CN108780247A - Sealing material for liquid crystal display device, upper and lower conductive material and liquid crystal display element - Google Patents
Sealing material for liquid crystal display device, upper and lower conductive material and liquid crystal display element Download PDFInfo
- Publication number
- CN108780247A CN108780247A CN201780014067.2A CN201780014067A CN108780247A CN 108780247 A CN108780247 A CN 108780247A CN 201780014067 A CN201780014067 A CN 201780014067A CN 108780247 A CN108780247 A CN 108780247A
- Authority
- CN
- China
- Prior art keywords
- methyl
- liquid crystal
- mentioned
- crystal display
- acrylate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- 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
- C09K3/00—Materials not provided for elsewhere
- C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
-
- 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
Abstract
The object of the present invention is to provide the sealing material for liquid crystal display device of the excellent in stability under curability and decompression.It is further an object that providing using the sealing material for liquid crystal display device and manufactured conductive material and liquid crystal display element up and down.The present invention is a kind of sealing material for liquid crystal display device, it contains curable resin, maleimide compound and radical polymerization initiator, above-mentioned curable resin contains the compound that molecular weight is 500~1500, and the content of the compound that the above-mentioned molecular weight in 100 parts by weight of above-mentioned curable resin is 500~1500 is the parts by weight of 10 parts by weight~50.
Description
Technical field
The present invention relates to the sealing material for liquid crystal display device of the excellent in stability under curability and decompression.In addition, this hair
Bright be related to using the sealing material for liquid crystal display device and manufactured conductive material and liquid crystal display element up and down.
Background technology
In recent years, the manufacturing method as liquid crystal display elements such as liquid crystal displays, from shortening productive temp time, liquid
From the perspective of brilliant dosage optimizes, photo-thermal has been used to be used in combination as using disclosed in patent document 1, patent document 2
The liquid crystal drop under type of the technique that is referred to as dripping of curing type sealant.
In technique of dripping, first, formed on one by distribution in two electroded transparent substrates rectangular
The seal pattern of shape.Then, the tiny droplets of liquid crystal are dripped in the state that sealant is uncured whole in the frame of transparent substrate
Face is overlapped another transparent substrate immediately, and irradiates the light such as ultraviolet light to sealing to carry out precuring.Thereafter, it is moved back in liquid crystal
It is heated when fiery to carry out main solidification, makes liquid crystal display element.It, can be with high if carrying out the fitting of substrate under reduced pressure
Efficiency system liquid making crystal display element, now, this drip technique as liquid crystal display element manufacturing method mainstream.
However, in the modern times that the various mobile devices for being attached to liquid crystal display panels such as mobile phone, portable game become increasingly popular,
The miniaturization of equipment is project most in need.As the method for device miniaturization, the narrow architrave of liquid crystal display part can be enumerated
Change, such as has carried out the operation (being also referred to as narrow architrave design below) configured the position of sealing under black matrix.
However, for the design of narrow architrave, since sealant is configured in the underface of black matrix, if carried out
It drips technique, then the light irradiated when sealant being made to carry out photocuring is blocked, and light will not reach the inside of sealant and exist
The problem of solidification becomes inadequate.Like this, if the solidification of sealant becomes inadequate, uncured sealant ingredient is molten
Go out into liquid crystal, the curing reaction caused by the sealant ingredient dissolved out promotes in liquid crystal, thus exists and liquid crystal dirt occurs
The problem of dye.In order to inhibit liquid crystal pollution and use curable resin with high reactivity, in liquid crystal display element
Manufacturing process in when being depressurized in adhesive substrates, there are the bad stability of sealant, part is cured, and is bonded
The problems such as linearity of sealant afterwards is impaired.
Existing technical literature
Patent document
Patent document 1：Japanese Unexamined Patent Publication 2001-133794 bulletins
Patent document 2：International Publication No. 02/092718
Invention content
Problems to be solved by the invention
The object of the present invention is to provide the sealings used for liquid crystal display element of the excellent in stability under curability and decompression
Agent.It is further an object that provide using the sealing material for liquid crystal display device and manufactured conductive material up and down and
Liquid crystal display element.
The method used for solving the problem
The present invention is a kind of sealing material for liquid crystal display device, containing curable resin, maleimide compound and
Radical polymerization initiator, above-mentioned curable resin contain the compound that molecular weight is 500~1500, above-mentioned curable resin
The content for the compound that above-mentioned molecular weight in 100 parts by weight is 500~1500 is the parts by weight of 10 parts by weight~50.
The present invention described below.
Present inventors studied：It is used as in sealant by using the compound of the molecular weight with particular range and is used
Curable resin, to improve decompression under sealant stability.Although however, the stabilization under the sealant decompression of gained
Property it is excellent, but there is a problem of reactive (curability) difference.Even if adjusting the compound of the molecular weight with particular range, gathering
Close the content of initiator, it is also difficult to take into account curability and the stability under decompression.
Thus, the present inventor further has made intensive studies, as a result, it has been found that：By that will should have the molecule of particular range
The content of the compound of amount is set as specific ratio, and maleimide compound is used on the basis of curable resin,
To can get the sealing material for liquid crystal display device that can take into account curability and the stability under decompression, so as to complete this hair
It is bright.
The sealing material for liquid crystal display device of the present invention contains curable resin.
Above-mentioned curable resin contains the compound that molecular weight is 500~1500.By using above-mentioned molecular weight be 500~
1500 compound, the stability of sealing material for liquid crystal display device of the invention under reduced pressure become excellent.
The preferred lower limit of the molecular weight for the compound that above-mentioned molecular weight is 500~1500 is 600, preferred upper limit 1300,
More preferable lower limit is 700, the more preferable upper limit is 1000.
It should be noted that in this specification, for above-mentioned " molecular weight ", for the compound that can determine molecular structure
For, it is the molecular weight found out by structural formula, but the widespread compound for the degree of polymerization and modified position uncertainization
It closes for object, is indicated sometimes using weight average molecular weight.In this specification, above-mentioned " weight average molecular weight " is to utilize gel infiltration color
The value found out by composing (GPC) to be measured, and converted by polystyrene.It is changed based on polystyrene as by GPC to measure
The pillar used when the weight average molecular weight of calculation can be enumerated such as Shodex LF-804 (Showa electrician corporation).
In addition, as described later, in the present invention, maleimide compound is not included in above-mentioned curable resin.
In above-mentioned curable resin, the compound for being 500~1500 as above-mentioned molecular weight, preferably comprising molecular weight is
500~1500 (methyl) acrylic compounds.
(methyl) acrylic compounds for being 500~1500 as above-mentioned molecular weight, preferably by making (methyl) third
Epoxy (methyl) acrylate that molecular weight obtained from olefin(e) acid is reacted with epoxide is 500~1500.In addition, above-mentioned point
(methyl) acrylic compounds that son amount is 500~1500 in 1 molecule from reactive height and it is preferred that have 2
(methyl) acryloyl group above.
It should be noted that in this specification, above-mentioned " (methyl) acrylic compounds " refer to acrylic compounds or methacrylic acid
Class, above-mentioned " (methyl) acrylic compounds " refer to (being also referred to as " (methyl) below with acryloyl group or methylacryloyl
Acryloyl group ") compound.In addition, above-mentioned " (methyl) acrylate " refers to acrylate or methacrylate.In turn,
Above-mentioned " epoxy (methyl) acrylate " expression makes whole epoxy groups in epoxide react and obtain with (methyl) acrylic acid
The compound arrived.
(methyl) acrylic compounds for being 500~1500 as above-mentioned molecular weight, specifically, can enumerate for example
Phenol novolak-type epoxy (methyl) acrylate, ortho cresol novolak type epoxy (methyl) acrylate, two rings penta 2
Alkene nobolak type epoxy (methyl) acrylate, biphenyl nobolak type epoxy (methyl) acrylate, naphthol novolac varnish
Type ring oxygen (methyl) acrylate, bisphenol type epoxy (methyl) acrylate, bisphenol F type epoxy (methyl) acrylate, bis-phenol
E type rings oxygen (methyl) acrylate, bisphenol S type epoxy (methyl) acrylate, 2,2 '-diallyl bisphenol type ring oxygen (first
Base) acrylate, A Hydrogenated Bisphenol A type ring oxygen (methyl) acrylate, propylene oxide addition bisphenol type epoxy (methyl) acrylic acid
Ester, caprolactone modification bisphenol type epoxy (methyl) acrylate, resorcinol type ring oxygen (methyl) acrylate, biphenyl type ring
Oxygen (methyl) acrylate, thioether-type epoxy (methyl) acrylate, diphenyl ether type epoxy (methyl) acrylate, two rings penta 2
Ene-type epoxy (methyl) acrylate, naphthalene type ring oxygen (methyl) acrylate, glycidyl amine epoxy (methyl) acrylate,
Alkyl polyols type ring oxygen (methyl) acrylate, modified rubber type ring oxygen (methyl) acrylate etc..
The content for the compound that above-mentioned molecular weight in 100 parts by weight of above-mentioned curable resin is 500~1500 it is preferred
Lower limit is 10 parts by weight, preferred upper limit is 50 parts by weight.Content by making compound that above-mentioned molecular weight is 500~1500 is
The range, to which the effect for taking into account curability and the stability under decompression of the sealing material for liquid crystal display device of gained becomes excellent
It is different.The more preferable lower limit of the content for the compound that above-mentioned molecular weight is 500~1500 is 20 parts by weight, the more preferable upper limit is 30 weights
Measure part.
In above-mentioned curable resin, on the basis of the compound for being 500~1500 containing above-mentioned molecular weight, also contain it
Its curable resin.As above-mentioned other curable resins, preferably molecular weight is less than 500 compound.
It is less than 500 compound as above-mentioned molecular weight, (methyl) acrylic acid that such as molecular weight is less than 500 can be enumerated
Class compound, molecular weight are less than 500 epoxide etc..
It is less than 500 (methyl) acrylic compounds as above-mentioned molecular weight, such as molecular weight can be enumerated and be less than 500
(methyl) acrylate compounds, molecular weight less than 500 epoxy (methyl) acrylate, molecular weight be less than 500 amino
Formic acid esters (methyl) acrylate etc..Wherein, preferably molecular weight be less than 500 epoxy (methyl) acrylate.In addition, above-mentioned
Molecular weight less than 500 (methyl) acrylic compounds from reactive height and it is preferred that in 1 molecule have 2 with
Upper (methyl) acryloyl group.
The monofunctional compound among (methyl) acrylate compounds as above-mentioned molecular weight less than 500, can enumerate
Go out for example (methyl) methyl acrylate, (methyl) ethyl acrylate, (methyl) propyl acrylate, (methyl) n-butyl acrylate,
(methyl) isobutyl acrylate, (methyl) tert-butyl acrylate, (methyl) 2-EHA, (methyl) acrylic acid are just pungent
Ester, (methyl) Isooctyl acrylate monomer, the different nonyl ester of (methyl) acrylic acid, (methyl) isodecyl acrylate, (methyl) lauryl
Ester, the different myristin of (methyl) acrylic acid, (methyl) stearyl acrylate, (methyl) acrylic acid 2- hydroxy methacrylates, (methyl) third
Olefin(e) acid 2- hydroxy propyl esters, (methyl) acrylic acid 2- hydroxybutyls, (methyl) acrylic acid 4- hydroxybutyls, (methyl) acrylate
Ester, (methyl) isobornyl acrylate, (methyl) acrylic acid dicyclopentenyloxyethyl methacrylate, (methyl) benzyl acrylate, (methyl) acrylic acid
2- methoxy acrylates, (methyl) acrylic acid 2- ethoxy ethyl esters, (methyl) acrylic acid 2- butoxyethyls, (methyl) acrylic acid 2-
Phenoxy ethyl, methoxy ethyl glycol (methyl) acrylate, phenoxy group diethylene glycol (methyl) acrylate, (methyl) propylene
Sour tetrahydrochysene chaff ester, ethyl carbitol (methyl) acrylate, (methyl) acrylic acid 2,2,2- trifluoro ethyl esters, (methyl) acrylic acid 2,
2,3,3- tetrafluoro propyl ester, (methyl) acrylic acid 1H, 1H, 5H- octafluoro pentyl ester, acid imide (methyl) acrylate, (methyl) propylene
Sour dimethylaminoethyl, (methyl) diethylaminoethyl acrylate, 2- (methyl) acryloyl-oxyethyls succinic acid, 2- (methyl)
Acryloyl-oxyethyl hexahydrophthalic acid, 2- (methyl) acryloyl-oxyethyl -2- hydroxypropyl phthalates, 2-
(methyl) acryloyl-oxyethyl phosphate, (methyl) glycidyl acrylate etc..
In addition, the difunctional among being less than 500 (methyl) acrylate compounds as above-mentioned molecular weight closes object, it can
Enumerate such as 1,3-BDO two (methyl) acrylate, 1,4-butanediol two (methyl) acrylate, 1,6- hexylene glycols two
(methyl) acrylate, 1,9- nonanediols two (methyl) acrylate, 1,10- decanediols two (methyl) acrylate, ethylene glycol
Two (methyl) acrylate, diethylene glycol two (methyl) acrylate, tetraethylene glycol two (methyl) acrylate, 2- normal-butyls-
2- ethyls -1,3-PD two (methyl) acrylate, dipropylene glycol two (methyl) acrylate, tripropylene glycol two (methyl) third
Olefin(e) acid ester, neopentyl glycol two (methyl) acrylate, dihydroxymethyl dicyclopentadienyl two (methyl) acrylate, ethylene oxide
Two (methyl) acrylate of modified isocyanuric acid, 2- hydroxyls -3- (methyl) acryloxypropyl (methyl) acrylate, carbonic acid
Esterdiol two (methyl) acrylate etc..
In addition, as above-mentioned molecular weight less than 500 (methyl) acrylate compounds among trifunctional more than change
Object is closed, such as trimethylolpropane tris (methyl) acrylate, ethyleneoxide addition trimethylolpropane tris (first can be enumerated
Base) acrylate, glycerine three (methyl) acrylate, pentaerythrite three (methyl) acrylate, three (methyl) acryloxies
Ethyl phosphonic acid ester, pentaerythrite four (methyl) acrylate etc..
It is less than 500 epoxy (methyl) acrylate as above-mentioned molecular weight, can enumerate for example conventionally makes
Epoxy (methyl) acrylic acid obtained from epoxide is reacted with (methyl) acrylic acid in the presence of basic catalyst
Ester etc..
As the epoxy compound as the raw material for synthesizing epoxy (methyl) acrylate of above-mentioned molecular weight less than 500
Object can enumerate such as bisphenol A diglycidyl ether, Bisphenol F diglycidyl ether, bis-phenol E diglycidyl ethers, A Hydrogenated Bisphenol A
A diglycidyl ethers, A Hydrogenated Bisphenol A F diglycidyl ethers, A Hydrogenated Bisphenol A E diglycidyl ethers, resorcinol 2-glycidyl
Ether, 4,4 '-diyl of biphenyl-bis- (glycidol ethers), 1,6- naphthalene-diyls bis- (glycidol ethers), ethylene glycol diglycidylether,
1,3-PD diglycidyl ether, 1,4-butanediol diglycidyl ether etc..
Carbamate (methyl) acrylate of above-mentioned molecular weight less than 500 can be for example, by (the first that makes to have hydroxyl
Base) acrylic acid derivative 2 equivalent with 2 isocyanate group 1 equivalent of isocyanate compound catalytic amount tin system
It is reacted in the presence of compound to obtain.
As above-mentioned isocyanate compound, such as isophorone diisocyanate, 2,4- toluene diisocyanates can be enumerated
Acid esters, 2,6- toluene di-isocyanate(TDI)s, hexamethylene diisocyanate, trimethyl hexamethylene diisocyanate, diphenylmethyl
4,4 '-diisocyanate (MDI) of alkane-, hydrogenation MDI, 1,5- naphthalene diisocyanates, norbornene alkyl diisocyanate, tolidine
Diisocyanate, benzene dimethylene diisocyanate (XDI), hydrogenation XDI, lysine diisocyanate, two methylene of durol
Group diisocyanate etc..
As above-mentioned (methyl) acrylic acid derivative with hydroxyl, such as (methyl) dihydroxypropyl alkyl can be enumerated
List (methyl) acrylate etc. of ester, dihydric alcohol.
As above-mentioned (methyl) hydroxyalkyl acrylates, such as (methyl) acrylic acid 2- hydroxy methacrylates, (first can be enumerated
Base) acrylic acid 2- hydroxy propyl esters, (methyl) acrylic acid 2- hydroxybutyls, (methyl) acrylic acid 4- hydroxybutyls etc..
As above-mentioned dihydric alcohol, such as ethylene glycol, propylene glycol, 1,3-PD, 1,3-BDO, Isosorbide-5-Nitrae-fourth can be enumerated
Glycol etc..
It is less than 500 epoxide as above-mentioned molecular weight, can enumerates for example as synthesizing above-mentioned molecular weight
Epoxide, the molecular weight of the raw material of epoxy (methyl) acrylate less than 500 are less than 500 part (methyl) acrylic acid
Modified epoxy etc..
It should be noted that in this specification, above-mentioned part (methyl) acrylic modified epoxy resin refers to dividing in 1 molecule
The compound of epoxy group and (methyl) acryloyl group that Ju You be 1 or more, for example, can be by making that there are 2 or more epoxy groups
A part of epoxy group of epoxide reacted with (methyl) acrylic acid to obtain.
The sealing material for liquid crystal display device of the present invention contains maleimide compound.By using above-mentioned maleimide
Amine compounds, to which the curability of the sealing material for liquid crystal display device of the present invention becomes excellent.
It should be noted that in the present invention, above-mentioned maleimide compound is neither included in curable resin, also not
It is included in radical polymerization initiator.
From the viewpoint of reactivity, above-mentioned maleimide compound is preferably to have 2 or more Malaysia acyls in 1 molecule
The multifunctional maleimide compound of imido grpup.
The preferred lower limit of the molecular weight of above-mentioned maleimide compound is 400.By making above-mentioned maleimide chemical combination
The molecular weight of object is 400 or more, to the stabilization of the sealing material for liquid crystal display device of gained taken into account under curability and decompression
The effect of property becomes better.The more preferable lower limit of the molecular weight of above-mentioned maleimide compound is 500.
In addition, from the viewpoint of reactivity, the preferred upper limit of the molecular weight of above-mentioned maleimide compound is 1500,
The more preferable upper limit is 1000.
As above-mentioned maleimide compound, can be suitble to using following formula (1) compound represented, following formula (2) institute
The compound shown.
[changing 1]
In formula (1), R1Indicate that carbon number is 2~3 alkylidene, the integer that n is 2~40.
[changing 2]
In formula (2), R2Indicate that carbon number is 1~40 divalent aliphatic group.
In above-mentioned formula (2), R2Carbon number be preferably 12~36.In addition, R2It is preferred that having aliphatic ring.
As above-mentioned formula (2) compound represented, specifically, bismaleimide -10 such as 1,20- can be enumerated,
11- dioctyls-eicosane (following formula (3-1) compound represented), 1- heptamethylene maleimide -2- octamethylene maleimides
Amine -4- octyl -5- heptylcyclohexanes (following formula (3-2) compound represented), 1,2-, bis- octamethylene maleimide -3- are pungent
Base -4- hexyls hexamethylene (following formula (3-3) compound represented) etc..These compounds can pass through U.S. Patent No. 5973166
Method described in number specification etc. synthesizes.
[changing 3]
The content of above-mentioned maleimide compound is 1 relative to the preferred lower limit of 100 parts by weight of above-mentioned curable resin
Parts by weight, preferred upper limit are 10 parts by weight.By making the content of above-mentioned maleimide compound be the range, to gained
The effect for taking into account curability and the stability under decompression of sealing material for liquid crystal display device becomes better.Above-mentioned maleimide
The more preferable lower limit of the content of amine compounds is 3 parts by weight, the more preferable upper limit is 8 parts by weight.
The sealing material for liquid crystal display device of the present invention contains radical polymerization initiator.
As above-mentioned radical polymerization initiator, optical free radical polymerization initiator, hot radical polymerization can be used to cause
Agent.Wherein, preferably optical free radical polymerization initiator.
In addition, as described above, in the present invention, maleimide compound is not included in above-mentioned radical polymerization initiator
In.
As above-mentioned optical free radical polymerization initiator, such as benzophenone based compound, acetophenone system chemical combination can be enumerated
Object, acylphosphine oxide compound, titanocenes based compound, oxime ester based compound, benzoin ether based compound, thioxanthones etc..
Wherein, preferably oxime ester based compound.
As above-mentioned oxime ester based compound, such as 1- (4- (thiophenyl) phenyl) -1,2- octadione- 2- (O- can be enumerated
Benzoyl oxime), O- acetyl group -1- (6- (2- methyl benzoyls) -9- ethyl -9H- carbazole -3- bases) acetophenone oxime etc..
As the commercially available product among above-mentioned optical free radical polymerization initiator, can enumerate such as IRGACURE OXE01,
IRGACURE OXE02、IRGACURE184、IRGACURE369、IRGACURE379、IRGACURE651、IRGACURE819、
IRGACURE907, IRGACURE2959, Lucirin TPO (being BASF AG's system)；Benzoin methylether, benzoin ethyl ether, benzene
Anisoin isopropyl ether (being Tokyo chemical conversion industry corporation) etc..
As above-mentioned hot radical polymerization initiator, can enumerate such as the shape by azo-compound, organic peroxide
At hot radical polymerization initiator.Wherein, the polymeric azo initiator preferably formed by polymeric azo compound.
It should be noted that in this specification, above-mentioned " polymeric azo compound " refers to：With azo group and Yin Re
Compound that generate the free radical that (methyl) acryloxy can be made to be cured, that number-average molecular weight is 300 or more.
The preferred lower limit of the number-average molecular weight of above-mentioned polymeric azo compound is 1000, preferred upper limit is 300,000.Pass through
It is the range to make the number-average molecular weight of above-mentioned polymeric azo compound, so as to inhibit liquid crystal pollution and easy and curability
Resin mixes.The more preferable lower limit of the number-average molecular weight of above-mentioned polymeric azo compound is 5000, the more preferable upper limit is 100,000,
Further preferred lower limit is 10,000, the further preferred upper limit is 90,000.
It should be noted that in this specification, above-mentioned number-average molecular weight is surveyed using gel permeation chromatography (GPC)
Value that is fixed, and being found out using polystyrene conversion.The number-average molecular weight to convert based on polystyrene is measured as by GPC
When pillar, can enumerate such as Shodex LF-804 (Showa electrician corporation).
As above-mentioned polymeric azo compound, can enumerate for example with being bonded with multiple polycyclic oxygen by azo group
The compound of the structure of the units such as alkane, dimethyl silicone polymer.
Polymeric azo as the above-mentioned structure for having and being bonded with the units such as multiple polyalkylene oxides by azo group
Object is closed, preferably there is polyethylene oxide structure.As this polymeric azo compound, such as 4 can be enumerated, 4 '-azos are double
(4- cyanopentanoic acids) and condensation polymer, 4, the 4 '-azos bis- (4- cyanopentanoic acids) of polyalkylene glycol and gathering with terminal amino group
The condensation polymer etc. of dimethyl siloxane.
As the commercially available product among above-mentioned polymeric azo compound, can enumerate such as VPE-0201, VPE-0401,
VPE-0601, VPS-0501, VPS-1001 (being and Wako Pure Chemical Industries corporation) etc..
In addition, the azo-compound as on-macromolecular, can enumerate such as V-65, V-501 (is and Wako Pure Chemical Industries
Corporation) etc..
As above-mentioned organic peroxide, such as ketone peroxide, ketal peroxide, hydrogen peroxide, dialkyl group can be enumerated
Peroxide, peroxyester, diacyl peroxide, peroxy dicarbonate etc..
Relative to 100 parts by weight of above-mentioned curable resin, the preferred lower limit of the content of above-mentioned radical polymerization initiator is
0.1 parts by weight, preferred upper limit are 10 parts by weight.By making the content of above-mentioned radical polymerization initiator be the range, so as to
Enough make curability better, the deteriorations such as the storage stability of sealing material for liquid crystal display device without making gained.Above-mentioned freedom
The more preferable lower limit of the content of base polymerization initiator is 0.5 parts by weight, the more preferable upper limit is 5 parts by weight.
The sealing material for liquid crystal display device of the present invention can contain thermal curing agents.
As above-mentioned thermal curing agents, such as organic acid hydrazides, imdazole derivatives, amine compounds, polynary phenol system can be enumerated
Compound, acid anhydrides etc..Wherein, can be suitble to use organic acid hydrazides.
As above-mentioned organic acid hydrazides, such as sebacic dihydrazide, isophthalic dihydrazide, adipic acid two can be enumerated
Hydrazides, acid dihydrazide etc..
As the commercially available product among above-mentioned organic acid hydrazides, it (is great mound chemical company that can enumerate such as SDH, ADH
System)；AMICURE VDH, AMICURE VDH-J, AMICURE UDH, AMICURE UDH-J (are aginomoto fine chemistry strain
Formula commercial firm system) etc..
Relative to 100 parts by weight of above-mentioned curable resin, the preferred lower limit of the content of above-mentioned thermal curing agents be 1 parts by weight,
Preferred upper limit is 50 parts by weight.Content by making above-mentioned thermal curing agents is the range, so as to keep Thermocurable better,
The deteriorations such as the coating of sealing material for liquid crystal display device without making gained.The more preferable upper limit of the content of above-mentioned thermal curing agents
For 30 parts by weight.
From flexibility, the cementability etc. for improving solidfied material or inhibit liquid crystal to be inserted into sealant, inhibit sealant to
In liquid crystal from the perspective of dissolution etc., sealing material for liquid crystal display device of the invention preferably comprises soft particle.
As above-mentioned soft particle, such as silicone-based particle, ethylene base system particle, polyurethane series particle, fluorine can be enumerated
It is particle, nitrile system particle etc..Wherein, preferably silicone-based particle, ethylene base system particle.
As above-mentioned silicone-based particle, dispersibility from the viewpoint of in resin, preferably silicone rubber particle.
As above-mentioned ethylene base system particle, can be suitble to use (methyl) acrylic particles.
The monomer that above-mentioned (methyl) acrylic particles can become raw material by using well known method, which is polymerize, to be come
It obtains.Specifically, the method that monomer is for example carried out suspension polymerisation in the presence of radical polymerization initiator can be enumerated；
By making noncrosslinking seed particles absorb monomer in the presence of radical polymerization initiator, to make seed particles swelling
Carry out the method etc. of seeding polymerization.
As the monomer as the raw material for being used to form above-mentioned (methyl) acrylic particles, can enumerate such as (methyl)
Alkyl-acrylates, (methyl) esters of acrylic acid containing oxygen atom, the monomer containing nitrile, fluorine-containing (methyl) esters of acrylic acid etc.
Monofunctional monomer.
As above-mentioned (methyl) alkyl-acrylates, such as (methyl) methyl acrylate, (methyl) propylene can be enumerated
Acetoacetic ester, (methyl) propyl acrylate, (methyl) butyl acrylate, (methyl) Hexyl 2-propenoate, (methyl) 2-ethyl hexyl acrylate,
(methyl) 2-EHA, (methyl) lauryl acrylate, (methyl) acrylic acid cetyl, (methyl) stearyl acrylate
Ester, (methyl) cyclohexyl acrylate, (methyl) isobornyl acrylate etc..
As above-mentioned (methyl) esters of acrylic acid containing oxygen atom, such as (methyl) acrylic acid 2- hydroxyl second can be enumerated
Ester, glycerine (methyl) acrylate, polyoxyethylene (methyl) acrylate, (methyl) glycidyl acrylate etc..
As the above-mentioned monomer containing nitrile, such as (methyl) acrylonitrile etc. can be enumerated.
Above-mentioned (methyl) acrylic acid trifluoromethyl ester, five fluorine ethyl ester of (methyl) acrylic acid etc. can be enumerated.
Wherein, since the Tg of homopolymer is low, the deflection when applying 1g load-carryings can be increased, and be preferably (methyl) third
Olefin(e) acid alkyl esters.
In addition, in order to keep cross-linked structure, tetramethylol methane four (methyl) acrylate, tetra methylol first can be used
Alkane three (methyl) acrylate, tetramethylol methane two (methyl) acrylate, trimethylolpropane tris (methyl) acrylate,
It is dipentaerythritol six (methyl) acrylate, dipentaerythritol five (methyl) acrylate, glycerine three (methyl) acrylate, sweet
Oily two (methyl) acrylate, (poly-) ethylene glycol two (methyl) acrylate, (poly-) propylene glycol two (methyl) acrylate, (poly-)
Tetramethylene two (methyl) acrylate, 1,4-butanediol two (methyl) acrylate, 1,6- hexylene glycols two (methyl) acrylic acid
The polyfunctional monomers such as ester, isocyanuric acid skeleton three (methyl) acrylate.Wherein, due between crosslinking points molecular weight it is big, Neng Gouzeng
Deflection greatly when applying 1g load-carryings, and preferably (poly-) ethylene glycol two (methyl) acrylate, two (first of (poly-) propylene glycol
Base) acrylate, (poly-) tetramethylene two (methyl) acrylate, 1,4-butanediol two (methyl) acrylate, 1,6- oneself two
Alcohol two (methyl) acrylate.
In the monomer entirety as the raw material for being used to form above-mentioned (methyl) acrylic particles, above-mentioned cross-linkable monomer
Dosage preferred lower limit be 1 weight %, preferred upper limit is 90 weight %.By making the dosage of above-mentioned cross-linkable monomer be 1 weight
% or more is measured, to which solvent resistance rises, the problems such as will not causing to be swollen when being kneaded with various sealant raw materials, is easy equal
Even dispersion.By make above-mentioned cross-linkable monomer dosage be 90 weight % hereinafter, so as to reduce recovery rate.Above-mentioned bridging property
The more preferable lower limit of the dosage of monomer is 3 weight %, the more preferable upper limit is 80 weight %.
In turn, on the basis of these acrylic monomers, styrenic monomers, vinyl ethers, carboxylic acid can be used
Vinyl esters, unsaturated hydrocarbons, halogen-containing monomer, triallyl cyanurate, triallyl isocyanurate, tri trimellitate allyl
Ester, divinylbenzene, diallyl phthalate, diallyl acrylamide, diallyl ether, γ-(methyl) acryloyl
The monomers such as oxygroup propyl trimethoxy silicane, vinyltrimethoxysilane.
As above-mentioned styrenic monomers, such as styrene, α-methylstyrene, trimethoxysilyl can be enumerated
Styrene etc..
As above-mentioned vinyl ethers, such as methyl vinyl ether, ethyl vinyl ether, propyl vinyl ether can be enumerated
Deng.
As above-mentioned generating vinyl carboxylate esters, can enumerate for example vinyl acetate, vinyl butyrate, vinyl laurate,
Stearic acid vinyl ester etc..
As above-mentioned unsaturated hydrocarbons, can enumerate such as ethylene, propylene, isoprene, butadiene.
As above-mentioned halogen-containing monomer, can enumerate such as vinyl chloride, vinyl fluoride, chlorostyrene.
As above-mentioned (methyl) acrylic particles, can also be suitble to micro- using hud typed (methyl) acrylate copolymer
Grain.
As the commercially available product among above-mentioned hud typed (methyl) acrylate copolymer particle, such as F351 can be enumerated
(ZEON KASEI corporations) etc..
In addition, as above-mentioned ethylene base system particle, can use for example polydivinylbenezene particle, neoprene particle,
Butadiene rubber particle etc..
The preferred lower limit of the average grain diameter of above-mentioned softness particle is 0.01 μm, preferred upper limit is 10 μm.It is above-mentioned soft by making
The average grain diameter of soft particle be the range, to improve gained sealing material for liquid crystal display device solidfied material flexibility,
The effect of cementability becomes better.The more preferable lower limit of the average grain diameter of above-mentioned softness particle is 0.1 μm, the more preferable upper limit is
8μm。
It should be noted that in this specification, for the particle before being cooperated in sealant, above-mentioned softness particle
Average grain diameter refers to being worth obtained from being measured by using laser diffraction formula particle size distribution device.As above-mentioned laser
Diffraction-type particle size distribution device can use MASTERSIZER 2000 (Malvern Instruments Ltd. systems)
Deng.
It is above-mentioned softness particle hardness preferred lower limit be 10, preferred upper limit 50.By making the hard of above-mentioned soft particle
Degree is the range, is become to improve the flexibility of solidfied material, the effect of cementability of sealing material for liquid crystal display device of gained
It obtains better.The more preferable lower limit of the hardness of above-mentioned softness particle is 20, the more preferable upper limit is 40.
It should be noted that in this specification, the hardness of above-mentioned softness particle refers to：Pass through the side based on JIS K 6253
Method and the Durometer A hardness measured.
The preferred lower limit of the content of above-mentioned soft particle in 100 parts by weight of sealing material for liquid crystal display device of the present invention
It is 50 parts by weight for 5 parts by weight, preferred upper limit.Content by making above-mentioned soft particle is the range, from the liquid for improving gained
The flexibility of the solidfied material of crystal display element sealant, the effect of cementability become better.The content of above-mentioned softness particle
More preferable lower limit be 10 parts by weight, the more preferable upper limit is 30 parts by weight.
In the sealing material for liquid crystal display device of the present invention, for viscosity is improved, improve viscous based on stress dispersion effect
Connecing property improves the purpose of linear expansivity etc., preferably comprises filler.
As above-mentioned filler, it can enumerate except the filler contained by such as inorganic filler, above-mentioned soft particle
Organic filler.
As above-mentioned inorganic filler, can enumerate for example silica, talcum, bead, asbestos, gypsum, diatomite,
Terre verte, bentonite, montmorillonite, sericite, atlapulgite, aluminium oxide, zinc oxide, iron oxide, magnesia, tin oxide, titanium oxide,
Calcium carbonate, magnesium carbonate, magnesium hydroxide, aluminium hydroxide, aluminium nitride, silicon nitride, barium sulfate, calcium silicates etc..
The preferred lower limit of content of above-mentioned filler in 100 parts by weight of sealing material for liquid crystal display device of the present invention is
10 parts by weight, preferred upper limit are 70 parts by weight.Content by making above-mentioned filler is the range, to make improvement cementability etc.
Effect it is better, without making the deteriorations such as coating.The more preferable lower limit of the content of above-mentioned filler is 20 parts by weight, more preferably
The upper limit is 60 parts by weight.
The sealing material for liquid crystal display device of the present invention preferably comprises silane coupling agent.Above-mentioned silane coupling agent mainly has
As for by the effect of the bonding additives of the good bondings such as sealant and substrate.
As above-mentioned silane coupling agent, can be suitble to use such as 3- TSL 8330s, 3- mercaptopropyis three
Methoxy silane, 3- glycidoxypropyltrime,hoxysilanes, 3- isocyanate propyl trimethoxysilanes etc..They make
The excellent effect improved with the cementability of substrate etc., can inhibit curability tree by being chemically bonded with curable resin
Fat flows out in liquid crystal.
The present invention 100 parts by weight of sealing material for liquid crystal display device in above-mentioned silane coupling agent content it is preferred under
It is limited to 0.1 parts by weight, preferred upper limit is 10 parts by weight.Content by making above-mentioned silane coupling agent is the range, to inhibit
The effect for occurring and improving cementability of liquid crystal pollution becomes better.The more preferable lower limit of the content of above-mentioned silane coupling agent is
0.3 parts by weight, the more preferable upper limit are 5 parts by weight.
The sealing material for liquid crystal display device of the present invention can contain opacifier.By containing above-mentioned opacifier, to this
The sealing material for liquid crystal display device of invention can be suitable as shading sealant.
As above-mentioned opacifier, black such as titanium, nigrosine, Cyanine Black, fullerene, carbon black, resin cover type can be enumerated
Carbon black etc..In addition, iron oxide, the titanium oxide etc. that are enumerated as above-mentioned inorganic filler also are used as above-mentioned opacifier.Its
In, preferably titanium is black.
Above-mentioned titanium is black be near ultraviolet range, the transmissivity of the especially light of 370~450nm of wavelength be higher than for
The substance of the mean transmissivity of the light of 300~800nm of wavelength.That is, it is the opacifier for having following properties that above-mentioned titanium is black：By filling
Divide the light for the wavelength for covering visible light region and assigns light-proofness, another party to the sealing material for liquid crystal display device of the present invention
Face makes the light of the wavelength near ultraviolet range transmit.Contain in sealing material for liquid crystal display device as the present invention
Opacifier, the preferably high substance of insulating properties, the opacifier high as insulating properties, also be adapted for for titanium it is black.
Above-mentioned titanium is black to play sufficient effect non-surface treated, but can also be coupled agent using surface
Treated that titanium is black for equal organic principles；By inorganic constituents such as silica, titanium oxide, germanium oxide, aluminium oxide, zirconium oxide, magnesia
The surface treated titaniums such as titanium after covering is black are black.Wherein, from the viewpoint of it can further increase insulating properties, preferably had
Treated that titanium is black for machine ingredient.
In addition, using containing above-mentioned titanium it is black as opacifier the present invention sealing material for liquid crystal display device and manufacture
Liquid crystal display element has sufficient light-proofness, therefore can realize with high contrast without light leakage and with excellent image
The liquid crystal display element of display quality.
As commercially available product of the above-mentioned titanium among black, it (is three that can enumerate such as 12S, 13M, 13M-C, 13R-N, 14M-C
Water chestnut compound material corporation), Tilack D (red fringe chemical conversion corporation) etc..
The preferred lower limit of the black specific surface area of above-mentioned titanium is 13m2/ g, preferred upper limit 30m2/ g, more preferable lower limit are
15m2/ g, the more preferable upper limit are 25m2/g。
In addition, the preferred lower limit of the black volume resistance of above-mentioned titanium is 0.5 Ω cm, preferred upper limit is 3 Ω em, more preferably
Lower limit is 1 Ω cm, the more preferable upper limit is 2.5 Ω cm.
The primary particle size of above-mentioned opacifier as long as liquid crystal display element substrate between distance hereinafter, as long as do not limit especially
It is fixed, preferred lower limit 1nm, preferred upper limit 5000nm.By making the primary particle size of above-mentioned opacifier be the range, so as to
Keep light-proofness better, the deteriorations such as the coating of sealing material for liquid crystal display device without making gained.The one of above-mentioned opacifier
The more preferable lower limit of secondary grain size is 5nm, the more preferable upper limit is 200nm, and further preferred lower limit is 10nm, the further preferred upper limit
For 100nm.
It should be noted that the primary particle size of above-mentioned opacifier can use NICOMP 380ZLS (PARTICLE
SIZING SYSTEMS corporations), so that above-mentioned opacifier is scattered in solvent (water, organic solvent etc.) to measure.
The preferred lower limit of content of above-mentioned opacifier in 100 parts by weight of sealing material for liquid crystal display device of the present invention is
5 parts by weight, preferred upper limit are 80 parts by weight.Content by making above-mentioned opacifier is the range, can be played superior
Light-proofness, without making the sealing material for liquid crystal display device of gained drop intensity, the illustrative after the cementability of substrate, solidification
It is low.The more preferable lower limit of the content of above-mentioned opacifier is 10 parts by weight, the more preferable upper limit is 70 parts by weight, further preferred lower limit
It is 60 parts by weight for 30 parts by weight, the further preferred upper limit.
The sealing material for liquid crystal display device of the present invention further can contain reactive diluent, shake change as needed
The additives such as agent, spacer, curing accelerator, antifoaming agent, levelling agent, polymerization inhibitor.
The method of sealing material for liquid crystal display device as the manufacture present invention, can enumerate for example using homogenous disperse
The mixing machines such as machine, homogeneous mixer, universal mixer, planetary mixer, kneader, three-roller, by curable resin, Malaysia acyl
The method etc. that group with imine moiety, radical polymerization initiator and silane coupling agent etc. that is as needed and adding are mixed.
By coordinating electrically conductive microparticle into the sealing material for liquid crystal display device of the present invention, led up and down so as to manufacture
Logical material.The conductive material up and down of such sealing material for liquid crystal display device containing the present invention and electrically conductive microparticle is also this
One of invention.
As above-mentioned electrically conductive microparticle, metal ball can be used, be formed with conductive metal layer on the surface of resin particle
Electrically conductive microparticle etc..Wherein, the electrically conductive microparticle for conductive metal layer being formed on the surface of resin particle passes through resin particle
Excellent resilience and the ground such as transparent substrate can not be damaged and be conductively connected, so be suitble to.
The manufactured liquid crystal using the sealing material for liquid crystal display device of the present invention or the conductive material up and down of the present invention
Show that element is also one of present invention.
The method of liquid crystal display element as the manufacture present invention is suitble to use liquid crystal dripping process, specifically, can arrange
It enumerates such as the method with following each process.
Following processes are carried out first：Be coated with by silk-screen printing, distributor etc., in the glass of the electrodes such as subsidiary ito thin film
On one in two substrates such as substrate, PET substrate, it is coated with the used for liquid crystal display element of the present invention
Sealant, to formed frame-shaped seal pattern process.Next, carrying out following processes：In the liquid crystal display member of the present invention
In the state that part sealant is uncured, the tiny droplets of liquid crystal are dripped in the frame for the seal pattern for being applied to substrate, in vacuum
The process of another substrate of lower overlapping.Followed by following processes：Sealing to the sealing material for liquid crystal display device of the present invention
The light such as pattern partial illumination ultraviolet light, to make sealant that the process of photocuring occur, the method by carrying out above-mentioned operation, energy
Access liquid crystal display element.In addition, on the basis of making above-mentioned sealant that the process of photocuring occur, can also be heated
Sealant and the process for making its heat cure.
The effect of invention
In accordance with the invention it is possible to provide the sealing material for liquid crystal display device of curability and the excellent in stability under decompression.
In addition, in accordance with the invention it is possible to providing using the sealing material for liquid crystal display device and manufactured conductive material and liquid crystal up and down
Display element.
Specific implementation mode
It is exemplified below embodiment and the present invention is described in more detail, but the present invention is not merely defined in these implementations
Example.
(Examples 1 to 9 and comparative example 1~6)
According to the match ratio described in table 1,2, planetary stirring machine (THINKY corporations, " あ わ と り are usedToo
Youth ") by after the mixing of each material, it further uses triple-roller mill and is mixed, thus prepare Examples 1 to 9 and comparative example 1~6
Sealing material for liquid crystal display device.
It should be noted that as maleimide compound, two Malaysias of the polytetramethylene ether diol described in table
Acid imide acetic acid esters (DIC corporations, " LUMICURE MIA200 ") is above-mentioned formula (1) compound represented.
<Evaluation>
For each sealing material for liquid crystal display device obtained in embodiment and comparative example, following evaluations are carried out.By result
It is shown in table 1,2.
(stability (vacuum stability) under decompression)
Each sealing material for liquid crystal display device obtained in embodiment and comparative example is filled to the syringe of distribution
In (Musashi Engineering, Inc. system, " PSY-10E "), deaeration processing is carried out.Then, using distributor (Musashi
Engineering, Inc. system, " SHOTMASTER300 "), sealant is coated on glass in a manner of describing rectangular frame
On substrate, in vacuum abutted equipment, keep being bonded other glass substrate after five minutes and obtaining list under the decompression of 0.1Pa
Member.It will restore to atmospheric pressure and retrieval unit, using microscope come the shape of the sealing in observation unit in vacuum abutted equipment
Shape (linearity of sealant).
The situation that the minimum value of sealed width is 90% or more relative to the maximum value of sealed width is denoted as "○", will be
80% less than 90% the case where be denoted as " △ ", will be less than 80% the case where be denoted as "×", to evaluate decompression under it is steady
Qualitative (vacuum stability).
(curability)
Each sealing material for liquid crystal display device obtained in embodiment and comparative example is coated with about 5 μm on the glass substrate
Afterwards, it is overlapped the glass substrate of identical size.Then, using metal halide lamp with 3000mJ/cm2Come illumination wavelength 365nm's
Ultraviolet light.Using infrared spectroscopy device (BIORAD corporations, " FTS3000 "), measures the peak from (methyl) acryloyl group and exist
The front and back variable quantity (slip) of light irradiation.
The situation that the slip from the peak of (methyl) acryloyl group after light is irradiated is 95% or more is denoted as " ◎ ", will
The case where for 85% less than 95%, is denoted as "○", will be 75% less than 85% the case where be denoted as " △ ", will be small
"×" is denoted as in 75% the case where, to evaluate curability.
[table 1]
[table 2]
Industrial availability
In accordance with the invention it is possible to provide the sealing material for liquid crystal display device of curability and the excellent in stability under decompression.
In addition, in accordance with the invention it is possible to providing using the sealing material for liquid crystal display device and manufactured conductive material and liquid crystal up and down
Display element.
Claims (6)
1. a kind of sealing material for liquid crystal display device, which is characterized in that its contain curable resin, maleimide compound and
Radical polymerization initiator,
The curable resin contains the compound that molecular weight is 500~1500,
The content for the compound that the molecular weight in 100 parts by weight of the curable resin is 500~1500 is 10 parts by weight
~50 parts by weight.
2. sealing material for liquid crystal display device according to claim 1, which is characterized in that molecular weight is 500~1500
Compound is that molecular weight is 500~1500 (methyl) acrylic compounds.
3. sealing material for liquid crystal display device according to claim 1 or 2, which is characterized in that maleimide compound
It is the multifunctional maleimide compound with 2 or more dimaleoyl iminos in 1 molecule.
4. sealing material for liquid crystal display device according to claim 1,2 or 3, which is characterized in that maleimide chemical combination
The molecular weight of object is 400 or more.
5. a kind of conductive material up and down, which is characterized in that it contains used for liquid crystal display element described in claim 1,2,3 or 4
Sealant and electrically conductive microparticle.
6. a kind of liquid crystal display element, which is characterized in that it is using the liquid crystal display element described in claim 1,2,3 or 4
It is manufactured with the conductive material up and down described in sealant or claim 5.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2016191492 | 2016-09-29 | ||
| JP2016-191492 | 2016-09-29 | ||
| PCT/JP2017/034711 WO2018062164A1 (en) | 2016-09-29 | 2017-09-26 | Sealing agent for liquid crystal display device, vertical conduction material, and liquid crystal display device |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN108780247A true CN108780247A (en) | 2018-11-09 |
Family
ID=61759690
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201780014067.2A Pending CN108780247A (en) | 2016-09-29 | 2017-09-26 | Sealing material for liquid crystal display device, upper and lower conductive material and liquid crystal display element |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JP7007196B2 (en) |
| KR (1) | KR102466030B1 (en) |
| CN (1) | CN108780247A (en) |
| TW (1) | TWI731173B (en) |
| WO (1) | WO2018062164A1 (en) |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1398279A (en) * | 2000-02-09 | 2003-02-19 | 日立化成工业株式会社 | Resin compsn. adhesives prepared therewith for bonding circuit members, and circuit boards |
| CN1666141A (en) * | 2002-06-14 | 2005-09-07 | 大日本油墨化学工业株式会社 | Photocurable composition for liquid-crystal panel sealing and liquid-crystal panel |
| CN1676564A (en) * | 2004-04-01 | 2005-10-05 | 国家淀粉及化学投资控股公司 | Method to improve high temperature cohesive strength with adhesive having multi-phase system |
| JP2006176576A (en) * | 2004-12-21 | 2006-07-06 | Dainippon Ink & Chem Inc | Photocurable composition for liquid crystal panel sealing and liquid crystal panel |
| CN101176033A (en) * | 2005-05-09 | 2008-05-07 | 积水化学工业株式会社 | Sealing material for liquid crystal dropping method, vertically conducting material, and liquid crystal display element |
| CN101676315A (en) * | 2008-06-13 | 2010-03-24 | 汉高公司 | Sealant for liquid crystal instillation technique and method for manufacturing liquid crystal dispaly |
| WO2015123824A1 (en) * | 2014-02-19 | 2015-08-27 | Ablestik (Shanghai) Ltd. | Curable resin composition for sealing liquid crystal |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3583326B2 (en) | 1999-11-01 | 2004-11-04 | 協立化学産業株式会社 | Sealant for dripping method of LCD panel |
| CA2446125A1 (en) | 2001-05-16 | 2002-11-21 | Sekisui Chemical Co., Ltd. | Curing resin composition and sealants and end-sealing materials for displays |
| JP2002338946A (en) | 2001-05-22 | 2002-11-27 | Nippon Kayaku Co Ltd | Sealant resin composition and cured product thereof |
| JP5262097B2 (en) * | 2007-12-12 | 2013-08-14 | Ｄｉｃ株式会社 | Monolithic decorative sheet and decorative molded product for sheet molding compound |
| KR101599068B1 (en) * | 2008-06-13 | 2016-03-02 | 헨켈 아이피 앤드 홀딩 게엠베하 | Sealing agent for liquid-crystal-one-drop-filling process and method for manufacturing liquid crystal display |
| WO2013038571A1 (en) * | 2011-09-15 | 2013-03-21 | Henkel Ag & Co. Kgaa | Sealant composition |
-
2017
- 2017-09-26 KR KR1020187025323A patent/KR102466030B1/en active IP Right Grant
- 2017-09-26 JP JP2017553431A patent/JP7007196B2/en active Active
- 2017-09-26 CN CN201780014067.2A patent/CN108780247A/en active Pending
- 2017-09-26 WO PCT/JP2017/034711 patent/WO2018062164A1/en active Application Filing
- 2017-09-28 TW TW106133273A patent/TWI731173B/en active
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1398279A (en) * | 2000-02-09 | 2003-02-19 | 日立化成工业株式会社 | Resin compsn. adhesives prepared therewith for bonding circuit members, and circuit boards |
| CN1666141A (en) * | 2002-06-14 | 2005-09-07 | 大日本油墨化学工业株式会社 | Photocurable composition for liquid-crystal panel sealing and liquid-crystal panel |
| CN1676564A (en) * | 2004-04-01 | 2005-10-05 | 国家淀粉及化学投资控股公司 | Method to improve high temperature cohesive strength with adhesive having multi-phase system |
| JP2006176576A (en) * | 2004-12-21 | 2006-07-06 | Dainippon Ink & Chem Inc | Photocurable composition for liquid crystal panel sealing and liquid crystal panel |
| CN101176033A (en) * | 2005-05-09 | 2008-05-07 | 积水化学工业株式会社 | Sealing material for liquid crystal dropping method, vertically conducting material, and liquid crystal display element |
| CN101676315A (en) * | 2008-06-13 | 2010-03-24 | 汉高公司 | Sealant for liquid crystal instillation technique and method for manufacturing liquid crystal dispaly |
| WO2015123824A1 (en) * | 2014-02-19 | 2015-08-27 | Ablestik (Shanghai) Ltd. | Curable resin composition for sealing liquid crystal |
Also Published As
| Publication number | Publication date |
|---|---|
| TWI731173B (en) | 2021-06-21 |
| JP7007196B2 (en) | 2022-01-24 |
| KR20190058378A (en) | 2019-05-29 |
| TW201819530A (en) | 2018-06-01 |
| WO2018062164A1 (en) | 2018-04-05 |
| KR102466030B1 (en) | 2022-11-10 |
| JPWO2018062164A1 (en) | 2019-07-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN110168441B (en) | Sealing agent for liquid crystal display element, vertical conduction material, and liquid crystal display element | |
| CN104756004B (en) | Sealant for liquid crystal dripping process, up and down conductive material and liquid crystal display cells | |
| CN107533261B (en) | Sealing material for liquid crystal display device, upper and lower conductive material and liquid crystal display element | |
| CN107636524A (en) | Sealing material for liquid crystal display device, upper and lower conductive material and liquid crystal display cells | |
| JP6539160B2 (en) | Sealant for liquid crystal display element and vertical conduction material | |
| TW201629180A (en) | Silicone particles, sealing agent for liquid crystal dropping methods, and liquid crystal display element | |
| TWI707912B (en) | Sealant for liquid crystal display element, vertical conduction material, and liquid crystal display element | |
| TWI723060B (en) | Sealant for liquid crystal display element, vertical conduction material and liquid crystal display element | |
| CN108351561A (en) | Sealing material for liquid crystal display device, upper and lower conductive material and liquid crystal display element | |
| CN108780249A (en) | Sealing material for liquid crystal display device, upper and lower conductive material and liquid crystal display element | |
| JP4909581B2 (en) | Organic EL element sealing method | |
| TW201627464A (en) | Sealing agent for liquid crystal dropping methods, vertically conducting material and liquid crystal display element | |
| TW201502259A (en) | Sealing agent for liquid crystal dropping methods, vertically conducting material, and liquid crystal display element | |
| CN107209425B (en) | Sealing material for liquid crystal display device, upper and lower conductive material and liquid crystal display element | |
| CN108780247A (en) | Sealing material for liquid crystal display device, upper and lower conductive material and liquid crystal display element | |
| CN110168442B (en) | Sealing agent for liquid crystal display element, vertical conduction material, and liquid crystal display element | |
| CN107250904A (en) | Sealing material for liquid crystal display device, up and down conductive material and liquid crystal display cells | |
| TWI746654B (en) | Sealant for liquid crystal display element, vertical conduction material, and liquid crystal display element | |
| TWI747862B (en) | Sealant for liquid crystal display element, vertical conduction material, and liquid crystal display element | |
| TW202116838A (en) | Sealing agent for liquid crystal display elements, vertical conduction material, and liquid crystal display element | |
| TW202104321A (en) | Curable resin composition, sealing agent for liquid crystal display element, vertical conductive material, and liquid crystal display element | |
| CN109564371A (en) | Polymerizable compound, sealing material for liquid crystal display device, upper and lower conductive material and liquid crystal display element | |
| CN110325904A (en) | Sealing material for liquid crystal display device, upper and lower conductive material and liquid crystal display element | |
| CN109196414A (en) | Sealing material for liquid crystal display device, upper and lower conductive material and liquid crystal display element | |
| CN107683435A (en) | Sealing material for liquid crystal display device, upper and lower conductive material and liquid crystal display cells |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20181109 |
|
| WD01 | Invention patent application deemed withdrawn after publication |