CN106147783A - Liquid-crystal compounds and preparation method thereof, liquid-crystal composition and display panels - Google Patents
Liquid-crystal compounds and preparation method thereof, liquid-crystal composition and display panels Download PDFInfo
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Abstract
The present invention relates to technical field of liquid crystal display, disclose a kind of liquid-crystal compounds and preparation method thereof, a kind of liquid-crystal composition and a kind of display panels.The structural formula of described liquid-crystal compounds is shown in formula I, this liquid-crystal compounds is the compound of 7-hydrogen benzo [de] anthracene class, this compounds has preferable physics and chemical stability, and there is higher clearing point, make the composition containing this liquid-crystal compounds have wider nematic phase range, greatly widen the application of liquid-crystal composition.
Description
Technical field
The present invention relates to technical field of liquid crystal display, particularly relate to a kind of liquid-crystal compounds and preparation side thereof
Method, a kind of liquid-crystal composition and a kind of display panels.
Background technology
In panel display apparatus, Thin Film Transistor-LCD (Thin Film Transistor Liquid
Crystal Display, is called for short TFT-LCD) have that volume is little, low in energy consumption, manufacturing cost is relatively low and
The feature such as radiationless, occupies leading position in current flat panel display market.
Liquid crystal display has been widely used the various aspects in social life, and lcd technology is developed so far,
Various liquid-crystal compounds are on the actual application.Some general requirements to liquid-crystal compounds, bag
Include the phase transition temperature of liquid-crystal compounds, optical anisotropy, dielectric anisotropy, viscosity, resistivity etc.,
All very big impact is had on the final application of liquid crystal material.The exploitation of new liquid-crystal compounds and its composition
Composition, improve the various character of liquid crystal, the application effect improving liquid crystal display is of crucial importance.And liquid
Crystal composite is to use various of monomer liquid-crystal compounds to want according to technology such as the electric light physical properties of liquid crystal display
Ask and be compounded into.The liquid-crystal composition of excellent properties to be obtained must be with the monomer liquid crystal chemical combination of function admirable
Thing, people need the compound containing different liquid crystal structures for the synthesis to realize that the different electric light of mixed liquid crystal are physical
Energy.
According to its display mode, LCD can be divided into the type that dynamically shines, distortion type (TN), supertwist type (STN)
With plane conversion hysteria (IPS), although the liquid-crystal composition display characteristic used by these LCD is different,
But there is following general character: driving voltage is low, liquid crystal operating temperature range width, suitable photoanisotropy and good
Heat endurance well, photostability and chemical stability.In the allocation process of mixed liquid crystal composition, past
Toward adding some to have the monomer liquid crystal compound of a certain property, improve the limpid of liquid-crystal composition
The performances such as point, it is desired that the monomer liquid crystal compound of this property is always researcher.
Content of the invention
The invention provides a kind of liquid-crystal compounds and preparation method thereof, a kind of liquid-crystal composition and a kind of liquid crystal
Display floater, in order to improving the clearing point of liquid-crystal composition, and then widens the range of application of display panels.
First the embodiment of the present invention provides a kind of liquid-crystal compounds, the structural formula of described liquid-crystal compounds such as Formulas I
Shown in:
Wherein, R is selected from the alkyl that carbon number is 1 to 10；R1And R2Independently selected from hydrogen, carbon atom
Number is the alkyl of 1 to 10；Any integer in 0 to 6 for the n.
In this technical scheme, this liquid-crystal compounds is the compound of 7-hydrogen benzo [de] anthracene class, such chemical combination
Thing has preferable physics and chemical stability, and has higher clearing point so that contain this LCD compound
The composition of thing has wider nematic phase range, has greatly widened the application of liquid-crystal composition.
Preferably, R is selected from the alkyl that carbon number is 1 to 7；R1And R2Former independently selected from hydrogen, carbon
Subnumber is the alkyl of 1 to 7；N is the 0th, 1 or 2.
Inventor is it has furthermore been found that described liquid-crystal compounds is selected from following chemical structural formula:
The present invention also provides a kind of method preparing above-mentioned liquid-crystal compounds, comprises the following steps:
Step a, compound I-1 is carried out bromo-reaction with N-bromo-succinimide in oxolane,
Obtain compound I-2；Reaction equation is as follows:
Step b, compound I-2 and butyl lithium are reacted after, andCarry out addition anti-
Should, it is then dehydrated, then hydrogenates, obtain compound I-3；Reaction equation is as follows:
Step c, compound I-3 is carried out bromo-reaction with bromine in dichloromethane, obtain compound I-4；
Reaction equation is as follows:
Step d, by compound I-4 and R1Base magnesium bromide carries out coupling reaction, and product is separated, obtains anti-
Formula product, i.e. compound I, reaction equation is as follows:
Wherein, R is selected from the alkyl that carbon number is 1 to 10；R1And R2Independently selected from hydrogen, carbon atom
Number is the alkyl of 1 to 10；Any integer in 0 to 6 for the n.
The present invention also provides a kind of liquid-crystal composition, including the LCD compound shown at least one above-mentioned Formulas I
Thing.
In this technical scheme, owing to have employed the liquid-crystal compounds shown in Formulas I in liquid-crystal composition, because of
This, be beneficial to improve the clearing point of liquid-crystal composition, and the cryogenic property of liquid-crystal composition is also preferable.In liquid crystal group
In compound the liquid-crystal compounds shown in Formulas I can add one, two kinds, three kinds even more multiple.
Inventor finds, it is preferred that in described liquid-crystal composition, the quality of the liquid-crystal compounds shown in Formulas I is divided
Number is 5%～50%, preferably 5%～20%.The 5%th, the 8%th, the 19%th, the 20%th, the 23%th, such as mass fraction is
25%th, the 26%th, the 28%th, the 29%th, the 30%th, 40% or 50%.
Especially, described liquid-crystal composition includes:
Mass fraction is the compound of 8%:
Mass fraction is the compound of 10%:
Mass fraction is the compound of 11%:
Mass fraction is the compound of 14%:
Mass fraction is the compound of 15%:
Mass fraction is the compound of 16%:
Mass fraction is the liquid-crystal compounds of 26%:
Especially, described liquid-crystal composition includes:
Mass fraction is the compound of 6%:
Mass fraction is the compound of 8%:
Mass fraction is the compound of 18%:
Mass fraction is the compound of 33%:
Mass fraction is the compound of 12%:
Mass fraction is the compound of 12%:
Mass fraction is the liquid-crystal compounds of 11%:
Especially, described liquid-crystal composition includes:
Mass fraction is the compound of 4%:
Mass fraction is the compound of 15%:
Mass fraction is the compound of 10%:
Mass fraction is the compound of 11%:
Mass fraction is the compound of 6%:
Mass fraction is the compound of 10%:
Mass fraction is the compound of 20%:
Mass fraction is the compound of 12%:
Mass fraction is the compound of 12%:
The embodiment of the present invention also provides the preparation method of a kind of any of the above-described kind of described liquid-crystal composition, described system
Preparation Method includes: be mixed to get each component in liquid-crystal composition.
The embodiment of the present invention also provides a kind of display panels, and the liquid crystal layer of described display panels uses
Any of the above-described kind of liquid-crystal composition obtains.
In this technical scheme, owing to liquid-crystal composition has higher clearing point, there is wider nematic phase
Scope, therefore, uses this liquid-crystal composition as liquid crystal layer, is conducive to improving the aobvious of display panels
Show performance.
Brief description
The general structure of the liquid-crystal compounds that Fig. 1 provides for the embodiment of the present invention；
Fig. 2 is the hydrogen nuclear magnetic spectrogram of the compound P1 of the embodiment of the present invention 1 preparation；
Fig. 3 is the hydrogen nuclear magnetic spectrogram of the compound P2 of the embodiment of the present invention 2 preparation.
Detailed description of the invention
In order to improve the clearing point of liquid-crystal compounds, embodiments provide a kind of liquid-crystal compounds and
Preparation method, a kind of liquid-crystal composition and a kind of display panels.In this technical scheme, this LCD compound
Thing is the compound of 7-hydrogen benzo [de] anthracene class, and this compounds has preferable physics and chemical stability,
And there is higher clearing point so that the composition containing this liquid-crystal compounds has wider nematic phase model
Enclose, greatly widened the application of liquid-crystal composition.For making the purpose of the present invention, technical scheme and excellent
Point is clearer, below lifts specific embodiment and is described in further detail the present invention.
First the embodiment of the present invention provides a kind of liquid-crystal compounds, as it is shown in figure 1, described liquid-crystal compounds
Structural formula is shown in formula I:
Wherein, R is selected from the alkyl that carbon number is 1 to 10；R1And R2Independently selected from hydrogen, carbon atom
Number is the alkyl of 1 to 10；Any integer in 0 to 6 for the n.
In this technical scheme, this liquid-crystal compounds is the compound of 7-hydrogen benzo [de] anthracene class, such chemical combination
Thing has preferable physics and chemical stability, and has higher clearing point so that contain this LCD compound
The composition of thing has wider nematic phase range, has greatly widened the application of liquid-crystal composition.
Wherein, carbon number be the alkyl of 1 to 10 can be 1 to 10 for the carbon number of straight or branched
Alkyl, or ring-type or that the substituted ring-type carbon number of alkyl is 1-10 alkyl, such as first
Base, ethyl, n-propyl, 1-Methylethyl, normal-butyl, 1-methyl-propyl, 2-methyl-propyl, 1,1-diformazan
Base propyl group, n-pentyl, isopentyl, hexyl, heptyl, octyl group, cyclopropyl, cyclobutyl, cyclopenta, ring
Hexyl, suberyl, ring octyl group, and straight chain or the cycloalkanes that the substituted carbon number of branched alkyl is 3-8
Base etc.；N can be the 0th, the 1st, the 2nd, the 3rd, the 4th, 5 or 6.
Here it should be noted that in Formulas I square brackets can include current cyclohexyl, it is also possible to include separately
On one cyclohexyl, the compound that i.e. following formula also represents for Formulas I, the two is equal to, all represents this LCD compound
Thing has a n+1 cyclohexyl:
Preferably, R is selected from the alkyl that carbon number is 1 to 7；R1And R2Former independently selected from hydrogen, carbon
Subnumber is the alkyl of 1 to 7；N is the 0th, 1 or 2.
Inventor is it has furthermore been found that described liquid-crystal compounds is selected from following chemical structural formula:
The present invention also provides a kind of method preparing above-mentioned liquid-crystal compounds, comprises the following steps:
Step a, compound I-1 is carried out bromo-reaction with N-bromo-succinimide in oxolane,
Obtain compound I-2；Reaction equation is as follows:
Step b, compound I-2 and butyl lithium are reacted after, andCarry out addition anti-
Should, it is then dehydrated, then hydrogenates, obtain compound I-3；Reaction equation is as follows:
Step c, compound I-3 is carried out bromo-reaction with bromine in dichloromethane, obtain compound I-4；
Reaction equation is as follows:
Step d, by compound I-4 and R1Base magnesium bromide carries out coupling reaction, and product is separated, obtains anti-
Formula product, i.e. compound I, reaction equation is as follows:
Wherein, R is selected from the alkyl that carbon number is 1 to 10；R1And R2Independently selected from hydrogen, carbon atom
Number is the alkyl of 1 to 10；Any integer in 0 to 6 for the n.
The present invention also provides a kind of liquid-crystal composition, including the LCD compound shown at least one above-mentioned Formulas I
Thing.
In this technical scheme, owing to have employed the liquid-crystal compounds shown in Formulas I in liquid-crystal composition, because of
This, be beneficial to improve the clearing point of liquid-crystal composition, and the cryogenic property of liquid-crystal composition is also preferable.In liquid crystal group
In compound the liquid-crystal compounds shown in Formulas I can add one, two kinds, three kinds even more multiple.
Inventor finds, it is preferred that in described liquid-crystal composition, the quality of the liquid-crystal compounds shown in Formulas I is divided
Number is 5%～50%, preferably 5%～20%.The 5%th, the 8%th, the 19%th, the 20%th, the 23%th, such as mass fraction is
25%th, the 28%th, the 32%th, the 35%th, the 39%th, 45% or 48%.
Especially, described liquid-crystal composition includes:
Mass fraction is the compound of 8%:
Mass fraction is the compound of 10%:
Mass fraction is the compound of 11%:
Mass fraction is the compound of 14%:
Mass fraction is the compound of 15%:
Mass fraction is the compound of 16%:
Mass fraction is the liquid-crystal compounds of 26%:
Especially, described liquid-crystal composition includes:
Mass fraction is the compound of 6%:
Mass fraction is the compound of 8%:
Mass fraction is the compound of 18%:
Mass fraction is the compound of 33%:
Mass fraction is the compound of 12%:
Mass fraction is the compound of 12%:
Mass fraction is the liquid-crystal compounds of 11%:
Especially, described liquid-crystal composition includes:
Mass fraction is the compound of 4%:
Mass fraction is the compound of 15%:
Mass fraction is the compound of 10%:
Mass fraction is the compound of 11%:
Mass fraction is the compound of 6%:
Mass fraction is the compound of 10%:
Mass fraction is the compound of 20%:
Mass fraction is the compound of 12%:
Mass fraction is the compound of 12%:
The embodiment of the present invention also provides the preparation method of a kind of any of the above-described kind of described liquid-crystal composition, described system
Preparation Method includes: be mixed to get each component in liquid-crystal composition.
The embodiment of the present invention also provides a kind of display panels, and the liquid crystal layer of this display panels comprises
Stating any one liquid-crystal composition, for example, display panels includes first substrate and the second base putting box
Plate, and the liquid crystal layer being positioned between first substrate and second substrate, this liquid crystal layer can use any of the above-described
Plant liquid-crystal composition to obtain.
In this technical scheme, owing to liquid-crystal composition has higher clearing point, there is wider nematic phase
Scope, therefore, uses this liquid-crystal composition as liquid crystal layer, is conducive to improving the aobvious of display panels
Show performance.
Several specific embodiment is set forth below, but the present invention is not limited by these embodiments.
First, the preparation of the liquid-crystal compounds shown in Formulas I
Enumerating the preparation process of the liquid-crystal compounds shown in several specific embodiment formula I, the present invention is simultaneously
Being not limited to following embodiment, specifically, the preparation process of this liquid-crystal compounds is as follows:
Embodiment 1
A kind of concrete compound P1 of the liquid-crystal compounds shown in Formulas I:
The synthetic route of P1 is as follows:
Step a, compound P1-1 is carried out bromo-reaction with N-bromo-succinimide in oxolane,
Obtain compound P1-2, particularly as follows:
In 250ml there-necked flask, 2.5 grams are had the compound 7 of formula P1-1,7-dimethyl-7H-benzo [de]
Anthracene (preparing according to patent WO2011/115378) is dissolved in 50ml oxolane, under agitation adds
Enter 1.8 grams of N-bromo-succinimides, be warming up to 35 DEG C and react 1 hour, then, add 80 milliliters of water,
Separate out yellow solid, filter, be dried, product mass spectrum (m/e): 324, obtain the compound of formula P1-2；
Step b, compound P1-2 and butyl lithium are reacted after, then andCarry out addition
Reaction, is then dehydrated, then hydrogenates, obtain compound P1-3, particularly as follows:
Add 50 milliliters of oxolanes, 3.23 g of compound P1-2 in 250ml there-necked flask, protect at nitrogen
Protect borehole cooling to-78 DEG C, be slowly added dropwise the hexane solution of the butyl lithium that 6.3 milliliters of concentration is 1.6M, add
-78 DEG C of insulation reaction of Bi Yu 1 hour, are added thereto to 1.68 gramsWith 10 milliliter four
The solution that hydrogen furans is made into, finishes, and warms naturally to 25 DEG C, stirring reaction 2 hours.Add ammonium chloride molten
Liquid hydrolyzes.Then separatory, washing, in organic layer, then add 100 milliliters of toluene, 1 gram of monohydrate pair
Toluenesulfonic acid reflux water-dividing 15 hours, cooling, washing, organic layer is concentrated to dryness and obtains intermediate compound.
It is transferred to gained intermediate compound in reactor, add 15 milliliters of ethanol, 10 milliliters of ethyl acetate, 0.1
Palladium/the carbon of gram 5%, with reactor described in hydrogen purge, carries out hydrogenation under Hydrogen Vapor Pressure 0.1MPa
It 2 hours, after reactant liquor is removed catalyst, is concentrated to dryness, silica gel column chromatography, petroleum ether: dichloromethane
=10:1 elutes, and obtains product, i.e. obtains the compound of formula P1-3；
Step c, compound P1-3 is carried out bromo-reaction with bromine in dichloromethane, obtains compound P1-4,
Particularly as follows:
In 250ml there-necked flask, the compound with formula P1-3 obtaining 4.0 grams in stepb dissolves
In 50ml dichloromethane, control reaction temperature is maintained at 25 DEG C, and dropping contains 8 milliliter two of 1.6g bromine
Chloromethanes solution.Finish maintenance 25 DEG C to react 2 hours, add water, separatory, organic layer sodium hydrogensulfite water
Solution washs, washing, and magnesium sulfate is dried, silica gel column chromatography, petroleum ether: dichloromethane=10:1 wash-out,
Obtain the compound of formula P1-4, product mass spectrum (m/e): 474；
Step d, compound P1-4 and propyl group magnesium bromide being carried out coupling reaction, product is separated, obtains anti-
Formula product, i.e. compound shown in formula P1, particularly as follows:
In 250ml there-necked flask, the compound with formula P1-4 obtaining 4.8 grams in step c dissolves
It in 50ml toluene, is subsequently adding four (triphenyl phosphorus) palladium catalyst of catalytic amount (about 0.1g), stirs
Mix down in the tetrahydrofuran solution 20 milliliters of propyl group magnesium bromide of 30 DEG C of dropping 1.5M, then insulation is anti-
Answer 3 hours, add water, separatory, after organic layer washing, magnesium sulfate is dried, silica gel column chromatography, petroleum ether:
Dichloromethane=10:1 wash-out, eluent concentrated acid is to doing, and toluene/petroleum ether/alcohol mixed solvent recrystallizes,
Obtain product, i.e. compound shown in formula P1.
Product mass spectrum (m/e): 438, product compound P1's1Accompanying drawing 2 is shown in by H-NMR collection of illustrative plates.
Through NMR and mass spectrograph etc. detection, determine the structural formula of this liquid-crystal compounds as shown in P1,
Liquid-crystal compounds P1 named 7,7-dimethyl-3-((1r, 4s)-4-pentylcyclohexyl)-9-propyl group-7H-benzo [de]
Anthracene, its English name is: 7,7-dimethyl-3-((1r, 4s)-4-pentylcyclohexyl)-9-propyl-7H-benzo
[de]anthracene。
The character of compound P1 is as follows:
Clearing point: 170 DEG C
Embodiment 2
The concrete compound P2 of the another kind of the liquid-crystal compounds shown in Formulas I
P2 synthetic route is with reference to the synthetic route of P1, only by step bChange into?.
Product mass spectrum (m/e): 520, compound P2's1Accompanying drawing 3 is shown in by H-NMR collection of illustrative plates.
Through NMR and mass spectrograph etc. detection, determine the structural formula of this liquid-crystal compounds as shown in P2,
Liquid-crystal compounds P2 named 7,7-dimethyl-3-((1s, 1 ' r, 4S, 4 ' S)-4 '-amyl group-[1,1 '-two (hexamethylene)]-4-
Base)-9-propyl group-7H-benzo [de] anthracene, its English name is: 7,7-dimethyl-3-((1s, 1 ' r, 4S, 4 ' S)-
4’-pentyl-[1,1’-bi(cyclohexan)]-4-yl)-9-propyl-7H-benzo[de]anthracene。
The character of compound P2 is as follows:
Clearing point: 162 DEG C
By changing other chemical combination that different reactants can be limited by similar method synthesis type I
Thing, for example following compound:
2nd, the preparation of the liquid-crystal composition of above-mentioned liquid-crystal compounds is included
Only choose several preferred embodiment at this and illustrate that the composition comprising above-mentioned liquid-crystal compounds has
Preferable performance, the present invention is not limited to these embodiments restrictions.
In the liquid-crystal composition of following embodiment, in addition to the liquid-crystal compounds shown in Formulas I, other are each
Component is by commercially available.
The liquid-crystal composition of embodiment 3～5 is prepared by being mixed to get each component.
Embodiment 3
Each component of liquid-crystal composition A and content (percetage by weight) thereof are as shown in table 1:
Each component of table 1 liquid-crystal composition A and percetage by weight table thereof
The method of testing of the clearing point (Cp) of liquid-crystal composition A: press People's Republic of China's information industry
The test side of liquid crystal material clearing point in the liquid crystal material performance test methods (SJ 20746-1999) that portion issues
Method is measured.Each liquid-crystal composition following is also tested according to this method of testing, follow-up no longer one by one
Repeat.
After testing, the clearing point of liquid-crystal composition A is 119 DEG C.This liquid-crystal composition A has high limpid
Point, therefore can widen the range of application of liquid-crystal composition.
Embodiment 4
Each component of liquid-crystal composition B and content (percetage by weight) thereof are as shown in table 2:
Each component of table 2 liquid-crystal composition B and percetage by weight table thereof
The clearing point of liquid-crystal composition B is 138 DEG C.This liquid-crystal composition B has high clearing point, can expand
In the range of application of wide liquid-crystal composition.
Embodiment 5
Each component of liquid-crystal composition C and content (percetage by weight %) thereof are as shown in table 3:
Each component of table 3 liquid-crystal composition C and percetage by weight table thereof
After testing, the clearing point of liquid-crystal composition C is 127 DEG C.This liquid-crystal composition C has high limpid
Point, can widen the range of application of liquid-crystal composition significantly.
Comparative example does not include that the liquid-crystal composition of the liquid-crystal compounds shown in Formulas I is as shown in table 4:
Each component of table 4 liquid-crystal composition D and percetage by weight table thereof
After testing, the clearing point of liquid-crystal composition D is 87 DEG C.This liquid-crystal composition D has relatively low clear
Bright spot, it is seen that use the liquid-crystal composition including compound shown in Formulas I, due to the compound shown in Formulas I originally
Body has higher clearing point, can obtain higher clear when it and when other liquid-crystal compounds suitable mix
Bright spot, has widened the range of application of liquid-crystal composition significantly.
Obviously, those skilled in the art can carry out various change and modification without deviating from this to the present invention
Bright spirit and scope.So, if the present invention these modification and modification belong to the claims in the present invention and
Within the scope of its equivalent technologies, then the present invention is also intended to comprise these changes and modification.
Claims (11)
1. a liquid-crystal compounds, it is characterised in that the structural formula of described liquid-crystal compounds shown in formula I:
Wherein, R is selected from the alkyl that carbon number is 1 to 10；R1And R2Independently selected from hydrogen, carbon atom
Number is the alkyl of 1 to 10；Any integer in 0 to 6 for the n.
2. liquid-crystal compounds as claimed in claim 1, it is characterised in that R is 1 selected from carbon number
To the alkyl of 7；R1And R2Independently selected from the alkyl that hydrogen, carbon number are 1 to 7；N be the 0th, 1 or
2。
3. liquid-crystal compounds as claimed in claim 1, it is characterised in that described liquid-crystal compounds is concrete
Selected from following chemical structural formula:
4. the method preparing liquid-crystal compounds as claimed in claim 1, it is characterised in that include
Following steps:
Step a, compound I-1 is carried out bromo-reaction with N-bromo-succinimide in oxolane,
Obtain compound I-2；Reaction equation is as follows:
Step b, compound I-2 and butyl lithium are reacted after, then andCarry out addition
Reaction, is then dehydrated, then hydrogenates, obtain compound I-3；Reaction equation is as follows:
Step c, compound I-3 is carried out bromo-reaction with bromine in dichloromethane, obtain compound I-4；
Reaction equation is as follows:
Step d, by compound I-4 and R1Base magnesium bromide carries out coupling reaction, and product is separated, obtains anti-
Formula product, i.e. compound I, reaction equation is as follows:
Wherein, R is selected from the alkyl that carbon number is 1 to 10；R1And R2Independently selected from hydrogen, carbon atom
Number is the alkyl of 1 to 10；Any integer in 0 to 6 for the n.
5. a liquid-crystal composition, it is characterised in that include at least one as described in claim 1
The liquid-crystal compounds shown in Formulas I in liquid-crystal compounds.
6. liquid-crystal composition as claimed in claim 5, it is characterised in that in described liquid-crystal composition,
The mass fraction of the liquid-crystal compounds shown in Formulas I is 5%～50%.
7. liquid-crystal composition as claimed in claim 6, it is characterised in that in described liquid-crystal composition,
The mass fraction of the liquid-crystal compounds shown in Formulas I is 5%～20%.
8. liquid-crystal composition as claimed in claim 7, it is characterised in that described liquid-crystal composition includes:
Mass fraction is the compound of 8%:
Mass fraction is the compound of 10%:
Mass fraction is the compound of 11%:
Mass fraction is the compound of 14%:
Mass fraction is the compound of 15%:
Mass fraction is the compound of 16%:
Mass fraction is the liquid-crystal compounds of 26%:
9. liquid-crystal composition as claimed in claim 7, it is characterised in that described liquid-crystal composition includes:
Mass fraction is the compound of 6%:
Mass fraction is the compound of 8%:
Mass fraction is the compound of 18%:
Mass fraction is the compound of 33%:
Mass fraction is the compound of 12%:
Mass fraction is the compound of 12%:
Mass fraction is the liquid-crystal compounds of 11%:
10. liquid-crystal composition as claimed in claim 7, it is characterised in that described liquid-crystal composition includes:
Mass fraction is the compound of 10%:
Mass fraction is the compound of 11%:
Mass fraction is the compound of 6%:
Mass fraction is the compound of 10%:
Mass fraction is the compound of 20%:
Mass fraction is the compound of 12%:
Mass fraction is the compound of 12%:
11. 1 kinds of display panels, it is characterised in that the liquid crystal layer of described display panels comprise as
The arbitrary described liquid-crystal composition of claim 5～10.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103992801A (en) * | 2014-05-23 | 2014-08-20 | 京东方科技集团股份有限公司 | 7-hydrobenzo (de) anthracene liquid crystal compound and liquid crystal composition thereof |
| CN104017586A (en) * | 2014-05-29 | 2014-09-03 | 京东方科技集团股份有限公司 | Liquid crystal compound, liquid crystal composition, preparation methods thereof and liquid crystal display panel |
| CN104017585A (en) * | 2014-05-29 | 2014-09-03 | 京东方科技集团股份有限公司 | Liquid crystal compound, liquid crystal composition, preparation methods thereof and liquid crystal display panel |
| CN104496742A (en) * | 2014-12-30 | 2015-04-08 | 京东方科技集团股份有限公司 | Liquid crystal compound, liquid crystal composition and application of liquid crystal compound and liquid crystal composition |
-
2015
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103992801A (en) * | 2014-05-23 | 2014-08-20 | 京东方科技集团股份有限公司 | 7-hydrobenzo (de) anthracene liquid crystal compound and liquid crystal composition thereof |
| CN104017586A (en) * | 2014-05-29 | 2014-09-03 | 京东方科技集团股份有限公司 | Liquid crystal compound, liquid crystal composition, preparation methods thereof and liquid crystal display panel |
| CN104017585A (en) * | 2014-05-29 | 2014-09-03 | 京东方科技集团股份有限公司 | Liquid crystal compound, liquid crystal composition, preparation methods thereof and liquid crystal display panel |
| CN104496742A (en) * | 2014-12-30 | 2015-04-08 | 京东方科技集团股份有限公司 | Liquid crystal compound, liquid crystal composition and application of liquid crystal compound and liquid crystal composition |
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