JP6986756B2 - Sealing agent composition for liquid crystal display elements - Google Patents

Description

The present invention relates to a sealant composition for a liquid crystal display element containing a curable compound, a photopolymerization initiator and zirconium nitride.

In the manufacture of a liquid crystal display device such as a liquid crystal panel, for example, a sealant composition for a liquid crystal display element is applied to the outer periphery of either of the two substrates constituting the liquid crystal panel, and a predetermined amount is applied on either of the substrates. A liquid crystal dripping method is used in which liquid crystal is filled between the substrates by dropping the liquid crystal of the above, and then the two substrates are bonded together under vacuum and then returned to atmospheric pressure to cure the sealant composition for a liquid crystal display element. It is widespread.

In the liquid crystal dripping method, a sealant is applied in a frame shape to one of the two substrates to form a frame seal, the liquid crystal is dropped on one of the substrates, and both substrates are bonded together under vacuum to generate active energy. The sealant composition for a liquid crystal display element is photocured by irradiation with light. At present, the sealant composition for a liquid crystal display element is subsequently thermally cured, and the sealant composition for a liquid crystal display element is a composition that is cured by light and heat.

In a liquid crystal display, a black matrix is formed to prevent light leakage. However, since the sealant composition for a liquid crystal display element is applied to the outer periphery of the substrate, the sealant composition for a liquid crystal display element does not have a light-shielding property, so that the sealant composition for a liquid crystal display element is used for the backlight. Light leaks and the display quality is impaired. Further, in recent liquid crystal displays, it is required to have high definition, high brightness and narrow frame, and the above problems are further promoted.

To solve such a problem, Patent Document 1 describes a light-shielding sealant for a liquid crystal display element, which contains titanium black in order to impart light-shielding properties to the sealant composition for a liquid crystal display element. However, the light transmittance of titanium black has a peak of light transmission at 450 to 500 nm, and it is necessary to include a large amount in the sealant in order to sufficiently block visible light, and as a result, photocuring It was a hindrance to.

Japanese Unexamined Patent Publication No. 2005-292801

Therefore, there has been a demand for a sealant composition for a liquid crystal display element having high light-shielding property against visible light and high photocurability.
An object of the present invention is to provide a sealant composition for a liquid crystal display element, which has a high light-shielding property against visible light and a high photocurability against ultraviolet rays.

The present invention relates to, for example, the following.
[1] A sealant composition for a liquid crystal display element containing a curable compound (A), a photopolymerization initiator (B) and zirconium nitride (C).
[2] The sealant composition for a liquid crystal display element according to [1], wherein the blending amount of the component (B) is 0.1 to 10 parts by weight with respect to 100 parts by weight of the component (A).
[3] The sealant composition for a liquid crystal display element according to [1] or [2], wherein the component (B) contains a polyether compound having a dialkylaminobenzoyl group.
[4] The sealant composition for a liquid crystal display element according to any one of [1] to [3], wherein the component (B) contains thioxanthones.
[5] The sealant composition for a liquid crystal display element according to any one of [1] to [3], wherein the component (A) contains a partially (meth) acrylicized epoxy resin.
[6] The sealant composition for a liquid crystal display element according to any one of [1] to [4], which further contains a thermosetting agent (D).
[7] A liquid crystal display body sealed with a cured product of the sealant composition for a liquid crystal display element according to any one of [1] to [6].

The sealant composition for a liquid crystal display element of the present invention has a high light-shielding property against visible light and a high photocurability against ultraviolet rays.

<Seal composition for liquid crystal display elements>
The sealant composition for a liquid crystal display element is also referred to as a curable compound (A), a photopolymerization initiator (B) and zirconium nitride (C) (hereinafter, also referred to as a component (A), a component (B) and a component (C), respectively. )including.

[Curable compound (A)]
Examples of the curable compound contained in the sealant for a liquid crystal display element include a resin that can be cured by light, and a resin that can be cured by both light and heat is preferable. For example, epoxy resin, (meth) acrylicized epoxy resin, partial (meth) acrylicized epoxy resin, (meth) acrylic resin and the like can be mentioned. The curable compound is preferably a partially (meth) acrylicized epoxy resin. As used herein, (meth) acrylic means methacrylic and / or acrylic, and (meth) acrylate means methacrylate and / or acrylate. Further, the (meth) acrylicized epoxy resin means a resin in which all the epoxy groups in the epoxy resin have reacted with (meth) acrylic acid. The partially (meth) acrylicized epoxy resin means a resin in which some epoxy groups in the epoxy resin have reacted with (meth) acrylic acid, that is, the resin has an epoxy group and a (meth) acrylic group.

The type of epoxy resin is not particularly limited, and is bisphenol A type epoxy resin, bisphenol E type epoxy resin, bisphenol F type epoxy resin, bisphenol S type epoxy resin, phenol novolac type epoxy resin, cresol novolak type epoxy resin, bisphenol A novolak. Type epoxy resin, bisphenol F novolak type epoxy resin, alicyclic epoxy resin, aliphatic chain epoxy resin, glycidyl ester type epoxy resin, glycidylamine type epoxy resin, hidden in type epoxy resin, isocyanurate type epoxy resin, triphenol methane Examples thereof include a phenol novolac type epoxy resin having a skeleton. In addition, diglycidyl ethers of bifunctional phenols, diglycidyl ethers of bifunctional alcohols, halides thereof, hydrogenated substances and the like can also be used. Polyfunctional epoxy resins can also be used, and examples thereof include trifunctional and tetrafunctional epoxy resins. Further, the epoxy resin described in JP2012-077202 can be used.

The (meth) acrylicized epoxy resin and the partially (meth) acrylicized epoxy resin can be obtained by the reaction of the epoxy resin with (meth) acrylic acid. Specifically, a predetermined equivalent ratio of (meth) acrylic acid and a catalyst (for example, benzyldimethylamine, triethylamine, benzyltrimethylammonium chloride, triphenylphosphine, triphenylstibin, etc.) and a polymerization inhibitor (for example) are added to the epoxy resin. , Metquinone, Hydroquinone, Methylhydroquinone, Phenothiazine, Dibutylhydroxytoluene, etc.) and carry out an esterification reaction at, for example, 80 to 110 ° C. to (meth) acrylicate all or part of the epoxy group. can. The epoxy resin as a raw material is not particularly limited, and examples thereof include the epoxy resins exemplified above.

In the partially (meth) acrylicized epoxy resin, the ratio of the (meth) acrylic group to the total number of moles of the (meth) acrylic group and the epoxy group in the resin is preferably 10 to 90 mol%, more preferably. It is preferably 40 to 60 mol%. The partially (meth) acrylicized epoxy resin preferably contains a compound containing one or more epoxy groups and one or more (meth) acrylic groups in one molecule.

The (meth) acrylic resin is not particularly limited as long as it is a resin having a methacrylic acid and / or an acrylic group, and examples thereof include (meth) acrylic acid esters.

As the (meth) acrylic resin, a hydroxy group-containing (meth) acrylate can be used, for example, hydroxyalkyl (meth) acrylate (for example, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, hydroxy. Butyl (meth) acrylate, 2-hydroxy-3-phenoxypropyl (meth) acrylate, etc.), polyol (meth) acrylate (glycerin mono (meth) acrylate, trimethylolpropane mono (meth) acrylate, ditrimethylol propanedi (meth) Acrylate, pentaerythritol tri (meth) acrylate, dipentaerythritol penta (meth) acrylate, etc.), alkylene oxide-added polyol (meth) acrylate (for example, alkylene oxide-added trimethylol propandi (meth) acrylate, alkylene oxide-added pentaerythritol tri) (Meta) acrylate, alkylene oxide-added dipentaerythritol penta (meth) acrylate, etc.) and the like can be mentioned.

As the (meth) acrylic resin, an alicyclic (meth) acrylate can be used, for example, monocyclic (meth) acrylates such as cyclopropyl (meth) acrylate, cyclopentyl (meth) acrylate, and cyclohexyl (meth) acrylate. Bicyclic (meth) acrylates such as isobornyl (meth) acrylate and norbornyl (meth) acrylate, dicyclopentenyl (meth) acrylate, dicyclopentanyl (meth) acrylate, dicyclopentenyloxyethyl (meth) acrylate, adamantyl ( Examples thereof include a tricyclic (meth) acrylate such as a meta) acrylate.

As the (meth) acrylic resin, (meth) acrylate containing at least one selected from polyisoprene, polybutadiene and polyurethane in the skeleton can be used. Examples of commercially available (meth) acrylate oligomers having polyisoprene in the skeleton include “UC-203M” (average molecular weight 35,000) manufactured by Kuraray Co., Ltd., and as commercially available products of (meth) acrylate oligomers containing polybutadiene in the skeleton. For example, "TE2000" (weight average molecular weight 2500) manufactured by Nippon Soda Corporation can be mentioned.

The curable compound may be used alone or in combination of two or more, and is preferably contained as a partially (meth) acrylicized epoxy resin because it can be cured by both light and heat, for example, partially (meth) acrylic. Bisphenol A type epoxy resin is more preferable.
The blending amount of the curable compound in the sealant composition for a liquid crystal display element is not particularly limited, but is preferably 10 to 90% by weight, more preferably 20 to 85% by weight, still more preferably 30 to 80% by weight.

[Photopolymerization Initiator (B)]
The sealant composition for a liquid crystal display element is cured by light. Therefore, it contains a photopolymerization initiator.
The photopolymerization initiator is not particularly limited as long as it is a compound that generates radicals or cations by light and initiates a polymerization reaction.
Among the light, a compound that initiates the polymerization reaction with ultraviolet rays, specifically, light having a wavelength of 100 to 400 nm is preferable, and a compound that initiates the polymerization reaction with light having a wavelength of 340 to 400 nm is more preferable.

Photopolymerization initiators include benzoins, acetophenones, benzophenones, thioxanthones, α-acyloxime esters, phenylglycilates, benzyls, azo compounds, diphenyl sulfide compounds, acylphosphine oxide compounds, and dialkyl. Examples thereof include polyether compounds having an aminobenzoyl group, benzoin ethers and anthraquinones, carbonyl compounds, organic sulfur compounds, persulfides, redox compounds, azo and diazo compounds, halogen compounds, photoreducing dyes and the like. Some of these are classified as visible light sensitizers in addition to those classified as photoinitiator compounds, but in the present invention, they have a photosensitizing effect and function as a photopolymerization initiator. Even if it is generally classified as a visible light sensitizing compound, it is used as a photopolymerization initiator. The photopolymerization initiator preferably has a structure that has low solubility in a liquid crystal display and does not generate a decomposition product by itself when irradiated with light or does not gasify the decomposition product. The photopolymerization initiator may be used alone or in combination of two or more.

The photopolymerization initiator may be a combination of a photoinitiator compound and a visible light sensitizing compound. The photo-initiating compound is photoexcited by the visible light sensitizing compound and becomes a polymerization initiation species.
In the photopolymerization initiator of the present invention, the molar ratio of the photoinitiator compound to the visible light sensitizer compound (photoinitiator compound / visible light sensitizer compound) is preferably from the viewpoint of supplying a stable and sufficient radical. It is 1/5 to 5/1, more preferably 1/3 to 3/1, and even more preferably 1/2 to 2/1.

式中、ｎ１は、０〜５０であり、好ましくは１〜４５である。 The photopolymerization initiator preferably contains a polyether compound having a dialkylaminobenzoyl group, which is a photoinitiator compound. Further, it is preferable to contain thioxanthones which are visible light sensitizing compounds. It is preferable to use a polyether compound having a dialkylaminobenzoyl group in combination with thioxanthones. As the polyether compound having a dialkylaminobenzoyl group, the compound represented by the following formula (1B-1) is more preferable, and as the thioxanthones, the compound represented by the following formula (1B-2) is more preferable. A combination of a compound represented by the following formula (1B-1) and a compound represented by the following formula (1B-2), which is a combination of a photoinitiator compound and a visible light sensitizing compound, is more preferable.

In the formula, n1 is 0 to 50, preferably 1 to 45.

式中、ｎ２は、０〜５０であり、好ましくは１〜４５である。

In the formula, n2 is 0 to 50, preferably 1 to 45.

The amount of the photopolymerization initiator to be blended is not particularly limited, but is preferably 0.1 to 10.0 parts by weight, more preferably 0.5 to 5.0 parts by weight, based on 100 parts by weight of the curable compound. be.

[Zirconium Nitride (C)]
Zirconium nitride exhibits maximum light transmittance when the wavelength of light is 300 to 400 nm, and exhibits uniform and high light-shielding performance when the wavelength of light exceeds 400 nm. That is, there is a significant difference in light transmittance between the ultraviolet region and the other regions.
Therefore, by combining this zirconium nitride and the above-mentioned photopolymerization initiator that initiates polymerization by light in the ultraviolet region, the sealant composition for a liquid crystal display element of the present invention is cured by ultraviolet rays and is in a region other than ultraviolet rays. Shows excellent light blocking effect against the light of.

As described above, zirconium nitride exhibits excellent light-shielding properties against light in a region other than ultraviolet rays, so that light leakage from the liquid crystal display element can be prevented. At the same time, by using a compound that initiates polymerization with light in the ultraviolet region as a photopolymerization initiator, and more preferably a compound that initiates polymerization with light in the wavelength region of 300 to 400 nm in combination with this zirconium nitride. The curable compound can be sufficiently cured.

窒化ジルコニウムの市販品としては、三菱マテリアル電子化成株式会社製ＵＢ−１等が挙げられる。
窒化ジルコニウムの配合量としては、特に限定されないが、硬化性化合物１００重量部に対して、好ましくは１〜５０重量部、より好ましくは５〜４０重量部、さらに好ましくは１０〜３０重量部である。 Zirconium nitride preferably has an average primary particle diameter of 20 to 50 nm. The average primary particle size is determined by the formula of BET when nitrogen is used, and the specific surface area is calculated by the following formula from the obtained specific surface area.

Examples of commercially available zirconium nitride products include UB-1 manufactured by Mitsubishi Materials Electronics Chemical Co., Ltd.
The blending amount of zirconium nitride is not particularly limited, but is preferably 1 to 50 parts by weight, more preferably 5 to 40 parts by weight, and further preferably 10 to 30 parts by weight with respect to 100 parts by weight of the curable compound. ..

<< Further ingredients >>
The sealant composition for a liquid crystal display element may optionally contain the following further components as long as the object of the present invention is not impaired.

[Thermosetting agent (D) and thermal radical initiator (E)]
The sealant composition for a liquid crystal display element can also be used by being cured by heat in addition to light.
When it is cured by heat, it is preferable to include a thermosetting agent and a thermal radical initiator.

The thermosetting agent is not particularly limited, and examples thereof include amine-based thermosetting agents such as organic acid dihydrazide compounds, amine adduct, imidazole and derivatives thereof, dicyandiamide, aromatic amines, epoxy-modified polyamines, and polyaminourea. Among them, VDH (1,3-bis (hydrazinocarboethyl) -5-isopropylhydrandin), ADH (adipic acid dihydrazide), UDH (7,11-octadecazien-1,18-dicarbohydrazide) and LDH ( Organic acid dihydrazide such as octadecane-1,18-dicarboxylic acid dihydrazide); from ADEKA, Adeca Hardener EH5030S, from Ajinomoto Fine Techno, Amicure PN-23, Amicure PN-30, Amicure MY-24, Amicure MY-H, etc. Amine Adduct, which is commercially available as, is preferable. These thermosetting agents may be used alone or in combination of two or more. The amount of the thermosetting agent to be blended is not particularly limited, but is preferably 1 to 40 parts by weight, more preferably 5 to 35 parts by weight, based on 100 parts by weight of the curable compound.

The type of the thermal radical polymerization initiator is not particularly limited, and examples thereof include azo compounds and organic peroxides. Examples of the azo compound include a polycondensate of 4,4'-azobis (4-cyanopentanoic acid) and polyalkylene glycol, and 4,4'-azobis (4-cyanopentanoic acid) and polydimethyl having a terminal amino group. Examples thereof include polycondensates of siloxane. Examples of the organic peroxide include ketone peroxides, peroxyketals, hydroperoxides, dialkyl peroxides, peroxyesters, diacyl peroxides, peroxydicarbonates and the like. The amount of the thermal radical polymerization initiator (E) to be blended is not particularly limited, but is preferably 0.1 to 25 parts by weight, more preferably 0.5 to 15 parts by weight, based on 100 parts by weight of the curable compound (A). It is a weight part.

[Filler (F)]
The sealant composition for a liquid crystal display element may contain a filler.
The filler is a sealant composition for a liquid crystal display element by controlling the viscosity of the sealant composition for a liquid crystal display element, improving the strength of a cured product obtained by curing the sealant composition for a liquid crystal display element, or suppressing linear expansion. It is added for the purpose of improving adhesion reliability. The filler is not particularly limited, and examples thereof include known inorganic fillers and organic fillers. As inorganic fillers, calcium carbonate, magnesium carbonate, barium sulfate, magnesium sulfate, aluminum silicate, titanium oxide, alumina, zinc oxide, silicon dioxide, kaolin, talc, glass beads, sericite activated clay, bentonite, aluminum nitride, and silicon nitride. Can be mentioned. As organic fillers, poly (meth) acrylic acid esters such as polymethyl methacrylate and ethyl poly (meth) acrylate, polystyrene, copolymers obtained by copolymerizing the monomers constituting these with other monomers, and polyesters. Examples thereof include fine particles, polyurethane fine particles, and rubber fine particles, and an organic filler is particularly preferable from the viewpoint of stress relief. The blending amount of the filler is preferably 2 to 40 parts by weight, more preferably 5 to 30 parts by weight, based on 100 parts by weight of the curable compound.

[Coupling agent (G)]
The sealant composition for a liquid crystal display element may contain a coupling agent.
The coupling agent is added for the purpose of further improving the adhesiveness with the liquid crystal display substrate. The coupling agent is not particularly limited, and examples thereof include γ-aminopropyltrimethoxysilane, γ-mercaptopropyltrimethoxysilane, γ-isocyanatepropyltrimethoxysilane, and 3-glycidoxypropyltrimethoxysilane. These coupling agents may be used alone or in combination of two or more. The amount of the coupling agent is preferably 0.1 to 10 parts by weight, more preferably 0.5 to 5 parts by weight, based on 100 parts by weight of the curable compound.

[others]
Even if the sealant composition for a liquid crystal display element contains coloring components such as dispersants, pigments and dyes, storage stabilizers, plasticizers, viscoelasticity adjusting agents, and surfactants (wetting agents and defoaming agents). good. It is preferable to use coloring components such as pigments and dyes within a range that does not affect the ultraviolet transmittance.

<< Physical characteristics >>
The OD value per 1 μm of the thickness of the cured product obtained by curing the sealant composition for a liquid crystal display element under the conditions described in Examples is 0.01 to 3. From the viewpoint of preventing light leakage from the backlight. 0 is preferable, and 0.02 to 2.0 is more preferable.
The OD value is a value obtained by the following formula.
OD (λ) = log ₁₀ T (λ) -log ₁₀ I (λ)
Here, (λ) is a wavelength, T (λ) is the amount of transmitted light in the wavelength band, and I (λ) is the amount of incident light in the wavelength band. The OD value can be measured by the method described in Examples.

The viscosity of the sealant composition for a liquid crystal display element at 25 ° C. is not particularly limited, but is preferably 100 to 3,000,000 mPa · s, and more preferably 200 to 2,000,000 mPa · s. , 300 to 1,500,000 mPa · s is particularly preferable. Within such a range, it is difficult for flow to occur when the liquid crystal is applied, and contamination of the liquid crystal can be suppressed. The viscosity is a value measured using an E-type viscometer.

<< Manufacturing method >>
The sealant composition for a liquid crystal display element can be produced by mixing the above-mentioned essential components and, if necessary, arbitrary components.

<Liquid crystal display>
The liquid crystal display body sealed with the cured product of the sealant composition for a liquid crystal display element has a sealant composition for a liquid crystal display element that adheres a transparent substrate such as facing glass or resin to a transparent substrate such as facing glass or resin. It comprises a cured product of an object and a liquid crystal sealed with a transparent substrate such as glass or resin facing the object and a cured product of a sealant composition for a liquid crystal display element.

Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples, but the present invention is not limited to these Examples.

[Synthesis Example 1]
Synthesis of curable compound Prepare a 500 ml glass 4-necked flask equipped with a stirrer, thermometer, and reflux cooling tube, and 340 g (2.0 eq / epoxy group) of bisphenol A type epoxy resin; Epicron EXA850CRP [manufactured by DIC]. ), 86.1 g (1.0 equivalent) of methacrylic acid, PS-PPh ₃ (triphenylphosphine polystyrene, 2.0 mmol / g) [Biotage] 750 mg (1.5 mm equivalent / TPP (triphenylphosphine)) ) The amount of the catalyst (g)) was mixed and stirred at 100 to 110 ° C. using an oil bath. The reaction solution was acid-titrated with sodium hydroxide (1N / 100), the residual amount of methacrylic acid was calculated, and the reaction rate was calculated from the amount of methacrylic acid added at the beginning and the remaining amount of methacrylic acid, and the reaction rate was 99.5. The reaction was carried out by heating and stirring until the content became% or more. _{The reaction solution was cooled to 60 ° C., and PS-PPh 3} as a catalyst was removed with a nylon mesh NY-10HC (manufactured by Cefar, Switzerland) having a mesh size of 10 μm to obtain a partially methalated epoxy resin (A-1). The epoxy equivalent of the obtained resin was 468 g / eq.

[Synthesis Example 2]
Synthesis of compound B-1 (n1 = 6-9) Denacol EX-830 (PEG400 diglycidyl ether (n1 = 6-9) manufactured by Nagase ChemteX Corporation) 26.8 g (0.1 epoxy equivalent), 4-dimethyl Aminobenzoic acid 16.5 g (0.1 eq), benzyltrimethylammonium chloride 3.71 g (0.02 eq), and MIBK (methylisobutylketone) 25 g are placed in a flask and stirred at 110 ° C. for 24 hours using an oil bath. did. The reaction mixture was cooled to room temperature, dissolved in 50 g of chloroform, and washed 6 times with 100 ml of water. The solvent of the organic phase was distilled off under reduced pressure to obtain 35.3 g of compound B-1.

[Synthesis Example 3]
Synthesis of compound B-2 (n2 = 6-9) Denacol EX-830 (PEG400 diglycidyl ether (n2 = 6-9) manufactured by Nagase ChemteX Corporation) 26.8 g (0.1 epoxy equivalent), 2-hydroxy -9H-thioxanthene-9-one 22.83 g (0.1 eq), benzyltrimethylammonium chloride 3.71 g (0.02 eq), and MIBK 40 g are placed in a flask and stirred at 110 ° C. for 72 hours using an oil bath. did. The reaction mixture was cooled to room temperature, dissolved in 50 g of chloroform, and washed 6 times with 100 ml of water. The solvent of the organic phase was distilled off under reduced pressure to obtain 36.2 g of compound B-2.

[Measuring method]
(1) Test piece preparation method The compositions of Examples and Comparative Examples were applied to a 0.05 mmt mold release PET sprayed with a 6 μm spacer, and a 0.05 mmt mold release PET was superposed on the coated surface, and the mold release PET was applied. The upper and lower surfaces of the laminate sandwiched between the compositions are further sandwiched between 0.5 mmt glass, and the upper and lower surfaces of the laminate sandwiched between the glasses are sandwiched between clips and allowed to stand for a while, whereas UV 3,000 mJ from one side is used. The measurement sample 1 was irradiated with / cm ^{2 , and the measurement sample 2} was irradiated with UV 3,000 mJ / cm 2 from one side and then cured at 120 ° C. for 60 minutes in a hot air circulation oven.

(2) Measurement sample 2 was measured using an OD value black-and-white transmission densitometer (X-Rite 361T (V), manufactured by X-Rite).
(3) Gap measurement In sample 2, the height of the cured composition between the release PETs was measured as a gap with a micrometer.
(4) Photocurable group reaction rate measurement In sample 1, the release PET on the side not irradiated with UV was peeled off, and FT-IR measurement by the germanium ATR method (device: Spectrum One, manufactured by PerkinElmer) was performed.
The reaction rate was determined as follows.
The reaction rate (conversion rate) of the (meth) acrylic group was calculated from the peak area of the (meth) acrylic group in the obtained IR spectrum. Specifically, the decrease in the area of absorption 1620 to 1650 cm ^-1 of the (meth) acrylic group was calculated based on the area of absorption 1480 to 1520 cm ^{-1 of the double bond of the benzene ring.}

[Example 1]
As the curable compound (A), 100 parts by weight (100 g) of the partially methacrylated epoxy resin (A-1), 2 parts by weight of compound B-1 and 2 parts by weight of compound B-2 as the photopolymerization initiator (B). 22.8 parts by weight of the thermosetting agent (D) and 1.5 parts by weight of the coupling agent (G) are dissolved, and 10 parts by weight of zirconium nitride (C) is added and mixed to prepare a sealant composition for a liquid crystal display element. Got
[Example 2] to [Example 4] and [Comparative Example 1] to [Comparative Example 6] have the compositions shown in Table 1 to obtain a sealant composition for a liquid crystal display element in the same manner as in Example 1.

The components listed by abbreviations in Table 1 are as follows.
Zirconium Nitride: "UB-1" manufactured by Mitsubishi Materials Electronics Chemical Co., Ltd.
Titanium Black: "13M-T" manufactured by Mitsubishi Materials Electronics Co., Ltd.
Carbon black: "# 2600" manufactured by Mitsubishi Chemical Corporation
Thermosetting agent: "ADEKA Hardener EH-5030" manufactured by ADEKA
Coupling agent: 3-glycidoxypropyltriethoxysilane "KBM-403" manufactured by Shin-Etsu Chemical Co., Ltd.

Claims (7)

A sealant composition for a liquid crystal display element containing a curable compound (A), a photopolymerization initiator (B) and zirconium nitride (C). The sealant composition for a liquid crystal display element according to claim 1, wherein the blending amount of the component (B) is 0.1 to 10 parts by weight with respect to 100 parts by weight of the component (A). The sealant composition for a liquid crystal display element according to claim 1 or 2, wherein the component (B) contains a polyether compound having a dialkylaminobenzoyl group. The sealant composition for a liquid crystal display element according to any one of claims 1 to 3, wherein the component (B) contains thioxanthones. The sealant composition for a liquid crystal display element according to any one of claims 1 to 3, wherein the component (A) contains a partially (meth) acrylicized epoxy resin. The sealant composition for a liquid crystal display element according to any one of claims 1 to 4, further comprising a thermosetting agent (D). A liquid crystal display body sealed with a cured product of the sealant composition for a liquid crystal display element according to any one of claims 1 to 6.