CN112175631A - Liquid crystal composition and application thereof - Google Patents
Liquid crystal composition and application thereof Download PDFInfo
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- CN112175631A CN112175631A CN202011216347.1A CN202011216347A CN112175631A CN 112175631 A CN112175631 A CN 112175631A CN 202011216347 A CN202011216347 A CN 202011216347A CN 112175631 A CN112175631 A CN 112175631A
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 271
- 239000000203 mixture Substances 0.000 title claims abstract description 104
- 150000001875 compounds Chemical class 0.000 claims abstract description 170
- 101000623895 Bos taurus Mucin-15 Proteins 0.000 claims abstract description 33
- 125000003342 alkenyl group Chemical group 0.000 claims description 74
- 125000003545 alkoxy group Chemical group 0.000 claims description 74
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 64
- 125000004432 carbon atom Chemical group C* 0.000 claims description 60
- 125000005819 alkenylalkoxy group Chemical group 0.000 claims description 49
- 125000000217 alkyl group Chemical group 0.000 claims description 49
- 125000006701 (C1-C7) alkyl group Chemical group 0.000 claims description 29
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 claims description 18
- -1 cyclopentylOxyethyl cyclopentyl Chemical group 0.000 claims description 15
- 125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 claims description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 7
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 6
- 239000012769 display material Substances 0.000 claims description 4
- 239000003381 stabilizer Substances 0.000 claims description 4
- 230000004044 response Effects 0.000 abstract description 35
- 230000003287 optical effect Effects 0.000 abstract description 23
- 230000009286 beneficial effect Effects 0.000 abstract description 6
- 239000000463 material Substances 0.000 description 28
- 230000000052 comparative effect Effects 0.000 description 23
- 238000005259 measurement Methods 0.000 description 21
- 230000006872 improvement Effects 0.000 description 7
- 239000011159 matrix material Substances 0.000 description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
- 238000002834 transmittance Methods 0.000 description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000010409 thin film Substances 0.000 description 3
- GOYDNIKZWGIXJT-UHFFFAOYSA-N 1,2-difluorobenzene Chemical compound FC1=CC=CC=C1F GOYDNIKZWGIXJT-UHFFFAOYSA-N 0.000 description 2
- 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
- 230000008859 change Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000005684 electric field Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- QZGUYBAIILRCEG-UHFFFAOYSA-N 1,2-difluorodibenzofuran Chemical class C1=CC=C2C3=C(F)C(F)=CC=C3OC2=C1 QZGUYBAIILRCEG-UHFFFAOYSA-N 0.000 description 1
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- MMZYCBHLNZVROM-UHFFFAOYSA-N 1-fluoro-2-methylbenzene Chemical compound CC1=CC=CC=C1F MMZYCBHLNZVROM-UHFFFAOYSA-N 0.000 description 1
- 229920000271 Kevlar® Polymers 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000003466 anti-cipated effect Effects 0.000 description 1
- 239000004760 aramid Substances 0.000 description 1
- 229920003235 aromatic polyamide Polymers 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000004134 energy conservation Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000004761 kevlar Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- PYLWMHQQBFSUBP-UHFFFAOYSA-N monofluorobenzene Chemical compound FC1=CC=CC=C1 PYLWMHQQBFSUBP-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000011232 storage material Substances 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
Classifications
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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
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- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Nonlinear Science (AREA)
- Mathematical Physics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Liquid Crystal Substances (AREA)
Abstract
The invention discloses a liquid crystal composition and application thereof, wherein the liquid crystal composition comprises at least one liquid crystal compound of a component I, at least one liquid crystal compound of a component II, at least one liquid crystal compound of a component III and at least one liquid crystal compound of a component IV. The liquid crystal composition is particularly beneficial to adjusting the elastic coefficient K value, the dielectric constant, the optical anisotropy value and the rotational viscosity of a system, thereby improving the quality of a display image and the response speed. The liquid crystal composition of the invention is particularly suitable for use in twisted nematic, electrically controlled birefringence, in-plane switching or fringe field switching mode liquid crystal display modes.
Description
Technical Field
The invention relates to the field of liquid crystal materials, in particular to a liquid crystal composition and application thereof.
Background
In the 60 s of the 20 th century, RCA company discovered for the first time that the light transmission mode of liquid crystal can be changed by electric stimulation, and then released the liquid crystal display technology by applying the property, the liquid crystal gradually attracted high attention of people and rapidly developed to various fields. In 1966, the industry was started with liquid crystal materials after DuPont synthesized Kevlar fibers using aramid liquid crystals. With the rapid development of decades, liquid crystal materials have been widely used in many fields such as display technology, optical storage devices, and solar cells due to their special properties, and the research range is more extensive in many fields such as chemistry, biology, and information science, and they are one of the popular and indispensable new materials in the present society.
With the change of science and technology, the requirements of people on the performance of liquid crystal materials are higher and higher. The following aspects are expected to be the main development of liquid crystal materials in the future: (1) the novel process for preparing the existing liquid crystal material is explored, the generation of byproducts and harmful substances is reduced, and the production cost is reduced; (2) the performance of the existing liquid crystal material is modified, such as reducing the requirement on the environmental temperature, improving the rich color and diversity of the liquid crystal material for display, and the like; (3) the novel functional liquid crystal material is prepared, and meets the high standard use requirements in multiple fields, such as novel liquid crystal materials for display, novel photoelectric liquid crystal storage materials in the field of information engineering, novel medicinal liquid crystal materials in the field of biological engineering and the like.
Liquid crystal displays can be divided into two driving modes, passive matrix (also called passive matrix or simple matrix) and active matrix (also called active matrix). Among them, the active matrix liquid crystal display device forms an image by changing the arrangement of a liquid crystal compound by applying a voltage to change the intensity of light emitted from a backlight, and is more and more favored because of its high resolution, high contrast, low power, thin profile, and lightweight. Active matrix liquid crystal displays can be classified into two types according to active devices: MOS (metal oxide semiconductor) or other diodes on a silicon chip as a substrate; among Thin Film Transistor (Thin Film Transistor-TFT) substrates, the most rapidly developed Thin Film Transistor-liquid crystal display (TFT-LCD) is currently used in display devices such as mobile phones, computers, liquid crystal televisions, and cameras, and is currently the mainstream product in the liquid crystal market.
With the wide application of liquid crystal displays, the requirements for their performance are also increasing. The liquid crystal display requires a wider operating temperature, a faster response speed and a higher contrast ratio in terms of high image quality, and requires lower and lower power consumption, and these performance improvements do not depart from the improvement of liquid crystal materials.
Disclosure of Invention
The purpose of the invention is as follows: the invention aims to provide a liquid crystal composition and application thereof, and solves the problem of low performance of the existing liquid crystal material. The liquid crystal composition is particularly beneficial to adjusting the elastic coefficient K value, the dielectric constant, the optical anisotropy value and the rotational viscosity of a system, thereby improving the quality of a display image and the response speed.
The technical scheme is as follows: the invention relates to a liquid crystal composition, which comprises at least one liquid crystal compound of a component I, at least one liquid crystal compound of a component II, at least one liquid crystal compound of a component III and at least one liquid crystal compound of a component IV;
the component I is:
wherein, Y1Selected from the group consisting of H, F, C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy, wherein H or CH in the alkyl, alkoxy, alkenyl and alkenylalkoxy2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O;
Y1' is selected from H, F, Cl, alkyl of C1-C7, alkoxy of C1-C7, alkenyl of C2-C7 or alkenylalkoxy of C2-C7, wherein H or CH in alkyl, alkoxy, alkenyl and alkenylalkoxy2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O; or cyclopentyl, or cyclopentyl substituted by C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy;
n is selected from 0, 1 or 2;
X1and X2Each is independently selected from H or F; v1Selected from H, F or CH3；
the component II is:
the component III is as follows:
wherein, Y3And Y3' are each independently selected from H, F, Cl, C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy, wherein CH2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O; or is cyclopentyl, or is cyclopentyl substituted by C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy;
X3' and X4' each is independently selected from H or F;
the component IV is selected from one or more of IV 1-IV 4, and the IV 1-IV 4 are as follows:
the invention also provides an application of the liquid crystal composition in a liquid crystal display material or a liquid crystal display device.
The invention has the following beneficial effects: the liquid crystal composition is particularly beneficial to adjusting the elastic coefficient K value, the dielectric constant, the optical anisotropy value and the rotational viscosity of a system, thereby improving the quality of a display image and the response speed.
DETAILED DESCRIPTION OF EMBODIMENT (S) OF INVENTION
The invention is further described below with reference to examples:
in a typical embodiment of the present invention, a liquid crystal mixture is provided, the liquid crystal composition comprising at least one liquid crystal compound of component I, at least one liquid crystal compound of component II, at least one liquid crystal compound of component III and at least one liquid crystal compound of component IV;
the component I is:
wherein, Y1Selected from the group consisting of H, F, C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy, wherein H or CH in the alkyl, alkoxy, alkenyl and alkenylalkoxy2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O;
Y1' is selected from H, F, Cl, alkyl of C1-C7, alkoxy of C1-C7, alkenyl of C2-C7 or alkenylalkoxy of C2-C7, wherein H or CH in alkyl, alkoxy, alkenyl and alkenylalkoxy2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O; or cyclopentyl, or cyclopentyl substituted by C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy;
n is selected from 0, 1 or 2;
X1and X2Each is independently selected from H or F; v1Selected from H, F orCH3；
the component II is:
the component III is:
wherein, Y3And Y3' are each independently selected from H, F, Cl, C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy, wherein CH2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O; or is cyclopentyl, or is cyclopentyl substituted by C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy;
X3' and X4' each is independently selected from H or F;
the component IV is selected from one or more of IV 1-IV 4, IV 1-IV 4 are:
the liquid crystal compound with the positive dielectric constant of the component I is white in a pure state, and the center of the component I compound is a difluoromethoxy ether bond, so that the ratio of a long axis to a short axis of the liquid crystal compound can be improved, the order S value of the liquid crystal compound can be improved, the liquid crystal compound has a nematic phase with a wider temperature range, higher dielectric constant anisotropy delta and an elastic coefficient K, and the elastic coefficient K is improved according to a response time formula:
in addition, the liquid crystal compounds having a positive dielectric constant of component I have a high positive dielectric anisotropy Delta value and a suitable value of the rotational viscosity gamma 1. According to the formula of driving voltage
The driving voltage is inversely proportional to the dielectric anisotropy delta value, which shows that the higher the dielectric anisotropy delta value is, the lower the driving voltage is, and the energy saving is facilitated. Combined according to voltage-driven response time formula
It is known thatonThe inverse proportion to the dielectric anisotropy Δ value shows that the higher the dielectric anisotropy Δ value is, the lower the response time is, the faster the response speed is.
The liquid crystal compound of the component II is transparent and colloidal in a pure state and is a non-polar liquid crystal compound, and the liquid crystal compound of the component II is characterized by lower rotational viscosity and lower melting point, so that the liquid crystal compound has better intersolubility when being mixed with other liquid crystal compounds, can improve the overall viscosity of a liquid crystal material, and is combined with a formula according to voltage-driven response time
It is known thatonProportional to the value of rotational viscosity gamma 1, indicating that the lower the value of rotational viscosity gamma 1, the lower the response time, the faster the response speed.
The liquid crystal compound having the component III is white in a pure state and has a high value of optical anisotropy Δ n, mainly because the rigid group of the main chain is a biphenyl structure, which is a conjugated system compound, and thus has a high value of optical anisotropy Δ n. Generally, when light enters an anisotropic material, the light is generally divided into two waves with mutually perpendicular vibration directions and different propagation speeds, and the two waves respectively have two refracted rays to form so-called birefringence. The higher the refractive index is, the more likely total reflection occurs when light is emitted from the relatively optically dense medium to the relatively optically sparse medium. The refractive index and the arrangement of the charges are closely related, the tighter the arrangement of the charges is, the larger the refractive index is, and the compound of the component III is a conjugated system compound, the charges of which are closely arranged, so that the compound has a larger refractive index. Wherein the value of the optical anisotropy Deltan is adjusted in accordance with a preset optical path difference (d.Deltan), wherein the layer thickness d is determined by the optical anisotropy Deltan, especially at higher values of d.Deltan, if there is a higher value for the optical anisotropy Deltan, the value of d can be chosen to be smaller, so that the response time has a more desirable value.
Having component IVThe liquid crystal compound is white in a pure state and has a high elastic coefficient K value. Improvement of the elastic coefficient K according to the formula of response time
It is known that the response time of the liquid crystal material is reduced and the response speed is increased. In addition, the contrast and light transmittance of the liquid crystal display can be improved by increasing the value of the elastic coefficient K, so that the quality of displayed images is improved, and energy conservation is facilitated.
When the liquid crystal compound with the component I is combined with the liquid crystal compounds with the components II, III and IV, proper optical characteristics, dielectric constant, rotational viscosity and higher elastic coefficient K value can be obtained by adding a small amount of the liquid crystal compound, so that the overall viscosity of the liquid crystal composition is lower, the viscosity is reduced, the response time of a liquid crystal material can be effectively reduced, and the response speed is increased. In summary, the liquid crystal composition formed by combining the component I with the liquid crystal compounds of the component II, the component III and the component IV can be used for improving the response speed, the driving voltage, the optical property and the like of the liquid crystal material.
Furthermore, it will be clear to the skilled person that the above alkyl groups include not only straight chain alkyl groups but also the corresponding branched chain alkyl groups.
In order to obtain a higher elastic coefficient K, a proper liquid crystal width, a higher dielectric anisotropy value and a smaller rotational viscosity, and further facilitate the improvement of the response speed of the liquid crystal material, the reduction of the threshold voltage and the improvement of the intersolubility of the liquid crystal material, in a preferred embodiment of the present application, the liquid crystal compound having the component I is any one of the liquid crystal compounds represented by formulas I1 to I105;
the compound components described above with components I1 to I105 are as follows:
wherein, in the formulas I1-I105, R1Selected from the group consisting of H, F, C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy, wherein H or CH in the alkyl, alkoxy, alkenyl and alkenylalkoxy2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2Not simultaneously substituted by O, R1' is selected from H, F, Cl, C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy, wherein H or CH in alkyl, alkoxy, alkenyl and alkenylalkoxy2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O; or cyclopentyl, or cyclopentyl substituted by C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy;
in a preferred embodiment, the liquid crystal compound having component III is any one or more of the liquid crystal compounds represented by formulas III 1-III 3:
wherein, in the formulas III 1-III 3, R2And R2' each is independently selected from H, F, Cl, C1-C7 alkyl,Alkoxy of C1-C7, alkenyl of C2-C7 or alkenylalkoxy of C2-C7, wherein CH2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O; or is cyclopentyl, or is cyclopentyl substituted by C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy;
further, component III is III 1.
Further, the component III1 is preferably one or more of VIII 1-VIII 53, wherein the components VIII 1-VIII 53 are as follows:
since the liquid crystal compound having the positive dielectric constant of component I in the liquid crystal composition of the present application has a high elastic coefficient, a wide temperature range of nematic phase, a suitable rotational viscosity, optical anisotropy, and a high dielectric constant, when the liquid crystal compound having component I is combined with other types of liquid crystal compounds to form a liquid crystal composition having a positive dielectric constant, the characteristics of the liquid crystal composition having a positive dielectric constant can be adjusted in a wide range, thereby satisfying the performance requirements of more liquid crystal materials. In addition, the liquid crystal compound with the positive dielectric constant of the component I has better intersolubility when being mixed with the liquid crystal compounds of the components II, III and IV, has less limitation on the types of other liquid crystal compounds and the like used in combination, can be suitable for various liquid crystal compositions corresponding to purposes, and is particularly favorable for improving the optical anisotropy of the liquid crystal composition so as to improve the comprehensive properties of the liquid crystal composition. In addition, the liquid crystal composition has good UV, light and heat stability.
The liquid crystal composition of the present invention can be prepared according to a conventional method. The required amount of the components is dissolved in a lower amount in the components constituting the main component, usually at an elevated temperature; it is also possible to mix the solutions of the components in an organic solvent, for example in acetone, chloroform or methanol, thoroughly mix them and remove the solvent again, for example by distillation.
In addition to the above-mentioned liquid crystal compounds of component I, component II, component III and component IV, any kind of liquid crystal compounds can be selected according to the purpose to form the liquid crystal composition together with the liquid crystal composition of the present invention, and other additives in the art can be added according to the need. For example, a polymerizable compound, an optically active component and/or a stabilizer may be added in an amount of 0 to 20% by mass.
The above polymerizable compound composition was as follows:
wherein,
—T1and-T2Each independently represent
Or an epoxy group;
—Q1-and-Q2-each independently represents a single bond or an alkyl group having 1 to 8 carbon atoms;
—P1-and-P2-each independently represents a single bond, -O, -CO, -COO-or-OCO-;
k is 0, 1 or 2;
when k is 1, -Z1-represents a single bond, -O-, -CO-, -COO-, -OCO-, -CH2O—、—OCH2—、—C2H4—、—CF2O—、—OCF2—、-C≡C-、—CH＝CH—、
When k is 2, -Z1Two occurrences in the component, -Z1-represents, independently for each occurrence, a single bond, -O-, -CO-, -COO-, -OCO-, -CH2O—、—OCH2—、—C2H4—、—CF2O—、—OCF2—、-C≡C-、—CH＝CH—、
When k is a number of 1, the number of the transition metal,
to represent
wherein-CH on cyclohexyl2May be substituted by O, or represents
Wherein ═ CH-on the phenyl ring may be substituted by N, and H on the phenyl ring may be substituted by F, or
When k is 2, two are included in the composition
Namely, it is
It appears twice in the composition,
at each occurrence independently is
wherein-CH on cyclohexyl2May be substituted by O, or
Wherein ═ CH-on the phenyl ring may be substituted by N, and H on the phenyl ring may be substituted by F, or
The above optically active component is preferably:
wherein R is2' is a halogenated or unsubstituted alkyl, alkoxy or alkenyl group having 1 to 7 carbon atoms.
The liquid crystal composition comprises 0-20% of stabilizer by mass, and the stabilizer is one or more of compounds shown as components VI 1-VI 5:
wherein R is2Is an alkyl group having 1 to 7 carbon atoms, having 1 to 7 carbon atomsAn alkoxy group, an alkenyl group having 2 to 7 carbon atoms, a halogenated alkyl group having 1 to 7 carbon atoms, a halogenated alkoxy group having 1 to 7 carbon atoms or a halogenated alkenyl group having 2 to 7 carbon atoms; the alkyl, alkoxy and alkenyl groups are straight-chain or branched alkyl, alkoxy and alkenyl groups;
In a preferred embodiment of the present application, the liquid crystal composition further comprises at least one polar compound and/or at least one non-polar compound. The polar compound is a positive polarity compound and/or a negative polarity compound, the positive polarity compound is preferably selected from one or more compounds shown in formulas X1-X98, the negative polarity compound is preferably selected from one or more compounds shown in formulas Q1-Q96, and the non-polar compound is preferably selected from one or more compounds shown in formulas V1-V36:
wherein the positive compounds of formulae X1-X98 are as follows:
in the formulas X1-X98, R7H, alkyl with 1-7 carbon atoms, alkoxy with 1-7 carbon atoms, alkenyl with 2-7 carbon atoms or alkenylalkoxy with 2-7 carbon atoms, wherein H can be substituted by cyclopentyl or F, CH2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O; or is cyclopentyl, oxocyclopentyl
Oxymethyl cyclopentyl
Oxyethyl cyclopentyl group
Or C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy substituted cyclopentyl, oxocyclopentyl, oxomethyl cyclopentyl and oxoethyl cyclopentyl; or is selected from cyclopentenyl, oxocyclopentenyl, oxymethylcyclopentenyl, oxyethylcyclopentenyl, or C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy substituted cyclopentenyl, oxocyclopentenyl, oxymethylcyclopentenyl, oxyethylcyclopentenyl;
R8is H, F, CN, NCS, Cl, OCF3Alkyl, alkoxy, alkenyl or alkenylalkoxy having 1 to 7 carbon atoms, wherein H or CH2May be substituted by cyclopentyl or F; r8Can also be cyclopentyl or oxocyclopentyl
Oxymethyl cyclopentyl
Or oxyethylcyclopentyl group
Or C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy substituted cyclopentyl, oxocyclopentyl, oxomethyl cyclopentyl and oxoethyl cyclopentyl; or is selected from cyclopentenyl, oxocyclopentenyl, oxymethylcyclopentenyl, oxyethylcyclopentenyl, or C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy substituted cyclopentenyl, oxocyclopentenyl, oxymethylcyclopentenyl, oxyethylcyclopentenyl; the alkyl group having 1 to 7 carbon atoms is: -CH3、-C2H5、-C3H7、-C4H9、-C5H11、-C6H13or-C7H15(ii) a The alkenyl group having 1 to 7 carbon atoms is: -CH ═ CH2、-CH＝CHCH3、-CH＝CHC2H5、-CH＝CHC3H7、-C2H4CH＝CH2、-C2H4CH＝CHCH3、-C3H6CH＝CH2or-C3H6CH＝CHCH3(ii) a The alkoxy group having 1 to 7 carbon atoms is: -OCH3、-OC2H5、-OC3H7、-OC4H9、-OC5H11、-OC6H13or-OC7H15(ii) a The alkenylalkoxy group having 1 to 7 carbon atoms is: -OCH ═ CH2、-OCH2CH＝CH2、-OCH2CH＝CHCH3or-OCH2CH＝CHC2H5；X9And X10Each independently selected from H, methyl or F;
the polar liquid crystal compounds X1-X98 have positive dielectric anisotropy, can be combined with the liquid crystal compounds to form positive dielectric liquid crystal compositions, and can be used for adjusting parameters of a system, such as positive dielectric constant, refractive index, rotational viscosity gamma 1, elastic coefficient, clearing point temperature and the like. And other types of positive dielectric liquid crystal compounds are added on the basis of the composition, so that the low-temperature reliability of the liquid crystal composition is improved, the lower limit temperature of the liquid crystal medium is reduced, and the working temperature range of the liquid crystal medium is widened.
The negative compounds Q1-Q96 are respectively:
in the formulae Q1 to Q96, R3And R4H, F, C1-7 alkyl, C1-7 alkoxy, C2-7 alkenyl or C2-7 alkenylalkoxy, or H or CH2An alkyl group having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms, an alkenyl group having 2 to 7 carbon atoms or an alkenylalkoxy group having 2 to 7 carbon atoms, which are substituted with a cyclopentyl group or F, or a cyclopentyl group substituted with an alkyl group having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms or an alkenyl group having 2 to 7 carbon atoms; the alkyl with 1-7 carbon atoms is-CH3、-C2H5、-C3H7、-C4H9、-C5H11、-C6H13or-C7H15(ii) a The alkenyl group with 2-7 carbon atoms is-CH ═ CH2、-CH＝CHCH3、-CH＝CHC2H5、-CH＝CHC3H7、-C2H4CH＝CH2、-C2H4CH＝CHCH3、-C3H6CH＝CH2or-C3H6CH＝CHCH3(ii) a The alkoxy group with 1-7 carbon atoms is-OCH3、-OC2H5、-OC3H7、-OC4H9、-OC5H11、-OC6H13or-OC7H15(ii) a The C2-7 alkenylalkoxy group is-OCH ═ CH2、-OCH2CH＝CH2、-OCH2CH＝CHCH3or-OCH2CH＝CHC2H5；
The polar liquid crystal compounds Q1-Q96 have negative dielectric anisotropy, and the liquid crystal compounds with negative dielectric constants have the characteristic of large dipole effect in the direction vertical to the long axis of the molecules, so that the corresponding components of the dielectric constants in the vertical direction are relatively large, namely, the liquid crystal compounds with the negative dielectric constants have high vertical dielectric constants⊥The liquid crystal molecules tend to be distributed along the direction vertical to the electric field, and the negative liquid crystal materials are all arranged on a horizontal plane under the fringe electric field, and the pre-tilt angle distribution is more uniform than that of the positive material, so that the liquid crystal material has higher light transmittance and wide visual angle; in addition, the addition of the liquid crystal compound with negative dielectric constant can improve the bending elastic coefficient K of the system33Thereby improving the light penetration rate of the whole system, being beneficial to energy saving and being beneficial to improving the contrast. In addition, the low-temperature reliability of the liquid crystal medium is improved, the use lower limit temperature of the liquid crystal medium is reduced, and the working temperature range of the liquid crystal medium is widened.
The nonpolar compounds V1 to V36 are respectively:
wherein, in the formulas V1-V36, R5、R6Each independently selected from H, F, C1-7 alkyl, C1-7 alkoxy, C2-7 alkenyl or C2-7 alkenylalkoxy, or H or CH2C1-7 alkyl substituted by cyclopentyl or F, CAlkoxy with the sub-number of 1-7, alkenyl with the carbon number of 2-7 or alkylene alkoxy with the carbon number of 2-7, or cyclopentyl substituted by alkyl with the carbon number of 1-7, alkoxy with the carbon number of 1-7 or alkenyl with the carbon number of 2-7; the alkyl with 1-7 carbon atoms is-CH3、-C2H5、-C3H7、-C4H9、-C5H11、-C6H13or-C7H15(ii) a The alkenyl group having 2 to 7 carbon atoms is preferably-CH ═ CH2、-CH＝CHCH3、-CH＝CHC2H5、-CH＝CHC3H7、-C2H4CH＝CH2、-C2H4CH＝CHCH3、-C3H6CH＝CH2or-C3H6CH＝CHCH3(ii) a The alkoxy group with 1-7 carbon atoms is preferably-OCH3、-OC2H5、-OC3H7、-OC4H9、-OC5H11、-OC6H13or-OC7H15(ii) a The C2-7 alkenylalkoxy group is preferably-OCH ═ CH2、-OCH2CH＝CH2、-OCH2CH＝CHCH3or-OCH2CH＝CHC2H5；
The non-polar liquid crystal compounds V1-V9 have lower rotational viscosity gamma 1, and the response time is proportional to the rotational viscosity gamma 1, which shows that the lower the value of the rotational viscosity gamma 1, the faster the response time, and the liquid crystal compositions having the non-polar liquid crystal compounds V1-V9 can be used to manufacture liquid crystal media with fast response. The nonpolar liquid crystal compounds V10-V20 have high clearing point temperature and are mainly used for regulating the T of a systemNIAccordingly, the liquid crystal composition having the above-mentioned nonpolar liquid crystal compounds V10 to V20 is advantageous in increasing the upper limit temperature of the liquid crystal medium and in widening the operating temperature range of the liquid crystal medium. The nonpolar liquid crystal compounds V21-V27 have terphenyl structures, and V28-V33 have alkynyl benzene structures, and are large conjugated systemsThe compounds are advantageous for increasing the optical anisotropy Δ n of the system, and in general, the value of the optical path difference d ·Δn is predetermined, so that the response speed of the liquid crystal composition having the above-mentioned nonpolar liquid crystal compounds V21 to V33 has a more desirable value because the higher the Δ n value, the lower the d value, and the response speed is inversely proportional to the d value. The non-polar liquid crystal compounds V34-V36 have larger elastic coefficients, and the response time is inversely proportional to the elastic coefficients, which shows that the higher the elastic coefficient value is, the lower the response time is, the faster the response speed is, and therefore, the liquid crystal compositions having the non-polar liquid crystal compounds V34-V36 have more desirable response speeds.
The content of the liquid crystal compound in the liquid crystal composition can be adjusted according to the performance requirements of the liquid crystal material, and in a preferred embodiment of the present invention, the content of the liquid crystal compound having component I in the liquid crystal composition is 0.1 to 75% by weight, preferably 0.1 to 50% by weight, and more preferably 0.1 to 30% by weight; the weight content of the liquid crystal compound with the component II is 0.1-75%, preferably 0.1-50%; the weight content of the liquid crystal compound containing the component III is 0.1-50%, preferably 0.1-30%, and more preferably 0.1-20%; the content by weight of the liquid crystal compound having component IV is 0.1 to 75%, preferably 0.1 to 50%, and more preferably 0.1 to 30%. The mass fraction of the polar liquid crystal compound in the liquid crystal composition is 0-80%, and the mass fraction of the non-polar liquid crystal compound is 0-80%.
The remaining ingredients may be added in accordance with the teachings of the present invention as set forth above. In general, the sum of the percentage contents of the components is 100%.
In yet another exemplary embodiment of the present application, there is provided a use of the above liquid crystal composition in a liquid crystal display device. When the liquid crystal composition is applied to the preparation of liquid crystal display materials or liquid crystal display equipment, the performance of the liquid crystal display materials or the liquid crystal display equipment can be obviously improved. The liquid crystal composition is preferably applied in a twisted nematic display (TN), Electrically Controlled Birefringence (ECB), in-plane switching (IPS) or Fringe Field Switching (FFS) mode of liquid crystal display.
The advantageous effects of the present invention will be further described below with reference to examples and comparative examples.
The following examples are given for the purpose of illustrating the invention and not for the purpose of limiting the same, the percentages referred to in the examples being percentages by mass and temperatures being indicated in degrees Celsius. The measured physicochemical parameters are expressed as follows: t isNIIndicating a clearing point; Δ n represents optical anisotropy (Δ n ═ n)e-no589nm, measurement temperature 25 ℃); Δ represents dielectric anisotropy (Δ ═∥-⊥，25℃)；k11Expressing the coefficient of elasticity of the splay (measurement temperature 25 ℃); γ 1 represents rotational viscosity (measurement temperature 25 ℃), and T is measured by DSCNI(ii) a Measuring delta n by using an abbe refractometer; measurement of Δ and k by CV11And γ 1.
In various embodiments of the present invention, the liquid crystal molecular backbone is named: cyclohexyl radical
Denoted by the letter C; benzene ring
Denoted by the letter P; cyclohexenyl radical
Represented by A; ortho-dielectric difluorobenzene
Denoted by U; tetrahydropyrans
Represented by J; methoxy bridge-CH2O-is represented by B; difluoromethoxy bridged-CF2O-is represented by Q; alkynyl-C.ident.C-is represented by G; monofluorobenzene
Denoted by the letter H1; negative dielectric difluorobenzene
Denoted by W; difluoro dibenzofurans
Denoted by the letter X1; methyl monofluorobenzene
The letter K1 denotes, -OCF3Indicated by the letter OTF.
The corresponding codes for specific group structures are shown in table 1.
TABLE 1
The branches of each compound are converted to chemical formulas according to table 2 below, with the left side branch represented by R1 and the right side branch represented by R2. Wherein, the group CnH2n+1And CmH2m+1Is a straight-chain alkyl radical having n and m carbon atoms, OCmH2m+1Is a linear alkoxy group having m carbon atoms, Cp represents a cyclopentyl group, CnH2n+1CpRepresents a cyclopentyl group having a straight-chain alkyl group of n carbon atoms, and Cx represents a cyclopentenyl group 1
Cy represents a cyclopentenyl group 2
Cz represents cyclopentenyl 3
CnH2n+1Cx、CnH2n+1Cy and CnH2n+1Cz represents cyclopentenyl having a straight-chain alkyl group of n carbon atoms. The nomenclature of the cyclopentenyl group is referred to the nomenclature of the cyclopentyl group. The main chain is at the front, the branch chain is at the back, and the main chain and the branch chain are separated by a "-". Such as
At pH1U-CpF,
expressed as DPU-CpF, is,
expressed as PUQU-CpF,
expressed as PH1UQU-CpF,
as indicated by the reference of CCBU-3F,
expressed as CCBU-3CpOTF,
indicated with the reference CCP-31,
as indicated by the reference number of the PUP-32,
denoted by CW-3O 2.
In addition, liquid crystal compounds
Expressed as 3 HHV;
represented by VHHP 1;
denoted CC31D 1;
denoted 1V2CCP 1;
as indicated at pH1P-F3,
TABLE 2
| Code | R1 | R2 |
| nm | CnH2n+1 | CmH2m+1 |
| nH | CnH2n+1 | H |
| nOm | CnH2n+1 | OCmH2m+1 |
| nCp | CnH2n+1 | Cp |
| nmCp | CnH2n+1 | CmH2m+1Cp |
| nF | CnH2n+1 | F |
| nOTF | CnH2n+1 | OCF3 |
| Cpm | Cp | CmH2m+1 |
| CpH | Cp | H |
| CpOm | Cp | OCmH2m+1 |
| CpF | Cp | F |
| nCpm | CnH2n+1Cp | CmH2m+1 |
| nCpH | CnH2n+1Cp | H |
| nCpOm | CnH2n+1Cp | OCmH2m+1 |
| nCpOm | CnH2n+1Cp | OCmH2m+1 |
| nCpF | CnH2n+1Cp | F |
Example 1
The composition of the liquid crystal composition of example 1 and the measurement parameters are shown in Table 3.
TABLE 3
Note: liquid crystal compounds with PUQU-3CpF as component I; 3HHV is a liquid crystal compound of the component II; liquid crystal compounds with PH1P-3F and PH1P-2Cp as the component III; 1V2CCP1 is a liquid crystal compound of component IV.
Example 2
The composition of the liquid crystal composition of example 2 and the measurement parameters are shown in Table 4.
TABLE 4
Note: PUQU-CpF and PH1UQU-CpF as liquid crystal compounds of component I; 3HHV is a liquid crystal compound of the component II; PH1P-2F is a liquid crystal compound of the component III; 1V2CCP1 and PP-51 are liquid-crystalline compounds of component IV.
Example 3
The composition of the liquid crystal composition of example 3 and the measurement parameters are shown in Table 5.
TABLE 5
Note: liquid crystal compounds with CUQU-3CpF as component I; 3HHV is a liquid crystal compound of the component II; PH1P-4F is a liquid crystal compound of the component III; CC31D1 is a liquid crystal compound of component IV.
Example 4
The composition of the liquid crystal composition of example 4 and the measurement parameters are shown in Table 6.
TABLE 6
Note: liquid crystal compounds having PUQU-3CpF, PH1UQU-3CpF and CUQU-CpF as component I; 3HHV is a liquid crystal compound of the component II; liquid crystal compounds with PH1P-3F and PH1P-2Cp as the component III; CC-35, CC31D1 and 1V2CCP1 are liquid crystal compounds of component IV.
Example 5
The composition of the liquid crystal composition of example 5 and the measurement parameters are shown in Table 7.
TABLE 7
Note: CUQU-CpF as component I; 3HHV is a liquid crystal compound of the component II; liquid crystal compounds with PH1P-4F and PH1P-3Cp as component III; CC31D1 and CC-35 are liquid crystal compounds of component IV.
Example 6
The composition of the liquid crystal composition of example 6 and the measurement parameters are shown in Table 8.
TABLE 8
Note: liquid crystal compounds with CUQU-3CpF as component I; 3HHV is a liquid crystal compound of the component II; liquid crystal compounds with the components III of PH1P-F3 and PH1P-2 Cp; 1V2CCP1 and CC31D1 are liquid crystal compounds of component IV.
Example 7
The composition of the liquid crystal composition of example 7 and the measurement parameters are shown in Table 9.
TABLE 9
Note: liquid crystal compounds with PH1UQU-2CxF as component I; 3HHV is a liquid crystal compound of the component II; PH1P3F is a liquid crystal compound of component III; CC-35 is a liquid crystal compound of component IV.
Example 8
The composition of the liquid crystal composition of example 8 and the measurement parameters are shown in Table 10.
Watch 10
Note: liquid crystal compounds having PUQU-3CpF, PH1UQU-CpF and PH1UQU-3CpF as component I; 3HHV is a liquid crystal compound of the component II; liquid crystal compound with PH1P-3Cp as component III; CC-35 and CC31D1 are liquid crystal compounds of component IV.
Example 9
The composition of the liquid crystal composition of example 9 and the measurement parameters are shown in Table 11.
TABLE 11
Note: PUQU-CpF, PH1UQU-CpF and CUQU-CpF as liquid crystal compounds of component I; 3HHV is a liquid crystal compound of the component II; liquid crystal compounds with the component III of PH1P-2Cp and PH 1P-F3; CC-35 and 1V2CCP1 are liquid crystal compounds of component IV.
Example 10
The composition of the liquid crystal composition of example 10 and the measurement parameters are shown in Table 12.
TABLE 12
Note: liquid crystal compounds having PUQU-3CpF, PUQU-CpF and PH1UQU-2CpF as component I; 3HHV is a liquid crystal compound of the component II; liquid crystal compound with PH1P-2Cp as component III; CC-35 is a liquid crystal compound of component IV.
Example 11
The composition of the liquid crystal composition of example 11 and the measurement parameters are shown in Table 13.
Watch 13
Note: liquid crystal compounds having PUQU-3CpF, PUQU-CpF and PH1UQU-2CpF as component I; 3HHV is a liquid crystal compound of the component II; liquid crystal compound with PH1P-F3 as component III; 1V2CCP1 and PP51 are liquid-crystalline compounds of component IV.
Example 12
The composition of the liquid crystal composition of example 12 and the measurement parameters are shown in Table 14.
TABLE 14
Note: liquid crystal compounds with PH1UQU-CpF and PH1UQU-3CpF as component I; 3HHV is a liquid crystal compound of the component II; liquid crystal compounds with PH1P-2Cp and PH1P-3F as component III; CC-35 is a liquid crystal compound of component IV.
Comparative example 1
The composition of the liquid crystal composition of comparative example 1 and the measurement parameters are shown in Table 15.
Watch 15
Comparative example 2
The composition of the liquid crystal composition of comparative example 2 and the measurement parameters are shown in Table 16.
TABLE 16
Comparative example 3
The composition of the liquid crystal composition of comparative example 3 and the measurement parameters are shown in Table 17.
TABLE 17
Comparative example 4
The composition of the liquid crystal composition of comparative example 4 and the measurement parameters are shown in Table 18.
Watch 18
Comparative example 5
The composition of the liquid crystal composition of comparative example 5 and the measurement parameters are shown in Table 19.
Watch 19
Of these, comparative example 1 uses a liquid crystal compound
(PH1U-2CyF) instead of example 7
(PH1UQU-2 CyF); comparative example 2 uses a liquid crystalline compound
(4HHV) instead of that in example 7
(3HHV) and comparative example 3 as liquid crystalline Compounds
(CPP-3F) instead of example 7
(pH 1P-3F); comparative example 4 and example 2 both had optical refractive indices consistent with the dielectric constant, comparative example 5 and example 4 had similar optical refractive indices, and liquid crystal compounds of component I, component II, component III and component IV were not used at all in both comparative examples.
From the above examples, it can be found that the liquid crystal composition having component I and component II, component III and component IV is particularly advantageous in increasing the system elastic modulus value and the dielectric constant Δ, and can improve the system rotational viscosity, thereby improving the response speed, lowering the driving voltage, contributing to energy saving, and contributing to improvement of the contrast.
From the above examples, it has been found that when a liquid crystal composition is composed of a liquid crystal compound of component I and a liquid crystal compound having component II, component III and component IV, it is particularly advantageous to increase the coefficient of elasticity and the dielectric constant Δ of the system, and to improve the rotational viscosity of the system, and a liquid crystal composition having suitable optical anisotropy, high dielectric constant, lower rotational viscosity and higher coefficient of elasticity can be obtained, thereby improving the response speed, lowering the driving voltage, being advantageous for energy saving, and being advantageous to improve the contrast. The above-mentioned measured parameters are related to the physicochemical properties of all liquid crystal compounds constituting the liquid crystal medium, and the liquid crystal composition of the present invention is mainly used for adjusting the liquid crystal parameters of the system.
As is apparent from the comparison of example 7 with comparative example 1 and the comparison of example 7 with comparative example 2 and the comparison of example 7 with comparative example 3, it can be seen that when a liquid crystal composition having component I with component II, component III and component IV is contained in the liquid crystal composition, the modulus of elasticity K is11Both the value and the dielectric constant Δ are improved, which is helpful for obtaining faster response speed, higher contrast and transmittance, and lower power consumption.
As is apparent from comparison of comparative example 4 with example 2, both optical refractive indices substantially agree with the dielectric constant, but the liquid crystal composition using the liquid crystal compounds of component I, component II, component III and component IV has a lower rotational viscosity, a higher dielectric constant and a higher elastic coefficient K11This is helpful for obtaining faster response speed, higher contrast and transmittance, and lower power consumption; as is apparent from comparison of comparative example 5 with example 4, the liquid crystal composition using the liquid crystal compounds of component I, component II, component III and component IV has a lower viscosity and a higher elastic modulus in the case where the optical refractive indices of the two liquid crystal mixtures are substantially the same, which is advantageous in that a faster response speed is obtained, and a higher elastic modulus is obtainedHigh contrast and light transmittance are helpful. The liquid crystal composition which does not use the liquid crystal compounds of the component I, the component II, the component III and the component IV has higher rotational viscosity and lower elastic coefficient K11(ii) a Wherein comparative example 5 is compared with example 4, it was found that the optical refractive index of the two liquid crystal mixtures was consistent, and that the liquid crystal composition without using the liquid crystal compounds of component I, component II, component III and component IV had a low dielectric constant, a large viscosity and a low elastic modulus.
Although the present invention is not exhaustive of all liquid crystal compositions claimed, it is anticipated by those skilled in the art that other similar materials can be obtained in a similar manner without creative efforts based on the disclosed embodiments, only by combining with their own professional trials. And are merely representative of embodiments, given the limited space available.
The above description is only a preferred embodiment of the present invention and is not intended to limit the present invention, and various modifications and changes may be made by those skilled in the art. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (10)
1. A liquid crystal composition, characterized in that it comprises at least one liquid crystal compound of component I, at least one liquid crystal compound of component II, at least one liquid crystal compound of component III and at least one liquid crystal compound of component IV;
the component I is:
wherein, Y1Selected from the group consisting of H, F, C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy, wherein H or CH in the alkyl, alkoxy, alkenyl and alkenylalkoxy2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O;
Y1' is selected from H, F, Cl, alkyl of C1-C7, alkoxy of C1-C7, alkenyl of C2-C7 or alkenylalkoxy of C2-C7, wherein H or CH in alkyl, alkoxy, alkenyl and alkenylalkoxy2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O; or cyclopentyl, or cyclopentyl substituted by C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy;
n is selected from 0, 1 or 2;
X1and X2Each is independently selected from H or F; v1Selected from H, F or CH3；
the component II is:
the component III is as follows:
wherein, Y3And Y3' are each independently selected from H, F, Cl, C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy, wherein CH2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O; or is cyclopentyl, or is cyclopentyl substituted by C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy;
X3' and X4' each is independently selected from H or F;
the component IV is selected from one or more of IV 1-IV 4, and the IV 1-IV 4 are as follows:
2. the liquid crystal composition according to claim 1, wherein the component I is:
in the formulas I1-I105, R1Selected from the group consisting of H, F, C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy, wherein H or CH in the alkyl, alkoxy, alkenyl and alkenylalkoxy2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2Not being simultaneously substituted by O, R1' is selected from H, F, Cl, alkyl of C1-C7, alkoxy of C1-C7, alkenyl of C2-C7 or alkenylalkoxy of C2-C7, wherein H or CH in alkyl, alkoxy, alkenyl and alkenylalkoxy2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O; or cyclopentyl, or cyclopentyl substituted by C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy.
3. A liquid crystal composition according to claim 1, wherein component III is:
in the formulas III 1-III 3, R2And R2' independently from each other selected from H, F, Cl, C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2 ℃C7 alkenylalkoxy, wherein CH2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O; or is cyclopentyl, or cyclopentyl substituted by C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy.
4. A liquid crystal composition according to claim 3, wherein component III is III 1.
5. A liquid crystal composition according to claim 4, wherein component III1 is preferably one or more of VIII 1-VIII 53:
6. the liquid crystal composition of claim 1, wherein the liquid crystal compound having component I is present in an amount of 0.1 to 75% by weight, preferably 0.1 to 50% by weight, and more preferably 0.1 to 30% by weight; the weight content of the liquid crystal compound with the component II is 0.1-75%, preferably 0.1-50%; the weight content of the liquid crystal compound containing the component III is 0.1-50%, preferably 0.1-30%, and more preferably 0.1-20%; the content by weight of the liquid crystal compound having component IV is 0.1 to 75%, preferably 0.1 to 50%, and more preferably 0.1 to 30%.
7. A liquid crystal composition according to any one of claims 1 to 5, wherein the liquid crystal composition further comprises at least one polar compound and/or at least one non-polar compound.
8. The liquid crystal composition of claim 7, wherein the polar compounds are positive and/or negative compounds, wherein the positive compounds are selected from one or more compounds represented by formulas X1-X98, the negative compounds are selected from one or more compounds represented by formulas Q1-Q96, and the non-polar compounds are selected from one or more compounds represented by formulas V1-V36,
wherein X1-X98 are respectively:
in the formulas X1-X98, R7H, alkyl with 1-7 carbon atoms, alkoxy with 1-7 carbon atoms, alkenyl with 2-7 carbon atoms or alkenylalkoxy with 2-7 carbon atoms, wherein H can be substituted by cyclopentyl or F, CH2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O; or is cyclopentyl, oxocyclopentyl
Oxymethyl cyclopentyl
Oxyethyl cyclopentyl group
Or C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy substituted cyclopentyl, oxocyclopentyl, oxomethyl cyclopentyl and oxoethyl cyclopentyl; or is selected from cyclopentenyl, oxocyclopentenyl, oxymethylcyclopentenyl, oxyethylcyclopentenyl, or C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy substituted cyclopentenyl, oxocyclopentenyl, oxymethylcyclopentenyl, oxyethylcyclopentenyl;
R8is H, F, CN, NCS, Cl, OCF3Alkyl, alkoxy, alkenyl or alkenylalkoxy having 1 to 7 carbon atoms, wherein H or CH2May be substituted by cyclopentyl or F; r8Can also be cyclopentyl or oxocyclopentyl
Oxymethyl cyclopentyl
Or oxyethylcyclopentyl group
Or C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy substituted cyclopentyl, oxocyclopentyl, oxomethyl cyclopentyl and oxoethyl cyclopentyl; or is selected from cyclopentenyl, oxocyclopentenyl, oxymethylcyclopentenyl, oxyethylcyclopentenyl, or C1-C7 alkyl, C1-C7 alkoxy, C2-C7 alkenyl or C2-C7 alkenylalkoxy substituted cyclopentenyl, oxocyclopentenyl, oxymethylcyclopentenyl, oxyethylcyclopentenyl; the alkyl group having 1 to 7 carbon atoms is: -CH3、-C2H5、-C3H7、-C4H9、-C5H11、-C6H13or-C7H15(ii) a The alkenyl group having 1 to 7 carbon atoms is: -CH ═ CH2、-CH＝CHCH3、-CH＝CHC2H5、-CH＝CHC3H7、-C2H4CH＝CH2、-C2H4CH＝CHCH3、-C3H6CH＝CH2or-C3H6CH＝CHCH3(ii) a The alkoxy group having 1 to 7 carbon atoms is: -OCH3、-OC2H5、-OC3H7、-OC4H9、-OC5H11、-OC6H13or-OC7H15(ii) a The alkenylalkoxy group having 1 to 7 carbon atoms is: -OCH ═ CH2、-OCH2CH＝CH2、-OCH2CH＝CHCH3or-OCH2CH＝CHC2H5；X9And X10Each independently selected from H, methyl or F;
wherein Q1-Q96 are respectively:
in the formulae Q1 to Q96, R3And R4H, F, C1-7 alkyl, C1-7 alkoxy, C2-7 alkenyl or C2-7 alkenylalkoxy, or H or CH2C1-7 alkyl, C1-7 alkoxy, C2-7 alkenyl or C2-7 alkenylalkoxy substituted by cyclopentyl or F, orA cyclopentyl group or a cyclopentyl group substituted by an alkyl group having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms or an alkenyl group having 2 to 7 carbon atoms; the alkyl with 1-7 carbon atoms is-CH3、-C2H5、-C3H7、-C4H9、-C5H11、-C6H13or-C7H15(ii) a The alkenyl group with 2-7 carbon atoms is-CH ═ CH2、-CH＝CHCH3、-CH＝CHC2H5、-CH＝CHC3H7、-C2H4CH＝CH2、-C2H4CH＝CHCH3、-C3H6CH＝CH2or-C3H6CH＝CHCH3(ii) a The alkoxy group with 1-7 carbon atoms is-OCH3、-OC2H5、-OC3H7、-OC4H9、-OC5H11、-OC6H13or-OC7H15(ii) a The C2-7 alkenylalkoxy group is-OCH ═ CH2、-OCH2CH＝CH2、-OCH2CH＝CHCH3or-OCH2CH＝CHC2H5；
Wherein the formulas V1-V36 are respectively:
wherein, in the formulas V1-V36, R5、R6Each independently selected from H, F, C1-7 alkyl, C1-7 alkoxy, C2-7 alkenyl or C2-7 alkenylalkoxy, or H or CH2C1-7 alkyl, C1-7 alkoxy, C2-7 alkenyl or F substituted by cyclopentyl or FAn alkenylalkoxy group having 2 to 7 carbon atoms, or a cyclopentyl group substituted with an alkyl group having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms, or an alkenyl group having 2 to 7 carbon atoms; the alkyl with 1-7 carbon atoms is-CH3、-C2H5、-C3H7、-C4H9、-C5H11、-C6H13or-C7H15(ii) a The alkenyl group having 2 to 7 carbon atoms is preferably-CH ═ CH2、-CH＝CHCH3、-CH＝CHC2H5、-CH＝CHC3H7、-C2H4CH＝CH2、-C2H4CH＝CHCH3、-C3H6CH＝CH2or-C3H6CH＝CHCH3(ii) a The alkoxy group with 1-7 carbon atoms is preferably-OCH3、-OC2H5、-OC3H7、-OC4H9、-OC5H11、-OC6H13or-OC7H15(ii) a The C2-7 alkenylalkoxy group is preferably-OCH ═ CH2、-OCH2CH＝CH2、-OCH2CH＝CHCH3or-OCH2CH＝CHC2H5；
Preferably, the mass fraction of the polar compound in the liquid crystal composition is 0-80%, and the mass fraction of the nonpolar compound is 0-80%.
9. A liquid crystal composition according to any one of claims 1 to 8, further comprising a stabilizer in an amount of 0 to 20% by weight, preferably one or more of compounds having components VI1 to VI 5:
wherein R is2Has 1 to 7 carbon atomsAn alkyl group, an alkoxy group having 1 to 7 carbon atoms, an alkenyl group having 2 to 7 carbon atoms, a halogenated alkyl group having 1 to 7 carbon atoms, a halogenated alkoxy group having 1 to 7 carbon atoms or a halogenated alkenyl group having 2 to 7 carbon atoms; the alkyl, alkoxy and alkenyl groups are straight-chain or branched alkyl, alkoxy and alkenyl groups;
10. Use of a liquid crystal composition according to any one of claims 1 to 9 in a liquid crystal display material or a liquid crystal display device.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115772410A (en) * | 2021-09-07 | 2023-03-10 | 晶美晟光电材料（南京）有限公司 | Liquid crystal composition with high polarization anchoring energy and application thereof |
| CN115960612A (en) * | 2021-10-12 | 2023-04-14 | 晶美晟光电材料（南京）有限公司 | High-reliability liquid crystal composition |
| CN116333756A (en) * | 2021-12-24 | 2023-06-27 | 晶美晟光电材料（南京）有限公司 | A kind of high refractive index liquid crystal composition and its application |
| CN116410757A (en) * | 2021-12-29 | 2023-07-11 | 晶美晟光电材料（南京）有限公司 | Liquid crystal composition with wide working temperature range and application thereof |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115772410A (en) * | 2021-09-07 | 2023-03-10 | 晶美晟光电材料（南京）有限公司 | Liquid crystal composition with high polarization anchoring energy and application thereof |
| CN115772410B (en) * | 2021-09-07 | 2024-06-07 | 晶美晟光电材料（南京）有限公司 | Liquid crystal composition with high polarization anchoring energy and application thereof |
| CN115960612A (en) * | 2021-10-12 | 2023-04-14 | 晶美晟光电材料（南京）有限公司 | High-reliability liquid crystal composition |
| CN116333756A (en) * | 2021-12-24 | 2023-06-27 | 晶美晟光电材料（南京）有限公司 | A kind of high refractive index liquid crystal composition and its application |
| CN116410757A (en) * | 2021-12-29 | 2023-07-11 | 晶美晟光电材料（南京）有限公司 | Liquid crystal composition with wide working temperature range and application thereof |
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