CN108003895B - A kind of nematic phase liquid crystal composition and its display element - Google Patents
A kind of nematic phase liquid crystal composition and its display element Download PDFInfo
- Publication number
- CN108003895B CN108003895B CN201610967158.5A CN201610967158A CN108003895B CN 108003895 B CN108003895 B CN 108003895B CN 201610967158 A CN201610967158 A CN 201610967158A CN 108003895 B CN108003895 B CN 108003895B
- Authority
- CN
- China
- Prior art keywords
- liquid crystal
- ring
- carbon number
- crystal composition
- nematic phase
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
Classifications
-
- 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
Abstract
The invention discloses a kind of nematic phase liquid crystal composition, the compound comprising one or more general structures (1):Wherein R is straight chained alkyl, alkenyl, the alkoxy of carbon number 1~9；Ring A is phenyl ring, trans-cyclohexane, and hydrogen atom can be replaced one or more fluorine atoms on phenyl ring；N=0,1,2；X1、X2、X3For hydrogen atom or fluorine atom.Liquid-crystal composition of the invention has the characteristics that mesophase range is wide, dielectric anisotropy is larger, cost is relatively low, is suitable for the liquid crystal display modes such as TFT liquid crystal display, especially TN, IPS, FFS, OCB, blue phase.
Description
Technical field
The invention belongs to liquid crystal material technical fields, and in particular to a kind of nematic phase liquid crystal composition is mainly used for liquid crystal
Display.
Background technique
Liquid crystal display has many advantages, such as panelized, low in energy consumption, light-weight, radiationless, develops in field of information display fast
Speed.Liquid crystal display realizes display function using the optical anisotropy of liquid crystal material and the characteristic of dielectric anisotropy.It presses
Classify according to display pattern, there is twisted-nematic formula (TN), super twisted nematic formula (STN), dynamic scattering mode (DSP), film crystal
Pipe drive mode (TFT) etc..Full color, high-resolution, wide viewing angle, quick response etc. may be implemented in TFT liquid crystal display, has obtained
It is most important display technology currently on the market to extensive use.
Liquid crystal material used in liquid crystal display in use environment temperature range, usually -20 DEG C~+70 DEG C have to
Column phase；Must have chemical stability with height simultaneously, the birefringence of lower viscosity and suitable purposes, dielectric respectively to
The physics of liquid crystals property such as the opposite sex, resistivity.It is to be unable to satisfy whole use conditions with a kind of liquid-crystal compounds, it is necessary to will be several
Kind, even ten several above liquid-crystal compounds carry out compounding and form mixed liquid crystal material, can meet actually making for display device
With requiring.
TFT LCD technology requires used liquid crystal material that must have high resistivity and high voltage holding ratio, contains
The liquid-crystal compounds that fluorine atom replaces can satisfy above-mentioned requirements, be widely applied in TFT liquid crystal.To further decrease driving
Voltage shortens the response time, needs the liquid crystal material of larger dielectric anisotropy and low rotary viscosity.
Contain-CF2The composition of O- bridged bond liquid crystal is provided simultaneously with biggish dielectric anisotropy and has lower viscosity,
It is used widely in recent years.However, containing-CF2The liquid-crystal compounds of O- bridged bond is needed by complicated flaorination process preparation,
This causes using-CF2The liquid-crystal composition higher cost of O- bridged bond.
Summary of the invention
For LCD technology to liquid-crystal composition demand, the object of the present invention is to provide one kind larger dielectric
Anisotropy and low rotary viscosity and lower-cost novel liquid crystalline compositions.
In order to realize that above-mentioned task, the present invention take following technical solution:
A kind of liquid-crystal composition, the first component liquid-crystal compounds general structure is such as shown in (1):
Wherein R is straight chained alkyl, alkenyl, the alkoxy of carbon number 1~9；Ring A is phenyl ring, trans-cyclohexane, and on phenyl ring
Hydrogen atom can be replaced one or more fluorine atoms；N=0,1,2；X1、X2、X3For hydrogen atom or fluorine atom.
First component liquid-crystal compounds of the invention is the liquid crystal material of a kind of novel 5,6- difluorobenzo-fur ring, tool
The advantages of standby big dielectric anisotropy, low rotary viscosity, high birefringence rate；Moreover, such compound is easily prepared and cost compared with
It is low, therefore the cost of composition can also be reduced.
Present composition formula of (1) liquid-crystal compounds, preferably is selected from flowering structure:
Wherein (1) -1 further preferably from following compound:
Wherein (1) -2 further preferably from following compound:
Wherein (1) -3 further preferably from following compound:
Wherein (1) -4 further preferably from following compound:
Wherein (1) -5 further preferably from following compound:
Wherein (1) -6 further preferably from following compound:
Wherein (1) -7 further preferably from following compound:
Wherein (1) -8 further preferably from following compound:
Wherein (1) -9 further preferably from following compound:
First constituent mass ratio of the invention is 1%~70%, preferably 1%-40%, more preferable 5%-30%.
The present invention includes that at least one is selected from liquid-crystal compounds shown in general structure (2) as the second component, mass ratio
Example is 0-80%, preferably 10%-75%, more preferable 20%~70%.
Wherein R1, R2For straight chained alkyl, alkoxy, alkenyl or alkyl, F, Cl containing ethylene linkage, ring A, ring B, ring C are benzene
Ring or hexamethylene, wherein phenyl ring can be replaced by one or more fluorine atoms, n=0, and 1.
The preferred specific structure of its formula of (2) is as follows:
Wherein (2) -1 more preferably with flowering structure:
Wherein (2) -2 more preferable compounds in detail below:
Wherein (2) -3 more preferable compounds in detail below:
Wherein (2) -4 more preferable compounds in detail below:
Wherein (2) -5 more preferable compounds in detail below:
The present invention includes that at least one is selected from liquid-crystal compounds shown in general structure (3) as third component, mass ratio
Example is 0-50%, preferably 5%~45%, more preferable 10%-40%.
Wherein R be straight chained alkyl, alkenyl or the alkyl containing ethylene linkage, ring A, ring B, ring C be phenyl ring or hexamethylene, wherein
Phenyl ring can be replaced by one or more fluorine atoms；X1, X2=H, F；Y=F, Cl, OCF3, OCF2H, straight chained alkyl or contains ethylene linkage
Alkyl etc.；Z=CF2O, CH2CH2, COO, singly-bound etc.；N=0,1.
Its formula of (3) preferably structure in detail below:
Wherein 3- (1) preferred compound:
Wherein 3- (2) preferred compound:
Wherein 3- (3) preferred compound:
Wherein 3- (4) preferred compound:
Wherein 3- (5) preferred compound:
Wherein 3- (6) preferred compound:
Wherein 3- (7) preferred compound:
Wherein 3- (8) preferred compound:
Wherein 3- (9) preferred compound:
Wherein 3- (10) preferred compound:
Wherein 3- (11) preferred compound:
Wherein 3- (12) preferred compound:
Wherein 3- (13) preferred compound:
Wherein 3- (14) preferred compound:
Wherein 3- (15) preferred compound:
Wherein 3- (16) preferred compound:
Liquid crystal display element of the present invention also may include one or more chiral additives, mass content 0.01%-1%；
It is preferred that 0.1%-0.5%.The chiral additives preferably are selected from flowering structure:
Liquid crystal display element of the present invention also includes one kind of multiple hindered phenols as antioxidative stabilizer, content 1ppm-
10000ppm；It is preferred that 10ppm-1000ppm.The antioxidative stabilizer preferably is selected from flowering structure:
Liquid crystal display element of the present invention also includes one or more UV light stabilizing agents, content 1ppm-10000ppm；It is preferred that
10ppm-1000ppm.The UV light stabilizing agent preferably is selected from flowering structure:
The present invention also may include one or more liquid crystal components with polymerizable groups, content 1ppm-10000ppm；It is excellent
Select 100ppm-1000ppm.The polymerisable liquid crystal component preferably is selected from flowering structure:
Above-mentioned liquid crystal display element has biggish dielectric anisotropy, faster response speed, lower cost,
It is suitable for TFT LCD technology, especially TN and IPS mode.
Specific embodiment
Below in conjunction with specific embodiment, the present invention is described in further detail.
Dispensing liquid crystal preparation method: heat of solution method is used.The monomer of different weight ratio is weighed with precision balance first
Liquid crystal is heated to 60 DEG C~100 DEG C, and being stirred 1~2 hour is uniformly dissolved each component.It is filtered after cooling, filters institute
Liquid is obtained in high vacuum (≤100Pa) degassing process, is finally encapsulated with high pure nitrogen, obtains target mixed liquid crystal.
Unless otherwise specified, liquid-crystal composition of the present invention is prepared in this way.
The liquid crystal mixed carries out physical property and photoelectric properties test.The present invention relates to physical property and photo electric
Energy detailed test method is as follows:
(1) clearing point (Tni):
Polarisation thermal station method: liquid crystalline sample being coated on glass slide and is placed in cross-polarized light microscopic heating stand, setting heating speed
Rate is 2 DEG C/min.The temperature of liquid crystalline sample blackening by illuminated state, as clearing point are observed in petrographic microscope.
Or use differential scanning calorimetry: under nitrogen atmosphere, setting heating rate is 2 DEG C/min.
(2) low temperature storage temperature (LTS): the mixed liquid crystal of 1mL or so is fitted into transparent vial, is placed in Low-temperature Ice
In case.- 20 DEG C of temperature setting, -30 DEG C, -40 DEG C store 10 days respectively, and observation is precipitated whether there is or not crystal or smectic phase.If -30
DEG C without crystal be precipitated, LTS≤- 30 DEG C.
(3) (Δ n): using abbe's refractometer to birefringence, under 25 DEG C of constant temperatures, measures ordinary light (n respectivelyo) and it is non-
Ordinary light (ne) refractive index, birefringence Δ n=ne- no。
(4) it under dielectric constant (Δ ε): 25 DEG C of constant temperatures, is tested using LCR table.Δ ε=ε∥-ε⊥, i.e. molecular long axis side
To dielectric constant (ε∥) and molecular short-axis direction dielectric constant (ε⊥) difference.
(5) elastic constant (K11, K33): under 25 DEG C of constant temperatures, by testing liquid crystal capacitance-voltage (C-V) curve, intend
Conjunction obtains K11And K33。
(6) rotary viscosity (γ1): under 25 DEG C of constant temperatures, by applying voltage to liquid crystal test box, test liquid crystal molecule
With the transient current value Ip of electric field movement deflection, rotary viscosity γ is calculated1。
Code name and explanation:
(1) physical parameter
| Code name | Explanation | Unit |
| Tni | Clearing point | ℃ |
| TCN | Low temperature storage temperature | ℃ |
| Δε | Dielectric anisotropy constant | |
| Δn | Birefringence | |
| γ1 | Rotary viscosity | mPa·s |
| K11 | Splay elastic constant | pN |
| K33 | Bend elastic constant | pN |
(2) structure is abridged
Such as:
Embodiment 1:
Embodiment 2:
Embodiment 3:
Embodiment 4:
Embodiment 5:
Embodiment 6:
Formula has larger dielectric anisotropy and extremely low rotary viscosity in above embodiments, is suitable for TN type, IPS type etc.
Display application.
Claims (8)
1. a kind of nematic phase liquid crystal composition, which is characterized in that the first component liquid-crystal compounds general structure such as (1) is shown,
Mass content is 1~70%:
Wherein R is the straight chained alkyl of carbon number 1~9 or the alkenyl of alkoxy, carbon number 2~7；Ring A be phenyl ring or trans-cyclohexane,
Hydrogen atom can be replaced one or more fluorine atoms on phenyl ring；N=0,1 or 2；X1、X2、X3For hydrogen atom or fluorine atom.
2. nematic phase liquid crystal composition as described in claim 1, which is characterized in that the second component liquid-crystal compounds general structure
As shown in (2), mass content is 0~80%:
Wherein R1、R2For the straight chained alkyl or alkoxy of carbon number 1~9, the alkenyl of carbon number 2~7, F or Cl, ring A, ring B, ring C are benzene
Ring or hexamethylene, wherein phenyl ring can be replaced by one or more fluorine atoms, n=0 or 1.
3. nematic phase liquid crystal composition as claimed in claim 2, which is characterized in that third component liquid-crystal compounds general structure
As shown in (3), mass content is 0~50%:
Wherein R is the straight chained alkyl of carbon number 1~9 or the alkenyl of alkoxy, carbon number 2~7, and ring A, ring B, ring C are phenyl ring or hexamethylene
Alkane, wherein phenyl ring can be replaced by one or more fluorine atoms；X1, X2=H or F；Y=F, Cl, OCF3、OCF2H, straight chained alkyl or
Alkyl containing ethylene linkage；Z=CF2O、CH2CH2, COO or singly-bound；N=0 or 1.
4. nematic phase liquid crystal composition as described in claim 1, it is characterised in that first group is selected from following compound:
Wherein R is the straight chained alkyl of carbon number 1~9, and mass content is 5%~30%.
5. nematic phase liquid crystal composition as claimed in claim 2, it is characterised in that second group is selected from following compound:
Wherein R1、R2For the straight chained alkyl or alkoxy of carbon number 1~9, the alkenyl of carbon number 2~7, mass content is 25%~
75%.
6. nematic phase liquid crystal composition as claimed in claim 3, it is characterised in that third component is selected from following compound:
Wherein R is the straight chained alkyl of carbon number 1~9, X1, X2=H or F；Y=F, OCF3, mass content is 5%~40%.
7. a kind of liquid crystal display element, it is characterised in that include the liquid-crystal composition described in claim 3.
8. liquid crystal display element as claimed in claim 7, it is characterised in that include the liquid crystal combination described in claim 6
Object.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610967158.5A CN108003895B (en) | 2016-10-28 | 2016-10-28 | A kind of nematic phase liquid crystal composition and its display element |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610967158.5A CN108003895B (en) | 2016-10-28 | 2016-10-28 | A kind of nematic phase liquid crystal composition and its display element |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN108003895A CN108003895A (en) | 2018-05-08 |
| CN108003895B true CN108003895B (en) | 2019-04-19 |
Family
ID=62048504
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610967158.5A Active CN108003895B (en) | 2016-10-28 | 2016-10-28 | A kind of nematic phase liquid crystal composition and its display element |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN108003895B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109181712B (en) * | 2018-10-10 | 2021-08-20 | 西安近代化学研究所 | Benzofuran liquid crystal compound with difluoromethyl ether bridge bond and composition thereof |
| CN110372480B (en) * | 2019-08-07 | 2022-02-22 | 西安近代化学研究所 | Liquid crystal compound with trifluoroethoxy and composition thereof |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19909761A1 (en) * | 1998-04-17 | 1999-10-21 | Merck Patent Gmbh | New optically inactive benzo(b)furan, benzo(1,2-b:4,5-b')difuran and benzo(1,2-b:5,4-b')difuran derivatives, used in liquid crystal media |
| JP2003509507A (en) * | 1999-09-21 | 2003-03-11 | キネティック リミテッド | Liquid crystal compound |
| CN1506358A (en) * | 2002-12-06 | 2004-06-23 | 石家庄实力克液晶材料有限公司 | Benzofuran derivative and its prepn and use |
| DE102004053279A1 (en) * | 2003-11-25 | 2005-06-23 | Merck Patent Gmbh | Benzofuran and benzothiophene derivatives, useful as components of liquid crystal media for electro-optical display devices are new |
| DE102005045849A1 (en) * | 2004-10-07 | 2006-04-20 | Merck Patent Gmbh | Preparation of benzocondensed oxyheterocycle, useful in liquid crystalline mixtures, comprises regioselective opening of e.g. oxetane by metallized fluoroaromates and cyclizing the obtained propanol derivative by non-nucleophilic base |
| CN1325500C (en) * | 2002-04-18 | 2007-07-11 | 阿斯特拉曾尼卡有限公司 | Furyl compounds |
-
2016
- 2016-10-28 CN CN201610967158.5A patent/CN108003895B/en active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19909761A1 (en) * | 1998-04-17 | 1999-10-21 | Merck Patent Gmbh | New optically inactive benzo(b)furan, benzo(1,2-b:4,5-b')difuran and benzo(1,2-b:5,4-b')difuran derivatives, used in liquid crystal media |
| JP2003509507A (en) * | 1999-09-21 | 2003-03-11 | キネティック リミテッド | Liquid crystal compound |
| CN1325500C (en) * | 2002-04-18 | 2007-07-11 | 阿斯特拉曾尼卡有限公司 | Furyl compounds |
| CN1506358A (en) * | 2002-12-06 | 2004-06-23 | 石家庄实力克液晶材料有限公司 | Benzofuran derivative and its prepn and use |
| DE102004053279A1 (en) * | 2003-11-25 | 2005-06-23 | Merck Patent Gmbh | Benzofuran and benzothiophene derivatives, useful as components of liquid crystal media for electro-optical display devices are new |
| DE102005045849A1 (en) * | 2004-10-07 | 2006-04-20 | Merck Patent Gmbh | Preparation of benzocondensed oxyheterocycle, useful in liquid crystalline mixtures, comprises regioselective opening of e.g. oxetane by metallized fluoroaromates and cyclizing the obtained propanol derivative by non-nucleophilic base |
Also Published As
| Publication number | Publication date |
|---|---|
| CN108003895A (en) | 2018-05-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN106047370B (en) | Liquid crystal medium and liquid crystal display comprising same | |
| JP5813287B2 (en) | Liquid crystal medium | |
| TWI654285B (en) | Liquid-crystal medium, and electro-optical display containing same | |
| TWI650406B (en) | Liquid crystal composition, liquid crystal display element or liquid crystal display | |
| JP2013147657A (en) | Liquid crystal medium and electrooptic display containing the same | |
| JP2017031411A (en) | Liquid crystal medium and liquid crystal display | |
| CN104428396A (en) | Nematic liquid crystal composition and liquid crystal display device using same | |
| CN105518105A (en) | Nematic liquid crystal composition and liquid crystal display element using same | |
| TW201805410A (en) | Liquid-crystal composition and liquid-crystal display element including same | |
| CN104837957A (en) | Nematic liquid crystal composition and liquid crystal display element using same | |
| TW201934724A (en) | Compound, and liquid crystal composition and application thereof for significantly improving the transmittance and the response speed of liquid crystal products | |
| KR20150116448A (en) | Nematic liquid crystal composition and liquid crystal display element using same | |
| JP6358398B2 (en) | Liquid crystal composition and liquid crystal display device using the same | |
| CN108690641A (en) | Liquid crystal composition containing bis-trifluoromethyl compound and negative dielectric anisotropy and application thereof | |
| CN104087314B (en) | A kind of nematic phase liquid crystal composition and display element thereof | |
| CN108003895B (en) | A kind of nematic phase liquid crystal composition and its display element | |
| CN111040777B (en) | Liquid crystal composition and display element thereof | |
| CN113512430A (en) | Negative dielectric anisotropy liquid crystal composition and liquid crystal display device | |
| CN108018049B (en) | Replace the liquid-crystal compounds of benzo furan nucleus with 5,6- difluoro | |
| CN113667493A (en) | Liquid crystal composition and liquid crystal display device | |
| CN103333699B (en) | Wide nematic phase temperature range mixed liquid crystal material with quick response under low temperature | |
| TW202000866A (en) | Liquid crystal composition and application thereof | |
| CN110373211B (en) | Liquid crystal composition containing cyclopentanothiophene liquid crystal molecules | |
| CN104531167B (en) | Liquid crystal medium | |
| CN113736479A (en) | Negative dielectric anisotropy liquid crystal composition and liquid crystal display device |
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 | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |