CN114574220A - Liquid crystal composition and liquid crystal display device thereof - Google Patents

Liquid crystal composition and liquid crystal display device thereof Download PDF

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Publication number
CN114574220A
CN114574220A CN202011383041.5A CN202011383041A CN114574220A CN 114574220 A CN114574220 A CN 114574220A CN 202011383041 A CN202011383041 A CN 202011383041A CN 114574220 A CN114574220 A CN 114574220A
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liquid crystal
crystal composition
independently
carbon atoms
compound
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王立威
马文阳
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Jiangsu Hecheng Display Technology Co Ltd
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Jiangsu Hecheng Display Technology Co Ltd
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C09K19/44—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C09K19/46—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing esters
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods

Abstract

The invention provides a liquid crystal composition and a liquid crystal display device thereof. The liquid crystal composition has better optical anisotropy, higher clearing point, lower rotational viscosity, shorter response time and gradient factor value closer to 1 under the condition of maintaining proper absolute value of dielectric anisotropy, so that a liquid crystal display device containing the liquid crystal composition has better contrast, wider usable temperature range, faster response speed, steeper electro-optical curve, stronger multi-path addressing capability and larger information display quantity.

Description

Liquid crystal composition and liquid crystal display device thereof
Technical Field
The invention relates to the field of liquid crystal, in particular to a liquid crystal composition and a liquid crystal display device comprising the same.
Background
Liquid crystal display elements are used in various household appliances such as watches and calculators, measuring instruments, panels for automobiles, word processors, computers, printers, televisions, and the like. Liquid crystal display elements are classified into types of PC (phase change), TN (twisted nematic), STN (super twisted nematic), ECB (electrically controlled birefringence), OCB (optically compensated bend), IPS (in-plane switching), VA (vertical alignment), and the like, according to the type of display mode. Liquid crystal display devices can be classified into a PM (passive matrix) type and an AM (active matrix) type according to the driving method of the device. PM is classified into static (static) and multiplex (multiplex) types. AM is classified into a TFT (thin film transistor), an MIM (metal insulator metal), and the like. Types of TFTs include amorphous silicon (amorphous silicon) and polycrystalline silicon (polysilicon). The latter is classified into a high temperature type and a low temperature type according to a manufacturing process. Liquid crystal display elements can be classified into a reflection type using natural light, a transmission type using background light, and a semi-transmission type using both natural light and backlight light sources, depending on the type of light source.
The liquid crystal molecules in the TN type liquid crystal box form a twisted structure, when no external electric field exists, because the wavelength of visible light is far less than the twisted pitch of nematic liquid crystal, when linearly polarized light vertically enters, if the polarization direction is the same as the orientation of the molecules on the upper surface of the liquid crystal box, the linearly polarized light gradually deflects 90 degrees along the axial direction of the liquid crystal molecules and is emitted in a direction parallel to the axial direction of the molecules on the lower surface of the liquid crystal box. If the polarization direction of the analyzer is parallel to that of the polarizer, light cannot pass through the analyzer, and this arrangement is called "black state" (normally black type with white characters on black); if the polarization direction of the analyzer is perpendicular to that of the polarizer, the light will be transmitted completely through the analyzer, and this arrangement is called "white" (normally white with black white).
When the variation of the luminance of the display portion of the liquid crystal display device reaches 10% of the maximum variation amount, the effective value of the applied driving voltage is referred to as a threshold voltage (V)th) And when the variation of the luminance of the display portion of the liquid crystal display device reaches 90% of the maximum variation amount, the effective value of the applied driving voltage is called a saturation voltage (V)sat)。
Steepness for measuring steepness of change of electro-optic curveFactor P (P ═ V)sat/Vth) And (4) showing. The steepness factor P is an important parameter when the liquid crystal display device is used for large information capacity display, and the closer the value is to 1, the stronger the multi-path addressing capability is, and the larger the displayed information amount is.
The optical anisotropy of the liquid crystal composition correlates with the contrast of the liquid crystal display element. Depending on the display mode of the liquid crystal display element, a large optical anisotropy or a small optical anisotropy (i.e., an appropriate optical anisotropy) is required. The product (Δ n × d) of the optical anisotropy (Δ n) of the liquid crystal composition and the cell thickness (d) of the liquid crystal display element is designed to maximize the contrast. The appropriate product value depends on the type of operation mode, and a liquid crystal composition having a large optical anisotropy is preferable for a liquid crystal display element having a small cell thickness.
The contrast ratio is a ratio between the brightest and darkest areas of an image, and the larger the ratio, the more gradation from black to white, and thus the richer the color representation. The effect of contrast on the visual effect is very critical. Generally, the higher the contrast, the clearer and more striking the image, and the more vivid and bright the color; if the contrast is small, the entire screen is gray masked. The high contrast ratio is very helpful to the definition, the detail expression and the gray level expression of the image. The higher the contrast, the better the image effect, and the more saturated the colors; on the contrary, if the contrast is low, the picture will appear blurred and the color will not be vivid.
The liquid crystal display element contains a liquid crystal composition having a nematic phase, and the liquid crystal composition has appropriate characteristics. By improving the characteristics of the liquid crystal composition, an AM element having good characteristics can be obtained. The characteristics of the liquid crystal composition are further explained based on a commercially available AM element. The temperature range of the nematic phase is associated with the temperature range in which the liquid crystal display element can be used. The upper temperature limit of the nematic phase is preferably about 70 ℃ or higher, and the lower temperature limit of the nematic phase is preferably about-10 ℃ or lower.
The liquid crystal composition with low viscosity can improve the response speed of the liquid crystal display element. When the response speed of the liquid crystal display element is high, it can be applied to animation display. In addition, the liquid is appliedWhen a liquid crystal composition is injected into a liquid crystal cell of a liquid crystal display element, the injection time can be shortened and the workability can be improved. The rotational viscosity γ 1 directly affects the response time of the liquid crystal composition after power-up, wherein the rise time (. tau.). sup.on) And fall time (τ)off) Are in direct proportion to the rotational viscosity γ 1 of the liquid crystal composition. Due to rise time (tau)on) Depending on the cell and the driving voltage, the rise time (τ) can be adjusted by increasing the driving voltage and decreasing the cell thickness of the cellon). Fall time (tau)off) Irrespective of the driving voltage, which is mainly related to the elastic constant of the liquid crystal composition and the cell thickness of the liquid crystal cell, thinning of the cell thickness reduces the fall time (τ)off) The liquid crystal molecules in different display modes have different motion modes, and the falling time (tau) in TN mode, IPS mode and VA modeoff) Respectively has an inverse relation with the average elastic constant, the distortion elastic constant and the bending elastic constant.
From the preparation angle of the liquid crystal material, various performances of the liquid crystal material are mutually influenced, and other performances may be changed by improving a certain performance index. Therefore, creative efforts are often required to prepare liquid crystal materials having suitable properties in all aspects.
Disclosure of Invention
The purpose of the invention is as follows: the invention aims to provide a liquid crystal composition which has better optical anisotropy, higher clearing point, lower rotational viscosity, shorter response time and a gradient factor value closer to 1 under the condition of maintaining a proper absolute value of dielectric anisotropy.
The invention also aims to provide a liquid crystal display device comprising the liquid crystal composition.
The technical scheme is as follows: in order to achieve the above object, the present invention provides a liquid crystal composition comprising:
at least one compound of the general formula I
Figure BDA0002810114390000031
And
at least one compound of the formula N
Figure BDA0002810114390000032
Wherein the content of the first and second substances,
R1、R2、RN1and RN2Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure BDA0002810114390000033
Figure BDA0002810114390000034
One or more non-adjacent-CH in the linear or branched alkyl group containing 1 to 12 carbon atoms2-may be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-;
ring (C)
Figure BDA0002810114390000035
Ring (C)
Figure BDA0002810114390000036
And ring
Figure BDA0002810114390000037
Each independently represent
Figure BDA0002810114390000038
Figure BDA0002810114390000039
Wherein
Figure BDA00028101143900000310
One or more-CH of2-may each independently be replaced by-O-and one or more single bonds in the ring may each independently be replaced by a double bond, wherein
Figure BDA00028101143900000311
May each be independently substituted with-F, -Cl or-CN, and one or more rings may each be independently substituted with-CH ═ N;
Z1、Z2、ZN1and ZN2Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、-(CH2)4-、-CF2O-or-OCF2-；
L1And L2Each independently represents halogen, haloalkyl containing 1 to 3 carbon atoms, or haloalkoxy containing 1 to 3 carbon atoms;
LN1and LN2Each independently represents-CN, halogen, haloalkyl containing 1 to 3 carbon atoms, or haloalkoxy containing 1 to 3 carbon atoms;
LN3and LN4Each independently represents-H, halogen, alkyl having 1 to 3 carbon atoms, or alkoxy having 1 to 3 carbon atoms;
n1and n2Each independently represents 1 or 2, wherein when n1When representing 2, a ring
Figure BDA00028101143900000312
May be the same or different, Z1May be the same or different, wherein when n is2When representing 2, a ring
Figure BDA00028101143900000313
May be the same or different, Z2May be the same or different; and is
nN1Represents 0, 1, 2 or 3, nN2Represents 0 or 1, and 0. ltoreq. nN1+nN2Is less than or equal to 3, wherein when n isN1When 2 or 3, ring
Figure BDA00028101143900000314
May be the same or different, ZN1May be the same or different.
In some embodiments of the invention, L1And L2Each independently represents-F, -Cl, -CF3or-OCF3。
In some embodiments of the invention, the compound of formula I is selected from the group consisting of:
Figure BDA0002810114390000041
Figure BDA0002810114390000042
and
Figure BDA0002810114390000043
in some embodiments of the invention, Z1And Z2Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-, -CH ═ CH-, -C ≡ C-or-CH2CH2-; preferably, Z1And Z2Each independently represents a single bond, -CH2O-、-OCH2-or-CH2CH2-。
In some embodiments of the invention, the liquid crystal composition comprises at least two (e.g., two, three) compounds of formula I.
In some embodiments of the invention, the weight percentage of the compound of formula I to the liquid crystal composition is 0.1% to 40%, e.g., 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, 32%, 34%, 35%, 36%, 38%, or 40%; preferably, the compound of the general formula I accounts for 1-35% of the liquid crystal composition by weight.
In some embodiments of the invention, preferably, R1And R2Each independently represents a linear or branched alkyl group having 1 to 10 carbon atoms, having 1 to 9 carbonsLinear or branched alkoxy of an atom, or linear or branched alkenyl containing 2 to 10 carbon atoms; further preferably, R1And R2Each independently represents a linear or branched alkyl group having 1 to 8 carbon atoms, a linear or branched alkoxy group having 1 to 7 carbon atoms, or a linear or branched alkenyl group having 2 to 8 carbon atoms; even further preferably, R1And R2Each independently represents a linear or branched alkyl group having 1 to 5 carbon atoms, a linear or branched alkoxy group having 1 to 4 carbon atoms, or a linear or branched alkenyl group having 2 to 5 carbon atoms.
The alkenyl group in the present invention is preferably selected from groups represented by any one of formulae (V1) to (V9), and particularly preferably a group represented by formula (V1), formula (V2), formula (V8), or formula (V9). The groups represented by formulae (V1) to (V9) are shown below:
Figure BDA0002810114390000044
Figure BDA0002810114390000051
wherein denotes the carbon atom in the ring structure to which it is bonded.
The alkenyloxy group in the present invention is preferably selected from the group represented by any one of formulae (OV1) to (OV9), and particularly preferably represented by formula (OV1), formula (OV2), formula (OV8), or formula (OV 9). The groups represented by formulae (OV1) to (OV9) are shown below:
Figure BDA0002810114390000052
wherein denotes the carbon atom in the ring structure to which it is bonded.
In some embodiments of the invention, R1Represents a linear or branched alkyl group containing 1 to 5 carbon atoms, R2Represents a linear or branched alkoxy group having 1 to 4 carbon atoms.
In some embodiments of the invention, the compound of formula N is selected from the group consisting of:
Figure BDA0002810114390000053
Figure BDA0002810114390000061
and
Figure BDA0002810114390000062
wherein the content of the first and second substances,
ring (C)
Figure BDA0002810114390000063
To represent
Figure BDA0002810114390000064
Figure BDA0002810114390000065
And is
ZN1And ZN2Each independently represents-CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2O-or-OCF2-。
In some embodiments of the invention, the compound of formula N is selected from the group consisting of a compound of formula N-2, a compound of formula N-3, a compound of formula N-4, a compound of formula N-5, and a compound of formula N-6.
In some embodiments of the present invention, the liquid crystal composition comprises at least one compound selected from the group consisting of a compound of formula N-2, a compound of formula N-4, and a compound of formula N-6.
In some embodiments of the present invention, the liquid crystal composition comprises at least one compound selected from the group consisting of a compound of formula N-3 and a compound of formula N-5.
In some embodiments of the present invention, preferably, the compound of formula N is selected from the group consisting of:
Figure BDA0002810114390000066
Figure BDA0002810114390000071
Figure BDA0002810114390000081
Figure BDA0002810114390000091
Figure BDA0002810114390000092
and
Figure BDA0002810114390000093
in some embodiments of the invention, the weight percentage of the compound of formula N in the liquid crystal composition is 0.1% to 80%, e.g., 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, 32%, 34%, 35%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, 50%, 52%, 54%, 56%, 58%, 60%, 62%, 64%, 66%, 68%, 70%, 72%, 74%, 76%, 78%, or 80%; preferably, the compound of the general formula N accounts for 5-80% of the liquid crystal composition by weight.
In some embodiments of the present invention, when it is desired to keep the viscosity of the liquid crystal composition of the present invention low and the response time short, it is preferable that the lower limit value and the upper limit value of the content of the compound of formula N are low; further, when it is necessary to keep the clearing point of the liquid crystal composition of the present invention high and the temperature stability is good, the lower limit value and the upper limit value of the content of the compound of the general formula N are preferably low; in addition, when the absolute value of the dielectric anisotropy is increased in order to keep the driving voltage low, it is preferable to increase the lower limit value and increase the upper limit value of the content of the compound of the general formula N.
In some embodiments of the invention, preferably, RN1And RN2Each independently represents a linear or branched alkyl group having 1 to 10 carbon atoms, a linear or branched alkoxy group having 1 to 9 carbon atoms, or a linear or branched alkenyl group having 2 to 10 carbon atoms; further preferably, RN1And RN2Each independently represents a linear or branched alkyl group having 1 to 8 carbon atoms, a linear or branched alkoxy group having 1 to 7 carbon atoms, or a linear or branched alkenyl group having 2 to 8 carbon atoms; even further preferably, RN1And RN2Each independently represents a linear or branched alkyl group having 1 to 5 carbon atoms, a linear or branched alkoxy group having 1 to 4 carbon atoms, or a linear or branched alkenyl group having 2 to 5 carbon atoms.
In the present invention, the synergistic effect of the compound of formula I and the compound of formula N results in the liquid crystal composition of the present invention having better optical anisotropy, higher clearing point, lower rotational viscosity, shorter response time and steepness factor value closer to 1.
In some embodiments of the invention, the liquid crystal composition of the invention further comprises at least one compound of formula M:
Figure BDA0002810114390000094
wherein the content of the first and second substances,
RM1and RM2Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure BDA0002810114390000095
Figure BDA0002810114390000101
One or more non-adjacent-CH in the linear or branched alkyl group containing 1 to 12 carbon atoms2-may be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-;
ring (C)
Figure BDA0002810114390000102
Ring (C)
Figure BDA0002810114390000103
And ring
Figure BDA0002810114390000104
Each independently represent
Figure BDA0002810114390000105
Figure BDA0002810114390000106
Wherein
Figure BDA0002810114390000107
One or more-CH of2-may each independently be replaced by-O-and one or more single bonds in the ring may each independently be replaced by a double bond, wherein
Figure BDA0002810114390000108
At most one-H in (a) may be substituted by halogen;
ZM1and ZM2Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-C≡C-、-CH＝CH-、-CH2CH2-or- (CH)2)4-; and is provided with
nMRepresents 0, 1 or 2, wherein when nMWhen 2, ring
Figure BDA0002810114390000109
May be the same or different, ZM2May be the same or different.
In some embodiments of the invention, the compound of formula M is selected from the group consisting of:
Figure BDA00028101143900001010
Figure BDA0002810114390000111
Figure BDA0002810114390000112
and
Figure BDA0002810114390000113
in some embodiments of the invention, the weight percentage of the compound of formula M to the liquid crystal composition is 0.1% to 60%, e.g., 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, 32%, 34%, 35%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, 50%, 52%, 54%, 56%, 58%, or 60%; preferably, the compound of the general formula M accounts for 5-60% of the liquid crystal composition by weight.
In some embodiments of the present invention, the content of the compound of formula M must be properly adjusted depending on desired properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process adaptability, drop trace, burn-in, dielectric anisotropy, and the like.
The content of the compound of the formula M is preferably higher in the lower limit value and higher in the upper limit value when the viscosity of the liquid crystal composition of the present invention needs to be kept low and the response time is short; further, when it is necessary to keep the clearing point of the liquid crystal composition of the present invention high and the temperature stability is good, it is preferable that the lower limit value is high and the upper limit value is high; in order to keep the driving voltage low and to increase the absolute value of the dielectric anisotropy, it is preferable to lower the lower limit value and lower the upper limit value.
In some embodiments of the invention, RM1And RM2Preferably each independently a linear or branched alkyl group containing 1 to 10 carbon atoms, a linear or branched alkoxy group containing 1 to 9 carbon atoms, or a linear or branched alkenyl group containing 2 to 10 carbon atoms; rM1And RM2Further preferably each independently a linear or branched alkyl group having 1 to 8 carbon atoms, a linear or branched alkoxy group having 1 to 7 carbon atoms, or a linear or branched alkenyl group having 2 to 8 carbon atoms; rM1And RM2Still more preferably, each is independently a linear or branched alkyl group having 1 to 5 carbon atoms, a linear or branched alkoxy group having 1 to 4 carbon atoms, or a linear or branched alkenyl group having 2 to 5 carbon atoms.
In some embodiments of the invention, RM1And RM2Preferably each independently a linear alkenyl group containing 2 to 8 carbon atoms; further preferred are each independently a straight chain alkenyl group having 2 to 5 carbon atoms.
In some embodiments of the invention, preferably, RM1And RM2One of which is a linear alkenyl group having 2 to 5 carbon atoms and the other is a linear alkyl group having 1 to 5 carbon atoms.
In some embodiments of the invention, RM1And RM2Preferably each independently a linear alkyl group containing 1 to 8 carbon atoms, or a linear alkoxy group containing 1 to 7 carbon atoms; further preferred are each independently a linear alkyl group having 1 to 5 carbon atoms or a linear alkoxy group having 1 to 4 carbon atoms.
In some embodiments of the invention, preferably, RM1And RM2Is a straight chain alkyl group having 1 to 5 carbon atoms,and the other is a linear alkyl group having 1 to 5 carbon atoms, or a linear alkoxy group having 1 to 4 carbon atoms; further preferably, RM1And RM2Each independently is a linear alkyl group containing 1 to 5 carbon atoms.
In some embodiments of the invention, R is preferred when reliability is a concernM1And RM2Are all alkyl; in the case where importance is attached to reduction in volatility of the compound, R is preferablyM1And RM2Are both alkoxy groups; when importance is attached to the reduction in viscosity, R is preferably usedM1And RM2At least one of them is an alkenyl group.
In some embodiments of the invention, the liquid crystal composition further comprises at least one compound of formula III:
Figure BDA0002810114390000131
wherein the content of the first and second substances,
R3and R4Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure BDA0002810114390000132
Figure BDA0002810114390000133
One or more non-adjacent-CH in the linear or branched alkyl group containing 1 to 12 carbon atoms2-may be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-;
ring (C)
Figure BDA0002810114390000134
And ring
Figure BDA0002810114390000135
Each independently represent
Figure BDA0002810114390000136
Wherein
Figure BDA0002810114390000137
One or more-CH of2-may each independently be replaced by-O-and one or more single bonds in the ring may each independently be replaced by a double bond, wherein
Figure BDA0002810114390000138
May each be independently substituted with-F, -Cl or-CN, and one or more rings may each be independently substituted with-CH ═ N;
x represents-CN, halogen, halogenated or non-halogenated linear or branched alkyl containing 1 to 5 carbon atoms, or halogenated or non-halogenated linear or branched alkoxy containing 1 to 4 carbon atoms;
Z3and Z4Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、-(CH2)4-、-CF2O-or-OCF2-; and is
n3Represents 0, 1, 2 or 3, n4Represents 0 or 1, and 0. ltoreq. n3+n4Is less than or equal to 3, wherein when n is3When 2 or 3, ring
Figure BDA0002810114390000139
May be the same or different, Z3May be the same or different.
In some embodiments of the invention, the compound of formula III is selected from the group consisting of:
Figure BDA00028101143900001310
Figure BDA0002810114390000141
Figure BDA0002810114390000142
and
Figure BDA0002810114390000143
wherein the content of the first and second substances,
Z3' represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、
-(CH2)4-、-CF2O-or-OCF2-。
In some embodiments of the invention, X represents-CN.
In some embodiments of the invention, Z3And Z4All represent single bonds.
In some embodiments of the invention, the weight percentage of the compound of formula III in the liquid crystal composition is 0% to 40%, for example, 0%, 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, 32%, 34%, 35%, 36%, 38%, or 40%.
In some embodiments of the invention, R3And R4Preferably each independently a linear or branched alkyl group containing 1 to 10 carbon atoms, a linear or branched alkoxy group containing 1 to 9 carbon atoms, or a linear or branched alkenyl group containing 2 to 10 carbon atoms; r3And R4Further preferably each independently a linear or branched alkyl group having 1 to 8 carbon atoms, a linear or branched alkoxy group having 1 to 7 carbon atoms, or a linear or branched alkenyl group having 2 to 8 carbon atoms; r3And R4Still more preferably, each is independently a linear or branched alkyl group having 1 to 5 carbon atoms, a linear or branched alkoxy group having 1 to 4 carbon atoms, or a linear or branched alkenyl group having 2 to 5 carbon atoms.
In some embodiments of the present invention, the liquid crystal composition of the present invention further comprises at least one compound selected from the group consisting of compounds of formula A-1, compounds of formula A-2, and combinations thereof:
Figure BDA0002810114390000151
wherein the content of the first and second substances,
RA1and RA2Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure BDA0002810114390000152
Figure BDA0002810114390000153
One or more non-adjacent-CH in the linear or branched alkyl group containing 1 to 12 carbon atoms2-said linear or branched alkyl radical containing from 1 to 12 carbon atoms which may be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -CO-O-or-O-CO-, respectively,
Figure BDA0002810114390000154
Each of one or more-H may be independently substituted with-F or-Cl;
ring (C)
Figure BDA0002810114390000155
Ring (C)
Figure BDA0002810114390000156
Ring (C)
Figure BDA0002810114390000157
And ring
Figure BDA0002810114390000158
Each independently represent
Figure BDA0002810114390000159
Wherein
Figure BDA00028101143900001510
Figure BDA00028101143900001511
One or more-CH of2-may each independently be replaced by-O-and one or more single bonds in the ring may each independently be replaced by a double bond, wherein
Figure BDA00028101143900001512
May each be independently substituted with-F, -Cl or-CN, and one or more rings may each be independently substituted with-CH ═ N;
ZA11、ZA21and ZA22Each independently represents a single bond, -CH2CH2-、-CF2CF2-、-CO-O-、-O-CO-、-O-CO-O-、-CH＝CH-、-CF＝CF-、-CH2O-or-OCH2-；
LA11、LA12、LA13、LA21And LA22Each independently represents-H, an alkyl group containing 1 to 3 carbon atoms or halogen;
XA1and XA2Each independently represents halogen, haloalkyl or haloalkoxy having 1 to 5 carbon atoms, haloalkenyl or haloalkenyloxy having 2 to 5 carbon atoms;
nA11represents 0, 1, 2 or 3, wherein when n isA11When 2 or 3, ring
Figure BDA0002810114390000161
May be the same or different, ZA11May be the same or different;
nA12represents 1 or 2, wherein when nA12When 2, ring
Figure BDA0002810114390000162
May be the same or different; and is
nA2Represents 0, 1, 2 or 3, wherein when n isA2When 2 or 3, ring
Figure BDA0002810114390000163
May be the same or different, ZA21May be the same or different.
In some embodiments of the invention, the weight percentage of the compound selected from the group consisting of compounds of formula a-1, compounds of formula a-2, and combinations thereof, in the liquid crystal composition is 0% to 60%, e.g., 0%, 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, 32%, 34%, 35%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, 50%, 52%, 54%, 56%, 58%, or 60%.
In some embodiments of the invention, the compound of formula A-1 is selected from the group consisting of:
Figure BDA0002810114390000164
Figure BDA0002810114390000171
Figure BDA0002810114390000181
Figure BDA0002810114390000182
and
Figure BDA0002810114390000183
wherein the content of the first and second substances,
RA1represents a linear or branched alkyl group having 1 to 8 carbon atoms, one or two or more-CH groups which are not adjacent to each other in the linear or branched alkyl group having 1 to 8 carbon atoms2Each independently may be-CH ═ CH-, -C.ident.C-, -O-, -CO-O-or-O-CO-and one or more-H groups present in these groups may each be independently substituted by-F or-Cl;
Rvand RwEach independently represents-CH2-or-O-;
LA11、LA12、LA11’、LA12’、LA14、LA15and LA16Each independently represents-H or-F;
LA13and LA13' independently of each other represents-H or-CH3；
XA1represents-F, -CF3or-OCF3(ii) a And is
v and w each independently represent 0 or 1.
In some embodiments of the invention, the weight percentage of the compound of formula a-1 to the liquid crystal composition is 0% to 50%, e.g., 0%, 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, 32%, 34%, 35%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, or 50%.
The preferable content of the compound of the general formula A-1 is such that the lower limit value is slightly lower and the upper limit value is slightly lower when the viscosity of the liquid crystal composition of the present invention is kept low and the response speed is high; further, when the clearing point of the liquid crystal composition of the present invention is kept high and the temperature stability is good, it is preferable to make the lower limit value slightly lower and the upper limit value slightly lower; in order to increase the absolute value of the dielectric anisotropy while keeping the driving voltage low, it is preferable to increase the lower limit and the upper limit.
In some embodiments of the invention, the compound of formula a-2 is selected from the group consisting of:
Figure BDA0002810114390000191
Figure BDA0002810114390000201
Figure BDA0002810114390000202
and
Figure BDA0002810114390000203
wherein, the first and the second end of the pipe are connected with each other,
RA2represents a linear or branched alkyl group having 1 to 8 carbon atoms, one or two or more-CH groups which are not adjacent to each other in the linear or branched alkyl group having 1 to 8 carbon atoms2-may be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, respectively, and one or more-H present in these groups may be independently substituted by-F or-Cl, respectively;
LA21、LA22、LA23、LA24and LA25Each independently represents-H or-F; and is
XA2represents-F, -CF3、-OCF3or-CH2CH2CH＝CF2。
In some embodiments of the invention, the weight percentage of the compound of formula a-2 to the liquid crystal composition is 0% to 50%, e.g., 0%, 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, 32%, 34%, 35%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, or 50%.
The preferable content of the compound of the general formula a-2 is preferably such that the lower limit value is slightly lower and the upper limit value is slightly lower, when the viscosity of the liquid crystal composition of the present invention is kept low and the response speed is high; further, when the clearing point of the liquid crystal composition of the present invention is kept high and the temperature stability is good, it is preferable to make the lower limit value slightly lower and the upper limit value slightly lower; in order to increase the absolute value of the dielectric anisotropy while keeping the driving voltage low, it is preferable to increase the lower limit and the upper limit.
In some embodiments of the invention, the liquid crystal composition of the invention further comprises at least one compound of formula B:
Figure BDA0002810114390000211
wherein the content of the first and second substances,
RB1and RB2Each independently represents-H, halogen, straight or branched chain alkyl containing 1-12 carbon atoms, wherein one or more than two of the straight or branched chain alkyl containing 1-12 carbon atoms-CH2-may be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -S-, -CO-O-, -O-CO-, (wherein-O-is not directly linked to each other),
Figure BDA0002810114390000212
Figure BDA0002810114390000213
And one or more-H of the foregoing groups may each be independently substituted with-F or-Cl;
ring(s)
Figure BDA0002810114390000214
And a ring
Figure BDA0002810114390000216
Each independently represent
Figure BDA0002810114390000217
Figure BDA0002810114390000218
Wherein
Figure BDA0002810114390000219
One or more-CH of2-may each independently be replaced by-O-and one or more single bonds in the ring may each independently be replaced by a double bond, wherein
Figure BDA00028101143900002110
Can be independently substituted by-F, -Cl, -CN, -CH3or-OCH3Substituted, and one or more rings may each independently be replaced by-N ═ substituted;
XBrepresents-O-, -S-, -CO-, -CF2-, -NH-or-NF-;
YB1and YB2Each independently represents-H, halogen, a halogenated or non-halogenated alkyl group having 1 to 3 carbon atoms, or a halogenated or non-halogenated alkoxy group having 1 to 3 carbon atoms;
ZB1and ZB2Each independently represents a single bond, -O-, -S-, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、-(CH2)4-、-CF2O-or-OCF2-; and is
nB1And nB2Each independently represents 0, 1 or 2, wherein when n isB1When 2, ring
Figure BDA0002810114390000221
May be the same or different, ZB1May be the same or different, wherein when n isB2When 2, ring
Figure BDA0002810114390000222
May be the same or different, ZB2May be the same or different.
In some embodiments of the invention, the compound of formula B is selected from the group consisting of:
Figure BDA0002810114390000223
Figure BDA0002810114390000224
and
Figure BDA0002810114390000225
wherein the content of the first and second substances,
YB3and YB4Each independently represents-H, -F, -Cl, -CN, -CH3or-OCH3(ii) a And is
ZB1' means-O-, -S-, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、
-CF2CF2-、-(CH2)4-、-CF2O-or-OCF2-。
In some embodiments of the invention, the compound of formula B comprises 0% to 30% by weight of the liquid crystal composition, for example, 0%, 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28% or 30%.
In some embodiments of the invention, preferably, RB1And RB2Each independently represents a linear or branched alkyl group having 1 to 10 carbon atoms, a linear or branched alkoxy group having 1 to 9 carbon atoms, or a linear or branched alkenyl group having 2 to 10 carbon atoms; further preferably, RB1And RB2Each independently represents a linear or branched alkyl group having 1 to 8 carbon atoms, a linear or branched alkoxy group having 1 to 7 carbon atoms, or a linear or branched alkenyl group having 2 to 8 carbon atoms; even further preferably, RB1And RB2Each independently represents a linear or branched alkyl group having 1 to 5 carbon atoms, a linear or branched alkoxy group having 1 to 4 carbon atoms, or a linear or branched alkenyl group having 2 to 5 carbon atoms.
In addition to the above compounds, the liquid crystal composition of the present invention may contain a conventional nematic liquid crystal, smectic liquid crystal, cholesteric liquid crystal, dopant, antioxidant, ultraviolet absorber, infrared absorber, polymerizable monomer, light stabilizer, or the like.
Possible dopants which are preferably added to the liquid-crystal composition according to the invention are shown below:
Figure BDA0002810114390000231
Figure BDA0002810114390000241
Figure BDA0002810114390000242
and
Figure BDA0002810114390000243
in some embodiments of the invention, the dopant comprises 0% to 5% by weight of the liquid crystal composition; preferably, the dopant is present in an amount of 0.01% to 1% by weight of the liquid crystal composition.
Further, additives such as an antioxidant and a light stabilizer used in the liquid crystal composition of the present invention are preferably as follows:
Figure BDA0002810114390000244
Figure BDA0002810114390000251
Figure BDA0002810114390000261
wherein n represents a positive integer of 1 to 12.
Preferably, the light stabilizer is selected from the group consisting of the light stabilizers shown below:
Figure BDA0002810114390000271
in some embodiments of the invention, the light stabilizer comprises from 0% to 5% by weight of the total liquid crystal composition; preferably, the light stabilizer accounts for 0.01 to 1 percent of the total weight of the liquid crystal composition; more preferably, the light stabilizer is 0.01 to 0.1 percent of the total weight of the liquid crystal composition.
In still another aspect, the present invention also provides a liquid crystal display device comprising the above liquid crystal composition.
Has the advantages that: compared with the prior art, the liquid crystal composition has better optical anisotropy, higher clearing point, lower rotational viscosity, shorter response time and gradient factor value closer to 1 under the condition of maintaining proper absolute value of dielectric anisotropy, so that a liquid crystal display device containing the liquid crystal composition has better contrast, wider usable temperature range, faster response speed, steep electro-optic curve, stronger multi-path addressing capability and larger information display quantity.
Detailed Description
The invention will be illustrated with reference to specific embodiments. It should be noted that the following examples are illustrative of the present invention, and are not intended to limit the present invention. Other combinations and various modifications within the spirit or scope of the present invention may be made without departing from the spirit or scope of the present invention.
For ease of expression, in each of the following examples, the group structure of each compound is represented by the code listed in Table 1:
TABLE 1 radical structural code of the Compounds
Figure BDA0002810114390000272
Figure BDA0002810114390000281
Compounds of the following formula are exemplified:
Figure BDA0002810114390000282
the structural formula is represented by the code listed in Table 1, and can be expressed as: nCCGF, wherein n in the code represents the number of C atoms of the left alkyl group, for example, n is "3", i.e., -C3H7(ii) a C in the code represents 1, 4-cyclohexylene, G represents 2-fluoro-1, 4-phenylene and F represents fluorine.
The abbreviated codes of the test items in the following examples are as follows:
cp clearing Point (nematic phase-transition temperature of isotropic phase,. degree. C.)
Δ n optical anisotropy (589nm, 25 ℃ C.)
Delta epsilon dielectric anisotropy (1KHz, 25 ℃ C.)
γ1Rotational viscosity (mPa. multidot.s, 25 ℃ C.)
VthThreshold voltage (V, characteristic voltage of 10% relative contrast in normally white mode)
VsatSaturation voltage (V, characteristic voltage of 90% relative contrast in normally white mode)
P steepness factor (P ═ V)sat/VthSteepness of liquid crystal electro-optic curve
τoffTime required to decrease from 90% transmittance to 10% transmittance when power was removed (ms, 25 ℃ C.)
Wherein the content of the first and second substances,
cp: obtained by melting point apparatus testing.
Δ n: the test result is obtained by using an Abbe refractometer under a sodium lamp (589nm) light source and at 25 ℃.
Δε：Δε＝ε∥-ε⊥Wherein, epsilon∥Is the dielectric constant, ε, parallel to the molecular axis⊥Is the dielectric constant perpendicular to the molecular axis; and (3) testing conditions are as follows: a VA type test box with the temperature of 25 ℃, the frequency of 1KHz and the box thickness of 6 mu m.
γ1: testing by using an LCM-2 type liquid crystal physical property evaluation system; and (3) testing conditions: 25 ℃, 160V-260V and the thickness of the test box is 20 mu m.
Vth: the test result is obtained by using a DMS 505 tester, and the test conditions are as follows: IPS liquid crystal box, the thickness of box is 4 μm, the testing frequency is 60Hz, and the testing waveform is square.
Vsat: the test result is obtained by using a DMS 505 tester, and the test conditions are as follows: IPS liquid crystal cell, the thickness of the cell is 4 μm, the testing frequency is 60Hz, and the testing waveform is square.
τoff: the DMS 505 liquid crystal display screen is used for testing, and the testing conditions are as follows: TN type test cell having a cell thickness of 7.0 μm at 25 ℃.
The components used in the following examples can be synthesized by known methods or obtained commercially. These synthesis techniques are conventional and the resulting liquid crystal compounds are tested to meet the standards for electronic compounds.
Liquid crystal compositions were prepared according to the formulation of each liquid crystal composition specified in the following examples. The liquid crystal composition is prepared by conventional methods in the art, such as mixing in proportion by heating, ultrasonic wave, suspension, etc.
Comparative example 1
The liquid crystal composition of comparative example 1 was prepared with the compounds and their weight percentages listed in table 2, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 2 formulation of liquid crystal composition and results of performance parameter test
Figure BDA0002810114390000291
Example 1
The liquid crystal composition of example 1 was prepared with the compounds and their weight percentages listed in table 3, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 3 formulation of liquid crystal composition and results of performance parameter test
Figure BDA0002810114390000301
As can be seen from the comparison of comparative example 1 and example 1, the liquid crystal composition of the present invention has higher optical anisotropy, higher clearing point, shorter response time and steepness factor value closer to 1 while maintaining proper absolute value of dielectric anisotropy and proper rotational viscosity.
Comparative example 2
The liquid crystal composition of comparative example 2 was prepared with the compounds and their weight percentages listed in table 4, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 4 formulation of liquid crystal composition and results of performance parameter test
Figure BDA0002810114390000302
Example 2
The liquid crystal composition of example 2 was prepared with the compounds and their weight percentages listed in table 5, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 5 formulation of liquid crystal composition and results of performance parameter test
Figure BDA0002810114390000311
As can be seen from the comparison of comparative example 2 and example 2, the liquid crystal composition of the present invention has a lower rotational viscosity, a shorter response time and a value of the steepness factor closer to 1 while maintaining an appropriate absolute value of dielectric anisotropy, an appropriate optical anisotropy and an appropriate clearing point.
Example 3
The liquid crystal composition of example 3 was prepared with the compounds and their weight percentages listed in table 6, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 6 formulation of liquid crystal composition and results of performance parameter test
Figure BDA0002810114390000312
Figure BDA0002810114390000321
Example 4
The liquid crystal composition of example 4 was prepared with the compounds and their weight percentages listed in table 7, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 7 formulation of liquid crystal composition and results of performance parameter test
Figure BDA0002810114390000322
Example 5
The liquid crystal composition of example 5 was prepared with the compounds and their weight percentages listed in table 8, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 8 formulation of liquid crystal composition and results of performance parameter test
Figure BDA0002810114390000323
Figure BDA0002810114390000331
Example 6
The liquid crystal composition of example 6 was prepared with the compounds and their weight percentages listed in table 9, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 9 formulation of liquid crystal composition and results of testing performance parameters
Figure BDA0002810114390000332
Example 7
The liquid crystal composition of example 7 was prepared with the compounds and their weight percentages listed in table 10, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 10 formulation of liquid crystal composition and results of performance parameter test
Figure BDA0002810114390000333
Figure BDA0002810114390000341
Example 8
The liquid crystal composition of example 8 was prepared with the compounds and their weight percentages listed in table 11, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 11 formulation of liquid crystal composition and results of performance parameter test
Figure BDA0002810114390000342
Figure BDA0002810114390000351
Example 9
The liquid crystal composition of example 9 was prepared with the compounds and their weight percentages listed in table 12, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 12 formulation of liquid crystal composition and results of testing performance parameters
Figure BDA0002810114390000352
Example 10
The liquid crystal composition of example 10 was prepared with the compounds and their weight percentages listed in table 13, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 13 formulation of liquid crystal composition and results of testing of Performance parameters
Figure BDA0002810114390000353
Figure BDA0002810114390000361
Example 11
The liquid crystal composition of example 11 was prepared with the compounds and their weight percentages listed in table 14, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 14 formulation of liquid crystal composition and results of testing performance parameters
Figure BDA0002810114390000362
Example 12
The liquid crystal composition of example 12 was prepared with the compounds and their weight percentages listed in table 15, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 15 formulation of liquid crystal compositions and results of testing of performance parameters
Figure BDA0002810114390000371
In conclusion, the liquid crystal composition has better optical anisotropy, higher clearing point, lower rotational viscosity, shorter response time and gradient factor value closer to 1 under the condition of maintaining proper absolute value of dielectric anisotropy, so that a liquid crystal display device comprising the liquid crystal composition has better contrast, wider usable temperature range, faster response speed, steeper electro-optical curve, stronger multi-path addressing capability and larger information display quantity.
The above embodiments are merely illustrative of the technical concept and features of the present invention, and the present invention is not limited thereto, and equivalent changes and modifications made according to the spirit of the present invention should be covered thereby.

Claims (10)

1. A liquid crystal composition, comprising:
at least one compound of the general formula I
Figure FDA0002810114380000011
At least one compound of the formula N
Figure FDA0002810114380000012
Wherein the content of the first and second substances,
R1、R2、RN1and RN2Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure FDA0002810114380000013
Figure FDA0002810114380000014
One or more non-adjacent-CH in the linear or branched alkyl group containing 1 to 12 carbon atoms2-may be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-;
ring (C)
Figure FDA0002810114380000015
Ring (C)
Figure FDA0002810114380000016
And ring
Figure FDA0002810114380000017
Each independently represent
Figure FDA0002810114380000018
Figure FDA0002810114380000019
Wherein
Figure FDA00028101143800000110
One or more-CH of2-may each independently be replaced by-O-and one or more single bonds in the ring may each independently be replaced by a double bond, wherein
Figure FDA00028101143800000111
May each be independently substituted with-F, -Cl or-CN, and one or more rings may each be independently substituted with-CH ═ N;
Z1、Z2、ZN1and ZN2Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、-(CH2)4-、-CF2O-or-OCF2-；
L1And L2Each independently represents halogen, haloalkyl containing 1 to 3 carbon atoms, or haloalkoxy containing 1 to 3 carbon atoms;
LN1and LN2Each independently represents-CN, halogen, haloalkyl containing 1 to 3 carbon atoms, or haloalkoxy containing 1 to 3 carbon atoms;
LN3and LN4Each independently represents-H, halogen, alkyl having 1 to 3 carbon atoms, or alkoxy having 1 to 3 carbon atoms;
n1and n2Each independently represents 1 or 2, wherein when n1When representing 2, a ring
Figure FDA00028101143800000112
May be the same or different, Z1May be the same or different, wherein when n is2When representing 2, a ring
Figure FDA00028101143800000113
May be the same or different, Z2May be the same or different; and is
nN1Represents 0, 1, 2 or 3, nN2Represents 0 or 1, and 0. ltoreq. nN1+nN2Is less than or equal to 3, wherein when n isN1When 2 or 3, ring
Figure FDA00028101143800000114
May be the same or different, ZN1May be the same or different.
2. The liquid crystal composition of claim 1, wherein the compound of formula I is selected from the group consisting of:
Figure FDA0002810114380000021
3. the liquid crystal composition of claim 1, wherein the compound of formula N is selected from the group consisting of:
Figure FDA0002810114380000022
Figure FDA0002810114380000031
and
Figure FDA0002810114380000032
wherein, the first and the second end of the pipe are connected with each other,
ring (C)
Figure FDA0002810114380000033
To represent
Figure FDA0002810114380000034
Figure FDA0002810114380000035
And is provided with
ZN1And ZN2Each independently represents-CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2O-or-OCF2-。
4. The liquid crystal composition of claim 1, further comprising at least one compound of formula M:
Figure FDA0002810114380000036
wherein the content of the first and second substances,
RM1and RM2Each independently represents a compound containing 1-1A linear or branched alkyl group of 2 carbon atoms,
Figure FDA0002810114380000037
Figure FDA0002810114380000038
One or more non-adjacent-CH in the linear or branched alkyl group containing 1 to 12 carbon atoms2-can be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-;
ring (C)
Figure FDA0002810114380000039
Ring (C)
Figure FDA00028101143800000310
And ring
Figure FDA00028101143800000311
Each independently represent
Figure FDA00028101143800000312
Figure FDA00028101143800000313
Wherein
Figure FDA00028101143800000314
One or more-CH of2-may each independently be replaced by-O-and one or more single bonds in the ring may each independently be replaced by a double bond, wherein
Figure FDA00028101143800000315
At most one-H in (a) may be substituted by halogen;
ZM1and ZM2Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-C≡C-、-CH＝CH-、-CH2CH2-or- (CH)2)4-; and is
nMRepresents 0, 1 or 2, wherein when nMWhen 2, ring
Figure FDA00028101143800000316
May be the same or different, ZM2May be the same or different.
5. The liquid crystal composition of claim 4, wherein the compound of formula I is present in an amount of 0.1% to 40% by weight of the liquid crystal composition; the compound of the general formula N accounts for 0.1 to 80 percent of the weight of the liquid crystal composition; and the compound of the general formula M accounts for 0.1 to 60 percent of the weight of the liquid crystal composition.
6. The liquid crystal composition of claim 1, further comprising at least one compound of formula III:
Figure FDA0002810114380000041
wherein the content of the first and second substances,
R3and R4Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure FDA0002810114380000042
Figure FDA0002810114380000043
One or two or more non-adjacent-CH in the linear or branched alkyl group containing 1 to 12 carbon atoms2-may be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-;
ring (C)
Figure FDA0002810114380000044
And ring
Figure FDA0002810114380000045
Each independently represent
Figure FDA0002810114380000046
Wherein
Figure FDA0002810114380000047
One or more-CH of2-may each independently be replaced by-O-and one or more single bonds in the ring may each independently be replaced by a double bond, wherein
Figure FDA0002810114380000048
May each be independently substituted with-F, -Cl or-CN, and one or more rings may each be independently substituted with-CH ═ N;
x represents-CN, halogen, halogenated or non-halogenated linear or branched alkyl containing 1 to 5 carbon atoms, or halogenated or non-halogenated linear or branched alkoxy containing 1 to 4 carbon atoms;
Z3and Z4Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、-(CH2)4-、-CF2O-or-OCF2-; and is provided with
n3Represents 0, 1, 2 or 3, n4Represents 0 or 1, and 0. ltoreq. n3+n4Is less than or equal to 3, wherein when n is3When 2 or 3, ring
Figure FDA0002810114380000049
May be the same or different, Z3May be the same or different.
7. Liquid crystal composition according to claim 2, characterized in that it comprises at least two compounds of formula I.
8. The liquid crystal composition of claim 3, wherein the liquid crystal composition comprises at least one compound selected from the group consisting of a compound of formula N-2, a compound of formula N-4, and a compound of formula N-6.
9. The liquid crystal composition of claim 4, wherein the compound of formula M is selected from the group consisting of:
Figure FDA00028101143800000410
Figure FDA0002810114380000051
Figure FDA0002810114380000061
Figure FDA0002810114380000062
and
Figure FDA0002810114380000063
10. a liquid crystal display device comprising the liquid crystal composition of any one of claims 1 to 9.
CN202011383041.5A 2020-12-01 2020-12-01 Liquid crystal composition and liquid crystal display device thereof Pending CN114574220A (en)

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CN111205878A (en) * 2018-11-22 2020-05-29 河北迈尔斯通电子材料有限公司 Low-viscosity quick-response and low-power-consumption negative liquid crystal composition and liquid crystal display
CN111440618A (en) * 2020-04-24 2020-07-24 烟台显华化工科技有限公司 Low-refractive-index low-threshold negative dielectric anisotropy liquid crystal composition and application thereof

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