CN110655927B - Liquid crystal composition and liquid crystal display element or liquid crystal display - Google Patents

Liquid crystal composition and liquid crystal display element or liquid crystal display Download PDF

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CN110655927B
CN110655927B CN201810695044.9A CN201810695044A CN110655927B CN 110655927 B CN110655927 B CN 110655927B CN 201810695044 A CN201810695044 A CN 201810695044A CN 110655927 B CN110655927 B CN 110655927B
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梁瑞祥
温刚
黄亚鹏
李元元
李佳明
员国良
王明霞
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Shijiazhuang Chengzhi Yonghua Display Material Co Ltd
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    • C09K19/00—Liquid crystal materials
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    • 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
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Abstract

The invention provides a liquid crystal composition containing one or more compounds of formula I, one or more compounds of formula II, one or more compounds of formula III, and one or more compounds of formula IV. The liquid crystal composition provided by the invention has lower viscosity, can realize quick response, has moderate dielectric anisotropy delta epsilon, moderate optical anisotropy delta n and high stability to heat and light, and is particularly suitable for PS (polymer stabilized) or PSA (polymer sustained alignment) type liquid crystal displays.

Description

Liquid crystal composition and liquid crystal display element or liquid crystal display
Technical Field
The invention relates to the technical field of liquid crystal display. And more particularly, to a liquid crystal composition and a liquid crystal display element or a liquid crystal display.
Background
Thin film transistor liquid crystal displays (TFT-LCDs) have undergone a long basic research phase, and have become mainstream products in LCD applications due to their advantages of lightness, thinness, environmental protection, high performance, etc. after large-scale production and commercialization: the TFT-LCD can be widely applied to small-sized mobile phone screens, large-sized Notebook computers (Notebook PCs) or monitors (monitors), and large-sized liquid crystal televisions (LCD-TVs).
Early commercial TFT-LCD products basically adopted the TN display mode, and the biggest problem thereof was the narrow viewing angle. With the increase of the product size, especially the application in the TV field, IPS display mode and VA display mode with wide viewing angle feature are developed and applied in sequence, and especially based on the improvement of VA display mode, breakthrough development is successively obtained in each company, which mainly depends on the advantages of VA mode, such as wide viewing angle, high contrast, no need of rubbing and alignment, etc. In addition, the VA mode has a small dependence of the contrast on the optical anisotropy (Δ n) of the liquid crystal, the thickness (d) of the liquid crystal cell, and the wavelength (λ) of incident light, and thus the VA mode is a promising display technology.
However, the liquid crystal medium used for the display element of the active matrix addressing method such as VA mode is not perfect, and for example, the image sticking level is significantly inferior to that of the display element of positive dielectric anisotropy, and the display element has disadvantages of relatively slow response time, relatively high driving voltage, and the like. At this time, some of the novel VA display technologies are silent but are still living: for example, the PSVA technology not only realizes a wide viewing angle display mode similar to MVA/PVA, but also simplifies the CF process, thereby reducing the CF cost, improving the aperture ratio, and obtaining higher brightness and higher contrast. In addition, because the liquid crystal of the whole surface has the pretilt angle and does not have domino delay phenomenon, the liquid crystal can obtain faster response time under the condition of keeping the same driving voltage, and the afterimage level can not be influenced. For example, the UVVA technology has an improved display unevenness problem caused by the uneven width of the pixel electrode due to the absence of the Slit structure on the TFT side while maintaining the advantages of the PSVA technology. Although display devices are continuously developed, research into new liquid crystal compositions has been continuously conducted, so that the liquid crystal compositions and the properties thereof applied to the display devices, particularly the response speed and the improvement of various display defects, are continuously developed.
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, the liquid crystal composition has lower viscosity, can realize quick response, has moderate dielectric anisotropy delta epsilon, moderate optical anisotropy delta n and high stability to heat and light, and can effectively shorten the preparation process of the liquid crystal display element or the liquid crystal display and improve the production efficiency by improving the conversion rate of a Reactive Mesogen (RM) by using one or more compounds shown in a formula IV. The liquid crystal display element or the liquid crystal display containing the liquid crystal composition has the characteristics of wider nematic phase temperature range, proper or higher birefringence anisotropy delta n, very high resistivity, good ultraviolet resistance, high charge retention rate and low vapor pressure.
In order to solve the above technical problems, the present application provides a liquid crystal composition comprising one or more compounds of formula I, one or more compounds of formula II, one or more compounds of formula III, and one or more compounds of formula IV,
Figure BDA0001713394860000021
wherein R is 1 、R 2 、R 3 、R 4 Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms, and R 1 、R 2 、R 3 、R 4 Any one or more unconnected CH of the indicated groups 2 Each independently substituted with cyclopentyl, cyclobutyl, or cyclopropyl;
Z 1 、Z 2 each independently represents a single bond, -CH 2 CH 2 -or-CH 2 O-；
Figure BDA0001713394860000031
Each independently represents 1, 4-phenylene or 1, 4-cyclohexylene, and
Figure BDA0001713394860000032
Figure BDA0001713394860000033
when simultaneously represents phenylene, R 1 And R 2 None represents an alkoxy group;
Figure BDA0001713394860000034
each independently represents 1, 4-phenylene, 1, 4-cyclohexylene, fluorinated 1, 4-phenylene or 1, 4-cyclohexenylene;
m represents 1 or 2, n represents 0, 1 or 2;
and when m and n simultaneously represent 1, or m represents 2 and n represents 0,
Figure BDA0001713394860000035
at least one of them represents 1, 4-cyclohexylene or 1, 4-cyclohexenylene;
R 5 、R 6 each independently represents W-Sp-, H, cl, F or alkyl with 1-12 carbon atoms; one or two non-adjacent CH in the alkyl with 1 to 12 carbon atoms 2 The radicals may each independently be substituted by-O-, -CH 2 ＝CH 2 -, -CO-, - -OCO-or-COO-substitution, wherein R is 5 、R 6 At least one of them represents W-Sp-;
Figure BDA0001713394860000036
each independently represents phenylene, phenylene substituted by W-Sp-, cl, F, alkyl with the carbon number of 1-12 and/or alkoxy with the carbon number of 1-12, or indanyl, wherein one or two non-adjacent CH in the alkyl with the carbon number of 1-12 and the alkoxy with the carbon number of 1-12 2 The radicals may each independently be-O-, -CH 2 ＝CH 2 -, -CO-, - -OCO-or-COO-substitution, and is
Figure BDA0001713394860000037
And R 5 In that
Figure BDA0001713394860000038
Is bonded at any position of the first and second substrates,
Figure BDA0001713394860000039
and R 6 In that
Figure BDA00017133948600000310
Bonding at any position of (a);
p represents 0, 1 or 2;
w represents a methacrylate group or an acrylate group;
Z 3 sp each independently represents a single bond, -COO-, -CH 2 O-or-CH 2 CH 2 -；
R 7 、R 8 Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms or a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, wherein one or two non-adjacent CH groups in the alkoxy group having 1 to 10 carbon atoms are 2 The radicals may each independently be-CH 2 ＝CH 2 -, cyclopentyl, cyclobutyl or cyclopropyl, and R 7 、R 8 At least one of them is an alkoxy group;
Figure BDA0001713394860000041
represents phenylene or fluorinated phenylene.
The liquid crystal composition provided by the present application is preferably a liquid crystal composition having negative dielectric anisotropy.
The one or more compounds shown in the formula I are preferably selected from one or more compounds shown in formulas I1 to I16, and the one or more compounds shown in the formula II are preferably selected from one or more compounds shown in formulas II1 to II 11;
Figure BDA0001713394860000042
Figure BDA0001713394860000051
wherein R is 3 、R 4 Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or a fluorine-substituted alkoxy group having 1 to 10 carbon atomsAn alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms, and R 3 、R 4 Any one or more unconnected CH in the group shown 2 Each independently may be substituted with cyclopentyl, cyclobutyl or cyclopropyl.
The one or more compounds shown in the formula III are preferably selected from one or more compounds shown in formulas III 1-III 4,
Figure BDA0001713394860000061
wherein R is 6 And K independently represent W 1 -Sq-, H, cl, F or alkyl having 1 to 12 carbon atoms, one or two non-adjacent CH in said alkyl having 1 to 12 carbon atoms 2 The radicals may each independently be substituted by-O-, -CH 2 ＝CH 2 -, -CO- & lt-OCO-or-COO-substitution;
W、W 1 each independently represents a methacrylate group or an acrylate group;
Z 3 sp and Sq each independently represent a single bond, -COO-, -CH 2 O-or-CH 2 CH 2 -；
Each i independently represents 0, 1, 2, 3 or 4.
The compounds of the formula III are further preferably selected from the group consisting of the compounds of the formulae III 5 to III 12:
Figure BDA0001713394860000062
Figure BDA0001713394860000071
the compound of formula iii is a polymerizable compound, for example, a combination of one or more of an acrylate, an acrylate derivative, a methacrylate derivative, styrene, a styrene derivative, and an epoxy resin. The polymerizable compound may be added to the liquid crystal composition singly, or a mixture of two or more polymerizable compounds may be used. The compound of formula III is used as a Reactive Mesogen (RM).
The one or more compounds shown as the formula IV are preferably selected from one or more compounds shown as the formulas IV 1 to IV4,
Figure BDA0001713394860000081
wherein R is 71 、R 81 Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or a fluorine-substituted alkenyl group having 2 to 10 carbon atoms.
The one or more compounds of formula IV are further preferably selected from one or more of the formulae IV 5-IV 17:
Figure BDA0001713394860000082
Figure BDA0001713394860000091
the absorption spectrum of the compound shown in the formula IV on UV light is closer to the ultraviolet band than that of the compound shown in the formula I or the formula II, and the conversion rate of the reactive mesogen can be effectively improved.
As a preferred technical scheme, in the liquid crystal composition provided by the application, the total mass percentage content of one or more compounds shown as formula I is preferably 15-60%, and further preferably 20-40%; the total mass percentage content of one or more compounds shown in formula II is preferably 25-70%, and more preferably 40-65%; the total mass percentage content of one or more compounds shown in the formula III is preferably 0.01-1%, and more preferably 0.03-0.5%; the total mass percentage content of one or more compounds shown in formula IV is preferably 1-15%, and more preferably 2-8%.
The liquid crystal composition provided by the application can also comprise one or more compounds shown as a formula V
Figure BDA0001713394860000092
Wherein R is 9 、R 10 Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms, and R 9 And R 10 Any one or more CH in the group shown 2 Each independently substituted with cyclopentyl, cyclobutyl, or cyclopropyl;
x represents O, S or-CH 2 O-。
The one or more compounds of formula V are preferably selected from one or more of the compounds of formulae V1-V6:
Figure BDA0001713394860000101
wherein R is 101 Each independently represents an alkyl group having 2 to 6 carbon atoms.
The compound shown in the formula V has larger negative dielectric anisotropy, and is beneficial to reducing the driving voltage of a device.
The total mass percentage content of the one or more compounds shown in the formula V is preferably 1-20%, and more preferably 5-15%.
The liquid crystal compositions provided herein can also include one or more compounds of formula VI:
Figure BDA0001713394860000102
wherein R is 8 And R 9 Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms, and R 8 And R 9 Any one or more unconnected CH in the group shown 2 Each independently may be substituted by cyclopropyl;
Figure BDA0001713394860000103
each independently represents 1, 4-phenylene, fluoro-1, 4-phenylene, 1, 4-cyclohexylene or 1, 4-cyclohexenylene, and
Figure BDA0001713394860000111
at least one of them represents 1, 4-cyclohexylene or 1, 4-cyclohexenylene.
The one or more compounds shown in the formula VI are preferably selected from one or more compounds shown in the formula VI 1-VI 7:
Figure BDA0001713394860000112
wherein R is 121 Represents an alkyl group having 1 to 6 carbon atoms, R 122 Represents an alkoxy group having 1 to 6 carbon atoms, R 111 Represents an alkyl group having 2 to 6 carbon atoms, R 112 Represents an alkenyl group having 2 to 6 carbon atoms.
The terminal chain of the compound represented by the formula VI is alkenyl R 112 When the liquid crystal compound has a higher clearing point and a higher elastic constant, especially K 33 And is beneficial to improving the parameter performance of the liquid crystal composition.
The total mass percentage content of the one or more compounds shown in the formula VI is preferably 1-40%, and more preferably 5-25%.
The liquid crystal compositions provided herein can further comprise one or more compounds represented by formula VII:
Figure BDA0001713394860000113
wherein R is 13 、R 14 Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
Figure BDA0001713394860000114
represents 1, 4-phenylene, 1, 4-cyclohexylene or 1, 4-cyclohexenylene;
F 1 、F 2 or F 3 Each independently represents H or F, and F 2 、F 3 Not simultaneously F.
The one or more compounds of formula VII are preferably selected from one or more of the compounds of formulae VII 1-VII 4:
Figure BDA0001713394860000121
wherein R is 131 、R 141 Each independently represents an alkyl group having 1 to 6 carbon atoms.
The structural formula of the compound is specifically the compound shown in the formula VII 1-VII 4, and compared with other compounds shown in the formula VII, the compound shown in the formula VII 1-VII 4 has a higher clearing point which is generally higher than 200 ℃, and the clearing point of the liquid crystal composition can be improved more remarkably.
The total mass percentage content of the one or more compounds shown in the formula VII is preferably 1-20%, and more preferably 5-15%.
In another aspect, the present invention provides a liquid crystal display element or a liquid crystal display, including any one of the liquid crystal compositions described above, wherein the display element or the display is an active matrix display element or a display or a passive matrix display element or a display.
Optionally, the liquid crystal display element or liquid crystal display is preferably an active matrix addressed liquid crystal display element or liquid crystal display.
Optionally, the active matrix display element or display is specifically a PSVA-TFT liquid crystal display element or display.
Adopt the produced beneficial effect of above-mentioned technical scheme to lie in:
(1) According to the liquid crystal composition provided by the embodiment of the invention, the conversion rate of the Reactive Mesogen (RM) of the compound shown in the formula III is improved through one or more compounds shown in the formula IV, so that the preparation process of a liquid crystal display element or a liquid crystal display can be effectively shortened, and the production efficiency is improved; 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.
(2) The liquid crystal display element or the liquid crystal display provided by the embodiment of the invention has the characteristics of wider nematic phase temperature range, proper or higher birefringence anisotropy delta n, very high resistivity, good ultraviolet resistance, high charge retention rate and low vapor pressure.
Detailed Description
In order to more clearly illustrate the present invention, the present invention is further described below in conjunction with preferred embodiments. It is to be understood by persons skilled in the art that the following detailed description is illustrative and not restrictive, and is not to be taken as limiting the scope of the invention.
In the invention, the preparation method is a conventional method if no special description is provided, the used raw materials can be obtained from a public commercial way if no special description is provided, the percentages refer to mass percentage, the temperature is centigrade (DEG C), the liquid crystal compound also becomes a liquid crystal monomer, and the specific meanings and test conditions of other symbols are as follows:
cp represents a liquid crystal clearing point (DEG C), and is measured by a DSC quantitative method;
S-N represents the crystalline to nematic melting point (. Degree. C.) of the liquid crystal;
Δ n denotes optical anisotropy, Δ n = n e -n o Wherein n is o Refractive index of ordinary rays, n e The refractive index of the extraordinary ray is measured under the conditions of 25 +/-2 ℃ and 589nm, and the Abbe refractometer is used for testing;
Δ ε represents the dielectric anisotropy, Δ ε = ε/ε ^ where ε/is the dielectric constant parallel to the molecular axis,. Epsilon. Is the dielectric constant perpendicular to the molecular axis, the test conditions were 25. + -. 0.5 ℃,20 micron parallel cell, INSTEC: ALCT-IR1 test;
gamma 1 represents rotational viscosity (mPas) under the test conditions of 25 +/-0.5 ℃ and 20-micron parallel boxes, INSTEC: ALCT-IR1 test;
rho represents resistivity (omega cm), the test condition is 25 +/-2 ℃, and the test instrument is a TOYO SR6517 high-impedance instrument and an LE-21 liquid electrode;
VHR represents the voltage holding ratio (%), and the test conditions are 20 +/-2 ℃, voltage +/-5V, pulse width 10ms and voltage holding time 16.7ms. The test equipment is a TOYO Model6254 liquid crystal performance comprehensive tester;
tau represents the response time (ms), the test instrument is DMS-501, the test condition is 25 +/-0.5 ℃, the test box is a 3.3-micron IPS test box, the electrode spacing and the electrode width are both 10 microns, and the included angle between the friction direction and the electrode is 10 degrees.
T (%) represents transmittance, T (%) = 100%. Bright state (Vop) luminance/light source luminance, the test device DMS501, the test conditions were 25 ± 0.5 ℃, the test cell was a 3.3 μm IPS test cell, the electrode pitch and the electrode width were both 10 μm, the angle between the rubbing direction and the electrode was 10 °
K 11 Is a torsional elastic constant, K 33 For the splay elastic constant, the test conditions were: at 25 ℃, INSTEC is ALCT-IR1 and an 18-micron vertical box;
the equipment and equipment used for preparing the liquid crystal composition were:
(1) Electronic precision balance (precision 0.1 mg)
(2) Stainless steel beaker: for weighing liquid crystal monomers
(3) Spoon: for adding liquid crystal monomers
(4) A magnetic rotor: for stirring
(5) And a temperature-controlled electromagnetic stirrer.
The preparation method of the liquid crystal composition comprises the following steps:
(1) Orderly placing the used liquid crystal monomers;
(2) Placing the stainless steel beaker on a balance, and putting the monomer into the stainless steel beaker by a small spoon;
(3) Adding liquid crystal monomers according to the required weight in sequence;
(4) Placing the stainless steel beaker added with the liquid crystal monomer on a magnetic stirring instrument for heating and melting;
(5) And after most of the mixture in the stainless steel beaker is melted, adding a magnetic rotor into the stainless steel beaker, uniformly stirring the mixture, and cooling to room temperature to obtain the liquid crystal composition.
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 1 and 2.
Corresponding code of the ring structure of Table 1
Figure BDA0001713394860000141
Figure BDA0001713394860000151
TABLE 2 corresponding codes for end groups and linking groups
Figure BDA0001713394860000152
Figure BDA0001713394860000161
Examples are:
Figure BDA0001713394860000162
the code is CC-Cp-V1;
Figure BDA0001713394860000163
the code is PGP-Cpr1-2.
Example 1:
the formulation of the liquid crystal composition and the corresponding properties are shown in table 3 below.
TABLE 3 formulation and corresponding Properties of the liquid crystal composition of example 1
Figure BDA0001713394860000164
Figure BDA0001713394860000171
The liquid crystal composition provided in example 1 was polymerized by UV irradiation at an intensity of 64mW/cm 2 The wavelength was 365nm, the irradiation time was 200s and the conversion of the compound of the formula III as Reactive Mesogen (RM) was 30%. The formula for the conversion of RM is:
Figure BDA0001713394860000172
the liquid crystal composition provided in example 1 has a low viscosity, can realize a fast response, and has a moderate dielectric anisotropy Δ ∈, a moderate optical anisotropy Δ n, and a high stability to heat and light. The conversion rate of the Reactive Mesogen (RM) of the compound shown in the formula III is improved by one or more compounds shown in the formula IV, so that the preparation process of a liquid crystal display element or a liquid crystal display can be effectively shortened, and the production efficiency is improved.
Example 2:
the formulation and corresponding properties of the liquid crystal composition are shown in table 4 below.
TABLE 4 formulation and corresponding Properties of the liquid crystal composition of example 2
Figure BDA0001713394860000181
The liquid crystal composition provided in example 2 was polymerized by UV irradiation at an intensity of 64mW/cm 2 At a wavelength of 365nm and an irradiation time of 200s, the conversion of the compound of the formula III as Reactive Mesogen (RM) is 35%.
The compound shown in the formula IV 16 is added into the liquid crystal composition provided by the embodiment 2, the compound shown in the formula IV 16 is in a diether structure, and has a larger conjugation compared with a compound with a monoether structure, and an absorption spectrum closer to an ultraviolet band is provided, so that the liquid crystal composition can absorb more energy, polymerization of RM is facilitated, and the conversion rate of RM is improved. However, the diether structure has poor solubility, and the fluorine substituted phenylene structure can be adopted to improve the solubility.
Example 3:
the formulation and corresponding properties of the liquid crystal compositions are shown in table 5 below.
TABLE 5 formulation and corresponding Properties of the liquid crystal composition of example 3
Figure BDA0001713394860000191
Figure BDA0001713394860000201
The liquid crystal composition provided in example 3 was polymerized by UV irradiation at an intensity of 64mW/cm 2 The wavelength was 365nm, the irradiation time was 200s and the conversion of the compound of the formula III as Reactive Mesogen (RM) was 30%. The compound shown in the formula V is added to the liquid crystal composition provided in example 3, and the compound shown in the formula V has large negative dielectric anisotropy, which is beneficial to reducing the driving voltage of a device.
Example 4:
the formulation and corresponding properties of the liquid crystal compositions are shown in table 6 below.
TABLE 6 formulation and corresponding Properties of the liquid crystal composition of example 4
Figure BDA0001713394860000202
Figure BDA0001713394860000211
The liquid crystal composition provided in example 4 was polymerized by UV irradiation at an intensity of 64mW/cm 2 The wavelength was 365nm, the irradiation time was 200s and the conversion of the compound of the formula III as Reactive Mesogen (RM) was 31%. Example 4 provides a liquid crystal composition incorporating a compound of formula VI which has a higher clearing point and elastic constant, especially K 33 And is beneficial to improving the parameter performance of the liquid crystal composition.
Example 5:
the formulation and corresponding properties of the liquid crystal compositions are shown in table 7 below.
TABLE 7 formulation and corresponding Properties of the liquid crystal compositions of example 5
Figure BDA0001713394860000212
Figure BDA0001713394860000221
The liquid crystal composition provided in example 5 was polymerized by UV irradiation at an intensity of 64mW/cm 2 The wavelength was 365nm, the irradiation time was 200s and the conversion of the compound of the formula III as Reactive Mesogen (RM) was 30%. Example 5 provides a liquid crystal composition which incorporates a compound of formula VII which has a higher clearing point, typically above 200 deg.CThe clearing point of the liquid crystal composition can be improved more remarkably.
Example 6:
the formulation and corresponding properties of the liquid crystal composition are shown in Table 8 below.
TABLE 8 formulation and corresponding Properties of the liquid crystal composition of example 6
Figure BDA0001713394860000231
Figure BDA0001713394860000241
The liquid crystal composition provided in example 6 was polymerized by UV irradiation at an intensity of 64mW/cm 2 At a wavelength of 365nm and an irradiation time of 200s, the conversion of the compound of the formula III as Reactive Mesogen (RM) is 33%.
Example 7
The formulation and corresponding properties of the liquid crystal compositions are shown in table 9 below.
TABLE 9 formulation and corresponding Properties of the liquid crystal composition of example 7
Figure BDA0001713394860000242
Figure BDA0001713394860000251
The liquid crystal composition provided in example 7 was polymerized by UV irradiation at an intensity of 64mW/cm 2 The wavelength was 365nm, the irradiation time was 200s and the conversion of the compound of the formula III as Reactive Mesogen (RM) was 30%.
Example 8
The formulation and corresponding properties of the liquid crystal composition are shown in table 10 below.
TABLE 10 formulation and corresponding Properties of the liquid crystal composition of example 8
Figure BDA0001713394860000252
Figure BDA0001713394860000261
The liquid crystal composition provided in example 8 was polymerized by UV irradiation at an intensity of 64mW/cm 2 The wavelength was 365nm, the irradiation time was 200s and the conversion of the compound of the formula III as Reactive Mesogen (RM) was 31%.
Comparative example 1
The formulation and corresponding properties of the liquid crystal composition are shown in Table 11 below.
TABLE 11 formulation and corresponding Properties of comparative example 1 liquid Crystal composition
Figure BDA0001713394860000262
Figure BDA0001713394860000271
The liquid crystal composition provided in comparative example 1 was polymerized by UV irradiation at an intensity of 64mW/cm 2 At a wavelength of 365nm and an irradiation time of 200s, the conversion of the compound of the formula III as Reactive Mesogen (RM) is 25%. Example 1 compared to comparative example 1, a compound of formula iv having a large conjugated group, such as phenylene and alkoxy, was added. The conjugated large group has an absorption spectrum closer to an ultraviolet band, and can provide more energy for RM, so that polymerization of RM is facilitated, the RM conversion rate is improved, and the production efficiency of a liquid crystal display element or a liquid crystal display is improved.
Comparative example 2
The formulation of the liquid crystal composition and the corresponding properties are shown in table 12 below.
TABLE 12 formulation and corresponding Properties of the comparative example 2 liquid Crystal composition
Figure BDA0001713394860000272
Figure BDA0001713394860000281
The liquid crystal composition provided in comparative example 2 was polymerized by UV irradiation at an intensity of 64mW/cm 2 At a wavelength of 365nm and an irradiation time of 200s, the conversion of the compound of the formula III as Reactive Mesogen (RM) is 25%.
Comparative example 3
The formulation and corresponding properties of the liquid crystal compositions are shown in Table 13 below.
TABLE 13 formulation and corresponding Properties of comparative example 3 liquid Crystal composition
Figure BDA0001713394860000282
Figure BDA0001713394860000291
The liquid crystal composition provided in comparative example 3 was polymerized by UV irradiation at an intensity of 64mW/cm 2 At a wavelength of 365nm and an irradiation time of 200s, the conversion of the compound of the formula III as Reactive Mesogen (RM) is 42%.
Comparative example 3 does not contain the compound of formula IV and its RM conversion is significantly increased. However, too fast RM conversion results in too large particles after RM polymerization and thus too large a pre-tilt. When the liquid crystal display element or the liquid crystal display is in a dark state, the light leakage problem occurs, and the broken bright point defect is generated, thereby influencing the display effect of the liquid crystal display element or the liquid crystal display.
Compared with the compound shown in the formula I or II, the compound shown in the formula II has the advantages that the absorption spectrum of the compound shown in the formula IV on UV light is closer to an ultraviolet band, the ultraviolet light with higher energy can be absorbed, and the conversion rate of the Reactive Mesogen (RM), namely the compound shown in the formula III, is effectively improved, so that the production efficiency is improved. In addition, according to structural analysis, the alkoxy functional group of the compound shown in the formula IV can effectively absorb UV light, the absorption efficiency of the alkoxy group to the UV light is half of that of phenylene to the UV light, but the promotion effect of the compound shown in the formula IV on the RM conversion rate is moderate compared with that of a liquid crystal compound with a terphenyl structure, the production efficiency of a liquid crystal display element or a liquid crystal display can be effectively improved, the bad display effect caused by too fast RM conversion can be effectively prevented, and the compound shown in the formula IV is lower in cost and higher in reliability compared with the liquid crystal compound with the terphenyl structure.

Claims (8)

1. A liquid crystal composition comprising one or more compounds of formula I, one or more compounds of formulae II1-II6, one or more compounds of formulae III6, III8, III9, III11, III12, and one or more compounds of formulae IV2-IV4,
Figure FDA0003907011560000011
Figure FDA0003907011560000021
wherein R is 1 、R 2 、R 3 、R 4 Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms, and R 1 、R 2 、R 3 、R 4 Any one or more unconnected CH of the indicated groups 2 Can be respectively and independently surrounded byPentyl, cyclobutyl or cyclopropyl;
Figure FDA0003907011560000022
each independently represents 1, 4-phenylene or 1, 4-cyclohexylene, and
Figure FDA0003907011560000023
Figure FDA0003907011560000024
when simultaneously represents phenylene, R 1 And R 2 None represents an alkoxy group;
R 71 、R 81 each independently represents an alkyl group having 1 to 10 carbon atoms or a fluorine-substituted alkyl group having 1 to 10 carbon atoms;
wherein, the total mass percentage content of the compound shown in the formula I is 20-40%; the total mass percentage content of the compounds shown in the formulas II1 to II6 is 40 to 65 percent; the total mass percentage content of the compounds shown in the formulas III6, III8, III9, III11 and III12 is 0.03-0.5%; the total mass percentage content of the compounds shown in the formulas IV2 to IV4 is 2 to 8 percent.
2. The liquid crystal composition of claim 1, wherein the one or more compounds of formula i are one or more compounds of formulae i1-i 16, and further comprising one or more compounds of formulae ii 7-ii 11;
Figure FDA0003907011560000031
Figure FDA0003907011560000041
wherein R is 3 、R 4 Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atomsA group, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms, and R is 3 、R 4 Any one or more unconnected CH in the group shown 2 Each independently may be substituted with cyclopentyl, cyclobutyl or cyclopropyl.
3. The liquid crystal composition of claim 1, further comprising one or more compounds of formulae iv 5-iv 8:
Figure FDA0003907011560000042
Figure FDA0003907011560000051
4. the liquid crystal composition of claim 1, further comprising one or more compounds of formula V
Figure FDA0003907011560000052
Wherein R is 9 、R 10 Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms, and R 9 And R 10 Any one or more CH of the group 2 Each independently substituted with cyclopentyl, cyclobutyl, or cyclopropyl;
x represents O, S or-CH 2 O-。
5. The liquid crystal composition of claim 4, wherein the one or more compounds of formula V are one or more compounds of formulae V1-V6:
Figure FDA0003907011560000053
wherein R is 101 Each independently represents an alkyl group having 2 to 6 carbon atoms.
6. The liquid crystal composition of claim 1, further comprising one or more compounds of formula vi:
Figure FDA0003907011560000061
wherein R is 11 And R 12 Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms, and R 11 And R 12 Any one or more unconnected CH in the group shown 2 Each independently may be substituted with cyclopropyl;
Figure FDA0003907011560000065
each independently of the other represents 1, 4-phenylene, fluoro-1, 4-phenylene, 1, 4-cyclohexylene or 1, 4-cyclohexenylene, and
Figure FDA0003907011560000062
at least one of them represents a number 1,4-cyclohexylene or 1, 4-cyclohexenylene.
7. The liquid crystal composition of any of claims 1-6, further comprising one or more compounds of formula VII:
Figure FDA0003907011560000063
wherein R is 13 And R 14 Each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
Figure FDA0003907011560000064
represents 1, 4-phenylene, 1, 4-cyclohexylene or 1, 4-cyclohexenylene;
F 1 、F 2 or F 3 Each independently represents H or F, and F 2 、F 3 Not being F at the same time.
8. A liquid crystal display element or a liquid crystal display comprising the liquid crystal composition according to any one of claims 1 to 7, wherein the display element or display is an active matrix display element or display or a passive matrix display element or display.
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