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CN111117666A - Alignment film, preparation method thereof and display panel - Google Patents

Alignment film, preparation method thereof and display panel Download PDF

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Publication number
CN111117666A
CN111117666A CN201911311273.7A CN201911311273A CN111117666A CN 111117666 A CN111117666 A CN 111117666A CN 201911311273 A CN201911311273 A CN 201911311273A CN 111117666 A CN111117666 A CN 111117666A
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alignment film
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conjugated polymer
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赵永超
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TCL China Star Optoelectronics Technology Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/52Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
    • C09K19/54Additives having no specific mesophase characterised by their chemical composition
    • C09K19/56Aligning agents
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G73/00Macromolecular 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
    • C08G73/06Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
    • C08G73/10Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/52Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
    • C09K19/54Additives having no specific mesophase characterised by their chemical composition
    • C09K19/542Macromolecular compounds
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL 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
    • G02F1/00Devices 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
    • G02F1/01Devices 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 
    • G02F1/13Devices 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
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1337Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
    • G02F1/133711Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by organic films, e.g. polymeric films
    • G02F1/133723Polyimide, polyamide-imide

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  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)

Abstract

The invention provides an alignment film, which is obtained by reacting a dianhydride compound, a diamine compound with a branched chain and a high conjugated polymer material. According to the invention, the high conjugated polymer material is doped in the conventional alignment film material, so that the body resistance of the alignment film material can be reduced, and the residual direct current bias voltage in the liquid crystal panel can be quickly released, thereby achieving the technical effect of improving the residual image.

Description

Alignment film, preparation method thereof and display panel
Technical Field
The invention relates to the technical field of display, in particular to an alignment film, a preparation method thereof and a display panel.
Background
With the increasing demand of the market for the quality of the panel, the design of the panel becomes more and more complex, and the requirement for the reliability of the panel also becomes higher and higher, the reliability is a very important index of the panel, and the factor influencing the reliability is mainly the afterimage.
In the reliability test process, the ions are gathered and moved to generate direct current bias voltage, so that effective voltages in different regions are different, finally, the brightness difference of the different regions is caused, afterimages are generated, and the quality of the panel is influenced. Therefore, it is necessary to improve this defect.
Disclosure of Invention
The embodiment of the invention provides an alignment film, which is used for solving the technical problem that the display panel reliability of the prior art is influenced by residual images caused by the generation of direct current bias voltage and the residue of the direct current bias voltage.
The embodiment of the invention provides an alignment film, which is obtained by reacting a dianhydride compound, a diamine compound with a branched chain and a high conjugated polymer material.
Further, the high conjugated polymer material comprises carbon black and/or carbon nanotubes, and the content of the high conjugated polymer material is 0.5 wt% to 5 wt% of the alignment film.
Further, the structural general formula of the dianhydride compound is shown in the specification
Figure BDA0002324593310000011
Wherein ring A comprises at least one of a cycloalkane and an aromatic ring, and one or more hydrogen atoms on the cycloalkane and the aromatic ring are each independently substituted with a halogen atom, a hydroxyl group, a hydrocarbon group, an alkoxy group, or an ester group.
Further, the structural general formula of the diamine compound with the branched chain is shown as
Figure BDA0002324593310000021
Wherein n represents the number of amino groups connected to ring A, and n is 2 or 3; ring A includes at least one of a cycloalkane and an aromatic ring; sp is 1 to 8 methylene groups; the ring B comprises 2 to 6 sequentially connected cyclic units, and the cyclic units at least comprise one of a benzene ring and cycloalkane; and R2 is a straight or branched chain alkane having 3 to 20 carbon atoms.
Further, one or more hydrogen atoms on the cycloalkane and the aromatic ring are each independently substituted with a halogen atom, a hydroxyl group, a hydrocarbon group, an alkoxy group, or an ester group; each of the 1 to 8 methylene groups is independently substituted with an ether group or a thio group; and one or more methylene groups of the alkane are each independently substituted with an ether group, amide group, ester group, formyloxy group, formyl group, or alkene group, or one or more hydrogen atoms in the alkane are each independently substituted with an ether group, amide group, ester group, formyloxy group, formyl group, or alkene group.
Further, one or more hydrogen atoms of the 2 to 6 sequentially-linked cyclic units are each independently substituted with a halogen atom, a hydrocarbon group, an alkoxy group, or an ester group.
Further, the ring B is an aromatic condensed ring, wherein the aromatic condensed ring includes the 2 to 6 cyclic units connected in sequence.
The embodiment of the invention provides a preparation method of an alignment film, which comprises the following steps: providing a dianhydride compound, a diamine compound with a branched chain; mixing the dianhydride compound, the diamine compound with the branched chain and the high conjugated polymer material to obtain a polyamic acid solution; and coating the polyamic acid solution on the surface of a substrate, and drying to obtain the alignment film.
Further, the high conjugated polymer material comprises carbon black and/or carbon nanotubes, and the content of the high conjugated polymer material is 0.5 wt% to 5 wt% of the alignment film.
An embodiment of the present invention provides a display panel, including: the liquid crystal display device includes a first substrate and a second substrate provided to a cell, and the alignment film provided on the first substrate and the second substrate.
Has the advantages that: according to the alignment film provided by the embodiment of the invention, the high conjugated polymer material is doped in the conventional alignment film material, so that the body resistance of the alignment film material can be reduced, the residual direct current bias voltage in the liquid crystal panel can be quickly released, and the technical effect of improving the residual image is achieved.
Drawings
In order to more clearly illustrate the technical solutions in the embodiments of the present invention, the drawings needed to be used in the description of the embodiments will be briefly introduced below, and it is obvious that the drawings in the following description are only some embodiments of the present invention, and it is obvious for those skilled in the art to obtain other drawings based on these drawings without creative efforts.
Fig. 1 is a flowchart of a method for manufacturing an alignment film according to an embodiment of the present invention.
Fig. 2 is a schematic structural diagram of a display panel according to an embodiment of the present invention.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
The embodiment of the invention provides an alignment film, which is obtained by reacting a dianhydride compound, a diamine compound with a branched chain and a high conjugated polymer material. According to the embodiment of the invention, the alignment film material with low body resistance performance is obtained by modifying the alignment film material in the prior art, so that the residual direct current bias voltage in the display panel can be released quickly, the residual image of the display panel is improved, and the reliability of the display panel is improved.
In one embodiment, the highly conjugated polymer material includes carbon black and/or carbon nanotubes, and the content of the highly conjugated polymer material is 0.5 wt% to 5 wt% of the alignment film. The embodiment of the invention can reduce the volume resistance of the alignment film to the range of 1 x 10^13 ohm-cm to 9 x 10^13 ohm-cm by doping the high conjugated polymer material in the conventional alignment film material.
In the unsaturated compound, the term "conjugated" means that three or more P orbitals parallel to each other form a large pi bond, and this system is called a conjugated system. The polymer is a compound with high molecular weight, which is connected by one or more structural units through covalent bonds, and is also called a high molecular compound. If the molecular weight of the polymer is already high, adding a few structural units does not significantly affect its physical and mechanical properties, and is called high polymer.
Specifically, the conjugated polymer refers to a polymer containing a single-double bond alternating conjugated system on a carbon chain skeleton. The conjugated polymer has large delocalized pi bonds in the main chain, and the existence of the delocalized pi bonds changes the polymer from a common insulator to a semiconductor or even a conductor to form a pi-electron conjugated system.
In one embodiment, the highly conjugated polymer material may be Polyacetylene (PA), Polythiophene (PT), Polypyrrole (PPy), Polyaniline (PANI), Polyphenylene (PPP), Polyphenylene vinylene (PPV), polyphenylenevinylene (PPA), Polyfluorene (PFO), and the like.
Carbon black, also called carbon black, is a black powdery amorphous carbon. The carbon black is formed by accumulating spherical or chain-shaped particles with the average diameter of 2 to 3 nanometers, and the carbon black internally contains a microcrystalline structure with the diameter of 3 to 500 nanometers and can react with various free radicals. The structural properties of carbon black are expressed by the degree of chain-like or grape-like aggregation between carbon black particles. Carbon black consisting of agglomerates composed of the size, form and number of particles per agglomerate is called high structure carbon black. The common oil absorption value shows the structural property, the larger the oil absorption value is, the higher the structural property of the carbon black is, a space network channel is easy to form, and the carbon black is not easy to damage. The high-structure carbon black has fine particles, the network chains are tightly stacked, the specific surface area is large, the number of particles per unit mass is large, and the chain type conductive structure is favorably formed in the polymer.
It should be noted that carbon nanotubes, also known as buckytubes, are allotropes of carbon, and are one-dimensional quantum materials with special structures (the radial dimension is nanometer magnitude, the axial dimension is micrometer magnitude, and both ends of the tube are basically sealed). Carbon nanotubes are coaxial circular tubes consisting of several to tens of layers of carbon atoms arranged in a hexagonal pattern. The layers are held at a fixed distance from one another, about 0.34 nm, with diameters typically in the range of 2 to 20 nm. And the carbon hexagons can be divided into three types, namely a zigzag type, an armchair type and a spiral type, according to different orientations of the carbon hexagons in the axial direction. Wherein the helical carbon nanotubes have chirality, and the zigzag and armchair carbon nanotubes have no chirality.
It should be noted that carbon atoms in the carbon nanotube are mainly hybridized by sp2, and at the same time, the hexagonal grid structure is bent to some extent to form a spatial topological structure, wherein a certain sp3 hybridized bond can be formed, that is, the formed chemical bond has a mixed hybridization state of sp2 and sp3, and the p orbitals overlap each other to form a highly delocalized large pi bond outside the graphene sheet of the carbon nanotube, and the large pi bond on the outer surface of the carbon nanotube is a chemical basis for compounding the carbon nanotube with some macromolecules with conjugated properties by non-covalent bonds.
It should be noted that, in the embodiment of the present invention, carbon black, or carbon nanotubes, or a mixture of carbon black and carbon nanotubes may be doped in a conventional alignment film material, and the doping content is 0.5% (by weight) to 5% (by weight) of the alignment film.
In one embodiment, the dianhydride compound has a general structural formula of
Figure BDA0002324593310000051
Wherein ring A comprises at least one of a cycloalkane and an aromatic ring, and one or more hydrogen atoms on the cycloalkane and the aromatic ring are each independently substituted with a halogen atom, a hydroxyl group, a hydrocarbon group, an alkoxy group, or an ester group.
In one embodiment, the structural general formula of the branched diamine compound is
Figure BDA0002324593310000052
Wherein n represents the number of amino groups connected to ring A, and n is 2 or 3; ring A includes at least one of a cycloalkane and an aromatic ring; sp is 1 to 8 methylene groups; the ring B comprises 2 to 6 sequentially connected cyclic units, and the cyclic units at least comprise one of a benzene ring and cycloalkane; and R2 is a straight or branched chain alkane having 3 to 20 carbon atoms.
In one embodiment, one or more hydrogen atoms on the cycloalkane and the aromatic ring are each independently substituted with a halogen atom, a hydroxyl group, a hydrocarbon group, an alkoxy group, or an ester group; each of the 1 to 8 methylene groups is independently substituted with an ether group or a thio group; and one or more methylene groups of the alkane are each independently substituted with an ether group, amide group, ester group, formyloxy group, formyl group, or alkene group, or one or more hydrogen atoms in the alkane are each independently substituted with an ether group, amide group, ester group, formyloxy group, formyl group, or alkene group.
In one embodiment, one or more hydrogen atoms of the 2 to 6 sequentially linked cyclic units are each independently substituted with a halogen atom, a hydrocarbyl group, an alkoxy group, or an ester group.
In one embodiment, the ring B is an aromatic fused ring, wherein the aromatic fused ring comprises the 2 to 6 cyclic units connected in sequence.
The aromatic condensed rings are condensed with each other by two or more benzene rings sharing two adjacent carbon atoms, such as naphthalene, anthracene, phenanthrene.
As shown in fig. 1, a flow chart of a method for manufacturing an alignment film according to an embodiment of the present invention includes:
s101, providing a dianhydride compound and a diamine compound with a branched chain;
s102, mixing the dianhydride compound, the diamine compound with the branched chain and the high conjugated polymer material to obtain a polyamic acid solution;
s103, coating the polyamic acid solution on the surface of a substrate, and drying to obtain the alignment film.
Wherein the high conjugated polymer material comprises carbon black and/or carbon nanotubes, and the content of the high conjugated polymer material accounts for 0.5 to 5 weight percent of the alignment film.
It should be noted that the structural general formulas of the dianhydride-based compound and the branched diamine-based compound are the same as those in the above embodiments, and are not described herein again.
As shown in fig. 2, a schematic structural diagram of a display panel according to an embodiment of the present invention is provided, in which components of the present invention and a relative positional relationship between the components can be visually seen, and the display panel includes a first substrate 201 and a second substrate 202 arranged to each other, and alignment films arranged on the first substrate 201 and the second substrate 202. The alignment films include a first alignment film 203 and a second alignment film 204, the first alignment film 203 is disposed on the first substrate 201, and the second alignment film 204 is disposed on the second substrate 202. Wherein the display panel further comprises a liquid crystal 205 disposed between the first alignment film 203 and the second alignment film 204.
It should be noted that, the surfaces of the first alignment film 203 and the second alignment film 204 are formed with grooves arranged in a certain direction, so as to provide a pretilt angle for the liquid crystal 205, and the rotation direction uniformity of the liquid crystal 205 is better.
It should be noted that the first alignment film 203 and the second alignment film 204 are both prepared by the alignment film preparation method described in fig. 1, and the preparation process is not described herein again.
In summary, in the alignment film provided in the embodiments of the present invention, by doping the high conjugated polymer material in the conventional alignment film material, the bulk resistance of the alignment film material can be reduced, so that the dc bias voltage remaining in the liquid crystal panel can be quickly released, thereby achieving the technical effect of improving the image retention, and solving the technical problem that the display panel in the prior art affects the reliability of the display panel due to the image retention caused by the generation of the dc bias voltage and the remaining of the dc bias voltage.
The alignment film, the preparation method thereof, and the display panel provided by the embodiment of the invention are described in detail above. It should be understood that the exemplary embodiments described herein should be considered merely illustrative for facilitating understanding of the method of the present invention and its core ideas, and not restrictive.

Claims (10)

1. The alignment film is characterized by being obtained by reacting a dianhydride compound, a diamine compound with a branched chain and a high conjugated polymer material.
2. The alignment film according to claim 1, wherein the highly conjugated polymer material comprises carbon black and/or carbon nanotubes, and the content of the highly conjugated polymer material is 0.5 wt% to 5 wt% of the alignment film.
3. The alignment film of claim 1, wherein the dianhydride group compound has a general structural formula of
Figure FDA0002324593300000011
Wherein ring A comprises at least one of a cycloalkane and an aromatic ring, and one or more hydrogen atoms on the cycloalkane and the aromatic ring are each independently substituted with a halogen atom, a hydroxyl group, a hydrocarbon group, an alkoxy group, or an ester group.
4. The alignment film according to claim 1, wherein the branched diamine compound has a general structural formula of
Figure FDA0002324593300000012
Wherein n represents the number of amino groups connected to ring A, and n is 2 or 3; ring A includes at least one of a cycloalkane and an aromatic ring; sp is 1 to 8 methylene groups; the ring B comprises 2 to 6 sequentially connected cyclic units, and the cyclic units at least comprise one of a benzene ring and cycloalkane; and R2Is a straight or branched chain alkane having 3 to 20 carbon atoms.
5. The alignment film according to claim 4, wherein one or more hydrogen atoms on the cycloalkane and the aromatic ring are each independently substituted with a halogen atom, a hydroxyl group, a hydrocarbon group, an alkoxy group, or an ester group; each of the 1 to 8 methylene groups is independently substituted with an ether group or a thio group; and one or more methylene groups of the alkane are each independently substituted with an ether group, amide group, ester group, formyloxy group, formyl group, or alkene group, or one or more hydrogen atoms in the alkane are each independently substituted with an ether group, amide group, ester group, formyloxy group, formyl group, or alkene group.
6. The alignment film according to claim 4, wherein one or more hydrogen atoms of the 2 to 6 sequentially-connected cyclic units are each independently substituted with a halogen atom, a hydrocarbon group, an alkoxy group, or an ester group.
7. The alignment film of claim 4, wherein the ring B is an aromatic fused ring, wherein the aromatic fused ring comprises the 2 to 6 sequentially connected cyclic units.
8. A preparation method of an alignment film is characterized by comprising the following steps:
providing a dianhydride compound, a diamine compound with a branched chain;
mixing the dianhydride compound, the diamine compound with the branched chain and the high conjugated polymer material to obtain a polyamic acid solution;
and coating the polyamic acid solution on the surface of a substrate, and drying to obtain the alignment film.
9. The method according to claim 8, wherein the highly conjugated polymer material comprises carbon black and/or carbon nanotubes, and the content of the highly conjugated polymer material is 0.5 wt% to 5 wt% of the alignment film.
10. A display panel, comprising:
a first substrate and a second substrate provided to the cassette;
the alignment film according to any one of claims 1 to 7 disposed on the first substrate and the second substrate.
CN201911311273.7A 2019-12-18 2019-12-18 Alignment film, preparation method thereof and display panel Pending CN111117666A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111574922A (en) * 2020-05-25 2020-08-25 Tcl华星光电技术有限公司 Alignment film material and manufacturing method thereof

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CN105190412A (en) * 2013-05-08 2015-12-23 英派尔科技开发有限公司 Polarizing liquid crystal alignment layers and display
CN105199748A (en) * 2015-09-29 2015-12-30 深圳市华星光电技术有限公司 Alignment film, preparation method and liquid crystal panel of alignment film
CN106085464A (en) * 2016-06-02 2016-11-09 深圳市华星光电技术有限公司 Alignment film material, the manufacture method of display panels and display panels
CN108250438A (en) * 2018-01-18 2018-07-06 深圳市华星光电技术有限公司 The preparation method and display panel of polyimides with electric action
CN109370614A (en) * 2018-11-21 2019-02-22 中节能万润股份有限公司 Liquid crystal aligning agent, liquid crystal aligning film and liquid crystal display element
KR20190133750A (en) * 2017-06-12 2019-12-03 제이에스알 가부시끼가이샤 The composition, a liquid crystal aligning agent, a liquid crystal aligning film, a retardation plate, a polarizing plate, the manufacturing method of a liquid crystal aligning film, and a liquid crystal element

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105190412A (en) * 2013-05-08 2015-12-23 英派尔科技开发有限公司 Polarizing liquid crystal alignment layers and display
CN105199748A (en) * 2015-09-29 2015-12-30 深圳市华星光电技术有限公司 Alignment film, preparation method and liquid crystal panel of alignment film
CN106085464A (en) * 2016-06-02 2016-11-09 深圳市华星光电技术有限公司 Alignment film material, the manufacture method of display panels and display panels
KR20190133750A (en) * 2017-06-12 2019-12-03 제이에스알 가부시끼가이샤 The composition, a liquid crystal aligning agent, a liquid crystal aligning film, a retardation plate, a polarizing plate, the manufacturing method of a liquid crystal aligning film, and a liquid crystal element
CN108250438A (en) * 2018-01-18 2018-07-06 深圳市华星光电技术有限公司 The preparation method and display panel of polyimides with electric action
CN109370614A (en) * 2018-11-21 2019-02-22 中节能万润股份有限公司 Liquid crystal aligning agent, liquid crystal aligning film and liquid crystal display element

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111574922A (en) * 2020-05-25 2020-08-25 Tcl华星光电技术有限公司 Alignment film material and manufacturing method thereof

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Application publication date: 20200508