CN114395404B - Negative liquid crystal composition and application thereof - Google Patents

Negative liquid crystal composition and application thereof Download PDF

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CN114395404B
CN114395404B CN202210167829.5A CN202210167829A CN114395404B CN 114395404 B CN114395404 B CN 114395404B CN 202210167829 A CN202210167829 A CN 202210167829A CN 114395404 B CN114395404 B CN 114395404B
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liquid crystal
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compound
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CN114395404A (en
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郭云鹏
李承贺
杨雪彪
叶宇行
王智成
刘友然
陈卯先
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Beijing Bayi Space LCD 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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    • C09K19/00Liquid crystal materials
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    • 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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    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
    • C09K19/3003Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
    • 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
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    • 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
    • C09K2019/121Compounds containing phenylene-1,4-diyl (-Ph-)
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    • C09K19/00Liquid crystal materials
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    • 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
    • C09K2019/121Compounds containing phenylene-1,4-diyl (-Ph-)
    • C09K2019/124Ph-Ph-Ph-Ph
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    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
    • C09K19/3003Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
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    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
    • C09K19/3003Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
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    • C09K19/00Liquid crystal materials
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    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
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    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
    • C09K19/3003Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
    • C09K2019/3016Cy-Ph-Ph

Abstract

The invention discloses a negative liquid crystal composition and application thereof. The negative liquid crystal composition comprises at least one of compounds shown in a formula I, at least one of compounds shown in a formula II, one or more of compounds shown in a formula III and one or more of compounds shown in a formula IV. The liquid crystal composition provided by the invention improves dielectric anisotropy and reduces rotational viscosity through the compound shown in the formula I; the dielectric anisotropy is improved and the intersolubility is improved through the compound shown in the formula II; reducing rotational viscosity and improving miscibility by a compound represented by formula III; the high Wen Xinlai property is improved by the compound represented by formula IV. The liquid crystal composition has low rotational viscosity and further has low ratio of rotational viscosity to elastic constant, and the use of the liquid crystal composition in a liquid crystal display can obviously improve the response speed of the liquid crystal display. The negative liquid crystal composition can be used for preparing a liquid crystal display material or a liquid crystal display device.

Description

Negative liquid crystal composition and application thereof
Technical Field
The invention relates to a negative liquid crystal composition and application thereof, and belongs to the technical field of liquid crystal display.
Background
In recent years, LCD displays have been widely used as the most mainstream displays in various products, among which negative LCD displays are widely used in mobile phones, notebook computers, tablet computers, computer displays, televisions, etc. because of their unique high transmittance characteristics.
At present, the main disadvantage of the negative liquid crystal display is that the response speed is slow, how to improve the response speed becomes an important subject of the negative liquid crystal display, and it is found through researches that the reduction of the ratio of the rotation viscosity and the elastic constant of the liquid crystal is helpful to improve the response speed of liquid crystal molecules, and the increase of the optical anisotropy of the liquid crystal is helpful to reduce the thickness of the liquid crystal layer of the display panel, so as to improve the response speed of the display.
Disclosure of Invention
The invention aims to provide a negative liquid crystal composition which has low rotational viscosity, thereby achieving the aim of improving the response speed of a liquid crystal display.
In general, lowering the clearing point of the liquid crystal composition can achieve the purpose of lowering the rotational viscosity, but with lowering of the clearing point, it can result in lowering of the upper limit of the use temperature of the display. The liquid crystal composition provided by the invention has high clearing point, low rotational viscosity, large elastic constant and large optical anisotropy, and solves the technical problems.
The negative liquid crystal composition provided by the invention comprises at least one of compounds shown in a formula I and at least one of compounds shown in a formula II;
in the formula I, R 1 、R 2 Each independently represents C 1 ~C 12 Straight chain alkyl, C 1 ~C 12 Straight-chain alkoxy or C 2 ~C 12 Straight chain alkenyl of (a); a is that 1 Representation of
In formula II, R 3 、R 4 Each independently represents C 1 ~C 12 Straight chain alkyl, C 1 ~C 12 Straight-chain alkoxy or C 2 ~C 12 Straight chain alkenyl of (a); a is that 2 Representation of
Preferably, the compound shown in the formula I is selected from one or more of formulas IA-IB;
wherein R is 1 、R 2 Each independently represents C 1 ~C 7 Straight chain alkyl, C 1 ~C 7 Straight-chain alkoxy or C 2 ~C 7 Straight chain alkenyl of (a).
Preferably, the compound of formula I is selected from one or more of formulas IA 1-IB 52:
more preferably, the compound shown in the formula I is selected from one or more of formulas IA 13-IA 16, IB 9-IB 12 and IB 17-IB 20;
most preferably, the compound of formula I is selected from one or more of formulas IA14, IA16, IB10, IB 18.
Preferably, the compound shown in the formula II is selected from one or more of formulas IIA to IIC;
wherein R is 3 、R 4 Each independently represents C 1 ~C 7 Straight chain alkyl, C 1 ~C 7 Straight-chain alkoxy or C 2 ~C 7 Straight chain alkenyl of (a).
Preferably, the compound of formula II is selected from one or more of formulas IIA1 to IIC 48:
more preferably, the compound shown in the formula II is selected from one or more of formulas IIA 13-IIA 16, IIA 27-IIA 30 and IIB 13-IIB 24;
most preferably, the compound of formula II is selected from one or more of formulas IIA13, IIA14, IIA27, IIA28, IIB13, IIB14, IIB18, IIB 21.
The negative-working liquid crystal composition of the invention further comprises one or more of the compounds represented by formula III:
in formula III, R 5 、R 6 Each independently represents C 1 ~C 12 Straight chain alkyl, C 1 ~C 12 Straight-chain alkoxy or C 2 ~C 12 Straight chain alkenyl of (a); a is that 3 、A 4 Each independently represents trans-1, 4-cyclohexyl or 1, 4-phenylene.
Preferably, the compound shown in the formula III is selected from one or more of formulas IIIA to IIIB;
wherein R is 5 、R 6 Each independently represents C 1 ~C 7 Straight chain alkyl, C 1 ~C 7 Straight-chain alkoxy or C 1 ~C 7 Straight chain alkenyl of (a).
More preferably, the compound of formula III is selected from one or more of formulas IIIA1 to IIIB 24:
more preferably, the compound of formula III is selected from one or more of formulas IIIA 5-IIIA 8, IIIA 9-IIIA 12, IIIA 16-IIIA 19;
most preferably, the compound of formula III is selected from one or more of formulas IIIA5, IIIA9, IIIA17, IIIB2, IIIB4, IIIB 20.
The negative liquid crystal composition also comprises one or more of compounds shown in a formula IV:
wherein R is 7 、R 8 Each independently represents C 1 ~C 12 Straight chain alkyl, C 1 ~C 12 Straight-chain alkoxy or C 2 ~C 12 Straight chain alkenyl of (a).
Preferably, the compound shown in the formula IV is selected from one or more of the formulas IV-1 to IV-9:
more preferably, the compound of formula IV is selected from one or more of formulas IV-1 to IV-4;
most preferably, the compound of formula IV is selected from one or more of formulas IV-3, IV-4.
Preferably, the negative liquid crystal composition of the invention consists of a compound shown in a formula I, a compound shown in a formula II, a compound shown in a formula III and a compound shown in a formula IV;
the negative liquid crystal composition comprises the following components in percentage by mass:
5-20% of a compound shown in a formula I; 20 to 50 percent of compound shown in a formula II; 40-60% of a compound shown in a formula III; the compound shown in the formula IV is 0-10% but not zero.
Preferably, the negative liquid crystal composition comprises the following components in percentage by mass:
6 to 18 percent of compound shown in the formula IA; 10 to 25 percent of compound shown in formula IIA; 15-25% of a compound shown in a formula IIB; 45-55% of a compound shown in a formula III A; the compound shown in the formula IV is 0-5%, but not zero.
Preferably, the liquid crystal composition comprises the following components in percentage by mass:
1) 5 to 15 percent of compound shown in a formula I, wherein the compound contains 6 to 14 percent of one or more compounds shown in formulas IB9 to IB12 and/or IB17 to IB 20;
2) 25-45% of a compound shown in a formula II, wherein 10-20% of one or more of the compounds shown in formulas IIA 13-IIA 16 and/or IIA 27-IIA 30 is/are contained, and 15-25% of one or more of the compounds shown in formulas IIB 13-IIB 24 is/are contained;
3) 45-55% of a compound shown in a formula III, wherein the compound contains 45-50% of one or more compounds shown in formulas IIIA 5-IIIA 8 and/or IIIA 9-IIIA 12;
4) 0 to 3 percent of compound shown in a formula IV.
More preferably, the liquid crystal composition comprises the following components in percentage by mass:
1) 6 to 14 percent of compounds shown in a formula I, wherein the compounds contain one or more compounds shown in a formula IB10 and/or IB 18;
2) 31-42% of a compound shown in a formula II, wherein the compound contains 11-20% of one or more of compounds shown in a formula IIA27 and/or IIA28 and 15-25% of one or more of compounds shown in a formula IIB13 and/or IIB14 and/or IIB18 and/or IIB 21;
3) 48 to 53 percent of compound shown in a formula III, wherein the compound contains one or more of compounds shown in a formula IIIA5 and/or IIIA 9;
4) 0 to 1% of a compound represented by general formula IV.
More preferably, the composition of the liquid crystal composition is as shown in tables 1 to 8:
TABLE 1 one of the compositions of the liquid crystal composition of the present invention
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TABLE 2 two of the compositions of the liquid crystal compositions of the invention
Sequence number Component (A) Code Weight percent (%)
1 IB18 3PWO2 8%~15%
2 IIA27 VCCWO1 4%~9%
3 IIA28 VCCWO2 6%~13%
4 IIB13 2CLWO2 2%~7%
5 IIB21 2CLWO4 2%~7%
6 IIB14 3CLWO2 2%~7%
7 IIB18 3CLWO3 2%~7%
8 IIIA5 3CCV 36%~42%
9 IIIA9 3CCV1 5%~8%
10 IIIB20 1PP2V1 0%~6%
TABLE 3 three compositions of the liquid crystal composition of the invention
Sequence number Component (A) Code Weight percent (%)
1 IB18 3PWO2 8%~15%
2 IIA27 VCCWO1 4%~9%
3 IIA28 VCCWO2 6%~13%
4 IIB13 2CLWO2 2%~7%
5 IIB21 2CLWO4 2%~7%
6 IIB14 3CLWO2 2%~7%
7 IIB18 3CLWO3 2%~7%
8 IIB16 5CLWO2 2%~7%
9 IIIA5 3CCV 36%~42%
10 IIIA9 3CCV1 5%~8%
11 IIIB20 1PP2V1 0%~6%
TABLE 4 IV of the compositions of the liquid crystal compositions of the invention
Sequence number Component (A) Code Weight percent (%)
1 IB18 3PWO2 8%~15%
2 IIA14 3CCWO2 3%~9%
3 IIA27 VCCWO1 4%~9%
4 IIA28 VCCWO2 6%~13%
5 IIA27 2CLWO2 2%~7%
6 IIA28 2CLWO4 2%~7%
7 IIB13 3CLWO2 2%~7%
8 IIB21 3CLWO3 2%~7%
9 IIIA5 3CCV 36%~42%
10 IIIA9 3CCV1 5%~8%
11 IIIA17 3CC2V1 0%~6%
TABLE 5 fifth component of the liquid crystal composition of the invention
Sequence number Component (A) Code Weight percent (%)
1 IB10 1PWO2 8%~15%
2 IIA27 VCCWO1 4%~9%
3 IIA28 VCCWO2 6%~13%
4 IIB13 2CLWO2 2%~7%
5 IIB21 2CLWO4 2%~7%
6 IIB14 3CLWO2 2%~7%
7 IIB18 3CLWO3 2%~7%
8 IIIA5 3CCV 36%~42%
9 IIIA9 3CCV1 5%~8%
10 IIIB20 1PP2V1 0%~6%
11 IV-4 3PGPW1 0%~3%
TABLE 6 six compositions of the liquid crystal compositions of the invention
TABLE 7 seven compositions of the liquid crystal compositions of the invention
Sequence number Component (A) Code Weight percent (%)
1 IB18 3PWO2 8%~15%
2 IIA27 VCCWO1 4%~9%
3 IIA28 VCCWO2 6%~13%
4 IIB13 2CLWO2 2%~7%
5 IIB21 2CLWO4 2%~7%
6 IIB14 3CLWO2 2%~7%
7 IIB18 3CLWO3 2%~7%
8 IIB16 5CLWO2 2%~7%
9 IIIA5 3CCV 36%~42%
10 IIIA9 3CCV1 5%~8%
11 IIIB20 1PP2V1 0%~6%
12 IV-4 3PGPW1 0%~3%
TABLE 8 eight of the compositions of the liquid crystal compositions of the invention
The following components may also be added to the liquid crystal composition of the present invention: antioxidants, ultraviolet absorbers, light stabilizers, infrared absorbers, and the like.
The liquid crystal composition provided by the invention improves dielectric anisotropy and reduces rotational viscosity through the compound shown in the formula I; the dielectric anisotropy is improved and the intersolubility is improved through the compound shown in the formula II; reducing rotational viscosity and improving miscibility by a compound represented by formula III; the high Wen Xinlai property is improved by the compound represented by formula IV.
The method for producing the liquid crystal composition of the present invention is not particularly limited, and two or more compounds may be mixed to produce by a conventional method, such as a method of mixing different components at high temperature and dissolving each other, wherein the liquid crystal composition is dissolved in a solvent for the compounds and mixed, and then the solvent is distilled off under reduced pressure; alternatively, the liquid crystal composition of the present invention may be prepared by a conventional method, such as dissolving the component having a smaller content in the main component having a larger content at a higher temperature, or dissolving each of the components in an organic solvent such as acetone, chloroform or methanol, etc., and then mixing the solutions to remove the solvent.
The liquid crystal composition has low rotational viscosity and further has low ratio of rotational viscosity to elastic constant, and the use of the liquid crystal composition in a liquid crystal display can obviously improve the response speed of the liquid crystal display.
The negative liquid crystal composition can be used for preparing a liquid crystal display material or a liquid crystal display device.
Detailed Description
The experimental methods used in the following examples are conventional methods unless otherwise specified.
Materials, reagents and the like used in the examples described below are commercially available unless otherwise specified.
Unless otherwise indicated, percentages in the present invention are weight percentages; the temperature unit is in degrees celsius; Δn represents optical anisotropy (25 ℃); epsilon And epsilon Represents parallel and perpendicular dielectric constants (25 ℃,1000 Hz), respectively; delta epsilon represents dielectric anisotropy (25 ℃,1000 Hz); γ1 represents the rotational viscosity (mPas, 25 ℃); cp represents the clearing point (. Degree. C.) of the liquid crystal composition; k (K) 11 、K 22 、K 33 Representing the respective splay, twist and bend elastic constants (pN, 25 ℃).
In the following examples, the group structures in the liquid crystal compounds are represented by codes shown in Table 9.
TABLE 9 group Structure codes for liquid Crystal Compounds
Taking the following compound structure as an example:
expressed as: 3CPW02
In the following examples, the liquid crystal composition was prepared by a thermal dissolution method, which comprises the following steps: weighing the liquid crystal compound by a balance according to weight percentage, wherein the weighing and adding sequence has no specific requirement, generally weighing and mixing the liquid crystal compound in sequence from high melting point to low melting point, heating and stirring the liquid crystal compound at 60-100 ℃ to enable each component to be melted uniformly, filtering, steaming in a rotary mode, and finally packaging to obtain the target sample.
In the following examples, the weight percentages of the components in the liquid crystal composition and the performance parameters of the liquid crystal composition are shown in the following tables.
Example 1,
The following liquid crystal compounds are taken to prepare liquid crystal compositions, the specific proportion is shown in Table 10, and the cyclohexyl in the following structural formulas is in a trans configuration:
table 10 weight percent of each component and performance parameters in liquid crystal compositions
EXAMPLE 2,
The following liquid crystal compounds are taken to prepare liquid crystal compositions, the specific proportion is shown in Table 11, and the cyclohexyl in the following structural formulas is in a trans configuration:
TABLE 11 weight percent of the components and Property parameters in the liquid Crystal compositions
EXAMPLE 3,
The following liquid crystal compounds are taken to prepare liquid crystal compositions, the specific proportion is shown in Table 12, and the cyclohexyl in the following structural formulas is in a trans configuration:
table 12 weight percent of each component and performance parameters in liquid crystal compositions
EXAMPLE 4,
The liquid crystal composition is prepared by taking the following liquid crystal compounds in percentage by weight, and the specific proportion is shown in the following structural formula in table 13, wherein the cyclohexyl is in a trans-form:
TABLE 13 weight percent of the components and performance parameters in liquid Crystal compositions
EXAMPLE 5,
The following liquid crystal compounds are taken to prepare liquid crystal compositions, the specific proportion is shown in Table 14, and the cyclohexyl in the following structural formulas is in a trans configuration:
TABLE 14 weight percent of the components and Property parameters in liquid Crystal compositions
EXAMPLE 6,
The following liquid crystal compounds are taken to prepare liquid crystal compositions, the specific proportion is shown in Table 15, and the cyclohexyl in the following structural formulas is in a trans configuration:
TABLE 15 weight percent of the components and Property parameters in the liquid Crystal compositions
EXAMPLE 7,
The following liquid crystal compounds are taken to prepare liquid crystal compositions, the specific proportions are shown in Table 16, and the cyclohexyl in the following structural formulas is in a trans configuration:
TABLE 16 weight percent of the components and performance parameters in liquid Crystal compositions
EXAMPLE 8,
The following liquid crystal compounds are taken to prepare liquid crystal compositions, the specific proportion is shown in Table 17, and the cyclohexyl in the following structural formulas is in a trans configuration:
table 17 weight percent of each component and performance parameters in liquid crystal compositions
EXAMPLE 9,
The following liquid crystal compounds are taken to prepare liquid crystal compositions, the specific proportion is shown in table 18, and the cyclohexyl in the following structural formulas is in a trans configuration:
table 18 weight percent of each component and performance parameters in liquid crystal compositions
EXAMPLE 10,
The following liquid crystal compounds are taken to prepare liquid crystal compositions, the specific proportions are shown in Table 19, and the cyclohexyl in the following structural formulas is in a trans configuration:
TABLE 19 weight percent of the components and Property parameters in the liquid Crystal compositions
EXAMPLE 11,
The following liquid crystal compounds are taken to prepare liquid crystal compositions, the specific proportions are shown in Table 20, and the cyclohexyl in the following structural formulas is in a trans configuration:
TABLE 20 weight percent of the components and Property parameters in liquid Crystal compositions
EXAMPLE 12,
The following liquid crystal compounds are taken to prepare a liquid crystal composition, the specific proportion is shown in Table 21, and the cyclohexyl in the following structural formulas is in a trans configuration:
table 21 weight percent of each component and performance parameters in liquid crystal compositions
EXAMPLE 13,
The following liquid crystal compounds are taken to prepare liquid crystal compositions, the specific proportion is shown in table 22, and the cyclohexyl in the following structural formulas is in a trans configuration:
table 22 weight percent of each component and performance parameters in liquid crystal compositions
EXAMPLE 14,
The following liquid crystal compounds are taken to prepare a liquid crystal composition, the specific proportion is shown in table 23, and the cyclohexyl in the following structural formulas is in a trans configuration:
table 23 weight percent of each component and performance parameters in liquid crystal compositions
EXAMPLE 15,
The following liquid crystal compounds are taken to prepare a liquid crystal composition, the specific proportion is shown in Table 24, and the cyclohexyl in the following structural formulas is in a trans configuration:
TABLE 24 weight percent of the components and performance parameters in liquid Crystal compositions
EXAMPLE 16,
The following liquid crystal compounds are taken to prepare a liquid crystal composition, the specific proportion is shown in Table 25, and the cyclohexyl in the following structural formulas is in a trans configuration:
table 25 weight percent of each component and performance parameters in liquid crystal compositions
EXAMPLE 17,
The following liquid crystal compounds are taken to prepare a liquid crystal composition, the specific proportion is shown in table 26, and the cyclohexyl in the following structural formulas is in a trans configuration:
table 26 weight percent of each component and performance parameters in liquid crystal compositions
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EXAMPLE 18,
The following liquid crystal compounds are taken to prepare liquid crystal compositions, the specific proportion is shown in Table 27, and cyclohexyl groups in the following structural formulas are all in a trans configuration:
table 27 weight percent of each component and performance parameters in liquid Crystal compositions
EXAMPLE 19,
The following liquid crystal compounds are taken to prepare liquid crystal compositions, the specific proportion is shown in Table 28, and the cyclohexyl in the following structural formulas is in a trans configuration:
table 28 weight percent of each component and performance parameters in liquid Crystal compositions
EXAMPLE 20,
The following liquid crystal compounds are taken to prepare liquid crystal compositions, the specific proportion is shown in Table 29, and the cyclohexyl in the following structural formulas is in a trans configuration:
table 29 weight percent of each component and performance parameters in liquid Crystal compositions
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EXAMPLE 21,
The following liquid crystal compounds are taken to prepare liquid crystal compositions, the specific proportion is shown in Table 30, and the cyclohexyl in the following structural formulas is in a trans configuration:
TABLE 30 weight percent of the components and performance parameters in liquid Crystal compositions
EXAMPLE 22,
The following liquid crystal compounds are taken to prepare a liquid crystal composition, the specific proportion is shown in table 31, and the cyclohexyl in the following structural formulas is in a trans configuration:
table 31 weight percent of each component and performance parameters in the crystalline composition
/>
EXAMPLE 23,
The following liquid crystal compounds are taken to prepare liquid crystal compositions, the specific proportions are shown in Table 32, and the cyclohexyl in the following structural formulas is in a trans configuration:
table 32 weight percent of each component and performance parameters in liquid crystal compositions
EXAMPLE 24,
The following liquid crystal compounds are taken to prepare liquid crystal compositions, the specific proportion is shown in Table 33, and the cyclohexyl in the following structural formulas is in a trans configuration:
TABLE 33 weight percent of the components and performance parameters in liquid Crystal compositions
EXAMPLE 25,
The following liquid crystal compounds are taken to prepare a liquid crystal composition, the specific proportion is shown in table 34, and the cyclohexyl in the following structural formulas is in a trans configuration:
TABLE 34 weight percent of the components and performance parameters in liquid Crystal compositions
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Comparative example 1,
Table 35 weight percent of each component and performance parameters in liquid crystal compositions
The values of the respective performance parameters of the liquid crystal compositions obtained in example 1 and comparative example 1 were compared in summary, see Table 36.
Table 36 comparison of performance parameters of liquid crystal compositions
Project △n △ε Cp γ1 K 11 K 22 K 33
Example 1 0.0924 -2.6 80 61 14.0 7.0 15.5
Comparative example 1 0.1040 -3.9 81 108 15.2 7.6 16.2
Example 1 has a lower rotational viscosity and thus a faster response time than comparative example 1.
The liquid crystal composition provided by the invention improves dielectric anisotropy and reduces rotational viscosity through the compound shown in the formula I; the dielectric anisotropy is improved and the intersolubility is improved through the compound shown in the formula II; reducing rotational viscosity and improving miscibility by a compound represented by formula III; the high Wen Xinlai property is improved by the compound represented by formula IV.
From the above examples, the liquid crystal composition provided by the present invention has low rotational viscosity, high resistivity, suitable optical anisotropy, good low-temperature intersolubility, large elastic constant, and excellent light stability and heat stability, and can reduce the response time of the liquid crystal display, thereby solving the problem of slow response speed of the liquid crystal display. Therefore, the liquid crystal composition provided by the invention is suitable for VA, IPS and FFS type TFT liquid crystal display devices with quick response, and is especially suitable for IPS and FFS type liquid crystal display devices.
While the invention has been described in detail in the foregoing general description and with reference to specific embodiments thereof, it will be apparent to one skilled in the art that modifications and improvements can be made thereto. Accordingly, such modifications or improvements may be made without departing from the spirit of the invention and are intended to be within the scope of the invention as claimed.

Claims (2)

1. The negative liquid crystal composition comprises any one of the following components in percentage by mass:
1) 8% -15% of a compound shown as a formula IB 10; 4% -9% of a compound shown in a formula IIA 27; 6 to 13 percent of compound shown in a formula IIA 28; 2% -7% of a compound shown in a formula IIB 13; 2% -7% of a compound shown in a formula IIB 21; 2% -7% of a compound shown in a formula IIB 14; 2% -7% of a compound shown in a formula IIB 18; 36 to 42 percent of compound shown in a formula IIIA 5; 5 to 8 percent of compound shown in a formula IIIA 9; 0% -6% of a compound shown in a formula IIIB20, but the compound is not zero;
2) 8% -15% of a compound shown as a formula IB 18; 4% -9% of a compound shown in a formula IIA 27; 6 to 13 percent of compound shown in a formula IIA 28; 2% -7% of a compound shown in a formula IIB 13; 2% -7% of a compound shown in a formula IIB 21; 2% -7% of a compound shown in a formula IIB 14; 2% -7% of a compound shown in a formula IIB 18; 2% -7% of a compound shown in a formula IIB 16; 36 to 42 percent of compound shown in a formula IIIA 5; 5 to 8 percent of compound shown in a formula IIIA 9; 0% -6% of a compound shown in a formula IIIB20, but the compound is not zero;
3) 8% -15% of a compound shown as a formula IB 10; 4% -9% of a compound shown in a formula IIA 27; 6 to 13 percent of compound shown in a formula IIA 28; 2% -7% of a compound shown in a formula IIB 13; 2% -7% of a compound shown in a formula IIB 21; 2% -7% of a compound shown in a formula IIB 14; 2% -7% of a compound shown in a formula IIB 18; 36 to 42 percent of compound shown in a formula IIIA 5; 5 to 8 percent of compound shown in a formula IIIA 9; 0 to 6 percent of compound shown in a formula IIIB 20; 0 to 3 percent of compound shown in the formula IV-4, but the compound is not zero;
4) 8% -15% of a compound shown as a formula IB 18; 4% -9% of a compound shown in a formula IIA 27; 6 to 13 percent of compound shown in a formula IIA 28; 2% -7% of a compound shown in a formula IIB 13; 2% -7% of a compound shown in a formula IIB 21; 2% -7% of a compound shown in a formula IIB 14; 2% -7% of a compound shown in a formula IIB 18; 36 to 42 percent of compound shown in a formula IIIA 5; 5 to 8 percent of compound shown in a formula IIIA 9; 0 to 6 percent of compound shown in a formula IIIB 20; 0 to 3 percent of compound shown in the formula IV-4, but the compound is not zero;
5) 8% -15% of a compound shown as IB 18; 4% -9% of a compound shown as IIA 27; 6 to 13 percent of compound shown as IIA 28; 2% -7% of a compound shown as IIB 13; 2% -7% of a compound shown as IIB 21; 2% -7% of a compound shown as IIB 14; 2% -7% of a compound shown as IIB 18; 2% -7% of a compound shown as IIB 16; 36 to 42 percent of a compound shown in IIIA 5; 5 to 8 percent of a compound shown in IIIA 9; 0% -6% of a compound shown as IIIB 20; 0% -3% of a compound shown in IV-4, but not zero;
6) 8% -15% of a compound shown in a formula IB 18; 3 to 9 percent of compound shown in a formula IIA 14; 4% -9% of a compound shown in a formula IIA 27; 6 to 13 percent of compound shown in a formula IIA 28; 2% -7% of a compound shown in a formula IIA 27; 2% -7% of a compound shown in a formula IIA 28; 2% -7% of a compound shown in a formula IIB 13; 2% -7% of a compound shown in a formula IIB 21; 36 to 42 percent of compound shown in a formula IIIA 5; 5 to 8 percent of compound shown in a formula IIIA 9; 0 to 6 percent of compound shown in a formula IIIA 17; 0 to 3 percent of compound shown in the formula IV-4, but the compound is not zero;
2. use of the negative liquid crystal composition according to claim 1 for the preparation of a liquid crystal display material or a liquid crystal display device.
CN202210167829.5A 2022-02-23 2022-02-23 Negative liquid crystal composition and application thereof Active CN114395404B (en)

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Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1688671A (en) * 2002-10-15 2005-10-26 默克专利股份有限公司 Photostable liquid crystalline medium
CN102675040A (en) * 2012-04-27 2012-09-19 石家庄诚志永华显示材料有限公司 Poly-fluorinated quaterphenyl liquid crystal compound and preparation method and application thereof
CN108026447A (en) * 2015-09-23 2018-05-11 默克专利股份有限公司 The method for controlling pre-tilt angle in the liquid crystal display of cement-based powder material stabilization
CN110612476A (en) * 2017-05-11 2019-12-24 默克专利股份有限公司 Method for producing polymer-stabilized liquid crystal displays
CN111344381A (en) * 2017-11-13 2020-06-26 默克专利股份有限公司 Liquid-crystalline medium
CN112159667A (en) * 2019-11-29 2021-01-01 石家庄诚志永华显示材料有限公司 Polymerizable compound and application thereof
TW202144548A (en) * 2020-05-15 2021-12-01 大陸商江蘇和成顯示科技有限公司 Liquid crystal composition and liquid crystal display device thereof

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1688671A (en) * 2002-10-15 2005-10-26 默克专利股份有限公司 Photostable liquid crystalline medium
CN102675040A (en) * 2012-04-27 2012-09-19 石家庄诚志永华显示材料有限公司 Poly-fluorinated quaterphenyl liquid crystal compound and preparation method and application thereof
CN108026447A (en) * 2015-09-23 2018-05-11 默克专利股份有限公司 The method for controlling pre-tilt angle in the liquid crystal display of cement-based powder material stabilization
CN110612476A (en) * 2017-05-11 2019-12-24 默克专利股份有限公司 Method for producing polymer-stabilized liquid crystal displays
CN111344381A (en) * 2017-11-13 2020-06-26 默克专利股份有限公司 Liquid-crystalline medium
CN112159667A (en) * 2019-11-29 2021-01-01 石家庄诚志永华显示材料有限公司 Polymerizable compound and application thereof
TW202144548A (en) * 2020-05-15 2021-12-01 大陸商江蘇和成顯示科技有限公司 Liquid crystal composition and liquid crystal display device thereof

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