Organic electroluminescent device

• US 6,338,910 B1
• Filed: 09/01/1999
• Issued: 01/15/2002
• Est. Priority Date: 09/11/1998
• Status: Expired due to Fees

• Current Assignee: Sony Corporation (Sony Group Corp.)
• Original Assignee: Sony Corporation (Sony Group Corp.)
• Inventors: Tamura, Shinichiro, Ishibashi, Tadashi, Ichimura, Mari
• Primary Examiner(s): Kelly, Cynthia H.
• Assistant Examiner(s): XU, LING X
• Application Number:
  US09/387,492
• Time in Patent Office: 867 Days
• Field of Search: 428/917, 428/690, 428/704, 428/212, 313/504, 313/506, 257/40, 257/103
• US Class Current: 428/690
• CPC Class Codes: C07C 255/42 the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms
• CPC Class Codes: C07C 255/58 containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• 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 85/114 Poly-phenylenevinylene; Derivatives thereof
• CPC Class Codes: H10K 85/324 comprising aluminium, e.g. Alq3
• 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: Y10S 428/917 Electroluminescent
• CPC Class Codes: Y10T 428/24942 including components having same physical characteristic in differing degree

Abstract

An organic electroluminescent device comprises an organic layer which has a luminescent region and which contains a distyryl compound represented by the following general formula (1).

wherein R¹, R², R³ and R⁴ are, respectively, groups which may be the same or different and independently represent an aryl group of the following general formula (2),

wherein R¹⁹, R²⁰, R²¹, R²² and R²³ are, respectively, groups which may be the same or different and represent a hydrogen atom provided that at least one of them a saturated or unsaturated alkoxyl group, an alkyl group, an amino group or an alkylamino group, and R⁵, R⁶, R⁷, R⁸, R⁹, R¹⁰, R¹¹, R¹², R¹³, R¹⁴, R¹⁵, R¹⁶, R¹⁷ and R¹⁸ are groups which may be the same or different provided that at least one of them represents a cyano group, a nitro group or a halogen atom.

Claims

1. An organic electroluminescent device of the type which comprises an organic layer which has a luminescent region and is provided between an anode and a cathode and which contains, as an essential component, an organic material capable of generating luminescence by application, of an electric current, wherein said organic layer contains, as an organic luminescent material, a distyryl compound represented by the following general formula (1) or (3)

wherein R¹, R², R³ and R⁴ are, respectively, groups which may be the same or different and independently represent an aryl group of the following general formula (2),

wherein R¹⁹, R²⁰, R²¹, R²² and R²³ are, respectively, groups which may be the same or different and may represent a hydrogen atom, provided that at least one of them represents a saturated or unsaturated alkoxyl group, an alkyl group, an amino group or an alkylamino group, and R⁵, R⁶, R⁷, R⁸, R⁹, R¹⁰, R¹¹, R¹², R¹³, R¹⁴, R¹⁵, R¹⁶, R₁₇ and R¹⁸ are groups which may be the same or different, provided that at least one of them represents a cyano group, a nitro group or a halogen atom.

wherein R²⁴ R²⁵ R²⁶ R²⁷ R²⁸ R²⁹ R³⁰ R³¹ R³² R³³ R³⁴ R³⁵, R³⁶ and R³⁷ are groups which may be the same or different (and represent a hydrogen atom) provided that at least one of them represents a cyano group, a nitro group or a halogen atom I.

2. An organic electroluminescent device according to claim 1, wherein said organic layer has an organic successively built-up structure wherein a hole transport layer and an electron transport layer are built up, and said distyryl compound is used as a material for forming said hole transport layer.

3. An organic electroluminescent device according to claim 1, wherein said organic layer has an organic built-up structure wherein a hole transport layer and an electron transport layer are successively built up, and said distyryl compound is used as a material for forming said electron transport layer.

4. An organic electroluminescent device according to claim 1, wherein said organic layer has an organic built-up structure wherein a hole transport layer, a luminescent layer, and an electron transport layer are built up, and said distyryl compound is used as a material for forming said luminescent layer.

5. An organic electroluminescent device of the type which comprises an organic layer having a luminescent region and provided between an anode and a cathode, wherein said organic layer comprises, as an organic luminescent material, at least one of distyryl compounds represented by the following structural formulae (4)-1, (4)-2, (4)-3, (4)-4, (4)-5, (4)-6 and (4) -7

6. An organic electroluminescent device according to claim 5, wherein said organic layer has an organic built-up structure wherein a hole transport layer and an electron transport layer are built up, and said distyryl compound is used as a material for forming said hole transport layer.

7. An organic electroluminescent device according to claim 5, wherein said organic layer has an organic built-up structure wherein a hole transport layer and an electron transport layer are successively built up, and said distyryl compound is used as a material for forming said electron transport layer.

8. An organic electroluminescent device according to claim 5, wherein said organic layer has an organic built-up structure wherein a hole transport layer, a luminescent layer, and an electron transport layer are built up, and said distyryl compound is used as a material for forming said luminescent layer.