CN107710058A - Compound photo-alignment layer - Google Patents
Compound photo-alignment layer Download PDFInfo
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- CN107710058A CN107710058A CN201680033894.1A CN201680033894A CN107710058A CN 107710058 A CN107710058 A CN 107710058A CN 201680033894 A CN201680033894 A CN 201680033894A CN 107710058 A CN107710058 A CN 107710058A
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- alignment layer
- compound photo
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- alignment
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 78
- 239000000463 material Substances 0.000 claims abstract description 69
- 239000000987 azo dye Substances 0.000 claims abstract description 56
- 239000000178 monomer Substances 0.000 claims abstract description 50
- 239000004973 liquid crystal related substance Substances 0.000 claims abstract description 31
- 239000003999 initiator Substances 0.000 claims abstract description 20
- 238000000034 method Methods 0.000 claims abstract description 20
- 239000000758 substrate Substances 0.000 claims abstract description 14
- 239000007787 solid Substances 0.000 claims abstract description 13
- 239000000243 solution Substances 0.000 claims abstract description 9
- 239000011259 mixed solution Substances 0.000 claims abstract description 7
- 238000010438 heat treatment Methods 0.000 claims abstract description 5
- 238000006116 polymerization reaction Methods 0.000 claims description 13
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- 150000005166 2-hydroxybenzoic acids Chemical class 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 4
- 235000010290 biphenyl Nutrition 0.000 claims description 4
- RAABOESOVLLHRU-UHFFFAOYSA-N diazene Chemical compound N=N RAABOESOVLLHRU-UHFFFAOYSA-N 0.000 claims description 4
- 229910000071 diazene Inorganic materials 0.000 claims description 4
- 229910052708 sodium Inorganic materials 0.000 claims description 4
- 239000011734 sodium Substances 0.000 claims description 4
- 239000000975 dye Substances 0.000 claims description 3
- 238000012719 thermal polymerization Methods 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 2
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical group C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 claims description 2
- 230000009257 reactivity Effects 0.000 claims description 2
- 238000007790 scraping Methods 0.000 claims description 2
- 238000004528 spin coating Methods 0.000 claims description 2
- 239000005711 Benzoic acid Substances 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- HIZCIEIDIFGZSS-UHFFFAOYSA-L trithiocarbonate Chemical compound [S-]C([S-])=S HIZCIEIDIFGZSS-UHFFFAOYSA-L 0.000 claims 1
- 239000012989 trithiocarbonate Substances 0.000 claims 1
- 238000004873 anchoring Methods 0.000 description 19
- 239000000203 mixture Substances 0.000 description 12
- 230000003287 optical effect Effects 0.000 description 12
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- 230000014759 maintenance of location Effects 0.000 description 8
- 239000005262 ferroelectric liquid crystals (FLCs) Substances 0.000 description 7
- 239000004988 Nematic liquid crystal Substances 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 6
- 230000008859 change Effects 0.000 description 5
- 229920001721 polyimide Polymers 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 230000006866 deterioration Effects 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 238000011179 visual inspection Methods 0.000 description 4
- 230000003796 beauty Effects 0.000 description 3
- -1 light trigger Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 230000004044 response Effects 0.000 description 3
- 230000006641 stabilisation Effects 0.000 description 3
- 239000004642 Polyimide Substances 0.000 description 2
- 230000033228 biological regulation Effects 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 230000005611 electricity Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 230000010287 polarization Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- 229960004365 benzoic acid Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000007697 cis-trans-isomerization reaction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000007850 degeneration Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
Classifications
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
- G02F1/133711—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by organic films, e.g. polymeric films
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F120/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F120/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F120/52—Amides or imides
- C08F120/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F120/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-acryloyl morpholine
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L101/00—Compositions of unspecified macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
- C09K19/54—Additives having no specific mesophase characterised by their chemical composition
- C09K19/56—Aligning agents
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
- G02F1/13378—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation
- G02F1/133788—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation by light irradiation, e.g. linearly polarised light photo-polymerisation
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
- G02F1/133711—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by organic films, e.g. polymeric films
- G02F1/133715—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by organic films, e.g. polymeric films by first depositing a monomer
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
- G02F1/133711—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by organic films, e.g. polymeric films
- G02F1/133726—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by organic films, e.g. polymeric films made of a mesogenic material
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- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Nonlinear Science (AREA)
- Crystallography & Structural Chemistry (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Mathematical Physics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Liquid Crystal (AREA)
Abstract
A kind of compound photo-alignment layer for alignment liquid crystal molecule, including：Monomer material, light trigger or thermal initiator, and azo dyes material.A kind of method for preparing the compound photo-alignment layer for alignment liquid crystal molecule, including：Hybrid monomeric material in the form of a solution, light trigger or thermal initiator, and azo dyes material；Mixed solution is coated on substrate and forms film；The film is exposed to polarised light；And during with thermal initiator, heating film carrys out polymerized monomer material and forms solid film.
Description
The cross reference of association request
The U.S. Provisional Patent Application No.62/285,435 and 2016 that patent application claims are submitted on October 29th, 2015
The U.S. Provisional Patent Application No.62/493 that on July 19, in submits, 840 priority, the full contents of two parts of applications have passed through
It is incorporated herein by reference.
Background technology
Recently, plane conversion display, fringing field crossover display terminal and the Field-Sequential Color Display based on ferroelectric liquid crystals
Become more and more popular, because they can provide relatively high optical property and resolution ratio, Utopian display unit has quick ring
Between seasonable, wide viewing angle and high-resolution.For example, the use that electricity suppresses Helix Ferroelectric liquid crystal provides outstanding optical property
(similar nematic liquid crystal), while also there is comparatively faster transition response and relatively low driving voltage.
Liquid crystal display with fast-response, high-resolution and high optical contrast for example can be applied to quickly
Optics is responded, it is (such as miniature such as modulator, wave filter, attenuator, and applied to the display for having high-resolution demand
Projecting apparatus, 3D display device, miniscope, HDTV (HDTVs), ultra high-definition (UHDs) display etc.).
Summary of the invention
In an exemplary embodiments, the invention provides the complex light orientation for alignment liquid crystal molecule
Layer, it is included：Monomer material, light trigger, and azo dyes material.
In another exemplary embodiments, answering for alignment liquid crystal molecule is prepared the invention provides a kind of
The method of closing light both alignment layers, this method include：Hybrid monomeric material in the form of a solution, light trigger and azo dyes material；Will
Mixed solution is coated on substrate and forms film；Film is exposed to polarised light to form solid film.
In another exemplary embodiments, the invention provides a kind of complex light for alignment liquid crystal molecule
Both alignment layers, it is included：Monomer material, thermal initiator and azo dyes material.
In another exemplary embodiments, answering for alignment liquid crystal molecule is prepared the invention provides a kind of
The method of closing light both alignment layers, this method include：Hybrid monomeric material in the form of a solution, thermal initiator and azo dyes material；Will
Mixed solution is coated on substrate and forms film；Film is exposed to polarised light to carry out single domain or multidomain orientation；Heat film
It polymerize monomer material and forms solid film.
Brief Description Of Drawings
Fig. 1 is according to compound photo-alignment layer of the preparation of the first exemplary embodiments for alignment liquid crystal molecule
Illustrative methods legend.
Fig. 2A -2B illustrate the transmitance of exemplary torsional mode nematic (TN) display unit before and after heat exposure to voltage curve
(TVC)。
Fig. 3 A-3B illustrate the TVC of exemplary electrically conerolled birefringence (ECB) nematic display unit before and after heat exposure.
Fig. 4 A-4B illustrate the TVC of TN display units exemplary before and after light exposes.
Fig. 5 A-5B illustrate the TVC of ECB nematic display units exemplary before and after light exposes.
Fig. 6 depicts the optical texture diagrammatic illustration of a multidomain orientation.
Fig. 7 is according to compound photo-alignment layer of the preparation of second of exemplary embodiments for alignment liquid crystal molecule
Illustrative methods legend.
Fig. 8 illustrates the TVC of exemplary TN display units before and after heat exposure.
Fig. 9 illustrates the TVC of exemplary ECB nematic display units before and after heat exposure.
Figure 10 illustrates the TVC of TN display units exemplary before and after light exposes.
Figure 11 illustrates the TVC of ECB nematic display units exemplary before and after light exposes.
Figure 12 figure show one it is exemplary in display unit made of compound photo-alignment layer through loading 10V voltages 1
After hour, the time dependence figure of remnant dc electricity (RDC) voltage.
Figure 13 depicts the optical texture diagrammatic illustration of an exemplary multidomain orientation.
Detailed description of the invention
For the electric light needed for fast-response, high-resolution and some liquid crystal displays of high optical contrast
Pattern and dot structure regulation and control, it may be necessary to which the light orientation of height optimization is to provide zero degree pre-tilt angle, large surface uniformity and more
Farmland orientation (the multidomain orientation in pixel improves vision presentation and ornamental character).
Traditional light alignment materials can not provide above all of characteristic.Traditional azo dyes both alignment layers can be liquid crystal
Display unit provides good orientation (uniformity of high anchoring energy, small pre-tilt angle and relative large area), makes liquid crystal display
Very high pixel resolution can be obtained.However, traditional azo dyes both alignment layers are unstable for chemistry, heat and light exposure
's.
A kind of compound photo-alignment layer for liquid crystal is provided in the exemplary embodiments of the present invention, it is described compound
Photo-alignment layer is included by least one monomer (" monomer material "), a kind of thermal free radical initiator (" thermal initiator ") or a kind of light
Initiator, and the compound that a kind of azo dyes material (such as SD1 azo dyes) mixes.By the way that polymer network is drawn
Enter into azo material (via thermal initiation or light-initiated polymerisation), exemplary embodiments of the invention provide
Stable compound azo dyes photo-alignment layer, it is stable in face of ultraviolet lighting, heat and other environmental conditions.
The compound photo-alignment layer provide good orientation characteristic (such as low pre-tilt angle, highly polar and azimuthal anchoring strength,
Low-residual direct current (RDC) voltage, high voltage holding ratio (VHR), low image retention parameter), these characteristics can match in excellence or beauty traditional
Polyimide film, and meet industry and consumer demand (such as RDC voltages, VHR and anchoring energy).Therefore, the complex light is matched somebody with somebody
It is applied to various photoelectric devices and display, including but not limited to plane conversion display (IPS) and ferroelectric liquid crystals to layer
(FLC) display.
In first exemplary embodiments, risen with the mixture of monomer, light trigger and azo dyes material
Begin and (can provide stability for azo dyes material in compound concentration, but the orientation of photo-alignment layer offer is not provided), through list
Light-initiated redirection (light orientation) and the polymerization of monomer of azo dyes material are realized in secondary exposure simultaneously, and acquisition has excellent fit
To the compound photo-alignment layer of characteristic (uniformity of such as high anchoring energy, small pre-tilt angle and relative large area).The compound photo-alignment layer
Therefore single step irradiation/exposure is formed at, good and stable light orientation is provided for liquid crystal.
In second exemplary embodiments, process originates in mix monomer, thermal initiator and azo dyes material
Material (both provided stability for azo dyes material in configuration concentration, but has not influenceed the orientation of photo-alignment layer offer).Then, exist
In the first step, the preferred orientation of the easy magnetizing axis of azo dyes photo-alignment layer is realized.In second step, thermal polymerization is carried out.
In a step irradiation/exposure, light orientation can realize single domain or multidomain orientation with minimum pre-tilt angle.Utilize single
Light alignment method, such as figuratum wave plate, the multidomain photo-alignment layer for having high uniformity orientation in the range of large scale can be obtained.
It is additionally, since the planar molecule that azo dyes material is only provided from direction to another direction to disperse, will not goes out to plane
Outside, therefore caused pre-tilt angle is very small.
In addition, the exemplary embodiments in the present invention, the anchoring energy of the compound photo-alignment layer can pass through
Light exposure is controlled to adjust.Therefore, exemplary embodiments of the invention are suitable for needing answering for accurate control anchoring energy
With including but not limited to, such as ferroelectric liquid crystals is shown.
With (polarised light is applied in photo-alignment layer after the polarizing light irradiation with sufficiently high irradiation energy for having specific wavelength
Add alignment direction), liquid crystal photo-alignment layer can show preferable alignment direction.Compared to traditional friction matching technology, light orientation
Provide some advantages.Such as friction may cause mechanical damage or electrostatic, it reduce fabrication yield.Light orientation avoids
With the Mechanical Contact of both alignment layers so that mechanical damage and electrostatic minimize (particularly advantageous to FLC devices).For large-scale base
Plate, light orientation are easier to carry out and more preferable uniformity can be provided for high resolution display.In addition, light orientation can be in micron meter
Degree even can realize multidomain orientation on nanoscale.In addition, light orientation can be applied to non-planar surface, for example, curved surface or
Surface with microcosmic limitation.
Light orientation has following several approach, such as including following several classes：(1) azo molecules are matched somebody with somebody by cis-trans isomerization come light
To；(2) monomer photo-crosslinking is into polymer；(3) light degradation of polymer film；And the weight of the photoinduction of (4) Azo dye
Orientation.Wherein, the redirection of the photoinduction of Azo dye provides some advantages, for example, LCD alignment is sufficiently high
Polarity and azimuthal anchoring strength, it is strong as the commercialization polyimide film based on conventional friction；High voltage holding ratio (VHR)
Low with low-residual direct current (RDC) voltage, this is favourable for LCD alignment；Very small pre-tilt angle (is, for example, less than 1
Degree), this is favourable, such as plane conversion (IPS) pattern and its derivative mould for needing the display pattern of this low pre-tilt angle
Formula such as fringing field conversion (FFS) pattern.In addition, the polarised light of wavelength can realize the photoinduction of azo dyes in a wide range of
Redirect, such as the blue light including 450nm.This allows to use large-power light-emitting diodes (LEDs) to be used as light source, so as to
Reduce the equipment cost for light orientation.
Therefore, the light orientation of the redirection based on photoinduction of Azo dye can realize sufficiently high polarity and side
Parallactic angle anchoring energy, high VHR, appropriate pre-tilt angle and uniform orientation.In addition, the resetting based on photoinduction of Azo dye
To light orientation can be used blue light easily rotate, and provide with extremely low pre-tilt angle be commercialized polyimide film it is suitable
Anchoring energy.LC device of the light orientation of the redirection based on photoinduction of Azo dye available for wide scope, such as including
IPS and FLC displays.The light orientation of the redirection based on photoinduction of Azo dye is based on control irradiation energy dosage
It is adjustable.The light orientation of the redirection based on photoinduction of Azo dye can also further provide for easy with clearly limiting
The multidomain orientation of magnetized axis orientation.In addition, the light orientation of the redirection based on photoinduction of Azo dye can provide nanometer
Orientation in domain, more preferable visual angle, optics and other characteristics can be provided for liquid crystal display.
However, as described above, the light degradation of conventional azo dyes photo-alignment layer and unstability hinder azo dyes light
Development of the both alignment layers in some real-world applications.Particularly, if the display unit of light orientation is exposed to light, azo dyes
The easy magnetizing axis of photo-alignment layer can change, and damage the orientation quality of display unit.In addition, the light of the backlight from display system
Can also the orientation characteristic of damage photo-alignment layer in several hours be being operated when flux is sufficiently strong.
In first particular exemplary embodiments, the invention provides a kind of compound photo-alignment layer for liquid crystal,
It comprises the monomer matched with optimal relative concentration, light trigger and azo dyes material.The compound photo-alignment layer provides
Good, uniform orientation, and after being irradiated with light source be stable.The concentration of light trigger and monomer is adjusted with single
Orientation and stabilisation are realized in irradiation simultaneously.
In an exemplary embodiment, monomer has liquid crystal property, is liquid crystal reactivity primitive；Azo dyes is acid
The sodium 5,5'- of property sulfuric acid radical dye four ((1E, 1'E)-(2,2'- disulfonic acid-[1,1'- biphenyl] -4,4'- diyls) it is double (diazene -
2,1- diyls)) two (2 hydroxybenzoic acids) (" SD1 ")；Light trigger is 1- hydroxycyclohexylphenylketones.It should be appreciated that at it
In his illustrative embodiments, other materials can be used.
In an example, the process for preparing the compound photo-alignment layer originates in 50:50 optimal relative concentration (because
The molecular length of azo dyes and monomer is roughly the same) mix monomer and azo dyes.Then, it will account for monomer 10%wt/wt's
Light trigger is added in mixture.It should be appreciated that in other exemplaries and during using other materials, can make
With other relative concentrations of material.
Adjust light trigger concentration come optimize rate of polymerization (such as, it is ensured that do not completed in light orientation pre-polymerization, otherwise will
Influence optical quality).In various exemplaries, the light trigger relative monomer material that is added in mixture it is dense
Degree can change between 1%wt/wt to 10%wt/wt, to optimize orientation speed (the liquid crystal anchoring energy for reaching specified quantitative)
Balance between rate of polymerization.Further, the pass between the absorption band based on light trigger and the absorption band of azo dyes
System, can obtain different balances between orientation speed and rate of polymerization.In an example, suitable light trigger is selected
Absorption band is to match the absorption band of azo dyes (for example, SD1 azo dyes has absworption peak at 365nm and 450nm).At it
In its example, the absorption band of light trigger is different from the absorption band of azo dyes.
Furthermore it is possible to by changing irradiation energy and being matched somebody with somebody by balancing orientation speed and rate of polymerization to adjust complex light
To the azimuthal anchoring strength of layer.
A kind of method for preparing the compound photo-alignment layer for alignment liquid crystal molecule, including：Mix monomer in the form of a solution
Material, light trigger and azo dyes material；Mixed solution is coated on substrate and forms film；Film is exposed to polarised light
To form solid film.It is step exposure by film exposure, while orientation and polymerization is provided for compound photo-alignment layer.It is described compound
Photo-alignment layer can be based on a variety of paint-on techniques and be applied on the surface of the substrate, include but is not limited to, such as spin coating, scraping blade and silk screen
Printing.Polarised light may be from the polarized light source of one or more main wavelength components (for example, so can for orientation and polymerization
To use different illumination bands).
Fig. 1 depicts the legend of this method.As shown in figure 1, in 101 stages, by SD1 azo dyes, the list of solution form
The mixture being blended in solvent (such as dimethylformamide (DMF)) of body and light trigger is coated on substrate to be formed
The film in 102 stages.Then, in 103 stages, the step of film one is exposed to provide orientation for compound photo-alignment layer simultaneously and gather
Close, so as to form the solid film of the polymer network formed in 104 stages containing SD1 molecules and monomer.Especially, it is compound
The polymerization of monomer material enables compound photo-alignment layer to form solid film in photo-alignment layer, and the polymerization of monomer material provides
High liquid crystal anchoring energy (such as~10-3J/m2).It should be appreciated that according to the particular exemplary embodiments of the present invention, monomer material
It can polymerize completely.
The specified level of anchoring energy can be adjusted based on exposure dose.In an example, 10 can be obtained-4J/m2Extremely
10-2J/m2In the range of anchoring energy (for example, about 10-4J/m2Or 10-3J/m2Magnitude).Further, it is understood that anchor
Surely can be by adjusting exposure dose 10-4J/m2To 10-2J/m2In the range of adjust.
In an illustrative embodiments, the compound photo-alignment layer shows low RDC voltages, such as less than
10mV。
In an exemplary embodiment, the compound photo-alignment layer provides identical with conventional polyimide both alignment layers
Or similar electro-optical characteristic.In one example, for 60Hz frame rate, there is the planar alignment of the compound photo-alignment layer
The voltage retention of nematic liquid crystal unit is higher than 99%.
In an exemplary embodiment, can match in excellence or beauty can in conventional and business for the orientation quality of the compound photo-alignment layer
The both alignment layers of acquisition.
In an exemplary embodiment, the compound photo-alignment layer that monomer polymerize completely provides the figure that ratio is 1.01
As residual parameter (" ISP "), the value is suitable with conventional alignment layer.Image retention parameter definition display panel is remaining with former frame
The behavior of image competition.In one example, 6V voltages are pressurizeed 6 hours one in a unit in two pixels, separately
One pixel is maintained at 0V, compares the transmitance of two pixels under 2V voltages, based on this application, it was demonstrated that ISP ratios are
1.01。
In an exemplary embodiment, the compound photo-alignment layer is proved to be heat-staple, because it is in baking oven
In 100 DEG C of heat exposures any deterioration sign is not shown after 24 hours.As shown in Fig. 2A -2B and Fig. 3 A-3B, in heat exposure
Afterwards, the transmitance of the exemplary display elements with the compound photo-alignment layer is more unaffected than voltage curve (TVC).Fig. 2A-
2B shows the TVC of exemplary distortion nematic (TN) display unit before and after heat exposure.Fig. 3 A-3B show exemplary automatically controlled two-fold
Penetrate TVC of (ECB) the nematic display unit before and after heat exposure.The orientation quality of exemplary display elements is not also by heat exposure
Influence, this point is evident that from visual inspection.
Have also demonstrated the compound photo-alignment layer is optical stabilization, and it is 100mW/cm to be exposed to intensity2Light source 1
There is no any deterioration after hour.As shown in Fig. 4 A-4B and Fig. 5 A-5B, there is the exemplary display list of the compound photo-alignment layer
The TVC of member is unaffected after exposure.Fig. 4 A-4B show the TVC of the example T N display units before and after exposure.Figure
5A-5B shows the TVC of the exemplary ECB nematics display unit before and after exposure.The orientation matter of exemplary display elements
Amount is not also influenceed by exposing, this point from visual inspection this it appears that.
In an illustrative embodiments, Fig. 1 103 stages a step exposure during, using phase mask come for
Compound photo-alignment layer provides two or more orientation farmlands.In one example, using with double farmlands that characteristic size is 20 μm
Pattern half-wave plate is as phase mask.Phase mask rotates incident optical plane, is hereafter applied with the incident light irradiation of degeneration plane of polarization
It is covered with the substrate of compound photo-alignment layer.As a result, the substrate of irradiation provides the multidomain orientation of stable and heat-resisting and resistance to exposure, and its is same
When there is the optically and electrically parameter of high quality.The illustration of the optical effects of multidomain orientation is depicted in Fig. 6.
In second exemplary embodiments, the invention provides the compound photo-alignment layer for liquid crystal, and it is wrapped
It is contained in the monomer, thermal initiator and azo dyes material of optimal relative concentration.Compound photo-alignment layer carries after by light source irradiation
For good, uniform orientation, and be after the heating it is stable (for example, heated 30 minutes at 230 DEG C, it is to be understood that,
Other time and temperature can be used).The concentration of regulation thermal initiator and monomer to provide good orientation and orientation is steady simultaneously
It is qualitative.
In an exemplary embodiment, monomer has liquid crystal property, and it is 4- (3- acryloxies propoxyl group)-benzene
Formic acid -2- methyl isophthalic acids, 4- phenylesters；Azo dyes material is acid sodium 5,5'- ((1E, the 1'E)-(2,2'- of sulfate dyestuff four
Disulfonic acid-[1,1'- biphenyl] -4,4'- diyls) double (diazene -2,1- diyls)) two (2 hydroxybenzoic acids) (" SD1 ")；Heat is drawn
Hair agent is 2- cyano group -2- propyl group dodecyl trithiocarbonates., can be with it should be appreciated that in other illustrative embodiments
Use other materials.
In an example, the process for preparing the compound photo-alignment layer originates in 50:50 optimal relative concentration (because
Molecular length for azo dyes and monomer is roughly the same) mix monomer and azo dyes.Then, it will account for monomer 5%wt/wt's
Thermal initiator is added in mixture.Mixture is further dissolved to (such as dimethylformamide or other polarity in a solvent
Solvent).It should be appreciated that the other relatively dense of material can be used in other exemplaries or for other materials
Degree.
In an exemplary embodiment, the concentration of azo dyes and the monomer of combination is to account for the 1%wt/wt of solvent,
And the concentration of thermal initiator is to account for the 5%wt/wt of monomer.It should be appreciated that in other exemplaries or for other
Material, other relative concentrations of material can be used.
A kind of method for preparing the compound photo-alignment layer for alignment liquid crystal molecule, including：Mix monomer in the form of a solution
Material, thermal initiator and azo dyes material；Mixed solution is coated on substrate to form film；Film is exposed to polarization
Light is to implement single domain or multidomain orientation；Film is heated to form solid film.Exposure and heating film can be used as a step
Part come carry out simultaneously, or with single sequence of steps progress.The thermal polymerization triggered by heating film does not influence compound
The orientation characteristic (such as anchoring energy and surface uniformity) of photo-alignment layer.
Fig. 7 depicts the legend of this method.As shown in fig. 7, in 701 stages, by SD1 azo dyes, the list of solution form
The mixture of body and thermal initiator is spun on substrate, to form the film in 702 stages.Then, in 703 stages, by film one
Step exposure for compound photo-alignment layer to provide orientation, in 704 stages, film is heated 30 minutes at 230 DEG C, to form 705
The solid film with SD1 molecules and the polymer network of monomer formation in stage.Especially, monomer material in compound photo-alignment layer
The polymerization of material makes compound photo-alignment layer form solid film, and the polymerization of monomer material provides high liquid crystal anchoring energy (such as~10- 3J/m2).It should be appreciated that according to the particular exemplary embodiments of the present invention, monomer material can polymerize completely.
The specified level of anchoring energy can be adjusted based on exposure dose.It is for instance possible to obtain 10-4J/m2To 10-2J/m2Model
Anchoring energy in enclosing is (for example, about 10-4J/m2Or 10-3J/m2Magnitude).In another example, can obtain about
3x10-3J/m2Anchoring energy.Further, it is understood that grappling energy can be by adjusting exposure dose 10-4J/m2Extremely
10-2J/m2In the range of adjust.
In an exemplary embodiment, the compound photo-alignment layer provides identical with conventional polyimide both alignment layers
Or similar electro-optical characteristic.In one example, for 60Hz frame rate, there is the planar alignment of the compound photo-alignment layer
The voltage retention of nematic liquid crystal unit is higher than 99%.
In an exemplary embodiment, the orientation quality of the compound photo-alignment layer can match in excellence or beauty can obtain in conventional and business
The both alignment layers obtained.
In an exemplary embodiment, the compound photo-alignment layer is proved to be heat-staple, because it is in an oven
100 DEG C of heat exposures do not show any deterioration sign after 24 hours.As shown in FIG. 8 and 9, after heat exposure, have described multiple
The TVC of the exemplary display elements of closing light both alignment layers is unaffected.Fig. 8 shows the example T N before and after heat exposure
The TVC of display unit.Fig. 9 shows the TVC of the exemplary ECB nematics display unit before and after heat exposure.It is exemplary
The orientation quality of display unit is not also influenceed by heat exposure, this point from visual inspection this it appears that.
Have also demonstrated the compound photo-alignment layer is optical stabilization, and through 400J/cm under 450nm wavelength2Energy
Light source exposure after without showing any deterioration.As shown in FIG. 10 and 11, there is the exemplary display of the compound photo-alignment layer
The TVC of unit is unaffected after exposure.Figure 10 show example T N display units before exposure with the TVC after exposure.
Figure 11 show exemplary ECB nematics display unit before exposure with the TVC after exposure.The orientation of the exemplary display elements
Quality is not also influenceed by exposing, this point from visual inspection this it appears that.
In an exemplary embodiment, such as at 60 deg. it is described compound after carrying out the loading in 1 hour of 10V DC voltages
Photo-alignment layer shows low RDC voltages, such as less than 10mV.Figure 12 shows exemplary compound photo-alignment layer through 10V pressurizations 1
RDC changes with time after hour.
In an exemplary embodiment, Fig. 7 703 stages a step exposure during, using phase mask come for
Compound photo-alignment layer provides two or more orientation domains with different alignment direction in adjacent area.As a result, the base after irradiation
Plate provides the multiple domain orientation of stable and heat-resisting and resistance to exposure, and it has the optically and electrically parameter of high quality simultaneously.In fig. 13
Show that the optical effects of the multiple domain orientation with the checkerboard pattern that characteristic size is 20 μm illustrate.
Therefore, exemplary embodiments of the invention provide the compound photo-alignment layer that monomer polymerize completely, simultaneously
Acceptable remanant DC voltages, image retention parameter and voltage retention value are provided.In an example, monomer polymerize completely
Compound photo-alignment layer provides minimum and acceptable remanant DC voltages value 0.008V, minimum and acceptable image retention parameter
Than for 1.01, it is minimum and it is acceptable be higher than 99% the voltage retention under 60 DEG C and 60Hz frame frequencies.
All references cited herein, including publication, patent application and patent are incorporated herein by reference herein,
Its degree is equal to each bibliography and individually and is particularly pointed out and be incorporated by reference into and be to be stated to be integrally incorporated.
In the description of the invention in the context (particularly in the context of appended claims) using term " one " and
"one" and " described " and " at least one " and similar reference should be interpreted covering odd number and plural number, unless otherwise indicated or
It is otherwise clearly contradicted.The one or more projects that followed by using term " at least one " (for example, " in A and B at least
One ") project either two or more projects listed of the selection from the project (A or B) listed should be interpreted
Any combination of (A and B), unless otherwise indicated herein or clearly with contradicted by context.Term "comprising", " having ", " bag
Include " and " containing " open-ended term (represent " including but is not limited to ") should be interpreted, unless otherwise indicated.It is unless another herein
It is described, the description of the scope of this paper intermediate values is provided merely as individually referring to each side of writing a Chinese character in simplified form individually being worth in the range of
Method, each individually value is incorporated in this specification, as individually enumerating herein.All methods as described herein can be with
Carry out in any suitable order, it is unless otherwise indicated herein or otherwise clearly contradicted.Provided herein is any and institute
The use for having embodiment or exemplary language (such as " such as ") is only intended to preferably illustrate the present invention, not to the model of the present invention
Enclose and be construed as limiting, unless otherwise indicated.Language in specification is not necessarily to be construed as representing any element not being claimed
Practice for the present invention is required.
It is used to implement the present invention this document describes the preferred embodiment of the present invention, including known to the present inventor
Best mode.After description above is read, the change of these preferred embodiments comes for those of ordinary skill in the art
Saying to become apparent.The present inventor it is expected that those skilled in the art are suitably used this change, inventor be intended to
Mode implements the present invention otherwise than as specifically described herein.Therefore, the present invention includes the appended right allowed according to applicable law
The all modifications and equivalent for the theme enumerated in it is required that.In addition, it is unless otherwise indicated herein or more hereafter clearly contradicted, this
Invention covers any combination for the above-mentioned element for being possible to change.
Claims (20)
1. a kind of compound photo-alignment layer for alignment liquid crystal molecule, comprising：
Monomer material；
Light trigger；With
Azo dyes material.
2. compound photo-alignment layer according to claim 1, wherein the compound photo-alignment layer is exposed to polarized light source, with
Carry out single domain or multidomain orientation in the compound photo-alignment layer, and polymerized monomer material is to form solid film.
3. compound photo-alignment layer according to claim 1, wherein the complex light both alignment layers are to coat on the surface of the substrate.
4. compound photo-alignment layer according to claim 3, wherein the complex light both alignment layers are via spin coating, scraping blade or silk
Wire mark, which is brushed, to be covered on the surface of the substrate.
5. compound photo-alignment layer according to claim 1, wherein the light trigger is 1- hydroxycyclohexylphenylketones.
6. compound photo-alignment layer according to claim 1, wherein the monomer material is liquid crystal reactivity primitive.
7. compound photo-alignment layer according to claim 1, wherein the azo dyes material is acid sulfate azo dye
Expect four sodium 5,5'- ((1E, 1'E)-(2,2'- disulfonic acid-[1,1'- biphenyl] -4,4'- diyls) double (diazene -2,1- diyls))
Two (2 hydroxybenzoic acids).
8. compound photo-alignment layer according to claim 1, wherein the concentration of the light trigger is to account for the pact of monomer material
1%wt/wt to about 10%wt/wt.
9. a kind of method for preparing the compound photo-alignment layer for alignment liquid crystal molecule, including：
Hybrid monomeric material, light trigger and azo dyes material in the form of a solution；
Mixed solution is coated on substrate and forms film；With
Film is exposed to polarised light to form solid film.
10. according to the method for claim 9, wherein being step exposure by film exposure, while carried for compound photo-alignment layer
For orientation and polymerization.
11. according to the method for claim 9, wherein the polarised light have the inclined of one or more mainly wavelength components
Shake light source.
12. it is used for the compound photo-alignment layer of alignment liquid crystal molecule, comprising：
Monomer material；
Thermal initiator；With
Azo dyes material.
13. compound photo-alignment layer according to claim 12, wherein the compound photo-alignment layer is exposed to polarized light source,
To carry out single domain or multidomain orientation in the compound photo-alignment layer, and thermal polymerization monomer material is to form solid film.
14. compound photo-alignment layer according to claim 12, wherein the thermal initiator is 2- cyano group -2- propyl group dodecanes
Base trithiocarbonate.
15. compound photo-alignment layer according to claim 12, wherein the monomer material is the 4- (oxygen of 3- acryloxies third
Base)-benzoic acid -2- methyl isophthalic acids, 4- phenylesters.
16. compound photo-alignment layer according to claim 12, wherein the azo dyes material is acid sulfate azo
The sodium 5,5'- of the dyestuff four (double (diazene -2,1- two of (1E, 1'E)-(2,2'- disulfonic acid-[1,1'- biphenyl] -4,4'- diyls)
Base)) two (2 hydroxybenzoic acids).
17. compound photo-alignment layer according to claim 12, wherein the monomer material, thermal initiator and azo dyes
Material is dissolved in solvent.
18. compound photo-alignment layer according to claim 17, wherein the azo dyes material and the monomer material of combination
Concentration be to account for the 1%wt/wt of solvent.
19. compound photo-alignment layer according to claim 12, the concentration of wherein thermal initiator is account for monomer material about 5%
wt/wt。
20. a kind of method for preparing the compound photo-alignment layer for alignment liquid crystal molecule, including：
Hybrid monomeric material, thermal initiator and azo dyes material in the form of a solution；
Mixed solution is coated on substrate and forms film；
The film is set to be exposed to polarized light source to carry out single domain or multidomain orientation；With
Heating film carrys out polymerized monomer material and forms solid film.
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| US62/493,840 | 2016-07-19 | ||
| PCT/CN2016/103739 WO2017071637A1 (en) | 2015-10-29 | 2016-10-28 | Composite photoalignment layer |
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| CN110716352A (en) * | 2018-07-12 | 2020-01-21 | 香港科技大学 | Composition for preparing liquid crystal photoalignment layer and application method thereof |
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| CN1356585A (en) * | 2000-11-24 | 2002-07-03 | 香港科技大学 | Process for preparing optical orientation film |
| CN1875300A (en) * | 2003-11-06 | 2006-12-06 | 皇家飞利浦电子股份有限公司 | Dichroic guest-host polarizer comprising an oriented polymer film |
| CN101326453A (en) * | 2005-11-10 | 2008-12-17 | Dic株式会社 | Composition for photo-alignment film, optically anisotropic material and method for producing the same |
| CN104345499A (en) * | 2013-07-26 | 2015-02-11 | 纳米及先进材料研发院有限公司 | Stabilized photo-alignment layer for liquid crystal |
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2016
- 2016-10-28 CN CN201680033894.1A patent/CN107710058A/en active Pending
- 2016-10-28 CN CN202311122049.XA patent/CN117406498A/en active Pending
- 2016-10-28 WO PCT/CN2016/103739 patent/WO2017071637A1/en active Application Filing
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| CN1356585A (en) * | 2000-11-24 | 2002-07-03 | 香港科技大学 | Process for preparing optical orientation film |
| CN1875300A (en) * | 2003-11-06 | 2006-12-06 | 皇家飞利浦电子股份有限公司 | Dichroic guest-host polarizer comprising an oriented polymer film |
| CN101326453A (en) * | 2005-11-10 | 2008-12-17 | Dic株式会社 | Composition for photo-alignment film, optically anisotropic material and method for producing the same |
| CN104345499A (en) * | 2013-07-26 | 2015-02-11 | 纳米及先进材料研发院有限公司 | Stabilized photo-alignment layer for liquid crystal |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110716352A (en) * | 2018-07-12 | 2020-01-21 | 香港科技大学 | Composition for preparing liquid crystal photoalignment layer and application method thereof |
| CN110716352B (en) * | 2018-07-12 | 2022-11-15 | 香港科技大学 | Composition for preparing liquid crystal photoalignment layer and application method thereof |
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| WO2017071637A1 (en) | 2017-05-04 |
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Application publication date: 20180216 |