CN113773853A - Positive polarity liquid crystal composition and application thereof - Google Patents

Positive polarity liquid crystal composition and application thereof Download PDF

Info

Publication number
CN113773853A
CN113773853A CN202111018062.1A CN202111018062A CN113773853A CN 113773853 A CN113773853 A CN 113773853A CN 202111018062 A CN202111018062 A CN 202111018062A CN 113773853 A CN113773853 A CN 113773853A
Authority
CN
China
Prior art keywords
liquid crystal
component
group
carbon atoms
crystal composition
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CN202111018062.1A
Other languages
Chinese (zh)
Other versions
CN113773853B (en
Inventor
李珊珊
陈新华
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
VVI Bright China Ltd
Original Assignee
VVI Bright China Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by VVI Bright China Ltd filed Critical VVI Bright China Ltd
Priority to CN202111018062.1A priority Critical patent/CN113773853B/en
Publication of CN113773853A publication Critical patent/CN113773853A/en
Application granted granted Critical
Publication of CN113773853B publication Critical patent/CN113773853B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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
    • C09K19/44Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Nonlinear Science (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Liquid Crystal Substances (AREA)

Abstract

The invention provides a positive polarity liquid crystal composition, which comprises a liquid crystal compound shown as a component 1 with high bright point and low rotational viscosity, a component 2 with high dielectric constant, a component 3 with low rotational viscosity and a component 4 with high bright point. The liquid crystal mixture provided by the invention has lower rotational viscosity, higher clearing point, higher thermal stability, UV stability and low-temperature reliability, thereby having higher response speed, liquid crystal phase in wider temperature range and higher voltage holding ratio. The liquid crystal display is particularly suitable for TN, IPS and FFS liquid crystal display modes.

Description

Positive polarity liquid crystal composition and application thereof
The present invention is a division of the prior invention patent with application number 201711043031.5, application date 2017.10.31. This division was written based on examples 11 and 12.
Technical Field
The invention relates to a liquid crystal mixture and application thereof, belonging to the technical field of liquid crystal materials.
Background
With the maturity of TFT LCD technology, liquid crystal displays are gradually developed to become mainstream products in the information display field today. The TFT type LCD has significant advantages in power consumption, display range, resolution, contrast, viewing angle, and response speed, compared to the conventional cathode ray tube. With the continuous improvement of TFT LCD technology, its service life has reached 3 ten thousand hours or more. In addition, the TFT LCD is not only light and thin, and attractive in appearance, but also space saving, and convenient to carry, and has been widely used in display devices such as mobile phones, computers, liquid crystal televisions, cameras, and the like. The lightness and thinness of the paper will bring people into the age of paperless office.
With the rapid development of TFT type LCDs, liquid crystal materials, which are important components thereof, have also been rapidly developed. Liquid crystalline media are partially ordered, anisotropic, liquid substances between three-dimensionally ordered solids and isotropic liquids. In 1922, french scientists g.friedel and f.grand-jean, etc. made detailed studies on the structure of liquid crystals and their optical properties, and divided them into: smectic, nematic and cholesteric phases; g.h.heilmeir subsequently produced the first Liquid Crystal Display (LCD) in the world. In 1971, t.l.fergason et al proposed a Twisted Nematic (TN) mode, and w.hellfrich and m.schadt made display devices by using electro-optic effect integrated circuits of Twisted Nematic liquid crystals in combination, realized industrialization of liquid crystal materials, and are still the most mainstream liquid crystal display modes in the market at present.
In order to meet the requirements of liquid crystal displays, liquid crystal materials for liquid crystal displays need to satisfy the following characteristics: 1. the wide nematic phase range can be suitable for different low-temperature or high-temperature environments (particularly high clearing points and good low-temperature characteristics); 2. excellent photoelectric anisotropy (high birefringence and high dielectric anisotropy); 3. good chemical, thermal and photostability for extended service life (especially resistance to UV radiation); 4. low rotational viscosity; 5. the charge retention rate is higher, namely the resistivity is higher; 6. good solubility; 7. low threshold voltage, short response time and high contrast (involving little temperature effect). In practical applications, it is impossible to satisfy the above advantages simultaneously by one compound, and therefore, the above advantages are usually achieved by combining several compounds, and the selection and ratio of different liquid crystal compounds directly affect the performance of the liquid crystal material.
With the wide application of TFT type LCDs, the requirements for their performance are also increasing. The high image quality requires a wider working temperature, a faster response speed and a higher voltage holding ratio, which means lower rotational viscosity, a higher clearing point, higher thermal stability, UV stability and low temperature reliability, and the improvement of the properties cannot be separated from the improvement of the liquid crystal material.
Disclosure of Invention
The purpose of the invention is as follows: in view of the above technical problems, the present invention provides a liquid crystal mixture and an application thereof to obtain a wider operating temperature, a faster response speed, and a higher voltage holding ratio.
The technical scheme is as follows: the invention discloses a liquid crystal mixture, which comprises a component 1, a component 2, a component 3 and/or a component 4;
the component 1 is selected from one or more compounds shown in a general formula I, wherein the general formula I is as follows:
Figure BDA0003238923770000021
wherein R is1Is any one of alkyl with 1 to 7 carbon atoms, cyclopentyl or cyclopentyl substituted by alkyl with 1 to 7 carbon atoms; x1And X2Each is independently selected from H or F; k and l are each independently selected from 0, 1, 2 or 3; a-is an ethyl bridge-CH2CH2-, vinyl bridge-CH- ═ CH-, methoxy bridge-CH2O-or difluoromethoxy ether bridged-CF2O-;
Figure BDA0003238923770000022
Is selected from
Figure BDA0003238923770000023
And any of the group consisting of; when k is a number of 1, the number of the transition metal,
Figure BDA0003238923770000024
one selected from the group; when k is 2, two
Figure BDA0003238923770000025
Are the same group or two different groups selected from the group; when k is 3, three
Figure BDA0003238923770000026
Three groups selected from said group, including three being the same, two being the same, or all three being different;
the component 2 is selected from one or more compounds having a general formula II:
Figure BDA0003238923770000027
wherein R is2Is an alkyl group having 1 to 7 carbon atoms, a cyclopentyl group, or is a cyclopentyl group substituted with an alkyl group having 1 to 7 carbon atoms; x3And X4Each is independently selected from H or F; m and n are each independently selected from 0, 1, 2 or 3; -C-is an ethyl bridge-CH2CH2-, vinyl bridge-CH- ═ CH-, methoxy bridge-CH2O-or difluoromethoxy ether bridged-CF2O-;
Figure BDA0003238923770000031
Is selected from
Figure BDA0003238923770000032
And any of the group consisting of; when m is 1, the compound (A) is,
Figure BDA0003238923770000033
one selected from the group; when m is 2, two
Figure BDA0003238923770000034
Are the same group or two different groups selected from the group; when m is 3, three
Figure BDA0003238923770000035
Three groups selected from said group, including three being the same, two being the same, or all three being different;
the component 3 is selected from one or more compounds shown in general formulas III, IV or V, wherein the general formulas III, IV and V are as follows:
Figure BDA0003238923770000036
wherein R is3And R4Each independently selected from F, a halogenated or unsubstituted alkyl, alkoxy, alkenyl or alkenylalkoxy group having from 1 to 7 carbon atoms, a cyclopentyl group, or a cyclopentyl group substituted with an alkyl, alkoxy or alkenyl group having from 1 to 7 carbon atoms;
the component 4 is selected from one or more compounds having the general formula VI:
Figure BDA0003238923770000037
wherein R is5And R6Each independently selected from the group consisting of halogenated or unsubstituted alkyl, alkoxy, alkenyl or alkenylalkoxy, cyclopentyl having from 1 to 7 carbon atoms, or cyclopentyl substituted with alkyl, alkoxy or alkenyl having from 1 to 7 carbon atoms; a. b, c and d are each independently selected from 0, 1 or 2.
Preferably:
in the general formula I, l is selected from 0, k is selected from 1 or 2; or l is selected from 1, k is selected from 2 or 3;
in the general formula II, n is selected from 0, m is selected from 1, 2 or 3; or n is selected from 1, m is selected from 2 or 3;
in the general formula VI, a, b, c and d are each independently selected from 1, or b is selected from 0, c is selected from 1 or 2, a and d are each independently selected from 0, 1 or 2, and the sum of a, b and c is 3 and 4.
The component 1 is preferably selected from one or more of the following compounds:
Figure BDA0003238923770000041
Figure BDA0003238923770000051
wherein R is7Is an alkyl group having 1 to 7 carbon atoms, a cyclopentyl group, or is a cyclopentyl group substituted with an alkyl group having 1 to 7 carbon atoms; a. the1、A2、A3、A4、A5、A6、A7And A8Each is independently selected from H or F;
the component 2 is preferably selected from one or more of the following compounds: :
Figure BDA0003238923770000052
Figure BDA0003238923770000061
wherein R is8Is an alkyl group having 1 to 7 carbon atoms, a cyclopentyl group, or is a cyclopentyl group substituted with an alkyl group having 1 to 7 carbon atoms; x5、X6、X7、X8、X9、X10、X11And X12Each is independently selected from H or F;
the component 3 is preferably selected from one or more of the following compounds: :
Figure BDA0003238923770000071
the component 4 is preferably selected from one or more of the following compounds: :
Figure BDA0003238923770000072
the liquid crystal mixture comprises 0.1-75 wt% of a component 1, 0.1-85 wt% of a component 2, 0.1-75 wt% of a component 3 and 0-20 wt% of a component 4.
The liquid crystal mixture has a refractive index anisotropy value of 0.08-0.18 (25 ℃), a dielectric anisotropy value of 4-13 (25 ℃), a clearing point of more than 80 ℃, a low-temperature crystallization temperature of-25 ℃, a rotational viscosity of 50-100 mPas (25 ℃), and a bulk viscosity of less than 25 mPas (25 ℃).
The liquid-crystal mixture may further comprise a component VII having a high optical anisotropy value selected from:
Figure BDA0003238923770000081
the liquid crystal mixture can be further added with 0 to 15 weight percent of optically active component 6 which is selected from:
Figure BDA0003238923770000082
wherein R is a halogenated or unsubstituted alkyl, alkoxy or alkenyl group having 1 to 7 carbon atoms.
The liquid crystal mixture can be further added with one or more stabilizer components 7 with the weight content of 0-15%, which are selected from one or more compounds shown in general formulas VIII 1-VIII 5:
Figure BDA0003238923770000091
wherein R is7Is a halogenated or unsubstituted alkyl, alkoxy or alkenyl group having 1 to 7 carbon atoms, which is a linear or branched alkyl, alkoxy or alkenyl group;
Figure BDA0003238923770000092
is composed of
Figure BDA0003238923770000093
Figure BDA0003238923770000094
Composition ofAny one of the group of (1).
In another aspect of the invention, compositions comprising said liquid crystal mixtures are also provided.
In a final aspect of the invention, there is also provided the use of the liquid crystal mixture or a composition comprising the liquid crystal mixture in a liquid crystal display device.
By applying the technical scheme of the invention, the liquid crystal compound shown by the component 1 with high clear point and low rotational viscosity, the component 2 with high dielectric constant, the component 3 with low rotational viscosity and the component 4 with high clear point is added, so that the liquid crystal mixture has lower rotational viscosity, higher clear point, higher thermal stability, UV stability and low-temperature reliability, and has faster response speed, liquid crystal phase with wider temperature range and higher voltage holding ratio.
In addition to the objects, features and advantages described above, other objects, features and advantages of the present invention are also provided. The present invention will be described in further detail below with reference to specific embodiments.
The technical effects are as follows: compared with the prior art, the liquid crystal mixture provided by the invention has low rotational viscosity and high bright point, and has higher thermal stability, UV stability and low-temperature reliability, so that the liquid crystal mixture has higher response speed, liquid crystal phase with wider temperature range and higher voltage holding ratio, and is particularly suitable for TN, IPS and FFS type liquid crystal display modes.
Detailed Description
It should be noted that the embodiments and features of the embodiments in the present application may be combined with each other without conflict. The present invention will be described in detail with reference to examples.
In an exemplary embodiment of the invention, a liquid crystal mixture is provided that includes component 1, component 2, component 3, and component 4.
The component 1 is selected from one or more high bright spot, low rotational viscosity polar liquid crystal compounds having the general formula I:
Figure BDA0003238923770000101
wherein R is1Is any one of alkyl with 1 to 7 carbon atoms, cyclopentyl or cyclopentyl substituted by alkyl with 1 to 7 carbon atoms; x1And X2Each is independently selected from H or F; k and l are each independently selected from 0, 1, 2 or 3; a-is an ethyl bridge-CH2CH2-, vinyl bridge-CH- ═ CH-, methoxy bridge-CH2O-or difluoromethoxy ether bridged-CF2O-;
Figure BDA0003238923770000102
Is selected from
Figure BDA0003238923770000103
And any of the group consisting of. When k is a number of 1, the number of the transition metal,
Figure BDA0003238923770000104
one selected from the group; when k is 2, two
Figure BDA0003238923770000105
Are the same group or two different groups selected from the group; when k is 3, three
Figure BDA0003238923770000106
Three groups selected from said group, including three being the same, two being the same, or all three being different;
the liquid crystal compound of the component 1 is white in a pure state, has a wide nematic phase and a low rotational viscosity. The wide nematic phase means that the use temperature range of the liquid crystal material can be widened; lower rotational viscosity means that the response speed of the liquid crystal material can be increased according to the formula
Figure BDA0003238923770000107
Figure BDA0003238923770000108
It can be seen that the response time and the rotational viscosity γ1Proportional, rotational viscosity γ1The lower the value, the lower the response time, the faster the response speed, which is advantageous for manufacturing a fast-responding liquid crystal medium.
The component 2 is selected from one or more polar liquid crystal compounds having a high dielectric constant having the general formula II:
Figure BDA0003238923770000111
wherein R is2Is an alkyl group having 1 to 7 carbon atoms, a cyclopentyl group, or is a cyclopentyl group substituted with an alkyl group having 1 to 7 carbon atoms; x3And X4Each is independently selected from H or F; m and n are each independently selected from 0, 1, 2 or 3; -C-is an ethyl bridge-CH2CH2-, vinyl bridge-CH- ═ CH-, methoxy bridge-CH2O-or difluoromethoxy ether bridged-CF2O-。
Figure BDA0003238923770000112
Is selected from
Figure BDA0003238923770000113
And any of the group consisting of. When m is 1, the compound (A) is,
Figure BDA0003238923770000114
one selected from the group; when m is 2, two
Figure BDA0003238923770000115
Are the same group or two different groups selected from the group; when m is 3, three
Figure BDA0003238923770000116
Three groups selected from said group, including three being the same, two being the same, or all three being different;
the liquid crystal compound of component 2 is white in a pure state and has a high dielectric anisotropy value. According to the formula of the driving voltage
Figure BDA0003238923770000117
The driving voltage is inversely proportional to the dielectric anisotropy Δ ∈ value, which indicates that the higher the dielectric anisotropy Δ ∈ value is, the lower the driving voltage is, which is beneficial to energy saving. Combined according to voltage-driven response time formula
Figure BDA0003238923770000118
It is known thatonInversely proportional to the value of dielectric anisotropy Δ ∈ indicates that the higher the value of dielectric anisotropy Δ ∈ is, the lower the response time is, the faster the response speed is.
The component 3 is selected from one or more low rotational viscosity non-polar or weakly polar liquid crystal compounds having the general formulae III, IV and V
Figure BDA0003238923770000119
Wherein R is3And R4Each independently selected from F, a halogenated or unsubstituted alkyl, alkoxy, alkenyl or alkenylalkoxy group having from 1 to 7 carbon atoms, a cyclopentyl group, or a cyclopentyl group substituted with an alkyl, alkoxy or alkenyl group having from 1 to 7 carbon atoms.
The liquid crystal compound of the component 3 is white in a pure state, exists in a crystalline state or a smectic phase at normal temperature, and has lower rotational viscosity and lower crystallization temperature. According to the formula
Figure BDA0003238923770000121
Figure BDA0003238923770000122
It can be seen that the response time and the rotational viscosity γ1Proportional ratio, indicating rotational viscosity γ1The lower the value, the lower the response time, the faster the response speed, which is advantageous for making a fast responseA liquid-crystalline medium. A lower crystallization temperature means good low temperature reliability, lowering the lower temperature limit of use of the liquid crystal material.
The component 4 is selected from one or more high clearing point non-polar liquid crystal compounds having the general formula VI:
Figure BDA0003238923770000123
wherein R is5And R6Each independently selected from the group consisting of halogenated or unsubstituted alkyl, alkoxy, alkenyl or alkenylalkoxy, cyclopentyl having from 1 to 7 carbon atoms, or cyclopentyl substituted with alkyl, alkoxy or alkenyl having from 1 to 7 carbon atoms; a. b, c and d are each independently selected from 0, 1 or 2.
The liquid crystal compound of the component 4 is white in a pure state, has a high clearing point, can further improve the nematic phase range of a liquid crystal mixture, and increases the use upper limit temperature of a liquid crystal material.
In order to obtain a more suitable liquid crystal width, a higher dielectric anisotropy value, a smaller rotational viscosity and a suitable elastic coefficient K, and further facilitate to increase the response speed of the liquid crystal material, reduce the threshold voltage, and improve the intersolubility of the liquid crystal material, in a preferred embodiment of the present application, the general formula I is preferably:
Figure BDA0003238923770000124
Figure BDA0003238923770000131
wherein R is7Is an alkyl group having 1 to 7 carbon atoms, a cyclopentyl group, or is a cyclopentyl group substituted with an alkyl group having 1 to 7 carbon atoms; a. the1、A2、A3、A4、A5、A6、A7And A8Each is independently selected from H or F;
said general formula II is preferably:
Figure BDA0003238923770000141
Figure BDA0003238923770000151
wherein R is8Is an alkyl group having 1 to 7 carbon atoms, a cyclopentyl group, or is a cyclopentyl group substituted with an alkyl group having 1 to 7 carbon atoms; x5、X6、X7、X8、X9、X10、X11And X12Each is independently selected from H or F;
the formulae III, IV and V are preferably:
Figure BDA0003238923770000152
said formula VII is preferably:
Figure BDA0003238923770000161
the liquid-crystal mixtures according to the invention can be prepared in a conventional manner. The required amount of the components is dissolved in a lower amount in the components constituting the main component, usually at an elevated temperature; it is also possible to mix the solutions of the components in an organic solvent, for example in acetone, chloroform or methanol, thoroughly mix them and remove the solvent again, for example by distillation.
The weight content of the component 1 in the liquid crystal mixture is 0.1-75%, preferably 1-30%; the weight content of the component 2 is 0.1-75%, preferably 1-50%; the weight content of the component 3 is 0.1-75%, preferably 1-50%; the content of component 4 is 0% to 20%, preferably 0% to 10% by weight.
The liquid crystal mixture has a refractive index anisotropy value of 0.08-0.18 (25 ℃), a dielectric anisotropy value of 4-13 (25 ℃), a clearing point of more than 80 ℃, a low-temperature crystallization temperature of-25 ℃, a rotational viscosity of 50-100 mPas (25 ℃), and a bulk viscosity of not more than 25 mPas (25 ℃).
The liquid-crystal mixtures according to the invention can be further supplemented with a component VII having a high optical anisotropy value, component VII preferably being:
Figure BDA0003238923770000162
Figure BDA0003238923770000171
the liquid crystal compound with the general formula VII is white in a pure substance state, and a terphenyl conjugated structure on a molecular main shaft can increase the refractive index anisotropy delta n value and has good chemical, thermal and light stability. Wherein an increase in the value of the refractive index anisotropy means that the value of the film thickness d can be chosen to be smaller (the value of the optical path difference d. DELTA.n is predefined), according to the formula of the response time
Figure BDA0003238923770000172
Figure BDA0003238923770000173
It is understood that the lower the value of d, the shorter the response time and the faster the response speed.
The liquid-crystal mixtures according to the invention can also be supplemented, if desired, with from 0% to 15% by weight of an optically active component 6 and/or a stabilizer component 7, component 6 preferably being:
Figure BDA0003238923770000174
wherein R is a halogenated or unsubstituted alkyl, alkoxy or alkenyl group having 1 to 7 carbon atoms.
Component 7 is preferably one or more of the compounds having the general formulae VIII1 to VIII 5:
Figure BDA0003238923770000175
Figure BDA0003238923770000181
wherein: r7Is a halogenated or unsubstituted alkyl, alkoxy or alkenyl group having 1 to 7 carbon atoms, which is a linear or branched alkyl, alkoxy or alkenyl group;
Figure BDA0003238923770000182
is composed of
Figure BDA0003238923770000183
Figure BDA0003238923770000184
Any one of the group consisting of.
In yet another exemplary embodiment of the present application, there is provided a use of the liquid crystal mixture described above in a liquid crystal display device. The liquid crystal mixture is particularly preferably applied to TN, IPS and FFS type liquid crystal display modes.
The following examples are provided to further illustrate the advantageous effects of the present invention.
The following examples are given for the purpose of illustrating the invention and not for the purpose of limiting the same, the percentages referred to in the examples being percentages by mass and temperatures being indicated in degrees Celsius. The measured physicochemical parameters are expressed as follows: t isNIIndicating a clearing point; Δ n represents optical anisotropy (Δ n ═ n)e-no589nm, measurement temperature 25 ℃); Δ ε represents dielectric anisotropy ([ Delta ] [ ε ],25℃);k11Expressing the coefficient of elasticity of the splay (measurement temperature 25 ℃); gamma ray1Denotes rotational viscosity (measurement temperature 25 ℃ C.), and T is measured by DSCNI(ii) a Measuring delta n by using an abbe refractometer; using CV to measure Deltaε, k11And gamma1
In the examples of the present application, the general structural formula of each compound in the liquid crystal mixture is:
Figure BDA0003238923770000185
wherein a, b, c, d and e are each independently selected from 0, 1, 2 or 3; -A-is an ethyl bridge-CH2-CH2-or difluoromethoxy ether bridged-CF2O-;
Figure BDA0003238923770000191
Is monofluorobenzene
Figure BDA0003238923770000192
Or difluorobenzene
Figure BDA0003238923770000193
Liquid crystal molecular backbone nomenclature: ethyl bridge-CH2-CH2-represented by E; difluoromethoxy ether bridged-CF2O-is represented by (CF 2O); cyclohexane
Figure BDA0003238923770000194
Denoted by the capital letter C; benzene ring
Figure BDA0003238923770000195
Denoted by the capital letter P; monofluorobenzene
Figure BDA0003238923770000196
Expressed as PF; difluorobenzene
Figure BDA0003238923770000197
Expressed as PFF.
Each compound branch was converted to a chemical formula according to Table 1 below, wherein the group CnH2n+1And CmH2m+1Are straight chain alkyl groups having n and m carbon atoms, respectively; cpRepresents cyclopentyl, CnH2n+1CpRepresents a cyclopentyl group having a straight-chain alkyl group of n carbon atoms. OCmH2m+1Represents a linear alkoxy group having m carbon atoms; OCF3 represents a trifluoro-substituted methoxy group. The main chain is before and the branch is after, such as:
Figure BDA0003238923770000198
as indicated by the CPP2FF,
Figure BDA0003238923770000199
as indicated by the ECCP3FFF,
Figure BDA00032389237700001910
as indicated by the ECCP3FF,
Figure BDA00032389237700001911
expressed as PPFF (CF2O) PCpFFF,
Figure BDA00032389237700001912
expressed as CPFF (CF2O) PCpFFF,
Figure BDA00032389237700001913
expressed as PPFPFF (CF2O) PCpFFF.
TABLE 1
Figure BDA00032389237700001914
Figure BDA0003238923770000201
The above nomenclature can be followed, for example:
Figure BDA0003238923770000202
may be denoted CP 5F;
Figure BDA0003238923770000203
and may be denoted as CC23 or CC 32.
Example 1
The composition of the liquid-crystal mixture of example 1 and the measurement parameters are shown in Table 2.
TABLE 2
Figure BDA0003238923770000204
Example 2
The composition of the liquid-crystal mixture of example 2 and the measurement parameters are shown in Table 3.
TABLE 3
Figure BDA0003238923770000211
Example 3
The composition of the liquid-crystal mixtures of example 3 and the measurement parameters are given in Table 4.
TABLE 4
Figure BDA0003238923770000212
Example 4
The composition of the liquid-crystal mixture of example 4 and the measurement parameters are shown in Table 5.
TABLE 5
Figure BDA0003238923770000221
Example 5
The composition of the liquid-crystal mixtures of example 5 and the measurement parameters are shown in Table 6.
TABLE 6
Figure BDA0003238923770000222
Figure BDA0003238923770000231
Example 6
The composition of the liquid-crystal mixtures of example 6 and the measurement parameters are shown in Table 7.
TABLE 7
Figure BDA0003238923770000232
Example 7
The composition of the liquid-crystal mixtures of example 7 and the measurement parameters are shown in Table 8.
TABLE 8
Figure BDA0003238923770000233
Figure BDA0003238923770000241
Example 8
The composition of the liquid-crystal mixture of example 8 and the measurement parameters are shown in Table 9.
TABLE 9
Figure BDA0003238923770000242
Example 9
The composition of the liquid-crystal mixture of example 9 and the measurement parameters are shown in Table 10.
Watch 10
Figure BDA0003238923770000243
Figure BDA0003238923770000251
Example 10
The composition of the liquid-crystal mixture and the measurement parameters of example 10 are shown in Table 11.
TABLE 11
Figure BDA0003238923770000252
Example 11
The composition of the liquid-crystal mixture and the measurement parameters of example 11 are shown in Table 12.
TABLE 12
Figure BDA0003238923770000261
Example 12
The composition of the liquid-crystal mixture and the measurement parameters of example 12 are shown in Table 13.
Watch 13
Figure BDA0003238923770000262
Example 13
The composition of the liquid-crystal mixture and the measurement parameters of example 13 are shown in Table 14.
TABLE 14
Figure BDA0003238923770000271
Example 14
The composition of the liquid-crystal mixture and the measurement parameters of example 14 are shown in Table 15.
Watch 15
Figure BDA0003238923770000272
Figure BDA0003238923770000281
Example 15
The composition of the liquid-crystal mixture and the measurement parameters of example 15 are shown in Table 16.
TABLE 16
Figure BDA0003238923770000282
Example 16
The composition of the liquid-crystal mixture and the measurement parameters of example 16 are shown in Table 17.
TABLE 17
Figure BDA0003238923770000283
Figure BDA0003238923770000291
Example 17
The composition of the liquid-crystal mixture and the measurement parameters of example 17 are shown in Table 18.
Watch 18
Figure BDA0003238923770000292
Comparative example 1
The composition of the liquid crystal mixture of comparative example 1 and the measurement parameters are shown in Table 19.
Watch 19
Figure BDA0003238923770000293
Figure BDA0003238923770000301
Comparative example 2
The composition of the liquid crystal mixture of comparative example 2 and the measurement parameters are shown in Table 20.
Watch 20
Figure BDA0003238923770000302
Comparative example 3
The composition of the liquid crystal mixture of comparative example 3 and the measurement parameters are shown in Table 21.
TABLE 21
Figure BDA0003238923770000303
Figure BDA0003238923770000311
From the above examples, it can be found that the liquid crystal mixture of the present invention has refractive index anisotropy values of 0.09-0.13, dielectric anisotropy values of 5-8, clearing points of more than 85 ℃, and rotational viscosity of 70-100 mPas. The liquid crystal mixture provided by the invention has lower rotational viscosity and higher clearing point, and the liquid crystal compounds in the liquid crystal mixture have higher thermal stability and UV stability, so that the liquid crystal mixture has higher response speed, liquid crystal phase in a wider temperature range and higher voltage holding ratio. Example 15 is a composition of a liquid-crystal mixture according to the invention in combination with a component VII having a high optical anisotropy, it being possible to obtain a liquid-crystal material having a lower rotational viscosity, a higher clearing point and a suitable optical anisotropy.
To further illustrate the advantageous effects of the present invention, a comparative liquid crystal mixture similar in use to the liquid crystal mixture of the present invention is also exemplified. As is evident from the comparison of example 12 with comparative example 1 and the comparison of example 8 with comparative example 2, the clearing point T is observed when a combination comprising the liquid-crystal mixture of the present application is usedNIAnd coefficient of elasticity k of splay11All are improved, and simultaneously the rotational viscosity gamma is improved1And the reduction is helpful for obtaining a wider working temperature range, higher contrast ratio and light transmittance and faster response speed. And is aligned withSince the liquid crystal composition of the comparative example does not contain component 1 having relatively good low temperature stability, the liquid crystal composition of the comparative example has relatively poor low temperature stability. In addition, the composition compound is selected, the component 3 can be a saturated liquid crystal compound with high stability, a liquid crystal composition with relatively low viscosity and relatively high clearing point can be obtained, an unsaturated liquid crystal compound can be avoided being selected for reducing the viscosity, and the liquid crystal composition with high thermal stability and UV stability can be obtained. As is evident from a comparison of example 17 with comparative example 3, a combination comprising the liquid-crystal mixtures according to the present application has a high refractive anisotropy, a high dielectric anisotropy and a relatively low rotational viscosity, which are advantageous for obtaining fast-response liquid-crystal materials.
Although the invention is not exhaustive of all the claimed compounds and methods for their preparation, it will be appreciated by those skilled in the art that, based on the examples disclosed above, other compounds of the same class can be obtained in analogous reaction schemes by only applying their own expertise without any creative effort. And are merely representative of embodiments, given the limited space available.
The above description is only a preferred embodiment of the present invention and is not intended to limit the present invention, and various modifications and changes may be made by those skilled in the art. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.

Claims (5)

1. A liquid crystal composition is characterized by comprising 24.34-27.99 wt% of component 1, 56.28-63.76 wt% of component 2, 11.33-11.90 wt% of component 3 and 0-4.4 wt% of component 4,
the component 1 is selected from liquid crystal compounds of a general formula I5, wherein the general formula I5 is as follows:
Figure FDA0003238923760000011
wherein R is7Is an alkyl group having 1 to 7 carbon atoms, a cyclopentyl group, or is a cyclopentyl group substituted with an alkyl group having 1 to 7 carbon atoms; a. the1And A2Each is independently selected from H or F;
the component 2 is selected from one or more of liquid crystal compounds with general formulas II5, II8, II12, II19 and II20, and the general formulas II5, II8, II12, II19 and II20 are as follows:
II5、
Figure FDA0003238923760000012
II8、
Figure FDA0003238923760000013
II12、
Figure FDA0003238923760000014
II19、
Figure FDA0003238923760000015
II20、
Figure FDA0003238923760000016
wherein R is8Is an alkyl group having 1 to 7 carbon atoms, a cyclopentyl group, or is a cyclopentyl group substituted with an alkyl group having 1 to 7 carbon atoms; x5、X6、X7、X8、X9And X10Each is independently selected from H or F;
the component 3 is selected from liquid crystal compounds of the general formula III as follows:
III、
Figure FDA0003238923760000017
wherein R is3And R4Each independently selected from H or alkyl having 1 to 5 carbon atoms;
the component 4 is a liquid crystal compound of VI4, and the VI4 is as follows:
VI4、
Figure FDA0003238923760000018
2. the liquid crystal composition of claim 1, wherein the liquid crystal composition further comprises a component VII with high optical anisotropy value, wherein the component VII is selected from one or more liquid crystal compounds VII 1-VII 14, and VII 1-VII 14 are as follows:
VII1、
Figure FDA0003238923760000021
VII2、
Figure FDA0003238923760000022
VII3、
Figure FDA0003238923760000023
VII4、
Figure FDA0003238923760000024
VII5、
Figure FDA0003238923760000025
VII6、
Figure FDA0003238923760000026
VII7、
Figure FDA0003238923760000027
VII8、
Figure FDA0003238923760000028
VII9、
Figure FDA0003238923760000029
VII10、
Figure FDA00032389237600000210
VII11、
Figure FDA00032389237600000211
VII12、
Figure FDA00032389237600000212
VII13、
Figure FDA00032389237600000213
VII14、
Figure FDA00032389237600000214
3. the liquid crystal composition according to claim 1, wherein the liquid crystal composition further comprises 0 to 15% by weight of an optically active component 6 selected from the group consisting of:
Figure FDA00032389237600000215
wherein R is a halogenated or unsubstituted alkyl, alkoxy or alkenyl group having 1 to 7 carbon atoms.
4. The liquid crystal composition as claimed in claims 1 to 3, wherein the liquid crystal composition further comprises 0 to 15 weight percent of one or more stabilizer components 7, wherein the component 7 is selected from one or more liquid crystal compounds having general formulas VIII1 to VIII5, and the general formulas VIII1 to VIII5 are as follows:
VIII1、
Figure FDA0003238923760000031
VIII2、
Figure FDA0003238923760000032
VIII3、
Figure FDA0003238923760000033
VIII4、
Figure FDA0003238923760000034
VIII5、
Figure FDA0003238923760000035
wherein R is7Is a halogenated or unsubstituted alkyl, alkoxy or alkenyl group having 1 to 7 carbon atoms, the alkyl, alkoxy and alkenyl groups being linear or branched alkyl, alkoxy or alkenyl groups;
Figure FDA0003238923760000036
is composed of
Figure FDA0003238923760000037
Figure FDA0003238923760000038
Any one of the group consisting of.
5. Use of the liquid crystal composition of any one of claims 1 to 4 in a liquid crystal display device.
CN202111018062.1A 2017-10-31 2017-10-31 Positive polarity liquid crystal composition and application thereof Active CN113773853B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202111018062.1A CN113773853B (en) 2017-10-31 2017-10-31 Positive polarity liquid crystal composition and application thereof

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN201711043031.5A CN107794058B (en) 2017-10-31 2017-10-31 Liquid crystal mixture and application thereof
CN202111018062.1A CN113773853B (en) 2017-10-31 2017-10-31 Positive polarity liquid crystal composition and application thereof

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
CN201711043031.5A Division CN107794058B (en) 2017-10-31 2017-10-31 Liquid crystal mixture and application thereof

Publications (2)

Publication Number Publication Date
CN113773853A true CN113773853A (en) 2021-12-10
CN113773853B CN113773853B (en) 2023-06-20

Family

ID=61548706

Family Applications (3)

Application Number Title Priority Date Filing Date
CN201711043031.5A Active CN107794058B (en) 2017-10-31 2017-10-31 Liquid crystal mixture and application thereof
CN202111018940.XA Active CN113773854B (en) 2017-10-31 2017-10-31 Liquid crystal composition with positive dielectric constant and application thereof
CN202111018062.1A Active CN113773853B (en) 2017-10-31 2017-10-31 Positive polarity liquid crystal composition and application thereof

Family Applications Before (2)

Application Number Title Priority Date Filing Date
CN201711043031.5A Active CN107794058B (en) 2017-10-31 2017-10-31 Liquid crystal mixture and application thereof
CN202111018940.XA Active CN113773854B (en) 2017-10-31 2017-10-31 Liquid crystal composition with positive dielectric constant and application thereof

Country Status (1)

Country Link
CN (3) CN107794058B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108587647A (en) * 2018-06-05 2018-09-28 晶美晟光电材料(南京)有限公司 A kind of positive type liquid crystal compound, the liquid crystal compound comprising the liquid-crystal compounds and its application
CN113105901B (en) * 2021-04-07 2023-02-21 浙江汽车仪表有限公司 High-reliability display material for automobile full-liquid crystal instrument panel

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1061113A1 (en) * 1999-06-18 2000-12-20 MERCK PATENT GmbH Liquid crystal medium
CN102559203A (en) * 2010-11-29 2012-07-11 默克专利股份有限公司 Liquid-crystalline mixtures
CN103140567A (en) * 2010-09-28 2013-06-05 Dic株式会社 Novel liquid crystal display device and useful liquid crystal composition
CN107099304A (en) * 2017-05-09 2017-08-29 晶美晟光电材料(南京)有限公司 Liquid crystal compound and its application

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19532292A1 (en) * 1995-09-01 1997-03-06 Merck Patent Gmbh Liquid crystalline medium
DE19919348B4 (en) * 1998-04-30 2009-11-05 Merck Patent Gmbh Liquid crystalline medium
CN104471030B (en) * 2012-08-22 2016-04-27 Dic株式会社 Nematic liquid-crystal composition
CN105264044A (en) * 2013-03-25 2016-01-20 Dic株式会社 Liquid crystal composition and liquid crystal display element using same
CN104531169A (en) * 2015-01-09 2015-04-22 石家庄诚志永华显示材料有限公司 Liquid crystal composite and application thereof
CN107142116B (en) * 2017-06-29 2023-10-03 石家庄诚志永华显示材料有限公司 Liquid crystal composition

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1061113A1 (en) * 1999-06-18 2000-12-20 MERCK PATENT GmbH Liquid crystal medium
CN103140567A (en) * 2010-09-28 2013-06-05 Dic株式会社 Novel liquid crystal display device and useful liquid crystal composition
CN102559203A (en) * 2010-11-29 2012-07-11 默克专利股份有限公司 Liquid-crystalline mixtures
CN107099304A (en) * 2017-05-09 2017-08-29 晶美晟光电材料(南京)有限公司 Liquid crystal compound and its application

Also Published As

Publication number Publication date
CN113773853B (en) 2023-06-20
CN113773854B (en) 2023-06-02
CN107794058B (en) 2021-08-10
CN107794058A (en) 2018-03-13
CN113773854A (en) 2021-12-10

Similar Documents

Publication Publication Date Title
CN110295046A (en) Liquid-crystal composition
JP5738540B2 (en) Liquid crystal medium and liquid crystal display
CN110577832A (en) negative dielectric anisotropy liquid crystal composition, liquid crystal display element and liquid crystal display
TW201704450A (en) Liquid-crystalline medium and liquid-crystal display comprising the same
TW201708506A (en) Liquid-crystalline medium and liquid-crystal display comprising the same
CN105647544B (en) Negative dielectric anisotropy liquid crystal composition and its liquid crystal display element or liquid crystal display
TW202003808A (en) Positive dielectric anisotropic liquid crystal composition and liquid crystal display device characterized by positive dielectric, high voltage retention, low rotational viscosity, fast response time, and high transmittance
CN106398718B (en) Liquid crystal mixture with positive dielectric constant and application thereof
CN104837957A (en) Nematic liquid crystal composition and liquid crystal display element using same
CN104593011A (en) Cyclopropyl-contained negative dielectric anisotropic liquid crystal medium and application thereof
CN104428396A (en) Nematic liquid crystal composition and liquid crystal display device using same
CN105026520A (en) Nematic liquid crystal composition and liquid crystal display element using same
CN110527522A (en) Liquid-crystal compounds, liquid-crystal composition and liquid crystal display component
CN109181713A (en) A kind of liquid-crystal composition and its application
CN112940754B (en) Negative liquid crystal composition, liquid crystal display element and liquid crystal display
CN113667493A (en) Liquid crystal composition and liquid crystal display device
CN107794058B (en) Liquid crystal mixture and application thereof
KR102202266B1 (en) Liquid crystal composition having high refractive index and display device thereof
CN112940751B (en) Liquid crystal composition, liquid crystal display element or liquid crystal display
TW202000866A (en) Liquid crystal composition and application thereof
CN115074139A (en) Liquid crystal composition and liquid crystal display panel
TWI645021B (en) Liquid crystal medium containing 2,4-difluorophenyl compound and applications thereof
CN111732956B (en) Negative liquid crystal composition with excellent low-temperature storage and display performance and application thereof
CN107922842A (en) Liquid crystal media
CN104593001A (en) Liquid crystal composition and application thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant