CN111748357B - Liquid crystal composition and liquid crystal display element - Google Patents

Liquid crystal composition and liquid crystal display element Download PDF

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Publication number
CN111748357B
CN111748357B CN201910249913.XA CN201910249913A CN111748357B CN 111748357 B CN111748357 B CN 111748357B CN 201910249913 A CN201910249913 A CN 201910249913A CN 111748357 B CN111748357 B CN 111748357B
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liquid crystal
formula
crystal composition
group
compound shown
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CN111748357A (en
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李佳明
梁志安
员国良
康素敏
张璇
张宁
鲜义芬
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Shijiazhuang Chengzhi Yonghua Display Material Co Ltd
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Shijiazhuang Chengzhi Yonghua Display Material Co Ltd
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    • CCHEMISTRY; METALLURGY
    • 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
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL 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
    • G02F1/00Devices 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
    • G02F1/01Devices 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 
    • G02F1/13Devices 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
    • G02F1/137Devices 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

Abstract

The application relates to a liquid crystal composition and a liquid crystal display element containing the same. The application provides a liquid crystal composition, which comprises one or more compounds shown in a formula I and one or more compounds shown in a formula II,

Description

Liquid crystal composition and liquid crystal display element
Technical Field
The present application belongs to the field of liquid crystal compounds. More particularly, it relates to a liquid crystal composition and a liquid crystal display element comprising the same.
Background
With the development of display technology, flat panel display devices such as liquid crystal displays (Liquid Crystal Display, LCDs) have been widely used in various consumer electronic products such as mobile phones, televisions, personal digital assistants, digital cameras, notebook computers, and desktop computers, and have become the mainstream of display devices, because of their advantages such as high image quality, power saving, thin body, and wide application range. The demands of liquid crystal flat panel display are increasing. Therefore, there is also a higher demand for quality characteristics of liquid crystal materials used in liquid crystal flat panel displays.
The liquid crystal material is one of important photoelectronic materials for liquid crystal display and has important effect in improving the performance of liquid crystal display. Any liquid crystal composition for display is required to have a wide liquid crystal state temperature, high stability, low rotational viscosity and high response speed to an electric field. Therefore, it is important to develop new liquid crystal materials with excellent properties and to obtain liquid crystal compositions satisfying the requirements.
Disclosure of Invention
The present inventors have conducted intensive studies to obtain a liquid crystal composition having a low rotational viscosity and a high response speed, and have found that the liquid crystal compound and the liquid crystal composition according to the present application can achieve the above object, and have completed the present application.
The first object of the present application is to provide a liquid crystal composition having a low rotational viscosity, a large elastic constant, a moderate optical anisotropy Δn, a good low temperature solubility, a low threshold voltage, and a good resistance to ultraviolet rays and high temperatures.
The second object of the present application is to provide a liquid crystal display element comprising the liquid crystal composition.
In order to achieve the first object, the present application adopts the following technical scheme:
a liquid crystal composition comprising one or more compounds of formula I and one or more compounds of formula II,
in the formula I, R 1 Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms; wherein R is 1 Any one or more of the groups shown-CH 2 Optionally substituted with cyclopentylene, cyclobutylene or cyclopropyl ene;
R 2 represents F, -CF 3 、-OCF 3
Independent representation->
m represents 1, 2 or 3;
n represents 0, or 1;
in the formula II, R 3 Represents an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms, wherein R 3 Any one or more of the groups shown-CH 2 Optionally substituted with cyclopentylene, cyclobutylene or cyclopropyl ene.
In the liquid crystal composition provided by the application, the compound shown in the formula I and the compound shown in the formula II have the characteristics of low rotational viscosity and high solubility. The lower rotational viscosity is more beneficial to improving the response speed of the liquid crystal composition, and the high solubility can be more easily dissolved with other compounds and is not easy to separate out. In addition, the compound shown in the formula I has larger positive dielectric anisotropy, which is beneficial to reducing the threshold voltage, and the compound shown in the formula II has larger elastic constant, which is beneficial to improving the response speed. Therefore, the liquid crystal composition composed of the liquid crystal compounds shown in the formulas I and II has lower rotational viscosity, larger elastic constant, moderate optical anisotropy delta n, good low-temperature solubility, lower threshold voltage and good ultraviolet resistance and high-temperature resistance.
The liquid crystal composition of the present application is preferably a positive dielectric anisotropic liquid crystal composition.
In the liquid crystal composition of the present application, the amount (mass fraction) of the compound represented by the formulas I, II to be added to the liquid crystal composition is not particularly limited;
preferably, in the liquid crystal composition, the mass fraction of the compound shown in the formula I is 1-50%, and the mass fraction of the compound shown in the formula II is 1-50%;
preferably, in the liquid crystal composition, the mass fraction of the compound shown in the formula I is 1-30%, and the mass fraction of the compound shown in the formula II is 5-20%.
Preferably, in the liquid crystal composition of the present application, the one or more compounds represented by formula I are selected from compounds represented by formulas I-1 to I-10,
wherein R is 101 Represents an alkyl group having 1 to 10 carbon atoms and an alkoxy group having 1 to 10 carbon atoms; r is R 2 Represents F, -CF 3 、-OCF 3 The method comprises the steps of carrying out a first treatment on the surface of the Wherein R is 101 Any one or more of the groups shown-CH 2 Optionally substituted with cyclopentylene, cyclobutylene or cyclopropyl ene.
As the aforementioned R 101 One or more non-adjacent-CH in the alkyl group having 1 to 10 carbon atoms 2 Examples of the group substituted with a cyclopropylene group, a cyclobutylene group or a cyclopentylene group include a cyclopropyl group, a cyclobutylene group, a cyclopentyl group, a methylcyclopropylene group, an ethylcyclopropylene group, a propylcyclopropylene group, an isopropylcyclopropylene group, a n-butylcyclopropylene group, an isobutylcyclopropylene group, a tert-butylcyclopropylene group, a methylcyclobutylene group, an ethylcyclobutylene group, a propylcyclobutylene group, an isopropylcyclobutylene group, a n-butylcyclobutylene group, an isobutylcyclobutylene group, a tert-butylcyclobutylene group, a methylcyclopentylene group, an ethylcyclopentylene group, a propylcyclopentylene group, an isopropylcyclopentylene group, a n-butylcyclopentylene group, an isobutylcyclopentylene group and the like. R is R 101 Among the groups shown, cyclopropyl or cyclopentyl is preferable from the viewpoints of the rotational viscosity, solubility and clearing point of the liquid crystal compound.
Preferably, in the liquid crystal composition of the present application, the aforementioned one or more compounds represented by formula II are selected from compounds represented by formula II-1-formula II-4,
preferably, the liquid crystal composition of the present application further comprises one or more compounds represented by the following formula III,
in the formula III, R 4 、R 5 Each independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkenyloxy group having 3 to 8 carbon atoms;
independent representation->
The compound shown in the formula III has the characteristics of low rotational viscosity and good intersolubility with other compounds. The liquid crystal composition of the present application contains a compound represented by formula III, which is advantageous in further improving the response speed of the liquid crystal composition.
In the liquid crystal composition of the present application, the amount (mass fraction) of the compound represented by the formulas I, II and III to be added to the liquid crystal composition is not particularly limited;
preferably, in the liquid crystal composition, the mass fraction of the compound shown in the formula III is 10-70%; further preferably 20-60%;
preferably, the liquid crystal composition has a mass fraction of 1-50% of the compound shown in formula I, a mass fraction of 1-50% of the compound shown in formula II and a mass fraction of 10-70% of the compound shown in formula III;
preferably, the liquid crystal composition has a mass fraction of 1-30% of the compound represented by formula I, a mass fraction of 5-20% of the compound represented by formula II, and a mass fraction of 20-60% of the compound represented by formula III.
Preferably, the compound represented by the formula III is selected from the compounds represented by the formulas III-1 to III-16,
preferably, the liquid crystal composition of the present application further comprises one or more compounds represented by the following formula IV,
in formula IV, R 6 、R 7 Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkenyloxy group having 3 to 8 carbon atoms;
each independently represents->
The compound shown in formula IV has high clearing point and elastic constant, especially splay elastic constant K 11 The liquid crystal composition of the present application contains the compound represented by the formula IV, thereby improving the clearing point and the splay elastic constant K of the liquid crystal composition 11
In the liquid crystal composition of the present application, the amount (mass fraction) of the compound represented by the formulas I, II, III and IV to be added to the liquid crystal composition is not particularly limited;
preferably, the mass fraction of the compound represented by formula IV in the liquid crystal composition is 1 to 30%; further preferably 5-20%;
preferably, the liquid crystal composition has a mass fraction of 1-50% of the compound shown in formula I, a mass fraction of 1-50% of the compound shown in formula II, a mass fraction of 10-70% of the compound shown in formula III and a mass fraction of 1-30% of the compound shown in formula IV;
preferably, the mass fraction of the compound shown in the formula I in the liquid crystal composition is 1-30%, the mass fraction of the compound shown in the formula II is 5-20%, the mass fraction of the compound shown in the formula III is 20-60%, and the mass fraction of the compound shown in the formula IV is 5-20%.
Preferably, the compound represented by the above formula IV is selected from the group consisting of compounds represented by the formulas IV-1 to IV-4,
wherein R is 61 、R 71 Each independently represents an alkyl group having 2 to 6 carbon atoms or an alkenyl group having 2 to 6 carbon atoms; r is R 72 An alkoxy group having 1 to 5 carbon atoms.
Preferably, said R 61 、R 71 The alkenyl group having 2 to 6 carbon atoms is vinyl, 2-propenyl or 3-pentenyl.
Preferably, the liquid crystal composition of the present application further comprises one or more compounds represented by the following formula V,
in the formula V, R 8 、R 9 Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
representation->
F 1 、F 2 、F 3 Each independently represents H or F, and F 2 、F 3 And F is not the same time.
The compound of formula V has a high clearing point. The clearing point of the liquid crystal composition of the present application can be significantly improved by including the compound represented by formula V in the liquid crystal composition of the present application.
In the liquid crystal composition of the present application, the amount (mass fraction) of the compound represented by the formulas I, II, III, IV, V to be added to the liquid crystal composition is not particularly limited;
preferably, in the liquid crystal composition, the mass fraction of the compound shown in the formula V is 1-10%; further preferably 2-5%;
preferably, the liquid crystal composition has a mass fraction of 1-50% of the compound shown in formula I, a mass fraction of 1-50% of the compound shown in formula II, a mass fraction of 10-70% of the compound shown in formula III, a mass fraction of 1-30% of the compound shown in formula IV and a mass fraction of 1-10% of the compound shown in formula V;
preferably, the liquid crystal composition comprises 1-50% of the compound shown in the formula I, 5-20% of the compound shown in the formula II, 20-60% of the compound shown in the formula III, 5-20% of the compound shown in the formula IV and 2-5% of the compound shown in the formula V.
Preferably, the compound represented by the aforementioned formula V is selected from the compounds represented by the formulas V-1 to V-3,
wherein R is 81 、R 91 Each independently preferably represents an alkyl group having 2 to 6 carbon atoms or an alkenyl group having 2 to 6 carbon atoms.
Preferably, the liquid crystal composition of the present application further comprises one or more compounds represented by the following formula VI,
in formula VI, R 10 Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms; wherein R is 10 Any one or more of-CH 2 Optionally substituted with cyclopentylene, cyclobutylene or cyclopropyl ene;
independent representation->
Z 1 Represents a single bond, -CH 2 -、-CH 2 -CH 2 -、-(CH 2 ) 3 -、-(CH 2 ) 4 -、-CH=CH-、-C≡C-、-COO-、-OOC-、-CF 2 O-、-OCH 2 -、-CH 2 O-、-OCF 2 -、-CF 2 CH 2 -、-CH 2 CF 2 -、-C 2 F 4 -or-cf=cf-;
X 1 、X 2 、X 3 each independently represents H or F;
Y 1 representing-F, -CF 3 、-OCF 3 、-OCF 2 H or-OCH 2 F;
q represents 0, 1 or 2.
The compound shown in the formula VI is positive dielectric anisotropic, and the threshold voltage of the liquid crystal composition is further regulated by the compound shown in the formula VI. In the liquid crystal composition of the present application, the amount (mass fraction) of the compound represented by the formulas I, II, III, IV, V and VI added to the liquid crystal composition is not particularly limited;
preferably, in the liquid crystal composition, the mass fraction of the compound shown in the formula VI is 1-50%; further preferably 10-30%;
preferably, the liquid crystal composition comprises 1-50% of the compound shown in formula I, 1-50% of the compound shown in formula II, 10-70% of the compound shown in formula III, 1-30% of the compound shown in formula IV, 1-10% of the compound shown in formula V and 1-50% of the compound shown in formula VI;
preferably, the liquid crystal composition comprises 1-30% of the compound shown in formula I, 5-20% of the compound shown in formula II, 20-60% of the compound shown in formula III, 5-20% of the compound shown in formula IV, 2-5% of the compound shown in formula V and 10-30% of the compound shown in formula VI.
Preferably, the aforementioned one or more compounds of formula VI are selected from the group consisting of compounds of formulas VI-1 to VI-23,
r in the formulae VI-1 to VI-2 and VI 4 to VI 23 10 Each independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkenyloxy group having 3 to 8 carbon atoms; wherein R is 10 Any one or more of the groups shown-CH 2 Optionally substituted with cyclopentylene, cyclobutylene or cyclopropyl ene;
(F) in the formulae VI 1 to VI 6 each independently represents H or F;
- (O) CF of the formula VI 7 3 representation-CF 3 or-OCF 3
R in formula VI-3 102 Representing carbon atomsAlkyl group having 1 to 10 carbon atoms, alkoxy group having 1 to 10 carbon atoms, or alkenyloxy group having 3 to 8 carbon atoms; wherein R is 102 Any one or more of the groups shown-CH 2 Optionally substituted with cyclopentylene, cyclobutylene or cyclopropyl ene.
R as in the abovementioned formula VI 10 One or more non-adjacent-CH in the alkyl group having 1 to 10 carbon atoms 2 Examples of the group substituted with a cyclopropylene group, a cyclobutylene group or a cyclopentylene group include a cyclopropyl group, a cyclobutylene group, a cyclopentyl group, a methylcyclopropylene group, an ethylcyclopropylene group, a propylcyclopropylene group, an isopropylcyclopropylene group, a n-butylcyclopropylene group, an isobutylcyclopropylene group, a tert-butylcyclopropylene group, a methylcyclobutylene group, an ethylcyclobutylene group, a propylcyclobutylene group, an isopropylcyclobutylene group, a n-butylcyclobutylene group, an isobutylcyclobutylene group, a tert-butylcyclobutylene group, a methylcyclopentylene group, an ethylcyclopentylene group, a propylcyclopentylene group, an isopropylcyclopentylene group, a n-butylcyclopentylene group, an isobutylcyclopentylene group and the like. R is R 10 Among the groups shown, cyclopropyl or cyclopentyl is preferable from the viewpoints of the rotational viscosity, solubility and clearing point of the liquid crystal compound.
Preferably, the liquid crystal composition of the present application further comprises one or more compounds represented by the following formula VII,
in formula VII, R 11 、R 12 Each independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms; wherein R is 11 、R 12 Any one or more non-adjacent-CH(s) 2 -optionally substituted with cyclopentylene, cyclobutylene or cyclopropyl ene;
Z 2 represents a single bond, -CF 2 O-、-CH 2 CH 2 -or-CH 2 O-;Z 3 Represents a single bond, -CH 2 CH 2 -or-CH 2 O-;
Each independently represents->
r represents 1 or 2; s represents 0, 1 or 2.
The compound shown in the formula VII has larger vertical dielectric, the vertical dielectric constant of the liquid crystal composition can be regulated according to different using conditions, and the liquid crystal composition can keep low rotational viscosity, so that the vertical dielectric constant of the liquid crystal composition is further improved on the premise of slightly sacrificing the response speed, and the transmittance of the liquid crystal composition is improved on the basis of maintaining a certain response speed.
In the liquid crystal composition of the present application, the amount (mass fraction) of the compound represented by the formulas I, II, III, IV, V, VI and VII added to the liquid crystal composition is not particularly limited;
preferably, in the liquid crystal composition, the mass fraction of the compound shown in the formula VII is 1-30%; further preferably 10-25%;
preferably, the liquid crystal composition comprises 1-50% of the mass fraction of the compound shown in the formula I, 1-50% of the mass fraction of the compound shown in the formula II, 10-70% of the mass fraction of the compound shown in the formula III, 1-30% of the mass fraction of the compound shown in the formula IV, 1-10% of the mass fraction of the compound shown in the formula V, 1-50% of the mass fraction of the compound shown in the formula VI and 1-30% of the mass fraction of the compound shown in the formula VII;
preferably, the liquid crystal composition comprises 1-30% of the compound shown in formula I, 5-20% of the compound shown in formula II, 20-60% of the compound shown in formula III, 5-20% of the compound shown in formula IV, 2-5% of the compound shown in formula V, 10-30% of the compound shown in formula VI and 10-25% of the compound shown in formula VII.
Preferably, the one or more compounds of formula VII are selected from the group consisting of compounds of formulae VII-1 to VII-21,
/>
wherein R is 111 、R 121 Each independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkenyloxy group having 3 to 8 carbon atoms; wherein R is 111 、R 121 -CH not linked to any one or more of the groups shown 2 -optionally each independently substituted with cyclopentylene, cyclobutylene or cyclopropyl ene.
Preferably, the liquid crystal composition of the present application further comprises one or more compounds of formula VIII,
in formula VIII, R 13 、R 14 Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms; w represents-O-, -S-or-CH 2 O-; wherein R is 13 、R 14 Any one or more non-adjacent-CH(s) 2 Optionally substituted with cyclopentylene, cyclobutylene or cyclopropyl ene.
The compound shown in the formula VIII has larger vertical dielectric property than the compound shown in the formula VII, and the compound shown in the formula VIII can be added in a small amount to obtain larger vertical dielectric property, so that the transmittance of the liquid crystal composition can be further improved.
In the liquid crystal composition of the present application, the amount (mass fraction) of the compound represented by the formulas I, II, III, IV, V, VI, VII and VIII added to the liquid crystal composition is not particularly limited;
preferably, in the liquid crystal composition, the mass fraction of the compound shown in the formula VIII is 1-15%; further preferably 2 to 10%.
Preferably, the liquid crystal composition comprises 1-50% of the mass fraction of the compound shown in the formula I, 1-50% of the mass fraction of the compound shown in the formula II, 10-70% of the mass fraction of the compound shown in the formula III, 1-30% of the mass fraction of the compound shown in the formula IV, 1-10% of the mass fraction of the compound shown in the formula V, 1-50% of the mass fraction of the compound shown in the formula VI, 1-30% of the mass fraction of the compound shown in the formula VII and 1-15% of the mass fraction of the compound shown in the formula VIII;
preferably, the liquid crystal composition comprises 1-30% of the compound shown in formula I, 5-20% of the compound shown in formula II, 20-60% of the compound shown in formula III, 5-20% of the compound shown in formula IV, 2-5% of the compound shown in formula V, 10-30% of the compound shown in formula VI, 10-25% of the compound shown in formula VII and 2-10% of the compound shown in formula VIII.
Preferably, the compound represented by the aforementioned formula VIII is selected from the group consisting of compounds represented by the formulas VIII-1 to VIII-6,
/>
wherein R is 141 Represents an alkyl group having 2 to 6 carbon atoms.
In the liquid crystal composition of the present application, various functional dopants may be added, and in the case of containing the dopants, the content of the dopants is preferably 0.01 to 1% by mass based on the liquid crystal composition, and examples of the dopants include antioxidants, ultraviolet absorbers, and chiral agents.
Antioxidants and ultraviolet absorbers may be mentioned:
t represents an integer of 1 to 10.
The third aspect of the present application provides a liquid crystal display element comprising the liquid crystal composition of the present application.
The liquid crystal display element in the present application includes a liquid crystal display and a liquid crystal display element.
Preferably, the liquid crystal display element is an active matrix display element or a passive matrix display element.
The liquid crystal display component has the advantages of high response speed, wide nematic phase temperature range, moderate optical anisotropy, high voltage retention rate, good ultraviolet resistance, high temperature resistance and low threshold voltage by comprising the liquid crystal composition.
The beneficial effects of the application are as follows:
the compound shown in the formula I and the compound shown in the formula II provided by the application have the characteristics of low rotational viscosity and high solubility. The liquid crystal composition comprising the liquid crystal compounds shown in the formulas I and II has low rotational viscosity, large elastic constant, moderate optical anisotropy delta n, good low-temperature solubility and difficult precipitation; lower threshold voltage, and good resistance to ultraviolet light and high temperature. The liquid crystal display component containing the liquid crystal composition has the advantages of high response speed, wide nematic phase temperature range, moderate optical anisotropy, high voltage retention rate, good ultraviolet resistance, high temperature resistance and low threshold voltage.
Detailed Description
In order to more clearly illustrate the present application, the present application will be further described with reference to preferred embodiments. It is to be understood by persons skilled in the art that the following detailed description is illustrative and not restrictive, and that this application is not limited to the details given herein.
In the application, the preparation method is a conventional method unless specified otherwise, the raw materials used can be obtained from the disclosed commercial path unless specified otherwise, the percentages refer to mass percentages, the temperature is in degrees centigrade (DEG C), the liquid crystal compound is also a liquid crystal monomer, and the specific meanings and testing conditions of other symbols are as follows:
cp represents a liquid crystal clearing point (DEG C), and is tested by DSC quantification;
Δn represents optical anisotropy, Δn=n e -n o Wherein n is o Refractive index of ordinary ray, n e The refractive index of the extraordinary ray is 25+/-2, and the test condition is 589nm, and the Abbe refractometer is used for testing;
delta epsilon represents dielectric anisotropy, delta epsilon=epsilon-epsilon, wherein epsilon is the dielectric constant parallel to the molecular axis, epsilon is the dielectric constant perpendicular to the molecular axis, and the test condition is 25+/-0.5 ℃ and 20-micrometer parallel box, INSTEC is an ALCT-IR1 test;
gamma 1 represents rotational viscosity (mPas), test conditions are 25+ -0.5, 20 μm parallel box, INSTEC: ALCT-IR1 test;
the preparation method of the liquid crystal composition comprises the following steps: and weighing each liquid crystal monomer according to a certain proportion, putting the liquid crystal monomers into a stainless steel beaker, placing the stainless steel beaker with each liquid crystal monomer on a magnetic stirring instrument for heating and melting, adding a magnetic rotor into the stainless steel beaker after the liquid crystal monomers in the stainless steel beaker are melted, uniformly stirring the mixture, and cooling to room temperature to obtain the liquid crystal composition.
The liquid crystal monomer structure of the embodiment of the application is represented by codes, and the codes of the liquid crystal ring structure, the end group and the connecting group are represented by the following tables 1 and 2.
Table 1 corresponding codes of the ring structure
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TABLE 2 correspondence code of end groups to linking groups
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Examples:
the code is CC-Cp-V1;
the code is PGP-Cpr1-2;
the code is CPUP-3-OT;the code is DPUQK-3-F;the code is CPY-2-O2;
the code is CCY-3-O2;
the code is COY-3-O2;
the code is CCOY-3-O2; />The code is Sb-Cp1O-O4;
the code is Sc-Cp1O-O4.
Example 1
The formulation and corresponding properties of the liquid crystal composition are shown in Table 3 below.
TABLE 3 formulation and corresponding Properties of the liquid Crystal composition of example 1
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Example 2
The formulation and corresponding properties of the liquid crystal composition are shown in Table 4 below.
TABLE 4 formulation and corresponding Properties of example 2 liquid Crystal composition
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Example 3
The formulation and corresponding properties of the liquid crystal composition are shown in Table 5 below.
TABLE 5 formulation of example 3 liquid crystal composition and corresponding Properties
Example 4
The formulation and corresponding properties of the liquid crystal composition are shown in Table 6 below.
TABLE 6 formulation and corresponding Properties of the liquid Crystal composition of example 4
Example 5
The formulation and corresponding properties of the liquid crystal composition are shown in Table 7 below.
TABLE 7 formulation and corresponding Properties of example 5 liquid Crystal composition
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Example 6
The formulation and corresponding properties of the liquid crystal composition are shown in Table 8 below.
TABLE 8 formulation of liquid crystal composition of example 6 and corresponding Properties
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Example 7
The formulation and corresponding properties of the liquid crystal composition are shown in Table 9 below.
TABLE 9 formulation of liquid crystal composition of example 7 and corresponding Properties
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Comparative example 1
The formulation and corresponding properties of the liquid crystal composition are shown in Table 10 below.
Table 10 formulation and corresponding Properties of comparative example 1 liquid crystal composition
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In comparison with comparative example 1, the liquid crystal composition of example 6 has a rotational viscosity gamma 1 Coefficient of elasticity K of splay 11 The liquid crystal compositions were smaller than those of comparative example 1, because of the response speed and γ of the liquid crystal composition 1 /K 11 Related to the ratio of gamma 1 /K 11 The smaller the ratio of (c), the faster the response speed, and thus the liquid crystal composition of example 6 was faster in response speed than the liquid crystal composition of comparative example 1. Further, the liquid crystal composition of example 6 was left standing at the same temperature of-30℃for 480 hours, and the composition of comparative example 1 was left standing for 408 hours, whereby crystallization did not occur. It can be seen that the liquid crystal composition of example 6 is better in low-temperature miscibility and less prone to crystallization.
Comparative example 2
The formulation and corresponding properties of the liquid crystal composition are shown in Table 11 below.
Table 11 formulation and corresponding Properties of comparative example 2 liquid crystal composition
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In comparative example 2, the compound represented by formula VI was used instead of the compound represented by formula I, as compared with example 6, the liquid crystal composition Deltaepsilon of comparative example 2 was lowered, and crystallization occurred at-30℃for 408 hours. It can be seen that the liquid crystal composition of example 6 has a lower threshold voltage, better low-temperature miscibility, and less tendency to crystallize.
Comparative example 3
The formulation and corresponding properties of the liquid crystal composition are shown in Table 12 below.
Table 12 formulation and corresponding Properties of comparative example 3 liquid crystal composition
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Comparative example 3 Using Compound of formula IV CCP-2-OT instead of Compound of formula II CCP-V-OT, liquid Crystal composition gamma of comparative example 3, relative to example 6 1 /K 11 The ratio of (c) is larger than that of example 6, and therefore, the response speed of the liquid crystal composition of example 6 is faster than that of the liquid crystal composition of comparative example 3.
It should be understood that the foregoing examples of the present application are provided merely for clearly illustrating the present application and are not intended to limit the embodiments of the present application, and that various other changes and modifications may be made therein by one skilled in the art without departing from the spirit and scope of the present application as defined by the appended claims.

Claims (4)

1. A liquid crystal composition, wherein the liquid crystal composition has a formula as shown in the following table:
the content is 5wt%;
the content accounts for 10wt%;
the content is 5wt%;
the content is 5wt%;
the content is 5wt%;
the content accounts for 10wt%;
the content accounts for 30wt%;
the content accounts for 10wt%;
the content is 5wt%;
the content is 5wt%;
the content is 5wt%;
the content is 5wt%.
2. A liquid crystal composition, wherein the liquid crystal composition has a formula as shown in the following table:
the content is 5wt%;
the content accounts for 10wt%;
the content is 5wt%;
the content is 5wt%;
the content is 5wt%;
the content accounts for 10wt%;
the content accounts for 30wt%;
the content accounts for 10wt%;
the content is 5wt%;
the content is 5wt%;
the content is 5wt%;
the content is 5wt%.
3. A liquid crystal display element comprising the liquid crystal composition according to any one of claims 1 to 2.
4. A liquid crystal display element according to claim 3, wherein the display element is an active matrix display element or a passive matrix display element.
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CN104610983A (en) * 2015-01-21 2015-05-13 北京八亿时空液晶科技股份有限公司 Liquid crystal composition containing 2-methyl-3,4,5-trifluorobenzene liquid crystal compound and application of liquid crystal composition
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