JP2007284431A5 - Aromatic amine compound - Google Patents

Aromatic amine compound Download PDF

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JP2007284431A5
JP2007284431A5 JP2007072528A JP2007072528A JP2007284431A5 JP 2007284431 A5 JP2007284431 A5 JP 2007284431A5 JP 2007072528 A JP2007072528 A JP 2007072528A JP 2007072528 A JP2007072528 A JP 2007072528A JP 2007284431 A5 JP2007284431 A5 JP 2007284431A5
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carbon atoms
hydrogen atom
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一般式（１）で表される芳香族アミン化合物。
Figure 2007284431
 （式中、Ｒ１およびＲ２は、それぞれ、水素原子、または炭素数１〜４のアルキル基、または炭素数６〜２５のアリール基のいずれかを表し、Ａ１は、構造式（１４−１）または構造式（１４−２）で表される置換基を表し、Ａｒ１は、炭素数６〜２５のアリール基を表す。また、αは、一般式（１−２）〜一般式（１−４）で表されるいずれかの置換基を表し、一般式（１−２）〜一般式（１−４）において、Ｒ２１〜Ｒ２９およびＲ３１〜Ｒ３９およびＲ４１〜Ｒ４９は、それぞれ、水素原子、または炭素数１〜４のアルキル基を表す。） The aromatic amine compound represented by General formula (1).
Figure 2007284431
 (Wherein, R 1 and R 2 each represent a hydrogen atom, or an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 25 carbon atoms, and A 1 represents a structural formula (14- 1) or a substituent represented by Structural Formula (14-2), and Ar 1 represents an aryl group having a carbon number of 6 to 25. Further, α represents a group represented by a general formula (1-2) to a general formula 1-4) represents any substituent represented by 1-4), and in the general formulas (1-2) to (1-4), R 21 to R 29 and R 31 to R 39 and R 41 to R 49 And each represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.) 一般式（２）で表される芳香族アミン化合物。
Figure 2007284431
 （式中、Ｒ１およびＲ２は、それぞれ、水素原子、または炭素数１〜４のアルキル基、または炭素数６〜２５のアリール基のいずれかを表し、Ａ１は、構造式（１４−２）で表される置換基を表し、Ａｒ１は、炭素数６〜２５のアリール基を表す。また、αは、一般式（２−１）または一般式（２−２）で表される置換基を表し、一般式（２−１）〜一般式（２−２）において、Ｒ５１およびＲ５２は、それぞれ、水素原子、または炭素数１〜４のアルキル基、または炭素数６〜１２のアリール基のいずれかを表し、Ｒ５３〜Ｒ５８は、それぞれ、水素原子、または炭素数１〜４のアルキル基を表し、Ｒ ５３ 〜Ｒ ５８ およびＲ ６１ 〜Ｒ ６８ は、それぞれ、水素原子、または炭素数１〜４のアルキル基を表す。） The aromatic amine compound represented by General formula (2).
Figure 2007284431
 (Wherein, R 1 and R 2 each represent a hydrogen atom, or an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 25 carbon atoms, and A 1 represents a structural formula (14- 2) represents a substituent represented by 2), and Ar 1 represents an aryl group having 6 to 25 carbon atoms, and α is represented by General Formula (2-1) or General Formula (2-2) R 51 and R 52 each independently represent a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or a carbon number of 6 to 12 in general formulas (2-1) to (2-2) R 53 to R 58 each represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and R 53 to R 58 and R 61 to R 68 each represent a hydrogen atom Or an alkyl group having 1 to 4 carbon atoms. 一般式（４）で表される芳香族アミン化合物。
Figure 2007284431
 （式中、Ｒ１およびＲ２は、それぞれ、水素原子、または炭素数１〜４のアルキル基、または炭素数６〜２５のアリール基のいずれかを表し、Ａｒ１は、炭素数６〜２５のアリール基を表す。また、αは、一般式（４−１）で表される置換基を表し、一般式（４−１）において、Ｒ５１およびＲ５２は、それぞれ、水素原子、または炭素数１〜４のアルキル基、または炭素数６〜１２のアリール基のいずれかを表し、Ｒ５３〜Ｒ５８は、それぞれ、水素原子、または炭素数１〜４のアルキル基を表す。） The aromatic amine compound represented by General formula (4).
Figure 2007284431
 (Wherein, R 1 and R 2 each represent a hydrogen atom, or an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 25 carbon atoms, and Ar 1 represents 6 to 25 carbon atoms In addition, α represents a substituent represented by the general formula (4-1), and in the general formula (4-1), R 51 and R 52 each represent a hydrogen atom or carbon R 53 to R 58 each represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. 一般式（５）で表される芳香族アミン化合物。
Figure 2007284431
 （式中、Ｒ１およびＲ２は、それぞれ、水素原子、または炭素数１〜４のアルキル基、または炭素数６〜２５のアリール基のいずれかを表し、Ｒ３〜Ｒ７は、水素原子、または炭素数１〜４のアルキル基、またはフェニル基のいずれかを表す。また、αは、一般式（５−２）〜一般式（５−４）で表されるいずれかの置換基を表し、一般式（５−２）〜一般式（５−４）において、Ｒ２１〜Ｒ２９およびＲ３１〜Ｒ３９およびＲ４１〜Ｒ４９は、それぞれ、水素原子、または炭素数１〜４のアルキル基を表す。） The aromatic amine compound represented by General formula (5).
Figure 2007284431
 (Wherein, R 1 and R 2 each represent a hydrogen atom, or an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 25 carbon atoms, and R 3 to R 7 each represent a hydrogen atom Or an alkyl group having 1 to 4 carbon atoms, or a phenyl group, and α represents any of the substituents represented by formulas (5-2) to (5-4). R 21 to R 29 and R 31 to R 39 and R 41 to R 49 in the general formula (5-2) to the general formula (5-4) respectively represent a hydrogen atom or a carbon number of 1 to 4 Represents an alkyl group) 一般式（６）で表される芳香族アミン化合物。
Figure 2007284431
 （式中、Ｒ１およびＲ２は、それぞれ、水素原子、または炭素数１〜４のアルキル基、または炭素数６〜２５のアリール基のいずれかを表し、Ｒ３〜Ｒ７は、水素原子、または炭素数１〜４のアルキル基、またはフェニル基のいずれかを表す。また、αは、一般式（６−１）で表される置換基を表し、一般式（６−１）において、Ｒ５１およびＲ５２は、それぞれ、水素原子、または炭素数１〜４のアルキル基、または炭素数６〜１２のアリール基のいずれかを表し、Ｒ５３〜Ｒ５８は、それぞれ、水素原子、または炭素数１〜４のアルキル基を表す。） The aromatic amine compound represented by General formula (6).
Figure 2007284431
 (Wherein, R 1 and R 2 each represent a hydrogen atom, or an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 25 carbon atoms, and R 3 to R 7 each represent a hydrogen atom Or an alkyl group having 1 to 4 carbon atoms or a phenyl group, and α represents a substituent represented by General Formula (6-1), and in General Formula (6-1), R 51 and R 52 each represent a hydrogen atom, or an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 12 carbon atoms, and R 53 to R 58 each represent a hydrogen atom or Represents an alkyl group having 1 to 4 carbon atoms.) 一般式（７）で表される芳香族アミン化合物。
Figure 2007284431
 （式中、Ｒ１およびＲ２は、それぞれ、水素原子、または炭素数１〜４のアルキル基、または炭素数６〜２５のアリール基のいずれかを表す。また、αは、一般式（７−２）〜一般式（７−４）で表されるいずれかの置換基を表し、一般式（７−２）〜一般式（７−４）において、Ｒ２１〜Ｒ２９およびＲ３１〜Ｒ３９およびＲ４１〜Ｒ４９は、それぞれ、水素原子、または炭素数１〜４のアルキル基を表す。） The aromatic amine compound represented by General formula (7).
Figure 2007284431
 (Wherein, R 1 and R 2 each represent a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 25 carbon atoms, and α represents a general formula (7) -2) represents any of the substituents represented by general formula (7-4), and in general formulas (7-2) to (7-4), R 21 to R 29 and R 31 to R 39 and R 41 to R 49 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.) 一般式（８）で表される芳香族アミン化合物。
Figure 2007284431
 （式中、Ｒ１およびＲ２は、それぞれ、水素原子、または炭素数１〜４のアルキル基、または炭素数６〜２５のアリール基のいずれかを表す。また、αは、一般式（８−１）で表される置換基を表し、一般式（８−１）において、Ｒ５１およびＲ５２は、それぞれ、水素原子、または炭素数１〜４のアルキル基、または炭素数６〜１２のアリール基のいずれかを表し、Ｒ５３〜Ｒ５８は、それぞれ、水素原子、または炭素数１〜４のアルキル基を表す。） The aromatic amine compound represented by General formula (8).
Figure 2007284431
 (Wherein, R 1 and R 2 each represent a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 25 carbon atoms, and α represents a general formula (8) And R 51 and R 52 each independently represent a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or a carbon number of 6 to 12 in general formula (8-1) R 53 to R 58 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. 一般式（１０）で表される芳香族アミン化合物。
Figure 2007284431
 （式中、Ｒ１およびＲ２は、それぞれ、水素原子、または炭素数１〜４のアルキル基、または炭素数６〜２５のアリール基のいずれかを表し、Ｒ３０は、水素原子、または炭素数１〜４のアルキル基のいずれかを表す。） The aromatic amine compound represented by General formula (10).
Figure 2007284431
 (Wherein, R 1 and R 2 each represent a hydrogen atom, or an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 25 carbon atoms, and R 30 represents a hydrogen atom or carbon Represents any one of the alkyl groups of 1 to 4) 一般式（１１）で表される芳香族アミン化合物。
Figure 2007284431
 （式中、Ｒ１およびＲ２は、それぞれ、水素原子、または炭素数１〜４のアルキル基、または炭素数６〜２５のアリール基のいずれかを表し、Ｒ５１およびＲ５２は、それぞれ、水素原子、または炭素数１〜４のアルキル基、または炭素数６〜１２のアリール基のいずれかを表す。） The aromatic amine compound represented by General formula (11).
Figure 2007284431
 (Wherein, R 1 and R 2 each represent a hydrogen atom, or an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 25 carbon atoms, and R 51 and R 52 each represent Represents a hydrogen atom, or an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 12 carbon atoms.) 構造式（５２）で表される芳香族アミン化合物。An aromatic amine compound represented by Structural Formula (52).
Figure 2007284431
Figure 2007284431
 構造式（７１）で表される芳香族アミン化合物。An aromatic amine compound represented by Structural Formula (71).
Figure 2007284431
Figure 2007284431
 構造式（６９）で表される芳香族アミン化合物。An aromatic amine compound represented by Structural Formula (69).
Figure 2007284431
Figure 2007284431
 構造式（７０）で表される芳香族アミン化合物。An aromatic amine compound represented by Structural Formula (70).
Figure 2007284431
Figure 2007284431
 構造式（１０７）で表される芳香族アミン化合物。An aromatic amine compound represented by a structural formula (107).
Figure 2007284431
Figure 2007284431
 構造式（１１５）で表される芳香族アミン化合物。An aromatic amine compound represented by Structural Formula (115).
Figure 2007284431
Figure 2007284431
 構造式（１２０）で表される芳香族アミン化合物。An aromatic amine compound represented by Structural Formula (120).
Figure 2007284431
Figure 2007284431
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CN102224150B (en) 2008-11-25 2015-08-12 出光兴产株式会社 Aromatic amine derivative and organic electroluminescent element
TWI525089B (en) * 2009-03-20 2016-03-11 半導體能源研究所股份有限公司 Carbazole derivative with heteroaromatic ring, and light-emitting element, light-emitting device, and electronic device using carbazole derivative with heteroaromatic ring
US8329917B2 (en) 2009-03-31 2012-12-11 Semiconductor Energy Laboratory Co., Ltd. Heterocyclic compound and light-emitting element, light-emitting device, lighting device, and electronic device using the same
WO2011021520A1 (en) * 2009-08-19 2011-02-24 出光興産株式会社 Aromatic amine derivatives and organic electroluminescent elements using same
JP5672858B2 (en) 2009-08-27 2015-02-18 三菱化学株式会社 Charge transport material, composition for charge transport film, organic electroluminescence device, organic EL display and organic EL lighting
US20120319091A1 (en) 2010-01-21 2012-12-20 Idemitsu Kosan Co., Ltd. Aromatic amine derivative, and organic electroluminescent element comprising same
WO2011102112A1 (en) * 2010-02-16 2011-08-25 出光興産株式会社 Aromatic amine derivative, organic device material and hole-injection/transport material and organic electroluminescent element material each comprising the derivative, and organic electroluminescent element
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KR101921896B1 (en) * 2011-12-12 2018-11-26 메르크 파텐트 게엠베하 Compounds for electronic devices
JP5808865B2 (en) * 2012-02-27 2015-11-10 エルジー・ケム・リミテッド Organic light emitting device
KR102268695B1 (en) * 2012-03-15 2021-06-23 메르크 파텐트 게엠베하 Electronic devices
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