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公开(公告)号:US12161044B2
公开(公告)日:2024-12-03
申请号:US17398835
申请日:2021-08-10
Applicant: NOVALED GMBH
Inventor: Jerome Ganier , Carsten Rothe , Volodymyr Senkovskyy
IPC: H10K85/30 , H10K50/16 , H10K50/165 , H10K50/17 , H10K71/00 , H10K71/12 , H10K71/16 , H10K85/60 , H10K102/00
Abstract: 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:US20230240136A1
公开(公告)日:2023-07-27
申请号:US17764147
申请日:2020-09-24
Applicant: Novaled GmbH
Inventor: Elena Galán García , Benjamin Schulze , Volodymyr Senkovskyy , Vladimir Uvarov
IPC: H10K85/60 , C07D401/14 , C09K11/06 , C07D471/04
CPC classification number: H10K85/654 , C07D401/14 , C09K11/06 , H10K85/6572 , H10K85/615 , C07D471/04 , C09K2211/1018 , H10K50/12
Abstract: The present invention relates to a first and second organic semiconductor layer and an organic electronic device comprising the same, wherein the organic electronic device comprises an anode, a first organic semiconductor layer, a second organic semiconductor layer and a cathode; wherein a) the first organic semiconductor layer comprises: a metal dopant, and a compound of Formula (I); and b) the second organic semiconductor layer comprises at least one radialene compound.
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公开(公告)号:US20220131115A1
公开(公告)日:2022-04-28
申请号:US17428793
申请日:2020-02-05
Applicant: Novaled GmbH
Inventor: Volodymyr Senkovskyy , Pierre Seidenglanz , Peter Robaschik , Ulrich Denker , Stefan Zott , Anne Fadhel , Martin Ammann , Regina Luschtinetz
IPC: H01L51/56 , H01L51/00 , C07C13/66 , C09K11/06 , C07C15/28 , C07D251/24 , C07D221/18 , C07D405/04 , C07D409/04 , C07D405/10 , C07D307/91
Abstract: The present invention relates to a method for preparing an organic semiconducting layer comprising the steps: a) providing a first composition in a first vacuum thermal evaporation source, the first composition comprising aa) a first organic compound, the first organic compound comprising at least one unsubstituted or substituted C10-C30 condensed aryl group and/or at least one unsubstituted or substituted C3-C30 heteroaryl group, wherein the one or more substituent(s) if present, are selected from the group consisting of (i) deuterium, (ii) a halogen, (iii) a C1 to C22 silyl group, (iv) a C1 to C30 alkyl group, (v) a C1 to C10 alkylsilyl group, (vi) a C6 to C22 arylsilyl group, (vii) a C3 to C30 cycloalkyl group, (viii) a C2 to C30 heterocycloalkyl group, (ix) a C6 to C30 aryl group, (x) a C2 to C30 heteroaryl group, (xi) a C1 to C30 perfluoro-hydrocarbyl group, or (xii) a C1 to C10 trifluoroalkyl group, wherein the first organic compound has i) a dipole moment in the range of ≥0 and ≤2 Debye; and ii) a molecular weight in the range of ≥400 and ≤1,800; and bb) a metal borate compound; b) transferring the first composition from the solid phase into the gas phase in a vacuum chamber; and c) depositing the first composition on a substrate to form the organic semiconducting layer, a composition for use therein, and an organic electronic device prepared this way.
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公开(公告)号:US11183649B2
公开(公告)日:2021-11-23
申请号:US15983197
申请日:2018-05-18
Applicant: NOVALED GMBH
Inventor: Mauro Furno , Volodymyr Senkovskyy
Abstract: The present invention relates to an organic electroluminescent device comprising a first electrode, at least one second electrode, at least one emission layer and at least one electron transport region, wherein the emission layer and the electron transport region are arranged between the at least one second electrode and the first and the electron transport region is arranged between the emission layer and the at least one second electrode, wherein the at least one electron transport region comprises a first electron transport layer, the first electron transport layer preferably not comprising an n-type dopant; and a performance enhancement layer, the performance enhancement layer having a refractive index of ≤1.6 at a wavelength of 1,200 nm; wherein the first electron transport layer is arranged between the emission layer and the performance enhancement layer; and the performance enhancement layer is arranged between the first electron transport layer and the at least one second electrode.
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公开(公告)号:US11011708B2
公开(公告)日:2021-05-18
申请号:US15788431
申请日:2017-10-19
Applicant: Novaled GmbH , Samsung SDI Co. Ltd.
Inventor: Julien Frey , Domagoj Pavicic , Carsten Rothe , Volodymyr Senkovskyy , Francois Cardinali , Hyungsun Kim , Byungku Kim
IPC: H01L51/56 , H01L51/50 , H01L51/00 , C07D495/04 , C07D401/10 , C07D251/24 , C07D221/18
Abstract: The present invention relates to an organic light-emitting diode (OLED) including an ETL stack of at least two electron transport layers, wherein the first electron transport layer comprises a charge transporting compound and the second electron transport layer comprises an acridine compound and an alkali metal salt and/or alkali metal organic complex, a method of manufacturing the same and a device comprising the OLED.
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公开(公告)号:US11145826B2
公开(公告)日:2021-10-12
申请号:US16344426
申请日:2017-10-18
Applicant: Novaled GmbH , Samsung SDI Co., Ltd.
Inventor: Julien Frey , Domagoj Pavicic , Volodymyr Senkovskyy , Elena Galan , Hyungsun Kim , Byungku Kim
IPC: C07D219/02 , H01L51/00 , C07D401/14 , C09K11/06
Abstract: The present invention relates to a compound of an acridine derivate as well as of an organic semiconductor material an organic semiconductor layer, an electronic device comprising the acridine derivative, a device comprising an organic light-emitting diode comprising the acridine derivative, a display device thereof and a method of manufacturing the same. (I) wherein L is selected from phenylene, naphthylene and biphenylene; R1, R2, R3, R4 and R5 are independently selected from unsubstituted or substituted C6 to C18 aryl and unsubstituted or substituted pyridyl; and the substituents are selected from deuterium, C1 to C12 alkyl and C1 to C12 alkoxy; a, b, c, d and e are independently selected from 0 or 1 and 2≤a+b+c+d+e≤5.
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公开(公告)号:US11081652B2
公开(公告)日:2021-08-03
申请号:US15572336
申请日:2016-05-11
Applicant: Novaled GmbH
Inventor: Ulrich Denker , Mike Zöllner , Katja Gräf , Volodymyr Senkovskyy , Bodo Wallikewitz , Johannes Scholz , Julien Frey
IPC: H01L51/00 , C07D401/14 , C07D405/14 , C07D401/04 , H01L51/50 , H01L51/56
Abstract: The present invention is directed to matrix compounds and an organic light-emitting diode (OLED) comprising an emission layer and an electron transport layer stack of at least two electron transport layers, wherein a first electron transport layer and a second electron transport layer comprises at least one matrix compound, wherein the matrix compound or compounds of the first electron transport layer is/are different to the matrix compound or compounds of the second electron transport layer; and in addition, the first electron transport layer comprises a dopant of a lithium halide and/or lithium organic complex; and the second electron transport layer is free of a dopant; wherein at least one matrix compound of the second electron transport layer having the chemical formula Ia, Ib and/or Ic: (Ia) (Ib) (Ic) wherein Ar=substituted or unsubstituted arylene with 6 to 20 ring-forming carbon atoms; or carbazolylene; ET=substituted or unsubstituted aryl group with 13 to 40 ring-forming carbon atoms; or a substituted or unsubstituted heteroaryl group with 14 to 40 ring-forming atoms.
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公开(公告)号:US20190036032A1
公开(公告)日:2019-01-31
申请号:US15739143
申请日:2016-06-22
Applicant: Novaled GmbH
Inventor: Ulrich Denker , Carsten Rothe , Volodymyr Senkovskyy , Tomas Kalisz
Abstract: The invention relates to a semiconducting material comprising (i) in substantially elemental form, an electropositive element selected from alkaline metals, alkaline earth metals, rare earth metals, and transition metals, and (ii) at least one first compound which is a compound comprising at least one polar group selected from phosphine oxide group or diazole group; a process for manufacturing the semiconducting material; an electronic device comprising a cathode, an anode and the semiconducting material.
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公开(公告)号:US20180337339A1
公开(公告)日:2018-11-22
申请号:US15777274
申请日:2016-11-23
Applicant: Novaled GmbH
Inventor: Volodymyr Senkovskyy
IPC: H01L51/00 , C07F9/53 , C07F9/576 , C07F9/655 , C07F9/6521
CPC classification number: H01L51/5072 , C07F9/5325 , C07F9/5765 , C07F9/65068 , C07F9/65517 , C07F9/65522 , C07F9/65586 , C07F9/6561 , H01L51/0052 , H01L51/0073 , H01L51/5076
Abstract: The present invention relates to an. organic semiconductive layer which is an electron transport layer and/or an electron injection layer and/or an n-type charge generation layer, the organic semiconductive layer comprising at least one compound of formula (1) wherein R1 and R2 are each independently selected from C1 to C16 alkyl; Ar1 is selected from C6 to C14 arylene or C3 to C12 heteroarylene; Ar2 is independently selected from C14 to C40 arylene or C8 to C40 heteroarylene; R3 is independently selected from H, C1 to C12 alkyl or C10 to C20 aryl; wherein each of Ar1, Ar2 and R3 may each independently be unsubstituted or substituted with at least one C1 to C12 alky group; n is 0 or 1; and m is 1 in case of n=0; and m is 1 or 2 in case of n=1, phosphine oxide compounds comprised therein and to organic electroluminescent devices comprising such layers and compounds.
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公开(公告)号:US20180114920A1
公开(公告)日:2018-04-26
申请号:US15788431
申请日:2017-10-19
Applicant: Novaled GmbH , Samsung SDI Co. Ltd.
Inventor: Julien Frey , Domagoj Pavicic , Carsten Rothe , Volodymyr Senkovskyy , Francois Cardinali , Hyungsun Kim , Byungku Kim
IPC: H01L51/00 , H01L51/50 , C07D251/24 , C07D221/18 , C07D495/04 , C07D401/10
CPC classification number: H01L51/0067 , C07D221/18 , C07D251/24 , C07D401/10 , C07D495/04 , H01L51/0052 , H01L51/0054 , H01L51/0071 , H01L51/0072 , H01L51/0077 , H01L51/5012 , H01L51/5016 , H01L51/5076 , H01L51/508 , H01L51/56
Abstract: The present invention relates to an organic light-emitting diode (OLED) including an ETL stack of at least two electron transport layers, wherein the first electron transport layer comprises a charge transporting compound and the second electron transport layer comprises an acridine compound and an alkali metal salt and/or alkali metal organic complex, a method of manufacturing the same and a device comprising the OLED.
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