公开(公告)号：US11189806B2

公开(公告)日：2021-11-30

申请号：US16294403

申请日：2019-03-06

Applicant: BASF SE ,  OLEDWORKS GMBH ,  OSRAM OLED GMBH

Inventor： Evelyn Fuchs ,  Oliver Molt ,  Korinna Dormann ,  Thomas Gessner ,  Nicolle Langer ,  Ingo Muenster ,  JianQiang Qu ,  Christian Lennartz ,  Christian Schildknecht ,  Soichi Watanabe ,  Gerhard Wagenblast ,  Guenter Schmid ,  Herbert Friedrich Boerner ,  Volker van Elsbergen

IPC: H01L51/00 ,  C07F15/00 ,  H01L51/50

Abstract: The present invention relates to heteroleptic complexes comprising a phenylimidazole or phenyltriazole unit bonded via a carbene bond to a central metal atom, and phenylimidazole ligands attached via a nitrogen-metal bond to the central atom, to OLEDs which comprise such heteroleptic complexes, to light-emitting layers comprising at least one such heteroleptic complex, to a device selected from the group consisting of illuminating elements, stationary visual display units and mobile visual display units comprising such an OLED, to the use of such a heteroleptic complex in OLEDs, for example as emitter, matrix material, charge transport material and/or charge blocker.

公开(公告)号：US11871654B2

公开(公告)日：2024-01-09

申请号：US17526503

申请日：2021-11-15

Applicant: BASF SE ,  OLEDWORKS GMBH ,  OSRAM OLEO GMBH

Inventor： Evelyn Fuchs ,  Oliver Molt ,  Korinna Dormann ,  Thomas Gessner ,  Nicolle Langer ,  Ingo Muenster ,  JianQiang Qu ,  Christian Lennartz ,  Christian Schildknecht ,  Soichi Watanabe ,  Gerhard Wagenblast ,  Guenter Schmid ,  Herbert Friedrich Boerner ,  Volker van Elsbergen

IPC: H01L51/50 ,  H10K85/30 ,  C07F15/00 ,  H10K50/11 ,  H10K50/14 ,  H10K85/40 ,  H10K85/60

CPC classification number: H10K85/342 ,  C07F15/0033 ,  C07F15/0086 ,  H10K85/361 ,  H10K50/11 ,  H10K50/14 ,  H10K85/40 ,  H10K85/6572

Abstract: The present invention relates to heteroleptic complexes comprising a phenylimidazole or phenyltriazole unit bonded via a carbene bond to a central metal atom, and phenylimidazole ligands attached via a nitrogen-metal bond to the central atom, to OLEDs which comprise such heteroleptic complexes, to light-emitting layers comprising at least one such heteroleptic complex, to a device selected from the group consisting of illuminating elements, stationary visual display units and mobile visual display units comprising such an OLED, to the use of such a heteroleptic complex in OLEDs, for example as emitter, matrix material, charge transport material and/or charge blocker.

公开(公告)号：US20160293862A1

公开(公告)日：2016-10-06

申请号：US14778174

申请日：2014-03-19

Applicant: BASF SE

Inventor： Stefan Metz ,  Soichi Watanabe ,  Thomas Gebner ,  Korinna Dormann ,  Peter Murer ,  Christian Lennartz ,  Ute Heinemeyer ,  Glauco Battagliarin

IPC: H01L51/00 ,  C07F15/00 ,  C09K11/06

CPC classification number: H01L51/0085 ,  C07F15/0033 ,  C09K11/06 ,  C09K2211/1029 ,  C09K2211/1044 ,  C09K2211/1088 ,  C09K2211/1092 ,  C09K2211/185 ,  H01L51/0094 ,  H01L51/5016 ,  H01L51/504 ,  H01L51/5056 ,  H01L51/5096 ,  H05B33/10 ,  Y02E10/549

Abstract: An organic electronic device comprising at least one hole-transport material and/or at least one electron/exciton blocker material, wherein said at least one hole-transport material and/or said at least one electron/exciton blocker material is an Ir metal-carbene complex comprising one, two or three specific bidentate azabenzimidazole ligands; a hole transport layer or an electron/exciton blocking layer, comprising at least one Ir metal-carbene complex, comprising one, two or three specific bidentate azabenzimidazole ligands; an apparatus selected from the group consisting of stationary visual display units, mobile visual display units, illumination units, units in items of clothing, units in furniture and units in wallpaper, comprising the organic electronic device of the present invention or the hole transport layer or the electron/exciton blocking layer of the present invention; and the use of an Ir metal-carbene complex comprising one, two or three specific bidentate azabenzimidazole ligands according to the present invention as hole-transport material and/or electron/exciton blocker material.

Abstract translation: 一种包含至少一种空穴传输材料和/或至少一种电子/激子阻挡剂材料的有机电子器件，其中所述至少一种空穴传输材料和/或所述至少一种电子/激子阻挡剂材料是Ir金属 - 卡宾络合物，其包含一个，两个或三个特定的二齿氮杂苯并咪唑配体; 空穴传输层或电子/激子阻挡层，其包含至少一个Ir金属 - 碳烯络合物，其包含一个，两个或三个特定的二齿氮杂苯并咪唑配体; 选自由固定视觉显示单元，移动视觉显示单元，照明单元，衣物中的单元，家具中的单元和墙纸中的单元组成的组件，包括本发明的有机电子设备或空穴传输层或 本发明的电子/激子阻挡层; 以及使用包含根据本发明的一种，两种或三种特定二齿氮杂苯并咪唑配体的Ir金属 - 卡宾络合物作为空穴传输材料和/或电子/激子阻断剂材料。

公开(公告)号：US20160072081A1

公开(公告)日：2016-03-10

申请号：US14786507

申请日：2014-04-28

Applicant: BASF SE

Inventor： Stefan Metz ,  Thomas Geßner ,  Korinna Dormann ,  Glauco Battagliarin ,  Peter Murer ,  Ute Heinemeyer ,  Christian Lennartz ,  Gerhard Wagenblast

IPC: H01L51/00 ,  H01L27/32 ,  C09K11/02 ,  C07F15/00 ,  C09K11/06

CPC classification number: H01L51/0085 ,  C07F15/0033 ,  C07F15/0086 ,  C09B57/00 ,  C09B57/10 ,  C09K11/025 ,  C09K11/06 ,  C09K2211/185 ,  H01L27/3206 ,  H01L51/0087 ,  H01L51/5012 ,  H01L51/5016 ,  H01L51/5056 ,  H01L51/5072 ,  H01L51/5096 ,  Y02E10/549

Abstract: The present invention relates to iridium and platinum carbene complexes of the general formula (I), to OLEDs (Organic Light-Emitting Diodes) which comprise such complexes, to a device selected from the group consisting of illuminating elements, stationary visual display units and mobile visual display units comprising such an OLED, to the use of such a metal-carbene complex in OLEDs, for example as emitter, matrix material, charge transport material and/or charge or exciton blocker.

Abstract translation: 本发明涉及具有通式（I）的铱和铂卡宾络合物，其包含这种配合物的OLED（有机发光二极管）到选自照明元件，固定视觉显示单元和移动 包括这种OLED的视觉显示单元涉及在OLED中使用这种金属 - 卡宾络合物，例如作为发射体，基质材料，电荷传输材料和/或电荷或激子阻断剂。

公开(公告)号：US10333078B2

公开(公告)日：2019-06-25

申请号：US15512699

申请日：2015-09-25

Applicant: BASF SE

Inventor： Junichi Tanabe ,  Christian Lennartz

IPC: C07D241/46 ,  C07D249/08 ,  C07D265/38 ,  C07D271/06 ,  C07D279/18 ,  C09K11/06 ,  H05B33/14 ,  H01L51/00 ,  C07D401/14 ,  C07D413/14 ,  C07D401/10 ,  C07D403/10 ,  C07D403/14 ,  C07D413/04 ,  C07D413/10 ,  C07D417/14 ,  C07D487/04 ,  C07F7/08 ,  C09K11/02 ,  H01L51/50

Abstract: An organic light-emitting element which emits delayed fluorescence comprising specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives or 1,2,4-thiadiazole derivatives in the light-emitting layer, a light-emitting layer comprising the specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives or 1,2,4-thiadiazole derivatives, specific specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives and 1,2,4-thiadiazole derivatives and an organic light emitting element comprising the specific 1,2,4-azole derivatives as well as a light emitting layer comprising the specific 1,2,4-azole derivatives; the use of the specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives and 1,2,4-thiadiazole derivatives for electrophotographic photoreceptors, photoelectric converters, sensors, dye lasers, solar cell devices and organic light emitting elements, and the use of the specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives and 1,2,4-thiadiazole derivatives for generating delayed fluorescence emission.

公开(公告)号：US09472762B2

公开(公告)日：2016-10-18

申请号：US14371064

申请日：2013-01-09

Applicant: BASF SE

Inventor： Peter Murer ,  Stephan Allenbach ,  Gerhard Wagenblast ,  Christian Schildknecht ,  Christian Lennartz

IPC: C07D241/36 ,  C01G55/00 ,  H01L51/00 ,  C07F15/00 ,  H01L51/05 ,  H01L51/42 ,  H01L51/50

CPC classification number: C07F15/0033 ,  C07F15/00 ,  C09K11/06 ,  C09K2211/1044 ,  C09K2211/185 ,  H01L51/0035 ,  H01L51/0036 ,  H01L51/0083 ,  H01L51/0085 ,  H01L51/009 ,  H01L51/05 ,  H01L51/42 ,  H01L51/4206 ,  H01L51/5012 ,  H01L51/5056 ,  H01L51/5072

Abstract: Iridium organometallic complexes containing a substituted dibenzo[f,h]quinoxaline of formula (I) are provided. These compounds are useful as orange or red emitting components of a light emitting layer in an electronic device.

Abstract translation: 本发明涉及包含金属络合物的式电子器件的电致发光金属络合物及其在电子器件中的用途，特别是有机发光二极管（OLED）。 式（I）的金属配合物显示出高的发光效率，优异的汽化性，热稳定性，加工稳定性，高电荷载流子迁移率，低导通电压和高温稳定性的发射颜色。

公开(公告)号：US20150243907A1

公开(公告)日：2015-08-27

申请号：US14427134

申请日：2013-09-18

Applicant: BASF SE

Inventor： Annemarie Wolleb ,  Thomas Schaefer ,  Heinz Wolleb ,  Ute Heinemeyer ,  Nicolle Langer ,  Christian Lennartz ,  Gerhard Wagenblast ,  Soichi Watanabe ,  Flavio Luiz Benedito ,  Heinz Hottinger ,  Oliver Dosenbach

IPC: H01L51/00 ,  C09K11/06 ,  C09K11/02 ,  C07D519/00

CPC classification number: H01L51/0072 ,  C07D209/86 ,  C07D405/04 ,  C07D405/14 ,  C07D487/04 ,  C07D491/048 ,  C07D491/147 ,  C07D519/00 ,  C07F7/0814 ,  C09B57/00 ,  C09B57/008 ,  C09K11/025 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1029 ,  C09K2211/1033 ,  C09K2211/1048 ,  C09K2211/1059 ,  C09K2211/1088 ,  C09K2211/185 ,  H01L51/0054 ,  H01L51/0058 ,  H01L51/0071 ,  H01L51/0073 ,  H01L51/0085 ,  H01L51/0094 ,  H01L51/5012 ,  H01L51/5016 ,  H01L51/5056 ,  H01L51/5088 ,  H01L51/5092 ,  H01L51/5206 ,  H01L2251/308 ,  Y02E10/549 ,  Y02P70/521

Abstract: The present invention relates to compounds of formula (I), which are characterized in that they substituted by benzimidazo[1,2-a]benzimidazo-5-yl and/or benzimidazo[1,2-a]benzimidazo-2,5-ylene groups and in that at least one of the substituents B1, B2, B3, B4, B5, B6, B7 and B8 represents N; a process for their production and their use in electronic devices, especially electroluminescent devices. When used as host material for phosphorescent emitters in electroluminescent devices, the compounds of formula I may provide improved efficiency, stability, manufacturability, or spectral characteristics of electroluminescent devices.

Abstract translation: 本发明涉及式（I）化合物，其特征在于它们被苯并咪唑并[1,2-a]苯并咪唑-5-基和/或苯并咪唑并[1,2-a]苯并咪唑-2-基 并且取代基B1，B2，B3，B4，B5，B6，B7和B8中的至少一个表示N; 它们的制造方法及其在电子器件中的应用，特别是电致发光器件。 当用作电致发光器件中的磷光发射体的主体材料时，式I化合物可以提供电致发光器件的改进的效率，稳定性，可制造性或光谱特性。

公开(公告)号：US20150005497A1

公开(公告)日：2015-01-01

申请号：US14371064

申请日：2013-01-09

Applicant: BASF SE

Inventor： Peter Murer ,  Stephan Allenbach ,  Gerhard Wagenblast ,  Christian Schildknecht ,  Christian Lennartz

IPC: H01L51/00 ,  H01L51/42 ,  H01L51/05 ,  H01L51/50

CPC classification number: C07F15/0033 ,  C07F15/00 ,  C09K11/06 ,  C09K2211/1044 ,  C09K2211/185 ,  H01L51/0035 ,  H01L51/0036 ,  H01L51/0083 ,  H01L51/0085 ,  H01L51/009 ,  H01L51/05 ,  H01L51/42 ,  H01L51/4206 ,  H01L51/5012 ,  H01L51/5056 ,  H01L51/5072

Abstract: This invention relates to electroluminescent metal complexes of the formula electronic devices comprising the metal complexes and their use in electronic devices, especially organic light emitting diodes (OLEDs). The metal complexes of formula (I) show high emission efficiency, excellent vaporizability, thermal stability, processing stability, high charge carrier mobilities, low turn-on voltage and high temperature stability of the emission color.

Abstract translation: 本发明涉及包含金属络合物的式电子器件的电致发光金属络合物及其在电子器件中的用途，特别是有机发光二极管（OLED）。 式（I）的金属络合物显示出高的发光效率，优异的汽化性，热稳定性，加工稳定性，高电荷载流子迁移率，低导通电压和发光颜色的高温稳定性。

公开(公告)号：US20130178621A1

公开(公告)日：2013-07-11

申请号：US13778262

申请日：2013-02-27

Applicant: BASF SE

Inventor： Oliver MOLT ,  Evelyn Fuchs ,  Martina Egen ,  Klaus Kahle ,  Christian Lennartz

IPC: C07F15/00

CPC classification number: C07F15/0033 ,  B01J31/2265 ,  C07F15/0073 ,  C07F15/0086

Abstract: Process for preparing cyclometallated transition metal-carbene complexes comprising at least one carbene ligand, which comprises reacting a ligand precursor with a base, an auxiliary reagent and a metal complex comprising at least one metal M1 (route A) or reacting the ligand precursor with a basic auxiliary reagent and a metal complex comprising at least one metal M1 (route B). The present invention further relates to the use of an auxiliary reagent selected from among salts comprising at least one metal selected from the group consisting of Ag, Hg, Sb, Mg, B and Al together with a base in a process for preparing cyclometallated metal complexes.

公开(公告)号：US20140252280A1

公开(公告)日：2014-09-11

申请号：US14352861

申请日：2012-11-07

Applicant: BASF SE

Inventor： Thomas Schaefer ,  Ute Heinemeyer ,  Nicolle Langer ,  Annemarie Wolleb ,  Christian Lennartz ,  Soichi Watanabe ,  Teresa Marina Figueira Duarte ,  Gerhard Wagenblast ,  Didier Bauer ,  Ingo Muenster ,  Christian Schildknecht ,  Heinz Wolleb

IPC: H01L51/00

CPC classification number: H01L51/0067 ,  C07D487/04 ,  C09B57/00 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1044 ,  C09K2211/1059 ,  C09K2211/1088 ,  H01L51/0072 ,  H05B33/10 ,  H05B33/14

Abstract: The present invention relates to compounds of formula (I), a process for their production and their use in electronic devices, especially electroluminescent devices. When used as electron transport and/or host material for phosphorescent emitters in electroluminescent devices, the compounds of formula I may provide improved efficiency, stability, manufacturability, or spectral characteristics of electroluminescent devices.

Abstract translation: 本发明涉及式（I）化合物，其制备方法及其在电子器件，特别是电致发光器件中的应用。 当用作电致发光器件中的磷光发射体的电子传输和/或主体材料时，式I化合物可以提供电致发光器件的改进的效率，稳定性，可制造性或光谱特性。