Organosulfur compound, process for producing the same, and organic electroluminescence element using the same

• US 8,597,799 B2
• Filed: 08/13/2009
• Issued: 12/03/2013
• Est. Priority Date: 08/13/2008
• Status: Expired due to Fees

• Current Assignee: UBE Industries Limited
• Original Assignee: UBE Industries Limited
• Inventors: Kido, Junji, Murakami, Tadashi
• Primary Examiner(s): Garrett, Dawn L.
• Application Number:
  US13/058,504
• Publication Number:
  US 20110140044A1
• Time in Patent Office: 1,573 Days
• Field of Search: None
• US Class Current: 428/690
• CPC Class Codes: C07C 317/14 having sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings
• CPC Class Codes: C07D 213/34 to which a second hetero atom is attached
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1014 bridged by heteroatoms, e.g. N, P, Si or B
• 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: 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 50/18 Carrier blocking layers
• CPC Class Codes: H10K 85/342 comprising iridium
• CPC Class Codes: H10K 85/371 Metal complexes comprising a group IB metal element, e.g. comprising copper, gold or silver
• CPC Class Codes: H10K 85/60 Organic compounds having low molecular weight H10K85/10 - H10K85/50 take precedence
• 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 85/654 comprising only nitrogen as heteroatom H10K85/652 takes precedence

Abstract

Disclosed is an organosulfur compound denoted by

• • a general formula (a1):

in which A denotes —S—, —S(O)— or —S(O)₂—; Z¹ and Z⁴ denote a trivalent aromatic hydrocarbon group or the like; Z² and Z³ denote a bivalent aromatic hydrocarbon group or the like; Ar¹, Ar², Ar³ and Ar⁴ denote an aromatic hydrocarbon group or the like; and n is 0 or 1, or

• • a general formula (b1):

in which A denotes the same meaning as aforesaid; Z⁵ denotes a trivalent aromatic hydrocarbon group or the like; Ar denotes a m-valent aromatic hydrocarbon group or the like; Ar¹ and Ar² denote the aforesaid meaning; and m is 2 or 3. This compound is useful as an electron transport material, a hole blocking material or a host material of an organic electroluminescence element.

Claims

1. An organosulfur compound denoted by a general formula (a1):

2. An organosulfur compound according to claim 1, denoted by a general formula (a5), (a6), (b5) or (b6):

6. An organic electroluminescence element comprising the organosulfur compound according to claim 1.

7. An organic electroluminescence element according to claim 6, wherein at least one layer selected from an electron transporting layer, a hole blocking layer and an emissive layer comprises the organosulfur compound according to claim 1.

8. An organic electroluminescence element according to claim 7, wherein the emissive layer comprises 4-acetylphenylethynyl[1,3-bis(2,6-diisopropylphenyl)imidazole-2-ylidene]gold.

3. A process for producing a compound denoted by a general formula (a1):

4. A process for producing a compound denoted by a general formula (a1):

5. A process for producing a compound denoted by a general formula (b1):