CN112824492B - Liquid crystal composition and application thereof - Google Patents

Liquid crystal composition and application thereof Download PDF

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CN112824492B
CN112824492B CN201911150216.5A CN201911150216A CN112824492B CN 112824492 B CN112824492 B CN 112824492B CN 201911150216 A CN201911150216 A CN 201911150216A CN 112824492 B CN112824492 B CN 112824492B
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liquid crystal
crystal composition
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carbon atoms
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姚利芳
徐海彬
陈诺
丁文全
徐爽
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Jiangsu Hecheng Display Technology Co Ltd
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    • 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
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    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/12Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
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    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
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    • C09K19/10Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/20Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers
    • C09K19/2007Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers the chain containing -COO- or -OCO- groups
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    • C09K2019/0466Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group the linking chain being a -CF2O- chain

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Abstract

The invention relates to a liquid crystal composition and application thereof, and a liquid crystalThe composition comprises at least one compound of formula I, and at least one compound of formula II-1 and/or at least one compound of formula II-2; the liquid crystal composition has proper optical anisotropy and dielectric anisotropy, higher clearing point, lower rotational viscosity and higher K ave On the premise of the value, the VHR-initial and low-temperature storage performance can be maintained at a stable level, the conductivity I/V value is remarkably lower, the ion dissipation speed is higher, the occurrence of the ghost shadow of the liquid crystal panel can be effectively improved, and the reliability is higher.

Description

Liquid crystal composition and application thereof
Technical Field
The invention belongs to the technical field of liquid crystal materials, and relates to a liquid crystal composition and application thereof.
Background
Liquid Crystal Displays (LCDs) are used in many fields to display information, and are used for direct view displays and projection type displays. As the photoelectric mode, for example, twisted Nematic (TN), super Twisted Nematic (STN), optically Compensated Bend (OCB), electrically Controlled Birefringence (ECB), various variations thereof, and the like are used. All these modes utilize an electric field which is substantially perpendicular to the substrate or the liquid crystal layer, and in addition to these modes, there are electro-optical modes utilizing an electric field which is substantially parallel to the substrate or the liquid crystal layer, such as an in-plane switching (IPS) mode and a Fringe Field Switching (FFS) mode, in which there are strong so-called "fringe fields", i.e., a strong electric field near the edges of the electrodes and an electric field in the entire cell which has a strong vertical component and a strong horizontal component. The latter two electro-optical modes are particularly useful for LCDs in modern desktop monitors and are intended for television displays and multimedia applications. The liquid crystal according to the invention is preferably used in this type of display. In general, liquid-crystalline media having a dielectric anisotropy of only about 3 or even less are sometimes also used in FFS displays.
For these displays, new liquid-crystalline media with improved properties are required. In particular, the addressing time must be improved for many application types. Liquid-crystalline media having a low viscosity, in particular having a low rotational viscosity, are therefore required. In particular for monitor applications, the rotational viscosity should be 80 mPas or less, preferably 60 mPas or less and in particular 55 mPas or less. In addition to these parameters, the medium must have a nematic phase range of suitable width and position, and suitable birefringence. The dielectric anisotropy should also be high enough to enable a relatively low operating voltage. Preferably, the dielectric anisotropy should be higher than 2, very preferably higher than 3, however preferably not higher than 20, in particular not higher than 17, since this would avoid at least a relatively high resistivity.
For notebook computer display applications or other mobile applications, the rotation year should preferably be 120mPa · s or less, particularly preferably 100mPa · s or less. The dielectric anisotropy should preferably be greater than 8, in particular greater than 12.
The liquid crystal material used for the liquid crystal display is required to have the following characteristics: (1) low driving voltage: the liquid crystal material has proper dielectric anisotropy; (2) fast response: the liquid crystal material has an appropriate optical anisotropy (3): high reliability: the high-voltage-holding-ratio UV-resistant coating has high voltage holding ratio, high ion dissipation speed, high specific resistance value, excellent high-temperature-resistant stability and excellent UV resistance; however, when the liquid crystal material achieves the basic characteristics (low driving and fast response) required by the liquid crystal display, the reliability problem becomes more prominent, and especially the high temperature resistance (afterimage appears at high temperature) becomes worse;
because of the sensitivity of liquid crystal materials to ultraviolet rays, finished liquid crystals generally need to be matched with additives with an anti-UV function, and the most widely applied additives are hindered amine light stabilizers. The hindered amine compound has good physical and chemical stability and excellent UV tolerance as an ultraviolet absorbent of liquid crystal, but the known hindered amine compound has the problem of poor compatibility after being mixed and dissolved with a liquid crystal material, and particularly when the hindered amine compound is applied to a low-temperature environment, a solid is often precipitated.
Therefore, it is an urgent problem to develop a liquid crystal material having both low temperature stability and performance reliability.
Disclosure of Invention
In view of the deficiencies of the prior art, it is an object of the present invention to provide a liquid crystal composition. The liquid crystal composition can have low-temperature stability and performance reliability, and is suitable for various liquid crystal display modes.
In order to achieve the purpose, the invention adopts the following technical scheme:
the invention provides a liquid crystal composition, which comprises at least one compound shown in a general formula I, and at least one compound shown in a general formula II-1 and/or at least one compound shown in a general formula II-2;
Figure BDA0002283323340000031
said r represents 2, 3 or 4;
sp represents a straight or branched chain alkylene group having 1 to 15 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, etc.) carbon atoms, a cycloalkyl or aromatic hydrocarbon group having 3 to 7 (e.g., 4, 5, 6, etc.) carbon atoms, or at least one-CH group of a straight or branched chain alkylene group having 1 to 15 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, etc.) carbon atoms 2 -substituted by-O-, -CO-or-NH-, containing 3 to 7 (e.g. 4) 5, 6, etc.) carbon atoms, at least one-CH in a cycloalkyl or an aromatic hydrocarbon radical 2 CH 2 -a group substituted with-CH = CH-or-C ≡ C-, or a group in which at least two of the above groups are linked, and the valence of Sp is the same as the number represented by r;
sp may be selected from the group consisting of at least two of the above groups, and may be exemplified by a group comprising a straight chain alkylene group and a cycloalkyl group, for example
Figure BDA0002283323340000032
Or may be selected from one-CH of linear alkylene 2 Groups formed by bonding of radicals substituted by-CO-with aromatic hydrocarbon radicals, e.g.
Figure BDA0002283323340000041
The dotted line represents the access bond of the group;
wherein, the aromatic hydrocarbon group refers to a hydrocarbon group containing a benzene ring, including but not limited to
Figure BDA0002283323340000042
Figure BDA0002283323340000043
Etc., the dotted line represents the access bond of the group;
the R is N represents-H, -OH, an alkyl group containing 1-15 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, etc.) carbon atoms, or at least one-CH in an alkyl group containing 1-15 carbon atoms 2 -substituted by-O-, -CO-or-NH-;
said Y 1 -Y 4 Each independently represents H or an alkyl group containing 1 to 4 (e.g. 2 or 3) carbon atoms;
said R is A1 And R A2 Each independently represents a straight or branched alkyl group having 1 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, etc.) carbon atoms,
Figure BDA0002283323340000044
Figure BDA0002283323340000045
Or
Figure BDA0002283323340000046
Or 1 or 2 or more-CH which is not adjacent to 1 or 2 of a linear or branched alkyl group having 1 to 12 (for example, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, etc.) carbon atoms 2 -each independently is substituted with-CH = CH-, -C ≡ C-, -O-) -CO-, -CO-O-or-O-CO-substituted radicals, or a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure BDA0002283323340000047
Or
Figure BDA0002283323340000048
Or at least two of-H are each independently substituted with-F or-Cl;
in the present invention, like
Figure BDA0002283323340000049
Or
Figure BDA00022833233400000410
Such groups without a specific access site are those wherein the line drawn represents the access site and not a methyl group;
z is A11 、Z A21 And Z A22 Each independently represents a single bond, -CH 2 CH 2 -、-CF 2 CF 2 -、-CO-O-、-O-CO-、-O-CO-O-、-CH=CH-、-CF=CF-、-CH 2 O-or-OCH 2 Any one of the above-mentioned;
said X A1 And X A2 Each independently represents any one of halogen, haloalkyl containing 1 to 5 (e.g., 2, 3, 4, etc.) carbon atoms, haloalkoxy containing 1 to 5 (e.g., 2, 3, 4, etc.) carbon atoms, haloalkenyl containing 2 to 5 (e.g., 2, 3, 4, etc.) carbon atoms, or haloalkenyloxy containing 2 to 5 (e.g., 2, 3, 4, etc.) carbon atoms;
the ring
Figure BDA0002283323340000051
Ring(s)
Figure BDA0002283323340000052
Ring (C)
Figure BDA0002283323340000053
And ring
Figure BDA0002283323340000054
Each independently of the otherGround representation
Figure BDA0002283323340000055
Or
Figure BDA0002283323340000056
Or
Figure BDA0002283323340000057
And
Figure BDA0002283323340000058
of one or at least two-CH 2 -substituted by-O-, or
Figure BDA0002283323340000059
Figure BDA00022833233400000510
And
Figure BDA00022833233400000511
a group in which one or at least two single bonds are replaced by a double bond, or
Figure BDA00022833233400000512
And
Figure BDA00022833233400000513
or at least two of-H are substituted by-CN, -F or-Cl, or
Figure BDA00022833233400000514
And
Figure BDA00022833233400000515
or at least two of-CH = groups substituted by-N =;
n is A11 And n A2 Each independently represents 0, 1, 2 or 3, and when n A11 When =2 or 3, ring
Figure BDA00022833233400000516
Same or different, Z A11 The same or different; when n is A2 When =2 or 3, a ring
Figure BDA00022833233400000517
Same or different, Z A21 The same or different;
n is A12 Represents 1 or 2, and when n A12 When =2, ring
Figure BDA00022833233400000518
The same or different;
said L A11 、L A12 、L A13 、L A21 And L A22 Each independently represents-H, -F or-CH 3 Any one of them.
The additive shown in the general formula I is added into the liquid crystal composition, and the additive and the positive liquid crystal compound shown in the general formula II-1 and/or the general formula II-2 have synergistic effect, so that the obtained liquid crystal composition has proper optical anisotropy and dielectric anisotropy, higher clearing point, lower rotational viscosity and higher K ave On the premise of the value, the VHR-initial and low-temperature storage performance can be maintained at a stable level, the conductivity I/V value is remarkably lower, the ion dissipation speed is higher, the occurrence of the ghost shadow of the liquid crystal panel can be effectively improved, and the reliability is higher.
Preferably, the compound of the general formula I is any one of compounds having the following structures or a combination of at least two of the compounds:
Figure BDA0002283323340000061
Figure BDA0002283323340000071
t is an integer of 1 to 11, such as 2, 3, 4, 5, 6, 7, 8, 9, 10, etc.;
said R is N Have the same meaning as in formula I.
Preferably, said R is N represents-H or an alkyl group having 1 to 8 carbon atoms.
Said Y is 1 、Y 2 、Y 3 、Y 4 Are all methyl.
Preferably, the liquid crystal composition contains the compound of formula I in an amount of 50 to 5000ppm, for example, 60ppm, 100ppm, 500ppm, 1000ppm, 1500ppm, 2000ppm, 2500ppm, 3000ppm, 3500ppm, 4000ppm, 4500ppm, 4800ppm, etc., preferably 100 to 4000ppm, more preferably 100 to 3000ppm, still more preferably 200 to 1000ppm.
Preferably, the compound of formula II-1 is any one of or a combination of at least two of the compounds having the following structures:
Figure BDA0002283323340000081
Figure BDA0002283323340000091
Figure BDA0002283323340000101
the R is A1 Represents a straight-chain or branched alkyl group having 1 to 8 carbon atoms,
Figure BDA0002283323340000102
Or
Figure BDA0002283323340000103
Or 1 or non-adjacent 2 or more-CH in a linear or branched alkyl group having 1 to 8 carbon atoms 2 -radicals each independently of the others replaced by-CH = CH-, -C ≡ C-, -O-, -CO-O-or-O-CO-, or said straight or branched alkyl radical containing 1 to 8 carbon atoms,
Figure BDA0002283323340000104
Or
Figure BDA0002283323340000111
Or at least two of-H are each independently substituted with-F or-Cl;
the R is v And R w Each independently represents-CH 2 -or-O-;
v and w each independently represent 0 or 1;
said L A11 、L A12 、L A11 '、L A12 '、L A14 、L A15 And L A16 Each independently represents-H or-F;
said L A13 And L A13 ' independently of each other represents-H or-CH 3
Said X A1 represents-F, -CF 3 or-OCF 3
Preferably, the compound of formula II-2 is any one of or a combination of at least two of the compounds having the following structures:
Figure BDA0002283323340000112
Figure BDA0002283323340000121
Figure BDA0002283323340000131
said R is A2 Represents a straight chain or branched alkyl group having 1 to 8 carbon atoms or a straight chain or branched alkyl group having 1 to 8 carbon atoms, wherein the alkyl group is not adjacent to 1 or 2 or more-CH 2 -each independently substituted with-CH = CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, or a group wherein one or at least two-H of linear or branched alkyl groups containing 1 to 8 carbon atoms are each independently substituted with-F or-Cl;
said L is A21 、L A22 、L A23 、L A24 And L A25 Each independently represents-H or-F;
said X is A21 represents-F, -CF 3 、-OCF 3 or-CH 2 CH 2 CH=CF 2
Preferably, the liquid crystal composition further comprises at least one compound of formula III;
Figure BDA0002283323340000132
the R is M1 And R M2 Each independently represents-H, a linear or branched alkyl group having 1 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, etc.) carbon atoms,
Figure BDA0002283323340000133
Figure BDA0002283323340000134
Or
Figure BDA0002283323340000135
Or 1 or 2 or more-CH which is not adjacent to 1 or 2 of a linear or branched alkyl group having 1 to 12 (for example, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, etc.) carbon atoms 2 -groups independently replaced by-CH = CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, respectively;
the ring
Figure BDA0002283323340000141
Ring(s)
Figure BDA0002283323340000142
And ring
Figure BDA0002283323340000143
Each independently represent
Figure BDA0002283323340000144
Or
Figure BDA0002283323340000145
Or alternatively
Figure BDA0002283323340000146
Of one or at least two-CH 2 -substituted by-O-, or
Figure BDA0002283323340000147
A group in which one-H is replaced by halogen;
z is M1 And Z M2 Each independently represents a single bond-CO-O-) -O-CO-, -CH 2 O-、-OCH 2 -、-CH=CH-、-C≡C-、-CH 2 CH 2 -or- (CH) 2 ) 4 -;
N is said M1 Represents 0, 1, 2 or 3, and when n M1 When represents 2 or 3, a ring
Figure BDA0002283323340000148
Same or different, Z M2 The same or different.
Preferably, the compound of formula III is any one of or a combination of at least two of the compounds having the following structures:
Figure BDA0002283323340000149
Figure BDA0002283323340000151
Figure BDA0002283323340000161
the R is M1 And R M2 All have the same meaning as in formula III.
Preferably, the total weight of the compound of formula II-1 is 1-60% of the total weight of the liquid crystal composition, such as 5%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, etc., preferably 5-50%, and more preferably 10-40%.
Preferably, the total weight of the compound of formula II-2 is 1-70% of the total weight of the liquid crystal composition, such as 5%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, etc., preferably 5-60%, more preferably 10-50%.
Preferably, the total weight of the compound of formula III is 10-80% of the total weight of the liquid crystal composition, such as 5%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, 70%, 75%, etc., preferably 15-75%, and more preferably 20-70%.
The second purpose of the invention is to provide a liquid crystal display device, which comprises the liquid crystal composition.
Compared with the prior art, the invention has the following beneficial effects:
the liquid crystal composition provided by the invention has appropriate optical anisotropy and dielectric anisotropy, higher clearing point, lower rotational viscosity and higher K ave On the premise of the value, the VHR-initial and low-temperature storage performance can be maintained at a stable level, the conductivity I/V value is remarkably lower, the ion dissipation speed is higher, the occurrence of the ghost shadow of the liquid crystal panel can be effectively improved, and the reliability is higher.
Drawings
FIG. 1 is an RDC chart of the liquid crystal compositions of examples 3, 6, 9 and comparative example 1.
FIG. 2 is an RDC chart of the liquid crystal compositions of examples 12, 15, 18 and comparative example 2.
FIG. 3 is an RDC chart of the liquid crystal compositions of examples 21, 24, 27 and comparative example 3.
FIG. 4 is an RDC chart of the liquid crystal compositions of examples 30, 33, 36 and comparative example 4.
Detailed Description
For the purpose of facilitating an understanding of the present invention, the following examples are set forth herein. It should be understood by those skilled in the art that the examples are only for the understanding of the present invention and should not be construed as the specific limitation of the present invention.
For convenience of expression, in the following examples and comparative examples, the structures of the groups in the liquid crystal composition are represented by codes listed in table 1:
TABLE 1
Figure BDA0002283323340000171
Figure BDA0002283323340000181
In table 1, the dashed line represents the access site of the group, and the short straight line in the group without the dashed line represents the access site.
Illustratively, the structural code of the compound of the following structural formula is illustrated:
Figure BDA0002283323340000182
by using the codes in the table 1, the structure is ncmpm, wherein n represents alkyl with the carbon number n, namely the leftmost alkyl of the compound, m represents alkyl with the carbon number m, namely the rightmost alkyl of the compound, and CPP represents cycloalkyl, phenyl and phenyl which are connected in sequence from left to right.
The parameters of the performance tests referred to in the following examples and comparative examples are defined in detail in table 2.
TABLE 2
Parameter(s) Parameter definition
Δn Optical anisotropy
C P Clearing Point (nematic phase-transition temperature of isotropic phase,. Degree.C.)
K ave Average elastic constant
γ1 Rotational viscosity (mPa.s)
Δε Dielectric anisotropy
ε⊥ Dielectric constant in the direction perpendicular to the molecular axis
t -30℃ Low temperature storage time (h, at-30 deg.C)
I/V Conductance (Gohm) -1 )
VHR-initio Initial Voltage holding ratio (%)
The following examples and comparative examples were conducted with the following performance test methods and parameters:
the delta n is obtained by testing under a sodium lamp (589 nm) light source at 25 ℃;
C P testing by using a melting point instrument quantitative method;
Δε=ε wherein epsilon Is parallel toDielectric constant on molecular axis,. Epsilon For the dielectric constant perpendicular to the molecular axis, test conditions: the temperature is 25 ℃, the temperature is 1KHz, the test box is TN90 type, and the box thickness is 7 mu m;
gamma 1 is obtained by testing a TOYO 6254 type liquid crystal physical property evaluation system; the testing temperature is 25 ℃, the testing voltage is 90V, and the thickness of the testing box is 20 mu m;
Δε=ε wherein epsilon Is the dielectric constant, ε, parallel to the molecular axis For the dielectric constant perpendicular to the molecular axis, test conditions: the temperature is 25 ℃, the temperature is 1KHz, the test box is TN90 type, and the box thickness is 7 mu m;
t -30℃ the test method (2): observing whether crystals are separated out every day in a low-temperature constant temperature box at the temperature of minus 30 ℃;
I/V, test method: filling a 9-micron twisted nematic liquid crystal cell (TN cell) box with liquid crystal, electrifying the TN cell at 10V/0.01HZ, and testing by using TOYO 6254 (liquid crystal physical property evaluation system) to obtain an I/V value;
VHR-initial was tested using a TOYO 6254 model liquid Crystal physical Property evaluation System; the test temperature is 60 ℃, the test voltage is 5V, and the test frequency is 6Hz;
the test method of the RDC graph comprises the following steps: a TOYO 6254 type liquid crystal physical property evaluation system was used to apply a DC voltage of 5V 3600s at 25. + -. 0.5 ℃ and then to disconnect the power supply, and the residual potential of the liquid crystal was continuously measured for 3600s and the potential change curve was recorded.
The liquid crystal compositions provided in the following examples and comparative examples each include a liquid crystal HOST, specifically, liquid crystal HOST-1 (HOST-1), liquid crystal HOST-2 (HOST-2), liquid crystal HOST-3 (HOST-3), and liquid crystal HOST-4 (HOST-4), and the formulations are shown in tables 3-1 to 3-4.
TABLE 3-1 HOST-1 formulation
Components Content (%)
2CCGF 1.5
3CCGF 8
4CCGF 3
5CCGF 5
3CCPOCF3 9
3CCV 33
2IU1(2F)OUF 6.5
3IU1(2F)OUF 8
3PGU1(2F)OUF 6
4PGU1(2F)OUF 6
5PGU1(2F)OUF 6
2PGU1(2F)OPOCF3 5
3PGU1(2F)OPOCF3 2.5
TABLE 3-2 HOST-2 formulation
Components Content (%)
5CCV 10.5
3CCPOCF3 7.5
5PP1 6
VCCP1 7
3CCV 20
V2CCP1 7.5
3CCV1 12
3PGP2V(2F) 2.5
3D2PUF 3
3CDPUF 3
3CD2PUF 6
2PGU1(2F)OPOCF3 5
3PGU1(2F)OPOCF3 5
4PGU1(2F)OPOCF3 5
TABLE 3-3 HOST-3 formulation
Components Content (%)
3CPP2 4
3CGPC3 2
3CCPUF 4
2CCPUF 2
4CCPUF 2
2PGUF 5
3PGUF 5.5
VCCP1 5
3CCV 37.5
3CCV1 5.5
2PGPC3 1.5
3PGPC2 3
3PGPF 3
3DPUF 5.5
3PU1(2F)OUF 14.5
TABLE 3-4 HOST-4 formulation
Components Content (%)
3CPPC3 3
3CCUF 4.5
3CCPUF 10
2CCPUF 8
4CCPUF 7
3CCV 46.5
3CCV1 3.5
3PU1(2F)OUF 11.5
3PGU1(2F)OUF 3
4PGU1(2F)OUF 3
The characterization parameters of the above four liquid crystal hosts are shown in table 4.
TABLE 4
△n C P K ave γ 1 △ε ε
HOST-1 0.108 78 10.5 80 12.6 3.7
HOST-2 0.109 100 14.9 88 5.6 2.8
HOST-3 0.115 81 11.1 69 8.7 3.2
HOST-4 0.1 98 12.3 79 8.2 3
The examples of the present invention and the comparative examples each provide liquid crystal compositions, wherein the liquid crystal compositions of the examples are each composed of the above-mentioned HOST-1 to HOST-4 and various contents of the compounds of the general formula I (GUEST-1 to GUEST-3), and the liquid crystal compositions of the comparative examples each comprise only the above-mentioned HOST-1 to HOST-4, and the data on the liquid crystal HOST types, the types and contents of the compounds of the general formula I (based on the total weight of the liquid crystal compositions), and the performance tests of the liquid crystal compositions are presented in the form of the following tables.
Examples 1 to 9 and comparative example 1
Comparative example 1 and examples 1 to 9 according to the present invention were constructed by adding different amounts of the compounds of formula I (GUEST-1, GUEST-2 and GUEST-3) as shown in Table 5 below to HOST-1, and the results of the performance test were shown in Table 5.
GUEST-1:
Figure BDA0002283323340000221
(ascribed to the general formula I-1);
GUEST-2:
Figure BDA0002283323340000222
(belonging to the general formula I-2);
GUEST-3:
Figure BDA0002283323340000223
(ascribed to the general formula I-5);
TABLE 5 formulations and characterization parameters for comparative example 1, examples 1-9
Figure BDA0002283323340000224
Figure BDA0002283323340000231
As can be seen from the data in Table 5, the liquid crystal composition of the present invention has significantly lower conductance I/V value and higher reliability on the premise of maintaining the VHR-initial and low temperature storage performance at a stable level.
FIG. 1 is an RDC chart of the liquid crystal compositions of examples 3, 6, and 9 and comparative example 1, which shows that the liquid crystal compositions containing the compound of formula I of the present invention have a faster ion dissipation rate, and are effective in improving the occurrence of the image sticking of the liquid crystal panel.
Examples 10 to 18 and comparative example 2
Comparative example 2 and examples 10 to 18 according to the present invention were constructed by adding different amounts of the compounds of the general formula I (GUEST-1, GUEST-2 and GUEST-3) as shown in Table 6 below to HOST-2, and the results of the performance test were shown in Table 6.
TABLE 6 formulations and characterization parameters for comparative example 2 and examples 10-18
Figure BDA0002283323340000232
As can be seen from the data in Table 6, the liquid crystal composition of the present invention has significantly lower conductance I/V values and higher reliability while maintaining the VHR-initial and low temperature storage performance at a stable level.
FIG. 2 is an RDC chart of the liquid crystal compositions of examples 12, 15, 18 and comparative example 2, which shows that the liquid crystal composition containing the compound of formula I of the present invention has a faster ion dissipation rate, and is effective in improving the occurrence of the afterimage of the liquid crystal panel.
Examples 19 to 27 and comparative example 3
Comparative example 3 and examples 19 to 27 according to the present invention were constructed by adding different amounts of the compounds of the general formula I (GUEST-1, GUEST-2 and GUEST-3) as shown in Table 7 below to HOST-3, and the results of the performance tests are shown in Table 7.
TABLE 7 formulations and characterization parameters for comparative example 3 and examples 19-27
Figure BDA0002283323340000241
As can be seen from the data in Table 7, the liquid crystal composition of the present invention has significantly lower conductance I/V value and higher reliability while maintaining the VHR-initial and low temperature storage performance at a stable level.
FIG. 3 is an RDC chart of the liquid crystal compositions of examples 21, 24, 27 and comparative example 3, showing that the liquid crystal composition containing the compound of formula I of the present invention has a faster ion dissipation rate, which is effective in improving the occurrence of the afterimage of the liquid crystal panel.
Examples 28 to 36 and comparative example 4
Comparative example 4 and examples 28 to 36 according to the present invention were constructed by adding different amounts of the compounds of formula I (GUEST-1, GUEST-2 and GUEST-3) as shown in Table 8 below to HOST-4, and the results of the performance test were shown in Table 8.
TABLE 8 formulation and characterization parameters for comparative example 4 and examples 28-36
Figure BDA0002283323340000251
As can be seen from the data in Table 8, the liquid crystal composition of the present invention has significantly lower conductance I/V value and higher reliability while maintaining the VHR-initial and low temperature storage performance at a stable level.
FIG. 4 is an RDC chart of the liquid crystal compositions of examples 30, 33, 36 and comparative example 4, which shows that the liquid crystal compositions containing the compound of formula I of the present invention have a faster ion dissipation rate, and are effective in improving the occurrence of the image sticking of the liquid crystal panel.
The applicant states that the present invention is illustrated by the above examples to show the details of the process equipment and process flow of the present invention, but the present invention is not limited to the above details of the process equipment and process flow, which means that the present invention must not be implemented by relying on the above details of the process equipment and process flow. It should be understood by those skilled in the art that any modification of the present invention, equivalent substitutions of the raw materials of the product of the present invention, addition of auxiliary components, selection of specific modes, etc., are within the scope and disclosure of the present invention.

Claims (15)

1. A liquid crystal composition, characterized in that it comprises at least one compound of formula I, and at least one compound of formula II-1 and/or at least one compound of formula II-2;
Figure FDA0003881809820000011
the compound of the general formula I is any one or the combination of at least two of the compounds with the following structures:
Figure FDA0003881809820000012
Figure FDA0003881809820000021
t is an integer of 1-11;
the R is N Represents at least one-CH of-H, -OH, alkyl containing 1-15 carbon atoms, or alkyl containing 1-15 carbon atoms 2 -substituted by-O-, -CO-or-NH-;
said Y 1 -Y 4 Each independently represents H or an alkyl group having 1 to 4 carbon atoms;
said R is A1 And R A2 Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure FDA0003881809820000022
Or 1 or non-adjacent 2 or more-CH in a linear or branched alkyl group having 1 to 12 carbon atoms 2 -each independently is substituted with-CH = CH-, -C ≡ C-, -O-) -CO-, -CO-O-or-O-CO-substituted radicals, or a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure FDA0003881809820000023
Or at least two of-H are each independently substituted with-F or-Cl;
z is A11 、Z A21 And Z A22 Each independently represents a single bond, -CH 2 CH 2 -、-CF 2 CF 2 -、-CO-O-、-O-CO-、-O-CO-O-、-CH=CH-、-CF=CF-、-CH 2 O-or-OCH 2 Any one of the above-mentioned;
said X A1 And X A2 Each independently represents any one of halogen, haloalkyl containing 1 to 5 carbon atoms, haloalkoxy containing 1 to 5 carbon atoms, haloalkenyl containing 2 to 5 carbon atoms or haloalkenyloxy containing 2 to 5 carbon atoms;
the ring
Figure FDA0003881809820000031
Ring (C)
Figure FDA0003881809820000032
Ring (C)
Figure FDA0003881809820000033
And ring
Figure FDA0003881809820000034
Each independently represent
Figure FDA0003881809820000035
Or
Figure FDA0003881809820000036
Figure FDA0003881809820000037
Of one or at least two-CH 2 -substituted by-O-, or
Figure FDA0003881809820000038
Figure FDA0003881809820000039
A group in which one or at least two single bonds are replaced by a double bond, or
Figure FDA00038818098200000310
Or at least two of-H are substituted by-CN, -F or-Cl, or
Figure FDA00038818098200000311
Or at least two of-CH = groups substituted by-N =;
n is A11 And n A2 Each independently represents 0, 1, 2 or 3, and when n A11 When =2 or 3, a ring
Figure FDA00038818098200000312
Same or different, Z A11 The same or different; when n is A2 When =2 or 3, a ring
Figure FDA00038818098200000313
Same or different, Z A21 The same or different;
n is A12 Represents 1 or 2, and when n A12 When =2, ring
Figure FDA00038818098200000314
The same or different;
said L is A11 、L A12 、L A13 、L A21 And L A22 Each independently represents-H, -F or-CH 3 Any one of the above;
the liquid crystal composition further comprises at least one compound of formula III;
Figure FDA0003881809820000041
the R is M1 And R M2 Each independently represents-H, a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure FDA0003881809820000042
Or 1 or non-adjacent 2 or more-CH in a linear or branched alkyl group having 1 to 12 carbon atoms 2 -groups independently replaced by-CH = CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, respectively;
the ring
Figure FDA0003881809820000043
Ring (C)
Figure FDA0003881809820000044
And a ring
Figure FDA0003881809820000045
Each independently represent
Figure FDA0003881809820000046
Figure FDA0003881809820000047
Or alternatively
Figure FDA0003881809820000048
Of one or at least two-CH 2 -substituted by-O-, or
Figure FDA0003881809820000049
A group wherein one of-H is replaced by halogen;
z is M1 And Z M2 Each independently represents a single bond-CO-O-) -O-CO-, -CH 2 O-、-OCH 2 -、-CH=CH-、-C≡C-、-CH 2 CH 2 -or- (CH) 2 ) 4 -;
N is M1 Represents 0, 1, 2 or 3, and when n M1 When represents 2 or 3, a ring
Figure FDA00038818098200000410
Same or different, Z M2 The same or different;
in the liquid crystal composition, the content of the compound shown in the general formula I is 50-5000ppm, the total weight of the compound shown in the general formula II-1 accounts for 1-60% of the total weight of the liquid crystal composition, the total weight of the compound shown in the general formula II-2 accounts for 1-70% of the total weight of the liquid crystal composition, and the total weight of the compound shown in the general formula III accounts for 10-80% of the total weight of the liquid crystal composition.
2. The liquid crystal composition according to claim 1, wherein R is N represents-H or an alkyl group containing 1 to 8 carbon atoms;
said Y is 1 、Y 2 、Y 3 、Y 4 Are all methyl.
3. The liquid crystal composition of claim 1, wherein the compound of formula I is present in an amount of 100 to 4000ppm.
4. The liquid crystal composition of claim 3, wherein the compound of formula I is present in an amount of 100 to 3000ppm.
5. The liquid crystal composition of claim 4, wherein the compound of formula I is present in an amount of 200 to 1000ppm.
6. The liquid crystal composition of claim 1, wherein the compound of formula II-1 is any one or a combination of at least two of the compounds having the following structures:
Figure FDA0003881809820000051
Figure FDA0003881809820000061
Figure FDA0003881809820000071
the R is A1 Represents a straight-chain or branched alkyl group having 1 to 8 carbon atoms,
Figure FDA0003881809820000072
Figure FDA0003881809820000073
Or 1 or non-adjacent 2 or more-CH in a linear or branched alkyl group having 1 to 8 carbon atoms 2 -each independently is substituted with-CH = CH-, -C ≡ C-, -O-) -CO-, -CO-O-or-O-CO-substituted, or said linear or branched alkyl having 1 to 8 carbon atoms,
Figure FDA0003881809820000074
Figure FDA0003881809820000081
Or at least two of-H are each independently substituted with-F or-Cl;
the R is v And R w Each independently represents-CH 2 -or-O-;
each of v and w independently represents 0 or 1;
said L A11 、L A12 、L A11 '、L A12 '、L A14 、L A15 And L A16 Each independently represents-H or-F;
said L A13 And L A13 ' independently of each other represents-H or-CH 3
Said X A1 denotes-F, -CF 3 or-OCF 3
7. The liquid crystal composition of claim 1, wherein the compound of formula II-2 is any one or a combination of at least two of the compounds having the following structures:
Figure FDA0003881809820000082
Figure FDA0003881809820000091
Figure FDA0003881809820000101
said R is A2 Represents a straight chain or branched alkyl group having 1 to 8 carbon atoms or a straight chain or branched alkyl group having 1 to 8 carbon atoms, wherein the alkyl group is not adjacent to 1 or 2 or more-CH 2 -radicals each independently substituted by-CH = CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, or radicals each independently substituted by-F or-Cl for one or at least two-H of linear or branched alkyl groups containing 1 to 8 carbon atoms;
said L is A21 、L A22 、L A23 、L A24 And L A25 Each independently represents-H or-F;
said X A21 denotes-F, -CF 3 、-OCF 3 or-CH 2 CH 2 CH=CF 2
8. The liquid crystal composition of claim 1, wherein the compound of formula III is any one of or a combination of at least two of the compounds having the following structures:
Figure FDA0003881809820000102
Figure FDA0003881809820000111
Figure FDA0003881809820000121
the R is M1 And R M2 All having the same limitations as defined in claim 1.
9. The liquid crystal composition of claim 1, wherein the total weight of the compound of formula II-1 is 5-50% of the total weight of the liquid crystal composition.
10. The liquid crystal composition of claim 9, wherein the total weight of the compound of formula II-1 is 10-40% of the total weight of the liquid crystal composition.
11. The liquid crystal composition of claim 1, wherein the total weight of the compound of formula II-2 is 5-60% of the total weight of the liquid crystal composition.
12. The liquid crystal composition of claim 11, wherein the total weight of the compound of formula II-2 is 10-50% of the total weight of the liquid crystal composition.
13. The liquid crystal composition of claim 1, wherein the total weight of the compound of formula III is 15-75% of the total weight of the liquid crystal composition.
14. The liquid crystal composition of claim 13, wherein the total weight of the compound of formula III is 20-70% of the total weight of the liquid crystal composition.
15. A liquid crystal display device comprising the liquid crystal composition according to any one of claims 1 to 14.
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