JP4546340B2 - Manufacturing method of liquid crystal display element - Google Patents

Manufacturing method of liquid crystal display element Download PDF

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JP4546340B2
JP4546340B2 JP2005192805A JP2005192805A JP4546340B2 JP 4546340 B2 JP4546340 B2 JP 4546340B2 JP 2005192805 A JP2005192805 A JP 2005192805A JP 2005192805 A JP2005192805 A JP 2005192805A JP 4546340 B2 JP4546340 B2 JP 4546340B2
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liquid crystal
alignment
film
crystal display
epoxy resin
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JP2007011069A (en
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優一 桃井
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エルジー ディスプレイ カンパニー リミテッド
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    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL 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
    • G02F1/00Devices 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
    • G02F1/01Devices 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 
    • G02F1/13Devices 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
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1339Gaskets; Spacers; Sealing of cells
    • G02F1/13394Gaskets; Spacers; Sealing of cells spacers regularly patterned on the cell subtrate, e.g. walls, pillars
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL 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
    • G02F1/00Devices 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
    • G02F1/01Devices 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 
    • G02F1/13Devices 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
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1337Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
    • G02F1/133707Structures for producing distorted electric fields, e.g. bumps, protrusions, recesses, slits in pixel electrodes
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL 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
    • G02F1/00Devices 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
    • G02F1/01Devices 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 
    • G02F1/13Devices 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
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1337Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
    • G02F1/13378Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation
    • G02F1/133784Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation by rubbing
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL 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
    • G02F1/00Devices 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
    • G02F1/01Devices 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 
    • G02F1/13Devices 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
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1337Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
    • G02F1/13378Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation
    • G02F1/133788Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation by light irradiation, e.g. linearly polarised light photo-polymerisation

Description

本発明は、液晶表示素子の製造方法に関する。   The present invention relates to a method for manufacturing a liquid crystal display element.

近年、平板表示装置(FPD)の分野において、液晶表示装置(LCD)、プラズマ表示装置(PDP)、フィールドエミッションディスプレイ(FED)及び真空蛍光表示装置(VFD)等が活発に研究されている。この内、量産化技術、駆動手段の容易性及び高画質等の理由から、現在は、液晶表示装置(以下、「LCD」という。)が脚光を浴びている。LCDは、一対の基板間に光スイッチ機能を有する媒体である液晶を充填し、液晶の屈折率異方性を利用して画面に情報を表示する装置である。   In recent years, in the field of flat panel display (FPD), liquid crystal display (LCD), plasma display (PDP), field emission display (FED), vacuum fluorescent display (VFD) and the like have been actively researched. Among these, liquid crystal display devices (hereinafter referred to as “LCD”) are currently in the limelight for reasons such as mass production technology, ease of driving means and high image quality. An LCD is a device that fills liquid crystal, which is a medium having an optical switch function, between a pair of substrates and displays information on a screen using the refractive index anisotropy of the liquid crystal.

従来、液晶表示素子の構造においては必ず、液晶分子を配向させるためのAlignment Layerと呼ばれる配向膜が存在する。通常、配向膜はポリイミド(PI)よりなる有機配向膜を布等で膜表面を擦るラビング法と呼ばれる手法を使って液晶分子を一軸方向に配向させる。また、最近は非接触配向方法として、上記ラビング法以外にUV照射法やイオンビーム法による液晶分子配向方法が提案され、一部はすでに量産化されている。   Conventionally, in a structure of a liquid crystal display element, there is always an alignment film called an alignment layer for aligning liquid crystal molecules. Usually, the alignment film aligns liquid crystal molecules in a uniaxial direction using a technique called rubbing method in which an organic alignment film made of polyimide (PI) is rubbed with a cloth or the like. Recently, as a non-contact alignment method, in addition to the rubbing method, a liquid crystal molecule alignment method using a UV irradiation method or an ion beam method has been proposed, and some of them have already been mass-produced.

ラビング法は、そのプロセスが簡単で製造しやすい点で優れているが、反面布で擦ることによる傷やスジ状の不良が発生してしまう。これにより、配向が不均一になり、表示不良の問題が発生する。一方、非接触配向方法であるUV配向法やイオンビーム法は、ラビング法のような傷やスジ状の不良の発生は回避できるが、配向力が劣るため、量産時に安定的な性能を得るためには、更なる改善が必要である。   The rubbing method is excellent in that the process is simple and easy to manufacture, but on the other hand, scratches and streak-like defects are generated by rubbing with a cloth. As a result, the orientation becomes non-uniform and the problem of display failure occurs. On the other hand, the UV alignment method and ion beam method, which are non-contact alignment methods, can avoid the occurrence of scratches and streak-like defects as in the rubbing method, but the alignment force is inferior, so that stable performance during mass production is obtained. Needs further improvement.

このようなラビング法又は非接触配向方法を利用する従来の液晶パネルセル製造工程の一例を以下に説明する。   An example of a conventional liquid crystal panel cell manufacturing process using such a rubbing method or a non-contact alignment method will be described below.

図1A−1Fは、従来の液晶パネルセル製造の工程を示す断面図である。一対のガラス基板(TFT又はカラーフィルタが設けられている。)の一方の基板1(図1A)を準備し、これを洗浄後、その基板上にポリイミド(PI)を塗布する(図1B)。塗布されたPI膜2を布等で擦ることによるラビング法(図1C)か又は、UV照射又はイオンビーム照射による非接触配向方法(図1D)により配向処理を行って配向膜3を形成する。次いで、図1Eに示す通り、スペーサボール4散布し、基板周辺に接着剤を塗布してシーラント5を形成する。次いで、図1Fに示す通り、もう一方の配向処理済のガラス基板と重ね合わせて、冶具による加圧固定の後、加熱又はUV照射により接着させる。その後、液晶を注入し偏光板を形成して液晶パネルセルが出来上がる。   1A to 1F are cross-sectional views illustrating steps of manufacturing a conventional liquid crystal panel cell. One substrate 1 (FIG. 1A) of a pair of glass substrates (TFT or color filter is provided) is prepared, washed, and then coated with polyimide (PI) (FIG. 1B). The alignment film 3 is formed by performing an alignment process by a rubbing method (FIG. 1C) by rubbing the applied PI film 2 with a cloth or the like or a non-contact alignment method (FIG. 1D) by UV irradiation or ion beam irradiation. Next, as shown in FIG. 1E, the spacer balls 4 are sprayed and an adhesive is applied around the substrate to form a sealant 5. Next, as shown in FIG. 1F, the glass substrate is superposed on the other alignment-treated glass substrate, and after being pressure-fixed by a jig, it is bonded by heating or UV irradiation. Thereafter, liquid crystal is injected to form a polarizing plate to complete a liquid crystal panel cell.

このような従来の液晶パネルセルにおいては、上記したような、ラビング法及び非接触配向方法により生じる問題点が指摘されている。   In such a conventional liquid crystal panel cell, problems caused by the rubbing method and the non-contact alignment method have been pointed out.

従来技術は、上記問題点を解消するための技術を提案している。   The prior art has proposed a technique for solving the above problems.

特開平05−243934号公報は、一対の透明電極を有する基板間に液晶を狭持してなる液晶表示素子において、前記基板の互いに向かい合う面上に形成された液晶配向膜界面の少なくとも一方に液晶分子が相転移を起こさない液晶分子よりなる層(吸着層)を100nm乃至800nm厚に形成することにより、配向膜近傍の液晶分子の配向性の均一化を達成することを目的とする技術を提案している。本特許文献における発明においては、配向膜自体に吸着剤を配合することにより、及び配向膜の分子骨格に酸素、硫黄等の極性の大きい分子等を導入することにより、上記液晶分子の吸着層を配向膜上に吸着させている。しかし、前者の配向膜自体に吸着剤を配合する方法においては、吸着剤に含まれる成分が液晶中に不純物として浸透してくる問題があり、後者の極性分子の導入にあっては、該極性分子の導入のための工程を加える必要がある。本特許文献は、更に配向膜上に吸着剤よりなる膜を形成することにより液晶分子の吸着層を形成する技術も提案しているが、この技術によっても吸着剤の成分が不純物として液晶中に浸透してしまう問題があった。
特開平05−243934号公報
Japanese Patent Application Laid-Open No. 05-243934 discloses a liquid crystal display device in which liquid crystal is sandwiched between substrates having a pair of transparent electrodes, and a liquid crystal is formed on at least one of the liquid crystal alignment film interfaces formed on the mutually facing surfaces of the substrate. Proposing a technology that aims to achieve uniform alignment of liquid crystal molecules in the vicinity of the alignment film by forming a layer (adsorption layer) made of liquid crystal molecules that do not undergo phase transition in the thickness of 100 to 800 nm. is doing. In the invention in this patent document, the liquid crystal molecule adsorption layer is formed by blending an adsorbent into the alignment film itself and by introducing molecules having a large polarity such as oxygen and sulfur into the molecular skeleton of the alignment film. It is adsorbed on the alignment film. However, in the former method in which the adsorbent is blended with the alignment film itself, there is a problem that components contained in the adsorbent penetrate into the liquid crystal as impurities. It is necessary to add a process for introduction of molecules. This patent document also proposes a technique for forming an adsorption layer of liquid crystal molecules by forming a film made of an adsorbent on an alignment film, but also by this technique, the components of the adsorbent are contained as impurities in the liquid crystal. There was a problem of penetration.
Japanese Patent Laid-Open No. 05-243934

本発明の目的は、上記従来における問題点に鑑みなされたものであり、配向膜表面に結晶性エポキシ樹脂を薄くコーティングすることにより、その結晶性と接着性を兼ね備えた特性を利用して、液晶の配向性を補うことで、上記問題の解決を図ることが出来る液晶表示素子の製造方法を提供する。   The object of the present invention has been made in view of the above-described problems in the prior art, and by applying a thin coating of a crystalline epoxy resin on the surface of the alignment film, liquid crystal is utilized by utilizing the characteristics having both crystallinity and adhesiveness. A method of manufacturing a liquid crystal display element capable of solving the above problem by supplementing the orientation of the liquid crystal display device is provided.

参考例として、一対の基板に液晶を狭持してなる液晶表示素子において、
前記一対の基板が、配向膜及び前記配向膜上に形成された配向補助膜を有し、それら基板が互いに前記配向補助膜が対向するように液晶を介して配置され、
前記配向補助膜は、分子骨格にメソゲン構造を有し両端に熱又は紫外線で反応する反応基を有する樹脂材料よりなる、
ことを特徴とする液晶表示素子を提供する。
As a reference example, in a liquid crystal display element in which liquid crystal is sandwiched between a pair of substrates,
The pair of substrates has an alignment film and an alignment auxiliary film formed on the alignment film, and the substrates are arranged via liquid crystal so that the alignment auxiliary films face each other,
The alignment auxiliary film is made of a resin material having a mesogenic structure in the molecular skeleton and a reactive group that reacts with heat or ultraviolet rays at both ends.
Provided is a liquid crystal display element characterized by the above.

本願発明は、一対の基板に液晶を狭持してなる液晶表示素子の製造方法であって、
(I)前記一対の基板の一方の基板上に配向膜を形成する工程、
(II)前記配向膜上に、分子骨格にメソゲン構造を有し両端に熱又は紫外線で反応する反応基を有する結晶性エポキシ樹脂を有機溶剤で希釈した溶液であって、前記結晶性エポキシ樹脂が前記溶液中に0.01%以上0.1%以下の濃度で含有される溶液を塗布する工程、
(III)前記塗布された溶液から前記有機溶剤を蒸発させて配向補助膜を形成する工程、及び
(IV)上記と同様の工程により配向膜及びその上に配向補助膜が形成された他方の基板を、双方の前記配向補助膜が対向するように重ね合わせ両者を接着する工程を含むことを特徴とする液晶表示素子の製造方法を提供する。
The present invention is a method for manufacturing a liquid crystal display element in which a liquid crystal is sandwiched between a pair of substrates,
(I) a step of forming an alignment film on one of the pair of substrates;
(II) A solution obtained by diluting a crystalline epoxy resin having a mesogenic structure in the molecular skeleton and a reactive group that reacts with heat or ultraviolet rays at both ends with an organic solvent on the alignment film , wherein the crystalline epoxy resin is Applying a solution contained at a concentration of 0.01% to 0.1% in the solution ;
(III) a step of evaporating the organic solvent from the applied solution to form an alignment auxiliary film, and (IV) the other substrate on which the alignment film and the alignment auxiliary film are formed by the same process as above. Including a step of superposing and adhering both of the alignment assisting films so that the alignment assisting films face each other.

以下、本発明を適用した実施例について説明する。
なお、本発明は下記実施例に限定されるものではなく、本特許請求の範囲に規定された範囲において種々の修正及び変更を加えることができることは明らかである。
Examples to which the present invention is applied will be described below.
It should be noted that the present invention is not limited to the following examples, and it is obvious that various modifications and changes can be made within the scope defined by the claims.

図2は、本発明の一実施態様の液晶表示素子の断面図である。本発明は、図2に示されるように、少なくとも一方が透明な一対のガラス基板(TFT又はカラーフィルタを有する)のうち一方のガラス基板1上に形成された配向膜3上に、結晶性エポキシ樹脂からなる配向補助膜6が形成され、該配向補助膜6上にスペーサボール4が散布され及び基板周辺部に接着剤を塗布してシーラント5が形成されている。次いで、上記と同様に配向補助膜6が形成された他方のガラス基板を重ね合わせて接着し基板間に液晶が狭持された構造を有する。   FIG. 2 is a cross-sectional view of a liquid crystal display element according to an embodiment of the present invention. In the present invention, as shown in FIG. 2, a crystalline epoxy is formed on an alignment film 3 formed on one glass substrate 1 of a pair of glass substrates (having TFTs or color filters) at least one of which is transparent. An alignment auxiliary film 6 made of resin is formed, spacer balls 4 are dispersed on the alignment auxiliary film 6, and an adhesive is applied to the periphery of the substrate to form a sealant 5. Next, in the same manner as described above, the other glass substrate on which the alignment auxiliary film 6 is formed is superposed and bonded, and the liquid crystal is sandwiched between the substrates.

以下、本発明の液晶表示素子の製造工程を説明する。   Hereafter, the manufacturing process of the liquid crystal display element of this invention is demonstrated.

図3A−3Gは、本発明の一実施態様の液晶パネルセル製造の工程を示す断面図である。一対のガラス基板(TFT又はカラーフィルタが設けられている。)の一方の基板1(図3A)を準備し、これを洗浄後、その基板上に高分子材料であるポリイミド(PI)膜2を塗布する(図3B)。次いで、200℃で30分間焼成した後、塗布されたPI膜2を布等で擦ることによるラビング法(図3C)か又は、UV照射又はイオンビーム照射による非接触配向方法(図3D)により配向処理を行い約1000Åの膜厚の配向膜3を形成する。なお、配向膜の膜厚は、約500Å乃至約1000Åの範囲とすることが可能である。   3A to 3G are cross-sectional views illustrating steps of manufacturing a liquid crystal panel cell according to an embodiment of the present invention. One substrate 1 (FIG. 3A) of a pair of glass substrates (TFT or color filter is provided) is prepared, washed, and then a polyimide (PI) film 2 which is a polymer material is formed on the substrate. Apply (Figure 3B). Next, after baking at 200 ° C. for 30 minutes, alignment is performed by a rubbing method (FIG. 3C) by rubbing the applied PI film 2 with a cloth or the like, or a non-contact alignment method by UV irradiation or ion beam irradiation (FIG. 3D). Processing is performed to form an alignment film 3 having a thickness of about 1000 mm. Note that the film thickness of the alignment film can be in the range of about 500 mm to about 1000 mm.

次いで、図3Eに示すように、結晶性エポキシ樹脂を予め有機溶媒に溶解させた結晶性エポキシ樹脂溶液を配向処理後の配向膜上に塗布する。本実施例においては、有機溶剤としてメチルエチルケトン(以下「MEK」と省略する。)を使用し、これに結晶性エポキシ樹脂であるジャパンエポキシレジン社製YX4000(登録商標)を溶解して濃度20%の飽和溶液を作製した後、エチルアルコール(COH)で希釈した結晶性エポキシ樹脂溶液を使用した。 Next, as shown in FIG. 3E, a crystalline epoxy resin solution in which a crystalline epoxy resin is dissolved in an organic solvent in advance is applied on the alignment film after the alignment treatment. In this example, methyl ethyl ketone (hereinafter abbreviated as “MEK”) is used as an organic solvent, and a crystalline epoxy resin YX4000 (registered trademark) manufactured by Japan Epoxy Resin Co., Ltd. is dissolved therein to a concentration of 20%. After preparing a saturated solution, a crystalline epoxy resin solution diluted with ethyl alcohol (C 2 H 5 OH) was used.

次いで、160℃で6時間ヒートチャンバーに放置することにより有機溶媒を蒸発させる。これにより結晶性エポキシ樹脂が析出し、配向膜上にコーティングされた配向補助膜6が形成される。   Next, the organic solvent is evaporated by being left in a heat chamber at 160 ° C. for 6 hours. Thereby, the crystalline epoxy resin is deposited, and the alignment auxiliary film 6 coated on the alignment film is formed.

なお、有機溶媒中の結晶性エポキシ樹脂の濃度及び形成される配向補助膜の膜厚は、配向性の均一化及びラビングキズに対する効果の点で重要な要素となるが、これらについては後述する。   Note that the concentration of the crystalline epoxy resin in the organic solvent and the thickness of the alignment auxiliary film to be formed are important factors in terms of uniformity of alignment and an effect on rubbing scratches, which will be described later.

次に、従来技術と同様の工程により、スペーサボール4を散布し、基板周辺に接着剤を塗布してシーラント5を形成する(図3F)。次いで、図3Gに示すように上記と同様の工程により、配向処理された配向膜上に配向補助膜6が形成されたもう一方のガラス基板と、双方の配向補助膜が対向するように重ね合わせ、冶具による加圧固定の後、加熱又はUV照射により接着させる。その後、液晶を注入し偏光板を形成して液晶パネルセルが出来上がる。   Next, spacer balls 4 are dispersed by the same process as in the prior art, and an adhesive is applied around the substrate to form a sealant 5 (FIG. 3F). Next, as shown in FIG. 3G, by the same process as described above, the other glass substrate on which the alignment auxiliary film 6 is formed on the alignment film subjected to the alignment treatment is overlapped so that both alignment auxiliary films face each other. After pressing and fixing with a jig, it is bonded by heating or UV irradiation. Thereafter, liquid crystal is injected to form a polarizing plate to complete a liquid crystal panel cell.

本実施例においては、配向補助膜6の材料として結晶性エポキシ樹脂を使用した。これにより、液晶の配向性の均一化の問題点を解消又は改善が図られた。以下にビフェニル型エポキシである結晶性エポキシ樹脂の分子構造の一般式を示す。

Figure 0004546340
In this example, a crystalline epoxy resin was used as the material for the alignment auxiliary film 6. As a result, the problem of uniform orientation of the liquid crystal was solved or improved. The general formula of the molecular structure of a crystalline epoxy resin that is a biphenyl type epoxy is shown below.
Figure 0004546340

本実施例においては、上記ビフェニル型エポキシの一般式で表される結晶性エポキシ樹脂であるジャパンエポキシレジン株式会社製YX4000(登録商標)を使用したが、上記一般式で表される種々の樹脂、例えば、同社製YX4000H,YL6121H(登録商標)も本発明において使用できる。なお、結晶性エポキシ樹脂以外でも、アクリレート樹脂やアリル樹脂等も使用可能である。   In this example, YX4000 (registered trademark) manufactured by Japan Epoxy Resin Co., Ltd., which is a crystalline epoxy resin represented by the general formula of the above biphenyl type epoxy, was used, but various resins represented by the above general formula, For example, YX4000H, YL6121H (registered trademark) manufactured by the same company can be used in the present invention. In addition to crystalline epoxy resins, acrylate resins, allyl resins, and the like can also be used.

本発明において適用しうる液晶として、例えばフッ素型TN液晶が挙げられ、これは以下の構造式を有する複数の単体からなる混合物である。各単体の構造式を以下に示す。

Figure 0004546340
Examples of the liquid crystal that can be applied in the present invention include a fluorine-type TN liquid crystal, which is a mixture of a plurality of simple substances having the following structural formula. The structural formula of each single unit is shown below.
Figure 0004546340

上記したような結晶性エポキシ樹脂は、液晶分子の骨格(メソゲン)部位を持ちながら分子の両端にグリシジルエーテルを有する化学構造を持つ材料であり、結晶性と接着性の二つの性質を併せ持つ。本実施例において、配向補助膜6の形成の際に溶剤の蒸発工程により析出された結晶性エポキシ樹脂は、細長い分子構造を有するため析出時に配向膜上に一軸方向に配向し、その後熱により接着性を有するエポキシ基が開環反応して、配向膜との接着性を向上させるとともに、結晶性エポキシ樹脂分子同士が結合することで固着させることが可能となる。   The crystalline epoxy resin as described above is a material having a chemical structure having a glycidyl ether at both ends of a molecule while having a skeleton (mesogen) portion of a liquid crystal molecule, and has both properties of crystallinity and adhesiveness. In this embodiment, the crystalline epoxy resin deposited by the solvent evaporation process when forming the alignment auxiliary film 6 has a long and narrow molecular structure, so that it is aligned uniaxially on the alignment film at the time of deposition, and then bonded by heat. The epoxy group having a property undergoes a ring-opening reaction to improve the adhesion to the alignment film, and it is possible to fix the crystalline epoxy resin molecules by bonding with each other.

結晶性エポキシ樹脂は、上記のように細長い分子構造を有し、上記したような液晶の構成分子と形状及び大きさの点で類似する。従って、これらの結晶性エポキシ材料を蒸発により析出させて配向膜表面に薄くコーティングし、配向膜上に一軸方向に配向させることにより、配向膜の液晶に対する配向性を補助しつつ、配向膜表面に固定される機能を有することで長期信頼性を向上させる役割を持たせることができる。更に、コーティングされた結晶エポキシ樹脂が液晶中に不純物として溶け出るような場合にも、上記のように結晶性エポキシ樹脂と液晶はそれらの形状及び大きさにおいて類似するため、液晶の光スイッチ機能を妨害することがない。   The crystalline epoxy resin has an elongated molecular structure as described above, and is similar in shape and size to the liquid crystal constituent molecules described above. Therefore, by depositing these crystalline epoxy materials by evaporation, thinly coating the alignment film surface, and orienting the alignment film in a uniaxial direction, assisting the alignment of the alignment film with respect to the liquid crystal, while maintaining the alignment film surface. By having a fixed function, it can have a role of improving long-term reliability. Furthermore, when the coated crystalline epoxy resin is dissolved as an impurity in the liquid crystal, the crystalline epoxy resin and the liquid crystal are similar in shape and size as described above, so that the optical switch function of the liquid crystal is improved. There is no interference.

なお、液晶としては、結晶性エポキシ樹脂と構造的に上記のごとき形状及び大きさの点で類似する関係を有する限り他の液晶も使用可能である。   As the liquid crystal, other liquid crystals can be used as long as they have a similar structure and size to the crystalline epoxy resin as described above.

本発明において使用される結晶性エポキシ樹脂を溶解する有機溶媒としては、本実施例においてはMEKを使用したが、アセトン(CHCOCH)のような配向膜を荒らしてしまうほど強い溶媒を除き、結晶性エポキシ樹脂を溶解するものであれば適用可能である。 In this embodiment, MEK was used as an organic solvent for dissolving the crystalline epoxy resin used in the present invention, except for a solvent that is so strong that it roughens the alignment film such as acetone (CH 3 COCH 3 ). Any material that dissolves the crystalline epoxy resin is applicable.

以下に、有機溶媒中の結晶性エポキシ樹脂の濃度及び形成される配向補助膜の膜厚と、配向性の均一化及びラビングキズに対する効果の関係を示すデータを表1に示す。

Figure 0004546340
Table 1 shows data showing the relationship between the concentration of the crystalline epoxy resin in the organic solvent and the thickness of the alignment auxiliary film to be formed, and the effect on uniformity of alignment and rubbing scratches.
Figure 0004546340

以下、上記データを得るための実施条件を説明する。   Hereinafter, implementation conditions for obtaining the data will be described.

結晶性エポキシ樹脂(YX4000)を、有機溶剤(MEK)で濃度20%の飽和溶液を作成する。その後、エチルアルコールで希釈することにより、濃度が1.0, 0.1, 0.01, 0.001%の4種類の結晶性エポキシ樹脂溶液を作成した。この結晶性エポキシ樹脂溶液を、図3Eに示される配向処理がなされた配向膜上に塗布した。液晶パネルセルは、上記実施例と同様に図3A乃至図3Gに示される工程に従い作成した。   A saturated solution of a crystalline epoxy resin (YX4000) with a concentration of 20% is prepared with an organic solvent (MEK). Thereafter, four types of crystalline epoxy resin solutions having concentrations of 1.0, 0.1, 0.01, and 0.001% were prepared by diluting with ethyl alcohol. This crystalline epoxy resin solution was applied on the alignment film on which the alignment treatment shown in FIG. 3E was performed. The liquid crystal panel cell was prepared according to the steps shown in FIGS. 3A to 3G as in the above example.

表1中膜厚は、結晶性エポキシ樹脂溶液を塗布したサンプルと滴下しなかったサンプルの膜厚の差分により算定した。ラビングキズと配向特性は、偏光顕微鏡にて目視観察した。   In Table 1, the film thickness was calculated from the difference in film thickness between the sample coated with the crystalline epoxy resin solution and the sample not dropped. The rubbing scratches and orientation characteristics were visually observed with a polarizing microscope.

濃度1.0%の場合は、液晶の配向が乱れたため、ラビングキズが確認できなかった。上記結果より、濃度0.01%から0.1%において、ラビングキズが減少していることが確認され、副作用としての配向不良などの問題は確認されなかった。なお、表中‘○’は、ラビングキズ及び配向性に関する最良の結果を示し、‘△’までは、配向の均一化を十分に達成できる結果である。濃度0.001%では、配向特性は良好‘○’であったが、膜厚が薄すぎるため、多くのラビングキズ‘×’が観察された。   When the concentration was 1.0%, rubbing scratches could not be confirmed because the alignment of the liquid crystal was disturbed. From the above results, it was confirmed that the rubbing scratches were reduced at a concentration of 0.01% to 0.1%, and problems such as poor alignment as a side effect were not confirmed. In the table, “◯” indicates the best result regarding the rubbing scratch and the orientation, and until “Δ”, the alignment can be sufficiently achieved. At a concentration of 0.001%, the alignment characteristics were good “◯”, but since the film thickness was too thin, many rubbing scratches “×” were observed.

以上の結果から、本発明において適用可能な有機溶媒中の結晶性エポキシ樹脂は、0.001%を超える濃度であって、1.0%未満の濃度、これに対応して100Åを超える膜厚であって、4000Å以下の膜厚である場合に効果が得られることが分かった。好ましくは、濃度0.01%以上(膜厚300Å以上)、0.1%以下(膜厚4000Å以下)において、ラビングキズの減少と共に配向不良などの問題が解消できることが分かった。   From the above results, the crystalline epoxy resin in the organic solvent applicable in the present invention has a concentration of more than 0.001% and a concentration of less than 1.0%, correspondingly a film thickness of more than 100%. And it turned out that an effect is acquired when it is a film thickness of 4000 mm or less. Preferably, it has been found that problems such as orientation defects and the like can be solved with a reduction in rubbing scratches at concentrations of 0.01% or more (film thickness of 300 mm or more) and 0.1% or less (film thickness of 4000 mm or less).

上記有機溶媒の乾燥を、減圧乾燥装置等を用いて真空下で行い、その後加熱して配向補助膜を形成する点を除き、実施例1と同様の工程に従って液晶表示素子を作製した。   The organic solvent was dried under vacuum using a reduced-pressure drying apparatus or the like, and then heated to form an alignment auxiliary film. A liquid crystal display element was produced according to the same process as in Example 1.

有機溶媒中の結晶性エポキシ樹脂の濃度及び形成される配向補助膜の膜厚と、配向性の均一化及びラビングキズに対する効果の関係については、表1と同様の結果が得られた。   As for the relationship between the concentration of the crystalline epoxy resin in the organic solvent and the film thickness of the alignment auxiliary film to be formed, and the effect on the uniformity of alignment and rubbing scratches, the same results as in Table 1 were obtained.

なお、本減圧蒸発工程における上記加熱により、実施例1の加熱乾燥の場合と同様な効果、即ち、加熱により結晶性エポキシ樹脂の接着性を有するエポキシ基が開環反応して、配向補助膜と配向膜と接着性の向上及び結晶性エポキシ樹脂同士の結合による固着が可能となる。   In addition, by the said heating in this vacuum evaporation process, the effect similar to the case of the heat drying of Example 1, ie, the epoxy group which has the adhesiveness of crystalline epoxy resin by ring opening reaction by heating, and alignment assistance film | membrane It becomes possible to improve the adhesion with the alignment film and bond with the crystalline epoxy resin.

図4A−4Dは、本発明の一実施態様の液晶パネルセル製造の工程を示す断面図である。本実施態様においては、実施例1で用いたスペーサボールに変えて、カラムスペーサを用いた。以下、工程を説明する。   4A to 4D are cross-sectional views illustrating steps of manufacturing a liquid crystal panel cell according to an embodiment of the present invention. In this embodiment, column spacers were used instead of the spacer balls used in Example 1. Hereinafter, the process will be described.

一対のガラス基板(TFT又はカラーフィルタが設けられている。)の一方の基板1(図4A)上に、感光性樹脂をスピンコートで塗布し、この感光性樹脂の溶剤をプリベークにより蒸発させる。次いで、マスクを介して上方から紫外線を照射する。ここで適用するマスクは、カラムスペーサ4のパターン模様を有している。マスクパターンのない部分に対応する感光性樹脂は、紫外線によって照射後軟化する。次いで、現像液で処理することにより、軟化した感光性樹脂を除去する。最後に、残った感光性樹脂をポストベークする。以上の工程により、3.5μmの高さを有するカラムスペーサ4を作製した。なお、本実施例においては、カラムスペーサの高さを3.5μmとしたが、作製する液晶表示装置の用途に応じて、2乃至10μmの範囲で設定することが可能である。   A photosensitive resin is applied by spin coating on one substrate 1 (FIG. 4A) of a pair of glass substrates (TFTs or color filters are provided), and the solvent of the photosensitive resin is evaporated by prebaking. Next, ultraviolet rays are irradiated from above through a mask. The mask applied here has a pattern pattern of the column spacer 4. The photosensitive resin corresponding to the portion without the mask pattern is softened after irradiation with ultraviolet rays. Subsequently, the softened photosensitive resin is removed by processing with a developing solution. Finally, the remaining photosensitive resin is post-baked. Through the above steps, the column spacer 4 having a height of 3.5 μm was produced. In this embodiment, the height of the column spacer is 3.5 μm, but it can be set in the range of 2 to 10 μm depending on the application of the liquid crystal display device to be manufactured.

次いで、実施例1と同様の方法により、図4Cに示されるように、基板1上及びカラムスペーサ4を覆うように、配向膜3及びその上に配向補助膜6を形成する。   Next, as shown in FIG. 4C, the alignment film 3 and the alignment auxiliary film 6 are formed on the substrate 1 and the column spacer 4 so as to cover the substrate 1 and the column spacer 4 by the same method as in the first embodiment.

次に、図4Dに示されるように、基板周辺の配向補助膜6上に接着剤を塗布してシーラント5を形成し、次いで、実施例1と同様の方法により作製された配向膜3及び配向補助膜6を有する他方の基板を配向補助膜が対面するように重ね合わせ、冶具による加圧固定の後、加熱又はUV照射により接着させる。その後、液晶を注入し偏光板を形成して液晶パネルセルが出来上がる。   Next, as shown in FIG. 4D, an adhesive is applied on the alignment auxiliary film 6 around the substrate to form the sealant 5, and then the alignment film 3 and alignment film produced by the same method as in Example 1 are used. The other substrate having the auxiliary film 6 is overlapped so that the alignment auxiliary film faces, and after being pressure-fixed by a jig, it is bonded by heating or UV irradiation. Thereafter, liquid crystal is injected to form a polarizing plate to complete a liquid crystal panel cell.

以上にように作製された液晶表示素子においても、表1に示されると同様の効果が得られた。   Also in the liquid crystal display device manufactured as described above, the same effects as those shown in Table 1 were obtained.

従来の液晶パネルセルの製造工程を説明するための断面図である。It is sectional drawing for demonstrating the manufacturing process of the conventional liquid crystal panel cell. 従来の液晶パネルセルの製造工程を説明するための断面図である。It is sectional drawing for demonstrating the manufacturing process of the conventional liquid crystal panel cell. 従来の液晶パネルセルの製造工程を説明するための断面図である。It is sectional drawing for demonstrating the manufacturing process of the conventional liquid crystal panel cell. 従来の液晶パネルセルの製造工程を説明するための断面図である。It is sectional drawing for demonstrating the manufacturing process of the conventional liquid crystal panel cell. 従来の液晶パネルセルの製造工程を説明するための断面図である。It is sectional drawing for demonstrating the manufacturing process of the conventional liquid crystal panel cell. 従来の液晶パネルセルの製造工程を説明するための断面図である。It is sectional drawing for demonstrating the manufacturing process of the conventional liquid crystal panel cell. 本発明の一実施態様における完成された液晶パネルセルの断面図である。It is sectional drawing of the completed liquid crystal panel cell in one embodiment of this invention. 本発明の一実施態様の液晶パネルセルの製造工程を説明するための断面図である。It is sectional drawing for demonstrating the manufacturing process of the liquid crystal panel cell of one embodiment of this invention. 本発明の一実施態様の液晶パネルセルの製造工程を説明するための断面図である。It is sectional drawing for demonstrating the manufacturing process of the liquid crystal panel cell of one embodiment of this invention. 本発明の一実施態様の液晶パネルセルの製造工程を説明するための断面図である。It is sectional drawing for demonstrating the manufacturing process of the liquid crystal panel cell of one embodiment of this invention. 本発明の一実施態様の液晶パネルセルの製造工程を説明するための断面図である。It is sectional drawing for demonstrating the manufacturing process of the liquid crystal panel cell of one embodiment of this invention. 本発明の一実施態様の液晶パネルセルの製造工程を説明するための断面図である。It is sectional drawing for demonstrating the manufacturing process of the liquid crystal panel cell of one embodiment of this invention. 本発明の一実施態様の液晶パネルセルの製造工程を説明するための断面図である。It is sectional drawing for demonstrating the manufacturing process of the liquid crystal panel cell of one embodiment of this invention. 本発明の一実施態様の液晶パネルセルの製造工程を説明するための断面図である。It is sectional drawing for demonstrating the manufacturing process of the liquid crystal panel cell of one embodiment of this invention. 本発明の一実施態様の液晶パネルセルの製造工程を説明するための断面図である。It is sectional drawing for demonstrating the manufacturing process of the liquid crystal panel cell of one embodiment of this invention. 本発明の一実施態様の液晶パネルセルの製造工程を説明するための断面図である。It is sectional drawing for demonstrating the manufacturing process of the liquid crystal panel cell of one embodiment of this invention. 本発明の一実施態様の液晶パネルセルの製造工程を説明するための断面図である。It is sectional drawing for demonstrating the manufacturing process of the liquid crystal panel cell of one embodiment of this invention. 本発明の一実施態様の液晶パネルセルの製造工程を説明するための断面図である。It is sectional drawing for demonstrating the manufacturing process of the liquid crystal panel cell of one embodiment of this invention.

符号の説明Explanation of symbols

1 ガラス基板
2 PI膜
3 配向膜
4 スペーサボール
5 ウォール
6 配向補助膜
7 液晶
1 Glass substrate 2 PI film 3 Alignment film 4 Spacer ball 5 Wall 6 Alignment auxiliary film 7 Liquid crystal

Claims (6)

一対の基板に液晶を狭持してなる液晶表示素子の製造方法であって、
(I)前記一対の基板の一方の基板上に配向膜を形成する工程、
(II)前記配向膜上に、分子骨格にメソゲン構造を有し両端に熱又は紫外線で反応する反応基を有する結晶性エポキシ樹脂を有機溶剤で希釈した溶液であって、前記結晶性エポキシ樹脂が前記溶液中に0.01%以上0.1%以下の濃度で含有される溶液を塗布する工程
(III)前記塗布された溶液から前記有機溶剤を蒸発させて配向補助膜を形成する工程、及び
(IV)上記と同様の工程により配向膜及びその上に配向補助膜が形成された他方の基板を、双方の前記配向補助膜が対向するように重ね合わせ両者を接着する工程を含むことを特徴とする液晶表示素子の製造方法。
A method for manufacturing a liquid crystal display element in which a liquid crystal is sandwiched between a pair of substrates,
(I) a step of forming an alignment film on one of the pair of substrates;
(II) A solution obtained by diluting a crystalline epoxy resin having a mesogenic structure in the molecular skeleton and a reactive group that reacts with heat or ultraviolet rays at both ends with an organic solvent on the alignment film, wherein the crystalline epoxy resin is Applying a solution contained at a concentration of 0.01% to 0.1% in the solution ;
(III) a step of evaporating the organic solvent from the applied solution to form an alignment auxiliary film, and (IV) the other substrate on which the alignment film and the alignment auxiliary film are formed by the same process as above. Including a step of superimposing and adhering both of the alignment assisting films so that the alignment assisting films face each other.
請求項1の工程(III)の後、ボールスペーサが配向補助膜上に散布されることを特徴とする請求項1記載の液晶表示素子の製造方法。   The method for manufacturing a liquid crystal display element according to claim 1, wherein after step (III) of claim 1, ball spacers are dispersed on the alignment auxiliary film. 請求項1の工程(I)おいて、前記一方の基板上に配向膜がカラムスペーサを介して形成されることを特徴とする請求項1記載の液晶表示素子の製造方法。   The method for manufacturing a liquid crystal display element according to claim 1, wherein an alignment film is formed on the one substrate via a column spacer in step (I) of claim 1. 前記結晶性エポキシ樹脂が、ビフェニル型エポキシであることを特徴とする請求項1記載の液晶表示素子の製造方法。   The method for manufacturing a liquid crystal display element according to claim 1, wherein the crystalline epoxy resin is a biphenyl type epoxy. 前記有機溶剤を蒸発させる工程は、加熱又は減圧により行うことを特徴とする請求項1記載の液晶表示素子の製造方法。   The method of manufacturing a liquid crystal display element according to claim 1, wherein the step of evaporating the organic solvent is performed by heating or reduced pressure. 請求項1の工程(I)の後に、前記配向膜を、ラビング、UV照射及びイオンビームの中の1つを利用して配向を行うことを特徴とする請求項1記載の液晶表示素子の製造方法。   2. The liquid crystal display device according to claim 1, wherein after the step (I) of claim 1, the alignment film is aligned by using one of rubbing, UV irradiation, and ion beam. Method.
JP2005192805A 2005-06-30 2005-06-30 Manufacturing method of liquid crystal display element Expired - Fee Related JP4546340B2 (en)

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