CN108690638B - Liquid crystal composition - Google Patents
Liquid crystal composition Download PDFInfo
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- CN108690638B CN108690638B CN201710219675.9A CN201710219675A CN108690638B CN 108690638 B CN108690638 B CN 108690638B CN 201710219675 A CN201710219675 A CN 201710219675A CN 108690638 B CN108690638 B CN 108690638B
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 120
- 239000000203 mixture Substances 0.000 title claims abstract description 45
- 150000001875 compounds Chemical class 0.000 claims abstract description 82
- 125000004432 carbon atom Chemical group C* 0.000 claims description 62
- 125000000217 alkyl group Chemical group 0.000 claims description 51
- 125000003342 alkenyl group Chemical group 0.000 claims description 43
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 23
- 229910052799 carbon Inorganic materials 0.000 claims description 23
- 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 8
- 239000000126 substance Substances 0.000 claims description 6
- 238000006467 substitution reaction Methods 0.000 claims description 4
- -1 1, 4-phenylene, fluoro-1, 4-phenylene Chemical group 0.000 claims description 3
- 230000003287 optical effect Effects 0.000 abstract description 18
- 230000004044 response Effects 0.000 abstract description 15
- 230000000052 comparative effect Effects 0.000 description 14
- 239000000463 material Substances 0.000 description 7
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
- 239000013256 coordination polymer Substances 0.000 description 6
- 238000005516 engineering process Methods 0.000 description 5
- 230000014759 maintenance of location Effects 0.000 description 4
- 230000006750 UV protection Effects 0.000 description 3
- 210000004027 cell Anatomy 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
- 238000009472 formulation Methods 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
- 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
- 239000003963 antioxidant agent Substances 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
- 125000000714 pyrimidinyl group Chemical group 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
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000009471 action Effects 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
- 230000005284 excitation Effects 0.000 description 1
- 230000002349 favourable effect Effects 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
- 239000000178 monomer Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 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
Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/44—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
Abstract
The invention discloses 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 at least comprises one compound shown as a formula II-A contained in the formula IIWherein each substituent is given its definition. The invention relates to compositions having a low viscosity gamma1High dielectric anisotropy delta epsilon and high optical anisotropy delta n, and can realize 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.
To solve the above problems, we made many studies and proposed the invention patent of CN 104946266A. Put forwardIs an infrastructure solution. The solution can solve the problems of low viscosity, moderate dielectric anisotropy, moderate or large optical anisotropy and quick response formulation, but is not sufficient when the requirements of low viscosity, high dielectric anisotropy and high optical anisotropy are simultaneously required.
Disclosure of Invention
The invention aims to provide a liquid crystal composition and a liquid crystal display element or a liquid crystal display comprising the same, wherein the liquid crystal composition has low viscosity, large K value, high response speed, high dielectric anisotropy delta epsilon, high 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 performances of wider nematic phase temperature range, higher birefringence anisotropy delta n, 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
Comprises one or more compounds represented by formula I and one or more compounds represented by formula II, and the liquid crystal composition at least comprises one compound represented by formula II-A contained in formula II
Wherein the content of the first and second substances,
R、R1、R2each independently represents an alkyl group having 1 to 9 carbon atoms or an alkenyl group having 2 to 9 carbon atoms, the alkyl group having 1 to 9 carbon atoms or the alkenyl group having 2 to 9 carbon atomsOne or more CH in alkenyl2May be substituted by O, and O cannot be directly connected;
y represents F, OCF3Or CF3;
(F) Represents H or F
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 compound shown in the formula I generally has good intersolubility with other liquid crystals, and particularly has high optical anisotropy delta n (larger than 0.220), wherein the optical anisotropy delta n slightly changes along with the change of R, Y, and particularly has low rotational viscosity gamma1。
Y represents OCF3Or CF3There will be a greater optical anisotropy Δ n, clearing point Cp, dielectric anisotropy Δ ∈ and a higher K value than for the representation F.
The compounds of formula II have very low rotational viscosity gamma1The liquid crystal has the advantages of nearly neutral dielectric anisotropy delta epsilon and smaller optical anisotropy delta n, and has great advantages in improving the viscosity and the low-temperature performance of the 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.
In the formulation of the fast response formula, because the compound shown in the formula I has larger optical anisotropy delta n, clearing point Cp, dielectric anisotropy delta epsilon and higher K value, under the same parameter requirement (same dielectric anisotropy delta epsilon, clearing point Cp, optical anisotropy delta n and K value), the lower clearing point of the compound shown in the formula II can be compensatedPoint Cp, less optical anisotropy Δ n, so that the compounds of formula II can be used more, thus giving the system a rotational viscosity γ1And lower, faster response speed is obtained.
The compounds of formula I and formula II are used in combination, and the proportion is adjusted, so that higher optical anisotropy delta n, proper clearing point Cp, lower rotational viscosity, higher K value and higher dielectric anisotropy delta epsilon can be obtained, and the characteristics of low box thickness and quick response of the current mainstream display can be well met.
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 (589 nm,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 1-40% 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 clouds and is easy to adsorb cations to cause the reduction of the electrical properties of the liquid crystal, such as charge retention rate
VHR, resistivity ρ, power consumption, etc.; pyridine and pyrimidine ring compounds are susceptible to degradation due to electron excitation under UV.
The compounds of the formula I are preferably those of the formulae I1 to I12:
wherein each n independently represents 1, 2, 3, 4 or 5;
the one or more compounds of formula II preferably comprise, in addition to the compound of formula II-A, one or more compounds of formulae II 1 to II 10:
the compound represented by the formula I is further preferably a compound represented by the formulae I1-1 to I9-8
The liquid crystal composition provided by the invention can also comprise one or more compounds shown as a formula III
Wherein R is3Represents an alkyl group having 1 to 9 carbon atoms or a C2 to 9Alkenyl, one or more CH in the alkyl with 1-9 carbon atoms or the alkenyl with 2-9 carbon atoms2May be substituted by O, and O cannot be directly connected;
The liquid crystal composition provided by the invention has the following preferable mass content of the compound shown in the formula III:
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. Preferred compounds of the formula III are R3Is represented by C1-C5A compound of a linear alkyl group.
One or more compounds shown as a formula IV can also be added into the liquid crystal composition provided by the invention
Wherein R is4Represents an alkyl group having 1 to 9 carbon atoms or an alkenyl group having 2 to 9 carbon atoms, wherein one or more CH groups are contained in the alkyl group having 1 to 9 carbon atoms or the alkenyl group having 2 to 9 carbon atoms2May be substituted by O, and O cannot be directly connected;
n0represents 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.
The compound of formula IV is preferably:
wherein R is4Represents an alkyl group having 1 to 9 carbon atoms or an alkenyl group having 2 to 9 carbon atoms, wherein one or more CH groups are contained in the alkyl group having 1 to 9 carbon atoms or the alkenyl group having 2 to 9 carbon atoms2May be substituted by O, and O cannot be directly connected.
The liquid crystal composition provided by the invention can also be added with one or more compounds shown as a formula V
Wherein R is5、R6Each independently represents an alkyl group having 1 to 9 carbon atoms or an alkenyl group having 2 to 9 carbon atoms, wherein one or more CH groups are contained in the alkyl group having 1 to 9 carbon atoms or the alkenyl group having 2 to 9 carbon atoms2May be substituted by O, and O cannot be directly connected;
Y1、Y2represents H or F, and does not simultaneously represent F;
The compound shown in the formula V preferably accounts for 2-15% of the liquid crystal composition provided by the invention.
Compounds of the formula V are preferably R5、R6Is represented by C1-C5A compound of a linear alkyl group. 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、R5Preferably C1-C5A linear alkyl group.
Wherein R is5、R6Each independently represents an alkyl group having 1 to 9 carbon atoms or an alkenyl group having 2 to 9 carbon atoms, wherein one or more CH groups are contained in the alkyl group having 1 to 9 carbon atoms or the alkenyl group having 2 to 9 carbon atoms2May be substituted by O, and O cannot be directly connected.
One or more compounds shown as a formula VI can also be added into the liquid crystal composition provided by the invention
Wherein R is7Represents an alkyl group having 1 to 9 carbon atoms or an alkenyl group having 2 to 9 carbon atoms, wherein one or more CH groups are contained in the alkyl group having 1 to 9 carbon atoms or the alkenyl group having 2 to 9 carbon atoms2May be substituted by O, and O cannot be directly connected;
R8represents F, alkyl with 1-9 carbon atoms or alkenyl with 2-9 carbon atoms, wherein one or more CH in the alkyl with 1-9 carbon atoms or the alkenyl with 2-9 carbon atoms2May be substituted by O, and O cannot be directly connected;
The compound shown in the formula VI preferably accounts for 5-30% of the liquid crystal composition provided by the invention by mass.
A compound of formula VI R7、R8Preferably represents C1-C5Straight chain alkyl or C2-C5A linear alkenyl group.
The compounds of the formula VI are furthermore preferably:
wherein R is7Each independently represents an alkyl group having 1 to 9 carbon atoms or an alkenyl group having 2 to 9 carbon atoms, wherein one or more CH groups are contained in the alkyl group having 1 to 9 carbon atoms or the alkenyl group having 2 to 9 carbon atoms2May be substituted by O, and O cannot be directly connected;
R8each independently represents F, an alkyl group having 1 to 9 carbon atoms or an alkenyl group having 2 to 9 carbon atoms, wherein one or more CH groups are contained in the alkyl group having 1 to 9 carbon atoms or the alkenyl group having 2 to 9 carbon atoms2May be substituted by O, and O cannot be directly connected;
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 is9Represents the number of carbon atoms1-9 alkyl or alkenyl with 2-9 carbon atoms, wherein one or more CH in the alkyl with 1-9 carbon atoms or the alkenyl with 2-9 carbon atoms2May be substituted by O, and O cannot be directly connected;
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-cyclohexylene2One or more of the groups formed by substitution with O;
p is selected from 2 or 3;
(F) each independently represents H or F.
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 epsilon and low rotational viscosity gamma1Can be used for preparing liquid crystal mixture for reducing liquid crystal driving voltage, and the compound R shown in the formula VII9Preferably C1-C5Straight chain alkyl or C2-C5A linear alkenyl group.
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, VIII-3 and/or VIII-4 on the basis of containing or not containing the compounds shown in formulas III, IV, V, VI and VII
Wherein the content of the first and second substances,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、Z3、Z4each independently represents a single bond, -CF2O-or-CH2O-;
m, k, g, o each independently represent 1, 2 or 3;
r represents 0, 1 or 2;
R10represents F, alkyl with 1-9 carbon atoms or alkenyl with 2-9 carbon atoms, wherein one or more CH in the alkyl with 1-9 carbon atoms or the alkenyl with 2-9 carbon atoms2May be substituted by O, and O cannot be directly connected;
R11、R12represents an alkyl group having 1 to 9 carbon atoms or an alkenyl group having 2 to 9 carbon atoms, wherein one or more CH groups are contained in the alkyl group having 1 to 9 carbon atoms or the alkenyl group having 2 to 9 carbon atoms2May be substituted by O, and O cannot be directly connected.
The compound represented by VIII-1 is particularly preferably:
the compound of formula VIII-2 is further preferably:
wherein R is10Each independently represents F, an alkyl group having 1 to 9 carbon atoms orAlkenyl with 2-9 carbon atoms, one or more CH in alkyl with 1-9 carbon atoms or alkenyl with 2-9 carbon atoms2May be substituted by O, and O cannot be directly connected;
the compounds of formula VIII-3 are furthermore preferably:
R11represents an alkyl group having 1 to 9 carbon atoms or an alkenyl group having 2 to 9 carbon atoms, wherein one or more CH groups are contained in the alkyl group having 1 to 9 carbon atoms or the alkenyl group having 2 to 9 carbon atoms2May be substituted by O, and O cannot be directly connected.
The VIII-4 compound 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 lower 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 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, high birefringence anisotropy, high dielectric anisotropy delta epsilon, 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,
p. shows the clearing point (. degree. C.) of the liquid crystal, the test apparatus: a Mettler-Toledo-FP System micro thermal analyzer;
γ 1 is rotational viscosity (mPa · s) and the test conditions are: at 25 ℃, INSTEC, ALCT-IR1 and 18 micron vertical box;
k11 is a torsional elastic constant, K33 is a splay elastic constant, and the test conditions are as follows: at 25 ℃, INSTEC, ALCT-IR1 and 18 micron vertical box;
Δ ∈ denotes dielectric anisotropy, Δ ∈/∈ where ∈/is the dielectric constant parallel to the molecular axis, ∈ ×) is the dielectric constant perpendicular to the molecular axis, test conditions: at 25 ℃, INSTEC, ALCT-IR1 and 18 micron vertical box;
Δ n represents optical anisotropy, Δ n-ne, where no is the refractive index of ordinary light, ne is the refractive index of extraordinary light, and the test conditions are as follows: 589nm,25 + -0.2 deg.C;
the liquid crystal monomer structure of the embodiment of the invention is represented by codes, and the code representation methods of the liquid crystal ring structure, the end group and the connecting group are shown in the following tables (I) and (II)
Table (one): corresponding code of ring structure
Table (ii): corresponding codes for end groups and linking groups
Examples are:
C(5)CCV1
3BB(3F)B(3F,5F)CF2OB(3F,4F,5F)
comparative example 1
Example 1
As can be seen from comparative example and example 1, 5BB (3F) B (3F,5F) CF2OB(3F,4F,5F),4BB(3F)B(3F,5F)CF2OB(3F,5F)OCF3Equal parts are replaced by 5BBB (3F,5F) CF2OB(3F,4F,5F),4BBB(3F,5F)CF2OB(3F,5F)OCF3The double shot Δ n increases, the clearing point Cp increases, and the rotational viscosity γ 1 is substantially leveled. The mixture provided by the invention has a higher liquid crystal phase range and a higher refractive index, and is excellent in the aspects of low-cell-thickness fast response (requiring large birefringence delta n) liquid crystal and wide-temperature liquid crystal application.
Since example K11Larger, although substantially equivalent, viscosities also allow faster response speeds to be achieved.
Comparative example 2
Example 2
Example 2 has a higher refractive index Δ n, a higher clearing point Cp, a higher dielectric anisotropy Δ ∈ and a higher K than comparative example 211。
Comparative example 3
Example 3
Example 3 has a higher refractive index Δ n, a higher clearing point and a higher K than comparative example 311。
Comparative example 4
Example 4
Example 4 has a higher refractive index Δ n, higher clarity than comparative example 4Bright point Cp, higher dielectric anisotropy Deltaepsilon and higher K11。
Comparative example 5
Example 5
Example 5 has a higher refractive index Δ n, a higher clearing point and a higher K than comparative example 511。
Comparative example 6
Example 6
Example 6 has a higher refractive index Δ n, a higher clearing point and a higher K than comparative example 611。
Comparative example 7
Example 7
Example 7 possessed a higher refractive index Δ n, a higher clearing point and a higher K than comparative example 711。
From the above examples it can be seen that: the liquid crystal composition has lower rotational viscosity gamma1A large optical anisotropy Deltan, a high dielectric anisotropy Deltasia, and a high K11The liquid crystal display can realize quick response when being used for liquid crystal display. Is especially suitable for liquid crystal materials for TN mode and IPS mode with low cell thickness.
Claims (6)
1. A liquid crystal composition comprising a compound represented by formula I5-2 and I5-6, a compound represented by formula II 2, a compound represented by formula II-A, a compound represented by formula III, and a compound represented by formula IV
Wherein the content of the first and second substances,
R3represents an alkyl group having 2 carbon atoms;
R4represents an alkyl group having 2 carbon atoms, n0Represents 1, (F) represents F;
the total content of the compounds shown in the formula I5-2 in percentage by mass is 6%, the total content of the compounds shown in the formula I5-6 in percentage by mass is 7%, the total content of the compounds shown in the formula II 2 in percentage by mass is 15%, the total content of the compounds shown in the formula II-A in percentage by mass is 35%, the total content of the compounds shown in the formula III in percentage by mass is 20%, and the total content of the compounds shown in the formula IV in percentage by mass is 5%.
2. The liquid crystal composition of claim 1, further comprising one or more compounds of formula v:
wherein R is5、R6Each independently represents an alkyl group having 1 to 9 carbon atoms or an alkenyl group having 2 to 9 carbon atoms, wherein one or more CH groups are contained in the alkyl group having 1 to 9 carbon atoms or the alkenyl group having 2 to 9 carbon atoms2May be substituted by O, and O cannot be directly connected;
Y1、Y2represents H or F, and does not simultaneously represent F;
3. The liquid crystal composition of claim 1, further comprising one or more compounds of formula vi:
wherein R is7Represents an alkyl group having 1 to 9 carbon atoms or an alkenyl group having 2 to 9 carbon atoms, the alkyl group having 1 to 9 carbon atomsOr one or more CH in alkenyl group having 2-9 carbon atoms2May be substituted by O, and O cannot be directly connected;
R8represents F, alkyl with 1-9 carbon atoms or alkenyl with 2-9 carbon atoms, wherein one or more CH in the alkyl with 1-9 carbon atoms or the alkenyl with 2-9 carbon atoms2May be substituted by O, and O cannot be directly connected;
4. The liquid crystal composition of claim 1, further comprising one or more compounds of formula vii:
wherein R is9Represents an alkyl group having 1 to 9 carbon atoms or an alkenyl group having 2 to 9 carbon atoms, wherein one or more CH groups are contained in the alkyl group having 1 to 9 carbon atoms or the alkenyl group having 2 to 9 carbon atoms2May be substituted by O, and O cannot be directly connected;
represents one or two unconnected CH's of 1, 4-phenylene, fluorinated 1, 4-phenylene, 1, 4-cyclohexylene, 1, 4-cyclohexenylene or 1, 4-cyclohexylene2A group formed by substitution with O;
p is selected from 2 or 3;
(F) each independently represents H or F.
5. The liquid crystal composition of claim 1, further comprising one or more compounds of formulae viii-1, viii-2, viii-3, and/or viii-4:
wherein the content of the first and second substances,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、Z3、Z4each independently represents a single bond, -CF2O-or-CH2O-;
m, k, g, o each independently represent 1, 2 or 3;
r represents 0, 1 or 2;
R10represents F, alkyl with 1-9 carbon atoms or alkenyl with 2-9 carbon atoms, wherein one or more CH in the alkyl with 1-9 carbon atoms or the alkenyl with 2-9 carbon atoms2May be substituted by O, and O cannot be directly connected;
R11、R12represents an alkyl group having 1 to 9 carbon atoms or an alkenyl group having 2 to 9 carbon atoms, wherein one or more CH groups are contained in the alkyl group having 1 to 9 carbon atoms or the alkenyl group having 2 to 9 carbon atoms2May be substituted by O, and O cannot be directly connected.
6. A liquid crystal display element or a liquid crystal display comprising the liquid crystal composition according to any one of claims 1 to 5; the liquid crystal display element or the liquid crystal display is an active matrix display element or a display or a passive matrix display element or a display.
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Citations (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1400279A (en) * | 2001-07-27 | 2003-03-05 | 默克专利股份有限公司 | Liquid crystal mixture |
EP1310542A1 (en) * | 2001-11-07 | 2003-05-14 | MERCK PATENT GmbH | Liquid crystalline compound, medium and display |
JP2005015473A (en) * | 2003-06-03 | 2005-01-20 | Chisso Corp | Polymerizable liquid crystalline compound having unsaturated bond and polymer of the same |
CN101652453A (en) * | 2007-02-19 | 2010-02-17 | 智索株式会社 | Liquid-crystal composition and liquid crystal display device |
CN102131896A (en) * | 2008-08-28 | 2011-07-20 | 智索株式会社 | Liquid crystal composition and liquid crystal display element |
CN102307968A (en) * | 2009-02-09 | 2012-01-04 | Jnc株式会社 | Liquid-crystal composition and liquid-crystal display device |
CN102732261A (en) * | 2011-04-07 | 2012-10-17 | 默克专利股份有限公司 | Liquid-crystalline medium and liquid-crystal display |
CN102924243A (en) * | 2012-03-27 | 2013-02-13 | 石家庄诚志永华显示材料有限公司 | Liquid crystal compound containing cyclopentyl and difluorometheneoxy linking group, preparation method and applications thereof |
EP2586847A1 (en) * | 2010-08-11 | 2013-05-01 | JNC Corporation | Liquid-crystal composition and liquid-crystal display element |
CN103555348A (en) * | 2013-11-07 | 2014-02-05 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition and application thereof |
CN103717708A (en) * | 2011-08-02 | 2014-04-09 | Dic株式会社 | Nematic liquid crystal composition |
WO2015029876A1 (en) * | 2013-08-30 | 2015-03-05 | Dic株式会社 | Nematic liquid crystal composition |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102004058002B4 (en) * | 2003-12-17 | 2014-01-09 | Merck Patent Gmbh | Liquid-crystalline medium and its use |
JP5353122B2 (en) * | 2008-08-27 | 2013-11-27 | Jnc株式会社 | Liquid crystal composition and liquid crystal display element |
CN103305233B (en) * | 2013-06-24 | 2014-08-06 | 北京八亿时空液晶科技股份有限公司 | Negative dielectric anisotropy liquid crystal composition and application thereof |
CN103351877B (en) * | 2013-07-04 | 2015-10-28 | 石家庄诚志永华显示材料有限公司 | A kind of positive dielectric fast response liquid crystal composition |
CN104673323B (en) * | 2015-02-04 | 2016-09-21 | 北京八亿时空液晶科技股份有限公司 | A kind of liquid-crystal composition containing 2-methyl-3,4,5-trifluoro-benzene liquid-crystal compounds and application thereof |
CN104946266B (en) * | 2015-07-13 | 2017-12-19 | 石家庄诚志永华显示材料有限公司 | Liquid-crystal composition |
-
2017
- 2017-04-06 CN CN201710219675.9A patent/CN108690638B/en not_active Expired - Fee Related
Patent Citations (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1400279A (en) * | 2001-07-27 | 2003-03-05 | 默克专利股份有限公司 | Liquid crystal mixture |
EP1310542A1 (en) * | 2001-11-07 | 2003-05-14 | MERCK PATENT GmbH | Liquid crystalline compound, medium and display |
JP2005015473A (en) * | 2003-06-03 | 2005-01-20 | Chisso Corp | Polymerizable liquid crystalline compound having unsaturated bond and polymer of the same |
CN101652453A (en) * | 2007-02-19 | 2010-02-17 | 智索株式会社 | Liquid-crystal composition and liquid crystal display device |
CN102131896A (en) * | 2008-08-28 | 2011-07-20 | 智索株式会社 | Liquid crystal composition and liquid crystal display element |
CN102307968A (en) * | 2009-02-09 | 2012-01-04 | Jnc株式会社 | Liquid-crystal composition and liquid-crystal display device |
EP2586847A1 (en) * | 2010-08-11 | 2013-05-01 | JNC Corporation | Liquid-crystal composition and liquid-crystal display element |
CN102732261A (en) * | 2011-04-07 | 2012-10-17 | 默克专利股份有限公司 | Liquid-crystalline medium and liquid-crystal display |
CN103717708A (en) * | 2011-08-02 | 2014-04-09 | Dic株式会社 | Nematic liquid crystal composition |
CN102924243A (en) * | 2012-03-27 | 2013-02-13 | 石家庄诚志永华显示材料有限公司 | Liquid crystal compound containing cyclopentyl and difluorometheneoxy linking group, preparation method and applications thereof |
WO2015029876A1 (en) * | 2013-08-30 | 2015-03-05 | Dic株式会社 | Nematic liquid crystal composition |
CN103555348A (en) * | 2013-11-07 | 2014-02-05 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition and application thereof |
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