CN104004189A - Photosensitive polyimide preparation method, photosensitive polyimide orientation film making method, and display device - Google Patents
Photosensitive polyimide preparation method, photosensitive polyimide orientation film making method, and display device Download PDFInfo
- Publication number
- CN104004189A CN104004189A CN201310059131.2A CN201310059131A CN104004189A CN 104004189 A CN104004189 A CN 104004189A CN 201310059131 A CN201310059131 A CN 201310059131A CN 104004189 A CN104004189 A CN 104004189A
- Authority
- CN
- China
- Prior art keywords
- light
- polyimide
- light sensation
- sensation type
- preparation
- 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.)
- Pending
Links
- 229920001721 polyimide Polymers 0.000 title claims abstract description 86
- 239000004642 Polyimide Substances 0.000 title claims abstract description 85
- 238000002360 preparation method Methods 0.000 title claims abstract description 32
- 238000000034 method Methods 0.000 title abstract description 10
- 239000000758 substrate Substances 0.000 claims abstract description 54
- 230000035807 sensation Effects 0.000 claims description 69
- 239000012528 membrane Substances 0.000 claims description 21
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 20
- 238000010521 absorption reaction Methods 0.000 claims description 18
- 230000010287 polarization Effects 0.000 claims description 13
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 10
- QIFBVYLHLLTNLI-UHFFFAOYSA-N (2-nitro-2-phenylethenyl)benzene Chemical group C=1C=CC=CC=1C([N+](=O)[O-])=CC1=CC=CC=C1 QIFBVYLHLLTNLI-UHFFFAOYSA-N 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 8
- -1 p-nitrophenyl methyl triphenyl phosphorus Chemical compound 0.000 claims description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- 229910021626 Tin(II) chloride Inorganic materials 0.000 claims description 6
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 claims description 6
- 235000011150 stannous chloride Nutrition 0.000 claims description 6
- 125000006158 tetracarboxylic acid group Chemical group 0.000 claims description 6
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 claims description 6
- BXRFQSNOROATLV-UHFFFAOYSA-N 4-nitrobenzaldehyde Chemical compound [O-][N+](=O)C1=CC=C(C=O)C=C1 BXRFQSNOROATLV-UHFFFAOYSA-N 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 5
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims description 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 3
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 230000007794 irritation Effects 0.000 abstract 2
- 230000031700 light absorption Effects 0.000 abstract 2
- 239000010408 film Substances 0.000 description 29
- 239000004973 liquid crystal related substance Substances 0.000 description 20
- 238000010586 diagram Methods 0.000 description 6
- 230000005684 electric field Effects 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 210000002858 crystal cell Anatomy 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000000007 visual effect Effects 0.000 description 2
- 125000000746 allylic group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 238000007323 disproportionation reaction Methods 0.000 description 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hcl hcl Chemical compound Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/1067—Wholly aromatic polyimides, i.e. having both tetracarboxylic and diamino moieties aromatically bound
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D179/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen, with or without oxygen, or carbon only, not provided for in groups C09D161/00 - C09D177/00
- C09D179/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
- C09D179/08—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
-
- 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
- G02F1/133753—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers with different alignment orientations or pretilt angles on a same surface, e.g. for grey scale or improved viewing angle
- G02F1/133757—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers with different alignment orientations or pretilt angles on a same surface, e.g. for grey scale or improved viewing angle with different alignment orientations
Landscapes
- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nonlinear Science (AREA)
- Medicinal Chemistry (AREA)
- Mathematical Physics (AREA)
- Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Wood Science & Technology (AREA)
- Crystallography & Structural Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Liquid Crystal (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
The invention discloses a photosensitive polyimide preparation method, a photosensitive polyimide orientation film making method, and a display device. The photosensitive polyimide orientation film making method comprises the following steps: covering an array substrate or color film substrate coated with photosensitive polyimide with a UV mask plate having alternatively distributed UV light absorption bands and UV light permeation bands; irritating the array substrate or color film substrate with a first irritation amount of linear polarized UV light to make an area corresponding to the UV light permeation bands on the photosensitive polyimide have a first direction orientation direction; translating the UV light mask plate to interchange the positions of the UV light absorption bands and the UV light permeation bands; and irritating the array substrate or color film substrate with a second irritation amount of linear polarized UV light to make an area corresponding to the translated UV light permeation bands on the photosensitive polyimide have a second direction orientation direction, wherein the second direction is vertical to the first direction.
Description
Technical field
The present invention relates to demonstration field, relate in particular to preparation method and the display unit of a kind of light sensation type polyimide and alignment films thereof.
Background technology
Fig. 1 is the arrange schematic diagram of initial state of the liquid crystal of existing senior super dimension switch technology (ADS) type or plane conversion (IPS) type Thin Film Transistor-LCD (TFT-LCD); Wherein, the surface of array substrate 1 and color membrane substrates 2 scribbles alignment film of polyimide 3, and the effect of this alignment film of polyimide 3 is that its surperficial liquid crystal molecule 4 is orientated.The alignment direction of alignment film of polyimide 3 generally realizes by rubbing method, and frictional direction is consistent with alignment direction, the alignment direction antiparallel of alignment film of polyimide 3 on array substrate 1 and color membrane substrates 2, as shown by the arrows in Figure 1.Dispose respectively the mutually orthogonal polaroid of extinction axle at the back side of array substrate 1 and color membrane substrates 2.Without extra electric field in the situation that, light is entered in liquid crystal cell from array substrate 1 by polaroid, liquid crystal layer does not have deflection to the polarized light of being injected by array substrate 1 side, the polaroid of array substrate 1 side is vertical with the transmission direction of the polaroid of color membrane substrates 2 sides, therefore light can not penetrate from the polaroid at color membrane substrates 2 back sides after liquid crystal layer, and TFT-LCD is normal black pattern.
ADS technology is compared with traditional twisted-nematic (TN) technology, and visual angle is significantly improved.Shiny black degree when further reducing without extra electric field, and improve contrast gradient, generally all adopt at present the pixel electrode design shown in Fig. 2, in the situation that not applying electric field, liquid crystal aligning is single, so and apply after electric field because the liquid crystal deflection that electrode array is multidomain is multidomain; But prior art is the multidomain structure that completes pixel electrode by plated film lithographic technique, corresponding mask plate complex manufacturing technology and process costs are high.
Summary of the invention
In view of this, main purpose of the present invention is to provide preparation method and the display unit of a kind of light sensation type polyimide and alignment films thereof, can not only make liquid crystal molecule produce multidomain orientation, avoided the making of complicated multidomain electrode, and technique be simple, process costs is low.
For achieving the above object, technical scheme of the present invention is achieved in that
A preparation method for light sensation type polyimide, comprising:
Steps A, 4-nitro Bian bromine is mixed and is dissolved in tetrahydrofuran solution with triphenyl phosphorus, heating obtains p-nitrophenyl methyl triphenyl phosphorus;
Step B, p-nitrophenyl methyl triphenyl phosphorus and paranitrobenzaldehyde are dissolved in the tetrahydrofuran solution that contains sodium ethylate, reaction obtains nitro diphenyl ethylene;
Step C, will be dissolved in hydrochloric acid and acetone mixing solutions nitro diphenyl ethylene and tindichloride, reaction obtains amido toluylene;
Step D, under oxygen free condition, by 9,9 '-dianthranide tetracarboxylic dianhydride with amido toluylene is mixed in N-Methyl pyrrolidone solution, reaction obtains polyimide acid;
Step e, heating polyimide acid, obtain light sensation type polyimide.
Preferably, in described steps A, the mol ratio of 4-nitro Bian bromine and triphenyl phosphorus is 1:1 to 1:1.1, and Heating temperature is 75 ± 2 DEG C.
Preferably, in described steps A, described tetrahydrofuran solution is anhydrous.
Preferably, in described step B, the mol ratio of p-nitrophenyl methyl triphenyl phosphorus and paranitrobenzaldehyde is 1:1 to 1:1.2.
Preferably, in described step C, be 1:4 to 1:5 to the mol ratio of nitro diphenyl ethylene and tindichloride.
Preferably, in described step D, 9,9 '-dianthranide tetracarboxylic dianhydride be 1:1 to 1:1.2 to the mol ratio of amido toluylene.
A preparation method for light sensation type alignment film of polyimide, comprising:
Above scribbling the array substrate of foregoing light sensation type polyimide or color membrane substrates, cover UV-light mask plate; Wherein, on described UV-light mask plate, there is alternatively distributed ultraviolet absorption band and UV-light and see through band;
The described array substrate or the color membrane substrates that above linear polarized uv is irradiated with the first irradiation dose, are coated with UV-light mask plate, make to see through with UV-light the orientation that possesses first direction with corresponding region on described light sensation type polyimide;
UV-light mask plate described in translation, makes ultraviolet absorption band and UV-light see through the location swap of band;
Above being irradiated with the second irradiation dose, linear polarized uv is coated with described array substrate or the color membrane substrates of UV-light mask plate, make to see through and possess the orientation of second direction with corresponding region with UV-light after translation on described light sensation type polyimide, thereby obtain light sensation type alignment film of polyimide;
Wherein, described first direction is vertical with described second direction.
Preferably, described the first irradiation dose is 2000mJ/cm
2, parallel with the polarization direction of described linear polarized uv through the orientation with corresponding region with UV-light on described light sensation type polyimide;
Described the second irradiation dose is 500mJ/cm
2, vertical with the polarization direction of described linear polarized uv through the orientation with corresponding region with UV-light after translation on described light sensation type polyimide.
Preferably, the bandwidth that described ultraviolet absorption band and UV-light see through band is equal, and the translation distance of described UV-light mask plate equals ultraviolet absorption band or UV-light sees through the bandwidth of being with.
Preferably, when irradiation, it is 45 ° that the polarization direction of described linear polarized uv and described ultraviolet absorption band or UV-light see through the axial angle of belt length.
A kind of display unit, has foregoing light sensation type alignment film of polyimide on its array substrate or color membrane substrates.
As can be seen from the above technical solutions, the present invention utilizes light sensation type polyimide can produce the characteristic of different orientation effect under the different irradiation doses of linear polarized uv, thereby reaches the object that makes liquid crystal multidomain orientation.Compared with this preparation method of light sensation type alignment film of polyimide and the technology of existing multidomain electrode who makes liquid crystal molecule generation multidomain orientation, process costs is low and technology difficulty is little, be conducive to increase visual angle, eliminate the problem of observing from different perspectives brightness disproportionation, improve display quality.
Brief description of the drawings
Fig. 1 is the arrange schematic diagram of initial state of the liquid crystal of ADS type TFT-LCD in prior art;
Fig. 2 is the schematic diagram of the pixel electrode design that adopts in existing ADS technology;
Fig. 3 is the synthetic line figure of light sensation type polyimide of the present invention;
Fig. 4 is the schematic diagram of light sensation type alignment film of polyimide preparation method step 1 of the present invention;
Fig. 5 is the schematic diagram of light sensation type alignment film of polyimide preparation method step 2 of the present invention;
Fig. 6 is the schematic diagram of the ADS type TFT-LCD of liquid crystal molecular orientation multidomain of the present invention.
Description of reference numerals
1-array substrate, 2-color membrane substrates
3-alignment film of polyimide, 4-liquid crystal molecule
5-polyimide acid, 6-light sensation type polyimide
7-UV-light mask plate, 8-ultraviolet absorption band
9-UV-light sees through is with 10-linear polarized uv
Embodiment
The light sensation type alignment film of polyimide the present invention relates to is made up of light sensation type polyimide.
The preparation method of light sensation type polyimide of the present invention comprises:
Steps A, 4-nitro Bian bromine is mixed and is dissolved in tetrahydrofuran solution with triphenyl phosphorus, heating obtains p-nitrophenyl methyl triphenyl phosphorus;
Step B, p-nitrophenyl methyl triphenyl phosphorus and paranitrobenzaldehyde are dissolved in the tetrahydrofuran solution that contains sodium ethylate, reaction obtains nitro diphenyl ethylene;
Step C, will be dissolved in hydrochloric acid and acetone mixing solutions nitro diphenyl ethylene and tindichloride, reaction obtains amido toluylene;
Step D, under oxygen free condition, by 9,9 '-dianthranide tetracarboxylic dianhydride with amido toluylene is mixed in N-Methyl pyrrolidone solution, reaction obtains polyimide acid;
Step e, heating polyimide acid, obtain light sensation type polyimide.
In steps A, the mol ratio of 4-nitro Bian bromine and triphenyl phosphorus is preferably 1:1 to 1:1.1; Heating temperature is preferably 75 ± 2 DEG C; Tetrahydrofuran solution is anhydrous solution preferably, and its amount is not limited, as long as the amount of selecting can be dissolved 4-nitro Bian bromine and triphenyl phosphorus.
In step B, the mol ratio of p-nitrophenyl methyl triphenyl phosphorus and paranitrobenzaldehyde is preferably 1:1 to 1:1.2, and both are at room temperature reaction preferably.
In step C, tindichloride, with respect to being excessive to nitro diphenyl ethylene, preferably, is 1:4 to 1:5 to the mol ratio of nitro diphenyl ethylene and tindichloride; In addition, both preferably at room temperature reactions.
In step D, 9,9 '-dianthranide tetracarboxylic dianhydride with the mol ratio of amido toluylene is preferably to 1:1 to 1:1.2, both preferably at room temperature reaction.
Illustrate the preparation process of light sensation type polyimide of the present invention below in conjunction with Fig. 3:
Step 301,10g4-nitro Bian bromine and 12g triphenyl phosphorus (TPP) are dissolved in anhydrous 150ml tetrahydrofuran (THF) (THF) solution, (be for example greater than 24 hours in 75 ± 2 DEG C of heating return stirring, about 48h), obtain the white p-nitrophenyl methyl triphenyl phosphorus that 8.2g is dry; This step is without the amount that limits tetrahydrofuran solution, as long as the amount of selecting can be dissolved 4-nitro Bian bromine and triphenyl phosphorus;
Step 302, the 8.2g p-nitrophenyl methyl triphenyl phosphorus of generation and 2.6g paranitrobenzaldehyde are dissolved in the 150ml tetrahydrofuran solution that contains 11.7g sodium ethylate, stirring at room temperature is greater than 12 hours (for example, about 24h), obtains nitro diphenyl ethylene 4.2g; The temperature range of this step reaction can be room temperature to 40 DEG C, and in addition, this step does not limit the amount of sodium ethylate and tetrahydrofuran solution;
Step 303, by generate 4.2g to nitro diphenyl ethylene and 14.7g tindichloride (SnCl
2) to be dissolved in 30ml concentration be 40% hydrochloric acid (HCl) with 100ml acetone mixing solutions in, at room temperature stir such as 2h of 1-2h(), and at room temperature reflux 8 hours, obtain amido toluylene; This step does not limit amount and the concentration of hydrochloric acid, does not limit the amount of acetone yet;
Step 304, at oxygen free condition as under nitrogen protection, by 9,9 '-dianthranide tetracarboxylic dianhydride mixes amido toluylene with generation in dry N-Methyl pyrrolidone (NMP) solution, at room temperature stirs and is greater than 12h(as 24h), obtain polyimide acid 5;
Step 305, polyimide acid 5 is evenly coated on array substrate 1 and color membrane substrates 2, is heated to 230 ± 10 DEG C and forms light sensation type polyimide 6.In structure due to polyimide, have allylic structure, meeting open chain polymerization under UV light, so make polyimide have light sensation.
Compared with traditional pyromellitic acid dianhydride, 9, the advantage that 9 '-dianthranide tetracarboxylic dianhydride does prepolymer is: stronger π-π occurs between the aromatic ring energy of its large volume containing and liquid crystal molecule and interact, be conducive to alignment films liquid crystal molecule is produced to stronger anchorage force.
Light sensation type polyimide 6 can produce the orientation of homogeneous under the linear polarized uv of certain irradiation dose irradiates; And, under different irradiation doses, the differently-oriented directivity of light sensation type polyimide 6 and all once also different.Especially, when irradiation dose is 500mJ/cm
2time, the differently-oriented directivity of light sensation type polyimide 6 is perpendicular to the polarization direction of linear polarized uv, and all once reaching maximum; When irradiation dose is 2000mJ/cm
2time, the differently-oriented directivity of light sensation type polyimide 6 is parallel to the polarization direction of linear polarized uv, and is all once reaching maximum.The present invention utilizes this characteristic of light sensation type polyimide 6 to process the light sensation type polyimide film on substrate, thereby obtains the light sensation type alignment film of polyimide that can make liquid crystal realize multidomain orientation.
The preparation method of a kind of light sensation type alignment film of polyimide provided by the invention, comprising:
Above scribbling the array substrate of foregoing light sensation type polyimide or color membrane substrates, cover UV-light mask plate; Wherein, on described UV-light mask plate, there is alternatively distributed ultraviolet absorption band and UV-light and see through band;
The described array substrate or the color membrane substrates that above linear polarized uv is irradiated with the first irradiation dose, are coated with UV-light mask plate, make to see through with UV-light the orientation that possesses first direction with corresponding region on described light sensation type polyimide;
UV-light mask plate described in translation, makes ultraviolet absorption band and UV-light see through the location swap of band;
Above being irradiated with the second irradiation dose, linear polarized uv is coated with described array substrate or the color membrane substrates of UV-light mask plate, make to see through and possess the orientation of second direction with corresponding region with UV-light after translation on described light sensation type polyimide, thereby obtain light sensation type alignment film of polyimide;
Wherein, described first direction is vertical with described second direction.
Illustrating the present invention below in conjunction with Fig. 4 can make liquid crystal realize the preparation method of the alignment films of multidomain orientation.
The light sensation type alignment film of polyimide preparation method's of array substrate 1 side the first step as shown in Figure 4, scribble light sensation type polyimide 6 of the present invention array substrate 1 above cover UV-light mask plate 7; Wherein, have alternatively distributed ultraviolet absorption band 8 and UV-light through being with 9 on UV-light mask plate 7, bandwidth is 10 μ m.The angle that the polarization direction of linear polarized uv 10 and ultraviolet absorption band 8 or UV-light see through with 9 long axis directions is 45 °, and irradiation dose is 2000mJ/cm
2.Due to the light sensation characteristic of light sensation type polyimide 6, on light sensation type polyimide 6, be parallel to the polarization direction (as shown in Figure 4) of linear polarized uv 10 through the orientation in region corresponding to district with linear polarized uv 10, and on light sensation type polyimide 6, the orientation in the region corresponding with linear polarized uv 10 uptake zones remains unordered.
The light sensation type alignment film of polyimide preparation method's of array substrate 1 side second step as shown in Figure 5, by UV-light mask plate 7 translation 10 μ m to the left or to the right, makes the ultraviolet absorption band 8 in the first step see through and exchange with 9 position with UV-light.Keep the polarization direction of linear polarized uv 10 constant, but irradiation dose become 500mJ/cm
2.Due to the light sensation characteristic of light sensation type polyimide 6, on light sensation type polyimide 6, see through the orientation in region corresponding to district perpendicular to the polarization direction of linear polarized uv 10 with linear polarized uv 10, therefore, the angle of the orientation of the adjacent area of light sensation type alignment film of polyimide 6 is 90 °.
This light sensation type alignment film of polyimide is 2000mJ/cm in irradiation dose
2and 500mJ/cm
2linear polarized uv under, produce two kinds of mutually orthogonal orientations, thereby realize the different alignment of same substrate adjacent area alignment films.
Be to be understood that, in above-mentioned preparation method, ultraviolet absorption band 8 and UV-light see through and are not restricted to 10 μ m with 9 bandwidth, the angle that the polarization direction of linear polarized uv 10 and ultraviolet absorption band 8 or UV-light see through with 9 long axis directions is not restricted to 45 ° yet, all can adjust according to actual needs.In addition, for the first time and for the second time the irradiation dose of linear polarized uv 10 is not limited in respectively 2000mJ/cm yet
2and 500mJ/cm
2, for example, the irradiation dose of linear polarized uv 10 can be 500mJ/cm for the first time
2the irradiation dose of linear polarized uv 10 can be 2000mJ/cm for the second time
2.
The preparation method of the light sensation type alignment film of polyimide of color membrane substrates 2 sides is identical with the preparation method of the light sensation type alignment film of polyimide of above-mentioned array substrate 1 side, does not repeat them here.
The array substrate of having prepared by above-mentioned preparation method 1 and color membrane substrates 2 antiparallels, to box, then are poured into liquid crystal molecule in box, thereby obtain ADS type or the IPS type liquid crystal cell of liquid crystal molecular orientation multidomain, as shown in Figure 6.
The present invention also provides a kind of display unit, has foregoing light sensation type alignment film of polyimide on the array substrate of this display unit or color membrane substrates.
The above, be only preferred embodiment of the present invention, is not intended to limit protection scope of the present invention.
Claims (11)
1. a preparation method for light sensation type polyimide, is characterized in that, described preparation method comprises:
Steps A, 4-nitro Bian bromine is mixed and is dissolved in tetrahydrofuran solution with triphenyl phosphorus, heating obtains p-nitrophenyl methyl triphenyl phosphorus;
Step B, p-nitrophenyl methyl triphenyl phosphorus and paranitrobenzaldehyde are dissolved in the tetrahydrofuran solution that contains sodium ethylate, reaction obtains nitro diphenyl ethylene;
Step C, will be dissolved in hydrochloric acid and acetone mixing solutions nitro diphenyl ethylene and tindichloride, reaction obtains amido toluylene;
Step D, under oxygen free condition, by 9,9 '-dianthranide tetracarboxylic dianhydride with amido toluylene is mixed in N-Methyl pyrrolidone solution, reaction obtains polyimide acid;
Step e, heating polyimide acid, obtain light sensation type polyimide.
2. the preparation method of light sensation type polyimide according to claim 1, is characterized in that,
In described steps A, the mol ratio of 4-nitro Bian bromine and triphenyl phosphorus is 1:1 to 1:1.1, and Heating temperature is 75 ± 2 DEG C.
3. the preparation method of light sensation type polyimide according to claim 1, is characterized in that,
In described steps A, described tetrahydrofuran solution is anhydrous.
4. the preparation method of light sensation type polyimide according to claim 1, is characterized in that,
In described step B, the mol ratio of p-nitrophenyl methyl triphenyl phosphorus and paranitrobenzaldehyde is 1:1 to 1:1.2.
5. the preparation method of light sensation type polyimide according to claim 1, is characterized in that,
In described step C, be 1:4 to 1:5 to the mol ratio of nitro diphenyl ethylene and tindichloride.
6. the preparation method of light sensation type polyimide according to claim 1, is characterized in that,
In described step D, 9,9 '-dianthranide tetracarboxylic dianhydride be 1:1 to 1:1.2 to the mol ratio of amido toluylene.
7. a preparation method for light sensation type alignment film of polyimide, is characterized in that, described preparation method comprises:
Above being coated with just like the array substrate of light sensation type polyimide in any one of the preceding claims wherein or color membrane substrates, cover UV-light mask plate; Wherein, on described UV-light mask plate, there is alternatively distributed ultraviolet absorption band and UV-light and see through band;
The described array substrate or the color membrane substrates that above linear polarized uv is irradiated with the first irradiation dose, are coated with UV-light mask plate, make to see through with UV-light the orientation that possesses first direction with corresponding region on described light sensation type polyimide;
UV-light mask plate described in translation, makes ultraviolet absorption band and UV-light see through the location swap of band;
Above being irradiated with the second irradiation dose, linear polarized uv is coated with described array substrate or the color membrane substrates of UV-light mask plate, make to see through and possess the orientation of second direction with corresponding region with UV-light after translation on described light sensation type polyimide, thereby obtain light sensation type alignment film of polyimide;
Wherein, described first direction is vertical with described second direction.
8. the preparation method of light sensation type alignment film of polyimide according to claim 7, is characterized in that, described the first irradiation dose is 2000mJ/cm
2, parallel with the polarization direction of described linear polarized uv through the orientation with corresponding region with UV-light on described light sensation type polyimide;
Described the second irradiation dose is 500mJ/cm
2, vertical with the polarization direction of described linear polarized uv through the orientation with corresponding region with UV-light after translation on described light sensation type polyimide.
9. according to the preparation method of the light sensation type alignment film of polyimide described in claim 7 or 8, it is characterized in that, the bandwidth that described ultraviolet absorption band and UV-light see through band is equal, and the translation distance of described UV-light mask plate equals ultraviolet absorption band or UV-light sees through the bandwidth of being with.
10. according to the preparation method of the light sensation type alignment film of polyimide described in claim 7 or 8, it is characterized in that, when irradiation, it is 45 ° that the polarization direction of described linear polarized uv and described ultraviolet absorption band or UV-light see through the axial angle of belt length.
11. 1 kinds of display unit, is characterized in that, have the light sensation type alignment film of polyimide described in any one in claim 7 to 10 on the array substrate of described display unit or color membrane substrates.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310059131.2A CN104004189A (en) | 2013-02-25 | 2013-02-25 | Photosensitive polyimide preparation method, photosensitive polyimide orientation film making method, and display device |
| PCT/CN2013/074186 WO2014127570A1 (en) | 2013-02-25 | 2013-04-15 | Photosensitive polyimide and preparation method of alignment layer and display device thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310059131.2A CN104004189A (en) | 2013-02-25 | 2013-02-25 | Photosensitive polyimide preparation method, photosensitive polyimide orientation film making method, and display device |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN104004189A true CN104004189A (en) | 2014-08-27 |
Family
ID=51365111
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310059131.2A Pending CN104004189A (en) | 2013-02-25 | 2013-02-25 | Photosensitive polyimide preparation method, photosensitive polyimide orientation film making method, and display device |
Country Status (2)
| Country | Link |
|---|---|
| CN (1) | CN104004189A (en) |
| WO (1) | WO2014127570A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105853025A (en) * | 2016-03-17 | 2016-08-17 | 哈尔滨工程大学 | Liquid crystal intraocular lens with adjustable focus and manufacturing method of intraocular lens |
| CN110045548A (en) * | 2019-06-06 | 2019-07-23 | 成都中电熊猫显示科技有限公司 | Mask equipment |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1508219A (en) * | 2002-12-19 | 2004-06-30 | 中国科学院长春光学精密机械与物理研 | A kind of method for preparing polyimide liquid crystal alignment film at room temperature |
| CN1522387A (en) * | 2001-05-30 | 2004-08-18 | 钟渊化学工业株式会社 | Photosensitive resin composition and photosensitive dry film resist and photosensitive cover ray film using the same |
| CN1850881A (en) * | 2006-05-23 | 2006-10-25 | 电子科技大学 | Photo-sensitive polyimide, and its preparing method |
| CN102707496A (en) * | 2011-09-08 | 2012-10-03 | 北京京东方光电科技有限公司 | Liquid crystal orientation film and preparation method thereof, and liquid crystal display device comprising orientation film |
| CN102819144A (en) * | 2012-07-30 | 2012-12-12 | 北京京东方光电科技有限公司 | Preparation method and orienting realizing method of orienting membrane, and liquid crystal display device |
-
2013
- 2013-02-25 CN CN201310059131.2A patent/CN104004189A/en active Pending
- 2013-04-15 WO PCT/CN2013/074186 patent/WO2014127570A1/en active Application Filing
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1522387A (en) * | 2001-05-30 | 2004-08-18 | 钟渊化学工业株式会社 | Photosensitive resin composition and photosensitive dry film resist and photosensitive cover ray film using the same |
| CN1508219A (en) * | 2002-12-19 | 2004-06-30 | 中国科学院长春光学精密机械与物理研 | A kind of method for preparing polyimide liquid crystal alignment film at room temperature |
| CN1850881A (en) * | 2006-05-23 | 2006-10-25 | 电子科技大学 | Photo-sensitive polyimide, and its preparing method |
| CN102707496A (en) * | 2011-09-08 | 2012-10-03 | 北京京东方光电科技有限公司 | Liquid crystal orientation film and preparation method thereof, and liquid crystal display device comprising orientation film |
| CN102819144A (en) * | 2012-07-30 | 2012-12-12 | 北京京东方光电科技有限公司 | Preparation method and orienting realizing method of orienting membrane, and liquid crystal display device |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105853025A (en) * | 2016-03-17 | 2016-08-17 | 哈尔滨工程大学 | Liquid crystal intraocular lens with adjustable focus and manufacturing method of intraocular lens |
| CN110045548A (en) * | 2019-06-06 | 2019-07-23 | 成都中电熊猫显示科技有限公司 | Mask equipment |
| CN110045548B (en) * | 2019-06-06 | 2021-12-07 | 成都中电熊猫显示科技有限公司 | Mask equipment |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2014127570A1 (en) | 2014-08-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102819144B (en) | Preparation method and orienting realizing method of orienting membrane, and liquid crystal display device | |
| US10054820B2 (en) | Photoalignment agent, photoalignment film, liquid crystal display device, and method of manufacturing the same | |
| TWI578071B (en) | Alignment substrate for aligning liquid crystal molecules, liquid crystal display panel having the same, and method of manufacturing the alignment substrate | |
| US9146425B2 (en) | Liquid crystal display and method of manufacturing the same | |
| CN101490607B (en) | Resin composition for retardation thin film, color filter substrate for liquid crystal display device, liquid crystal display device, and method for production of color filter substrate for liquid cry | |
| US8580356B2 (en) | Method of fabricating alignment layer for liquid crystal display device | |
| CN102326121B (en) | Liquid crystal display device and method for manufacturing same | |
| WO2015096537A1 (en) | Conductive orientation layer, preparation method therefor and display substrate comprising same, and display device | |
| CN102799026B (en) | Display panels and manufacture method thereof | |
| CN104102048B (en) | Liquid crystal display device | |
| KR20060047314A (en) | Liquid crystal display device and manufacturing method thereof | |
| US9075323B2 (en) | Exposure device, photo-mask, and method for manufacturing liquid crystal display | |
| KR102259997B1 (en) | Composition, treatment agent for liquid crystal alignment, liquid crystal alignment film, and liquid crystal display element | |
| CN105295958A (en) | Liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display element | |
| CN107111192A (en) | Liquid crystal display device | |
| CN105273724B (en) | Liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display element | |
| US9366904B2 (en) | Liquid crystal display panel with multi-domain horizontally aligned liquid crystal layer and manufacture method thereof and liquid crystal display device | |
| CN104004189A (en) | Photosensitive polyimide preparation method, photosensitive polyimide orientation film making method, and display device | |
| CN103163688A (en) | Liquid crystal display device and method of manufacturing the same | |
| KR102160489B1 (en) | Fabrication method of display device and display device | |
| US10061160B2 (en) | Photoalignment agent, photoalignment layer, liquid crystal display device, and method of manufacturing the same | |
| US20090029072A1 (en) | Polyimide Resin Composition, Liquid Crystal Alignment Film using Same and Liquid Crystal Display using Such Liquid Crystal Alignment Film | |
| TW594291B (en) | Fabrication method of liquid crystal display | |
| CN103558713A (en) | Liquid crystal alignment device, liquid crystal alignment method, box aligning substrate and liquid crystal display device | |
| KR20120138023A (en) | Liquid crystal display panel and method of fabricating the same |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20140827 |