CN109880637B - Liquid crystal composition, liquid crystal display element and liquid crystal display - Google Patents
Liquid crystal composition, liquid crystal display element and liquid crystal display Download PDFInfo
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Abstract
The invention is thatRelates to a liquid crystal composition, a liquid crystal display element containing the liquid crystal composition and a liquid crystal display, and belongs to the field of liquid crystal display. The liquid crystal composition comprises one or more compounds shown in a formula I, one or more compounds selected from the group consisting of a formula IIA, a formula IIB, a formula IIC, a formula IID and a formula IIE, and a compound shown in a formula III, and has the characteristics of good ultraviolet resistance and high temperature resistance, moderate or large optical anisotropy delta n, lower viscosity, wider nematic phase temperature range and good low-temperature solubility.
Description
Technical Field
The invention belongs to the technical field of liquid crystal display, and particularly relates to a liquid crystal composition, and a liquid crystal display element or a liquid crystal display containing the liquid crystal composition.
Background
With the development of display technology, flat panel display devices such as liquid crystal displays (Liquid Crystal Display, LCDs) have been widely used in various consumer electronic products such as mobile phones, televisions, personal digital assistants, digital cameras, notebook computers, and desktop computers, and have become the mainstream of display devices, because of their advantages such as high image quality, power saving, thin body, and wide application range. The demands of liquid crystal flat panel display are increasing. Therefore, there is also a higher demand for quality characteristics of liquid crystal materials used in liquid crystal flat panel displays.
In the use process of the liquid crystal display, the liquid crystal composition is continuously influenced by light radiation and heat radiation, and meanwhile, in the manufacture process of the liquid crystal display or the liquid crystal composition, the liquid crystal composition is inevitably contacted with light and heat, and the light and the heat contact, especially the light and the high temperature of ultraviolet band, can cause the liquid crystal molecules to be negatively influenced in terms of impurities, thereby influencing the change of the anchoring capacity of the liquid crystal molecules and further influencing the display effect of the liquid crystal display.
Therefore, it is a problem to be solved in the art to provide a liquid crystal composition with good resistance to ultraviolet light and high temperature, and improved residual image defects.
Disclosure of Invention
The present inventors have conducted intensive studies in order to solve the problems existing in the prior art, and have found that the liquid crystal composition of the present invention has a good ultraviolet and high temperature resistance, thereby completing the present invention.
The invention also provides a liquid crystal display element or a liquid crystal display containing the liquid crystal composition.
Specifically, the present invention includes the following:
in a first aspect of the present invention, there is provided a liquid crystal composition comprising:
one or more compounds of formula I;
one or more compounds selected from the group consisting of formula IIA, formula IIB, formula IIC, formula IID, and formula IIE; the method comprises the steps of,
the compound of the formula III is shown in the specification,
in the formula I, Z 1 Represents an alkylene group having 1 to 20 carbon atoms, wherein any one or more hydrogens in the alkylene group are optionally substituted with halogen, and any one or more non-adjacent ones are optionally substituted with halogen-CH 2 -optionally substituted with-O-;
in formula IIA, R 1 Represents an alkyl group having 1 to 10 carbon atoms, R 2 An alkoxy group having 1 to 10 carbon atoms;
in formula IIB, R 3 Represents an alkyl group having 1 to 10 carbon atoms, R 4 Represents an alkenyl group having 2 to 10 carbon atoms;
in the formula IIC, R 5 Represents an alkyl group having 1 to 10 carbon atoms, R 6 An alkoxy group having 1 to 10 carbon atoms;
in the formula IID, R 7 、R 8 Each independently represents an alkyl group having 1 to 10 carbon atoms;
in formula IIE, R 9 、R 10 Each independently represents an alkyl group having 1 to 10 carbon atoms.
In another aspect of the present invention, there is provided a liquid crystal display element comprising the liquid crystal composition of the present invention, the liquid crystal display element being an active matrix display element or a passive matrix display element.
In yet another aspect of the present invention, a liquid crystal display is provided comprising the liquid crystal composition of the present invention, the liquid crystal display being an active matrix display or a passive matrix display.
The liquid crystal composition can improve the defect of residual images and has the characteristics of good ultraviolet resistance and high temperature resistance. In addition, the liquid crystal composition of the present invention has moderate or large optical anisotropy Δn, low viscosity, wide nematic phase temperature range, and good low temperature solubility.
The liquid crystal display element and the liquid crystal display have the advantages of no afterimage or unobvious afterimage, wide nematic phase temperature range, proper or high optical anisotropy, high voltage retention rate, good ultraviolet resistance, high temperature resistance, high response speed and low threshold voltage by containing the liquid crystal composition.
Detailed Description
[ liquid Crystal composition ]
The liquid crystal composition of the present invention comprises:
one or more compounds of formula I;
one or more compounds selected from the group consisting of formula IIA, formula IIB, formula IIC, formula IID, and formula IIE; the method comprises the steps of,
the compound of the formula III is shown in the specification,
in the formula I, Z 1 Represents an alkylene group having 1 to 20 carbon atoms, wherein any one or more hydrogens in the alkylene group are optionally substituted with halogen, and any one or more non-adjacent-CH groups 2 -optionally substituted with-O-;
in formula IIA, R 1 Represents an alkyl group having 1 to 10 carbon atoms, R 2 An alkoxy group having 1 to 10 carbon atoms;
in formula IIB, R 3 Represents an alkyl group having 1 to 10 carbon atoms, R 4 Represents an alkenyl group having 2 to 10 carbon atoms;
in the formula IIC, R 5 Represents an alkyl group having 1 to 10 carbon atoms, R 6 An alkoxy group having 1 to 10 carbon atoms;
in the formula IID, R 7 、R 8 Each independently represents an alkyl group having 1 to 10 carbon atoms;
in formula IIE, R 9 、R 10 Each independently represents an alkyl group having 1 to 10 carbon atoms.
Z is as described above 1 The alkylene group having 1 to 20 carbon atoms may be straight-chain or branched. In addition, the aforementioned alkylene group may optionally have a ring structure. The alkylene group is preferably a linear structure.
In the liquid crystal composition of the present invention, the present inventors have found that the liquid crystal composition of the present invention can improve the afterimage defect and has excellent ultraviolet resistance and high temperature resistance by using a liquid crystal composition comprising a compound represented by the formula I, a compound selected from the group consisting of the formula iia, the formula iib, the formula iic, the formula iid, and the formula iie, and a compound represented by the formula iii. Especially, the defect of residual images can be effectively improved. In addition, the liquid crystal composition of the present invention has moderate optical anisotropy Δn, low rotational viscosity, and good low-temperature solubility.
In the liquid crystal composition of the present invention, optionally, the aforementioned one or more compounds represented by formula I are selected from the group consisting of compounds represented by formulas I1 to I12,
further preferably, the one or more compounds of formula I are selected from the group consisting of the compounds of formulas I6 to I8.
In the liquid crystal composition of the present invention, optionally, the aforementioned one or more compounds represented by formula IIA are selected from the group consisting of compounds represented by formulas IIA 1 to IIA 3,
in the liquid crystal composition of the present invention, optionally, the aforementioned one or more compounds represented by formula IIB are selected from the group consisting of compounds represented by formulas IIB 1 to IIB 4,
further preferably, the compound represented by the formula IIB is a compound represented by the formula IIB 2.
In the liquid crystal composition of the present invention, optionally, the aforementioned one or more compounds represented by formula IIC are selected from the group consisting of compounds represented by formulas IIC 1 to IIC 4,
in the liquid crystal composition of the present invention, optionally, the aforementioned one or more compounds represented by formula IID are selected from the group consisting of compounds represented by formulas IID 1 to IID 4,
in the liquid crystal composition of the present invention, optionally, the one or more compounds represented by formula II E are selected from the group consisting of compounds represented by formulas II E1 to II E2,
TABLE 1 physical Property parameters of representative Compounds of formula IIA, formula IIB, formula IIC, formula IID, or formula IIE
The compounds shown in the formulas IIA and IIB have small rotational viscosity, so that the response speed of the liquid crystal composition is improved, and the compound shown in the formula IIA can improve the low-temperature intersolubility of the liquid crystal composition; the compounds shown in the formulas IIC and IIE can provide higher clearing points and elastic constants; the compounds of formula IID are capable of providing greater optical anisotropy.
The liquid crystal composition of the present invention is preferably a positive dielectric anisotropic liquid crystal composition.
In the liquid crystal composition of the present invention, the amount (mass ratio) of the compound represented by the formula I to be added to the liquid crystal composition is not particularly limited, and may be, for example, 0.01 to 1%, preferably 0.03 to 0.2% relative to the total amount of other components of the liquid crystal composition excluding the compound represented by the formula I; the amount (mass ratio) of the compound represented by the formula IIA or the formula IIB to be added to the liquid crystal composition is not particularly limited, and may be, for example, 1 to 30%, preferably 1 to 20%, based on the total amount of other components of the liquid crystal composition excluding the compound represented by the formula I; the amount (mass ratio) of the compound represented by the formula ii C or ii D to be added to the liquid crystal composition is not particularly limited, and may be, for example, 1 to 30%, preferably 5 to 20%, based on the total amount of other components of the liquid crystal composition excluding the compound represented by the formula I; the amount (mass ratio) of the compound represented by the formula II E to be added to the liquid crystal composition is not particularly limited, and may be, for example, 1 to 10%, preferably 2 to 5%, relative to the total amount of other components of the liquid crystal composition excluding the compound represented by the formula I; the amount (mass ratio) of the compound represented by the formula III to be added to the liquid crystal composition is not particularly limited, and may be, for example, 1 to 60%, preferably 10 to 30%, based on the total amount of other components of the liquid crystal composition excluding the compound represented by the formula I.
In the liquid crystal composition of the invention, optionally, one or more compounds shown in the following formula IV are also included,
in the formula IV, R 11 Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms, and R 11 Any one or more of-CH 2 Optionally substituted with cyclopentylene, cyclobutylene or cyclopropyl ene;
independent representation->
Z 2 Represents a single bond, -CH 2 -、-CH 2 -CH 2 -、-(CH 2 ) 3 -、-(CH 2 ) 4 -、-CH＝CH-、-C≡C-、-COO-、-OOC-、-CF 2 O-、-OCH 2 -、-CH 2 O-、-OCF 2 -、-CF 2 CH 2 -、-CH 2 CF 2 -、-C 2 F 4 -or-cf=cf-;
X 1 、X 2 each independently represents H or F; x is X 3 Represent H, F or methyl;
Y 1 representing-F, -CF 3 、-OCF 3 、-OCF 2 H or-OCH 2 F；
m represents 0, 1 or 2.
The compound shown in the formula IV is positive dielectric anisotropy, and the threshold voltage of the liquid crystal composition is further regulated by the compound shown in the formula IV.
The amount (mass ratio) of the compound represented by the formula IV to be added to the liquid crystal composition is not particularly limited, and may be, for example, 1 to 60%, preferably 10 to 50%, based on the total amount of other components of the liquid crystal composition excluding the compound represented by the formula I.
R as in the aforementioned formula IV 11 One or more non-adjacent-CH in the alkyl group having 1 to 10 carbon atoms 2 Examples of the group substituted with a cyclopropylene group, a cyclobutylene group or a cyclopentylene group include a cyclopropyl group, a cyclobutylene group, a cyclopentyl group, a methylcyclopropylene group, an ethylcyclopropylene group, a propylcyclopropylene group, an isopropylcyclopropylene group, a n-butylcyclopropylene group, an isobutylcyclopropylene group, a tert-butylcyclopropylene group, a methylcyclobutylene group, an ethylcyclobutylene group, a propylcyclobutylene group, an isopropylcyclobutylene group, a n-butylcyclobutylene group, an isobutylcyclobutylene group, a tert-butylcyclobutylene group, a methylcyclopentylene group, an ethylcyclopentylene group, a propylcyclopentylene group, an isopropylcyclopentylene group, a n-butylcyclopentylene group, an isobutylcyclopentylene group and the like. R is R 11 Among the groups shown, cyclopropyl or cyclopentyl is preferable from the viewpoints of the rotational viscosity, solubility and clearing point of the liquid crystal compound.
Optionally, the one or more compounds of formula IV are selected from the group consisting of compounds of formulas IV 1-IV 27,
r in the formulae IV 1 to IV 27 11 R in the compound shown in the formula IV 11 Each independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms, and R 11 Any one or more of the groups shown-CH 2-is optionally replaced by cyclopentylene, cyclobutylene or cyclopropyl ene; (F) in the formulae IV 1 to IV 6 each independently represents H or F; - (O) CF of formula IV 7 3 representation-CF 3 or-OCF 3 。
In the liquid crystal composition of the present invention, optionally, one or more compounds represented by the following formula V in addition to the compounds represented by the aforementioned formulas IIA, IIB, and III,
in V, R 12 、R 13 Each independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkenyloxy group having 3 to 8 carbon atoms;
independent representation->
The compound shown in the formula V has the characteristics of low rotational viscosity and good intersolubility with other compounds. The liquid crystal composition of the present invention contains the compound represented by formula v, which is advantageous in further improving the response speed of the liquid crystal composition.
The amount (mass ratio) of the compound represented by formula V to be added to the liquid crystal composition is not particularly limited, and may be, for example, 10 to 70%, preferably 20 to 60%, based on the total amount of other components of the liquid crystal composition excluding the compound represented by formula I.
Alternatively, the compound of formula V is selected from the group consisting of compounds of formulas V1 to V12,
in the liquid crystal composition of the present invention, optionally, one or more compounds represented by the following formula VI in addition to the compounds represented by the formulas IIC and IID,
in formula VI, R 14 、R 15 Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
each independently represents->Or (I)>
The compounds of formula VI have a high clearing point and elastic constant, in particular the splay elastic constant K 11 The liquid crystal composition of the present invention contains the compound represented by the formula VI, which is advantageous in improving the clearing point and the splay elastic constant K of the liquid crystal composition 11 。
In the case where the compound represented by the formula VI is contained in the liquid crystal composition of the present invention, the amount (mass ratio) of the compound represented by the formula VI to be added to the liquid crystal composition is not particularly limited, and may be 1 to 30%, preferably 5 to 20%, based on the total amount of other components of the liquid crystal composition excluding the compound represented by the formula I.
Alternatively, the compound of formula VI is selected from the group consisting of compounds of formulas VI 1-VI 4,
wherein R is 141 、R 151 Each independently represents an alkyl group having 2 to 6 carbon atoms or an alkenyl group having 2 to 6 carbon atoms; among them, the alkenyl group having 2 to 6 carbon atoms includes, for example, vinyl group, 2-propenyl group, and 3-pentenyl group. R is R 152 An alkoxy group having 1 to 5 carbon atoms.
The liquid crystal composition of the present invention may optionally further comprise one or more of the following compounds represented by formula VII in addition to the compounds represented by formula II E,
in formula VII, R 16 、R 17 Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, a carbon atomAlkenyloxy having 3 to 8 atoms or fluorine-substituted alkenyloxy having 3 to 8 carbon atoms;
representation->Or (I)>
F 1 、F 2 、F 3 Each independently represents H or F, and F 2 、F 3 And F is not the same time.
The compounds of formula VII have a high clearing point. By containing the compound represented by formula VII in the liquid crystal composition of the present invention, the clearing point of the liquid crystal composition of the present invention can be significantly improved.
In the case where the liquid crystal composition of the present invention contains the compound represented by the formula VII, the amount (mass ratio) of the compound represented by the formula VI to be added to the liquid crystal composition is not particularly limited, and may be 1 to 10%, preferably 2 to 5%, based on the total amount of other components of the liquid crystal composition excluding the compound represented by the formula I.
Alternatively, the compound of formula VII is selected from the group consisting of compounds of formulas VII 1-VII 3,
wherein R is 161 、R 171 Each independently preferably represents an alkyl group having 2 to 6 carbon atoms or an alkenyl group having 2 to 6 carbon atoms.
In the liquid crystal composition of the present invention, optionally, one or more compounds of the following formula VIII,
in formula VIII, R 18 、R 19 Each independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkenyloxy group having 3 to 8 carbon atoms, and R 18 、R 19 Any one or more non-adjacent-CH(s) 2 -optionally substituted with cyclopentylene, cyclobutylene or cyclopropyl ene;
Z 3 represents a single bond, -CF 2 O-、-CH 2 CH 2 -or-CH 2 O-；Z 4 Represents a single bond, -CH 2 CH 2 -or-CH 2 O-；
Each independently represents->
q represents 1 or 2; n represents 0, 1 or 2.
The compound shown in the formula VIII has larger vertical dielectric, the vertical dielectric constant of the liquid crystal composition can be regulated according to different using conditions, and the liquid crystal composition can keep low rotational viscosity, so that the vertical dielectric constant of the liquid crystal composition is further improved on the premise of slightly sacrificing the response speed, and the transmittance of the liquid crystal composition is improved on the basis of maintaining a certain response speed.
In the liquid crystal composition of the present invention, the amount (mass ratio) of the compound represented by the formula VIII to be added to the liquid crystal composition is not particularly limited, and may be, for example, 1 to 30%, preferably 10 to 25%, relative to the total amount of other components of the liquid crystal composition excluding the compound represented by the formula I.
Optionally, the one or more compounds of formula VIII are selected from the group consisting of compounds of formulas VIII 1-VIII 21,
/>
wherein R is 181 、R 191 Each independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms, and R 181 、R 191 -CH not linked to any one or more of the groups shown 2 -optionally each independently substituted with cyclopentylene, cyclobutylene or cyclopropyl ene.
In the liquid crystal composition of the present invention, optionally, one or more compounds represented by the formula IX,
in the formula IX, R 20 、R 21 Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms, and R 20 、R 21 Any one or more non-adjacent-CH(s) 2 Optionally substituted with cyclopentylene, cyclobutylene or cyclopropyl ene;
w represents-O-, -S-or-CH 2 O-。
The compound shown in the formula IX has larger vertical dielectric property than the compound shown in the formula VIII, and the compound shown in the formula IX can be added in a small amount to obtain larger vertical dielectric property, so that the transmittance of the liquid crystal composition can be further improved.
In the liquid crystal composition of the present invention, the amount (mass ratio) of the compound represented by the formula IX to be added to the liquid crystal composition is not particularly limited, and may be, for example, 1 to 15%, preferably 2 to 10%, based on the total amount of other components of the liquid crystal composition excluding the compound represented by the formula I.
Alternatively, the compound of formula IX is selected from the group consisting of compounds of formulas IX 1-IX 6,
wherein R is 211 Represents an alkyl group having 2 to 6 carbon atoms.
In the liquid crystal composition of the present invention, optionally, various functional dopants may be added, and when the dopants are contained, the content of the dopants is preferably 0.01 to 1% by mass based on the liquid crystal composition, and examples of the dopants include antioxidants, ultraviolet absorbers, and chiral agents.
The ultraviolet ray absorber may be exemplified by,
t represents an integer of 1 to 10.
[ liquid Crystal display element, liquid Crystal display ]
The invention also relates to a liquid crystal display element comprising the liquid crystal composition of the invention, which display element is an active matrix display element or a passive matrix display element.
The invention also relates to a liquid crystal display comprising the liquid crystal composition of the invention, which display is an active matrix display or a passive matrix display.
The liquid crystal display element and the liquid crystal display of the invention have the advantages of no afterimage or unobvious afterimage, wide nematic phase temperature range, proper or high optical anisotropy, high voltage retention rate, good ultraviolet resistance, high temperature resistance, high response speed and low threshold voltage by containing the liquid crystal composition of the invention.
The liquid crystal display element and the liquid crystal display of the present invention are not limited in any way as long as the liquid crystal composition of the present invention is contained, and those skilled in the art can select a suitable liquid crystal display element and liquid crystal display structure according to the desired performance.
Examples
In order to more clearly illustrate the present invention, the present invention will be further described with reference to preferred embodiments. It is to be understood by persons skilled in the art that the following detailed description is illustrative and not restrictive, and that this invention is not limited to the details given herein.
In the invention, the preparation method is a conventional method unless specified otherwise, the raw materials used can be obtained from the disclosed commercial path unless specified otherwise, the percentages refer to mass percentages, the temperature is in degrees centigrade (DEG C), the liquid crystal compound is also a liquid crystal monomer, and the specific meanings and testing conditions of other symbols are as follows:
cp represents a liquid crystal clearing point (DEG C), and is tested by DSC quantification;
Δn represents optical anisotropy, Δn=n e -n o Wherein n is o Refractive index of ordinary ray, n e The refractive index of the extraordinary ray is 25+/-2 ℃ and is measured by an Abbe refractometer at 589 nm;
delta epsilon represents dielectric anisotropy, delta epsilon = epsilon-epsilon, wherein epsilon is the dielectric constant parallel to the molecular axis, epsilon is the dielectric constant perpendicular to the molecular axis, the test condition is 25+/-0.5 ℃ and 20-micrometer antiparallel box, INSTC is the ALCT-CUST-4C test;
VHR represents a voltage holding ratio (%), and the test conditions were 20±2 ℃, voltage ±5V, pulse width 10ms, and voltage holding time 16.7ms. The test equipment is a TOYO Model6254 liquid crystal performance comprehensive tester;
gamma 1 represents the rotational viscosity (mPas) under the test conditions of 25+ -0.5deg.C, 20 μm antiparallel box, INSTEC: ALCT-CUST-4C test.
Residual image: the residual image of the liquid crystal display device was obtained by displaying a predetermined fixed pattern in the display area for 1000 hours, and then evaluating the residual level of the fixed pattern by visual inspection when the full-screen uniform display was performed.
No residue
The level of O with little residue is allowable
Delta has residues at an unacceptable level
X has residues, quite poor
The preparation method of the liquid crystal composition comprises the following steps: and weighing each liquid crystal monomer according to a certain proportion, putting the liquid crystal monomers into a stainless steel beaker, placing the stainless steel beaker with each liquid crystal monomer on a magnetic stirring instrument for heating and melting, adding a magnetic rotor into the stainless steel beaker after the liquid crystal monomers in the stainless steel beaker are melted, uniformly stirring the mixture, and cooling to room temperature to obtain the liquid crystal composition.
The structures of the liquid crystal monomers used in the examples of the present invention are represented by codes, and the codes of the liquid crystal ring structures, the terminal groups and the linking groups are represented by the following tables 2 and 3.
Table 2: corresponding code of ring structure
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Table 3: corresponding codes of end groups and linking groups
Examples:
the code is CC-Cp-V1;
the code is PGP-Cpr1-2;
the code is CPUP-3-OT; />The code is DPUQK-3-F;the code is CPY-2-O2;
the code is CCY-3-O2;
the code is COY-3-O2;
the code is CCOY-3-O2;
the code is Sb-Cp1O-O4;
the code is Sc-Cp1O-O4.
Example 1:
the formulation and corresponding properties of the liquid crystal composition are shown in Table 3 below.
Table 3: formulation and corresponding Properties of the liquid Crystal composition of example 1
Example 2:
the formulation and corresponding properties of the liquid crystal composition are shown in Table 4 below.
Table 4: formulation and corresponding Properties of the liquid Crystal composition of example 2
Example 3:
the formulation and corresponding properties of the liquid crystal composition are shown in Table 5 below.
Table 5: formulation and corresponding Properties of the liquid Crystal composition of example 3
/>
Example 4:
the formulation and corresponding properties of the liquid crystal composition are shown in Table 6 below.
Table 6: formulation and corresponding Properties of the liquid Crystal composition of example 4
Example 5:
the formulation and corresponding properties of the liquid crystal composition are shown in Table 7 below.
Table 7: formulation and corresponding Properties of the liquid Crystal composition of example 5
Example 6:
the formulation and corresponding properties of the liquid crystal composition are shown in Table 8 below.
Table 8: formulation and corresponding Properties of the liquid Crystal composition of example 6
/>
Example 7:
the formulation and corresponding properties of the liquid crystal composition are shown in Table 9 below.
Table 9: formulation and corresponding Properties of the liquid Crystal composition of example 7
Example 8:
the formulation and corresponding properties of the liquid crystal composition are shown in Table 10 below.
Table 10: formulation and corresponding Properties of the liquid Crystal composition of example 8
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Example 9:
the formulation and corresponding properties of the liquid crystal composition are shown in Table 11 below.
Table 11: formulation and corresponding Properties of the liquid Crystal composition of example 9
/>
Comparative example 1:
the formulation and corresponding properties of the liquid crystal composition are shown in Table 12 below.
Table 12: formulation and corresponding Properties of the liquid Crystal composition of comparative example 1
Table 13 shows the reliability test data of the liquid crystal compositions of examples and comparative examples.
The reliability of the liquid crystal composition is carried out by ultraviolet and high temperature aging tests and VHR tests, and the smaller the VHR data change of the liquid crystal composition before and after the ultraviolet and high temperature tests is, the stronger the ultraviolet and high temperature resistance is. Therefore, the uv resistance and the high temperature resistance were judged by comparing the differences of VHR data before and after the test of each example and comparative example.
First, the VHR data of the liquid crystal composition is measured as initial VHR data before the ultraviolet and high temperature aging test is performed, then the ultraviolet and high temperature aging test is performed on the liquid crystal composition, and the VHR data of the liquid crystal composition is measured again after the test.
Ultraviolet aging test: the liquid crystal composition was irradiated with 5000mJ energy under an ultraviolet lamp having a wavelength of 365 nm.
High temperature aging test: the liquid crystal composition was placed in an oven at 100 ℃ for one hour.
The smaller the change of the VHR data relative to the initial VHR data after the aging test, the stronger the ultraviolet resistance and the high temperature resistance of the liquid crystal composition are, so that the stronger the resistance of the liquid crystal composition to the damage of the external environment in the working process can be judged, and the higher the reliability of the liquid crystal composition is. The liquid crystal compositions of examples and comparative examples were poured into a liquid crystal test cell, and an afterimage test was performed, and the test results are shown in table 13 below.
Table 13: experimental data on the reliability of examples and comparative examples
| Compounds of formula I | VHR | VHR (ultraviolet) | VHR (high temperature) | Residual image | |
| Example 1 | Ⅰ6 | 99.82 | 99.81 | 99.80 | ◎ |
| Example 2 | Ⅰ7 | 99.78 | 99.76 | 99.77 | ◎ |
| Example 3 | Ⅰ8 | 99.75 | 99.73 | 99.75 | ◎ |
| Example 4 | Ⅰ6 | 99.77 | 99.74 | 99.76 | ◎ |
| Example 5 | Ⅰ7 | 99.74 | 99.71 | 99.72 | ◎ |
| Example 6 | Ⅰ7 | 99.73 | 99.70 | 99.71 | ◎ |
| Example 7 | Ⅰ7 | 99.67 | 99.64 | 99.66 | ◎ |
| Example 8 | Ⅰ7 | 99.59 | 99.56 | 99.58 | ◎ |
| Example 9 | Ⅰ7 | 99.56 | 99.53 | 99.54 | ◎ |
| Comparative example 1 | —— | 99.74 | 99.49 | 99.51 | △ |
Example 5 was substantially the same as the components in the liquid crystal composition of comparative example 1, but the liquid crystal composition of comparative example 1 did not contain the compound represented by formula I.
As can be seen from Table 13, the liquid crystal compositions of the examples of the present invention showed very fine changes in VHR before and after UV and high temperature, compared with the comparative examples in which the compound of formula I, the compound selected from the group consisting of formula IIA, formula IIB, formula IIC, formula IID and formula IIE, and the compound of formula III were not used.
In addition, the liquid crystal composition has obvious effect of improving the residual image defect.
Claims (3)
1. A liquid crystal composition, characterized in that it comprises:
one or more compounds of formula I;
a compound of formula ii a; the method comprises the steps of,
a compound shown in a formula III, one or more compounds shown in a formula IV 11, one or more compounds shown in a formula IV 15, a compound shown in a formula V1, a compound shown in a formula VI 2, a compound shown in a formula VII 2, a compound shown in a formula VIII 3, a compound shown in a formula VIII 4 and one or more compounds shown in a formula IX;
in the formula I, Z 1 Represents an alkylene group having 1 to 20 carbon atoms, any one or more hydrogens in the alkylene group being optionally substituted with halogen, any one or more non-adjacent-CH 2 -optionally substituted with-O-;
in formula IIA, R 1 Represents an alkyl group having 1 to 10 carbon atoms, R 2 An alkoxy group having 1 to 10 carbon atoms;
R 11 represents an alkyl group having 1 to 10 carbon atoms, and R 11 Any one or more of the groups shown-CH 2-is optionally replaced by cyclopentylene or cyclopropyl ene;
R 141 representing the number of carbon atomsAn alkyl group of 3;
R 151 an alkyl group having 1 to 2 carbon atoms;
R 161 、R 171 each independently preferably represents an alkyl group having 3 carbon atoms;
R 181 represents an alkyl group having 2 to 3 carbon atoms;
R 191 an alkoxy group having 2 carbon atoms;
R 20 represents an alkoxy group having 1 to 5 carbon atoms, and R 20 Any one or more non-adjacent-CH(s) 2 -optionally substituted with cyclopentylene;
R 21 an alkoxy group having 2 to 4 carbon atoms;
w represents-O-or-S-;
the liquid crystal composition except the compound shown in the formula I comprises 5% of the compound shown in the formula II A, 10% of the compound shown in the formula III, 15% of the compound shown in the formula IV 11, 5% of the compound shown in the formula IV 15, 30% of the compound shown in the formula V1, 5% of the compound shown in the formula VI 2, 5% of the compound shown in the formula VII 2, 5% of the compound shown in the formula VIII 3, 5% of the compound shown in the formula VIII 4, 10% of the compound shown in the formula IX and 0.2% of the liquid crystal composition.
2. A liquid crystal display element comprising the liquid crystal composition of claim 1, the display element being an active matrix display element or a passive matrix display element.
3. A liquid crystal display comprising the liquid crystal composition of claim 1, the liquid crystal display being an active matrix display or a passive matrix display.
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| JP7472469B2 (en) * | 2019-11-11 | 2024-04-23 | Dic株式会社 | Liquid crystal composition and liquid crystal display device |
| CN112824489B (en) * | 2019-11-21 | 2024-01-05 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition, high-frequency component and microwave antenna array |
| CN112940738B (en) * | 2019-12-20 | 2022-10-14 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition, liquid crystal display element and liquid crystal display |
| CN112940742A (en) * | 2019-12-20 | 2021-06-11 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition, liquid crystal display element and liquid crystal display |
| CN112940749A (en) * | 2019-12-20 | 2021-06-11 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition, liquid crystal display element, and liquid crystal display device |
| CN113072959A (en) * | 2020-01-03 | 2021-07-06 | 北京八亿时空液晶科技股份有限公司 | Liquid crystal composition with high elastic constant and containing terphenyl structure and application thereof |
| CN113072953A (en) * | 2020-01-03 | 2021-07-06 | 北京八亿时空液晶科技股份有限公司 | Negative liquid crystal composition with large elastic constant and application thereof |
| CN113072960A (en) * | 2020-01-03 | 2021-07-06 | 北京八亿时空液晶科技股份有限公司 | Liquid crystal composition containing 2-methyl-3, 4, 5 trifluorobenzene structure and application thereof |
| CN113072956B (en) * | 2020-01-03 | 2023-03-31 | 北京八亿时空液晶科技股份有限公司 | High-contrast negative liquid crystal composition containing phenprobucol and application thereof |
| CN113388407B (en) * | 2021-05-18 | 2023-04-07 | 石家庄诚志永华显示材料有限公司 | Quick response liquid crystal composition and application |
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