CN113122275B - 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 PDF

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Publication number
CN113122275B
CN113122275B CN201911398028.4A CN201911398028A CN113122275B CN 113122275 B CN113122275 B CN 113122275B CN 201911398028 A CN201911398028 A CN 201911398028A CN 113122275 B CN113122275 B CN 113122275B
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liquid crystal
crystal composition
carbon atoms
crystal display
present disclosure
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CN113122275A (en
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康素敏
梁志安
李洪峰
李佳明
员国良
高红茹
李红利
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Shijiazhuang Chengzhi Yonghua Display Material Co Ltd
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Shijiazhuang Chengzhi Yonghua Display Material Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • 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
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods

Abstract

The disclosure relates 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 disclosed by the invention comprises a compound shown as a formula I and a compound shown as a formula II, and has large optical anisotropy and high clearing point.

Description

Liquid crystal composition, liquid crystal display element and liquid crystal display
Technical Field
The present disclosure relates to a liquid crystal composition, a liquid crystal display element including the same, and a liquid crystal display.
Background
The liquid crystal display elements are classified into the following modes according to display modes: twisted Nematic (TN) mode, super Twisted Nematic (STN) mode, in-plane mode (IPS), fringe Field Switching (FFS), vertical Alignment (VA) mode. The following characteristics are required for the liquid crystal composition regardless of the display mode:
(1) The chemical and physical properties are stable; (2) low viscosity; (3) has a suitable dielectric Δε; (4) a suitable refractive index Δn; (5) good miscibility with other liquid crystal compounds.
The TFT-LCD products in early commercial use basically adopted a TN display mode, and the biggest problem is the narrow viewing angle. With the increase of the product size, particularly the application in the field of TV, an IPS display mode and a VA display mode with a wide view angle are developed and applied in sequence. In addition, the liquid crystal media used for display elements such as FFS mode, IPS mode, and VA mode are not perfect per se, and the liquid crystal materials used for display devices are required to have (1) a low driving voltage:the liquid crystal material has proper negative dielectric anisotropy and elasticity coefficient K; (2) fast response: the liquid crystal material has a suitable rotational viscosity gamma 1 And an elasticity coefficient K; (3) high reliability: high charge retention rate, high specific resistance, excellent high temperature stability, and strict requirements for ultraviolet light (UV light) or stability of illumination by conventional backlight illumination. With the wide application of liquid crystal displays, the performance requirements of the liquid crystal displays are continuously increasing. The high contrast ratio can obviously improve the image definition, image detail, gray level and other performances of the display. Although the retardation (Δnd) of different display modes is designed differently, the retardation of the same display mode is designed to be substantially the same to the retardation in order to obtain as large a transmittance as possible. By means of the design of the fixed retardation, good contrast, visual angle and other performances are obtained. The response speed of the liquid crystal display device is affected by the thickness (d) of the liquid crystal box, and the integral control capability of the electric field on the torsion of the liquid crystal molecules is weakened by the increase of the thickness of the liquid crystal box, so that the response speed of the liquid crystal display device can be improved by reducing the thickness of the liquid crystal box on the premise of unchanged delay amount. Research into different combinations of liquid crystal compounds to balance the properties of the various aspects is a popular direction of continuous effort.
The liquid crystal material not only has the characteristics, but also has a wide nematic phase temperature range to meet the wide application field of the liquid crystal panel, such as a vehicle-mounted liquid crystal display which needs to meet wider working temperature to adapt to the temperature change of various regions and climates; liquid crystal displays of industrial control products are also required to meet wider operating temperatures to accommodate temperature variations in different operating environments. In practical applications, the response speed of our liquid crystal materials is also required to be improved.
Disclosure of Invention
The present inventors have conducted intensive studies in order to solve the problems of the prior art, and have surprisingly found that the optical anisotropy and clearing point of a liquid crystal composition can be increased by the technical scheme of the present disclosure.
Another object of the present disclosure is to provide a liquid crystal display element comprising the liquid crystal composition of the present disclosure, which has a fast response speed.
It is still another object of the present disclosure to provide a liquid crystal display comprising the liquid crystal composition of the present disclosure, which has a fast response speed.
In order to achieve the above purpose, the present disclosure adopts the following technical scheme:
the present disclosure provides liquid crystal compositions comprising a compound of formula I, and one or more compounds of formula II,
the technical scheme of the present disclosure has proper dielectric anisotropy and rotational viscosity, and can increase the optical anisotropy and clear point of the liquid crystal composition.
The present disclosure also provides a liquid crystal display element comprising the liquid crystal composition of the present disclosure, the liquid crystal display element being an active matrix addressed display element or a passive matrix addressed display element.
The present disclosure also provides a liquid crystal display comprising the liquid crystal composition of the present disclosure, the liquid crystal display being an active matrix addressed display or a passive matrix addressed display.
Detailed Description
[ liquid Crystal composition ]
The liquid crystal composition comprises a compound shown as a formula I and a compound shown as a formula II,
the technical scheme of the present disclosure has proper dielectric anisotropy and rotational viscosity, and can increase the optical anisotropy and clear point of the liquid crystal composition.
The liquid crystal composition of the present disclosure preferably further comprises one or more compounds represented by formula iii:
in the formula III, R 3 、R 4 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;
R 3 、R 4 -CH not linked to any one or more of the groups shown 2 -optionally substituted with cyclopentylene, cyclobutylene or cyclopropyl ene;
Z 1 、Z 2 each independently represents a single bond, -CH 2 CH 2 -、-OCH 2 -or-CH 2 O-;
Each independently represents 1, 4-cyclohexylene, 1, 4-cyclohexenylene, 1, 4-phenylene or fluoro 1, 4-phenylene;
m represents 0 or 1; n represents 0, 1 or 2.
The aforementioned compound represented by formula iii has negative dielectric anisotropy, and by including the compound represented by formula iii in the liquid crystal composition of the present disclosure, the driving voltage of the liquid crystal composition can be adjusted.
In the liquid crystal composition of the present disclosure, preferably, the compound represented by the above formula III is selected from the group consisting of compounds represented by the following formulas III-1 to III-11:
wherein:
R 31 、R 41 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;
R 31 、R 41 -CH not linked to any one or more of the groups shown 2 Optionally substituted with cyclopentylene, cyclobutylene or cyclopropyl ene.
The liquid crystal composition of the present disclosure preferably further comprises one or more compounds of formula iv in addition to the compound of formula ii:
wherein,
R 5 、R 6 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, or a fluorine-substituted alkenyl group having 2 to 10 carbon atoms;
each independently represents 1, 4-cyclohexylene, 1, 4-cyclohexenylene or 1, 4-phenylene.
By including the compound represented by formula iv in the liquid crystal composition of the present disclosure, the miscibility of the liquid crystal composition can be improved, and the rotational viscosity can be reduced, thereby improving the response speed of the liquid crystal composition of the present disclosure.
The liquid crystal composition of the present disclosure preferably, the aforementioned compounds represented by formula IV other than the compound represented by formula II are selected from the group consisting of compounds represented by the following formulas IV-1 to IV-3:
wherein,
R 5 、R 6 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, or a fluorine-substituted alkenyl group having 2 to 10 carbon atoms.
The liquid crystal composition of the present disclosure preferably further comprises one or more compounds of formula v in addition to the compound of formula I:
wherein,
R 7 、R 8 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, or a fluorine-substituted alkenyl group having 2 to 10 carbon atoms;
each independently represents 1, 4-cyclohexylene, 1, 4-cyclohexenylene or 1, 4-phenylene.
By including the compound represented by formula v in the liquid crystal composition of the present disclosure, the optical anisotropy of the liquid crystal composition can be increased and the clearing point of the liquid crystal composition can be improved.
In the liquid crystal composition of the present disclosure, preferably, the aforementioned compound represented by formula v other than the compound represented by formula I is selected from the group consisting of compounds represented by the following formulas v-1 to v-3:
wherein,
R 7 、R 8 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, or a fluorine-substituted alkenyl group having 2 to 10 carbon atoms.
The liquid crystal composition of the present disclosure preferably further comprises one or more compounds of formula vi:
wherein,
R 9 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, or a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, any one or more of which are not linked to-CH 2 -optionally substituted with cyclopentylene, cyclobutylene or cyclopropyl ene;
R 10 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, or a fluorine-substituted alkoxy group having 1 to 10 carbon atoms;
x represents O or S.
By including the compound of formula VI in the liquid crystal composition of the present disclosure, the liquid crystal composition can have a large negative dielectric anisotropy, which is advantageous for reducing the driving voltage of the device.
The liquid crystal composition of the present disclosure, preferably, the compound represented by the aforementioned formula VI is selected from the group consisting of compounds represented by the following formulas VI-1 to VI-12:
wherein R is 91 、R 101 Represents an alkyl group having 1 to 10 carbon atoms.
In the liquid crystal composition disclosed by the disclosure, the addition amount (mass ratio) of the compound shown in the formula I in the liquid crystal composition is 1-15%, preferably 3-11%; the addition amount (mass ratio) of the compound shown in the formula II in the liquid crystal composition is 1-35%, preferably 3-25%; the addition amount (mass ratio) of the compound shown in the formula III in the liquid crystal composition is 1-56%, preferably 25-40%; the addition amount (mass ratio) of the compound shown in the formula IV in the liquid crystal composition is 0-45%, preferably 20-40%; the compound of formula V is added to the liquid crystal composition in an amount of 0 to 25% by mass, preferably 5 to 20% by mass; the compound of formula VI is added to the liquid crystal composition in an amount of 0 to 20% by mass, preferably 3 to 15% by mass.
In the liquid crystal composition of the present disclosure, optionally, various functional dopants may be added, and in the case of containing the dopants, the content of the dopants is preferably 0.01 to 1.5% by mass in the liquid crystal composition, and examples of the dopants include antioxidants, ultraviolet absorbers, and chiral agents.
The antioxidant may be exemplified by an antioxidant such as,
t represents an integer of 1 to 10;
the chiral agent may be exemplified by a chiral compound,
R 0 represents an alkyl group having 1 to 10 carbon atoms;
the light stabilizer may be exemplified by those having,
Z 0 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-CH' s 2 -optionally substituted with-O-;
the ultraviolet ray absorber may be exemplified by,
R 01 represents an alkyl group having 1 to 10 carbon atoms.
[ liquid Crystal display element or liquid Crystal display ]
The present disclosure also relates to a liquid crystal display element or a liquid crystal display comprising any of the above liquid crystal compositions; the display element or display is an active matrix display element or display or a passive matrix display element or display.
Alternatively, the liquid crystal display element or liquid crystal display is preferably an active matrix liquid crystal display element or liquid crystal display.
Optionally, the active matrix display element or display is an IPS-TFT, FFS-TFT, VA-TFT liquid crystal display element or display.
The liquid crystal display element or the liquid crystal display containing the compound or the liquid crystal composition has a wider nematic phase temperature range and a faster response speed.
Examples
In order to more clearly illustrate the present disclosure, the present disclosure is further described below in connection with preferred embodiments. It is to be understood by persons of ordinary skill in the art that the following detailed description is illustrative and not restrictive, and should not be taken as limiting the scope of the present disclosure.
In the specification, unless specified otherwise, the percentages refer to mass percentages, the temperature is in degrees centigrade (DEG C), 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, n 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 Wherein ε is For dielectric constant parallel to the molecular axis ε For the dielectric constant perpendicular to the molecular axis, the test conditions are 25+/-0.5 ℃ and 20-micrometer parallel boxes, INSTEC, ALCT-IR1 test;
γ 1 the rotational viscosity (mPas) is shown, the test conditions are 25+/-0.5 ℃, 20-micrometer parallel boxes, INSTEC, ALCT-IR1 test;
K 11 to give a torsional spring constant, K 33 For the splay elastic constant, the test conditions were: 25 ℃, INSTEC, ALCT-IR1, 18 micron vertical box;
the preparation method of the liquid crystal composition comprises the following steps: and weighing all the liquid crystal monomers according to a certain proportion, putting the liquid crystal monomers into a stainless steel beaker, putting the stainless steel beaker with all the liquid crystal monomers on a magnetic stirring instrument, heating and melting, adding a magnetic rotor into the stainless steel beaker after most of the liquid crystal monomers in the stainless steel beaker are melted, uniformly stirring the mixture, and cooling to room temperature to obtain the liquid crystal composition.
The liquid crystal monomer structure of the embodiment of the disclosure is expressed by codes, and the codes of the liquid crystal ring structure, the end group and the connecting group are expressed by the following table 1 and table 2.
Table 1 corresponding codes of the ring structure
TABLE 2 correspondence code of end groups to linking groups
/>
Examples:
the code is CC-Cp-V1;
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-CpO-O4; />
The code is Sc-CpO-O4.
Example 1
The formulation and corresponding properties of the liquid crystal composition are shown in Table 3 below.
TABLE 3 formulation of example 1 liquid crystal composition and corresponding Properties
Example 2
The formulation and corresponding properties of the liquid crystal composition are shown in Table 4 below.
TABLE 4 formulation and corresponding Properties of example 2 liquid Crystal composition
Example 3
The formulation and corresponding properties of the liquid crystal composition are shown in Table 5 below.
TABLE 5 formulation of example 3 liquid crystal composition and corresponding Properties
/>
Example 4
The formulation and corresponding properties of the liquid crystal composition are shown in Table 6 below.
TABLE 6 formulation and corresponding Properties of the liquid Crystal composition of example 4
/>
Example 5
The formulation and corresponding properties of the liquid crystal composition are shown in Table 7 below.
TABLE 7 formulation and corresponding Properties of example 5 liquid Crystal composition
Comparative example 1
The formulation and corresponding properties of the liquid crystal composition are shown in Table 8 below.
TABLE 8 formulation and corresponding Properties of comparative example 1 liquid Crystal composition
CPP-3-1 in example 5 was replaced with CPP-3-2, and the remainder was the same as in example 5, as comparative example 1. The liquid crystal composition of example 5 of the present invention has a suitable dielectric anisotropy (. DELTA.. Epsilon.), a larger optical anisotropy (. DELTA.n), a higher clearing point, and. Gamma., as compared with comparative example 1 1 /K 33 Smaller, faster response, can be used to develop low cell thickness, fast response, wide temperature display liquid crystal display.
Comparative example 2
The formulation and corresponding properties of the liquid crystal composition are shown in Table 9 below.
TABLE 9 formulation and corresponding Properties of comparative example 2 liquid Crystal composition
CP-5-O2 in example 5 was replaced with CP-3-O1, and the remainder was the same as in example 5, as comparative example 2. The liquid crystal composition of example 5 of the present invention has a suitable dielectric anisotropy (. DELTA.. Epsilon.), a rotational viscosity, a larger optical anisotropy (. DELTA.n), a higher clearing point (Cp), a larger K value and T off Smaller, can be used to develop low cell thickness, fast response, wide temperature display liquid crystal displays.
Example 6
The formulation and corresponding properties of the liquid crystal composition are shown in Table 10 below.
TABLE 10 formulation of liquid Crystal composition of example 6 and corresponding Properties
Example 7
The formulation and corresponding properties of the liquid crystal composition are shown in Table 11 below.
TABLE 11 formulation and corresponding Properties of example 7 liquid Crystal composition
/>
Example 8
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 example 8
/>
Example 9
The formulation and corresponding properties of the liquid crystal composition are shown in Table 13 below.
TABLE 13 formulation and corresponding Properties of the liquid Crystal composition of example 9
/>
It should be apparent that the foregoing examples of the present disclosure are merely illustrative of the present disclosure and not limiting of the embodiments of the present disclosure, and that various other changes and modifications may be made by one of ordinary skill in the art based on the foregoing description, and it is not intended to be exhaustive of all embodiments, and all obvious changes and modifications that come within the scope of the present disclosure are intended to be embraced by the technical solution of the present disclosure.

Claims (3)

1. A liquid crystal composition comprising the following liquid crystal components,
2. a liquid crystal display element comprising the liquid crystal composition of claim 1, wherein the liquid crystal display element is an active matrix addressed display element or a passive matrix addressed display element.
3. A liquid crystal display comprising the liquid crystal composition of claim 1, wherein the liquid crystal display is an active matrix addressed display or a passive matrix addressed display.
CN201911398028.4A 2019-12-30 2019-12-30 Liquid crystal composition, liquid crystal display element and liquid crystal display Active CN113122275B (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109880640A (en) * 2019-03-29 2019-06-14 石家庄诚志永华显示材料有限公司 Liquid-crystal composition, liquid crystal display element, liquid crystal display
CN109913238A (en) * 2017-12-12 2019-06-21 北京八亿时空液晶科技股份有限公司 A kind of positive and negative mixed liquid crystal composition containing dibenzofurans compound and its application
CN109957405A (en) * 2017-12-26 2019-07-02 北京八亿时空液晶科技股份有限公司 A kind of negative dielectric nematic phase liquid crystal composition and its application

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109913238A (en) * 2017-12-12 2019-06-21 北京八亿时空液晶科技股份有限公司 A kind of positive and negative mixed liquid crystal composition containing dibenzofurans compound and its application
CN109957405A (en) * 2017-12-26 2019-07-02 北京八亿时空液晶科技股份有限公司 A kind of negative dielectric nematic phase liquid crystal composition and its application
CN109880640A (en) * 2019-03-29 2019-06-14 石家庄诚志永华显示材料有限公司 Liquid-crystal composition, liquid crystal display element, liquid crystal display

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