CN111117648B - Liquid crystal composition and display device thereof - Google Patents

Liquid crystal composition and display device thereof Download PDF

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CN111117648B
CN111117648B CN201811272194.5A CN201811272194A CN111117648B CN 111117648 B CN111117648 B CN 111117648B CN 201811272194 A CN201811272194 A CN 201811272194A CN 111117648 B CN111117648 B CN 111117648B
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liquid crystal
formula
crystal composition
carbon atoms
compounds
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CN111117648A (en
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魏科
朱贝贝
赵李亮
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Jiangsu Hecheng Display Technology Co Ltd
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    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C09K19/44Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked

Abstract

The invention discloses a liquid crystal composition, which comprises the following components in part by weight: one or more compounds of formula (I); one or more compounds of formula II; one or more compounds of formula M; one or more compounds of formula A-1; and one or more compounds of formula A-2. The invention also discloses a liquid crystal display device comprising the liquid crystal composition. The liquid crystal composition provided by the invention has higher dielectric anisotropy, better low-temperature intersolubility, higher transmittance and higher K while maintaining a proper high clearing point and optical anisotropy ave The liquid crystal display device containing the liquid crystal composition has small light scattering and high contrast, and is particularly suitable for liquid crystal display elements driven by active matrix thin film transistors (AM-TFTs).

Description

Liquid crystal composition and display device thereof
Technical Field
The invention relates to the field of liquid crystal materials, in particular to a liquid crystal composition and a display device thereof.
Background
Liquid crystal display elements are used in various household appliances such as watches and calculators, measuring instruments, automobile panels, word processors, computers, printers, televisions, and the like. The display mode is classified into 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 the display mode. The driving method of the element is classified into a PM (passive matrix) type and an AM (active matrix) type. 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. The types of TFTs are amorphous silicon (amorphous silicon) and polycrystalline silicon (polysilicon). The latter are classified into a high temperature type and a low temperature type according to a manufacturing process. Liquid crystal display elements are classified into a reflection type using natural light, a transmission type using backlight, and a semi-transmission type using both light sources of natural light and backlight, depending on the type of light source.
In low information content, passive driving is generally used, but as the information content increases, the display size and the number of display paths increase, and the crosstalk and contrast reduction phenomenon become serious, so that Active Matrix (AM) driving is generally used, and Thin Film Transistors (TFTs) are often used for driving at present. In an AM-TFT element, the TFT switching devices are addressed in a two-dimensional grid, charge up the pixel electrodes for a finite time on, and then turn off until they are addressed again in the next cycle. Therefore, it is undesirable to change the voltage on the pixel between two addressing periods, otherwise the transmittance of the pixel may change, resulting in unstable display. The rate of discharge at a pixel depends on the electrode capacity and the resistivity of the dielectric material between the electrodes. Therefore, the liquid crystal material is required to have higher resistivity, appropriate optical anisotropy Δ n (the Δ n value is generally about 0.08-0.13) and lower threshold voltage, so as to achieve the purposes of reducing driving voltage and reducing power consumption; it is also required to have a low viscosity to meet the demand for a rapid response. Such liquid crystal compositions have been reported in many documents, for example, WO9202597, WO9116398, WO9302153, WO9116399, CN1157005A, etc.
Studies have shown that the most significant factor affecting the contrast of a liquid crystal display element is the light leakage of the liquid crystal material, while the major factor affecting the light leakage is the light Scattering (LC Scattering), which is associated with the average elastic constant K ave The relationship of (A) is as follows:
Figure BDA0001846240680000011
wherein d represents the cell gap, n e Denotes the extraordinary refractive index, n o Indicating the ordinary refractive index. According to the relation, LC Scattering and K ave In inverse proportion, in increasing K ave In the case of (2), canThe light leakage of the liquid crystal material is reduced.
Further, the Contrast (CR) and the luminance (L) are related as follows:
CR=L 255 /L 0 ×100%,
wherein L is 255 Is at on-state brightness, L 0 Is off state brightness. It can be seen that what significantly affects CR should be L 0 A change in (c). In the off state, L 0 The smaller the LC Scattering, regardless of the dielectric of the liquid crystal molecules, and relative to the LC Scattering of the liquid crystal material itself, L 0 The smaller the CR, the more the CR will increase significantly.
A liquid crystal display element containing a liquid crystal composition having a large absolute value of dielectric anisotropy can reduce the base voltage value, reduce the driving voltage, and further reduce the power consumption.
The liquid crystal display element containing the liquid crystal composition with the lower threshold voltage can effectively reduce the power consumption of display, and has longer endurance time particularly in consumables, such as portable electronic products like mobile phones, tablet computers and the like. However, the liquid crystal composition having a lower threshold voltage (generally containing a large dielectric polar group) has a low degree of order of liquid crystal molecules, and K reflecting the degree of order of the liquid crystal molecules ave The value also decreases, affecting the light leakage and contrast of the liquid crystal material, which are generally difficult to achieve simultaneously.
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 suitably used for animation display. In addition, when the liquid crystal composition is injected into the cell of the liquid crystal display device, the injection time can be shortened, and the workability can be improved.
The prior art discloses a liquid crystal composition with lower power consumption and faster response, such as patent document CN102858918A, but the liquid crystal composition in the prior art has the problems of environmental protection (such as use of chlorine-containing compounds), short service life (such as poor stability to UV or heat), low contrast (such as whitening of a display screen under sunlight), and incapability of simultaneously satisfying the performance balance of proper optical anisotropy, proper dielectric anisotropy, high voltage holding ratio, good UV resistance stability and high temperature stability in liquid crystal televisions, tablet computers, and the like, and cannot simultaneously satisfy all indexes.
From the preparation angle of the liquid crystal material, various performances of the liquid crystal material are mutually influenced by the influence, 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.
The liquid crystal material is an important component of the liquid crystal display, and the liquid crystal display has great market demand at present, is mostly used in electronic and electric products, but has a short life cycle. The problem of waste pollution naturally exists in a short life cycle, and under the condition that the current green environmental protection problem is increasingly emphasized by various social circles, if the problem can be controlled from a source, namely, an environment-friendly green material is selected in the modulation process of the liquid crystal material, the environmental cost for treating the waste liquid crystal display can be greatly reduced. Therefore, creative labor is often required to prepare the liquid crystal material with proper performance in all aspects and being economical, green and environment-friendly.
Disclosure of Invention
The purpose of the invention is as follows: in view of the defects of the prior art, the present invention provides a transparent polarizer with a high clearing point and optical anisotropy, a larger dielectric anisotropy, a better low temperature compatibility, and a larger K ave A liquid crystal composition of value. 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, the present invention provides a liquid crystal composition comprising:
one or more compounds of formula (I)
Figure BDA0001846240680000031
One or more compounds of the general formula II
Figure BDA0001846240680000032
One or more compounds of the formula M
Figure BDA0001846240680000033
One or more compounds of formula A-1
Figure BDA0001846240680000034
One or more compounds of formula A-2
Figure BDA0001846240680000035
Wherein, the first and the second end of the pipe are connected with each other,
R 1 、R A1 and R A2 Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure BDA0001846240680000036
Figure BDA0001846240680000037
1 or non-adjacent 2 or more-CH in the linear or branched alkyl containing 1 to 12 carbon atoms 2 -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 BDA0001846240680000038
Each of one or more-H may be independently substituted with-F or-Cl;
R 2 represents-H, a linear alkyl or alkoxy group containing from 1 to 12 carbon atoms, an alkenyl or alkenyloxy group containing from 2 to 12 carbon atoms;
R M1 and R M2 Each is independentStereospecifically represents-H, a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure BDA0001846240680000041
Figure BDA0001846240680000042
1 or non-adjacent 2 or more-CH in the linear or branched alkyl containing 1 to 12 carbon atoms 2 -may be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-;
Z 1 、Z 2 and Z 3 Each independently represents a single bond, -CH 2 CH 2 -、-CF 2 CF 2 -、-CO-O-、-O-CO-、-O-CO-O-、-CH=CH-、-CF=CF-、-CH 2 O-or-OCH 2 -;
Z A11 、Z A21 And Z A22 Each independently represents a single bond, -CH 2 CH 2 -、-CF 2 CF 2 -、-CO-O-、-O-CO-、-O-CO-O-、-CH=CH-、-CF=CF-、-CH 2 O-or-OCH 2 -;
Z M1 And Z M2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH=CH-、-C≡C-、-CH 2 CH 2 -or- (CH) 2 ) 4 -;
L 1 、L 2 、L 3 、L 4 、L A11 、L A12 、L A13 、L A21 And L A22 Each independently represents-H, an alkyl group containing 1 to 3 carbon atoms or halogen;
X、X A1 and X A2 Each independently represents halogen, haloalkyl or haloalkoxy having 1 to 5 carbon atoms, haloalkenyl or haloalkenyloxy having 2 to 5 carbon atoms;
ring (C)
Figure BDA0001846240680000043
And ring
Figure BDA0001846240680000044
Each independently represent
Figure BDA0001846240680000045
Wherein, the first and the second end of the pipe are connected with each other,
Figure BDA0001846240680000046
one or more-CH 2 -may be replaced by-O-, one or more of the ring single bonds may be replaced by double bonds,
Figure BDA0001846240680000047
may be substituted by-CN, -F or-Cl, and one or more rings may be substituted by-CH ═ by-N;
ring(s)
Figure BDA0001846240680000048
Ring (C)
Figure BDA0001846240680000049
And ring
Figure BDA00018462406800000410
Each independently represent
Figure BDA00018462406800000411
Figure BDA00018462406800000412
Wherein
Figure BDA00018462406800000413
One or more-CH of 2 -can be replaced by-O-,
Figure BDA00018462406800000414
at most one-H in (a) may be substituted by halogen;
ring (C)
Figure BDA00018462406800000415
To represent
Figure BDA00018462406800000416
Ring (C)
Figure BDA00018462406800000417
And ring
Figure BDA00018462406800000418
Each independently represent
Figure BDA00018462406800000419
Figure BDA00018462406800000420
Wherein the content of the first and second substances,
Figure BDA00018462406800000421
one or more-CH 2 -may be replaced by-O-, one or more of the ring single bonds may be replaced by double bonds,
Figure BDA00018462406800000422
may be substituted by-CN, -F or-Cl, and one or more rings may be substituted by-CH ═ by-N;
ring (C)
Figure BDA00018462406800000423
And ring
Figure BDA00018462406800000424
Each independently represent
Figure BDA00018462406800000425
Figure BDA00018462406800000426
Wherein the content of the first and second substances,
Figure BDA00018462406800000427
up to 1-CH in 2 -may be replaced by-O-, one or more of the ring single bonds may be replaced by double bonds,
Figure BDA0001846240680000051
may be substituted by-CN, -F or-Cl, and one or more rings may be substituted by-CH ═ by-N;
n1 and n2 each independently represent 0, 1 or 2, and 0. ltoreq. n1+ n 2. ltoreq.3, and when n 1. ltoreq.2, the ring
Figure BDA0001846240680000052
May be the same or different, Z 1 Which may be the same or different, when n2 is 2, the ring
Figure BDA0001846240680000053
May be the same or different, Z 2 May be the same or different;
a and b each independently represent an integer of 0 to 5;
n M1 、n A11 and n A2 Each independently represents 0, 1, 2 or 3, and when n M1 When 2 or 3, ring
Figure BDA0001846240680000054
May be the same or different, Z M2 May be the same or different; when n is A11 When 2 or 3, ring
Figure BDA0001846240680000055
May be the same or different, Z A11 May be the same or different; when n is A2 1 and Z A21 And Z A22 When all represent single bonds, a ring
Figure BDA0001846240680000056
And ring
Figure BDA0001846240680000057
Can also represent each independently
Figure BDA0001846240680000058
When n is A2 When 2 or 3, ring
Figure BDA0001846240680000059
May be the same or different, Z A21 May be the same or different;
n A12 represents 1 or 2, and when n A12 When 2, ring
Figure BDA00018462406800000510
May be the same or different; and is
The compounds of formula I do not include the compounds of formula A-2; the compounds of the general formula II are not included in the compounds of the general formula M.
In some embodiments of the present invention, the content of the compound of formula i is desirably adjusted according to the required properties of solubility at low temperature, transition temperature, electrical reliability, transmittance, contrast, birefringence, process adaptability, dropping marks, burn-in, dielectric anisotropy, and the like.
The compounds of the general formula I preferably represent the liquid-crystal compositions according to the invention in% by weight: the lower limit of the weight percentage of the compound of formula i in the liquid crystal composition of the present invention is preferably 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 weight percentage of the compound of formula I in the liquid crystal composition of the present invention is preferably 60%, 55%, 50%, 45%, 40%, 35%, 30%, 28%, 27%, 26%, 25.5%, 25%, 24.5%, 24%, 22%, 20%, 18%, 16% or 15% 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 1% to 60% by weight of the liquid crystal composition.
In some embodiments of the invention, in the compounds of formula i, when n1 ═ 0 and n2 ═ 1, Z is 2 And Z 3 At least one is not a single bond; when n1 is 1 and n2 is 0, Z is 1 And Z 3 At least one of which is not a single bond.
In some embodiments of the invention, in the compounds of formula IIn which R is 1 Preferably a linear or branched alkyl or alkoxy group containing 1 to 8 carbon atoms, a linear or branched alkenyl or alkenyloxy group containing 2 to 8 carbon atoms; further preferred is 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.
In some embodiments of the invention, the ring
Figure BDA0001846240680000061
And ring
Figure BDA0001846240680000062
Each independently represent
Figure BDA0001846240680000063
In some embodiments of the invention, L 1 、L 2 、L 3 And L 4 Each independently represents-H, -CH 3 -F or-Cl.
In some embodiments of the invention, the compound of formula i is selected from the group consisting of:
Figure BDA0001846240680000064
Figure BDA0001846240680000065
Figure BDA0001846240680000066
Figure BDA0001846240680000067
Figure BDA0001846240680000068
Figure BDA0001846240680000071
Figure BDA0001846240680000072
Figure BDA0001846240680000073
and
Figure BDA0001846240680000074
wherein, the first and the second end of the pipe are connected with each other,
L 1 、L 2 and L 5 Each independently represents-H or-F; and is
R x And R y Each independently represents-CH 2 -or-O-.
In some embodiments of the invention, in the compounds of formula I-1 through formula I-8, L 5 Preferably represents-H.
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, formula I-2, formula I-3, formula I-4, formula I-5, formula I-6, formula I-7, and formula I-8.
In some embodiments of the present invention, the liquid crystal composition of the present invention preferably comprises at least two compounds of formula I, wherein at least one compound of formula I is selected from the group consisting of compounds of formula I-1, formula I-2, formula I-3, formula I-4, formula I-5, formula I-6, formula I-7, and formula I-8.
In some embodiments of the present invention, the liquid crystal composition of the present invention preferably comprises at least three compounds of formula I, wherein at least one compound of formula I is selected from the group consisting of compounds of formula I-1, formula I-2, formula I-3, formula I-4, formula I-5, formula I-6, formula I-7, and formula I-8; further preferably at least two compounds selected from the group consisting of compounds of formula I-1, formula I-2, formula I-3, formula I-4, formula I-5, formula I-6, formula I-7 and formula I-8.
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 weight percentage of the compound of formula ii in the liquid crystal composition of the present invention is preferably 0.1%, 0.5%, 1%, 2%, 3%, 4%, 5%, 7%, 8%, 9% or 10% 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 the general formula ii in the liquid crystal composition of the present invention is preferably 50%, 45%, 40%, 35%, 30%, 28%, 27%, 26%, 25.5%, 25%, 24.5%, 24%, 22%, 20%, 18%, 16% or 15% 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 50% by weight of the liquid crystal composition.
In some embodiments of the invention, in the compounds of formula ii, a and b each independently represent 0, 1 or 2.
In some embodiments of the invention, in the compounds of formula II, R 2 Preferably an alkyl or alkoxy group containing 1 to 8 carbon atoms, an alkenyl or alkenyloxy group containing 2 to 8 carbon atoms; further preferred are alkyl or alkoxy groups having 1 to 5 carbon atoms, alkenyl or alkenyloxy groups having 2 to 5 carbon atoms.
In some embodiments of the invention, the compound of formula ii is selected from the group consisting of:
Figure BDA0001846240680000081
Figure BDA0001846240680000082
Figure BDA0001846240680000083
and
Figure BDA0001846240680000084
wherein the content of the first and second substances,
L x represents-H or-CH 3
In some embodiments of the present invention, the compound of formula II is preferably selected from the group consisting of compounds of formula II-2, formula II-3, and formula II-4; particular preference is given to the group consisting of compounds of the formulae II-3 and II-4.
In some embodiments of the invention, the absolute value of the dielectric anisotropy of the compound of formula M is not more than 3; preferably, the absolute value of the dielectric anisotropy of the compound of formula M does not exceed 2.
In some embodiments of the invention, in the compound of formula M, R M1 And R M2 Each independently preferably a linear alkyl group having 1 to 10 carbon atoms, a linear alkoxy group having 1 to 9 carbon atoms, or a linear alkenyl group having 2 to 10 carbon atoms; further preferably a linear alkyl group having 1 to 8 carbon atoms, a linear alkoxy group having 1 to 7 carbon atoms, or a linear alkenyl group having 2 to 8 carbon atoms; still more preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, or a linear alkenyl group having 2 to 5 carbon atoms.
In some embodiments of the invention, R M1 And R M2 Each independently preferably a linear alkenyl group having 2 to 8 carbon atoms; more preferably a linear alkenyl group having 2 to 5 carbon atoms.
In some embodiments of the invention, preferably, R M1 And R M2 One of them is a straight chain alkenyl group having 2 to 5 carbon atomsAnd the other is a linear alkyl group having 1 to 5 carbon atoms.
In some embodiments of the invention, R M1 And R M2 Both independently of each other are preferably a linear alkyl group having 1 to 8 carbon atoms or a linear alkoxy group having 1 to 7 carbon atoms; more preferably 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, R M1 And R M2 One is a linear 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, R M1 And R M2 Both independently are a linear 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 BDA0001846240680000091
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 BDA0001846240680000092
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 BDA0001846240680000093
Figure BDA0001846240680000101
Figure BDA0001846240680000111
and
Figure BDA0001846240680000112
in some embodiments of the present invention, the content of the compound of formula M must be appropriately adjusted depending on the desired properties of solubility at low temperatures, transition temperature, electrical reliability, birefringence, process adaptability, dripping trace, burn-in, dielectric anisotropy, and the like.
Regarding the preference of the compound of the general formula M in weight percentage of the liquid crystal composition of the present invention: the lower limit of the preferred weight percentage of the compound of formula M in the liquid crystal composition of the present invention is 0.1%, 1%, 10%, 20%, 30%, 40% or 50% relative to the total weight of the liquid crystal composition of the present invention; the upper limit of the preferred weight percentage of the compound of formula M in the liquid crystal composition of the present invention is 90%, 85%, 80%, 75%, 70%, 65%, 60%, 55%, 50%, 45%, 35% or 25% relative to the total weight of the liquid crystal composition of the present invention.
In some embodiments of the present invention, the compound of formula M is present in an amount of 0.1% to 90% by weight of the liquid crystal composition.
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 increase the absolute value of the dielectric anisotropy, it is preferable to lower the lower limit and lower the upper limit.
In some embodiments of the invention, R is preferred where reliability is a concern M1 And R M2 Are all alkyl; in the case where importance is attached to reduction in volatility of the compound, R is preferably M1 And R M2 Are both alkoxy groups; when importance is attached to the reduction in viscosity, R is preferably used M1 And R M2 At least one of which is alkenyl.
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 M4, formula M7, formula M8, formula M9, formula M10, formula M11, formula M13, formula M15, formula M16, formula M17, formula M18, formula M19, formula M20, formula M21, formula M22, formula M23 and formula M24.
In some embodiments of the present invention, the compound of formula M is preferably selected from the group consisting of compounds of formula M1, formula M2, formula M4, formula M9, formula M11, formula M15, formula M16, and formula M20.
In some embodiments of the invention, in the compound of formula M1, R M1 Preferably a linear 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.
Preference with respect to the compounds of the formula M1 in weight percent of the liquid crystal composition of the invention: 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 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 order to improve in particular the response times of the liquid-crystal compositions according to the invention, preference is given to R in the compounds of the formula M1 M1 Is ethyl, n-propyl, butyl or pentyl, and R M2 Is methyl or methoxy, compounds of the general formula M1 wherein R M1 Is ethyl, n-propyl, butyl or pentyl, and R M2 Compounds which are ethyl or ethoxy, or compounds of the formula M1 in which R is M1 Is n-propyl, butyl or pentyl, and R M2 A 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 invention M1 Is n-propyl and R M2 The preferred lower limit of the weight percentage of the compound which is an ethyl group in the liquid crystal composition of the present invention is 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 invention M1 Is n-propyl and R M2 The upper limit of the preferred weight percentage of the compound that 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 1%, 2%, 3%, 5%, 7% or 10%; the upper limit of the compounds of formula M2 is 20%, 15%, 13%, 10%, 8%, 7%, 6%, 5% or 3% relative to the total weight of the liquid crystal composition of the present invention.
The weight percentage of the compound of formula M4 in the liquid crystal composition of the invention is preferably: the preferred lower limit of the weight percentage of the compound of formula M4 in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 1%, 2%, 3%, 5%, 7% or 10%; the upper limit of the preferred weight percentage of the compound of formula M4 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 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 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 present invention, it is preferable to contain R in the compound of the formula M9 in view of required properties of solubility at low temperature, transition temperature, electrical reliability, birefringence and the like M1 Is a linear or branched alkenyl radical having 2 to 4 carbon atoms, and R M2 Is CH 3 The compound of (a), the straight-chain or branched alkenyl group having 2 to 4 carbon atoms is more preferably
Figure BDA0001846240680000131
R in the compound of formula M9 relative to the total weight of the liquid crystal composition of the present invention M1 Is composed of
Figure BDA0001846240680000132
And R is M2 Is CH 3 The lower limit of the weight percentage of the compound of (a) to the liquid crystal composition of the present invention is preferably 1%, 3%, 5%, 7%, 9%, 11%, 12%, 13%, 18% or 21%, and the upper limit is preferably 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10% or 8%. When both the two compounds are contained, the lower limit of the weight percentage of the two compounds in the liquid crystal composition of the present invention is preferably 3%, 5%, 7%, 9%, 11%, 13%, 15%, 19%, 24% or 30%, and the upper limit thereof is preferably 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 11% or 30%, with respect to the total weight of the liquid crystal composition of the present invention9%。
The weight percentage of the compound of formula M10 in the liquid crystal composition of the invention is preferably: the preferred lower limit of the weight percentage of the compound of formula M10 in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 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 M10 in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 45%, 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 formula M10 depending on the desired properties of solubility at low temperature, transition temperature, electrical reliability, birefringence, etc M1 Is a linear or branched alkenyl radical having 2 to 4 carbon atoms, and R M2 Is CH 3 The compound of (a), the straight-chain or branched alkenyl group having 2 to 4 carbon atoms is more preferably
Figure BDA0001846240680000133
R in the compound of formula M10 relative to the total weight of the liquid crystal composition of the invention M1 Is composed of
Figure BDA0001846240680000134
And R is M2 Is CH 3 The lower limit of the weight percentage of the compound of (a) to the liquid crystal composition of the present invention is preferably 1%, 3%, 4%, 5%, 7%, 9%, 11%, 12%, 13%, 18% or 20%, and the upper limit is preferably 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10% or 8%. When both the two compounds are contained, the lower limit value of the weight percentage of the two compounds in the liquid crystal composition of the present invention is preferably 3%, 5%, 7%, 9%, 11%, 13%, 15%, 19%, 24% or 30%, and the upper limit value is preferably 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15% or 13%, with respect to the total weight of the liquid crystal composition of the present invention.
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 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 R M1 Is n-propyl or n-pentyl, and R M2 Is C 2 H 5 A compound of (a), or preferably R M1 Is composed of
Figure BDA0001846240680000141
And R is M2 Compounds which are n-propyl, or preferably R M1 Is n-propyl, n-butyl or n-pentyl, and R M2 Is CH 3 O-compounds, particularly preferably R M1 Is n-propyl and R M2 Is C 2 H 5 -a compound of (a).
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 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 M13 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 M13 is preferably R M1 And R M2 Each independently represents a linear or branched alkyl group having 2 to 5 carbon atoms, or preferably R M1 And R M2 One of them is
Figure BDA0001846240680000142
Figure BDA0001846240680000143
And the other is CH 3 -or C 2 H 5 -a compound of (a).
The weight percentage of the compound of formula M15 in the liquid crystal composition of the invention is preferably: the lower limit of the preferred weight percentage of the compound of formula M15 in the liquid crystal composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 12%, 14%, 16%, 18%, 20%, 23%, 26%, 30%, 35%, or 40% relative to the total weight of the liquid crystal composition of the present invention; the upper limit of the preferred weight percentage of the compound of formula M15 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 M16 in the liquid crystal composition of the invention is preferably: the preferred lower limit of the weight percentage of the compound of formula M16 in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 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 M16 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 M20 to M24 in the liquid crystal composition of the present invention is preferably: the lower limit of the preferred total weight percentage of the compounds of formulae M20 to M24 relative to the total weight of the liquid crystal composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16% or 20%; the upper limit value of the preferred total weight percentage of the compounds of formulae M20 to M24 relative to the total weight of the liquid crystal composition of the present invention is 30%, 25%, 23%, 20%, 18%, 15%, 12%, 10% or 5%.
In some embodiments of the invention, the compound of formula A-1 is selected from the group consisting of:
Figure BDA0001846240680000151
Figure BDA0001846240680000161
Figure BDA0001846240680000171
and
Figure BDA0001846240680000172
wherein the content of the first and second substances,
R A1 represents a straight-chain or branched alkyl group having 1 to 8 carbon atoms,
Figure BDA0001846240680000173
1 or more than 2 non-adjacent-CH in the chain alkyl 2 -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;
R v and R w Each independently represents-CH 2 -or-O-;
L A11 、L A12 、L A11 ’、L A12 ’、L A14 、L A15 and L A16 Each independently represents-H or-F;
L A13 and L A13 ' independently of each other represents-H or-CH 3
X A1 represents-F, -CF 3 or-OCF 3 (ii) a And is
v and w each independently represent 0 or 1.
The weight percentage of the compound of formula A-1 to the liquid crystal composition of the present invention is preferably: the preferred lower limit of the weight percentage of the compound of formula a-1 in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 0.1%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 12%, 14%, 15%, 17%, 18% or 20%; the preferred upper limit value of the weight percentage of the compound of the general formula a-1 to the liquid crystal composition of the present invention is 80%, 75%, 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 present invention, the compound of formula A-1 comprises 0.1% to 80% by weight of the liquid crystal composition.
The preferable content of the compound of the general formula a-1 is to make the lower limit value slightly lower and the upper limit value slightly lower, in the case where 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 slightly.
In some embodiments of the present invention, the compound of formula A-1 is preferably selected from the group consisting of compounds of formula A-1-6, formula A-1-7, formula A-1-10, formula A-1-13, and formula A-1-15.
In some embodiments of the invention, the compound of formula a-2 is selected from the group consisting of:
Figure BDA0001846240680000181
Figure BDA0001846240680000191
and
Figure BDA0001846240680000192
wherein the content of the first and second substances,
R A2 represents a linear or branched alkyl group having 1 to 8 carbon atoms, 1 or not adjacent 2 or more-CH in the linear or branched alkyl group having 1 to 8 carbon atoms 2 -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;
L A21 、L A22 、L A23 、L A24 and L A25 Each independently represents-H or-F; and is
X A2 represents-F, -CF 3 、-OCF 3 、-CH 2 CH 2 CH=CF 2
The weight percentage of the compound of formula A-2 to the liquid crystal composition of the present invention is preferably: the preferred lower limit of the weight percentage of the compound of formula a-2 in the liquid crystal composition of the invention relative to the total weight of the liquid crystal composition of the invention is 0.1%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 12%, 14%, 15%, 17%, 18% or 20%; the preferred upper limit of the weight percentage of the compound of formula a-2 to the liquid crystal composition of the invention is 80%, 75%, 70%, 65%, 60%, 55%, 50%, 45%, 40%, 35%, 30% or 25% relative to the total weight of the liquid crystal composition of the invention.
In some embodiments of the invention, the compound of formula A-2 comprises 0.1% to 80% by weight of the liquid crystal composition.
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 set the lower limit to a slightly higher value and set the upper limit to a slightly higher value.
In some embodiments of the present invention, the compound of formula A-2 is preferably selected from the group consisting of compounds of formula A-2-4, formula A-2-5, formula A-2-8, formula A-2-9, formula A-2-11, and formula A-2-12.
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 compositions according to the invention are shown below.
Figure BDA0001846240680000201
Figure BDA0001846240680000211
Figure BDA0001846240680000212
And
Figure BDA0001846240680000213
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 BDA0001846240680000214
Figure BDA0001846240680000221
Figure BDA0001846240680000231
Figure BDA0001846240680000241
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 BDA0001846240680000242
in some embodiments of the present invention, preferably, the light stabilizer is 0 to 5% by weight of the total liquid crystal composition; more preferably, the light stabilizer is 0-1% by weight of the total liquid crystal composition; particularly preferably, the light stabilizer is 0.01 to 0.1% by weight of the total liquid crystal composition.
In some embodiments of the present invention, the clearing point Cp of the liquid crystal composition is in the range of 80-120 deg.C, preferably 100-110 deg.C, and more preferably 105-110 deg.C; the absolute value of the dielectric anisotropy Δ ∈ is in the range of 6 to 12, preferably 7 to 11.5, more preferably 7.5 to 11, and still more preferably 9 to 11; the optical anisotropy Δ n is in the range of 0.08 to 0.12, preferably 0.085 to 0.115, and more preferably 0.09 to 0.11; average elastic constant K ave Not less than 13.8; the transmittance T is not lower than 13.3%; the low-temperature storage time is more than 8 days at the temperature of minus 40 ℃.
In another aspect, the present invention also provides a liquid crystal display device comprising the liquid crystal composition provided by the present invention.
Has the advantages that:
the liquid crystal composition provided by the invention has higher dielectric anisotropy, better low-temperature intersolubility, higher transmittance and higher K while maintaining a properly high clearing point and optical anisotropy ave The liquid crystal display device containing the liquid crystal composition has small light scattering and high contrast, and is particularly suitable for liquid crystal display elements driven by active matrix thin film transistors (AM-TFTs).
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.
In the present invention, the proportions are by weight and all temperatures are in degrees centigrade, unless otherwise specified.
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 BDA0001846240680000251
Figure BDA0001846240680000261
Take the example of a compound of the formula:
Figure BDA0001846240680000262
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 C atom number of the left alkyl, for example, n is 3, namely, the alkyl is-C 3 H 7 (ii) a C in the code represents cyclohexane, 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.)
t -30℃ Or t -40℃ Low temperature storage time (day, at-30 ℃ or-40 ℃)
K 11 Elasticity constant of splay
K 22 Torsional elastic constant
K 33 Flexural elastic constant
K ave Average elastic constant
T transmittance (DMS 505 tester, box thickness 3.5 μm)
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 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.
K 11 、K 22 、K 33 The 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 BDA0001846240680000271
test conditions for T transmittance: and testing the transmittance of a dimming device at a clearing point +/-10 ℃ by using a DMS 505 tester, wherein the dimming device is an IPS (in-plane switching) type liquid crystal test box with the box thickness of 3.5 mu m.
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 are tested for compliance with electronic compound standards.
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 with each compound and weight percentage as listed in table 2, and the test data are shown in the following table:
TABLE 2 liquid crystal composition formulations and their test performance
Figure BDA0001846240680000272
Figure BDA0001846240680000281
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, and the test data are shown in the following table:
TABLE 3 liquid crystal composition formula and its test performance
Figure BDA0001846240680000282
Figure BDA0001846240680000291
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, and the test data are shown in the following table:
TABLE 4 liquid crystal composition formula and its test performance
Figure BDA0001846240680000292
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, and the test data are shown in the following table:
TABLE 5 liquid crystal composition formulations and their test properties
Figure BDA0001846240680000301
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, and the test data are shown in the following table:
TABLE 6 liquid crystal composition formula and its test performance
Figure BDA0001846240680000302
Figure BDA0001846240680000311
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, and the test data are shown in the following table:
TABLE 7 liquid crystal composition formulations and their test properties
Figure BDA0001846240680000312
Figure BDA0001846240680000321
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, and the test data are shown in the following table:
TABLE 8 liquid crystal composition formulations and their test properties
Figure BDA0001846240680000322
Figure BDA0001846240680000331
Example 7
The liquid crystal composition of example 7 was prepared according to the compounds and weight percentages listed in table 9, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 9 liquid crystal composition formulations and their test Performance
Figure BDA0001846240680000332
Figure BDA0001846240680000341
To highlight the beneficial effects of the liquid crystal composition of the present invention, the inventors selected a comparative example similar to the example system of the present invention. As can be seen from the above comparative example 1 and examples 1 to 7, the liquid crystal composition provided by the present invention has a larger dielectric anisotropy, a better low temperature intersolubility, a larger transmittance, and a larger K while maintaining a suitably high clearing point and optical anisotropy ave The liquid crystal display device containing the liquid crystal composition has small light scattering and high contrast ratio, and is particularly suitable for liquid crystal display elements driven by active matrix thin film transistors (AM-TFTs).
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 (6)

1. A liquid crystal composition, wherein the liquid crystal composition comprises:
3% -40% of one or more compounds selected from the group consisting of compounds of the formulae I-2 to I-5 and I-7 to I-9
Figure FDA0003603406480000011
Figure FDA0003603406480000012
And
Figure FDA0003603406480000013
0.1-20% of one or more compounds of general formula II
Figure FDA0003603406480000014
10% -50% of one or more compounds of general formula M
Figure FDA0003603406480000015
5-45% of one or more compounds of general formula A-1
Figure FDA0003603406480000021
And
0.1% -25% of one or more compounds of general formula A-2
Figure FDA0003603406480000022
Wherein, the first and the second end of the pipe are connected with each other,
R 1 、R A1 and R A2 Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure FDA0003603406480000023
Figure FDA0003603406480000024
1 or non-adjacent 2 or more-CH in the linear or branched alkyl containing 1 to 12 carbon atoms 2 -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 FDA0003603406480000025
Each of which may be independently substituted with-F or-Cl;
R 2 represents-H, a linear alkyl or alkoxy group containing 1 to 12 carbon atoms, containingAlkenyl or alkenyloxy of 2 to 12 carbon atoms;
R M1 and R M2 Each independently represents-H, a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure FDA0003603406480000026
Figure FDA0003603406480000027
1 or non-adjacent 2 or more-CH in the linear or branched alkyl containing 1 to 12 carbon atoms 2 -may be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-;
Z A11 、Z A21 and Z A22 Each independently represents a single bond, -CH 2 CH 2 -、-CF 2 CF 2 -、-CO-O-、-O-CO-、-O-CO-O-、-CH=CH-、-CF=CF-、-CH 2 O-or-OCH 2 -;
Z M1 And Z M2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH=CH-、-C≡C-、-CH 2 CH 2 -or- (CH) 2 ) 4 -;
L 1 、L 2 And L 5 Each independently represents-H or-F;
R x and R y Each independently represents-CH 2 -or-O-;
L A11 、L A12 、L A13 、L A21 and L A22 Each independently represents-H, an alkyl group containing 1 to 3 carbon atoms or halogen;
X、X A1 and X A2 Each independently represents halogen, haloalkyl or haloalkoxy having 1 to 5 carbon atoms, haloalkenyl or haloalkenyloxy having 2 to 5 carbon atoms;
ring (C)
Figure FDA0003603406480000028
Ring (C)
Figure FDA0003603406480000029
And ring
Figure FDA00036034064800000210
Each independently represent
Figure FDA00036034064800000211
Figure FDA00036034064800000212
Wherein
Figure FDA00036034064800000213
One or more-CH of 2 -can be replaced by-O-,
Figure FDA00036034064800000214
at most one-H in (a) may be substituted by halogen;
ring(s)
Figure FDA00036034064800000215
Represent
Figure FDA00036034064800000216
Ring (C)
Figure FDA0003603406480000031
And ring
Figure FDA0003603406480000032
Each independently represent
Figure FDA0003603406480000033
Figure FDA0003603406480000034
Wherein the content of the first and second substances,
Figure FDA0003603406480000035
in one or more-CH 2 -may be replaced by-O-, single bonds in one or more rings may be replaced by double bonds,
Figure FDA0003603406480000036
may be substituted by-CN, -F or-Cl, and one or more rings may be substituted by-CH ═ by-N;
ring (C)
Figure FDA0003603406480000037
And a ring
Figure FDA0003603406480000038
Each independently represent
Figure FDA0003603406480000039
Figure FDA00036034064800000310
Wherein the content of the first and second substances,
Figure FDA00036034064800000311
up to 1-CH in 2 -may be replaced by-O-, one or more of the ring single bonds may be replaced by double bonds,
Figure FDA00036034064800000312
may be substituted by-CN, -F or-Cl, and one or more rings may be substituted by-CH ═ by-N;
a and b each independently represent an integer of 0 to 5;
n M1 、n A11 and n A2 Each independently represents 0, 1, 2 or 3, and when n M1 When 2 or 3, ring
Figure FDA00036034064800000313
May be the same or different, Z M2 May be the same or different; when n is A11 When 2 or 3, ring
Figure FDA00036034064800000314
May be the same or different, Z A11 May be the same or different; when n is A2 1 and Z A21 And Z A22 When all represent single bonds, a ring
Figure FDA00036034064800000315
And ring
Figure FDA00036034064800000316
Can also represent each independently
Figure FDA00036034064800000317
When n is A2 When 2 or 3, ring
Figure FDA00036034064800000318
May be the same or different, Z A21 May be the same or different;
n A12 represents 1 or 2, and when n A12 When 2, ring
Figure FDA00036034064800000319
May be the same or different; and is
The compounds of the general formulae I-2 to I-5 and I-7 to I-9 do not include the compound of the general formula A-2; the compound of the general formula II is not included in the compounds of the general formula M.
2. The liquid crystal composition of claim 1, wherein the compound of formula ii is selected from the group consisting of:
Figure FDA00036034064800000320
Figure FDA00036034064800000321
and
Figure FDA0003603406480000041
wherein the content of the first and second substances,
L x represents-H or-CH 3
3. The liquid crystal composition of claim 1, wherein the compound of formula M is selected from the group consisting of:
Figure FDA0003603406480000042
Figure FDA0003603406480000051
Figure FDA0003603406480000052
and
Figure FDA0003603406480000053
4. the liquid crystal composition of claim 1, wherein the compound of formula a-1 is selected from the group consisting of:
Figure FDA0003603406480000054
Figure FDA0003603406480000061
Figure FDA0003603406480000071
Figure FDA0003603406480000072
and
Figure FDA0003603406480000073
wherein the content of the first and second substances,
R A1 represents a straight-chain or branched alkyl group having 1 to 8 carbon atoms,
Figure FDA0003603406480000074
1 or non-adjacent 2 or more-CH in the linear or branched alkyl group containing 1 to 8 carbon atoms 2 -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;
R v and R w Each independently represents-CH 2 -or-O-;
L A11 、L A12 、L A11 ’、L A12 ’、L A14 、L A15 and L A16 Each independently represents-H or-F;
L A13 and L A13 ' independently of each other represents-H or-CH 3
X A1 represents-F, -CF 3 or-OCF 3 (ii) a And is
v and w each independently represent 0 or 1.
5. The liquid crystal composition of claim 1, wherein the compound of formula a-2 is selected from the group consisting of:
Figure FDA0003603406480000081
Figure FDA0003603406480000091
Figure FDA0003603406480000092
and
Figure FDA0003603406480000093
wherein the content of the first and second substances,
R A2 represents a linear or branched alkyl group having 1 to 8 carbon atoms, 1 or not adjacent 2 or more-CH in the linear or branched alkyl group having 1 to 8 carbon atoms 2 -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;
L A21 、L A22 、L A23 、L A24 and L A25 Each independently represents-H or-F; and is
X A2 represents-F, -CF 3 、-OCF 3 or-CH 2 CH 2 CH=CF 2
6. A display device comprising the liquid crystal composition according to any one of claims 1 to 5.
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* Cited by examiner, † Cited by third party
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