Liquid crystal composition and liquid crystal display element using said liquid crystal composition

Abstract

To provide: a liquid crystal composition allowing production of a liquid crystal display element with high response speed and high reliability, and a liquid crystal display element based on the liquid crystal composition; and more specifically, a liquid crystal composition including a compound having a partial structure A including a 2,3-difluoro-1,4-phenylene skeleton allowing production of a liquid crystal display element with high response speed and high reliability, and a liquid crystal display element based on the liquid crystal composition.SOLUTION: A liquid crystal composition contains one or more compounds represented by a general formula (I), and one or more compounds represented by a general formula (II). Also there is provided a liquid crystal display element based on the liquid crystal composition.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a liquid crystal composition useful as an electro-optical liquid crystal display material and a liquid crystal display element using said liquid crystal composition. [Background technology]

[0002] Liquid crystal display elements are used in a variety of applications, including watches, calculators, various measuring instruments, automotive panels, word processors, electronic organizers, printers, computers, televisions, clocks, and advertising displays. Representative liquid crystal display types include the TN (twisted nematic) type, the STN (super twisted nematic) type, the VA (vertically aligned) type, which uses TFTs (thin film transistors) and features vertical alignment, the IPS (in-plane switching) type, which features horizontal alignment, and the FFS (fringe field switching) type.

[0003] Among these display modes, IPS, ECB, VA, CSH, etc., are characterized by the use of liquid crystal materials with a negative dielectric anisotropy (Δε). Among these, the VA display mode using AM driving is particularly used in display devices that require high speed and a wide viewing angle, such as televisions. Furthermore, liquid crystal compositions used in display modes such as the VA mode are required to be low-voltage driven, have a high response speed, and a wide operating temperature range. That is, they have a negative Δε with a large absolute value, low viscosity, and a high nematic phase-isotropic liquid phase transition temperature (T ni Furthermore, in order to set the product of refractive index anisotropy (Δn) and cell gap (d), Δn×d, it is necessary to adjust the Δn of the liquid crystal material to an appropriate range according to the cell gap.

[0004] To improve such required properties, for example, a liquid crystal composition containing a compound having a partial structure A containing a 2,3-difluoro-1,4-phenylene skeleton represented by the following formula A is known as a liquid crystal material having a negative Δε with a large absolute value (Patent Documents 1 and 2).

[0005] [ka]

[0006] (The * and black dots in formula (A) each represent a bond.)

[0007] In recent years, efforts to further increase the response speed of liquid crystal display elements have been made, particularly for applications such as televisions, and liquid crystal compositions with low rotational viscosity (γ1) are required. To meet this demand for faster response speeds, liquid crystal compositions containing compounds having an alkenyl group (alkenyl compounds) have been investigated (see, for example, Patent Documents 3 to 6). [Prior art documents] [Patent documents]

[0008] [Patent Document 1] Japanese Patent Application Laid-Open No. 2006-37054 [Patent Document 2] Japanese Patent Application Publication No. 4-54146 [Patent Document 3] Japanese Patent Application Laid-Open No. 2014-112192 [Patent Document 4] Japanese Patent Application Laid-Open No. 2010-285499 [Patent Document 5] Patent No. 5084993 [Patent Document 6] International Publication No. 2013-122011 Summary of the Invention [Problem to be solved by the invention]

[0009] As a liquid crystal composition having a fast response speed that satisfies the required characteristics described above, a liquid crystal composition containing a compound having the partial structure A described above, which has a negative Δε with a large absolute value, and an alkenyl compound that contributes to fast response has been investigated.

[0010] However, liquid crystal display devices using liquid crystal compositions containing alkenyl compounds generally suffer from the problem of deterioration of the liquid crystal composition due to exposure to light during the manufacturing process or in the operating environment, resulting in a decrease in voltage holding ratio (VHR). In particular, liquid crystal display devices using polymer stabilization techniques, such as the polymer sustained alignment (PSA) technique, which has been widely used in recent years, tend to have liquid crystal compositions containing alkenyl compounds that are deteriorated by ultraviolet (UV) irradiation during manufacturing, resulting in a significant decrease in VHR and making it difficult to achieve sufficient reliability.

[0011] Therefore, it is required that a liquid crystal composition containing a compound having the partial structure A achieves high speed response by using an alkenyl compound, while being less susceptible to deterioration in reliability due to UV irradiation.

[0012] That is, the problem to be solved by the present invention is to provide a liquid crystal composition that can be used to produce a liquid crystal display element having a fast response speed and high reliability, and a liquid crystal display element using the liquid crystal composition.

[0013] Specifically, the present invention provides a liquid crystal composition containing a compound having a partial structure A containing a 2,3-difluoro-1,4-phenylene skeleton represented by the following formula A, which enables the production of a liquid crystal display element having a fast response speed and high reliability, and a liquid crystal display element using the liquid crystal composition:

[0014] [ka]

[0015] (The * and black dots in formula (A) each represent a bond.) [Means for solving the problem]

[0016] As a result of intensive studies by the present inventors to solve the above problems, in a liquid crystal composition containing an alkenyl compound and a compound having a partial structure A, by selecting the group bonded to the 2,3-difluoro-1,4-phenylene skeleton in the above partial structure A, it has been found that it is possible to suppress a decrease in VHR due to UV irradiation while achieving high-speed responsiveness by the alkenyl compound, and the present invention has been completed.

[0017] That is, the present invention provides a compound represented by the general formula (I):

[0018]

Chemical formula

[0019] (In the formula, R Ia represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH2- in the alkyl group may each independently be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- as long as oxygen atoms are not adjacent to each other. R Ib represents an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 1 to 8 carbon atoms. A Ia represents (a) a 1,4-cyclohexylene group (one -CH2- or two or more non-adjacent -CH2- present in this group may be replaced by -O- as long as oxygen atoms are not adjacent to each other.) and (b) a 1,4-phenylene group (one or two or more non-adjacent -CH= present in this group may be replaced by -N=). represents a group selected from the group consisting of the above, and the above groups (a) and (b) may each independently be substituted by a cyano group or a fluorine atom. n Ia represents 1 or 2. n Ia When represents 2, a plurality of A Ia may be the same or different. ) one or more compounds represented by the formula, and General formula (II):

[0020] [ka]

[0021] (In the formula, R II1 represents an alkyl group having 1 to 10 carbon atoms, and one or two or more non-adjacent -CH2- groups in the alkyl group may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -COO-, or -OCO-, as long as no oxygen atoms are adjacent to each other. R II2 represents a hydrogen atom, a halogen atom, a cyano group, or an alkyl group having 1 to 10 carbon atoms, and one or two or more non-adjacent -CH2- groups in the alkyl group may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -COO-, or -OCO-, as long as no oxygen atoms are adjacent to each other, and one or two or more hydrogen atoms in the alkyl group may be replaced by a halogen atom. However, R II1 and R II2 At least one of these represents an alkenyl group having 2 to 10 carbon atoms. A II1 and A II2 are each independently (a) a 1,4-cyclohexylene group (in which one -CH2- or two or more non-adjacent -CH2- groups may be replaced by -O-, as long as the oxygen atoms are not adjacent); and (b) a 1,4-phenylene group (in which one -CH= or two or more non-adjacent -CH= groups may be replaced by -N=). (c) a naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, or a decahydronaphthalene-2,6-diyl group (in which one or more -CH= groups may be replaced by -N=). The above groups (a), (b) and (c) each independently may be substituted with a cyano group or a halogen atom. Z II1 represents a single bond, -CH2CH2-, -(CH2)4-, -OCH2-, -CH2O-, -COO-, -OCO-, -OCF2-, -CF2O-, -CH=NN=CH-, -CH=CH-, -CF=CF- or -C≡C-. m II1 represents 1, 2, 3 or 4. m II1 If represents 2, 3 or 4, there are multiple A II1 and Z II1 may be the same or different. However, compounds represented by general formula (I) are excluded. and a liquid crystal composition containing one or more compounds represented by the following formula:

[0022] The present invention also provides a liquid crystal display device using the above-mentioned liquid crystal composition. [Effects of the Invention]

[0023] According to the present invention, it is possible to provide a liquid crystal composition that enables the production of a liquid crystal display element having a high response speed and high reliability, and a liquid crystal display element using the liquid crystal composition. [Brief explanation of the drawings]

[0024]

Figure 1

[0025] I. Liquid Crystal Composition The inventors of the present invention have found that in a liquid crystal composition containing a compound having the above partial structure A and an alkenyl compound, by selecting the group bonded to the 2,3-difluoro-1,4-phenylene skeleton in the above partial structure A of the compound having the above partial structure A, the compatibility between the high-speed responsiveness by the alkenyl compound and the reliability against UV irradiation is improved. More specifically, when the group bonded to the 2,3-difluoro-1,4-phenylene skeleton in the above partial structure A of the compound having the above partial structure A is an alkyl group or an alkenyl group, compared with the case where the group bonded to the above skeleton is a group other than an alkyl group and an alkenyl group such as an alkoxy group, the weather resistance of the liquid crystal composition when the alkenyl compound and the compound having the above partial structure A are combined is high, and it has been found that the decrease in VHR is suppressed.

[0026] That is, according to the present invention, by combining a compound having the above partial structure A and an alkenyl compound, a liquid crystal composition capable of manufacturing an element with a fast response speed, suppression of a decrease in VHR due to UV irradiation, and high reliability can be obtained.

[0027] (1) A compound represented by the general formula (I) The liquid crystal display element of the present invention contains one or more compounds represented by the general formula (I).

[0028] [Chemical formula]

[0029] (In the formula, R Ia , R Ib , A Ia and n Ia are as described above.)

[0030] The compound represented by the general formula (I) is a compound having a negative Δη and a large absolute value thereof, which can increase ε⊥ of the liquid crystal composition and at the same time provide high reliability, a wide nematic temperature range, low viscosity, high elastic constant, etc.

[0031] In the general formula (I), RIb represents an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms. Preferably, R Ib represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, represents an alkyl group having 1 to 3 carbon atoms or an alkenyl group having 2 or 3 carbon atoms, and represents an alkyl group having 1 or 2 carbon atoms (i.e., a methyl group or an ethyl group).

[0032] Since the effect of suppressing the photo-degradation of the liquid crystal composition of the present invention and the effect of suppressing the decrease in the voltage holding ratio (VHR) are high, R Ib preferably represents an alkyl group having 1 to 8 carbon atoms. The number of carbon atoms of the alkyl group represented by R Ib is preferably 1 to 8, preferably 1 to 5, preferably 1 to 3, and preferably 1 or 2.

[0033] From the viewpoint of increasing the response speed of the liquid crystal composition of the present invention, R Ib preferably represents an alkenyl group having 2 to 8 carbon atoms. In the general formula (I), R Ib represents an alkenyl group, so that a compound having a small rotational viscosity (γ1) can be obtained, and the rotational viscosity of the liquid crystal composition can be reduced. The number of carbon atoms of the alkenyl group represented by R Ib is preferably 2 to 8, preferably 2 to 5, preferably 2 or 3, and preferably 2. The alkenyl group represented by R Ib is preferably a group selected from the group consisting of the following formulas (R1) to (R5), more preferably a group represented by the formula (R1) or the formula (R2), and particularly preferably a group represented by the formula (R1).

[0034]

Chemical formula

[0035] (The black dots in each formula represent carbon atoms in the ring structure.)

[0036] In the general formula (I), R Iarepresents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH2- groups in the alkyl group may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -COO-, or -OCO-, as long as no oxygen atoms are adjacent to each other.

[0037] R Ia is preferably an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms, preferably an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group having 2 to 5 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, even more preferably an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 or 3 carbon atoms, still more preferably an alkyl group having 2 or 3 carbon atoms or an alkenyl group having 2 or 3 carbon atoms, and particularly preferably an alkyl group having 3 carbon atoms (propyl group) or an alkenyl group having 3 carbon atoms (propenyl group). Ia may be linear or branched.

[0038] R Ia A binds to Ia When R has a phenyl ring, Ia is preferably a straight-chain alkyl group having 1 to 5 carbon atoms, a straight-chain alkoxy group having 1 to 4 carbon atoms, or an alkenyl group having 4 or 5 carbon atoms.

[0039] R Ia A binds to Ia has a ring structure such as cyclohexane, pyran, and dioxane, R Ia is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, or a linear alkenyl group having 2 to 5 carbon atoms, more preferably a linear alkyl group having 2 to 5 carbon atoms or a linear alkenyl group having 2 to 5 carbon atoms, and more preferably a linear alkyl group having 2 or 3 carbon atoms or a linear alkenyl group having 2 or 5 carbon atoms. To stabilize the nematic phase, RIa It is preferable that the total number of carbon atoms and oxygen atoms therein is 5 or less, and R Ia is preferably linear.

[0040] R Ia When represents an alkenyl group, R Ia is preferably a group selected from the group consisting of the above formulas (R1) to (R5), and more preferably a group represented by formula (R1) or formula (R2).

[0041] In general formula (I), A Ia represents (a) 1,4 - cyclohexylene group (one - CH2 - or two or more non - adjacent - CH2 - groups present in this group may be replaced by - O - as long as oxygen atoms are not adjacent to each other.) and (b) 1,4 - phenylene group (one or two or more non - adjacent - CH = groups present in this group may be replaced by - N =). represents a group selected from the group consisting of

[0042] The above - mentioned group (a) and group (b) may each independently be unsubstituted or may be substituted with a cyano group or a fluorine atom.

[0043] When it is required to increase Δn, A Ia is preferably an aromatic ring. To improve the response speed, A Ia is preferably an aliphatic ring. To achieve at least one of the characteristics of high Δn and high response speed, A Ia preferably represents a trans - 1,4 - cyclohexylene group, 1,4 - phenylene group, 2 - fluoro - 1,4 - phenylene group, 3 - fluoro - 1,4 - phenylene group, 3,5 - difluoro - 1,4 - phenylene group, 2,3 - difluoro - 1,4 - phenylene group, or 1,4 - cyclohexenylene group.

[0044] Among them, A Ia preferably represents the following structure.

[0045] [Chemical formula]

[0046] Particularly, A Ia preferably represents an unsubstituted trans-1,4-cyclohexylene group or an unsubstituted 1,4-phenylene group from the viewpoint of achieving both high Δn and high-speed responsiveness.

[0047] In general formula (I), n Ia represents 1 or 2. When n Ia represents 2, the plurality of A Ia may be the same or different.

[0048] The compound represented by general formula (I) is preferably selected from the group consisting of the compounds represented by the following general formulas (I-1), (I-2), (I-3), (I-4), (I-5), and (I-6).

[0049] [Chemical formula]

[0050] (In the above general formulas (I-1) to (I-6), R Ia1 , R Ia2 , R Ia3 , R Ia4 , R Ia5 , and R Ia6 each represent the same definition as R Ia in general formula (I), and R Ib1 , R Ib2 , R Ib3 , R Ib4 , R Ib5 , and R Ib6 each represent the same definition as R Ib in general formula (I).)

[0051] Examples of the compound in which n Ia in general formula (I) represents 1 include the compounds represented by general formulas (I-1) and (I-3). Also, examples of the compound in which n IaExamples of the compound represented by 2 include compounds represented by general formulas (I-2), (I-4), (I-5) and (I-6).

[0052] The liquid crystal composition of the present invention preferably contains a compound selected from the group consisting of compounds represented by general formulas (I-1), (I-2), (I-3) and (I-4). Since it has a high effect of reducing the rotational viscosity, it preferably contains a compound selected from the group consisting of compounds represented by general formulas (I-1) and (I-2). On the other hand, since a liquid crystal composition having a large Δn can be obtained, the liquid crystal composition of the present invention preferably contains a compound selected from the group consisting of compounds represented by general formulas (I-3) and (I-4).

[0053] The compound represented by general formula (I-1) is preferably a compound selected from the group consisting of compounds represented by the following general formulas (I-1-1) to (I-1-4), and more preferably a compound selected from the group consisting of compounds represented by general formulas (I-1-1) and (I-1-2).

[0054]

Chemical formula

[0055] (In general formulas (I-1-1) to (I-1-4), Alkyl 1 and Alkyl 2 each independently represent a linear alkyl group having 1 to 5 carbon atoms, and Alkenyl 1 and Alkenyl 2 each independently represent a linear alkenyl group having 2 to 5 carbon atoms.)

[0056] Further, the compound represented by general formula (I-2) is preferably a compound selected from the group consisting of compounds represented by the following general formulas (I-2-1) to (I-2-4), and more preferably a compound selected from the group consisting of compounds represented by general formulas (I-2-1) and (I-2-2).

[0057] [Chemical formula]

[0058] (In general formulas (I-2-1) to (I-2-4), Alkyl 1 and Alkyl 2 each independently represent a linear alkyl group having 1 to 5 carbon atoms, and Alkenyl 1 and Alkenyl 2 each independently represent a linear alkenyl group having 2 to 5 carbon atoms.)

[0059] In general formulas (I-1-1) to (I-1-4) and general formulas (I-2-1) to (I-2-4), Alkyl 1 each independently preferably represents an alkyl group having 2 to 5 carbon atoms, more preferably an alkyl group having 2 or 3 carbon atoms.

[0060] In general formulas (I-1-1) to (I-1-4) and general formulas (I-2-1) to (I-2-4), Alkenyl 1 each independently preferably represents an alkenyl group having 2 or 3 carbon atoms, and more preferably represents an alkenyl group represented by the above formula (R1) or formula (R2).

[0061] In general formulas (I-1-1) to (I-1-4) and general formulas (I-2-1) to (I-2-4), Alkyl 2 each independently preferably represents an alkyl group having 2 or 3 carbon atoms, more preferably an alkyl group having 1 or 2 carbon atoms (i.e., a methyl group or an ethyl group).

[0062] In general formulas (I-1-1) to (I-1-4) and general formulas (I-2-1) to (I-2-4), Alkenyl 2 each independently preferably represents an alkenyl group having 2 or 3 carbon atoms, more preferably represents an alkenyl group represented by the above formula (R1) or formula (R2), and even more preferably represents an alkenyl group represented by the above formula (R1).

[0063] Specifically, the compounds represented by the general formulas (I-1) and (I-2) are preferably compounds represented by the formulas (I-1-1a), (I-1-1b), (I-2-1a), (I-2-1b), (I-2-2a), and (I-2-2b).

[0064]

Chemical formula

[0065]

Chemical formula

[0066] The upper limit of the content of the compound represented by the general formula (I) is preferably 30% by mass, 25% by mass, 22% by mass, 20% by mass, 15% by mass, or 10% by mass in the total amount of the liquid crystal composition of the present invention. The lower limit of the content of the compound represented by the general formula (I) is preferably 5% by mass, 7% by mass, or 10% by mass in the total amount of the liquid crystal composition of the present invention.

[0067] A more specific range of the content of the compound represented by the general formula (I) can be appropriately set by combining the above-mentioned upper and lower limits so that precipitation in the panel hardly occurs and a decrease in Δη of the liquid crystal composition can be suppressed. For example, a more preferable specific range of the content of the compound represented by the general formula (I) is within the range of 5% by mass to 30% by mass, within the range of 5% by mass to 25% by mass, within the range of 7% by mass to 25% by mass, within the range of 7% by mass to 20% by mass, or within the range of 10% by mass to 20% by mass in the total amount of the liquid crystal composition of the present invention. By setting the content of the compound represented by the general formula (I) within the above range, high display quality and low voltage can be achieved simultaneously. If the content of the compound represented by the general formula (I) is too high, precipitation may occur in the panel of the liquid crystal display element, making it difficult to ensure display quality. On the other hand, if the above content is too low, Δη of the liquid crystal composition may decrease, requiring an excessive voltage to be applied.

[0068] (2) The compound represented by the general formula (II) The liquid crystal display element of the present invention contains one or more compounds represented by the general formula (II).

[0069]

Chemical formula

[0070] (In the formula, R II1 , R II2 , A II1 , A II2 , Z II1 and m II1 are as described above respectively. However, the compound represented by the general formula (I) is excluded.)

[0071] In the general formula (II), at least one of R II1 and R II2 represents an alkenyl group having 2 to 10 carbon atoms, and among them, it preferably represents an alkenyl group having 2 to 8 carbon atoms, more preferably represents an alkenyl group having 2 to 5 carbon atoms, preferably represents an alkenyl group having 2 or 3 carbon atoms, and most preferably represents an alkenyl group having 2 carbon atoms.

[0072] R II1 and R II2 Preferably, at least one of them represents a group selected from the group consisting of the following formulas (R1) to (R5). Since the effect of reducing the rotational viscosity (γ1) of the liquid crystal composition is higher, it is more preferable to represent the formula (R1) or the formula (R2), and it is even more preferable to represent the formula (R1).

[0073]

Chemical formula

[0074] (The black dots in each formula represent the carbon atoms in the ring structure represented by A II1 or A II2 .)

[0075] The compound represented by the general formula (II) may be a non-polar compound that is nearly dielectrically neutral, or may be a compound having negative dielectric anisotropy (Δε).

[0076] The liquid crystal composition of the present invention may contain one or more of at least one of a non-polar compound represented by general formula (II) and a compound having negative dielectric anisotropy (Δε) represented by general formula (II), or may contain one or more of a non-polar compound represented by general formula (II) and one or more of a compound having negative dielectric anisotropy (Δε) represented by general formula (II).

[0077] In particular, the liquid crystal composition of the present invention preferably contains at least one or more nonpolar compounds represented by general formula (II), because the nonpolar compounds represented by general formula (II) are highly effective in reducing the rotational viscosity (γ1) of the liquid crystal composition, thereby improving the response speed of the liquid crystal composition.

[0078] In this specification, the dielectric anisotropy (Δε) of the target compound is the value obtained by subtracting the dielectric anisotropy of the base composition before adding the target compound from the measured value of the dielectric anisotropy when the target compound is added to a base composition that is dielectrically nearly neutral (Δε in the range of −2 to 2) at 20°C.

[0079] The preferred lower limit of the content of the compound represented by general formula (II) is 1 mass%, 3 mass%, 5 mass%, 7 mass%, 10 mass%, 12 mass%, 15 mass%, 20 mass%, 25 mass%, 25.5 mass%, or 30 mass% relative to the total amount of the liquid crystal composition of the present invention. The preferred upper limit of the content of the compound represented by general formula (I) is 60 mass%, 55 mass%, 50 mass%, 45 mass%, 40 mass%, 38 mass%, 35 mass%, or 33 mass%.

[0080] The preferable content range of the compound represented by the general formula (II) can be set by combining the above-mentioned upper limit value and lower limit value. By setting it within the range obtained by combining the preferable upper limit value and lower limit value of the compound represented by the general formula (II) described above, the rotational viscosity (γ1) of the liquid crystal composition can be lowered, the temperature range exhibiting a nematic phase can be widened, and the low-temperature storage stability can be improved.

[0081] <Non-polar compound represented by the general formula (II)> The liquid crystal composition of the present invention preferably contains, as the compound represented by the general formula (II), one or more compounds selected from the group consisting of the compounds represented by the following general formulas (II-NU-01), (II-NU-02), (II-NU-03), (II-NU-04), (II-NU-05) and (I-NU-06).

[0082] [Chemical formula]

[0083] (In the above formulas, R IINU11 and R IINU12 each independently represents an alkyl group having 1 to 10 carbon atoms, and one or two or more non-adjacent -CH2- in the alkyl group may each independently be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- as long as oxygen atoms are not adjacent to each other, and one or two or more hydrogen atoms in the alkyl group may be substituted by a halogen atom. However, in each formula, at least one of R IINU11 and R IINU12 represents an alkenyl group having 2 to 10 carbon atoms.)

[0084] The compounds represented by the general formulas (II-NU-01) to (II-NU-06) are non-polar compounds, and are compounds that are substantially dielectrically neutral at 20°C, specifically, having a dielectric anisotropy (Δε) at 20°C of -2 or more and 2 or less.

[0085] In each of the general formulas (II-NU-01) to (II-NU-06), R IINU11 and R IINU12 At least one of these preferably represents an alkenyl group having 2 to 8 carbon atoms, more preferably an alkenyl group having 2 to 5 carbon atoms, and even more preferably an alkenyl group having 2 or 3 carbon atoms.

[0086] Among them, R IINU11 is preferably an alkenyl group having 2 to 8 carbon atoms, more preferably an alkenyl group having 2 to 5 carbon atoms, more preferably an alkenyl group having 2 or 3 carbon atoms, and more preferably an alkenyl group having 2 carbon atoms.

[0087] R IINU11 represents preferably a group selected from the group consisting of the following formulae (R1) to (R5), more preferably represents formula (R1) or formula (R2) because this has a greater effect of reducing the rotational viscosity (γ1) of the liquid crystal composition, and even more preferably represents formula (R1).

[0088] [ka]

[0089] (The black dots in each formula represent carbon atoms in the ring structure.)

[0090] Also, R IINU12 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, and more preferably an alkyl group having 1 to 3 carbon atoms.

[0091] R IINU11 and R IINU12 In each of the groups, one or more hydrogen atoms may be substituted with a halogen atom, or may be unsubstituted, but from the viewpoint of dielectric anisotropy, it is preferable that the group is unsubstituted. Examples of the halogen atom include a fluorine atom and a chlorine atom.

[0092] The lower limit of the content of the compound represented by the general formula (II-NU-01) to the general formula (II-NU-06) is preferably 1% by mass, 5% by mass, 10% by mass, 15% by mass, 20% by mass, 25% by mass, 25.5% by mass, 30% by mass in the total amount of the liquid crystal composition of the present invention. Also, the upper limit of the content of the compound represented by the general formula (II-NU-01) to the general formula (II-NU-06) is preferably 50% by mass, 45% by mass, 40% by mass, 35% by mass in the total amount of the liquid crystal composition of the present invention.

[0093] The specific range of the preferable content of the compound represented by the general formula (II-NU-01) to the general formula (II-NU-06) can be appropriately set by combining the above-mentioned upper limit value and lower limit value. Among them, the above content is within the range of 5 to 50% by mass, within the range of 20 to 40% by mass, within the range of 30 to 35% by mass in the total amount of the liquid crystal composition of the present invention. By setting the content of the compound represented by the general formula (II-NU-01) to the general formula (II-NU-06) within the above range, the rotational viscosity (γ1) can be reduced while maintaining the nematic phase-isotropic liquid phase transition temperature (T ni ). Therefore, the response speed of the liquid crystal composition can be increased.

[0094] The liquid crystal composition of the present invention preferably contains, as the compound represented by the general formula (II), one or more compounds selected from the group consisting of the compounds represented by the following general formulas (II-NU-01A), (II-NU-02A), (II-NU-03A), (II-NU-04A) and (II-NU-05A).

[0095]

Chemical formula

[0096] (In the above formulas, R II3Each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH2- in the alkyl group may be substituted with -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- as long as oxygen atoms do not adjoin each other, and one or two or more hydrogen atoms in the alkyl group may be substituted with a halogen atom. n1 each independently represents an integer from 0 to 6.)

[0097] In general formulas (II-NU-01A) to (II-NU-05A), n1 each independently represents an integer from 0 to 6, and among them, it preferably represents any one of the integers 0, 1, 2, 3 or 4, and more preferably represents any one of the integers 0, 1 or 2. When emphasizing the high-speed response, it is particularly preferable that n1 is 0.

[0098] In general formulas (II-NU-01A) to (II-NU-05A), R II3 Preferably each independently represents an alkyl group having 1 to 5 carbon atoms, and more preferably represents an alkyl group having 1 to 3 carbon atoms. This is because it becomes a compound more advantageous for the high-speed response of the liquid crystal composition.

[0099] R II3 One or two or more hydrogen atoms in the group may or may not be substituted with a halogen atom, but from the viewpoint of dielectric anisotropy, it is preferably not substituted. Examples of the halogen atom include a fluorine atom and a chlorine atom.

[0100] From the viewpoint of exerting the effect of accelerating the response speed of the liquid crystal composition, the content of the compound represented by general formulas (II-NU-01A) to (II-NU-05A) is preferably within the range of 1 to 50% by mass, within the range of 10 to 40% by mass, and within the range of 20 to 30% by mass in the total amount of the liquid crystal composition of the present invention.

[0101] From the viewpoint of achieving both high speed and high reliability, the liquid crystal composition of the present invention preferably contains one or more compounds represented by at least one of general formula (II-NU-01A) and general formula (II-NU-04A), and more preferably contains one or more compounds represented by general formula (II-NU-01A).

[0102] The liquid crystal composition of the present invention preferably contains one or more compounds represented by general formula (II-NU-01A1), because the compounds have low viscosity or low rotational viscosity and contribute significantly to improving both reliability and responsiveness.

[0103] [ka]

[0104] (In the formula, Alkyl represents an alkyl group having 1 to 8 carbon atoms.)

[0105] Among these, Alkyl in general formula (II-NU-01A1) is preferably an alkyl group having 1 to 5 carbon atoms, an alkyl group having 1 to 3 carbon atoms, an alkyl group having 2 or 3 carbon atoms, or an alkyl group having 3 carbon atoms, because it is highly effective in improving both reliability and responsiveness.

[0106] The content of the compound represented by general formula (II-NU-01A1) in the liquid crystal composition of the present invention is preferably in the range of 0 to 50% by mass, 10 to 40% by mass, or 20 to 30% by mass. By setting the content of the compound represented by general formula (II-NU-01A1) within the above range, the rotational viscosity (γ1) of the liquid crystal composition can be reduced, the temperature range in which the liquid crystal composition exhibits a nematic phase can be broadened, and low-temperature storage stability can be improved.

[0107] The compound represented by the general formula (II-NU-01A1) is specifically a compound represented by the following formula (II-NU-01A 11 ) to (II-NU-01A 14Compounds represented by are included, and among them, since they are particularly advantageous in accelerating the response speed, compounds represented by formula (II-NU-01A 12 ) can be preferably used.

[0108]

Chemical formula

[0109] <Compound having negative dielectric anisotropy (Δε) represented by general formula (II)> The liquid crystal composition of the present invention preferably contains, as the compound represented by general formula (II), one or more compounds selected from the group consisting of compounds represented by the following general formulas (II-N-01), (II-N-02), (II-N-03), (II-N-04), and (II-N-05).

[0110]

Chemical formula

[0111] (In the formula, R IIN1 and R IIN2 each independently represent an alkyl group having 1 to 10 carbon atoms, and one or two or more non-adjacent -CH2- in the alkyl group may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- as long as oxygen atoms are not adjacent to each other, and one or two or more hydrogen atoms in the alkyl group may be replaced by halogen atoms. However, in each formula, at least one of R IIN1 and R IIN2 represents an alkenyl group having 2 to 10 carbon atoms. Z IIN1 each independently represents a single bond, -CH2CH2-, -OCH2-, -CH2O-, -COO-, -OCO-, -OCF2-, -CF2O-, -CH=CH-, -CF=CF- or -C≡C-. m IIN1 each independently represents 1 or 2. However, compounds represented by general formula (I) are excluded.

[0112] The compounds represented by general formulas (II-N-01) to (II-N-05) are compounds having negative dielectric anisotropy (Δε), and are also alkenyl compounds because they contain an alkenyl group. A compound having negative dielectric anisotropy (Δε) refers to a compound having a dielectric anisotropy (Δε) with a negative sign and an absolute value of greater than 2, and preferably an absolute value of Δε of 3 or greater.

[0113] In general formulas (II-N-01) to (II-N-05), R IIN1 and R IIN2 At least one of R preferably represents an alkenyl group having 2 to 8 carbon atoms, more preferably an alkenyl group having 2 to 5 carbon atoms, and even more preferably an alkenyl group having 2 or 3 carbon atoms. IIN1 represents an alkenyl group having preferably 2 to 8 carbon atoms, preferably an alkenyl group having 2 to 5 carbon atoms, preferably an alkenyl group having 2 or 3 carbon atoms, and more preferably an alkenyl group having 2 carbon atoms.

[0114] R IIN1 represents preferably a group selected from the group consisting of the following formulae (R1) to (R5), more preferably represents formula (R1) or formula (R2) because this has a greater effect of reducing the rotational viscosity (γ1) of the liquid crystal composition, and even more preferably represents formula (R1).

[0115] [ka]

[0116] (The black dots in each formula represent carbon atoms in the ring structure.)

[0117] R IIN2preferably represents an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, more preferably represents an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and still more preferably represents an alkoxy group having 1 to 4 carbon atoms.

[0118] Also, in order to make the absolute value of Δε larger, R IIN2 preferably represents an alkoxy group having 1 to 8 carbon atoms or an alkenyloxy group having 2 to 8 carbon atoms.

[0119] R IIN1 and R IIN2 may each independently have one or more hydrogen atoms in the group substituted with a halogen atom or may not be substituted, but from the viewpoint of dielectric anisotropy, it is preferably not substituted. Examples of the halogen atom include a fluorine atom and a chlorine atom.

[0120] Z IIN1 is preferably a single bond, -CH2CH2-, -OCH2-, -CH2O-, and more preferably a single bond or -CH2O-. m IIN1 When m is 1, Z IIN1 is preferably a single bond. m IIN1 When m is 2, Z IIN1 is preferably -CH2CH2- or -CH2O-.

[0121] The fluorine atoms in General Formulas (II-N-01) to (II-N-05) may be substituted with chlorine atoms, which are in the same halogen group. However, the content of the compound substituted with chlorine atoms is preferably as small as possible, and more preferably not contained.

[0122] One or more hydrogen atoms present on the ring in General Formulas (II-N-01) to (II-N-05) may be further substituted with fluorine atoms or chlorine atoms. However, the content of the compound substituted with chlorine atoms is preferably as small as possible, and more preferably not contained.

[0123] Among the compounds represented by general formulas (II-N-01) to (II-N-05), the compound represented by general formula (II-N-01) is preferred in that it can have large Δn and Δε while having a low rotational viscosity (γ1), and can improve the effects of high-speed response and low voltage of the liquid crystal composition.

[0124] The lower limit of the content of the compounds represented by general formulas (II-N-01) to (II-N-05) in the total amount of the liquid crystal composition of the present invention is preferably 0 mass%, 3 mass%, or 5 mass%, and the upper limit of the content of the compounds represented by general formulas (II-N-01) to (II-N-05) in the total amount of the liquid crystal composition of the present invention is preferably 15 mass%, 10 mass%, or 7 mass%,.

[0125] The preferred range of the content of the compounds represented by general formulas (II-N-01) to (II-N-05) can be appropriately set by combining the above-mentioned upper and lower limits. In particular, the content is within a range of 0 to 15% by mass, 3 to 10% by mass, or 5 to 7% by mass of the total amount of the liquid crystal composition of the present invention.

[0126] By setting the content of the compounds represented by general formulas (II-N-01) to (II-N-05) within the above range, the nematic phase-isotropic liquid phase transition temperature (T ni ) and high-speed response can be achieved.

[0127] The liquid crystal composition of the present invention may further contain one or more compounds represented by general formula (II-N-06).

[0128] [ka]

[0129] (In the formula, R IIN1 and R IIN2 has the same meaning as above.)

[0130] In the total amount of the liquid crystal composition of the present invention, the lower limit of the total content of the compounds selected from the group consisting of the compounds represented by the general formulas (II-NU-01), (II-NU-02), (II-NU-03), (II-NU-04), (II-NU-05) and (I-NU-06), and the compounds selected from the group consisting of the compounds represented by the general formulas (II-N-01), (II-N-02), (II-N-03), (II-N-04), and (II-N-05) can be the same as the lower limit of the preferable content of the compound represented by the general formula (II), and the upper limit of the above total content can be the same as the upper limit of the preferable content of the compound represented by the general formula (II).

[0131] (3) Compounds represented by the general formulas (N-1), (N-2) and (N-3) The liquid crystal composition of the present invention may further contain one or more compounds selected from the compounds represented by the general formulas (N-1), (N-2) and (N-3).

[0132] [Chemical formula]

[0133] (In the formula, R N11 , R N12 , R N21 , R N22 , R N31 and R N32 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH2- in the alkyl group may each independently be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- as long as oxygen atoms are not adjacent to each other.) A N11 , A N12 , A N21 , A N22 , A N31 and A N32 each independently are (a) a 1,4-cyclohexylene group (in which one -CH2- or two or more non-adjacent -CH2- groups may be replaced by -O-, as long as the oxygen atoms are not adjacent to each other). (b) a 1,4-phenylene group (in which one or more -CH= groups may be replaced by -N=); and (c) a naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, or a decahydronaphthalene-2,6-diyl group (one or more -CH= groups in the group may be replaced by -N=). The above groups (a), (b) and (c) each independently may be substituted with a cyano group or a halogen atom. Z N11 , Z N12 , Z N21 , Z N22 , Z N31 and Z N32 each independently represents a single bond, -CH2CH2-, -(CH2)4-, -OCH2-, -CHO-, -COO-, -OCO-, -OCF2-, -CF2O-, -CH=NN=CH-, -CH=CH-, -CF=CF- or -C≡C-. X N21 represents a hydrogen atom or a fluorine atom. T N31 represents -CH2- or an oxygen atom. n N11 , n N12 , n N21 , n N22 , n N31 and n N32 each independently represents an integer of 0, 1, 2, or 3, n N11 +n N12 , n N21 +n N22 and n N31 +n N32 each independently represents 1, 2 or 3. A N11 , A N12 , A N21 , A N22 , A N31 and AN32 When there are a plurality of each of them, they may be the same or different. Z N11 , Z N12 , Z N21 , Z N22 , Z N31 and Z N32 When there are a plurality of, they may be the same or different. However, compounds represented by general formula (I) and general formula (II) are excluded. In addition, compounds represented by general formula (N-1) are excluded from general formula (N-2) and general formula (N-3), and compounds represented by general formula (N-2) are excluded from general formula (N-3).

[0134] The compounds represented by general formulas (N-1), (N-2) and (N-3) are compounds that exhibit negative dielectric anisotropy, excluding the compounds represented by general formulas (I) and (II), and are compounds in which the sign of Δε is negative and the absolute value of Δε is greater than 2. Among these, the compounds represented by general formulas (N-1), (N-2) and (N-3) preferably have an absolute value of Δε of 3 or greater.

[0135] In the general formulae (N-1), (N-2) and (N-3), R N11 , R N12 , R N21 , R N22 , R N31 and R N32 are each independently preferably an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an alkenyloxy group having 2 to 5 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, and even more preferably an alkyl group having 2 to 5 carbon atoms.

[0136] Also, R N11 , R N12 , R N21 , R N22 , R N31 and R N32When the ring structure to which each of the groups is bonded is a phenyl ring (aromatic), a linear alkyl group having 1 to 5 carbon atoms or a linear alkoxy group having 1 to 4 carbon atoms is preferred, and when the ring structure to which each of the groups is bonded is a saturated ring structure such as cyclohexane, pyran, or dioxane, a linear alkyl group having 1 to 5 carbon atoms or a linear alkoxy group having 1 to 4 carbon atoms is preferred. In order to stabilize the nematic phase, the total number of carbon atoms and, if present, oxygen atoms is preferably 5 or less, and a linear structure is preferred.

[0137] R N11 , R N12 , R N21 , R N22 , R N31 and R N32 In each of the groups, one or more hydrogen atoms may be substituted with a halogen atom, or may be unsubstituted, but from the viewpoint of dielectric anisotropy, it is preferable that the group is unsubstituted. Examples of the halogen atom include a fluorine atom and a chlorine atom.

[0138] A N11 , A N12 , A N21 , A N22 , A N31 and A N32 are each independently preferably aromatic when it is required to increase Δn, and are preferably aliphatic in order to improve the response speed, and preferably represent a trans-1,4-cyclohexylene group, a 1,4-phenylene group, a 2-fluoro-1,4-phenylene group, a 3-fluoro-1,4-phenylene group, a 3,5-difluoro-1,4-phenylene group, a 2,3-difluoro-1,4-phenylene group, a 1,4-cyclohexenylene group, a 1,4-bicyclo[2.2.2]octylene group, a piperidine-1,4-diyl group, a naphthalene-2,6-diyl group, a decahydronaphthalene-2,6-diyl group, or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and more preferably represent the following structure:

[0139] [ka]

[0140] It is more preferable that it represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group.

[0141] Z N11 , Z N12 , Z N21 , Z N22 , Z N31 and Z N32 each preferably represents -CH2O-, -CF2O-, -CH2CH2-, -CF2CF2- or a single bond, more preferably -CH2O-, -CH2CH2- or a single bond, and particularly preferably -CH2O- or a single bond.

[0142] X N21 is preferably a fluorine atom.

[0143] T N31 is preferably an oxygen atom.

[0144] n N11 +n N12 , n N21 +n N22 and n N31 +n N32 is preferably 1 or 2, and the combination where n N11 is 1 and n N12 is 0, the combination where n N11 is 2 and n N12 is 0, the combination where n N11 is 1 and n N12 is 1, the combination where n N11 is 2 and n N12 is 1, the combination where n N21 is 1 and n N22 is 0, the combination where n N21 is 2 and n N22 is 0, the combination where n N31 is 1 and n N32 is 0, the combination where n N31 is 2 and n N32 is 0 is preferred.

[0145] The liquid crystal composition of the present invention preferably contains one or more compounds represented by the general formula (N-1). Further, as the compound represented by the general formula (N-1), it is preferable to contain one or more compounds selected from the group consisting of the compounds represented by the general formulas (N-01), (N-02), (N-03), (N-04) and (N-05).

[0146]

Chemical formula

[0147] (In the above formulas, R 21 and R 22 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH2- in the alkyl group may be substituted by -C≡C-, -O-, -CO-, -COO- or -OCO- as long as oxygen atoms do not adjoin each other, and one or two or more hydrogen atoms in the alkyl group may be substituted by a halogen atom.) Z 1 each independently represents a single bond, -CH2CH2-, -OCH2-, -CH2O-, -COO-, -OCO-, -OCF2-, -CF2O-, -CH=CH-, -CF=CF- or -C≡C-. m each independently represents 1 or 2. However, the compounds represented by the general formulas (I) and (II) are excluded.)

[0148] The compounds represented by the general formulas (N-01) to (N-05) are non-alkenyl compounds having a negative sign of dielectric anisotropy (Δε) at 20°C and an absolute value thereof greater than 2. Among them, the compounds represented by the general formulas (N-01) to (N-05) preferably have an absolute value of Δε of 3 or more.

[0149] R 21is preferably an alkyl group having 1 to 8 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, and even more preferably an alkyl group having 1 to 4 carbon atoms. 1 If represents anything other than a single bond, R 21 is preferably an alkyl group having 1 to 3 carbon atoms.

[0150] R 21 One or more hydrogen atoms in the alkyl group represented by may or may not be substituted with a halogen atom, but from the viewpoint of dielectric anisotropy, it is preferable that they are not substituted. The halogen atom is preferably a fluorine atom or a chlorine atom, and more preferably a fluorine atom.

[0151] R 22 is preferably an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, and among these, R is preferably 22 preferably represents an alkoxy group having 1 to 8 carbon atoms, more preferably an alkoxy group having 1 to 4 carbon atoms, and even more preferably an alkoxy group having 1 to 4 carbon atoms. One or more hydrogen atoms in the alkyl group and alkoxy group may or may not be substituted with a halogen atom, but from the viewpoint of dielectric anisotropy, it is preferable that they are not substituted. The halogen atom is preferably a fluorine atom or a chlorine atom, and more preferably a fluorine atom.

[0152] Z 1 each independently represents a single bond, -CH2CH2-, -OCH2-, -CHO-, -COO-, -OCO-, -OCF2-, -CF2O-, -CH=CH-, -CF=CF- or -C≡C-, preferably a single bond, -CH2CH2-, -OCH2- or -CHO-, more preferably a single bond or -CHO-. When m is 1, Z 1 is preferably a single bond. When m is 2, Z 1 is preferably —CH2CH2— or —CH2O—.

[0153] The fluorine atoms in the compounds represented by general formula (N-01) to general formula (N-05) may be substituted with chlorine atoms which are in the same halogen group. The content of the compound substituted with chlorine atoms should preferably be as small as possible, and it is more preferable that it does not contain any chlorine atoms.

[0154] One or more hydrogen atoms present on the ring of the compounds represented by general formula (N-01) to general formula (N-05) may be further substituted with fluorine atoms or chlorine atoms. However, the content of the compound substituted with chlorine atoms should preferably be as small as possible, and it is more preferable that it does not contain any chlorine atoms.

[0155] The liquid crystal composition of the present invention preferably contains one or more compounds selected from the group of compounds represented by the following general formula (N-01-1) and (N-01-2) as the compound represented by general formula (N-01).

[0156]

Chemical formula

[0157] (In the formula, R 21 represents the same meaning as described above, and R 23 each independently represents an alkoxy group having 1 to 4 carbon atoms, and one or more hydrogen atoms in the alkoxy group may be substituted with fluorine atoms. However, the compound represented by general formula (II) is excluded.)

[0158] Furthermore, the liquid crystal composition of the present invention preferably contains one or more compounds selected from the group of compounds represented by the following general formula (N-01-3) and general formula (N-01-4) as the compound represented by general formula (N-01).

[0159]

Chemical formula

[0160] (In the formula, R 21 represents the same meaning as described above, and R 23Each independently represents an alkoxy group having 1 to 4 carbon atoms, and one or more hydrogen atoms in the alkoxy group may be substituted with fluorine atoms, provided that the compounds represented by general formulas (I) and (II) are excluded.)

[0161] The liquid crystal composition of the present invention preferably contains at least one or more of the compounds represented by general formulas (N-01-3) and (N-01-4). This is because the Δη of the liquid crystal composition can be increased. Here, in the compounds represented by general formulas (N-01-3) and (N-01-4), R 23 represents an alkoxy group. However, even when a compound having a partial structure A other than the compound represented by general formula (I) is included by using the compounds represented by general formulas (N-01-3) and (N-01-4) in combination with the compound represented by general formula (I) and the alkenyl compound represented by general formula (II), the effect of suppressing the photo-degradation of the liquid crystal composition can be enhanced.)

[0162] In general formulas (N-01-3) and (N-01-4), R 21 has the preferred embodiments as described above. Also, R 23 each independently represents an alkoxy group having 1 to 4 carbon atoms, preferably represents an alkoxy group having 1 to 3 carbon atoms, and more preferably represents an alkoxy group having 1 or 2 carbon atoms.)

[0163] Specific examples of the compound represented by general formula (N-01-3) include the compounds represented by the following formulas (N-01-3a) to (N-01-3e). Among them, the compound represented by formula (N-01-3b) is preferably used.)

[0164]

Chemical formula

[0165] As the compound represented by the general formula (N-01-4), specifically, the compounds represented by the following formulas (N-01-4a) to (N-01-4f) can be mentioned. Among them, the compound represented by the formula (N-01-4d) is preferably used.

[0166]

Chemical formula

[0167] The liquid crystal composition of the present invention preferably contains one or both of the compounds represented by the formula (N-01-3b) and the formula (N-01-4d).

[0168] The liquid crystal composition of the present invention preferably contains one or more compounds selected from the group consisting of the compounds represented by the following general formulas (N-02-1) to (N-02-3) as the compound represented by the general formula (N-02).

[0169]

Chemical formula

[0170] (In the formula, R 21 represents the same meaning as described above, and R 23 each independently represents an alkoxy group having 1 to 4 carbon atoms, and one or more hydrogen atoms in the alkyl group may be substituted with fluorine atoms. However, the compound represented by the general formula (II) is excluded.)

[0171] The liquid crystal composition of the present invention preferably contains at least one of the compounds represented by the general formula (N-02-1) and the general formula (N-02-3).

[0172] The liquid crystal composition of the present invention preferably contains one or more of the compounds represented by the following general formula (N-03-1) as the compound represented by the general formula (N-03).

[0173]

Chemical formula

[0174] (In the formula, R 21 represents the same meaning as described above, and R 23 represents an alkoxy group having 1 to 4 carbon atoms, and one or more hydrogen atoms in the alkoxy group may be substituted with fluorine atoms. However, the compound represented by the general formula (II) is excluded.)

[0175] The liquid crystal composition of the present invention preferably contains one or more compounds represented by the following general formula (N-04-1) as the compound represented by the general formula (N-04).

[0176] [Chemical formula]

[0177] (In the formula, R 21 represents the same meaning as described above, and R 23 represents an alkoxy group having 1 to 4 carbon atoms, and one or more hydrogen atoms in the alkoxy group may be substituted with fluorine atoms. However, the compound represented by the general formula (II) is excluded.) The liquid crystal composition of the present invention preferably contains one or more compounds selected from the group consisting of the compounds represented by the following formulas (N-05-1) to (N-05-3) as the compound represented by the general formula (N-05).

[0178] [Chemical formula]

[0179] The liquid crystal composition of the present invention particularly preferably contains the compound represented by the general formula (N-01-1), the compound represented by the general formula (N-01-4), and the compound represented by the general formula (N-02-1) simultaneously.

[0180] It is particularly preferable that the liquid crystal composition of the present invention simultaneously contains a compound represented by general formula (N-01-1), a compound represented by general formula (N-01-4), and a compound represented by general formula (N-02-3).

[0181] It is particularly preferable that the liquid crystal composition of the present invention simultaneously contains a compound represented by general formula (N-01-1), a compound represented by general formula (N-01-4), and a compound represented by general formula (N-03-1).

[0182] It is particularly preferable that the liquid crystal composition of the present invention simultaneously contains a compound represented by general formula (N-01-1), a compound represented by general formula (N-01-4), and a compound represented by general formula (N-04-1).

[0183] In the total amount of the liquid crystal composition of the present invention, the preferred lower limit of the content of the compound represented by general formula (N-01) is 0 mass%, 1 mass%, 5 mass%, 8 mass%, 10 mass%, 15 mass%, 20 mass%, 30 mass%, 40 mass%, 50 mass%, 55 mass%, 60 mass%, 65 mass%, 70 mass%, 75 mass%, or 80 mass%. The preferred upper limit of the content is 95 mass%, 85 mass%, 75 mass%, 65 mass%, 55 mass%, 45 mass%, 35 mass%, 25 mass%, 20 mass%, 15 mass%, or 10 mass%.

[0184] In the total amount of the liquid crystal composition of the present invention, the preferred lower limit of the content of the compound represented by general formula (N-02) is 0 mass%, 1 mass%, 5 mass%, 10 mass%, 20 mass%, 30 mass%, 40 mass%, 50 mass%, 55 mass%, 60 mass%, 65 mass%, 70 mass%, 75 mass%, or 80 mass%, and the preferred upper limit of the content is 95 mass%, 85 mass%, 75 mass%, 65 mass%, 55 mass%, 45 mass%, 35 mass%, 25 mass%, 20 mass%, 15 mass%, or 10 mass%.

[0185] In the total amount of the liquid crystal composition of the present invention, the preferred lower limit of the content of the compound represented by general formula (N-03) is 0 mass%, 1 mass%, 5 mass%, 10 mass%, 20 mass%, 30 mass%, 40 mass%, 50 mass%, 55 mass%, 60 mass%, 65 mass%, 70 mass%, 75 mass%, or 80 mass%, and the preferred upper limit of the content is 95 mass%, 85 mass%, 75 mass%, 65 mass%, 55 mass%, 45 mass%, 35 mass%, 25 mass%, 20 mass%, 15 mass%, or 10 mass%.

[0186] In the total amount of the liquid crystal composition of the present invention, the preferred lower limit of the content of the compound represented by general formula (N-04) is 0 mass%, 1 mass%, 5 mass%, 10 mass%, 20 mass%, 30 mass%, 40 mass%, 50 mass%, 55 mass%, 60 mass%, 65 mass%, 70 mass%, 75 mass%, or 80 mass%, and the preferred upper limit of the content is 95 mass%, 85 mass%, 75 mass%, 65 mass%, 55 mass%, 45 mass%, 35 mass%, 25 mass%, 20 mass%, 15 mass%, or 10 mass%.

[0187] In the total amount of the liquid crystal composition of the present invention, the preferred lower limit of the content of the compound represented by formula (N-05) is 0 mass%, 2 mass%, 5 mass%, 8 mass%, 10 mass%, 13 mass%, 15 mass%, 17 mass%, or 20 mass%, and the preferred upper limit of the content is 30 mass%, 28 mass%, 25 mass%, 23 mass%, 20 mass%, 18 mass%, 15 mass%, or 13 mass%.

[0188] The liquid crystal composition of the present invention may further contain one or more compounds represented by general formula (N-06).

[0189] [Chemical formula]

[0190] (In the formula, R 21 and R 22 have the same meanings as described above. However, the compound represented by the general formula (II) is excluded.)

[0191] The compound represented by the general formula (N-06) is effective when it is desired to adjust various physical properties. Among them, it can be used to obtain a large refractive index anisotropy (Δn), a high nematic phase-isotropic liquid phase transition temperature (T ni ).

[0192] In the total amount of the liquid crystal composition of the present invention, the lower limit of the preferable content of the compound represented by the general formula (N-06) is 0% by mass, 2% by mass, 5% by mass, 8% by mass, 10% by mass, 13% by mass, 15% by mass, 17% by mass, 20% by mass. The upper limit of the preferable content is 30% by mass, 28% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass, 13% by mass, 10% by mass, 5% by mass.

[0193] (4) Compound represented by the general formula (L) The liquid crystal composition of the present invention may further contain one or more compounds represented by the general formula (L).

[0194] [Chemical formula]

[0195] (In the formula, R L1 and R L2each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH2- in the alkyl group may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- as long as oxygen atoms do not adjoin each other, A L1 、A L2 and A L3 each independently represents (a) a 1,4-cyclohexylene group (one -CH2- or two or more non-adjacent -CH2- present in this group may be replaced by -O- as long as oxygen atoms do not adjoin each other.) (b) a 1,4-phenylene group (one or two or more -CH= present in this group may be replaced by -N=.) and (c) a naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or a decahydronaphthalene-2,6-diyl group (one or two or more -CH= present in the group may be replaced by -N=.) represents a group selected from the group consisting of, and the above group (a), group (b) and group (c) may each independently be substituted with a cyano group or a halogen atom, Z L1 and Z L2 each independently represents a single bond, -CH2CH2-, -(CH2)4-, -OCH2-, -CH2O-, -COO-, -OCO-, -OCF2-, -CF2O-, -CH=N-N=CH-, -CH=CH-, -CF=CF- or -C≡C-, n L1 represents 0, 1, 2 or 3, n L1 when n is 2 or 3 and there are a plurality of A L2 the plurality of A L2 may be the same or different, n L1 when n is 2 or 3 and there are a plurality of Z L3 the plurality of Z L3 may be the same or different. However, compounds represented by general formula (I), general formula (II), general formula (N-1), general formula (N-2), and general formula (N-3) are excluded.

[0196] The compound represented by general formula (L) is a compound that is substantially dielectrically neutral, excluding the compound represented by general formula (II). Specifically, the compound represented by general formula (L) preferably has a dielectric anisotropy (Δε) at 20 °C of -2 or more and 2 or less.

[0197] The liquid crystal composition of the present invention preferably contains, as the compound represented by general formula (L), one or more compounds selected from the group consisting of compounds represented by the following general formula (NU-01) to general formula (NU-06).

[0198]

Chemical formula

[0199] (In the formula, R NU11 , R NU12 , R NU21 , R NU22 , R NU31 , R NU32 , R NU41 , R NU42 , R NU51 , R NU52 , R NU61 and R NU62 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH2- in the group may each independently be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- as long as oxygen atoms do not adjoin each other. However, the compound represented by general formula (II) is excluded.

[0200] In general formula (NU-01) to general formula (NU-06), R NU11 , R NU12 , R NU21 , R NU22 , R NU31 , R NU32 , R NU41 , RNU42 , R NU51 , R NU52 , R NU61 and R NU62 is preferably 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 an alkoxy group having 1 to 5 carbon atoms, and still more preferably an alkyl group having 1 to 5 carbon atoms.

[0201] The liquid crystal composition of the present invention preferably contains at least one or more compounds represented by the general formula (NU-01).

[0202] The liquid crystal composition of the present invention preferably contains at least one or more compounds represented by the general formula (NU-04).

[0203] The liquid crystal composition of the present invention preferably contains at least one or more compounds represented by the general formula (NU-06).

[0204] The liquid crystal composition of the present invention preferably contains one or more compounds represented by the general formula (NU-01) and the general formula (NU-02).

[0205] The liquid crystal composition of the present invention preferably contains one or more compounds represented by the general formula (NU-01) and the general formula (NU-03).

[0206] The liquid crystal composition of the present invention preferably contains one or more compounds represented by the general formula (NU-01) and the general formula (NU-06).

[0207] The liquid crystal composition of the present invention preferably contains a compound represented by the general formula (NU-01), a compound represented by the general formula (NU-02), and a compound represented by the general formula (NU-04).

[0208] The liquid crystal composition of the present invention preferably contains a compound represented by general formula (NU-01), a compound represented by general formula (NU-03), and a compound represented by general formula (NU-05).

[0209] The liquid crystal composition of the present invention preferably contains a compound represented by general formula (NU-01), a compound represented by general formula (NU-02), a compound represented by general formula (NU-03), and a compound represented by general formula (NU-05).

[0210] The liquid crystal composition of the present invention preferably contains a compound represented by general formula (NU-03), a compound represented by general formula (NU-04), and a compound represented by general formula (NU-05).

[0211] Specific examples of the compound represented by general formula (NU-01) include compounds represented by the following formulas (NU-01-1) to (NU-01-7).

[0212]

Chemical formula

[0213] Specific examples of the compound represented by general formula (NU-02) include compounds represented by the following formulas (NU-02-1) to (NU-02-6).

[0214]

Chemical formula

[0215] Specific examples of the compound represented by general formula (NU-03) include compounds represented by the following formulas (NU-03-1) to (NU-03-7). Among them, the compound represented by formula (NU-03-1) is preferred.

[0216]

Chemical formula

[0217] Examples of the compound represented by the general formula (NU-04) specifically include compounds represented by the following formula (NU-04-4) to formula (NU-04-6). Among them, the compound represented by the formula (NU-04-4) is preferred.

[0218]

Chemical formula

[0219] Examples of the compound represented by the general formula (NU-05) specifically include compounds represented by the following formula (NU-05-1) to formula (NU-05-7). Among them, the compound represented by the formula (NU-05-2) is preferred.

[0220]

Chemical formula

[0221] The content of the compound represented by the general formula (NU-01) is preferably 5 to 60% by mass, more preferably 10 to 50% by mass, and still more preferably 25 to 45% by mass in the total amount of the liquid crystal composition of the present invention.

[0222] The content of the compound represented by the general formula (NU-02) is preferably 3 to 30% by mass, more preferably 5 to 25% by mass, and still more preferably 5 to 20% by mass in the total amount of the liquid crystal composition of the present invention.

[0223] The total content of the compounds represented by the general formula (NU-03) is preferably 0 to 30% by mass, preferably 0 to 25.5% by mass, preferably 0 to 20% by mass, preferably 0 to 15% by mass, and preferably 0 to 10% by mass in the total amount of the liquid crystal composition of the present invention.

[0224] The total content of the compounds represented by the general formula (NU-04) is preferably 3 to 30% by mass, preferably 3 to 20% by mass, preferably 3 to 17% by mass, preferably 3 to 15% by mass, and preferably 3 to 10% by mass in the total amount of the liquid crystal composition of the present invention.

[0225] The total content of the compounds represented by the general formula (NU-05) is preferably 1 to 30% by mass, preferably 1 to 20% by mass, preferably 3 to 20% by mass, preferably 3 to 17% by mass, and preferably 3 to 15% by mass in the total amount of the liquid crystal composition of the present invention.

[0226] The total content of the compounds represented by the general formula (NU-06) is preferably 1 to 30% by mass, preferably 3 to 20% by mass, and preferably 3 to 10% by mass in the total amount of the liquid crystal composition of the present invention.

[0227] (5) Polymerizable compound The liquid crystal composition of the present invention can contain one or more polymerizable compounds. By containing a polymerizable compound, the liquid crystal composition of the present invention can achieve a higher VHR and can be particularly preferably used in the production of liquid crystal display elements of the PSA method.

[0228] The liquid crystal composition of the present invention can contain one or more polymerizable compounds represented by the general formula (P).

[0229] [Chemical formula]

[0230] (In the general formula (P), R p1 is a hydrogen atom, a fluorine atom, a cyano group, an alkyl group having 1 to 15 carbon atoms or -Sp p2 -P p2represents, and one or two or more non - adjacent - CH2 - groups present in the alkyl group may be substituted by - CH = CH -, - C≡C -, - O -, - CO -, - COO - or - OCO - so that an oxygen atom is not directly adjacent thereto, and one or two or more hydrogen atoms present in the alkyl group may each independently be substituted by a cyano group, a fluorine atom or a chlorine atom. P p1 and P p2 each independently represent a polymerizable group. Sp p1 and Sp p2 each independently represent a spacer group. Z p1 and Z p2 each independently represent a single bond, - O -, - S -, - CH2 -, - OCH2 -, - CH2O -, - CO -, - C2H4 -, - COO -, - OCO -, - OCOOCH2 -, - CH2OCOO -, - OCH2CH2O -, - CO - NR ZP1 -, - NR ZP1 - CO -, - SCH2 -, - CH2S -, - CH = CR ZP1 - COO -, - CH = CR ZP1 - OCO -, - COO - CR ZP1 = CH -, - OCO - CR ZP1 = CH -, - COO - CR ZP1 = CH - COO -, - COO - CR ZP1 = CH - OCO -, - OCO - CR ZP1 = CH - COO -, - OCO - CR ZP1 = CH - OCO -, -(CH2)2 - COO -, -(CH2)2 - OCO -, - OCO -(CH2)2 -, -(C = O)-O-(CH2)2 -, - CH = CH -, - CF = CF -, - CF = CH -, - CH = CF -, - CF2 -, - CF2O -, - OCF2 -, - CF2CH2 -, - CH2CF2 -, - CF2CF2 - or - C≡C - (wherein R ZP1 each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, provided that when there are a plurality of R ZP1 in the molecule, they may be the same or different. ). A p1 , A p2 and A p3are each independently, (a p ) a 1,4 - cyclohexylene group (one or more - CH2 - groups present in the group may be substituted with - O - as long as oxygen atoms are not adjacent to each other). (b p ) a 1,4 - phenylene group (one or more - CH = groups present in the group may be substituted with - N =) and (c p ) a naphthalene - 2,6 - diyl group, naphthalene - 1,4 - diyl group, naphthalene - 1,5 - diyl group, 1,2,3,4 - tetrahydronaphthalene - 2,6 - diyl group, decahydronaphthalene - 2,6 - diyl group, phenanthrene - 2,7 - diyl group or anthracene - 2,6 - diyl group (one or more - CH = groups present in the group may be substituted with - N =). represents a group selected from the group consisting of, and the one or more hydrogen atoms present in the group (a p ), group (b p ) and group (c p ) are each independently an alkyl group having 1 to 18 carbon atoms which may be substituted with a cyano group or a fluorine atom, or - Sp p2 -P p2 and may be substituted, and one or two or more non - adjacent - CH2 - groups in the alkyl group may each independently be substituted with - CH = CH -, - C≡C -, - O -, - CO -, - COO - or - OCO - so that oxygen atoms are not directly adjacent. Also, when m p1 is 0 and A p1 is a group represented by group (c p ), A p3 may be a single bond. m p1 represents 0, 1, 2 or 3. When there are a plurality of Z p1 , A p2 , Sp p2 and / or P p2 in the molecule, they may be the same or different. )

[0231] In the general formula (P), R p1is -Sp p2 -P p2 is preferable.

[0232] In general formula (P), P p1 and P p2 each independently preferably represent any one of the following general formulas (P p1 -1) to (P p1 -8), and more preferably represent any one of general formulas (P p1 -1) to (P p1 -3), and even more preferably represent general formula (P p1 -1).

[0233] [Chemical formula]

[0234] (In the formula, R p11 , R p12 , R p13 , R p14 , and R p15 each independently represent any one of an alkyl group having 1 to 5 carbon atoms, a halogenated alkyl group having 1 to 5 carbon atoms, a fluorine atom, or a hydrogen atom. W p11 represents a single bond, -O-, -COO-, -OCO-, -CH2- or -C2H4-. t p11 represents 0, 1 or 2. t p12 and t p13 each independently represent 0, 1 or 2, but when t p12 and / or t p13 represents 0, it represents a single bond. t p14 represents 0, 1 or 2. t p15 and t p16 each independently represent 0, 1 or 2, but when t p15 and / or t p16 represents 0, it represents a single bond. In the molecule, R p11 , R p12 , R p13 , Rp14 , R p15 , W p11 , t p11 , t p12 , t p13 , t p14 , t p15 and t p16 If there are a plurality of each of them, they may be the same or different.)

[0235] General formula (P p1 -1) to (P p1 -8), R p11 , R p12 and R p13 are each independently preferably a hydrogen atom or a methyl group.)

[0236] t p11 is preferably 0 or 1.)

[0237] t p14 is preferably 0 or 1.)

[0238] t p15 and t p16 are each independently preferably 0 or 1.)

[0239] W p11 is preferably a single bond, -O-, -CH2- or -C2H4-.)

[0240] General formula (P p1 -1) to (P p1 -8) can be further a group represented by the general formula (P p11 -1) to (P p11 -8).

[0241]

Chemical formula

[0242] (In the formula, R p111 , R p112 , R p113 , and W p111 are each of the general formula Rp11 , R p12 , R p13 , and W p11 represents the same meaning as, and t p117 represents 0, 1, or 2.)

[0243] In the general formula (P), Z p1 and Z p2 are each independently a single bond, -OCH2-, -CH2O-, -CO-, -C2H4-, -COO-, -OCO-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -C2H4COO-, -CH=CH-, -CF2-, -CF2O-, -(CH2)2-COO-, -(CH2)2-OCO-, -OCO-(CH2)2-, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH2)2-, -OCF2-, or -C≡C-. Among them, Z p1 and Z p2 are each independently more preferably a single bond, -OCH2-, -CH2O-, -C2H4-, -COO-, -OCO-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -C2H4COO-, -CH=CH-, -(CH2)2-COO-, -(CH2)2-OCO-, -OCO-(CH2)2-, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH2)2-, or -C≡C-.

[0244] Incidentally, only one of Z p1 and Z p2 present in the molecule is -OCH2-, -CH2O-, -C2H4-, -COO-, -OCO-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -C2H4COO-, -CH=CH-, -(CH2)2-COO-, -(CH2)2-OCO-, -OCO-(CH2)2-, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH2)2-, or -C≡C-, and the others are all preferably single bonds. Only one of Z p1 and Z p2It is more preferable that only one of the Z groups in the molecule is -OCH2-, -CH2O-, -C2H4-, -COO- or -OCO-, and the others are all single bonds. p1 and Z p2 It is more preferable that all of are single bonds.

[0245] In addition, Z present in the molecule p1 and Z p2 is a linking group selected from the group consisting of -CH=CH-COO-, -COO-CH=CH-, -(CH)-COO-, -(CH)-OCO-, -O-CO-(CH)-, and -COO-(CH)-, and the others are all single bonds.

[0246] In general formula (P), Sp p1 and Sp p2 each independently represents a spacer group. The spacer group preferably represents a single bond or a linear or branched alkylene group having 1 to 30 carbon atoms, and one or two or more non-adjacent -CH2- in the alkylene group may be substituted with -O-, -CO-, -COO-, -OCO-, -CH=CH- or -C≡C- as long as the oxygen atoms are not directly linked to each other, and one or two or more hydrogen atoms in the alkylene group may be substituted with a fluorine atom. Among these, Sp p1 and Sp p2 are preferably each independently a linear alkylene group having 1 to 10 carbon atoms or a single bond.

[0247] In general formula (P), A p1 , A p2 and A p3 are each independently the group (a p ), group (b p ) and group (c p ) represents a group selected from the group consisting of A p1 , A p2 and A p3 are each independently a group (a p ) or group (b pIt is more preferable to represent [[ID=]], preferably represents a 1,4-phenylene group or a 1,4-cyclohexylene group, and more preferably represents a 1,4-phenylene group. m p1 is 0 and A p1 is the group (c p ) represented by, A p3 preferably represents a single bond.

[0248] Also, one or more hydrogen atoms present in the group (a p ), the group (b p ) and the group (c p ) are fluorine atoms, alkyl groups having 1 to 18 carbon atoms, alkoxy groups having 1 to 18 carbon atoms, alkenyl groups having 2 to 18 carbon atoms, cyano groups or -Sp p2 -P p2 is preferably substituted with, and among them, fluorine atoms, alkyl groups having 1 to 8 carbon atoms, alkoxy groups having 1 to 8 carbon atoms, or -Sp p2 -P p2 is preferably substituted with. A p1 , A p2 and A p3 each represent a 1,4-phenylene group, A p1 , A p2 and A p3 are each preferably substituted with one fluorine atom, one methyl group or one methoxy group independently. This is because the compatibility with the liquid crystal molecule (liquid crystal compound) can be improved.

[0249] In the general formula (P), m p1 is preferably 0, 1 or 2, and preferably 0 or 1.

[0250] One of the preferred embodiments of the polymerizable compound represented by the general formula (P) is a compound represented by the following general formula (RM).

[0251]

Chemical formula

[0252] (In the formula, R101 and R 102 and R 103 and R 104 and R 105 and R 106 and R 107 and R 108 are each independently P 13 -S 13 -, an alkyl group having 1 to 18 carbon atoms which may be substituted with a fluorine atom, an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom, a fluorine atom or a hydrogen atom, P 11 and P 12 and P 13 each independently represent a polymerizable group, S 11 and S 12 and S 13 each independently represent a single bond or an alkylene group having 1 to 15 carbon atoms, and one or two or more non-adjacent -CH2- in the alkylene group may be substituted with -O-, -OCO- or -COO- so that an oxygen atom is not directly bonded, P 13 and S 13 When there are a plurality of P 13 and a plurality of S 13 may be the same or different from each other.)

[0253] In the above general formula (RM), R 101 and R 102 and R 103 and R 104 and R 105 and R 106 and R 107 and R 108 are each independently P 13 -S 13- An alkyl group having 1 to 18 carbon atoms which may be substituted with a fluorine atom, an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom, a fluorine atom or a hydrogen atom, provided that when it is an alkyl group or an alkoxy group, the preferred number of carbon atoms is 1 to 16, more preferably 1 to 10, still more preferably 1 to 8, even more preferably 1 to 6, and even more preferably 1 to 3. Further, the alkyl group and the alkoxy group may be linear or branched, but a linear chain is particularly preferred.

[0254] In the general formula (RM) above, R 101 , R 102 , R 103 , R 104 , R 105 , R 106 , R 107 and R 108 each independently represents P 13 -S 13 -, an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, a fluorine atom or a hydrogen atom, and it is preferred that P 13 -S 13 -, an alkoxy group having 1 to 3 carbon atoms, a fluorine atom or a hydrogen atom is even more preferred. The alkoxy group preferably has 1 to 3 carbon atoms, more preferably 1 to 2 carbon atoms, and particularly preferably 1, that is, a methoxy group.

[0255] In the general formula (RM) above, P 11 , P 12 and P 13 may all be the same polymerizable group or different polymerizable groups. P 11 , P 12 and P 13 each independently represents the formulas (Re-1) to (Re-9):

[0256]

Chemical formula

[0257] (wherein R 11 R 12 R 13 R 14 and R 15 each independently represents an alkyl group having 1 to 5 carbon atoms, a fluorine atom, or a hydrogen atom, m r5 m r7 n r5 and n r7 each independently represents 0, 1, or 2, provided that when m r5 m r7 n r5 and / or n r7 represents 0, it represents a single bond.) It is preferably a polymerizable group represented by

[0258] Among them, P 11 P 12 and P 13 are each independently preferably a group represented by formula (Re-1), formula (Re-2), formula (Re-3), formula (Re-4), formula (Re-5) or formula (Re-7), more preferably a group represented by formula (Re-1), formula (Re-2), formula (Re-3) or formula (Re-4), still more preferably a group represented by formula (Re-1), and particularly preferably an acrylic group or a methacrylic group. Also, at least one of P 11 and P 12 is preferably formula (Re-1), more preferably an acrylic group or a methacrylic group, still more preferably a methacrylic group, and particularly preferably P 11 and P 12 are methacrylic groups.

[0259] In the above general formula (RM), S 11 S 12 and S 13 are each independently preferably a single bond or an alkylene group having 1 to 5 carbon atoms, and particularly preferably a single bond. When the driving method of the liquid crystal display element of the present invention is the PSA method or the PSVA method, in the above general formula (RM), S 11 S 12 and S13 It is preferably a single bond independently. In the manufacturing process of the liquid crystal display element of the present invention, the residual amount of the second polymerizable compound after active energy ray irradiation is sufficiently small, so that display defects (such as image sticking, etc.) due to changes in the pretilt angle do not occur, or are extremely reduced. Further, when the driving method of the liquid crystal display element of the present invention is the NPS type, in the above general formula (RM), S 11 , S 12 and S 13 are preferably those having 1 to 3 carbon atoms.

[0260] One of the preferred embodiments of the polymerizable compound represented by the general formula (P) is a compound represented by the following general formula (i).

[0261]

Chemical formula

[0262] (In the general formula (i), P i1 and P i2 each independently represent a polymerizable group. S i1 and S i2 each independently represent a spacer group. Z i1 and Z i2 each independently represent a single bond, -O-, -S-, -CH2-, -OCH2-, -CH2O-, -CO-, -C2H4-, -COO-, -OCO-, -OCOOCH2-, -CH2OCOO-, -OCH2CH2O-, -CO-NR ZP1 -, -NR ZP1 -CO-, -SCH2-, -CH2S-, -CH=CR ZP1 -COO-, -CH=CR ZP1 -OCO-, -COO-CR ZP1 =CH-, -OCO-CR ZP1 =CH-, -COO-CR ZP1 =CH-COO-, -COO-CR ZP1 =CH-OCO-, -OCO-CR ZP1 =CH-COO-, -OCO-CR ZP1=CH-OCO-, -(CH2)2-COO-, -(CH2)2-OCO-, -OCO-(CH2)2-, -(C=O)-O-(CH2)2-, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -CF2-, -CF2O-, -OCF2-, -CF2CH2-, -CH2CF2-, -CF2CF2- or -C≡C- (wherein R ZP1 each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, provided that when there are a plurality of R ZP1 in the molecule, they may be the same or different.). A i1 A i2 A i3 and A i4 each independently represents (a p ) 1,4-cyclohexylene group (one or more -CH2- present in the group may be substituted with -O- as long as oxygen atoms are not adjacent to each other). (b p ) 1,4-phenylene group (one or more -CH= present in the group may be substituted with -N=). and (c p ) naphthalene-2,6-diyl group, naphthalene-1,4-diyl group, naphthalene-1,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group, phenanthrene-2,7-diyl group or anthracene-2,6-diyl group (one or more -CH= present in the group may be substituted with -N=). represents a group selected from the group consisting of, and one or more hydrogen atoms present in the group (a p ), the group (b p ) and the group (c p ) are each independently an alkyl group having 1 to 18 carbon atoms which may be substituted with a cyano group or a fluorine atom, or -Sp p2 -P p2may be replaced, and one or two or more non-adjacent -CH2- in the alkyl group may each be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- so that an oxygen atom is not directly adjacent. R i1 represents an alkyl group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom, n i1 and n i2 each independently represents 0, 1, 2 or 3, provided that n i1 +n i2 represents 0, 1, 2 or 3. When there are a plurality of A i1 , A i4 , Z i1 and Z i2 respectively in the molecule, they may be the same or different. )

[0263] A i1 and A i4 are each independently preferably a 1,4-phenylene group, a 1,4-cyclohexylene group, a pyridine-2,5-diyl group, a pyrimidine-2,5-diyl group, or a naphthalene-2,6-diyl group, and preferably a 1,4-cyclohexylene group, a 1,4-phenylene group, a naphthalene-2,6-diyl group. One or more hydrogen atoms in these groups may be replaced by a fluorine atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or -Sp p2 -P p2 and are preferably replaced by a fluorine atom, a methyl group or a methoxy group. This is because the compatibility with a liquid crystal molecule (liquid crystal compound) can be improved.

[0264] A i2 is preferably a 1,4-phenylene group. One or more hydrogen atoms in the 1,4-phenylene group may be replaced by a fluorine atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or -Sp p2 -P p2It may be replaced by, and is preferably substituted with a fluorine atom, a methyl group or a methoxy group. This is because the compatibility with liquid crystal molecules (liquid crystal compounds) can be improved.

[0265] A i3 preferably represents a 1,4 - cyclohexylene group, a 1,4 - phenylene group, a naphthalene - 1,4 - diyl group, a naphthalene - 1,5 - diyl group, or a naphthalene - 2,6 - diyl group, and more preferably represents a 1,4 - phenylene group. One or more hydrogen atoms in the 1,4 - phenylene group may be replaced by a fluorine atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or - Sp p2 -P p2 It may be replaced by, and is preferably substituted with a fluorine atom, a methyl group or a methoxy group. This is because the compatibility with liquid crystal molecules (liquid crystal compounds) can be improved.

[0266] P i1 and P i2 each independently preferably represents any one of the above general formulas (P p1 -1) to (P p1 -8), more preferably represents any one of the general formulas (P p1 -1) to (P p1 -3), and even more preferably represents the general formula (P p1 -1).

[0267] S i1 and S i2 each independently preferably represents a single bond or a linear or branched alkylene group having 1 to 30 carbon atoms. One or two or more non - adjacent - CH2 - in the alkylene group may be substituted with - O -, - CO -, - COO -, - OCO -, - CH = CH - or - C≡C - as long as oxygen atoms are not directly connected to each other, and one or two or more hydrogen atoms in the alkylene group may be substituted with a fluorine atom. Among them, S i1 and S i2 each independently is preferably a linear alkylene group having 1 to 10 carbon atoms or a single bond.

[0268] Z i1 and Z i2 is, independently from each other, preferably -O-, -OCH2-, -CH2O-, -COO-, -OCO-, -C2H4-, -C≡C- or a single bond from the viewpoint of liquid crystal alignment property, and more preferably -OCH2-, -CH2O-, -COO-, -OCO- or a single bond.

[0269] R i1 is preferably a methyl group, an ethyl group, a fluorine atom or a hydrogen atom, and more preferably a hydrogen atom.

[0270] n i1 and n i2 are both 0, the combination where n i1 is 1 and n i2 is 0, the combination where n i1 is 2 and n i2 is 0, the combination where n i1 is 1 and n i2 is 1, the combination where n i1 is 0 and n i2 is 2 are preferred.

[0271] Preferable examples of the polymerizable compound represented by the general formula (P) include polymerizable compounds represented by the following formulas (P-1-1) to (P-1-48).

[0272]

Chemical formula

[0273]

Chemical formula

[0274]

Chemical formula

[0275]

Chemical formula

[0276]

Chem.

[0277] (wherein P p11 , P p12 , Sp p11 and Sp p12 represent the same meanings as P p1 , P p2 , Sp p1 and Sp p2 in general formula (P).)

[0278] Preferable examples of the polymerizable compound represented by general formula (P) also include polymerizable compounds represented by the following formulas (P-2-1) to (P-2-18).

[0279]

Chem.

[0280]

Chem.

[0281]

Chem.

[0282] (wherein P p21 , P p22 , Sp p21 and Sp p22 represent the same meanings as P p1 , P p2 , Sp p1 and Sp p2 in general formula (P).)

[0283] Preferable examples of the polymerizable compound represented by general formula (P) also include polymerizable compounds represented by the following formulas (P-3-1) to (P-3-15).

[0284] [Chemical formula]

[0285] [Chemical formula]

[0286] (In the formula, P p31 , P p32 , Sp p31 and Sp p32 represent the same meaning as P p1 , P p2 , Sp p1 and Sp p2 in general formula (P).)

[0287] Preferred examples of the polymerizable compound represented by general formula (P) also include polymerizable compounds represented by the following formulas (P-4-1) to (P-4-19).

[0288] [Chemical formula]

[0289] [Chemical formula]

[0290] [Chemical formula]

[0291] [Chemical formula]

[0292] (In the formula, P p41 , P p42 , Sp p41 and Sp p42 represent the same meaning as P p1 , P p2 , Sp p1 and Spp2 represents the same meaning.)

[0293] The liquid crystal composition of the present invention may contain one kind of the polymerizable compound represented by the general formula (P), or may contain two or more kinds. By containing two or more kinds of the compounds represented by the general formula (P) having different polymerization reaction rates in combination, it becomes possible to appropriately control the polymerization reaction rate, reduce the amount of residual monomers, and impart an appropriate pretilt angle. Further, the liquid crystal composition of the present invention can improve the balance between storage stability and polymerization reaction rate by containing two or more kinds of the compounds represented by the general formula (P).

[0294] Among them, the liquid crystal composition of the present invention preferably contains one or more compounds selected from the group consisting of the compound represented by the general formula (RM) and the compound represented by the general formula (i) as the polymerizable compound represented by the general formula (P).

[0295] The lower limit of the total content of the compound represented by the general formula (P) is preferably 0.01% by mass, preferably 0.02% by mass, preferably 0.03% by mass, preferably 0.04% by mass, preferably 0.05% by mass, preferably 0.06% by mass, preferably 0.07% by mass, preferably 0.08% by mass, preferably 0.09% by mass, preferably 0.1% by mass, preferably 0.12% by mass, preferably 0.15% by mass, preferably 0.17% by mass, preferably 0.2% by mass, preferably 0.22% by mass, preferably 0.25% by mass, preferably 0.27% by mass, preferably 0.3% by mass, preferably 0.32% by mass, preferably 0.35% by mass, preferably 0.37% by mass, preferably 0.4% by mass, preferably 0.42% by mass, preferably 0.45% by mass, preferably 0.5% by mass, preferably 0.55% by mass in the total amount of the liquid crystal composition of the present invention.

[0296] In addition, the upper limit of the total content of the compound represented by the general formula (P) is preferably 10% by mass, preferably 8% by mass, preferably 5% by mass, preferably 4.5% by mass, preferably 4% by mass, preferably 3.5% by mass, preferably 3% by mass, preferably 2.5% by mass, preferably 2% by mass, preferably 1.5% by mass, preferably 1.3% by mass, preferably 1% by mass, preferably 0.95% by mass, preferably 0.9% by mass, preferably 0.85% by mass, preferably 0.8% by mass, preferably 0.75% by mass, preferably 0.7% by mass, preferably 0.65% by mass, preferably 0.6% by mass, preferably 0.55% by mass, preferably 0.5% by mass, preferably 0.45% by mass, preferably 0.4% by mass in the total amount of the liquid crystal composition of the present invention.

[0297] The preferable range of the content of the compound represented by the general formula (P) can be set by combining the above-described upper limit value and lower limit value in consideration of the effect of adding the polymerizable compound, the alignment regulating power of the liquid crystal composition, the amount of residual monomer when the polymerizable compound is reacted, the reaction time, the influence on the reliability of the liquid crystal, etc. Among them, in the total amount of the liquid crystal composition of the present invention, 0.05% by mass to 10% by mass, 0.1% by mass to 8% by mass, 0.1% by mass to 5% by mass, 0.1% by mass to 3% by mass, 0.2% by mass to 2% by mass, 0.2% by mass to 1.3% by mass, 0.2% by mass to 1% by mass, 0.2% by mass to 0.55% by mass are preferable.

[0298] (6) Other compounds In addition to the above-described compounds, the liquid crystal composition of the present invention may contain ordinary nematic liquid crystals, smectic liquid crystals, cholesteric liquid crystals, antioxidants, ultraviolet absorbers, light stabilizers, infrared absorbers, or the like.

[0299] Among them, the liquid crystal composition of the present invention preferably contains one or more additives selected from the group consisting of antioxidants and light stabilizers. In addition to the deterioration suppressing effect by the combination of the compound represented by the general formula (I) and the compound represented by the general formula (II) described above, the deterioration suppressing effect of the liquid crystal composition by the antioxidant and the light stabilizer is exhibited, so that the reliability of the alkenyl compound-containing liquid crystal composition and the device using the same can be further improved.

[0300] More specifically as the antioxidant or the light stabilizer, compounds represented by the following formulas (III-1) to (III-41) are preferable.

[0301]

Chemical formula

[0302]

Chemical formula

[0303]

Chemical formula

[0304]

Chemical formula

[0305]

Chemical formula

[0306]

Chemical formula

[0307]

Chemical formula

[0308]

Chemical formula

[0309]

Chemical formula

[0310] (In the formula, n represents an integer from 0 to 20.)

[0311] The content of the antioxidant and the light stabilizer is preferably from 0.001% by mass to 1% by mass, more preferably from 0.001% by mass to 0.1% by mass, and particularly preferably from 0.001% by mass to 0.05% by mass in the total amount of the liquid crystal composition of the present invention.

[0312] (7) Others In the liquid crystal composition of the present invention, the upper limit of the total content of the compound represented by the general formula (I), the compound represented by the general formula (II), the compounds represented by the general formulas (N-01) to (N-05), and the compounds represented by the general formulas (NU-01) to (NU-06) is preferably 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, 85% by mass, 84% by mass in the total amount of the liquid crystal composition of the present invention. Also, the lower limit of the total content of these is preferably 78% by mass, 80% by mass, 81% by mass, 83% by mass, 85% by mass, 86% by mass, 87% by mass, 88% by mass, 89% by mass, 90% by mass, 91% by mass, 92% by mass, 93% by mass, 94% by mass, 95% by mass, 96% by mass, 97% by mass, 98% by mass, 99% by mass, 100% by mass in the total amount of the liquid crystal composition of the present invention.

[0313] The upper limit of the total content of the compound represented by the general formula (I), the compound represented by the general formula (II), the compounds represented by the general formulas (N-01) to (N-05), and the compounds represented by the general formulas (NU-01) to (NU-06) in the liquid crystal composition of the present invention is preferably 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, 85% by mass, 84% by mass in the total amount of the liquid crystal composition of the present invention. Further, the lower limit of the total content of these is preferably 78% by mass, 80% by mass, 81% by mass, 83% by mass, 85% by mass, 86% by mass, 87% by mass, 88% by mass, 89% by mass, 90% by mass, 91% by mass, 92% by mass, 93% by mass, 94% by mass, 95% by mass, 96% by mass, 97% by mass, 98% by mass, 99% by mass, 100% by mass in the total amount of the liquid crystal composition of the present invention.

[0314] The upper limit of the total content of the compounds represented by the general formulas (I-1) and (I-2), the compounds represented by the general formulas (II-NU-01) to (II-NU-06), the compounds represented by the general formulas (N-01) to (N-05), and the compounds represented by the general formulas (NU-01) to (NU-06) in the liquid crystal composition of the present invention is preferably 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, 85% by mass, 84% by mass in the total amount of the liquid crystal composition of the present invention. Further, the lower limit of the total content of these is preferably 78% by mass, 80% by mass, 81% by mass, 83% by mass, 85% by mass, 86% by mass, 87% by mass, 88% by mass, 89% by mass, 90% by mass, 91% by mass, 92% by mass, 93% by mass, 94% by mass, 95% by mass, 96% by mass, 97% by mass, 98% by mass, 99% by mass, 100% by mass in the total amount of the liquid crystal composition of the present invention.

[0315] In the liquid crystal composition of the present invention, the upper limit of the total content of the compounds represented by general formulas (I-1) and (I-2), the compounds represented by general formulas (II-NU-01) to (II-NU-06), the compounds represented by general formulas (N-01) to (N-05), the compounds represented by general formulas (NU-01) to (NU-06), and the polymerizable compound represented by general formula (P) is preferably 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, 85% by mass, 84% by mass in the total amount of the liquid crystal composition of the present invention. Further, the lower limit of the total content of these is preferably 78% by mass, 80% by mass, 81% by mass, 83% by mass, 85% by mass, 86% by mass, 87% by mass, 88% by mass, 89% by mass, 90% by mass, 91% by mass, 92% by mass, 93% by mass, 94% by mass, 95% by mass, 96% by mass, 97% by mass, 98% by mass, 99% by mass, 100% by mass in the total amount of the liquid crystal composition of the present invention.

[0316] The liquid crystal composition of the present invention preferably contains one or more compounds selected from the group consisting of compounds represented by general formulas (I-1), (I-2), (I-3), (I-4), (I-5), and (I-6), one or more compounds selected from the group consisting of compounds represented by general formulas (II-NU-01), (II-NU-02), (II-NU-03), (II-NU-04), (II-NU-05), and (II-NU-06), one or more compounds selected from the group consisting of compounds represented by general formulas (II-N-01), (II-N-02), (II-N-03), (II-N-04), and (II-N-05), one or more compounds selected from the group consisting of compounds represented by general formulas (N-01), (N-02), (N-03), (N-04), and (N-05), and one or more compounds selected from the group consisting of compounds represented by general formulas (NU-01), (NU-02), (NU-03), (NU-04), (NU-05), and (NU-06). In addition to these compounds, it is preferably further contains one or more polymerizable compounds represented by general formula (P), and preferably contains one or two or more polymerizable compounds represented by general formula (RM) and general formula (i).

[0317] Further, the liquid crystal composition of the present invention preferably contains at least one or more compounds selected from the group consisting of compounds represented by general formulas (I-1-1), (I-1-2), (I-1-), (I-1-4), (I-2-1), (I-2-2), (I-2-2), and (I-2-4), one or more compounds selected from the group consisting of compounds represented by general formulas (II-NU-01A), (II-NU-02A), (II-NU-03A), (II-NU-04A), and (II-NU-05A), and one or more compounds selected from the group consisting of compounds represented by general formulas (II-N-01), (II-N-02), (II-N-03), (II-N-04), and (II-N-05). In addition to these compounds, it is preferably further contains one or more polymerizable compounds represented by general formula (P), and preferably contains one or two or more polymerizable compounds represented by general formula (RM) and general formula (i).

[0318] The liquid crystal composition of the present invention preferably contains one or more compounds selected from the group consisting of compounds represented by general formulas (I-1-1), (I-1-2), (I-1-), (I-1-4), (I-2-1), (I-2-2), (I-2-2) and (I-2-4), and one or more compounds selected from the group consisting of compounds represented by general formula (II-NU-011). In addition to these compounds, it is preferable to further contain one or more polymerizable compounds represented by general formula (P), and it is preferable to contain one or two or more polymerizable compounds represented by general formula (RM) and general formula (i).

[0319] The liquid crystal composition of the present invention preferably contains one or more compounds selected from the group consisting of compounds represented by general formulas (I-1-1), (I-1-2), (I-1-) and (I-1-4), and one or more compounds selected from the group consisting of compounds represented by general formula (II-NU-011). As the compound represented by general formula (II-NU-011), it is preferable to contain a compound represented by formula (II-NU-01A 12 ). In addition to these compounds, it is preferable to further contain one or more polymerizable compounds represented by general formula (P), and it is preferable to contain one or two or more polymerizable compounds represented by general formula (RM) and general formula (i).

[0320] The liquid crystal composition of the present invention preferably contains one or more compounds selected from the group consisting of compounds represented by general formulas (I-2-1), (I-2-2), (I-2-2) and (I-2-4), and one or more compounds selected from the group consisting of compounds represented by general formula (II-NU-011). As the compound represented by general formula (II-NU-011), it is preferable to contain a compound represented by formula (II-NU-01A 12 ). In addition to these compounds, it is preferable to further contain one or more polymerizable compounds represented by general formula (P), and it is preferable to contain one or two or more polymerizable compounds represented by general formula (RM) and general formula (i).

[0321] The nematic phase-isotropic liquid phase transition temperature (T ni ) of the liquid crystal composition of the present invention is preferably from 70°C to 120°C, more preferably from 80°C to 120°C, and particularly preferably from 90°C to 110°C. In the present invention, T ni is expressed as being high when it is 80°C or higher.

[0322] The liquid crystal composition of the present invention preferably has a refractive index anisotropy (Δn) at 20°C of from 0.08 to 0.14, more preferably from 0.09 to 0.13, and particularly preferably from 0.09 to 0.12. More specifically, when corresponding to a thin cell gap, it is preferably from 0.10 to 0.13, and when corresponding to a thick cell gap, it is preferably from 0.08 to 0.10. In the present invention, Δn is considered large when it is 0.09 or more.

[0323] The liquid crystal composition of the present invention has a rotational viscosity (γ1) at 20°C of 50 to 160 mPa·s, preferably 55 to 160 mPa·s, preferably 60 to 160 mPa·s, preferably 70 to 150 mPa·s, preferably 75 to 140 mPa·s, preferably 80 to 130 mPa·s, preferably 80 to 120 mPa·s.

[0324] The liquid crystal composition of the present invention has a negative dielectric anisotropy, and the absolute value thereof is preferably 2 or more. More specifically, the liquid crystal composition of the present invention has a dielectric anisotropy (Δε) at 20°C of from -2.0 to -8.0, preferably from -2.0 to -6.0, more preferably from -2.0 to -5.0, more preferably from -2.5 to -4.0, and particularly preferably from -2.5 to -3.5.

[0325] II. Liquid crystal display element The liquid crystal display element of the present invention is an element using the liquid crystal composition described in the section of "I. Liquid Crystal Composition" above. The liquid crystal display element of the present invention can have high-speed response characteristics and high reliability because the liquid crystal composition constituting the liquid crystal layer contains a compound represented by the general formula (I) and a compound represented by the general formula (II). Further, the liquid crystal display element of the present invention can exhibit excellent display quality by having these characteristics.

[0326] The liquid crystal display element of the present invention is preferably driven by an active matrix. Further, the driving method of the liquid crystal display element of the present invention can be a PSA method, a PSVA method, a VA method, an IPS method, an FFS method, a PS-IPS method, a PS-FFS method, an NPS method, or an ECB method. The liquid crystal display element of the present invention is preferably a PSA method or a PSVA method. Further, the liquid crystal display element of the present invention is preferably an IPS method or an FFS method.

[0327] FIG. 1 is a schematic diagram showing an example of the liquid crystal display element of the present invention. The structure of the liquid crystal display element of the present invention is not limited to this example. Further, in FIG. 1, for convenience of explanation, each component is shown separated from each other. The liquid crystal display element 1 shown in FIG. 1 includes a first substrate 2 and a second substrate 3 arranged opposite to each other, and a liquid crystal layer 4 provided between the first substrate 2 and the second substrate 3. As illustrated in FIG. 1, a pixel electrode layer 5 is formed on the surface of the first substrate 2 on the side of the liquid crystal layer 4. A common electrode layer 6 is formed on the second substrate 3 on the side of the liquid crystal layer 4. The first substrate 2 and the second substrate 3 may be sandwiched between a pair of polarizing plates 7 and 8. A color filter 9 may be further provided on the side of the liquid crystal layer 4 of the second substrate 3.

[0328] The liquid crystal layer 4 contains the liquid crystal composition described in the section of "I. Liquid Crystal Composition" above. In the case of a liquid crystal display element manufactured using a liquid crystal composition containing a polymerizable compound, in the manufacturing process, the polymer of the polymerizable compound generated by ultraviolet irradiation is unevenly distributed at the interfaces on the side of the first substrate 2 and the second substrate in the liquid crystal layer 4. That is, in the above case, a polymer of the polymerizable compound is formed at the interfaces between the liquid crystal layer 4 and the first substrate 2 and the second substrate.

[0329] Although not shown, the liquid crystal display element of the present invention may include a first substrate and a second substrate facing each other, and a liquid crystal layer containing the liquid crystal composition disposed between the first substrate and the second substrate. The first substrate may have a first alignment film on the surface facing the liquid crystal layer, and the second substrate may have a second alignment film on the surface facing the liquid crystal layer. That is, the liquid crystal display element of the present invention may have a configuration in which a first polarizing plate, a first substrate, a first alignment film, a pixel electrode layer, a liquid crystal layer, a common electrode layer, a color filter, a second alignment film, a second substrate, and a second polarizing plate are laminated in this order. The alignment film has the function of aligning liquid crystal molecules. The alignment film may be a polyimide alignment film or other film commonly used in liquid crystal display elements.

[0330] The liquid crystal display element of the present invention can be manufactured by known methods. For example, a PSA-type liquid crystal display element can be manufactured by the following procedure. First, the surface of the first substrate on which the alignment film is arranged and the surface of the second substrate on which the alignment film is arranged are aligned and bonded together via spacer protrusions and a sealant to achieve the desired cell gap, thereby producing an empty cell. Next, a liquid crystal composition is sandwiched between the first and second substrates of the empty cell, and the sealant is cured to seal the liquid crystal composition between the first and second substrates. Thereafter, the polymerizable compound contained in the liquid crystal composition is polymerized by irradiating it with active energy rays such as ultraviolet light or electron beams. This allows the desired liquid crystal display element to be obtained.

[0331] The present invention is not limited to the above-described embodiments. The above-described embodiments are merely examples, and anything that has substantially the same configuration as the technical idea described in the claims of the present invention and exhibits similar effects is included within the technical scope of the present invention. [Example]

[0332] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples.

[0333] In the following Examples and Comparative Examples, in order to distinguish the liquid crystal composition before and after adding the polymerizable compound, the liquid crystal composition before adding the polymerizable compound is simply referred to as "liquid crystal composition", and the liquid crystal composition after adding the polymerizable compound is distinguished and referred to as "polymerizable liquid crystal composition".

[0334] The following abbreviations are used for the description of the compounds in the Examples and Comparative Examples. Note that n represents a natural number.

[0335] (Side chain) -n -C n H 2n+1 Straight-chain alkyl group having n carbon atoms n- C n H 2n+1 - Straight-chain alkyl group having n carbon atoms -On -OC n H 2n+1 Straight-chain alkoxyl group having n carbon atoms nO- C n H 2n+1 O- Straight-chain alkoxyl group having n carbon atoms -V -CH=CH2 V- CH2=CH- -V1 -CH=CH-CH3 1V- CH3-CH=CH- -2V -CH2-CH2-CH=CH2 V2- CH2=CH-CH2-CH2- -2V1 -CH2-CH2-CH=CH-CH3 1V2- CH3-CH=CH-CH2-CH2- (Linking group) -n- -C n H2 n - -nO- -C n H 2n -O- -On- -O-C n H 2n - -COO- -C(=O)-O- -OCO- -O-C(=O)- -CF2O- -CF2-O- -OCF2- -O-CF2- (Ring structure); the figure below

[0336] [Chemical formula]

[0337] The properties measured in the following examples and comparative examples are as follows.

[0338] (1) Response speed Under the measurement conditions of 20°C, the time (msec) taken for the luminance change was measured when the voltage was cut off from the state where a voltage was applied to the liquid crystal display element (liquid crystal cell) at V90. V90 is the applied voltage required when the transmittance becomes 90 when the maximum transmittance of the corresponding liquid crystal cell is set to 100. The transmittance is defined as 100 when the polarizing plates are respectively arranged above and below the liquid crystal cell so that the deflection axes are perpendicular in the plan view of the liquid crystal cell, the liquid crystal cell is sandwiched between two deflection plates, a voltage is applied, and the luminance is maximized, and the luminance measured when the cell is arranged without applying a voltage is defined as 0. The time from when the voltage is cut off until the liquid crystal cell no longer transmits light (until the luminance becomes 0 after the voltage is cut off) is defined as the response time. Those with a response time slower than 5.5 ms were marked with ×, and those with a faster response time were marked with 〇.

[0339] (2) Voltage holding ratio (VHR) The voltage holding ratio (VHR) was measured under the frame conditions of 1 V and 0.6 Hz in a constant temperature bath at 60°C. VHR (initial) represents the value of VHR after the liquid crystal cell was sealed, and VHR (after UV) represents the value of VHR after the liquid crystal cell was exposed at 40°C for 100 hours with a white pseudo-backlight light source of 10,000 candela. ΔVHR is the difference between VHR (initial) and VHR (after UV), and the smaller this value, the more reliable the composition.

[0340] [1] Liquid crystal composition The liquid crystal compositions LC1 to LC16 described in Tables 1 to 4 were prepared.

[0341]

Table 1

[0342] [Table 2]

[0343] [Table 3]

[0344] [Table 4]

[0345] [2] Coincidence compound The following polymerizable compounds were prepared.

[0346] [Chemical formula]

[0347] [3] Examples 1 to 3, Comparative Example 1 Liquid crystal compositions LC1, LC3, LC5, and LC7 were respectively vacuum-injected into an empty cell with a gap of 3.5 μm having a vertical alignment film on the transparent electrode layers of two opposing substrates. After applying an adhesive to the injection port, ultraviolet light with a wavelength of 380 nm was irradiated for 10 seconds to seal and obtain a liquid crystal display element (liquid crystal cell). The VHR (initial), VHR (after UV), ΔVHR, and response speed of the obtained liquid crystal cell were measured. The results are shown in Table 5.

[0348] [Table 5]

[0349] The liquid crystal compositions of Examples 1 to 3 and Comparative Example 1 all contained an alkenyl compound represented by the general formula (II), and the liquid crystal cells using the liquid crystal compositions of Examples 1 to 3 and Comparative Example 1 all had a response speed of zero. On the other hand, from the comparison with Examples 1 to 3 and Comparative Example 1, the liquid crystal cells using the liquid crystal compositions of Examples 1 to 3 containing a compound in which the group bonded to the 2,3-difluoro-1,4-phenylene skeleton in Substructure A is an alkyl group or an alkenyl group had a larger value of VHR (after UV) and a smaller value of ΔVHR compared to the liquid crystal cells using the liquid crystal composition of Comparative Example 1 containing a compound in which the group bonded to the 2,3-difluoro-1,4-phenylene skeleton is an alkoxy group, suggesting that deterioration due to UV irradiation was suppressed.

[0350] [4] Examples 4 to 9, Comparative Examples 2 to 3 The liquid crystal compositions LC1 to LC8 and the polymerizable compound (P-1-2-1) were blended at the blending ratios shown in Tables 6 to 7, respectively, to prepare polymerizable liquid crystal compositions. The obtained polymerizable liquid crystal compositions were vacuum-injected into the empty cells used in Example 1, and after applying an adhesive to the injection ports, they were irradiated with ultraviolet rays of 380 nm for 10 seconds and sealed to obtain liquid crystal display elements (liquid crystal cells). The VHR (initial), VHR (after UV), ΔVHR, and response speed of the obtained liquid crystal cells were measured. The results are shown in Tables 6 to 7.

[0351] [Table 6]

[0352] [Table 7]

[0353] From the results of Examples 4 to 9 and Comparative Examples 2 to 3, it was suggested that the liquid crystal cells using the polymerizable liquid crystal compositions of Examples 4 to 9 containing a compound in which the group bonding to the 2,3-difluoro-1,4-phenylene skeleton in Substructure A is an alkyl group or an alkenyl group alone had larger VHR (after UV) values, smaller ΔVHR values, and suppression of deterioration due to UV irradiation compared to the liquid crystal cells using the polymerizable liquid crystal compositions of Comparative Examples 2 to 3 containing a compound in which the group bonding to the 2,3-difluoro-1,4-phenylene skeleton in Substructure A is an alkoxy group alone. Also, the liquid crystal cells using the polymerizable liquid crystal compositions of Examples 4 to 9 containing an alkenyl compound (e.g., 3-Cy-Cy-V) represented by General Formula (II) had a response speed of ○, while the liquid crystal cells using the polymerizable liquid crystal composition of Comparative Example 3 not containing an alkenyl compound had a response speed of ×. Therefore, it was suggested that the polymerizable liquid crystal compositions of Examples 4 to 9 can achieve high-speed responsiveness and also have high reliability against UV irradiation by containing the compound represented by General Formula (I) and the compound represented by General Formula (II).

[0354] [5] Examples 10 to 20, Comparative Examples 2 to 7 The liquid crystal compositions LC1 to LC11 and the polymerizable compounds (P-1-2-1), (P-1-2-1), (P-1-10-1), and (P-2-13-1) were blended at the blending ratios shown in Tables 8 to 10 respectively to prepare polymerizable liquid crystal compositions. The obtained polymerizable liquid crystal compositions were vacuum-injected into the empty cells used in Example 1, and after applying an adhesive to the injection ports, they were irradiated with ultraviolet rays of 380 nm for 10 seconds and sealed to obtain liquid crystal display elements (liquid crystal cells). The VHR (initial), VHR (after UV), ΔVHR, and response speed of the obtained liquid crystal cells were measured. The results are shown in Tables 8 to 10.

[0355] [Table 8]

[0356] [Table 9]

[0357]

Table 10

[0358] From the results of Examples 10 to 20 and Comparative Examples 4 to 7, it was shown that the effects according to the present invention are achieved even when the types of polymerizable compounds are different. Also, it was shown that the effects according to the present invention are achieved even when two or more types of polymerizable compounds are included.

[0359] When the liquid crystal composition contains alone a compound in which the group bonding to the 2,3-difluoro-1,4-phenylene skeleton in Sub-structure A is an alkoxy group (Comparative Example 2), the value of VHR (after UV) was small and the value of ΔVHR became large. On the other hand, when the liquid crystal composition contains both a compound in which the group bonding to the 2,3-difluoro-1,4-phenylene skeleton in Sub-structure A is an alkoxy group and a compound in which the group bonding to the 2,3-difluoro-1,4-phenylene skeleton in Sub-structure A is an alkyl group or an alkenyl group (Example 16), it was suggested that the decrease in the value of VHR (after UV) was suppressed and the value of ΔVHR became small.

[0360] [6] Examples 21 to 22, Comparative Example 8 The liquid crystal compositions LC12, LC13, and LC14 were each vacuum-injected into the empty cell used in Example 1. After applying an adhesive to the injection port, ultraviolet rays of 380 nm were irradiated for 10 seconds to seal and obtain a liquid crystal display element (liquid crystal cell). The VHR (initial), VHR (after UV), ΔVHR, and response speed of the obtained liquid crystal cell were measured. The results are shown in Table 11.

[0361]

Table 11

[0362] The liquid crystal compositions of Examples 21 to 22 and Comparative Example 8 all contain an alkenyl compound represented by the general formula (II), and the liquid crystal cells using the liquid crystal compositions of Examples 21 to 22 and Comparative Example 8 all had a response speed of zero. On the other hand, from the comparison with Examples 21 to 22 and Comparative Example 8, a compound in which the group bonded to the 2,3-difluoro-1,4-phenylene skeleton in Substructure A is an alkyl group or an alkenyl group (specifically, "3-Ph-Ph-1O-Ph5-2", "3-Ph-1O-Ph5-3") The liquid crystal cell using the liquid crystal composition of Examples 21 to 22 was compared with the liquid crystal cell using the liquid crystal composition of Comparative Example 8 containing a compound in which the group bonded to the 2,3-difluoro-1,4-phenylene skeleton in Substructure A is an alkoxy group (specifically, "3-Ph-Ph-1O-Ph5-O2", "3-Ph-1O-Ph5-O2"). It was suggested that the value of VHR (after UV) was large, the value of ΔVHR was small, and the deterioration due to UV irradiation was suppressed.

[0363] [7] Examples 23 to 31, Comparative Examples 9 to 14 The liquid crystal compositions LC12 to LC15 and the polymerizable compounds (P-1-2-1), (P-1-2-1), (P-1-10-1), and (P-2-13-1) were blended at the blending ratios shown in Tables 12 to 16, respectively, to prepare polymerizable liquid crystal compositions. The obtained polymerizable liquid crystal compositions were vacuum-injected into the empty cells used in Example 1, and after applying an adhesive to the injection port, they were irradiated with ultraviolet rays of 380 nm for 10 seconds and sealed to obtain liquid crystal display elements (liquid crystal cells). The VHR (initial), VHR (after UV), ΔVHR, and response speed of the obtained liquid crystal cells were measured. The results are shown in Tables 12 to 16.

[0364]

Table 12

[0365]

Table 13

[0366]

Table 14

[0367]

Table 15

[0368]

Table 16

[0369] From the results of Examples 23 to 31 and Comparative Examples 9 to 14, it was shown that the effects according to the present invention are achieved even when the types of polymerizable compounds are different. Also, it was shown that the effects according to the present invention are achieved even when two or more types of polymerizable compounds are included.

[0370] Example 29 contains the liquid crystal composition containing “3-Ph-1O-Ph5-O2” and “3-Ph-Ph-1O-Ph5-2” together, and Comparative Example 14 contains the liquid crystal composition containing “3-Ph-Ph-1O-Ph5-O2” and “3-Ph-1O-Ph5-O2”. Since Example 29 suppresses the decrease in the value of VHR (after UV) and has a smaller value of ΔVHR than Comparative Example 14, even when the compound in which the group bonded to the 2,3-difluoro-1,4-phenylene skeleton in Sub-structure A is an alkoxy group is included, by using it in combination with a compound in which the group bonded to the 2,3-difluoro-1,4-phenylene skeleton in Sub-structure A is an alkyl group or an alkenyl group, it was suggested that the value of ΔVHR becomes small and deterioration due to UV irradiation is suppressed.

[0371] [8] Liquid crystal composition Furthermore, liquid crystal compositions LC17 to LC22 described in Table 17 were prepared.

[0372]

Table 17

[0373] [9]Examples 32 to 34, Comparative Examples 15 to 17 The liquid crystal compositions LC17 to LC22, the polymerizable compounds (P-1-2-1) and (P-1-1-1) were blended at the blending ratios shown in Table 18, respectively, to prepare polymerizable liquid crystal compositions. The obtained polymerizable liquid crystal compositions were vacuum-injected into the empty cells used in Example 1, and after applying an adhesive to the injection ports, they were irradiated with ultraviolet rays of 380 nm for 10 seconds and sealed to obtain liquid crystal display elements (liquid crystal cells). The VHR (initial), VHR (after UV), ΔVHR, and response speed of the obtained liquid crystal cells were measured. The results are shown in Table 18.

[0374] [Table 18]

[0375] The liquid crystal compositions of Examples 32 to 34 and Comparative Examples 15 to 17 all contain an alkenyl compound represented by the general formula (II). The liquid crystal cells using the liquid crystal compositions of Examples 32 to 34 and Comparative Examples 15 to 17 all had a response speed of ○. On the other hand, compared with Examples 32 to 34 and Comparative Examples 15 to 17, the liquid crystal cells using the liquid crystal compositions of Examples 32 to 34 containing a compound in which the group bonded to the 2,3-difluoro-1,4-phenylene skeleton in Substructure A is an alkyl group or an alkenyl group had a larger value of VHR (after UV) and a smaller value of ΔVHR compared with the liquid crystal cells using the liquid crystal compositions of Comparative Examples 15 to 17 containing a compound in which the group bonded to the 2,3-difluoro-1,4-phenylene skeleton in Substructure A is an alkoxy group, suggesting that deterioration due to UV irradiation is suppressed.

Claims

1. General formula (I): 【Chemical Formula 1】 (wherein, R Ｉａ represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH ２ - is each independently -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- as long as oxygen atoms are not adjacent to each other. It may be substituted by R Ｉｂ represents an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 1 to 8 carbon atoms. A Ｉａ is (a) 1,4-cyclohexylene group (one -CH ２ - or two or more non-adjacent -CH ２ - may be replaced by -O- as long as oxygen atoms do not adjoin each other.) and (b) A 1,4-phenylene group (one or two or more non-adjacent —CH═ present in this group may be replaced by —N═). represents a group selected from the group consisting of, and the above group (a) and group (b) may each independently be substituted with a cyano group or a fluorine atom. n Ｉａ represents 1 or 2. n Ｉａ When n represents 2, the plurality of A's Ｉａ may be the same or different. ) one or more compounds represented by, and General formula (II): 【Chemical 2】 (In the formula, R ＩＩ１ represents an alkyl group having 1 to 10 carbon atoms, and one or two or more non-adjacent -CH ２ - may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- as long as oxygen atoms are not adjacent to each other. R ＩＩ２ represents a hydrogen atom, a halogen atom, a cyano group, or an alkyl group having 1 to 10 carbon atoms, and one or two or more non-adjacent -CH ２ -s may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -COO-, or -OCO- as long as oxygen atoms do not adjoin each other, and one or more hydrogen atoms in the alkyl group may be replaced by halogen atoms. However, R ＩＩ１ and R ＩＩ２ at least one of which represents an alkenyl group having 2 to 10 carbon atoms. A ＩＩ１ and A ＩＩ２ are each independently (a) 1,4-cyclohexylene group (one -CH ２ - or two or more non-adjacent -CH ２ - may be replaced by -O- as long as oxygen atoms do not adjoin each other.) and (b) A 1,4-phenylene group (one —CH═ or two or more non-adjacent —CH═ present in this group may be replaced by —N═). (c) A naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or a decahydronaphthalene-2,6-diyl group (one or two or more —CH═ present in the group may be replaced by —N═). represents a group selected from the group consisting of, and the above group (a), group (b) and group (c) may each independently be substituted with a cyano group or a halogen atom. Z ＩＩ１ represents a single bond, -CH ２ CH ２ -, -(CH ２ ) ４ -, -OCH ２ -, -CH ２ O-, -COO-, -OCO-, -OCF ２ -, -CF ２ O-, -CH=N-N=CH-, -CH=CH-, -CF=CF- or -C≡C-. m ＩＩ１ represents 1, 2, 3, or 4. m ＩＩ１ When m represents 2, 3 or 4, a plurality of A ＩＩ１ and Z ＩＩ１ may be the same or different from each other. However, the compound represented by general formula (I) is excluded.) one or more compounds represented by, and contains further contains one or more compounds represented by the following general formula (P), [Chemical Formula 3] (In general formula (P), R ｐ１ represents a hydrogen atom, a fluorine atom, a cyano group, an alkyl group having 1 to 15 carbon atoms, or -Sp ｐ２ -P ｐ２ ; one or two or more non-adjacent -CH ２ - in the alkyl group may be substituted with -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- so that an oxygen atom is not directly adjacent; one or two or more hydrogen atoms present in the alkyl group may each independently be substituted with a cyano group, a fluorine atom or a chlorine atom.) P ｐ１ and P ｐ２ each independently represents a polymerizable group. Sp ｐ１ and Sp ｐ２ each independently represents a spacer group. Z ｐ１ and Z ｐ２ each independently represents a single bond, -O-, -S-, -CH ２ -, -OCH ２ -, -CH ２ O-, -CO-, -C ２ H ４ -, -COO-, -OCO-, -OCOOCH ２ -, -CH ２ OCOO-, -OCH ２ CH ２ O-, -CO-NR ＺＰ１ -, -NR ＺＰ１ -CO-, -SCH ２ -, -CH ２ S-, -CH=CR ＺＰ１ -COO-, -CH=CR ＺＰ１ -OCO-, -COO-CR ＺＰ１ =CH-, -OCO-CR ＺＰ１ =CH-, -COO-CR ＺＰ１ =CH-COO-, -COO-CR ＺＰ１ =CH-OCO-, -OCO-CR ＺＰ１ =CH-COO-, -OCO-CR ＺＰ１ =CH-OCO-, -(CH ２ ) ２ -COO-, -(CH ２ ) ２ -OCO-, -OCO-(CH ２ ) ２ -, -(C=O)-O-(CH ２ ) ２ -, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -CF ２ -, -CF ２ O-, -OCF ２ -, -CF ２ CH ２ -, -CH ２ CF ２ -, -CF ２ CF ２ - or -C≡C- (wherein each R ＺＰ１ independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, provided that when there are a plurality of Rs ＺＰ１ in the molecule, they may be the same or different.) A ｐ１ 、 A ｐ２ and A ｐ３ are each independently (a ｐ ) 1,4-cyclohexylene group (one or more -CH ２ - in the group may be substituted with -O- as long as oxygen atoms do not adjoin each other.) (b ｐ ) A 1,4-phenylene group (one or more —CH═ present in the group may be substituted with —N═), and (c ｐ ) a naphthalene-2,6-diyl group, a naphthalene-1,4-diyl group, a naphthalene-1,5-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, a decahydronaphthalene-2,6-diyl group, a phenanthrene-2,7-diyl group or an anthracene-2,6-diyl group (one or more —CH═ present in the group may be substituted with —N═). represents a group selected from the group consisting of, and the one or more hydrogen atoms present in the group (a ｐ ), group (b ｐ ), and group (c ｐ ) may each independently be a C1-C18 alkyl group which may be substituted with a cyano group or a fluorine atom, or may be substituted with -Sp ｐ２ -P ｐ２ . One or two or more non-adjacent -CH ２ -s in the alkyl group may each independently be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- such that an oxygen atom is not directly adjacent. Also, when m ｐ１ is 0 and A ｐ１ is a group represented by a group (c ｐ ), A ｐ３ may be a single bond. m ｐ１ represents 0, 1, 2, or 3. Within the molecule, Z ｐ１ , A ｐ２ , Sp ｐ２ and / or P ｐ２ are present in plural, and they may be the same or different. The compound represented by the general formula (P) is a compound selected from the group consisting of the compounds represented by the following general formula (RM) and / or the following general formula (i), 【Chemical 4】 (In the general formula (RM), R １０１ , R １０２ , R １０３ , R １０４ , R １０５ , R １０６ , R １０７ and R １０８ each independently represents P １３ -S １３ -, an alkyl group having 1 to 18 carbon atoms which may be substituted by a fluorine atom, an alkoxy group having 1 to 18 carbon atoms which may be substituted by a fluorine atom, a fluorine atom or a hydrogen atom. P １１ , P １２ and P １３ each independently represents a polymerizable group, S １１ 、 S １２ and S １３ each independently represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or two or more non-adjacent -CH ２ - may be replaced by -O-, -OCO- or -COO- so that an oxygen atom is not directly bonded, P １３ and S １３ If there are a plurality of them, the plurality of P １３ and the plurality of S １３ may be the same or different from each other.) 【Chemical Formula 5】 (In general formula (i), P ｉ１ and P ｉ２ each independently represents a polymerizable group.) S ｉ１ and S ｉ２ each independently represents a spacer group. Z ｉ１ and Z ｉ２ each independently represents a single bond, -O-, -S-, -CH ２ -, -OCH ２ -, -CH ２ O-, -CO-, -C ２ H ４ -, -COO-, -OCO-, -OCOOCH ２ -, -CH ２ OCOO-, -OCH ２ CH ２ O-, -CO-NR ＺＰ１ -, -NR ＺＰ１ -CO-, -SCH ２ -, -CH ２ S-, -CH=CR ＺＰ１ -COO-, -CH=CR ＺＰ１ -OCO-, -COO-CR ＺＰ１ =CH-, -OCO-CR ＺＰ１ =CH-, -COO-CR ＺＰ１ =CH-COO-, -COO-CR ＺＰ１ =CH-OCO-, -OCO-CR ＺＰ１ [[ID=4,4]]=CH-COO-, -OCO-CR ＺＰ１ =CH-OCO-, -(CH ２ ) ２ [[ID=,50]]-COO-, -(CH ２ ) ２ -OCO-, -OCO-(CH ２ ) ２ -, -(C=O)-O-(CH ２ ) ２ -, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -CF ２ -, -CF ２ O-, -OCF ２ -, -CF ２ CH ２ -, -CH ２ CF ２ [[ID=,76]]-, -CF ２ CF ２ - or -C≡C- (wherein each R ＺＰ１ independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and when there are a plurality of Rs ＺＰ１ in the molecule, they may be the same or different.) It should be noted that there seem to be some incorrect line breaks and formatting in the original text which might cause some confusion in the translation. Also, there are some potential errors in the repeated line numbers in the translation above (e.g., "[[ID=4,4]]" which should probably be corrected). Please double-check the source text for accuracy. A ｉ１ 、 A ｉ２ 、 A ｉ３ and A ｉ４ are each independently (a ｐ ) 1,4-cyclohexylene group (one or more -CH ２ -s present in the group may be substituted with -O- as long as oxygen atoms are not adjacent to each other.) (b ｐ ) 1,4-phenylene group (one or more -CH= present in the group may be replaced by -N=), and (c ｐ ) a naphthalene-2,6-diyl group, a naphthalene-1,4-diyl group, a naphthalene-1,5-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, a decahydronaphthalene-2,6-diyl group, a phenanthrene-2,7-diyl group or an anthracene-2,6-diyl group (one or more —CH═ present in the group may be substituted with —N═). represents a group selected from the group consisting of, and the one or more hydrogen atoms present in the group (a ｐ ), group (b ｐ ), and group (c ｐ ) may each independently be a cyano group or a fluorine atom-substituted alkyl group having 1 to 18 carbon atoms, or -Sp ｐ２ -P ｐ２ and may be substituted with, and one or two or more non-adjacent -CH ２ in the alkyl group- may each independently be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- so that an oxygen atom is not directly adjacent. R ｉ１ represents an alkyl group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom, n ｉ１ and n ｉ２ each independently represents 0, 1, 2, or 3, provided that n ｉ１ + n ｉ２ represents 0, 1, 2, or 3. Within the molecule, A ｉ１ , A ｉ４ , Z ｉ１ and Z ｉ２ are each present in plurality, and they may be the same or different. ) The compound represented by the general formula (I) is a compound selected from the group consisting of the compounds represented by the following general formula (I-1-1), (I-1-2), and / or the following general formula (I-2-1), (I-2-2), 【Chemical Formula 6】 [Chemical Formula 7] The content of the compound represented by the general formula (I) is in the range of 7% by mass to 25% by mass in the total amount of the liquid crystal composition, As the compound represented by the general formula (II), it contains one or more compounds selected from the group consisting of the compounds represented by the following general formula (II-NU-01A １ ), 【Chemical 8】 (In the formula, Alkyl represents an alkyl group having 1 to 8 carbon atoms.) A liquid crystal composition further containing one or more compounds represented by the following general formula (N-1). 【Chemical Formula 9】 (wherein, R Ｎ１１ , R Ｎ１２ each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH ２ - may each independently be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- as long as oxygen atoms do not adjoin each other, A Ｎ１１ and A Ｎ１２ are each independent (a) 1,4-cyclohexylene group (one -CH ２ - or two or more non-adjacent -CH ２ - may be replaced by -O- as long as oxygen atoms do not adjoin each other.) (b) A 1,4-phenylene group (one or two or more —CH═ present in this group may be replaced by —N═) and (c) A naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or a decahydronaphthalene-2,6-diyl group (one or two or more —CH═ present in the group may be replaced by —N═). represents a group selected from the group consisting of, and the above group (a), group (b) and group (c) may each independently be substituted with a cyano group or a halogen atom, Z Ｎ１１ , Z Ｎ１２ each independently represents a single bond, -CH ２ CH ２ -, -(CH ２ ) ４ -, -OCH ２ (-), -CH ２ O-, -COO-, -OCO-, -OCF ２ (-), -CF ２ O-, -CH=N-N=CH-, -CH=CH-, -CF=CF- or -C≡C-; n Ｎ１１ wherein n and N12 each independently represent an integer of 0, 1, 2 or 3, n Ｎ１１ +n Ｎ１２ represents 1, 2 or 3, and A Ｎ１１ and A Ｎ１２ when there are a plurality of each, they may be the same or different, Z Ｎ１１ and Z Ｎ１２ If there are a plurality of each, they may be the same or different. However, the compounds represented by general formula (I) and general formula (II) are excluded in general formula (N-1).

2. As the compound represented by the general formula (II), the following general formulas (II-NU-01), (II-NU-02), (II-NU-03), (II-NU-04), (II-NU-05) and (II-NU-06): 【Chemical Formula 10】 (In the above formulas, R ＩＩＮＵ１１ and R ＩＩＮＵ１２ each independently represents an alkyl group having 1 to 10 carbon atoms, and one or two or more non-adjacent -CH ２ - may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- as long as oxygen atoms are not adjacent to each other, and one or two or more hydrogen atoms in the alkyl group may be replaced by halogen atoms.) However, in each formula, R ＩＩＮＵ１１ and R ＩＩＮＵ１２ at least one of which represents an alkenyl group having 2 to 10 carbon atoms.) The liquid crystal composition according to claim 1, containing one or more compounds selected from the group consisting of the compounds represented by the formula.

3. The liquid crystal composition according to claim 1 or claim 2, further containing one or more compounds represented by the following general formula (L). 【Chemical Formula 11】 (wherein, R Ｌ１ and R Ｌ２ each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH ２ - may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- as long as oxygen atoms do not adjoin each other, A Ｌ１ 、 A Ｌ２ and A Ｌ３ and A are each independently (a) 1,4-cyclohexylene group (one -CH ２ - or two or more non-adjacent -CH ２ - may be replaced by -O- as long as oxygen atoms do not adjoin each other.) (b) 1,4-phenylene group (one or more -CH= present in this group may be replaced by -N=.) and (c) naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (one or more -CH= present in the group may be replaced by -N=.) represents a group selected from the group consisting of, and the above groups (a), (b) and (c) may each independently be substituted with a cyano group or a halogen atom, Z Ｌ１ and Z Ｌ２ each independently represents a single bond, -CH ２ CH ２ -, -(CH ２ ) ４ -, -OCH ２ -, -CH ２ O-, -COO-, -OCO-, -OCF ２ -, -CF ２ O-, -CH=N-N=CH-, -CH=CH-, -CF=CF- or -C≡C-; n Ｌ１ represents 0, 1, 2, or 3, and n Ｌ１ is 2 or 3 and when there are a plurality of A Ｌ２ the plurality of A Ｌ２ may be the same or different n Ｌ１ is 2 or 3 and when there are a plurality of Z Ｌ３ the plurality of Z Ｌ３ may be the same or different. However, the compounds represented by general formula (I), general formula (II), general formula (N-1), general formula (N-2) and general formula (N-3) are excluded.

4. A liquid crystal display element using the liquid crystal composition according to any one of claims 1 to 3.

5. An active matrix-driven liquid crystal display element using the liquid crystal composition according to any one of claims 1 to 3.

6. A liquid crystal display element using the liquid crystal composition according to any one of claims 1 to 3, wherein the driving method is a PSA method, a PSVA method, a VA method, an IPS method, an FFS method, a PS-IPS method, a PS-FFS method, an NPS method, or an ECB method.

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