CN101671565A - Preparation method for liquid crystal material of electronic paper material - Google Patents
Preparation method for liquid crystal material of electronic paper material Download PDFInfo
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- CN101671565A CN101671565A CN200910235567A CN200910235567A CN101671565A CN 101671565 A CN101671565 A CN 101671565A CN 200910235567 A CN200910235567 A CN 200910235567A CN 200910235567 A CN200910235567 A CN 200910235567A CN 101671565 A CN101671565 A CN 101671565A
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 66
- 239000000463 material Substances 0.000 title claims abstract description 25
- 238000002360 preparation method Methods 0.000 title claims description 24
- 150000001875 compounds Chemical class 0.000 claims abstract description 113
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Natural products C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims abstract description 34
- 235000012000 cholesterol Nutrition 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 13
- 239000004988 Nematic liquid crystal Substances 0.000 claims abstract description 12
- 238000001338 self-assembly Methods 0.000 claims abstract description 10
- -1 cholesterol lipid compounds Chemical class 0.000 claims abstract description 9
- 239000000178 monomer Substances 0.000 claims abstract description 8
- 238000004519 manufacturing process Methods 0.000 claims abstract description 4
- 239000001257 hydrogen Substances 0.000 claims description 54
- 229910052739 hydrogen Inorganic materials 0.000 claims description 54
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 30
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 15
- 150000003222 pyridines Chemical class 0.000 claims description 13
- 239000002904 solvent Substances 0.000 claims description 12
- 210000002858 crystal cell Anatomy 0.000 claims description 11
- 238000005516 engineering process Methods 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 11
- 239000013078 crystal Substances 0.000 claims description 10
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 claims description 8
- 239000003960 organic solvent Substances 0.000 claims description 8
- 150000002989 phenols Chemical class 0.000 claims description 8
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 7
- 150000001298 alcohols Chemical class 0.000 claims description 7
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 7
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 7
- 239000011521 glass Substances 0.000 claims description 6
- 230000035772 mutation Effects 0.000 claims description 6
- 239000000758 substrate Substances 0.000 claims description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 5
- 230000003446 memory effect Effects 0.000 claims description 5
- 230000000694 effects Effects 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 239000005148 Cholesterol Benzoate Substances 0.000 claims description 3
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 claims description 3
- 239000004698 Polyethylene Substances 0.000 claims description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 3
- UVZUFUGNHDDLRQ-LLHZKFLPSA-N cholesteryl benzoate Chemical compound O([C@@H]1CC2=CC[C@H]3[C@@H]4CC[C@@H]([C@]4(CC[C@@H]3[C@@]2(C)CC1)C)[C@H](C)CCCC(C)C)C(=O)C1=CC=CC=C1 UVZUFUGNHDDLRQ-LLHZKFLPSA-N 0.000 claims description 3
- WCLNGBQPTVENHV-MKQVXYPISA-N cholesteryl nonanoate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCC)C1 WCLNGBQPTVENHV-MKQVXYPISA-N 0.000 claims description 3
- 230000001678 irradiating effect Effects 0.000 claims description 3
- 229920000573 polyethylene Polymers 0.000 claims description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 3
- 238000004528 spin coating Methods 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 claims description 2
- MSAHTMIQULFMRG-UHFFFAOYSA-N 1,2-diphenyl-2-propan-2-yloxyethanone Chemical compound C=1C=CC=CC=1C(OC(C)C)C(=O)C1=CC=CC=C1 MSAHTMIQULFMRG-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 2
- 239000012965 benzophenone Substances 0.000 claims description 2
- 235000020934 caloric restriction Nutrition 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 229940055577 oleyl alcohol Drugs 0.000 claims description 2
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 claims description 2
- 238000005192 partition Methods 0.000 claims description 2
- 238000001771 vacuum deposition Methods 0.000 claims description 2
- 150000002460 imidazoles Chemical class 0.000 claims 1
- 229920001002 functional polymer Polymers 0.000 abstract description 2
- 238000002156 mixing Methods 0.000 abstract description 2
- 230000001105 regulatory effect Effects 0.000 abstract description 2
- 239000005264 High molar mass liquid crystal Substances 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 241000675108 Citrus tangerina Species 0.000 description 3
- 230000005611 electricity Effects 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 239000002131 composite material Substances 0.000 description 2
- 230000000630 rising effect Effects 0.000 description 2
- 239000000654 additive Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000012769 display material Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000000985 reflectance spectrum Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
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- Liquid Crystal (AREA)
Abstract
一种电子纸张用液晶材料的制备方法，属于功能高分子液晶显示领域。制造工艺为：将一系列胆固醇脂类化合物混合，使其室温下为液晶态。向其中加入向列相液晶和氢键类手性化合物，当温度升高到一定程度时，氢键类手性化合物发生分解，液晶体系螺距改变，使其反射颜色改变。降至室温后，这种变化颜色可保持一段时间，即具有记忆性。然后，随着体系内手性化合物自组装的完成，反射颜色恢复至初始状态。在此体系中加入可聚合单体和光引发剂，在光掩膜下紫外聚合形成高分子墙，即得到由热场驱动的反射型彩色显示电子纸张。本发明优点在于：液晶材料的背景颜色可根据需求调控，色彩绚丽，无需背光源，节约能源，可应用在显示用器件和热敏性温度传感器等。
The invention discloses a method for preparing a liquid crystal material for electronic paper, which belongs to the field of functional polymer liquid crystal displays. The manufacturing process is: mixing a series of cholesterol lipid compounds to make it liquid crystal at room temperature. Add nematic liquid crystals and hydrogen-bonded chiral compounds to it, when the temperature rises to a certain level, the hydrogen-bonded chiral compounds will decompose, the pitch of the liquid crystal system will change, and the reflection color will change. After cooling down to room temperature, this color change can be maintained for a period of time, that is, it has memory. Then, with the completion of self-assembly of chiral compounds in the system, the reflection color returns to the initial state. Adding polymerizable monomers and photoinitiators to this system, UV polymerization under a photomask to form a polymer wall, that is, a reflective color display electronic paper driven by a thermal field is obtained. The invention has the advantages that the background color of the liquid crystal material can be regulated according to requirements, the color is gorgeous, no backlight source is needed, energy is saved, and it can be applied to display devices and heat-sensitive temperature sensors.
Description
Technical field
The invention belongs to the functional polymer field of liquid crystal display, relate to liquid crystal material, cholesterol compound and hydrogen bond self-assembly type chipal compounds.When outside temperature changed, the matrix material reflection colour changed, and has memory effect.It can be applicable to chromatic display and thermo-sensitivity temperature sensor etc.
Background technology
Liquid crystal is a kind of specific form that the occurring in nature material exists, and it is in liquid crystal state that with crystal and common liq difference the barycenter of liquid crystal molecule is unordered (crystal is orderly), and its to point to arrow be orderly (common liq is unordered).Thereby liquid crystal is a kind of optically anisotropic substance of external field sensitive.Because this special structure, liquid crystal can be modulated light, thereby is widely used in the demonstration field.
Cholesteric liquid crystal is the nematic liquid crystal that has chirality.Two kinds of sources are generally arranged: the one, liquid crystal molecule itself has chirality group, so be exactly the nematic phase that has spirane structure, i.e. cholesteryl phase naturally; Another kind of situation is to mix chipal compounds in nematic liquid crystal, and nematic structure is distorted, and obtains cholesteryl phase.In a single-domain body, cholesteryl phase molecule and screw shaft arranged vertical in the plane perpendicular to screw shaft, can be thought nematic phase; On the direction of screw shaft, the sensing generation successive of cholesteric liquid crystal molecule changes, when it revolves three-sixth turn the screw shaft length of process be called as pitch (representing) with P.This special spirane structure makes the cholesteric liquid crystal can be to satisfying bragg's formula: the light selective reflection of λ=nP (n is the mean refractive index of liquid crystal).The width of reflectance spectrum is: (n
e-n
o) P; N wherein
eAnd n
oBe respectively extraordinary ray and ordinary refraction index.In addition, if by mixing the cholesteric liquid crystal that chipal compounds forms, the size of pitch is relevant with the distortion ability with the content of chipal compounds so, and its magnitude relationship is
Wherein, X is the mass concentration of chipal compounds, and HTP is the helically twisted power of chipal compounds, and unit is μ m
-1Because cholesteric liquid crystal can carry out selective reflection to incident beam,,,, can change its reflection colour as electric field, thermal field, sound field, magnetic field etc. by changing ambient conditions if its selective reflection wave band is adjusted to the visible region.If the color that changes has certain memory effect, promptly can be applicable to the colored electronic paper that shows.
At present, along with the needs of energy-conserving and environment-protective, people show great interest to using liquid crystal material exploitation electronic paper product.Electronic paper is light as plain paper, thin, softness can fold, but can repeat erasable.Because itself is a kind of display screen, it can store a large amount of information, also is a kind of e-book simultaneously.Electronic paper can save the natural resources that is used to prepare paper in a large number, reduce the pollution to environment of paper-making industry and press.In case electronic paper is used widely, will cause the revolution of paper-making industry and press.
Aspect use liquid crystal material exploitation electronic paper, U.S. Kent state university utilizes double frequency driving liquid crystal come to send the electrical addressing electricity and wipes electronic paper.University of Science ﹠ Technology, Beijing wipes the electronic paper material except that developing novel electrical addressing electricity, also develops electronic paper materials such as electrical addressing heat is wiped, hot addressing electricity is wiped, hot addressing heat is wiped.U.S.'s Bell Laboratory also uses non-liquid crystal liquid crystal property developing material to go out electric ink in addition.But these materials mostly are by changing the orientation of various different conditions control liquid crystal molecules, and it is changed between clear state and scattering states, i.e. white and black displays pattern, and color is bright-coloured inadequately, has limited its application in some fields.
Summary of the invention
The objective of the invention is to overcome existing most of electronic paper material can only change between clear state and scattering states, be the shortcoming of white and black displays pattern, develop and to drive by thermal field, energy consumption is low, the colored demonstration of the reflection-type electronic paper that need not backlight (should be called hot paper with liquid crystal composite material, but for simplicity, use traditional appellation electronic paper here).It combines the sensitive characteristic of cholesteric liquid crystal and the decomposition and the self-assembly of hydrogen bond chipal compounds cleverly, thereby is made into the novel liquid crystal display material.In addition, this novel liquid crystal composite material manufacturing technology is easy, with low cost.
A kind of liquid crystal material of electronic paper matrix material is characterized in that concrete manufacturing process divided for six steps:
(1) preparation of liquid crystal cell: the polyvinyl alcohol water solution with 3%, be coated in the one side of glass substrate by the method for spin coating, 80 ℃ of bakings 30 minutes, use flannelette then along a direction friction orientation; The glass substrate that two orientations is good is that the polyethylene pad of 25.0 μ m is bonding along differently-oriented directivity thickness, makes the liquid crystal cell of planar orientation.
(2) preparation of cholesterol mixed crystal: with a series of cholesterol compound, ctystallizing point descends, makes to be liquid crystal state under its room temperature, and the cholesteric liquid crystal with broad liquid crystal phase temperature range.
(3) preparation of hydrogen bond class chipal compounds.Concrete preparation technology is: with imidazole chiral compound and carboxylic-acid chipal compounds, perhaps imidazole chiral compound and alcohols chipal compounds, perhaps imidazole chiral compound and itrile group class chipal compounds, perhaps imidazole chiral compound and phenols chipal compounds, perhaps pyridines chipal compounds and carboxylic-acid chipal compounds, perhaps pyridines chipal compounds and alcohols chipal compounds, perhaps pyridines chipal compounds and itrile group class chipal compounds, perhaps the pyridines chipal compounds mixes in twos with the phenols chipal compounds, the blended molar ratio is 1 in twos: 3-3: 1, it is mixed in organic solvent, solvent is slowly volatilized fully; Used organic solvent is acetone, tetrahydrofuran (THF), methylene dichloride etc.
(4) preparation of liquid crystal compound system.In cholesterol compound mixed crystal, add nematic liquid crystal and hydrogen bond class chipal compounds, be adjusted to partition ratio, the compound system reflection wavelength is adjusted in the visible-range.Wherein, nematic liquid crystal content is 15%-50%; Cholesterol mixed crystal content is 75%-40%; Hydrogen bond class chipal compounds content is 0%-20%.
(5) in the liquid crystal compound system that in (4), is mixed, add solvent, make it to mix, make mixture remain on vacuum state following 5 hours then, solvent is volatilized fully.Then compound system is injected the thick liquid crystal cell of 25 μ m through planar orientation.This moment, the liquid crystal compound system was a planar texture.After the intensification, the reflection wavelength generation blue shift of compound system, corresponding reflection colour changes.When the temperature of compound system was elevated to the hydrogen bond rupture of hydrogen bonding compound, the hydrogen bond chipal compounds decomposed, and the helically twisted power of system is undergone mutation, and liquid crystal system pitch is corresponding also undergos mutation, and causes reflection colour to change.When temperature was reduced to room temperature, because the hydrogen bond chipal compounds that has ruptured is not also finished self-assembly, the reflection colour of its variation can keep for some time (10 hours-120 hours), promptly has certain memory effect.Then, along with the carrying out of hydrogen bond self-assembly in the system, the hydrogen bond chipal compounds forms gradually, and the compound system composition returns to original state gradually, and reflection colour also returns to original state gradually.
(6) in (5) described compound system, add 1.5%-3.5% (wt%) liquid crystal liquid crystal property photopolymerizable monomer and trace (3%-5% of photopolymerizable monomer quality) light trigger, under the effect of photomask, under 15 ℃-30 ℃, carry out uv irradiating 10-60 minute (0.1-8.0mW/cm
-2, 365.0nm).Like this, the inner polymeric wall that forms of compound system.Polymeric wall can the conduction of caloric restriction in horizontal plane, and the information resolution of hot addressing input is improved greatly.
Planar orientation of the present invention is handled and is adopted rubbing manipulation, Vacuum Coating method or chemical method.
Cholesterol mixed crystal used in the present invention can be Cholesteryl pelargonate (CN), cholesterol oleyl alcohol carbonic ether (COC), cholesterol acid ester (CO), cholesterol benzoate (CB), cholesterol muriate (CC) etc.
Hydrogen bond type chipal compounds used in the present invention for being dissolved in the chiral additives in the nematic liquid crystal, can be the pyridines hydrogen bonding compound, carboxylic-acid hydrogen bonding compound, alcohols hydrogen bonding compound, phenols hydrogen bonding compound, itrile group class hydrogen bonding compound etc.
Nematic liquid crystal used in the present invention, its specific inductivity can be SLC1717, S7011, E7, E48 etc. for just.
Liquid crystal liquid crystal property photopolymerizable monomer used in the present invention, it can be dissolved in the nematic liquid crystal, and has mesomorphic phase, can be C6M, C6Cl etc.
Light trigger used in the present invention is benzoin isopropyl ether (light trigger 651) or benzophenone.
Moiety of the present invention is removed above-mentioned several compositions: cholesterol mixed crystal, nematic liquid crystal, hydrogen bond class chipal compounds, photopolymerizable monomer, outside the light trigger, also can be according to selected composition, technology and actual needs, whether decision adds other components such as dyestuff, uv-absorbing pigment.
The materials chemistry structural formula and other relevant information that are used among the present invention are seen Fig. 1.
The present invention has utilized the hydrogen bond in the hydrogen bond class chipal compounds to vary with temperature in the liquid crystal compound system can to rupture and the characteristics of self-assembly.In temperature-rise period, the hydrogen bond of hydrogen bond type chipal compounds ruptures, and hydrogen bond type chipal compounds decomposes, and the system composition changes, and pitch is undergone mutation, and reflection colour changes.After reducing to room temperature, because hydrogen bond can't very fast self-assembly, so the reflection colour of its change can be remembered for some time.After for some time, hydrogen bond is finished self-assembly gradually, and the system composition returns to original state again, and reflection colour also returns to original state.In addition, the material mixture ratio difference, temperature control is different, and its reflection colour is also different.So just reached the purpose that the reflection colour of matrix material can be controlled by temperature, be applicable as thermal field and drive colored electronic paper or the thermo-sensitivity temperature sensor etc. of showing of type.
Advantage or positively effect
(1) the realization reflection colour is controlled by temperature, and when returning to room temperature, the change of color has memory effect, and after for some time, also can spontaneously return to original state.
(2) it can be applicable to thermal field and drives the colored electronic paper that shows of type.This novel electron paper is driven by thermal field, need not backlight and polaroid, energy-conserving and environment-protective, and reflection colour can be regulated arbitrarily by material mixture ratio or controlled temperature.
(3) this method does not relate to technologies such as etched electrodes, thermopolymerization, and is so processing units is simple, with low cost.
Description of drawings
Associated materials chemical structural formula and other relevant information of Fig. 1 for using.
Fig. 2 is a hydrogen bond type chipal compounds alternating temperature infared spectrum.The hydrogen bond that shows the hydrogen bond chipal compounds begins to rupture at 60 ℃, and is complete to 65 ℃ of basic fractures.
Fig. 3-6 is respectively sample 1,2, the variation that 3 and 4 reflection wavelength position raises and takes place with temperature.
Fig. 7 is that the pitch of sample 5 is with variation of temperature trend.
Fig. 8 is the variation that the reflection wavelength position of sample 6 raises and takes place with temperature.
Embodiment
Embodiment 1:
The preparation of liquid crystal cell: the polyvinyl alcohol water solution with 3%, be coated in the one side of glass substrate by the method for spin coating, 80 ℃ of bakings 30 minutes, use flannelette then along a direction friction orientation.The glass substrate that two orientations is good is that the polyethylene pad of 25 μ m is bonding along differently-oriented directivity thickness, makes the liquid crystal cell of planar orientation.
(1) preparation hydrogen bond type chipal compounds HCD.Is that 1: 1 ratio mixes in organic solvent tetrahydrofuran with pyridines chipal compounds and carboxylic-acid chipal compounds according to molar ratio, and solvent is slowly volatilized fully.Measure the alternating temperature infrared spectra of hydrogen bond type chipal compounds HCD.Its result as shown in Figure 2.
(2) according to table 1 preparation sample.
Table 1. sample composition and proportioning
Sample dissolution is mixed in tetrahydrofuran solvent, and it is clean to be retained to solvent evaporates at ambient temperature; In the liquid crystal cell that utilizes wicking action to pour in the sample 1,2,3,4,6 that mixes then to prepare.With sample 1,2,3,4 heat up gradually, measure the temperature variant variation of reflection wavelength.Its result as shown in Figure 3.
(3) utilize wicking action to pour in the sample 5 that mixes and tiltedly split in the box, measure pitch with variation of temperature trend.Its result as shown in Figure 4.
(4) sample 6 is heated up gradually, measure the temperature variant variation of reflection wavelength.Its result as shown in Figure 5.
(5) utilize wicking action to pour in the liquid crystal cell in the sample 7 that mixes, under mask covers, carry out 20 minutes (0.8mW/cm of uv irradiating at 25 ℃
-2, 365.0nm), polymerisable monomer takes place crosslinked, forms polymeric wall at material internal.The heat pen that with temperature is 65 ℃ moves on the liquid crystal cell surface with the speed of 1.0cm/s, can finish the input of information.Like this, Lan Se information is imported on red background.After removing thermal field, information is kept 3 day time.Blue information fades away afterwards, and sample returns to original state.
The instrument that uses in the above-mentioned test process is ultraviolet-visible-near infrared spectrometer (JascoV-570), polarizing microscope (Olympus BX51), and fourier changes infrared spectrometer (Nicolet-510P).As seen from Figure 2, the hydrogen bond of hydrogen bond type chipal compounds begins to rupture at 60 ℃, and is complete to 65 ℃ of basic fractures.Fig. 3-6 represents sample 1,2,3 and 4 reflection wavelength raises with temperature blue shift all takes place, and moves to 610nm from 660nm respectively, and 605nm moves to 565nm, 540nm moves to 500nm, 520nm moves to 465nm, and corresponding reflection colour becomes the tangerine look by redness respectively, and yellow becomes green, green becomes blueness, and blueness becomes purple.Fig. 7 represents that the pitch of sample 5 sharply descends since 60 ℃, remains unchanged substantially before 60 ℃ and after 68 ℃, shows that the hydrogen bond rupture of hydrogen bond chipal compounds in the sample can make sample pitch undergo mutation.Fig. 8 represents that the reflection wavelength of sample 6 with the temperature rising blue shift phenomenon takes place.Rising to 60 ℃ of processes from 20 ℃, reflection wavelength moves to 650nm from 685nm, and corresponding reflection colour becomes the tangerine look by redness respectively; Rise to 68 ℃ of processes from 60 ℃, reflection peak occurs at the 465nm place, and reflection strength strengthens gradually, corresponding color sports blueness by the tangerine look.After returning to room temperature, blueness can keep 3 days left and right sides time.Return to the original state redness afterwards gradually.
Embodiment 2:
Wherein, preparation hydrogen bond type chipal compounds HCD technology is: is that 1: 2 ratio mixes in organic solvent tetrahydrofuran with imidazole chiral compound and alcohols chipal compounds according to molar ratio, and solvent is slowly volatilized fully.
All the other steps are with embodiment 1, and test result is similar to the test result of embodiment 1.
Embodiment 3:
Wherein, preparation hydrogen bond type chipal compounds HCD technology is: is that 3: 1 ratio mixes in organic solvent tetrahydrofuran with imidazole chiral compound and phenols chipal compounds according to molar ratio, and solvent is slowly volatilized fully.
All the other steps are with embodiment 1, and test result is similar to the test result of embodiment 1.
Embodiment 4:
Wherein, preparation hydrogen bond type chipal compounds HCD technology is: is that 1: 3 ratio mixes in organic solvent-acetone with pyridines chipal compounds and itrile group class chipal compounds according to molar ratio, and solvent is slowly volatilized fully.
All the other steps are with embodiment 1, and test result is similar to the test result of embodiment 1.
Embodiment 5:
Wherein, preparation hydrogen bond type chipal compounds HCD technology is: is that 2: 1 ratio mixes in organic solvent dichloromethane with pyridines chipal compounds and phenols chipal compounds according to molar ratio, and solvent is slowly volatilized fully.
All the other steps are with embodiment 1, and test result is similar to the test result of embodiment 1.
Claims (6)
1. electronic paper liquid crystal material is characterized in that concrete manufacturing process is:
(1), the preparation of liquid crystal cell: the polyvinyl alcohol water solution with 3%, be coated in the one side of glass substrate by the method for spin coating, 80 ℃ of bakings 30 minutes, use flannelette then along a direction friction orientation; The glass substrate that two orientations is good is that the polyethylene pad of 25.0 μ m is bonding along differently-oriented directivity thickness, makes the liquid crystal cell of planar orientation;
(2), the preparation of cholesterol mixed crystal: with a series of cholesterol compound, ctystallizing point descends, and making under its room temperature is liquid crystal state, and the cholesteric liquid crystal with broad liquid crystal phase temperature range;
(3), the preparation of hydrogen bond class chipal compounds: concrete preparation technology is: with imidazole chiral compound and carboxylic-acid chipal compounds, perhaps imidazole chiral compound and alcohols chipal compounds, perhaps imidazole chiral compound and itrile group class chipal compounds, perhaps imidazole chiral compound and phenols chipal compounds, perhaps pyridines chipal compounds and carboxylic-acid chipal compounds, perhaps pyridines chipal compounds and alcohols chipal compounds, perhaps pyridines chipal compounds and itrile group class chipal compounds, perhaps the pyridines chipal compounds mixes in twos with the phenols chipal compounds, the blended molar ratio is 1 in twos: 3-3: 1, it is mixed in organic solvent, solvent is slowly volatilized fully; Used organic solvent is acetone, tetrahydrofuran (THF), methylene dichloride;
(4), the preparation of liquid crystal compound system: in the cholesterol mixed crystal, add nematic liquid crystal and hydrogen bond class chipal compounds, be adjusted to partition ratio, the compound system reflection wavelength is adjusted in the visible-range; Wherein, nematic liquid crystal content is 15%-50%; Cholesterol mixed crystal content is 75%-40%; Hydrogen bond class chipal compounds content is 0%-20%;
(5), in the liquid crystal compound system that in (4), is mixed, add solvent, make it to mix, make mixture remain on vacuum state following 5 hours then, solvent is volatilized fully; Then the liquid crystal compound system is injected the thick liquid crystal cell of 25 μ m through planar orientation, this moment, the liquid crystal compound system was a planar texture; After the intensification, the reflection wavelength generation blue shift of liquid crystal compound system, corresponding reflection colour changes; When the temperature of liquid crystal compound system was elevated to the hydrogen bond rupture of hydrogen bonding compound, the hydrogen bond chipal compounds decomposed, and the helically twisted power of system is undergone mutation, and liquid crystal system pitch is corresponding also undergos mutation, and causes reflection colour to change; When temperature was reduced to room temperature, because the hydrogen bond chipal compounds that has ruptured is not also finished self-assembly, the reflection colour of its variation can keep 10 hours-120 hours, promptly had certain memory effect; Then, along with the carrying out of hydrogen bond self-assembly in the system, the hydrogen bond chipal compounds forms gradually, and liquid crystal compound system composition returns to original state gradually, and reflection colour also returns to original state gradually;
(6), in (5) described liquid crystal compound system, adding weight percent is liquid crystal liquid crystal property photopolymerizable monomer and the micro-light trigger of 1.5%-3.5%, light trigger accounts for the 3%-5% of photopolymerizable monomer quality; Under the effect of photomask, under 25 ℃, carried out uv irradiating 20 minutes, intensity is 0.8mW/cm
-2, 365.0nm; Like this, form polymeric wall under the photomask effect, the conduction of polymeric wall energy caloric restriction in horizontal plane improves the information resolution of hot addressing input greatly.
2. a kind of according to claim 1 electronic paper is characterized in that planar orientation processing employing rubbing manipulation, Vacuum Coating method or chemical method with the preparation method of liquid crystal material.
3. a kind of according to claim 1 electronic paper is characterized in that with the preparation method of liquid crystal material used cholesteryl ester compounds is Cholesteryl pelargonate, cholesterol oleyl alcohol carbonic ether, cholesterol acid ester, cholesterol benzoate or cholesterol muriate.
4. a kind of according to claim 1 electronic paper is characterized in that with the preparation method of liquid crystal material hydrogen bond type chipal compounds used in the present invention is imidazoles hydrogen bonding compound, pyridines hydrogen bonding compound, carboxylic-acid hydrogen bonding compound, alcohols hydrogen bonding compound, phenols hydrogen bonding compound or itrile group class hydrogen bonding compound.
5. a kind of according to claim 1 electronic paper is characterized in that with the preparation method of liquid crystal material nematic liquid crystal used in the present invention is SLC1717, S7011, E7 or E48.
6. a kind of according to claim 1 electronic paper is characterized in that light trigger used in the present invention with the preparation method of liquid crystal material, is benzoin isopropyl ether or benzophenone.
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013037315A1 (en) * | 2011-09-15 | 2013-03-21 | 北京京东方光电科技有限公司 | Liquid crystal display device and manufacturing method therefor |
| CN104046368A (en) * | 2014-06-09 | 2014-09-17 | 京东方科技集团股份有限公司 | Liquid crystal thin film and preparation method thereof, temperature response apparatus and circular polarizer |
| US9588391B2 (en) | 2013-03-18 | 2017-03-07 | Boe Technology Group Co., Ltd. | Liquid crystal panel, display device, and process for manufacturing liquid crystal panel |
| US20180073922A1 (en) * | 2016-09-09 | 2018-03-15 | Boe Technology Group Co., Ltd. | Composition, film for ultraviolet light intensity detection, method for preparing the film and method for ultraviolet light intensity detection |
| CN112684646A (en) * | 2021-01-15 | 2021-04-20 | Tcl华星光电技术有限公司 | Writable display device, writing device, and electronic device |
| CN113072963A (en) * | 2021-04-01 | 2021-07-06 | 江苏集萃智能液晶科技有限公司 | Monochromatic liquid crystal composition, liquid crystal microcapsule, coating and preparation method thereof |
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- 2009-10-19 CN CN200910235567A patent/CN101671565A/en active Pending
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| Publication number | Priority date | Publication date | Assignee | Title |
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| WO2013037315A1 (en) * | 2011-09-15 | 2013-03-21 | 北京京东方光电科技有限公司 | Liquid crystal display device and manufacturing method therefor |
| US9366898B2 (en) | 2011-09-15 | 2016-06-14 | Beijing Boe Optoelectronics Technology Co., Ltd. | Liquid crystal display device and method for manufacturing the same |
| US9588391B2 (en) | 2013-03-18 | 2017-03-07 | Boe Technology Group Co., Ltd. | Liquid crystal panel, display device, and process for manufacturing liquid crystal panel |
| CN104046368A (en) * | 2014-06-09 | 2014-09-17 | 京东方科技集团股份有限公司 | Liquid crystal thin film and preparation method thereof, temperature response apparatus and circular polarizer |
| CN104046368B (en) * | 2014-06-09 | 2016-02-24 | 京东方科技集团股份有限公司 | A kind of liquid crystal film and preparation method thereof and temperature response device, circular polarizing disk |
| US9631143B2 (en) | 2014-06-09 | 2017-04-25 | Boe Technology Group Co., Ltd. | Liquid crystal film, method for preparing the film, temperature-responsive device comprising the film, and circular polarizer made therefrom |
| US20180073922A1 (en) * | 2016-09-09 | 2018-03-15 | Boe Technology Group Co., Ltd. | Composition, film for ultraviolet light intensity detection, method for preparing the film and method for ultraviolet light intensity detection |
| CN112684646A (en) * | 2021-01-15 | 2021-04-20 | Tcl华星光电技术有限公司 | Writable display device, writing device, and electronic device |
| CN113072963A (en) * | 2021-04-01 | 2021-07-06 | 江苏集萃智能液晶科技有限公司 | Monochromatic liquid crystal composition, liquid crystal microcapsule, coating and preparation method thereof |
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Application publication date: 20100317 |