CN107603640B - 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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- CN107603640B CN107603640B CN201710894518.8A CN201710894518A CN107603640B CN 107603640 B CN107603640 B CN 107603640B CN 201710894518 A CN201710894518 A CN 201710894518A CN 107603640 B CN107603640 B CN 107603640B
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 136
- 239000000203 mixture Substances 0.000 title claims abstract description 94
- 150000001875 compounds Chemical class 0.000 claims abstract description 99
- 125000004432 carbon atom Chemical group C* 0.000 claims description 134
- 125000000217 alkyl group Chemical group 0.000 claims description 62
- 125000003342 alkenyl group Chemical group 0.000 claims description 56
- 125000003545 alkoxy group Chemical group 0.000 claims description 42
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 40
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 17
- 125000004450 alkenylene group Chemical group 0.000 claims description 14
- 125000002947 alkylene group Chemical group 0.000 claims description 14
- 230000003287 optical effect Effects 0.000 abstract description 9
- 238000012360 testing method Methods 0.000 description 23
- 238000009472 formulation Methods 0.000 description 9
- 238000011056 performance test Methods 0.000 description 9
- 239000000758 substrate Substances 0.000 description 9
- 125000001153 fluoro group Chemical group F* 0.000 description 6
- 239000003381 stabilizer Substances 0.000 description 6
- 239000002019 doping agent Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000004991 fluoroalkenyl group Chemical group 0.000 description 3
- 125000003709 fluoroalkyl group Chemical group 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229910021417 amorphous silicon Inorganic materials 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- 125000005449 2-fluoro-1,4-phenylene group Chemical group [H]C1=C([*:2])C([H])=C(F)C([*:1])=C1[H] 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 239000012769 display material Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012212 insulator Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910021420 polycrystalline silicon Inorganic materials 0.000 description 1
- 229920005591 polysilicon Polymers 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
Abstract
The present invention provides a liquid crystal composition comprising: at least one compound of the formula I; at least one compound of the general formulae II-1 and/or II-2; and at least one compound of the general formula III, which has a high clearing point, a low viscosity, a suitably high absolute value of dielectric anisotropy, a suitably large optical anisotropy, a wide nematic phase temperature range and good low temperature stability, and a liquid crystal display device comprising the liquid crystal composition.
Description
Technical Field
The invention relates to the field of liquid crystal display materials, in particular to a liquid crystal composition with proper high absolute value of dielectric anisotropy, high optical anisotropy, high clearing point and good low-temperature intersolubility and a liquid crystal display device with high response speed.
Background
The liquid crystal display element is classified based on the operation mode of liquid crystal molecules: phase Change (PC), twisted Nematic (TN), super twisted nematic (super twisted nematic, STN), electrically controlled birefringence (electrically controlled birefringence, ECB), optically compensated bend (optically compensated bend, OCB), in-plane switching (IPS), vertical alignment (vertical alignment, VA), fringe field switching (fringe field switching, FFS), field-induced photo-reactive alignment (FPA), and the like. The classification based on the driving mode of the element is as follows: passive Matrix (PM) and Active Matrix (AM). PM is classified into static type (static), multiplex type (multiplex) and the like, and AM is classified into thin film transistor (thin film transistor, TFT), metal-insulator-metal (metal insulator metal, MIM) and the like. The TFTs are classified into amorphous silicon (amorphous silicon) and polysilicon (polycrystal silicon). The latter is classified into a high temperature type and a low temperature type according to the manufacturing steps. The classification based on the light source is a reflection type using natural light, a transmission type using backlight, and a semi-transmission type using both natural light and backlight.
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 device having good characteristics can be obtained. The correlation between the two characteristics is summarized in table 1 below. The characteristics of the composition are further described 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 preferred upper temperature limit of the nematic phase is above about 70℃and the preferred lower temperature limit of the nematic phase is below about-10 ℃. The viscosity of the composition is related to the response time of the element. In order for the device to display dynamic images, the response time is preferably short. Ideally less than 1 millisecond of response time. Therefore, the viscosity of the composition is preferably small. More preferably low viscosity at low temperature.
Table 1 characteristics of compositions and AM devices
The prior art discloses a liquid crystal display device comprising a liquid crystal composition having low power consumption and fast response, such as patent document CN102858918A, however, it is difficult to obtain a liquid crystal composition having both large optical anisotropy, large absolute value of dielectric anisotropy, good low temperature stability and fast response. When the liquid crystal composition with large absolute value of dielectric anisotropy is applied to a liquid crystal display device, the critical voltage is high, the consumed power is high, and the response speed is relatively slow. Accordingly, there is a continuing need in the art for liquid crystal compounds with improved negative dielectric anisotropy in order to accommodate the increasing demands of applications.
Disclosure of Invention
The invention aims to provide a liquid crystal composition which has a high clearing point, a low viscosity, a suitably high absolute value of dielectric anisotropy, a suitably large optical anisotropy, a wide nematic phase temperature range and good low-temperature stability, and can enable a liquid crystal display device comprising the liquid crystal composition to have a fast response speed and good display effect.
Another object of the present invention is to provide a display device comprising the liquid crystal composition.
In order to accomplish the above object, the present invention provides a liquid crystal composition comprising:
at least one compound of the formula I
At least one compound of the general formulae II-1 and/or II-2
And
at least one compound of the formula III
Wherein, the liquid crystal display device comprises a liquid crystal display device,
the R is 1 And R is 2 Each independently represents-H, -F, a straight OR branched alkyl OR alkoxy group of 1 to 12 carbon atoms, a cycloalkyl group of 3 to 6 carbon atoms, an alkenyl OR alkenyloxy group of 2 to 12 carbon atoms, -OR 1 ’OR 2 ' wherein one or more H in the alkyl or alkoxy and the alkenyl or alkenyloxy may be substituted with F, wherein R 1 ' represents an alkylene group of 1 to 12 carbon atoms or an alkenylene group of 2 to 12 carbon atoms, R 2 ' represents an alkyl group of 1 to 12 carbon atoms or an alkenyl group of 2 to 12 carbon atoms;
the R is 3 And R is 4 Each independently represents-H, -F, a straight OR branched alkyl OR alkoxy group of 1 to 12 carbon atoms, a cycloalkyl group of 3 to 6 carbon atoms, an alkenyl OR alkenyloxy group of 2 to 12 carbon atoms, -OR 3 ’OR 4 ' wherein one or more H in the alkyl or alkoxy and the alkenyl or alkenyloxy may be substituted with F, wherein R 3 ' represents an alkylene group of 1 to 12 carbon atoms or an alkenylene group of 2 to 12 carbon atoms, R 4 ' represents an alkyl group of 1 to 12 carbon atoms or an alkenyl group of 2 to 12 carbon atoms;
the R is 5 And R is 6 Each independently represents a straight or branched chain fluoro or non-fluoro alkyl or alkoxy group of 1 to 12 carbon atoms, a cycloalkyl group of 3 to 6 carbon atoms, a fluoro or non-fluoro alkenyl or alkenyloxy group of 2 to 12 carbon atoms;
L 1 and L 2 Each independently represents-H, -F, -Cl, -CN or-NCS;
the Z is 1 、Z 2 And Z 3 Each independently represents a single bond, -COO-, -OCO-, -CH 2 O-、-OCH 2 -or-CH 2 CH 2 -；
The ringRing->Ring->And (C) a ring->Each independently represents->Or->
The a, b, c and d each independently represent 0 or 1.
In some embodiments of the invention, preferably, the R 1 And R is 2 Each independently represents a linear OR branched alkyl OR alkoxy OR cycloalkyl group of 1 to 12 carbon atoms, an alkenyl OR alkenyloxy group of 2 to 12 carbon atoms, -OR 1 ’OR 2 ' wherein one or more H in the alkyl or alkoxy and the alkenyl or alkenyloxy may be substituted with F, wherein R 1 ' and R 2 ' each independently represents an alkyl group of 1 to 12 carbon atoms or an alkenyl group of 2 to 12 carbon atoms.
In some embodiments of the invention, preferably, the R 1 And R is 2 Each independently represents a straight OR branched alkyl OR alkoxy group of 1 to 10 carbon atoms, a cycloalkyl group of 3 to 6 carbon atoms, an alkenyl OR alkenyloxy group of 2 to 10 carbon atoms, -OR 1 ’OR 2 ' wherein one or more H in the alkyl or alkoxy and the alkenyl or alkenyloxy may be substituted with F, wherein R 1 Represents an alkylene group of 1 to 10 carbon atoms or an alkenylene group of 2 to 10 carbon atoms, R 2 ' represents an alkyl group of 1 to 10 carbon atoms or an alkenyl group of 2 to 10 carbon atoms.
In some embodiments of the invention, preferably, the R 1 And R is 2 Each independently represents a straight or branched alkyl or alkoxy group of 1 to 10 carbon atoms, a cycloalkyl group of 3 to 6 carbon atoms, an alkenyl group of 2 to 10 carbon atoms or an alkenyloxy group.
In some embodiments of the invention, preferably, the R 3 And R is 4 Each independently of the otherRepresents a linear OR branched alkyl OR alkoxy radical having 1 to 12 carbon atoms, a cycloalkyl radical having 3 to 6 carbon atoms, an alkenyl OR alkenyloxy radical having 2 to 12 carbon atoms, -OR 3 ’OR 4 ' wherein one or more H in the alkyl or alkoxy and the alkenyl or alkenyloxy may be substituted with F, wherein R 3 ' represents an alkylene group of 1 to 12 carbon atoms or an alkenylene group of 2 to 12 carbon atoms, R 4 ' represents an alkyl group of 1 to 12 carbon atoms or an alkenyl group of 2 to 12 carbon atoms.
In some embodiments of the invention, preferably, the R 3 And R is 4 Each independently represents a straight OR branched alkyl OR alkoxy group of 1 to 10 carbon atoms, a cycloalkyl group of 3 to 6 carbon atoms, an alkenyl OR alkenyloxy group of 2 to 10 carbon atoms, -OR 3 ’OR 4 ' wherein one or more H in the alkyl or alkoxy and the alkenyl or alkenyloxy may be substituted with F, wherein R 3 ' represents an alkylene group of 1 to 10 carbon atoms or an alkenylene group of 2 to 10 carbon atoms, R 4 ' represents an alkyl group of 1 to 12 carbon atoms or an alkenyl group of 2 to 12 carbon atoms.
In some embodiments of the invention, preferably, the R 3 And R is 4 Each independently represents a straight or branched chain fluoro or non-fluoro alkyl or alkoxy group of 1 to 10 carbon atoms, a cycloalkyl group of 3 to 6 carbon atoms, a fluoro or non-fluoro alkenyl or alkenyloxy group of 2 to 10 carbon atoms.
In some embodiments of the invention, preferably, the R 5 And R is 6 Each independently represents a straight or branched chain fluoro or non-fluoro alkyl or alkoxy group of 1 to 8 carbon atoms, a cycloalkyl group of 3 to 6 carbon atoms, a fluoro or non-fluoro alkenyl or alkenyloxy group of 2 to 8 carbon atoms.
In some embodiments of the invention, the liquid crystal composition further comprises one or more compounds selected from the group consisting of general formulas IV-1 to IV-12:
wherein, the liquid crystal display device comprises a liquid crystal display device,
R 7 and R is 8 Each independently represents a straight OR branched alkyl OR alkoxy group of 1 to 12 carbon atoms, a cycloalkyl group of 3 to 6 carbon atoms, an alkenyl OR alkenyloxy group of 2 to 12 carbon atoms, -OR 7 ’OR 8 ' wherein one or more H in the alkyl or alkoxy and the alkenyl or alkenyloxy may be substituted with F, wherein R 7 ' represents an alkylene group of 1 to 12 carbon atoms or an alkenylene group of 2 to 12 carbon atoms, R 8 ' represents an alkyl group of 1 to 12 carbon atoms or an alkenyl group of 2 to 12 carbon atoms.
In some embodiments of the invention, preferably, R 7 And R is 8 Each independently represents a straight OR branched alkyl OR alkoxy group of 1 to 8 carbon atoms, a cycloalkyl group of 3 to 6 carbon atoms, an alkenyl OR alkenyloxy group of 2 to 8 carbon atoms, -OR 7 ’OR 8 ' wherein one or more H in the alkyl or alkoxy and the alkenyl or alkenyloxy may be substituted with F, wherein R 7 ' represents an alkylene group of 1 to 10 carbon atoms or an alkenylene group of 2 to 10 carbon atoms, R 8 ' represents an alkyl group of 1 to 10 carbon atoms or an alkenyl group of 2 to 10 carbon atoms.
In some embodiments of the invention, the compound of formula I comprises 1-50% of the total weight of the liquid crystal composition; the compound of the general formula II-1 and/or II-2 accounts for 10-65% of the total weight of the liquid crystal composition; the compound of the general formula III accounts for 20-65% of the total weight of the liquid crystal composition; and one or more of the compounds of the general formulae IV-1 to IV-12 account for 0 to 45% by weight of the total liquid crystal composition.
In some embodiments of the present invention, the compound of formula i preferably comprises 1 to 40%, more preferably 2 to 35%, more preferably 3 to 35%, more preferably 5 to 30% of the total weight of the liquid crystal composition.
In some embodiments of the present invention, preferably, the compounds of formula II-1 and/or II-2 account for 10-60%, more preferably 15-60%, even more preferably 15-55%, even more preferably 15-50% of the total weight of the liquid crystal composition.
In some embodiments of the present invention, the compound of formula III preferably comprises 20-60%, more preferably 25-60%, even more preferably 30-60%, even more preferably 35-60% of the total weight of the liquid crystal composition.
In some embodiments of the present invention, preferably, one or more of the compounds of the general formulae IV-1 to IV-12 constitute 0 to 40%, more preferably 0 to 35%, more preferably 0 to 30%, more preferably 1 to 30%, more preferably 5 to 25% of the total weight of the liquid crystal composition.
In some embodiments of the invention, the compound of formula i is selected from the group consisting of one or more of the following structures:
in some embodiments of the present invention, it is further preferred that the compound of formula I-1 is selected from the group consisting of one or more of the following compounds:
wherein, the liquid crystal display device comprises a liquid crystal display device,
R 11 and R is 21 Each independently represents a straight or branched alkyl or alkoxy group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkenyloxy group, wherein one or more H of the alkyl or alkoxy group and the alkenyl or alkenyloxy group may be substituted with F;
R 1 ' represents an alkylene group having 1 to 10 carbon atoms or an alkenylene group having 2 to 10 carbon atoms;
R 2 ' represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms. In some embodiments of the present invention, it is further preferred that the compound of formula I-2 is selected from the group consisting of one or more of the following compounds:
wherein, the liquid crystal display device comprises a liquid crystal display device,
R 12 and R is 22 Each independently represents a straight or branched alkyl or alkoxy group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkenyloxy group, wherein one or more H of the alkyl or alkoxy group and the alkenyl or alkenyloxy group may be substituted with F;
R 1 ' represents an alkylene group having 1 to 10 carbon atoms or an alkenylene group having 2 to 10 carbon atoms;
R 2 ' represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms.
In some embodiments of the present invention, it is still further preferred that the compound of formula I-1-1 is selected from the group consisting of one or more of the following compounds:
in some embodiments of the present invention, it is still further preferred that the compound of formula I-1-2 is selected from the group consisting of one or more of the following:
wherein, the liquid crystal display device comprises a liquid crystal display device,
the R is 2 ' independently represents an alkyl group of 1 to 12 carbon atoms.
In some embodiments of the present invention, it is still further preferred that the compound of formula I-1-3 is selected from the group consisting of one or more of the following compounds:
wherein, the liquid crystal display device comprises a liquid crystal display device,
the R is 2 ' independently represents an alkyl group of 1 to 12 carbon atoms or an alkenyl group of 2 to 12 carbon atoms;
the R is 2 Independently represents an alkyl or alkoxy group of 1 to 12 carbon atoms.
In some embodiments of the present invention, it is still further preferred that the compound of formula I-2-1 is selected from the group consisting of one or more of the following:
in some embodiments of the present invention, it is still further preferred that the compound of formula I-2-2 is selected from the group consisting of one or more of the following compounds:
/>
wherein, the liquid crystal display device comprises a liquid crystal display device,
the R is 2 ' independently represents an alkyl group of 1 to 12 carbon atoms.
In some embodiments of the present invention, it is still further preferred that the compound of formula I-2-3 is selected from the group consisting of one or more of the following compounds:
wherein, the liquid crystal display device comprises a liquid crystal display device,
the R is 2 ' independently represents an alkyl group of 1 to 12 carbon atoms or an alkenyl group of 2 to 12 carbon atoms;
the R is 2 Independently represents an alkyl or alkoxy group of 1 to 12 carbon atoms.
In some embodiments of the invention, the R 2 ' is preferably an alkyl group of 1 to 10 carbon atoms or an alkenyl group of 2 to 10 carbon atoms.
The compounds of formula I have a large optical anisotropy, a large absolute value of the dielectric anisotropy, a high clearing point, a wide nematic phase temperature range, a low rotational viscosity, so that the liquid crystal composition comprising the compounds of formula I has a high clearing point, a large optical anisotropy, a large absolute value of the dielectric anisotropy, a low rotational viscosity and a fast response time, a wide nematic phase temperature range and good low temperature stability.
In some embodiments of the present invention, the compound of formula II-1 is preferably selected from the group consisting of one or more of the following compounds II-1-1 to II-1-20:
/>
in some embodiments of the invention, the compounds of formula II-1 are particularly preferably one or more of II-1-1, II-1-2, II-1-3, II-1-6, II-1-10, II-1-11, II-1-12, II-1-13, II-1-14 or II-1-17.
In some embodiments of the present invention, the compound of formula II-1 is preferably selected from the group consisting of one or more of the following compounds II-2-1 to II-2-27:
/>
in some embodiments of the invention, the compound of formula II-2 is particularly preferably one or more of II-2-2, II-2-3, II-2-4, II-2-7, II-2-8, II-2-12, II-2-13, II-2-14, II-2-15, II-2-16, II-2-19, II-2-20, II-2-22 or II-2-24.
In some embodiments of the present invention, the compound of formula III is selected from the group consisting of formula III-1, formula III-2, formula III-3, and combinations thereof:
wherein, the liquid crystal display device comprises a liquid crystal display device,
the R is 51 、R 52 、R 53 、R 61 、R 62 And R is 63 Each independently represents-H, -F, an alkyl or alkoxy group of 1 to 12 carbon atoms, an alkenyl or alkenyloxy group of 2 to 12 carbon atoms,Wherein one or more H of the alkyl or alkoxy and the alkenyl or alkenyloxy may be substituted with F;
the Z is 1 、Z 2 And Z 3 Each independently represents a single bond, -COO-, -OCO-, -CH 2 O-、-OCH 2 -or-CH 2 CH 2 -。
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 liquid crystal display device comprises a liquid crystal display device,
R 51 、R 52 、R 53 、R 61 、R 62 and R is 63 Each independently represents-H, -F, an alkyl or alkoxy group of 1 to 7 carbon atoms, an alkenyl or alkenyloxy group of 2 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 compound of formula III-1-3 is selected from the group consisting of:
/>
in some embodiments of the invention, the compound of formula III-1-4 is 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 compound of formula III-2-4 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-2-5 is 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 compound of formula III-3-4 is selected from the group consisting of:
/>
/>
in some embodiments of the invention, the compound of formula III-3-5 is selected from the group consisting of:
in some embodiments of the invention, preferably, the liquid crystal composition is selected from the group consisting of one or more of the following compounds:
/>
in another aspect, the 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, from 0 to 15wt% of polychromatic dye and/or chiral dopant may be added based on the total weight of the liquid crystal composition.
In some embodiments of the invention, the compound of formula i is preferably selected from the following compounds: i-1-1-2, I-1-1-3, I-1-1-4, I-1-1-7, I-1-1-8, I-1-1-9, I-1-1-10, I-2-1-2, I-2-1-3, I-2-1-4, I-2-1-6 and I-2-1-10.
In some embodiments of the invention, the compound of formula ii is preferably selected from the following compounds: II-1-2, II-1-10, II-1-12, II-1-13, II-1-14, II-2-2, II-2-4, II-2-10, II-2-13, II-2-14 and II-2-15.
In some embodiments of the invention, the compound of formula iii is preferably selected from the following compounds: III-1-3-4, III-1-3-33, III-1-3-37, III-1-1-15, III-1-1-17, III-1-1-19, III-1-2-2, III-2-1-4, III-2-1-8 and III-3-1-5.
In some embodiments of the invention, the compound of formula IV is preferably selected from the following compounds: IV-6 and IV-7, group.
Possible dopants which are preferably added to the mixtures according to the invention are shown below.
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In an embodiment of the present invention, preferably, the dopant comprises 0 to 5wt% of the total weight of the liquid crystal composition; more preferably, the dopant comprises 0 to 1wt% of the total weight of the liquid crystal composition.
As mentioned below, stabilizers which can be added, for example, to the mixtures according to the invention.
/>
Preferably, the stabilizer is selected from the stabilizers shown below.
Wherein n is a positive integer of 1-20.
In an embodiment of the present invention, it is preferred that the stabilizer comprises 0 to 5wt% of the total weight of the liquid crystal composition; more preferably, the stabilizer comprises 0-1wt% of the total weight of the liquid crystal composition; as a particularly preferred embodiment, the stabilizer comprises 0 to 0.1wt% based on 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 liquid crystal composition provided by the invention contains the terphenyl negative liquid crystal compound with the general formula I and the cyclohexyl negative liquid crystal compound with the general formulas II-1 and/or II-2, so that the liquid crystal composition not only has higher clearing point, larger absolute value of dielectric anisotropy and lower viscosity, but also has a wide nematic phase temperature range and good low-temperature stability, and a liquid crystal display device containing the liquid crystal composition has a quick response speed.
Compared with the prior art, the liquid crystal composition provided by the invention has the advantages of higher clearing point, lower viscosity, proper high absolute value of dielectric anisotropy, proper large optical anisotropy, wide nematic phase temperature range, good low-temperature stability, good temperature adaptability, high response speed, low energy consumption and the like, and therefore, the liquid crystal display comprising the liquid crystal composition has good display effect.
Detailed Description
The invention will be described below in connection with specific embodiments. 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 of the invention may be made without departing from the spirit or scope of the invention.
For ease of expression, in the following examples, the group structures of the liquid crystal compositions are represented by the codes listed in Table 2:
TABLE 2 group Structure codes for liquid Crystal Compounds
Take as an example a compound of the formula:
the structural formula is expressed by codes listed in table 1, and can be expressed as follows: nCCGF, where n in the code represents the number of C atoms in the left-hand alkyl group, e.g., n is "3", i.e., the alkyl group is-C 3 H 7 The method comprises the steps of carrying out a first treatment on the surface of the C in the code represents cyclohexane, G represents 2-fluoro-1, 4-phenylene and F represents-F.
The shorthand designations for the test items in the following examples are as follows:
wherein, the liquid crystal display device comprises a liquid crystal display device,
the optical anisotropy is obtained by testing with Abbe refractometer under a sodium light (589 nm) source at 25deg.C;
Δε＝ε ‖ -ε ⊥ wherein ε is ‖ For dielectric constant parallel to the molecular axis ε ⊥ For dielectric constants perpendicular to the molecular axis, test conditions: 25 ℃, 1KHz and VA type test box,the thickness of the cassette was 6. Mu.m.
The components used in the examples below were synthesized by known methods or obtained commercially. These synthetic techniques are conventional and the resulting liquid crystal compounds are tested to meet the electronic class of compound standards.
Liquid crystal compositions were prepared in accordance with the proportions of the respective liquid crystal compositions specified in the following examples. The liquid crystal composition is prepared by mixing the components according to a specified proportion by adopting a mode of heating, ultrasonic wave, suspension and the like according to a conventional method in the field.
Liquid crystal compositions as 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 was prepared according to the respective compounds and weight percentages listed in table 3, and was filled between two substrates of a liquid crystal display for performance test, and the test data are shown in the following table:
table 3 liquid crystal composition formulation and test performance thereof
Example 1
The liquid crystal composition of example 1 was prepared according to the respective compounds and weight percentages listed in table 4, and was filled between two substrates of a liquid crystal display for performance test, and the test data are shown in the following table:
table 4 liquid crystal composition formulation and test performance thereof
Example 2
The liquid crystal composition of example 2 was prepared according to the respective compounds and weight percentages listed in table 5, and was filled between two substrates of a liquid crystal display for performance test, and the test data are shown in the following table:
table 5 liquid crystal composition formulation and test performance thereof
Example 3
The liquid crystal composition of example 3 was prepared according to the respective compounds and weight percentages listed in table 6, and was filled between two substrates of a liquid crystal display for performance test, and the test data are shown in the following table:
table 6 liquid crystal composition formulation and test performance thereof
Example 4
The liquid crystal composition of example 4 was prepared according to the respective compounds and weight percentages listed in table 7, and was filled between two substrates of a liquid crystal display for performance test, and the test data are shown in the following table:
table 7 liquid crystal composition formulation and test performance thereof
Example 5
The liquid crystal composition of example 5 was prepared according to the respective compounds and weight percentages listed in table 8, and was filled between two substrates of a liquid crystal display for performance test, and the test data are shown in the following table:
table 8 liquid crystal composition formulation and test performance thereof
Example 6
The liquid crystal composition of example 6 was prepared according to the respective compounds and weight percentages listed in table 9, and was filled between two substrates of a liquid crystal display for performance test, and the test data are shown in the following table:
table 9 liquid crystal composition formulation and test performance thereof
Example 7
The liquid crystal composition of example 7 was prepared according to the respective compounds and weight percentages listed in table 10, and was filled between two substrates of a liquid crystal display for performance test, and the test data are shown in the following table:
table 10 liquid crystal composition formulation and test performance thereof
Example 8
The liquid crystal composition of example 8 was prepared according to the respective compounds and weight percentages listed in table 11, and was filled between two substrates of a liquid crystal display for performance test, and the test data are shown in the following table:
table 11 liquid crystal composition formulation and test performance thereof
As can be seen from comparative example 1 and examples 1 to 8, the liquid crystal composition of the present invention has the advantages of higher clearing point, lower viscosity, appropriately high absolute value of dielectric anisotropy, appropriately large optical anisotropy, wide nematic phase temperature range and good low temperature stability, and the liquid crystal display comprising the liquid crystal composition of the present invention can have good temperature adaptability, fast response speed, low energy consumption and the like, thereby having good display effect.
The above embodiments are only for illustrating the technical concept and features of the present invention, and are intended to enable those skilled in the art to understand the present invention and to implement it, but not limit the scope of the present invention, and all equivalent changes or modifications made according to the spirit of the present invention should be included in the scope of the present invention.
Claims (8)
1. A liquid crystal composition, the liquid crystal composition comprising:
at least one compound of formula i selected from the group consisting of one or more of the following structures:
and
at least one compound of the formula II-1 and at least one compound of the formula II-2
At least one compound of formula III selected from the group consisting of formula III-1 and formula III-2:
and
at least one compound selected from the group consisting of the general formulae IV-1 to IV-12
And
wherein, the liquid crystal display device comprises a liquid crystal display device,
R 1 and R is 2 Each independently represents-H, -F, a straight OR branched alkyl OR alkoxy group of 1 to 12 carbon atoms, a cycloalkyl group of 3 to 6 carbon atoms, an alkenyl OR alkenyloxy group of 2 to 12 carbon atoms, -OR 1 ’OR 2 ' wherein one or more H in the alkyl or alkoxy and the alkenyl or alkenyloxy may be substituted with F, wherein R 1 ' represents an alkylene group of 1 to 12 carbon atoms or an alkenylene group of 2 to 12 carbon atoms, R 2 ' represents an alkyl group of 1 to 12 carbon atoms or an alkenyl group of 2 to 12 carbon atoms;
R 3 and R is 4 Each independently represents-H, -F, a linear OR branched alkyl OR alkoxy group of 1 to 12 carbon atoms, an alkenyl OR alkenyloxy group of 2 to 12 carbon atoms, -OR 3 ’OR 4 ' wherein one or more H in the alkyl or alkoxy and the alkenyl or alkenyloxy may be substituted with F, wherein R 3 ' represents an alkylene group of 1 to 12 carbon atoms or an alkenylene group of 2 to 12 carbon atoms, R 4 ' represents an alkyl group of 1 to 12 carbon atoms or an alkenyl group of 2 to 12 carbon atoms;
R 51 and R is 61 represents-H, -F, alkyl or alkoxy of 1 to 7 carbon atoms, alkenyl or alkenyloxy of 2 to 7 carbon atoms;
R 52 and R is 62 Each independently represents-H, -F, an alkyl or alkoxy group of 1 to 12 carbon atoms, an alkenyl or alkenyloxy group of 2 to 12 carbon atoms,Wherein one or more H of the alkyl or alkoxy and the alkenyl or alkenyloxy may be substituted with F;
R 7 and R is 8 Each independently represents a straight OR branched alkyl OR alkoxy group of 1 to 12 carbon atoms, a cycloalkyl group of 3 to 6 carbon atoms, an alkenyl OR alkenyloxy group of 2 to 12 carbon atoms, -OR 7 ’OR 8 ' wherein one or more H in said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted with F, wherein R 7 ' represents an alkylene group of 1 to 12 carbon atoms or an alkenylene group of 2 to 12 carbon atoms, R 8 ' represents an alkyl group of 1 to 12 carbon atoms or an alkenyl group of 2 to 12 carbon atoms;
Z 1 and Z 2 Each independently represents a single bond, -COO-, -OCO-, -CH 2 O-、-OCH 2 -or-CH 2 CH 2 -；
The ringRing->And (C) a ring->Each independently represents->
The a and b each independently represent 0 or 1;
wherein the at least one compound of formula I comprises 5-21.5% by weight of the total liquid crystal composition; the at least one compound of formula III comprises 37.5-51% of the total weight of the liquid crystal composition, and the at least one compound of formula II-1 comprises 10-20% of the total weight of the liquid crystal composition; the at least one compound of the general formula II-2 accounts for 10.5 to 31 percent of the total weight of the liquid crystal composition.
2. The liquid crystal composition according to claim 1, wherein the compound of formula i-1 is selected from the group consisting of one or more of the following compounds:
and
wherein, the liquid crystal display device comprises a liquid crystal display device,
R 11 and R is 21 Each independently represents a linear or branched alkyl or alkoxy group having 1 to 10 carbon atoms,Cycloalkyl having 3 to 6 carbon atoms, alkenyl having 2 to 10 carbon atoms, or alkenyloxy, wherein one or more H of the alkyl or alkoxy and the alkenyl or alkenyloxy may be substituted with F;
R 1 ' represents an alkylene group having 1 to 10 carbon atoms or an alkenylene group having 2 to 10 carbon atoms;
R 2 ' represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms.
3. The liquid crystal composition according to claim 1, wherein the compound of formula i-2 is selected from the group consisting of one or more of the following compounds:
and
wherein, the liquid crystal display device comprises a liquid crystal display device,
R 12 and R is 22 Each independently represents a straight or branched alkyl or alkoxy group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkenyloxy group, wherein one or more H of the alkyl or alkoxy group and the alkenyl or alkenyloxy group may be substituted with F;
R 1 ' represents an alkylene group having 1 to 10 carbon atoms or an alkenylene group having 2 to 10 carbon atoms;
R 2 ' represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms.
4. The liquid crystal composition according to claim 1, wherein the compound of formula ii-1 is preferably selected from the group consisting of one or more of the following compounds ii-1-1 to ii-1-20:
and
5. the liquid crystal composition according to claim 1, characterized in that the compound of the general formula ii-2 is preferably selected from the group consisting of one or more of the following compounds ii-2-1 to ii-2-27:
and
6. the liquid crystal composition according to claim 1, wherein the compound of formula iii-1 is selected from the group consisting of:
and
7. the liquid crystal composition according to claim 1, wherein the compound of formula iii-2 is selected from the group consisting of:
and
wherein, the liquid crystal display device comprises a liquid crystal display device,
R 52 and R is 62 represents-H, -F, alkyl or alkoxy of 1 to 7 carbon atoms, alkenyl or alkenyloxy of 2 to 7 carbon atoms.
8. A liquid crystal display device comprising the liquid crystal composition of any one of claims 1 to 7.
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