CN105586048A - Liquid crystal composition and display device thereof - Google Patents

Liquid crystal composition and display device thereof Download PDF

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CN105586048A
CN105586048A CN201410557336.8A CN201410557336A CN105586048A CN 105586048 A CN105586048 A CN 105586048A CN 201410557336 A CN201410557336 A CN 201410557336A CN 105586048 A CN105586048 A CN 105586048A
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liquid crystal
crystal composition
compound
total weight
accounting
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CN105586048B (en
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刘云云
韩文明
丁文全
李鹏飞
姚利芳
戴慧娟
贺笛
徐海彬
张鹤鸣
马文阳
马定福
施红萍
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Jiangsu Hecheng Display Technology Co Ltd
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Jiangsu Hecheng Display Technology Co Ltd
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Abstract

The invention discloses a liquid crystal composition and its display device. The liquid crystal composition contains one or more compounds selected from compounds as shown in the general formula I-1 and/or general formula I-2; one or more compounds selected from compounds as shown in the general formula II, one or more compounds selected from compounds as shown in the general formula III; and one or more compounds selected from compounds as shown in the general formula IV. The liquid crystal composition provided by the invention has proper optical anisotropy, proper dielectric anisotropy, high clearing point, wide nematic-phase temperature range, fast response speed and good cryogenic storage stability, and is suitable for a liquid-crystal display device. By the use of the liquid crystal composition, the liquid-crystal display device has characteristics of fast response and high reliability, and can normally operate within a wide temperature range.

Description

Liquid crystal composition and display device thereof
Technical Field
The present invention relates to a liquid crystal composition, and more particularly, to a liquid crystal composition having suitable optical anisotropy, suitable dielectric anisotropy, a higher clearing point, a faster response speed, and good low-temperature storage stability, and a liquid crystal display device including the same.
Background
The liquid crystal material is a mixture of organic rod-shaped small molecular compounds which have liquid fluidity and crystal anisotropy at a certain temperature. Liquid crystal materials are widely used in liquid crystal display elements of electronic calculators, automobile instruments, televisions, computers and the like because of the characteristics of optical anisotropy and dielectric anisotropy.
The liquid crystal material is divided into normal temperature liquid crystal (the phase transition temperature range is-10-60 ℃) and wide temperature liquid crystal (the phase transition temperature range is-20-70 ℃) according to the phase transition temperature, and liquid crystal displays manufactured by the liquid crystal materials with different phase transition temperatures have different application places. With the continuous expansion of the application range of liquid crystal display devices, people also put higher demands on the working temperature range of the devices to adapt to various severe use environments. In order to expand the operating range of liquid crystal displays, liquid crystal display materials also need to have a wide nematic temperature range to meet the requirement of maintaining good display in various environments.
For liquid crystal displays, liquid crystal compounds and liquid crystal media having good chemical and thermal stability, good stability to electric fields and electromagnetic radiation, suitable optical anisotropy, faster response speed, and lower threshold voltage are in line with the current demand. Since liquid crystals are usually used as a mixture of several components, the mutual solubility of the components is important, and liquid crystals have to meet different requirements, such as electrical conductivity, dielectric anisotropy, and optical anisotropy, depending on the cell type and the application field, but the disadvantages of longer response time, lower resistivity, and too high operating voltage, such as EP0673986, DE19528106, and DE19528107, are significant in the prior art. In addition, poor low temperature storage stability is also a defect of many existing liquid crystal materials, such as WO9732942A 1.
None of the series of compounds having liquid crystalline mesophases disclosed so far includes monomer compounds satisfying all of these requirements, and therefore, in the field of liquid crystal materials, novel liquid crystal compositions having improved properties are required. In particular, for many types of applications, the liquid crystal composition must have a suitably wide nematic phase range, a suitable refractive index, dielectric anisotropy, and low-temperature storage stability.
The invention aims to provide a liquid crystal composition which has a high clearing point, low flow viscosity, a wide nematic phase range and good low-temperature storage stability, can be applied to a liquid crystal element and enables the liquid crystal element to have the characteristics of short response time, high reliability, good low-temperature storage performance and the like.
The response time of the liquid crystal is proportional to the viscosity coefficient of the liquid crystal. The larger the viscosity coefficient of the liquid crystal, the longer the time for the director to transition from one state to another under the influence of an external field or its own elastic force, the slower the liquid crystal will behave as an optical switch.
Disclosure of Invention
In order to solve the technical problems, the technical scheme adopted by the invention is as follows:
a liquid crystal composition, comprising:
one or more compounds selected from the group consisting of compounds of the formula I-1 and/or compounds of the formula I-2
One or more compounds selected from the group consisting of compounds of formula II
One or more compounds selected from the group consisting of compounds of formula III
And
one or more compounds selected from the group consisting of compounds of formula IV
Wherein,
R1、R2、R5、R6、R7and R8The same or different, each independently represents H, a straight-chain alkyl group or an alkoxy group having 1 to 12 carbon atoms, or an alkenyl group having 2 to 12 carbon atoms;
R3and R4The same or different, each independently represents a straight-chain alkyl group having 1 to 12 carbon atoms;
each independently represent
m represents 1 or 2.
In some embodiments, the compound of formula I-1 and/or formula I-2 comprises 1 to 20% by weight of the total liquid crystal composition; the compound of the general formula II accounts for 1-20% of the total weight of the liquid crystal composition; the compound of the general formula III accounts for 40-80% of the total weight of the liquid crystal composition; and the compound of the general formula IV accounts for 1-20% of the total weight of the liquid crystal composition.
In some embodiments, the compound of formula I-1 is selected from one or more of the following compounds:
and
and is
The compound of the general formula I-2 is selected from one or more compounds in the group consisting of:
and
in some embodiments, the compound of formula ii is selected from one or more of the group consisting of:
and
in some embodiments, the compound of formula iii is selected from one or more compounds in the group consisting of:
and
wherein,
R5and R6The alkyl groups may be the same or different and each independently represents an alkyl group having 1 to 5 carbon atoms. Particular preference is given to compounds of the formulae III-2, III-3, III-5, III-6, III-8, III-9.
As a particularly preferred embodiment, the compound of the formula III-2 is selected from one or more compounds of the group consisting of:
and
the compound of the general formula III-3 is selected from one or more compounds of the group consisting of:
and
the compound of formula III-5 is selected from one or more compounds of the group consisting of:
and
the compound of formula III-6 is selected from one or more compounds of the group consisting of:
and
the compounds of formula III-8 are selected from one or more compounds of the group consisting of:
and
and is
The compounds of formula III-9 are selected from one or more compounds of the group consisting of:
and
in some embodiments, the compound of formula iv is selected from one or more of the following compounds:
and
in some embodiments, the compound of formula I-1 and/or formula I-2 comprises 1 to 15% by weight of the total liquid crystal composition; the compound of the general formula II accounts for 1-15% of the total weight of the liquid crystal composition; the compound of the general formula III accounts for 40-80% of the total weight of the liquid crystal composition; and the compound of the general formula IV accounts for 3-15% of the total weight of the liquid crystal composition.
In some embodiments, the compound of formula I-1 and/or formula I-2 comprises 5 to 11% by weight of the total liquid crystal composition; the compound of the general formula II accounts for 5-10% of the total weight of the liquid crystal composition; the compound of the general formula III accounts for 60-80% of the total weight of the liquid crystal composition; and the compound of the general formula IV accounts for 3-10% of the total weight of the liquid crystal composition.
In some embodiments of the present invention, it is particularly preferred that the compounds of formulae III-1, III-2, III-3, III-4, III-5 comprise from 5 to 30% by weight of the total liquid crystal composition; the compounds of the general formulas III-6, III-7, III-8 and III-9 account for 20-65% of the total weight of the liquid crystal composition.
The invention also provides a liquid crystal display comprising the provided liquid crystal composition.
Compared with the prior art, the technical scheme adopted by the invention has the following technical progress:
the liquid crystal composition provided by the invention has proper optical anisotropy, proper dielectric anisotropy, a higher clearing point, a wider nematic phase temperature range, a faster response speed and good low-temperature storage stability, and is suitable for a liquid crystal display device, so that the liquid crystal display device has the characteristics of fast response, high reliability, normal operation in a wider temperature range and the like.
In the present invention, unless otherwise specified, the proportions are weight ratios, all temperatures are in degrees centigrade, and the thickness of the box selected for the response time data test is 7 μm.
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 1:
TABLE 1 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: nCPUF, where n in the code represents the number of C atoms in the left alkyl group, e.g., n is "3", i.e., the alkyl group is-C3H7(ii) a C in the code represents cyclohexane.
The abbreviated codes of the test items in the following examples are as follows:
cp (. degree. C.): clearing points (nematic-isotropic phase transition temperature)
Δ n: optical anisotropy (589nm, 25 ℃ C.)
Δ: dielectric anisotropy (1KHz, 25 ℃ C.)
η flow viscosity (mm)2·s-125 ℃ unless otherwise stated)
V10: threshold voltage (characteristic voltage at 10% relative contrast, normally white mode)
t-30℃: low temperature storage time (at-30 ℃ C.)
t-40℃: low temperature storage time (at-40 ℃ C.)
Wherein the optical anisotropy is measured by an Abbe refractometer under a sodium lamp (589nm) light source at 25 ℃; the dielectric test cell was of the type TN90, the cell thickness being 7 μm.
Δ | -, where | is the dielectric constant parallel to the molecular axis, # is 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.
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.
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 according to the compounds and weight percentages listed in table 2, and the test data are shown in the following table:
TABLE 2 liquid crystal composition formulations and their test properties
Example 1
The liquid crystal composition of example 1 was prepared according to the compounds and weight percentages listed in table 3, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 3 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 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 3
The liquid crystal composition of example 3 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
Example 4
The liquid crystal composition of example 4 was prepared according to the compounds and weight percentages listed in table 6, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 6 liquid crystal composition formula and its test performance
Example 5
The liquid crystal composition of example 5 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 6
The liquid crystal composition of example 6 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
Example 7
The liquid crystal composition of example 7 was prepared according to the compounds and weight percentages listed in table 9, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 9 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 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
From the above data of examples, it can be seen that the liquid crystal composition provided by the present invention has suitable optical anisotropy, suitable dielectric anisotropy, wide nematic phase temperature range, high clearing point, fast response speed and good low temperature storage stability, and can be applied to liquid crystal displays. Compared with the comparative example 1, the liquid crystal composition provided by the invention has shorter response time and better low-temperature storage stability, can meet the requirements of fast response and good display in a wider temperature range of a liquid crystal display, and achieves obvious technical progress.
Experimental results show that the liquid crystal composition consisting of the compounds of the general formulas I-1 and/or I-2, II, III and IV has good optical anisotropy value, dielectric anisotropy value and clearing point, obvious fast response rate and obvious good low-temperature storage stability.
The above embodiments are merely illustrative of the technical concept and features of the present invention, and the present invention is not limited thereto, and equivalent changes and modifications made according to the spirit of the present invention should be covered thereby.

Claims (10)

1. A liquid crystal composition, comprising:
one or more compounds selected from the group consisting of compounds of the formula I-1 and/or compounds of the formula I-2
One or more compounds selected from the group consisting of compounds of formula II
One or more compounds selected from the group consisting of compounds of formula III
And
one or more compounds selected from the group consisting of compounds of formula IV
Wherein,
R1、R2、R5、R6、R7and R8The same or different, each independently represents H, a straight-chain alkyl group or an alkoxy group having 1 to 12 carbon atoms, or an alkenyl group having 2 to 12 carbon atoms;
R3and R4The same or different, each independently represents a straight-chain alkyl group having 1 to 12 carbon atoms;
each independently representOr
m represents 1 or 2.
2. The liquid crystal composition of claim 1, wherein the compound of formula i-1 and/or formula i-2 comprises 1 to 20% by weight of the total liquid crystal composition; the compound of the general formula II accounts for 1-20% of the total weight of the liquid crystal composition; the compound of the general formula III accounts for 40-80% of the total weight of the liquid crystal composition; and the compound of the general formula IV accounts for 1-20% of the total weight of the liquid crystal composition.
3. The liquid crystal composition of claim 2, wherein the compound of formula i-1 is selected from one or more compounds of the group consisting of:
and
and is
The compound of the general formula I-2 is selected from one or more compounds in the group consisting of:
and
4. the liquid crystal composition of claim 2, wherein the compound of formula ii is selected from one or more compounds of the group consisting of:
and
5. the liquid crystal composition of claim 2, wherein the compound of formula iii is selected from one or more compounds of the group consisting of:
and
wherein,
R5and R6The alkyl groups may be the same or different and each independently represents an alkyl group having 1 to 5 carbon atoms.
6. The liquid crystal composition of claim 2, wherein the compound of formula iv is selected from one or more of the following compounds:
and
7. the liquid crystal composition of claim 2, wherein the compound of formula i-1 and/or formula i-2 comprises 1 to 15% by weight of the total liquid crystal composition; the compound of the general formula II accounts for 1-15% of the total weight of the liquid crystal composition; the compound of the general formula III accounts for 40-80% of the total weight of the liquid crystal composition; and the compound of the general formula IV accounts for 3-15% of the total weight of the liquid crystal composition.
8. The liquid crystal composition of claim 7, wherein the compound of formula i-1 and/or formula i-2 comprises 5 to 11% by weight of the total liquid crystal composition; the compound of the general formula II accounts for 5-10% of the total weight of the liquid crystal composition; the compound of the general formula III accounts for 60-80% of the total weight of the liquid crystal composition; and the compound of the general formula IV accounts for 3-10% of the total weight of the liquid crystal composition.
9. The liquid crystal composition of claim 8, wherein the liquid crystal composition comprises:
compound II-3 accounting for 5 percent of the total weight of the liquid crystal composition;
compound II-6 accounting for 5 percent of the total weight of the liquid crystal composition;
11% by weight of the total liquid crystal composition of compound III-8-1;
compound III-2-1 in an amount of 49% by weight based on the total weight of the liquid crystal composition;
13% of compound III-3-1 by weight of the total liquid crystal composition;
a compound IV-1 accounting for 5 percent of the total weight of the liquid crystal composition;
a compound IV-3 accounting for 5 percent of the total weight of the liquid crystal composition;
compound I-1-1 accounting for 4% of the total weight of the liquid crystal composition; and
3% of compound I-1-2 by weight of the total liquid crystal composition;
or the liquid crystal composition comprises:
compound II-3 accounting for 2 percent of the total weight of the liquid crystal composition;
compound II-6 accounting for 3 percent of the total weight of the liquid crystal composition;
compound III-6-1 accounting for 4 percent of the total weight of the liquid crystal composition;
compound III-6-2 accounting for 2 percent of the total weight of the liquid crystal composition;
compound III-8-1 accounting for 4 percent of the total weight of the liquid crystal composition;
compound III-2-1 accounting for 48 percent of the total weight of the liquid crystal composition;
compound III-3-1 accounting for 12 percent of the total weight of the liquid crystal composition;
a compound IV-1 accounting for 5 percent of the total weight of the liquid crystal composition;
a compound IV-3 accounting for 4 percent of the total weight of the liquid crystal composition;
compound I-1-1 accounting for 6 percent of the total weight of the liquid crystal composition;
compound I-1-2 accounting for 5 percent of the total weight of the liquid crystal composition; and
compound III-9-2 in an amount of 5% by weight based on the total weight of the liquid crystal composition;
or the liquid crystal composition comprises:
compound III-5-1 accounting for 4 percent of the total weight of the liquid crystal composition;
compound II-6 accounting for 5 percent of the total weight of the liquid crystal composition;
compound III-8-1 accounting for 8 percent of the total weight of the liquid crystal composition;
42% by weight of compound III-2-1, based on the total weight of the liquid crystal composition;
5% of compound III-6-1 by weight of the total liquid crystal composition;
5% of compound III-6-2 by weight of the total liquid crystal composition;
compound III-3-1 accounting for 12 percent of the total weight of the liquid crystal composition;
a compound IV-1 accounting for 3 percent of the total weight of the liquid crystal composition;
a compound IV-3 accounting for 7 percent of the total weight of the liquid crystal composition;
compound I-1-1 accounting for 2% of the total weight of the liquid crystal composition;
compound I-1-2 accounting for 5 percent of the total weight of the liquid crystal composition; and
compound I-2-1 accounting for 2% of the total weight of the liquid crystal composition;
or the liquid crystal composition comprises:
compound III-5-1 accounting for 4 percent of the total weight of the liquid crystal composition;
a compound II-3 accounting for 3 percent of the total weight of the liquid crystal composition;
compound II-6 accounting for 3 percent of the total weight of the liquid crystal composition;
compound III-8-1 accounting for 8 percent of the total weight of the liquid crystal composition;
42% by weight of compound III-2-1, based on the total weight of the liquid crystal composition;
5% of compound III-6-1 by weight of the total liquid crystal composition;
5% of compound III-6-2 by weight of the total liquid crystal composition;
11% of compound III-3-1 by weight of the total liquid crystal composition;
a compound IV-1 accounting for 5 percent of the total weight of the liquid crystal composition;
a compound IV-3 accounting for 5 percent of the total weight of the liquid crystal composition;
compound I-1-2 accounting for 5 percent of the total weight of the liquid crystal composition; and
compound I-2-1 accounting for 4% of the total weight of the liquid crystal composition;
or the liquid crystal composition comprises:
compound III-5-1 accounting for 4 percent of the total weight of the liquid crystal composition;
compound III-5-2 accounting for 4 percent of the total weight of the liquid crystal composition;
compound II-3 accounting for 2 percent of the total weight of the liquid crystal composition;
compound II-6 accounting for 5 percent of the total weight of the liquid crystal composition;
compound III-8-1 accounting for 5 percent of the total weight of the liquid crystal composition;
44% by weight of compound III-2-1, based on the total weight of the liquid crystal composition;
compound III-3-1 accounting for 5 percent of the total weight of the liquid crystal composition;
5% of compound III-6-1 by weight of the total liquid crystal composition;
compound III-6-2 accounting for 12 percent of the total weight of the liquid crystal composition;
a compound IV-3 accounting for 4 percent of the total weight of the liquid crystal composition;
compound I-2-1 accounting for 5 percent of the total weight of the liquid crystal composition; and
compound I-2-2 accounting for 5% of the total weight of the liquid crystal composition;
or the liquid crystal composition comprises:
compound III-5-1 accounting for 2 percent of the total weight of the liquid crystal composition;
compound II-6 accounting for 5 percent of the total weight of the liquid crystal composition;
compound III-8-1 accounting for 5 percent of the total weight of the liquid crystal composition;
42% by weight of compound III-2-1, based on the total weight of the liquid crystal composition;
compound III-3-1 accounting for 12 percent of the total weight of the liquid crystal composition;
5% of compound III-6-1 by weight of the total liquid crystal composition;
5% of compound III-6-2 by weight of the total liquid crystal composition;
a compound IV-1 accounting for 4 percent of the total weight of the liquid crystal composition;
a compound IV-3 accounting for 4 percent of the total weight of the liquid crystal composition;
compound I-2-1 accounting for 5 percent of the total weight of the liquid crystal composition;
compound I-2-2 accounting for 5% of the total weight of the liquid crystal composition; and
6 percent of compound III-9-2 based on the total weight of the liquid crystal composition;
or the liquid crystal composition comprises:
compound III-5-1 accounting for 4 percent of the total weight of the liquid crystal composition;
compound II-6 accounting for 6 percent of the total weight of the liquid crystal composition;
7% by weight of compound III-8-1 based on the total weight of the liquid crystal composition;
compound III-2-1 accounting for 41 percent of the total weight of the liquid crystal composition;
compound III-3-1 accounting for 12 percent of the total weight of the liquid crystal composition;
8% by weight of compound III-9-2 based on the total weight of the liquid crystal composition;
3% of compound III-6-1 by weight of the total liquid crystal composition;
compound III-6-2 accounting for 2 percent of the total weight of the liquid crystal composition;
a compound IV-1 accounting for 7 percent of the total weight of the liquid crystal composition;
a compound IV-3 accounting for 2 percent of the total weight of the liquid crystal composition;
compound I-1-1 accounting for 4% of the total weight of the liquid crystal composition; and
compound I-1-2 accounting for 4% of the total weight of the liquid crystal composition;
or the liquid crystal composition comprises:
compound III-5-1 accounting for 4 percent of the total weight of the liquid crystal composition;
compound II-6 accounting for 6 percent of the total weight of the liquid crystal composition;
compound III-8-1 accounting for 6 percent of the total weight of the liquid crystal composition;
compound III-2-1 accounting for 41 percent of the total weight of the liquid crystal composition;
compound III-3-1 accounting for 12 percent of the total weight of the liquid crystal composition;
8% by weight of compound III-9-2 based on the total weight of the liquid crystal composition;
5% of compound III-6-2 by weight of the total liquid crystal composition;
a compound IV-1 accounting for 3 percent of the total weight of the liquid crystal composition;
a compound IV-3 accounting for 7 percent of the total weight of the liquid crystal composition;
3% of compound I-1-1 by weight of the total weight of the liquid crystal composition; and
and (3) the compound I-1-2 accounts for 5% of the total weight of the liquid crystal composition.
10. A liquid crystal display comprising the liquid crystal composition according to any one of claims 1 to 9.
CN201410557336.8A 2014-10-20 2014-10-20 Liquid-crystal composition and its display device Active CN105586048B (en)

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