JP2002121502A - Sheet type adhesive laminate for liquid crystal element manufacturing process - Google Patents
Sheet type adhesive laminate for liquid crystal element manufacturing processInfo
- Publication number
- JP2002121502A JP2002121502A JP2000314642A JP2000314642A JP2002121502A JP 2002121502 A JP2002121502 A JP 2002121502A JP 2000314642 A JP2000314642 A JP 2000314642A JP 2000314642 A JP2000314642 A JP 2000314642A JP 2002121502 A JP2002121502 A JP 2002121502A
- Authority
- JP
- Japan
- Prior art keywords
- sensitive adhesive
- pressure
- layer
- liquid crystal
- crystal display
- 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
Links
Landscapes
- Liquid Crystal (AREA)
- Adhesive Tapes (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、プラスチック基板
あるいは厚さ０．５ｍｍ以下のガラス基板などの液晶表
示素子用基板を用いる液晶表示素子製造工程で用いるの
に好適なシート状粘着剤積層体及びその製造方法に関す
る。The present invention relates to a sheet-like pressure-sensitive adhesive laminate suitable for use in a liquid crystal display element manufacturing process using a liquid crystal display element substrate such as a plastic substrate or a glass substrate having a thickness of 0.5 mm or less. It relates to the manufacturing method.
【０００２】[0002]
【従来の技術】液晶表示素子用の電極基板として、従来
から、平坦性、耐熱性に優れたガラス基板が用いられて
きたが、軽薄短小の時代的要請や表示の二重像解消の目
的から薄板化が望まれている。しかしながら、特に、大
板化傾向にある液晶表示素子の製造工程においては、破
損等の取り扱い性の面からガラス基板の薄板化に限度が
あり、量産のレベルでは０．５ｍｍ程度の薄板が限界と
なっている。そこで、ガラス基板にかわり、軽量化、薄
型化あるいは破損性の面で有利なプラスチック基板を用
いた液晶表示パネルが普及してきており、携帯電話、電
子手帳、携帯用コンピュ−タ等の、小型で持ち歩く機器
に使用する液晶表示パネルはガラス基板から徐々にプラ
スチック基板へと変更されている。2. Description of the Related Art Conventionally, glass substrates having excellent flatness and heat resistance have been used as electrode substrates for liquid crystal display elements. Thinning is desired. However, in particular, in the manufacturing process of liquid crystal display elements, which tend to be large, there is a limit to the thinning of the glass substrate in terms of handleability such as breakage, and at the level of mass production, a thin plate of about 0.5 mm is a limit. Has become. Therefore, liquid crystal display panels using plastic substrates, which are advantageous in terms of weight reduction, thinning, or breakability, instead of glass substrates, have become widespread, and small-sized liquid crystal displays such as mobile phones, electronic notebooks, and portable computers have been widely used. Liquid crystal display panels used in portable devices have been gradually changed from glass substrates to plastic substrates.
【０００３】プラスチック液晶表示装置は、表示素子の
基板となるプラスチックフィルム単体をシ−ト状で流動
するか、あるいはロ−ル状で連続的に流動して製造して
いる。この製造工程において、レジストコ−トのパタ−
ン露光工程では、基板の平坦性が要求され、さらに配向
膜形成、ラビング工程では配向膜上に溝を形成するため
に基板を強固に固定することが要求される。しかしなが
ら、可撓性を有するプラスチック基板では、ガラスのよ
うに平面性がなく、材質あるいは厚みによって変形しや
すいため、液晶表示素子の製造工程に流動させることが
非常に困難であった。かくして、プラスチック基板を用
いた液晶表示用パネルの製造では、従来のガラス基板の
製造ラインを流用することができず、新規にプラスチッ
ク基板用の製造ラインを構築する必要があった。[0003] A plastic liquid crystal display device is manufactured by flowing a single plastic film as a substrate of a display element in a sheet form or continuously in a roll form. In this manufacturing process, the resist coat pattern
In the exposure step, the substrate is required to be flat, and in the rubbing step, the substrate is required to be firmly fixed in order to form a groove on the alignment film. However, since a flexible plastic substrate does not have flatness like glass and is easily deformed depending on the material or thickness, it has been very difficult to flow the plastic substrate into a liquid crystal display element manufacturing process. Thus, in the production of a liquid crystal display panel using a plastic substrate, the conventional glass substrate production line could not be diverted, and a new plastic substrate production line had to be constructed.
【０００４】ガラス基板の製造ラインを流用してプラス
チック液晶表示装置を製造する試みとして、特開平７−
３２５２９７号公報に、プラスチック液晶表示素子用電
極基板／紫外線硬化型粘着剤層／支持体（ガラス）から
なる構成（以下、従来構成１）が開示されている。また
同公報および特開平９−１０５８９６号公報、特開２０
００−７３０２７号公報には、プラスチック液晶表示素
子用電極基板／紫外線硬化型粘着剤層／プラスチックフ
ィルム／接着剤層／支持体（ガラス）からなる構成（以
下、従来構成２）が開示されている。An attempt to manufacture a plastic liquid crystal display device by utilizing a glass substrate manufacturing line is disclosed in
Japanese Patent Application Laid-Open No. 325297 discloses a configuration (hereinafter referred to as Conventional Configuration 1) composed of an electrode substrate for a plastic liquid crystal display element / an ultraviolet-curable pressure-sensitive adhesive layer / a support (glass). In addition, Japanese Patent Laid-Open Publication No. 9-105896,
Japanese Patent Application Publication No. 00-73027 discloses a configuration composed of an electrode substrate for a plastic liquid crystal display element / a UV-curable pressure-sensitive adhesive layer / plastic film / adhesive layer / support (glass) (hereinafter referred to as Conventional Configuration 2). .
【０００５】従来構成１の紫外線硬化型粘着剤層は単一
の層からなり、フォトレジスト工程のみでなく、有機物
洗浄工程等の紫外線照射により粘着剤の三次元架橋が進
行するため粘着力が軽減し、液晶表示素子製造工程を安
定して流動させることに於ける信頼性が十分なものでは
なかった。また、従来構成２の紫外線硬化型粘着剤層お
よび接着剤層はプラスチックフィルムを介しているた
め、該プラスチックフィルムと粘着剤の熱収縮の違いに
よりプラスチックフィルム−粘着剤層に浮き等が発生
し、やはり、従来構成１と同様に信頼性に欠けるもので
あった。Conventionally, the UV-curable pressure-sensitive adhesive layer of the constitution 1 is composed of a single layer, and the three-dimensional cross-linking of the pressure-sensitive adhesive proceeds not only by a photoresist step but also by an ultraviolet ray irradiation step such as an organic washing step, so that the adhesive force is reduced. However, reliability in stably flowing the liquid crystal display element manufacturing process has not been sufficient. In addition, since the UV-curable pressure-sensitive adhesive layer and the adhesive layer of the conventional configuration 2 are provided with a plastic film interposed therebetween, floating or the like occurs in the plastic film-pressure-sensitive adhesive layer due to a difference in heat shrinkage between the plastic film and the pressure-sensitive adhesive, As in the case of the conventional configuration 1, the reliability is also low.
【０００６】[0006]
【発明が解決しようとする課題】本発明は、液晶表示素
子用基板を平坦性を有する搬送用基板に貼着することが
でき、従来のガラス基板を用いた液晶表示素子製造装置
や工程がそのまま利用でき、レジスト形成工程、エッチ
ング工程、洗浄工程、配向膜印刷工程等の処理後に、該
液晶表示素子用基板の取り外しがきわめて容易となるよ
うなシート状粘着剤積層体を提供することを目的とす
る。本発明は、又、このシート状粘着剤積層体の効率的
な製造方法を提供することを目的とする。SUMMARY OF THE INVENTION According to the present invention, a substrate for a liquid crystal display element can be adhered to a transporting substrate having flatness, and a conventional apparatus and process for manufacturing a liquid crystal display element using a glass substrate can be used as it is. It is an object of the present invention to provide a sheet-like pressure-sensitive adhesive laminate which can be used and after which the liquid crystal display element substrate can be extremely easily removed after processing such as a resist forming step, an etching step, a cleaning step, and an alignment film printing step. I do. Another object of the present invention is to provide a method for efficiently producing this sheet-shaped pressure-sensitive adhesive laminate.
【０００７】[0007]
【課題を解決するための手段】本発明は、層1および層
２が特定の平均分子量と多分散度とを有するアクリル系
粘着剤を主成分とし、かつ層１が活性エネルギ−線硬化
型である多層シート状粘着剤積層体を用いると、上記課
題を解決できるとの知見によりなされたのである。すな
わち、本発明は、液晶表示素子用基板を搬送用基板に貼
り合わせるためのシート状粘着剤積層体であって、液晶
表示素子用基板に接着するためのシート状粘着剤層１と
搬送用基板に接着するためのシート状粘着剤層２とが積
層されてなり、層1および層２の主成分が、重量平均分
子量が６０万以上で、かつ多分散度が５以下のアクリル
系粘着剤であり、かつ層１が活性エネルギ−線硬化型粘
着剤であることを特徴とする上記シート状粘着剤積層体
を提供する。本発明は、又、剥離シート上に、主成分
が、重量平均分子量が６０万以上で、かつ多分散度が５
以下であるアクリル系の活性エネルギ−線硬化型粘着剤
の層１を施し、別の剥離シート上に、主成分が、重量平
均分子量が６０万以上で、かつ多分散度が５以下である
アクリル系の活性エネルギ−線非硬化型粘着剤の層２を
施した後、層１と層２とを重ねて両者を接着させた後、
剥離シートを剥離することを特徴とする上記粘着剤積層
体の製造方法を提供する。According to the present invention, the layer 1 and the layer 2 are mainly composed of an acrylic pressure-sensitive adhesive having a specific average molecular weight and polydispersity, and the layer 1 is an active energy ray-curable type. It has been made based on the finding that the use of a certain multilayer sheet-like pressure-sensitive adhesive laminate can solve the above problems. That is, the present invention relates to a sheet-like pressure-sensitive adhesive laminate for bonding a liquid crystal display element substrate to a transfer substrate, wherein the sheet-like pressure-sensitive adhesive layer 1 for bonding to the liquid crystal display element substrate and the transfer substrate And a sheet-like pressure-sensitive adhesive layer 2 for bonding to the base material. The main components of the layers 1 and 2 are acrylic pressure-sensitive adhesives having a weight average molecular weight of 600,000 or more and a polydispersity of 5 or less. And the layer 1 is an active energy ray-curable pressure-sensitive adhesive. The present invention also provides a release sheet wherein the main component has a weight average molecular weight of 600,000 or more and a polydispersity of 5
An acrylic active energy ray-curable pressure-sensitive adhesive layer 1 is applied as follows, and on another release sheet, the main component is acrylic having a weight average molecular weight of 600,000 or more and a polydispersity of 5 or less. After applying the layer 2 of the active energy-ray non-curable pressure-sensitive adhesive of the system, the layer 1 and the layer 2 are superimposed and bonded together,
The present invention provides a method for producing the pressure-sensitive adhesive laminate, comprising peeling a release sheet.
【０００８】[0008]
【発明の実施の形態】本発明に関わる積層シート状粘着
剤層は、層１と層２が互いに接した基材レスの形態であ
り、既存のガラス基板を用いた液晶表示素子製造工程が
利用できることを特徴とする。本発明の活性エネルギ−
線硬化型粘着剤からなる層１については、主波長が３０
０ｎｍ以下（好ましくは２３０ｎｍ以上、より好ましく
は、２３０〜２７０ｎｍ）の活性エネルギ−線照射によ
る有機物洗浄工程では極端な粘着力の低下がなく、高圧
水銀灯等での活性エネルギ−線を照射することにより、
粘着剤を３次元架橋させ粘着力を低下させることが可能
な波長選択性を有することを特徴とする。さらに、レジ
スト形成工程、エッチング工程、配向膜印刷工程等の処
理工程を流動させても極端な粘着力低下、発泡、剥がれ
のないことを特徴とする。BEST MODE FOR CARRYING OUT THE INVENTION The laminated sheet-like pressure-sensitive adhesive layer according to the present invention has a substrate-less form in which layers 1 and 2 are in contact with each other, and utilizes a liquid crystal display element manufacturing process using an existing glass substrate. It is characterized by being able to. Active energy of the present invention
For the layer 1 composed of the line-curable pressure-sensitive adhesive, the main wavelength is 30.
In the organic substance cleaning step by irradiating an active energy ray of 0 nm or less (preferably 230 nm or more, more preferably 230 to 270 nm), there is no extreme decrease in the adhesive force, and by irradiating the active energy ray with a high-pressure mercury lamp or the like. ,
It is characterized by having a wavelength selectivity capable of reducing the adhesive force by three-dimensionally crosslinking the adhesive. Further, the present invention is characterized in that even if a processing step such as a resist forming step, an etching step, an alignment film printing step, or the like is flowed, there is no extreme decrease in adhesive strength, foaming, or peeling.
【０００９】層１の主成分としては、アクリル系粘着剤
を使用する。アクリル系粘着剤は、その重量平均分子量
が６０万以上（好ましくは１２０万以下、より好ましく
は、７０万〜１２０万）でかつ多分散度が５以下（好ま
しくは３.５以上、より好ましくは、３.５〜４.５）の
ものを使用する。本発明においてこのような平均分子量
で多分散度のものを用いると、液晶素子製造中の加熱工
程に於いて、粘着剤層と貼着された表示素子用のプラス
チック基板または薄板ガラス基板や搬送用基板との間
に、発泡による空隙、浮き、剥がれ等の発生を良好に防
止して平坦性を担保でき、更にはプラスチック基板側に
糊残りもなく、工程安定上及び製品品質上好ましい結果
をもたらす。活性エネルギ−線硬化型モノマ−あるいは
オリゴマ−については、２個以上の重合性官能基を有す
るアクリレ−トモノマ−を使用する。多官能アクリレ−
トモノマ−には特に制限はなく、例えば、トリメチロ−
ルプロパントリアクリレ−ト、ペンタエリスリト−ルト
リアクリレ−ト、ペンタエリスリト−ルテトラアクリレ
−ト、ジペンタエリスリト−ルヘキサアクリレ−ト、多
官能エポキシアクリレ−ト、多官能ウレタンアクリレ−
ト、多官能ポリエステルアクリレ−ト等が挙げられる。As a main component of the layer 1, an acrylic pressure-sensitive adhesive is used. The acrylic pressure-sensitive adhesive has a weight average molecular weight of 600,000 or more (preferably 1.2 million or less, more preferably 700,000 to 1.2 million) and a polydispersity of 5 or less (preferably 3.5 or more, more preferably 3.5-4.5). In the present invention, when a material having such an average molecular weight and a polydispersity is used, in a heating step during the production of a liquid crystal device, a plastic substrate or a thin glass substrate for a display device adhered to an adhesive layer or a carrier for transportation. It is possible to prevent the occurrence of voids, floating, peeling, etc. due to foaming between the substrate and the substrate, thereby ensuring flatness. Further, there is no glue residue on the plastic substrate side, which results in favorable process stability and product quality. . As the active energy ray-curable monomer or oligomer, an acrylate monomer having two or more polymerizable functional groups is used. Multifunctional acryle
There is no particular limitation on tomonomers, for example, trimethylo-
Lepropane triacrylate, pentaerythritol triacrylate, pentaerythritol tetraacrylate, dipentaerythritol hexaacrylate, polyfunctional epoxy acrylate, polyfunctional urethane acrylate
And polyfunctional polyester acrylate.
【００１０】光重合開始剤については特に制限はなく、
例えばベンゾインエ−テル、α，α−ジメトキシ−α−
フェニルアセトフェノン、α，α−ジエトキシアセトフ
ェノン、１−フェニル−１−ヒドロキシ−２−メチルプ
ロパン−１−オン、１−ヒドロキシシクロヘキシルフェ
ニルケトン、ベンジルジケチルケタ−ル、アシルホスフ
ィンオキサイド、グリオキシエステル等が挙げられる。
層１に波長選択性を与えるに紫外線吸収剤を使用するの
がよい。紫外線吸収剤としては３００ｎｍ以下の波長吸
収を有するものが好ましく、例えば2，４−ｔｅｒｔ−
ブチル−３，５−ｔｅｒｔ−ブチル−４−ヒドロキシベ
ンゾエ−ト、オクタベンゾン、２−（４，６−ジフェニ
ル−１，３，５−トリアジン−２−イル）−５−（ヘキ
シルオキシ）−フェノ−ル等が挙げられる。これらの紫
外線吸収剤は、粘着剤中に５〜２０質量％含有させるの
がよい。The photopolymerization initiator is not particularly limited.
For example, benzoin ether, α, α-dimethoxy-α-
Phenylacetophenone, α, α-diethoxyacetophenone, 1-phenyl-1-hydroxy-2-methylpropan-1-one, 1-hydroxycyclohexylphenylketone, benzyldiketylketal, acylphosphine oxide, glyoxyester, etc. Is mentioned.
It is preferred to use an ultraviolet absorber to give the layer 1 wavelength selectivity. As the ultraviolet absorber, those having a wavelength absorption of 300 nm or less are preferable. For example, 2,4-tert-
Butyl-3,5-tert-butyl-4-hydroxybenzoate, octabenzone, 2- (4,6-diphenyl-1,3,5-triazin-2-yl) -5- (hexyloxy) -pheno And the like. These UV absorbers are preferably contained in the adhesive in an amount of 5 to 20% by mass.
【００１１】また、層１には、必要に応じて光重合開始
助剤をさらに配合することが可能である。光重合開始助
剤としては、例えば、Ｎ−メチルジエタノ−ルアミン、
ｎ−ブチルアミン、トリアタノ−ルアミン等を挙げるこ
とができる。光重合開始剤と３００ｎｍ以下の吸収を有
する紫外線吸収剤を共用することにより、３００ｎｍ以
下の紫外線が照射されてもラジカルの発生が少なく、活
性エネルギ−線硬化型粘着剤からなる層１の三次元架橋
が抑えられる。一方、主波長が３００ｎｍより大きな紫
外線が照射された場合はラジカルが多く発生し、活性エ
ネルギ−線硬化型粘着剤が三次元架橋し、粘着力が著し
く低下する。本発明において層１の厚みは任意とするこ
とができるが、１０〜３０μｍとするのが好ましい。The layer 1 can further contain a photopolymerization initiation aid as needed. As the photopolymerization initiation aid, for example, N-methyldiethanolamine,
Examples thereof include n-butylamine and tritanolamine. By sharing a photopolymerization initiator and an ultraviolet absorber having an absorption of 300 nm or less, even when irradiated with ultraviolet rays of 300 nm or less, the generation of radicals is small, and the three-dimensional layer 1 of the active energy ray-curable pressure-sensitive adhesive is used. Crosslinking is suppressed. On the other hand, when ultraviolet rays having a main wavelength of more than 300 nm are irradiated, a large amount of radicals are generated, and the active energy ray-curable pressure-sensitive adhesive is three-dimensionally crosslinked, so that the adhesive strength is significantly reduced. In the present invention, the thickness of the layer 1 can be arbitrarily set, but is preferably 10 to 30 μm.
【００１２】本発明に使用する平坦性を有する搬送基板
用粘着剤層２の主成分としては、アクリル系粘着剤を使
用する。アクリル系粘着剤は、その重量平均分子量が６
０万以上（好ましくは１２０万以下、より好ましくは、
７０万〜１２０万）でかつ多分散度が５以下（好ましく
は３.５以上、より好ましくは、３.５〜４.５）のもの
を使用する。層２は、活性エネルギ−線非硬化型である
のが好ましく、活性エネルギ−線照射により、粘着力の
低下、発泡、剥がれがないのが好ましい。本発明におい
て層２の厚みは任意とすることができるが、１０〜３０
μｍとするのが好ましい。又、層１及び層２で用いる粘
着剤としては、乾燥後の積層シート状粘着剤層中の溶剤
成分が０．５％以下であるのが好ましい。このようなも
のを用いると、貼着された表示素子用のプラスチック基
板または薄板ガラス基板や搬送用基板との間における発
泡による空隙の発生を一層良好に防止でき、好ましい結
果をもたらす。An acrylic pressure-sensitive adhesive is used as the main component of the pressure-sensitive adhesive layer 2 for a transport substrate having flatness used in the present invention. The acrylic pressure-sensitive adhesive has a weight average molecular weight of 6
0,000 or more (preferably 1,200,000 or less, more preferably,
700,000 to 1,200,000) and a polydispersity of 5 or less (preferably 3.5 or more, more preferably 3.5 to 4.5). The layer 2 is preferably of an active energy ray non-curing type, and it is preferable that the irradiation of the active energy ray does not cause a decrease in adhesive strength, foaming or peeling. In the present invention, the thickness of the layer 2 can be arbitrarily determined.
It is preferably set to μm. The pressure-sensitive adhesive used in the layers 1 and 2 preferably has a solvent component in the laminated sheet-like pressure-sensitive adhesive layer after drying of 0.5% or less. When such a material is used, generation of voids due to foaming between the adhered display element plastic substrate or thin glass substrate and the transfer substrate can be more favorably prevented, and a preferable result is obtained.
【００１３】本発明の液晶表示素子製造工程用シート状
粘着剤積層体は、上記積層構造を有する限り任意の方法
で製造することができるが、次の方法で製造するのが好
ましい。先ず、剥離シート（保護フィルム）上に、主成
分が、重量平均分子量が６０万以上で、かつ多分散度が
５以下であるアクリル系の活性エネルギ−線硬化型粘着
剤の層１を施し、乾燥させる。一方、別の剥離シート上
に、主成分が、重量平均分子量が６０万以上で、かつ多
分散度が５以下であるアクリル系の活性エネルギ−線非
硬化型粘着剤の層２を施し、乾燥させる。乾燥後、層１
と層２とを重ねて両者を接着させた後、剥離シートを剥
離する。尚、剥離シートを剥離せず、剥離シートで層１
と層２が覆われた形態にしておき、使用直前に剥離シー
トを剥すのが好ましい。The sheet-like pressure-sensitive adhesive laminate of the present invention for producing a liquid crystal display element can be produced by any method as long as it has the above-mentioned laminated structure, but is preferably produced by the following method. First, a layer 1 of an acrylic active energy ray-curable pressure-sensitive adhesive whose main component has a weight average molecular weight of 600,000 or more and a polydispersity of 5 or less is applied on a release sheet (protective film). dry. On the other hand, on another release sheet, a layer 2 of an acrylic active energy ray non-curable pressure-sensitive adhesive whose main component is a weight average molecular weight of 600,000 or more and a polydispersity of 5 or less is applied, and dried. Let it. After drying, layer 1
After the layer and the layer 2 are overlaid and bonded together, the release sheet is peeled off. The release sheet was not peeled off, and the release sheet was used for layer 1
And the layer 2 are preferably covered, and the release sheet is preferably peeled off immediately before use.
【００１４】本発明のシート状粘着剤積層体の使用方法
は、活性エネルギ−線硬化型粘着剤からなる層1側の剥
離性の保護フィルムを除去し、プラスチック基板または
厚さ０．５ｍｍ以下のガラス基板の透明電極非設置側に
貼着する。次に、搬送基板用粘着剤からなる層２側の剥
離性の保護フィルムを剥離除去し、平坦性を有する搬送
用基板に貼着する。このようにして得られた積層体を液
晶表示素子製造工程に流動させて各種処理を行う。In the method of using the sheet-like pressure-sensitive adhesive laminate of the present invention, the peelable protective film on the layer 1 side composed of the active energy ray-curable pressure-sensitive adhesive is removed, and a plastic substrate or a sheet having a thickness of 0.5 mm or less is removed. Adhere to the transparent electrode non-installation side of the glass substrate. Next, the releasable protective film on the layer 2 side composed of the pressure-sensitive adhesive for a transfer substrate is peeled off and attached to a flat transfer substrate. The thus obtained laminate is flowed to a liquid crystal display element manufacturing process to perform various processes.
【００１５】処理終了後は、当該積層体に高圧水銀灯に
より活性エネルギ−線を照射し、層１の粘着力を軽減し
て、平坦性を有する搬送用基板から剥離することで、従
来のガラス基板を用いた液晶表示素子製造装置や工程を
利用して、プラスチック液晶表示素子あるいは薄板ガラ
ス液晶表示素子を製造することができる。特に、レジス
ト形成工程、主波長が３００ｎｍ以下の活性エネルギ−
線照射による有機物洗浄、エッチング工程、洗浄工程、
配向膜印刷工程等の液晶表示素子製造工程において、本
発明の粘着性剤積層体は、極端な粘着力の低下、発泡、
剥がれがなく、高圧水銀灯等による主波長が３００ｎｍ
以上の活性エネルギ−線照射において、顕著に粘着力が
軽減する波長選択性を有するので好ましい。After the treatment is completed, the laminate is irradiated with an active energy ray from a high-pressure mercury lamp to reduce the adhesive force of the layer 1 and to separate the layer 1 from a flat transporting substrate, thereby obtaining a conventional glass substrate. A plastic liquid crystal display element or a thin glass liquid crystal display element can be manufactured using a liquid crystal display element manufacturing apparatus and process using the above. In particular, in the resist forming process, the active energy having a main wavelength of 300 nm or less.
Cleaning of organic matter by irradiation of radiation, etching process, cleaning process,
In a liquid crystal display element manufacturing process such as an alignment film printing process, the adhesive laminate of the present invention has an extremely low adhesive strength, foaming,
No peeling, main wavelength of 300nm by high pressure mercury lamp etc.
The above-described active energy ray irradiation is preferable because it has wavelength selectivity in which the adhesive force is remarkably reduced.
【００１６】[0016]
【実施例】以下に、実施例を挙げて本発明をさらに詳細
に説明するが、本発明はこれらの実施例により何ら制限
されるものではない。 実施例１ アクリル系ポリマ−の調製のため、攪拌機、還流冷却
管、温度計、滴下ロ−トおよび窒素ガス導入口を備えた
五つ口フラスコに、ｎ−ブチルアクリレート95重量部、
アクリル酸５重量部、連鎖移動剤としてｎ−ドデシルメ
ルカプタン０．０２重量部、溶剤として酢酸エチル１０
０重量部を、合計重量が１ｋｇとなるようにそれぞれ所
定部数づつ仕込み、攪拌・溶解した後窒素ガスで約３０
分間置換してモノマー溶液中に溶存する酸素を除去し
た。その後４０℃に昇温した後熱重合開始剤として過酸
化ベンゾイル０．０５重量部を酢酸エチルに希釈し滴下
ロートにより滴下した。開始剤投入後７０℃に昇温し１
２時間保持してアクリル系ポリマーを得た。上記アクリ
ル系ポリマーの重量平均分子量と多分散度（重量平均分
子量／数平均分子量で定義）を、ゲルクロマトグラフィ
ーを用いて、標準ポリスチレンを基準とし、テトラヒド
ロフランを分離剤とし、検出器はＲＩを使用して測定し
たところ、重量平均分子量は１００万、多分散度は４．
０であった。EXAMPLES The present invention will be described in more detail with reference to the following Examples, which should not be construed as limiting the present invention. Example 1 To prepare an acrylic polymer, 95 parts by weight of n-butyl acrylate was placed in a five-necked flask equipped with a stirrer, a reflux condenser, a thermometer, a dropping funnel, and a nitrogen gas inlet.
5 parts by weight of acrylic acid, 0.02 part by weight of n-dodecylmercaptan as a chain transfer agent, 10 parts by weight of ethyl acetate as a solvent
0 parts by weight are charged by a predetermined number so that the total weight becomes 1 kg, and after stirring and dissolving, about 30 parts by nitrogen gas.
Substitution was performed for a minute to remove oxygen dissolved in the monomer solution. Thereafter, the temperature was raised to 40 ° C., and then 0.05 parts by weight of benzoyl peroxide as a thermal polymerization initiator was diluted in ethyl acetate and added dropwise using a dropping funnel. After the initiator was charged, the temperature was raised to 70 ° C and 1
After holding for 2 hours, an acrylic polymer was obtained. The weight-average molecular weight and polydispersity (defined as weight-average molecular weight / number-average molecular weight) of the acrylic polymer are determined by gel chromatography using standard polystyrene as standard, tetrahydrofuran as separating agent, and detector as RI. As a result, the weight average molecular weight was 1,000,000, and the polydispersity was 4.
It was 0.
【００１７】次に、活性エネルギー線硬化型粘着剤の調
製のため、上記アクリル系ポリマーを固形分が４０質量
％となるように酢酸エチルで希釈した。希釈後、アクリ
ル系ポリマー溶液１００重量部、ジペンタエリスリトー
ルヘキサアクリレート（共栄社化学株式会社、ライトア
クリレートＤＰＥ−６Ａ）４０重量部、光重合開始剤
（チバ・スペシャルティ・ケミカルズ株式会社、ダロキ
ュア１１７３）３重量部、紫外線吸収剤（チバ・スペシ
ャルティ・ケミカルズ株式会社、ＣＨＭＡＳＳＯＲＢ８
１ ０．３重量部）、ポリイソシアネート（日本ポリウ
レタン工業株式会社、コロネートＬ）１重量部を混合し
て、活性エネルギー線硬化型粘着剤を得た。また、希釈
後の上記アクリル系ポリマー溶液１００重量部にポリイ
ソシアネート（日本ポリウレタン工業株式会社、コロネ
ートＬ）１重量部を混合して平坦性を有する搬送基板用
粘着剤を得た。Next, in order to prepare an active energy ray-curable pressure-sensitive adhesive, the acrylic polymer was diluted with ethyl acetate so as to have a solid content of 40% by mass. After dilution, 100 parts by weight of an acrylic polymer solution, 40 parts by weight of dipentaerythritol hexaacrylate (Kyoeisha Chemical Co., Ltd., light acrylate DPE-6A), and 3 parts by weight of a photopolymerization initiator (Ciba Specialty Chemicals Co., Ltd., Darocur 1173) Part, UV absorber (Ciba Specialty Chemicals Co., Ltd., CHMASSORB8)
10.3 parts by weight) and 1 part by weight of polyisocyanate (Nippon Polyurethane Industry Co., Ltd., Coronate L) were mixed to obtain an active energy ray-curable pressure-sensitive adhesive. Further, 1 part by weight of polyisocyanate (Nippon Polyurethane Industry Co., Ltd., Coronate L) was mixed with 100 parts by weight of the above-mentioned acrylic polymer solution after dilution to obtain a pressure-sensitive adhesive for a carrier substrate having flatness.
【００１８】活性エネルギー線硬化型粘着剤を、シリコ
ンで表面処理された厚さ３８μｍの剥離性保護フィルム
としてのポリエステルフィルムに、アプリケーターを用
いて乾燥後の厚さが２０μｍとなるように塗布し、４５
℃の恒温槽に３日間放置して活性エネルギー線硬化型粘
着剤からなる本発明の層１を得た。又、平坦性を有する
搬送基板用粘着剤を、シリコンで表面処理された厚さ３
８μｍの剥離性保護フィルムとしてのポリエステルフィ
ルムに、アプリケーターを用いて乾燥後の膜厚が２０μ
ｍとなるように塗布し、４５℃の恒温槽に３日間放置し
本発明の層２を得た後、上記層１に貼着し本発明のシー
ト状粘着剤積層体を得た。シート状粘着剤積層体中に残
存する溶剤成分は０．３％であった。An active energy ray-curable pressure-sensitive adhesive is applied to a 38 μm-thick polyester film as a peelable protective film surface-treated with silicon using an applicator so that the thickness after drying becomes 20 μm. 45
The layer 1 of the present invention comprising an active energy ray-curable pressure-sensitive adhesive was obtained by being left for 3 days in a constant temperature bath at ℃. Further, a pressure-sensitive adhesive for a carrier substrate having flatness is treated with silicon to a thickness of 3.
An 8 μm-thick polyester film as a peelable protective film is dried with an applicator to a thickness of 20 μm.
m and left in a thermostat at 45 ° C. for 3 days to obtain the layer 2 of the present invention, which was then adhered to the layer 1 to obtain a sheet-like pressure-sensitive adhesive laminate of the present invention. The solvent component remaining in the sheet-like pressure-sensitive adhesive laminate was 0.3%.
【００１９】実施例２ 連鎖移動剤を０．０４部用いること以外は実施例１と同
様にして本発明の粘着剤層を有するシート状粘着剤積層
体を得た。シート状粘着剤積層体中に残存する溶剤成分
は０．５％であった。アクリル系ポリマーの重量平均分
子量は７５万、多分散度は３．５であった。Example 2 A sheet-like pressure-sensitive adhesive laminate having a pressure-sensitive adhesive layer of the present invention was obtained in the same manner as in Example 1, except that 0.04 part of the chain transfer agent was used. The solvent component remaining in the sheet adhesive laminate was 0.5%. The weight average molecular weight of the acrylic polymer was 750,000, and the polydispersity was 3.5.
【００２０】比較例１ 連鎖移動剤を０．１部、熱重合開始剤を０．１部、溶剤
として酢酸エチル８０部／トルエン２０部用いること以
外は実施例１と同様にして粘着剤層を有するシート状粘
着剤積層体を得た。シート状粘着剤積層体中に残存する
溶剤成分は０．８％であった。アクリル系ポリマーの重
量平均分子量は３５万、多分散度は４．０であった。Comparative Example 1 An adhesive layer was prepared in the same manner as in Example 1 except that 0.1 part of a chain transfer agent, 0.1 part of a thermal polymerization initiator, and 80 parts of ethyl acetate / 20 parts of toluene were used as a solvent. To obtain a sheet-like pressure-sensitive adhesive laminate. The solvent component remaining in the sheet-shaped pressure-sensitive adhesive laminate was 0.8%. The weight average molecular weight of the acrylic polymer was 350,000, and the polydispersity was 4.0.
【００２１】比較例２ 連鎖移動剤を使用せず、熱重合開始剤を０．１部、溶剤
として酢酸エチル８０部／トルエン２０部用いること以
外、及び紫外線吸収剤を含まない活性エネルギー線硬化
型粘着剤を用いること以外は実施例１と同様にして粘着
剤層を有するシート状粘着剤積層体を得た。シート状粘
着剤積層体中に残存する溶剤成分は１．８％であった。
アクリル系ポリマーの重量平均分子量の重量平均分子量
は６０万、多分散度は７．０であった。Comparative Example 2 An active energy ray-curable type containing no thermal transfer initiator, 0.1 part of a thermal polymerization initiator, 80 parts of ethyl acetate / 20 parts of toluene as a solvent, and no ultraviolet absorber. A sheet-like pressure-sensitive adhesive laminate having a pressure-sensitive adhesive layer was obtained in the same manner as in Example 1 except that the pressure-sensitive adhesive was used. The solvent component remaining in the sheet-shaped pressure-sensitive adhesive laminate was 1.8%.
The weight average molecular weight of the acrylic polymer was 600,000, and the polydispersity was 7.0.
【００２２】評価 ６５ｍｍ×１５０ｍｍの大きさに裁断されたシート状粘
着剤積層体の平坦性を有する搬送基板用粘着剤側のポリ
エステルフィルムを剥離し、搬送基板として厚さ１．１
ｍｍで大きさ６５ｍｍ×１５０ｍｍのガラス板に気泡が
混入しないようにラミネーターで貼り合わせた。さら
に、活性エネルギー線硬化型粘着剤側のポリエステルフ
ィルムを剥離し、ポリカーボネート製のプラスチック基
板を気泡が混入しないようにラミネーターで貼り合わせ
た。このようにしてプラスチック基板−活性エネルギー
線硬化型粘着剤−平坦性を有する搬送基板用粘着剤−ガ
ラスからなる液晶表示素子製造工程用積層体の試験片を
得た。Evaluation The polyester film on the pressure-sensitive adhesive side for a transfer substrate having flatness of the sheet-like pressure-sensitive adhesive laminate cut into a size of 65 mm × 150 mm was peeled off, and a thickness of 1.1 as a transfer substrate was obtained.
The glass plate having a size of 65 mm x 150 mm was bonded with a laminator so that air bubbles would not be mixed. Further, the polyester film on the side of the active energy ray-curable pressure-sensitive adhesive was peeled off, and a plastic substrate made of polycarbonate was bonded with a laminator so that air bubbles were not mixed. In this way, a test piece of a laminate for a liquid crystal display element manufacturing process comprising a plastic substrate, an active energy ray-curable pressure-sensitive adhesive, a pressure-sensitive adhesive for a carrier substrate having flatness, and glass was obtained.
【００２３】この試験片に、層１側から主波長が２５４
ｎｍの紫外線を３００ｍＪ照射した後、１３０℃で２時
間の熱処理を行い外観を評価した。さらに、高圧水銀灯
により主波長が３６５ｎｍの紫外線を層１側から１００
０ｍＪ照射した後に、プラスチック基板の剥離強度を測
定し、剥離後のプラスチック基板側の糊残りを評価し
た。剥離強度の測定は９０度剥離プラスチック基板折り
返し、３００ｍｍ／分で行った。評価結果をまとめて表
１に示す。The test piece had a dominant wavelength of 254 from the layer 1 side.
After irradiating 300 mJ of ultraviolet rays of 300 nm, heat treatment was performed at 130 ° C. for 2 hours to evaluate the appearance. Further, ultraviolet light having a main wavelength of 365 nm was irradiated from the layer 1 side by a high pressure mercury lamp for 100 nm.
After the irradiation with 0 mJ, the peel strength of the plastic substrate was measured, and the adhesive residue on the plastic substrate after peeling was evaluated. The peel strength was measured at 300 mm / min by turning the peeled plastic substrate 90 degrees. Table 1 summarizes the evaluation results.
【００２４】[0024]
【表１】 表１ [Table 1] Table 1
【００２５】また、実施例１と同様の手順で作製した搬
送基板用粘着剤（接着剤層２）を、２５μｍのポリエス
テルフィルムに、乾燥後の膜厚が２０μｍとなるよう
に、アプリケーターを用いて塗布し、４５℃の恒温槽に
３日間放置した後、厚さ１．１ｍｍのガラス板に気泡が
混入しないようにラミネーターで貼り合わせ、上記試験
片の場合と同様に紫外線照射した結果、２５４ｎｍの紫
外線照射後と、更に３６５ｎｍの紫外線を照射した後と
のポリエステルフィルムの剥離強度には実質的な差が認
められなかった。Further, the pressure-sensitive adhesive (adhesive layer 2) for a carrier substrate produced in the same procedure as in Example 1 was applied to a 25 μm polyester film using an applicator such that the film thickness after drying was 20 μm. After being applied and left in a 45 ° C. constant temperature bath for 3 days, the glass plate having a thickness of 1.1 mm was bonded with a laminator so that air bubbles would not be mixed, and irradiated with ultraviolet light in the same manner as in the case of the above test piece. No substantial difference was observed in the peel strength of the polyester film between after ultraviolet irradiation and after further irradiation with 365 nm ultraviolet light.
【発明の効果】本発明の液晶表示素子製造工程用シート
状粘着剤積層体を使用することにより、平坦性の維持が
困難で変形しやすいプラスチック基板あるいは破損しや
すく取り扱いが困難な厚さ０．５ｍｍ以下の薄板ガラス
基板を用いた液晶表示素子の製造が容易にできるように
なり、さらに既存のガラス基板を用いた液晶表示素子製
造工程に流動させて液晶表示素子を製造することができ
る。By using the sheet-like pressure-sensitive adhesive laminate for a liquid crystal display device manufacturing process of the present invention, a plastic substrate which is difficult to maintain flatness and is easily deformed, or has a thickness which is easily damaged and difficult to handle. A liquid crystal display element using a thin glass substrate of 5 mm or less can be easily manufactured, and the liquid crystal display element can be manufactured by flowing to an existing liquid crystal display element manufacturing process using a glass substrate.
【００２６】そして、製造工程を流動している間は、粘
着力低下、発泡、剥がれがないが、製造工程を流動させ
た後に高圧水銀灯等を照射することで粘着力が軽減する
ので、プラスチック基板または厚さ０．５ｍｍ以下の薄
板ガラス基板を積層シート状粘着剤層から極めて容易に
取り外すことが可能となる。While the manufacturing process is flowing, there is no decrease in adhesive strength, foaming or peeling. However, the adhesive force is reduced by irradiating a high-pressure mercury lamp or the like after the manufacturing process is flown. Alternatively, the thin glass substrate having a thickness of 0.5 mm or less can be very easily removed from the laminated sheet-shaped pressure-sensitive adhesive layer.
───────────────────────────────────────────────────── フロントページの続き Ｆターム(参考） 2H088 FA10 FA17 FA18 HA04 MA16 4J004 AA10 AB01 AB07 BA03 FA08 GA01 ──────────────────────────────────────────────────続 き Continued on the front page F term (reference) 2H088 FA10 FA17 FA18 HA04 MA16 4J004 AA10 AB01 AB07 BA03 FA08 GA01
Claims (6)
合わせるためのシート状粘着剤積層体であって、液晶表
示素子用基板に接着するためのシート状粘着剤層１と搬
送用基板に接着するためのシート状粘着剤層２とが積層
されてなり、層1および層２の主成分が、重量平均分子
量が６０万以上で、かつ多分散度が５以下のアクリル系
粘着剤であり、かつ層１が活性エネルギ−線硬化型粘着
剤であることを特徴とする上記シート状粘着剤積層体。1. A sheet-like pressure-sensitive adhesive laminate for bonding a liquid crystal display element substrate to a transfer substrate, wherein the sheet-like pressure-sensitive adhesive layer 1 for bonding to the liquid crystal display element substrate and a transfer substrate are provided. A sheet-like pressure-sensitive adhesive layer 2 for bonding is laminated, and the main components of layers 1 and 2 are acrylic pressure-sensitive adhesives having a weight average molecular weight of 600,000 or more and a polydispersity of 5 or less. And the layer 1 is an active energy ray-curable pressure-sensitive adhesive.
の活性エネルギ−線照射に対しては、粘着力低下、発
泡、剥がれがなく、主波長が３００ｎｍより大きな波長
の活性エネルギ−線照射に対しては、粘着力が軽減する
ような波長選択性を有する請求項１に記載の粘着剤積層
体。2. The layer 1 is free from adhesive strength, foaming and peeling when irradiated with active energy rays having a main wavelength of 300 nm or less, and is irradiated with active energy rays having a main wavelength longer than 300 nm. The pressure-sensitive adhesive laminate according to claim 1, which has a wavelength selectivity such that the adhesive force is reduced.
る紫外線吸収剤を含有する請求項１又は２に記載の粘着
剤積層体。3. The pressure-sensitive adhesive laminate according to claim 1, wherein the layer 1 contains an ultraviolet absorber having an absorption wavelength of 300 nm or less.
粘着力の低下、発泡、剥がれがない請求項１〜３のいず
れか１項記載の粘着剤積層体。4. The method according to claim 1, wherein the layer 2 is irradiated with active energy rays.
The pressure-sensitive adhesive laminate according to any one of claims 1 to 3, wherein the pressure-sensitive adhesive layer does not have a decrease in adhesion, foaming, or peeling.
られている請求項１〜４のいずれか１項記載の粘着剤積
層体。5. The pressure-sensitive adhesive laminate according to claim 1, wherein a release sheet is provided outside the layers 1 and 2.
子量が６０万以上で、かつ多分散度が５以下であるアク
リル系の活性エネルギ−線硬化型粘着剤の層１を施し、
別の剥離シート上に、主成分が、重量平均分子量が６０
万以上で、かつ多分散度が５以下であるアクリル系の活
性エネルギ−線非硬化型粘着剤の層２を施した後、層１
と層２とを重ねて両者を接着させた後、剥離シートを剥
離することを特徴とする請求項１記載の粘着剤積層体の
製造方法。6. A layer 1 of an acrylic active energy ray-curable pressure-sensitive adhesive whose main component has a weight average molecular weight of 600,000 or more and a polydispersity of 5 or less on a release sheet;
On another release sheet, the main component has a weight average molecular weight of 60
After applying a layer 2 of an acrylic active energy ray non-curable pressure-sensitive adhesive having a polydispersity of 5 or less and a polydispersity of 5 or less,
2. The method for producing a pressure-sensitive adhesive laminate according to claim 1, wherein the release sheet is peeled off after the layer and the layer 2 are overlaid and adhered to each other.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2000314642A JP2002121502A (en) | 2000-10-16 | 2000-10-16 | Sheet type adhesive laminate for liquid crystal element manufacturing process |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2000314642A JP2002121502A (en) | 2000-10-16 | 2000-10-16 | Sheet type adhesive laminate for liquid crystal element manufacturing process |
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| Publication Number | Publication Date |
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| JP2002121502A true JP2002121502A (en) | 2002-04-26 |
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| Application Number | Title | Priority Date | Filing Date |
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| JP2000314642A Pending JP2002121502A (en) | 2000-10-16 | 2000-10-16 | Sheet type adhesive laminate for liquid crystal element manufacturing process |
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| JP (1) | JP2002121502A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006129766A1 (en) * | 2005-06-02 | 2006-12-07 | Toppan Printing Co., Ltd. | Electromagnetic wave shielding laminate and production method therefor |
| WO2013094542A1 (en) * | 2011-12-19 | 2013-06-27 | 日東電工株式会社 | Carrier film for transparent conductive films, and laminate |
| JP2014001366A (en) * | 2011-12-19 | 2014-01-09 | Nitto Denko Corp | Carrier film for transparent conductive films, and laminate |
| WO2016041307A1 (en) * | 2014-09-17 | 2016-03-24 | 京东方科技集团股份有限公司 | Substrate bonding method, touch control substrate and display device |
| JP2020200387A (en) * | 2019-06-10 | 2020-12-17 | リンテック株式会社 | Adhesive sheet and laminate |
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| JPH09230138A (en) * | 1996-02-23 | 1997-09-05 | Sekisui Chem Co Ltd | Tacky adhesive type polarizing plate |
| JPH09302321A (en) * | 1996-05-14 | 1997-11-25 | Sekisui Chem Co Ltd | Acrylic adhesive composition |
| JP2000234080A (en) * | 1999-02-16 | 2000-08-29 | Seiko Epson Corp | Adhesive sheet and manufacturing method of elevtrooptic device |
| JP2000248243A (en) * | 1999-03-03 | 2000-09-12 | Seiko Epson Corp | Production of adhesive sheet and liquid crystal panel |
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| JPH09230138A (en) * | 1996-02-23 | 1997-09-05 | Sekisui Chem Co Ltd | Tacky adhesive type polarizing plate |
| JPH09302321A (en) * | 1996-05-14 | 1997-11-25 | Sekisui Chem Co Ltd | Acrylic adhesive composition |
| JP2000234080A (en) * | 1999-02-16 | 2000-08-29 | Seiko Epson Corp | Adhesive sheet and manufacturing method of elevtrooptic device |
| JP2000248243A (en) * | 1999-03-03 | 2000-09-12 | Seiko Epson Corp | Production of adhesive sheet and liquid crystal panel |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006129766A1 (en) * | 2005-06-02 | 2006-12-07 | Toppan Printing Co., Ltd. | Electromagnetic wave shielding laminate and production method therefor |
| JP4849067B2 (en) * | 2005-06-02 | 2011-12-28 | 凸版印刷株式会社 | Electromagnetic wave shielding laminate and manufacturing method thereof |
| WO2013094542A1 (en) * | 2011-12-19 | 2013-06-27 | 日東電工株式会社 | Carrier film for transparent conductive films, and laminate |
| JP2014001366A (en) * | 2011-12-19 | 2014-01-09 | Nitto Denko Corp | Carrier film for transparent conductive films, and laminate |
| CN103998551A (en) * | 2011-12-19 | 2014-08-20 | 日东电工株式会社 | Carrier film for transparent conductive films, and laminate |
| CN103998551B (en) * | 2011-12-19 | 2016-12-28 | 日东电工株式会社 | Nesa coating carrier film and duplexer |
| WO2016041307A1 (en) * | 2014-09-17 | 2016-03-24 | 京东方科技集团股份有限公司 | Substrate bonding method, touch control substrate and display device |
| JP2020200387A (en) * | 2019-06-10 | 2020-12-17 | リンテック株式会社 | Adhesive sheet and laminate |
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