CN109370612A - A kind of liquid-crystal composition and its application with high reliability - Google Patents
A kind of liquid-crystal composition and its application with high reliability Download PDFInfo
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- CN109370612A CN109370612A CN201811527614.XA CN201811527614A CN109370612A CN 109370612 A CN109370612 A CN 109370612A CN 201811527614 A CN201811527614 A CN 201811527614A CN 109370612 A CN109370612 A CN 109370612A
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 291
- 239000000203 mixture Substances 0.000 title claims abstract description 91
- 150000001875 compounds Chemical class 0.000 claims abstract description 178
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 53
- 125000003545 alkoxy group Chemical group 0.000 claims description 36
- 229910052760 oxygen Inorganic materials 0.000 claims description 30
- 125000000217 alkyl group Chemical group 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 20
- 125000006701 (C1-C7) alkyl group Chemical group 0.000 claims description 17
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 8
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 125000000963 oxybis(methylene) group Chemical group [H]C([H])(*)OC([H])([H])* 0.000 claims description 6
- 125000006237 oxymethylenoxy group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 6
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 6
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 5
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 5
- 239000012769 display material Substances 0.000 claims description 4
- 239000003381 stabilizer Substances 0.000 claims description 4
- 125000003700 epoxy group Chemical group 0.000 claims description 2
- RGOVYLWUIBMPGK-UHFFFAOYSA-N nonivamide Chemical compound CCCCCCCCC(=O)NCC1=CC=C(O)C(OC)=C1 RGOVYLWUIBMPGK-UHFFFAOYSA-N 0.000 claims 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 230000014759 maintenance of location Effects 0.000 abstract 1
- 239000000463 material Substances 0.000 description 38
- 230000004044 response Effects 0.000 description 24
- 238000005259 measurement Methods 0.000 description 18
- 230000009286 beneficial effect Effects 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 8
- 238000005516 engineering process Methods 0.000 description 8
- 230000003287 optical effect Effects 0.000 description 8
- 239000011159 matrix material Substances 0.000 description 7
- 230000008901 benefit Effects 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 230000005684 electric field Effects 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
- -1 cyclohexyl Chemical group 0.000 description 5
- 230000035515 penetration Effects 0.000 description 5
- 238000002834 transmittance Methods 0.000 description 5
- 238000005452 bending Methods 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 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
- 238000011161 development Methods 0.000 description 3
- 230000002349 favourable effect Effects 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 239000010409 thin film Substances 0.000 description 3
- 230000000007 visual effect Effects 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
- 238000009826 distribution Methods 0.000 description 2
- 238000004134 energy conservation Methods 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 238000011160 research 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
- 230000005540 biological transmission Effects 0.000 description 1
- 230000008859 change Effects 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
- 230000007547 defect Effects 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
- 239000000835 fiber Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000004761 kevlar Substances 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
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 238000007086 side reaction Methods 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
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 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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- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Liquid Crystal Substances (AREA)
Abstract
The present invention provides a kind of liquid-crystal composition of negative permittivity and its applications.The liquid-crystal composition includes the liquid-crystal compounds with general formula I, general formula II and general formula III, and general formula I isGeneral formula II isGeneral formula III is
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.
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 continuous development of TFT-LCD, the wide viewing angle mode has become the target of pursuit in the industry, and the mainstream wide viewing angle technologies at present mainly include VA vertical alignment technology, IPS in-plane switching technology, FFS fringe field switching technology, and the like, which all require higher light transmittance and smaller color shift. Among them, in the IPS in-plane switching technology and the FFS fringe field switching technology, since an in-plane electric field is generated between electrodes when a voltage is applied, light penetration in the area is limited, which increases power consumption and affects display effects, and the negative type liquid crystal compound is excellent in color shift and influence by a vertical electric field, and exhibits higher light penetration rate than the positive type material, and thus is widely used. However, the negative type liquid crystal materials currently available in the market are inferior to the positive type materials in terms of reliability, which is disadvantageous for increasing the yield and display effect of the liquid crystal display. Therefore, the development of liquid crystal materials with high reliability is an important research direction of negative liquid crystal materials at present.
With the wide application of liquid crystal displays, the performance requirements of liquid crystal displays are continuously increased, and the liquid crystal displays require a wider working temperature, a faster response speed, a higher contrast ratio and a better picture, and meanwhile, the yield is required to be higher and higher, and the performance improvements cannot be distinguished from the improvement of liquid crystal materials.
Disclosure of Invention
The invention aims to provide a negative liquid crystal composition with high reliability, which aims to solve the problems of high viscosity and low reliability of a negative liquid crystal material in the prior art, and further can improve the response speed and improve the display quality.
Another object of the present invention is to provide the use of the above liquid crystal composition.
The technical scheme is as follows: in order to achieve the above object, according to one aspect of the present invention, there is provided a liquid crystal composition comprising at least one liquid crystal compound having a general formula I, at least one liquid crystal compound having a general formula II, and at least one liquid crystal compound having a general formula III,
the general formula I is:
wherein,
y and Y' are each independently selected from the group consisting of H, C1-C7 alkyl, C1-C7 alkoxy, wherein H may be substituted with cyclopentyl or F, CH2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O;
m is selected from 0, 1 or 2; n is selected from 0 or 1; k is selected from 1 or 2;
Z1selected from single bonds, O, CH2、CH2O、C2H4、C2H4O、C3H6、C3H6O、C4H8、C4H8O、OCH2O、OC2H4O、OC3H6O or OC4H8Any one of O, wherein H may be substituted with F;
when m is 1, the compound (A) is,is selected from Any one of the group consisting of.
When m is 2, the formula includes twoNamely, it isIn the formula, two times occur, in each caseEach independently selected from Any one of the group consisting of.
The general formula II is:
wherein, Y1And Y1' are each independently selected from the group consisting of H, C1 to C7 alkyl, C1 to C7 alkoxy, wherein Y1H in (1) may be substituted by F, CH2May be substituted by O or F, and adjacent two CHs2May not be simultaneously substituted by O; y is1In' H may 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;
r is selected from 0, 1 or 2; s is selected from 0 or 1; t is selected from 1 or 2;
Z2selected from single bonds, O, CH2、CH2O、C2H4、C2H4O、C3H6、C3H6O、C4H8、C4H8O、OCH2O、OC2H4O、OC3H6O or OC4H8Any one of O, wherein H may be substituted with F;
when the number r is 1, the number r,is selected from Any one of the group consisting of.
When r is 2, the formula includes twoNamely, it isIn the formula, two times occur, in each caseEach independently selected from Any one of the group consisting of.
The general formula III is:
wherein, Y2And Y2' independently selected from the group consisting of H, C1-C7 alkyl, C1-C7 alkoxy, wherein H may 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;
each independently selected from Any one of the group consisting of.
According to another aspect of the present invention, there is provided a use of the liquid crystal composition described above in a liquid crystal display material or a liquid crystal display device.
Has the advantages that: the liquid crystal composition can effectively improve the viscosity and reliability of the liquid crystal material, thereby improving the response speed of the liquid crystal material and improving the display quality.
Detailed Description
It should be noted that the embodiments and features of the embodiments in the present application may be combined with each other without conflict. The present invention will be described in detail with reference to examples.
In one exemplary embodiment of the present invention, a liquid crystal composition is provided, the liquid crystal composition comprising at least one liquid crystal compound having formula I, at least one liquid crystal compound having formula II, and at least one liquid crystal compound having formula III.
The general formula I is:
wherein,
y and Y' are each independently selected from the group consisting of H, C1-C7 alkyl, C1-C7 alkoxy, wherein H may be substituted with cyclopentyl or F, CH2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O;
m is selected from 0, 1 or 2; n is selected from 0 or 1; k is selected from 1 or 2;
Z1selected from single bonds, O, CH2、CH2O、C2H4、C2H4O、C3H6、C3H6O、C4H8、C4H8O、OCH2O、OC2H4O、OC3H6O or OC4H8Any one of O, wherein H may be substituted with F;
when m is 1, the compound (A) is,is selected from Any one of the group consisting of.
When m is 2, the formula includes twoNamely, it isIn the formula, two times occur, in each caseEach independently selected from Any one of the group consisting of.
The general formula II is:
wherein, Y1And Y1' are each independently selected from the group consisting of H, C1 to C7 alkyl, C1 to C7 alkoxy, wherein Y1H in (1) may be substituted by F, CH2May be substituted by O or F, and adjacent two CHs2May not be simultaneously substituted by O; y is1In' H may be cyclopentylOr F is substituted, CH2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O;
r is selected from 0, 1 or 2; s is selected from 0 or 1; t is selected from 1 or 2;
Z2selected from single bonds, O, CH2、CH2O、C2H4、C2H4O、C3H6、C3H6O、C4H8、C4H8O、OCH2O、OC2H4O、OC3H6O or OC4H8Any one of O, wherein H may be substituted with F;
when the number r is 1, the number r,is selected from Any one of the group consisting of.
When r is 2, the formula includes twoNamely, it isIn the formula, two times occur, in each caseEach independently selected from Any one of the group consisting of.
The general formula III is:
wherein, Y2And Y2' independently selected from the group consisting of H, C1-C7 alkyl, C1-C7 alkoxy, wherein H may 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;
each independently selected from Any one of the group consisting of.
The liquid crystal compounds of the general formula I and the general formula II are white in the pure state, are liquid crystal compounds with negative dielectric anisotropy, and are characterized by having a large dipole effect in the direction perpendicular to the long axis of the molecule, so that the corresponding dielectric constant has a relatively large component in the perpendicular direction, i.e. has a high perpendicular dielectric constant epsilon⊥Thus, the dielectric anisotropy △ ε//-ε⊥Appearing as negative values. Especially Y' and Y1In the case of an alkoxy group, the F atom will tend to have electrons oriented more vertically due to the repulsion of the lone pair of electrons carried by the O atom from the F atomArranged in the direction of the long axis and the central oxygen atom contributes to the dielectric constant perpendicular to the long axis, thereby having a higher perpendicular dielectric constant ε⊥. According to the formula of the driving voltageThe driving voltage is inversely proportional to the dielectric constant, so the higher the dielectric constant, the lower the driving voltage, i.e., the lower the energy consumption. Due to the higher vertical dielectric constant epsilon⊥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 pretilt 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, and is particularly suitable for preparing VA, PSVA, IPS and FFS type liquid crystal materials with high 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 system33Therefore, the transmittance and the contrast of light in the whole system can be improved, energy conservation is facilitated, the image display quality can be improved, and the performance requirement of liquid crystal display can be better met. In addition, the open state is according to the response time formula:an off state:response time and k33Is inversely proportional, therefore k33The larger the response time, the faster the response speed.
The negative dielectric liquid crystal compound with the general formula I is a liquid crystal compound containing at least one cyclopentyl group, and the compound has the advantages of wider nematic phase temperature range, namely, higher nematic phase temperature range and lower melting point, and is favorable for improving the use temperature range and low-temperature reliability of the liquid crystal composition. The liquid crystal compound with the general formula II has the advantages of higher dielectric constant and being beneficial to adjusting the driving voltage of the liquid crystal material.
The liquid crystal compound with the general formula III is white in a pure state and is a liquid crystal compound with weak polarity or non-polarity, and the liquid crystal compound with the general formula III is characterized by lower rotational viscosity and lower melting point, so that the liquid crystal compound has better intersolubility and improvement on the viscosity and low-temperature reliability of a liquid crystal material when being mixed with other liquid crystal compounds.
Therefore, the combination of the liquid crystal compound of the general formula I and the liquid crystal compounds of the general formulas II and III can not only keep the advantage of high negative dielectric constant of the negative liquid crystal material, but also improve the defects of viscosity and low-temperature reliability, thereby obtaining the liquid crystal material with lower driving voltage, wider working temperature and faster response speed.
In addition to the above characteristics, the liquid crystal material has an important characteristic reliability, which largely determines the yield of the liquid crystal display, and the reliability is mainly related to the stability of the liquid crystal material and the ion purity of the liquid crystal material. The liquid crystal compounds of the general formulas I, II and III are all liquid crystal compounds composed of saturated groups and having high stability, and the compounds have the advantages that the changes of the structure and the performance of a liquid crystal material caused by side reactions such as compound oxidation, polymerization and the like generated in the high-temperature and UV light irradiation treatment process and the long-time use process can be avoided, the chemical stability, the thermal stability and the light stability are high, the higher reliability is further kept, and the display quality and the service life of the liquid crystal display are improved.
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 more suitable liquid crystal width, a higher dielectric anisotropy value, a smaller rotational viscosity and a suitable elastic coefficient, and further facilitate to increase the response speed of the liquid crystal material, lower the threshold voltage and improve the mutual solubility of the liquid crystal material, in a preferred embodiment of the present application, the liquid crystal compound with a negative dielectric constant of the general formula I is a negative-polarity liquid crystal compound having a formula I1 to I69, the liquid crystal compound with a negative dielectric constant of the general formula II is a liquid crystal compound having a formula II1 to II66, and the liquid crystal compound with a low rotational viscosity of the general formula III is preferably a liquid crystal compound having a formula III1 to III 3.
The compounds of the above general formulae I1 to I69 have the following general formulae:
wherein R, R' are independently selected from alkyl of H, C1-C7, alkoxy of C1-C7, 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.
The compounds of the above general formulae II1 to II66 are of the following general formulae:
wherein R is1、R1' independently selected from the group consisting of H, C1-C7 alkyl, C1-C7 alkoxy, wherein H may 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.
The compounds of the above formulae III1 to III3 have the following formulae:
III1、
III2、
III3、
wherein R is2And R2' independently selected from the group consisting of H, C1-C7 alkyl, C1-C7 alkoxy, wherein H may 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.
When the liquid crystal composition is combined with other liquid crystal compounds to form a liquid crystal mixture with a negative dielectric constant, the characteristics of the liquid crystal composition with the negative dielectric constant can be adjusted in a wider range, so that the performance requirements of more liquid crystal materials are met. The liquid crystal composition has better intersolubility when being mixed with other liquid crystal compounds, has less limitation on the types of the other liquid crystal compounds and the like which are used together, can be suitable for various liquid crystal materials corresponding to purposes, and is particularly beneficial to improving the comprehensive properties of the liquid crystal materials. In addition, the liquid crystal composition has good UV, light and heat stability.
The liquid crystal composition having a negative dielectric constant 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.
The type of the conventional liquid crystal compound contained in the liquid crystal composition having a negative dielectric constant of the present invention is not limited, and any type of liquid crystal compound may be selected according to the purpose to form a liquid crystal mixture together with the liquid crystal compound of the present invention, and other additives in the art may be added as needed. 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 has the following general formula:
wherein,
—T1and-T2Each independently representOr an epoxy group;
—W1-and-W2-each independently represents a single bond or an alkyl group having 1 to 8 carbon atoms;
—X1-and-X2-each independently represents a single bond, -O, -CO, -COO-or-OCO-;
—Z3-is selected from the group consisting of a single bond, -O-, -CO-, -COO-, -OCO, -CH2O—、—OCH2—、—C2H4—、—CF2O—、—OCF2—、-C≡C-、—CH＝CH—、 One or two of the group consisting of;
i is 0, 1 or 2;
when i is 1, -Z1-represents a single bond,—O—、—CO—、—COO—、—OCO—、—CH2O—、—OCH2—、—C2H4—、—CF2O—、—OCF2—、-C≡C-、—CH＝CH—、
When i is 2, -Z1Two occurrences in the formula, -Z1-represents, independently for each occurrence, a single bond, -O-, -CO-, -COO-, -OCO-, -CH2O—、—OCH2—、—C2H4—、—CF2O—、—OCF2—、-C≡C-、—CH＝CH—、
To representwherein-CH on cyclohexyl2May be substituted by O, or representsWherein ═ CH-on the phenyl ring may be substituted by N, and H on the phenyl ring may be substituted by F, or
When the value of i is 1, the ratio of the total of the I,to representwherein-CH on cyclohexyl2May be substituted by O, or representsWherein ═ CH-on the phenyl ring may be substituted by N, and H on the phenyl ring may be substituted by F, or
When i is 2, the formula includes twoNamely, it isTwo times in the general formula (I) appear,at each occurrence independently iswherein-CH on cyclohexyl2May be substituted by O, orWherein ═ 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 is10Is H, C1-C7 alkyl, C1-C7 alkoxy, 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.
The stabilizer is preferably one or more compounds represented by general formulas VI 1-VI 5.
In the formulae VI1 to VI5, R9Is H, alkyl having 1 to 7 carbon atoms, or alkoxy having 1 to 7 carbon atoms, wherein H may be substituted with cyclopentyl or F, CH2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O; the alkyl and the alkoxy are linear or branched alkyl and alkoxy;
is selected from Any one of the group consisting of.
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, preferably a negative-polarity compound, the positive-polarity compound is selected from one or more compounds shown in formulas X1-X92, the negative-polarity compound is selected from one or more compounds shown in formulas IV 1-IV 52, and the non-polar compound is selected from one or more compounds shown in formulas V1-V27.
Wherein the compounds of positive polarity having X1 to X92 are respectively:
in the formulae X1 to X92, R7H, alkyl with 1-7 carbon atoms or alkoxy with 1-7 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, oxocyclopentylOxymethyl cyclopentylOxyethyl cyclopentyl groupOr C1-C7 alkyl, C1-C7 alkoxy substituted cyclopentyl, oxygen methyl cyclopentyl and oxygen ethyl cyclopentyl, R8Is H, F, Cl, OCF3Alkyl or alkoxy having 1 to 7 carbon atoms, wherein H or CH2May be substituted by cyclopentyl or F; r8Can also be cyclopentyl or oxocyclopentylOxymethyl cyclopentylOr oxyethylcyclopentyl groupOr C1-C7 alkyl, C1-C7 alkoxy substituted cyclopentyl, oxygen methyl cyclopentyl and oxygen ethyl cyclopentyl; the alkyl group having 1 to 7 carbon atoms is preferably: -CH3、-C2H5、-C3H7、-C4H9、-C5H11、-C6H13or-C7H15(ii) a The alkoxy group having 1 to 7 carbon atoms is preferably: -OCH3、-OC2H5、-OC3H7、-OC4H9、-OC5H11、-OC6H13or-OC7H15；X9、X10And V1Each independently selected from H, methyl or F.
The positive liquid crystal compounds X1-X92 have positive dielectric anisotropy, can be combined with the liquid crystal composition to form a positive dielectric liquid crystal mixture, can also be combined to form a liquid crystal mixture with negative dielectric, and can be used for adjusting parameters of a system, such as dielectric constant, refractive index, rotational viscosity, elastic coefficient, clearing point temperature and the like. The negative dielectric liquid crystal compound with higher vertical dielectric constant epsilon can be added into the positive dielectric liquid crystal mixture⊥So as to improve the light penetration rate of the positive dielectric liquid crystal mixture and further contribute to energy conservation. And the positive dielectric liquid crystal compound with larger structural difference is added on the basis of the composition, so that the melting point is favorably reduced, and the low-temperature reliability of the liquid crystal mixture is improved, thereby reducing the use lower limit temperature of the liquid crystal medium and widening the working temperature range of the liquid crystal medium.
The negative polarity compounds having IV 1-IV 52 are:
in the formulae IV1 to IV52, R3And R4Each independently selected from H, C1-C7 alkyl, C1-C7 alkoxy, wherein H may 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; the alkyl with 1-7 carbon atoms is-CH3、-C2H5、-C3H7、-C4H9、-C5H11、-C6H13or-C7H15(ii) a The alkoxy group with 1-7 carbon atoms is preferably-OCH3、-OC2H5、-OC3H7、-OC4H9、-OC5H11、-OC6H13or-OC7H15。
The polar liquid crystal compounds IV 1-IV 52 have negative dielectric anisotropy, and the liquid crystal compounds with negative dielectric constants have 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, i.e. the liquid crystal compounds with high vertical dielectric constants epsilon⊥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 addition of different liquid crystal compounds is beneficial to improving the low-temperature reliability of the liquid crystal medium, reducing the lower limit temperature of the liquid crystal medium and widening the working temperature range of the liquid crystal medium.
The nonpolar liquid crystal compound is selected from one or more compounds shown in formulas V1-V27; wherein the formulas V1-V27 are as follows:
in the formulae V1 to V27, R5、R6Each independently selected from H, C1-C7 alkyl, C1-C7 alkoxy, wherein H may 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; the alkyl with 1-7 carbon atoms is-CH3、-C2H5、-C3H7、-C4H9、-C5H11、-C6H13or-C7H15(ii) a The alkoxy group with 1-7 carbon atoms is preferably-OCH3、-OC2H5、-OC3H7、-OC4H9、-OC5H11、-OC6H13or-OC7H15。
The above-mentioned nonpolar liquid crystal compounds V1 to V6 have a low rotational viscosity γ1Response time and rotational viscosity gamma1Proportional ratio, indicating rotational viscosity γ1The lower the value, the lower the response time and the faster the response speed, and liquid-crystal mixtures having the above-mentioned nonpolar liquid-crystal compounds V1 to V6 can be used for producing fast-response liquid-crystal media. The nonpolar liquid crystal compounds V7-V17 have high clearing point temperature and are mainly used for regulating the T of a systemNIThe nonpolar liquid crystal compounds V18 to V24 have a terphenyl structure, are large conjugated compounds, and are favorable for increasing the optical anisotropy △ n value of the system, and generally the value of the optical path difference d △ n is predetermined, the higher the △ n value is, the lower the d value is, and the response speed is inversely proportional to the d value, so that the response speed of the liquid crystal mixture having the nonpolar liquid crystal compounds V18 to V24 has a more desirable value, the nonpolar liquid crystal compounds V25 to V27 have a larger elastic coefficient, and the response time are respectively longer than those of the nonpolar liquid crystal compounds V7 to V17The elastic modulus is inversely proportional, which means that the higher the value of the elastic modulus, the lower the response time, the faster the response speed, and therefore, the liquid crystal mixtures having the above-mentioned nonpolar liquid crystal compounds V25 to V27 have more desirable response speeds.
The liquid crystal composition has the outstanding characteristics that the general formula I and the general formula II are added in a small amount to obtain proper optical characteristics, so that the overall viscosity of a liquid crystal mixture can be reduced, and the response speed can be increased. Preferably, at least one low-viscosity nonpolar liquid crystal compound with the structural formula III1 is added into the liquid crystal mixture to obtain a low-viscosity liquid crystal mixture and improve the response speed. III1 is more preferably R3A compound which is propyl. The liquid crystal mixture is preferably applied in a vertical alignment display (VA), Polymer Stabilized Vertical Alignment (PSVA), or Fringe Field Switching (FFS) type liquid crystal display mode.
The content of the liquid crystal compound in the liquid crystal mixture can be adjusted according to the performance requirements of the liquid crystal material. In order to obtain a more suitable liquid crystal width, a higher dielectric anisotropy value, a smaller rotational viscosity and a suitable elastic coefficient, and further facilitate to increase the response speed of the liquid crystal material, reduce the threshold voltage, and improve the intersolubility of the liquid crystal material, in a preferred embodiment of the present invention, the weight content of the liquid crystal compound having the general formula I in the liquid crystal composition is 0.1 to 75%, preferably 0.1 to 50%, and more preferably 0.1 to 30%; the weight content of the liquid crystal compound with the general formula II is 0.1-75%, preferably 0.1-50%, and more preferably 0.1-30%; the liquid crystal compound having the general formula III is contained in an amount of 0.1 to 75% by weight, preferably 0.1 to 50% by weight. The remaining ingredients may be added in accordance with the teachings of the present invention as set forth above. The mass fraction of the polar liquid crystal compound is preferably 0-80%, and the mass fraction of the nonpolar liquid crystal compound is preferably 0-80%. In general, the sum of the percentage contents of the components is 100%.
In an 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 advantageous effects of the present invention will be further described below with reference to examples and comparative examples.
The following examples are intended to illustrate the invention without limiting it. The percentages referred to in the examples are percentages by mass, the temperatures being indicated in degrees Celsius. The measured physicochemical parameters are expressed as follows: t isNIIndicating clearing point, △ n indicating optical anisotropy (△ n ═ n)e-no589nm, measured at 25 ℃ C.) and △ ε denotes the dielectric anisotropy (△ ε ═ ε)∥-ε⊥Measurement temperature 25 ℃); k is a radical of11Expressing the coefficient of elasticity of the splay (measurement temperature 25 ℃); k is a radical of33Represents the flexural modulus (measurement temperature 25 ℃); gamma ray1Represents the rotational viscosity (measurement temperature 25 ℃); VHR represents the voltage holding ratio (measurement temperature 60 ℃) and is used for evaluating the reliability of the liquid crystal material, and the higher the voltage holding ratio is, the better the reliability is. Measurement of T by DSCNI△ n is measured by abbe refractometer, VHR is measured by VHR instrument, △ epsilon, k is measured by CV11、k33And gamma1。
In various embodiments of the present invention, the liquid crystal molecular backbone is named: cyclohexyl radicalDenoted by the letter C; benzene ringDenoted by the letter P; cyclohexenyl radicalRepresented by A; ortho-dielectric difluorobenzeneRepresented by Y; tetrahydropyransRepresented by J; methoxy bridge-CH2O-is represented by B; difluoromethoxy bridged-CF2O-is represented by Q; alkynyl-C.ident.C-is represented by G; monofluorobenzeneDenoted by the letter H1; negative dielectric difluorobenzeneDenoted by W; difluoro dibenzofuransDenoted by the letter X1; methyl monofluorobenzeneIndicated by the letter K1.
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, respectively, CpRepresents a cyclopentyl groupCnH2n+1CpRepresents a cyclopentyl group having a straight-chain alkyl group of n carbon atoms. The main chain being before the branch chain, after the branch chain, and the main chain being separated from the branch chain by "-", e.g.Denoted PK 1P-32;denoted WW-2OO 2;represented by CCBW-3O 2;represented by PW-3O 2;represented by X1-2OO 2;represented by X1-CpOO 2;denoted W-CpOO 4;expressed as PH1P-2 Cp;denoted as PWP-3Cp 3;represented by X1-2 OH.
TABLE 2
| Code | R1 | R2 |
| nm | CnH2n+1 | CmH2m+1 |
| nH | CnH2n+1 | H |
| nOH | OCnH2n+1 | H |
| nOm | CnH2n+1 | OCmH2m+1 |
| nOOm | OCnH2n+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 |
| CpOH | OCp | H |
| CpOm | Cp | OCmH2m+1 |
| CpOOm | OCp | OCmH2m+1 |
| CpF | Cp | F |
| nCpm | CnH2n+1Cp | CmH2m+1 |
| nCpH | CnH2n+1Cp | H |
| nCpOm | CnH2n+1Cp | OCmH2m+1 |
| nCpOOm | OCnH2n+1Cp | OCmH2m+1 |
| nCpF | CnH2n+1Cp | F |
In addition, liquid crystal compoundsExpressed as 4 HHV;represented by VHHP 1;denoted CC31D 1;expressed as pH 1P-F3;denoted by V2PP 1.
Example 1
The composition of the liquid-crystal mixture of example 1 and the measurement parameters are shown in Table 3.
TABLE 3
Note: the liquid crystal compounds with the serial numbers 1-2 are liquid crystal compounds with a general formula I, the liquid crystal compounds with the serial numbers 3-5 are liquid crystal compounds with a general formula II, and the liquid crystal compounds with the serial numbers 6-9 are liquid crystal compounds with a general formula III.
Example 2
The composition of the liquid-crystal mixture of example 2 and the measurement parameters are shown in Table 4.
TABLE 4
Note: the liquid crystal compounds with the serial numbers 1-2 are liquid crystal compounds with a general formula I, the liquid crystal compounds with the serial numbers 3-8 are liquid crystal compounds with a general formula II, and the liquid crystal compounds with the serial numbers 9-12 are liquid crystal compounds with a general formula III.
Example 3
The composition of the liquid-crystal mixtures of example 3 and the measurement parameters are shown in Table 5.
TABLE 5
Note: the liquid crystal compounds with the serial numbers 1-2 are liquid crystal compounds with a general formula I, the liquid crystal compounds with the serial numbers 3-8 are liquid crystal compounds with a general formula II, and the liquid crystal compounds with the serial numbers 9-12 are liquid crystal compounds with a general formula III.
Example 4
The composition of the liquid-crystal mixture of example 4 and the measurement parameters are shown in Table 6.
TABLE 6
Note: the liquid crystal compounds with the serial numbers 1-2 are liquid crystal compounds with the general formula I, the liquid crystal compounds with the serial numbers 3-9 are liquid crystal compounds with the general formula II, and the liquid crystal compounds with the serial numbers 10-13 are liquid crystal compounds with the general formula III.
Example 5
The composition of the liquid-crystal mixtures of example 5 and the measurement parameters are shown in Table 7.
TABLE 7
Note: the liquid crystal compounds with the serial numbers 1-2 are liquid crystal compounds with a general formula I, the liquid crystal compounds with the serial numbers 3-8 are liquid crystal compounds with a general formula II, and the liquid crystal compounds with the serial numbers 9-12 are liquid crystal compounds with a general formula III.
Example 6
The composition of the liquid-crystal mixtures of example 6 and the measurement parameters are shown in Table 8.
TABLE 8
Note: the liquid crystal compound with the number 1 is a liquid crystal compound with a general formula I, the liquid crystal compound with the number 2-8 is a liquid crystal compound with a general formula II, and the liquid crystal compound with the number 9-11 is a liquid crystal compound with a general formula III.
Example 7
The composition of the liquid-crystal mixtures of example 7 and the measurement parameters are shown in Table 9.
TABLE 9
Note: the liquid crystal compounds with the numbers 1-3 are liquid crystal compounds with the general formula I, the liquid crystal compounds with the numbers 4-10 are liquid crystal compounds with the general formula II, and the liquid crystal compounds with the numbers 11-13 are liquid crystal compounds with the general formula III.
Example 8
The composition of the liquid-crystal mixture of example 8 and the measurement parameters are shown in Table 10.
Watch 10
Note: the liquid crystal compounds with the serial numbers 1-3 are liquid crystal compounds with a general formula I, the liquid crystal compounds with the serial numbers 4-8 are liquid crystal compounds with a general formula II, and the liquid crystal compounds with the serial numbers 9-12 are liquid crystal compounds with a general formula III.
Example 9
The composition of the liquid-crystal mixture of example 9 and the measurement parameters are shown in Table 11.
TABLE 11
Note: the liquid crystal compound with the number 1 is a liquid crystal compound with a general formula I, the liquid crystal compound with the number 2-7 is a liquid crystal compound with a general formula II, and the liquid crystal compound with the number 8-11 is a liquid crystal compound with a general formula III.
Example 10
The composition of the liquid-crystal mixture of example 10 and the measurement parameters are shown in Table 12.
TABLE 12
Note: the liquid crystal compound with the number 1 is a liquid crystal compound with a general formula I, the liquid crystal compound with the number 2-8 is a liquid crystal compound with a general formula II, and the liquid crystal compound with the number 9-11 is a liquid crystal compound with a general formula III.
Comparative example 1
The composition of the liquid crystal mixture of comparative example 1 and the measurement parameters are shown in Table 13.
Watch 13
Comparative example 2
The composition of the liquid crystal mixture of comparative example 2 and the measurement parameters are shown in Table 14.
TABLE 14
Among them, the negative type liquid crystal compound in comparative example 1Instead of the compound of the formula II in example 1Comparative example 2 uses the compoundInstead of the compound of the formula III in example 1
From the above embodiments, it can be found that the liquid crystal mixture composed of the general formula I, the general formula II and the general formula III is particularly beneficial to increasing the voltage holding ratio of the system and the yield of the liquid crystal display; and can improve the viscosity of the system, adjust the optical anisotropy value of the system and improve the bending elastic coefficient k of the system33Thereby improving the response speed, improving the penetration rate of light in the whole system, being beneficial to energy saving and being beneficial to improving the contrast. When the liquid crystal mixture composed of the general formula I, the general formula II and the general formula III is mixed with other liquid crystal compounds of different types, the liquid crystal mixture with high reliability, proper optical anisotropy, dielectric anisotropy, high clearing point, lower viscosity and higher elastic coefficient can be obtained, and the liquid crystal mixture is particularly beneficial to manufacturing liquid crystal media with high reliability requirements. The above-mentioned measured parameters are related to the physicochemical properties of all the liquid crystal compounds constituting the liquid crystal medium, and the liquid crystal mixture of the present invention is mainly used for regulating the liquid crystal parameters of the system.
As can be seen from a comparison of example 1 and comparative example 1, when the liquid crystal compound of formula II is combined with formula I and formula III, a liquid crystal mixture with a higher voltage holding ratio can be obtained; it can be found by comparing example 1 with comparative example 2 that when the compound of formula III in example 2 is replaced by 4HHV, the voltage holding ratio, clearing point and elastic modulus of the liquid crystal mixture are all reduced, which is not favorable for improving the liquid crystal display yield, response speed and use temperature width. That is, the liquid crystal compound of the formula II can be combined with the liquid crystal compounds of the formula I and the formula III to obtain a liquid crystal mixture with higher yield and better display effect.
In combination with the above, liquid-crystal mixtures of the general formula I, II and III are particularly advantageous as regulatorsThe system voltage holding value can be adjusted, the system viscosity can be adjusted, the system optical anisotropy value can be adjusted, and the bending elastic coefficient k of the system can be improved33The liquid crystal display device has the advantages of improved temperature width of liquid crystal, high yield, quick response, low energy consumption and high contrast.
Although the present invention is not exhaustive of all liquid crystal mixtures claimed, it is anticipated by those skilled in the art that other liquid crystal materials of the same type can be obtained in a similar manner without creative efforts based on the disclosed embodiments, only by combining with their own professional efforts. 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 having a negative dielectric constant, characterized in that the liquid crystal composition comprises at least one liquid crystal compound having the general formula I, at least one liquid crystal compound having the general formula II and at least one liquid crystal compound having the general formula III,
the general formula I is:
wherein,
y and Y' are each independently selected from the group consisting of H, C1-C7 alkyl, C1-C7 alkoxy, wherein H may be substituted with cyclopentyl or F, CH2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O;
m is selected from 0, 1 or 2; n is selected from 0 or 1; k is selected from 1 or 2;
Z1selected from single bonds, O, CH2、CH2O、C2H4、C2H4O、C3H6、C3H6O、C4H8、C4H8O、OCH2O、OC2H4O、OC3H6O or OC4H8Any one of O, wherein H may be substituted with F;
when m is 1, the compound (A) is,is selected from Any one of the group consisting of (a), (b), (c), (d), (,
when m is 2, the formula includes twoNamely, it isIn the formula, two times occur, in each caseEach independently selected from Any one of the group consisting of (a), (b), (c), (d), (,
the general formula II is:
wherein, Y1And Y1' are each independently selected from the group consisting of H, C1 to C7 alkyl, C1 to C7 alkoxy, wherein Y1H in (1) may be substituted by F, CH2May be substituted by O or F, and adjacent two CHs2May not be simultaneously substituted by O; y is1In' H may 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;
r is selected from 0, 1 or 2; s is selected from 0 or 1; t is selected from 1 or 2;
Z2selected from single bonds, O, CH2、CH2O、C2H4、C2H4O、C3H6、C3H6O、C4H8、C4H8O、OCH2O、OC2H4O、OC3H6O or OC4H8Any one of O, wherein H may be substituted with F;
when the number r is 1, the number r,is selected from Any one of the group consisting of (a), (b), (c), (d), (,
when r is 2, the formula includes twoNamely, it isIn the formula, two times occur, in each caseEach independently selected from Any one of the group consisting of (a), (b), (c), (d), (,
the general formula III is:
wherein, Y2And Y2' independently selected from the group consisting of H, C1-C7 alkyl, C1-C7 alkoxy, wherein H may 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;
each independently selected from Any one of the group consisting of.
2. The liquid crystal composition of claim 1, wherein the formula I is
Wherein R, R' are independently selected from alkyl of H, C1-C7, alkoxy of C1-C7, 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.
3. The liquid crystal composition of claim 1, wherein the formula II is:
wherein R is1、R1' independently selected from the group consisting of H, C1-C7 alkyl, C1-C7 alkoxy, wherein H may 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.
4. The liquid crystal composition of claim 1, wherein the formula III is:
wherein R is2And R2' independently selected from the group consisting of H, C1-C7 alkyl, C1-C7 alkoxy, wherein H may 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.
5. Liquid crystal composition according to any of claims 1 to 4, characterized in that it further comprises at least one polar compound and/or at least one non-polar compound.
6. The liquid crystal composition of claim 1, wherein the liquid crystal compound having the general formula I is contained in the liquid crystal composition 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 general formula II is 0.1-75%, preferably 0.1-50%, and more preferably 0.1-30%; the weight content of the liquid crystal compound having the general formula III is 0.1-75%, and more preferably 0.1-50%.
7. The liquid crystal composition of claim 5, wherein the polar compound is a positive and/or negative compound, preferably a negative compound, wherein the negative compound is selected from one or more compounds of formulae IV 1-IV 52, and the non-polar compound is selected from one or more compounds of formulae V1-V27,
formulas IV 1-IV 52 are as follows:
in the formulae IV1 to IV52, R3And R4Each independently selected from H, C1-C7 alkyl, C1-C7 alkoxy, wherein H may 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; the alkyl with 1-7 carbon atoms is-CH3、-C2H5、-C3H7、-C4H9、-C5H11、-C6H13or-C7H15(ii) a The alkoxy group with 1-7 carbon atoms is preferably-OCH3、-OC2H5、-OC3H7、-OC4H9、-OC5H11、-OC6H13or-OC7H15，
The formulas V1-V27 are respectively as follows:
in the formulae V1 to V27, R5、R6Each independently selected from H, C1-C7 alkyl, C1-C7 alkoxy, wherein H may 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; the alkyl with 1-7 carbon atoms is-CH3、-C2H5、-C3H7、-C4H9、-C5H11、-C6H13or-C7H15(ii) a The C1-7 alkoxy groupIs preferably-OCH3、-OC2H5、-OC3H7、-OC4H9、-OC5H11、-OC6H13or-OC7H15，
Preferably, 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%.
8. The liquid crystal composition according to any one of claims 1 to 7, wherein the liquid crystal mixture further comprises a polymerizable compound with a mass fraction of 0 to 20%, and the polymerizable compound has a general formula as follows:
wherein
—T1and-T2Each independently representOr an epoxy group;
—W1-and-W2-each independently represents a single bond or an alkyl group having 1 to 8 carbon atoms;
—X1-and-X2-each independently represents a single bond, -O, -CO, -COO-or-OCO-;
—Z3-is selected from the group consisting of a single bond, -O-, -CO-, -COO-, -OCO, -CH2O—、—OCH2—、—C2H4—、—CF2O—、—OCF2—、-C≡C-、—CH＝CH—、 One or two of the group consisting of;
i is 0, 1 or 2;
each occurrence independently of the other represents-CH 2-substituted by O on unsubstituted or cyclohexyleneUnsubstituted or substituted by N for CH-on phenylene ringsWith H in the ring substituted by F
9. The liquid crystal composition of any one of claims 1 to 7, further comprising a stabilizer in an amount of 0 to 20% by mass, preferably the stabilizer is one or more compounds represented by general formulas VI1 to VI 5:
in the formulae VI1 to VI5, R9Is H, alkyl having 1 to 7 carbon atoms, or alkoxy having 1 to 7 carbon atoms, wherein H may be substituted with cyclopentyl or F, CH2May be substituted by cyclopentyl, O or F, and adjacent two CH groups2May not be simultaneously substituted by O; the alkyl and the alkoxy are linear or branched alkyl and alkoxy;
is selected from Any one of the group consisting of.
10. Use of a liquid crystal composition according to any of claims 1 to 9 in a liquid crystal display material or a liquid crystal display device, preferably in a negative-type display mode, preferably a VA, PSVA or FFS or like display mode.
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| CN114479879B (en) * | 2019-08-06 | 2024-05-14 | 晶美晟光电材料（南京）有限公司 | Liquid crystal composition with negative dielectric constant |
| CN115895676A (en) * | 2021-08-20 | 2023-04-04 | 江苏和成显示科技有限公司 | Liquid crystal composition and liquid crystal display device comprising same |
| CN115895676B (en) * | 2021-08-20 | 2023-09-15 | 江苏和成显示科技有限公司 | Liquid crystal composition and liquid crystal display device comprising same |
| 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 |
| CN116265569A (en) * | 2021-12-17 | 2023-06-20 | 晶美晟光电材料（南京）有限公司 | A kind of liquid crystal composition with low flicker value and application thereof |
| WO2024192585A1 (en) * | 2023-03-17 | 2024-09-26 | 京东方科技集团股份有限公司 | Liquid crystal display panel and liquid crystal display apparatus |
| CN117448010A (en) * | 2023-09-26 | 2024-01-26 | Tcl华星光电技术有限公司 | Liquid crystal composition and display panel |
| CN117448010B (en) * | 2023-09-26 | 2025-10-14 | Tcl华星光电技术有限公司 | Liquid crystal composition and display panel |
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