Organic molecules for photoelectronic devices, compositions, photoelectronic devices, and methods for generating light having wavelengths of 440 nm to 470 nm.

Abstract

The present invention relates to an organic molecule, in particular for application in optoelectronic devices. According to the invention, the organic molecule comprises or consists of a structure represented by formula I: [Formula 1] JPEG2024514599000088.jpg5162(Chemical formula I) Where: R 1 is hydrogen, and optionally one or more C 1 -C 6 Alkyl-substituted C 6 -C 12 aryl; R a are in each case, independently of one another, hydrogen, deuterium, N(R 5 ) 2 , OR 5 , Si(R 5 ) 3 , B(OR 5 ) 2 , B(R 5 ) 2 , O.S.O. 2 R 5 , C.F. 3 , C.N., F., Br., I., C. 1 -C 40 Alkyl, C 1 -C 40 Alkoxy, C 1 -C 40 Thioalkoxy, C 2 -C 40 Alkenyl, C 2 -C 40 Alkynyl, C 6 -C 60 Aryl and C 2 -C 57 Heteroaryl is selected from the group consisting of:

Description

[Technical Field]

[0001] This invention relates to light-emitting organic molecules, organic light-emitting diodes (OLEDs), and their applications in other optoelectronic devices. [Overview of the project] [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] Such objectives are achieved by the present invention, which provides novel organic molecules. According to the present invention, the organic molecule is a pure organic molecule, that is, it does not contain any metal ions, in contrast to metal complexes known to be used in optoelectronic devices. [Effects of the Invention]

[0004] According to the present invention, the organic molecule exhibits maximum emission in the blue or sky blue spectral range. The organic molecule exhibits maximum emission particularly at 420-520 nm, preferably 440-495 nm, and more preferably 450-470 nm. The photoluminescence quantum yield of the organic molecule according to the present invention is particularly 50% or more. The use of the molecule according to the present invention in photoelectronic devices, such as organic light-emitting diodes (OLEDs), results in higher efficiency of the device or higher color purity expressed by the full width at half maximum (FWHM) of the emission. The corresponding OLED has even higher stability than known emitter materials and OLEDs having similar hues. OLEDs having a light-emitting layer containing the organic molecule of the present invention together with a host material, particularly a host material in the form of a triplet-triplet annihilation material, have higher stability. [Modes for carrying out the invention]

[0005] The organic light-emitting molecule of the present invention contains or consists of the structure of Chemical Formula I: [Chemical Formula] Here, R 1 is selected from the group consisting of hydrogen and C6-C aryl optionally substituted with one or more C1-C6 alkyls, 12 and R a is, in each case, independently of one another, selected from the group consisting of the following: hydrogen, deuterium, N(R 5 )2, OR 5 , Si(R 5 )3, B(OR 5 )2, B(R 5 )2, OSO2R 5 , CF3, CN, F, Br, I, C1-C 40 alkyl, which is optionally substituted with one or more substituents R 5 , where one or more non-adjacent CH2 groups are optionally R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 )]], O, S or CONR 5 substituted, C1-C 40 alkoxy, which is optionally substituted with one or more substituents R 5 , where one or more non-adjacent CH2 groups are optionally R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, C1-C 40 Thioalkoxy, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, C2-C 40 Alkenil, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, C2-C 40 Alkinil, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5、O, S or CONR 5 substituted with optionally one or more R 5 substituted C6-C 60 aryl, and optionally one or more R 5 substituted C2-C 57 heteroaryl, R 5 in each case, independently of one another, is selected from the group consisting of hydrogen, deuterium, N(R 6 )2, OR 6 , Si(R 6 )3, B(OR 6 )2, B(R 6 )2, OSO2R 6 , CF3, CN, F, Br, I, C1-C 40 alkyl, which is optionally substituted with one or more substituents R 6 where one or more non-adjacent CH2 groups are optionally R C=CR 6 , C≡C, Si(R 6 )2, Ge(R 6 )2, Sn(R 6 )2, C=O, C=S, C=Se, C=NR 6 , P(=O)(R 6 ), SO, SO2, NR 6 , O, S or CONR 6 substituted with 6 C1-C alkoxy, 40 which is optionally substituted with one or more substituents R where one or more non-adjacent CH2 groups are optionally R 6 substituted with C=CR 6 , C≡C, Si(R 6 )2, Ge(R 6 )2, Sn(R 6 )2, C=O, C=S, C=Se, C=NR 6 , P(=O)(R 6 ), SO, SO2, NR 6 , O, S or CONR 6 , O, S or CONR 6is replaced by, C1-C 40 thioalkoxy, which is optionally substituted with one or more substituents R 6 is replaced by, where one or more non-adjacent CH2 groups are optionally R 6 C=CR 6 , C≡C, Si(R 6 )2, Ge(R 6 )2, Sn(R 6 )2, C=O, C=S, C=Se, C=NR 6 , P(=O)(R 6 ), SO, SO2, NR 6 , O, S or CONR 6 [[ID=?]]is replaced by, C2-C 40 alkenyl, which is optionally substituted with one or more substituents R 6 is replaced by, where one or more non-adjacent CH2 groups are optionally R 6 C=CR<00001​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​6 C6-C substituted with 60 aryl, and optionally one or more R 6 C2-C substituted with 57 heteroaryl, R 6 in each case, independently of one another, is selected from the group consisting of: hydrogen, deuterium, OPh (Ph = phenyl), CF3, CN, F, C1-C5 alkyl, <000091​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​and / or R 6 Together, monocyclic or polycyclic, aliphatic, aromatic, heteroaromatic, and / or benzo-condensed ring systems can be formed. In particular, substituent R of chemical formula I a One of these independently has one or more substituents R a Together, they can form monocyclic or polycyclic, aliphatic, aromatic, heteroaromatic, and / or benzo-condensed ring systems.

[0006] In one embodiment, R 1 This is a phenyl molecule selectively substituted with one or more C1-C6 alkyl groups.

[0007] In one embodiment, R 1 It selectively uses methyl, i Propyl, cyclohexyl and t It is a phenyl compound substituted with one or more substituents selected from butyl.

[0008] In one embodiment, R 1 It selectively uses methyl, i Propyl and t It is a phenyl compound substituted with one or more substituents selected from butyl.

[0009] In one embodiment, the organic molecule contains or consists of chemical formula Ia: [ka] (Formula Ia) Here, R c In each case, the following groups are selected independently from each other: Hydrogen, deuterium, N(R) 5 )2, OR 5 , Si(R 5 )3, B(OR 5 )2, B(R 5 )2, OSO2R 5 CF3, CN, F, Br, I, C1-C 40 Alkyl, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, C1-C 40 Alkoxy, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, C1-C 40 Thioalkoxy, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, C2-C 40 Alkenil, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are optionally R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 and are substituted with C2-C 40 alkynyl, which is optionally substituted with one or more substituents R 5 and here, one or more non-adjacent CH2 groups are optionally R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 and are substituted with optionally C6-C 5 substituted with one or more R 60 aryl, and optionally C2-C[[ID=​​​​​​​​​​​​​​​​​​​​​​​​​​Ph is selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Furthermore, the aforementioned definition applies here.

[0011] In one embodiment, R a In each case, the following groups are selected independently from each other: hydrogen, deuterium, Me, i Pr, t Bu, CN Sofa CF3, Me, i Pr, t Ph is selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Me, i Pr, t Pyridinyl molecules selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Me, i Pr, t Pyrimidinyl molecules selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Me, i Pr, t Carbazolyl, selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Me, i Pr, t Triazinyls selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and Me, i Pr, t N(Ph)2 is selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Here, two or more adjacent substituents R aIt can form bonding points for ring systems selected from the group consisting of the following: [ka] Here, each dashed line represents one of the aforementioned ring systems connected to two adjacent substituents R a This indicates a direct connection to the position indicated.

[0012] In one embodiment, R 5 In each case, the following groups are selected independently from each other: deuterium, Me, i Pr, t Bu, CN Sofa CF3, Me, i Pr, t Ph is selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Me, i Pr, t Pyridinyl molecules selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Me, i Pr, t Pyrimidinyl molecules selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Me, i Pr, t Carbazolyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and Me, i Pr, t Triazinyl molecules selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Here, two or more adjacent substituents R a It can form bonding points for ring systems selected from the group consisting of the following: [ka] Here, each dashed line represents one of the aforementioned ring systems connected to two adjacent substituents R a This indicates a direct connection to the position indicated.

[0013] In a particular embodiment, R 2 but t If it is an Bu group, R a It does not form a benzo-condensed ring system containing a C4 benzo-condensed ring, as shown below: [ka] In one embodiment, the organic molecule includes or consists of a structure of chemical formula Ia or Ib: [ka] (Formula Ia) [ka] (Formula Ib).

[0014] In one embodiment, the organic molecule contains or consists of a structure of chemical formula Ic: [ka] (Chemical formula Ic).

[0015] In one embodiment of the present invention, R a In each case, the following groups are selected independently of each other: hydrogen, Me, i Pr, t Bu, CN Sofa CF3, Me, i Pr, tPh is selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Me, i Pr, t Pyridinyl molecules selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Me, i Pr, t Pyrimidinyl molecules selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Me, i Pr, t Carbazolyl, selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Me, i Pr, t Triazinyls selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and N(Ph)2.

[0016] In one embodiment, the organic molecule contains or consists of a structure of chemical formula IIa: [ka] (Formula IIa).

[0017] In one embodiment, the organic molecule contains or consists of a structure of chemical formula IIb: [ka] (Formula IIb) R b In each case, the following groups are selected independently from each other: Hydrogen, deuterium, N(R) 5 )2, OR 5 , Si(R 5 )3, B(OR 5 )2, OSO2R 5 CF3, CN, F, Br, I, C1-C 40 Alkyl, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, C1-C 40 Alkoxy, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, C1-C 40 Thioalkoxy, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, C2-C 40 Alkenil, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, C2-C 40 Alkinil, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, Selectively R is 1 or greater. 5 C6-C replaced by 60 Aryl, and Selectively R is 1 or greater. 5 C2-C replaced by 57 Heteroaryl, The aforementioned definition also applies to other areas.

[0018] In a further embodiment of the present invention, R b In each case, the following groups are selected independently of each other: Hydrogen, deuterium, Me, i Pr, t Bu, CN, CF3, Me, i Pr, tPh is selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Me, i Pr, t Pyridinyl molecules selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Me, i Pr, t Carbazolyl, selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Me, i Pr, t Triazinyls selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and N(Ph)2.

[0019] In a further embodiment of the present invention, R b In each case, the following groups are selected independently of each other: Me, i Pr, t Bu, CN, CF3, Me, i Pr, t Ph is selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Me, i Pr, t Pyridinyl molecules selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Me, i Pr, t Carbazolyl, selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph. Me, i Pr, t Triazinyls selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and N(Ph)2.

[0020] In one embodiment, the organic molecule contains or consists of the structure of chemical formula III: [ka] (Formula III).

[0021] In one embodiment, the organic molecule includes or consists of the structure of chemical formula III, where R 1 It is hydrogen.

[0022] In a preferred embodiment, the organic molecule includes or consists of the structure of chemical formula III, R 1 C6-C6 alkyl substituents are selectively substituted with one or more C1-C6 alkyl substituents. 12 It is Ariel.

[0023] In one embodiment, the organic molecule includes or consists of a structure selected from the group consisting of chemical formulas IIIa, IIIb, IIIc, and IIId: [ka] (Formula IIIa) [ka] (Formula IIIb) [ka] (Formula IIIc) [ka] (Formula IIId).

[0024] In one embodiment, R a , R b and R 5 In each case, independently of each other, hydrogen (H), methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl ( tSelected from the group consisting of Bu), phenyl (Ph), CN, CF3, and diphenylamine (NPh2).

[0025] definition Here, the term "layer" refers to a body having a broad planar shape. The fact that optoelectronic elements are composed of multiple layers is common knowledge to those skilled in the art.

[0026] In the context of the present invention, an EML is a layer of a photoelectronic device, where light emission from the layer is observed when a voltage and current are applied to the device. Those skilled in the art will understand that light emission from a photoelectronic device is attributable to light emission from at least one EML. Skilled technicians will understand that light emission from an EML is typically (primarily) attributable to all the material contained in the EML, not to a specific emitter material.

[0027] In the context of the present invention, the “emitter material” (also referred to as the “emitter”) is a material that emits light when contained in the light-emitting layer (EML) of a photoelectronic device under given voltage and current conditions (see below). It is known to those skilled in the art that the emitter material is generally a “luminescent dopant” material, and it is understood that the dopant material (regardless of its luminescence) is usually (in this specification) a material incorporated into a matrix material called a host material. Here, the host material is generally H when contained in a photoelectronic device, preferably an OLED, that contains at least one organic molecule according to the present invention. B It is called that.

[0028] In the context of this invention, the term "cyclic group" is understood in its broadest sense to mean any monocyclic, bicyclic, or polycyclic moiety.

[0029] In the context of this invention, when referring to a chemical structure, the term "ring" is understood in its broadest sense as any monocyclic moiety. From the same viewpoint, when referring to a chemical structure, the term "ring" is understood in its broadest sense as any bicyclic or polycyclic moiety.

[0030] In the context of this invention, "ring system" is understood in its broadest sense as any monocyclic, bicyclic, or polycyclic moiety.

[0031] In the context of the present invention, the term "ring atom" refers to any atom that is part of a cyclic core of a ring or ring system and is not part of an acyclic substituent selectively attached to the cyclic core.

[0032] In the context of the present invention, the term "carbocyclic" is 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 the present invention. The term "carbocyclic" is an adjective and is also understood as 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 the present invention.

[0033] In the context of the present invention, 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 B, Si, N, O, S, and Se, more preferably B, N, O, and S, and most preferably N, O, and S. Not to mention all carbon atoms or heteroatoms contained in a heterocyclic in the context of the present invention, but they may be substituted with hydrogen or any other substituent as defined in a particular embodiment of the present invention.

[0034] Those skilled in the art will understand that any cyclic group (i.e., any carbon ring and heteroring) can be aliphatic, aromatic, or heteroaromatic.

[0035] In the context of the present invention, when referring to a cyclic group (i.e., a ring, a ring system, a carbocyclic ring, a heterocyclic ring), the term “aliphatic” includes one or more ring atoms that are not part of an aromatic or heteroaromatic ring or ring system of the cyclic core structure (excluding selectively attached substituents). Preferably, most of the ring atoms in the aliphatic cyclic group, more preferably all of the ring atoms, are not part of an aromatic or heteroaromatic ring or ring system (e.g., in cyclohexane or piperidine). Herein, when referring to an aliphatic ring or ring system in general, no distinction is made between carbocyclic and heterocyclic groups, and the term “aliphatic” is also used as an adjective describing a carbocyclic or heterocyclic ring to indicate whether or not a heteroatom is included within the aliphatic cyclic group.

[0036] As understood by skilled technicians, the terms “aryl” and “aromatic” in their broadest sense are understood as any monocyclic, bicyclic, or polycyclic aromatic molecule, i.e., a ring group in which all ring atoms are part of an aromatic ring system, preferably as part of the same aromatic ring system. However, throughout this application, the terms “aryl” and “aromatic” are limited to monocyclic, bicyclic, or polycyclic aromatic molecules in which all aromatic ring atoms are carbon atoms. In contrast, in this application, the terms “heteroaryl” and “heteroaromatic” refer to any monocyclic, bicyclic, or polycyclic aromatic molecule in which one or more aromatic carbocyclic atoms are replaced by heteroatoms (i.e., non-carbons). Unless otherwise specifically stated in a particular embodiment of the present invention, at least one heteroatom in “heteroaryl” or “heteroaromatic” may be identical or different in each case, and may be individually selected from the group consisting of N, O, S, and Se, more preferably N, O, and S. Those skilled in the art will understand that the adjectives “aromatic” and “heteroaromatic” are also used to describe any cyclic group (i.e., any ring system). That is, an aromatic cyclic group (i.e., an aromatic ring system) is an aryl group, and a heteroaromatic cyclic group (i.e., a heteroaromatic ring system) is a heteroaryl group.

[0037] Unless otherwise specifically mentioned in a particular embodiment of the present invention, in this application, an aryl group preferably comprises 6 to 60 aromatic ring atoms, more preferably 6 to 40 aromatic ring atoms, and even more preferably 6 to 18 aromatic ring atoms. Unless otherwise specifically mentioned in a particular embodiment of the present invention, in this application, a heteroaryl group preferably comprises 5 to 60 aromatic ring atoms, more preferably 5 to 40 aromatic ring atoms, and even more preferably 5 to 20 aromatic ring atoms, of which at least one is a heteroatom, preferably selected from N, O, S, and Se, and more preferably from N, O, and S. If one or more heteroatoms comprise a heteroaromatic group, all heteroatoms are preferably selected independently from each other from N, O, S, and Se, and more preferably from N, O, and S.

[0038] In the context of the present invention, for both aromatic groups and heteroaromatic groups (e.g., aryl substituents or heteroaryl substituents), the number of aromatic ring carbon atoms is expressed in the definition of a particular substituent as a subscript number, for example, "C6-C 60 The form is given as "aryl". This means that each aryl substituent contains 6 to 60 aromatic carbon ring atoms. The same subscript numbers are used to indicate the number of carbon atoms allowed for all other types of substituents, whether they are aliphatic, aromatic, or heteroaromatic. For example, "C1-C 40 The term "alkyl" refers to alkyl substituents containing 1 to 40 carbon atoms.

[0039] Preferred examples of aryl groups include benzene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluoranthene, benzanthracene, benzophenanthrene, tetracene, pentacene, benzopyrene, or combinations thereof.

[0040] Preferred examples of heteroaryl groups include furan, benzofuran, isobenzofuran, dibenzofuran, thiophene, benzothiophene, isobenzothiophene, dibenzothiophene; pyrrole, indole, isoindole, carbazole, indolocarbazole, pyridine, quinoline, isoquinoline, acridine, phenantholidine, benzo-5,6-quinoline, benzo-6,7-quinoline, benzo-7,8-quinoline, phenothiazine, phenoxazine, pyrazole, indazole, imidazole, benzimidazole, naphthoimidazole, phenanthroimidazole, pyridoimidazole, pyrazinoimidazole, quinoxalinoimidazole, oxazole, benzoxazole, naphthoxazole, anthroxazole This includes zole, phenanthroxazole, isoxazole, 1,2-thiazole, 1,3-thiazole, benzothiazole, pyridazine, benzopyridazine, pyrimidine, benzopyrimidine, 1,3,5-triazine, 1,2,4-triazine, 1,2,3-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, 1,2,4,5-tetrazine, purine, pteridine, indoridine, and benzothiadiazole, or combinations thereof.

[0041] The term "arylene," as used throughout this application, refers to a divalent aryl substituent that possesses two binding sites to other molecular structures and functions as a linker structure. From the same viewpoint, the term "heteroarylene" refers to a divalent aryl substituent that possesses two binding sites to other molecular structures and functions as a linker structure.

[0042] In the context of the present invention, when referring to an aromatic ring system or a heteroaromatic ring system, the term “condensed” means that the “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 the present invention to be a condensed aromatic ring system, where the two benzene rings (in the case of naphthalene) or thiophene and benzene (in the case of benzothiophene) share one bond. Also, in such a 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. It is also understood that 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 can also be condensed, which 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. Also, aromatic ring systems or heteroaromatic ring systems can be condensed with aliphatic ring systems (i.e., sharing at least one bond).

[0043] In the context of this invention, the term "condensed" ring system has the same meaning as "fused" ring system.

[0044] In certain embodiments of the present invention, adjacent substituents bonded to a ring or ring system may form further monocyclic or polycyclic, aliphatic, aromatic or heteroaromatic ring systems fused to the aromatic or heteroaromatic ring or ring system to which the substituents are bonded. A fused ring system selectively formed in this manner may 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 that case (and where such figures are provided), the “total” number of ring atoms contained in the fused ring system should be understood as the sum of the ring atoms contained in the aromatic or heteroaromatic ring or ring system. Adjacent substituents are bonded, and the ring atoms of the additional ring system are formed by the adjacent substituents, but ring atoms shared by the fused ring are counted once, not twice. For example, a benzene ring may have two adjacent substituents that form yet another benzene ring so that a naphthalene core is formed. The naphthalene core will contain 10 ring atoms, since two carbon atoms are shared by two benzene rings and are counted only once, not twice.

[0045] Generally, in the context of the present invention, the terms “adjacent substituent” or “adjacent group” mean a substituent or group bonded to the same or adjacent atom.

[0046] In the context of the present invention, the term “alkyl group” is understood in its broadest sense as any linear, branched, or cyclic alkyl substituent. In particular, the term “alkyl group” is understood as a substituent 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.

[0047] For example, in s-butyl, s-pentyl, and s-hexyl, "s" means "secondary," that is, s-butyl, s-pentyl, and s-hexyl are identical to sec-butyl, sec-pentyl, and sec-hexyl, respectively. For example, in t-butyl, t-pentyl, and t-hexyl, "t" means "tertiary," that is, t-butyl, t-pentyl, and t-hexyl are identical to tert-butyl, tert-pentyl, and tert-hexyl, respectively.

[0048] 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.

[0049] 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.

[0050] 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.

[0051] 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.

[0052] As used throughout this specification, the term “halogen” (or, in chemical nomenclature, “halo” when referring to a substituent) is also understood in its broadest sense to mean any atom of the elements of the seventh major group (i.e., Group 17) of the periodic table, preferably fluorine, chlorine, bromine, or iodine.

[0053] When a molecular fragment is described as being attached to a substituent or other molecule, 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.

[0054] Furthermore, in this application, "C6-C 60 "Aryl" or "C1-C" 40 Whenever a substituent like "alkyl" is mentioned without specifying the bonding site within that substituent, it means that each substituent is bonded via any atom. For example, "C6-C 60 The "aryl" substituent is bonded via any 6 to 60 aromatic carbon atoms, and is "C1-C 40 Alkyl substituents are bonded via any 1 to 40 aliphatic carbon atoms. On the other hand, 2-cyanophenyl substituents are bonded only in a manner that their CN group is adjacent to the bonding site, in order to allow for precise chemical nomenclature.

[0055] In the context of this invention, whenever a substituent such as “butyl,” “biphenyl,” or “terphenyl” is mentioned without further detail, this means that any isomorph of each substituent is acceptable as a specific substituent. In this regard, for example, the term “butyl” as a substituent includes n-butyl, s-butyl, t-butyl, and isobutyl as substituents. Similarly, the term “biphenyl” as a substituent includes ortho-biphenyl, meta-biphenyl, or para-biphenyl, where ortho, meta, and para are defined with respect to the binding site of the biphenyl substituent to each chemical molecule having the biphenyl substituent. Similarly, the term "terphenyl" includes, as substituents, 3-ortho-terphenyl, 4-ortho-terphenyl, 4-meta-terphenyl, 5-meta-terphenyl, 2-para-terphenyl, or 3-para-terphenyl, where, as is known to skilled technicians, ortho, meta, and para indicate the positions of the two Ph moieties within the terphenyl group relative to each other, and "2-", "3-", "4-", and "5-" indicate the bonding positions of the terphenyl substituent to the respective chemical molecule having the terphenyl substituent.

[0056] All the groups defined above, and indeed all chemical moieties, whether cyclic or acyclic, aliphatic, aromatic or heteroaromatic, are understood to be further substituted by the specific embodiments described herein.

[0057] All hydrogen atoms (H) in any structure referred to in this application are also substituted with deuterium (D) in each case, independently of each other, unless otherwise specifically stated. Substituting hydrogen with deuterium is common practice and is obvious to those skilled in the art. Therefore, it can be achieved, and there are many known methods in which some review articles describe these.

[0058] When comparing experimental or computational data, the values ​​must be determined using the same methodology. For example, experimental ΔE obtained by a specific method STIf the energy is determined to be less than 0.4 eV, the comparison is only valid if the same identification method is used, including the same conditions. For example, a comparison of the photoluminescence quantum yield (PLQY) of different compounds is only valid if the PLQY determination is performed under the same reaction conditions (e.g., room temperature, measurement on a 10% PMMA film). Furthermore, the calculated energy values ​​are determined by the same calculation method (same function and same criterion setting).

[0059] Photoelectronic device comprising at least one organic molecule according to the present invention A further aspect of the present invention relates to a photoelectronic device comprising at least one organic molecule according to the present invention.

[0060] In one embodiment, a photoelectronic device comprising at least one organic molecule according to the present invention is selected from the group consisting of the following: • Organic light-emitting diode (OLED) • Light-emitting electrochemical cell • OLED sensors, particularly gas 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.

[0061] The light-emitting electrochemical cell consists of three layers: a cathode, an anode, and an active layer containing the organic molecule according to the present invention.

[0062] In a preferred embodiment, the photoelectronic device comprising at least one organic molecule according to the present invention is selected from the group consisting of organic light-emitting diodes (OLEDs), light-emitting electrochemical cells (LECs), organic lasers, and light-emitting transistors.

[0063] In a more preferred embodiment, the photoelectronic device comprising at least one organic molecule according to the present invention is an organic light-emitting diode (OLED).

[0064] In one embodiment, the photoelectronic device comprising at least one organic molecule according to the present invention is an OLED having 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 C Here, the OLED selectively includes each of the layers except for the anode layer A, cathode layer C, and light-emitting layer EML, and different layers are merged, and the OLED also includes one or more layers from each of the layer types defined above.

[0065] Furthermore, the photoelectronic element comprising at least one organic molecule according to the present invention may selectively include one or more protective layers to protect the element from damage exposure to harmful substances in the environment, such as moisture, vapor, and / or gas.

[0066] In one embodiment of the present invention, the photoelectronic device comprising at least one organic molecule according to the present invention is an OLED having the following inverted layer structure: 1. Circuit board 2. Cathode layer C 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, the OLED (having an inverted layer structure) selectively includes each of the layers except for the anode layer A, cathode layer C, and light-emitting layer EML, with different layers being merged, and the OLED also includes one or more layers from each of the layer types defined above.

[0067] The organic molecules according to the present invention (as described in the embodiments above) can be used in various layers by precise structure and substitution. In applications, the fraction of the organic molecules according to the present invention in each layer of a photoelectronic device, particularly an OLED, is 0.1 to 99% by weight, more particularly 1 to 80% by weight. In an alternative embodiment, the proportion of the organic molecules in each layer is 100% by weight.

[0068] In one embodiment, a photoelectronic device comprising at least one organic molecule according to the present invention is an OLED that may have a stacked structure. In this structure, unlike the general arrangement in which OLEDs are arranged side by side, individual units are stacked on top of each other. Mixed light is generated by OLEDs exhibiting a stacked structure, and in particular, white light is generated by stacking blue OLEDs, green OLEDs, and red OLEDs. The OLED exhibiting a 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.

[0069] In one embodiment, a photoelectronic device comprising at least one organic molecule according to the present invention is an OLED comprising two or more light-emitting layers between an anode and a cathode. In particular, a so-called tandem OLED comprises 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 additional layers such as charge generation layers, charge blocking layers, or charge transport layers may be selectively 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.

[0070] In one embodiment, a photoelectronic device comprising at least one organic molecule according to the present invention is also essentially a white photoelectronic device, meaning that the device emits white light. For example, such a white photoelectronic device also comprises at least one (deep) blue emitter molecule and one or more emitter molecules emitting green and / or red light. Subsequently, selective energy transfer may occur between two or more molecules, as described in later sections of this text (see below).

[0071] In the case of a photoelectronic device containing at least one organic molecule according to the present invention, the at least one organic molecule according to the present invention is contained in the light-emitting layer (EML) of the photoelectronic device, most preferably the EML of an OLED. However, the organic molecule according to the present invention is also used, for example, in an electron transport layer (ETL) and / or electron barrier layer (EBL) or an exciton barrier layer and / or hole transport layer (HTL) and / or hole blocking layer (HBL). When used, the fraction of the organic molecule according to the present invention in each layer of the photoelectronic device, particularly an OLED, is 0.1 to 99% by weight, more particularly 0.5 to 80% by weight, and especially 0.5 to 10% by weight. In an alternative embodiment, the proportion of the organic molecule in each layer is 100% by weight.

[0072] The criteria for selecting materials suitable for individual layers of optoelectronic devices, particularly OLEDs, are common knowledge to those skilled in the art. The latest technologies have shown many materials that can be used for individual layers, indicating which materials are suitable for use side-by-side. It is understood that any material used in the latest technologies can also be used in optoelectronic devices containing organic molecules according to the present invention. Preferred examples of materials for individual layers are given below. It is understood that this does not mean that all types of layers listed below must be present in the optoelectronic device containing at least one organic molecule according to the present invention. Furthermore, it is understood that the optoelectronic device containing at least one organic molecule according to the present invention includes one or more of the layers listed below, such as two or more light-emitting layers (EMLs). It is also understood that two or more layers of the same type (e.g., two or more EMLs, or two or more HTLs) do not necessarily contain the same material, or even the same proportion of the same material. Furthermore, the photoelectronic element comprising at least one organic molecule according to the present invention does not need to include all of the types of layers listed below, where the anode layer, cathode layer, and light-emitting layer are generally present in all cases.

[0073] The substrate may also be formed from any material or a composition thereof. Most often, a glass slide is used as the substrate. Alternatively, 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 an anode layer A may also contain, 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.

[0074] 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 the transparent conductive oxide (TCO). The roughness of the anode layer A due to the transparent conductive oxide (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 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).

[0075] Adjacent to the anode layer A or hole injection layer (HIL), a hole transport layer (HTL) is generally located. Here, any hole transport compound may 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) may also be 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-carbazol The HTL may also contain a star-shaped heterocycle such as ₀-3-yl)-9H,9'H-3,3'-bicarbazole (TrisPcz). 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.

[0076] EBL may include, 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).

[0077] Adjacent to the hole transport layer (HTL) or (if present) the electron barrier layer (EBL), the luminescent layer (EML) is typically located. The luminescent layer (EML) contains at least one luminescent molecule (i.e., emitter material). Generally, the EML further contains one or more host materials (also called matrix materials). For example, the host substances are 4,4'-bis-(N-carbazolyl)-biphenyl (CBP), 1,3-bis(carbazole-9-yl)benzene (mCP), 3,3-di(9H-carbazole-9-yl)biphenyl (mCBP), dibenzo[b,d]thiophen-2-yltriphenylsilane (Sif87), 9-(4-tert-butylphenyl)-3,6-bis(triphenylsilyl)-9H-carbazole (CzSi), dibenzo[b,d]thiophen-2-yl)diphenylsilane (Sif88), bis[2-(diphenylphosphinofino)phenyl]ether oxide (DPEPO), 9-[3-(dibenzofuran-2-yl)phenyl]-9H- Select from 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, 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). As is known to those skilled in the art, the host material must generally be selected to exhibit a first (i.e., lowest) excited triplet state (T1) and a first (i.e., lowest) excited singlet state (S1) energy level, which is higher in energy than the first (i.e., lowest) excited triplet state (T1) and first (i.e., lowest) excited singlet state (S1) energy levels of at least one luminescent molecule incorporated into the respective host material.

[0078] As described above, in the context of the present invention, it is preferable that at least one EML of the photoelectronic device contains at least one molecule according to the present invention. Preferred compositions of EMLs of photoelectronic devices containing at least one organic molecule according to the present invention will be described in more detail in later sections of this text (see below).

[0079] An electron transport layer (ETL) may be located adjacent to the light-emitting layer (EML). Any electron transporter may be used. Exemplary examples include electron-deficient compounds such as benzimidazole, pyridine, triazole, triazine, oxadiazole (e.g., 1,3,4-oxadiazole), phosphine oxide, and sulfone. The electron transporter may also be a star-shaped heterocycle such as 1,3,5-tri(1-phenyl-1H-benzo[d]imidazole-2-yl)phenyl (TPBi). The ETL may also contain 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). Selectively, the ETL may also be doped with a substance such as 8-hydroxyquinolinolatritium (Liq). The electron transport layer (ETL) can also block holes. Alternatively, a hole blocking layer (HBL) is generally introduced between the EML and the ETL.

[0080] Hole blocking layers (HBLs) include, for example, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline=basocupproine (BCP), 4,6-diphenyl-2-(3-(triphenylsilyl)phenyl)-1,3,5-triazine, 9,9'-(5-(6-([1,1'-biphenyl]-3-yl)-2-phenylpyrimidine-4-yl)-1,3-phenylene)bis(9H-carbazole), bis(8-hydroxy-2-methylquinoline)-(4-phenylphenoxy)aluminum (BAlq), and 2,9-bis(naphthalene-2-yl)-4,7-diphenyl-1,10-phenanthroline (NBphe). n) also contains aluminum-tris(8-hydroxyquinoline) (Alq3), diphenyl-4-triphenylsilylphenylphosphine oxide (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).

[0081] 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 consist of (essentially) opaque metals such as Mg, Ca, or Al. Alternatively or additionally, the cathode layer C may also contain graphite and / or carbon nanotubes (CNTs). Alternatively, the cathode layer C may also contain, or consist of, nanoscale silver wires.

[0082] The OLED may optionally further include a protective layer (also called 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.

[0083] Selectively, the electron transport layer (ETL) and / or hole blocking layer (HBL) also contain one or more host compounds.

[0084] 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 Deep 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 of >620~800nm.

[0085] In relation to the emitter molecule (i.e., the emitter material), such hues exhibit maximum emission at the main emission peak. Therefore, for example, a deep blue emitter has maximum emission in the >420-480 nm range, a sky 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.

[0086] The deep blue emitter may preferably have a maximum emission of less than 475 nm, more preferably less than 470 nm, even more preferably less than 465 nm, or even less than 460 nm. It is generally 420 nm or higher, preferably 430 nm or higher, more preferably 440 nm or higher, or even more preferably 450 nm or higher. In a preferred embodiment, the organic molecule according to the present invention is generally a film spin-coated with 1 to 5% by weight, preferably 2% by weight, of the organic molecule according to the present invention in poly(methyl methacrylate) (PMMA), mCBP, or alternatively, 0.001 mg / mL of the organic molecule according to the present invention in an organic solvent, preferably DCM or toluene, exhibiting a maximum emission of 420 to 500 nm, more preferably 430 to 490 nm, even more preferably 440 to 480 nm, and most preferably 450 to 470 nm, measured at room temperature (i.e., about 20°C).

[0087] Further embodiments relate to an OLED comprising at least one organic molecule according to the present invention, which emits light having CIEx and CIEy color coordinates close to the 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. Therefore, a further aspect of the present invention relates to an OLED comprising one or more organic molecules according to the present invention, wherein the luminescence 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 more preferably 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 more preferably 0.04 to 0.10.

[0088] Another embodiment is 1000 cd / m². 2 In this case, it exhibits an external quantum efficiency of 8% or more, preferably 10% or more, more preferably 13% or more, even more preferably more than 15%, or even more preferably more than 20%, and / or exhibits maximum emission of 420nm to 500nm, preferably 430nm to 490nm, more preferably 440nm to 480nm, most preferably 450nm to 470nm, and / or 500cd / m 2 This relates to an OLED exhibiting an LT80 value of 100 hours or more, preferably 200 hours or more, more preferably 400 hours or more, even more preferably 750 hours or more, or even more preferably 1000 hours or more.

[0089] The green emitter material can preferably have a maximum light emission of 500-560 nm, more preferably 510-550 nm, and even more preferably 520-540 nm.

[0090] Further preferred embodiments relate to an OLED comprising one or more organic molecules according to the present invention and emitting light at distinct color points. Preferably, the OLED emits light having a narrow emission band (small full width at half maximum (FWHM)). In a preferred embodiment, the OLED comprising at least one organic molecule according to the present invention emits light having an FWHM of a main emission peak of less than 0.30 eV, preferably less than 0.25 eV, more preferably less than 0.20 eV, even more preferably less than 0.1 eV, or less than 0.17 eV.

[0091] According to the present invention, a photoelectronic element comprising one or more organic molecules according to the present invention can be used, for example, as a light source in the field of displays, lighting applications, and medical and / or cosmetic applications (e.g., phototherapy).

[0092] Combination of organic molecules and additional substances according to the present invention The fact that any layer within a photoelectronic device (preferably an OLED), particularly an emissive layer (EML), consists of a single material or a combination of different materials, is part of the general knowledge to those skilled in the art.

[0093] For example, a person skilled in the art will understand that an EML is composed of a single material that emits light when a voltage (and current) is applied to the element. However, a person skilled in the art will understand that in an EML of a photoelectronic element (wherein preferably an OLED), different materials, in particular one or more host materials (i.e., matrix materials; wherein a photoelectronic element comprising at least one organic molecule according to the present invention, the host material H B When voltage and current are applied to the element, it is understood that coupling with one or more dopant materials, at least one of which emits light (i.e., emitter material), is advantageous.

[0094] In a preferred embodiment of the use of organic molecules according to the present invention in a photoelectronic device, the photoelectronic device contains one or more organic molecules according to the present invention in an EML, a layer directly adjacent to the EML, or one or more layers of those layers.

[0095] In a preferred embodiment of the use of organic molecules according to the present invention in a photoelectronic device, the photoelectronic device is an OLED, and one or more organic molecules according to the present invention are contained in an EML, a layer directly adjacent to the EML, or one or more layers of those layers.

[0096] In a more preferred embodiment of the use of organic molecules according to the present invention in a photoelectronic device, the photoelectronic device is an OLED, and the EML contains one or more organic molecules according to the present invention.

[0097] In one embodiment relating to a photoelectronic device, preferably an OLED, containing one or more organic molecules according to the present invention, each of the one or more, preferably, organic molecules according to the present invention is used as an emitter material in the light-emitting layer (EML). That is, it emits light when a voltage (and current) is applied to the device.

[0098] As is known to those skilled in the art, for example, in an organic light-emitting diode (OLED), the emission from the emitter material (i.e., the luminescent dopant) includes fluorescence from an excited singlet state (generally the lowest excited singlet state S1) and phosphorescence from an excited triplet state (generally the lowest excited triplet state T1).

[0099] A fluorescent emitter F can emit light at room temperature (i.e., about 20°C) when electronically excited (e.g., in a photoelectronic device), and the luminescent excited state is a singlet state. Fluorescent emitters generally exhibit immediate (i.e., direct) fluorescence on a nanosecond timescale when the initial electronic excitation (e.g., by electron-hole recombination) provides the excited singlet state of the emitter.

[0100] In the context of the present invention, a delayed fluorescent material is a material that can reach an excited singlet state (generally the lowest excited singlet state S1) from an excited triplet state (generally the lowest excited singlet state S1) via reverse intersystem crossing (RISC; i.e., up-system crossing or reverse intersystem crossing), and can emit light when returning from the excited singlet state (generally S1) to the electronic ground state. The timescale (generally in the microsecond range) at which fluorescence emission occurs after RISC from the excited triplet state (generally T1) to the excited singlet state (generally S1) is slower than the timescale (generally in the nanosecond range) at which direct (i.e., immediate) fluorescence occurs, and is therefore called delayed fluorescence (DF). When RISC from the excited triplet state (generally from T1) to the excited singlet state (generally up to S1) occurs via thermal activation, and the thus filled excited singlet state emits light (delayed fluorescence emission), the process is called thermally activated delayed fluorescence (TADF). Therefore, TADF materials are materials that can emit thermally activated delayed fluorescence (TADF) as described above. The lowest excited singlet state energy level E(S1) of the fluorescent emitter F E ) and the lowest excited triplet state energy level E(T1 E ) Energy difference ΔE STThose skilled in the art know that if ΔE decreases, the RISC-mediated switching from the lowest excited singlet state to the lowest excited triplet state occurs with high efficiency. Therefore, TADF materials generally have a small ΔE. ST Having a value forms part of the general knowledge of those skilled in the art (see below). As is known to those skilled in the art, TADF materials are not simply materials capable of their own RISC from an excited triplet state to an excited singlet state, along with the subsequent emission of TADF as described above. TADF materials consist of virtually two types of materials, preferably two host materials H B More preferably, p-host substance H P and n-host substance H N Those skilled in the art know that it is an exciplex formed from (see below).

[0101] The generation of (thermally activated) delayed fluorescence is analyzed based on decay curves obtained, for example, from time-resolved (i.e., transient) photoluminescence (PL) measurements. For this purpose, spin-coated films of 1–10 wt%, particularly 10 wt%, of each emitter (i.e., assumed TADF material) in poly(methyl methacrylate) (PMMA) are used as samples. The analysis is performed, for example, using an Edinburgh Instruments FS5 fluorescence spectrometer. A nitrogen atmosphere is maintained while the sample PMMA film is placed in a cuvette for measurement. Data acquisition is performed using the well-established time-correlated single-photon counting (TCSPC, see below) technique. To collect the overall decay dynamics over multiple orders of magnitude in time and signal intensity, measurements can be performed and coupled in four time domains (200 ns, 1 μs, 20 μs, and longer measurement periods >80 μs) (see below).

[0102] The TADF material is preferably related to the overall damping mechanics described above and satisfies the following two conditions: (i) Damping dynamics exhibit two time domains, one in the nanosecond (ns) range and the other in the microsecond (μs) range, and (ii) The morphology of the emission spectrum is identical in the two time domains.

[0103] Here, some of the light emitted in the first decay region is taken as immediate fluorescence, and some of the light emitted in the second decay region is taken as delayed fluorescence.

[0104] The ratio of delayed fluorescence to immediate fluorescence is expressed in the form of a so-called n-value, which is calculated by integrating the respective photoluminescence decays over time using the following equation:

number

[0105] In a preferred embodiment, the organic molecule according to the present invention exhibits an n value greater than 0.05 (n>0.05) (ratio of delayed fluorescence to immediate fluorescence).

[0106] In the context of the present invention, TADF substance E B This is the lowest excited singlet state energy level E(S1 E ) and the lowest excited triplet state energy level E(T1 E ΔE corresponds to the energy difference with ) ST It is characterized by exhibiting a value of less than 0.4 eV, preferably less than 0.3 eV, more preferably less than 0.2 eV, even more preferably less than 0.1 eV, or more preferably less than 0.05 eV. TADF substance E B ΔE ST The method for determining the value is explained in a later section of this text.

[0107] One common approach to designing TADF materials is to covalently bond one or more (electron) donor mosies containing HOMOs and one or more (electron) acceptor mosies containing LUMOs to the same bridge, which is referred to in this application as a linker group. B For example, it includes two or three linker groups bonded to the same acceptor moiety, and further donor moieties and acceptor moieties may be bonded to each of those two or three linker groups.

[0108] Furthermore, one or more donor moieties and one or more acceptor moieties can be directly bonded to each other (without the presence of a linker group).

[0109] Typical donor moieties are diphenylamines, indoles, carbazoles, acridines, phenoxazines, and derivatives of related structures. In particular, aliphatic, aromatic, or heteroaromatic ring systems are condensed into the aforementioned donor precursors to reach, for example, indolocarbazole.

[0110] Benzene, biphenyl, and to some extent, derivatives of terphenyl are common linker groups.

[0111] Nitrile groups are very common acceptor moieties in TADF materials, and well-known examples include: (i) Carbazolyl dicyanobenzene compounds 2CzPN (4,5-di(9H-carbazole-9-yl)phthalonitrile), DCzIPN (4,6-di(9H-carbazole-9-yl)isophthalonitrile), 4CzPN (3,4,5,6-tetra(9H-carbazole-9-yl)phthalonitrile), 4CzIPN (2,4,5,6-tetra(9H-carbazole-9-yl)isophthalonitrile), 4CzTPN (2,4,5,6-tetra(9H-carbazole-9-yl)terephthalonitrile) and its derivatives, (ii) Carbazolylcyanopyridine compounds 4CzCNPy(2,3,5,6-tetra(9H-carbazole-9-yl)-4-cyanopyridine) and its derivatives, (iii) Carbazolylcyanobiphenyl compounds CNBPCz (4,4',5,5'-tetra(9H-carbazol-9-yl)-[1,1'-biphenyl]-2,2'-dicarbonitrile), CzBPCN (4,4',6,6'-tetra(9H-carbazol-9-yl)-[1,1'-biphenyl]-3,3'-dicarbonitrile), DDCzIPN (3,3',5,5'-tetra(9H-carbazol-9-yl)-[1,1'-biphenyl]-2,2',6,6'-tetracarbonitrile) and its derivatives, Here, in these substances, one or more nitrile groups can be replaced by fluorine (F) or trifluoromethyl (CF3) as acceptor molecules.

[0112] Furthermore, nitrogen heterocycles such as triazines, pyrimidines, triazoles, oxadiazoles, thiadiazoles, heptadine, 1,4-diazatriphenylene, benzothiazoles, benzoxazoles, quinoxalines, and diazafluorene derivatives are well-known acceptor moieties used in the construction of TADF molecules. For example, known examples of TADF molecules containing a triazine acceptor include PIC-TRZ(7,7'-(6-([1,1'-biphenyl]-4-yl)-1,3,5-triazine-2,4-diyl)bis(5-phenyl-5,7-dihydroindoro[2,3-b]carbazole)), mBFCzTrz(5-(3-(4,6-diphenyl-1,3,5-triazine-2-yl))phenyl)-5H-benzofl[3,2-c]carbazole), and DCzTrz(9,9'-(5-(4,6-diphenyl-1,3,5-triazine-2-yl)-1,3-phenylene)bis(9H-carbazole)).

[0113] Another group of TADF substances includes diaryl ketones such as benzophenone, or (heteroaryl)aryl ketones and their derivatives, such as 4-benzoylpyridine, 9,10-anthraquinone, and 9H-xanthene-9-one, as acceptor ketones to which a donor ketone (mainly a carbazolyl substituent) is attached. Examples of such TADF molecules include BPBCz (bis(4-(9'-phenyl-9H,9'H-[3,3'-bicarbazole]-9-yl)phenyl)methanone), mDCBP ((3,5-di(9H-carbazole-9-yl)phenyl)(pyridine-4-yl)methanone), AQ-DTBu-Cz (2,6-bis(4-(3,6-di-tert-butyl-9H-carbazole-9-yl)phenyl)anthracene-9,10-dione), and MCz-XT (3-(1,3,6,8-tetramethyl-9H-carbazole-9-yl)-9H-xanthene-9-one), respectively.

[0114] Furthermore, sulfoxides, particularly diphenyl sulfoxides, are commonly used as acceptor molecules for the composition of TADF substances. Well-known examples include 4-PC-DPS (9-phenyl-3-(4-(phenylsulfonyl)phenyl)-9H-carbazole), DitBu-DPS (9,9'-(sulfonylbis(4,1-phenylene))bis(9H-carbazole)), and TXO-PhCz (2-(9-phenyl-9H-carbazole-3-yl)-9H-thioxanthene-9-one 10,10-dioxide).

[0115] The fluorescent emitter F may also exhibit TADF as defined herein, and moreover, TADF material E as defined herein. B It is understood that the small FWHM emitter S as defined herein B This is TADF substance E as defined herein. B It may be so, or it may not be.

[0116] Phosphorescence, that is, emission from an excited triplet state (generally the lowest excited triplet state T1), is a spin-prohibition process. As is known to those skilled in the art, phosphorescence is promoted (enhanced) by utilizing (intramolecular) spin-orbit interactions (the so-called (internal) heavy atom effect). In the context of this invention, phosphorescent material P B This is a phosphorescent emitter that can emit phosphorescence at room temperature (i.e., approximately 20°C).

[0117] Here, phosphorescent substance P B Preferably, it contains at least one atom of an element having a reference atomic weight greater than the reference atomic weight of calcium (Ca). More preferably, in the context of the present invention, phosphorescent material P B This includes transition metal atoms, particularly transition metal atoms of elements having a standard atomic weight greater than that of zinc (Zn). Phosphorescent material P B The transition metal atoms preferably included exist in any oxidation state (and can also exist as ions of each element).

[0118] Phosphorescent material P used in photoelectronic devices B It is common knowledge to those skilled in the art that the phosphorescent material P is Ir, Pd, Pt, Au, Os, Eu, Ru, Re, Ag, and Cu, preferably Ir, Pt, and Pd, and more preferably a complex of Ir and Pt, in the context of the present invention. Those skilled in the art will also know that any substance in a photoelectronic device is a phosphorescent material P B It is known whether they are suitable for use as phosphorescent materials and how to synthesize them. Furthermore, those skilled in the art are familiar with the design principles of phosphorescent complexes for use as phosphorescent materials in photoelectronic devices and know how to control the release of the complexes through structural changes.

[0119] Those skilled in the art will know that phosphorescent material P used in photoelectronic devices is B It is known which substances are suitable for this purpose and how to synthesize them. In connection with this, those skilled in the art will know, in particular, that phosphorescent material P is suitable for use in photoelectronic devices. B We are familiar with the design principles of phosphorescent complexes for use as such, and we know how to regulate the release of the complex through structural changes.

[0120] Phosphorescent material P usable with organic molecules according to the present invention B Examples (for example, in the form of a composition or in an EML of a photoelectronic device, see below) are disclosed in the latest art. For example, the following metal complexes are phosphorescent materials P that can be used with the organic molecules according to the present invention. B is: [ka] In the context of the present invention, a small half-width (FWHM) emitter S B This is any emitter (i.e., emitter material) having an emission spectrum exhibiting an FWHM of 0.35 eV or less (≤0.35 eV), preferably 0.30 eV or less (≤0.30 eV), and particularly 0.25 eV or less (≤0.25 eV). Unless otherwise specified, this is determined based on the emission spectrum of each emitter at room temperature (i.e., (approximately) 20°C), and is generally measured in poly(methyl methacrylate) (PMMA) or mCBP with an emitter weight of 1-5 wt%, particularly 2 wt%. Alternatively, a small FWHM emitter S B The emission spectrum is generally obtained at room temperature (i.e., (approximately) 20°C) with 0.001-0.2 mg / mL of emitter S in dichloromethane or toluene. B The measurement may be performed using a solution containing [the substance].

[0121] Small FWHM emitter S B These are fluorescent emitters F and phosphorescent emitters (for example, phosphorescent material P). B ) and / or TADF emitters (e.g., TADF material E B ) is the aforementioned TADF substance E B and phosphorescent substance P B In this case, the emission spectrum is obtained at room temperature (i.e., (approximately) 20°C) within poly(methyl methacrylate) (PMMA) at 10 wt% of each molecule, E B or P B The data is recorded from each of the spin-coated films.

[0122] As is known to those skilled in the art, emitters (for example, small FWHM emitters S B The full width at half maximum (FWHM) of the emission spectrum can be easily determined from the respective emission spectra (fluorescence spectrum for a fluorescent emitter and phosphorescence spectrum for a phosphorescent emitter). All reported FWHM values ​​generally indicate the main emission peak (i.e., the peak with the highest intensity). The means of determining the FWHM (where preferably reported in electron volts eV) are part of the common sense of those skilled in the art. For example, if the main emission peak of the emission spectrum reaches half of the maximum emission (i.e., 50% of the maximum emission intensity) at two wavelengths λ1 and λ2 obtained from the emission spectrum in nanometers (nm), the FWHM in electron volts (eV) is generally determined using the following equation:

number

[0123] In the context of the present invention, a small FWHM emitter S B This is an organic emitter, which in the context of the present invention means that it does not contain any transition metals. Preferably, in the context of the present invention, a small FWHM emitter S B It is mainly composed of the elements hydrogen (H), carbon (C), nitrogen (N), and boron (B), but may also contain, for example, oxygen (O), silicon (Si), fluorine (F), and bromine (Br).

[0124] Furthermore, in the context of the present invention, a small FWHM emitter S B It is preferable that the fluorescent emitter F either exhibits TADF or does not.

[0125] Preferably, in the context of the present invention, a small FWHM emitter S B It must satisfy at least one of the following requirements: (i) Boron (B) containing emitters, which are each small FWHM emitters S B This means that at least one atom inside is boron (B), (ii) comprising a polycyclic aromatic or heteroaromatic core structure in which at least two aromatic rings are condensed together (e.g., anthracene, pyrene or its aza derivative).

[0126] As is known to those skilled in the art, the host substance of EML is H B It can pass through the EML and transport electrons or positive charges, and the host material H B It is possible to transfer excitation energy to at least one emitter material doped with H. Those skilled in the art will know that the host material H contained in the EML of a photoelectronic device (e.g., OLED) B However, it is understood that when voltage and current are applied, they do not significantly affect the light emission from the element. Those skilled in the art will also understand that any host substance H B However, p-host H exhibits high hole mobility. P n-host H exhibits high electron mobility N , or bipolar host material H exhibiting both high hole mobility and high electron mobility BP It is known that this is the case.

[0127] As is known to those skilled in the art, EML also has at least one p-host H P and one n-host H N This includes a so-called mixed host system having exactly one emitter material and n-host H according to the present invention. N 2,4,6-Tris(biphenyl-3-yl)-1,3,5-triazine (T2T), p-host H PThe system comprises a mixed host system containing a host selected from CBP, mCP, mCBP, 4,6-diphenyl-2-(3-(triphenylsilyl)phenyl)-1,3,5-triazine, 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.

[0128] EML is at least one p-host H P and one n-host H N This includes a so-called mixed host system where n-host H N It contains groups derived from pyridine, pyrimidine, benzopyrimidine, 1,3,5-triazine, 1,2,4-triazine and 1,2,3-triazine, and p-host H P The group comprises indole, isoindole, and preferably a group derived from carbazole.

[0129] Those skilled in the art know which substances are suitable host materials for use in organic electroluminescent devices. Any host material used in the latest technology is a suitable host material H in the context of the present invention. B It is understood to be that.

[0130] p-host substance H in the context of the present invention P Substance H B Examples are listed below: [ka] JPEG0007891492000020.jpg95139 [ka] [ka] [ka] [ka] n-host substance H in the context of the present invention N Substance H B Examples are listed below: [ka] [ka] [ka] Those skilled in the art will understand that not only any substance contained in the same layer, particularly the same EML, but also substances in adjacent layers that are in very close proximity at the interface between those adjacent layers can form an exciplex together. Those skilled in the art will understand that a pair of substances forming an exciplex, particularly p-host H P and n-host H N A method for selecting a pair of substances, as well as selection criteria for the two components of the substance pair, including the HOMO and / or LUMO energy requirements, are known. That is, when exciplex formation is required, one component, for example, the p-host substance H P The HOMO is other components, for example, the n-host substance H N The energy is at least 0.20 eV higher than the HOMO, and it has one component, for example, the p-host substance H P The LUMO is, for example, another component, for example, the n-host substance H NThe energy is at least 0.20 eV higher than the LUMO. It is common knowledge to those skilled in the art that if an exciplex is present in a photoelectronic device, particularly in the EML of an OLED, the exciplex functions as an emitter material and can emit light when voltage and current are applied to the device. As is known from the latest technology and generally, an exciplex can also be non-luminescent and, for example, if it is included in the EML of a photoelectronic device, can transfer excitation energy to the luminescent material.

[0131] As is known to those skilled in the art, TTA (triplet-triplet annihilation) substances are host substances H B It is also used as a TTA material. TTA materials enable triplet-triplet annihilation. Triplet-triplet annihilation can preferably cause photon upconversion. Thus, two, three or more photons can be converted into TTA material H TTA The lowest excited triplet state (T1 TTA ) from the first excited singlet state S1 TTA Facilitates photon upconversion to T1. In a preferred embodiment, two photons are converted to T1 TTA From S1 TTA This facilitates photon upconversion to high-frequency photons. Therefore, triplet-triplet annihilation is also a process in which two (or selectively more than two) low-frequency photons can be coupled to one high-frequency photon through a number of energy transfer steps.

[0132] Selectively, the TTA substance may also contain an absorbent moisture, a sensorizer moisture, and an emitter moisture (or a disappearing moisture). In connection with this, the emitter moisture may also be a polycyclic aromatic moisture such as benzene, biphenyl, triphenyl, triphenylene, naphthalene, anthracene, phenalene, phenanthrene, fluorene, pyrene, chrysene, perylene, or azulene. In a preferred embodiment, the polycyclic aromatic moisture may include anthracene moisture or a derivative thereof. The sensorizer moisture and the emitter moisture may be located in two different chemical compounds (i.e., separate chemical entities) or may be two moistures contained in one compound.

[0133] According to the present invention, triplet-triplet annihilation (TTA) material undergoes triplet-triplet annihilation to reach the first excited triplet state T1 N From the first excited singlet state S1 N It converts energy into [something].

[0134] According to the present invention, the TTA material is in the lowest excited triplet state (T1 N ) then exhibits triplet-triplet annihilation, resulting in the first excited singlet state S1 after triplet-triplet annihilation. N Generate T1 N It is characterized by having up to twice the energy of [the other element].

[0135] In one embodiment of the present invention, the TTA material is T1 N From there, we show triplet and triplet annihilation, S1 N It generates energy that is 1.01-2 times, 1.1-1.9 times, 1.2-1.5 times, 1.4-1.6 times, or T1 N It is characterized by exhibiting 1.5 to 2 times the energy.

[0136] In this specification, the terms "TTA substance" and "TTA compound" may be used interchangeably.

[0137] Typical "TTA materials" can be found in cutting-edge technologies related to blue fluorescent OLEDs, as described by Kondakov (Philosophical Transactions of the Royal Society A: Mathematical, Physical and Engineering Sciences, 2015, 373: 20140321). Such blue fluorescent OLEDs use aromatic hydrocarbons, such as anthracene derivatives, as the main component (host) of the EML.

[0138] In a preferred embodiment, the TTA substance enables sensitive triplet-triplet annihilation. Selectively, the TTA substance may contain one or more polycyclic aromatic structures. In a preferred embodiment, the TTA substance contains at least one polycyclic aromatic structure and at least one further aromatic residue.

[0139] In a preferred embodiment, the TTA material has a larger singlet-triplet energy partition, i.e., at least 1.1 times, at least 1.2 times, at least 1.3 times, at least 1.5 times, preferably 2 times or less, for the first excited singlet state S1 N and the lowest excited triplet state T1 N It has an energy difference with respect to

[0140] In a preferred embodiment of the present invention, TTA substance H TTA It is an anthracene derivative.

[0141] In one embodiment, the TTA substance H TTA It is an anthracene derivative of the following chemical formula 4: [ka] (Chemical formula 4) Here, Each Ar is independently selected from the following group: C6-C 60 Ariel, C3-C 57 Heteroaryls, halogens, and C1-C40 C6-C 60 Aryl, and C6-C 60 Ariel, C3-C 57 Heteroaryls, halogens, and C1-C 40 C3-C 57 Heteroaryl, Each A1 is independently selected from the following group: hydrogen, deuterium, C6-C 60 Ariel, C3-C 57 Heteroaryls, halogens, and C1-C 40 C6-C 60 Ariel, C6-C 60 Ariel, C3-C 57 Heteroaryls, halogens, and C1-C 40 C3-C 57 Heteroaryls, and C6-C 60 Ariel, C3-C 57 Heteroaryls, halogens, and C1-C 40 C1-C11 is selectively substituted with one or more residues selected from the group consisting of (hetero)alkyl groups. 40 (Hetero)alkyl.

[0142] In one embodiment, the TTA substance H TTA It is an anthracene derivative of the following chemical formula 4, Here, Each Ar is independently selected from the following group: C6-C 20 Ariel, C3-C 20 Heteroaryls, halogens, and C1-C 210C6-C 20 Aryl, and C6-C 20 Ariel, C3-C 20 Heteroaryls, halogens, and C1-C 10 C3-C 20 Heteroaryl, Each A1 is independently selected from the following group: hydrogen, deuterium, C6-C 20 Ariel, C3-C 20 Heteroaryls, halogens, and C1-C 10 C6-C 20 Ariel, C6-C 20 Ariel, C3-C 20 Heteroaryls, halogens, and C1-C 10 C3-C 20 Heteroaryls, and C6-C 60 Ariel, C3-C 57 Heteroaryls, halogens, and C1-C 40 C1-C11 is selectively substituted with one or more residues selected from the group consisting of (hetero)alkyl groups. 10 (Hetero)alkyl.

[0143] In one embodiment, H TTA This is an anthracene derivative of the following chemical formula 4, in which at least one of A1 is hydrogen. In one embodiment, H TTA This is an anthracene derivative of the following chemical formula 4, in which 2 or more of A1 are hydrogen. In one embodiment, H TTA This is an anthracene derivative of the following chemical formula 4, in which 3 or more of A1 are hydrogen. In one embodiment, H TTAIt is an anthracene derivative of the following chemical formula 4, where all A1 atoms are hydrogen.

[0144] In one embodiment, H TTA This is an anthracene derivative of the chemical formula 4 below, where one of the Ar is a residue selected from the group consisting of phenyl, naphthyl, phenanthryl, pyrenyl, triphenylenyl, dibenzoanthracenyl, fluorenyl, benzofluorenyl, anthracenyl, phenantrenyl, benzonaphthofuranil, benzonaphthothiophenyl, dibenzofuranil, and dibenzothiophenyl, and this is C6-C 60 Ariel, C3-C 57 Heteroaryls, halogens, and C1-C 40 Each residue may be selectively substituted with one or more residues selected from the group consisting of (hetero)alkyl groups.

[0145] In one embodiment, H TTA This is an anthracene derivative of the chemical formula 4 below, where the two Ar groups are each independently selected residues from the group consisting of phenyl, naphthyl, phenanthryl, pyrenyl, triphenylenyl, dibenzoanthracenyl, fluorenyl, benzofluorenyl, anthracenyl, phenantrenyl, benzonaphthofuranyl, benzonaphthothiophenyl, dibenzofuranyl, and dibenzothiophenyl, and this is C6-C 60 Ariel, C3-C 57 Heteroaryls, halogens, and C1-C 40 Each residue may be selectively substituted with one or more residues selected from the group consisting of (hetero)alkyl groups.

[0146] In one embodiment, TTA substance H TTA is an anthracene derivative selected from the following: [ka] JPEG0007891492000030.jpg205142JPEG0007891492000031.jpg210142JPEG00078914920 00032.jpg209142JPEG0007891492000033.jpg209142JPEG0007891492000034.jpg209141 JPEG0007891492000035.jpg208142JPEG0007891492000036.jpg209142JPEG00078914920000 37.jpg208142JPEG0007891492000038.jpg208143JPEG0007891492000039.jpg208142JPEG000 7891492000040.jpg204142JPEG0007891492000041.jpg208143JPEG0007891492000042.jpg2 07142JPEG0007891492000043.jpg210142JPEG0007891492000044.jpg209142JPEG0007891492 000045.jpg209142JPEG0007891492000046.jpg213142JPEG0007891492000047.jpg209142JP EG0007891492000048.jpg209142JPEG0007891492000049.jpg208142JPEG0007891492000050. jpg206142JPEG0007891492000051.jpg208142JPEG0007891492000052.jpg209142JPEG00078 91492000053.jpg208141JPEG0007891492000054.jpg207142JPEG0007891492000055.jpg4884

[0147] Composition comprising one or more organic molecules according to the present invention One aspect of the present invention relates to a composition comprising one or more organic molecules according to the present invention. Another aspect of the present invention relates to the use of the composition in a photoelectronic device, preferably an OLED, and more particularly in an EML of the device.

[0148] In describing the compositions mentioned above, the content of specific substances in each composition will, where applicable, be referred to in the form of a percentage. Unless otherwise specified in a particular embodiment, all percentages refer to weight percentages, which are synonymous with weight % ((weight / weight), (w / w), weight%). For example, if the content of one or more organic molecules according to the present invention is mentioned as 30% in a particular composition, this is understood to mean that the total weight of one or more organic molecules according to the present invention (i.e., all of those molecules combined) is 30% by weight, i.e., 30% of the total weight of each composition. By providing preferred content of components in weight %, it is understood that, each time a composition is specified, the total content of all components will be summed up to 100% by weight (i.e., the total weight of the composition).

[0149] In the following description illustrating embodiments of the present invention relating to compositions comprising at least one organic molecule according to the present invention, we will refer to energy transfer processes that occur between components in the compositions when the compositions are used in photoelectronic devices, preferably in EMLs of photoelectronic devices, and most preferably in EMLs of OLEDs. Those skilled in the art will understand that such excitation energy transfer processes can improve the luminescence efficiency when the compositions are used in EMLs of photoelectronic devices.

[0150] When describing a composition comprising at least one organic molecule according to the present invention, it will also be noted that certain substances are "different" from other substances. This means that substances that are "different" from each other do not have the same chemical structure.

[0151] In one embodiment, the composition comprises or consists of the following: (a) One or more organic molecules according to the present invention (b) One or more host substances H different from the organic molecule in (a) B , and (c) One or more solvents selectively.

[0152] In one embodiment, the composition comprises or consists of the following: (a) One or more organic molecules according to the present invention, and (b) One or more host substances H different from the organic molecule in (a) B , Here, the host substance H in the composition B The fraction (weight %) of is higher than the fraction (weight %) of the organic molecule according to the present invention, and preferably the host substance H in the composition. B The fraction (weight %) of this molecule is more than twice as high as the fraction (weight %) of the organic molecule according to the present invention.

[0153] In one embodiment, the composition comprises or consists of the following: (a) 0.1 to 30% by weight, preferably 0.8 to 15% by weight, and particularly 1.5 to 5% by weight of the organic molecule according to the present invention, (b) Host substance H according to the following chemical formula (4) B TTA substance as: [ka] (4).

[0154] In one embodiment, the composition comprises or consists of the following: (a) Organic molecule according to the present invention, (b) A different host substance H from the organic molecule in (a) B , and (c)TADF material E B and / or phosphorescent material P B .

[0155] In one embodiment, the composition comprises or consists of the following: (a) 0.1 to 20% by weight, preferably 0.5 to 12% by weight, and especially 1 to 5% by weight of the organic molecule according to the present invention. (b) 0-98.8% by weight, preferably 35-94% by weight, and particularly 60-88% by weight, of one or more host substances H different from the organic molecules of the present invention. B , (c) 0.1 to 20% by weight, preferably 0.5 to 10% by weight, and especially 1 to 3% by weight, one or more phosphorescent substances P different from the organic molecules in (a). B , (d) 1 to 99.8% by weight, preferably 5 to 50% by weight, and especially 10 to 30% by weight, of one or more TADF substances E different from the organic molecules of (a) B , and (e) One or more solvents in an amount of 0 to 98.8% by weight, preferably 0 to 59% by weight, and especially 0 to 28% by weight.

[0156] In further aspects, the present invention relates to photoelectronic devices comprising the types of organic molecules or compositions described herein, in particular 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 downward-facing converters.

[0157] 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.

[0158] 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.

[0159] 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.

[0160] If the photoelectronic element is an OLED, it may 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 C Here, the OLED selectively includes each layer selected from the group of HIL, HTL, EBL, HBL, ETL, and EIL, with different layers being merged, and the OLED also includes one or more layers from each of the layer types defined above.

[0161] In one embodiment, the photoelectronic element may selectively include 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.

[0162] 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, the OLED selectively includes each layer selected from the group of HIL, HTL, EBL, HBL, ETL, and EIL, with different layers being merged, and the OLED also includes one or more layers from each of the layer types defined above.

[0163] In one embodiment of the present invention, the optoelectronic element is an OLED that may have a stacked structure. In this structure, unlike the general 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.

[0164] 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 additional layers such as charge generation layers, charge blocking layers, or charge transport layers may be selectively 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.

[0165] 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.

[0166] 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).

[0167] 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.

[0168] 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).

[0169] 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 at least one luminescent molecule E according to the present invention. In one embodiment, the luminescent layer contains only the organic molecule 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 material H must generally be selected to exhibit first excited triplet state (T1) and first excited singlet state (S1) energy levels, which are higher in energy than the first excited triplet state (T1) and first excited singlet state (S1) energy levels of at least one luminescent molecule incorporated into each host material.

[0170] In one embodiment of the present invention, the EML includes a so-called mixed host system having at least one hole-dominant host and one electron-dominant host. In a particular embodiment, the EML includes exactly one luminescent organic molecule according to the present invention, T2T as the electron-dominant host, and a mixed host system comprising 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.

[0171] Adjacent to the luminescent layer (EML), an electron transport layer (ETL) may be located. Here, any electron transporter can be used. Exemplary examples include electron-deficient compounds such as benzimidazole, pyridine, triazole, triazine, 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). Selectively, the ETL can also be doped with a substance such as Liq. The electron transport layer (ETL) can also block holes. Alternatively, a hole blocking layer (HBL) can be introduced.

[0172] HBLs include, for example, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline=basocupproine (BCP), 4,6-diphenyl-2-(3-(triphenylsilyl)phenyl)-1,3,5-triazine, 9,9'-(5-(6-([1,1'-biphenyl]-3-yl)-2-phenylpyrimidine-4-yl)-1,3-phenylene)bis(9H-carbazole), bis(8-hydroxy-2-methylquinoline)-(4-phenylphenoxy)aluminum (BAlq), 2,9-bis(naphthalene-2-yl)-4,7-diphenyl-1,10-phenanthroline (NBphen), and It may also contain minium-tris(8-hydroxyquinoline) (Alq3), diphenyl-4-triphenylsilylphenylphosphine oxide (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).

[0173] 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 consist of (essentially) opaque metals such as Mg, Ca, or Al. Alternatively, or additionally, the cathode layer C may also contain graphite and / or carbon nanotubes (CNTs). Alternatively, the cathode layer C may also contain, or consist of, nanoscale silver wires.

[0174] OLEDs may optionally further include 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-hydroxyquinoline tritium (Liq), Li2O, BaF2, MgO, and / or NaF.

[0175] Selectively, the electron transport layer (ETL) and / or hole blocking layer (HBL) may also contain one or more host compounds H.

[0176] To further modify the emission and / or absorption spectra of the emissive layer EML, the emissive layer EML may further contain one or more additional emitter molecules F. Such emitter molecules F may be any emitter molecules known in the art. Preferably, such emitter molecule F is a molecule having a different structure from molecule E according to the present invention. Emitter molecule F is selectively also a TADF emitter. Alternatively, emitter molecule F is also a fluorescent and / or phosphorescent emitter molecule that can selectively 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 can emit light that is typically red-shifted compared to the light emitted by the organic molecule. Selectively, emitter molecule F can also induce a two-photon effect (i.e., absorption of two photons that are half of the maximum absorption energy).

[0177] Selectively, a photoelectronic device (e.g., an OLED) is also, for example, essentially a white photoelectronic device. For example, such a white photoelectronic device also includes at least one (deep) blue emitter molecule and one or more emitter molecules that emit green and / or red light. Then, selectively, there may be energy transfer between two or more molecules, as described above.

[0178] 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 Deep 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 In relation to the emitter molecule, such hues exhibit maximum emission. For example, a deep blue emitter has maximum emission in the >420-480 nm range, a sky 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.

[0179] The deep blue emitter may preferably have a maximum emission of less than 480 nm, more preferably less than 470 nm, even more preferably less than 465 nm, or even less than 460 nm. Generally, it will be 420 nm or higher, preferably 430 nm or higher, more preferably 440 nm or higher, or even 450 nm or higher.

[0180] The green emitter has a maximum emission of less than 560 nm, more preferably less than 550 nm, even more preferably less than 545 nm, or more preferably less than 540 nm. It will typically be 500 nm or more, more preferably 510 nm or more, even more preferably 515 nm or more, or more preferably 520 nm or more.

[0181] Therefore, a further aspect of the present invention is 1000 cd / m². 2In this case, it exhibits an external quantum efficiency of 8% or more, preferably 10% or more, more preferably 13% or more, even more preferably more than 15%, or even more preferably more than 20%, and / or exhibits maximum emission at 420nm to 500nm, preferably 430nm to 490nm, more preferably 440nm to 480nm, even more preferably 450nm to 470nm, and / or 500 cd / m 2 The present invention relates to an OLED exhibiting an LT80 value of 100h or more, preferably 200h or more, more preferably 400h or more, even more preferably 750h or more, or even more preferably 1000h or more. Therefore, a further aspect of the present invention relates to an OLED exhibiting a CIEy color coordinate of less than 0.45, preferably less than 0.30, more preferably less than 0.20, even more preferably less than 0.15, or even more preferably less than 0.10.

[0182] 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 FWHM). In one aspect, the OLED according to the present invention emits light having an FWHM of a main emission peak of less than 0.25 eV, preferably less than 0.20 eV, more preferably less than 0.17 eV, even more preferably less than 0.15 eV, or even more preferably less than 0.13 eV.

[0183] A further aspect of the present invention relates to an OLED comprising at least one organic molecule according to the present invention, which emits light having CIEx and CIEy color coordinates close to the 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. Therefore, a further aspect of the present invention relates to an OLED comprising one or more organic molecules according to the present invention, wherein the luminescence 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 more preferably 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 more preferably 0.04 to 0.10.

[0184] In one embodiment, the composition includes the following: (a) In particular, an organic molecule in the form of an emitter, according to any one of claims 1 to 7 (b) A host substance different from the organic molecule, and (c) Selective dyes and / or solvents.

[0185] The composition contains 0.1 to 30% by weight, preferably 0.8 to 15% by weight, and particularly 1.5 to 5% by weight of the organic molecule of the present invention.

[0186] In a particular embodiment, the host substance of the composition comprises a structure represented by chemical formula 4: [ka] (Chemical formula 4) Here, Each Ar is independently selected from the following group: C6-C60 Ariel, C3-C 57 Heteroaryls, halogens, and C1-C 40 C6-C 60 Aryl, and C6-C 60 Ariel, C3-C 57 Heteroaryls, halogens, and C1-C 40 C3-C 57 Heteroaryl, Each A1 is independently selected from the following group: hydrogen, deuterium, C6-C 60 Ariel, C3-C 57 Heteroaryls, halogens, and C1-C 40 C6-C 60 Ariel, C6-C 60 Ariel, C3-C 57 Heteroaryls, halogens, and C1-C 40 C3-C 57 Heteroaryls, and C6-C 60 Ariel, C3-C 57 Heteroaryls, halogens, and C1-C 40 C1-C11 is selectively substituted with one or more residues selected from the group consisting of (hetero)alkyl groups. 40 (Hetero)alkyl.

[0187] The composition comprises at least one substance selected from the group consisting of TADF substances and phosphorescent substances.

[0188] In further embodiments of the present invention, the composition has a photoluminescence quantum yield (PLQY) of more than 20%, preferably more than 30%, more preferably more than 35%, more preferably more than 40%, more preferably more than 45%, more preferably 50% or more, more preferably 55% or more, even more preferably 60% or more, or more preferably 70% or more at room temperature.

[0189] In a further aspect, the present invention relates to a method for manufacturing optoelectronic components. In this case, the organic molecules of the present invention are used.

[0190] In a further aspect, the present invention relates to a method for generating light in the wavelength range of 440 nm to 470 nm, comprising the following steps: (i) A step of providing a photoelectronic device containing the organic molecule of the present invention, and (ii) The step of applying an electric current to the photoelectronic element.

[0191] 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.

[0192] The method used to manufacture optoelectronic devices, particularly OLEDs, according to the present invention is publicly known in 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.

[0193] 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 selectively 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.

[0194] In another aspect, the present invention also relates to an organic luminescent molecule comprising or comprising the structure of the following chemical formula 100: [ka] (chemical formula 100) Here, n=0 or 1, X is independent in each case, directly joined, CR 3 R 4 , C=CR 3 R 4 , C=O, C=NR 3 , NR 3 , O, SiR 3 R 4 Selected from the group consisting of S, S(O), and S(O)2, R 1 , R 2 , R 3 , R 4 , R I , R II , R III , R IV and R V The group is selected from the following: Hydrogen, deuterium, N(R) 5 )2, OR 5 , Si(R 5 )3, B(OR 5 )2, B(R 5 )2, OSO2R 5 CF3, CN, F, Br, I, C1-C 40Alkyl, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, C1-C 40 Alkoxy, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, C1-C 40 Thioalkoxy, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, C2-C 40 Alkenil, This selectively involves one or more substituents R5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, C2-C 40 Alkinil, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, Selectively R is 1 or greater. 5 C6-C replaced by 60 Aryl, and Selectively R is 1 or greater. 5 C2-C replaced by 57 Heteroaryl, R d and R e They are independently selected from the following group: Hydrogen, deuterium, CF3, CN, F, Br, I, C1-C 40 Alkyl, This selectively involves one or more substituents R a Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5)2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, Selectively R is 1 or greater. a C6-C replaced by 60 Aryl, and Selectively R is 1 or greater. a C2-C replaced by 57 Heteroaryl, R a In each case, independently, a group consisting of the following is selected: Hydrogen, deuterium, N(R) 5 )2, OR 5 , Si(R 5 )3, B(OR 5 )2, B(R 5 )2, OSO2R 5 CF3, CN, F, Br, I, C1-C 40 Alkyl, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, C1-C 40 Alkoxy, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5)2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, C1-C 40 Thioalkoxy, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, C2-C 40 Alkenil, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, C2-C 40 Alkinil, This selectively involves one or more substituents R 5 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5, P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 Replaced by, Selectively R is 1 or greater. 5 C6-C replaced by 60 Aryl, and Selectively R is 1 or greater. 5 C2-C replaced by 57 Heteroaryl, R 5 In each case, the following groups are selected independently from each other: Hydrogen, deuterium, N(R) 6 )2, OR 6 , Si(R 6 )3, B(OR 6 )2, B(R 6 )2, OSO2R 6 CF3, CN, F, Br, I, C1-C 40 Alkyl, This selectively involves one or more substituents R 6 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 6 C=CR 6 , C≡C, Si(R 6 )2, Ge(R 6 )2, Sn(R 6 )2, C=O, C=S, C=Se, C=NR 6 , P(=O)(R 6 ), SO, SO2, NR 6 , O, S or CONR 6 Replaced by, C1-C 40 Alkoxy, This selectively involves one or more substituents R 6 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 6 C=CR 6 , C≡C, Si(R 6 )2, Ge(R 6 )2, Sn(R 6 )2, C=O, C=S, C=Se, C=NR 6 , P(=O)(R 6), SO, SO2, NR 6 , O, S or CONR 6 Replaced by, C1-C 40 Thioalkoxy, This selectively involves one or more substituents R 6 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 6 C=CR 6 , C≡C, Si(R 6 )2, Ge(R 6 )2, Sn(R 6 )2, C=O, C=S, C=Se, C=NR 6 , P(=O)(R 6 ), SO, SO2, NR 6 , O, S or CONR 6 Replaced by, C2-C 40 Alkenil, This selectively involves one or more substituents R 6 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 6 C=CR 6 , C≡C, Si(R 6 )2, Ge(R 6 )2, Sn(R 6 )2, C=O, C=S, C=Se, C=NR 6 , P(=O)(R 6 ), SO, SO2, NR 6 , O, S or CONR 6 Replaced by, C2-C 40 Alkinil, This selectively involves one or more substituents R 6 Replaced by, Here, one or more non-adjacent CH2 groups are selectively R 6 C=CR 6 , C≡C, Si(R 6 )2, Ge(R 6 )2, Sn(R 6 )2, C=O, C=S, C=Se, C=NR 6 , P(=O)(R 6 ), SO, SO2, NR 6 , O, S or CONR6 Replaced by, Selectively R is 1 or greater. 6 C6-C replaced by 60 Aryl, and Selectively R is 1 or greater. 6 C2-C replaced by 57 Heteroaryl, R 6 In each case, the following groups are selected independently from each other: Hydrogen, deuterium, OPh, CF3, CN, F, C1-C5 alkyl, Here, one or more hydrogen atoms are selectively and independently substituted with deuterium, CN, CF3, or F. C1-C5 alkoxy, Here, one or more hydrogen atoms are selectively and independently substituted with deuterium, CN, CF3, or F. C1-C5 thioalkoxy, Here, one or more hydrogen atoms are selectively and independently substituted with deuterium, CN, CF3, or F. C2-C5 alkenyl, Here, one or more hydrogen atoms are selectively and independently substituted with deuterium, CN, CF3, or F. C2-C5 alkynyl, Here, one or more hydrogen atoms are selectively and independently substituted with deuterium, CN, CF3, or F. C6-C molecules selectively substituted with one or more C1-C5 alkyl substituents 18 Ariel, C2-C molecules selectively substituted with one or more C1-C5 alkyl substituents 17 Heteroaryl, N(C6-C 18 Ariel) 2, N(C2-C 17 Heteroaryl)2, and N(C2-C 17 (Heteroaryl)(C6-C 18 Ariel), Here, substituent R a , R d , R e and R 5These are, independently of each other, one or more substituents R a , R d , R e and R 5 Together, they can form monocyclic or polycyclic, aliphatic, aromatic, heteroaromatic and / or benzo-condensed ring systems. Here, substituent R 1 , R 2 , R 3 , R 4 , R I , R II , R III , R IV and R V These are, independently of each other, one or more substituents R 1 , R 2 , R 3 , R 4 , R I , R II , R III , R IV and R V Together, they can form monocyclic or polycyclic, aliphatic, aromatic, heteroaromatic, and / or benzo-condensed ring systems. [Examples]

[0195] General synthesis method I [ka] General procedure for synthesis:

[0196] AAV1: In anhydrous DMSO (5 mL per 1 mmol of I-1), suspensions of I-1 (1.0 equivalent), I-2 (1.15 equivalents), and K3PO4 (CAS-No. 7778-53-2, 2.0 equivalents) were stirred at 110°C for 18 hours. After cooling to room temperature (rt), the reaction mixture was poured into ice water. The precipitated solid was filtered, washed with water and ethanol, and collected. After recrystallization or column chromatography, I-3 was obtained as a solid.

[0197] AAV2: In a degassed mixture of dioxane and water (volume basis 4:1), suspensions of I-3 (1.0 equivalent), I-4 (1.0 equivalent), bis(diphenylphosphin)-ferrocene]palladium(II) dichloride (CAS-No. 72287-26-4, 0.04 equivalent), and K3PO4 (CAS-No. 7778-53-2, 3.0 equivalent) were stirred under reflux for 1 hour. After cooling to room temperature, an aqueous workup was performed, and the crude product was purified by recrystallization or column chromatography. The desired compound I-5 was obtained as a solid.

[0198] AAV3: In a degassed mixture of toluene and water (volume ratio 4:1), suspensions of I-5 (1.0 equivalent), I-6 (1.2 equivalents), tris(dibenzylideneacetone)-dipalladium(0) (CAS-No. 51364-51-3, 0.01 equivalent), X-Phos (CAS-No. 564483-18-7, 0.04 equivalents), and K3PO4 (CAS-No. 7778-53-2, 3.5 equivalents) were stirred under reflux for 3 hours. After cooling to room temperature, an aqueous workup was performed, and the crude product was purified by recrystallization or column chromatography. The desired compound I-7 was obtained as a solid.

[0199] At AAV4:0°C, the I-7 solution in anhydrous tert-butylbenzene (30 mL per 1 mmol of I-7) was stirred with n-butyllithium (2.5 M in hexane, CAS No. 109-72-8, 1.1 equivalents) for 15 minutes. Then, tert-butyllithium (1.6 M in pentane, CAS No. 594-19-4, 2.2 equivalents) was added at 0°C, and the mixture was stirred at 60°C for 1 hour. After lithiation was complete, the mixture was cooled to <-60°C, boron tribromide (99%, CAS No. 10294-33-4, 1.5 equivalents) was added, and the mixture was warmed to room temperature. After stirring at room temperature for 18 hours, the reaction was terminated with 5% NH3(aq) and extracted with dichloromethane. The combined organic layers were dried over MgSO4, filtered, and concentrated. The target compound P-1 was obtained as a solid by purification using recrystallization or column chromatography.

[0200] Functionalization of II-carbazole derivatives using general synthesis methods [ka] General procedure for synthesis: AAV5: In a degassed mixture of toluene and water (volume basis 4:1), suspensions of I-8 (1.0 equivalent), I-9 (2.5 equivalents), tris(dibenzylideneacetone)-dipalladium(0) (CAS-No. 51364-51-3, 0.01 equivalent), 2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl (S-Phos, CAS-No. 657408-07-6, 0.04 equivalents), and K3PO4 (CAS-No. 7778-53-2, 3.0 equivalents) were stirred under reflux for 24 hours. After cooling to room temperature, an aqueous workup was performed, and the crude product was purified by recrystallization or column chromatography. The desired compound I-10 was obtained as a solid.

[0201] AAV6: The carbazole derivative I-10 (1.0 equivalent) was dissolved in anhydrous chloroform (6 mL per 1 mmol of I-10). After cooling to 0°C, N-bromosuccinimide (NBS, CAS-No. 128-08-5) was added gradually over 15 minutes. The mixture was then stirred at room temperature for 1–4 hours. After complete bromination was achieved, an aqueous workup was performed. The combined organic layers were dried over MgSO4, filtered, and concentrated. Purification by recrystallization or column chromatography yielded the desired compound I-11 as a solid.

[0202] AAV-7: In degassed dioxane, a suspension of I-11 (1.0 equivalent), bis(pinacolate)diborone (CAS-No. 73183-34-3, 1.5 equivalents), [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride (CAS-No. 72287-26-4, 0.02 equivalents), and potassium acetate (KOAc, CAS-No. 127-08-2, 3.0 equivalents) was stirred under reflux for 18-24 hours. After cooling to room temperature, an aqueous workup was performed, and the crude product was purified by recrystallization or column chromatography. The desired compound I-12 was obtained as a solid.

[0203] In some cases, instead of [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride, a combination of tris(dibenzylideneacetone)-dipalladium(O) (CAS-No. 51364-51-3, 0.01 equivalents) and X-Phos (CAS-No. 564483-18-7, 0.04 equivalents) can be used as a catalyst.

[0204] General synthesis method III [ka]

[0205] General procedure for synthesis: AAV8: In a degassed mixture of dioxane and water (volume ratio 4:1), suspensions of I-1 (1.0 equivalent), I-4 (1.1 equivalent), tetrakis(triphenylphosphine)palladium(0) (CAS-No. 14221-01-3, 0.05 equivalent), and K2CO3 (CAS-No. 584-08-7, 3.0 equivalent) were stirred under reflux for 6 hours. After cooling to room temperature, an aqueous workup was performed, and the crude product was purified by recrystallization or column chromatography. The desired compound I-13 was obtained as a solid.

[0206] AAV9: In anhydrous DMSO (5 mL per 1 mmol of I-13), suspensions of I-13 (1.0 equivalent), I-14 (1.2 equivalents), and K3PO4 (CAS-No. 7778-53-2, 2.4 equivalents) were stirred at 130°C for 24 hours. After cooling to room temperature, the reaction mixture was poured into ice water. The precipitated solid was filtered, washed with water and ethanol, and collected. After recrystallization or column chromatography, I-15 was obtained as a solid.

[0207] In a degassed mixture of dioxane and water (volume basis 4:1) AAV10, suspensions of I-15 (1.0 equivalent), I-6 (4.0 equivalents), tris(dibenzylideneacetone)dipalladium(0) (CAS-No. 51364-51-3, 0.02 equivalents), X-Phos (CAS-No. 564483-18-7, 0.08 equivalents), and K3PO4 (CAS-No. 7778-53-2, 6.0 equivalents) were stirred under reflux for 1 to 3 hours. After cooling to room temperature, an aqueous workup was performed, and the crude product was purified by recrystallization or column chromatography. The desired compound I-16 was obtained as a solid.

[0208] The target substance P-2 was obtained as a solid by the procedure described in AAV4 (see above).

[0209] General synthesis method IV [ka]

[0210] General procedure for synthesis: Target substance I-3 was obtained as a solid by the procedure described in AAV1:AAV1 (see above).

[0211] The target substance I-5 was obtained as a solid by following the procedure described in AAV2 (see above).

[0212] AAV11: Carbazole derivative I-5 (1.0 equivalent) was dissolved in anhydrous DMF (6 mL per 1 mmol of I-5). Sodium hydride (1.5 equivalents, CAS-No. 7646-69-7) was added gradually over 15 minutes. Then, methyl iodide (1.25 equivalents, CAS-No. 74-88-4) was added dropwise at room temperature and the mixture was stirred for 1 hour. The reaction mixture was poured into ice water. The precipitated solid was filtered, washed with water and ethanol, and collected. After recrystallization or column chromatography, I-5a was obtained as a solid.

[0213] The procedure described in AAV12:AAV3 (see above) was followed, but substance I-5a was used instead of substance I-5. Target substance I-7a was obtained as a solid.

[0214] The procedure described in AAV13:AAV4 (see above) was followed, but substance I-7a was used instead of substance I-7. Target substance P-1 was obtained as a solid.

[0215] Cyclic voltammetry Cyclic voltammetry is performed when the concentration of an organic molecule is 10 in dichloromethane or a suitable solvent and a suitable supporting electrolyte (e.g., 0.1 mol / L tetrabutylammonium hexafluorophosphate). -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).

[0216] 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.

[0217] photophysical measurements Sample preparation: Spin coating Equipment: Spin150, SPS euro The sample concentration is 10 mg / ml when dissolved in a suitable solvent.

[0218] Program: 1) 400 U / min for 3 seconds, then 1000 U / min for 20 seconds (1000 Upm / s). 3) 4000 U / min for 10 seconds (1000 Upm / s). After coating, the film was dried at 70°C for 1 minute.

[0219] Photoluminescence spectroscopy and time-correlated single-photon counting (TCSPC) Steady-state emission spectroscopy is recorded using a Model FluoroMax-4 (Horiba Scientific) equipped with a 150W xenon-Arc lamp, excitation and emission monochromator, Hamamatsu R928 photomultiplier tube, and time-correlated single-photon counting option. Standard correction fits are used to correct the emission and excitation spectra.

[0220] The excited state lifetime is determined using the same system employing the TCSPC method, along with the FM-2013 equipment and the Horiba Yvon TCSPC hub.

[0221] Excitation light source: NanoLED 370 (Wavelength: 371nm, Pulse duration: 1.1ns) NanoLED 290 (Wavelength: 294nm, Pulse duration: <1ns) SpectraLED 310 (wavelength: 314nm) SpectraLED 355 (wavelength: 355nm) Data analysis (exponential fitting) is performed using the DataStation and DAS6 analysis software suites. The fit is determined using the chi-squared test.

[0222] 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.

[0223] The maximum emission is expressed in nm, the quantum yield Φ is expressed in %, and the CIE coordinates are expressed in x,y values.

[0224] PLQY is determined using the following protocol: 1) Quality Assurance: Anthracene (known concentration) in ethanol will be used as the standard.

[0225] 2) Excitation wavelength: The maximum absorption of the organic molecule is determined, and this wavelength is used to excite the molecule.

[0226] 3) Measurement The quantum yield is measured for a solution or film sample in a nitrogen atmosphere. The yield is calculated using the following equation:

number

[0227] Manufacturing and characterization of optoelectronic devices Optoelectronic elements, such as OLED elements containing organic molecules according to the present invention, 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%.

[0228] 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 LT95 corresponds to the time when the measured brightness has decreased to 95% of the initial brightness.

[0229] 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.

[0230]

number

[0231] The value represents the average of several pixels (typically 2 to 8), and the standard deviation between those pixels is provided.

[0232] HPLC-MS HPLC-MS analysis is performed using an Agilent HPLC (1100 series) equipped with an MS detector (Thermo LTQ XL).

[0233] A typical HPLC method is as follows: From Agilent (ZORBAX Eclipse Plus 95Å C18, 4.6×150mm, 3.5μm HPLC column), a reversed-phase column of 4.6mm×150mm and a particle size of 3.5μm are used for HPLC. HPLC-MS measurements are performed at room temperature (rt) with the following gradient. [Table 1] The following solvent mixture was used: [Table 2] Take a 5 μL injection volume from a 0.5 mg / mL concentration analyte solution for measurement.

[0234] The ionization of the probe is positive (APCI + ) Ionization mode or negative (APCI - In ionization mode, this is performed using an APCI (Atmospheric Pressure Chemical Ionization) source.

[0235] Example 1 [ka] Example 1 was synthesized as follows: AAV8 (81% yield), where 1-bromo-2,5-dichloro-3-fluorobenzene (CAS-No. 202865-57-4) was used as compound I-1, where 3,6-bis(1,1-dimethylethyl)-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole (CAS-No. 1510810-80-6) was used as compound I-4. AAV9 (52% yield), where 3,6-dibromocarbazole (CAS-No. 6825-20-3) was used as compound I-14. AAV10 (55% yield), where 4-tert-butylbenzeneboronic acid (CAS-No. 123324-71-0) was used as compound I-6, and AAV4 (23% yield).

[0236] MS (LC-MS, APPI ion source): 926 m / z rt: 10.44 mins.

[0237] In Example 1, the maximum emission (2 wt%) in mCBP was 463 nm, the CIEx coordinate was 0.13, and the CIEy coordinate was 0.16. The photoluminescence quantum yield (PLQY) was 70%.

[0238] Example 2 [ka] Example 2 was synthesized as follows: AAV1 (83% yield), where 8-(2,6-dimethylphenyl)-11H-benzo[a]carbazole was used as compound I-2. AAV2 (91% yield), where 11-(3-bromo-2,5-dichlorophenyl)-8-(2,6-dimethylphenyl)-11H-benzo[a]carbazole was used as compound I-3 and 3,6-bis(2,6-dimethylphenyl)-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole was used as compound I-4. AAV11 (92% yield), where 11-(3-(3,6-bis(2,6-dimethylphenyl)-9H-carbazol-1-yl)-2,5-dichlorophenyl)-8-(2,6-dimethylphenyl)-11H-benzo[a]carbazol was used as compound I-5. AAV12 (92% yield), where 11-(3-(3,6-bis(2,6-dimethylphenyl)-9-methyl-9H-carbazol-1-yl)-2,5-dichlorophenyl)-8-(2,6-dimethylphenyl)-11H-benzo[a]carbazol was used as compound I-5a, and AAV13 (91% yield), where 11-(5-(3,6-bis(2,6-dimethylphenyl)-9-methyl-9H-carbazol-1-yl)-3',5'-di-tert-butyl-4-chloro-[1,1'-biphenyl]-3-yl)-8-(2,6-dimethylphenyl)-11H-benzo[a]carbazol was used as compound I-7a.

[0239] In Example 2, the maximum emission (2 wt%) in PMMA was 455 nm with a full width at half maximum (FWHM) of 36 nm, a CIEx coordinate of 0.15, and a CIEy coordinate of 0.11. The photoluminescence quantum yield (PLQY) was 56%.

[0240] Additional examples of organic molecules / oligomers of the present invention [ka] JPEG0007891492000070.jpg190142JPEG0007891492000071.jpg189142JPEG0007891492000072.jpg190141JPEG0007891492000073.jpg192142JPEG0007891492000074.jpg196143JPEG0007891492000075.jpg195143JPEG0007891492000076.jpg189142JPEG0007891492000077.jpg186142JPEG0007891492000078.jpg195141JPEG0007891492000079.jpg185142JPEG0007891492000080.jpg186142JPEG0007891492000081.jpg94141

Claims

1. (a) 0.1 to 30% by weight of an organic molecule having a structure represented by chemical formula III, (b) A host substance different from the organic molecule, and (c) A composition comprising a dye and / or a solvent selectively: 【Chemistry 1】 (Chemical formula III) In chemical formula III, R １ is selectively 1 or more C １ -C ６ C substituted with alkyl ６ -C １２ Selected from the group consisting of aryls, R ａ In each case, the following groups are selected independently from each other: Hydrogen, deuterium, N(R ５ ), ２ , OR ５ , Si(R ５ ), ３ , B(OR ５ ), ２ , B(R ５ ), ２ , OSO ２ R ５ , CF ３ , CN, F, Br, I, C １ -C ４０ Alkyl, This selectively involves one or more substituents R ５ Replaced by, Here, one or more non-adjacent CHs ２ The base is selectively R ５ C=CR ５ , C≡C, Si(R ５ ) ２ , Ge(R ５ ) ２ , Sn(R ５ ) ２ , C=O, C=S, C=Se, C=NR ５ , P(=O)(R ５ ), SO, SO ２ , NR ５ , O, S or CONR ５ Replaced by, C １ -C ４０ Alkoxy, This selectively involves one or more substituents R ５ Replaced by, Here, one or more non-adjacent CHs ２ The base is selectively R ５ C=CR ５ , C≡C, Si(R ５ ) ２ , Ge(R ５ ) ２ , Sn(R ５ ) ２ , C=O, C=S, C=Se, C=NR ５ , P(=O)(R ５ ), SO, SO ２ , NR ５ , O, S or CONR ５ Replaced by, C １ -C ４０ Thioalkoxy, This selectively involves one or more substituents R ５ Replaced by, Here, one or more non-adjacent CHs ２ The base is selectively R ５ C=CR ５ , C≡C, Si(R ５ ) ２ , Ge(R ５ ) ２ , Sn(R ５ ) ２ , C=O, C=S, C=Se, C=NR ５ , P(=O)(R ５ ), SO, SO ２ , NR ５ , O, S or CONR ５ Replaced by, C ２ -C ４０ Alkenil, This selectively involves one or more substituents R ５ Replaced by, Here, one or more non-adjacent CHs ２ The base is selectively R ５ C=CR ５ , C≡C, Si(R ５ ) ２ , Ge(R ５ ) ２ , Sn(R ５ ) ２ , C=O, C=S, C=Se, C=NR ５ , P(=O)(R ５ ), SO, SO ２ , NR ５ , O, S or CONR ５ Replaced by, C ２ -C ４０ Alkinil, This selectively involves one or more substituents R ５ Replaced by, Here, one or more non-adjacent CH ２ groups are selectively R ５ C═CR ５ , C≡C, Si(R ５ ), ２ Ge(R ５ ), ２ Sn(R ５ ), ２ C═O, C═S, C═Se, C═NR ５ , P(═O)(R ５ ), SO, SO ２ , NR ５ , O, S or CONR ５ and are replaced by Selectively R 1 or higher ５ C replaced by ６ -C ６０ Aryl, and Selectively R 1 or higher ５ C replaced by ２ -C ５７ Heteroaryl, R ５ In each case, the following groups are selected independently from each other: Hydrogen, deuterium, N(R) ６ ) ２ , OR ６ , Si(R ６ ) ３ , B (OR ６ ) ２ , B (R ６ ) ２ OSO ２ R ６ CF ３ ,CN,F,Br,I, C １ -C ４０ Alkyl, This selectively involves one or more substituents R ６ Replaced by, Here, one or more non-adjacent CHs ２ The base is selectively R ６ C=CR ６ , C≡C, Si(R ６ ) ２ , Ge(R ６ ) ２ , Sn(R ６ ) ２ , C=O, C=S, C=Se, C=NR ６ , P(=O)(R ６ ), SO, SO ２ , NR ６ , O, S or CONR ６ Replaced by, C １ -C ４０ Alkoxy, This selectively involves one or more substituents R ６ Replaced by, Here, one or more non-adjacent CHs ２ The base is selectively R ６ C=CR ６ , C≡C, Si(R ６ ) ２ , Ge(R ６ ) ２ , Sn(R ６ ) ２ , C=O, C=S, C=Se, C=NR ６ , P(=O)(R ６ ), SO, SO ２ , NR ６ , O, S or CONR ６ Replaced by, C １ -C ４０ Thioalkoxy, This selectively involves one or more substituents R ６ Replaced by, Here, one or more non-adjacent CHs ２ The base is selectively R ６ C=CR ６ , C≡C, Si(R ６ ) ２ , Ge(R ６ ) ２ , Sn(R ６ ) ２ , C=O, C=S, C=Se, C=NR ６ , P(=O)(R ６ ), SO, SO ２ , NR ６ , O, S or CONR ６ Replaced by, C ２ -C ４０ Alkenil, This selectively involves one or more substituents R ６ Replaced by, Here, one or more non-adjacent CHs ２ The base is selectively R ６ C=CR ６ , C≡C, Si(R ６ ) ２ , Ge(R ６ ) ２ , Sn(R ６ ) ２ , C=O, C=S, C=Se, C=NR ６ , P(=O)(R ６ ), SO, SO ２ , NR ６ , O, S or CONR ６ Replaced by, C ２ -C ４０ Alkinil, This selectively involves one or more substituents R ６ Replaced by, Here, one or more non-adjacent CHs ２ The base is selectively R ６ C=CR ６ , C≡C, Si(R ６ ) ２ , Ge(R ６ ) ２ , Sn(R ６ ) ２ , C=O, C=S, C=Se, C=NR ６ , P(=O)(R ６ ), SO, SO ２ , NR ６ , O, S or CONR ６ Replaced by, Selectively R 1 or higher ６ C replaced by ６ -C ６０ Aryl, and Selectively R 1 or higher ６ C replaced by ２ -C ５７ Heteroaryl, R ６ In each case, the following groups are selected independently from each other: Hydrogen, deuterium, OPh, CF ３ , CN, F, C １ -C ５ Alkyl, Here, one or more hydrogen atoms are selectively and independently deuterium, CN, and CF. ３ Or it is replaced with F, C １ -C ５ Alkoxy, Here, one or more hydrogen atoms are selectively and independently deuterium, CN, and CF. ３ Or it is replaced with F, C １ -C ５ Thioalkoxy, Here, one or more hydrogen atoms are selectively and independently deuterium, CN, and CF. ３ Or it is replaced with F, C ２ -C ５ Alkenil, Here, one or more hydrogen atoms are selectively and independently deuterium, CN, and CF. ３ Or it is replaced with F, C ２ -C ５ Alkinil, Here, one or more hydrogen atoms are selectively and independently deuterium, CN, and CF. ３ Or it is replaced with F, Selectively 1 or more C １ -C ５ C substituted with alkyl substituents ６ -C １８ Ariel, Selectively 1 or more C １ -C ５ C substituted with alkyl substituents ２ -C １７ Heteroaryl, N(C) ６ -C １８ Ariel) ２ , N(C) ２ -C １７ (Heteroaryl) ２ , and N(C) ２ -C １７ (Heteroaryl) (C ６ -C １８ Ariel), Here, substituent R ａ , R ５ and R ６ One of these has one or more substituents R independently of each other. ａ , R ５ and / or R ６ Together, they can form monocyclic or polycyclic, aliphatic, aromatic, heteroaromatic, and / or benzo-condensed ring systems.

2. R １ is selectively 1 or more C １ -C ６ The composition according to claim 1, wherein the phenyl is alkyl-substituted.

3. R ａ In each case, the composition according to claim 1 is selected independently from the group consisting of the following: hydrogen, Me, ｉ Pr、 ｔ This, CN, CF ３ 、 Me, ｉ Pr, ｔ Bu, CN, CF ３ A Ph selectively substituted with one or more substituents independently selected from the group consisting of and Ph, Me, ｉ Pr, ｔ Bu, CN, CF ３ Pyridinyl, selectively substituted with one or more substituents independently selected from the group consisting of and Ph, Me, ｉ Pr, ｔ Bu, CN, CF ３ Pyrimidinyl, selectively substituted with one or more substituents independently selected from the group consisting of and Ph, Me, ｉ Pr, ｔ Bu, CN, CF ３ Carbazolyl, selectively substituted with one or more substituents independently selected from the group consisting of and Ph, Me, ｉ Pr, ｔ Bu, CN, CF ３ Triazinyls selectively substituted with one or more substituents independently selected from the group consisting of and Ph, and N(Ph) ２ .

4. R ａ and R ５ In each case, independently of each other, hydrogen (H), methyl (Me), and i-propyl (CH(CH)) are present. ３ ) ２ ) ( ｉ Pr), t-butyl ( ｔ Bu), Phenyl (Ph), CN, CF ３ and diphenylamine (NPh ２ A composition according to claim 1, selected from the group consisting of ).

5. The composition according to claim 1, comprising at least one substance selected from the group consisting of TADF substances and phosphorescent substances.

6. The composition according to claim 1, comprising 0.8 to 15% by weight of the organic molecule.

7. The host substance comprises a structure represented by chemical formula 4, as described in claim 1: 【Chemistry 2】 (Chemical formula 4) Here, Each Ar is independently selected from the following group: C ６ -C ６０ Ariel, C ３ -C ５７ Heteroaryls, halogens, and C １ -C ４０ C is selectively substituted with one or more residues selected from the group consisting of (hetero)alkyl groups. ６ -C ６０ Aryl, and C ６ -C ６０ Ariel, C ３ -C ５７ Heteroaryls, halogens, and C １ -C ４０ C is selectively substituted with one or more residues selected from the group consisting of (hetero)alkyl groups. ３ -C ５７ Heteroaryl, Each A １ These are selected independently from the following group: hydrogen, deuterium, C ６ -C ６０ Ariel, C ３ -C ５７ Heteroaryls, halogens, and C １ -C ４０ C is selectively substituted with one or more residues selected from the group consisting of (hetero)alkyl groups. ６ -C ６０ Ariel, C ６ -C ６０ Ariel, C ３ -C ５７ Heteroaryls, halogens, and C １ -C ４０ C is selectively substituted with one or more residues selected from the group consisting of (hetero)alkyl groups. ３ -C ５７ Heteroaryls, and C ６ -C ６０ Ariel, C ３ -C ５７ Heteroaryls, halogens, and C １ -C ４０ C is selectively substituted with one or more residues selected from the group consisting of (hetero)alkyl groups. １ -C ４０ (Hetero)alkyl.

8. A photoelectronic element comprising the composition described in Claim 1.

9. The photoelectronic element is selected from the group consisting of the following, as described in claim 8: Organic diodes Organic light-emitting diode (OLED) • Light-emitting electrochemical cell OLED sensor ・Organic solar cells Organic transistors Organic field-effect transistor • Organic lasers, and - Down-conversion element.

10. The photoelectronic device according to claim 8, comprising a host material having a structure represented by chemical formula 4: 【Transformation 3】 (Chemical formula 4) Here, Each Ar is independently selected from the following group: C ６ -C ６０ Ariel, C ３ -C ５７ Heteroaryls, halogens, and C １ -C ４０ C is selectively substituted with one or more residues selected from the group consisting of (hetero)alkyl groups. ６ -C ６０ Aryl, and C ６ -C ６０ Ariel, C ３ -C ５７ Heteroaryls, halogens, and C １ -C ４０ C is selectively substituted with one or more residues selected from the group consisting of (hetero)alkyl groups. ３ -C ５７ Heteroaryl, Each A １ These are selected independently from the following group: hydrogen, deuterium, C ６ -C ６０ Ariel, C ３ -C ５７ Heteroaryls, halogens, and C １ -C ４０ C is selectively substituted with one or more residues selected from the group consisting of (hetero)alkyl groups. ６ -C ６０ Ariel, C ６ -C ６０ Ariel, C ３ -C ５７ Heteroaryls, halogens, and C １ -C ４０ C is selectively substituted with one or more residues selected from the group consisting of (hetero)alkyl groups. ３ -C ５７ Heteroaryls, and C ６ -C ６０ Ariel, C ３ -C ５７ Heteroaryls, halogens, and C １ -C ４０ C is selectively substituted with one or more residues selected from the group consisting of (hetero)alkyl groups. １ -C ４０ (Hetero)alkyl.

11. -substrate, -anode, - Cathode, and - Includes a light-emitting layer, The anode or cathode is disposed on the substrate, The photoelectronic element according to claim 8, wherein the light-emitting layer is disposed between the anode and the cathode and contains the organic molecule or the composition.

12. (i) the step of providing the optoelectronic element according to claim 8, (ii) A method for generating light having a wavelength of 440 nm to 470 nm, comprising the step of applying an electric current to the photoelectronic element.

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