CN110499164A - Crystal aligning agent, liquid crystal orienting film and liquid crystal display element - Google Patents
Crystal aligning agent, liquid crystal orienting film and liquid crystal display element Download PDFInfo
- Publication number
- CN110499164A CN110499164A CN201910370688.5A CN201910370688A CN110499164A CN 110499164 A CN110499164 A CN 110499164A CN 201910370688 A CN201910370688 A CN 201910370688A CN 110499164 A CN110499164 A CN 110499164A
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- Prior art keywords
- liquid crystal
- formula
- bis
- aligning agent
- component
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- CBLAIDIBZHTGLV-UHFFFAOYSA-N dodecane-2,11-diamine Chemical compound CC(N)CCCCCCCCC(C)N CBLAIDIBZHTGLV-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- HFKBPAKZRASAGX-UHFFFAOYSA-N ethane-1,1,1,2-tetracarboxylic acid Chemical compound OC(=O)CC(C(O)=O)(C(O)=O)C(O)=O HFKBPAKZRASAGX-UHFFFAOYSA-N 0.000 description 1
- 229940035423 ethyl ether Drugs 0.000 description 1
- MVUXVDIFQSGECB-UHFFFAOYSA-N ethyl n-(3-triethoxysilylpropyl)carbamate Chemical compound CCOC(=O)NCCC[Si](OCC)(OCC)OCC MVUXVDIFQSGECB-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000003709 fluoroalkyl group Chemical group 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229960003132 halothane Drugs 0.000 description 1
- BCQZXOMGPXTTIC-UHFFFAOYSA-N halothane Chemical compound FC(F)(F)C(Cl)Br BCQZXOMGPXTTIC-UHFFFAOYSA-N 0.000 description 1
- PWSKHLMYTZNYKO-UHFFFAOYSA-N heptane-1,7-diamine Chemical compound NCCCCCCCN PWSKHLMYTZNYKO-UHFFFAOYSA-N 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 description 1
- IIYFAKIEWZDVMP-UHFFFAOYSA-N linear paraffin C13 Natural products CCCCCCCCCCCCC IIYFAKIEWZDVMP-UHFFFAOYSA-N 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- DKJCSMHIPYRALV-UHFFFAOYSA-N methoxymethyl propanoate Chemical compound CCC(=O)OCOC DKJCSMHIPYRALV-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- MQWFLKHKWJMCEN-UHFFFAOYSA-N n'-[3-[dimethoxy(methyl)silyl]propyl]ethane-1,2-diamine Chemical compound CO[Si](C)(OC)CCCNCCN MQWFLKHKWJMCEN-UHFFFAOYSA-N 0.000 description 1
- VAMFXQBUQXONLZ-UHFFFAOYSA-N n-alpha-eicosene Natural products CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 description 1
- 229940094933 n-dodecane Drugs 0.000 description 1
- QGNBDSPDXGLEJP-UHFFFAOYSA-N n-fluoroacetamide Chemical group CC(=O)NF QGNBDSPDXGLEJP-UHFFFAOYSA-N 0.000 description 1
- KQSABULTKYLFEV-UHFFFAOYSA-N naphthalene-1,5-diamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1N KQSABULTKYLFEV-UHFFFAOYSA-N 0.000 description 1
- DOBFTMLCEYUAQC-UHFFFAOYSA-N naphthalene-2,3,6,7-tetracarboxylic acid Chemical compound OC(=O)C1=C(C(O)=O)C=C2C=C(C(O)=O)C(C(=O)O)=CC2=C1 DOBFTMLCEYUAQC-UHFFFAOYSA-N 0.000 description 1
- YTVNOVQHSGMMOV-UHFFFAOYSA-N naphthalenetetracarboxylic dianhydride Chemical compound C1=CC(C(=O)OC2=O)=C3C2=CC=C2C(=O)OC(=O)C1=C32 YTVNOVQHSGMMOV-UHFFFAOYSA-N 0.000 description 1
- FJDUDHYHRVPMJZ-UHFFFAOYSA-N nonan-1-amine Chemical compound CCCCCCCCCN FJDUDHYHRVPMJZ-UHFFFAOYSA-N 0.000 description 1
- SXJVFQLYZSNZBT-UHFFFAOYSA-N nonane-1,9-diamine Chemical compound NCCCCCCCCCN SXJVFQLYZSNZBT-UHFFFAOYSA-N 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- VQXBKCWOCJSIRT-UHFFFAOYSA-N octadecane-1,12-diamine Chemical compound CCCCCCC(N)CCCCCCCCCCCN VQXBKCWOCJSIRT-UHFFFAOYSA-N 0.000 description 1
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
- CBFCDTFDPHXCNY-UHFFFAOYSA-N octyldodecane Natural products CCCCCCCCCCCCCCCCCCCC CBFCDTFDPHXCNY-UHFFFAOYSA-N 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- UFOIOXZLTXNHQH-UHFFFAOYSA-N oxolane-2,3,4,5-tetracarboxylic acid Chemical compound OC(=O)C1OC(C(O)=O)C(C(O)=O)C1C(O)=O UFOIOXZLTXNHQH-UHFFFAOYSA-N 0.000 description 1
- DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920006393 polyether sulfone Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 230000035935 pregnancy Effects 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- FKRCODPIKNYEAC-UHFFFAOYSA-N propionic acid ethyl ester Natural products CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- IOXGEAHHEGTLMQ-UHFFFAOYSA-N pyridazine Chemical class C1=CC=NN=C1.C1=CC=NN=C1 IOXGEAHHEGTLMQ-UHFFFAOYSA-N 0.000 description 1
- YMXFJTUQQVLJEN-UHFFFAOYSA-N pyrimidine Chemical class C1=CN=CN=C1.C1=CN=CN=C1 YMXFJTUQQVLJEN-UHFFFAOYSA-N 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000007761 roller coating Methods 0.000 description 1
- 239000005361 soda-lime glass Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 150000000000 tetracarboxylic acids Chemical class 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical class NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 1
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 1
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
-
- 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
- G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
Landscapes
- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Nonlinear Science (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Mathematical Physics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Liquid Crystal (AREA)
Abstract
The present invention provides a kind of crystal aligning agent, liquid crystal orienting film and liquid crystal display element.The crystal aligning agent includes polymer (A) and solvent (B), and wherein polymer (A) is to be reacted with the mixture of diamines component (b) by tetracarboxylic dianhydride's component (a) and obtained.Diamines component (b) includes the diamine compound (b-1) as shown in formula (I).The liquid crystal display element includes to be formed by liquid crystal orienting film by above-mentioned crystal aligning agent, flicker degree after the driving to improve this element.
Description
Technical field
The invention relates to a kind of crystal aligning agent, liquid crystal orienting film and liquid crystal display elements, and in particular to
It is a kind of improve driving after flicker degree crystal aligning agent, liquid crystal orienting film and liquid crystal display element.
Background technique
In recent years, all circles are actively working to develop novel liquid crystal display element.With the liquid crystal display member of lateral electric-field type
For part, the liquid crystal display element of lateral electric-field type (horizontal electric field type) is that two electrodes exist
On the side of a pair of opposite substrate, and those electrodes are configured in a manner of veteranellinae shape (pectinate shape).
Those electrodes can produce the electric field with substrate-parallel, and then control liquid crystal molecule.Said elements are commonly known as coplanar switching
(in-plane switching；IPS) type liquid crystal display element.
Japanese Patent Laid-Open 2002-131751 bulletin discloses a kind of liquid crystal using the diamine compound with single phenyl ring
Orientation agent can be obtained the liquid crystal orienting film that pre-tilt angle is lower than 2 ° using the crystal aligning agent, and can obtain using the liquid crystal orienting film
To wide viewing angle and the IPS type liquid crystal display element of high comparison.However, using liquid crystal display element made from the crystal aligning agent in
There is the problem of serious flicker (flicker) by, because of charge accumulation, making it upon activation when backlight illumination liquid crystal after driving, that is,
Flicker degree (flicker level after driving) after height driving.
It can be seen from the above, low driving can be formed by providing one kind in order to meet the requirement of current IPS type liquid crystal display dealer
The crystal aligning agent of the liquid crystal display element of flicker degree afterwards makes great efforts the target of research for the art person.
Summary of the invention
It is an object of the present invention to provide a kind of crystal aligning agents, and it includes specific polymer (A) and solvents
(B)。
It it is another object of the present invention to provide a kind of liquid crystal orienting film, is formed by above-mentioned crystal aligning agent.
Yet another object of the invention is that providing a kind of liquid crystal display element, it includes above-mentioned liquid crystal orienting films.It is described
Liquid crystal display element has flicker degree after low driving.
Polymer (A)
Polymer (A) of the invention is reacted with diamines component (b) by tetracarboxylic dianhydride's component (a) and is obtained.
The preferred embodiment of above-mentioned polymer (A) is that polyamic acid polymer, polyimide polymer, polyimides system are embedding
Section co-polymer or these combinations.Wherein, the preferred embodiment of polyimides system block copolymer is total for polyamic acid block
Polymer, polyimide block co-polymer, polyamic acid-polyimide block co-polymer, or in which combination.
Tetracarboxylic dianhydride's component (a)
Aliphatic tetracarboxylic dianhydride compound (a-1)
Tetracarboxylic dianhydride's component (a) of the invention includes at least aliphatic tetracarboxylic dianhydride compound (a-1).It is specific and
Speech, aliphatic tetracarboxylic dianhydride compound (a-1) may include ethane tetracarboxylic dianhydride or have the structure as shown in following formula (III)
Compound:
In formula (III), Z1Singly-bound, carbon number are represented as 1 to 18 alkylidene；Z2Separately represent hydrogen atom or first
Base.
Specifically, the compound of structure shown in formula (III) may include but be not limited to such as following formula (III-1) to formula
(III-17) compound.
Usage amount based on tetracarboxylic dianhydride's component (a) is 100 moles, aliphatic tetracarboxylic dianhydride compound (a-1)
Usage amount is 5 to 60 moles, preferably 10 to 50 moles, more preferably 15 to 40 moles.
Using aliphatic tetracarboxylic dianhydride compound (a-1), it can further improve the drive for being formed by liquid crystal display element
Flicker degree after dynamic.
Other tetracarboxylic dianhydride's compounds (a-2)
Tetracarboxylic dianhydride's component (a) of the invention still further includes other tetracarboxylic dianhydride's compounds (a-2).It is described
Other tetracarboxylic dianhydride's compounds (a-2) may include Alicyclic tetracarboxylic acid dianhydride compound, aromatic tetracarboxylic dianhydride compound
Or tetracarboxylic dianhydride's compound etc. with formula (IV-1) to (IV-6).
Above-mentioned Alicyclic tetracarboxylic acid dianhydride compound may include but be not limited to 1,2,3,4- cyclobutane tetracarboxylic dianhydride, 1,2-
Dimethyl -1,2,3,4- cyclobutane tetracarboxylic dianhydride, 1,3- dimethyl -1,2,3,4- cyclobutane tetracarboxylic dianhydride, 1,3- bis- are chloro-
1,2,3,4- cyclobutane tetracarboxylic dianhydride, 1,2,3,4- tetramethyl -1,2,3,4- cyclobutane tetracarboxylic dianhydride, 1,2,3,4- ring penta
Alkane tetracarboxylic dianhydride, 1,2,4,5- cyclopentanetetracarboxylic dianhydride, 3,3', 4,4'- dicyclohexyl tetracarboxylic dianhydride, cis- 3,7- bis-
Butyl suberyl -1,5- diene -1,2,5,6- tetracarboxylic dianhydride, 2,3,5- tricarboxylic cyclopentyl acetic acid dianhydride or two rings
The Alicyclic tetracarboxylic acid dianhydride compound of [2.2.2]-octyl- 7- alkene -2,3,5,6- tetracarboxylic dianhydride etc..
Above-mentioned aromatic tetracarboxylic dianhydride compound may include but be not limited to 3,4- dicarboxyl -1,2,3,4- naphthane -1-
The equal tetracarboxylic dianhydride of amber acid dianhydride, benzene, 2,2', 3,3'- benzophenone tetracarboxylic dianhydride, 3,3', 4,4'- benzophenone tetracarboxylic acid
Acid dianhydride, 3,3', 4,4'- biphenyl sulfone tetracarboxylic dianhydride, 1,4,5,8- naphthalene tetracarboxylic acid dianhydride, 2,3,6,7- naphthalene tetracarboxylic acid dianhydride,
3,3'-4,4'- diphenylethane tetracarboxylic dianhydride, 3,3', 4,4'- dimethyl diphenyl silane tetracarboxylic dianhydride, 3,3', 4,
4'- tetraphenyl silane tetracarboxylic dianhydride, 1,2,3,4- furans tetracarboxylic dianhydride, 2,3,3', 4'- diphenyl ether tetracarboxylic dianhydride, 3,
3', 4,4'- diphenyl ether tetracarboxylic dianhydride, 4,4'- bis- (3,4- di carboxyl phenyloxy) diphenyl ether dianhydrides, 2,3,3', 4'- hexichol
Thioether tetracarboxylic dianhydride, 3,3', bis- (3,4- di carboxyl phenyloxy) diphenyl sulphone (DPS)s two of 4,4'- diphenyl sulfide tetracarboxylic dianhydride, 4,4'-
Acid anhydride, 4,4'- bis- (3,4- di carboxyl phenyloxy) diphenyl propane dianhydrides, 3,3', two phthalic acid dianhydride of 4,4'- perfluor isopropylidene,
2,2', 3,3'- biphenyltetracaboxylic dianhydride, 2,3,3', 4'- biphenyltetracaboxylic dianhydride, 3,3', 4,4'- diphenyl tetrabasic carboxylic acid
Dianhydride, bis- (phthalic acid) phosphniline oxide dianhydrides, bis- (triphenylbenzene diacid) dianhydrides of p- phenylene-, m- phenylene-bis- (three
Phenyl phthalic acid) dianhydride, bis- (triphenylbenzene diacid) -4,4'- diphenyl ether dianhydrides, bis- (triphenylbenzene diacid) -4,4'- hexichol
Methylmethane dianhydride, ethylene glycol-bis- (dehydration trimellitates), propylene glycol-bis- (dehydration trimellitates), 1,4- butanediol-bis-
(dehydration trimellitate), 1,6-HD-bis- (dehydration trimellitates), 1,8- ethohexadiol-bis- (dehydration trimellitate),
Bis- (4- hydroxyphenyl) propane-of 2,2- bis- (dehydration trimellitates), 2,3,4,5- tetrahydrofuran tetracarboxylic dianhydride, 1,3,3a, 4,
5,9b- hexahydro -5- (two side oxygroup -3- furyl of tetrahydro -2,5-)-naphtho- [1,2-c]-furans -1,3- diketone, 1,3,3a, 4,
5,9b- hexahydro -5- methyl -5- (two side oxygroup -3- furyl of tetrahydro -2,5-)-naphtho- [1,2-c]-furans -1,3- diketone, 1,
3,3a, 4,5,9b- hexahydro -5- ethyl -5- (two side oxygroup -3- furyl of tetrahydro -2,5-)-naphtho- [1,2-c]-furans -1,3-
Diketone, 1,3,3a, 4,5,9b- hexahydro -7- methyl -5- (two side oxygroup -3- furyl of tetrahydro -2,5-)-naphtho- [1,2-c]-furan
It mutters -1,3- diketone, 1,3,3a, 4,5,9b- hexahydro -7- ethyl -5- (two side oxygroup -3- furyl of tetrahydro -2,5-)-naphtho- [1,
2-c]-furans -1,3- diketone, 1,3,3a, 4,5,9b- hexahydro -8- methyl -5- (two side oxygroup -3- furyl of tetrahydro -2,5-) -
Naphtho- [1,2-c]-furans -1,3- diketone, 1,3,3a, 4,5,9b- hexahydro -8- ethyl -5- (two side oxygroup -3- furan of tetrahydro -2,5-
Mutter base)-naphtho- [1,2-c]-furans -1,3- diketone, 1,3,3a, 4,5,9b- hexahydro -5,8- dimethyl -5- (tetrahydro -2,5- two
Side oxygroup -3- furyl)-naphtho- [1,2-c]-furans -1,3- diketone, 5- (bis- side oxygroup tetrahydrofuran base of 2,5-) -3- methyl -
3- cyclohexene -1,2- dicarboxylic acid dianhydride etc..
The compound of above-mentioned formula (IV-1) to formula (IV-6) is as follows.
In formula (IV-5), A1Indicate the bivalent group containing aromatic rings；R indicates 1 to 2 integer；A2And A3It can be identical
Or it is different, and each can represent hydrogen atom or alkyl.Preferably, tetracarboxylic dianhydride's compound as shown in formula (IV-5) can be selected from
In such as following formula (IV-5-1) to formula (IV-5-3) compound represented.
In formula (IV-6), A4Represent the bivalent group containing aromatic rings；A5And A6It can be identical or different, and respectively
Represent hydrogen atom or alkyl.Preferably, tetracarboxylic dianhydride's compound as shown in formula (IV-6) can be selected from such as following formula (IV-6-
1) compound represented.
Above-mentioned tetracarboxylic dianhydride's component (a) individually a kind of can use or mix a variety of uses.
Usage amount based on tetracarboxylic dianhydride's component (a) is 100 moles, other tetracarboxylic dianhydride's compound (a-2's) makes
Dosage is 40 to 95 moles, preferably 50 to 90 moles, more preferably 60 to 85 moles.
Usage amount based on diamines component (b) is 100 moles, and tetracarboxylic dianhydride's component (a) usage amount range is 20 to 200
Mole；Preferably 30 to 120 moles.
Diamines component (b)
Diamines component (b) of the invention includes at least diamine compound (b-1).In another embodiment, of the invention two
Amine component (b) includes above-mentioned diamine compound (b-1) and diamine compound (b-2).In the above-described embodiments, of the invention two
Amine component (b) can further include other diamine compounds (b-3).
Diamine compound (b-1)
Diamine compound (b-1) of the invention can have the structure as shown in following formula (I):
In formula (I), R1Separately represent hydrogen atom, carbon number as 1 to 10 alkyl, carbon number as 1 to 10 alcoxyl
Base, acetamido, fluorine atom, chlorine atom or bromine atom；R2Carbon number is represented as 1 to 3 alkyl；M separately represents 0 to 3
Integer.
In formula (I), R1It is preferably respectively independent to indicate that alkyl, carbon number that hydrogen atom, carbon number are 1 to 10 are 1 to 10
Alkoxy or acetamido.More preferably, R1It can be hydrogen atom or the alkyl of carbon number 1 to 10, to further decrease obtained liquid
Flicker degree after the driving of crystal display element.
Specifically, diamine compound (b-1) may include but be not limited to the compound of formula shown below (I-1) to formula (I-16).
Usage amount based on diamines component (b) is 100 moles, and the usage amount of diamine compound (b-1) is 15 to 97 moles,
Preferably 20 to 96 moles, more preferably 25 to 95 moles.
It is not used diamine compound (b-1), then flicker degree is excessively high after the driving of obtained liquid crystal display element.
Diamine compound (b-2)
Diamine compound (b-2) of the invention can have the structure as shown in following formula (II):
In formula (II), h indicates 1 to 12 integer.
It specifically, include to have such as following formula (II-1) to formula (II- by the diamine compound (b-2) that formula (II) is indicated
3) diamine compound of structure shown in:
In formula (II-1) into formula (II-3), h indicates 1 to 12 integer.
The concrete example of the aforementioned diamine compound with the structure as shown in formula (II-1) can be two (4- amino-benzene oxygen) first
Alkane, 1,2- bis- (4- amino-benzene oxygen) ethane, 1,3- bis- (4- amino-benzene oxygen) propane, 1,4- bis- (4- amino-benzene oxygen) fourth
Alkane, 1,5- bis- (4- amino-benzene oxygen) pentane, 1,6- bis- (4- amino-benzene oxygen) hexane, 1,7- bis- (4- amino-benzene oxygen) heptan
Alkane, 1,8- bis- (4- amino-benzene oxygen) octane, 1,9- bis- (4- amino-benzene oxygen) nonane, (4- amino-benzene oxygen) last of the ten Heavenly stems of 1,10- bis-
Any combination of alkane or above compound.
The concrete example of the aforementioned diamine compound with the structure as shown in formula (II-2) can be two (2- amino-benzene oxygen) first
Alkane, 1,2- bis- (2- amino-benzene oxygen) ethane, 1,3- bis- (2- amino-benzene oxygen) propane, 1,4- bis- (2- amino-benzene oxygen) fourth
Alkane, 1,5- bis- (2- amino-benzene oxygen) pentane, 1,6- bis- (2- amino-benzene oxygen) hexane, 1,7- bis- (2- amino-benzene oxygen) heptan
Alkane, 1,8- bis- (2- amino-benzene oxygen) octane, 1,9- bis- (2- amino-benzene oxygen) nonane, (2- amino-benzene oxygen) last of the ten Heavenly stems of 1,10- bis-
Any combination of alkane or above compound.
The concrete example of the aforementioned diamine compound with the structure as shown in formula (II-3) can be two (3- amino-benzene oxygen) first
Alkane, 1,2- bis- (3- amino-benzene oxygen) ethane, 1,3- bis- (3- amino-benzene oxygen) propane, 1,4- bis- (3- amino-benzene oxygen) fourth
Alkane, 1,5- bis- (3- amino-benzene oxygen) pentane, 1,6- bis- (3- amino-benzene oxygen) hexane, 1,7- bis- (3- amino-benzene oxygen) heptan
Alkane, 1,8- bis- (3- amino-benzene oxygen) octane, 1,9- bis- (3- amino-benzene oxygen) nonane, (3- amino-benzene oxygen) last of the ten Heavenly stems of 1,10- bis-
Any combination of alkane or above compound.
Preferably, can be 1,3- bis- (4- amino-benzene oxygen) by the concrete example of formula (II) diamine compound (b-2) indicated
Propane, 1,4- bis- (4- amino-benzene oxygen) butane, 1,5- bis- (4- amino-benzene oxygen) pentane, 1,6- bis- (4- amino-benzene oxygen) oneself
Alkane, 1,7- bis- (4- amino-benzene oxygen) heptane, 1,8- bis- (4- amino-benzene oxygen) octane, 1,3- bis- (2- amino-benzene oxygen) third
Alkane, 1,4- bis- (2- amino-benzene oxygen) butane, 1,5- bis- (2- amino-benzene oxygen) pentane, 1,6- bis- (2- amino-benzene oxygen) oneself
Alkane, 1,7- bis- (2- amino-benzene oxygen) heptane, 1,8- bis- (2- amino-benzene oxygen) octane, 1,3- bis- (3- amino-benzene oxygen) third
Alkane, 1,4- bis- (3- amino-benzene oxygen) butane, 1,5- bis- (3- amino-benzene oxygen) pentane, 1,6- bis- (3- amino-benzene oxygen) oneself
Alkane, (3- amino-benzene oxygen) heptane of 1,7- bis- or 1,8- bis- (3- amino-benzene oxygen) octane etc..
Usage amount based on diamines component (b) is 100 moles, and the usage amount of diamine compound (b-2) is 3 to 85 moles,
Preferably 4 to 80 moles, more preferably 5 to 75 moles.
Using diamine compound (b-2), it can further improve flicker degree after the driving for being formed by liquid crystal display element.
Other diamine compounds (b-3)
Other described diamine compounds (b-3) may include but be not limited to 1,2- diaminoethanes, 1,3- diaminopropanes, 1,
4- diaminobutane, 1,5- 1,5-DAP, 1,6- diamino hexane, 1,7- diaminoheptane, 1,8- diamino-octane, 1,9-
Diamino nonane, 1,10- diamino decane, 4,4'- diaminoheptane, 1,3- diamino -2,2- dimethylpropane, 1,6- diamino
Base -2,5- dimethylhexane, 1,7- diamino -2,5- dimethyl heptane, 1,7- diamino -4,4- dimethyl heptane, 1,7- bis-
Amino -3- methyl heptane, 1,9- diamino -5- methylnonane, 2,11- diamino dodecane, 1,12- diamino octadecane, 1,
Bis- (the 3- amino propoxyl group) ethane of 2-, 4,4'- diamino-dicyclohexyl methane, two hexamethylene of 4,4'- diamino -3,3'- dimethyl
Base amine, 1,3- diaminocyclohexane, 1,4- diaminocyclohexane, isophorone diamine, tetrahydro bicyclopentadiene diamines, tricyclic
(6.2.1.02,7)-endecatylene dimethyl-p-phenylenediamine, 4,4' methylene bis (cyclo-hexylamine), 4,4'- diamino-diphenyl first
Alkane, 4,4'- diamino-diphenyl ethane, 4,4'- diamino diphenyl sulfone, 4,4'- diaminobenzene formailide, 4,4'- diamino
Base diphenyl ether, 3,4'- diamino-diphenyl ether, 1,5- diaminonaphthalene, 5- amino -1- (4'- aminophenyl) -1,3,3- front three
Base hydrogen indenes, 6- amino -1- (4'- aminophenyl) -1,3,3- trimethyl hydrogen indenes, hexahydro -4,7- first bridge time hydrogen indenyl dimethylene
Bis- [4- (the 4- of diamines, 3,3'- diaminobenzophenone, 3,4'- diaminobenzophenone, 4,4'- diaminobenzophenone, 2,2-
Amino-benzene oxygen) phenyl] propane, bis- [4- (4- amino-benzene oxygen) phenyl] hexafluoropropane of 2,2-, 2,2- bis- (4- aminophenyls)
Bis- [4- (4- amino-benzene oxygen) phenyl] sulfones of hexafluoropropane, 2,2-, bis- (4- amino-benzene oxygen) hexamethylenes of 1,4-, the bis- (4- of 1,5-
Amino-benzene oxygen methylene) adamantane, bis- (4- amino-benzene oxygen) benzene of 1,4-, bis- (4- amino-benzene oxygen) benzene of 1,3-, 1,3- be bis-
Bis- (4- the aminophenyl) -10- hydrogen anthracenes of (3- amino-benzene oxygen) benzene, 9,9-, bis- (4- aminophenyl) anthracene [9,10-bis (4- of 9,10-
Aminophenyl) anthracene], bis- (4- aminophenyl) Fluorene, 4,4'- methylene-bis- (the 2- chlorine of 2,7- diamino Fluorene, 9,9-
Aniline), 4,4'- (p- phenylene isopropylidene) dianil, 4,4'- (m- phenylene isopropylidene) dianil, 2,2'- it is bis-
[4- (4- amino -2- 4-trifluoromethylphenopendant) phenyl] hexafluoropropane, 4,4'- bis- [(4- amino -2- trifluoromethyl) phenoxy groups] -
Octafluorobiphenyl, 5- [4- (4- pentane butylcyclohexyl) cyclohexyl] phenylmethylene -1,3- diaminobenzene { 5- [4- (4-n-
Pentylcyclohexyl) cyclohexyl] phenylmethylene-1,3-diaminobenzene, the bis- [4- (4- of 1,1-
Amino-benzene oxygen) phenyl] -4- (4- ethylphenyl) hexamethylene { 1,1-bis [4- (4-aminophenoxy) phenyl] -4- (4-
Ethyl phenyl) cyclohexane } or other diamine compounds as shown in following formula (V-1) to formula (V-29).
In formula (V-1), X6Representative-O-, And X7Represent the alkyl or derivative of group containing steroid, trifluoromethyl, fluorine-based, carbon number as 2 to 30
From the univalent perssad of the nitrogen atoms cyclic structure such as pyridine, pyrimidine, triazine, piperidines and piperazine.
Other diamine compounds shown in above formula (V-1) preferably can be 2,4- diamino-phenyl Ethyl formate (2,4-
Diaminophenyl ethyl formate), 3,5- diamino-phenyl Ethyl formate (3,5-diaminophenyl ethyl
Formate), 2,4- diamino-phenyl propyl formate (2,4-diaminophenyl propyl formate), 3,5- diamino
Phenyl propyl formate (3,5-diaminophenyl propyl formate), 1- dodecyloxy -2,4- diaminobenzene (1-
Dodecoxy-2,4-diamino-benzene), 1- hexadecane epoxide -2,4- diaminobenzene (1-hexadecoxy-2,4-
Diaminobenzene), 1- octadecane epoxide -2,4- diaminobenzene (1-octadecoxy-2,4-diaminobenzene) or
Other diamine compounds shown in following formula (V-1-1) to formula (V-1-6).
In formula (V-2), X8Representative-O-, X9And X10Indicate time aliphatic ring, secondary aromatic ring or secondary heterocyclic group, and X11It represents
The fluothane oxygen that fluoroalkyl that alkoxy that alkyl that carbon number is 3 to 18, carbon number are 3 to 18, carbon number are 1 to 5, carbon number are 1 to 5
Base, cyano or halogen atom.
Other diamine compounds shown in above formula (V-2) preferably can be for as shown in following formula (V-2-1) to formula (V-2-13)
Diamine compound:
In formula (V-2-10) into formula (V-2-13), s can represent 3 to 12 integer.
In formula (V-3), X12Represent hydrogen atom, carbon number as 1 to 5 acyl group, carbon number as 1 to 5 alkyl, carbon number be 1 to 5
Alkoxy or halogen.X13For integer of 1 to 3.Work as X13When greater than 1, multiple X12It can be identical or different.
Diamine compound shown in above-mentioned formula (V-3) is preferably selected from (1) X13Be 1: p-phenylenediamine, m- phenylenediamine,
Ortho-phenylene diamine or 2,5- diaminotoluene etc.；(2)X13For 2:4,4'- benzidine, 2,2'- dimethyl -4,4'- diamino
Biphenyl, 3,3'- dimethyl -4,4'- benzidine, 3,3'- dimethoxy-4 ', 4'- benzidine, 2,2'- bis- chloro- 4,
4'- benzidine, the chloro- 4,4'- benzidine of 3,3'- bis-, 2,2', the chloro- 4,4'- benzidine of 5,5'- tetra-, 2,2'-
Two chloro- 4,4'- diamino -5,5'- dimethoxy-biphenyls or bis- (trifluoromethyl) biphenyl of 4,4'- diamino -2,2'- etc.；(3)X13
For 3:1, bis- (4'- aminophenyl) benzene of 4- etc. are more preferably selected from p-phenylenediamine, 2,5- diaminotoluene, 4,4'- diamino
Biphenyl, 3,3'- dimethoxy-4 ', 4'- benzidine or bis- (4'- aminophenyl) benzene of 1,4-.
In formula (V-4), X14Represent 1 to 5 integer.Formula (V-4) is preferably selected from 4,4'- diamino diphenyl sulfide.
In formula (V-5), X15And X17It can be identical or different, and respectively represent bivalent organic group, X16Representative is derived from
The bivalent group of the nitrogen atoms cyclic structure such as pyridine, pyrimidine, triazine, piperidines and piperazine.
In formula (V-6), X18、X19、X20And X21It respectively can be identical or different, and carbon number can be represented as 1 to 12 hydrocarbon
Base.X22Represent integer of 1 to 3, and X23Represent integer of 1 to 20.
In formula (V-7), X24Representative-O- or secondary cyclohexyl, X25Representative-CH2, X26Represent phenylene or secondary hexamethylene
Alkyl, and X27Represent hydrogen atom or heptyl.
Diamine compound shown in above-mentioned formula (V-7) is preferably selected from two as shown in following formula (V-7-1) and formula (V-7-2)
Amine compounds.
Other diamine compounds shown in formula (V-8) to formula (V-29) are as follows:
In formula (V-16) into formula (V-19), X28The alkoxy that the alkyl or carbon number for being 1 to 10 with carbon number are 1 to 10 be compared with
It is good.In formula (V-20) into formula (V-24), X29The alkoxy that the alkyl or carbon number for being 1 to 10 with hydrogen atom, carbon number are 1 to 10 is
Preferably.
Other diamine compounds (b-3) preferably may include, but are not limited to 1,2- diaminoethanes, two hexamethylene of 4,4'- diamino
Methylmethane, 4,4'- diaminodiphenyl-methane, 4,4'- diamino-diphenyl ether, 5- [4- (4- pentane butylcyclohexyl) hexamethylene
Base] phenylmethylene -1,3- diaminobenzene, bis- [4- (4- amino-benzene oxygen) phenyl] -4- (4- ethylphenyl) hexamethylenes of 1,1-,
2,4- diamino-phenyl Ethyl formate, p-phenylenediamine, m- phenylenediamine, ortho-phenylene diamine, formula (V-1-1), formula (V-1-2), formula
(V-1-5), compound represented by formula (V-2-1), formula (V-2-11), formula (V-7-1), formula (V-25) or formula (V-28).
Other diamine compounds (b-3) above-mentioned can the individually a kind of or a variety of uses of mixing.
Usage amount based on the diamines component (b) is 100 moles, the usage amounts of other diamine compounds (b-3) be 0 to
82 moles, preferably 0 to 76 mole, more preferably 0 to 70 mole.
The manufacturing method of polymer (A)
Polymer (A) may include at least one of polyamic acid and polyimides.In addition, polymer (A) can further include
Polyimides system block copolymer.The manufacturing method of above-mentioned various polymer further explained below.
The method for manufacturing polyamic acid
The method of manufacture polyamic acid is that first the first mixture is dissolved in solvent, wherein the first mixture includes tetracarboxylic acid
Acid dianhydride component (a) and diamines component (b), and polycondensation reaction is carried out at a temperature of 0 DEG C to 100 DEG C.Reaction 1 hour to 24
After hour, reaction solution is evaporated under reduced pressure with evaporator, polyamic acid can be obtained.Alternatively, reaction solution is poured into greatly
In the lean solvent of amount, to obtain precipitate.Then, the dry precipitate in a manner of being dried under reduced pressure, can be obtained polyamic acid.
Can be identical or different with the solvent in following crystal aligning agents for the solvent in polycondensation reaction, and it is used for bunching
The solvent closed in reaction is not particularly limited, as long as can dissolve reactant and product.Preferred solvents be include but
It is not limited to (1) non-proton system's polar solvent, such as: n-methyl-2-pyrrolidone (N-methyl-2-pyrrolidinone；
NMP), DMAC N,N' dimethyl acetamide, N,N-dimethylformamide, dimethyl sulfoxide, gamma-butyrolacton, 4-methyl urea or pregnancy
Non-proton system's polar solvent of base phosphoric acid triamine etc.；Or (2) phenol system solvent, such as: m-cresol, dimethlbenzene, phenol or halogenation phenol
The phenol system solvent of class etc..Total usage amount based on the first mixture is 100 parts by weight, for making for the solvent in polycondensation reaction
Dosage is preferably 200 parts by weight to 2000 parts by weight, and more preferably 300 parts by weight are to 1800 parts by weight.
It is worth noting that, in polycondensation reaction, solvent can and with suitable lean solvent, wherein lean solvent not will cause
Polyamic acid is precipitated.Lean solvent can be used that individually a kind of or combination is a variety of to be used, and it includes but is not limited to (1) alcohol
Class, such as: the alcohols of methanol, ethyl alcohol, isopropanol, cyclohexanol, ethylene glycol, propylene glycol, 1,4-butanediol or triethylene glycol etc.；
(2) ketone, such as: the ketone of acetone, methyl ethyl ketone, methyl iso-butyl ketone (MIBK), cyclohexanone etc.；(3) esters, such as: tumer
The esters of ester, ethyl acetate, butyl acetate, diethy-aceto oxalate, diethyl malonate or glycol ethyl ether acetate etc.；(4)
Ethers, such as: Anaesthetie Ether, Ethylene glycol methyl ether, glycol ethyl ether, ethylene glycol n-propyl ether, ethylene glycol isopropyl ether, second
The ethers of glycol n-butyl ether, ethylene glycol dimethyl ether or diethylene glycol dimethyl ether etc.；(5) halogenated hydrocarbons, such as: dichloromethane
The halogenated hydrocarbons of alkane, 1,2- dichloroethanes, 1,4- dichloroetane, trichloroethanes, chlorobenzene or o-dichlorobenzene etc.；Or (6) hydro carbons,
Such as: any combination of the hydro carbons of tetrahydrofuran, hexane, heptane, octane, benzene, toluene or dimethylbenzene etc. or above-mentioned solvent.It is based on
The usage amount of diamines component (b) is 100 parts by weight, and the dosage of lean solvent is preferably 0 parts by weight to 60 parts by weight, and more preferably 0
Parts by weight are to 50 parts by weight.
The method for manufacturing polyimides
The method for manufacturing polyimides be by the made polyamic acid of the method for above-mentioned manufacture polyamic acid in dehydrating agent and
It is heated and is obtained in the presence of catalyst.During heating, the amide acid functional group in polyamic acid can be via dehydration closed-loop
Reaction is transformed into acid imide functional group (i.e. imidizate).
Can be identical as solvent (B) in crystal aligning agent for the solvent in dehydration closed-loop reaction, therefore do not repeat separately herein.
Usage amount based on polyamic acid is 100 parts by weight, and the usage amount for the solvent in dehydration closed-loop reaction is preferably 200 weight
Part to 2000 parts by weight, and more preferably 300 parts by weight are to 1800 parts by weight.
For the degree of imidisation for obtaining preferable polyamic acid, the operation temperature of dehydration closed-loop reaction is preferably 40 DEG C extremely
200 DEG C, more preferably 40 DEG C to 150 DEG C.If the operation temperature of dehydration closed-loop reaction is lower than 40 DEG C, the reaction of imidizate is endless
Entirely, the degree of imidisation of polyamic acid is reduced.However, if the operation temperature of dehydration closed-loop reaction be higher than 200 DEG C when, gained
Polyimides weight average molecular weight it is relatively low.
It can be selected from anhydride compound for the dehydrating agent in dehydration closed-loop reaction, specifically for example: acetic anhydride, propionic acid
The anhydride compound of acid anhydride or trifluoro-acetic anhydride etc..Be 1 mole based on polyamic acid, the usage amount of dehydrating agent be 0.01 mole extremely
20 moles.Can be selected from (1) pyridine compounds and their for the catalyst in dehydration closed-loop reaction, such as: pyridine, trimethylpyridine or
The pyridine compounds and their of lutidines etc.；(2) three-level aminated compounds, such as: the three-level aminated compounds of triethylamine etc..
Usage amount based on dehydrating agent is 1 mole, and the usage amount of catalyst can be 0.5 mole to 10 moles.
The method for manufacturing polyimides system block copolymer
Polyimides system block copolymer is selected from polyamic acid block copolymer, polyimide block combined polymerization
Any combination of object, polyamic acid-polyimide block co-polymer or above-mentioned polymer.
Starting material is preferably first dissolved in solvent by the method for manufacture polyimides system block copolymer, and is gathered
Condensation reaction, wherein starting material includes at least one polyamic acid and/or at least one polyimides, and can further comprise carboxylic
Acid anhydrides component and diamines component.
Carboxylic acid anhydrides component in starting material and diamines component can tetrabasic carboxylic acids used in the method with manufacture polyamic acid
Dianhydride component (a) is identical as diamines component (b), and for the solvent in polycondensation reaction can with it is molten in following crystal aligning agents
Agent (B) is identical, does not repeat separately herein.
Usage amount based on starting material is 100 parts by weight, and the usage amount for the solvent in polycondensation reaction is preferably 200
Parts by weight are to 2000 parts by weight, and more preferably 300 parts by weight are to 1800 parts by weight.The operation temperature of polycondensation reaction is preferably 0
DEG C to 200 DEG C, and more preferably 0 DEG C to 100 DEG C.
Starting material preferably includes but is not limited to (1) two kind of polyamic acid that terminal groups are different and structure is different；(2) two kinds
The polyimides that terminal groups are different and structure is different；(3) polyamic acid and polyimides that terminal groups are different and structure is different；
(4) polyamic acid, carboxylic acid anhydrides component and diamines component, wherein carboxylic acid anhydrides component and diamines component at least one of and shape
It is different with the structure of diamines component at carboxylic acid anhydrides component used in polyamic acid；(5) polyimides, carboxylic acid anhydrides component and diamines
Component, wherein at least one of carboxylic acid anhydrides component and diamines component with formed polyimides used in carboxylic acid anhydrides component with
The structure of diamines component is different；(6) polyamic acid, polyimides, carboxylic acid anhydrides component and diamines component, wherein carboxylic acid anhydrides component
With at least one of diamines component with form carboxylic acid anhydrides component used in polyamic acid or polyimides and diamines component
Structure is different；(7) two kinds of different polyamic acids of structure, carboxylic acid anhydrides component and diamines component；(8) two kinds of different polyamides of structure
Imines, carboxylic acid anhydrides component and diamines component；(9) two kinds of terminal groups are anhydride group and the different polyamic acid and diamines group of structure
Part；(10) two kinds of terminal groups are amino and the different polyamic acid and carboxylic acid anhydrides component of structure；(11) two kinds of terminal groups are acid
Anhydride group and the different polyimides and diamines component of structure；Or (12) two kinds of terminal groups are amino and the different polyamides of structure
Imines and carboxylic acid anhydrides component.
In the range of not influencing effect of the invention, polyamic acid, polyimides and the block copolymerization of polyimides system
It closes object and preferably first carries out the end modified type polymer after molecular-weight adjusting.It, can by the polymer for using end modified type
Improve the coating performance of crystal aligning agent.The mode for manufacturing end modified type polymer can carry out polycondensation by polyamic acid
While reaction, monofunctional compounds are added to be made.
The concrete example of monofunctional compounds includes but is not limited to (1) unitary acid anhydrides, such as: maleic anhydride, O-phthalic
Acid anhydrides, itaconic anhydride, positive decyl succinic anhydride, dodecyl succinic anhydride, n-tetradecane base succinic anhydride or hexadecane
The unitary acid anhydrides such as base succinic anhydride；(2) monoamine compound, such as: aniline, cyclohexylamine, n-butylamine, n-amylamine, n-hexylamine, positive heptan
Amine, n-octyl amine, positive nonyl amine, n-Decylamine, n-undecane amine, n-dodecane amine, n-tridecane amine, n-tetradecane amine, n-pentadecane
The monoamine compounds such as amine, hexadecane amine, n-heptadecane amine, n-octadecane amine or n-eicosane amine；Or (3) monoisocyanates
Object is closed, such as: the monoisocyanate compounds such as phenyl isocyanate or isocyanic acid naphthalene ester.
The weight average that polymer (A) of the invention converts according to measured by gel permeation chromatography through polystyrene
Molecular weight is 10,000 to 100,000, preferably 20,000 to 80,000, more preferably 30,000 to 70,000.
The acid imide rate of polymer (A) of the invention can be 5% to 50%, preferably 5% to 45%, more preferably 5%
To 30%.
Solvent (B)
Solvent used in crystal aligning agent of the invention is not particularly limited, as long as soluble polymeric object (A)
It is reacted with any other composition and not generated with it, preferably with solvent used in aforementioned synthesizing polyamides acid,
Meanwhile also can and with used lean solvent when synthesizing the polyamic acid.
The concrete example of solvent (B) includes but is not limited to n-methyl-2-pyrrolidone (N-methyl-2-pyrrolidone；
NMP), gamma-butyrolacton, butyrolactam, 4- hydroxy-4-methyl-2-pentanone, ethylene glycol single methyl ether, butyl lactate, acetic acid
Butyl ester, methoxy methyl propionate, ethoxyl ethyl propionate, Ethylene glycol methyl ether, glycol ethyl ether, ethylene glycol n-propyl ether,
Ethylene glycol isopropyl ether, ethylene glycol n-butyl ether (ethylene glycol n-butyl ether), ethylene glycol dimethyl ether,
Ethylene glycol monoethyl ether acetate, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol monomethyl ether, diethyl two
Alcohol list ethylether, diethylene glycol monomethyl ether acetic acid esters, diethylene glycol monoethyl ether acetic acid esters, dipropylene glycol methyl ether, N, N- bis-
Methylformamide or DMAC N,N' dimethyl acetamide (N, N-dimethyl acetamide) etc..Solvent (B) can be used alone or
Person's combination is a variety of to be used.
Usage amount based on polymer (A) is 100 parts by weight, and the usage amount of solvent (B) is 800 to 4000 parts by weight, compared with
Good is 900 to 3500 parts by weight, and more preferably 1000 to 3000 parts by weight.
Additive (C)
It is not influencing within the scope of effect of the invention, crystal aligning agent is optionally added additive (C), and additive
It (C) is epoxide or the silane compound with functional groups etc..The effect of additive (C) is for improving the liquid crystal
The adhesion of alignment film and substrate surface.Additive (C) individually a kind of can use or mix a variety of uses.
Epoxide above-mentioned may include, but are not limited to ethylene glycol bisglycidyl ethers, polyethylene glycol diepoxy propyl
Ether, propylene glycol bisglycidyl ethers, tripropylene glycol bisglycidyl ethers, polypropylene glycol bisglycidyl ethers, two ring of neopentyl glycol
Oxygen propyl group ether, 1,6-HD bisglycidyl ethers, glycerine bisglycidyl ethers, 2,2- dibromoneopentyl glycol diepoxy propyl
Ether, tetra- glycidyl -2,4- hexylene glycol of 1,3,5,6-, N, N, N', tetra- glycidyl of N'--m-xylenedimaine, 1,3- it is bis- (N,
N- diepoxy propylcarbamic methyl) hexamethylene, N, N, N', tetra- glycidyl -4,4'- diaminodiphenyl-methane of N'-, N, N- ring
The p- glycidoxy aniline of oxygen propyl group-, 3- (N- allyl-N- glycidyl) TSL 8330,3- (N, N-
Diepoxy propyl) TSL 8330 etc..
Usage amount based on polymer (A) be 100 parts by weight, the usage amount of epoxide be generally 40 parts by weight with
Under, preferably 0.1 parts by weight to 30 parts by weight.
The above-mentioned silane compound with functional groups may include, but are not limited to 3- TSL 8330,3-
Aminopropyltriethoxywerene werene, 2- TSL 8330,2- aminopropyltriethoxywerene werene, N- (2- amino
Ethyl) -3- TSL 8330, N- (2- amino-ethyl) -3- aminopropylmethyldimethoxysilane, 3- urea groups
Propyl trimethoxy silicane (3-ureidopropyltrimethoxysilane), 3- ureidopropyltriethoxysilane, N- second
Epoxide carbonyl -3- TSL 8330, N- ethoxy carbonyl -3-aminopropyltriethoxysilane, tri- ethoxy of N-
Base silane base propyl second triamine, N- trimethoxysilylpropyl second triamine, 10- trimethoxy silane base -1,4 three times three times,
Tri- a word used for translation decane of 7-, three a word used for translation decane of 10- triethoxysilicane alkyl -1,4,7-, two a word used for translation nonyl acetic acid of 9- trimethoxy silane base -3,6-
Ester, two a word used for translation nonyl acetate of 9- triethoxysilicane alkyl -3,6-, N- benzyl -3- TSL 8330, N- benzene first
Base -3-aminopropyltriethoxysilane, N- phenyl -3- TSL 8330, three second of N- phenyl -3- aminopropyl
Bis- three second of (ethylene oxide) -3- aminopropyl of bis- (the ethylene oxide) -3- TSL 8330s of oxysilane, N-, N-
Oxysilane etc..
Usage amount based on polymer (A) be 100 parts by weight, the usage amount of silane compound be generally 10 parts by weight with
Under, preferably 0.5 parts by weight to 10 parts by weight.
The preparation method of crystal aligning agent
The preparation method of crystal aligning agent of the invention is not particularly limited, and general mixed method can be used, such as first
Tetracarboxylic dianhydride's component (a) and diamines component (b) are uniformly mixed, a polymer (A) is formed with reaction.Then, by polymer
(A) solvent (B) is added under conditions of being 0 DEG C to 200 DEG C in temperature, and is optionally added additive (C), with agitating device
Continue stirring until dissolution.Preferably, solvent (B) is added in polymer (A) at a temperature of 20 DEG C to 60 DEG C.
The forming method of liquid crystal orienting film
The generation type of liquid crystal orienting film of the invention comprises the steps of.Utilize roller coating method, method of spin coating, printing
The methods of method, ink-jet method (ink-jet), crystal aligning agent obtained above are coated on the surface of a substrate, to form one
Precoated shet.Then, by the precoated shet by pre-baked processing (pre-bake treatment), after bake processing (post-bake
Treatment) and orientation handles (alignment treatment) and is made.
Above-mentioned pre-baked processing intent is to make the organic solvent in the precoated shet to volatilize.The operation temperature of this pre-baked processing
Usually 30 DEG C to 120 DEG C, preferably 40 DEG C to 110 DEG C, and more preferably 50 DEG C to 100 DEG C.
This orientation processing is not particularly limited, and cloth made by the fibers such as nylon, artificial silk, cotton class can be used and twine
It is wound on roller, and is rubbed with certain orientation and carry out orientation.Above-mentioned orientation processing is well known to the art person, therefore herein
It does not repeat separately.
The purpose of above-mentioned rear roasting processing step is to make the polymer in the precoated shet to be further carried out dehydration to close
Ring (imidizate) reaction.Hereafter baking the operation temperature of processing is usually 150 DEG C to 300 DEG C, and preferably 180 DEG C to 280 DEG C, and
More preferably 200 DEG C to 250 DEG C.
The manufacturing method of liquid crystal display element
The present invention provides a kind of liquid crystal display element again, and it includes liquid crystal orienting films above-mentioned.
The production method of this liquid crystal display element is therefore only simply to be stated below well known to the art person.
It refering to fig. 1, is the side view for being painted liquid crystal display element according to an embodiment of the invention.This liquid crystal display member
The preferred embodiment of part 100 includes a first unit 110, a second unit 120 and a liquid crystal cells 130, wherein second unit
120 are spaced relatively with first unit 110, and liquid crystal cells 130 are arranged at this
Between first unit 110 and second unit 120.
This first unit 110 includes a first substrate 112, an electrode 114 and one first liquid crystal orienting film 116, wherein electricity
Pole 114 is formed in the surface of first substrate 112 in such a way that merodont is patterned, and the first liquid crystal orienting film 116 is formed in electricity
The surface of pole 114.
Second unit 120 includes a second substrate 122 and one second liquid crystal orienting film 126, wherein the second liquid crystal orienting film
126 are formed in the surface of the second substrate 122.
First substrate 112 and the second substrate 122 are selected from transparent material etc., wherein the transparent material include but
It is not limited to use in alkali-free glass, soda-lime glass, hard glass (Pai Lesi glass), the quartz glass, poly- second of liquid crystal display device
Alkene terephthalate, polybutylene terepthatlate, polyether sulfone, polycarbonate etc..The material of electrode 114 is selected from oxidation
Tin (SnO2), indium oxide-tin oxide (In2O3-SnO2) etc. transparent electrode or the metal electrodes such as chromium.
First liquid crystal orienting film 116 and the second liquid crystal orienting film 126 are respectively above-mentioned liquid crystal orienting film, its role is to
Liquid crystal cells 130 are made to form a pre-tilt angle, and liquid crystal cells 130 can be driven by the parallel electric field that electrode 114 generates.
Liquid crystal used in liquid crystal cells 130 individually a kind of use or can mix a variety of uses, which may include but not
It is limited to phenylenediamine base class liquid crystal, pyridazine (pyridazine) class liquid crystal, schiff base (shiff base) class liquid crystal, azoxy
Base (azoxy) class liquid crystal, biphenyls liquid crystal, biphenyl (biphenyl) class liquid crystal, cyclohexylbenzene (phenylcyclohexane)
Class liquid crystal, ester (ester) class liquid crystal, terphenyl (terphenyl), biphenyl hexamethylene (biphenylcyclohexane) class liquid
Crystalline substance, pyrimidine (pyrimidine) class liquid crystal, dioxane (dioxane) class liquid crystal, double-octane (bicyclooctane) class liquid
Brilliant or cubane (cubane) class liquid crystal etc..Secondly, the liquid crystal also can be added selectively such as cholesteryl chloride according to demand
(cholesteryl chloride), Cholesteryl pelargonate (cholesteryl nonanoate), cholesterol carbonic ester
The cholesterol liquid crystal of (cholesteryl carbonate) etc., trade name " C-15 " or " CB-15 " (Merck & Co., Inc.'s manufacture)
Chirality (chiral) agent etc., or electrical property is lured by force to amino-2-methyl butyl cinnamate etc. to decyloxy benzylidene-
(ferroelectric) class liquid crystal.
Liquid crystal display element made by crystal aligning agent of the invention is applicable to various nematic liquid crystal display elements, example
Such as: the liquid crystal display element of TN, STN, TFT, VA or IPS.In addition, according to selected liquid crystal type, liquid crystal of the invention
Display element also can be used in lure by force electrically or instead lure by force electrically etc. different liquid crystal display elements.In above-mentioned liquid crystal display element
In, the liquid crystal display element especially suitable for IPS type.
Illustrate application of the invention following with several embodiments, however, it is not to limit the invention, the present invention
Has usually intellectual in technical field, without departing from the spirit and scope of the present invention, when can be used for a variety of modifications and variations.
Detailed description of the invention
In order to have more complete understanding to the embodiment of the present invention and its advantage, referring now to the following description and cooperate phase
The attached drawing answered.It must be stressed that various features not describe to scale and merely to diagram purpose.Correlative type content is said
It is bright as follows:
[Fig. 1] is the side view for being painted liquid crystal display element according to an embodiment of the invention；
Wherein, symbol description:
100: liquid crystal display element 110: first unit
112: first substrate 114: electrode
116: the first liquid crystal orienting films 120: second unit
122: 126: the second liquid crystal orienting film of the second substrate
130: liquid crystal cells.
Specific embodiment
Synthetic polymer (A)
Synthesis example A-1-1
Nitrogen inlet, blender, condenser pipe and thermometer are set on 500 milliliters of a volume of four cervical vertebra bottles, and imported
Nitrogen.Then, the diamine compound (b-1-1), 3.78 grams as shown in formula (I-1) of 4.24 grams (0.015 mole) is added
The p-phenylenediamine (b-3-1) and 80 grams of n-methyl-2-pyrrolidone (hereinafter referred to as NMP) of (0.035 mole), and at room temperature
Stirring is extremely dissolved.Then, the equal tetracarboxylic dianhydride of benzene (a-2-1) and 20 grams of NMP of addition 10.91 grams (0.05 mole), and in
It reacts 2 hours at room temperature.After reaction, reaction solution is poured into 1500 milliliters of water, polymer, filtering gained is precipitated
Polymer, and with methanol repeat clean and filter the step of three times.Later, product is placed in vacuum drying oven, and with
Temperature 60 C is dried, and can obtain polymer (A-1-1), and formula is as shown in table 1.
Synthesis example A-1-2 to A-1-7 and compare synthesis example A ' -1-1 to A ' -1-2
Synthesis example A-1-2 to A-1-7 and compares synthesis example A ' -1-1 to A ' -1-2 and use polymer with synthesis example A-1-1
(A-1-1) the identical preparation method of production method, the difference is that synthesis example A-1-2 to A-1-7 and comparing synthesis example A '-
1-1 to A ' -1-2 changes the type and usage amount of raw material in polymer, and formula as shown in Table 1 and Table 2, does not repeat separately herein.
Synthesis example A-2-1
Nitrogen inlet, blender, heater, condenser pipe and thermometer are set on 500 milliliters of a volume of four cervical vertebra bottles,
And import nitrogen.Then, the diamine compound (b-1-1), 3.78 as shown in formula (I-1) of 4.24 grams (0.015 mole) is added
The p-phenylenediamine (b-3-1) and 80 grams of NMP of gram (0.035 mole), and at room temperature stirring to dissolving.Then, 10.91 are added
The equal tetracarboxylic dianhydride of benzene (a-2-1) and 20 grams of NMP of gram (0.05 mole).After reacting 6 hours at room temperature.After reaction,
97 grams of NMP, 2.55 grams of acetic anhydride and 19.75 grams of pyridine is added into reaction solution above-mentioned, is warming up to 60 DEG C, and continue
Stirring 2 hours, to carry out imidization reaction.After reaction, reaction solution is poured into 1500 milliliters of water, it is poly- to be precipitated
Object is closed, filters resulting polymer, and the step of cleaning and filtering is repeated three times with methanol.Later, product is placed in true
It in empty baking oven, and is dried, can be obtained polymer (A-2-1) with temperature 60 C, formula is as shown in table 1.
Synthesis example A-2-2 to A-2-15 and compare synthesis example A ' -2-1 to A ' -2-3
Synthesis example A-2-2 to A-2-15 and compares synthesis example A ' -2-1 to A ' -2-3 and use and polymerize with synthesis example A-2-1
The identical preparation method of object (A-2-1) constituent, the difference is that synthesis example A-2-2 to A-2-15 and comparing synthesis example A '-
2-1 to A ' -2-3 changes the type and usage amount of raw material and reaction temperature and the reaction time of dehydration closed-loop reaction in polymer,
It is formulated as shown in Table 1 and Table 2, does not repeat separately herein.
Prepare crystal aligning agent
Embodiment 1
The polymer (A-1-1) of the synthesis example A-1-1 of 100 parts by weight and the NMP of 800 parts by weight are weighed, and at room temperature
It is stirred, can be prepared by the crystal aligning agent of embodiment 1.
Prepare liquid crystal orienting film and liquid crystal display element
By the obtained crystal aligning agent of above-described embodiment 1, the glass with pixel electrode is formed in using rotary coating
On glass substrate, wherein the pixel electrode is that (electrode is wide: 10 μm, electrode gap: 10 μm, electrode is high with a pair of of ITO electrode
Degree: 50nm) IPS driving electrode, this to ITO electrode be respectively provided with veteranellinae shape shape and mutual veteranellinae shape part
It is to be configured in a manner of separating and being engaged.Later, heat in advance in 80 DEG C of heating plate 2 minutes, add after 230 DEG C
Heat treatment 20 minutes obtains the film of film thickness 100nm.Then, after orientation is handled, the film with liquid crystal orienting film is formed
Transistor substrate.Furthermore to the glass base with high 4 μm of column isolation material of not formed pixel electrode as opposite substrate
Also it is similarly formed a film on plate, and equally imposes orientation processing and obtains another liquid crystal orienting film.Then, it is with 2 plate substrate
One group, after being bonded the frictional direction of 2 plate substrates at the mode of 180 degree opposite direction, to depressurize injection method for liquid crystal MLC-2041
(manufacture of Merck company) injection, and liquid crystal injecting port is sealed using ultraviolet light photopolymerization glue, keep ultraviolet light hard with ultraviolet lamp irradiation
Change glue hardening, the as liquid crystal display element of embodiment 1.
The liquid crystal display element of embodiment 1 is evaluated with aftermentioned each evaluation method, the results are shown in Table 3.
Embodiment 2 to 22 and comparative example 1 to 5
Embodiment 2 to 22 and comparative example 1 to 5 use preparation method identical with the crystal aligning agent of embodiment 1, difference
It is in and changes the type and usage amount of raw material in crystal aligning agent, formula and evaluation in embodiment 2 to 22 and comparative example 1 to 5
As a result it is not repeated separately herein as shown in table 3 and table 4 respectively.
Evaluation method
Flicker degree after driving
Obtained liquid crystal display element is set between 2 polarizers that polarizing axis square crossing mode configures, in
Without LED backlight is lighted in the state of application voltage, the arrangement angles of liquid crystal display element are adjusted, make the light luminance penetrated up to most
Small state.Then, apply the alternating voltage of frequency 30Hz to this liquid crystal display element, and measure V-T curve (voltage-simultaneously
Transmittance curve), the alternating voltage that relative permeability is 23% is calculated as driving voltage.
The measuring method of flicker degree is after driving, in the temperature condition for the state that the temperature of liquid crystal display element is 23 DEG C
Under, the LED backlight lighted is closed, after 72 small time shadings are placed, is lighted once again, and applied while backlight lightening starts
Adding relative permeability is the alternating voltage of 23% frequency 30Hz, and driving in 60 minutes is carried out to liquid crystal display element, and is tracked
The amplitude of flashing.The amplitude of flashing is to be cut using the information extraction/information record connecting with near-infrafed photodiodes and I-V transformation amplifier
Changing device 34970A (Agilent technologies corporation) is read by 2 polarizers and in in-between liquid crystal
Show the brightness value of element.Flicker degree (FL) is to calculate according to following calculating formula, and when the flicker degree the low, which is matched with the liquid crystal
It is better to liquid crystal display element quality obtained by agent.
Flicker degree (%)=[flashing amplitude/(2 × z)] × 100
In above-mentioned formula, z is using above-mentioned apparatus 34970A, with the alternating voltage for the frequency 30Hz that relative permeability is 23%
Read brightness value when driving.
※: FL < 2%
◎: 3% > FL≤2%
Zero: 4% > FL≤3%
Δ: 5% > FL≤4%
╳: FL≤5%.
It include diamine compound (b- in the diamines component (b) used in synthetic polymer (A) as shown in the embodiment of table 3
1) when, it can make the liquid crystal display element comprising the made liquid crystal orienting film of this crystal aligning agent that there is flicker degree after low driving.This
Outside, when further including diamine compound (b-2), diamine compound (b-1) in the diamines component (b) of synthetic polymer (A)
R1Functional group be include tetracarboxylic dianhydride's compound in the alkyl or tetracarboxylic dianhydride's component (a) of hydrogen atom or carbon number 1 to 10
(a-1) when, flicker degree after the driving of liquid crystal display element can further be improved.
On the other hand, as shown in the comparative example of table 4, if in the diamines component (b) of synthetic polymer (A) not including two aminations
It closes object (b-1), then liquid crystal display element has the excessively high problem of flicker degree after driving.
Although the present invention is disclosed above with several embodiments, however, it is not to limit the invention, belonging to the present invention
Any tool usually intellectual in technical field, without departing from the spirit and scope of the present invention, when can make various change with
Retouching, therefore protection scope of the present invention should be defined by the scope of the appended claims.
Table 4
B-1 n-methyl-2-pyrrolidone
B-2 ethylene glycol n-butyl ether
B-3 n,N-dimethylacetamide
C-1 N, N, N ',-four glycidyl -4 N ', 4 '-diaminodiphenyl-methanes
C-2 3-aminopropyltriethoxysilane.
Claims (11)
1. a kind of crystal aligning agent, characterized by comprising:
Polymer (A), reacted as mixture obtained by, wherein the mixture includes tetracarboxylic dianhydride's component (a) and diamines component
(b), and the diamines component (b) includes at least the diamine compound (b-1) as shown in formula (I):
In formula (I), R1Separately represent alkoxy as 1 to 10 of alkyl, carbon number as 1 to 10 of hydrogen atom, carbon number, second
Amide groups, fluorine atom, chlorine atom or bromine atom；R2Carbon number is represented as 1 to 3 alkyl；M separately represent 0 to 3 it is whole
Number；And
Solvent (B).
2. crystal aligning agent as described in claim 1, which is characterized in that in formula (I), R1Separately represent hydrogen atom
Or the alkyl of carbon number 1 to 10.
3. crystal aligning agent as described in claim 1, which is characterized in that the diamines component (b) is further included as shown in formula (II)
Diamine compound (b-2):
In formula (II), h indicates 1 to 12 integer.
4. crystal aligning agent as described in claim 1, which is characterized in that tetracarboxylic dianhydride's component (a) includes aliphatic four
Carboxylic acid dianhydride compound (a-1).
5. crystal aligning agent as described in claim 1, which is characterized in that rubbed based on the usage amount of the diamines component (b) for 100
You, the usage amount of the diamine compound (b-1) is 15 moles to 97 moles.
6. crystal aligning agent as claimed in claim 3, which is characterized in that rubbed based on the usage amount of the diamines component (b) for 100
You, the usage amount of the diamine compound (b-2) is 3 moles to 85 moles.
7. crystal aligning agent as claimed in claim 4, which is characterized in that be based on total use of tetracarboxylic dianhydride's component (a)
Amount is 100 moles, and the usage amount of aliphatic tetracarboxylic dianhydride compound (a-1) is 5 moles to 60 moles.
8. crystal aligning agent as described in claim 1, which is characterized in that the usage amount based on the polymer (A) is 100 weight
Part, the usage amount of the solvent (B) is 800 parts by weight to 4000 parts by weight.
9. crystal aligning agent as described in claim 1, which is characterized in that the acid imide rate of the polymer (A) be 5% to
50%.
10. a kind of liquid crystal orienting film, which is characterized in that it is to utilize LCD alignment as claimed in any one of claims 1-9 wherein
Agent is formed.
11. a kind of liquid crystal display element, which is characterized in that it is comprising liquid crystal orienting film as claimed in claim 10.
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| WO2022057522A1 (en) * | 2020-09-16 | 2022-03-24 | 京东方科技集团股份有限公司 | Liquid crystal aligning agent, liquid crystal alignment film, display substrate, liquid crystal display device and polyimide |
| WO2023013622A1 (en) * | 2021-08-06 | 2023-02-09 | 日産化学株式会社 | Liquid crystal alignment agent, liquid crystal alignment film, and liquid crystal display element |
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| TWI834894B (en) * | 2020-07-13 | 2024-03-11 | 奇美實業股份有限公司 | Liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display element |
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| CN104845643A (en) * | 2014-02-14 | 2015-08-19 | 奇美实业股份有限公司 | Liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display element |
| CN105087019A (en) * | 2014-05-15 | 2015-11-25 | 奇美实业股份有限公司 | Liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display element |
| CN108003896A (en) * | 2016-10-31 | 2018-05-08 | 奇美实业股份有限公司 | Liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display element |
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| KR20180003422A (en) * | 2016-06-30 | 2018-01-09 | 제이엔씨 주식회사 | Liquid crystal aligning agents for forming photo-aligning liquid crystal alignment layer, liquid crystal alignment layers and liquid crystal display devices using the same |
| TWI659981B (en) * | 2016-09-30 | 2019-05-21 | 奇美實業股份有限公司 | Liquid crystal alignment agent, liquid crystal alignment film, and liquid crystal display device |
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| CN104845643A (en) * | 2014-02-14 | 2015-08-19 | 奇美实业股份有限公司 | Liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display element |
| CN105087019A (en) * | 2014-05-15 | 2015-11-25 | 奇美实业股份有限公司 | Liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display element |
| CN108003896A (en) * | 2016-10-31 | 2018-05-08 | 奇美实业股份有限公司 | Liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display element |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2022057522A1 (en) * | 2020-09-16 | 2022-03-24 | 京东方科技集团股份有限公司 | Liquid crystal aligning agent, liquid crystal alignment film, display substrate, liquid crystal display device and polyimide |
| CN114262617A (en) * | 2020-09-16 | 2022-04-01 | 合肥鑫晟光电科技有限公司 | Liquid crystal aligning agent, liquid crystal alignment film, display substrate, liquid crystal display device, and polyimide |
| CN114262617B (en) * | 2020-09-16 | 2024-04-02 | 合肥鑫晟光电科技有限公司 | Liquid crystal aligning agent, liquid crystal alignment film, display substrate, liquid crystal display device and polyimide |
| WO2023013622A1 (en) * | 2021-08-06 | 2023-02-09 | 日産化学株式会社 | Liquid crystal alignment agent, liquid crystal alignment film, and liquid crystal display element |
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