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Hole-transporting material and use thereof

Assignee: Artience Co Ltd
•
Filing: 1995-08-02
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Granted: 1997-10-28
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Expires: 2015-08-02
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Abstract

Abstract Hole-transporting materials of the following formula (1) have excellent hole-transporting capability and excellent durability,H-A-[-B-A-]n-B-A-H(1)wherein A is an aromatic amine derivative residue of the following formula (2), B is a residue of the following formula (3), and n is an integer of 1 to 5,000, Formula (2): <IMAGE> Formula (3): <IMAGE> and the above hole-transporting materials therefore give an organic EL device and an electrophotographic photoreceptor which are excellent in stability in the continuous operation for a long period time.

Inventors

  • 👤 Michiko Tamano
  • 👤 Toshikazu Onikubo
  • 👤 Toshiyuki Uemura
  • 👤 Tadashi Ogawa
  • 👤 Toshio Enokida

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 19:02
CPC Classifications
H; H05; H05B; H05B33/00; H05B33/12; H05B33/14; C; C07; C07C; C07C211/00; C07C211/43; C07C211/54; C07C217/00; C07C217/78; C07C217/80; C07C217/82; C07C217/92; C07C323/00; C07C323/23; C07C323/31; C07C323/33; C07C323/35; C07C323/37; C09; C09K; C09K11/00; C09K11/06; G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/06; G03G5/0601; G03G5/0618; G03G5/062; G03G5/07; G03G5/075; H10; H10K; H10K85/00; H10K85/10; H10K85/111; H10K85/151; H10K85/60; H10K85/631; H10K85/633; C07C2603/00; C07C2603/02; C07C2603/04; C07C2603/06; C07C2603/10; C07C2603/12; C07C2603/18; C07C2603/22; C07C2603/24; C07C2603/26; H10K2102/00; H10K2102/10; H10K2102/101; H10K2102/103; H10K50/00; H10K50/10; H10K50/14; H10K85/30; H10K85/321; H10K85/324; H10K85/615; Y; Y10; Y10S; Y10S428/00; Y10S428/917; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31678

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 360 words
In an organic EL device which comprises (1) a pair of electrodes and a light-emitting layer formed of an organic compound layer placed between the pair of electrodes, or (2) a pair of electrodes and a plurality of organic compound layers including a light-emitting layer and a hole-injection layer placed between the pair of electrodes, the improvement wherein the light-emitting layer or the hole-injection layer contains a hole-transporting material of the formula (1) H--A-- --B--A--!.sub.n --B--A--H (1) wherein A is an aromatic amine derivative residue of the following formula (2), B is a residue of the following formula (3), and n is an integer of 1 to 5,000, Formula (2): ##STR55## wherein each of R 1 to R 10 is independently hydrogen, halogen, an unsubstituted alkyl group, a substituted alkyl group, an unsubstituted alkoxy group, a substituted alkoxy group, an unsubstituted thioalkoxy group, a substituted thioalkoxy group, a cyano group, an amino group, mono- or disubstituted amino group, a hydroxyl group, a mercapto group, an unsubstituted aryloxy group, a substituted aryloxy group, an unsubstituted arylthio group, a substituted arylthio group, an unsubstituted aromatic group, a substituted aromatic group, an unsubstituted heterocyclic group or a substituted heterocyclic group, and wherein adjacent substituents among R 1 to R 10 may form a substituted or unsubstituted ring or rings, X is a divalent aromatic residue or --Ar--Z--Ar-- in which Ar is an aromatic residue having 6 to 20 carbon atoms and Z is a direct bond, oxygen, sulfur, selenium, an aromatic residue which may contain any one of oxygen, sulfur and selenium, or a divalent aliphatic residue which may contain any one of oxygen, sulfur and selenium, and m is an integer of 0 or 1, Formula (3): ##STR56## wherein each of R 11 to R 14 is independently hydrogen, halogen, an unsubstituted alkyl group, a substituted alkyl group, an unsubstituted alkoxy group, a substituted alkoxy group or a disubstituted amino group, and wherein adjacent substituents among R 11 to R 14 may form a substituted or unsubstituted ring, Y is oxygen, sulfur or monosubstituted nitrogen, j is an integer of 0 or 1 and k is an integer of 4 to 7.
Claim 2
Dependent Claim 360 words
In an organic EL device which comprises (1) a pair of electrodes and a light-emitting layer formed of an organic compound layer placed between the pair of electrodes, or (2) a pair of electrodes and a plurality of organic compound layers including a light-emitting layer and a hole-injection layer placed between the pair of electrodes, the improvement wherein the light-emitting layer or the hole-injection layer contains a hole-transporting material of the formula (1) H--A-- --B--A--!.sub.n --B--A--H (1) wherein A is an aromatic amine derivative residue of the following formula (2), B is a residue of the following formula (3), and n is an integer of 1 to 5,000, Formula (2): ##STR55## wherein each of R 1 to R 10 is independently hydrogen, halogen, an unsubstituted alkyl group, a substituted alkyl group, an unsubstituted alkoxy group, a substituted alkoxy group, an unsubstituted thioalkoxy group, a substituted thioalkoxy group, a cyano group, an amino group, mono- or disubstituted amino group, a hydroxyl group, a mercapto group, an unsubstituted aryloxy group, a substituted aryloxy group, an unsubstituted arylthio group, a substituted arylthio group, an unsubstituted aromatic group, a substituted aromatic group, an unsubstituted heterocyclic group or a substituted heterocyclic group, and wherein adjacent substituents among R 1 to R 10 may form a substituted or unsubstituted ring or rings, X is a divalent aromatic residue or --Ar--Z--Ar-- in which Ar is an aromatic residue having 6 to 20 carbon atoms and Z is a direct bond, oxygen, sulfur, selenium, an aromatic residue which may contain any one of oxygen, sulfur and selenium, or a divalent aliphatic residue which may contain any one of oxygen, sulfur and selenium, and m is an integer of 0 or 1, Formula (3): ##STR56## wherein each of R 11 to R 14 is independently hydrogen, halogen, an unsubstituted alkyl group, a substituted alkyl group, an unsubstituted alkoxy group, a substituted alkoxy group or a disubstituted amino group, and wherein adjacent substituents among R 11 to R 14 may form a substituted or unsubstituted ring, Y is oxygen, sulfur or monosubstituted nitrogen, j is an integer of 0 or 1 and k is an integer of 4 to 7.
Claim 3
Dependent Claim 36 words
An organic EL device according to claim 1 wherein each of R 1 to R 10 in the formula (2) is independently hydrogen, an unsubstituted alkyl group, an unsubstituted alkoxy group or a dialkyl-substituted amino group.
Claim 4
Dependent Claim 24 words
An organic EL device according to claim 1, wherein X in the formula (2) is a phenylene, biphenylene, substituted biphenylene, terphenylene, naphthylene or anthranylene.
Claim 5
Dependent Claim 32 words
An organic EL device according to claim 1, wherein the compound of the formula (3) is 1,1-cyclopentylene, 1,1-cyclohexylene, 1,1-cycloheptylene, 1,1-cyclooctylene or any one of these in which an alkyl group is substituted.
Claim 6
Dependent Claim 19 words
An organic EL device according to claim 1 wherein the layer containing the hole-transporting material is the light-emitting layer.
Claim 7
Dependent Claim 39 words
An organic EL device according to claim 1, wherein said device has a hole-injecting layer formed on an anode and the light-emitting layer formed on the hole-injecting layer, and said hole-injecting layer contains the hole-transporting material of formula (1).
Claim 8
Dependent Claim 47 words
An organic EL device according to claim 1, wherein said device has a hole-injecting layer formed on an anode, a hole-transporting layer formed on the hole-injecting layer and the light-emitting layer formed on the hole-transporting layer, and said hole-injecting layer contains the hole-transporting material of formula (1).
Claim 9
Dependent Claim 47 words
An organic EL device according to claim 1, wherein said device has a hole-injecting layer formed on an anode, the light-emitting layer formed on the hole-injecting layer and an electron-injecting layer formed on the light-emitting layer, and said hole-injecting layer contains the hole-transporting material of formula (1).

References Cited (Backward Citations)

FR2295462A1 Cited
GB1535193A Cited
EP0052961A1 Cited
JPH0540350A Cited

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