CN107540645A - A kind of benzofurans liquid-crystal compounds and combinations thereof - Google Patents
A kind of benzofurans liquid-crystal compounds and combinations thereof Download PDFInfo
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Abstract
The invention discloses a kind of liquid-crystal compounds containing benzofuran ring.The general structure of liquid-crystal compounds is such as shown in (1)：
Description
Technical field
The present invention relates to a kind of benzofurans liquid crystal material, suitable for the liquid crystal device of the vertical orientated technology of polymer stabilizing
In part, it is contemplated that produce positive influences to the response speed of device.
Background technology
The vertical orientated Display Technique of polymer stabilizing (PSVA) is cooperated out by Youda (AUO) and Merck (Merck)
The polymer stabilizing homeotropic alignment technique of hair, the technology are mainly toppled over by the TFT/ITO liquid crystal control electrodes with gap, and in liquid
Photosensitive polymer is added in brilliant material, after panel forms, applies electric field, topples over liquid crystal, recycle ultraviolet light to make in liquid crystal
Photo-sensitive monomer reacts, and liquid crystal is produced pre-tilt angle with electric field driven direction, reaches the characteristic of multidomain.Therefore compare MVA
And the advantages of PVA, PSVA is good black state, the response time is fast, transmitance is high, cost is low etc..
The report that the polymer stabilizing VA patterns of first case report result from, especially Kume et al. in 1998 is logical for the first time
Crossing polymer realizes control to orientation and surface inclination angle, and the SEM image and polymer controls for passing through oriented layer
Surface tilt angle model characterized and illustrated.The controllable resin in position has all been used in these reports as separation pad
Or protrusion.After this, 2004, Hanaoka et al. reported the orientation technology (PSA) of polymer stabilizing, in this technology
In, the multiple orientation of liquid crystal director when realizing ON state by portraying a minimum fish bone well electrode on the pixel electrode,
And liquid crystal is stabilized at the inclination angle of VA layers by photo polymerization monomer.They think it is designed go out device and MVA devices
Compared to should have high transmitance, more preferable dark-state and faster response time.In the clever experiments of Wu Shi in 2007 and 2008
Group reports uses polymer stabilized nematic liquid crystals director in PVA devices, the response time is more significantly accelerated, among these
The content of polymerisable liquid crystal (RM) is about 0.1wt.%.Recently, Hsuet et al. reports doping 0.05wt.% reaction monomers
The stable MVA-LCD of post-consumer polymer optical property.
It is well known that liquid crystal is liquid crystal (Liquid Crystal), also due to liquid crystal is between liquid and solid-state
And referred to as Mesogen, therefore, the reactive liquid crystals sold life is Reactive Mesogen by Merck.Briefly, react
Type liquid crystal has liquid crystal core, end with 1 or multiple can reactive functionality, it is usually acrylate-based, can be through photopolymerization into height
Molecular network.Because used polymerization initiators are mostly UV photosensitive types (wavelength is 254~365nm), therefore referred to as UV response types
Liquid crystal.The supplier of UV reactive liquid crystals has Merck polymerisable liquid crystal series with product at present, and Wacker SLM is serial,
BASF Paliocolor series etc..
After polymerisable liquid crystal pours into liquid crystal cell together with bulk liquid crystal, polymerisable liquid crystal is evenly distributed in main body liquid
In crystalline substance.Apply a fixed voltage to liquid crystal cell, we term it voltage is solidified, at this moment the liquid crystal molecule in body revolves
Turn.Start to be irradiated with UV light while voltage is kept, at this moment polymerisable liquid crystal molecule occurs on oriented layer (PI) surface
Polymerization, forms " cynapse " one by one, finally revocation solidification voltage and UV light, and liquid crystal molecule returns to original state, and forms one
Fixed pre-tilt angle.Pre-tilt angle can influence the speed of driving voltage size and response speed.Pre-tilt angle is bigger, the driving of required application
Voltage is smaller, and response speed is faster, but if pre-tilt angle is excessive, phenomena such as light leak can occur.So regulation and control of pre-tilt angle size
It has been largely fixed the performance of liquid crystal device.Traditional handicraft is that pre-tilt angle is formed by way of being rubbed in oriented layer,
This method wastes time and energy, if the introducing for passing through polymerisable liquid crystal, it is only necessary to which simple illumination can forms controllable pre-
Inclination angle, then this can save substantial amounts of time and production cost.
As fully visible, the development of the new PSVA technologies of polymer stabilized nematic liquid crystals, compared with traditional VA devices, it is improved
The electro-optical characteristic of device, particularly rise time.Different from traditional interpenetrating net polymer is formed in whole liquid crystal layer
Liquid crystal/polymer composite materials, in the art, in order to provide a kind of pre-tilt angle angle set, polymeric layer only exists
In surface and perpendicular to oriented layer.PSVA-LCD not only shows that electro-optical properties can be improved compared with traditional VA devices, together
When do not need thrust in MVA devices and PVA devices on electrode pattern, more conveniently form 4 the farmlands even liquid on 8 farmlands
Crystal panel, a greater degree of contrast and angle of visibility for improving display device, this panel made in traditional friction orientation layer
In can not possibly accomplish.Therefore, from the viewpoint of performance and cost, PSVA-LCD devices, which possess, surmounts other VA devices
Advantage, in actual application, the magnificent starlight in continent is electric, and the producer such as strange U.S., Youda of Taiwan is all widely used
The existing ripe polymerisable liquid crystal product supply of the producers such as PSVA-LCD devices, Merck and JNC, wherein Merck polymerizable liquid
Brilliant material RM257 is widely used, and its structure is as follows：
It compared in patent CN 102482577A after the RM materials polymerization of different carbon chain lengths to the shadow of pre-tilt angle size
Ring, RM material molecule structures are as follows：
R1 increases to R3 end carbon chains length successively.In compound R 1, two polymerizable functional groups directly with liquid crystal core
It is connected, in compound R 2 and R3, one of polymerizable functional group is connected by spacer group and liquid crystal nuclear phase, another polymerizable official
It can roll into a ball and directly connect with liquid crystal nuclear phase.Above-mentioned RM materials are made an addition in bulk liquid crystal, pre-tilt angle size etc. after adding proportion, polymerization
Data are as shown in the table：
The different end chain RM materials of table 1. are added into the data of pre-tilt angle formed in different subjects liquid crystal
After reactive liquid crystalline is added into bulk liquid crystal, mixed crystal is loaded into testing cassete, and be 300- with wave-length coverage
400nm broadband-pass filter makes it expose (25mW/cm to the open air to UV light2, 4min), make reactive liquid crystalline photopolymerization.After polymerization
Caused pre-tilt angle is as shown above in bulk liquid crystal mixture.As can be seen that compared with all kinds of mixed crystal comprising R2, R3,
The pre-tilt angle of minimum is generated in mixed crystal M11, M41 and M51 comprising R1 (without spacer group), this explanation terminal polymerizable base
The conjugated structure of group and liquid crystal core is more beneficial for the formation of pre-tilt angle.
It has studied in the A of patent CN 104927876 and heterocycle be introduced into influence in liquid crystal core to performance, especially tonka-bean
Influence of the introducing of plain structure to structure and performance.Cumarin (Cornnarin) is the one kind for having benzopyrone parent nucleus
The general name of native compound, the lactone formed along coumarinic acid dehydration is can be regarded as in structure.It has virtue fragrant and sweet
The natural products of gas, it is one of main active of medicinal plant, its structure is as follows：
In the bulk liquid crystal of table 2. add RM after different light irradiation times VHR data
| VHR | N2 | N2+R1 | N2+R4 | N2+R5 |
| Initially | 53.32 | 51.84 | 51.94 | 53.09 |
| 10min UV | / | 61.68 | 73.08 | 70.32 |
| 30min daylight | 49.13 | 63.51 | 72.01 | 63.29 |
As seen from the above table, in the LC media of polymerizable compound are included, after 10min UV illumination, VHR values with just
Initial value and do not contain RM materials N2 bulk liquid crystals VHR values compared to being significantly increased.In addition, in 30min illumination conditions
Afterwards, the VHR values of N2+R4 and N2+R5 with polymerizable compound are stable, and bulk liquid crystal N2 VHR is remarkably decreased.
In contrast, the VHR values of the N2+R4 containing cumarin liquid crystal core substantially compare biphenyl to two kinds of formulas containing polymerizable compound
The N2+R5 of class is high.
Above introduce tonka bean camphor structure to the indexs such as VHR produce positive influences, but tonka bean camphor structure conjugacy itself compared with
Difference, causes that the absorption efficiency to light is inadequate, and polymerization speed has much room for improvement.Compared with tonka bean camphor structure, benzofuran ring structure
It is stable, there is wider liquid crystal state temperature range, there is wide application in liquid crystal material.Meanwhile phenyl ring and furan nucleus are high
Degree conjugation (this point is better than tonka bean camphor structure), has rigid molecular skeleton, improves rigidity and conjugation performance guarantee is polymerizable
Vertical-growth and faster polymerization speed is kept during polymerizable mesogenic, it is contemplated that can be had to response speed, voltage retention etc. more positive
Influence.
The content of the invention
In order to overcome the shortcomings of prior art dissolubility is poor, polymerization speed is not fast enough, the present invention proposes that one kind is based on benzo
The polymerisable liquid crystal compound of furan nucleus.The liquid-crystal compounds has the characteristics that longer linear conjugate length, viscosity are relatively low, adds
Enter and pre-tilt angle is advantageously formed in liquid crystal device, and then improve the response speed of device, suitable for liquid crystal optical device field.
In order to realize above-mentioned task, the present invention takes following technical solution：
A kind of benzofurans liquid-crystal compounds, general structure is such as shown in (I)：
Wherein R represents any of the linear paraffin that carbon number is 0~5, trifluoromethyl；Z represent singly-bound, ethylene linkage, acetylene bond,
Any of ester bond, difluoromethyl ether key；F (x) represents fluorine atom substitution in optional position on phenyl ring, and x represents the substitution of fluorine atom
Number, its value are 0~4；N represents the linear paraffin that carbon number is 1~9；M represents the linear paraffin that carbon number is 1~9.
According to the present invention, wherein it is preferred that R is the straight chained alkyl of carbon number 0~1.
The preferable benzofurans liquid-crystal compounds of the present invention, general structure are as follows：
, according to the invention it is preferred to example concrete structure formula it is as follows：
The benzofurans high birefringence rate liquid crystal compound of the present invention, prepared using following route：
Initiation material m1, iodo is realized by KOH, KI and NaClO, obtain corresponding iodo product m2.By raw material m2 with
Trimethyl silicane alkynes, which is coupled and then is deprotected, obtains intermediate m4.M2 and m4 couplings and cyclization are obtained into intermediate m5, continued to m5
Deprotection obtains m6.Finally produced by m6 and the esterification of acrylic acid/methacrylic acid/trifluoromethyl acrylate etc.
Thing.
A kind of liquid-crystal composition provided by the invention, include compound shown in one or more formulas I, content 0.01%wt
To 5%wt；The one or more compound of formula II and one or more formulas III compounds, total content 95%wt to 99.99%
wt；
R1、R2Each independently represent the alkenyl, carbon number 0 that linear paraffin, carbon number that carbon number is 1~9 are 2-10
~9 fluorine-containing linear paraffin；Z1、Z2、Z3、Z4It is each independent to represent oxygen, singly-bound, ethane bridged bond, ethylene linkage, acetylene bond, ester bond, difluoro
Any of methyl ether key；m1Value 1~3；It is each independent to represent In any
Kind.
Advantage of the present invention：Benzofuran ring structure is introduced into polymerisable liquid crystal molecular skeleton by the present invention, with existing three
Biphenyl class polymerisable liquid crystal material (such as Merck RM257) compares, and improves the conjugated degree of molecule, and then improve and divide
The polymerization speed of son.This new polymerisable liquid crystal material is introduced into liquid crystal device, pre-tilt angle can be effectively formed, from
And improve the response speed of device.This kind of novel polymerizable liquid crystal material can hang down in negativity pattern, especially polymer stabilizing
It is widely used under straight orientation Display Technique (PSVA).
Embodiment
The present invention is described in further details below in conjunction with specific embodiment.
Involved percentage composition is weight percentage in following embodiments, temperature for DEG C,1H-NMR represents nuclear-magnetism
Resonate hydrogen spectrum, tester：The Advanced 500M Hz NMRs of Bruker companies；
The present patent application embodiment liquid crystal monomer structure represents with code, liquid crystal ring structure, end group, the code of linking group
Method for expressing see the table below (one)：
Table (one)
Embodiment 1：RM1 synthesis：
Concrete structure formula is as follows：
Preparation process is as follows：
Step 1：The synthesis of intermediate 1
To equipped with mechanical agitation, constant pressure funnel 1L three-necked flasks in, add p methoxy phenol (12.4g,
0.1mol), KI (16.6g, 0.1mol), KOH (5.6g, 0.1mol) are sufficiently stirred dissolving with 100ml methanol.System is placed
In cold bath, after being cooled to 0 DEG C (interior temperature), start that sodium hypochlorite (135g, 0.1mol) is added dropwise.Rate of addition is controlled, is made
Less than 0 DEG C is kept internal temperature at, until being added dropwise.Continue to react 2h, GC monitoring reactions.Post-processing approach is first is acidified, chlorination
Layering is washed after imitative, Na is used after washing organic layer to neutrality2S2SO3The aqueous solution is washed, and is then washed again, is dried overnight, and is spin-dried for.Most
Dark thick purees is obtained eventually.
Step 2：The synthesis of intermediate 2
Take previous step reaction product (7.5g, 30mmol) to add and mechanical agitation, thermometer, reflux condensing tube and perseverance are installed
In the 500ml three-necked flasks for pressing dropping funel, 30ml triethylamines and 10mlDMF are added, nitrogen displacement is three times.Add in dropping funel
Enter the triethylamine solution to Methoxy-phenylacetylene (3.96g, 30mmol), bis-triphenylphosphipalladium palladium dichloride is continuously added in system
(0.21g, 1%), cuprous iodide (0.17g, 3%) and triphenylphosphine (0.25g, 3%), after taking a breath three times again, are warming up to 40
DEG C, start to be added dropwise.It is slowly added dropwise, temperature is maintained within 45 DEG C in holding system, until being added dropwise, is continued after reacting 1h,
65 DEG C are warming up to, reacts 16h.By GC detections after completion of the reaction, filter, be spin-dried for obtaining red brown solid, it is then molten with toluene
Washed after solution, anhydrous magnesium sulfate is dried, and vacuum distillation is spin-dried for, and obtains dark brown solid.
Step 3：Intermediate 3 synthesizes
Take previous step reaction product (0.76g, 3mmol) to add to be provided with the single port bottle of constant pressure funnel, add
20ml dichloromethane and magneton, system is positioned in cold bath, is cooled to 0 DEG C.The BBr that will be weighed up3(1.1g,
After dichloromethane solution 4.5mmol) adds dropping funel, start to be slowly added dropwise, temperature is within 5 DEG C in maintenance system, directly
To being added dropwise, continue to sample detection after reacting 0.5h.After reaction terminates, vacuum distillation is spin-dried for, after being dissolved with a large amount of toluene, water
It is washed till neutrality.It is yellow solid to obtain product.
Step 4：RM1 synthesis
Under the conditions of lucifuge in reaction bulb add previous step reaction product (0.5g, 2.2mmol), EDC (1.96g,
8.8mmol) acrylic acid (0.63g, 8.8mmol), DMAP (0.01g, 0.2mmol), add 20ml THF stirring and dissolvings, room temperature
Detection is sampled after lower reaction 24h.After completion of the reaction, filter, be spin-dried for obtaining yellow solid, washed after then being dissolved with toluene, nothing
Water magnesium sulfate is dried, and vacuum distillation is spin-dried for, and obtains yellow solid, by column chromatography repeatedly and is recrystallized to give white solid.
Structural Identification：1H NMR(CDCl3,500MHz)δ:5.89-6.03(m,4H),6.42-6.58(m,2H),7.10-
7.22 (m, 4H), 7.41 (s, 1H), 7.58-7.64 (d, 1H, J=7.6Hz), 7.69-7.77 (m, 2H) more than Structural Identifications
The compound structure gone out synthesized by as shown by data is correct.
Embodiment 2：RM2 synthesis：
Using the acrylic acid in the step of methacrylic acid alternate embodiment 1 (4), same method synthesizes RM2.
Structural Identification：1H NMR(CDCl3,500MHz)δ:1.99-2.04(m,6H),5.68-5.73(m,2H), 6.29-
6.33(m,2H),6.89-6.97(m,2H),7.13-7.21(m,2H),7.24-7.29(m,1H),7.40-7.46(m,1H),
7.77-7.85(m,2H).The compound structure gone out synthesized by above Structural Identification as shown by data is correct.
Embodiment 3：RM3 synthesis：
Using the acrylic acid in the step of trifluoromethyl acrylate alternate embodiment 1 (1), closed according to the same method of embodiment 1
Into going out RM3.
Structural Identification：1H NMR(500MHz)δ:6.51 (dd, J=4.0Hz, 1.2Hz, 2H), 6.77 (dd, J=4.4Hz,
1.3Hz, 2H), 7.10-7.25 (m, 4H), 7.40 (s, 1H), 7.61 (d, J=7.5Hz, 1H), 7.70-7.77 (m, 2H) with
The compound gone out synthesized by upper Structural Identification as shown by data is strictly RM3.
Embodiment 4：RM4 synthesis：
Preparation process is as follows：
Step 1：The synthesis of intermediate 1
To equipped with mechanical agitation, constant pressure funnel 1L three-necked flasks in, add p methoxy phenol (12.4g,
0.1mol), KI (16.6g, 0.1mol), KOH (5.6g, 0.1mol) divide stirring and dissolving with 100ml methanol.System is positioned over low
In warm bath groove, after being cooled to 0 DEG C (interior temperature), start that sodium hypochlorite (135g, 0.1mol) is added dropwise.Rate of addition is controlled, makes interior temperature
Less than 0 DEG C is maintained at, until being added dropwise.Continue to react 2h, GC monitoring reactions.Post-processing approach is first is acidified, after chlorination is imitative
Washing layering, Na is used after washing organic layer to neutrality2S2SO3The aqueous solution is washed, and is then washed again, is dried overnight, and is spin-dried for.Final
To dark thick purees.
Step 2：The synthesis of intermediate 2
Raw material is added to bromobenzene propyl alcohol (10.7g, 50mmol) and triethylamine constant pressure funnel, bulb condensation are installed
Pipe, thermometer there-necked flask in, continuously added after abundant nitrogen displacement, in system bis-triphenylphosphipalladium palladium dichloride (0.35g,
1%), cuprous iodide (0.28g, 3%) and triphenylphosphine (0.9g, 3%), trimethyl silicane alkynes is added in dropping funel, is put again
Change nitrogen.System is warming up to 65 DEG C afterwards, starts that trimethyl silicane alkynes is added dropwise.During dropwise addition, temperature maintains 65-70 in system
Between DEG C, continue to react 6h after being added dropwise, until fully conversion.Last handling process is that suction filtration is gone out triethylamine salt, and decompression is steamed
Evaporate and be spin-dried for triethylamine, obtain dark oil thing.To be washed after adding normal heptane dissolving, anhydrous magnesium sulfate is dried, and vacuum distillation is spin-dried for,
Obtain dark oil thing.
Previous step product and ethanol are added in single port bottle, add KOH (0.84g, 15mmol), abundant nitrogen displacement.Magnetic
Detection is sampled after the lower reaction 1h of power stirring, until fully reaction finishes.Post-process and be spin-dried for ethanol for vacuum distillation, add normal heptane
Washing removes KOH until neutral after dissolving, and anhydrous magnesium sulfate is dried, and vacuum distillation is spin-dried for, and obtains dark oil thing.
Step 3：The synthesis of intermediate 3
Take the iodo- 4- metoxyphenols (7.5g, 30mmol) of first step reaction product 2- to add and mechanical agitation, temperature are installed
In the 500ml three-necked flasks of meter, reflux condensing tube and constant pressure funnel, 30ml triethylamines and 10mlDMF, nitrogen displacement are added
Three times.The triethylamine solution of intermediate 2 (8.2g, 30mmol) is added in dropping funel, bi triphenyl phosphine is continuously added in system
Palladium chloride (0.21g, 1%), cuprous iodide (0.17g, 3%) and triphenylphosphine (0.25g, 3%), after taking a breath three times again,
40 DEG C are warming up to, starts to be added dropwise.It is slowly added dropwise, temperature is maintained within 45 DEG C in holding system, until being added dropwise, is continued anti-
After answering 1h, 65 DEG C are warming up to, reacts 16h.By GC detections after completion of the reaction, filter, be spin-dried for obtaining black solid, then use first
Washed after benzene dissolving, anhydrous magnesium sulfate is dried, and vacuum distillation is spin-dried for, and obtains black solid.
Step 4：The synthesis of intermediate 4
Take previous step reaction product (0.85g, 3mmol) to add to be provided with the single port bottle of constant pressure funnel, add
20ml dichloromethane and magneton, system is positioned in cold bath, is cooled to -10 DEG C.The BBr that will be weighed up3(1.1g,
After dichloromethane solution 4.5mmol) adds dropping funel, start to be slowly added dropwise, in maintenance system temperature below -5 DEG C,
Until being added dropwise, continue to sample detection after reacting 0.5h.After reaction terminates, vacuum distillation is spin-dried for, after being dissolved with a large amount of toluene,
It is washed to neutrality.It is Tan solid to obtain product.
Step 5：RM4 synthesis
Previous step reaction product (0.2g, 1mmol), EDC (0.89g, 4mmol) are added under the conditions of lucifuge in reaction bulb
Acrylic acid (0.1g, 3mmol), DMAP (0.01g, 0.1mmol), 10ml THF stirring and dissolvings are added, taken after reacting 24h at room temperature
Sample detects.After completion of the reaction, filter, be spin-dried for obtaining Tan solid, washed after then being dissolved with toluene, anhydrous magnesium sulfate is done
Dry, vacuum distillation is spin-dried for, and obtains yellow solid, by column chromatography repeatedly and is recrystallized to give white solid.
Structural Identification：1H NMR(CDCl3,500MHz)δ:1.89-2.05 (m, 4H), 4.22 (t, J=4.8Hz, 2H),
5.79-5.90(m,1H),5.91-6.01(m,2H),6.09-6.21(m,1H),6.30-6.39(m,1H),6.45-6.57(m,
1H), 7.10 (s, 1H), 7.14-7.25 (m, 3H), 7.40 (s, 1H), 7.61 (d, J=7.5Hz, 1H), 7.71-7.64 (m,
Compound structure 2H) gone out synthesized by more than Structural Identifications as shown by data is correct.
Embodiment 5：RM5 synthesis：
Using the acrylic acid in the step of methacrylic acid alternate embodiment 4 (5), same method synthesizes RM5.
Structural Identification：1H NMR(CDCl3,500MHz)δ:1.90-1.97(m,2H),1.97-2.04(m,5H),2.05-
2.11 (m, 3H), 4.22 (t, J=4.8Hz, 2H), 5.88 (s, 1H), 6.18 (s, 1H), 6.24 (s, 1H), 6.43 (s, 1H),
7.12 (s, 1H), 7.14-7.22 (m, 3H), 7.39 (s, 1H), 7.60 (d, J=7.5Hz, 1H), 7.69-7.63 (m, 2H) with
The compound structure gone out synthesized by upper Structural Identification as shown by data is correct.
Embodiment 6：RM6 synthesis：
Using the acrylic acid in the step of trifluoromethyl acrylate alternate embodiment 4 (5), same method synthesizes RM5.
Structural Identification：1H NMR(CDCl3,500MHz)δ:1.90-1.97(m,2H),1.97-2.04(m,2H),4.22(t,
J=4.8Hz, 2H), 6.41 (s, 1H), 6.51 (s, 1H), 6.69 (s, 1H), 6.77 (s, 1H), 7.09 (s, 1H), 7.15-7.26
(m, 3H), 7.38 (s, 1H), the compound structure gone out synthesized by 7.54-7.68 (m, 3H) more than Structural Identification as shown by data is just
Really.
Embodiment 7：
Liquid-crystal composition (being shown in Table 1) containing the structure of embodiment 1, including following composition：Wherein " % " expression " quality percentage
Than ", it is as follows that characteristic is determined in embodiment：Cp：The clearing point of liquid-crystal composition；Δε：Dielectric anisotropy；Δn：Optics
Anisotropy；γ1：Rotary viscosity (mPas), test condition are 25 ± 0.5 DEG C.
Table 1
| Monomer component | Percentage by weight % |
| CY-3-O2 | 15 |
| CY-5-O2 | 6.5 |
| CCY-3-O2 | 11 |
| CPY-2-O2 | 5.5 |
| CPY-3-O2 | 10.5 |
| CC-3-V | 28.5 |
| CC-3-V1 | 10 |
| PYP-2-3 | 12.8 |
| RM1 | 0.2 |
| Δ n (25 DEG C, 589nm) | 0.1118 |
| Cp, DEG C | 74.3℃ |
| Δε： | -3.1 |
| γ1： | 105mPa·s |
Embodiment 8：
Liquid-crystal composition (being shown in Table 2) containing the structure of embodiment 2
Table 2
Embodiment 9：
Liquid-crystal composition (being shown in Table 3) containing embodiment 3 and the structure of embodiment 6
Table 3
| Monomer component | Percentage by weight % |
| CY-3-O2 | 15 |
| CY-5-O2 | 6.5 |
| CCY-3-O2 | 11 |
| CPY-2-O2 | 5.5 |
| CPY-3-O2 | 10.5 |
| CC-3-V | 28.5 |
| CC-3-V1 | 10 |
| PYP-2-3 | 12.6 |
| RM3 | 0.2 |
| RM6 | 0.2 |
| Δ n (25 DEG C, 589nm) | 0.1097 |
| Cp, DEG C | 74.9℃ |
| Δε： | -3.1 |
| γ1： | 103mPa·s |
It can be seen that the liquid-crystal composition of the present invention has relatively low rotary viscosity γ1, for liquid crystal display, it is possible to achieve fast
Speed response, is particularly suitable for polymer stabilizing vertical alignment mode liquid crystal material.
Claims (2)
1. a kind of benzofurans liquid-crystal compounds, it is characterised in that general structure is as follows：
Wherein R represents any one in the linear paraffin that carbon number is 0~9, trifluoromethyl；Z represents singly-bound, ethane bridged bond, alkene
Any of key, acetylene bond, ester bond, difluoromethyl ether key；F (x) represents fluorine atom substitution in optional position on phenyl ring, and x represents that fluorine is former
The substitution number of son, its value are 0~4；N represents the linear paraffin that carbon number is 1~9；M represents the straight chain alkane that carbon number is 1~9
Hydrocarbon.
2. a kind of liquid-crystal composition, it is characterised in that include compound shown in one or more formulas I, content 0.01%wt is extremely
5%wt；The one or more compound of formula II and one or more formulas III compounds, total content 95%wt to 99.99%wt；
R1、R2Each independently represent the alkenyl, carbon number 0~9 that linear paraffin, carbon number that carbon number is 1~9 are 2-10
Fluorine-containing linear paraffin；
Z1、Z2、Z3、Z4Each independent any represented in oxygen, singly-bound, ethane bridged bond, ethylene linkage, acetylene bond, ester bond, difluoromethyl ether key
Kind；
m1Value 1~3；
It is each independent to represent Any of.
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
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