CN107446591A - A kind of liquid-crystal composition containing dibenzofurans class compound and its application - Google Patents
A kind of liquid-crystal composition containing dibenzofurans class compound and its application Download PDFInfo
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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
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- 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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- C09K19/00—Liquid crystal materials
- C09K19/02—Liquid crystal materials characterised by optical, electrical or physical properties of the components, in general
- C09K19/0233—Electroclinic
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- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/137—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering
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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
- C09K19/0403—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit the structure containing one or more specific, optionally substituted ring or ring systems
- C09K2019/0407—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit the structure containing one or more specific, optionally substituted ring or ring systems containing a carbocyclic ring, e.g. dicyano-benzene, chlorofluoro-benzene or cyclohexanone
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/0403—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit the structure containing one or more specific, optionally substituted ring or ring systems
- C09K2019/0414—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit the structure containing one or more specific, optionally substituted ring or ring systems containing a heterocyclic ring
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- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/137—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering
- G02F1/13712—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering the liquid crystal having negative dielectric anisotropy
Abstract
The present invention relates to a kind of negative dielectric anisotropy liquid crystal composition of fast-response and its application.The liquid-crystal composition includes one or more formula I~compounds of formula III.The liquid-crystal composition has low rotary viscosity, can be effectively reduced the response time of liquid crystal display.
Description
Technical field
The present invention relates to a kind of liquid-crystal composition, and specifically, liquid-crystal composition provided by the present invention has negative Jie
Electrical anisotropy;More precisely, contain dibenzofurans class compound in liquid-crystal composition provided by the present invention.
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 d2·γ1/Keff(d is thickness of liquid crystal layer, and γ 1 is liquid crystal
Rotary viscosity, KeffFor effective elastic constant), therefore, rotary viscosity reduced, reduce thickness of liquid crystal layer and lift elastic constant and be equal
Can reach improves the purpose of response time.
The content of the invention
The present invention provides a kind of negative dielectric anisotropy liquid crystal composition of fast-response, and it has low rotary viscosity, can
It is effectively reduced the response time of liquid crystal display.
To achieve these goals, the present invention provides following technical scheme:
A kind of negative dielectric anisotropy liquid crystal composition of fast-response, it is characterised in that include one or more formula I's
Compound:
And at least one compounds of formula II:
And at least one compounds of formula III:
Wherein, R1、R2、R4C is represented independently of one another1~C12Straight chained alkyl or unbranched alkoxy;R3、R5Independently of one another
Represent C1~C12Straight chained alkyl;R6Represent C1~C12Straight chained alkyl or unbranched alkoxy, C2~C12Straight-chain alkenyl;L1、L2
H or CH is represented independently of one another3;
A1Represent:
A2、A3Trans Isosorbide-5-Nitrae-cyclohexyl or Isosorbide-5-Nitrae-phenylene are represented independently of one another;
N, m represent 0 or 1 independently of one another;
Compound representated by formula I is dibenzofurans class compound, and such compound has very big negative dielectric
Anisotropy.
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 or unbranched alkoxy.
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 A32, IA33, IA34, IA35, IA37,
One kind in IA38, IA39, IB32, IB33, IB34, IB36, IB41, IB46, IC32, IC33, IC34, IC36, IC41, IC46
It is or a variety of.
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 III in Formula II A1~Formula II E24:
It is highly preferred that compounds of formula III 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.
Specifically, one or more of the compounds of formula III provided by the present invention in formula III A~formula III C:
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.
The present invention is also comprising the compound representated by one or more formula IV:
Wherein, L3、L4、L5H or F is represented independently of one another;R7、R8C is represented independently of one another1~C12Straight chained alkyl or straight
Chain alkoxy;Compounds of formula IV provided by the present invention is terphenyl structure class compound, and such compound has very
Big optical anisotropy, it can effectively lift the optical anisotropy of liquid-crystal composition.
Specifically, one or more of the compounds of formula IV in formula IV A and IVB:
Wherein, R7Represent C1~C7Straight chained alkyl;R8Represent C1~C7Straight chained alkyl or unbranched alkoxy.
Preferably, one or more of the compounds of formula IV in formula IV A1~formula IV B24:
It is highly preferred that in compounds of formula IV preferred formula IVA3, IVA4, IVA6, IVB2, IVB10, IVB14, IVB22
One or more.
Negative dielectric anisotropy liquid crystal composition provided by the present invention is also comprising the change representated by one or more formula V
Compound:
R9Represent C1~C12Straight chained alkyl or C2~C12Straight-chain alkenyl;R10Represent C1~C12Straight chained alkyl or straight chain
Alkoxy;
A4Represent trans Isosorbide-5-Nitrae-cyclohexyl or Isosorbide-5-Nitrae-phenylene;Compounds of formula V provided by the present invention is three ring knots
Structure neutral compound, the class formation have relatively low rotary viscosity and higher clearing point.
Specifically, one or more of the compound representated by formula V provided by the present invention in Formula V A or Formula V B:
Wherein, R9Represent C2~C7Straight chained alkyl or straight-chain alkenyl, R10Represent C1~C7Straight chained alkyl or straight chain alkene
Base.
Preferably, one or more of the compounds of formula V in VA1~VB24:
It is highly preferred that compounds of formula V be selected from Formula V A2, VA6, VA10, VA13, VA16, VB2, VB6, VB8, VB15,
One or more in VB17.
Specifically, the liquid-crystal composition includes the compound of following percentage by weight:
(1), the compound representated by 1~35% formula I;
(2), the compound representated by 1~85% formula II;
(3), the compound representated by 1~70% general formula III;
(4), the compound representated by 0~40% formula IV;
(5), the compound representated by 0~50% formula V.
Preferably, liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 1~30% formula I;
(2), the compound representated by 5~80% formula II;
(3), the compound representated by 10~65% general formula III;
(4), the compound representated by 0~30% formula IV;
(5), the compound representated by 0~30% formula V.
It is highly preferred that liquid-crystal compounds 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 10~76% formula II;
(3), the compound representated by 13~58% general formula III;
(4), the compound representated by 0~25% formula IV;
(5), the compound representated by 0~27% formula V.
Most preferably, liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 2~6% formula I;
(2), the compound representated by 10~76% formula II;
(3), the compound representated by 13~58% general formula III;
(4), the compound representated by 0~25% formula IV;
(5), the compound representated by 0~27% formula V.
Preferably, liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 2~30% formula I;
(2), the compound representated by 5~48% formula II;
(3), the compound representated by 20~65% general formula III;
(4), the compound representated by 0~30% formula IV;
(5), the compound representated by 0~30% formula V.
It is highly preferred that liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 4~25% formula I;
(2), the compound representated by 10~48% formula II;
(3), the compound representated by 26~58% general formula III;
(4), the compound representated by 0~25% formula IV;
(5), the compound representated by 0~27% formula V.
Preferably, liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 1~10% formula I;
(2), the compound representated by 44~80% formula II;
(3), the compound representated by 10~45% general formula III;
(4), the compound representated by 0~27% formula IV;
(5), the compound representated by 0~22% formula V.
It is highly preferred that liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 2~6% formula I;
(2), the compound representated by 44~76% formula II;
(3), the compound representated by 13~42% general formula III;
(4), the compound representated by 0~23% formula IV;
(5), the compound representated by 0~18% formula V.
Preferably, liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 1~15% formula I;
(2), the compound representated by 5~65% formula II;
(3), the compound representated by 21~65% general formula III;
(4), the compound representated by 0~20% formula IV;
(5), the compound representated by 0~32% formula V.
It is highly preferred that liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 2~11% formula I;
(2), the compound representated by 10~61% formula II;
(3), the compound representated by 31~58% general formula III;
(4), the compound representated by 0~15% formula IV;
(5), the compound representated by 0~27% formula V.
Preferably, liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 3~30% formula I;
(2), the compound representated by 25~80% formula II;
(3), the compound representated by 10~30% general formula III;
(4), the compound representated by 0~30% formula IV;
(5), the compound representated by 0~25% formula V.
It is highly preferred that liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 4~25% formula I;
(2), the compound representated by 30~76% formula II;
(3), the compound representated by 13~30% general formula III;
(4), the compound representated by 0~25% formula IV;
(5), the compound representated by 0~18% formula V.
Preferably, liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 1~10% formula I;
(2), the compound representated by 25~80% formula II;
(3), the compound representated by 10~46% general formula III;
(4), the compound representated by 1~30% formula IV;
(5), the compound representated by 0~20% formula V.
It is highly preferred that liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 2~6% formula I;
(2), the compound representated by 30~76% formula II;
(3), the compound representated by 13~42% general formula III;
(4), the compound representated by 5~25% formula IV;
(5), the compound representated by 0~12% formula V.
Preferably, liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 3~30% formula I;
(2), the compound representated by 5~80% formula II;
(3), the compound representated by 5~30% general formula III;
(4), the compound representated by 0~30% formula V.
It is highly preferred that liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 4~25% formula I;
(2), the compound representated by 10~76% formula II;
(3), the compound representated by 19~58% general formula III;
(4), the compound representated by 0~27% formula V.
Preferably, liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 3~30% formula I;
(2), the compound representated by 5~65% formula II;
(3), the compound representated by 15~65% general formula III;
(4), the compound representated by 0~30% formula IV;
(5), the compound representated by 1~35% formula V.
It is highly preferred that liquid-crystal compounds 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 10~61% formula II;
(3), the compound representated by 19~58% general formula III;
(4), the compound representated by 0~24% formula IV;
(5), the compound representated by 4~27% formula V.
Preferably, liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 1~10% formula I;
(2), the compound representated by 35~80% formula II;
(3), the compound representated by 10~45% general formula III;
(4), the compound representated by 0~30% formula IV.
It is highly preferred that liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 2~6% formula I;
(2), the compound representated by 41~76% formula II;
(3), the compound representated by 13~42% general formula III;
(4), the compound representated by 0~25% formula IV.
Preferably, liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 2~10% formula I;
(2), the compound representated by 50~80% formula II;
(3), the compound representated by 15~45% general formula III.
It is highly preferred that liquid-crystal compounds provided by the present invention includes the component of following mass percent:
(1), the compound representated by 4~5% formula I;
(2), the compound representated by 55~76% formula II;
(3), the compound representated by 19~40% general formula III.
Compounds of formula I of the present invention has very big negative dielectric anisotropic, for lifting liquid crystal combination
The dielectric anisotropy of thing is highly effective;Compounds of formula II has larger negative dielectric anisotropic and excellent dissolved each other
Property, the dielectric anisotropy and low temperature intersolubility of liquid-crystal composition can be increased;Compounds of formula III has low-down rotation
Viscosity, it is highly effective for reducing liquid-crystal composition rotary viscosity, further reach the purpose for improving the response time;The present invention is logical
The dielectric anisotropy of the compounds of formula I lifting liquid-crystal composition using strong dielectric anisotropy is crossed, further increase is logical
The compound of formula III is used, and the purpose for reducing liquid-crystal composition rotary viscosity, lifting the response time is reached with this.
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.
Compound monomer of the invention by screening suitable construction, and rational allocation each component proportionate relationship, make the liquid
Crystal composite has low rotary viscosity, and available for the fast-response liquid crystal display of plurality of display modes, it is in VA, MVA, PVA, PSVA
Liquid crystal display display effect can be obviously improved Deng the use in VA mode displays or IPS, FFS mode display.
Preferably, liquid-crystal composition provided by the present invention also includes one or more formula VI polymerizable chemical combination
Thing:
Wherein, A5、A6Cyclohexyl, phenyl, halogenophenyl are represented independently of one another;X represents 0,1 or 2;SP1、SP2Each solely
On the spot represent polymerizable groups.
Specifically, one or more of the compounds of formula VI provided by the present invention in Formula IV A~Formula IV F:
Wherein, SP1、SP2Acrylate, methacrylate, butenoate or C are represented independently of one another2~C8Straight chain
Alkenyl.
It is highly preferred that the one kind of formula I provided by the present invention polymerizable compound in Formula IV A1~Formula IV F3
It is or a variety of:
It is highly preferred that the one kind of polymerizable compound provided by the present invention in Formula IV B2, VIC2, VID2, VIF2
It is or a variety of.
It is particularly preferred that formula VI provided by the present invention polymerizable compound addition is to contain formula I~formula V
Liquid-crystal composition gross weight 0.1~5%;It is preferred that 0.2~1.0% percentage by weight;More preferably 0.25~0.5% weight hundred
Divide ratio.Liquid-crystal composition provided by the present invention comprising polymerizable compound formula VI can be used for PSVA liquid crystal displays.
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;△ n represent optics
Anisotropy (25 DEG C);ε∥And ε⊥Parallel and vertical dielectric constant (25 DEG C, 1000Hz) is represented respectively;△ 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:2PWP3
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
Embodiment 28
Table 29:The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 29
Table 30:The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 30
Table 31:The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 31
Table 32:The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 32
Table 33:The weight percent of each component when performance parameter in liquid-crystal composition
Embodiment 33
Table 34:The weight percent of each component when performance parameter in liquid-crystal composition
Comparative example 1
Table 35: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 36.
Table 36:The performance parameter of liquid-crystal composition compares
Δn | △ε | Cp | γ1 | K11 | K22 | K33 | |
Embodiment 1 | 0.110 | -4.0 | 90 | 82 | 15.0 | 7.5 | 16.3 |
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 34
Table 37:The weight percent of each component when performance parameter in liquid-crystal composition
Polymerizable compound VIB2 nematic phase liquid crystal compositions as described in 0.3% mass percent adds above-described embodiment 34
In (represented below with N34), be configured to PSVA mixtures (being represented below with PB34).By nematic phase liquid crystal composition N34 and
PSVA mixtures PB34 is filled with standard VA testing cassetes, with UV (100mw/cm2) irradiated two minutes in the case where applying 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
Project | titl(°) | V10(V) | T(ms) |
N34 | 89.5 | 2.75 | 14.9 |
PB34 | 81.9 | 2.31 | 5.9 |
Compared with corresponding nematic liquid crystal, the threshold voltage drop after polymerisation of the liquid-crystal composition containing polymerizable compound
Low, the response time accelerates, it will be apparent that lifts the response time of liquid crystal display.
Embodiment 35
Table 39:The weight percent of each component when performance parameter in liquid-crystal composition
The nematic liquid crystal that polymerizable compound VIC2 is added above-described embodiment 35 by 0.5% mass percent is (following to use
N35 is represented) in, it is configured to PSVA mixtures (being represented below with PC35).
Nematic liquid crystal and PSVA mixtures PC35 are filled with standard VA testing cassetes, with UV (100mw/cm2) applying
Irradiated under 10V voltage two minutes, test pre-tilt angle, threshold voltage and response time respectively.Test result is shown in Table 40:
Table 40:Threshold voltage and response time test result
Project | titl(°) | V10(V) | T(ms) |
N35 | 89.6 | 2.44 | 15.6 |
PC35 | 82.1 | 2.13 | 6.8 |
Compared with corresponding nematic liquid crystal, the threshold voltage drop after polymerisation of the liquid-crystal composition containing polymerizable compound
Low, the response time accelerates, it will be apparent that lifts the response time of liquid crystal display.
Embodiment 36
Table 41:The weight percent of each component when performance parameter in liquid-crystal composition
The nematic liquid crystal that polymerizable compound VIE2 is added above-described embodiment 36 by 0.4% mass percent is (following to use
N36 is represented) in, it is configured to PSVA mixtures (being represented below with PE36).
Nematic liquid crystal and PSVA mixtures PE36 are filled with standard VA testing cassetes, with UV (100mw/cm2) applying
Irradiated under 10V voltage two minutes, test pre-tilt angle, threshold voltage and response time respectively.Test result is shown in Table 42:
Table 42:Threshold voltage and response time test result
Compared with corresponding nematic liquid crystal, the threshold voltage drop after polymerisation of the liquid-crystal composition containing polymerizable compound
Low, the response time accelerates, it will be apparent that lifts the response time of liquid crystal display.
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)
1. a kind of negative dielectric anisotropy liquid crystal composition of fast-response, it is characterised in that include one or more formula I change
Compound:
And at least one compounds of formula II:
And at least one compounds of formula III:
Wherein, R1、R2、R4C is represented independently of one another1~C12Straight chained alkyl or unbranched alkoxy;R3、R5Represent independently of one another
C1~C12Straight chained alkyl;R6Represent C1~C12Straight chained alkyl, unbranched alkoxy or C2~C12Straight-chain alkenyl;L1、L2Each
Independently represent H or CH3;
A1Represent:
A2、A3Trans Isosorbide-5-Nitrae-cyclohexyl or Isosorbide-5-Nitrae-phenylene are represented independently of one another;
N, m represent 0 or 1 independently of one another.
2. the negative dielectric anisotropy liquid crystal composition of fast-response according to claim 1, it is characterised in that formula I's
One or more of the compound in Formulas I A~Formulas I C:
Wherein, R1、R2C is represented independently of one another1~C7Straight chained alkyl or unbranched alkoxy.
3. the negative dielectric anisotropy liquid crystal composition of fast-response according to claim 1, it is characterised in that formula II's
One or more of the compound in Formula II A~Formula II E:
Wherein, R3Represent C1~C7Straight chained alkyl;R4Represent C1~C7Straight chained alkyl or unbranched alkoxy.
4. the negative dielectric anisotropy liquid crystal composition of fast-response according to claim 1, it is characterised in that general formula III
One or more of the compound in formula III A~formula III C:
5. the negative dielectric anisotropy liquid crystal composition of the fast-response according to Claims 1 to 4 any one, its feature exists
In also including one or more compounds of formula IV in the composition;
The formula IV is specially:
Wherein, L3、L4、L5H or F is represented independently of one another;R7、R8C is represented independently of one another1~C12Straight chained alkyl or straight chain alkane
Epoxide;
Preferably, one or more of the compound of Formula IVIV in formula IV A and IVB:
Wherein, R7Represent C1~C7Straight chained alkyl;R8Represent C1~C7Straight chained alkyl or unbranched alkoxy.
6. the negative dielectric anisotropy liquid crystal composition of the fast-response according to Claims 1 to 5 any one, its feature exists
In also including one or more compounds of formula V in the composition;
The formula V is specially:
Wherein, A4Represent trans Isosorbide-5-Nitrae-cyclohexyl or Isosorbide-5-Nitrae-phenylene;R9Represent C1~C12Straight chained alkyl or C2~C12Straight chain
Alkenyl;R10Represent C1~C12Straight chained alkyl or unbranched alkoxy;
Preferably, one or more of the compound representated by formula V in Formula V A or Formula V B:
Wherein, R9Represent C2~C7Straight chained alkyl or straight-chain alkenyl, R10Represent C1~C7Straight chained alkyl or straight-chain alkenyl.
7. the negative dielectric anisotropy liquid crystal composition of fast-response according to claim 1, it is characterised in that comprising following
The component of mass percent:
(1), the compound representated by 1~35% formula I;
(2), the compound representated by 1~85% formula II;
(3), the compound representated by 1~70% general formula III;
(4), the compound representated by 0~40% formula IV;
(5), the compound representated by 0~50% formula V;
Preferably, the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 1~30% formula I;
(2), the compound representated by 5~80% formula II;
(3), the compound representated by 10~65% general formula III;
(4), the compound representated by 0~30% formula IV;
(5), the compound representated by 0~30% formula V;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 2~25% formula I;
(2), the compound representated by 10~76% formula II;
(3), the compound representated by 13~58% general formula III;
(4), the compound representated by 0~25% formula IV;
(5), the compound representated by 0~27% formula V;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 2~6% formula I;
(2), the compound representated by 10~76% formula II;
(3), the compound representated by 13~58% general formula III;
(4), the compound representated by 0~25% formula IV;
(5), the compound representated by 0~27% formula V;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 2~30% formula I;
(2), the compound representated by 5~48% formula II;
(3), the compound representated by 20~65% general formula III;
(4), the compound representated by 0~30% formula IV;
(5), the compound representated by 0~30% formula V;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 4~25% formula I;
(2), the compound representated by 10~48% formula II;
(3), the compound representated by 26~58% general formula III;
(4), the compound representated by 0~25% formula IV;
(5), the compound representated by 0~27% formula V;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 1~10% formula I;
(2), the compound representated by 44~80% formula II;
(3), the compound representated by 10~45% general formula III;
(4), the compound representated by 0~27% formula IV;
(5), the compound representated by 0~22% formula V;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 2~6% formula I;
(2), the compound representated by 44~76% formula II;
(3), the compound representated by 13~42% general formula III;
(4), the compound representated by 0~23% formula IV;
(5), the compound representated by 0~18% formula V;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 1~15% formula I;
(2), the compound representated by 5~65% formula II;
(3), the compound representated by 21~65% general formula III;
(4), the compound representated by 0~20% formula IV;
(5), the compound representated by 0~32% formula V;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 2~11% formula I;
(2), the compound representated by 10~61% formula II;
(3), the compound representated by 31~58% general formula III;
(4), the compound representated by 0~15% formula IV;
(5), the compound representated by 0~27% formula V;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 3~30% formula I;
(2), the compound representated by 25~80% formula II;
(3), the compound representated by 10~30% general formula III;
(4), the compound representated by 0~30% formula IV;
(5), the compound representated by 0~25% formula V;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 4~25% formula I;
(2), the compound representated by 30~76% formula II;
(3), the compound representated by 13~30% general formula III;
(4), the compound representated by 0~25% formula IV;
(5), the compound representated by 0~18% formula V;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 1~10% formula I;
(2), the compound representated by 25~80% formula II;
(3), the compound representated by 10~46% general formula III;
(4), the compound representated by 1~30% formula IV;
(5), the compound representated by 0~20% formula V;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 2~6% formula I;
(2), the compound representated by 30~76% formula II;
(3), the compound representated by 13~42% general formula III;
(4), the compound representated by 5~25% formula IV;
(5), the compound representated by 0~12% formula V;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 3~30% formula I;
(2), the compound representated by 5~80% formula II;
(3), the compound representated by 5~30% general formula III;
(4), the compound representated by 0~30% formula V;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 4~25% formula I;
(2), the compound representated by 10~76% formula II;
(3), the compound representated by 19~58% general formula III;
(4), the compound representated by 0~27% formula V;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 3~30% formula I;
(2), the compound representated by 5~65% formula II;
(3), the compound representated by 15~65% general formula III;
(4), the compound representated by 0~30% formula IV;
(5), the compound representated by 1~35% formula V;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 2~25% formula I;
(2), the compound representated by 10~61% formula II;
(3), the compound representated by 19~58% general formula III;
(4), the compound representated by 0~24% formula IV;
(5), the compound representated by 4~27% formula V;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 1~10% formula I;
(2), the compound representated by 35~80% formula II;
(3), the compound representated by 10~45% general formula III;
(4), the compound representated by 0~30% formula IV;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 2~6% formula I;
(2), the compound representated by 41~76% formula II;
(3), the compound representated by 13~42% general formula III;
(4), the compound representated by 0~25% formula IV;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 2~10% formula I;
(2), the compound representated by 50~80% formula II;
(3), the compound representated by 15~45% general formula III;
Or the liquid-crystal compounds includes the component of following mass percent:
(1), the compound representated by 4~5% formula I;
(2), the compound representated by 55~76% formula II;
(3), the compound representated by 19~40% general formula III.
8. the negative dielectric anisotropy liquid crystal composition of the fast-response according to claim 1~7 any one, its feature exists
In also including one or more formula VI polymerizable compound:
Wherein, A5、A6Cyclohexyl, phenyl, halogenophenyl are represented independently of one another;X represents 0,1 or 2;SP1、SP2Independently of one another
Represent polymerizable groups;
The polymerizable compound addition is the 0.1~5% of liquid-crystal composition gross mass.
9. the arbitrarily described liquid-crystal compositions of claim 1-7 show in VA, MVA, PVA, PSVA mode display or IPS, FFS mode
Show the application in device.
10. application of the liquid-crystal composition described in claim 8 in PSVA liquid crystal displays.
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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WO2019078016A1 (en) * | 2017-10-16 | 2019-04-25 | Dic株式会社 | Nematic liquid crystal composition and liquid crystal display element using same |
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Citations (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040124399A1 (en) * | 2001-01-11 | 2004-07-01 | Wolfgang Schmidt | Fluorinated aromatic compounds and the use of the same in liquid crystal mixtures |
CN1912052A (en) * | 2005-08-09 | 2007-02-14 | 默克专利股份有限公司 | Liquid-crystalline medium |
CN1942461A (en) * | 2004-04-14 | 2007-04-04 | 默克专利股份有限公司 | Dibenzofuran-, dibenzothiophene- and fluorene derivatives |
US20100225841A1 (en) * | 2009-03-03 | 2010-09-09 | Samsung Electronics Co., Ltd. | Liquid crystal display |
WO2015090506A1 (en) * | 2013-12-19 | 2015-06-25 | Merck Patent Gmbh | Device for regulating the passage of light |
CN104818029A (en) * | 2013-12-19 | 2015-08-05 | 默克专利股份有限公司 | Liquid crystalline medium |
CN104926765A (en) * | 2014-03-17 | 2015-09-23 | 默克专利股份有限公司 | 4,6-difluorodibenzofuran derivatives |
WO2015139827A1 (en) * | 2014-03-17 | 2015-09-24 | Merck Patent Gmbh | Liquid crystal medium |
US20150299574A1 (en) * | 2014-04-22 | 2015-10-22 | Merck Patent Gmbh | Liquid crystalline medium |
CN105969402A (en) * | 2015-03-10 | 2016-09-28 | 默克专利股份有限公司 | Liquid crystal medium |
CN106318406A (en) * | 2015-07-02 | 2017-01-11 | 默克专利股份有限公司 | Liquid-crystal medium |
CN106883865A (en) * | 2015-12-15 | 2017-06-23 | 北京八亿时空液晶科技股份有限公司 | A kind of negative dielectric anisotropy liquid crystal composition containing benzofuran and its application |
CN106883864A (en) * | 2015-12-15 | 2017-06-23 | 北京八亿时空液晶科技股份有限公司 | A kind of nematic phase liquid crystal composition and its application |
-
2016
- 2016-05-31 CN CN201610374654.XA patent/CN107446591A/en active Pending
Patent Citations (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040124399A1 (en) * | 2001-01-11 | 2004-07-01 | Wolfgang Schmidt | Fluorinated aromatic compounds and the use of the same in liquid crystal mixtures |
CN1942461A (en) * | 2004-04-14 | 2007-04-04 | 默克专利股份有限公司 | Dibenzofuran-, dibenzothiophene- and fluorene derivatives |
CN1912052A (en) * | 2005-08-09 | 2007-02-14 | 默克专利股份有限公司 | Liquid-crystalline medium |
US20100225841A1 (en) * | 2009-03-03 | 2010-09-09 | Samsung Electronics Co., Ltd. | Liquid crystal display |
WO2015090506A1 (en) * | 2013-12-19 | 2015-06-25 | Merck Patent Gmbh | Device for regulating the passage of light |
CN104818029A (en) * | 2013-12-19 | 2015-08-05 | 默克专利股份有限公司 | Liquid crystalline medium |
CN104926765A (en) * | 2014-03-17 | 2015-09-23 | 默克专利股份有限公司 | 4,6-difluorodibenzofuran derivatives |
WO2015139827A1 (en) * | 2014-03-17 | 2015-09-24 | Merck Patent Gmbh | Liquid crystal medium |
US20150299574A1 (en) * | 2014-04-22 | 2015-10-22 | Merck Patent Gmbh | Liquid crystalline medium |
CN105969402A (en) * | 2015-03-10 | 2016-09-28 | 默克专利股份有限公司 | Liquid crystal medium |
CN106318406A (en) * | 2015-07-02 | 2017-01-11 | 默克专利股份有限公司 | Liquid-crystal medium |
CN106883865A (en) * | 2015-12-15 | 2017-06-23 | 北京八亿时空液晶科技股份有限公司 | A kind of negative dielectric anisotropy liquid crystal composition containing benzofuran and its application |
CN106883864A (en) * | 2015-12-15 | 2017-06-23 | 北京八亿时空液晶科技股份有限公司 | A kind of nematic phase liquid crystal composition and its application |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2019078016A1 (en) * | 2017-10-16 | 2019-04-25 | Dic株式会社 | Nematic liquid crystal composition and liquid crystal display element using same |
CN109652097B (en) * | 2018-05-18 | 2023-06-02 | 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 |
CN109652097A (en) * | 2018-05-18 | 2019-04-19 | 石家庄诚志永华显示材料有限公司 | Liquid-crystal composition and liquid crystal display element, liquid crystal display |
CN111732569A (en) * | 2019-03-25 | 2020-10-02 | 捷恩智株式会社 | Liquid crystalline compound having dibenzothiophene ring, liquid crystal composition, and liquid crystal display element |
WO2021203554A1 (en) * | 2020-04-09 | 2021-10-14 | 北京八亿时空液晶科技股份有限公司 | Liquid crystal compound having negative dielectric anisotropy, and application thereof |
CN113667494A (en) * | 2020-05-15 | 2021-11-19 | 江苏和成显示科技有限公司 | Liquid crystal composition containing polymerizable compound and liquid crystal display device thereof |
CN113698942B (en) * | 2020-05-22 | 2024-02-27 | 江苏和成显示科技有限公司 | Liquid crystal compound with negative dielectric anisotropy, liquid crystal composition thereof and display device |
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CN112029511B (en) * | 2020-09-09 | 2021-06-29 | 深圳市猿人创新科技有限公司 | Display medium for automobile data recorder |
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Application publication date: 20171208 |