CN115477950A - Negative dielectric anisotropy liquid crystal composition and application thereof - Google Patents
Negative dielectric anisotropy liquid crystal composition and application thereof Download PDFInfo
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- CN115477950A CN115477950A CN202110599258.8A CN202110599258A CN115477950A CN 115477950 A CN115477950 A CN 115477950A CN 202110599258 A CN202110599258 A CN 202110599258A CN 115477950 A CN115477950 A CN 115477950A
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 128
- 239000000203 mixture Substances 0.000 title claims abstract description 99
- 150000001875 compounds Chemical class 0.000 claims abstract description 268
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 125000003342 alkenyl group Chemical group 0.000 claims description 22
- 125000003545 alkoxy group Chemical group 0.000 claims description 20
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 238000006467 substitution reaction Methods 0.000 claims description 2
- 230000004044 response Effects 0.000 abstract description 11
- 230000000052 comparative effect Effects 0.000 description 6
- 230000003287 optical effect Effects 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000005303 weighing Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 125000002619 bicyclic group Chemical group 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000011978 dissolution method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
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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
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- 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
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- Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Nonlinear Science (AREA)
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- Optics & Photonics (AREA)
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Abstract
The invention relates to a liquid crystal composition, in particular to a nematic phase liquid crystal composition, and more particularly relates to a negative dielectric anisotropy liquid crystal composition and application thereof; the liquid crystal composition provided by the invention has a large splay elastic constant and low rotational viscosity, and can improve the contrast and response speed of a liquid crystal display when being used in the liquid crystal display. The negative dielectric anisotropy liquid crystal composition comprises at least one of compounds represented by a general formula I, at least one of compounds represented by a general formula II, at least one of compounds represented by a general formula III and at least one of compounds represented by a general formula IV.
Description
Technical Field
The invention relates to a liquid crystal composition, in particular to a nematic phase liquid crystal composition, and more particularly relates to a negative dielectric anisotropy liquid crystal composition and application thereof; the liquid crystal composition provided by the invention has a large splay elastic constant and low rotational viscosity, and can improve the contrast and response speed of a liquid crystal display when being used in the liquid crystal display.
Background
In recent years, LCD displays have been widely used in various products as the most mainstream displays, and among them, negative LCD displays are widely used in mobile phones, notebook computers, tablet computers, computer monitors, televisions, etc. because of their unique high transmittance characteristics.
At present, the negative liquid crystal display has the main disadvantage of slow response speed, and how to improve the response speed becomes an important subject of the negative liquid crystal display.
Compared with the VA mode, the FFS mode has the advantage of hard screen, and is very suitable for the current mobile phone and notebook computer screens adopting a touch screen mode, but the FFS mode is lower than the VA mode in the aspect of contrast. For the FFS mode, the dark state scattering causes an increase in light leakage, and reduces the Contrast Ratio (CR), and the factors that affect the scattering of the liquid crystal composition, such as the order S and the refractive index ne (extraordinary refractive index), no (ordinary refractive index), and Δ n (optical anisotropy) of the liquid crystal, are affected by the design of the liquid crystal panel, and the refractive index characteristics of the liquid crystal are difficult to adjust, so the improvement of the contrast ratio of the liquid crystal mainly lies in how to improve the order ratio of the liquid crystal composition, the order S of the liquid crystal is mainly related to K11 (splay elastic constant), and the larger K11 is, the larger S is.
In view of this, the invention is particularly proposed.
Disclosure of Invention
The present invention aims to provide a negative dielectric anisotropy liquid crystal composition having a low rotational viscosity and a large splay elastic constant, thereby achieving the object of improving the response speed and contrast of a liquid crystal display.
Specifically, the invention provides the following technical scheme:
the invention provides a negative dielectric anisotropy liquid crystal composition, which comprises at least one of compounds represented by a general formula I, at least one of compounds represented by a general formula II, at least one of compounds represented by a general formula III and at least one of compounds represented by a general formula IV;
wherein, in the general formula I, R 1 Represents C 1 ～C 12 Wherein one or more C atoms may be replaced by
Substitution; r 2 Represents C 2 ～C 12 A linear alkenyl group of (a);
in the general formula II, R 3 、R 4 Each independently represents C 1 ～C 12 Straight chain alkyl of (1), C 1 ～C 12 Linear alkoxy of (5) or C 2 ～C 12 A linear alkenyl group of (a); a. The 1 Represents
In the general formula III, R 5 、R 6 Each independently represents C 1 ～C 12 Straight chain alkyl group of (1), C 1 ～C 12 Linear alkoxy of (5) or C 2 ～C 12 A linear alkenyl group of (a); a. The 2 Represents
In the general formula IV, R 7 、R 8 Each independently represents C 1 ～C 12 Straight chain alkyl group of (1), C 1 ～C 12 Linear alkoxy of (5) or C 2 ～C 12 A linear alkenyl group of (a); a. The 3 、A 4 Each independently represents
The liquid crystal composition is used in a liquid crystal display, and the response speed and the contrast of the liquid crystal display can be effectively improved.
Preferably, the compound represented by formula I is selected from one or more of IA or IB:
wherein R is 1 Represents C 1 ～C 7 The linear alkyl group of (1); r is 2 Represents C 3 ～C 7 A linear alkenyl group of (a);
further, the compound represented by the general formula I is selected from one or more of IA 1-IB 5:
further, the compound represented by the general formula I is selected from one or more of IA1, IA2, IA3, IA4, IA11, IA12, IA13, IA14, IA21, IA22, IB1, IB3 and IB 5;
as the best technical scheme, the compound represented by the general formula I is selected from one or more of IA1, IA2, IA11, IA12, IB1 and IB 3.
Preferably, the compound represented by formula II is selected from one or more of IIA or IIB:
wherein R is 3 、R 4 Each independently represents C 1 ～C 7 Straight chain alkyl group of (1), C 1 ～C 7 Linear alkoxy of (5) or C 2 ～C 7 A linear alkenyl group of (a);
further, the compound represented by the general formula II is selected from one or more of IIA 1-IIB 20:
further, the compound represented by the general formula II is selected from one or more of IIA6, IIA8, IIA14, IIB1, IIB3, IIB6, IIB7, IIB8, IIB9, IIB11 and IIB 16;
the compound represented by the general formula II is selected from one or more of the compounds shown in the formulas IIA6, IIA8, IIA14, IIB6, IIB8, IIB11 and IIB 16.
Preferably, the compound represented by formula III is selected from one or more of IIIA or IIIB:
wherein R is 5 、R 6 Each independently represents C 1 ～C 7 Straight chain alkyl group of (1), C 1 ～C 7 Linear alkoxy radical of (1) or C 2 ～C 7 The linear alkenyl group of (1);
further, the compound represented by the general formula III is selected from one or more of IIIA1 to IIIB 35:
further, the compound represented by the general formula III is selected from one or more of IIIA1, IIIA2, IIIA9, IIIA12, IIIA15, IIIA16, IIIA17, IIIA18, IIIA19, IIIA20, IIIA23, IIIA33, IIIB15, IIIB16, IIIB17, IIIB18, IIIB19, IIIB20, IIIB23 and IIIB 30;
the compound represented by the general formula III is selected from one or more of IIIA9, IIIA12, IIIA15, IIIA16, IIIA19, IIIB15 and IIIB 16.
Preferably, the compound represented by formula IV is selected from one or more of IVA to IVC:
wherein R is 7 、R 8 Each independently represents C 1 ～C 7 Straight chain alkyl group of (1), C 1 ～C 7 Linear alkoxy of (5) or C 2 ～C 7 A linear alkenyl group of (a);
further, the compound represented by formula IV is selected from one or more of IVA1 to IVC 32:
further, the compound represented by formula IV is selected from one or more of IVA2, IVA4, IVA5, IVA6, IVA8, IVA10, IVA15, IVA18, IVA20, IVA21, IVB14, IVB18, IVC6, IVC13, IVC23, IVC 28;
in a most preferred embodiment, the compound represented by formula IV is selected from one or more of IVA2, IVA4, IVA6, IVA10, IVC23 and IVC 28.
Preferably, the negative dielectric anisotropic liquid crystal composition further includes at least one of compounds represented by general formula V;
wherein R is 9 、R 10 Each independently represents C 1 ～C 12 Straight chain alkyl group of (1), C 1 ～C 12 Linear alkoxy of (5) or C 2 ～C 12 A linear alkenyl group of (a); l is 1 、L 2 、L 3 、L 4 Each independently represents H or F;
further, the compound represented by the general formula V is selected from one or more of VA to VC:
wherein R is 9 、R 10 Each independently represents C 1 ～C 7 Straight chain alkyl or C 1 ～C 7 Straight chain alkoxy of (2);
further, the compound represented by the general formula V is selected from one or more of VA 1-VC 30:
as a preferable technical scheme, the compound represented by the general formula V is selected from one or more of VA3, VA7, VA8, VB5, VB6, VB7, VB10, VB12, VB13, VB14, VB15, VB17, VC13, VC15, VC21, VC22 and VC 23.
In a preferred embodiment, the compound represented by formula V is one or more compounds selected from VB5, VB7, VB10, VB12, VB14, VB15, VB17, VC13, VC15, VC21, VC22 and VC 23.
Preferably, the negative dielectric anisotropic liquid crystal composition further comprises at least one of the compounds represented by the general formula VI;
wherein R is 11 、R 12 Each independently represents C 1 ～C 12 Straight chain alkyl or C 1 ～C 12 Straight chain alkoxy of (a);
further, the compound represented by the general formula VI is selected from one or more of VIA1 to VIA 16:
further, the compound represented by the general formula VI is selected from one or more of VIA5, VIA6, VIA7, VIA8 and VIA 10.
Preferably, the negative dielectric anisotropic liquid crystal composition further includes at least one of the compounds represented by the general formula VII;
wherein R is 13 、R 14 Each independently represents C 1 ～C 12 Straight chain alkyl group of (1), C 1 ～C 12 Linear alkoxy of (5) or C 2 ～C 12 A linear alkenyl group of (a); a. The 5 Represents trans 1,4-cyclohexyl or 1,4-phenylene;
further, the compound represented by the general formula VII is selected from one or more of VIIA to VIIB:
wherein R is 13 、R 14 Each independently represents C 1 ～C 7 Straight chain alkyl group of (1), C 1 ～C 7 Linear alkoxy of (5) or C 2 ～C 7 The linear alkenyl group of (1);
further, the compound represented by the general formula VII is selected from one or more of VIIA1 to VIIB 55:
as a best technical scheme, the compound represented by the general formula VII is selected from one or more of formulas VIIA1, VIIA6, VIIA11, VIIA16, VIIA28, VIIA33, VIIA38, VIIA43, VIIB3, VIIB23, VIIB28, VIIB33 and VIIB 38.
The negative dielectric anisotropic liquid crystal composition of the present invention may contain, in addition to the above-mentioned compounds, a conventional antioxidant, ultraviolet absorber, light stabilizer, infrared absorber, or the like.
Preferably, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 3-40% of a compound represented by the general formula I;
(2) 1 to 40% of a compound represented by the general formula II;
(3) 1 to 50% of a compound represented by the general formula III;
(4) 10 to 70% of a compound represented by the general formula IV;
(5) 0 to 60% of compounds represented by general formulas V to VII;
further, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 5 to 25 percent of compound represented by the general formula I;
(2) 2 to 25% of a compound represented by the general formula II;
(3) 3 to 40 percent of compound represented by a general formula III;
(4) 30 to 60% of a compound represented by the general formula IV;
(5) 0 to 40% of a compound represented by the general formulae V to VII;
further, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 6 to 20 percent of compound represented by the general formula I;
(2) 3 to 19% of a compound represented by the general formula II;
(3) 4 to 36 percent of compound represented by a general formula III;
(4) 35 to 54% of a compound represented by the general formula IV;
(5) 0 to 34% of compounds represented by general formulas V to VII;
further, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 5 to 20 percent of compound represented by the general formula I;
(2) 5 to 20 percent of compound represented by a general formula II;
(3) 25 to 40% of a compound represented by the general formula III;
(4) 30 to 55 percent of compound represented by a general formula IV;
further, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 10 to 15 percent of compound represented by the general formula I;
(2) 9 to 15 percent of compound represented by a general formula II;
(3) 29 to 36% of a compound represented by the general formula III;
(4) 35 to 48 percent of compound represented by a general formula IV;
further, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 4 to 25 percent of compound represented by the general formula I;
(2) 2 to 25% of a compound represented by the general formula II;
(3) 3 to 40 percent of compound represented by a general formula III;
(4) 30 to 60% of a compound represented by the general formula IV;
(5) 0 to 25% of a compound represented by the general formula V;
(6) 0 to 25% of a compound represented by the general formula VI;
(7) 0 to 20% of a compound represented by the general formula VII;
further, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 6 to 20 percent of compound represented by the general formula I;
(2) 3 to 19% of a compound represented by the general formula II;
(3) 4 to 36 percent of compound represented by a general formula III;
(4) 35 to 54% of a compound represented by the general formula IV;
(5) 0 to 21% of a compound represented by the general formula V;
(6) 0 to 21% of a compound represented by the general formula VI;
(7) 0 to 14% of a compound represented by the general formula VII;
further, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 5 to 25 percent of compound represented by the general formula I;
(2) 2 to 20% of a compound represented by the general formula II;
(3) 8 to 32% of a compound represented by the general formula III;
(4) 32 to 57% of a compound represented by the general formula IV;
(5) 1 to 25% of a compound represented by the general formula V;
(6) 0 to 20% of a compound represented by the general formula VI;
(7) 0 to 10% of a compound represented by the general formula VII;
further, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 9 to 20 percent of compound represented by the general formula I;
(2) 3 to 15 percent of compound represented by a general formula II;
(3) 12 to 27% of a compound represented by the general formula III;
(4) 37 to 52 percent of compound represented by a general formula IV;
(5) 2 to 21% of a compound represented by the general formula V;
(6) 0 to 17% of a compound represented by the general formula VI;
(7) 0 to 4% of a compound represented by the general formula VII;
further, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 3 to 25 percent of compound represented by the general formula I;
(2) 3 to 25 percent of compound represented by a general formula II;
(3) 3 to 40 percent of compound represented by a general formula III;
(4) 30 to 60% of a compound represented by the general formula IV;
(5) 0 to 25% of a compound represented by the general formula VI;
(6) 0 to 19% of a compound represented by the general formula VII;
further, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 4 to 19 percent of compound represented by the general formula I;
(2) 4 to 19% of a compound represented by the general formula II;
(3) 4 to 36 percent of compound represented by a general formula III;
(4) 35 to 54% of a compound represented by the general formula IV;
(5) 0 to 21% of a compound represented by the general formula VI;
(6) 0 to 14% of a compound represented by the general formula VII;
further, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 5 to 20 percent of compound represented by the general formula I;
(2) 3 to 25 percent of compound represented by a general formula II;
(3) 3 to 25% of a compound represented by the general formula III;
(4) 32 to 60% of a compound represented by the general formula IV;
(5) 0 to 15% of a compound represented by the general formula V;
(6) 10 to 25 percent of compound represented by a general formula VI;
(7) 0 to 18% of a compound represented by the general formula VII;
further, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 6 to 15 percent of compound represented by the general formula I;
(2) 4 to 19% of a compound represented by the general formula II;
(3) 4 to 19% of a compound represented by the general formula III;
(4) 37 to 54% of a compound represented by the general formula IV;
(5) 0 to 11% of a compound represented by the general formula V;
(6) 13 to 21% of a compound represented by the general formula VI;
(7) 0 to 14% of a compound represented by the general formula VII;
further, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 6 to 25 percent of compound represented by the general formula I;
(2) 2 to 20% of a compound represented by the general formula II;
(3) 9 to 40 percent of compound represented by a general formula III;
(4) 30 to 55 percent of compound represented by a general formula IV;
(5) 0 to 25% of a compound represented by the general formula V;
(6) 0 to 5% of a compound represented by the general formula VII;
further, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 10 to 20 percent of compound represented by the general formula I;
(2) 3 to 15 percent of compound represented by a general formula II;
(3) 12 to 36 percent of compound represented by a general formula III;
(4) 35 to 52 percent of compound represented by a general formula IV;
(5) 0 to 21% of a compound represented by the general formula V;
(6) And 0 to 1% of a compound represented by the general formula VII.
The compound represented by the general formula I provided by the invention has large negative dielectric anisotropy and large optical anisotropy, and is very effective for improving the negative dielectric anisotropy and the optical anisotropy of the liquid crystal composition; the compound represented by the general formula II provided by the invention is a two-ring negative dielectric anisotropy liquid crystal compound, and the compound has larger negative dielectric anisotropy and excellent intersolubility; the compound represented by the general formula III provided by the invention is a liquid crystal compound containing tricyclic negative dielectric anisotropy, and the compound has larger negative dielectric anisotropy and high clearing point; the compound represented by the general formula IV provided by the invention is a bicyclic ring neutral compound, and the compound has low rotary viscosity. The invention increases the dielectric anisotropy and the optical anisotropy of the liquid crystal composition through the alkene thiophene monomer represented by the general formula I, and reduces the use of negative monomers; the compound represented by the general formula IV reduces the rotational viscosity of the liquid crystal composition, and further improves the response time of the liquid crystal display.
The method for producing the negative dielectric anisotropy liquid crystal composition of the present invention is not particularly limited, and two or more compounds may be mixed and produced by a conventional method, such as a method of mixing different components at a high temperature and dissolving each other, in which a 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 negative dielectric anisotropy liquid crystal composition of the present invention may 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 the components in an organic solvent, such as acetone, chloroform or methanol, and then mixing the solutions to remove the solvent.
The negative dielectric anisotropy liquid crystal composition has low rotary viscosity and large elastic constant, and further has low ratio of the rotary viscosity to the elastic constant, and the use of the negative dielectric anisotropy liquid crystal composition in a liquid crystal display can obviously improve the response speed of the liquid crystal display and effectively improve the display effect.
The invention also provides the application of the negative dielectric anisotropy liquid crystal composition in a liquid crystal display.
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 unit is centigrade; Δ n represents optical anisotropy (25 ℃); epsilon ∥ And ε ⊥ Respectively represent the parallel and perpendicular dielectric constants (25 ℃,1000 Hz); Δ ε represents the dielectric anisotropy (25 ℃,1000 Hz); γ 1 represents rotational viscosity (mpa.s, 25 ℃); cp represents the clearing point (. Degree. C.) of the liquid crystal composition; k 11 、K 22 、K 33 Respectively represent 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
Take the following compound structure as an example:
expressed as: e1OSO2V;
expressed as: 3CPW02;
in the following 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 requirement, 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, rotatably steaming, 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
Table 2: weight percentage and performance parameters of each component in liquid crystal composition
Example 2
Table 3: the weight percentage and performance parameters of each component in the liquid crystal composition
Example 3
Table 4: the weight percentage and performance parameters of each component in the liquid crystal composition
Example 4
Table 5: the weight percentage and performance parameters of each component in the liquid crystal composition
Example 5
Table 6: the weight percentage and performance parameters of each component in the liquid crystal composition
Example 6
Table 7: weight percentage and performance parameters of each component in liquid crystal composition
Example 7
Table 8: weight percentage and performance parameters of each component in liquid crystal composition
Example 8
Table 9: the weight percentage and performance parameters of each component in the liquid crystal composition
Example 9
Table 10: the weight percentage and performance parameters of each component in the liquid crystal composition
Example 10
Table 11: the weight percentage and performance parameters of each component in the liquid crystal composition
Example 11
Table 12: the weight percentage and performance parameters of each component in the liquid crystal composition
Example 12
Table 13: the weight percentage and performance parameters of each component in the liquid crystal composition
Example 13
Table 14: weight percentage and performance parameters of each component in liquid crystal composition
Example 14
Table 15: the weight percentage and performance parameters of each component in the liquid crystal composition
Example 15
Table 16: the weight percentage and performance parameters of each component in the liquid crystal composition
Example 16
Table 17: the weight percentage and performance parameters of each component in the liquid crystal composition
Example 17
Table 18: the weight percentage and performance parameters of each component in the liquid crystal composition
Example 18
Table 19: the weight percentage and performance parameters of each component in the liquid crystal composition
Example 19
Table 20: weight percentage and performance parameters of each component in liquid crystal composition
Example 20
Table 21: the weight percentage and performance parameters of each component in the liquid crystal composition
Example 21
Table 22: the weight percentage and performance parameters of each component in the liquid crystal composition
Comparative example 1
Table 23: the weight percentage and performance parameters of each component in the liquid crystal composition
The values of the various performance parameters of the liquid crystal compositions obtained in example 8 and in comparative example 1 were compared together, see table 24.
Table 24: comparison of Performance parameters of liquid Crystal compositions
| Item | △n | △ε | Cp | γ1 | K 11 | K 22 | K 33 |
| Example 8 | 0.090 | -3.1 | 86 | 74 | 17.8 | 8.9 | 15.8 |
| Comparative example 1 | 0.091 | -3.1 | 87 | 82 | 17.7 | 8.9 | 15.9 |
By comparison, it can be seen that: example 8 provides a liquid crystal composition having a lower rotational viscosity than comparative example 1; the gamma 1 of example 8 was reduced by about 11% relative to comparative example 1, i.e. used in a liquid crystal display, example 8 can accelerate the response speed by about 11% compared with comparative example 1.
From the above examples, the liquid crystal composition provided by the present invention has low rotational viscosity and large optical anisotropy, and can effectively improve the response speed of the liquid crystal display in the display. Therefore, the liquid crystal composition provided by the invention is suitable for a liquid crystal display device, and can obviously improve the response speed characteristic of the liquid crystal display device.
Although the invention has been described in detail hereinabove by way of general description, specific embodiments and experiments, it will be apparent to those skilled in the art that many modifications and improvements can be made thereto based on the invention. Accordingly, it is intended that all such modifications and alterations be included within the scope of this invention as defined in the appended claims.
Claims (10)
1. A negative dielectric anisotropy liquid crystal composition is characterized by comprising at least one of compounds represented by a general formula I, at least one of compounds represented by a general formula II, at least one of compounds represented by a general formula III and at least one of compounds represented by a general formula IV;
wherein, in the general formula I, R 1 Represents C 1 ～C 12 Wherein one or more C atoms may be replaced by
Substitution; r 2 Represents C 2 ～C 12 A linear alkenyl group of (a);
in the general formula II, R 3 、R 4 Each independently represents C 1 ～C 12 Straight chain alkyl group of (1), C 1 ～C 12 Linear alkoxy of (5) or C 2 ～C 12 The linear alkenyl group of (1); a. The 1 Represents
In the general formula III, R 5 、R 6 Each independently represents C 1 ～C 12 Straight chain alkyl group of (1), C 1 ～C 12 Linear alkoxy radical of (1) or C 2 ～C 12 A linear alkenyl group of (a); a. The 2 Represents
In the general formula IV, R 7 、R 8 Each independently represents C 1 ～C 12 Straight chain alkyl group of (1), C 1 ～C 12 Linear alkoxy of (5) or C 2 ～C 12 A linear alkenyl group of (a); a. The 3 、A 4 Each independently represents
2. The negative dielectric anisotropic liquid crystal composition of claim 1, wherein the compound represented by formula I is one or more compounds selected from IA and IB:
wherein R is 1 Represents C 1 ～C 7 The linear alkyl group of (1); r 2 Represents C 3 ～C 7 A linear alkenyl group of (a);
preferably, the compound represented by formula I is selected from one or more of IA1 to IB 5:
more preferably, the compound represented by the general formula I is selected from one or more of IA1, IA2, IA3, IA4, IA11, IA12, IA13, IA14, IA21, IA22, IB1, IB3, IB 5;
most preferably, the compound represented by formula I is selected from one or more of IA1, IA2, IA11, IA12, IB1, IB 3.
3. The negative dielectric anisotropic liquid crystal composition of claim 1, wherein the compound represented by formula II is one or more compounds selected from IIA or IIB:
wherein R is 3 、R 4 Each independently represents C 1 ～C 7 Straight chain alkyl group of (1), C 1 ～C 7 Linear alkoxy of (5) or C 2 ～C 7 A linear alkenyl group of (a);
preferably, the compound represented by formula II is selected from one or more of IIA1 to IIB 20:
more preferably, the compound represented by the general formula II is selected from one or more of IIA6, IIA8, IIA14, IIB1, IIB3, IIB6, IIB7, IIB8, IIB9, IIB11 and IIB 16;
most preferably, the compound represented by formula II is selected from one or more of formulae IIA6, IIA8, IIA14, IIB6, IIB8, IIB11, IIB 16.
4. The negative dielectric anisotropic liquid crystal composition of claim 1, wherein the compound represented by formula III is selected from one or more of IIIA or IIIB:
wherein R is 5 、R 6 Each independently represents C 1 ～C 7 Straight chain alkyl group of (1), C 1 ～C 7 Linear alkoxy of (5) or C 2 ～C 7 A linear alkenyl group of (a);
preferably, the compound represented by formula III is selected from one or more of IIIA1 to IIIB 35:
more preferably, the compound represented by the general formula III is selected from one or more of IIIA1, IIIA2, IIIA9, IIIA12, IIIA15, IIIA16, IIIA17, IIIA18, IIIA19, IIIA20, IIIA23, IIIA33, IIIB15, IIIB16, IIIB17, IIIB18, IIIB19, IIIB20, IIIB23, IIIB 30;
most preferably, the compound represented by formula III is selected from one or more of IIIA9, IIIA12, IIIA15, IIIA16, IIIA19, IIIB15, IIIB 16.
5. The negative dielectric anisotropy liquid crystal composition according to claim 1, wherein the compound represented by the general formula IV is selected from one or more of IVA to IVC:
wherein R is 7 、R 8 Each independently represents C 1 ～C 7 Straight chain alkyl group of (1), C 1 ～C 7 Linear alkoxy of (5) or C 2 ～C 7 A linear alkenyl group of (a);
preferably, the compound represented by formula IV is selected from one or more of IVA1 to IVC 32:
more preferably, the compound represented by formula IV is selected from one or more of IVA2, IVA4, IVA5, IVA6, IVA8, IVA10, IVA15, IVA18, IVA20, IVA21, IVB14, IVB18, IVC6, IVC13, IVC23, IVC 28;
most preferably, the compound represented by formula IV is selected from one or more of IVA2, IVA4, IVA6, IVA10, IVC23, IVC 28.
6. The negative dielectric anisotropic liquid crystal composition according to any one of claims 1 to 5, further comprising at least one of compounds represented by general formula V;
wherein R is 9 、R 10 Each independently represents C 1 ～C 12 Straight chain alkyl group of (1), C 1 ～C 12 Linear alkoxy of (5) or C 2 ～C 12 A linear alkenyl group of (a); l is 1 、L 2 、L 3 、L 4 Each independently represents H or F;
preferably, the compound represented by formula V is selected from one or more of VA to VC:
wherein R is 9 、R 10 Each independently represents C 1 ～C 7 Straight chain alkyl or C 1 ～C 7 Straight chain alkoxy of (a);
more preferably, the compound represented by formula V is selected from one or more of VA1 to VC 30:
most preferably, the compound represented by formula V is selected from one or more of VA3, VA7, VA8, VB5, VB6, VB7, VB10, VB12, VB13, VB14, VB15, VB17, VC13, VC15, VC21, VC22, VC 23.
7. The negative dielectric anisotropic liquid crystal composition of claim 6, further comprising at least one of compounds represented by general formula VI;
wherein R is 11 、R 12 Each independently represents C 1 ～C 12 Straight chain alkyl or C 1 ～C 12 Straight chain alkoxy of (a);
preferably, the compound represented by formula VI is selected from one or more of VIA1 to VIA 16:
more preferably, the compound represented by formula VI is selected from one or more of VIA5, VIA6, VIA7, VIA8 and VIA 10.
8. The negative dielectric anisotropic liquid crystal composition of claim 7, further comprising at least one of compounds represented by general formula VII;
wherein R is 13 、R 14 Each independently represents C 1 ～C 12 Straight chain alkyl group of (1), C 1 ～C 12 Linear alkoxy of (5) or C 2 ～C 12 A linear alkenyl group of (a); a. The 5 Represents trans 1,4-cyclohexyl or 1,4-phenylene;
preferably, the compound represented by formula VII is selected from one or more of VIIA to VIIB:
wherein R is 13 、R 14 Each independently represents C 1 ～C 7 Straight chain alkyl group of (1), C 1 ～C 7 Linear alkoxy of (5) or C 2 ～C 7 A linear alkenyl group of (a);
more preferably, the compound represented by formula VII is selected from one or more of group VIIA1 to VIIB 55:
most preferably, the compound represented by formula VII is selected from one or more of the formulae VIIA1, VIIA6, VIIA11, VIIA16, VIIA28, VIIA33, VIIA38, VIIA43, VIIB3, VIIB23, VIIB28, VIIB33, VIIB 38.
9. The negative dielectric anisotropic liquid crystal composition of claim 8, comprising the following components in percentage by mass:
(1) 3 to 40 percent of compound represented by the general formula I;
(2) 1 to 40% of a compound represented by the general formula II;
(3) 1 to 50% of a compound represented by the general formula III;
(4) 10 to 70% of a compound represented by the general formula IV;
(5) 0 to 60 percent of compounds represented by general formulas V to VII;
preferably, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 5 to 25 percent of compound represented by the general formula I;
(2) 2 to 25% of a compound represented by the general formula II;
(3) 3 to 40 percent of compound represented by a general formula III;
(4) 30 to 60% of a compound represented by the general formula IV;
(5) 0 to 40% of a compound represented by the general formulae V to VII;
more preferably, the negative dielectric anisotropic liquid crystal composition comprises the following components in percentage by mass:
(1) 6 to 20 percent of compound represented by the general formula I;
(2) 3 to 19% of a compound represented by the general formula II;
(3) 4 to 36 percent of compound represented by a general formula III;
(4) 35 to 54% of a compound represented by the general formula IV;
(5) 0 to 34% of compounds represented by general formulas V to VII;
preferably, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 5 to 20 percent of compound represented by the general formula I;
(2) 5 to 20 percent of compound represented by a general formula II;
(3) 25 to 40% of a compound represented by the general formula III;
(4) 30 to 55 percent of compound represented by a general formula IV;
more preferably, the negative dielectric anisotropic liquid crystal composition comprises the following components in percentage by mass:
(1) 10 to 15 percent of compound represented by the general formula I;
(2) 9 to 15 percent of compound represented by a general formula II;
(3) 29 to 36% of a compound represented by the general formula III;
(4) 35 to 48 percent of compound represented by a general formula IV;
preferably, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 4 to 25 percent of compound represented by the general formula I;
(2) 2 to 25% of a compound represented by the general formula II;
(3) 3 to 40 percent of compound represented by a general formula III;
(4) 30 to 60 percent of compound represented by a general formula IV;
(5) 0 to 25% of a compound represented by the general formula V;
(6) 0 to 25% of a compound represented by the general formula VI;
(7) 0 to 20% of a compound represented by the general formula VII;
more preferably, the negative dielectric anisotropic liquid crystal composition comprises the following components in percentage by mass:
(1) 6 to 20 percent of compound represented by the general formula I;
(2) 3 to 19% of a compound represented by the general formula II;
(3) 4 to 36 percent of compound represented by a general formula III;
(4) 35 to 54% of a compound represented by the general formula IV;
(5) 0 to 21% of a compound represented by the general formula V;
(6) 0 to 21% of a compound represented by the general formula VI;
(7) 0 to 14% of a compound represented by the general formula VII;
preferably, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 5 to 25 percent of compound represented by the general formula I;
(2) 2 to 20% of a compound represented by the general formula II;
(3) 8 to 32% of a compound represented by the general formula III;
(4) 32 to 57% of a compound represented by the general formula IV;
(5) 1 to 25% of a compound represented by the general formula V;
(6) 0 to 20% of a compound represented by the general formula VI;
(7) 0 to 10% of a compound represented by the general formula VII;
more preferably, the negative dielectric anisotropic liquid crystal composition comprises the following components in percentage by mass:
(1) 9 to 20 percent of compound represented by the general formula I;
(2) 3 to 15 percent of compound represented by a general formula II;
(3) 12 to 27% of a compound represented by the general formula III;
(4) 37 to 52% of a compound represented by the general formula IV;
(5) 2 to 21% of a compound represented by the general formula V;
(6) 0 to 17% of a compound represented by the general formula VI;
(7) 0 to 4% of a compound represented by the general formula VII;
preferably, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 3 to 25 percent of compound represented by the general formula I;
(2) 3 to 25 percent of compound represented by a general formula II;
(3) 3 to 40 percent of compound represented by a general formula III;
(4) 30 to 60 percent of compound represented by a general formula IV;
(5) 0 to 25% of a compound represented by the general formula VI;
(6) 0 to 19% of a compound represented by the general formula VII;
more preferably, the negative dielectric anisotropic liquid crystal composition comprises the following components in percentage by mass:
(1) 4 to 19 percent of compound represented by the general formula I;
(2) 4 to 19% of a compound represented by the general formula II;
(3) 4 to 36 percent of compound represented by a general formula III;
(4) 35 to 54% of a compound represented by the general formula IV;
(5) 0 to 21% of a compound represented by the general formula VI;
(6) 0 to 14% of a compound represented by the general formula VII;
preferably, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 5 to 20 percent of compound represented by the general formula I;
(2) 3 to 25 percent of compound represented by a general formula II;
(3) 3 to 25% of a compound represented by the general formula III;
(4) 32 to 60% of a compound represented by the general formula IV;
(5) 0 to 15% of a compound represented by the general formula V;
(6) 10 to 25% of a compound represented by the general formula VI;
(7) 0 to 18% of a compound represented by the general formula VII;
more preferably, the negative dielectric anisotropic liquid crystal composition comprises the following components in percentage by mass:
(1) 6 to 15 percent of compound represented by the general formula I;
(2) 4 to 19% of a compound represented by the general formula II;
(3) 4 to 19% of a compound represented by the general formula III;
(4) 37 to 54% of a compound represented by the general formula IV;
(5) 0 to 11% of a compound represented by the general formula V;
(6) 13 to 21% of a compound represented by the general formula VI;
(7) 0 to 14% of a compound represented by the general formula VII;
preferably, the negative dielectric anisotropy liquid crystal composition comprises the following components in percentage by mass:
(1) 6 to 25 percent of compound represented by the general formula I;
(2) 2 to 20 percent of compound represented by a general formula II;
(3) 9 to 40 percent of compound represented by a general formula III;
(4) 30 to 55 percent of compound represented by a general formula IV;
(5) 0 to 25% of a compound represented by the general formula V;
(6) 0 to 5% of a compound represented by the general formula VII;
more preferably, the negative dielectric anisotropic liquid crystal composition comprises the following components in percentage by mass:
(1) 10 to 20 percent of compound represented by the general formula I;
(2) 3 to 15 percent of compound represented by a general formula II;
(3) 12 to 36 percent of compound represented by a general formula III;
(4) 35 to 52 percent of compound represented by a general formula IV;
(5) 0 to 21% of a compound represented by the general formula V;
(6) And 0 to 1% of a compound represented by the general formula VII.
10. Use of the negative dielectric anisotropic liquid crystal composition of any one of claims 1 to 9 in a liquid crystal display.
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| CN202110599258.8A CN115477950B (en) | 2021-05-31 | 2021-05-31 | Negative dielectric anisotropy liquid crystal composition and application thereof |
| TW110125387A TW202248401A (en) | 2021-05-31 | 2021-07-09 | Negative dielectric anisotropic liquid crystal composition and use thereof |
| PCT/CN2021/115375 WO2022252416A1 (en) | 2021-05-31 | 2021-08-30 | Negative dielectric anisotropic liquid crystal composition and use thereof |
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| CN114525140A (en) * | 2022-02-23 | 2022-05-24 | 北京八亿时空液晶科技股份有限公司 | Fast response negative liquid crystal composition and application thereof |
| CN114540043A (en) * | 2022-02-23 | 2022-05-27 | 北京八亿时空液晶科技股份有限公司 | Negative liquid crystal composition containing terphenyl and application thereof |
| CN117917459A (en) * | 2023-04-21 | 2024-04-23 | 北京八亿时空液晶科技股份有限公司 | Liquid crystal composition containing dibenzothiophene compound and application thereof |
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| TWI744458B (en) * | 2017-02-27 | 2021-11-01 | 日商捷恩智股份有限公司 | Compound with dibenzofuran ring, liquid crystal composition and liquid crystal display element |
| CN112480048B (en) * | 2019-09-12 | 2023-08-29 | 石家庄诚志永华显示材料有限公司 | Compound, liquid crystal medium, liquid crystal display element and liquid crystal display |
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| CN106103652A (en) * | 2014-03-17 | 2016-11-09 | 默克专利股份有限公司 | Liquid crystal media |
| CN105131976A (en) * | 2014-04-22 | 2015-12-09 | 默克专利股份有限公司 | Liquid crystalline medium |
| CN107257839A (en) * | 2015-03-13 | 2017-10-17 | 默克专利股份有限公司 | Liquid crystal media |
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| CN117917459A (en) * | 2023-04-21 | 2024-04-23 | 北京八亿时空液晶科技股份有限公司 | Liquid crystal composition containing dibenzothiophene compound and application thereof |
| CN117917459B (en) * | 2023-04-21 | 2024-09-20 | 北京八亿时空液晶科技股份有限公司 | Liquid crystal composition containing dibenzothiophene compound and application thereof |
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| WO2022252416A1 (en) | 2022-12-08 |
| TW202248401A (en) | 2022-12-16 |
| CN115477950B (en) | 2024-06-18 |
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