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    Compound and an organic semiconducting layer comprising the same
    2.
    发明授权
    Compound and an organic semiconducting layer comprising the same 有权

    公开(公告)号：US11566033B2

    公开(公告)日：2023-01-31

    申请号：US16955820

    申请日：2018-12-18

    申请人： Novaled GmbH

    发明人： Julien Frey ,  Regina Luschtinetz

    IPC分类号： C07F9/53 ,  H01L51/00 ,  H01L51/50

    摘要： The present invention relates to the compound represented by the general Formula (I): wherein X is selected from the group consisting of O, S and Se; R1 and R2 are independently selected from the group consisting of C1 to C12 alkyl, C6 to C20 aryl and C5 to C20 heteroaryl, wherein the respective C1 to C12 alkyl may optionally be substituted with C6-C20 aryl; L represents a single bond or is selected from the group consisting of C6 to C18 arylene or C2 to C20 heteroarylene; wherein the rings B, C and D may each be unsubstituted or substituted and B and C are anellated aromatic 6-membered rings; R3 and R4 are independently selected from the group consisting of unsubstituted or substituted C1 to C12 alkyl, unsubstituted or substituted C1 to C12 fluorinated alkyl, unsubstituted or substituted C6 to C20 aryl and unsubstituted or substituted C5 to C20 heteroaryl; wherein the substituents, if present in B, C, D, R3 and R4, are independently selected from the group consisting of C1-C20 linear alkyl, C3-C20 branched alkyl, C3-C20 cyclic alkyl, C1-C20 linear alkoxy, C3-C20 branched alkoxy, linear fluorinated C1-C12 alkyl, linear fluorinated C1-C12 alkoxy, C3-C12 branched fluorinated cyclic alkyl, C3-C12 fluorinated cyclic alkyl, C3-C12 fluorinated cyclic alkoxy, CN, C6-C20 aryl, C2-C20 heteroaryl, OR, SR, (C═O)R, (C═O)NR2, SiR3, (S═O)R, (S═O)2R, CR═CR2, Fluorine, NR2, NO2; wherein R is independently selected from C1-C20 linear alkyl, C1-C20 alkoxy, C1-C20 thioalkyl, C3-C20 branched alkyl, C3-C20 cyclic alkyl, C3-C20 branched alkoxy, C3-C20 cyclic alkoxy, C3-C20 branched thioalkyl, C3-C20 cyclic thioalkyl, C6-C20 aryl and C3-C20 heteroaryl; and R3 and R4 may or may not be connected with each other via a single bond, an organic semiconducting layer comprising the same, an organic electronic device comprising the organic semiconducting layer and a display device or a lighting device comprising the same.

    Organic electronic device comprising an organic semiconductor layer
    3.
    发明授权
    Organic electronic device comprising an organic semiconductor layer 有权

    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

    发明人： Volodymyr Senkovskyy ,  Regina Luschtinetz ,  Benjamin Schulze ,  Carsten Rothe

    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.

    Organic electroluminescent device
    4.
    发明授权
    Organic electroluminescent device 有权

    公开(公告)号：US11594687B2

    公开(公告)日：2023-02-28

    申请号：US15763910

    申请日：2016-09-27

    申请人： Novaled GmbH

    发明人： Domagoj Pavicic ,  Carsten Rothe ,  Vygintas Jankus ,  Regina Luschtinetz ,  Jerome Ganier

    IPC分类号： H01L51/00 ,  H01L51/50

    摘要： The present invention relates to an organic electroluminescent device comprising an anode, a cathode, an emission layer, an undoped electron transport layer comprising a first matrix compound, and an electron injection layer comprising a second matrix compound and an alkali organic complex and/or alkali halide, wherein the undoped electron transport layer and the electron injection layer are arranged between the emission layer and the cathode, wherein the reduction potential of the first matrix compound is less negative than, the reduction potential of 9,10-di(naphthalen-2-yl)anthracene and more negative than the reduction potential of 4,4′-bis(4,6-diphenyl-1,3,5-triazin-2-yl)biphenyl, wherein the reduction potential in both cases is measured against Fc/Fc+ in tetrahydrofurane; and the dipole moment of the first matrix compound is selected ≥0 Debye and ≤2.5 Debye and the dipole moment of the second matrix compound is selected >2.5 and

    Organic Electronic Device Comprising an Organic Semiconductor Layer
    5.
    发明申请
    Organic Electronic Device Comprising an Organic Semiconductor Layer 审中-公开

    公开(公告)号：US20200161559A1

    公开(公告)日：2020-05-21

    申请号：US16615211

    申请日：2018-05-18

    申请人： Novaled GmbH

    发明人： Volodymyr Senkovskyy ,  Regina Luschtinetz ,  Benjamin Schulze ,  Carsten Rothe

    IPC分类号： H01L51/00 ,  C07F9/6521 ,  C07F9/6558

    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.

    Organic Electronic Device Comprising an Organic Semiconductor Layer and a Device
    6.
    发明申请
    Organic Electronic Device Comprising an Organic Semiconductor Layer and a Device 审中-公开

    公开(公告)号：US20200095269A1

    公开(公告)日：2020-03-26

    申请号：US16615224

    申请日：2018-05-18

    申请人： Novaled GmbH

    发明人： Regina Luschtinetz ,  Benjamin Schulze

    IPC分类号： C07F9/6521 ,  C07F9/6558 ,  C07F9/6561 ,  C07F9/6512 ,  H01L51/00

    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 X is selected from O, S or Se; Ar1 is selected from unsubstituted or substituted C2 to C60 heteroarylene, and wherein the substituted C2 to C60 heteroarylene comprises at least about one to about six substituents, wherein the substituent of the substituted C2 to C60 heteroarylene are independently selected from C1 to C12 alkyl, C1 to C12 alkoxy, CN, OH, halogen, C6 to C36 arylene, or C2 to C25 heteroarylene; n is 1 or 2; L1 is selected from a single bond, C1 to C4 alkyl, substituted or unsubstituted C6 to C36 arylene, wherein the substituent of substituted C6 to C36 arylene is selected from C1 to C12 alkyl, C6 to C18 arylene; L2 is selected from a single bond or C1 to C6 alkyl; 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; wherein the compound of formula 1 comprises at least about 4 of C6-arylene rings and a molecular mass of at least about 400 g/mol to about 1800 g/mol.

    Method for Preparing an Organic Semiconducting Layer, a Composition for Use Therein and an Organic Electronic Device
    10.
    发明申请
    Method for Preparing an Organic Semiconducting Layer, a Composition for Use Therein and an Organic Electronic Device 有权

    公开(公告)号：US20220131115A1

    公开(公告)日：2022-04-28

    申请号：US17428793

    申请日：2020-02-05

    申请人： Novaled GmbH

    发明人： Volodymyr Senkovskyy ,  Pierre Seidenglanz ,  Peter Robaschik ,  Ulrich Denker ,  Stefan Zott ,  Anne Fadhel ,  Martin Ammann ,  Regina Luschtinetz

    IPC分类号： H01L51/56 ,  H01L51/00 ,  C07C13/66 ,  C09K11/06 ,  C07C15/28 ,  C07D251/24 ,  C07D221/18 ,  C07D405/04 ,  C07D409/04 ,  C07D405/10 ,  C07D307/91

    摘要： 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.