CN111117662B - 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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CN111117662B
CN111117662B CN201811272323.0A CN201811272323A CN111117662B CN 111117662 B CN111117662 B CN 111117662B CN 201811272323 A CN201811272323 A CN 201811272323A CN 111117662 B CN111117662 B CN 111117662B
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liquid crystal
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姚利芳
徐海彬
金睿
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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
    • 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

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Abstract

The present invention provides a liquid crystal composition comprising: at least one compound of the general formula I; at least one compound of formula N; at least one compound of the general formula II; and at least one compound of the general formula M. The invention also provides a liquid crystal display device comprising the liquid crystal composition. The liquid crystal composition has the advantages of appropriately high optical anisotropy, appropriately high clearing point, high transmittance, larger average elastic constant, better low-temperature stability, faster response speed and lower rotational viscosity, and when the liquid crystal composition is applied to an IPS liquid crystal display device, the transmittance of the display device can be effectively improved, so that the display device can have a good display effect.

Description

Liquid crystal composition and liquid crystal display device thereof
Technical Field
The invention relates to the field of liquid crystal materials, in particular to a liquid crystal composition and a liquid crystal display device thereof.
Background
Liquid Crystal Displays (LCDs) have been rapidly developed due to their small size, light weight, low power consumption and excellent Display quality, and are widely used particularly in portable electronic information products. As the size of a liquid crystal screen for a portable computer, an office application, a video application increases, in order to enable the liquid crystal display to be used for a large screen display and eventually replace a Cathode Ray Tube (CRT), there are still some problems to be solved, such as improvement of viewing angle characteristics, improvement of response speed, increase of contrast, improvement of transmittance, and the like. The narrow viewing angle of the LCD means that the contrast ratio is significantly reduced when viewed from a direction perpendicular to the normal of the liquid crystal cell, and the phenomenon of gray scale and color inversion occurs when the viewing angle is large, which seriously affects the display quality of the LCD, so that the viewing angle problem becomes a great obstacle to the replacement of the CRT technique by the LCD.
The viewing angle problem of LCDs is determined by the operating principle of the liquid crystal material. The liquid crystal molecules themselves are rod-shaped, and different liquid crystal molecule arrangement modes correspond to different optical anisotropies. The smaller the included angle between the incident light and the liquid crystal molecules is, the smaller the birefringence is; conversely, the greater the birefringence. The included angles between the light rays entering the liquid crystal box at different angles from the normal direction of the display screen and the director of the liquid crystal molecules are different, so that the effective optical path difference delta n is different at different viewing angles. However, the optical path difference of the liquid crystal cell is designed according to the normal direction perpendicular to the liquid crystal cell, and for the light rays with oblique incidence, the minimum transmittance increases with the increase of the included angle, the contrast ratio decreases, and when the included angle is large enough, the contrast ratio even reverses.
At present, many methods for solving the viewing angle problem have been proposed, such as: an Optically Compensated Bend (OCB) mode, an in-plane switching (IPS) mode, a Fringe Field Switching (FFS) mode, and a multi-domain vertical alignment (MVA) mode. They all have their own advantages and disadvantages: the MVA mode has high contrast and fast response characteristics, but it requires one biaxial compensation film and two elliptical polarizers, and thus is high in cost; the OCB mode is difficult to maintain stable control with ac voltage, the transmittance of R, G, B three monochromatic lights is different, and in the absence of field, the molecules in the liquid crystal cell are aligned in the direction parallel to the substrate, and in order to achieve bend alignment, a voltage is applied to the cell for several seconds for presetting, and then the alignment can be maintained at a lower voltage, which is inconvenient to use; the IPS mode requires only a linear polarizer and does not require a compensation film, but its response speed is too slow to display a fast moving picture. Since the IPS mode and the FFS mode are simple to manufacture and have a wide viewing angle, they are the most attractive approaches capable of improving viewing angle characteristics and realizing large-area display.
In the early 70 s of the last century, experimental studies have been conducted on the basic electro-optical characteristics of the IPS mode of uniformly aligned and twisted nematic liquid crystals, which is characterized in that a pair of electrodes are formed on the same substrate, and the other substrate has no electrode, and the alignment of liquid crystal molecules is controlled by a lateral electric field applied between the pair of electrodes, and thus this mode can also be referred to as a lateral field mode. In the IPS mode, nematic liquid crystal molecules are uniformly arranged in parallel between two substrates, and two polarizing plates are orthogonally arranged. In the IPS mode, when no electric field is applied, incident light is blocked by two orthogonal polarizing plates to be in a dark state, and when an electric field is applied, liquid crystal molecules rotate to cause retardation, so that light leaks from the two orthogonal polarizing plates.
The IPS mode may use either positive liquid crystal whose transmittance to 100% requires a lower driving voltage than that of the negative liquid crystal and whose response speed is faster because the driving voltage required for the transmittance to 100% decreases with an increase in the absolute value of Δ ∈ or negative liquid crystal whose transmittance is better than that of the positive liquid crystal mainly due to the difference in the arrangement of liquid crystal molecules in a liquid crystal cell between the positive and negative IPS modes and the difference in the arrangement and rotation of liquid crystal molecules upon application of power. The positive liquid crystal molecules are affected by the vertical electric field at the edge, and the effective Δ n × d is reduced, so that the transmittance of the positive IPS mode is lower than that of the negative IPS mode under the applied electric condition. In view of the slow response speed in the case of using negative liquid crystals, it is urgently required to maximally improve the transmittance in the positive IPS mode.
Transmittance equation Transmitance (Transmittance, T). alpha.. DELTA.. epsilon./E.epsilon.. according to IPS mode⊥(the term "oc" means an "inverse ratio" relationship), in order to increase the transmittance of positive liquid crystal, it is possible to attempt to decrease Δ ∈ of the liquid crystal medium, but generally, the adjustment range of the driving voltage of the same product is limited. In addition, the liquid crystal molecules will tilt in the Z-axis direction under the action of the vertical component of the fringe electric field, so that the optical anisotropy delta n will change, according to the formula
Figure GDA0003357680570000021
(where χ is the angle between the optic axis of the liquid crystal layer and the optic axis of the polarizer, Δ n is the optical anisotropy, d is the cell gap, λ is the wavelength), it can be considered that the effective Δ n × d affects T, and if the transmittance of the positive liquid crystal is to be improved, the Δ n × d can be increased, but the retardation design of each product is fixed.
In addition, the skilled person finds, based on the conventional IPS-LCD light leakage test, that the main factors causing the light leakage problem of the liquid crystal display device are: light scattering (LC scattering), rubbing uniformity (rubbing uniformity), color filter light leakage (CF/TFT scattering), and polarization ability (polarization ability), wherein light scattering accounts for 63% of the factors affecting light leakage.
According to the following relationship:
Figure GDA0003357680570000022
in order to improve the light scattering of the liquid crystal material, it is necessary to increase the average elastic constant Kave(wherein,
Figure GDA0003357680570000023
) To improve light scattering; at the increase of KaveIn the case of (2), light leakage of the liquid crystal material can be reduced.
Further, the Contrast (CR) and the luminance (L) are related as follows:
CR＝L255/L0×100％，
wherein L is255Is at on-state brightness, L0Is off state brightness. It can be seen that what significantly affects CR should be L0A change in (c). In the off state, L0The smaller the light scattering (LC scattering), L, is, independent of the dielectric of the liquid crystal molecules, in relation to the light scattering (LC scattering) of the liquid crystal material itself0The smaller the Contrast Ratio (CR) will be, the more significantly the contrast ratio will be.
In view of the above, a common approach for improving the contrast of a liquid crystal material in the positive IPS mode can be considered from two points: (1) by increasing epsilon while keeping constant the dielectric anisotropy Delta epsilon of the liquid crystal composition⊥The transmittance can be effectively improved; (2) increase the average elastic constant K of the liquid crystal compositionaveThe value of (b) makes the degree of order of liquid crystal molecules better, and light leakage less, thereby improving transmittance.
Disclosure of Invention
Eyesight improving medicineThe following steps: in view of the drawbacks of the prior art, the object of the present invention is to increase the average elastic constant KaveAnd a low-temperature storage stability, a rotational viscosity, and a suitable clearing point and a suitable optical anisotropy are maintained, thereby providing a liquid crystal composition having better low-temperature stability, faster response speed, and higher transmittance. The invention also aims to provide a liquid crystal display device comprising the liquid crystal composition.
The technical scheme of the invention is as follows:
in order to achieve the above object, one aspect of the present invention provides a liquid crystal composition comprising:
at least one compound of the general formula I
Figure GDA0003357680570000031
At least one compound of the formula N
Figure GDA0003357680570000032
At least one compound of the general formula II
Figure GDA0003357680570000033
And
at least one compound of the formula M
Figure GDA0003357680570000034
Wherein the content of the first and second substances,
R1represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure GDA0003357680570000035
1 or non-adjacent 2 or more-CH in the linear or branched alkyl 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 GDA0003357680570000036
Each of one or more-H may be independently substituted with-F or-Cl;
RN1and RN2Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure GDA0003357680570000041
Figure GDA0003357680570000042
1 or non-adjacent 2 or more-CH in the linear or branched alkyl containing 1 to 12 carbon atoms2-may be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-;
R2and R3Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms, a linear or branched alkenyl group having 2 to 12 carbon atoms,
Figure GDA0003357680570000043
1 or non-adjacent 2 or more-CH in the linear or branched alkyl 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-C.ident.C-, -O-, -CO-O-or-O-CO-, respectively,
Figure GDA0003357680570000044
Figure GDA0003357680570000045
Wherein each R is independently substituted with-F or-Cl2And R3At least one selected from the group consisting of linear or branched alkenyl groups having 2 to 12 carbon atoms;
RM1and RM2Each independently represents-H, contains 1-1A linear or branched alkyl group of 2 carbon atoms,
Figure GDA0003357680570000046
Figure GDA0003357680570000047
1 or non-adjacent 2 or more-CH in the linear or branched alkyl containing 1 to 12 carbon atoms2-may be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-;
ring (C)
Figure GDA0003357680570000048
Ring (C)
Figure GDA0003357680570000049
Ring (C)
Figure GDA00033576805700000410
And ring
Figure GDA00033576805700000411
Each independently represent
Figure GDA00033576805700000412
Wherein the content of the first and second substances,
Figure GDA00033576805700000413
one or more-CH2-may be replaced by-O-, one or more of the ring single bonds may be replaced by double bonds,
Figure GDA00033576805700000414
may be substituted by-CN, -F or-Cl, and one or more rings may be substituted by-CH ═ by-N;
ring (C)
Figure GDA00033576805700000415
Ring (C)
Figure GDA00033576805700000416
And ring
Figure GDA00033576805700000417
Each independently represent
Figure GDA00033576805700000418
Figure GDA00033576805700000419
Wherein the content of the first and second substances,
Figure GDA00033576805700000420
one or more-CH of2-can be replaced by-O-,
Figure GDA00033576805700000421
at most one-H in (a) may be substituted by halogen;
Z1、Z2and Z3Each independently represents a single bond, -CH2CH2-、-CF2CF2-、-CF2O-、-OCF2-、-CO-O-、-O-CO-、-O-CO-O-、-CH＝CH-、-CF＝CF-、-CH2O-or-OCH2-；
ZN1And ZN2Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-(CH2)4-、-CF2O-、-OCF2-or-CF2CF2-；
ZM1And ZM2Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-or- (CH)2)4-；
L1、L2、L3And L4Each independently represents-H, -CH3Or halogen;
x represents halogen, haloalkyl or haloalkoxy having 1 to 5 carbon atoms, haloalkenyl or haloalkenyloxy having 2 to 5 carbon atoms;
n1 and n2 each independently represent 0 or 1Or 2, and 0. ltoreq. n1+ n 2. ltoreq.3, and when n 1. ltoreq.2, the ring
Figure GDA00033576805700000422
May be the same or different, Z1Which may be the same or different, when n2 is 2, the ring
Figure GDA0003357680570000051
May be the same or different, Z2May be the same or different;
nN1and nN2Each independently represents 0, 1, 2 or 3, and 0. ltoreq. nN1+nN2Is less than or equal to 3, and when n isN1When 2 or 3, ring
Figure GDA0003357680570000052
May be the same or different, ZN1May be the same or different, when nN2When 2 or 3, ring
Figure GDA0003357680570000053
May be the same or different, ZN2May be the same or different; and is
nM1Represents 0, 1, 2 or 3, and when nM1When 2 or 3, ring
Figure GDA0003357680570000054
May be the same or different, ZM2May be the same or different;
provided that when Z isM1And ZM2Represents a single bond, nM1Represents 0, a ring
Figure GDA0003357680570000055
And ring
Figure GDA0003357680570000056
To represent
Figure GDA0003357680570000057
When R isM1And RM2And is not represented as a straight or branched chain alkenyl group having 2 to 12 carbon atoms.
In some embodiments of the invention, the compound of formula i has positive dielectric anisotropy and the compound of formula N has negative dielectric anisotropy.
In some embodiments of the invention, the absolute value of the dielectric anisotropy of the compound of formula M is not more than 3.
In some embodiments of the present invention, the content of the compound of formula i is desirably adjusted depending on the desired properties of solubility at low temperature, transition temperature, electrical reliability, birefringence, process adaptability, dropping marks, burn-in, dielectric anisotropy, and the like.
With regard to the preferred content of compounds of the general formula I: the lower limit of the preferred content of the compound of formula i is 0.1%, 0.5%, 1%, 2%, 3%, 4%, 5%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 20%, 30% or 40% relative to the total weight of the liquid crystal composition of the present invention; the upper limit of the preferred content of the compound of formula I is 60%, 55%, 50%, 45%, 40%, 35%, 30%, 28%, 27%, 26%, 25.5%, 25%, 24.5%, 24%, 22% or 20% relative to the total weight of the liquid crystal composition of the present invention.
In some embodiments of the invention, the compound of formula I is present in an amount of 0.1% to 60% by weight of the liquid crystal composition.
In some embodiments of the invention, in the compounds of formula I, R1Preferably a linear or branched alkyl or alkoxy group having 1 to 8 carbon atoms, a linear or branched alkenyl or alkenyloxy group having 2 to 8 carbon atoms; further preferably a linear or branched alkyl group or alkoxy group having 1 to 5 carbon atoms, a linear or branched alkenyl group or alkenyloxy group having 2 to 5 carbon atoms;
ring (C)
Figure GDA0003357680570000058
And ring
Figure GDA0003357680570000059
Preferably each independently represent
Figure GDA00033576805700000510
Figure GDA0003357680570000061
L1、L2、L3And L4preferably-H, -CH3、-F or-Cl.
In some embodiments of the invention, the compound of formula i is selected from the group consisting of:
Figure GDA0003357680570000062
Figure GDA0003357680570000071
Figure GDA0003357680570000072
and
Figure GDA0003357680570000073
wherein the content of the first and second substances,
L5、L6and L7Each independently represents-H or-F;
Rxand RyEach independently represents-CH2-or-O-; and is
n1 represents 0 or 1.
In some embodiments of the present invention, the liquid crystal compositions of the present invention preferably comprise at least one compound of formula I; more preferably at least one compound of the formulae I-1 to I-9, I-11, and even more preferably 2 to 10 compounds of the formulae I-1 to I-9, I-11.
In some embodiments of the present invention, the liquid crystal compositions of the present invention preferably comprise at least one compound of formula I; more preferably at least one compound of the general formulae I-1 to I-8, I-9; further preferred are compounds of 2 to 10 kinds of the general formulae I-1 to I-8 and I-9.
In some embodiments of the present invention, the liquid crystal compositions of the present invention preferably comprise at least one compound of formula I; more preferably, it contains at least two compounds of the general formulae I-1 to I-8 and I-9.
In some embodiments of the present invention, the liquid crystal compositions of the present invention preferably comprise at least one compound of formula I; more preferably at least two compounds of the formulae I-1 to I-8.
In some embodiments of the present invention, the compounds of formula I-1 through formula I-12 are preferably selected from the group consisting of:
Figure GDA0003357680570000081
Figure GDA0003357680570000091
Figure GDA0003357680570000101
Figure GDA0003357680570000111
Figure GDA0003357680570000121
Figure GDA0003357680570000131
Figure GDA0003357680570000141
Figure GDA0003357680570000151
in some embodiments of the present invention, the compound of formula I is preferably selected from the group consisting of compounds of formula I-1-6, formula I-2-1, formula I-2-11, formula I-5-6, and formula I-8-9.
In some embodiments of the invention, in the compound of formula N, RN1And RN2Each independently preferably a linear or branched alkyl or alkoxy group having 1 to 8 carbon atoms, a linear or branched alkenyl or alkenyloxy group having 2 to 8 carbon atoms; further independently of one another, preferably a linear or branched alkyl or alkoxy group having 1 to 5 carbon atoms, a linear or branched alkenyl or alkenyloxy group having 2 to 5 carbon atoms;
RN1further preferably a linear or branched alkyl group having 1 to 5 carbon atoms or a linear or branched alkenyl group having 2 to 5 carbon atoms, and still further preferably a linear or branched alkyl group having 2 to 5 carbon atoms or a linear or branched alkenyl group having 2 to 3 carbon atoms;
RN2further preferred is a straight or branched alkoxy group having 1 to 4 carbon atoms;
ring (C)
Figure GDA0003357680570000161
And ring
Figure GDA0003357680570000162
Each independently preferably
Figure GDA0003357680570000163
Figure GDA0003357680570000164
In some embodiments of the invention, the compound of formula N is selected from the group consisting of:
Figure GDA0003357680570000165
Figure GDA0003357680570000171
Figure GDA0003357680570000172
and
Figure GDA0003357680570000173
in some embodiments of the present invention, the liquid crystal composition of the present invention preferably comprises at least one compound of formula N; more preferably at least one compound of the formulae N2 to N7, N10 to N19; further preferably, 2 to 10 compounds of the general formulae N2 to N7 and N10 to N19 are contained.
In some embodiments of the invention, the compound of formula N is preferably selected from the group consisting of compounds of formula N3, formula N5, formula N6, formula N11, formula N12, formula N17, and formula N18.
With respect to the preferred content of the compound of formula N: the lower limit of the preferred content of compound of formula N is 0.1%, 0.5%, 1%, 3%, 5%, 10%, 13%, 14%, 15%, 18%, 20%, 23%, 25%, 28%, 30%, 33%, 35%, 38% or 40% relative to the total weight of the composition of the invention; the upper limit of the preferred content of compound of formula N is 50%, 40%, 38%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15% or 10% with respect to the total weight of the composition of the invention.
In some embodiments of the present invention, the compound of formula N is present in an amount of 0.1% to 50% by weight of the liquid crystal composition.
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 dielectric anisotropy is increased in order to keep the driving voltage low, it is preferable that the lower limit value and the upper limit value of the content of the compound of the general formula N are increased.
In some embodiments of the invention, the compound of formula ii is selected from the group consisting of:
Figure GDA0003357680570000181
Figure GDA0003357680570000182
and
Figure GDA0003357680570000183
wherein the content of the first and second substances,
R2represents a linear or branched alkyl or alkoxy group having 1 to 8 carbon atoms, or a linear or branched alkenyl group having 2 to 8 carbon atoms.
The weight percentage of the compound of formula II in the liquid crystal composition of the present invention is preferably: the lower limit of the preferred weight percentage of the compound of formula ii in the liquid crystal composition of the present invention is 0.1%, 1%, 2%, 3%, 5%, 7%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50% or 55% relative to the total weight of the liquid crystal composition of the present invention; the upper limit of the weight percentage of the compound of formula ii in the liquid crystal composition of the present invention is preferably 70%, 65%, 60%, 55%, 50%, 45%, 40%, 35%, 30% or 25% relative to the total weight of the liquid crystal composition of the present invention.
In some embodiments of the invention, the compound of formula II is present in an amount of 0.1% to 70% by weight of the liquid crystal composition.
In some embodiments of the invention, the compound of formula II is preferably selected from the group consisting of compounds of formulae II-a and II-b.
In some embodiments of the invention, R2Preferably a linear or branched alkyl group having 1 to 5 carbon atoms or a linear or branched alkenyl group having 2 to 5 carbon atoms; further preferably a linear or branched alkyl or alkenyl group having 2 to 5 carbon atoms.
In some embodiments of the present invention, R in the compounds of the formulae II-a and II-b is particularly preferred for the particular improvement of the response times2A compound which is ethyl or n-propyl.
R in the compound of the formula II-a relative to the total weight of the liquid crystal composition of the present invention2The lower limit value of the compound representing an ethyl group in the weight percentage of the liquid crystal composition of the present invention is preferably 0%, 1%, 2%, 3%, 5%, 7%, 9%, 10%, 12%, 13%, 15%, 17%, 20%, 23%, 25%, 27% or 30%; r in the compound of the formula II-a relative to the total weight of the liquid crystal composition of the present invention2The upper limit of the amount of the compound representing an ethyl group in the liquid crystal composition of the present invention is preferably 60%, 55%, 50%, 45%, 42%, 40%, 38%, 35%, 33%, 30%, 28% or 25% by weight.
R in the compound of the formula II-a relative to the total weight of the liquid crystal composition of the present invention2The lower limit value of the compound representing the n-propyl group in the weight percentage of the liquid crystal composition of the present invention is preferably 0%, 1%, 2%, 3%, 5%, 7%, 9%, 10%, 12%, 13% or 15%; r in the compound of the formula II-a relative to the total weight of the liquid crystal composition of the present invention2The upper limit of the compound representing the n-propyl group in the liquid crystal composition of the present invention is preferably 40%, 38%, 35%, 33%, 31%, 30%, 28%, 27%, 25%, 23%, 21%, 20% or 18% by weight.
In some embodiments of the invention, R in the compounds of formula II-a2The compound representing n-propyl accounts for 1 to 40 percent of the weight of the liquid crystal composition;preferably 1% -30%; further preferably 1% -25%; still more preferably 1 to 20%.
R in the compound of the formula II-b relative to the total weight of the liquid crystal composition of the present invention2The lower limit value of the compound representing the n-propyl group, which is preferably 0%, 1%, 2%, 3%, 5%, 7% or 10% by weight of the liquid crystal composition of the present invention; r in the compound of the formula II-b relative to the total weight of the liquid crystal composition of the present invention2The upper limit value of the compound representing the n-propyl group in the liquid crystal composition of the present invention is preferably 30%, 25%, 20%, 15%, 13%, 10%, 8%, 7%, 6%, 5% or 3% by weight.
In some embodiments of the invention, where it is desired to obtain a higher clearing point by a compound of formula II, with respect to the clearing point, it is preferred that R in the compound of formula II2A compound represented by butyl or pentyl; further preferred is a compound of formula II wherein R2A compound represented by n-butyl or n-pentyl.
R in the compounds of the formula II-a and/or II-b relative to the total weight of the liquid-crystal composition of the invention2The preferred lower limit value of the weight percentage of the compound representing n-butyl or n-pentyl group to the liquid crystal composition of the present invention is 0%, 1%, 3%, 5%, 8%, 10%, 15%, 17%, 20%, 23%, 25%, 27% or 30%; r in the compounds of the formula II-a and/or II-b relative to the total weight of the liquid-crystal composition of the invention2The upper limit value of the compound representing n-butyl or n-pentyl group preferably accounts for 60%, 55%, 50%, 45%, 42%, 40%, 38%, 35%, 33%, 30%, 28%, 25%, 23% or 20% by weight of the liquid crystal composition of the present invention.
The lower limit of the preferred weight percentage of the compound of formula II-c in the liquid crystal composition of the invention is 0%, 1%, 5%, 10%, 13%, 15%, 17% or 20% relative to the total weight of the liquid crystal composition of the invention; the upper limit of the preferred weight percentage of the compound of the general formula II-c in the liquid crystal composition of the invention is 25%, 23%, 20%, 17%, 15%, 13% or 10% relative to the total weight of the liquid crystal composition of the invention.
The preferred lower limit of the weight percentage of the compounds of the general formulae II to d relative to the total weight of the liquid-crystal composition according to the invention in the liquid-crystal composition according to the invention is 0%, 1%, 5%, 10%, 13%, 15%, 17% or 20%; the upper limit of the preferred weight percentage of the compounds of the general formulae II to d in the liquid-crystal composition according to the invention is 25%, 23%, 20%, 17%, 15%, 13% or 10%, relative to the total weight of the liquid-crystal composition according to the invention.
The preferred lower limit of the weight percentage of the compound of formula II-e in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 0%, 1%, 5%, 10%, 13%, 15%, 17% or 20%; the upper limit of the preferred weight percentage of the compound of the formula II-e in the liquid crystal composition of the invention is 25%, 23%, 20%, 17%, 15%, 13% or 10% relative to the total weight of the liquid crystal composition of the invention.
The lower limit of the preferred weight percentage of the compounds of the general formulae II to f relative to the total weight of the liquid-crystal composition according to the invention is 0%, 1%, 5%, 10%, 13%, 15%, 17% or 20% of the liquid-crystal composition according to the invention; the upper limit of the preferred weight percentage of the compound of formula II-f to the liquid crystal composition of the invention is 25%, 23%, 20%, 17%, 15%, 13% or 10% relative to the total weight of the liquid crystal composition of the invention.
The preferred lower limit of the weight percentage of the compounds of formulae II-g in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 0%, 1%, 5%, 10%, 13%, 15%, 17% or 20%; the upper limit of the preferred weight percentage of the compounds of the general formulae II to g in the liquid-crystal composition according to the invention is 25%, 23%, 20%, 17%, 15%, 13% or 10%, relative to the total weight of the liquid-crystal composition according to the invention.
In some embodiments of the invention, R in the compounds of formula II-f and/or formula II-g is preferred2A compound which is n-propyl.
In contrast to the present inventionTotal weight of liquid crystal composition, R in compounds of formula II-f and/or formula II-g2The preferred lower limit value of the weight percentage of the compound which is an n-propyl group in the liquid crystal composition of the present invention is 0%, 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18% or 20%; r in the compounds of the formulae II-f and/or II-g relative to the total weight of the liquid-crystal compositions of the invention2The upper limit of the preferred weight percentage of the compound which is n-propyl in the liquid crystal composition of the present invention is 20%, 17%, 15%, 13%, 10%, 8%, 7% or 6%.
In some embodiments of the invention, in the compound of formula M, RM1And RM2Preferably 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 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; still more preferably 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, preferably, RM1And RM2One or both of them are each independently a straight-chain or branched alkenyl group having 2 to 8 carbon atoms; further preferably, RM1And RM2One or both of them are each independently a straight-chain or branched alkenyl group having 2 to 5 carbon atoms.
In some embodiments of the invention, preferably, RM1And RM2One is a linear or branched alkenyl group having 2 to 5 carbon atoms, and the other is a linear or branched alkyl group having 1 to 5 carbon atoms.
In some embodiments of the invention, preferably, RM1And RM2Both independently are a linear or branched alkyl group having 1 to 8 carbon atoms or a C1 to C7 atomLinear or branched alkoxy of a molecule; more preferably a linear or branched alkyl group having 1 to 5 carbon atoms or a linear or branched alkoxy group having 1 to 4 carbon atoms.
In some embodiments of the invention, preferably, RM1And RM2One is a linear or branched alkyl group having 1 to 5 carbon atoms, and the other is a linear or branched alkyl group having 1 to 5 carbon atoms, or a linear or branched alkoxy group having 1 to 4 carbon atoms; further preferably, RM1And RM2Both independently are a linear or branched alkyl group having 1 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 formula (V1), formula (V2), formula (V8), or (V9). The groups represented by formulae (V1) to (V9) are shown below:
Figure GDA0003357680570000221
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 groups represented by any one of formulae (OV1) to (OV9), and particularly preferably formula (OV1), formula (OV2), formula (OV8), or (OV 9). The groups represented by formulae (OV1) to (OV9) are shown below:
Figure GDA0003357680570000222
wherein denotes the carbon atom in the ring structure to which it is bonded.
In some embodiments of the invention, the compound of formula M is selected from the group consisting of:
Figure GDA0003357680570000223
Figure GDA0003357680570000231
Figure GDA0003357680570000232
and
Figure GDA0003357680570000233
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 lower limit of the preferred weight percentage of the compound of formula M in the liquid crystal composition of the present invention with respect to the total weight of the liquid crystal composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 12%, 14%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, 32%, 34%, 36%, 38%, 40%, 42%, 45%, 48% or 50%; the preferred upper limit of the weight percentage of the compound of formula M in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 80%, 75%, 70%, 65%, 60%, 55%, 50%, 45%, 40%, 38%, 35%, 33%, 30%, 28%, 25%, 22% or 20%.
In some embodiments of the present invention, the compound of formula M comprises 1% to 80% by weight of the liquid crystal composition.
In some embodiments of the present invention, the compound of formula M is particularly preferably selected from the group consisting of compounds of formula M1, formula M2, formula M3, formula M7, formula M8, formula M9, formula M11, formula M12, formula M13, formula M14, formula M17, formula M18, formula M19, formula M20 and formula M21.
In some embodiments of the invention, the compound of formula M is preferably selected from the group consisting of compounds of formula M1, formula M3, formula M7 and formula M8.
In some embodiments of the present invention, where reliability is a concern, compounds of formula M1, formula M2, formula M3, formula M7, formula M8, formula M9, formula M11, formula M12, formula M13, formula M14, formula M17, formula M18, formula M19, formula M20, and formula M21 comprise RM1And RM2Compounds which are all alkyl; when importance is attached to the reduction of the volatility of the compound, R is contained in a group consisting of compounds of formula M1, formula M2, formula M3, formula M7, formula M8, formula M9, formula M11, formula M12, formula M13, formula M14, formula M17, formula M18, formula M19, formula M20, and formula M21M1And RM2Compounds which are all alkoxy groups; and when importance is attached to the reduction in viscosity, R is contained in a group consisting of compounds of formula M1, formula M2, formula M3, formula M7, formula M8, formula M9, formula M11, formula M12, formula M13, formula M14, formula M17, formula M18, formula M19, formula M20 and formula M21M1And RM2A compound in which at least one is alkenyl.
In some embodiments of the invention, R in the compound of formula M1M1Represents a straight-chain or branched alkyl or alkoxy group having 1 to 7 carbon atoms; further preferably a straight-chain or branched alkyl group or alkoxy group having 1 to 5 carbon atoms.
The preferred lower limit of the weight percentage of the compound of formula M1 in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 0%, 1%, 3%, 5%, 7%, 10%, 13%, 15%, 17%, 20%, 23%, 25% or 30%; the preferred upper limit of the weight percentage of the compound of formula M1 in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 60%, 55%, 50%, 45%, 40%, 37%, 35%, 33%, 30%, 27%, 25%, 23%, 20%, 17%, 15%, 13% or 10%.
In some embodiments of the present invention, R in the compounds of formula M1 is preferred in order to improve especially the response time of the liquid crystal compositions of the present inventionM1Is ethyl, n-propyl or butylOr a pentyl radical, and RM2A compound of the formula M1, wherein R is methyl or methoxyM1Is ethyl, n-propyl, butyl or pentyl, and RM2Compounds which are ethyl or ethoxy, or compounds of the formula M1 in which R isM1Is n-propyl, butyl or pentyl, and RM2A compound that is n-propyl or propoxy.
R in the compound of formula M1 relative to the total weight of the liquid crystal composition of the inventionM1Is n-propyl and RM2The preferred lower limit value of the weight percentage of the compound which is an ethyl group in the liquid crystal composition of the present invention is 0%, 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18% or 20%; r in the compound of formula M1 relative to the total weight of the liquid crystal composition of the inventionM1Is n-propyl and RM2The upper limit of the preferred weight percentage of the compound which is an ethyl group in the liquid crystal composition of the present invention is 20%, 17%, 15%, 13%, 10%, 8%, 7% or 6%.
The weight percentage of the compound of formula M2 in the liquid crystal composition of the invention is preferably: the preferred lower limit of the weight percentage of the compound of formula M2 in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 0%, 1%, 2%, 3%, 5%, 7% or 10%; the upper limit of the preferred weight percentage of the compound of formula M2 in the liquid crystal composition of the invention is 20%, 15%, 13%, 10%, 8%, 7%, 6%, 5% or 3% relative to the total weight of the liquid crystal composition of the invention.
The weight percentage of the compound of formula M3 in the liquid crystal composition of the invention is preferably: the preferred lower limit of the weight percentage of the compound of formula M3 in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 0%, 1%, 2%, 3%, 5%, 7% or 10%; the upper limit of the preferred weight percentage of the compound of formula M3 in the liquid crystal composition of the invention is 20%, 15%, 13%, 10%, 8%, 7%, 6%, 5% or 3% relative to the total weight of the liquid crystal composition of the invention.
The weight percentage of the compound of formula M7 in the liquid crystal composition of the invention is preferably: the preferred lower limit of the weight percentage of the compound of formula M7 in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 0%, 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35% or 40%; the upper limit of the preferred weight percentage of the compound of formula M7 in the liquid crystal composition of the invention is 50%, 40%, 35%, 30%, 20%, 15%, 10% or 5% relative to the total weight of the liquid crystal composition of the invention.
In some embodiments of the present invention, it is preferable to contain R in the compound of the formula M7 in view of required properties of solubility at low temperature, transition temperature, electrical reliability, birefringence and the likeM1Is a linear or branched alkenyl radical having 2 to 4 carbon atoms, and RM2Is CH3The compound of (a), the straight-chain or branched alkenyl group having 2 to 4 carbon atoms is more preferably
Figure GDA0003357680570000251
R in the compound of formula M7 relative to the total weight of the liquid crystal composition of the inventionM1Is composed of
Figure GDA0003357680570000252
And R isM2Is CH3The lower limit of the preferred weight percentage of the compound of (a) to the liquid crystal composition of the present invention is 0%, 1%, 3%, 5%, 7%, 9%, 11%, 12%, 13%, 18% or 21%, and the upper limit thereof is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10% or 8%. When both the two compounds are contained, the preferable lower limit value of the weight percentage of the two compounds in the liquid crystal composition of the present invention is 0%, 3%, 5%, 7%, 9%, 11%, 13%, 15%, 19%, 24% or 30%, and the preferable upper limit value thereof is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 11% or 9%, with respect to the total weight of the liquid crystal composition of the present invention.
The weight percentage of the compound of formula M8 in the liquid crystal composition of the invention is preferably: the preferred lower limit of the weight percentage of the compound of formula M8 in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 0%, 1%, 2%, 3%, 4%, 5%, 7%, 10%, 14%, 16% or 20%; the preferred upper limit value of the weight percentage of the compound of formula M8 in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 40%, 35%, 30%, 20%, 15%, 10% or 5%.
In some embodiments of the present invention, it is preferable to contain R in the compound of the formula M8 in view of required properties of solubility at low temperature, transition temperature, electrical reliability, birefringence and the likeM1Is a linear or branched alkenyl radical having 2 to 4 carbon atoms, and RM2Is CH3The compound of (a), the straight-chain or branched alkenyl group having 2 to 4 carbon atoms is more preferably
Figure GDA0003357680570000261
R in the compound of formula M8 relative to the total weight of the liquid crystal composition of the inventionM1Is composed of
Figure GDA0003357680570000262
And R isM2Is CH3The lower limit value of the compound of (a) is preferably 0%, 1%, 3%, 4%, 5%, 7%, 9%, 11%, 12%, 13%, 18% or 20% by weight of the liquid crystal composition of the present invention, and the upper limit value thereof is preferably 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10% or 8%. When both the two compounds are contained, the preferable lower limit value of the weight percentage of the two compounds in the liquid crystal composition of the present invention with respect to the total weight of the liquid crystal composition of the present invention is 0%, 3%, 5%, 7%, 9%, 11%, 13%, 15%, 19%, 24% or 30%, and the preferable upper limit value thereof is 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15% or 13%.
The weight percentage of the compound of formula M9 in the liquid crystal composition of the invention is preferably: the preferred lower limit of the weight percentage of the compound of formula M9 in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 0%, 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35% or 40%; the upper limit of the preferred weight percentage of the compound of formula M9 in the liquid crystal composition of the invention is 50%, 40%, 35%, 30%, 20%, 15%, 10% or 5% relative to the total weight of the liquid crystal composition of the invention.
In some embodiments of the invention, the compound of formula M9 is preferably RM1Is n-propyl or n-pentyl, and RM2Is C2H5A compound of (a), or preferably RM1Is composed of
Figure GDA0003357680570000263
And R isM2Compounds which are n-propyl, or preferably RM1Is n-propyl, n-butyl or n-pentyl, and RM2Is CH3A compound of O-; particular preference is given to RM1Is n-propyl and RM2Is C2H5-a compound of (a).
The weight percentage of the compound of formula M11 in the liquid crystal composition of the invention is preferably: the preferred lower limit of the weight percentage of the compound of formula M11 in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 0%, 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35% or 40%; the upper limit of the preferred weight percentage of the compound of formula M11 in the liquid crystal composition of the invention is 50%, 40%, 35%, 30%, 20%, 15%, 10% or 5% relative to the total weight of the liquid crystal composition of the invention.
In some embodiments of the invention, the compound of formula M11 is preferably RM1And RM2Each independently represents a linear or branched alkyl group having 2 to 5 carbon atoms, or preferably RM1And RM2One is as follows
Figure GDA0003357680570000271
Figure GDA0003357680570000272
And the other is CH3-or C2H5-a compound of (a).
The weight percentage of the compound of formula M12 in the liquid crystal composition of the invention is preferably: the preferred lower limit of the weight percentage of the compound of formula M12 in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 0%, 1%, 2%, 3%, 5%, 7%, 10%, 12%, 14%, 16%, 18%, 20%, 23%, 26%, 30%, 35% or 40%; the upper limit of the preferred weight percentage of the compound of formula M12 in the liquid crystal composition of the invention is 50%, 40%, 35%, 30%, 25%, 22%, 20%, 18%, 15%, 12%, 10%, 8% or 5% relative to the total weight of the liquid crystal composition of the invention.
The weight percentage of the compound of formula M13 in the liquid crystal composition of the invention is preferably: the preferred lower limit of the weight percentage of the compound of formula M13 in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 0%, 1%, 2%, 3%, 5%, 7%, 10%, 12%, 14%, 16%, 18%, 20%, 23%, 26%, 30%, 35% or 40%; the upper limit of the preferred weight percentage of the compound of formula M13 in the liquid crystal composition of the invention is 50%, 40%, 35%, 30%, 25%, 22%, 20%, 18%, 15%, 12%, 10%, 8% or 5% relative to the total weight of the liquid crystal composition of the invention.
The weight percentage of the compound of formula M14 in the liquid crystal composition of the invention is preferably: the preferred lower limit of the weight percentage of the compound of formula M14 in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 0%, 1%, 2%, 3%, 5%, 7%, 10%, 12%, 14%, 16%, 18%, 20%, 23%, 26%, 30%, 35% or 40%; the upper limit of the preferred weight percentage of the compound of formula M14 in the liquid crystal composition of the invention is 50%, 40%, 35%, 30%, 25%, 22%, 20%, 18%, 15%, 12%, 10%, 8% or 5% relative to the total weight of the liquid crystal composition of the invention.
The weight percentage of the compounds of formulae M17 to M21 in the liquid crystal composition of the present invention is preferably: the lower limit of the preferred percentage of the compounds of formulae M17 to M21 to the total weight of the liquid crystal composition of the invention is 0%, 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16% or 20%; the upper limit value of the compound of the general formula M17 to M21 in the total weight percentage of the liquid crystal composition of the present invention is preferably 30%, 25%, 23%, 20%, 18%, 15%, 12%, 10% or 5% relative to the total weight of the liquid crystal composition of the present invention.
In some embodiments of the present invention, the liquid crystal composition may further comprise at least one compound of formula A-1 and/or compound of formula A-2, said compound of formula A-1 and/or compound of formula A-2 having positive dielectric anisotropy:
Figure GDA0003357680570000281
and/or
Figure GDA0003357680570000282
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 GDA0003357680570000283
Figure GDA0003357680570000284
1 or non-adjacent 2 or more-CH in the linear or branched alkyl containing 1 to 12 carbon atoms2-is independently substitutable by-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, respectively, and said group contains 1 to 12 carbon atomsA linear or branched alkyl group of,
Figure GDA0003357680570000285
Each of one or more-H may be independently substituted with-F or-Cl;
ring (C)
Figure GDA0003357680570000286
Ring (C)
Figure GDA0003357680570000287
Ring (C)
Figure GDA0003357680570000288
And ring
Figure GDA0003357680570000289
Each independently represent
Figure GDA00033576805700002810
Wherein the content of the first and second substances,
Figure GDA00033576805700002811
Figure GDA00033576805700002812
up to 1-CH in2-may be replaced by-O-, one or more of the ring single bonds may be replaced by double bonds,
Figure GDA00033576805700002813
may be substituted by-CN, -F or-Cl, and one or more rings may be substituted by-CH ═ by-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, -F or-CH3；
XA1And XA2Each independently represents halogen, haloalkyl or haloalkoxy having 1 to 5 carbon atoms, haloalkenyl or haloalkenyloxy having 2 to 5 carbon atoms; and is
nA1And nA2Each independently represents 0, 1, 2 or 3, and when nA1When 2 or 3, ring
Figure GDA00033576805700002814
May be the same or different, ZA11May be the same or different, when nA2When 2 or 3, ring
Figure GDA00033576805700002815
May be the same or different, ZA21May be the same or different.
In some embodiments of the present invention, the compound of formula A-1 and/or the compound of formula A-2 is preferably a compound having an absolute value of dielectric anisotropy greater than 3.
In some embodiments of the invention, the compound of formula A-1 is selected from the group consisting of:
Figure GDA0003357680570000291
Figure GDA0003357680570000301
Figure GDA0003357680570000311
Figure GDA0003357680570000321
Figure GDA0003357680570000331
Figure GDA0003357680570000332
and
Figure GDA0003357680570000341
the compound of formula a-2 is selected from the group consisting of:
Figure GDA0003357680570000342
Figure GDA0003357680570000351
Figure GDA0003357680570000361
and
Figure GDA0003357680570000362
wherein the content of the first and second substances,
RA11and RA21Represents a linear or branched alkyl group having 1 to 12 carbon atoms, 1 or not adjacent 2 or more-CH in the linear or branched alkyl group having 1 to 12 carbon atoms2-may be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, respectively.
As to the preferable content of the compound of the formula A-1 and/or the compound of the formula A-2: the lower limit value of the preferable content of the compound of the general formula a-1 and/or the compound of the general formula a-2 is 0%, 1%, 10%, 20%, 30%, 40%, 50%, 55%, 60%, 65%, 70%, 75% or 80% with respect to the total weight of the liquid crystal composition of the present invention; the upper limit value of the preferable content of the compound of the general formula A-1 and/or the compound of the general formula A-2 is 95%, 85%, 75%, 65%, 55%, 45%, 35% or 25% with respect to the total weight of the liquid crystal composition of the present invention.
In some embodiments of the invention, the compound of formula A-1 is preferably a compound of formula A-1-24.
In some embodiments of the invention, the compound of formula A-2 is preferably selected from the group consisting of compounds of formula A-2-16 and formula A-2-22.
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, antioxidant, ultraviolet absorber, infrared absorber, polymerizable monomer, light stabilizer, and the like.
Possible dopants which are preferably added to the liquid crystal composition according to the invention are shown below.
Figure GDA0003357680570000363
Figure GDA0003357680570000371
Figure GDA0003357680570000372
And
Figure GDA0003357680570000373
in some embodiments of the present invention, preferably, the dopant comprises 0-5% by weight of the liquid crystal composition; more preferably, the dopant is present in an amount of 0-1% 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 GDA0003357680570000374
Figure GDA0003357680570000381
Figure GDA0003357680570000391
Figure GDA0003357680570000401
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 GDA0003357680570000402
in some embodiments of the present invention, preferably, the light stabilizer is 0-5% by weight of the liquid crystal composition; more preferably, the light stabilizer accounts for 0 to 1 percent of the weight of the liquid crystal composition; particularly preferably, the light stabilizer is 0 to 0.1% by weight of the liquid crystal composition.
In another aspect, the present invention also provides a liquid crystal display device comprising the above liquid crystal composition.
Has the advantages that:
the liquid crystal composition has the advantages of appropriately high optical anisotropy, appropriately high clearing point, high transmittance, larger average elastic constant, better low-temperature stability, faster response speed and lower rotational viscosity, and when the liquid crystal composition is applied to an IPS liquid crystal display device, the transmittance of the display device can be effectively improved, so that the display device can have a good display effect. In particular, in the liquid crystal composition of the present invention, when the compound of the formula I is added, the liquid crystal composition can have a large average elastic constant KaveSo that a liquid crystal display device comprising the liquid crystal composition has relatively less light scattering; when the compound of the formula I and the compound of the formula M are added, the liquid crystal composition has a high transmittance, so that the compound of the formula I and the compound of the formula M are converted intoThe compound can improve the transmittance of the liquid crystal composition, so that a liquid crystal display device containing the liquid crystal composition has higher contrast. The liquid crystal composition containing the compounds of the general formula I, the general formula M, the general formula II and the general formula N has high optical anisotropy, high clearing point, low rotational viscosity and high transmittance, and also has good low-temperature stability and fast response speed, so that the liquid crystal composition can enable a liquid crystal display device containing the liquid crystal composition to obtain good display effect and good low-temperature stability.
Detailed Description
The invention will be illustrated below 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 convenience of expression, in the following examples, the group structure of the liquid crystal composition is represented by the code listed in Table 1:
TABLE 1 radical structural code of liquid crystal compounds
Figure GDA0003357680570000411
Figure GDA0003357680570000421
Compounds of the following formula are exemplified:
Figure GDA0003357680570000422
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, namely, the alkyl group is-C3H7(ii) a C in the code represents cyclohexane, G represents 2-fluoro-1, 4-phenylene, F represents fluoro.
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.)
K11Elastic constant ("splay", pN at 25 ℃ C.)
K22Elastic constant ("distortion", pN at 25 ℃ C.)
K33Elastic constant ("bending", pN at 25 ℃ C.)
KaveAverage elastic constant (K)11+K22+K33Average value of (1)
Gamma.1 rotational viscosity (mPas at 25 ℃ C.)
Tau response time (ms)
T transmittance (DMS 505 tester, box thickness 3.5 μm)
LTS Low temperature stability
Wherein the content of the first and second substances,
the optical anisotropy was measured using an Abbe refractometer under a sodium lamp (589nm) light source at 25 ℃.
Δε＝ε‖-ε⊥Wherein, epsilon‖Is a dielectric constant parallel to the molecular axis,. epsilon⊥For the dielectric constant perpendicular to the molecular axis, test conditions: the test box is TN90 type at 25 deg.C and 1KHz, and has a thickness of 7 μm.
K11、K22、K33The liquid crystal display device is obtained by using an LCR instrument and an antiparallel friction box to test a C-V curve of liquid crystal and calculating the following test conditions: a 7-micron antiparallel friction box, wherein V is 0.1-20V;
Figure GDA0003357680570000431
test conditions for T transmittance: the DMS 505 is utilized to test the transmittance of a dimming device at a clearing point +/-10 ℃, and the dimming device is an IPS type liquid crystal test box with the box thickness of 3.5 mu m.
The response time of tau is measured by using a DMS 505 tester at 25 ℃; the test box is an IPS 3.5 μm test box with a frequency of 100Hz and a driving voltage V100。
The components used in the following examples can be synthesized by a known method or obtained commercially. These synthesis techniques are conventional, and the resulting liquid crystal compounds were tested to meet the standards for electronic compounds.
Liquid crystal compositions were prepared according to the compounding ratios of the liquid crystal compositions specified in the following examples. The liquid crystal composition is prepared according to the conventional method in the field, such as heating, ultrasonic wave, suspension and the like, and is mixed according to the specified proportion.
Liquid crystal compositions given in the following examples were prepared and studied. The composition of each liquid crystal composition and the results of the performance parameter test thereof are shown below.
Comparative example 1
The liquid crystal composition of comparative example 1, which was filled between two substrates of a liquid crystal display and subjected to a performance test, was prepared by the respective compounds and weight percentages listed in table 2.
TABLE 2 liquid crystal composition formulation and Performance parameter testing
Figure GDA0003357680570000432
Figure GDA0003357680570000441
Example 1
The liquid crystal composition of example 1 was prepared according to the compounds and weight percentages listed in table 3, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 3 liquid crystal composition formulation and Performance parameter testing
Figure GDA0003357680570000442
Example 2
The liquid crystal composition of example 2 was prepared according to the compounds and weight percentages listed in table 4, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 4 liquid crystal composition formulation and Performance parameter testing
Figure GDA0003357680570000443
Figure GDA0003357680570000451
Example 3
The liquid crystal composition of example 3 was prepared according to the compounds and weight percentages listed in table 5, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 5 liquid Crystal composition formulations and Performance parameter testing
Figure GDA0003357680570000452
Example 4
The liquid crystal composition of example 4 was prepared according to the compounds and weight percentages listed in table 6, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 6 liquid crystal composition formulation and Performance parameter testing
Figure GDA0003357680570000461
Example 5
The liquid crystal composition of example 5 was prepared according to the compounds and weight percentages listed in table 7, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 7 liquid Crystal composition formulations and Performance parameter testing
Figure GDA0003357680570000462
Figure GDA0003357680570000471
Example 6
The liquid crystal composition of example 6 was prepared according to the compounds and weight percentages listed in table 8, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 8 liquid crystal composition formulation and Performance parameter testing
Figure GDA0003357680570000472
As can be seen from the above comparative example 1 and examples 1 to 6, the liquid crystal composition provided by the present invention has suitably high optical anisotropy, suitably high clearing point, high transmittance, larger average elastic constant, better low temperature stability, faster response speed, and lower rotational viscosity, and when the liquid crystal composition is applied to an IPS liquid crystal display device, the transmittance of the display device can be effectively increased, so that the display device can have good display effect.
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 (5)

1. A liquid crystal composition, comprising:
7% -30% of at least one compound selected from the group consisting of compounds of the general formula I-2 to compounds of the general formula I-5 and compounds of the general formula I-7 to compounds of the general formula I-8
Figure FDA0003389959390000011
Figure FDA0003389959390000012
And
Figure FDA0003389959390000013
0.1-50% of at least one compound selected from the group consisting of compounds of the formula N1 and compounds of the formula N3 through compounds of the formula N22
Figure FDA0003389959390000014
Figure FDA0003389959390000021
Figure FDA0003389959390000031
Figure FDA0003389959390000032
And
Figure FDA0003389959390000033
20-55% of at least one compound of general formula II
Figure FDA0003389959390000034
And
3-50% of at least one compound of formula M
Figure FDA0003389959390000035
Wherein the content of the first and second substances,
R1represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure FDA0003389959390000036
1 or non-adjacent 2 or more-CH in the linear or branched alkyl 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 FDA0003389959390000037
Each of one or more-H may be independently substituted with-F or-Cl;
RN1and RN2Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure FDA0003389959390000038
Figure FDA0003389959390000039
1 or non-adjacent 2 or more-CH in the linear or branched alkyl containing 1 to 12 carbon atoms2-may be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-;
R2and R3Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms, a linear or branched alkenyl group having 2 to 12 carbon atoms,
Figure FDA00033899593900000310
1 or non-adjacent 2 or more-CH in the linear or branched alkyl 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-C.ident.C-, -O-, -CO-O-or-O-CO-, respectively,
Figure FDA00033899593900000311
Figure FDA00033899593900000312
Wherein each R is independently substituted with-F or-Cl2And R3At least one selected from the group consisting of linear or branched alkenyl groups having 2 to 12 carbon atoms;
RM1and RM2Each independently represents-H, a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure FDA0003389959390000041
Figure FDA0003389959390000042
1 or non-adjacent 2 or more-CH in the linear or branched alkyl containing 1 to 12 carbon atoms2-may be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-;
ring (C)
Figure FDA0003389959390000043
Ring (C)
Figure FDA0003389959390000044
And ring
Figure FDA0003389959390000045
Each independently represent
Figure FDA0003389959390000046
Figure FDA0003389959390000047
Wherein the content of the first and second substances,
Figure FDA0003389959390000048
one or more-CH of2-can be replaced by-O-,
Figure FDA0003389959390000049
at most one-H in (a) may be substituted by halogen;
ZM1and ZM2Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-or- (CH)2)4-；
L1、L2And L4Each independently represents-H, -CH3Or halogen;
L5represents-H or-F;
Rxand RyEach independently represents-CH2-or-O-;
x represents halogen, haloalkyl or haloalkoxy having 1 to 5 carbon atoms, haloalkenyl or haloalkenyloxy having 2 to 5 carbon atoms;
n1 represents 0 or 1; and is
nM1Represents 0, 1, 2 or 3, and when nM1When 2 or 3, ring
Figure FDA00033899593900000410
May be the same or different, ZM2May be the same or different;
provided that when Z isM1And ZM2Represents a single bond, nM1Represents 0, a ring
Figure FDA00033899593900000411
And ring
Figure FDA00033899593900000412
To represent
Figure FDA00033899593900000413
When R isM1And RM2And is not represented as a straight or branched chain alkenyl group having 2 to 12 carbon atoms.
2. The liquid crystal composition of claim 1, wherein R isN1And RN2Each independently represents a linear or branched alkyl or alkoxy group having 1 to 8 carbon atoms, a linear or branched alkenyl or alkenyloxy group having 2 to 8 carbon atoms.
3. The liquid crystal composition of claim 1, wherein the compound of formula ii is selected from the group consisting of:
Figure FDA00033899593900000414
Figure FDA0003389959390000051
Figure FDA0003389959390000052
and
Figure FDA0003389959390000053
wherein the content of the first and second substances,
R2represents a linear or branched alkyl or alkoxy group having 1 to 8 carbon atoms, or a linear or branched alkenyl group having 2 to 8 carbon atoms.
4. The liquid crystal composition of claim 1, wherein the compound of formula M is selected from the group consisting of:
Figure FDA0003389959390000054
Figure FDA0003389959390000061
Figure FDA0003389959390000062
and
Figure FDA0003389959390000063
5. a liquid crystal display device comprising the liquid crystal composition according to any one of claims 1 to 4.
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