CN117568049A - Liquid crystal composition, phase difference film, preparation method and display device - Google Patents

Liquid crystal composition, phase difference film, preparation method and display device Download PDF

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Publication number
CN117568049A
CN117568049A CN202311406445.5A CN202311406445A CN117568049A CN 117568049 A CN117568049 A CN 117568049A CN 202311406445 A CN202311406445 A CN 202311406445A CN 117568049 A CN117568049 A CN 117568049A
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liquid crystal
carbon atoms
formula
crystal composition
polymerizable
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周志华
高�玉
王晨阳
张东升
王建
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Chengdu Reboke Material Technology Co ltd
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Chengdu Reboke Material Technology Co ltd
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    • 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
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/13363—Birefringent elements, e.g. for optical compensation
    • G02F1/133631—Birefringent elements, e.g. for optical compensation with a spatial distribution of the retardation value
    • 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
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C09K19/46—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing esters
    • 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
    • C09K19/542—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
    • G02F1/1334—Constructional arrangements; Manufacturing methods based on polymer dispersed liquid crystals, e.g. microencapsulated liquid crystals
    • 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

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  • Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Nonlinear Science (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Optics & Photonics (AREA)
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  • Engineering & Computer Science (AREA)
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  • Spectroscopy & Molecular Physics (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

The application discloses a liquid crystal composition, a phase difference film, a preparation method and a display device, and relates to the technical field of liquid crystal display, wherein the liquid crystal composition comprises the following components: side chain type liquid crystal polymer, polymerizable liquid crystal substance, and polymerizable UV curable resin. The polymerizable UV curing resin can improve the crosslinking density of the phase difference film to form a network structure, and the side chain type liquid crystal polymer can improve the bending resistance of the phase difference film, so that the reliability and bending resistance of the phase difference film can be improved, and the viscosity of the phase difference film and the coating uniformity of the phase difference film can be improved due to the addition of the side chain type liquid crystal polymer with large molecular weight.

Description

Liquid crystal composition, phase difference film, preparation method and display device
Technical Field
The application relates to the technical field of liquid crystal display, in particular to a phase difference film, a preparation method and a display device.
Background
The display device has some inherent technical defects, so that the display device can be influenced by external light in the display process. For example, people have poor viewing experiences such as reduced contrast, narrow viewing angle range, etc. when viewing a screen under intense light. In order to solve the above-mentioned problems, a retardation film is generally introduced in the related art, wherein a retardation film of positive C type (positive C plate) has an effect of improving viewing angle, and is widely used.
However, at present, the bending resistance and interlayer adhesion of the retardation film of the positive C-type are poor due to the molecular arrangement thereof, and although there are other patents in which side chain type liquid crystal polymer molecules are added thereto to improve the bending resistance of the retardation film, the addition of the side chain type liquid crystal polymer molecules decreases the crosslinking density of the retardation film, so that a display device including the retardation film is easily deteriorated during use.
Disclosure of Invention
The invention discloses a side chain type liquid crystal polymer, a liquid crystal composition, a phase difference film, a preparation method and a display device, which are used for solving the problem that the crosslinking density of the phase difference film is reduced due to the addition of side chain type liquid crystal polymer molecules.
In order to achieve the above object, the embodiment of the present specification adopts the following technical solutions:
in a first aspect, embodiments of the present application provide a liquid crystal composition comprising: side chain type liquid crystal polymer, polymerizable liquid crystal substance, and polymerizable UV curable resin;
the polymerizable liquid crystal substance is a polymerizable liquid crystal compound or a polymerizable liquid crystal composition, and the polymerizable UV curable resin is one or more of methacrylic acid resin, acrylic acid resin, methacrylic acid modified polyurethane resin, acrylic acid modified polyurethane resin, methacrylic acid modified polyester resin, acrylic acid modified polyester resin, methacrylic acid modified epoxy resin, acrylic acid modified epoxy resin, methacrylic acid modified polyether resin and acrylic acid modified polyether resin.
Optionally, the liquid crystal composition comprises the following components in parts by mass: 1 to 20 percent of side chain type liquid crystal polymer, 80 to 95 percent of polymerizable liquid crystal substance and 3 to 15 percent of polymerizable UV curing resin.
Optionally, the side chain type liquid crystal polymer includes: a first structural unit shown in a formula I and a second structural unit shown in a formula II;
the formula I is as follows:
wherein R in the formula I 1 Is methyl or hydrogen atom, R 2 Selected from-Q 1 -R 3 Or (b)The radicals shown, Q 1 Represents- (CH) 2 ) n -the linking group shown, Q 1 Two non-adjacent carbons of the group may each independently be represented by-O-, -S-, -OCO-, or-COO-substitution, R is R 3 Represents methyl, aryl optionally having alkyl substituents OR-OR 6 ，R 6 Represents a hydrogen atom, an alkyl group or an aryl group optionally having an alkyl substituent, and n is an integer of 0 to 18 inclusive;
R 2 in (a) and (b)Any one selected from 1, 4-cyclohexylene, 1, 4-phenylene, 2, 6-naphthylene, 1, 5-naphthylene and 1, 4-naphthylene, wherein carbon atoms on the ring may be optionally substituted with N, S atoms;
the formula II is as follows:
wherein R in the formula II 3 Is methyl or hydrogen atom, R 4 comprising-Q 2 -R 23 The radicals shown, Q 2 Represents- (CH) 2 ) n -the linking group shown, Q 2 Two non-adjacent carbons of the group may each independently be represented by-O-, -S-, -OCO-, -COO-substitution, n is an integer of 0 to 12 inclusive, R 23 Represents methyl, aryl optionally having alkyl substituents OR-OR 7 ，R 7 Represents a hydrogen atom, an alkyl group or an aryl group optionally having an alkyl substituent;
L 3 represents a linking group which is bonded to the substrate, comprising-C-C-, C-and C-groups-O-, -S-, -COO-, -OCO-, -CH 2 CH 2 -、-OCOO-；
In said formula IIIncluding any of aryl, heteroaryl, alicyclic, heterocyclic, and fused rings wherein the carbon atoms in the ring may be optionally substituted with N, S atoms;
m is an integer of 0 to 6 inclusive;
R 5 represents methyl, aryl optionally having alkyl substituents OR-OR 7 ，R 7 Represents a hydrogen atom, an alkyl group or an aryl group optionally having an alkyl substituent.
Optionally, the polymerizable liquid crystal composition includes: a first material and a second material;
wherein the first material comprises a compound of formula iii and the second material comprises a compound of formula IV and/or a compound of formula V;
the formula III is as follows:
wherein L is 1 Comprises H, F, cl, CN, a straight chain having 1 to 25 carbon atoms and a branched chain having 3 to 25 carbon atomsAny one of an alkyl structure, a cyclic alkyl group having 3 to 25 carbon atoms, an alkenyl group having 2 to 25 carbon atoms, and an alkynyl group having 2 to 25 carbon atoms;
In said formula IIIComprises any one of 1, 4-cyclohexylene, 1, 4-phenylene, 2, 6-naphthylene, 1, 5-naphthylene and 1, 4-naphthylene;
in said formula IIIComprises any one of 1, 4-cyclohexylene, 1, 4-phenylene, 2, 6-naphthylene, 1, 5-naphthylene and 1, 4-naphthylene;
in said formula IIIComprises any one of 1, 4-cyclohexylene, 1, 4-phenylene, 2, 6-naphthylene, 1, 5-naphthylene and 1, 4-naphthylene;
Sp 1 、Sp 2 represents any one of a straight-chain alkyl structure having 1 to 25 carbon atoms and 3 to 25 carbon atoms and a cyclic alkyl structure having 3 to 25 carbon atoms, wherein any two non-adjacent carbon atoms may be substituted with-O-, -OCO-, -COO-, -S-, -n=;
P 1 comprising a polymerisable group or H; p (P) 2 Comprising a polymerisable group or H; and P is 1 And P 2 At least one of which is a polymerizable group;
wherein the polymerizable group comprisesThe points in the formula of the polymerizable group represent methacrylic bonds;
the formula IV is as follows:
the formula V is as follows:
in the formula IV and the formula V, R includes any one of H, a straight chain having 1 to 25 carbon atoms, an alkyl structure having 3 to 25 carbon atoms having a branched chain, and a cyclic alkyl group having 3 to 25 carbon atoms;
Z comprises any one of a single bond, an alkyl group having 1 to 10 carbon atoms and an alkenyl group having 2 to 10 carbon atoms;
L 2 comprises H, F, cl, CN, a straight-chain alkyl structure with 1-25 carbon atoms and a branched-chain alkyl structure with 3-25 carbon atoms, a cyclic alkyl with 3-25 carbon atoms, an alkenyl with 2-25 carbon atoms and an alkynyl with 2-25 carbon atoms;
L 3 comprises H, F, cl, CN, a straight-chain alkyl structure with 1-25 carbon atoms and a branched-chain alkyl structure with 3-25 carbon atoms, a cyclic alkyl with 3-25 carbon atoms, an alkenyl with 2-25 carbon atoms and an alkynyl with 2-25 carbon atoms;
the formula IV and the formula VIncluding any of aryl, heteroaryl, alicyclic, heterocyclic, and fused rings wherein the heteroatoms include one or more of N, S, O atoms;
Sp 3 to represent any one of a straight chain alkyl group having 1 to 25 carbon atoms and a branched alkyl group having 3 to 25 carbon atoms and a cyclic alkyl group having 3 to 25 carbon atoms, wherein any two non-adjacent carbon atoms may be substituted with-O-, -OCO-, -COO-, -S-, -n=; p (P) 3 IncludedOr H;
d is 0, 1, 2, 3 or 4; e is 0, 1, 2, 3 or 4; f is 0, 1, 2, 3 or 4; g is 0, 1, 2, 3 or 4;
m is 0, 1 or 2, n is 0, 1 or 2, and m+n is not less than 1;
o is 1, 2 or 3, h is 1, 2 or 3;
the first material accounts for 70-95% of the mass of the polymerizable liquid crystal substance; the second material accounts for 30-5% of the polymerizable liquid crystal material.
Optionally, the polymerizable UV curable resin includes three or more acrylic bonds and/or methacrylic bonds, the refractive index of the polymerizable UV curable resin is 1.40 to 1.60, and the molecular weight of the polymerizable UV curable resin is 200 to 2000.
Optionally, the molecular weight distribution of the side chain type liquid crystal polymer ranges from 3000 to 50000.
Optionally, the liquid crystal composition further comprises an initiator, wherein the initiator is an initiator for initiating photopolymerization; the addition amount of the initiator is 0.1-10% of the total mass of the polymerizable liquid crystal substance.
Optionally, the liquid crystal composition further comprises an additive comprising any one or more of a surfactant, a chain transfer agent, a sensitizer, an anti-uv agent, a polymerization inhibitor, and an antioxidant.
In a second aspect, embodiments of the present application provide a retardation film polymerized based on the liquid crystal composition provided in the first aspect of the present application.
In a third aspect, embodiments of the present application provide a method for preparing a retardation film, the method comprising:
mixing the liquid crystal composition provided in the first aspect of the application with a solvent to obtain a liquid crystal composition solution;
coating the liquid crystal composition solution on the surface of a substrate, and drying to obtain a liquid crystal composition resin layer;
and irradiating the liquid crystal composition resin layer to obtain a phase difference film.
In a fourth aspect, embodiments of the present application provide a display device, where the display device includes the liquid crystal composition provided in the first aspect of the present application or the retardation film provided in the second aspect of the present application after polymerization is completed, and the display device is an active matrix display device or a passive matrix display device.
The above-mentioned at least one technical scheme that this application embodiment adopted can reach following beneficial effect:
by adopting the scheme provided by the embodiment of the application, the liquid crystal composition comprises the following components: the ultraviolet curable resin comprises a side chain type liquid crystal polymer, a polymerizable liquid crystal substance and a polymerizable ultraviolet curable resin, wherein the polymerizable ultraviolet curable resin is one or more of methacrylic acid resin, acrylic acid resin, methacrylic acid modified polyurethane resin, acrylic acid modified polyurethane resin, methacrylic acid modified polyester resin, acrylic acid modified polyester resin, methacrylic acid modified epoxy resin, acrylic acid modified epoxy resin, methacrylic acid modified polyether resin and acrylic acid modified polyether resin. The polymerizable UV curing resin can improve the crosslinking density of the phase difference film to form a network structure, and the side chain type liquid crystal polymer can improve the bending resistance of the phase difference film, so that the reliability and bending resistance of the phase difference film can be improved, and the viscosity of the phase difference film and the coating uniformity of the phase difference film can be improved due to the addition of the side chain type liquid crystal polymer with large molecular weight.
Drawings
In order to more clearly illustrate the technical solutions of the embodiments of the present application, the drawings that are needed in the description of the embodiments will be briefly described below, and it is obvious that the drawings in the following description are some embodiments of the present application, and other drawings may be obtained according to these drawings without inventive effort for a person skilled in the art. In the drawings:
fig. 1 is a schematic flow chart of a preparation method of a retardation film according to an embodiment of the present application.
Detailed Description
For the purposes, technical solutions and advantages of the present application, the technical solutions of the present application will be clearly and completely described below with reference to specific embodiments of the present application and corresponding drawings. It will be apparent that the described embodiments are only some, but not all, of the embodiments of the present application. All other embodiments, which can be made by one of ordinary skill in the art without undue burden from the present disclosure, are within the scope of the present disclosure.
According to one embodiment of the present application, a liquid crystal composition is provided, which can be used to prepare a retardation film. The liquid crystal composition comprises: side chain type liquid crystal polymer, polymerizable liquid crystal substance, and polymerizable UV curable resin; wherein the polymerizable UV curable resin is one or more of methacrylic acid resin, acrylic acid resin, methacrylic acid modified polyurethane resin, acrylic acid modified polyurethane resin, methacrylic acid modified polyester resin, acrylic acid modified polyester resin, methacrylic acid modified epoxy resin, acrylic acid modified epoxy resin, methacrylic acid modified polyether resin and acrylic acid modified polyether resin.
The liquid crystal composition comprises the following components in percentage by mass: 1 to 20 percent of side chain type liquid crystal polymer, 80 to 95 percent of polymerizable liquid crystal substance and 3 to 15 percent of polymerizable UV curing resin. Thus, a polymer having a more stable structure can be produced. More preferably, the mass percentages of the components in the liquid crystal composition may be: 3 to 10 percent of side chain type liquid crystal polymer, 80 to 95 percent of polymerizable liquid crystal substance and 5 to 10 percent of polymerizable UV curing resin.
The polymerizable UV curable resin comprises three or more acrylic bonds and/or methacrylic bonds, the refractive index of the polymerizable UV curable resin is 1.40-1.60, and the molecular weight of the polymerizable UV curable resin is 200-2000. The polymerizable UV curing resin is specifically a multifunctional compound, so that the polymerizable UV curing resin has more reaction sites, and can improve the crosslinking density of the phase difference film, so that a network structure is formed among materials.
In the examples herein, the polymerizable UV curable resin has a refractive index of 1.40 to 1.60, and has no liquid crystallinity, i.e., no birefringent property. Further, the rigidity of the polymerizable UV curable resin is weaker than the first material and the second material, and the reliability and bending resistance of the retardation film can be improved. In particular, a polymerizable UV curable resin having a molecular weight of 200 to 2000 may be preferable, and a molecular weight of 300 to 1500 may be more preferable, so that the stability of the liquid crystal composition may be further improved, thereby further improving the bending resistance of the retardation film. In addition, the addition of the polymerizable UV curable resin can also improve the adhesion performance between the phase difference film and the base material and improve the reliability of the product.
In an embodiment of the present application, the side chain type liquid crystal polymer includes: a first structural unit shown in a formula I and a second structural unit shown in a formula II;
the formula I is as follows:
wherein R in the formula I 1 Is methyl or hydrogen atom, R 2 Selected from-Q 1 -R 3 Or (b)The radicals shown, Q 1 Represents- (CH) 2 ) n -the linking group shown, Q 1 Two non-adjacent carbons of the group may each independently be represented by-O-, -S-, -OCO-, or-COO-substitution, R is R 3 Represents methyl, aryl optionally having alkyl substituents OR-OR 6 ，R 6 Represents a hydrogen atom, an alkyl group or an aryl group optionally having an alkyl substituent, and n is an integer of 0 to 18 inclusive;
R 2 in (a) and (b)Any one selected from 1, 4-cyclohexylene, 1, 4-phenylene, 2, 6-naphthylene, 1, 5-naphthylene and 1, 4-naphthylene, wherein carbon atoms on the ring may be optionally substituted with N, S atoms;
the formula II is as follows:
wherein R in the formula II 3 Is methyl or hydrogen atom, R 4 comprising-Q 2 -R 23 The radicals shown, Q 2 Represents- (CH) 2 ) n -the linking group shown, Q 2 Two non-adjacent carbons of the group may each independently be represented by-O-, -S-, -OCO-, -COO-substitution, n is an integer of 0 to 12 inclusive, R 23 Represents methyl, aryl optionally having alkyl substituents OR-OR 7 ，R 7 Represents a hydrogen atom, an alkyl group or an aryl group optionally having an alkyl substituent;
L 3 represents a linking group which is bonded to the substrate, comprising-C-C-, C-and C-groups-O-, -S-, -COO-, -OCO-, -CH 2 CH 2 -、-OCOO-；
In said formula IIIncluding any of aryl, heteroaryl, alicyclic, heterocyclic, and fused rings wherein the carbon atoms in the ring may be optionally substituted with N, S atoms;
m is an integer of 0 to 6 inclusive;
R 5 represents methyl, aryl optionally having alkyl substituents OR-OR 7 ，R 7 Represents a hydrogen atom, an alkyl group or an aryl group optionally having an alkyl substituent.
The molecular weight distribution of the side chain type liquid crystal polymer is in the range of 3000 to 50000, more preferably 5000 to 30000.
In an embodiment of the present application, the polymerizable liquid crystal composition includes: a first material and a second material;
wherein the first material comprises a compound of formula iii and the second material comprises a compound of formula IV and/or a compound of formula V;
the formula III is as follows:
wherein L is 1 Comprises H, F, cl, CN, a straight-chain alkyl structure with 1-25 carbon atoms and a branched-chain alkyl structure with 3-25 carbon atoms, a cyclic alkyl with 3-25 carbon atoms, an alkenyl with 2-25 carbon atoms and an alkynyl with 2-25 carbon atoms;
In said formula IIIComprises any one of 1, 4-cyclohexylene, 1, 4-phenylene, 2, 6-naphthylene, 1, 5-naphthylene and 1, 4-naphthylene;
in said formula IIIComprises any one of 1, 4-cyclohexylene, 1, 4-phenylene, 2, 6-naphthylene, 1, 5-naphthylene and 1, 4-naphthylene;
in said formula IIIComprises any one of 1, 4-cyclohexylene, 1, 4-phenylene, 2, 6-naphthylene, 1, 5-naphthylene and 1, 4-naphthylene;
Sp 1 、Sp 2 represents any one of a straight-chain alkyl structure having 1 to 25 carbon atoms and 3 to 25 carbon atoms and a cyclic alkyl structure having 3 to 25 carbon atoms, wherein any two non-adjacent carbon atoms may be substituted with-O-, -OCO-, -COO-, -S-, -n=;
P 1 comprising a polymerisable group or H; p (P) 2 Comprising a polymerisable group or H; and P is 1 And P 2 At least one of which is a polymerizable group;
wherein the polymerizable group comprisesThe points in the formula of the polymerizable group represent methacrylic bonds;
the formula IV is as follows:
the formula V is as follows:
in the formula IV and the formula V, R includes any one of H, a straight chain having 1 to 25 carbon atoms, an alkyl structure having 3 to 25 carbon atoms having a branched chain, and a cyclic alkyl group having 3 to 25 carbon atoms;
Z comprises any one of a single bond, an alkyl group having 1 to 10 carbon atoms and an alkenyl group having 2 to 10 carbon atoms;
L 2 comprises H, F, cl, CN, a straight-chain alkyl structure with 1-25 carbon atoms and a branched-chain alkyl structure with 3-25 carbon atoms, a cyclic alkyl with 3-25 carbon atoms, an alkenyl with 2-25 carbon atoms and an alkynyl with 2-25 carbon atoms;
L 3 comprises H, F, cl, CN, a straight-chain alkyl structure with 1-25 carbon atoms and a branched-chain alkyl structure with 3-25 carbon atoms, a cyclic alkyl with 3-25 carbon atoms, an alkenyl with 2-25 carbon atoms and an alkynyl with 2-25 carbon atoms;
the formula IV and the formula VIncluding any of aryl, heteroaryl, alicyclic, heterocyclic, and fused rings wherein the heteroatoms include one or more of N, S, O atoms;
Sp 3 to represent any one of a straight chain alkyl group having 1 to 25 carbon atoms and a branched alkyl group having 3 to 25 carbon atoms and a cyclic alkyl group having 3 to 25 carbon atoms, wherein any two non-adjacent carbon atoms may be substituted by-O-, OCO-, -COO-, -S-N=substitution; p (P) 3 IncludedOr H;
d is 0, 1, 2, 3 or 4; e is 0, 1, 2, 3 or 4; f is 0, 1, 2, 3 or 4; g is 0, 1, 2, 3 or 4;
m is 0, 1 or 2, n is 0, 1 or 2, and m+n is not less than 1;
o is 1, 2 or 3, h is 1, 2 or 3.
In the embodiment of the application, the first material accounts for 70-95% of the mass of the polymerizable liquid crystal composition; the second material accounts for 30-5% of the mass of the polymerizable liquid crystal composition.
It can be appreciated that, with the liquid crystal composition provided in the embodiments of the present application, the liquid crystal composition includes: side chain type liquid crystal polymer, polymerizable liquid crystal substance, and polymerizable UV curable resin; the addition of the flexible main chain of the side chain type liquid crystal polymer can improve bending resistance; meanwhile, the heteroatom contained in the side chain structure of the acryloylmorpholine can form strong dispersion force with other layers, so that the adhesive force between the liquid crystal polymer film and other layers can be effectively improved. The addition of the polymerizable UV curable resin can provide more crosslinking sites, can improve the crosslinking density of the retardation film, and forms a network structure, thereby improving the reliability of the retardation film.
On the other hand, the related art generally requires the addition of a homeotropic alignment agent to achieve homeotropic alignment. In the above embodiments of the present application, the hydroxyl group-containing material in the liquid crystal composition itself can realize the vertical alignment, so that no vertical alignment agent is required to be added.
In the related art, only side chain type liquid crystal polymers are generally used for preparing the phase difference film, and the cheap and easily available polymerizable UV curing resin is added for preparing the phase difference film, so that the cost of the phase difference film is greatly reduced on the basis of improving the reliability of the phase difference film. Meanwhile, after the polymerizable UV curable resin and the side chain type liquid crystal polymer are added, the viscosity of the system is increased, and the uniformity of coating can be improved when the coating is carried out later.
In particular embodiments, the side chain liquid crystal polymer includes a first structural unit having a formula I and a second structural unit having a formula II. Specifically, the first structural unit having the formula I in the side chain type liquid crystal polymer may include any one or more of the formulas I1 to I11.
In the embodiment of the present application, the structural formulas of formulas I1 to I11 may be as follows:
in the above formulas I1 to I11, T is selected from any one of H, a straight chain having 1 to 25 carbon atoms, an alkyl structure having 3 to 25 carbon atoms and a cyclic alkyl having 3 to 25 carbon atoms, wherein any two non-adjacent carbon atoms may be optionally substituted with-O-, -S-; n is any integer from 1 to 16.
According to the solubility, film forming property and alignment ability of the compounds of the above formulas I1 to I11, the first structural unit having the formula I in the side chain type liquid crystal polymer may preferably include any one or more of the compounds of the formulas I1 to I4, I8 and I11, specifically as follows:
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among the above compounds, the first structural unit of the side chain type liquid crystal polymer having the formula I may further preferably be any one or more of the formulas I1-1, I1-3, I2-1, I3-1, I4-1 and I8-3 depending on the system compatibility and the desired optical parameters.
Specifically, the second structural unit having the formula II in the side chain type liquid crystal polymer may include any one or more of formulas II1 to II 6.
In the embodiment of the present application, the structural formulas of formulas II1 to II6 may be as follows:
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in the above formulas II1 to II6, T is selected from any one of H, F, -CN, a straight-chain alkyl structure having 1 to 5 carbon atoms, a branched-chain alkyl structure having 3 to 25 carbon atoms, and a cyclic alkyl group having 3 to 5 carbon atoms, wherein any two non-adjacent carbon atoms may be optionally substituted with-O-, -S-; n is any integer from 1 to 16.
According to the solubility, film forming property and alignment ability of the compounds of the formulas II1 to II11, the second structural unit having the formula II in the side chain type liquid crystal polymer may preferably include any one or more of the compounds of the formulas II2 to II3 and II5, specifically as follows:
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in the above formulas II2 to II3 and II5, T is selected from any one of H, F, -CN, a straight-chain alkyl group having 1 to 5 carbon atoms, a branched-chain alkyl group having 3 to 25 carbon atoms, and a cyclic alkyl group having 1 to 5 carbon atoms, and any two non-adjacent carbon atoms may be optionally substituted with-O-, -S-.
According to the compounds of the above formulas II2 to II3 and II5, the second structural unit having the formula II in the side chain type liquid crystal polymer may preferably include any one or more of the compounds of the formulas II2 to 3, II3 to 3 and II5 to 3, specifically as follows:
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in the present embodiment, the method for producing the side chain type liquid crystal polymer is not particularly limited, and for example, the monomer from which the first structural unit represented by the general formula I is derived and the monomer from which the second structural unit represented by the general formula II is derived are polymerized by a known polymerization method, and then the obtained polymers are connected to each other, and the polymers may be block polymerized or random polymerized.
In addition, in the case of producing a block copolymer or a random polymer, the following methods are exemplified: the monomers from which the first structural unit represented by the above general formula I is derived and the monomers from which the second structural unit represented by the general formula II is derived may be polymerized by a known polymerization method, respectively, and then the obtained polymers may be connected; one of the monomers from which the first structural unit represented by the above general formula I is derived and the monomers from which the second structural unit represented by the general formula II is derived may be polymerized by a known polymerization method, and then the other monomer may be added to further polymerize.
As the above polymerization method, a method generally used for polymerization of a compound having a vinyl group can be employed, and for example, anionic polymerization, living radical polymerization, or the like can be used. In this embodiment, a method for living polymerization such as Group Transfer Polymerization (GTP) disclosed in "j.am.chem.soc."105, 5706 (1983) is particularly preferably used. When this method is used, the molecular weight, molecular weight distribution, and the like can be easily set to a desired range, and thus the characteristics of the obtained side chain type liquid crystal polymer can be made uniform.
In the present disclosure, the structure of the side chain type liquid crystal polymer may be resolved by combining at least one of nuclear magnetic resonance spectroscopy (NMR), thermal decomposition type gas chromatography mass spectrometry (Py-GC-MS), and matrix assisted laser desorption ionization time of flight type mass spectrometry (MALDI-TOFMS). By Py-GC-MS or MALDI-TOFMS, it was confirmed that 2 or more kinds of structural units having different numbers of carbon atoms including a linking group were contained.
In particular embodiments, the first material includes a compound having formula III, which may include one or more. Specifically, the compound having formula III included in the first material may include any one or more of formulas III1 to III 53.
In the embodiment of the present application, the structural formulas of formulas III1 to III53 may be as follows:
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in the above formulas III1 to III53, t may be 0, 1, 2, 3, 4, 5, 6, 7 or 8; u may be 0, 1, 2, 3, 4, 5, 6, 7 or 8.
The first material may preferably comprise any one or more of the compounds of formula III 4-III 8, formula III 10-III 12, formula III 14-III 15, formula III 18-III 23, formula III25, formula III27, formula III 29-III 30, formula III 32-III 33, formula III36, formula III38, formula III 40-III 41, formula III 43-III 44, formula III 47-III 48, and formula III 50-III 52, depending on the solubility, compatibility, and safety criteria of the compounds of formula III 1-III 53.
Further, among the compounds of formulae III4 to III8, formulae III10 to III12, formulae III14 to III15, formulae III18 to III23, formulae III25, formulae III27, formulae III29 to III30, formulae III32 to III33, formulae III36, formulae III38, formulae III40 to III41, formulae III43 to III44, formulae III47 to III48, and formulae III50 to III52, the compounds having formula III included in the first material may further preferably include any one or more of the following compounds:
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Of the above compounds, the first material may further preferably include any one or more of the compounds having the formula III6-2, the formula III6-3, the formula III7-2, the formula III7-3, the formula III11-2, the formula III11-3, the formula III14-2, the formula III14-3, the formula III18-2, the formula III18-3, the formula III22-2, the formula III22-3, the formula III23-2, the formula III23-3, the formula I25-2, the formula III25-3, the formula III27-2, the formula III27-3, the formula III32-2, the formula III32-3, the formula III33-2, the formula I36-2, the formula III36-3, the formula III38-2, the formula III38-3, the formula III51-1, the formula III51-3, the formula III52-1 and the formula III 52-3.
In particular implementations, when the second material includes a compound having formula IV, which may include one or more. Specifically, the compound having formula IV included in the second material may include any one or more of formulas IV1 to IV 37.
In the embodiment of the present application, the structural formulas of formulas IV1 to IV37 may be as follows:
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in the above formulas IV1 to IV37, in the case where the compound has an F atom, the F atom may be further substituted with a Cl atom, a methyl group, or a methoxy group.
In the above formulas IV1 to IV37, sp is a spacer. R includes a single bond, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms, an alkynyl group having 2 to 10 carbon atoms, a fluorine-substituted alkynyl group having 2 to 10 carbon atoms or an alkynyl group having 2 to 8 carbon atoms or a fluorine-substituted alkynyl group having 3 to 8 carbon atoms. And, at R, one or more-CH 2 In the case of groups, in which one or more-CH 2 The groups may each optionally be substituted with-O-, -S-, -COO-or-OOC-substitution. Wherein, when a plurality of-CH 2 -when substituted, substituted-CH 2 -being unconnected-CH 2 -。
The second material may preferably include any one or more of the compounds of formulas IV1 to IV2, IV4 and IV9 to IV10, according to the solubility, compatibility and safety criteria of the compounds of formulas IV1 to IV37 described above.
Further, among the compounds of formulas IV1 to ii 2, IV4 and formulas IV9 to IV10, the compound having formula IV included in the second substance may further preferably include any one or more of the following compounds:
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further, the compound having formula IV included in the second material may preferably include any one or more of the following:
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in particular embodiments, when the second material comprises a compound having formula V, which may comprise one or more. Specifically, the compound having the formula V included in the second material may include any one or more of the formulas V1 to V27.
In the embodiment of the present application, the structural formulas of formulas V1 to V27 may be as follows:
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In the above formulas V1 to V27, in the case where the compound has an F atom, the F atom may be further substituted with a Cl atom, a methyl group, or a methoxy group.
In the above formulas V1 to V27, sp is a spacer. R includes a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms, an alkynyl group having 2 to 10 carbon atoms, a fluorine-substituted alkynyl group having 2 to 10 carbon atoms or an alkynyl group having 2 to 8 carbon atoms or a fluorine-substituted alkynyl group having 3 to 8 carbon atoms. And, at R, one or more-CH 2 In the case of groups, in which one or more-CH 2 The groups may each optionally be substituted with-O-, -S-, -COO-or-OOC-substitution. Wherein, when a plurality of-CH 2 -when substituted, substituted-CH 2 -being unconnected-CH 2 -。
The second material may preferably include any one or more of the compounds of formulas V1 to V2, formula V4 and formulas V9 to V10, according to the solubility, compatibility and safety criteria of the compounds of formulas V1 to V27 described above.
Further, among the compounds of formulae V1 to V2, formula V4, and formulae V9 to V10, the compound having formula V included in the second substance may preferably include any one or more of the following compounds:
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in the above-mentioned compounds of the formulae V1 to V2, V4 and V9 to V10, R is selected from the group consisting of a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms, an alkynyl group having 2 to 10 carbon atoms, a fluorine-substituted alkynyl group having 2 to 10 carbon atoms or a fluorine-substituted alkynyl group having 2 to 8 carbon atoms or a fluorine-substituted alkynyl group having 3 to 8 carbon atoms. And, at R, one or more-CH 2 In the case of groups, in which one or more-CH 2 The groups may each optionally be substituted with-O-, -S-, -COO-or-OOC-substitution. Wherein, when a plurality of-CH 2 -when substituted, substituted-CH 2 -being unconnected-CH 2 -。
Further, the compound having the formula V included in the second material may preferably include any one or more of the following compounds:
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In embodiments of the present application, the preferred structural formula VI of the methacrylic resin and/or acrylic resin may be as follows:
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in particular embodiments, the liquid crystal composition further includes an initiator in order to allow for smooth polymerization of the liquid crystal composition in the subsequent preparation of the retardation film.
Wherein the initiator may comprise one or more. The initiator may be an initiator that initiates photopolymerization.
The initiator may specifically include any one or more of the following initiators:
"Irgacure651", "Irgacure 184", "Darocure 1173", "Irgacure 907", "Irgacure127", "Irgacure 369", "Irgacure 379", "Irgacure 819", "Irgacure2959", "Irgacure 1800", "Irgacure 250", "Irgacure 754", "Irgacure784", "Irgacure OXE01", "Irgacure OXE02", "Lucirin TPO", "Darocure 1173", "Darocur MBF", manufactured by BASF Japanese Co., ltd; "Esacure1001M", "Esacure KIP150", "Speedcure BEM", "Speedcure BMS", "Speedcure MBP", "Speedcure PBZ", "Speedcure ITX", "Speedcure DETX", "Speedcure EBD", "Speedcure MBB", "Speedcure BP", manufactured by LAMBSON; "Kayacure DMBI" manufactured by Kayacure Corp; nihon Siber Hegner "TAZ-A" manufactured by DKSH Japan Co., ltd.; "Adeka Optomer SP-152", "Adeka Optomer SP-170", "Adeka Optomer N-1414", "Adeka Optomer N-1606", "Adeka Optomer N-1717", "Adeka Optomer N-1919", etc. manufactured by Adeka.
The amount of the initiator to be added may be 0.1 to 10% by mass, preferably 0.5 to 7% by mass, based on the total mass of the polymerizable liquid crystal substance in the liquid crystal composition, and the optimum amount to be added is 0.5 to 3% by mass.
In one embodiment, the liquid crystal composition further comprises an additive comprising any one or more of a surfactant, a chain transfer agent, a sensitizer, an anti-uv agent, a polymerization inhibitor, and an antioxidant.
In the embodiment of the application, the surfactant, the chain transfer agent, the sensitizer, the anti-ultraviolet agent, the polymerization inhibitor and the antioxidant can be added according to the actual condition of the formula. Therefore, some or all of the surfactant, chain transfer agent, sensitizer, ultraviolet inhibitor, polymerization inhibitor, and antioxidant may be added.
Wherein the surfactant can prevent uneven film thickness when the liquid crystal composition is made into an optically anisotropic body. The optically anisotropic body, also called refractive index anisotropic body, refers to a type of body in which light propagates to generate birefringence, and may be referred to as a retardation film in this application.
The surfactant may comprise any one or more of the following:
alkyl carboxylates, alkyl phosphates, alkyl sulfonates, fluoroalkyl carboxylates, fluoroalkyl phosphates, fluoroalkyl sulfonates, polyoxyethylene derivatives, fluoroalkyl ethylene oxide derivatives, polyethylene glycol derivatives, alkyl ammonium salts, fluoroalkyl ammonium salts, and the like, with fluorosurfactants being particularly preferred. Specifically, for example: "Megafac F-251", "Megafac F-444", "Megafac F-477", "Megafac F-510", "Megafac F-552", "Megafac F-553", "Megafac F-554", "Megafac F-555", "Megafac F-556", "Megafac F-557", "Megafac F-558", "Megafac F-559", "Megafac F-560", "Megafac F-561", "Megafac F-562", "Megafac F-563", "Megafac F-565", "Megafac F-567", "Megafac F-568", "Megafac F-569", "Megafac F-570", "Megafac F-40", "Megafac R-41", "Megafac R-43", "Megafac R-94", "Megafac RS-72", "Megafac RS-75", "Megafac RS-76" and "are DIC-90; "Ftergent 100", "Ftergent 100C", "Ftergent 110", "Ftergent 150", "Ftergent A", "Ftergent 100A-K", "Ftergent 501", "Ftergent300", "Ftergent 310", "Ftergent 320", "Ftergent 400SW", "FTX-400P", "Ftergent251", "Ftergent 215M", "Ftergent212MH", "Ftergent 250", "Ftergent 222F", "Ftergent 212D", "FTX-218", "FTX-209F", "FTX-233F"; "Ftergent 245F", "FTX-208G", "FTX-240G", "FTX-206D", "FTX-220D", "FTX-230D", "FTX-240D", "FTX-207S", "FTX-211S", "FTX-220S", "FTX-230S", "FTX-750FM", "FTX-730FL", "FTX-710FS", "FTX-710FM", "FTX-710FL", "FTX-750LL", "FTX-730LS", "FTX-730LM", "FTX-730LL", "FTX-710LL", and the above are manufactured by Noes of Kyoto Co., ltd.); "BYK-300", "BYK-302", "BYK-306", "BYK-307", "BYK-310", "BYK-315", "BYK-320", "BYK-322", "BYK-323", "BYK-325", "BYK-330", "BYK-331", "BYK-333", "BYK-337", "BYK-340", "BYK-344", "BYK-370", "BYK-375", "BYK-377", "BYK-350", "BYK-352", "BYK-354", "BYK-355", "BYK-356", "BYK-358N", "BYK-361N", "BYK-357", "BYK-390", "BYK-392", "BYK-UV3500", "BYK-UV3510", "BYK-UV3570", "BYKSilean 3700" (manufactured by K-Chemie Japan company); "TEGO Rad2100", "TEGO Rad2200N", "TEGO Rad2250", "TEGO Rad2300", "TEGO Rad2500", "TEGO Rad2600", "TEGO Rad2700" (the above is manufactured by Tego Corp.); "N215", "N535", "N605K", "N935" (above is made by Solvay Solexis corporation), and the like.
The amount of the surfactant to be added may be 0.01% to 2%, preferably 0.05% to 0.5% of the total mass of the polymerizable liquid crystal substance in the liquid crystal composition.
In addition, by using a surfactant, the tilt angle of the air interface can be effectively reduced when the liquid crystal composition is made into an optically anisotropic body. And, by using a surfactant, the orientation of the retardation film can be made good. In addition, the surfactant and the polymerizable haze improver are used in combination, and the orientation of the retardation film can be further improved due to the synergistic effect of the two.
The chain transfer agent can improve adhesion between the optically anisotropic body obtained from the liquid crystal composition and the substrate. The chain transfer agent may be a thiol compound, and specifically may include any one or more of a monothiol compound, a dithiol compound, a trithiol compound, and a tetrathiol compound; among them, a trithiol compound is preferable.
The amount of the chain transfer agent to be added may be 0.5% to 10%, preferably 1.0% to 5.0% of the total mass of the polymerizable liquid crystal substance in the liquid crystal composition.
The sensitizer may increase the efficiency of the polymerization reaction. The sensitizer may include any one or more of benzophenone, thioxanthone, and the like.
The sensitizer may be added in an amount of 0.1 to 3% by weight, more preferably 0.2 to 2% by weight, based on the total mass of the polymerizable liquid crystal substance in the liquid crystal composition.
The uv inhibitor may be a light stabilizing stabilizer that produces a stabilizing effect by absorbing and converting the destructive uv portion of sunlight. Ultraviolet absorbers are mainly used in plastic products, such as thick products like plates, cables, pipes, etc., and in many cases, ultraviolet absorbers are also added into the plastic films to inhibit or delay the negative effect of ultraviolet light on the protected articles or substances. The anti-ultraviolet agent may include any one or more of benzophenones, salicylates, benzotriazoles, substituted acrylonitriles, triazines, and the like. The amount of the ultraviolet inhibitor may be 0.1 to 2% by weight, more preferably 0.1 to 1% by weight, based on the total mass of the polymerizable liquid crystal substance in the liquid crystal composition.
In unsaturated compound systems, the polymerization inhibitor can preferentially react with free radicals in the system to form substances with non-free radicals or form free radicals which have low activity and are not enough to reinitiate, so that chain polymerization of the free radicals can be effectively blocked. Has great advantages for the stability, storage and transportation of the resin. The polymerization inhibitor may include any one or more of the following:
Phenolic compounds, quinone compounds, amine compounds, thioether compounds, nitroso compounds, and the like. Examples of the phenol compound include p-methoxyphenol, cresol, t-butylcatechol, 3, 5-di-t-butyl-4-hydroxytoluene, 2' -methylenebis (4-methyl-6-t-butylphenol), 2' -methylenebis (4-ethyl-6-t-butylphenol), 4' -thiobis (3-methyl-6-t-butylphenol), 4-methoxy-1-naphthol, and 4,4' -dialkoxy-2, 2' -bi-1-naphthol.
Wherein the quinone compound may comprise any one or more of the following:
hydroquinone, methylhydroquinone, t-butylhydroquinone, p-benzoquinone, methyl-p-benzoquinone, t-butyl-p-benzoquinone, 2, 5-diphenylbenzoquinone, 2-hydroxy-1, 4-naphthoquinone, 2, 3-dichloro-1, 4-naphthoquinone, anthraquinone, diphenoquinone, and the like.
The amine-based compound may include any one or more of the following:
p-phenylenediamine, 4-aminodiphenylamine, N '-diphenyl-p-phenylenediamine, N-isopropyl-N' -phenyl-p-phenylenediamine, N- (1, 3-dimethylbutyl) -N '-phenyl-p-phenylenediamine, N' -di-2-naphthyl-p-phenylenediamine, diphenylamine, N-phenyl-beta-naphthylamine, 4 '-dicumyl-diphenylamine, 4' -dioctyl-diphenylamine, and the like.
The thioether compound may include any one or more of phenothiazine, distearyl thiodipropionate, and the like.
The nitroso compound may include any one or more of the following:
n-nitrosodiphenylamine, N-nitrosophenyl-naphthylamine, N-nitrosodinaphthylamine, p-nitrosophenol, nitrone, p-nitrosodiphenylamine, alpha-nitroso-beta-naphthol and the like, N-dimethyl-p-nitrosoaniline, p-nitrosodiphenylamine, p-nitrosodimethylamine, p-nitroso-N, N-diethylamine, N-nitrosoethanolamine, N-nitrosodi-N-butylamine, N-nitroso-N-N-butyl-4-butanolamine, N-nitroso-diisopropanolamine, N-nitroso-N-ethyl-4-butanolamine, 5-nitroso-8-hydroxyquinoline, N-nitrosomorpholine, N-nitroso-N-phenylhydroxylamine ammonium salt, nitrone, 2,4, 6-tri-tert-butylnitrone, N-nitroso-N-methyl-p-toluenesulfonamide, N-nitroso-N-ethylcarbamate, N-nitroso-N-N-propylcarbamate, 1-nitroso-2-naphthol, 2-nitroso-1-naphthol, 1-nitroso-2-naphthol-3, 6-sodium nitroso-naphthol-1-4-methyl-phenolsulfonate, 2-aminophenol hydrochloride and the like.
The polymerization inhibitor may be added in an amount of 0.01 to 1.0%, preferably 0.05 to 0.5% based on the total mass of the polymerizable liquid crystal substance in the liquid crystal composition.
Antioxidants can improve the stability of the liquid crystal composition. The antioxidant may include any one or more of hydroquinone derivatives, nitrosoamine-based inhibitors, and hindered phenol-based antioxidants.
Specifically, the antioxidant may include any one or more of the following:
tertiary butylhydroquinone, methylhydroquinone, and "Q-1300", "Q-1301" manufactured by photoplethysmography, ltd, BASF corporation, "IRGANOX1010", "IRGANOX1035", "IRGANOX1076", "IRGANOX1098", "IRGANOX1135", "IRGANOX1330", "IRGANOX1425", "IRGANOX1520", "IRGANOX1726", "IRGANOX245", "IRGANOX259", "IRGANOX3114", "IRGANOX3790", "IRGANOX5057", "IRGANOX565", and the like.
The amount of the antioxidant to be added may be 0.01 to 2.0% by mass, preferably 0.05 to 1.0% by mass, based on the total mass of the polymerizable liquid crystal substance in the liquid crystal composition.
According to an embodiment of the present application, there is provided a retardation film polymerized based on the liquid crystal composition provided herein. The retardation of the retardation film polymerized by the liquid crystal composition provided by the application is-170 to-60 under the wavelength of 550 nm.
According to an embodiment of the present application, there is provided a method for producing a retardation film, which is a polarization conversion element having optical anisotropy, that can be used in an optical element. As shown in fig. 1, the preparation method may include the steps of:
step 101, mixing the liquid crystal composition with a solvent to obtain a liquid crystal composition solution.
The liquid crystal composition is provided by the embodiment of the application.
The solvent may be an organic solvent, and preferably an organic solvent that can be volatilized and dried at 100 ℃ or less.
The solvent may include any one or more of the following:
aromatic hydrocarbons such as toluene, xylene, cumene, and mesitylene, ester solvents such as methyl acetate, ethyl acetate, propyl acetate, and butyl acetate, ketone solvents such as methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, and cyclopentanone, ether solvents such as tetrahydrofuran, 1, 2-dimethoxyethane, and anisole, amide solvents such as N, N-dimethylformamide, and N-methyl-2-pyrrolidone, propylene glycol monomethyl ether acetate, diethylene glycol monomethyl ether acetate, γ -butyrolactone, and chlorobenzene, and the like. From the viewpoint of solution stability, the solvent is preferably a ketone-based solvent, an ether-based solvent, an ester-based solvent, or an aromatic hydrocarbon-based solvent.
The amount of the solvent to be added is not particularly limited as long as the state of coating is not significantly impaired. The content of the solvent in the liquid crystal composition solution is 30 to 95% by mass, more preferably 40 to 90% by mass, and particularly preferably 50% by mass.
In dissolving the liquid crystal composition in the solvent, heating and stirring are preferable in order to uniformly dissolve the liquid crystal composition. The temperature of the heating and stirring may be adjusted according to the solubility of the liquid crystal composition in the solvent. From the viewpoint of productivity, it is preferably 15 to 110 ℃, more preferably 15 to 105 ℃, still more preferably 15 to 100 ℃, particularly preferably 20 to 60 ℃.
And 102, coating the liquid crystal composition solution on the surface of a substrate, and drying to obtain a liquid crystal composition resin layer.
Wherein, the substrate may be a vertical alignment film. The substrate may be used to carry a liquid crystal composition solution. The base material is heat-resistant, so that the performance of the base material is not affected when the liquid crystal composition solution coated on the surface is heated and dried subsequently.
The substrate may include organic materials such as glass substrates, metal substrates, ceramic substrates, plastic substrates, and the like. In the case where the substrate is an organic material, the substrate may include a cellulose derivative, polyolefin, polyester, polycarbonate, polyacrylate (acrylic resin), polyarylate, polyethersulfone, polyimide, polyphenylene sulfide, polyphenylene oxide, nylon, polystyrene, or the like. Among them, plastic substrates such as polyester, polystyrene, polyacrylate, polyolefin, cellulose derivative, polyarylate, and polycarbonate are preferable, and substrates such as metal, polyethylene terephthalate (PET), and cellulose derivative (PVA) are more preferable. The shape of the substrate may be a curved surface, in addition to a flat plate. The substrate may also have an electrode layer, an antireflection function, a reflection function, and the like according to actual needs.
The liquid crystal composition solution is applied to the surface of the substrate by a coating method such as an applicator method, a bar coating method, a spin coating method, a roll coating method, a direct gravure coating method, a reverse gravure coating method, a flexo coating method (flexo coating method), an ink jet method, a die coating method, a cap coating method (cap coating method), a dip coating method, or a slit coating method.
In the specific implementation, the substrate coated with the liquid crystal composition solution may be dried in a forced air drying oven at 70 to 90 ℃ for 60 to 80 seconds to obtain a liquid crystal composition resin layer.
And step 103, irradiating the liquid crystal composition resin layer to obtain a phase difference film.
Wherein the liquid crystal composition resin layer may be irradiated with visible light or ultraviolet light. Specifically, it is preferable to irradiate ultraviolet light of 390nm or less, and more preferably to irradiate light of 250 to 370 nm. In practical applications, depending on the formulation of the liquid crystal composition, when the liquid crystal composition is decomposed by ultraviolet light of 390nm or less, the irradiation may be performed by ultraviolet light of 390nm or more. The light irradiated to the resin layer of the liquid crystal composition is preferably unpolarized light.
Under the irradiation of light, the liquid crystal composition resin layer is photopolymerized, thereby obtaining a retardation film.
The retardation film includes a base material and a polymerized liquid crystal composition resin layer.
In addition, the phase difference film prepared by the simple preparation method of coating and illumination in the embodiment can replace the traditional phase difference film prepared by stretching, and the preparation process of the phase difference film can be effectively simplified, so that the production efficiency can be improved, and the production cost can be reduced.
Based on the liquid crystal composition provided in the above embodiments of the present application, another retardation film is also provided in the embodiments of the present application, and the retardation film is polymerized based on the liquid crystal composition provided in the above embodiments of the present application.
The embodiment of the application also provides a preparation method of the phase difference film, which can comprise the following steps:
step one, coating a strippable coating or a bonding enhancing coating on a substrate;
coating a liquid crystal composition solution on the strippable coating, and drying to obtain a liquid crystal composition resin layer;
step three, irradiating the liquid crystal composition resin layer;
and step four, after the polymerization of the liquid crystal composition resin layer is completed, stripping the liquid crystal composition resin layer to obtain the phase difference film.
The second and third steps may refer to the contents of the foregoing steps 101 to 103, which are not described herein.
The retardation film may be a liquid crystal composition resin layer peeled off after completion of polymerization.
It can be understood that, with the retardation film provided in the embodiments of the present application, since the liquid crystal composition includes: a polymerizable UV curable resin, a side chain type liquid crystal polymer, and a polymerizable liquid crystal substance; the side chain type liquid crystal polymer comprises a first structural unit shown in a formula I and a second structural unit shown in a formula II, the polymerizable liquid crystal composition comprises a compound shown in a formula III, a formula IV and a formula V, and the polymerizable UV curable resin is one or more of methacrylic acid resin, acrylic acid resin, methacrylic acid modified polyurethane resin, acrylic acid modified polyurethane resin, methacrylic acid modified polyester resin, acrylic acid modified polyester resin, methacrylic acid modified epoxy resin, acrylic acid modified epoxy resin, methacrylic acid modified polyether resin and acrylic acid modified polyether resin. Therefore, the crosslinking density of the phase difference film can be improved, a network structure is formed, and the reliability and bending resistance of the phase difference film can be improved.
According to an embodiment of the present application, there is provided a display device including a liquid crystal composition or a phase difference film.
The liquid crystal composition included in the display device may specifically be a liquid crystal composition resin layer peeled off after the completion of polymerization in the above-described embodiment. The retardation film included in the display may include a base material and a liquid crystal composition resin layer after completion of polymerization.
The display device may comprise a display element or a display. The display device may be an active matrix display device or a passive matrix display device.
Further, the display device may be an active matrix addressed liquid crystal display device or an OLED display device.
It can be appreciated that, with the display device provided in the embodiments of the present application, since the composition includes: methacrylic and/or acrylic resins, side chain type liquid crystalline polymers and polymerizable liquid crystalline substances; the side chain type liquid crystal polymer comprises a first structural unit shown in a formula I and a second structural unit shown in a formula II, the polymerizable liquid crystal composition comprises a compound shown in a formula III, a formula IV and a formula V, and the polymerizable UV curable resin is one or more of methacrylic acid resin, acrylic acid resin, methacrylic acid modified polyurethane resin, acrylic acid modified polyurethane resin, methacrylic acid modified polyester resin, acrylic acid modified polyester resin, methacrylic acid modified epoxy resin, acrylic acid modified epoxy resin, methacrylic acid modified polyether resin and acrylic acid modified polyether resin. Therefore, the cross-linking density of the phase difference film can be improved, a network structure is formed, the reliability and bending resistance of the phase difference film can be improved, and the service life of the display device can be prolonged.
In order to facilitate the description of the solutions provided in the embodiments of the present application, the following description will be made with reference to specific embodiments, comparative examples, and corresponding test data.
In the examples below, the raw materials used are available from published commercial sources, percentages are by mass, temperatures in degrees celsius (c) and the specific meanings of the other symbols and test conditions are as follows:
rth represents the optical retardation in the film perpendicular direction, i.e., the retardation perpendicular to the surface of the retardation film, under the test conditions of 25.+ -. 2 ℃ in the X-Scan apparatus. Adhesion performance test the SM600 tape was tested using the hundred method. Pretilt angle and twist angle tests were performed using an X-Scan apparatus. The bending resistance was tested using a bending resistance strength tester. Reliability testing the tests were performed using a constant temperature and humidity cabinet.
As a preferred embodiment, the preferred structural units of the side-chain liquid-crystalline polymers of the formulae I, II are those of the formulae,
/>
as a preferred embodiment, the compounds of formula III, formula IV and formula V are preferably those of the formula,
the structure of the polymerizable liquid crystal compound is as follows:
examples 1 to 10:
side chain type liquid crystal polymers were prepared according to the compositions and contents of table 1 below and the following methods.
The preparation method of the side chain type liquid crystal polymer comprises the following steps:
the components are weighed according to the contents shown in the table 1, placed in a three-neck flask, placed on a magnetic stirring instrument, introduced with nitrogen to replace air, stirred, reacted for 20 hours at 95 ℃, and purified for later use.
TABLE 1 composition and content of side chain type liquid Crystal Polymer composition (/ g)
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TABLE 2 molecular weight distribution of side chain type liquid crystalline polymers (/ g)
Mn Mw
Example 1 8446 19605
Example 2 9432 29312
Example 3 10775 28545
Example 4 10867 28418
Example 5 10720 27435
Example 6 12319 29342
Example 7 11376 26391
Example 8 8962 21569
Example 9 9531 25921
Example 10 11065 24961
Examples 11 to 40 and comparative examples 1 to 6:
liquid crystal composition solutions and retardation films were prepared according to the compositions and contents of tables 3 and 4 below and the following methods.
The preparation method of the liquid crystal composition solution comprises the following steps:
the components were weighed according to the contents shown in tables 3 and 4, placed in a brown bottle, and placed on a 40 ℃ magnetic stirring apparatus to be stirred for 1 hour, and the mixture was stirred uniformly to obtain a liquid crystal composition solution.
The preparation method of the phase difference film comprises the following steps:
first, a liquid crystal composition is prepared according to the above method;
then, the above liquid crystal composition was scraped onto a PVA film at a speed of 10cm/s with a 20# malt rod, and the scraped sample was dried in a forced air drying oven at 80℃for 60 seconds.
Finally, at room temperature, using a wavelength of 365nm, irradiance of 30Mw/cm 2 And (3) curing for 10s to obtain the phase difference film. Rth, pretilt angle, twist angle, adhesive force and bending resistance and high temperature and high humidity aging test (60 ℃/90%240 h) are carried out on the prepared phase difference film.
Liquid crystal composition solutions were prepared in the same proportions as in examples 11 to 40, and retardation films were prepared under other conditions as the proportions shown in Table 3. And Rth, pretilt angle, twist angle, adhesion performance test and bending resistance performance test and high temperature and high humidity aging test (60 ℃/90%240 h) are carried out.
TABLE 3 compositions and contents of liquid crystal compositions of examples 11-25
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TABLE 4 liquid crystal compositions and contents of examples 26-40 and comparative examples 1-6
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The test results were as follows:
table 5 test data
By comparing the test results of examples 11 to 41 and comparative example 1, it can be seen that the retardation film to which the side chain type liquid crystal polymer was not added was slightly inferior in bending resistance and lowered in adhesion.
In comparative examples 2 to 6, although the types and proportions of the polymerizable liquid crystal materials in the comparative examples were changed, the bending resistance and the adhesion were not significantly improved, and the side chain type liquid crystal polymers containing the dimethomorph were inferior to those in the examples, so that it was demonstrated that inclusion of the dimethomorph structure in the side chain type liquid crystal polymer can enhance the adhesion while enhancing the bending resistance.
By comparing the test results of examples 11 to 41 and comparative examples 1 and 2, it can be seen that the retardation film to which the side chain type liquid crystal polymer was not added was slightly inferior in bending resistance.
In comparative examples 3, 4 and 5, the films formed without adding the acrylic resin had poor adhesion to the substrate, poor reliability and poor examples.
Comparative example 6 and example compare formulations without added side chain type liquid crystal polymer and acrylic resin, and test results after the formulations are formed into films show that the formulations with added side chain type liquid crystal polymer and acrylic resin are more excellent in various performances in bending resistance, adhesion and aging test processes.
According to the results of the ageing experiments of the examples and the comparative examples, after the methacrylate resin and/or the acrylate resin are added, the high-temperature and high-humidity resistance of the liquid crystal composition after film formation is obviously improved, and the optical parameter variation before and after ageing is reduced from more than 3% to within 1%, which indicates that the ageing resistance of the composition after film formation is improved due to the addition of the methacrylate resin and/or the acrylate resin.
It should also be noted that the terms "comprises," "comprising," or any other variation thereof, are intended to cover a non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements does not include only those elements but may include other elements not expressly listed or inherent to such process, method, article, or apparatus. Without further limitation, an element defined by the phrase "comprising one … …" does not exclude the presence of other like elements in a process, method, article or apparatus that comprises the element.
The foregoing is merely exemplary of the present application and is not intended to limit the present application. Various modifications and changes may be made to the present application by those skilled in the art. Any modifications, equivalent substitutions, improvements, etc. which are within the spirit and principles of the present application are intended to be included within the scope of the claims of the present application.

Claims (10)

1. A liquid crystal composition comprising: side chain type liquid crystal polymer, polymerizable liquid crystal substance, and polymerizable UV curable resin;
the polymerizable liquid crystal substance is a polymerizable liquid crystal compound or a polymerizable liquid crystal composition, and the polymerizable UV curable resin is one or more of methacrylic acid resin, acrylic acid resin, methacrylic acid modified polyurethane resin, acrylic acid modified polyurethane resin, methacrylic acid modified polyester resin, acrylic acid modified polyester resin, methacrylic acid modified epoxy resin, acrylic acid modified epoxy resin, methacrylic acid modified polyether resin and acrylic acid modified polyether resin.
2. The liquid crystal composition according to claim 1, wherein the liquid crystal composition comprises the following components in parts by mass: 1 to 20 percent of side chain type liquid crystal polymer, 80 to 95 percent of polymerizable liquid crystal substance and 3 to 15 percent of polymerizable UV curing resin.
3. The liquid crystal composition according to claim 1, wherein the side chain type liquid crystal polymer comprises: a first structural unit shown in a formula I and a second structural unit shown in a formula II;
the formula I is as follows:
wherein R in the formula I 1 Is methyl or hydrogen atom, R 2 Selected from-Q 1 -R 3 Or (b)The radicals shown, Q 1 Represents- (CH) 2 ) n -the linking group shown, Q 1 Two non-adjacent carbons of the group may each independently be represented by-O-, -S-, -OCO-, or-COO-substitution, R is R 3 Represents methyl, aryl optionally having alkyl substituents OR-OR 6 ，R 6 Represents a hydrogen atom, an alkyl group or an aryl group optionally having an alkyl substituent, and n is an integer of 0 to 18 inclusive;
R 2 in (a) and (b)Any one selected from 1, 4-cyclohexylene, 1, 4-phenylene, 2, 6-naphthylene, 1, 5-naphthylene and 1, 4-naphthylene, wherein carbon atoms on the ring may be optionally substituted with N, S atoms;
the formula II is as follows:
wherein R in the formula II 3 Is methyl or hydrogen atom, R 4 comprising-Q 2 -R 23 The radicals shown, Q 2 Represents- (CH) 2 ) n -the linking group shown, Q 2 Two non-adjacent carbons of the group may each independently be represented by-O-, -S-, -OCO-, -COO-substitution, n is an integer of 0 to 12 inclusive, R 23 Represents methyl, aryl optionally having alkyl substituents OR-OR 7 ，R 7 Represents a hydrogen atom, an alkyl group or an aryl group optionally having an alkyl substituent;
L 3 represents a linking group which is bonded to the substrate, comprising-C-C-, C-and C-groups-O-, -S-, -COO-, -OCO-, -CH 2 CH 2 -、-OCOO-；
In said formula IIIncluding any of aryl, heteroaryl, alicyclic, heterocyclic, and fused rings wherein the carbon atoms in the ring may be optionally substituted with N, S atoms;
m is an integer of 0 to 6 inclusive;
R 5 represents methyl, aryl optionally having alkyl substituents OR-OR 7 ，R 7 Represents a hydrogen atom, an alkyl group or an aryl group optionally having an alkyl substituent.
4. The liquid crystal composition according to claim 1, wherein the polymerizable liquid crystal composition comprises: a first material and a second material;
wherein the first material comprises a compound of formula iii and the second material comprises a compound of formula IV and/or a compound of formula V;
the formula III is as follows:
wherein L is 1 Comprises H, F, cl, CN, a straight-chain alkyl structure having 1 to 25 carbon atoms and having 3 to 25 carbon atoms as a branched chain, a cyclic alkyl group having 3 to 25 carbon atoms, and an alkene having 2 to 25 carbon atomsAny one of alkynyl groups having 2 to 25 carbon atoms;
in said formula III Comprises any one of 1, 4-cyclohexylene, 1, 4-phenylene, 2, 6-naphthylene, 1, 5-naphthylene and 1, 4-naphthylene;
in said formula IIIComprises any one of 1, 4-cyclohexylene, 1, 4-phenylene, 2, 6-naphthylene, 1, 5-naphthylene and 1, 4-naphthylene;
in said formula IIIComprises any one of 1, 4-cyclohexylene, 1, 4-phenylene, 2, 6-naphthylene, 1, 5-naphthylene and 1, 4-naphthylene;
Sp 1 、Sp 2 represents any one of a straight-chain alkyl structure having 1 to 25 carbon atoms and 3 to 25 carbon atoms and a cyclic alkyl structure having 3 to 25 carbon atoms, wherein any two non-adjacent carbon atoms may be substituted with-O-, -OCO-, -COO-, -S-, -n=;
P 1 comprising a polymerisable group or H; p (P) 2 Comprising a polymerisable group or H; and P is 1 And P 2 At least one of which is a polymerizable group;
wherein the polymerizable group comprises
The formula IV is as follows:
the formula V is as follows:
in the formula IV and the formula V, R includes any one of H, a straight chain having 1 to 25 carbon atoms, an alkyl structure having 3 to 25 carbon atoms having a branched chain, and a cyclic alkyl group having 3 to 25 carbon atoms;
z comprises any one of a single bond, an alkyl group having 1 to 10 carbon atoms and an alkenyl group having 2 to 10 carbon atoms;
L 2 Comprises H, F, cl, CN, a straight-chain alkyl structure with 1-25 carbon atoms and a branched-chain alkyl structure with 3-25 carbon atoms, a cyclic alkyl with 3-25 carbon atoms, an alkenyl with 2-25 carbon atoms and an alkynyl with 2-25 carbon atoms;
L 3 comprises H, F, cl, CN, a straight-chain alkyl structure with 1-25 carbon atoms and a branched-chain alkyl structure with 3-25 carbon atoms, a cyclic alkyl with 3-25 carbon atoms, an alkenyl with 2-25 carbon atoms and an alkynyl with 2-25 carbon atoms;
the formula IV and the formula VIncluding any of aryl, heteroaryl, alicyclic, heterocyclic, and fused rings wherein the heteroatoms include one or more of N, S, O atoms;
Sp 3 to represent any one of a straight chain alkyl group having 1 to 25 carbon atoms and a branched alkyl group having 3 to 25 carbon atoms and a cyclic alkyl group having 3 to 25 carbon atoms, wherein any two non-adjacent carbon atoms may be substituted with-O-, -OCO-, -COO-, -S-, -n=; p (P) 3 IncludedOr H;
d is 0, 1, 2, 3 or 4; e is 0, 1, 2, 3 or 4; f is 0, 1, 2, 3 or 4; g is 0, 1, 2, 3 or 4;
m is 0, 1 or 2, n is 0, 1 or 2, and m+n is not less than 1;
o is 1, 2 or 3, h is 1, 2 or 3;
the first material accounts for 70-95% of the mass of the polymerizable liquid crystal substance; the second material accounts for 30-5% of the polymerizable liquid crystal material.
5. The liquid crystal composition according to claim 1, wherein the polymerizable UV curable resin comprises three or more acrylic bonds and/or methacrylic bonds, the refractive index of the polymerizable UV curable resin is 1.40 to 1.60, and the molecular weight of the polymerizable UV curable resin is 200 to 2000.
6. The liquid crystal composition according to claim 1, wherein the molecular weight distribution of the side chain type liquid crystal polymer is in the range of 3000 to 50000.
7. The liquid crystal composition according to claim 1, further comprising an initiator, the initiator being an initiator that initiates photopolymerization; the addition amount of the initiator is 0.1-10% of the total mass of the polymerizable liquid crystal substance; and/or
And the additive comprises any one or more of a surfactant, a chain transfer agent, a sensitizer, an anti-ultraviolet agent, a polymerization inhibitor and an antioxidant.
8. A retardation film, which is polymerized based on the liquid crystal composition according to any one of claims 1 to 7.
9. A method for producing a retardation film, comprising:
mixing the liquid crystal composition according to any one of claims 1 to 7 with a solvent to obtain a liquid crystal composition solution;
coating the liquid crystal composition solution on the surface of a substrate, and drying to obtain a liquid crystal composition resin layer;
and irradiating the liquid crystal composition resin layer to obtain a phase difference film.
10. A display device comprising the retardation film formed by polymerizing the liquid crystal composition according to any one of claims 1 to 7 or the retardation film according to claim 8 or the retardation film produced by the production method according to claim 9, the display device being an active matrix display device or a passive matrix display device.
CN202311406445.5A 2023-10-26 2023-10-26 Liquid crystal composition, phase difference film, preparation method and display device Pending CN117568049A (en)

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