Arylamine compound and organic electroluminescence device

• US 6,515,182 B2
• Filed: 09/05/2001
• Issued: 02/04/2003
• Est. Priority Date: 09/05/2000
• Status: Expired due to Term

• Current Assignee: Idemitsu Kosan Company Limited
• Original Assignee: Idemitsu Kosan Company Limited
• Inventors: Funahashi, Masakazu, Hosokawa, Chishio
• Primary Examiner(s): BARTS, SAMUEL A
• Application Number:
  US09/945,633
• Publication Number:
  US 20020137969A1
• Time in Patent Office: 517 Days
• Field of Search: 564/307, 564/308, 564/427, 428/690, 428/917, 313/506, 313/504
• US Class Current: 564/427
• CPC Class Codes: C07C 211/61 with at least one of the condensed ring systems formed by three or more rings
• CPC Class Codes: C07C 225/22 having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
• CPC Class Codes: C07C 2603/18 Fluorenes; Hydrogenated fluorenes
• CPC Class Codes: C07C 2603/94 containing "free" spiro atoms
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1011 Condensed systems
• CPC Class Codes: C09K 2211/1014 bridged by heteroatoms, e.g. N, P, Si or B
• CPC Class Codes: C09K 2211/1029 containing one nitrogen atom as the heteroatom
• CPC Class Codes: H05B 33/14 characterised by the chemical or physical composition or the arrangement of the electroluminescent material , or by the simultaneous addition of the electroluminescent material in or onto the light source
• CPC Class Codes: H05B 33/22 characterised by the chemical or physical composition or the arrangement of auxiliary dielectric or reflective layers
• CPC Class Codes: H10K 2102/103 comprising indium oxides, e.g. ITO
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 50/14 Carrier transporting layers
• CPC Class Codes: H10K 85/324 comprising aluminium, e.g. Alq3
• CPC Class Codes: H10K 85/615 Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
• CPC Class Codes: H10K 85/622 containing four rings, e.g. pyrene
• CPC Class Codes: H10K 85/631 Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
• CPC Class Codes: H10K 85/633 comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom
• CPC Class Codes: Y10S 428/917 Electroluminescent

Abstract

A novel arylamine compound represented by the following general formula (1):

wherein R¹ and R² each independently represent an alkyl group, an alkoxyl group, an aryl group, an arylalkyl group or an aryloxyl group, Ar¹ to Ar⁴ each independently represent an aryl group or a heterocyclic group, with provisos that at least two of Ar¹ to Ar⁴ each represent m-biphenyl group or a biphenyl group substituted with aryl groups and the others of Ar¹ to Ar⁴ each represent biphenyl group and that, when the biphenyl group substituted with aryl groups is a biphenyl group substituted with two aryl groups, the others of Ar¹ to Ar⁴ each represent an aryl group; and an organic electroluminescence device comprising a layer of organic compounds which comprises the novel arylamine compound. The organic electroluminescence device has a high luminance, excellent heat resistance and a long life and emits light at a high efficiency. The novel arylamine compound provides the advantageous properties to the organic electroluminescence device.

Claims

1. A novel arylamine compound represented by the following general formula (1):

wherein R¹ and R² each independently represent a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkoxyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, a substituted or unsubstituted arylalkyl group having 7 to 40 carbon atoms or a substituted or unsubstituted aryloxyl group having 6 to 40 carbon atom; and

Ar¹ to Ar⁴ each independently represent a substituted or unsubstituted aryl group having 6 to 40 carbon atoms or a substituted or unsubstituted heterocyclic group having 5 to 40 carbon atoms and may represent a same group or different groups, with provisos that at least two of Ar¹ to Ar⁴ each represent a substituted or unsubstituted m-biphenyl group or biphenyl group substituted with aryl groups and others of Ar¹ to Ar⁴ each represent a substituted or unsubstituted biphenyl group and that, when at least two of Ar¹ to Ar⁴ each represent biphenyl group substituted with two aryl groups, others of Ar¹ to Ar⁴ each represent a substituted or unsubstituted aryl group.

2. A novel arylamine compound according to claim 1, wherein, in general formula (1), Ar¹ and Ar³ each represent a substituted or unsubstituted m-biphenyl group and Ar² and Ar⁴ each represent a substituted or unsubstituted biphenyl group.

3. An electroluminescence device comprising a pair of electrodes and a layer of organic compounds disposed between the pair of electrodes, wherein the layer of organic compounds comprises a novel arylamine compound described in claim 1.

4. An organic electroluminescence device according to claim 3, wherein the layer of organic compounds is a light emitting layer or a hole transporting layer.

5. An organic electroluminescence device comprising a pair of electrodes and a layer of organic compounds disposed between the pair of electrodes, wherein the layer of organic compounds comprises a layer comprising a novel arylamine compound described in claim 1 and a light emitting material.