JP3268878B2 - EL device - Google Patents
EL deviceInfo
- Publication number
- JP3268878B2 JP3268878B2 JP06700393A JP6700393A JP3268878B2 JP 3268878 B2 JP3268878 B2 JP 3268878B2 JP 06700393 A JP06700393 A JP 06700393A JP 6700393 A JP6700393 A JP 6700393A JP 3268878 B2 JP3268878 B2 JP 3268878B2
- Authority
- JP
- Japan
- Prior art keywords
- light emitting
- metal complex
- emitting material
- organic
- molecular weight
- 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.)
- Expired - Lifetime
Links
- 239000000463 material Substances 0.000 claims description 52
- 150000004696 coordination complex Chemical class 0.000 claims description 28
- 238000002347 injection Methods 0.000 claims description 19
- 239000007924 injection Substances 0.000 claims description 19
- 229920000642 polymer Polymers 0.000 claims description 17
- 239000011701 zinc Substances 0.000 claims description 10
- 239000010409 thin film Substances 0.000 claims description 6
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- 239000013256 coordination polymer Substances 0.000 claims description 2
- 229920001795 coordination polymer Polymers 0.000 claims description 2
- 229910052725 zinc Inorganic materials 0.000 claims description 2
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims 1
- 239000010931 gold Substances 0.000 claims 1
- 229910052737 gold Inorganic materials 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 15
- 239000010408 film Substances 0.000 description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 239000013078 crystal Substances 0.000 description 6
- 230000005525 hole transport Effects 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000013522 chelant Substances 0.000 description 5
- 238000000151 deposition Methods 0.000 description 5
- 230000008021 deposition Effects 0.000 description 5
- 239000000975 dye Substances 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229910021645 metal ion Chemical group 0.000 description 3
- 150000002894 organic compounds Chemical class 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 description 2
- 229910017911 MgIn Inorganic materials 0.000 description 2
- 150000004697 chelate complex Chemical class 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 230000005284 excitation Effects 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 2
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 description 2
- ZGUNAGUHMKGQNY-ZETCQYMHSA-N L-alpha-phenylglycine zwitterion Chemical compound OC(=O)[C@@H](N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-ZETCQYMHSA-N 0.000 description 1
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 150000001370 alpha-amino acid derivatives Chemical class 0.000 description 1
- 235000008206 alpha-amino acids Nutrition 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002500 ions Chemical group 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000004506 ultrasonic cleaning Methods 0.000 description 1
- 238000001771 vacuum deposition Methods 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
Landscapes
- Electroluminescent Light Sources (AREA)
Description
【０００１】[0001]
【産業上の利用分野】本発明、電界発光素子に関し、詳
しくはその発光材料に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an electroluminescent device, and more particularly to a luminescent material.
【０００２】[0002]
【従来の技術】近年、情報機器の多様化に伴って、ＣＲ
Ｔより低消費電力で空間占有容積が少ない平面表示素子
のニーズが高まっている。このような平面表示素子とし
ては、液晶、プラズマディスプレイなどがあるが特に、
最近は自己発光型で、表示が鮮明な電界発光素子〔エレ
クトロルミネッセンス（ＥＬ）素子〕が注目されてい
る。電界発光素子は構成する材料により無機電界発光素
子と、有機電界発光素子とに大別することができ、無機
電界発光素子はすでに実用化されている。2. Description of the Related Art In recent years, with the diversification of information devices, CR
There is an increasing need for a flat display element that consumes less power and has a smaller space occupation volume than T. As such a flat display element, there are a liquid crystal, a plasma display, and the like.
Recently, a self-luminous type electroluminescent device (electroluminescent (EL) device) that has a clear display has attracted attention. Electroluminescent elements can be broadly classified into inorganic electroluminescent elements and organic electroluminescent elements depending on the constituent materials, and inorganic electroluminescent elements have already been put to practical use.
【０００３】しかしながら、無機電界発光素子の駆動方
式は、高電界の印加によって、加速された電子が発光中
心を衝突励起して発光させるという、所謂、「衝突励起
型発光」であるため、高電圧で駆動させる必要がある。
このため、周辺機器の高コスト化を招来するという課題
を有していた。これに対して、有機電界発光素子は電極
から注入された電荷（ホール、及び、電子）が発光体中
で再結合して発光するという所謂「注入発光型」である
ため、低電圧で駆動することができる。しかも、発光材
料として用いる化合物の分子構造を変更することによっ
て様々な発光色を容易にえることができると言った利点
もある。従って有機電界発光素子はこれからの表示素子
として非常に有望である。[0003] However, the driving method of the inorganic electroluminescent element is a so-called “collision excitation type light emission” in which accelerated electrons collide and excite the light emission center to emit light when a high electric field is applied. Need to be driven.
For this reason, there has been a problem that the cost of peripheral devices is increased. On the other hand, the organic electroluminescent element is a so-called “injected light emitting type” in which charges (holes and electrons) injected from an electrode are recombined in a light emitting body to emit light, and thus are driven at a low voltage. be able to. In addition, there is an advantage that various emission colors can be easily obtained by changing the molecular structure of a compound used as a light emitting material. Therefore, the organic electroluminescent device is very promising as a future display device.
【０００４】ここで、上記有機電界発光素子に用いられ
る発光材料は、以下の３種類の化合物に大別できる。 有機色素系材料 有機色素は低分子で、しかも金属元素を含まない、全て
有機化合物で構成されている材料である。Here, the luminescent materials used in the organic electroluminescent device can be roughly classified into the following three types of compounds. Organic Dye-Based Materials Organic dyes are low-molecular-weight materials that do not contain metal elements and are entirely composed of organic compounds.
【０００５】キレート金属錯体系材料 キレート金属錯体は、有機化合物で構成されている配位
子と、金属イオンとが錯体を形成している材料である。 高分子化合物系材料 高分子化合物は、分子量の高い有機化合物で構成されて
いる材料である。Chelate metal complex-based materials [0005] A chelate metal complex is a material in which a ligand composed of an organic compound and a metal ion form a complex. Polymer Compound Material A polymer compound is a material composed of an organic compound having a high molecular weight.
【０００６】この中で、有機電界発光素子用の材料とし
て一般に用いられているのが、有機色素系、及び、キレ
ート金属錯体系である。有機色素系の材料は、螢光収率
が高い、分子設計が行いやすいといった特徴をもってお
り、また、キレート金属錯体はキャリア輸送性が良いな
どの特徴をもっている。従って有機色素系材料やキレー
ト錯体系材料を発光材料として用いた素子は、高輝度、
高効率な発光を呈する。しかしながら、これらの材料は
分子量が小さいために、製膜後に結晶が析出しやすく、
素子の破壊が起こり易いといった致命的な欠点を持って
いる。Among them, organic dyes and chelate metal complexes are generally used as materials for organic electroluminescent devices. Organic dye-based materials have characteristics such as high fluorescence yield and easy molecular design, and chelate metal complexes have characteristics such as good carrier transportability. Therefore, an element using an organic dye-based material or a chelate complex-based material as a light-emitting material has high luminance,
It emits light with high efficiency. However, since these materials have a small molecular weight, crystals tend to precipitate after film formation,
It has a fatal disadvantage that the element is easily destroyed.
【０００７】このような製膜後の結晶析出を抑制する方
法として、発光材料として高分子系化合物材料を用いる
方法がある。高分子化合物は、分子量が大きく、結晶化
しにくいために、上記したキレート錯体や有機色素など
の低分子化合物に比べて製膜安定性が良く、薄膜作成後
の結晶析出を完全に抑えることができる。As a method for suppressing such crystal deposition after film formation, there is a method using a polymer compound material as a light emitting material. Since the polymer compound has a large molecular weight and is difficult to be crystallized, the film formation stability is better than that of a low-molecular compound such as the above-described chelate complex or organic dye, and crystal deposition after forming a thin film can be completely suppressed. .
【０００８】[0008]
【発明が解決しようとする課題】上記したように、上記
従来の高分子系化合物材料は優れた製膜製を有している
ものの、キャリア輸送性は低い。したがって、従来の高
分子化合物を発光材料として用いると、素子の発光輝度
が１０ｃｄ／ｍ2 程度と大変低くなってしまうという問
題を有していた。As described above, the above-mentioned conventional polymer compound materials have excellent film-forming properties, but have low carrier transportability. Therefore, when a conventional polymer compound is used as a light emitting material, there has been a problem that the light emission luminance of the device is extremely low at about 10 cd / m 2 .
【０００９】さらに、従来の高分子系化合物材料は、π
共役鎖の励起により発光が生じるために、バンドギャッ
プが小さく、発光色の範囲が橙色〜赤色等に限られてし
まうという問題も有していた。本発明は上記現状に鑑み
成されたものであり、発光層に用いた発光材料の結晶析
出による素子の破壊が起こりにくく、従来の高分子化合
物の輝度よりも高輝度で、橙色〜赤色以外の発光色も得
られる電界発光素子を提供することを目的とする。Further, the conventional polymer compound material has a π
Since light emission is generated by excitation of the conjugated chain, there is also a problem that the band gap is small and the emission color range is limited to orange to red. The present invention has been made in view of the above situation, the element is less likely to break down due to crystal deposition of the light emitting material used for the light emitting layer, has a higher luminance than conventional polymer compounds, and has a color other than orange to red. It is an object of the present invention to provide an electroluminescent element that can also emit light.
【００１０】[0010]
【課題を解決するための手段】上記目的を達成するため
に、本発明は、ホール注入電極と電子注入電極との間
に、少なくとも有機発光材料を含む有機薄膜層を有する
電界発光素子において、上記有機発光材料として高分子
量金属錯体を用い、該高分子量金属錯体中の金属錯体を
持つ側鎖と持たない側鎖とが混在することを特徴とす
る。また、上記有機発光材料として高分子量金属錯体が
亜鉛を含むこと、あるいは、高分子キレート、あるいは
配位高分子、あるいははめ込み型高分子金属錯体である
こと、あるいは、該高分子量金属錯体の発光色が青色で
あることを特徴とする。According to the present invention, there is provided an electroluminescent device having an organic thin film layer containing at least an organic luminescent material between a hole injection electrode and an electron injection electrode. Using a high molecular weight metal complex as an organic light emitting material, the metal complex in the high molecular weight metal complex is
And a side chain having no side chain having the features that you mixed. Further, a high molecular weight metal complex is used as the organic light emitting material.
Containing zinc, or a polymer chelate, or
Coordination polymer or embedded metal complex
Or the emission color of the high molecular weight metal complex is blue.
There is a feature .
【００１１】[0011]
【作用】本発明の有機電界発光素子の発光材料として用
いられる高分子量金属錯体とは、分子構造内に金属錯体
を有する高分子化合物のことであり、従来の高分子系化
合物材料と同様に高分子であるため、製膜後の結晶化が
起こり難い。さらに、この高分子量金属錯体は、分子構
造内に金属錯体が存在するために、従来の高分子系化合
物材料とは異なる性質も有している。The high molecular weight metal complex used as the light emitting material of the organic electroluminescent device of the present invention is a high molecular compound having a metal complex in its molecular structure. Since it is a molecule, crystallization after film formation hardly occurs. Further, the high molecular weight metal complex also has properties different from those of conventional polymer compound materials because the metal complex exists in the molecular structure.
【００１２】即ち、上記したように分子構造内に金属錯
体の部分を持つため、従来の高分子系化合物材料と比べ
てキャリア輸送性がよく、発光材料として用いた場合、
高効率、高輝度の発光を得ることができる。また、分子
構造内の金属錯体部分の、金属イオンの種類、或いは金
属イオンと配位しているドナー基の種類を変更すること
によって、橙色〜赤色に限ることなく任意の発光色を出
すことが可能である。That is, since a metal complex portion is included in the molecular structure as described above, the carrier transport property is better than that of a conventional polymer compound material.
High-efficiency, high-luminance light emission can be obtained. In addition, by changing the type of metal ion of the metal complex portion in the molecular structure or the type of the donor group coordinated with the metal ion, it is possible to emit any luminescent color from orange to red. It is possible.
【００１３】[0013]
（実施例１）図１は、本発明の一実施例に係る電界発光
素子の断面図であり、ガラス基板１上には、ホール注入
電極２（１０００Å）、ホール輸送材料を含有した有機
発光層３（１０００Å）、電子注入電極４（２０００
Å）とが順に形成されている。(Embodiment 1) FIG. 1 is a cross-sectional view of an electroluminescent device according to an embodiment of the present invention. A glass substrate 1 has a hole injection electrode 2 (1000 °) and an organic light emitting layer containing a hole transport material. 3 (1000 °), electron injection electrode 4 (2000
Å) are formed in order.
【００１４】上記有機電界発光素子において、ホール注
入電極２の材料としてはインジウム−スズ酸化物が用い
られている。有機発光層３の発光材料としては高分子量
金属錯体であるＰＳＰｙ−ｓａｌ−ｌｅｕ−Ｚｎ（下記
化１に示す）が用いられ、さらに有機発光層３は、ホー
ル輸送材料であるＴＰＤ（下記化２に示す）をＰＳＰｙ
−ｓａｌ−ｌｅｕ−Ｚｎに対して３０ｗｔ％含有してい
る。また、電子注入電極４にはＭｇＩｎ合金が用いられ
ている。In the above organic electroluminescent device, indium-tin oxide is used as the material of the hole injection electrode 2. As a light-emitting material of the organic light-emitting layer 3, PSPy-sal-leu-Zn (shown below in Chemical Formula 1) which is a high molecular weight metal complex is used. PSPy)
-30 wt% with respect to -sal-leu-Zn. The electron injection electrode 4 is made of a MgIn alloy.
【００１５】[0015]
【化１】 Embedded image
【００１６】[0016]
【化２】 Embedded image
【００１７】ここで、上記構成の有機電界発光素子は、
以下のようにして作成された。先ず、ガラス基板１上に
ホール注入電極２であるインジウム−スズ酸化物（ＩＴ
Ｏ）の膜が形成された基板を、中性洗剤により洗浄した
後、アセトン中で２０分間、エタノール中で２０分間超
音波洗浄を行った。次いで、上記基板を沸騰したエタノ
ール中に約１分間入れ、取り出した後、すぐに送風乾燥
を行った。この後上記ＩＴＯからなるホール注入電極２
上に、発光材料であるＰＳＰｙ−ｓａｌ−ｌｅｕ−Ｚｎ
とホール輸送材料であるＴＰＤ（ＰＳＰｙ−ｓａｌ−ｌ
ｅｕ−Ｚｎに対して３０ｗｔ％使用）とを含有したメタ
ノール溶液を垂らし、スピンコーティング法で均一な膜
を形成した。膜を十分乾燥させた後、このホール輸送材
料を含有した有機発光層３上にＭｇＩｎからなる電子注
入電極４を形成した。尚、これらの蒸着は何れも真空度
１×１０-6Ｔｏｒｒ、基板温度２０℃、という条件下で
行った。Here, the organic electroluminescent device having the above structure is
It was created as follows. First, an indium-tin oxide (IT) serving as a hole injection electrode 2 was formed on a glass substrate 1.
After the substrate on which the film of O) was formed was washed with a neutral detergent, ultrasonic cleaning was performed in acetone for 20 minutes and in ethanol for 20 minutes. Next, the substrate was placed in boiling ethanol for about 1 minute, taken out, and immediately blow-dried. Thereafter, the hole injection electrode 2 made of the above ITO is used.
On top, a light-emitting material, PSPy-sal-leu-Zn
And TPD (PSPy-sal-l) which is a hole transport material
eu-Zn was used, and a uniform film was formed by spin coating. After the film was sufficiently dried, an electron injection electrode 4 made of MgIn was formed on the organic light emitting layer 3 containing the hole transport material. These depositions were performed under the conditions of a vacuum degree of 1 × 10 −6 Torr and a substrate temperature of 20 ° C.
【００１８】上記のように作成した素子を以下（ａ1 ）
素子と称する。 （合成方法）有機発光材料に用いたＰＳＰｙ−ｓａｌ−
ｌｅｕ−Ｚｎは以下の方法により合成した。先ず、メタ
ノール１００ｍｌ中にＰＳＰｙ２ｇを入れて、完全に溶
解させた。この反応系に、ＤＬロイシン１ｍｍｏｌを加
え、少し加温しながら溶解させた。次に、サリチルアル
デヒド１ｍｍｏｌを添加して、勢い良く攪拌させた。さ
らにこの系に酢酸亜鉛１ｍｍｏｌを含有したメタノール
溶液３０ｍｌを加えて、室温で２時間攪拌すると、強い
青色の螢光を持ったＰＳＰｙ−ｓａｌ−ｌｅｕ−Ｚｎが
生成された。The element prepared as described above is represented by (a 1 )
It is called an element. (Synthesis method) PSPy-sal- used for organic light emitting material
leu-Zn was synthesized by the following method. First, 2 g of PSPy was put in 100 ml of methanol and completely dissolved. 1 mmol of DL leucine was added to this reaction system and dissolved while slightly heating. Next, 1 mmol of salicylaldehyde was added and stirred vigorously. Further, 30 ml of a methanol solution containing 1 mmol of zinc acetate was added to this system, and the mixture was stirred at room temperature for 2 hours to produce PSPy-sal-leu-Zn having strong blue fluorescence.
【００１９】上記のように作成した素子を、以下
（ａ1 ）素子と称する。 （実施例２）発光材料として、ＰＳＰｙ−ｓａｌ−ｐｈ
ｇｌｙ−Ｚｎ（下記化３に示す）を用いた以外は上記実
施例１と同様に素子を作成した。The device fabricated as described above is hereinafter referred to as (a 1 ) device. Example 2 PSPy-sal-ph was used as a light emitting material.
A device was prepared in the same manner as in Example 1 except that gly-Zn (shown in Chemical Formula 3 below) was used.
【００２０】[0020]
【化３】 Embedded image
【００２１】尚、ＰＳＰｙ−ｓａｌ−ｐｈｇｌｙ−Ｚｎ
の合成方法としては上記実施例１における合成と同様の
条件で行った。但し、αアミノ酸としてはＤＬロイシン
の代わりに、フェニルグリシンを用いた。上記のように
作成した素子を、以下（ａ2 ）素子と称する。 （比較例）素子の構造を、ホール注入電極と、電子注入
電極との間に、有機ホール輸送層（５００Å）と有機発
光層（１００Å）と有機電子輸送層（４００Å）とが順
に形成された３層構造とし、有機ホール輸送層にＴＰＤ
（上記化２に示す）、有機発光層にＴＰＢ（下記化４に
示す）、有機電子輸送層にｔＢｕ−ＰＢＤ（下記化５に
示す）を用い、有機ホール輸送層、有機発光層、有機電
子輸送層を真空蒸着法で形成した以外は、上記実施例１
と同様に素子を作成した。Incidentally, PSPy-sal-phgly-Zn
Was performed under the same conditions as in the synthesis in Example 1 above. However, phenylglycine was used as α-amino acid instead of DL leucine. The element prepared as described above is hereinafter referred to as (a 2 ) element. (Comparative Example) The structure of the device was such that an organic hole transport layer (500 °), an organic light emitting layer (100 °), and an organic electron transport layer (400 °) were sequentially formed between a hole injecting electrode and an electron injecting electrode. Three-layer structure, TPD for organic hole transport layer
(Shown in Chemical Formula 2), TPB (shown in Chemical Formula 4 below) for the organic light emitting layer, and tBu-PBD (shown in Chemical Formula 5) for the organic electron transport layer, and the organic hole transport layer, the organic light emitting layer, and the organic electron Example 1 except that the transport layer was formed by a vacuum evaporation method.
A device was prepared in the same manner as described above.
【００２２】[0022]
【化４】 Embedded image
【００２３】[0023]
【化５】 Embedded image
【００２４】このように作成した素子を、以下（ｘ）素
子と称する。 （実験１）本発明の（ａ1 ）素子、（ａ2 ）素子を用い
てその発光輝度と発光ピーク波長、発光色を調べたので
下記表１に示す。The element prepared in this manner is hereinafter referred to as (x) element. (Experiment 1) of the present invention (a 1) element, shown in the following Table 1 the emission luminance and emission peak wavelength, were studied luminescent color by using (a 2) elements.
【００２５】[0025]
【表１】 [Table 1]
【００２６】表１から明らかなように、本発明の電界発
光素子は、輝度がそれぞれ、１００ｃｄ／ｍ2 、８０ｃ
ｄ／ｍ2 であり、従来の高分子を用いた場合の発光輝度
が１０ｃｄ／ｍ2 程度であったのと比べて、高輝度にな
っていることがわかる。また、発光色も青色であり、橙
色〜赤色以外の色を発光させることができた。 （実験２）本発明の（ａ1 ）素子、比較例の（ｘ）素子
を用いて、その素子の製膜安定性を調べたので以下にそ
の結果を示す。As apparent from Table 1, the electroluminescent device of the present invention has a luminance of 100 cd / m 2 and 80 c, respectively.
d / m 2 , which indicates that the luminance is higher than that of the case where a conventional polymer was used, and the emission luminance was about 10 cd / m 2 . Also, the emission color was blue, and colors other than orange to red could be emitted. (Experiment 2) The film formation stability of the device (a 1 ) of the present invention and the device (x) of the comparative example were examined. The results are shown below.
【００２７】実験方法としては、それぞれの素子を乾燥
空気中で保存後の素子の発光状況を調べた。先ず、本発
明の（ａ1 ）素子については、２週間保存した後に電圧
を印加すると青色の良好な発光を得ることができた。一
方、比較例の（ｘ）素子は、３日間保存した後に電圧を
印加しても発光しなかった。この原因は、素子に用いた
材料の結晶析出によるものであった。As an experimental method, the state of light emission of each device after storage in dry air was examined. First, with respect to the element (a 1 ) of the present invention, good blue light emission could be obtained by applying a voltage after storage for 2 weeks. On the other hand, the device (x) of the comparative example did not emit light even when a voltage was applied after storage for 3 days. This was due to crystal precipitation of the material used for the device.
【００２８】従って、高分子量金属錯体を発光材料とし
て用いた電界発光素子は、製膜性が良く素子の破壊が起
こりにくいことがわかる。尚、（ａ2 ）素子については
実験を行っていないが同様に保存特性が向上するものと
考えられる。 （その他の事項）上記実施例においては、高分子量金属
錯体の中でも図２（ａ）に示されるようなペンダント型
高分子錯体を発光材料として用いたが、これ以外にも図
２（ｂ）〜（ｇ）（参考文献「高分子量金属錯体（化学
増刊）」三枝 武夫、他共著、化学同人社）に示される
高分子量金属錯体についても発光材料として用いること
によって同様の効果が得られるものと考えられる。Therefore, it can be seen that the electroluminescent device using the high molecular weight metal complex as the luminescent material has a good film-forming property and the device is hardly destroyed. Although no experiment was conducted on the (a 2 ) element, it is considered that the storage characteristics are similarly improved. (Other Matters) In the above embodiment, among the high molecular weight metal complexes, a pendant polymer complex as shown in FIG. 2A was used as a light emitting material. (G) It is considered that a similar effect can be obtained by using a high molecular weight metal complex as a light emitting material also in a high molecular weight metal complex described in (reference document "High molecular weight metal complex (chemical extra edition)" Takeo Saegusa, et al., Kagaku Dojinsha). Can be
【００２９】[0029]
【発明の効果】以上説明したように、本発明によれば、
有機発光層の材料として高分子量金属錯体を用いること
により、発光材料の結晶析出による素子の破壊が起こり
にくく、その発光が、従来の高分子系化合物材料を発光
材料に用いた電界発光素子よりも高輝度、高効率であ
り、しかも、橙色〜赤色以外の発光色も呈する電界発光
素子を提供することができた。As described above, according to the present invention,
By using a high molecular weight metal complex as the material of the organic light emitting layer, the device is less likely to break down due to crystal deposition of the light emitting material, and the light emission is higher than that of the electroluminescent device using the conventional polymer compound material as the light emitting material. An electroluminescent device having high luminance and high efficiency and exhibiting a light emission color other than orange to red could be provided.
【図１】本発明の一実施例に係る電界発光素子の断面図
である。FIG. 1 is a cross-sectional view of an electroluminescent device according to one embodiment of the present invention.
【図２】高分子量金属錯体を示す図である。FIG. 2 is a diagram showing a high molecular weight metal complex.
２ ホール注入電極 ３ 有機発光層 ４ 電子注入電極 2 hole injection electrode 3 organic light emitting layer 4 electron injection electrode
───────────────────────────────────────────────────── フロントページの続き (72)発明者 藤井 孝則 守口市京阪本通２丁目18番地 三洋電機 株式会社内 (72)発明者 西尾 佳高 守口市京阪本通２丁目18番地 三洋電機 株式会社内 (72)発明者 柴田 賢一 守口市京阪本通２丁目18番地 三洋電機 株式会社内 (56)参考文献 特開 平６−212150（ＪＰ，Ａ) 特開 平３−54873（ＪＰ，Ａ) 特開 平３−289090（ＪＰ，Ａ) (58)調査した分野(Int.Cl.7，ＤＢ名) H05B 33/00 - 33/28 ──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Takanori Fujii 2--18 Keihanhondori, Moriguchi City Sanyo Electric Co., Ltd. (72) Inventor Yoshitaka Nishio 2-18 Keihanhondori, Moriguchi City Sanyo Electric Co., Ltd. (72) Inventor Kenichi Shibata 2-18 Keihanhondori, Moriguchi City Sanyo Electric Co., Ltd. (56) References JP-A-6-212150 (JP, A) JP-A-3-54873 (JP, A) Hei 3-289090 (JP, A) (58) Fields investigated (Int. Cl. 7 , DB name) H05B 33/00-33/28
Claims (4)
に、少なくとも有機発光材料を含む有機薄膜層を有する
電界発光素子において、上記有機発光材料として高分子
量金属錯体を用い、該高分子量金属錯体中の金属錯体を
持つ側鎖と持たない側鎖とが混在することを特徴とする
電界発光素子。1. An electroluminescent device having an organic thin film layer containing at least an organic light emitting material between a hole injection electrode and an electron injection electrode , wherein a high molecular weight metal complex is used as the organic light emitting material. Metal complex in
Electroluminescent element characterized that you mixed and side chains having no side chain with.
に、少なくとも有機発光材料を含む有機薄膜層を有するHas an organic thin film layer containing at least an organic light emitting material
電界発光素子において、上記有機発光材料として高分子In the electroluminescent device, a polymer is used as the organic light emitting material.
量金属錯体を用い、該高分子量金属錯体が亜鉛を含むこHigh molecular weight metal complex containing zinc.
とを特徴とする電界発光素子。And an electroluminescent device.
に、少なくとも有機発光材料を含む有機薄膜層を有するHas an organic thin film layer containing at least an organic light emitting material
電界発光素子において、上記有機発光材料として高分子In the electroluminescent device, a polymer is used as the organic light emitting material.
量金属錯体を用い、該高分子量金属錯体が高分子キレーHigh molecular weight metal complex, and the high molecular weight metal complex
ト、あるいは配位高分子、あるいははめ込み型高分子金Or coordination polymer or embedded gold
属錯体であることを特徴とする電界発光素子。An electroluminescent element, which is a genus complex.
に、少なくとも有機発光材料を含む有機薄膜層を有するHas an organic thin film layer containing at least an organic light emitting material
電界発光素子において、上記有機発光材料として高分子In the electroluminescent device, a polymer is used as the organic light emitting material.
量金属錯体を用い、該高分子量金属錯体の発光色が青色High molecular weight metal complex, the emission color of the high molecular weight metal complex is blue
であることを特徴とする電界発光素子。An electroluminescent device, characterized in that:
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP06700393A JP3268878B2 (en) | 1993-03-25 | 1993-03-25 | EL device |
| US08/203,942 US5529853A (en) | 1993-03-17 | 1994-03-01 | Organic electroluminescent element |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP06700393A JP3268878B2 (en) | 1993-03-25 | 1993-03-25 | EL device |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH06283268A JPH06283268A (en) | 1994-10-07 |
| JP3268878B2 true JP3268878B2 (en) | 2002-03-25 |
Family
ID=13332327
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP06700393A Expired - Lifetime JP3268878B2 (en) | 1993-03-17 | 1993-03-25 | EL device |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3268878B2 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7250226B2 (en) | 2001-08-31 | 2007-07-31 | Nippon Hoso Kyokai | Phosphorescent compound, a phosphorescent composition and an organic light-emitting device |
| JP5562657B2 (en) * | 2009-01-23 | 2014-07-30 | 住友化学株式会社 | Organic electroluminescence device |
-
1993
- 1993-03-25 JP JP06700393A patent/JP3268878B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPH06283268A (en) | 1994-10-07 |
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