JP2013540107A - 金属リガンド配位化合物 - Google Patents
金属リガンド配位化合物 Download PDFInfo
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- JP2013540107A JP2013540107A JP2013529567A JP2013529567A JP2013540107A JP 2013540107 A JP2013540107 A JP 2013540107A JP 2013529567 A JP2013529567 A JP 2013529567A JP 2013529567 A JP2013529567 A JP 2013529567A JP 2013540107 A JP2013540107 A JP 2013540107A
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- QYWFCUVQKBNIRJ-UHFFFAOYSA-N tris(2,3,4,5,6-pentafluorophenyl)stibane Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1[Sb](C=1C(=C(F)C(F)=C(F)C=1F)F)C1=C(F)C(F)=C(F)C(F)=C1F QYWFCUVQKBNIRJ-UHFFFAOYSA-N 0.000 description 1
- YSPBORFVJLIOMX-UHFFFAOYSA-N tritert-butylarsane Chemical compound CC(C)(C)[As](C(C)(C)C)C(C)(C)C YSPBORFVJLIOMX-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0033—Iridium compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0086—Platinum compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/30—Coordination compounds
- H10K85/341—Transition metal complexes, e.g. Ru(II)polypyridine complexes
- H10K85/342—Transition metal complexes, e.g. Ru(II)polypyridine complexes comprising iridium
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/30—Coordination compounds
- H10K85/361—Polynuclear complexes, i.e. complexes comprising two or more metal centers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1003—Carbocyclic compounds
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Abstract
Description
(2)電極、多くは、金属もしくは無機であるが、有機もしくはポリマー伝導性材料からも製造される、
(3)電荷注入層もしくは電極の不均性の補償用の中間層(「平坦化層」)、たとえば、多くは、伝導性のドープされたポリマーからも製造される、
(4)有機半導体、
(5)可能であれば、さらなる電荷輸送層もしくは電荷注入層もしくは電荷障壁層、
(6)対電極、(2)で言及された材料、
(7)被包。
T1は、式M1(L1)nのi-価の単位であり、および
T2は、出現毎に、同一か、異なり、式M2(L2)mの一価の単位であり;
使用される記号と添え字は、以下の意味を有する;
Aは、好ましくは、共役中断単位を含む二価の単位であり;
M1およびM2は、好ましくは、互いに独立して、および出現毎に、同一か、異なり、主族金属、遷移金属、ランタノイドおよびアクチノイドより成る基から選ばれ;
L1およびL2は、好ましくは、互いに独立して、および出現毎に、同一か、異なり、単座もしくは多座有機リガンドであり、その結果、M1(L1)nおよびM2(L2)mは、金属配位化合物を表し;
iは、好ましくは、1以上の整数であり;
nとmは、好ましくは、互いに独立して、2以上の整数である。
n=2:M1は、二個の三座リガンドか、または一個の四座リガンドと一個の二座リガンドか、または一個の五座リガンドと一個の一座リガンドに配位する;
n=3:M1は、三個の二座リガンドか、または一個の三座リガンド、一個の二座リガンドと一個の一座リガンドか、または一個の四座リガンドと二個の一座リガンドに配位する;
n=4:M1は、二個の二座リガンドと二個の一座リガンドか、または一個の三座リガンドと三個の一座リガンドに配位する;
n=5:M1は、一個の二座リガンドと四個の一座リガンドに配位する;
n=6:M1は、六個の一座リガンドに配位する。
n=2:M1は、二個の二座リガンドか、または一個の三座リガンドと一個の一座リガンドに配位する;
n=3:M1は、一個の二座リガンドと二個の一座リガンドに配位する;
n=4:M1は、四個の一座リガンドに配位する;
添え字mは、好ましくは、同様に定義され、錯体T2は、錯体T1と同じリガンド配位を有することができることを意味する。
1)本発明の全化合物の大多数と全機能性化合物の大多数は、連続相に位置し;
2)本発明の全化合物の大多数は、ナノ液滴中に位置し、たとえば、ホスト化合物等の全機能性化合物の大多数は、連続相中に位置する。
キノリン誘導体の金属錯体(US 2007/0134514 A1)、金属錯体ポリシラン化合物およびチオフェン、ベンゾチオフェンおよびジベンゾチオフェン誘導体である。
以下の合成は、他に断らない限り、無水溶媒中で、保護ガス雰囲気下で行われる。出発材料と溶媒は、たとえば、メルクから市販されている。
本発明の化合物を含む有機エレクトロルミネッセンス素子の製造と特性決定
(WO2004/026886にしたがって合成された)エミッターE1と(WO2005/033244にしたがって合成された)E2、本発明の化合物E3および(WO2004/093207にしたがって合成された)マトリックス化合物M1が、明確にするために以下に示される。
Claims (17)
- 以下の式(I)の化合物:
T1は、式M1(L1)nのi-価の単位であり、および
T2は、出現毎に、同一か、異なり、式M2(L2)mの一価の単位であり;
使用される記号と添え字は、以下の意味を有する;
Aは、共役中断単位を含む二価の単位であり;
M1およびM2は、互いに独立して、および出現毎に、同一か、異なり、主族金属、遷移金属、ランタノイドおよびアクチノイドより成る基から選ばれ;
L1およびL2は、互いに独立して、および出現毎に、同一か、異なり、単座もしくは多座有機リガンドであり、その結果、M1(L1)nおよびM2(L2)mの単位は、金属配位化合物を表し;
iは、1以上の整数であり;
nとmは、互いに独立して、2以上の整数であり;
ただし、T1およびT2は、リガンドL1およびL2の原子を介して、Aに結合する。 - T1およびT2に架橋する単位L1-A-L2は、少なくとも10個の水素以外の原子であることを特徴とする請求項1記載の化合物。
- M1およびM2は、互いに独立して、および出現毎に、同一か、異なり、Ir、Ru、Os、Eu、Pt、Zn、Mo、W、RhおよびPdより成る基から選ばれることを特徴とする請求項1または2記載の化合物。
- Aは、以下より成る基から選ばれる二価の単位であることを特徴とする、請求項1〜3何れか1項記載の化合物;
直鎖もしくは分岐C1−12アルキレン、
C3−8シクロアルキレン、
直鎖もしくは分岐モノ(C1−12アルキル)シリレン、
直鎖もしくは分岐ジ(C1−12アルキル)シリレン、
直鎖もしくは分岐トリ(C1−12アルキル)シリレン、
1、2もしくは3個のモノ-あるいはポリ環式の5〜60個の芳香族環原子を有する芳香族もしくは複素環式芳香族環構造により置換されたシリレン基、
直鎖もしくは分岐Si1−5シリレン、
直鎖もしくは分岐C1−12アルキルオキシ-C1−12アルキレン、
アリールは、5〜60個の芳香族環原子を有するモノ-あるいはポリ環式の芳香族もしくは複素環式芳香族環構造である直鎖もしくは分岐アリールC1−12アルキルオキシ-C1−12アルキレン、
直鎖もしくは分岐C1−12アルキルチオ-C1−12アルキレン、
スルホン、
直鎖もしくは分岐C1−12アルキレンスルホン、
スルホンオキシドおよび
直鎖もしくは分岐C1−12アルキレンスルホンオキシドであって、
ここで、Aである前記基の1以上のH原子は、
F、Cl、Br、I
さらなるC1−12アルキルもしくはC3−8シクロアルキルによって置き代えられてよく、ここで、アルキルもしくはシクロアルキルの1以上のCH2基は、NH、OもしくはS等のヘテロ原子または5〜60個の芳香族環原子を有するモノ-あるいはポリ環式の芳香族もしくは複素環式芳香族環構造によって置き代えられてよく、および
Aである前記基の1以上のCH2基は、5〜60個の芳香族環原子を有する二価のモノ-あるいはポリ環式の芳香族もしくは複素環式芳香族環構造によって置き代えられてよく、および
ただし、二価の単位Aは、単位の任意の考え得る原子を介してリガンドL1またはL2に結合することができる。 - iが、1、2、3または4であることを特徴とする、請求項1〜4何れか1項記載の化合物。
- nが、2、3、4、5または6であることを特徴とする、請求項1〜5何れか1項記載の化合物。
- mが、2、3、4、5または6であることを特徴とする、請求項1〜5何れか1項記載の化合物。
- 各場合に、少なくとも一つのL1および/またはL2が、二座リガンドであることを特徴とする、請求項1〜7何れか1項記載の化合物。
- T1およびT2が、燐光金属-リガンド配位化合物であることを特徴とする、請求項1〜8何れか1項記載の化合物。
- 単位T1の発光バンドが、単位T2の吸収バンドの波長範囲と重複する波長範囲内であることを特徴とする、請求項1〜9何れか1項記載の化合物。
- T2が、染料であることを特徴とする、請求項1〜10何れか1項記載の化合物。
- 請求項1〜11何れか1項記載の化合物の電子素子での使用。
- 素子が、有機発光ダイオード(OLED)、有機発光電子化学電池(OLEC)および有機発光トランジスタ(O-LET)から選ばれることを特徴とする、請求項1〜11何れか1項記載の化合物を含む有機エレクトロルミネッセンス素子。
- 素子が、平面型および/または繊維形態であることを特徴とする、請求項13記載の有機エレクトロルミネッセンス素子。
- 素子は、有機集積回路(O-IC)、有機電界効果トランジスタ(O-FET)、有機薄膜トランジスタ(O-TFT)、有機太陽電池(O-SC)、染料感受性有機太陽電池(DSSC)、有機光学検査素子、有機光受容器、有機電場消光素子(O-FQD)、有機レーザーダイオード(O-laser)および有機プラズモン発光素子より成る群から選ばれることを特徴とする、請求項1〜11何れか1項記載の化合物を含む電子素子。
- 請求項1〜11何れか1項記載の少なくとも一つの化合物と少なくとも一つの溶媒を含む、調合物、特に、溶液、分散液またはエマルジョン。
- 疾病および/または化粧状態の治療、予防および/または診断のための請求項1〜11何れか1項記載の化合物または請求項13〜15何れか1項記載の素子。
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JP6177689B2 (ja) | 2017-08-09 |
US20150380649A1 (en) | 2015-12-31 |
DE102010046412A1 (de) | 2012-03-29 |
DE102010046412B4 (de) | 2022-01-13 |
US9843004B2 (en) | 2017-12-12 |
US20130181174A1 (en) | 2013-07-18 |
WO2012038028A1 (de) | 2012-03-29 |
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