CN113429981B - Display material with short low-temperature response time - Google Patents

Display material with short low-temperature response time Download PDF

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Publication number
CN113429981B
CN113429981B CN202110630839.3A CN202110630839A CN113429981B CN 113429981 B CN113429981 B CN 113429981B CN 202110630839 A CN202110630839 A CN 202110630839A CN 113429981 B CN113429981 B CN 113429981B
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carbon atoms
compound
formula
alkyl
display material
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CN113429981A (en
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毛林峰
沈瑜
赵龙旦
黄丽琴
陈瑛
单元龙
孙武峰
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Zhejiang Automobile Instrument Co ltd
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Zhejiang Automobile Instrument Co ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
    • C09K19/3066Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C09K19/44Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked

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  • Chemical & Material Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Liquid Crystal Substances (AREA)

Abstract

Disclosed is a display material comprising at least one compound of formula I, at least one compound of formula II, and at least one compound of formula III; the content of the compound of the formula I is 4-12%; the content of the compound of the formula II is 4-12%; the content of the compound of the formula III is 14-24%; based on the total weight of the display material. The low temperature response time of the display material is shorter than in the prior art.

Description

Display material with short low-temperature response time
Technical Field
The invention belongs to the technical field of display materials, and particularly relates to a display material with short low-temperature response time.
Background
With the rapid development of economy and the improvement of the living standard of people, automobiles have become the main transportation means of ordinary families. As a device for reflecting the operation conditions of various systems of an automobile, an automobile instrument panel is one of the most commonly contacted automobile parts. Conventionally, the rotation speed, the water temperature, the oil quantity and the speed per hour are displayed by a mechanical instrument panel. The mechanical instrument panel has the characteristics of stable technology, maturity and reliability.
However, in recent years, due to the rapid development of automobile, communication and display technologies, more intuitive and modern display devices are required to meet the demands of instant messaging, navigation and entertainment of people, so that all-liquid-crystal dashboards are desired. The novel instrument panel is applied to automobiles to replace the traditional mechanical instrument panel by the characteristics of light weight, low power consumption and colored flowers, realizes a digital display function and is used for displaying the average oil consumption, the instantaneous oil consumption, the outdoor temperature, the average speed, the driving time, the driving mileage, the navigation and the multimedia entertainment of the automobiles. The full liquid crystal instrument panel is safer in driving; the display effect is better, and the sense of science and technology is stronger.
As a liquid crystal display device of an automobile instrument panel, display modes such as TN (twisted nematic), STN (super twisted nematic) and VA (vertical alignment) are more commonly used. The TN and STN display modes have short response times and wide operating temperatures, but the contrast and viewing angle are not ideal. VA display mode has the characteristics of a wide viewing angle and a high contrast ratio, but is easy to crystallize or to develop a smectic phase at a low temperature, while the low temperature response time is slightly long.
Accordingly, there is an urgent need to provide a display material having a short low temperature response time in response to the above-described drawbacks of the related art.
Disclosure of Invention
The invention aims to provide a display material with short low-temperature response time. The low temperature response time of the display material is shorter than in the prior art.
In order to solve the technical problems, the invention adopts the following technical scheme: a display material comprising at least one compound of formula I, at least one compound of formula II and at least one compound of formula III,
wherein R is 1 And R is 2 Each independently represents an alkyl or alkoxy group of 1 to 8 carbon atoms, preferably 1 to 6 carbon atoms;
wherein R is 3 Represents alkenyl of 2 to 8 carbon atoms, preferably 2 to 6 carbon atoms; r is R 4 Represents alkyl or alkoxy groups of 1 to 8 carbon atoms, preferably 1 to 6 carbon atoms;
wherein R is 5 Represents alkenyl of 2 to 8 carbon atoms, preferably 2 to 6 carbon atoms; r is R 6 Represents alkyl or alkoxy groups of 1 to 8 carbon atoms, preferably 1 to 6 carbon atoms.
In the present invention, alkenyl groups are defined as one or more non-adjacent CH' s 2 Alkyl substituted with ch=ch.
The display material according to the invention, wherein the compound of formula I is present in an amount of 4-12%, preferably 6-10%; the content of the compound of formula II is 4-12%, preferably 6-10%; the content of the compound of formula III is 14-24%, preferably 16-22%; based on the total weight of the display material.
The display material according to the invention, wherein it further comprises a compound of formula IV,
wherein R is 7 And R is 8 Each independently represents an alkyl or alkoxy group of 1 to 8 carbon atoms, preferably 1 to 6 carbon atoms.
The display material according to the invention, wherein the compound of formula IV is present in an amount of 4-12%, preferably 6-10%; based on the total weight of the display material.
The display material according to the invention, wherein it further comprises a compound of formula V,
wherein R is 9 Represents alkenyl of 2 to 8 carbon atoms, preferably 2 to 6 carbon atoms; r is R 10 Represents alkyl or alkoxy groups of 1 to 8 carbon atoms, preferably 1 to 6 carbon atoms; ring A represents
The display material according to the invention, wherein the compound of formula V is present in an amount of 4-10%, preferably 6-8%; based on the total weight of the display material.
The display material according to the invention, wherein it further comprises a compound of formula VI,
wherein R is 11 Represents alkyl or alkoxy groups of 1 to 8 carbon atoms, preferably 1 to 6 carbon atoms; r is R 12 Represents alkenyl of 2 to 8 carbon atoms, preferably 2 to 6 carbon atoms.
The display material according to the invention, wherein the compound of formula VI is present in an amount of 22-35%, preferably 26-31%; based on the total weight of the display material.
The display material according to the invention, wherein it further comprises a compound of formula VII,
wherein R is 13 Represents alkenyl of 2 to 8 carbon atoms, preferably 2 to 6 carbon atoms; r is R 14 Represents alkyl or alkoxy groups of 1 to 8 carbon atoms, preferably 1 to 6 carbon atoms.
The display material according to the invention, wherein the compound of formula VII is present in an amount of 10-20%, preferably 13-17%; based on the total weight of the display material.
The display material according to the invention, wherein it further comprises a compound of formula VIII,
wherein R is 15 And R is 16 Each independently represents an alkyl or alkoxy group of 1 to 8 carbon atoms, preferably 1 to 6 carbon atoms.
The display material according to the invention, wherein the compound of formula VIII is present in an amount of 4-10%, preferably 6-8%; based on the total weight of the display material.
In a further preferred embodiment, the display material according to the invention advantageously consists of the compounds of the formulae I to VIII described above.
The inventors have found that the use of different monomers in combination in specific proportions and in specific structures, in particular in specific cyclic units and side groups, results in a display material for an all-liquid-crystal instrument panel of a motor vehicle. The low temperature response time of the display material is shorter than in the prior art.
Detailed Description
The invention is further described below in conjunction with the detailed description.
It should be understood that the description of the specific embodiments is merely illustrative of the principles and spirit of the invention, and not in limitation thereof. Further, it should be understood that various changes, substitutions, omissions, modifications, or adaptations to the present invention may be made by those skilled in the art after having read the present disclosure, and such equivalent embodiments are within the scope of the present invention as defined in the appended claims.
In the present invention, all parts are parts by weight unless otherwise specified; all percentages are by weight; cp represents a clearing point in degrees Celsius.
Δn represents the optical anisotropy value at 25℃and 589 nm.
Delta epsilon represents the dielectric anisotropy values obtained for a 6 μm thick VA test cell at 25℃and 1 kHz.
γ1 represents the rotational viscosity (mPas) measured at 25 ℃.
In the present invention, each monomer compound is represented by a three-stage abbreviation of (cyclic unit+linker) +left side group+right side group. Wherein, the liquid crystal display device comprises a liquid crystal display device,
linking and pendant groups:
n(O)-=C n H 2n+1 (O)-;
-(O)n=-(O)C n H 2n+1
Vn-=CH 2 =CHC n H 2n -;
-nV=-C n H 2n CH=CH 2
-V=-CH=CH 2
-V-=-CH=CH-;
-T-=-C≡C-;
-1O-=-CH 2 O-;
-Q-=-CF 2 O-;
n=C n H 2n+1
n=natural number;
o represents an oxygen atom.
A ring unit:
(trans configuration).
Example 1
Δn=0.107;Δε=-4.9;Cp=82.6;γ1=83。
Example 2
Example 3
Further, in order to test the low temperature stability of example 1, a 6 μm thick VA test cell (the inner surfaces of the upper and lower substrates having polyimide PI alignment layers) for an automobile all-liquid-crystal instrument panel was filled with a display material, and placed in a refrigerator at-20 ℃ to observe whether crystallization or smectic phase occurs in the VA test cell at regular intervals, and the duration of the low temperature stability, that is, the last time the phase stability was observed (LTS, h) was determined.
On the other hand, the response time (τ, ms) is the sum of the rise time and fall time of the VA test cell at-20deg.C and 6V drive voltage; the former is defined as the time for which the transmittance rises from 10% of the maximum transmittance until 90% is reached; the latter is the time when the transmittance decreases from 90% of the maximum transmittance until reaching 10%.
The results are shown in Table 1.
TABLE 1
Test box LTS,h Response time (τ, ms)
Example 1 >1100h 12.03
As can be seen from table 1, the low temperature response time of the display material of example 1 of the present invention is shorter.
The above description is only of the preferred embodiments of the present invention and is not intended to limit the present invention, but various modifications and variations can be made to the present invention by those skilled in the art. Any modification, equivalent replacement, improvement, etc. made within the spirit and principle of the present invention are included in the protection scope of the present invention.

Claims (2)

1. A display material comprising at least one compound of formula I, at least one compound of formula II and at least one compound of formula III, and at least one compound of formula IV, at least one compound of formula V, at least one VI, at least one compound of formula VII, and at least one compound of VIII;
the content of the compound of the formula I is 6-10%; the content of the compound of the formula II is 6-10%; the content of the compound of the formula III is 16-22%; the content of the compound of the formula IV is 6-10%; the content of the compound of formula V is 6-8%; the content of the compound of the formula VI is 26-31%; the content of the compound of formula VII is 13-17%; the content of the compound of formula VIII is 6-8%; based on the total weight of the host mixture;
wherein R is 1 And R is 2 Each independently represents an alkyl group of 1 to 8 carbon atoms or an alkoxy group;
wherein R is 3 Represents alkenyl of 2 to 8 carbon atoms; r is R 4 Represents alkyl or alkoxy of 1 to 8 carbon atoms;
wherein R is 5 Represents alkenyl of 2 to 8 carbon atoms; r is R 6 Represents alkyl or alkoxy of 1 to 8 carbon atoms;
wherein R is 7 And R is 8 Each independently represents an alkyl group of 1 to 8 carbon atoms or an alkoxy group;
wherein R is 9 Represents alkenyl of 2 to 8 carbon atoms; r is R 10 Represents alkyl or alkoxy of 1 to 8 carbon atomsA base; ring A represents
Wherein R is 11 Represents alkyl or alkoxy of 1 to 8 carbon atoms; r is R 12 Represents alkenyl of 2 to 8 carbon atoms;
wherein R is 13 Represents alkenyl of 2 to 8 carbon atoms; r is R 14 Represents alkyl or alkoxy of 1 to 8 carbon atoms;
wherein R is 15 And R is 16 Each independently represents an alkyl group or an alkoxy group of 1 to 8 carbon atoms.
2. The display material of claim 1, wherein R 1 And R is 2 Each independently represents an alkyl group of 1 to 6 carbon atoms or an alkoxy group; r is R 3 Represents alkenyl of 2 to 6 carbon atoms; r is R 4 Represents an alkyl or alkoxy group of 1 to 6 carbon atoms; r is R 5 Represents alkenyl of 2 to 6 carbon atoms; r is R 6 Represents an alkyl or alkoxy group of 1 to 6 carbon atoms; r is R 7 And R is 8 Each independently represents an alkyl group of 1 to 6 carbon atoms or an alkoxy group; r is R 9 Represents alkenyl of 2 to 6 carbon atoms; r is R 10 Represents an alkyl or alkoxy group of 1 to 6 carbon atoms; r is R 11 Represents an alkyl or alkoxy group of 1 to 6 carbon atoms; r is R 12 Represents alkenyl of 2 to 6 carbon atoms; r is R 13 Represents alkenyl of 2 to 6 carbon atoms; r is R 14 Represents alkyl or alkane of 1 to 6 carbon atomsAn oxy group; r is R 15 And R is 16 Each independently represents an alkyl group or an alkoxy group of 1 to 6 carbon atoms.
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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104593011A (en) * 2015-02-15 2015-05-06 石家庄诚志永华显示材料有限公司 Cyclopropyl-contained negative dielectric anisotropic liquid crystal medium and application thereof
CN108239549A (en) * 2016-12-23 2018-07-03 江苏和成显示科技有限公司 The liquid-crystal composition and its display device of negative dielectric anisotropic
CN108728116A (en) * 2017-04-18 2018-11-02 江苏和成显示科技有限公司 A kind of liquid-crystal composition and its display device
CN111484857A (en) * 2019-01-29 2020-08-04 石家庄诚志永华显示材料有限公司 Liquid crystal composition, liquid crystal display element and liquid crystal display
CN111484858A (en) * 2019-01-29 2020-08-04 石家庄诚志永华显示材料有限公司 Liquid crystal composition, liquid crystal display element and liquid crystal display

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104593011A (en) * 2015-02-15 2015-05-06 石家庄诚志永华显示材料有限公司 Cyclopropyl-contained negative dielectric anisotropic liquid crystal medium and application thereof
CN108239549A (en) * 2016-12-23 2018-07-03 江苏和成显示科技有限公司 The liquid-crystal composition and its display device of negative dielectric anisotropic
CN108728116A (en) * 2017-04-18 2018-11-02 江苏和成显示科技有限公司 A kind of liquid-crystal composition and its display device
CN111484857A (en) * 2019-01-29 2020-08-04 石家庄诚志永华显示材料有限公司 Liquid crystal composition, liquid crystal display element and liquid crystal display
CN111484858A (en) * 2019-01-29 2020-08-04 石家庄诚志永华显示材料有限公司 Liquid crystal composition, liquid crystal display element and liquid crystal display

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