CN113736478A - Liquid crystal composition and liquid crystal display component - Google Patents

Liquid crystal composition and liquid crystal display component Download PDF

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CN113736478A
CN113736478A CN202010464199.9A CN202010464199A CN113736478A CN 113736478 A CN113736478 A CN 113736478A CN 202010464199 A CN202010464199 A CN 202010464199A CN 113736478 A CN113736478 A CN 113736478A
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liquid crystal
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crystal composition
chain alkyl
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CN113736478B (en
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王立威
马文阳
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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
    • G02F1/137—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 characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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Abstract

The invention provides a liquid crystal composition and a liquid crystal display device. The liquid crystal composition comprises at least one compound shown as a formula I and at least one compound shown as a formula II. The liquid crystal composition has larger dielectric anisotropy, larger average elastic constant and shorter response time under the condition of maintaining proper optical anisotropy and proper clearing point, so that a liquid crystal display component containing the liquid crystal composition has lower threshold voltage, better contrast and faster response speed under the condition of maintaining proper temperature use range.

Description

Liquid crystal composition and liquid crystal display component
Technical Field
The invention belongs to the technical field of liquid crystal, and particularly relates to a liquid crystal composition and a liquid crystal display component.
Background
Liquid crystal display elements are used in various household electric appliances such as watches and calculators, measuring instruments, automobile panels, word processors, computers, printers, televisions, and the like. In the case of low information content, passive driving is generally adopted. However, as the amount of information increases and the display size and the number of display paths increase, crosstalk and contrast decrease become serious, and thus Active Matrix (AM) driving is generally used. Currently, Thin Film Transistors (TFTs) are often used for driving. In an AM-TFT element, the TFT switching devices are addressed in a two-dimensional grid, charging the pixel electrodes for a finite time on, and then turning off until they are addressed again in the next cycle. Therefore, between two addressing periods, it is not desirable to change the voltage on the pixel, otherwise the transmittance of the pixel will change, resulting in instability of the display. The rate of discharge at a pixel depends on the electrode capacity and the resistivity of the dielectric material between the electrodes. Therefore, liquid crystal materials are required to have high resistivity, good chemical and thermal stability and stability to electric fields and electromagnetic radiation, as well as suitable optical anisotropy Δ n (and low threshold voltage for the purpose of reducing driving voltage and reducing power consumption; and also to have low viscosity for the purpose of satisfying the requirement of fast response.
Studies have shown that the most significant factor influencing the contrast of a liquid crystal display element is the light leakage of the liquid crystal material, while the major factor influencing the light leakage is the light Scattering (LC Scattering), which LC Scattering has a mean elastic constant K withaveThe relationship of (A) is as follows:
Figure BDA0002512036910000011
wherein d represents the cell gap, neDenotes the extraordinary refractive index, noIndicating the ordinary refractive index. According to the relation, LC Scattering and KaveIn inverse proportion to the relationship, in increasing 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, L0Independent of the dielectric properties of the liquid crystal molecules and of the LC Scattering of the liquid crystal material itself; the smaller the LC Scattering, L0The smaller the CR, the more significant the CR will be.
A liquid crystal display element containing a liquid crystal composition having a large absolute value of dielectric anisotropy can reduce a base voltage value, reduce a driving voltage, and further reduce electric power consumption, but a large absolute value of dielectric anisotropy causes a liquid crystal to have a large viscosity and poor stability.
The liquid crystal display element containing the liquid crystal composition with the lower threshold voltage can effectively reduce the display power consumption, and particularly has longer endurance time in consumables (such as mobile phones, tablet computers and other portable electronic products). However, for a liquid crystal composition having a relatively low threshold voltage (generally containing a large dielectric polar group), the degree of order of liquid crystal molecules is low, and the Kave value reflecting the degree of order of the liquid crystal molecules is also reduced, thereby affecting the light leakage and the contrast of the liquid crystal material, and it is generally difficult to achieve both of them.
The liquid crystal composition with low viscosity can improve the response speed of the liquid crystal display element. When the response speed of the liquid crystal display element is high, it can be applied to animation display. In addition, 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. Rotational viscosity gamma1Directly influences the response time of the liquid crystal composition after power-up, wherein the rise time (tau)on) And fall time (τ)off) Both with the rotational viscosity gamma of the liquid crystal composition1In direct proportion. Due to rise time (tau)on) Depending on the cell and the driving voltage, the rise time (τ) can be adjusted by increasing the driving voltage and decreasing the cell thickness of the cellon). Fall time (tau)off) Irrespective of the driving voltage, which is mainly related to the elastic constant of the liquid crystal composition and the cell thickness of the liquid crystal cell, thinning of the cell thickness reduces the fall time (. tau.)off) The liquid crystal molecules in different display modes have different motion modes, and the falling time (tau) in TN mode, IPS mode and VA modeoff) Respectively, the average elastic constant, the torsional elastic constant and the bending elastic constant.
From the preparation angle of the liquid crystal material, various performances of the liquid crystal material are mutually influenced, and other performances may be changed by improving a certain performance index. Therefore, creative efforts are often required to prepare liquid crystal materials having suitable properties in all aspects.
Disclosure of Invention
In view of the disadvantages of the prior art, the present invention is directed to a liquid crystal composition and a liquid crystal display device. The liquid crystal composition has larger dielectric anisotropy and larger K under the condition of maintaining proper optical anisotropy and proper clearing pointaveValue and shorter response time.
In order to achieve the purpose, the invention adopts the following technical scheme:
in a first aspect, the present invention provides a liquid crystal composition comprising at least one compound of formula I and at least one compound of formula II:
Figure BDA0002512036910000021
wherein,
R1and R2Each is independently selected from substituted or unsubstituted C1-C12 (such as C1, C2, C4, C6, C8, C10 and C12) chain alkyl, substituted or unsubstituted C3-C5 (such as C3, C4 and C5) cycloalkyl or substituted or unsubstituted C1-C12 chain alkyl, or two or more-CH (CH-CH) s which are not adjacent2-independently each occurrence, -CH ═ CH-, -C ≡ C-, -O-, -CO-),
Figure BDA0002512036910000022
-CO-O-or-O-CO-substituted, said C1-C12 chain alkyl and C3-C5 cycloalkyl substituents each being independently selected from-F or-Cl;
ring A1And ring A2Each independently selected from
Figure BDA0002512036910000023
Z1、Z2、Z3And Z4Each independently selected from the group consisting of a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、-(CH2)4-、-CH＝CHCH2O-、-CF2O-or-OCF2-；
L1、L2、L3、L4、L5And L6Each independently selected from hydrogen, halogen, halogenated or non-halogenated C1-C3 chain alkyl or halogenated or non-halogenated C1-C3 chain alkoxy;
Y1selected from halogen, halogenated C1-C3 chain alkyl or halogenated C1-C3 chain alkoxy;
n1and n2Each independently is 0, 1 or 2, when n1When 2, Z1May be the same or different, when n2When 2, Z3May be the same or different.
In the present invention, the "one or two or more-CH groups which are not adjacent to each other in the substituted or unsubstituted C1-C12 chain alkyl group2-independently each occurrence, -CH ═ CH-, -C ≡ C-, -O-, -CO-),
Figure BDA0002512036910000024
-CO-O-or-O-CO-substituted group ": for example, when "said substituted or unsubstituted C1-C12 chain alkyl" is selected from
Figure BDA0002512036910000025
One of (i) and (ii) is-CH2The radical-substituted by "-O-" may be
Figure BDA0002512036910000031
Of non-adjacent two of them "-CH2The group which is substituted by "-CH ═ CH-" may be
Figure BDA0002512036910000032
“Z1And Z2Each independently selected from a single bond "means that the compound of formula I may be
Figure BDA0002512036910000033
(Z1Selected from single bonds, Z2Selected from the other groups mentioned above)
Figure BDA0002512036910000034
(Z2Selected from single bonds, Z1Selected from the other groups mentioned above) or
Figure BDA0002512036910000035
(Z1、Z2Selected from single bonds).
In the invention, the compound shown in the formula I comprises any one or combination of at least two of a compound shown in I-1, a compound shown in I-2 or a compound shown in I-3:
Figure BDA0002512036910000036
wherein,
R1is selected from one or more than two-CH (CH) in substituted or unsubstituted C1-C12 chain alkyl, substituted or unsubstituted C3-C5 cycloalkyl or substituted or unsubstituted C1-C12 chain alkyl2-independently each occurrence, -CH ═ CH-, -C ≡ C-, -O-, -CO-),
Figure BDA0002512036910000037
-CO-O-or-O-CO-substituted, said C1-C12 chain alkyl and C3-C5 cycloalkyl substituents each being independently selected from-F or-Cl;
ring A1Is selected from
Figure BDA0002512036910000038
Z1'、Z1And Z2Each independently selected from a single bond, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、-CF2O-or-OCF2-。
As a preferred embodiment of the present invention, R1Preferably contains 1 to 10 (for example, 1, 2,3 or more)Linear or branched alkyl of 4, 5, 6, 7, 8, 9, 10) carbon atoms, linear or branched alkoxy containing 1 to 9 (e.g. 1, 2,3, 4, 5, 6, 7, 8, 9) carbon atoms, or linear or branched alkenyl containing 2 to 10 (e.g. 2,3, 4, 5, 6, 7, 8, 9, 10) carbon atoms; r1Further 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; r1Still 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 the invention, the compound shown in the formula II comprises any one or a combination of at least two of a compound shown in II-1, a compound shown in II-2 or a compound shown in II-3:
Figure BDA0002512036910000041
wherein,
R2is selected from one or more than two-CH (CH) in substituted or unsubstituted C1-C12 chain alkyl, substituted or unsubstituted C3-C5 cycloalkyl or substituted or unsubstituted C1-C12 chain alkyl2-independently each occurrence, -CH ═ CH-, -C ≡ C-, -O-, -CO-),
Figure BDA0002512036910000042
-CO-O-or-O-CO-substituted, said C1-C12 chain alkyl and C3-C5 cycloalkyl substituents each being independently selected from-F or-Cl;
ring A2Is selected from
Figure BDA0002512036910000043
Z3'、Z3And Z4Each independently selected from a single bond, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、-CF2O-or-OCF2-；
L1、L2、L4And L5Each independently selected from-H, -F, -Cl or-CN;
Y1is selected from-CF3or-OCF3。
As a preferred embodiment of the present invention, R2A linear or branched alkyl group containing 1 to 10 (e.g., 1, 2,3, 4, 5, 6, 7, 8, 9, 10) carbon atoms, a linear or branched alkoxy group containing 1 to 9 (e.g., 1, 2,3, 4, 5, 6, 7, 8, 9) carbon atoms, or a linear or branched alkenyl group containing 2 to 10 (e.g., 2,3, 4, 5, 6, 7, 8, 9) carbon atoms; r2Further 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; r2Still 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 the present invention, the mass of the compound represented by formula I is 0.1 to 40% of the total mass of the liquid crystal composition (the mass of the compound represented by formula I herein refers to the total mass of all the compounds represented by formula I added to the liquid crystal composition), and may be, for example, 0.1%, 0.5%, 1%, 2%, 3%, 4%, 5%, 5.5%, 6%, 7%, 8%, 9%, 10%, 12%, 14%, 15%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, 32%, 34%, 36%, 38%, 40%, etc., preferably 0.1 to 30%, and more preferably 0.1 to 25%.
In the present invention, the type of the compound of formula I is more than one, and for example, may be one, two, three, four, five, etc.
In the present invention, the mass of the compound represented by formula II accounts for 0.1 to 40% of the total mass of the liquid crystal composition (the mass of the compound represented by formula II herein refers to the total mass of all the compounds represented by formula II added to the liquid crystal composition), and may be, for example, 0.1%, 0.5%, 1%, 2%, 3%, 4%, 5%, 5.5%, 6%, 7%, 8%, 9%, 10%, 12%, 14%, 15%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, 32%, 34%, 36%, 38%, 40%, etc., preferably 0.1 to 30%, and more preferably 0.1 to 25%.
In the present invention, the compound of formula II is one or more, and for example, may be one, two, three, four, five, etc.
In the present invention, the liquid crystal composition further comprises at least one compound represented by formula M:
Figure BDA0002512036910000051
wherein,
RM1and RM2Each is independently selected from substituted or unsubstituted C1-C12 (such as C1, C2, C4, C6, C8, C10 and C12) chain alkyl, substituted or unsubstituted C3-C5 (such as C3, C4 and C5) cycloalkyl or substituted or unsubstituted C1-C12 chain alkyl, or two or more-CH (CH-CH) s which are not adjacent2-groups each independently substituted with-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, said C1-C12 chain alkyl and C3-C5 cycloalkyl substituents each independently being selected from-F or-Cl;
ring M1Ring M2And ring M3Are each independently selected from
Figure BDA0002512036910000052
Or
Figure BDA0002512036910000053
At least one-CH of2by-O- (i.e. -CH)2Can be replaced by-O-until
Figure BDA0002512036910000054
irreplaceable-CH2-until now, the same meanings as in the following expressions) such as ring M1Ring M2And ring M3Can be independently selected from
Figure BDA0002512036910000055
Figure BDA0002512036910000056
Etc. or
Figure BDA0002512036910000057
A group in which at least one carbon-carbon single bond is replaced by a carbon-carbon double bond, or
Figure BDA0002512036910000058
Of (a) at most one-H substituted by halogen, e.g. ring M1Ring M2And ring M3Can be independently selected from
Figure BDA0002512036910000059
Etc.;
ZM1and ZM2Each independently selected from the group consisting of a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-C≡C-、-CH＝CH-、-CH2CH2-or- (CH)2)4-；
nMIs 0, 1 or 2, when nMWhen 2, ring M2May be the same or different, ZM2May be the same or different.
As a preferred embodiment of the present invention, RM1And RM2Preferably each independently is a linear or branched alkyl group containing 1 to 10 (e.g. may be 1, 2,3, 4, 5, 6, 7, 8, 9, 10) carbon atoms, a linear or branched alkoxy group containing 1 to 9 (e.g. may be 1, 2,3, 4, 5, 6, 7, 8, 9) carbon atoms, or a linear or branched alkenyl group containing 2 to 10 (e.g. may be 2,3, 4, 5, 6, 7, 8, 9, 10) carbon atoms; rM1And RM2Go toEach of the steps is preferably independently a linear or branched alkyl group having 1 to 8 carbon atoms, a linear or branched alkoxy group having 1 to 7 carbon atoms, or a linear or branched alkenyl group having 2 to 8 carbon atoms; rM1And RM2Still more preferably, each is independently a linear or branched alkyl group having 1 to 5 carbon atoms, a linear or branched alkoxy group having 1 to 4 carbon atoms, or a linear or branched alkenyl group having 2 to 4 carbon atoms.
As a preferred embodiment of the present invention, RM1And RM2Preferably independently represent a linear alkenyl group containing 2 to 8 carbon atoms; rM1And RM2Further preferably independently represents a linear alkenyl group having 2 to 5 carbon atoms.
As a preferred embodiment of the present invention, RM1And RM2One of which is a linear alkenyl group having 2 to 5 carbon atoms and the other of which is a linear alkyl group having 1 to 5 carbon atoms.
As a preferred embodiment of the present invention, RM1And RM2Independently represents a linear alkoxy group having 1 to 8 carbon atoms; further preferably, RM1And RM2Independently represents a linear alkoxy group having 1 to 5 carbon atoms.
As a preferred embodiment of the present invention, RM1And RM2One is a straight chain alkoxy group having 1 to 5 carbon atoms and the other is a straight chain alkyl group having 1 to 5 carbon atoms.
Preferably, the compound represented by the formula M is selected from any one or a combination of at least two of the following compounds:
Figure BDA0002512036910000061
Figure BDA0002512036910000071
Figure BDA0002512036910000081
in the present invention, the mass of the compound represented by the formula M is 0.1 to 90% of the total mass of the liquid crystal composition (the mass of the compound represented by the formula M herein refers to the total mass of all the compounds represented by the formula M added to the liquid crystal composition), and may be, for example, 0.1%, 1%, 2%, 5%, 6%, 8%, 10%, 12%, 14%, 15%, 16%, 18%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, or the like, preferably 1 to 70%, and more preferably 10 to 70%.
The content of the compound represented by 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 needs to be 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 that the lower limit value and the upper limit value are low.
In some embodiments of the invention, R is preferred when reliability is a concernM1And RM2Are all alkyl; in the case where importance is attached to reduction in volatility of the compound, R is preferablyM1And RM2Are both alkoxy groups; when importance is attached to the reduction in viscosity, R is preferably usedM1And RM2At least one of which is alkenyl.
In the invention, the liquid crystal composition also comprises a compound shown as A-1 and/or a compound shown as A-2:
Figure BDA0002512036910000082
wherein,
RA1and RA2Each independently selected from substituted or unsubstituted C1-C12 chain alkyl (such as C1, C2, C4, C6, C8, C10, C12, etc.), substituted or unsubstituted C3-C5 cycloalkyl (such as C3, C4, C5), or the above-mentioned compoundOne or more than two non-adjacent-CH in substituted or unsubstituted C1-C12 chain alkyl2-groups each independently substituted with-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, said C1-C12 chain alkyl and C3-C5 cycloalkyl substituents each independently being selected from-F or-Cl;
ring A11Ring A12Ring A21And ring A22Each independently selected from
Figure BDA0002512036910000083
Figure BDA0002512036910000084
Or
Figure BDA0002512036910000085
At least one-CH of2-a group replaced by-O-, or
Figure BDA0002512036910000086
A group in which at least one carbon-carbon single bond is replaced by a carbon-carbon double bond, or
Figure BDA0002512036910000087
A group in which at least one-H group in (A) is substituted by-F, -Cl or-CN, or
Figure BDA0002512036910000091
A group in which at least one of-C-H-is replaced by-N-such as
Figure BDA0002512036910000092
wherein-C-H-substituted by-N-may be
Figure BDA0002512036910000093
Etc.;
ZA11、ZA21and ZA22Each independently selected from 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 selected from hydrogen, halogen, halogenated or non-halogenated C1-C3 chain alkyl;
XA1and XA2Each independently selected from halogen, halogenated C1-C5 chain alkyl, halogenated C1-C5 chain alkoxy, halogenated C2-C5 chain alkenyl or halogenated C2-C5 chain alkenyloxy;
nA11is 0, 1, 2 or 3, when nA11When 2 or 3, ring A11May be the same or different, ZA11May be the same or different;
nA12is 1 or 2, when nA122, ring
Figure BDA0002512036910000094
The same or different;
nA2is 0, 1, 2 or 3, when nA2When 2 or 3, ring A21May be the same or different, ZA21May be the same or different;
when X is presentA1is-CF3When, ring A12Is not that
Figure BDA0002512036910000095
When X is presentA2is-CF3When, ring A22Is not that
Figure BDA0002512036910000096
When n isA12When 2, ring A12Is not that
Figure BDA0002512036910000097
When ring A22Aromatic ring, and nA2When 1, 2 or 3, ring A21Is not that
Figure BDA0002512036910000098
Figure BDA0002512036910000099
In the invention, the compound A-1 is selected from any one or a combination of at least two of the following compounds:
Figure BDA00025120369100000910
Figure BDA0002512036910000101
Figure BDA0002512036910000111
wherein,
RA1is selected from one or more than two-CH (CH) in substituted or unsubstituted C1-C8 chain alkyl, substituted or unsubstituted C3-C5 cycloalkyl or substituted or unsubstituted C1-C8 chain alkyl2-groups each independently substituted with-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, said C1-C8 chain alkyl and C3-C5 cycloalkyl substituents each independently being selected from-F or-Cl;
Rvand RwEach independently selected from-CH2-or-O-;
LA11、LA12、LA11'、LA12'、LA14、LA15and LA16Each independently selected from-H or-F;
LA13and LA13' each is independently selected from-H or-CH3；
XA1Selected from-F, -CF3or-OCF3；
v and w are each independently 0 or 1.
Preferably, the compound represented by A-2 is selected from any one or a combination of at least two of the following compounds:
Figure BDA0002512036910000121
Figure BDA0002512036910000131
wherein,
RA2is selected from substituted or unsubstituted C1-C8 chain alkyl, and one or more than two non-adjacent-CH in the substituted or unsubstituted C1-C8 chain alkyl2-groups each independently substituted with-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, said C1-C8 chain alkyl and C3-C5 cycloalkyl substituents each independently being selected from-F or-Cl;
LA21、LA22、LA23、LA24and LA25Each independently selected from-H or-F;
XA2each independently selected from-F, -CF3、-OCF3or-CH2CH2CH＝CF2；
XA3represents-F, -OCF3or-CH2CH2CH＝CF2。
In the present invention, the mass of the compound represented by the formula A-1 is 0.1 to 50% of the total mass of the liquid crystal composition (the mass of the compound represented by the formula A-1 herein means the total mass of all the compounds represented by the formula A-1 added to the liquid crystal composition), and may be, for example, 0.1%, 0.5%, 1%, 2%, 3%, 4%, 5%, 5.5%, 6%, 7%, 8%, 9%, 10%, 12%, 14%, 15%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, 32%, 34%, 36%, 38%, 40%, 45%, 50%, etc., preferably 0.1 to 40%.
The preferable content of the compound represented by the formula A-1 is preferably such that the lower limit value is slightly lower and the upper limit value is slightly lower, when the viscosity of the liquid crystal composition of the present invention is kept low and the response speed is high; further, when the clearing point of the liquid crystal composition of the present invention is kept high and the temperature stability is good, it is preferable to make the lower limit value slightly lower and the upper limit value slightly lower; in order to increase the absolute value of the dielectric anisotropy while keeping the driving voltage low, it is preferable to increase the lower limit and the upper limit slightly.
In the present invention, the mass of the compound represented by the formula A-2 is 0.1 to 60% of the total mass of the liquid crystal composition (the mass of the compound represented by the formula A-2 herein means the total mass of all the compounds represented by the formula A-2 added to the liquid crystal composition), and may be, for example, 0.1%, 0.5%, 1%, 2%, 3%, 4%, 5%, 5.5%, 6%, 7%, 8%, 9%, 10%, 12%, 14%, 15%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, 32%, 34%, 36%, 38%, 40%, 45%, 50%, 55%, 60%, etc., and preferably 0.1 to 50%.
The preferable content of the compound represented by the formula a-2 is preferably such that the lower limit value is slightly lower and the upper limit value is slightly lower, when the viscosity of the liquid crystal composition of the present invention is kept low and the response speed is high; further, when the clearing point of the liquid crystal composition of the present invention is kept high and the temperature stability is good, it is preferable to make the lower limit value slightly lower and the upper limit value slightly lower; in order to increase the absolute value of the dielectric anisotropy while keeping the driving voltage low, it is preferable to increase the lower limit and the upper limit.
In the present invention, the liquid crystal composition further comprises at least one compound represented by formula N:
Figure BDA0002512036910000141
wherein,
RN1and RN2Each independently selected from substituted or unsubstituted C1-C12 chain alkyl, substituted or unsubstituted C3-C5 cycloalkyl or substituted or unsubstituted C1-C12 chain alkyl, or two or more-CH (carbon-carbon) s not adjacent2-groups each independently substituted with-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, said C1-C12 chain alkyl and C3-C5 cycloalkyl substituents each independently selected from-For-Cl;
ring N1And ring N2Each independently selected from substituted or unsubstituted
Figure BDA0002512036910000142
Or substituted or unsubstituted
Figure BDA0002512036910000143
Or
Figure BDA0002512036910000144
At least one-CH of2-a group replaced by-O-, or
Figure BDA0002512036910000145
A group in which at least one carbon-carbon single bond is replaced by a carbon-carbon double bond, or
Figure BDA0002512036910000146
A group in which at least one-H group in (A) is substituted by-F, -Cl or-CN, or
Figure BDA0002512036910000147
At least one of-C-H ═ substituted by-N ═ substituted group;
ZN1and ZN2Each independently selected from the group consisting of a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、-(CH2)4-、-CF2O-or-OCF2-；
LN1And LN2Each independently selected from-H, methyl, ethyl, n-propyl, isopropyl or halogen;
nN1represents 0, 1, 2 or 3, nN2Represents 0 or 1, and 0. ltoreq. nN1+nN2Less than or equal to 3, when n isN1When 2 or 3, ring N1May be the same or different, ZN1May be the same or different.
As a preferred embodiment of the present invention, R is preferablyN1And RN2Each independently represents a compound containingA straight or branched alkyl group of 1 to 10 (e.g., 1, 2,3, 4, 5, 6, 7, 8, 9, 10) carbon atoms, a straight or branched alkoxy group of 1 to 9 (e.g., 1, 2,3, 4, 5, 6, 7, 8, 9) carbon atoms, or a straight or branched alkenyl group of 2 to 10 (e.g., 2,3, 4, 5, 6, 7, 8, 9, 10) carbon atoms; further preferably, RN1And RN2Each independently represents a linear or branched alkyl group having 1 to 8 carbon atoms, a linear or branched alkoxy group having 1 to 7 carbon atoms, or a linear or branched alkenyl group having 2 to 8 carbon atoms; even further preferably, RN1And RN2Each independently represents a linear or branched alkyl group having 1 to 5 carbon atoms, a linear or branched alkoxy group having 1 to 4 carbon atoms, or a linear or branched alkenyl group having 2 to 5 carbon atoms.
As a preferred embodiment of the present invention, RN1Further preferred is 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; rN1Still more 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 5 carbon atoms.
As a preferred embodiment of the present invention, ring N1And ring N2Each independently selected from
Figure BDA0002512036910000151
Figure BDA0002512036910000152
Preferably, the compound represented by the formula N is selected from any one of the following compounds or a combination of at least two of the following compounds:
Figure BDA0002512036910000153
Figure BDA0002512036910000161
in the present invention, the mass of the compound represented by the formula N is 0.1 to 60% of the total mass of the liquid crystal composition (the mass of the compound represented by the formula N herein refers to the total mass of all the compounds represented by the formula N added to the liquid crystal composition), and may be, for example, 0.1%, 0.5%, 1%, 2%, 3%, 4%, 5%, 5.5%, 6%, 7%, 8%, 9%, 10%, 12%, 14%, 15%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, 32%, 34%, 36%, 38%, 40%, 45%, 50%, 55%, 60%, etc.
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 represented by 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 represented by formula N are preferably low; when the absolute value of 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 represented by the formula N be increased.
The liquid crystal composition further comprises any one or a combination of at least two of a dopant, nematic liquid crystal, smectic liquid crystal, cholesterol liquid crystal, an antioxidant, an ultraviolet absorber, an infrared absorber, a polymerizable monomer or a light stabilizer.
In the present invention, the dopant is selected from any one of or a combination of at least two of the following compounds:
Figure BDA0002512036910000171
Figure BDA0002512036910000181
in the present invention, the liquid crystal composition further comprises 0 to 5% of a dopant, for example, 0%, 0.005%, 0.01%, 0.1%, 0.2%, 0.3%, 0.4%, 0.5%, 0.6%, 0.7%, 0.8%, 0.9%, 1%, 2%, 3%, 4%, 5%, etc., preferably 0.01 to 1%, based on 100% of the total mass of the liquid crystal composition.
In the present invention, the light stabilizer is selected from any one or a combination of at least two of the following compounds:
Figure BDA0002512036910000182
Figure BDA0002512036910000191
wherein n represents a positive integer of 1 to 12, and may be, for example, 1, 2, 4, 6, 8, 10, 12, or the like.
In the present invention, the light stabilizer is selected from
Figure BDA0002512036910000201
Figure BDA0002512036910000202
Any one or a combination of at least two of;
wherein n represents a positive integer of 1 to 12, and may be, for example, 1, 2, 4, 6, 8, 10, 12, or the like.
In the present invention, the liquid crystal composition further comprises 0 to 5% of a light stabilizer, for example, 0%, 0.005%, 0.01%, 0.1%, 0.2%, 0.3%, 0.4%, 0.5%, 0.6%, 0.7%, 0.8%, 0.9%, 1%, 2%, 3%, 4%, 5%, etc., preferably 0.01 to 1%, and more preferably 0.01 to 0.1%, based on 100% by mass of the total liquid crystal composition.
In a second aspect, the present invention provides a liquid crystal display element comprising the liquid crystal composition according to the first aspect.
Preferably, the liquid crystal display component is suitable for a liquid crystal display element driven by an active matrix thin film transistor (AM-TFT).
Terms and definitions:
the term "chain alkyl" represents a straight or branched alkyl group containing both carbon and hydrogen atoms, and may be, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, neopentyl, hexyl, heptyl, octyl, nonyl, decyl, 2-ethylbutyl, 2-ethylhexyl, or 2-butyloctyl, and the like.
The term "cycloalkyl" represents a saturated monocyclic hydrocarbon ring containing more than 3 carbon atoms, and may be, for example
Figure BDA0002512036910000203
(cyclopropyl) to give,
Figure BDA0002512036910000204
(cyclobutyl) or
Figure BDA0002512036910000205
(cyclopentyl) and the like.
The term "linear alkoxy" represents a straight-chain or branched alkoxy group bonded through an oxygen atom, such as methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, pentoxy.
The term "chain alkenyl" includes chain alkyl groups as defined above containing at least one double bond between adjacent carbon atoms. Alkenyl includes cis and trans isomers. Representative straight and branched alkenyls include, but are not limited to, ethenyl, propenyl, 1-butenyl, 2-butenyl, isobutenyl, 1-pentenyl, 2-pentenyl, 3-methyl-1-butenyl, 2-methyl-2-butenyl, 2, 3-dimethyl-2-butenyl, and the like.
The term "linear alkenyloxy" represents a linear or branched alkenyloxy group bonded through an oxygen atom.
The alkenyl group in the present invention is preferably selected from the group selected from any one of the formulae (V1) to (V9), and particularly preferably formula (V1), formula (V2), formula (V8) or (V9). The groups selected from formulae (V1) to (V9) are as follows:
Figure BDA0002512036910000206
wherein, is selected from the carbon atoms in the bonded ring structures.
The alkenyloxy group in the present invention is preferably selected from the group consisting of any one of the formulae (OV1) to (OV9), and particularly preferably formula (OV1), formula (OV2), formula (OV8) or (OV 9). The groups selected from formulae (OV1) to (OV9) are as follows:
Figure BDA0002512036910000211
wherein, is selected from the carbon atoms in the bonded ring structures.
The term "substituted or unsubstituted" means that a hydrogen in the structure is substituted with the substituent or that the hydrogen is unsubstituted. Unless otherwise indicated, an optionally substituted group may have a substituent at each substitutable position of the group, or more than one (to the substitutable position on the substituted structure) position in the structure may be substituted.
The numerical range "C1-C12" and its included sub-ranges as used herein means having a defined number of 1-12 carbon atoms, i.e. containing 1, 2,3, 4, 5, 6, 7, 8, 9, 10, 11, 12 carbon atoms.
The term "halogen" represents F, Cl, Br or I.
Compared with the prior art, the invention has the following beneficial effects:
the liquid crystal composition of the present invention has a large dielectric anisotropy and a large K while maintaining a proper optical anisotropy and a proper clearing pointaveThe value (average elastic constant) and shorter response time, so that the liquid crystal display device containing the liquid crystal composition also has lower temperature use rangeThe threshold voltage of (2), better contrast and faster response speed.
Detailed Description
The technical solution of the present invention is further explained by the following embodiments. It should be understood by those skilled in the art that the examples are only for the understanding of the present invention and should not be construed as the specific limitations of the present invention.
For convenience of expression, the groups of the liquid crystal compounds in the following examples are represented by the codes listed in Table 1:
TABLE 1
Figure BDA0002512036910000212
Figure BDA0002512036910000221
Compounds of the following formula are exemplified:
Figure BDA0002512036910000222
the structural formula is represented by the code listed in Table 1, and can be expressed as: nCCPM, wherein n in the code represents the C atom number of the left-end alkyl, for example, n is 3, namely, the alkyl is n-propyl; m represents the number of C atoms of the alkyl group at the right end, for example, n is "2", that is, the alkyl group is ethyl, C in the code represents 1, 4-cyclohexylene, and P in the code represents 1, 4-phenylene.
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.)
KaveAverage elastic constant
τoffTime required to decrease from 90% transmittance to 10% transmittance when power was removed (ms, 25 ℃ C.)
Wherein,
cp: obtained by melting point apparatus testing.
Δ n: the test result is obtained by using an Abbe refractometer under a sodium lamp (589nm) light source and at 25 ℃.
Δε：Δε＝ε∥-ε⊥Wherein, epsilon∥Is a dielectric constant parallel to the molecular axis,. epsilon⊥Is the dielectric constant perpendicular to the molecular axis; and (3) testing conditions are as follows: a TN type test box with 25 ℃, 1KHz and 7 μm box thickness.
K11、K22、K33The C-V curve of the liquid crystal material is tested by using an LCR instrument and an antiparallel friction box and calculated, and the test conditions are as follows: a 7-micron antiparallel friction box, wherein V is 0.1-20V;
Figure BDA0002512036910000223
(K11+K22+K33)。
τofftest results using DMS505, test conditions: IPS type test cell having a cell thickness of 3.5 μm.
The respective components used in the following examples and comparative examples can be synthesized by a known method or obtained commercially. These synthesis techniques are conventional and the resulting liquid crystal compounds are tested to meet the standards for electronic compounds.
Liquid crystal compositions were prepared according to the compounding ratios of the liquid crystal compositions specified in the following examples and comparative examples. The liquid crystal composition is prepared according to a conventional method in the art, for example, by mixing in a prescribed ratio by heating, ultrasonic wave, suspension, etc.
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 was prepared by using the compounds and their mass percentages listed in table 2, and filled between two substrates of a liquid crystal display to perform a performance test.
TABLE 2 formulation of liquid crystal composition and results of performance parameter test
Figure BDA0002512036910000231
Example 1
The liquid crystal composition of example 1 was prepared by using the compounds listed in Table 3 and their mass percentages, and filled between two substrates of a liquid crystal display to perform a performance test.
TABLE 3 formulation of liquid crystal composition and results of performance parameter test
Figure BDA0002512036910000232
Comparative example 2
The liquid crystal composition of comparative example 2 was prepared by using the compounds and their mass percentages listed in table 4, and filled between two substrates of a liquid crystal display to perform a performance test.
TABLE 4 formulation of liquid crystal composition and results of performance parameter test
Figure BDA0002512036910000241
Example 2
The liquid crystal composition of example 2 was prepared by using the compounds listed in Table 5 and their mass percentages, and filled between two substrates of a liquid crystal display to perform a performance test.
TABLE 5 formulation of liquid crystal composition and results of performance parameter test
Figure BDA0002512036910000242
Example 3
The liquid crystal composition of example 3 was prepared by using the compounds listed in Table 6 and their mass percentages, and filled between two substrates of a liquid crystal display to perform a performance test.
TABLE 6 formulation of liquid crystal composition and results of performance parameter test
Figure BDA0002512036910000251
Example 4
The liquid crystal composition of example 4 was prepared by using the compounds listed in Table 7 and their mass percentages, and filled between two substrates of a liquid crystal display to perform a performance test.
TABLE 7 liquid crystal composition formulations and performance parameter test results
Figure BDA0002512036910000252
Figure BDA0002512036910000261
Example 5
The liquid crystal composition of example 5 was prepared by using the compounds listed in Table 8 and their mass percentages, and filled between two substrates of a liquid crystal display to perform a performance test.
TABLE 8 formulation of liquid crystal composition and results of performance parameter test
Figure BDA0002512036910000262
Example 6
The liquid crystal composition of example 6 was prepared by using the compounds and their mass percentages listed in table 9, and filled between two substrates of a liquid crystal display to perform a performance test.
TABLE 9 formulation of liquid crystal composition and results of testing performance parameters
Figure BDA0002512036910000263
Figure BDA0002512036910000271
Example 7
The liquid crystal composition of example 7 was prepared by using the compounds listed in Table 10 and their mass percentages, and filled between two substrates of a liquid crystal display to perform a performance test.
TABLE 10 formulation of liquid crystal composition and results of performance parameter test
Figure BDA0002512036910000272
Example 8
The liquid crystal composition of example 8 was prepared by using the compounds and their mass percentages listed in table 11, and filled between two substrates of a liquid crystal display to perform a performance test.
TABLE 11 formulation of liquid crystal composition and results of performance parameter test
Figure BDA0002512036910000273
Figure BDA0002512036910000281
Example 9
The liquid crystal composition of example 9 was prepared by using the compounds listed in Table 12 and their mass percentages, and filled between two substrates of a liquid crystal display to perform a performance test.
TABLE 12 formulation of liquid crystal composition and results of testing performance parameters
Figure BDA0002512036910000282
Figure BDA0002512036910000291
Example 10
The liquid crystal composition of example 10 was prepared by using the compounds and their mass percentages listed in table 13, and filled between two substrates of a liquid crystal display to perform a performance test.
TABLE 13 liquid crystal composition formulations and performance parameter test results
Figure BDA0002512036910000292
As is clear from the comparison between example 1 and comparative example 1, the liquid crystal composition of the present invention has a large dielectric anisotropy and a large K while maintaining a proper optical anisotropy and a proper clearing pointaveValue and shorter response time.
As is clear from the comparison of example 2 with comparative example 2, the liquid crystal composition of the present invention has a larger dielectric anisotropy and a larger K with maintaining a proper optical anisotropy, a proper clearing point and a proper response timeaveThe value is obtained.
In summary, the liquid crystal composition of the present invention has a large dielectric anisotropy and a large K while maintaining a proper optical anisotropy and a proper clearing pointaveThe value and the shorter response time enable a liquid crystal display device containing the liquid crystal composition to have lower threshold voltage, better contrast and faster response speed under the condition of maintaining a proper temperature use range.
The applicant states that the liquid crystal composition and the liquid crystal display device of the present invention are described in the above examples, but the present invention is not limited to the above examples, that is, the present invention is not limited to the above examples. It should be understood by those skilled in the art that any modification of the present invention, equivalent substitutions of the raw materials of the product of the present invention, addition of auxiliary components, selection of specific modes, etc., are within the scope and disclosure of the present invention.

Claims (10)

1. A liquid crystal composition comprising at least one compound of formula I and at least one compound of formula II:
Figure FDA0002512036900000011
wherein,
R1and R2Each independently selected from substituted or unsubstituted C1-C12 chain alkyl, substituted or unsubstituted C3-C5 cycloalkyl or substituted or unsubstituted C1-C12 chain alkyl, or two or more-CH (carbon-carbon) s not adjacent2-independently each occurrence, -CH ═ CH-, -C ≡ C-, -O-, -CO-),
Figure FDA0002512036900000012
-CO-O-or-O-CO-substituted, said C1-C12 chain alkyl and C3-C5 cycloalkyl substituents each being independently selected from-F or-Cl;
ring A1And ring A2Each independently selected from
Figure FDA0002512036900000013
Z1、Z2、Z3And Z4Each independently selected from the group consisting of a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、-(CH2)4-、-CH＝CHCH2O-、-CF2O-or-OCF2-；
L1、L2、L3、L4、L5And L6Each independently selected from hydrogen, halogen, halogenated or non-halogenated C1-C3 chain alkyl or halogenated or non-halogenated C1-C3 chain alkoxy;
Y1selected from halogen, halogenSubstituted C1-C3 chain alkyl or halogenated C1-C3 chain alkoxy;
n1and n2Each independently is 0, 1 or 2, when n1When 2, Z1May be the same or different, when n2When 2, Z3May be the same or different.
2. The liquid crystal composition of claim 1, wherein the compound represented by formula I comprises any one of compounds represented by I-1, compounds represented by I-2, or compounds represented by I-3, or a combination of at least two of the compounds:
Figure FDA0002512036900000014
wherein,
R1is selected from one or more than two-CH (CH) in substituted or unsubstituted C1-C12 chain alkyl, substituted or unsubstituted C3-C5 cycloalkyl or substituted or unsubstituted C1-C12 chain alkyl2-independently each occurrence, -CH ═ CH-, -C ≡ C-, -O-, -CO-),
Figure FDA0002512036900000015
-CO-O-or-O-CO-substituted, said C1-C12 chain alkyl and C3-C5 cycloalkyl substituents each being independently selected from-F or-Cl;
ring A1Is selected from
Figure FDA0002512036900000021
Z1'、Z1And Z2Each independently selected from a single bond, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、-CF2O-or-OCF2-。
3. The liquid crystal composition of claim 1 or 2, wherein the compound represented by formula II comprises any one of compounds represented by II-1, compounds represented by II-2, or compounds represented by II-3, or a combination of at least two of the compounds:
Figure FDA0002512036900000022
wherein,
R2is selected from one or more than two-CH (CH) in substituted or unsubstituted C1-C12 chain alkyl, substituted or unsubstituted C3-C5 cycloalkyl or substituted or unsubstituted C1-C12 chain alkyl2-independently each occurrence, -CH ═ CH-, -C ≡ C-, -O-, -CO-),
Figure FDA0002512036900000023
-CO-O-or-O-CO-substituted, said C1-C12 chain alkyl and C3-C5 cycloalkyl substituents each being independently selected from-F or-Cl;
ring A2Is selected from
Figure FDA0002512036900000024
Z3'、Z3And Z4Each independently selected from a single bond, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、-CF2O-or-OCF2-；
L1、L2、L4And L5Each independently selected from-H, -F, -Cl or-CN;
Y1is selected from-CF3or-OCF3。
4. The liquid crystal composition according to any one of claims 1 to 3, wherein the mass of the compound represented by formula I is 0.1 to 40% of the total mass of the liquid crystal composition;
preferably, the mass of the compound represented by the formula II accounts for 0.1-40% of the total mass of the liquid crystal composition.
5. Liquid crystal composition according to any one of claims 1 to 4, characterized in that it further comprises at least one compound of formula M:
Figure FDA0002512036900000025
wherein,
RM1and RM2Each independently selected from substituted or unsubstituted C1-C12 chain alkyl, substituted or unsubstituted C3-C5 cycloalkyl or substituted or unsubstituted C1-C12 chain alkyl, or two or more-CH (carbon-carbon) s not adjacent2-groups each independently substituted with-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, said C1-C12 chain alkyl and C3-C5 cycloalkyl substituents each independently being selected from-F or-Cl;
ring M1Ring M2And ring M3Each independently selected from
Figure FDA0002512036900000031
Or
Figure FDA0002512036900000032
At least one-CH of2-a group replaced by-O-, or
Figure FDA0002512036900000033
A group in which at least one carbon-carbon single bond is replaced by a carbon-carbon double bond, or
Figure FDA0002512036900000034
A group in which at most one-H is substituted with halogen;
ZM1and ZM2Each independently selected from the group consisting of a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-C≡C-、-CH＝CH-、-CH2CH2-or- (CH)2)4-；
nMIs 0, 1 or 2, when nMWhen 2, ring M2May be the same or different, ZM2May be the same or different;
preferably, the compound represented by the formula M is selected from any one or a combination of at least two of the following compounds:
Figure FDA0002512036900000035
Figure FDA0002512036900000041
Figure FDA0002512036900000051
6. the liquid crystal composition according to claim 5, wherein the mass of the compound represented by the formula M is 0.1 to 90% of the total mass of the liquid crystal composition.
7. The liquid crystal composition according to any one of claims 1 to 6, wherein the liquid crystal composition further comprises a compound represented by A-1 and/or a compound represented by A-2:
Figure FDA0002512036900000052
wherein,
RA1and RA2Each independently selected from substituted or unsubstituted C1-C12 chain alkyl, substituted or unsubstituted C3-C5 cycloalkyl or substituted or unsubstituted C1-C12 chain alkyl, or two or more-CH (carbon-carbon) s not adjacent2-groups each independently substituted with-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, said C1-C12 chain alkyl and C3-C5 cycloalkyl substituents each independently being selected from-F or-Cl;
ring A11Ring A12Ring A21And ring A22Each independently selected from
Figure FDA0002512036900000053
Figure FDA0002512036900000054
Or
Figure FDA0002512036900000055
At least one-CH of2-a group replaced by-O-, or
Figure FDA0002512036900000056
A group in which at least one carbon-carbon single bond is replaced by a carbon-carbon double bond, or
Figure FDA0002512036900000057
A group in which at least one-H group in (A) is substituted by-F, -Cl or-CN, or
Figure FDA0002512036900000058
At least one of-C-H ═ substituted by-N ═ group;
ZA11、ZA21and ZA22Each independently selected from 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 selected from hydrogen, halogen, halogenated or non-halogenated C1-C3 chain alkyl;
XA1and XA2Each independently selected from halogen, halogenated C1-C5 chain alkyl, halogenated C1-C5 chain alkoxy, halogenated C2-C5 chain alkenyl or halogenated C2-C5 chain alkenyloxy;
nA11is 0, 1, 2 or 3, when nA112 or 3, ring A11Is the same as orDifferent, ZA11The same or different;
nA12is 1 or 2, when nA122, ring
Figure FDA0002512036900000061
The same or different;
nA2is 0, 1, 2 or 3, when nA22 or 3, ring A21Same or different, ZA21The same or different;
said XA1is-CF3When said ring A is present12Is not that
Figure FDA0002512036900000062
Said XA2is-CF3When said ring A is present22Is not that
Figure FDA0002512036900000063
N isA12When 2, ring A12Is not that
Figure FDA0002512036900000064
The ring A22Is an aromatic ring, and nA2When represents 1, 2 or 3, ring A21Is not that
Figure FDA0002512036900000065
Figure FDA0002512036900000066
Preferably, the compound shown in A-1 is selected from any one or a combination of at least two of the following compounds:
Figure FDA0002512036900000067
Figure FDA0002512036900000071
Figure FDA0002512036900000081
wherein,
RA1is selected from one or more than two-CH (CH) in substituted or unsubstituted C1-C8 chain alkyl, substituted or unsubstituted C3-C5 cycloalkyl or substituted or unsubstituted C1-C8 chain alkyl2-groups each independently substituted with-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, said C1-C8 chain alkyl and C3-C5 cycloalkyl substituents each independently being selected from-F or-Cl;
Rvand RwEach independently selected from-CH2-or-O-;
LA11、LA12、LA11'、LA12'、LA14、LA15and LA16Each independently selected from-H or-F;
LA13and LA13' each is independently selected from-H or-CH3；
XA1Selected from-F, -CF3or-OCF3；
v and w are each independently 0 or 1;
preferably, the compound represented by A-2 is selected from any one or a combination of at least two of the following compounds:
Figure FDA0002512036900000091
Figure FDA0002512036900000101
wherein,
RA2selected from substituted or unsubstituted C1-C8 chain alkyl groupsOne or more than two non-adjacent-CH in the substituted or unsubstituted C1-C8 chain alkyl2-groups each independently substituted with-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, said C1-C8 chain alkyl and C3-C5 cycloalkyl substituents each independently being selected from-F or-Cl;
LA21、LA22、LA23、LA24and LA25Each independently selected from-H or-F;
XA2selected from-F, -CF3、-OCF3or-CH2CH2CH＝CF2；
XA3represents-F, -OCF3or-CH2CH2CH＝CF2。
8. The liquid crystal composition according to claim 7, wherein the mass of the compound represented by the formula A-1 is 0.1 to 50% of the total mass of the liquid crystal composition;
preferably, the mass of the compound represented by the formula A-2 accounts for 0.1 to 60% of the total mass of the liquid crystal composition.
9. A liquid crystal display device, wherein the liquid crystal display device comprises the liquid crystal composition according to any one of claims 1 to 8.
10. A liquid crystal display device as claimed in claim 9, wherein the liquid crystal display device is an active matrix thin film transistor-driven liquid crystal display device.
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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4871469A (en) * 1986-05-02 1989-10-03 Bescrankter Haftung Nematic liquid-crystalline phases
JPH10139778A (en) * 1996-11-07 1998-05-26 Chisso Corp Dioxane derivative having fluoroalkyl group, liquid crystal composition and liquid crystal display element
CN1211978A (en) * 1996-10-22 1999-03-24 智索公司 Dioxane derivatives, liquid-crystal compositions containing same and liquid-crystal display devices made by using same
DE10217771A1 (en) * 2001-04-24 2002-10-31 Merck Patent Gmbh New biscyclohexyl-1,3-dioxan compounds with various terminal substituent groups, used as components of liquid crystal media, e.g. for active matrix displays in monitors, digital cameras and mobile telephones
CN105906490A (en) * 2015-02-24 2016-08-31 捷恩智株式会社 Liquid crystal compound having vinylene group, liquid crystal composition and liquid crystal display device

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4871469A (en) * 1986-05-02 1989-10-03 Bescrankter Haftung Nematic liquid-crystalline phases
CN1211978A (en) * 1996-10-22 1999-03-24 智索公司 Dioxane derivatives, liquid-crystal compositions containing same and liquid-crystal display devices made by using same
JPH10139778A (en) * 1996-11-07 1998-05-26 Chisso Corp Dioxane derivative having fluoroalkyl group, liquid crystal composition and liquid crystal display element
DE10217771A1 (en) * 2001-04-24 2002-10-31 Merck Patent Gmbh New biscyclohexyl-1,3-dioxan compounds with various terminal substituent groups, used as components of liquid crystal media, e.g. for active matrix displays in monitors, digital cameras and mobile telephones
CN105906490A (en) * 2015-02-24 2016-08-31 捷恩智株式会社 Liquid crystal compound having vinylene group, liquid crystal composition and liquid crystal display device

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