Organic molecules for photoelectronic devices

Abstract

JPEG2023544188000154.jpg5742 (Ia) [chemical 2] JPEG2023544188000155.jpg6277 (Ib) [C3] JPEG2023544188000156.jpg2641 (II) The present invention relates to light-emitting organic molecules, in particular for application in optoelectronic devices. According to the invention, the organic molecule comprises a first chemical moiety having a structure of formula Ia or formula Ib, and a second chemical moiety having a structure of formula II: wherein the first chemical moiety is linked to the second chemical moiety via a single bond, and wherein exactly one substituent selected from the group consisting of T, W, X and Y is selected from the group consisting of R X wherein exactly one substituent selected from the group consisting of T, V, and W indicates the attachment position of a single bond connecting the first chemical moiety to the second chemical moiety, and T is R X and V is the attachment point of a single bond connecting the first chemical moiety and the second chemical moiety, then W is hydrogen.

Description

[Technical Field]

[0001] This invention relates to organic molecules and their applications in organic light-emitting diodes (OLEDs) and other optoelectronic devices. [Overview of the Initiative] [Problems that the invention aims to solve]

[0002] The problem that this invention aims to solve is to provide a molecule suitable for use in optoelectronic devices. [Means for solving the problem]

[0003] This objective is achieved by the present invention, which provides novel organic molecules. The organic molecules of the present invention are pure organic molecules, meaning they do not contain any metal ions, in contrast to metal complexes that are well known to be used in optoelectronic devices. [Effects of the Invention]

[0004] The organic molecule exhibits maximum emission in the blue, sky blue, green, or yellow spectral range, preferably in the blue, sky blue, and green spectral range, more preferably in the blue or green spectral range. The organic molecule exhibits maximum emission particularly in the range of 420 nm to 580 nm, preferably 440 nm to 560 nm, more preferably 440 nm to 480 nm, or 500 nm to 550 nm, most preferably 450 nm to 470 nm, or 520 nm to 540 nm. The photoluminescence quantum yield of the organic molecule according to the present invention is preferably 10% or more, more preferably 20% or more, even more preferably 30% or more, still more preferably 40% or more, and particularly preferably 50% or more. The molecule of the present invention exhibits thermally activated delayed fluorescence (TADF) in particular. The use of the molecule according to the present invention in photoelectronic devices, such as organic light-emitting diodes (OLEDs), results in even higher efficiency of the device. The corresponding OLED has even greater stability than known emitter materials and OLEDs with equivalent hues, and / or, when the molecule according to the present invention is used in an OLED display, it can more accurately reproduce the visible colors of nature, i.e., a higher resolution is achieved in the displayed image. In particular, the molecule can be used in combination with a fluorescent emitter to enable so-called hyperfluorescence. [Brief explanation of the drawing]

[0005] [Figure 1] This diagram shows the emission spectrum of Example 1 (10 wt%) in PMMA. [Figure 2] This figure shows the emission spectrum of Example 2 (10 wt%) in PMMA. [Figure 3] This figure shows the emission spectrum of Example 3 (10 wt%) in PMMA. [Figure 4] This figure shows the emission spectrum of Example 4 (10 wt%) in PMMA. [Figure 5] This diagram shows the emission spectrum of Example 5 (10 wt%) in PMMA. [Figure 6] This figure shows the emission spectrum of Example 6 (10 wt%) in PMMA. [Figure 7] This diagram shows the emission spectrum of Reference Example 7 (10 wt%) in PMMA. [Figure 8] This figure shows the emission spectrum of Example 8 (10 wt%) in PMMA. [Figure 9] This figure shows the emission spectrum of Example 9 (10 wt%) in PMMA. [Figure 10] This figure shows the emission spectrum of Example 10 (10 wt%) in PMMA. [Figure 11] This figure shows the emission spectrum of Example 11 (10 wt%) in PMMA. [Figure 12] This diagram shows the emission spectrum of Reference Example 12 (10 wt%) in PMMA. [Figure 13] This diagram shows the emission spectrum of Reference Example 13 (10 wt%) in PMMA. [Modes for carrying out the invention]

[0006] The organic molecule according to the present invention comprises or consists of the following: - A first chemical part (moiety) containing or consisting of the structure of chemical formula Ia or chemical formula Ib, and [ka] ...Chemical formula Ia [ka] ...Chemical formula Ib - A second chemical part containing or consisting of the structure of chemical formula II, [ka] ...Chemical formula II Here, the first chemical moiety is bonded to the second chemical moiety via a single bond. T is the bonding position of the single bond that bonds the first chemical moiety to the second chemical moiety, or R , , , , , , , , , , , X , BN , X , , , , , , , , , , X , 2 , X , BN and R X is selected from the group consisting of. V is the bonding position of the single bond that bonds the first chemical moiety to the second chemical moiety, or hydrogen (H). W is the bonding position of the single bond that bonds the first chemical moiety to the second chemical moiety, or R 2 and R X is selected from the group consisting of. X is R 2 and R X is selected from the group consisting of. Y is R 2 and R X is selected from the group consisting of. R X is selected from CN and CF3, or R X comprises or consists of the structure of Chemical Formula BN-I,

Chemical formula

[0007] According to the present invention, exactly one substituent selected from the group consisting of T, W, X, and Y is R X The substituent selected from the group consisting of T, V, and W indicates the bond position of the single bond connecting the first and second chemical parts.

[0008] TIFF0007842090000008.tif48170

[0009] In a particular embodiment of the present invention, T is the bond position of a single bond connecting the first chemical part and the second chemical part, and W is R X That is the case.

[0010] In a preferred embodiment of the present invention, T is the bond position of a single bond connecting the first chemical part and the second chemical part, and X is R X That is the case.

[0011] In a particular embodiment of the present invention, T is the bond position of a single bond connecting the first chemical part and the second chemical part, and Y is R X That is the case.

[0012] In a particular embodiment of the present invention, V is the bond position of a single bond connecting the first chemical part and the second chemical part, and T is R X That is the case.

[0013] In a particular embodiment of the present invention, V is the bond position of a single bond connecting the first chemical part and the second chemical part, and W is R X That is the case.

[0014] In a particular embodiment of the present invention, V is the bond position of a single bond connecting the first chemical part and the second chemical part, and X is R X That is the case.

[0015] In a particular embodiment of the present invention, T is the bond position of a single bond connecting the first chemical part and the second chemical part, and Y is R X That is the case.

[0016] In a particular embodiment of the present invention, W is the bond position of a single bond connecting the first chemical part and the second chemical part, and T is R X That is the case.

[0017] In a particular embodiment of the present invention, W is the bond position of a single bond connecting the first chemical part and the second chemical part, and X is R X That is the case.

[0018] In a particular embodiment of the present invention, W is the bond position of a single bond connecting the first chemical part and the second chemical part, and Y is R X That is the case.

[0019] In a particular embodiment of the present invention, R X It contains or consists of a structure with the chemical formula BN-I.

[0020] In a particular embodiment of the present invention, R X It contains or consists of the structure of chemical formula BN-Ia.

[0021] In a particular embodiment of the present invention, R X It contains or consists of the structure of the chemical formula BN-Ib.

[0022] In a particular embodiment of the present invention, R X It contains or consists of a structure with the chemical formula BN-Ic.

[0023] In a particular embodiment of the present invention, R X This is CF3.

[0024] In a particular embodiment of the present invention, R X This is CN.

[0025] In one embodiment of the present invention, in the first chemical portion, R 1 The following group is selected: Hydrogen, deuterium, OR 3 , Si(R 3 )3, CF3, CN, C1-C5 alkyl, This is one or more substituents R 3 It is arbitrarily replaced with, C6-C 18 Ariel, This is one or more substituents R 3 It can be arbitrarily replaced with. R 3 In each case, the following group is selected independently of each other: Hydrogen, deuterium, N(R) 4 )2, OR 4 , Si(R 4 )3, CF3, CN, F, C1-C5 alkyl, This is one or more substituents R 4 It is arbitrarily replaced with, C6-C 18 Ariel, This is one or more substituents R 4 It is arbitrarily replaced with, C3-C 15 Heteroaryl, This is one or more substituents R 4 It can be arbitrarily replaced with. R 2 In each case, the following group is selected independently of each other: Hydrogen, deuterium, C1-C5 alkyl, Here, one or more hydrogen atoms are arbitrarily substituted with deuterium. C6-C 18 Ariel, Here, one or more hydrogen atoms are R 5 It can be arbitrarily substituted in the base. Here, the two parts R included in the first chemical part b They bond together to form a Y group, which is a direct bond, CR 6 R 7 , C=CR 6 R 7 , C=O, C=NR 6 , NR 6 , O, SiR 6 R 7 The group is selected from S, S(O), and S(O)2. R a , R b , R c , R d , R 6 and R 7 In each case, the following group is selected independently of each other: Hydrogen, deuterium, N(R) 8 )2, OR 8 , Si(R 8 )3, F, CF3, CN, C1-C5 alkyl, This is one or more substituents R 8 It is arbitrarily replaced with, C6-C 18 Ariel, This is one or more substituents R 8 It is arbitrarily replaced with, C3-C 15 Heteroaryl, This is one or more substituents R 8 It can be arbitrarily replaced with. R 8 In each case, the following group is selected independently of each other: Hydrogen, deuterium, N(R) 9 )2, OR 9 , Si(R 9 )3, CF3, CN, F, C1-C5 alkyl, This is one or more substituents R 9 It is arbitrarily replaced with, C6-C 18 Ariel, This is one or more substituents R 9 It is arbitrarily replaced with, C3-C 15 Heteroaryl, This is one or more substituents R 9 It can be arbitrarily replaced with. Here, any substituent R a , R b , R c , R d , R 6 , R 7 and R 8 R is independent of each other. a , R b , R c , R d , R 6 , R 7 and R 8 Together with one or more adjacent substituents selected from, optionally form monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-condensed ring or ring system, where optionally the condensed ring system thus formed, consisting of an additional ring formed by each of the benzene rings a, b, c, d, e or f of chemical formula Ia or Ib and adjacent substituents, contains a total of 9 to 30 ring atoms, of which 1 to 3 atoms are heteroatoms independently selected from nitrogen (N), oxygen (O) and sulfur (S), where optionally the additional ring thus formed, has one or more substituents R 10 It can be arbitrarily replaced with. R 4 , R 9 and R 10 In each case, the following group is selected independently of each other: Hydrogen, deuterium, OPh, CF3, CN, F, N(Ph)2, C1-C5 alkyl, Here, one or more hydrogen atoms are arbitrarily substituted with deuterium, independently of each other. C6-C18 Ariel, Here, one or more hydrogen atoms are optionally substituted with deuterium, C1-C5 alkyl, Ph, or CN, independently of each other. C3-C 15 Heteroaryl, Here, one or more hydrogen atoms are optionally substituted independently of each other with deuterium, C1-C5 alkyl, Ph, or CN. R 5 In each case, the following group is selected independently of each other: Hydrogen, deuterium, OPh, CF3, F, N(Ph)2, C1-C5 alkyl, Here, one or more hydrogen atoms are arbitrarily substituted with deuterium, independently of each other. C6-C 18 Ariel, Here, one or more hydrogen atoms are optionally substituted with deuterium, C1-C5 alkyl, Ph, or CN, independently of each other. C3-C 15 Heteroaryl, Here, one or more hydrogen atoms are optionally substituted independently of each other with deuterium, C1-C5 alkyl, Ph, or CN.

[0026] In a preferred embodiment of the present invention, in the first chemical portion, R 1 The following group is selected: Hydrogen, deuterium, C1-C5 alkyl, This is one or more substituents R 3 It is arbitrarily replaced with, C6-C 18 Ariel, This is one or more substituents R 3 It can be arbitrarily replaced with. R 3 In each case, the following group is selected independently of each other: Hydrogen, deuterium, N(Ph)2, OPh, Si(Me)3, Si(Ph)3, CF3, CN, F, C1-C5 alkyl, This is one or more substituents R 4 It is arbitrarily replaced with, C6-C 18 Ariel, This is one or more substituents R 4 It is arbitrarily replaced with, C3-C 15 Heteroaryl, This is one or more substituents R 4 It can be arbitrarily replaced with. R 2 In each case, the following group is selected independently of each other: Hydrogen, deuterium, C1-C5 alkyl, Here, one or more hydrogen atoms are arbitrarily substituted with deuterium. C6-C 18 Ariel, Here, one or more hydrogen atoms are R 5 It can be arbitrarily substituted in the base. Here, the two parts R included in the first chemical part b They bond together to form a Y group, which is a direct bond, C=O, NR 6 , O, SiR 6 R 7 The group is selected from S, S(O), and S(O)2. R a , R b , R c , R d , R 6 and R 7 In each case, the following group is selected independently of each other: Hydrogen, deuterium, OPh, Si(Me)3, Si(Ph)3, N(Ph)2, CF3, CN, C1-C5 alkyl, This is one or more substituents R 8 It is arbitrarily replaced with, C6-C 18 Ariel, This is one or more substituents R 8 It is arbitrarily replaced with, C3-C 15 Heteroaryl, This is one or more substituents R 8It can be arbitrarily replaced with. R 8 In each case, the following group is selected independently of each other: Hydrogen, deuterium, OPh, Si(Me)3, Si(Ph)3, CF3, CN, F, C1-C5 alkyl, This is one or more substituents R 9 It is arbitrarily replaced with, C6-C 18 Ariel, This is one or more substituents R 9 It is arbitrarily replaced with, C3-C 15 Heteroaryl, This is one or more substituents R 9 It can be arbitrarily replaced with. Here, any substituent R a , R b , R c , R d , R 6 , R 7 and R 8 R is independent of each other. a , R b , R c , R d , R 6 , R 7 and R 8 Together with one or more adjacent substituents selected from, optionally form monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-condensed ring or ring system, where optionally the condensed ring system thus formed, consisting of a benzene ring a, b, c, d, e or f of chemical formula Ia or Ib and an additional ring formed by adjacent substituents, contains a total of 9 to 30 ring atoms, of which 1 to 3 atoms are heteroatoms independently selected from nitrogen (N), oxygen (O) and sulfur (S), where optionally the additional ring thus formed, has one or more substituents R 10 It can be arbitrarily replaced with. R 4 , R 9 and R 10 In each case, the following group is selected independently of each other: Hydrogen, deuterium, OPh, CF3, CN, F, N(Ph)2, C1-C5 alkyl, Here, one or more hydrogen atoms are arbitrarily substituted with deuterium, independently of each other. C6-C 18 Ariel, Here, one or more hydrogen atoms are optionally substituted with deuterium, C1-C5 alkyl, Ph, or CN, independently of each other. C3-C 15 Heteroaryl, Here, one or more hydrogen atoms are optionally substituted independently of each other with deuterium, C1-C5 alkyl, Ph, or CN. R 5 In each case, the following group is selected independently of each other: Hydrogen, deuterium, OPh, CF3, F, N(Ph)2, C1-C5 alkyl, Here, one or more hydrogen atoms are arbitrarily substituted with deuterium, independently of each other. C6-C 18 Ariel, Here, one or more hydrogen atoms are independent of each other, deuterium, Me, i Pr, t Bu, Ph, or CN can be optionally replaced. C3-C 15 Heteroaryl, Here, one or more hydrogen atoms are independent of each other, deuterium, Me, i Pr, t It can be optionally replaced with Bu, Ph, or CN.

[0027] In a more preferred embodiment of the present invention, in the first chemical portion, R 1 The following group is selected: Hydrogen, deuterium, C1-C5 alkyl, This is one or more substituents R 3 It is arbitrarily replaced with, C6-C 18 Ariel, This is one or more substituents R 3It can be arbitrarily replaced with. R 3 In each case, the following group is selected independently of each other: Hydrogen, deuterium, N(Ph)2, OPh, Si(Me)3, Si(Ph)3, CF3, CN, F, C1-C5 alkyl, Here, one or more hydrogen atoms are arbitrarily substituted with deuterium, independently of each other. C6-C 18 Ariel, Here, one or more hydrogen atoms are independent of each other, deuterium, Me, i Pr, t It can be optionally replaced with Bu, Ph, or CN. R 2 In each case, the following group is selected independently of each other: Hydrogen, deuterium, C1-C5 alkyl, Here, one or more hydrogen atoms are arbitrarily substituted with deuterium. C6-C 18 Ariel, Here, one or more hydrogen atoms are deuterium, Me, i Pr, t It can be optionally replaced with Bu or Ph. Here, the two parts R included in the first chemical part b They bond together to form a Y group, which is a direct bond in each case. R a , R b , R c and R d In each case, the following group is selected independently of each other: Hydrogen, deuterium, CF3, CN, N(Ph)2, C1-C5 alkyl, Here, one or more hydrogen atoms are optionally substituted with deuterium, CN, CF3, F, or Ph, independently of each other. C6-C 18 Ariel, Here, one or more hydrogen atoms are independent of each other, deuterium, Me, i Pr, tBu, CF3, CN, or Ph can be optionally replaced. One or more hydrogen atoms independently form deuterium, Me, i Pr, t Pyridinyl optionally substituted with Bu, CF3, CN, or Ph, One or more hydrogen atoms independently form deuterium, Me, i Pr, t Pyrimidinyl optionally substituted with Bu, CF3, CN, or Ph, One or more hydrogen atoms independently form deuterium, Me, i Pr, t Carbazolyl optionally substituted with Bu, CF3, CN, or Ph, One or more hydrogen atoms independently form deuterium, Me, i Pr, t Triazinyls optionally substituted with Bu, CF3, CN, or Ph. Here, any substituent R a , R b , R c and R d R is independent of each other. a , R b , R c and R d Together with one or more adjacent substituents selected from, optionally form monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-condensed ring or ring system, where optionally the condensed ring system thus formed, consisting of a benzene ring a, b, c, d, e or f of chemical formula Ia or Ib and an additional ring formed by adjacent substituents, contains a total of 9 to 30 ring atoms, of which 1 to 3 atoms are heteroatoms independently selected from nitrogen (N), oxygen (O) and sulfur (S), where optionally the additional ring thus formed, has one or more substituents R 10 It can be arbitrarily replaced with. R 10 In each case, the following group is selected independently of each other: Hydrogen, deuterium, OPh, CF3, CN, F, N(Ph)2, Me, i Pr, t Bu, C6-C18 Ariel, Here, one or more hydrogen atoms are independent of each other, deuterium, Me, i Pr, t It can be optionally replaced with Bu or Ph.

[0028] In a more preferred embodiment of the present invention, in the first chemical portion, R 1 The following group is selected: Hydrogen, deuterium, C1-C5 alkyl, This is one or more substituents R 3 It is arbitrarily replaced with, C6-C 18 Ariel, This is one or more substituents R 3 It can be arbitrarily replaced with. R 3 In each case, the following group is selected independently of each other: Hydrogen, deuterium, N(Ph)2, OPh, Si(Me)3, Si(Ph)3, CF3, CN, F, C1-C5 alkyl, Here, one or more hydrogen atoms are arbitrarily substituted with deuterium, independently of each other. C6-C 18 Ariel, Here, one or more hydrogen atoms are independent of each other, deuterium, Me, i Pr, t It can be optionally replaced with Bu, Ph, or CN. R 2 In each case, the following group is selected independently of each other: Hydrogen, deuterium, C1-C5 alkyl, Here, one or more hydrogen atoms are arbitrarily substituted with deuterium. C6-C 18 Ariel, Here, one or more hydrogen atoms are deuterium, Me, i Pr, t It can be optionally replaced with Bu or Ph. Here, the two parts R included in the first chemical partb They bond together to form a Y group, which is a direct bond in each case. R a , R b , R c and R d In each case, the following group is selected independently of each other: Hydrogen, deuterium, CF3, CN, N(Ph)2, C1-C5 alkyl, Here, one or more hydrogen atoms are optionally substituted with deuterium, CN, CF3, F, or Ph, independently of each other. One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph, optionally replaced with Bu, CF3, CN, or Ph. One or more hydrogen atoms independently form deuterium, Me, i Pr, t Carbazolyl optionally substituted with Bu, CF3, CN, or Ph, One or more hydrogen atoms independently form deuterium, Me, i Pr, t Triazinyls optionally substituted with Bu, CF3, CN, or Ph. Here, any substituent R a , R b , R c and R d R is independent of each other. a , R b , R c and R d Together with one or more adjacent substituents selected from, optionally form monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-condensed ring or ring system, where optionally the condensed ring system thus formed, consisting of a benzene ring a, b, c, d, e or f of chemical formula Ia or Ib and an additional ring formed by adjacent substituents, contains a total of 9 to 30 ring atoms, of which 1 to 3 atoms are heteroatoms independently selected from nitrogen (N), oxygen (O) and sulfur (S), where optionally the additional ring thus formed, has one or more substituents R 10 It can be arbitrarily replaced with. R 10 In each case, the following group is selected independently of each other: Hydrogen, deuterium, OPh, CF3, CN, F, N(Ph)2, Me, i Pr, t Bu, One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph, optionally replaced by Bu or Ph.

[0029] In a more preferred embodiment of the present invention, in the first chemical portion, R 1 The following group is selected: Hydrogen, deuterium, Me, i Pr, t Bu, and One or more substituents R 3 Ph, which has been arbitrarily substituted. R 3 In each case, the following group is selected independently of each other: Hydrogen, deuterium, CF3, CN, Me, i Pr, t Bu, and One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph is optionally replaced with Bu, Ph, or CN. R 2 In each case, the following group is selected independently of each other: Hydrogen, deuterium, Me, i Pr, t Bu, and One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph, optionally replaced by Bu or Ph. Here, the two parts R included in the first chemical part b They bond together to form a Y group, which is a direct bond in each case. R a , R b , R c and Rd In each case, the following group is selected independently of each other: Hydrogen, deuterium, CN, CF3, N(Ph)2, Me, i Pr, t Bu, One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph, optionally replaced with Bu, CF3, CN, or Ph. One or more hydrogen atoms independently form deuterium, Me, i Pr, t Carbazolyl optionally substituted with Bu, CF3, CN, or Ph. Here, any substituent R a , R b , R c and R d R is independent of each other. a , R b , R c and R d Together with one or more adjacent substituents selected from, optionally form monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-condensed ring or ring system, where optionally the condensed ring system thus formed, consisting of a benzene ring a, b, c, d, e or f of chemical formula Ia or Ib and an additional ring formed by adjacent substituents, contains a total of 9 to 30 ring atoms, of which 1 to 3 atoms are heteroatoms independently selected from nitrogen (N), oxygen (O) and sulfur (S), where optionally the additional ring thus formed, has one or more substituents R 10 It can be arbitrarily replaced with. R 10 In each case, the following group is selected independently of each other: Hydrogen, deuterium, CF3, CN, Me, i Pr, t Bu, One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph, optionally replaced by Bu or Ph.

[0030] In a more preferred embodiment of the present invention, in the first chemical portion, R 1 The following group is selected: Hydrogen, deuterium, Me, i Pr, t Bu, and One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph is optionally replaced with Bu, Ph, or CN. R 2 In each case, the following group is selected independently of each other: Hydrogen, deuterium, Me, i Pr, t Bu, and One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph, optionally replaced by Bu or Ph. Here, the two parts R included in the first chemical part b They bond together to form a Y group, which is a direct bond in each case. R a , R b , R c and R d In each case, the following group is selected independently of each other: Hydrogen, deuterium, CN, Me, i Pr, t Bu, One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph is optionally replaced with Bu, CN, or Ph. Here, any substituent R a , R b , R c and R d R is independent of each other. a , R b , R c and R dTogether with one or more adjacent substituents selected from, optionally form monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-condensed ring or ring system, where optionally the condensed ring system thus formed, consisting of a benzene ring a, b, c, d, e or f of chemical formula Ia or Ib and an additional ring formed by adjacent substituents, contains a total of 9 to 30 ring atoms, of which 1 to 3 atoms are heteroatoms independently selected from nitrogen (N), oxygen (O) and sulfur (S), where optionally the additional ring thus formed, has one or more substituents R 10 It can be arbitrarily replaced with. R 10 In each case, the following group is selected independently of each other: Hydrogen, deuterium, CN, Me, i Pr, t Bu, One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph, optionally replaced by Bu or Ph.

[0031] In a particularly preferred embodiment of the present invention, in the first chemical portion, R 1 The following group is selected: Hydrogen, deuterium, Me, i Pr, t Bu, and one or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph is optionally replaced with Bu, Ph, or CN. R 2 In each case, the elements are independently selected from hydrogen and deuterium. Here, the two parts R included in the first chemical part b They bond together to form a Y group, which is a direct bond in each case. R a , R b , R c and R d In each case, the following group is selected independently of each other: Hydrogen, deuterium, CN, Me, i Pr, t Bu, One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph is optionally replaced with Bu, CN, or Ph. Here, any substituent R a , R b , R c and R d R is independent of each other. a , R b , R c and R d Together with one or more adjacent substituents selected from, optionally form monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-condensed ring or ring system, where optionally the condensed ring system thus formed, consisting of a benzene ring a, b, c, d, e or f of chemical formula Ia or Ib and an additional ring formed by adjacent substituents, contains a total of 9 to 30 ring atoms, of which 1 to 3 atoms are heteroatoms independently selected from nitrogen (N), oxygen (O) and sulfur (S), where optionally the additional ring thus formed, has one or more substituents R 10 It can be arbitrarily replaced with. R 10 In each case, the following group is selected independently of each other: Hydrogen, deuterium, Me, i Pr, t Bu, One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph, optionally replaced by Bu or Ph.

[0032] In one embodiment of the present invention, substituent R a , R b , R c , R d , R 6 , R 7 and R 8 Any substituent selected from substituent R a , R b , Rc , R d , R 6 , R 7 and R 8 It does not form any additional rings or ring systems with any adjacent substituents selected from it.

[0033] In one embodiment of the present invention, R a , R b , R c and R d In each case, it is hydrogen.

[0034] In one embodiment of the present invention, R a , R c and R d In each case, is hydrogen, and the two Rs mentioned above b The groups combine to form a Y group, which is a direct bond in each case.

[0035] In one embodiment of the present invention, the first chemical portion includes or consists of a structure of any one of the chemical formulas Ia-1, Ib-1, Ia-2, and Ib-2: [ka] ...Chemical formula Ia-1 [ka] ...Chemical formula Ib-1 [ka] ...Chemical formula Ia-2 [ka] ...Chemical formula Ib-2 Here, the dotted line indicates a single bond connecting the first and second chemical parts, and separately, the aforementioned definition applies.

[0036] In one embodiment of the present invention, the first chemical part includes or comprises a structure of any one of the chemical formulas Ia-1 and Ia-2, to which the above definitions apply.

[0037] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ib-1 and Ib-2, to which the above definitions apply.

[0038] In one embodiment of the present invention, the first chemical part includes or comprises a structure of any one of the chemical formulas Ia-1 and Ib-1, to which the above definitions apply.

[0039] In one embodiment of the present invention, the first chemical part includes or comprises a structure of any one of the chemical formulas Ia-2 and Ib-2, to which the above definitions apply.

[0040] In a preferred embodiment of the present invention, the first chemical portion includes or consists of a structure of any one of the chemical formulas Ia-1-1, Ib-1-1, Ia-2-1, and Ib-2-1: [ka] ...Chemical formula Ia-1-1 [ka] ...Chemical formula Ib-1-1 [ka] ...Chemical formula Ia-2-1 [ka] ...Chemical formula Ib-2-1 Here, the dotted line indicates a single bond connecting the first and second chemical parts, and separately, the aforementioned definition applies.

[0041] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ia-1-1 and Ia-2-1, to which the above definitions apply.

[0042] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ib-1-1 and Ib-2-1, to which the above definitions apply.

[0043] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ia-1-1 and Ib-1-1, to which the above definitions apply.

[0044] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ia-2-1 and Ib-2-1, to which the above definitions apply.

[0045] In a preferred embodiment of the present invention, the first chemical portion includes or consists of a structure of any one of the chemical formulas Ia-1-1-a, Ia-1-1-b, Ib-1-1-a, Ib-1-1-b, Ia-2-1-a, Ia-2-1-b, Ib-2-1-a, and Ib-2-1-b: [ka] ...Chemical formula Ia-1-1-a [ka] ...Chemical formula Ib-1-1-a [ka] ...Chemical formula Ia-2-1-a [ka] ...Chemical formula Ib-2-1-a [ka] ...Chemical formula Ia-1-1-b [ka] ...Chemical formula Ib-1-1- [ka] ...Chemical formula Ia-2-1-b [ka] ...Chemical formula Ib-2-1-b Here, the dotted line indicates a single bond connecting the first and second chemical parts, and separately, the aforementioned definition applies.

[0046] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ia-1-1-a and Ia-1-1-b, to which the above definitions apply.

[0047] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ib-1-1-a and Ib-1-1-b, to which the above definitions apply.

[0048] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ia-2-1-a and Ia-2-1-b, to which the above definitions apply.

[0049] In one embodiment of the present invention, the first chemical part includes or consists of a structure having any one of the chemical formulas Ib-2-1-a and Ib-2-1-b, to which the above definitions apply.

[0050] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ia-1-1-a and Ia-2-1-a, to which the above definitions apply.

[0051] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ib-1-1-a and Ib-2-1-a, to which the above definitions apply.

[0052] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ia-1-1-a and Ib-1-1-a, to which the above definitions apply.

[0053] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ia-2-1-a and Ib-2-1-a, to which the above definitions apply.

[0054] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ia-1-1-b and Ia-2-1-b, to which the above definitions apply.

[0055] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ib-1-1-b and Ib-2-1-b, to which the above definitions apply.

[0056] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ia-1-1-b and Ib-1-1-b, to which the above definitions apply.

[0057] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ia-2-1-b and Ib-2-1-b, to which the above definitions apply.

[0058] In a preferred embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ia-1-1-a, Ib-1-1-a, Ia-1-1-b, and Ib-1-1-b, to which the above definitions apply.

[0059] In another preferred embodiment of the present invention, the first chemical part comprises or consists of a structure of any one of the chemical formulas Ia-1-2-a, Ib-1-2-a, Ia-2-1-b and Ib-2-1-b, where the above definitions apply.

[0060] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ia-1-1-a, Ia-1-1-b, Ia-2-1-a, and Ia-2-1-b, to which the above definitions apply.

[0061] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ib-1-1-a, Ib-1-1-b, Ib-2-1-a, and Ib-2-1-b, to which the above definitions apply.

[0062] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ia-1-1-a, Ib-1-1-a, Ia-2-1-a, and Ib-2-1-a, to which the above definitions apply.

[0063] In one embodiment of the present invention, the first chemical part includes or consists of a structure of any one of the chemical formulas Ia-1-1-b, Ib-1-1-b, Ia-2-1-b, and Ib-2-1-b, to which the above definitions apply.

[0064] In one embodiment of the present invention, the R of the second chemical portion e , R f , R g , R 11 and R 12 In each case, the following group is selected independently of each other: Hydrogen, deuterium, N(R) 13 )2, OR 13 , Si(R 13 )3, F, CF3, CN, C1-C5 alkyl, This is one or more substituents R 13 It is arbitrarily replaced with, C6-C 18 Ariel, This is one or more substituents R 13 It is arbitrarily replaced with, C3-C 15 Heteroaryl, This is one or more substituents R 13 It can be arbitrarily replaced with. R 13 In each case, the following group is selected independently of each other: Hydrogen, deuterium, N(R) 14 )2, OR 14 , Si(R 14 )3, CF3, CN, F, C1-C5 alkyl, This is one or more substituents R 14 It is arbitrarily replaced with, C6-C 18 Ariel, This is one or more substituents R 14 It is arbitrarily replaced with, C3-C 15 Heteroaryl, This is one or more substituents R 14It can be arbitrarily replaced with. Here, any substituent R e , R f , R g , R 11 , R 12 and R 13 R is independent of each other. e , R f , R g , R 11 , R 12 and R 13 Together with one or more adjacent substituents selected from, optionally form monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-condensed rings or ring systems, where optionally the structure thus formed, having chemical formula II (counted as 13 or 14 ring atoms in total due to the properties of Z), and the condensed ring system consisting of additional rings formed by adjacent substituents, contains a total of 16 to 30 ring atoms, of which 1 to 3 atoms are heteroatoms independently selected from nitrogen (N), oxygen (O), and sulfur (S), where optionally the additional rings thus formed, have one or more substituents R 15 It can be arbitrarily replaced with. R 14 and R 15 In each case, the following group is selected independently of each other: Hydrogen, deuterium, OPh, CF3, CN, F, N(Ph)2, C1-C5 alkyl, Here, one or more hydrogen atoms are arbitrarily substituted with deuterium, independently of each other. C6-C 18 Ariel, Here, one or more hydrogen atoms are optionally substituted with deuterium, C1-C5 alkyl, Ph, or CN, independently of each other. C3-C 15 Heteroaryl, Here, one or more hydrogen atoms are optionally substituted independently of each other with deuterium, C1-C5 alkyl, Ph, or CN.

[0065] In one embodiment of the present invention, the R of the second chemical portion e , Rf , R g , R 11 and R 12 In each case, the following group is selected independently of each other: Hydrogen, deuterium, N(R) 8 )2, OR 8 , Si(R 8 )3, F, CF3, CN, C1-C5 alkyl, This is one or more substituents R 13 It is arbitrarily replaced with, C6-C 18 Ariel, This is one or more substituents R 13 It is arbitrarily replaced with, C3-C 15 Heteroaryl, This is one or more substituents R 13 It can be arbitrarily replaced with. R 13 In each case, the following group is selected independently of each other: Hydrogen, deuterium, OPh, CF3, CN, F, N(Ph)2, C1-C5 alkyl, Here, one or more hydrogen atoms are arbitrarily substituted with deuterium, independently of each other. C6-C 18 Ariel, Here, one or more hydrogen atoms are optionally substituted with deuterium, C1-C5 alkyl, Ph, or CN, independently of each other. C3-C 15 Heteroaryl, Here, one or more hydrogen atoms are optionally substituted independently of each other with deuterium, C1-C5 alkyl, Ph, or CN. Here, any substituent R e , R f , R g , R 11 and R 12 R is independent of each other. e , R f , R g , R 11 and R 12Together with one or more adjacent substituents selected from, optionally form a monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-fused ring or ring system, wherein optionally the structure formed in this way, counted as a total of 13 or 14 ring atoms according to Chemical Formula II (due to the nature of Z), and the fused ring system composed of the additional rings formed by adjacent substituents contains a total of 16 to 30 ring atoms, 1 to 3 of which atoms are, independently of each other, heteroatoms selected from nitrogen (N), oxygen (O) and sulfur (S), wherein optionally the additional rings formed in this way are substituted with one or more substituents R 15 are optionally substituted with. R 15 is, in each case independently of one another, selected from the group consisting of: hydrogen, deuterium, OPh, CF3, CN, F, N(Ph)2, C1-C5 alkyl, wherein one or more hydrogen atoms are, independently of each other, optionally substituted with deuterium, C6-C 18 aryl, wherein one or more hydrogen atoms are, independently of each other, optionally substituted with deuterium, C1-C5 alkyl, Ph or CN.

[0066] In one embodiment of the present invention, R of the second chemical moiety e , R f , R g , R 11 and R 12 is, in each case independently of one another, selected from the group consisting of: hydrogen, deuterium, N(R 8 )2, OR 8 , Si(R 8 )3, F, CF3, CN, C1-C5 alkyl, which is optionally substituted with one or more substituents R 13 , C6-C 18 aryl, which is optionally substituted with one or more substituents R 13 , C3-C15 Heteroaryl, This is one or more substituents R 13 It can be arbitrarily replaced with. R 13 In each case, the following group is selected independently of each other: Hydrogen, deuterium, Me, i Pr, t Bu, CF3, CN, F, N(Ph)2, C6-C 18 Ariel, Here, one or more hydrogen atoms are optionally substituted independently of each other with deuterium, C1-C5 alkyl, Ph, or CN. Here, any substituent R e , R f , R g , R 11 and R 12 R is independent of each other. e , R f , R g , R 11 and R 12 Together with one or more adjacent substituents selected from, optionally form monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-condensed ring or ring system, where optionally the structure thus formed, having chemical formula II (counted as 13 or 14 ring atoms in total due to the properties of Z), and the condensed ring system consisting of additional rings formed by adjacent substituents, comprises a total of 16 to 30 ring atoms, of which 1 to 3 atoms are heteroatoms independently selected from nitrogen (N), oxygen (O), and sulfur (S), where optionally the additional ring thus formed comprises one or more substituents R 15 It can be arbitrarily replaced with. R 15 In each case, the following group is selected independently of each other: Hydrogen, deuterium, OPh, CF3, CN, F, N(Ph)2, C1-C5 alkyl, Here, one or more hydrogen atoms are arbitrarily substituted with deuterium, independently of each other. C6-C 18 Ariel, Here, one or more hydrogen atoms are independent of each other, deuterium, Me, i Pr, t It can be optionally replaced with Bu, Ph, or CN.

[0067] In a preferred embodiment of the present invention, the second chemical portion R e , R f , R g , R 11 and R 12 In each case, the following group is selected independently of each other: Hydrogen, deuterium, N(Ph)2, OPh, Si(Me)3, Si(Ph)3, F, CF3, CN, C6-C 18 Ariel, Here, one or more hydrogen atoms are independent of each other, deuterium, Me, i Pr, t Bu, CF3, CN, or Ph can be optionally replaced. C3-C 15 Heteroaryl, Here, one or more hydrogen atoms are independent of each other, deuterium, Me, i Pr, t It can be optionally replaced with Bu, CF3, CN, or Ph. Here, any substituent R e , R f , R g , R 11 and R 12 R is independent of each other. e , R f , R g , R 11 and R 12Together with one or more adjacent substituents selected from, optionally form a monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-fused ring or ring system, where the structure formed in this way, optionally (counted as a total of 13 or 14 ring atoms due to the nature of Z) according to Chemical Formula II, and the fused ring system composed of the additional rings formed by the adjacent substituents contains a total of 16 to 30 ring atoms, of which 1 to 3 atoms are, independently of each other, heteroatoms selected from nitrogen (N), oxygen (O) and sulfur (S), where the additional rings formed in this way are optionally substituted with one or more substituents R 15 and are optionally substituted with R 15 is, in each case independently of each other, selected from the group consisting of: hydrogen, deuterium, CN, Me, i Pr, t Bu, and Ph in which one or more hydrogen atoms are independently of each other optionally substituted with deuterium, Me, i Pr, t Bu, Ph or CN.

[0068] In a more preferred embodiment of the present invention, R e of the second chemical moiety, R f of the second chemical moiety, R g of the second chemical moiety, R 11 of the second chemical moiety and R 12 of the second chemical moiety are, in each case independently of each other, selected from the group consisting of: hydrogen, deuterium, Me, i Pr, t Bu, CN, N(Ph)2, Ph in which one or more hydrogen atoms are independently of each other optionally substituted with deuterium, Me, i Pr, t Bu, CN, CF3 or Ph. Pyridinyl in which one or more hydrogen atoms are independently of each other optionally substituted with deuterium, Me, i Pr, t Bu, CN, CF3 or Ph. Pyridinyl in which one or more hydrogen atoms are independently of each other optionally substituted with deuterium, Me, i Pr, tPyrimidinyl optionally substituted with Bu, CN, CF3, or Ph, One or more hydrogen atoms independently form deuterium, Me, i Pr, t Carbazolyl optionally substituted with Bu, CN, CF3 or Ph, One or more hydrogen atoms independently form deuterium, Me, i Pr, t Triazinyls optionally substituted with Bu, CN, CF3, or Ph. Here, any substituent R e , R f , R g , R 11 and R 12 R is independent of each other. e , R f , R g , R 11 and R 12 Together with one or more adjacent substituents selected from, optionally form monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-condensed ring or ring system, where optionally the structure thus formed, having chemical formula II (counted as 13 or 14 ring atoms in total due to the properties of Z), and the condensed ring system consisting of additional rings formed by adjacent substituents, comprises a total of 16 to 30 ring atoms, of which 1 to 3 atoms are heteroatoms independently selected from nitrogen (N), oxygen (O), and sulfur (S), where optionally the additional ring thus formed comprises one or more substituents R 15 It can be arbitrarily replaced with. R 15 In each case, the following group is selected independently of each other: Hydrogen, deuterium, CN, Me, i Pr, t Bu, and One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph is optionally replaced with Bu, Ph, or CN.

[0069] In a more preferred embodiment of the present invention, the second chemical portion R e , Rf , R g , R 11 and R 12 In each case, the following group is selected independently of each other: Hydrogen, deuterium, Me, i Pr, t Bu, CN, CF3, N(Ph)2, One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph, optionally replaced with Bu, CN, CF3, or Ph. One or more hydrogen atoms independently form deuterium, Me, i Pr, t Carbazolyl optionally substituted with Bu, CN, CF3 or Ph, One or more hydrogen atoms independently form deuterium, Me, i Pr, t Triazinyls optionally substituted with Bu, CN, CF3, or Ph. Here, any substituent R e , R f , R g , R 11 and R 12 R is independent of each other. e , R f , R g , R 11 and R 12 Together with one or more adjacent substituents selected from, optionally form monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-condensed ring or ring system, where optionally the structure thus formed, having chemical formula II (counted as 13 or 14 ring atoms in total due to the properties of Z), and the condensed ring system consisting of additional rings formed by adjacent substituents, comprises a total of 16 to 30 ring atoms, of which 1 to 3 atoms are heteroatoms independently selected from nitrogen (N), oxygen (O), and sulfur (S), where optionally the additional ring thus formed comprises one or more substituents R 15 It can be arbitrarily replaced with. R 15 In each case, the following group is selected independently of each other: Hydrogen, deuterium, Me, i Pr, t Bu, and One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph, optionally replaced by Bu or Ph.

[0070] In a more preferred embodiment of the present invention, the second chemical portion R e , R f , R g , R 11 and R 12 In each case, the following group is selected independently of each other: Hydrogen, deuterium, Me, i Pr, t Bu, CN, N(Ph)2, One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph, optionally replaced by Bu, CN, or Ph. One or more hydrogen atoms independently form deuterium, Me, i Pr, t Carbazolyl optionally substituted with Bu, CN, or Ph. Here, any substituent R e , R f , R g , R 11 and R 12 R is independent of each other. e , R f , R g , R 11 and R 12Together with one or more adjacent substituents selected from, optionally form monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-condensed ring or ring system, where optionally the structure thus formed, having chemical formula II (counted as 13 or 14 ring atoms in total due to the properties of Z), and the condensed ring system consisting of additional rings formed by adjacent substituents, comprises a total of 16 to 30 ring atoms, of which 1 to 3 atoms are heteroatoms independently selected from nitrogen (N), oxygen (O), and sulfur (S), where optionally the additional ring thus formed comprises one or more substituents R 15 It can be arbitrarily replaced with. R 15 In each case, the following group is selected independently of each other: Hydrogen, deuterium, Me, i Pr, t Bu, and One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph is optionally substituted with Bu and Ph.

[0071] In a more preferred embodiment of the present invention, the second chemical portion R e , R f , R g , R 11 and R 12 In each case, the following group is selected independently of each other: Hydrogen, deuterium, Me, i Pr, t Bu, CN, and One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph is optionally substituted with Bu, CN, and Ph. Here, any substituent R e , R f , R g , R 11 and R 12 R is independent of each other. e , R f , R g , R 11 and R12 Together with one or more adjacent substituents selected from, optionally form monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-condensed ring or ring system, where optionally the structure thus formed, having chemical formula II (counted as 13 or 14 ring atoms in total due to the properties of Z), and the condensed ring system consisting of additional rings formed by adjacent substituents, comprises a total of 16 to 30 ring atoms, of which 1 to 3 atoms are heteroatoms independently selected from nitrogen (N), oxygen (O), and sulfur (S), where optionally the additional ring thus formed comprises one or more substituents R 15 It can be arbitrarily replaced with. R 15 In each case, the following group is selected independently of each other: Hydrogen, deuterium, Me, i Pr, t Bu, and One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph, optionally replaced by Bu or Ph.

[0072] In a particularly preferred embodiment of the present invention, the R of the second chemical portion e , R f , R g , R 11 and R 12 In each case, the following group is selected independently of each other: Hydrogen, deuterium, Me, i Pr, t Bu, and One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph is optionally substituted with Bu and Ph. Here, any substituent R e , R f , R g , R 11 and R 12 R is independent of each other. e , R f , R g , R 11and R 12 Together with one or more adjacent substituents selected from, optionally form monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-condensed ring or ring system, where optionally the structure thus formed, having chemical formula II (counted as 13 or 14 ring atoms in total due to the properties of Z), and the condensed ring system consisting of additional rings formed by adjacent substituents, comprises a total of 16 to 30 ring atoms, of which 1 to 3 atoms are heteroatoms independently selected from nitrogen (N), oxygen (O), and sulfur (S), where optionally the additional ring thus formed comprises one or more substituents R 15 It can be arbitrarily replaced with. R 15 In each case, the following group is selected independently of each other: Hydrogen, deuterium, Me, i Pr, t Bu and Ph.

[0073] In one embodiment of the present invention, R e In each case, hydrogen, or R as described above. e , R f , R g , R 11 and R 12 Selected adjacent substituents form an additional ring or ring system.

[0074] In a preferred embodiment of the present invention, the second chemical part includes or consists of the structure of chemical formula II-a: [ka] ...Chemical formula II-a Here, the aforementioned definition applies.

[0075] In one embodiment of the present invention, the second chemical part includes or consists of a structure of any one of the chemical formulas II-a-1, II-a-2, II-a-3, II-a-4, II-a-5, II-a-6, II-a-7, II-a-8, II-a-9, II-a-10, II-a-11, II-a-12, II-a-13, II-a-14, and II-a-15: [ka] ...Chemical formula II-a-1 [ka] ...Chemical formula II-a-2 [ka] ...Chemical formula II-a-3 [ka] ...Chemical formula II-a-4 [ka] ...Chemical formula II-a-5 [ka] ...Chemical formula II-a-6 [ka] ...Chemical formula II-a-7 [ka] ...Chemical formula II-a-8 [ka] ...Chemical formula II-a-9 [ka] ...Chemical formula II-a-10 [ka] ...Chemical formula II-a-11 [ka] ...Chemical formula II-a-12 [ka] ...Chemical formula II-a-13 [ka] ...Chemical formula II-a-14 [ka] ...Chemical formula II-a-15 Here, X is C(R 16 )2, NR 16 Selected from the group consisting of O and S, R 16 In each case, the following group is selected independently of each other: Hydrogen, deuterium, Me, i Pr, t Bu, and One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph is optionally substituted with Bu and Ph.

[0076] In a preferred embodiment of the present invention, the second chemical portion includes or consists of a structure of any one of the chemical formulas II-a-1, II-a-5, II-a-9, II-a-10, II-a-11, II-a-12, II-a-13, II-a-14, and II-a-15: [ka] ...Chemical formula II-a-1 [ka] ...Chemical formula II-a-5 [ka] ...Chemical formula II-a-9 [ka] ...Chemical formula II-a-10 [ka] ...Chemical formula II-a-11 [ka] ...Chemical formula II-a-12 [ka] ...Chemical formula II-a-13 [ka] ...Chemical formula II-a-14 [ka] ...Chemical formula II-a-15 Here, X is C(R 16 )2, NR 16 Selected from O and S, R 16 In each case, the following group is selected independently of each other: Hydrogen, deuterium, Me, i Pr, t Bu, and One or more hydrogen atoms independently form deuterium, Me, i Pr, t Ph is optionally substituted with Bu and Ph.

[0077] In one embodiment of the present invention, the second chemical part includes or comprises a structure according to chemical formula II-a-1, to which the above definition applies.

[0078] In one embodiment of the present invention, the second chemical part includes or comprises a structure according to chemical formula II-a-5, to which the above definition applies.

[0079] In a preferred embodiment of the present invention, the second chemical part comprises or consists of a structure according to chemical formula II-a-1 or chemical formula II-a-5, to which the above definitions apply.

[0080] The following are examples of the second chemical part: [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] Hereinafter, this does not mean that the present invention is limited to organic molecules comprising a second chemical moiety represented by any one of the exemplary structures described above.

[0081] As used throughout this specification, the term “cyclic group” is understood in its broadest sense to refer to any monocyclic, bicyclic, or polycyclic part.

[0082] As used throughout this specification, the terms “ring” and “ring system” are understood in their broadest sense to refer to any monoring, biring, or polyring part.

[0083] The term "ring atom" refers to any atom that is part of a ring or a cyclic core of a ring structure, and is not part of any substituent optionally attached to it.

[0084] As used throughout this specification, the term “carbocyclic” is also understood in its broadest sense as any cyclic group whose cyclic core structure consists only of carbon atoms that can be substituted with hydrogen, or any other substituents as defined in the particular embodiments of this invention. The term “carbocyclic” is also understood as an adjective referring to a cyclic group whose cyclic core structure consists only of carbon atoms that can be substituted with hydrogen, or any other substituents as defined in the particular embodiments of this invention.

[0085] As used throughout this specification, the term “heterocyclic” is understood in its broadest sense as any cyclic group whose cyclic core structure contains not only carbon atoms but also at least one heteroatom. The term “heterocyclic” is an adjective and is also understood as referring to a cyclic group whose cyclic core structure contains not only carbon atoms but also at least one heteroatom. The heteroatom may be the same or different in each case, unless otherwise specifically mentioned in a particular embodiment, and may be individually selected from the group consisting of N, O, and S. Not to mention all carbon atoms or heteroatoms contained in a heterocyclic in the context of this invention, but they can be substituted with hydrogen or any other substituent as defined in a particular embodiment of this invention.

[0086] As used throughout this specification, the term “aromatic ring system” is understood in its broadest sense to refer to any bicyclic or polycyclic aromatic moiety.

[0087] As used throughout this specification, the term “heteroaromatic ring system” is understood in its broadest sense to also refer to any bicyclic heteroaromatic or polycyclic heteroaromatic moiety.

[0088] As used throughout this specification, when referring to an aromatic ring system or a heteroaromatic ring system, the term “condensed” means that a “condensed” aromatic ring or heteroaromatic ring shares at least one bond that is part of both ring systems. For example, naphthalene (or, when referred to as a substituent, naphthyl) or benzothiophene (or, when referred to as a substituent, benzothiophenyl) are considered in the context of this invention to be a condensed aromatic ring system, where two benzene rings (in the case of naphthalene) or thiophene and benzene (in the case of benzothiophene) share one bond. Also, in such context, sharing a bond is understood to include sharing two atoms that make up each bond, and a condensed aromatic ring system or a heteroaromatic ring system is also understood to be a single aromatic system or a heteroaromatic system. Also, one or more bonds are shared by the aromatic rings or heteroaromatic rings that make up a condensed aromatic ring system or a heteroaromatic ring system (e.g., pyrene). Furthermore, aliphatic ring systems are also condensed, and this can be understood as having the same meaning as aromatic ring systems or heteroaromatic ring systems, except that the condensed aliphatic ring system is not aromatic.

[0089] As used throughout this specification, the terms “aryl” and “aromatic” are also understood in their broadest sense as any monocyclic, bicyclic, or polycyclic aromatic moiety. Thus, an aryl group contains 6 to 60 aromatic ring atoms. A heteroaryl group contains 5 to 60 aromatic ring atoms, of which at least one is a heteroatom. Nevertheless, throughout this specification, the number of aromatic ring atoms may be given in subscript numbers in the definition of a particular substituent. In particular, a heteroaromatic ring contains 1 to 3 heteroatoms. Furthermore, the terms “heteroaryl” and “heteroaromatic” are also understood in their broadest sense as any monocyclic, bicyclic, or polycyclic heteroaromatic moiety containing at least one heteroatom. The heteroatom may be identical or different in each case and may be individually selected from the group consisting of N, O, and S. Thus, the term “arylene” refers to a divalent substituent that possesses two bonding sites with respect to other molecular structures and acts as a linker structure. In exemplary embodiments, if a group is defined differently from the definitions given herein, for example, if the number of aromatic ring atoms or heteroatoms differs from the given definitions, the definitions in exemplary embodiments shall apply. According to the present invention, a condensed (cyclic), aromatic polycyclic or heteroaromatic polycyclic is composed of two or more single aromatic rings or heteroaromatic rings that form a polycyclic ring via a condensation reaction.

[0090] In particular, as used throughout this specification, the terms “aryl group” or “heteroaryl group” include benzene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluorantene, benzanthracene, benzphenanthrene, tetracene, pentacene, benzpyrene, furan, benzofuran, isobenzofuran, dibenzofuran, thiophene, benzothiophene, isobenzothiophene, dibenzothiophene; pyrrole, indole, isoindole, carbazole, pyridine, quinoline, isoquinoline, acridine, phenanthridine, benzo-5,6-quinoline, benzo-6,7-quinoline, benzo-7,8-quinoline, phenothiazine, phenoxazine, pyrazole, indazole, imidazole, benzimidazole, naphthoimidazole, phenanthridine, pyridoimidazole The group comprises pyrazinoimidazole, quinoxalinoimidazole, oxazole, benzoxazole, naphthoxazole, anthroxazole, phenanthroxazole, isoxazole, 1,2-thiazole, 1,3-thiazole, benzothiazole, pyridazine, benzopyridazine, pyrimidine, benzopyrimidine, 1,3,5-triazine, quinoxaline, pyrazine, phenazine, naphthyridine, carboline, benzocarbolin, phenanthroline, 1,2,3-triazole, 1,2,4-triazole, benzotriazole, 1,2,3-oxadiazole, 1,2,4-oxadiazole, 1,2,5-oxadiazole, 1,2,3,4-tetrazine, purine, pteridine, indidine, and benzothiadiazole, or groups that can be attached via any position of an aromatic group or heteroaromatic group derived from combinations of the aforementioned groups.

[0091] In certain embodiments of the present invention, adjacent substituents bonded to an aromatic or heteroaromatic ring may together form a further monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic or ring system fused to the aromatic or heteroaromatic ring or ring system to which the substituents are bonded. Optionally, such a fused ring system can also be understood as larger (meaning containing more ring atoms) than the aromatic or heteroaromatic ring or ring system to which the adjacent substituents are bonded. In this case, the "total" number of ring atoms in the fused ring system is understood as the sum of the ring atoms in the aromatic or heteroaromatic ring or ring system to which the adjacent substituents are bonded and the ring atoms of the additional ring, where carbon atoms shared by the fused ring system are counted once, not twice. For example, a benzene ring may have two adjacent substituents that form another benzene ring, such that a naphthalene core is formed. This naphthalene core will contain 10 ring atoms, since two carbon atoms are shared by the two benzene rings and are counted only once, not twice. In that context, the term "adjacent substituent" means a substituent bonded to the same or adjacent ring atom.

[0092] As used throughout this specification, the terms “adjacent substituent” or “adjacent group” mean a substituent or group bonded to the same or adjacent atom.

[0093] As used throughout this specification, the term “aliphatic” is also understood in its broadest sense when referring to a ring system, meaning that none of the rings constituting the ring system are aromatic or heteroaromatic. Such an aliphatic ring system is also understood as one or more aromatic rings that are condensed, making some (but not all) of the carbon atoms or heteroatoms contained in the core structure of the aliphatic ring system part of the bonded aromatic ring.

[0094] As used throughout this specification, the term “alkyl” is understood in its broadest sense to also refer to any linear, branched, or cyclic alkyl substituent. In particular, the term “alkyl” refers to substituents such as methyl (Me), ethyl (Et), n-propyl ( n Pr), i-propyl( i Pr), cyclopropyl, n-butyl ( n Bu), i-butyl ( i Bu), s-butyl ( s Bu), t-butyl ( tBu), cyclobutyl, 2-methylbutyl, n-pentyl, s-pentyl, t-pentyl, 2-pentyl, neo-pentyl, cyclopentyl, n-hexyl, s-hexyl, t-hexyl, 2-hexyl, 3-hexyl, neo-hexyl, cyclohexyl, 1-methylcyclopentyl, 2-methylpentyl, n-heptyl, 2-heptyl, 3-heptyl, 4-heptyl, cycloheptyl, 1-methylcyclohexyl, n -Octyl, 2-ethylhexyl, cyclooctyl, 1-bicyclo[2,2,2]octyl, 2-bicyclo[2,2,2]octyl, 2-(2,6-dimethyl)octyl, 3-(3,7-dimethyl)octyl, adamantyl, 2,2,2-trifluoroethyl, 1,1-dimethyl-n-hex-1-yl, 1,1-dimethyl-n-hept-1-yl, 1,1-dimethyl-n-octo-1-yl, 1,1-dimethyl-n- Des-1-yl, 1,1-dimethyl-n-dodes-1-yl, 1,1-dimethyl-n-tetrades-1-yl, 1,1-dimethyl-n-hexades-1-yl, 1,1-dimethyl-n-octades-1-yl, 1,1-diethyl-n-hex-1-yl, 1,1-diethyl-n-hept-1-yl, 1,1-diethyl-n-octo-1-yl, 1,1-diethyl-n-des-1-yl, 1,1-diethyl-n-dodes- This includes 1-yl, 1,1-diethyl-n-tetrades-1-yl, 1,1-diethyl-n-hexades-1-yl, 1,1-diethyl-n-octades-1-yl, 1-(n-propyl)-cyclohex-1-yl, 1-(n-butyl)-cyclohex-1-yl, 1-(n-hexyl)-cyclohex-1-yl, 1-(n-octyl)-cyclohex-1-yl, and 1-(n-decyl)-cyclohex-1-yl.

[0095] As used throughout this specification, the term “alkenyl” includes linear, branched, and cyclic alkenyl substituents. The term “alkenyl group” includes, for example, substituents such as ethenyl, propenyl, butenyl, pentenyl, cyclopentenyl, hexenyl, cyclohexenyl, heptenyl, cycloheptenyl, octenyl, cyclooctenyl, or cyclooctadienyl.

[0096] As used throughout this specification, the term “alkynyl” includes linear, branched, and cyclic alkynyl substituents. The term “alkynyl group” includes, for example, ethynyl, propynyl, butynyl, pentynyl, hexynyl, heptynyl, or octinyl.

[0097] As used throughout this specification, the term “alkoxy” includes linear, branched, and cyclic alkoxy substituents. The term “alkoxy group” includes, for example, methoxy, ethoxy, n-propoxy, i-propoxy, n-butoxy, i-butoxy, s-butoxy, t-butoxy, and 2-methylbutoxy.

[0098] As used throughout this specification, the term “thioalkoxy” includes linear, branched, and cyclic thioalkoxy substituents, where the oxygen in the exemplary alkoxy group is replaced by sulfur.

[0099] As used throughout this specification, the terms “halogen” and “halo” are also understood in their broadest sense to preferably refer to fluorine, chlorine, bromine, or iodine.

[0100] When a molecular fragment is described as having substituents or other parts attached, its name may be described as if it were the fragment itself (e.g., naphthyl, dibenzofuryl) or as the whole molecule (e.g., naphthalene, dibenzofuran). As used herein, the aforementioned methods for describing substituents or attached fragments are considered equivalent.

[0101] All hydrogen atoms (H) in any structure referred to herein are also substituted with deuterium (D) in each case, independently of each other, unless otherwise specifically stated. Substitution of hydrogen with deuterium is common practice and will be obvious to those skilled in the art.

[0102] In one embodiment of the present invention, the organic molecule according to the present invention has an excited state lifetime of 50 μs or less, preferably 25 μs or less, more preferably 15 μs or less, even more preferably 10 μs or less, even more preferably 8 μs or less, or 6 μs or less, and particularly preferably 4 μs or less, in a poly(methyl methacrylate) (PMMA) film containing 10% by weight of the organic molecule at room temperature.

[0103] In one embodiment of the present invention, the organic molecule exhibits a thermally activated delayed fluorescence (TADF) emitter, which corresponds to ΔE, the energy difference between the first excited singlet state (S1) and the first excited triplet state (T1). ST The value shown is 5000 cm. -1 Less than 3000 cm -1 Less than, more preferably, 1500 cm -1 Less than, more preferably 1000 cm -1 Less than 500cm -1 Indicates less than.

[0104] In a further embodiment of the present invention, the organic molecule according to the present invention, in a poly(methyl methacrylate) (PMMA) film containing 10% by weight of the organic molecule at room temperature, has an emission peak in the visible light or near-ultraviolet range, i.e., a wavelength range from 380 nm to 800 nm, and at this time has a full width at half maximum value of less than 0.60 eV, preferably less than 0.50 eV, more preferably less than 0.45 eV, even more preferably less than 0.43 eV, or even more preferably less than 0.40 eV.

[0105] Orbital energy and excited state energy can be determined through experimental methods, quantum chemical methods, and especially computational methods utilizing density function theory. The highest occupied orbital energy E HOMO This is determined to an accuracy of 0.1 eV from circulating voltage-current measurement by a method known to those skilled in the art. Minimum orbital energy E LUMO This is determined as the onset of the absorption spectrum.

[0106] The absorption spectra of organic molecules according to the present invention are typically recorded from a film of organic molecules according to the present invention, on a poly(methyl methacrylate) (PMMA) film containing 10% by weight of the organic molecules at room temperature (i.e., about 20°C). Alternatively, they are also recorded from a solution of each molecule, where the concentration of the solution is selected such that the maximum absorbance is preferably in the range of 0.1 to 0.5.

[0107] The start of the absorption spectrum is determined by calculating the intersection of the tangent to the absorption spectrum and the x-axis. The tangent to the absorption spectrum is set at the lower energy side of the absorption band and at the point where the maximum intensity of the absorption spectrum is half.

[0108] Unless otherwise specified, the energy of the first excited triplet state T1 is determined at 77K from the start of the phosphorescence spectrum (normal state spectrum, PMMA with 10 wt% emitter film).

[0109] Unless otherwise specified, the energy of the first excited singlet state S1 is determined at room temperature from the start of the phosphorescence spectrum (i.e., approximately 20°C, normal state spectrum, PMMA with 10 wt% emitter film).

[0110] The start of the emission spectrum is determined by calculating the intersection of the tangent to the emission spectrum and the x-axis. The tangent to the emission spectrum is set at the high-energy side of the emission band and at the point where the maximum intensity of the emission spectrum is half.

[0111] ΔE corresponds to the energy difference between the first excited singlet state (S1) and the first excited triplet state (T1). ST The value is determined based on the first excited singlet state energy and the first excited triplet state energy, which are determined as described above.

[0112] A further aspect of the present invention relates to the use of the organic molecule according to the present invention as a light-emitting emitter or absorber and / or host material and / or electron transport material and / or hole injection material and / or hole blocking material in a photoelectronic device.

[0113] In its broadest sense, a photoelectronic device can also be understood as any device based on an organic material suitable for emitting light in the visible light or near-ultraviolet (UV) range, i.e., in the wavelength range of 380 to 800 nm. More preferably, the photoelectronic device can emit light in the visible light range, i.e., in the wavelength range of 400 nm to 800 nm.

[0114] In relation to such applications, the optoelectronic elements are more specifically selected from the group consisting of the following: - Organic light-emitting diode (OLED) - Light-emitting electrochemical cell -OLED sensors, in particular gas sensors and vapor sensors that are not completely isolated from the outside. - Organic diode -Organic solar cells - Organic transistors - Organic field-effect transistor - Organic laser - Down-conversion element.

[0115] The light-emitting electrochemical cell consists of three layers: a cathode, an anode, and an active layer, which contain the organic molecule according to the present invention.

[0116] In relation to such applications, in a preferred embodiment, the optoelectronic device is an element selected from the group consisting of organic light-emitting diodes (OLEDs), light-emitting electrochemical cells (LECs), organic lasers, and light-emitting transistors. In one embodiment, the light-emitting layer of the organic light-emitting diode includes not only the organic molecule according to the present invention, but also a host substance whose triplet (T1) energy level and singlet (S1) energy level are energetically higher than the triplet (T1) energy level and singlet (S1) energy level of the organic molecule.

[0117] Further aspects of the present invention relate to compositions including or comprising the following: (a) In particular, organic molecules according to the present invention in emitter form and / or host form, (b) One or more emitter substances and / or host substances different from the organic molecules according to the present invention, and (c) Optionally, one or more dyes and / or one or more solvents.

[0118] In further embodiments of the present invention, the composition has a photoluminescence quantum yield (PLQY) of more than 26%, preferably more than 40%, more preferably more than 60%, even more preferably more than 80%, or even more preferably more than 90% at room temperature.

[0119] Composition having at least one additional emitter One embodiment of the present invention relates to a composition comprising or consisting of the following: (i) 1 to 50% by weight, preferably 5 to 40% by weight, and particularly 10 to 30% by weight of one or more organic molecules according to the present invention (ii) 5 to 98% by weight, preferably 30 to 93.9% by weight, and especially 40 to 88% by weight of one host compound H, (iii) 1 to 30% by weight, particularly 1 to 20% by weight, preferably 1 to 5% by weight, at least one additional emitter molecule F having a structure different from the molecular structure according to the present invention. (iv) Optionally, 0 to 94% by weight, preferably 0.1 to 65% by weight, particularly 1 to 50% by weight, of at least one additional host compound D having a structure different from the molecular structure according to the present invention, and (v) Optionally, 0 to 94% by weight of a solvent, preferably 0 to 65% by weight, and especially 0 to 50% by weight.

[0120] The components and compositions are selected such that the sum of their weights equals 100%.

[0121] In a further embodiment of the present invention, the composition has an emission peak in the visible light or near-ultraviolet range, i.e., in the wavelength range of 380 nm to 800 nm.

[0122] In one embodiment of the present invention, at least one additional emitter molecule F is a pure organic emitter.

[0123] In one embodiment of the present invention, at least one additional emitter molecule F is a pure organic TADF emitter. Pure organic TADF emitters are widely known from the latest technologies, e.g., Wong and Zysman-Colman ("Purely Organic Thermally Activated Delayed Fluorescence Materials for Organic Light-Emitting Diodes.", Adv. Mater. 2017 Jun; 29(22)).

[0124] In one embodiment of the present invention, at least one additional emitter molecule F is a fluorescent emitter, particularly a blue, green, or red fluorescent emitter.

[0125] In a further embodiment of the present invention, the composition comprising at least one additional emitter molecule F has an emission peak in the visible light or near-ultraviolet range, i.e., in the wavelength range of 380 nm to 800 nm, and at this time has a full width at half maximum (FWHM) of less than 0.30 eV, particularly less than 0.25 eV, preferably less than 0.22 eV, more preferably less than 0.19 eV, or even more preferably less than 0.17 eV at room temperature, with a lower limit of FWHM of 0.05 eV.

[0126] EML (Emitting Layer) In one embodiment, the light-emitting layer (EML) of the organic light-emitting diode of the present invention includes (or essentially consists of) the following: (i) 1 to 50% by weight, preferably 5 to 40% by weight, and particularly 10 to 30% by weight of one or more organic molecules according to the present invention (ii) 5 to 99% by weight, preferably 30 to 94.9% by weight, and especially 40 to 89% by weight of at least one host compound H, (iii) Optionally, 0 to 94% by weight, preferably 0.1 to 65% by weight, and particularly 1 to 50% by weight, at least one additional host compound D having a structure different from the molecular structure according to the present invention. (iv) optionally 0 to 94% by weight, preferably 0 to 65% by weight, particularly 0 to 50% by weight of a solvent, and (v) Optionally, 0 to 30% by weight, particularly 0 to 20% by weight, preferably 0 to 5% by weight, of at least one additional emitter molecule F having a structure different from the structure of the molecule according to the present invention.

[0127] Preferably, energy is transferred from the host compound H to one or more organic molecules according to the present invention, and in particular, from the first excited triplet state T1(H) of the host compound H to the first excited triplet state T1(E) of one or more organic molecules E according to the present invention, and / or from the first excited singlet state S1(H) of the host compound H to the first excited singlet state S1(E) of one or more organic molecules E according to the present invention.

[0128] In one embodiment, the host compound H has an energy E in the range of -5 to -6.5 eV. HOMO Having the highest occupied orbital HOMO(H) with (H), one organic molecule E according to the present invention has energy E HOMO It has the highest occupied orbit HOMO(E) having (E), where E HOMO (H>E HOMO (E)

[0129] In a further embodiment, the host compound H has an energy of E LUMO Having a lowest unoccupied orbital LUMO(H) with (H), one organic molecule E according to the present invention has energy E LUMO It has a lowest-empty orbit LUMO(E) having (E), where E LUMO (H>E LUMO (E)

[0130] Emitting layer EML containing at least one additional host compound D In further embodiments, the light-emitting layer (EML) of the organic light-emitting diode of the present invention comprises (or essentially comprises) the following: (i) 1 to 50% by weight, preferably 5 to 40% by weight, and particularly 10 to 30% by weight of one or more organic molecules according to the present invention (ii) 5 to 99% by weight, preferably 30 to 94.9% by weight, and especially 40 to 89% by weight of at least one host compound H, (iii) 0 to 94% by weight, preferably 0.1 to 65% by weight, particularly 1 to 50% by weight, at least one additional host compound D having a structure different from the molecular structure according to the present invention. (iv) optionally 0 to 94% by weight, preferably 0 to 65% by weight, particularly 0 to 50% by weight of a solvent, and (v) Optionally, 0 to 30% by weight, particularly 0 to 20% by weight, preferably 0 to 5% by weight, of at least one additional emitter molecule F having a structure different from the structure of the molecule according to the present invention.

[0131] In one embodiment of the organic light-emitting diode according to the present invention, the host compound H has an energy E in the range of -5 to -6.5 eV. HOMO The highest occupied orbital HOMO(H) has (H), and at least one additional host compound D has energy E HOMO The highest occupied orbit HOMO(D) has (D), where E HOMO (H>E HOMO (D) E HOMO (H>E HOMO (D) Relationship is favorable for efficient hole transport.

[0132] In a further embodiment, the host compound H has an energy of E LUMO The lowest unoccupied orbital LUMO(H) has (H), and at least one additional host compound D has energy E LUMO It has a lowest-empty orbit LUMO(D) having (D), where E LUMO (H>E LUMO (D) E LUMO (H>E LUMO (D) Relationship is advantageous for efficient electronic transport.

[0133] In one embodiment of the organic light-emitting diode according to the present invention, the host compound H has an energy of E HOMO The highest occupied orbital HOMO(H) having (H), and energy E LUMO Having a minimum unoccupied orbit LUMO(H) with (H), At least one additional host compound D provides energy E HOMO The highest occupied orbit HOMO(D) having (D), and energy E LUMO Having a minimum-empty orbit LUMO(D) with (D), The organic molecule E according to the present invention has energy E HOMO The highest occupied orbit HOMO(E) having (E), and energy E LUMO Having a minimum empty orbit LUMO(E) with (E), Here, E HOMO (H>E HOMO (D) is the energy level of the highest occupied orbital HOMO(E) of the organic molecule E according to the present invention (E HOMO (E)) and the energy level of the highest occupied orbital HOMO(H) of the host compound H (E HOMO The difference from (H)) is -0.5eV to 0.5eV, more preferably -0.3eV to 0.3eV, even more preferably -0.2eV to 0.2eV, or -0.1eV to 0.1eV. E LUMO (H>E LUMO (D) The energy level of the lowest unoccupied orbital LUMO(E) of the organic molecule E according to the present invention (E LUMO (E)) and the energy level of the lowest unoccupied orbital LUMO(D) of at least one additional host compound D (E LUMO The difference from (D)) is -0.5eV to 0.5eV, more preferably -0.3eV to 0.3eV, even more preferably -0.2eV to 0.2eV, or -0.1eV to 0.1eV.

[0134] Emitting layer EML containing at least one additional emitter molecule F In further embodiments, the light-emitting layer (EML) of the organic light-emitting diode of the present invention comprises (or (essentially)) the following: (i) 1 to 50% by weight, preferably 5 to 40% by weight, and particularly 10 to 30% by weight of one or more organic molecules according to the present invention (ii) 5 to 98% by weight, preferably 30 to 93.9% by weight, and especially 40 to 88% by weight of at least one host compound H, (iii) 1 to 30% by weight, particularly 1 to 20% by weight, preferably 1 to 5% by weight, at least one additional emitter molecule F having a structure different from the molecular structure according to the present invention. (iv) Optionally, 0 to 94% by weight, preferably 0.1 to 65% by weight, particularly 1 to 50% by weight, of at least one additional host compound D having a structure different from the molecular structure according to the present invention, and (v) Optionally, 0 to 94% by weight of a solvent, preferably 0 to 65% by weight, and especially 0 to 50% by weight.

[0135] In a further embodiment, the light-emitting layer EML includes (or (essentially) consists of) a composition having at least one additional emitter, which includes at least one additional emitter molecule F defined in a composition in which at least one additional emitter molecule F is a blue fluorescent emitter.

[0136] In a further embodiment, the light-emitting layer EML includes (or (essentially) consists of) a composition having at least one additional emitter, which includes at least one additional emitter molecule F defined in a composition in which at least one additional emitter molecule F is a triplet-triplet annihilation (TTA) fluorescent emitter.

[0137] In a further embodiment, the light-emitting layer EML includes (or (essentially) consists of) a composition having at least one additional emitter, which includes at least one additional emitter molecule F defined in a composition in which at least one additional emitter molecule F is a green fluorescent emitter.

[0138] In a further embodiment, the light-emitting layer EML includes (or (essentially) consists of) a composition having at least one additional emitter, which includes at least one additional emitter molecule F defined in a composition in which at least one additional emitter molecule F is a red fluorescent emitter.

[0139] In one embodiment of a light-emitting layer EML including at least one additional emitter molecule F, energy is transferred from one or more organic molecules E of the present invention to at least one additional emitter molecule F, specifically from the first excited singlet state S1(E) of the one or more organic molecules E of the present invention to the first excited singlet state S1(F) of the at least one additional emitter molecule F.

[0140] In one embodiment, the first excited singlet state S1(H) of the host compound H in the light-emitting layer has an even higher energy than the first excited singlet state S1(E) of one or more organic molecules E of the present invention (S1(H)>S1(E)), and the first excited singlet state S1(H) of the host compound H has an even higher energy than the first excited singlet state S1(F) of at least one emitter molecule F (S1(H)>S1(F)).

[0141] In one embodiment, the first excited triplet state T1(H) of the host compound H has an even higher energy than the first excited triplet state T1(E) of one or more organic molecules E of the present invention (T1(H)>T1(E)), and the first excited triplet state T1(H) of the host compound H has an even higher energy than the first excited triplet state T1(F) of at least one emitter molecule F (T1(H)>T1(F)).

[0142] In one embodiment, the first excited singlet state S1(E) of one or more organic molecules E of the present invention has an even higher energy than the first excited singlet state S1(F) of at least one emitter molecule F (S1(E)>S1(F)).

[0143] In one embodiment, the first excited triplet state T1(E) of one or more organic molecules E of the present invention has an even higher energy than the first excited triplet state T1(F) of at least one emitter molecule F (T1(E)>T1(F)).

[0144] In one embodiment, the first excited triplet state T1(E) of one or more organic molecules E of the present invention has an even higher energy than the first excited triplet state T1(F) of at least one emitter molecule F (T1(E)>T1(F)), where the absolute value of the energy difference between T1(E) and T1(F) is greater than 0.3eV, preferably greater than 0.4eV, or even greater than 0.5eV.

[0145] In one embodiment, the host compound H has energy E HOMO The highest occupied orbital HOMO(H) having (H), and energy E LUMO Having a minimum unoccupied orbit LUMO(H) with (H), The organic molecule E of the present invention has energy E HOMO The highest occupied orbit HOMO(E) having (E), and energy E LUMO Having a minimum empty orbit LUMO(E) with (E), At least one additional emitter molecule F has energy E HOMO The highest occupied orbit HOMO(F) having (F), and energy E LUMO Having a minimum unoccupied orbit LUMO(F) with (F), Here, E HOMO (H>E HOMO (E) and the energy level of the highest occupied orbital HOMO(F) of at least one additional emitter molecule (E HOMO (F)) and the energy level of the highest occupied orbital HOMO(H) of the host compound H (E HOMO The difference from (H)) is -0.5eV to 0.5eV, more preferably -0.3eV to 0.3eV, even more preferably -0.2eV to 0.2eV, or -0.1eV to 0.1eV. E LUMO (H>E LUMO(E) and the energy level of the lowest unoccupied orbital LUMO(F) of at least one additional emitter molecule (E LUMO (F)) and the energy level of the lowest unoccupied orbital LUMO(E) of one organic molecule E according to the present invention (E LUMO The difference from (E)) is -0.5eV to 0.5eV, more preferably -0.3eV to 0.3eV, even more preferably -0.2eV to 0.2eV, or -0.1eV to 0.1eV.

[0146] Photoelectronic element In a further aspect, the present invention relates to optoelectronic devices comprising organic molecules or compositions as described herein, more specifically, to devices selected from the group consisting of organic light-emitting diodes (OLEDs), light-emitting electrochemical cells, OLED sensors, in particular gas sensors and vapor sensors not completely isolated from the outside, organic diodes, organic solar cells, organic transistors, organic field-effect transistors, organic lasers, and down-conversion elements.

[0147] In a preferred embodiment, the photoelectronic element is an element selected from the group consisting of organic light-emitting diodes (OLEDs), light-emitting electrochemical cells (LECs), and light-emitting transistors.

[0148] In one embodiment of the photoelectronic device of the present invention, the organic molecule E according to the present invention is used as a light-emitting material in the light-emitting layer EML.

[0149] In one embodiment of the photoelectronic device of the present invention, the light-emitting layer EML comprises the composition according to the present invention as described herein.

[0150] If the optoelectronic element is an OLED, it can have, for example, the following layer structure. 1. Circuit board 2. Anode layer A 3. Hole Injection Layer (HIL) 4. Hole transport layer (HTL) 5.Electron blocking layer (EBL) 6. Emitting Layer (EML) 7. Hole Blocking Layer (HBL) 8.Electron transport layer (ETL) 9.Electron injection layer (EIL) 10. Cathode layer Here, the OLED may arbitrarily include each layer, different layers may be merged, and the OLED may also include one or more layers from each of the layer types defined above.

[0151] In one embodiment, the photoelectronic element also includes one or more protective layers to protect the element from damage exposure to harmful substances in the environment, such as moisture, vapor, and / or gases.

[0152] In one embodiment of the present invention, the optoelectronic element is an OLED having the following inverted layer structure. 1. Circuit board 2. Cathode layer 3.Electron injection layer (EIL) 4.Electron transport layer (ETL) 5. Hole Blocking Layer (HBL) 6. Emitting layer B 7.Electron blocking layer (EBL) 8. Hole Transport Layer (HTL) 9. Hole Injection Layer (HIL) 10. Anode layer A Here, an OLED having an inverted layer structure may arbitrarily include each layer, different layers may be merged, and the OLED may also include one or more layers from each of the layer types defined above.

[0153] In one embodiment of the present invention, the optoelectronic element is an OLED which may have a stacked structure. In this structure, unlike the common arrangement in which OLEDs are arranged side by side, individual units are stacked on top of each other. Mixed light is generated by the OLED exhibiting the stacked structure, and in particular, white light is generated by stacking blue OLEDs, green OLEDs and red OLEDs. The OLED exhibiting the stacked structure may also include a charge generation layer (CGL), which is generally located between two OLED subunits and is generally composed of an n-doped layer and a p-doped layer. Generally, the n-doped layer of one CGL is located closer to the anode layer.

[0154] In one embodiment of the present invention, the photoelectronic element is an OLED including two or more light-emitting layers between the anode and the cathode. In particular, a so-called tandem OLED includes three light-emitting layers, where one light-emitting layer emits red light, one light-emitting layer emits green light, and one light-emitting layer emits blue light, and optionally additional layers such as a charge generation layer, a charge blocking layer, or a charge transport layer may be included between the individual light-emitting layers. In a further embodiment, the light-emitting layers are stacked adjacent to each other. In a further embodiment, the tandem OLED includes a charge generation layer between each of the two light-emitting layers. Also, adjacent light-emitting layers, or light-emitting layers separated by a charge generation layer, may be merged.

[0155] The substrate may also be formed from any material or a composition thereof. Most often, a glass slide is used as the substrate. As an alternative, a thin metal layer (e.g., copper, gold, silver, or aluminum film), or a plastic film or plastic slide may be used. This can allow for an even higher level of flexibility. The anode layer A is composed of a material from which a nearly (essentially) transparent film can be obtained. Since at least one of the two electrodes must be (essentially) transparent in order to allow light emission from the OLED, one of the anode layer A or cathode layer C is transparent. Preferably, the anode layer A contains or consists of a large amount of transparent conductive oxides (TCOs). Such anode layer A may also include, for example, indium tin oxide, aluminum zinc oxide, fluorine-doped tin oxide, indium zinc oxide, PbO, SnO, zirconium oxide, molybdenum oxide, vanadium oxide, tungsten oxide, graphite, doped Si, doped Ge, doped GaAs, doped polyaniline, doped polypyrrole and / or doped polythiophene.

[0156] Preferably, the anode layer A is (essentially) indium tin oxide (ITO) (e.g., (InO3) 0.9 (SnO2) 0.1The anode layer A is composed of a transparent conductive oxide (TCO), and the roughness of the anode layer A due to the TCO can also be mitigated by using a hole injection layer (HIL). The HIL facilitates the injection of similar charge carriers (i.e., holes) from the TCO to the hole transport layer (HTL). The hole injection layer (HIL) may also contain poly-3,4-ethylenedioxythiophene (PEDOT), polystyrene sulfonic acid (PSS), MoO2, V2O5, CuPC, or CuI, in particular a mixture of PEDOT and PSS. The hole injection layer (HIL) can also prevent the diffusion of metal from the anode layer A to the hole transport layer (HTL). For example, the HIL is poly-3,4-ethylenedioxythiophene:polystyrene sulfonic acid (PEDOT:PSS), poly-3,4-ethylenedioxythiophene (PEDOT), 4,4',4”-tris[phenyl(m-tolyl)amino]triphenylamine (mMTDATA), 2,2',7,7'-tetrakis(n,n-diphenylamino)-9,9'-spirobifluorene (Spiro-TAD), N1,N1'-(biphenyl-4,4'-diyl)bis(N1-phenyl-N4,N4-di-m-tolylbenzene-1,4-diamine (DNTPD), N,N'-nis-(1-naph It is also composed of thalenyl)-N,N'-bis-phenyl-(1,1'-biphenyl)-4,4'-diamine (NPB), N,N'-diphenyl-N,N'-di-[4-(N,N-diphenylamino)phenyl]benzidine (NPNPB), N,N,N',N'-tetrakis(4-methoxyphenyl)benzidine (MeO-TPD), 1,4,5,8,9,11-hexaazatriphenylene-hexacarbonnitrile (HAT-CN), and / or N,N'-diphenyl-N,N'-bis-(1-naphthyl)-9,9'-spirobifluorene-2,7-diamine (Spiro-NPD).

[0157] Adjacent to the anode layer A or hole injection layer (HIL), a hole transport layer (HTL) is typically located. Here, any hole transport compound can be used. For example, electron-rich heteroaromatic compounds such as triarylamines and / or carbazoles can also be used as hole transport compounds. The HTL can reduce the energy barrier between the anode layer A and the light-emitting layer (EML). The hole transport layer (HTL) is also an electron blocking layer (EBL). Preferably, the hole transport compound has a triplet state T1 with a relatively high energy level. For example, the hole transport layer (HTL) is tris(4-carbazolyl-9-ylphenyl)amine (TCTA), poly(4-butylphenyl-diphenylamine) (poly-TPD), poly(4-butylphenyl-diphenylamine) (α-NPD), 4,4'-cyclohexyllidene-bis[N,N-bis(4-methylphenyl)benzeneamine] (TAPC), 4,4',4”-tris[2-naphthyl(phenyl)-amino]triphenylamine (2-TNATA), Spiro-TAD, DNTPD, NPB, NPNPB, MeO-TPD, HAT-CN and / or 9,9'-diphenyl-6-(9-phenyl-9H- The HTL may also contain a star-shaped heterocycle such as carbazole-3-yl)-9H,9'H-3,3'-bicarbazole (TrisPcz). Furthermore, the HTL may also contain a p-doped layer composed of inorganic or organic dopants within the organic hole transport matrix. Examples of inorganic dopants include transition metal oxides such as vanadium oxide, molybdenum oxide, or tungsten oxide. Examples of organic dopants include tetrafluorotetracyanoquinodimethane (F4-TCNQ), copper-pentafluorobenzoic acid (Cu(I)pFBz), or transition metal complexes.

[0158] EBL also includes, for example, 1,3-bis(carbazole-9-yl)benzene (mCP), TCTA, 2-TNATA, 3,3-di(9H-carbazole-9-yl)biphenyl (mCBP), tris-Pcz, 9-(4-tert-butylphenyl)-3,6-bis(triphenylsilyl)-9H-carbazole (CzSi) and / or N,N'-dicarbazolyl-1,4-dimethylbenzene (DCB).

[0159] The luminescent layer (EML) is generally located adjacent to the hole transport layer (HTL). The luminescent layer (EML) contains at least one luminescent molecule. In particular, the EML contains one or more luminescent molecules E according to the present invention. In one embodiment, the luminescent layer contains only the organic molecules according to the present invention. Generally, the EML further contains one or more host substances H. For example, the host substance H is 4,4'-bis-(N-carbazolyl)-biphenyl (CBP), mCP, mCBP, dibenzo[b,d]thiophen-2-yltriphenylsilane (Sif87), CzSi, dibenzo[b,d]thiophen-2-yl)diphenylsilane (Sif88), bis[2-(diphenylphosphino)phenyl]ether oxide (DPEPO), 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzo Select from among [nzothiophen-2-yl)phenyl]-9H-carbazole, 9-[3,5-bis(2-dibenzofuranyl)phenyl]-9H-carbazole, 9-[3,5-bis(2-dibenzothiophenyl)phenyl]-9H-carbazole, 2,4,6-tris(biphenyl-3-yl)-1,3,5-triazine (T2T), 2,4,6-tris(triphenyl-3-yl)-1,3,5-triazine (T3T), and / or 2,4,6-tris(9,9'-spirobifloren-2-yl)-1,3,5-triazine (TST). The host substance H must generally be selected to exhibit first triplet (T1) energy levels and first singlet (S1) energy levels that are energetically higher than those of the organic molecule.

[0160] In one embodiment of the present invention, the EML comprises a so-called mixed host system having at least one hole-dominant host and one electron-dominant host. In a particular embodiment, the EML comprises exactly one luminescent organic molecule according to the present invention, T2T as the electron-dominant host, and one selected from CBP, mCP, mCBP, 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzothiophen-2-yl)phenyl]-9H-carbazole, 9-[3,5-bis(2-dibenzofuranyl)phenyl]-9H-carbazole and 9-[3,5-bis(2-dibenzothiophenyl)phenyl]-9H-carbazole as the hole-dominant host. In further embodiments, the EML contains 50-80% by weight, preferably 60-75% by weight, of CBP, mCP, mCBP, a host selected from 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzothiophen-2-yl)phenyl]-9H-carbazole, 9-[3,5-bis(2-dibenzofuranyl)phenyl]-9H-carbazole and 9-[3,5-bis(2-dibenzothiophenyl)phenyl]-9H-carbazole, 10-45% by weight, preferably 15-30% by weight, of T2T, and 5-40% by weight, preferably 10-30% by weight, of the luminescent molecule according to the present invention.

[0161] An electron transport layer (ETL) may be located adjacent to the light-emitting layer (EML). Here, any electron transporter can be used. Exemplary examples include electron-deficient compounds such as benzimidazole, pyridine, triazole, oxadiazole (e.g., 1,3,4-oxadiazole), phosphine oxide, and sulfone. The electron transporter is also a star-shaped heterocycle such as 1,3,5-tri(1-phenyl-1H-benzo[d]imidazole-2-yl)phenyl (TPBi). The ETL also contains 2,9-bis(naphthalene-2-yl)-4,7-diphenyl-1,10-phenanthroline (NBphen), aluminum-tris(8-hydroxyquinoline) (Alq3), diphenyl-4-triphenylsilylphenylphosphine oxide (TSPO1), 2,7-di(2,2'-bipyridine-5-yl)triphenyl (BPyTP2), dibenzo[b,d]thiophen-2-yltriphenylsilane (Sif87), dibenzo[b,d]thiophen-2-yl)diphenylsilane (Sif88), 1,3-bis[3,5-di(pyridine-3-yl)phenyl]benzene (BmPyPhB) and / or 4,4'-bis-[2-(4,6-diphenyl-1,3,5-triazinyl)]-1,1'-biphenyl (BTB). Optionally, the ETL may also be doped with a substance such as Liq. The electron transport layer (ETL) can also block holes. Alternatively, a hole blocking layer (HBL) may be introduced.

[0162] HBLs include, for example, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline=basocuproin (BCP), bis(8-hydroxy-2-methylquinoline)-(4-phenylphenoxy)aluminum (BAlq), 2,9-bis(naphthalene-2-yl)-4,7-diphenyl-1,10-phenanthroline (NBphen), aluminum-tris(8-hydroxyquinoline)(Alq3), and diphenyl-4-triphenylsilylphenylphosphine. It may also contain phosphate (TSPO1), 2,4,6-tris(biphenyl-3-yl)-1,3,5-triazine (T2T), 2,4,6-tris(triphenyl-3-yl)-1,3,5-triazine (T3T), 2,4,6-tris(9,9'-spirobifluoren-2-yl)-1,3,5-triazine (TST), and / or 1,3,5-tris(N-carbazol)benzol / 1,3,5-tris(carbazole)-9-yl)benzene (TCB / TCP).

[0163] Adjacent to the electron transport layer (ETL), a cathode layer C may be located. The cathode layer C may contain, or consist of, a metal (e.g., Al, Au, Ag, Pt, Cu, Zn, Ni, Fe, Pb, LiF, Ca, Ba, Mg, In, W, or Pd) or a metal alloy. For practical reasons, the cathode layer C may also be composed of an (essentially) opaque metal such as Mg, Ca, or Al. Alternatively, or even further, the cathode layer C may also contain graphite and / or carbon nanotubes (CNTs). Alternatively, the cathode layer C may also be composed of nanoscale silver wire.

[0164] The OLED optionally further includes a protective layer (also referred to as an electron injection layer (EIL)) between the electron transport layer (ETL) and the cathode layer C. This layer may also contain lithium fluoride, cesium fluoride, silver, 8-hydroxyquinolinolatritium (Liq), Li2O, BaF2, MgO, and / or NaF.

[0165] Optionally, the electron transport layer (ETL) and / or hole blocking layer (HBL) may also contain one or more host compounds.

[0166] To further modify the emission and / or absorption spectra of the emissive layer EML, the emissive layer EML may further include one or more additional emitter molecules F. Such emitter molecules F may be any emitter molecules known in the art. Preferably, such emitter molecules F are molecules having a different structure from the molecules according to the present invention. Emitter molecules F are also TADF emitters. Alternatively, emitter molecules F are also fluorescent and / or phosphorescent emitter molecules that can shift the emission and / or absorption spectra of the emissive layer EML. For example, triplet and / or singlet excitons can be transferred from the organic emitter molecule according to the present invention to emitter molecule F before relaxing to the ground state S0, and typically emit red-shifted light compared to the light emitted by emitter molecule F. Optionally, emitter molecule F can also induce a two-photon effect (i.e., absorption of two photons that are half of the maximum absorption energy).

[0167] Optionally, a photoelectronic device (e.g., an OLED) is also, for example, essentially a white photoelectronic device. For example, such a white photoelectronic device also contains at least one (deep) blue emitter molecule and one or more emitter molecules that emit green and / or red light. Then, optionally, there may be energy transfer between two or more molecules, as described above.

[0168] As used herein, unless otherwise specifically defined in a particular context, the hue designation of emitted and / or absorbed light is as follows: Purple: Wavelength range of >380~420nm Dark blue: Wavelength range >420~480nm Sky blue: Wavelength range of >480~500nm Green: Wavelength range >500~560nm Yellow: Wavelength range >560~580nm Orange: Wavelength range >580~620nm Red: Wavelength range >620~800nm

[0169] In relation to the emitter molecule, such hues exhibit maximum emission. Therefore, for example, a dark blue emitter has maximum emission in the >420-480 nm range, a light blue emitter has maximum emission in the >480-500 nm range, a green emitter has maximum emission in the >500-560 nm range, and a red emitter has maximum emission in the >620-800 nm range.

[0170] A further aspect of the present invention relates to an OLED that emits light having CIEx and CIEy color coordinates close to the CIEx (=0.131) and CIEy (=0.046) color coordinates of primary blue (CIEx=0.131 and CIEy=0.046) as defined by ITU-R Recommendation BT.2020 (Rec.2020), which is suitable for use in UHD (Ultra High Definition) displays, such as UHD-TVs. Accordingly, a further aspect of the present invention relates to an OLED in which the light emission exhibits CIEx color coordinates of 0.02 to 0.30, preferably 0.03 to 0.25, more preferably 0.05 to 0.20, even more preferably 0.08 to 0.18, or even further 0.10 to 0.15, and / or CIEy color coordinates of 0.00 to 0.45, preferably 0.01 to 0.30, more preferably 0.02 to 0.20, even more preferably 0.03 to 0.15, or even further 0.04 to 0.10.

[0171] Further embodiments of the present invention relate to an OLED that emits light having CIEx and CIEy color coordinates close to the CIEx (=0.170) and CIEy (=0.797) color coordinates of primary green (CIEx=0.170 and CIEy=0.797) as defined by ITU-R Recommendation BT.2020 (Rec.2020), which is suitable for use in UHD displays, such as UHD-TVs. In this context, the term “close” refers to the range of CIEx and CIEy coordinates provided at the end of this paragraph. In commercial applications, a top-emitting element (with a transparent top electrode) is typically used, while the test element used throughout the present invention represents a bottom-emitting element (with a transparent bottom electrode and substrate). Accordingly, a further aspect of the present invention relates to an OLED in which the light emitted exhibits CIEx color coordinates of 0.15 to 0.45, preferably 0.15 to 0.35, more preferably 0.15 to 0.30, even more preferably 0.15 to 0.25, or even further 0.15 to 0.20, and / or CIEy color coordinates of 0.60 to 0.92, preferably 0.65 to 0.90, more preferably 0.70 to 0.88, even more preferably 0.75 to 0.86, or even further 0.79 to 0.84.

[0172] Therefore, a further aspect of the present invention is 14500 cd / m². 2 In this case, it exhibits an external quantum efficiency of more than 10%, preferably more than 13%, more preferably more than 15%, even more preferably more than 17%, or even more preferably more than 20%, and / or exhibits maximum emission at 500nm to 560nm, more preferably 510nm to 550nm, even more preferably 520nm to 540nm, and / or 14500 cd / m 2 This relates to OLEDs exhibiting an LT97 value exceeding 100 hours, preferably exceeding 250 hours, more preferably exceeding 50 hours, even more preferably exceeding 750 hours, or even further exceeding 1000 hours.

[0173] A further aspect of the present invention is 1000 cd / m². 2In this case, it exhibits an external quantum efficiency of more than 8%, preferably more than 10%, more preferably more than 13%, even more preferably more than 15%, or even more preferably more than 20%, and / or exhibits maximum emission at 420nm to 500nm, more preferably 430nm to 490nm, even more preferably 440nm to 480nm, and / or 500cd / m² 2 This relates to OLEDs exhibiting an LT80 value exceeding 100h, preferably exceeding 200h, more preferably exceeding 400h, even more preferably exceeding 750h, or even further exceeding 1000h.

[0174] A further aspect of the present invention relates to an OLED that emits light at distinct color points. According to the present invention, the OLED emits light having a narrow emission band (small full width at half maximum (FWHM)). In one embodiment, the OLED according to the present invention emits light having an FWHM of a main emission peak of 0.5 eV or less, preferably 0.48 eV or less, more preferably 0.45 eV or less, even more preferably 0.43 eV or less, or even further 0.40 eV or less.

[0175] In a further embodiment, the present invention relates to a method for manufacturing optoelectronic components. In this case, the organic molecules of the present invention are used.

[0176] Optoelectronic devices, in particular OLEDs according to the present invention, can also be manufactured by vapor deposition and / or liquid processes of any means. Therefore, at least one layer is - Manufactured by a sublimation process, - Manufactured by an organic vapor deposition process, - Manufactured by a carrier gas sublimation process, - Processed with a solution or printed.

[0177] Methods used to manufacture optoelectronic devices, particularly OLEDs according to the present invention, are known to the industry. Different layers are individually and sequentially deposited on a suitable substrate by a subsequent deposition process. The individual layers may be identical or deposited using different deposition methods.

[0178] For example, the vapor deposition process includes thermal (co)deposition, chemical vapor deposition, and physical vapor deposition. In the case of active-matrix OLED displays, an AMOLED backplane is used as the substrate. Individual layers are also processed from solutions or dispersions using appropriate solvents. For example, solution deposition processes include spin coating, dip coating, and jet printing. Solution processing is optionally carried out in an inert atmosphere (e.g., a nitrogen atmosphere), and the solvent is completely or partially removed by means known to the art.

[0179] Examples General synthesis method I Exemplary, general synthesis method I provides a synthesis method for the organic molecule M1 according to the present invention, where the first chemical part has the structure of chemical formula Ia, T is the bond position of a single bond connecting the first chemical part to the second chemical part, and X is R X is: [ka] Here, if E3 and E4 are identical, the two nucleophilic substitution reactions are carried out in a single synthetic step (i.e., M1 is obtained directly from P1). For such purposes, reactant E3=E4 is used in a 3x excess as described in the synthetic procedure (step 4).

[0180] General synthesis method II Exemplary, general synthesis method II provides a synthesis method for the organic molecule M2 according to the present invention, where the first chemical part has the structure of chemical formula Ib, T is the bond position of the single bond connecting the first chemical part to the second chemical part, and X is R X is: [ka]

[0181] Unlike General Synthesis Method I, General Synthesis Method II exemplifies a two-step synthesis of compound M2, which is made possible by the fact that all donor parts of M2 (reactants: E7, used in excess) are selected identically. As shown in General Synthesis Method I, this is not a prerequisite. The detailed contents can be derived from the experimental procedure.

[0182] General synthesis method III Exemplary, General Synthesis Method III provides a synthesis method for the organic molecule M3 according to the present invention, where the first chemical part has the structure of chemical formula Ia, W is the bond position of a single bond connecting the first chemical part to the second chemical part, and X is R X is: [ka]

[0183] General synthesis method IV Exemplary, general synthesis method IV provides a synthesis method for the organic molecule M4 according to the present invention, where the first chemical part has the structure of chemical formula Ib, W is the bond position of a single bond connecting the first chemical part to the second chemical part, and X is R X is: [ka]

[0184] Synthesis of E1 [ka]

[0185] General synthesis method V [ka]

[0186] General synthesis method VI [ka]

[0187] General synthesis method VII [ka]

[0188] General procedure for synthesis Procedure for synthesis method I Step 1 Under a nitrogen atmosphere, a mixture of THF and water (in a 4:1 ratio) was added to boron pinacol ester E2 (1.00 equivalent), 2,4-dichloro-1,3,5-triazine derivative (1.50 equivalent), potassium carbonate (2.00 equivalent), and tetrakis(triphenylphosphine)palladium (0) (0.03 equivalent, CAS 14221-01-3), and nitrogen was sprayed for 10 minutes. The reaction mixture was stirred at 60°C until complete switching of boron pinacol ester E2 was achieved, as determined by GC / MS and TLC. After cooling to room temperature, the reaction mixture was extracted with ethyl acetate and brine. The organic extract was concentrated under reduced pressure. The resulting crude product was purified by column chromatography to obtain P1 as a solid.

[0189] Step 2 P1 (1.20 equivalents, product from step 1), E3 (1.00 equivalent), and tripotassium phosphate (2.00 equivalents) are suspended in dehydrated DMSO under a nitrogen atmosphere and stirred at 90°C for 2 hours (the reaction is observed via GC / MS and TLC). The reaction mixture is then poured into a stirred mixture of water and ice. The resulting precipitate is filtered and washed with water and ethanol. The crude product is further purified by washing with dichloromethane to obtain P2 as a solid.

[0190] Step 3 Under a nitrogen atmosphere, dehydrated THF was added to P2 (1.00 equivalent, product from step 2) and E4 (1.30 equivalent), followed by the addition of sodium hydride (1.30 equivalent). Once H2 generation was complete, the reaction mixture was heated to 60°C with stirring. After the reaction was complete based on LC / MS and TLC observations, the reactants were carefully poured into water. The resulting precipitate was filtered and washed with water, ethanol, and hexane. The crude product was purified by column chromatography and washed at high temperature with toluene to obtain P3 as a solid. Alternatively, the quenched reaction mixture could also be extracted with ethyl acetate and brine. The combined organic layers were dried over MgSO4, the solvent was removed under reduced pressure, and the residue was recrystallized with ethyl acetate. The resulting crude product was heated under reflux with dichloromethane for 2 hours, filtered at high temperature, and the solid was washed with ethanol to obtain P3 as a solid.

[0191] Step 4: Double nucleophilic substitution reaction (P1 → M1) The procedure is the same as in procedure 3 described above, except that P1 (1.00 equivalent) is used in place of P2, along with 3.00 equivalents of donor molecules E3=E4 and 3.00 equivalents of sodium hydride.

[0192] Procedure for Synthesis Method II Step 5 Under a nitrogen atmosphere, E6 (1.00 equivalent) was dissolved in dehydrated THF, and then nitrogen was sparged for 10 minutes. After cooling to -20°C, isopropyl magnesium chloride-lithium chloride complex (1.10 equivalent, CAS: 745038-86-2) was added, and the mixture was stirred at the same temperature for 1 hour. Using a cannula, the cold Grignard solution was gradually transferred to a cyanuric acid chloride (E5, 1.10 equivalent, CAS: 108-77-0) solution in dehydrated THF (nitrogen atmosphere, room temperature). The reaction mixture was heated to 70°C and stirred for 1.5 hours (the reaction was observed via GC / MS and TLC), cooled to room temperature, and then quenched with water. After extraction with dichloromethane, the combined organic layer was treated with charcoal, filtered, and the solvent was removed under reduced pressure. The crude product was purified by column chromatography using cyclohexane / dichloromethane as the eluent, and product P3 was obtained as a solid.

[0193] Step 6 The procedure is the same as in procedure 4 described above, except that P3 (1.00 equivalent) is used instead of P1, E7 (4.00 equivalent) is used as a reactant, and 4.00 equivalents of sodium hydride are used together. Product M2 is obtained as a solid.

[0194] Procedure for Synthesis Method III Step 7 Under a nitrogen atmosphere, E3 (1.00 equivalent) was dissolved in THF. At 0°C, n-butyllithium (1.0 equivalent, 2.5 M in hexane) was added dropwise, and the mixture was stirred at room temperature for 20 minutes. In a separate flask, E1 (1.50 equivalent) was dissolved in THF under a nitrogen atmosphere. The pre-prepared lithium species was added dropwise to the solution. The mixture was then heated under reflux until a complete switch of E1 was reached, as determined by GC / MS and TLC. After cooling to room temperature, water was added, the precipitated solid was filtered, washed with water and ethanol, and P1 was obtained as a solid. The substance can be further purified by recrystallization.

[0195] Step 8 Under a nitrogen atmosphere, a mixture of toluene and water was added to boronic acid E8 (1.20 equivalents), P4 (1.00 equivalent, product from step 7), potassium carbonate (2.00 equivalents), and [1,1'-bis(diphenylphosphino)perocene]dichloropalladium(II) (0.05 equivalents, CAS 72287-26-4). The reaction mixture was stirred under reflux until complete switching of P4 was achieved, as determined by GC / MS and TLC. After cooling to room temperature, water was added and the mixture was extracted with dichloromethane and water. The combined organic layer was dried over MgSO4 and concentrated under reduced pressure. The resulting crude product was heated under reflux in ethanol for 2 hours and washed with ethanol during high-temperature filtration. The high-temperature filtration procedure was then repeated with a 1:1 mixture of methanol and water to obtain product P5 as a solid.

[0196] Step 9 The procedure is the same as in step 2, except that P5 (1.00 equivalent, the product of step 8) is used in place of P1, and E4 (1.10 equivalent) is used in place of E3, along with 2.20 equivalents of tripotassium phosphate. M3 is obtained as a solid.

[0197] Procedure for Synthesis Method IV Step 10 Under a nitrogen atmosphere, E3 (2.00 equivalents) was dissolved in THF. At 0°C, n-butyllithium (2.10 equivalents, 2.5 M in hexane) was added dropwise, and the mixture was stirred at room temperature for 20 minutes. In a separate flask, E5 (1.00 equivalent) was dissolved in THF under a nitrogen atmosphere. The pre-prepared lithium species was added dropwise to this solution. The mixture was then heated under reflux until a complete switch of E5 was reached, as determined by GC / MS and TLC. After cooling to room temperature, water was added, the precipitated solid was filtered, washed with water and ethanol, and P6 was obtained as a solid. The substance can be further purified by recrystallization.

[0198] Step 11 The procedure is the same as in step 6, except that P6 (1.00 equivalent, the product from step 10) is used instead of P4. Once the reaction is complete as determined by GC / MS and TLC, the reaction mixture is cooled to room temperature, poured into water, and the resulting precipitate is filtered. Washed with water and ethyl acetate, P7 is obtained as a solid.

[0199] Step 12 The procedure is the same as in step 2, except that P7 (1.00 equivalent, the product of step 11) is used in place of P1, and E4 (1.10 equivalent) is used in place of E3, along with 2.20 equivalents of tripotassium phosphate. M4 is obtained as a solid.

[0200] Procedure for the synthesis of E1 Step 13 Under a nitrogen atmosphere, E1aa (1.00 equivalent, CAS: 2052-07-5) was dissolved in anhydrous THF, and nitrogen was sprayed for 10 minutes. The solution was added dropwise to activated magnesium (3.00 equivalent, CAS: 7439-95-4) in anhydrous THF, and the mixture was stirred at the same temperature for 2 hours. Using a cannula, the cold Grignard solution was gradually transferred to a cyanuric acid chloride (E5, 1.50 equivalent, CAS: 108-77-0) solution with anhydrous toluene (nitrogen atmosphere, room temperature). The reaction mixture was heated to 78°C and stirred for 8 hours (the reaction was observed via GC / MS and TLC), cooled to room temperature, and then quenched with water. After extraction with dichloromethane, the combined organic layer was treated with charcoal, filtered, and the solvent was removed under reduced pressure. The crude product was purified by column chromatography using cyclohexane / dichloromethane as the eluent to obtain product E1 as a solid.

[0201] Procedure for synthesis method V Step 13a Under a nitrogen atmosphere, a mixture of toluene and water (7:1 ratio) was added to boronic acid E7aa (1.00 equivalent), E6aa (1.50 equivalent), potassium carbonate (2.00 equivalent), and tetrakis(triphenylphosphine)palladium (0) (0.03 equivalent, CAS 14221-01-3), and nitrogen was sprayed for 10 minutes. The reaction mixture was stirred at 60°C until complete switching of boronic acid E7aa was achieved, as determined by GC / MS and TLC. After cooling to room temperature, the reaction mixture was extracted with ethyl acetate and brine. The organic extract was concentrated under reduced pressure. The resulting crude product was purified by column chromatography to obtain P4 as a solid.

[0202] Step 14 Under a nitrogen atmosphere, a mixture of dioxane and water (10:1) was added to boronic acid ester E8aa (1.30 equivalents), P4 (1.00 equivalent, product from step 7), potassium acetate (2.00 equivalents, CAS: 127-08-2), and [1,1'-bis(diphenylphosphino)perocene]dichloropalladium(II) (0.05 equivalents, CAS 72287-26-4). The reaction mixture was stirred at 80°C until complete switching of P4 was achieved, as determined by GC / MS and TLC. After cooling to room temperature, water was added and the mixture was extracted with dichloromethane and water. The combined organic layer was dried over MgSO4 and concentrated under reduced pressure. The resulting crude product was refluxed with ethanol for 2 hours and washed with ethanol during high-temperature filtration. The high-temperature filtration procedure was then repeated with a 1:1 mixture of methanol and water to obtain product P8aa as a solid.

[0203] Step 15 Under a nitrogen atmosphere, E4 (1.30 equivalents) and then P8aa (1.00 equivalent, product from step 1) were added to NaH (1.40 equivalents, CAS: 7646-69-7) via dehydrated THF, and the mixture was stirred under reflux until the reaction was complete (the reaction was observed via GC / MS and TLC). The reaction mixture was then poured over water and ice. After extraction with dichloromethane, the combined organic layer was treated with charcoal, filtered, and the solvent was removed under reduced pressure. The crude product was purified by column chromatography or recrystallization to obtain product M5 as a solid. Procedure for Combination Method VI

[0204] Step 16 Under a nitrogen atmosphere, E9 (1.00 equivalent) and E1 (1.00 equivalent) were stirred at 105°C with dehydrated dioxane until the reaction was complete (the reaction was observed via GC / MS and TLC). After cooling to room temperature, water was added and the mixture was extracted with dichloromethane and water. The combined organic layer was dried over MgSO4 and concentrated under reduced pressure. The resulting crude product was heated under reflux in ethanol for 2 hours and washed with ethanol during high-temperature filtration. P4 was obtained as a solid.

[0205] Step 17 The procedure was the same as in step 14 described above, but in the case of the high-temperature filtration procedure, THF was used instead of ethanol. Step 18

[0206] The procedure is the same as in step 15 described above.

[0207] Procedure for Synthesis Method VII Step 19 The procedure is the same as in step 1 described above.

[0208] Step 20 P1 (1.00 equivalent), E7 (3.00 equivalent), and tripotassium phosphate (4.00 equivalent) were suspended in dehydrated DMSO under a nitrogen atmosphere and stirred at 90°C for 2 hours (the reaction was observed via GC / MS and TLC). The reaction mixture was then poured into a stirred mixture of water and ice. The resulting precipitate was filtered and washed with water and ethanol. The crude product was further purified by washing with dichloromethane to obtain M6 as a solid.

[0209] Cyclic voltammetry A cyclic voltammogram is used to determine the concentration of organic molecules in dichloromethane, or a suitable solvent and a suitable supporting electrolyte (e.g., 0.1 mol / L tetrabutylammonium hexafluorophosphate) when the concentration of organic molecules is 10 -3 The measurement is performed using a mol / L solution. The measurement is carried out at room temperature in a nitrogen atmosphere using a three-electrode assembly (working electrode and counter electrode: Pt wire, reference electrode: Pt wire), with FeCp2 / FeCp2 as the internal standard. + Correction is performed using [this method]. HOMO data was corrected using ferrocene as an internal standard related to saturated calomel electrodes (SCE).

[0210] Density function theory calculation The molecular structure was optimized using the BP86 function and the RI (Resolution of Identity) approach. Excitation energies were calculated using the (BP86) optimized structure via the TD-DFT (Time-Dependent DFT) method. Orbital energies and excited-state energies were calculated using the B3LYP function. The Def2-SVP basic set and m4-grid were used for numerical integration. The Turbomole program package was used for all calculations.

[0211] optical physical measurements Sample preparation: Spin coating Equipment: Spin150, SPS euro The sample concentration is 0.2 mg / ml when dissolved in toluene / DCM. Program: 2000 U / min for 7-30 seconds. After coating, the film was dried at 70°C for 1 minute.

[0212] Absorption measurement The Thermo Scientific Evolution 201 UV-Vis spectrophotometer is used to determine the maximum absorption wavelength of a sample in the wavelength range of 270 nm and above. This wavelength is used as the excitation wavelength for measuring the photoluminescence spectrum and quantum yield.

[0213] Fluorescence spectroscopy and phosphorescence spectroscopy For phosphorescence and photoluminescence spectroscopy analysis, Horiba's Fluoromax 4P fluorescence spectrometer is used.

[0214] Time-resolved PL spectroscopy (FS5) in the μs and ns ranges. Time-resolved PL measurements are performed using an Edinburgh Instruments FS5 fluorescence spectrometer. Better focusing compared to measurements in the HORIBA setup allows for an optimized signal-to-noise ratio, and the FS5 system is particularly advantageous for transient PL measurements of delayed fluorescence characteristics. The FS5 consists of a xenon lamp providing a broad spectrum. The continuous light source is a 150W xenon arc lamp, with a specific wavelength selected by a Czerny-Turner monochrometer, which is also used to set the specific emission wavelength. The emission from the sample is directed to a sensitive R928P photomultiplier tube (PMT), capable of detecting single photons with a peak quantum efficiency of up to 25% in the spectral range of 200 nm to 870 nm. The detector is a temperature-stabilized PMT providing a dark count of less than 300 cps (counts per second). Finally, a tail fit using three exponential functions is applied to determine the transient decay lifetime of the delayed fluorescence. Specific lifetime τ i to a corresponding amplitude A i By weighting by this, the delayed fluorescence lifetime τ DF This will be decided.

number

[0215] Photoluminescence quantum yield measurement For photoluminescence quantum yield (PLQY) measurements, the Absolute PL quantum yield measurement system C9920-03G (Hamamatsu Photonics) was used. Quantum yield and CIE coordinates were determined using software U6039-05 version 3.6.0. The maximum emission is expressed in nm, the quantum yield Φ is expressed in %, and the CIE coordinates are expressed in x,y values. PLQY is determined using the following protocol: 1) Quality Assurance: Anthracene (known concentration) in ethanol will be used as the standard. 2) Excitation wavelength: The maximum absorption of the organic molecule is determined, and this wavelength is used to excite the molecule. 3) Measurement The quantum yield is measured in a nitrogen atmosphere for a film sample (10 wt% emitter in PMMA). The yield is calculated using the following equation:

number

[0216] Time-correlated single-photon counting (TCSPC) The excited state distribution dynamics are determined using an Edinburgh Instruments FS5 spectrofluorometer equipped with a monochromator, a temperature-stabilized photomultiplier tube as the detector unit, and a pulsed LED (310 nm central wavelength, 910 ps pulse width) as the excitation source. Nitrogen is flowed through the cuvette while the sample is being measured.

[0217] Overall Damping Mechanics The overall excited-state distribution decay dynamics over multiple order magnitudes in terms of time and signal intensity are achieved by performing TCSPC measurements in four time domains (200 ns, 1 μs, 20 μs, and longer measurement periods of >80 μs). The measured time curves are then processed in the following manner. - The average signal level before excitation and subtraction is determined, and background correction is applied. -The time axis is aligned using the initial rise of the main signal as the reference. - Superimposed measurement time domains are used, and the curves are scaled relative to each other. - The processed curves are merged into a single curve.

[0218] Data Analysis Data analysis is performed using single-exponential or double-exponential fits of immediate fluorescence (PF) and delayed fluorescence (DF) decay separately. The ratio of delayed fluorescence to immediate fluorescence (n-value) is calculated by integrating the respective photoluminescence decays over time.

number

[0219] The average excited-state lifetime is calculated by taking the average of the decay times of immediate and delayed fluorescence, weighted by the respective contributions of PF and DF.

[0220] Manufacturing and characterization of optoelectronic devices The photoelectronic element containing organic molecules according to the present invention, particularly the OLED element, can also be manufactured by a vacuum deposition method. When a layer contains one or more compounds, the weight percentage of one or more compounds is expressed in %. Since the total weight percentage value is 100%, if no value is specified, the fraction of the compound is the same as the difference between the specified value and 100%.

[0221] Unoptimized OLEDs are characterized by measuring their electroluminescence spectrum using standard methods and determining their intensity and current-dependent external quantum efficiency (%), calculated using the light and current detected by the photodiode. The lifetime of the OLED element is extracted from the change in brightness while operating at a constant current density. The LT50 value corresponds to the time when the measured brightness has decreased to 50% of the initial brightness; similarly, LT80 corresponds to the time when the measured brightness has decreased to 80% of the initial brightness, and LT97 corresponds to the time when the measured brightness has decreased to 97% of the initial brightness.

[0222] Accelerated lifetime measurements are performed (e.g., by applying increased current density). For example, 500 cd / m². 2 In this case, the LT80 value is determined using the following formula.

number

[0223] The value represents the average of multiple pixels (usually 2 to 8), and the standard deviation between those pixels is provided. The diagram shows the data series for a single OLED pixel.

[0224] HPLC-MS HPLC-MS analysis is performed using an Agilent (HPLC1260 Infinity) HPLC-MS system equipped with a single quadrupole MS detector.

[0225] For example, a typical HPLC method is as follows: A reverse-phase column of 3.0 mm × 100 mm and a particle size of 2.7 μm are used for HPLC from Agilent (Poroshell 120EC-C18, 3.0 × 100 mm, 2.7 μm HPLC column). HPLC-MS measurements are performed at 45°C with the following gradient. [Table 1] In addition, the following solvent mixtures were used (all solvents contained 0.1% (V / V) formic acid): [Table 2]

[0226] Take 2 μL of analyte solution at a concentration of 0.5 mg / mL for measurement.

[0227] Probe ionization is performed using either a positive (APCI+) or negative (APCI-) ionization mode in an APCI (Atmospheric Pressure Chemical Ionization) source, or using an APPI (Atmospheric Pressure Photoionization) source.

[0228] Example 1 [ka] Example 1 was synthesized by procedure 1 (yield 64%) and procedure 4 (yield 32%). MS (HPLC-MS), m / z (retention time): 589.6 (5.53 minutes). Figure 1 shows the emission spectrum of Example 1 (10 wt%) in PMMA at room temperature (i.e., approximately 20°C). Maximum emission (λ max The wavelength is represented as 478 nm. The photoluminescence quantum yield (PLQY) is 79%, the full width at half maximum (FWHM) is 0.43 eV, and the emission lifetime is 25.8 μs. The resulting CIEx coordinate is determined to be 0.18, and the CIEy coordinate is determined to be 0.31.

[0229] Example 2 [ka] Example 2 was synthesized by procedure 1 (yield 64%), procedure 2 (yield 52%), and procedure 3 (yield 27%). MS (HPLC-MS), m / z (retention time): 741.7 (5.53 minutes). Figure 2 shows the emission spectrum of Example 2 (10 wt%) in PMMA at room temperature (i.e., approximately 20°C). Maximum emission (λ max The wavelength is represented as 485 nm. The photoluminescence quantum yield (PLQY) is 59%, the full width at half maximum (FWHM) is 0.45 eV, and the emission lifetime is 21.3 μs. The resulting CIEx coordinate is determined to be 0.21, and the CIEy coordinate is determined to be 0.36.

[0230] Example 3 [ka] Example 3 was synthesized by steps 5 (32% yield) and 6 (59% yield). MS (HPLC-MS), m / z (retention time): 678.7 (5.00 minutes). Figure 3 shows the emission spectrum of Example 3 (10 wt%) in PMMA at room temperature (i.e., approximately 20°C). Maximum emission (λ max The wavelength is represented as 482 nm. The photoluminescence quantum yield (PLQY) is 74%, the full width at half maximum (FWHM) is 0.47 eV, and the emission lifetime is 28.6 μs. The resulting CIEx coordinate is determined to be 0.19, and the CIEy coordinate is determined to be 0.32.

[0231] Example 4 [ka] Example 4 was synthesized by steps 7 (60% yield), 8 (89% yield), and 9 (79% yield). MS (HPLC-MS), m / z (retention time): 754.8 (5.80 minutes). Figure 4 shows the emission spectrum of Example 4 (10 wt%) in PMMA at room temperature (i.e., approximately 20°C). Maximum emission (λ max The wavelength is represented as 528 nm. The half-width (FWHM) is 0.52 eV, and the emission lifetime is 10.8 μs. The resulting CIEx coordinate is determined to be 0.34, and the CIEy coordinate is determined to be 0.50.

[0232] Example 5 [ka] Example 5 was synthesized by steps 11 (88% yield; in this case, step 10 is not performed as E8 is commercially available) and 12 (48% yield). MS (HPLC-MS), m / z (retention time): 843.9 (6.51 minutes). Figure 5 shows the emission spectrum of Example 5 (10 wt%) in PMMA at room temperature (i.e., approximately 20°C). Maximum emission (λ max The wavelength is represented as 527 nm. The half-width (FWHM) is 0.56 eV, and the emission lifetime is 8.0 μs. The resulting CIEx coordinate is determined to be 0.34, and the CIEy coordinate is determined to be 0.49.

[0233] Example 6 [ka] Example 6 was synthesized by procedure 13 using 2-bromoviphenyl (CAS: 2052-07-5) as E1aa (10% yield), procedure 7 using carbazole (CAS: 86-74-8) as E3 (41% yield), procedure 8 using 3-cyano-4-fluorophenylboronic acid (CAS: 214210-21-6) as E8 (17% yield), and procedure 9 using 5,12-dihydro-5-phenyl-indro[3,2-a]carbazole (CAS: 1247053-55-9) as E4 (30% yield). MS (HPLC-MS), m / z (retention time): 830.9 (5.88 minutes). Figure 6 shows the emission spectrum of Example 6 (10 wt%) in PMMA at room temperature (i.e., approximately 20°C). Maximum emission (λ maxThe wavelength is 520 nm. The half-width (FWHM) is 0.51 eV, and the emission lifetime is 12.7 μs. The resulting CIEx coordinate is determined to be 0.31, and the CIEy coordinate is determined to be 0.50.

[0234] Reference example 7 [ka] Reference example 7 is 9-(4-chloro-6-phenyl-1,3,5-triazine-2-yl)- 9H-carbaz (CAS: 1268244-56-9) and 4-fluoro-3-(4,4 ,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile( Procedure 1 using CAS:863868-29-59) as P4 and E8aa respectively. 4 (74% yield), and 3H-3-azadibenzo[g,ij]naphtho[2,1,8-cd e) Procedure 15 (container) using azulene (CAS: 2408302-78-1) as E4 It was synthesized using a 62% ratio. MS (HPLC-MS), m / z (retention time): 713.6 (4.97 minutes). Figure 7 shows the results at room temperature (i.e., approximately 20°C). Reference example 7 (10% by weight in PMMA) luminescence The spectrum is shown. Maximum emission (λ) max The full width at half maximum (FWHM) is expressed as 541 nm. ) is 0.51eV. The resulting CIEx coordinate is determined to be 0.39, and the CIEy coordinate is The result is determined by 0.53.

[0235] Example 8 [ka] Example 8 was synthesized by procedure 13a (47% yield) using 9-(4,6-dichloro-[1,3,5]triazine-2-yl)-carbazole (CAS: 24209-95-8) and phenyl-d5-boronic acid (CAS: 215527-70-1) as E6aa and E7aa, respectively; procedure 14 (69% yield) using 4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (CAS: 863868-29-59) as E8aa, respectively; and procedure 15 (41% yield) using carbazole (CAS: 86-74-8) as E4. MS (HPLC-MS), m / z (retention time): 594.6 (4.46 minutes). Figure 8 shows the emission spectrum of Example 8 (10 wt%) in PMMA at room temperature (i.e., approximately 20°C). Maximum emission (λ max The wavelength is represented as 479 nm. The photoluminescence quantum yield (PLQY) is 78%, the full width at half maximum (FWHM) is 0.44 eV, and the emission lifetime is 29.3 μs. The resulting CIEx coordinate is determined to be 0.18, and the CIEy coordinate is determined to be 0.31.

[0236] Example 9 [ka] Example 9 was synthesized by Procedure 1 (42% yield) using 2,4-dichloro-6-phenyl-1,3,5-triazine (CAS: 1700-02-3) and 4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (CAS: 863868-29-5) as E1 and E2, respectively, and by Procedure 2 (38% yield) using 9H-carbazole-3-carbonitrile (3.00 equivalents, CAS: 57102-93-9) as E3. The reaction was carried out at 120°C, and M1 was directly obtained as the product. MS (HPLC-MS), m / z (retention time): 639.6 (3.50 minutes). Figure 9 shows the emission spectrum of Example 9 (10 wt%) in PMMA at room temperature (i.e., approximately 20°C). Maximum emission (λ max The wavelength is represented as 468 nm. The photoluminescence quantum yield (PLQY) is 71%, the full width at half maximum (FWHM) is 0.44 eV, and the emission lifetime is 38.0 μs. The resulting CIEx coordinate is determined to be 0.17, and the CIEy coordinate is determined to be 0.22.

[0237] Example 10 [ka] Example 10 was synthesized by procedure 19 (38% yield) using 2,4-dichloro-6-phenyl-1,3,5-triazine (CAS: 1700-02-3) and 5-cyano-2-fluorobenzeneboronic acid (CAS: 468718-30-1) as E1 and E8aa, respectively, and by procedure 20 (26% yield) using 9H-carbazole-1,2,3,4-d4 (3.00 equivalents, CAS: 935425-39-1) as E7. M7 was obtained as a solid. MS (HPLC-MS), m / z (retention time): 597.7 (4.341 min). Figure 10 shows the emission spectrum of Example 10 (10 wt%) in PMMA at room temperature (i.e., approximately 20°C). Maximum emission (λ max The wavelength is represented as 479 nm. The photoluminescence quantum yield (PLQY) is 76%, the full width at half maximum (FWHM) is 0.43 eV, and the emission lifetime is 28.9 μs. The resulting CIEx coordinate is determined to be 0.18, and the CIEy coordinate is determined to be 0.32.

[0238] Example 11 [ka] Example 11 was synthesized using procedure 16 (57% yield) with potassium carbazole salt (CAS: 6033-87-0) as E9 and 2,4-dichloro-6-phenyl-1,3,5-triazine (CAS: 1700-02-3) as E1; procedure 17 (58% yield) with 4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (CAS: 863868-29-5) as E8aa; and procedure 18 (57% yield) with 3-(4,6-diphenyl-1,3,5-triazine-2-yl)-9H-carbazole (CAS: 1313391-57-9) as E4. MS (HPLC-MS), m / z (retention time): 820.9 (6.137 min). Figure 11 shows the emission spectrum of Example 10 (10 wt%) in PMMA at room temperature (i.e., approximately 20°C). Maximum emission (λ max The wavelength is represented as 482 nm. The photoluminescence quantum yield (PLQY) is 58%, the full width at half maximum (FWHM) is 0.43 eV, and the emission lifetime is 33.3 μs. The resulting CIEx coordinates are determined to be 0.19, and the CIEy coordinates are determined to be 0.32.

[0239] Reference example 12 [ka] Reference example Compound 12 was synthesized by procedure 13 (yield 53.5%) using 9-(4,6-dichloro-1,3,5-triazine-2-yl)-carbazole (CAS: 24209-95-8) as E6aa and dibenzo[b,d]furan-2-ylboronic acid (CAS: 402936-15-6) as E7aa. The crude product was purified by two high-temperature filtration steps using a 1:1 mixture of ethanol and methanol and water, and then synthesized by procedure 14 (yield 67.1%) using 4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (CAS: 863868-29-5) as E8aa and by procedure 15 (yield 66.5%) using carbazole (CAS: 86-74-8) as E4. MS (HPLC-MS), m / z (retention time): 679.8 (5.238 minutes). Figure 12 shows the results at room temperature (i.e., approximately 20°C). Reference example 12 (The emission spectrum of 10 wt% in PMMA is shown. Maximum emission (λ max The wavelength is represented as 478 nm. The photoluminescence quantum yield (PLQY) is 77%, the full width at half maximum (FWHM) is 0.43 eV, and the emission lifetime is 29.7 μs. The resulting CIEx coordinate is determined to be 0.18, and the CIEy coordinate is determined to be 0.31.

[0240] Reference example 13 [ka] Reference example Compound 13 was synthesized by procedure 13 (yield 53.5%) using 9-(4,6-dichloro-1,3,5-triazine-2-yl)-carbazole (CAS: 24209-95-8) as E6aa and dibenzo[b,d]furan-2-ylboronic acid (CAS: 402936-15-6) as E7aa; procedure 14 (yield 77.9%) using 3-cyano-4-fluorophenylboronic acid (CAS: 214210-21-6) as E8aa; and procedure 17 (yield 35.2%) using 5,12-dihydro-5-phenyl-indro[3,2-a]carbazole (CAS: 1247053-55-9) as E4. MS (HPLC-MS), m / z (retention time): 845.0 (6.613 minutes). Figure 13 shows the results at room temperature (i.e., approximately 20°C). Reference example 13 (The emission spectrum of 10 wt% in PMMA is shown. Maximum emission (λ max The wavelength is represented as 537 nm. The photoluminescence quantum yield (PLQY) is 35%, the full width at half maximum (FWHM) is 0.49 eV, and the emission lifetime is 21.9 μs. The resulting CIEx coordinate is determined to be 0.36, and the CIEy coordinate is determined to be 0.53.

[0241] Element example Stack material [ka] Liq NBPhen HBM-1 (Hole Inhibitor) [ka] mCBP TCTA NPB [ka] HAT-CN Example 1 Comparative Example 1 [ka] Example 4 Example 5 Example 8

[0242] element structure [Table 3] [Table 4] [Table 5] [Table 6]

[0243] Element result [Table 7]

[0244] The organic molecules according to the present invention induce a photoelectronic device that exhibits high external quantum efficiency (EQE) and similar color points, and has an extended lifetime compared to a similar OLED that uses, for example, Comparative Example 1 as a TADF emitter in the light-emitting layer.

[0245] Additional examples of organic molecules of the present invention [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

change

change

change

change

change

change

change

change

change

change

change

change

change

change

change

change

change

change

change

change

change

change

change

change

change

Claims

1. - The first chemical part containing the structure of chemical formula I-a, and 【Chemistry 1】 ...Chemical formula I-a - Organic molecules containing a second chemical moiety that includes one of the following structures: chemical formulas II-a-1, II-a-5, II-a-9, II-a-10, II-a-11, II-a-12, II-a-13, and II-a-14: 【Chemistry 2】 ...Chemical formula II-a-1 【Transformation 3】 ...Chemical formula II-a-5 【Chemistry 4】 ...Chemical formula II-a-9 【Transformation 5】 ...Chemical formula II-a-10 【Transformation 6】 ...Chemical formula II-a-11 【Transformation 7】 ...Chemical formula II-a-12 【Transformation 8】 ...Chemical formula II-a-13 【Chemistry 9】 ...Chemical formula II-a-14 Here, X in chemical formulas II-a-1, II-a-5, II-a-9, II-a-10, II-a-11, II-a-12, II-a-13 and II-a-14 is NR 16, R １６ In each case, independently, a group consisting of the following is selected: Hydrogen, deuterium, Me, ｉ Pr, ｔ Bu, and One or more hydrogen atoms independently form deuterium, Me, ｉ Pr, ｔ Ph, which is arbitrarily substituted with Bu and Ph. Here, The first chemical part is bonded to the second chemical part via a single bond. T is either a single bond position that connects the first chemical part to the second chemical part, or selected from the group consisting of hydrogen (H) and CN. V is either a single bond position connecting the first chemical part to the second chemical part, or a hydrogen atom (H). W is either a single bond position that connects the first chemical part to the second chemical part, or is selected from the group consisting of hydrogen (H) and CN. X is selected from the group consisting of hydrogen (H) and CN. Y is selected from the group consisting of hydrogen (H) and CN, R １ The group is selected from the following: 【Chemistry 10】 , and, One or more substituents R ３ Ph, which has been arbitrarily replaced, R3 is independently selected in each case from the following group: Hydrogen, deuterium, N(R ４ ), ２ , OR ４ , Si(R ４ ), ３ , B(OR ４ ), ２ , OSO ２ R ４ , CF ３ , CN, F, Cl, Br, I, C １ -C ４０ Alkyl, This is one or more substituents R ４ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R ４ C=CR ４ , C≡C, Si(R ４ ) ２ , Ge(R ４ ) ２ , Sn(R ４ ) ２ , C=O, C=S, C=Se, C=NR ４ , P(=O)(R ４ ), SO, SO ２ , NR ４ , O, S or CONR ４ It can be arbitrarily replaced by, C １ -C ４０ Alkoxy, This is one or more substituents R ４ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R ４ C=CR ４ , C≡C, Si(R ４ ) ２ , Ge(R ４ ) ２ , Sn(R ４ ) ２ , C=O, C=S, C=Se, C=NR ４ , P (=O) (R ４ ), SO, SO ２ , NR ４ , O, S or CONR ４ It can be arbitrarily replaced by, C １ -C ４０ Thioalkoxy, This is one or more substituents R ４ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R ４ C=CR ４ , C≡C, Si(R ４ ) ２ , Ge(R ４ ) ２ , Sn(R ４ ) ２ , C=O, C=S, C=Se, C=NR ４ , P(=O)(R ４ ), SO, SO ２ , NR ４ , O, S or CONR ４ It can be arbitrarily replaced by, C ２ -C ４０ Alkenil, This is one or more substituents R ４ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R ４ C=CR ４ , C≡C, Si(R ４ ) ２ , Ge(R ４ ) ２ , Sn(R ４ ) ２ , C=O, C=S, C=Se, C=NR ４ , P(=O)(R ４ ), SO, SO ２ , NR ４ , O, S or CONR ４ It can be arbitrarily replaced by, C ２ -C ４０ Alkinil, This is one or more substituents R ４ It is arbitrarily replaced with, Here, one or more non-adjacent CH ２ groups are optionally replaced by R ４ C═CR ４ , C≡C, Si(R ４ ), ２ Ge(R ４ ), ２ Sn(R ４ ), ２ C═O, C═S, C═Se, C═NR ４ , P(═O)(R ４ ), SO, SO ２ , NR ４ , O, S or CONR ４ and are optionally substituted by C ６ -C ６０ Ariel, This is one or more substituents R ４ It is arbitrarily replaced with, and C ３ -C ６０ Heteroaryl, This is one or more substituents R ４ It is arbitrarily replaced with, R ａ R c and R d are independently selected in each case from the group consisting of the following: Hydrogen, deuterium, N(R) ８ ) ２ , OR ８ , Si(R ８ ) ３ , B (OR ８ ) ２ OSO ２ R ８ CF ３ ,CN,F,Cl,Br,I, C １ -C ４０ Alkyl, This is one or more substituents R ８ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R ８ C=CR ８ , C≡C, Si(R ８ ) ２ , Ge(R ８ ) ２ , Sn(R ８ ) ２ , C=O, C=S, C=Se, C=NR ８ , P(=O)(R ８ ), SO, SO ２ , NR ８ , O, S or CONR ８ It can be arbitrarily replaced by, C １ -C ４０ Alkoxy, This is one or more substituents R ８ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R ８ C=CR ８ , C≡C, Si(R ８ ) ２ , Ge(R ８ ) ２ , Sn(R ８ ) ２ , C=O, C=S, C=Se, C=NR ８ , P(=O)(R ８ ), SO, SO ２ , NR ８ , O, S or CONR ８ It can be arbitrarily replaced by, C １ -C ４０ Thioalkoxy, This is one or more substituents R ８ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R ８ C=CR ８ , C≡C, Si(R ８ ) ２ , Ge(R ８ ) ２ , Sn(R ８ ) ２ , C=O, C=S, C=Se, C=NR ８ , P(=O)(R ８ ), SO, SO ２ , NR ８ , O, S or CONR ８ It can be arbitrarily replaced by, C ２ -C ４０ Alkenil, This is one or more substituents R ８ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R ８ C=CR ８ , C≡C, Si(R ８ ) ２ , Ge(R ８ ) ２ , Sn(R ８ ) ２ , C=O, C=S, C=Se, C=NR ８ , P(=O)(R ８ ), SO, SO ２ , NR ８ , O, S or CONR ８ It can be arbitrarily replaced by, C ２ -C ４０ Alkinil, This is one or more substituents R ８ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R ８ C=CR ８ , C≡C, Si(R ８ ) ２ , Ge(R ８ ) ２ , Sn(R ８ ) ２ , C=O, C=S, C=Se, C=NR ８ , P(=O)(R ８ ), SO, SO ２ , NR ８ , O, S or CONR ８ It can be arbitrarily replaced by, C ６ -C ６０ Ariel, This is one or more substituents R ８ It is arbitrarily replaced with, and C ３ -C ６０ Heteroaryl, This is one or more substituents R ８ It is arbitrarily replaced with, R 8 is independently selected in each case from the following group: Hydrogen, deuterium, N(R) ９ ) ２ , OR ９ , Si(R ９ ) ３ , B (OR ９ ) ２ OSO ２ R ９ CF ３ ,CN,F,Cl,Br,I, C １ -C ４０ Alkyl, This is one or more substituents R ９ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R ９ C=CR ９ , C≡C, Si(R ９ ) ２ , Ge(R ９ ) ２ , Sn(R ９ ) ２ , C=O, C=S, C=Se, C=NR ９ , P(=O)(R ９ ), SO, SO ２ , NR ９ , O, S or CONR ９ It can be arbitrarily replaced by, C １ -C ４０ Alkoxy, This is one or more substituents R ９ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R ９ C=CR ９ , C≡C, Si(R ９ ) ２ , Ge(R ９ ) ２ , Sn(R ９ ) ２ , C=O, C=S, C=Se, C=NR ９ , P(=O)(R ９ ), SO, SO ２ , NR ９ , O, S or CONR ９ It can be arbitrarily replaced by, C １ -C ４０ Thioalkoxy, This is one or more substituents R ９ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R ９ C=CR ９ , C≡C, Si(R ９ ) ２ , Ge(R ９ ) ２ , Sn(R ９ ) ２ , C=O, C=S, C=Se, C=NR ９ , P(=O)(R ９ ), SO, SO ２ , NR ９ , O, S or CONR ９ It can be arbitrarily replaced by, C ２ -C ４０ Alkenil, This is one or more substituents R ９ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R ９ C=CR ９ , C≡C, Si(R ９ ) ２ , Ge(R ９ ) ２ , Sn(R ９ ) ２ , C=O, C=S, C=Se, C=NR ９ , P(=O)(R ９ ), SO, SO ２ , NR ９ , O, S or CONR ９ It can be arbitrarily replaced by, C ２ -C ４０ Alkinil, This is one or more substituents R ９ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R ９ C=CR ９ , C≡C, Si(R ９ ) ２ , Ge(R ９ ) ２ , Sn(R ９ ) ２ , C=O, C=S, C=Se, C=NR ９ , P(=O)(R ９ ), SO, SO ２ , NR ９ , O, S or CONR ９ It can be arbitrarily replaced by, C ６ -C ６０ Ariel, This is one or more substituents R ９ It is arbitrarily replaced with, and C ３ -C ６０ Heteroaryl, This is one or more substituents R ９ It is arbitrarily replaced with, Here, R b on benzene ring a and R b on benzene ring b form a direct bond, and R b on benzene ring e and R b on benzene ring f form a direct bond. Here, R is optional. ａ , R c, R d and R ８ Any substituent selected from the group consisting of R is independently R ａ , R c, R d and R ８ Together with one or more adjacent substituents selected from the group consisting of the above, a monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-condensed ring or ring system is formed. Here, the additional ring or ring formed is one or more substituents R １０ It is arbitrarily replaced with, The # symbol indicates the bond position between the first and second chemical parts. R ｆ and R ｇ In each case, independently, a group consisting of the following is selected: Hydrogen, deuterium, N(R) １３ ) ２ , OR １３ , Si(R １３ ) ３ , B (OR １３ ) ２ OSO ２ R １３ CF ３ ,CN,F,Cl,Br,I, C １ -C ４０ Alkyl, This is one or more substituents R １３ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R １３ C=CR １３ , C≡C, Si(R １３ ) ２ , Ge(R １３ ) ２ , Sn(R １３ ) ２ , C=O, C=S, C=Se, C=NR １３ , P(=O)(R １３ ), SO, SO ２ , NR １３ , O, S or CONR １３ It can be arbitrarily replaced by, C １ -C ４０ Alkoxy, This is one or more substituents R １３ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R １３ C=CR １３ , C≡C, Si(R １３ ) ２ , Ge(R １３ ) ２ , Sn(R １３ ) ２ , C=O, C=S, C=Se, C=NR １３ , P(=O)(R １３ ), SO, SO ２ , NR １３ , O, S or CONR １３ It can be arbitrarily replaced by, C １ -C ４０ Thioalkoxy, This is one or more substituents R １３ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R １３ C=CR １３ , C≡C, Si(R １３ ) ２ , Ge(R １３ ) ２ , Sn(R １３ ) ２ , C=O, C=S, C=Se, C=NR １３ , P(=O)(R １３ ), SO, SO ２ , NR １３ , O, S or CONR １３ It can be arbitrarily replaced by, C ２ -C ４０ Alkenil, This is one or more substituents R １３ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R １３ C=CR １３ , C≡C, Si(R １３ ) ２ , Ge(R １３ ) ２ , Sn(R １３ ) ２ , C=O, C=S, C=Se, C=NR １３ , P(=O)(R １３ ), SO, SO ２ , NR １３ , O, S or CONR １３ It can be arbitrarily replaced by, C ２ -C ４０ Alkinil, This is one or more substituents R １３ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R １３ C=CR １３ , C≡C, Si(R １３ ) ２ , Ge(R １３ ) ２ , Sn(R １３ ) ２ , C=O, C=S, C=Se, C=NR １３ , P(=O)(R １３ ), SO, SO ２ , NR １３ , O, S or CONR １３ It can be arbitrarily replaced by, C ６ -C ６０ Ariel, This is one or more substituents R １３ It is arbitrarily replaced with, and C ３ -C ６０ Heteroaryl, This is one or more substituents R １３ It is arbitrarily replaced with, R １３ In each case, independently, a group consisting of the following is selected: Hydrogen, deuterium, N(R) １４ ) ２ , OR １４ , Si(R １４ ) ３ , B (OR １４ ) ２ OSO ２ R １４ CF ３ ,CN,F,Br,I, C １ -C ４０ Alkyl, This is one or more substituents R １４ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R １４ C=CR １４ , C≡C, Si(R １４ ) ２ , Ge(R １４ ) ２ , Sn(R １４ ) ２ , C=O, C=S, C=Se, C=NR １４ , P(=O)(R １４ ), SO, SO ２ , NR １４ , O, S or CONR １４ It can be arbitrarily replaced by, C １ -C ４０ Alkoxy, This is one or more substituents R １４ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R １４ C=CR １４ , C≡C, Si(R １４ ) ２ , Ge(R １４ ) ２ , Sn(R １４ ) ２ , C=O, C=S, C=Se, C=NR １４ , P(=O)(R １４ ), SO, SO ２ , NR １４ , O, S or CONR １４ It can be arbitrarily replaced by, C １ -C ４０ Thioalkoxy, This is one or more substituents R １４ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R １４ C=CR １４ , C≡C, Si(R １４ ) ２ , Ge(R １４ ) ２ , Sn(R １４ ) ２ , C=O, C=S, C=Se, C=NR １４ , P(=O)(R １４ ), SO, SO ２ , NR １４ , O, S or CONR １４ It can be arbitrarily replaced by, C ２ -C ４０ Alkenil, This is one or more substituents R １４ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R １４ C=CR １４ , C≡C, Si(R １４ ) ２ , Ge(R １４ ) ２ , Sn(R １４ ) ２ , C=O, C=S, C=Se, C=NR １４ , P(=O)(R １４ ), SO, SO ２ , NR １４ , O, S or CONR １４ It can be arbitrarily replaced by, C ２ -C ４０ Alkinil, This is one or more substituents R １４ It is arbitrarily replaced with, Here, one or more non-adjacent CHs ２ The base is R １４ C=CR １４ , C≡C, Si(R １４ ) ２ , Ge(R １４ ) ２ , Sn(R １４ ) ２ , C=O, C=S, C=Se, C=NR １４ , P(=O)(R １４ ), SO, SO ２ , NR １４ , O, S or CONR １４ It can be arbitrarily replaced by, C ６ -C ６０ Ariel, This is one or more substituents R １４ It is arbitrarily replaced with, and C ３ -C ６０ Heteroaryl, This is one or more substituents R １４ It is arbitrarily replaced with, Here, R is optional. ｆ , R ｇ and R １３ Any substituent selected from the group consisting of R is independently R ｆ , R ｇ and R １３ Together with one or more adjacent substituents selected from the group consisting of the above, a monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-condensed ring or ring system is formed. Here, the additional ring or ring formed is one or more substituents R １５ It is arbitrarily replaced with, R ４ , R ９ , R １０ , R １４ and R １５ In each case, independently, a group consisting of the following is selected: Hydrogen, deuterium, OPh, CF ３ , CN, F, C １ -C ５ Alkyl, Here, one or more hydrogen atoms are independently of each other: deuterium, CN, CF ３ Alternatively, it can be arbitrarily replaced with F, C １ -C ５ Alkoxy, Here, one or more hydrogen atoms are independently of each other: deuterium, CN, CF ３ Alternatively, it can be arbitrarily replaced with F, C １ -C ５ Thioalkoxy, Here, one or more hydrogen atoms are independently of each other: deuterium, CN, CF ３ Alternatively, it can be arbitrarily replaced with F, C ２ -C ５ Alkenil, Here, one or more hydrogen atoms are independently of each other: deuterium, CN, CF ３ Alternatively, it can be arbitrarily replaced with F, C ２ -C ５ Alkinil, Here, one or more hydrogen atoms are independently of each other: deuterium, CN, CF ３ Alternatively, it can be arbitrarily replaced with F, C ６ -C １８ Ariel, Here, one or more hydrogen atoms are independent of each other, and are deuterium, C １ -C ５ Optionally substituted with alkyl, Ph, or CN, C ３ -C １５ Heteroaryl, Here, one or more hydrogen atoms are independently of each other: deuterium, Ph, or C １ -C ５ Optionally substituted with alkyl groups, N(C) ６ -C １８ Ariel) ２ , N(C) ３ -C １７ (Heteroaryl) ２ , and N(C) ３ -C １７ (Heteroaryl) (C ６ -C １８ Ariel), Here, Exactly one substituent selected from the group consisting of T, W, X, and Y is CN, and exactly one substituent selected from the group consisting of T, V, and W indicates the bond position of a single bond connecting the first chemical part to the second chemical part. Here, if T is CN and V is the bond position of the single bond connecting the first and second chemical parts, then W is hydrogen (H).

2. R １ The organic molecule according to claim 1, selected from the group consisting of the following: 【Chemistry 11】 , and One or more hydrogen atoms independently form deuterium, Me, ｉ Pr, ｔ Ph, optionally substituted with Bu, Ph, or CN. Here, R b on benzene ring e and R b on benzene ring f form a direct bond. R ａ , R c and R ｄ In each case, independently, a group consisting of the following is selected: Hydrogen, deuterium, CN, Me, ｉ Pr, ｔ Bu, and One or more hydrogen atoms independently form deuterium, Me, ｉ Pr, ｔ Ph, optionally substituted with Bu, CN, or Ph. Here, R is optional. ａ , R c and R ｄ Any substituent selected from the group consisting of R is independently R ａ , R c and R ｄ Together with one or more adjacent substituents selected from the group consisting of, a monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-fused ring or ring system, where the benzene ring a, b, c, d, e or f and the additional ring formed by the adjacent substituent, the formed fused ring system contains 9 to 30 ring atoms, of which 1 to 3 atoms are independently heteroatoms selected from the group consisting of N, O and S, where the formed additional ring or ring contains one or more substituents R １０ It is arbitrarily replaced with, R １０ In each case, the following group is independently selected: Hydrogen, deuterium, CN, Me, ｉ Pr, ｔ Bu, and One or more hydrogen atoms independently form deuterium, Me, ｉ Pr, ｔ A Ph that has been optionally replaced with Bu or Ph.

3. The first chemical part comprises a structure with any one of the chemical formulas I-a-1, I-b-1, I-a-2, and I-b-2, according to claim 1 or claim 2: 【Chemistry 12】 ...Chemical formula I-a-1 【Chemistry 13】 ...Chemical formula I-b-1 【Chemistry 14】 ...Chemical formula I-a-2 【Chemistry 15】 ...Chemical formula I-b-2 Here, the dotted line indicates a single bond connecting the first chemical part to the second chemical part. R2 is hydrogen (H), R X is CN.

4. R ｆ and R ｇ In each case, independently selected from the group consisting of the following, the organic molecule according to any one of claims 1 to 3: Hydrogen, deuterium, N(Ph) ２ , OPh, Si(Me) ３ Si(Ph) ３ F, CF ３ , CN, C ６ -C １８ Ariel, Here, one or more hydrogen atoms are independent of each other, deuterium, Me, ｉ Pr, ｔ Bu, CF ３ , optionally replaced with CN or Ph, C ３ -C １５ Heteroaryl, Here, one or more hydrogen atoms are independent of each other, deuterium, Me, ｉ Pr, ｔ Bu, CF ３ , optionally replaced with CN or Ph, Here, R is optional. ｆ and R ｇ Any substituent selected from the group consisting of R is independently R ｆ and R ｇ Together with one or more adjacent substituents selected from the group consisting of the above, a monocyclic or polycyclic, aliphatic or aromatic, carbocyclic or heterocyclic and / or benzo-condensed ring or ring system is formed. Here, the fused ring system formed by the structure of chemical formula II and the additional ring formed by adjacent substituents comprises 16 to 30 ring atoms, of which 1 to 3 atoms are independently heteroatoms selected from N, O, and S. Here, the additional ring or ring formed is one or more substituents R １５ It is arbitrarily replaced with, R １５ In each case, the following group is independently selected: Hydrogen, deuterium, CN, Me, ｉ Pr, ｔ Bu, and One or more hydrogen atoms independently form deuterium, Me, ｉ Pr, ｔ Ph is optionally substituted with Bu, Ph, or CN.

5. Use of the organic molecule described in any one of claims 1 to 4 as a light-emitting emitter and / or host material and / or electron transport material and / or hole transport material and / or hole injection material and / or hole blocking material in a photoelectronic device.

6. The aforementioned photoelectronic element is selected from the group consisting of the following, for the use described in claim 5: Organic light-emitting diode (OLED) • Light-emitting electrochemical cell OLED sensor Organic diodes ・Organic solar cells Organic transistors Organic field-effect transistor Organic laser - Down-conversion element.

7. Composition including the following: (a) The organic molecule according to any one of claims 1 to 4, (b) an emitter substance and / or host substance different from the organic molecule, and (c) Optionally, one or more dyes and / or one or more solvents.

8. The composition according to claim 7, comprising the following: (i) 1 to 50% by weight of the organic molecule according to any one of claims 1 to 4, (ii) 5 to 98% by weight of the first host compound (iii) 1 to 30% by weight of at least one additional emitter molecule having a structure different from the structure of the organic molecule, (iv) Optionally, 0 to 94% by weight of at least a second host compound having a structure different from that of the organic molecule, and (v) Optionally, 0 to 94% by weight of a solvent, Here, the sum of (i), (ii), (iii), (iv), and (v) of the composition is 100% by weight.

9. A photoelectronic element comprising an organic molecule according to any one of claims 1 to 4, or a composition according to claim 7 or 8, and having the form of an element selected from the group consisting of organic light-emitting diodes (OLEDs), light-emitting electrochemical cells, OLED sensors, organic diodes, organic solar cells, organic transistors, organic field-effect transistors, organic lasers, and down-conversion elements.

10. -substrate, -anode, - Cathode, and - Includes at least one light-emitting layer, The anode or cathode is disposed on the substrate, The photoelectronic element according to claim 9, wherein the light-emitting layer is disposed between the anode and the cathode and contains the organic molecule or the composition.

11. A method for manufacturing a photoelectronic device, using an organic molecule according to any one of claims 1 to 4, or a composition according to claim 7 or 8.

Images