JP4400371B2 - Organic EL panel capture agent and organic EL panel - Google Patents
Organic EL panel capture agent and organic EL panel Download PDFInfo
- Publication number
- JP4400371B2 JP4400371B2 JP2004237522A JP2004237522A JP4400371B2 JP 4400371 B2 JP4400371 B2 JP 4400371B2 JP 2004237522 A JP2004237522 A JP 2004237522A JP 2004237522 A JP2004237522 A JP 2004237522A JP 4400371 B2 JP4400371 B2 JP 4400371B2
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- organic
- panel
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- capturing agent
- agent
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- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 1
- LALRXNPLTWZJIJ-UHFFFAOYSA-N triethylborane Chemical compound CCB(CC)CC LALRXNPLTWZJIJ-UHFFFAOYSA-N 0.000 description 1
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 1
- OGJDNTCMTVTFAS-UHFFFAOYSA-N trioctylborane Chemical compound CCCCCCCCB(CCCCCCCC)CCCCCCCC OGJDNTCMTVTFAS-UHFFFAOYSA-N 0.000 description 1
- JQPMDTQDAXRDGS-UHFFFAOYSA-N triphenylalumane Chemical compound C1=CC=CC=C1[Al](C=1C=CC=CC=1)C1=CC=CC=C1 JQPMDTQDAXRDGS-UHFFFAOYSA-N 0.000 description 1
- MXSVLWZRHLXFKH-UHFFFAOYSA-N triphenylborane Chemical compound C1=CC=CC=C1B(C=1C=CC=CC=1)C1=CC=CC=C1 MXSVLWZRHLXFKH-UHFFFAOYSA-N 0.000 description 1
- CNWZYDSEVLFSMS-UHFFFAOYSA-N tripropylalumane Chemical compound CCC[Al](CCC)CCC CNWZYDSEVLFSMS-UHFFFAOYSA-N 0.000 description 1
- FHAOCGKAMRAFMM-UHFFFAOYSA-N tris(2-ethylhexyl)alumane Chemical compound CCCCC(CC)C[Al](CC(CC)CCCC)CC(CC)CCCC FHAOCGKAMRAFMM-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000007740 vapor deposition Methods 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
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- Electroluminescent Light Sources (AREA)
Description
本発明は、水分のみならず酸素にも敏感な捕捉能力を有する有機ＥＬ（Electro Luminescence）パネル用捕捉剤及び前記有機ＥＬパネル用捕捉剤を用いた有機ＥＬパネルに関する。 The present invention relates to an organic EL (Electro Luminescence) panel capturing agent having a capturing ability sensitive to not only moisture but also oxygen, and an organic EL panel using the organic EL panel capturing agent.
従来から、有機ディスプレイや有機ＥＬ光源等の有機ＥＬパネルが開発されている。有機ＥＬパネルは自発光型の素子であり、表示装置やバックライト等の素子として開発が行われている。
有機ＥＬパネルの発光層は微量の酸素や水分などの不純物の影響を受けやすく、実用上は有機ＥＬパネル内のこれらの微量成分を除去するため超高真空下、不活性乾燥雰囲気下で操作を行い、さらに捕捉剤を用いる必要がある（特許文献１参照）。
Conventionally, organic EL panels such as organic displays and organic EL light sources have been developed. An organic EL panel is a self-luminous element, and has been developed as an element for a display device, a backlight or the like.
The light emitting layer of the organic EL panel is easily affected by impurities such as trace amounts of oxygen and moisture. In practice, the light emitting layer is operated under ultra-high vacuum and inert dry atmosphere to remove these trace components in the organic EL panel. It is necessary to use a scavenger (see Patent Document 1).
しかしながら、現在までに知られているこれらの捕捉剤は系内（パネル内部）の水分を除去しうる乾燥剤としての能力しかなかった。
有機ＥＬパネルは自発光素子であり、発光層にむけてエレクトロンとホールを注入し、発光層を励起して、その励起状態から基底状態に遷移する時に発光するメカニズムである。
したがって、微量の酸素や水があると励起エネルギをクエンチしたり、また、発光分子が水や酸素の攻撃を受けてダークスポットを形成するため、有機ＥＬパネルの寿命に対して非常に悪影響をあたえる。このため、有機ＥＬパネルには系内（パネル内部）に捕捉剤を配設して微量の水分や酸素を吸収させてこれらの影響を排除するようにしている。
However, these scavengers known so far have only the ability as desiccants that can remove moisture in the system (inside the panel).
The organic EL panel is a self-luminous element, and has a mechanism for injecting electrons and holes toward the light emitting layer to excite the light emitting layer and emit light when transitioning from the excited state to the ground state.
Therefore, if there is a small amount of oxygen or water, the excitation energy is quenched, or the light emitting molecules are attacked by water or oxygen to form a dark spot, which has a very adverse effect on the life of the organic EL panel. . For this reason, a scavenger is disposed in the system (inside the panel) in the organic EL panel so as to absorb a small amount of moisture and oxygen to eliminate these effects.
しかしながら、現在までに開発された有機ＥＬパネル用捕捉剤は水を吸収するのみで酸素を除去する能力はなかった。そのため水分と酸素をともに除去できる捕捉剤が求められていた。
また、有機ＥＬパネルの構造上から、これらの捕捉剤を配設できる場所が限られており、その点からも従来と異なる捕捉剤が求められていた。すなわち、今までは有機ＥＬパネルで用いられる捕捉剤は通常は無機系の捕捉剤が用いられていたが、ＥＬパネル内の発光層よりも背面側に配して使用されていた。この場合、アクティブ駆動方式と称されるＴＦＴ（Thin Film Transistor）駆動方法の有機ＥＬパネルにおいては、その構成上からＴＦＴの回路部分が発光層よりも前面側に配されることが必須になる。
However, the organic EL panel scavengers developed so far have only absorbed water and have no ability to remove oxygen. Therefore, a scavenger that can remove both moisture and oxygen has been demanded.
Moreover, the place which can arrange | position these capture | acquisition agents is restricted on the structure of the organic electroluminescent panel, The capture agent different from the former was calculated | required also from the point. That is, until now, the capturing agent used in the organic EL panel is usually an inorganic capturing agent. However, the capturing agent is disposed on the back side of the light emitting layer in the EL panel. In this case, in an organic EL panel of a TFT (Thin Film Transistor) driving method called an active driving method, it is essential that the circuit portion of the TFT is arranged on the front side of the light emitting layer because of its configuration.
この場合、ＴＦＴ素子は可視光を通さないため、結果としてディスプレイの開口率を下げ、十分な明るさが得られないという問題が生じる。そのため更なる駆動電圧の上昇が必要となり、結果として発光寿命の低下が生じることになった。また、発光層よりも前面側にＴＦＴ素子が存在することより、ＴＦＴ素子周辺の配線形成に用いるべき導電膜は透明導電膜が必須となる。
これらの問題を解決するために、最近、トップエミッションタイプのパネルが発表された。すなわち、ＴＦＴの回路部分が発光層の背面側に配することが可能になり、ディスプレイの開口率が上昇し、明るさの向上が可能となった。
In this case, since the TFT element does not transmit visible light, there arises a problem that the aperture ratio of the display is lowered and sufficient brightness cannot be obtained. Therefore, it is necessary to further increase the driving voltage, and as a result, the light emission lifetime is reduced. In addition, since the TFT element exists on the front side of the light emitting layer, a transparent conductive film is essential for the conductive film to be used for forming the wiring around the TFT element.
In order to solve these problems, a top emission type panel was recently announced. That is, the circuit portion of the TFT can be disposed on the back side of the light emitting layer, the aperture ratio of the display is increased, and the brightness can be improved.
しかし、捕捉剤をどこに配けるかが非常に問題となり、例えば透明の捕捉剤付きキャップガラスの提案、キャップガラスの周りに溝を掘りその中に捕捉剤を装着する方法等が検討されたが、これらの透明捕捉剤はクラックなどが入りやすく、また、捕水性能などに問題があった。また、キャップガラスの周りに捕捉剤を配すると、ＥＬ素子との距離が遠くなり、捕水能力が各画素に対しムラが生じ、結果として表示性能が低下するなどの問題点が指摘されていたため、水や酸素に対して強力な捕捉能力を有し、透明な液状の捕捉剤の開発が望まれていた。 However, where to place the scavenger becomes a very problem, for example, the proposal of a cap glass with a transparent scavenger, a method of digging a groove around the cap glass and mounting the scavenger in it, etc. These transparent scavengers are prone to cracks and have a problem in water capturing performance. In addition, when a capturing agent is arranged around the cap glass, the distance from the EL element is increased, the water capturing ability is uneven for each pixel, and the display performance is deteriorated as a result. Therefore, it has been desired to develop a transparent liquid scavenger having a strong scavenging ability for water and oxygen.
本発明は、水及び酸素に対して強力な捕捉能力を有すると共に透明な捕捉剤を提供することを課題としている。
また、本発明は、表示特性の優れた有機ＥＬパネルを提供することを課題としている。
An object of the present invention is to provide a transparent scavenger that has a strong scavenging ability for water and oxygen.
Another object of the present invention is to provide an organic EL panel having excellent display characteristics.
本発明によれば、下記化学式で示される化合物から成ることを特徴とする有機ＥＬパネル用捕捉剤が提供される。
Ｒ１Ｒ２Ｒ３Ｍ
但し、Ｒ１、Ｒ２及びＲ３は、各々、水素原子、アルキル基、アルケニル基、アルキニル基、環式アルキル基及、アリール基及びアルコキシ基、カルボキシル基から選ばれた１種以上のものであって同一でも異なっていてもよいが、１つ以上のＣ−Ｍ結合を有する。Ｍはアルミニウム及びボロンから選ばれた１種のものである。
According to the present invention, there is provided an organic EL panel capturing agent comprising a compound represented by the following chemical formula.
R 1 R 2 R 3 M
However, R 1 , R 2 and R 3 are each one or more selected from a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, a cyclic alkyl group, an aryl group, an alkoxy group and a carboxyl group. They may be the same or different and have one or more CM bonds. M is one selected from aluminum and boron.
ここで、前記有機ＥＬパネル用捕捉剤と他の捕捉剤を混合して成るようにしてもよい。
また、前記他の捕捉剤が、前記有機ＥＬパネル用捕捉剤と反応しない有機溶媒に溶解することが好ましい。
また、前記いずれか一の有機ＥＬパネル用捕捉剤とバインダを混合して成るようにしてもよい。
また、前記有機ＥＬパネル用捕捉剤は透明であることが好ましい。
Here, the organic EL panel capture agent and other capture agents may be mixed.
Moreover, it is preferable that said other capture | acquisition agent melt | dissolves in the organic solvent which does not react with the said capture | acquisition agent for organic EL panels.
Moreover, you may make it mix any said organic EL panel capture | acquisition agent and binder.
The organic EL panel scavenger is preferably transparent.
また、本発明によれば、有機ＥＬパネル用捕捉剤を使用して成る有機ＥＬパネルにおいて、前記有機ＥＬパネル用捕捉剤の代わりに前記いずれか一に記載の有機ＥＬパネル用捕捉剤を使用して成り、前記有機ＥＬパネル用捕捉剤は所定の位置に塗布されて成ることを特徴とする有機ＥＬパネルが提供される。
ここで、前記有機ＥＬパネル用捕捉剤の所定位置への塗布は、インクジェット装置によって行うようにしてもよい。
According to the present invention, in the organic EL panel using the organic EL panel capturing agent, the organic EL panel capturing agent according to any one of the above is used instead of the organic EL panel capturing agent. The organic EL panel is characterized in that the organic EL panel capturing agent is applied to a predetermined position.
Here, the organic EL panel capturing agent may be applied to a predetermined position by an ink jet apparatus.
本発明に係る有機ＥＬパネル用捕捉剤は、捕水能力が強力であり、かつ微量の酸素も併せて除去できる。したがって、有機ＥＬパネルの発光寿命が大幅に改良される。
また、捕捉剤の溶液が均一な溶液であるため塗布方法に制限がなく、例えばインクジェット装置による塗布が可能となり、又、ＴＦＴ素子のある有機ＥＬ基板側等の任意な部位に捕捉剤を配置できるにより、画素部の発光寿命のバラツキをなくすことも可能になり、良好な表示特性を示す有機ＥＬパネルを構成することが可能になる。
The scavenger for organic EL panels according to the present invention has a strong water scavenging ability and can also remove trace amounts of oxygen. Therefore, the light emission lifetime of the organic EL panel is greatly improved.
In addition, since the solution of the capturing agent is a uniform solution, there is no limitation on the application method, for example, application by an ink jet apparatus is possible, and the capturing agent can be arranged at an arbitrary site such as the organic EL substrate side with the TFT element. As a result, it is possible to eliminate variations in the light emission lifetime of the pixel portion, and it is possible to configure an organic EL panel exhibiting good display characteristics.
本願発明者等は従来の問題点を解決するために種々検討した結果、少なくとも水及び酸素を捕捉する捕捉剤として優れた性能を持つ式（１）で表される化合物（後述）を見出した。前記捕捉剤の溶液を所望の位置に塗布し、不活性雰囲気中で揮発分を除去することにより捕捉剤の膜を形成できる。特にインクジェットにより任意の位置に塗布することにより効果的な捕水性能を発揮することができる。例えば、ＥＬ画素のブラックマトリックス及びその近傍に本捕捉剤膜を形成することにより、各画素による発光寿命のばらつきをなくす事ができ、優れた表示性能を持続させることができる。また、本捕捉剤の特徴は水分以外に酸素とも反応することが可能であり、パネル内に存在する微量の酸素の影響を除去出来る点で、従来ＥＬパネル用に検討されてきた種々の捕捉剤より優れている。以下に本発明の実施の形態についてさらに詳細に説明する。 As a result of various studies to solve the conventional problems, the present inventors have found a compound represented by the formula (1) (described later) having excellent performance as a scavenger that traps at least water and oxygen. The scavenger film can be formed by applying the scavenger solution to a desired position and removing volatile components in an inert atmosphere. In particular, effective water collection performance can be exhibited by applying it to an arbitrary position by inkjet. For example, by forming the capture agent film in the black matrix of the EL pixel and in the vicinity thereof, the variation in the light emission lifetime due to each pixel can be eliminated, and excellent display performance can be maintained. In addition, the feature of this scavenger is that it can react with oxygen in addition to moisture, and various scavengers that have been studied for EL panels in the past because it can eliminate the influence of a small amount of oxygen present in the panel. Better. Hereinafter, embodiments of the present invention will be described in more detail.
本発明の実施の形態として示される化合物は次のような化合物である。
Ｒ１Ｒ２Ｒ３Ｍ ・・・（１）
但し、前記化学式中、Ｒ１、Ｒ２及びＲ３は、それぞれ独立に、水素原子、アルキル基、アルケニル基、アルキニル基、環式アルキル基及びアリール基、アルコキシ基、カルボキシ基から選ばれた１種以上のものであって同一でも異なっていてもよいが、１つ以上のＣ−Ｍ結合（炭素原子−金属（アルミニウム又はボロン）原子間結合）を有する。Ｍはアルミニウム及びボロンの中から選ばれた１種のものである。Ｒ１、Ｒ２、Ｒ３の基は、好ましくは炭素数が１〜２０、より好ましくは２〜１８の範囲である。
The compounds shown as the embodiment of the present invention are the following compounds.
R 1 R 2 R 3 M (1)
In the above chemical formula, R 1 , R 2 and R 3 are each independently 1 selected from a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, a cyclic alkyl group and an aryl group, an alkoxy group and a carboxy group. Although it is more than a kind and may be the same or different, it has one or more CM bonds (carbon atom-metal (aluminum or boron) interatomic bond). M is one selected from aluminum and boron. The groups R 1 , R 2 and R 3 preferably have 1 to 20 carbon atoms, more preferably 2 to 18 carbon atoms.
これらの化合物は水分、酸素などがこのＣ−Ｍ結合と反応することにより、有機ＥＬデバイス用捕捉剤としての有用な役割を果たす。
例えば、有機ＥＬ捕捉剤と水との反応は、
Ｃ−Ｍ ＋ Ｈ２Ｏ → Ｃ−Ｈ ＋ Ｍ（ＯＨ）
酸素も同様にＣ−Ｍ結合で反応する。
These compounds play a useful role as capturing agents for organic EL devices by reacting moisture, oxygen, and the like with the CM bond.
For example, the reaction between the organic EL capture agent and water is
C-M + H 2 O → C-H + M (OH)
Oxygen also reacts with CM bonds.
Ｒ１、Ｒ２およびＲ３の具体例としては、水素、メチル基、エチル基、プロピル基、ブチル基、ペンチル基、ヘキシル基、ヘプチル基、オクチル基、ノニル基、デシル基、ウンデシル基、ドデシル基、ヘキサデシル基、オクタデシル基、の如き炭素数１〜１８のアルキル基、プロペニル基、ブテニル基、オクテニル基、ドデセニル基、オクタデセニル基の如き不飽和基を有するアルケニル基、プロピニル基、フェニルエチニル基の如きアルキニル基シクロプロピル基、シクロヘキシル基の如き脂環式アルキル基、フェニル基、ベンジル基の如きアリール基、エトキシ基、プロポキシ基、ブトキシ基などのアルコキシ基、などを好適に挙げることができる。これらアルキル基、アルケニル基、アルキニル基、アルコキシ基は直鎖状でもよく環状でもよく、また分岐していてもよい。 Specific examples of R 1 , R 2 and R 3 include hydrogen, methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group. Group, hexadecyl group, octadecyl group, alkyl group having 1 to 18 carbon atoms, propenyl group, butenyl group, octenyl group, dodecenyl group, alkenyl group having an unsaturated group such as octadecenyl group, propynyl group, phenylethynyl group Preferable examples include alicyclic alkyl groups such as alkynyl group cyclopropyl group and cyclohexyl group, aryl groups such as phenyl group and benzyl group, alkoxy groups such as ethoxy group, propoxy group and butoxy group. These alkyl group, alkenyl group, alkynyl group and alkoxy group may be linear, cyclic or branched.
前記式（１）で示される化合物の具体例としては、トリエチルアルミニウム、トリ−ｎ−プロピルアルミニウム、トリイソプロピルアルミニウム、トリシクロプロピルアルミニウム、トリ−ｎ−ブチルアルミニウム、トリイソブチルアルミニウム、トリ‐ｔ−ブチルアルミニウム、トリ−２−メチルブチルアルミニウム、トリ−ｎ−ヘキシルアルミニウム、トリシクロヘキシルアルミニウム、トリ（２−エチルヘキシル）アルミニウム、トリ−ｎ−オクチルアルミニウム、トリ−ｎ−デシルアルミニウム、トリフェニルアルミニウム、トリベンジルアルミニウム、ジメチルフェニルアルミニウム、ジブチルフェニルアルミニウム、ジイソブチルフェニルアルミニウム、メチルジフェニルアルミニウム、エトキシヂエチルアルミニウム、エトキシジ−ｎ−オクチルアルミニウム、トリエチルボラン、トリブチルボラン、トリ−ｎ−オクチルボラン、トリ−ｎ−ドデシルボラン、トリフェニルボランなどを挙げることができる。これらの化合物は、単独でも、あるいは２種類以上の化合物を混合して使用することもできる。 Specific examples of the compound represented by the formula (1) include triethylaluminum, tri-n-propylaluminum, triisopropylaluminum, tricyclopropylaluminum, tri-n-butylaluminum, triisobutylaluminum, tri-t-butyl. Aluminum, tri-2-methylbutylaluminum, tri-n-hexylaluminum, tricyclohexylaluminum, tri (2-ethylhexyl) aluminum, tri-n-octylaluminum, tri-n-decylaluminum, triphenylaluminum, tribenzylaluminum , Dimethylphenylaluminum, dibutylphenylaluminum, diisobutylphenylaluminum, methyldiphenylaluminum, ethoxydiethylaluminum, ethoxy Can be mentioned di -n- octyl aluminum, triethyl borane, tributyl borane, tri -n- octyl borane, tri -n- dodecyl borane, and the like triphenyl borane. These compounds can be used alone or in admixture of two or more kinds.
水分、酸素などとの反応で発生する生成物の蒸気圧を考えると、炭素数が６以上の基で好ましくはトリ−ｎ−ヘキシルアルミニウム、トリ−ｎ−オクチルアルミニウム、トリ−ｎ−ドデシルアルミニウム、などである。
本発明の実施の形態に用いられる捕捉剤は前記式（１）に示した化合物に他の捕捉剤を混合できる。他の捕捉剤としては、化学的に水分子と反応するもの、物理的に水分子を吸着するもの、その他いずれの物でもよい。
Considering the vapor pressure of the product generated by the reaction with moisture, oxygen, etc., preferably a group having 6 or more carbon atoms, preferably tri-n-hexyl aluminum, tri-n-octyl aluminum, tri-n-dodecyl aluminum, Etc.
The scavenger used in the embodiment of the present invention can be mixed with another scavenger in the compound represented by the formula (1). The other scavenger may be any one that chemically reacts with water molecules, one that physically adsorbs water molecules, or any other one.
化学的に水分子と反応するものとしては、金属酸化物、硫酸塩、金属ハロゲン化物、有機金属化合物などが挙げられる。金属酸化物としては、酸化カルシウム、酸化バリウム、酸化マグネシウムなどが挙げられる。硫酸塩としては、硫酸リチウム、硫酸ナトリウム、硫酸カルシウム、硫酸マグネシウムなどが挙げられる。金属ハロゲン化物としては、塩化カルシウム、塩化マグネシウム、塩化ストロンチウムなどが挙げられる。有機金属化合物としては、トリアシルシクロボロキシン、アルミニウムオキサイドオクチレートなどが挙げられえる。
物理的に吸着するものとしては、ゼオライト、シリカゲル、活性アルミナなどが挙げられる。
Examples of those that chemically react with water molecules include metal oxides, sulfates, metal halides, and organometallic compounds. Examples of the metal oxide include calcium oxide, barium oxide, and magnesium oxide. Examples of the sulfate include lithium sulfate, sodium sulfate, calcium sulfate, and magnesium sulfate. Examples of the metal halide include calcium chloride, magnesium chloride, and strontium chloride. Examples of the organometallic compound include triacylcycloboroxine and aluminum oxide octylate.
Examples of the material that physically adsorbs include zeolite, silica gel, activated alumina, and the like.
前記式（１）で表される化合物と混合するその他の捕捉剤は、化合物をトルエン、キシレン、パラフィン、流動パラフィン、デカリン、ジグライムなど非水溶媒である芳香族有機溶媒、脂肪族溶媒、エーテル系溶媒などに溶解した溶液中に均一に溶解、分散でき、少なくとも沈殿しないものが好ましい。また、塗布乾燥したときに均一透明になることが好ましい。特に好ましいのはボロンオキサイドオクチレート、アルミニウムオキサイドオクチレートなどである。 Other scavengers to be mixed with the compound represented by the formula (1) include aromatic organic solvents that are non-aqueous solvents such as toluene, xylene, paraffin, liquid paraffin, decalin, diglyme, aliphatic solvents, ether-based compounds. Those that can be uniformly dissolved and dispersed in a solution dissolved in a solvent or the like and at least do not precipitate are preferred. Moreover, it is preferable that it becomes uniformly transparent when applied and dried. Particularly preferred are boron oxide octylate, aluminum oxide octylate and the like.
本発明の実施の形態に用いられる捕捉剤のバインダの種類としては無機系でも良く、有機系の材料でも良い。無機系バインダとしてはアルコキシシランのポリマが挙げられる。アルコキシシランとしてはテトラメトキシシラン、メチルトリメトキシシラン、エチルトリメトキシシラン、ジメトキジメチルシラン、ジメトキシジエチルシラン、テトラエトキシシラン、メチルトリエトキシシラン、エチルトリエトキシシラン、ジエトキシジメチルシラン、ジエトキシジエチルシラン、ジメトキシメチルフェニルシランなどが挙げられる。また、塗膜強度を向上させるために、少量のアルコキシジルコニウムを添加することもできる。 The type of binder for the scavenger used in the embodiment of the present invention may be inorganic or organic. Examples of the inorganic binder include alkoxysilane polymers. Alkoxysilanes include tetramethoxysilane, methyltrimethoxysilane, ethyltrimethoxysilane, dimethoxydimethylsilane, dimethoxydiethylsilane, tetraethoxysilane, methyltriethoxysilane, ethyltriethoxysilane, diethoxydimethylsilane, diethoxydiethylsilane And dimethoxymethylphenylsilane. A small amount of alkoxyzirconium can also be added to improve the coating strength.
アルコキシシランのポリマはアルコキシシランに水を０．１ｍｏｌ％以上添加し、さらに触媒として酸あるいはアルカリをごく微量添加させ反応を起こさせる。触媒を添加せずに加熱することにより重合反応を起こさせることも可能である。反応溶液を高温で濃縮乾燥することにより重合体を得ることができるが、溶媒に再溶解して保存することが好ましい。 In the alkoxysilane polymer, 0.1 mol% or more of water is added to the alkoxysilane, and a very small amount of acid or alkali is added as a catalyst to cause the reaction. It is also possible to cause the polymerization reaction by heating without adding a catalyst. The polymer can be obtained by concentrating and drying the reaction solution at a high temperature, but it is preferable to redissolve it in a solvent and store it.
有機系バインダとしては前記式（１）の化合物と反応しない透明な樹脂を用いることが出来る。例えばアクリル樹脂、スチレン樹脂等である。アクリル樹脂はアクリル基を有するモノマを重合して得られる樹脂であり、またアクリル基を有するモノマあるいはオリゴマを塗布成膜後に熱、光などの手段で反応させて得られる樹脂である。スチレン系樹脂はスチレン基を有する樹脂であり、またスチレン基の一部を混入させた樹脂である。 As the organic binder, a transparent resin that does not react with the compound of the formula (1) can be used. For example, acrylic resin and styrene resin. The acrylic resin is a resin obtained by polymerizing a monomer having an acrylic group, and is a resin obtained by reacting a monomer or oligomer having an acrylic group with a means such as heat or light after coating. The styrene resin is a resin having a styrene group, and is a resin in which a part of the styrene group is mixed.
また有機バインダとして液状ポリマ、石油樹脂を用いることが出来る。液状ポリマとしては、液状ポリブテン、液状ポリブタジエンなどがあげられる。石油樹脂としては、日石ネオポリマなどがあげられる。また有機系バインダと無機系バインダを混合してもよく、あらかじめ反応させたハイブリットタイプの樹脂でも良い。ハイブリットタイプの樹脂としてはカネカゼムラック等アクリルシリコン系が挙げられる。これらの透明樹脂を有機溶媒に溶解することにより塗膜形成用溶液を作製できる。樹脂溶液の濃度は１０ｗｔ％以上、好ましくは２０〜８０ｗｔ％用いる。 Moreover, a liquid polymer and petroleum resin can be used as the organic binder. Examples of the liquid polymer include liquid polybutene and liquid polybutadiene. Examples of petroleum resins include Nisseki Neopolymer. Further, an organic binder and an inorganic binder may be mixed, or a hybrid type resin reacted in advance may be used. Examples of the hybrid type resin include acrylic silicones such as Kanekazemulac. A solution for forming a coating film can be prepared by dissolving these transparent resins in an organic solvent. The concentration of the resin solution is 10 wt% or more, preferably 20 to 80 wt%.
捕捉剤塗膜の作製はバインダ溶液に前記式（１）の化合物を含む捕捉剤をバインダの固形分に対し１０ｗｔ％以上、好ましくは２０〜８０ｗｔ％添加し十分に攪拌する。均一になった捕捉剤溶液をキャップガラス基板、あるいは有機ＥＬパネルの任意の位置に塗布した後、揮発成分を除去する。
有機ＥＬパネル用捕捉剤の有機ＥＬパネルの所定位置への塗布方法としては、インクジェット装置を用いて行うインクジェット法によって行うようにすることができる。また、他の塗布の方法として、スピンコータ、ロールコータ、スプレーコータ、ディスペンサなどによる方法等でも良く、特に限定するものではない。好ましくは、インクジェット方式で有機ＥＬパネルの任意の位置に塗布する方法である。揮発成分の除去温度は５０℃以上であり、好ましくは１００〜２００℃である。塗布溶液の溶媒を除去でき、また、捕捉剤の吸湿を十分に除去することが出来る温度であれば良く、特に限定するものではない。
Preparation of the scavenger coating film is performed by adding 10 wt% or more, preferably 20-80 wt% of the scavenger containing the compound of formula (1) to the binder solution with respect to the solid content of the binder. After the uniform scavenger solution is applied to the cap glass substrate or an arbitrary position of the organic EL panel, the volatile component is removed.
As a method for applying the organic EL panel capturing agent to a predetermined position of the organic EL panel, it can be performed by an ink jet method using an ink jet apparatus. Other application methods may be a spin coater, roll coater, spray coater, dispenser, or the like, and are not particularly limited. Preferably, it is the method of apply | coating to the arbitrary positions of an organic electroluminescent panel with an inkjet system. The removal temperature of a volatile component is 50 degreeC or more, Preferably it is 100-200 degreeC. There is no particular limitation as long as it is a temperature at which the solvent of the coating solution can be removed and the moisture absorption of the scavenger can be sufficiently removed.
次に、本発明の実施の形態に係る有機ＥＬパネル（素子）の構造について説明する。有機ＥＬパネルの構造自体は公知の構造をとることが出来る。例えば陽極／電荷（正孔）輸送剤／発光層／陰極（／は層を積層したことを示す）、あるいは陽極／導電性高分子／電荷（正孔）輸送層／発光層／電荷（電子）輸送層／陰極等が挙げられる。
以下、有機ＥＬ素子の作製について陽極／発光層／陰極の構造のものを例にとって説明する。
Next, the structure of the organic EL panel (element) according to the embodiment of the present invention will be described. The structure of the organic EL panel itself can take a known structure. For example, anode / charge (hole) transport agent / light emitting layer / cathode (/ indicates that the layers are laminated), or anode / conductive polymer / charge (hole) transport layer / light emitting layer / charge (electrons) Examples include a transport layer / cathode.
Hereinafter, the production of the organic EL device will be described by taking an anode / light emitting layer / cathode structure as an example.
ＴＦＴ及び配線をあらかじめ作製した基板の所定の位置に電極を形成する。この電極は電子注入陰極となる。この材料としては、特に限定されないが、イオン化エネルギの小さい材料が好ましい。例えば、Ａｌ、Ｉｎ、Ｍｇ、Ｍｇ―Ａｇ合金などが用いられる。該陰極の作成方法としては公知の真空蒸着法、スパッタリング法等が用いられる。
次いで発光層を設けるが発光層の材料は公知のものが使用できる。低分子タイプ、高分子タイプのいずれでも良く、発光層の作製方法は真空蒸着法、スパッタリング法、スピンコート、インクジェット法等の材料に適した方法が用いられる。
An electrode is formed at a predetermined position on a substrate on which TFTs and wirings are previously prepared. This electrode becomes an electron injection cathode. Although it does not specifically limit as this material, The material with small ionization energy is preferable. For example, Al, In, Mg, Mg—Ag alloy or the like is used. As a method for producing the cathode, a known vacuum deposition method, sputtering method, or the like is used.
Next, a light emitting layer is provided, but known materials can be used for the light emitting layer. Either a low molecular type or a high molecular type may be used, and a method suitable for a material such as a vacuum vapor deposition method, a sputtering method, a spin coat method, and an ink jet method is used as a method for manufacturing the light emitting layer.
次いで発光層の上に透明、または半透明な電極を形成する。電極の材料としては導電性の金属酸化物膜、半透明の金属薄膜等が用いられる。具体的にはインジウム・スズ・オキサイド、酸化スズ、アルミニウム、金、プラチナ、銀、銅等が用いられる。作製方法としては、真空蒸着法、スパッタリング法、メッキ法、インクジェット法等が用いられる。
上記のようにして本発明の実施の形態に係る有機ＥＬパネルを作成することができるが、別の構造のものについても同様の方法で作製が可能である。
Next, a transparent or translucent electrode is formed on the light emitting layer. As an electrode material, a conductive metal oxide film, a translucent metal thin film, or the like is used. Specifically, indium tin oxide, tin oxide, aluminum, gold, platinum, silver, copper, or the like is used. As a manufacturing method, a vacuum deposition method, a sputtering method, a plating method, an ink jet method, or the like is used.
As described above, the organic EL panel according to the embodiment of the present invention can be manufactured, but a structure having another structure can be manufactured by the same method.
本発明の実施の形態に係る捕捉剤を用いた有機ＥＬパネルは、上記のようにして作製された有機ＥＬ素子付き基板を本発明の実施の形態に係る捕捉剤付きキャップガラスで封止することにより作製することができる。あるいはインクジェット装置により有機ＥＬ素子付き基板の任意の位置に捕捉剤を塗布後、キャップガラスまたはプラスチック基板で封止して作製することができる。 In the organic EL panel using the capture agent according to the embodiment of the present invention, the substrate with the organic EL element produced as described above is sealed with the cap glass with the capture agent according to the embodiment of the present invention. Can be produced. Alternatively, it can be produced by applying a capturing agent to an arbitrary position of the substrate with an organic EL element by an ink jet apparatus and then sealing with a cap glass or a plastic substrate.
本発明の実施の形態に係る捕捉剤を使用すると、捕水能力が強力であり、かつ微量の酸素も併せて除去できるため、現在最も問題になっている有機ＥＬパネルの発光寿命が大幅に改良され、また、捕捉剤溶液が均一な溶液であるため塗布方法に制限がなく、例えばインクジェット装置による塗布が可能となり、ＴＦＴ素子のある有機ＥＬ基板側の任意な部位に捕捉剤を配置できるにより、画素部の発光寿命のバラツキをなくすことも可能になり良好な表示特性を示すことが可能になる。 When the scavenger according to the embodiment of the present invention is used, the water-capturing ability is strong and a small amount of oxygen can be removed together, so that the emission life of the organic EL panel which is currently the most problematic is greatly improved. In addition, since the capture agent solution is a uniform solution, there is no limitation on the application method, for example, application by an ink jet apparatus is possible, and the capture agent can be disposed at any site on the organic EL substrate side where the TFT element is present. It is possible to eliminate variations in the light emission lifetime of the pixel portion, and to exhibit good display characteristics.
次に、本発明の実施例について説明するが、本願発明はこれらに限定されるものではない。
［実施例１］
十分に乾燥した流動パラフィン１００グラムに、トリオクチルアルミニウム１００グラムを添加し、均一に混合溶解した。０．７ｍｍ厚の透明ガラス基板にサンドブラスト加工を施し、さらにフッ酸によるエッチング処理を施して深さ０．３ｍｍの凹部を形成したキャップガラス基板にトリオクチルアルミニウム溶液を塗布し、１２０℃のホットプレートで３０分間揮発成分を除去した。得られたキャップガラスをＴＦＴ素子のある基板側から陰極としてＡｌを、発光層として低分子タイプの各ＲＧＢの発光画素を、陽極としてＩＴＯ（Indium Tin Oxide）をそれぞれ積層した有機ＥＬ素子基板と貼り合わせた。得られた前面ガラスを介して視認する方式の有機ＥＬパネルは優れた発光輝度を示し、発光寿命も良好な値を示した。
Next, examples of the present invention will be described, but the present invention is not limited thereto.
[Example 1]
100 grams of trioctylaluminum was added to 100 grams of fully dried liquid paraffin and mixed and dissolved uniformly. Apply a trioctylaluminum solution to a cap glass substrate on which a 0.7 mm thick transparent glass substrate has been sandblasted and then etched with hydrofluoric acid to form a recess having a depth of 0.3 mm. The volatile components were removed at 30 minutes. The obtained cap glass is attached to the organic EL element substrate in which Al is used as the cathode from the substrate side where the TFT element is provided, each of the low molecular type RGB light emitting pixels is used as the light emitting layer, and ITO (Indium Tin Oxide) is used as the anode. Combined. The organic EL panel of the type visually recognized through the obtained front glass showed excellent light emission luminance and good light emission lifetime.
トリオクチルアルミニウムの脱水性能を図１に示す。図１は、アルミニウム皿に乾燥固化したトリオクチルアルミニウム１．５グラムをのせて密閉した内容積６４０ｃｍ３の容器に入れ、容器内に静置した湿度センサで容器内の湿度の経時変化を測定した結果を示している。比較対象として酸化カルシウム、およびホープ製薬製オリープＡＯＯ（主成分：アルミニウムオキサイドオクチレート）と比較した。トリオクチルアルミニウム（図１のグラフＡ）は比較対象の２つの捕捉剤に対して、優れた吸湿能力を示した。
また、トリオクチルアルミニウムの脱酸素性能を図２に示す。測定は図１の脱水性能の場合と同様にして行った。尚、トリオクチルアルミニウムは２．０グラム用い、酸素センサで容器内の酸素濃度の経時変化を測定した。図２に示すように、トリオクチルアルミニウム（図２のグラフＡ）は優れた脱酸素能力を示した。
The dehydration performance of trioctyl aluminum is shown in FIG. Fig. 1 shows the result of measuring the time-dependent change of humidity in a container with a humidity sensor placed in a sealed container with an inner volume of 640 cm3 by placing 1.5 grams of dried and solidified trioctylaluminum on an aluminum dish. Is shown. As a comparison object, comparison was made with calcium oxide and Hope Pharmaceutical's Olipe AOO (main component: aluminum oxide octylate). Trioctylaluminum (Graph A in FIG. 1) showed excellent moisture absorption capacity for the two scavengers for comparison.
Moreover, the deoxygenation performance of trioctylaluminum is shown in FIG. The measurement was performed in the same manner as in the case of the dehydration performance in FIG. In addition, 2.0 grams of trioctylaluminum was used, and the change over time in the oxygen concentration in the container was measured with an oxygen sensor. As shown in FIG. 2, trioctylaluminum (graph A in FIG. 2) showed excellent deoxygenation ability.
［実施例２］
十分に乾燥した液状ポリマ（日石ポリブテン、ＬＶ−１００）の５０ｗｔ％トルエン溶液２００グラムにトリデシルアルミニウム１００グラムとトリアシルシクロトリボロキシン５０グラムを均一に溶解した。０．７ｍｍ厚の透明ガラス基板にサンドブラスト加工を施し、さらにフッ酸によるエッチング処理を施して深さ０．３ｍｍの凹部を形成したキャップガラス基板に上記捕捉剤溶液を塗布した後、１２０℃で３０分間揮発成分を除去した。得られたキャップガラスをＴＦＴ素子のある基板側から陰極としてＡｌ／Ｃｅ（セシウム）を、発光層として高分子タイプの各ＲＧＢの発光画素を、電子注入層として導電性高分子（バイエル社製のＰＥＤＯＴ）を、陽極としてＩＴＯをそれぞれ積層した有機ＥＬ素子基板と貼り合わせた。得られた前面ガラス有機ＥＬパネルは優れた発光輝度を示し、発光寿命も良好な値を示した。
[Example 2]
100 grams of tridecylaluminum and 50 grams of triacylcyclotriboroxine were uniformly dissolved in 200 grams of a 50 wt% toluene solution of a well-dried liquid polymer (Nisseki Polybutene, LV-100). The scavenger solution is applied to a cap glass substrate on which a 0.7 mm thick transparent glass substrate is subjected to sandblasting and further etched with hydrofluoric acid to form a recess having a depth of 0.3 mm. Volatile components were removed for minutes. The obtained cap glass is made of Al / Ce (cesium) as a cathode from the substrate side with the TFT element, each of the polymer type RGB light emitting pixels as the light emitting layer, and a conductive polymer (manufactured by Bayer) as the electron injection layer. PEDOT) was bonded to an organic EL element substrate on which ITO was laminated as an anode. The obtained front glass organic EL panel showed excellent light emission luminance and good light emission lifetime.
［実施例３］
ジシクロペンタニルメタクリレート（日立化成製ＦＡ−５１３Ｍ）をＡＩＢＮ（アゾビスイソブチロニトリル）で重合した５０ｗｔ％ジグライム溶液１００グラムにトリ−ｎ−ドデシルアルミニウム５０グラム、アルミニウムオキサイドオクチレート０．１グラムを添加して均一に混合溶解した。実施例１で用いたと同様の処理を施したガラス基板に上記トリデシルアルミニウム系捕捉剤溶液を塗布し１４０℃で乾燥した。実施例１と同様の有機ＥＬ素子基板と得られたキャップガラスを貼り合わせた。得られた前面ガラスを介して視認する方式の有機ＥＬパネルは良好な発光輝度を示し、発光寿命も良好であった。
[Example 3]
100 g of a 50 wt% diglyme solution obtained by polymerizing dicyclopentanyl methacrylate (FA-513M manufactured by Hitachi Chemical Co., Ltd.) with AIBN (azobisisobutyronitrile), 50 g of tri-n-dodecyl aluminum, 0.1 g of aluminum oxide octylate Was uniformly mixed and dissolved. The tridecylaluminum-based scavenger solution was applied to a glass substrate that had been treated in the same manner as in Example 1, and dried at 140 ° C. The same organic EL element substrate as in Example 1 and the obtained cap glass were bonded together. The organic EL panel of the type visually recognized through the obtained front glass showed good emission luminance and good emission lifetime.
［実施例４］
実施例２で得られたトリデシルアルミニウムを主とした捕捉剤溶液をインクジェットで、ＴＦＴ素子のある有機ＥＬ基板側の画素部の近傍で配線間の空間に塗布し、１４０℃で乾燥した。得られた捕捉剤膜付き有機ＥＬ素子基板とキャップガラスを貼り合わせた有機ＥＬパネルは良好な発光輝度を示し、発光寿命も良好であった。
[Example 4]
The scavenger solution mainly composed of tridecylaluminum obtained in Example 2 was applied to the space between the wirings in the vicinity of the pixel portion on the organic EL substrate side where the TFT elements were provided, and dried at 140 ° C. The obtained organic EL panel in which the organic EL element substrate with a trapping agent film and the cap glass were bonded together showed good emission luminance and good emission lifetime.
［実施例５］
ジシクロペンタニルメタクリレート（日立化成製ＦＡ―５１３Ｍ）をＡＩＢＮ（アゾビスイソブチロニトリル）で重合した５０ｗｔ％ジグライム溶液１００グラムにトリブチルボラン５０グラムを均一に混合溶解した。実施例１と同様の処理を施したガラス基板に上記トリアシルホウ素系捕捉剤を塗布し１４０℃で乾燥した。実施例１と同様の有機ＥＬ素子基板と得られたキャップガラスを貼り合わせた。得られた前面ガラス有機ＥＬパネルは良好な発光輝度を示し、発光寿命も良好であった。
[Example 5]
50 grams of tributylborane was uniformly mixed and dissolved in 100 grams of a 50 wt% diglyme solution obtained by polymerizing dicyclopentanyl methacrylate (FA-513M manufactured by Hitachi Chemical Co., Ltd.) with AIBN (azobisisobutyronitrile). The triacyl boron-based scavenger was applied to a glass substrate that had been treated in the same manner as in Example 1, and dried at 140 ° C. The same organic EL element substrate as in Example 1 and the obtained cap glass were bonded together. The obtained front glass organic EL panel showed good emission luminance and good emission lifetime.
本発明の有機ＥＬパネル用捕捉剤は、有機ＥＬパネルの構造による制約をあまり受けることがなく、種々の構造の有機ＥＬパネルに適用可能である。 The capturing agent for organic EL panels of the present invention is not significantly restricted by the structure of the organic EL panel, and can be applied to organic EL panels having various structures.
Claims (7)
Ｒ１Ｒ２Ｒ３Ｍ
但し、Ｒ１、Ｒ２及びＲ３は、各々、水素原子、アルキル基、アルケニル基、アルキニル基、環式アルキル基及、アリール基及びアルコキシ基、カルボキシル基から選ばれた１種以上のものであって同一でも異なっていてもよいが、１つ以上のＣ−Ｍ結合を有する。Ｍはアルミニウム及びボロンから選ばれた１種のものである。 A scavenger for an organic EL panel comprising a compound represented by the following chemical formula.
R 1 R 2 R 3 M
However, R 1 , R 2 and R 3 are each one or more selected from a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, a cyclic alkyl group, an aryl group, an alkoxy group and a carboxyl group. They may be the same or different and have one or more CM bonds. M is one selected from aluminum and boron.
前記有機ＥＬパネル用捕捉剤として請求項１〜５のいずれか一に記載の有機ＥＬパネル用捕捉剤を使用して成り、
前記有機ＥＬパネル用捕捉剤は所定の位置に塗布されて成ることを特徴とする有機ＥＬパネル。 In an organic EL panel that uses an organic EL panel capture agent,
The organic EL panel capturing agent according to any one of claims 1 to 5 as the organic EL panel capturing agent,
The organic EL panel, wherein the organic EL panel capturing agent is applied at a predetermined position.
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| JP5596250B2 (en) * | 2005-03-02 | 2014-09-24 | スリーエム イノベイティブ プロパティズ カンパニー | Moisture-reactive composition and organic EL device |
| JP4876609B2 (en) * | 2006-02-13 | 2012-02-15 | Ｊｓｒ株式会社 | Scavenger for organic electronic device and organic electronic device |
| JP2009095824A (en) * | 2007-09-27 | 2009-05-07 | Toshiba Corp | Transparent desiccant and organic electroluminescence device |
| US7855509B2 (en) | 2007-09-27 | 2010-12-21 | Kabushiki Kaisha Toshiba | Transparent drying agent and organic electroluminescent device |
| JP2011026556A (en) * | 2009-06-25 | 2011-02-10 | Jsr Corp | Composition, cured product, and electronic device |
| WO2011027658A1 (en) * | 2009-09-03 | 2011-03-10 | Jsr株式会社 | Composition, cured product, electronic device, tri(2, 2-bis((allyloxy) methyl)-1-butoxy)aluminum, and preparation method therefor |
| JP2012038660A (en) * | 2010-08-10 | 2012-02-23 | Futaba Corp | Water-capturing agent and organic electronic device using the same |
| JP2013108057A (en) * | 2011-10-24 | 2013-06-06 | Jsr Corp | Thermosetting composition for forming moisture capture body, moisture capture body, and electronic device |
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| US6702959B2 (en) * | 1999-11-19 | 2004-03-09 | Osram Sylvania Inc. | Long life, white light emitting electroluminescent phosphor |
| JP3977669B2 (en) * | 2002-03-07 | 2007-09-19 | 双葉電子工業株式会社 | Organic EL device |
| JP4820536B2 (en) * | 2003-06-25 | 2011-11-24 | 彬雄 谷口 | Method for manufacturing organic electroluminescence device |
| JP2005270959A (en) * | 2003-12-26 | 2005-10-06 | Mitsubishi Gas Chem Co Inc | Oxygen absorbent molding and organic el element |
| CN1657155A (en) * | 2004-02-17 | 2005-08-24 | 李秉哲 | Film type drier for closed electronic device and its manufacturing method |
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