Amine compound and electro-luminescence device comprising same

{
  "publication_number": "US5707747A",
  "country": "US",
  "kind": "A",
  "title": "Amine compound and electro-luminescence device comprising same",
  "abstract": "The present invention provides novel amine compounds useful as electron-transporting materials to be incorporated in organic electro-luminescence devices. More particularly, the present invention provides an organic electro-luminescence device (organic EL device) which can find wide application in various display units, requires a low applied voltage and exhibits a high luminance and an excellent stability.",
  "claims": [
    "1. An electro-luminescence device, comprising a pair of electrodes in a region provided therebetween, said region performing hole-transporting, light emitting and electron-transporting, said region comprising at least one of the compounds having the formula (I) to (V): ##STR60## wherein R 11 and R 12 may be the same or different and each represent a hydrogen atom, a lower alkyl group, a lower alkoxy group, a phenyl group, or a phenyl group having a lower alkyl group or a lower alkoxy group as a substituent(s), with the proviso that at least one of R 11 and R 12 is a normal butyl group, an isobutyl group, a secondary butyl group, a tertiary butyl group, a phenyl group, or a phenyl group having a lower alkyl group or a lower alkoxy group; and and R 13 represents a hydrogen represents a hydrogen atom, a lower alkyl group, a lower alkoxy group or a chlorine atoms: ##STR61## wherein R 21, R 22 and R 23 may be the same or different and each represent a hydrogen atom, a lower alkyl group, a lower alkoxy group, an unsubstituted phenyl group, or a phenyl group having a lower alkyl group or a lower alkoxy group as a substituent(s); R 24 represents a hydrogen atom, a lower alkyl group, a lower alkoxy group or a chlorine atom; and A 1 represents a group represented by any one of the following structural formulae (a1) to (i1); ##STR62## in which R 25 represents a hydrogen atom, a lower alkyl group, a lower alkoxy group or a chlorine atom; ##STR63## wherein R 31, R 32 and R 33 may be the same or different and each represent a hydrogen atom, a lower alkyl group or a lower alkoxy group, an unsubstituted phenyl group, or a phenyl group having a lower alkyl group or a lower alkoxy group as a substituent(s); R 34 represents a hydrogen atom, a lower alkyl group, a lower alkoxy group or a chlorine atom; and A 2 represents a group represented by any one of the following formulae (j1) to (n1); ##STR64## wherein R 41 and R 42 may be the same or different and each represent a hydrogen atom, a lower alkyl group, a lower alkoxy group, an unsubstituted phenyl group, or a phenyl group having a lower alkyl group or a lower alkoxy group as a substituent(s); R 43 represents a hydrogen atom, a lower alkyl group, a lower alkoxy group or a chlorine atom; and A 3 represents a group represented by any one of the following structural formulae (a2) to (i2); ##STR65## in which R 44 represents a hydrogen atom, a lower alkyl group, a lower alkoxy group or a chlorine atom; ##STR66## wherein R 51 and R 52 may be the same or different and each represent a hydrogen atom, a lower alkyl group or a lower alkoxy group, an unsubstituted phenyl group, or a phenyl group having a lower alkyl group or a lower alkoxy group as a substituent(s); R 53 represents a hydrogen atom, a lower alkyl group, a lower alkoxy group or a chlorine atom; and A 4 represents a group represented by any one of the following formulae (j2) to (n2); ##STR67##",
    "2. The electro-luminescence device according to claim 1, wherein said region comprises a hole-transporting layer, a light emitting layer and an electron-transporting layer.",
    "3. The electro-luminescence device according to claim 2, wherein said hole-transporting layer comprises at least two selected from the group consisting of the compounds represented by formulas (I) through (V): ##STR68## wherein R 11 and R 12 may be the same or different and each represent a hydrogen atom, a lower alkyl group, a lower alkoxy group, a phenyl group, or a phenyl group having a lower alkyl group or a lower alkoxy group as a substituent(s), with the proviso that at lest one of R 11 and R 12 is a normal butyl group, an isobutyl group, a secondary butyl group, a tertiary butyl group, a phenyl group, or a phenyl group having a lower alkyl group or a lower alkoxy group; and and R 13 represents a hydrogen represents a hydrogen atom, a lower alkyl group, a lower alkoxy group or a chlorine atoms: ##STR69## wherein R 21, R 22 and R 23 may be the same or different and each represent a hydrogen atom, a lower alkyl group, a lower alkoxy group, an unsubstituted phenyl group, or a phenyl group having a lower alkyl group or a lower alkoxy group as a substituent(s); R 24 represents a hydrogen atom, a lower alkyl group, a lower alkoxy group or a chlorine atom; and A 1 represents a group represented by any one of the following structural formulae (a1) to (i1); ##STR70## in which R 25 represents a hydrogen atom, a lower alkyl group, a lower alkoxy group or a chlorine atom; ##STR71## wherein R 31, R 32 and R 33 may be the same or different and each represent a hydrogen atom, a lower alkyl group or a lower alkoxy group, an unsubstituted phenyl group, or a phenyl group having a lower alkyl group or a lower alkoxy group as a substituent(s); R 34 represents a hydrogen atom, a lower alkyl group, a lower alkoxy group or a chlorine atom; and A 2 represents a group represented by any one of the following formulae (j1) to (n1); ##STR72## wherein R 41 and R 42 may be the same or different and each represent a hydrogen atom, a lower alkyl group, a lower alkoxy group, an unsubstituted phenyl group, or a phenyl group having a lower alkyl group or a lower alkoxy group as a substituent(s); R 43 represents a hydrogen atom, a lower alkyl group, a lower alkoxy group or a chlorine atom; and A 3 represents a group represented by any one of the following structural formulae (a2) to (i2); ##STR73## in which R 44 represents a hydrogen atom, a lower alkyl group, a lower alkoxy group or a chlorine atom; ##STR74## wherein R 51 and R 52 may be the same or different and each represent a hydrogen atom, a lower alkyl group or a lower alkoxy group, an unsubstituted phenyl group, or a phenyl group having a lower alkyl group or a lower alkoxy group as a substituent(s); R 53 represents a hydrogen atom, a lower alkyl group, a lower alkoxy group or a chlorine atom; and A 4 represents a group represented by any one of the following formulae (j2) to (n2); ##STR75##",
    "4. The electro-luminescence device according to claim 2, wherein said hole-transporting layer also serves as said light emitting layer.",
    "5. The electro-luminescence device according to claim 2, wherein said electron-transporting layer also serves as said light emitting layer."
  ],
  "description_excerpt": "This is a Division of application Ser. No. 08/332,726 filed Nov. 1, 1994, now U.S. Pat. No. 5,639,914.\n\nThe present invention relates to novel amine compounds useful as hole-transporting materials to be incorporated in organic electro-luminescence devices. Furthermore, the present invention relates to an organic electro-luminescence device (organic EL device) which can find wide application in various display units, requires a low applied voltage and exhibits a high luminance and an excellent stability.\n\nSince an electro-luminescence device can emit light itself, it is capable of providing a brighter and sharper display than liquid crystal device. Thus, the electro-luminescence device has long been studied by many scholars. Hitherto, an electro-luminescence device comprising an inorganic material ZnS has been made practicable. However, such an inorganic electro-luminescence device requires an applied voltage of not lower than 200 V to emit light and thus cannot find wide application.\n\nOn the other hand, the organic electro-luminescence device comprising an organic material, though having heretofore been far from practicable, can enjoy rapid progress in its properties made by a laminated structure developed by C. W. Tang et al. of Kodak Corporation in 1987. They developed a laminate of an organic fluorescent substance, an organic material capable of transporting carriers (carrier transporting layer) and an electrode. Both holes and electrons injected from the respective electrodes were injected into the fluorescent substance, resulting in a successful emission of light.",
  "cpc": [
    "C07C 217/84",
    "C07C 211/54",
    "C07C 211/56",
    "C07C 211/61",
    "C07C 217/92",
    "C07C 225/22",
    "C07C 2601/14",
    "C07C 2603/18",
    "C07C 275/40",
    "C07C 317/36",
    "C07C 323/37",
    "C09K 11/06",
    "H05B 33/14",
    "Y10S 428/917",
    "Y10T 428/31504",
    "Y10T 428/31678",
    "Y10T 428/31692",
    "Y10T 428/31909"
  ],
  "ipc": [
    "C07C 211/54",
    "C07C 211/56",
    "C07C 211/61",
    "C07C 217/84",
    "C07C 217/92",
    "C07C 225/22",
    "C07C 275/40",
    "C07C 317/36",
    "C07C 323/37",
    "C09K 11/06",
    "H05B 33/14"
  ],
  "assignees": [
    "Hodogaya Chemical Co Ltd",
    "Matsushita Electric Industrial Co Ltd"
  ],
  "inventors": [
    "Hiromitsu Tomiyama",
    "Masahiko Oshino",
    "Ikuko Ihara",
    "Naoko Nakanishi",
    "Mutsumi Suzuki",
    "Masao Fukuyama",
    "Mutsuaki Murakami",
    "Taro Nambu"
  ],
  "filing_date": "1996-10-25",
  "publication_date": "1998-01-13",
  "grant_date": "1998-01-13",
  "priority_date": "1993-11-01",
  "application_number": "US-73832696-A",
  "family_id": "27566003",
  "cited_by_count": 170,
  "citations": [
    "US4588666A",
    "US4833054A",
    "US4720432A",
    "JPH05239455A",
    "US5482822A",
    "JPH06199745A"
  ]
}