CN107557019A - Liquid-crystal composition - Google Patents
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- CN107557019A CN107557019A CN201610498985.4A CN201610498985A CN107557019A CN 107557019 A CN107557019 A CN 107557019A CN 201610498985 A CN201610498985 A CN 201610498985A CN 107557019 A CN107557019 A CN 107557019A
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 145
- 239000000203 mixture Substances 0.000 title claims abstract description 56
- 150000001875 compounds Chemical class 0.000 claims abstract description 78
- 125000004432 carbon atom Chemical group C* 0.000 claims description 143
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 36
- 125000000217 alkyl group Chemical group 0.000 claims description 27
- 125000003342 alkenyl group Chemical group 0.000 claims description 19
- 125000003545 alkoxy group Chemical group 0.000 claims description 18
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 16
- 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
- 239000011159 matrix material Substances 0.000 claims description 9
- 238000006467 substitution reaction Methods 0.000 claims description 4
- -1 1, 4-phenylene, fluoro-1, 4-phenylene Chemical group 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 230000004044 response Effects 0.000 abstract description 20
- 230000003287 optical effect Effects 0.000 abstract description 9
- 239000013256 coordination polymer Substances 0.000 description 13
- 239000000463 material Substances 0.000 description 7
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
- 210000004027 cell Anatomy 0.000 description 6
- 238000005516 engineering process Methods 0.000 description 5
- 230000002349 favourable effect Effects 0.000 description 5
- 230000014759 maintenance of location Effects 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 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
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
- 239000010409 thin film Substances 0.000 description 3
- 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 2
- 101100132433 Arabidopsis thaliana VIII-1 gene Proteins 0.000 description 2
- 101100459319 Arabidopsis thaliana VIII-2 gene Proteins 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
- 230000009286 beneficial effect Effects 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
- 238000000034 method Methods 0.000 description 2
- 239000000178 monomer Substances 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
- 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
- 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
- 238000007796 conventional method Methods 0.000 description 1
- 238000006731 degradation reaction Methods 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
- 238000011156 evaluation Methods 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000009878 intermolecular interaction Effects 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
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Abstract
The invention provides a kind of liquid-crystal composition, and comprising compound shown in compound shown in one or more formulas I and one or more formulas II, and the liquid-crystal composition includes compound shown in the A of formula II：Wherein each substituent provides its definition.Composition provided by the present invention has low viscosity γ1, moderate dielectric anisotropy Δ ε, moderate optical anisotropy Δ n, it is possible to achieve the quick 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 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 epsilon, 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 comprising one or more compounds represented by formula i and one or more compounds represented by formula ii, and comprising a compound represented by formula ii-a:
wherein,
R1、R2、R3each independently represents an alkyl group having 1 to 9 carbon atoms, a fluorine-substituted alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 9 carbon atoms, a fluorine-substituted alkoxy group having 1 to 9 carbon atoms, an alkenyl group having 2 to 9 carbon atoms, a fluorine-substituted alkenyl group having 2 to 9 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
x represents H or F.
Represents a 1, 4-phenylene group1, 4-cyclohexylene or 1, 4-cyclohexenylene.
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.
The liquid crystal composition provided by the invention has a larger refractive index (suitable for low cell thickness) and a large elastic constant, and the response speed of the liquid crystal is inversely proportional to the elastic constant and directly proportional to the cell thickness (the thinner the cell thickness is, the faster the response is), so that the liquid crystal composition is very favorable for realizing quick response.
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，Δε[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 content of the compound shown as the formula II-A is preferably 20-40%, and the content of the compound shown as the formula II is preferably 25-55%;
the liquid crystal composition of the present invention contains no liquid crystal component having a-CN structure and contains a pyridine or pyrimidine ring compound. 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 compounds of formula I are preferably of formulae I1 to I8:
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 compound shown in the formula I generally has good intersolubility with other liquid crystals, and has a high clearing point CP (generally above 200 ℃), but with R1The alkyl chain length changes, and when the alkyl chain is longer, the clearing point CP is higher.
The compounds of formula I have a large dielectric anisotropy Deltaε of around 20 or more, owing to the substituents CF3The compounds I1 to I8 shown in the formula I have larger permanent dipole moments, especially the compounds I1 to I8 have larger permanent dipole moments, so that the dielectric anisotropy delta epsilon is relatively larger, belongs to a strong polar monomer and is beneficial to improving the dielectric anisotropy of a liquid crystal mixture. Has a terphenyl conjugated system and larger optical anisotropy delta n. Is favorable for increasing the delta n of the liquid crystal mixture and simultaneously increasing the dielectric anisotropy of the liquid crystal mixtureThe clearing point of the liquid crystal mixture is improved.
The compounds of formula II have very low rotational viscosity gamma1The liquid crystal composition has the advantages of nearly neutral dielectric anisotropy delta epsilon and smaller optical anisotropy delta n, and the liquid crystal composition 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 the general longer alkyl chain or alkenyl chain can increase the rotational viscosity gamma of the liquid crystal1While increasing the clearing point CP, but the compound gamma of the formula II-A1And the lowest.
The liquid crystal composition provided by the invention has a larger refractive index, is very suitable for low-cell-thickness liquid crystal, and is favorable for realizing quick response due to low-cell-thickness display; the composition also has a large elastic constant, and the response speed of the liquid crystal is inversely proportional to the elastic constant, so that the composition is very favorable for realizing quick response; the liquid crystal composition of the present invention more easily realizes a rapid response.
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 9 carbon atoms, a fluorine-substituted alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 9 carbon atoms, a fluorine-substituted alkoxy group having 1 to 9 carbon atoms, an alkenyl group having 2 to 9 carbon atoms, a fluorine-substituted alkenyl group having 2 to 9 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 represented by the formula III is particularly preferably:
the compound shown in the formula III has moderate optical anisotropy delta n, dielectric anisotropy delta epsilon of between 5 and 9 and lower 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 epsilon and gamma1And the like. Among the compounds represented by the formula III, R is preferred1Is represented by C1-C5A linear alkyl group of (1).
One or more compounds shown as the formula IV can be added into the liquid crystal composition provided by the invention
Wherein R is5Represents an alkyl group having 1 to 9 carbon atoms, a fluorine-substituted alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 9 carbon atoms, a fluorine-substituted alkoxy group having 1 to 9 carbon atoms, an alkenyl group having 2 to 9 carbon atoms, a fluorine-substituted alkenyl group having 2 to 9 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, 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.
Among the compounds represented by the formula IV, R is preferred1Is represented by C1-C5A linear alkyl group of (1). The compound shown in the formula IV has moderate delta epsilon and higher CP, and the lower viscosity is suitable for adjusting the viscosity, CP and delta epsilon 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 9 carbon atoms, a fluorine-substituted alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 9 carbon atoms, a fluorine-substituted alkoxy group having 1 to 9 carbon atoms, an alkenyl group having 2 to 9 carbon atoms, a fluorine-substituted alkenyl group having 2 to 9 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
Y3、Y4h or F, but not both;
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.
Compounds of formula V, preferably R6、R7Is represented by C1-C5A linear alkyl group of (1). The compound shown in the formula V has high CP, and is favorable for expanding the use temperature range of liquid crystal.
The compounds of the formula V are furthermore preferably:
a compound of formula V6、R7Preferably C1-C5A linear alkyl group.
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 9 carbon atoms, a fluorine-substituted alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 9 carbon atoms, a fluorine-substituted alkoxy group having 1 to 9 carbon atoms, an alkenyl group having 2 to 9 carbon atoms, a fluorine-substituted alkenyl group having 2 to 9 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 or 1, 4-cyclohexenylene;
R9represents F, an alkyl group having 1 to 9 carbon atoms, a fluorine-substituted alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 9 carbon atoms, a fluorine-substituted alkoxy group having 1 to 9 carbon atoms, an alkenyl group having 2 to 9 carbon atoms, a fluorine-substituted alkenyl group having 2 to 9 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 compounds of the formula VI are furthermore preferably:
the compounds shown in the formulas VI-1 and VI-2 have dielectric anisotropy delta epsilon 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 9 carbon atoms, a fluorine-substituted alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 9 carbon atoms, a fluorine-substituted alkoxy group having 1 to 9 carbon atoms, an alkenyl group having 2 to 9 carbon atoms, a fluorine-substituted alkenyl group having 2 to 9 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.
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 compounds of the formula VII are furthermore preferably:
the compound shown in the formula VII has larger dielectric anisotropy delta epsilon 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;
R11represents F, an alkyl group having 1 to 9 carbon atoms, a fluorine-substituted alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 9 carbon atoms, a fluorine-substituted alkoxy group having 1 to 9 carbon atoms, an alkenyl group having 2 to 9 carbon atoms, a fluorine-substituted alkenyl group having 2 to 9 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 shown in 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 a larger K value and a higher CP.
The compound represented by VIII-1 is preferably:
the compound represented by VIII-2 is preferably:
the compound represented by VIII-3 is preferably:
the liquid crystal composition has slightly different performances such as dielectric anisotropy delta epsilon, optical anisotropy delta n, transition temperature point CP of liquid crystal for converting nematic phase into liquid and stability under low temperature, can be applied to different display devices, but has the same characteristic 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 low viscosity, can realize quick response, has moderate and large dielectric anisotropy delta epsilon, large optical anisotropy delta n and high stability to heat and light, and is particularly suitable for low-cell-thickness quick response liquid crystal.
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.
DELTA.n represents optical anisotropy (589nm, 20 ℃ C.),
Δ ε denotes the dielectric anisotropy (25 ℃, 1KHz, HP4284A, 5.2 μm TN left-hand box),
γ1indicating the rotational viscosity (mpas) at 20 ℃ and VHR (%) representing the charge retention rate (5V,60Hz,20 ℃), ρ (. times.10)13Ω · cm) represents resistivity (20 ℃ C.)
Tester for voltage holding ratio VHR (%) and resistivity rho (x 10)13Ω · cm) were both TOYO06254 and TOYO6517 type liquid crystal physical property evaluation systems (test temperature 20 ℃, time 16ms, test cell 7.0 μm).
The liquid crystal monomer structure of the embodiment of the invention is represented by codes, and the code representation method of the liquid crystal ring structure, the end group and the connecting group is shown in the following table (I) and table (II) if unnecessary, the liquid crystal ring structure, the end group and the connecting group can be removed
Table (one): corresponding code of ring structure
Table (ii): corresponding codes for end groups and linking groups
Examples are:
comparative example 1
Example 1
Comparative example 1 15% 2CC B (3F,5F) BOCF3Replacement by 8% of 5CBB (3F,5F) BCF3+ 7% of 3CBB (3F,5F) BCF3To obtain the composition of example 1:
Δε[1KHz,20℃]：10.5
Δn[589nm,20℃]：0.120
K11：13.5
Cp：120℃
γ1：140mPa.s。
clearly, γ for the liquid crystal of example 11Decrease, Δ n, K11All are improved, and are particularly suitable for low-cell-thickness and fast-response liquid crystals.
Comparative example 2
Example 2
Comparative example 2 in which 7% of 3CCB (3F) B (3F,4F,5F) was replaced with 7% of 5CBB (3F,5F) BCF39% of 5CCB (3F,5F) BF was replaced with 9% of 5CBB (3F,5F) BCF3The composition of example 2 is obtained:
Δε[1KHz,20℃]：5.5
Δn[589nm,20℃]：0.105
Cp：135℃
γ1：150mPa.s。
clearly, γ for the liquid crystal of example 11The reduction, both the delta n and the delta epsilon are improved, and the liquid crystal is particularly suitable for low-box-thickness and quick-response liquid crystal.
Example 3
Example 4
Example 5
Example 6
Example 7
From the above examples it can be seen that: the liquid crystal combination of the inventionThe product has low rotational viscosity gamma1Larger delta n and higher CP, is particularly suitable for wide-temperature display and low-cell-thickness liquid crystal display, and is suitable for liquid crystal materials for TN and IPS modes.
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,
R1、R2、R3each independently represents the number of carbon atomsIs an alkyl group of 1 to 9, a fluorine-substituted alkyl group of 1 to 9 carbon atoms, an alkoxy group of 1 to 9 carbon atoms, a fluorine-substituted alkoxy group of 1 to 9 carbon atoms, an alkenyl group of 2 to 9 carbon atoms, a fluorine-substituted alkenyl group of 2 to 9 carbon atoms, an alkenyloxy group of 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group of 3 to 8 carbon atoms;
x represents H or F.
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 of compounds of formulae i 1-i 8:
the one or more compounds of formula II comprise one or more compounds of formulae II 1-II 10,
3. the liquid crystal composition of claim 1 or 2, further comprising one or more compounds of formula iii:
wherein,
R4represents an alkyl group having 1 to 9 carbon atoms, a fluorine-substituted alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 9 carbon atoms, a fluorine-substituted alkoxy group having 1 to 9 carbon atoms, an alkenyl group having 2 to 9 carbon atoms, a fluorine-substituted alkenyl group having 2 to 9 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,
R5represents an alkyl group having 1 to 9 carbon atoms, a fluorine-substituted alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 9 carbon atoms, a fluorine-substituted alkoxy group having 1 to 9 carbon atoms, an alkenyl group having 2 to 9 carbon atoms, a fluorine-substituted alkenyl group having 2 to 9 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,
R6、R7each independently represents an alkyl group having 1 to 9 carbon atoms, a fluorine-substituted alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 9 carbon atoms, a fluorine-substituted alkoxy group having 1 to 9 carbon atoms, an alkenyl group having 2 to 9 carbon atoms, a fluorine-substituted alkenyl group having 2 to 9 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
Y3、Y4h or F, but not both;
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 9 carbon atoms, a fluorine-substituted alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 9 carbon atoms, a fluorine-substituted alkoxy group having 1 to 9 carbon atoms, an alkenyl group having 2 to 9 carbon atoms, a fluorine-substituted alkenyl group having 2 to 9 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
R9represents F, an alkyl group having 1 to 9 carbon atoms, a fluorine-substituted alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 9 carbon atoms, a fluorine-substituted alkoxy group having 1 to 9 carbon atoms, an alkenyl group having 2 to 9 carbon atoms, a fluorine-substituted alkenyl group having 2 to 9 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 or 1, 4-cyclohexenylene.
7. The liquid crystal composition of claim 1 or 2, further comprising one or more compounds of formula vii:
wherein,
R10represents an alkyl group having 1 to 9 carbon atoms, a fluorine-substituted alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 9 carbon atoms, a fluorine-substituted alkoxy group having 1 to 9 carbon atoms, an alkenyl group having 2 to 9 carbon atoms, a fluorine-substituted alkenyl group having 2 to 9 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. The liquid crystal composition of any of claims 1 to 7, further comprising one or more compounds of formula viii-1, one or more compounds of formula viii-2, and/or one or more compounds of 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 9 carbon atoms, a fluorine-substituted alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 9 carbon atoms, a fluorine-substituted alkoxy group having 1 to 9 carbon atoms, an alkenyl group having 2 to 9 carbon atoms, a fluorine-substituted alkenyl group having 2 to 9 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, characterized in that the liquid crystal display element or the liquid crystal display comprises the liquid crystal composition according to any one of claims 1 to 8; 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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| 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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| CN111484857B (en) * | 2019-01-29 | 2023-08-08 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition, liquid crystal display element and liquid crystal display |
Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104066815A (en) * | 2012-02-03 | 2014-09-24 | 捷恩智株式会社 | Liquid crystal compound, liquid crystal composition, and liquid crystal display element |
| CN104927877A (en) * | 2015-07-13 | 2015-09-23 | 石家庄诚志永华显示材料有限公司 | Liquid crystal combination |
| CN105038814A (en) * | 2015-07-13 | 2015-11-11 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition |
| CN105567251A (en) * | 2016-01-13 | 2016-05-11 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition |
| CN105647543A (en) * | 2016-01-13 | 2016-06-08 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition |
| CN105694909A (en) * | 2016-01-13 | 2016-06-22 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition |
| CN105969403A (en) * | 2016-05-12 | 2016-09-28 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition |
| CN106010580A (en) * | 2016-05-25 | 2016-10-12 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition and application thereof |
| CN107459993A (en) * | 2016-06-06 | 2017-12-12 | 石家庄诚志永华显示材料有限公司 | A kind of stabilizer and the liquid-crystal composition comprising the stabilizer |
-
2016
- 2016-06-30 CN CN201610498985.4A patent/CN107557019A/en active Pending
- 2016-08-02 TW TW105124449A patent/TW201800561A/en unknown
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104066815A (en) * | 2012-02-03 | 2014-09-24 | 捷恩智株式会社 | Liquid crystal compound, liquid crystal composition, and liquid crystal display element |
| CN104927877A (en) * | 2015-07-13 | 2015-09-23 | 石家庄诚志永华显示材料有限公司 | Liquid crystal combination |
| CN105038814A (en) * | 2015-07-13 | 2015-11-11 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition |
| CN105567251A (en) * | 2016-01-13 | 2016-05-11 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition |
| CN105647543A (en) * | 2016-01-13 | 2016-06-08 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition |
| CN105694909A (en) * | 2016-01-13 | 2016-06-22 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition |
| CN105969403A (en) * | 2016-05-12 | 2016-09-28 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition |
| CN106010580A (en) * | 2016-05-25 | 2016-10-12 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition and application thereof |
| CN107459993A (en) * | 2016-06-06 | 2017-12-12 | 石家庄诚志永华显示材料有限公司 | A kind of stabilizer and the liquid-crystal composition comprising the stabilizer |
Non-Patent Citations (1)
| Title |
|---|
| 张智勇 等: "三氟甲基芳环类液晶的合成新方法", 《液晶与显示》 * |
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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