Classifications

• • 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
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
  • C09K19/00—Liquid crystal materials
  • C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
  • C09J11/02—Non-macromolecular additives
  • C09J11/06—Non-macromolecular additives organic
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J163/00—Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
• • 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

Definitions

• the present invention relates to a liquid crystal sealant and a liquid crystal display cell using the same. More specifically, the present invention relates to a liquid crystal sealing agent suitable for manufacturing a liquid crystal display cell by a liquid crystal dropping method and a liquid crystal display cell manufactured using the same.
• liquid crystal dropping method With the recent increase in the size of liquid crystal display cells, a so-called liquid crystal dropping method with higher mass productivity has become widespread as a method for manufacturing liquid crystal display cells.
• a liquid crystal display cell in which the liquid crystal is sealed is manufactured by dropping the liquid crystal inside the weir of the liquid crystal sealant formed on one substrate and then bonding the other substrate.
• the liquid crystal sealant component elutes into the liquid crystal and contaminates the display area of the liquid crystal. Therefore, there is a need for a sealing agent with low contamination from the viewpoint of improving the reliability of liquid crystal display cells.
• thermosetting method the sealant has a low viscosity when heated, so it is difficult to maintain the seal shape, and the liquid crystal is easily contaminated because the uncured liquid crystal sealant and the liquid crystal are in contact with heat. There is.
• the liquid crystal sealant used in the photocuring method there are two types, a force thione polymerization type and a radical polymerization type, depending on the type of the photopolymerization initiator.
• the cationic polymerization type liquid crystal sealant has a drawback that it is inferior in reliability because the cationic component generated during photocuring contaminates the liquid crystal and lowers the specific resistance of the liquid crystal.
• the radical polymerization type liquid crystal sealant V has a large cure shrinkage upon photocuring, there is a problem that the adhesive strength is insufficient.
• thermosetting method and the photocuring method have their respective problems, and the photothermosetting combined method is in widespread use as a practical curing system.
• the photothermal curing combined method is characterized in that a liquid crystal sealant sandwiched between substrates is first cured by light irradiation and then heated to be secondarily cured (see Patent Document 1).
• Advantages of thermosetting include significantly improved adhesive strength and moisture resistance reliability, and can be cured by thermosetting even if there is a light-shielding part.
• a cured resin used in a photothermographic combination liquid crystal sealant is a cured resin having both a thermosetting epoxy group and a photocurable (meth) attalyloyl group reactive group. It is common to use a system. As such a cured resin system, a mixed resin system of an epoxy resin and an epoxy (meth) acrylate resin, or an epoxy resin that has been partially (meth) atta loyalized is used. In addition, the cured resin system further requires a photopolymerization initiator component for photocuring the (meth) attalyloyl group and a curing agent component for thermally curing the epoxy group.
• hydrazide compounds such as adipic acid dihydrazide, sebacic acid dihydrazide, isophthalic acid dihydrazide, Amicure VDH (manufactured by Ajinomoto Finetech Co., Ltd .; dihydrazides having a valine hydantoin skeleton) are generally used.
• the hydrazide compound is suitable not only for reacting with an epoxy group but also for reacting with a (meth) atalyloyl group, so that it is suitable for curing a light-shielding part. On the other hand, it causes a change with time such as viscosity at room temperature.
• the selection of the curing agent is an important factor that greatly affects the workability of the liquid crystal sealant, such as liquid crystal contamination and pot life.
• the above hydrazides sealants using adipic acid dihydrazide, sebacic acid dihydrazide, dodecanoic acid dihydrazide, isophthalic acid dihydrazide, etc. are relatively excellent in storage stability, but longer than usual! A sealant having workability is demanded.
• the liquid crystal contamination is low, the pot life at room temperature, low temperature curability, etc.
• a liquid crystal sealant for an excellent liquid crystal dropping method.
• Patent Document 2 discloses tris (2-hydrazinocarboleethyl) isocyanate, which is a hydrazide compound related to the present invention, and is used as an epoxy resin curing agent. It is said to be useful. However, there is no mention of the possibility of being applicable to curing agents for liquid crystal sealants that are not described regarding the storage stability and curing characteristics of epoxy resin compositions. Patent Document 3 describes a curing system of epoxy resin and hydrazide curing agent! There is no mention of the possibility that polyvalent carboxylic acids can be applied to liquid crystal sealants as well as the power that has been shown to be effective as curing accelerators.
• Patent Document 1 Japanese Patent No. 2846842
• Patent Document 2 Japanese Patent Application Laid-Open No. 2002-371069
• Patent Document 3 JP-A 62-172014
• the present invention relates to a liquid crystal sealant and a liquid crystal display cell using the same, and more specifically, a liquid crystal sealant suitable for manufacturing a liquid crystal display cell by a liquid crystal dropping method and a liquid crystal manufactured using the same.
• This relates to the display cell.
• it aims to greatly improve the pot life at room temperature, and at the same time to propose a liquid crystal sealant with excellent low-temperature curability, liquid crystal contamination, coating workability, bonding properties, and adhesive strength. To do.
• the present invention relates to the following (1) to (9).
• n an integer from 1 to 6
• Hidorajidi ⁇ compound (a) is a liquid crystal sheet according to a compound represented by the following formula (3) (1) - Le agent 0
• curable resin (b) is a mixture of epoxy resin and (meth) acrylic epoxy resin.
• liquid crystal sealant according to any one of claims 1 to 3, further comprising (c) a polyvalent carboxylic acid as a curing accelerator.
• ⁇ represents an integer of 1 to 6)
• liquid crystal display cell composed of two substrates, after the liquid crystal is dropped inside the liquid crystal sealing agent weir according to any one of (1) to (7) formed on one substrate, A method of manufacturing a liquid crystal display cell, characterized in that one substrate is bonded and then cured by [0014]
• the liquid crystal sealant of the present invention is excellent in application workability and bonding property to a substrate, and has excellent adhesive strength with a long pot life, low liquid crystal contamination, and gap forming ability.
• the liquid crystal sealing agent used in the present invention contains a hydrazide compound (a) having an isocyanuric ring skeleton represented by the general formula (1) as a curing agent.
• hydrazide compounds having an isocyanuric ring skeleton can be synthesized by a conventional method such as esterification of a carboxylic acid compound having the skeleton and further reaction with hydrated hydrazine under heating.
• Specific examples of the hydrazide compound include tris (2-hydrazinocarboxylmethyl) isocyanurate (following formula (8)), tris (2-hydrazinocarboleethyl) isocynanurate (following formula (9)), A force that includes tris (2-hydrazinocarbopropyl) isocyanurate (the following formula (10)), bis (2-hydrazinocarboleethyl) isocyanurate (the following formula (11)) and the like are not particularly limited. Tris (2-hydrazinocarporuethyl) isocyanurate is commercially available from Nippon Finechem Co., Ltd. under the trade name HCIC.
• the curing agent for the liquid crystal dropping method liquid crystal sealant is such that the liquid crystal sealant starts to react uniformly and promptly without being contaminated when heated after light irradiation, and there is little change in viscosity at room temperature when used. It is important that the pot life is good.
• solid dispersion type latent thermosetting agents if the particle size is uneven and there is a large particle size, or if the dispersion is insufficient and uneven, the curing is not performed uniformly and the cause of the cell gap failure Or the liquid crystal panel is contaminated, resulting in poor display on the liquid crystal panel.
• the hydrazide compound having an isocyanuric ring skeleton used in the present invention is a product pulverized to an average particle size of 3 ⁇ m or less as measured by a laser diffraction / scattering particle size distribution analyzer. More preferably, the average particle size is 2 m or less, and the lower limit of the average particle size is about 0.1 ⁇ m. Similarly, the maximum particle size is preferably 8 ⁇ m or less, more preferably 5 m or less.
• a sealant using a hydrazide compound having an isocyanuric ring skeleton has a very good pot life at room temperature, but exhibits moderate curability even at 120 ° C. for 1 hour.
• a hydrazide compound having an isocyanuric ring skeleton has almost no solubility in liquid crystals, so the contamination of the enclosed liquid crystals is extremely low! It will be something.
• the amount of the hydrazide compound (a) having an isocyanuric ring skeleton as a curing agent is preferably 1 part by weight or more and 20 parts by weight or less with respect to 100 parts by weight of the curable resin (b).
• the curable resin of the present invention includes one or more curable resins selected from epoxy resins, (meth) acrylic epoxy resins and partial (meth) acrylic epoxy resins.
• epoxy resin a mixture of epoxy resin and (meth) acrylic epoxy resin, (meth) acrylic epoxy resin, partial (meth) acrylic epoxy resin, and so on.
• the curable resin used in the present invention preferably has low contamination and solubility in liquid crystals.
• suitable epoxy resins include bisphenol S type epoxy resin and resorcin diglycidyl ether in large quantities. And diglycidyl ether of ethylene oxide-added bisphenol S, but are not limited thereto.
• (Meta) Atalloy Roi epoxy resin partial (Meth) Atalloy Roi epoxy resin is obtained by the reaction of epoxy resin and (meth) acrylic acid.
• epoxy resin used as a raw material Although not limited, a bifunctional or higher functional epoxy resin is preferred, for example, bisphenol A type epoxy resin, bisphenol F type epoxy resin, bisphenol S type epoxy resin, phenol novolac type epoxy.
• Resin cresol novolac epoxy resin, bisphenol A novolac epoxy resin, bisphenol F novolac epoxy resin, cycloaliphatic epoxy resin, aliphatic chain epoxy resin, glycidyl ester epoxy resin Glycidylamine type epoxy resin, hydantoin type epoxy resin, isocyanurate type epoxy resin, phenol novolac type epoxy resin having triphenol methane skeleton, and other difunctional phenolic diglycidyl ether compounds, two Diglycidyl ethers of functional alcohols, and These halides, hydrogenated product and be mentioned up.
• bisphenol type epoxy resin and novolak type epoxy resin are more preferable from the viewpoint of liquid crystal contamination.
• the ratio of the epoxy group to the (meth) attaylyl group is not limited and is appropriately selected from the viewpoint of process compatibility and liquid crystal contamination.
• a monomer and Z or oligomer of (meth) acrylic acid ester may be used for controlling the reactivity and viscosity.
• Such monomers and oligomers include, for example, a reaction product of dipentaerythritol and (meth) acrylic acid, a reaction product of dipentaerythritol's force prolatatone and (meth) acrylic acid, etc. Low, not particularly limited.
• the amount used as the curable resin (b) is appropriately determined in consideration of the workability and physical properties of the obtained liquid crystal sealant, and is usually about 25 to 80% by weight in the liquid crystal sealant, preferably 25 to 75% by weight.
• a radical reaction type photopolymerization initiator is used in order to impart photocurability.
• a radical reaction type photopolymerization initiator has relatively little effect on the characteristics of liquid crystal! /, Has sensitivity near i-line (365nm) and low liquid crystal contamination! Any initiator can be used.
• radical reaction type photopolymerization initiators include benzyl dimethyl ketal, 1-hydroxycyclohexyl phenyl ketone, jetyl thioxanthone, benzophenone, 2-ethyl anthraquinone, 2-hydroxy-2 methyl propylene.
• the amount used is usually about 0.1 to about LO weight% in the liquid crystal sealant.
• the liquid crystal sealant of the present invention preferably contains a polyvalent carboxylic acid (c) as a curing accelerator.
• a polyvalent carboxylic acid include aromatic carboxylic acids such as phthalic acid, isophthalic acid, terephthalic acid, trimellitic acid, and benzophenone tetracarboxylic acid, and aliphatic carboxylic acids such as decanedioic acid and dodecanedioic acid, And polyvalent carboxylic acid having an isocyanuric ring skeleton represented by the general formula (4).
• polyvalent carboxylic acid having an isocyanuric ring skeleton represented by the general formula (4) include tris (2-carboxymethyl) isocyanurate (the following formula (12)), tris (2-carboxyl). Shetil) isocyanurate (following formula (6)), tris (2-carboxypropyl) isocyanurate (following formula (7)), and bis (2 carboxyethyl) isocyanurate (following formula (13)).
• the addition amount of the curing accelerator is preferably 0.1 parts by weight or more and 10 parts by weight or less with respect to 100 parts by weight of the curable resin (b).
• An inorganic filler may be blended in the liquid crystal sealant of the present invention for the purpose of improving adhesiveness, moisture resistance and the like.
• the inorganic filler that can be used is not particularly limited. Specifically, spherical silica, fused silica, crystalline silica, titanium oxide, titanium black, silicon carbide, silicon nitride, boron nitride, calcium carbonate, magnesium carbonate, and barium sulfate.
• Calcium sulfate my strength, talc, clay, alumina, magnesium oxide, zirconium oxide, aluminum hydroxide, magnesium hydroxide, calcium silicate, aluminum silicate, lithium aluminum silicate, zirconium silicate, barium titanate, glass fiber, Carbon fiber, disulfurium molybdenum, asbestos and the like, preferably spherical silica, fused silica, crystalline silica, titanium oxide, titanium black, silicon nitride, boron nitride, calcium carbonate, barium sulfate, calcium sulfate, my strength, Talc, Kure , Alumina, aluminum hydroxide, silicate calcium ⁇ beam, aluminum silicate. Two or more of these inorganic fillers may be used in combination.
• the average particle size of the inorganic filler used in the present invention is preferably 3 ⁇ m or less. If the average particle size is larger than 3 m, gap formation may be hindered when the upper and lower glass substrates are bonded together during liquid crystal cell manufacture. Usually the lower limit of the average particle size of inorganic fillers. It is about 01 / z m.
• the content of the inorganic filler used in the present invention in the liquid crystal sealant is usually 2 to 60% by weight, preferably 5 to 50% by weight.
• the filler content is lower than 2% by weight, the adhesion strength to the glass substrate is lowered, and the moisture resistance reliability is inferior.
• the filler content is more than 60% by weight, the filler content is too large, and there is a risk that the gap of the liquid crystal cell cannot be formed.
• an organic filler may be further added within the range without affecting the properties of the liquid crystal sealing agent.
• the organic filler include polymer beads and a core shell type rubber filler. These fillers can be used as a mixture of two or more. Also good.
• the liquid crystal sealant of the present invention preferably contains a silane coupling agent in order to improve its adhesive strength.
• silane coupling agents that can be used include 3-dallyglycidoxypropinoremethinoresimethoxymethoxysilane, 2- (3,4 epoxyepoxycyclohexylene) ethyltrimethoxysilane, N-phenyl-1- ⁇ -aminopropyl.
• Trimethoxysilane ⁇ — (2 —aminoethyl) 3 aminopropylmethyldimethoxysilane, ⁇ — (2 aminoethyl) 3-aminopropylmethyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-mercapto Propyltrimethoxysilane, vinyltrimethoxysilane, ⁇ — (2- (vinylbenzylamino) ethyl) 3-aminopropyltrimethoxysilane hydrochloride, 3-methacryloxypropyl trimethoxysilane, 3-chloropropylmethyldimethoxysilane , 3-silane mouth propyltrimethoxysilane, etc.
• Examples include pulling agents. These silane coupling agents may be used in combination of two or more. Of these, in order to obtain better adhesive strength, the silane coupling agent is preferably a silane coupling agent having an amino group. By using a silane coupling agent, an adhesive strength is improved and a liquid crystal sealant having excellent moisture resistance reliability can be obtained.
• the amount used is usually about 0.1 to 5% by weight in the liquid crystal sealant.
• the liquid crystal sealant according to the present invention may further contain an organic solvent and additives such as a pigment, a leveling agent, and an antifoaming agent, if necessary.
• liquid crystal sealant of the present invention a filler component and a thermosetting agent are first mixed with a resin component dissolved and mixed using a known mixing device such as a three-roll, sand mill, ball mill, or planetary mixer.
• the liquid crystal sealant of the present invention can be produced by mixing uniformly. In order to remove impurities after mixing is completed, it is preferable to perform filtration.
• liquid crystal cell of the present invention a pair of substrates each having a predetermined electrode formed on the substrate are arranged to face each other at a predetermined interval, the periphery is sealed with the liquid crystal sealant of the present invention, and the liquid crystal is sealed in the gap.
• the kind of liquid crystal to be sealed is not particularly limited.
• the substrate glass, quartz, plastic, silicon, etc.
• a combination having optical transparency in at least one of the forces It is composed of a second substrate cover.
• the liquid crystal sealant is weir-like on one of the pair of substrates using a dispenser or the like.
• the liquid crystal seal is irradiated with ultraviolet rays by an ultraviolet irradiator and photocured.
• the amount of ultraviolet irradiation is usually 200 mjZcm 2 to 6000 mjZcm 2 , preferably 500 mj / cm 2 to 4000 mjZcm 2 .
• the liquid crystal display cell of the present invention can be obtained by curing at 90 to 140 ° C. for 1 to 2 hours.
• the spacer include glass fiber, silica beads, and polymer beads.
• the diameter varies depending on the purpose, but is usually 2 to 8 / zm, preferably 4 to 7 m.
• the amount used is usually about 0.1 to 4 parts by weight, preferably about 0.5 to 2 parts by weight, per 100 parts by weight of the liquid crystal sealant of the present invention.
• the liquid crystal sealant of the present invention has extremely low contamination with liquid crystals throughout the manufacturing process. Workability on the substrate, adhesion, adhesion strength, pot life at room temperature, low temperature Excellent curability.
• the liquid crystal display cell of the present invention thus obtained is excellent in adhesion and moisture resistance reliability with no display failure due to liquid crystal contamination.
• Epoxy acrylate resin KAYARAD R-94220 (Nippon Kayaku Co., Ltd .; Epoxy acrylate of bisphenol F epoxy resin) 75 parts by weight, epoxy resin RE- 203 (Nippon Kayaku Co., Ltd .; epoxy) Equivalent 233gZeq, 25 parts by weight of ethylene oxide-added bisphenol S-type epoxy resin) KAYACURE RPI-4 (manufactured by Nippon Yakuhin Co., Ltd .; 2-Isocyanatoethyl methacrylate and 2-hydroxy 1- [4 -— (2-Hydroxyethoxy) phenol] 2 Reaction product with methylpropane 1-one) 5 parts by weight, silane coupling agent Silaace S-510 (manufactured by Chisso Corporation; 3-glycidoxyp mouth pill tri (Methoxysilane) 1.5 parts by weight was mixed to obtain a resin solution.
• Nanotech Alumina SPC (Chi Kasei Co., Ltd .; spherical alumina, average particle size 50 nm) as a filler 17.
• Isocyanurate finely pulverized product (manufactured by Nippon Finechem Co., Ltd .; HCIC finely pulverized by jet mill to an average particle size of 1.5 m and maximum particle size of 5 ⁇ m) 14 parts by weight, dodecanedioic acid pulverized product (Ube Industries Ltd.) Company: Dodecanedioic acid finely pulverized to a mean particle size of 1.5 m and maximum particle size of 5 ⁇ m with a jet mill) 3 parts by weight are mixed and mixed with three rolls to obtain the liquid crystal sealant of the present invention. Obtained.
• the viscosity (25 ° C) of the liquid crystal sealant was 300 Pa's (25 ° C, R-type viscometer (manufactured by Toki Sangyo Co., Ltd.)).
• Epoxy acrylate resin KAYARAD R-94220 (Nippon Kayaku Co., Ltd .; Bisphenol F epoxy acrylate resin epoxy acrylate) 75 parts by weight, Epoxy resin RE- 203 (Nippon Kayaku Co., Ltd .; epoxy equivalent 233gZeq, Ethylene oxide-added bisphenol S-type epoxy resin) 25 parts by weight, photopolymerization initiator KAYACURE RPI-4 (manufactured by Nippon Kayaku Co., Ltd .; 2-isocyanatoethyl methacrylate and 2-hydroxy 1- [4- (2-Hydroxyethoxy) phenol] Reaction product with 2 methylpropane 1-one) 5 parts by weight, silane coupling agent Silaace S-510 (manufactured by Chisso Corporation; 3-glycidoxy pill trimethoxysilane) 1.
• Example 3 [0035] Epoxy acrylate resin KAYARAD R-94220 (Nippon Kayaku Co., Ltd .; Epoxy acrylate of bisphenol F epoxy resin) 75 parts by weight, epoxy resin RE- 203 (Nippon Kayaku Co., Ltd .; epoxy) Equivalent 233gZeq, Ethylene oxide-added bisphenol S-type epoxy resin) 25 parts by weight, photopolymerization initiator KAYACURE RPI-4 (manufactured by Nippon Yakuhin Co., Ltd .; 2 isocyanatoethyl methacrylate and 2 hydroxy — (2Hydroxyethoxy) phenol] Reaction product with 2 methylpropane 1-on) 5 parts by weight, silane coupling agent Silaace S-510 (manufactured by Chisso Corporation; 3-glycidoxy pill trimethoxysilane) 1.
• Example 1 Example 2
• Example 3 Epoxy acrylate (KAYARAD R-94220) 120 120 120 Epoxy resin (RE-203) 520 270 360 Photopolymerization initiator (KAYACURE RP ⁇ 4) Not detected Not detected Not detected Curing agent (HGIG) Not detected Not detected Curing accelerator A (dodecanedioic acid) 70 — One Curing accelerator B (CIC acid) — 4-Curing accelerator C (G3-CIG acid) 1 1 22
• a liquid crystal sealant (0.5 g) was put in a sample bottle and liquid crystal (MLC-6866-100) lg was prepared, and then placed in a 120 ° C oven for 1 hour. Immediately after taking out from the oven, the sample bottle strength liquid crystal was taken out and the elution amount (ppm) of the sealant component was quantified by gas chromatography. The results are shown in Table 2.
• Example 1 Example 2
• Example 3 Epoxy acrylate (KAYARAD R-94220) 4500 3400 3000 Epoxy resin (RE-203) 1600 800 1100 Photopolymerization initiator (KAYACURE RP ⁇ 4) Not detected Not detected Not detected Curing agent (HCIC) Not detected Not detected Not detected Curing accelerator A (Dodecanedioic acid) 180-Curing accelerator B (CIC acid) 1 4
• Curing accelerator C (C3-CIC acid)
• the sealing agents of the examples according to the present invention have low liquid crystal contamination, excellent adhesion, and little change in viscosity. It is a sealant with good workability.
• the polyvalent carboxylic acid having an isocyanuric ring skeleton used in Examples 2 and 3 is less likely to elute into the liquid crystal and is less contaminated, so that the obtained panel has excellent reliability.

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