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
• • 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
  • G02F1/1341—Filling or closing of cells

Definitions

• Sealant for display element vertical conduction material, and display element
• the present invention relates to a sealant for a display element, which has excellent adhesiveness even when exposed to a high temperature and high humidity environment.
• the present invention also relates to a cured product of the display element sealant, as well as a vertical conduction material and a display element using the display element sealant.
• liquid crystal display devices In recent years, liquid crystal display devices, organic semiconductor display devices, and the like have been widely used as display devices having characteristics such as thinness, light weight, and low power consumption.
• the liquid crystal, the light emitting layer, etc. are usually sealed with a sealing agent made of a curable resin composition.
• liquid crystal display element As a liquid crystal display element, from the viewpoints of shortening the tact time and optimizing the amount of liquid crystal used, a liquid crystal display using a curable sealant combined with light and heat as disclosed in Patent Documents 1 and 2 is used. A device is disclosed.
• the display element has a high reliability of 1 2 1 ° ⁇ when driven in a high temperature and high humidity environment.
• 2 3 1 The performance corresponding to the Pretz Shark Tuker test ( ⁇ 3) is also required.
• the sealing agent is excellent even when exposed to high temperature and high humidity environments. ⁇ 0 2020/175443 2 ⁇ (: 170? 2020 /007375
• Patent Document 1 Japanese Patent Laid-Open No. 20 01 _ 1 3 3 7 9 4
• Patent Document 2 Japanese Patent Application Laid-Open No. 5-2995 087
• the present invention is a sealant for a display device containing a curable resin and a polymerization initiator and/or a thermosetting agent, wherein the cured product has an initial adhesive strength to a polyimide at 25 ° of 2 °. . And the cured product is 1 2 1 ° ⁇ , 100% [3 ⁇ 4 1 ⁇ 1, It is a sealant for display elements, which has an adhesive strength to the polyimide at 25° of the cured product after standing for 24 hours in the environment of 60% or more of the initial adhesive strength to the polyimide. ..
• the present inventor has made the initial adhesion of the cured product at 25° ⁇ to the polyimide to be a specific value or more, and is 1 2 1 ° ⁇ , 100% [3 ⁇ 4 ! It was examined that the adhesive strength of the cured product at 25° after standing for 24 hours in the above environment to the polyimide at a certain degree is equal to or higher than a specific ratio with respect to the initial adhesive strength to the above-mentioned polyimide. As a result, they have found that a sealant for a display element having excellent adhesiveness can be obtained even when exposed to a high temperature and high humidity environment, and have completed the present invention.
• the sealant for a display element of the present invention is excellent. ⁇ 02020/175443 3 ⁇ (: 170? 2020 /007375
• the effect of having excellent adhesiveness is particularly remarkable when the sealant for a display element of the present invention is arranged on the alignment film of a liquid crystal display element.
• the display element sealant of the present invention has a lower limit of the initial adhesive strength (hereinafter, simply referred to as "initial adhesive strength to polyimide") to the polyimide at 25 ° C of the cured product of 2.0. Is.
• the preferred lower limit of initial adhesion to the above polyimide is 2.
• a more preferable lower limit is 2.
• the initial adhesive strength to the above-mentioned polyimide can be measured by the following method.
• a sealant is applied to one of two substrates (hereinafter also referred to as “polyimide substrate”) obtained by applying a polyimide solution with a film thickness of about 100 mm to the substrate and processing it. Dot so that the diameter when bonding the substrates is 3.
• the polyimide substrate on which the sealant has been spotted and the other polyimide substrate are bonded together in a cross shape with the sealant interposed. Then, using a metal halide lamp, etc., irradiate 1 ⁇ / ⁇ 2 light for 30 seconds, then heat at 120 ° ⁇ for 1 hour to cure the sealant and obtain a test piece.
• About the obtained test piece in the environment of 25 ° ⁇ , using the chucks arranged above and below By performing a tensile test under the conditions of 360°, it is possible to measure the initial adhesive strength to polyimide.
• the sealant for a display element of the present invention is a cured product of 1 21 0 ° , 100% [3 ⁇ 4 1 to 1, 23 I
• the adhesive strength of the cured product to the polyimide at 25° ⁇ after standing for 24 hours in the above environment (hereinafter, also referred to as "adhesion strength to the polyimide after ⁇ 24 II") is the initial value for the above-mentioned polyimide. It is 60% or more of the adhesive strength.
• the adhesive strength to the polyimide after ⁇ T24 h is preferably 70% or more, more preferably 80% or more of the initial adhesive strength to the polyimide. ⁇ 02020/175443 4 ⁇ (: 170? 2020 /007375
• the adhesive strength to the polyimide after the above-mentioned step 24 can be measured by the following method.
• the initial adhesive force with respect to the above-mentioned polyimide and the adhesive force with respect to the above-mentioned polyimide after the above-mentioned 24 are selected with respect to the curable resin and the polymerization initiator and/or the thermosetting agent, which will be described later. And, by adjusting the content ratio, the above range can be obtained.
• the display element sealing agent of the present invention contains a curable resin.
• the curable resin contains an ester compound, and for the curable resin component contained in the curable resin, the molecular weight of the curable resin component is IV!, and the number of ester functional groups in one molecule of the curable resin component is When 1 ⁇ 1, it is preferable that the weight average value of the ester functional group concentration represented by the following formula (I) in the whole curable resin is 20% or less.
• the curable resin component has many ester functional groups, hydrolysis easily occurs in a high temperature and high humidity environment.By setting the weight average value of the ester functional group concentration in the curable resin as a whole to 20% or less, Hydrolysis can be reduced, and it becomes easy to set the adhesive force to the polyimide after ⁇ 3-24 above in the above range.
• the display element sealing agent of the present invention contains a thermosetting agent described later, the curable resin contains an epoxy compound, and the active hydrogen equivalent of the thermosetting agent is X, and the above curing is performed.
• the content of the thermosetting agent is 100 parts by weight relative to 100 parts by weight of the thermosetting resin (the number of active hydrogen in the thermosetting agent that contributes to the reaction between the thermosetting agent and the epoxy compound, ⁇ 0 2020/175 443 5 ⁇ (: 170? 2020 /007375
• the number of epoxy groups of the epoxy compound that contributes to the reaction is the same), and the apparent epoxy equivalent of the entire curable resin represented by the following formula () is preferably 700 or more.
• the sealant for a display element of the present invention contains a thermosetting agent described below, and the curable resin contains an ester compound and an epoxy compound, and is an ester represented by the above formula (). It is preferable that the weight average value of the functional group concentration in the entire curable resin is 20% or less, and the apparent epoxy equivalent of the entire curable resin represented by the above formula (II) is 700 or more. .. The weight average value of the ester functional group concentration in the entire curable resin is set to 20% or less, and the apparent epoxy equivalent of the entire curable resin is set to 700 or more. It becomes easier to set the adhesion to the polyimide within the above range.
• the ester compound and the epoxy compound may be the same compound, that is, an epoxy compound having an ester functional group.
• the curable resin preferably contains a compound having a polymerizable functional group and a flexible skeleton (hereinafter, also referred to as "curable resin having a soft skeleton").
• curable resin having a soft skeleton By containing the curable resin having the soft skeleton, it becomes easy to set the initial adhesive force to the polyimide within the above range.
• the resulting sealant for a display element tends to be inferior in wet heat resistance of the cured product. Therefore, by controlling the weight average value of the above-mentioned ester functional group concentration in the entire curable resin and the apparent epoxy equivalent of the entire curable resin to fall within the above-mentioned ranges, respectively, deterioration of the moist heat resistance is suppressed. be able to.
• Examples of the polymerizable functional group include (meth)acryloyl group and epoxy group. ⁇ 0 2020/175 443 6 ⁇ (: 170? 2020 /007375
• the curable resin having the flexible skeleton preferably has two or more polymerizable functional groups in one molecule.
• (meth)acryloyl means acryloyl or methacryloyl.
• Examples of the flexible skeleton include a rubber structure, a ring-opening structure of a cyclic lactone, and an alkylene oxide structure. Of these, a rubber structure is preferable. By using the curable resin having such a flexible skeleton, it becomes easier to set the initial adhesive force to the polyimide within the above range.
• the rubber structure is preferably a structure having an unsaturated bond in the main chain or a structure having a polysiloxane structure in the main chain.
• Examples of the structure having an unsaturated bond in the main chain include a structure having a skeleton formed by polymerization of conjugated gen in the main chain.
• Examples of the skeleton formed by polymerization of the conjugated gen include acrylonitrile-butadiene skeleton, polybutadiene skeleton, polyisoprene skeleton, styrene-butadiene skeleton, polyisoptyrene skeleton, and polychloroprene skeleton.
• the rubber structure is acrylonitrile-butane skeleton.
• a structure having a gen skeleton or a polybutadiene skeleton is preferable.
• Examples of the cyclic lactone include, for example, aoundecalactone, Caprolacton, Ardecalactone, £7-Dodecalactone, Arnonanolactone, ⁇ -Heptanolactone, A_valerolactone, £7-Valerolactone, /3-Putyrolactone, Arbutyrolactone, /3-Propiolactone , Monohexanolactone, 7-butyl-2-oxepanone and the like.
• the number of carbon atoms in the straight chain portion of the main skeleton is 5 to 7 when the ring is opened.
• alkylene oxide structure examples include an ethylene oxide structure, a propylene oxide structure, and a butylene oxide structure.
• the preferred lower limit of the molecular weight of the curable resin having a flexible skeleton is 100, and the preferred upper limit is 100,000.
• the molecular weight of the curable resin having the flexible skeleton is within this range. ⁇ 0 2020/175 443 7 ⁇ (: 170? 2020 /007375
• the more preferable lower limit of the molecular weight of the curable resin having a flexible skeleton is 200, and the more preferable upper limit thereof is 50,000.
• the above-mentioned “molecular weight” is a molecular weight obtained from the structural formula for a compound having a specified molecular structure, but for a compound having a wide distribution of the degree of polymerization and a compound having an unspecified modification site, , It may be expressed using the weight average molecular weight.
• the above-mentioned “heavy weight average molecular weight” is a value calculated by polystyrene conversion by performing measurement with tetrahydrofuran as a solvent by Gelpa_Mie_Syon Chromatography ( ⁇ ). Examples of the column used when measuring the weight average molecular weight in terms of polystyrene by XX include 306 father 1_-804 (manufactured by Showa Denko KK) and the like.
• curable resin having a flexible skeleton examples include: Modified epoxy (meth)acrylate, terminal amino group-containing butadiene-acrylonitryl (Hatchomi 1 ⁇ 1) Modified epoxy (meth)acrylate, terminal carboxyl group-containing butadiene-acrylonitrile ( ⁇ Chome 1 ⁇ 1) Modified epoxy (meth) Acrylate, (meth) Acrylic-modified isoprene rubber, (meth) Acrylic-modified butadiene rubber, (meth) Acrylic-modified silicone rubber, Caprolactone-modified bisphenol octa-type epoxy (meth) acrylate, Caprolactone-modified bisphenol-type epoxy (meth) acrylate , Caprolactone modified bisphenol epoxy type (meth)acrylate, ethylene oxide modified bisphenol octa type epoxy (meth)acrylate, ethylene oxide modified bisphenol type epoxy (meth)acrylate, ethylene oxide modified bisphenol Epoxy (meth) acrylate, propylene oxide-
• the curable resin having a flexible skeleton may be used alone or in combination of two or more kinds.
• the “(meth)acrylate” means acrylate or methacrylate
• the “epoxy (meth)acrylate” means that all epoxy groups in an epoxy compound are reacted with (meth)acrylic acid. Represents a compound that has been allowed to react.
• the curable resin may contain a curable resin other than the curable resin having the flexible skeleton.
• the preferable lower limit of the content of the curable resin having the flexible skeleton in 100 parts by weight of the curable resin is 5 parts by weight, and the preferable upper limit thereof is 70 parts by weight. Parts by weight.
• the content of the curable resin having the flexible skeleton is within this range, it becomes easier to set the initial adhesive force to the polyimide within the above range.
• the more preferable lower limit of the content of the curable resin having a flexible skeleton is 10 parts by weight, and the more preferable upper limit thereof is 50 parts by weight.
• Examples of the other curable resin include other epoxy compounds having no flexible skeleton, and other (meth)acrylic compounds having no flexible skeleton.
• the “(meth)acrylic” means acrylic or methacrylic
• the “(meth)acrylic compound” means (meth)acrylic. ⁇ 0 2020/175 443 9 ⁇ (: 170? 2020 /007375
• Examples of the above-mentioned other epoxy compounds include bisphenol octapoxy resin, bisphenol epoxy resin, bisphenol epoxy resin, bisphenol 3 epoxy resin, 2,2,2-diallyl bisphenol octapoxy resin, Hydrogenated Bisphenol Epoxy Resin, Resorcinol Epoxy Resin, Biphenyl Epoxy Resin, Sulfide Epoxy Resin, Diphenyl Ether Epoxy Resin, Dicyclopentagen Epoxy Resin, Naphtalene Epoxy Resin, Phenol Novolac Epoxy Resin , Orthocresol novolac type epoxy resin, dicyclopentagen novolak type epoxy resin, biphenyl novolak type epoxy resin, naphthalenephenol novolak type epoxy resin, glycidyl amine type epoxy resin, glycidyl ester compound and the like.
• the curable resin may contain, as the other epoxy compound, a compound having an epoxy group and a (meth)acryloyl group in one molecule.
• a compound having an epoxy group and a (meth)acryloyl group in one molecule examples include, for example, a partial (meth)acryl-modified epoxy resin obtained by reacting a partial epoxy group of an epoxy compound having two or more epoxy groups in one molecule with (meth)acrylic acid. Etc.
• the other (meth)acrylic compound a polyfunctional (meth)acrylic compound having two or more (meth)acryloyl groups in one molecule is preferable.
• epoxy (meth)acrylate _ is preferable.
• Examples of the above-mentioned epoxy (meth)acrylate include those obtained by reacting an epoxy compound and (meth)acrylic acid in the presence of a basic catalyst according to a conventional method.
• Examples of the epoxy compound that is a raw material for synthesizing the epoxy (meth)acrylate include the same as the above-mentioned other epoxy compounds.
• the above curable resins may be used alone or in combination of two or more. ⁇ 0 2020/175 443 10 ⁇ (: 170? 2020 /007375
• the sealant for a display element of the present invention has a content ratio of (meth)acryloyl group in the total of (meth)acryloyl group and epoxy group in the curable resin of 50 mol% or more and 95 mol% or more. The following is preferable.
• the sealant for a display element of the present invention contains a polymerization initiator and/or a thermosetting agent.
• the polymerization initiator include a photo-radical polymerization initiator that generates radicals by irradiation with light, and a heating agent.
• Thermal radical polymerization initiators that generate radicals by the above are mentioned.
• the photoradical polymerization initiator contains at least one of an oxime ester compound and a thioxanthone compound.
• thioxanthone compound means a compound having a thioxanthonyl group
• thioxanthonyl group means a 9-oxo-91-1-thioxanthenyl group
• Examples of the oxime ester compound include 1-(4-(phenylthio)phenyl) _ 1,2-octanedione 2-( ⁇ -benzoyloxime),
• acetyl-1 - (6- (2-methyl-base Nzoiru) _ 9-ethyl-9 1-1 _ carbazol over 3-yl) ethanone oxime, include compounds represented by the following formula (1).
• the thioxanthone compound preferably has a thioxanthonyl group at the end of the main chain. ⁇ 0 2020/175 443 1 1 ⁇ (: 170? 2020 /007375
• the thioxanthone compound preferably has three or more thioxanthony groups in one molecule.
• the obtained sealing agent for a display device is more excellent in deep-curing property with respect to long wavelength light.
• thioxanthone compound specifically, at least one of the compound represented by the following formula (2-1) and the compound represented by the following formula (2 — 2) is preferable.
• n 1 to 10 (average value).
• Examples of the photo-radical polymerization initiator other than the oxime ester compound and the thioxanthone compound include, for example, benzophenone compounds, acetophenone compounds, acylphosphine oxide compounds, titanocene compounds, and benzoin ether compounds.
• radical photopolymerization initiator examples include 1-hydroxyl ⁇ 0 2020/175443 12 (: 170? 2020/007375
• the above photo-radical polymerization initiator may be used alone or in combination of two or more kinds.
• thermal radical polymerization initiator examples include those containing an azo compound, an organic peroxide, or the like.
• an initiator composed of an azo compound hereinafter also referred to as “azo initiator”
• an initiator composed of a high molecular azo compound hereinafter referred to as “polymer azo initiator”.
• polymer azo initiator an initiator composed of a high molecular azo compound
• polymer azo compound is a compound having an azo group and generating a radical capable of curing a (meth)acryloyl group by heat, having a number average molecular weight of 300 or more.
• the preferred lower limit of the number average molecular weight of the above-mentioned polymer azo compound is 100,000, and the preferred upper limit thereof is 300,000.
• the more preferable lower limit of the number average molecular weight of the polymer azo compound is 500, the more preferable upper limit is 100,000, the still more preferable lower limit is 10,000, and the still more preferable upper limit is 90,000.
• the number average molecular weight is the gel permeation chromatography. ⁇ 0 2020/175443 13 ⁇ (: 170? 2020 /007375
• Examples of the high molecular weight azo compound include compounds having a structure in which a plurality of units such as polyalkylene oxide and polydimethylsiloxane are bonded via an azo group.
• the high molecular weight azo compound having a structure in which a plurality of units such as polyalkylene oxide are bonded via the azo group those having a polyethylene oxide structure are preferable.
• polymer azo compound examples include polycondensates of 4,4'-azobis(4-cyanopentanoic acid) and polyalkylene glycol, and 4,4'-azobis(4-cyanopentanoic acid) and terminal Examples thereof include polycondensates of polydimethylsiloxane having an amino group.
• polymeric azo initiators those commercially available include, for example, Mitsu-0 201, V 9 o-0 4 0 ] % V ?£-0 6 0 1, V? 3-0 5 0 1, V 3 _ 1001 (both manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) and the like.
• non-polymeric azo initiators include V-655 and V-501 (both manufactured by FUJIFILM Wako Pure Chemical Industries, Ltd.).
• organic peroxide examples include ketone peroxide, peroxyketal, hydroperoxide, dialkyl peroxide, peroxy ester, diacyl peroxide, peroxydicarbonate and the like. ..
• the thermal radical polymerization initiator may be used alone or in combination of two or more kinds.
• a preferable lower limit is 0.01 part by weight, and a preferable upper limit is 10 part by weight, relative to 100 parts by weight of the curable resin.
• the content of the above-mentioned polymerization initiator is within this range, the resulting sealant for a display element is protected.
• the more preferable lower limit of the content of the polymerization initiator is 0.1 part by weight, and the more preferable upper limit thereof is 5 parts by weight.
• thermosetting agent examples include organic acid hydrazides, polyvalent phenol compounds, and acid anhydrides. Of these, organic acid hydrazides are preferably used.
• organic acid hydrazide examples include 1,3-bis(hydrazinocarboethyl)-l-isopropylhydantoin, sebacic acid dihydrazide, isophthalic acid dihydrazide, adipic acid dihydrazide, malonic acid dihydrazide and the like.
• organic acid hydrazides examples include organic acid hydrazides manufactured by Otsuka Chemical Co., Ltd., and organic acid hydrazides manufactured by Ajinomoto Fine-Techno Co., Inc.
• Examples of the organic acid hydrazide manufactured by Otsuka Chemical Co., Ltd. include, for example, 30 8 0 1 to 1, IV! 0 1 to 1 and the like.
• Examples of the organic acid hydrazides manufactured by Ajinomoto Fine-Techno Co., Inc. include Amicure Amicure ⁇ 0 (!-", Amicure II 0 1 to 1 and the like.
• thermosetting agents may be used alone or in combination of two or more kinds.
• thermosetting agent With respect to the content of the thermosetting agent, a preferable lower limit is 1 part by weight and a preferable upper limit is 4.5 parts by weight with respect to 100 parts by weight of the curable resin.
• a preferable lower limit is 1 part by weight and a preferable upper limit is 4.5 parts by weight with respect to 100 parts by weight of the curable resin.
• the thermosetting property can be improved without deteriorating the coating property, water absorbability and the like of the obtained sealant for a display element.
• the more preferable lower limit of the content of the thermosetting agent is 2 parts by weight, and the more preferable upper limit thereof is 3.5 parts by weight.
• the sealant for a display element of the present invention contains a filler for the purpose of improving the viscosity, further improving the adhesiveness due to the stress dispersion effect, improving the linear expansion coefficient, and improving the moisture resistance of the cured product.
• a filler for the purpose of improving the viscosity, further improving the adhesiveness due to the stress dispersion effect, improving the linear expansion coefficient, and improving the moisture resistance of the cured product.
• an inorganic filler or an organic filler can be used. ⁇ 0 2020/175 443 15 ⁇ (: 170? 2020 /007375
• examples of the inorganic filler include silica, talc, glass beads, asbestos, gypsum, diatomaceous earth, smectite, bentonite, montmorillonite, sericite, activated clay, alumina, zinc oxide, iron oxide, magnesium oxide, tin oxide.
• examples include titanium oxide, calcium carbonate, magnesium carbonate, magnesium hydroxide, aluminum hydroxide, aluminum nitride, silicon nitride, barium sulfate, and calcium silicate.
• organic filler examples include polyester fine particles, polyurethane fine particles, vinyl polymer fine particles, acrylic polymer fine particles, and the like.
• the above fillers may be used alone or in combination of two or more.
• the content of the above-mentioned filler has a preferable lower limit of 10 parts by weight and a preferable upper limit of 80 parts by weight.
• the adhesiveness and the like can be improved without deteriorating the coating property and the like of the obtained display element sealing agent.
• the more preferable lower limit of the content of the filler is 30 parts by weight, and the more preferable upper limit thereof is 60 parts by weight.
• the display element sealing agent of the present invention preferably contains a silane coupling agent.
• the above-mentioned silane coupling agent mainly has a role as an adhesion aid for favorably adhering the sealant to the substrate and the like.
• silane coupling agent for example, 3-aminopropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-isocyanatopropyltrimethoxysilane and the like are preferably used. These are excellent in the effect of improving the adhesiveness to the substrate, etc., and when the obtained display element sealing agent is used as a liquid crystal display element sealing agent, the curable resin can be prevented from flowing out into the liquid crystal. it can.
• the above silane coupling agents may be used alone or in combination of two or more.
• the preferable lower limit of the content of the coating agent is 0.1 part by weight, and the preferable upper limit is 10 part by weight.
• the content of the silane coupling agent is within this range, when the obtained display element sealing agent is used as a liquid crystal display element sealing agent, the occurrence of liquid crystal contamination is suppressed and the adhesiveness is improved. The effect will be superior.
• the more preferable lower limit of the content of the silane coupling agent is 0.3 part by weight, and the more preferable upper limit thereof is 5 parts by weight.
• the display element sealant of the present invention may contain a light shielding agent.
• the display element sealing agent of the present invention can be suitably used as a light-shielding sealing agent.
• Examples of the light-shielding agent include iron oxide, titanium black, aniline black, cyanine black, fullerene, carbon black, and resin-coated carbon black. Of these, titanium black is preferable.
• the titanium black is Compared with the average transmittance for the light below, it is a substance with higher transmittance near the ultraviolet region, especially for light with a wavelength of 370 n or more and 450 n or less! That is, the titanium black has a property of imparting a light-shielding property to the sealant for a display device of the present invention by sufficiently shielding light having a wavelength in the visible light region, while transmitting light having a wavelength in the ultraviolet region. It is a light-shielding agent. Therefore, as the above-mentioned polymerization initiator, the wavelength at which the transmittance of the above-mentioned titanium black becomes high (370 n or more, 450 nm or more).
• the photocurability of the sealant for a display device of the present invention can be further increased.
• a substance having a high insulating property is preferable, and titanium black is also suitable as a light blocking agent having a high insulating property.
• the titanium black preferably has an optical density (value ⁇ ) per unit of 3 or more, more preferably 4 or more.
• the surface is treated with an organic component such as a coupling agent, or the surface is coated with an inorganic component such as silicon oxide, titanium oxide, germanium oxide, aluminum oxide, zirconium oxide, or magnesium oxide. It is also possible to use surface-treated titanium black. Among them, those treated with an organic component are preferable in that the insulating property can be further improved.
• liquid crystal display element manufactured by using the sealant for a display element of the present invention containing the above-mentioned titanium black as a light shielding agent has a sufficient light shielding property, it does not leak light and has a local contrast.
• a liquid crystal display device having excellent image display quality can be realized.
• titanium blacks examples include titanium black manufactured by Mitsubishi Materials and titanium black manufactured by Ako Kasei.
• titanium black manufactured by Mitsubishi Materials for example, 1 2 3, 1 3 IV!, 1 4 IV!- ⁇ and so on.
• titanium black manufactured by Ako Kasei Co., Ltd. examples include Tirakuro.
• the above titanium black preferred lower limit of the specific surface area is 1 3 0 ⁇ / 9
• a preferred upper limit is 3 0_Rei ⁇ / 9
• more preferred lower limit is 1 5 01 2/9
• a more preferred upper limit is 2 5 01 it is a 2/9.
• the preferable lower limit of the volume resistance of the titanium black is 0.50 ⁇ .
• the preferred upper limit is A more preferable lower limit is A more preferred upper limit is 2.5 ⁇ .- ⁇ !
• the primary particle size of the light-shielding agent is not particularly limited as long as it is equal to or less than the distance between the substrates of the liquid crystal display element, but a preferable lower limit is 11 ⁇ 111, and a preferable upper limit is 500 000!. By setting the primary particle size of the light-shielding agent within this range, the light-shielding property can be improved without deteriorating the coating property of the resulting display element sealant.
• the more preferable lower limit of the primary particle size of the above light-shielding agent is 5 n
• a more preferable upper limit is 200.01, and a further preferable lower limit is 10. ⁇ 1, more preferable
• the upper limit is 100 nm.
• the primary particle size of the above-mentioned light-shielding agent can be measured by dispersing the above-mentioned light-shielding agent in a solvent (water, organic solvent, etc.) using NICOMP 380 ZLS (manufactured by PAR TICLE S I Z I N G S Y S TEMS).
• the preferable lower limit of the content of the light-shielding agent in 100 parts by weight of the display element sealant of the present invention is 5 parts by weight, and the preferable upper limit is 80 parts by weight.
• the content of the above-mentioned light-shielding agent is in this range, the effect of improving the light-shielding property is further exhibited without lowering the adhesiveness, the strength after curing, and the drawing property of the obtained sealant for a display element. it can.
• the more preferable lower limit of the content of the light-shielding agent is 10 parts by weight, the more preferable upper limit is 70 parts by weight, the still more preferable lower limit is 30 parts by weight, and the still more preferable upper limit is 60 parts by weight.
• the sealant for a display device of the present invention further comprises, if necessary, a stress relaxation agent, a reactive diluent, a thixotropic agent, a spacer _, a curing accelerator, a defoaming agent, and a leveling agent.
• a stress relaxation agent such as a ring agent and a polymerization inhibitor.
• a mixer is used, and a curable resin, a polymerization initiator and/or a thermosetting agent, and a silane cup which is optionally added.
• a method of mixing with an additive such as a ring agent examples include a homodisper, a homomixer, a universal mixer, a planetary mixer, a kneader, and a three-necked mixer.
• a vertical conduction material By mixing the conductive fine particles with the display element sealant of the present invention, a vertical conduction material can be manufactured. Such a vertical conduction material containing the display element sealing agent of the present invention and the conductive fine particles is also one aspect of the present invention.
• conductive fine particles metal balls, resin fine particles having a conductive metal layer formed on their surfaces, and the like can be used.
• a resin fine particle having a conductive metal layer formed on the surface thereof is preferable because conductive connection can be made without damaging a transparent substrate or the like due to the excellent elasticity of the resin fine particle.
• the cured product of the display element sealing agent of the present invention is also one aspect of the present invention.
• the cured product of the sealant for a display element of the present invention or the cured product of the vertical conduction material of the present invention ⁇ 0 2020/175 443 19 (: 170? 2020 /007375
• the display element which it has is also one of the present invention.
• the display element sealant of the present invention is preferably used as a liquid crystal display element sealant.
• the display element sealant of the present invention can be preferably used for manufacturing a liquid crystal display element by a liquid crystal dropping method.
• Examples of the method for producing a liquid crystal display element as the display element of the present invention by the liquid crystal dropping method include the following methods.
• fine droplets of liquid crystal are dropped and applied on the entire surface of the frame of the seal pattern, and another substrate is immediately superposed.
• a liquid crystal display device is obtained by a method of irradiating the seal pattern portion with light such as ultraviolet rays to temporarily harden the sealant, and heating the temporarily cured sealant to permanently cure it.
• a sealant for a display element which has excellent adhesiveness even when exposed to a high temperature and high humidity environment. Further, according to the present invention, it is possible to provide a cured product of the display element sealant, and a vertical conduction material and a display element using the display element sealant.
• One of the two substrates obtained by applying and processing the polyimide solution at the film thickness, the resulting display element sealant with a diameter when bonded to the substrate 3 I punctured it so that The polyimide substrate on which the sealant was spotted and the other polyimide substrate were attached in a cross shape via the sealant.
• An adhesive test piece was obtained by irradiating with ultraviolet rays of 2 and then heating at 120 ° for 60 minutes. The obtained adhesive test pieces were subjected to a tensile test under the conditions of 01 01/360 in the upper and lower chucks in an environment of 25 ° ⁇ to show the initial adhesive strength to the polyimide. It was measured. Tables 1 and 2 show the measurement results of the initial adhesive strength to the polyimide.
• Polyimide resin was applied to a glass substrate with a thin film by spin coating, prebaked at 80 °C, and baked at 230 °C to prepare a substrate with an alignment film.
• a polyimide resin 7 4 9 2 manufactured by Nissan Kagaku Co., Ltd.
• 1 part by weight of a silica spacer was added to 100 parts by weight of the sealant for each display element obtained in Examples and Comparative Examples. Evenly dispersed ⁇ 0 2020/175 443 21 ⁇ (: 170? 2020 /007375
• the syringe for filling was filled, and the defoaming treatment was performed again.
• a silica spacer 3 Ichi 105 (manufactured by Sekisui Chemical Co., Ltd.) was used, and as a dispensing syringe, 311 110 Mi (Musashi Engineering Co., Ltd.) was used.
• a display element sealing agent was applied on the alignment film of the substrate with the alignment film so as to draw a frame.
• 3 1 to 10 chome 1 ⁇ /1 8 3 chome 300 (manufactured by Musashi Engineering Co., Ltd.) was used.
• a small droplet of the liquid crystal was applied by dropping in the frame of the display element sealant using a liquid crystal dropping device.
• 1 ⁇ 1 Another substrate with an alignment film is laminated on the substrate with an alignment film coated with liquid crystal by a sealing agent for display elements, and the two substrates are placed under a reduced pressure of 53 with a vacuum bonding device. The cells were pasted together to obtain a cell.
• As the 1 ⁇ 1 liquid crystal "011500 0 1 1_8 (manufactured by Chisso Corporation) was used.
• a metal halide lamp was applied to the obtained cell for 300 0 0. After irradiating with ultraviolet rays of "/", the sealing material for display element was cured by heating at 120 ° for 60 minutes to prepare a liquid crystal display element.
• the liquid crystal display device thus obtained was placed under the condition of 1 hour for 24 hours (1 2 1 °
• the present invention it is possible to provide a sealant for a display element, which has excellent adhesiveness even when exposed to a high temperature and high humidity environment.
• the display It is possible to provide a cured product of a sealing agent for elements (: 17 2020/007375 24), a vertically conductive material and a display element using the sealing agent for display elements.

Landscapes

• Physics & Mathematics (AREA)
• Nonlinear Science (AREA)
• Chemical & Material Sciences (AREA)
• Optics & Photonics (AREA)
• Crystallography & Structural Chemistry (AREA)
• General Physics & Mathematics (AREA)
• Mathematical Physics (AREA)
• Engineering & Computer Science (AREA)
• Materials Engineering (AREA)
• Organic Chemistry (AREA)
• Liquid Crystal (AREA)
• Sealing Material Composition (AREA)
• Devices For Indicating Variable Information By Combining Individual Elements (AREA)

Priority Applications (3)

Applications Claiming Priority (2)

Publications (1)

Family

ID=72238355

Family Applications (1)

Country Status (5)

Families Citing this family (1)

Citations (6)

Family Cites Families (3)

• 2020
  • 2020-02-25 TW TW109106083A patent/TWI843812B/zh active
  • 2020-02-25 CN CN202080006255.2A patent/CN113168057B/zh active Active
  • 2020-02-25 KR KR1020217009900A patent/KR20210129029A/ko not_active Application Discontinuation
  • 2020-02-25 JP JP2020514639A patent/JP6783972B1/ja active Active
  • 2020-02-25 WO PCT/JP2020/007375 patent/WO2020175443A1/ja active Application Filing
  • 2020-10-19 JP JP2020175456A patent/JP2021015286A/ja active Pending

Patent Citations (6)

Also Published As

Similar Documents

Legal Events