CN104650925B - Liquid crystal media - Google Patents
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- CN104650925B CN104650925B CN201510082688.7A CN201510082688A CN104650925B CN 104650925 B CN104650925 B CN 104650925B CN 201510082688 A CN201510082688 A CN 201510082688A CN 104650925 B CN104650925 B CN 104650925B
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Abstract
The present invention relates to a kind of Dielectric positive liquid crystal composition of the monomeric compound of class containing cyclopropyl, it includes Dielectric positive component A, with the second Dielectric positive component B, the component A includes one or more Dielectric positive compounds for being selected from formula I, and the component B includes one or more Dielectric positive compounds for being selected from formula II.The liquid-crystal composition excellent performance that the present invention is obtained, with relatively low threshold voltage, relatively low viscosity, faster response speed, higher electric charge conservation rate, liquid-crystal composition of the present invention can be used for liquid crystal display device, the TFT display for the various quick responses that are particularly suitable for use in, such as TN types, IPS types, FFS type TFT LCDs, with wide market prospects and application value.
Description
Technical field
The present invention relates to a kind of liquid-crystal composition containing cyclopropyl structure compound and its in field of liquid crystal display
Using belonging to liquid-crystal composition field.
Background technology
For technical field of liquid crystal display, although market is very huge in recent years, technology is also gradually ripe, people
Requirement to Display Technique is also constantly being improved, and is especially realizing quick response, reduces driving voltage, and low viscosity is improved
In terms of electric charge conservation rate, raising contrast.Liquid crystal material is as one of important photoelectron material of liquid crystal display, to improving liquid
The performance of crystal display plays an important role.
With advances in technology, very big development is obtained as the liquid crystal material of display, substantial amounts of liquid-crystalization is occurred in that
Compound.From biphenyl nitrile, esters, oxygen heterocycle class, pyrimidine ring class liquid-crystal compounds etc. constantly meets TN, STN, and TFT-LCD etc. is aobvious
Show performance requirement.
Any display requires appropriate temperature range with liquid crystal, wider liquid crystal state temperature, higher stability,
Relatively low viscosity, there is faster response speed to electric field.But also individually used without any single liquid crystal monomer so far
In a liquid crystal display, and without being combined with other compounds with regard to performance requirement can be met.If two or more
Liquid crystal monomer is mixed, it is possible to continuously change the various types of properties of liquid crystal, and general TFT liquid crystal is essentially all
Mixed by various of monomer liquid crystal.
When the exploitation of liquid-crystal compounds is all towards high electric charge conservation rate, high dielectric anisotropy, low viscosity, low-response
Between, high-contrast, the direction of superior low temperature intersolubility develop, last polyfluoro substitution is substituted onto from initial single fluorine, or even
The liquid-crystal compounds such as the super polyfluoro substitution of-CF2O- bridged bonds later, ripe liquid-crystal compounds is with stable hexa-atomic aromatic rings (such as benzene
Ring) and hexa-atomic alkyl ring (such as hexamethylene ring) composition, its end bit substituent is mostly alkyl or alkenyl.End bit substituent is cyclopropyl
Compound there is good chemically and thermally stability, and there is high stability to electric field and magnetic field, low temperature intersolubility is also very
Ideal, is suitable for mixed liquid crystal compound.
Cyclopropyl structure, which is applied to liquid-crystal compounds, also a document report, but on the compounds property in document defect compared with
Greatly, such as structural stability is poor, viscosity is very big, synthesis difficulty it is big, thus do not obtain practical application so far.
The content of the invention
For response speed of LCD present in prior art is not fast enough, voltage is not low enough, viscosity is not low enough,
The problem of electric charge conservation rate is not high enough, contrast is not high enough, the present invention provides a kind of liquid crystal containing cyclopropyl structure compound
Medium, with higher dielectric anisotropy, larger K values and relatively low rotary viscosity, it is adaptable to the high contrast of quick response
Spend liquid crystal display device.
In order to realize the object of the invention, the invention provides a kind of liquid crystal media, liquid crystal media bag provided by the present invention
Containing the first Dielectric positive component A and the second Dielectric positive component B, the first Dielectric positive component A is by one or more formulas I
Shown Dielectric positive compound group into：
Wherein
R1Represent that alkoxy, carbon number that alkyl, carbon number that H, carbon number are 1-10 are 1-10 are 2-10's
Alkenyl or the alkenyloxy group that carbon number is 2-10；
N, a, b, c represent 0,1,2 or 3 independently of one another；
Z1、Z2、Z3It may be the same or different, singly-bound ,-CH are represented independently of one another2CH2-、-COO-、-CF2O- or-CH2O-；
May be the same or different, independently of one another represent singly-bound or
One or more in following groups：
L1、L2H or F is represented independently of one another；
X1Represent that alkoxy, carbon number that halogenated alkyl, carbon number that halogen, carbon number are 1-3 are 1-3 are 2
Or 3 halogenation alkenyl or carbon number are 2 or 3 alkenyloxy；
The second Dielectric positive component B as the Dielectric positive compound group shown in one or more formulas II into：
Wherein R2Represent the alkenyl that carbon number is 2-5.
In liquid crystal media provided by the present invention, the compound representated by formula I is chief component, and such compound has
Very strong polarity, big electrical anisotropy, and have higher clearing point, there is good reduction threshold in mixed liquid crystal system
The effect of threshold voltage, at the same time, excellent performance is also demonstrated by when being dissolved each other with other compounds.
Compound representated by formula II is the essential class of High-contrast liquid crystal composition for allocating quick response
Compound.Such compound has extremely low viscosity, big K values and small optical anisotropy, for whole mixed system K values
Increase play a part of can not be substituted, obvious action is played in the raising for the contrast of mixed crystal therewith.
Dielectric positive compound shown in the formula I is preferably Dielectric positive compound shown in Formulas I a to Ic：
Wherein
R1Alkoxy, carbon atom that alkyl, carbon number that H, carbon number are 1-10 are 1-10 are represented independently of one another
The alkenyloxy group that the alkenyl or carbon number that number is 2-10 are 2-10；
N represents 0,1,2 or 3 independently of one another；
Z1、Z2、Z3It may be the same or different, singly-bound ,-CH are represented independently of one another2CH2-、-COO-、-CF2O- or-CH2O-；
May be the same or different, independently of one another represent singly-bound or
Any group in following groups：
L1、L2H or F is represented independently of one another；
X1Alkoxy, carbon that halogenated alkyl, carbon number that halogen, carbon number are 1-3 are 1-3 are represented independently of one another
The halogenation alkenyl that atomicity is 2 or 3 or the alkenyloxy that carbon number is 2 or 3.
Dielectric positive compound shown in the formula I is particularly preferred as the Dielectric positive chemical combination shown in Formulas I -1 to I82
Thing：
Wherein, n represents 0,1,2 or 3 independently of one another.
Dielectric positive compound shown in the formula II is preferably the Dielectric positive chemical combination shown in following formula II 1 to II 4
Thing：
In addition to liquid-crystal compounds provided by the present invention, liquid crystal media provided by the present invention can also include this area
Other known dielectric neutral compounds, such as the dielectric neutral compound represented by general formula III：
In formula III, R3、R4It is each independently selected from C1~C12 alkenyl, alkyl or alkoxy；R3And R4In at least one
For alkyl；Work as R3、R4, can be with identical when simultaneously for alkyl, can also be different.
Liquid crystal media excellent performance provided by the present invention, with relatively low voltage, relatively low viscosity, high resistivity and
Voltage retention, liquid-crystal composition of the present invention can be used for liquid crystal display device, the TFT for the various quick responses that are particularly suitable for use in
Display, such as TN types, IPS types, FFS type TFT LCDs.Liquid-crystal composition of the present invention is solved to be deposited in the prior art
TFT LCD response speed it is not fast enough, voltage is not low enough, electric charge conservation rate is not high enough the problem of, with wide
Market prospects and application value.
Embodiment
The present invention is described in further details with reference to embodiment：
Involved number is weight percentage in following embodiments, temperature unit for DEG C, other symbols it is specific
Meaning and test condition are as follows：
C.p. clearing point (DEG C), the test of DSC sizing techniques are represented；
S → N represents smectic phase to nematic Phase temperature (DEG C), the test of DSC sizing techniques；
Δ n represents optical anisotropy, noFor the refractive index of ordinary light, neFor the refractive index of extraordinary ray, test condition：
25 ± 2 DEG C, 589nm, Abbe refractometer test；
Δ ε represents dielectric anisotropy, Δ ε=ε∥-ε⊥, wherein, ε∥For the dielectric constant parallel to molecular axis, ε⊥It is vertical
Directly in the dielectric constant of molecular axis, test condition：25 ± 0.5 DEG C, 20 microns of parallel boxes, INSTEC:ALCT-IR1 is tested；
γ 1 represents rotary viscosity (mPas), test condition：25 ± 0.5 DEG C, 20 microns of parallel boxes, INSTEC:ALCT-
IR1 is tested；
τ represent ton+toff (response time) (ms), ton represent until when connecting when reaching maximum-contrast 90% when
Between, toff represents the time until when being cut off when reaching maximum-contrast 10%.
VHR represents voltage retention, test condition：20 ± 2 DEG C, voltage is ± 5V, and pulse width is 10ms, and voltage is kept
Time 16.7ms, the test of TOYO Model6254 liquid crystal properties comprehensive tester.
The following examples 1~5 weigh structural formula I, II compound in proportion respectively, are mixed with to obtain liquid crystal combination
Thing, and the liquid-crystal composition of gained is subjected to performance test.(weight percent contains for monomer structure, consumption in liquid-crystal composition
Amount) and its performance parameter test result be listed in table.
The component proportion and its performance parameter of the liquid-crystal composition of the embodiment 1 of table 1
The component proportion and its performance parameter of the liquid-crystal composition of the embodiment 2 of table 2
The component proportion and its performance parameter of the liquid-crystal composition of the embodiment 3 of table 3
The component proportion and its performance parameter of the liquid-crystal composition of the embodiment 4 of table 4
The component proportion and its performance parameter of the liquid-crystal composition of the embodiment 5 of table 5
Comparative example
The composition of the comparative example of table 6 and embodiment 1 is matched
The performance parameter of the comparative example of table 7 and embodiment 1
| Performance parameter | Embodiment | Comparative example |
| V90 | 1.16 | 1.46 |
| Δn | 0.102 | 0.102 |
| Δε | 12.0 | 9.8 |
| c.p. | 103℃ | 101℃ |
| γ1 | 12mPa·s | 18mPa·s |
| S→N | ≤-40℃ | ≤-40℃ |
| τ | 6.0ms | 12.6ms |
| VHR | 99.80% | 99.55% |
From table 6 and table 7, compared with Example 1, because the compound represented by formula I is not used in comparative example
As one of component, in the case where other components are substantially the same, prepared liquid-crystal composition and reality in comparative example
Apply liquid-crystal composition prepared in example 1 to compare, driving voltage is high, viscosity is big, the response time is slow, and VHR is low.Illustrate formula II with
Compound collocation representated by formula I is used can have good reduction system viscosity, drop low-threshold power in mixed crystal system
Pressure, the effect for improving response speed, improving VHR.
Claims (2)
1. a kind of liquid crystal media, it is characterised in that the liquid crystal media includes the first Dielectric positive component A and the second Dielectric positive
Component B, the first Dielectric positive component A as the Dielectric positive compound group shown in one or more formulas I into：
Wherein
N represents 1,2 or 3；
The second Dielectric positive component B as the Dielectric positive compound group shown in one or more formulas II into：
Wherein R2Represent the alkenyl that carbon number is 2-5.
2. liquid crystal media according to claim 1, it is characterised in that the Dielectric positive compound shown in the formula II is
Dielectric positive compound shown in following formula II 1 to II 4：
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| CN106010579B (en) * | 2016-05-23 | 2019-01-04 | 石家庄诚志永华显示材料有限公司 | A kind of liquid-crystal composition |
| CN110467928B (en) * | 2018-05-11 | 2023-03-10 | 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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| CN1022409C (en) * | 1987-11-25 | 1993-10-13 | 赫彻斯特股份公司 | Liquid crystal cyclicpropylalkyl or alkenyl heterocyclic compound and process for preparing same |
| DE3915804A1 (en) * | 1989-05-13 | 1990-11-15 | Hoechst Ag | CYCLOPROPYL ALKYL OR ALKENYL COMPOUNDS, PROCESS FOR THEIR PREPARATION AND THEIR USE IN LIQUID CRYSTALLINE MIXTURES |
| DE4327748B4 (en) * | 1993-08-18 | 2006-07-20 | Merck Patent Gmbh | Cyclopropyl and cyclobutyl derivatives |
| CN101544893B (en) * | 2009-05-07 | 2012-11-07 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition and liquid crystal display element |
| CN106085462A (en) * | 2013-11-07 | 2016-11-09 | 石家庄诚志永华显示材料有限公司 | Liquid-crystal composition and application thereof |
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