Patent number: 10581001
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, on
Type:
Grant
Filed:
September 27, 2016
Date of Patent:
March 3, 2020
Assignee:
OSRAM OLED GMBH
Inventors:
Dominik Pentlehner, Guenter Schmid, Anna Maltenberger, Sébastien Pecqueur, Florian Kessler, Stefan Regensburger
Patent number: 10305047
Abstract: A metal complex of a metal from groups 13 to 16 uses a ligand of the structure (I), where R.sup.1 and R.sup.2 can independently be oxygen, sulfur, selenium, NH or NR.sup.4, where R.sup.4 an alkyl or aryl and can be connected to R.sup.3. R.sup.3 is an alkyl, long-chain alkyl, alkoxy, long-chain alkoxy, cycloalkyl, halogenalkyl, aryl, arylene, halogenaryl, heteroaryl, heteroarylene, heterocycloalkylene, heterocycloalkyl, halogenheteroaryl, alkenyl, halogenalkenyl, alkynyl, halogenalkynyl, ketoaryl, halogenketoaryl, ketoheteroaryl, ketoalkyl, halogenketoalkyl, ketoalkenyl, halogenketoalkenyl, where in suitable radicals, one or more non-adjacent CH.sup.2-groups can be substituted independently of one another by —O—, —S—, —NH—, —NR.sup.o-, —SiR.sup.oR.sup.oo-, —CO—, —COO—, —OCO—, —OCO—O—, —SO.sub.2-, —S—CO—, —CO—S—, —CY1?CY2 or —C.dbd.
Type:
Grant
Filed:
December 19, 2016
Date of Patent:
May 28, 2019
Assignees:
SIEMENS AKTIENGESELLSCHAFT, OSRAM OLED GMBH
Inventors:
Anna Maltenberger, Marina A. Petrukhina, Guenter Schmid, Jan Hauke Wemken
Patent number: 10256422
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.
Type:
Grant
Filed:
September 28, 2015
Date of Patent:
April 9, 2019
Assignee:
OSRAM OLED GMBH
Inventors:
Guenter Schmid, Anna Maltenberger, Sebastien Pecqueur, Florian Kessler, Stefan Regensburger
Publication number: 20180277778
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, on
Type:
Application
Filed:
September 27, 2016
Publication date:
September 27, 2018
Inventors:
Dominik PENTLEHNER, Guenter SCHMID, Anna MALTENBERGER, Sébastien PECQUEUR, Florian KESSLER, Stefan REGENSBURGER
Patent number: 9929362
Abstract: A bi- or polynuclear metal complex of a metal of groups Vb/VIb/VIIb (IUPAC groups 5-7), has a ligand of the structure (a), wherein R1 and R2, independently of each other, can be oxygen, sulfur, selenium, NH, or NR4, wherein R4 is selected from alkyls and aryls and can be bonded to R3; and R3 is selected from alkyls, long-chain alkyls, alkoxys, long-chain alkoxys, cycloalkyls, haloalkyls, aryls, arylenes, haloaryls, heteroaryls, heteroarylenes, heterocycloalkylenes, heterocycloalkyls, haloheteroaryls, alkenyls, haloalkenyls, alkynyls, haloalkynyls, ketoaryls, haloketoaryls, ketoheteroaryls, ketoalkyls, haloketoalkyls, ketoalkenyls, haloketoalkenyls, where one or more non-adjacent CH2 groups can be replaced, independently, with (1) —O—, —S—, —NH—, —NR?—, —SiR?R??—, —CO—, —COO—, —OCO—, —OCO—O—, —SO2-, —S—CO—, —CO—S—, —CY1=CY2, or —C?O— in such a way that O and/or S atoms are not bonded directly to each other, or (2) aryls or heteroaryls containing 1 to 30 C atoms, as a p-type doping agent for matrix materials of
Type:
Grant
Filed:
May 14, 2013
Date of Patent:
March 27, 2018
Assignees:
SIEMENS AKTIENGESELLSCHAFT, OSRAM OLED GMBH
Inventors:
Anna Maltenberger, Sébastien Pecqueur, Guenter Schmid, Jan Hauke Wemken