JPS59137929A - Sealing material for liquid crystal display panel - Google Patents

Sealing material for liquid crystal display panel

Info

Publication number
JPS59137929A
JPS59137929A JP1309483A JP1309483A JPS59137929A JP S59137929 A JPS59137929 A JP S59137929A JP 1309483 A JP1309483 A JP 1309483A JP 1309483 A JP1309483 A JP 1309483A JP S59137929 A JPS59137929 A JP S59137929A
Authority
JP
Japan
Prior art keywords
sealing material
bisphenol
coupling agent
liquid crystal
silane coupling
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
JP1309483A
Other languages
Japanese (ja)
Inventor
Kazuyuki Okano
和之 岡野
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Panasonic Holdings Corp
Original Assignee
Matsushita Electric Industrial Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Matsushita Electric Industrial Co Ltd filed Critical Matsushita Electric Industrial Co Ltd
Priority to JP1309483A priority Critical patent/JPS59137929A/en
Publication of JPS59137929A publication Critical patent/JPS59137929A/en
Pending legal-status Critical Current

Links

Classifications

    • 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

Landscapes

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

Abstract

PURPOSE:To obtain a sealing material which is short in curing time and has an excellent characteristic by consisting essentially said material of epoxy polyacrylate, mixing bisphenol A diacrylate therewith, and adding a silane coupling agent and a photopolymn. initiator to the same. CONSTITUTION:Bisphenol A having about 400mol.wt. and acrylate of bisphenol F diglycidyl ether are used as an essential component of a sealing material, and bisphenol A diacrylate is mixed therewith in order to decrease the viscosity and to provide the strength of a cured material. A silane coupling agent having an acryl group in its molecule is used as the silane coupling agent to be added to said material in order to provide adhesiveness. A benzoin ether compd. is used at about 1.5wt% by weight of the resin as a photopolymn. initiator. The sealing material is curable by UV light, has a short curing time, is suitable for printing for its low viscosity and provided substantial adhesive strength.

Description

【発明の詳細な説明】 産業上の利用分野 本発明は、1対のガラス基板を接着して構成する液晶表
示パネル容器の接着用シール材料に関する。
DETAILED DESCRIPTION OF THE INVENTION Field of the Invention The present invention relates to a sealing material for bonding a liquid crystal display panel container constructed by bonding a pair of glass substrates.

従来例の構成とその問題点 液晶表示パネルの容器は、透明電極と配向膜全段けた1
対のガラ゛ス基板を対向させ、両基板をシール材料で封
止することによって製造される。このシール材料は、液
晶が外部から侵入する水分その他の不純物によって害さ
れるのを防ぐと共に、この中にガラス繊維などのヌペー
サを含有させることによって液晶表示パネルにギャップ
を設ける役割をなすもので、これKは従来、液状の有機
系樹脂が多く用いられている。□ 特に、酸無水物やアミン系化合物を硬化剤とする熱硬化
型のエポキシ系樹脂は、シール材料として優れた特性を
示し、従来から広く使用されている。上記樹脂は、硬化
の際に加熱全必要とし、その硬化時開は通常2時間から
4時間程度を要するつ又、硬化時には、液晶表示パネル
にギャップを設けるための特別な配慮が要求される。即
ち、樹脂内に混入しであるヌペーサの径だけギャップを
出すために、加熱すると同時に対向して貼り合わせた2
枚の基板に均一な圧力をかけなければならない。これJ
−常、精度の良い平面性を持つ金属製の定盤が使用され
ているが、この熱容量のために、加熱や冷却に際して余
分な時間を要し、又作業性が非常に悪いという問題があ
る。
Conventional structure and its problems The container of the liquid crystal display panel has a transparent electrode and an alignment film on all stages.
It is manufactured by placing a pair of glass substrates facing each other and sealing both substrates with a sealing material. This sealing material prevents the liquid crystal from being damaged by moisture and other impurities that enter from the outside, and also serves to create a gap in the liquid crystal display panel by containing nupesa such as glass fiber. Conventionally, liquid organic resins are often used as K. □ In particular, thermosetting epoxy resins using acid anhydrides or amine compounds as curing agents exhibit excellent properties as sealing materials and have been widely used. The above-mentioned resin requires full heating during curing, and curing usually takes about 2 to 4 hours, and special consideration is required to provide a gap in the liquid crystal display panel during curing. In other words, in order to create a gap equal to the diameter of the Nupesa mixed in the resin, two sheets were bonded together facing each other at the same time as they were heated.
Uniform pressure must be applied to each substrate. This is J
- Metal surface plates with high precision flatness are usually used, but due to this heat capacity, there are problems in that extra time is required for heating and cooling, and workability is very poor. .

このように従来のエポキシ系シール材料は、硬化工程に
長時間會要し、又その工程が繁雑であることなどから、
液晶表示パネルの生産性に与える影響が大きいという欠
点がある。
As described above, conventional epoxy sealing materials require a long time for curing process and are complicated.
The disadvantage is that it has a large impact on the productivity of liquid crystal display panels.

発明の目的 本発明ハ、液晶表示パネルの生産工程のうち、パネルの
組立、樹脂の硬化工程に要する時間を短縮し、その生産
性を高めるために、硬化時間が短く、特性の優れたエポ
キシ系樹脂に代わるシール材料を提供すること全目的と
するものである。
Purpose of the Invention The present invention c. In order to reduce the time required for panel assembly and resin curing processes in the production process of liquid crystal display panels and increase productivity, an epoxy system with short curing time and excellent properties is used. The overall objective is to provide a sealing material that can replace resins.

発明の構成 硬化時間の短い樹脂として考えられるものの1つとして
、紫外線によって硬化することのできる一連の樹脂があ
る。この紫外線硬化型の樹脂は、省時間、省エネルギで
、クリーンな硬化が行えるという利点から多くの研究開
発がなされ、接着剤、充填剤、コーティング剤としての
用途や、写真、印刷等の分野での用途が拡大している。
Construction of the Invention One possible short cure time resin is a series of resins that can be cured by ultraviolet light. This UV-curable resin has been extensively researched and developed due to its advantages of time-saving, energy-saving, and clean curing. Its uses are expanding.

このような利点を持つ紫外線硬化型樹脂を液晶表示パネ
ルのシール材料として使用することによって、液晶表示
パネルの生産性が向上するのは明らかであるが、硬化物
の性能という点で、従来の熱硬化型エポキシ樹脂に匹敵
するものは未だ見出されていない。
It is clear that the productivity of LCD panels can be improved by using ultraviolet curable resins with these advantages as sealing materials for LCD panels, but in terms of the performance of the cured products, conventional Nothing comparable to curable epoxy resins has yet been found.

本発明は、エポキシアクリレート系を光重合させて得ら
れるものが、化学的に安定であることに着目し、これを
主成分として、これの低粘度化と強度付与のためにビス
フェノールAジアクリレートを混合し、更に接着性付与
のためにシランカップリング剤、及び光重合開始剤を加
えたものである。
The present invention focuses on the fact that the photopolymerization of epoxy acrylate is chemically stable, and uses this as the main component, and bisphenol A diacrylate is added to reduce the viscosity and give strength. After mixing, a silane coupling agent and a photopolymerization initiator are added to impart adhesiveness.

即ち、分子量が400前後のビスフェノールA及びビス
フェノールFジグリシジルエーテルのアクリレートは、
常温で非常に高い粘度を示すので、これの低粘度化と硬
化物の強度付与のために1ビスフエノールAシアぜクリ
レートを混合する。又接着性を付与するためにこれに添
加するシランカップリング剤は、分子内にアクリル基を
有するものが好ましく、これとガラス基板の表面に反応
を行なわせるためKは、紫外IIJKよる硬化Ω前に8
0″tで15分程度の熱処理を必要とするが、この熱処
理によってシール材が硬化することはなく、従って前述
のギャップ出しの操作工程は、紫外線照射時に行なうこ
とができる。
That is, acrylates of bisphenol A and bisphenol F diglycidyl ether with a molecular weight of around 400 are:
Since it exhibits a very high viscosity at room temperature, 1-bisphenol A cyaze acrylate is mixed in to lower the viscosity and impart strength to the cured product. The silane coupling agent added to the silane coupling agent to impart adhesiveness is preferably one having an acrylic group in its molecule, and in order to react with the silane coupling agent on the surface of the glass substrate, K is added before curing with ultraviolet IIJK. to 8
Although heat treatment for about 15 minutes at 0''t is required, the sealing material does not harden due to this heat treatment, and therefore the above-mentioned gap opening operation step can be performed during ultraviolet irradiation.

光重合開始剤としては、ベンゾインエーテル系化合物が
、気体の発生などを伴なわず、適当である。その濃度は
、樹脂に対して1.5重量%程度にすれば、硬化時間、
ポットライフ等の点から適当である。この紫外線による
硬化は90秒で充分である。
As the photopolymerization initiator, benzoin ether compounds are suitable because they do not generate gas. If the concentration is about 1.5% by weight based on the resin, the curing time will be
It is suitable from the viewpoint of pot life, etc. 90 seconds is sufficient for curing with this ultraviolet ray.

シール材料は、通常、ヌクリーン印刷によって基板上に
塗布するので、この際の印刷性症が重要である。このた
めKけ重積剤の添加が有効であるが、本発明では主とし
てメルクtこの用途に用いるものである。このメルク粉
末は、上述の樹脂とよくなじみ、印刷に適当なキクリ性
を付与すると共に、硬化物の強度や接着性に大きく影響
することが判かった。
Since the sealing material is usually applied onto the substrate by Nuclean printing, the printing properties are important. For this reason, it is effective to add a K layer stacking agent, but in the present invention, Merck T is mainly used for this purpose. It has been found that this Merck powder is compatible with the above-mentioned resin, imparts suitable sharpness to printing, and has a great influence on the strength and adhesiveness of the cured product.

実施例の説明 次に本発明の実施例とその効果について述べる。Description of examples Next, embodiments of the present invention and their effects will be described.

実施例 1゜ シール材料として、 エポキシアクリレート (商品名、ビスコート幸5uO
1大阪有機化学製)51 ビスフェノールAジアクリレート C商品名、ビスコー
ト−+ 700.  大阪有機化学制)51ベンゾイン
エチルエーテル     0.15 Fシランカップリ
ング剤C商品名、 KBM503.信越シリコーン製)
           O,l Fメルク粉(商品名、
ミクロ二−ス1日本タルク製)           
      uWの組成のものを用い、第1図に示すよ
うな寸法を持ったc単位m)1対のガラス板(υに、こ
のシール材(21を塗布接着して液晶表示パネルの容器
を組立て、その一端(3)からナイフェツジを挿入して
、はく熱試験?行なったところ、1.6〜1.8に9の
強度を示し、すべての試片に関してバルクでの破壊であ
った。又、樹脂の流れなどは認められず、シールの直線
性も良好でおった。
Example 1゜ Epoxy acrylate (trade name, Viscoat Kou 5uO) was used as a sealing material.
1 Osaka Organic Chemical Co., Ltd.) 51 Bisphenol A diacrylate C brand name, Viscoat-+ 700. Osaka Organic Chemistry System) 51 Benzoin Ethyl Ether 0.15 F Silane Coupling Agent C Trade Name, KBM503. Made by Shin-Etsu Silicone)
O,l F Merck powder (product name,
Micronice 1 made by Nippon Talc)
A liquid crystal display panel container was assembled by applying and adhering this sealing material (21) to a pair of glass plates (c unit m) having a composition of uW and having dimensions as shown in Fig. 1 (c unit m). When a knife was inserted from one end (3) and a heating test was performed, it showed a strength of 1.6 to 1.8 and 9, and all specimens were broken in bulk. No resin flow was observed, and the seal had good linearity.

実施例 2゜ シール材料として、 ビスフェノールFジグリシジルエーテルのジアジ リ 
レー ト                     
          5 yビスフェノールAジアクリ
レート5y ペンツインイソプロビルエーテル  o、15pシラン
カツプリング剤       0.1タタルク粉末  
           ヰタの組成のものを用い、実施
例1と同じ容器を作成し、巨Iじはく離試験を行なった
ところ、2.1〜2.8匂の強度を示し、その他の特性
は、実施例1と同様であった。
Example 2: Diazilyte of bisphenol F diglycidyl ether was used as a sealing material.
rate
5y Bisphenol A diacrylate 5y Pentwin isoprobyl ether o, 15p Silane coupling agent 0.1 Tatalk powder
When the same container as in Example 1 was made using the same composition as in Example 1 and a macroscopic peel test was conducted, it showed an odor intensity of 2.1 to 2.8, and other characteristics were the same as in Example 1. It was the same.

実施例 )。Example ).

シール材料として、 ビスフェノールAジグリシジルエーテルのジアジ リ 
し − ト                    
         2.5 yビスフェノールFジグリ
シジルエーテルのジアジ リ し − ト      
                       2.
5 yベンツインエチルエーテル     0.15y
シランカツプリング剤       0.1Pメルク粉
               4ノの組成のものを用
い、実施例1と同じ容器を作成し、同じはく熱試験全行
なったところ、1.7〜2石匂の強度を示した。又他の
特性も実施例1と同様であった。
Diazilyte of bisphenol A diglycidyl ether is used as a sealing material.
Shi - To
2.5 Diazylyte of bisphenol F diglycidyl ether
2.
5y Benzine ethyl ether 0.15y
Using a silane coupling agent with a composition of 0.1P Merck powder 4, the same container as in Example 1 was made, and all the same exfoliation tests were conducted, showing a strength of 1.7 to 2 stone odor. . Other characteristics were also similar to those in Example 1.

従来例との比較 比較のため、シール材料として、従来用いらnでいる熱
硬化型のエポキシ樹脂に、シランカップリング剤(商品
名、 KBMl103.信越シリコーン製)と充填剤を
加えたものを用い、アミン系硬化剤で硬化させるものを
用いて、実施例1〜3と同様な容器を作ってはく離試験
を行なったtころ、1.1〜1.9Kpの強度全示した
。このものは、熱処理の過程で若干のシールの流れが認
めらrした。
For comparison with conventional examples, the sealing material used was a thermosetting epoxy resin conventionally used, with a silane coupling agent (trade name, KBMl103, manufactured by Shin-Etsu Silicone) and a filler added. When containers similar to those in Examples 1 to 3 were made using an amine curing agent and subjected to a peel test, they exhibited a total strength of 1.1 to 1.9 Kp. In this product, some seal flow was observed during the heat treatment process.

以上のように本発明のシール材料は、紫外線硬化型であ
って硬化時間が短かく、又低粘度で印刷に適し、又、上
述の従来例との比較に示すように、充分な接着強度が得
られて、液晶光示パネルのシール材料として優れた性能
を有するものである。
As described above, the sealing material of the present invention is UV-curable, has a short curing time, has a low viscosity and is suitable for printing, and has sufficient adhesive strength as shown in the comparison with the conventional example described above. As a result, it has excellent performance as a sealing material for liquid crystal display panels.

【図面の簡単な説明】[Brief explanation of the drawing]

第1図は本発明の実施例のはく離試験に供した試験片の
構造と寸法を示し、(a)は平面図、(b)はその側断
面図である。 (1)・−・ガラス基板、 (2)・−・シール材、(
3)・−・ナイフェツジ挿入部。 代理人の氏名 弁理士 吉崎悦治 l1II!l (0) (b)
FIG. 1 shows the structure and dimensions of a test piece subjected to a peel test according to an example of the present invention, with (a) being a plan view and (b) being a side sectional view thereof. (1)...Glass substrate, (2)...Sealing material, (
3) --- Naifetsuji insertion part. Name of agent: Patent attorney Etsuji Yoshizaki l1II! l (0) (b)

Claims (1)

【特許請求の範囲】 1、エポキシアクリレート系樹脂と、ビスフェノールA
ジアクリレートと、ベンゾインエーテル系化合物にカッ
プリング剤を添加して成る紫外線によって硬化する液晶
表示パネル用シール材料。 2、エポキシアクリレート系樹脂がビスフェノールAジ
グリシジルエーテルのジアクリレートとビスフェノール
Fジグリシジルエーテルのジアクリレートのいずれか一
方又は両゛方から成ると七を特徴とする特許請求の範囲
第1項記載の液晶表示パネル用シール材料。 )、カップリング剤がアクリル基を有するシランカップ
リング剤であることを特徴とする特許請求の範囲第1項
記載の液晶表示パネル用シール材料。
[Claims] 1. Epoxy acrylate resin and bisphenol A
A sealing material for liquid crystal display panels that is cured by ultraviolet light and is made by adding a coupling agent to diacrylate and benzoin ether compounds. 2. The liquid crystal according to claim 1, wherein the epoxy acrylate resin is composed of either or both of bisphenol A diglycidyl ether diacrylate and bisphenol F diglycidyl ether diacrylate. Seal material for display panels. ), the sealing material for a liquid crystal display panel according to claim 1, wherein the coupling agent is a silane coupling agent having an acrylic group.
JP1309483A 1983-01-28 1983-01-28 Sealing material for liquid crystal display panel Pending JPS59137929A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP1309483A JPS59137929A (en) 1983-01-28 1983-01-28 Sealing material for liquid crystal display panel

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP1309483A JPS59137929A (en) 1983-01-28 1983-01-28 Sealing material for liquid crystal display panel

Publications (1)

Publication Number Publication Date
JPS59137929A true JPS59137929A (en) 1984-08-08

Family

ID=11823566

Family Applications (1)

Application Number Title Priority Date Filing Date
JP1309483A Pending JPS59137929A (en) 1983-01-28 1983-01-28 Sealing material for liquid crystal display panel

Country Status (1)

Country Link
JP (1) JPS59137929A (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62269934A (en) * 1986-05-19 1987-11-24 Stanley Electric Co Ltd Production of liquid crystal display element
GB2279656A (en) * 1993-06-22 1995-01-11 Three Bond Co Ltd Sealing compound for liquid crystal
EP0781809A2 (en) 1995-12-27 1997-07-02 Mitsui Toatsu Chemicals, Inc. Resin composition for sealing liquid crystal cells
US5898041A (en) * 1995-03-01 1999-04-27 Matsushita Electric Industrial Co., Ltd. Production process of liquid crystal display panel, seal material for liquid crystal cell and liquid crystal display
US6001203A (en) * 1995-03-01 1999-12-14 Matsushita Electric Industrial Co., Ltd. Production process of liquid crystal display panel, seal material for liquid crystal cell and liquid crystal display
EP1630594A4 (en) * 2003-05-21 2006-06-14 Nippon Kayaku Kk Sealant for liquid crystal and liquid-crystal display cell made with the same
CN100460963C (en) * 2003-05-21 2009-02-11 日本化药株式会社 Sealant for liquid crystal and liquid-crystal display cell made with the same

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62269934A (en) * 1986-05-19 1987-11-24 Stanley Electric Co Ltd Production of liquid crystal display element
GB2279656A (en) * 1993-06-22 1995-01-11 Three Bond Co Ltd Sealing compound for liquid crystal
GB2279656B (en) * 1993-06-22 1997-04-09 Three Bond Co Ltd Sealing compound for liquid crystal
US5898041A (en) * 1995-03-01 1999-04-27 Matsushita Electric Industrial Co., Ltd. Production process of liquid crystal display panel, seal material for liquid crystal cell and liquid crystal display
US6001203A (en) * 1995-03-01 1999-12-14 Matsushita Electric Industrial Co., Ltd. Production process of liquid crystal display panel, seal material for liquid crystal cell and liquid crystal display
US6013339A (en) * 1995-03-01 2000-01-11 Matsushita Electric Industrial Co., Ltd. Liquid crystal display panel, seal material for liquid crystal cell and liquid crystal display
EP0781809A2 (en) 1995-12-27 1997-07-02 Mitsui Toatsu Chemicals, Inc. Resin composition for sealing liquid crystal cells
US5908899A (en) * 1995-12-27 1999-06-01 Mitsui Chemicals, Inc. Resin composition for sealing liquid crystal cells
EP1630594A4 (en) * 2003-05-21 2006-06-14 Nippon Kayaku Kk Sealant for liquid crystal and liquid-crystal display cell made with the same
CN100460963C (en) * 2003-05-21 2009-02-11 日本化药株式会社 Sealant for liquid crystal and liquid-crystal display cell made with the same
US7678433B2 (en) 2003-05-21 2010-03-16 Nippon Kayaku Kabushiki Kaisha Sealant for liquid crystal and liquid-crystal display cell made with the same

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