WO2019049673A1

WO2019049673A1 - Alignment assistant, liquid crystal composition and liquid crystal display element

Info

Publication number: WO2019049673A1
Application number: PCT/JP2018/031104
Authority: WO
Inventors: 正臣木村; 須藤　豪; 雄一井ノ上; 直美幡野; 林　正直; 純一間宮; 健太清水
Original assignee: Dic株式会社
Priority date: 2017-09-08
Filing date: 2018-08-23
Publication date: 2019-03-14
Also published as: TW201920629A; JP6690782B2; CN111183206B; JPWO2019049673A1; CN111183206A; KR20200041880A

Abstract

Provided is an alignment assistant which is capable of ensuring storage stability if added into a liquid crystal composition, and which causes liquid crystal molecules to vertically align spontaneously even if a PI layer is omitted. Also provided are: a liquid crystal composition which exhibits excellent storage stability and which enables vertical alignment of liquid crystal molecules even if a PI layer is omitted; and a liquid crystal display element which uses this liquid crystal composition. An alignment assistant according to the present invention is arranged between two substrates together with liquid crystal molecules and causes the liquid crystal molecules to align spontaneously. This alignment assistant is characterized by containing a first compound which contains at least one first affinity group that has an affinity for the substrates and a second compound which contains at least one second affinity group that has an affinity for the substrates, while having a lower polarity than the first affinity group.

Description

Alignment aid, liquid crystal composition and liquid crystal display device

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

Conventionally, in a VA type liquid crystal display, a polyimide (PI) layer that functions as an alignment layer on an electrode is used to induce vertical alignment of liquid crystal molecules when no voltage is applied and to realize horizontal alignment of liquid crystal molecules when voltage is applied. It is provided. However, since the film formation of the PI layer requires a large cost, in recent years, a method for achieving the alignment of liquid crystal molecules has been studied while omitting the PI layer.

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

JP-A-2014-524951

However, according to the study of the present inventors, when the self-orientation additive described in Patent Document 1 is used, the alignment control force for vertically aligning the liquid crystal molecules is not sufficient, and it has a PI layer. That when the liquid crystal display element is manufactured, alignment unevenness is caused due to the liquid crystal molecules not showing a predetermined alignment state at the end of the liquid crystal display element, and improvement is necessary, and the spontaneous alignment additive It has been found that crystals are deposited during storage of the liquid crystal composition containing H, and there is room for improvement in terms of storage stability.

Therefore, the object of the present invention is to ensure the storage stability of the liquid crystal composition containing the alignment assistant (self-alignment additive) and the liquid crystal molecules, and spontaneously eliminate the liquid crystal molecules even if the PI layer is omitted. An object of the present invention is to provide an alignment aid for vertically aligning. Further, another object of the present invention is a liquid crystal composition which is excellent in storage stability and can realize a liquid crystal display element such as PSA type, PSVA type or VA type even if PI layer is omitted, and the liquid crystal composition. It is providing the used liquid crystal display element.

The present invention is an alignment aid which is disposed along with liquid crystal molecules between two substrates and causes the liquid crystal molecules to be spontaneously aligned,
A first compound comprising at least one first affinity group having an affinity for the substrate;
A second compound containing at least one second affinity group having an affinity for the substrate and having a polarity lower than that of the first affinity group; provide.

The present invention also provides a liquid crystal composition containing the alignment assistant of the present invention and liquid crystal molecules and having a negative dielectric anisotropy (Δε).

Furthermore, 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.

According to the present invention, an alignment aid which is excellent in storage stability and capable of uniform vertical alignment of liquid crystal molecules even if the PI layer is omitted, a liquid crystal composition containing the alignment aid, and the liquid crystal composition It is possible to provide a liquid crystal display device using the

It is a figure which shows typically one Embodiment of a liquid crystal display element. It is the top view to which the area | region enclosed by I line in FIG. 1 was expanded.

Hereinafter, the alignment assistant, the liquid crystal composition and the liquid crystal display device of the present invention will be described in detail based on preferred embodiments.
(Alignment aid)
The alignment assistant of the present invention can align liquid crystal molecules spontaneously by being disposed along with the liquid crystal molecules between two substrates. The orientation aid includes a first compound containing at least one first affinity group having an affinity for the substrate, at least one having an affinity for the substrate and having a polarity lower than that of the first affinity group. And a second compound containing two second affinity groups.

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

For this reason, when a liquid crystal composition containing an alignment aid and liquid crystal molecules is supplied between two substrates to form a liquid crystal layer, both of the first compound and the second compound are used as affinity groups. It can be adsorbed (adhered) to the substrate, and the other part can be arranged (oriented) away from the substrate. By the presence of the first compound and the second compound arranged in this manner, liquid crystal molecules can be held in the liquid crystal layer with the liquid crystal molecules aligned in the vertical direction.

Here, since the affinity group has a function of adsorbing (adhering) to the substrate to fix the first compound and the second compound to the substrate, an adsorptive group (adhesive group), a PEG group, a sinker It can also be referred to as a group (sinker group) or an anchor group.

According to such an alignment assistant of the present invention, even if the PI layer is omitted, the liquid crystal molecules are aligned (in the absence of voltage application, the vertical alignment of the liquid crystal molecules is induced, and in the voltage application, the horizontal alignment of liquid crystal molecules is realized. It is possible to Therefore, both the first compound and the second compound are suitably used to aid the spontaneous alignment of liquid crystal molecules in the liquid crystal layer.

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

On the other hand, the second compound is fixed to the substrate after being uniformly wetted and spread on the substrate. At this time, the second compound can be aligned (oriented) with respect to the first compound fixed to the substrate.

As such, the alignment aid of the present invention has a polar affinity containing a first compound containing at least one first affinity group and a second compound containing a second affinity group. By containing the second compound having a property group, it is possible to exhibit a more reliable alignment control force (preventing effect of occurrence of alignment unevenness) of liquid crystal molecules.

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

The alignment assistant of the present invention prevents or suppresses the precipitation of the first compound in the liquid crystal composition by containing the second compound having the second affinity group having a relatively low polarity. it can. Thereby, the storage stability of the liquid crystal composition (particularly, the stability during storage at low temperature) can be secured.

Even when the amount of the first compound is reduced, according to the alignment auxiliary agent of the present invention, sufficient syntactic control ability of liquid crystal molecules can be exhibited by the synergetic effect with the second compound.

The ratio of the first compound to the second compound in the alignment aid is not particularly limited, but it is preferably about 1: 0.1 to 1:10 by weight ratio, 1: 0.5. It is more preferable that the ratio is about 1: 5. By containing the first compound and the second compound in such a ratio, the alignment assistant has both an effect of enhancing the alignment control power of liquid crystal molecules and an effect of securing the storage stability of the liquid crystal composition. Can be demonstrated with certainty.

Specific amounts of the first compound and the second compound to be used can be defined in relation to the amount of liquid crystal molecules in the liquid crystal composition.

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

On the other hand, the amount of the second compound is also 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 liquid crystal molecules. preferable.

The total amount of the first and second compounds is preferably as small as possible (preferably 1.% with respect to 100% by weight of liquid crystal molecules) within a range capable of sufficiently and sufficiently exhibiting the effect of enhancing the alignment regulating power of liquid crystal molecules. It is preferable to adjust to 4 wt% or less, more preferably about 0.5 to 1 wt%). Thereby, the storage stability of the liquid crystal composition can be further improved.

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

(In the formula, a black dot represents a bond.)

If it is a substituent containing a group selected from the above group, the polarity of the second affinity group is lower than the polarity of the first affinity group and the polarity of the first affinity group. It can be designed as easily.

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

In the formulas (K1-1) to (K1-3), the black dot at the left end represents a bond,
W ^K2 represents a methine group, C—CH ₃ , C—C ₂ H ₅ , a nitrogen atom or a silicon atom,
W ^K3 represents a carbon atom,
And X ₁ to X ₅ each independently represent a hydrogen atom, an —OH group or CH ₂ CC (CH ₃ ) COO—,
At least one of X ₁ and X ₂ represents an —OH group,
At least one of X ₃ , X ₄ and X ₅ represents an —OH group,
Sp ₁ , Sp ₂ and Sp ₃ each represent a single bond or a spacer group.

Here, as the 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 a branched or linear 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—).

Such a first affinity group has a sufficiently high polarity, and thus exerts a higher affinity (adsorption capacity) to the substrate.

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

Specific examples of the first affinity group include, for example, substituents shown in the following group.

(In the formula, a black dot represents a bond.)

Among the above groups, when importance is attached to the chemical stability as an alignment aid, as the first affinity group, K1-1, K1-2-1, K1-2-2 and K1-2-3 can be used. Is preferred. When importance is given to the orientation of liquid crystal molecules, K1-2-1, K1-2-2 and K1-2-3 are preferable as the first affinity group.

When importance is attached to solubility in a liquid crystal composition, the first affinity group may be K1-2-4, K1-3-1, K1-3-2, K1-3-3, K1. -3-4 and K1-3-5 are preferred. Furthermore, when importance is placed on these balances, as the first affinity group, 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.

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

In the formulas (K2-1) to (K2-14), the black dot at the left end represents a bond,
The arbitrary methylene group is each independently a linear or branched alkyl group having 1 to 5 carbon atoms, a linear or branched alkyloxy group having 1 to 5 carbon atoms, or 1 to 5 carbon atoms. It may be substituted with a linear or branched perfluoroalkyl group,
W ^K1 represents a methine group, C—CH ₃ , C—C 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 (provided that U ^K1 is a methine group, V ^K1 is a methine group, and S ^K1 is a combination of nitrogen atoms),
R ^K1 represents a hydrogen atom, a linear or branched alkyl group having 1 to 5 carbon atoms, a linear or branched alkyloxy group having 1 to 5 carbon atoms, or a linear or branched chain having 1 to 5 carbon atoms Represents a perfluoroalkyl group of

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

Among the above groups, when importance is attached to chemical stability as an alignment aid, as the second affinity group, (K2-1), (K2-3), (K2-8), (K2-9) And (K2-13) are preferred. When importance is placed on the orientation of liquid crystal molecules, (K2-1) and (K2-3) are preferable as the second affinity group.
When importance is placed on solubility in the liquid crystal composition, (K2-1), (K2-9) and (K2-13) are preferable as the second affinity group. Furthermore, when emphasizing these balances, (K2-1) and (K2-3) are more preferable as the second affinity group.

As combinations of the first affinity group and the second affinity group, various combinations exist, but the first affinity group containing a hydroxyl group and the second affinity group containing an ether group or a carbonate group The combination with is preferable. By combining the first affinity group and the second affinity group in this combination, the polarity of the second affinity group can be increased to the first affinity while the polarity of the first affinity group is sufficiently increased. It can be sufficiently lower than the polarity of the sex group. Therefore, it is possible to further improve both the effect of enhancing the alignment regulating power of liquid crystal molecules and the effect of securing the storage stability of the liquid crystal composition.

The number of the first affinity group and the number of the second affinity group may be one or more, respectively. Fixing power of the first compound and the second compound to the substrate can be adjusted by setting the numbers of the first affinity group and the second affinity group.

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

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

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

(In the equation, the black dot on the right represents the bond.)

Since these polymerizable groups have high reactivity, they can be sufficiently and reliably polymerized even with relatively low energy (for example, light energy, thermal energy). Therefore, when polymerizing the first compound and the second compound, it is possible to prevent or suppress that the liquid crystal molecules are adversely affected and degraded.
Among these, as the polymerizable group, groups represented by Formula (P-1) to Formula (P-3) are preferable, and groups represented by Formula (P-1) and Formula (P-3) are more preferable. .

The first compound and the second compound each preferably contain a mesogenic group. As a result, the first affinity group and the second affinity group, which are higher in polarity than the mesogen group, can be adsorbed onto the substrate, and the low polarity mesogen group can be arranged (orientated) more reliably so as to be separated from the substrate.

When the first compound and the second compound contain a mesogenic group, the affinity between the first compound and the second compound and the liquid crystal molecule is further increased. Therefore, the alignment control power of liquid crystal molecules by the first compound and the second compound can be further improved.

The first affinity group, the second affinity group, and the polymerizable group may be directly bonded to the mesogenic group, or may be bonded through the same spacer group as described above. . Further, the position of the mesogenic 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. Thus, the first compound and the second compound can be polymerized and fixed more firmly to the substrate without adversely affecting the alignment of liquid crystal molecules. Furthermore, it is preferable that the polymerizable group is laterally attached to the mesogenic group.

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

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 linear or branched alkyl group having 1 to 10 carbon atoms, a linear or branched halogenated alkyl group having 1 to 10 carbon atoms, or 1 to 10 carbon atoms. 10 linear or branched alkoxy or ^P i1 ^{-Sp i1} - may be substituted with, ^{where, P i1} is a group represented by the general formula (P-1) ~ (P -13) S ⁱ¹ represents a polymerizable group selected from among the above, S ⁱ¹ has the same meaning as Z ⁱ¹ ,
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, provided that it is 1 in the alkylene group 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 and
When m ⁱ¹ is 2 or more, a plurality of A ⁱ¹ may be the same as or different from each other.

Preferably, Zi ¹ 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 linear or branched alkylene group having 2 to 20 carbon atoms, provided that it is one of the alkylene groups Or two or more non-adjacent —CH ₂ — may be replaced by —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, provided that one or two or more non-adjacent —CH ₂ — in the alkylene group is substituted by —O— May be represented by

More preferably, Z ⁱ¹ in the 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 (-CH ₂ O-, -OCH _2- ) in which one of -CH _2-in ethylene group is substituted by -O-, or a linear chain having 3 to 13 carbon atoms (Wherein one or more non-adjacent —CH ₂ — in the alkylene group may be substituted by —O—).

Preferably, ^Ai1 in formula (i) represents a divalent 6-membered ring aromatic group or a divalent 6-membered ring aliphatic group. Here, as such a divalent 6-membered ring aromatic group or a divalent 6-membered ring aliphatic group, a divalent unsubstituted 6-membered ring aromatic group, a divalent unsubstituted 6-membered ring aliphatic group The hydrogen atom in the group or ring structure thereof is a halogen atom, a linear or branched alkyl group having 1 to 10 carbon atoms, a linear or branched halogenated alkyl group having 1 to 10 carbon atoms, or 1 carbon atom include in substituted group - a linear or branched alkoxy or ^P i1 ^{-Sp i1} to 10. ^{Here, P i1} represents the general formula (P-1) ~ polymerizable group selected from the group represented by (P-13), ^{Sp i1} ^represents the same meaning as ^{Z i1.}

Among these, A ⁱ¹ in the formula (i) is a divalent unsubstituted 6-membered ring aromatic group, a hydrogen atom in the ring structure is a halogen atom (in particular, a fluorine atom), and has 1 to 10 carbon atoms linear or branched alkyl group, a linear or branched alkoxy or P ^{i1 -Sp} i1 having 1 to 10 carbon atoms ^- a divalent 6-membered ring aromatic group substituted by, divalent unsubstituted 6 Membered aliphatic group, a hydrogen atom in the ring structure is a halogen atom (in particular, a fluorine atom), a linear or branched alkyl group having 1 to 10 carbon atoms, a linear or branched alkoxy having 1 to 10 carbon atoms group or P ^{i1 -Sp i1} ^- 2 divalent 6-membered ring aliphatic group substituted by, more preferably a hydrogen atom in the ring structure halogen atom (particularly, fluorine atom), the alkyl group, the alkoxy group, or P ⁱ¹ -sp ⁱ¹ - it may be replaced by 1,4-off An enylene group, a 2,6-naphthalene group or a 1,4-cyclohexyl group is more preferable.

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

In addition, the mesogenic group represented by the general formula (i) has a trivalent or tetravalent branched structure, or a trivalent or tetravalent, in the middle of the repeating ^unit- (A ⁱ¹ -Z ⁱ¹ )- And an aliphatic or aromatic ring structure of any of the following. In this case, the first compound and the second compound each have a branched structure as a whole.

Furthermore, it is preferable that the first compound and the second compound each include an end group opposite to the first affinity group or the second affinity group of the mesogenic group. The first compound and the second compound including the terminal group facilitate the arrangement (orientation) of the other portion other than the affinity group while the affinity group is adsorbed to the substrate.

As such an end 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, in the alkyl group or the halogenated alkyl group) -CH _2- may be substituted by -CH = CH-, -C≡C-, -O-, -NH-, -COO- or -OCO-, but -O- is not continuous And polymerizable groups bonded to the mesogen group directly or through a spacer group.

The polymerizable group and the spacer group are the same as the polymerizable group and the spacer group described above, respectively. Each of the first compound and the second compound includes a polymerizable group as an end group, whereby the crosslink density of the first compound and the second compound can be further increased, and the retention of liquid crystal molecules in the liquid crystal layer is achieved. Can be further improved.

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

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

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

The liquid crystal molecules preferably contain a compound selected from the group represented by the following general formulas (N-1) to (N-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 a C 1 -C atom Eight alkyl groups (provided that one or two or more non-adjacent -CH _2- in the alkyl group are each independently -CH = CH-, -C≡C-, -O-,- Optionally substituted by 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 — or non-adjacent two or more —CH ₂ — present in this group may be substituted by —O—. ),
(B) 1,4-phenylene group (however, one —CH = present in this group or two or more non-adjacent —CH = may be substituted by —N =),
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (with naphthalene-2,6-diyl group) Or one or more non-adjacent two or more -CH = present in the group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group is substituted by -N = And (d) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, and
The group (a), the group (b), the group (c) and the 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 = N-N = CH-, -CH = CH-, -CF = CF- or -C≡C Represents-,
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, but n ^N11 + n ^N12 , n ^N21 + n ^N22 and n ^N31 + n ^N32 each represent an integer Independently one, two or three,
When a plurality of A ^N11 to A ^N32 and Z ^N11 to Z ^N32 are present, they may be the same as or different from each other.

The compound of any one of formulas (N-1), (N-2) and (N-3) is preferably a compound having a negative Δε and an absolute value of more than 3.

In the general formulas (N-1), (N-2) and (N-3), R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 are each independently a C 1 -C atom An alkyl group of 8, an alkoxy group of 1 to 8 carbon atoms, an alkenyl group of 2 to 8 carbon atoms or an alkenyloxy group of 2 to 8 carbon atoms is preferable, an alkyl group of 1 to 5 carbon atoms, a carbon atom An alkoxy group of 1 to 5 carbon atoms, an alkenyl group of 2 to 5 carbon atoms or an alkenyloxy group of 2 to 5 carbon atoms is more preferable, an alkyl group of 1 to 5 carbon atoms or an alkenyl of 2 to 5 carbon atoms A group is more preferable, 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 preferable.

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

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

(The black dot in each formula represents a bond.)

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

As such an aromatic group or 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, 2,3-difluoro-1,4-phenylene, 1,4-cyclohexenylene and 1,4-bicyclo [2.2.2] octylene Or piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group Is more preferable, and a structure of the following formula 24 is more preferable, and a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group is more preferable.

^{^{^{^{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 preferably represents a single _{_{bond, -CH 2 O -, - CH}} 2 CH 2 - or a single bond is more preferable, _-CH 2 O-or a single bond is particularly preferred.

X ^N21 is preferably a fluorine atom.

T ^N31 is preferably an oxygen atom.

n ^{N 11} + n ^{N 12} , n N ²¹ + n N ²² and n ^{N 31} + n ^N ³² are each independently preferably 1 or 2, and combinations in which n ^N ¹¹ is 1 and n ^{N 12} is 0, n ^{N 11} is 2 and n ^{N 12} is A combination of 0, n ^N11 is 1 and n ^N12 is 1 combination, n ^N11 is 2 and n ^N12 is 1 combination, n ^N21 is 1 and n ^N22 is 0, n ^N21 is A combination of 2 and ^nN22 of 0, a combination of ^nN31 of 1 and ^nN32 of 0, and a combination of ^nN31 of 2 and ^nN32 of 0 is more preferable.

The lower limit value of the preferable content of the compound represented by the formula (N-1) with respect to the total amount of the liquid crystal composition is 1% by mass or more, 10% by mass or more, and 20% by mass or more. 30% by mass or more, 40% by mass or more, 50% by mass or more, 55% by mass or more, 60% by mass or more, 65% by mass or more, 70% by mass or more, 75 It is 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 It is 35 mass% or less, 25 mass% or less, and 20 mass% or less.

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

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

When it is necessary to keep the viscosity of the liquid crystal composition low and have a high response speed, it is preferable that the above lower limit value is low and the upper limit value is low. Furthermore, in the case where a liquid crystal composition having a high temperature stability and maintaining the nematic phase-isotropic liquid phase transition temperature (Tni) of the liquid crystal composition high is required, it is preferable that the above lower limit is low and the upper limit is low. . 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 value be high and the upper limit value be high.

Examples of the compound represented by General Formula (N-1) include compounds represented by the following General Formulas (N-1a) to (N-1g).

Wherein (N-1a) ~ (N -1g), R N11 and ^{R N12} are as defined ^{R N11} and ^{R N12} in the general formula ^{(N-1), n Na11} represents 0 or ^{1, n NB11} ^Represents 0 or 1, n ^Nc11 represents 0 or 1, n ^Nd11 represents 0 or 1, n ^Ne11 represents 1 or 2, n ^Nf11 represents 1 or 2, n ^Ng11 represents 1 or 2, And A ^Ne11 represents a trans-1,4-cyclohexylene group or a 1,4-phenylene group, and A ^Ng11 represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or 1, A 4-phenylene group is represented, but at least one represents a 1,4-cyclohexenylene group, and Z ^Ne11 represents a single bond or an ethylene group, but at least one represents an ethylene group.

More specifically, the compound represented by General Formula (N-1) is a compound selected from the group of compounds represented by General Formulas (N-1-1) to (N-1-21) Is preferred.

The compounds represented by General Formula (N-1-1) are the following compounds.

( ^Wherein , R ^N111 and R ^N112 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N-1).)

R ^{N 111} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and more preferably a propyl group, a pentyl group or a vinyl group. R ^{N 112} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and more preferably an ethoxy group or butoxy group.

The compounds represented by General Formula (N-1-1) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

When importance is given to improvement of Δε, it is preferable to set the content higher. When importance is given to solubility at low temperature, setting the content to a higher value is more effective, and when importance is given to Tni, the content is set It is effective to set less. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

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

On the other hand, the upper limit value 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% 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 13% by mass or less 10% by mass or less, 8% by mass or less, 7% by mass or less, 6% by mass or less, 5% by mass or less, and 3% by mass or less.

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

The compounds represented by formulas (N-1-1.1) to (N-1-1.22) can be used alone or in combination.
The lower limit value of the preferable content of the compounds (single or combined) represented by the formulas (N-1-1.1) to (N-1-1.22) to the total amount of the liquid crystal composition is 5 mass%. % Or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, 20% by mass or more, 23% by mass or more, 25% by mass It is above, 27 mass% or more, 30 mass% or more, 33 mass% or more, 35 mass% or more.

The compounds represented by formula (N-1-2) are the following compounds.

(Wherein, R ^N121 and R ^N122 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N-1).)

R N ¹²¹ is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group, a butyl group or a pentyl group. R ^{N 122} 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 a methyl group, a propyl group, a methoxy group, an ethoxy group or a propoxy group is More preferable.

The compounds represented by General Formula (N-1-2) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

When importance is attached to improvement of Δε, it is preferable to set the content higher. When importance is given to solubility at low temperature, setting the content smaller is more effective, and when importance is given to Tni, the content is set The effect is high if you set more. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

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

On the other hand, the upper limit value of its 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% by mass or less, 33% by mass or less, 30% by mass or less, 28% by mass or less, 25% by mass or less, and 23% by mass or less, and 20% by mass or less Yes, 18% 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, 6% by mass or less , 5 mass% or less.

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

The compounds represented by formulas (N-1-2.3) to (N-1-2.7) are preferred when importance is attached to the improvement of Δε, and the compounds represented by formula (N-1-2.3) are preferable when the improvement of Tni is regarded as important. Preferred are the compounds represented by (N-1-2.10), formula (N-1-2.11) and formula (N-1-2.13), and in the case of emphasizing improvement in response speed Are preferably compounds represented by formula (N-1-2.20).

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

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

The compounds represented by formula (N-1-3) are the following compounds.

( ^Wherein , R ^{N 131} and R ^{N 132} each independently represent the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N-1).)

R ^{N 131} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group. R ^{N 132} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 3 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and 1-propenyl group, ethoxy group, propoxy group or butoxy group is more preferable preferable.

The compounds represented by General Formula (N-1-3) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

When importance is given to improvement of Δε, it is preferable to set the content higher. When importance is given to solubility at low temperature, setting the content to a higher value is more effective, and when importance is given to Tni, the content is set The effect is high if you set more. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

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

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

Further, the compound represented by the general formula (N-1-3) is a compound selected from the group of compounds represented by the formulas (N-1-3.1) to (N-1-3.21) And the compounds represented by formulas (N-1-3.1) to (N-1-3.7) and formula (N-1-3.21) are more preferable, and N-1-3.1), the formula (N-1-3.2), the formula (N-1-3.3), the formula (N-1-3.4) and the formula (N-1-3. The compound represented by 6) is more preferable.

The compounds represented by the formulas (N-1-3.1) to (N-1-3.4), the formulas (N-1-3.6) and the formulas (N-1 3.21) can be used alone. Although it is possible to use in combination or in combination, a combination of formula (N-1-3.1) and formula (N-1-3.2), a formula (N-1-3.3) Or a combination of two or three selected from formula (N-1-3.4) and formula (N-1-3.6).

Formula (N-1-3.1) to Formula (N-1-3.4), Formula (N-1-3.6) and Formula (N-1-3.) With respect to the total amount of liquid crystal composition. 21) The lower limit of the preferable content of the compound (alone or in combination) is 5% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, and 17% by mass or more Yes, 20% by mass or more.
On the other hand, the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, 25% by mass or less, 23% by mass or less, and 20% by mass or less It is 18 mass% or less, 15 mass% or less, and 13 mass% or less.

The compounds represented by the general formula (N-1-4) are the following compounds.

( ^Wherein , each of R ^N ¹⁴¹ and R ^{N 142} independently represents the same meaning as R ^N ¹¹ and R ^{N 12} 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 or an alkoxy group having 1 to 4 carbon atoms carbon atoms 4-5 preferably a methyl group, a propyl group, an ethoxy More preferred is a group or butoxy group.

The compounds represented by General Formula (N-1-4) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

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

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

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

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

The lower limit value of the preferable content of the compounds (single or combined) represented by the formulas (N-1-4.1) to (N-1-4.14) to the total amount of the liquid crystal composition is 3 mass%. % Or more, 5% by mass or more, 7% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, 20% by mass It is above.

The compounds represented by General Formula (N-1-5) are the following compounds.

( ^Wherein , R ^{N 151} and R ^{N 152} each independently represent the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N-1).)

^Each of R ^N151 and R ^N152 is 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 , and an ethyl group, a propyl group or a butyl group Groups are more preferred.

The compounds represented by General Formula (N-1-5) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

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

On the other hand, the upper limit value 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 It is 20 mass% or less, 18 mass% or less, 15 mass% or less, and 13 mass% or less.

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

The compounds represented by the formulas (N-1-5.1), (N-1-5.2) and (N-1-5.4) may be used alone or in combination. Is also possible.
Compounds represented by the formula (N-1-5.1), the formula (N-1-5.2) and the formula (N-1-5.4) relative to the total amount of the liquid crystal composition (alone or in combination) The lower limit value of the preferred content of) is 5 mass% or more, 8 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, and 17 mass% or more Yes, 20% by mass or more.
On the other hand, the upper limit value 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 It is 20 mass% or less, 18 mass% or less, 15 mass% or less, and 13 mass% or less.

The compounds represented by the general formula (N-1-10) are the following compounds.

(Wherein, each of ^RN ¹¹⁰¹ and ^{RN 1102} independently represents the same meaning as ^RN ¹¹ and ^{RN 12} in General Formula (N-1).)

R N ¹¹⁰¹ is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 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 N ¹¹⁰² is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-10) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present embodiment.

When importance is attached to improvement of Δε, it is preferable to set the content higher, and when importance is given to solubility at low temperature, setting the content higher is more effective, and when importance is given to Tni, the content is set Setting high is effective. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

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

Furthermore, the compound represented by General Formula (N-1-10) is a compound selected from the group of compounds represented by Formula (N-1-10.1) to Formula (N-1-10.14) And the compounds represented by formulas (N-1-10.1) to (N-1-10.5) are more preferable, and the compounds represented by formulas (N-1-10.1) and ( The compound represented by N-1-10.2) is more preferable.

The compounds represented by the formula (N-1-10.1) and the formula (N-1-10.2) can be used alone or in combination.
The lower limit value of the preferable content of the compound (alone or in combination) represented by the formula (N-1-10.1) and the formula (N-1-10.2) to the total amount of the liquid crystal composition is 5 It is 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more.
On the other hand, the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, 25% by mass or less, 23% by mass or less, and 20% by mass or less It is 18 mass% or less, 15 mass% or less, and 13 mass% or less.

The compounds represented by the general formula (N-1-11) are the following compounds.

( ^Wherein , each of R N ¹¹¹¹ and R N ¹¹ ¹² independently represents the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N-1).)

R ^{N 1111} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 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 ^{N 1112} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-11) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

When importance is attached to improvement of Δε, it is preferable to set the content higher. When importance is given to solubility at low temperature, setting the content lower is more effective, and when importance is given to Tni, the content is set Setting high is effective. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

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

Furthermore, the compound represented by General Formula (N-1-11) is a compound selected from the group of compounds represented by Formula (N-1-11.1) to Formula (N-1-11.14) And the compounds represented by the formulas (N-1-11. 2) and (N-1 1-1 1.4) are more preferable.

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

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

The compounds represented by the general formula (N-1-12) are the following compounds.

^{(Wherein, R N1121} and ^{R N1122} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

R ^{N 1121} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group. R ^{N 1122} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-12) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

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

The compounds represented by the general formula (N-1-13) are the following compounds.

( ^Wherein , each of R N ¹¹³¹ and R ^{N 1132} independently represents the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N-1).)

R ^{N 1131} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group. R ^{N 1132} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-13) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

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

The compounds represented by General Formula (N-1-14) are the following compounds.

( ^Wherein , each of R N ¹¹⁴¹ and R ^{N 114 2} independently represents the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N-1).)

R ^{N 1141} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group. R ^{N 1142} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-14) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present embodiment.

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

The compounds represented by the general formula (N-1-15) are the following compounds.

^{(Wherein, R N1151} and ^{R N1152} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

R ^{N 1151} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group. R ^{N 1152} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-15) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

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

The compounds represented by General Formula (N-1-16) are the following compounds.

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

R ^{N 1161} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group. R ^{N 1162} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-16) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

The lower limit of the preferable content of the compound represented by the formula (N-1-16) to the total amount of the liquid crystal composition is 5% by mass or more, 10% by mass or more, and 13% by mass or more. Yes, it is 15% by mass or more, 17% by mass or more, and 20% by mass or more.
On the other hand, the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, 25% by mass or less, 23% by mass or less, and 20% by mass or less It is 18 mass% or less, 15 mass% or less, and 13 mass% or less.

The compounds represented by General Formula (N-1-17) are the following compounds.

^{(Wherein, R N1171} and ^{R N1172} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

R ^{N 1171} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group. R ^{N 1172} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-17) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

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

The compounds represented by the general formula (N-1-18) are the following compounds.

( ^Wherein , each of R ^N1181 and R ^N1182 independently represents the same meaning as R ^N11 and R ^N12 in General Formula (N-1).)

R ^{N 1181} 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, an ethyl group, a propyl group or a butyl group. R ^{N 1182} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-18) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

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

Furthermore, the compound represented by General Formula (N-1-18) is a compound selected from the group of compounds represented by Formula (N-1-18.1) to Formula (N-1-18.5) And the compounds represented by formulas (N-1-18.1) to (N-1-18.3) are more preferable, and the compounds represented by formulas (N-1-18.2) and ( The compound represented by N-1-18.3) is more preferable.

The compounds represented by the general formula (N-1-20) are the following compounds.

( ^Wherein , each of R N ¹²⁰¹ and R ^{N 1202} independently represents the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N-1).)

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

The compounds represented by General Formula (N-1-20) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

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

The compounds represented by General Formula (N-1-21) are the following compounds.

^{(Wherein, R N1211} and ^{R N1212} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

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

The compounds represented by General Formula (N-1-21) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

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

The compounds represented by the general formula (N-1-22) are the following compounds.

^{(Wherein, R N1221} and ^{R N1222} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

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

The compounds represented by General Formula (N-1-22) can be used alone, but two or more compounds can also be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

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

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

Furthermore, the compound represented by General Formula (N-1-22) is a compound selected from the group of compounds represented by Formula (N-1-22.1) to Formula (N-1-22.12) And the compounds represented by formulas (N-1-22.1) to (N-1-22.5) are more preferable, and the compounds represented by formulas (N-1-22.1) to (N The compound represented by -1-22.4) is more preferable.

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

( ^Wherein , R ^{N 321} and R ^{N 322} each independently represent the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N-3).)

^Each of R ^N321 and R ^N322 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and more preferably a propyl group or a pentyl group.

The compounds represented by General Formula (N-3-2) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

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

On the other hand, the upper limit value 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% 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 13% by mass or less 10% by mass or less, 8% by mass or less, 7% by mass or less, 6% by mass or less, and 5% by mass or less.

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

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

In formula (L), R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms (provided that one or two or more non-adjacent —CH ₂ — in the alkyl group is And each independently represents —CH = CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—.
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 — or non-adjacent two or more —CH ₂ — present in this group may be substituted by —O—. ),
(B) 1,4-phenylene group (however, one -CH = present in this group or two or more non-adjacent -CH = 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 (with naphthalene-2,6-diyl group) Or one or more non-adjacent two or more -CH = present in the group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group is substituted by -N = Good.)
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 ^L1 and ^{Z 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 = N-N = CH-, -CH = CH-, -CF = CF- or -C≡C-
When n ^L1 is 2 or 3 and there are a plurality of ^AL 2, they may be the same or different from each other, and when n ^L1 is 2 or 3 and there are a plurality of Z ^L2 , They may be identical to or different from one another, but exclude compounds represented by general formulas (N-1), (N-2) and (N-3).

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

The amount of the compound represented by the general formula (L) contained in the liquid crystal composition is the solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, dielectric It is necessary to appropriately adjust according to the required performance such as the rate anisotropy.

The lower limit of the preferable content of the compound represented by the formula (L) with respect 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, and 30% by mass. % Or more, 40% by mass or more, 50% by mass or more, 55% by mass or more, 60% by mass or more, 65% by mass or more, 70% by mass or more, 75% by mass It is above and is 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 And 35% by mass or less and 25% by mass or less.

When it is necessary to keep the viscosity of the liquid crystal composition low and have a high response speed, it is preferable that the above lower limit is high and the upper limit is high. Furthermore, when a liquid crystal composition having a high temperature stability is required while keeping Tni of the liquid crystal composition high, it is preferable that the above lower limit value is high and the upper limit value is high. When it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the above lower limit value be low and the upper limit value be low.

When reliability is important, both R ^L1 and R ^L2 are preferably alkyl groups, and when importance is given to reducing the volatility of the compound, alkoxy groups are preferable, and viscosity reduction is important When doing, at least one is preferably an alkenyl group.

The number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3 and is preferably 0 or 1. When importance is attached to compatibility with other liquid crystal molecules, 1 is preferable.

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

(The black dot in each formula represents a bond.)

n ^L1 is preferably 0 when importance is attached to the response speed, 2 or 3 is preferable to improve the upper limit temperature of the nematic phase, and 1 is preferable to balance them. Moreover, in order to satisfy the characteristics required for the liquid crystal composition, it is preferable to combine compounds of different values.

A ^{L 1} , A ^{L 2} and A ^{L 3} are preferably aromatic when it is required to increase Δn, and are preferably aliphatic to improve the response speed, and each of them is independently 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-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6 It is preferable to represent 1-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, more preferably to represent a structure of the following formula 56, and trans-1,4-cyclohexyl. It is further preferred that represent emissions group or 1,4-phenylene group.

It is preferable that Z ^L1 and Z ^L2 be a single bond when the response speed is important.

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

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

The compounds represented by formula (L-1) are the following compounds.

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

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

The compounds represented by General Formula (L-1) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

The lower limit value of the preferable content of the compound represented by the formula (L-1) to the total amount of the liquid crystal composition is 1% by mass or more, 2% by mass or more, and 3% by mass or more, 5 mass% or more, 7 mass% or more, 10 mass% or more, 15 mass% or more, 20 mass% or more, 25 mass% or more, 30 mass% or more, 35 It is mass% or more, 40 mass% or more, 45 mass% or more, 50 mass% or more, 55 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% by mass or less, 60% by mass or less, 55% by mass or less, 50% by mass or less, 45% by mass or less, and 40% by mass or less, and 35% by mass or less And 30% by mass or less and 25% by mass or less.

When it is necessary to keep the viscosity of the liquid crystal composition low and have a high response speed, it is preferable that the above lower limit value is high and the upper limit value is high. Moreover, maintaining high Tni of the liquid crystal composition, it is preferred if a good liquid crystal composition having a temperature stability is required is the upper limit value in the lower limit of the above is moderate is moderate. When it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the above lower limit value is low and the upper limit value is low.

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

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

The compound represented by General Formula (L-1-1) is a compound selected from the group of compounds represented by Formula (L-1-1.1) to Formula (L-1-1.3) Is more preferable, and it is more preferable that the compound is a compound represented by the formula (L-1-1.2) or the formula (L-1-1.3). It is preferred that the compound be

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

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

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

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

The lower limit of the preferable content of the compound represented by the formula (L-1-2) relative to the total amount of the liquid crystal composition is 1% by mass or more, 5% by mass or more, and 10% by mass or more Yes, 15% by mass or more, 17% by mass or more, 20% by mass or more, 23% by mass or more, 25% by mass or more, 27% by mass or more, 30% by mass or more , 35 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, 42 mass% or less, 40 mass% or less It is 38 mass% or less, 35 mass% or less, 33 mass% or less, and 30 mass% or less.

Furthermore, the compound represented by General Formula (L-1-2) is a compound selected from the group of compounds represented by Formula (L-1-2.1) to Formula (L-1-2.4) And the compounds represented by formulas (L-1-2.2) to (L-1-2.4) are more preferable. In particular, the compound represented by the formula (L-1-2.2) is preferable in order to particularly improve the response speed of the liquid crystal composition. When Tni higher than the response speed is to be determined, it is preferable to use a compound represented by formula (L-1-2.3) or formula (L-1-2.4).
The amount of the compounds represented by the formulas (L-1-2.3) and (L-1-2.4) contained in the liquid crystal composition is 30% by mass to improve the solubility at low temperatures. It is not desirable to make it more than%.

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

On the other hand, the upper limit value of its 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% by mass or less, 35% by mass or less, 32% by mass or less, 30% by mass or less, 27% by mass or less, and 25% by mass or less, and 22% by mass or less is there.

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

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

(Wherein, ^L ^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 each independently a linear alkyl group having 1 to 5 carbon atoms, a linear alkyl group having 1 to 4 carbon atoms, or a linear alkyl group having 2 to 5 carbon atoms An alkenyl group is preferred.

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

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

Furthermore, the compound represented by the general formula (L-1-3) is a compound selected from the group of compounds represented by the formulas (L-1-3.1) to (L-1-3.13) The compound is preferably a compound represented by Formula (L-1-3.1), Formula (L-1-3.3) or Formula (L-1-3.4). In particular, the compound represented by the formula (L-1-3.1) is preferable in order to particularly improve the response speed of the liquid crystal composition. In addition, when Tni higher than the response speed is to be determined, the formula (L-1-3.3), the formula (L-1-3.4), the formula (L-1-3.11) and the formula (L-) are used. It is preferable to use the compound represented by 1-3.12).
In addition, Formula (L-1-3.3), Formula (L-1-3.4), Formula (L-1-3.11), and Formula (L-1.3. L) contained in the liquid crystal composition. It is not preferable to make the total amount of the compounds represented by 12) 20% or more in order to improve the solubility at low temperature.

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

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% by mass or less and 6% by mass or less.

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

(Wherein, ^L ^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 each independently represent a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, or a linear C 2 to 5 carbon atoms An alkenyl group is preferred.

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

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

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

Furthermore, the compounds represented by the general formulas (L-1-4) and (L-1-5) have the formulas (L-1-4.1) to (L-1-4.3) and It is preferable that it is a compound chosen from the compound group represented by L-1-5.1)-a formula (L-1-5.3), and it is Formula (L-1-4.2) or a formula (L-). The compound represented by 1-5.2) is more preferable.

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

Formula (L-1-1.3), Formula (L-1-2.2), Formula (L-1-3.1), Formula (L-1-3.3), Formula (L-1-1.3) 3.4), It is preferable to combine 2 or more types of compounds selected from the compounds represented by Formula (L-1-3.11) and Formula (L-1-3.12), -1.3), formula (L-1-2.2), formula (L-1-3.1), formula (L-1-3.3), formula (L-1-3.4) and It is more preferable to combine two or more compounds selected from the compounds represented by formula (L-1-4.2).

The lower limit value of the preferable total content of these compounds 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 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 18 mass% or more, 20 mass% or more, 23 mass% or more, 25 It is 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 total content is 80% by mass or less, 70% by mass or less, 60% by mass or less, 50% by mass or less, 45% by mass or less, 40% by mass % Or less, 37% by mass or less, 35% by mass or less, 33% by mass or less, 30% by mass or less, 28% by mass or less, 25% by mass or less, and 23% by mass It is the following and is 20 mass% or less.

When importance is attached to the reliability of the liquid crystal composition, the compounds represented by Formula (L-1-3.1), Formula (L-1-3.3) and Formula (L-1-3.4) It is preferable to combine two or more compounds selected from the above, and when importance is attached to the response speed of the liquid crystal composition, the formula (L-1-1. 3) and the formula (L- 1-2.2) It is preferable to combine two or more compounds selected from the compounds listed above.

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

(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 the formula (L-1-6) to the total amount of the liquid crystal composition is 1% by mass or more, 5% by mass or more, and 10% by mass or more. Yes, 15% by mass or more, 17% by mass or more, 20% by mass or more, 23% by mass or more, 25% by mass or more, 27% by mass or more, 30% by mass or more , 35 mass% or more.

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

The compounds represented by formula (L-2) are the following compounds.

(Wherein, R ^L21 and R ^L22 each independently represent the same meaning as R ^L1 and R ^L2 in 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 carbon atom The alkoxy groups of 1 to 4 are preferable.

The compounds represented by formula (L-2) can be used alone or in combination of two or more. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

When importance is given to solubility at low temperature, setting the content higher is more effective, and conversely, when importance is placed on response speed, setting the content smaller is more effective. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

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

Furthermore, the compound represented by General Formula (L-2) is preferably a compound selected from the group of compounds represented by Formula (L-2.1) to Formula (L-2.6), It is more preferable that the compound is a compound represented by (L-2.1), formula (L-2.3), formula (L-2.4) and formula (L-2.6).

The compounds represented by formula (L-3) are the following compounds.

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

R ^L31 and R ^L32 are preferably 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.

The compounds represented by formula (L-3) can be used alone or in combination of two or more. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

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

In the case of obtaining a high birefringence, it is effective to set the content to a large value, and conversely, in the case of placing importance on high Tni, the effect is set to a small amount. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

Furthermore, the compound represented by General Formula (L-3) is preferably a compound selected from the group of compounds represented by Formula (L-3.1) to Formula (L-3.7), It is more preferable that the compound is a compound represented by (L-3.2) to formula (L-3.7).

The compounds represented by formula (L-4) are the following compounds.

(Wherein, R ^L41 and R ^L42 each independently represent the same meaning as R ^L1 and R ^L2 in 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 carbon atom The alkoxy groups of 1 to 4 are preferable.

The compounds represented by formula (L-4) can be used alone or in combination of two or more compounds. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

In the liquid crystal composition, the content of the compound represented by the general formula (L-4) is low temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, It is necessary to appropriately adjust according to the required performance such as dielectric anisotropy.

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

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

The compound represented by Formula (L-4) is preferably a compound represented by Formula (L-4.1) to Formula (L-4.3), for example.

Depending on required properties such as low temperature solubility, transition temperature, electrical reliability, birefringence, etc., the compound represented by the formula (L-4.1) can be represented by the formula (L-4.1) Even if it contains the compound represented by -4.2), it contains both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) Or all of the compounds represented by Formula (L-4.1) to Formula (L-4.3).

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

On the other hand, the upper limit value of its 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 20% by mass or less, 18% by mass or less, 15% by mass or less, 13% by mass or less, 10% by mass or less, and 8% by mass or less.

When both the compound represented by Formula (L-4.1) and the compound represented by Formula (L-4.2) are contained, the preferred content of both compounds relative to the total amount of the liquid crystal composition The lower limit of the amount 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 value of its 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 It is 20 mass% or less, 18 mass% or less, 15 mass% or less, and 13 mass% or less.

The compound represented by General Formula (L-4) is preferably a compound represented by Formula (L-4.4) to Formula (L-4.6), for example. It is more preferable that it is a compound represented by this.

Depending on required properties such as low temperature solubility, transition temperature, electrical reliability, birefringence, etc., the compound represented by the formula (L-4.4) may be represented by the formula (L-4.4) Even if it contains the compound represented by -4.5), it contains both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) It may be

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

On the other hand, the preferable upper limit thereof is 45% by mass or less, 40% by mass or less, 35% by mass or less, 30% by mass or less, 25% by mass or less, and 23% by mass or less, It is 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 the compound represented by formula (L-4.4) and the compound represented by formula (L-4.5) are both contained, the preferred content of both compounds relative to the total amount of liquid crystal composition The lower limit of the amount 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 thereof is 45% by mass or less, 40% by mass or less, 35% by mass or less, 30% by mass or less, 25% by mass or less, and 23% by mass or less, It is 20 mass% or less, 18 mass% or less, 15 mass% or less, and 13 mass% or less.

The compound represented by Formula (L-4) is preferably a compound represented by Formula (L-4.7) to Formula (L-4.10), and in particular, a compound represented by Formula (L-4. The compound represented by 9) is preferable.

The compounds represented by General Formula (L-5) are the following compounds.

(Wherein, R ^L51 and R ^L52 each independently represent the same meaning as R ^L1 and R ^L2 in general formula (L).)

R ^L51 is preferably an alkyl group or an alkenyl group having 2 to 5 carbon atoms having 1 to 5 carbon atoms, R ^L52 is an alkyl group, an alkenyl group or a carbon atom of the carbon atoms 4-5 of 1-5 carbon atoms The alkoxy groups of 1 to 4 are preferable.

The compounds represented by General Formula (L-5) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

In the liquid crystal composition, the content of the compound represented by the general formula (L-5) is low temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, It is necessary to appropriately adjust according to the required performance such as dielectric anisotropy.

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

The compound represented by Formula (L-5) is preferably a compound represented by Formula (L-5.1) or Formula (L-5.2), and in particular, a compound represented by Formula (L-5. It is preferable that it is a compound represented by 1).

The lower limit value of the preferable content of these compounds 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 value of the preferable content is 20 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, and 9 mass% or less.

The compound represented by General Formula (L-5) is preferably a compound represented by Formula (L-5.3) or Formula (L-5.4).

The lower limit value of the preferable content of these compounds 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 value of the preferable content is 20 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, and 9 mass% or less.

The compound represented by Formula (L-5) is preferably a compound selected from the group of compounds represented by Formula (L-5.5) to Formula (L-5.7), and in particular It is preferable that it is a compound represented by L-5.7).

The compounds represented by General Formula (L-6) are the following compounds.

(Wherein, R ^L61 and R ^L62 each independently represent the same as R ^L1 and R ^L2 in General Formula (L), and X ^L61 and X ^L62 each independently represent a hydrogen atom or a fluorine atom. )

Each of R ^L61 and R ^L62 is preferably independently 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 a fluorine atom and the other is a hydrogen atom Is preferred.

The compounds represented by formula (L-6) can be used alone or in combination of two or more compounds. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

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

When emphasis is placed on increasing Δn, it is preferable to increase the content, and when emphasis is put on precipitation at low temperature, it is preferable to reduce the content.

The compound represented by General Formula (L-6) is preferably a compound represented by Formula (L-6.1) to Formula (L-6.9).

There are no particular restrictions on the types of compounds that can be combined, but it is preferable to include one to three of these compounds, and it is more preferable to include one to four. In addition, since a broad molecular weight distribution of the selected compound is also effective for solubility, for example, one compound represented by the formula (L-6.1) or (L-6.2), a compound of the formula (L- 6.4) or (L-6.5) from the compound represented by the formula (L-6.6) or the formula (L-6.7) It is preferable to select one type of compound from the compounds represented by -6.8) or (L-6.9) and appropriately combine them. Among them, they are represented by the formula (L-6.1), the formula (L-6.3), the formula (L-6.4), the formula (L-6.6) and the formula (L-6.9) It is preferred to include a compound.

Furthermore, the compound represented by General Formula (L-6) is preferably a compound represented by Formula (L-6.10) to Formula (L-6.17), for example. It is more preferable that the compound is a compound represented by L-6.11).

The compounds represented by General Formula (L-7) are the following compounds.

(Wherein, R ^L71 and R ^L72 each independently represent the same as R ^L1 and R ^L2 in the general formula (L), and A ^L71 and A ^L72 are each independently A ^L2 and A ^L2 in the general formula (L) A hydrogen having the same meaning as A ^L3 is represented, but each of hydrogen atoms on A ^L71 and A ^L72 may be independently substituted by a fluorine atom, and Z ^L71 has the same meaning as Z ^L2 in formula (L), X ^L71 and X ^L72 each independently represent a fluorine atom or a hydrogen atom.)

^{Wherein, R L71} and ^{R L72} are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms of 2 to 5 carbon atoms ^{preferably, A L71} and ^{A L72} each independently 1,4-cyclohexylene group or a 1,4-phenylene group is preferably a hydrogen atom on a ^L71 and a ^L72 may be substituted by fluorine atoms independently, Z ^L71 is a single A bond or COO- is preferable, a single bond is preferable, and X ^L71 and X ^L72 are preferably hydrogen atoms.

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

The amount of the compound represented by the general formula (L-7) contained in the liquid crystal composition is the solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking It is necessary to adjust appropriately according to the required performance such as dielectric anisotropy.

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

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

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

Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.1) to Formula (L-7.4), and Formula (L-7. It is more preferable that it is a compound represented by 2).

Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7. 11) to Formula (L-7. 13), and the compound represented by Formula (L-7. It is more preferable that it is a compound represented by 11).

Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.21) to Formula (L-7.23), and the compound represented by Formula (L-7. It is more preferable that it is a compound represented by 21).

Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7. 31) to Formula (L-7. 34), and the compound represented by Formula (L-7. 31) or / and a compound represented by the formula (L-7. 32) are more preferable.

Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.41) to Formula (L-7.44), and the compound represented by Formula (L-7. 41) or / and a compound represented by the formula (L-7. 42) are more preferable.

Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.51) to Formula (L-7.53).

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

In the formula (P), Z ^p1 represents a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted by a halogen atom, and a hydrogen atom is substituted by a halogen atom An alkoxy group having 1 to 15 carbon atoms, an alkenyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted with a halogen atom, a carbon atom number in which a hydrogen atom may be substituted for a halogen atom 1 to 15 alkenyloxy group or -Sp ² -R ^{p 2} is represented.

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

(In the formula,
Combine with Sp ^p1 or Sp ^p2 with *
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 a 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) C-C (= O) -O -, - CH 2 (CH 3) C-O- (C = O) -, - O- ( C = O) —C (CH ₃ ) CH ₂ , — (C = O) —O—C (CH ₃ ) —CH ₂ , —CH = CH—, —CF = CF—, —CF = CH—, — CH = CF-, -CF _2- , -CF ₂ O-, -OCF _2- , -CF ₂ CH _2- , -CH ₂ CF _2- , -CF ₂ CF ₂ -or -C≡C- (wherein In the formulae, each R ^a independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and z represents an integer of 1 to 4.

M ^p2 is a 1,4-phenylene group, a 1,4-cyclohexylene group, an anthracene-2,6-diyl group, a phenanthrene-2,7-diyl group, a pyridine-2,5-diyl group, a 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-dioxane-2,5 -Represents a diyl group or a single bond, but 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 And 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 any one of the following formulas (i-11) to (ix-11).

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

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

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

m ^p2 to m ^p4 each independently represent 0, 1, 2 or 3 and
m ^p1 and m ^p5 each independently represent 1, 2 or 3, and
If the Z ^p1 there are multiple, they may be the being the same or different, when R ^p1 is more present, they may be the being the same or different, R ^p2 When there exist two or more, they may mutually be same or different and when two or more Sp ^p1 exist, they may mutually be same or different and Sp ^p2 is plural. When they exist, they may be the same or different from each other, and when there are a plurality of L ^p1 , they may be the same as or different from each other, and there are a plurality of M ^p2 In the case, they may be identical to or different from one another.

When the liquid crystal composition further contains a polymerizable compound in addition to the alignment aid (the first compound and the second compound), the pretilt angle of liquid crystal molecules can be suitably formed.
The liquid crystal composition preferably does not contain a compound having a structure in which oxygen atoms such as a peracid (—CO—OO—) structure are bonded to each other in the molecule.

When importance is attached to the reliability and long-term stability of the liquid crystal composition, the content of the compound having a carbonyl group relative to the total amount of the liquid crystal composition is preferably 5% by mass or less, and 3% by mass or less It is more preferable that the content be 1% by mass or less, and it is most preferable that the content not be substantially contained.

When importance is placed on stability due to UV irradiation, the content of the compound substituted by chlorine atoms relative to the total amount of the liquid crystal composition is preferably 15% by mass or less, and 10% by mass or less The content is more preferably 8% by mass or less, further preferably 5% by mass or less, particularly preferably 3% by mass or less, and most preferably substantially non-containing.

It is preferable to increase the content of compounds in which all ring structures in the molecule are six-membered rings, and the content of compounds in which all ring structures in the molecule are six-membered rings with respect to the total amount of liquid crystal composition, The content is preferably 80% by mass or more, more preferably 90% by mass or more, still more preferably 95% by mass or more, and most preferably substantially 100% by mass.

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 cyclohexenylene group as a ring structure, and the compound having a cyclohexenylene group with respect to the total amount of the liquid crystal composition. The content is preferably 10% by mass or less, more preferably 8% by mass or less, still more preferably 5% by mass or less, particularly preferably 3% by mass or less, substantially It is most preferable not to contain.

In the case of focusing on the improvement of viscosity and the improvement of Tni, the content of a compound having a 2-methylbenzene-1,4-diyl group in which the hydrogen atom may be substituted with a halogen in the molecule may be reduced. Preferably, the content of the compound having a 2-methylbenzene-1,4-diyl group in the molecule is preferably 10% by mass or less and 8% by mass or less based on the total amount of the liquid crystal composition. Is more preferable, 5% by mass or less is more preferable, 3% by mass or less is particularly preferable, and substantially no content is most preferable.

In the present specification, that the liquid crystal composition substantially does not contain "compound X" means that it does not contain "compound X" in an amount exceeding the amount that is unintentionally (unavoidably) included in the liquid crystal composition. is there.

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 14. or more, 12.5 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 is there.

On the other hand, the preferable upper limit of the average elastic constant (K _AVG ) of the liquid crystal composition is 25 or less, 24.5 or less, 24 or less, 23.5 or less, 23 or less, or 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 Yes, 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 It is below.

When importance is given to reducing power consumption, it is effective to reduce the amount of light from the backlight, and it is preferable to improve the light transmittance of the liquid crystal display element. For that purpose, the value of K _AVG should be set lower. preferable. When emphasis is placed on improvement of response speed, it is preferable to set the value of K _AVG higher.

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

FIG. 1 is a view schematically showing the structure of a liquid crystal display device. In FIG. 1, the respective components are illustrated separately for convenience of explanation.

As shown in FIG. 1, the liquid crystal display element 1 according to the present embodiment is provided between the first substrate 2 and the second substrate 3 and the first substrate 2 and the second substrate 3 which are disposed to face each other. And the liquid crystal layer 4 is composed of the liquid crystal composition described above.

The pixel electrode layer 5 is formed on the surface of the first substrate 2 on the liquid crystal layer 4 side. A common electrode layer 6 is formed on the second substrate 3 on the liquid crystal layer 4 side. The first substrate 2 and the second substrate 3 may be sandwiched 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 the first polarizing plate 7, the first substrate 2, the pixel electrode layer 5, the liquid crystal layer 4 containing a liquid crystal composition, the common electrode layer 6, and the color filter 9 has a configuration in which the second substrate 3 and the second polarizing plate 8 are laminated in this order.

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

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

The first polarizing plate 7 and the second polarizing plate 8 can be adjusted so that the viewing angle and the contrast become good by adjusting the polarization axes of the respective polarizing plates, and their transmission axes operate in the normally black mode It is preferable to have transmission axes orthogonal to one another. In particular, any one of the first polarizing plate 7 and the second polarizing plate 8 is preferably arranged 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 the portion corresponding to the thin film transistor.

The black matrix may be placed on the substrate opposite to the array substrate together with the color filter, or may be placed on the array substrate side together with the color filter, the black matrix on the array substrate, and the color filter on the other substrate. It may be installed separately. Also, the black matrix may be installed separately from the color filter, but may be one that reduces the transmittance by overlapping each color of the color filter.

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

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

gate bus lines

11 and 11 and the pair of

data bus lines

12 and 12.

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

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

Gate bus line 11 and data bus line 12 are preferably each formed of a metal film, and more preferably formed of Al, Cu, Au, Ag, Cr, Ta, Ti, Mo, W, Ni or an alloy thereof More preferably, it is formed of 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, IZO (Indium Zinc Oxide), ITO (Indium Tin Oxide), SnO, TiO, AZTO (AlZnSnO), or the like).
At this time, the film thickness of the transparent electrode may be 10 to 200 nm. Also, in order to reduce the electrical resistance, the transparent electrode can be formed as a polycrystalline ITO film by firing the amorphous ITO film.

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

A method of producing a color filter by the pigment dispersion method will be described by way of example. A curable coloring composition for a color filter is applied on the transparent substrate, subjected to a patterning process, and cured by heating or light irradiation. By performing this process for each of three colors of red, green, and blue, it is possible to create a pixel portion for a color filter. Also, the color filter 9 may be installed on the side of the substrate having a TFT or the like.

The first substrate 2 and the second substrate 3 face each other such that the pixel electrode layer 5 and the common electrode layer 6 are on the inner side, but at this time, the distance between the first substrate 2 and the second substrate 3 You may adjust the At this time, it is preferable to adjust the thickness of the liquid crystal layer 4 to, for example, 1 to 100 μm.

When the polarizing plates 7 and 8 are used, 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 as to maximize the contrast. When two polarizing plates 7 and 8 are provided, the polarization axes of the respective polarizing plates can be adjusted to adjust the viewing angle and contrast to be good. Furthermore, retardation films 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 provided with a liquid crystal injection port, the substrates are bonded to each other, and heating is performed to thermally cure the sealing agent.

As a method of holding the composition between the two substrates 2 and 3, a usual vacuum injection method or one drop fill (ODF) method can be used, but in the vacuum injection method, a drip mark is Although it does not occur, it has a problem that a trace of injection remains, but in the present embodiment, it can be more suitably used for a display element manufactured using the ODF method.

In the liquid crystal display device manufacturing process of the ODF method, a sealing agent such as an epoxy-based combination heat and light curing property is drawn on a back plane or front plane substrate in a closed loop shape using a dispenser, and removed therefrom. A liquid crystal display element can be manufactured by bonding a front plane and a backplane after dropping a predetermined amount of composition under air.

In the present embodiment, in the ODF method, it is possible to suppress the generation of dripping marks when the liquid crystal composition is dripped on the substrate. In addition, with a dripping mark, when displaying in black, it defines as the phenomenon in which the mark which dripped the liquid-crystal composition floats up white.

In addition, in the manufacturing process of the liquid crystal display element by the ODF method, it is necessary to drop the optimal liquid crystal injection amount according to the size of the liquid crystal display element, but the liquid crystal composition of this embodiment Since the liquid crystal can be stably dropped over a long time with little influence on rapid pressure change and impact in the dropping device, the yield of the liquid crystal display element can be kept high.

In particular, small liquid crystal display devices frequently used for smartphones, which are in vogue recently, have difficulty in controlling the deviation from the optimum value within a certain range itself because the optimum liquid crystal injection amount is small, but the liquid crystal of this embodiment By using the composition, it is possible to realize a stable discharge amount of the liquid crystal material even in a small liquid crystal display element.

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, in order to obtain good alignment performance of liquid crystal molecules Since a suitable polymerization rate is desirable, a method of polymerizing by irradiating an active energy ray such as an ultraviolet ray or an electron beam singly or in combination or sequentially is preferable. When using ultraviolet light, a polarized light source may be used or a non-polarized light source may be used.

In addition, when polymerization is carried out in a state where the liquid crystal composition is held between two substrates, at least the substrate on the irradiation surface side must have appropriate transparency to active energy rays. Moreover, after polymerizing only a specific part using a mask at the time of light irradiation, the alignment state of the unpolymerized part is changed by changing conditions such as an electric field, a magnetic field or temperature, and irradiation of active energy rays is further performed. A means of polymerization may be used.

In particular, when ultraviolet light exposure is performed, it is preferable to perform ultraviolet light exposure while applying an alternating electric field to the liquid crystal composition. The alternating electric field to be applied is preferably an alternating current having a frequency of 10 Hz to 10 kHz, more preferably a frequency of 60 Hz to 10 kHz, and the voltage is selected depending on the 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 liquid crystal display element in the transverse electric field type MVA mode, the pretilt angle is preferably controlled to 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.

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

As a lamp that generates ultraviolet light, a metal halide lamp, a high pressure mercury lamp, an ultrahigh pressure mercury lamp, or the like can be used. Moreover, as a wavelength of the ultraviolet-ray to irradiate, it is preferable to irradiate the ultraviolet-ray of the wavelength range which is not an absorption wavelength range of a liquid crystal composition, and it is preferable to cut and use an ultraviolet-ray as needed.

Intensity of ultraviolet irradiation is ^preferably from 0.1mW / cm 2 ~ 100W / cm 2, 2mW / cm 2 ~ 50W / cm 2 is more preferable. The amount of energy of the ultraviolet rays to be irradiated can be appropriately adjusted, but is preferably 10 mJ / cm ² to 500 J / cm ^{2, and} more preferably 100 mJ / cm ² to 200 J / cm ² . The intensity may be changed when irradiating ultraviolet light.

The irradiation time of the ultraviolet light is appropriately selected depending on the intensity of the ultraviolet light, but is 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 assistant (the first compound and the second compound) does not inhibit the polymerization reaction of the above-mentioned polymerizable compound, the polymerizable compounds are preferably polymerized with each other to cause unreacted polymerization. It is possible to suppress the residual compound in the liquid crystal composition.

When, for example, a compound represented by the above general formula (P) is used as the polymerizable compound, the liquid crystal display element 1 obtained is provided between the two substrates 2 and 3 and the two substrates 2 and 3 The liquid crystal layer 4 includes a polymer of the first compound, the second compound, and the compound represented by the general formula (P). In this case, it is considered that the polymer of the first compound, the second compound, and the compound represented by the general formula (P) is unevenly distributed on the side of the substrates 2 and 3 in the liquid crystal layer 4.
In the case where the 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 an active matrix drive liquid crystal display element. 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 device of the present embodiment, a liquid crystal composition containing an alignment aid (first compound and second compound) is used, so the liquid crystal layer 4 side of the first substrate 2 and the second substrate 3 is used. It is not necessary to provide an alignment film such as a polyimide alignment film. That is, in the liquid crystal display element of the present embodiment, at least one of the two substrates can have a configuration without an alignment film such as a polyimide alignment film.

Although the alignment assistant, the liquid crystal composition and the liquid crystal display device of the present invention have been described above based on the illustrated embodiments, the present invention is not limited to this, and each configuration has any function having the same function. Or any other configuration may be added.

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

The characteristics measured in the examples are as follows.

T _ni : Nematic phase-isotropic liquid phase transition temperature (° C.)
Δn: refractive index anisotropy at 20 ° C. :: viscosity at 20 ° C. (mPa · s)
γ ₁ : rotational viscosity (mPa · s) at 20 ° C
Δε: dielectric anisotropy at 20 ° C. K ₃₃ : elastic constant K _{33 at} 20 ° C. (pN)

1. Preparation of Liquid Crystal Mixtures In the following, the following abbreviations are used for the descriptions of the compounds:

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

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

(Liquid crystal mixture LC-1)
First, a mixture HLC-1 having a formulation shown in Table 3 below was prepared. 0.3% by weight of the following polymerizable compound (R-1-0) was added to 100% by weight of this mixture HLC-1, and the mixture was dissolved by heating to obtain a liquid crystal mixture LC-1.

(Liquid crystal mixture LC-1 to LC-8)
First, mixtures HLC-2 to HLC-8 having the formulations shown in Table 4 below were prepared. 0.3% by weight of the above polymerizable compound (R-1-0) is added to 100% by weight of each of these mixtures HLC-2 to HLC-8, and the mixture is dissolved by heating to obtain liquid crystal mixtures LC-2 to LC. I got -8.

(Liquid crystal mixture LC-9 to LC-16)
Mixtures Each of HLC-1 to HLC-8 in an amount of 100% by weight, 0.3% by weight of the above-mentioned polymerizable compound (R-1-0) and 0.5% by weight of the following polymerizable compound (R-1-1) %, And heated and dissolved to obtain liquid crystal mixtures LC-9 to LC-16.

2. Preparation of Liquid Crystal Composition (Example 1)
0.3 wt% of the compound (PJ-I-1) as the first compound and 0.3 wt% of the compound (PJ-II-1) as the second compound with respect to 100 wt% of the liquid crystal mixture LC-1 % By weight was added to prepare a liquid crystal composition.

(Example 2)
A liquid crystal composition is prepared by adding 0.5% by weight of the compound (PJ-I-1) and 0.5% by weight of the compound (PJ-II-1) to 100% by weight of the liquid crystal mixture LC-1 Was prepared.

(Example 3)
A liquid crystal composition is prepared by adding 0.5% by weight of a compound (PJ-I-1) and 1.0% by weight of a compound (PJ-II-1) to 100% by weight of a liquid crystal mixture LC-1 Was prepared.

(Examples 4 to 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 the compound (PJ-I-1) to the 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 the compound (PJ-I-1) to the 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 the compound (PJ-I-1) to the 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 the compound (PJ-I-1) to the 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 to 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 to 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 to 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 to 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 to 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 the compound (PJ-I-1) and the compound (PJ-II-1) were not used.

(Comparative examples 2 to 4)
A liquid crystal composition was prepared in the same manner as in Example 1 except that 1.0 wt% of each of the following compounds Ref-1 to Ref-3 was added to 100 wt% of the liquid crystal mixture LC-1.

(Comparative Examples 5 to 13)
The above compounds (PJ-I-1) to (PJ-I-5) and the compounds (PJ-II-1) to (PJ-II-4) are each added to 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 0. 0% by weight was added.

(Comparative Examples 14 to 20)
A liquid crystal composition in the same manner as in Example 1 except that 1.0% by weight of the compound (PJ-I-3) was added to 100% by weight of each of the liquid crystal mixtures LC-1 to LC-8. Was prepared.

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

3-1. Evaluation Test for Low-Temperature Stability The liquid crystal composition was filtered with a membrane filter (PTFE 13 mm-0.2 μm, manufactured by Agilent Technologies), and allowed to stand for 15 minutes under vacuum reduced pressure conditions to remove dissolved air. This was washed with acetone and weighed 0.5 g in a fully dried vial and allowed to stand in a low temperature environment of −25 ° C. for 14 days. Then, the presence or absence of precipitation was observed visually and it determined in the following four steps.

A: Precipitation was not confirmed even after standing for 14 days.

B: Precipitation was confirmed after leaving still for 7 days.

C: Precipitation was confirmed after standing for 3 days.

D: Precipitation was confirmed after standing for 1 day.

3-2. Evaluation test 1 of vertical orientation
First, a first substrate (common electrode substrate) having a transparent common electrode layer but not having an alignment film, and a pixel electrode layer including a transparent pixel electrode driven by an active element have an alignment film. And a second substrate (pixel electrode substrate) was produced. Next, a sealing material was disposed along the outer peripheral edge of the first substrate, and the liquid crystal composition was dropped on the first substrate and inside the sealing material.

After that, the second substrate was disposed to face the first substrate with the sealing material interposed therebetween, and the liquid crystal composition was sandwiched 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. Thus, a liquid crystal cell with a cell gap of 3.2 μm was obtained.

At this time, the vertical alignment property and alignment unevenness such as dripping marks were observed using a polarization microscope, and evaluated in the following four steps.

A: Vertical alignment uniformly across the entire surface including the edge B: Allowable level with slight alignment defects C: A large level of alignment defects including the edge etc D: Fairly poor alignment

3-3. Evaluation test 2 of vertical orientation
First, a first substrate (filter substrate) having a color filter layer but not having an alignment film, and a pixel electrode layer including a transparent pixel electrode driven by an active element but having no alignment film A second substrate (pixel electrode substrate) was produced. Next, a sealing material was disposed along the outer peripheral edge of the first substrate, and the liquid crystal composition was dropped on the first substrate and inside the sealing material.

3-4. Evaluation test 3 of vertical orientation
First, a first substrate (electrode filter substrate) having both a transparent common electrode layer portion patterned on the surface and a color filter layer portion and having no alignment film, and a transparent pixel electrode portion driven by an active element A second substrate (pixel electrode substrate) having a pixel electrode layer and a color filter layer portion partially but not having an alignment film was produced. Next, a sealing material was disposed along the outer peripheral edge of the first substrate, and the liquid crystal composition was dropped on the first substrate and inside the sealing material.

After that, the second substrate was disposed to face the first substrate with the sealing material interposed therebetween, and the liquid crystal composition was sandwiched 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.

A: Uniform vertical alignment over the entire surface including the boundary portion of the pattern substrate, edges, etc. B: There are slight orientation defects but acceptable level C: Many orientation defects are unacceptable including edge portions D: Poor alignment is quite poor

3-5. Evaluation test of pretilt angle formation While applying a rectangular AC wave of 10 V and 100 Hz to the liquid crystal cell used in the above "3-2. Evaluation test of vertical alignment", using a high pressure mercury lamp, the illuminance at 365 nm is It was irradiated for 200 seconds with UV light of 100 m / cm ² . Thereafter, physical stability was applied to the cell while applying a rectangular AC wave of 10 V and 100 Hz, the stability of the white display was observed in a cross nicol state, and evaluated in the following four stages.

3-6. Evaluation Test of Residual Monomer Amount The cell used in the above "3-5. Evaluation test of formation of pretilt angle" was further irradiated for 60 minutes with a UV fluorescent lamp manufactured by Toshiba Lighttech Co., Ltd. (illuminance 1.7 mW / cm at 313 nm) ² ) The remaining amount of the polymerizable compound (R1-1-0) after quantification was quantified by HPLC to determine the amount of remaining monomer. According to the residual amount of a monomer, it evaluated by the following four steps.

A: less than 300 ppm B: greater than or equal to 300 ppm and less than 500 ppm.

C: 500 ppm or more and less than 1500 ppm D: 1500 ppm or more

3-7. Evaluation test of response characteristics The cell gap of 3.2 μm used in the above “3-5. Evaluation test of pretilt angle formation” was further irradiated for 60 minutes with a UV fluorescent lamp manufactured by Toshiba Lightech Co. (illuminance at 313 nm) 1.7 mW / cm ² ). The response speed was measured for the cells obtained by this. The response speed was measured at Voff at 6 V using a DAM 703 manufactured by AUTRONIC-MELCHERS under a temperature condition of 25 ° C. Response characteristics were evaluated in the following four stages.

A: Less than 5 ms B: More than 5 ms and less than 15 ms C: More than 15 ms and less than 25 ms D: More than 25 ms

As described above, it was found that the alignment assistant and the liquid crystal composition of the present invention have an excellent ability to control the alignment of liquid crystal molecules and high storage stability. Further, 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 assistants were added to liquid crystal mixtures LC-9 to LC-16, and the mixture was heated and melted to obtain liquid crystal compositions. The vertical alignment of the liquid crystal compositions was evaluated in the same manner as described above. As a result, it was confirmed that the examples were superior in alignment to the comparative examples.

REFERENCE SIGNS LIST 1 liquid crystal display element 2 first substrate 3 second substrate 4 liquid crystal layer 5 pixel electrode layer 6 common electrode layer 7, 8 polarizing plate 9 color filter 11 gate bus line 12 data bus line 13 pixel electrode 14 Cz electrode 15 source electrode 16 drain Electrode 17 contact hole

Claims

An alignment aid which is disposed along with liquid crystal molecules between two substrates and causes the liquid crystal molecules to spontaneously align,
A first compound comprising at least one first affinity group having an affinity for the substrate;
And a second compound containing at least one second affinity group having an affinity for the substrate and having a polarity lower than that of the first affinity group.
The alignment aid according to claim 1, wherein the first compound and the second compound each contain at least one polymerizable group.
The alignment aid according to claim 2, wherein the polymerizable group is selected from the group represented by the following general formulas (P-1) to (P-13).

(In the equation, the black dot on the right represents the bond.)
The alignment assistant according to any one of claims 1 to 3, wherein the first affinity group and the second affinity group each contain a group selected from the following group.

(In the formula, a black dot represents a bond.)
The first affinity group is a group represented by the following general formulas (K1-1) to (K1-3):

(In the formula,
The black dot on the left represents the bond,
W K2 represents a methine group, C—CH 3 , C—C 2 H 5 , a nitrogen atom or a silicon atom,
W K3 represents a carbon atom,
And X 1 to X 5 each independently represent a hydrogen atom, an —OH group or CH 2 CC (CH 3 ) COO—,
At least one of X 1 and X 2 represents an —OH group,
At least one of X 3 , X 4 and X 5 represents an —OH group,
Sp 1 , Sp 2 and Sp 3 each represent a single bond or a spacer group. )
Chosen 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 on the left represents the bond,
The arbitrary methylene group is each independently a linear or branched alkyl group having 1 to 5 carbon atoms, a linear or branched alkyloxy group having 1 to 5 carbon atoms, or 1 to 5 carbon atoms. It may be substituted with a linear or branched perfluoroalkyl group,
W K1 represents a methine group, C—CH 3 , C—C 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 (provided that U K1 is a methine group, V K1 is a methine group, and S K1 is a combination of nitrogen atoms),
R K1 represents a hydrogen atom, a linear or branched alkyl group having 1 to 5 carbon atoms, a linear or branched alkyloxy group having 1 to 5 carbon atoms, or a linear or branched chain having 1 to 5 carbon atoms Represents a perfluoroalkyl group of )
The alignment assistant according to claim 4, which is selected from
The alignment assistant according to claim 4, wherein the first affinity group contains a hydroxyl group, and the second affinity group contains an ether group or a carbonate group.
The first compound and the second compound each contain a mesogenic group,
The said 1st affinity group, the 2nd affinity group, and the said polymerizable group are respectively couple | bonded with the said mesogenic group directly or via the spacer group, The said any one of Claims 2-6 Alignment aid.
The orientation according to claim 7, wherein the first compound and the second compound each include an end group opposite to the first affinity group of the mesogenic group or the second affinity group. Auxiliary agent.
The terminal group is 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 (with the proviso that -CH in an alkyl group or a halogenated alkyl group) 2- may be substituted by -CH = CH-, -C≡C-, -O-, -NH-, -COO- or -OCO-, but -O- does not become continuous) or 9. The alignment assistant according to claim 8, which is represented by a polymerizable group which is bound to the mesogen group directly or through a spacer group.
The spacer group is —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 a branched or linear alkylene group having 1 to 20 carbon atoms (with the proviso that the alkylene group 1 or 2 or more non-adjacent -CH 2- may be substituted with -O-, -COO- or -OCO-)). Alignment assistant described.
The mesogen group has the following general formula (i):

(In the formula,
The leftmost black point and the rightmost black point represent a bond,
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 linear or branched alkyl group having 1 to 10 carbon atoms, a linear or branched halogenated alkyl group having 1 to 10 carbon atoms, or 1 to 10 carbon atoms. 10 linear or branched alkoxy or P i1 -Sp i1 - may be substituted with, where, P i1 is a group represented by the general formula (P-1) ~ (P -13) S i1 represents a polymerizable group selected from among the above, S i1 has the same meaning as Z i1 ,
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, provided that it is 1 in the alkylene group 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 and
When m i1 is 2 or more, a plurality of A i1 may be the same as or different from each other. )
The alignment assistant according to any one of claims 7 to 10, which is represented by
A liquid crystal composition comprising the alignment auxiliary according to any one of claims 1 to 11 and liquid crystal molecules, and having a negative dielectric anisotropy (Δε).
The liquid crystal molecules are 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 or two or more non-adjacent alkyl groups) And —CH 2 — each independently represents —CH = CH—, —C≡C—, —O—, —CO—, —COO— or —OCO— which may be substituted. ,
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 — or non-adjacent two or more —CH 2 — present in this group may be substituted by —O—. ),
(B) 1,4-phenylene group (however, one —CH = present in this group or two or more non-adjacent —CH = may be substituted by —N =),
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (with naphthalene-2,6-diyl group) Or one or more non-adjacent two or more -CH = present in the group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group is substituted by -N = And (d) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, and
The group (a), the group (b), the group (c) and the 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 = N-N = CH-, -CH = CH-, -CF = CF- or -C≡C- Represent
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, but n N11 + n N12 , n N21 + n N22 and n N31 + n N32 each represent an integer Independently one, two or three,
When a plurality of A N11 to A N32 and Z N11 to Z N32 are present, they may be the same as or different from each other. )
The liquid crystal composition according to claim 12, comprising a compound selected from
The liquid crystal composition according to claim 12, wherein the liquid crystal molecules include a compound represented by the following general formula (L).

(In the formula,
R L1 and R L2 are each independently an alkyl group having 1 to 8 carbon atoms (however, one or two or more non-adjacent -CH 2-in the alkyl group are each independently- CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-.
n L1 represents 0, 1, 2 or 3 and
A L1 , A L2 and A L3 are each independently
(A) 1,4-cyclohexylene group (provided that one —CH 2 — or non-adjacent two or more —CH 2 — present in this group may be substituted by —O—. ),
(B) 1,4-phenylene group (however, one -CH = present in this group or two or more non-adjacent -CH = 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 (with naphthalene-2,6-diyl group) Or one or more non-adjacent two or more -CH = present in the group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group is substituted by -N = Good.)
Represents a group selected from the group consisting of
The group (a), the group (b) and the group (c) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z L1 and Z 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 = N-N = CH-, -CH = CH-, -CF = CF- or -C≡C-
When n L1 is 2 or 3 and there are a plurality of AL 2, they may be the same or different from each other, and when n L1 is 2 or 3 and there are a plurality of Z L2 , They may be identical to or different from one another, but exclude compounds represented by general formulas (N-1), (N-2) and (N-3). )
The liquid crystal composition according to any one of claims 12 to 14, further comprising a polymerizable compound.
The liquid crystal composition according to claim 15, wherein the polymerizable compound contains at least one of compounds represented by the following general formula (P).

(In the formula,
Z p1 represents a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted by a halogen atom, or a carbon atom in which a hydrogen atom may be substituted by a halogen atom Alkoxy group of 1 to 15, alkenyl group of 1 to 15 carbon atoms in which hydrogen atom may be substituted by halogen atom, alkenyloxy of 1 to 15 carbon atom in which hydrogen atom may be substituted of halogen atom Represents a group or -Sp p2 -R p2 ,
R p1 and R p2 are each represented by the following formula ( RI ) to formula (R-IX):

(In the formula,
Combine with Sp p1 or Sp p2 with *
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 a methylene group,
T represents a single bond or -COO-,
p, t and q each independently represent 0, 1 or 2. )
Represents one of the
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) C-C (= O) -O -, - CH 2 (CH 3) C-O- (C = O) -, - O- ( C = O) —C (CH 3 ) CH 2 , — (C = O) —O—C (CH 3 ) —CH 2 , —CH = CH—, —CF = CF—, —CF = CH—, — CH = CF-, -CF 2- , -CF 2 O-, -OCF 2- , -CF 2 CH 2- , -CH 2 CF 2- , -CF 2 CF 2 -or -C≡C- (wherein In the formulae, each R a independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and z represents an integer of 1 to 4.
M p2 is a 1,4-phenylene group, a 1,4-cyclohexylene group, an anthracene-2,6-diyl group, a phenanthrene-2,7-diyl group, a pyridine-2,5-diyl group, a 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-dioxane-2,5 -Represents a diyl group or a single bond, but 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 And 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 represented by the following formulas (i-11) to (ix-11):

(Wherein * binds to Sp p1 and ** binds to L p1 , L p2 or Z p1 )
Represents one of the
M p3 has the following formulas (i-13) to (ix-13):

(In the formula, * binds to Z p1 and ** binds to L p2 )
Represents one of the
m p2 to m p4 each independently represent 0, 1, 2 or 3 and
m p1 and m p5 each independently represent 1, 2 or 3, and
If the Z p1 there are multiple, they may be the being the same or different, when R p1 is more present, they may be the being the same or different, R p2 When there exist two or more, they may mutually be same or different and when two or more Sp p1 exist, they may mutually be same or different and Sp p2 is plural. When they exist, they may be the same or different from each other, and when there are a plurality of L p1 , they may be the same as or different from each other, and there are a plurality of M p2 In the case, they may be identical to or different from one another. )
A liquid crystal display device comprising: two substrates; and a liquid crystal layer containing the liquid crystal composition according to any one of claims 12 to 16 provided between the two substrates.
The liquid crystal display element according to claim 17, wherein the liquid crystal layer contains a polymer of the first compound and the second compound.
The liquid crystal display device according to claim 17, which is for driving an active matrix.
The liquid crystal display element according to any one of claims 17 to 19, which is of PSA type, PSVA type, VA type, IPS type, FFS type or ECB type.
The liquid crystal display element according to any one of claims 17 to 20, wherein at least one of the two substrates does not have an alignment film.