CN103131427B - Liquid crystal compound and liquid crystal display and light-induced discoloration indicating materials including the same - Google Patents
Liquid crystal compound and liquid crystal display and light-induced discoloration indicating materials including the same Download PDFInfo
- Publication number
- CN103131427B CN103131427B CN201110400865.3A CN201110400865A CN103131427B CN 103131427 B CN103131427 B CN 103131427B CN 201110400865 A CN201110400865 A CN 201110400865A CN 103131427 B CN103131427 B CN 103131427B
- Authority
- CN
- China
- Prior art keywords
- group
- liquid crystal
- add
- crystal compound
- crystalline cpd
- 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
- WDZPDULCGXBLDO-PRSVDJLGSA-N Oc1c([C@@](CC2)(CCc3ccc4)c3c4OC(/C=C/c3c[o]cc3)=O)c2ccc1 Chemical compound Oc1c([C@@](CC2)(CCc3ccc4)c3c4OC(/C=C/c3c[o]cc3)=O)c2ccc1 WDZPDULCGXBLDO-PRSVDJLGSA-N 0.000 description 1
Landscapes
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
The invention provides a liquid crystal compound. The liquid crystal compound is provided with a following chemical formula (I), wherein A is a phenylene group, a naphthalene group, a pyridine group, a furfuran group, a thiophene group or a single bond, D is a phenylene group, a naphthalene group, a pyridine group, a furfuran group, a thiophene group or a single bond, R1 and R2 are alkyl groups with 1-10 carbon numbers, alkoxy groups with 1-10 carbon numbers, fluorine or trifluoromethyl, E is a phenylene group, a naphthalene group, a pyridine group, a furfuran group, a thiophene group or a single bond, W is -CO-O-, -O-CO-, -O-, -CH2-CH2-, -CH=CH-, -CH2-O- or a single bond, Z is phenylene group, a naphthalene group, a pyridine group, a furfuran group, a thiophene group or a single bond, Y is hydrogen, methyl, ethyl or propyl, m is 0, 1 or 2, p is 0, 1 or 2, r is o, 1 or 2, q is 0, 1 or 2, and n is o, 1, 2 or 3. The invention further provides a liquid crystal display and light-induced discoloration indicating materials including the liquid crystal compound.
Description
Technical field
The present invention relates to a kind of liquid crystalline cpd, particularly relate to a kind of liquid crystalline cpd of high stability and comprise the liquid-crystal display of this compound.
Background technology
Reflective flexible display (reflective & flexible display) is most important electronic console of future generation.Reflected displaying device is using plastics as baseplate material, to replace traditional glass substrate, have light, thin, the resistance to characteristic such as fall, can be made into curling indicating meter, to be applied in numerous aspects such as electric label, e-book, smart card, flat-panel screens, large-scale advertisement billboard and hand-written computer.
Cholesterol with " selective reflection (selective reflection) " and principle show shades of colour, in addition, its bistable (bistability) characteristic in assembly, also can make picture in the situation that not needing impressed voltage " stop " get off, as shown as the same painting or a book, in the time needing image switching, drive it with voltage again.So operation, will significantly save indicating meter current consumption, make it be more convenient for carrying and read, and this direction is also one of important directions of research and development e-book.
Making optical-write-in mode cholesterin liquid-crystal display need use has high screw twisted power (helical twisting power, HTP) the light type of replying revolves optically active compounds, it changes because irradiation produces molecular conformation in liquid crystal, and then change screw twisted power, the spacing (pitch) that causes cholesterol liquid crystal changes, and reaches the effect that changes different reflected light colors.Wish to synthesize a kind of opticity admixture (chiral dopant) with higher screw twisted power value, it is added after liquid crystal, more do not affect liquid crystal performance, only need a small amount of doping, can reach identical torsion effect, in addition, also can not cause the problem of solubleness.In addition, this light is replied type optically active compounds also can not have color, otherwise can noisy reflection optical wavelength.
Therefore, light is replied type optically active compounds and need be possessed high screw twisted power (HTP) value, have good solubility and the characteristic such as colourless with dispensing liquid crystal, can be added in dispensing liquid crystal.
Summary of the invention
One embodiment of the invention provide a kind of liquid crystalline cpd, have following chemical formula (I):
Wherein A is penylene base, naphthylene base (naphthalene), pyridine support group (pyridine), furans support group (furan), thiophene support group (thiophene) or singly-bound; D is penylene base, naphthylene base, pyridine support group, furans support group, thiophene support group or singly-bound; R1, R2 are the alkyl of carbon number 1～10, alkoxyl group, fluorine or the trifluoromethyl of carbon number 1～10; E is penylene base, naphthylene base, pyridine support group, furans support group, thiophene support group or singly-bound; W is-CO-O-,-O-CO-,-O-,-CH
2-CH
2-,-CH=CH-,-CH
2-O-or singly-bound; Z is penylene base, naphthylene base, pyridine support group, furans support group, thiophene support group or singly-bound; Y is hydrogen, methyl, ethyl or propyl group; M is 0,1 or 2; P is 0,1 or 2; R is 0,1 or 2; Q is 0,1 or 2; And n is 0,1,2 or 3.
One embodiment of the invention provide a kind of liquid-crystal display, comprising: upper substrate; The hypocoxa being oppositely arranged with this upper substrate; And being arranged at the liquid crystal layer between this upper substrate and this hypocoxa, this liquid crystal layer comprises the above-mentioned liquid crystalline cpd with chemical formula (I).
One embodiment of the invention provide a kind of phototropic instruction material, comprising: a substrate; And a micella liquid crystal layer of coating this substrate, this micella liquid crystal layer comprises the above-mentioned liquid crystalline cpd with chemical formula (I).
The light that the invention discloses a kind of novelty is replied type optically active compounds, its have high screw twisted power (HTP) value, with the good solubility of dispensing liquid crystal, stable temperature dependency, wavelength with respect to the irradiation time change slow, can control accurate cholesterol liquid crystal colorize wavelength and make the cholesterol liquid crystal characteristics such as environment stability inferior is good around.
Embodiment
For above-mentioned purpose of the present invention, feature and advantage can be become apparent, a preferred embodiment cited below particularly elaborates.
One embodiment of the invention provide a kind of liquid crystalline cpd, have following chemical formula (I):
In chemical formula (I), A can be penylene base, naphthylene base (naphthalene), pyridine support group (pyridine), furans support group (furan), thiophene support group (thiophene) or singly-bound.
D can be penylene base, naphthylene base, pyridine support group, furans support group, thiophene support group or singly-bound.
R1, R2 can be the alkyl of carbon number 1～10, alkoxyl group, fluorine or the trifluoromethyl of carbon number 1～10.
E can be penylene base, naphthylene base, pyridine support group, furans support group, thiophene support group or singly-bound.
Can be-CO-O-of W ,-O-CO-,-O-,-CH
2-CH
2-,-CH=CH-,-CH
2-O-or singly-bound.
Z can be penylene base, naphthylene base, pyridine support group, furans support group, thiophene support group or singly-bound.
Y can be hydrogen, methyl, ethyl or propyl group.In one embodiment, Y also can be fluorine (F), chlorine (Cl), bromine (Br) ,-CN or-OR (R can be methyl, ethyl or propyl group).
M can be 0,1 or 2.
P can be 0,1 or 2.
R can be 0,1 or 2.
Q can be 0,1 or 2.
N can be 0,1,2 or 3.
Below enumerate the specific liquid crystalline cpd of the present invention, for example
One embodiment of the invention provide a kind of liquid-crystal display, comprise a upper substrate, one hypocoxa being oppositely arranged with upper substrate, and a liquid crystal layer being arranged between upper substrate and hypocoxa, liquid crystal layer comprises the above-mentioned liquid crystalline cpd with chemical formula (I).
Above-mentioned upper substrate and hypocoxa can be (the array on color filter substrate of array substrate on colored filter substrate, array substrate, colored filter, AOC), array filter sheet base plate (the color filter on array substrate that enamels, COA) or transparency carrier, for example glass substrate or plastic base.
Another embodiment of the present invention provides a kind of phototropic instruction material, comprises a substrate, and a micella liquid crystal layer of coating substrate, and micella liquid crystal layer comprises the above-mentioned liquid crystalline cpd with chemical formula (I).
Aforesaid substrate can be (the array on color filter substrate of array substrate on colored filter substrate, array substrate, colored filter, AOC), array filter sheet base plate (the color filter on array substrate that enamels, COA) or transparency carrier, for example glass substrate or plastic base.
The light that the invention discloses a kind of novelty is replied type optically active compounds, its have high screw twisted power (HTP) value, with the good solubility of dispensing liquid crystal, stable temperature dependency, wavelength with respect to the irradiation time change slow, can control accurate cholesterol liquid crystal colorize wavelength and make the cholesterol liquid crystal characteristics such as environment stability inferior is good around.
[embodiment 1]
Liquid crystalline cpd I's of the present invention is synthetic
Step I-1
At room temperature, 42.08 grams of potassium hydroxide (700mmol) are dissolved in 180mL ethanolic soln.This solution is cooled to 5 DEG C under condition of ice bath.Add lentamente 73.2 grams of 3-hydroxy benzaldehydes (600mmol), temperature can raise slightly.By after cooling this yellow mud shape thing, dropwise add 22.05mL acetone (300mmol) with addition funnel again, stir about 30 minutes (temperature can rise and decline) under ice bath.Remove ice bath, stir about 4.5 hours under room temperature.The red solution of generation is poured in 300mL frozen water.Add 45mL acetic acid neutralization reaction, solution colour can change glassy yellow mud shape thing, stir about 15 minutes into by redness again.This mud shape thing is poured in Erlenmeyer flask and left standstill 10 minutes, collect lower floor's glassy yellow mud shape thing.Afterwards, filter after cooling the temperature to 5 DEG C, first rinse with a large amount of clear water, then rinse with a small amount of ethanol/water (1: 2 (v/v)) solution.Product solid recycles a small amount of water and rinses, and is positioned over air drying, obtains 48.06 grams of glassy yellow solids (180mmol), productive rate 80%.
Step I-2
Getting 5.00 grams of step products that I-1 obtains (18.79lmmol) is dissolved in 18.8mL ethyl propenoate (EA).Get 0.15 gram of catalyzer RaNi.First use tetrahydrofuran (THF) washing catalyst three times (removing the solvent that was originally coated on RaNi surface), then add in reaction flask.First utilize vacuum system by after air removes in reaction flask, at room temperature utilize hydrogen balloon to react.Reaction is carried out when initial, having heat release slightly, until room temperature is down in reaction, reacts approximately 10 hours, determines that with TLC sheet (silicon-dioxide) reaction finishes.Utilize carefully diatomite (celite) to filter.With a small amount of ethyl propenoate (EA) flushing bottle.Utilize concentrating under reduced pressure machine to drain liquid, obtain 4.81 grams of thick liquid (17.79mmol), productive rate approximately 95%.
Step I-3
Under condition of ice bath, get 29.35 grams of step products that I-2 obtains (108.6mmol) and be dissolved in 108mL acetonitrile.Add again 1.2mL bromine water (24mmol).The sub-acid amides of 38.74 grams of bromo ambers (NBS) (217.4mmol) are divided four times to add, often add once, Nei Wenyue rises 12 DEG C, equitemperature declines 5 DEG C and just can add next time, the time that adds for four times is wanted more than 30 minutes, after adding for the last time, stirs 1 hour under ice bath, after being back to room temperature, stir again ㄧ hour, with HPLC (ethyl propenoate: hexane=1: 1) determine that reaction finishes.After having reacted, utilize concentrating under reduced pressure machine to drain, can obtain the sub-amides of product and by product amber.By mixture stir about 1 hour in 55 DEG C, 300mL water, remove by product.After air exhaust filtering, then rinse solid with a small amount of water.Afterwards, standing and drying in air, obtains 43.25 grams of colour of skin products (101mmol), productive rate 93%.
Step I-4
At room temperature, 100ml methylsulfuric acid (1.54mol) is slowly added the product 1 that 16 grams of step I-3 synthesize is housed, two (the bromo-3-hydroxy phenyls of 5-)-1 of 5-, in the reaction flask of 4-penta-3-ketone (37.37mmol) and make its uniform stirring, after about 30 minutes, solid can dissolve completely, interior Wen Zehui rises a little, finally has throw out to separate out.After after an hour, after adding a large amount of 200 grams of ice cubes to stir in reaction flask, add 100ml toluene and 5 grams of diatomite to reaction flask again, after stirring through diatomite filtration.Solid cleans with minimum toluene.Get the organic layer 50ml distilled water extraction after filtration.Get organic layer and remove water filtration through sodium sulfate.Concentrating under reduced pressure vacuumizes removal solvent.Head product is dissolved in 30mL diisopropyl ether (IPE).Add 120ml normal heptane vigorous stirring to form muddy, stir and filter out impurity after 30 minutes.Again organic layer is drained concentratedly, obtained 11.71 grams of products (28.55mmol), productive rate approximately 76%.
Step I-5
Get the dibromospirobiindane (28.55mmol) that 11.71 grams of step I-4 synthesize and be placed in reaction flask, add 80mL ethyl acetate and 23mL distilled water, 80mL triethylamine (Et3N) (0.58mol), 1.16 grams of catalyst P d/C (10%Pd/C), add hydrogen balloon, reaction meeting heat release a little, utilizes HPLC following response, after confirming to react completely, mixture is through diatomite filtration.Organic layer after filtration with 5%, 10mL aqueous hydrochloric acid cleans, get organic layer through sodium sulfate except water filtration.Concentrating under reduced pressure vacuumizes removal solvent, and utilizes ethyl propenoate: hexane=1: 10 tubing string chromatographies, obtaining product is white solid, productive rate approximately 65%.
Step I-6
Get 0.5 gram of step product that I-5 obtains (racemization two alcohol (racemic diol)) and (1.98mmol) be dissolved in 5mL ethyl acetate.Under ice bath, (interior temperature is lower than 5 DEG C) add 0.7mL triethylamine (4.9mmol), 0.024 gram of DMAP (DMAP) (0.19mmol).In 15 minutes, slowly splash into 0.9mL methyl-chloroformate ((-)-methyl chloroformate) (4.16mmol), meeting heat release a little in the process adding, interior temperature rise is arrived approximately 15 DEG C, and has white precipitate formation, and reaction remains on low-temperature condition 30 minutes.Under ice bath, add 5%, 3mL aqueous hydrochloric acid.This mixture can obtain a small amount of solid (product) through filtering.These solids dissolve with 1.50mL tetrahydrofuran (THF) (THF), get the organic layer of filtrate and merge with tetrahydrofuran (THF) (THF), and through magnesium sulfate, except water filtration, concentrating under reduced pressure vacuumizes removal solvent.Add 2.50mL normal heptane under acetone/ice bath, to stir 30 minutes.Filter and use minimum ice normal heptane to clean solid, making it at air drying, obtaining colorless solid product (two carbonate (bis-carbonate)) ((S)-9), productive rate approximately 40%.
Step I-7
Get 41.1 grams of step products that I-6 obtains (two carbonate (bis-carbonate)) ((S)-9) and (66.6mmol) be dissolved in 50mL tetrahydrofuran (THF) (THF), add (333mmol) reflux 80 minutes of 16mL hydrazine hydrate (hydrazine hydrate).In reaction flask, pour into ice 5%, 250mL aqueous sodium hydroxide solution.This mixture extracts by 200mL diisopropyl ether, removes and retains water layer.By organic layer again with 5%, 100mL aqueous sodium hydroxide solution extracts once, mixes the water layer of twice extraction, adds carefully 65mL concentrated hydrochloric acid (pH≤2), now have precipitation and form.This solution is cooled to below 5 DEG C with ice bath, cross leaching solid, and with a small amount of water flushing, make it at air drying, obtain colorless solid product (two alcohol (diol)) ((S)-3), productive rate approximately 87%.
Step I-8
Get 1 gram of step product that I-7 obtains (chiral diol (chiral diol)) ((S)-3) and (3.96mmol) be dissolved in 10mL tetrahydrofuran (THF) (THF).Under ice bath (interior temperature is lower than 5 DEG C), add 1.4mL triethylamine (10.04mmol), 0.05 gram of DMAP (DMAP) (0.4mmol).Slowly add 0.77 gram of acyl chlorides (3.96mmol), can heat release a little in the process adding, and have white precipitate and form, reaction is got back to after room temperature stir about 1 hour.Under ice bath, add 5%, 20mL aqueous hydrochloric acid.Add the extraction of 20mL ethyl acetate, get organic layer and remove water filtration through sodium sulfate, concentrating under reduced pressure vacuumizes removal solvent.With normal hexane and ethyl acetate for rush extract via tubing string chromatography after, can obtain white solid, productive rate approximately 65%.
Step I-9
Get 1 gram of step product that I-8 obtains (2.4mmol) and be dissolved in 20mL tetrahydrofuran (THF) (THF).Under ice bath (interior temperature is lower than 5 DEG C), add 0.84mL triethylamine (6.02mmol), 0.03 gram of DMAP (DMAP) (0.24mmol).Slowly add 1.29 grams of acyl chlorides (3.6mmol), can heat release a little in the process adding, and have white precipitate and form, reaction is got back to after room temperature stir about 1 hour.Under ice bath, add 5%, 20mL aqueous hydrochloric acid.Add the extraction of 20mL ethyl acetate, get organic layer and remove water filtration through sodium sulfate, concentrating under reduced pressure vacuumizes removal solvent.With normal hexane and ethyl acetate for rush extract via tubing string chromatography after, can obtain white solid, productive rate approximately 79%.
[embodiment 2]
Liquid crystalline cpd II's of the present invention is synthetic
Step II-1
Get 1 gram of step product that I-8 obtains (2.42mmol) and be dissolved in 20mL tetrahydrofuran (THF) (THF).Under ice bath (interior temperature is lower than 5 DEG C), add 0.84mL triethylamine (6.02mmol), 0.03 gram of DMAP (DMAP) (0.24mmol).Slowly add 0.53 gram of acyl chlorides (3.6mmol), can heat release a little in the process adding, and have white precipitate and form, reaction is got back to after room temperature stir about 1 hour.Under ice bath, add 5%, 20mL aqueous hydrochloric acid.Add the extraction of 20mL ethyl acetate, get organic layer and remove water filtration through sodium sulfate, concentrating under reduced pressure vacuumizes removal solvent.With normal hexane and ethyl acetate for rush extract via tubing string chromatography after, can obtain white solid, productive rate approximately 56%.
[embodiment 3]
Liquid crystalline cpd III's of the present invention is synthetic
Step II I-1
By 1 gram of 4-(brooethyl) phenylformic acid (4-(bromomethyl) benzoic acid) (4.65mmol) and 1.46 grams of triphenyl phosphorus (triphenylphosphine) (5.57mmol) insert in single neck round-bottomed bottle.Afterwards, add 10ml toluene.Set up condensing works, heat 110 DEG C, reflux 16 hours.After reaction stops, rinsing, filter with hexane, obtain white solid.
3 grams of products that previous step obtains (6.28mmol) are inserted in two neck round-bottomed bottles.Vacuumize, fill with nitrogen and inject tetrahydrofuran (THF) (THF).Under-78 DEG C of environment, slowly splash into 5ml n-Butyl Lithium (n-BuLi) (2.5M), stir about 1 hour.Under ice bath, slowly add 1.2 grams of 4-(hexyloxy) phenyl aldehyde (4-(hexyloxy) benzaldehyde) (5.8mmol), under 0 DEG C of condition, stir half an hour, at room temperature stir 16 hours.Follow the trail of with NMR, after reacting completely, extract, concentrate with ethyl acetate, obtain light green solid.Under ethyl acetate and hexane condition, carry out purifying through tubing string chromatography again, obtain white solid (productive rate 50%).
1.26 grams of white solids that previous step obtains (3.67mmol) are inserted to round-bottomed bottle.Add 52ml toluene, then add 52 milligrams of iodine, reflux is spent the night, and causes white solid and separates out.Filter and rinse out with toluene the color of iodine.Vacuum is drained rear weighing (productive rate 87%).
Get 1 gram of step product that I-7 obtains (chiral diol) ((S)-3) and (3.96mmol) be dissolved in 10mL tetrahydrofuran (THF) (THF).Under ice bath (interior temperature is lower than 5 DEG C), add 1.4mL triethylamine (10.04mmol), 0.05 gram of DMAP (DMAP) (0.4mmol).Slowly add 1.37 grams of acyl chlorides (3.96mmol), can heat release a little in the process adding, and have white precipitate and form, reaction is got back to after room temperature stir about 1 hour.Under ice bath, add 5%, 20mL aqueous hydrochloric acid.Add the extraction of 20mL ethyl acetate, get organic layer and remove water filtration through sodium sulfate, concentrating under reduced pressure vacuumizes removal solvent.With normal hexane and ethyl acetate for rush extract via tubing string chromatography after, can obtain white solid, productive rate approximately 60%.
Step II I-2
Get 1 gram of Step II product that I-1 obtains (2.4mmol) and be dissolved in 20mL tetrahydrofuran (THF) (THF).Under ice bath (interior temperature is lower than 5 DEG C), add 0.84mL triethylamine (6.02mmol), 0.03 gram of DMAP (DMAP) (0.24mmol).Slowly add 1.29 grams of acyl chlorides (3.6mmol), can heat release a little in the process adding, and have white precipitate and form, reaction is got back to after room temperature stir about 1 hour.Under ice bath, add 5%, 20mL aqueous hydrochloric acid.Add the extraction of 20mL ethyl acetate, get organic layer and remove water filtration through sodium sulfate, concentrating under reduced pressure vacuumizes removal solvent.With normal hexane and ethyl acetate for rush extract via tubing string chromatography after, can obtain white solid, productive rate approximately 76%.
[embodiment 4]
Liquid crystalline cpd IV's of the present invention is synthetic
Step IV-1
Get 1 gram of step product that I-7 obtains (chiral diol) ((S)-3) and (3.96mmol) be dissolved in 10mL tetrahydrofuran (THF) (THF).Under ice bath (interior temperature is lower than 5 DEG C), add 1.4mL triethylamine (10.04mmol), 0.05 gram of DMAP (DMAP) (0.4mmol).Slowly add 0.62 gram of acyl chlorides (3.96mmol), can heat release a little in the process adding, and have white precipitate and form, reaction is got back to after room temperature stir about 1 hour.Under ice bath, add 5%, 20mL aqueous hydrochloric acid.Add the extraction of 20mL ethyl acetate, get organic layer and remove water filtration through sodium sulfate, concentrating under reduced pressure vacuumizes removal solvent.With normal hexane and ethyl acetate for rush extract via tubing string chromatography after, can obtain white solid, productive rate approximately 66%.
Step IV-2
Get 1 gram of step product that IV-1 obtains (2.4mmol) and be dissolved in 20mL tetrahydrofuran (THF) (THF).Under ice bath (interior temperature is lower than 5 DEG C), add 0.84mL triethylamine (6.02mmol), 0.03 gram of DMAP (DMAP) (0.24mmol).Slowly add 1.29 grams of acyl chlorides (3.6mmol), can heat release a little in the process adding, and have white precipitate and form, reaction is got back to after room temperature stir about 1 hour.Under ice bath, add 5%, 20mL aqueous hydrochloric acid.Add the extraction of 20mL ethyl acetate, get organic layer and remove water filtration through sodium sulfate, concentrating under reduced pressure vacuumizes removal solvent.With normal hexane and ethyl acetate for rush extract via tubing string chromatography after, can obtain white solid, productive rate approximately 79%.
HTP (the helical twisting power) value of [embodiment 5] liquid crystalline cpd of the present invention
Table 1 is the comparison of liquid crystalline cpd of the present invention and available liquid crystal compound H TP value.
Table 1
Available liquid crystal Compound I a:
Available liquid crystal Compound I Ia:
As shown in Table 1, the HTP value of liquid crystalline cpd of the present invention is large compared with the HTP value of available liquid crystal compound.
The temperature dependency of [embodiment 6] liquid crystalline cpd of the present invention
Table 2 is the comparison of liquid crystalline cpd of the present invention and available liquid crystal compound temperature interdependence.
Experiment condition: wavelength: 580nm, measures temperature: 0～50 DEG C
Table 2
| Available liquid crystal Compound I a | Available liquid crystal Compound I Ia | Liquid crystalline cpd I of the present invention | Liquid crystalline cpd II of the present invention | |
| dλ/dT | -0.74 | -0.63 | -0.26 | -0.33 |
As shown in Table 2, the temperature dependency of liquid crystalline cpd of the present invention (d λ/dT) is obviously stable compared with the temperature dependency of available liquid crystal compound, is applicable to being applied to cholesterin liquid-crystal display.
The relation of [embodiment 7] liquid crystalline cpd irradiation time of the present invention and wavelength change
Table 3 is the relation of liquid crystalline cpd of the present invention and available liquid crystal compound irradiation time and wavelength change.
Experiment condition: wavelength: 365nm, power: 4mW/cm
2
Table 3
As shown in Table 3, under same irradiation condition, the wavelength change rate (nm/sec) of liquid crystalline cpd of the present invention is obviously slow compared with the wavelength change rate of available liquid crystal compound, can control accurate cholesterol liquid crystal colorize wavelength, be applicable to being applied to cholesterin liquid-crystal display.In addition,, according to this characteristic, liquid crystalline cpd of the present invention also can be applied the indicator as detecting UV-light (UV).
The optical stability of [embodiment 8] liquid crystalline cpd of the present invention
Table 4 is the comparison of liquid crystalline cpd of the present invention and available liquid crystal compound optical stability.
Experiment condition: wavelength: 365nm, power: 1 μ W/cm
2(indoor daylight lamp)
Table 4
As shown in Table 4, under same surrounding environment (general indoor daylight lamp), blueness, green and the red color of liquid crystalline cpd of the present invention obviously have better stability compared with the blueness of available liquid crystal compound, green and red color.
Although the present invention with preferred embodiment openly as above; so it is not in order to limit the present invention, any those skilled in the art, without departing from the spirit and scope of the present invention; can make an amendment and change, therefore protection scope of the present invention is defined and is as the criterion with claims.
Claims (3)
1. a liquid crystalline cpd, comprising:
2. a liquid-crystal display, comprising:
One upper substrate;
One hypocoxa, is oppositely arranged with this upper substrate; And
One liquid crystal layer, is arranged between this upper substrate and this hypocoxa, and this liquid crystal layer comprises liquid crystalline cpd as claimed in claim 1.
3. a phototropic instruction material, comprising:
One substrate; And
One micella liquid crystal layer, coats this substrate, and this micella liquid crystal layer comprises liquid crystalline cpd as claimed in claim 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110400865.3A CN103131427B (en) | 2011-11-25 | 2011-11-25 | Liquid crystal compound and liquid crystal display and light-induced discoloration indicating materials including the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110400865.3A CN103131427B (en) | 2011-11-25 | 2011-11-25 | Liquid crystal compound and liquid crystal display and light-induced discoloration indicating materials including the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103131427A CN103131427A (en) | 2013-06-05 |
| CN103131427B true CN103131427B (en) | 2014-10-15 |
Family
ID=48491888
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201110400865.3A Active CN103131427B (en) | 2011-11-25 | 2011-11-25 | Liquid crystal compound and liquid crystal display and light-induced discoloration indicating materials including the same |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103131427B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106631702B (en) * | 2016-11-11 | 2019-07-30 | 南方科技大学 | The catalysis method of asymmetric synthesis of two amphyl of chiral spiro |
| CN109761774A (en) * | 2019-03-06 | 2019-05-17 | 苏州星火生物科技有限公司 | A kind of synthetic method of ligand loop coil diphenol |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1842511A (en) * | 2003-08-29 | 2006-10-04 | 伊斯曼柯达公司 | Chiral compounds and compositions containing the same |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0619534B2 (en) * | 1985-06-10 | 1994-03-16 | 富士写真フイルム株式会社 | Color photographic material |
| JP2005281215A (en) * | 2004-03-30 | 2005-10-13 | Sumitomo Chemical Co Ltd | Optical resolution reagent consisting of optically active spiro compound |
| US7470376B2 (en) * | 2004-10-29 | 2008-12-30 | Industrial Technology Research Institute | Photochemically active chiral compounds and compositions containing the same |
-
2011
- 2011-11-25 CN CN201110400865.3A patent/CN103131427B/en active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1842511A (en) * | 2003-08-29 | 2006-10-04 | 伊斯曼柯达公司 | Chiral compounds and compositions containing the same |
Non-Patent Citations (2)
| Title |
|---|
| JP昭61-282840A 1986.12.13 |
| JP特开2005-281215A 2005.10.13 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN103131427A (en) | 2013-06-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102993017B (en) | optically active additive, liquid crystal formula and forming method thereof, and liquid crystal display | |
| CN112094400B (en) | Orange red-green display electrochromic material based on quinacridone-bithiophene and preparation method thereof | |
| CN103131427B (en) | Liquid crystal compound and liquid crystal display and light-induced discoloration indicating materials including the same | |
| CN101935309A (en) | Method for preparing ezetimibe and intermediate thereof | |
| CN104387388B (en) | A kind of novel method for synthesizing of position, gulf azacyclo-3,4:9,10-tetracarboxylic acid diimide | |
| TWI449772B (en) | Liquid crystal compounds, and liquid crystal displays and photochromic materials comprising the liquid crystal compounds | |
| CN102952131B (en) | Preparation method of moxifloxacin hydrochloride | |
| CN102112443A (en) | Marker reagents with a pyridine ring with a diazomethyl function substituent methods for synthesis of said reagents and methods for detecting biological molecules | |
| KR20060044888A (en) | Photo-responsive liquid crystal composition | |
| KR100698763B1 (en) | Novel aminocalixarene derivatives, method of preparation thereof, self-assembledmonolayer prepared by using them and fixing method of oligo-dna by using the same and dna chip prepared by the method | |
| CN105237578B (en) | Phosphorescent iridium complex and its application with multiple stimulation response characteristic | |
| CN102295838B (en) | Six-branched azosiloxane dye and synthesis method thereof | |
| CN104262127B (en) | Brush-type two fluorine monomer and synthetic method thereof | |
| US20210332063A1 (en) | Method for synthesizing thieno[3,2-b]pyridine-5(4h)-one derivative compound, using gold catalyst, and use therefor | |
| EP0410756B1 (en) | Cyclohexenylethane compounds | |
| CN104610218A (en) | Xanthene-1,8-diketone derivatives as well as preparation method and application thereof | |
| CN104478984A (en) | Amphiphilic Tb(III) complex and preparation method thereof and preparation method and use of spiral fluorescent nanofiber | |
| CN104387790A (en) | Benzindole salt dye containing thiophene group and preparation method and application of benzindole salt dye | |
| CN110372577B (en) | Pyridinium fluorescent probe and preparation method and application thereof | |
| CN103333204A (en) | Synthesis method of 9,9'-spirobifluorene derivative | |
| Wang et al. | Design and synthesis of efficient fluorescent dyes for incorporation into DNA backbone and biomolecule detection | |
| CN113308131A (en) | Carboxyl modified near-infrared squaric acid dye and preparation method and application thereof | |
| CN109423298B (en) | Novel dibenzothiophene liquid crystal compound and preparation method and application thereof | |
| CN109503383B (en) | High optical contrast bicolor electrochromic material | |
| WO2000053693A1 (en) | Organic material undergoing light-induced phase transition |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant |