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公开(公告)号：US11502258B2
公开(公告)日：2022-11-15
申请号：US16615211
申请日：2018-05-18
申请人： Novaled GmbH
IPC分类号： H01L51/00 , C07F9/6521 , C07F9/6558 , H01L51/50
摘要： The present invention relates to a compound of formula 1 and an organic electronic device comprising an organic semiconductor layer, wherein at least one organic semiconductor layer comprises a compound of formula (1), wherein L1 has the formula (2) and L2 has the formula (3), wherein L1 and L2 are bonded at “*” via a single bond independently to the same or different arylene groups or heteroarylenes group of Ar1; and wherein X1, X2 are independently selected from O, S and Se; Ar1 is selected from substituted or unsubstituted C20 to C52 arylene or C14 to C64 heteroarylene, wherein the substituent of the substituted C20 to C52 arylene or C14 to C64 heteroarylene are independently selected from C1 to C12 alkyl, C1 to C12 alkoxy, CN, halogen, OH, C6 to C25 aryl and C2 to C21 heteroaryl; R1, R2 are independently selected from substituted or unsubstituted C1 to C16 alkyl, wherein the substituent of substituted C1 to C16 alkyl is selected from C6 to C18 arylene or C2 to C12 heteroarylene; R3, R4 are independently selected from substituted or unsubstituted C1 to C16 alkyl, substituted or unsubstituted C6 to C18 arylene, C2 to C20 heteroarylene, wherein the substituent of substituted C1 to C16 alkyl, the substituent of the substituted C6 to C18 arylene, C2 to C20 heteroarylene are independently selected from C6 to C18 arylene or C2 to C12 heteroarylene; n is selected from 1 to 5, wherein n is an integer number.
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公开(公告)号：US20210376259A1
公开(公告)日：2021-12-02
申请号：US17398835
申请日：2021-08-10
申请人： NOVALED GMBH
摘要： The present invention is directed to an organic light emitting diode (100) comprising: at least one anode electrode (120); at least one emission layer (150), wherein the emission layer comprises at least one emitter dopant that emits visible light at operation of the OLED (100); an electron transport layer stack (160) of at least two electron transport layers (161/162), and wherein a) the first electron transport layer (161) comprises i) a first organic aromatic matrix compound having a MW of about ≥400 to about ≤1000 and a dipole moment of about ≥0 Debye and about ≤2.5 Debye, wherein the first electron transport layer (161) is free of a polar organic aromatic phosphine compound; and b) the second electron transport layer (162) comprises two organic aromatic matrix compounds, which are a mixture of: i) the first organic aromatic matrix compound; and ii) a polar organic aromatic phosphine compound having a MW of about ≥400 to about ≤1000, and a dipole moment of about >2.5 Debye and about ≤10 Debye; and at least one cathode electrode layer (190); wherein the electron transport layer stack (160) is arranged between the emission layer (150) and the cathode electrode layer (190), the first electron transport layer (161) is in direct contact with the second electron transport layer (162), and wherein the first electron transport layer (161) is arranged nearer to the emission layer (150) and the second electron transport layer (162) is arranged nearer to the cathode electrode layer (190).
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公开(公告)号：US11139446B2
公开(公告)日：2021-10-05
申请号：US15999648
申请日：2017-02-16
申请人： NOVALED GMBH
摘要： The present invention is directed to an organic light emitting diode (100) comprising: at least one anode electrode (120); at least one emission layer (150), wherein the emission layer comprises at least one emitter dopant that emits visible light at operation of the OLED (100); an electron transport layer stack (160) of at least two electron transport layers (161/162), and wherein a) the first electron transport layer (161) comprises i) a first organic aromatic matrix compound having a MW of about ≥400 to about ≤1000 and a dipole moment of about ≥0 Debye and about ≤2.5 Debye, wherein the first electron transport layer (161) is free of a polar organic aromatic phosphine compound; and b) the second electron transport layer (162) comprises two organic aromatic matrix compounds, which are a mixture of: i) the first organic aromatic matrix compound; and ii) a polar organic aromatic phosphine compound having a MW of about ≥400 to about ≤1000, and a dipole moment of about >2.5 Debye and about ≤10 Debye; and at least one cathode electrode layer (190); wherein the electron transport layer stack (160) is arranged between the emission layer (150) and the cathode electrode layer (190), the first electron transport layer (161) is in direct contact with the second electron transport layer (162), and wherein the first electron transport layer (161) is arranged nearer to the emission layer (150) and the second electron transport layer (162) is arranged nearer to the cathode electrode layer (190).
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公开(公告)号：US20210184124A1
公开(公告)日：2021-06-17
申请号：US17185905
申请日：2021-02-25
申请人： Novaled GmbH
发明人： Sascha Dorok , Mike Zoellner , Carsten Rothe , Omrane Fadhel
摘要： The present invention relates to an organic electronic device, comprising a first electrode, a second electrode, and a substantially organic layer comprising a compound according to formula (I) between the first and the second electrode: wherein M is a metal ion, each of A1-A4 is independently selected from H, substituted or unsubstituted C6-C20 aryl and substituted or unsubstituted C2-C20 heteroaryl and n is valency of the metal ion.
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公开(公告)号：US11011723B2
公开(公告)日：2021-05-18
申请号：US16027628
申请日：2018-07-05
申请人： NOVALED GMBH
发明人： Vygintas Jankus , Carsten Rothe , Domagoj Pavicic
摘要： The present invention relates to an organic electroluminescent device comprising an hole injection layer and electron injection layer with zero-valent metal, and a method of manufacturing the same. In particular the present invention relates to an organic electroluminescent device comprising an anode layer, at least one electron transport layer, at least one electron injection layer, a cathode layer, and an emission layer, wherein the emission layer is arranged between the anode layer and the cathode layer, wherein the at least a first electron transport layer and the injection layer are arranged between the emission layer and the cathode layer, wherein the electron injection layer is arranged in direct contact to the first transport electron layer, wherein the first electron transport layer is arranged nearer to the anode layer and the electron injection layer is arranged nearer to the cathode layer, wherein at least the first electron transport layer comprises an organic phosphine matrix compound, and a first zero-valent alkali metal; and the electron injection layer comprises a second zero-valent metal of an alkaline earth metal and/or rare earth metal, and an alkali metal halide.
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公开(公告)号：US10026902B2
公开(公告)日：2018-07-17
申请号：US15023569
申请日：2014-10-09
申请人： Novaled GmbH
发明人： Carsten Rothe , Mike Zöllner
摘要： The disclosure refers to a semiconducting material comprising a phosphorous-containing compound and at least one lithium complex. Also provided are electronic devices comprising a cathode, an anode, and the semiconducting material comprising a phosphorous-containing compound arranged between the cathode and the anode. Furthermore, a compound and an electronic device are disclosed.
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公开(公告)号：US20180114914A1
公开(公告)日：2018-04-26
申请号：US15564782
申请日：2016-04-07
申请人： Novaled GmbH
发明人： Julien Frey , Domagoj Pavicic , UIrich Denker , Vygintas Jankus , Carsten Rothe , Francois Cardinali , Katja Gräf , Ulrich Heggemann , Omrane Fadhel
CPC分类号： H01L51/0052 , C07F9/5325 , C07F9/65517 , H01L51/0054 , H01L51/0058 , H01L51/0073 , H01L51/0077 , H01L51/008 , H01L51/5072 , H01L51/5076 , H01L51/5092 , H01L51/5096 , H01L2251/552
摘要： The present invention is directed to a semiconducting material comprising: i) a compound according to formula (I) wherein R1, R2 and R3 are independently selected from C1-C30-alkyl, C3-C30 cycloalkyl, C2-C30-heteroalkyl, C6-C30-aryl, C2-C30-heteroaryl, C1-C30-alkoxy, C3-C30-cycloalkyloxy, C6-C30 aryloxy, and from structural unit having general formula E-A-, wherein—A is a C6-C30 phenylene spacer unit, and—E is an electron transporting unit that is selected from C10-C60 aryl and C6-C60 heteroaryl comprising up to 6 heteroatoms independently selected from O, S, P, Si and B and that comprises a conjugated system of at least 10 delocalized electrons, and—at least one group selected from R1, R2 and R3 has the general formula E-A-; and ii) at least one complex of a monovalent metal having formula (II) wherein—M+ is a positive metal ion bearing a single elementary charge, and each of A1, A2, A3 and A4 is independently selected from H, substituted or unsubstituted C6-C20 aryl and substituted or unsubstituted C2-C20 heteroaryl, wherein a heteroaryl ring of at least 5 ring-forming atoms of the substituted or unsubstituted C2-C20 heteroaryl comprises at least one hetero atom selected from O, S and N.
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公开(公告)号：US09923153B2
公开(公告)日：2018-03-20
申请号：US15606390
申请日：2017-05-26
申请人： Novaled GmbH
发明人： Vygintas Jankus , Carsten Rothe
CPC分类号： H01L51/0072 , H01L51/0002 , H01L51/002 , H01L51/0021 , H01L51/0022 , H01L51/0052 , H01L51/0058 , H01L51/006 , H01L51/0061 , H01L51/0071 , H01L51/0089 , H01L51/5012 , H01L51/5024 , H01L51/504 , H01L51/5068 , H01L51/5076 , H01L51/5234 , H01L51/56 , H01L2251/558
摘要： The present invention relates to organic light-emitting diodes that include an anode electrode, a transparent cathode electrode, at least one emission layer and at least one organic semiconductor layer, wherein the at least one emission layer and the at least one organic semiconductor layer is arranged between the anode electrode and the transparent cathode electrode and the organic semiconductor layer includes a first zero-valent metal dopant and a first matrix compound wherein the first matrix comprising at least two phenanthrolinyl groups as well as to a method for manufacturing the same.
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公开(公告)号：US20170222170A1
公开(公告)日：2017-08-03
申请号：US15515174
申请日：2015-09-30
申请人： Novaled GmbH
发明人： Carsten Rothe , Thomas Rosenow , Martin Koehler , Mike Zoellner , Andreas Haldi , Tobias Canzler
IPC分类号： H01L51/50 , H01L27/32 , C07C211/56 , H01L51/00
CPC分类号： H01L51/506 , C07C211/56 , H01L27/3211 , H01L51/0059
摘要： An active OLED display, comprising a plurality of OLED pixels, each of the OLED pixels comprising an anode, a cathode, and a stack of organic layers, wherein the stack of organic layers is provided between and in contact with the cathode and the anode and comprises an electron transport layer, a hole transport layer, and a light emitting layer provided between the hole transport layer and the electron transport layer, and a driving circuit configured to separately driving the pixels of the plurality of OLED pixels, wherein, for the plurality of OLED pixels, a common hole transport layer is formed by the hole transport layers provided in the stack of organic layers of the plurality of OLED pixels, the common hole transport layer comprising a hole transport matrix material and at least one electrical p-dopant, and the electrical conductivity of the hole transport material being lower than 1×10−3 S·m−1 and higher than 1×10−8 S·m−1.
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公开(公告)号：US11411195B2
公开(公告)日：2022-08-09
申请号：US16481902
申请日：2018-01-30
申请人： Novaled GmbH
发明人： Vygintas Jankus , Domagoj Pavicic , Carsten Rothe
摘要： The present invention is directed to an electroluminescent device comprising: —at least one node layer, —at least one cathode layer, —at least one light emitting layer, —at least one first hole transport layer, —at least a first electron transport layer; wherein for increasing power efficiency the compositions of the light emitting layer, the hole transport layer and the electron transport layer are matched to one another, wherein—the at least one light emitting layer is arranged between the anode layer and the cathode layer, wherein the at least one light emitting layer comprises: —at least one fluorescent emitter compound embedded in at least one polar emitter host compound, wherein—the at least one polar emitter host compound has at least three aromatic rings, which are independently selected from carbocyclic rings and heterocyclic rings; —the at least one first hole transport layer is arranged between the anode layer and the light emitting layer, wherein the at least one first hole transport layer comprises: —at least one electrical p-dopant, or—at least one electrical p-dopant and at least one first hole transport matrix compound; —the at least one first electron transport layer is arranged between the cathode layer and the light emitting layer, wherein the first electron transport layer comprises: —at least one redox n-dopant, and—at least one first electron transport matrix compound.
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