TWI628266B - Liquid crystal composition and liquid crystal display element using same - Google Patents

Abstract

The present invention relates to a liquid crystal composition used for a liquid crystal display element.

The problem to be solved by the present invention is to provide characteristics such as dielectric constant anisotropy, overall viscosity, nematic phase upper limit temperature, rotational viscosity γ ₁ , voltage holding ratio, and the like as liquid crystal display elements and imprint characteristics of display elements. Deterioration, dripping traces at the time of manufacture are less likely to occur, a discharge amount of a stable liquid crystal material is achieved in the ODF step, a liquid crystal composition suitable for a liquid crystal display element having good solubility at a low temperature, and a liquid crystal display using the liquid crystal composition is provided. element.

The present invention relates to a liquid crystal composition having a negative dielectric anisotropy of a compound represented by the formula (i) and the formula (XI-1-2) or the formula (XI-1-4), and a liquid crystal composition using the same Liquid crystal display element.

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 in various measuring apparatuses, such as a timepiece and a desktop type electronic computer, an automobile panel, a word processor, an electronic notebook, a printer, a computer, a television, a timepiece, an advertisement display board, etc. As a liquid crystal display method, among them, there are TN (twisted nematic) type, STN (super twisted nematic) type, VA (vertical alignment) type using TFT (thin film transistor), or IPS (planar conversion) type. Wait. The liquid crystal composition used in these liquid crystal display elements is required to exhibit stability in terms of moisture, air, heat, light, etc., and to display a liquid crystal phase in a wide temperature range as wide as possible around a room temperature. Low viscosity and low drive voltage. Further, in order to optimize the dielectric anisotropy (Δε) or refractive index anisotropy (Δn) which are most suitable for each display element, the liquid crystal composition is composed of several kinds to several tens of kinds of compounds. Composition.

In the vertical alignment type display, a liquid crystal composition having a negative Δ ε is used, and it is widely used for a liquid crystal TV or the like. On the other hand, in all driving methods, low voltage driving, fast response, and wide operating temperature are required. Degree range. That is, it is required that Δε is positive and the absolute value is large, the viscosity (η) is small, and the high nematic phase-isotropic liquid phase transition temperature (Tni) is required. Further, from the setting of the product Δn × d of Δn and the cell gap (d), it is necessary to adjust the Δn of the liquid crystal composition to the cell gap to be adjusted to an appropriate range. Further, when a liquid crystal display element is applied to a television or the like, a liquid crystal composition having a small γ1 is required because of importance of rapid reactivity. Conventionally, in order to form a liquid crystal composition having a small γ1, a compound having a dialkylbicyclohexane skeleton is generally used (see Patent Document 1). However, although the bicyclohexane compound has a high effect of reducing γ1, a compound having a high vapor pressure and a short alkyl chain length is particularly preferable. Further, since the Tb is also low, the alkyl bicyclohexane compound is a compound having a total of side chain lengths of 7 or more in total, and the compound having a short side chain length is not sufficiently investigated. The truth.

On the other hand, the use of the liquid crystal display element has been expanded, and the use method and manufacturing method have also been greatly changed. In order to cope with this, it has been required to optimally characterize characteristics other than the basic physical property values. In other words, a liquid crystal display device using a liquid crystal composition has been widely used in a VA (Vertical Alignment) type or an IPS (Plane Conversion) type, and a display element having a size of 50 or more and a very large size has also been put into practical use. With the increase in the size of the substrate, the method of injecting the liquid crystal composition into the substrate is also the mainstream of the injection method from the conventional vacuum injection method to the ODF (One Drop Fill) method (see Patent Document 2), but the liquid crystal is used. When the composition is dropped onto the substrate, the problem that the drop marks cause a decrease in display quality has emerged. Furthermore, for the purpose of generating a pretilt angle of a liquid crystal material in a liquid crystal display element and rapid reactivity, there is a development of a PS liquid crystal display element. (polymer stabilized, polymer stabilization), PSA liquid crystal display element (polymer sustained alignment) (refer to Patent Document 3), this problem becomes a bigger problem. That is, these display elements are characterized by the addition of a monomer to the liquid crystal composition to harden the monomer in the composition. The liquid crystal composition for the active matrix is a compound which can be used because of the necessity of maintaining a high voltage holding ratio, and a compound having an ester bond in the compound is used. The single-system acrylate used in the PSA liquid crystal display device is mainly used, and generally has an ester bond in the compound. Such a compound generally does not use a liquid crystal compound as a main matrix (see Patent Document 3). Such a foreign matter induces the occurrence of dripping marks, and deterioration of the yield of the liquid crystal display element due to poor display is a problem. Further, when an additive such as an antioxidant or a light absorber is added to the liquid crystal composition, there is a problem that the yield is deteriorated.

Here, the so-called dripping trace is defined as a phenomenon in which the trace of the liquid crystal composition is dropped in a white state during black display.

In the suppression of the traces of the dripping, there is a method of forming a polymer layer in the liquid crystal layer by polymerization of a polymerizable compound mixed in the liquid crystal composition, and suppressing the dripping trace caused by the relationship with the alignment control film. (Patent Document 4). However, in this method, there is a problem that the display is imprinted by the polymerizable compound added to the liquid crystal, and the effect of suppressing the dripping trace is insufficient, and it is required to maintain the basic characteristics as a liquid crystal display element. Development of liquid crystal display elements that are not susceptible to branding or dripping. Further, it is required that the polymerization of the polymerizable compound does not form a polymer layer in the liquid crystal layer, and the vertical alignment type display which is normally controlled by the alignment of the vertical alignment film is also difficult to be formed. The development of liquid crystal display elements that are branded or dripped.

[Previous Technical Literature] [Patent Literature]

[Patent Document 1] Japanese Patent 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. 2006-58755

The problem to be solved by the present invention is to provide characteristics such as dielectric constant anisotropy, viscosity, nematic phase upper limit temperature, low temperature nematic phase stability, γ1, etc. as liquid crystal display elements and display elements. A liquid crystal composition suitable for a liquid crystal display element and a liquid crystal display element using the liquid crystal display element which is capable of achieving a stable discharge amount of the liquid crystal material in the ODF process.

In order to solve the above problems, the present inventors have studied the constitution of various liquid crystal compositions which are most suitable for the production of liquid crystal display elements by the dropping method, and found that liquid crystal display can be suppressed by using a specific liquid crystal compound at a specific mixing ratio. The occurrence of dripping marks in the component is achieved, and the completion of the invention of the present invention is achieved.

The present invention provides a liquid crystal composition having a negative dielectric anisotropy, which contains the formula (i) The compound shown contains formula (XI-1-2) or (XI-1-4) a compound shown; and a liquid crystal display element using the liquid crystal composition.

The liquid crystal display device of the present invention is excellent in rapid reactivity and low in occurrence of branding, and has a feature that the occurrence of dripping marks due to the production thereof is small, and therefore it is suitable for display elements such as liquid crystal TVs and monitors.

1‧‧‧Polar plate

2‧‧‧Substrate

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

4‧‧‧Alignment film

5‧‧‧LCD

11‧‧‧ gate

12‧‧‧Anodic Oxide Film

13‧‧‧ gate insulation

14‧‧‧Transparent electrode

15‧‧‧汲polar

16‧‧‧Ohm contact layer

17‧‧‧Semiconductor layer

18‧‧‧Protective film

19a‧‧‧Source 1

19b‧‧‧Source 2

100‧‧‧Substrate

101‧‧‧Protective layer

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

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

[Formation of the Invention]

As described above, the process of the occurrence of the dropping trace is not clear at present, however, it is highly likely to be related to the interaction between the impurity and the alignment film in the liquid crystal compound, the chromatographic phenomenon, and the like. Although the impurities in the liquid crystal compound are greatly affected by the process of the compound, the method for producing the compound is not necessarily the same, for example, even if the number of carbon atoms in the side chain is different. That is, since the liquid crystal compound is manufactured by a precise process, the cost thereof is high among chemical products, and the improvement of manufacturing efficiency is strongly demanded. Therefore, in order to use cheap raw materials as much as possible, there are even carbon atoms in the side chains. The number is only one different, and it is better to manufacture the material from a completely different kind of raw material. Therefore, the process of the liquid crystal precursor is different for each of the originals, and even if the processes are the same, the raw materials are mostly different, and as a result, different impurities are mixed in each of the originals. However, the traces of dripping are also likely to occur due to a very small amount of impurities, and the occurrence of drip marks is limited only by purification of the protoplasts.

On the other hand, the general method for producing a liquid crystal original has a tendency to be defined for each of the original bodies after the process is established. Even now, when the analytical technique has been developed, it is not easy to understand whether or not the impurities are mixed. The design of the composition must be carried out on the premise that the impurities are mixed in each of the original bodies. As a result of investigating the relationship between the impurities of the liquid crystal precursor and the dripping traces, the inventors of the present invention have learned from the fact that there are impurities which are less likely to occur in the composition, and impurities which are liable to occur. Therefore, in order to suppress the occurrence of dripping marks, it is important to use a specific compound in a specific mixing ratio, and in particular, a composition in which a dripping trace is unlikely to occur is known. The preferred embodiments described below are based on the foregoing points.

The liquid crystal composition of the present invention contains the compound represented by the formula (i) as the first component, preferably 20 to 50% by mass, more preferably 20 to 45% by mass, and particularly preferably 20 to 40% by weight. The mass %, more specifically, when the reaction rate is important, is preferably 25 to 50% by mass, and when the driving voltage is more important, it is preferably 20% by mass to 40% by mass.

The compound represented by the formula (XI-1-2) or the formula (XI-1-4) is preferably used as the second component, preferably 2 to 30% by mass, more preferably 4 to 25% by mass, particularly preferably It is 4 to 20% by mass, and particularly preferably 4 to 15% by mass.

In addition, the liquid crystal composition of the present invention may contain one or two or more kinds of compounds represented by the formula (L) as other components. (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 - groups may independently be -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 each independently represented free

(a) 1,4-cyclohexylene (one -CH ₂ - or two or more non-contiguous -CH ₂ - may be substituted to -O-) and (b) 1,4- a group in a group consisting of one phenyl group (one -CH= or two or more contiguous -CH=substitutable to -N=) present in the group, the above group (a), a group (b) each independently may be 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 is plural, they may be the same or different. When OL is 2 or 3 and B ^L3 is plural, they may be the same or different, but Except for the compound represented by formula (i)).

R ^L1 and R ^L2 are preferably a linear alkyl group having 1 to 5 carbon atoms and a linear carbon number of 1 to 4 when the ring to which the ring is bonded is a phenyl group (aromatic). (or more) alkoxy group and alkenyl group having 4 to 5 carbon atoms, wherein the ring to which the bond is bonded is cyclohexane, megbrane and In the case of a saturated ring structure such as an alkane, 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 are preferable. An alkenyl group having 2 to 5 atoms.

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

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

The kind of the compound which can be combined is not particularly limited, but it is suitably used in combination according to the desired properties such as solubility at low temperature, transition temperature, electronic reliability, and birefringence. The type of the compound to be used is, for example, one type in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types. Further, in another embodiment of the present invention, there are three types. Furthermore, in another embodiment of the present invention, there are four types. Furthermore, in another embodiment of the present invention, it is five or more types.

In the liquid crystal composition of the present invention, the content of the compound represented by the formula (L) must be in accordance with solubility at low temperature, transition temperature, electronic reliability, birefringence, process compatibility, dripping marks, branding, The required properties such as dielectric anisotropy or volatility are suitably adjusted.

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

Further, the upper limit of the preferable content is, for example, 35% based on the total amount of the liquid crystal composition of the present invention, for example, in another embodiment of the present invention. Furthermore, in another embodiment of the present invention, it is 30%. Furthermore, in another embodiment of the present invention, it is 25%. Furthermore, in another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of the present invention, it is 15%. Furthermore, in another embodiment of the present invention, it is 10%.

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

When the liquid crystal composition of the present invention is kept at a low viscosity and a liquid crystal composition having a high reaction rate is required, it is preferable that the above lower limit value is high and the upper limit value is high. In addition, when the liquid crystal composition of the present invention is kept high in Tni and a liquid crystal composition having good temperature stability is required, it is preferable that the above lower limit value is high and the upper limit value is high. Further, in order to increase the dielectric anisotropy in order to maintain a low driving voltage, it is preferable to lower the above lower limit value. And the upper limit is lower.

Further, the compound represented by the formula (L) is preferably a compound selected from the group of compounds represented by the formula (I) to the formula (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, except for the formula (I) In the formula, R ⁹¹ represents an alkyl group having 3 carbon atoms, and R ⁹² represents a compound of an alkyl group having 2 carbon atoms.

When the compound selected from the group consisting of the compounds represented by the general formula (I) to the general formula (V) is contained, it preferably contains one to ten kinds, particularly preferably one to five kinds, and more preferably contains two. The compound of the above five kinds or less is preferably 5 to 40% by mass, more preferably 8 to 35% by mass, particularly preferably 10 to 30% by mass.

R ⁹¹ to R ^9a each independently preferably 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. An alkyl group of 1 to 5, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 2 to 5 carbon atoms, and the alkenyl group is preferably a formula (alkenyl-1) to (alkenyl-4) described below. ) (wherein, the right end is bonded to the ring structure), but when the liquid crystal composition of the present invention contains a reactive monomer, it is preferably a formula (alkenyl-2) and a formula (alkenyl-4). The structure shown is more preferably a structure represented by the formula (alkenyl-2).

Further, R ⁹¹ and R ⁹² may be the same or different, and preferably represent a different substituent.

Further, the compound represented by the formula (I) is preferably a compound selected from the group of compounds represented by the formula (Ia). (wherein R ¹³ and R ¹⁴ each independently represent an alkyl group having 1 to 5 carbon atoms, except that a compound in which R ³ and R ¹⁴ have a combination of a combination of 3 and 2 alkyl groups).

The kind of the compound which can be combined is not particularly limited, but is combined in accordance with the required properties such as solubility at low temperature, transition temperature, electronic reliability, and birefringence. The type of the compound to be used is, for example, one type in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types. Further, in another embodiment of the present invention, it is three or more types.

In the liquid crystal composition of the present invention, the content of the compound represented by the formula (Ia) must be in accordance with solubility at low temperature, transition temperature, electronic reliability, birefringence, process compatibility, dripping marks, branding, The required performance such as dielectric anisotropy is suitably adjusted. Better The lower limit of the content of the liquid crystal composition of the present invention is, for example, 3% in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, it is 8%. Further, in another embodiment of the present invention, it is 15%. Furthermore, in another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of the present invention, it is 25%. Furthermore, in another embodiment of the present invention, it is 30%.

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

The range of the preferable content is, for example, 3 to 15% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 5 to 20%. Further, in another embodiment of the present invention, it is 10 to 30%. Furthermore, in another embodiment of the present invention, it is 15 to 40%.

The liquid crystal composition of the present invention must have a compound represented by the formula (i). When used in combination with the compound of the formula (Ia), the total amount thereof is preferably from 25 to 60% by mass, more preferably 25 ~55 mass%, particularly preferably 30 to 55 mass%, and more preferably 30% to 50 mass%.

The compound represented by the formula (I-a) is more preferably a compound described below.

Preferred are compounds represented by the formula (I-a-1) and the formula (I-a-2). When a liquid crystal display element having a high Tni and stably displayed even at a high temperature is produced, the content of the compound represented by the formula (I-a-1) and the formula (I-a-2) is preferably slightly larger.

Further, the compound represented by the formula (I) is preferably a compound selected from the group of compounds represented by the formula (Ib). (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 kind of the compound which can be combined is not particularly limited, but is combined in accordance with the required properties such as solubility at low temperature, transition temperature, electronic reliability, and birefringence. The type of the compound to be used is, for example, one type in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types. Further, in another embodiment of the present invention, it is three or more types.

In the liquid crystal composition of the present invention, the content of the compound represented by the formula (Ib) must be in accordance with solubility at low temperature, transition temperature, electronic reliability, birefringence, process compatibility, dripping marks, branding, The required performance such as dielectric anisotropy is suitably adjusted. The lower limit of the content of the liquid crystal composition of the present invention is, for example, 2% in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, it is 3%. Further, in another embodiment of the present invention, it is 5%. Furthermore, in another embodiment of the present invention, it is 8%. Furthermore, in another embodiment of the present invention, it is 11%. Furthermore, in this In another embodiment of the invention, it is 15%. Furthermore, in another embodiment of the present invention, it is 20%.

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

The range of the preferable content is, for example, 2 to 15% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 4 to 15%. Further, in another embodiment of the present invention, it is 8 to 15%. Furthermore, in another embodiment of the present invention, it is 11 to 20%. Furthermore, in another embodiment of the present invention, it is 15 to 25%. Furthermore, in another embodiment of the present invention, it is 20 to 30%. Furthermore, in another embodiment of the present invention, it is 25 to 35%. Furthermore, in another embodiment of the present invention, it is 30 to 40%.

The compound represented by the formula (I-b) is more preferably a compound described below.

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 (Ic). (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 kind of the compound which can be combined is not particularly limited, but is combined in accordance with the required properties such as solubility at low temperature, transition temperature, electronic reliability, and birefringence. The type of the compound to be used is, for example, one type in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types. Further, in another embodiment of the present invention, it is three or more types.

In the liquid crystal composition of the present invention, the content of the compound represented by the formula (Ic) must be in accordance with solubility at low temperature, transition temperature, electronic reliability, birefringence, process compatibility, dripping marks, branding, The required performance such as dielectric anisotropy is suitably adjusted. The lower limit of the content of the liquid crystal composition of the present invention is, for example, 2% in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, it is 4%. Further, in another embodiment of the present invention, it is 6%. Furthermore, in another embodiment of the present invention, it is 10%.

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

The range of the preferable content is, for example, 2 to 15% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 4 to 20%. Further, in another embodiment of the present invention, it is 6 to 25%.

When the solubility at a low temperature is emphasized, the effect is high if the content is set slightly, and conversely, when the reaction rate is emphasized, the effect is high if the content is set slightly. Further, in order to improve the dripping trace or the imprinting property, it is preferred to set the range of the content in the middle.

The compound represented by the formula (I-c) is more preferably a compound described below.

A compound represented by the formula (I-c-1), the formula (I-c-2) or the formula (I-c-3) is preferred.

The liquid crystal composition of the invention 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 (Id-1) in accordance with the properties required for solubility at a low temperature, a transition temperature, an electron reliability, a birefringence, etc., with respect to the total amount of the liquid crystal composition of the present invention. the amount Preferably, the compound is contained in an amount of 5% by mass or more and 32% by mass or less, more preferably 8% by mass or more and 32% by mass or less, more preferably 12% by mass or more and 32% by mass or less, and particularly preferably 15% by mass or less. Above 32% by mass.

Further, the compound represented by the formula (I) is preferably a compound selected from the group of compounds represented by the formula (Ie). (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 type to three or more types in combination with properties required for solubility at low temperature, transition temperature, electronic reliability, and birefringence. The content of the compound represented by the formula (Ie) is required according to the solubility at low temperature, the transition temperature, the electron reliability, the birefringence, the process compatibility, the dripping trace, the imprint, the 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, and still more preferably 20% by mass or more based on the total amount of the liquid crystal composition of the present invention. Further, the ratio which can be contained at the maximum is preferably 40% by mass or less, more preferably 35% by mass or less, and particularly preferably 30% by mass or less.

The range of the preferable content 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 particularly preferably 15% by mass based on the total amount of the liquid crystal composition of the present invention. % or more is 35% by mass or less, and particularly preferably 20% by mass or more and 40% by mass or less.

Further, the compound represented by the formula (Ie) is preferably a compound selected from the group of compounds represented by the formula (Ie-1) to the formula (Ie-10), more 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 kind of the compound which can be combined is not particularly limited, but is combined in accordance with the required properties such as solubility at low temperature, transition temperature, electronic reliability, and birefringence. The type of the compound to be used is, for example, one type in one embodiment of the present invention. Alternatively, 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 in accordance with solubility at low temperature, transition temperature, electron reliability, birefringence, process compatibility, dripping trace, brand The required performance such as dielectric anisotropy is appropriately adjusted. The lower limit of the content of the liquid crystal composition of the present invention is, for example, 1% in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, it is 4%. Further, in another embodiment of the present invention, it is 7%. Furthermore, in another embodiment of the present invention, it is 12%. Furthermore, in another embodiment of the present invention, it is 15%. Furthermore, in another embodiment of the present invention, it is 20%.

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

The range of the preferable content is, for example, 3 to 8% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 5 to 13%. Further, in another embodiment of the present invention, it is 7 to 18%. Furthermore, in another embodiment of the present invention, it is 11 to 20%. Furthermore, in another embodiment of the present invention, it is 13 to 25%. Furthermore, in another embodiment of the present invention, it is 15 to 30%.

When the solubility at a low temperature is emphasized, the effect is high if the content is set slightly, and conversely, when the reaction rate is emphasized, the effect is high if the content is set slightly. Further, in order to improve the dripping trace or the imprinting property, it is preferred to set the range of the content in the middle.

The compound represented by the formula (II-a) is more preferably a compound described below.

Further, a compound represented by the formula (II-a-1), the formula (II-a-2), the formula (II-a-3) or the formula (II-a-6) is preferred.

Furthermore, 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).

Relative to the total amount of the liquid crystal composition of the present invention, The compound represented by the formula (II-b) is preferably 1% by mass or more and 6% by mass or less, more preferably 3% by mass or more and 8% by mass or less, still more preferably 6% by mass or more and 15% by mass or less, and still more preferably 8 or less. The mass% or more is 20% by mass or less, 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).

Furthermore, 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 kind of the compound which can be combined is not particularly limited, but is combined in accordance with the required properties such as solubility at low temperature, transition temperature, electronic reliability, and birefringence. The type of the compound to be used is, for example, one type in one embodiment of the present invention. Alternatively, 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 (III-a) must be in accordance with solubility at low temperature, transition temperature, electron reliability, birefringence, process compatibility, dripping trace, The required properties such as imprinting, dielectric anisotropy, etc. are suitably adjusted. The lower limit of the content of the liquid crystal composition of the present invention is, for example, 3% in one embodiment of the present invention. Or, in In another embodiment of the present invention, it is 5%. Further, in another embodiment of the present invention, it is 8%. Furthermore, in another embodiment of the present invention, it is 10%. Furthermore, in another embodiment of the present invention, it is 12%. Furthermore, in another embodiment of the present invention, it is 15%. Furthermore, in another embodiment of the present invention, it is 20%.

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

The range of the preferable content is, for example, 3 to 15% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 5 to 15%. Furthermore, in another embodiment of the present invention, it is 12 to 25%. Furthermore, in another embodiment of the present invention, it is 15 to 30%. Furthermore, in another embodiment of the present invention, it is 20 to 35%.

When a high birefringence is obtained, the effect is high if the content is set slightly, and conversely, when the Tni is high, the effect is high if the content is set slightly. Further, in order to improve the dripping trace or the imprinting property, it is preferred to set the range of the content in the middle.

The compound represented by the formula (III-a) is more preferably a compound described below.

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 a fluorine atom. ).

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

The range of the preferable content 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 even more preferably 9% by mass based on the total amount of the liquid crystal composition of the present invention. % or more and 25% by mass or less.

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

Furthermore, 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 kind of the compound which can be combined is not particularly limited, but is combined in accordance with the required properties such as solubility at low temperature, transition temperature, electronic reliability, and birefringence. The type of the compound to be used is, for example, one type in one embodiment of the present invention. Alternatively, 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 (IV-a) must be in accordance with solubility at low temperature, transition temperature, electron reliability, birefringence, process compatibility, dripping trace, The required properties such as imprinting, dielectric anisotropy, etc. are suitably adjusted. The lower limit of the content of the liquid crystal composition of the present invention is, for example, 3% in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, it is 5%. Further, in another embodiment of the present invention, it is 7%. Furthermore, in another embodiment of the present invention, it is 10%. Furthermore, in another embodiment of the present invention, it is 14%.

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

a preferred range of content relative to the liquid crystal cell of the present invention The total amount of the product is, for example, 3 to 15% in one embodiment of the present invention. Alternatively, 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%. Furthermore, in another embodiment of the present invention, it is 10 to 20%.

The compound represented by the formula (IV-a) is more preferably a compound described below.

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

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 kind of the compound which can be combined is not particularly limited, but it is preferably one of those compounds in accordance with the required properties such as solubility at low temperature, transition temperature, electron reliability, and birefringence. kind.

The content of the compound represented by the formula (IV-b) is preferably adjusted according to the required properties such as solubility at low temperature, transition temperature, electron reliability, and birefringence, and is preferably 1% by mass or more. It is more preferably 4% by mass or more, and particularly preferably 8% by mass or more. Further, 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 range of the preferable content is preferably 1% by mass or more and 10% by mass or less, more preferably 4% by mass or more and 12% by mass or less, and particularly 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), of which the formula (IV-b is preferred) -3) The compound shown.

Further, the compound represented by the formula (IV) may, for example, be 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 kind of the compound which can be combined is not particularly limited, but is combined in accordance with the required properties such as solubility at low temperature, transition temperature, electronic reliability, and birefringence. The type of the compound to be used is, for example, one type in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, it is two or more types.

In the liquid crystal composition of the present invention, the content of the compound represented by the formula (IV-c) must be in accordance with solubility at low temperature, transition temperature, electron reliability, birefringence, process compatibility, dripping trace, The required properties such as imprinting, dielectric anisotropy, etc. are suitably adjusted. a preferred lower content limit relative to the total amount of the liquid crystal composition of the present invention For example, it is 3% in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, it is 5%. Further, in another embodiment of the present invention, it is 5%. Furthermore, in another embodiment of the present invention, it is 10%. Furthermore, in another embodiment of the present invention, it is 14%. Furthermore, in another embodiment of the present invention, it is 16%.

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

The range of the preferable content is, for example, 3 to 12% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 5 to 12%. Further, in another embodiment of the present invention, it is 7 to 15%. Furthermore, 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, transition temperature, electron reliability, birefringence, etc., or may contain the formula (IV-c-2). a compound, or a compound represented by formula (IV-c-1) and a compound of formula (IV-c-2), or may also contain formula (IV-c-1) to formula (IV- All of the compounds shown in c-3). 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 mass, based on the total amount of the liquid crystal composition of the present invention. More preferably, it is 7% by mass or more, more preferably 9% by mass or more, and still more preferably 11% by mass or more. Further, 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 13% by mass or less.

Further, the range of the preferable content 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% is 18% by 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 particularly preferably 8 based on the total amount of the liquid crystal composition of the present invention. The mass% or more is particularly preferably 10% by mass or more. Further, 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.

When both the compound represented by the formula (IV-c-1) and the compound represented by the formula (IV-c-2) are contained, the total of the compounds of the two is relative to the total amount of the liquid crystal composition of the present invention. In other words, it is preferably 8% by mass or more, and more preferably 13% by mass or more. Further, the ratio which can be contained at 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, and still more preferably 10% by mass or more and 18% by mass or less.

Furthermore, the compound represented by the formula (V) is preferably a compound selected from the group of compounds represented by the formula (Va). (R ³¹ represents an alkyl group having 1 to 5 carbon atoms, and R ³² represents an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms).

The compound represented by the formula (V-a) is more 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 (Vb). (R ³³ represents an alkenyl group having 2 to 5 carbon atoms, and R ³² each independently represents an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms).

The content is preferably adjusted in accordance with the required properties such as solubility at low temperature, transition temperature, electronic reliability, and birefringence, and is preferably 4% by mass or more, more preferably 6% by mass or more, and particularly preferably 10% by mass. %the above. Further, 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, and particularly 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 (Vc). (R ³¹ represents an alkyl group having 1 to 5 carbon atoms, and R ³⁴ represents an alkoxy group having 1 to 4 carbon atoms).

The content of the compound represented by the formula (Vc) is preferably adjusted according to the required properties such as solubility at low temperature, transition temperature, electron reliability, and birefringence, and is preferably 4% by mass or more. It is 6% by mass or more, and particularly preferably 10% by mass or more. Further, the ratio which can be contained at 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 preferably, for example, a compound selected from the group consisting of the compounds represented by the formula (Vc-1) to the formula (Vc-3), particularly preferably the formula (Vc-3). The compound shown.

Further, the compound represented by the formula (L) is preferably, for example, a compound selected from the group of compounds represented by the formula (VI). (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 required properties such as solubility at low temperature, transition temperature, electron reliability, and birefringence, and is preferably 4% by mass or more. It is 8% by mass or more, and particularly preferably 12% by mass or more. Further, the ratio which can be contained at the maximum is preferably 18% by mass or less, more preferably 12% 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 14% by mass or less, more preferably 8% by mass or more and 14% by mass or less.

Furthermore, 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 required properties such as solubility at low temperature, transition temperature, electron reliability, and birefringence, and is preferably 4% by mass or more. It is 8% by mass or more, and particularly 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, for example, a compound selected from the group of compounds represented by the formula (VII). (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 type of these compounds, or may contain two or more types, but 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 in accordance with the properties required for solubility at low temperature, transition temperature, electron reliability, and birefringence. It is especially good for one to three types.

The content of the compound represented by the formula (VII) is preferably 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. It is more preferably 4% by mass or more, and 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.

Furthermore, the compound represented by the formula (VII) is preferably, for example, a compound represented by the formula (VII-1) to the formula (VII-5), and particularly preferably a formula (VII-2) or/and a formula ( The compound shown in VII-5).

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 each of A ⁵¹ and A ⁵² 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 ^{52 are} different. When it is a fluorine atom).

The kind of the compound which can be combined is not particularly limited, but is combined in accordance with the required properties such as solubility at low temperature, transition temperature, electronic reliability, and birefringence. The type of the compound to be used is, for example, one type in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types. Furthermore, in another embodiment of the present invention, there are three types. Furthermore, in another embodiment of the present invention, there are four types.

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

Further, the upper limit of the preferable content is, for example, 20% in one embodiment of the present invention. Furthermore, in another embodiment of the present invention, it is 15%. Furthermore, in another embodiment of the present invention, it is 10%. Furthermore, in another embodiment of the present invention, it is 5%. Furthermore, in this issue In another embodiment of the invention, it is 4%.

The range of the preferable content is, for example, 2 to 15% in one embodiment with respect to the total amount of the liquid crystal composition of the present invention. Furthermore, in another embodiment of the present invention, it is 4 to 12%. Furthermore, 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).

The total amount of the liquid crystal composition of the present invention is preferably 1% by mass or more based on the compound represented by the formula (VIII-a), more preferably 2% by mass or more, and even more preferably 3% by mass. More than or equal to %, particularly preferably 4% by mass or more. Further, 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.

In addition, 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, based on the total amount of the liquid crystal composition of the present invention. More preferably, it is 3% by mass or more and 8% by mass or less, and particularly preferably 4% by mass or more and 8% by mass or less.

Furthermore, 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), more preferably a formula (VIII-a-2). The compound shown.

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 kind of the compound which can be combined is not particularly limited, but is combined in accordance with the required properties such as solubility at low temperature, transition temperature, electronic reliability, and birefringence. The type of the compound to be used is, for example, one type in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types. Furthermore, in another embodiment of the present invention, it is three or more types.

The total amount of the liquid crystal composition of the present invention is preferably 2% by mass or more of the compound represented by the formula (VIII-b), more preferably 4% by mass or more, and even more preferably 7% by mass. More than or equal to 100% by mass. Further, the ratio which can be contained at 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 particularly preferably 7% by mass or more and 13% by mass or less.

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

Furthermore, the compound represented by the 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 each of X ⁵¹ and X ⁵² The fluorine atom or the hydrogen atom is independently represented. At least one of X ⁵¹ and X ⁵² is a fluorine atom, and at the same time, 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).

The total amount of the liquid crystal composition of the present invention is preferably 1% by mass or more based on the compound represented by the formula (VIII-c-1), more preferably 2% by mass or more, and even more preferably contained. It is more preferably 3 mass% or more, and particularly preferably 4 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.

In addition, 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 particularly 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 ( Compound shown by VIII-c-1-1).

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).

The total amount of the liquid crystal composition of the present invention is preferably 1% by mass or more based on the compound represented by the formula (VIII-c-2), more preferably 2% by mass or more, and even more preferably 3% by mass. More than or equal to %, 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.

In addition, 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 particularly preferably 3% by mass or more and 8% by mass or less.

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

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 each of X ⁵¹ and X ⁵² Independently represents a fluorine atom or a hydrogen atom, and at the same time both are fluorine atoms).

The kind of the compound which can be combined is not particularly limited, but is combined in accordance with the required properties such as solubility at low temperature, transition temperature, electronic reliability, and birefringence. The type of the compound to be used is, for example, one type in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, it is two or more types.

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

Further, the upper limit of the preferable content is, for example, 15% in one embodiment of the present invention. Furthermore, in another embodiment of the present invention In the state, it is 10%. Furthermore, in another embodiment of the present invention, it is 5%. Furthermore, in another embodiment of the present invention, it is 4%.

Further, the range of the preferable content is, for example, 2 to 10% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Furthermore, in another embodiment of the present invention, it is 4% to 10%.

When it is desired that the liquid crystal composition of the present invention has a high Tni embodiment, the content of the compound represented by the formula (VIII-d) is preferably slightly larger, and in the case of a low viscosity embodiment, it is preferred to The content is slightly less.

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), more preferably a formula ( a compound represented by VIII-d-1-1) or / and formula (VIII-d-1-2).

Furthermore, 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), more preferably a formula ( a compound represented by VIII-d-2-1) or / and formula (VIII-d-2-2).

The liquid crystal composition of the present invention may further contain one or more kinds of compounds represented by 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 kind of the compound which can be combined is not particularly limited, but it is preferably one type of these compounds in accordance with the required properties such as solubility at low temperature, transition temperature, electron reliability, and birefringence. The type is preferably one to four types, and more preferably one to five types. Further, 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, and still more preferably 5% by mass or more and 15% by mass or less.

The compound represented by the formula (IX-a) can be suitably used, as specifically, the compounds listed below.

The liquid crystal composition of the present invention may further contain one or more types of compounds represented by 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 kind of the compound which can be combined is not particularly limited, but it is preferably one type of these compounds in accordance with the required properties such as solubility at low temperature, transition temperature, electron reliability, and birefringence. The type is preferably one to four types, and more preferably one to five types. Further, 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 preferred content range is preferably 5% by mass. The upper portion is 30% by mass or less, more preferably 10% by mass or more and 20% by mass or less, and particularly preferably 5% by mass or more and 15% by mass or less.

The compound represented by the formula (IX-b) can be suitably used as the compound exemplified below.

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

The liquid crystal composition of the present invention preferably contains one or two or more types of compounds selected from the group represented by the general 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; The presence of one methylene group or two or more methylene groups which are not adjacent may be substituted with -O- or -S-, and one or more hydrogen atoms present in the groups may be Substituted into a fluorine atom or a chlorine atom, u and v independently represent 0, 1 or 2, and u+v is 2 or less, and M ^X1 , M ^X2 and M ^{X3 are} independently selected from

(a) trans-1,4-cyclohexylene (one methylene group present in this group or two or more methylene groups not adjacent may be substituted into -O- or -S-), (b a group in the group consisting of 1,4-phenylene (one -CH= or two or more non-contiguous -CH=substitutable to -N=) present in the group, the above group Each of the hydrogen atoms contained in (a) or (b) may be substituted by a cyano group, a fluorine atom, a trifluoromethyl group, a trifluoromethoxy group or a chlorine atom, and when M ^X2 and/or M ^X3 are plural They may be the same or 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-, when L ^X1 and / or L ^X3 are plural, they may be the same or 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 represents a fluorine atom; however, the formula (IX-I-2) and Except for the compound represented by formula (IX-I-4).

R ^X1 and R ^X2 are preferably a linear alkyl group having 1 to 5 carbon atoms and a linear carbon number of 1 to 4 when the ring to which the ring is bonded is a phenyl group (aromatic). (or more) alkoxy group and alkenyl group having 4 to 5 carbon atoms, wherein the ring to which the bond is bonded is cyclohexane, pyran and In the case of a saturated ring structure such as an alkane, 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 are preferable. An alkenyl group having 2 to 5 atoms.

When attention is paid to the improvement of the reaction rate of the display element, an alkenyl group is preferred, and when reliability such as voltage holding ratio is emphasized, an alkyl group is preferred. The alkenyl group is preferably a formula (alkenyl-1) to (alkenyl-4) described below. (Formula, the structure in which the right end is bonded to the ring structure), when the liquid crystal composition of the invention contains a reactive monomer, it is preferably a formula (alkenyl-2) and a formula (alkenyl-4). The structure shown is more preferably a structure represented by the formula (alkenyl-2).

When the chemical stability of the liquid crystal composition is required, the compound represented by the formula (X) preferably has no sulfur atom, nitrogen atom, ester group, cyano group or chlorine atom in its molecule.

The kind of the compound which can be combined is not particularly limited, but it is suitably used in combination according to the desired properties such as solubility at low temperature, transition temperature, electronic reliability, and birefringence. The type of the compound to be used is, for example, one type in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types. Further, in another embodiment of the present invention, there are three types. Furthermore, in another embodiment of the present invention, there are four types. Furthermore, in another embodiment of the present invention, there are five types. Furthermore, in another embodiment of the present invention, there are six types. Furthermore, in another embodiment of the present invention, there are seven types. Furthermore, in another embodiment of the present invention, there are eight types. Furthermore, in another embodiment of the present invention, there are nine types. Furthermore, in another embodiment of the present invention, More than 10 types.

In the liquid crystal composition of the present invention, the content of the compound represented by the general formula (X) must be in accordance with solubility at low temperature, transition temperature, electronic reliability, birefringence, process compatibility, dripping marks, branding, The required performance such as dielectric anisotropy is suitably adjusted.

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

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

The range of the preferable content is, for example, 10 to 65% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 15 to 60%. Further, in another embodiment of the present invention, it is 30 to 60%. Furthermore, in another embodiment of the present invention, it is 40 to 55%.

When the liquid crystal composition of the present invention is kept at a low viscosity and a liquid crystal composition having a high reaction rate is required, it is preferable that the above lower limit value is high and the upper limit value is high. Further, when the liquid crystal composition of the present invention is kept high in Tni and a liquid crystal composition having good temperature stability is required, the above is preferable. 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 a low driving voltage, it is preferable to lower the above-described lower limit value and the upper limit value is lower.

Further, the compound represented by the formula (X) is preferably a compound represented by the formula (XI). (Wherein, R ^X1 represents general formula (X) in ^{the X1} same meaning as R, M ^X1 represents formula (X) in the same meaning as M ^X1, R ^X2 represents general formula (X) wherein R ^{X2 has the} same meaning, except for the compounds of the formula (IX-I-2) and the formula (IX-I-4).

The lower limit of the preferable content in the case of containing the compound represented by the formula (XI) is, for example, 3% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 7%. Alternatively, 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%. Furthermore, in another embodiment of the present invention, it is 30%.

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

When the compound represented by the formula (XI) is contained, the preferred content is preferably in the range of 5 to 35% by mass, more preferably 7 to 25% by mass, particularly It is preferably 11 to 21% by mass, and 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, more preferably The alkyl group having 3 to 5 carbon atoms is 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 a carbon number of 2 to 8 The alkenyloxy group 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 4 carbon atoms. The alkoxy group is more preferably an alkyl group having 3 or 5 carbon atoms or an alkoxy group having 2 or 4 carbon atoms, particularly preferably an alkoxy group having 2 or 4 carbon atoms, preferably a linear chain. .

When attention is paid to the improvement of the reaction rate of the display element, an alkenyl group is preferred, and when reliability such as voltage holding ratio is emphasized, an alkyl group is preferred.

The kind of the compound which can be combined is not particularly limited, but it is suitably used in combination according to the desired properties such as solubility at low temperature, transition temperature, electronic reliability, and birefringence. The type of the compound to be used is, for example, one type in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types. Further, in another embodiment of the present invention, there are three types. Furthermore, in another embodiment of the present invention, there are four types. Furthermore, in another embodiment of the present invention, it is five or more types.

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 compounds. When two or more compounds represented by the formula (XI) are used, it is preferred that the combination R ^X1 represents an alkyl group having 3 to 5 carbon atoms and R ^X2 represents an alkoxy group having 2 to 4 carbon atoms. When a compound of the formula (XI) is used in combination with another compound represented by the formula (XI), R ^X1 represents an alkyl group having 3 to 5 carbon atoms and R ^X2 represents 2 to 2 carbon atoms. 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 particularly preferably 80% by mass or more based on the compound represented by the formula (XI). . 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, and still more preferably 80% by mass or more and 100% by mass or less.

In the formula (XI), M ^X1 represents 1,4-cyclohexylene, 1,4-phenylene or tetrahydropyran-2,5-diyl, when M ^X1 represents 1,4-phenylene One or more hydrogen atoms in the 1,4-phenylene group may be substituted with a fluorine atom, preferably a 1,4-cyclohexylene group or a 1,4-phenylene group, more specifically using the invention. In the case of a display element produced by a liquid crystal composition and a liquid crystal display, when the reaction rate is emphasized, 1,4-phenylene is preferred, and when the operating temperature range is emphasized, a high operating temperature range is required (T _ni is When it is high, it is preferably a 1,4-cyclohexylene group, and when it represents a 1,4-phenylene group, one or more hydrogen atoms in the benzene ring may be substituted with fluorine, but it is preferably unsubstituted. 1 substituted or 2 substituted, more preferably unsubstituted. When 2 is substituted, it preferably represents 2,3-difluoro-1,4-phenylene.

The compound represented by the formula (XI) is specifically preferably 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 carbon a group represented by an alkenyloxy group having 2 to 5 atoms, but a compound represented by the formula (IX-I-2) and the formula (IX-I-4) in the formula (XI-1) The selected compound.

When R ^X21 , R ^X12 and R ^X22 are alkenyl groups, the number of carbon atoms is preferably from 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 or an oxy group is preferred. More preferably, it is an alkoxy group, and R ^{X12 is} preferably an alkyl group or an alkenyl group, more preferably an alkyl group.

The liquid crystal composition of the present invention must have a compound represented by the formula (i), and when used in combination with the compound of the formula (XI-1), the total amount thereof is preferably from 5 to 40% by mass, more preferably It is 10 to 35 mass%, and particularly preferably 12 to 30 mass%.

The compound represented by the formula (XI) is specifically 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), the formula (XI-1-3), the formula (XI-2-1), and the formula (XI-2-2), and particularly preferably the formula (XI- 1-1), a compound represented by the formula (XI-1-3) and the formula (XI-2-1), and more specifically stated, the refractive index anisotropy required for the liquid crystal composition of the invention of the present invention When the value of n is relatively low (about less than 0.100), the compounds represented by formula (XI-1-1) and formula (XI-1-3) are optimal, and the value of refractive index anisotropy Δn is required. When it is relatively high (about 0.100 or more), the compound represented by the formula (XI-2-1) is the most preferable.

When the compound represented by the formula (XI) has an alkenyl group, it is specifically preferably a formula (XI-1-10) to a formula (XI-2-11) described below. (wherein R ^X22 represents the same compound as the 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 ^X1 represents general formula (X) in ^{the X1} same meaning as R, M ^X2 represents the formula (X) in the same meaning as M ^X2, R ^X2 represents general formula (X) wherein R ^{X2 has the} same meaning).

The lower limit of the preferable content in the case of containing the compound represented by the formula (XII) is, for example, 5% in another embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. In another embodiment of the 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%. Furthermore, in another embodiment of the present invention, it is 30%.

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

Further, the range of the preferable content is, for example, 5 to 55% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 5 to 50%. Alternatively, 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%. Further, in another embodiment of the present invention, it is 25 to 40%.

In the formula (XII), R ^{X1 is} preferably 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 8 carbon atoms. The alkenyloxy group 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 particularly preferably a carbon number. The alkyl group of 2 to 5 is particularly preferably an alkyl group having 3 to 5 carbon atoms, and is preferably a straight 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 a carbon number of 2 to 8 The alkenyloxy group 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 4 carbon atoms. The alkoxy group is particularly preferably an alkoxy group having 1 to 4 carbon atoms, particularly preferably an alkoxy group having 2 or 3 carbon atoms, and is preferably a straight chain.

When attention is paid to the improvement of the reaction rate of the display element, an alkenyl group is preferred, and when reliability such as voltage holding ratio is emphasized, an alkyl group is preferred.

The compound represented by the formula (XII) is more preferably a compound represented by the formula (XII-1) or the formula (XII-2). (Wherein, R ^X1 represents general formula (X) in the same meaning as R ^X1, R ^X2 represents general formula (X) in the same meaning of R ^X2).

The compound represented by the formula (XII-1) is specifically preferably the formula (XII-1-1) to (XII-1-6) described below. The compound shown is more preferably a compound represented by the formula (XII-1-1) to the formula (XII-1-4), and more preferably a compound of the formula (XII-1-1) to (XII-1-3). The compound shown 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, the formula (XII-1-10) to (XII-1-13) described below is preferred. (wherein R ^X2 represents a compound represented by the same meaning as R ^X2 in the formula (X)).

The compound represented by the formula (XII-2) is specifically preferably the formula (XII-2-1) to (XII-2-6) described below. The compound shown is more preferably a compound represented by the formula (XII-2-1) to the formula (XII-2-4), and particularly preferably a formula (XII-2-1) to a formula (XII-2-3). The compound shown 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, the formula (XII-2-10) to (XII-2-13) described below is preferred. (wherein R ^X2 represents a compound represented by the same meaning as R ^X2 in the formula (X)).

The kind of the compound which can be combined is not particularly limited, but it is suitably used in combination according to the desired properties such as solubility at low temperature, transition temperature, electronic reliability, and birefringence. Used The type of the compound is, for example, one type in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types. Further, in another embodiment of the present invention, there are three types. Furthermore, in another embodiment of the present invention, there are four types. Furthermore, in another embodiment of the present invention, there are five types. Furthermore, in another embodiment of the present invention, it is six or more types.

When four or more 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-2-1) 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 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-2-1) 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 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-2-1) 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 at least 1 combination of X ³⁵ and X ³⁶ The combination of the groups is a fluorine atom; except for the compound represented by the formula (XIII-1-2) or the formula (XIII-1-4).

The kind of the compound which can be combined is not particularly limited, but it is suitably used in combination according to the desired properties such as solubility at low temperature, transition temperature, electronic reliability, and birefringence. The type of the compound to be used is, for example, one type in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types. Further, in another embodiment of the present invention, there are three types. Furthermore, in another embodiment of the present invention, there are four types. Furthermore, in another embodiment of the present invention, it is five or more types.

The lower limit of the preferable content in the case of containing the compound represented by the formula (XIII), when the lower limit is present, is, for example, in one embodiment of the present invention, relative to the total amount of the liquid crystal composition of the present invention. 1%. Alternatively, in another embodiment of the present invention, it is 3%. Alternatively, in another embodiment of the present invention, it is 5%. Also, in another embodiment of the present invention The state is 8%. Further, in another embodiment of the present invention, it is 10%. On the other hand, the embodiment in which the lower limit value does not exist is 0%.

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

The range of the preferable content is, for example, 1 to 25% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 3 to 20%. Alternatively, 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, an alkoxy group having 1 to 8 carbon atoms or The alkenyloxy group having 2 to 8 carbon atoms preferably represents an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms, more preferably an alkyl group having 1 to 8 carbon atoms. Preferably, it is an alkyl group having 2 to 5 carbon atoms, particularly preferably an alkyl group having 3 to 5 carbon atoms, and R ¹ and R ² each preferably have a different carbon number, and are preferably linear.

In the formula (XIII), it is preferred that X ³¹ to X ³⁶ each independently represent a hydrogen atom or a fluorine atom, more preferably 2 to 5 represent a fluorine atom, and particularly preferably 2 to 4 represent a fluorine atom, and particularly preferably a fluorine atom. It is 2 to 3 to represent a fluorine atom, and more preferably 2 to represent a fluorine atom.

In this case, when the number of fluorine atoms is two, it is preferred that any two of X ³³ to X ³⁶ represent a fluorine atom, and more preferably, a combination of X ³³ and X ³⁴ represents a fluorine atom, or X ³⁵ and X ³⁶ The combination represents a fluorine atom, and particularly 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, more preferably at least a combination of X ³³ and X ³⁴ . All represent fluorine atoms.

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, which is produced by using the liquid crystal composition. In the case of a display element and a liquid crystal display, when the reaction rate is emphasized, it is preferably a 1,4-phenylene or tetrahydropyran-2,5-diyl group, and more preferably a 1,4-phenylene group. When the driving voltage is emphasized, it preferably represents a 1,4-phenylene or tetrahydropyran-2,5-diyl group, and more preferably represents a tetrahydropyran-2,5-diyl group. When the operating temperature range is emphasized, that is, when a high operating temperature range is required, it preferably represents 1,4-cyclohexylene or tetrahydropyran-2,5-diyl, more preferably 1,4-extended ring. Heji. When 1,4-phenylene is represented, one or more hydrogen atoms in the benzene ring may be substituted with a fluorine atom, but is preferably unsubstituted, substituted with 1 or substituted, and when substituted, preferably represents 2,3-difluorobenzene-1,4-diyl.

In the general formula (XIII), W represents 0 or 1. When the reaction rate is emphasized, it is preferably 0. When the operating temperature range is emphasized, that is, when a high operating temperature range is required, 1 is preferably expressed.

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

(Wherein, R ^X1 represents general formula (X) in the same meaning as R ^X1, R ^X2 represents general formula (X) in the same meaning as R ^X2) compound represented by the general formula is preferably (XIII a compound represented by -1) to (XIII-10), (XIII-12), (XIII-20), (XIII-22), (XIII-40) and (XIII-42), preferably a formula ( Compounds represented by XIII-1), (XIII-2), (XIII-10), (XIII-12), (XIII-20), (XIII-22), (XIII-40) and (XIII-42) 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, preferred is a formula (XIII-1-1)~ The compound represented by (XIII-1-6) is preferably a compound represented by the formula (XIII-1-1), the formula (XIII-1-2) or the formula (XIII-1-4).

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. The alkenyloxy group having 2 to 8 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 2 to 5 carbon atoms or 2 carbon atoms. The alkenyl group of ~5 is particularly preferably an alkyl group having 2 to 5 carbon atoms, preferably a linear chain. When both R ^X1 and R ^X2 are alkyl groups, the number of carbon atoms is preferably different.

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

The liquid crystal composition of the present invention can use a nematic phase ‧ isotropic liquid phase transition temperature (T _NI ) in a wide range, 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 must have a compound of the formula (i) and the formula (XI-1-2) or the formula (XI-1-4). As a more preferable aspect, the formula (I) and the pass may be contained. A compound represented by the formula (XI-1), the formula (II-a), the formula (XII-1), the formula (XII-2) or the formula (XIII). In this case, the content is preferably the content described below.

When the compound represented by the formula (i), the formula (XI-1-2) or the formula (XI-1-4) and the formula (I) is contained, the total content of the compounds is preferably from 25% by mass to 60% by mass. %, more preferably 28 to 50% by mass, and particularly preferably 30 to 45% by mass.

When a compound represented by the formula (i), the formula (XI-1-2) or the formula (XI-1-4), the formula (I) and the formula (II-a) is contained, the total content of the compounds is higher. Preferably, it is 25 to 65 mass%, more preferably 28 to 60 mass%, particularly preferably 30 mass% to 55 mass%, and particularly preferably 33 to 50 mass%.

Containing formula (i), formula (XI-1-2) or formula (XI-1-4), formula (I), formula (XI-1), formula (II-a), formula (XII) In the case of the compound represented by the formula (XII-2), the total content of these compounds is preferably from 70 to 100% by mass, more preferably from 80 to 100% by mass, even more preferably from 85 to 100% by mass.

Containing formula (i), formula (XI-1-2) or formula (XI-1-4), formula (I), formula (XI-1), formula (II-a), formula (XII) In the case of the compound represented by the formula (XIII), the total content of the compounds is preferably from 70 to 100% by mass, more preferably from 80 to 100% by mass, even more preferably from 85 to 100% by mass.

Containing formula (i), formula (XI-1-2) or formula (XI-1-4), formula (I), formula (XI-1), formula (II-a), formula (XII) In the case of the compound represented by the formula (XII-2) and the formula (XIII), the total content of the compounds is preferably from 70 to 100% by mass, more preferably from 80 to 100% by mass, particularly preferably 85 to 100% by mass, particularly preferably 90 to 100% by mass.

The compound used in the invention of the present invention preferably does not have a chlorine atom in its molecule when the chemical stability of the liquid crystal composition is required. Further, the compound having a chlorine atom in the liquid crystal composition is preferably 5% or less, preferably 3% or less, preferably 1% or less, preferably 0.5% or less, and preferably substantially not contained. The substance which is substantially not contained, that is, a compound which is produced as an impurity when the compound is not intended to be produced, is merely mixed with a liquid crystal composition containing a compound containing a chlorine atom.

The compound used in the invention of the present invention does not have a peracid (-CO-OO-) structure in the molecule. Further, in order to emphasize the reliability and long-term stability of the liquid crystal composition, it is preferred not to use a compound having a cyano group or a carbonyl group. . Further, when importance is attached to the stability of UV irradiation, it is preferred not to use a compound substituted with a chlorine atom. It is also preferred that only the intramolecular ring structure is a 6-membered ring compound.

The dielectric anisotropy Δε value of the liquid crystal composition of the present invention is preferably -2.0 to -6.0, more preferably -2.5 to -5.0, particularly preferably -2.5 to -4.0 at 25 ° C, if more In detail, when the reaction speed is important, it is preferably -2.5 to -3.4, and when the driving voltage is important, it is preferably -3.4 to -4.0.

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, when it corresponds to a thin cell gap, it is preferably 0.10 to 0.12, and when it corresponds to a thick cell gap, it is preferably 0.08 to 0.10.

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 particularly preferably 120 or less.

In the liquid crystal composition of the present invention, Z of a function of rotational viscosity and refractive index anisotropy preferably represents a specific value. (wherein γ ₁ represents a rotational viscosity, and Δn represents a refractive index anisotropy).

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

The liquid crystal composition of the present invention, when used in an active matrix display device, must have a specific resistance of 10 ¹² (Ω··m) or more, preferably 10 ¹³ (Ω·m), more preferably 10 ¹⁴ (Ω·m). )the above.

The liquid crystal composition of the present invention may contain, in addition to the above-mentioned compounds, a usual nematic liquid crystal or a smectic type according to the use. Liquid crystal, cholesteric liquid crystal, antioxidant, ultraviolet absorber, polymerizable monomer, and the like.

The polymerizable monomer is preferably a difunctional 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, the oxygen atom is 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 The bond, B, represents a 1,4-phenylene group, a trans-1,4-cyclohexylene group or a single bond, and all of the 1,4-phenylene groups in the formula may be substituted by a fluorine atom.

It is preferred that any of X ⁷ and X ⁸ represents a diacrylate derivative of a hydrogen atom, and a dimethacrylate derivative each having a methyl group, and it is also preferred that one of them represents a hydrogen atom, and the other One represents a compound of 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 according to the use thereof. Among the PSA display elements, dimethacrylate derivatives are 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 in the PSA display element, at least one is preferably a single bond. Preferred are all compounds which represent a single bond, or one of which is a single bond and the other represents an alkylene group having 1 to 8 carbon atoms or -O-(CH ₂ ) _s -. In this case, an alkyl group of 1 to 4 is preferable, 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 an arbitrary hydrogen atom may be substituted by a fluorine atom, and is preferably a 1,4-phenylene group or a single bond. When C represents a ring structure other than a single bond, Z ^{2 is} also preferably a linking group other than a single bond, and when C is a single bond, Z ^{1 is} preferably a single bond.

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

In the general formula (P), when C represents a single bond and the ring structure is formed by two rings, it preferably represents the following formula (Pa-1) to formula (Pa-5), and more preferably represents the formula (Pa-1). To the formula (Pa-3), the special expression (Pa-1), (wherein the two ends are bonded to Sp ¹ or Sp ² ).

In the polymerizable compound containing these skeletons, the alignment adjustment force after polymerization is most suitable for a PSA liquid crystal display device, and since a good alignment state is obtained, display unevenness is suppressed or does not occur at all.

From the above, as the polymerizable monomer, it is particularly preferred to be a formula (Pa-1-1) to a formula (Pa-1-4), and among them, the most preferable formula (Pa-1-2), (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, Even if the polymerization initiator is not present, the polymerization proceeds, but in order to promote the polymerization, a polymerization initiator may be contained. Examples of the polymerization initiator include benzoin ethers, diphenylketones, acetophenones, benzyl ketals, and mercaptophosphine oxides. Moreover, in order to improve storage stability, a stabilizer may be added. Examples of the stabilizer that can be used include hydroquinones, hydroquinone monoalkyl ethers, tert-butylcatechols, gallic phenols, thiophenols, nitro compounds, and 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 two or more CH ₂ groups in the alkyl group are not directly adjacent to each other in an oxygen atom; Substituted by -O-, -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF ₂ O-, -OCF ₂ -, M ^Q represents trans-1,4 - a cyclohexyl group, a 1,4-phenylene group or a 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 -O- in such a manner that the oxygen atoms are not directly adjacent to each other. , -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF ₂ O-, -OCF ₂ -, preferably a linear alkane having from 1 to 10 carbon atoms a linear alkyl group, a linear alkoxy group, a linear CH ₂ group substituted with -OCO- or -COO-, a branched alkyl group, a branched alkoxy group, and a CH ₂ group substituted with -OCO a branched alkyl group of -OR-COO-, more preferably a linear alkyl group having 1 to 20 carbon atoms, a linear alkyl group in which 1 CH ₂ group is substituted with -OCO- or -COO-, a branched alkyl group The base, the branched alkoxy group, and one CH ₂ group are substituted with a branched alkyl group of -OCO- or -COO-. M ^Q represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a single bond, preferably a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

The compound represented by the formula (Q) is more preferably a compound represented by the following formula (Q-a) to formula (Q-d).

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. Preferred 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 more preferred. In the liquid crystal composition of the present invention, it is preferred to contain one or two kinds of compounds represented by the formula (Q), more preferably one to five, and the content thereof is preferably from 0.001 to 1% by mass. More preferably, it is 0.001 to 0.1% by mass, and particularly preferably 0.001 to 0.05% by mass.

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

The liquid crystal composition containing a polymerizable compound of the present invention is capable of polymerizing a polymerizable compound contained therein by ultraviolet irradiation to impart a liquid crystal alignment ability, and is used for liquid crystal which controls the amount of light transmitted by the birefringence of the liquid crystal composition. Display component. For liquid crystal display elements, suitable for AM-LCD (active matrix liquid crystal display elements), TN (nematic liquid crystal display elements), STN-LCD (super twisted nematic liquid crystal display elements), OCB-LCD and IPS-LCD (plane) The conversion liquid crystal display element) is particularly suitable for an AM-LCD, and can be used for a transmissive or reflective type liquid crystal display element.

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

The substrates are opposed to each other such that the transparent electrode layer is inside. In this case, the interval between the substrates can also be adjusted via the spacer. In this case, it is preferred to adjust so that the thickness of the obtained light control layer is 1 to 100 μm. It is more 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 in such a manner that the contrast is maximized. Also, when there are two polarizers, you can also adjust The polarization axes of the polarizing plates are adjusted in such a manner that the viewing angle or contrast becomes good. Further, in order to expand the viewing angle, a retardation film can also be used. Examples of the spacer include glass particles, plastic particles, alumina particles, and a photoresist. Then, a sealant such as an epoxy thermosetting composition is screen-printed on the substrate in the form of a liquid crystal injection port, and the substrates are bonded to each other and heated to thermally cure the sealant.

In the method of sandwiching a liquid crystal composition containing a polymerizable compound between two substrates, a general vacuum injection method, an ODF method, or the like can be used, and in the vacuum injection method, although there is no dripping trace, there is a problem that it remains after the injection. In the invention of the present invention, it is more suitable for manufacturing a display element using the ODF method.

As a method of polymerizing the polymerizable compound, in order to obtain a good alignment property of the liquid crystal, it is preferred to have a moderate polymerization rate. Therefore, it is preferred to polymerize by direct or alternately or alternately irradiating active energy rays such as ultraviolet rays or electron beams. The method. When using ultraviolet light, a polarized light source or a non-polarized light source can be used. Further, when polymerization is carried out in a state in which a liquid crystal composition containing a polymerizable compound is sandwiched between 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 mask to modulate only a specific portion after light irradiation, and to change the alignment state of the unpolymerized portion by changing conditions such as an electric field, a magnetic field, or a temperature, and then irradiate the active energy ray so that the active energy ray is irradiated. The means of aggregation. In particular, in the case of ultraviolet light exposure, it is preferred to perform ultraviolet exposure while applying an alternating electric field to the liquid crystal composition containing the polymerizable compound. 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 dependent on the liquid crystal display element. Choose the desired pretilt angle. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In the liquid crystal display element of the MVA mode, it is preferable to control the pretilt angle from 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. Preferably, the polymerization is carried out at a temperature close to room temperature, i.e., typically at a temperature of from 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 range of the absorption wavelength range of the liquid crystal composition, and if necessary, it is preferably used to cut off the ultraviolet ray. 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 suitably adjusted, and 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, and 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 has a first substrate having a common electrode including a transparent conductive material, and a pixel electrode including a transparent conductive material and a pixel on each pixel, as described in FIG. a second substrate of the thin film transistor of the pixel electrode provided thereon, a liquid crystal composition sandwiched between the first substrate and the second substrate, and an alignment system when no voltage is applied to the liquid crystal molecules in the liquid crystal composition A liquid crystal display element which is slightly perpendicular to the substrate is used as the liquid crystal composition, and the liquid crystal composition of the present invention is used.

The occurrence of the drop marks is greatly affected by the injected liquid crystal material, and the influence of the display elements cannot be avoided. In particular, a color filter, a thin film transistor, or the like formed in a liquid crystal display element has only a thin alignment film, a transparent electrode, and the like which are separated from the liquid crystal composition, so that the occurrence of dripping marks is affected by the combination.

In particular, when the thin film transistor is of an inverted staggered type, the area thereof tends to increase in order to form the gate by the drain. The drain is formed of a metal material such as copper, aluminum, chromium, titanium, molybdenum or tantalum. Generally, a passivation treatment is applied to a normal form. However, the protective film is generally thin, and the alignment film is also thin. Since the possibility of not blocking the ionic substance is high, the occurrence of dripping marks due to the interaction of the metal material and the liquid crystal composition cannot be avoided.

In the invention of the present invention, as described in FIG. 2, it is applicable to a liquid crystal display element in which a thin film transistor is an inverted stagger type, and it is preferable to use an aluminum wiring.

The liquid crystal display element using the liquid crystal composition of the present invention can be used for both rapid reaction and display failure suppression, and is particularly useful for active matrix drive liquid crystal display elements, and can be applied to VA mode, PSVA mode, PSA mode, IPS mode or Used in ECB mode.

[Examples]

The invention is further illustrated by the following examples, but the invention is not limited by the examples. In addition, "%" in the composition of the following examples and comparative examples means "% by mass".

In the examples, the measured characteristics are as follows.

T _NI : nematic phase-isotropic liquid phase transition temperature (°C)

△n: refractive index anisotropy at 20 ° C

△ ε: dielectric anisotropy at 20 ° C

η: viscosity at 20 ° C (mPa ‧ s)

γ ₁ : rotational viscosity at 20 ° C (mPa ‧ s)

VHR: Voltage holding ratio at 80 ° C at a frequency of 100 Hz and a voltage of 5 V (%)

VHR after heat resistance test: The VHR measurement TGE (Test-Element-Group) in which the liquid crystal composition was injected was held in a 150 ° C thermostatic chamber for 60 minutes, and then measured under the same conditions as the above VHR measurement method.

Imprinting: The imprinting evaluation of the liquid crystal display element is performed by displaying the specified fixed pattern for 1000 hours in the display area, and when the full-screen uniform display is performed, the degree of the residual image of the fixed pattern is visually observed by the following four levels of evaluation. .

◎ no afterimage (very good degree)

○ There are very few afterimages, but they are also tolerable (good level)

△ There is an afterimage, the degree that cannot be tolerated (degree of failure)

× There are afterimages, quite inferior (degree of difference)

Drip trace: The evaluation of the dripping trace of the liquid crystal display device was carried out by visually viewing the dripping traces in white when the black display was full, and the evaluation was performed by the following four grades.

◎ no afterimage (very good degree)

○ There are very few afterimages, but they are also tolerable (good level)

△ There is an afterimage, the degree that cannot be tolerated (degree of failure)

× There are afterimages, quite inferior (degree of difference)

Process compatibility: Process compatibility is based on the ODF process. Using a fixed-volume metering pump, each time 60pL of liquid crystal is dropped, 100000 times, and the following four levels are used to evaluate the following "0~50 times, 51. ~100 times, 101~150 times, ‧‧ ‧99951~100000 times" changes in the amount of liquid crystal dropped every 50 times.

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

○ There is a slight change, but it is also tolerable (good level)

△ There is a change, the degree that cannot be tolerated (the yield is deteriorated due to the occurrence of plaque. The degree of failure)

× There is a change, quite inferior (liquid crystal leakage or vacuum bubble occurs) (degree of difference)

Solubility at low temperature: Solubility evaluation at low temperature, after modulating the liquid crystal composition, weigh 5 g of the liquid crystal composition in a 10 mL sample vial, and in the temperature-controlled test tank, the following is regarded as one cycle. "-20 ° C (for 1 hour) → temperature increase (0.1 ° C / min) → 0 ° C (for 1 hour) → temperature (0.1 ° C / min) → 15 ° C (for 1 hour) → cooling (-0.1 ° C / Every minute)→0°C (for 1 hour)→cooling (−0.1°C/min)→-20°C”, the temperature change is continuously applied, and the occurrence of precipitates from the liquid crystal composition is visually observed, and the following four levels are performed. Evaluation.

◎ No precipitate was observed for 1000 hours or more. (very good level)

○ No precipitate was observed for 500 hours or more. (good level)

△ The precipitate was observed within 250 hours. (degree of bad)

× precipitate was observed within 125 hours. (degree of difference)

Further, in the examples, the description of the compounds 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 linear alkoxy group of carbon number n

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 Examples 1 and 2, Examples 1 to 3)

A liquid crystal composition (LC-A to B, LC-1 to 3) 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 the respective liquid crystal compositions. This 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 to evaluate the imprinting, the dropping trace, the process compatibility, and the solubility at a low temperature.

Further, the symbol on the left side of the content is the abbreviation of the above compound.

The liquid crystal composition LC-A of Comparative Example 1 contained the compound of the formula (I), but did not contain the compound of the formula (XI-1-2) and the formula (XI-1-4). The liquid crystal composition LC-B of Comparative Example 2 contained the compound of the formula (XI-1-2) and the formula (XI-1-4), but did not contain the compound of the formula (i).

In comparison with the liquid crystal compositions of Comparative Example 1, the liquid crystal compositions LC-1 to 3 of Examples 1 to 3 were found to have low viscosity η and rotational viscosity γ1, and were evaluated in various panel evaluation properties, process compatibility, and low temperature. Excellent solubility.

(Examples 4 to 8)

A liquid crystal composition (LC-4 to 8) having the composition shown below was prepared, and the physical property value thereof was measured. Further, the liquid crystal display element was used to evaluate the imprinting, the dropping trace, the process compatibility, and the solubility at low temperatures. The results are shown below.

In the liquid crystal compositions LC-4 to 8 of Examples 4 to 8, it was found that the viscosity η and the rotational viscosity γ1 were low, and they were excellent in various panel evaluation performance, process compatibility, and solubility at low temperatures.

(Example 9)

0.19% of the polymerizable compound shown below was added to 99.85% of the liquid crystal composition LC-1 shown in Example 1. It was uniformly dissolved to prepare a polymerizable liquid crystal composition CLC-A. The physical properties of CLC-A and the physical properties of the nematic liquid crystal composition shown in Example 27 were hardly different. CLC-A was injected by vacuum injection into a unit cell of ITO coated with a polyimine alignment film which induced a horizontal alignment of 3.5 μm in the cell gap. While applying a rectangular wave having a frequency of 1 kHz to the unit cell, the ultraviolet ray was irradiated to the liquid crystal cell by a high-pressure mercury lamp by a filter that cuts off ultraviolet rays of 320 nm or less. The irradiation intensity of the surface of the unit cell was adjusted to 10 mW/cm ² , and the mixture was irradiated for 600 seconds to obtain a vertically-aligned liquid crystal display element in which the polymerizable compound in the polymerizable liquid crystal composition was polymerized. The polymerization of the polymerizable compound confirmed that the alignment control force was generated for the liquid crystal compound.

Claims (10)

A liquid crystal composition having a negative dielectric anisotropy, which contains 20 to 50% by mass of the formula (i) The compound shown contains formula (XI-1-2) or (XI-1-4) The compound shown contains formula (XII-2-1) The compound shown contains the general formula (XII-1) (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, and these are present in the group; One methylene group or two or more methylene groups which are not adjacent may be substituted into -O- or -S-, and one or more hydrogen atoms present in the groups may be substituted into A compound represented by a fluorine atom or a chlorine atom). The liquid crystal composition of claim 1, which contains formula (I) (wherein R ⁹¹ to R ⁹² 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, which is represented by the formula (i) The compound represented by the compound (except for the compound) has a total content of the compound represented by the formula (I) and the formula (i) in an amount of 25 to 60% by mass. A liquid crystal composition according to claim 1 or 2, which contains the general formula (XI-1) (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; a compound represented by the formula (XI-1) and the formula (XI-1-4), and a compound of the formula (XI-1) and (XI-1-2) The total content of the compounds represented by (XI-1-4) is 5 to 40% by mass. A liquid crystal composition according to claim 1 or 2, which contains one or more kinds of the general formula (II-a) (wherein R ¹¹ represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms; and R ¹² represents an alkyl group having 1 to 5 carbon atoms; A compound represented by an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms. The liquid crystal composition according to claim 1 or 2, which contains one or more types of compounds selected from the group consisting of compounds represented by the formula (XII-2) or (XIII), (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; and these are present in the group One methylene group or two or more methylene groups which are not adjacent may be substituted into -O- or -S-, and one or more hydrogen atoms present in the groups may be substituted into Fluorine or chlorine atom); (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; and M ^X31 represents a selected from ( a) trans-1,4-cyclohexylene (one methylene group present in this group or two or more methylene groups not adjacent may be substituted into -O- or -S-), (b) a group in the group consisting of 1,4-phenylene (one -CH= or two or more non-contiguous -CH=substitutable to nitrogen atom) present in the group, the above group (a Or each of the hydrogen atoms contained in the group (b) may be substituted by a cyano group, a fluorine atom, a trifluoromethyl group, a trifluoromethoxy group or a chlorine atom, and when M ^X31 is plural, they may be the same or I, W represents 0 or 1, and X ³¹ to X ³⁶ represent a hydrogen atom or a fluorine atom, but at least one of 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 is a fluorine atom). The liquid crystal composition of claim 5, which comprises the formula (i), the formula (XI-1-2), the formula (XI-1-4), the formula (XI-1), the formula (I), a compound represented by the formula (II-a), the formula (XII-1), the formula (XII-2) or the formula (XIII) (wherein the formula (XI-1), the formula (I), the pass The definition of the compound represented by the formula (II-a) is as described in the claim 4, the claim 3, and the request 5, respectively, and the content thereof is 90 to 100% by mass. The liquid crystal composition of claim 1, which contains a reactive monomer. A liquid crystal display element using the liquid crystal composition as in the first aspect of the patent application. A liquid crystal display element using the liquid crystal composition of claim 7 of the patent application. A liquid crystal display using a liquid crystal display element as in claim 8 or 9.