CN108865178A - A kind of liquid-crystal composition and its application with high dielectric constant - Google Patents

A kind of liquid-crystal composition and its application with high dielectric constant Download PDF

Info

Publication number
CN108865178A
CN108865178A CN201810918376.9A CN201810918376A CN108865178A CN 108865178 A CN108865178 A CN 108865178A CN 201810918376 A CN201810918376 A CN 201810918376A CN 108865178 A CN108865178 A CN 108865178A
Authority
CN
China
Prior art keywords
oxygen
alkoxy
liquid
cyclopentenyl
cyclopenta
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.)
Pending
Application number
CN201810918376.9A
Other languages
Chinese (zh)
Inventor
李珊珊
陆嘉文
陈新华
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.)
Jingmeisheng Optoelectric Material (nanjing) Co Ltd
Original Assignee
Jingmeisheng Optoelectric Material (nanjing) 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 Jingmeisheng Optoelectric Material (nanjing) Co Ltd filed Critical Jingmeisheng Optoelectric Material (nanjing) Co Ltd
Priority to CN201810918376.9A priority Critical patent/CN108865178A/en
Publication of CN108865178A publication Critical patent/CN108865178A/en
Priority to PCT/CN2019/092471 priority patent/WO2020034759A1/en
Pending legal-status Critical Current

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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Liquid Crystal Substances (AREA)

Abstract

The present invention provides a kind of liquid-crystal composition of negative permittivity and its applications.The liquid-crystal composition includes the liquid-crystal compounds with general formula I, general formula II and general formula III, and general formula I isGeneral formula II isGeneral formula III is

Description

A kind of liquid-crystal composition and its application with high dielectric constant
Technical field
The present invention relates to liquid crystal material fields, and in particular to a kind of liquid-crystal composition and its application.
Background technique
In the 1960s, RCA Corp.'s discovery electro photoluminescence for the first time can change the light transmission mode of liquid crystal, and then application should After property has issued LCD technology, liquid crystal just gradually causes the great attention of people, and rapidly develops to every field. 1966, after E.I.Du Pont Company is using aromatic polyamides synthesis of liquid crystal Kevlar fiber, liquid crystal material started process of industrialization. After decades of rapid development, liquid crystal material is by its special performance is widely used to display technology, optical storage is set The various fields such as standby and solar battery, research range are even more to spread the various fields such as chemistry, biology and information science, become and work as By one of favor, indispensable new material in modern society.
Liquid crystal display can be divided into passive matrix (also known as passive-matrix or simple matrix) and active matrix (based on also known as Dynamic matrix) two kinds of driving methods.Wherein, active matrix liquid crystal display is to change the row of liquid-crystal compounds by applying voltage Column mode, so that the light emitting intensity for changing backlight sending forms image, due to high-resolution, high contrast, The thin and light feature in low-power, face increasingly has been favored by people.Active matrix liquid crystal display is according to active device Two types can be divided into:MOS (metal-oxide semiconductor (MOS)) or other diodes on the silicon chip as substrate;Making For the thin film transistor (TFT) (Thin Film Transistor-TFT) on the glass plate of substrate, wherein development is most rapid at present It is Thin Film Transistor-LCD (TFT-LCD), shows in mobile phone, computer, LCD TV and camera etc. and obtained in equipment Good application has been arrived, the main product in current liquid crystal market is become.
With the continuous development of TFT-LCD, wide viewing angle mode has become the target pursued in industry, at present the wide view of mainstream Angle technology mainly has the technologies such as VA vertical orientation technology, IPS in-plane switching technology and FFS fringe field switching technique, this kind of technology Require higher light transmittance and lesser colour cast.Wherein, for IPS in-plane switching technology and FFS fringe field switching technique, Since face internal electric field can be generated between electrode when applying voltage, penetrate light and be restricted, will increase in this way energy consumption and Influence display effect, and negative type liquid crystal compound colour cast and by vertical electric field influenced aspect performance it is more outstanding, compared with eurymeric Material shows higher light transmittance, thus is widely applied.But universal negative type liquid crystal material currently on the market Viscosity it is generally higher, be unfavorable for the raising of response speed, therefore develop the liquid crystal material with low viscosity, high negative permittivity Main direction of studying as current negative liquid crystal material.
With the extensive use of liquid crystal display, the requirement to its performance is also in the continuous improvement, it is desirable that wider array of work Temperature, faster response speed and higher contrast, and require power consumption lower and lower simultaneously, reducing power consumption means liquid crystal Show that device will have lower driving voltage and higher light transmittance.The raising of these performances all be unable to do without the improvement of liquid crystal material.
Summary of the invention
The object of the present invention is to provide a kind of negative liquid crystal composition with high dielectric constant, to improve in the prior art The problem that negative liquid crystal material viscosity is high, driving voltage is high, and then response speed can be improved, reduce power consumption.
It is a further object of the present invention to provide the applications of above-mentioned liquid-crystal composition.
Technical solution:To achieve the goals above, according to an aspect of the invention, there is provided a kind of liquid-crystal composition, The liquid-crystal composition includes at least one liquid-crystal compounds with general formula I, at least one liquid-crystal compounds with general formula II With at least one liquid-crystal compounds with general formula III,
The general formula I is:
Wherein,
Y and Y ' is each independently selected from the alkenyl or C2~C7 of H, C1~C7 alkyl, the alkoxy of C1~C7, C2~C7 Alkene alkoxy, wherein H or CH2It can be replaced by cyclopenta, cyclopentenyl or F;Alternatively, the Y and Y ' are each independently selected from Cyclopenta, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylOr for C1~ The alkyl of C7, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 alkene alkoxy replace cyclopenta, oxygen cyclopenta, Oxygen methylcyclopentyl, oxygen ethylcyclopentyl;Alternatively, the Y and Y ' are each independently selected from cyclopentenyl, oxygen cyclopentenylOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr for C1~C7 alkyl, Cyclopentenyl, the oxygen cyclopentenyl, oxygen methyl of the alkene alkoxy substitution of the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Cyclopentenyl, oxygen ethylcyclopentene base;
M is selected from 0 or 1;N is selected from 0,1 or 2;
Z be selected from singly-bound, O,CH2、CH2O、C2H4、C2H4O、C3H6、C3H6O、C4H8、OC4H8、C2H2、C2H2O、 C3H4O、OCH2O、OC2H4O、OC3H6O or OC4H8Any one of O, wherein H can be replaced by F;
When n is 1,It is selected from Any one of group of composition.
It include two in general formula when n is 2I.e.Occur in general formula twice, at each occurrenceIt is each independently selected from Appointing in the group of composition It is a kind of.
The general formula II is:
Wherein, Y1And Y1' be each independently selected from H, C1~C7 alkyl, the alkoxy of C1~C7, C2~C7 alkenyl or The alkene alkoxy of C2~C7, wherein H or CH2It can be replaced by cyclopenta, cyclopentenyl or F;Alternatively, the Y1And Y1' respectively independent Ground is selected from cyclopenta, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylOr Cyclopenta, oxygen ring for the alkene alkoxy substitution of the alkyl of C1~C7, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Amyl, oxygen methylcyclopentyl, oxygen ethylcyclopentyl;Alternatively, the Y1And Y1' it is each independently selected from cyclopentenyl, oxygen cyclopentene BaseOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr the alkane for C1~C7 Cyclopentenyl, the oxygen cyclopentenyl, oxygen of the alkene alkoxy substitution of base, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Methyl cyclopentene base, oxygen ethylcyclopentene base;
K is selected from 0,1 or 2;
It is selected from WithAny one of group of composition.
The general formula III is:
Wherein, Y2And Y2' be each independently selected from H, C1~C7 alkyl, the alkoxy of C1~C7, C2~C7 alkenyl or The alkene alkoxy of C2~C7, wherein H or CH2It can be replaced by cyclopenta, cyclopentenyl or F;Alternatively, the Y2And Y2' respectively independent Ground is selected from cyclopenta, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylOr Cyclopenta, oxygen ring for the alkene alkoxy substitution of the alkyl of C1~C7, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Amyl, oxygen methylcyclopentyl, oxygen ethylcyclopentyl;Alternatively, the Y2And Y2' it is each independently selected from cyclopentenyl, oxygen cyclopentene BaseOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr the alkane for C1~C7 Cyclopentenyl, the oxygen cyclopentenyl, oxygen of the alkene alkoxy substitution of base, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Methyl cyclopentene base, oxygen ethylcyclopentene base;
It is each independently selected from Appointing in the group of composition It is a kind of.
According to another aspect of the present invention, the above-mentioned liquid-crystal composition of one kind is provided in liquid crystal display material or liquid crystal Show the application in equipment.
Beneficial effect:Liquid-crystal composition of the invention can be effectively improved the viscosity and dielectric constant values of liquid crystal material, To improve the response speed of liquid crystal material, reduce energy consumption.
Specific embodiment
It should be noted that in the absence of conflict, the features in the embodiments and the embodiments of the present application can phase Mutually combination.Below in conjunction with embodiment, the present invention will be described in detail.
In an exemplary embodiment of the invention, a kind of liquid-crystal composition is provided, which includes extremely A kind of few liquid-crystal compounds with general formula I, at least one liquid-crystal compounds and at least one with general formula II have general formula The liquid-crystal compounds of III.
The general formula I is:
Wherein,
Y and Y ' is each independently selected from the alkenyl or C2~C7 of H, C1~C7 alkyl, the alkoxy of C1~C7, C2~C7 Alkene alkoxy, wherein H or CH2It can be replaced by cyclopenta, cyclopentenyl or F;Alternatively, the Y and Y ' are each independently selected from Cyclopenta, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylOr for C1~ The alkyl of C7, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 alkene alkoxy replace cyclopenta, oxygen cyclopenta, Oxygen methylcyclopentyl, oxygen ethylcyclopentyl;Alternatively, the Y and Y ' are each independently selected from cyclopentenyl, oxygen cyclopentenylOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr for C1~C7 alkyl, Cyclopentenyl, the oxygen cyclopentenyl, oxygen methyl of the alkene alkoxy substitution of the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Cyclopentenyl, oxygen ethylcyclopentene base;
M is selected from 0 or 1;N is selected from 0,1 or 2;
Z be selected from singly-bound, O,CH2、CH2O、C2H4、C2H4O、C3H6、C3H6O、C4H8、OC4H8、C2H2、C2H2O、 C3H4O、OCH2O、OC2H4O、OC3H6O or OC4H8Any one of O, wherein H can be replaced by F;
When n is 1,It is selected from Any one of group of composition.
It include two in general formula when n is 2I.e.Occur in general formula twice, at each occurrenceIt is each independently selected from Appointing in the group of composition It is a kind of.
The general formula II is:
Wherein, Y1And Y1' be each independently selected from H, C1~C7 alkyl, the alkoxy of C1~C7, C2~C7 alkenyl or The alkene alkoxy of C2~C7, wherein H or CH2It can be replaced by cyclopenta, cyclopentenyl or F;Alternatively, the Y1And Y1' respectively independent Ground is selected from cyclopenta, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylOr Cyclopenta, oxygen ring for the alkene alkoxy substitution of the alkyl of C1~C7, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Amyl, oxygen methylcyclopentyl, oxygen ethylcyclopentyl;Alternatively, the Y1And Y1' it is each independently selected from cyclopentenyl, oxygen cyclopentene BaseOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr the alkane for C1~C7 Cyclopentenyl, the oxygen cyclopentenyl, oxygen of the alkene alkoxy substitution of base, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Methyl cyclopentene base, oxygen ethylcyclopentene base;
K is selected from 0,1 or 2;
It is selected from Any one of group of composition.
The general formula III is:
Wherein, Y2And Y2' be each independently selected from H, C1~C7 alkyl, the alkoxy of C1~C7, C2~C7 alkenyl or The alkene alkoxy of C2~C7, wherein H or CH2It can be replaced by cyclopenta, cyclopentenyl or F;Alternatively, the Y2And Y2' respectively independent Ground is selected from cyclopenta, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylOr Cyclopenta, oxygen ring for the alkene alkoxy substitution of the alkyl of C1~C7, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Amyl, oxygen methylcyclopentyl, oxygen ethylcyclopentyl;Alternatively, the Y2And Y2' it is each independently selected from cyclopentenyl, oxygen cyclopentene BaseOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr the alkane for C1~C7 Cyclopentenyl, the oxygen cyclopentenyl, oxygen of the alkene alkoxy substitution of base, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Methyl cyclopentene base, oxygen ethylcyclopentene base;
It is each independently selected from Appointing in the group of composition It is a kind of.
Liquid-crystal compounds with general formula I be under pure material state it is white, for the liquid with negative dielectric anisotropic The characteristics of brilliant compound, the liquid-crystal compounds of negative permittivity is that on perpendicular to molecular long axis direction there is biggish dipole to make With, thus corresponding dielectric constant is relatively large in vertically-oriented component, i.e., vertical dielectric constant ε with higher, because This dielectric anisotropy △ ε=ε//Show as negative value.Particularly with liquid-crystal compounds shown in general formula I, by O atom institute Repulsive interaction with lone pair electrons to F atom institute having electronic, so that F atom institute having electronic tends to the side more perpendicular to long axis To arrangement, and central Oxygen atom also contributes the dielectric constant perpendicular to long axis direction, thus has higher vertical Jie Electric constant ε.According to driving voltage formulaDriving voltage is inversely proportional with dielectric constant, therefore dielectric constant is got over Height, driving voltage is lower, i.e., energy consumption is lower.Due to vertical dielectric constant ε with higher, liquid crystal molecule tends to along vertical It is distributed in direction of an electric field, and negative type liquid crystal material is all to arrange under fringe field on the horizontal level, pre-tilt angle is distributed calibration Profile material is uniform, thus shows higher light transmittance and wide viewing angle, particularly useful for making high-penetration rate wide viewing angle VA, PSVA, IPS and FFS type liquid crystal material.In addition the bending of system can be improved in the addition of the liquid-crystal compounds of negative permittivity Coefficient of elasticity K33, it is beneficial to energy conservation so as to improve light in the penetrance and contrast of whole system, and figure can be improved As display quality, it can preferably meet the performance requirement of liquid crystal display.According further to OFF state response time formulaOFF state response time and k33It is inversely proportional, therefore k33Bigger, the response time is shorter, then response speed is faster.
Liquid-crystal compounds with general formula II be under pure material state it is white, for the liquid with negative dielectric anisotropic Brilliant compound, for the negative liquid crystal compound of general formula I, the liquid-crystal compounds dielectric constant of general formula II is smaller, but its With lower rotary viscosity and lower fusing point.According to ON state response time formulaLow rotation Turn viscosity γ1The response speed of liquid-crystal composition can further be improved.And lower fusing point, liquid-crystal composition can be improved Low-Temperature Reliability increases the use temperature range of liquid crystal material.
Liquid-crystal compounds with general formula III be under pure material state it is white, for low pole or nonpolar The characteristics of liquid-crystal compounds, the liquid-crystal compounds of general formula III be there is lower rotary viscosity and lower fusing point, therefore with Improvement when other type liquid-crystal compounds mix with preferable intersolubility and to liquid crystal material viscosity and Low-Temperature Reliability.
Therefore, the liquid-crystal compounds of general formula I and the liquid-crystal compounds of general formula II and general formula III are combined, both may be used To retain the high advantage of negative type liquid crystal material negative permittivity, and it can be improved in terms of viscosity and Low-Temperature Reliability not Foot, it is hereby achieved that the liquid crystal material of lower driving voltage, broader operating temperature and faster response speed.
In addition, it should be clear to a person skilled in the art that, abovementioned alkyl not only includes that straight chained alkyl also includes propping up accordingly Alkyl group.
In order to obtain more particularly suitable liquid crystal width, higher dielectric anisotropy value, lesser rotary viscosity and be suitable for Coefficient of elasticity K, be more advantageous to improve liquid crystal material response speed, reduce threshold voltage, improve the intersolubility of liquid crystal material, In a preferred embodiment of the present application, the liquid-crystal compounds of the negative permittivity of above-mentioned general formula I is with Formulas I 1 to I37's The optically anisotropic liquid-crystal compounds of height of negative polarity liquid-crystal compounds, general formula II is the liquid-crystalization with Formula II 1 to II35 Object is closed, the liquid-crystal compounds of the low rotary viscosity of general formula III is preferably the liquid-crystal compounds with formula III 1 to III3.Above-mentioned tool There is the compound formula of general formula I1 to I37 as follows:
Wherein, R1、R1' be each independently selected from H, C1~C7 alkyl, the alkoxy of C1~C7, C2~C7 alkenyl or The alkene alkoxy of C2~C7, wherein H or CH2It can be replaced by cyclopenta, cyclopentenyl or F;Alternatively, the R1、R1' respectively independent Ground is selected from cyclopenta, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylOr Cyclopenta, oxygen ring for the alkene alkoxy substitution of the alkyl of C1~C7, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Amyl, oxygen methylcyclopentyl, oxygen ethylcyclopentyl;Alternatively, the R1、R1' it is each independently selected from cyclopentenyl, oxygen cyclopentene BaseOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr the alkane for C1~C7 Cyclopentenyl, the oxygen cyclopentenyl, oxygen of the alkene alkoxy substitution of base, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Methyl cyclopentene base, oxygen ethylcyclopentene base.
The above-mentioned compound formula with general formula II1 to II35 is as follows:
Wherein, R2、R2' be each independently selected from H, C1~C7 alkyl, the alkoxy of C1~C7, C2~C7 alkenyl or The alkene alkoxy of C2~C7, wherein H or CH2It can be replaced by cyclopenta, cyclopentenyl or F;Alternatively, the R2、R2' respectively independent Ground is selected from cyclopenta, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylOr Cyclopenta, oxygen ring for the alkene alkoxy substitution of the alkyl of C1~C7, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Amyl, oxygen methylcyclopentyl, oxygen ethylcyclopentyl;Alternatively, the R2、R2' it is each independently selected from cyclopentenyl, oxygen cyclopentene BaseOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr the alkane for C1~C7 Cyclopentenyl, the oxygen cyclopentenyl, oxygen of the alkene alkoxy substitution of base, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Methyl cyclopentene base, oxygen ethylcyclopentene base.
The above-mentioned compound formula with general formula III 1 to III3 is as follows:
Wherein, Y3、Y3' be each independently selected from H, C1~C7 alkyl, the alkoxy of C1~C7, C2~C7 alkenyl or The alkene alkoxy of C2~C7, wherein H or CH2It can be replaced by cyclopenta, cyclopentenyl or F;Alternatively, the Y3、Y3' respectively independent Ground is selected from cyclopenta, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylOr Cyclopenta, oxygen ring for the alkene alkoxy substitution of the alkyl of C1~C7, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Amyl, oxygen methylcyclopentyl, oxygen ethylcyclopentyl;Alternatively, the Y3、Y3' it is each independently selected from cyclopentenyl, oxygen cyclopentene BaseOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr the alkane for C1~C7 Cyclopentenyl, the oxygen cyclopentenyl, oxygen of the alkene alkoxy substitution of base, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Methyl cyclopentene base, oxygen ethylcyclopentene base.
Liquid-crystal composition of the invention combines that form the liquid crystal with negative permittivity mixed with other type liquid-crystal compounds When closing object, there is the liquid-crystal composition characteristic of negative permittivity can be adjusted in wider range for this, to meet more liquid The performance requirement of brilliant material.Also, have when liquid-crystal composition of the invention is mixed with other type liquid-crystal compounds preferable Intersolubility, for other liquid-crystal compounds etc. type less-restrictive, be applicable to various liquid crystal corresponding with purpose Material is particularly conducive to improve the bulk properties of liquid crystal material.In addition, the liquid-crystal composition has good UV, light and heat steady It is qualitative.
Liquid-crystal composition with negative permittivity of the invention can be prepared conventionally.Usually under high temperature The desired amount of component is dissolved in the component for being constituted principal component with relatively low amount;The solution of each component can also be mixed into organic solvent, Such as be mixed into acetone, chloroform or methanol, solvent is removed again after being sufficiently mixed, such as solvent is removed by distillation.
The type for the existing liquid-crystal compounds for including in liquid-crystal composition with negative permittivity of the invention is not It is restricted, the liquid-crystal compounds of any kind can be selected to constitute liquid crystal mixing together with liquid-crystal compounds of the invention according to purpose Other additives of technical field can also be added in object as needed.For example, can add mass content be 0~20% can Polymerizable compound, optically active component and/or stabilizer.
Above-mentioned polymerizable compound general formula is as follows:
Wherein,
—T1With-T2It each independently representsOr epoxy group;
—W1- and-W2- singly-bound or carbon atom number are each independently represented as 1~8 alkyl;
—X1- and-X2- each independently represent singly-bound ,-O-,-CO-,-COO-or-OCO-;
—Z1- it is selected from singly-bound ,-O-,-CO-,-COO-,-OCO-,-CH2O—、—OCH2—、— C2H4—、—CF2O—、—OCF2- ,-C ≡ C- ,-CH=CH-, One of group of composition or two Kind;
I is 0,1 or 2;
When i is 1 ,-Z1- indicate singly-bound ,-O-,-CO-,-COO-,-OCO-,-CH2O—、— OCH2—、—C2H4—、—CF2O—、—OCF2- ,-C ≡ C- ,-CH=CH-,
When i is 2 ,-Z1- occur in general formula twice ,-Z1- each independently represent when occurring every time singly-bound ,- O—、—CO—、—COO—、—OCO—、—CH2O—、—OCH2—、—C2H4—、—CF2O—、—OCF2—、-C≡ C- ,-CH=CH-,
It indicatesWherein on cyclohexyl-CH2- can be replaced by O, or indicateWherein On phenyl ring=CH-can replace by N, the H on phenyl ring can be replaced by F, or indicate
When i is 1,It indicatesWherein on cyclohexyl-CH2- can be replaced by O, or indicateWherein on phenyl ring=CH-can replace by N, the H on phenyl ring can be replaced by F, or indicate
It include two in general formula when i is 2I.e.Occur in general formula twice,? It is each independently when occurring every timeWherein on cyclohexyl-CH2- can be replaced by O, or beIts On middle phenyl ring=CH-can replace by N, the H on phenyl ring can be replaced by F, or be
Above-mentioned optically active component is preferably:
Wherein, R is the halogenation with 1 to 7 carbon atoms or unsubstituted alkyl, alkoxy or alkenyl.
Above stabilizer preferably has one of compound shown in general formula VI1~VI5 or a variety of.
In 1~VI5 of Formula IV, R9For the alkyl with 1~7 carbon atom, the alkoxy with 1~7 carbon atom, have The alkenyl of 2~7 carbon atoms, the halogenated alkyl with 1~7 carbon atom, the halogenated alkoxy with 1~7 carbon atom or Halogenation alkenyl with 2~7 carbon atoms;The alkyl, the alkoxy and the alkenyl are alkyl, the alkane of linear chain or branched chain Oxygroup and alkenyl;
It is selected from Any one of group of composition.
In a preferred embodiment of the present application, above-mentioned liquid-crystal composition further include at least one polar compound and/ Or at least one non-polar compound.The polar compound is positive polar compound and/or negative polarity compound, is preferably negative Polar compound, the positive polarity compound are selected from one of compound shown in 1~X105 of Formula X or a variety of, the negative polarity Compound is selected from one of compound shown in 1~IV52 of formula IV or a variety of, and the non-polar compound is selected from 1~V33 of Formula V institute Show one of compound or a variety of.
Wherein, the positive polarity compound with X1 to X105 is respectively:
The Formula X 1 is into X105, R7For H, the alkyl with 1 to 7 carbon atoms, alkoxy, alkenyl or alkene alkoxy, Wherein H or CH2It can be replaced by cyclopenta, cyclopentenyl or F;R7It can also be cyclopenta or be 1 to 7 carbon atom alkyls, alcoxyl The cyclopenta that base or alkenyl replace;R8For H, F, CN, NCS, Cl, OCF3, alkyl, alkoxy, alkenyl with 1 to 7 carbon atoms Or alkene alkoxy, wherein H or CH2It can be replaced by cyclopenta or F;R8It can also be cyclopenta, oxygen cyclopentaOxygen methyl CyclopentaOr oxygen ethylcyclopentylOr for the alkyl of C1~C7, the alkoxy of C1~C7, C2~ Cyclopenta, the oxygen cyclopenta, oxygen methylcyclopentyl, oxygen ethylcyclopentyl that the alkenyl of C7 or the alkene alkoxy of C2~C7 replace;Or Person is selected from cyclopentenyl, oxygen cyclopentenylOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr it is taken for the alkene alkoxy of the alkyl of C1~C7, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Cyclopentenyl, oxygen cyclopentenyl, oxygen methyl cyclopentene base, the oxygen ethylcyclopentene base in generation;It is described that there are 1 to 7 carbon atom alkane Base is preferably:-CH3、-C2H5、-C3H7、-C4H9、-C5H11、-C6H13Or-C7H15;The alkenyl for having 1 to 7 carbon atoms is excellent It is selected as:- CH=CH2,-CH=CHCH3,-CH=CHC2H5,-CH=CHC3H7、-C2H4CH=CH2、-C2H4CH=CHCH3、- C3H6CH=CH2Or-C3H6CH=CHCH3;The alkoxy for having 1 to 7 carbon atoms is preferably:-OCH3、-OC2H5、- OC3H7、-OC4H9、-OC5H11、-OC6H13Or-OC7H15;The alkene alkoxy for having 1 to 7 carbon atoms is preferably:- OCH= CH2、-OCH2CH=CH2、-OCH2CH=CHCH3Or-OCH2CH=CHC2H5;X9And X10It is each independently selected from H or F,
Above-mentioned polarity liquid-crystal compounds X1~X105 has positive dielectric anisotropy, can combine with above-mentioned liquid-crystal composition At positive dielectric liquid crystal mixture, it can also be combined into the liquid crystal compound with negative dielectric, the dielectric that can be used for regulation system is normal The parameters such as number, refraction coefficient, rotary viscosity, coefficient of elasticity and clearing point temperature.And structure is added on the basis of above-mentioned composition The biggish positive dielectric liquid crystal compound of difference, advantageously reduces fusing point, improves the Low-Temperature Reliability of liquid crystal compound, to reduce Liquid crystal media uses lower limit temperature, widens the operating temperature range of liquid crystal media.
The negative polarity compound with IV1 to IV52 is respectively:
In 1~IV52 of formula IV, R3And R4It is each independently H, the alkyl that carbon atom number is 1~7, carbon atom number are 1~7 Alkoxy, carbon atom number be 2~7 alkenyl or carbon atom number be 2~7 alkene alkoxy, or be H or CH2By cyclopenta, Alkoxy that alkyl that the carbon atom number that cyclopentenyl or F replace is 1~7, carbon atom number are 1~7, carbon atom number are 2~7 The alkene alkoxy that alkenyl or carbon atom number are 2~7, or be cyclopenta, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylOr for the alkyl of C1~C7, the alkoxy of C1~C7, C2~C7 alkenyl Or cyclopenta, oxygen cyclopenta, oxygen methylcyclopentyl, oxygen ethylcyclopentyl that the alkene alkoxy of C2~C7 replaces;Or it is selected from ring Pentenyl, oxygen cyclopentenylOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr Person be the alkyl of C1~C7, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 alkene alkoxy replace cyclopentenyl, Oxygen cyclopentenyl, oxygen methyl cyclopentene base, oxygen ethylcyclopentene base;The alkyl that the carbon atom number is 1~7 is-CH3、- C2H5、-C3H7、-C4H9、-C5H11、-C6H13Or-C7H15;The alkenyl that the carbon atom number is 2~7 is preferably-CH=CH2、-CH =CHCH3,-CH=CHC2H5,-CH=CHC3H7、-C2H4CH=CH2、-C2H4CH=CHCH3、-C3H6CH=CH2Or-C3H6CH =CHCH3;The alkoxy that the carbon atom number is 1~7 is preferably-OCH3、-OC2H5、-OC3H7、-OC4H9、-OC5H11、-OC6H13 Or-OC7H15;The alkene alkoxy that the carbon atom number is 2~7 is preferably-OCH=CH2、-OCH2CH=CH2、-OCH2CH= CHCH3Or-OCH2CH=CHC2H5
Above-mentioned polarity liquid-crystal compounds IV1~IV52 has negative dielectric anisotropic, negative permittivity liquid-crystal compounds Feature is that have biggish dipole effect on perpendicular to molecular long axis direction, thus corresponding dielectric constant is in vertical direction Component it is relatively large, i.e., vertical dielectric constant ε with higher, liquid crystal molecule tend to along perpendicular to direction of an electric field be distributed, And negative type liquid crystal material is all to arrange under fringe field on the horizontal level, pre-tilt angle distribution is uniform compared with eurymeric material, thus Show higher light transmittance and wide viewing angle;In addition the curved of system can be improved in the addition of the liquid-crystal compounds of negative permittivity Bent coefficient of elasticity K33, so as to improve light in the penetrance of whole system, it is beneficial to energy conservation, and be conducive to improve contrast.Separately The addition of outer variety classes liquid-crystal compounds also helps the Low-Temperature Reliability for improving liquid crystal media, reduces the use of liquid crystal media Lower limit temperature widens the operating temperature range of liquid crystal media.
Above-mentioned nonpolarity liquid-crystal compounds is selected from one of compound shown in 1~V33 of Formula V or a variety of;Wherein, Formula V 1~ V33 is as follows:
In the 1~V33 of Formula V, R5、R6It is each independently selected from H, F, the alkyl that carbon atom number is 1~7, carbon atom number are The alkene alkoxy that the alkenyl or carbon atom number that 1~7 alkoxy, carbon atom number are 2~7 are 2~7, or be H or CH2By ring Alkoxy that alkyl that the carbon atom number that amyl, cyclopentenyl or F replace is 1~7, carbon atom number are 1~7, carbon atom number 2 The alkene alkoxy that~7 alkenyl or carbon atom number is 2~7;It or is cyclopenta, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylOr for the alkyl of C1~C7, the alkoxy of C1~C7, C2~C7 alkenyl Or cyclopenta, oxygen cyclopenta, oxygen methylcyclopentyl, oxygen ethylcyclopentyl that the alkene alkoxy of C2~C7 replaces;Or it is selected from ring Pentenyl, oxygen cyclopentenylOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr Person be the alkyl of C1~C7, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 alkene alkoxy replace cyclopentenyl, Oxygen cyclopentenyl, oxygen methyl cyclopentene base, oxygen ethylcyclopentene base;The alkyl that the carbon atom number is 1~7 is-CH3、- C2H5、-C3H7、-C4H9、-C5H11、-C6H13Or-C7H15;The alkenyl that the carbon atom number is 2~7 is preferably-CH=CH2、-CH =CHCH3,-CH=CHC2H5,-CH=CHC3H7、-C2H4CH=CH2、-C2H4CH=CHCH3、-C3H6CH=CH2Or-C3H6CH =CHCH3;The alkoxy that the carbon atom number is 1~7 is preferably-OCH3、-OC2H5、-OC3H7、-OC4H9、-OC5H11、-OC6H13 Or-OC7H15;The alkene alkoxy that the carbon atom number is 2~7 is preferably-OCH=CH2、-OCH2CH=CH2、-OCH2CH= CHCH3Or-OCH2CH=CHC2H5
Above-mentioned nonpolarity liquid-crystal compounds V1 to V6 has lower rotary viscosity γ1, response time and rotary viscosity γ1It is directly proportional, illustrate rotary viscosity γ1Value is lower, and the response time is lower, then response speed is faster, can will have above-mentioned nonpolarity The liquid crystal compound of liquid-crystal compounds V1 to V6 is used to manufacture the liquid crystal media of quick response.Above-mentioned nonpolarity liquid-crystal compounds V7 To V17 clearing point temperature with higher, it is mainly used for the T of regulation systemNIValue, to have above-mentioned nonpolar liquid-crystal compounds The liquid crystal compound of V7 to V17 is conducive to improve the SC service ceiling temperature of liquid crystal media, widens the operating temperature model of liquid crystal media It encloses.Above-mentioned nonpolarity liquid-crystal compounds V18 to V23 has alkynyl benzene structure, and V27 to V33 has terphenyl structure, is big total Yoke system compound is conducive to the optical anisotropy △ n value of increase system, and the value of usual optical path difference d △ n is prespecified , then △ n value is higher, and d value is lower, and response speed is inversely proportional with d value, to have above-mentioned nonpolar liquid-crystal compounds V18 Response speed to the liquid crystal compound of V23 has and is more preferably worth.Above-mentioned nonpolarity liquid-crystal compounds V24 to V26 have compared with Big coefficient of elasticity K, response time are inversely proportional with coefficient of elasticity K, illustrate that coefficient of elasticity K value is higher, the response time is lower, then rings It answers speed faster, therefore there is ideal response with the liquid crystal compound of above-mentioned nonpolarity liquid-crystal compounds V24 to V26 Speed.
It is suitable that the outstanding feature general formula I and general formula II of liquid-crystal composition in the present invention can be obtained with small amount addition Optical characteristics, therefore the overall viscosity of liquid crystal compound can be reduced, increase response speed.It is preferred that at least adding in liquid crystal compound Enter a kind of low viscosity nonpolarity liquid-crystal compounds that structural formula is III1, to obtain the liquid crystal compound of low viscosity, raising response Speed.III1 is more preferably R3For propyl, R3' be vinyl compound.The liquid crystal compound is preferably applied to vertically take Into display (VA), the vertical arrangement (PSVA) of polymer stabilizing or fringe field switching (FFS) type liquid crystal display mode.
The content of liquid-crystal compounds in above-mentioned liquid crystal compound can be adjusted according to the performance requirement of liquid crystal material. In order to obtain more particularly suitable liquid crystal width, higher dielectric anisotropy value, lesser rotary viscosity and suitable elasticity system Number K, is more advantageous to the response speed for improving liquid crystal material, reduces threshold voltage, improves the intersolubility of liquid crystal material, in the present invention In a kind of preferred embodiment, the weight content of the liquid-crystal compounds in above-mentioned liquid-crystal composition with general formula I is 0.1~ 75%, preferably 1~50%, further preferred 1~30%;The weight content of liquid-crystal compounds with general formula II be 0.1~ 75%, preferably 1~50%, further preferred 1~30%;The weight content of liquid-crystal compounds with general formula III be 0.1~ 75%, further preferably 0.1~50%.Remaining ingredient can be added in above-mentioned introduction according to the present invention.The polarity The mass fraction of liquid-crystal compounds is preferably 0~80%, and the mass fraction of the nonpolarity liquid-crystal compounds is preferably 0~ 80%.In short, the sum of degree of each ingredient is 100%.
In a kind of typical embodiment of the application, a kind of above-mentioned liquid-crystal composition is provided in liquid crystal display Application.Liquid-crystal composition of the invention is applied in preparing liquid crystal display material or liquid crystal display, can significantly be changed The performance of kind liquid crystal display material or liquid crystal display.
Below with reference to embodiment and comparative example, beneficial effects of the present invention are further illustrated.
The following example is to be used to explain the present invention rather than limit it.Percentage involved in embodiment is quality percentage Than, temperature with degree Celsius indicating.Surveyed physico-chemical parameter is expressed as follows:TNIIndicate clearing point;△ n indicates optical anisotropy (△ n =ne-no, 589nm, 25 DEG C of temperature of measurement);εIndicate vertical dielectric constant (25 DEG C of temperature of measurement);△ ε indicates dielectric respectively to different Property (△ ε=ε, 25 DEG C);k11Indicate Splay elastic constant (25 DEG C of temperature of measurement);k33Indicate (the measurement of elasticity of flexure coefficient 25 DEG C of temperature);γ1It indicates rotary viscosity (25 DEG C of temperature of measurement), and uses dsc measurement TNI;△ is measured using abbe refractometer n;ε is measured using CV、△ε、k11、k33And γ1
In the various embodiments of the invention, liquid crystal molecule main chain is named:CyclohexylIt is indicated with letter C;Phenyl ringIt is indicated with alphabetical P;Cyclohexenyl groupIt is indicated with A;Positive dielectric difluorobenzeneIt is indicated with Y;OxinaneIt is indicated with Py;Methoxyl group bridge-CH2O- is indicated with B;Difluoro-methoxy bridge-CF2O- is indicated with Q;Alkynyl-C ≡ C- is with G It indicates, single fluorobenzeneIt is indicated with alphabetical PF, negative dielectric difluorobenzeneIt is indicated with Z, difluorodiphenyl and furansIt is indicated with alphabetical X1.
The correspondence code of specific unit structure is as shown in table 1.
Table 1
Each compound branch is converted to chemical formula according to following table 2, and left side branch indicates that right side branch is with R2 table with R1 Show.Wherein, group CnH2n+1And CmH2m+1It is the straight chained alkyl for being respectively provided with n and m carbon atom, CpIndicate cyclopentaCnH2n+1CpIndicate the cyclopenta with n carbon atom straight chain alkyl.Main chain is preceding when name, and branch is in rear, main chain It is separated between branch with "-", such asIt is indicated with WGX1-3O2;It is indicated with WW-2OO2;It is indicated with CCBW-3O2;It is indicated with PW-3O2;It is indicated with X1-2OO2;It is indicated with X1-CpOO2;It is indicated with Z-CpOO4;It is indicated with PHP-2Cp;It is indicated with PWP-3Cp3;It is indicated with PGW-3O2;It is indicated with X1-2OH.
Table 2
Code R1 R2
nm CnH2n+1 CmH2m+1
nH CnH2n+1 H
nOH OCnH2n+1 H
nOm CnH2n+1 OCmH2m+1
nOOm OCnH2n+1 OCmH2m+1
nCp CnH2n+1 Cp
nmCp CnH2n+1 CmH2m+1Cp
nF CnH2n+1 F
nOTF CnH2n+1 OCF3
Cpm Cp CmH2m+1
CpH Cp H
CpOH OCp H
CpOm Cp OCmH2m+1
CpOOm OCp OCmH2m+1
CpF Cp F
nCpm CnH2n+1Cp CmH2m+1
nCpH CnH2n+1Cp H
nCpOm CnH2n+1Cp OCmH2m+1
nCpOOm OCnH2n+1Cp OCmH2m+1
nCpF CnH2n+1Cp F
In addition, liquid-crystal compoundsIt is indicated with 3HHV;Liquid-crystal compoundsWith 4HHV is indicated;It is indicated with VHHP1;It is indicated with CC31D1;It is indicated with PPFP-F3;It is indicated with WW-2OO5V1.
Embodiment 1
The liquid crystal compound of embodiment 1 forms and measurement parameter is shown in Table 3.
Table 3
Note:The liquid-crystal compounds of serial number 1~2 is the liquid-crystal compounds with general formula I, the LCD compound of serial number 3~5 Object is the liquid-crystal compounds with general formula II, and the liquid-crystal compounds of serial number 6~7 is the liquid-crystal compounds with general formula III.
Embodiment 2
The liquid crystal compound of embodiment 2 forms and measurement parameter is shown in Table 4.
Table 4
Note:The liquid-crystal compounds of serial number 1 is the liquid-crystal compounds with general formula I, the liquid-crystal compounds of serial number 2~7 For the liquid-crystal compounds with general formula II, the liquid-crystal compounds of serial number 8~10 is the liquid-crystal compounds with general formula III.
Embodiment 3
The liquid crystal compound of embodiment 3 forms and measurement parameter is shown in Table 5.
Table 5
Note:The liquid-crystal compounds of serial number 1 is the liquid-crystal compounds with general formula I, the liquid-crystal compounds of serial number 2~9 For the liquid-crystal compounds with general formula II, the liquid-crystal compounds of serial number 10~11 is the liquid-crystal compounds with general formula III.
Embodiment 4
The liquid crystal compound of embodiment 4 forms and measurement parameter is shown in Table 6.
Table 6
Note:The liquid-crystal compounds of serial number 1 is the liquid-crystal compounds with general formula I, the liquid-crystal compounds of serial number 2~8 For the liquid-crystal compounds with general formula II, the liquid-crystal compounds of serial number 9~10 is the liquid-crystal compounds with general formula III.
Embodiment 5
The liquid crystal compound of embodiment 5 forms and measurement parameter is shown in Table 7.
Table 7
Note:The liquid-crystal compounds of serial number 1 is the liquid-crystal compounds with general formula I, the liquid-crystal compounds of serial number 2~7 For the liquid-crystal compounds with general formula II, the liquid-crystal compounds of serial number 8~10 is the liquid-crystal compounds with general formula III.
Embodiment 6
The liquid crystal compound of embodiment 6 forms and measurement parameter is shown in Table 8.
Table 8
Note:The liquid-crystal compounds of serial number 1~2 is the liquid-crystal compounds with general formula I, the LCD compound of serial number 3~7 Object is the liquid-crystal compounds with general formula II, and the liquid-crystal compounds of serial number 8~9 is the liquid-crystal compounds with general formula III.
Embodiment 7
The liquid crystal compound of embodiment 7 forms and measurement parameter is shown in Table 9.
Table 9
Note:The liquid-crystal compounds of serial number 1 is the liquid-crystal compounds with general formula I, the liquid-crystal compounds of serial number 2~8 For the liquid-crystal compounds with general formula II, the liquid-crystal compounds of serial number 9~11 is the liquid-crystal compounds with general formula III.
Embodiment 8
The liquid crystal compound of embodiment 8 forms and measurement parameter is shown in Table 10.
Table 10
Note:The liquid-crystal compounds of serial number 1 is the liquid-crystal compounds with general formula I, the liquid-crystal compounds of serial number 2~8 For the liquid-crystal compounds with general formula II, the liquid-crystal compounds of serial number 9 is the liquid-crystal compounds with general formula III.
Embodiment 9
The liquid crystal compound of embodiment 9 forms and measurement parameter is shown in Table 11.
Table 11
Note:The liquid-crystal compounds of serial number 1 is the liquid-crystal compounds with general formula I, the liquid-crystal compounds of serial number 2~8 For the liquid-crystal compounds with general formula II, the liquid-crystal compounds of serial number 9~10 is the liquid-crystal compounds with general formula III.
Embodiment 10
The liquid crystal compound of embodiment 10 forms and measurement parameter is shown in Table 12.
Table 12
Note:The liquid-crystal compounds of serial number 1 is the liquid-crystal compounds with general formula I, the liquid-crystal compounds of serial number 2~8 For the liquid-crystal compounds with general formula II, the liquid-crystal compounds of serial number 9~10 is the liquid-crystal compounds with general formula III.
Embodiment 11
The liquid crystal compound of embodiment 11 forms and measurement parameter is shown in Table 13.
Table 13
Note:The liquid-crystal compounds of serial number 1 is the liquid-crystal compounds with general formula I, the liquid-crystal compounds of serial number 2~6 For the liquid-crystal compounds with general formula II, the liquid-crystal compounds of serial number 7~8 is the liquid-crystal compounds with general formula III.
Embodiment 12
The liquid crystal compound of embodiment 12 forms and measurement parameter is shown in Table 14.
Table 14
Note:The liquid-crystal compounds of serial number 1~2 is the liquid-crystal compounds with general formula I, the LCD compound of serial number 3~8 Object is the liquid-crystal compounds with general formula II, and the liquid-crystal compounds of serial number 9~11 is the liquid-crystal compounds with general formula III.
Embodiment 13
The liquid crystal compound of embodiment 13 forms and measurement parameter is shown in Table 15.
Table 15
Note:The liquid-crystal compounds of serial number 1 is the liquid-crystal compounds with general formula I, the liquid-crystal compounds of serial number 2~7 For the liquid-crystal compounds with general formula II, the liquid-crystal compounds of serial number 8~9 is the liquid-crystal compounds with general formula III.
Embodiment 14
The liquid crystal compound of embodiment 14 forms and measurement parameter is shown in Table 16.
Table 16
Note:The liquid-crystal compounds of serial number 1 is the liquid-crystal compounds with general formula I, the liquid-crystal compounds of serial number 2~6 For the liquid-crystal compounds with general formula II, the liquid-crystal compounds of serial number 7 is the liquid-crystal compounds with general formula III.
Embodiment 15
The liquid crystal compound of embodiment 15 forms and measurement parameter is shown in Table 17.
Table 17
Note:The liquid-crystal compounds of serial number 1~2 is the liquid-crystal compounds with general formula I, the liquid-crystalization of serial number 3~10 Conjunction object is the liquid-crystal compounds with general formula II, and the liquid-crystal compounds of serial number 11 is the liquid-crystal compounds with general formula III.
Comparative example 1
The liquid crystal compound of comparative example 1 forms and measurement parameter is shown in Table 18.
Table 18
Comparative example 2
The liquid crystal compound of comparative example 2 forms and measurement parameter is shown in Table 19.
Table 19
The liquid crystal compound of comparative example 3 forms and measurement parameter is shown in Table 20.
Table 20
Wherein, in comparative example 1 with universal negative type liquid crystal compound instead of the compounds of formula I in embodiment 14, With compounds of formula I instead of the CW type compound of the general formula II in embodiment 14 in comparative example 2, with general formula I in comparative example 3 Compound instead of the general formula II in embodiment 14 CCW type compound.
From above-described embodiment it can be found that the liquid crystal compound of general formula I, general formula II and general formula III composition is particularly conducive to Increase system dielectric constant values, and system viscosity, regulation system optical anisotropy value can be improved and improve the curved of system Bent coefficient of elasticity K33, so as to improve response speed, and improve light and be beneficial to energy conservation in the penetrance of whole system, and be conducive to Improve contrast.When the liquid crystal compound of general formula I, general formula II and general formula III composition and other variety classes liquid-crystal compounds are mixed When conjunction, it is available have suitable optical anisotropy, dielectric anisotropy, high clearing point, compared with low viscosity and higher elasticity system Several liquid crystal compounds, especially III1 are more preferably Y3For propyl, Y3' be vinyl compound when, can obtain low The liquid crystal compound of viscosity can be used for manufacturing the liquid crystal media of quick response.The institute of above-mentioned measurement parameter and composition liquid crystal media There is the physico-chemical property of liquid-crystal compounds related, liquid crystal compound of the invention is mainly used for the liquid crystal parameter of regulation system.
By the comparison of embodiment 14 and comparative example 1 it can be found that working as with the liquid-crystal compounds of general formula I and general formula II and leading to It is available that there is relatively high optical anisotropy, higher vertical dielectric constant ε when formula III combinesAnd elasticity of flexure system Number K33Liquid crystal compound, i.e., the liquid-crystal compounds of general formula I combined with general formula II and general formula III it is available have faster response The liquid crystal compound of speed, lower power consumption, more high-penetration rate and contrast.
By the comparison of embodiment 14 and comparative example 2 it can be found that working as with compounds of formula I instead of in embodiment 14 General formula II CW type compound when, liquid crystal compound have very high rotary viscosity, be unfavorable for liquid crystal display response speed It improves;By the comparison of embodiment 14 and comparative example 3 it can be found that working as with compounds of formula I instead of in embodiment 14 When the CCW type compound of general formula II, liquid crystal compound has very low clearing point, and the display for being unfavorable for improving liquid crystal display is wide Degree.
In summary, the liquid crystal compound of general formula I, general formula II and general formula III composition is particularly conducive to regulation system dielectric Constant value, and system viscosity, regulation system optical anisotropy value and the elasticity of flexure COEFFICIENT K for improving system can be improved33, Improve liquid crystal use temperature width, thus be conducive to manufacture quick response, low energy consumption, high contrast liquid crystal display device.
Though the not exhaustive claimed all liquid crystal compounds of the present invention, those skilled in the art will envision that It is on the basis of published above-described embodiment, to attempt to obtain other in a similar manner together only in conjunction with the profession of itself Class liquid crystal material is without making the creative labor.Herein since length is limited, representative embodiment is only enumerated.
The foregoing is only a preferred embodiment of the present invention, is not intended to restrict the invention, for the skill of this field For art personnel, the invention may be variously modified and varied.All within the spirits and principles of the present invention, made any to repair Change, equivalent replacement, improvement etc., should all be included in the protection scope of the present invention.

Claims (10)

1. a kind of liquid-crystal composition with negative permittivity, which is characterized in that the liquid-crystal composition includes at least one tool There are liquid-crystal compounds, at least one liquid-crystal compounds and at least one liquid crystal with general formula III with general formula II of general formula I Compound,
The general formula I is:
Wherein,
Y and Y ' is each independently selected from the alkene of H, C1~C7 alkyl, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Alkoxy, wherein H or CH2It can be replaced by cyclopenta, cyclopentenyl or F;Alternatively, the Y and Y ' are each independently selected from ring penta Base, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylIt or is C1~C7's Cyclopenta, the oxygen cyclopenta, oxygen first of the alkene alkoxy substitution of alkyl, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Cyclopentyl, oxygen ethylcyclopentyl;Alternatively, the Y and Y ' are each independently selected from cyclopentenyl, oxygen cyclopentenyl Oxygen methyl cyclopentene baseOxygen ethylcyclopentene baseIt or is the alkyl of C1~C7, C1~C7 Cyclopentenyl, the oxygen cyclopentenyl, oxygen methyl cyclopentene of the alkene alkoxy substitution of alkoxy, the alkenyl of C2~C7 or C2~C7 Base, oxygen ethylcyclopentene base;
M is selected from 0 or 1;N is selected from 0,1 or 2;
Z be selected from singly-bound, O,CH2、CH2O、C2H4、C2H4O、C3H6、C3H6O、C4H8、OC4H8、C2H2、C2H2O、C3H4O、 OCH2O、OC2H4O、OC3H6O or OC4H8Any one of O, wherein H can be replaced by F;
When n is 1,It is selected from Any one of group of composition.
It include two in general formula when n is 2I.e.Occur twice, going out every time in general formula NowIt is each independently selected from In the group of composition It is any.
The general formula II is:
Wherein, Y1And Y1' be each independently selected from H, C1~C7 alkyl, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~ The alkene alkoxy of C7, wherein H or CH2It can be replaced by cyclopenta, cyclopentenyl or F;Alternatively, the Y1And Y1' select each independently From cyclopenta, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylIt or is C1 The alkyl of~C7, the alkoxy of C1~C7, the cyclopenta of the alkene alkoxy substitution of the alkenyl of C2~C7 or C2~C7, oxygen ring penta Base, oxygen methylcyclopentyl, oxygen ethylcyclopentyl;Alternatively, the Y1And Y1' it is each independently selected from cyclopentenyl, oxygen cyclopentenylOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr for C1~C7 alkyl, Cyclopentenyl, the oxygen cyclopentenyl, oxygen methyl of the alkene alkoxy substitution of the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Cyclopentenyl, oxygen ethylcyclopentene base;
K is selected from 0,1 or 2;
It is selected from Any one of group of composition.
The general formula III is:
Wherein, Y2And Y2' be each independently selected from H, C1~C7 alkyl, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~ The alkene alkoxy of C7, wherein H or CH2It can be replaced by cyclopenta, cyclopentenyl or F;Alternatively, the Y2And Y2' select each independently From cyclopenta, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylIt or is C1 The alkyl of~C7, the alkoxy of C1~C7, the cyclopenta of the alkene alkoxy substitution of the alkenyl of C2~C7 or C2~C7, oxygen ring penta Base, oxygen methylcyclopentyl, oxygen ethylcyclopentyl;Alternatively, the Y2And Y2' it is each independently selected from cyclopentenyl, oxygen cyclopentenylOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr for C1~C7 alkyl, Cyclopentenyl, the oxygen cyclopentenyl, oxygen methyl of the alkene alkoxy substitution of the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Cyclopentenyl, oxygen ethylcyclopentene base;
It is each independently selected from Appointing in the group of composition It is a kind of.
2. liquid-crystal composition according to claim 1, which is characterized in that the general formula I is
Wherein, R1、R1' be each independently selected from H, C1~C7 alkyl, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~ The alkene alkoxy of C7, wherein H or CH2It can be replaced by cyclopenta, cyclopentenyl or F;Alternatively, the R1、R1' select each independently From cyclopenta, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylIt or is C1 The alkyl of~C7, the alkoxy of C1~C7, the cyclopenta of the alkene alkoxy substitution of the alkenyl of C2~C7 or C2~C7, oxygen ring penta Base, oxygen methylcyclopentyl, oxygen ethylcyclopentyl;Alternatively, the R1、R1' it is each independently selected from cyclopentenyl, oxygen cyclopentenylOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr for C1~C7 alkyl, Cyclopentenyl, the oxygen cyclopentenyl, oxygen methyl of the alkene alkoxy substitution of the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Cyclopentenyl, oxygen ethylcyclopentene base.
3. liquid-crystal composition according to claim 1, which is characterized in that the general formula II is:
Wherein, R2、R2' be each independently selected from H, C1~C7 alkyl, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~ The alkene alkoxy of C7, wherein H or CH2It can be replaced by cyclopenta, cyclopentenyl or F;Alternatively, the R2、R2' select each independently From cyclopenta, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylIt or is C1 The alkyl of~C7, the alkoxy of C1~C7, the cyclopenta of the alkene alkoxy substitution of the alkenyl of C2~C7 or C2~C7, oxygen ring penta Base, oxygen methylcyclopentyl, oxygen ethylcyclopentyl;Alternatively, the R2、R2' it is each independently selected from cyclopentenyl, oxygen cyclopentenylOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr for C1~C7 alkyl, Cyclopentenyl, the oxygen cyclopentenyl, oxygen methyl of the alkene alkoxy substitution of the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Cyclopentenyl, oxygen ethylcyclopentene base.
4. liquid-crystal composition according to claim 1, which is characterized in that the general formula III is:
Wherein, Y3、Y3' be each independently selected from H, C1~C7 alkyl, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~ The alkene alkoxy of C7, wherein H or CH2It can be replaced by cyclopenta, cyclopentenyl or F;Alternatively, the Y3、Y3' select each independently From cyclopenta, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylIt or is C1 The alkyl of~C7, the alkoxy of C1~C7, the cyclopenta of the alkene alkoxy substitution of the alkenyl of C2~C7 or C2~C7, oxygen ring penta Base, oxygen methylcyclopentyl, oxygen ethylcyclopentyl;Alternatively, the Y3、Y3' it is each independently selected from cyclopentenyl, oxygen cyclopentenylOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr for C1~C7 alkyl, Cyclopentenyl, the oxygen cyclopentenyl, oxygen methyl of the alkene alkoxy substitution of the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 Cyclopentenyl, oxygen ethylcyclopentene base.
5. liquid-crystal composition according to any one of claim 1 to 4, which is characterized in that the liquid-crystal composition also wraps Include at least one polar compound and/or at least one non-polar compound.
6. liquid-crystal composition according to claim 1, which is characterized in that have general formula I described in the liquid-crystal composition Liquid-crystal compounds weight content be 0.1~75%, preferably 0.1~50%, further preferably 0.1~30%;It is described The weight content of liquid-crystal compounds with general formula II be 0.1~75%, preferably 0.1~50%, further preferably 0.1~ 30%;The weight content of the liquid-crystal compounds with general formula III is 0.1~75%, further preferably 0.1~50%.
7. liquid-crystal composition according to claim 5, which is characterized in that the polar compound is positive polar compound And/or negative polarity compound, preferably negative polarity compound, the negative polarity compound are selected from chemical combination shown in 1~IV52 of formula IV One of object is a variety of, and the non-polar compound is selected from one of compound shown in 1~V33 of Formula V or a variety of,
1~IV52 of formula IV difference is as follows:
In 1~IV52 of formula IV, R3And R4It is each independently H, the alkane that the alkyl that carbon atom number is 1~7, carbon atom number are 1~7 The alkene alkoxy that the alkenyl or carbon atom number that oxygroup, carbon atom number are 2~7 are 2~7, or be H or CH2By cyclopenta, ring penta The alkenyl that alkoxy that alkyl that the carbon atom number that alkenyl or F replace is 1~7, carbon atom number are 1~7, carbon atom number are 2~7 Or the alkene alkoxy that carbon atom number is 2~7, or be cyclopenta, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylOr for the alkyl of C1~C7, the alkoxy of C1~C7, C2~C7 alkenyl Or cyclopenta, oxygen cyclopenta, oxygen methylcyclopentyl, oxygen ethylcyclopentyl that the alkene alkoxy of C2~C7 replaces;Or it is selected from ring Pentenyl, oxygen cyclopentenylOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr Person be the alkyl of C1~C7, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 alkene alkoxy replace cyclopentenyl, Oxygen cyclopentenyl, oxygen methyl cyclopentene base, oxygen ethylcyclopentene base;The alkyl that the carbon atom number is 1~7 is-CH3、- C2H5、-C3H7、-C4H9、-C5H11、-C6H13Or-C7H15;The alkenyl that the carbon atom number is 2~7 is preferably-CH=CH2、-CH =CHCH3,-CH=CHC2H5,-CH=CHC3H7、-C2H4CH=CH2、-C2H4CH=CHCH3、-C3H6CH=CH2Or-C3H6CH =CHCH3;The alkoxy that the carbon atom number is 1~7 is preferably-OCH3、-OC2H5、-OC3H7、-OC4H9、-OC5H11、-OC6H13 Or-OC7H15;The alkene alkoxy that the carbon atom number is 2~7 is preferably-OCH=CH2、-OCH2CH=CH2、-OCH2CH= CHCH3Or-OCH2CH=CHC2H5
1~the V33 of Formula V is respectively:
In the 1~V33 of Formula V, R5、R6It is each independently selected from H, F, the alkyl that carbon atom number is 1~7, carbon atom number are 1~7 Alkoxy, carbon atom number be 2~7 alkenyl or carbon atom number be 2~7 alkene alkoxy, or be H or CH2By cyclopenta, Alkoxy that alkyl that the carbon atom number that cyclopentenyl or F replace is 1~7, carbon atom number are 1~7, carbon atom number are 2~7 The alkene alkoxy that alkenyl or carbon atom number are 2~7, or be cyclopenta, oxygen cyclopentaOxygen methylcyclopentylOxygen ethylcyclopentylOr for the alkyl of C1~C7, the alkoxy of C1~C7, C2~C7 alkenyl Or cyclopenta, oxygen cyclopenta, oxygen methylcyclopentyl, oxygen ethylcyclopentyl that the alkene alkoxy of C2~C7 replaces;Or it is selected from ring Pentenyl, oxygen cyclopentenylOxygen methyl cyclopentene baseOxygen ethylcyclopentene baseOr Person be the alkyl of C1~C7, the alkoxy of C1~C7, the alkenyl of C2~C7 or C2~C7 alkene alkoxy replace cyclopentenyl, Oxygen cyclopentenyl, oxygen methyl cyclopentene base, oxygen ethylcyclopentene base;The alkyl that the carbon atom number is 1~7 is-CH3、- C2H5、-C3H7、-C4H9、-C5H11、-C6H13Or-C7H15;The alkenyl that the carbon atom number is 2~7 is preferably-CH=CH2、-CH =CHCH3,-CH=CHC2H5,-CH=CHC3H7、-C2H4CH=CH2、-C2H4CH=CHCH3、-C3H6CH=CH2Or-C3H6CH =CHCH3;The alkoxy that the carbon atom number is 1~7 is preferably-OCH3、-OC2H5、-OC3H7、-OC4H9、-OC5H11、-OC6H13 Or-OC7H15;The alkene alkoxy that the carbon atom number is 2~7 is preferably-OCH=CH2、-OCH2CH=CH2、-OCH2CH= CHCH3Or-OCH2CH=CHC2H5
Preferably, the mass fraction of polarity liquid-crystal compounds described in the liquid-crystal composition is 0~80%, the non-polar liquid The mass fraction of brilliant compound is 0~80%.
8. liquid-crystal composition described in any one according to claim 1~7, which is characterized in that in the liquid crystal compound also The polymerizable compound for being 0~20% comprising mass fraction, the polymerizable compound general formula are as follows:
Wherein
—T1With-T2It each independently representsOr epoxy group;
—W1- and-W2- singly-bound or carbon atom number are each independently represented as 1~8 alkyl;
—X1- and-X2- each independently represent singly-bound ,-O-,-CO-,-COO-or-OCO-;
—Z1- it is selected from singly-bound ,-O-,-CO-,-COO-,-OCO-,-CH2O—、—OCH2—、—C2H4—、— CF2O—、—OCF2- ,-C ≡ C- ,-CH=CH-, One or both of group of composition;
I is 0,1 or 2;
Each independently represent when occurring every time on unsubstituted or cyclohexylidene-CH2- by O ReplaceOn unsubstituted or sub- phenyl ring=CH-replaced by NWhat the H on ring was replaced by F
9. with the liquid-crystal composition of positive dielectric constant described according to claim 1~any one of 7, which is characterized in that The stabilizer for being also 0~20% comprising mass fraction in the liquid-crystal composition, it is preferable that the stabilizer is with general formula One of VI1~VI5 compound represented is a variety of:
Wherein, R9For the alkyl with 1~7 carbon atom, the alkoxy with 1~7 carbon atom, there are 2~7 carbon atoms Alkenyl, the halogenated alkyl with 1~7 carbon atom, the halogenated alkoxy with 1~7 carbon atom or there are 2~7 carbon The halogenation alkenyl of atom;The alkyl, the alkoxy and the alkenyl are alkyl, alkoxy and the alkenyl of linear chain or branched chain;
It is selected from Any one of group of composition.
10. the answering in liquid crystal display material or liquid crystal display of liquid-crystal composition described in any one of claims 1 to 9 With the preferably application in minus display pattern, the minus display pattern is preferably the display patterns such as VA, PSVA or FFS.
CN201810918376.9A 2018-08-13 2018-08-13 A kind of liquid-crystal composition and its application with high dielectric constant Pending CN108865178A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN201810918376.9A CN108865178A (en) 2018-08-13 2018-08-13 A kind of liquid-crystal composition and its application with high dielectric constant
PCT/CN2019/092471 WO2020034759A1 (en) 2018-08-13 2019-06-24 Liquid crystal composition having high dielectric constant and application thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201810918376.9A CN108865178A (en) 2018-08-13 2018-08-13 A kind of liquid-crystal composition and its application with high dielectric constant

Publications (1)

Publication Number Publication Date
CN108865178A true CN108865178A (en) 2018-11-23

Family

ID=64317741

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201810918376.9A Pending CN108865178A (en) 2018-08-13 2018-08-13 A kind of liquid-crystal composition and its application with high dielectric constant

Country Status (2)

Country Link
CN (1) CN108865178A (en)
WO (1) WO2020034759A1 (en)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110117277A (en) * 2019-01-24 2019-08-13 河北迈尔斯通电子材料有限公司 A kind of new structure negative liquid crystal monomer and preparation method
CN110396411A (en) * 2019-08-06 2019-11-01 晶美晟光电材料(南京)有限公司 A kind of liquid-crystal composition and its application with negative permittivity
WO2020034759A1 (en) * 2018-08-13 2020-02-20 晶美晟光电材料(南京)有限公司 Liquid crystal composition having high dielectric constant and application thereof
CN111484856A (en) * 2019-01-29 2020-08-04 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
CN111592890A (en) * 2019-02-20 2020-08-28 北京八亿时空液晶科技股份有限公司 Liquid crystal compound and preparation method and application thereof
CN112111283A (en) * 2020-09-01 2020-12-22 北京八亿时空液晶科技股份有限公司 Liquid crystal composition with quick response and application thereof
CN112342033A (en) * 2020-11-04 2021-02-09 晶美晟光电材料(南京)有限公司 Liquid crystal composition with negative dielectric constant and application thereof
CN113845925A (en) * 2020-06-28 2021-12-28 江苏和成显示科技有限公司 Liquid crystal composition containing dibenzo derivative and liquid crystal display device
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
CN114262323A (en) * 2021-11-24 2022-04-01 西安近代化学研究所 Negative dielectric anisotropy liquid crystal compound, composition and display element

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1912052A (en) * 2005-08-09 2007-02-14 默克专利股份有限公司 Liquid-crystalline medium
CN106103652A (en) * 2014-03-17 2016-11-09 默克专利股份有限公司 Liquid crystal media
CN107794057A (en) * 2017-10-31 2018-03-13 晶美晟光电材料(南京)有限公司 Negative liquid crystal compound, liquid crystal compound and its application
CN107841315A (en) * 2017-10-31 2018-03-27 晶美晟光电材料(南京)有限公司 The liquid-crystal compounds of negative permittivity, the liquid crystal compound comprising the liquid-crystal compounds and its application
CN108034433A (en) * 2017-11-17 2018-05-15 晶美晟光电材料(南京)有限公司 A kind of negative type liquid crystal mixture and its application
CN108373441A (en) * 2017-01-30 2018-08-07 默克专利股份有限公司 Compound and liquid crystal media
CN108373924A (en) * 2017-01-30 2018-08-07 默克专利股份有限公司 Compound and liquid crystal media

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102660653B1 (en) * 2015-03-13 2024-04-26 메르크 파텐트 게엠베하 liquid crystal medium
CN105652499B (en) * 2016-03-23 2019-01-04 石家庄诚志永华显示材料有限公司 Liquid-crystal composition and liquid crystal display element or display
CN108865178A (en) * 2018-08-13 2018-11-23 晶美晟光电材料(南京)有限公司 A kind of liquid-crystal composition and its application with high dielectric constant

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1912052A (en) * 2005-08-09 2007-02-14 默克专利股份有限公司 Liquid-crystalline medium
CN106103652A (en) * 2014-03-17 2016-11-09 默克专利股份有限公司 Liquid crystal media
CN108373441A (en) * 2017-01-30 2018-08-07 默克专利股份有限公司 Compound and liquid crystal media
CN108373924A (en) * 2017-01-30 2018-08-07 默克专利股份有限公司 Compound and liquid crystal media
CN107794057A (en) * 2017-10-31 2018-03-13 晶美晟光电材料(南京)有限公司 Negative liquid crystal compound, liquid crystal compound and its application
CN107841315A (en) * 2017-10-31 2018-03-27 晶美晟光电材料(南京)有限公司 The liquid-crystal compounds of negative permittivity, the liquid crystal compound comprising the liquid-crystal compounds and its application
CN108034433A (en) * 2017-11-17 2018-05-15 晶美晟光电材料(南京)有限公司 A kind of negative type liquid crystal mixture and its application

Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020034759A1 (en) * 2018-08-13 2020-02-20 晶美晟光电材料(南京)有限公司 Liquid crystal composition having high dielectric constant and application thereof
CN110117277B (en) * 2019-01-24 2022-12-30 河北迈尔斯通电子材料有限公司 Negative liquid crystal monomer and preparation method thereof
CN110117277A (en) * 2019-01-24 2019-08-13 河北迈尔斯通电子材料有限公司 A kind of new structure negative liquid crystal monomer and preparation method
CN111484856B (en) * 2019-01-29 2023-04-07 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
CN111484856A (en) * 2019-01-29 2020-08-04 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
CN111592890A (en) * 2019-02-20 2020-08-28 北京八亿时空液晶科技股份有限公司 Liquid crystal compound and preparation method and application thereof
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
CN114479879A (en) * 2019-08-06 2022-05-13 晶美晟光电材料(南京)有限公司 Liquid crystal composition with negative dielectric constant
CN110396411A (en) * 2019-08-06 2019-11-01 晶美晟光电材料(南京)有限公司 A kind of liquid-crystal composition and its application with negative permittivity
CN114479879B (en) * 2019-08-06 2024-05-14 晶美晟光电材料(南京)有限公司 Liquid crystal composition with negative dielectric constant
CN113845925A (en) * 2020-06-28 2021-12-28 江苏和成显示科技有限公司 Liquid crystal composition containing dibenzo derivative and liquid crystal display device
US11827829B2 (en) 2020-06-28 2023-11-28 Jiangsu Hecheng Display Technology Co., Ltd. Liquid crystal composition containing dibenzo derivative and liquid crystal display device
CN113845925B (en) * 2020-06-28 2024-05-14 江苏和成显示科技有限公司 Liquid crystal composition containing dibenzo derivative and liquid crystal display device
CN112111283A (en) * 2020-09-01 2020-12-22 北京八亿时空液晶科技股份有限公司 Liquid crystal composition with quick response and application thereof
CN112342033A (en) * 2020-11-04 2021-02-09 晶美晟光电材料(南京)有限公司 Liquid crystal composition with negative dielectric constant and application thereof
CN112342033B (en) * 2020-11-04 2023-04-14 晶美晟光电材料(南京)有限公司 Liquid crystal composition with negative dielectric constant and application thereof
CN114262323A (en) * 2021-11-24 2022-04-01 西安近代化学研究所 Negative dielectric anisotropy liquid crystal compound, composition and display element
CN114262323B (en) * 2021-11-24 2023-09-08 西安近代化学研究所 Negative dielectric anisotropic liquid crystal compound, composition and display element

Also Published As

Publication number Publication date
WO2020034759A1 (en) 2020-02-20

Similar Documents

Publication Publication Date Title
CN108865178A (en) A kind of liquid-crystal composition and its application with high dielectric constant
CN108517218A (en) A kind of liquid-crystal composition and its application with high-k
CN110396411A (en) A kind of liquid-crystal composition and its application with negative permittivity
CN107794055A (en) A kind of negative type liquid crystal mixture and its application
CN110229676A (en) A kind of liquid-crystal composition of negative permittivity and its application
CN108559527A (en) A kind of liquid-crystal composition and its application with high-penetration rate
CN108034433A (en) A kind of negative type liquid crystal mixture and its application
CN109504401A (en) A kind of liquid-crystal compounds and its application with negative permittivity
CN109628107A (en) One kind having high optically anisotropic liquid-crystal compounds and its application
CN108707464A (en) A kind of liquid-crystal composition and its application with high optics anisotropic
CN107794057B (en) Negative liquid crystal compound, liquid crystal mixture and application thereof
CN107841315A (en) The liquid-crystal compounds of negative permittivity, the liquid crystal compound comprising the liquid-crystal compounds and its application
CN107722997A (en) Liquid-crystal compounds, liquid crystal compound and its application of negative permittivity
CN107603641A (en) A kind of high vertical dielectric liquid-crystal composition and liquid crystal display device
CN107739621A (en) Liquid-crystal compounds, the liquid crystal compound comprising the liquid-crystal compounds and its application
CN107794054B (en) Liquid crystal compound, liquid crystal mixture and application thereof
CN109370612A (en) A kind of liquid-crystal composition and its application with high reliability
CN110396412A (en) Liquid-crystal composition and its application
CN108384558A (en) A kind of negative type liquid crystal compound, the liquid crystal compound comprising the liquid-crystal compounds and its application
KR20130017938A (en) Reactive liquid crystal composition
CN107723001A (en) A kind of liquid crystal compound and its application
CN108587647A (en) A kind of positive type liquid crystal compound, the liquid crystal compound comprising the liquid-crystal compounds and its application
CN107099304A (en) Liquid crystal compound and its application
CN109825311A (en) Positive and negative mixed liquid crystal composition
CN112342033B (en) Liquid crystal composition with negative dielectric constant and application thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
RJ01 Rejection of invention patent application after publication

Application publication date: 20181123

RJ01 Rejection of invention patent application after publication