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    Organic electronic component having a charge carrier generation layer and the use of a zinc complex as a P-type dopant in charge carrier generation layers
    2.
    发明授权
    Organic electronic component having a charge carrier generation layer and the use of a zinc complex as a P-type dopant in charge carrier generation layers 有权

    公开(公告)号：US10581001B2

    公开(公告)日：2020-03-03

    申请号：US15763068

    申请日：2016-09-27

    Applicant: OSRAM OLED GmbH

    Inventor： Dominik Pentlehner ,  Guenter Schmid ,  Anna Maltenberger ,  Sébastien Pecqueur ,  Florian Kessler ,  Stefan Regensburger

    IPC: H01L51/00 ,  C07F3/06 ,  H01L33/14 ,  H01L51/52 ,  H01L51/50

    Abstract: The invention relates to an organic electronic component (100) comprising at least one charge generation layer (5) which has an organically p-doped region (5a) that contains a zinc complex as a p-dopant, said zinc complex in turn containing at least one ligand L of the following structure: formula (I) wherein R1 and R2 can be oxygen, sulphur, selenium, NH or NR4 independently from one another, wherein R4 is selected from the group containing alkyl or aryl and which can be bonded to R3; and wherein R3 is selected from the group containing alkyl, long-chain alkyl, cycloalkyl, halogen alkyl, at least partially halogenated long-chain alkyl, halogen cycloalkyl, aryl, arylene, halogen aryl, heteroaryl, heteroarylene, heterocyclic alkylene, heterocycloalkyl, halogen heteroaryl, alkenyl, halogen alkenyl, alkynyl, halogen alkynyl, ketoaryl, halogen ketoaryl, ketoheteroaryl, ketoalkyl, halogen ketoalkyl, ketoalkenyl, halogen ketoalkenyl, halogen alkyl aryl, and halogen alkyl heteroaryl, wherein, for suitable groups, one or a number of non-adjacent CH2 groups can be replaced by —O—, —S—, —NH—, —NR∘∘∘—, —SiR∘R∘∘—, —CO—, —COO—, —COR∘OR∘∘—, —OCO—, —OCO—O—, —SO2-, —S—CO—, —CO—S—, —O—CS—, —CS—O—, —CY1=CY2 or —C≡C— independently from one another, and in such a way that O and/or S atoms are not directly bonded to one another, and are replaced optionally with aryl- or heteroaryl preferably containing between 1 and 30 C atoms (terminal CH3 groups are understood to be CH2 groups in the sense of CH2-H). The invention further relates to the use of a zinc complex as a p-dopant in charge generation layers.

    Organic electronic component, use of a zinc complex as a p-dopant for organic electronic matrix materials
    3.
    发明授权
    Organic electronic component, use of a zinc complex as a p-dopant for organic electronic matrix materials 有权

    公开(公告)号：US10256422B2

    公开(公告)日：2019-04-09

    申请号：US15515858

    申请日：2015-09-28

    Applicant: OSRAM OLED GmbH

    Inventor： Guenter Schmid ,  Anna Maltenberger ,  Sebastien Pecqueur ,  Florian Kessler ,  Stefan Regensburger

    IPC: H01L51/50 ,  H01L51/00

    Abstract: An organic electronic component and a method for making an organic electronic component with a p-dopant are disclosed. In an embodiment, the component includes a matrix containing a zinc complex as a p-dopant, the zinc complex containing at least one ligand L of the following structure: formula (I) wherein R1 and R2 can be oxygen, sulphur, selenium, NH or NR4 independently selected from one another, wherein R3 may comprise alkyl, long-chain alkyl, cycloalkyl, halogen-alkyl, aryl, arylene, halogen-aryl, heteroaryl, heteroarylene, heterocyclic-alkylene, heterocycloalkyl, halogen-heteroaryl, alkenyl, halogen-alkenyl, alkynyl, halogen-alkynyl, ketoaryl, halogen-ketoaryl, ketoheteroaryl, ketoalkyl, halogen-ketoalkyl, ketoalkenyl, halogen-ketoalkenyl, halogen-alkyl-aryl or halogen-alkyl-heteroaryl, and wherein R4 is selected from the group consisting of alkyl and aryl which can be bonded to R3.

    Crosslinking p-dopants for p-doping organic hole conductors
    5.
    发明授权
    Crosslinking p-dopants for p-doping organic hole conductors 有权

    公开(公告)号：US11258020B2

    公开(公告)日：2022-02-22

    申请号：US16307294

    申请日：2017-06-14

    Applicant: OSRAM OLED GmbH ,  Merck Patent GmbH

    Inventor： Günter Schmid ,  Florian Kessler ,  Katja Stegmaier ,  Fabrice Eckes ,  Holger Heil ,  Beate Burkhart ,  Henning Seim

    IPC: H01L51/50 ,  H01L51/00 ,  C09K11/06 ,  H01L51/52

    Abstract: A method produces cross-linked hole-conducting electric layers by converting functionalized p-dopants. The functionalized p-dopants are organic metal complexes containing at least one central atom and organic ligands, wherein the central atom is selected from a metal of the groups 6-15 of the periodic table, and at least one of the organic ligands is selected from the following formulas I-V, in which E independently of one another is oxygen, sulfur, selenium, or N(E1)x, and each Rv has at least one functionalizing group selected from the group RF including —OH, —COOH, —NH2, —NHR′, halogen, C2-C40-alkenyl, -dienyl, -alkinyl, -alkenyloxy, -dienyloxy, -alkinyloxy, acrylic acid, oxetan, oxiran, silane, acrylic acid, anhydride, and cyclobutane or consists of the groups, and G=C(RF)uHvFw where u+v+w=3 and n=1-4.

    CROSSLINKING P-DOPANTS FOR P-DOPING ORGANIC HOLE CONDUCTORS
    8.
    发明申请
    CROSSLINKING P-DOPANTS FOR P-DOPING ORGANIC HOLE CONDUCTORS 审中-公开

    公开(公告)号：US20190140190A1

    公开(公告)日：2019-05-09

    申请号：US16307294

    申请日：2017-06-14

    Applicant: OSRAM OLED GmbH ,  Merck Patent GmbH

    Inventor： Günter Schmid ,  Florian Kessler ,  Katja Stegmaier ,  Fabrice Eckes ,  Holger Heil ,  Beate Burkhart ,  Henning Seim

    IPC: H01L51/00 ,  H01L51/50 ,  C09K11/06 ,  H01L51/52

    Abstract: A method produces cross-linked hole-conducting electric layers by converting functionalized p-dopants. The functionalized p-dopants are organic metal complexes containing at least one central atom and organic ligands, wherein the central atom is selected from a metal of the groups 6-15 of the periodic table, and at least one of the organic ligands is selected from the following formulas I-V, in which E independently of one another is oxygen, sulfur, selenium, or N(E1)x, and each Rv has at least one functionalizing group selected from the group RF including —OH, —COOH, —NH2, —NHR′, halogen, C2-C40-alkenyl, -dienyl, -alkinyl, -alkenyloxy, -dienyloxy, -alkinyloxy, acrylic acid, oxetan, oxiran, silane, acrylic acid, anhydride, and cyclobutane or consists of the groups, and G=C(RF)uHvFw where u+v+w=3 and n=1-4.

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