CN109207163B - Liquid crystal composition and application thereof - Google Patents

Liquid crystal composition and application thereof Download PDF

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CN109207163B
CN109207163B CN201710522147.0A CN201710522147A CN109207163B CN 109207163 B CN109207163 B CN 109207163B CN 201710522147 A CN201710522147 A CN 201710522147A CN 109207163 B CN109207163 B CN 109207163B
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liquid crystal
group
carbon atoms
compound
crystal composition
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CN109207163A (en
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刘云云
徐海彬
李鹏飞
贺迪
徐爽
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Jiangsu Hecheng Display Technology 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
    • 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
    • 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
    • G02F1/13706Devices 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 the liquid crystal having positive dielectric anisotropy

Abstract

The invention discloses a liquid crystal composition and application thereof, wherein the liquid crystal composition comprises: at least one compound of formula I, and at least one compound of formula II. The liquid crystal composition provided by the invention has suitable optical anisotropy, high clearing point and elastic constant K11And K33And also has relatively low dielectric anisotropy, and when the liquid crystal composition is applied to a liquid crystal display, the power consumption can be reduced, the response time can be reduced, and the contrast can be increased.

Description

Liquid crystal composition and application thereof
Technical Field
The invention relates to the field of liquid crystal materials, in particular to a liquid crystal composition and application thereof.
Background
Liquid Crystal Displays (LCDs) have been rapidly developed due to their small size, light weight, low power consumption and excellent Display quality, and are widely used particularly in portable electronic information products. As the size of liquid crystal screens for portable computers, office applications, and video applications increases, liquid crystal displays can be used for large screen displays and eventually replace Cathode Ray Tube (CRT) displays.
The display mode is classified into PC (phase change), TN (twisted nematic), STN (super twisted nematic), ECB (electrically controlled birefringence), OCB (optically compensated bend), IPS (in-plane switching), VA (vertical alignment), and the like, according to the type of the display mode.
The liquid crystal material must have good low temperature miscibility and thermal stability. Furthermore, the liquid crystal material should have low viscosity and short response time, low threshold voltage and high contrast. In order to obtain a liquid crystal display device having good characteristics and improve various performance indexes of the liquid crystal composition, a correlation between one performance of the liquid crystal composition and a corresponding one of the performance indexes of the liquid crystal display device is summarized in table 1 below. The performance indexes of the composition are further described based on commercially available liquid crystal display elements. The temperature range of the nematic phase is associated with the operating temperature range of the element. The upper limit temperature of the nematic phase is preferably 70 ℃ or higher, and the lower limit temperature of the nematic phase is preferably-10 ℃ or lower. The viscosity of the composition correlates to the response time of the element. In order to display animation in the element, it is preferable that the response time of the element is short. Therefore, it is preferable that the viscosity of the composition is small, and it is more preferable that the viscosity of the composition is small at a low temperature.
TABLE 1 general characteristics of the compositions and liquid crystal display elements
NO. General characteristics of the composition General characteristics of liquid crystal display elements
1 Wide temperature range of nematic phase Wide temperature range
2 Low viscosity Short response time
3 Appropriate optical anisotropy High contrast
4 Large positive or negative dielectric constant anisotropy Low critical voltage, low power consumption and high contrast
5 High resistivity High voltage holding ratio and high contrast
6 UV and heat stabilization Long service life
The optical anisotropy of the composition correlates with the contrast of the element. In order to maximize the contrast of the liquid crystal display element, the product value (Δ n × d) of the optical anisotropy (Δ n) of the liquid crystal composition and the thickness (d) of the liquid crystal layer may be designed to be a fixed value. The appropriate product value depends on the kind of operation mode. A suitable value for an element like TN mode is about 0.45 μm. In this case, a composition having a large optical anisotropy is preferable for an element having a small liquid crystal layer thickness.
The large absolute value of the dielectric anisotropy of the composition contributes to a low threshold voltage, a small power consumption, and a large contrast of the device. Therefore, a large absolute value of the dielectric anisotropy is preferable. The large resistivity of the composition contributes to a device having a large voltage holding ratio and a large contrast ratio. Therefore, a composition having a large specific resistance not only at room temperature but also at high temperature in the initial stage is preferable. Preferred are compositions having a large specific resistance not only at room temperature but also at high temperature after long-term use. The stability of the composition against ultraviolet rays and heat is related to the life of the liquid crystal display element. When the stability is high, the life of the element is long. Such characteristics are preferable for liquid crystal display elements used in liquid crystal projectors, liquid crystal televisions, and the like.
The liquid crystal display element preferably has characteristics such as a wide usable temperature range, a short response time, a large contrast ratio, a low threshold voltage, a large voltage holding ratio, and a long lifetime, and the response time is preferably shorter than 1 millisecond. Therefore, the composition preferably has high upper limit temperature of the nematic phase, low lower limit temperature of the nematic phase, low viscosity, high optical anisotropy, high absolute value of dielectric anisotropy, high resistivity, high stability to ultraviolet light, high stability to heat, and the like.
Disclosure of Invention
The purpose of the invention is as follows: in view of the drawbacks of the prior art, an object of the present invention is to provide a liquid crystal composition having a large optical anisotropy, a large absolute value of dielectric anisotropy, a wide nematic phase, a high low-temperature storage stability, and a high contrast ratio by doping one or more liquid crystal monomers having a positive dielectric anisotropy into a liquid crystal composition having a negative dielectric anisotropy, and a liquid crystal display element including the same.
The technical scheme of the invention is as follows:
one aspect of the present invention provides a liquid crystal composition comprising:
at least one compound of the general formula I
Figure BDA0001337772530000021
At least one compound of the general formula II
Figure BDA0001337772530000022
Wherein the content of the first and second substances,
R1、R2and R3Each independently represents-H, -FAlkyl OR alkoxy having 1 to 12 carbon atoms, alkenyl OR alkenyloxy having 2 to 12 carbon atoms, -OR5OR6
Figure BDA0001337772530000031
Wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted by F, and R1And R2At least one of them is-OR5OR6
R5And R6Each independently represents an alkyl group having 1 to 12 carbon atoms or an alkenyl group having 2 to 12 carbon atoms;
R4represents-F, -CF3、-OCF3A fluoroalkyl or fluoroalkoxy group having 1 to 12 carbon atoms, a fluoroalkenyl or fluoroalkenyloxy group having 2 to 12 carbon atoms;
Z1and Z2Each independently represents a single bond, -COO-, -OCO-, -CH2O-、-OCH2-or-CH2CH2-;
Z3Represents a single bond, -COO-, -OCO-, -CH2O-、-OCH2-、-CF2O-、-OCF2-or-CH2CH2-;
L1And L2Each independently represents-F, -Cl, -CN or-NCS;
L3、L4and L5Each independently represents-H, -F or-CH3And L is3And L4F is not simultaneously obtained;
ring (C)
Figure BDA0001337772530000032
And ring
Figure BDA0001337772530000033
Each independently represent
Figure BDA0001337772530000034
Wherein the content of the first and second substances,
Figure BDA0001337772530000035
in one or more-CH2-can be replaced by-O-,
Figure BDA0001337772530000036
wherein one or more H may be substituted by halogen;
ring (C)
Figure BDA0001337772530000037
To represent
Figure BDA0001337772530000038
Wherein
Figure BDA0001337772530000039
In one or more-CH2-may be replaced by-O-, single bonds in one or more rings may be replaced by double bonds,
Figure BDA00013377725300000310
wherein one or more H may be substituted by halogen, and one or more rings-CH-may be replaced by-N-;
n1 and n2 each independently represent 0, 1, 2 or 3, and when n1 is 2 or 3, the ring
Figure BDA00013377725300000311
May be the same or different, Z1May be the same or different; when n2 is 2 or 3, the ring
Figure BDA00013377725300000312
May be the same or different, Z2May be the same or different;
m represents 1, 2, 3 or 4, and when m is 2, 3, 4, a ring
Figure BDA00013377725300000313
May be the same or different, Z3May be the same or different.
Preferably, the compound of formula i is selected from the group consisting of:
Figure BDA00013377725300000314
wherein the content of the first and second substances,
ring (C)
Figure BDA00013377725300000315
To represent
Figure BDA00013377725300000316
And when n1 is 1, the ring
Figure BDA00013377725300000317
To represent
Figure BDA00013377725300000318
When n1 is 2 or 3, at least one ring
Figure BDA00013377725300000319
To represent
Figure BDA00013377725300000320
L6、L7、L8And L9Each independently represents-H or-F;
o represents 1 or 2;
p and q each independently represent 0 or 1.
Further preferably, the compound of formula I-1 is selected from the group consisting of:
Figure BDA0001337772530000041
the compound of formula I-2 is selected from the group consisting of:
Figure BDA0001337772530000042
Figure BDA0001337772530000051
wherein the content of the first and second substances,
R11and R21Each independently represents-H, -F, alkyl OR alkoxy containing 1-7 carbon atoms, alkenyl OR alkenyloxy containing 2-7 carbon atoms, -OR51OR61
Figure BDA0001337772530000052
Wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted by F, and R11And R21At least one of them is-OR51OR61
R51And R61Each independently represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms.
Still further, the compound of I-1-1 is selected from the group consisting of:
Figure BDA0001337772530000053
the compounds of I-1-2 are selected from the group consisting of:
Figure BDA0001337772530000054
the compounds of I-1-3 are selected from the group consisting of:
Figure BDA0001337772530000055
Figure BDA0001337772530000061
the compounds of I-1-4 are selected from the group consisting of:
Figure BDA0001337772530000062
the compounds of I-1-5 are selected from the group consisting of:
Figure BDA0001337772530000063
Figure BDA0001337772530000071
the compounds of I-1-6 are selected from the group consisting of:
Figure BDA0001337772530000072
the compounds of I-1-7 are selected from the group consisting of:
Figure BDA0001337772530000073
the compounds of I-1-8 are selected from the group consisting of:
Figure BDA0001337772530000074
Figure BDA0001337772530000081
the compounds of I-1-9 are selected from the group consisting of:
Figure BDA0001337772530000082
the compounds of I-1-10 are selected from the group consisting of:
Figure BDA0001337772530000083
Figure BDA0001337772530000091
the compounds of I-1-11 are selected from the group consisting of:
Figure BDA0001337772530000092
Figure BDA0001337772530000101
the compounds of I-1-12 are selected from the group consisting of:
Figure BDA0001337772530000102
the compound of I-2-1 is selected from the group consisting of:
Figure BDA0001337772530000111
the compound of I-2-2 is selected from the group consisting of:
Figure BDA0001337772530000112
the compounds of I-2-3 are selected from the group consisting of:
Figure BDA0001337772530000113
the compounds of I-2-4 are selected from the group consisting of:
Figure BDA0001337772530000114
Figure BDA0001337772530000121
the compounds of I-2-5 are selected from the group consisting of:
Figure BDA0001337772530000122
preferably, the compound of formula ii is selected from the group consisting of:
Figure BDA0001337772530000123
wherein the content of the first and second substances,
ring (C)
Figure BDA0001337772530000124
Ring (C)
Figure BDA0001337772530000125
And ring
Figure BDA0001337772530000126
Each independently represent
Figure BDA0001337772530000127
Figure BDA0001337772530000128
m1 represents 0, 1 or 2.
Further preferably, the compound of formula II-1 is selected from the group consisting of:
Figure BDA0001337772530000131
Figure BDA0001337772530000141
the compound of formula II-2 is selected from the group consisting of:
Figure BDA0001337772530000142
Figure BDA0001337772530000151
Figure BDA0001337772530000161
Figure BDA0001337772530000171
Figure BDA0001337772530000181
wherein the content of the first and second substances,
R31represents-H, -F, alkyl OR alkoxy containing 1-7 carbon atoms, alkenyl OR alkenyloxy containing 2-7 carbon atoms, -OR5OR6Wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted by F;
R41represents-F, -CF3、-OCF3A fluoroalkyl or fluoroalkoxy group having 1 to 7 carbon atoms, a fluoroalkenyl or fluoroalkenyloxy group having 2 to 7 carbon atoms.
Still further preferably, said R31represents-H,An alkyl or alkoxy group having 1 to 5 carbon atoms, an alkenyl or alkenyloxy group having 2 to 5 carbon atoms; r41represents-F, -CF3、-OCF3
Further, the liquid crystal composition further comprises at least one compound of formula III:
Figure BDA0001337772530000191
wherein the content of the first and second substances,
R7and R8Each independently represents H, an alkyl or alkoxy group having 1 to 12 carbon atoms, an alkenyl or alkenyloxy group having 2 to 12 carbon atoms;
ring (C)
Figure BDA0001337772530000192
And ring
Figure BDA0001337772530000193
Each independently represent
Figure BDA0001337772530000195
r represents 1, 2 or 3.
Preferably, the compound of formula iii is selected from the group consisting of:
Figure BDA0001337772530000194
wherein R is71And R81Each independently represents H, an alkyl or alkoxy group having 1 to 7 carbon atoms, an alkenyl or alkenyloxy group having 2 to 7 carbon atoms.
In some embodiments of the present invention, it is preferred that the compound of formula III-1 is selected from the group consisting of:
Figure BDA0001337772530000201
the compound of formula III-2 is selected from the group consisting of:
Figure BDA0001337772530000202
the compound of formula III-3 is selected from the group consisting of:
Figure BDA0001337772530000203
Figure BDA0001337772530000211
the compound of formula III-4 is selected from the group consisting of:
Figure BDA0001337772530000212
Figure BDA0001337772530000221
the compound of formula III-5 is selected from the group consisting of:
Figure BDA0001337772530000222
the compound of formula III-6 is selected from the group consisting of:
Figure BDA0001337772530000223
the compound of formula III-7 is selected from the group consisting of:
Figure BDA0001337772530000224
Figure BDA0001337772530000231
the compound of formula III-8 is selected from the group consisting of:
Figure BDA0001337772530000232
the compounds of formula III-9 are selected from the group consisting of:
Figure BDA0001337772530000233
the compounds of formula III-10 are selected from the group consisting of:
Figure BDA0001337772530000234
Figure BDA0001337772530000241
the compounds of formula III-11 are selected from the group consisting of:
Figure BDA0001337772530000251
the compounds of formula III-12 are selected from the group consisting of:
Figure BDA0001337772530000261
Figure BDA0001337772530000271
in some embodiments of the present invention, the compound of formula I is present in an amount of 1-80%, the compound of formula II is present in an amount of 1-85%, and the compound of formula III is present in an amount of 0-70% by weight of the total liquid crystal composition.
Further, in some embodiments of the present invention, the compound of formula I is 20-40% of the total weight of the liquid crystal composition, the compound of formula II is 20-60% of the total weight of the liquid crystal composition, and the compound of formula III is 15-50% of the total weight of the liquid crystal composition.
In another aspect, the present invention provides a liquid crystal composition further comprising one or more additives known to those skilled in the art and described in the literature. For example, pleochroic dyes and/or chiral dopants may be added in an amount of 0-15% by weight based on the total weight of the liquid crystal composition.
The following shows possible dopants which are preferably added to the mixtures according to the invention.
Figure BDA0001337772530000272
Figure BDA0001337772530000281
In the embodiment of the present invention, it is preferable that the dopant accounts for 0 to 5% by weight of the total weight of the liquid crystal composition; more preferably, the dopant is present in an amount of 0 to 1% by weight based on the total weight of the liquid crystal composition.
The stabilizers which may be added to the mixtures according to the invention are mentioned below, for example.
Figure BDA0001337772530000282
Figure BDA0001337772530000291
Figure BDA0001337772530000301
Preferably, the stabilizer is selected from the group consisting of the stabilizers shown below.
Figure BDA0001337772530000311
In the embodiment of the present invention, it is preferable that the stabilizer accounts for 0 to 5% by weight of the total weight of the liquid crystal composition; more preferably, the stabilizer accounts for 0-1% of the total weight of the liquid crystal composition; as a particularly preferred embodiment, the stabilizer is 0 to 0.1% by weight of the total weight of the liquid crystal composition.
In another aspect, the present invention also provides a liquid crystal display device comprising the above liquid crystal composition.
Has the advantages that:
the liquid crystal composition provided by the invention has suitable optical anisotropy, high clearing point and elastic constant K11And K33And also has relatively low dielectric anisotropy, and when the liquid crystal composition is applied to a liquid crystal display, the power consumption can be reduced, the response time can be reduced, and the contrast can be increased.
Detailed Description
The invention will be illustrated below with reference to specific embodiments. It should be noted that the following examples are illustrative of the present invention, and are not intended to limit the present invention. Other combinations and various modifications within the spirit or scope of the present invention may be made without departing from the spirit or scope of the present invention.
For convenience of expression, in the following examples, the group structure of the liquid crystal composition is represented by the code listed in Table 1:
TABLE 1 radical structural code of liquid crystal compounds
Figure BDA0001337772530000312
Figure BDA0001337772530000321
Compounds of the following formula are exemplified:
Figure BDA0001337772530000322
the structural formula is represented by the code listed in Table 1, and can be expressed as: nCCGF, wherein n in the code represents the number of C atoms of the left alkyl group, for example, n is 3, namely, the alkyl group is-C3H7(ii) a C in the code represents cyclohexane, G represents 2-fluoro-1, 4-phenylene and F represents fluorine.
The abbreviated codes of the test items in the following examples are as follows:
cp (. degree. C.) clearing Point (nematic-isotropic phase transition temperature)
Δ n optical anisotropy (589nm, 25 ℃ C.)
Delta epsilon dielectric anisotropy (1KHz, 25 ℃ C.)
V10 threshold Voltage (characteristic voltage with 10% relative contrast in normally white mode)
Low temperature storage time at t-30 ℃ (at-30 ℃)
K11Elasticity constant of splay
K33Flexural elastic constant
Wherein the content of the first and second substances,
the optical anisotropy is obtained by testing an Abbe refractometer under a sodium lamp (589nm) light source at 25 ℃;
Δε=ε||wherein, epsilon||Is a dielectric constant parallel to the molecular axis,. epsilonFor the dielectric constant perpendicular to the molecular axis, test conditions: at 25 deg.C,1KHz, TN90 type test box, 7 μm box thickness.
Test condition of V10: 4 μm liquid crystal cell, DMS505 test, square wave test.
K11、K33The liquid crystal display device is obtained by using an LCR instrument and an antiparallel friction box to test a C-V curve of liquid crystal and calculating the following test conditions: and a 7-micron antiparallel friction box, wherein V is 0.1-20V.
The components used in the following examples can be synthesized by a known method or obtained commercially. These synthesis techniques are conventional and the resulting liquid crystal compounds are tested to meet the standards for electronic compounds.
Liquid crystal compositions were prepared according to the compounding ratios of the liquid crystal compositions specified in the following examples. The liquid crystal composition is prepared according to the conventional method in the field, such as heating, ultrasonic wave, suspension and the like, and is mixed according to the specified proportion.
Liquid crystal compositions given in the following examples were prepared and studied. The composition of each liquid crystal composition and the results of the performance parameter test thereof are shown below.
Comparative example 1
The liquid crystal composition of comparative example 1, which was filled between two substrates of a liquid crystal display and subjected to a performance test, was prepared with each compound and weight percentage as listed in table 2, and the test data are shown in the following table:
TABLE 2 liquid crystal composition formulations and their test properties
Figure BDA0001337772530000331
Figure BDA0001337772530000341
Example 1
The liquid crystal composition of example 1 was prepared according to the compounds and weight percentages listed in table 3, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 3 liquid crystal composition formula and its test performance
Figure BDA0001337772530000342
Example 2
The liquid crystal composition of example 2 was prepared according to the compounds and weight percentages listed in table 4, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 4 liquid crystal composition formula and its test performance
Figure BDA0001337772530000343
Figure BDA0001337772530000351
Example 3
The liquid crystal composition of example 3 was prepared according to the compounds and weight percentages listed in table 5, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 5 liquid crystal composition formulations and their test properties
Figure BDA0001337772530000352
Example 4
The liquid crystal composition of example 4 was prepared according to the compounds and weight percentages listed in table 6, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 6 liquid crystal composition formula and its test performance
Figure BDA0001337772530000353
Figure BDA0001337772530000361
Example 5
The liquid crystal composition of example 5 was prepared according to the compounds and weight percentages listed in table 7, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 7 liquid crystal composition formulations and their test properties
Figure BDA0001337772530000362
Example 6
The liquid crystal composition of example 6 was prepared according to the compounds and weight percentages listed in table 8, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 8 liquid crystal composition formulations and their test properties
Figure BDA0001337772530000371
Example 7
The liquid crystal composition of example 7 was prepared according to the compounds and weight percentages listed in table 9, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 9 liquid crystal composition formulations and their test properties
Figure BDA0001337772530000372
Figure BDA0001337772530000381
Example 8
The liquid crystal composition of example 8 was prepared according to the compounds and weight percentages listed in table 10, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 10 liquid crystal composition formulations and their test properties
Figure BDA0001337772530000382
In order to highlight the beneficial effects of the liquid crystal composition of the present invention, the inventors selected a comparative example similar to the system of the examples of the present invention. As can be seen from comparative example 1 and examples 1 to 8 above, the liquid crystal composition provided by the present invention has suitable optical anisotropy, high clearing point and elastic constant K11And K33And also has relatively low dielectric anisotropy, and when the liquid crystal composition is applied to a liquid crystal display, the power consumption can be reduced, the response time can be reduced, and the contrast can be increased.
The above embodiments are merely illustrative of the technical concept and features of the present invention, and the present invention is not limited thereto, and equivalent changes and modifications made according to the spirit of the present invention should be covered thereby.

Claims (7)

1. A liquid crystal composition having negative dielectric anisotropy, comprising:
at least one compound of the general formula I
Figure FDA0003180688900000011
At least one compound of the general formula II
Figure FDA0003180688900000012
And
at least one compound of formula III:
Figure FDA0003180688900000013
wherein the content of the first and second substances,
R1、R2and R3Each independently represents-H, -F, alkyl OR alkoxy containing 1-12 carbon atoms, alkenyl OR alkenyloxy containing 2-12 carbon atoms, -OR5OR6
Figure FDA0003180688900000014
Wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted by F, and R1And R2At least one of them is-OR5OR6
R5Represents an alkylene group having 1 to 12 carbon atoms or an alkenylene group having 2 to 12 carbon atoms, R6Represents an alkyl group having 1 to 12 carbon atoms or an alkenyl group having 2 to 12 carbon atoms;
R4represents-F, -CF3、-OCF3A fluoroalkyl or fluoroalkoxy group having 1 to 12 carbon atoms, a fluoroalkenyl or fluoroalkenyloxy group having 2 to 12 carbon atoms;
Z1and Z2Each independently represents a single bond, -COO-, -OCO-, -CH2O-、-OCH2-or-CH2CH2-;
Z3Represents a single bond, -COO-, -OCO-, -CH2O-、-OCH2-、-CF2O-、-OCF2-or-CH2CH2-;
L1And L2Each independently represents-F, -Cl, -CN or-NCS;
L3、L4and L5Each independently represents-H, -F or-CH3And L is3And L4F is not simultaneously obtained;
ring (C)
Figure FDA0003180688900000015
And ring
Figure FDA0003180688900000016
Each independently represent
Figure FDA0003180688900000017
Wherein the content of the first and second substances,
Figure FDA0003180688900000018
in one or more-CH2-can be replaced by-O-,
Figure FDA0003180688900000019
wherein one or more H may be substituted by halogen;
ring (C)
Figure FDA00031806889000000110
To represent
Figure FDA00031806889000000111
Wherein
Figure FDA00031806889000000112
In one or more-CH2-may be replaced by-O-, single bonds in one or more rings may be replaced by double bonds,
Figure FDA00031806889000000113
wherein one or more H may be substituted by halogen, and one or more rings-CH-may be replaced by-N-;
n1 and n2 each independently represent 0, 1, 2 or 3, and when n1 is 2 or 3, the ring
Figure FDA0003180688900000021
May be the same or different, Z1May be the same or different; when n2 is 2 or 3, the ring
Figure FDA0003180688900000022
May be the same or different, Z2May be the same or different;
m represents 1, 2, 3 or 4, and when m is 2, 3, 4, a ring
Figure FDA0003180688900000023
May be the same or different, Z3May be the same or different;
R7and R8Each independently represents H, an alkyl or alkoxy group having 1 to 12 carbon atoms, an alkenyl or alkenyloxy group having 2 to 12 carbon atoms;
ring (C)
Figure FDA0003180688900000024
And ring
Figure FDA0003180688900000025
Each independently represent
Figure FDA0003180688900000026
Figure FDA0003180688900000027
r represents 1, 2 or 3;
wherein the compound of formula II comprises at least one compound of formula II-2:
Figure FDA0003180688900000028
wherein the content of the first and second substances,
ring (C)
Figure FDA0003180688900000029
Ring (C)
Figure FDA00031806889000000210
And ring
Figure FDA00031806889000000211
Each independently represent
Figure FDA00031806889000000212
Figure FDA00031806889000000213
m1 represents 0, 1 or 2;
the compound of the general formula I accounts for 20-40% of the total weight of the liquid crystal composition, the compound of the general formula II accounts for 20-60% of the total weight of the liquid crystal composition, and the compound of the general formula III accounts for 15-50% of the total weight of the liquid crystal composition.
2. The liquid crystal composition of claim 1, wherein the compound of formula i is selected from the group consisting of:
Figure FDA0003180688900000031
and
Figure FDA0003180688900000032
wherein the content of the first and second substances,
ring (C)
Figure FDA0003180688900000033
To represent
Figure FDA0003180688900000034
And when n1 is 1, the ring
Figure FDA0003180688900000035
To represent
Figure FDA0003180688900000036
When n1 is 2 or 3, at least one ring
Figure FDA0003180688900000037
To represent
Figure FDA0003180688900000038
L6、L7、L8And L9Each independently represents-H or-F;
o represents 1 or 2;
p and q each independently represent 0 or 1.
3. The liquid crystal composition of claim 2, wherein the compound of formula i-1 is selected from the group consisting of:
Figure FDA0003180688900000039
Figure FDA0003180688900000041
Figure FDA0003180688900000042
and
Figure FDA0003180688900000043
the compound of formula I-2 is selected from the group consisting of:
Figure FDA0003180688900000044
Figure FDA0003180688900000045
and
Figure FDA0003180688900000046
wherein the content of the first and second substances,
R11and R21Each independently represents-H, -F, alkyl OR alkoxy containing 1-7 carbon atoms, alkenyl OR alkenyloxy containing 2-7 carbon atoms, -OR51OR61
Figure FDA0003180688900000047
Wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted by F, and R11And R21At least one of them is-OR51OR61
R51Represents an alkylene group having 1 to 10 carbon atoms or an alkenylene group having 2 to 10 carbon atoms, R61Represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms.
4. The liquid crystal composition of claim 1, wherein the compound of formula ii is selected from the group consisting of:
Figure FDA0003180688900000051
and
Figure FDA0003180688900000052
wherein the content of the first and second substances,
ring (C)
Figure FDA0003180688900000053
Ring (C)
Figure FDA0003180688900000054
And ring
Figure FDA0003180688900000055
Each independently represent
Figure FDA0003180688900000056
Figure FDA0003180688900000057
m1 represents 0, 1 or 2.
5. The liquid crystal composition of claim 4, wherein the compound of formula II-1 is selected from the group consisting of:
Figure FDA0003180688900000058
Figure FDA0003180688900000061
Figure FDA0003180688900000062
and
Figure FDA0003180688900000063
the compound of formula II-2 is selected from the group consisting of:
Figure FDA0003180688900000071
Figure FDA0003180688900000081
Figure FDA0003180688900000091
Figure FDA0003180688900000101
Figure FDA0003180688900000111
Figure FDA0003180688900000121
Figure FDA0003180688900000122
and
Figure FDA0003180688900000123
wherein the content of the first and second substances,
R31represents-H, -F, alkyl OR alkoxy containing 1-7 carbon atoms, alkenyl OR alkenyloxy containing 2-7 carbon atoms, -OR5OR6Wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted by F;
R41represents-F, -CF3、-OCF3A fluoroalkyl or fluoroalkoxy group having 1 to 7 carbon atoms, a fluoroalkenyl or fluoroalkenyloxy group having 2 to 7 carbon atoms.
6. The liquid crystal composition of claim 1, wherein the compound of formula iii is selected from the group consisting of:
Figure FDA0003180688900000131
Figure FDA0003180688900000132
and
Figure FDA0003180688900000133
wherein R is71And R81Each independently represents H, an alkyl or alkoxy group having 1 to 7 carbon atoms, an alkenyl or alkenyloxy group having 2 to 7 carbon atoms.
7. A liquid crystal display device comprising the liquid crystal composition according to any one of claims 1 to 6.
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