KR20200041880A - Alignment aid, liquid crystal composition and liquid crystal display element - Google Patents

Abstract

When added to a liquid crystal composition, storage stability can be ensured, and even if the PI layer is omitted, an alignment aid that voluntarily vertically aligns the liquid crystal molecules is provided. Further, a liquid crystal composition having excellent storage stability and allowing vertical alignment of liquid crystal molecules, and a liquid crystal display device using the liquid crystal composition, is provided even when the PI layer is omitted. The alignment aid of the present invention is disposed together with liquid crystal molecules between two substrates, and the liquid crystal molecules are spontaneously aligned. The alignment aid includes at least one first compound having at least one first affinity group having an affinity for the substrate, and at least one compound having an affinity for the substrate and having a lower polarity than the first affinity group. It is characterized by containing a second compound containing a second affinity group.

Description

Alignment aid, liquid crystal composition and liquid crystal display element

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

Conventionally, in a liquid crystal display of the VA system, a polyimide functioning as an alignment layer on an electrode (in order to induce vertical alignment of liquid crystal molecules when voltage is not applied and to realize horizontal alignment of liquid crystal molecules when voltage is applied) PI) layer is provided. However, since a large cost is required for film formation of the PI layer, recently, a method for realizing the alignment of liquid crystal molecules has been studied while omitting the PI layer.

For example, Patent Literature 1 discloses a liquid crystal medium characterized by containing at least one kind of spontaneous orientation additive based on a mixture of polar compounds having negative dielectric anisotropy, and aligning the liquid crystal medium. It has been described that it can be suitably used in a display that does not include a layer. And in patent document 1, the specific compound which has a hydroxyl group is used as a spontaneous orientation additive.

Japanese Patent Publication 2014-524951

However, according to the studies of the present inventors, when the self-aligning additive described in Patent Document 1 was used, when an alignment regulating force for vertically aligning liquid crystal molecules was insufficient and a liquid crystal display device having no PI layer was produced, At the end of the liquid crystal display element, alignment unevenness due to liquid crystal molecules not exhibiting a predetermined alignment state arises, and improvement is necessary, and crystal precipitation occurs when the liquid crystal composition containing the spontaneous alignment additive is preserved. It was found that there was room for improvement in terms of storage stability.

Therefore, the object of the present invention is to provide an alignment aid (self-aligning additive) and storage stability of a liquid crystal composition containing liquid crystal molecules, and to provide an alignment aid to voluntarily vertically align liquid crystal molecules even if the PI layer is omitted. It is in doing. In addition, another object of the present invention is excellent in storage stability, and even if the PI layer is omitted, a liquid crystal composition capable of realizing liquid crystal display elements such as PSA type, PSVA type, and VA type, and a liquid crystal display element using the liquid crystal composition In providing.

The present invention is an alignment aid that is disposed with two liquid crystal molecules between two substrates and spontaneously orients the liquid crystal molecules.

A first compound comprising at least one first affinity group having an affinity for the substrate,

It provides an alignment aid characterized by containing a second compound having at least one second affinity group having an affinity for the substrate and having a lower polarity than the first affinity group.

In addition, the present invention provides a liquid crystal composition containing the alignment aid of the present invention and liquid crystal molecules and having a negative dielectric anisotropy (Δε).

In addition, the present invention provides a liquid crystal display device comprising two substrates and a liquid crystal layer comprising the liquid crystal composition of the present invention provided between the two substrates.

ADVANTAGE OF THE INVENTION According to this invention, even if it is excellent in storage stability and a PI layer is omitted, it is possible to provide an alignment aid capable of uniform vertical alignment of liquid crystal molecules, a liquid crystal composition containing the alignment aid, and a liquid crystal display element using the liquid crystal composition It becomes possible.

1 is a diagram schematically showing an embodiment of a liquid crystal display element.
FIG. 2 is an enlarged plan view of an area surrounded by an I line in FIG. 1.

Hereinafter, the alignment aid, liquid crystal composition, and liquid crystal display element of the present invention will be described in detail based on the preferred embodiment.

(Orientation aid)

The alignment aid of the present invention is capable of spontaneously aligning the liquid crystal molecules by being disposed together with the liquid crystal molecules between the two substrates. This alignment aid includes a first compound comprising at least one first affinity group having affinity for the substrate, and at least one second affinity having affinity for the substrate and having a lower polarity than the first affinity group. It contains the 2nd compound containing a sexual organ.

The first compound and the second compound each have an affinity group having an affinity for the substrate, and another portion (different structure) having a lower affinity for the substrate than the affinity group.

For this reason, when a liquid crystal layer is formed by supplying an alignment aid and a liquid crystal composition containing liquid crystal molecules between two substrates, both of the first compound and the second compound are adsorbed (attached) to the substrate by an affinity group, and other Portions can be placed (orientated) away from the substrate. By the presence of the first compound and the second compound arranged in this way, the liquid crystal molecules in the liquid crystal layer can be maintained in a state aligned in the vertical direction.

Here, the affinity group has the function of adsorbing (attaching) to the substrate and fixing the first compound and the second compound to the substrate, so that the adsorbent group (adhesive group), peg group, sinker group or It can also be called an anchor.

According to such an alignment aid of the present invention, even if the PI layer is omitted, it is possible to align the liquid crystal molecules (induce vertical alignment of the liquid crystal molecules when no voltage is applied, and realize horizontal alignment of the liquid crystal molecules when voltage is applied). Becomes Therefore, both the first compound and the second compound are suitably used to help spontaneous alignment of the liquid crystal molecules in the liquid crystal layer.

The polarities of the first affinity group and the second affinity group are different from each other, and particularly, the polarity of the first affinity group is higher than that of the second affinity group. For this reason, when the liquid crystal composition is supplied onto the substrate, the first affinity group adsorbs to the substrate earlier than the second affinity group. As a result, the first compound is fixed to the substrate preferentially over the second compound.

On the other hand, the second compound is fixed to the substrate after being wet-diffused uniformly on the substrate. In this case, the second compound may be aligned (orientated) with the first compound fixed to the substrate as a reference (base point).

In this respect, the alignment aid of the present invention comprises a first compound containing at least one first affinity group and a second compound having a polar affinity group containing a second compound containing a second affinity group. By containing, it is possible to exert a more reliable alignment regulating force (prevention of occurrence of orientation unevenness) of the liquid crystal molecules.

Moreover, since the 1st compound has a 1st affinity group with a comparatively high polarity, when the amount contained in this liquid crystal composition is increased, it tends to become easy to precipitate.

The alignment aid of the present invention can prevent or suppress precipitation of the first compound in the liquid crystal composition by containing a second compound having a second affinity group having a relatively low polarity. Thereby, the storage stability (especially the stability at the time of storage at low temperature) of the liquid crystal composition can be ensured.

Moreover, even if the amount of the first compound is reduced, according to the alignment aid of the present invention, a sufficient alignment regulating force of the liquid crystal molecules can be exhibited by the synergistic effect with the second compound.

The ratio of the first compound to the second compound in the alignment aid is not particularly limited, but is preferably about 1: 0.1 to 1:10 by weight ratio, and more preferably about 1: 0.5 to 1: 5. Do. By containing the first compound and the second compound in such a ratio, the alignment aid can reliably exhibit both the effect of increasing the alignment regulating force of the liquid crystal molecules and the effect of securing the storage stability of the liquid crystal composition.

The specific amount of the first compound and the second compound to be used can be defined in relation to the amount of liquid crystal molecules when the liquid crystal composition is used.

The amount of the first compound is preferably about 0.1 to 1.5% by weight, more preferably about 0.3 to 1.3% by weight with respect to 100% by weight of the liquid crystal molecules.

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

In addition, the total amount of the first and second compounds is as small as possible (preferably 1.4% by weight or less, based on 100% by weight of the liquid crystal molecules), as long as necessary and sufficient to exert the effect of increasing the orientation regulating force of the liquid crystal molecules. , More preferably 0.5 to 1% by weight). Thereby, the storage stability of a liquid crystal composition can be improved more.

It is preferable that the first affinity group and the second affinity group each include a group selected from the following group, and are substituents designed to lower the polarity of the second affinity group than the polarity of the first affinity group.

[Formula 1]

(In the formula, black dots indicate bonding hands.)

If it is a substituent including 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.

It is preferable that a 1st affinity group contains the group chosen from the group represented by following formula (2), and it is more preferable that it is selected from the group represented by the following general formula (K1-1)-(K1-3).

[Formula 2]

[Formula 3]

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

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

W ^K3 represents a carbon atom,

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

At least 1 of X ₁ and X ₂ represents a -OH group,

At least one of X ₃ , X ₄ and X ₅ represents a -OH group,

Sp ₁ , Sp ₂ and Sp ₃ each represent a single bond or a spacer group.

Here, as a spacer group, 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 branched or straight chain alkylene group having 1 to 20 carbon atoms (However, one or two or more non-adjacent -CH ₂ -in the alkylene group may be substituted with -O-, -COO- or -OCO-.) Is suitable.

Since the first affinity group has a sufficiently high polarity, it exhibits a higher affinity (adsorption power) to the substrate.

Sp ₁ , Sp ₂ and Sp ₃ are each particularly preferably a single bond or a methylene group.

As a specific example of a 1st affinity group, the substituent shown in the following group is mentioned, for example.

[Formula 4]

(In the formula, black dots indicate bonding hands.)

Among the above-mentioned groups, when chemical stability as an alignment aid is important, K1-1, K1-2-1, K1-2-2 and K1-2-3 are preferable as the first affinity group. In addition, when the orientation of liquid crystal molecules is important, K1-2-1, K1-2-2 and K1-2-3 are preferable as the first affinity group.

Moreover, when solubility in a liquid crystal composition is important, as the first affinity group, K1-2-4, K1-3-1, K1-3-2, K1-3-3, K1-3-4 and K1- 3-5 is preferred. In addition, when these balances are important, as the first affinity groups, K1-2-1, K1-2-2, K1-2-3, K1-3-1, K1-3-2, K1-3- 3 and K1-3-4 are more preferred.

Meanwhile, as the second affinity group, it is preferable to include a group selected from the group represented by the following formula (5), and more preferably selected from the group represented by the following general formulas (K2-1) to (K2-14). .

[Formula 5]

[Formula 6]

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

Arbitrary methylene groups are each independently a straight or branched alkyl group having 1 to 5 carbon atoms, a straight chain or branched alkyloxy group having 1 to 5 carbon atoms, or a straight chain or branched purple having 1 to 5 carbon atoms. It may be substituted with a luoroalkyl group,

W ^K1 represents a methine group, C-CH ₃ , CC ₂ H ₅ or a nitrogen atom,

X ^K1 and Y ^K1 each independently represent -CH _2- , an oxygen atom or a sulfur atom,

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

U ^K1 , V ^K1 and S ^K1 each independently represent a methine group or a nitrogen atom (except for the combination where U ^K1 is a methine group, V ^K1 is a methine group, and S ^K1 is a nitrogen atom),

R ^K1 is a hydrogen atom, a linear or branched alkyl group having 1 to 5 carbon atoms, a straight or branched alkyloxy group having 1 to 5 carbon atoms, or a straight chain or branched perfluoro group having 1 to 5 carbon atoms. Alkyl group.

The second compound containing such a second affinity group tends to wet and diffuse more uniformly on the substrate.

Among the groups, (K2-1), (K2-3), (K2-8), (K2-9) and (K2-13) are examples of the second affinity group when chemical stability is important as an orientation aid. desirable. Moreover, when the orientation of liquid crystal molecules is important, (K2-1) and (K2-3) are preferable as the second affinity group.

Moreover, when solubility in a liquid crystal composition is important, (K2-1), (K2-9) and (K2-13) are preferable as the second affinity group. In addition, when these balances are important, (K2-1) and (K2-3) are more preferable as the second affinity group.

As a combination of the first affinity group and the second affinity group, various combinations exist, and a combination of a first affinity group containing a hydroxyl group and a second affinity group comprising an ether group or a carbonate group is preferable. By setting the first affinity group and the second affinity group in this combination, the polarity of the first affinity group can be sufficiently lowered while the polarity of the second affinity group is sufficiently lower than that of the first affinity group. For this reason, both the effect of raising the alignment regulating force of the liquid crystal molecules and the effect of ensuring the storage stability of the liquid crystal composition can be further improved.

Moreover, although the number of 1st affinity group and 2nd affinity group may be 1, respectively, multiple may be sufficient as them. 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.

In addition, it is preferable that the first compound and the second compound each include at least one polymerizable group. By polymerizing the polymerizable groups, the first compound and the second compound can be firmly fixed by the substrate, and the holding power of the liquid crystal molecules can be increased. As a result, it is possible to prevent or suppress the liquid crystal layer from peeling off the substrate.

Moreover, although the number of polymerizable groups may be 1, it may be plural. By having a plurality of polymerizable groups, the crosslinking density of the first compound and the second compound can be increased. For this reason, while being able to fix them more firmly to the substrate, it is also possible to further increase the holding power of the liquid crystal molecules.

These polymerizable groups are selected from the group represented by the following general formulas (P-1) to (P-13), for example.

[Formula 7]

(In the formula, the black dot at the right represents the bonding hand.)

Since these polymerizable groups have high reactivity, they can polymerize sufficiently and reliably even with relatively low energy (for example, light energy and heat energy). For this reason, when polymerizing the first compound and the second compound, it is possible to prevent or suppress deterioration of the liquid crystal molecules due to adverse effects.

Among these, as the polymerizable group, groups represented by formulas (P­1) to (P-3) are preferable, and groups represented by formulas (P-1) and (P-3) are more preferable.

It is preferable that a 1st compound and a 2nd compound contain a mesogen group, respectively. Thereby, the 1st affinity group and the 2nd affinity group with a higher polarity than a mesogen group are adsorb | sucked to a board | substrate, and the mesogen group with a low polarity can be arrange | positioned (orientation) more reliably from a board | substrate.

When the first compound and the second compound contain a mesogen group, the affinity between the first compound and the second compound and the liquid crystal molecule is higher. For this reason, the alignment regulating force of the liquid crystal molecules by the first compound and the second compound can be further improved.

Moreover, the 1st affinity group, the 2nd affinity group, and the polymerizable group may couple | bond directly with the mesogen group, respectively, and may couple | bond through the same spacer group as mentioned above. The position of the mesogen group to which the polymerizable group is bonded is not particularly limited, but a position close to the first affinity group or the second affinity group is preferable. Thereby, the first compound and the second compound can be polymerized without being adversely affecting the alignment of the liquid crystal molecules, and the substrate can be firmly fixed. Moreover, it is preferable that a polymerizable group couple | bonds laterally with respect to the mesogen group.

This mesogenic group is represented by the following general formula (i), for example.

[Formula 8]

In the formula (i), the black point at the left end and the black point at the right end represent a bonding hand,

A ⁱ¹ represents a divalent 6-membered ring aromatic group, a divalent 6-membered ring heteroaromatic group, a divalent 6-membered ring aliphatic group, or a divalent 6-membered ring heteroaliphatic group,

The hydrogen atom in these ring structures is a halogen atom, a straight-chain or branched alkyl group having 1 to 10 carbon atoms, a straight-chain or branched halogenated alkyl group having 1 to 10 carbon atoms, a straight-chain or branched alkoxy group having 1 to 10 carbon atoms. group or P ^{i1 i1} -Sp - is optionally substituted with, where, P ⁱ¹ is, the above-mentioned general formula (P-1) ~ represents a polymerizable group selected from the group represented by (P-13), Sp ⁱ¹ is , Z ⁱ¹ represents the same meaning,

Z ⁱ¹ is 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 an alkylene group having 2 to 20 carbon atoms (however, one of the alkylene groups Or two or more non-adjacent -CH ₂ -may be substituted with -O-, -COO- or -OCO-.)

m ⁱ¹ represents an integer of 1 to 5,

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

Preferably, Z ⁱ¹ in formula (i) is 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 straight or branched alkylene group having 2 to 20 carbon atoms (but one or not adjacent to the alkylene group) 2 or more -CH ₂ -may be substituted with -O-.).

More preferably, Z ⁱ¹ in formula (i) is 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 (however, one or two non-adjacent -CH ₂ -in the alkylene group may be substituted with -O-). Indicates.

More preferably, Z ⁱ¹ in formula (i) is 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 a group in which one of -CH ₂ -in an ethylene group is substituted with -O- (-CH ₂ O-, -OCH _2- ), or a linear alkylene group having 3 to 13 carbon atoms (However, one or more non-adjacent two -CH ₂ -in the alkylene group may be substituted with -O-.).

Preferably, A ⁱ¹ in Formula (i) represents a divalent 6-membered ring aromatic group or a divalent 6-membered ring aliphatic group. Here, as such a bivalent 6-membered ring aromatic group or a bivalent 6-membered ring aliphatic group, a bivalent unsubstituted 6-membered ring aromatic group, a divalent unsubstituted 6-membered ring aliphatic group, or a hydrogen atom in these ring structures is a halogen atom or a carbon atom the substituted by a group-number of 1 to 10 linear or branched alkyl group, the carbon atom number of from 1 to 10 linear or branched halogenated alkyl group, the carbon atom number of from 1 to 10 linear or branched alkoxy group, or P ^{i1 i1} of the -Sp You can. Here, P ⁱ¹ represents a polymerizable group selected from the group represented by the general formulas (P-1) to (P-13), and Sp ⁱ¹ has the same meaning as Z ⁱ¹ .

Among these, A ⁱ¹ in formula (i) is a bivalent unsubstituted 6-membered aromatic group, a hydrogen atom in a ring structure is a halogen atom (especially a fluorine atom), a straight-chain or branched alkyl group having 1 to 10 carbon atoms, carbon a divalent 6-membered ring aromatic group, a hydrogen atom is a halogen atom in the 6-membered ring aliphatic group, a cyclic structure of the second non-substituted monovalent (in particular, fluorine-substituted by-atom number 1-10 straight-chain or branched alkoxy group, or P ^{i1 i1} of -Sp atom), the carbon atom number of 1 to 10 linear or branched alkyl group a linear or branched, carbon atoms, an alkoxy group of 1 to 10 or P ⁱ¹ -Sp ⁱ¹ - a divalent 6-membered ring substituted with an aliphatic group is preferred, and ring structure hydrogen atom a halogen atom (particularly, fluorine atom), the alkyl group, the alkoxy group or P ⁱ¹ -Sp ⁱ¹ - a 1,4-phenylene group, optionally substituted by 2,6-naphthalene group, or a 1,4-bicyclo Hexyl group is more preferable.

Moreover, m ⁱ¹ preferably represents the integer of 2-5, More preferably, it represents the integer of 2-4.

Further, the mesogenic group represented by the general formula (i), in the middle of the repeating unit-(A ⁱ¹ -Z ⁱ¹ )-, is a branched structure of either trivalent or tetravalent or either trivalent or tetravalent It may contain an aliphatic or aromatic ring structure. In this case, the first compound and the second compound each have a branched structure as a whole.

Moreover, it is preferable that a 1st compound and a 2nd compound contain the terminal group couple | bonded with the 1st affinity group or 2nd affinity group opposite side of a mesogen group, respectively. The first compound and the second compound containing the end groups are likely to be arranged (orientated) so that portions other than the affinity groups are separated from the substrate while adsorbing the affinity groups to the substrate.

As such a terminal group, for example, 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 (however, -CH ₂ -in an alkyl group or a halogenated alkyl group is- CH = CH-, -C≡C-, -O-, -NH-, -COO- or -OCO- may be substituted, but -O- is not continuous.) Or directly or through a spacer group to a mesogen group And a polymerizable group being bonded.

In addition, the polymerizable group and the spacer group are the same as the polymerizable group and the spacer group, respectively. When each of the first compound and the second compound contains a polymerizable group as an end group, the crosslinking density of the first compound and the second compound can be further increased, and the holding power of the liquid crystal molecules in the liquid crystal layer can be further improved. .

As a specific example of a 1st compound, the compound represented by either of following formula (PJ-I-1)-(PJ-I-45) is mentioned, for example.

[Formula 9]

[Formula 10]

[Formula 11]

[Formula 12]

[Formula 13]

[Formula 14]

[Formula 15]

[Formula 16]

[Formula 17]

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

[Formula 18]

[Formula 19]

[Formula 20]

[Formula 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 the dielectric anisotropy (Δε) is negative.

It is preferable that a liquid crystal molecule contains the compound chosen from the group represented by the following general formula (N-1)-(N-3).

[Formula 22]

In the general formulas (N-1), (N-2) and (N-3), R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 are each independently 1 to 8 carbon atoms. Of the alkyl group (however, one or two or more non-adjacent -CH ₂ -in the alkyl group is independently -CH = CH-, -C≡C-, -O-, -CO-, -COO- Or -OCO-.).

A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31 and A ^N32 are each independently,

(a) 1,4- cyclohexylene group (provided that one -CH ₂ present in a group-of two or more -CH ₂ or are not adjacent - is optionally substituted by -O-.),

(b) 1,4-phenylene group (however, one -CH = or two or more non-adjacent -CH = present in this group may be substituted with -N =),

(c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (but naphthalene-2,6- One -CH = present in the diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent -CH = may be substituted with -N =.) , And

(d) 1,4-cyclohexylene group

Represents a group selected from the group consisting of,

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

In addition, Z ^N11 , Z ^N12 , Z ^N21 , Z ^N22 , Z ^N31 and Z ^N32 are each independently a single bond, -CH ₂ CH ₂ -,-(CH ₂ ) _4- , -OCH _2- , -CH ₂ O-, -COO-, -OCO-, -OCF _2- , -CF ₂ O-, -CH = NN = CH-, -CH = CH-, -CF = CF- or -C≡C- ,

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 and n ^N32 each independently represent an integer of 0 to 3, where n ^N11 + n ^N12 , n ^N21 + n ^N22 and n ^N31 + n ^N32 are Each independently 1, 2 or 3,

When a plurality of A ^N11 to A ^N32 and Z ^N11 to Z ^N32 are respectively present, they may be the same or different from each other.

It is preferable that the compound of any one of general formulas (N-1), (N-2) and (N-3) is a compound having a negative Δε and an absolute value greater than 3.

In the general formulas (N-1), (N-2) and (N-3), R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 are each independently 1 to 8 carbon atoms. Of alkyl group, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms or an alkenyloxy group having 2 to 8 carbon atoms, preferably an alkyl group having 1 to 5 carbon atoms, 1 carbon atom number An alkoxy group having ~ 5, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is more preferable, and an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms More preferably, an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is particularly preferable, and an alkenyl group having 3 carbon atoms (propenyl group) is most preferred.

In addition, when R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 are a phenyl group (aromatic) having a ring structure to which they are bonded, a straight-chain alkyl group having 1 to 5 carbon atoms, linear Alkyl groups having 1 to 4 carbon atoms and alkenyl groups having 4 to 5 carbon atoms are preferred, and when the ring structure to which they are attached is a saturated ring structure such as cyclohexane, pyran and dioxane, straight carbon Preferred is an alkyl group having 1 to 5 atoms, an alkoxy group having 1 to 4 carbon atoms in the straight chain, and an alkenyl group having 2 to 5 carbon atoms in the straight chain. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms, if present, is preferably 5 or less, and preferably linear.

As an alkenyl group, it is preferable to select from the group represented by any one of formulas (R1) to (R5).

[Formula 23]

(The black dot in each formula represents a bonding hand.)

A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31 and A ^N32 are each independently an aromatic group in order to increase Δn, and preferably an aliphatic group to improve the response speed.

As such an aromatic group or an aliphatic group, trans-1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group, 2,3-difluoro-1,4-phenylene group, 1,4-cyclohexylene group, 1,4-bicyclo [2.2.2] Octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6- It is preferable to represent a diyl group, more preferably a structure represented by the following formula (24), and more preferably a trans-1,4-cyclohexylene group, 1,4-cyclohexylene group or 1,4-phenylene group. desirable.

[Formula 24]

Z ^N11 , Z ^N12 , Z ^N21 , Z ^N22 , Z ^N31 and Z ^N32 are each independently -CH ₂ O-, -CF ₂ O-, -CH ₂ CH _2- , -CF ₂ CF ₂ -or It is preferable to represent a bond, -CH ₂ O-, -CH ₂ CH ₂ -or a single bond is more preferable, and -CH ₂ O- or a single bond is particularly preferable.

X ^N21 is preferably a fluorine atom.

T ^N31 is preferably an oxygen atom.

n ^N11 + n ^N12 , n ^N21 + n ^N22 and n ^N31 + n ^N32 are each independently preferably 1 or 2, a combination in which n ^N11 is 1 and n ^N12 is 0, n ^N11 is 2 and n ^N12 is 0 combination, n ^N11 is 1, n ^N12 is 1, n ^N11 is 2, n ^N12 is 1, n ^N21 is 1, n ^N22 is 0, n ^N21 is 2, n ^N22 is 0 A combination, a combination in which n ^N31 is 1 and n ^N32 is 0, a combination in which n ^N31 is 2 and n ^N32 is 0 is more preferable.

The lower limit of the preferable content of the compound represented by 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, and 40% by mass It is the above, 50 mass% or more, 55 mass% or more, 60 mass% or more, 65 mass% or more, 70 mass% or more, 75 mass% or more, and 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% by mass or less, and 20% by mass or less.

The lower limit of the preferable content of the compound represented by 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, and 40% by mass It is the above, 50 mass% or more, 55 mass% or more, 60 mass% or more, 65 mass% or more, 70 mass% or more, 75 mass% or more, and 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% by mass or less, and 20% by mass or less.

The lower limit of the preferable content of the compound represented by 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, and 40% by mass It is the above, 50 mass% or more, 55 mass% or more, 60 mass% or more, 65 mass% or more, 70 mass% or more, 75 mass% or more, and 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% by mass or less, and 20% by mass or less.

When the liquid crystal composition maintains a low viscosity and requires a quick response liquid crystal composition, it is preferable that the lower limit value is low and the upper limit value is low. Further, when the nematic phase-isotropic liquid phase transition temperature (Tni) of the liquid crystal composition is maintained high, and a liquid crystal composition having good temperature stability is required, it is preferable that the lower limit value is low and the upper limit value is low. In addition, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit is high and the upper limit is high.

As a compound represented by general formula (N-1), the compound group represented by the following general formula (N-1a)-(N-1g) is mentioned.

[Formula 25]

Formula (N-1a) ~ (N -1g) of, R ^N11 and R ^N12 represents the same meaning as R ^N11 and R ^N12 in the formula (N-1), n ^Na11 is 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 is 1 or 2, A ^Ne11 represents a trans-1,4-cyclohexylene group or 1,4-phenylene group, A ^Ng11 represents a trans-1,4-cyclohexylene group, 1,4-cyclohexylene group or It represents a 1,4-phenylene group, at least one of which represents a 1,4-cyclohexylene group, Z ^Ne11 represents a single bond or an ethylene group, and at least one represents an ethylene group.

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 formulas (N-1-1) to (N-1-21).

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

[Formula 26]

(In the formula, R ^N111 and R ^N112 each independently represent the same meanings as R ^N11 and R ^{N12 in} General Formula (N-1).)

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

The compound represented by the general formula (N-1-1) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the case of emphasizing the improvement of Δε, it is preferable to set the content high, and in the case of emphasizing solubility at low temperature, the effect is high when the content is set high, and when the value of Tni is set, the effect is high. Moreover, when improving dripping marks and baking characteristics, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by 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 It is at least mass%, at least 20 mass%, at least 23 mass%, at least 25 mass%, at least 27 mass%, at least 30 mass%, at least 33 mass%, and at least 35 mass%.

On the other hand, the upper limit of the preferable content is 50 mass% or less, 40 mass% or less, 38 mass% or less, 35 mass% or less, 33 mass% or less, 30 mass% or less, and 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 It is mass% or less, 6 mass% or less, 5 mass% or less, and 3 mass% or less.

Further, 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), and the formula ( It is more preferable that it is a compound represented by N-1-1.1)-(N-1-1.4), and a compound represented by Formula (N-1-1.1) and Formula (N-1-1.3) is more preferable.

[Formula 27]

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

On the other hand, the upper limit of the preferable content is 50 mass% or less, 40 mass% or less, 38 mass% or less, 35 mass% or less, 33 mass% or less, 30 mass% or less, and 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 It is mass% or less, 6 mass% or less, 5 mass% or less, and 3 mass% or less.

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

[Formula 28]

(In the formula, R ^N121 and R ^N122 each independently represent the same meanings as R ^N11 and R ^{N12 in} General Formula (N-1).)

R ^N121 is preferably 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, a butyl group, or a pentyl group. R ^N122 is 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, and more preferably a methyl group, propyl group, methoxy group, ethoxy group or propoxy group. Do.

The compound represented by the general formula (N-1-2) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the case of emphasizing the improvement of Δε, it is preferable to set the content high, and in the case of emphasizing solubility at low temperature, the effect is high when the content is set low, and in the case of emphasizing Tni, the effect is high. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by 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, and 15 It is at least mass%, at least 17 mass%, at least 20 mass%, at least 23 mass%, at least 25 mass%, at least 27 mass%, at least 30 mass%, at least 33 mass%, at 35 mass% It is the above, 37 mass% or more, 40 mass% or more, and 42 mass% or more.

On the other hand, the upper limit of the preferable content is 50 mass% or less, 48 mass% or less, 45 mass% or less, 43 mass% or less, 40 mass% or less, 38 mass% or less, and 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 It is mass% or less, 10 mass% or less, 8 mass% or less, 7 mass% or less, 6 mass% or less, and 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), and the formula ( N-1-2.3) to formula (N-1-2.7), formula (N-1-2.10), formula (N-1-2.11), formula (N-1-2.13) and formula (N-1-2.20) It is more preferable that it is a compound represented by).

In addition, when emphasizing the improvement of Δε, compounds represented by formulas (N-1-2.3) to (N-1-2.7) are preferred, and when emphasizing the improvement of Tni, the formula (N-1-2.10) ), It is preferable that it is a compound represented by formula (N-1-2.11) and formula (N-1-2.13), and when emphasizing improvement of response speed, it is a compound represented by formula (N-1-2.20) It is preferred.

[Formula 29]

The compounds represented by formulas (N-1-2.1) to (N-1-2.22) can be used alone or in combination.

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

On the other hand, the upper limit of the preferable content is 50 mass% or less, 40 mass% or less, 38 mass% or less, 35 mass% or less, 33 mass% or less, 30 mass% or less, and 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 It is mass% or less, 6 mass% or less, 5 mass% or less, and 3 mass% or less.

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

[Formula 30]

(In the formula, R ^N131 and R ^N132 each independently represent the same meanings as R ^N11 and R ^{N12 in} General Formula (N-1).)

R ^N131 is preferably 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. R ^N132 is 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, ethoxy group, propoxy group or butoxy group. desirable.

The compound represented by the general formula (N-1-3) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the case of emphasizing the improvement of Δε, it is preferable to set the content high, and in the case of emphasizing solubility at low temperature, the effect is high when a large amount is set, and in the case of emphasizing Tni, the effect is high. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-3) 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 It is 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, and 18 mass% or less , 15% by mass or less, and 13% by mass or less.

In addition, the compound represented by the general formula (N-1-3) is preferably a compound selected from the group of compounds represented by the formulas (N-1-3.1) to (N-1-3.21), and the formula ( It is more preferably a compound represented by N-1-3.1) to (N-1-3.7) and formula (N-1-3.21), and formulas (N-1-3.1) and (N-1-3.2) , Compounds represented by formulas (N-1-3.3), formulas (N-1-3.4) and formulas (N-1-3.6) are more preferred.

[Formula 31]

Compounds represented by formulas (N-1-3.1) to (N-1-3.4), formulas (N-1-3.6), and formulas (N-1-3.21) may be used alone or in combination. It is also possible, but the combination of formula (N-1-3.1) and formula (N-1-3.2), formula (N-1-3.3), formula (N-1-3.4) and formula (N-1-3.6) A combination of two or three selected from is preferred.

Preferred contents of the formula (N-1-3.1) to formula (N-1-3.4), formula (N-1-3.6) and formula (N-1-3.21) compounds (alone or in combination) with respect to the total amount of the liquid crystal composition The lower limit of 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.

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, and 18 mass% or less , 15% by mass or less, and 13% by mass or less.

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

[Formula 32]

(In the formula, R ^N141 and R ^N142 each independently represent the same meanings as R ^N11 and R ^{N12 in} General Formula (N-1).)

R ^N141 and R ^N142 are each independently 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, preferably a methyl group, propyl group, ethoxy group or butoxy Timing is more desirable.

The compound represented by the general formula (N-1-4) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the case of emphasizing the improvement of Δε, it is preferable to set the content high, and in the case of emphasizing solubility at low temperature, the effect is high when the content is set high, and when the value of Tni is set, the effect is high. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-4) relative 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, and 10% by mass or more, 13 It is 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, and 18 mass% or less , 15% by mass or less, 13% by mass or less, 11% by mass or less, 10% by mass or less, and 8% by mass or less.

Further, 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), and the formula ( It is more preferable to be a compound represented by N-1-4.1) to (N-1-4.4), and the formulas (N-1-4.1), formulas (N-1-4.2), and formulas (N-1-4.4) Compound represented by is more preferable.

[Formula 33]

The compounds represented by formulas (N-1-4.1) to (N-1-4.14) can be used alone or in combination.

The lower limit of the preferable content of the compounds (alone or in combination) represented by formulas (N-1-4.1) to (N-1-4.14) relative to the total amount of the liquid crystal composition is 3% by mass or more, and 5% by mass or more, It is 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, and 18 mass% or less , 15% by mass or less, 13% by mass or less, 11% by mass or less, 10% by mass or less, and 8% by mass or less.

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

[Formula 34]

(In the formula, R ^N151 and R ^N152 each independently represent the same meanings as R ^N11 and R ^{N12 in} General Formula (N-1).)

R ^N151 and R ^N152 are each independently 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. Do.

The compound represented by the general formula (N-1-5) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the case of emphasizing the improvement of Δε, it is preferable to set the content high, and in the case of emphasizing solubility at low temperature, the effect is high when the content is set low, and in the case of emphasizing Tni, the effect is high. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-5) 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 It is 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, 33 mass% or less, 30 mass% or less, 28 mass% or less, 25 mass% or less, 23 mass% or less, and 20 mass% or less , 18% by mass or less, 15% by mass or less, and 13% by 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), and the formula ( N-1-5.1), compounds represented by formulas (N-1-5.2) and (N-1-5.4) are more preferred.

[Formula 35]

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

The lower limit of the preferable content of the compound represented by formulas (N-1-5.1), formulas (N-1-5.2), and formulas (N-1-5.4) 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, and 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, and 20 mass% or less , 18% by mass or less, 15% by mass or less, and 13% by mass or less.

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

[Formula 36]

(In the formula, R ^N1101 and R ^N1102 each independently represent the same meaning as R ^N11 and R ^{N12 in} General Formula (N-1).)

R ^N1101 is preferably 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, a butyl group, a vinyl group, or a 1-propenyl group. R ^N1102 is 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, and more preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-10) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present embodiment.

In the case of emphasizing the improvement of Δε, it is preferable to set the content high, and in the case of emphasizing solubility at low temperatures, the effect is high when the content is set high, and in the case of emphasizing Tni, the effect is high. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-10) 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 It is 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, and 18 mass% or less , 15% by mass or less, and 13% by mass or less.

Further, 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), and the formula ( It is more preferable that it is a compound represented by N-1-10.1)-(N-1-10.5), and the compound represented by Formula (N-1-10.1) and Formula (N-1-10.2) is more preferable.

[Formula 37]

The compounds represented by formulas (N-1-10.1) and (N-1-10.2) can be used alone or in combination.

The lower limit of the preferable content of the compound represented by formulas (N-1-10.1) and (N-1-10.2) relative to the total amount of the liquid crystal composition is 5 mass% or more, and 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, and 18 mass% or less , 15% by mass or less, and 13% by mass or less.

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

[Formula 38]

(In the formula, R ^N1111 and R ^N1112 each independently represent the same meanings as R ^N11 and R ^{N12 in} General Formula (N-1).)

R ^N1111 is preferably 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, a butyl group, a vinyl group or a 1-propenyl group. R ^N1112 is 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, and more preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-11) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the case of emphasizing the improvement of Δε, it is preferable to set the content high, and in the case of emphasizing solubility at low temperature, the effect is high when the content is set low, and in the case of emphasizing Tni, the effect is high. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-11) 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 It is 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, and 18 mass% or less , 15% by mass or less, and 13% by mass or less.

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), and the formula ( N-1-11.2) and a compound represented by formula (N-1-11.4) are more preferable.

[Formula 39]

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

The lower limit of the preferable content of the compound represented by formulas (N-1-11.2) and (N-1-11.4) relative to the total amount of the liquid crystal composition (alone or in combination) is 5% by mass or more, and 10% by 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, and 18 mass% or less , 15% by mass or less, and 13% by mass or less.

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

[Formula 40]

(In the formula, R ^N1121 and R ^N1122 each independently represent the same meanings as R ^N11 and R ^{N12 in} General Formula (N-1).)

R ^N1121 is preferably 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. R ^N1122 is 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, and more preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-12) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the case of emphasizing the improvement of Δε, it is preferable to set the content high, and in the case of emphasizing solubility at low temperature, the effect is high when a large amount is set, and in the case of emphasizing Tni, the effect is high. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-12) 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 It is 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, and 18 mass% or less , 15% by mass or less, and 13% by mass or less.

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

[Formula 41]

(In the formula, R ^N1131 and R ^N1132 each independently represent the same meanings as R ^N11 and R ^{N12 in} General Formula (N-1).)

R ^N1131 is preferably 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. R ^N1132 is 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, and more preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-13) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the case of emphasizing the improvement of Δε, it is preferable to set the content high, and in the case of emphasizing solubility at low temperature, the effect is high when a large amount is set, and in the case of emphasizing Tni, the effect is high. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-13) 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 It is 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, and 18 mass% or less , 15% by mass or less, and 13% by mass or less.

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

[Formula 42]

(In the formula, R ^N1141 and R ^N1142 each independently represent the same meanings as R ^N11 and R ^{N12 in} General Formula (N-1).)

R ^N1141 is preferably 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. R ^N1142 is 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, and more preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-14) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present embodiment.

In the case of emphasizing the improvement of Δε, it is preferable to set the content high, and in the case of emphasizing solubility at low temperature, the effect is high when a large amount is set, and in the case of emphasizing Tni, the effect is high. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-14) 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 It is 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, and 18 mass% or less , 15% by mass or less, and 13% by mass or less.

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

[Formula 43]

(In the formula, R ^N1151 and R ^N1152 each independently represent the same meanings as R ^N11 and R ^{N12 in} General Formula (N-1).)

R ^N1151 is preferably 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. R ^N1152 is 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, and more preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-15) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the case of emphasizing the improvement of Δε, it is preferable to set the content high, and in the case of emphasizing solubility at low temperature, the effect is high when a large amount is set, and in the case of emphasizing Tni, the effect is high. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-15) 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 It is 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, and 18 mass% or less , 15% by mass or less, and 13% by mass or less.

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

[Formula 44]

(Wherein, R and R ^{N1161 N1162} has the same meaning as R ^N11 and R ^N12 in each independently represented by the general formula (N-1).)

R ^N1161 is preferably 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. R ^N1162 is 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, and more preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-16) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the case of emphasizing the improvement of Δε, it is preferable to set the content high, and in the case of emphasizing solubility at low temperature, the effect is high when a large amount is set, and in the case of emphasizing Tni, the effect is high. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-16) 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 It is 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, and 18 mass% or less , 15% by mass or less, and 13% by mass or less.

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

[Formula 45]

(In the formula, R ^N1171 and R ^N1172 each independently represent the same meanings as R ^N11 and R ^{N12 in} General Formula (N-1).)

R ^N1171 is preferably 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. R ^N1172 is 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, and more preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-17) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the case of emphasizing the improvement of Δε, it is preferable to set the content high, and in the case of emphasizing solubility at low temperature, the effect is high when a large amount is set, and in the case of emphasizing Tni, the effect is high. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-17) 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 It is 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, and 18 mass% or less , 15% by mass or less, and 13% by mass or less.

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

[Formula 46]

(In the formula, R ^N1181 and R ^N1182 each independently represent the same meanings as R ^N11 and R ^{N12 in} General Formula (N-1).)

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

The compound represented by the general formula (N-1-18) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the case of emphasizing the improvement of Δε, it is preferable to set the content high, and in the case of emphasizing solubility at low temperature, the effect is high when a large amount is set, and in the case of emphasizing Tni, the effect is high. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-18) 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 It is 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, and 18 mass% or less , 15% by mass or less, and 13% by mass or less.

Further, 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), and the formula ( It is more preferable that it is a compound represented by N-1-18.1)-(N-1-18.3), and a compound represented by Formula (N-1-18.2) and Formula (N-1-18.3) is more preferable.

[Formula 47]

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

[Formula 48]

(In the formula, R ^N1201 and R ^N1202 each independently represent the same meanings as R ^N11 and R ^{N12 in} General Formula (N-1).)

R ^N1201 and R ^N1202 are each independently 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 compound represented by the general formula (N-1-20) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the case of emphasizing the improvement of Δε, it is preferable to set the content high, and in the case of emphasizing solubility at low temperature, the effect is high when a large amount is set, and in the case of emphasizing Tni, the effect is high. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-20) 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 It is 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, and 18 mass% or less , 15% by mass or less, and 13% by mass or less.

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

[Formula 49]

(In the formula, R ^N1211 and R ^N1212 each independently represent the same meanings as R ^N11 and R ^{N12 in} General Formula (N-1).)

R ^N1211 and R ^N1212 are each independently 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 compound represented by the general formula (N-1-21) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the case of emphasizing the improvement of Δε, it is preferable to set the content high, and in the case of emphasizing solubility at low temperature, the effect is high when the content is large, and when the value of Tni is high, the effect is high. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-21) 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 It is 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, and 18 mass% or less , 15% by mass or less, and 13% by mass or less.

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

[Formula 50]

(In the formula, R ^N1221 and R ^N1222 each independently represent the same meanings as R ^N11 and R ^{N12 in} General Formula (N-1).)

R ^N1221 and R ^N1222 are each independently 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 compound represented by the general formula (N-1-22) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the case of emphasizing the improvement of Δε, it is preferable to set the content high, and in the case of emphasizing solubility at low temperature, the effect is high when the content is large, and when the value of Tni is high, the effect is high. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by 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 It is 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, and 18 mass% or less , 15% by mass or less, 13% by mass or less, 10% by mass or less, and 5% by 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), and the formula ( It is more preferable that it is a compound represented by N-1-22.1)-(N-1-22.5), and a compound represented by Formulas (N-1-22.1)-(N-1-22.4) is more preferable.

[Formula 51]

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

[Formula 52]

(In the formula, R ^N321 and R ^N322 each independently represent the same meaning as R ^N11 and R ^{N12 in the} general formula (N-3).)

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

The compound represented by the general formula (N-3-2) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the case of emphasizing the improvement of Δε, it is preferable to set the content high, and in the case of emphasizing solubility at low temperature, the effect is high when the content is set high, and when the value of Tni is set, the effect is high. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by 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, and 15 It is at least mass%, at least 17 mass%, at least 20 mass%, at least 23 mass%, at least 25 mass%, at least 27 mass%, at least 30 mass%, at least 33 mass%, at 35 mass% That's it.

On the other hand, the upper limit of the preferable content is 50 mass% or less, 40 mass% or less, 38 mass% or less, 35 mass% or less, 33 mass% or less, 30 mass% or less, and 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 It is less than or equal to 6% by mass, and less than or equal to 5% by mass.

Moreover, it is preferable that the compound represented by general formula (N-3-2) is a compound selected from the group of compounds represented by formula (N-3-2.1)-formula (N-3-2.3).

[Formula 53]

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

[Formula 54]

In formula (L), R ^L1 and R ^L2 are each independently an alkyl group having 1 to 8 carbon atoms (however, one or more non-adjacent -CH ₂ -in the alkyl group is independently,- CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- may be substituted.)

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

A ^L1 , A ^L2 and A ^L3 are each independently,

(a) 1,4- cyclohexylene group (provided that one -CH ₂ present in a group-of two or more -CH ₂ or are not adjacent - is optionally substituted by -O-.),

(b) 1,4-phenylene group (however, one -CH = or two or more non-adjacent -CH = present in this group may be substituted with -N =), and

(c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (but naphthalene-2,6- One -CH = present in the diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent -CH = may be substituted with -N =.)

Represents a group selected from the group consisting of,

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

Z Z ^L1 and ^L2 are each independently a single _{bond, -CH 2 CH 2 -, -} (CH 2) 4 -, -OCH 2 -, -CH 2 O-, -COO-, -OCO-, -OCF _2- , -CF ₂ O-, -CH = NN = CH-, -CH = CH-, -CF = CF- or -C≡C-,

When n ^L1 is 2 or 3 and a plurality of A ^L2 are present, they may be the same or different from each other, and when n ^L1 is 2 or 3 and a plurality of Z ^L2 are present, they may be the same or different from each other. Compounds represented by the general formulas (N-1), (N-2) and (N-3) are excluded.

The compound represented by the general formula (L) corresponds to a genetically nearly neutral compound (Δε value is -2 to 2). The compounds represented by the general formula (L) may be used alone, or may be used in combination. There is no particular limitation on the type of compound that can be combined, but it is used in appropriate combination depending on the desired performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type as one embodiment. Or in another embodiment, it is two types, three types, four types, five types, six types, seven types, eight types, nine types, and ten or more types.

The amount of the compound represented by the general formula (L) contained in the liquid crystal composition is appropriate according to required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drop marks, burning, dielectric anisotropy, etc. It needs to be adjusted.

The lower limit of the preferable content of the compound represented by formula (L) 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, and 40% by 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, and 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% by mass or less.

When the liquid crystal composition maintains a low viscosity and requires a fast response liquid crystal composition, it is preferable that the lower limit is high and the upper limit is high. In addition, when the liquid crystal composition has a high Tni and a liquid crystal composition having good temperature stability is required, it is preferable that the lower limit is high and the upper limit is high. In addition, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the lower limit value is low and the upper limit value is low.

When importance is placed on reliability, both R ^L1 and R ^L2 are preferably an alkyl group, and when emphasizing on reducing the volatility of a compound, preferably an alkoxy group, and when emphasizing a decrease in viscosity, at least one is an alkenyl group. It is preferred.

0, 1, 2, or 3 halogen atoms present in the molecule are preferred, and 0 or 1 is preferred, and 1 is preferred when emphasizing compatibility with other liquid crystal molecules.

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

As an alkenyl group, it is preferable to select from the group represented by any one of formulas (R1) to (R5).

[Formula 55]

(The black dot in each formula represents a bonding hand.)

n ^L1 is preferably 0 when the response speed is important, 2 or 3 is preferable to improve the upper limit temperature of the nematic phase, and 1 is preferable to balance these. In addition, it is preferable to combine compounds of different values in order to satisfy the properties required as a liquid crystal composition.

A ^L1 , A ^L2 and A ^L3 are preferably aromatic when it is desired to increase Δn, preferably aliphatic to improve the response rate, and each independently a trans-1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group, 1,4- Cyclohexylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or It is preferable to represent a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, more preferably a structure represented by the following formula (56), and a trans-1,4-cyclohexylene group or 1,4 It is more preferable to represent a phenylene group.

[Formula 56]

Z ^L1 and Z ^L2 are preferably a single bond when the response speed is important.

It is preferable that the compound represented by general formula (L) has 0 or 1 halogen atom number in a molecule | numerator.

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

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

[Formula 57]

(In the formula, R ^L11 and R ^L12 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)

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

The compound represented by the general formula (L-1) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

The lower limit of the preferable content of the compound represented by 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, and 7% by mass Above, above 10% by mass, above 15% by mass, above 20% by mass, above 25% by mass, above 30% by mass, above 35% by mass, above 40% by mass, above 45% by mass , 50% by mass or more, and 55% by mass or more.

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

When the liquid crystal composition maintains a low viscosity and requires a fast response liquid crystal composition, it is preferable that the lower limit is high and the upper limit is high. In addition, when the liquid crystal composition has a high Tni and a liquid crystal composition having good temperature stability is required, it is preferable that the lower limit is medium and the upper limit is medium. In addition, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the lower limit value is low and the upper limit value is low.

It is preferable that the compound represented by general formula (L-1) is a compound selected from the group of compounds represented by general formula (L-1-1).

[Formula 58]

(In the formula, R ^L12 represents the same meaning as 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), and the formula (L-1-1) 1-1.2) or more preferably a compound represented by formula (L-1-1.3), particularly preferably a compound represented by formula (L-1-1.3).

[Formula 59]

The lower limit of the preferable content of the compound represented by formula (L-1-1.3) with respect 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, and 7 It is at least mass% and at least 10 mass%.

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

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

[Formula 60]

(In the formula, R ^L12 represents the same meaning as in the general formula (L-1).)

The lower limit of the preferable content of the compound represented by 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 It is at least mass%, at least 20 mass%, at least 23 mass%, at least 25 mass%, at least 27 mass%, at least 30 mass%, and at least 35 mass%.

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

In addition, 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), and the formula ( It is more preferable that it is a compound represented by L-1-2.2)-Formula (L-1-2.4). In particular, the compound represented by formula (L-1-2.2) is preferable because it particularly improves the response speed of the liquid crystal composition. Moreover, when request | requiring Tni higher than a response speed, it is preferable to use the compound represented by Formula (L-1-2.3) or Formula (L-1-2.4).

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

[Formula 61]

The lower limit of the preferable content of the compound represented by 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, and 23 It is at least mass%, at least 25 mass%, at least 27 mass%, at least 30 mass%, at least 33 mass%, at least 35 mass%, at least 38 mass%, and at least 40 mass%.

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

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

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

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

[Formula 62]

(In the formula, R ^L13 and R ^L14 each independently represent 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 and R ^L14 are preferably each independently 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 of the preferable content of the compound represented by 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, and 15 It is mass% or more, 17 mass% or more, 20 mass% or more, 23 mass% or more, 25 mass% or more, and 30 mass% or more.

On the other hand, the upper limit of the preferable content is 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, 37% by mass or less, and 35% by 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 It is less than or equal to 10% by mass, and less than or equal to 10% by mass.

In addition, 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), and the formula ( It is more preferable that it is a compound represented by L-1-3.1), a formula (L-1-3.3), or a formula (L-1-3.4). In particular, the compound represented by formula (L-1-3.1) is preferable because it particularly improves the response speed of the liquid crystal composition. In addition, when Tni higher than the response rate is required, compounds represented by formulas (L-1-3.3), formulas (L-1-3.4), formulas (L-1-3.11), and formulas (L-1-3.12) It is preferable to use.

In addition, the total amount of the compound represented by the formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.12) contained in the liquid crystal composition is , In order to improve solubility at low temperature, it is not desirable to set it to 20% or more.

[Formula 63]

The lower limit of the preferable content of the compound represented by 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, and 7 It is at least mass%, at least 10 mass%, at least 13 mass%, at least 15 mass%, at least 18 mass%, and at least 20 mass%.

On the other hand, the upper limit of the preferable content is 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 , 6% by mass or less.

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

[Formula 64]

(In the formula, R ^L15 and R ^L16 each independently represent 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 and R ^L16 are preferably each independently 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 of the preferable content of the compound represented by formula (L-1-4) 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 It is mass% or more, 17 mass% or more, and 20 mass% or more.

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

The lower limit of the preferable content of the compound represented by formula (L-1-5) 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, and 15 It is mass% or more, 17 mass% or more, and 20 mass% or more.

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

In addition, compounds represented by general formulas (L-1-4) and (L-1-5) are represented by formulas (L-1-4.1) to (L-1-4.3) and formulas (L-1-5.1). )-It is preferable that it is a compound selected from the group of compounds represented by Formula (L-1-5.3), and it is more preferable that it is a compound represented by Formula (L-1-4.2) or Formula (L-1-5.2). .

[Formula 65]

The lower limit of the preferable content of the compound represented by 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, and 7 It is at least mass%, at least 10 mass%, at least 13 mass%, at least 15 mass%, at least 18 mass%, and at least 20 mass%.

On the other hand, the upper limit of the preferable content is 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 , 6% by mass or less.

Formula (L-1-1.3), Formula (L-1-2.2), Formula (L-1-3.1), Formula (L-1-3.3), Formula (L-1-3.4), Formula (L-1 It is preferable to combine two or more compounds selected from compounds represented by -3.11) and formula (L-1-3.12), and formula (L-1-1.3), formula (L-1-2.2), formula ( It is more preferable to combine two or more compounds selected from compounds represented by L-1-3.1), formulas (L-1-3.3), formulas (L-1-3.4) and formulas (L-1-4.2). Do.

The lower limit of the preferable total content 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, and 10% by mass Above, above 13% by mass, above 15% by mass, above 18% by mass, above 20% by mass, above 23% by mass, above 25% by mass, above 27% by mass, above 30% by mass , 33% by mass or more, and 35% by mass or more.

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

When the reliability of the liquid crystal composition is valued, two or more compounds selected from compounds represented by formulas (L-1-3.1), formulas (L-1-3.3) and (L-1-3.4) are combined. It is preferable, and when emphasizing the response speed of a liquid crystal composition, it is preferable to combine 2 or more types of compounds chosen from the compound represented by Formula (L-1-1.3) and Formula (L-1-2.2).

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

[Formula 66]

(In the formula, R ^L17 and R ^L18 each independently represent a methyl group or a hydrogen atom.)

The lower limit of the preferable content of the compound represented by 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, and 17 It is at least mass%, at least 20 mass%, at least 23 mass%, at least 25 mass%, at least 27 mass%, at least 30 mass%, and at least 35 mass%.

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

Moreover, it is preferable that the compound represented by general formula (L-1-6) is a compound selected from the group of compounds represented by formula (L-1-6.1)-formula (L-1-6.3).

[Formula 67]

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

[Formula 68]

(In the formula, R ^L21 and R ^L22 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)

R ^L21 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L22 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a number of carbon atoms. 1-4 alkoxy groups are preferred.

The compound represented by the general formula (L-2) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the case of emphasizing solubility at low temperature, the effect is high when the content is large, and conversely, when the response speed is important, the effect is high when the content is small. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

The lower limit of the preferable content of the compound represented by formula (L-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, and 7% by mass It is 10% by mass or more.

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

In addition, 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), and the formulas (L-2.1) and formulas It is more preferable that it is a compound represented by (L-2.3), Formula (L-2.4), and Formula (L-2.6).

[Formula 69]

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

[Formula 70]

(In the formula, R ^L31 and R ^L32 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)

R ^L31 and R ^L32 are each independently 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-3) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

The lower limit of the preferable content of the compound represented by formula (L-3) 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, and 7% by mass It is 10% by mass or more.

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

In the case of obtaining a high birefringence, the effect is high when the content is set large, whereas, when the high Tni is emphasized, the effect is high when the content is set low. In addition, when improving dripping marks and baking properties, it is preferable to set the content range to the middle.

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), and the formulas (L-3.2) to formula It is more preferable that it is a compound represented by (L-3.7).

[Formula 71]

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

[Formula 72]

(In the formula, R ^L41 and R ^L42 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)

R ^L41 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L42 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a number of carbon atoms. 1-4 alkoxy groups are preferred.

The compound represented by the general formula (L-4) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the liquid crystal composition, the content of the compound represented by the general formula (L-4) is required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drop marks, burning, dielectric anisotropy, etc. It is necessary to adjust accordingly.

The lower limit of the preferable content of the compound represented by 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, and 7% by mass Or higher, 10 mass% or higher, 14 mass% or higher, 16 mass% or higher, 20 mass% or higher, 23 mass% or higher, 26 mass% or higher, 30 mass% or higher, 35 mass% or higher , 40% by mass or more.

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

It is preferable that the compound represented by general formula (L-4) is a compound represented by Formula (L-4.1)-Formula (L-4.3), for example.

[Formula 73]

Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., a compound represented by formula (L-4.1) may be contained, and a compound represented by formula (L-4.2) may be contained. It may be, and may contain both the compound represented by Formula (L-4.1) and the compound represented by Formula (L-4.2), and may be represented by Formulas (L-4.1) to (L-4.3) All of the compounds may be included.

The lower limit of the preferable content of the compound represented by formula (L-4.1) or formula (L-4.2) relative 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, and 9% by mass % Or more, 11 mass% or more, 12 mass% or more, 13 mass% or more, 18 mass% or more, and 21 mass% or more.

On the other hand, the upper limit of the preferable content is 45 mass% or less, 40 mass% or less, 35 mass% or less, 30 mass% or less, 25 mass% or less, 23 mass% or less, and 20 mass% or less , 18 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, and 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% by mass or more , 19% by mass or more, 24% by mass or more, and 30% by mass or more.

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

It is preferable that the compound represented by general formula (L-4) is a compound represented by Formula (L-4.4)-Formula (L-4.6), for example, and it is a compound represented by Formula (L-4.4). It is more preferable.

[Formula 74]

Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence, a compound represented by formula (L-4.4) may be contained, or a compound represented by formula (L-4.5) may be contained. You may do, and may contain both the compound represented by Formula (L-4.4) and the compound represented by Formula (L-4.5).

The lower limit of the preferable content of the compound represented by formula (L-4.4) or formula (L-4.5) relative 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, and 9% by mass % Or more, 11 mass% or more, 12 mass% or more, 13 mass% or more, 18 mass% or more, and 21 mass% or more.

On the other hand, the preferable upper limit is 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 It is mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, and 8 mass% or less.

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% by mass or more. , 19% by mass or more, 24% by mass or more, and 30% by mass or more.

On the other hand, the preferable upper limit is 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 It is mass% or less, 15 mass% or less, and 13 mass% or less.

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

[Formula 75]

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

[Formula 76]

(In the formula, R ^L51 and R ^L52 each independently represent the same meanings as R ^L1 and R ^L2 in General Formula (L).)

R ^L51 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L52 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a number of carbon atoms. 1-4 alkoxy groups are preferred.

The compound represented by the general formula (L-5) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

In the liquid crystal composition, the content of the compound represented by the general formula (L-5) is required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drop marks, burning, dielectric anisotropy, etc. It is necessary to adjust accordingly.

The lower limit of the preferable content of the compound represented by 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, and 7% by mass Or higher, 10 mass% or higher, 14 mass% or higher, 16 mass% or higher, 20 mass% or higher, 23 mass% or higher, 26 mass% or higher, 30 mass% or higher, 35 mass% or higher , 40% by mass or more.

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

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), particularly preferably the compound represented by the formula (L-5.1) Do.

[Formula 77]

The lower limit of the preferable content 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, and 7% by mass or more.

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

It is preferable that the compound represented by general formula (L-5) is a compound represented by formula (L-5.3) or formula (L-5.4).

[Formula 78]

The lower limit of the preferable content 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, and 7% by mass or more.

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

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), particularly represented by the formula (L-5.7) It is preferred to be a compound.

[Formula 79]

The lower limit of the preferable content 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, and 7% by mass or more.

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

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

[Formula 80]

(In the formula, R ^L61 and R ^L62 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L), and X ^L61 and X ^L62 each independently represent a hydrogen atom or a fluorine atom. )

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

The compound represented by the general formula (L-6) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the type of compound that can be combined, it is used in appropriate combination depending on required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, four types, and five or more types as one embodiment.

The lower limit of the preferable content of the compound represented by 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, and 7% by mass Or higher, 10 mass% or higher, 14 mass% or higher, 16 mass% or higher, 20 mass% or higher, 23 mass% or higher, 26 mass% or higher, 30 mass% or higher, 35 mass% or higher , 40% by mass or more.

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

Moreover, when focusing on increasing (DELTA) n, it is preferable to increase content, and when focusing on precipitation at low temperature, it is preferable that content is small.

It is preferable that the compound represented by general formula (L-6) is a compound represented by Formula (L-6.1)-Formula (L-6.9).

[Formula 81]

Although there is no particular limitation on the type of compound that can be combined, it is preferable to contain 1 to 3 types of these compounds, and more preferably to contain 1 to 4 types. Moreover, since the molecular weight distribution of the compound to be selected is also effective for solubility, for example, one type, compound (L-6.4) or (L) from the compound represented by formula (L-6.1) or (L-6.2) -6.5) 1 type from the compound represented by formula, (L-6.6) or 1 type from the compound represented by formula (L-6.7), 1 from the compound represented by formula (L-6.8) or (L-6.9) It is preferable to select a compound of the kind and to properly combine them. Especially, it is preferable to contain the compound represented by Formula (L-6.1), Formula (L-6.3), Formula (L-6.4), Formula (L-6.6), and Formula (L-6.9).

Moreover, it is preferable that the compound represented by general formula (L-6) is a compound represented by Formula (L-6.10)-Formula (L-6.17), for example, Especially, it is represented by Formula (L-6.11). It is more preferable that it is a compound displayed.

[Formula 82]

The lower limit of the preferable content 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, and 7% by mass or more.

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

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

[Formula 83]

(In the formula, R ^L71 and R ^L72 each independently represent the same meaning as R ^L1 and R ^L2 in General Formula (L), and A ^L71 and A ^L72 are each independently A in General Formula (L). ^L2 and A ^L3 have the same meanings, but the hydrogen atoms on A ^L71 and A ^L72 may each independently be substituted by fluorine atoms, and Z ^L71 represents the same meaning as Z ^L2 in the general formula (L), X ^L71 and X ^L72 each independently represent a fluorine atom or a hydrogen atom.)

In the formula, R ^L71 and R ^L72 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and A ^L71 and A ^L72 are each Independently, a 1,4-cyclohexylene group or a 1,4-phenylene group is preferable, and hydrogen atoms on A ^L71 and A ^L72 may be each independently substituted with a fluorine atom, and Z ^L71 is a single bond or COO- Is preferred, a single bond is preferred, and X ^L71 and X ^L72 are preferably hydrogen atoms.

There is no particular limitation on the type of compound that can be combined, but it is combined according to required performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one type, two types, three types, and four types as one embodiment.

The amount of the compound represented by the general formula (L-7) contained in the liquid crystal composition depends on the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drop marks, burning, dielectric anisotropy, etc. It needs to be adjusted accordingly.

The lower limit of the preferable content of the compound represented by formula (L-7) 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, and 7% by mass It is the above, 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 preferable content is 30% by mass or less, 25% by mass or less, 23% by mass or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 10% by mass or less , 5% by mass or less.

When Tni with a high liquid crystal composition is desired, it is preferable to increase the content of the compound represented by formula (L-7), and when a low-viscosity liquid crystal composition is desired, it is preferable to decrease the content.

Moreover, it is preferable that the compound represented by general formula (L-7) is a compound represented by Formula (L-7.1)-Formula (L-7.4), and it is more preferable that it is a compound represented by Formula (L-7.2). desirable.

[Formula 84]

Moreover, it is preferable that the compound represented by general formula (L-7) is a compound represented by Formula (L-7.11)-Formula (L-7.13), and it is more a compound represented by Formula (L-7.11). desirable.

[Formula 85]

Moreover, it is preferable that the compound represented by general formula (L-7) is a compound represented by Formula (L-7.21)-Formula (L-7.23), and it is more preferable that it is a compound represented by Formula (L-7.21). desirable.

[Formula 86]

Moreover, it is preferable that the compound represented by general formula (L-7) is a compound represented by formula (L-7.31)-formula (L-7.34), and formula (L-7.31) or / and formula (L- It is more preferable that it is a compound represented by 7.32).

[Formula 87]

Moreover, it is preferable that the compound represented by general formula (L-7) is a compound represented by formula (L-7.41)-formula (L-7.44), and formula (L-7.41) or / and formula (L- It is more preferable that it is a compound represented by 7.42).

[Formula 88]

Moreover, it is preferable that the compound represented by general formula (L-7) is a compound represented by Formula (L-7.51)-Formula (L-7.53).

[Formula 89]

The liquid crystal composition of the present invention may further contain a polymerizable compound. Although various compounds are mentioned as a polymerizable compound, it is preferable to contain at least 1 sort (s) of the compound represented by the following general formula (P).

[Formula 90]

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

R ^p1 and R ^p2 respectively represent one of the following formulas (RI) to (R-IX).

[Formula 91]

(In the formula,

* In Sp ^p1 or Sp ^p2 ,

R ² to R ⁶ each independently represent 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 group,

T represents a single bond or -COO-,

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

Sp ^p1 and Sp ^p2 each represent a spacer group,

L ^p1 and L ^p2 are each independently 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 ) CC (= O) -O-, -CH ₂ (CH ₃ ) CO- (C = O)-, -O- (C = O) -C (CH ₃ ) CH ₂ ,-(C = O) -OC (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 R ^a is independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms And z represents an integer of 1 to 4.).

M ^p2 is a 1,4-phenylene group, 1,4-cyclohexylene group, anthracene-2,6-diyl group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group, pyrimidine -2,5-diyl group, naphthalene-2,6-diyl group, indan-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, 1,3-diyl group Represents an oxane-2,5-diyl group or a single bond, M ^p2 is unsubstituted or an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, It may be substituted with a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group, or -R ^p1 .

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

[Formula 92]

( ^Wherein , it binds to Sp ^p1 at *, and to L ^p1 , L ^p2 or Z ^p1 at **.)

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

[Formula 93]

(In the formula, * binds to Z ^p1 and ** to L ^p2 .)

m ^p2 to m ^p4 each independently represent 0, 1, 2 or 3,

m ^p1 and m ^p5 each independently represent 1, 2 or 3,

When plural Z ^p1 is present, they may be the same or different from each other, and when plural R ^p1 is present, they may be the same or different from each other, and when plural R ^p2 is present, they may be identical to each other. They may be different, and in the case where a plurality of Sp ^p1 are present, they may be the same or different from each other, in the case where a plurality of Sp ^p2 are present, they may be the same or different from each other, and in the case where a plurality of L ^p1 are present, they They may be the same or different from each other, and when a plurality of M ^p2 are present, they may be the same or different from each other.

The pretilt angle of the liquid crystal molecules can be suitably formed by the liquid crystal composition further containing a polymerizable compound in addition to the alignment aids (first compound and second compound).

In addition, it is preferable that the liquid crystal composition does not contain a compound having a structure in which oxygen atoms are bonded to each other, such as a peracid (-CO-OO-) structure.

When emphasizing the reliability and long-term stability of the liquid crystal composition, the content of the compound having a carbonyl group with respect to the total amount of the liquid crystal composition is preferably 5% by mass or less, more preferably 3% by mass or less, and more preferably 1% by mass It is more preferable to do the following, and it is most preferable not to contain substantially.

When emphasizing stability by UV irradiation, the content of the compound substituted by the chlorine atom with respect to the total amount of the liquid crystal composition is preferably 15% by mass or less, more preferably 10% by mass or less, and 8% by mass It is more preferable to use the following, more preferably to 5% by mass or less, particularly preferably to 3% by mass or less, and most preferably not to be contained substantially.

It is preferable to increase the content of the compound having all six-membered ring structures in the molecule, and the content of the compound having all six-membered ring structures in the molecule relative to the total amount of the liquid crystal composition is preferably 80% by mass or more, and 90 It is more preferable to use mass% or more, more preferably 95 mass% or more, and most preferably 100% by weight.

In order to suppress deterioration due to oxidation of the liquid crystal composition, it is preferable to reduce the content of the compound having a cyclohexylene group as the ring structure, and the content of the compound having a cyclohexylene group to the total amount of the liquid crystal composition is 10 mass. % Or less, more preferably 8 mass% or less, more preferably 5 mass% or less, particularly preferably 3 mass% or less, and most preferably substantially free. .

When emphasizing improvement of viscosity and improvement of Tni, it is preferable to reduce the content of the compound having a 2-methylbenzene-1,4-diyl group in the molecule in which the hydrogen atom may be substituted with halogen, and the total amount of the liquid crystal composition. The content of the compound having a 2-methylbenzene-1,4-diyl group with respect to the molecule is preferably 10% by mass or less, more preferably 8% by mass or less, and 5% by mass or less More preferably, it is particularly preferably 3% by mass or less, and most preferably substantially free.

In the present specification, the fact that the liquid crystal composition does not substantially contain "Compound X" means that the liquid crystal composition does not contain "Compound X" beyond the unintentionally (involuntarily) contained amount.

The preferable lower limit of the average elastic constant (K _AVG ) of the liquid crystal composition is 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, preferred upper _limits of the average elastic constant (K _AVG ) of the liquid crystal composition are 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, 19.3 or less, 19 or less , 18.8 or less, 18.5 or less, 18.3 or less, 18 or less, 17.8 or less, 17.5 or less, 17.3 or less, 17 or less.

When emphasizing reduction in power consumption, it is effective to suppress the amount of light in the backlight, and it is desirable for the liquid crystal display element to improve the transmittance of light, and in order to do so, it is preferable to set the value of K _AVG low. It is preferable to set the value of K _AVG high when emphasizing on improving the response speed.

(Liquid crystal display element)

The liquid crystal composition of the present invention is applied to a liquid crystal display element. Hereinafter, an example of the liquid crystal display element which concerns on this embodiment is demonstrated, referring FIGS. 1 and 2 suitably.

1 is a diagram schematically showing a configuration of a liquid crystal display element. In FIG. 1, for convenience, each component is shown apart for convenience.

As shown in FIG. 1, the liquid crystal display device 1 according to the present embodiment has a first substrate 2 and a second substrate 3 arranged to face each other, and a first substrate 2 and a second substrate ( The liquid crystal layer 4 provided between 3) is provided, and the liquid crystal layer 4 is comprised by the above-mentioned liquid crystal composition.

On the first substrate 2, a pixel electrode layer 5 is formed on the surface of the liquid crystal layer 4 side. On the second substrate 3, a common electrode layer 6 is formed on the liquid crystal layer 4 side. The first substrate 2 and the second substrate 3 may be held by 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 includes a first polarizing plate 7, a first substrate 2, a pixel electrode layer 5, and a liquid crystal layer 4 including a liquid crystal composition, The common electrode layer 6, the color filter 9, the second substrate 3, and the second polarizing plate 8 are stacked in this order.

The 1st board | substrate 2 and the 2nd board | substrate 3 are formed from materials with flexibility, such as glass or plastic, for example. At least one of the first substrate 2 and the second substrate 3 is formed of a transparent material, the other may be formed of a transparent material, or may be formed of an opaque material such as metal or silicon.

The first substrate 2 and the second substrate 3 are attached to each other by a sealing material and an encapsulant such as an epoxy-based thermosetting composition disposed in the peripheral region, and in order to maintain the distance between the substrates, for example For example, granular spacers such as glass particles, plastic particles, and alumina particles, or spacer pillars made of a resin formed by photolithography may be arranged.

The first polarizing plate 7 and the second polarizing plate 8 can adjust the polarization axes of each polarizing plate so that the viewing angle and contrast are good, and the transmission axes orthogonal to each other so that their transmission axes operate in a normally black mode. It is desirable to have. In particular, it is preferable that any one of the first polarizing plate 7 and the second polarizing plate 8 is disposed to have a transmission axis parallel to the alignment direction of liquid crystal molecules when no voltage is applied.

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

The black matrix may be provided with a color filter on the substrate opposite to the array substrate, or may be provided with a color filter on the array substrate side, and the black matrix is separately installed on the array substrate and the other substrate on which the color filter is different. You may work. Further, the black matrix may be provided separately from the color filter, but the transmittance may be reduced by overlapping each color of the color filter.

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

As shown in Fig. 2, in the pixel electrode layer 5 including the thin film transistor formed on the surface of the first substrate 2, a plurality of gate bus lines 11 for supplying a scan signal and a display signal are supplied. A plurality of data bus lines 12 for doing so are arranged in a matrix shape intersecting each other. In addition, only a pair of gate bus lines 11 and 11 and a pair of data bus lines 12 and 12 are shown in FIG. 2.

A unit pixel of a liquid crystal display element is formed by an area surrounded by a plurality of gate bus lines 11 and a 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, which includes two stem portions that are orthogonal to each other and form a cross shape, and a plurality of branch portions extending from each stem portion.

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

The gate bus line 11 and the data bus line 12 are preferably formed of metal films, and more preferably Al, Cu, Au, Ag, Cr, Ta, Ti, Mo, W, Ni or It is formed of an alloy, more preferably Mo, Al, or an alloy thereof.

The pixel electrode 13 is preferably a transparent electrode in order to improve the transmittance. The transparent electrode is formed by sputtering an oxide semiconductor (ZnO, InGaZnO, SiGe, GaAs, Indium Zinc Oxide (IZO), Indium Tin Oxide (ITO), SnO, TiO, AZTO (AlZnSnO), etc.).

At this time, the film thickness of the transparent electrode may be 10 to 200 nm. In addition, in order to reduce the electrical resistance, a transparent electrode can also be formed as a polycrystalline ITO film by firing the ITO film of the amorphous.

The liquid crystal display element of this embodiment forms wiring by sputtering metal materials, such as Al or its alloy, on the 1st board | substrate 2 and the 2nd board | substrate 3, for example, and forms a pixel electrode layer 5 and Each of the common electrode layers 6 can be formed. In addition, the color filter 9 can be created by, for example, a pigment dispersion method, a printing method, an electrodeposition method, or a dyeing method.

When an example of a method for producing a color filter by the pigment dispersion method is described as an example, the curable coloring composition for color filters is applied on the transparent substrate, subjected to patterning treatment, and cured by heating or light irradiation. By performing this process for three colors of red, green and blue, respectively, a pixel portion for a color filter can be created. Further, the color filter 9 may be provided on the side of the substrate having a TFT or the like.

The first substrate 2 and the second substrate 3 face each such that the pixel electrode layer 5 and the common electrode layer 6 are inside, but at this time, through the spacer, the first substrate 2 and the second substrate You may adjust the interval of (3). At this time, it is preferable to adjust the thickness of the liquid crystal layer 4 to be, for example, 1 to 100 μm.

When using the polarizing plates 7 and 8, it is preferable to adjust the product of the refractive index anisotropy (Δn) of the liquid crystal layer 4 and the thickness of the liquid crystal layer 4 so that the contrast is maximized. In addition, when there are two polarizing plates 7 and 8, the polarization axis of each polarizing plate can be adjusted to adjust the viewing angle and contrast to be good. Further, a retardation film for widening the viewing angle can also be used. Thereafter, a sealing agent such as an epoxy-based thermosetting composition is screen printed on the substrate in a form in which a liquid crystal injection port is provided, the substrates are attached to each other and heated to heat-cure the sealing agent.

As a method of sandwiching the composition between the two substrates 2 and 3, a conventional vacuum injection method or a drop-injection (ODF) method may be used. In the vacuum injection method, dripping marks do not occur, but It has a problem that a trace remains, but in the present embodiment, it can be more suitably used for a display element manufactured by using the ODF method.

In the manufacturing process of the liquid crystal display device of the ODF method, a sealing agent such as an epoxy-based photothermal combination curing property is drawn on a substrate of either the backplane or the frontplane in a closed loop embankment shape using a dispenser, and a predetermined amount thereof is degassed. After dropping the composition of, the liquid crystal display device can be manufactured by bonding the front plane and the back plane.

In the present embodiment, in the ODF method, the occurrence of dripping marks when the liquid crystal composition is dropped onto a substrate can be suppressed. In addition, a dropping mark is defined as a phenomenon in which a mark on which a liquid crystal composition is dropped appears white when displayed in black.

In addition, in the manufacturing process of the liquid crystal display element by the ODF method, it is necessary to drop the optimal amount of liquid crystal injection depending on the size of the liquid crystal display element, but the liquid crystal composition of the present embodiment, for example, occurs during liquid crystal dropping. Since there is little influence on a sudden pressure change or impact in the dropping device, and it is possible to continuously drop the liquid crystal stably over a long period of time, the yield of the liquid crystal display element can be kept high.

In particular, it is difficult to control the deviation from the optimum value within a certain range, since the small liquid crystal display element that is frequently used in recently popular smart phones has a small amount of optimal liquid crystal injection, but by using the liquid crystal composition of the present embodiment , Even in a small liquid crystal display element, it is possible to realize a stable discharge amount of a liquid crystal material.

When the first compound and the second compound each contain a polymerizable group, and the liquid crystal composition contains a polymerizable compound, as a method of polymerizing these compounds, an appropriate polymerization rate is preferable in order to obtain good alignment performance of the liquid crystal molecules. , It is preferable to polymerize by irradiating active energy rays such as ultraviolet rays or electron beams by single or in combination or sequentially. When using ultraviolet light, a polarized light source may be used, or a non-polarized light source may be used.

Moreover, when superposing | polymerizing in the state which clamped the liquid crystal composition between two sheets of board | substrates, at least the board | substrate of an irradiation surface side must provide suitable transparency with respect to an active energy ray. In addition, a means for polymerizing only a specific portion using a mask during light irradiation, and then changing conditions such as an electric field, a magnetic field, or temperature, thereby changing the orientation state of the unpolymerized portion and also irradiating and polymerizing active energy rays You may use

In particular, when exposing to ultraviolet rays, it is preferable to apply ultraviolet rays while applying an alternating electric field to the liquid crystal composition. The alternating electric field to be applied is preferably an alternating current with a frequency of 10 Hz to 10 kHz, more preferably a frequency of 60 Hz to 10 kHz, and the voltage is selected depending on the desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In the transverse electric field type MVA mode liquid crystal display element, it is preferable to control the pretilt angle from 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.

It is preferable that the temperature at the time of irradiation is in the temperature range in which the liquid crystal state of the liquid crystal composition is maintained. It is preferable to polymerize the liquid crystal composition at a temperature close to room temperature, that is, typically at a temperature of 15 to 35 ° C.

As a lamp for generating ultraviolet rays, a metal halide lamp, a high pressure mercury lamp, an ultra high pressure mercury lamp, or the like can be used. In addition, it is preferable to irradiate ultraviolet rays in a wavelength region other than the absorption wavelength range of the liquid crystal composition as the wavelength of the ultraviolet rays to be irradiated, and it is preferable to cut and use ultraviolet rays as necessary.

The intensity of the ultraviolet rays to be irradiated is preferably 0.1 mW / cm ² to 100 W / cm ² , and more preferably ² mW / cm ² to 50 W / cm ² . The amount of energy of ultraviolet light irradiated, and can be suitably adjusted, it is ^{10mJ / cm 2 ~ 500J / cm} 2 are preferred, more preferably ^{100mJ / cm 2 ~ 200J / cm} 2. When irradiating ultraviolet light, you may change the intensity.

The time for irradiating ultraviolet light is appropriately selected according to the intensity of ultraviolet light to be irradiated, preferably 10 seconds to 3600 seconds, and more preferably 10 seconds to 600 seconds.

In the liquid crystal composition of the present invention, since the alignment aids (the first compound and the second compound) do not inhibit the polymerization reaction of the polymerizable compounds, the polymerizable compounds are suitably polymerized, and the unreacted polymerizable compounds are It can suppress what remains in a liquid crystal composition.

As a polymerizable compound, for example, when the compound represented by the general formula (P) is used, the obtained liquid crystal display element 1 includes two substrates 2 and 3 and two substrates 2 and 3. It is provided with a liquid crystal layer (4) comprising a polymerization product of a first compound, a second compound, and a compound represented by the general formula (P) interposed therebetween. In this case, it is considered that the polymerized product of the first compound, the second compound, and the compound represented by the general formula (P) is unevenly distributed on the substrates 2 and 3 side in the liquid crystal layer 4.

In addition, when a polymerizable compound is not used, the liquid crystal layer 4 contains a polymer of the first compound and the second compound.

The liquid crystal display element 1 may be a liquid crystal display element for driving an active matrix. The liquid crystal display element 1 may be a PSA type, PSVA type, VA type, IPS type, FFS type or ECB 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 aids (first compound and second compound) is used, the liquid crystal layer 4 of the first substrate 2 and the second substrate 3 is used. It is not necessary that an alignment film such as a polyimide alignment film is provided on the side. That is, the liquid crystal display element of this embodiment can take a structure in which at least one of the two substrates does not have an alignment film such as a polyimide alignment film.

The alignment aid, liquid crystal composition, and liquid crystal display element of the present invention have been described above based on the illustrated embodiment, but the present invention is not limited to this, and each configuration may be replaced with any configuration having the same function, Other arbitrary structures may be added.

[Example]

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

In the examples, the measured characteristics are as follows.

T _ni : Nematic phase-isotropic liquid phase transition temperature (℃)

Δn: refractive index anisotropy at 20 ° C

η: viscosity at 20 ° C (mPa · s)

γ ₁ : Rotational viscosity at 20 ° C (mPa · s)

Δε: Dielectric anisotropy at 20 ° C

K ₃₃ : Elastic constant at _33C K ₃₃ (pN)

1. Preparation of liquid crystal mixture

Hereinafter, the following abbreviations are used for the description of the compounds.

<Ring structure>

[Formula 94]

<Side chain structure>

(However, n in the table is a natural number.)

<Connection structure>

(However, n in the table is a natural number.)

(Liquid Crystal Mixture LC-1)

First, the mixture HLC-1 of the prescription shown in Table 3 was prepared. The liquid crystal mixture LC-1 was obtained by adding 0.3 weight% of the following polymerizable compound (R-1-0) to 100 weight% of the mixture HLC-1 and dissolving it by heating.

[Formula 95]

(Liquid Crystal Mixture LC-1 ~ LC-8)

First, a mixture of prescriptions HLC-2 to HLC-8 shown in Table 4 below was prepared. Liquid crystal mixtures LC-2 to LC-8 were obtained by adding 0.3 wt% of the polymerizable compound (R-1-0) to 100 wt% of each of these mixtures HLC-2 to HLC-8 and heating and dissolving them.

(Liquid Crystal Mixture LC-9 ~ LC-16)

The mixture of HLC-1 to HLC-8 was added to each of 100% by weight of 0.3% by weight of the polymerizable compound (R-1-0) and 0.5% by weight of the following polymerizable compound (R-1-1), By heating and dissolving, liquid crystal mixtures LC-9 to LC-16 were obtained.

[Formula 96]

2. Preparation of liquid crystal composition

(Example 1)

With respect to 100% by weight of the liquid crystal mixture LC-1, 0.3% by weight of the compound (PJ-I-1) and 0.3% by weight of the compound (PJ-II-1) as the second compound were added to prepare a liquid crystal composition. Was prepared.

(Example 2)

0.5% by weight of the compound (PJ-I-1) and 0.5% by weight of the compound (PJ-II-1) were added to 100% by weight of the liquid crystal mixture LC-1 to prepare a liquid crystal composition.

(Example 3)

0.5% by weight of the compound (PJ-I-1) and 1.0% by weight of the compound (PJ-II-1) were added to 100% by weight of the liquid crystal mixture LC-1 to prepare a liquid crystal composition.

(Examples 4-6)

A liquid crystal composition was prepared in the same manner as in Examples 1 to 3, except that the first compound was changed from compound (PJ-I-1) to compound (PJ-I-2).

(Examples 7 to 9)

A liquid crystal composition was prepared in the same manner as in Examples 1 to 3, except that the first compound was changed from compound (PJ-I-1) to compound (PJ-I-3).

(Examples 10 to 12)

A liquid crystal composition was prepared in the same manner as in Examples 1 to 3, except that the first compound was changed from compound (PJ-I-1) to compound (PJ-I-4).

(Examples 13 to 15)

A liquid crystal composition was prepared in the same manner as in Examples 1 to 3, except that the first compound was changed from compound (PJ-I-1) to compound (PJ-I-5).

(Examples 16 to 18)

A liquid crystal composition was prepared in the same manner as in Examples 7 to 9, except that the second compound was changed from compound (PJ-II-1) to compound (PJ-II-2).

(Examples 19-21)

A liquid crystal composition was prepared in the same manner as in Examples 7 to 9, except that the second compound was changed from compound (PJ-II-1) to compound (PJ-II-3).

(Examples 22-24)

A liquid crystal composition was prepared in the same manner as in Examples 7 to 9, except that the second compound was changed from compound (PJ-II-1) to compound (PJ-II-4).

(Examples 25-27)

A liquid crystal composition was prepared in the same manner as in Examples 4 to 6, except that the second compound was changed from compound (PJ-II-1) to compound (PJ-II-2).

(Examples 28 to 30)

A liquid crystal composition was prepared in the same manner as in Examples 4 to 6, except that the second compound was changed from compound (PJ-II-1) to compound (PJ-II-3).

(Examples 31-33)

A liquid crystal composition was prepared in the same manner as in Examples 4 to 6, except that the second compound was changed from compound (PJ-II-1) to compound (PJ-II-4).

(Examples 34-43)

A liquid crystal composition was prepared in the same manner as in Example 23, except that the liquid crystal composition LC-1 was changed to the liquid crystal compositions LC-2 to LC-8.

(Comparative Example 1)

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

(Comparative Examples 2-4)

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

[Formula 97]

(Comparative Examples 5-13)

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

(Comparative Examples 14-20)

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

3. Evaluation

The following evaluation test was performed about each liquid crystal composition of an Example and a comparative example.

3-1. Evaluation test of low temperature stability

The liquid crystal composition was filtered with a membrane filter (PTFE 13 mm-0.2 µm, manufactured by Agilent Technologies), and left standing under vacuum reduced pressure for 15 minutes to remove dissolved air. This was washed with acetone, weighed 0.5 g into a vial bottle sufficiently dried, and left to stand in a low-temperature environment at -25 ° C for 14 days. Then, the presence or absence of precipitation was observed visually, and it determined with the following four steps.

A: Even after standing for 14 days, precipitation could not be confirmed.

B: After 7 days of standing, precipitation was confirmed.

C: After standing for 3 days, precipitation was confirmed.

D: After standing for 1 day, precipitation was confirmed.

3-2. Evaluation test of vertical orientation 1

First, a first substrate (common electrode substrate) having a transparent common electrode layer, which does not have an alignment layer, and a pixel electrode layer including a transparent pixel electrode driven by an active element, and a second substrate (pixel electrode substrate) having no alignment layer ). Next, a sealing material was placed along the outer periphery of the first substrate, and the liquid crystal composition was dropped onto the first substrate and inside the sealing material.

Thereafter, the second substrate was disposed to face the first substrate through the sealing material, and the liquid crystal composition was held between the first substrate and the second substrate. In this state, the sealing material was cured under normal pressure at 110 ° C for 2 hours. Thereby, a liquid crystal cell with a cell gap of 3.2 μm was obtained.

The orientation unevenness at this time, such as vertical alignment and dripping marks, was observed using a polarization microscope and evaluated in the following four steps.

A: Vertically aligned uniformly over the entire surface, including the ends, etc.

B: Very few orientation defects, but acceptable levels

C: Unacceptable level due to many orientation defects, including end portions

D: Poor orientation

3-3. Evaluation test of vertical orientation 2

First, a first substrate (filter substrate) having a color filter layer, which does not have an alignment layer, and a pixel electrode layer including a transparent pixel electrode driven by an active element, wherein a second substrate (pixel electrode substrate) without an alignment layer is provided. Produced. Next, a sealing material was placed along the outer periphery of the first substrate, and the liquid crystal composition was dropped onto the first substrate and inside the sealing material.

Thereafter, the second substrate was disposed to face the first substrate through the sealing material, and the liquid crystal composition was held between the first substrate and the second substrate. In this state, the sealing material was cured under normal pressure at 110 ° C for 2 hours. Thereby, a liquid crystal cell with a cell gap of 3.2 μm was obtained.

The orientation unevenness at this time, such as vertical alignment and dripping marks, was observed using a polarization microscope and evaluated in the following four steps.

A: Vertically aligned uniformly over the entire surface, including the ends, etc.

B: Very few orientation defects, but acceptable levels

C: Unacceptable level due to many orientation defects, including end portions

D: Poor orientation

3-4. Evaluation test of vertical orientation 3

First, a first substrate (electrode filter substrate) having a surface formed of both a patterned transparent common electrode layer portion and a color filter layer portion and having no alignment layer, a transparent pixel electrode portion and a pixel electrode layer driven by an active element, and , A second substrate (pixel electrode substrate) having a part of a color filter layer but no alignment film was produced. Next, a sealing material was placed along the outer periphery of the first substrate, and the liquid crystal composition was dropped onto the first substrate and inside the sealing material.

Thereafter, the second substrate was disposed to face the first substrate through the sealing material, and the liquid crystal composition was held between the first substrate and the second substrate. In this state, the sealing material was cured under normal pressure at 110 ° C. for 2 hours to obtain a liquid crystal cell with a cell gap of 3.5 μm.

The orientation unevenness at this time, such as vertical alignment and dripping marks, was observed using a polarization microscope and evaluated in the following four steps.

A: Pattern substrate boundaries, ends, etc. are uniformly vertically aligned over the entire surface.

B: Very few orientation defects, but acceptable levels

C: Unacceptable level due to many orientation defects, including end portions

D: Poor orientation

3-5. Evaluation test of pretilt angle formation

Said "3-2. While applying a rectangular AC wave of 10 V and 100 Hz to the liquid crystal cell used in the evaluation test 1 for vertical alignment, UV light having an illuminance of 100 m / cm ² at 365 nm was irradiated for 200 seconds using a high-pressure mercury lamp. Subsequently, the stability of the white display was evaluated by applying the physical external force to the cell while applying a rectangular AC wave of 10 V and 100 Hz, and observation was performed in the state of cross nicotine, and evaluated in the following four steps.

A: Vertically aligned uniformly over the entire surface, including the ends, etc.

B: Very few orientation defects, but acceptable levels

C: Unacceptable level due to many orientation defects, including end portions

D: Poor orientation

3-6. Evaluation test of residual monomer amount

Said "3-5. The polymer used in the evaluation test for the pretilt angle formation ”was further irradiated with a UV fluorescent lamp manufactured by Toshiba Lighttech Co., Ltd. for 60 minutes (roughness at 313 nm of 1.7 mW / cm ² ), followed by polymerizable compound (R1-1- The residual amount of 0) was quantified by HPLC to determine the residual monomer amount. According to the residual amount of monomer, it evaluated in the following four steps.

A: less than 300ppm

B: 300ppm or more but less than 500ppm

C: 500ppm or more and less than 1500ppm

D: 1500ppm or more

3-7. Evaluation test of response characteristics

Said "3-5. Cells having a cell gap of 3.2 μm used in the evaluation test for pretilt angle formation ”were further irradiated with a UV fluorescent lamp manufactured by Toshiba Lighttech Co., Ltd. for 60 minutes (roughness of 1.7 mW / cm ^{2 at} 313 nm). The response speed of the cells thus obtained was measured. The response speed was measured using a DMS703 from AUTRONIC-MELCHERS at Voff at 6 V under a temperature condition of 25 ° C. The response characteristics were evaluated in the following four steps.

A: less than 5ms

B: 5 ms or more and less than 15 ms

C: 15ms or more but less than 25ms

D: 25 ms or more

As described above, it was found that the alignment aid and liquid crystal composition of the present invention have excellent alignment control power of liquid crystal molecules and high storage stability. It was also found that the liquid crystal display element of the present invention has excellent response characteristics.

Further, in the same manner 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 heat-dissolved to obtain a liquid crystal composition. When these liquid crystal compositions were evaluated for vertical alignment in the same manner as described above, it was confirmed that the examples had better orientation than the comparative examples.

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 polarizer
9 color filters
11 gate bus line
12 data bus lines
13 pixel electrode
14 Cz electrode
15 source electrode
16 drain electrode
17 Contact Hall

Claims (21)

An alignment aid that is disposed between two substrates together with liquid crystal molecules, and that orients the liquid crystal molecules spontaneously.
A first compound comprising at least one first affinity group having an affinity for the substrate,
Orientation aid, characterized in that it contains a second compound having at least one second affinity group having an affinity for the substrate and has a lower polarity than the first affinity group. The method according to claim 1,
The said 1st compound and the said 2nd compound each contain at least 1 polymerizable group, The orientation adjuvant. The method according to claim 2,
The polymerizable group is selected from the group represented by the following general formulas (P-1) to (P-13), an alignment aid.

(In the formula, the black dot at the right represents the bonding hand.) The method according to any one of claims 1 to 3,
The said 1st affinity group and the said 2nd affinity group each contain the group chosen from the following group, Orientation adjuvant.

(In the formula, black dots indicate bonding hands.) The method according to claim 4,
The first affinity group is a group represented by the following general formulas (K1-1) to (K1-3):

(In the formula,
The black dot at the left end represents the bonding hand,
W ^K2 represents a methine group, C-CH ₃ , CC ₂ H ₅ , nitrogen atom or silicon atom,
W ^K3 represents a carbon atom,
X ₁ to X ₅ each independently represent a hydrogen atom, a -OH group or CH ₂ = C (CH ₃ ) COO-,
At least 1 of X ₁ and X ₂ represents a -OH group,
At least one of X ₃ , X ₄ and X ₅ represents a -OH group,
Sp ₁ , Sp ₂ and Sp ₃ each represent a single bond or a spacer group.)
Is selected from,
The second affinity group is a group represented by the following general formulas (K2-1) to (K2-14):

(In the formula,
The black dot at the left end represents the bonding hand,
Arbitrary methylene groups are each independently a straight or branched alkyl group having 1 to 5 carbon atoms, a straight chain or branched alkyloxy group having 1 to 5 carbon atoms, or a straight chain or branched purple having 1 to 5 carbon atoms. It may be substituted with a luoroalkyl group,
W ^K1 represents a methine group, C-CH ₃ , CC ₂ H ₅ or a nitrogen atom,
X ^K1 and Y ^K1 each independently represent -CH _2- , an oxygen atom or a sulfur atom,
Z ^K1 represents an oxygen atom or a sulfur atom,
U ^K1 , V ^K1 and S ^K1 each independently represent a methine group or a nitrogen atom (except for combinations in which U ^K1 is a methine group, V ^K1 is a methine group, and S ^K1 is a nitrogen atom),
R ^K1 is a hydrogen atom, a linear or branched alkyl group having 1 to 5 carbon atoms, a straight or branched alkyloxy group having 1 to 5 carbon atoms, or a straight chain or branched perfluoro group having 1 to 5 carbon atoms. Alkyl group.)
Orientation aid selected from. The method according to claim 4 or claim 5,
The said 1st affinity group contains a hydroxyl group, and the said 2nd affinity group contains an ether group or a carbonate group, orientation adjuvant. The method according to any one of claims 2 to 6,
The first compound and the second compound each include a mesogen group,
The said 1st affinity group, a 2nd affinity group, and the said polymerizable group are couple | bonded with the said mesogenic group directly or through a spacer group, respectively. The method according to claim 7,
The said 1st compound and the said 2nd compound each contain the terminal group couple | bonded with the said 1st affinity group or the said 2nd affinity group of the said mesogenic group, The orientation adjuvant. The method according to claim 8,
The terminal group is a straight-chain or branched alkyl group having 1 to 40 carbon atoms, a straight-chain or branched halogenated alkyl group having 1 to 40 carbon atoms (however, -CH ₂ -in the alkyl group or halogenated alkyl group is -CH = CH- , -C≡C-, -O-, -NH-, -COO- or -OCO-, but -O- is not continuous.) Or directly or through a spacer group, it is bonded to the mesogen group. An orientation aid represented by a polymerizable group. The method according to any one of claims 5 and 7 to 9,
The spacer group, -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 branched or straight chain alkylene group having 1 to 20 carbon atoms (however, 1 in the alkylene group Orientation adjuvant which is two or more -CH ₂ -which are not adjacent or may be substituted by -O-, -COO- or -OCO-.). The method according to any one of claims 7 to 10,
The said mesogenic group, the following general formula (i):

(In the formula,
The black point at the left end and the black point at the right end represent a bonding hand,
A ⁱ¹ represents a divalent 6-membered ring aromatic group, a divalent 6-membered ring heteroaromatic group, a divalent 6-membered ring aliphatic group, or a divalent 6-membered ring heteroaliphatic group,
The hydrogen atom in these ring structures is a halogen atom, a straight-chain or branched alkyl group having 1 to 10 carbon atoms, a straight-chain or branched halogenated alkyl group having 1 to 10 carbon atoms, a straight-chain or branched alkoxy group having 1 to 10 carbon atoms. group or P ^{i1 i1} -Sp - is optionally substituted with, where, P ⁱ¹ is, the above-mentioned general formula (P-1) ~ represents a polymerizable group selected from the group represented by (P-13), Sp ⁱ¹ is , Z ⁱ¹ represents the same meaning,
Z ⁱ¹ is 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 an alkylene group having 2 to 20 carbon atoms (however, one of the alkylene groups Or two or more non-adjacent -CH ₂ -may be substituted with -O-, -COO- or -OCO-.)
m ⁱ¹ represents an integer of 1 to 5,
When m ⁱ¹ is 2 or more, a plurality of A ⁱ¹ may be the same or different from each other.)
Orientation aid. A liquid crystal composition comprising the alignment aid according to any one of claims 1 to 11, liquid crystal molecules, and a dielectric constant anisotropy (Δε). The method according to claim 12,
The liquid crystal molecules are groups represented by the following general formulas (N-1) to (N-3):

(In the formula,
R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 are each independently an alkyl group having 1 to 8 carbon atoms (however, one of the alkyl groups or two or more non-adjacent -CH _2- Each independently represents -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-.)
A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31 and A ^N32 are each independently,
(a) 1,4- cyclohexylene group (provided that one -CH ₂ present in a group-of two or more -CH ₂ or are not adjacent - is optionally substituted by -O-.),
(b) 1,4-phenylene group (however, one -CH = or two or more non-adjacent -CH = present in this group may be substituted with -N =),
(c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (but naphthalene-2,6- One -CH = present in the diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent -CH = may be substituted with -N =.) , And
(d) 1,4-cyclohexylene group
Represents a group selected from the group consisting of,
The group (a), group (b), group (c) and group (d) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^N11 , Z ^N12 , Z ^N21 , Z ^N22 , Z ^N31 and Z ^N32 are each independently a single bond, -CH ₂ CH ₂ -,-(CH ₂ ) _4- , -OCH _2- , -CH ₂ O -, -COO-, -OCO-, -OCF _2- , -CF ₂ O-, -CH = NN = CH-, -CH = CH-, -CF = CF- or -C≡C-,
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 and n ^N32 each independently represent an integer of 0 to 3, where n ^N11 + n ^N12 , n ^N21 + n ^N22 and n ^N31 + n ^N32 are Each independently 1, 2 or 3,
When a plurality of A ^N11 to A ^N32 and Z ^N11 to Z ^N32 are respectively present, they may be the same or different from each other.)
A liquid crystal composition comprising a compound selected from. The method according to claim 12 or 13,
The said liquid crystal molecule contains the compound represented by the following general formula (L), The liquid crystal composition.

(In the formula,
R ^L1 and R ^L2 are each independently an alkyl group having 1 to 8 carbon atoms (however, one of the alkyl groups or two or more non-adjacent -CH ₂ -are each independently -CH = CH-,- C≡C-, -O-, -CO-, -COO- or -OCO- may be substituted.)
n ^L1 represents 0, 1, 2 or 3,
A ^L1 , A ^L2 and A ^L3 are each independently,
(a) 1,4- cyclohexylene group (provided that one -CH ₂ present in a group-of two or more -CH ₂ or are not adjacent - is optionally substituted by -O-.),
(b) 1,4-phenylene group (however, one -CH = or two or more non-adjacent -CH = present in this group may be substituted with -N =), and
(c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (but naphthalene-2,6- One -CH = present in the diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent -CH = may be substituted with -N =.)
Represents a group selected from the group consisting of,
The groups (a), (b) and (c) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z Z ^L1 and ^L2 are each independently a single _{bond, -CH 2 CH 2 -, -} (CH 2) 4 -, -OCH 2 -, -CH 2 O-, -COO-, -OCO-, -OCF _2- , -CF ₂ O-, -CH = NN = CH-, -CH = CH-, -CF = CF- or -C≡C-,
When n ^L1 is 2 or 3 and a plurality of A ^L2 are present, they may be the same or different from each other, and when n ^L1 is 2 or 3 and a plurality of Z ^L2 are present, they may be the same or different from each other. Compounds represented by the general formulas (N-1), (N-2) and (N-3) are excluded.) The method according to any one of claims 12 to 14,
A liquid crystal composition further containing a polymerizable compound. The method according to claim 15,
The said polymerizable compound contains at least 1 sort (s) of the compound represented by the following general formula (P), The liquid crystal composition.

(In the formula,
Z ^p1 is a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted with a halogen atom, an alkoxy group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted with a halogen atom, a hydrogen atom value An alkenyl group having 1 to 15 carbon atoms which may be substituted with a halogen atom, an alkenyloxy group having 1 to 15 carbon atoms which may be substituted with a halogen atom, or -Sp ^p2 -R ^p2 ;
R ^p1 and R ^p2 are the following formulas (RI) to (R-IX), respectively:

(In the formula,
* In Sp ^p1 or Sp ^p2 ,
R ² to R ⁶ each independently represent 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 group,
T represents a single bond or -COO-,
p, t and q each independently represent 0, 1 or 2.)
Represents any one of
Sp ^p1 and Sp ^p2 each represent a spacer group,
L ^p1 and L ^p2 are each independently 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 ) CC (= O) -O-, -CH ₂ (CH ₃ ) CO- (C = O)-, -O- (C = O) -C (CH ₃ ) CH ₂ ,-(C = O) -OC (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 R ^a is independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms And z represents an integer from 1 to 4).
M ^p2 is a 1,4-phenylene group, 1,4-cyclohexylene group, anthracene-2,6-diyl group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group, pyrimidine -2,5-diyl group, naphthalene-2,6-diyl group, indan-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, 1,3-diyl group Represents an oxane-2,5-diyl group or a single bond, M ^p2 is unsubstituted or an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, It may be substituted with a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group, or -R ^p1 ,
M ^p1 is the following formulas (i-11) to (ix-11):

( ^Wherein , it binds to Sp ^p1 at *, and to L ^p1 , L ^p2 or Z ^p1 at **.)
Represents any one of
M ^p3 is the following formulas (i-13) to (ix-13):

(In the formula, * binds to Z ^p1 and ** to L ^p2 .)
Represents any one of
m ^p2 to m ^p4 each independently represent 0, 1, 2 or 3,
m ^p1 and m ^p5 each independently represent 1, 2 or 3,
When plural Z ^p1 is present, they may be the same or different from each other, and when plural R ^p1 is present, they may be the same or different from each other, and when plural R ^p2 is present, they may be identical to each other. They may be different, and in the case where a plurality of Sp ^p1 are present, they may be the same or different from each other, in the case where a plurality of Sp ^p2 are present, they may be the same or different from each other, and in the case where a plurality of L ^p1 are present, they are They may be the same or different from each other, and when a plurality of M ^p2 are present, they may be the same or different from each other.) A liquid crystal display device 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. The method according to claim 17,
The liquid crystal layer is a liquid crystal display device comprising a polymerization product of the first compound and the second compound. The method according to claim 17 or claim 18,
A liquid crystal display element for active matrix driving. The method according to any one of claims 17 to 19,
A liquid crystal display device of PSA type, PSVA type, VA type, IPS type, FFS type or ECB type. The method according to any one of claims 17 to 20,
A liquid crystal display device in which at least one of the two substrates does not have an alignment film.

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