CN107418595B - 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 PDF

Info

Publication number
CN107418595B
CN107418595B CN201610346360.6A CN201610346360A CN107418595B CN 107418595 B CN107418595 B CN 107418595B CN 201610346360 A CN201610346360 A CN 201610346360A CN 107418595 B CN107418595 B CN 107418595B
Authority
CN
China
Prior art keywords
liquid
general formula
crystal composition
formula
compound representated
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CN201610346360.6A
Other languages
Chinese (zh)
Other versions
CN107418595A (en
Inventor
陈卯先
储士红
王杰
未欣
陈海光
姜天孟
郭云鹏
袁瑾
伍嘉琦
田会强
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Beijing Bayi Space LCD Technology Co Ltd
Original Assignee
Beijing Bayi Space LCD Technology Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Beijing Bayi Space LCD Technology Co Ltd filed Critical Beijing Bayi Space LCD Technology Co Ltd
Priority to CN201610346360.6A priority Critical patent/CN107418595B/en
Publication of CN107418595A publication Critical patent/CN107418595A/en
Application granted granted Critical
Publication of CN107418595B publication Critical patent/CN107418595B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C09K19/44Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/12Non-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
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/12Non-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
    • C09K2019/121Compounds containing phenylene-1,4-diyl (-Ph-)
    • C09K2019/123Ph-Ph-Ph

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 general formula I, while at least one of compound representated by II, at least one of compound representated by general formula III;

Description

A kind of negative dielectric anisotropy liquid crystal composition containing terphenyl structure and application
Technical field
The invention belongs to liquid crystal technology fields, and in particular to a kind of negative dielectric anisotropy liquid crystal containing terphenyl structure Composition and application.
Background technique
Currently, 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 close 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, especially for tft active matrix In system.
Currently, negative liquid crystal is widely used in large-sized TV liquid crystal display, the especially appearance of PSVA technology, So that negative liquid crystal is more welcome;In recent years, the display of the mobile devices such as mobile phone is widely used negative liquid crystal FFS and shows The energy consumed by LCD backlight can be greatly reduced because it is with high transmitance in device, promote the aobvious of liquid crystal display Show quality, extends the cruise duration of mobile device.
Negative liquid crystal is most proposed earlier than the end of the eighties in last century, is mainly used for VA mode, major advantage is to compare Degree is high, and major defect is that visual angle is small, and the response time is slow.With the development of display technology, the technologies such as 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 becomes the mobile device market mainstream, IPS and FFS The hard panel type display of class has inborn advantage, IPS and FFS class display both can be used positivity liquid crystal, negativity also can be used Liquid crystal is bent electric field as present in the class display, and positivity liquid crystal is arranged along electric field line direction, curved so as to cause molecule Song, and decline in transmitance;Negative liquid crystal is arranged perpendicular to electric field line direction, thus transmitance can be substantially improved, and be current It promotes transmitance, reduce backlight power consumption the best way.But response time problem existing for negative liquid crystal is the weight currently encountered Hang-up, the FFS display response time slow 50% or more using the FFS display of negative liquid crystal relative to positivity liquid crystal. Therefore, the response time for how promoting negative liquid crystal becomes 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 is liquid crystal rotation Viscosity, Keff are effective elastic constant), therefore, reducing rotary viscosity, reduce thickness of liquid crystal layer and promote elastic constant can be with Achieve the purpose that improve the response time, 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.
Summary of the invention
The object of the present invention is to provide a kind of with low rotary viscosity, can be effectively reduced the liquid crystal display response time Liquid-crystal composition adopt the following technical scheme that achieve the goals above
A kind of negative dielectric anisotropy liquid crystal composition containing terphenyl structure, the liquid-crystal composition include general formula I institute 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、R6It is independently represented each other C1~C12Straight chained alkyl, unbranched alkoxy or C2~C12Straight-chain alkenyl;N, m are each independently Represent 0 or 1;A1It represents:
OrA2、A3It is independently represented each other trans- Isosorbide-5-Nitrae-cyclohexyl Or Isosorbide-5-Nitrae-phenylene.
Compound representated by general formula I be terphenyl structure compound, such compound have very big optics respectively to It is anisotropic.
Specifically, compounds of formula I is selected from one of Formulas I A~Formulas I C or a variety of:
Wherein, R1、R2It is independently represented each other C1~C7Straight chained alkyl.
Preferably, the chemical combination of general formula I provided by the present invention is selected from one of Formulas I A1~Formulas I C4 or a variety of:
Preferably, compounds of formula I provided by the present invention be selected from Formulas I A2, IA3, IA4, IA6, IA8, IA9, IB1, One of IB2, IB3, IC1, IC2, IC3 or a variety of.
In a liquid crystal composition, the dosage for the compound that general formula I is represented is 1-40%, preferably 2-25% or 3-10%, Or 1-20% or 10-25% or 3-17%, further preferably 3-17%.
Compound representated by general formula II is to contain cyclohexene and 2, the liquid-crystal compounds of 3- difluoro class formation, the class formation With biggish negative dielectric anisotropic and low rotary viscosity, the negative dielectric anisotropic of liquid-crystal composition can be effectively promoted.
Specifically, compounds of formula II is selected from one of Formula II A~Formula II E or a variety of:
Wherein, R3Represent C1~C7Straight chained alkyl;R4Represent C1~C7Straight chained alkyl or unbranched alkoxy.
Preferably, compounds of formula II is selected from one of Formula II A1~Formula II E24 or a variety of:
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 of IIC9, IIC10, IIC13, IIC14, IIC15, IID9, IID10, IID13, IID14, IIE6, IIE8, IIE14 or It is a variety of.
In a liquid crystal composition, the dosage for the compound that general 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%, further 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 object.
Specifically, compounds of formula III provided by the present invention is selected from one of formula III A~formula III C or a variety of:
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, compounds of formula III provided by the present invention is selected from one of formula III A1~formula III C24 or more Kind:
It is highly preferred that compounds of formula III provided by the present invention be selected from formula III A2, IIIA6, IIIA14, One of IIIA18, IIIA22, IIIA23, IIIA28, IIIB10, IIIB14, IIIC2, IIIC4, IIIC15, IIIC20 or It is a variety of.
In liquid-crystal composition, the dosage for 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%, further 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, which has lower rotation Turn viscosity and higher clearing point.
Specifically, compound representated by general formula IV provided by the present invention is selected from one of formula IV A and formula IV B or more Kind:
Wherein, R7Represent C2~C7Straight chained alkyl or straight-chain alkenyl, R8Represent C1~C7Straight chained alkyl.
Preferably, compounds of formula IV is selected from one of IVA1~IVB20 or a variety of:
It is highly preferred that compounds of formula IV be selected from formula IV A2, IVA6, IVA10, IVA13, IVA16, IVB2, IVB6, One of IVB8, IVB15, IVB17 or a variety of.
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 weight percent:
(1), compound representated by 1~40% general formula I;
(2), compound representated by 1~90% general formula II;
(3), compound representated by 1~60% general formula III;
(4), compound representated by 0~40% general formula IV.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent:
(1), compound representated by 2~25% general formula I;
(2), compound representated by 15~85% general formula II;
(3), compound representated by 5~55% general formula III;
(4), compound representated by 0~25% general formula IV.
It is highly preferred that liquid-crystal composition provided by the present invention includes the component of following mass percent:
(1), compound representated by 3~20% general formula I;
(2), compound representated by 20~81% general formula II;
(3), compound representated by 9~50% general formula III;
(4), compound representated by 0~20% general formula IV.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent:
(1), compound representated by 1~20% general formula I;
(2), compound representated by 15~85% general formula II;
(3), compound representated by 5~55% general formula III;
(4), compound representated by 0~25% general formula IV.
It is highly preferred that liquid-crystal composition provided by the present invention includes the component of following mass percent:
(1), compound representated by 3~10% general formula I;
(2), compound representated by 20~81% general formula II;
(3), compound representated by 9~50% general formula III;
(4), compound representated by 0~20% general formula IV.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent:
(1), compound representated by 10~25% general formula I;
(2), compound representated by 15~85% general formula II;
(3), compound representated by 5~55% general formula III;
(4), compound representated by 0~25% general formula IV.
It is highly preferred that liquid-crystal composition provided by the present invention includes the component of following mass percent:
(1), compound representated by 10~20% general formula I;
(2), compound representated by 20~81% general formula II;
(3), compound representated by 5~55% general formula III;
(4), compound representated by 0~25% general formula IV.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent:
(1), compound representated by 2~20% general formula I;
(2), compound representated by 53~85% general formula II;
(3), 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), compound representated by 3~17% general formula I;
(2), compound representated by 53~81% general formula II;
(3), 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), compound representated by 3~25% general formula I;
(2), compound representated by 15~52% general formula II;
(3), compound representated by 20~55% general formula III;
(4), compound representated by 0~25% general formula IV.
It is highly preferred that liquid-crystal composition provided by the present invention includes the component of following mass percent:
(1), compound representated by 5~20% general formula I;
(2), compound representated by 20~52% general formula II;
(3), compound representated by 24~50% general formula III;
(4), compound representated by 0~20% general formula IV.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent:
(1), compound representated by 3~25% general formula I;
(2), compound representated by 15~70% general formula II;
(3), compound representated by 28~55% general formula III;
(4), compound representated by 0~25% general formula IV.
It is highly preferred that liquid-crystal composition provided by the present invention includes the component of following mass percent:
(1), compound representated by 4~20% general formula I;
(2), compound representated by 20~68% general formula II;
(3), compound representated by 28~50% general formula III;
(4), compound representated by 0~20% general formula IV.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent:
(1), compound representated by 2~25% general formula I;
(2), compound representated by 45~85% general formula II;
(3), compound representated by 5~29% general formula III;
(4), compound representated by 0~15% general formula IV.
It is highly preferred that liquid-crystal composition provided by the present invention includes the component of following mass percent:
(1), compound representated by 3~20% general formula I;
(2), compound representated by 51~81% general formula II;
(3), compound representated by 9~29% general formula III;
(4), compound representated by 0~13% general formula IV.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent:
(1), compound representated by 2~25% general formula I;
(2), compound representated by 30~85% general formula II;
(3), 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), compound representated by 3~20% general formula I;
(2), compound representated by 34~81% general formula II;
(3), 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), compound representated by 3~15% general formula I;
(2), compound representated by 15~55% general formula II;
(3), compound representated by 20~55% general formula III;
(4), compound representated by 1~25% general formula IV.
It is highly preferred that liquid-crystal composition provided by the present invention includes the component of following mass percent:
(1), compound representated by 5~11% general formula I;
(2), compound representated by 20~52% general formula II;
(3), compound representated by 24~50% general formula III;
(4), compound representated by 3~20% general formula IV.
Preferably, liquid-crystal composition provided by the present invention includes the component of following mass percent:
(1), compound representated by 3~17% general formula I;
(2), compound representated by 20~81% general formula II;
(3), 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), compound representated by 3~17% general formula I;
(2), compound representated by 20~81% general formula II;
(3), compound representated by 9~50% general formula III;
(4), compound representated by 3~20% general formula IV.
The preparation method of liquid-crystal composition of the present invention can be used conventional method and change two or more without specifically limited It closes object mixing to be produced, such as the method preparation by mixing different component at high temperature and being soluble in one another, wherein by liquid crystal group It closes object to dissolve in solvent in the solvent used for the compound and mix, then distills out the solvent under reduced pressure;Or it is of the present invention Liquid-crystal composition can be prepared conventionally, such as wherein the lesser component of content will be dissolved in content at a higher temperature In biggish main component, or each affiliated component dissolved in organic solvent, such as acetone, chloroform or methanol, it then will be molten It is obtained after liquid mixing removal solvent.
Liquid-crystal composition of the present invention has low rotary viscosity, can be used for the fast-response liquid crystal of plurality of display modes Show, the use in the VA such as VA, MVA, PVA, PSVA mode display 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 the polymerizable compound of one or more general formula V:
Wherein, A5、A61,4- cyclohexyl, 1,4- phenylene, 1-4 hydrogen atom is independently represented each other to be optionally substituted by halogen 1,4- phenylene;X is independently represented each other 0,1 or 2;SP1、SP2It is independently represented each other polymerizable groups.
Specifically, compounds of formula V provided by the present invention is selected from one of Formula V A~Formula V F or a variety of:
Wherein, SP1、SP2It is independently represented each other acrylate-based, methacrylate, butenoic acid ester group or C2~C8 Straight-chain alkenyl.
It is highly preferred that the polymerizable compound of general formula V provided by the present invention be selected from one of Formula V A1~Formula V F3 or It is a variety of:
It is highly preferred that polymerizable compound provided by the present invention is selected from one of Formula V B2, VC2, VD2, VF2 or more Kind.
It is particularly preferred that the weight of the polymerizable compound of general formula V provided by the present invention is liquid-crystal composition weight 0.1~5%;Liquid-crystal composition provided by the present invention comprising polymerizable compound is suitable for PSVA liquid crystal display.
Ground provided by the present invention compounds of formula I is Terphenyls structural compounds, due to the influence of conjugation, such list Absorption peak red shift of the body to light, has big absorption peak near 365nm, and for quickly absorbing UV light energy, being transferred to can gather Polymerisable compounds play very important effect, can speed up polymerizable compound polymerization, improve the polymerization effect of polymerizable compound Rate can effectively promote the efficiency of PSVA production process.On the other hand, based on the pursuit to fast response time, PSVA liquid crystal More and more IIIA2 structural compounds are added in composition, since the compound is alkenes structure, can gather under UV illumination It closes, causes liquid-crystal composition rotten, the Terphenyls structure of addition general formula I will effectively can be transferred to polymerizable after UV light absorption On monomer, avoids IIIA2 monocrystalline from being rung by UV shadow, improve the quality of liquid crystal display.
It is involved in the present invention to compound be known compound, it is commercially available acquisition or by Bayi Space liquid crystal share section Skill Co., Ltd provides.
On the basis of common knowledge of the art, above-mentioned each optimum condition can be combined with each other each preferably to get the present invention Embodiment.
Specific embodiment
The following examples are used to illustrate the present invention, but are not intended to limit 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);εAnd εRespectively represent parallel and vertical dielectric constant (25 DEG C, 1000Hz);Δ ε represent dielectric respectively to Anisotropic (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、K33Respectively represent splay, distortion and bend elastic constant (pN, 25 DEG C).
In following embodiment, unit structure code shown in table 1 is indicated in liquid-crystal compounds.
Table 1: the group structure code of liquid-crystal compounds
By taking following compound structure as an example:
It indicates are as follows: 3CSWO2
It indicates are as follows: 2PGP3
In following embodiment, the preparation of liquid-crystal composition is all made of heat of solution method, comprising the following steps: is pressed with balance Weight percent weighs liquid-crystal compounds, wherein weighing addition sequence without particular requirement, usually with liquid-crystal compounds fusing point by height Mixing is successively weighed to low sequence, heating stirring melts each component uniformly at 60~100 DEG C, using filter, rotate, It finally encapsulates up to 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 summarized with each performance parameter value of 1 gained liquid-crystal composition of comparative example, 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
Known to relatively: 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 mixture.
Nematic liquid crystal and PSVA mixture PB28 are filled in standard VA testing cassete, applied with UV (100mw/cm2) It is irradiated under the voltage of 10V one minute, tests 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, the liquid-crystal compounds threshold voltage drop after polymerisation with polymerizable compound Low, the response time accelerates, it will be apparent that promotes 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 mixture.
Nematic liquid crystal and PSVA mixture PC29 are filled in standard VA testing cassete, applied with UV (100mw/cm2) It is irradiated under the voltage of 10V one minute, tests 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, the liquid-crystal compounds threshold voltage drop after polymerisation with polymerizable compound Low, the response time accelerates, it will be apparent that promotes 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 mixture.
Nematic liquid crystal and PSVA mixture PE30 are filled in standard VA testing cassete, with UV (100mw/cm2) applying It is irradiated under the voltage of 10V one minute, tests 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, the liquid-crystal compounds threshold voltage drop after polymerisation with polymerizable compound Low, the response time accelerates, it will be apparent that promotes 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 mixture.
Nematic liquid crystal and PSVA mixture PE are filled in standard VA testing cassete to 2, with UV (100mw/cm2) applying After irradiating different time under the voltage of 10V, 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 comparison 2 are it can be found that the polymerization time of embodiment 30 is obviously short compared with comparative example 2, significantly Promote the production efficiency of PSVA display.
Negative dielectric anisotropy liquid crystal composition provided by the present invention have low rotary viscosity, high resistivity and Excellent photostability and thermal stability is suitable for VA type liquid crystal display or IPS the and FFS type liquid such as VA, MVA, PVA, PSVA Crystal display 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, fall within the scope of the claimed invention without departing from theon the basis of the spirit of the present invention.

Claims (23)

1. a kind of negative dielectric anisotropy liquid crystal composition containing terphenyl structure, it is characterised in that: the liquid-crystal composition Compound comprising following weight percent:
(1), compound representated by 3~25% general formula I;
(2), compound representated by 15~52% general formula II;
(3), compound representated by 20~55% general formula III;
(4), compound representated by 0~25% general formula IV;
Or, the liquid-crystal composition includes the compound of following weight percent:
(1), compound representated by 4~20% general formula I;
(2), compound representated by 20~68% general formula II;
(3), compound representated by 28~50% general formula III;
(4), compound representated by 0~20% general formula IV;
Or, the liquid-crystal composition includes the compound of following weight percent:
(1), compound representated by 3~15% general formula I;
(2), compound representated by 15~55% general formula II;
(3), compound representated by 20~55% general formula III;
(4), compound representated by 1~25% general formula IV;
Wherein, each general formula structure is as follows:
Wherein, R4Represent C1~C12Straight chained alkyl or unbranched alkoxy;R3Represent C1~C12Straight chained alkyl;R1、R2、R5、R6 It is independently represented each other C1~C12Straight chained alkyl, unbranched alkoxy or C2~C12Straight-chain alkenyl;N, m are independently represented each other 0 or 1;
A1It represents:
A2、A3It is independently represented each other trans- Isosorbide-5-Nitrae-cyclohexyl or 1, 4- phenylene;
At least one of compound representated by general formula IV:
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.
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 It is one or more:
Wherein, R1、R2It is independently represented each other C1~C7Straight chained alkyl.
3. liquid-crystal composition according to claim 2, which is characterized in that the chemical combination of general formula I is in Formulas I A1~Formulas I C4 It is one or more:
4. liquid-crystal composition according to claim 3, which is characterized in that compounds of formula I be selected from Formulas I A2, IA3, One of IA4, IA6, IA8, IA9, IB1, IB2, IB3, IC1, IC2, IC3 or a variety of.
5. 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 of IIE or a variety of:
Wherein, R3Represent C1~C7Straight chained alkyl;R4Represent C1~C7Straight chained alkyl or unbranched alkoxy.
6. liquid-crystal composition according to claim 5, which is characterized in that compounds of formula II is selected from Formula II A1~formula One of IIE24 or a variety of:
7. liquid-crystal composition according to claim 6, which is characterized in 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、IIC9、IIC10、IIC13、IIC14、IIC15、IID9、IID10、IID13、 One of IID14, IIE6, IIE8, IIE14 or a variety of.
8. liquid-crystal composition according to claim 1-4, it is characterised in that: compounds of formula III is selected from formula One of IIIA~formula III C or a variety of:
R5Represent C1~C7Straight chained alkyl or C2~C7Straight-chain alkenyl, R6Represent C1~C7Straight chained alkyl, unbranched alkoxy or C2 ~C7Straight-chain alkenyl.
9. liquid-crystal composition according to claim 5, which is characterized in that compounds of formula III is selected from formula III A~formula One of IIIC or a variety of:
R5Represent C1~C7Straight chained alkyl or C2~C7Straight-chain alkenyl, R6Represent C1~C7Straight chained alkyl, unbranched alkoxy or C2 ~C7Straight-chain alkenyl.
10. liquid-crystal composition according to any one of claims 1 to 4, which is characterized in that compounds of formula III is selected from One of formula III A1~formula III C24 or a variety of:
11. liquid-crystal compounds according to claim 10, which is characterized in that compounds of formula III be selected from formula III A2, IIIA6、IIIA14、IIIA18、IIIA22、IIIA23、IIIA28、IIIB10、IIIB14、IIIC2、IIIC4、IIIC15、 One of IIIC20 or a variety of.
12. liquid-crystal composition according to claim 1, it is characterised in that: compound representated by general formula IV is selected from formula IV A With one of IVB or a variety of:
Wherein, R7Represent C2~C7Straight chained alkyl or straight-chain alkenyl, R8Represent C1~C7Straight chained alkyl.
13. liquid-crystal composition according to claim 12, which is characterized in that compounds of formula IV be selected from IVA1~ One of IVB20 or a variety of:
14. liquid-crystal composition according to claim 13, which is characterized in that compounds of formula IV be selected from formula IV A2, One of IVA6, IVA10, IVA13, IVA16, IVB2, IVB6, IVB8, IVB15, IVB17 or a variety of.
15. liquid-crystal composition according to claim 1, which is characterized in that the component comprising following mass percent:
(1), compound representated by 5~20% general formula I;
(2), compound representated by 20~52% general formula II;
(3), compound representated by 24~50% general formula III;
(4), compound representated by 0~20% general formula IV.
16. liquid-crystal composition according to claim 1, which is characterized in that the component comprising following mass percent:
(1), compound representated by 5~11% general formula I;
(2), compound representated by 20~52% general formula II;
(3), compound representated by 24~50% general formula III;
(4), compound representated by 3~20% general formula IV.
17. liquid-crystal composition according to claim 1, it is characterised in that: also polymerizable comprising one or more general formula V Compound:
Wherein, A5、A6It is independently represented each other the 1,4- that 1,4- cyclohexyl, 1,4- phenylene, 1-4 hydrogen atom are optionally substituted by halogen Phenylene;X represents 0,1 or 2;SP1、SP2It is independently represented each other polymerizable groups.
18. liquid-crystal composition according to claim 17, it is characterised in that: compounds of formula V is selected from Formula V A~Formula V F One of or it is a variety of:
Wherein, SP1、SP2It is independently represented each other acrylate-based, methacrylate, butenoic acid ester group or C2~C8It is straight Alkenyl.
19. liquid-crystal composition according to claim 18, which is characterized in that general formula V polymerizable compound be selected from Formula V A1~ One of Formula V F3 or a variety of:
20. liquid-crystal composition according to claim 19, which is characterized in that polymerizable compound be selected from Formula V B2, VC2, One of VD2, VF2 or a variety of.
21. the application of the described in any item liquid-crystal compositions of claim 1-20 in a liquid crystal display.
22. application according to claim 21, which is characterized in that the described in any item liquid-crystal compositions of claim 1-21 For in VA mode display or IPS, FFS mode display.
23. application according to claim 22, which is characterized in that the VA mode display is VA, MVA, PVA, PSVA.
CN201610346360.6A 2016-05-23 2016-05-23 A kind of negative dielectric anisotropy liquid crystal composition containing terphenyl structure and application Active CN107418595B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201610346360.6A CN107418595B (en) 2016-05-23 2016-05-23 A kind of negative dielectric anisotropy liquid crystal composition containing terphenyl structure and application

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201610346360.6A CN107418595B (en) 2016-05-23 2016-05-23 A kind of negative dielectric anisotropy liquid crystal composition containing terphenyl structure and application

Publications (2)

Publication Number Publication Date
CN107418595A CN107418595A (en) 2017-12-01
CN107418595B true CN107418595B (en) 2019-09-20

Family

ID=60422387

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201610346360.6A Active CN107418595B (en) 2016-05-23 2016-05-23 A kind of negative dielectric anisotropy liquid crystal composition containing terphenyl structure and application

Country Status (1)

Country Link
CN (1) CN107418595B (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
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
CN113956888A (en) * 2019-06-12 2022-01-21 晶美晟光电材料(南京)有限公司 Negative liquid crystal composition and application 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
CN112111284B (en) * 2020-09-01 2022-07-22 北京八亿时空液晶科技股份有限公司 Pyran-containing liquid crystal composition and application thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101557818B1 (en) * 2009-03-03 2015-10-07 삼성디스플레이 주식회사 liquid crystal display

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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

Also Published As

Publication number Publication date
CN107418595A (en) 2017-12-01

Similar Documents

Publication Publication Date Title
CN107418595B (en) A kind of negative dielectric anisotropy liquid crystal composition containing terphenyl structure and application
KR20190074987A (en) Liquid crystal composition and liquid crystal display element
TWI660035B (en) Polymerizable liquid crystal compound, liquid crystal composition, and liquid crystal display element
JP2017201036A (en) Liquid-crystalline medium and liquid-crystal display
JP6315156B2 (en) Liquid crystal composition and liquid crystal display device using the same
CN109957405A (en) A kind of negative dielectric nematic phase liquid crystal composition and its application
CN107446591A (en) A kind of liquid-crystal composition containing dibenzofurans class compound and its application
TWI697548B (en) Liquid crystal display element and its manufacturing method
CN105647541A (en) Nematic liquid crystal composition
TW201934724A (en) Compound, and liquid crystal composition and application thereof for significantly improving the transmittance and the response speed of liquid crystal products
CN107760317A (en) A kind of liquid-crystal composition containing cyclohexenyl group liquid-crystal compounds and its application
CN112175635A (en) Polymer stable alignment type liquid crystal composition and application thereof
CN109423301A (en) A kind of negative dielectric anisotropy liquid crystal composition and its application
JP6624305B2 (en) Polymerizable monomer, liquid crystal composition and liquid crystal display device using the same
TWI640609B (en) Liquid crystal composition and liquid crystal display device
CN107353908A (en) A kind of negative dielectric anisotropy liquid crystal composition and its application
CN107541221A (en) A kind of liquid-crystal composition containing polyfluoro biphenyl liquid crystal compound and its application
CN109423304A (en) A kind of negative dielectric nematic phase liquid crystal composition and its application
CN107384442A (en) A kind of negative dielectric anisotropy liquid crystal composition and its application
CN109423303A (en) A kind of negative dielectric liquid crystal composition containing benzofuran compound and its application
JPWO2016035667A1 (en) Liquid crystal composition and liquid crystal display device using the same
CN103013535B (en) Liquid crystal composition and application thereof
TW202219252A (en) Liquid crystal composition comprising terphenyl and application thereof
WO2022198776A1 (en) Liquid crystal composition containing polymerizable compound and application thereof
CN107446592B (en) A kind of liquid-crystal composition containing cyclopropyl compounds and its application

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant