CN107418595A - A kind of negative dielectric anisotropy liquid crystal composition containing terphenyl structure and application - Google Patents
A kind of negative dielectric anisotropy liquid crystal composition containing terphenyl structure and application Download PDFInfo
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- CN107418595A CN107418595A CN201610346360.6A CN201610346360A CN107418595A CN 107418595 A CN107418595 A CN 107418595A CN 201610346360 A CN201610346360 A CN 201610346360A CN 107418595 A CN107418595 A CN 107418595A
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- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/44—Mixtures 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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- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
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- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
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Abstract
The present invention relates to a kind of negative dielectric anisotropy liquid crystal composition containing terphenyl structure, comprising at least one of compound representated by formula I, and meanwhile at least one of compound representated by II, at least one of compound representated by general formula III；
Description
Technical field
The invention belongs to liquid crystal technology field, and in particular to a kind of negative dielectric anisotropy liquid crystal containing terphenyl structure
Composition and application.
Background technology
At present, liquid crystal is widely applied in field of information display, while the application in optical communication also achieves one
Fixed progress (S.T.Wu, D.K.Yang.Reflective Liquid Crystal Displays.Wiley, 2001).It is near several
Year, the application field of liquid-crystal compounds significantly widens kinds of displays part, electro-optical device, electronic component, sensor etc.,
Nematic liquid crystal compound obtains most commonly used application in flat-panel monitor, particularly for tft active matrix
In system.
At present, negative liquid crystal is widely used in large-sized TV liquid crystal display, especially the appearance of PSVA technologies,
So that negative liquid crystal is more welcome；In recent years, the display of the mobile device such as mobile phone widely uses negative liquid crystal FFS and shown
Device, because it has high transmitance, the energy that LCD backlight is consumed can be greatly reduced, lift the aobvious of liquid crystal display
Show quality, extend the cruising time of mobile device.
Negative liquid crystal most proposes that it is mainly used in VA patterns, and its major advantage is to contrast earlier than the end of the eighties in last century
Degree is high, and major defect is that visual angle is small, and the response time is slow.As the technologies such as the development of Display Technique, MVA, PVA, PSVA go out in succession
It is existing, solve the problems, such as response time and visual angle.In recent years, as touch-screen turns into the mobile device market mainstream, IPS and FFS
The hard panel type display of class has inborn advantage, IPS and FFS class displays can both use positivity liquid crystal, can also use negativity
Liquid crystal, due to bending electric field present in the class display, positivity liquid crystal arranges along electric field line direction, so as to cause molecule curved
Song, and decline in transmitance；Negative liquid crystal arranges perpendicular to electric field line direction, thus transmitance can be substantially improved, and be current
Lift transmitance, reduce backlight power consumption the best way.But response time problem existing for negative liquid crystal is the weight currently encountered
Hang-up, using negative liquid crystal FFS displays relative to positivity liquid crystal FFS display response times slow 50% or more.
Therefore, how to lift the response time of negative liquid crystal turns into current key problem.
Specifically, the response time of liquid crystal display depends on d2γ1/Keff(d is thickness of liquid crystal layer, and γ 1 rotates for liquid crystal
Viscosity, Keff are effective elastic constant), therefore, reduce rotary viscosity, reduce thickness of liquid crystal layer and lifting elastic constant can be with
Reaching improves the purpose of response time, and thickness of liquid crystal layer depends on the design of liquid crystal display；For liquid-crystal composition, rotation is reduced
Turn viscosity and thickness of liquid crystal is most effective.
The content of the invention
There is low rotary viscosity it is an object of the invention to provide a kind of, the liquid crystal display response time can be effectively reduced
Liquid-crystal composition, to achieve these goals, adopt the following technical scheme that：
A kind of negative dielectric anisotropy liquid crystal composition containing terphenyl structure, the liquid-crystal composition include formula I institutes
At least one of representation compound, while at least one of compound representated by II, in compound representated by general formula III
It is at least one；
Wherein, R4Represent C1~C12Straight chained alkyl or unbranched alkoxy；R3Represent C1~C12Straight chained alkyl；R1、R2、、
R5、R6C is represented independently of one another1~C12Straight chained alkyl, unbranched alkoxy or C2~C12Straight-chain alkenyl；N, m are independently of one another
Represent 0 or 1；A1Represent：
OrA2、A3Represent independently of one another trans Isosorbide-5-Nitrae-cyclohexyl or
Isosorbide-5-Nitrae-phenylene.
Compound representated by formula I is terphenyl structure compound, such compound have very big optics respectively to
The opposite sex.
Specifically, one or more of the compounds of formula I in Formulas I A~Formulas I C:
Wherein, R1、R2C is represented independently of one another1~C7Straight chained alkyl.
Preferably, one or more of the formula I provided by the present invention chemical combination in Formulas I A1~Formulas I C4：
Preferably, compounds of formula I provided by the present invention be selected from Formulas I A2, IA3, IA4, IA6, IA8, IA9, IB1,
One or more in IB2, IB3, IC1, IC2, IC3.
In liquid-crystal composition, the dosage of the compound that formula I is represented is 1-40%, preferably 2-25%, or 3-10%,
Or 1-20%, or 10-25%, or 3-17%, more preferably 3-17%.
Compound representated by formula II is to contain cyclohexene and 2, the liquid-crystal compounds of 3- difluoro class formations, the class formation
With larger negative dielectric anisotropic and low rotary viscosity, the negative dielectric anisotropic of liquid-crystal composition can be effectively lifted.
Specifically, one or more of the compounds of formula II in Formula II A~Formula II E：
Wherein, R3Represent C1~C7Straight chained alkyl；R4Represent C1~C7Straight chained alkyl or unbranched alkoxy.
Preferably, one or more of the compounds of formula II in Formula II A1~Formula II E24：
It is highly preferred that compounds of formula II be selected from Formula II A1, IIA2, IIA9, IIA10, IIA13, IIA14, IIA15,
IIA16、IIA18、IIB1、IIB2、IIB9、IIB10、IIB13、IIB14、IIB15、IIB16、IIB18、IIC1、IIC2、
One kind in IIC9, IIC10, IIC13, IIC14, IIC15, IID9, IID10, IID13, IID14, IIE6, IIE8, IIE14 or
It is a variety of.
In liquid-crystal composition, the dosage of the compound that formula II is represented is 1-90%, preferably 20-81%, or 15-
85%, or 53-85%, or 15-52%, or 20-68%, or 15-70%, or 45-85%, more preferably 20-81%.
The compound that general formula III represents is twin nuclei compound, has low rotary viscosity, can reduce liquid crystal combination
The rotary viscosity of thing.
Specifically, one or more of the compounds of formula III provided by the present invention in formula III A~formula III C：
R5Represent C1~C7Straight chained alkyl or C2~C7Straight-chain alkenyl, R6Represent C1~C7Straight chained alkyl, straight chain alcoxyl
Base or C2~C7Straight-chain alkenyl.
Preferably, the one kind or more of compounds of formula III provided by the present invention in formula III A1~formula III C24
Kind：
It is highly preferred that compounds of formula III provided by the present invention be selected from formula III A2, IIIA6, IIIA14,
One kind in IIIA18, IIIA22, IIIA23, IIIA28, IIIB10, IIIB14, IIIC2, IIIC4, IIIC15, IIIC20 or
It is a variety of.
In liquid-crystal composition, the dosage of the compound that general formula III represents is 1-60%, preferably 9-50%, or 5-55%,
Or 28-50%, or 5-29%, or 20-55%, more preferably 9-50%.
Liquid-crystal composition provided by the present invention also includes one or more compounds of formula IV：
Wherein, R7Represent C1~C12Straight chained alkyl or C2~C12Straight-chain alkenyl；R8Represent C1~C12Straight chained alkyl or
Unbranched alkoxy；A4Represent trans Isosorbide-5-Nitrae-cyclohexyl or Isosorbide-5-Nitrae-phenylene.
Compounds of formula IV provided by the present invention is tricyclic structure neutral compound, and the class formation has relatively low rotation
Turn viscosity, and higher clearing point.
Specifically, the one kind or more of the compound representated by formula IV provided by the present invention in formula IV A and formula IV B
Kind：
Wherein, R7Represent C2~C7Straight chained alkyl or straight-chain alkenyl, R8Represent C1~C7Straight chained alkyl.
Preferably, one or more of the compounds of formula IV in IVA1~IVB20：
It is highly preferred that compounds of formula IV be selected from formula IV A2, IVA6, IVA10, IVA13, IVA16, IVB2, IVB6,
One or more in IVB8, IVB15, IVB17.
In liquid-crystal composition, the dosage of the compound of Formula IVIV is 0-40%, preferably 0-25%, or 0-20%,
Or 0-15%, or 3-20%, or 1-25%.
Specifically, liquid-crystal composition provided by the present invention includes the compound of following percentage by weight：
(1), the compound representated by 1~40% formula I；
(2), the compound representated by 1~90% formula II；
(3), the compound representated by 1~60% general formula III；
(4), the compound representated by 0~40% formula IV.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 2~25% formula I；
(2), the compound representated by 15~85% formula II；
(3), the compound representated by 5~55% general formula III；
(4), the compound representated by 0~25% formula IV.
It is highly preferred that liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 3~20% formula I；
(2), the compound representated by 20~81% formula II；
(3), the compound representated by 9~50% general formula III；
(4), the compound representated by 0~20% formula IV.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 1~20% formula I；
(2), the compound representated by 15~85% formula II；
(3), the compound representated by 5~55% general formula III；
(4), the compound representated by 0~25% formula IV.
It is highly preferred that liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 3~10% formula I；
(2), the compound representated by 20~81% formula II；
(3), the compound representated by 9~50% general formula III；
(4), the compound representated by 0~20% formula IV.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 10~25% formula I；
(2), the compound representated by 15~85% formula II；
(3), the compound representated by 5~55% general formula III；
(4), the compound representated by 0~25% formula IV.
It is highly preferred that liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 10~20% formula I；
(2), the compound representated by 20~81% formula II；
(3), the compound representated by 5~55% general formula III；
(4), the compound representated by 0~25% formula IV.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 2~20% formula I；
(2), the compound representated by 53~85% formula II；
(3), the compound representated by 5~40% general formula III.
It is highly preferred that liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 3~17% formula I；
(2), the compound representated by 53~81% formula II；
(3), the compound representated by 9~35% general formula III.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 3~25% formula I；
(2), the compound representated by 15~52% formula II；
(3), the compound representated by 20~55% general formula III；
(4), the compound representated by 0~25% formula IV.
It is highly preferred that liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 5~20% formula I；
(2), the compound representated by 20~52% formula II；
(3), the compound representated by 24~50% general formula III；
(4), the compound representated by 0~20% formula IV.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 3~25% formula I；
(2), the compound representated by 15~70% formula II；
(3), the compound representated by 28~55% general formula III；
(4), the compound representated by 0~25% formula IV.
It is highly preferred that liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 4~20% formula I；
(2), the compound representated by 20~68% formula II；
(3), the compound representated by 28~50% general formula III；
(4), the compound representated by 0~20% formula IV.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 2~25% formula I；
(2), the compound representated by 45~85% formula II；
(3), the compound representated by 5~29% general formula III；
(4), the compound representated by 0~15% formula IV.
It is highly preferred that liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 3~20% formula I；
(2), the compound representated by 51~81% formula II；
(3), the compound representated by 9~29% general formula III；
(4), the compound representated by 0~13% formula IV.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 2~25% formula I；
(2), the compound representated by 30~85% formula II；
(3), the compound representated by 5~50% general formula III.
It is highly preferred that liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 3~20% formula I；
(2), the compound representated by 34~81% formula II；
(3), the compound representated by 9~46% general formula III.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 3~15% formula I；
(2), the compound representated by 15~55% formula II；
(3), the compound representated by 20~55% general formula III；
(4), the compound representated by 1~25% formula IV.
It is highly preferred that liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 5~11% formula I；
(2), the compound representated by 20~52% formula II；
(3), the compound representated by 24~50% general formula III；
(4), the compound representated by 3~20% formula IV.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 3~17% formula I；
(2), the compound representated by 20~81% formula II；
(3), the compound representated by 9~50% general formula III.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent：
(1), the compound representated by 3~17% formula I；
(2), the compound representated by 20~81% formula II；
(3), the compound representated by 9~50% general formula III；
(4), the compound representated by 3~20% formula IV.
The preparation method of liquid-crystal composition of the present invention can be changed two or more using conventional method without specifically limited
Compound mixing is produced, such as by mixing different component and method soluble in one another preparation at high temperature, wherein, by liquid crystal group
Compound is dissolved in the solvent for the compound and mixed, and then distills out the solvent under reduced pressure；It is or of the present invention
Liquid-crystal composition can be prepared conventionally, and the wherein less component of content is such as dissolved in into content at a higher temperature
In larger key component, or each affiliated component dissolved in organic solvent, such as acetone, chloroform or methanol then will be molten
Liquid mixing obtains after removing solvent.
Liquid-crystal composition of the present invention has low rotary viscosity, the fast-response liquid crystal available for plurality of display modes
Show, its use in the VA such as VA, MVA, PVA, PSVA mode displays or IPS, FFS mode display can be obviously improved liquid crystal
Display display effect.
Preferably, liquid-crystal composition provided by the present invention also includes one or more formula V polymerizable compound：
Wherein, A5、A61,4- cyclohexyl, 1,4- phenylenes, 1-4 hydrogen atom is represented independently of one another to be optionally substituted by halogen
1,4- phenylenes；X represents 0,1 or 2 independently of one another；SP1、SP2Polymerizable groups are represented independently of one another.
Specifically, one or more of the compounds of formula V provided by the present invention in Formula V A~Formula V F：
Wherein, SP1、SP2Acrylate-based, methacrylic acid ester group, butenoic acid ester group or C are represented independently of one another2~C8
Straight-chain alkenyl.
It is highly preferred that one kind in Formula V A1~Formula V F3 of formula V provided by the present invention polymerizable compound or
It is a variety of：
It is highly preferred that the one kind or more of polymerizable compound provided by the present invention in Formula V B2, VC2, VD2, VF2
Kind.
It is particularly preferred that the weight of formula V provided by the present invention polymerizable compound is liquid-crystal composition weight
0.1~5%；Liquid-crystal composition provided by the present invention comprising polymerizable compound is applied to PSVA liquid crystal displays.
Ground provided by the present invention compounds of formula I is Terphenyls structural compounds, due to the influence of conjugation, such list
Absworption peak red shift of the body to light, there is big absworption peak near 365nm, absorb UV light energies for quick, being transferred to gather
Polymerisable compounds play very important effect, can speed up polymerizable compound polymerization, improve the polymerization effect of polymerizable compound
Rate, it can effectively lift the efficiency of PSVA production processes.On the other hand, based on the pursuit to fast response time, PSVA liquid crystal
Composition adds increasing IIIA2 structural compounds, because the compound is alkenes structure, can gather under UV illumination
Close, cause liquid-crystal composition to go bad, add formula I Terphenyls structure will effectively can be transferred to after UV light absorbs it is polymerizable
On monomer, avoid IIIA2 monocrystalline from being rung by UV shadows, improve the quality of liquid crystal display.
The compound that the present invention relates to is known compound, commercially available to obtain or by Bayi Space liquid crystal share section
Skill Co., Ltd provides.
On the basis of common sense in the field is met, above-mentioned each optimum condition can be mutually combined, and it is each preferably to produce the present invention
Embodiment.
Embodiment
Following examples are used to illustrate the present invention, but are not limited to the scope of the present invention.
Unless otherwise indicated, percentage is weight percentage in the present invention；Temperature unit is degree Celsius；Δ n represents optics
Anisotropy (25 DEG C)；ε∥And ε⊥Parallel and vertical dielectric constant (25 DEG C, 1000Hz) is represented respectively；Δ ε represent dielectric respectively to
Different in nature (25 DEG C, 1000Hz)；γ 1 represents rotary viscosity (mPa.s, 25 DEG C)；Cp represents the clearing point (DEG C) of liquid-crystal composition；
K11、K22、K33Splay, distortion and bend elastic constant (pN, 25 DEG C) are represented respectively.
In following embodiment, unit structure code shown in table 1 represents in liquid-crystal compounds.
Table 1：The group structure code of liquid-crystal compounds
By taking following compound structure as an example：
It is expressed as：3CSWO2
It is expressed as：2PGP3
In following embodiment, the preparation of liquid-crystal composition uses heat of solution method, comprises the following steps：Pressed with balance
Percentage by weight weighs liquid-crystal compounds, wherein addition sequence is weighed without particular requirement, generally with liquid-crystal compounds fusing point by height
Mixing is weighed successively to low order, heating stirring causes each component to melt uniform then filtered, revolving at 60~100 DEG C,
Finally encapsulate and produce target sample.
In following embodiment, the performance parameter of the weight percent of each component when liquid-crystal composition is shown in liquid-crystal composition
Following table.
Embodiment 1
Table 2：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 2
Table 3：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 3
Table 4：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 4
Table 5：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 5
Table 6：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 6
Table 7：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 7
Table 8：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 8
Table 9：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 9
Table 10：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 10
Table 11：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 11
Table 12：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 12
Table 13：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 13
Table 14：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 14
Table 15：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 15
Table 16：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 16
Table 17：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 17
Table 18：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 18
Table 19：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 19
Table 20：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 20
Table 21：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 21
Table 22：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 22
Table 23：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 23
Table 24：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 24
Table 25：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 25
Table 26：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 26
Table 27：The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 27
Table 28：The weight percent of each component when performance parameter in liquid-crystal composition
Comparative example 1
Table 29：The weight percent of each component when performance parameter in liquid-crystal composition
Compared with embodiment 1 is collected with each performance parameter value of the gained liquid-crystal composition of comparative example 1, referring to table 30.
Table 30：The performance parameter of liquid-crystal composition compares
| Δn | Δε | Cp | γ1 | K11 | K22 | K33 | |
| Embodiment 1 | 0.110 | -3.9 | 90 | 83 | 15.4 | 7.7 | 16.5 |
| Comparative example 1 | 0.108 | -3.8 | 90 | 96 | 14.7 | 7.4 | 16.5 |
Through relatively understanding：Compared with comparative example 1, the liquid-crystal composition that embodiment 1 provides has low rotary viscosity, that is, has
There is the faster response time.
Embodiment 28
Table 31：The weight percent of each component when performance parameter in liquid-crystal composition
Polymerizable compound VIB2 is added in above-mentioned nematic liquid crystal by 0.5% mass percent, is configured to PB28's
PSVA mixtures.
Nematic liquid crystal and PSVA mixtures PB28 are filled with standard VA testing cassetes, applied with UV (100mw/cm2)
Irradiated under 10V voltage one minute, test pre-tilt angle, threshold voltage and response time respectively.Test result is shown in Table 32：
Table 32：Threshold voltage and response time test result
Compared with corresponding nematic liquid crystal, there is the liquid-crystal compounds threshold voltage drop after polymerisation of polymerizable compound
Low, the response time accelerates, it will be apparent that lifts the response time of liquid crystal display.
Embodiment 29
Table 33：The weight percent of each component when performance parameter in liquid-crystal composition
Polymerizable compound VIC2 is added in above-mentioned nematic liquid crystal by 0.5% mass percent, is configured to PC29's
PSVA mixtures.
Nematic liquid crystal and PSVA mixtures PC29 are filled with standard VA testing cassetes, applied with UV (100mw/cm2)
Irradiated under 10V voltage one minute, test pre-tilt angle, threshold voltage and response time respectively.Test result is shown in Table 34：
Table 34：Threshold voltage and response time test result
| Project | titl(°) | V10(V) | T(ms) |
| N29 | 89.6 | 2.54 | 14.8 |
| PC29 | 83.1 | 2.23 | 6.0 |
Compared with corresponding nematic liquid crystal, there is the liquid-crystal compounds threshold voltage drop after polymerisation of polymerizable compound
Low, the response time accelerates, it will be apparent that lifts the response time of liquid crystal display.
Embodiment 30
Table 35：The weight percent of each component when performance parameter in liquid-crystal composition
Polymerizable compound VIE2 is added in above-mentioned nematic liquid crystal by 0.5% mass percent, is configured to PE30's
PSVA mixtures.
Nematic liquid crystal and PSVA mixtures PE30 are filled with standard VA testing cassetes, with UV (100mw/cm2) applying
Irradiated under 10V voltage one minute, test pre-tilt angle, threshold voltage and response time respectively.Test result is shown in Table 36：
Table 36：Threshold voltage and response time test result
| Project | titl(°) | V10(V) | T(ms) |
| N30 | 89.8 | 2.88 | 14.3 |
| PE30 | 81.1 | 2.38 | 5.1 |
Compared with corresponding nematic liquid crystal, there is the liquid-crystal compounds threshold voltage drop after polymerisation of polymerizable compound
Low, the response time accelerates, it will be apparent that lifts the response time of liquid crystal display.
Comparative example 2
Table 37：The weight percent of each component when performance parameter in liquid-crystal composition
Polymerizable compound VIE2 is added in above-mentioned nematic liquid crystal by 0.5% mass percent, is configured to PE to 2
PSVA mixtures.
Nematic liquid crystal and PSVA mixtures PE are filled with to 2 in standard VA testing cassetes, with UV (100mw/cm2) applying
After irradiating different time under 10V voltage, pre-tilt angle, threshold voltage and response time are tested respectively.Test result is shown in Table 38：
Table 38：Threshold voltage and response time test result
Comparative example 30 and contrast 2 are it can be found that the polymerization time of embodiment 30 is substantially short compared with comparative example 2, significantly
Lift the production efficiency of PSVA displays.
Negative dielectric anisotropy liquid crystal composition provided by the present invention have low rotary viscosity, high resistivity and
Excellent photostability and heat endurance, suitable for the VA types liquid crystal display such as VA, MVA, PVA, PSVA or IPS and FFS type liquid
Crystal display, it can effectively improve the response time of liquid crystal display.
Although above the present invention is described in detail with a general description of the specific embodiments,
On the basis of the present invention, it can be made some modifications or improvements, this will be apparent to those skilled in the art.Cause
This, these modifications or improvements, belong to the scope of protection of present invention without departing from theon the basis of the spirit of the present invention.
Claims (10)
- A kind of 1. negative dielectric anisotropy liquid crystal composition containing terphenyl structure, it is characterised in that：Comprising representated by formula I At least one of compound, at least one of compound representated by formula II, in compound representated by general formula III at least It is a kind of；Wherein, R4Represent C1~C12Straight chained alkyl or unbranched alkoxy；R3Represent C1~C12Straight chained alkyl；R1、R2、R5、R6 C is represented independently of one another1~C12Straight chained alkyl, unbranched alkoxy or C2~C12Straight-chain alkenyl；N, m are represented independently of one another 0 or 1；A1Represent：A2、A3Represent independently of one another trans Isosorbide-5-Nitrae-cyclohexyl or Isosorbide-5-Nitrae-phenylene.
- 2. liquid-crystal composition according to claim 1, it is characterised in that：Compounds of formula I is in Formulas I A~Formulas I C One or more：Wherein, R1、R2C is represented independently of one another1~C7Straight chained alkyl；Preferably, one or more of the formula I chemical combination in Formulas I A1~Formulas I C4：It is further preferred that compounds of formula I be selected from Formulas I A2, IA3, IA4, IA6, IA8, IA9, IB1, IB2, IB3, IC1, One or more in IC2, IC3.
- 3. liquid-crystal composition according to claim 1 or 2, it is characterised in that：Compounds of formula II is selected from Formula II A~formula One or more in IIE：Wherein, R3Represent C1~C7Straight chained alkyl；R4Represent C1~C7Straight chained alkyl or unbranched alkoxy；Preferably, one or more of the compounds of formula II in Formula II A1~Formula II E24：It is highly preferred that compounds of formula II be selected from Formula II A1, IIA2, IIA9, IIA10, IIA13, IIA14, IIA15, IIA16、IIA18、IIB1、IIB2、IIB9、IIB10、IIB13、IIB14、IIB15、IIB16、IIB18、IIC1、IIC2、 One kind in IIC9, IIC10, IIC13, IIC14, IIC15, IID9, IID10, IID13, IID14, IIE6, IIE8, IIE14 or It is a variety of.
- 4. according to the liquid-crystal composition described in claim any one of 1-3, it is characterised in that：Compounds of formula III is selected from formula One or more in IIIA~formula III C：R5Represent C1~C7Straight chained alkyl or C2~C7Straight-chain alkenyl, R6Represent C1~C7Straight chained alkyl, unbranched alkoxy or C2 ~C7Straight-chain alkenyl；Preferably, one or more of the compounds of formula III in formula III A1~formula III C24：It is further preferred that compounds of formula III be selected from formula III A2, IIIA6, IIIA14, IIIA18, IIIA22, One or more in IIIA23, IIIA28, IIIB10, IIIB14, IIIC2, IIIC4, IIIC15, IIIC20.
- 5. according to the liquid-crystal composition described in claim any one of 1-4, it is characterised in that the change representated by also including formula IV At least one of compound：Wherein, R7Represent C1~C12Straight chained alkyl or C2~C12Straight-chain alkenyl；R8Represent C1~C12Straight chained alkyl or straight chain Alkoxy；A4Represent trans Isosorbide-5-Nitrae-cyclohexyl or Isosorbide-5-Nitrae-phenylene.
- 6. liquid-crystal composition according to claim 5, it is characterised in that：Compound representated by formula IV is selected from formula IV A With the one or more in IVB：Wherein, R7Represent C2~C7Straight chained alkyl or straight-chain alkenyl, R8Represent C1~C7Straight chained alkyl；Preferably, one or more of the compounds of formula IV in IVA1~IVB20：It is highly preferred that compounds of formula IV be selected from formula IV A2, IVA6, IVA10, IVA13, IVA16, IVB2, IVB6, IVB8, One or more in IVB15, IVB17.
- 7. according to the liquid-crystal composition described in claim any one of 1-6, it is characterised in that：The liquid-crystal composition includes following The compound of percentage by weight：(1), the compound representated by 1~40% formula I；(2), the compound representated by 1~90% formula II；(3), the compound representated by 1~60% general formula III；(4), the compound representated by 0~40% formula IV；Preferably, the component of following mass percent is included：(1), the compound representated by 2~25% formula I；(2), the compound representated by 15~85% formula II；(3), the compound representated by 5~55% general formula III；(4), the compound representated by 0~25% formula IV；It is highly preferred that include the component of following mass percent：(1), the compound representated by 3~20% formula I；(2), the compound representated by 20~81% formula II；(3), the compound representated by 9~50% general formula III；(4), the compound representated by 0~20% formula IV；Preferably, the component of following mass percent is included：(1), the compound representated by 1~20% formula I；(2), the compound representated by 15~85% formula II；(3), the compound representated by 5~55% general formula III；(4), the compound representated by 0~25% formula IV；It is highly preferred that include the component of following mass percent：(1), the compound representated by 3~10% formula I；(2), the compound representated by 20~81% formula II；(3), the compound representated by 9~50% general formula III；(4), the compound representated by 0~20% formula IV；Preferably, the component of following mass percent is included：(1), the compound representated by 10~25% formula I；(2), the compound representated by 15~85% formula II；(3), the compound representated by 5~55% general formula III；(4), the compound representated by 0~25% formula IV；It is highly preferred that include the component of following mass percent：(1), the compound representated by 10~20% formula I；(2), the compound representated by 20~81% formula II；(3), the compound representated by 5~55% general formula III；(4), the compound representated by 0~25% formula IV；Preferably, the component of following mass percent is included：(1), the compound representated by 2~20% formula I；(2), the compound representated by 53~85% formula II；(3), the compound representated by 5~40% general formula III；It is highly preferred that include the component of following mass percent：(1), the compound representated by 3~17% formula I；(2), the compound representated by 53~81% formula II；(3), the compound representated by 9~35% general formula III；Preferably, the component of following mass percent is included：(1), the compound representated by 3~25% formula I；(2), the compound representated by 15~52% formula II；(3), the compound representated by 20~55% general formula III；(4), the compound representated by 0~25% formula IV；It is highly preferred that include the component of following mass percent：(1), the compound representated by 5~20% formula I；(2), the compound representated by 20~52% formula II；(3), the compound representated by 24~50% general formula III；(4), the compound representated by 0~20% formula IV；Preferably, the component of following mass percent is included：(1), the compound representated by 3~25% formula I；(2), the compound representated by 15~70% formula II；(3), the compound representated by 28~55% general formula III；(4), the compound representated by 0~25% formula IV；It is highly preferred that include the component of following mass percent：(1), the compound representated by 4~20% formula I；(2), the compound representated by 20~68% formula II；(3), the compound representated by 28~50% general formula III；(4), the compound representated by 0~20% formula IV；Preferably, the component of following mass percent is included：(1), the compound representated by 2~25% formula I；(2), the compound representated by 45~85% formula II；(3), the compound representated by 5~29% general formula III；(4), the compound representated by 0~15% formula IV；It is highly preferred that include the component of following mass percent：(1), the compound representated by 3~20% formula I；(2), the compound representated by 51~81% formula II；(3), the compound representated by 9~29% general formula III；(4), the compound representated by 0~13% formula IV；Preferably, the component of following mass percent is included：(1), the compound representated by 2~25% formula I；(2), the compound representated by 30~85% formula II；(3), the compound representated by 5~50% general formula III；It is highly preferred that include the component of following mass percent：(1), the compound representated by 3~20% formula I；(2), the compound representated by 34~81% formula II；(3), the compound representated by 9~46% general formula III；Preferably, the component of following mass percent is included：(1), the compound representated by 3~15% formula I；(2), the compound representated by 15~55% formula II；(3), the compound representated by 20~55% general formula III；(4), the compound representated by 1~25% formula IV；It is highly preferred that include the component of following mass percent：(1), the compound representated by 5~11% formula I；(2), the compound representated by 20~52% formula II；(3), the compound representated by 24~50% general formula III；(4), the compound representated by 3~20% formula IV；Preferably, the component of following mass percent is included：(1), the compound representated by 3~17% formula I；(2), the compound representated by 20~81% formula II；(3), the compound representated by 9~50% general formula III；Preferably, the component of following mass percent is included：(1), the compound representated by 3~17% formula I；(2), the compound representated by 20~81% formula II；(3), the compound representated by 9~50% general formula III；(4), the compound representated by 3~20% formula IV.
- 8. according to the liquid-crystal composition described in claim any one of 1-7, it is characterised in that：Also include one or more formula V Polymerizable compound：Wherein, A5、A6The 1,4- that 1,4- cyclohexyl, 1,4- phenylenes, 1-4 hydrogen atom are optionally substituted by halogen is represented independently of one another Phenylene；X represents 0,1 or 2；SP1、SP2Polymerizable groups are represented independently of one another.
- 9. liquid-crystal composition according to claim 8, it is characterised in that：Compounds of formula V is in Formula V A~Formula V F One or more：Wherein, SP1、SP2Acrylate-based, methacrylic acid ester group, butenoic acid ester group or C are represented independently of one another2~C8It is straight Alkenyl；Preferably, one or more of the formula V polymerizable compounds in Formula V A1~Formula V F3：It is highly preferred that one or more of the polymerizable compound in Formula V B2, VC2, VD2, VF2.
- 10. the application of liquid-crystal composition in a liquid crystal display described in claim any one of 1-9, it is preferable that claim Liquid-crystal composition described in any one of 1-7 is used in VA mode displays or IPS, FFS mode display, the institute of claim 8 or 9 The liquid-crystal composition stated is used for PSVA mode displays；It is further preferred that the VA mode displays be VA, MVA, PVA, PSVA。
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108531194A (en) * | 2018-03-30 | 2018-09-14 | 北京八亿时空液晶科技股份有限公司 | A kind of liquid-crystal composition of positive and negative mixing and its application |
| CN110229676A (en) * | 2019-06-12 | 2019-09-13 | 晶美晟光电材料（南京）有限公司 | A kind of liquid-crystal composition of negative permittivity and its application |
| CN110655927A (en) * | 2018-06-29 | 2020-01-07 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition and liquid crystal display element or liquid crystal display |
| CN112111284A (en) * | 2020-09-01 | 2020-12-22 | 北京八亿时空液晶科技股份有限公司 | Pyran-containing liquid crystal composition and application thereof |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20100225841A1 (en) * | 2009-03-03 | 2010-09-09 | Samsung Electronics Co., Ltd. | Liquid crystal display |
| CN103320142A (en) * | 2012-02-15 | 2013-09-25 | 默克专利股份有限公司 | Liquid-crystalline medium |
| CN103459554A (en) * | 2011-03-29 | 2013-12-18 | 默克专利股份有限公司 | Liquid-crystalline medium |
| CN104818029A (en) * | 2013-12-19 | 2015-08-05 | 默克专利股份有限公司 | Liquid crystalline medium |
| WO2015139827A1 (en) * | 2014-03-17 | 2015-09-24 | Merck Patent Gmbh | Liquid crystal medium |
-
2016
- 2016-05-23 CN CN201610346360.6A patent/CN107418595B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20100225841A1 (en) * | 2009-03-03 | 2010-09-09 | Samsung Electronics Co., Ltd. | Liquid crystal display |
| CN103459554A (en) * | 2011-03-29 | 2013-12-18 | 默克专利股份有限公司 | Liquid-crystalline medium |
| CN103320142A (en) * | 2012-02-15 | 2013-09-25 | 默克专利股份有限公司 | Liquid-crystalline medium |
| CN104818029A (en) * | 2013-12-19 | 2015-08-05 | 默克专利股份有限公司 | Liquid crystalline medium |
| WO2015139827A1 (en) * | 2014-03-17 | 2015-09-24 | Merck Patent Gmbh | Liquid crystal medium |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108531194A (en) * | 2018-03-30 | 2018-09-14 | 北京八亿时空液晶科技股份有限公司 | A kind of liquid-crystal composition of positive and negative mixing and its application |
| CN108531194B (en) * | 2018-03-30 | 2021-08-03 | 北京八亿时空液晶科技股份有限公司 | Positive and negative mixed liquid crystal composition and application thereof |
| CN110655927A (en) * | 2018-06-29 | 2020-01-07 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition and liquid crystal display element or liquid crystal display |
| CN110655927B (en) * | 2018-06-29 | 2022-12-09 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition and liquid crystal display element or liquid crystal display |
| CN110229676A (en) * | 2019-06-12 | 2019-09-13 | 晶美晟光电材料（南京）有限公司 | A kind of liquid-crystal composition of negative permittivity and its application |
| WO2020248299A1 (en) * | 2019-06-12 | 2020-12-17 | 晶美晟光电材料（南京）有限公司 | Liquid crystal composition having negative dielectric constant, and application thereof |
| CN113444530A (en) * | 2020-03-24 | 2021-09-28 | 北京八亿时空液晶科技股份有限公司 | Polymerizable compound and preparation method and application thereof |
| WO2021189928A1 (en) * | 2020-03-24 | 2021-09-30 | 北京八亿时空液晶科技股份有限公司 | Polymerizable compound, preparation method therefor, and use thereof |
| CN113444530B (en) * | 2020-03-24 | 2022-07-05 | 北京八亿时空液晶科技股份有限公司 | Polymerizable compound and preparation method and application thereof |
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