CN111183206B

CN111183206B - Alignment aid, liquid crystal composition and liquid crystal display element

Info

Publication number: CN111183206B
Application number: CN201880051838.XA
Authority: CN
Inventors: 木村正臣; 须藤豪; 井之上雄一; 幡野直美; 林正直; 间宫纯一; 清水健太
Original assignee: DIC Corp
Current assignee: DIC Corp
Priority date: 2017-09-08
Filing date: 2018-08-23
Publication date: 2023-08-25
Anticipated expiration: 2038-08-23
Also published as: CN111183206A; TW201920629A; KR20200041880A; WO2019049673A1; JP6690782B2; JPWO2019049673A1

Abstract

The invention provides an alignment aid which can ensure storage stability when being added to a liquid crystal composition, and enables liquid crystal molecules to spontaneously perform vertical alignment even if a PI layer is omitted. The present invention also provides a liquid crystal composition which has excellent storage stability and can vertically orient liquid crystal molecules even when a PI layer is omitted, and a liquid crystal display element using the liquid crystal composition. The alignment aid of the present invention is disposed between two substrates together with liquid crystal molecules, and spontaneously aligns the liquid crystal molecules. The orientation aid is characterized by comprising: a first compound comprising at least one first affinity group having an affinity for the substrate; and a second compound including at least one second affinity group having an affinity with respect to the substrate and having a polarity lower than that of the first affinity group.

Description

Alignment aid, liquid crystal composition and liquid crystal display element

Technical Field

The invention relates to an alignment aid, a liquid crystal composition and a liquid crystal display element.

Background

Conventionally, in a vertical alignment (vertical alignment, VA) type liquid crystal display, a Polyimide (PI) layer functioning as an alignment layer is provided on an electrode in order to induce vertical alignment of liquid crystal molecules when no voltage is applied and to realize horizontal alignment of liquid crystal molecules when a voltage is applied. However, since a high cost is required for forming the PI layer, a method for achieving alignment of liquid crystal molecules even when the PI layer is omitted has been studied in recent years.

For example, patent document 1 discloses a liquid crystal medium characterized in that: a liquid crystal medium which is based on a mixture of polar compounds having negative dielectric anisotropy and which contains at least one spontaneous alignment additive, and which can be suitably used in displays without an alignment layer, are described. Further, a specific compound having a hydroxyl group is used as a self-aligning additive in patent document 1.

Prior art literature

Patent literature

Patent document 1: japanese patent application laid-open No. 2014-524951

Disclosure of Invention

Problems to be solved by the invention

However, as a result of studies by the present inventors, it has been found that, when the self-alignment additive described in patent document 1 is used, the alignment restriction force for vertically aligning the liquid crystal molecules is insufficient, and when a liquid crystal display element having no PI layer is produced, there is a need for improvement in that alignment unevenness occurs at the end of the liquid crystal display element due to the liquid crystal molecules not exhibiting a predetermined alignment state, and there is room for improvement in storage stability because crystallization occurs when a liquid crystal composition containing the self-alignment additive is stored.

Accordingly, an object of the present invention is to provide an alignment aid capable of ensuring storage stability of a liquid crystal composition containing an alignment aid (self-alignment additive) and liquid crystal molecules and spontaneously vertically aligning the liquid crystal molecules even when the PI layer is omitted. Another object of the present invention is to provide a liquid crystal composition which has excellent storage stability and can realize a liquid crystal display element such as a polymer stabilized alignment (polymer sustained alignment, PSA) type, a polymer stabilized vertical alignment (polymer sustained vertical alignment, PSVA) type, or VA type even when a PI layer is omitted, and a liquid crystal display element using the liquid crystal composition.

Means for solving the problems

The present invention provides an alignment aid which is disposed between two substrates together with liquid crystal molecules and which spontaneously aligns the liquid crystal molecules, the alignment aid comprising:

a first compound comprising at least one first affinity group having an affinity for the substrate; and

a second compound comprising at least one second affinity group having an affinity for the substrate and a polarity lower than that of the first affinity group.

The present invention also provides a liquid crystal composition containing the alignment aid of the present invention and liquid crystal molecules, wherein the dielectric anisotropy (Δε) is negative.

Further, the present invention provides a liquid crystal display element comprising: two substrates, and a liquid crystal layer comprising the liquid crystal composition of the present invention provided between the two substrates.

ADVANTAGEOUS EFFECTS OF INVENTION

According to the present invention, an alignment aid excellent in storage stability and capable of uniformly and vertically aligning liquid crystal molecules even when a PI layer is omitted, a liquid crystal composition containing the alignment aid, and a liquid crystal display element using the liquid crystal composition can be provided.

Drawings

Fig. 1 is a diagram schematically showing an embodiment of a liquid crystal display element.

Fig. 2 is a plan view of an area surrounded by the I line in fig. 1, enlarged.

Detailed Description

The alignment aid, the liquid crystal composition and the liquid crystal display element according to the present invention will be described in detail below based on preferred embodiments.

(orientation aid)

The alignment aid of the present invention is disposed between two substrates together with liquid crystal molecules, and thus can spontaneously align the liquid crystal molecules. The orientation aid comprises: a first compound comprising at least one first affinity group having an affinity for a substrate; and a second compound including at least one second affinity group having an affinity with respect to the substrate and having a polarity lower than that of the first affinity group.

The first compound and the second compound respectively comprise: an affinity group having an affinity for a substrate, and other parts (other structures) having an affinity for the substrate lower than that of the affinity group.

Therefore, when a liquid crystal composition containing an alignment aid and liquid crystal molecules is supplied between two substrates to form a liquid crystal layer, both the first compound and the second compound can be arranged (aligned) so that the affinity group is adsorbed (attached) to the substrates and the other part is away from the substrates. By the presence of the first compound and the second compound arranged in this manner, a state in which liquid crystal molecules are oriented in the vertical direction can be maintained in the liquid crystal layer.

Here, the affinity group adsorbs (adheres) to the substrate and has a function of fixing the first compound and the second compound to the substrate, and thus may be also referred to as an adsorption group (adhesion group), a PEG group, a sinker group (linker group), or an anchor group.

According to the alignment aid of the present invention, even if the PI layer is omitted, the liquid crystal molecules can be aligned (vertical alignment of the liquid crystal molecules is induced when no voltage is applied, and horizontal alignment of the liquid crystal molecules is achieved when a voltage is applied). Thus, both the first compound and the second compound may be preferably used to assist spontaneous alignment of liquid crystal molecules in the liquid crystal layer.

The first affinity group and the second affinity group are different in polarity from each other, and in particular, the first affinity group has a higher polarity than the second affinity group. Therefore, when the liquid crystal composition is supplied onto the substrate, the first affinity group is adsorbed onto the substrate earlier than the second affinity group. As a result, the first compound is more preferentially immobilized on the substrate than the second compound.

On the other hand, the second compound is fixed to the substrate after uniformly wetting and spreading on the substrate. In this case, the second compound may be aligned (oriented) with respect to the first compound fixed on the substrate.

In this case, the alignment aid of the present invention contains a first compound containing at least one first affinity group and a second compound containing a polar affinity group including a second compound containing a second affinity group, whereby a more reliable alignment restriction force (effect of preventing occurrence of alignment unevenness) of the liquid crystal molecules can be exerted.

Further, since the first compound has a first affinity group having a relatively high polarity, the first compound tends to be easily precipitated when the amount contained in the liquid crystal composition is increased.

The alignment aid of the present invention contains a second compound having a second affinity group having a lower polarity, whereby precipitation of the first compound in the liquid crystal composition can be prevented or suppressed. This ensures the storage stability (particularly, the stability at low temperature) of the liquid crystal composition.

Even if the amount of the first compound is reduced, the alignment aid of the present invention can exert a sufficient alignment restricting force of the liquid crystal molecules by utilizing the synergistic effect with the second compound.

The ratio of the first compound to the second compound in the orientation aid is not particularly limited, but is preferably 1:0.1 to 1: about 10, more preferably 1:0.5 to 1: about 5. By containing the first compound and the second compound in such a ratio, the alignment aid can reliably exert both the effect of improving the alignment restricting force of the liquid crystal molecules and the effect of ensuring the storage stability of the liquid crystal composition.

The specific amounts of the first compound and the second compound used may be defined by the relationship with the amount of liquid crystal molecules when the liquid crystal composition is prepared.

The amount of the first compound is preferably about 0.1 to 1.5 wt%, more preferably about 0.3 to 1.3 wt%, based on 100 wt% of the liquid crystal molecules.

On the other hand, the amount of the second compound is also preferably about 0.1 to 1.5 wt%, more preferably about 0.3 to 1.3 wt%, based on 100 wt% of the liquid crystal molecules.

The total amount of the first compound and the second compound is preferably as small as possible (preferably 1.4% by weight or less, more preferably about 0.5% by weight to 1% by weight relative to 100% by weight of the liquid crystal molecules) within a range where the effect of improving the alignment regulating force of the liquid crystal molecules is required and can be sufficiently exhibited. This can further improve the storage stability of the liquid crystal composition.

The first affinity group and the second affinity group preferably each include a group selected from the group consisting of a substituent designed such that the polarity of the second affinity group is lower than the polarity of the first affinity group.

[ chemical 1]

(in which, the black dots represent the connection keys.)

In the case of a substituent containing a group selected from the above group, the first affinity group and the second affinity group can be easily designed such that the polarity of the second affinity group is lower than that of the first affinity group.

The first affinity group preferably contains a group selected from the group represented by the following formula 2, more preferably from the group represented by the following formulae (K1-1) to (K1-3).

[ chemical 2]

[ chemical 3]

In the formulas (K1-1) to (K1-3), the black dot at the left end represents a connecting bond,

W ^K2 represents methine, C-CH ₃ 、C-C ₂ H ₅ A nitrogen atom or a silicon atom,

W ^K3 representing carbonAn atom is used to carry out the reaction,

X ₁ ～X ₅ each independently represents a hydrogen atom, -OH group or CH ₂ ＝C(CH ₃ )COO-，

X ₁ X is X ₂ At least one of them represents an-OH group,

X ₃ 、X ₄ x is X ₅ At least one of them represents an-OH group,

Sp ₁ 、Sp ₂ sp and Sp ₃ Respectively represent a single bond or a spacer.

Here, as the spacer, for example, -CH=CH-, -CF=CF-, -C≡C-, -COO-, -OCO-, -OCOO-, -OOCO-, -CF ₂ O-、-OCF ₂ -、-CH＝CHCOO-、-OCOCH＝CH-、-CH ₂ -CH ₂ COO-、-OCOCH ₂ -CH ₂ -、-CH＝C(CH ₃ )COO-、-OCOC(CH ₃ )＝CH-、-CH ₂ -CH(CH ₃ )COO-、-OCOCH(CH ₃ )-CH ₂ -、-OCH ₂ CH ₂ O-or C1-20 branched or straight-chain alkylene groups (wherein one or two or more of the alkylene groups are not adjacent to each other-CH ₂ -optionally via-O-, -COO-or-OCO-substitution) is suitable.

Such a first affinity group has sufficiently high polarity, and therefore exhibits higher affinity (adsorption force) with respect to the substrate.

Sp ₁ 、Sp ₂ Sp and Sp ₃ Particularly preferred are a single bond or a methylene group, respectively.

Specific examples of the first affinity group include substituents shown in the following groups.

[ chemical 4]

(in which, the black dots represent the connection keys.)

In the above group, in the case of paying attention to chemical stability as an orientation aid, the first affinity groups are preferably K1-1, K1-2-2 and K1-2-3. In the case where importance is attached to the alignment of the liquid crystal molecules, the first affinity groups are preferably K1-2-1, K1-2-2 and K1-2-3.

In addition, when importance is attached to the solubility in the liquid crystal composition, the first affinity group is preferably K1-2-4, K1-3-1, K1-3-2, K1-3-3, K1-3-4 or K1-3-5. Further, in the case where the balance thereof is emphasized, the first affinity groups are more preferably K1-2-1, K1-2-2, K1-2-3, K1-3-1, K1-3-2, K1-3-3 and K1-3-4.

On the other hand, the second affinity group preferably contains a group selected from the group represented by the following formula 5, more preferably from the group represented by the following general formulae (K2-1) to (K2-14).

[ chemical 5]

[ chemical 6]

In the formulas (K2-1) to (K2-14), the black dot at the left end represents a connecting bond,

any methylene group may be independently substituted with a linear or branched alkyl group having 1 to 5 carbon atoms, a linear or branched alkoxy group having 1 to 5 carbon atoms, or a linear or branched perfluoroalkyl group having 1 to 5 carbon atoms,

W ^K1 Represents methine, C-CH ₃ 、C-C ₂ H ₅ Or a nitrogen atom,

X ^K1 y and Y ^K1 Each independently represents-CH ₂ -, a part of an oxygen atom or a sulfur atom,

Z ^K1 represents an oxygen atom or a sulfur atom.

U ^K1 、V ^K1 S and S ^K1 Each independently represents a methine group or a nitrogen atom (wherein U ^K1 Is methine, V ^K1 Is methine and S ^K1 Except for combinations of nitrogen atoms),

R ^K1 represents a straight chain having 1 to 5 hydrogen atoms and carbon atomsOr a branched alkyl group, a linear or branched alkoxy group having 1 to 5 carbon atoms, or a linear or branched perfluoroalkyl group having 1 to 5 carbon atoms.

The second compound containing such a second affinity group is easily wet-spread more uniformly on the substrate.

In the above group, the second affinity groups are preferably (K2-1), (K2-3), (K2-8), (K2-9) and (K2-13) in the case of paying attention to chemical stability as an orientation aid. In the case where importance is attached to the alignment of the liquid crystal molecules, the second affinity groups are preferably (K2-1) and (K2-3).

In addition, when importance is attached to the solubility in the liquid crystal composition, the second affinity groups are preferably (K2-1), (K2-9) and (K2-13). Further, in the case where the balance is important, the second affinity groups are more preferably (K2-1) and (K2-3).

As a combination of the first affinity group and the second affinity group, there are various combinations, but a combination of the first affinity group containing a hydroxyl group and the second affinity group containing an ether group or a carbonate group is preferable. By setting the first affinity group and the second affinity group to be the combination, the polarity of the first affinity group can be sufficiently increased and the polarity of the second affinity group can be sufficiently lower than the polarity of the first affinity group. Therefore, both the effect of improving the alignment restriction force of the liquid crystal molecules and the effect of ensuring the storage stability of the liquid crystal composition can be further improved.

The number of the first affinity group and the second affinity group may be one or more. By setting the number of the first affinity group and the second affinity group, the fixing force of the first compound and the second compound to the substrate can be adjusted.

The first compound and the second compound preferably each contain at least one polymerizable group. By polymerizing the polymerizable groups, the first compound and the second compound can be more firmly fixed to the substrate, and the retention of the liquid crystal molecules can be improved. As a result, peeling of the liquid crystal layer from the substrate can be prevented or suppressed.

The number of polymerizable groups may be one or more. By having a plurality of polymerizable groups, the crosslink density of the first compound and the second compound can be increased. Therefore, they can be further firmly fixed to the substrate, and the holding force of the liquid crystal molecules can be further improved.

The polymerizable group is selected from the group represented by the following general formulae (P-1) to (P-13), for example.

[ chemical 7]

(in this case, the black dot on the right side represents a connecting key.)

Since these polymerizable groups have high reactivity, polymerization can be sufficiently and surely performed even with low energy (for example, light energy and heat energy). Therefore, when the first compound and the second compound are polymerized, deterioration of the liquid crystal molecules due to adverse effects can be prevented or suppressed.

Among these, the polymerizable group is preferably a group represented by the formulae (P-1) to (P-3), more preferably a group represented by the formulae (P-1) and (P-3).

The first compound and the second compound preferably each contain a mesogen (mesogen). Thus, the first affinity group and the second affinity group having a higher polarity than the liquid crystal base are adsorbed to the substrate, and the liquid crystal base having a lower polarity is separated from the substrate, so that the arrangement (alignment) can be performed more reliably.

By the first compound and the second compound containing a mesogen group, affinity of the first compound and the second compound with liquid crystal molecules becomes higher. Therefore, the alignment restriction force of the liquid crystal molecules by the first compound and the second compound can be further improved.

The first affinity group, the second affinity group, and the polymerizable group may be directly bonded to the mesogen group, or may be bonded via the same spacer as described above. The position of the mesogen group to which the polymerizable group is attached is not particularly limited, but is preferably a position near the first affinity group or the second affinity group. Thus, the first compound and the second compound can be polymerized and more firmly fixed on the substrate without adversely affecting the alignment of the liquid crystal molecules. Further, the polymerizable group is preferably bonded to the side with respect to the mesogen group.

The mesogen is represented by, for example, the following general formula (i).

[ chemical 8]

In the formula (i), the black dot at the left end and the black dot at the right end represent the connection key,

A ⁱ¹ represents a divalent 6-membered cyclic aromatic group, a divalent 6-membered cyclic heteroaromatic group, a divalent 6-membered cycloaliphatic group or a divalent 6-membered cycloheteroaliphatic group,

the hydrogen atom in these ring structures may be a halogen atom, a linear or branched alkyl group having 1 to 10 carbon atoms, a linear or branched halogenated alkyl group having 1 to 10 carbon atoms, a linear or branched alkoxy group having 1 to 10 carbon atoms or P ⁱ¹ -Sp ⁱ¹ Substitution, here, P ⁱ¹ Represents a polymerizable group selected from the group represented by the general formulae (P-1) to (P-13), sp ⁱ¹ Representation and Z ⁱ¹ The meaning of the same is that,

Z ⁱ¹ represents a single bond, -CH=CH-, -CF=CF-, -C≡C-, -COO-, -OCO-, -OCOO-, -OOCO-, -CF ₂ O-、-OCF ₂ -、-CH＝CHCOO-、-OCOCH＝CH-、-CH ₂ -CH ₂ COO-、-OCOCH ₂ -CH ₂ -、-CH＝C(CH ₃ )COO-、-OCOC(CH ₃ )＝CH-、-CH ₂ -CH(CH ₃ )COO-、-OCOCH(CH ₃ )-CH ₂ -、-OCH ₂ CH ₂ O-or alkylene having 2 to 20 carbon atoms (wherein one or two or more of alkylene groups are not adjacent to each other-CH ₂ -optionally via-O-, -COO-or-OCO-substitution),

m ⁱ¹ an integer of 1 to 5 is represented,

at m ⁱ¹ When the number is 2 or more, a plurality of A ⁱ¹ May be the same or different from each other.

Preferably Z in formula (i) ⁱ¹ Represents a single bond, -CH=CH-, -C≡C-, -COO-, -OCO-, -OCOO-, -OOCO-, -CH=CHCOO-, -OCOCH=CH-, -CH ₂ -CH ₂ COO-、-OCOCH ₂ -CH ₂ -、-CH＝C(CH ₃ )COO-、-OCOC(CH ₃ )＝CH-、-CH ₂ -CH(CH ₃ )COO-、-OCOCH(CH ₃ )-CH ₂ -、-OCH ₂ CH ₂ O-or a linear or branched alkylene group having 2 to 20 carbon atoms (wherein one or two or more of the alkylene groups are not adjacent to each other-CH ₂ -may be substituted by-O-).

More preferably Z in formula (i) ⁱ¹ Represents a single bond, -COO-, -OCO-, -CH=CHCOO-, -OCOCH=CH-, -CH ₂ -CH ₂ COO-、-OCOCH ₂ -CH ₂ -、-CH＝C(CH ₃ )COO-、-OCOC(CH ₃ )＝CH-、-CH ₂ -CH(CH ₃ )COO-、-OCOCH(CH ₃ )-CH ₂ -、-OCH ₂ CH ₂ O-, or a linear or branched alkylene group having 2 to 15 carbon atoms (wherein one or two or more of the alkylene groups are not adjacent to each other, -CH ₂ -may be substituted by-O-).

Further preferred is Z in formula (i) ⁱ¹ Represents a single bond, -CH ₂ -CH ₂ COO-、-OCOCH ₂ -CH ₂ -、-CH＝C(CH ₃ )COO-、-OCOC(CH ₃ )＝CH-、-CH ₂ -CH(CH ₃ )COO-、-OCOCH(CH ₃ )-CH ₂ -、-OCH ₂ CH ₂ O-, or an alkylene group having 2 carbon atoms (ethylene group (-CH) ₂ CH ₂ (-)) or-CH in ethylene ₂ -an-O-substituted group (-CH) ₂ O-、-OCH ₂ (-), or a linear alkylene group having 3 to 13 carbon atoms (wherein one or two or more of the alkylene groups are not adjacent to each other, -CH ₂ -may be substituted by-O-).

Preferably A in formula (i) ⁱ¹ Represents a divalent 6-membered cycloaliphatic group or a divalent 6-membered cycloaliphatic group. Here, examples of the divalent 6-membered cyclic aromatic group or divalent 6-membered cycloaliphatic group include: divalent unsubstituted 6 membered ring aromaticA group, a divalent unsubstituted 6-membered cycloaliphatic group or a linear or branched alkyl group having 1 to 10 carbon atoms, a linear or branched halogenated alkyl group having 1 to 10 carbon atoms, a linear or branched alkoxy group having 1 to 10 carbon atoms or P, each of which has a halogen atom, a linear or branched alkyl group having 1 to 10 carbon atoms, a hydrogen atom in these ring structures ⁱ¹ -Sp ⁱ¹ -substituted groups. Here, P ⁱ¹ Represents a polymerizable group selected from the group represented by the general formulae (P-1) to (P-13), sp ⁱ¹ Representation and Z ⁱ¹ The same meaning.

Among these, A in formula (i) ⁱ¹ Preferably a divalent unsubstituted 6-membered ring aromatic radical, a linear or branched alkyl radical having 1 to 10 carbon atoms, a linear or branched alkoxy radical having 1 to 10 carbon atoms or P, each having a halogen atom (especially fluorine atom) as hydrogen atom in the ring structure ⁱ¹ -Sp ⁱ¹ Substituted divalent 6-membered cycloaliphatic radical, divalent unsubstituted 6-membered cycloaliphatic radical, halogen atom (in particular fluorine atom) of a hydrogen atom in the ring structure, straight-chain or branched alkyl radical having 1 to 10 carbon atoms, straight-chain or branched alkoxy radical having 1 to 10 carbon atoms or P ⁱ¹ -Sp ⁱ¹ The substituted divalent 6-membered cycloaliphatic radical, more preferably the hydrogen atom in the ring structure, may be selected from halogen atoms (especially fluorine atoms), the abovementioned alkyl groups, the abovementioned alkoxy groups or P ⁱ¹ -Sp ⁱ¹ -substituted 1, 4-phenylene, 2, 6-naphthylene or 1, 4-cyclohexyl.

Incidentally, m ⁱ¹ Preferably an integer of 2 to 5, more preferably an integer of 2 to 4.

In addition, the mesogen group represented by the general formula (i) may be represented by the repeating unit- (A) ⁱ¹ -Z ⁱ¹ ) The midway of which comprises a branching structure of either trivalent or tetravalent, or an aliphatic or aromatic ring structure of either trivalent or tetravalent. In this case, the first compound and the second compound each have a branched structure as a whole.

Further, the first compound and the second compound preferably include terminal groups attached to opposite sides of the mesogen groups from the first affinity group or the second affinity group, respectively. The first compound and the second compound including the terminal group are easily arranged (oriented) such that the affinity group is adsorbed to the substrate and other portions other than the affinity group are away from the substrate.

Examples of the terminal group include: a linear or branched alkyl group having 1 to 40 carbon atoms, a linear or branched halogenated alkyl group having 1 to 40 carbon atoms (wherein, -CH in the alkyl group or halogenated alkyl group) ₂ -may be substituted by-ch=ch-, -c≡c-, -O-, -NH-, -COO-or-OCO-, but-O-is discontinuous. ) Or a polymerizable group directly or via a spacer to a mesogen group.

The polymerizable group and the spacer are the same as those described above, respectively. By including the polymerizable group as an end group in each of the first compound and the second compound, the crosslink density of the first compound and the second compound can be further increased, and the retention of liquid crystal molecules in the liquid crystal layer can be further improved.

Specific examples of the first compound include compounds represented by any one of the following formulas (PJ-I-1) to (PJ-I-45).

[ chemical 9]

[ chemical 10]

[ chemical 11]

[ chemical 12]

[ chemical 13]

[ chemical 14]

[ 15]

[ 16]

[ chemical 17]

On the other hand, specific examples of the second compound include compounds represented by any one of the following formulas (PJ-II-1) to (PJ-II-18).

[ chemical 18]

[ chemical 19]

[ chemical 20]

[ chemical 21]

(liquid Crystal composition)

The liquid crystal composition of the present invention contains an alignment aid (first compound and second compound) and liquid crystal molecules, and has negative dielectric anisotropy (Δε).

The liquid crystal molecule preferably contains a compound selected from the group represented by the following general formulae (N-1) to (N-3).

[ chemical 22]

In the general formula (N-1), the general formula (N-2) and the general formula (N-3), R ^N11 、R ^N12 、R ^N21 、R ^N22 、R ^N31 R is R ^N32 Independently represent an alkyl group having 1 to 8 carbon atoms (wherein one or two or more of the alkyl groups are not adjacent to each other, -CH ₂ Each independently can be made of-CH=CH-, -C≡C-, -O-, -CO-, -COO-, or-OCO-substitution).

A ^N11 、A ^N12 、A ^N21 、A ^N22 、A ^N31 A is a ^N32 Each independently represents a group selected from the group consisting of,

(a) 1, 4-Cyclohexylene (wherein one-CH present in the group ₂ -or not more than two adjacent-CH ₂ Can be substituted by-O-),

(b) 1, 4-phenylene (wherein one-ch=or two or more-ch=that are not adjacent to each other present in the group may be substituted with-n=),

(c) Naphthalene-2, 6-diyl, 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl or decahydronaphthalene-2, 6-diyl (wherein-ch=or two or more non-adjacent-ch=groups present in naphthalene-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl may be substituted by-n=), and

(d) 1, 4-cyclohexenylene

The aforementioned group (a), group (b), group (c) and group (d) may each independently be substituted with a cyano group, a fluorine atom or a chlorine atom.

In addition, Z ^N11 、Z ^N12 、Z ^N21 、Z ^N22 、Z ^N31 Z is as follows ^N32 Respectively and independently represent a single bond, -CH ₂ CH ₂ -、-(CH ₂ ) ₄ -、-OCH ₂ -、-CH ₂ O-、-COO-、-OCO-、-OCF ₂ -、-CF ₂ O-, -ch=n-n=ch-, -ch=ch-, -cf=cf-or-c≡c-,

X ^N21 represents a hydrogen atom or a fluorine atom,

T ^N31 represents-CH ₂ -or an oxygen atom.

n ^N11 、n ^N12 、n ^N21 、n ^N22 、n ^N31 N is as follows ^N32 Each independently represents an integer of 0 to 3, but n ^N11 +n ^N12 、n ^N21 +n ^N22 N is as follows ^N31 +n ^N32 Each independently is 1,2 or 3,

at A ^N11 ～A ^N32 、Z ^N11 ～Z ^N32 In the case where there are plural, they may be the same or different from each other.

Any of the compounds of the general formulae (N-1), (N-2) and (N-3) is preferably a compound having a negative Δε and an absolute value of more than 3.

In the general formula (N-1), the general formula (N-2) and the general formula (N-3), R ^N11 、R ^N12 、R ^N21 、R ^N22 、R ^N31 R is R ^N32 Preferably independently an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms or 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, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms, still more preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, particularly preferably an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms, and most preferably an alkenyl group (propenyl group) having 3 carbon atoms.

In addition, R ^N11 、R ^N12 、R ^N21 、R ^N22 、R ^N31 R is R ^N32 When the ring structure to which they are attached is phenyl (aromatic), it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms or an alkenyl group having 4 to 5 carbon atoms, and when the ring structure to which they are attached is a saturated ring structure such as cyclohexane, pyran or dioxane, it 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. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms in the case where they are present is preferably 5 or less, and is preferably linear.

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

[ chemical 23]

(black dots in the formulas represent connection keys.)

To increase Δn, A ^N11 、A ^N12 、A ^N21 、A ^N22 、A ^N31 A is a ^N32 Preferably independently of each other, an aromatic group, A for improving the response speed ^N11 、A ^N12 、A ^N21 、A ^N22 、A ^N31 A is a ^N32 Preferably each independently an aliphatic group.

The aromatic or aliphatic group preferably represents trans-1, 4-cyclohexylene, 1, 4-phenylene, 2-fluoro-1, 4-phenylene, 3, 5-difluoro-1, 4-phenylene, 2, 3-difluoro-1, 4-phenylene, 1, 4-cyclohexenylene, 1, 4-bicyclo [2.2.2] octylene, piperidine-1, 4-diyl, naphthalene-2, 6-diyl, decahydronaphthalene-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl, more preferably represents the structure of the following formula 24, and still more preferably represents trans-1, 4-cyclohexylene, 1, 4-cyclohexenylene or 1, 4-phenylene.

[ chemical 24]

Z ^N11 、Z ^N12 、Z ^N21 、Z ^N22 、Z ^N31 Z is as follows ^N32 Preferably each independently represents-CH ₂ O-、-CF ₂ O-、-CH ₂ CH ₂ -、-CF ₂ CF ₂ -or a single bond, further preferably-CH ₂ O-、-CH ₂ CH ₂ -or a single bond, particularly preferably-CH ₂ O-or a single bond.

X ^N21 Fluorine atoms are preferred.

T ^N31 Preferably an oxygen atom.

n ^N11 +n ^N12 、n ^N21 +n ^N22 N is as follows ^N31 +n ^N32 Preferably 1 or 2, more preferably n, each independently ^N11 Is 1 and n ^N12 A combination of 0, n ^N11 Is 2 and n ^N12 A combination of 0, n ^N11 Is 1 and n ^N12 A combination of 1, n ^N11 Is 2 and n ^N12 A combination of 1, n ^N21 Is 1 and n ^N22 A combination of 0, n ^N21 Is 2 and n ^N22 A combination of 0, n ^N31 Is 1 and n ^N32 A combination of 0, n ^N31 Is 2 and n ^N32 A combination of 0.

The lower limit value of the preferable content of the compound represented by the formula (N-1) relative to the total amount of the liquid crystal composition is 1% by mass or more, 10% by mass or more, 20% by mass or more, 30% by mass or more, 40% by mass or more, 50% by mass or more, 55% by mass or more, 60% by mass or more, 65% by mass or more, 70% by mass or more, 75% by mass or more, 80% by mass or more.

On the other hand, the upper limit of the preferable content is 95 mass% or less, 85 mass% or less, 75 mass% or less, 65 mass% or less, 55 mass% or less, 45 mass% or less, 35 mass% or less, 25 mass% or less, 20 mass% or less.

The lower limit value of the preferable content of the compound represented by the formula (N-2) relative to the total amount of the liquid crystal composition is 1% by mass or more, 10% by mass or more, 20% by mass or more, 30% by mass or more, 40% by mass or more, 50% by mass or more, 55% by mass or more, 60% by mass or more, 65% by mass or more, 70% by mass or more, 75% by mass or more, 80% by mass or more.

The lower limit value of the preferable content of the compound represented by the formula (N-3) relative to the total amount of the liquid crystal composition is 1% by mass or more, 10% by mass or more, 20% by mass or more, 30% by mass or more, 40% by mass or more, 50% by mass or more, 55% by mass or more, 60% by mass or more, 65% by mass or more, 70% by mass or more, 75% by mass or more, 80% by mass or more.

In the case where the viscosity of the liquid crystal composition needs to be kept low and the response speed is high, the lower limit value and the upper limit value are preferably low. Further, in the case of a liquid crystal composition which needs to maintain a high nematic-isotropic liquid phase transition temperature (Tni) of the liquid crystal composition and has good temperature stability, the lower limit value and the upper limit value are preferably low. In order to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the lower limit value be increased and the upper limit value be increased.

The compounds represented by the general formula (N-1) include compounds represented by the following general formulae (N-1 a) to (N-1 g).

[ chemical 25]

/>

In the formulae (N-1 a) to (N-1 g), R ^N11 R is R ^N12 R in the general formula (N-1) ^N11 R is R ^N12 Identical meaning, n ^Na11 Represents 0 or 1, n ^Nb11 Represents 0 or 1, n ^Nc11 Represents 0 or 1, n ^Nd11 Represents 0 or 1, n ^Ne11 Represents 1 or 2, n ^Nf11 Represents 1 or 2, n ^Ng11 Represents 1 or 2, A ^Ne11 Represents trans-1, 4-cyclohexylene or 1, 4-phenylene, A ^Ng11 Represents trans-1, 4-cyclohexylene, 1, 4-cyclohexenylene or 1, 4-phenylene, but at least one represents 1, 4-cyclohexenylene, Z ^Ne11 Represents a single bond or ethylene, but at least one represents ethylene.

More specifically, the compound represented by the general formula (N-1) is preferably a compound selected from the group of compounds represented by the general formulae (N-1-1) to (N-1-21).

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

[ chemical 26]

(wherein R is ^N111 R is R ^N112 R in the general formula (N-1) is represented independently of each other ^N11 R is R ^N12 The same meaning. )

R ^N111 Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, more preferably a propyl group, a pentyl group or a vinyl group. R is R ^N112 Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, more preferably an ethoxy group or a butoxy group.

The compound represented by the general formula (N-1-1) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

When attention is paid to the improvement of Δε, the content is preferably set to be slightly higher, and when attention is paid to the solubility at low temperature, the effect is high if the content is set to be slightly higher, and when attention is paid to Tni, the effect is high if the content is set to be slightly lower. Further, in the case of improving the drop mark and burn-in characteristics, the content range is preferably set to be centered.

The lower limit value of the preferable content of the compound represented by the formula (N-1-1) relative to the total amount of the liquid crystal composition is 5% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, 20% by mass or more, 23% by mass or more, 25% by mass or more, 27% by mass or more, 30% by mass or more, 33% by mass or more, and 35% by mass or more.

On the other hand, the upper limit of the content is preferably 50 mass% or less, 40 mass% or less, 38 mass% or less, 35 mass% or less, 33 mass% or less, 30 mass% or less, 28 mass% or less, 25 mass% or less, 23 mass% or less, 20 mass% or less, 18 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, 8 mass% or less, 7 mass% or less, 6 mass% or less, 5 mass% or less, 3 mass% or less.

The compound represented by the general formula (N-1-1) is preferably a compound selected from the group of compounds represented by the formulas (N-1-1.1) to (N-1-1.22), more preferably a compound represented by the formulas (N-1-1.1) to (N-1-1.4), and still more preferably a compound represented by the formulas (N-1-1.1) and (N-1-1.3).

[ chemical 27]

The compounds represented by the formulae (N-1-1.1) to (N-1-1.22) may be used alone or in combination.

The lower limit of the preferable content of the compounds represented by the formulas (N-1-1.1) to (N-1-1.22) (alone or in combination) with respect to the total amount of the liquid crystal composition is 5% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, 20% by mass or more, 23% by mass or more, 25% by mass or more, 27% by mass or more, 30% by mass or more, 33% by mass or more, and 35% by mass or more.

The compound represented by the general formula (N-1-2) is the following compound.

[ chemical 28]

(wherein R is ^N121 R is R ^N122 R in the general formula (N-1) is represented independently of each other ^N11 R is R ^N12 The same meaning. )

R ^N121 Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, more preferably an ethyl group, propyl group, butyl group or pentyl group. R is R ^N122 Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, more preferably a methyl group, a propyl group, a methoxy group, an ethoxy group or a propoxy group.

The compounds represented by the general formula (N-1-2) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

When attention is paid to the improvement of Δε, the content is preferably set to be slightly higher, and when attention is paid to the solubility at low temperature, the effect is high if the content is set to be slightly lower, and when attention is paid to Tni, the effect is high if the content is set to be slightly higher. Further, in the case of improving the drop mark and burn-in characteristics, the content range is preferably set to be centered.

The lower limit value of the preferable content of the compound represented by the formula (N-1-2) relative to the total amount of the liquid crystal composition is 5% by mass or more, 7% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, 20% by mass or more, 23% by mass or more, 25% by mass or more, 27% by mass or more, 30% by mass or more, 33% by mass or more, 35% by mass or more, 37% by mass or more, 40% by mass or more, 42% by mass or more.

On the other hand, the upper limit of the content is preferably 50 mass% or less, 48 mass% or less, 45 mass% or less, 43 mass% or less, 40 mass% or less, 38 mass% or less, 35 mass% or less, 33 mass% or less, 30 mass% or less, 28 mass% or less, 25 mass% or less, 23 mass% or less, 20 mass% or less, 18 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, 8 mass% or less, 7 mass% or less, 6 mass% or less, or 5 mass% or less.

Further, the compound represented by the general formula (N-1-2) is preferably a compound selected from the group of compounds represented by the formulas (N-1-2.1) to (N-1-2.22), more preferably a compound represented by the formulas (N-1-2.3) to (N-1-2.7), the formulas (N-1-2.10), the formulas (N-1-2.11), the formulas (N-1-2.13) and the formulas (N-1-2.20).

In the case where improvement of Δε is important, the compounds represented by the formulas (N-1-2.3) to (N-1-2.7) are preferable, in the case where improvement of Tni is important, the compounds represented by the formulas (N-1-2.10), (N-1-2.11) and (N-1-2.13) are preferable, and in the case where improvement of response speed is important, the compounds represented by the formulas (N-1-2.20) are preferable.

[ chemical 29]

The compounds represented by the formulae (N-1-2.1) to (N-1-2.22) may be used alone or in combination.

The lower limit of the preferable content of the compounds represented by the formulas (N-1-2.1) to (N-1-2.22) (alone or in combination) with respect to the total amount of the liquid crystal composition is 5% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, 20% by mass or more, 23% by mass or more, 25% by mass or more, 27% by mass or more, 30% by mass or more, 33% by mass or more, and 35% by mass or more.

The compound represented by the general formula (N-1-3) is the following compound.

[ chemical 30]

(wherein R is ^N131 R is R ^N132 R in the general formula (N-1) is represented independently of each other ^N11 R is R ^N12 The same meaning. )

R ^N131 Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, more preferably an ethyl group, a propyl group or a butyl group. R is R ^N132 Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 3 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, more preferably a 1-propenyl group, an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by the general formula (N-1-3) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

When attention is paid to the improvement of Δε, the content is preferably set to be slightly higher, and when attention is paid to the solubility at low temperature, the effect is high if the content is set to be slightly higher, and when attention is paid to Tni, the effect is high if the content is set to be slightly higher. Further, in the case of improving the drop mark and burn-in characteristics, the content range is preferably set to be centered.

The lower limit value of the preferable content of the compound represented by the formula (N-1-3) relative to the total amount of the liquid crystal composition is 5 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 17 mass% or more, 20 mass% or more.

On the other hand, the upper limit of the preferable content is 35 mass% or less, 30 mass% or less, 28 mass% or less, 25 mass% or less, 23 mass% or less, 20 mass% or less, 18 mass% or less, 15 mass% or less, 13 mass% or less.

The compound represented by the general formula (N-1-3) is preferably a compound selected from the group of compounds represented by the general formulae (N-1-3.1) to (N-1-3.21), more preferably a compound represented by the general formulae (N-1-3.1) to (N-1-3.7) and (N-1-3.21), still more preferably a compound represented by the general formulae (N-1-3.1), (N-1-3.2), formula (N-1-3.3), formula (N-1-3.4) and formula (N-1-3.6).

[ 31]

The compounds represented by the formulae (N-1-3.1) to (N-1-3.4), the formulae (N-1-3.6) and (N-1-3.21) may be used alone or in combination, but a combination of the formulae (N-1-3.1) and (N-1-3.2), or a combination of two or three selected from the formulae (N-1-3.3), the formulae (N-1-3.4) and (N-1-3.6), is preferable.

The lower limit of the preferable content of the compounds represented by the formulas (N-1-3.1) to (N-1-3.4), the formulas (N-1-3.6) and (N-1-3.21) (alone or in combination) with respect to the total amount of the liquid crystal composition is 5 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 17 mass% or more, and 20 mass% or more.

The compound represented by the general formula (N-1-4) is the following compound.

[ chemical 32]

(wherein R is ^N141 R is R ^N142 R in the general formula (N-1) is represented independently of each other ^N11 R is R ^N12 The same meaning. )

R ^N141 R is R ^N142 Preferably, each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably, a methyl group, a propyl group, an ethoxy group or a butoxy group.

The compounds represented by the general formula (N-1-4) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

The lower limit value of the preferable content of the compound represented by the formula (N-1-4) relative to the total amount of the liquid crystal composition is 3 mass% or more, 5 mass% or more, 7 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 17 mass% or more, and 20 mass% or more.

On the other hand, the upper limit of the preferable content is 35 mass% or less, 30 mass% or less, 28 mass% or less, 25 mass% or less, 23 mass% or less, 20 mass% or less, 18 mass% or less, 15 mass% or less, 13 mass% or less, 11 mass% or less, 10 mass% or less, 8 mass% or less.

The compound represented by the general formula (N-1-4) is preferably a compound selected from the group of compounds represented by the formulas (N-1-4.1) to (N-1-4.14), more preferably a compound represented by the formulas (N-1-4.1) to (N-1-4.4), still more preferably a compound represented by the formulas (N-1-4.1), (N-1-4.2) and (N-1-4.4).

[ 33]

The compounds represented by the formulae (N-1-4.1) to (N-1-4.14) may be used alone or in combination.

The lower limit of the preferable content of the compounds represented by the formulas (N-1-4.1) to (N-1-4.14) (alone or in combination) with respect to the total amount of the liquid crystal composition is 3% by mass or more, 5% by mass or more, 7% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more.

The compound represented by the general formula (N-1-5) is the following compound.

[ chemical 34]

(wherein R is ^N151 R is R ^N152 R in the general formula (N-1) is represented independently of each other ^N11 R is R ^N12 The same meaning. )

R ^N151 R is R ^N152 Preferably, each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and more preferably, an ethyl group, a propyl group, or a butyl group.

The compounds represented by the general formula (N-1-5) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

The lower limit value of the preferable content of the compound represented by the formula (N-1-5) relative to the total amount of the liquid crystal composition is 5 mass% or more, 8 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 17 mass% or more, or 20 mass% or more.

On the other hand, the upper limit of the preferable content is 35 mass% or less, 33 mass% or less, 30 mass% or less, 28 mass% or less, 25 mass% or less, 23 mass% or less, 20 mass% or less, 18 mass% or less, 15 mass% or less, 13 mass% or less.

Further, the compound represented by the general formula (N-1-5) is preferably a compound selected from the group of compounds represented by the formulas (N-1-5.1) to (N-1-5.6), more preferably a compound represented by the formulas (N-1-5.1), (N-1-5.2) and (N-1-5.4).

[ 35]

The compounds represented by the formula (N-1-5.1), the formula (N-1-5.2) and the formula (N-1-5.4) may be used alone or in combination.

The lower limit of the preferable content of the compounds represented by the formulas (N-1-5.1), (N-1-5.2) and (N-1-5.4) (alone or in combination) with respect to the total amount of the liquid crystal composition is 5% by mass or more, 8% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more.

The compound represented by the general formula (N-1-10) is the following compound.

[ 36]

(wherein R is ^N1101 R is R ^N1102 R in the general formula (N-1) is represented independently of each other ^N11 R is R ^N12 The same meaning. )

R ^N1101 Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, more preferably an ethyl group, propyl group, butyl group, vinyl group or 1-propenyl group. R is R ^N1102 Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, more preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by the general formula (N-1-10) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, in one embodiment of the present invention, the types of the compounds used are one, two, three, four, five or more.

The lower limit value of the preferable content of the compound represented by the formula (N-1-10) relative to the total amount of the liquid crystal composition is 5 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 17 mass% or more, 20 mass% or more.

The compound represented by the general formula (N-1-10) is preferably a compound selected from the group of compounds represented by the formulas (N-1-10.1) to (N-1-10.14), more preferably a compound represented by the formulas (N-1-10.1) to (N-1-10.5), and still more preferably a compound represented by the formulas (N-1-10.1) and (N-1-10.2).

[ 37]

The compounds represented by the formula (N-1-10.1) and the formula (N-1-10.2) may be used alone or in combination.

The lower limit of the preferable content of the compounds represented by the formulas (N-1-10.1) and (N-1-10.2) (alone or in combination) with respect to the total amount of the liquid crystal composition is 5% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, or 20% by mass or more.

The compound represented by the general formula (N-1-11) is the following compound.

[ 38]

(wherein R is ^N1111 R is R ^N1112 R in the general formula (N-1) is represented independently of each other ^N11 R is R ^N12 The same meaning. )

R ^N1111 Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, more preferably an ethyl group, propyl group, butyl group, vinyl group or 1-propenyl group. R is R ^N1112 Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, more preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by the general formula (N-1-11) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

The lower limit value of the preferable content of the compound represented by the formula (N-1-11) relative to the total amount of the liquid crystal composition is 5 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 17 mass% or more, 20 mass% or more.

Further, the compound represented by the general formula (N-1-11) is preferably a compound selected from the group of compounds represented by the formulas (N-1-11.1) to (N-1-11.14), more preferably a compound represented by the formulas (N-1-11.2) and (N-1-11.4).

[ 39]

The compounds represented by the formula (N-1-11.2) and the formula (N-1-11.4) may be used alone or in combination.

The lower limit of the preferable content of the compounds represented by the formulas (N-1-11.2) and (N-1-11.4) (alone or in combination) with respect to the total amount of the liquid crystal composition is 5% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, or 20% by mass or more.

The compound represented by the general formula (N-1-12) is the following compound.

[ 40]

(wherein R is ^N1121 R is R ^N1122 R in the general formula (N-1) is represented independently of each other ^N11 R is R ^N12 The same meaning. )

R ^N1121 Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, more preferably an ethyl group, a propyl group or a butyl group. R is R ^N1122 Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, more preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by the general formula (N-1-12) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

The lower limit value of the preferable content of the compound represented by the formula (N-1-12) relative to the total amount of the liquid crystal composition is 5 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 17 mass% or more, 20 mass% or more.

The compound represented by the general formula (N-1-13) is the following compound.

[ chemical 41]

(wherein R is ^N1131 R is R ^N1132 R in the general formula (N-1) is represented independently of each other ^N11 R is R ^N12 The same meaning. )

R ^N1131 Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, more preferably an ethyl group, a propyl group or a butyl group. R is R ^N1132 Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, more preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by the general formula (N-1-13) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

The lower limit value of the preferable content of the compound represented by the formula (N-1-13) relative to the total amount of the liquid crystal composition is 5 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 17 mass% or more, 20 mass% or more.

The compound represented by the general formula (N-1-14) is the following compound.

[ chemical 42]

(wherein R is ^N1141 R is R ^N1142 R in the general formula (N-1) is represented independently of each other ^N11 R is R ^N12 The same meaning. )

R ^N1141 Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, more preferably an ethyl group, a propyl group or a butyl group. R is R ^N1142 Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, more preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by the general formula (N-1-14) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, in one embodiment of the present invention, the types of the compounds used are one, two, three, four, five or more.

The lower limit value of the preferable content of the compound represented by the formula (N-1-14) relative to the total amount of the liquid crystal composition is 5 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 17 mass% or more, 20 mass% or more.

The compound represented by the general formula (N-1-15) is the following compound.

[ chemical 43]

(wherein R is ^N1151 R is R ^N1152 R in the general formula (N-1) is represented independently of each other ^N11 R is R ^N12 The same meaning. )

R ^N1151 Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, more preferably an ethyl group, a propyl group or a butyl group. R is R ^N1152 Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, more preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by the general formula (N-1-15) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

The lower limit value of the preferable content of the compound represented by the formula (N-1-15) relative to the total amount of the liquid crystal composition is 5 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 17 mass% or more, 20 mass% or more.

The compound represented by the general formula (N-1-16) is the following compound.

[ 44]

(wherein R is ^N1161 R is R ^N1162 R in the general formula (N-1) is represented independently of each other ^N11 R is R ^N12 The same meaning. )

R ^N1161 Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, more preferably an ethyl group, a propyl group or a butyl group. R is R ^N1162 Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, more preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by the general formula (N-1-16) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

The lower limit value of the preferable content of the compound represented by the formula (N-1-16) relative to the total amount of the liquid crystal composition is 5 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 17 mass% or more, 20 mass% or more.

The compound represented by the general formula (N-1-17) is the following compound.

[ 45]

(wherein R is ^N1171 R is R ^N1172 R in the general formula (N-1) is represented independently of each other ^N11 R is R ^N12 The same meaning. )

R ^N1171 Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, more preferably an ethyl group, a propyl group or a butyl group. R is R ^N1172 Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, more preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by the general formula (N-1-17) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

The lower limit value of the preferable content of the compound represented by the formula (N-1-17) relative to the total amount of the liquid crystal composition is 5 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 17 mass% or more, 20 mass% or more.

The compound represented by the general formula (N-1-18) is the following compound.

[ chemical 46]

(wherein R is ^N1181 R is R ^N1182 R in the general formula (N-1) is represented independently of each other ^N11 R is R ^N12 The same meaning. )

R ^N1181 Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, more preferably a methyl group, an ethyl group, a propyl group or a butyl group. R is R ^N1182 Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, more preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by the general formula (N-1-18) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

The lower limit value of the preferable content of the compound represented by the formula (N-1-18) relative to the total amount of the liquid crystal composition is 5 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 17 mass% or more, or 20 mass% or more.

The compound represented by the general formula (N-1-18) is preferably a compound selected from the group of compounds represented by the formulas (N-1-18.1) to (N-1-18.5), more preferably a compound represented by the formulas (N-1-18.1) to (N-1-18.3), and still more preferably a compound represented by the formulas (N-1-18.2) and (N-1-18.3).

[ 47]

The compound represented by the general formula (N-1-20) is the following compound.

[ 48]

(wherein R is ^N1201 R is R ^N1202 R in the general formula (N-1) is represented independently of each other ^N11 R is R ^N12 The same meaning. )

R ^N1201 R is R ^N1202 Preferably, each independently represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably, an ethyl group, a propyl group or a butyl group.

The compounds represented by the general formula (N-1-20) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

The lower limit value of the preferable content of the compound represented by the formula (N-1-20) relative to the total amount of the liquid crystal composition is 5 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 17 mass% or more, 20 mass% or more.

The compound represented by the general formula (N-1-21) is the following compound.

[ 49]

/>

(wherein R is ^N1211 R is R ^N1212 R in the general formula (N-1) is represented independently of each other ^N11 R is R ^N12 The same meaning. )

R ^N1211 R is R ^N1212 Preferably, each independently represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably, an ethyl group, a propyl group or a butyl group.

The compounds represented by the general formula (N-1-21) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

The lower limit value of the preferable content of the compound represented by the formula (N-1-21) relative to the total amount of the liquid crystal composition is 5 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 17 mass% or more, 20 mass% or more.

The compound represented by the general formula (N-1-22) is the following compound.

[ 50]

(wherein R is ^N1221 R is R ^N1222 R in the general formula (N-1) is represented independently of each other ^N11 R is R ^N12 The same meaning. )

R ^N1221 R is R ^N1222 Preferably, each independently represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably, an ethyl group, a propyl group or a butyl group.

The compounds represented by the general formula (N-1-22) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

The lower limit value of the preferable content of the compound represented by the formula (N-1-21) relative to the total amount of the liquid crystal composition is 1% by mass or more, 5% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more.

On the other hand, the upper limit of the preferable content is 35 mass% or less, 30 mass% or less, 28 mass% or less, 25 mass% or less, 23 mass% or less, 20 mass% or less, 18 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, 5 mass% or less.

Further, the compound represented by the general formula (N-1-22) is preferably a compound selected from the group of compounds represented by the formulas (N-1-22.1) to (N-1-22.12), more preferably a compound represented by the formulas (N-1-22.1) to (N-1-22.5), and still more preferably a compound represented by the formulas (N-1-22.1) to (N-1-22.4).

[ 51]

The compound represented by the general formula (N-3) is preferably a compound selected from the group of compounds represented by the general formula (N-3-2).

[ 52]

(wherein R is ^N321 R is R ^N322 R in the general formula (N-3) is represented independently of each other ^N11 R is R ^N12 The same meaning. )

R ^N321 R is R ^N322 Preferably, each independently represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably, represents a propyl group or a pentyl group.

The compound represented by the general formula (N-3-2) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

The lower limit value of the preferable content of the compound represented by the formula (N-3-2) relative to the total amount of the liquid crystal composition is 3% by mass or more, 5% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, 20% by mass or more, 23% by mass or more, 25% by mass or more, 27% by mass or more, 30% by mass or more, 33% by mass or more, and 35% by mass or more.

On the other hand, the upper limit of the content is preferably 50 mass% or less, 40 mass% or less, 38 mass% or less, 35 mass% or less, 33 mass% or less, 30 mass% or less, 28 mass% or less, 25 mass% or less, 23 mass% or less, 20 mass% or less, 18 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, 8 mass% or less, 7 mass% or less, 6 mass% or less, 5 mass% or less.

Further, the compound represented by the general formula (N-3-2) is preferably a compound selected from the group of compounds represented by the formulas (N-3-2.1) to (N-3-2.3).

[ 53]

The liquid crystal molecule may further comprise a compound represented by the following general formula (L).

[ 54]

In the formula (L), R ^L1 R is R ^L2 Independently represent an alkyl group having 1 to 8 carbon atoms (wherein one or two or more of the alkyl groups are not adjacent to each other, -CH ₂ Each independently can be made of-CH=CH-, -C≡C-, -O-, -CO-, -COO-, or-OCO-substitution. ),

n ^L1 represents 0, 1,2 or 3.

A ^L1 、A ^L2 A is a ^L3 Each independently represents a group selected from the group consisting of,

(b) 1, 4-phenylene (wherein one-ch=or two or more-ch=that are not adjacent to each other present in the group may be substituted with-n=), and

(c) Naphthalene-2, 6-diyl, 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl or decahydronaphthalene-2, 6-diyl (wherein-ch=or two or more non-adjacent-ch=groups present in naphthalene-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl may be substituted by-n=),

the groups (a), (b) and (c) may each independently be substituted with a cyano group, a fluorine atom or a chlorine atom.

Z ^L1 Z is as follows ^L2 Respectively and independently represent a single bond, -CH ₂ CH ₂ -、-(CH ₂ ) ₄ -、-OCH ₂ -、-CH ₂ O-、-COO-、-OCO-、-OCF ₂ -、-CF ₂ O-, -ch=n-n=ch-, -ch=ch-, -cf=cf-or-c≡c-,

at n ^L1 Is 2 or 3 and A ^L2 Where there are plural, they may be the same or different from each other, in n ^L1 Is 2 or 3 and Z ^L2 When there are plural, they may be the same or different from each other, except for the compounds represented by the general formulae (N-1), (N-2) and (N-3).

The compound represented by the general formula (L) corresponds to a compound having substantially neutral dielectric properties (the value of Δε is-2 to 2). The compounds represented by the general formula (L) may be used alone or in combination. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with desired properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the type of the compound used is one. Or in another embodiment two, three, four, five, six, seven, eight, nine, ten or more.

The amount of the compound represented by the general formula (L) contained in the liquid crystal composition is required to be appropriately adjusted in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, dropping marks, burn-in, dielectric anisotropy, and the like.

The lower limit value of the preferable content of the compound represented by the formula (L) relative to the total amount of the liquid crystal composition is 1 mass% or more, 10 mass% or more, 20 mass% or more, 30 mass% or more, 40 mass% or more, 50 mass% or more, 55 mass% or more, 60 mass% or more, 65 mass% or more, 70 mass% or more, 75 mass% or more, 80 mass% or more.

On the other hand, the upper limit of the preferable content is 95 mass% or less, 85 mass% or less, 75 mass% or less, 65 mass% or less, 55 mass% or less, 45 mass% or less, 35 mass% or less, 25 mass% or less.

In the case where the viscosity of the liquid crystal composition needs to be kept low and the response speed is high, the lower limit value and the upper limit value are preferably high. Further, when it is necessary to maintain Tni of the liquid crystal composition high and to provide the liquid crystal composition with good temperature stability, it is preferable that the lower limit value and the upper limit value be high. In order to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the lower limit value be reduced and the upper limit value be reduced.

In the case of importance of reliability, R ^L1 R is R ^L2 Preferably alkyl groups, R being the term for reducing the volatility of the compounds ^L1 R is R ^L2 Preferably alkoxy groups, in cases where a reduction in viscosity is importantIn this case, at least one of them is preferably an alkenyl group.

The number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3, more preferably 0 or 1, and in the case of paying attention to compatibility with other liquid crystal molecules, 1 is preferable.

R ^L1 R is R ^L2 When the ring structure to which the aromatic compound is bonded is a phenyl group (aromatic group), it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms or an alkenyl group having 4 to 5 carbon atoms, and when the ring structure to which the aromatic compound is bonded is a saturated ring structure such as cyclohexane, pyran or dioxane, it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms or an alkenyl group having 2 to 5 carbon atoms. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms in the case where they are present is preferably 5 or less, and is preferably linear.

[ 55]

(black dots in the formulas represent connection keys.)

In the case where the response speed is emphasized, n ^L1 Preferably 0, n for improving the upper temperature limit of the nematic phase ^L1 Preferably 2 or 3, n in order to achieve their equilibrium ^L1 Preferably 1. In order to satisfy the characteristics required as a liquid crystal composition, it is preferable to combine compounds having different values.

In case of requiring an increase in Δn, A ^L1 、A ^L2 A is a ^L3 Preferably aromatic, A is used for improving the response speed ^L1 、A ^L2 A is a ^L3 Preferably aliphatic, and preferably each independently represents trans-1, 4-cyclohexylene, 1, 4-phenylene, 2-fluoro-1, 4-phenylene, 3, 5-difluoro-1, 4-phenylene, 1, 4-cyclohexenylene, 1, 4-bicyclo [2.2.2 ] ]Octylene, piperidine-1, 4-diyl, naphthalene-2, 6-diyl, decahydronaphthalene-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl, more preferably represents the structure according to formula 56 below, and even more preferably represents trans-1, 4-cyclohexylene or 1, 4-phenylene.

[ 56]

In the case of paying attention to the response speed, Z ^L1 Z is as follows ^L2 Preferably a single bond.

The compound represented by the general formula (L) preferably has 0 or 1 halogen atoms in the molecule.

The compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formulae (L-1) to (L-7).

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

[ 57]

(wherein R is ^L11 R is R ^L12 R in the general formula (L) is respectively and independently represented ^L1 R is R ^L2 The same meaning. )

R ^L11 R is R ^L12 Preferred are a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms and a linear alkenyl group having 2 to 5 carbon atoms.

The compound represented by the general formula (L-1) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

The lower limit value of the preferable content of the compound represented by the formula (L-1) relative to the total amount of the liquid crystal composition is 1% by mass or more, 2% by mass or more, 3% by mass or more, 5% by mass or more, 7% by mass or more, 10% by mass or more, 15% by mass or more, 20% by mass or more, 25% by mass or more, 30% by mass or more, 35% by mass or more, 40% by mass or more, 45% by mass or more, 50% by mass or more, and 55% by mass or more.

On the other hand, the upper limit of the content is preferably 95% by mass or less, 90% by mass or less, 85% by mass or less, 80% by mass or less, 75% by mass or less, 70% by mass or less, 65% by mass or less, 60% by mass or less, 55% by mass or less, 50% by mass or less, 45% by mass or less, 40% by mass or less, 35% by mass or less, 30% by mass or less, 25% by mass or less.

In the case where the viscosity of the liquid crystal composition needs to be kept low and the response speed is high, the lower limit value and the upper limit value are preferably high. Further, in the case where Tni of the liquid crystal composition needs to be kept high and the liquid crystal composition has good temperature stability, it is preferable that the lower limit value is centered and the upper limit value is centered. In order to increase the dielectric anisotropy in order to keep the drive voltage low, the lower limit value and the upper limit value are preferably low.

The compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (L-1-1).

[ 58]

(wherein R is ^L12 The meaning is the same as that in the general formula (L-1). )

The compound represented by the general formula (L-1-1) is preferably a compound selected from the group of compounds represented by the formulas (L-1-1.1) to (L-1-1.3), more preferably a compound represented by the formula (L-1-1.2) or (L-1-1.3), particularly preferably a compound represented by the formula (L-1-1.3).

[ 59]

The lower limit value of the preferable content of the compound represented by the formula (L-1-1.3) relative to the total amount of the liquid crystal composition is 1 mass% or more, 2 mass% or more, 3 mass% or more, 5 mass% or more, 7 mass% or more, 10 mass% or more.

On the other hand, the upper limit of the content is preferably 20 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, 8 mass% or less, 7 mass% or less, 6 mass% or less, 5 mass% or less, 3 mass% or less.

The compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (L-1-2).

[ chemical 60]

The lower limit value of the preferable content of the compound represented by the formula (L-1-2) relative to the total amount of the liquid crystal composition is 1% by mass or more, 5% by mass or more, 10% by mass or more, 15% by mass or more, 17% by mass or more, 20% by mass or more, 23% by mass or more, 25% by mass or more, 27% by mass or more, 30% by mass or more, 35% by mass or more.

On the other hand, the upper limit of the content is preferably 60 mass% or less, 55 mass% or less, 50 mass% or less, 45 mass% or less, 42 mass% or less, 40 mass% or less, 38 mass% or less, 35 mass% or less, 33 mass% or less, or 30 mass% or less.

Further, the compound represented by the general formula (L-1-2) is preferably a compound selected from the group of compounds represented by the formulas (L-1-2.1) to (L-1-2.4), more preferably a compound represented by the formulas (L-1-2.2) to (L-1-2.4). In particular, the compound represented by the formula (L-1-2.2) is preferable because it improves the response speed of the liquid crystal composition. In the case where Tni is required to be higher than the response speed, the compound represented by the formula (L-1-2.3) or the formula (L-1-2.4) is preferably used.

In order to improve the solubility at low temperatures, it is not preferable that the amount of the compound represented by the formula (L-1-2.3) or the formula (L-1-2.4) contained in the liquid crystal composition is 30% by mass or more.

[ chemical 61]

The lower limit value of the preferable content of the compound represented by the formula (L-1-2.2) relative to the total amount of the liquid crystal composition is 10% by mass or more, 15% by mass or more, 18% by mass or more, 20% by mass or more, 23% by mass or more, 25% by mass or more, 27% by mass or more, 30% by mass or more, 33% by mass or more, 35% by mass or more, 38% by mass or more, 40% by mass or more.

On the other hand, the upper limit of the content is preferably 60 mass% or less, 55 mass% or less, 50 mass% or less, 45 mass% or less, 43 mass% or less, 40 mass% or less, 38 mass% or less, 35 mass% or less, 32 mass% or less, 30 mass% or less, 27 mass% or less, 25 mass% or less, 22 mass% or less.

The lower limit value of the total preferable content of the compound represented by the formula (L-1-2.3) and the compound represented by the formula (L-1-2.4) relative to the total amount of the liquid crystal composition is 10 mass% or more, 15 mass% or more, 20 mass% or more, 25 mass% or more, 27 mass% or more, 30 mass% or more, 35 mass% or more, 40 mass% or more.

The compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (L-1-3).

[ 62]

(wherein R is ^L13 R is R ^L14 Each independently represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyl group having 2 to 8 carbon atoms. )

R ^L13 R is R ^L14 Preferably, each independently is 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.

The lower limit value of the preferable content of the compound represented by the formula (L-1-3) relative to the total amount of the liquid crystal composition is 1% by mass or more, 5% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, 20% by mass or more, 23% by mass or more, 25% by mass or more, 30% by mass or more.

On the other hand, the upper limit of the content is preferably 60 mass% or less, 55 mass% or less, 50 mass% or less, 45 mass% or less, 40 mass% or less, 37 mass% or less, 35 mass% or less, 33 mass% or less, 30 mass% or less, 27 mass% or less, 25 mass% or less, 23 mass% or less, 20 mass% or less, 17 mass% or less, 15 mass% or less, 13 mass% or less, or 10 mass% or less.

Further, the compound represented by the general formula (L-1-3) is preferably a compound selected from the group of compounds represented by the formulas (L-1-3.1) to (L-1-3.13), more preferably a compound represented by the formulas (L-1-3.1), (L-1-3.3) or (L-1-3.4). In particular, the compound represented by the formula (L-1-3.1) is preferable because it improves the response speed of the liquid crystal composition. In the case where Tni is required to be higher than the response speed, the compounds represented by the formulae (L-1-3.3), (L-1-3.4), (L-1-3.11) and (L-1-3.12) are preferably used.

In order to improve the solubility at low temperatures, it is not preferable that the total amount of the compounds represented by the formulas (L-1-3.3), (L-1-3.4), (L-1-3.11) and (L-1-3.12) in the liquid crystal composition is 20% by mass or more.

[ 63]

The lower limit value of the preferable content of the compound represented by the formula (L-1-3.1) relative to the total amount of the liquid crystal composition is 1% by mass or more, 2% by mass or more, 3% by mass or more, 5% by mass or more, 7% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 18% by mass or more, and 20% by mass or more.

On the other hand, the upper limit of the content is preferably 20 mass% or less, 17 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, 8 mass% or less, 7 mass% or less, or 6 mass% or less.

The compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (L-1-4) and/or the general formula (L-1-5).

[ 64]

(wherein R is ^L15 R is R ^L16 Each independently represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyl group having 2 to 8 carbon atoms. )

R ^L15 R is R ^L16 Preferably, each independently is 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.

The lower limit value of the preferable content of the compound represented by the formula (L-1-4) relative to the total amount of the liquid crystal composition is 1 mass% or more, 5 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 17 mass% or more, or 20 mass% or more.

On the other hand, the upper limit of the preferable content is 25 mass% or less, 23 mass% or less, 20 mass% or less, 17 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less.

The lower limit value of the preferable content of the compound represented by the formula (L-1-5) relative to the total amount of the liquid crystal composition is 1 mass% or more, 5 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 17 mass% or more, or 20 mass% or more.

The compounds represented by the general formulae (L-1-4) and (L-1-5) are preferably selected from the group of compounds represented by the general formulae (L-1-4.1) to (L-1-4.3) and (L-1-5.1) to (L-1-5.3), and more preferably are compounds represented by the general formulae (L-1-4.2) or (L-1-5.2).

[ 65]

The lower limit value of the preferable content of the compound represented by the formula (L-1-4.2) relative to the total amount of the liquid crystal composition is 1% by mass or more, 2% by mass or more, 3% by mass or more, 5% by mass or more, 7% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 18% by mass or more, and 20% by mass or more.

The compound represented by the formula (L-1-1.3), the formula (L-1-2.2), the formula (L-1-3.1), the formula (L-1-3.3), the formula (L-1-3.4), the formula (L-1-3.11) and the formula (L-1-3.12) is preferably combined, and the compound represented by the formula (L-1-1.3), the formula (L-1-2.2), the formula (L-1-3.1), the formula (L-1-3.3), the formula (L-1-3.4) and the formula (L-1-4.2) is more preferably combined.

The lower limit value of the total amount of these compounds relative to the total amount of the liquid crystal composition is 1% by mass or more, 2% by mass or more, 3% by mass or more, 5% by mass or more, 7% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 18% by mass or more, 20% by mass or more, 23% by mass or more, 25% by mass or more, 27% by mass or more, 30% by mass or more, 33% by mass or more, and 35% by mass or more.

On the other hand, the upper limit of the total content is preferably 80 mass% or less, 70 mass% or less, 60 mass% or less, 50 mass% or less, 45 mass% or less, 40 mass% or less, 37 mass% or less, 35 mass% or less, 33 mass% or less, 30 mass% or less, 28 mass% or less, 25 mass% or less, 23 mass% or less, or 20 mass% or less.

In the case where the reliability of the liquid crystal composition is important, it is preferable to combine two or more compounds selected from the compounds represented by the formulas (L-1-3.1), (L-1-3.3) and (L-1-3.4), and in the case where the response speed of the liquid crystal composition is important, it is preferable to combine two or more compounds selected from the compounds represented by the formulas (L-1-1.3) and (L-1-2.2).

The compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (L-1-6).

[ chemical 66]

(wherein R is ^L17 R is R ^L18 Each independently represents a methyl group or a hydrogen atom. )

The lower limit value of the preferable content of the compound represented by the formula (L-1-6) relative to the total amount of the liquid crystal composition is 1% by mass or more, 5% by mass or more, 10% by mass or more, 15% by mass or more, 17% by mass or more, 20% by mass or more, 23% by mass or more, 25% by mass or more, 27% by mass or more, 30% by mass or more, 35% by mass or more.

Further, the compound represented by the general formula (L-1-6) is preferably a compound selected from the group of compounds represented by the formulas (L-1-6.1) to (L-1-6.3).

[ 67]

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

[ chemical 68]

(wherein R is ^L21 R is R ^L22 R in the general formula (L) is respectively and independently represented ^L1 R is R ^L2 The same meaning. )

R ^L21 Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, R ^L22 Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.

The compound represented by the general formula (L-2) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

When the solubility at low temperature is emphasized, the effect is high if the content is set to be slightly large, whereas when the response speed is emphasized, the effect is high if the content is set to be slightly small. Further, in the case of improving the drop mark and burn-in characteristics, the content range is preferably set to be centered.

The lower limit value of the preferable content of the compound represented by the formula (L-2) relative to the total amount of the liquid crystal composition is 1 mass% or more, 2 mass% or more, 3 mass% or more, 5 mass% or more, 7 mass% or more, 10 mass% or more.

The compound represented by the general formula (L-2) is preferably a compound selected from the group of compounds represented by the formulas (L-2.1) to (L-2.6), more preferably a compound represented by the formulas (L-2.1), (L-2.3), (L-2.4) and (L-2.6).

[ 69]

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

[ 70]

(wherein R is ^L31 R is R ^L32 R in the general formula (L) is respectively and independently represented ^L1 R is R ^L2 The same meaning. )

R ^L31 R is R ^L32 Preferably, each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.

The compound represented by the general formula (L-3) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

The lower limit value of the preferable content of the compound represented by the formula (L-3) relative to the total amount of the liquid crystal composition is 1 mass% or more, 2 mass% or more, 3 mass% or more, 5 mass% or more, 7 mass% or more, 10 mass% or more.

When a high birefringence is obtained, the effect is high if the content is set to be slightly large, whereas when a high Tni is emphasized, the effect is high if the content is set to be slightly small. Further, in the case of improving the drop mark and burn-in characteristics, the content range is preferably set to be centered.

Further, the compound represented by the general formula (L-3) is preferably a compound selected from the group of compounds represented by the formulas (L-3.1) to (L-3.7), more preferably a compound represented by the formulas (L-3.2) to (L-3.7).

[ chemical 71]

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

[ chemical 72]

(wherein R is ^L41 R is R ^L42 R in the general formula (L) is respectively and independently represented ^L1 R is R ^L2 The same meaning. )

R ^L41 Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, R ^L42 Preferably an alkyl group having 1 to 5 carbon atoms, and carbonAlkenyl groups having 4 to 5 atoms or alkoxy groups having 1 to 4 carbon atoms.

The compound represented by the general formula (L-4) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

The content of the compound represented by the general formula (L-4) in the liquid crystal composition is required to be appropriately adjusted in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, dropping marks, screen burn-in, dielectric anisotropy, etc.

The lower limit value of the preferable content of the compound represented by the formula (L-4) relative to the total amount of the liquid crystal composition is 1% by mass or more, 2% by mass or more, 3% by mass or more, 5% by mass or more, 7% by mass or more, 10% by mass or more, 14% by mass or more, 16% by mass or more, 20% by mass or more, 23% by mass or more, 26% by mass or more, 30% by mass or more, 35% by mass or more, and 40% by mass or more.

On the other hand, the upper limit of the content is preferably 50 mass% or less, 40 mass% or less, 35 mass% or less, 30 mass% or less, 20 mass% or less, 15 mass% or less, 10 mass% or less, or 5 mass% or less.

The compound represented by the general formula (L-4) is preferably a compound represented by the formulae (L-4.1) to (L-4.3), for example.

[ 73]

The compound represented by the formula (L-4.1) may be contained, the compound represented by the formula (L-4.2) may be contained, both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) may be contained, and the compounds represented by the formulas (L-4.1) to (L-4.3) may be contained in all of them, depending on the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.

The lower limit value of the preferable content of the compound represented by the formula (L-4.1) or the formula (L-4.2) relative to the total amount of the liquid crystal composition is 3 mass% or more, 5 mass% or more, 7 mass% or more, 9 mass% or more, 11 mass% or more, 12 mass% or more, 13 mass% or more, 18 mass% or more, or 21 mass% or more.

On the other hand, the upper limit of the content is preferably 45 mass% or less, 40 mass% or less, 35 mass% or less, 30 mass% or less, 25 mass% or less, 23 mass% or less, 20 mass% or less, 18 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, 8 mass% or less.

When both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) are contained, the lower limit of the preferable content of both compounds relative to the total amount of the liquid crystal composition is 15 mass% or more, 19 mass% or more, 24 mass% or more, or 30 mass% or more.

On the other hand, the upper limit of the content is preferably 45 mass% or less, 40 mass% or less, 35 mass% or less, 30 mass% or less, 25 mass% or less, 23 mass% or less, 20 mass% or less, 18 mass% or less, 15 mass% or less, or 13 mass% or less.

The compound represented by the general formula (L-4) is, for example, preferably a compound represented by the formulae (L-4.4) to (L-4.6), more preferably a compound represented by the formula (L-4.4).

[ chemical 74]

The compound represented by the formula (L-4.4) may be contained, or the compound represented by the formula (L-4.5) may be contained, or both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) may be contained, depending on the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.

The lower limit value of the preferable content of the compound represented by the formula (L-4.4) or the formula (L-4.5) relative to the total amount of the liquid crystal composition is 3 mass% or more, 5 mass% or more, 7 mass% or more, 9 mass% or more, 11 mass% or more, 12 mass% or more, 13 mass% or more, 18 mass% or more, or 21 mass% or more.

When both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) are contained, the lower limit of the preferable content of both compounds relative to the total amount of the liquid crystal composition is 15 mass% or more, 19 mass% or more, 24 mass% or more, or 30 mass% or more.

The compound represented by the general formula (L-4) is preferably a compound represented by the formulae (L-4.7) to (L-4.10), and particularly preferably a compound represented by the formula (L-4.9).

[ 75]

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

[ chemical 76]

(wherein R is ^L51 R is R ^L52 R in the general formula (L) is respectively and independently represented ^L1 R is R ^L2 The same meaning. )

R ^L51 Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, R ^L52 Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.

The compound represented by the general formula (L-5) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

The content of the compound represented by the general formula (L-5) in the liquid crystal composition is required to be appropriately adjusted in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, dropping marks, screen burn-in, dielectric anisotropy, etc.

The lower limit value of the preferable content of the compound represented by the formula (L-5) relative to the total amount of the liquid crystal composition is 1% by mass or more, 2% by mass or more, 3% by mass or more, 5% by mass or more, 7% by mass or more, 10% by mass or more, 14% by mass or more, 16% by mass or more, 20% by mass or more, 23% by mass or more, 26% by mass or more, 30% by mass or more, 35% by mass or more, and 40% by mass or more.

The compound represented by the general formula (L-5) is preferably a compound represented by the formula (L-5.1) or the formula (L-5.2), and particularly preferably a compound represented by the formula (L-5.1).

[ chemical 77]

The lower limit of the preferable content of these compounds with respect to the total amount of the liquid crystal composition is 1 mass% or more, 2 mass% or more, 3 mass% or more, 5 mass% or more, 7 mass% or more.

On the other hand, the upper limit of the preferable content is 20 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, 9 mass% or less.

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

[ 78]

The compound represented by the general formula (L-5) is preferably a compound selected from the group of compounds represented by the formulas (L-5.5) to (L-5.7), and particularly preferably a compound represented by the formula (L-5.7).

[ chemical 79]

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

[ 80]

(wherein R is ^L61 R is R ^L62 R in the general formula (L) is respectively and independently represented ^L1 R is R ^L2 Identical meaning, X ^L61 X is X ^L62 Each independently represents a hydrogen atom or a fluorine atom. )

R ^L61 R is R ^L62 Preferably independently an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably X ^L61 X is X ^L62 One of which is a fluorine atom and the other of which is a hydrogen atom.

The compound represented by the general formula (L-6) may be used alone or in combination of two or more. The types of the compounds to be combined are not particularly limited, and may be suitably combined and used in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the types of the compounds used are one, two, three, four, five or more.

The lower limit value of the preferable content of the compound represented by the formula (L-6) relative to the total amount of the liquid crystal composition is 1% by mass or more, 2% by mass or more, 3% by mass or more, 5% by mass or more, 7% by mass or more, 10% by mass or more, 14% by mass or more, 16% by mass or more, 20% by mass or more, 23% by mass or more, 26% by mass or more, 30% by mass or more, 35% by mass or more, and 40% by mass or more.

Note that when the emphasis is placed on increasing Δn, the content is preferably increased, and when the emphasis is placed on precipitation at low temperature, the content is preferably decreased.

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

[ 81]

The types of the combinable compounds are not particularly limited, but one to three, more preferably one to four, of these compounds are contained. In addition, the molecular weight distribution of the selected compound is also effective for solubility, and therefore, for example, it is preferable to select one compound from the compounds represented by the formula (L-6.1) or the formula (L-6.2), one compound from the compounds represented by the formula (L-6.4) or the formula (L-6.5), one compound from the compounds represented by the formula (L-6.6) or the formula (L-6.7), one compound from the compounds represented by the formula (L-6.8) or the formula (L-6.9), and appropriately combine them. Among them, the compounds represented by the formula (L-6.1), the formula (L-6.3), the formula (L-6.4), the formula (L-6.6) and the formula (L-6.9) are preferably contained.

Further, the compound represented by the general formula (L-6) is preferably a compound represented by the formulae (L-6.10) to (L-6.17), for example, and more preferably a compound represented by the formula (L-6.11).

[ chemical 82]

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

[ 83]

(wherein R is ^L71 R is R ^L72 R in the general formula (L) is respectively and independently represented ^L1 R is R ^L2 The same meaning, A ^L71 A is a ^L72 Each independently represents A in the general formula (L) ^L2 A is a ^L3 The same meaning, but A ^L71 A is a ^L72 The hydrogen atoms of the radicals are each independently substituted by fluorine atoms, Z ^L71 Z in the general formula (L) ^L2 Identical meaning, X ^L71 X is X ^L72 Each independently represents a fluorine atom or a hydrogen atom. )

Wherein R is ^L71 R is R ^L72 Preferably, each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, A ^L71 A is a ^L72 Preferably each independently is 1, 4-cyclohexylene or 1, 4-phenylene, A ^L71 A is a ^L72 The hydrogen atoms of the radicals are each independently substituted by fluorine atoms, Z ^L71 Preferably a single bond or COO-, preferably a single bond, X ^L71 X is X ^L72 Preferably a hydrogen atom.

The types of the compounds to be combined are not particularly limited, and they are combined according to the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. For example, as one embodiment, the kinds of the compounds used are one, two, three, four.

The amount of the compound represented by the general formula (L-7) contained in the liquid crystal composition is required to be appropriately adjusted in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, dropping marks, burn-in, dielectric anisotropy, etc.

The lower limit value of the preferable content of the compound represented by the formula (L-7) relative to the total amount of the liquid crystal composition is 1 mass% or more, 2 mass% or more, 3 mass% or more, 5 mass% or more, 7 mass% or more, 10 mass% or more, 14 mass% or more, 16 mass% or more, and 20 mass% or more.

On the other hand, the upper limit of the content is preferably 30 mass% or less, 25 mass% or less, 23 mass% or less, 20 mass% or less, 18 mass% or less, 15 mass% or less, 10 mass% or less, or 5 mass% or less.

When a liquid crystal composition having a high Tni is desired, the content of the compound represented by the formula (L-7) is preferably set to be slightly larger, and when a liquid crystal composition having a low viscosity is desired, the content is preferably set to be slightly smaller.

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formulae (L-7.1) to (L-7.4), more preferably a compound represented by the formula (L-7.2).

[ chemical 84]

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formulae (L-7.11) to (L-7.13), more preferably a compound represented by the formula (L-7.11).

[ chemical 85]

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formulae (L-7.21) to (L-7.23), more preferably a compound represented by the formula (L-7.21).

[ 86]

The compound represented by the general formula (L-7) is preferably a compound represented by the formulae (L-7.31) to (L-7.34), more preferably a compound represented by the formulae (L-7.31) or/and (L-7.32).

[ 87]

The compound represented by the general formula (L-7) is preferably a compound represented by the formulae (L-7.41) to (L-7.44), more preferably a compound represented by the formulae (L-7.41) or/and (L-7.42).

[ 88]

Further, the compounds represented by the general formula (L-7) are preferably compounds represented by the formulae (L-7.51) to (L-7.53).

[ chemical 89]

The liquid crystal composition of the present invention may further contain a polymerizable compound. The polymerizable compound may be any of various compounds, and preferably includes at least one compound represented by the following general formula (P).

[ chemical 90]

In the formula (P), Z ^p1 Represents a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted with a halogen atom, an alkoxy group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted with a halogen atom, an alkenyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted with a halogen atom, an alkenyloxy group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted with a halogen atom or-Sp ^p2 -R ^p2 。

R ^p1 R is R ^p2 Each of the following formulas (R-I) to (R-IX).

[ 91]

(in the formula (I),

at the same time as Sp ^p1 Or Sp ^p2 The connection is carried out,

R ² ～R ⁶ each independently represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a halogenated alkyl group having 1 to 5 carbon atoms,

w represents a single bond, -O-or methylene,

t represents a single bond or-COO-,

p, t and q each independently represent 0, 1 or 2. )

Sp ^p1 Sp and Sp ^p2 Respectively, the two groups represent a spacer group,

L ^p1 l and L ^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 ^a -、-NR ^a -CO-、-SCH ₂ -、-CH ₂ S-、-CH＝CR ^a -COO-、-CH＝CR ^a -OCO-、-COO-CR ^a ＝CH-、-OCO-CR ^a ＝CH-、-COO-CR ^a ＝CH-COO-、-COO-CR ^a ＝CH-OCO-、-OCO-CR ^a ＝CH-COO-、-OCO-CR ^a ＝CH-OCO-、-(CH ₂ ) _z -C(＝O)-O-、-(CH ₂ ) _z -O-(C＝O)-、-O-(C＝O)-(CH ₂ ) _z -、-(C＝O)-O-(CH ₂ ) _z -、-CH ₂ (CH ₃ )C-C(＝O)-O-、-CH ₂ (CH ₃ )C-O-(C＝O)-、-O-(C＝O)-C(CH ₃ )CH ₂ 、-(C＝O)-O-C(CH ₃ )-CH 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, in the formula, R ^a Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and z represents an integer of 1 to 4).

M ^p2 Represents 1, 4-phenylene, 1, 4-cyclohexylene, anthracene-2, 6-diyl, phenanthrene-2, 7-diylA group, pyridine-2, 5-diyl, pyrimidine-2, 5-diyl, naphthalene-2, 6-diyl, indan-2, 5-diyl, 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl, 1, 3-dioxane-2, 5-diyl or a single bond, M ^p2 Unsubstituted or C1-12 alkyl, C1-12 alkyl halide, C1-12 alkoxy halide, halogen atom, cyano, nitro or-R ^p1 And (3) substitution.

M ^p1 Represents any one of the following formulas (i-11) to (ix-11).

[ chemical 92]

(wherein, in the formula, the ratio is equal to Sp ^p1 Connection, at x and L ^p1 、L ^p2 Or Z is ^p1 And (5) connection. )

M ^p3 Represents any one of the following formulas (i-13) to (ix-13).

[ 93]

(wherein, in the formula, Z ^p1 Connection, at x and L ^p2 Connection

m ^p2 ～m ^p4 Each independently represents 0, 1, 2 or 3,

m ^p1 m ^p5 Each independently represents 1, 2 or 3,

at Z ^p1 Where there are plural, they may be the same or different from each other, where R ^p1 Where there are plural, they may be the same or different from each other, where R ^p2 Where there are a plurality, they may be the same or different from each other, at Sp ^p1 Where there are a plurality, they may be the same or different from each other, at Sp ^p2 Where there are plural, they may be the same or different from each other, at L ^p1 Where there are plural, they may be the same or different from each other, where M ^p2 There are a plurality ofIn the case of (2), they may be the same or different from each other.

The liquid crystal composition may suitably form a pretilt angle of liquid crystal molecules by further containing a polymerizable compound in addition to the alignment aid (the first compound and the second compound).

The liquid crystal composition preferably does not contain a compound having a structure in which oxygen atoms such as a peracid (-CO-OO-) structure are linked to each other in the molecule.

In the case where importance is attached to the reliability and long-term stability of the liquid crystal composition, the content of the compound having a carbonyl group relative to the total amount of the liquid crystal composition is preferably 5% by mass or less, more preferably 3% by mass or less, still more preferably 1% by mass or less, and most preferably substantially none.

In the case where stability due to UV irradiation is important, the content of the compound substituted with a chlorine atom relative to the total amount of the liquid crystal composition is preferably 15% by mass or less, more preferably 10% by mass or less, further preferably 8% by mass or less, further preferably 5% by mass or less, particularly preferably 3% by mass or less, and most preferably substantially none.

The content of the compound having a 6-membered ring in each of the ring structures in the molecule is preferably increased, and the content of the compound having a 6-membered ring in each of the ring structures in the molecule with respect to the total amount of the liquid crystal composition is preferably 80 mass% or more, more preferably 90 mass% or more, still more preferably 95 mass% or more, and most preferably substantially 100 mass%.

In order to suppress deterioration due to oxidation of the liquid crystal composition, the content of the compound having a cyclohexenylene group as a ring structure is preferably reduced, and the content of the compound having a cyclohexenylene group relative to the total amount of the liquid crystal composition is preferably 10 mass% or less, more preferably 8 mass% or less, still more preferably 5 mass% or less, particularly preferably 3 mass% or less, and most preferably substantially none.

In the case where improvement of viscosity and improvement of Tni are emphasized, the content of the compound having a 2-methylbenzene-1, 4-diyl group in the molecule, which may be substituted with a halogen atom, is preferably reduced, and the content of the compound having a 2-methylbenzene-1, 4-diyl group in the molecule relative to the total amount of the liquid crystal composition is preferably 10 mass% or less, more preferably 8 mass% or less, further preferably 5 mass% or less, particularly preferably 3 mass% or less, and most preferably substantially none.

In the present specification, the liquid crystal composition substantially containing no "compound X" means that the "compound X" is contained in an amount not exceeding the amount that the liquid crystal composition unintentionally (inevitably) contains.

Average elastic constant (K) of liquid crystal composition _AVG ) The lower limit value of (2) is preferably 10 or more, 10.5 or more, 11 or more, 11.5 or more, 12 or more, 12.3 or more, 12.5 or more, 12.8 or more, 13 or more, 13.3 or more, 13.5 or more, 13.8 or more, 14 or more, 14.3 or more, 14.5 or more, 14.8 or more, 15 or more, 15.3 or more, 15.5 or more, 15.8 or more, 16 or more, 16.3 or more, 16.5 or more, 16.8 or more, 17 or more, 17.3 or more, 17.5 or more, 17.8 or more, 18 or more.

On the other hand, the average elastic constant (K) _AVG ) The upper limit value of (c) is preferably 25 or less, 24.5 or less, 24 or less, 23.5 or less, 23 or less, 22.8 or less, 22.5 or less, 22.3 or less, 22 or less, 21.8 or less, 21.5 or less, 21.3 or less, 21 or less, 20.8 or less, 20.5 or less, 20.3 or less, 20 or less, 19.8 or less, 19.5 or less, 19 or less, 18.8 or less, 18.5 or less, 18.3 or less, 17.8 or less, 17.5 or less, 17.3 or less.

In the case where importance is attached to reducing the power consumption, it is effective to suppress the light quantity of the backlight, and the liquid crystal display element preferably increases the light transmittance, so that K is preferably used _AVG The value of (2) is set slightly lower. In the case where improvement of the response speed is emphasized, K is preferably selected from _AVG The value of (2) is set slightly higher.

(liquid Crystal display element)

The liquid crystal composition of the present invention is applicable to liquid crystal display elements. Hereinafter, an example of a liquid crystal display element according to the present embodiment will be described with reference to fig. 1 and 2.

Fig. 1 is a diagram schematically showing a configuration of a liquid crystal display element. In fig. 1, for convenience of explanation, the constituent elements are shown to be separated from each other.

As shown in fig. 1, a liquid crystal display element 1 according to the present embodiment includes: the first substrate 2 and the second substrate 3 disposed in a facing manner, and the liquid crystal layer 4 provided between the first substrate 2 and the second substrate 3, the liquid crystal layer 4 including the liquid crystal composition.

A pixel electrode layer 5 is formed on the first substrate 2 on the liquid crystal layer 4 side surface. A common electrode layer 6 is formed on the second substrate 3 on the liquid crystal layer 4 side. 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 liquid crystal layer 4 side of the second substrate 3.

That is, the liquid crystal display element 1 according to one embodiment has a structure in which a first polarizing plate 7, a first substrate 2, a pixel electrode layer 5, a liquid crystal layer 4 including a liquid crystal composition, a common electrode layer 6, a color filter 9, a second substrate 3, and a second polarizing plate 8 are laminated in this order.

The first substrate 2 and the second substrate 3 are formed of a flexible material such as glass or plastic. At least one of the first substrate 2 and the second substrate 3 is made of a transparent material, and the other may be made of a transparent material, or may be made of an opaque material such as metal or silicon.

The first substrate 2 and the second substrate 3 are bonded to each other with a sealing material such as an epoxy thermosetting composition and a sealing material disposed in the peripheral region, and for maintaining the inter-substrate distance therebetween, for example, granular spacers such as glass particles, plastic particles, and alumina particles, or resin-containing spacer columns formed by photolithography may be disposed.

The first polarizing plate 7 and the second polarizing plate 8 can be adjusted so that the polarizing axes of the respective polarizing plates are adjusted to improve the viewing angle and contrast, and preferably have transmission axes parallel to each other so that the transmission axes thereof operate in a normally black mode. In particular, it is preferable that either one of the first polarizing plate 7 and the second polarizing plate 8 is arranged so as to have a transmission axis parallel to the alignment direction of the liquid crystal molecules when no voltage is applied.

From the viewpoint of preventing light leakage, the color filter 9 is preferably formed as a black matrix, and a black matrix (not shown) is preferably formed at a portion corresponding to the thin film transistor.

The black matrix may be provided on the substrate opposite to the array substrate together with the color filter, may be provided on the array substrate side together with the color filter, or may be separately provided on the array substrate and the color filter on another substrate, respectively. The black matrix may be provided separately from the color filters, but the transmittance may be reduced by overlapping the colors of the color filters.

Fig. 2 is a plan view of an area surrounded by an I line, which is a part of the pixel electrode layer 5 formed on the first substrate 2 in fig. 1, enlarged.

As shown in fig. 2, in the pixel electrode layer 5 including a thin film transistor formed on the surface of the first substrate 2, a plurality of gate bus lines 11 for supplying a scanning signal and a plurality of data bus lines 12 for supplying a display signal are arranged in a matrix. Note that fig. 2 shows only a pair of gate buses 11, 11 and a pair of data buses 12, 12.

A unit pixel of the liquid crystal display element is formed by a region surrounded by the plurality of gate bus lines 11 and the plurality of data bus lines 12, and a pixel electrode 13 is formed in the unit pixel. The pixel electrode 13 has a so-called fishbone structure having two trunk portions formed in a cross shape orthogonal to each other and a plurality of branch portions extending from each trunk portion.

Further, a Cs electrode 14 is provided between the pair of gate bus lines 11, 11 substantially parallel to the gate bus line 11. In addition, a thin film transistor including a source electrode 15 and a drain electrode 16 is provided near an intersection where the gate bus line 11 and the data bus line 12 intersect with each other. The drain electrode 16 is provided with a contact hole 17.

The gate bus lines 11 and the data bus lines 12 are preferably each formed of a metal film, more preferably Al, cu, au, ag, cr, ta, ti, mo, W, ni or an alloy thereof, and even more preferably Mo, al or an alloy thereof.

In order to enhance the transmittance, the pixel electrode 13 is preferably a transparent electrode. The transparent electrode can be formed by sputtering an Oxide semiconductor (ZnO, inGaZnO, siGe, gaAs, indium zinc Oxide (Indium Zinc Oxide, IZO), indium Tin Oxide (ITO), snO, tiO, AZTO (AlZnSnO), or the like).

In this case, the film thickness of the transparent electrode may be 10nm to 200nm. In order to reduce the resistance, the amorphous ITO film may be baked to form a polycrystalline ITO film, thereby forming a transparent electrode.

In the liquid crystal display element of the present embodiment, for example, a metal material such as Al or an alloy thereof is sputtered on the first substrate 2 and the second substrate 3 to form wiring, and the pixel electrode layer 5 and the common electrode layer 6 are formed respectively. The color filter 9 may be manufactured by, for example, a pigment dispersion method, a printing method, an electrodeposition method, a dyeing method, or the like.

In the case of describing an example of a method for producing a color filter by a pigment dispersion method, a curable coloring composition for a color filter is applied to the transparent substrate, patterned, and cured by heating or light irradiation. This step is performed for three colors of red, green, and blue, respectively, whereby a pixel portion for a color filter can be manufactured. The color filter 9 may be provided on the substrate side having TFTs or the like.

The first substrate 2 and the second substrate 3 are opposed to each other so that the pixel electrode layer 5 and the common electrode layer 6 are inside, but the interval between the first substrate 2 and the second substrate 3 may be adjusted by a spacer. In this case, the thickness of the liquid crystal layer 4 is preferably adjusted so that the thickness is, for example, 1 μm to 100 μm.

When the polarizing plates 7 and 8 are used, the product of the refractive index anisotropy Δn of the liquid crystal layer 4 and the thickness of the liquid crystal layer 4 is preferably adjusted so that the contrast ratio becomes maximum. In the case where there are two polarizing plates 7 and 8, the polarizing axes of the respective polarizing plates may be adjusted so that the viewing angle and contrast are improved. Further, a retardation film for widening the viewing angle may be used. Thereafter, a sealant such as an epoxy thermosetting composition is screen-printed on the substrates in a form in which a liquid crystal injection port is provided, and the substrates are bonded to each other, and the sealant is thermally cured by heating.

The method of sandwiching the composition between the two substrates 2 and 3 may be a conventional vacuum injection method, a Drop Fill (ODF) method, or the like, and there is a problem that there is no Drop mark but there is a residual injection mark in the vacuum injection method, and the present embodiment is more suitably used for a display element manufactured by the ODF method.

In the step of manufacturing a liquid crystal display element by the ODF method, an epoxy photo-thermal curable sealant is drawn into a closed-loop bank shape on either one of a back plate and a front plate by using a dispenser, and a predetermined amount of the composition is dropped thereto under deaeration, and then the front plate and the back plate are bonded to each other, whereby a liquid crystal display element can be manufactured.

In this embodiment, the ODF method can suppress the occurrence of drop marks when the liquid crystal composition is dropped onto the substrate. The drop mark is defined as a phenomenon in which a trace of the liquid crystal composition drops to appear white when black display is performed.

In addition, in the manufacturing step of the liquid crystal display element by the ODF method, the most preferable injection amount of the liquid crystal is required to be dropped according to the size of the liquid crystal display element, but the liquid crystal composition of the present embodiment can stably and continuously drop the liquid crystal for a long period of time with little influence of, for example, abrupt pressure change and impact in the dropping device generated at the time of dropping the liquid crystal, and therefore, the yield of the liquid crystal display element can be maintained high.

In particular, in a small-sized liquid crystal display element which is used in a large number in a smart phone which has been popular recently, it is difficult to control the deviation from the optimum value to a certain range because of the small amount of the optimum liquid crystal injection, but by using the liquid crystal composition of the present embodiment, a stable discharge amount of the liquid crystal material can be realized in the small-sized liquid crystal display element.

In the case where the first compound and the second compound each contain a polymerizable group and the liquid crystal composition contains a polymerizable compound, a method of polymerizing these compounds is preferable as a method of polymerizing by singly or simultaneously or sequentially irradiating active energy rays such as ultraviolet rays or electron beams in order to obtain good alignment performance of liquid crystal molecules, since a proper polymerization rate is desired. In the case of using ultraviolet rays, a polarized light source may be used, or a non-polarized light source may be used.

In addition, when the liquid crystal composition is polymerized in a state of being sandwiched between two substrates, at least the substrate on the irradiation surface side must be provided with appropriate transparency with respect to the active energy rays. In addition, the following method may also be used: when the irradiation is performed with light, only a specific portion is polymerized by using a mask, and then, the condition such as an electric field, a magnetic field, or a temperature is changed, whereby the orientation state of the unpolymerized portion is changed, and further, the polymerization is performed by irradiation with an active energy ray.

In particular, when ultraviolet exposure is performed, it is preferable to perform ultraviolet exposure while applying an alternating electric field to the liquid crystal composition. The applied alternating electric field is preferably alternating current with a frequency of 10Hz to 10kHz, more preferably with a frequency of 60Hz to 10kHz, and the voltage is selected depending on the desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In a liquid crystal display element of a transverse electric field MVA (multi-domain vertical alignment ) mode, it is preferable to control the pretilt angle to 80 degrees to 89.9 degrees from the viewpoints of alignment stability and contrast.

The temperature at the time of irradiation is preferably within a temperature range in which the liquid crystal state of the liquid crystal composition can be maintained. The liquid crystal composition is preferably polymerized at a temperature close to room temperature, that is, typically 15 to 35 ℃.

As the lamp that generates ultraviolet light, a metal halide lamp, a high-pressure mercury lamp, an ultra-high-pressure mercury lamp, or the like can be used. The wavelength of the irradiated ultraviolet light is preferably ultraviolet light whose irradiation wavelength region is not within the absorption wavelength region of the liquid crystal composition, and is preferably used by filtering ultraviolet light as needed.

The intensity of the irradiated ultraviolet rays is preferably 0.1mW/cm ² ～100W/cm ² More preferably 2mW/cm ² ～50W/cm ² . The energy amount of the irradiated ultraviolet rays can be suitably adjusted, and is preferably 10mJ/cm ² ～500J/cm ² More preferably 100mJ/cm ² ～200J/cm ² . The intensity may be changed when ultraviolet light is irradiated.

The time for irradiation of ultraviolet rays can be appropriately selected depending on the intensity of the ultraviolet rays to be irradiated, and is preferably 10 seconds to 3600 seconds, more preferably 10 seconds to 600 seconds.

In the liquid crystal composition of the present invention, since the alignment aid (the first compound and the second compound) does not inhibit the polymerization reaction of the polymerizable compounds, the polymerizable compounds are appropriately polymerized with each other, and the unreacted polymerizable compounds can be prevented from remaining in the liquid crystal composition.

For example, in the case of using the compound represented by the general formula (P) as a polymerizable compound, the obtained liquid crystal display element 1 includes: two substrates 2 and 3, and a liquid crystal layer 4 provided between the two substrates 2 and 3 and containing a polymer of a first compound, a second compound, and a compound represented by the general formula (P). In this case, it is considered that the polymers of the first compound, the second compound, and the compound represented by the general formula (P) exist on the substrates 2 and 3 side of the liquid crystal layer 4 in a biased manner.

In the case where the polymerizable compound is not used, the liquid crystal layer 4 includes a polymer of the first compound and the second compound.

The liquid crystal display element 1 may be an active matrix driving liquid crystal display element. The liquid crystal display element 1 may be a PSA type, PSVA type, VA type, IPS (In-Plane Switching) type, FFS (Fringe Field Switching ) type, or ECB (electrically controlled birefringence, electrically controlled birefringence) type liquid crystal display element, and is preferably a PSA type liquid crystal display element.

In the liquid crystal display element of the present embodiment, since the liquid crystal composition containing the alignment aid (the first compound and the second compound) is used, it is not necessary to provide an alignment film such as a polyimide alignment film on the liquid crystal layer 4 side of the first substrate 2 and the second substrate 3. That is, the liquid crystal display element of the present embodiment may have a structure in which at least one of the two substrates does not have an alignment film such as a polyimide alignment film.

While the alignment aid, the liquid crystal composition, and the liquid crystal display element according to the present invention have been described above based on the illustrated embodiments, the present invention is not limited to this, and any other structure may be added instead of any structure having the same function.

Examples

Hereinafter, examples of the present invention will be described, but the present invention is not limited to the following examples.

The characteristics measured in the examples are as follows.

T _ni : nematic phase-isotropic liquid phase transition temperature (. Degree. C.)

An: refractive index anisotropy at 20 DEG C

η: viscosity at 20℃ (mPa. S)

γ1: rotational viscosity at 20 ℃ (mPa. S)

Δε: dielectric constant anisotropy at 20 DEG C

K ₃₃ : elastic constant K at 20 DEG C ₃₃ (pN)

1. Preparation of liquid Crystal mixtures

Hereinafter, the following abbreviations are used for the compounds.

Structure of ring

[ 94]

< side chain Structure >

TABLE 1

Shorthand	Chemical structure
		-n	-C _n H _2n+1
n-	C _n H _2n+1 -
		-On	-OC _n H _2n+1
nO-	C _n H _2n+1 O-
		-V	-CH＝CH ₂
V-	CH ₂ ＝CH-
		-V1	-CH＝CH-CH ₃
1V-	CH ₃ -CH＝CH-
		-2V	-CH ₂ -CH ₂ -CH＝CH ₂
V2-	CH ₂ ＝CH-CH ₂ -CH ₂ -
		-2V1	-CH ₂ -CH ₂ -CH＝CH-CH ₃
1V2-	CH ₃ -CH＝CH-CH ₂ -CH ₂ -

(wherein n in the table is a natural number.)

< connection Structure >

TABLE 2

Shorthand	Chemical structure
		-n-	-C _n H _2n -
-nO-	-C _n H _2n O-
		-On-	-OC _n H _2n -
-COO-	-C(＝O)-O-
		-OCO-	-O-C(＝O)-
-V-	-CH＝CH-
		-nV-	-C _n H _2n -CH＝CH-
-Vn-	-CH＝CH-C _n H _2n -
		-T-	-C≡C-
-CF2O-	-CF ₂ -O-
		-OCF2-	-O-CF ₂ -

(wherein n in the table is a natural number.)

(liquid Crystal mixture LC-1)

First, a mixture HLC-1 of the formulation shown in Table 3 below was prepared. To this mixture HLC-1100 wt%, 0.3 wt% of the following polymerizable compound (R-1-0) was added and heated for dissolution, thereby obtaining a liquid crystal mixture LC-1.

TABLE 3

[ 95]

(liquid Crystal mixture LC-2-liquid Crystal mixture LC-8)

First, a mixture HLC-2 to a mixture HLC-8 of the formulation shown in Table 4 below was prepared. To 100% by weight of each of these mixtures HLC-2 to HLC-8, 0.3% by weight of the above-mentioned polymerizable compound (R-1-0) was added and dissolved by heating, thereby obtaining liquid crystal mixtures LC-2 to LC-8.

TABLE 4

(liquid Crystal mixture LC-9-liquid Crystal mixture LC-16)

To 100% by weight of each of the mixtures HLC-1 to HLC-8, 0.3% by weight of the above-mentioned polymerizable compound (R-1-0) and 0.5% by weight of the below-mentioned polymerizable compound (R-1-1) were added, and the mixture was heated and dissolved to obtain liquid crystal mixtures LC-9 to LC-16.

[ chemical 96]

2. Preparation of liquid Crystal composition

Example 1

A liquid crystal composition was prepared by adding 0.3% by weight of the compound (PJ-I-1) as the first compound and 0.3% by weight of the compound (PJ-II-1) as the second compound to 100% by weight of the liquid crystal mixture LC-1.

Example 2

A liquid crystal composition was prepared by adding 0.5% by weight of the compound (PJ-I-1) and 0.5% by weight of the compound (PJ-II-1) to 100% by weight of the liquid crystal mixture LC-1.

Example 3

A liquid crystal composition was prepared by adding 0.5 wt% of the compound (PJ-I-1) and 1.0 wt% of the compound (PJ-II-1) to 100 wt% of the liquid crystal mixture LC-1.

Example 4 to example 6

Liquid crystal compositions were prepared in the same manner as in examples 1 to 3 except that the first compound was changed from the compound (PJ-I-1) to the compound (PJ-I-2).

Example 7 to example 9

Liquid crystal compositions were prepared in the same manner as in examples 1 to 3 except that the first compound was changed from the compound (PJ-I-1) to the compound (PJ-I-3).

(examples 10 to 12)

Liquid crystal compositions were prepared in the same manner as in examples 1 to 3 except that the first compound was changed from the compound (PJ-I-1) to the compound (PJ-I-4).

(examples 13 to 15)

Liquid crystal compositions were prepared in the same manner as in examples 1 to 3 except that the first compound was changed from the compound (PJ-I-1) to the compound (PJ-I-5).

Example 16 to example 18

Liquid crystal compositions were prepared in the same manner as in examples 7 to 9 above, except that the second compound was changed from the compound (PJ-II-1) to the compound (PJ-II-2).

Example 19 to example 21

Liquid crystal compositions were prepared in the same manner as in examples 7 to 9 above, except that the second compound was changed from the compound (PJ-II-1) to the compound (PJ-II-3).

Example 22 to example 24

Liquid crystal compositions were prepared in the same manner as in examples 7 to 9 above, except that the second compound was changed from the compound (PJ-II-1) to the compound (PJ-II-4).

(examples 25 to 27)

Liquid crystal compositions were prepared in the same manner as in examples 4 to 6 above, except that the second compound was changed from the compound (PJ-II-1) to the compound (PJ-II-2).

Examples 28 to 30

Liquid crystal compositions were prepared in the same manner as in examples 4 to 6 above, except that the second compound was changed from the compound (PJ-II-1) to the compound (PJ-II-3).

Examples 31 to 33

Liquid crystal compositions were prepared in the same manner as in examples 4 to 6 above, except that the second compound was changed from the compound (PJ-II-1) to the compound (PJ-II-4).

Example 34 to example 43

A liquid crystal composition was prepared in the same manner as in example 23 above, except that the liquid crystal mixture LC-1 was changed to the liquid crystal mixtures LC-2 to LC-8.

Comparative example 1

A liquid crystal composition was prepared in the same manner as in example 1 above, except that the compound (PJ-I-1) and the compound (PJ-II-1) were not used.

Comparative examples 2 to 4

A liquid crystal composition was prepared in the same manner as in example 1 above, except that 1.0% by weight of each of the following compounds Ref-1 to Ref-3 was added to 100% by weight of the liquid crystal mixture LC-1.

[ 97]

Comparative examples 5 to 13

A liquid crystal composition was prepared in the same manner as in example 1 above, except that 1.0% by weight of the above-mentioned compounds (PJ-I-1) to (PJ-I-5) and the above-mentioned compounds (PJ-II-1) to (PJ-II-4) were added to 100% by weight of the liquid crystal mixture LC-1.

(comparative examples 14 to 20)

A liquid crystal composition was prepared in the same manner as in example 1 above, except that 1.0% by weight of the above-mentioned compound (PJ-I-3) was added to 100% by weight of each of liquid crystal mixtures LC-1 to LC-8.

3. Evaluation

The following evaluation tests were conducted on the respective liquid crystal compositions of examples and comparative examples.

3-1 evaluation test of Low temperature stability

The liquid crystal composition was filtered through a membrane filter (manufactured by Agilent technologies (Agilent Technologies), PTFE 13mm to 0.2 μm), and the mixture was allowed to stand under reduced pressure for 15 minutes to remove dissolved air. It was washed with acetone and 0.5g was weighed into a sufficiently dry glass vial and allowed to stand at a low temperature of-25℃for 14 days. Then, the presence or absence of deposition was visually observed, and the presence or absence of deposition was determined in the following 4 stages.

A: no precipitation was confirmed even after standing for 14 days.

B: after standing for 7 days, precipitation was confirmed.

C: precipitation was confirmed after 3 days of standing.

D: precipitation was confirmed after standing for 1 day.

3-2 evaluation test 1 of vertical orientation

First, a first substrate (common electrode substrate) having a transparent common electrode layer and having no alignment film, and a second substrate (pixel electrode substrate) having a pixel electrode layer including a transparent pixel electrode driven by an active element and having no alignment film are fabricated. Next, a sealing material is disposed along an outer peripheral portion of the first substrate, and a liquid crystal composition is dropped on the first substrate and inside the sealing material.

Then, the liquid crystal composition is sandwiched between the first substrate and the second substrate by disposing the second substrate so as to face the first substrate with the sealing material interposed therebetween. In this state, the sealing material was cured under normal pressure at 110℃for 2 hours. Thus, a liquid crystal cell having a cell gap of 3.2 μm was obtained.

The alignment unevenness such as the vertical alignment and the drop mark at this time was observed by using a polarizing microscope, and evaluated in the following 4 stages.

A: including the end portions and the like, are uniformly and vertically oriented over the entire surface

B: with very few orientation defects but at a tolerable level

C: including the end portion, there are many alignment defects at an intolerable level

D: poor alignment is quite severe

3-3 evaluation test 2 of vertical orientation

First, a first substrate (filter substrate) having a color filter layer and having no alignment film, and a second substrate (pixel electrode substrate) having a pixel electrode layer including a transparent pixel electrode driven by an active element and having no alignment film are fabricated. Next, a sealing material is disposed along an outer peripheral portion of the first substrate, and a liquid crystal composition is dropped on the first substrate and inside the sealing material.

B: with very few orientation defects but at a tolerable level

D: poor alignment is quite severe

3-4 evaluation test 3 for vertical orientation

First, a first substrate (electrode filter substrate) having no alignment film and including both a transparent common electrode layer portion and a color filter layer portion whose surfaces are patterned, and a second substrate (pixel electrode substrate) having a transparent pixel electrode portion and a pixel electrode layer driven by an active element and a partial color filter layer portion and having no alignment film are fabricated. Next, a sealing material is disposed along an outer peripheral portion of the first substrate, and a liquid crystal composition is dropped on the first substrate and inside the sealing material.

Then, the liquid crystal composition is sandwiched between the first substrate and the second substrate by disposing the second substrate so as to face the first substrate with the sealing material interposed therebetween. In this state, the sealing material was cured under normal pressure at 110℃for 2 hours, whereby a liquid crystal cell having a cell gap of 3.5 μm was obtained.

A: including the boundary portion and end portion of the pattern substrate, is uniformly and vertically oriented over the entire surface

B: with very few orientation defects but at a tolerable level

D: poor alignment is quite severe

3-5 evaluation test for Pre-Tilt Angle formation

Rectangular Alternating Current (AC) wave of 10V and 100Hz was applied to the liquid crystal cell used in the above test 1 for evaluation of vertical alignment of "3-2", and the illuminance at 365nm was 100m/cm for 200 seconds by irradiation with a high pressure mercury lamp ² UV light of (a) is provided. Thereafter, a rectangular alternating current wave of 10V and 100Hz was applied to the cell while applying a physical external force thereto, and the stability of the white display was observed in a state of crossed nicols, and evaluated in the following 4 stages.

B: with very few orientation defects but at a tolerable level

D: poor alignment is quite severe

3-6 evaluation test of residual monomer amount

For the unit used in the "evaluation test of pretilt angle formation" described above, further irradiation with Toshiba Lighting technique (Toshiba Lighting)&UV fluorescent lamp (illuminance at 313nm of 1.7mW/cm manufactured by Technology Co., ltd.) ² ) The residual amount of the polymerizable compound (R1-1-0) after the irradiation was quantified by HPLC, and the residual monomer amount was determined. The following 4 steps were performed according to the residual amount of the monomer.

A: less than 300ppm

B:300ppm or more and less than 500ppm

C:500ppm or more and less than 1500ppm

D:1500ppm or more

3-7 evaluation test of response characteristics

For the cell having a cell gap of 3.2 μm used in the "evaluation test for pretilt angle formation" described above, further irradiation with Toshiba Lighting (Toshiba Lighting) was carried out for 60 minutes&UV fluorescent lamp (illuminance at 313nm of 1.7mW/cm manufactured by Technology Co., ltd.) ² ). The response speed was measured for the thus obtained cell. The response speed was determined at 25℃using the DMS703 from AUTRONIC-MELCHERS to determine Voff at 6V. The response characteristics were evaluated in the following 4 stages.

A: less than 5ms

B:5ms or more and less than 15ms

C:15ms or more and less than 25ms

D:25ms or more

TABLE 5

TABLE 6

TABLE 7

TABLE 8

TABLE 9

TABLE 10

As described above, the alignment aid and the liquid crystal composition of the present invention have excellent alignment restriction force of liquid crystal molecules and high storage stability. In addition, the liquid crystal display element of the present invention is also known to have excellent response characteristics.

In addition, as in examples 1 to 40 and comparative examples 1 to 20, various alignment aids were added to the liquid crystal mixtures LC-9 to LC-16 and heated and dissolved, thereby obtaining liquid crystal compositions. As a result of evaluating the vertical alignment of these liquid crystal compositions in the same manner as described above, it was confirmed that the alignment of examples was more excellent than that of comparative examples.

Symbol description

1: liquid crystal display element

2: first substrate

3: second substrate

4: liquid crystal layer

5: pixel electrode layer

6: common electrode layer

7. 8: polarizing plate

9: color filter

11: gate bus

12: data bus

13: pixel electrode

14: cz electrode

15: source electrode

16: drain electrode

17: contact hole

Claims

1. An alignment aid comprising liquid crystal molecules and disposed between two substrates, wherein the liquid crystal molecules are spontaneously aligned,

the orientation aid comprises:

a second compound comprising at least one second affinity group having an affinity for the substrate and a polarity lower than that of the first affinity group,

the first compound and the second compound respectively comprise a mesogen group,

the ratio of the first compound to the second compound in the orientation aid is 1:0.1 to 1:10,

the first affinity group is selected from the group represented by the following general formula (K1-2) and general formula (K1-3):

in the method, in the process of the invention,

the black dots at the left end represent the connection keys,

W ^K2 Represents methine, C-C ₂ H ₅ A nitrogen atom,

W ^K3 represents a carbon atom of the carbon atom,

X ₁ ～X ₅ each independently represents-OH groups or CH ₂ ＝C(CH ₃ )COO-，

X ₁ X is X ₂ At least one of them represents an-OH group,

X ₃ 、X ₄ x is X ₅ At least one of them represents an-OH group,

Sp ₁ 、Sp ₂ sp and Sp ₃ Respectively represents a single bond or a spacer;

the second affinity group is selected from the group represented by the following general formula (K2-1), general formula (K2-3), general formula (K2-8) and general formula (K2-9):

in the method, in the process of the invention,

the black dots at the left end represent the connection keys,

W ^K1 represents methine, C-CH ₃ 、C-C ₂ H ₅ Or a nitrogen atom,

Z ^K1 represents an oxygen atom or a sulfur atom.

2. The orientation aid of claim 1, wherein the first compound and the second compound each comprise at least one polymerizable group.

3. The orientation aid according to claim 2, wherein the polymerizable group is selected from the group represented by the following general formulae (P-1) to (P-13),

in the formula, the black dots at the right end represent the connection keys.

4. An alignment aid according to claim 3, wherein the mesogen is represented by the following general formula (i):

In the method, in the process of the invention,

the black dots at the left end and the black dots at the right end represent the connecting keys,

the hydrogen atoms in the ring structure may be halogen atoms, straight-chain or branched alkyl groups having 1 to 10 carbon atoms, straight-chain or branched halogenated alkyl groups having 1 to 10 carbon atoms, straight-chain or branched alkoxy groups having 1 to 10 carbon atomsOr P ⁱ¹ -Sp ⁱ¹ Substitution, here, P ⁱ¹ Represents a polymerizable group selected from the group represented by the general formulae (P-1) to (P-13), sp ⁱ¹ Representation and Z ⁱ¹ The meaning of the same is that,

Z ⁱ¹ represents a single bond, -CH=CH-, -CF=CF-, -C≡C-, -COO-, -OCO-, -OCOO-, and,

-OOCO-、-CF ₂ O-、-OCF ₂ -、-CH＝CHCOO-、-OCOCH＝CH-、-CH＝C(CH ₃ )COO-、-OCOC(CH ₃ ) An alkylene group having 2 to 20 carbon atoms, wherein one or two or more of the alkylene groups are not adjacent to each other, -CH =CH-, or ₂ -optionally via-O-, -COO-or-OCO-substitution,

m ⁱ¹ an integer of 1 to 5 is represented,

5. The orientation aid according to claim 4, wherein the Z ⁱ¹ represents-CH ₂ -CH ₂ COO-、-OCOCH ₂ -CH ₂ -、-CH ₂ -CH(CH ₃ )COO-、-OCOCH(CH ₃ )-CH ₂ -、-OCH ₂ CH ₂ O。

6. The orientation aid of claim 1 or 2, wherein the first affinity group comprises a hydroxyl group and the second affinity group comprises an ether group or a carbonate group.

7. The orientation aid according to claim 2, wherein,

the first affinity group, the second affinity group, and the polymerizable group are each directly or via a spacer to be bonded to the mesogen group.

8. The orientation aid according to claim 7, wherein the first compound and the second compound each comprise an end group attached to an opposite side of the mesogen group from the first affinity group or the second affinity group.

9. The alignment aid according to claim 8, wherein the terminal group is represented by a linear or branched alkyl group having 1 to 40 carbon atoms, a linear or branched halogenated alkyl group having 1 to 40 carbon atoms, or a polymerizable group bonded to the mesogen group directly or via a spacer, wherein-CH in the alkyl group or halogenated alkyl group ₂ -may be substituted by-ch=ch-, -c≡c-, -O-, -NH-, -COO-or-OCO-, but-O-is discontinuous.

10. The orientation aid according to claim 1 or 2, wherein the spacer is-ch=ch-, -cf=cf-, -c≡c-, -OCOO-, -OOCO-, -CF ₂ O-、-OCF ₂ -、-CH＝CHCOO-、-OCOCH＝CH-、-CH＝C(CH ₃ )COO-、-OCOC(CH ₃ ) Linear or branched alkylene groups having 1 to 20 carbon atoms, wherein one or two or more of the alkylene groups are not adjacent to each other, -CH% ₂ -may be substituted by-O-, -COO-or-OCO-.

11. The orientation aid according to claim 10, wherein the spacer is-COO-, -OCO-, -CH ₂ -CH ₂ COO-、-OCOCH ₂ -CH ₂ -、-CH ₂ -CH(CH ₃ )COO-、-OCOCH(CH ₃ )-CH ₂ -、-OCH ₂ CH ₂ O-。

12. A liquid crystal composition comprising the alignment aid according to any one of claims 1 to 11 and liquid crystal molecules, wherein the dielectric anisotropy, Δε, is negative.

13. The liquid crystal composition according to claim 12, wherein the liquid crystal molecule comprises a compound selected from the group represented by the following general formula (N-1) to general formula (N-3):

in the method, in the process of the invention,

R ^N11 、R ^N12 、R ^N21 、R ^N22 、R ^N31 r is R ^N32 Independently represent an alkyl group having 1 to 8 carbon atoms, wherein one or two or more non-adjacent-CH groups in the alkyl group ₂ Each independently can be made of-CH=CH-, -C≡C-, -O-, -CO-, -COO-or-OCO-substitution,

A ^N11 、A ^N12 、A ^N21 、A ^N22 、A ^N31 a is a ^N32 Each independently represents a group selected from the group consisting of the following group (a), group (b), group (c) and group (d):

(a) 1, 4-cyclohexylene, one of the-CH groups present in the radical ₂ -or not more than two adjacent-CH ₂ Can be substituted by-O-,

(b) 1, 4-phenylene, wherein one-ch=or two or more-ch=groups which are not adjacent to each other present in the group may be substituted to-n=,

(c) Naphthalene-2, 6-diyl, 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl or decahydronaphthalene-2, 6-diyl, wherein-ch=or two or more non-adjacent-ch=groups present in the naphthalene-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl groups may be substituted to-n=, and

(d) 1, 4-cyclohexenylene group,

the groups (a), (b), (c) and (d) may each independently be substituted with cyano groups, fluorine atoms or chlorine atoms,

Z ^N11 、Z ^N12 、Z ^N21 、Z ^N22 、Z ^N31 z is as follows ^N32 Respectively and independently represent a single bond, -CH ₂ CH ₂ -、-(CH ₂ ) ₄ -、-OCH ₂ -、-CH ₂ O-、-COO-、-OCO-、-OCF ₂ -、-CF ₂ O-, -ch=n-n=ch-, -ch=ch-, -cf=cf-or-c≡c-,

X ^N21 represents a hydrogen atom or a fluorine atom,

T ^N31 represents-CH ₂ -or an oxygen atom,

n ^N11 、n ^N12 、n ^N21 、n ^N22 、n ^N31 n is as follows ^N32 Each independently represents an integer of 0 to 3, and n ^N11 +n ^N12 、n ^N21 +n ^N22 N is as follows ^N31 +n ^N32 Each independently is 1, 2 or 3,

14. The liquid crystal composition according to claim 13, wherein the liquid crystal molecule comprises a compound represented by the following general formula (L):

in the method, in the process of the invention,

R ^L1 r is R ^L2 Independently represent an alkyl group having 1 to 8 carbon atoms, wherein one or two or more non-adjacent-CH groups in the alkyl group ₂ Each independently can be made of-CH=CH-, -C≡C-, -O-, -CO-, -COO-or-OCO-substitution,

n ^L1 represents 0, 1, 2 or 3,

A ^L1 、A ^L2 a is a ^L3 Each independently represents a group selected from the group consisting of the following group (a), group (b) and group (c):

(b) 1, 4-phenylene, wherein one-ch=or two or more-ch=that are not adjacent to each other present in the group may be substituted to-n=, and

(c) Naphthalene-2, 6-diyl, 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl or decahydronaphthalene-2, 6-diyl, wherein-ch=or two or more non-adjacent-ch=groups present in the naphthalene-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl groups may be substituted to-n=,

the groups (a), (b) and (c) may each independently be substituted with a cyano group, a fluorine atom or a chlorine atom,

15. The liquid crystal composition according to claim 12 or 13, further comprising a polymerizable compound.

16. The liquid crystal composition according to claim 15, wherein the polymerizable compound comprises at least one of compounds represented by the following general formula (P):

in the method, in the process of the invention,

Z ^p1 represents a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted with a halogen atom, an alkoxy group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted with a halogen atom, an alkenyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted with a halogen atom, an alkenyloxy group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted with a halogen atom or-Sp ^p2 -R ^p2 ，

R ^p1 R is R ^p2 Each of the following formulas (R-I) to (R-IX):

in the method, in the process of the invention,

at the same time as Sp ^p1 Or Sp ^p2 The connection is carried out,

w represents a single bond, -O-or methylene,

t represents a single bond or-COO-,

p, t and q each independently represent 0, 1 or 2,

Sp ^p1 sp and Sp ^p2 Respectively, the two groups represent a spacer group,

L ^p1 l and L ^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 ^a -、-NR ^a -CO-、-SCH ₂ -、-CH ₂ S-、-CH＝CR ^a -COO-、-CH＝CR ^a -OCO-、-COO-CR ^a ＝CH-、-OCO-CR ^a ＝CH-、-COO-CR ^a ＝CH-COO-、-COO-CR ^a ＝CH-OCO-、-OCO-CR ^a ＝CH-COO-、-OCO-CR ^a ＝CH-OCO-、-(CH ₂ ) _z -C(＝O)-O-、-(CH ₂ ) _z -O-(C＝O)-、-O-(C＝O)-(CH ₂ ) _z -、-(C＝O)-O-(CH ₂ ) _z -、-CH ₂ (CH ₃ )C-C(＝O)-O-、-CH ₂ (CH ₃ )C-O-(C＝O)-、-O-(C＝O)-C(CH ₃ )CH ₂ 、-(C＝O)-O-C(CH ₃ )-CH 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, in the formula, R ^a Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, z represents an integer of 1 to 4,

M ^p2 represents 1, 4-phenylene, 1, 4-cyclohexylene, anthracene-2, 6-diyl, phenanthrene-2, 7-diyl, pyridine-2, 5-diyl, and azoxystrobinPyridine-2, 5-diyl, naphthalene-2, 6-diyl, indan-2, 5-diyl, 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl, 1, 3-dioxane-2, 5-diyl or single bond, M ^p2 Unsubstituted or C1-12 alkyl, C1-12 alkyl halide, C1-12 alkoxy halide, halogen atom, cyano, nitro or-R ^p1 Instead of the above-mentioned,

M ^p1 represents any one of the following formulas (i-11) to (ix-11):

wherein, in the formula of ^p1 Connection, at x and L ^p1 、L ^p2 Or Z is ^p1 The connection is carried out,

M ^p3 represents any one of the following formulas (i-13) to (ix-13):

wherein, in the formula, Z ^p1 Connection, at x and L ^p2 The connection is carried out,

m ^p2 ～m ^p4 each independently represents 0, 1, 2 or 3,

m ^p1 m ^p5 Each independently represents 1, 2 or 3,

at Z ^p1 Where there are plural, they may be the same or different from each other, where R ^p1 Where there are plural, they may be the same or different from each other, where R ^p2 Where there are a plurality, they may be the same or different from each other, at Sp ^p1 Where there are a plurality, they may be the same or different from each other, at Sp ^p2 Where there are plural, they may be the same or different from each other, at L ^p1 Where there are plural, they may be the same or different from each other, where M ^p2 Where there are plural, they may be the same or different from each other.

17. A liquid crystal display element, comprising: two substrates, and a liquid crystal layer comprising the liquid crystal composition according to any one of claims 12 to 16 provided between the two substrates.

18. The liquid crystal display element according to claim 17, wherein the first compound and the second compound each contain at least one polymerizable group, and wherein the liquid crystal layer contains a polymer of the first compound and the second compound.

19. A liquid crystal display element according to claim 17 or 18, which is used for active matrix driving.

20. The liquid crystal display element according to claim 17 or 18, which is of PSA type, PSVA type, VA type, IPS type, FFS type or ECB type.

21. The liquid crystal display element according to claim 17 or 18, wherein at least one of the two substrates has no alignment film.