CN109251136A - A kind of compound, liquid-crystal composition and display device - Google Patents

A kind of compound, liquid-crystal composition and display device Download PDF

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Publication number
CN109251136A
CN109251136A CN201710576760.0A CN201710576760A CN109251136A CN 109251136 A CN109251136 A CN 109251136A CN 201710576760 A CN201710576760 A CN 201710576760A CN 109251136 A CN109251136 A CN 109251136A
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hydrogen
bridged bond
liquid
group
crystal composition
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CN109251136B (en
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贾刚刚
王占奇
张卓
丁兴立
高纪纲
岳涛
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Fuyang Sineva Material Technology Co Ltd
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Fuyang Sineva Material Technology Co Ltd
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D309/04—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D309/06—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
    • C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C09K19/44—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The present invention relates to field of liquid crystal display more particularly to a kind of compounds, liquid-crystal composition and display device.Compound according to the present invention has structure shown in formula (I):

Description

A kind of compound, liquid-crystal composition and display device
Technical field
The present invention relates to field of liquid crystal display more particularly to a kind of compounds, liquid-crystal composition and display device.
Background technique
According to the difference of display mode, liquid crystal display element is divided into following modes: twisted nematic (TN) mode, supertwist Nematic phase (STN) mode, plane modes (IPS), vertical orientation (VA) mode.No matter which kind of display pattern is required to liquid crystal combination Object has characteristics that chemistry, and physical property is stablized, and viscosity is low, has suitable △ ε and index of refraction △ n, with other liquid-crystalizations The intermiscibility for closing object is good.
For the liquid crystal material that TFT-LCD is used, in addition to require Low threshold, quick response and liquid crystal stability it Outside, also demanding voltage retention.The liquid crystal material of Low threshold should have a big dielectric anisotropy, and the property of quick response Liquid crystal can be required to have small rotary viscosity.But dielectric anisotropy it is big liquid crystal polarity it is bigger, viscosity is also bigger, therefore to liquid The requirement of brilliant Low threshold and response time are conflicting fastly.
Summary of the invention
In order to solve the problems in the existing technology, the present invention provides a kind of compound, liquid-crystal composition and displays Device.
According to an aspect of the present invention, a kind of compound is provided, the compound has the structure of formula (I):
Wherein,
R1、R2It is each independently selected from hydrogen, fluorine, chlorine, C1~C15 alkyl, C1~C15 alkoxy, C3~C15 naphthenic base, C2 ~C15 alkenyl, C2~C15 alkenyloxy group, C2~C15 alkynyl, ether, thioether group, ester group, cyano, cyanato-, thiocyanogen or different sulphur Cyano；C1~C15 alkyl, C1~C15 alkoxy, C3~C15 naphthenic base, C2~C15 alkenyl, C2~C15 alkenyloxy group, C2 ~C15 alkynyl, ether, thioether group, ester group, cyano, cyanato-, thiocyanogen, the hydrogen in isothiocyano are unsubstituted or portion Divide hydrogen or whole hydrogen replaced at least one of fluorine, chlorine；
It is each independently selected from alcyl, aryl or heteroaryl Base, wherein the alcyl, aryl perhaps the hydrogen on heteroaryl be unsubstituted or part hydrogen or whole hydrogen by fluorine, chlorine, Replaced at least one of C1~C15 alkyl, C1~C15 naphthenic base；
Z1、Z2、Z3It is each independently selected from alkylidene bridged bond, alkenylene bridged bond, alkynyl bridged bond, ester group bridged bond or alkylene oxide Base bridged bond；Wherein, the hydrogen on the alkylidene bridged bond, alkenylene bridged bond, alkynyl bridged bond, ester group bridged bond or alkylene oxide group bridged bond is It is unsubstituted, or part or all of hydrogen is replaced at least one of fluorine, chlorine；
A, b, c, d, e, f each independently represent 0,1 or 2, but a, d, e three are not 0 simultaneously, and a+d+e < 6.
Preferably,It is each independently selected from
Preferably, the Z1、Z2、Z3It is each independently selected from-CH2-、-CH2-CH2-、-(CH2)3-、-(CH2)4,-CH= CH-、-C≡C-、-COO-、-OOC-、-CF2O-、-OCH2-、-CH2O-、-OCF2-、-CF2-CH2-、-CH2-CF2-、-C2F4Or- CF=CF.
The compound preferably is selected from:
。
Wherein, R1Selected from hydrogen, fluorine, chlorine, C1~C15 alkyl, C1~C15 alkoxy, C3~C15 naphthenic base, C2~C15 alkene Base, C2~C15 alkenyloxy group, C2~C15 alkynyl, ether, thioether group, ester group, cyano, cyanato-, thiocyanogen or isothiocyano；Institute State C1~C15 alkyl, C1~C15 alkoxy, C3~C15 naphthenic base, C2~C15 alkenyl, C2~C15 alkenyloxy group, C2~C15 alkynes Base, ether, thioether group, ester group, cyano, cyanato-, thiocyanogen, the hydrogen in isothiocyano be unsubstituted or part hydrogen or Whole hydrogen are replaced at least one of fluorine, chlorine；Preferably be selected from hydrogen, fluorine, chlorine, C1~C15 alkyl, C1~C15 alkoxy, C3~ C15 naphthenic base, C2~C15 alkenyl, C2~C15 alkenyloxy group, C2~C15 alkynyl；More preferably from hydrogen, fluorine, chlorine, C1~C15 alkyl, C1~C15 alkoxy；Even more preferably from C1~C15 alkyl, including C1~C5 alkyl (methyl, ethyl, propyl, butyl, penta Base), C6~C15 alkyl etc., and one or more hydrogen atoms in alkyl can be replaced at least one of fluorine, chlorine.
According to another aspect of the present invention, a kind of liquid-crystal composition is provided, including being by weight 0.5%~50% Compound as described above.
The liquid-crystal composition can also be including compound shown in the formula (II) by weight for 30%~99%:
Wherein, R3And R4It is each independently selected from hydrogen, halogen, C1~C15 alkyl, C1~C15 alkoxy, C2~C15 alkene Base, C2~C15 alkynyl, ether, ester group or cyano；C1~C15 alkyl, C1~C15 alkoxy, C2~C15 alkenyl, C2~ C15 alkynyl, ether, ester group, the hydrogen in cyano are unsubstituted or part hydrogen or whole hydrogen by least one of fluorine, chlorine It is replaced；
Z4Selected from alkylidene bridged bond, alkylene oxide group bridged bond, alkenylene bridged bond, alkynyl bridged bond, ester group bridged bond or alkylene oxide group Bridged bond；Wherein, the alkylidene bridged bond, alkylene oxide group bridged bond, alkenylene bridged bond, alkynyl bridged bond, ester group bridged bond or alkylene oxide group Hydrogen on bridged bond is unsubstituted, or part or all of hydrogen is replaced at least one of fluorine, chlorine；
It is each independently selected from alcyl, aryl or miscellaneous Aryl, wherein perhaps the hydrogen on heteroaryl is that unsubstituted or part hydrogen or whole hydrogen are taken by fluorine for the alcyl, aryl Generation；
P and q is each independently selected from 0,1 or 2.
In addition, the liquid-crystal composition can also include the chiral dopant and 0.01 for being by weight 0.01%~1% It is more than one of~20% polymer monomer directing agent.
According to another aspect of the invention, a kind of display device is provided, includes liquid-crystal composition as described above.
Compound shown in formula (I) according to the present invention, it is fluorene structured in two 9 hydrogen atoms substituted by F atom, improve The stability of molecular structure, and significant the rigidity for reducing molecule, improve the intersolubility of molecule.Compound shown in formula (I) There is 9,9- difluoro fluorene group and difluoromethoxy bridge unit structure simultaneously, to light, thermostabilization, there is wider nematic phase, have Wide liquid crystal state temperature range, preferable low temperature intersolubility is good with other compound intermiscibilities, and especially this compound has low The characteristic of rotary viscosity γ 1 and big dielectric anisotropy (ε > 0 △).Such compound is synthesized for low rotary viscosity γ 1 and height The exploitation of the monomer liquid crystal compound of dielectric anisotropy △ ε is of great significance.
Liquid-crystal composition including compound shown in formula (I), the wide temperature range of liquid crystalline phase, viscosity is small, and it is suitable to have Refractive anisotrop and low start voltage, the performance of liquid-crystal composition material and display, optical device can be improved Lower threshold voltage and low rotary viscosity γ 1 can be realized when use, be of great significance to the quick response for realizing display.
Specific embodiment
Specific embodiment is only the description of the invention, without constituting the limitation to the content of present invention, below in conjunction with Invention is further explained and description for specific embodiment.
According to an aspect of the present invention, a kind of compound is provided, the compound has the structure of formula (I):
Wherein,
R1、R2It is each independently selected from hydrogen, fluorine, chlorine, C1~C15 alkyl (preferably C1~C8 alkyl, more preferable C1~C5 alkane Base), C1~C15 alkoxy (preferably C1~C8 alkoxy, more preferable C1~C5 alkoxy), C3~C15 naphthenic base (preferably C5~ C8 naphthenic base), C2~C15 alkenyl (preferably C2~C8 alkenyl, more preferable C2~C5 alkenyl), C2~C15 alkenyloxy group (preferably C2~ C8 alkenyloxy group, more preferable C2~C5 alkenyloxy group), C2~C15 alkynyl (preferably C2~C8 alkynyl, more preferable C2~C5 alkynyl), ether Base (preferably C1~C8 ether, more preferable C1~C5 ether, for example, methyl ether, ether, ethyl methyl ether, propyl ether, butyl ether etc.), thioether group (preferably C1~C8 thioether group, more preferable C1~C5 thioether group), ester group (preferably C1~C8 ester group, more preferable C1~C5 ester group), Cyano (preferably C1~C8 cyano, more preferable C1~C5 cyano), cyanato- (preferably C1~C8 cyanato-, more preferable C1~C5 cyanogen Oxygroup), thiocyanogen (preferably C1~C8 thiocyanogen, more preferable C1~C5 thiocyanogen) or isothiocyano (the different sulphur cyanogen of preferably C1~C8 Base, more preferable C1~C5 isothiocyano)；C1~C15 alkyl, C1~C15 alkoxy, C3~C15 naphthenic base, C2~C15 Alkenyl, C2~C15 alkenyloxy group, C2~C15 alkynyl, ether, thioether group, ester group, cyano, cyanato-, thiocyanogen, in isothiocyano Hydrogen be that unsubstituted or part hydrogen or whole hydrogen (such as can be-CF replaced at least one of fluorine, chlorine3、- OCF3、-CH2CF3Deng).
For example, R1Hydrogen, fluorine, chlorine, C1~C15 alkyl (such as methyl, ethyl, propyl, butyl, n-pentyl, isoamyl can be selected from Base, neopentyl etc.), C1~C15 alkoxy (such as methoxyl group, ethyoxyl, propoxyl group, butoxy, amoxy) etc., similarly, R2Hydrogen, fluorine, chlorine, C1~C15 alkyl (such as methyl, ethyl, propyl, butyl, n-pentyl, isopentyl, neopentyl can also be selected from Deng), C1~C15 alkoxy (such as methoxyl group, ethyoxyl, propoxyl group, butoxy, amoxy) etc..
It is each independently selected from alcyl (preferably C5~C8 rouge Ring group, such as pentamethylene, hexamethylene, oxepane, dioxane, cyclohexene etc.), aryl (preferably C6~C30 aryl, such as Phenyl, naphthalene, anthryl, phenanthryl etc.) or heteroaryl (preferably C2~C30 heteroaryl, for example, furyl, pyrrole radicals, pyridyl group, Thiazolyl, oxadiazoles base, pyrazinyl, imidazole radicals, pyrazolyl, pyrimidine radicals, thienyl etc.), wherein the alcyl, aryl or Hydrogen on person's heteroaryl is unsubstituted or part hydrogen or whole hydrogen by fluorine, chlorine, C1~C15 alkyl, C1~C15 naphthenic base At least one of replaced (such as can be difluoro-benzene base, trifluoro-benzene base, two fluoro cyclohexyl, three fluoro cyclohexyl, Aminomethyl phenyl, 3,5-dimethylphenyl etc.).
Z1、Z2、Z3It is each independently selected from alkylidene bridged bond (preferably C1~C8 alkylidene bridged bond, more preferable C1~C5 alkylene Base bridged bond, such as methyl bridged bond, ethyl bridged bond, propyl bridged bond, butyl bridged bond, amyl bridged bond), alkenylene bridged bond (preferably C2~ C8 alkenylene bridged bond, more preferable C2~C5 alkenylene bridged bond), alkynyl bridged bond (preferably C2~C8 alkynylene bridged bond, more preferable C2~ C5 alkynylene bridged bond), ester group bridged bond (preferably C1~C8 ester group bridged bond, more preferable C1~C5 ester group bridged bond) or alkylene oxide group bridged bond (preferably C1~C8 alkylene oxide group bridged bond, more preferable C1~C5 alkylene oxide group bridged bond, such as methoxyl group bridged bond, ethyoxyl bridged bond, the third oxygen Base bridged bond etc.)；Wherein, on the alkylidene bridged bond, alkenylene bridged bond, alkynyl bridged bond, ester group bridged bond or alkylene oxide group bridged bond Hydrogen is unsubstituted, or partly or entirely hydrogen (such as can be-OCF replaced at least one of fluorine, chlorine2-、- OCH2CF2Etc.).
A, b, c, d, e, f each independently represent 0,1 or 2, but a, d, e three are not 0 simultaneously, and a+d+e < 6, preferably a + d+e < 5.
Preferably,It is each independently selected from
Preferably, the Z1、Z2、Z3It is each independently selected from-CH2-、-CH2-CH2-、-(CH2)3-、-(CH2)4,-CH= CH-、-C≡C-、-COO-、-OOC-、-CF2O-、-OCH2-、-CH2O-、-OCF2-、-CF2-CH2-、-CH2-CF2-、-C2F4Or- CF=CF.
The compound preferably is selected from:
Wherein, R1Selected from hydrogen, fluorine, chlorine, C1~C15 alkyl, C1~C15 alkoxy, C3~C15 naphthenic base, C2~C15 alkene Base, C2~C15 alkenyloxy group, C2~C15 alkynyl, ether, thioether group, ester group, cyano, cyanato-, thiocyanogen or isothiocyano；Institute State C1~C15 alkyl, C1~C15 alkoxy, C3~C15 naphthenic base, C2~C15 alkenyl, C2~C15 alkenyloxy group, C2~C15 alkynes Base, ether, thioether group, ester group, cyano, cyanato-, thiocyanogen, the hydrogen in isothiocyano be unsubstituted or part hydrogen or Whole hydrogen are replaced at least one of fluorine, chlorine；Preferably be selected from hydrogen, fluorine, chlorine, C1~C15 alkyl, C1~C15 alkoxy, C3~ C15 naphthenic base, C2~C15 alkenyl, C2~C15 alkenyloxy group, C2~C15 alkynyl；More preferably from hydrogen, fluorine, chlorine, C1~C15 alkyl, C1~C15 alkoxy；Even more preferably from C1~C15 alkyl, including C1~C5 alkyl (methyl, ethyl, propyl, butyl, penta Base), C6~C15 alkyl etc., and one or more hydrogen atoms in alkyl can be replaced at least one of fluorine, chlorine.
The synthesis of compound
WithFor synthetic route is illustrated, those skilled in the art can join The synthesis of this synthetic route is examined containing 9,9- difluoro fluorenes and-CF2Other compounds of O- class monomer.
Synthetic route is as follows:
(1) synthesis of the fluoro- 2,7- dibromo fluorenes of 9,9- bis-
2,7- dibromo fluorenes and N- fluoro bis benzene sulfonamide (NFSI) stirring and dissolving in THF solvent are cooled to -70 DEG C, drop The THF solution for adding lithium hexamethyldisilazide (LiHMDS) reacts 2h under the conditions of -60~-70 DEG C, stops reaction, hydrochloric acid It is neutralized to neutrality after hydrolysis, is spin-dried for, ethyl alcohol recrystallization obtains product；
(2) synthesis of the fluoro- 2- alkyl -7- bromine fluorenes of 9,9- bis-
After brominated alkanes are prepared into Grignard Reagent, it is added dropwise at 0 DEG C containing fluoro- 2, the 7- dibromo fluorenes of 9,9- bis- and Pd (dppf) Cl2THF solution in, for 24 hours, hydrochloric acidolysis, and be washed to neutrality, normal heptane is recrystallized to give product for room temperature reaction；
(3) alkyl fluoride is prepared for fluorenes boric acid
Product and trimethylborate that (2) step obtains are dissolved in THF, are cooled to -78 DEG C, the tetrahydro of butyl lithium is added dropwise Tetrahydrofuran solution is warmed to room temperature hydrochloric acid hydrolysis, is spin-dried for solvent and obtains product；
The preparation of (4) 9,9- difluoro fluorenyl monocrystalline
Product that (3) step is obtained withSodium carbonate, tetra-triphenylphosphine palladium, THF, water are added anti- It answers in bottle, back flow reaction 5h is neutralized to neutrality, and Toluene extractive reaction liquid is spin-dried for solvent, dissolves silicagel column with normal heptane, will Obtained solution recrystallization, obtains product.
The key of above-mentioned synthetic method is (1) step and (2) step, is obtaining the fluoro- 2- of 9,9- bis- according to above method After alkyl -7- bromine fluorenes, those skilled in the art can freely extend a variety of compounds with 9,9- difluoro fluorenes class formation of synthesis.
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:552 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 8.09 (d, 1H), δ 7.99 (d, 1H), δ 7.92 (d, 1H), δ 7.75 (m, 1H), δ 7.50 (d, 1H), δ 7.40~7.30 (m, 3H), δ 6.85 (m, 2H), δ 2.60 (t, 2H), δ 1.65 (d, 2H), δ 0.95 (t, 3H).
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:516 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 8.10 (d, 1H), δ 7.98 (d, 1H), δ 7.92 (d, 1H), δ 7.75 (m, 1H), δ 7.53~7.49 (m, 3H), δ 7.40~7.35 (m, 2H), δ 7.23~7.08 (m, 2H), δ 6.86 (m, 1H), δ 2.60 (t, 2H), δ 1.66 (d, 2H), δ 0.94 (t, 3H).
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:562 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 8.11 (d, 1H), δ 7.98 (d, 1H), δ 7.88 (d, 1H), δ 7.76 (m, 1H), δ 7.58~7.46 (m, 3H), δ 7.38~7.28 (m, 2H), δ 6.90~6.82 (m, 2H), δ 2.63 (t, 2H), δ 1.70~1.55 (d, 2H), δ 1.40~1.28 (d, 4H), δ 0.95~0.86 (t, 3H).
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:560 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 8.10 (d, 1H), δ 7.98 (d, 1H), δ 7.86 (d, 1H), δ 7.75 (m, 1H), δ 7.56~7.48 (m, 3H), δ 7.38~7.27 (m, 2H), δ 6.88 (m, 2H), δ 3.90 (s, 3H), δ 2.65 (t, 2H), δ 1.62 ~1.48 (m, 2H), δ 1.40~1.26 (m, 2H), δ 0.90 (t, 3H).
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:510 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 8.12 (d, 1H), δ 7.98 (d, 1H), δ 7.88 (d, 1H), δ 7.76 (m, 1H), δ 7.60~7.50 (m, 5H), δ 7.38 (m, 1H), δ 7.13 (m, 1H), δ 6.89 (m, 1H), δ 6.76 (m, 1H), δ 3.91 (s, 3H), δ 2.61 (t, 2H), δ 1.64 (m, 2H), δ 0.90 (t, 3H).
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:440 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 7.93 (d, 1H), δ 7.89 (d, 1H), δ 7.65 (d, 1H), δ 7.53~7.49 (m, 2H), δ 7.36 (m, 1H), δ 6.89 (m, 2H), δ 2.61 (t, 2H), δ 1.64 (m, 2H), δ 0.91 (t, 3H).
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:662 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 8.10 (d, 1H), δ 7.95 (d, 1H), δ 7.89 (d, 1H), δ 7.78 (m, 1H), δ 7.62 (d, 1H), δ 7.44 (m, 1H), δ 7.32 (m, 2H), δ 6.88 (m, 2H), δ 2.54 (m, 1H), δ 1.95 (m, 2H), δ 1.80 (m, 2H), δ 1.43 (m, 2H), δ 1.35~1.13 (m, 9H), δ 1.03 (m, 2H), δ 0.90 (m, 3H).
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:650 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 8.09 (d, 1H), δ 7.95 (d, 1H), δ 7.92 (d, 1H), δ 7.78 (m, 1H), δ 7.61 (d, 1H), δ 7.51 (m, 1H), δ 7.32 (m, 2H), δ 6.89 (m, 2H), δ 4.63 (t, 1H), δ 3.50 (t, 1H), δ 3.25 (t, 1H), δ 2.09 (t, 1H), δ 1.95 (t, 1H), δ 1.75 (t, 1H), δ 1.59 (t, 1H), δ 1.45~1.11 (t, 7H), δ 0.90 (t, 3H).
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:640 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 8.09 (d, 2H), δ 7.97 (d, 1H), δ 7.93 (d, 1H), δ 7.78 (m, 2H), δ 7.62 (m, 2H), δ 7.35~7.23 (m, 4H), δ 6.89 (m, 2H), δ 3.92 (s, 3H), δ 2.61 (t, 2H), δ 1.64 (m, 2H), δ 0.90 (t, 3H).
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:422 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 7.95~7.86 (m, 2H), δ 7.65 (d, 1H), δ 7.53~7.48 (m, 2H), δ 7.35 (m, 1H), δ 7.22~7.08 (m, 2H), δ 6.88 (m, 1H), δ 2.61 (t, 2H), δ 1.63 (m, 2H), δ 0.90 (t, 3H).
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:708 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 7.95 (d, 2H), δ 7.67~7.65 (m, 2H), δ 7.56~7.51 (m, 2H), δ 7.27 (m, 2H), δ 7.18 (m, 2H), δ 6.86 (m, 2H), δ 6.61 (m, 2H), δ 2.65 (t, 2H), δ 1.58 (m, 2H), δ 1.34 (m, 2H), δ 0.90 (t, 3H).
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:440 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 7.96~7.88 (m, 2H), δ 7.65 (d, 1H), δ 7.53~7.49 (m, 2H), δ 7.35 (m, 1H), δ 6.88 (m, 2H), δ 2.62 (t, 2H), δ 1.63 (m, 2H), δ 0.91 (t, 3H).
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:552 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 7.96~7.86 (m, 2H), δ 7.65 (d, 1H), δ 7.54~7.50 (m, 2H), δ 7.35 (m, 1H), δ 7.28 (m, 2H), δ 6.60 (m, 2H), δ 2.62 (t, 2H), δ 1.63 (m, 2H), δ 0.91 (t, 3H).
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:618 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 7.98~7.88 (m, 2H), δ 7.65 (d, 1H), δ 7.54~7.50 (m, 2H), δ 7.39 (m, 1H), δ 7.29 (m, 2H), δ 6.60 (m, 2H), δ 2.62 (t, 2H), δ 1.63 (m, 2H), δ 0.91 (t, 3H).
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:642 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 8.09 (d, 1H), δ 7.96~7.88 (m, 2H), δ 7.78 (m, 1H), δ 7.68~ 7.59 (m, 3H), δ 7.55 (m, 1H), δ 7.30~7.23 (m, 4H), δ 6.60 (m, 2H), δ 2.65 (t, 2H), δ 1.58 (m, 2H), δ 1.33 (m, 2H), δ 0.89 (t, 3H).
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:650 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 7.96 (d, 2H), δ 7.64 (d, 2H), δ 7.55~7.48 (m, 2H), δ 7.26 (m, 2H), δ 6.59 (m, 2H), δ 4.62 (t, 1H), δ 3.50 (m, 1H), δ 3.42 (m, 1H), δ 2.08 (m, 1H), δ 1.94 (m, 1H), δ 1.78 (m, 1H), δ 1.59 (m, 1H), δ 1.45~1.15 (m, 7H), δ 0.89 (t, 3H). Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:648 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 7.96~7.88 (m, 2H), δ 7.65 (d, 1H), δ 7.62 (d, 1H), δ 7.52 (m, 1H), δ 7.43 (m, 1H), δ 7.27 (m, 2H), δ 6.60 (m, 2H), δ 2.54 (m, 1H), δ 1.94 (m, 2H), δ 1.80 (m, 2H), δ 1.43~1.12 (m, 9H), δ 1.05 (m, 2H), δ 0.89 (t, 3H).
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:652 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 8.09 (d, 1H), δ 7.96~7.91 (m, 2H), δ 7.77 (m, 1H), δ 7.68 (d, 1H), δ 7.56 (m, 1H), δ 7.33 (m, 2H), δ 6.88 (m, 2H), δ 5.68 (s, 1H), δ 4.40 (m, 2H), δ 3.52 (m, 2H), δ 2.16 (m, 1H), δ 1.40~1.15 (m, 6H), δ 0.89 (t, 3H).
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:650 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 7.96 (d, 2H), δ 7.68 (d, 2H), δ 7.55~7.48 (m, 2H), δ 7.26 (m, 2H), δ 6.62 (m, 2H), δ 4.62 (t, 1H), δ 3.50 (m, 1H), δ 3.42 (m, 1H), δ 2.08 (m, 1H), δ 1.94 (m, 1H), δ 1.78 (m, 1H), δ 1.59 (m, 1H), δ 1.45~1.15 (m, 7H), δ 0.89 (t, 3H). Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:628 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 8.09 (d, 1H), δ 7.95~7.90 (m, 2H), δ 7.78 (m, 1H), δ 7.67 (d, 1H), δ 7.62 (m, 2H), δ 7.54 (m, 1H), δ 7.32~7.26 (m, 4H), δ 6.60 (m, 2H), δ 2.61 (t, 2H), δ 1.64 (m, 2H), δ 0.92 (t, 3H).
Mass spectrum and nuclear-magnetism are seen below:
Mass Spectrometer Method has been carried out to obtained product, has obtained the m/e:628 of product.
Nuclear-magnetism detection is carried out to obtained product, obtained nuclear-magnetism parsing data are as follows:
1HNMR (500MHz, CDCl3): δ 8.09 (d, 1H), δ 7.95~7.90 (m, 2H), δ 7.78 (m, 1H), δ 7.67 (d, 1H), δ 7.63 (m, 2H), δ 7.58 (m, 1H), δ 7.32~7.26 (m, 4H), δ 6.60 (m, 2H), δ 2.63 (t, 2H), δ 1.66 (m, 2H), δ 0.92 (t, 3H).
According to another aspect of the present invention, a kind of liquid-crystal composition, including 1~5 kind of compound as described above are provided, And the total weight of 1~5 kind of compound accounts for the 0.5%~50% of liquid-crystal composition total weight.
The liquid-crystal composition can also be including compound shown in the formula (II) by weight for 30%~99%:
Wherein, R3And R4It is each independently selected from hydrogen, halogen, C1~C15 alkyl, C1~C15 alkoxy, C2~C15 alkene Base, C2~C15 alkynyl, ether, ester group or cyano；C1~C15 alkyl, C1~C15 alkoxy, C2~C15 alkenyl, C2~ C15 alkynyl, ether, ester group, the hydrogen in cyano are unsubstituted or part hydrogen or whole hydrogen by least one of fluorine, chlorine It is replaced；
Z4Selected from alkylidene bridged bond, alkylene oxide group bridged bond, alkenylene bridged bond, alkynyl bridged bond, ester group bridged bond or alkylene oxide group Bridged bond；Wherein, the alkylidene bridged bond, alkylene oxide group bridged bond, alkenylene bridged bond, alkynyl bridged bond, ester group bridged bond or alkylene oxide group Hydrogen on bridged bond is unsubstituted, or part or all of hydrogen is replaced at least one of fluorine, chlorine；
It is each independently selected from alcyl, aryl or miscellaneous Aryl, wherein perhaps the hydrogen on heteroaryl is that unsubstituted or part hydrogen or whole hydrogen are taken by fluorine for the alcyl, aryl Generation；
P and q is each independently selected from 0,1 or 2.
In addition, the liquid-crystal composition can also include the chiral dopant and 0.01 for being by weight 0.01%~1% It is more than one of~20% polymer monomer directing agent.
Wherein, chiral dopant for example may is that
Polymer monomer directing agent (being used for orientation) for example may is that
The preparation method of liquid crystal material is well known to those skilled in the art, such as may is that (1) by various monomer liquid crystals After compound heating is mixed evenly, liquid crystal material is obtained by filtration；(2) various monomer liquid crystal compounds are dissolved with solvent, It is uniformly mixed later, then detaches solvent under vacuum conditions and obtain liquid crystal material；(3) it is mixed using concussion mixing or ultrasonic wave It is uniformly mixed Deng by various monomer liquid crystal compounds, liquid crystal material is then obtained by filtration.The ratio root of various monomeric liquid crystal materials It requires to be deployed according to specific display performance.Mixed liquid crystal material can be prepared by the above method.
According to another aspect of the invention, a kind of display device is provided, includes liquid-crystal composition as described above.
The display device can be liquid crystal display device or electrooptics display device, specially TN escope, VA type The equipment that display, IPS escope or blue phase display etc. are used to show aspect.
Such as the display device is liquid crystal display panel, including the first substrate set to box and the second substrate, and The liquid crystal layer being poured between the first substrate and the second substrate includes liquid crystal combination as described above in the liquid crystal layer Object.
It in summary it can be seen, compound according to the present invention, liquid-crystal composition and liquid crystal display optional factor are more, benefit Different embodiments can be combined into claim of the invention, therefore embodiment is only the description of the invention, without making For limitation of the present invention.
Below in conjunction with the embodiment and comparative example corresponding with liquid-crystal composition embodiment about liquid-crystal composition The present invention will be described.
Wherein, CPIndicate that clearing point, Δ n indicate that optical anisotropy, Δ ε indicate dielectric anisotropy, γ1Indicate rotation Viscosity；
Clearing point uses conventional test method.
The physical property measurement method of compound:
1. optical anisotropy
Using Abbe refractometer, it is measured under 25 DEG C, 589nm wavelength condition.
It rubs on surface of the same direction to headprism, sample is added drop-wise on headprism after friction.Refractive index n11 It is measured when polarization direction is parallel with frictional direction；Refractive index n⊥It is measured when polarization direction is vertical with frictional direction；Optics is each Anisotropy Δ n passes through formula Δ n=n11-n⊥It is calculated.
2. dielectric constant anisotropy
It is measured using the instrument of Hewlett-Packard model HP4284a.
At 25 DEG C, dielectric constant ∑ of the measurement liquid crystal molecule in axis direction11And the dielectric of liquid crystal molecule short-axis direction is normal Number ∑⊥, dielectric constant anisotropy pass through formula Δ ∑=∑11-∑⊥It is calculated.
Examples 1 to 6 is the embodiment of liquid-crystal composition of the present invention, and comparative example 1~6 is corresponding with Examples 1 to 6 The liquid-crystal composition without the compounds of this invention, wherein monomer component is parts by weight in embodiment and comparative example；And respectively The relevant parameter of liquid-crystal composition in corresponding embodiment and comparative example is determined, specific data are referring to following embodiments And comparative example.
Embodiment 1 and monomer in comparative example 1 and its component are as shown in table 1:
Table 1
A series of performance test, test result such as table 1-1 have been carried out to the liquid-crystal composition of embodiment 1 and comparative example 1 It is shown:
Table 1-1
Performance parameter Embodiment 1 Comparative example 1
Cp(℃) 75.2 73.1
Δn 0.119 0.115
Δε 2.5 2.0
γ1 61 67
According to the test result of table 1-1 it can be seen that joined compound shown in formula of the invention (I) in embodiment 1, with The comparative example 1 that compound shown in formula (I) of the present invention is not added is compared, liquid-crystal composition clearing point with higher, higher light Anisotropy constant and electrical anisotropy constant, lower rotary viscosity are learned, is applicable in liquid crystal display.
Embodiment 2 and monomer in comparative example 2 and its component are as shown in table 2:
Table 2
A series of performance test, test result such as table 2-1 have been carried out to the liquid-crystal composition of embodiment 2 and comparative example 2 It is shown:
Table 2-1
Performance parameter Embodiment 2 Comparative example 2
Cp(℃) 81.2 75.4
Δn 0.098 0.090
Δε 2.5 2.0
γ1 58 72
According to the test result of table 2-1 it can be seen that joined compound shown in formula of the invention (I) in embodiment 2, with The comparative example 2 that compound shown in formula (I) of the present invention is not added is compared, liquid-crystal composition clearing point with higher, higher light Anisotropy constant and electrical anisotropy constant, lower rotary viscosity are learned, is applicable in liquid crystal display.
Embodiment 3 and monomer in comparative example 3 and its component are as shown in table 3:
Table 3
A series of performance test, test result such as table 3-1 have been carried out to the liquid-crystal composition of embodiment 3 and comparative example 3 It is shown:
Table 3-1
Performance parameter Embodiment 3 Comparative example 3
Cp(℃) 75 72.4
Δn 0.113 0.104
Δε 4.8 4.2
γ1 88 95
According to the test result of table 3-1 it can be seen that joined compound shown in formula of the invention (I) in embodiment 3, with The comparative example 3 that compound shown in formula (I) of the present invention is not added is compared, liquid-crystal composition clearing point with higher, higher light Anisotropy constant and electrical anisotropy constant, lower rotary viscosity are learned, is applicable in liquid crystal display.
Embodiment 4 and monomer in comparative example 4 and its component are as shown in table 4:
Table 4
A series of performance test, test result such as table 4-1 have been carried out to the liquid-crystal composition of embodiment 4 and comparative example 4 It is shown:
Table 4-1
Performance parameter Embodiment 4 Comparative example 4
Cp(℃) 100.5 92.5
Δn 0.100 0.094
Δε 7.7 5.3
γ1 83.2 98.2
According to the test result of table 4-1 it can be seen that joined compound shown in formula of the invention (I) in embodiment 4, with The comparative example 4 that compound shown in formula (I) of the present invention is not added is compared, liquid-crystal composition clearing point with higher, higher light Anisotropy constant and electrical anisotropy constant, lower rotary viscosity are learned, is applicable in liquid crystal display.
Embodiment 5 and monomer in comparative example 5 and its component are as shown in table 5:
Table 5
A series of performance test is carried out to the liquid-crystal composition of embodiment 5 and comparative example 5, test result is as shown in Table 5-1:
Table 5-1
According to the test result of table 5-1 it can be seen that joined compound shown in formula of the invention (I) in embodiment 5, with The comparative example 5 that compound shown in formula (I) of the present invention is not added is compared, liquid-crystal composition clearing point with higher, higher light Anisotropy constant and electrical anisotropy constant, lower rotary viscosity are learned, is applicable in liquid crystal display.
Embodiment 6 and monomer in comparative example 6 and its component are as shown in table 6:
Table 6
A series of performance test, test result such as table 6-1 have been carried out to the liquid-crystal composition of embodiment 6 and comparative example 6 It is shown:
Table 6-1
Performance parameter Embodiment 6 Comparative example 6
Cp(℃) 90.5 83.1
Δn 0.111 0.980
Δε 5.3 3.5
γ1 92.5 102.4
According to the test result of table 6-1 it can be seen that joined compound shown in formula of the invention (I) in embodiment 6, with The comparative example 6 that compound shown in formula (I) of the present invention is not added is compared, liquid-crystal composition clearing point with higher, higher light Anisotropy constant and electrical anisotropy constant, lower rotary viscosity are learned, is applicable in liquid crystal display.
Embodiment 7 and monomer in comparative example 7 and its component are as shown in table 7:
Table 7
A series of performance test, test result such as table 7-1 have been carried out to the liquid-crystal composition of embodiment 7 and comparative example 7 It is shown:
Table 7-1
Performance parameter Embodiment 7 Comparative example 7
Cp(℃) 99 81
Δn 0.1192 0.0877
Δε 4.9 2.3
γ1 105.5 115.8
According to the test result of table 7-1 it can be seen that joined compound shown in formula of the invention (I) in embodiment 7, with The comparative example 7 that compound shown in formula (I) of the present invention is not added is compared, liquid-crystal composition clearing point with higher, higher light Anisotropy constant and electrical anisotropy constant, lower rotary viscosity are learned, is applicable in liquid crystal display.
Embodiment 8 and monomer in comparative example 8 and its component are as shown in table 8:
Table 8
A series of performance test, test result such as table 8-1 have been carried out to the liquid-crystal composition of embodiment 8 and comparative example 8 It is shown:
Table 8-1
Performance parameter Embodiment 8 Comparative example 8
Cp(℃) 99.3 87.3
Δn 0.1008 0.0798
Δε 4..64 2.84
γ1 105.5 125.3
According to the test result of table 8-1 it can be seen that joined compound shown in formula of the invention (I) in embodiment 8, with The comparative example 8 that compound shown in formula (I) of the present invention is not added is compared, liquid-crystal composition clearing point with higher, higher light Anisotropy constant and electrical anisotropy constant, lower rotary viscosity are learned, is applicable in liquid crystal display.
Embodiment 9 and monomer in comparative example 9 and its component are as shown in table 9:
Table 9
A series of performance test, test result such as table 9-1 have been carried out to the liquid-crystal composition of embodiment 9 and comparative example 9 It is shown:
Table 9-1
Performance parameter Embodiment 9 Comparative example 9
Cp(℃) 76.3 64.3
Δn 0.1153 0.0943
Δε 4.63 2.83
γ1 102.6 122.8
According to the test result of table 9-1 it can be seen that joined compound shown in formula of the invention (I) in embodiment 9, with The comparative example 9 that compound shown in formula (I) of the present invention is not added is compared, liquid-crystal composition clearing point with higher, higher light Anisotropy constant and electrical anisotropy constant, lower rotary viscosity are learned, is applicable in liquid crystal display.
Embodiment 10 and monomer in comparative example 10 and its component are as shown in table 10:
Table 10
A series of performance test, test result such as table have been carried out to the liquid-crystal composition of embodiment 10 and comparative example 10 Shown in 10-1:
Table 10-1
Performance parameter Embodiment 10 Comparative example 10
Cp(℃) 84.6 72.6
Δn 0.1176 0.0966
Δε 4.83 3.032
γ1 112.2 135.3
According to the test result of table 10-1 it can be seen that joined compound shown in formula of the invention (I) in embodiment 10, It is liquid-crystal composition clearing point with higher, higher compared with the comparative example 10 that compound shown in formula (I) of the present invention is not added Optical anisotropy constant and electrical anisotropy constant, lower rotary viscosity, are applicable in liquid crystal display.
Obviously, various changes and modifications can be made to the invention without departing from essence of the invention by those skilled in the art Mind and range.In this way, if these modifications and changes of the present invention belongs to the range of the claims in the present invention and its equivalent technologies Within, then the present invention is also intended to include these modifications and variations.

Claims (8)

1. a kind of compound, which is characterized in that the compound has the structure of formula (I):
Wherein,
R1、R2Be each independently selected from hydrogen, fluorine, chlorine, C1~C15 alkyl, C1~C15 alkoxy, C3~C15 naphthenic base, C2~ C15 alkenyl, C2~C15 alkenyloxy group, C2~C15 alkynyl, ether, thioether group, ester group, cyano, cyanato-, thiocyanogen or different sulphur cyanogen Base；C1~C15 alkyl, C1~C15 alkoxy, C3~C15 naphthenic base, C2~C15 alkenyl, C2~C15 alkenyloxy group, C2~ C15 alkynyl, ether, thioether group, ester group, cyano, cyanato-, thiocyanogen, the hydrogen in isothiocyano are unsubstituted or part Hydrogen or whole hydrogen are replaced at least one of fluorine, chlorine；
It is each independently selected from alcyl, aryl or heteroaryl, In, the alcyl, aryl perhaps the hydrogen on heteroaryl be unsubstituted or part hydrogen or whole hydrogen by fluorine, chlorine, C1~ Replaced at least one of C15 alkyl, C1~C15 naphthenic base；
Z1、Z2、Z3It is each independently selected from alkylidene bridged bond, alkenylene bridged bond, alkynyl bridged bond, ester group bridged bond or alkylene oxide group bridge Key；Wherein, the hydrogen on the alkylidene bridged bond, alkenylene bridged bond, alkynyl bridged bond, ester group bridged bond or alkylene oxide group bridged bond is not take Generation, or part or all of hydrogen is replaced at least one of fluorine, chlorine；
A, b, c, d, e, f each independently represent 0,1 or 2, but a, d, e three are not 0 simultaneously, and a+d+e < 6.
2. compound according to claim 1, which is characterized in that
It is each independently selected from
3. compound according to claim 1, which is characterized in that the Z1、Z2、Z3It is each independently selected from-CH2-、- CH2-CH2-、-(CH2)3-、-(CH2)4,-CH=CH- ,-C ≡ C- ,-COO- ,-OOC- ,-CF2O-、-OCH2-、-CH2O-、- OCF2-、-CF2-CH2-、-CH2-CF2-、-C2F4Or-CF=CF.
4. compound according to claim 1, which is characterized in that the compound is selected from:
。
5. a kind of liquid-crystal composition, which is characterized in that including any for 0.5%~50% such as Claims 1 to 4 by weight Compound described in.
6. liquid-crystal composition according to claim 5, which is characterized in that the liquid-crystal composition further includes being by weight Compound shown in 30%~99% formula (II):
Wherein, R3And R4It is each independently selected from hydrogen, halogen, C1~C15 alkyl, C1~C15 alkoxy, C2~C15 alkenyl, C2 ~C15 alkynyl, ether, ester group or cyano；C1~C15 alkyl, C1~C15 alkoxy, C2~C15 alkenyl, C2~C15 alkynes Base, ether, ester group, the hydrogen in cyano are taken by unsubstituted or part hydrogen or whole hydrogen by least one of fluorine, chlorine Generation；
Z4Selected from alkylidene bridged bond, alkylene oxide group bridged bond, alkenylene bridged bond, alkynyl bridged bond, ester group bridged bond or alkylene oxide group bridged bond； Wherein, on the alkylidene bridged bond, alkylene oxide group bridged bond, alkenylene bridged bond, alkynyl bridged bond, ester group bridged bond or alkylene oxide group bridged bond Hydrogen be it is unsubstituted, or partly or entirely hydrogen replaced at least one of fluorine, chlorine；
It is each independently selected from alcyl, aryl or heteroaryl, Wherein, perhaps the hydrogen on heteroaryl is that unsubstituted or part hydrogen or whole hydrogen are replaced by fluorine for the alcyl, aryl；
P and q is each independently selected from 0,1 or 2.
7. liquid-crystal composition according to claim 5, which is characterized in that the liquid-crystal composition further includes being by weight It is more than one of 0.01%~1% chiral dopant and 0.01~20% polymer monomer directing agent.
8. a kind of display device, which is characterized in that comprising such as the described in any item liquid-crystal compositions of claim 5~7.
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