KR20190031818A - Liquid crystal composition and liquid crystal display comprising the same - Google Patents

Abstract

The present invention relates to a liquid crystal composition and a liquid crystal display device including the same. According to the present invention, the liquid crystal composition can lower driving voltage to lower power consumption as well as have excellent dielectric constant anisotropy and response properties.

Description

TECHNICAL FIELD [0001] The present invention relates to a liquid crystal composition and a liquid crystal display device including the liquid crystal composition.

The present invention relates to a liquid crystal composition and a liquid crystal display device including the same.

BACKGROUND ART [0002] Liquid crystal displays (LCDs) are one of the most widely used flat panel displays. The liquid crystal display device can turn ON / OFF by determining the direction of the liquid crystal molecules in the liquid crystal layer by controlling the electric field in the liquid crystal layer by applying a voltage to the electric field generating electrode and adjusting the transmittance of light passing through the liquid crystal layer. It can be applied to both transmission type and reflection type and can be applied to various types of devices such as Twisted Nematic (TN), In-Plane Switching (IPS), Optically Compensatory Bend (OCB), Field Fringe Switching (FFS), Vertically Aligned (VA), Electrically Controlled Birefringence ), STN (Super Twisted Nematic), and the like are being developed.

In order to improve the characteristics of a liquid crystal display device, it is required that the liquid crystal composition has proper physical properties. The general physical properties required for the liquid crystal compound as a component of the liquid crystal composition are chemically stable, physically stable, Isotropic phase transition temperature), a lower limit temperature of a liquid crystal phase (nematic phase, smectic phase, etc.), particularly a lower limit temperature of a nematic phase, a superior compatibility with other liquid crystal compounds, And a material having a large refractive index anisotropy.

When a composition containing a chemically and physically stable liquid crystal compound is used in a liquid crystal display device, the voltage holding ratio can be increased. In addition, in a composition containing a liquid crystal compound having a high transparent point or a low lower limit temperature of the liquid crystal phase, it is possible to widen the temperature range of the nematic phase and to use it as a display device in a wide temperature range.

The liquid crystal compound is generally used as a composition prepared by mixing with many other liquid crystal compounds in order to exhibit characteristics that are difficult to exhibit in a single compound.

Japanese Patent Application Laid-Open No. 2006-301643

Disclosure of Invention Technical Problem [8] The present invention provides a liquid crystal composition and a liquid crystal display device including the liquid crystal composition which can easily control the driving voltage and the response time.

However, the problems to be solved by the present invention are not limited to the problems described above, and other problems not described can be understood by those skilled in the art from the following description.

An aspect of the present invention provides a liquid crystal composition comprising a compound represented by the following formula (1) and a compound represented by the following formula (2).

[Chemical Formula 1]

(2)

In this formula,

R ₁ is alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms or alkoxy having 1 to 9 carbon atoms,

Ring A and ring B are each independently 1,4-cyclohexylene or 1,4-phenylene in which one or two of the hydrogens are optionally substituted with fluorine,

X is -CH ₂ CH ₂ -, -OCH ₂ -, -CH ₂ O-, or a single bond,

j and k are each independently an integer of 0 or 1, j + k is 1 or more,

m is an integer of 1 to 5,

R ₂ is alkenyl having 2 to 7 carbon atoms,

R ₃ is alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms or alkoxy having 1 to 9 carbon atoms,

Ring C is 1,4-cyclohexylene or 1,4-phenylene,

n is an integer of 0 or 1;

Another aspect of the present invention provides a liquid crystal display device comprising the liquid crystal composition.

The present invention provides a liquid crystal composition and a liquid crystal display device including the same, and the liquid crystal composition according to an embodiment of the present invention can improve the power consumption by lowering the driving voltage, and can have excellent dielectric anisotropy and response characteristics.

1 is a cross-sectional view schematically showing a liquid crystal display device according to an embodiment of the present invention.

Hereinafter, embodiments and examples of the present invention will be described in detail with reference to the accompanying drawings, which will be readily apparent to those skilled in the art to which the present invention pertains.

It should be understood, however, that the present invention may be embodied in many different forms and is not limited to the embodiments and examples described herein. In order to clearly illustrate the present invention, parts not related to the description are omitted, and similar parts are denoted by like reference characters throughout the specification.

Throughout this specification, when a member is " on " another member, it includes not only when the member is in contact with the other member, but also when there is another member between the two members.

Throughout this specification, when an element is referred to as " including " an element, it is understood that the element may include other elements as well, without departing from the other elements unless specifically stated otherwise. The terms " about ", " substantially ", etc. used to the extent that they are used throughout the specification are intended to be taken to mean the approximation of the manufacturing and material tolerances inherent in the stated sense, Accurate or absolute numbers are used to help prevent unauthorized exploitation by unauthorized intruders of the referenced disclosure. The word " step (or step) " or " step " used to the extent that it is used throughout the specification does not mean " step for.

Throughout this specification, the term " combination thereof " included in the expression of the machine form means one or more combinations or combinations selected from the group consisting of the constituents described in the expression of the machine form, And the like.

Throughout this specification, the description of "A and / or B" means "A or B, or A and B". Furthermore, unless otherwise stated, the same symbols may have the same meanings.

Hereinafter, a liquid crystal composition according to an embodiment of the present invention and a liquid crystal display device including the same will be described in detail.

An aspect of the present invention provides a liquid crystal composition comprising a compound represented by the following formula (1) and a compound represented by the following formula (2).

[Chemical Formula 1]

(2)

In this formula,

R ₁ is alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms or alkoxy having 1 to 9 carbon atoms,

Ring A and ring B are each independently 1,4-cyclohexylene or 1,4-phenylene in which one or two of the hydrogens are optionally substituted with fluorine,

X is -CH ₂ CH ₂ -, -OCH ₂ -, -CH ₂ O-, or a single bond,

j and k are each independently an integer of 0 or 1, j + k is 1 or more,

m is an integer of 1 to 5,

R ₂ is alkenyl having 2 to 7 carbon atoms,

R ₃ is alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms or alkoxy having 1 to 9 carbon atoms,

Ring C is 1,4-cyclohexylene or 1,4-phenylene,

n is an integer of 0 or 1;

The liquid crystal composition according to one embodiment of the present invention can easily control the driving voltage and the response time of the liquid crystal display device.

Generally, the absolute value of the dielectric anisotropy (DELTA epsilon) should be at least 2.5 or more for a proper driving voltage of a liquid crystal display device, and the liquid crystal composition having negative dielectric anisotropy generally has a value in the range of -2.5 to -5.0. A liquid crystal composition in the range of -2.5 to -4.0 is used in order to suppress the lower voltage drive and increase of the rotational viscosity.

Also, the response time of the liquid crystal display device depends on the rotational viscosity (g1) and the elastic modulus (K) of the liquid crystal composition. The smaller the rotational viscosity and the larger the elastic modulus, that is, the smaller the g1 / K, the faster the response time.

Therefore, a liquid crystal composition having a negative dielectric anisotropy has a dielectric anisotropy ranging from -2.5 to -4.0, and a smaller g1 / K is a useful liquid crystal.

The liquid crystal composition according to one embodiment of the present invention can improve the power consumption by lowering the driving voltage, and can have excellent dielectric anisotropy and response characteristics.

The compound represented by the following formula (1) may have high dielectric anisotropy by introducing fluorine at the alkoxy end.

[Chemical Formula 1]

In Formula 1,

R ₁ is alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms or alkoxy having 1 to 9 carbon atoms,

Ring A and ring B are each independently 1,4-cyclohexylene or 1,4-phenylene in which one or two of the hydrogens are optionally substituted with fluorine,

X is -CH ₂ CH ₂ -, -OCH ₂ -, -CH ₂ O-, or a single bond,

j and k are each independently an integer of 0 or 1, j + k is 1 or more,

m is an integer of 1 to 5;

According to one embodiment of the present invention, the dielectric anisotropy can be further increased when m is an even number, and when m is 2, the dielectric anisotropy can be increased and a low rotational viscosity can be obtained.

Further, according to one embodiment of the present invention, the linking group X may be -CH ₂ O-. In this case, the dielectric anisotropy can be further increased. Also, the linking group X may be -CH ₂ CH ₂ -, in which case the low-temperature stability of the liquid crystal composition can be improved. Further, the connector X may be a single bond, and in this case, the reliability can be further improved.

According to an embodiment of the present invention, a compound wherein ring A and ring B are 1,4-cyclohexylene, X is -CH ₂ O-, and m is 2 can be used in the above formula. In this case, the rotational viscosity of the liquid crystal composition can be further reduced.

The physical properties of the compound represented by Formula 1 are shown in Table 1 below. The concrete measurement methods of physical properties described in the following Table 1 are described in the following Examples.

division Material structure Dielectric anisotropy
(? Epsilon) Rotational viscosity
(g1) Modulus of elasticity
(Ka) One

-6.6 258 13.5 2

[Specific Example of Chemical Formula 1] -7.9 260 13.0 3

[Specific Example of Chemical Formula 1] -6.7 270 12.8 4

-9.5 70 12.5 5

[Specific Example of Chemical Formula 1] -11.2 75 12.1 6

-9.3 255 13.3 7

[Specific Example of Chemical Formula 1] -10.4 251 13.0

Referring to Table 1, it can be seen that the dielectric anisotropy of the compounds No. 2 and No. 3 is higher than that of Compound No. 1. In particular, in the case of compound No. 2 (m in Formula (1)), the dielectric anisotropy is increased by about 20% as compared with Compound (1). This tendency is more evident in the case of a compound having a linking group (X). It can be seen that the dielectric anisotropy of the compounds No. 5 and No. 7 is further improved compared to the materials No. 4 and No. 6. This increase in the dielectric anisotropy can improve the power consumption by lowering the voltage for driving the liquid crystal in the liquid crystal display device.

According to one embodiment of the present invention, the compound represented by Formula 1 may be used in an amount of 1 to 30 parts by weight, more preferably 3 to 20 parts by weight, based on 100 parts by weight of the liquid crystal composition. When the amount is less than 1 part by weight, the effect of increasing the dielectric anisotropy may be insufficient. When the amount is more than 30 parts by weight, the dielectric anisotropy may be too high to increase the degree of repetition.

According to one embodiment of the present invention, the compound represented by Formula 1 may be at least one compound represented by any one of Chemical Formulas 1-1 to 1-7.

[Formula 1-1]

[Formula 1-2]

[Formula 1-3]

[Formula 1-4]

[Formula 1-5]

[Chemical Formula 1-6]

[Chemical Formula 1-7]

In the above formulas 1-1 to 1-7,

R ₁ and R ₅ have the same definitions as in the above formula (1)

(F) is hydrogen or fluorine.

In addition, according to one embodiment of the present invention, the response characteristic of the liquid crystal composition can be improved by including the compound represented by the formula (2).

(2)

In Formula 2,

R ₂ is alkenyl having 2 to 7 carbon atoms,

R ₃ is alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms or alkoxy having 1 to 9 carbon atoms,

Ring C is 1,4-cyclohexylene or 1,4-phenylene,

n is an integer of 0 or 1;

The compound represented by the formula (2) has a low rotational viscosity and a high elastic modulus.

Although the compound represented by Formula 1 is excellent in dielectric anisotropy, it may have poor response characteristics due to its low modulus of elasticity, but may be mixed with the compound represented by Formula 2 to improve the elastic modulus, thereby improving the response characteristics of the liquid crystal composition. have.

According to one embodiment of the present invention, the compound represented by Formula 2 may be at least one compound selected from the following Formulas 2-1 to 2-7.

[Formula 2-1]

[Formula 2-2]

[Formula 2-3]

[Chemical Formula 2-4]

[Chemical Formula 2-5]

[Chemical Formula 2-6]

[Chemical Formula 2-7]

In the above Chemical Formulas 2-1 to 2-7,

R ₃ is the same as defined in the above formula (2).

According to one embodiment of the present invention, the compounds represented by the above general formulas (2-1) to (2-3) can be used, and R ₃ can be a propyl. In this case, nematic stability and low rotational viscosity can be achieved.

Also, the compounds represented by the above-mentioned general formulas 2-5 to 2-7 can be used, and R ₃ can be methyl. In this case, the transparent point increases and a high elastic modulus can be realized. Specifically, at least two compounds represented by the general formulas 2-5 to 2-7 can be used.

According to one embodiment of the present invention, compounds represented by the general formula (2) include compounds represented by the following general formulas (2-1-1), (2-2-1), (2-5-1) And may include at least one compound among the compounds to be displayed. In this case, the elastic modulus can be improved by the double bond and the rotational viscosity can be reduced.

More specifically, the compound represented by the formula (2) may be at least one compound selected from the compounds represented by the following formulas (2-1-1) and (2-2-1) And at least one compound selected from compounds represented by 2-7-1. In this case, the effect of improving the rotational viscosity and improving the elastic modulus can be excellent.

[Formula 2-1-1]

[Chemical Formula 2-2-1]

[Chemical Formula 2-5-1]

[Chemical Formula 2-6-1]

[Chemical Formula 2-7-1]

In addition, according to one embodiment of the present invention, the compound represented by Formula 2 may include the compounds represented by Formula 2-1-1 and 2-2-1. In this case, the g1 / Ka (rotational viscosity / elastic modulus) of the liquid crystal composition can be further lowered.

According to one embodiment of the present invention, the compound represented by Formula 2 may be used in an amount of 5 to 85 parts by weight based on 100 parts by weight of the liquid crystal composition. When the amount is less than 5 parts by weight, the effect of increasing the modulus of elasticity may be insufficient. If the amount is more than 85 parts by weight, control of the dielectric anisotropy may be difficult. According to an embodiment of the present invention, the compound represented by Formula 2 may include 29 to 85 parts by weight of the compound represented by Formula 2-1-1 and 2-2-1, Or more. In this case g1 / Ka can be particularly low.

According to one embodiment of the present invention, a compound represented by the following general formula (3) may further be included.

(3)

In this formula,

R ₄ and R ₅ are each independently alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms or alkoxy having 1 to 9 carbon atoms,

Ring D, Ring E and Ring F are each independently 1,4-cyclohexylene or 1,4-phenylene in which one hydrogen is optionally substituted with fluorine,

o and p are each independently an integer of 0 or 1;

With the proviso that when ring D is 1,4-cyclohexylene, both o and p are 0, or ring D is 1,4-cyclohexylene, ring E is 1,4-cyclohexylene, and o Is 1, and when p is 0, R ₄ and R ₅ are each independently alkyl or alkoxy having 1 to 9 carbon atoms.

The compound represented by Formula 3 is a neutral liquid crystal having a dielectric anisotropy of -1.0 to 1.0 and can control the transparent point of the liquid crystal composition and can increase the transparent point to 70 degrees or more.

The compound represented by Formula 3 may include 5 to 70 parts by weight based on 100 parts by weight of the liquid crystal composition. If less than 5 parts by weight is used, the clear point of the liquid crystal composition can not be adjusted to 70 degrees or more, and if it exceeds 70 parts by weight, the transparent point of the composition is too high to increase the rotational viscosity, .

According to one embodiment of the present invention, the compound represented by the formula (3) may be at least one compound represented by the following formulas (3-1) to (3-5).

[Formula 3-1]

[Formula 3-2]

[Formula 3-3]

[Chemical Formula 3-4]

[Formula 3-5]

In the above Formulas (3-1) and (3-5)

R ₄ and R ₅ are each independently alkyl having 1 to 9 carbon atoms,

In the above formula (3-2)

R ₄ is alkyl having 1 to 9 carbon atoms, and R ₅ is alkoxy having 1 to 9 carbon atoms.

In the above formulas 3-3 to 3-4,

R ₄ and R ₅ have the same definitions as in the above formula (3)

(F) is hydrogen or fluorine.

According to an embodiment of the present invention, the liquid crystal composition may further include a compound represented by the following formula (4).

[Chemical Formula 4]

In Formula 4,

R ₆ and R ₇ are each independently alkyl having 1 to 9 carbons, alkenyl having 2 to 9 carbons or alkoxy having 1 to 9 carbons,

Ring G and ring H are each independently 1,4-cyclohexylene or 1,4-phenylene in which one to two methylene (CH ₂ ) is optionally substituted with oxygen, or one to two hydrogens 1,4-cyclohexylene or 1,4-phenylene which is unsubstituted or substituted by fluorine,

X is -CH ₂ CH ₂ -, -OCH ₂ -, -CH ₂ O-, or a single bond,

q and r are each independently an integer of 0 or 1;

The compound represented by Formula 4 is a compound having a dielectric anisotropy of -15.0 to -1.0 and can control the dielectric anisotropy of the liquid crystal composition.

The compound represented by Formula 4 may include 10 to 70 parts by weight based on 100 parts by weight of the liquid crystal composition. If less than 10 parts by weight is used, it may be difficult to control the dielectric anisotropy of the liquid crystal composition to -2.5 or less, and if it exceeds 70 parts by weight, the rotational viscosity may increase and the response characteristic may be deteriorated.

According to one embodiment of the present invention, the compound represented by Formula 4 may be at least one compound represented by the following Formulas 4-1 to 4-8.

[Formula 4-1]

[Formula 4-2]

[Formula 4-3]

[Formula 4-4]

[Formula 4-5]

[Formula 4-6]

[Formula 4-7]

[Formula 4-8]

In the general formulas (4-1) to (4-8)

R ₆ and R ₇ have the same definitions as in the above formula (4)

(F) is hydrogen or fluorine.

When the compounds represented by the above Chemical Formulas 4-1 to 4-8 are used, they are effective for controlling the dielectric anisotropy of the liquid crystal composition. When the compounds represented by Chemical Formula 4-2 or Chemical Formula 4-3 are used, the liquid crystals having negative dielectric anisotropy It may be more advantageous in controlling the dielectric anisotropy, the rotational viscosity and the elastic modulus in the composition.

According to an embodiment of the present invention, one or more compounds selected from the compounds represented by the above formulas (4-3) and (4-4) may be included. Specifically, And at least one compound selected from the group consisting of the compounds represented by the above Chemical Formulas 4-4.

According to an embodiment of the present invention, there is provided a compound represented by the above-mentioned formula (1), wherein Ring A and Ring B are 1,4-cyclohexylene, X is -CH ₂ O- and m is 2 Or more of the compounds represented by the above formula (2) and the compounds represented by the following formulas (2-1-1), (2-2-1), (2-5-1) And one or more compounds selected from the compounds represented by the above formulas (4-3) and (4-4).

According to one embodiment of the present invention, a compound represented by the following general formula (5) may further be included.

[Chemical Formula 5]

In Formula 5,

R ₈ and R ₉ are each independently alkyl having 1 to 9 carbons, alkenyl having 2 to 9 carbons or alkoxy having 1 to 9 carbons,

(F) is fluorine or hydrogen.

The compound represented by Formula 5 has a refractive index anisotropy of 0.2 or more and can control the retardation (cell spacing * refractive index anisotropy) in a liquid crystal display device. The compound represented by Formula 5 may include 1 to 20 parts by weight based on 100 parts by weight of the liquid crystal composition. If it is less than 1 part by weight, the effect of increasing the refractive index anisotropy may be insufficient. If it exceeds 20 parts by weight, it may affect the low temperature stability.

According to one embodiment of the present invention, the compound represented by Formula 5 may be one or more compounds represented by the following Formulas 5-1 to 5-2.

[Formula 5-1]

[Formula 5-2]

In the above formulas (5-1) to (5-2)

R ₈ and R ₉ are as defined in the above formula (5).

According to one embodiment of the present invention, the liquid crystal composition may optionally include one or more of the compounds represented by Formulas (3) to (5) together with the compound represented by Formula (1) and the compound represented by Formula have. For example, the liquid crystal composition may contain, in addition to the compound represented by Formula 1 and the compound represented by Formula 2, the compound represented by Formula 3, or may be a compound represented by Formula 1 and a compound represented by Formula 2 (4) together with the compound represented by the formula (1) and the compound represented by the formula (5) together with the compound represented by the formula (2), or the compound represented by the formula (1) and the compound represented by the formula (3) and (4) together with the compound represented by the general formula (1) and the compound represented by the general formula (2) together with the compound represented by the general formula 1 and the compound represented by the general formula (2) together with the compound represented by the general formula (4) and May comprise a compound comprising a compound represented by the learning and 5, or of the formula 3, formula 4 and formula 5 with a compound represented by the formula (2) compound and the formula (1).

According to an embodiment of the present invention, the liquid crystal composition may further include at least one compound selected from the group consisting of a compound represented by the following formula (6) and a compound represented by the following formula (7) as further components.

[Chemical Formula 6]

In Formula 6,

R ₁₀ is alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms or alkoxy having 1 to 9 carbon atoms, and the methylene (CH ₂ ) group can be replaced with an ester (COO)

Ring K is 1,4-cyclohexylene, or 1,4-phenylene,

s is an integer of 0 or 1;

The compound represented by the formula (6) can improve the thermal stability of the liquid crystal composition as an antioxidant. The compound represented by Formula 6 may be contained in an amount of 0.01 to 0.1 part by weight based on 100 parts by weight of the liquid crystal composition. If the content is less than 0.01 part by weight, it is difficult to expect a role as an antioxidant. If the content is more than 0.1 part by weight, stain may occur during long-term driving of the liquid crystal display device.

According to one embodiment of the present invention, 100 parts by weight of the liquid crystal composition may include the compounds represented by the above formulas (1) to (5), and the content of the compounds represented by formulas (6) May not be added to the department.

(7)

In Formula 7,

R ₁₁ and R ₂₂ are each independently hydrogen, oxygen, or an alkyl group having 1 to 9 carbon atoms,

Y ₂ and Y ₃ are each independently -COO-, -OCO-, -O- or a single bond,

Z is alkyl having 1 to 12 carbon atoms, or cyclic compound in which 1 to 2 hydrogens are substituted or unsubstituted with fluorine.

The compound represented by the formula (7) may be contained in an amount of 0.01 to 0.5 parts by weight based on 100 parts by weight of the liquid crystal composition as an ultraviolet stabilizer (hals). If the content is less than 0.01 part by weight, it is difficult to expect a UV stabilizer. If the content is more than 0.5 parts by weight, spotting of the liquid crystal display device may occur.

Further, according to an embodiment of the present invention, the liquid crystal composition may further include a polymerizable compound. In the case where the liquid crystal display device is a Polymer Stabilized Alignment (PSA) mode or a Polymer Stabilized-Vertical Aligned (PSVA) mode, a reactive mesogen is used as a polymerizable compound, Can be implemented.

According to one embodiment of the present invention, the polymerizable compound may be represented by the following general formula (8). According to one embodiment of the present invention, the compound represented by Formula 8 may include 0.1 to 5.0 parts by weight based on 100 parts by weight of the liquid crystal composition.

[Chemical Formula 8]

P ₁ -Sp ₁ - (K ₁ -Y ₄ ) _a - (K ₂ -Y ₅ ) _b - (K ₃ -Y ₆ ) _c -Sp ₂ -P ₂

In Formula 8,

P ₁ and P ₂ are each independently a polymerizable functional group, alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms, H, F, Cl, or CN, and at least one of P ₁ and P ₂ is a polymerizable functional group Lt;

Sp ₁ And Sp ₂ are each independently a single bond or an alkyl of 1 to 15 carbon atoms and at least one of the radicals is substituted with halogen or one or more -CH ₂ - A radical which may be substituted by C = C-, -CH = CH-, -O-, -CO-O-, -O-CO- or -O-

Y ₄ to Y ₆ each independently represent _{-CH 2 CH 2 -, -CH =} CH-, -CH 2 O-, -OCH 2 -, -C = C-, -CH 2 CF 2 -, -CHFCHF-, -CF ₂ CH ₂ -, -CH ₂ CHF-, -CHFCH ₂ -, -C ₂ F ₄ -, -O-, -COO-, -OCO-, -CF ₂ O-, -OCF ₂ -

Each of K ₁ to K ₃ is independently a cycloalkylene group having 5 to 10 carbon atoms, an aromatic ring or a heterocyclic ring, and the hydrogen in the ring structure is substituted with fluorine, an alkyl radical having 1 to 15 carbon atoms or an alkoxy radical having 1 to 15 carbon atoms Lt; / RTI >

a, b and c are each independently an integer of 0 to 2, and a + b + c is 1 to 3.

More specifically, K ₁ to K ₃ may be an aromatic ring or a heterocyclic ring, and hydrogen in the ring structure may be substituted or unsubstituted with fluorine or a C 1 to C 15 or alkoxy radical.

According to one embodiment of the present invention, the Sp ₁ And Sp ₂ may be a single bond or methylene, and the polymerizable functional group may have at least one of the following structures.

According to one embodiment of the present invention, the polymerizable compound represented by the formula (8) may be at least one of the compounds represented by the following formulas (8-1) to (8-10).

[Formula 8-1]

[Formula 8-2]

[Formula 8-3]

[Formula 8-4]

[Formula 8-5]

[Formula 8-6]

[Formula 8-7]

[Formula 8-8]

[Formula 8-9]

[Chemical Formula 8-10]

In the above formulas (8-1) to (8-10)

m ₁ and m ₂ each independently represents an integer of 1 to 5, r ₁ and r ₂ each independently represent an integer of 0 or 1,

Ring L is cyclopentylene, methylene (CH ₂ ) can be replaced by oxygen,

Sp ₂ is as defined in Formula 8 above,

P ₁ and P ₂ may each independently be acrylate or methacrylate,

Ra, Rb are groups each independently represent a hydrogen, fluorine or methoxy (OCH _3).

According to an aspect of the invention, at least one of the Ra, Rb may be a fluorine or methoxy (OCH _3), it is possible to improve such a degree of polymerization by UV case.

Another aspect of the present invention provides a liquid crystal display device comprising the liquid crystal composition.

1 is a cross-sectional view of a liquid crystal display device according to an embodiment of the present invention. 1, a liquid crystal display device according to an embodiment of the present invention includes a first substrate SUB1, a second substrate SUB2 facing the first substrate SUB1, and a second substrate SUB2 facing the first substrate SUB1. And a liquid crystal layer LC formed between the second substrate SUB2 and the second substrate SUB2.

The first substrate SUB1 includes a wiring portion provided on the first base substrate BS1, a transistor TR connected to the wiring portion, a pixel electrode PE connected to the transistor TR, PE and a common electrode CE spaced apart from the PE.

The first base substrate BS1 has a substantially rectangular shape and is made of a transparent insulating material. The wiring portion includes a gate line GL and a data line GL.

A gate insulating film GI is provided on the first base substrate BS1 on which the gate lines GL are formed. The gate insulating layer GI may be made of an insulating material, for example, silicon nitride or silicon oxide.

The data line GL is provided extending in a second direction D2 intersecting the first direction D1 with the gate line GL and the gate insulating film GI interposed therebetween.

The transistor TR is connected to the gate line GL and the data line GL. The transistor TR includes a gate electrode GE, a semiconductor pattern SM, a source electrode SE, and a drain electrode DE.

The transistor TR includes a gate electrode GE, a semiconductor pattern SM, a source electrode SE, and a drain electrode DE.

The gate electrode GE protrudes from the gate line GL or is provided on a partial area of the gate line GL.

An interlayer film (IL) is provided on the source electrode (SE) and the drain electrode (DE). A protective film PSV is provided on the interlayer film IL and a contact hole CH exposing a part of the top surface of the drain electrode DE is provided in the interlayer film IL and the protective film PSV.

The second substrate SUB2 is provided opposite to the first substrate SUB1. The second substrate SUB2 may include a second base substrate BS2, a color filter CF, and a black matrix BM.

The liquid crystal layer LC includes the liquid crystal composition according to one embodiment of the present invention described above.

As described above, the liquid crystal composition according to one embodiment of the present invention includes the compound represented by the formula (1) and the compound represented by the formula (2), thereby having a low driving voltage and excellent response characteristics. Also, the liquid crystal composition may include at least one of the compounds represented by Formulas (3) to (8). Specific examples of the compounds represented by the formulas (1) to (8) are as described above.

Hereinafter, preferred embodiments of the present invention will be described in order to facilitate understanding of the present invention. However, the following examples are provided only for the purpose of easier understanding of the present invention, and the present invention is not limited by the following examples.

[Example]

Measurement method and Example , In the comparative example  Material name

In order to measure the physical properties of the compound represented by the formula (1) according to one embodiment of the present invention, a liquid crystal composition comprising 90 parts by weight of the mother liquid crystal described in the following Table 2 and 10 parts by weight of the compound according to the formula (1) was used. In addition, the measured value of the sample was defined as an extrapolated value obtained by substituting the following equation (1).

[Formula 1]

(Measured value of the sample) - (measured value of the liquid crystal)} / (weight% of the liquid crystal compound) X100]

compound weight% Physical Properties BB-3.4 11.3 Transparent point 74.4
Refractive Index Anisotropy 0.11
Dielectric anisotropy -3.6
Low temperature stability 30 days OK BF-3.O2 14.0 BF-5.O2 12.2 AF-3.O2 15.0 BBF-3.O2 5.9 BBF-2.1 11.4 BBF-3.1 11.8 BAAB-3.3 1.9 BAA-3.2 6.8 BAA-5.1 2.7 BAA-3.1 7.0

Property evaluation method

The physical properties of the liquid crystal composition according to this embodiment were measured by the following method.

(1) The refractive index anisotropy [DELTA n]

Was measured with an Abbe refractometer equipped with a polarizing plate on an eyepiece using light having a wavelength of 589 nm at 20 ° C. After rubbing the surface of the main prism in one direction, the sample was dropped onto the main prism. Thereafter, the refractive index (n∥) when the direction of the polarized light was parallel to the rubbing direction and the refractive index (n⊥) when the polarizing direction was perpendicular to the rubbing direction were measured. Then, the refractive index anisotropy (n) was measured by substituting the refractive index value into the equation (2).

? N = n? - n?

(2) Dielectric constant anisotropy of liquid crystal [? E]

Ε∥ and ε⊥, which are measured as follows, are substituted into Equation 3 for calculation.

竜 = 竜 - - 竜 [Expression 3]

(1) Measurement of dielectric constant??: A vertical alignment agent was applied to the surface of the two glass substrates on which the ITO pattern was formed to form a vertical alignment film. Subsequently, the spacers were coated on one of the two glass substrates so that the vertical alignment films faced each other and the interval (cell gap) between the two glass substrates was 4 占 퐉, and then the two glass substrates were bonded together. The sample was then injected into the device and sealed with an ultraviolet curing adhesive. Subsequently, the device was used in a 4294A instrument manufactured by Agilent, and the dielectric constant?? Of the device was measured at 20 占 폚.

(2) Measurement of dielectric constant??: A horizontal alignment agent was applied to the surface of the two glass substrates on which the ITO pattern was formed to form a horizontal alignment film. Subsequently, the spacers were coated on one of the two glass substrates so that the horizontal alignment films faced each other and the interval (cell gap) between the two glass substrates was 4 占 퐉, and then the two glass substrates were bonded together. Then, a sample was injected into the device, and the sample was sealed with an adhesive that hardened with ultraviolet rays. Thereafter, the device was used in a 4294A instrument manufactured by Agilent, and the dielectric constant?? Of the device was measured at 20 ° C.

(3) Rotational viscosity of liquid crystal [g1]

The device was fabricated in the following manner. A vertical alignment agent was applied to the surface of the two glass substrates on which the ITO pattern was formed to form a vertical alignment film. Subsequently, the spacers were coated on one of the two glass substrates so that the vertical alignment films faced each other and the interval (cell gap) between the two glass substrates was 50 占 퐉, and then the two glass substrates were bonded together. Then, a sample was injected into the device, and the sample was sealed with an adhesive that hardened with ultraviolet rays. Thereafter, using a Model 6254 instrument manufactured by Toyo Corp. equipped with a temperature controller (Model SU-241) manufactured by ESPEC Corp., the rotational viscosity of the device was measured at 20 ° C.

(4) Average modulus of elasticity of liquid crystal [K _a ]

EC-1 (Toyo Corp.) Measure the CV curve with a 1kHz sine wave while sweeping the measuring instrument from 0V to 20V in 0.1V step at 20 ℃ in 10Hz short wave form. The cell gap and the dielectric anisotropy values are entered in Equation 4, and then the fitting method according to the liquid crystal is selected to calculate K ₁₁ and K ₃₃ .

[식4]

[Formula 4]

C ₀ : InitialCapacitance,

V _th : ThresholdVoltage,

r : Normalized Dielectric Anisotropy,

k: Ratio of Elastic Constant,

θ: The surface LC director orientation in a voltage-on state

θ _m : Tilt angle at d / 2

In general, the elastic modulus of liquid crystal can be divided into splay (K ₁₁ ), twist (K ₂₂ ), and bend (K ₃₃ ) elastic modulus. K ₂₂ was calculated by calculating (K ₁₁ + K ₃₃ ) / 4, and the average elastic modulus (Ka) in the comparative example and the example was obtained as an arithmetic average of K ₁₁ , K ₂₂ , and K ₃₃ .

(5) Transparent point of liquid crystal (Tni)

A liquid crystal compound was placed on a hot plate of a melting point measuring apparatus equipped with a polarizing microscope and heated at a rate of 3 ° C / minute to measure the temperature when a part of the liquid crystal compound changed into a liquid crystalline phase or an isotropic liquid crystal phase.

(6) Voltage storage ratio of liquid crystal (VHR,%)

Voltage storage ratio (VHR,%) can be obtained by measuring the capacitance (C ₁ ) of the liquid crystal by measuring 1.0 V after injecting the liquid crystal into the device used for measuring the dielectric constant ε⊥ and measuring the capacitance (C ₂ ) Can be measured.

VHR = C ₂ / C ₁ [Formula 5]

(7) Square angle of the liquid crystal by the polymerizable compound

In the liquid crystal composition for PSA containing the polymerizable compound, the liquid crystal composition was injected into the evaluation cell, and the pretilt angles before and after the ultraviolet irradiation were measured. The method of measuring the angle of incidence, evaluation cell production method, and ultraviolet irradiation method are as follows.

(a) a pre-warping angle? p,

For the measurement of the pretilt angle, the liquid crystal was injected into the evaluation cell of item (b) and measured by a modified crystal rotation method. The measurement method was measured by using the refractive index anisotropy change of the cell in which the liquid crystal was injected, and the PAMS measuring device of Cecco Optoelectronics Technology Co., Ltd. was used.

(b) Evaluation cell fabrication

The vertical alignment agent of the upper and lower plates is a state in which the roll on which the rayon fiber is coated is rotated (500 rpm) and weakly rubbed.

(c) Ultraviolet irradiation method

The liquid crystal composition to which the polymerizable compound was added was injected into the evaluation cell and irradiated with ultraviolet rays while applying an alternating current of 10V. For the ultraviolet rays, a light source having a wavelength of 300 nm or more was used.

Material names of examples and comparative examples

In the examples and comparative examples of the liquid crystal composition comprising the inventive material, the detailed materials are symbolized as shown in Table 3.

Example  1 to 24

The liquid crystal compositions were prepared as shown in Tables 4 to 7 and the physical properties were compared.

division Material name Comparative Example 1 Comparative Example 2 compare
Example 3 compare
Example 4 practice
Example 1 practice
Example 2 practice
Example 3 practice
Example 4 practice
Example 5 chemistry
Equation 1 BYF-3.O2F 9.0 3.0 6.5 3.0 BBYF-3.O2F 8.0 3.0 4.0 5.0 9.0 5.0 chemistry
Equation 2 BB-3.V 10.0 7.0 10.5 6.0 20.0 BB-4.V -0.0 BB-3.U1 15.0 15.0 5.0 6.0 2.0 BBA-V.1 10.0 11.0 10.0 3.0 6.0 BBA-U1.1 6.0 10.0 11.0 8.0 6.0 6.0 BBA-W.1 6.0 9.0 10.0 7.0 4.0 6.0 chemistry
Equation 3 BB-3.4 11.0 11.0 12.5 11.0 4.0 BB-3.5 11.0 11.0 12.5 11.0 0.0- BA-3.O2 8.5 10.0 BAA-3.1 3.0 5.0 5.3 BAA-3.2 6.0 6.0 8.3 6.0 BAA-5.2 6.0 6.0 8.8 6.0 chemistry
Equation 4 AF-3.O2 9.0 9.0 9.0 8.8 9.0 9.0 10.0 9.0 9.0 BF-3.O2 9.0 9.0 9.0 8.8 9.0 9.0 10.0 9.0 9.0 BF-5.O2 9.0 9.0 9.0 7.8 7.0 9.0 9.0 9.0 7.0 BF-3.O4 9.0 6.0 7.8 9.0 BBF-2.1 6.0 BBF-3.1 10.0 10.0 10.0 10.0 10.0 5.0 10.0 10.0 BBF-3.O1 2.0 BBF-3.O2 6.0 2.5 3.0 7.8 2.0 BBF-5.O2 6.0 6.0 9.8 2.0 6.0 BAF-3.O2 5.0 5.0 5.0 6.8 2.0 5.0 5.0 Sum 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 Properties Transparent point 80.1 81.4 81.2 81.9 82.2 82.8 83.6 83.5 79.2 Δn 0.104 0.107 0.093 0.120 0.097 0.100 0.108 0.091 0.096 Δε -3.1 -2.9 -3.0 -3.1 -3.0 -3.0 -2.9 -2.9 -3.1 g1 147 139 141 157 130 140 134 127 129 Ka 12.0 11.9 12.4 12.0 13.0 13.3 12.6 13.1 12.8 g1 / Ka 12.2 11.7 11.4 13.0 10.0 10.5 10.6 9.7 10.1

division Material name practice
Example 6 practice
Example 7 practice
Example 8 practice
Example 9 practice
Example 10 practice
Example 11 practice
Example 12 practice
Example 13 chemistry
Equation 1 BYF-3.O2F 6.0 5.2 4.0 4.1 5.2 5.8 6.5 BBYF-3.O2F 11.5 2.0 2.1 2.0 1.6 chemistry
Equation 2 BB-3.V 22.4 14.7 18.2 18.8 18.7 15.9 12.9 18.6 BB-4.V 5.7 BB-5.V 6.5 7.1 7.4 BB-3.U1 8.1 10.5 5.5 BB-3 = 2.3 5.6 BBA-V.1 4.1 7.1 2.3 6.8 5.9 6.3 7.2 BBA-W.1 4.1 1.4 BBA-U1.1 5.0 2.1 3.0 7.6 4.6 5.3 6.5 chemistry
Equation 3 BB-3.4 6.0 6.4 6.6 3.1 7.2 BAA-3.1 5.7 2.6 3.3 BAA-3.2 2.6 2.9 BBA-3.1 3.2 chemistry
Equation 4 AF-3.O2 13.3 10.5 11.1 11.5 14.2 13.7 11.0 12.5 BF-3.O2 13.3 13.9 10.7 11.1 12.7 14.1 12.9 9.7 BBF-3.O1 5.7 9.0 9.9 10.0 8.8 6.2 7.4 7.9 BBF-3.O2 9.0 9.8 10.0 8.8 6.2 7.4 7.2 BBF-5.O2 1.5 1.5 BAF-3.O2 11.0 8.9 9.7 9.9 9.6 9.5 10.0 9.7 chemistry
Equation 5 ACA-2.3 2.0 4.0 4.1 3.4 2.7 1.5 Sum 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 Properties Transparent point 79.3 78.4 77.7 77.6 79.3 77.0 85.7 78.0 Δn 0.105 0.102 0.103 0.103 0.104 0.114 0.115 0.102 Δε -3.6 -3.6 -3.9 -3.8 -3.7 -3.7 -3.7 -3.4 g1 117 115 118 114 119 124 135 111 Ka 11.6 12.1 12.2 12.1 12.9 12.4 13.7 12.5 g1 / Ka 10.1 9.5 9.7 9.5 9.2 10.0 9.8 8.9

division Material name practice
Example 14 practice
Example 15 practice
Example 16 practice
Example 17 practice
Example 18 practice
Example 19 practice
Example 20 chemistry
Equation 1 BYF-3.O2F 5.2 6.9 5.2 7.5 7.0 5.2 4.4 BYF-5.O2F 6.9 BBF-3.O2F 4.9 BBYF-3.O2F 6.9 chemistry
Equation 2 BB-3.V 15.0 19.5 12.0 16.1 17.9 12.0 17.4 BB-5.V 5.5 BB-3.U1 13.0 15.0 8.8 5.1 15.0 13.4 BBA-V.1 6.0 5.2 2.5 7.6 6.8 2.5 7.0 BBA-W.1 BBA-U1.1 7.9 7.8 2.4 7.2 7.8 7.6 chemistry
Equation 3 BB-2.3 BB-3.4 3.1 7.0 5.9 2.0 7.0 BB-3.5 4.2 6.1 BA-3.O2 6.7 BAA-3.1 5.2 BAA-3.2 3.1 6.6 4.0 4.0 BAA-5.2 6.6 chemistry
Equation 4 AF-3.O2 13.6 13.6 9.3 11.5 13.6 13.3 BF-3.O2 10.4 9.8 10.2 8.9 10.5 10.2 13.3 BBF-3.1 1.8 3.9 BBF-3.O1 8.4 8.4 6.8 4.8 8.4 8.4 BBF-3.O2 4.2 4.2 6.2 4.8 4.2 5.5 BAF-3.O2 10.1 9.8 10.1 9.7 10.0 10.1 9.7 chemistry
Equation 5 ACA-2.3 4.8 2.4 Sum 100.0 100.0 100.0 100.0 100.0 100.0 100.0 Properties Transparent point 80.3 81.3 79.0 77.7 77.7 79.0 76.3 Δn 0.105 0.104 0.103 0.101 0.102 0.103 0.102 Δε -3.3 -3.3 -3.2 -3.0 -3.0 -3.2 -3.4 g1 114 115 111 100 105 111 109 Ka 13.1 12.6 13.3 12.3 12.9 13.3 12.9 g1 / Ka 8.6 9.1 8.4 8.2 8.1 8.4 8.4

division Material name Example 21 Example 22 Example 23 Example 24 chemistry
Equation 1 BYF-3.O2F 6.5 6.5 6.5 6.5 BBYF-3.O2F chemistry
Equation 2 BB-3.V 18.6 24.1 BB-4.V 18.6 BB-5.V 18.6 BB-3.U.1 5.5 5.5 5.5 BB-3 = 2.3 BBA-V.1 7.2 7.2 7.2 7.2 BBA-W.1 BBA-U1.1 6.5 6.5 6.5 chemistry
Equation 3 BB-3.4 7.2 7.2 7.2 7.2 BAA-3.1 BAA-3.2 BBA-3.1 6.5 chemistry
Equation 4 AF-3.O2 12.5 12.5 12.5 12.5 BF-3.O2 9.7 9.7 9.7 9.7 BBF-3.O1 7.9 7.9 7.9 7.9 BBF-3.O2 7.2 7.2 7.2 7.2 BBF-5.O2 BAF-3.O2 9.7 9.7 9.7 9.7 chemistry
Equation 5 ACA-2.3 1.5 1.5 1.5 1.5 Sum 100.0 100.0 100.0 100.0 Properties Transparent point 78.1 79.5 78.1 77.0 Δn 0.102 0.103 0.103 0.103 Δε -3.4 -3.4 -3.4 -3.3 g1 118 125 115 106 Ka 11.8 13.0 12.2 11.6 g1 / Ka 9.2 9.6 9.4 9.1

Referring to Table 4, Comparative Example 1 does not include the compounds of Chemical Formulas 1 and 2, and Comparative Examples 2 to 4 are those in which only the compound of Chemical Formula 1 or 2 is partially present.

In the comparative example, the transitory anisotropy is -2.9 to -3.1 and the transparent point is 80.1 to 81.9. In the comparative example, g1 / Ka, which is a response time substitution characteristic, is 11.4 or more.

In contrast, in Examples 1 to 5, the compounds of Formula 1 and Formula 2 are all included. It can be seen that g1 / Ka is improved to less than 11 when the dielectric anisotropy and the transparent point are made similar to the comparative example while minimizing the compositional change of the compound of the formula (4).

In addition, the examples in Table 5 are particularly useful configurations for low-voltage driving with compositions with dielectric anisotropy between -3.9 and -3.4. Also in this embodiment, it can be seen that the embodiment using the compounds of the formulas (1) and (2) simultaneously has an improvement in g1 / Ka of less than 11, as compared with the low dielectric anisotropy comparative example of Table 2.

In Examples 14 to 20 of Table 6, a liquid crystal compound having a pentyl group (C ₅ H ₁₁ ) having a high rotational viscosity was used as the compound represented by Formula 1, and g 1 / Ka was further improved .

Examples 21 to 22 in Table 7 are examples using BB-4.V or BB-5.V instead of formula 2-1-1 (BB-3.V) in comparison with Example 13. In this case, g1 / Ka of Examples 21 to 22 was increased by 3 to 8% as compared with Example 13. Therefore, it is considered that the formula (2-1-1) (BB-3.V) among the compounds represented by the formula (2) is particularly useful for lowering g1 / Ka. However, in the case of containing only Formula 2-1-1 (BB-3.V) except for the formula 2-2-1 (BB-3.U1) as in Example 24, the rotational viscosity g1 decreases but the modulus of elasticity Ka) is rather larger, resulting in a result that g1 / Ka is increased by 2% more. Therefore, it is judged that g1 / Ka of the liquid crystal composition can be more effectively reduced when the compounds represented by the general formula (2) include both the general formulas (2-1-1) and (2-2-1).

In Example 23, only one kind of the compound represented by the general formula (2) was contained. In this case, the rotational viscosity increased and the elastic modulus decreased. For example, in Example 23, it was confirmed that g1 / Ka increased by 5% as compared with Example 13.

Therefore, when one or more of the compounds represented by formulas (2-5-1), (2-6-1) and (2-7-1) are used in the compound represented by formula (2), it is considered to be very useful for lowering g1 / Ka of the liquid crystal composition do.

Examples 25 to 30

A liquid crystal composition was prepared containing an antioxidant, an ultraviolet stabilizer and a polymerizable compound, and physical properties thereof were measured and shown in Tables 8 to 10 below.

Example Furtherance VHR (60 degrees, 60Hz measurement) Antioxidant structure Mother liquid crystal Oxidation
Inhibitor Initial value Value after deterioration
(100 degrees 10 days) Reduction width Example 25 Example 9 Composition
100 parts by weight - 97.5 94.5 3.00

　

Example 26 Example 9 Composition
100 parts by weight 0.03 parts by weight 97.3 96.4 0.90

Example Furtherance VHR (60 degrees, 60Hz measurement) Ultraviolet stabilizer structure Mother liquid crystal Ultraviolet stabilizer Initial value Value after deterioration
(UV 9J; 365 nm) Reduction width Example 27 Example 19 Composition
100 parts by weight - 97.6 96.0 1.60

　

　 Example 28 Example 19 Composition
100 parts by weight 0.03 parts by weight 97.5 97.4 0.10

Example Furtherance Square Polymerizable compound structure Mother liquid crystal Polymerizable compound Initial value UV
After 9J application UV
After applying 40 J Example 29 Example 19 Composition 100 parts by weight 0.40 parts by weight 89.1 83.2 81.5

　

Example 30 Example 19 Composition
100 parts by weight 0.40 parts by weight 89.0 83.0 81.7 　

Referring to Tables 8 to 10, it can be seen that the VHR reduction with respect to the liquid crystal deterioration is reduced in the liquid crystal composition further comprising an antioxidant or a UV stabilizer. In Table 10, when the polymerizable compound is further included, it can be seen that the pretilt angle changes according to the integrated amount of ultraviolet rays (UV, 300 nm or more) so that it can be driven by PSVA.

It will be understood by those of ordinary skill in the art that the foregoing description of the embodiments is for illustrative purposes and that those skilled in the art can easily modify the invention without departing from the spirit or essential characteristics thereof. It is therefore to be understood that the above-described embodiments are illustrative in all aspects and not restrictive. For example, each component described as a single entity may be distributed and implemented, and components described as being distributed may also be implemented in a combined form.

The scope of the present invention is defined by the appended claims rather than the detailed description, and all changes or modifications derived from the meaning and scope of the claims and their equivalents should be interpreted as being included in the scope of the present invention .

Claims (24)

1. A liquid crystal composition comprising a compound represented by the following formula (1) and a compound represented by the following formula (2):
[Chemical Formula 1]

(2)

In this formula,
R ₁ is alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms or alkoxy having 1 to 9 carbon atoms,
Ring A and ring B are each independently 1,4-cyclohexylene or 1,4-phenylene in which one or two of the hydrogens are optionally substituted with fluorine,
X is -CH ₂ CH ₂ -, -OCH ₂ -, -CH ₂ O-, or a single bond,
j and k are each independently an integer of 0 or 1, j + k is 1 or more,
m is an integer of 1 to 5,
R ₂ is alkenyl having 2 to 7 carbon atoms,
R ₃ is alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms or alkoxy having 1 to 9 carbon atoms,
Ring C is 1,4-cyclohexylene or 1,4-phenylene,
n is an integer of 0 or 1; The method according to claim 1,
Wherein the compound represented by the formula (1) is at least one compound represented by any one of the following formulas (1-1) to (1-7).
[Formula 1-1]

[Formula 1-2]

[Formula 1-3]

[Formula 1-4]

[Formula 1-5]

[Chemical Formula 1-6]

[Chemical Formula 1-7]

In the above formulas 1-1 to 1-7,
R ₁ and R ₅ have the same definitions as in the above formula (1)
(F) is hydrogen or fluorine.
The method according to claim 1,
Wherein the compound represented by the general formula (2) is at least one compound represented by the following general formulas (2-1) to (2-7).
[Formula 2-1]

[Formula 2-2]

[Formula 2-3]

[Chemical Formula 2-4]

[Chemical Formula 2-5]

[Chemical Formula 2-6]

[Chemical Formula 2-7]

In the above Chemical Formulas 2-1 to 2-7,
R ₃ is the same as defined in the above formula (2).
The method according to claim 1,
The liquid crystal composition is a compound represented by the above formula (2) and is represented by the following formulas (2-1-1), (2-2-1), (2-5-1), (2-6-1) ≪ / RTI > wherein the liquid crystal composition comprises at least one compound selected from the group consisting of:
[Formula 2-1-1]

[Chemical Formula 2-2-1]

[Chemical Formula 2-5-1]

[Chemical Formula 2-6-1]

[Chemical Formula 2-7-1]

The method according to claim 1,
Wherein Ring A and Ring B of Formula 1 are 1,4-cyclohexylene, X is -CH ₂ O-, and m is 2. The method according to claim 1,
A liquid crystal composition, further comprising a compound represented by the following formula (3).
(3)

In this formula,
R ₄ and R ₅ are each independently alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms or alkoxy having 1 to 9 carbon atoms,
Ring D, Ring E and Ring F are each independently 1,4-cyclohexylene or 1,4-phenylene in which one hydrogen is optionally substituted with fluorine,
o and p are each independently an integer of 0 or 1; With the proviso that when ring D is 1,4-cyclohexylene, both o and p are 0, or ring E is 1,4-cyclohexylene, o is 1 and p is 0, R ₄ And R < ₅ > are each independently alkyl or alkoxy. The method according to claim 6,
Wherein the compound represented by the general formula (3) is at least one compound represented by the following general formulas (3-1) to (3-5).
[Formula 3-1]

[Formula 3-2]

[Formula 3-3]

[Chemical Formula 3-4]

[Formula 3-5]

In the above formulas 3-1 and 3-5,
R ₄ and R ₅ are each independently alkyl having 1 to 9 carbon atoms,
In the above formula (3-2)
R ₄ is alkyl having 1 to 9 carbon atoms, and R ₅ is alkoxy having 1 to 9 carbon atoms.
In the above formulas 3-3 to 3-4,
R ₄ and R ₅ have the same definitions as in the above formula (3)
(F) is hydrogen or fluorine.
The method according to claim 1,
A liquid crystal composition further comprising a compound represented by the following formula (4):
[Chemical Formula 4]

In this formula,
R ₆ and R ₇ are each independently alkyl having 1 to 9 carbons, alkenyl having 2 to 9 carbons or alkoxy having 1 to 9 carbons,
Ring G and ring H are each independently 1,4-cyclohexylene or 1,4-phenylene in which one to two methylene (CH ₂ ) is optionally substituted with oxygen, or one or two hydrogens are fluorine Cyclohexylene or 1,4-phenylene which is unsubstituted or substituted by halogen,
X is -CH ₂ CH ₂ -, -OCH ₂ -, -CH ₂ O-, or a single bond,
q and r are each independently an integer of 0 or 1; 9. The method of claim 8,
Wherein the compound represented by the formula (4) is at least one compound represented by the following formulas (4-1) to (4-8).
[Formula 4-1]

[Formula 4-2]

[Formula 4-3]

[Formula 4-4]

[Formula 4-5]

[Formula 4-6]

[Formula 4-7]

[Formula 4-8]

In the general formulas (4-1) to (4-8)
R ₆ and R ₇ have the same definitions as in the above formula (4)
(F) is hydrogen or fluorine. The method according to claim 6,
A liquid crystal composition further comprising a compound represented by the following formula (4):
[Chemical Formula 4]

In this formula,
R ₆ and R ₇ are each independently alkyl having 1 to 9 carbons, alkenyl having 2 to 9 carbons or alkoxy having 1 to 9 carbons,
Ring G and ring H are each independently 1,4-cyclohexylene or 1,4-phenylene in which one to two methylene (CH ₂ ) is optionally substituted with oxygen, or one or two hydrogens are fluorine Cyclohexylene or 1,4-phenylene which is unsubstituted or substituted by halogen,
X is -CH ₂ CH ₂ -, -OCH ₂ -, -CH ₂ O-, or a single bond,
q and r are each independently an integer of 0 or 1; The method according to claim 1,
At least one compound selected from the compounds represented by the following general formulas (2-1-1), (2-2-1), (2-5-1), (2-6-1) and And at least one compound selected from the group consisting of compounds represented by the following formulas (4-3) and (4-4).
[Formula 2-1-1]

[Chemical Formula 2-2-1]

[Chemical Formula 2-5-1]

[Chemical Formula 2-6-1]

[Chemical Formula 2-7-1]

[Formula 4-3]

[Formula 4-4]

In this formula,
R ₆ and R ₇ are each independently alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms or alkoxy having 1 to 9 carbon atoms. The method according to claim 1,
A liquid crystal composition further comprising a compound represented by the following formula (5):
[Chemical Formula 5]

In this formula,
R ₈ and R ₉ are each independently alkyl having 1 to 9 carbons, alkenyl having 2 to 9 carbons or alkoxy having 1 to 9 carbons,
(F) is fluorine or hydrogen. 13. The method of claim 12,
Wherein the compound represented by the formula (5) is at least one compound represented by the following formulas (5-1) and (5-2).
[Formula 5-1]

[Formula 5-2]

In the above formulas (5-1) to (5-2)
R ₈ and R ₉ are as defined in the above formula (5). The method according to claim 6,
A liquid crystal composition further comprising a compound represented by the following formula (5):
[Chemical Formula 5]

In this formula,
R ₈ and R ₉ are each independently alkyl having 1 to 9 carbons, alkenyl having 2 to 9 carbons or alkoxy having 1 to 9 carbons,
(F) is fluorine or hydrogen. 9. The method of claim 8,
A liquid crystal composition further comprising a compound represented by the following formula (5):
[Chemical Formula 5]

In this formula,
R ₈ and R ₉ are each independently alkyl having 1 to 9 carbons, alkenyl having 2 to 9 carbons or alkoxy having 1 to 9 carbons,
(F) is fluorine or hydrogen. 11. The method of claim 10,
A liquid crystal composition further comprising a compound represented by the following formula (5):
[Chemical Formula 5]

In this formula,
R ₈ and R ₉ are each independently alkyl having 1 to 9 carbons, alkenyl having 2 to 9 carbons or alkoxy having 1 to 9 carbons,
(F) is fluorine or hydrogen. 17. The method of claim 16,
1 to 30 parts by weight of the compound represented by the formula 1, 5 to 85 parts by weight of the compound represented by the formula 2, 5 to 70 parts by weight of the compound represented by the formula 3, Wherein the compound represented by Formula 4 is 10 to 70 parts by weight and the compound represented by Formula 5 is 1 to 20 parts by weight. The method according to claim 1,
Wherein the liquid crystal composition further comprises at least one of compounds represented by the following general formulas (6) and (7).
[Chemical Formula 6]

(7)

In this formula,
R ₁₀ is alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms or alkoxy having 1 to 9 carbon atoms, and the methylene (CH ₂ ) group can be replaced with an ester (COO)
Ring K is 1,4-cyclohexylene, or 1,4-phenylene,
s is an integer of 0 or 1,
R ₁₁ and R ₂₂ are each independently hydrogen, oxygen, or an alkyl group having 1 to 9 carbon atoms,
Y ₂ and Y ₃ are each independently -COO-, -OCO-, -O- or a single bond,
Z is alkyl having 1 to 12 carbon atoms, or cyclic compound in which 1 to 2 hydrogens are substituted or unsubstituted with fluorine. 17. The method of claim 16,
Wherein the liquid crystal composition further comprises at least one of compounds represented by the following general formulas (6) and (7).
[Chemical Formula 6]

(7)

N
In this formula,
R ₁₀ is alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms or alkoxy having 1 to 9 carbon atoms, and the methylene (CH ₂ ) group can be replaced with an ester (COO)
Ring K is 1,4-cyclohexylene, or 1,4-phenylene,
s is an integer of 0 or 1,
R ₁₁ and R ₂₂ are each independently hydrogen, oxygen, or an alkyl group having 1 to 9 carbon atoms,
Y ₂ and Y ₃ are each independently -COO-, -OCO-, -O- or a single bond,
Z is alkyl having 1 to 12 carbon atoms, or cyclic compound in which 1 to 2 hydrogens are substituted or unsubstituted with fluorine. 17. The method of claim 16,
1 to 30 parts by weight of the compound represented by the formula 1, 5 to 85 parts by weight of the compound represented by the formula 2, 5 to 70 parts by weight of the compound represented by the formula 3, Wherein the compound represented by Formula 4 is contained in an amount of 10 to 70 parts by weight and the compound represented by Formula 5 is contained in an amount of 1 to 20 parts by weight based on 100 parts by weight of the liquid crystal composition comprising the compound represented by Formula 1 to Formula 5 , 0.01 to 0.1 part by weight of a compound represented by the formula (6), and 0.01 to 0.5 part by weight of a compound represented by the following formula (7).
[Chemical Formula 6]

(7)

In this formula,
R ₁₀ is alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms or alkoxy having 1 to 9 carbon atoms, and the methylene (CH ₂ ) group can be replaced with an ester (COO)
Ring K is 1,4-cyclohexylene, or 1,4-phenylene,
s is an integer of 0 or 1,
R ₁₁ and R ₂₂ are each independently hydrogen, oxygen, or an alkyl group having 1 to 9 carbon atoms,
Y ₂ and Y ₃ are each independently -COO-, -OCO-, -O- or a single bond,
Z is alkyl having 1 to 12 carbon atoms, or cyclic compound in which 1 to 2 hydrogens are substituted or unsubstituted with fluorine. The method according to claim 1,
Wherein the liquid crystal composition further comprises a compound represented by the following formula (8).
[Chemical Formula 8]
P ₁ -Sp ₁ - (K ₁ -Y ₄ ) _a - (K ₂ -Y ₅ ) _b - (K ₃ -Y ₆ ) _c -Sp ₂ -P ₂
In this formula,
P ₁ and P ₂ are each independently a polymerizable functional group, alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms, H, F, Cl, or CN, and at least one of P ₁ and P ₂ is a polymerizable functional group Lt;
Sp ₁ And Sp ₂ are each independently a single bond or an alkyl of 1 to 15 carbon atoms and at least one of the radicals is substituted with halogen or one or more -CH ₂ - A radical which may be substituted by C = C-, -CH = CH-, -O-, -CO-O-, -O-CO- or -O-
Y ₄ to Y ₆ each independently represent _{-CH 2 CH 2 -, -CH =} CH-, -CH 2 O-, -OCH 2 -, -C = C-, -CH 2 CF 2 -, -CHFCHF-, -CF ₂ CH ₂ -, -CH ₂ CHF-, -CHFCH ₂ -, -C ₂ F ₄ -, -O-, -COO-, -OCO-, -CF ₂ O-, -OCF ₂ -
Each of K ₁ to K ₃ is independently a cycloalkylene group having 5 to 10 carbon atoms, an aromatic ring or a heterocyclic ring, and the hydrogen in the ring structure is substituted with fluorine, alkyl having 1 to 15 carbon atoms or alkoxy radical having 1 to 15 carbon atoms Lt; / RTI >
a, b and c are each independently an integer of 0 to 2, and a + b + c is 1 to 3. 20. The method of claim 19,
Wherein the liquid crystal composition further comprises a compound represented by the following formula (8).
[Chemical Formula 8]
P ₁ -Sp ₁ - (K ₁ -Y ₄ ) _a - (K ₂ -Y ₅ ) _b - (K ₃ -Y ₆ ) _c -Sp ₂ -P ₂
In this formula,
P ₁ and P ₂ are each independently a polymerizable functional group, alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms, H, F, Cl, or CN, and at least one of P ₁ and P ₂ is a polymerizable functional group Lt;
Sp ₁ And Sp ₂ are each independently a single bond or an alkyl of 1 to 15 carbon atoms and at least one of the radicals is substituted with halogen or one or more -CH ₂ - A radical which may be substituted by C = C-, -CH = CH-, -O-, -CO-O-, -O-CO- or -O-
Y ₄ to Y ₆ each independently represent _{-CH 2 CH 2 -, -CH =} CH-, -CH 2 O-, -OCH 2 -, -C = C-, -CH 2 CF 2 -, -CHFCHF-, -CF ₂ CH ₂ -, -CH ₂ CHF-, -CHFCH ₂ -, -C ₂ F ₄ -, -O-, -COO-, -OCO-, -CF ₂ O-, -OCF ₂ -
Each of K ₁ to K ₃ is independently a cycloalkylene group having 5 to 10 carbon atoms, an aromatic ring or a heterocyclic ring, and the hydrogen in the ring structure is substituted with fluorine, alkyl having 1 to 15 carbon atoms or alkoxy radical having 1 to 15 carbon atoms Lt; / RTI >
a, b and c are each independently an integer of 0 to 2, and a + b + c is 1 to 3. 21. The method of claim 20,
Further comprising 0.1 to 5.0 parts by weight of a compound represented by the following general formula (8), based on 100 parts by weight of the liquid crystal composition containing the compound represented by any of the above formulas (1) to (5).
[Chemical Formula 8]
P ₁ -Sp ₁ - (K ₁ -Y ₄ ) _a - (K ₂ -Y ₅ ) _b - (K ₃ -Y ₆ ) _c -Sp ₂ -P ₂
In this formula,
P ₁ and P ₂ are each independently a polymerizable functional group, alkyl having 1 to 9 carbon atoms, alkenyl having 2 to 9 carbon atoms, H, F, Cl, or CN, and at least one of P ₁ and P ₂ is a polymerizable functional group Lt;
Sp ₁ And Sp ₂ are each independently a single bond or an alkyl of 1 to 15 carbon atoms and at least one of the radicals is substituted with halogen or one or more -CH ₂ - A radical which may be substituted by C = C-, -CH = CH-, -O-, -CO-O-, -O-CO- or -O-
Y ₄ to Y ₆ each independently represent _{-CH 2 CH 2 -, -CH =} CH-, -CH 2 O-, -OCH 2 -, -C = C-, -CH 2 CF 2 -, -CHFCHF-, -CF ₂ CH ₂ -, -CH ₂ CHF-, -CHFCH ₂ -, -C ₂ F ₄ -, -O-, -COO-, -OCO-, -CF ₂ O-, -OCF ₂ -
Each of K ₁ to K ₃ is independently a cycloalkylene group having 5 to 10 carbon atoms, an aromatic ring or a heterocyclic ring, and the hydrogen in the ring structure is substituted with fluorine, alkyl having 1 to 15 carbon atoms or alkoxy radical having 1 to 15 carbon atoms Lt; / RTI >
a, b and c are each independently an integer of 0 to 2, and a + b + c is 1 to 3. A liquid crystal display comprising the liquid crystal composition according to any one of claims 1 to 23.

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