CN106796376A - Sealing material for liquid crystal display device, upper and lower conductive material and liquid crystal display cells - Google Patents
Sealing material for liquid crystal display device, upper and lower conductive material and liquid crystal display cells Download PDFInfo
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- CN106796376A CN106796376A CN201680003125.7A CN201680003125A CN106796376A CN 106796376 A CN106796376 A CN 106796376A CN 201680003125 A CN201680003125 A CN 201680003125A CN 106796376 A CN106796376 A CN 106796376A
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- Prior art keywords
- liquid crystal
- crystal display
- display device
- mentioned
- sealing material
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- 239000003566 sealing material Substances 0.000 title claims abstract description 70
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- RSJKGSCJYJTIGS-UHFFFAOYSA-N N-undecane Natural products CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 1
- QORUGOXNWQUALA-UHFFFAOYSA-N N=C=O.N=C=O.N=C=O.C1=CC=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C1 Chemical compound N=C=O.N=C=O.N=C=O.C1=CC=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C1 QORUGOXNWQUALA-UHFFFAOYSA-N 0.000 description 1
- QSBINWBNXWAVAK-PSXMRANNSA-N PE-NMe(16:0/16:0) Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCC QSBINWBNXWAVAK-PSXMRANNSA-N 0.000 description 1
- 235000003283 Pachira macrocarpa Nutrition 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 229910052581 Si3N4 Inorganic materials 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical class OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 240000001085 Trapa natans Species 0.000 description 1
- 235000014364 Trapa natans Nutrition 0.000 description 1
- GTTSNKDQDACYLV-UHFFFAOYSA-N Trihydroxybutane Chemical compound CCCC(O)(O)O GTTSNKDQDACYLV-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- WYGWHHGCAGTUCH-ISLYRVAYSA-N V-65 Substances CC(C)CC(C)(C#N)\N=N\C(C)(C#N)CC(C)C WYGWHHGCAGTUCH-ISLYRVAYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- IBVAQQYNSHJXBV-UHFFFAOYSA-N adipic acid dihydrazide Chemical compound NNC(=O)CCCCC(=O)NN IBVAQQYNSHJXBV-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 229910021502 aluminium hydroxide Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000000137 annealing Methods 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical compound C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 235000012241 calcium silicate Nutrition 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001831 conversion spectrum Methods 0.000 description 1
- 239000011258 core-shell material Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 150000007973 cyanuric acids Chemical class 0.000 description 1
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical class OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 description 1
- ZWLIYXJBOIDXLL-UHFFFAOYSA-N decanedihydrazide Chemical compound NNC(=O)CCCCCCCCC(=O)NN ZWLIYXJBOIDXLL-UHFFFAOYSA-N 0.000 description 1
- NHADDZMCASKINP-HTRCEHHLSA-N decarboxydihydrocitrinin Natural products C1=C(O)C(C)=C2[C@H](C)[C@@H](C)OCC2=C1O NHADDZMCASKINP-HTRCEHHLSA-N 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- 239000012933 diacyl peroxide Substances 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- PODOEQVNFJSWIK-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(OC)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 PODOEQVNFJSWIK-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 239000008393 encapsulating agent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229910003472 fullerene Inorganic materials 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- YBMRDBCBODYGJE-UHFFFAOYSA-N germanium oxide Inorganic materials O=[Ge]=O YBMRDBCBODYGJE-UHFFFAOYSA-N 0.000 description 1
- 239000004845 glycidylamine epoxy resin Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical class OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- 125000005641 methacryl group Chemical group 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000001151 other effect Effects 0.000 description 1
- AFEQENGXSMURHA-UHFFFAOYSA-N oxiran-2-ylmethanamine Chemical compound NCC1CO1 AFEQENGXSMURHA-UHFFFAOYSA-N 0.000 description 1
- PVADDRMAFCOOPC-UHFFFAOYSA-N oxogermanium Chemical compound [Ge]=O PVADDRMAFCOOPC-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 238000000016 photochemical curing Methods 0.000 description 1
- 208000007578 phototoxic dermatitis Diseases 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 235000009165 saligot Nutrition 0.000 description 1
- 238000009738 saturating Methods 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- QVTVDJWJGGEOGX-UHFFFAOYSA-N urea;cyanide Chemical compound N#[C-].NC(N)=O QVTVDJWJGGEOGX-UHFFFAOYSA-N 0.000 description 1
- 238000007666 vacuum forming Methods 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
- C08F299/02—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates
-
- 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
- G02F1/1339—Gaskets; Spacers; Sealing of cells
-
- 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
- G02F1/1339—Gaskets; Spacers; Sealing of cells
- G02F1/13398—Spacer materials; Spacer properties
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Nonlinear Science (AREA)
- Optics & Photonics (AREA)
- Crystallography & Structural Chemistry (AREA)
- General Physics & Mathematics (AREA)
- Mathematical Physics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Liquid Crystal (AREA)
- Sealing Material Composition (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
Even if the present invention is provided, light shielding part curability is excellent, under hot and humid environment also have excellent moisture-proof and cementability and can suppress the uneven sealing material for liquid crystal display device for occurring of display of liquid crystal display cells.In addition, it is an object of the invention to provide the conductive material up and down and liquid crystal display cells that are manufactured using the sealing material for liquid crystal display device.The present invention is a kind of sealing material for liquid crystal display device; it is the sealing material for liquid crystal display device containing curable resin and hot radical polymerization initiator; wherein, above-mentioned curable resin contains in a molecule to have in more than 2 compounds and a molecule of acryloyl group has more than 2 compounds of methylacryloyl.
Description
Technical field
Even if the present invention relates to light shielding part curability it is excellent, also there is under hot and humid environment excellent moisture-proof and viscous
Connecing property and the uneven sealing material for liquid crystal display device for occurring of display of liquid crystal display cells can be suppressed.In addition, the present invention is also
The conductive material up and down and liquid crystal display cells for being directed to use with the sealing material for liquid crystal display device and manufacturing.
Background technology
In recent years, for the manufacture method of the liquid crystal display cells such as liquid crystal display, from shorten productive temp time,
Optimization is used from the viewpoint of amount of liquid crystal, in conventional vacuum injection mode, such as disclosed in patent document 1, patent document 2
It is such to have used photo-thermal and turned into main flow with the liquid crystal drop under type referred to as technique of dripping of curing type sealant.
In technique of dripping, first, length is formed using distributor on a substrate in 2 electroded transparency carriers
The seal pattern of square shape.Then, the tiny droplets of liquid crystal are added drop-wise to the frame of transparency carrier in the state of sealant is uncured
On interior whole face, another transparency carrier is overlapped immediately, to light such as sealing irradiation ultraviolet radiations, carry out precuring.Afterwards, in liquid crystal
Heated during annealing and carry out main solidification, make liquid crystal display cells.If wanting to carry out the laminating of substrate under reduced pressure, can be with
High efficiency system liquid making crystal display element.
But, in mobile phone, portable game etc. in the modern times of the mobile device popularization with various liquid crystal panels, device
Small-sized turn to the problem for needing most solution.As the method for miniaturization, the narrow frame of liquid crystal display part can be enumerated, for example, entered
Go and the position of sealing is configured under black matrix (below, also referred to as " narrow frame design ").
If however, manufacturing the liquid crystal display cells of narrow frame design with technique of dripping, there is problems with：Because of black matrix
And there is the position that light does not arrive at sealing, therefore in the case where photocuring system sealant is used, generation is not entered fully
Row light irradiation causes the sealant dissolution in solidification way without the part for being solidified, and can pollute liquid crystal.
Prior art literature
Patent document
Patent document 1：Japanese Unexamined Patent Publication 2001-133794 publications
Patent document 2：International Publication No. 02/092718
The content of the invention
The invention problem to be solved
Even if it is an object of the invention to provide light shielding part curability it is excellent, under hot and humid environment also have it is excellent
Moisture-proof and cementability and the uneven sealing material for liquid crystal display device for occurring of display of liquid crystal display cells can be suppressed.Separately
Outward, it is an object of the invention to provide the conductive material up and down and liquid crystal manufactured using the sealing material for liquid crystal display device
Show element.
Means for solving the problems
The present invention is a kind of sealing material for liquid crystal display device, and it is triggered containing curable resin and hot radical polymerization
The sealing material for liquid crystal display device of agent, wherein, above-mentioned curable resin contains has more than 2 acryloyl groups in a molecule
There are more than 2 compounds of methylacryloyl in compound and a molecule.
The present invention is described in detail below.
Present inventors studied herein below：Make curability by coordinating hot radical polymerization initiator in the encapsulant
Resin solidifies rapidly, so as to suppress the liquid crystal pollution produced to liquid crystal by the sealant dissolution in solidification way.Even if however,
In the case of using hot radical polymerization initiator, problems with is there is also：When shading design is strict, the crosslinking of light shielding part is close
Spend and insufficient, moisture-proof, cementability under hot and humid environment become insufficient, after being preserved under hot and humid environment
Display can occur uneven in liquid crystal display cells.
Therefore, present inventor has performed further investigation, as a result finding：In the sealant containing hot radical polymerization initiator
In, there are more than 2 methacryls by using having in a molecule in the compounds and a molecule of more than 2 acryloyl groups
The compound of base reaches more than specified temp, makes as curable resin, the glass transition temperature such that it is able to make solidfied material
Light shielding part curability is excellent, even if also having excellent moisture-proof and cementability under hot and humid environment, can suppress liquid crystal
The display of display element is uneven to be occurred.So that complete the present invention.
Sealing material for liquid crystal display device of the invention contains curable resin.
Above-mentioned curable resin contains in a molecule to have in more than 2 compounds and a molecule of acryloyl group has 2
The compound of individual above methylacryloyl.
Hereinafter, will also have in an above-mentioned molecule in the compounds and an above-mentioned molecule of more than 2 acryloyl groups has 2
The compound of above methylacryloyl is referred to as poly- (methyl) acyclic compound.
It is explained, in this specification, above-mentioned " (methyl) acrylic acid " refers to acrylic acid and/or methacrylic acid.
As above-mentioned poly- (methyl) acyclic compound, the compound and (methyl) third for example, made with hydroxyl can be enumerated
(methyl) acrylate compounds obtained by olefine acid reaction, make (methyl) acrylic acid and epoxy obtained by epoxide reaction
(methyl) acrylate, make (methyl) acrylic acid derivative with hydroxyl and amino first obtained by isocyanate compound reaction
Acid esters (methyl) acrylate etc. and be the compounds in a molecule with more than 2 (methyl) acryloyl groups.
It is explained, above-mentioned " (methyl) acrylate " refers to acrylate or methacrylate, above-mentioned " epoxy (first
Base) acrylate " it is to instigate the whole epoxy radicals in epoxide and compound obtained by (methyl) propylene acid reaction, it is above-mentioned
" (methyl) acryloyl group " refers to acryloyl group or methylacryloyl.
As (methyl) acrylate compounds of 2 functions in above-mentioned (methyl) acrylate compounds, can enumerate for example
1,3-BDO two (methyl) acrylate, BDO two (methyl) acrylate, 1,6- hexylene glycols two (methyl) propylene
Acid esters, 1,9- nonanediols two (methyl) acrylate, 1,10- decanediols two (methyl) acrylate, 2- normal-butyl -2- ethyls -
1,3-PD two (methyl) acrylate, ethylene glycol two (methyl) acrylate, diethylene glycol two (methyl) acrylate, four
Ethylene glycol two (methyl) acrylate, polyethylene glycol two (methyl) acrylate, DPG two (methyl) acrylate, 3 third
Glycol two (methyl) acrylate, polypropylene glycol (methyl) acrylate, ethyleneoxide addition bisphenol-A two (methyl) acrylic acid
Ester, expoxy propane addition bisphenol-A two (methyl) acrylate, ethyleneoxide addition Bisphenol F two (methyl) acrylate, dihydroxy first
Base dicyclopentadienyl two (methyl) acrylate, neopentyl glycol two (methyl) acrylate, ethylene-oxide-modified isocyanuric acid
Two (methyl) acrylate, 2- hydroxyls -3- (methyl) acryloxypropyl (methyl) acrylate, (first of carbonate diol two
Base) acrylate, PTMEG two (methyl) acrylate, polyester-diol two (methyl) acrylate, polycaprolactone glycol two
(methyl) acrylate, polybutadiene diol two (methyl) acrylate etc..
In addition, as (methyl) acrylate compounds more than 3 functions in above-mentioned (methyl) acrylate compounds, can
Enumerate for example：Trimethylolpropane tris (methyl) acrylate, ethyleneoxide addition trimethylolpropane tris (methyl) acrylic acid
Ester, expoxy propane addition trimethylolpropane tris (methyl) acrylate, caprolactone modification trimethylolpropane tris (methyl) third
Olefin(e) acid ester, pentaerythrite three (methyl) acrylate, ethyleneoxide addition isocyanuric acid three (methyl) acrylate, glycerine three
(methyl) acrylate, expoxy propane addition glycerine three (methyl) acrylate, three (methyl) acryloyl-oxyethyl phosphoric acid
Ester, two (trihydroxy methyl) propane four (methyl) acrylate, pentaerythrite four (methyl) acrylate, (first of dipentaerythritol five
Base) acrylate, dipentaerythritol six (methyl) acrylate etc..
As above-mentioned epoxy (methyl) acrylate, can enumerate for example：Conventionally in the presence of base catalyst
Under make epoxide and epoxy (methyl) acrylate etc. obtained by (methyl) propylene acid reaction.
As the epoxide as the raw material for synthesizing above-mentioned epoxy (methyl) acrylate, can enumerate for example double
Phenol A types epoxy resin, bisphenol f type epoxy resin, bisphenol-s epoxy resin, 2,2 '-diallyl bisphenol type epoxy resin, hydrogen
Change bisphenol-type epoxy resin, expoxy propane addition bisphenol A type epoxy resin, resorcinol type epoxy resin, biphenyl type epoxy tree
Fat, thioether-type epoxy resin, diphenyl ether type epoxy, dicyclopentadiene-type epoxy resin, naphthalene type epoxy resin, phenol line
Type phenolic resin varnish type epoxy resin, o-cresol novolak type epoxy resin, bicyclopentadiene novolac-type ring
Oxygen tree fat, biphenyl novolac type epoxy resins, naphthols novolac type epoxy resins, glycidyl amine epoxy tree
Fat, alkyl polyols type epoxy resin, modified rubber type epoxy resin, epihydric alcohol ester compound, bisphenol A-type episulfide tree
Fat etc..
As product commercially available in above-mentioned bisphenol A type epoxy resin, can enumerate such as jER828EL, jER1001,
JER1004 (being Mitsubishi Chemical Ind's system), Epiclon 850-S (DIC company systems) etc..
As product commercially available in above-mentioned bisphenol f type epoxy resin, such as jER806, jER4004 can be enumerated and (be three
Water chestnut chemical company system) etc..
Used as product commercially available in above-mentioned bisphenol-s epoxy resin, (DIC is public can to enumerate such as Epiclon EXA1514
Department's system) etc..
Used as above-mentioned 2, commercially available product, can enumerate such as RE-810NM in 2 '-diallyl bisphenol type epoxy resin
(Japanese chemical drug company system) etc..
As product commercially available in above-mentioned A Hydrogenated Bisphenol A type epoxy resin, such as Epiclon EXA7015 can be enumerated
(DIC company systems) etc..
As product commercially available in above-mentioned expoxy propane addition bisphenol A type epoxy resin, such as EP-4000S can be enumerated
(ADEKA company systems) etc..
As product commercially available in above-mentioned resorcinol type epoxy resin, such as EX-201 (Nagase can be enumerated
ChemteX company systems) etc..
As product commercially available in above-mentioned biphenyl type epoxy resin, such as jER YX-4000H (Mitsubishi Chemicals can be enumerated
Company system) etc..
Used as product commercially available in above-mentioned thioether-type epoxy resin, (aurification is lived by Nippon Steel can to enumerate such as YSLV-50TE
Learn company system) etc..
Used as product commercially available in above-mentioned diphenyl ether type epoxy, (Nippon Steel lives can to enumerate such as YSLV-80DE
Aurification company system) etc..
As product commercially available in above-mentioned dicyclopentadiene-type epoxy resin, such as EP-4088S (ADEKA can be enumerated
Company system) etc..
As product commercially available in above-mentioned naphthalene type epoxy resin, such as Epiclon HP4032, Epiclon can be enumerated
EXA-4700 (being DIC company systems) etc..
As product commercially available in above-mentioned phenol novolak resin type epoxy resin, such as Epiclon N- can be enumerated
770 (DIC company systems) etc..
As product commercially available in above-mentioned o-cresol novolak type epoxy resin, such as Epiclon can be enumerated
N-670-EXP-S (DIC company systems) etc..
As product commercially available in above-mentioned bicyclopentadiene novolac type epoxy resins, can enumerate for example
Epiclon HP7200 (DIC company systems) etc..
As product commercially available in above-mentioned biphenyl novolac type epoxy resins, such as NC-3000P can be enumerated
(Japanese chemical drug company system) etc..
As product commercially available in above-mentioned naphthols novolac type epoxy resins, such as ESN-165S can be enumerated
(aurification company system is lived by Nippon Steel) etc..
Used as product commercially available in above-mentioned glycidyl amine epoxy resin, (Mitsubishi Chemical is public can to enumerate such as jER630
Department's system), Epiclon 430 (DIC company systems), TETRAD-X (gas chemical company of Mitsubishi system) etc..
Used as product commercially available in abovementioned alkyl polyol type epoxy resin, (Nippon Steel lives can to enumerate such as ZX-1542
Aurification company system), Epiclon 726 (DIC company systems), Epolite 80MFA (, chemical company of common prosperity society system), DENACOL
EX-611 (Nagase ChemteX company systems) etc..
As product commercially available in above-mentioned modified rubber type epoxy resin, such as YR-450, YR-207 can be enumerated and (be
Aurification company system is lived by Nippon Steel), Epolide PB (Daicel company system) etc..
As product commercially available in above-mentioned epihydric alcohol ester compound, such as DENACOL EX-147 can be enumerated
(Nagase ChemteX company systems) etc..
As product commercially available in above-mentioned bisphenol A-type episulfide resin, such as jER YL-7000 (Mitsubishis can be enumerated
Chemical company's system) etc..
As other commercially available products in above-mentioned epoxide, such as YDC-1312, YSLV-80XY, YSLV- can be enumerated
90CR (being Nippon Steel's firmly aurification company system), XAC4151 (Asahi Kasei Corporation's system), jER1031, jER1032 (are Mitsubishi
Chemical company's system), EXA-7120 (DIC company systems), TEPIC (Nissan Chemical company system) etc..
As product commercially available in above-mentioned epoxy (methyl) acrylate, can enumerate such as EBECRYL860,
EBECRYL3200、EBECRYL3201、EBECRYL3412、EBECRYL3600、EBECRYL3700、EBECRYL3701、
EBECRYL3702, EBECRYL3703, EBECRYL3800, EBECRYL6040, EBECRYL RDX63182 (are DAICEL-
ALLNEX company systems), EA-1010, EA-1020, EA-5323, EA-5520, EA-CHD, EMA-1020 (be Xin Zhong villages chemistry
Industrial group's system), EPOXY ESTER M-600A, EPOXY ESTER 40EM, EPOXY ESTER 70PA, EPOXY ESTER
200PA、EPOXY ESTER 80MFA、EPOXY ESTER 3002M、EPOXY ESTER 3002A、EPOXY ESTER
1600A、EPOXY ESTER 3000M、EPOXY ESTER 3000A、EPOXY ESTER 200EA、EPOXY ESTER 400EA
(being chemical company of common prosperity society system), DENACOL ACRYLATE DA-141, DENACOL ACRYLATE DA-314,
DENACOL ACRYLATE DA-911 (being Nagase ChemteX company systems) etc..
Above-mentioned carbamate (methyl) acrylate for example can be by making have 2 isocyanates of NCO
The equivalent of compound 1 is anti-in the presence of the tin based compound of catalytic amount with the equivalent of (methyl) acrylic acid derivative 2 with hydroxyl
Should obtain.
As the isocyanate compound of the raw material as above-mentioned carbamate (methyl) acrylate, can enumerate for example
IPDI, 2,4- toluene di-isocyanate(TDI)s, 2,6- toluene di-isocyanate(TDI)s, hexamethylene diisocyanate,
Trimethyl hexamethylene diisocyanate, diphenyl methane -4,4 '-diisocyanate (MDI), hydrogenation MDI, polymeric MDI, 1,5-
Naphthalene diisocyanate, norbornene alkyl diisocyanate, tolidine diisocyanate, XDI (XDI),
Hydrogenation XDI, LDI, triphenylmethane triisocyanate, three (isocyanate phenyl) thiophosphates, tetramethyl
Base XDI, 1,6,11- hendecane triisocyanates etc..
In addition, as above-mentioned isocyanate compound, such as ethylene glycol, propane diols, glycerine, sorb can also be used
The polyalcohols such as alcohol, trimethylolpropane, carbonate diol, PTMEG, polyester-diol, polycaprolactone glycol and excessive isocyanide
Isocyanate compound after chain elongation obtained by ester compound reaction.
(methyl) acrylic acid with hydroxyl as the raw material as above-mentioned carbamate (methyl) acrylate spreads out
Biology, can enumerate for example：The binary such as ethylene glycol, propane diols, 1,3-PD, 1,3-BDO, BDO, polyethylene glycol
List (methyl) acrylate of alcohol；List (methyl) acrylic acid of the trihydroxylic alcohols such as trimethylolethane, trimethylolpropane, glycerine
Ester or two (methyl) acrylate；Bisphenol type epoxy (methyl) acrylate etc. epoxy (methyl) acrylate etc..
As product commercially available in above-mentioned carbamate (methyl) acrylate, can enumerate for example：M-1100、M-
1200th, M-1210, M-1600 (being East Asia Synesis Company system)；EBECRYL230、EBECRYL270、EBECRYL4858、
EBECRYL8402、EBECRYL8804、EBECRYL8803、EBECRYL8807、EBECRYL9260、EBECRYL1290、
EBECRYL5129、EBECRYL4842、EBECRYL210、EBECRYL4827、EBECRYL6700、EBECRYL220、
EBECRYL2220 (is DAICEL-ALLNEX company systems)；Art Resin UN-9000H、Art Resin UN-9000A、
Art Resin UN-7100、Art Resin UN-1255、Art Resin UN-330、Art Resin UN-3320HB、Art
Resin UN-1200TPK, Art Resin SH-500B (being Gen Shang industrial groups system)；U-2HA、U-2PHA、U-3HA、U-
4HA、U-6H、U-6LPA、U-6HA、U-10H、U-15HA、U-122A、U-122P、U-108、U-108A、U-324A、U-340A、
U-340P、U-1084A、U-2061BA、UA-340P、UA-4100、UA-4000、UA-4200、UA-4400、UA-5201P、UA-
7100th, UA-7200, UA-W2A (being chemical industrial company of Xin Zhong villages system)；AI-600、AH-600、AT-600、UA-101I、
UA-101T, UA-306H, UA-306I, UA-306T (being chemical company of common prosperity society system) etc..
Suppressing the dysgenic aspect to liquid crystal, above-mentioned poly- (methyl) acyclic compound is preferably with-OH
Base ,-NH- bases ,-NH2Poly- (methyl) acyclic compound of the hydrogen bond unit such as base.
Above-mentioned curable resin is preferably comprised selected from bisphenol type epoxy (methyl) acrylate, bisphenol E-type epoxy (methyl)
At least one conduct in acrylate, bisphenol F type epoxy (methyl) acrylate and bisphenol S type epoxy (methyl) acrylate
Poly- (methyl) acyclic compound.
Methylacryloyl in above-mentioned curable resin entirety is relative to acryloyl group and the total amount of methylacryloyl
Ratio preferred lower limit be 5 moles of %.It is 5 moles of more than % by making the ratio of above-mentioned methylacryloyl, so that
Obtain the display of liquid crystal display cells of the suppression of gained sealing material for liquid crystal display device after preservation under hot and humid environment not
Equal effect is more excellent.The preferred lower limit of the ratio of above-mentioned methylacryloyl is 10 moles of %.
In addition, from viewpoints such as cementabilities, the preferred upper limit of the ratio of above-mentioned methylacryloyl is 80 moles of %,
The preferred upper limit is 70 moles of %.
There are more than 2 chemical combination of acryloyl group in an above-mentioned molecule in overall 100 weight portions of above-mentioned curable resin
The preferred lower limit of the content of thing is 5 weight portions, the preferred upper limit is 70 weight portions.By making that there are 2 in an above-mentioned molecule
The content of the compound of above acryloyl group is the scope, so that the sealing material for liquid crystal display device of gained remains excellent
Cementability, and make the effect for suppressing display inequality to the liquid crystal display cells after preservation under hot and humid environment more excellent.
The preferred lower limit in an above-mentioned molecule with the content of the compound of more than 2 acryloyl groups is 20 weight portions, more preferably
The upper limit be 60 weight portions.
There is more than 2 methylacryloyls in an above-mentioned molecule in overall 100 weight portions of above-mentioned curable resin
The preferred lower limit of the content of compound is 1 weight portion, the preferred upper limit is 75 weight portions.Have in an above-mentioned molecule by making
More than 2 contents of the compound of methylacryloyl are the scope, so that gained sealing material for liquid crystal display device is maintained
Excellent cementability, and make to suppress the effect for showing inequality more to the liquid crystal display cells after being preserved under hot and humid environment
It is excellent.It is 5 weight to have more than the 2 preferred lower limits of the content of the compound of methylacryloyl in an above-mentioned molecule
Part, the preferred upper limit be 60 weight portions, further preferred lower limit be 20 weight portions, the further preferred upper limit be 50 weight
Part.
Above-mentioned curable resin can not hinder (methyl) propylene containing simple function in the range of the purpose of the present invention
Acid compound.
In addition, for purposes such as the cementabilities for improving gained sealing material for liquid crystal display device, above-mentioned curable resin can
Not hinder to contain epoxide in the range of the purpose of the present invention.
As above-mentioned epoxide, can enumerate for example：As the original for synthesizing above-mentioned epoxy (methyl) acrylate
The epoxide of material；There is more than 1 epoxy radicals and 1 part (methyl) acrylic acid of (methyl) acryloyl group in one molecule
Modified epoxy etc..Wherein, above-mentioned curable resin has more than 1 epoxy radicals and 1 (first in preferably comprising a molecule
Base) acryloyl group part (methyl) acrylic modified epoxy resin.
In the case of containing above-mentioned epoxide as above-mentioned curable resin, in above-mentioned curable resin entirety
Epoxy radicals is 50 moles of % relative to the preferred upper limit of the ratio of the total amount of acryloyl group, methylacryloyl and epoxy radicals.
It is 50 moles of below % by making the ratio of above-mentioned epoxy radicals, such that it is able to suppress molten by gained sealing material for liquid crystal display device
The liquid crystal pollution that solution is produced in liquid crystal, makes the display performance of gained liquid crystal display cells more excellent.The ratio of above-mentioned epoxy radicals
The preferred upper limit be 20 moles of %.
In addition, having more than 1 epoxy radicals and 1 (methyl) acryloyl group in above-mentioned curable resin contains a molecule
Part (methyl) acrylic modified epoxy resin in the case of, the above-mentioned portion in overall 100 weight portions of above-mentioned curable resin
The preferred lower limit for dividing the content of (methyl) acrylic modified epoxy resin is 3 weight portions, the preferred upper limit is 50 weight portions.It is logical
Cross and above-mentioned part (methyl) acrylic modified epoxy resin is used with the scope, so that gained sealing material for liquid crystal display device
It is excellent in adhesion, and make the uneven excellent effect for occurring of display of suppression gained liquid crystal display cells.Above-mentioned part (first
Base) acrylic modified epoxy resin content preferred lower limit for 5 weight portions, the preferred upper limit be 40 weight portions.
Sealing material for liquid crystal display device of the invention contains hot radical polymerization initiator.
As above-mentioned hot radical polymerization initiator, can enumerate and for example be formed by azo-compound, organic peroxide etc.
Hot radical polymerization initiator.Wherein, the initiator for preferably being formed by polymeric azo compound (is also referred to as " high score below
Sub- azo initiator ").
It is explained, polymeric azo initiator refers in this manual：With azo group and using be thermally generated can
Free radical, the number-average molecular weight for the free-radical polymerised groups such as (methyl) acryloyl group is reacted are more than 300 change
Compound.
The preferred lower limit of the number-average molecular weight of above-mentioned polymeric azo initiator is that 1000, the preferred upper limit is 300,000.
It is the scope by making the number-average molecular weight of above-mentioned polymeric azo initiator, such that it is able to prevent the harmful effect to liquid crystal,
And more easily can be mixed into curable resin.The number-average molecular weight of above-mentioned polymeric azo initiator it is preferred
Lower limit is that 5000, the preferred upper limit is 100,000, and further preferred lower limit is that 10,000, the further preferred upper limit is 90,000.
It is explained, in this manual, above-mentioned number-average molecular weight is to be measured simultaneously using gel permeation chromatography (GPC)
The value tried to achieve based on polystyrene conversion.Color during as the number-average molecular weight for utilizing GPC measure based on polystyrene conversion
Spectrum post, can enumerate such as Shodex LF-804 (Showa electrician company system) etc..
As above-mentioned polymeric azo initiator, can enumerate for example to have being bonded multiple polyalkylene oxides by azo group, gathering
The polymeric azo initiator of structure obtained by the units such as dimethyl siloxane.
Draw with being bonded the polymeric azos of structure obtained by unit such as multiple polyalkylene oxides by azo group as above-mentioned
Hair agent, preferably the polymeric azo initiator with PEO structure.As this kind of polymeric azo initiator, can enumerate
Such as 4, condensation polymer, 4 of 4 '-azo two (4- cyanopentanoic acids) and PAG, 4 '-azo two (4- cyanopentanoic acids) and tool
Have condensation polymer of the dimethyl silicone polymer of terminal amino group etc., specifically, can enumerate such as VPE-0201, VPE-0401,
VPE-0601, VPS-0501, VPS-1001 (being and Wako Pure Chemical Industries company system) etc..
In addition, as the example for not being high molecular azo-compound, V-65, V-501 can be enumerated and (be and the pure medicine work of light
Industry company system) etc..
As above-mentioned organic peroxide, such as ketone peroxide, ketal peroxide, hydrogen peroxide, dialkyl group mistake can be enumerated
Oxide, peroxy esters, diacyl peroxide, peroxy dicarbonate etc..
Relative to the weight portion of curable resin 100, the preferred lower limit of the content of above-mentioned hot radical polymerization initiator is
0.05 weight portion, the preferred upper limit are 10 weight portions.It is the scope by making the content of above-mentioned hot radical polymerization initiator, from
And suppress the liquid crystal pollution caused by unreacted hot radical polymerization initiator, and make gained sealing used for liquid crystal display element
The Thermocurable of agent is more excellent.The preferred lower limit of the content of above-mentioned hot radical polymerization initiator is 0.1 weight portion, more excellent
The upper limit of choosing is 5 weight portions.
Relative to the weight portion of above-mentioned curable resin 100, the above-mentioned heat in sealing material for liquid crystal display device of the invention
The preferred lower limit of the content of radical polymerization initiator is 0.1 weight portion, the preferred upper limit is 10 weight portions.It is above-mentioned by making
The content of hot radical polymerization initiator is more than 0.1 weight portion, so that the thermosetting of gained sealing material for liquid crystal display device
The property changed is more excellent.By making the content of above-mentioned hot radical polymerization initiator be below 10 weight portions, so that gained liquid crystal
Showing the viscosity of element sealant will not become too high, make coating etc. more excellent.Above-mentioned hot radical polymerization initiator contains
The preferred lower limit of amount is 0.15 weight portion, the preferred upper limit is 8 weight portions.
Sealing material for liquid crystal display device of the invention can also be containing light certainly in addition to above-mentioned hot radical polymerization initiator
By base polymerization initiator.
As above-mentioned optical free radical polymerization initiator, can enumerate for example benzophenone based compound, acetophenone based compound,
Acylphosphine oxide based compound, titanocenes based compound, oxime ester based compound, benzoin ether based compound, benzil, thioxanthones
Deng.
As product commercially available in above-mentioned optical free radical polymerization initiator, can enumerate such as IRGACURE 184,
IRGACURE 369、IRGACURE 379、IRGACURE 651、IRGACURE 819、IRGACURE 907、IRGACURE
2959th, IRGACURE OXE01, Lucirin TPO (being BASF AG's system), benzoin methylether, benzoin ethyl ether, benzoin
Isopropyl ether (be Tokyo chemical conversion industry company system) etc..
Relative to the weight portion of above-mentioned curable resin 100, the content of above-mentioned optical free radical polymerization initiator it is preferred under
0.1 weight portion, the preferred upper limit are limited to for 10 weight portions.By making the content of above-mentioned optical free radical polymerization initiator be 0.1 weight
More than amount part, so that the photo-curable of the sealing material for liquid crystal display device of gained is more excellent.By making above-mentioned optical free radical
The content of polymerization initiator is below 10 weight portions, thus will not a large amount of remained unreacted optical free radical polymerization initiator, make
The weatherability of gained sealing material for liquid crystal display device is more excellent.The content of above-mentioned optical free radical polymerization initiator it is preferred
Lower limit is 0.2 weight portion, the preferred upper limit is 8 weight portions.
Sealing material for liquid crystal display device of the invention can contain thermal curing agents.
As above-mentioned thermal curing agents, such as organic acid hydrazides, imdazole derivatives, amines, polyhydric phenols system can be enumerated
Compound, acid anhydrides etc..Wherein, solid organic acid hydrazides is preferably used.
As the organic acid hydrazides of above-mentioned solid, the double (acyls in diazanyl carbonyl ethyl -5- isopropyl second of such as 1,3- can be enumerated
Urea), sebacic dihydrazide, isophthalic dihydrazide, adipic dihydrazide, acid dihydrazide etc., as commercially available product
Product, can enumerate for example：AMICURE VDH, AMICURE UDH (being Ajinomoto Fine-Techno company systems)；SDH、
IDH, ADH (are great mound chemical company system)；MDH (Japanese FINECHEM company systems) etc..
Relative to the weight portion of above-mentioned curable resin 100, the preferred lower limit of the content of above-mentioned thermal curing agents is 1 weight
Part, the preferred upper limit are 50 weight portions.By making the content of above-mentioned thermal curing agents be more than 1 weight portion, so that the liquid of gained
The Thermocurable of crystal display element sealant is more excellent.By making the content of above-mentioned thermal curing agents for below 50 weight portions, from
And the viscosity of gained sealant will not become too high, make coating more excellent.The content of above-mentioned thermal curing agents it is preferred on
It is limited to 30 weight portions.
Sealing material for liquid crystal display device of the invention can be based on the viscous of stress dispersion effect for improving viscosity, improving
Connecing property, improve linear expansivity, further improve the purpose such as moisture-proof of solidfied material and contain filler.
As filler, can enumerate for example：Talcum, asbestos, silica, diatomite, terre verte, bentonite, calcium carbonate, carbon
Sour magnesium, aluminum oxide, montmorillonite, zinc oxide, iron oxide, magnesia, tin oxide, titanium oxide, magnesium hydroxide, aluminium hydroxide, glass
The inorganic fillers such as pearl, silicon nitride, barium sulfate, gypsum, calcium silicates, sericite, atlapulgite, aluminium nitride；Polyester micropartical, poly- ammonia
The organic fillers such as ester particulate, polyvinyl particulate, acrylic polymer particulate, core-shell acrylic-resin copolymer particle
Deng.These fillers may be used alone, can also be used in combination two or more.
The preferred lower limit of the content of the above-mentioned filler in the weight portion of sealing material for liquid crystal display device of the invention 100
For 10 weight portions, the preferred upper limit are 70 weight portions.It is the scope by making the content of above-mentioned filler, so as to suppress coating
Deng variation, and make raising cementability and other effects more excellent.The preferred lower limit of the content of above-mentioned filler be 20 weight portions,
The preferred upper limit is 60 weight portions.
Sealing material for liquid crystal display device of the invention preferably comprises silane coupler.Above-mentioned silane coupler mainly has
As the effect of the bonding additives for making the good bondings such as sealant and substrate.
As above-mentioned silane coupler, from the excellent effect for making raising and the cementability of substrate etc., can by with solidification
Property resin be chemically bonded suppress curable resin in liquid crystal flow out in terms of set out, preferably use for example N- phenyl-
3- TSL 8330s, 3- TSL 8330s, 3-mercaptopropyi trimethoxy silane, 3- epoxies third
Epoxide propyl trimethoxy silicane, 3- isocyanates propyl trimethoxy silicanes etc..These silane couplers both can individually make
With, it is also possible to it is applied in combination two or more.
The content of the above-mentioned silane coupler in the weight portion of sealing material for liquid crystal display device of the invention 100 it is preferred
Lower limit is 0.1 weight portion, the preferred upper limit is 20 weight portions.It is the scope by making the content of above-mentioned silane coupler, so that
Suppress the generation of liquid crystal pollution, and make the effect of raising cementability more excellent.The content of above-mentioned silane coupler is more preferably
Lower limit for 0.5 weight portion, the preferred upper limit be 10 weight portions.
Sealing material for liquid crystal display device of the invention can contain opacifier.By containing above-mentioned opacifier, so that originally
The sealing material for liquid crystal display device of invention can be suitable as shading sealant.
As above-mentioned opacifier, black such as iron oxide, titanium, nigrosine, Cyanine Black, fullerene, carbon black, resin quilt can be enumerated
Cover type carbon black etc..Wherein, preferably titanium is black.
It is attached for ultraviolet range compared with the average transmittance of the light for 300~800nm of wavelength that above-mentioned titanium is black
Closely, it is particularly the material that the transmissivity of the light of 370~450nm of wavelength is uprised.That is, it is by fully masking visible ray that above-mentioned titanium is black
The light of the wavelength in region and to sealing material for liquid crystal display device of the invention assign light-proofness, and on the other hand have make it is ultraviolet
The opacifier of the property that the light of the wavelength of line areas adjacent is passed through.Therefore, for above-mentioned optical free radical polymerization initiator, pass through
It is capable of the material of initiation reaction using the light of the wavelength (370~450nm) uprised using the black transmissivity of above-mentioned titanium, so as to
The photo-curable of sealing material for liquid crystal display device of the invention is enough set further to increase.On the other hand, as liquid of the invention
Contained opacifier in crystal display element sealant, preferably insulating properties material high, it is also excellent as insulating properties opacifier high
Select titanium black.
The black optical concentration (OD values) of every 1 μm of above-mentioned titanium is preferably more than 3, more preferably more than 4.The black screening of above-mentioned titanium
The higher the better for photosensitiveness, and the black OD values of above-mentioned titanium have no special preferred upper limit, but usually less than 5.
Even if the above-mentioned black non-surface treated of titanium can also play sufficient effect, it is also possible to be had through coupling agent etc. using surface
The treated titanium of machine composition is black；The inorganic constituents such as silicon, titanium oxide, germanium oxide, aluminum oxide, zirconium oxide, magnesia are oxidized to be coated to
The titanium surface-treated titanium such as black it is black.Wherein, the aspect of insulating properties can be further being improved, is preferably being processed with organic principle
The titanium crossed is black.
In addition, using having coordinated, above-mentioned titanium is black to be manufactured as the sealing material for liquid crystal display device of the invention of opacifier
Liquid crystal display cells there is sufficient light-proofness, therefore can realize unglazed spilling and there is high-contrast and with excellent
The liquid crystal display cells of different display quality of image.
As black middle the commercially available product of above-mentioned titanium, such as 12S, 13M, 13M-C, 13R-N can be enumerated and (be
Mitsubishi Materials company systems), Tilack D (red fringe chemical conversion company system) etc..
The preferred lower limit of the black specific surface area of above-mentioned titanium is 13m2/ g, the preferred upper limit are 30m2/ g, preferred lower limit
It is 15m2/ g, the preferred upper limit are 25m2/g。
In addition, the preferred lower limit of the black volume resistance of above-mentioned titanium be 0.5 Ω cm, the preferred upper limit be 3 Ω cm, more
Preferred lower limit is 1 Ω cm, the preferred upper limit is 2.5 Ω cm.
As long as the primary particle size of above-mentioned opacifier for liquid crystal display cells substrate between distance below, then have no especially limit
It is fixed, but preferred lower limit is that 1nm, the preferred upper limit are 5 μm.It is the scope by making the primary particle size of above-mentioned opacifier, so that
Coating of gained sealing material for liquid crystal display device etc. will not be made to be deteriorated, light-proofness can be made more excellent.Above-mentioned opacifier
The preferred lower limit of primary particle size is that 5nm, the preferred upper limit are 200nm, and further preferred lower limit is 10nm, further
The preferred upper limit is 100nm.
It is explained, the primary particle size of above-mentioned opacifier can use NICOMP 380ZLS (PARTICLE SIZING
SYSTEMS company systems) and above-mentioned opacifier is measured after being scattered in solvent (water, organic solvent etc.).
The preferred lower limit of the content of the above-mentioned opacifier in the weight portion of sealing material for liquid crystal display device of the invention 100
For 5 weight portions, the preferred upper limit are 80 weight portions.By making the content of above-mentioned opacifier be more than 5 weight portions, so that gained
The light-proofness of sealing material for liquid crystal display device is more excellent.By making the content of above-mentioned opacifier for below 80 weight portions, so that
Make gained sealing material for liquid crystal display device more excellent to the intensity and drawing property after adaptation, the solidification of substrate.Above-mentioned shading
The preferred lower limit of the content of agent is 10 weight portions, the preferred upper limit is 70 weight portions, and further preferred lower limit is 30
Weight portion, the further preferred upper limit are 60 weight portions.
Sealing material for liquid crystal display device of the invention can further contain the reaction for adjusting viscosity as needed
Spacer, 3- rubigan -1,1- dimethyl ureas, isocyanide urea such as property diluent, polymer beads for adjusting panel gap
The additives such as the curing accelerators such as carboxylic acid, defoamer, levelling agent, polymerization inhibitor, other coupling agents.
Method as sealing material for liquid crystal display device of the invention is manufactured, can enumerate for example：Using homogenous disperse machine,
The mixers such as homogeneous mixer, universal mixer, planetary-type mixer, kneader, three-roller are by curable resin, hot radical
Method that the additive such as polymerization initiator and the silane coupler that is added as needed on is mixed etc..
The preferred lower limit of the glass transition temperature of the solidfied material of sealing material for liquid crystal display device of the invention is 100
℃.It it is more than 100 DEG C by making the glass transition temperature of above-mentioned solidfied material, so that suppressing to be preserved under hot and humid environment
The effect that the display of liquid crystal display cells afterwards is uneven is more excellent.The glass transition temperature of above-mentioned solidfied material it is preferred under
It is limited to 110 DEG C.
In addition, from from the viewpoint of cementability, the preferred upper limit of the glass transition temperature of above-mentioned solidfied material is 130
DEG C, the preferred upper limit is 120 DEG C.
It is explained, in this manual, above-mentioned " glass transition temperature " refers to be obtained using Measurement of Dynamic Viscoelasticity
To loss angle tangent (tan δ) maximum in there is the maximum caused by micro-Brownian movement when temperature, it is possible to use
It is measured using the existing known method of determination of viscoelasticity device.In addition, just determining consolidating for above-mentioned glass transition temperature
For compound, in the case where sealing material for liquid crystal display device is solidified by heating, can be by small in 120 DEG C of heating 1
When obtain, in the case where solidifying it by light irradiation, can be by irradiating the 100mW/cm of 30 seconds2Ultraviolet come
Obtain.
Coordinate electrically conductive microparticle by sealing material for liquid crystal display device of the invention, led up and down such that it is able to manufacture
Logical material.This kind of conductive material up and down containing sealing material for liquid crystal display device of the invention and electrically conductive microparticle is also this hair
It is one of bright.
As above-mentioned electrically conductive microparticle, it is possible to use such as metal ball, be formed with conducting metal on the surface of resin particle
Electrically conductive microparticle of layer etc..Wherein, the electrically conductive microparticle of conductive metal layer is formed with because of resin particle on the surface of resin particle
Excellent resilience and the ground such as transparency carrier can not be damaged and be conductively connected, therefore be preferred.
Use the liquid crystal display of sealing material for liquid crystal display device of the invention or upper and lower conductive material of the invention
Element is also one of present invention.
Method as liquid crystal display cells of the invention are manufactured, is adapted to use liquid crystal dripping process, specifically, can arrange
The citing such as method with following operation：On a transparency carrier in 2 transparency carriers with electrodes such as ito thin films
The sealing figure of frame-shaped is formed so that the modes such as silk-screen printing, distributor coating are coated with sealing material for liquid crystal display device of the invention
The operation of case；The tiny droplets of coating of liquid crystalline are added dropwise in the whole face of the inframe of seal pattern, the work of another substrate is overlapped under vacuo
Sequence；And heated and made the operation of sealant cures.
Invention effect
Even if according to the present invention it is possible to provide light shielding part curability it is excellent, under hot and humid environment also have it is excellent
Moisture-proof and cementability and the uneven sealing material for liquid crystal display device for occurring of display of liquid crystal display cells can be suppressed.Separately
Outward, according to the present invention it is possible to provide the conductive material up and down and liquid crystal manufactured using the sealing material for liquid crystal display device
Show element.
Specific embodiment
Embodiment is exemplified below further to be described in detail the present invention, but the present invention is not limited to these implementations
Example.
(embodiment 1~12, comparative example 1~4)
According to the match ratio that table 1,2 is recorded, by the planetary agitating device of each material use (THINKY company systems, " deaeration white silk
Taro (Japanese original text：あ わ と り Practice Taros) ") stirring after, uniformly mixed with ceramic three-roller, obtain embodiment 1~12, ratio
Compared with the sealing material for liquid crystal display device of example 1~4.
<Evaluate>
Sealing material for liquid crystal display device to gained in embodiment and comparative example carries out following evaluation.Result such as table 1,
Shown in 2.
(1) glass transition temperature
Each sealing material for liquid crystal display device of gained in embodiment 1~12 and comparative example 1~3 is small in 120 DEG C of heating 1
When, sealant is fully cured, the film of 300 μm of thickness is made, it is made test film.To the liquid crystal display unit of gained in comparative example 4
Part sealant, 30 seconds 100mW/cm of metal halide light irradiation are used instead of being heated 1 hour at 120 DEG C2Ultraviolet, by
This obtains test film.To the test film of gained, using Measurement of Dynamic Viscoelasticity device, (IT measures Heat ＆ Control Pty Ltd.'s system, " DVA-
200 " dynamic viscoelastic) is determined under -80~200 DEG C, 10Hz, the temperature conduct of the maximum of loss angle tangent (tan δ) is tried to achieve
Glass transition temperature.
(2) cementability (cementability after initial cementability and high temperature and humidity test)
Coordinate the silica of 1 weight % in the embodiment and comparative example in each sealing material for liquid crystal display device of gained
Spacer (ponding chemical industrial company system, " SI-H055 "), in 2 alkali glass test films (30 × 40mm) with ito film
It is added dropwise tiny droplets on one alkali glass test film, and is fitted another glass test piece with crosswise thereon.Then, to implementing
Each sealing material for liquid crystal display device of gained is heated 1 hour with 120 DEG C in example 1~12 and comparative example 1~3, is thus glued
Connect test film.To the sealing material for liquid crystal display device of gained in comparative example 4, metal is used instead of being heated 1 hour at 120 DEG C
Halide lamp irradiates 30 seconds 100mW/cm2Ultraviolet, thus obtain adhesive test piece.In matching somebody with somebody up and down for gained adhesive test piece
If chuck and carry out tension test (5mm/sec).
In addition, for the adhesive test piece being similarly fabricated to, being placed in the environment of 121 DEG C, 100%RH, 2 air pressure
After 48 hours, tension test (5mm/sec) is carried out.
According to by gained measured value (kgf) (cm is accumulated divided by sealing coated sections2) obtained by value be 290kgf/cm2More than
Situation is set to " ◎ ", is 270kgf/cm by the value2Above and less than 290kgf/cm2Situation be set to "○", be by the value
250kgf/cm2Above and less than 270kgf/cm2Situation be set to " △ ", by the value less than 250kgf/cm2Situation be set to
"×", have rated cementability after initial cementability and high temperature and humidity test.
(3) light shielding part curability
Prepare to be deposited with the demifacet of the corning glass of thickness 0.7mm the substrate (A) of chromium respectively and preceding surface has been deposited with
The substrate of chromium (B).Then, spacer particulate (ponding chemical industrial company system, " Micro-Pearl SI-H050 ", 5 μm) is made
1 weight portion is distributed in the weight portion of each sealing material for liquid crystal display device 100 of gained in embodiment and comparative example, and this is sealed
Agent is coated on the central portion border of non-steam plating part (chromium steam plating part with) of substrate A, and then adhesive substrates B fully crushes sealant.
Then, each sealing material for liquid crystal display device to gained in embodiment 1~12 and comparative example 1~3 is heated 1 hour with 120 DEG C,
Make sealant cures.To the sealing material for liquid crystal display device of gained in comparative example 4, instead of heat 1 hour at 120 DEG C and from base
Plate A sides use 30 seconds 100mW/cm of metal halide light irradiation2Ultraviolet, make sealant cures.
Afterwards, substrate A and B are peeled off using cutter, is pointed to from the border of the chromium steam plating part of substrate A and non-steam plating part to chromium
Steam plating part lateral deviation determines spectrum, and try to achieve as follows close from the sealant of 50 μm of position using micro- IR methods
The conversion ratio of (methyl) acryloyl group in envelope agent.That is, by 815~800cm-1Peak area be set to the peak of (methyl) acryloyl group
Area, by 845~820cm-1Peak area be set to compare peak area, according to following formula calculate (methyl) acryloyl group conversion
Rate, according to the situation that the conversion ratio of (methyl) acryloyl group is more than 95% is set into "○", the conversion ratio for more than 90% and
Situation less than 95% is set to the situation of " △ ", the conversion ratio less than 90% and is set to "×", have rated light shielding part curability.
The conversion ratio (%) of (methyl) acryloyl group=(1- (peak area of (methyl) acryloyl group after sealant cures/
Control peak area after sealant cures)/(before the peak area/sealant cures of (methyl) acryloyl group before sealant cures
Control peak area)) × 100
(4) display performance (liquid driven after being preserved after just making and under hot and humid environment of liquid crystal display cells
The irregular colour evaluation of crystal display element)
Each sealing material for liquid crystal display device of gained in embodiment and comparative example is filled into distributor syringe
In (Musashi Engineering company systems, " PSY-10E "), deaeration treatment is carried out.Then, distributor (Musashi is used
Engineering company systems, " SHOTMASTER300 "), a transparent electricity in 2 transparent electrode substrates with ito thin film
On electrode substrate to describe rectangular frame in the way of be coated with sealant.Then, coating TN liquid crystal is added dropwise with liquid crystal Dropping feeder
The tiny droplets of (Chisso company systems, " JC-5001LA "), being fitted under the decompression of 5Pa using vacuum forming apparatus, another is saturating
Bright substrate, forms element.For each sealing material for liquid crystal display device of gained in embodiment 1~12 and comparative example 1~3, lead to
Cross and gained element is heated 1 hour with 120 DEG C, so that sealant cures, are fabricated to liquid crystal display cells.To in comparative example 4
The sealing material for liquid crystal display device of gained, is shone so that 120 DEG C are heated 1 hour instead of by gained element using metal halide lamp
Penetrate 30 seconds 100mW/cm2Ultraviolet, thus make sealant cures, be fabricated to liquid crystal display cells.Liquid crystal display to gained
Element, after being preserved 36 hours after just making and in the environment of 80 DEG C of humidity 90%RH of temperature, makes it with the voltage of AC3.5V
Drive, and visually to be observed.Uneven (color is shown according to will not observed completely in the edge part of liquid crystal display cells
It is uneven) situation be set to " ◎ ", will edge part observe the uneven situation of a little shallower display be set to "○", will be at edge
Portion has a case that clearly deeper display inequality is set to " △ ", not only will have clearly deeper display not in edge part
The situation that the equal and display inequality extends to central portion is set to "×", have rated the display performance of liquid crystal display cells.
[table 1]
[table 2]
Industrial applicability
Even if according to the present invention it is possible to provide light shielding part curability it is excellent, under hot and humid environment also have it is excellent
Moisture-proof and cementability and the uneven sealing material for liquid crystal display device for occurring of display of liquid crystal display cells can be suppressed.Separately
Outward, according to the present invention it is possible to provide the conductive material up and down and liquid crystal display manufactured using the sealing material for liquid crystal display device
Element.
Claims (8)
1. a kind of sealing material for liquid crystal display device, it is characterised in that it is drawn containing curable resin and hot radical polymerization
The sealing material for liquid crystal display device of agent is sent out, wherein,
The curable resin contain in a molecule have in more than 2 compounds and a molecule of acryloyl group have 2 with
The compound of upper methylacryloyl.
2. sealing material for liquid crystal display device according to claim 1, it is characterised in that the first in curable resin entirety
Base acryloyl group is 5 moles of more than % relative to the ratio of acryloyl group and the total amount of methylacryloyl.
3. sealing material for liquid crystal display device according to claim 1 and 2, it is characterised in that in curable resin entirety
It is 1~75 weight portion to have more than 2 contents of the compound of methylacryloyl in 100 weight portions, in a molecule.
4. the sealing material for liquid crystal display device according to claim 1,2 or 3, it is characterised in that curable resin contains
With the epoxy radicals of more than 1 and 1 part (methyl) acrylic modified epoxy resin of (methyl) acryloyl group in one molecule.
5. the sealing material for liquid crystal display device according to claim 1,2,3 or 4, it is characterised in that the glass of solidfied material
It is more than 100 DEG C to change transition temperature.
6. the sealing material for liquid crystal display device according to claim 1,2,3,4 or 5, it is characterised in that contain opacifier.
7. a kind of upper and lower conductive material, it is characterised in that contain the liquid crystal display cells described in claim 1,2,3,4,5 or 6
With sealant and electrically conductive microparticle.
8. a kind of liquid crystal display cells, it is characterised in that with the liquid crystal display cells described in claim 1,2,3,4,5 or 6
With the conductive material up and down described in sealant or claim 7.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2015-095869 | 2015-05-08 | ||
| JP2015095869 | 2015-05-08 | ||
| PCT/JP2016/063185 WO2016181840A1 (en) | 2015-05-08 | 2016-04-27 | Sealant for liquid crystal display element, vertical conduction material, and liquid crystal display element |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN106796376A true CN106796376A (en) | 2017-05-31 |
Family
ID=57248940
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201680003125.7A Pending CN106796376A (en) | 2015-05-08 | 2016-04-27 | Sealing material for liquid crystal display device, upper and lower conductive material and liquid crystal display cells |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JP6046866B1 (en) |
| KR (1) | KR20180003527A (en) |
| CN (1) | CN106796376A (en) |
| TW (1) | TWI695867B (en) |
| WO (1) | WO2016181840A1 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110168442A (en) * | 2017-07-14 | 2019-08-23 | 积水化学工业株式会社 | Sealing material for liquid crystal display device, upper and lower conductive material and liquid crystal display element |
| CN113826043A (en) * | 2019-07-01 | 2021-12-21 | 积水化学工业株式会社 | Sealing agent for display element, vertical conduction material and display element |
| CN115244456A (en) * | 2020-06-10 | 2022-10-25 | 积水化学工业株式会社 | Sealing agent for display element, vertical conduction material and display element |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR102329104B1 (en) | 2019-12-05 | 2021-11-19 | 정칠수 | Work cushion with comfortable seating |
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- 2016-04-27 KR KR1020177006334A patent/KR20180003527A/en not_active IP Right Cessation
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Also Published As
| Publication number | Publication date |
|---|---|
| JPWO2016181840A1 (en) | 2017-05-25 |
| JP6046866B1 (en) | 2016-12-21 |
| TW201702321A (en) | 2017-01-16 |
| KR20180003527A (en) | 2018-01-09 |
| WO2016181840A1 (en) | 2016-11-17 |
| TWI695867B (en) | 2020-06-11 |
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