CN109575943B - Liquid crystal composition and liquid crystal display device thereof - Google Patents
Liquid crystal composition and liquid crystal display device thereof Download PDFInfo
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- CN109575943B CN109575943B CN201710894377.XA CN201710894377A CN109575943B CN 109575943 B CN109575943 B CN 109575943B CN 201710894377 A CN201710894377 A CN 201710894377A CN 109575943 B CN109575943 B CN 109575943B
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/44—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
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- 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
- C09K19/46—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing esters
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- 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
- G02F1/137—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 characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering
Abstract
The invention discloses a liquid crystal composition, which comprises the following components in part by weight: at least one compound of formula I, and at least one compound of formula II. The invention also discloses a liquid crystal display device containing the liquid crystal composition. The liquid crystal composition provided by the invention has the advantages of larger absolute value of dielectric anisotropy, better low-temperature storage performance, larger optical anisotropy, higher clearing point, lower rotational viscosity and larger nematic phase temperature range, has the advantages of high response speed, high contrast ratio, good weather resistance and the like when being applied to a display device, and is particularly suitable for a liquid crystal display device driven by an active matrix thin film transistor (AM-TFT).
Description
Technical Field
The invention relates to the field of liquid crystal materials, in particular to a liquid crystal composition and a liquid crystal display device thereof.
Background
Liquid crystal display elements are used in various household electric appliances such as watches and calculators, measuring instruments, automobile panels, word processors, computers, printers, televisions, and the like. The display mode is classified into PC (phase change), TN (twisted nematic), STN (super twisted nematic), ECB (electrically controlled birefringence), OCB (optically compensated bend), IPS (in-plane switching), VA (vertical alignment), and the like, according to the type of the display mode. The driving method of the element is classified into a PM (passive matrix) type and an AM (active matrix) type. PM is classified into static (static) and multiplex (multiplex) types. AM is classified into a TFT (thin film transistor), an MIM (metal insulator metal), and the like. The types of TFTs are amorphous silicon (amorphous silicon) and polycrystalline silicon (polysilicon). The latter is classified into a high temperature type and a low temperature type according to a manufacturing process. Liquid crystal display elements are classified into a reflection type using natural light, a transmission type using backlight, and a semi-transmission type using both light sources of natural light and backlight, depending on the type of light source.
In the display of low information amount, passive driving is generally adopted, but as the information amount increases, the display size and the number of display paths increase, and the crosstalk and contrast reduction phenomenon become serious, so that Active Matrix (AM) driving is generally adopted, and at present, Thin Film Transistors (TFTs) are often adopted for driving. In an AM-TFT element, the TFT switching devices are addressed in a two-dimensional grid, charge up the pixel electrodes for a finite time on, and then turn off until they are addressed again in the next cycle. Therefore, between two addressing periods, it is not desirable that the voltage on the pixel is changed, otherwise the transmittance of the pixel is changed, resulting in unstable display. The rate of discharge at a pixel depends on the electrode capacity and the resistivity of the dielectric material between the electrodes. Therefore, the liquid crystal material is required to have higher resistivity, and simultaneously, the material is required to have proper optical anisotropy delta n (the delta n value is generally about 0.08-0.10) and lower threshold voltage so as to achieve the purposes of reducing driving voltage and reducing power consumption; it is also desirable to have a lower viscosity to meet the need for a fast response. Such liquid crystal compositions have been reported in many documents, for example, WO9202597, WO9116398, WO9302153, WO9116399, CN1157005A and the like.
The liquid crystal display element contains a liquid crystal composition having a nematic phase. The composition has suitable properties. By improving the characteristics of the composition, an AM element having good characteristics can be obtained. The correlation between the characteristics of the two is summarized in the following Table 1. The properties of the composition are further illustrated based on commercially available AM elements. The temperature range of the nematic phase is associated with the temperature range in which the element can be used. The upper limit temperature of the nematic phase is preferably about 70 ℃ or higher, and the lower limit temperature of the nematic phase is preferably about-10 ℃ or lower. The viscosity of the composition correlates to the response time of the element. In order to display a moving image by the device, it is preferable that the response time is short. Ideally shorter than 1 millisecond of response time. Therefore, it is preferable that the viscosity in the composition is small. More preferably, the viscosity at low temperature is low.
TABLE 1 Properties of the compositions and AM elements
Numbering | Properties of the composition | Characteristics of AM element |
1 | Wide temperature range of nematic phase | Wide temperature range |
2 | Low viscosity | Short response time |
3 | Appropriate optical anisotropy | High contrast |
4 | Large positive or negative dielectric anisotropy | Low threshold voltage, low power consumption and high contrast |
5 | High resistivity | High voltage holding ratio and high contrast |
6 | UV and heat stabilization | Long service life |
7 | Large elastic constant | Short response time and high contrast |
A liquid crystal display element containing a liquid crystal composition having a large absolute value of dielectric anisotropy can reduce the base voltage value, reduce the driving voltage, and further reduce the power consumption.
The liquid crystal display element containing the liquid crystal composition with lower threshold voltage can effectively reduce the power consumption of display, and has longer endurance time particularly in consumables, such as portable electronic products like mobile phones, tablet computers and the like. However, in a liquid crystal composition having a low threshold voltage (generally, containing a large dielectric polar group), the degree of molecular order is low, and the Kave value reflecting the degree of molecular order of the liquid crystal is also reduced, thereby affecting the light leakage and contrast of the liquid crystal material, and it is generally difficult to achieve both of them.
The liquid crystal composition with low viscosity can improve the response speed of the liquid crystal display element. When the response speed of the liquid crystal display element is high, the liquid crystal display element is applicable to animation display. In addition, when the liquid crystal composition is injected into the cell of the liquid crystal display device, the injection time can be shortened, and the workability can be improved.
The prior art discloses a liquid crystal composition with lower power consumption and faster response, such as patent document CN102858918A, but the liquid crystal composition in the prior art has the problems of environmental protection (such as use of chlorine-containing compounds), short service life (such as poor UV or thermal stability), low contrast (such as whitening of a display screen under sunlight), and incapability of balancing the performance requirements of proper optical anisotropy, proper dielectric anisotropy, high voltage holding ratio, UV resistance stability and high temperature stability in liquid crystal televisions, tablet computers, and the like, and cannot simultaneously meet all-aspect indexes.
From the preparation angle of the liquid crystal material, various performances of the liquid crystal material are mutually influenced by the influence, and other performances may be changed by the improvement of a certain performance index. Therefore, creative efforts are often required to prepare liquid crystal materials having suitable properties in all aspects.
The liquid crystal material is an important component of the liquid crystal display, and the liquid crystal display has great market demand at present, is mostly used in electronic and electric products, but has a short life cycle. The problem of waste pollution naturally exists in a short life cycle, and under the condition that the current green environmental protection problem is increasingly emphasized by various social circles, if the problem can be controlled from a source, namely, an environment-friendly green material is selected in the modulation process of the liquid crystal material, the environmental cost for treating the waste liquid crystal display can be greatly reduced. Therefore, creative labor is often needed to prepare the liquid crystal material with proper performance in all aspects, economy and environmental protection.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and provide a liquid crystal composition which has large optical anisotropy, large absolute value of dielectric anisotropy, higher clearing point, good low-temperature storage stability, larger nematic phase temperature range and low rotational viscosity, and a liquid crystal display device comprising the liquid crystal composition.
In order to achieve the above object, one aspect of the present invention provides a liquid crystal composition comprising:
at least one compound of the general formula I
At least one compound of the general formula II
Wherein the content of the first and second substances,
R1represents a substituted or unsubstituted, linear or branched alkyl or alkoxy group having 1 to 12 carbon atoms, a substituted or unsubstituted, linear or branched alkenyl or alkenyloxy group having 2 to 12 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms or CH3(CH2)pO(CH2)qO-wherein one or more-CH groups in said cycloalkyl group having 3 to 6 carbon atoms2-may be substituted by-O-or-N ═ N;
R2and R3Each independently represents H, a substituted or unsubstituted, linear or branched alkyl or alkoxy group having 1 to 12 carbon atoms, a substituted or unsubstituted, linear or branched alkenyl or alkenyloxy group having 2 to 12 carbon atoms, wherein R2And R3At least one of which represents a substituted or unsubstituted, linear or branched alkenyl or alkenyloxy group containing from 2 to 12 carbon atoms;
x represents-H, -F, -CN, -NCS, a halogenated or non-halogenated alkyl or alkoxy radical having 1 to 5 carbon atoms, a halogenated or non-halogenated alkenyl or alkenyloxy radical having 2 to 5 carbon atoms, CH3(CH2)pO(CH2)qO-;
p is an integer of 0 to 12, q is a positive integer of 1 to 12;
ring (C)Ring (C)Or ringsEach independently represent OrWherein the content of the first and second substances,andin one or more-CH2-can be replaced by-O-,wherein one or more-H may be substituted by-F;
X1、X2、X3And X4Each independently represents-H, -CH3or-F;
Z1、Z2and Z3Each independently represents a single bond, -CH2O-、-OCH2-、-CH=CH-、-CH2CH2-、-CF2O-or-OCF2-;
m and n each independently represent 0, 1 or 2;
a represents 0 or 1; the liquid crystal composition comprises at least one R1And/or X is CH3(CH2)pO(CH2)qO-, said compound of the general formula I.
The compound with the structure of the general formula I is different from the compound with the structure of the general formula II.
The compound with the structure of the general formula I is a dielectric positive compound.
The compound with the structure of the general formula II is a dielectric neutral compound.
In some embodiments of the invention, the compound of formula i is selected from the group consisting of:
wherein the content of the first and second substances,
R1represents a substituted or unsubstituted, linear or branched alkyl or alkoxy group having 1 to 12 carbon atoms, a substituted or unsubstituted, linear or branched alkenyl or alkenyloxy group having 2 to 12 carbon atoms, CH3(CH2)pO(CH2)qO-;
X represents-H, -F, -CN, -CF3、-OCF3、Alkyl or alkoxy having 1 to 5 carbon atoms, alkenyl or alkenyloxy having 2 to 5 carbon atoms, CH3(CH2)pO(CH2)qO-;
p is an integer of 0 to 12, and q is a positive integer of 1 to 12.
In some embodiments of the invention, preferably, R1Represents a substituted or unsubstituted, linear or branched alkyl or alkoxy group having 1 to 7 carbon atoms, a substituted or unsubstituted, linear or branched alkenyl or alkenyloxy group having 2 to 7 carbon atoms, CH3(CH2)pO(CH2)qO-。
In some embodiments of the invention, preferably, X represents-F, -CN, -CF3、-OCF3、Alkyl or alkoxy having 1 to 5 carbon atoms, alkenyl or alkenyloxy having 2 to 5 carbon atoms, CH3(CH2)pO(CH2)qO-。
In some embodiments of the present invention, preferably q is a positive integer from 1 to 10.
In some embodiments of the invention, the compound of formula I is preferably selected from the group consisting of compounds of formulae I-1, I-3, I-7, I-12, I-22, I-23, I-25, I-37, I-38, I-47, I-48, I-49, I-50, I-61, I-62 or I-68, and wherein at least one compound R is1And/or X is CH3(CH2)pO(CH2)qO-。
In some embodiments of the invention, the compound of formula ii is selected from the group consisting of:
wherein the content of the first and second substances,
R21and R31Each independently represents H, an alkyl or alkoxy group having 1 to 7 carbon atoms, an alkenyl or alkenyloxy group having 2 to 7 carbon atoms, and R21And R31At least one of which is an alkenyl or alkenyloxy group containing 2 to 7 carbon atoms.
In some embodiments of the present invention, the compound of formula II-1 is present in an amount of from 15 to 50%, preferably from 20 to 50%, and more preferably from 23 to 50% by weight based on the total weight of the liquid crystal composition.
In some embodiments of the present invention, the compound of formula II-2 is present in an amount of 0 to 25%, preferably 0 to 20%, and more preferably 0 to 15% by weight based on the total weight of the liquid crystal composition.
In some embodiments of the present invention, the compound of formula II-3 is present in an amount of 0 to 35%, preferably 0 to 30%, and more preferably 3 to 25% by weight based on the total weight of the liquid crystal composition.
In some embodiments of the present invention, the compound of formula II-4 is present in an amount of 0 to 35%, preferably 0 to 30%, and more preferably 1 to 25% by weight based on the total weight of the liquid crystal composition.
In some embodiments of the present invention, the compound of formula II-5 is present in an amount of 0 to 25%, preferably 0 to 20%, and more preferably 1 to 15% by weight based on the total weight of the liquid crystal composition.
In some embodiments of the present invention, the compound of formula II-1 is selected from the group consisting of:
in some embodiments of the present invention, the compound of formula II-2 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula II-3 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula II-4 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula II-5 is selected from the group consisting of:
in some embodiments of the present invention, the compound of formula II-1-1 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula II-1-2 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula II-2-1 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula II-2-2 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula II-2-3 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula II-2-4 is selected from the group consisting of:
in some embodiments of the invention, the compounds of formula II-2-5 are selected from the group consisting of:
in some embodiments of the invention, the compounds of formula II-2-6 are selected from the group consisting of:
in some embodiments of the present invention, the compound of formula II-3-1 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula II-3-2 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula II-3-3 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula II-4-1 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula II-4-2 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula II-5-1 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula II-5-2 is selected from the group consisting of:
in some embodiments of the present invention, the liquid crystal composition further comprises 0-30% by total weight of the liquid crystal composition of a compound of formula iii:
wherein the content of the first and second substances,
R5and, R6Each independently represents a linear or branched alkyl or alkoxy group having 1 to 12 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms;
Z4、Z5and Z6Each independently represents a single bond, -COO-, -OCO-, -CH2O-、-OCH2-or-CH2CH2-;
And b and c independently represent 0 or 1.
In some embodiments of the invention, the compound of formula iii is selected from the group consisting of:
wherein the content of the first and second substances,
R51、R52、R53、R61、R62and R63Each independently represents an alkyl or alkoxy group having 1 to 12 carbon atoms,Or
In some embodiments of the invention, the compound of formula III-1 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-2 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-3 is selected from the group consisting of:
wherein the content of the first and second substances,
R51、R52、R53、R61、R62and R63Each independently represents an alkyl or alkoxy group having 1 to 7 carbon atoms.
In some embodiments of the invention, the compound of formula III-1-1 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-1-2 is selected from the group consisting of:
in some embodiments of the invention, the compounds of formulas III-1-3 are selected from the group consisting of:
in some embodiments of the invention, the compounds of formulas III-1-4 are selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-2-1 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-2-2 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-2-3 is selected from the group consisting of:
in some embodiments of the invention, the compounds of formula III-2-4 are selected from the group consisting of:
in some embodiments of the invention, the compounds of formula III-2-5 are selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-3-1 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-3-2 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-3-3 is selected from the group consisting of:
in some embodiments of the invention, the compounds of formula III-3-4 are selected from the group consisting of:
in some embodiments of the invention, the compounds of formula III-3-5 are selected from the group consisting of:
in some embodiments of the present invention, the compound of formula I is 10-90% of the total weight of the liquid crystal composition, the compound of formula II is 10-90% of the total weight of the liquid crystal composition, and the compound of formula III is 0-30% of the total weight of the liquid crystal composition.
In some embodiments of the present invention, the compound of formula I is 15-80% of the total weight of the liquid crystal composition, the compound of formula II is 20-85% of the total weight of the liquid crystal composition, and the compound of formula III is 0-25% of the total weight of the liquid crystal composition.
In some embodiments of the present invention, the compound of formula I is 20-75% of the total weight of the liquid crystal composition, the compound of formula II is 25-80% of the total weight of the liquid crystal composition, and the compound of formula III is 0-20% of the total weight of the liquid crystal composition.
In some embodiments of the present invention, the compound of formula I is present in an amount of 25 to 70% by weight, the compound of formula II is present in an amount of 25 to 75% by weight, and the compound of formula III is present in an amount of 0 to 15% by weight, based on the total weight of the liquid crystal composition.
In some embodiments of the present invention, the compound of formula I is present in an amount of 25 to 70% by weight, the compound of formula II is present in an amount of 30 to 75% by weight, and the compound of formula III is present in an amount of 0 to 12% by weight, based on the total weight of the liquid crystal composition.
In some embodiments of the present invention, the compound of formula I is preferably selected from the group consisting of I-7, I-3, I-12, I-2, I-68, I-49, I-1, I-25, I-47, I-38, I-37, I-63, and I-80.
In some embodiments of the invention, the compound of formula II is preferably selected from the group consisting of II-1-1-2, II-1-2-2, II-3-1-1, II-3-3-1, II-2-6-1, and II-5-2-2.
In some embodiments of the invention, the compound of formula III is preferably selected from the group consisting of III-1-3-4, III-3-1-5 and III-3-5-6.
In another aspect, the present invention provides a liquid crystal composition further comprising one or more additives known to those skilled in the art and described in the literature. For example, pleochroic dyes and/or chiral dopants may be added in an amount of 0-15% by weight based on the total weight of the liquid crystal composition.
The following shows possible dopants which are preferably added to the mixtures according to the invention.
In the embodiment of the present invention, it is preferable that the dopant accounts for 0 to 5% by weight of the total weight of the liquid crystal composition; more preferably, the dopant is present in an amount of 0 to 1% by weight based on the total weight of the liquid crystal composition.
The stabilizers which may be added to the mixtures according to the invention are mentioned below, for example.
Preferably, the stabilizer is selected from the group consisting of the stabilizers shown below.
In the embodiment of the present invention, preferably, the stabilizer is 0 to 5% by weight of the total weight of the liquid crystal composition; more preferably, the stabilizer is 0-1% of the total weight of the liquid crystal composition; as a particularly preferred embodiment, the stabilizer is 0 to 0.1% by weight of the total weight of the liquid crystal composition.
In another aspect, the present invention also provides a liquid crystal display device comprising the above liquid crystal composition.
The compound of the general formula I is combined with the alkene structure in the general formula II, so that a liquid crystal composition containing the compound has higher clearing point, larger absolute value of dielectric anisotropy, larger optical anisotropy and smaller rotational viscosity, and particularly, the compound of the general formula I contains CH3(CH2)pO(CH2)qThe compound of O-group, so that the liquid crystal composition has better low-temperature stability, and thus a display device comprising the liquid crystal composition has better weather resistance.
The liquid crystal composition provided by the invention has the advantages of larger absolute value of dielectric anisotropy, better low-temperature storage performance, larger optical anisotropy, higher clearing point, lower rotational viscosity and larger nematic phase temperature range, has the advantages of high response speed, high contrast ratio, good weather resistance and the like when being applied to a display device, and is particularly suitable for a liquid crystal display device driven by an active matrix thin film transistor (AM-TFT).
Detailed Description
The invention will be illustrated below with reference to specific embodiments. It should be noted that the following examples are illustrative of the present invention, and are not intended to limit the present invention. Other combinations and various modifications within the spirit or scope of the present invention may be made without departing from the spirit or scope of the present invention.
For convenience of expression, in the following examples, the group structure of the liquid crystal composition is represented by the code listed in Table 2:
TABLE 2 radical structural code of liquid crystal compounds
Compounds of the following formula are exemplified:
the structural formula is represented by the code listed in Table 1, and can be expressed as: nCCGF, wherein n in the code represents the number of C atoms of the left alkyl group, for example, n is 3, namely, the alkyl group is-C3H7(ii) a C in the code represents cyclohexane, G represents 2-fluoro-1, 4-phenylene and F represents fluorine.
The abbreviated codes of the test items in the following examples are as follows:
cp clearing Point (nematic-isotropic phase transition temperature, ° C)
Δ n optical anisotropy (589nm, 25 ℃ C.)
Delta epsilon dielectric anisotropy (1KHz, 25 ℃ C.)
Gamma 1 rotational viscosity (mPas at 25 ℃ C.)
t-40℃Low temperature storage conditions (at-40 ℃ C.)
Wherein the content of the first and second substances,
the optical anisotropy is obtained by testing an Abbe refractometer under a sodium lamp (589nm) light source at 25 ℃;
Δε=ε∥-ε⊥wherein, epsilon∥Is a dielectric constant parallel to the molecular axis,. epsilon⊥For the dielectric constant perpendicular to the molecular axis, test conditions: the test box is TN90 type at 25 deg.C and 1KHz, and has a thickness of 7 μm.
Gamma 1 is obtained by testing an LCM-2 type liquid crystal physical property evaluation system; the test temperature is 25 ℃, and the test voltage is 300V-400V.
The components used in the following examples can be synthesized by a known method or obtained commercially. These synthesis techniques are conventional, and the resulting liquid crystal compounds were tested to meet the standards for electronic compounds.
Liquid crystal compositions were prepared according to the compounding ratios of the liquid crystal compositions specified in the following examples. The liquid crystal composition is prepared according to the conventional method in the field, such as heating, ultrasonic wave, suspension and the like, and is mixed according to the specified proportion.
Liquid crystal compositions given in the following examples were prepared and studied. The composition of each liquid crystal composition and the results of the performance parameter test thereof are shown below.
Comparative example 1
The liquid crystal composition of comparative example 1, which was filled between two substrates of a liquid crystal display and subjected to a performance test, was prepared with each compound and weight percentage as listed in table 3, and the test data are shown in the following table:
TABLE 3 liquid crystal composition formula and its test performance
Example 1
The liquid crystal composition of example 1 was prepared according to the compounds and weight percentages listed in table 4, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 4 liquid crystal composition formula and its test performance
Example 2
The liquid crystal composition of example 2 was prepared according to the compounds and weight percentages listed in table 5, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 5 liquid crystal composition formulations and their test properties
As can be seen from examples 1 and 2 above, the liquid crystal compositions of examples 1 and 2 have a higher clearing point, a larger optical anisotropy, a larger absolute value of dielectric anisotropy, a smaller rotational viscosity, and a better low-temperature stability than those of comparative example 1.
Comparative example 2
The liquid crystal composition of comparative example 2, which was filled between two substrates of a liquid crystal display and subjected to a performance test, was prepared with each compound and weight percentage as listed in table 6, and the test data are shown in the following table:
TABLE 6 liquid crystal composition formula and its test performance
Example 3
The liquid crystal composition of example 3 was prepared according to the compounds and weight percentages listed in table 7, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 7 liquid crystal composition formulations and their test properties
Example 4
The liquid crystal composition of example 4 was prepared according to the compounds and weight percentages listed in table 8, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 8 liquid crystal composition formulations and their test properties
As can be seen from examples 3 and 4 above, the liquid crystal compositions of examples 3 and 4 have a higher clearing point, a larger optical anisotropy, a larger absolute value of dielectric anisotropy, a smaller rotational viscosity, and a better low temperature stability than those of comparative example 2.
Comparative example 3
The liquid crystal composition of comparative example 3, which was filled between two substrates of a liquid crystal display and subjected to a performance test, was prepared with each compound and weight percentage as listed in table 9, and the test data are shown in the following table:
TABLE 9 liquid crystal composition formulations and their test properties
Example 5
The liquid crystal composition of example 5 was prepared according to the compounds and weight percentages listed in table 10, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 10 liquid crystal composition formulations and their test properties
Example 6
The liquid crystal composition of example 6 was prepared according to the compounds and weight percentages listed in table 11, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 11 liquid crystal composition formulations and their test properties
As can be seen from examples 5 and 6 above, the liquid crystal compositions of examples 5 and 6 have higher clearing points, larger optical anisotropy, larger absolute values of dielectric anisotropy, smaller rotational viscosities, and better low temperature stability than comparative example 3.
Comparative example 4
The liquid crystal composition of comparative example 4, which was filled between two substrates of a liquid crystal display and subjected to a performance test with the compounds and weight percentages listed in table 12, was prepared, and the test data are shown in the following table:
TABLE 12 liquid crystal composition formulations and their test properties
Example 7
The liquid crystal composition of example 7 was prepared according to the compounds and weight percentages listed in table 13, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 13 liquid crystal composition formulations and their test properties
Example 8
The liquid crystal composition of example 8 was prepared according to the compounds and weight percentages listed in table 14, and filled between two substrates of a liquid crystal display for performance testing, the test data are shown in the following table:
TABLE 14 liquid crystal composition formulations and their test properties
As can be seen from examples 7 and 8 above, the liquid crystal compositions of examples 7 and 8 have higher clearing points, larger optical anisotropy, larger absolute values of dielectric anisotropy, smaller rotational viscosities, and better low temperature stability than those of comparative example 4.
In order to highlight the beneficial effects of the liquid crystal composition of the present invention, the inventors selected a comparative example similar to the system of the examples of the present invention. By the above comparative example 1, example 1 and example 2; comparative example 2, example 3 and example 4; comparative example 3, example 5 and example 6; compared with the comparative example 4, the example 7 and the example 8, the liquid crystal composition provided by the invention has the advantages of higher clearing point, higher optical anisotropy, lower rotational viscosity, larger absolute value of dielectric anisotropy, better low-temperature storage performance, larger nematic phase temperature range, high contrast ratio of a liquid crystal material, short response time, high response speed, high contrast ratio, good weather resistance and the like when being applied to a display device, and is particularly suitable for a liquid crystal display device driven by an active matrix thin film transistor (AM-TFT).
The above embodiments are merely illustrative of the technical ideas and features of the present invention, and the purpose thereof is to enable those skilled in the art to understand the present invention and implement the present invention, and not to limit the scope of the present invention, and all equivalent changes or modifications made according to the spirit of the present invention should be covered in the scope of the present invention.
Claims (9)
1. A liquid crystal composition, comprising:
at least one compound of the general formula I
at least one compound of the general formula II
Wherein the compound of formula I is selected from the group consisting of:
wherein the content of the first and second substances,
R1represents a substituted or unsubstituted, linear or branched alkyl or alkoxy group having 1 to 12 carbon atoms, a substituted or unsubstituted, linear or branched alkenyl or alkenyloxy group having 2 to 12 carbon atoms, CH3(CH2)pO(CH2)qO-; x represents-F, -CF3、-OCF3Or
p is an integer of 0 to 12, q is a positive integer of 1 to 12;
R2and R3Each independently represents H, a substituted or unsubstituted, linear or branched alkyl or alkoxy group having 1 to 12 carbon atoms, a substituted or unsubstituted, linear or branched alkenyl or alkenyloxy group having 2 to 12 carbon atoms, wherein R2And R3At least one of which represents a substituted or unsubstituted, linear or branched alkenyl or alkenyloxy group containing from 2 to 12 carbon atoms;
ring (C)Ring (C)Or ringsEach independently represent Wherein the content of the first and second substances,in one or more-CH2-can be replaced by-O-,wherein one or more-H may be substituted by-F;
X1、X2、X3And X4Each independently represents-H, -CH3or-F;
Z1、Z2and Z3Each independently represents a single bond, -CH2O-、-OCH2-、-CH=CH-、-CH2CH2-、-CF2O-or-OCF2-;
m and n each independently represent 0, 1 or 2;
a represents 0 or 1;
the liquid crystal composition comprises at least one R1Is CH3(CH2)pO(CH2)qO-said compound of formula I;
the compound of the general formula I is a dielectrically positive compound; and is
The compound of the general formula I accounts for 10-90% of the total weight of the liquid crystal composition, and the compound of the general formula II accounts for 10-90% of the total weight of the liquid crystal composition.
2. The liquid crystal composition of claim 1, wherein the compound of formula ii is selected from the group consisting of:
wherein the content of the first and second substances,
R21and R31Each independently represents H, an alkyl or alkoxy group having 1 to 7 carbon atoms, an alkenyl or alkenyloxy group having 2 to 7 carbon atoms, and R21And R31At least one of which is an alkenyl or alkenyloxy group containing 2 to 7 carbon atoms.
8. liquid crystal composition according to any one of claims 1 to 7, characterized in that it further comprises from 0 to 30% by weight, relative to the total weight of the liquid crystal composition, of a compound of formula III:
wherein the content of the first and second substances,
R5and R6Each independently represents a linear or branched alkyl or alkoxy group having 1 to 12 carbon atoms, a cycloalkyl or epoxyalkyl group having 3 to 6 carbon atoms;
Z4、Z5and Z6Each independently represents a single bond, -COO-, -OCO-, -CH2O-、-OCH2-or-CH2CH2-;
b. c each independently represents 0 or 1.
9. A liquid crystal display device comprising the liquid crystal composition according to any one of claims 1 to 8.
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CN112048317B (en) * | 2019-06-06 | 2023-01-24 | 江苏和成显示科技有限公司 | Liquid crystal composition and liquid crystal display device |
CN112574757B (en) * | 2019-09-30 | 2022-08-23 | 江苏和成显示科技有限公司 | Liquid crystal composition and photoelectric display device |
CN112724986B (en) * | 2019-10-28 | 2022-12-13 | 江苏和成显示科技有限公司 | Liquid crystal composition having positive dielectric anisotropy and liquid crystal display device thereof |
CN112724987B (en) * | 2019-10-28 | 2022-12-13 | 江苏和成显示科技有限公司 | Liquid crystal composition having positive dielectric anisotropy and liquid crystal display device thereof |
CN111471469A (en) * | 2020-04-28 | 2020-07-31 | 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 (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4857227A (en) * | 1987-07-02 | 1989-08-15 | Polaroid Corporation Patent Department | Liquid crystal mixtures having widened smectic temperature range |
JPH03269088A (en) * | 1990-03-19 | 1991-11-29 | Dainippon Ink & Chem Inc | Nematic liquid crystal composition |
JPH04117487A (en) * | 1990-09-07 | 1992-04-17 | Dainippon Ink & Chem Inc | Nematic liquid crystal composition |
JPH0597750A (en) * | 1991-10-03 | 1993-04-20 | Dainippon Ink & Chem Inc | Tricyclic alkylene glycol derivative |
CN1143638A (en) * | 1995-07-17 | 1997-02-26 | 罗利克公司 | Derivatives of alkoxyalkoxy-substituted nitrogen containing heterocyclic compounds |
EP0824141A1 (en) * | 1996-08-14 | 1998-02-18 | Chisso Corporation | Liquid crystal composition and liquid crystal display element |
JP2001270246A (en) * | 2000-03-16 | 2001-10-02 | Appleton Papers Inc | Heat-sensitive recording material |
CN103254912A (en) * | 2013-05-30 | 2013-08-21 | 石家庄诚志永华显示材料有限公司 | Nematic phase liquid crystal composition |
CN105143164A (en) * | 2013-02-20 | 2015-12-09 | 捷恩智株式会社 | Liquid crystal compound, liquid crystal composition, and liquid crystal display element |
WO2016133035A1 (en) * | 2015-02-17 | 2016-08-25 | Jnc株式会社 | Compound having saturated six-membered ring and alkoxy group or alkoxyalkyl group, liquid crystal composition and liquid crystal display element |
CN108728117A (en) * | 2017-04-18 | 2018-11-02 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its display device |
CN108728116A (en) * | 2017-04-18 | 2018-11-02 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its display device |
CN109181713A (en) * | 2017-06-30 | 2019-01-11 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its application |
CN109212858A (en) * | 2017-06-30 | 2019-01-15 | 江苏和成显示科技有限公司 | A kind of VA type liquid crystal display device |
CN109207164A (en) * | 2017-06-30 | 2019-01-15 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its application |
CN109207163A (en) * | 2017-06-30 | 2019-01-15 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its application |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4218614B4 (en) * | 1992-06-05 | 2005-07-21 | Merck Patent Gmbh | benzene derivatives |
-
2017
- 2017-09-28 CN CN201710894377.XA patent/CN109575943B/en active Active
Patent Citations (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4857227A (en) * | 1987-07-02 | 1989-08-15 | Polaroid Corporation Patent Department | Liquid crystal mixtures having widened smectic temperature range |
JPH03269088A (en) * | 1990-03-19 | 1991-11-29 | Dainippon Ink & Chem Inc | Nematic liquid crystal composition |
JPH04117487A (en) * | 1990-09-07 | 1992-04-17 | Dainippon Ink & Chem Inc | Nematic liquid crystal composition |
JPH0597750A (en) * | 1991-10-03 | 1993-04-20 | Dainippon Ink & Chem Inc | Tricyclic alkylene glycol derivative |
CN1143638A (en) * | 1995-07-17 | 1997-02-26 | 罗利克公司 | Derivatives of alkoxyalkoxy-substituted nitrogen containing heterocyclic compounds |
EP0824141A1 (en) * | 1996-08-14 | 1998-02-18 | Chisso Corporation | Liquid crystal composition and liquid crystal display element |
JP2001270246A (en) * | 2000-03-16 | 2001-10-02 | Appleton Papers Inc | Heat-sensitive recording material |
CN105143164A (en) * | 2013-02-20 | 2015-12-09 | 捷恩智株式会社 | Liquid crystal compound, liquid crystal composition, and liquid crystal display element |
CN103254912A (en) * | 2013-05-30 | 2013-08-21 | 石家庄诚志永华显示材料有限公司 | Nematic phase liquid crystal composition |
WO2016133035A1 (en) * | 2015-02-17 | 2016-08-25 | Jnc株式会社 | Compound having saturated six-membered ring and alkoxy group or alkoxyalkyl group, liquid crystal composition and liquid crystal display element |
CN108728117A (en) * | 2017-04-18 | 2018-11-02 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its display device |
CN108728116A (en) * | 2017-04-18 | 2018-11-02 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its display device |
CN109181713A (en) * | 2017-06-30 | 2019-01-11 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its application |
CN109212858A (en) * | 2017-06-30 | 2019-01-15 | 江苏和成显示科技有限公司 | A kind of VA type liquid crystal display device |
CN109207164A (en) * | 2017-06-30 | 2019-01-15 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its application |
CN109207163A (en) * | 2017-06-30 | 2019-01-15 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its application |
Non-Patent Citations (3)
Title |
---|
Apolar 2-alkoxyalkoxy-substituted nematic liquid crystals;NEIL L. CAMPBELL et al;《Liquid Crystals》;第1443-1453页;20071231;第34卷(第12期);第1443-1453页 * |
Polar 2-alkoxyethoxy-substituted nematic liquid crystals;NEIL L. CAMPBELL et al;《Liquid Crystals》;20071231;第34卷(第12期);第1415-1424页 * |
含氟液晶研究进展;孟凡宝 等;《化学进展》;20080430;第20卷(第4期);第499-507页 * |
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