CN102533278B - Liquid crystal composition - Google Patents

Liquid crystal composition Download PDF

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CN102533278B
CN102533278B CN201110437680.XA CN201110437680A CN102533278B CN 102533278 B CN102533278 B CN 102533278B CN 201110437680 A CN201110437680 A CN 201110437680A CN 102533278 B CN102533278 B CN 102533278B
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compounds
formula
alkyl
liquid crystal
crystal composition
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CN102533278A (en
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陈海光
赵冬梅
杭德余
姜天孟
杨春艳
王广涛
田会强
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Beijing Bayi Space LCD Technology Co Ltd
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Beijing Bayi Space LCD Technology Co Ltd
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Abstract

The invention provides a liquid crystal composition, which comprises 20-60wt% one or more type I compounds, 10-50wt% one or more type II compounds, 1-20wt% one or more type III compounds and 1-10wt% one or more type IV compounds. The inventive liquid crystal composition has good overall performance, small delta n (delta n refers to optical anisotropy and falls into the range of 0.058-0.063), wide nematic phase temperature range, low viscosity, high charge retention ratio and good ultraviolet resistance, and can be used in electrically controlled birefringence (ECB) displays.

Description

A kind of liquid-crystal composition
Technical field
The present invention relates to a kind of liquid crystal material.Specifically, relate to a kind of ultralow Δ n, high clearing point, low viscosity, high electric charge conservation rate and there is the liquid-crystal composition of good uvioresistant performance.
Background technology
1888, Austria botanist Friedrich Reinitzer finds liquid crystal, and after this, research and the application of liquid crystal develop rapidly, especially, after W.Helfrich in 1971 has found twisted nematic liquid crystal field-effect together with M.Schadt, lcd technology is achieved.Since 1980, thin film transistor shows the invention of (TFT-LD) technology, makes liquid-crystal display become the outstanding person of digital information epoch technique of display.After 2000, the extensive of large-screen liquid crystal display television popularized and development, fundamentally changed especially the looks of display industries.
At present, different according to the principle of work of liquid-crystal display, liquid-crystal display is divided into following several: dynamic scattering (dynamic scattering, DS) type, electric field controls double refraction (electricallycontrolled birefringence, ECB) type, twisted-nematic (twisted nematic, TN) type, ferroelectric (ferroelectric liquid crystal, FLC) type, guest-master (guest-host, GH) type and phase transformation (phase change, PC) type etc.Wherein, ECB indicating meter is to utilize electrically controlled birefringence mode effect to realize the indicating meter showing.Electro-optic birefringent effect refers to that nematic liquid crystal box is under electric field action, because the initial molecular arrangement state of liquid crystal changes, thereby causes the phenomenon of the double refraction generation respective change of liquid crystal cell.Utilize this effect to show by the simple and comparatively stable colour of implementation structure.Specifically, when energising, long axis of liquid crystal molecule changes because voltage swing is different from the angle theta between direction of an electric field, therefore the degree of birefringence of liquid crystal cell is changed, after white this liquid crystal cell of rectilinearly polarized light incident of incident, under different degree of birefringence, can form different elliptically polarized lights, it selects tested wave plate to absorb, thereby forms distinct colors.
The advantage of ECB indicating meter maximum is with different voltage, can control a display device to demonstrate distinct colors, but its different colours is the difference of arranging by liquid crystal molecule, realizes.This just causes outer bound pair liquid crystal slightly to affect, and as the change of temperature, also can affect arranging of liquid crystal molecule and cause birefringent change, thereby affect Show Color.This has just proposed very high requirement to liquid crystal compound, and at present, the liquid crystal material that is applied to ECB indicating meter still exists the shortcomings such as nematic temperature range is narrow, voltage retention is not high.
Summary of the invention
The object of the invention is to overcome above-mentioned deficiency, the nematic phase liquid crystal composition of a kind of extra small Δ n is provided.
Another object of the present invention is to provide this liquid-crystal composition in the application for ECB indicating meter.
In order to realize the object of the invention, the invention provides a kind of liquid-crystal composition, comprise the component of following weight percentage:
One or more I compounds of (1) 20~60% weight;
One or more II compounds of (2) 10~50% weight;
One or more III compounds of (3) 1~20% weight;
One or more IV compounds of (4) 1~10% weight;
Wherein, described I compounds is suc as formula shown in I:
Figure BDA0000124078300000021
In formula I, R 1and R 2be independently C 1~C 10alkyl or alkoxyl group, or C 2~C 10thiazolinyl.
Described II compounds is suc as formula shown in II:
Figure BDA0000124078300000022
In formula II, R 3for C 1~C 10alkyl or alkoxyl group; Z is-CH 2-CH 2-,-COO-, CF 2o-or singly-bound; Ring A is trans Isosorbide-5-Nitrae-cyclohexyl or Isosorbide-5-Nitrae-phenylene, L1 and L2 be independently-H or-F.
Described III compounds is as shown in formula III:
Figure BDA0000124078300000031
In formula III, R 4, R 5be independently C 1~C 10alkyl or alkoxyl group; Ring A and ring B are independently trans Isosorbide-5-Nitrae-cyclohexyl or Isosorbide-5-Nitrae-phenylene.
Described IV compounds is suc as formula shown in IV:
Figure BDA0000124078300000032
In formula IV, R 6for C 1~C 10alkyl or alkoxyl group.
Preferably, liquid-crystal composition of the present invention comprises the component of following weight percentage:
One or more I compounds of (1) 20~50% weight;
One or more II compounds of (2) 10~40% weight;
One or more III compounds of (3) 5~15% weight;
One or more IV compounds of (4) 2~7% weight.
In addition, liquid-crystal composition of the present invention also comprises the component of following weight percentage:
One or more V compounds of (5) 0~20% weight;
One or more VI compounds of (6) 0~20% weight;
Described V compounds is suc as formula shown in V:
R in formula V 7for C 1~C 10alkyl or alkoxyl group.
Described VI compounds is suc as formula shown in VI
Figure BDA0000124078300000034
R in formula VI 8for C 1~C 10alkyl or alkoxyl group, R 9for C 1~C 10alkyl or alkoxyl group ,-OCF 3or-OCHF 2.
Wherein, preferably, the content of V compounds is 1~15%.
The content of VI compounds is 1~15%.
Described I compounds is preferably shown in formula I:
Figure BDA0000124078300000041
In formula I, R 1for C 2~C 5thiazolinyl, R 2for C 2~C 5alkyl.
Specifically, described I compounds specifically refers to one or more in the monomer of following structure:
Figure BDA0000124078300000042
Described II compounds is preferably:
Wherein, R 31, R 32, R 33, R 34be independently C 2~C 5alkyl.
Specifically, one or more in the monomer that described II compounds is following structure:
Figure BDA0000124078300000053
Figure BDA0000124078300000061
Figure BDA0000124078300000071
Described III compounds is preferably:
R wherein 41, R 42, R 43, R 51, R 52and R 53be independently C 2~C 5alkyl.
Specifically, one or more in the monomer that described III compounds is following structure:
Figure BDA0000124078300000073
Figure BDA0000124078300000081
Figure BDA0000124078300000091
Figure BDA0000124078300000101
Figure BDA0000124078300000111
Described IV compounds is preferably:
Figure BDA0000124078300000112
In formula, R 6for C 1~C 5alkyl.
Specifically, one or more in the monomer that described IV compounds is following structure:
Figure BDA0000124078300000113
Described V compounds is preferably:
Figure BDA0000124078300000114
R in formula 7for C 1~C 5alkyl.
Specifically, one or more in the monomer that described V compounds is following structure:
Figure BDA0000124078300000115
Described VI compounds is preferably:
Figure BDA0000124078300000122
R in formula 8for C 1~C 5alkyl, R 9for-OCF 3or-OCHF 2.
Specifically, one or more in the monomer that described VI compounds is following structure:
Figure BDA0000124078300000123
Liquid-crystal composition of the present invention can adopt ordinary method preparation, the method preparation that for example various ingredients at high temperature can be mixed and dissolve each other; Or the component that wherein content is less is dissolved in the main ingredient that content is larger at higher temperature, or each component is dissolved respectively in organic solvent, after then solution being mixed, after removal solvent, obtain.Wherein, solvent for use can be the conventional organic solvents such as acetone, chloroform or methyl alcohol.
Liquid-crystal composition of the present invention has good over-all properties: extra small Δ n (Δ n is 0.058~0.063), wide nematic temperature range (30~85 ℃), low viscosity (≤15mm 2/ s), high electric charge conservation rate (>=99.9%) and good uvioresistant performance, can be used in ECB indicating meter.
Embodiment
Following examples are used for illustrating the present invention, but are not used for limiting the scope of the invention.
Liquid crystal compound of the present invention adopts the preparation of ubiquitous method in industry-thermal solution retorting process.First with balance, weigh by weight percentage each liquid crystalline cpd, wherein weigh addition sequence without particular requirement, conventionally with liquid crystalline cpd fusing point order from high to low, weigh successively mixing, at 60-100 ℃, heated and stirred melts evenly each component, again after filtration, revolve steaming, finally encapsulate and obtain target sample.In addition, also the related method of available patent CN101502767A is carried out the preparation of even liquid crystal.
Compound used in the present invention is all commercially available, as purchased from Zi Yu Beijing Bayi Space Liquid Crystal Materials Sci-tech Co., Ltd..
Except as otherwise noted, in context, per-cent is weight percentage, and all temperature are degree Celsius to provide.All optical datas are all measured at 20 ℃.
In embodiment, use following abbreviation:
Δ n is optical anisotropy, n ofor specific refractory power (589nm, 20 ℃);
V 90for threshold voltage, be the character voltage (V, 20 ℃) when relative 90% contrast gradient, V 10for saturation voltage, be character voltage when relative 10% contrast gradient (V, 20 ℃)
C.p be liquid crystal compound clearing point (℃)
η is volume viscosity (mm 2/ s, 20 ℃);
Δ ε be dielectric constant anisotropy (20 ℃, 1000Hz).
In addition, in each embodiment, monomer structure adopts following abbreviation to represent
Figure BDA0000124078300000131
Figure BDA0000124078300000141
Embodiment 1
Figure BDA0000124078300000151
Embodiment 2
Figure BDA0000124078300000152
Embodiment 3
Figure BDA0000124078300000153
Figure BDA0000124078300000161
Embodiment 4
Figure BDA0000124078300000162
Embodiment 5
Figure BDA0000124078300000163
Figure BDA0000124078300000171
Although above the present invention is described in detail with a general description of the specific embodiments, on basis of the present invention, can make some modifications or improvements it, this will be apparent to those skilled in the art.Therefore, these modifications or improvements, all belong to the scope of protection of present invention without departing from theon the basis of the spirit of the present invention.

Claims (3)

1. a liquid-crystal composition, is characterized in that, comprises the component of following weight percentage:
One or more I compounds of (1) 20~50% weight;
One or more II compounds of (2) 10~40% weight;
One or more III compounds of (3) 5~15% weight;
One or more IV compounds of (4) 2~7% weight;
One or more V compounds of (5) 1~15% weight;
One or more VI compounds of (6) 1~15% weight;
Wherein, described I compounds is suc as formula shown in I:
Figure FDA0000412272790000011
In formula I, R 1for C 2~C 5thiazolinyl, R 2for C 2~C 5alkyl;
Described II compounds is suc as formula shown in II:
Figure FDA0000412272790000012
In formula II, R 3for C 1~C 10alkyl or alkoxyl group; Z is-CH 2-CH 2-,-COO-,-CF 2o-or singly-bound; Ring A is trans Isosorbide-5-Nitrae-cyclohexyl or Isosorbide-5-Nitrae-phenylene, L 1and L 2be independently-H or-F;
Described III compounds is:
Figure FDA0000412272790000013
R wherein 41, R 42, R 43, R 51, R 52and R 53be independently C 2~C 5alkyl;
Described IV compounds is suc as formula shown in IV:
Figure FDA0000412272790000021
In formula IV, R 6for C 1~C 5alkyl;
Described V compounds is suc as formula shown in V:
Figure FDA0000412272790000022
R in formula V 7for C 1~C 10alkyl or alkoxyl group;
Described VI compounds is suc as formula shown in VI:
Figure FDA0000412272790000023
R in formula VI 8for C 1~C 10alkyl or alkoxyl group, R 9for C 1~C 10alkyl or alkoxyl group ,-OCF 3or-OCHF 2.
2. liquid-crystal composition according to claim 1, is characterized in that, R in formula 7, R 8be independently C 1~C 5alkyl, R 9for-OCF 3or-OCHF 2.
3. liquid-crystal composition according to claim 1 and 2 is in the application for the preparation of in ECB indicating meter.
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CN103421516B (en) * 2013-06-06 2015-02-04 江苏和成显示科技股份有限公司 Ultra-wide range temperature and high-weatherability liquid crystal composition and display thereof
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AU6302196A (en) * 1995-06-23 1997-01-22 Merck Patent Gmbh Nematic liquid-crystal composition
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