal composition has a negative dielectric anisotropy and contains a compound represented by the formula (i) and a formula (XIII-1-2) Or one or two kinds of compounds represented by the formula (XIII-1-4),

The liquid crystal display device of the present invention is excellent in high-speed responsiveness and has less feature of occurrence of scars, and is used for display elements such as liquid crystal TVs and monitors because it has less features due to dripping marks caused by its manufacture. .

1‧‧‧Polar plate

2‧‧‧Substrate

3‧‧‧Transparent electrode or transparent electrode with active components

4‧‧‧Alignment film

5‧‧‧LCD

11‧‧‧ gate electrode

12‧‧‧Anodic Oxide Film

13‧‧‧ gate insulation

14‧‧‧Transparent electrode

15‧‧‧汲electrode

16‧‧‧Ohm contact layer

17‧‧‧Semiconductor layer

18‧‧‧Protective film

19a‧‧‧Source electrode 1

19b‧‧‧Source electrode 2

100‧‧‧Substrate

101‧‧‧Protective layer

Fig. 1 shows an example of the structure of a liquid crystal display element of the present invention.

Fig. 2 is a configuration example of an inversely staggered thin film transistor.

As described above, the process for producing the traces is not clear at present, however, there is a high possibility that the impurities in the liquid crystal compound are correlated with the alignment film and the chromatographic phenomenon. The impurities in the liquid crystal compound are greatly affected by the manufacturing process of the compound, and the method of producing 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 produced by a precise manufacturing process, the cost thereof is high in the chemical synthetic product, and the manufacturing efficiency is strongly required to be improved. Therefore, in order to use a small amount of inexpensive raw materials, there is a case where the method of producing completely other raw materials is effective even if only one of the carbon atoms of the side chain is different. Therefore, in the case where the manufacturing process of the liquid crystal precursor differs for each of the originals, even if the processes are the same, the raw materials are often different in most cases, and as a result, impurities which are different for each of the originals are often mixed. However, even a very small amount of impurities may cause dripping marks, and there is a limit in suppressing the occurrence of dripping marks only by the purification of the original body.

On the other hand, the method for producing a general-purpose liquid crystal original has a tendency to be fixed for each original after the manufacturing process is established. That is, it is easy to analyze the current development of the technology, and it is not easy to fully understand which impurities will be mixed in, and it is necessary to carry out the design of the composition before the impurities determined for each of the original bodies are mixed. The inventors of the present invention have studied the relationship between the impurities of the liquid crystal precursor and the traces of the drop, and as a result, it has been empirically confirmed that impurities contained in the composition and the impurities which are likely to be generated are easily formed even in the composition. Therefore, in order to suppress the generation of the dropping trace, it is important to use a specific compound in a specific mixing ratio, and in particular, the presence of a composition which is less likely to cause a dropping trace. The preferred embodiments described below are based on the above findings.

In the liquid crystal composition of the present invention, the compound represented by the formula (i) is contained as the first component, and preferably contains 15 to 50% by mass, more preferably 20 to 45% by mass. Preferably, it is contained in an amount of 25 to 40% by mass, and more specifically, in the case where the response speed is important, it is preferably 25 to 50% by mass, and when the driving voltage is more important, it is preferably 20% by mass. ~40% by mass.

The second component contains a compound represented by the formula (XIII-1-2) or the formula (XIII-1-4), preferably 4 to 30% by mass, more preferably 7 to 25% by mass, and further It is preferably 10 to 25% by mass, and particularly preferably 11 to 25% by mass.

The liquid crystal composition of the present invention contains, as a first component, a compound represented by the formula (i) and a compound represented by the formula (XIII-1-2) or the formula (XIII-1-4) as a second component. The total amount is preferably 29 to 61% by mass, more preferably 31 to 58% by mass, still more preferably 33 to 50% by mass, and particularly preferably 35 to 47% by mass.

Furthermore, the liquid crystal composition of the present invention may contain one or two or more compounds represented by the formula (L) as the third component.

(wherein R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one of the alkyl groups or two or more non-adjacent-CH ₂ - may be independently passed through -CH =CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-substitution, OL means 0, 1, 2 or 3, B ^L1 , B ^L2 and B ^L3 are independently selected consisting of (a) 1,4- cyclohexylene (the presence of a group -CH ₂ - or two or more of the adjacent -CH ₂ - may be replaced by -O-) and (b) 1,4 - a phenyl group (one present in the group -CH= or two or more adjacent to -CH= may also be substituted by -N=)

The group (a) and the group (b) may be independently substituted with any one of a cyano group, a fluorine atom or a chlorine atom, and L ^L1 and L ^L2 each independently represent 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 L ^L2 has a plurality of cases, the same may be different, and the OL is 2 or 3 and when there are a plurality of B ^L3 , the same may be the same, except for the compound represented by the formula (i))

When R ^L1 and R ^L2 are in the case where the ring structure of the bond is phenyl (aromatic), it is preferably a linear alkyl group having 1 to 5 carbon atoms and a linear carbon number of 1~. The alkoxy group of 4 (or more) and the alkenyl group having 4 to 5 carbon atoms, in the case where the ring structure of the bond is a saturated ring structure such as cyclohexane, pyran or di-[phenanthrene] anthracene Preferably, it is a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 (or more) carbon atoms, and a linear carbon number of 2 to 5 Alkenyl.

When the compound represented by the formula (L) requires chemical stability of the liquid crystal composition, it is preferred that the compound does not have a chlorine atom in its molecule.

The lower limit of the dielectric anisotropy (Δε) of the compound represented by the formula (L) is -3 in one embodiment, and -2.5 in another embodiment. Further, in another embodiment, it is -2, and in another embodiment, it is -1.5. Further, in still another embodiment, it is -1, and further, in another embodiment, it is -0.5. On the other hand, the upper limit 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. Further, in another embodiment, it is 2, and in another embodiment, it is 1.5. Further, in still another embodiment, it is 1, and further, in another embodiment, it is 0.5.

The type of the compound which can be combined is not particularly limited, and may be appropriately combined and used depending on the desired properties such as solubility at low temperature, transfer temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one of the embodiments of the present invention. Or in the invention In another embodiment, there are two types. Further, in another embodiment of the present invention, there are three types. Further, in another embodiment of the present invention, there are four types. Further, in another embodiment of the present invention, it is five or more.

In the liquid crystal composition of the present invention, the content of the compound represented by the formula (L) must be based on solubility at low temperature, transfer temperature, electrical reliability, birefringence, process suitability, traces of traces, and traces. The performance required for dielectric anisotropy or volatility is appropriately adjusted.

The lower limit of the preferred content is based on the total amount of the liquid crystal composition of the present invention, for example, 5% in another embodiment of the present invention. Further, in another embodiment of the present invention, it is 10%. Further, in another embodiment of the present invention, it is 15%. Further, in another embodiment of the present invention, it is 20%. Further, in another embodiment of the present invention, it is 25%.

Further, the upper limit of the preferable content is 45% with respect to the total amount of the liquid crystal composition of the present invention, for example, in another embodiment of the present invention. Further, in another embodiment of the present invention, it is 40%. Further, in another embodiment of the present invention, it is 35%. Further, in another embodiment of the present invention, it is 30%. Further, in another embodiment of the present invention, it is 25%. Further, in another embodiment of the present invention, it is 20%.

The preferred content range is from 5 to 25%, based on the total amount of the liquid crystal composition of the present invention, for example, in one embodiment of the present invention. Or in another embodiment of the present invention, it is 10 to 30%. Further, in another embodiment of the present invention, it is 15 to 35%. Further, in another embodiment of the present invention, it is 20 to 40%. Further, in another embodiment of the present invention, it is 25 to 45%.

In the case where it is necessary to maintain the viscosity of the liquid crystal composition of the present invention at a low level and the liquid crystal composition has a fast response speed, it is preferable that the lower limit value is higher and the upper limit value is higher. Further, in the case where it is necessary to maintain a liquid crystal composition having a T _ni of the liquid crystal composition of the present invention and having a good temperature stability, it is preferred that the lower limit value is higher and the upper limit value is higher. Further, in order to increase the dielectric anisotropy in order to maintain the driving voltage at a low level, it is preferable to lower the above lower limit value and lower the upper limit value.

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

(wherein R ⁹¹ to R ^9a 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, but in the formula (I) ^Wherein R ⁹¹ represents an alkyl group having 3 carbon atoms, and R ⁹² represents a compound having an alkyl group having 2 carbon atoms;

In the case of containing a compound selected from the group consisting of the compounds represented by the general formulae (I) to (V), it is preferably one to ten, more preferably one to five, and more preferably In the case of containing two or more kinds of compounds, the content is preferably from 5 to 40% by mass, more preferably from 8 to 35% by mass, even more preferably from 10 to 30% by mass.

R ⁹¹ to R ^9a preferably each independently represent 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 a carbon atom number. The alkyl group of 1 to 5, the alkenyl group having 2 to 5 carbon atoms or the alkoxy group having 2 to 5 carbon atoms, and the alkenyl group are preferably the formula (Alkenyl-1) to the formula (Alkenyl-) described below. 4) the structure represented,

(wherein the ring structure is bonded to the right end)

However, in the case where the liquid crystal composition of the invention of the present invention contains a reactive monomer, it is preferably a structure represented by the formula (Alkenyl-2) and the formula (Alkenyl-4), more preferably represented by the formula (Alkenyl-2). structure.

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

Further, the compound represented by the formula (I) is preferably a compound selected from the group of compounds represented by the formula (I-a).

(wherein R ¹³ and ¹⁴ each independently represent an alkyl group having 1 to 5 carbon atoms, except for a compound in which R ¹³ and R ¹⁴ represent a combination of alkyl groups having 3 and 2 carbon atoms)

The type of the compound which can be combined is not particularly limited, and is combined according to the properties required at the low temperature such as solubility, transfer temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one of the embodiments of the present invention. Or in another embodiment of the present invention, there are two types. Further, in another embodiment of the present invention, it is three or more.

In the liquid crystal composition of the present invention, the content of the compound represented by the formula (Ia) must be based on solubility at low temperature, transfer temperature, electrical reliability, birefringence, process suitability, traces of traces, and traces. The properties required for dielectric anisotropy and the like are appropriately adjusted. The lower limit of the content of the preferred content is, relative to the total amount of the liquid crystal composition of the present invention, for example, 3% in one embodiment of the present invention. Or in another embodiment of the present invention, it is 8%. Further, in another embodiment of the present invention, it is 15%. Further, in another embodiment of the present invention, it is 20%.

Further, the upper limit of the preferable content is 55% based on the total amount of the liquid crystal composition of the present invention, for example, in another embodiment of the present invention. Further, in another embodiment of the present invention, it is 45%. Further, in another embodiment of the present invention, it is 40%. Further, in another embodiment of the present invention, it is 30%. Further, in another embodiment of the present invention, it is 20%. Further, in another embodiment of the present invention, it is 15%.

The preferred content range is from 3 to 15% based on the total amount of the liquid crystal composition of the present invention, for example, in one embodiment of the present invention. Or in another embodiment of the present invention, it is 5 to 20%. Further, in another embodiment of the present invention, it is 10 to 30%. Further, in another embodiment of the present invention, it is 15 to 40%. Further, in another embodiment of the present invention, it is 20 to 45%. More specifically, the compound represented by the formula (I-a) is preferably a compound described below.

Preferred are the compounds represented by the formula (Ia-1) and the formula (Ia-2). It is preferable to increase the content of the compound represented by the formula (Ia-1) and the formula (Ia-2) when a liquid crystal display element which exhibits a high T _Ni and can be stably displayed at a high temperature is desired.

Further, the compound represented by the formula (I) is preferably a compound selected from the group of compounds represented by the formula (I-b).

(wherein R ¹⁸ 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 5 carbon atoms)

The type of the compound which can be combined is not particularly limited, and is combined according to the properties required at the low temperature such as solubility, transfer temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one of the embodiments of the present invention. Or in another embodiment of the present invention, there are two types. Further, in another embodiment of the present invention, it is three or more.

In the liquid crystal composition of the present invention, the compound represented by the formula (I-b) The content must be appropriately adjusted depending on the properties required for solubility at low temperature, transfer temperature, electrical reliability, birefringence, process suitability, dropping traces, retention marks, dielectric anisotropy, and the like. The lower limit of the content of the preferred content is, relative to the total amount of the liquid crystal composition of the present invention, for example, 2% in one embodiment of the present invention. Or in another embodiment of the present invention, it is 3%. Further, in another embodiment of the present invention, it is 5%. Further, in another embodiment of the present invention, it is 8%. Further, in another embodiment of the present invention, it is 11%. Further, in another embodiment of the present invention, it is 15%. Further, in another embodiment of the present invention, it is 20%.

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

The preferred content range is from 2 to 15%, based on the total amount of the liquid crystal composition of the present invention, for example, in one embodiment of the present invention. Or in another embodiment of the present invention, it is 4 to 15%. Further, in another embodiment of the present invention, it is 8 to 15%. Further, in another embodiment of the present invention, it is 11 to 20%. Further, in another embodiment of the present invention, it is 15 to 25%. Further, in another embodiment of the present invention, it is 20 to 30%. Further, in another embodiment of the present invention, it is 25 to 35%. Further, in another embodiment of the present invention, it is 30 to 40%.

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

[Chemical 6]

The compound represented by the formula (I-b-2) or the formula (I-b-3) is preferred, and the compound represented by the formula (I-b-3) is particularly preferred.

Further, the compound represented by the formula (I) is preferably a compound selected from the group of compounds represented by the formula (I-c).

(wherein 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)

The type of the compound which can be combined is not particularly limited, and is combined according to the properties required at the low temperature such as solubility, transfer temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one of the embodiments of the present invention. Or in another embodiment of the present invention, there are two types. Further, in another embodiment of the present invention, it is three or more.

In the liquid crystal composition of the present invention, the content of the compound represented by the formula (Ic) must be based on solubility at low temperature, transfer temperature, electrical reliability, birefringence, process suitability, traces of traces, and traces. The properties required for dielectric anisotropy and the like are appropriately adjusted. The lower limit of the content of the preferred content is, relative to the total amount of the liquid crystal composition of the present invention, for example, 2% in one embodiment of the present invention. Or in another embodiment of the present invention, it is 4%. Further, in another embodiment of the present invention, it is 6%. Further, in another embodiment of the present invention, it is 10%.

Further, the upper limit of the preferable content is the total amount of the liquid crystal composition of the present invention, for example, 25% in another embodiment of the present invention. Further, another embodiment of the present invention In the form of the application, it is 20%. Further, in another embodiment of the present invention, it is 15%.

The preferred content range is from 2 to 15%, based on the total amount of the liquid crystal composition of the present invention, for example, in one embodiment of the present invention. Or in another embodiment of the present invention, it is 4 to 20%. Further, in another embodiment of the present invention, it is 6 to 25%.

When the solubility in low temperature is emphasized, the effect is high if the content is set to be large, and conversely, when the response speed is emphasized, the effect is high if the content is set to be small. Further, in the case of improving the characteristics of the dropping or leaving marks, it is preferred to set the range of the content to the middle.

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

Preferred are compounds represented by the formula (I-c-1), the formula (I-c-2) or the formula (I-c-3).

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

It is preferred to adjust the content of the compound represented by the formula (I-d-1) according to the performance required for solubility at low temperature, transfer temperature, electrical reliability, birefringence, etc., preferably with respect to The total amount of the liquid crystal composition of the present invention is 5% by mass or more and 32% by mass or less, more preferably 8% by mass or more and 32% by mass or less, and further preferably 12% by mass or more and 32% by mass or less. In the following, it is particularly preferable to contain 15% by mass or more and 32% by mass or less.

Further, the compound represented by the formula (I) is preferably a compound selected from the group of compounds represented by the formula (I-e).

(wherein R ¹⁶ and R ¹⁷ each independently represent an alkenyl group having 2 to 5 carbon atoms)

The type of the compound which can be combined is not particularly limited, but it is preferably one to three or more kinds in combination with properties required for solubility at low temperature, transfer temperature, electrical reliability, and birefringence. The content of the compound represented by the formula (Ie) is required according to solubility at low temperature, transfer temperature, electrical reliability, birefringence, process suitability, dropping trace, retention mark, dielectric anisotropy, and the like. The performance is preferably 5% by mass or more, more preferably 10% by mass, still more preferably 15% by mass or more, still more preferably 20% by mass or more, and still more preferably 25% by mass based on the total amount of the liquid crystal composition of the present invention. More than %, especially preferably 30% by mass or more. Further, the ratio which can be contained at the maximum is preferably 50% by mass or less, more preferably 45% by mass or less, and still more preferably 40% by mass or less.

The range of the content of the liquid crystal composition of the present invention 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 still more preferably 15% by mass or more. 35 mass% or less, more preferably 20 mass% or more and 40 mass% or less, more preferably 25% by mass or more and 45% by mass or less.

Further, the compound represented by the formula (Ie) is preferably a compound selected from the group consisting of the compound represented by the formula (Ie-1) to the formula (Ie-10), preferably a formula (Ie-2) or a formula (Ie). -4) and a compound represented by the formula (Ie-7).

Further, the compound represented by the formula (II) is preferably a compound selected from the group of compounds represented by the 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; , an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms)

The type of the compound which can be combined is not particularly limited, and is combined according to the properties required at the low temperature such as solubility, transfer temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one of the embodiments 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 formula (II-a) must be based on solubility at low temperature, transfer temperature, electrical reliability, birefringence, process suitability, traceability, The properties required for leaving marks, dielectric anisotropy, and the like are appropriately adjusted. The lower limit of the content of the preferred content is, relative to the total amount of the liquid crystal composition of the present invention, for example, 1% in one embodiment of the present invention. Or in another embodiment of the present invention, it is 4%. Further, in another embodiment of the present invention, it is 7%. Further, in another embodiment of the present invention, it is 12%. Further, in another embodiment of the present invention, it is 15%. Further, in another embodiment of the present invention, it is 20%. Further, in another embodiment of the present invention, it is 25%. Further, in another embodiment of the present invention, it is 30%.

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

The preferred content range is from 3 to 8% in one embodiment of the present invention, relative to the total amount of the liquid crystal composition of the present invention. Or in another embodiment of the present invention, it is 5 to 13%. Further, in another embodiment of the present invention, it is 7 to 18%. Further, in another embodiment of the present invention, it is 11 to 20%. Further, in another embodiment of the present invention, it is 13 to 25%. Further, in another embodiment of the present invention, it is 15 to 30%.

When considering the solubility at low temperatures, if the content is set to be more effective The result is higher. Conversely, when the response speed is emphasized, the effect is higher if the content is set to be smaller. Further, in the case of improving the characteristics of the dropping or leaving marks, it is preferred to set the range of the content to the middle.

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

Further, it is preferably a formula (II-a-1), a formula (II-a-2), a formula (II-a-3) or a formula (II-a-6). The compound represented.

Further, the liquid crystal composition of the present invention may further contain a compound selected from the group consisting of compounds represented by the formula (II-b) having a structure similar to the compound represented by the 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; , an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms)

It is preferable that the compound represented by the formula (II-b) is contained in an amount of 1% by mass or more and 6% by mass or less, more preferably 3% by mass or more and 8% by mass or less, based on the total amount of the liquid crystal composition of the present invention. It is preferably 6% by mass or more and 15% by mass or less, more preferably 8% by mass or more and 20% by mass or less, and still more preferably 10% by mass or more and 25% by mass or less.

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

Further, the compound represented by the formula (III) is preferably a compound selected from the group of compounds represented by the 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; , an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms)

The types of compounds that can be combined are not particularly limited, and are dissolved according to low temperature. Combination of properties required for properties such as properties, transfer temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one of the embodiments of the present invention. Or another embodiment of this invention is two or more types.

In the liquid crystal composition of the present invention, the content of the compound represented by the formula (III-a) must be based on solubility at low temperature, transfer temperature, electrical reliability, birefringence, process suitability, traceability, The properties required for leaving marks, dielectric anisotropy, and the like are appropriately adjusted. The lower limit of the content of the preferred content is, relative to the total amount of the liquid crystal composition of the present invention, for example, 3% in one embodiment of the present invention. Or in another embodiment of the present invention, it is 5%. Further, in another embodiment of the present invention, it is 8%. Further, in another embodiment of the present invention, it is 10%. Further, in another embodiment of the present invention, it is 12%. Further, in another embodiment of the present invention, it is 15%. Further, in another embodiment of the present invention, it is 20%.

Further, the upper limit of the preferable content is based on the total amount of the liquid crystal composition of the present invention, for example, 35% in another embodiment of the present invention. Further, in another embodiment of the present invention, it is 30%.

The preferred content range is from 3 to 15% based on the total amount of the liquid crystal composition of the present invention, for example, in one embodiment of the present invention. Or in another embodiment of the present invention, it is 5 to 15%. Further, in another embodiment of the present invention, it is 12 to 25%. Further, in another embodiment of the present invention, it is 15 to 30%. Further, in another embodiment of the present invention, it is 20 to 35%.

In the case of obtaining a higher birefringence, the effect is higher if the content is set to be larger, and conversely, when the higher _Tni is emphasized, the effect is higher if the content is set to be smaller. Further, in the case of improving the characteristics of the dropping or leaving marks, it is preferred to set the range of the content to the middle.

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

[Chemistry 9]

Preferred are compounds represented by formula (III-a-2), formula (III-a-3) or formula (III-a-4).

Further, a compound selected from the group consisting of compounds represented by the formula (III-b) having a structure similar to the compound represented by the formula (III) may 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; , an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and X ¹¹ and X ¹² each independently represent a fluorine atom or a hydrogen atom, and any of X ¹¹ or X ¹² is fluorine. atom)

The total amount of the compound represented by the formula (III-b) relative to the liquid crystal composition of the present invention is preferably 2% by mass or more, more preferably 4% by mass, still more preferably 6% by mass or more, and still more preferably 9 or more. The mass% or more is more preferably 12% by mass or more.

The range of the content of the liquid crystal composition of the present invention is preferably 2% by mass or more and 15% by mass or less, more preferably 5% by mass or more and 18% by mass or less, and still more preferably 9% by mass or more. 25 mass% or less.

Further, the compound represented by the formula (III-b) is preferably a compound of the formula (III-b-1) Expressed as a compound.

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

(R ²⁵ represents an alkyl group having 1 to 5 carbon atoms, and R ²⁴ represents an alkyl group having 1 to 5 carbon atoms)

The type of the compound which can be combined is not particularly limited, and is combined according to the properties required at the low temperature such as solubility, transfer temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one of the embodiments of the present invention. Or another embodiment of this invention is two or more types.

In the liquid crystal composition of the present invention, the content of the compound represented by the formula (IV-a) must be based on solubility at low temperature, transfer temperature, electrical reliability, birefringence, process suitability, traceability, The properties required for leaving marks, dielectric anisotropy, and the like are appropriately adjusted. The lower limit of the content of the preferred content is, relative to the total amount of the liquid crystal composition of the present invention, for example, 3% in one embodiment of the present invention. Or in another embodiment of the present invention, it is 5%. Further, in another embodiment of the present invention, it is 7%. Further, in another embodiment of the present invention, it is 10%. Further, in another embodiment of the present invention, it is 14%.

Further, the upper limit of the preferable content is 20% with respect to the total amount of the liquid crystal composition of the present invention, for example, in another embodiment of the present invention. Further, in another embodiment of the present invention, it is 15%. Further, in another embodiment of the present invention, it is 10%. Further, in another embodiment of the present invention, it is 5%.

The preferred content range is from 3 to 15% based on the total amount of the liquid crystal composition of the present invention, for example, in one embodiment of the present invention. Or in another embodiment of the present invention, it is 5 to 15%. Further, in another embodiment of the present invention, it is 7 to 15%. Further, in another embodiment of the present invention, it is 10 to 20%.

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

Preferred is a compound represented by the formula (IV-a-2).

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

(R ²⁵ represents an alkyl group having 1 to 5 carbon atoms, and R ²⁶ represents an alkoxy group having 1 to 4 carbon atoms)

The type of the compound which can be combined is not particularly limited, but it is preferred to contain one to three kinds of these compounds depending on the properties required for solubility at low temperature, transfer temperature, electrical reliability, and birefringence. .

The content of the compound represented by the formula (IV-b) is preferably adjusted according to the properties required for solubility at low temperature, transfer temperature, electrical reliability, and birefringence, and is preferably 1% by mass or more. It is more preferably 4% by mass or more, and still more preferably 8% by mass or more. Moreover, the ratio which can be contained at the maximum is preferably 15% by mass or less, more preferably 10% by mass or less, and still more preferably 8% by mass or less.

The preferred content range is preferably 1% by mass or more and 10% by mass or less, more preferably It is preferably 4% by mass or more and 12% by mass or less, and more preferably 8% by mass or more and 15% by mass or less.

Further, the compound represented by the formula (IV-b) is, for example, preferably a compound represented by the formula (IV-b-1) to the formula (IV-b-4), and particularly preferably a formula (IV-b-). 3) The compound represented.

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

(R ²³ represents an alkenyl group having 2 to 5 carbon atoms, and R ²⁴ represents an alkyl group having 1 to 5 carbon atoms)

The type of the compound which can be combined is not particularly limited, and is combined according to the properties required at the low temperature such as solubility, transfer temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one of the embodiments of the present invention. Or another embodiment of this invention is two or more types.

In the liquid crystal composition of the present invention, the content of the compound represented by the formula (IV-c) must be based on solubility at low temperature, transfer temperature, electrical reliability, birefringence, process suitability, traceability, The properties required for leaving marks, dielectric anisotropy, and the like are appropriately adjusted. More The lower limit of the content is preferably 3% based on the total amount of the liquid crystal composition of the present invention, for example, in an embodiment of the present invention. Or in another embodiment of the present invention, it is 5%. Further, in another embodiment of the present invention, it is 5%. Further, in another embodiment of the present invention, it is 10%. Further, in another embodiment of the present invention, it is 14%. Further, in another embodiment of the present invention, it is 16%.

Further, the upper limit of the preferable content is 20% with respect to the total amount of the liquid crystal composition of the present invention, for example, in another embodiment of the present invention. Further, in another embodiment of the present invention, it is 15%. Further, in another embodiment of the present invention, it is 10%. Further, in another embodiment of the present invention, it is 5%.

The preferred content range is from 3 to 12%, based on the total amount of the liquid crystal composition of the present invention, for example, in one embodiment of the present invention. Or in another embodiment of the present invention, it is 5 to 12%. Further, in another embodiment of the present invention, it is 7 to 15%. Further, in another embodiment of the present invention, it is 10 to 20%.

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

The compound represented by the formula (IV-c-1) may be contained according to the properties required for solubility at low temperature, transfer temperature, electrical reliability, birefringence, etc., and may also contain the formula (IV-c-2). The compound represented by the formula (IV-c-1) and the compound represented by the formula (IV-c-2) may further contain the formula (IV-c-1) to the formula. Expressed by (IV-c-3) Compound. The content of the compound represented by the formula (IV-c-1) or 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. The amount is preferably 7% by mass or more, more preferably 9% by mass or more, and still more preferably 11% by mass or more. Moreover, the ratio which can be contained the maximum is preferably 20% by mass or less, more preferably 15% by mass or less, and still more preferably 13% by mass or less.

Further, the preferred content range is preferably 3% by mass or more and 15% by mass or less, more preferably 5% by mass or more and 15% by mass or less, still more preferably 7% by mass or more and 15% by mass or less, and still more preferably 9 or less. The mass% or more and 18 mass% or less.

Further, the content of the compound represented by the formula (IV-c-2) is preferably 3% by mass, more preferably 5% by mass or more, and still more preferably 8% by mass or more based on the total amount of the liquid crystal composition of the present invention. Further, it is preferably 10% by mass or more. Moreover, the ratio which can be contained at the maximum is preferably 20% by mass or less, more preferably 15% by mass or less, and still more preferably 12% by mass or less.

In the case where both the compound represented by the formula (IV-c-1) and the compound represented by the formula (IV-c-2) are contained, the total of the compounds of the two is relative to the total of the liquid crystal composition of the present invention. The amount is preferably 8% by mass or more, and more preferably 13% by mass or more. Moreover, the ratio which can be contained the maximum is preferably 25% by mass or less, more preferably 20% by mass or less, and still more preferably 15% by mass or less.

Further, the range of the preferable content is preferably 5% by mass or more and 20% by mass or less, more preferably 8% by mass or more and 18% by mass or less, still more preferably 10% by mass or more and 18% by mass or less.

Further, the compound represented by the formula (V) is preferably a compound selected from the group of compounds represented by the formula (V-a).

(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 (V-a) is preferably a compound described below.

Further, the compound represented by the formula (V) is preferably a compound selected from the group of compounds represented by the formula (V-b).

(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)

It is preferable to adjust the content according to the performance required for solubility at a low temperature, transfer temperature, electrical reliability, birefringence, etc., preferably 4% by mass or more, more preferably 6% by mass or more, and still more preferably 10%. More than % by mass. Moreover, the ratio which can be contained at the maximum is preferably 20% by mass or less, more preferably 15% by mass or less, and still more preferably 10% by mass or less.

Further, the preferred 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 13% by mass or less, still more preferably 8% by mass or more and 13% by mass or less.

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

Further, the compound represented by the formula (V) is preferably a compound selected from the group of compounds represented by the formula (V-c).

(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 formula (Vc) is preferably adjusted according to the required properties such as solubility at low temperature, transfer temperature, electrical reliability, and birefringence, and is preferably 4% by mass or more. It is 6 mass% or more, More preferably, it is 10 mass% or more. Moreover, the ratio which can be contained the maximum is preferably 18% by mass or less, more preferably 13% by mass or less, and still more preferably 8% by mass or less.

Further, the preferred range of the content is preferably 4% by mass or more and 10% by mass or less, more preferably 6% by mass or more and 10% by mass or less.

Further, the compound represented by the formula (Vc) is, for example, preferably a compound selected from the group consisting of the compound represented by the formula (Vc-1) to the formula (Vc-3), and more preferably represented by the formula (Vc-3). Compound.

Further, the compound represented by the formula (L) is preferably selected, for example, from the formula (VI). A compound of the compound group indicated.

(R ²¹ and R ²² each independently represent an alkenyl group having 2 to 5 carbon atoms or 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 formula (VI) is preferably adjusted according to the properties required for solubility at low temperature, transfer temperature, electrical reliability, birefringence, etc., preferably 4% by mass or more, more preferably It is 8% by mass or more, and more preferably 12% by mass or more. Moreover, the ratio which can be contained at the maximum is preferably 18% by mass or less, more preferably 12% by mass or less, still more preferably 8% by mass or less.

Further, the preferred 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 14% by mass or less.

Further, the compound represented by the formula (VI) is preferably a compound represented by the formula (VI-1) and the formula (VI-2), for example.

The content of the compound represented by the formula (VI) is preferably adjusted according to the properties required for solubility at low temperature, transfer temperature, electrical reliability, birefringence, etc., preferably 4% by mass or more, more preferably It is 8% by mass or more, and more preferably 12% by mass or more. Further, the ratio which can be contained at the maximum is preferably 18% by mass or less, and more preferably 14% by mass or less.

Further, the preferred 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 14% by mass or less.

Further, the compound represented by the formula (L) is preferably selected, for example, from the formula (VII). A compound of the compound group indicated.

(R ²¹ and R ²² each independently represent 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)

It may contain only one of these compounds, or may contain two or more of them, and it is preferable to mix suitably according to the required performance. The type of the compound which can be combined is not particularly limited, but it is preferably one or two kinds of these compounds depending on the properties required for solubility at low temperature, transfer temperature, electrical reliability, and birefringence. It is especially suitable for one to three species.

The content of the compound represented by the formula (VII) is preferably 1% by mass or more, more preferably 2% by mass or more, still more preferably 3% by mass or more, and still more preferably 4% based on the total amount of the liquid crystal composition of the present invention. The mass% or more is particularly preferably 5% by mass or more. Further, the ratio which can be contained at the maximum is preferably 10% by mass or less, and more preferably 8% by mass or less.

Further, the preferred 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.

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

[Chemical 3]

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

(wherein R ⁵¹ and R ⁵² each independently represent an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms; and A ⁵¹ and A ⁵² respectively Independently represents 1,4-cyclohexylene or 1,4-phenylene, 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 are absent. ^{52 is} also a fluorine atom)

The type of the compound which can be combined is not particularly limited, and is combined according to the properties required at the low temperature such as solubility, transfer temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one of the embodiments of the present invention. Or in another embodiment of the present invention, there are two types. Further, in another embodiment of the present invention, there are three types. Further, in another embodiment of the present invention, there are four types.

The lower limit of the preferred content is based on the total amount of the liquid crystal composition of the present invention, for example, 2% in one embodiment. Further, in another embodiment of the present invention, it is 4%. Further, in another embodiment of the present invention, it is 7%. Further, in another embodiment of the present invention, it is 10%. Further, in another embodiment of the present invention, it is 12%. Further, in another embodiment of the present invention, it is 15%.

Further, as a preferable upper limit of the content, for example, in an embodiment of the present invention, it is 20% in another embodiment of the present invention. Further, in another embodiment of the present invention, it is 15%. Further, in another embodiment of the present invention, it is 10%. Further, in another embodiment of the present invention, it is 5%. Further, in another embodiment of the present invention, it is 4%.

The preferred range of the content is based on the total amount of the liquid crystal composition of the present invention, for example, 2 to 15% in one embodiment. Further, in another embodiment of the present invention, it is 4 to 12%. Further, in another embodiment of the present invention, it is 6 to 12%.

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

(wherein R ⁵¹ and R ⁵² each independently represent an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms)

It is preferable that the compound represented by the formula (VIII-a) is contained in an amount of 1% by mass or more, more preferably 2% by mass or more, and still more preferably 3% by mass or more, based on the total amount of the liquid crystal composition of the present invention. More preferably, it is contained in an amount of 4% by mass or more. Moreover, the ratio which can be contained at the maximum is preferably 15% by mass or less, more preferably 10% by mass or less, and still more preferably 8% by mass or less.

Furthermore, the range of the content of the liquid crystal composition of the present invention is preferably 1% by mass or more and 15% by mass or less, more preferably 2% by mass or more and 10% by mass or less, and further preferably. It is contained in an amount of 3% by mass or more and 8% by mass or less, and more preferably 4% by mass or more and 8% by mass or less.

Further, the compound represented by the formula (VIII-a) is preferably a compound represented by the formula (VIII-a-1) to the formula (VIII-a-4), preferably a compound of the formula (VIII-a-2). Expressed as a compound.

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

(wherein R ⁵¹ and R ⁵² each independently represent an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms)

The type of the compound which can be combined is not particularly limited, and is combined according to the properties required at the low temperature such as solubility, transfer temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one of the embodiments of the present invention. Or in another embodiment of the present invention, there are two types. Further, in another embodiment of the present invention, it is three or more.

The compound represented by the formula (VIII-b) is contained in an amount of 2% by mass or more, more preferably 4% by mass or more, and still more preferably 7% by mass or more, based on the total amount of the liquid crystal composition of the present invention. It is especially preferable to contain 8% by mass or more. Moreover, the ratio which can be contained the maximum is preferably 15% by mass or less, more preferably 13% by mass or less, and still more preferably 11% by mass or less.

The range of the preferable content is preferably 2% by mass or more and 15% by mass or less, more preferably 4% by mass or more and 15% by mass or less, and still more preferably 7% by mass or more and 13% by mass or less.

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

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

(wherein R ⁵¹ and R ⁵² each independently represent an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and X ⁵¹ and X ⁵² respectively Independently indicating a fluorine atom or a hydrogen atom. At least one of X ⁵¹ and X ⁵² is a fluorine atom, and there is no case where both are fluorine atoms.

Further, the compound represented by the formula (VIII-c) is preferably a compound represented by the formula (VIII-c-1).

(wherein R ⁵¹ and R ⁵² each independently represent an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms)

It is preferred to contain a general formula with respect to the total amount of the liquid crystal composition of the present invention. The compound represented by (VIII-c-1) is 1% by mass or more, more preferably 2% by mass or more, further preferably 3% by mass or more, and particularly preferably 4% by mass or more. Further, the ratio which can be contained at the maximum is preferably 10% by mass or less, and more preferably 8% by mass or less.

Furthermore, the range of the preferable content is preferably 1% by mass or more and 10% by mass or less, more preferably 2% by mass or more and 8% by mass or less, and still more preferably 3% by mass or more and 8% by mass or less. .

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

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

(wherein R ⁵¹ and R ⁵² each independently represent an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms)

It is preferable that the compound represented by the formula (VIII-c-2) is contained in an amount of 1% by mass or more, more preferably 2% by mass or more, and still more preferably 3% by mass based on the total amount of the liquid crystal composition of the present invention. More preferably, it is more than 4% by mass. Also, as the largest The ratio of the content is preferably 10% by mass or less, and more preferably 8% by mass or less.

Furthermore, the range of the preferable content is preferably 1% by mass or more and 10% by mass or less, more preferably 2% by mass or more and 8% by mass or less, and still more preferably 3% by mass or more and 8% by mass or less. .

Further, the compound represented by the formula (VIII-c-2) is preferably a compound represented by the formula (VIII-c-2-1) to the formula (VIII-c-2-3). Preferred is a compound represented by the formula (VIII-c-2-1).

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

(wherein R ⁵¹ and R ⁵² each independently represent an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and X ⁵¹ and X ⁵² respectively Independently indicating a fluorine atom or a hydrogen atom, and there are no cases where both are fluorine atoms)

The type of the compound which can be combined is not particularly limited, and is combined according to the properties required at the low temperature such as solubility, transfer temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one of the embodiments of the present invention. Or another embodiment of this invention is two or more types.

The lower limit of the preferred content is based on the total amount of the liquid crystal composition of the present invention, for example, 2% in one embodiment. Further, in another embodiment of the present invention, it is 4%. Further, in another embodiment of the present invention, it is 7%. Further, in another embodiment of the present invention, it is 10%. Further, in another embodiment of the present invention, it is 12%.

Further, as a preferable upper limit of the content, for example, in an embodiment of the present invention, it is 15% in another embodiment of the present invention. Further, in another embodiment of the present invention, it is 10%. Further, in another embodiment of the present invention, it is 5%. Further, in another embodiment of the present invention, it is 4%.

Further, the preferred content range is from 2 to 10% based on the total amount of the liquid crystal composition of the present invention, for example, in one embodiment. Further, in another embodiment of the present invention, it is 4% to 10%.

In the case where the liquid crystal composition of the present invention is desired to have a higher T _ni embodiment, it is preferred to increase the content of the compound represented by the formula (VIII-d), preferably in the case of a low viscosity embodiment. To reduce the content.

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

(wherein R ⁵¹ and R ⁵² each independently represent an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms)

Further, the compound represented by the formula (VIII-d-1) is preferably a compound represented by the formula (VIII-d-1-1) to the formula (VIII-d-1-4), preferably a formula (VIII). -d-1-1) or / and a compound represented by the formula (VIII-d-1-2).

[化15]

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

(wherein R ⁵¹ and R ⁵² each independently represent an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms)

Further, the compound represented by the formula (VIII-d-2) is preferably a compound represented by the formula (VIII-d-2-1) to the formula (VIII-d-2-4), preferably a formula (VIII). -d-2-1) or / and a compound represented by the formula (VIII-d-2-2).

[化15]

The liquid crystal composition of the present invention may further contain one or more compounds of the 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)

The type of the compound which can be combined is not particularly limited, but it is preferred to contain one to three kinds of these compounds depending on the properties required for solubility at low temperature, transfer temperature, electrical reliability, and birefringence. Further, it is preferably one to four kinds, and more preferably one to five or more. Moreover, the ratio which can be contained at the maximum is preferably 30% by mass or less, more preferably 25% by mass or less, and still more preferably 15% by mass or less.

Further, the range of the preferable content is preferably 5% by mass or more and 35% by mass or less, more preferably 10% by mass or more and 20% by mass or less, still more preferably 5% by mass or more and 15% by mass or less.

Specifically, the compound represented by the formula (IX-a) can be preferably used.

[Chemical 4]

[Chemical 4]

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

(wherein R ⁷¹ and R ⁷² 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 4 to 10 carbon atoms)

The type of the compound which can be combined is not particularly limited, but it is preferred to contain one to three kinds of these compounds depending on the properties required for solubility at low temperature, transfer temperature, electrical reliability, and birefringence. Further, it is preferably one to four kinds, and more preferably one to five or more. Moreover, the ratio which can be contained at the maximum is preferably 30% by mass or less, more preferably 20% by mass or less, and still more preferably 15% by mass or less.

Furthermore, the range of the preferable content is preferably 5% by mass or more and 30% by mass or less, more preferably 10% by mass or more and 20% by mass or less, and still more preferably 5% by mass or more and 15% by mass or less.

Specifically, the compound represented by the formula (IX-b) can be preferably used.

[化25]

The 1,4-cyclohexylene group in the present case is preferably a trans-1,4-cyclohexylene group.

The liquid crystal composition of the present invention preferably contains one or more compounds selected from the group consisting of the formula (X).

(wherein R ^X1 and R ^X2 independently of each other 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, which are present in the groups One methylene group or two or more methylene groups which are not adjacent may be substituted by -O- or -S-, and one or two or more hydrogen atoms present in the groups may also pass through a fluorine atom. Or a chlorine atom substitution, u and v independently of each other represent 0, 1 or 2, u+v is 2 or less, and M ^X1 , M ^X2 and M ^X3 independently of each other are selected from (a) trans-1,4-extension a cyclohexyl group (one methylene group present in the group or two or more methylene groups not adjacent thereto may be substituted by -O- or -S-), (b) 1,4-phenylene group (the group) One of the -CH= or two or more non-contiguous -CH= can also be substituted by -N=)

In the group of the group, the hydrogen atom contained in the above group (a) or the group (b) may be substituted by a cyano group, a fluorine atom, a trifluoromethyl group, a trifluoromethoxy group or a chlorine atom, respectively. In the case where there are a plurality of M ^X2 and/or M ^X3 , the same may be different, and L ^X1 , L ^X2 and L ^X3 independently represent 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-, at L ^X1 and/or When a plurality of L ^X2 are present, the same may be different, and X ^X1 and X ^X2 independently of each other represent a trifluoromethyl group, a trifluoromethoxy group or a fluorine atom, but any of X ³¹ and X ³² All represent fluorine atoms).

When R ^X1 and R ^{X2 are} bonded to a phenyl group (aromatic), a linear alkyl group having 1 to 5 carbon atoms and a linear carbon number of 1 to 4 are preferable. The alkoxy group of (or more) and the alkenyl group having 4 to 5 carbon atoms, in the case where the ring structure of the bond is a saturated ring structure such as cyclohexane, pyran or di-[o-[indol] alkane Preferably, it is a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms or more, and a linear alkyl group having 2 to 5 carbon atoms. base.

In the case where the improvement of the response speed of the display element is emphasized, the alkenyl group is preferred, and in the case where the reliability of the voltage holding ratio or the like is emphasized, the alkyl group is preferred. The alkenyl group is preferably a structure represented by the formula (Alkenyl-1) to (Alkenyl-4) described below.

(wherein the ring structure is bonded to the right end)

However, in the case where the liquid crystal composition of the invention of the present invention contains a reactive monomer, it is preferably The structure represented by the formula (Alkenyl-2) and the formula (Alkenyl-4) is more preferably a structure represented by the formula (Alkenyl-2).

When the compound represented by the formula (X) requires chemical stability of the liquid crystal composition, it is preferred that the compound does not have a sulfur atom, a nitrogen atom, an ester group, a cyano group or a chlorine atom in its molecule.

The type of the compound which can be combined is not particularly limited, and may be appropriately combined and used depending on the desired properties such as solubility at low temperature, transfer temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one of the embodiments of the present invention. Or in another embodiment of the present invention, there are two types. Further, in another embodiment of the present invention, there are three types. Further, in another embodiment of the present invention, there are four types. Further, in another embodiment of the present invention, there are five types. Further, in another embodiment of the present invention, there are six types. Further, in another embodiment of the present invention, there are seven types. Further, in another embodiment of the present invention, there are eight types. Further, in another embodiment of the present invention, nine types are provided. Further, in another embodiment of the present invention, it is 10 or more.

In the liquid crystal composition of the present invention, the content of the compound represented by the formula (X) must be based on solubility at low temperature, transfer temperature, electrical reliability, birefringence, process suitability, traces of traces, and traces. The properties required for dielectric anisotropy and the like are appropriately adjusted.

The lower limit of the preferred content is relative to the total amount of the liquid crystal composition of the present invention, for example, 15% in another embodiment of the present invention. Further, in another embodiment of the present invention, it is 25%. Further, in another embodiment of the present invention, it is 30%. Further, in another embodiment of the present invention, it is 40%. Further, in another embodiment of the present invention, it is 45%.

Further, the upper limit of the preferable content is 75% based on the total amount of the liquid crystal composition of the present invention, for example, in another embodiment of the present invention. Further, in another embodiment of the present invention, it is 65%. Further, in another embodiment of the present invention, it is 55%. Further, in another embodiment of the present invention, it is 50%.

The preferred content range is from 10 to 65% based on the total amount of the liquid crystal composition of the present invention, for example, in one embodiment of the present invention. Or in another embodiment of the present invention, it is 15 to 60%. Further, in another embodiment of the present invention, it is 30 to 60%. Further, in another embodiment of the present invention, it is 40 to 55%.

In the case where it is necessary to maintain the viscosity of the liquid crystal composition of the present invention at a low level and the liquid crystal composition has a fast response speed, it is preferable that the lower limit value is higher and the upper limit value is higher. Further, in the case where it is necessary to maintain a liquid crystal composition having a T _ni of the liquid crystal composition of the present invention and having a good temperature stability, it is preferred that the lower limit value is higher and the upper limit value is higher. Further, in order to increase the dielectric anisotropy in order to maintain the driving voltage at a low level, it is preferable to lower the above lower limit value and lower the upper limit value.

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

(Wherein, R and ^X1 represents formula (X) R is the same in the meaning of ^X1, M ^X1 represents the same meaning as in the general formula (X) M ^X1, R ^X2 represents in the general formula (X) R ^The same meaning of ^X2 )

The lower limit of the content in the case of containing the compound represented by the formula (XI) is based on the total amount of the liquid crystal composition of the present invention, for example, 3% in one embodiment of the present invention. Or in another embodiment of the present invention, it is 7%. Or in another embodiment of the present invention, it is 10%. Further, in another embodiment of the present invention, it is 11%. Further, in another embodiment of the present invention, it is 14%. Further, in another embodiment of the present invention, it is 20%. Further, in another embodiment of the present invention, it is 30%.

Further, the upper limit of the preferred content is relative to the liquid crystal composition of the present invention. The total amount is, for example, 55% in another embodiment of the present invention. Further, in another embodiment of the present invention, it is 45%, and further, in another embodiment of the present invention, it is 35%.

In the case of containing the compound represented by the formula (XI), the range of the preferable content is preferably from 5 to 35% by mass, more preferably from 7 to 25% by mass, even more preferably from 11 to 21%. The mass% is particularly preferably 13 to 16% by mass.

In the formula (XI), R ^{X1 is} preferably an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms, more preferably an alkyl group having 1 to 8 carbon atoms, and further Preferably, it is an alkyl group having 3 to 5 carbon atoms, more preferably an alkyl group having 3 or 5 carbon atoms, more preferably a straight chain, and preferably a linear chain.

In the formula (XI), R ^X2 preferably 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 2 to 2 carbon atoms. The alkenyloxy group of 8 preferably represents an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, more preferably an alkyl group having 3 to 5 carbon atoms or 2 to 2 carbon atoms. The alkoxy group of 4 is 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, more preferably Straight.

In the case where the improvement of the response speed of the display element is emphasized, the alkenyl group is preferred, and in the case where the reliability of the voltage holding ratio or the like is emphasized, the alkyl group is preferred.

The type of the compound which can be combined is not particularly limited, and may be appropriately combined and used depending on the desired properties such as solubility at low temperature, transfer temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one of the embodiments of the present invention. Or in another embodiment of the present invention, there are two types. Further, in another embodiment of the present invention, there are three types. Further, in another embodiment of the present invention, there are four types. Further, in another embodiment of the present invention, it is five or more.

The compound represented by the formula (XI) may be used alone or in combination of two or more. It is preferred to use three or more kinds. When two or more kinds of the compounds represented by the formula (XI) are used, it is preferred to use R ^{X1 in} combination to represent an alkyl group having 3 to 5 carbon atoms, and R ^X2 represents an alkoxy group having 2 to 4 carbon atoms. When a compound of the formula (XI) is used in combination with a compound represented by the other formula (XI), R ^X1 represents an alkyl group having 3 to 5 carbon atoms, and R ^X2 represents a carbon atom of 2 The content of the compound of the formula (XI) of the alkoxy group of ～4 is preferably 50% by mass or more, more preferably 70% by mass or more, and still more preferably 80% by mass based on the compound represented by the formula (XI). the above. The 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, still more preferably 80% by mass or more and 100% or less.

In the formula (XI), M ^X1 represents 1,4-cyclohexylene, 1,4-phenylene or tetrahydrofuran-2,5-diyl, but in the case where M ^X1 represents 1,4-phenylene When one or more hydrogen atoms of the 1,4-phenylene group may be substituted by a fluorine atom, it is preferably a 1,4-cyclohexylene group or a 1,4-phenylene group, more specifically In the case where the display element produced by using the liquid crystal composition of the invention and the liquid crystal display emphasize the response speed, it is preferable to express 1,4-phenylene, and it is necessary to raise the operating temperature range. In the case of the operating temperature range (higher T _ni ), it is preferably a 1,4-cyclohexylene group, and in the case of a 1,4-phenylene group, one or more hydrogen atoms in the benzene ring are also It may be substituted by fluorine, but is preferably unsubstituted, 1 substituted or 2 substituted, more preferably unsubstituted. In the case of two substitutions, it is preferred to represent 2,3-difluoro-1,4-phenylene.

Specifically, the compound represented by the formula (XI) is preferably a compound selected from the group consisting of the formula (XI-1) and/or the formula (XI-2) described below.

(wherein R ^X11 , R ^X21 , R ^X12 and R ^X22 each independently represent an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms or An alkenyl group having 2 to 5 carbon atoms).

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, and R ^X21 and R ^{X22 are} preferably an alkyl group or an alkoxy group. When the absolute value of Δ ε is increased, an alkoxy group is preferred. The group or the alkenyloxy group is more preferably an alkoxy group, and R ^{X12 is} preferably an alkyl group or an alkenyl group, and more preferably an alkyl group.

Specifically, the compound represented by the formula (XI) is preferably a compound represented by the formula (XI-1-1) to the formula (XI-2-4) described below.

More preferably, it is a compound represented by the formula (XI-1-1) to the formula (XI-1-4), the formula (XI-2-1), and the formula (XI-2-2), and more preferably a formula ( a compound represented by XI-1-1), formula (XI-1-3), formula (XI-1-2), and formula (XI-2-2), particularly preferably formula (XI-1-1), When the compound represented by the formula (XI-1-3) and the formula (XI-2-1) is more specifically described, the value of the refractive index anisotropy Δn required for the liquid crystal composition of the present invention is relatively In the case of a low case (substantially less than 0.100), the compounds represented by the formula (XI-1-1) and the formula (XI-1-3) are preferably the same as the value of the refractive index anisotropy Δn required. In the case of high (about 0.100 or more), the compound represented by the formula (XI-2-1) is preferable. When the compound represented by the formula (XI) has an alkenyl group, it is preferably selected from the group consisting of the formula (XI-1-10) to the formula (XI-2-11) described below. Compound,

(wherein R ^X22 represents the same meaning as R ^X22 in the formula (XI-2)).

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

(Wherein, R and ^X1 represents formula (X) R is the same in the meaning of ^X1, M ^X2 represents the same meaning as in the general formula (X) M ^X2, R ^X2 represents in the general formula (X) R ^The same meaning of ^X2 )

a preferred content in the case of containing a compound represented by the formula (XII) The lower limit is 5% with respect to the total amount of the liquid crystal composition of the present invention, for example, in another embodiment of the present invention. Or in another embodiment of the present invention, it is 10%. Further, in another embodiment of the present invention, it is 15%. Further, in another embodiment of the present invention, it is 20%. Further, in another embodiment of the present invention, it is 30%.

Further, the upper limit of the preferable content is 55% based on the total amount of the liquid crystal composition of the present invention, for example, in another embodiment of the present invention. Further, in another embodiment of the present invention, it is 45%. Further, in another embodiment of the present invention, it is 35%.

Further, the preferred content range is from 5 to 55% based on the total amount of the liquid crystal composition of the present invention, for example, in one embodiment of the present invention. Or in another embodiment of the present invention, it is 5 to 50%. Or in another embodiment of the present invention, it is 10 to 45%. Further, in another embodiment of the present invention, it is 15 to 40%. Further, in another embodiment of the present invention, it is 20 to 40%, and in another embodiment of the present invention, it is 25 to 40%.

In the formula (XII), R ^X1 preferably 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 a carbon number of 2~ The alkenyloxy group of 8 preferably represents an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms, more preferably an alkyl group having 1 to 8 carbon atoms, and more preferably carbon. The alkyl group having 2 to 5 atomic atoms is particularly preferably an alkyl group having 3 to 5 carbon atoms, preferably a linear chain.

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

In the case where the improvement of the response speed of the display element is emphasized, the alkenyl group is preferred, and in the case where the reliability of the voltage holding ratio or the like is emphasized, the alkyl group is preferred.

The compound represented by the formula (XII) is further preferably a compound of the formula (XII-1) and a compound represented by the formula (XII-2).

(Wherein, R and ^X1 represents formula (X) R is the same in the meaning of ^{X1, X2} R represents general formula (X), ^X2 of the same meaning as R)

Specifically, the compound represented by the formula (XII-1) is preferably a compound represented by the formula (XII-1-1) to (XII-1-6) described below.

More preferably, it is a compound represented by the formula (XII-1-1) to the formula (XII-1-4), and further preferably represented by the formula (XII-1-1) to the formula (XII-1-3). The compound is particularly preferably a compound represented by the formula (XII-1-1) and the formula (XII-1-3).

When the compound represented by the formula (XII-1) has an alkenyl group, specifically, a compound represented by the formula (XII-1-10) to (XII-1-13) described below is preferable. [化22]

(wherein R ^X2 represents the same meaning as R ^X2 in the formula (X)).

The compound represented by the formula (XII-2) is specifically preferably a compound represented by the formula (XII-2-1) to (XII-2-6) described below.

More preferably, it is a compound represented by the formula (XII-2-1) to the formula (XII-2-4), and further preferably represented by the formula (XII-2-1) to the formula (XII-2-3). The compound is particularly preferably a compound represented by the formula (XII-2-1) and the formula (XII-2-3).

When the compound represented by the formula (XII-2) has an alkenyl group, specifically, it is preferably a compound represented by the formula (XII-2-10) to (XII-2-13) described below. [Chem. 24]

(wherein R ^X2 represents the same meaning as R ^X2 in the formula (X)).

The type of the compound which can be combined is not particularly limited, and may be appropriately combined and used depending on the desired properties such as solubility at low temperature, transfer temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one of the embodiments of the present invention. Or in another embodiment of the present invention, there are two types. Further, in another embodiment of the present invention, there are three types. Further, in another embodiment of the present invention, there are four types. Further, in another embodiment of the present invention, there are five types. Further, in another embodiment of the present invention, it is six or more.

When four or more kinds of the compounds represented by the formula (XII) are used, it is preferred to use a compound represented by the formula (XII-2-1) to the formula (XII-2-4) in combination, and the formula (XII-) The content of the compound represented by the formula (XII-2-4) is preferably 40% by mass or more, and more preferably 50% by mass or more based on the compound represented by the formula (XII).

The range of the preferable content is preferably 40% by mass or more and 70% by mass or less.

When three kinds of the compounds represented by the formula (XII) are used, it is preferred to use a compound represented by the formula (XII-2-1) to the formula (XII-2-3) in combination, and the formula (XII-2) The content of the compound represented by the formula (XII-2-3) is preferably 40% by mass or more, and more preferably 50% by mass or more based on the compound represented by the formula (XII).

The range of the preferable content is preferably 40% by mass or more and 70% by mass or less, and more preferably 50% by mass or more and 70% by mass or less.

When two kinds of the compounds represented by the formula (XII) are used, it is preferred to use a compound represented by the formula (XII-2-1) to the formula (XII-2-2) in combination, and the formula (XII-2) The content of the compound represented by the formula (XII-2-2) is preferably 40% by mass or more, and more preferably 50% by mass or more based on the compound represented by the formula (XII).

The range of the preferable content is preferably 40% by mass or more and 70% by mass or less, and more preferably 50% by mass or more and 80% by mass or less.

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

(wherein R ^X1 represents the same meaning as R ^X1 in the formula (X), M ^X31 represents the same meaning as M ^X1 in the formula (X), and R ^X2 represents R in the formula (X) ^{X2 has the} same meaning, W represents 0 or 1, X ³¹ ~ X ³⁶ represents a hydrogen atom or a fluorine atom, a combination of X ³¹ and X ³² , a combination of X ³³ and X ³⁴ , and a combination of X ³⁵ and X ³⁶ The combination of the groups is a fluorine atom, wherein the compound represented by the formula (XIII-1-2) or the formula (XIII-1-4) is excluded)

The type of the compound which can be combined is not particularly limited, and may be appropriately combined and used depending on the desired properties such as solubility at low temperature, transfer temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one of the embodiments of the present invention. Or in another embodiment of the present invention, there are two types. Further, in another embodiment of the present invention, there are three types. Further, in another embodiment of the present invention, there are four types. Further, in another embodiment of the present invention, it is five or more.

With respect to the lower limit of the content of the compound containing the compound represented by the formula (XIII), in the case where the lower limit is present, for example, one of the present invention is relative to the total amount of the liquid crystal composition of the present invention. In the embodiment, it is 1%. Or in another embodiment of the present invention, it is 3%. Or in another embodiment of the present invention, it is 5%. Further, in another embodiment of the present invention, it is 8%. Further, in another embodiment of the present invention, it is 10%. On the other hand, in the embodiment in which the lower limit value is not present, it is 0%.

Further, the upper limit of the preferable content is the total amount of the liquid crystal composition of the present invention, for example, 28% in another embodiment of the present invention. Further, in another embodiment of the present invention, it is 20%. Further, in another embodiment of the present invention, it is 15%.

The preferred content range is from 1 to 25%, based on the total amount of the liquid crystal composition of the present invention, for example, in one embodiment of the present invention. Or in another embodiment of the present invention, it is 3 to 20%. Or in another embodiment of the present invention, it is 5 to 15%.

In the formula (XIII), R ^X1 and R ^X2 each independently represent an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, and an alkoxy group having 1 to 8 carbon atoms. Or 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, more preferably an alkyl group having 1 to 8 carbon atoms. Further, it is preferably an alkyl group having 2 to 5 carbon atoms, more preferably an alkyl group having 3 to 5 carbon atoms, and the number of carbon atoms of R ¹ and R ² is preferably different, and is preferably linear.

In the formula (XIII), X ³¹ to X ³⁶ preferably each independently represent a hydrogen atom or a fluorine atom, preferably 2 to 5 represent a fluorine atom, more preferably 2 to 4 represent a fluorine atom, more preferably Two to three are fluorine atoms, and more preferably two are fluorine atoms.

In this case, when two fluorine atoms are present, it is preferred that any two of X ³³ to X ³⁶ represent a fluorine atom, and preferably a combination of X ³³ and X ³⁴ represents a fluorine atom, or X ^{35 .} The combination of X and ³⁶ represents a fluorine atom, and further preferably a combination of X ³³ and X ³⁴ represents a fluorine atom. When the number of fluorine atoms is three or more, it is preferred that at least a combination of X ³³ and X ³⁴ represents a fluorine atom, or at least a combination of X ³⁵ and X ³⁶ represents a fluorine atom, and more preferably at least X ³³ and X. The combination of ³⁴ represents a fluorine atom.

In the formula (XIII), M ^X31 preferably represents a 1,4-cyclohexylene group, a 1,4-phenylene group or a tetrahydropyran-2,5-diyl group, but the liquid crystal composition is used. When the display element and the liquid crystal display are made to have a response speed, it is preferably 1,4-phenyl or tetrahydropyran-2,5-diyl, more preferably 1,4-phenylene. base. When the driving voltage is emphasized, it is preferably a 1,4-phenylene group or a tetrahydropyran-2,5-diyl group, and more preferably a tetrahydropyran-2,5-diyl group. When it is necessary to have a higher operating temperature range in the case where the operating temperature range is important, it preferably represents 1,4-cyclohexylene or tetrahydropyran-2,5-diyl, and more preferably represents 1, 4-stretched cyclohexyl. When 1,4-phenylene is present, one or more hydrogen atoms in the benzene ring may be substituted by a fluorine atom, but it is preferably unsubstituted, 1 substituted or 2 substituted, at 2 In the case of substitution, it preferably represents 2,3-difluorobenzene-1,4-diyl.

In the general formula (XIII), W represents 0 or 1, but when the response speed is emphasized, it is preferably 0, and when the operating temperature range is important, it is necessary to have a higher operating temperature range. Jia Wei said 1.

The compound represented by the formula (XIII) is preferably a compound represented by the formula (XIII-1) to (XIII-43) described below.

[化27]

(Wherein, R and ^X1 represents formula (X) R is the same in the meaning of ^{X1, X2} R represents general formula (X), ^X2 of the same meaning as R), preferably the general formula (XIII-1) ~ The compound represented by (XIII-10), (XIII-12), (XIII-20), (XIII-22), (XIII-40) and (XIII-42), preferably of the formula (XIII-1) a compound represented by (XIII-2), (XIII-10), (XIII-12), (XIII-20), (XIII-22), (XIII-40) and (XIII-42), preferably The compound represented by the formula (XIII-1) and (XIII-2) is more preferably a compound represented by the formula (XIII-1).

The compound represented by the formula (XIII-1) is specifically preferably a compound represented by the formula (XIII-1-1) to the formula (XIII-1-16).

Among the above compounds, a compound represented by the formula (XIII-1-1) to the formula (XIII-1-6) is preferred, and a compound represented by the formula (XIII-1-1) is preferred.

R ^X1 and R ^X2 in the formula (XIII) each independently represent 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 a carbon number. 2 to 8 of the alkenyloxy group, preferably an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms, more preferably an alkyl group having 2 to 5 carbon atoms or a carbon number. The alkenyl group of 2 to 5 is further preferably an alkyl group having 2 to 5 carbon atoms, preferably a straight chain. When R ^X1 and R ^X2 are both alkyl groups, it is preferred that the number of carbon atoms is the same. different.

More specifically, R ^X1 represents a propyl group and R ^X2 represents an ethyl compound or R ^X1 represents a butyl group and R ^X2 represents an ethyl group.

Further, a compound represented by the formula (C) may be contained.

(wherein R ¹⁰⁰ 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 4 carbon atoms, and X ¹⁰⁰ to X ¹⁰¹ independently represent a hydrogen atom or fluorine. Atom, Y ¹⁰⁰ represents a fluorine atom or -OCF ₃ )

R ^{100 is} preferably an alkyl group having 3 carbon atoms. X ¹⁰⁰ to X ^{101 are} preferably a fluorine atom. Y ^{100 is} preferably a fluorine atom.

A preferred content range is from 0 to 10% by mass, or from 2 to 8% by mass, and from 3 to 7% by mass.

The liquid crystal composition of the present invention can be used in a wide range of nematic liquid isotropic liquid phase transition temperature (T _ni ), but is preferably 60 to 120 ° C, more preferably 70 to 100 ° C, and particularly preferably 70. ~90 ° C.

The liquid crystal composition of the present invention is a compound of the formula (i) and the formula (XIII-1-2) or the formula (XIII-1-4) as an essential component, and as a more preferable aspect, the formula (L) may be contained. ,through a compound represented by the formula (X). In this case, the content is preferably the content described below.

In the case of containing a compound represented by the formula (i), the formula (XIII-1-2), the formula (XIII-1-4) and the formula (L), the total content of the compounds is preferably 40% by mass. ~80% by mass, more preferably 42 to 75% by mass, further preferably 45 to 70% by mass, particularly preferably 50% by mass to 68% by mass, most preferably 50 to 65% by mass.

In the case of the compound represented by the formula (i), the formula (XIII-1-2), the formula (XIII-1-4) and the formula (X), the total content of the compounds is preferably from 40 to 90. The mass % is more preferably 45 to 90% by mass, further preferably 47% by mass to 88% by mass, particularly preferably 50 to 85% by mass, most preferably 53 to 85% by mass.

When the compound represented by the formula (i), the formula (II-b), the formula (L) and the formula (X) is contained, the total content of the compounds is preferably from 60 to 100% by mass, more preferably It is 63 to 100% by mass, more preferably 70 to 100% by mass, and particularly preferably 75 to 100% by mass.

When the formula (L) is a compound represented by the formula (II-a) or the formula (I-a), the content described below is preferred.

In the case of a compound represented by the formula (i), the formula (XIII-1-2), the formula (XIII-1-4), the formula (II-a), the formula (Ia) and the formula (X) The total content of the compounds is preferably from 80 to 100% by mass, more preferably from 85 to 100% by mass, still more preferably from 90% by mass to 100% by mass, even more preferably from 95 to 100% by mass.

When the compound used in the invention of the present invention requires chemical stability of the liquid crystal composition, it is preferred that the compound does not have a chlorine atom in its molecule. 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, and preferably substantially not contained. The term "substantially not contained" means that a compound containing a chlorine atom, which is not intended to contain a compound produced as an impurity in the production of a compound, is mixed into the liquid crystal composition.

The compound used in the invention of the present invention does not have a peracid in the molecule (-CO-OO-) structure. Further, in the case where the reliability and long-term stability of the liquid crystal composition are emphasized, it is preferred not to use a compound having a cyano group or a carbonyl group. Further, in the case where the stability of UV (Ultraviolet) irradiation is emphasized, it is preferred that a compound substituted with a chlorine atom is not used. It is also preferred that only the intramolecular ring structure is a compound having a six-membered ring.

The value of the dielectric anisotropy Δ ε of the liquid crystal composition of the present invention is preferably -2.0 to -6.0, more preferably -2.5 to -5.0, still more preferably -2.5 to -4.0 at 25 ° C, if further In detail, when the response speed is emphasized, it is preferably -2.5 to -3.4, and when the driving voltage is emphasized, it is preferably -3.4 to -4.0.

The value of the refractive index anisotropy Δn of the liquid crystal composition of the present invention is preferably from 0.08 to 0.13, more preferably from 0.09 to 0.12 at 25 °C. More detailed, it is preferably 0.10 to 0.12 in the case of a thinner cell gap, and preferably 0.08 to 0.10 in the case of a thicker cell gap.

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

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

(wherein γ ₁ represents rotational viscosity and Δn represents refractive index anisotropy)

Z is preferably 13,000 or less, more preferably 12,000 or less, and still more preferably 11,000 or less.

When the liquid crystal composition of the present invention in the case of using the active matrix display element is necessary to have 10 ¹² (Ω.m) The above specific resistance is preferably 10 ¹³ (Ω.m), more preferably of 10 ¹⁴ (Ω. m) above.

The liquid crystal composition of the present invention may contain, in addition to the above compounds, a usual nematic liquid crystal, a smectic liquid crystal, a cholesteric liquid crystal, an antioxidant, an ultraviolet absorber, a polymerizable monomer, or the like, depending on the application.

The polymerizable monomer is preferably a functional monomer represented by the formula (P).

(wherein, X ⁷ and X ⁸ each independently represent a hydrogen atom or a methyl group, and Sp ¹ and Sp ² each independently represent a single bond, an alkylene group having 1 to 8 carbon atoms or -O-(CH ₂ ) _s - (wherein, s represents an integer from 2 to 7, which is set to the oxygen atom bonded to the aromatic ring), and 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 represent a fluorine atom or a hydrogen atom), -C≡C - or a single bond, B represents 1,4-phenylene, trans-1,4-cyclohexylene or a single bond, in all 1,4-phenylene groups of the formula, any hydrogen atom may also be fluorine Atomic substitution).

It is also preferred that any one of X ⁷ and X ⁸ represents a diacrylate derivative of a hydrogen atom, and any one of them has a methyl dimethacrylate derivative, and is preferably one. A compound which represents a hydrogen atom and the other represents a methyl group. The polymerization rate of these compounds is the fastest in the diacrylate derivative, the dimethacrylate derivative is slow, and the asymmetric compound is in the middle thereof, and the preferred aspect can be used depending on the use thereof. Among the PSA (Polymer sustained alignment) display elements, a dimethacrylate derivative is particularly preferred.

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 it is preferred that at least one of the PSA display elements is a single bond. Preferably, both of them represent a single bond compound or one represents a single bond and the other represents an alkylene group having 1 to 8 carbon atoms or -O-(CH ₂ ) _s -. In this case, it is preferably an alkyl group of 1 to 4, and s is preferably 1 to 4.

Z ^{1 is} preferably -OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -CF ₂ O-, -OCF ₂ -, -CH ₂ CH ₂ -, -CF ₂ CF ₂ - or The key is more preferably -COO-, -OCO- or a single bond, and particularly preferably a single bond.

B represents a 1,4-phenylene group, a trans-1,4-cyclohexylene group or a single bond in which any hydrogen atom may be substituted by a fluorine atom, but is preferably a 1,4-phenylene group or a single bond. In the case where C represents a ring structure other than a single bond, Z ^{2 is} also preferably a linking group other than a single bond. When C is a single bond, Z ^{1 is} preferably a single bond.

In these terms, 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), C represents a single bond, and when the ring structure is formed of two rings, it preferably represents the following formula (Pa-1) to formula (Pa-5).

(in the formula, the two ends are bonded to Sp ¹ or Sp ² )

More preferably, it is a formula (Pa-1) to a formula (Pa-3), and particularly preferably a formula (Pa-1).

The alignment control force after polymerization of the polymerizable compound containing the skeleton is optimal for the PSA type liquid crystal display device, and a good alignment state can be obtained, so that the display is not suppressed. None, or no display unevenness at all.

From the above, as the polymerizable monomer, a formula (Pa-1-1) to a formula (Pa-1-4) is preferable, and among them, a formula (Pa-1-2) is preferred.

(wherein, Sp ² represents an alkylene group having 2 to 5 carbon atoms)

In the case where a monomer is added to the liquid crystal composition of the present invention, the polymerization is promoted even in the case where the polymerization initiator is not present, but a polymerization initiator may be contained in order to promote the polymerization. Examples of the polymerization initiator include benzoin ethers, benzophenones, acetophenones, benzyl ketals, and fluorenylphosphine oxides. Further, in order to improve storage stability, a stabilizer may be added. Examples of stabilizers that can be used include hydroquinones, hydroquinone monoalkyl ethers, tert-butyl catechols, pyrogallols, thiophenols, and nitro groups. Compounds, β-naphthylamines, β-naphthols, nitroso compounds, and the like.

The liquid crystal composition of the present invention may further contain a compound represented by the formula (Q).

(wherein R ^Q represents a linear alkyl group or a branched alkyl group having 1 to 22 carbon atoms, and one or more of the CH ₂ groups in the alkyl group may be directly adjacent to the oxygen atom by - O-, -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF ₂ O-, -OCF ₂ -substituted, M ^Q represents trans-1,4-extension Cyclohexyl, 1,4-phenyl or single bond)

R ^Q represents a linear alkyl group or a branched alkyl group having 1 to 22 carbon atoms, and one or more of the CH ₂ groups in the alkyl group may be directly adjacent to the oxygen atom via -O-, - CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF ₂ O-, -OCF ₂ -, but preferably a linear alkyl group having 1 to 10 carbon atoms a straight chain alkyl group, a branched alkyl group, a branched alkoxy group, a CH ₂ group via -OCO- or - substituted by a linear alkoxy group, a CH ₂ group via -OCO- or -COO-. COO- made of substituted branched alkyl, and further preferred is a linear alkyl group having a carbon number of 1-20, a CH ₂ group substituted by -COO- or -OCO- from the linear alkyl, branched A branched alkyl group obtained by substituting an alkyl group, a branched alkoxy group, or a CH ₂ group with -OCO- or -COO-. M ^Q represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a single bond, but is preferably a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

More specifically, the compound represented by the formula (Q) is preferably a compound represented by the following formula (Q-a) to formula (Q-d).

[Chemical 5]

In the formula, R ^{Q1 is} preferably a linear alkyl group or a branched alkyl group having 1 to 10 carbon atoms, and R ^{Q2 is} preferably a linear alkyl group or a branched alkyl group having 1 to 20 carbon atoms, and R ^Q3 is more preferred. Preferably, it is a linear alkyl group having 1 to 8 carbon atoms, a branched alkyl group, a linear alkoxy group or a branched alkoxy group, and L ^{Q is} preferably a linear alkyl group or a branch having 1 to 8 carbon atoms. Chain alkyl. Among the compounds represented by the formula (Qa) to the formula (Qd), a compound represented by the formula (Qc) and the formula (Qd) is further preferred. In the liquid crystal composition of the invention, it is preferred to contain one or two kinds of the compounds represented by the formula (Q), more preferably one to five, and the content thereof is preferably from 0.001 to 1% by mass. Further, it is preferably 0.001 to 0.1% by mass, particularly preferably 0.001 to 0.05% by mass.

The liquid crystal composition containing a polymerizable compound of the present invention is useful for a liquid crystal display device, and is particularly useful for a liquid crystal display device for active matrix driving, and can be used in a PSA mode, a PSVA (Polymer Consumable Vertical Alignment) mode, Liquid crystal display element for VA mode, IPS mode or ECB (Electrically Controlled Birefringence) mode.

The liquid crystal composition containing a polymerizable compound of the present invention is polymerized by ultraviolet irradiation to impart a liquid crystal alignment energy, and is used for controlling the amount of light transmitted by the birefringence of the liquid crystal composition. Liquid crystal display element. As a liquid crystal display element, an AM-LCD (Active Matrix-Liquid Crystal Display), a TN (nematic liquid crystal display element), an STN-LCD (Super Torsional Nematic Liquid Crystal Display Element), and an OCB (Optically) Compensated Bend-Liquid Crystal Display) - LCD and IPS-LCD (coplanar switching liquid crystal display elements) are useful, but are especially useful for AM-LCDs. They can be used for transmissive or reflective liquid crystals. Display component.

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

The substrate is opposed to each other such that the transparent electrode layer is inside. At this time, the interval between the substrates can also be adjusted via the spacer. In this case, it is preferable to adjust so that the thickness of the obtained light control layer becomes 1 to 100 μm. Further, it is preferably 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. Further, in the case of having two polarizing plates, the polarization axes of the respective polarizing plates can be adjusted to adjust the viewing angle or contrast. Further, a retardation film for increasing the viewing angle can also be used. Examples of the separator include glass particles, plastic particles, alumina particles, and a photoresist material. Thereafter, a sealing agent such as an epoxy thermosetting composition is screen printed on the substrate in a form in which a liquid crystal injection port is provided, and the substrates are bonded to each other and heated to thermally cure the sealing agent.

A method of sandwiching a liquid crystal composition containing a polymerizable compound between two substrates can be carried out by a usual vacuum injection method, an ODF method, or the like, and a drop phenomenon is not caused in the vacuum injection method, but has a problem of remaining after the injection. In the invention of the present invention, it can be preferably used by using a display element manufactured by the ODF method.

As a method of polymerizing the polymerizable compound, since it is preferable to obtain a moderate polymerization rate in order to obtain good alignment properties of the liquid crystal, it is preferred to irradiate an active energy ray such as an ultraviolet ray or an electron beam by a single or in combination or sequentially. The method of polymerization. For the case of using ultraviolet rays, a polarized light source or a non-polarized light source may be used. In the case where the liquid crystal composition containing the polymerizable compound is polymerized in a state of being sandwiched between the two substrates, at least the substrate on the irradiation surface side must have appropriate transparency to the active energy ray. Further, it is also possible to use a method in which a specific portion is polymerized by light irradiation, and the alignment state of the unpolymerized portion is changed by changing the conditions such as an electric field, a magnetic field, or a temperature, and the active energy ray is irradiated to perform polymerization. Particularly in the case of ultraviolet exposure, it is preferred to face a liquid crystal composition containing a polymerizable compound. Ultraviolet exposure is performed while applying an alternating electric field. The applied alternating electric field 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 the pretilt angle required for 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 liquid crystal display device of the MVA (Multi-Domain Vertical Alignment) mode, it is preferable to control the pretilt angle to 80 to 89.9 degrees from the viewpoint of alignment stability and contrast.

The temperature at the time of irradiation is preferably within a temperature range in which the liquid crystal state of the liquid crystal composition of the present invention is maintained. It is preferred to carry out the polymerization at a temperature close to room temperature, i.e., at a temperature of typically 15 to 35 °C. As the lamp for generating ultraviolet rays, a metal halide lamp, a high pressure mercury lamp, an ultrahigh pressure mercury lamp, or the like can be used. Further, as the wavelength of the ultraviolet ray to be irradiated, it is preferred to irradiate the ultraviolet ray which is not in the wavelength region of the absorption wavelength region of the liquid crystal composition, and it is preferable to use the ultraviolet ray as needed. The intensity of the ultraviolet ray to be irradiated is preferably from 0.1 mW/cm ² to 100 W/cm ² , more preferably from 2 mW/cm ² to 50 W/cm ² . The energy of the ultraviolet ray to be irradiated can be appropriately adjusted, but is preferably from 10 mJ/cm ² to 500 J/cm ² , more preferably from 100 mJ/cm ² to 200 J/cm ² . When the ultraviolet ray is irradiated, the intensity can also be changed. The time for irradiating the ultraviolet rays is appropriately selected depending on the intensity of the ultraviolet rays to be irradiated, but is preferably from 10 seconds to 3600 seconds, more preferably from 10 seconds to 600 seconds.

The liquid crystal display device of the present invention is a liquid crystal display device comprising a first substrate having a common electrode made of a transparent conductive material and a second substrate having a transparent control layer. a thin film transistor of a pixel electrode formed of a conductive material and a pixel electrode provided in each pixel; and a liquid crystal composition sandwiched between the first substrate and the second substrate; and liquid crystal molecules in the liquid crystal composition The alignment at the time of voltage application is substantially perpendicular to the substrate, and the liquid crystal composition of the present invention described above is used as the liquid crystal composition.

The generation of the traces is greatly affected by the injected liquid crystal material, which is unavoidable due to the composition of the display elements. In particular, color filter formed in a liquid crystal display element Since a sheet, a thin film transistor, or the like has only a thin alignment film, a transparent electrode, or the like without a member that separates the liquid crystal composition, the occurrence of the dropping trace is affected by the combination.

In particular, when the thin film transistor is of an inverted staggered type, the gate electrode is formed so as to cover the gate electrode, and thus the area thereof tends to increase. The drain electrode is formed of a metal material such as copper, aluminum, chromium, titanium, molybdenum or tantalum. In general, passivation treatment is carried out in a usual form. However, the protective film is generally thin, the alignment film is also thin, and the possibility of not blocking the ionic substance is high, so that the occurrence of the dropping trace due to the interaction between the metal material and the liquid crystal composition cannot be avoided.

In the invention of the present invention, the thin film transistor is preferably an inverted staggered liquid crystal display element as described in FIG. 2, and is preferably used in the case of using aluminum wiring.

The liquid crystal display element using the liquid crystal composition of the present invention is useful for suppressing high-speed response and display failure, and is particularly useful for active matrix driving liquid crystal display elements, and can be applied to VA mode, PSVA mode, PSA mode, IPS. Used in mode or ECB mode.

[Examples]

Hereinafter, the present invention will be further described in detail by way of examples, but the invention is not limited to the examples. Moreover, "%" of the composition of the following examples and comparative examples means "% by mass".

The characteristics measured in the examples are as follows.

T _ni : nematic phase-isotropic liquid phase transfer temperature (°C)

Δn: refractive index anisotropy at 20 ° C

△ ε: dielectric anisotropy at 20 ° C

η: viscosity at 20 ° C (m.Pas)

γ ₁ : rotational viscosity at 20 ° C (m.Pas)

VHR: Voltage holding ratio at 70 ° C under the condition of frequency 60 Hz and applied voltage of 5 V (%)

VHR after heat resistance test: The VHR measurement TEG (Test Element Group) in which the liquid crystal composition was injected was held in a thermostat at 120 ° C for 30 minutes, and then measured under the same conditions as the above VHR measurement method.

Persistence: The evaluation of the residual mark of the liquid crystal display element is the level of the residual image of the fixed pattern when the specific fixed pattern is displayed for 1200 hours in the display area, and the following four steps are followed. Evaluation is carried out.

◎ no residual image (very good level)

○ There are a few residual images, and the level can be tolerated (good level)

△ There are residual images, the level that cannot be tolerated (not good level)

× There are residual images, which are quite poor (lower level)

Traces of the drop: The evaluation of the drop marks of the liquid crystal display device was carried out by visually observing the fact that the entire surface showed black and the white drops were added and the evaluation was carried out in accordance with the following four steps.

◎ no residual image (very good level)

○ There are a few residual images, and the level can be tolerated (good level)

△ There are residual images, the level that cannot be tolerated (not good level)

× There are residual images, which are quite poor (lower level)

Process suitability: Process suitability is in the ODF process, using a fixed metering pump to add 25 pL of liquid crystal per drop, and the process is carried out 100,000 times, followed by the following four steps to evaluate the next "0 to 200 times, 200 to 400 times, 401 to 600 times, ...99801 to 100000 times, each of 200 successive drops of liquid crystal changes.

◎The change is extremely small (the liquid crystal display element can be stably manufactured. Very good level)

○ There are a few changes, and the level that can be tolerated (good level)

△ There is a change, the level that cannot be tolerated (the yield is deteriorated due to the occurrence of spots. The level is not good)

×Change, quite crude (liquid crystal leakage or vacuum bubble generation) (poor level)

Solubility at low temperature: The solubility evaluation at low temperature was carried out by modulating the liquid crystal composition, and weighing 0.5 g of the liquid crystal composition in a 1 mL sample vial, and setting the number of cycles to 1 cycle in the temperature-controlled test cell "- 25 ° C (for 1 hour) → temperature (0.1 ° C / min) → 0 ° C (for 1 hour) → temperature (0.1 ° C / min) → 25 ° C (for 1 hour) → cooling (-0.1 ° C / min →0°C (for 1 hour)→cooling (−0.1°C/min)→-25°C”, the temperature was continuously changed, and the precipitation of the liquid crystal composition was visually observed, and the following four steps were evaluated. .

◎ No precipitate was observed for 672 hours or longer. (very good level)

○ No precipitate was observed for 336 hours or more. (good level)

A precipitate was observed within 168 hours. (not good level)

Leachate was observed within 84 hours. (poor level)

Further, the following description of the compounds in the examples uses the following abbreviations.

(side chain structure and joint structure)

-n -C _n H _{2n+1 a} linear alkyl group having a carbon number n

_N -C _n H _2n+1 - a linear alkyl group having a carbon number n

-On -OC _n H _2n+1 carbon number n linear alkoxy

nO- C _n H _2n+1 O-linear alkoxy group of carbon number n

-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)

A liquid crystal composition (LC1 to 4) having the composition shown below was prepared, and the physical property values thereof were measured. The results are shown in the table below.

The VA liquid crystal display element shown in Fig. 1 was produced using each liquid crystal composition. The liquid crystal display element has an inversely staggered thin film transistor as an active element. The injection of the liquid crystal composition was carried out by a dropping method, and evaluation of leaving marks, dropping marks, process suitability, and solubility at low temperatures was performed.

Further, the symbol on the left side of the content is the description of the abbreviated name of the above compound.

It is understood that the liquid crystal compositions LC-2 to 4 of Examples 1 to 3 have lower viscosity η and rotational viscosity γ ₁ than the liquid crystal composition LC-1 of Comparative Example 1 which does not contain the compound of the formula (i). The evaluation of the trace, the evaluation of the trace, the suitability of the process, and the solubility at low temperatures are excellent.

(Examples 4 to 7)

A liquid crystal composition (LC-5 to 8) having the composition shown below was prepared, and the physical property value thereof was measured. Further, the liquid crystal display element was evaluated for the retention marks, the dropping traces, the process suitability, and the solubility at low temperatures. The results are shown below.

In the liquid crystal compositions LC-5 to 8 of Examples 4 to 7, the total amount of the compound of the formula (i) and the compound of the formula (XIII-1-2) in the liquid crystal composition LC-5 of Example 4. It was 26% by mass, and thus a slightly poor but good result was obtained.

(Examples 8 to 12)

A liquid crystal composition (LC-9 to 13) having the composition shown below was prepared, and the physical property values thereof were measured. Further, the liquid crystal display element was evaluated for the retention marks, the dropping traces, the process suitability, and the solubility at low temperatures. The results are shown below.

It is understood that the liquid crystal compositions LC-9 to 13 of Examples 8 to 12 have low viscosity η and rotational viscosity γ ₁ , and are excellent in various panel evaluation performance, process suitability, and solubility at low temperatures.

(Examples 13 to 16)

A liquid crystal composition (LC-14 to 17) having the composition shown below was prepared, and the physical property value thereof was measured. Further, the liquid crystal display element was evaluated for the retention marks, the dropping traces, the process suitability, and the solubility at low temperatures. The results are shown below.

A good junction was obtained in the liquid crystal compositions LC-14~17 of Examples 13-16. fruit.

(Examples 17 to 20)

A liquid crystal composition (LC-18 to 21) having the composition shown below was prepared, and the physical property value thereof was measured. Further, the liquid crystal display element was evaluated for the retention marks, the dropping traces, the process suitability, and the solubility at low temperatures. The results are shown below.

Good results were obtained in the liquid crystal compositions LC-18 to 21 of Examples 17 to 20.

(Example 21)

To 99.85% of the nematic liquid crystal composition LC-15 shown in Example 14, 0.15% of the polymerizable compound shown below was added.

Further, the polymerizable liquid crystal composition CLC-A was prepared by uniformly dissolving. The physical properties of CLC-A and the physical properties of the nematic liquid crystal composition shown in Example 27 were almost the same. The CLC-A was injected into a cell with a ITO attached to the polyimine aligning film which induced the horizontal alignment by a vacuum injection method to a cell gap of 3.5 μm. While applying a rectangular wave having a frequency of 1 kHz to the unit, the liquid crystal cell is irradiated with ultraviolet rays through a filter for blocking ultraviolet rays of 320 nm or less and by a high pressure mercury lamp. The vertical alignment liquid crystal display element obtained by polymerizing the polymerizable compound in the polymerizable liquid crystal composition was obtained by adjusting and irradiating the surface of the unit to have an irradiation intensity of 10 mW/cm ² for 600 seconds. By polymerizing the polymerizable compound, it was confirmed that the alignment regulating force to the liquid crystal compound was generated.

1‧‧‧Polar plate

2‧‧‧Substrate

3‧‧‧Transparent electrode or transparent electrode with active components

4‧‧‧Alignment film

5‧‧‧LCD

Claims (12)

A liquid crystal composition having a negative dielectric anisotropy and containing a compound represented by the formula (i), a compound represented by the formula (XIII-1-2) and/or a formula (XIII-1-4), The content of the compound represented by the formula (XIII-1-2) and the formula (XIII-1-4) contained in the liquid crystal composition is 10 to 25% by mass, and the formula (i) and the formula (XIII-1-2) And the total content of the compound represented by the formula (XIII-1-4) is 29 to 61% by mass; Furthermore, one or two or more compounds represented by the formula (X) are contained, and 30 to 45% by mass of the compound represented by the formula (XII) is contained as the compound represented by the formula (X). (wherein R ^X1 and R ^X2 independently of each other 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, which are present in the groups One methylene group or two or more methylene groups which are not adjacent may be substituted by -O- or -S-, and one or two or more hydrogen atoms present in the groups may also pass through a fluorine atom. Or a chlorine atom substitution, u and v independently of each other represent 0, 1 or 2, u+v is 2 or less, and M ^X1 , M ^X2 and M ^X3 independently of each other are selected from (a) trans-1,4-extension a cyclohexyl group (one methylene group present in the group or two or more methylene groups not adjacent thereto may be substituted by -O- or -S-), (b) 1,4-phenylene group (the group) a group in the group consisting of one -CH= or two or more non-contiguous -CH= may also be substituted by -N=, the hydrogen contained in the above group (a) or group (b) The atom may be substituted by a cyano group, a fluorine atom, a trifluoromethyl group, a trifluoromethoxy group or a chlorine atom, respectively, but when there are a plurality of M ^X2 and/or M ^X3 , the same may be different. L ^X1, L ^X2 and L ^X3 each independently represent 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-, in the L ^X1 and / or L ^X3 in the presence of a plurality of case, these may be the same or different, and ^{the X1} X X ^X2 independently of each other represents a trifluoromethyl group, a trifluoromethoxy group or a fluorine atom, and each of them represents a fluorine atom) (Wherein, R and ^X1 represents formula (X) R is the same in the meaning of ^X1, M ^X2 represents the same meaning as in the general formula (X) M ^X2, R ^X2 represents in the general formula (X) R ^The same meaning of ^X2 ). The liquid crystal composition of the first aspect of the invention, which comprises one or more compounds of the compound represented by the formula (L), (wherein R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one of the alkyl groups or two or more non-adjacent-CH ₂ - may be independently passed through -CH =CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-substitution, OL means 0, 1, 2 or 3, B ^L1 , B ^L2 and B ^L3 are independently selected consisting of (a) 1,4- cyclohexylene (the presence of a group -CH ₂ - or two or more of the adjacent -CH ₂ - may be replaced by -O-) and (b) 1,4 - a group in a group consisting of a phenyl group (one of -CH= or a non-contiguous one or more -CH= may also be substituted by -N=), the above group (a), a group ( b) may also be independently substituted by any one of a cyano group, a fluorine atom or a chlorine atom, and L ^L1 and L ^L2 each independently represent 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 L ^L2 has a plurality of cases, the same may be different. When OL is 2 or 3 and B ^L3 has a plurality of cases, the same may be the same. The difference may be that the compound represented by the formula (i) is not included. The liquid crystal composition of claim 2, wherein the compound represented by the formula (L) is a compound represented by the formula (II-a) and the formula (Ia). (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; , an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms) (wherein R ¹³ and R ¹⁴ each independently represent an alkyl group having 1 to 5 carbon atoms, but do not include a compound which is a combination of R ¹³ and R ¹⁴ which represents a combination of an alkyl group having 3 and 2 carbon atoms), Further, it contains one or more compounds represented by the formula (II-a). The liquid crystal composition according to any one of claims 1 to 3, wherein the compound represented by the formula (X) is a formula (XI-1), a formula (XII-1), and a formula (XII-). 2) or a compound represented by the formula (XIII), (wherein R ^X11 and R ^X21 each independently represent an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms or a carbon number of 2 to 5; Alkenyloxy) (Wherein, R and ^X1 represents formula (X) R is the same in the meaning of ^{X1, X2} R represents general formula (X), ^X2 of the same meaning as R) (wherein R ^X1 represents the same meaning as R ^X1 in the formula (X), M ^X31 represents the same meaning as M ^X1 in the formula (X), and R ^X2 represents R in the formula (X) ^{X2 has the} same meaning, W represents 0 or 1, and X ³¹ ~ X ³⁶ represents a hydrogen atom or a fluorine atom, but at least a combination of X ³¹ and X ³² , a combination of X ³³ and X ³⁴ , and a combination of X ³⁵ and X ³⁶ The combination of the first group is a fluorine atom; wherein, the compound represented by the formula (XIII-1-2) or the formula (XIII-1-4) is not included. The liquid crystal composition of claim 4, wherein the compound represented by the formula (XII-1) contains a compound represented by the formula (XII-1-2) or the formula (XII-1-7), The liquid crystal composition of claim 5, wherein the content of the compound represented by the formula (XII-1-2) is 7 to 22% by mass, or the content of the compound represented by the formula (XII-1-7) is 9~24% by mass. The liquid crystal composition of claim 3, which comprises the formula (i), the formula (XIII-1-2), the formula (XIII-1-4), the formula (II-a), and the formula (Ia). And a compound represented by the formula (X), and the total content thereof is from 90% by mass to 100% by mass. The liquid crystal composition of claim 1, which contains the compound represented by the formula (XIII-1-4). The liquid crystal composition of claim 1, which contains a reactive monomer, and the reactive monomer system has a functional monomer represented by the following formula (P): (wherein, X ⁷ and X ⁸ each independently represent a hydrogen atom or a methyl group, and Sp ¹ and Sp ² each independently represent a single bond, an alkylene group having 1 to 8 carbon atoms or -O-(CH ₂ ) _s - (wherein s represents an integer from 2 to 7, set to the oxygen atom bonded to the 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 represent 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; wherein all of the 1,4-phenylene groups in the formula may be substituted by a fluorine atom. ). A liquid crystal display element using the liquid crystal composition of claim 1 of the patent application. A liquid crystal display element using the liquid crystal composition of claim 9 of the patent application. A liquid crystal display using the liquid crystal display element of claim 10 or 11.