JP2007137872A5 - - Google Patents

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JP2007137872A5
JP2007137872A5 JP2006282319A JP2006282319A JP2007137872A5 JP 2007137872 A5 JP2007137872 A5 JP 2007137872A5 JP 2006282319 A JP2006282319 A JP 2006282319A JP 2006282319 A JP2006282319 A JP 2006282319A JP 2007137872 A5 JP2007137872 A5 JP 2007137872A5
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一般式(G1)で表される構造を含む有機金属錯体。
Figure 2007137872
(式中、Xは、−N(R10)−を表す。R〜Rは、それぞれ、水素、炭素数1〜6のアルキル基又はシクロアルキル基、炭素数1〜6のアルコキシ基、炭素数1〜6のアルコキシカルボニル基、炭素数1〜6のアシル基、炭素数1〜6のアシロキシ基、ハロゲン基、ハロアルキル基、炭素数6〜12のアリール基、のいずれかを表す。また、R10は、炭素数1〜6のアルキル基又はシクロアルキル基、炭素数1〜6のアシル基、炭素数6〜12のアリール基、または炭素数4〜10のヘテロアリール基、のいずれかを表す。また、Mは第9族元素または第10族元素を表す。)
An organometallic complex including a structure represented by General Formula (G1).
Figure 2007137872
(In the formula, X, - N (R 10) - .R 1 ~R 9 representing a are each hydrogen, an alkyl group or a cycloalkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, It represents any of an alkoxycarbonyl group having 1 to 6 carbon atoms, an acyl group having 1 to 6 carbon atoms, an acyloxy group having 1 to 6 carbon atoms, a halogen group, a haloalkyl group, and an aryl group having 6 to 12 carbon atoms. , R 10 is any one of an alkyl group having 1 to 6 carbon atoms or a cycloalkyl group, an acyl group having 1 to 6 carbon atoms, an aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 4 to 10 carbon atoms. M represents a Group 9 element or a Group 10 element.)
一般式(G2)で表される有機金属錯体。
Figure 2007137872
(式中、Xは、−N(R20)−を表す。R11〜R19は、それぞれ、水素、炭素数1〜6のアルキル基又はシクロアルキル基、炭素数1〜6のアルコキシ基、炭素数1〜6のアルコキシカルボニル基、炭素数1〜6のアシル基、炭素数1〜6のアシロキシ基、ハロゲン基、ハロアルキル基、炭素数6〜12のアリール基、のいずれかを表す。また、R20は、炭素数1〜6のアルキル基又はシクロアルキル基、炭素数1〜6のアシル基、炭素数6〜12のアリール基、または炭素数4〜10のヘテロアリール基、のいずれかを表す。また、Mは第9族元素または第10族元素を表す。Mが第9族元素のときはn=2であり、Mが第10族元素のときはn=1である。また、Lは、モノアニオン性の二座配位子を表す。)
An organometallic complex represented by the general formula (G2).
Figure 2007137872
(In the formula, X, - N (R 20) - .R 11 ~R 19 representing a are each hydrogen, an alkyl group or a cycloalkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, It represents any of an alkoxycarbonyl group having 1 to 6 carbon atoms, an acyl group having 1 to 6 carbon atoms, an acyloxy group having 1 to 6 carbon atoms, a halogen group, a haloalkyl group, and an aryl group having 6 to 12 carbon atoms. , R 20 is any one of an alkyl group or cycloalkyl group having 1 to 6 carbon atoms, an acyl group having 1 to 6 carbon atoms, an aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 4 to 10 carbon atoms. M represents a Group 9 element or a Group 10 element, n = 2 when M is a Group 9 element, and n = 1 when M is a Group 10 element. , L represents a monoanionic bidentate ligand.)
一般式(G3)で表される構造を含む有機金属錯体。
Figure 2007137872
(式中、Xは、−N(R30)−を表す。R21〜R29は、それぞれ、水素、炭素数1〜6のアルキル基又はシクロアルキル基、炭素数1〜6のアルコキシ基、炭素数1〜6のアルコキシカルボニル基、炭素数1〜6のアシル基、炭素数1〜6のアシロキシ基、ハロゲン基、ハロアルキル基、炭素数6〜12のアリール基、のいずれかを表す。また、R30は、炭素数1〜6のアルキル基又はシクロアルキル基、炭素数1〜6のアシル基、炭素数6〜12のアリール基、または炭素数4〜10のヘテロアリール基、のいずれかを表す。)
An organometallic complex including a structure represented by the general formula (G3).
Figure 2007137872
(In the formula, X, - N (R 30) - .R 21 ~R 29 representing a are each hydrogen, an alkyl group or a cycloalkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, It represents any of an alkoxycarbonyl group having 1 to 6 carbon atoms, an acyl group having 1 to 6 carbon atoms, an acyloxy group having 1 to 6 carbon atoms, a halogen group, a haloalkyl group, and an aryl group having 6 to 12 carbon atoms. , R 30 is any one of an alkyl group or cycloalkyl group having 1 to 6 carbon atoms, an acyl group having 1 to 6 carbon atoms, an aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 4 to 10 carbon atoms. Represents.)
一般式(G4)で表される有機金属錯体。
Figure 2007137872
(式中、Xは、−N(R40)−を表す。R31〜R39は、それぞれ、水素、炭素数1〜6のアルキル基又はシクロアルキル基、炭素数1〜6のアルコキシ基、炭素数1〜6のアルコキシカルボニル基、炭素数1〜6のアシル基、炭素数1〜6のアシロキシ基、ハロゲン基、ハロアルキル基、炭素数6〜12のアリール基、のいずれかを表す。また、R40は、炭素数1〜6のアルキル基又はシクロアルキル基、炭素数1〜6のアシル基、炭素数6〜12のアリール基、または炭素数4〜10のヘテロアリール基、のいずれかを表す。また、Lは、モノアニオン性の二座配位子を表す。)
An organometallic complex represented by the general formula (G4).
Figure 2007137872
(In the formula, X, - N (R 40) - .R 31 ~R 39 representing a are each hydrogen, an alkyl group or a cycloalkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, It represents any of an alkoxycarbonyl group having 1 to 6 carbon atoms, an acyl group having 1 to 6 carbon atoms, an acyloxy group having 1 to 6 carbon atoms, a halogen group, a haloalkyl group, and an aryl group having 6 to 12 carbon atoms. , R 40 is any one of an alkyl group or cycloalkyl group having 1 to 6 carbon atoms, an acyl group having 1 to 6 carbon atoms, an aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 4 to 10 carbon atoms. L represents a monoanionic bidentate ligand.)
一般式(G5)で表される構造を含む有機金属錯体。
Figure 2007137872
(式中、R41、R42は、それぞれ、水素、炭素数1〜6のアルキル基又はシクロアルキル基、炭素数1〜6のアルコキシ基、炭素数1〜6のアルコキシカルボニル基、炭素数1〜6のアシル基、炭素数1〜6のアシロキシ基、ハロゲン基、ハロアルキル基、炭素数6〜12のアリール基、のいずれかを表す。また、Mは第9族元素または第10族元素を表す。)
An organometallic complex including a structure represented by the general formula (G5).
Figure 2007137872
(In the formula, R 41 and R 42 are each hydrogen, an alkyl group having 1 to 6 carbon atoms or a cycloalkyl group, an alkoxy group having 1 to 6 carbon atoms, an alkoxycarbonyl group having 1 to 6 carbon atoms, and 1 carbon atom. Represents an acyl group having 1 to 6 carbon atoms, an acyloxy group having 1 to 6 carbon atoms, a halogen group, a haloalkyl group, or an aryl group having 6 to 12 carbon atoms, and M represents a Group 9 element or a Group 10 element. To express.)
一般式(G6)で表される有機金属錯体。
Figure 2007137872
(式中、R43、R44は、それぞれ、水素、炭素数1〜6のアルキル基又はシクロアルキル基、炭素数1〜6のアルコキシ基、炭素数1〜6のアルコキシカルボニル基、炭素数1〜6のアシル基、炭素数1〜6のアシロキシ基、ハロゲン基、ハロアルキル基、炭素数6〜12のアリール基、のいずれかを表す。また、Mは第9族元素または第10族元素を表す。Mが第9族元素のときはn=2であり、Mが第10族元素のときはn=1である。また、Lは、モノアニオン性の二座配位子を表す。)
An organometallic complex represented by the general formula (G6).
Figure 2007137872
(In the formula, R 43 and R 44 are each hydrogen, an alkyl group having 1 to 6 carbon atoms or a cycloalkyl group, an alkoxy group having 1 to 6 carbon atoms, an alkoxycarbonyl group having 1 to 6 carbon atoms, and 1 carbon atom. Represents an acyl group having 1 to 6 carbon atoms, an acyloxy group having 1 to 6 carbon atoms, a halogen group, a haloalkyl group, or an aryl group having 6 to 12 carbon atoms, and M represents a Group 9 element or a Group 10 element. (When M is a Group 9 element, n = 2, and when M is a Group 10 element, n = 1. L represents a monoanionic bidentate ligand.)
一般式(G7)で表される構造を含む有機金属錯体。
Figure 2007137872
(式中、R45、R46は、それぞれ、水素、炭素数1〜6のアルキル基又はシクロアルキル基、炭素数1〜6のアルコキシ基、炭素数1〜6のアルコキシカルボニル基、炭素数1〜6のアシル基、炭素数1〜6のアシロキシ基、ハロゲン基、ハロアルキル基、炭素数6〜12のアリール基、のいずれかを表す。)
An organometallic complex including a structure represented by the general formula (G7).
Figure 2007137872
(Wherein R 45 and R 46 are each hydrogen, an alkyl group having 1 to 6 carbon atoms or a cycloalkyl group, an alkoxy group having 1 to 6 carbon atoms, an alkoxycarbonyl group having 1 to 6 carbon atoms, and 1 carbon atom) Represents an acyl group having ˜6, an acyloxy group having 1 to 6 carbon atoms, a halogen group, a haloalkyl group, or an aryl group having 6 to 12 carbon atoms.)
一般式(G8)で表される有機金属錯体。
Figure 2007137872
(式中、R47、R48は、それぞれ、水素、炭素数1〜6のアルキル基又はシクロアルキル基、炭素数1〜6のアルコキシ基、炭素数1〜6のアルコキシカルボニル基、炭素数1〜6のアシル基、炭素数1〜6のアシロキシ基、ハロゲン基、ハロアルキル基、炭素数6〜12のアリール基、のいずれかを表す。また、Lは、モノアニオン性の二座配位子を表す。)
An organometallic complex represented by the general formula (G8).
Figure 2007137872
(In the formula, R 47 and R 48 are each hydrogen, an alkyl group having 1 to 6 carbon atoms or a cycloalkyl group, an alkoxy group having 1 to 6 carbon atoms, an alkoxycarbonyl group having 1 to 6 carbon atoms, and 1 carbon atom. Represents an acyl group having 1 to 6 carbon atoms, an acyloxy group having 1 to 6 carbon atoms, a halogen group, a haloalkyl group, or an aryl group having 6 to 12 carbon atoms, and L represents a monoanionic bidentate ligand Represents.)
前記Lは構造式(1)乃至構造式(5)のいずれか一で表される配位子であることを特徴とする請求項2、請求項4、請求項6、請求項8のいずれか一項に記載の有機金属錯体。
Figure 2007137872
Wherein L is claim 2, characterized in that a ligand represented by any one of structural formulas (1) to the structural formula (5),請 Motomeko 4, claim 6, either claim 8 The organometallic complex according to claim 1.
Figure 2007137872
電極間に、請求項1乃至請求項のいずれか一項に記載の有機金属錯体を含む層を有することを特徴とする発光素子。 Between electrodes, the light emitting device characterized by having a layer containing an organic metal complex according to any one of claims 1 to 9. 請求項1乃至請求項のいずれか一項に記載の有機金属錯体を発光物質として用いることを特徴とする発光素子。 Emitting element characterized by using the organometallic complex according as the light emitting material in any one of claims 1 to 9. 請求項10または請求項11に記載の発光素子を画素または光源として用いることを特徴とする発光装置。 Light-emitting device is characterized by using as a pixel or a light source a light emitting device according to claim 10 or claim 11. 請求項12に記載の発光装置を表示部に含むことを特徴とする電子機器。
An electronic apparatus comprising the light emitting device according to claim 12 in a display portion.
JP2006282319A 2005-10-18 2006-10-17 Organometallic complex and light emitting element and light emitting device using the same Expired - Fee Related JP5072312B2 (en)

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Publication number Priority date Publication date Assignee Title
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