CN111944540A - Acetylene negative monocrystal-containing liquid crystal composition and application thereof - Google Patents

Acetylene negative monocrystal-containing liquid crystal composition and application thereof Download PDF

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CN111944540A
CN111944540A CN201910406063.XA CN201910406063A CN111944540A CN 111944540 A CN111944540 A CN 111944540A CN 201910406063 A CN201910406063 A CN 201910406063A CN 111944540 A CN111944540 A CN 111944540A
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general formula
compounds represented
liquid crystal
crystal composition
iii
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陈卯先
朱波
储士红
未欣
姜天孟
陈海光
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Beijing Bayi Space LCD Technology Co Ltd
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Beijing Bayi Space LCD Technology Co Ltd
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C09K19/44—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL 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
    • G02F1/00—Devices 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
    • G02F1/01—Devices 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 
    • G02F1/13—Devices 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
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1343—Electrodes
    • G02F1/134309—Electrodes characterised by their geometrical arrangement
    • G02F1/134363—Electrodes characterised by their geometrical arrangement for applying an electric field parallel to the substrate, i.e. in-plane switching [IPS]

Abstract

The invention relates to the technical field of liquid crystal materials, in particular to an acetylene negative single crystal-containing liquid crystal composition and application thereof. The liquid crystal composition comprises at least one compound represented by a general formula I, at least one compound represented by a general formula II and at least one compound represented by a general formula III;

Description

Acetylene negative monocrystal-containing liquid crystal composition and application thereof
Technical Field
The invention relates to the technical field of liquid crystal materials, in particular to an acetylene negative single crystal-containing liquid crystal composition and application thereof.
Background
Along with the improvement of the requirement of people on the display effect, the requirements of curved surface display, high transmittance, high contrast ratio and the like are more and more favored by more consumers, the requirements of curved surface display, high transmittance and high contrast ratio can be realized by relying on the PSVA technology, the liquid crystal display is suitable for large-size panel requirements, the negative liquid crystal is used in the FFS mode, the transmittance and the hard screen of the liquid crystal display can be improved, the backlight power consumption is reduced, the endurance time is prolonged, and the liquid crystal display is suitable for mobile display equipment such as mobile phones and flat panels.
Negative liquid crystals, which were proposed at the beginning of the 80's last century, are mainly used in VA mode, and have major advantages in high contrast and major disadvantages in small viewing angle and slow response time. With the development of display technology, MVA, PVA, PSVA, and the like technologies have appeared in succession, solving the problems of response time and viewing angle. In recent years, as touch panels become mainstream in the market of mobile devices, IPS and FFS type hard-screen displays have inherent advantages, and both IPS and FFS type displays can use positive liquid crystals and negative liquid crystals, and the positive liquid crystals are aligned along the direction of electric field lines due to the bending electric field existing in the displays, thereby causing bending of molecules and lowering of transmittance; the negative liquid crystal is arranged perpendicular to the direction of the electric field lines, so that the transmittance is greatly improved, and the method is the best method for improving the transmittance and reducing the backlight power consumption at present. However, the response time problem of negative liquid crystals is a significant problem that is currently encountered, and FFS displays using negative liquid crystals have a response time that is 50% or more slower than FFS displays using positive liquid crystals. Therefore, how to increase the response time of the negative liquid crystal is a key issue at present.
Disclosure of Invention
The present invention provides a liquid crystal composition having a low rotational viscosity, which can effectively reduce the response time of a liquid crystal display. The liquid crystal composition provided by the invention contains acetylene negative single crystals, is a nematic liquid crystal composition, and has negative dielectric anisotropy.
Specifically, the invention provides a liquid crystal composition, which comprises at least one compound represented by a general formula I:
Figure BDA0002061269570000011
R1、R2each independently represents C1～C12Linear alkyl, linear alkoxy or C2～C12Linear alkenyl of, L1、L2Each independently represents H or F; n is1Represents 0 or 1.
And comprising at least one compound represented by the general formula II:
Figure BDA0002061269570000012
R3、R4each independently represents C1～C12Linear alkyl, linear alkoxy or C2～C12A linear alkenyl group of (a); a. the1、A2Each independently represents trans-1, 4-cyclohexyl or 1, 4-phenylene;
and comprising at least one compound represented by the general formula III:
Figure BDA0002061269570000013
R5、R6each independently represents C1～C12Linear alkyl, linear alkoxy or C2～C12A linear alkenyl group of (a); n is2Represents 0 or 1; z1Represents CH2CH2Or a single bond.
The compound represented by the general formula I provided by the invention is an alkyne negative dielectric liquid crystal compound, and the structure has larger negative dielectric anisotropy and large optical anisotropy.
Specifically, the compound represented by the general formula I is selected from one or more compounds represented by the following formulas IA to ID:
Figure BDA0002061269570000021
wherein R is1Each independently represents C1～C7Linear alkyl or linear alkoxy of (a); r2Each independently represents C1～C7Linear alkyl or alkoxy groups of (a).
Preferably, the compound represented by the general formula I is selected from one or more of the formulas IA 1-ID 24:
Figure BDA0002061269570000022
Figure BDA0002061269570000031
Figure BDA0002061269570000041
Figure BDA0002061269570000051
Figure BDA0002061269570000061
more preferably, the compound represented by the general formula I is selected from one or more of IA13, IA14, IA15, IA16, IA22, IB13, IB14, IB16, IC13, IC14, ID13 and ID 14; particularly preferably, the compound represented by the general formula I is selected from one or more of IA13, IA14, IB14, IC13, IC14, ID13 and ID 14.
The compound represented by the general formula II provided by the invention is of a bicyclic structure, and specifically, the compound represented by the general formula II is selected from one or more of the following compounds:
Figure BDA0002061269570000062
wherein R is3Each independently represents C1～C7The linear alkyl group of (1); r4Each independently represents C1～C7Linear alkyl, linear alkoxy or C2～C7Linear alkenyl groups of (a).
Preferably, the compound represented by the general formula II is one or more compounds selected from the group consisting of compounds represented by the formulas IIA 1-IIC 24:
Figure BDA0002061269570000063
Figure BDA0002061269570000071
Figure BDA0002061269570000081
more preferably, the compound provided by the general formula II is selected from one or more of IIA1, IIA2, IIA4, IIA9, IIA18, IIA22, IIA23, IIB18, IIB22, IIC2, IIC4, IIC15 and IIC 16; particularly preferably, the compounds provided by formula II are selected from one or more of IIA1, IIA2, IIA4, IIA9, IIC4, IIC 15.
The compound of the general formula III provided by the invention is a compound containing a methoxy bridge bond, and the compound has large dielectric anisotropy.
Preferably, the compound represented by the general formula III is selected from one or more of formulae IIIA to IIID:
Figure BDA0002061269570000082
R5each independently represents C1～C7Straight chain alkyl or C2～C7A linear alkenyl group of (a); r6Each independently represents C1～C7Linear alkyl or linear alkoxy groups of (1).
Preferably, the compound represented by the general formula III is selected from one or more of formulas IIIA1 to IIID 20:
Figure BDA0002061269570000091
Figure BDA0002061269570000101
Figure BDA0002061269570000111
Figure BDA0002061269570000121
more preferably, the compound represented by the general formula III provided by the present invention is selected from one or more of IIIA12, IIIA14, IIIA15, IIIA24, IIIA27, IIIB1, IIIB2, IIIB8, IIIB11, IIIB13, IIIB14, IIIB15, IIIB16, IIIB17, IIIB20, IIIB23, IIIB26, and IIIB 29; particularly preferably, the compound represented by the general formula III is selected from one or more of IIIA12, IIIA14, IIIA24, IIIB11, IIIB13, IIIB14, IIIB15, IIIB16, and IIIB 20.
The liquid crystal composition provided by the invention also comprises one or more compounds selected from compounds represented by the general formula IV:
Figure BDA0002061269570000122
R7、R8each independently represents C1～C12Linear alkyl, linear alkoxy or C2～C12A linear alkenyl group of (a);
A3each independently selected from the following structures:
Figure BDA0002061269570000123
preferably, the compound represented by formula IV is selected from one or more of formulae IVA to IVC:
Figure BDA0002061269570000124
wherein R is7Each independently represents C2～C10A linear alkyl or linear alkenyl group of (a); r8Each independently represents C1～C8Linear alkyl group of (1).
More preferably, the compound represented by formula IV is selected from one or more of the structures of formulae IVA1 to IVC 30:
Figure BDA0002061269570000125
Figure BDA0002061269570000131
Figure BDA0002061269570000141
more preferably, the compound represented by formula IV is selected from one or more of IVA1, IVA3, IVA14, IVA18, IVA22, IVB3, IVB12, IVB16, IVB18, most preferably, the compound represented by formula IV is selected from one or more of IVA1, IVA14, IVB12, IVB 16.
The liquid crystal composition provided by the invention can also comprise one or more compounds represented by the general formula V:
Figure BDA0002061269570000142
wherein R is9、R10Each independently represents C1～C12Linear alkyl or linear alkoxy of (2), wherein one or more CH2May be substituted with cyclopentyl or cyclopropyl; l is3Each independently represents O or S.
The compound represented by the general formula V has very large negative dielectric anisotropy, and the negative dielectric anisotropy of the liquid crystal composition can be greatly improved.
Specifically, the compound represented by formula V is selected from one or more of formulas VA to VF:
Figure BDA0002061269570000151
wherein R is9、R10Each independently represents C1～C7Linear alkyl or linear alkoxy of (a); preferably, R9、R10Each independently represents C2～C6Linear alkoxy groups of (1).
Further, the liquid crystal composition provided by the invention also comprises one or more compounds selected from the compounds represented by the general formula VI.
The compound represented by the general formula VI provided by the invention is a compound containing a methoxy bridge bond, and the compound has large negative dielectric anisotropy.
Figure BDA0002061269570000152
In the compounds of the general formula VI, R11、R12Each independently represents C1～C12Linear alkyl, linear alkoxy or C2～C12A linear alkenyl group of (a); n is3Represents 0 or 1.
Preferably, the compound represented by formula VI is selected from one or more of formulae VIA or VIB:
Figure BDA0002061269570000153
R11each independently represents C1～C7Straight chain alkyl or C2～C7A linear alkenyl group of (a); r12Each independently represents C1～C7Linear alkyl or linear alkoxy groups of (1).
Preferably, the compound represented by formula VI is selected from one or more of formulas VIA 1-VIB 28:
Figure BDA0002061269570000154
Figure BDA0002061269570000161
Figure BDA0002061269570000171
more preferably, the compound represented by the general formula VI provided by the present invention is selected from one or more of VIA6, VIA9, VIA11, VIA12, VIA14, VIA15, VIA27, VIB11, VIB12, VIB14, VIB15, VIB24, and VIB 27.
Specifically, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 1-30% of one or more compounds represented by the general formula (I);
2) 10-65% of one or more compounds represented by the general formula (II);
3) 1-65% of one or more compounds represented by the general formula (III);
4) 0 to 30% of one or more compounds represented by the general formula (IV);
5) 0 to 30% of one or more compounds represented by the general formula (V);
6) 0 to 50% of one or more compounds represented by the general formula (VI).
Or preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 3-25% of one or more compounds represented by the general formula (I);
2) 30-60% of one or more compounds represented by the general formula (II);
3) 5-60% of one or more compounds represented by the general formula (III);
4) 0 to 20% of one or more compounds represented by the general formula (IV);
5) 0 to 20% of one or more compounds represented by the general formula (V);
6) 0-45% of one or more compounds represented by the general formula (VI).
Or more preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 4-21% of one or more compounds represented by the general formula (I);
2) 36-55% of one or more compounds represented by the general formula (II);
3) 6 to 52 percent of one or more compounds represented by a general formula (III);
4) 0 to 14% of one or more compounds represented by the general formula (IV);
5) 0 to 11% of one or more compounds represented by the general formula (V);
6) 0 to 37% of one or more compounds represented by the general formula (VI).
Or preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 11-21% of one or more compounds represented by the general formula (I);
2) 32-60% of one or more compounds represented by the general formula (II);
3) 5-55% of one or more compounds represented by the general formula (III);
4) 0 to 20% of one or more compounds represented by the general formula (IV);
5) 0 to 15% of one or more compounds represented by the general formula (V);
6) 0 to 30% of one or more compounds represented by the general formula (VI).
Or more preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 11-21% of one or more compounds represented by the general formula (I);
2) 37-55% of one or more compounds represented by the general formula (II);
3) 6 to 52 percent of one or more compounds represented by a general formula (III);
4) 0 to 14% of one or more compounds represented by the general formula (IV);
5) 0 to 11% of one or more compounds represented by the general formula (V);
6) 0 to 27% of one or more compounds represented by the general formula (VI).
Or preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 3-14% of one or more compounds represented by the general formula (I);
2) 33 to 58% of one or more compounds represented by the general formula (II);
3) 4-55% of one or more compounds represented by the general formula (III);
4) 0 to 18% of one or more compounds represented by the general formula (IV);
5) 0 to 15% of one or more compounds represented by the general formula (V);
6) 0-40% of one or more compounds represented by the general formula (VI).
Or more preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 4-14% of one or more compounds represented by the general formula (I);
2) 36 to 54% of one or more compounds represented by the general formula (II);
3) 6 to 52 percent of one or more compounds represented by a general formula (III);
4) 0 to 14% of one or more compounds represented by the general formula (IV);
5) 0 to 11% of one or more compounds represented by the general formula (V);
6) 0 to 37% of one or more compounds represented by the general formula (VI).
Or preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 3-20% of one or more compounds represented by the general formula (I);
2) 33-55% of one or more compounds represented by the general formula (II);
3) 25-55% of one or more compounds represented by the general formula (III);
4) 0 to 18% of one or more compounds represented by the general formula (IV);
5) 0 to 15% of one or more compounds represented by the general formula (V).
Or more preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 4-16% of one or more compounds represented by the general formula (I);
2) 36 to 52 percent of one or more compounds represented by a general formula (II);
3) 30-52% of one or more compounds represented by the general formula (III);
4) 0 to 14% of one or more compounds represented by the general formula (IV);
5) 0 to 11% of one or more compounds represented by the general formula (V).
Or preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 5-25% of one or more compounds represented by the general formula (I);
2) 28-59% of one or more compounds represented by the general formula (II);
3) 5 to 25% of one or more compounds represented by the general formula (III);
4) 0-12% of one or more compounds represented by the general formula (IV);
5) and 5-45% of one or more compounds represented by the general formula (VI).
Or more preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 8-21% of one or more compounds represented by the general formula (I);
2) 33-55% of one or more compounds represented by the general formula (II);
3) 6 to 21% of one or more compounds represented by the general formula (III);
4) 0-8% of one or more compounds represented by the general formula (IV);
5) 10-37% of one or more compounds represented by the general formula (VI).
Or preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 3-25% of one or more compounds represented by the general formula (I);
2) 31 to 56% of one or more compounds represented by the general formula (II);
3) 5 to 56% of one or more compounds represented by the general formula (III);
4) 0 to 15% of one or more compounds represented by the general formula (V);
5) 0 to 43% of one or more compounds represented by the general formula (VI).
Or more preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 4-21% of one or more compounds represented by the general formula (I);
2) 36 to 52 percent of one or more compounds represented by a general formula (II);
3) 6 to 52 percent of one or more compounds represented by a general formula (III);
4) 0 to 11% of one or more compounds represented by the general formula (V);
5) 0 to 37% of one or more compounds represented by the general formula (VI).
Or preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 5-24% of one or more compounds represented by the general formula (I);
2) 33-60% of one or more compounds represented by the general formula (II);
3) 8-45% of one or more compounds represented by the general formula (III);
4) and 1-18% of one or more compounds represented by the general formula (IV).
5) 0 to 32% of one or more compounds represented by the general formula (VI).
Or more preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 6-20% of one or more compounds represented by the general formula (I);
2) 37-55% of one or more compounds represented by the general formula (II);
3) 10-37% of one or more compounds represented by the general formula (III);
4) and 2-14% of one or more compounds represented by the general formula (IV).
5) 0 to 27% of one or more compounds represented by the general formula (VI).
Or preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 3-20% of one or more compounds represented by the general formula (I);
2) 30-55% of one or more compounds represented by the general formula (II);
3) 30-55% of one or more compounds represented by the general formula (III);
4) and 1-15% of one or more compounds represented by the general formula (V).
Or more preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 4-16% of one or more compounds represented by the general formula (I);
2) 36 to 52 percent of one or more compounds represented by a general formula (II);
3) 36 to 52 percent of one or more compounds represented by a general formula (III);
4) 5 to 11% of one or more compounds represented by the general formula (V).
Or preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 4-25% of one or more compounds represented by the general formula (I);
2) 32-60% of one or more compounds represented by the general formula (II);
3) 5 to 56% of one or more compounds represented by the general formula (III);
4) 0-18% of one or more compounds represented by the general formula (IV).
5) 0 to 43% of one or more compounds represented by the general formula (VI).
Or more preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 6-21% of one or more compounds represented by the general formula (I);
2) 37-55% of one or more compounds represented by the general formula (II);
3) 6 to 52 percent of one or more compounds represented by a general formula (III);
4) 0 to 14% of one or more compounds represented by the general formula (IV).
5) 0 to 37% of one or more compounds represented by the general formula (VI).
Or preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 8-20% of one or more compounds represented by the general formula (I);
2) 32-55% of one or more compounds represented by the general formula (II);
3) and 30-56% of one or more compounds represented by the general formula (III).
Or more preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 11-16% of one or more compounds represented by the general formula (I);
2) 37-50% of one or more compounds represented by the general formula (II);
3) 35-52% of one or more compounds represented by the general formula (III).
Or preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 5-25% of one or more compounds represented by the general formula (I);
2) 33-55% of one or more compounds represented by the general formula (II);
3) 5 to 25% of one or more compounds represented by the general formula (III);
4) 10-43% of one or more compounds represented by the general formula (VI).
Or more preferably, the liquid crystal composition provided by the invention comprises the following components in percentage by weight:
1) 8-21% of one or more compounds represented by the general formula (I);
2) 40-51% of one or more compounds represented by the general formula (II);
3) 6 to 21% of one or more compounds represented by the general formula (III);
4) 15-37% of one or more compounds represented by the general formula (VI).
Further, the sum of the total mass percentages of the components in the liquid crystal composition is 100%.
The invention also includes the application of the liquid crystal composition in a liquid crystal display device, preferably in a fast response liquid crystal display device, more preferably in a VA liquid crystal display device and an IPS and FFS mode liquid crystal display device; the VA-type liquid crystal display device is preferably VA/MVA/PVA/PSVA.
The compound represented by the general formula I in the liquid crystal composition provided by the invention is an acetylene negative monomer, has larger negative dielectric anisotropy and very large optical anisotropy, and can effectively increase the optical anisotropy of the liquid crystal composition; the compound represented by the general formula II is a two-ring structure, has extremely low rotational viscosity and is used as the optimal choice for reducing the rotational viscosity of the liquid crystal composition; the liquid crystal compound represented by the general formula III has large negative dielectric anisotropy, and can effectively improve the negative dielectric anisotropy of the liquid crystal composition; the liquid crystal composition provided by the invention increases optical anisotropy by adding the compound of the general formula I, and increases dielectric anisotropy by adding the compound of the general formula III, so that the use of polar monomers is reduced, the use of the compound of the general formula II is increased, and the aim of reducing the rotational viscosity of the liquid crystal composition is fulfilled. In particular, increasing the compound represented by formula V can increase the negative dielectric anisotropy of the liquid crystal composition; increasing the compound represented by formula VI increases the negative dielectric anisotropy of the liquid crystal composition.
The method for producing the liquid crystal composition of the present invention is not particularly limited, and it can be produced by mixing two or more compounds by a conventional method, such as a method of mixing the different components at a high temperature and dissolving each other, wherein the liquid crystal composition is dissolved and mixed in a solvent for the compounds, and then the solvent is distilled off under reduced pressure; alternatively, the liquid crystal composition of the present invention can be prepared by a conventional method, for example, by dissolving the component having a smaller content in the main component having a larger content at a higher temperature, or by dissolving each of the components in an organic solvent, for example, acetone, chloroform or methanol, and then mixing the solutions to remove the solvent.
The liquid crystal composition has low rotational viscosity, large elastic constant, good low-temperature intersolubility and high response speed, can be used for fast response liquid crystal display of various display modes, can obviously improve the display effect of a liquid crystal display when being used in a VA/MVA/PVA/PSVA, IPS or FFS mode display, and is particularly suitable for IPS and FFS mode liquid crystal displays.
Detailed Description
The following examples are intended to illustrate the invention but are not intended to limit the scope of the invention.
Unless otherwise indicated, percentages in the present invention are weight percentages; the temperature units are centigrade; Δ n represents optical anisotropy (25 ℃); Δ represents the dielectric anisotropy (25 ℃, 1000 Hz); v10Represents a threshold voltage, which is a characteristic voltage (V, 25 ℃) at which the relative transmittance changes by 10%; γ 1 represents rotational viscosity (mpa.s, 25 ℃); cp represents the clearing point (. degree. C.) of the liquid crystal composition; k11、K22、K33Respectively representing the 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 1.
Table 1: radical structure code of liquid crystal compound
Figure BDA0002061269570000211
Figure BDA0002061269570000221
Take the following compound structure as an example:
Figure BDA0002061269570000222
expressed as: 2OEO1R
Figure BDA0002061269570000223
Expressed as: 3CPTWO2
Figure BDA0002061269570000224
Expressed as: 3CCWO1
In the following examples and comparative examples, the liquid crystal composition was prepared by a thermal dissolution method comprising the steps of: weighing the liquid crystal compound by a balance according to the weight percentage, wherein the weighing and adding sequence has no specific requirements, generally weighing and mixing the liquid crystal compound in sequence from high melting point to low melting point, heating and stirring at 60-100 ℃ to uniformly melt all the components, filtering, performing rotary evaporation, and finally packaging to obtain the target sample.
In the following examples and comparative 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
Table 2: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000231
Example 2
Table 3: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000232
Example 3
Table 4: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000233
Example 4
Table 5: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000241
Example 5
Table 6: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000242
Example 6
Table 7: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000243
Example 7
Table 8: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000244
Figure BDA0002061269570000251
Example 8
Table 9: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000252
Example 9
Table 10: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000253
Example 10
Table 11: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000254
Figure BDA0002061269570000261
Example 11
Table 12: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000262
Example 12
Table 13: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000263
Example 13
Table 14: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000264
Example 14
Table 15: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000271
Example 15
Table 16: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000272
Example 16
Table 17: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000273
Example 17
Table 18: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000274
Figure BDA0002061269570000281
Example 18
Table 19: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000282
Example 19
Table 20: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000283
Example 20
Table 21: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000284
Example 21
Table 22: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000285
Figure BDA0002061269570000291
Example 22
Table 23: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000292
Example 23
Table 24: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000293
Example 24
Table 25: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000294
Example 25
Table 26: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000295
Figure BDA0002061269570000301
Example 26
Table 27: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000302
Example 27
Table 28: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000303
Example 28
Table 29: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000304
Example 29
Table 30: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000311
Example 30
Table 31: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000312
Example 31
Table 32: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000313
Example 32
Table 33: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000314
Figure BDA0002061269570000321
Example 33
Table 34: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000322
Example 34
Table 35: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000323
Example 35
Table 36: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000324
Example 36
Table 37: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000325
Figure BDA0002061269570000331
Example 37
Table 38: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000332
Example 38
Table 39: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000333
Example 39
Table 40: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000334
Example 40
Table 41: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000341
EXAMPLE 41
Table 42: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000342
Example 42
Table 43: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000343
Example 43
Table 44: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000344
Figure BDA0002061269570000351
Comparative example 1
Table 45: the weight percentage and performance parameters of each component in the liquid crystal composition
Figure BDA0002061269570000352
The values of the various performance parameters of the liquid crystal compositions obtained in example 21 and comparative example 1 were compared together, see Table 46.
Table 46: comparison of Performance parameters of liquid Crystal compositions
△n △ε Cp γ1 K11 K22 K33
Example 21 0.108 -3.8 75 79 13.4 6.7 15.0
Comparative example 1 0.107 -3.8 77 94 13.4 6.7 14.4
By comparison, it can be seen that: example 21 provides a liquid crystal composition having a low rotational viscosity, i.e., having a faster response time, compared to comparative example 1.
From the above examples, it can be seen that the liquid crystal composition containing the acetylene negative single-crystal compound provided by the invention has low viscosity, high resistivity, suitable optical anisotropy, good low-temperature intersolubility, large elastic constant, and excellent light stability and thermal stability, and can reduce the response time of a 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 fast-response IPS and FFS and VA-mode liquid crystal display devices such as MVA, PVA and PSVA, and is particularly suitable for fast-response IPS and FFS-mode liquid crystal display devices.
Although the invention has been described in detail hereinabove with respect to a general description and specific embodiments thereof, it will be apparent to those skilled in the art that modifications or improvements may be made thereto based on the invention. Accordingly, such modifications and improvements are intended to be within the scope of the invention as claimed.

Claims (10)

1. A liquid crystal composition, comprising:
at least one compound represented by the general formula I;
at least one compound represented by the general formula II; and the number of the first and second groups,
at least one compound represented by the general formula III;
Figure FDA0002061269560000011
R1、R2、R3、R4、R5、R6each independently represents C1～C12Linear alkyl, linear alkoxy or C2～C12A linear alkenyl group of (a);
L1、L2each independently represents H or F;
A1、A2each independently represents trans-1, 4-cyclohexyl or 1, 4-phenylene;
n1、n2each independently represents 0 or 1;
Z1represents CH2CH2Or a single bond.
2. The liquid crystal composition of claim 1, wherein the compound represented by the general formula I is one or more compounds selected from the group consisting of compounds represented by the following formulas IA to ID:
Figure FDA0002061269560000012
wherein R is1Each independently represents C1～C7Linear alkyl or linear alkoxy of (a); r2Each independently represents C1～C7Linear alkyl or alkoxy groups of (a);
preferably, the compound represented by the general formula I is selected from one or more of the formulas IA 1-ID 24:
Figure FDA0002061269560000013
Figure FDA0002061269560000021
Figure FDA0002061269560000031
Figure FDA0002061269560000041
Figure FDA0002061269560000051
more preferably, the compound represented by the general formula I is selected from one or more of IA13, IA14, IA15, IA16, IA22, IB13, IB14, IB16, IC13, IC14, ID13 and ID 14; particularly preferably, the compound represented by the general formula I is selected from one or more of IA13, IA14, IB14, IC13, IC14, ID13 and ID 14.
3. The liquid crystal composition according to claim 1 or 2, wherein the compound represented by the general formula II is selected from one or more of the following compounds:
Figure FDA0002061269560000052
wherein R is3Each independently represents C1～C7The linear alkyl group of (1); r4Each independently represents C1～C7Linear alkyl, linear alkoxy or C2～C7A linear alkenyl group of (a);
preferably, the compound represented by the general formula II is one or more compounds selected from the group consisting of compounds represented by formula IIA1 to formula IIC 24:
Figure FDA0002061269560000053
Figure FDA0002061269560000061
Figure FDA0002061269560000071
Figure FDA0002061269560000081
more preferably, the compound provided by the general formula II is selected from one or more of IIA1, IIA2, IIA4, IIA9, IIA18, IIA22, IIA23, IIB18, IIB22, IIC2, IIC4, IIC15 and IIC 16; particularly preferably, the compound provided by the general formula II is selected from one or more of IIA1, IIA2, IIA4, IIA9, IIC4 and IIC 15.
4. The liquid crystal composition of any one of claims 1 to 3, wherein the compound represented by formula III is selected from one or more of formulae IIIA to IIID:
Figure FDA0002061269560000082
R5each independently represents C1～C7Straight chain alkyl or C2～C7A linear alkenyl group of (a); r6Each independently represents C1～C7Linear alkyl or linear alkoxy of (a);
preferably, the compound represented by the general formula III is selected from one or more of formulas IIIA1 to IIID 20:
Figure FDA0002061269560000083
Figure FDA0002061269560000091
Figure FDA0002061269560000101
Figure FDA0002061269560000111
more preferably, the compound represented by the general formula III is selected from one or more of IIIA12, IIIA14, IIIA15, IIIA24, IIIA27, IIIB1, IIIB2, IIIB8, IIIB11, IIIB13, IIIB14, IIIB15, IIIB16, IIIB17, IIIB20, IIIB23, IIIB26 and IIIB 29; particularly preferably, the compound represented by the general formula III is selected from one or more of IIIA12, IIIA14, IIIA24, IIIB11, IIIB13, IIIB14, IIIB15, IIIB16, and IIIB 20.
5. The liquid crystal composition according to any one of claims 1 to 4, further comprising one or more compounds selected from the group consisting of compounds represented by the general formula IV:
Figure FDA0002061269560000112
R7、R8each independently represents C1～C12Linear alkyl, linear alkoxy or C2～C12A linear alkenyl group of (a);
A3each independently selected from the following structures:
Figure FDA0002061269560000113
preferably, the compound represented by formula IV is selected from one or more of formulae IVA to IVC:
Figure FDA0002061269560000121
wherein R is7Each independently represents C2～C10A linear alkyl or linear alkenyl group of (a); r8Each independently represents C1～C8The linear alkyl group of (1);
more preferably, the compound represented by the general formula IV is selected from one or more structures of formula IVA1 to formula IVC 30:
Figure FDA0002061269560000122
Figure FDA0002061269560000131
Figure FDA0002061269560000141
more preferably, the compound represented by the general formula IV is selected from one or more of IVA1, IVA3, IVA14, IVA18, IVA22, IVB3, IVB12, IVB16 and IVB18, and most preferably, the compound represented by the general formula IV is selected from one or more of IVA1, IVA14, IVB12 and IVB 16.
6. The liquid crystal composition of any one of claims 1 to 5, further comprising one or more compounds represented by formula V:
Figure FDA0002061269560000142
wherein R is9、R10Each independently represents C1～C12Linear alkyl or linear alkoxy of (2), wherein one or more CH2May be substituted with cyclopentyl or cyclopropyl; l is3Each independently represents O or S;
preferably, the compound represented by formula V is selected from one or more of formulae VA to VF:
Figure FDA0002061269560000143
wherein R is9、R10Each independently represents C1～C7Linear alkyl or linear alkoxy of (a); preferably, R9、R10Each independently represents C2～C6Linear alkoxy groups of (1).
7. The liquid crystal composition according to any one of claims 1 to 6, further comprising one or more compounds selected from the group consisting of compounds represented by the general formula VI;
Figure FDA0002061269560000144
R11、R12each independently represents C1～C12Linear alkyl, linear alkoxy or C2～C12A linear alkenyl group of (a); n is3Represents 0 or 1;
preferably, the compound represented by formula VI is selected from one or more of formulae VIA or VIB:
Figure FDA0002061269560000145
Figure FDA0002061269560000151
R11each independently represents C1～C7Straight chain alkyl or C2～C7A linear alkenyl group of (a); r12Each independently represents C1～C7Linear alkyl or linear alkoxy of (a);
further preferably, the compound represented by the general formula VI is selected from one or more of the formulae VIA1 to VIB 28:
Figure FDA0002061269560000152
Figure FDA0002061269560000161
more preferably, the compound represented by the general formula VI is selected from one or more of VIA6, VIA9, VIA11, VIA12, VIA14, VIA15, VIA27, VIB11, VIB12, VIB14, VIB15, VIB24 and VIB 27.
8. The liquid crystal composition according to any one of claims 1 to 7, comprising the following components in percentage by weight:
1) 1-30% of one or more compounds represented by the general formula (I);
2) 10-65% of one or more compounds represented by the general formula (II);
3) 1-65% of one or more compounds represented by the general formula (III);
4) 0 to 30% of one or more compounds represented by the general formula (IV);
5) 0 to 30% of one or more compounds represented by the general formula (V);
6) 0 to 50% of one or more compounds represented by the general formula (VI);
or preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 3-25% of one or more compounds represented by the general formula (I);
2) 30-60% of one or more compounds represented by the general formula (II);
3) 5-60% of one or more compounds represented by the general formula (III);
4) 0 to 20% of one or more compounds represented by the general formula (IV);
5) 0 to 20% of one or more compounds represented by the general formula (V);
6) 0-45% of one or more compounds represented by the general formula (VI);
or more preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 4-21% of one or more compounds represented by the general formula (I);
2) 36-55% of one or more compounds represented by the general formula (II);
3) 6 to 52 percent of one or more compounds represented by a general formula (III);
4) 0 to 14% of one or more compounds represented by the general formula (IV);
5) 0 to 11% of one or more compounds represented by the general formula (V);
6) 0 to 37% of one or more compounds represented by the general formula (VI);
or preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 11-21% of one or more compounds represented by the general formula (I);
2) 32-60% of one or more compounds represented by the general formula (II);
3) 5-55% of one or more compounds represented by the general formula (III);
4) 0 to 20% of one or more compounds represented by the general formula (IV);
5) 0 to 15% of one or more compounds represented by the general formula (V);
6) 0 to 30% of one or more compounds represented by the general formula (VI);
or more preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 11-21% of one or more compounds represented by the general formula (I);
2) 37-55% of one or more compounds represented by the general formula (II);
3) 6 to 52 percent of one or more compounds represented by a general formula (III);
4) 0 to 14% of one or more compounds represented by the general formula (IV);
5) 0 to 11% of one or more compounds represented by the general formula (V);
6) 0 to 27% of one or more compounds represented by the general formula (VI);
or preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 3-14% of one or more compounds represented by the general formula (I);
2) 33 to 58% of one or more compounds represented by the general formula (II);
3) 4-55% of one or more compounds represented by the general formula (III);
4) 0 to 18% of one or more compounds represented by the general formula (IV);
5) 0 to 15% of one or more compounds represented by the general formula (V);
6) 0 to 40% of one or more compounds represented by the general formula (VI);
or more preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 4-14% of one or more compounds represented by the general formula (I);
2) 36 to 54% of one or more compounds represented by the general formula (II);
3) 6 to 52 percent of one or more compounds represented by a general formula (III);
4) 0 to 14% of one or more compounds represented by the general formula (IV);
5) 0 to 11% of one or more compounds represented by the general formula (V);
6) 0 to 37% of one or more compounds represented by the general formula (VI);
or preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 3-20% of one or more compounds represented by the general formula (I);
2) 33-55% of one or more compounds represented by the general formula (II);
3) 25-55% of one or more compounds represented by the general formula (III);
4) 0 to 18% of one or more compounds represented by the general formula (IV);
5) 0 to 15% of one or more compounds represented by the general formula (V);
or more preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 4-16% of one or more compounds represented by the general formula (I);
2) 36 to 52 percent of one or more compounds represented by a general formula (II);
3) 30-52% of one or more compounds represented by the general formula (III);
4) 0 to 14% of one or more compounds represented by the general formula (IV);
5) 0 to 11% of one or more compounds represented by the general formula (V);
or preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 5-25% of one or more compounds represented by the general formula (I);
2) 28-59% of one or more compounds represented by the general formula (II);
3) 5 to 25% of one or more compounds represented by the general formula (III);
4) 0-12% of one or more compounds represented by the general formula (IV);
5) 5-45% of one or more compounds represented by the general formula (VI);
or more preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 8-21% of one or more compounds represented by the general formula (I);
2) 33-55% of one or more compounds represented by the general formula (II);
3) 6 to 21% of one or more compounds represented by the general formula (III);
4) 0-8% of one or more compounds represented by the general formula (IV);
5) 10-37% of one or more compounds represented by the general formula (VI);
or preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 3-25% of one or more compounds represented by the general formula (I);
2) 31 to 56% of one or more compounds represented by the general formula (II);
3) 5 to 56% of one or more compounds represented by the general formula (III);
4) 0 to 15% of one or more compounds represented by the general formula (V);
5) 0 to 43% of one or more compounds represented by the general formula (VI);
or more preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 4-21% of one or more compounds represented by the general formula (I);
2) 36 to 52 percent of one or more compounds represented by a general formula (II);
3) 6 to 52 percent of one or more compounds represented by a general formula (III);
4) 0 to 11% of one or more compounds represented by the general formula (V);
5) 0 to 37% of one or more compounds represented by the general formula (VI);
or preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 5-24% of one or more compounds represented by the general formula (I);
2) 33-60% of one or more compounds represented by the general formula (II);
3) 8-45% of one or more compounds represented by the general formula (III);
4) 1-18% of one or more compounds represented by the general formula (IV);
5) 0 to 32% of one or more compounds represented by the general formula (VI);
or more preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 6-20% of one or more compounds represented by the general formula (I);
2) 37-55% of one or more compounds represented by the general formula (II);
3) 10-37% of one or more compounds represented by the general formula (III);
4) 2-14% of one or more compounds represented by the general formula (IV);
5) 0 to 27% of one or more compounds represented by the general formula (VI);
or preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 3-20% of one or more compounds represented by the general formula (I);
2) 30-55% of one or more compounds represented by the general formula (II);
3) 30-55% of one or more compounds represented by the general formula (III);
4) 1-15% of one or more compounds represented by the general formula (V);
or more preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 4-16% of one or more compounds represented by the general formula (I);
2) 36 to 52 percent of one or more compounds represented by a general formula (II);
3) 36 to 52 percent of one or more compounds represented by a general formula (III);
4) 5 to 11% of one or more compounds represented by the general formula (V);
or preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 4-25% of one or more compounds represented by the general formula (I);
2) 32-60% of one or more compounds represented by the general formula (II);
3) 5 to 56% of one or more compounds represented by the general formula (III);
4) 0 to 18% of one or more compounds represented by the general formula (IV);
5) 0 to 43% of one or more compounds represented by the general formula (VI);
or more preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 6-21% of one or more compounds represented by the general formula (I);
2) 37-55% of one or more compounds represented by the general formula (II);
3) 6 to 52 percent of one or more compounds represented by a general formula (III);
4) 0 to 14% of one or more compounds represented by the general formula (IV);
5) 0 to 37% of one or more compounds represented by the general formula (VI);
or preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 8-20% of one or more compounds represented by the general formula (I);
2) 32-55% of one or more compounds represented by the general formula (II);
3) 30-56% of one or more compounds represented by the general formula (III);
or more preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 11-16% of one or more compounds represented by the general formula (I);
2) 37-50% of one or more compounds represented by the general formula (II);
3) 35 to 52 percent of one or more compounds represented by a general formula (III);
or preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 5-25% of one or more compounds represented by the general formula (I);
2) 33-55% of one or more compounds represented by the general formula (II);
3) 5 to 25% of one or more compounds represented by the general formula (III);
4) 10-43% of one or more compounds represented by the general formula (VI);
or more preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 8-21% of one or more compounds represented by the general formula (I);
2) 40-51% of one or more compounds represented by the general formula (II);
3) 6 to 21% of one or more compounds represented by the general formula (III);
4) 15-37% of one or more compounds represented by the general formula (VI).
9. The liquid crystal composition according to claim 8, wherein the sum of the total mass percentages of the components in the liquid crystal composition is 100%.
10. Use of the liquid crystal composition of any one of claims 1 to 9 in a liquid crystal display device, preferably in a fast response liquid crystal display device, more preferably in a VA-type liquid crystal display device and IPS, FFS-mode liquid crystal display device; the VA-type liquid crystal display device is preferably VA/MVA/PVA/PSVA.
CN201910406063.XA 2019-05-16 2019-05-16 Acetylene negative monocrystal-containing liquid crystal composition and application thereof Pending CN111944540A (en)

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