CN105038812A - Liquid crystal composition - Google Patents
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- CN105038812A CN105038812A CN201510407556.7A CN201510407556A CN105038812A CN 105038812 A CN105038812 A CN 105038812A CN 201510407556 A CN201510407556 A CN 201510407556A CN 105038812 A CN105038812 A CN 105038812A
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 127
- 239000000203 mixture Substances 0.000 title claims abstract description 46
- 150000001875 compounds Chemical class 0.000 claims abstract description 80
- 125000004432 carbon atom Chemical group C* 0.000 claims description 149
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 38
- 125000000217 alkyl group Chemical group 0.000 claims description 25
- 125000003342 alkenyl group Chemical group 0.000 claims description 20
- 125000003545 alkoxy group Chemical group 0.000 claims description 19
- 125000004955 1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])C([H])([*:1])C([H])([H])C([H])([H])C1([H])[*:2] 0.000 claims description 15
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 15
- 239000011159 matrix material Substances 0.000 claims description 9
- 229910052731 fluorine Inorganic materials 0.000 claims description 5
- 238000006467 substitution reaction Methods 0.000 claims description 4
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 4
- 101100132433 Arabidopsis thaliana VIII-1 gene Proteins 0.000 claims description 3
- 101100459319 Arabidopsis thaliana VIII-2 gene Proteins 0.000 claims description 3
- -1 1, 4-phenylene, fluoro-1, 4-phenylene Chemical group 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 230000004044 response Effects 0.000 abstract description 11
- 230000003287 optical effect Effects 0.000 abstract description 10
- 239000013256 coordination polymer Substances 0.000 description 13
- 239000000463 material Substances 0.000 description 7
- 238000005516 engineering process Methods 0.000 description 5
- 125000001153 fluoro group Chemical group F* 0.000 description 5
- 230000014759 maintenance of location Effects 0.000 description 5
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N C1CCCCC1 Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 3
- 230000006750 UV protection Effects 0.000 description 3
- 210000002858 crystal cell Anatomy 0.000 description 3
- 239000002019 doping agent Substances 0.000 description 3
- 230000005684 electric field Effects 0.000 description 3
- 239000010409 thin film Substances 0.000 description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 3
- 0 CCC*C(CC1)CCC1C(CC1)CCC1C=C Chemical compound CCC*C(CC1)CCC1C(CC1)CCC1C=C 0.000 description 2
- 239000004988 Nematic liquid crystal Substances 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 230000005670 electromagnetic radiation Effects 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 125000000714 pyrimidinyl group Chemical group 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 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
- UWCWUCKPEYNDNV-LBPRGKRZSA-N 2,6-dimethyl-n-[[(2s)-pyrrolidin-2-yl]methyl]aniline Chemical compound CC1=CC=CC(C)=C1NC[C@H]1NCCC1 UWCWUCKPEYNDNV-LBPRGKRZSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000021615 conjugation Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000009878 intermolecular interaction Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
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- Liquid Crystal Substances (AREA)
Abstract
The invention discloses a liquid crystal composition. The composition comprises one or more compounds as shown in a formula I and one or more compounds as shown in a formula II; meanwhile, the liquid crystal composition comprises a compound as shown in II-A in the specification, wherein each substituted group is given a definition. The composition provided by the invention has low viscosity gamma 1, moderate dielectric anisotropy delta e and moderate optical anisotropy delta n, and can achieve rapid response of liquid crystal display.
Description
Technical Field
The invention relates to the field of liquid crystal display, in particular to a liquid crystal composition and a liquid crystal display element or a liquid crystal display comprising the same.
Background
At present, the application range of liquid crystal compounds is expanding more and more, and the liquid crystal compounds can be applied to various displays, electro-optical devices, sensors and the like. The liquid crystal compounds used in the above display fields are various, and nematic liquid crystals are most widely used. Nematic liquid crystals have been applied in passive TN, STN matrix displays and systems with TFT active matrix.
Although the market for thin film transistor technology (TFT-LCD) applications is very large and the technology is mature in recent years, the demand for display technology is continuously increasing, especially in the aspects of achieving fast response, reducing driving voltage to reduce power consumption, etc. The liquid crystal material is one of important photoelectronic materials for liquid crystal displays, and plays an important role in improving the performance of the liquid crystal displays.
As liquid crystal materials, good chemical and thermal stability as well as stability to electric fields and electromagnetic radiation are required. As a liquid crystal material for thin film transistor (TFT-LCD) technology, it is required to have not only the above stability, but also a wide nematic phase temperature range, a suitable birefringence anisotropy, a very high resistivity, a good uv resistance, a high charge retention rate, and a low vapor pressure.
For dynamic image display applications, elimination of display image sticking and tailing requires the liquid crystal to have a fast response speed, and thus requires the liquid crystal to have a low rotational viscosity γ1(ii) a In additionIn addition, for portable devices, in order to reduce device power consumption, it is desirable that the driving voltage of the liquid crystal be as low as possible; on the other hand, in a display for television or the like, a driving voltage for liquid crystal is not so low.
Viscosity, especially rotational viscosity gamma, of liquid-crystalline compounds1Directly influencing the response time of the liquid crystal after power-up, regardless of the rise time (t)on) Or the fall time (t)off) All with the rotational viscosity gamma of the liquid crystal1Proportional relationship, rise time (t)on) The liquid crystal cell thickness can be adjusted by increasing the driving voltage and reducing the liquid crystal cell thickness due to the relation between the liquid crystal cell and the driving voltage; and a falling time (t)off) Irrespective of the driving voltage, mainly the elastic constant of the liquid crystal and the cell thickness, a decrease in cell thickness reduces the fall time (t)off) In different display modes, the movement modes of liquid crystal molecules are different, and the three modes of TN, IPS and VA are in inverse proportion to the average elastic constant K, the torsional elastic constant and the bending elastic constant respectively.
According to the theory of liquid crystal continuum, after various liquid crystals deform under the action of external force (electric field and magnetic field), the liquid crystals can rebound back to the original shape through the interaction between molecules; similarly, liquid crystals form "viscosity" due to intermolecular interaction forces. The small changes of the liquid crystal molecules can obviously change the conventional parameter performance of the liquid crystal, some changes have certain rules, some changes seem to be difficult to find the rules, and obvious influences can be generated on the interaction between the liquid crystal molecules, and the influences are very subtle, so far, a perfect theoretical explanation is not formed.
The viscosity of liquid crystal is related to the structure of liquid crystal molecules, and it is one of the important tasks of liquid crystal formulation engineers to study the relationship between the viscosity of liquid crystal system formed by different liquid crystal molecules and the structure of liquid crystal molecules.
Disclosure of Invention
The invention aims to provide a liquid crystal composition and a liquid crystal display element or a liquid crystal display containing the same, wherein the liquid crystal composition has low viscosity, can realize quick response, and simultaneously has moderate dielectric anisotropy delta, moderate optical anisotropy delta n and high stability to heat and light. The liquid crystal display element or the liquid crystal display comprising the liquid crystal composition has the advantages of wide nematic phase temperature range, proper birefringence anisotropy, very high resistivity, good ultraviolet resistance, high charge retention rate, low vapor pressure and the like.
In order to achieve the above-mentioned advantageous technical effects, the present invention provides a liquid crystal composition. The invention provides a liquid crystal composition which comprises one or more compounds shown as a formula I and one or more compounds shown as a formula II, and the liquid crystal composition comprises a compound shown as a formula II-A:
wherein X represents OCF3、CF3、OCF2H or F;
R1、R2、R3each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
represents a 1, 4-phenylene group, a 1, 4-cyclohexylene group or a 1, 4-cyclohexenylene group.
The liquid crystal composition provided by the invention must contain at least one compound shown in formula I, must contain a compound shown in formula II, namely a compound shown in formula II-A, and can also contain one or more compounds shown in formula II except the compound shown in formula II-A.
Preferably, the liquid crystal composition provided by the invention does not contain a liquid crystal compound containing-CN and does not contain a liquid crystal compound containing a pyridine or pyrimidine ring.
The liquid crystal compound of the present invention preferably contains no condensed ring structure.
The liquid crystal composition delta n (589nm, 25 deg.C) provided by the invention]>0.08，Δ[1KHz,25℃]>2, clearing Point Cp>Rotational viscosity gamma at 70.0 ℃1[25℃]Between 40 and 110 mPas.
The liquid crystal composition provided by the invention has the advantages that the compound shown in the formula I preferably accounts for 1-20% of the mass content; the compound shown in the formula II-A preferably accounts for 20-40% of the total mass; the compound represented by the formula II is preferably contained in an amount of 25 to 55% by mass.
CN has a large permanent dipole moment, is rich in electron cloud, and is easy to adsorb cations so as to reduce the electrical properties of the liquid crystal, such as charge retention rate VHR, resistivity rho, power consumption and the like; pyridine and pyrimidine ring compounds are susceptible to degradation due to electron excitation under UV.
The liquid crystal molecules with the condensed ring structure often have poor linearity and high viscosity, and the components are not beneficial to improving the response speed of the liquid crystal.
The substituents X are different, and formula I is specifically a compound shown as formula I1-I4:
compounds of formula IHas good intersolubility with other liquid crystals, and the X substituent can be F, OCF3、CF3、OCF2H, the substituents are different, so that the dielectric anisotropy delta of the compound shown in the formula I is between 8 and 16, the performance table shows that the difference exists, and under the condition that other substituents are the same, fluorine atoms have larger electronegativity and fluorocarbon bond dipole moment, so that a certain dipole moment in the molecular long axis direction can be formed, and the dielectric anisotropy delta of liquid crystals can be increased; the fluorine atoms of the trifluoromethoxy groups are more, the dipole moment is larger, the contribution to the dielectric anisotropy delta of the liquid crystal is larger than that of the fluorine atoms, and the molecules are lengthened, so that the clearing point CP of the liquid crystal is higher, and the K value is larger; trifluoromethyl and benzene ring form better linearity, dipole moment formed by fluorine atoms is more inclined to the direction of a molecular long axis, and I3 has larger dielectric anisotropy delta, higher clearing point CP and higher K value than I2 and I1 compounds, and has the defect of slightly larger viscosity; the difluoromethoxy I4 compound is close to a single fluorine atom in dielectric, but the clearing point CP of the liquid crystal is higher than that of I2 and I1.
Such as: r1For n-pentyl, Δ for I1 compounds is 9.2, Δ for I2 compounds is 11.5 and Δ for I3 compounds can reach 15.0.
The optical anisotropy Δ n of the I1-I4 compounds is within a suitable range, close to that of the mixed liquid crystals, but slightly different, between 0.11 and 0.13, and the optical anisotropy Δ n of the I2, I4 compounds is slightly larger due to the conjugation of oxygen atoms.
Said one or more compounds of formula II comprise one or more compounds of said formula II-A and preferably II 1-II 10,
the compounds of formula II have very low rotational viscosity gamma1The liquid crystal has the advantages of nearly neutral dielectric anisotropy delta and smaller optical anisotropy delta n, and the liquid crystal has the advantages of improving the viscosity and the low-temperature performance of liquid crystal. Rotational viscosity gamma of liquid crystals for different alkyl substituents1The clearing point CP has influence, and generally, the rotational viscosity gamma of the liquid crystal is increased by a longer alkyl chain or alkenyl chain1While increasing the clearing point CP, but the compound gamma of the formula II-A1And the lowest.
The liquid crystal composition provided by the invention can also be added with one or more compounds shown as a formula III
Wherein R is4Represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
represents a 1, 4-phenylene group, a 1, 4-cyclohexylene group or a 1, 4-cyclohexenylene group.
The compound shown in the formula III in the liquid crystal composition provided by the invention preferably has a mass content of 5-20%.
The compound of formula III is preferably:
the compound of formula III has moderate optical anisotropy delta n and dielectric anisotropy delta between 4 and 9, andlow rotational viscosity gamma1The clearing point CP is generally above 120 deg.C, and can be used for regulating mixed liquid crystal CP, delta n, delta, gamma1And the like. In the compound of formula III R4Preferably C1-C5Linear alkyl group of (1).
One or more compounds shown as a formula IV can also be added into the liquid crystal composition provided by the invention
Wherein R is5Represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
n represents 0 or 1;
(F) represents H or F.
The compound shown in the formula IV preferably accounts for 5-20% of the liquid crystal composition provided by the invention.
A compound R of formula IV5Preferably C1-C5A linear alkyl group. The compound shown in the formula IV has moderate delta and higher CP, and the lower viscosity is suitable for adjusting the viscosity, CP and delta of the liquid crystal.
The compounds of the formula IV are furthermore preferably:
the liquid crystal composition provided by the invention can also be added with one or more compounds shown as a formula V
Wherein R is6、R7Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
Y1、Y2each independently represents H or F, but not simultaneously F;
represents a 1, 4-phenylene group, a 1, 4-cyclohexylene group or a 1, 4-cyclohexenylene group.
The compound shown in the formula V preferably accounts for 2-15% of the liquid crystal composition provided by the invention.
The compound of the formula V has very high CP, and is favorable for expanding the use temperature range of liquid crystal.
The compound of formula V is preferably:
in the compound of formula V, R6、R7Preferably represents C1-C5Linear alkyl group of (1).
One or more compounds shown as a formula VI can also be added into the liquid crystal composition provided by the invention
Wherein R is8Represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
represents 1, 4-phenylene, 1, 4-cyclohexylene or 1, 4-cyclohexenylene;
represents 1, 4-phenylene, fluoro-1, 4-phenylene, 1, 4-cyclohexylene, 1, 4-cyclohexenylene;
R9f represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms.
The compound shown in the formula VI preferably accounts for 5-30% of the liquid crystal composition provided by the invention by mass.
The compound of formula vi is preferably:
the compounds shown in the formulas VI-1 and VI-2 have dielectric anisotropy delta close to neutrality and low rotational viscosity gamma1Has high clearing point and high K value, and can be used for adjusting K value and gamma value of liquid crystal1Thereby realizing a fast response. The terphenyl VI-5 compound has a large optical anisotropy delta n due to a large conjugated system, and is particularly suitable for preparing a mixed liquid crystal with a large refractive index.
The liquid crystal composition provided by the invention can be added with one or more compounds shown as a formula VII
Wherein R is10Represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
represents one or two unconnected CH in 1, 4-phenylene, fluorinated 1, 4-phenylene, 1, 4-cyclohexylene, 1, 4-cyclohexenylene and 1, 4-cyclohexylene2Substitution of one or more of the groups formed by oxygen;
p represents 2 or 3.
The liquid crystal composition provided by the invention has the preferable mass content of the compound shown in the formula VII of 5-55%.
The compound represented by the formula VII is preferably:
the compound shown in the formula VII has larger dielectric anisotropy delta and low rotational viscosity gamma1The liquid crystal compound can be used for regulating the liquid crystal mixture to reduce the liquid crystal driving voltage and accelerate the response speed of a display device.
The liquid crystal composition provided by the invention can also comprise one or more compounds containing naphthenic base shown in formulas VIII-1, VIII-2 and/or VIII-3 on the basis of containing or not containing the compounds shown in formulas III, IV, V, VI and VII
Wherein,each independently represents one or two unconnected CH groups in 1, 4-cyclohexylene group and 1, 4-cyclohexylene group2One or more of a group formed by substitution with O, 1, 4-phenylene and/or fluorinated 1, 4-phenylene;
Z1、Z2、Z3each independently represents a single bond, -CF2O-or-CH2O-；
m, k, g each independently represent 1, 2 or 3;
i represents 0, 1, 2;
R11f, an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, a carbon-1 to 10 alkoxy group, a fluorine-substituted alkoxy group having 1 to 10 carbon atomsAn alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
R12represents an alkyl group having 1 to 5 carbon atoms, a fluorine-substituted alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a fluorine-substituted alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, a fluorine-substituted alkenyl group having 2 to 5 carbon atoms, an alkenyloxy group having 3 to 5 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 5 carbon atoms.
The compound of the formula VIII does not contain a soft terminal alkyl chain, so that the compound has stronger rigidity, and the change of relative action among liquid crystal molecules shows larger K value and higher CP.
The VIII-1 compound is preferably:
the VIII-2 compound is preferably:
the VIII-3 compound is preferably:
the liquid crystal composition has slightly different performances such as dielectric anisotropy delta, optical anisotropy delta n, transition temperature point CP of liquid crystal for converting nematic phase into liquid and stability under low temperature, and can be applied to different display devices, but the same characteristic is that the rotational viscosity gamma of the liquid crystal composition is gamma1Lower. The liquid crystal display device can realize quick response.
The liquid crystal compound provided by the invention can also be added with dopants with various functions, the content of the dopants is preferably 0.01-1%, and the dopants are mainly antioxidants, ultraviolet absorbers and chiral agents.
The antioxidant and the ultraviolet absorber are preferably:
s represents an integer of 1 to 10.
The chiral agent is preferably (levorotatory or dextrorotatory):
the invention also relates to a liquid crystal display element or a liquid crystal display comprising any one of the liquid crystal compositions; the display element or display is an active matrix display element or display or a passive matrix display element or display.
The liquid crystal display element or liquid crystal display is preferably an active matrix addressed liquid crystal display element or liquid crystal display.
The active matrix display element or the display is specifically a TN-TFT or IPS-TFT liquid crystal display element or a display.
The liquid crystal composition provided by the invention has lower viscosity, can realize quick response, and simultaneously has moderate dielectric anisotropy delta, moderate optical anisotropy delta n and high stability to heat and light.
The liquid crystal material containing the liquid crystal composition provided by the invention not only has good chemical and thermal stability, but also has good stability to electric fields and electromagnetic radiation. In addition, the liquid crystal material for thin film transistor technology (TFT-LCD) has the performances of wide nematic phase temperature range, proper birefringence anisotropy, very high resistivity, good ultraviolet resistance, high charge retention rate, low vapor pressure and the like.
Detailed Description
The present invention will be further illustrated with reference to the following specific examples, but the present invention is not limited to the following examples. The method is a conventional method unless otherwise specified. The starting materials are commercially available from the open literature unless otherwise specified. The percentages are not specifically indicated, and are all mass percentages.
In the embodiment described below, it is preferred that,
CP represents clearing point, and is directly measured by using WRX-1S micro thermal analyzer, and the temperature rise rate is set to be 3 ℃/min.
Δ n represents optical anisotropy (589nm, 20oC),
delta represents the dielectric anisotropy (25 ℃, 1KHz, HP4284A, 5.2 micron TN left-hand box),
γ1representing the rotational viscosity (mpas) at 20 ℃ and VHR (%) representing the charge retention rate (5V,60Hz,20 ℃), ρ (. times.1013. OMEGA.cm) representing the resistivity (20 ℃)
Tester for voltage holding ratio VHR (%) and resistivity rho (x 10)13Omega cm) are TOYO06254 and TOYO6517 type liquid crystalEvaluation system (test temperature 20 ℃, time 16ms, test box 7.0 micron)
Example 1
Δ[1KHz,20℃]：8.3
Δn[589nm,20℃]：0.095
Cp：69℃
γ1：68mPa.s
Example 2
Δ[1KHz,20℃]：5.8
Δn[589nm,20℃]：0.102
Cp：110℃
γ1：127mPa.s。
Example 3
Δ[1KHz,20℃]：8.9
Δn[589nm,20℃]：0.145
Cp：128℃
γ1：200mPa.s。
Example 4
Δ[1KHz,20℃]：7.8
Δn[589nm,20℃]：0.108
Cp：89℃
γ1：84mPa.s。
Example 5
Δ[1KHz,20℃]：8.2
Δn[589nm,20℃]：0.100
Cp：90℃
γ1：111mPa.s。
Example 6
Δ[1KHz,20℃]：4.4
Δn[589nm,20℃]：0.101
Cp：68℃
γ1：71mPa.s。
Example 7
Δ[1KHz,20℃]：6.2
Δn[589nm,20℃]：0.101
Cp：68℃
γ1[25℃]：71mPa.s
From the above examples it can be seen that: the liquid crystal composition has lower rotational viscosity gamma 1, is used for liquid crystal display, and can realize quick response. Is particularly suitable for liquid crystal materials for TN mode and IPS mode.
Claims (10)
1. A liquid crystal composition comprising one or more compounds of formula i and one or more compounds of formula ii, and wherein said liquid crystal composition comprises a compound of formula ii-a:
wherein X represents OCF3、CF3、OCF2H or F;
R1、R2、R3each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
represents a 1, 4-phenylene group, a 1, 4-cyclohexylene group or a 1, 4-cyclohexenylene group.
2. The liquid crystal composition of claim 1, wherein the one or more compounds of formula I are one or more compounds of formulae I1-I4, and the one or more compounds of formula II comprise one or more compounds of formulae II 1-II 10,
wherein R is1Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms.
3. The liquid crystal composition of claim 1 or 2, further comprising one or more compounds of formula III
Wherein R is4Represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
represents a 1, 4-phenylene group, a 1, 4-cyclohexylene group or a 1, 4-cyclohexenylene group.
4. The liquid crystal composition of claim 1 or 2, further comprising one or more compounds of formula IV
Wherein R is5Represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
n represents 0 or 1;
(F) represents H or F.
5. The liquid crystal composition of claim 1 or 2, further comprising one or more compounds of formula V
Wherein R is6、R7Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
Y1、Y2each independently represents H or F, but not simultaneously F;
represents a 1, 4-phenylene group, a 1, 4-cyclohexylene group or a 1, 4-cyclohexenylene group.
6. The liquid crystal composition of claim 1 or 2, further comprising one or more compounds of formula VI
Wherein R is8Represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
each independently represents 1, 4-phenylene, fluoro-1, 4-phenylene, 1, 4-cyclohexylene or 1, 4-cyclohexenylene;
R9f, an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atomsAn alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms.
7. Liquid crystal composition according to claim 1 or 2, characterized in that it further comprises one or more compounds of formula VII
R10Represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
represents one or two CH groups which are not linked in 1, 4-phenylene, fluorinated 1, 4-phenylene, 1, 4-cyclohexylene, 1, 4-cyclohexenylene and/or 1, 4-cyclohexylene2Substitution of one or more of the groups formed by oxygen;
p represents 2 or 3.
8. A liquid crystal composition according to any of claims 1 to 7, further comprising one or more compounds of formula VIII-1, formula VIII-2 and/or formula VIII-3
Wherein,each independently represents one or two unconnected CH groups in 1, 4-cyclohexylene group and 1, 4-cyclohexylene group2One or more of a group formed by substitution with O, 1, 4-phenylene and/or fluorinated 1, 4-phenylene;
Z1、Z2、Z3each independently represents a single bond, -CF2O-or-CH2O-；
m, k, g each independently represent 1, 2 or 3;
i represents 0, 1, 2;
R11represents F, an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
R12represents an alkyl group having 1 to 5 carbon atoms, a fluorine-substituted alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a fluorine-substituted alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, a fluorine-substituted alkenyl group having 2 to 5 carbon atoms, an alkenyloxy group having 3 to 5 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 5 carbon atoms.
9. A liquid crystal display element or a liquid crystal display comprising the liquid crystal composition according to any one of claims 1 to 8, wherein the display element or display is an active matrix display element or display or a passive matrix display element or display.
10. The liquid crystal display element or the liquid crystal display according to claim 9, wherein the active matrix display element or the display is a TN-TFT or IPS-TFT liquid crystal display element or display.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113214083A (en) * | 2021-04-06 | 2021-08-06 | 北京八亿时空液晶科技股份有限公司 | Self-alignment polymerizable compound and application thereof |
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|---|---|---|---|---|
| WO1991016401A1 (en) * | 1990-04-13 | 1991-10-31 | MERCK Patent Gesellschaft mit beschränkter Haftung | Liquid crystalline medium |
| DE4203719A1 (en) * | 1991-04-11 | 1993-08-12 | Merck Patent Gmbh | New 2-substd. 1,3,4-tri: and 1,3,4,5-tetra:fluoro-benzene cpds. - used in liquid crystal medium for electro=optical display with positive dielectric anisotropy and wide nematic range |
| JPH07179374A (en) * | 1993-12-21 | 1995-07-18 | Dainippon Ink & Chem Inc | Production of fluorobiphenyl derivative |
| US5520846A (en) * | 1991-07-16 | 1996-05-28 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Liquid-crystalline medium |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1991016401A1 (en) * | 1990-04-13 | 1991-10-31 | MERCK Patent Gesellschaft mit beschränkter Haftung | Liquid crystalline medium |
| DE4203719A1 (en) * | 1991-04-11 | 1993-08-12 | Merck Patent Gmbh | New 2-substd. 1,3,4-tri: and 1,3,4,5-tetra:fluoro-benzene cpds. - used in liquid crystal medium for electro=optical display with positive dielectric anisotropy and wide nematic range |
| US5520846A (en) * | 1991-07-16 | 1996-05-28 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Liquid-crystalline medium |
| JPH07179374A (en) * | 1993-12-21 | 1995-07-18 | Dainippon Ink & Chem Inc | Production of fluorobiphenyl derivative |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113214083A (en) * | 2021-04-06 | 2021-08-06 | 北京八亿时空液晶科技股份有限公司 | Self-alignment polymerizable compound and application thereof |
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