JP4872184B2 - Nematic liquid crystal display element display defect resolution method - Google Patents
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本発明はネマチック液晶表示素子において液晶材料注入時に発生する表示不良を解決する方法に関する。 The present invention relates to a method for solving a display defect that occurs when a liquid crystal material is injected in a nematic liquid crystal display element.
ネマティック液晶表示素子においては、配向膜又はシール剤又はカラーフィルター又は液晶など、液晶表示装置を構成する様々な材料中に含まれる微量の不純物が、配向膜表面でクロマト現象を引き起こし、偏った分布をしながら吸着することが表示不良の原因になると考えられている。表示不良を押さえるために、末端基にアルケニル骨格を有する液晶分子のみを含有する液晶組成物を用いることで不純物が配向膜表面に吸着することを防止する方法(特許文献1参照)が知られている。しかし、この方法では、応答速度や粘度などの液晶物性の改良や液晶表示装置用の新規液晶を開発する際に、利用できる分子構造が末端にアルケニル骨格を有するものに限定されてしまうという問題があった。 In a nematic liquid crystal display element, a trace amount of impurities contained in various materials constituting the liquid crystal display device such as an alignment film, a sealing agent, a color filter, or liquid crystal causes a chromatographic phenomenon on the surface of the alignment film, resulting in an uneven distribution. Adsorption while it is considered to cause display defects. In order to suppress display defects, a method for preventing impurities from adsorbing to the alignment film surface by using a liquid crystal composition containing only liquid crystal molecules having an alkenyl skeleton in the terminal group (see Patent Document 1) is known. Yes. However, in this method, there is a problem that the molecular structure that can be used is limited to those having an alkenyl skeleton at the end when improving liquid crystal physical properties such as response speed and viscosity or developing a new liquid crystal for a liquid crystal display device. there were.
又、液晶混合物にアミン又はエーテル又はベンゼン又はトルエン又はキシレン又はクロロホルム又はシリコンオイル又は脂肪族炭化水素を添加して、液晶の注入速度を速め、吸着を少なくする方法が開示(特許文献2参照)されている。しかし、この方法では、表示不良を軽減する効果はあるが、完全に表示不良を解決できないという問題があった。 Also disclosed is a method for increasing the injection rate of liquid crystal and reducing adsorption by adding amine, ether, benzene, toluene, xylene, chloroform, silicon oil or aliphatic hydrocarbon to the liquid crystal mixture (see Patent Document 2). ing. However, although this method has an effect of reducing display defects, there is a problem that display defects cannot be solved completely.
さらに、ラビングによって活性化した配向膜表面を、加熱処理によって非活性化することで、不純物の吸着を防ぐ方法(特許文献3参照)も開示されている。しかし、この方法ではラビングを必要としないVA用配向膜を用いた表示素子には効果はないという問題があった。 Furthermore, a method of preventing the adsorption of impurities by deactivating the alignment film surface activated by rubbing by heat treatment (see Patent Document 3) is also disclosed. However, this method has a problem that it is not effective for a display element using an alignment film for VA that does not require rubbing.
一方、強誘電性液晶表示素子において、配向膜表面に液晶組成物を塗布することにより強誘電性液晶特有の層構造に由来するシェブロン構造による配向欠陥を制御する方法(特許文献4参照)が開示されている。この方法は、配向膜表面に塗布される液晶組成物が、強誘電性液晶と塗布した液晶組成物が接触する界面において、液晶相のSmA―SmC*相転移温度を変調させる機能を持つため、シェブロン構造による配向欠陥を制御するというものである。しかし、ネマティック液晶の場合、強誘電性液晶のような層構造を持たないため、配向膜表面にSmA―SmC*相転移温度を変調させる効果をもつ液晶組成物を塗布することは技術的な意味を有さない。さらに当該文献に記載されるような、配向膜に極性の高い液晶化合物を塗布した場合、配向膜表面における不純物のクロマト現象によるネマティック液晶表示素子の表示不良は防止できない。 On the other hand, in a ferroelectric liquid crystal display element, a method of controlling alignment defects due to a chevron structure derived from a layer structure peculiar to a ferroelectric liquid crystal by applying a liquid crystal composition to the surface of an alignment film is disclosed (see Patent Document 4). Has been. This method has the function of modulating the SmA-SmC * phase transition temperature of the liquid crystal phase at the interface where the ferroelectric liquid crystal and the applied liquid crystal composition are in contact with the liquid crystal composition applied to the alignment film surface. This is to control alignment defects due to the chevron structure. However, in the case of nematic liquid crystal, since it does not have a layer structure like ferroelectric liquid crystal, it is technically important to apply a liquid crystal composition having the effect of modulating the SmA-SmC * phase transition temperature to the alignment film surface. Does not have. Further, when a liquid crystal compound having a high polarity is applied to the alignment film as described in this document, display defects of the nematic liquid crystal display element due to the chromatographic phenomenon of impurities on the alignment film surface cannot be prevented.
本願発明の課題は、ネマチック液晶表示素子において、液晶表示装置を構成する材料由来の不純物の配向膜表面でのクロマト現象に起因するシミ・ムラ、焼き付き又は電圧保持率の低下に伴う表示不良などの表示不良を解決する方法を提供することである。 The problem of the present invention is that in a nematic liquid crystal display element, such as stains and unevenness due to a chromatographic phenomenon on the alignment film surface of impurities derived from the material constituting the liquid crystal display device, image sticking, or display failure due to a decrease in voltage holding ratio, etc. It is to provide a method for solving display defects.
上記課題を解決するため本発明者らは鋭意検討を重ねた結果、液晶表示素子の配向膜表面に非極性有機化合物を付着させることによりネマティック液晶表示素子の表示不良を解決できることを見出し本願発明の完成に至った。 In order to solve the above-mentioned problems, the present inventors have made extensive studies and found that the display defects of the nematic liquid crystal display element can be solved by attaching a nonpolar organic compound to the alignment film surface of the liquid crystal display element. Completed.
本発明は、対向する一対の基板の対向面に配向膜を有するネマチック液晶表示素子において、該配向膜に非極性有機化合物を付着させることによるネマチック液晶表示素子の表示不良解決方法を提供し、透明電極を有する一対の基板に液晶を狭持した構造を有し、対向する一対の基板の対向面の少なくとも一方に配向膜を有するネマチック液晶表示素子の製造において、該液晶を注入する前に該配向膜に有機溶媒に溶解させた非極性有機化合物を塗布する工程を有することを特徴とする当該製造方法を提供する。 The present invention provides a nematic liquid crystal display element having an alignment film on the opposing surfaces of a pair of opposing substrates, and provides a method for resolving display defects in a nematic liquid crystal display element by attaching a nonpolar organic compound to the alignment film. In manufacturing a nematic liquid crystal display element having a structure in which a liquid crystal is sandwiched between a pair of substrates having electrodes and having an alignment film on at least one of the opposing surfaces of the pair of opposing substrates, the alignment is performed before the liquid crystal is injected. The production method is characterized by comprising a step of applying a nonpolar organic compound dissolved in an organic solvent to a film.
又、本発明は、溶媒に非極性有機化合物を溶解させた溶液からなるネマティック液晶表示素子の表示不良防止剤を提供する。 The present invention also provides a display defect preventing agent for a nematic liquid crystal display device comprising a solution in which a nonpolar organic compound is dissolved in a solvent.
本発明の表示不良解決方法は、ネマティック液晶表示素子の製造において液晶の注入工程で発生するの表示不良を抑えることが可能であるため、ネマチック液晶表示素子の特性改善及び効率的な製造に有用である。 The display defect solving method of the present invention is useful for improving the characteristics of the nematic liquid crystal display element and for efficient production because it can suppress the display defect that occurs in the liquid crystal injection process in the manufacture of the nematic liquid crystal display element. is there.
本発明の方法において、非極性有機化合物は炭素及び水素からなる原子より構成され、組み合わせてできる炭化水素化合物を用いることが好ましい。さらに、非極性有機化合物の分子量は180から500であることが好ましく、分子量200から400であることがより好ましい。 In the method of the present invention, the nonpolar organic compound is preferably composed of atoms composed of carbon and hydrogen, and a hydrocarbon compound formed in combination is preferably used. Furthermore, the molecular weight of the nonpolar organic compound is preferably 180 to 500, and more preferably 200 to 400.
又、非極性有機化合物は、25℃、1atmの雰囲気下において結晶相、液晶相、ガラス、準安定相のいずれの相で存在しても良いが、−30℃以上から120℃までの温度範囲において液晶相を示す化合物を用いることが好ましく、比誘電率の絶対値が10以下であることが好ましく、3以下であることがより好ましい。 The nonpolar organic compound may exist in any of a crystal phase, a liquid crystal phase, a glass, and a metastable phase in an atmosphere of 25 ° C. and 1 atm, but a temperature range from −30 ° C. to 120 ° C. It is preferable to use a compound exhibiting a liquid crystal phase, and the absolute value of the relative dielectric constant is preferably 10 or less, and more preferably 3 or less.
非極性有機化合物は次に示す一般式(I) Nonpolar organic compounds are represented by the following general formula (I)
(式中、R1及びR2はそれぞれ独立して、炭素原子数1から18のアルキル基又は炭素原子数2から18のアルケニル基を表し、
A及びBはそれぞれ独立して、トランス-1,4-シクロヘキシレン基、トランス-1,4-シクロヘキセニレン基、デカヒドロナフタレン-2,6-ジイル基、3,3'-スピロビシクロブチレン基又はビシクロ[2.2.2]オクタン-1,4-ジイル基を表し、
Z1及びZ2はそれぞれ独立して単結合、炭素原子数2から12の直鎖状又は分岐状アルキレン基、−CH=CH−又は−C≡C−を表し、
nは1から3の整数を表し、B及びZ2が複数存在する場合は同一であっても異なっていても良い。)で表される化合物であることが好ましい。
Wherein R 1 and R 2 each independently represents an alkyl group having 1 to 18 carbon atoms or an alkenyl group having 2 to 18 carbon atoms,
A and B are each independently a trans-1,4-cyclohexylene group, a trans-1,4-cyclohexenylene group, a decahydronaphthalene-2,6-diyl group, or a 3,3′-spirobicyclobutylene group. Or a bicyclo [2.2.2] octane-1,4-diyl group,
Z 1 and Z 2 each independently represent a single bond, a linear or branched alkylene group having 2 to 12 carbon atoms, —CH═CH— or —C≡C—,
n represents an integer of 1 to 3, and when a plurality of B and Z 2 are present, they may be the same or different. It is preferable that it is a compound represented by this.
一般式(I)において、R1及びR2は一方がアルキル基を表しもう一方がアルケニル基を表すことが好ましく、R1がアルケニル基を表しR2が直鎖状アルキル基を表すことがより好ましい。A及びBはトランス-1,4-シクロヘキシレンを表すことが好ましい。Z1及びZ2は単結合又は炭素数が偶数の直鎖状アルキレン基を表すことが好ましい。nは1を表すことが好ましい。 In general formula (I), it is preferable that one of R 1 and R 2 represents an alkyl group and the other represents an alkenyl group, R 1 represents an alkenyl group and R 2 represents a linear alkyl group. preferable. A and B preferably represent trans-1,4-cyclohexylene. Z 1 and Z 2 preferably represent a single bond or a linear alkylene group having an even number of carbon atoms. n preferably represents 1.
一般式(I)で表される化合物は、さらに具体的には以下の式(2)から式(13)で表される化合物が特に好ましい。 More specifically, the compounds represented by the general formula (I) are particularly preferably compounds represented by the following formulas (2) to (13).
本発明の方法において、非極性有機化合物の付着させる方法は、浸漬、スピンコート、噴霧、蒸着又は印刷等の方法が使用できるが、スピンコート、噴霧又は浸漬が好ましく、スピンコート又は噴霧がより好ましく、スピンコートが特に好ましい。 In the method of the present invention, as a method for attaching the nonpolar organic compound, a method such as dipping, spin coating, spraying, vapor deposition or printing can be used, but spin coating, spraying or dipping is preferable, and spin coating or spraying is more preferable. Spin coating is particularly preferred.
浸漬により非極性有機化合物の付着させる場合、基板の片面をコーティングし非極性液晶を付着させた後剥離する方法が好ましく、この場合浸漬時間は30分以内であることが好ましく、10分以内であることがより好ましい。浸漬した後、溶媒を除去する方法には、加熱乾燥、真空乾燥又は気体噴射による方法がある。中でも、浸漬した後、すぐに窒素ガス又はアルゴンガスなどの不活性ガスをエアーナイフ又はエアーガンなどにより、勢いよく吹き付け溶媒を除去した後、1.3×103から1.3Paの減圧下、好ましくは6.7×102から1.3Paの減圧下で完全に溶媒を除去することが好ましい。 In the case of attaching a nonpolar organic compound by immersion, a method in which one side of the substrate is coated and nonpolar liquid crystal is attached and then peeled off is preferable. In this case, the immersion time is preferably within 30 minutes, preferably within 10 minutes. It is more preferable. As a method for removing the solvent after the immersion, there is a method by heat drying, vacuum drying or gas injection. Among them, after immersion, an inert gas such as nitrogen gas or argon gas is immediately blown off with an air knife or an air gun to remove the solvent, and preferably under reduced pressure of 1.3 × 10 3 to 1.3 Pa. It is preferable to completely remove the solvent under a reduced pressure of 6.7 × 10 2 to 1.3 Pa.
浸漬、スピンコート又は噴霧により非極性有機化合物の付着させる場合、非極性有機化合物を溶媒に溶解させた溶液を用いることが好ましい。用いる溶媒は、非極性有機化合物が最低0.2%溶解できる溶解能があれば、1種類又は2種類以上の溶媒を混合して用いてもよく、さらに引火点が高いほど好ましいが比抵抗値は低いほど好ましい。例えば、アセトニトリル、ジメチルホルムアミド(DMF)、ジメチルスルホキシド(DMSO)、N−メチル−2−ピロリジノン(NMP)、γ―ブチロラクトン(GBL)、エタノール、メタノール、イソプロピルアルコール、アセトン、酢酸エチル、ジクロロメタン、テトラヒドロフラン(THF)、クロロホルム、ベンゼン、トルエン、エチルベンゼン、キシレン、ヘキサン、シクロヘキサン、シクロヘキセン、シクロペンタン、メチルシクロペンタン、2−メチルへキサン、ヘプタン、オクタン、ノナン、デカン、ウンデカン、ドデカン、石油ベンジン、リグロイン、石油エーテル、ガソリン又はケロシン等があるが、ベンゼン、トルエン、エチルベンゼン、キシレン、ヘキサン、シクロヘキサン、シクロヘキセン、シクロペンタン、メチルシクロペンタン、2−メチルへキサン、ヘプタン、オクタン、ノナン、ドデカン、石油ベンジン、リグロイン、石油エーテル、ガソリン又はケロシン等の炭化水素系溶媒が好ましく、トルエン、ヘキサン、ケロシンがさらに好ましい。 炭化水素系溶媒は単成分又は混合物のどちらでもよい。又、炭化水素系有機溶媒は脂肪族又は芳香族のどちらでもよい。アセトニトリル、ジメチルホルムアミド(DMF)、ジメチルスルホキシド(DMSO)、N−メチル−2−ピロリジノン(NMP)、γ―ブチロラクトン(GBL)、エタノール、メタノール、イソプロピルアルコール、アセトン等の極性溶媒とベンゼン、トルエン、エチルベンゼン、キシレン、ヘキサン、シクロヘキサン、シクロヘキセン、シクロペンタン、メチルシクロペンタン、2−メチルへキサン、ヘプタン、オクタン、ノナン、ドデカン、石油ベンジン、リグロイン、石油エーテル、ガソリン又はケロシン等の炭化水素系有機溶媒を混合した溶媒は、炭化水素系有機溶媒のみで使用するよりも引火性、比抵抗値又は印刷特性に優れている。本発明の表示不良防止剤を構成する溶媒の極性は、25℃における比誘電率の絶対値が10以下であることが好ましく、3以下であることがより好ましい。非極性有機化合物の有機溶媒溶液の濃度は、0.2から10質量%であることが好ましく、0.2から2質量%以下であることがより好ましい。 When the nonpolar organic compound is adhered by dipping, spin coating or spraying, it is preferable to use a solution in which the nonpolar organic compound is dissolved in a solvent. As long as the solvent used has a solubility capable of dissolving at least 0.2% of the nonpolar organic compound, one kind or two or more kinds of solvents may be mixed and used, and the higher the flash point, the more preferable the specific resistance value. Is preferably as low as possible. For example, acetonitrile, dimethylformamide (DMF), dimethyl sulfoxide (DMSO), N-methyl-2-pyrrolidinone (NMP), γ-butyrolactone (GBL), ethanol, methanol, isopropyl alcohol, acetone, ethyl acetate, dichloromethane, tetrahydrofuran ( THF), chloroform, benzene, toluene, ethylbenzene, xylene, hexane, cyclohexane, cyclohexene, cyclopentane, methylcyclopentane, 2-methylhexane, heptane, octane, nonane, decane, undecane, dodecane, petroleum benzine, ligroin, petroleum There are ether, gasoline or kerosene, but benzene, toluene, ethylbenzene, xylene, hexane, cyclohexane, cyclohexene, cyclopentane, methylcyclopentane , Hydrocarbon solvents such as 2-methylhexane, heptane, octane, nonane, dodecane, petroleum benzine, ligroin, petroleum ether, gasoline or kerosene are preferred, and toluene, hexane and kerosene are more preferred. The hydrocarbon solvent may be a single component or a mixture. The hydrocarbon organic solvent may be either aliphatic or aromatic. Polar solvents such as acetonitrile, dimethylformamide (DMF), dimethyl sulfoxide (DMSO), N-methyl-2-pyrrolidinone (NMP), γ-butyrolactone (GBL), ethanol, methanol, isopropyl alcohol, acetone, and benzene, toluene, ethylbenzene , Xylene, hexane, cyclohexane, cyclohexene, cyclopentane, methylcyclopentane, 2-methylhexane, heptane, octane, nonane, dodecane, petroleum benzine, ligroin, petroleum ether, gasoline or kerosene The solvent obtained is superior in flammability, specific resistance value, or printing characteristics as compared with the case where only the hydrocarbon organic solvent is used. Regarding the polarity of the solvent constituting the display defect preventing agent of the present invention, the absolute value of the relative dielectric constant at 25 ° C. is preferably 10 or less, and more preferably 3 or less. The concentration of the organic solvent solution of the nonpolar organic compound is preferably 0.2 to 10% by mass, and more preferably 0.2 to 2% by mass.
本発明の方法において、配向膜は有機物、無機物又は有機物及び無機物の複合材のいずれにも適用してもよく、詳しくはポリイミド配向膜、ポリイミドLB膜、セルロース配向膜、シラン系カップリング剤の配向膜、ポリビニルアルコール配向膜、ポリアミド配向膜、エポキシアクリラート配向膜、シラノールオリゴマー配向膜、ポリアクリロニトリル配向膜、フェノール樹脂配向膜、ポリオキサゾール配向膜、環化ポリイソプレン配向膜又はSiO蒸着膜に適用でき、特にポリイミド配向膜又はポリアミド配向膜に適用することが好ましい。 In the method of the present invention, the alignment film may be applied to any of an organic material, an inorganic material, or a composite material of an organic material and an inorganic material. Specifically, a polyimide alignment film, a polyimide LB film, a cellulose alignment film, and an alignment of a silane coupling agent. Applicable to film, polyvinyl alcohol alignment film, polyamide alignment film, epoxy acrylate alignment film, silanol oligomer alignment film, polyacrylonitrile alignment film, phenol resin alignment film, polyoxazole alignment film, cyclized polyisoprene alignment film or SiO vapor deposition film In particular, it is preferably applied to a polyimide alignment film or a polyamide alignment film.
本発明の方法は、配向膜が液晶分子を配向させる方向として、垂直方向および水平方向のいずれの場合にも有効であり、配向膜は、ラビング又は光配向による配向処理を行わない配向膜に対しても有効であるが、特に垂直配向膜に適用することが一番好ましい。 The method of the present invention is effective both in the vertical direction and in the horizontal direction as the direction in which the alignment film aligns the liquid crystal molecules. The alignment film is applied to an alignment film that is not subjected to alignment treatment by rubbing or photo-alignment. Although it is effective, it is most preferably applied to a vertical alignment film.
本発明の方法は、ネマチック液晶表示素子の液晶材料注入方法が真空注入法および滴下工法のいずれの場合にも適用できるが、滴下工法に適用することが一番好ましい。 The method of the present invention can be applied to the case where the liquid crystal material injection method of the nematic liquid crystal display element is either the vacuum injection method or the dropping method, but is most preferably applied to the dropping method.
本発明の方法は、ネマチック液晶表示素子がTN方式又はSTN方式又はIPS方式又はVA方式のいずれの場合にも適用できるが、VA方式に適用することが一番好ましい。 The method of the present invention can be applied to any case where the nematic liquid crystal display element is a TN method, STN method, IPS method or VA method, but is most preferably applied to the VA method.
本発明の表示不良防止剤において、構成する非極性有機化合物は炭素及び水素からなる原子より構成され、組み合わせてできる炭化水素化合物を用いることが好ましい。さらに、非極性有機化合物の分子量は180から500であることが好ましく、分子量200から400であることがより好ましい。 In the display defect preventing agent of the present invention, it is preferable to use a hydrocarbon compound formed by combining the nonpolar organic compound to be composed of atoms composed of carbon and hydrogen. Furthermore, the molecular weight of the nonpolar organic compound is preferably 180 to 500, and more preferably 200 to 400.
又、非極性有機化合物は、25℃、1atmの雰囲気下において結晶相、液晶相、ガラス、準安定相のいずれの相で存在しても良いが、−30℃以上から120℃までの温度範囲において液晶相を示す化合物を用いることが好ましく、比誘電率の絶対値が10以下であることが好ましく、3以下であることがより好ましい。 The nonpolar organic compound may exist in any of a crystal phase, a liquid crystal phase, a glass, and a metastable phase in an atmosphere of 25 ° C. and 1 atm, but a temperature range from −30 ° C. to 120 ° C. It is preferable to use a compound exhibiting a liquid crystal phase, and the absolute value of the relative dielectric constant is preferably 10 or less, and more preferably 3 or less.
より具体的には非極性有機化合物は一般式(I)で表される化合物であることが好ましい。一般式(I)において、R1及びR2は一方がアルキル基を表しもう一方がアルケニル基を表すことが好ましく、R1がアルケニル基を表しR2が直鎖状アルキル基を表すことがより好ましい。A及びBはトランス-1,4-シクロヘキシレンを表すことが好ましい。Z1及びZ2は単結合又は炭素数が偶数の直鎖状アルキレン基を表すことが好ましい。nは1を表すことが好ましい。 More specifically, the nonpolar organic compound is preferably a compound represented by the general formula (I). In general formula (I), it is preferable that one of R 1 and R 2 represents an alkyl group and the other represents an alkenyl group, R 1 represents an alkenyl group and R 2 represents a linear alkyl group. preferable. A and B preferably represent trans-1,4-cyclohexylene. Z 1 and Z 2 preferably represent a single bond or a linear alkylene group having an even number of carbon atoms. n preferably represents 1.
一般式(I)で表される化合物は、さらに具体的には式(2)から式(13)で表される化合物であることが特に好ましい。又、これらの化合物を2種以上もちいることも可能である。 The compound represented by the general formula (I) is particularly preferably a compound represented by the formula (2) to the formula (13). Two or more of these compounds can be used.
本発明の表示不良防止剤を構成する溶媒は、非極性有機化合物が最低0.2%溶解できる溶解能があれば、1種類又は2種類以上の溶媒を混合して用いてもよい。例えば、アセトニトリル、エタノール、メタノール、イソプロピルアルコール、アセトン、酢酸エチル、ジクロロメタン、テトラヒドロフラン(THF)、クロロホルム、ベンゼン、トルエン、エチルベンゼン、キシレン、ヘキサン、シクロヘキサン、シクロヘキセン、シクロペンタン、メチルシクロペンタン、2−メチルへキサン、ヘプタン、オクタン、ノナン、デカン、ウンデカン、ドデカン、石油ベンジン、リグロイン、石油エーテル、ガソリン又はケロシン等があるが、ベンゼン、トルエン、エチルベンゼン、キシレン、ヘキサン、シクロヘキサン、シクロヘキセン、シクロペンタン、メチルシクロペンタン、2−メチルへキサン、ヘプタン、オクタン、ノナン、ドデカン、石油ベンジン、リグロイン、石油エーテル、ガソリン又はケロシン等の炭化水素系溶媒が好ましく、トルエン、ヘキサン、ケロシンがさらに好ましい。 As the solvent constituting the display defect preventing agent of the present invention, one or two or more kinds of solvents may be mixed and used as long as the solvent has a solubility capable of dissolving at least 0.2% of the nonpolar organic compound. For example, acetonitrile, ethanol, methanol, isopropyl alcohol, acetone, ethyl acetate, dichloromethane, tetrahydrofuran (THF), chloroform, benzene, toluene, ethylbenzene, xylene, hexane, cyclohexane, cyclohexene, cyclopentane, methylcyclopentane, 2-methyl There are xane, heptane, octane, nonane, decane, undecane, dodecane, petroleum benzine, ligroin, petroleum ether, gasoline or kerosene, but benzene, toluene, ethylbenzene, xylene, hexane, cyclohexane, cyclohexene, cyclopentane, methylcyclopentane 2-methylhexane, heptane, octane, nonane, dodecane, petroleum benzine, ligroin, petroleum ether, gasoline or kerosene Hydrocarbon solvents are preferred, such as down, toluene, hexane, kerosene is more preferable.
引火点が高い必要性がある場合には
アセトニトリル、ジメチルホルムアミド(DMF)、ジメチルスルホキシド(DMSO)、N−メチル−2−ピロリジノン(NMP)、γ―ブチロラクトン(GBL)、エタノール、メタノール、イソプロピルアルコール、アセトン等の極性溶媒とベンゼン、トルエン、エチルベンゼン、キシレン、ヘキサン、シクロヘキサン、シクロヘキセン、シクロペンタン、メチルシクロペンタン、2−メチルへキサン、ヘプタン、オクタン、ノナン、ドデカン、石油ベンジン、リグロイン、石油エーテル、ガソリン又はケロシン等の炭化水素系有機溶媒を混合した溶媒は、炭化水素系有機溶媒のみで使用するよりも引火性が低く好ましい。
If there is a need for a high flash point, acetonitrile, dimethylformamide (DMF), dimethyl sulfoxide (DMSO), N-methyl-2-pyrrolidinone (NMP), γ-butyrolactone (GBL), ethanol, methanol, isopropyl alcohol, Polar solvents such as acetone and benzene, toluene, ethylbenzene, xylene, hexane, cyclohexane, cyclohexene, cyclopentane, methylcyclopentane, 2-methylhexane, heptane, octane, nonane, dodecane, petroleum benzine, ligroin, petroleum ether, gasoline Alternatively, a solvent in which a hydrocarbon organic solvent such as kerosene is mixed is preferable because it has lower flammability than that used only with the hydrocarbon organic solvent.
溶媒の極性が低いと印刷特性に問題が生じることがあるため本発明の表示不良防止剤を構成する溶媒の極性は、25℃における比誘電率の絶対値が10以下であることが好ましく、3以下であることがより好ましい。 If the polarity of the solvent is low, there may be a problem in printing characteristics. Therefore, the polarity of the solvent constituting the display defect preventing agent of the present invention is preferably 10 or less in absolute value of relative dielectric constant at 25 ° C. The following is more preferable.
本発明の表示不良防止剤は、非極性有機化合物の20℃における比誘電率の絶対値が10以下であることが好ましく、3以下であることがより好ましく、非極性有機化合物の有機溶媒溶液の濃度は、0.2から10質量%以下であることが好ましく、0.2から2質量%であることがより好ましい。 In the display defect preventing agent of the present invention, the absolute value of the relative dielectric constant of the nonpolar organic compound at 20 ° C. is preferably 10 or less, more preferably 3 or less, and the organic solvent solution of the nonpolar organic compound The concentration is preferably 0.2 to 10% by mass or less, and more preferably 0.2 to 2% by mass.
ITO透明電極付ガラス基板を2枚用意した(以下、基板A、基板Bと称する)。
スピンコートにより透明電極面に垂直配向膜を約100nmの厚さで塗布した。塗布した配向膜は80℃で5分焼成した後、さらに220℃で2時間焼成した。
非極性有機化合物として式(2)
Two glass substrates with ITO transparent electrodes were prepared (hereinafter referred to as “substrate A” and “substrate B”).
A vertical alignment film with a thickness of about 100 nm was applied to the transparent electrode surface by spin coating. The applied alignment film was baked at 80 ° C. for 5 minutes, and further baked at 220 ° C. for 2 hours.
Formula (2) as non-polar organic compound
で表される液晶化合物を2質量%となるようにトルエン有機溶媒に溶解した表示不良防止剤1を調製した。調整した表示不良防止剤1に、垂直配向膜付きガラス基板A及びBを10分浸し、配向膜表面に式(2)で表される非極性有機化合物を吸着させた。10分後、ガラス基板を引き上げ、窒素ガスを吹き付けてトルエン有機溶媒を除去した後、さらに真空乾燥(6.7×102Pa)を1時間行った(以下、表示不良防止剤1による配向膜処理を行ったガラス基板を、それぞれガラス基板A1'、ガラス基板B1'と称する)。 The display defect prevention agent 1 which melt | dissolved the liquid crystal compound represented by this in the toluene organic solvent so that it might become 2 mass% was prepared. The adjusted display defect preventing agent 1 was immersed in the glass substrates A and B with the vertical alignment film for 10 minutes, and the nonpolar organic compound represented by the formula (2) was adsorbed on the surface of the alignment film. After 10 minutes, the glass substrate was pulled up and nitrogen gas was blown to remove the toluene organic solvent, followed by further vacuum drying (6.7 × 10 2 Pa) for 1 hour (hereinafter referred to as alignment film with display defect preventing agent 1). The treated glass substrates are referred to as glass substrate A 1 ′ and glass substrate B 1 ′, respectively).
ガラス基板上B1'に、マイクロシリンジを用いて、下記ネマティック液晶組成物A The following nematic liquid crystal composition A using a micro syringe on B 1 ′ on the glass substrate
を2.5μlを滴下した。ガラス基板B1'の4角に紫外線硬化性接着剤を塗布、ガラス基板A1'を張り合わせた後、紫外線を30秒照射して液晶表示素子1を作製した。
作製した液晶表示素子1の印加電圧を変化させ、液晶表示素子1を直交ニコル下で観察した。作成した液晶表示素子1は表示不良が無く均一な配向を有していた。
2.5 μl was added dropwise. An ultraviolet curable adhesive was applied to the four corners of the glass substrate B 1 ′, and the glass substrate A 1 ′ was bonded to the glass substrate B 1 ′.
The applied voltage of the produced liquid crystal display element 1 was changed, and the liquid crystal display element 1 was observed under crossed Nicols. The produced liquid crystal display element 1 had no uniform display and had a uniform orientation.
実施例1で作成した表示不良防止剤1において、式(2)で表される非極性有機化合物の濃度を、0.2質量%に変更した表示不良防止剤2を調製し、実施例1と同様にして液晶表示素子2を作製した。液晶表示素子2の印加電圧を変化させ、液晶セルを直交ニコル下で観察した。液晶表示素子2は表示不良が無く均一な配向を有していた。
(比較例1)
実施例2において非極性有機化合物を、式(14)
In the display failure prevention agent 1 prepared in Example 1, a display failure prevention agent 2 in which the concentration of the nonpolar organic compound represented by the formula (2) was changed to 0.2% by mass was prepared. A liquid crystal display element 2 was produced in the same manner. The applied voltage of the liquid crystal display element 2 was changed, and the liquid crystal cell was observed under crossed Nicols. The liquid crystal display element 2 had a uniform orientation without display defects.
(Comparative Example 1)
In Example 2, the nonpolar organic compound is represented by the formula (14)
で表される極性有機化合物に変更し、0.2質量%トルエン溶液からなる表示不良防止剤3を調整し、以下、実施例1と同様にして比較液晶表示素子1を作製した。比較液晶表示素子1の印加電圧を変化させ、比較液晶表示素子1を直交ニコル下で観察した。比較液晶表示素子1は液晶を滴下した部分に発生する滴下痕が観察された。 In the same manner as in Example 1, a comparative liquid crystal display element 1 was produced. The applied voltage of the comparative liquid crystal display element 1 was changed, and the comparative liquid crystal display element 1 was observed under crossed Nicols. In the comparative liquid crystal display element 1, dripping marks generated at the portion where the liquid crystal was dripped were observed.
本発明の表示不良解決方法は、表示不良のない均一な配向を有する液晶表示素子を実現したのに対し、比較例の方法では滴下痕の発生を抑えることはできなかった。 The display defect solving method of the present invention realized a liquid crystal display element having a uniform alignment without display defects, whereas the method of the comparative example could not suppress the occurrence of dripping marks.
非極性有機化合物として式(2)から式(9) Formulas (2) to (9) as nonpolar organic compounds
で表される化合物を用いて、各々0.2質量%トルエン溶液からなる表示不良防止剤4から10を調整し、以下、実施例1と同様にして液晶表示素子4から10を作製した。液晶表示素子4から10の印加電圧を変化させ、液晶セルを直交ニコル下で観察した。その結果、液晶表示素子4から10には表示ムラ等は観察されず、実施例1と同様に均一な配向を有する液晶表示素子が実現できた。 Using the compounds represented by the formulas, display defect preventing agents 4 to 10 each consisting of a 0.2 mass% toluene solution were prepared, and liquid crystal display elements 4 to 10 were prepared in the same manner as in Example 1 below. The applied voltage of the liquid crystal display elements 4 to 10 was changed, and the liquid crystal cell was observed under crossed Nicols. As a result, display unevenness and the like were not observed in the liquid crystal display elements 4 to 10, and a liquid crystal display element having a uniform orientation as in Example 1 was realized.
非極性有機化合物として、式(2)で表される化合物の0.2質量%ヘキサン溶液からなる表示不良防止剤11及び0.2質量%ベンゼン溶液からなる表示不良防止剤12を各々調製し、以下、実施例1と同様にして液晶表示素子11及び12を作製した。液晶表示素子11及び12の印加電圧を変化させ、液晶セルを直交ニコル下で観察した結果、実施例1と同様に均一な配向を有する液晶表示素子が実現できた。 As the nonpolar organic compound, a display defect preventing agent 11 composed of a 0.2% by mass hexane solution of the compound represented by the formula (2) and a display defect preventing agent 12 composed of a 0.2% by mass benzene solution were prepared, Thereafter, liquid crystal display elements 11 and 12 were produced in the same manner as in Example 1. As a result of changing the applied voltage of the liquid crystal display elements 11 and 12 and observing the liquid crystal cell under crossed Nicols, a liquid crystal display element having a uniform orientation as in Example 1 was realized.
実施例1と同様にして作製した2枚の配向膜付ガラス基板(ガラス基板A、ガラス基板B)を、表示不良防止剤2を用いて実施例1と同様の方法で配向膜表面処理した(ガラス基板A2'、ガラス基板B2')。ガラス基板B2'に、下記に示すVA用ネマティック液晶組成物B Two glass substrates with alignment films (glass substrate A and glass substrate B) produced in the same manner as in Example 1 were subjected to alignment film surface treatment in the same manner as in Example 1 using display defect prevention agent 2 ( Glass substrate A 2 ′, glass substrate B 2 ′). Nematic liquid crystal composition B for VA shown below on glass substrate B 2 ′
を2.5μlを滴下し、以下、実施例1と同様にして液晶表示素子13を作製した。液晶表示素子13の印加電圧を変化させ、液晶セルを直交ニコル下で観察した結果、実施例1と同様に均一な配向を有するVA液晶表示素子が実現できた。 Then, 2.5 μl of the solution was dropped, and a liquid crystal display element 13 was produced in the same manner as in Example 1. As a result of changing the applied voltage of the liquid crystal display element 13 and observing the liquid crystal cell under crossed Nicols, a VA liquid crystal display element having a uniform orientation as in Example 1 was realized.
櫛歯IPS電極付ガラス基板及び対向ガラス基板にそれぞれスピンコート法でポリイミド配向膜を塗布した。塗布した配向膜は80℃で5分焼成した後、さらに180℃で1時間焼成した。 The polyimide alignment film was apply | coated to the glass substrate with a comb-tooth IPS electrode, and the opposing glass substrate, respectively with the spin coat method. The applied alignment film was baked at 80 ° C. for 5 minutes, and further baked at 180 ° C. for 1 hour.
表示不良防止剤1を用いて実施例1と同様にして配向膜付きガラス基板の配向膜表面処理を行った櫛場IPS電極付ガラス基板に、下記に示すIPS用ネマティック液晶組成物C The nematic liquid crystal composition C for IPS shown below is applied to a glass substrate with a comb-field IPS electrode which has been subjected to surface treatment of an alignment film on a glass substrate with an alignment film in the same manner as in Example 1 using the display defect preventing agent 1.
を、2.5μl滴下し、以下、実施例1と同様にして液晶表示素子14を作製した。液晶表示素子14の印加電圧を変化させ、液晶セルを直交ニコル下で観察した結果、実施例1と同様に均一な配向を有する液晶表示素子が実現できた。 Was added dropwise in the same manner as in Example 1 to prepare a liquid crystal display element 14. As a result of changing the applied voltage of the liquid crystal display element 14 and observing the liquid crystal cell under crossed Nicols, a liquid crystal display element having a uniform orientation as in Example 1 was realized.
実施例1と同様のITO透明電極付ガラス基板を2枚用意した(ガラス基板A、ガラス基板B)。
スピンコートにより透明電極面にTN用ポリイミド配向膜を塗布した。塗布した配向膜は80℃で5分焼成した後、さらに180℃で1時間焼成した(ガラス基板ATN、ガラス基板BTN)。
ガラス基板BTNを、表示不良防止剤1を用いて実施例1と同様で配向膜表面処理した(ガラス基板BTN1')。ガラス基板BTN1'に、下記に示すTN用ネマティック液晶組成物D
Two glass substrates with ITO transparent electrodes similar to those in Example 1 were prepared (glass substrate A and glass substrate B).
A polyimide alignment film for TN was applied to the transparent electrode surface by spin coating. The applied alignment film was baked at 80 ° C. for 5 minutes, and further baked at 180 ° C. for 1 hour (glass substrate A TN , glass substrate B TN ).
The glass substrate BTN was subjected to alignment film surface treatment in the same manner as in Example 1 using the display defect preventing agent 1 (glass substrate BTN1 ′). Nematic liquid crystal composition D for TN shown below on glass substrate B TN 1 ′
を、2.5μl滴下し、以下、実施例1と同様にして液晶表示素子15を作製した。液晶表示素子15の印加電圧を変化させ、液晶セルを直交ニコル下で観察した結果、実施例1と同様に均一な配向を有する液晶表示素子が実現できた。 Was added dropwise in the same manner as in Example 1 to prepare a liquid crystal display element 15. As a result of changing the applied voltage of the liquid crystal display element 15 and observing the liquid crystal cell under crossed Nicols, a liquid crystal display element having a uniform orientation as in Example 1 was realized.
焼き付き測定用液晶セルの注入口から、表示不良防止剤1を充填した後10分間放置した。真空乾燥を2時間行い、溶媒を除去した後、TFT液晶組成物E After filling the display defect preventing agent 1 from the injection port of the liquid crystal cell for image sticking measurement, it was left for 10 minutes. After vacuum drying for 2 hours to remove the solvent, TFT liquid crystal composition E
を真空注入して焼き付き測定用液晶セル1を作製し、autronic LCCS107により焼き付き測定を行った(autronic LCCS107; 駆動波形設定:電圧:2.06V、オフセット電圧:0.5V、周波数:30Hz、電圧印加時間:120分、透過セル設定項目:電圧:50V、電圧印加セル:1、測定温度70℃)。その結果、焼き付き値は0.992であった。
(比較例2)
焼き付き測定用液晶セルの注入口から、TFT液晶組成物Eを真空注入して焼き付き測定用液晶セル2を作製し、焼き付き測定を行った(autronic LCCS107; 駆動波形設定:電圧:2.06V、オフセット電圧:0.5V、周波数:30Hz、電圧印加時間:120分、透過セル設定項目:電圧:50V、電圧印加セル:1、測定温度70℃)。比較例2の表示素子は焼き付き値が0.972であり、実施例8の表示素子の0.992に較べて焼き付きによる表示不良を抑制する効果が劣ることが解る。
The liquid crystal cell 1 for burn-in measurement was manufactured by vacuum injection, and burn-in measurement was performed with the autronic LCCS 107 (autronic LCCS 107; drive waveform setting: voltage: 2.06 V, offset voltage: 0.5 V, frequency: 30 Hz, voltage application Time: 120 minutes, transmission cell setting item: voltage: 50 V, voltage application cell: 1, measurement temperature 70 ° C.). As a result, the burn-in value was 0.992.
(Comparative Example 2)
The liquid crystal cell 2 for burn-in measurement was manufactured by vacuum injection of the TFT liquid crystal composition E from the injection port of the liquid crystal cell for burn-in measurement, and burn-in measurement was performed (autronic LCCS107; drive waveform setting: voltage: 2.06 V, offset) Voltage: 0.5 V, frequency: 30 Hz, voltage application time: 120 minutes, transmission cell setting item: voltage: 50 V, voltage application cell: 1, measurement temperature 70 ° C.). The display element of Comparative Example 2 has a burn-in value of 0.972, and it can be seen that the effect of suppressing display defects due to burn-in is inferior to 0.992 of the display element of Example 8.
保持率測定用液晶セルの注入口から、表示不良防止剤1を充填した後10分間放置した。真空乾燥を2時間行い、溶媒を除去した後、TFT液晶組成物Eを真空注入し、保持率測定用液晶セル1を作製し、保持率測定を行った(東陽テクニカ VHR-1A、80℃)。この表示素子の保持率は90.1%であった。
(比較例3)
保持率測定用液晶セルの注入口から、TFT液晶組成物Eを真空注入し、保持率測定用液晶セル2を作製し、保持率測定を行った(東陽テクニカ VHR-1A、80℃)。比較例3の表示素子の保持率は82.6%であり実施例9の90.1%に較べ悪化してしまった。さらに、比較例3の表示素子は保持率低下による表示不良が観察された。
After filling the display defect preventing agent 1 from the inlet of the liquid crystal cell for measuring the retention rate, it was left for 10 minutes. After performing vacuum drying for 2 hours to remove the solvent, TFT liquid crystal composition E was injected by vacuum to produce a retention rate measurement liquid crystal cell 1, and the retention rate was measured (Toyo Technica VHR-1A, 80 ° C.). . The retention rate of this display element was 90.1%.
(Comparative Example 3)
The TFT liquid crystal composition E was vacuum-injected from the inlet of the liquid crystal cell for holding rate measurement to prepare the liquid crystal cell 2 for holding rate measurement, and the holding rate was measured (Toyo Technica VHR-1A, 80 ° C.). The retention rate of the display element of Comparative Example 3 was 82.6%, which was worse than 90.1% of Example 9. Furthermore, display defects due to a decrease in the retention rate were observed in the display element of Comparative Example 3.
非極性有機化合物として下式(10)〜(13) The following formulas (10) to (13) as nonpolar organic compounds
を用いて、各々0.2質量%トルエン有機溶媒に溶解した表示不良防止剤13〜16を調整し、以下、実施例1と同様にして液晶表示素子16〜19を作製した。液晶表示素子16〜19の印加電圧を変化させ、液晶セルを直交ニコル下で観察した。その結果、本発明の配向膜表面処理方法により、実施例1と同様に均一な配向を有する液晶表示素子が実現できた。 The liquid crystal display elements 16 to 19 were prepared in the same manner as in Example 1 by adjusting the display defect preventing agents 13 to 16 dissolved in 0.2% by mass toluene organic solvent. The applied voltage of the liquid crystal display elements 16 to 19 was changed, and the liquid crystal cell was observed under crossed Nicols. As a result, a liquid crystal display device having a uniform alignment as in Example 1 could be realized by the alignment film surface treatment method of the present invention.
実施例1と同様にして基板A及びBに配向膜を形成した。 In the same manner as in Example 1, alignment films were formed on the substrates A and B.
式(2)で表される非極性有機化合物を0.5及び4質量%となるように炭化水素系有機溶媒のケロシンに溶解した表示不良防止剤17及び18を調製した。調整した表示不良防止剤17及び18を、垂直配向膜付きガラス基板A及びBにスピンコートして配向膜表面に式(2)で表される非極性有機化合物を吸着させた。さらに真空乾燥(6.7×102 Pa)を1時間行った(以下、表示不良防止剤17及び18による配向膜処理を行ったガラス基板を、それぞれガラス基板A1''、ガラス基板B1''と称する)。 Display defect preventing agents 17 and 18 were prepared by dissolving the nonpolar organic compound represented by the formula (2) in kerosene as a hydrocarbon-based organic solvent so as to be 0.5 and 4% by mass. The adjusted display defect preventing agents 17 and 18 were spin-coated on the glass substrates A and B with the vertical alignment film, and the nonpolar organic compound represented by the formula (2) was adsorbed on the surface of the alignment film. Further, vacuum drying (6.7 × 10 2 Pa) was performed for 1 hour (hereinafter, the glass substrates that had been subjected to the alignment film treatment with the display defect preventing agents 17 and 18 were glass substrate A 1 ″ and glass substrate B 1 , respectively. '').
ガラス基板上B1''に、マイクロシリンジを用いて、下記ネマティック液晶組成物Aを2.5μlを滴下した。ガラス基板B1''の4角に紫外線硬化性接着剤を塗布、ガラス基板A1''を張り合わせた後、紫外線を30秒照射して液晶表示素子20及び21を作製した。
作製した液晶表示素子1の印加電圧を変化させ、液晶表示素子20及び21を直交ニコル下で観察した。作成した液晶表示素子20及び21は表示不良が無く均一な配向を有していた。
Using a microsyringe, 2.5 μl of the following nematic liquid crystal composition A was dropped onto B 1 ″ on the glass substrate. The ultraviolet curable adhesive was applied to the four corners of the glass substrate B 1 ″, and the glass substrate A 1 ″ was laminated.
The applied voltage of the produced liquid crystal display element 1 was changed, and the liquid crystal display elements 20 and 21 were observed under crossed Nicols. The produced liquid crystal display elements 20 and 21 had no display defect and had a uniform orientation.
実施例1で作成した表示不良防止剤1において、トルエン有機溶媒をケロシン有機溶媒に変更した表示不良防止剤19を調製し、実施例1と同様にして液晶表示素子22を作製した。液晶表示素子22の印加電圧を変化させ、液晶セルを直交ニコル下で観察した。液晶表示素子22は表示不良が無く均一な配向を有していた。
In the display failure prevention agent 1 prepared in Example 1, a display failure prevention agent 19 in which the toluene organic solvent was changed to a kerosene organic solvent was prepared, and a liquid crystal display element 22 was produced in the same manner as in Example 1. The applied voltage of the liquid crystal display element 22 was changed, and the liquid crystal cell was observed under crossed Nicols. The liquid crystal display element 22 had no uniform display and had a uniform orientation.
Claims (18)
A及びBはそれぞれ独立して、トランス-1,4-シクロヘキシレン基、1,4-フェニレン基、トランス-1,4-シクロヘキセニレン基、デカヒドロナフタレン-2,6-ジイル基、3,3’-スピロビシクロブチレン基又はビシクロ[2.2.2]オクタン-1,4-ジイル基を表し、
Z1及びZ2はそれぞれ独立して単結合、炭素原子数2から12の直鎖状又は分岐状アルキレン基、−CH=CH−又は−C≡C−を表し、
nは1から3の整数を表し、B及びZ2が複数存在する場合は同一であっても異なっていても良い。)で表される化合物を塗布する工程を有することを特徴とする当該製造方法。 In the manufacture of a nematic liquid crystal display element having a structure in which a liquid crystal is sandwiched between a pair of substrates having transparent electrodes and having an alignment film on at least one of the opposing surfaces of the pair of opposing substrates, the liquid crystal is injected before the liquid crystal is injected. General formula (I) dissolved in organic solvent in alignment film
A and B are each independently trans-1,4-cyclohexylene group, 1,4-phenylene group, trans-1,4-cyclohexenylene group, decahydronaphthalene-2,6-diyl group, 3, Represents a 3′-spirobicyclobutylene group or a bicyclo [2.2.2] octane-1,4-diyl group,
Z 1 and Z 2 each independently represent a single bond, a linear or branched alkylene group having 2 to 12 carbon atoms, —CH═CH— or —C≡C—,
n represents an integer of 1 to 3, and when a plurality of B and Z 2 are present, they may be the same or different. The manufacturing method characterized by including the process of apply | coating the compound represented by this.
A及びBはそれぞれ独立して、トランス-1,4-シクロヘキシレン基、1,4-フェニレン基、トランス-1,4-シクロヘキセニレン基、デカヒドロナフタレン-2,6-ジイル基、3,3’-スピロビシクロブチレン基又はビシクロ[2.2.2]オクタン-1,4-ジイル基を表し、
Z1及びZ2はそれぞれ独立して単結合、炭素原子数2から12の直鎖状又は分岐状アルキレン基、−CH=CH−又は−C≡C−を表し、
nは1から3の整数を表し、B及びZ2が複数存在する場合は同一であっても異なっていても良い。)で表される化合物を塗布する工程を有する製造方法に使用する一般式(I)で表される化合物を有機溶媒に溶解させた溶液からなるネマティック液晶表示素子の表示不良防止剤。 In the manufacture of a nematic liquid crystal display element having a structure in which a liquid crystal is sandwiched between a pair of substrates having transparent electrodes and having an alignment film on at least one of the opposing surfaces of the pair of opposing substrates, General formula (I) dissolved in organic solvent in alignment film
A and B are each independently trans-1,4-cyclohexylene group, 1,4-phenylene group, trans-1,4-cyclohexenylene group, decahydronaphthalene-2,6-diyl group, 3, Represents a 3′-spirobicyclobutylene group or a bicyclo [2.2.2] octane-1,4-diyl group,
Z 1 and Z 2 each independently represent a single bond, a linear or branched alkylene group having 2 to 12 carbon atoms, —CH═CH— or —C≡C—,
n represents an integer of 1 to 3, and when a plurality of B and Z 2 are present, they may be the same or different. The display defect prevention agent of the nematic liquid crystal display element which consists of a solution which melt | dissolved the compound represented by general formula (I) used for the manufacturing method which has the process of apply | coating the compound represented by this in organic solvent .
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