ORGANIC MOLECULES, COMPOSITIONS, OPTOELECTRONIC DEVICES AND METHODS FOR GENERATING LIGHT

Abstract

The present invention relates to an organic molecule, in particular for application in optoelectronic devices. According to the invention, the organic molecule has the structure of the following formula I: [C98] JPEG2024517649000107.jpg7063 Chemical formula I Where: n, m, p, and q are integers selected from 0 and 1; where n+m=1 and p+q=1, Each r is an integer selected from 0, 1, 2, 3, or 4; Each s is an integer selected from 0, 1, 2, or 3; t is an integer selected from 0, 1, 2, 3, or 4; u is an integer selected from 1, 2, 3, 4, or 5; where t+u<=5, Z is a direct bond, CR 3 R 4 , C=CR 3 R 4 , C=O, C=NR 3 , N.R. 3 , O, SiR 3 R 4 , S, S(O) and S(O) 2 are independently selected from the group consisting of R EWG , F, CF 3 , CN, substituted or unsubstituted C 6 -C 60 Aryl and substituted or unsubstituted C 2 -C 57 Heteroaryl is selected from the group consisting of:

Description

[Technical field]

[0001] The present invention relates to organic light-emitting molecules and their use in organic light-emitting diodes (OLEDs) and other optoelectronic devices. Summary of the Invention [Problem to be solved by the invention]

[0002] It is an object of the present invention to provide molecules 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.

[0004] According to the invention, said organic molecules are purely organic molecules, i.e. they do not contain any metal ions, unlike the metal complexes known to be used in optoelectronic devices. Effect of the Invention

[0005] According to the invention, the organic molecules exhibit a maximum emission in the blue or sky blue spectral range. The organic molecules exhibit a maximum emission in particular at 420 nm to 580 nm, in particular at 440 nm to 560 nm. The photoluminescence quantum yield of the organic molecules according to the invention is in particular 50% or more. The use of the molecules according to the invention in optoelectronic devices, for example organic light-emitting diodes (OLEDs), leads to a higher efficiency of the device or a higher color purity, expressed as the full width at half maximum (FWHM) of the emission. The corresponding OLEDs have a higher stability than OLEDs with known emitter materials and comparable hues. OLEDs with an emission layer comprising the organic molecules of the invention together with a host material, in particular in the form of a triplet-triplet annihilation material, have a higher stability. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0006] The organic light-emitting molecules of the present invention comprise or consist of the structure of Formula I: [ka] Chemical formula I Where: n, m, p, and q are integers selected from 0 and 1; where n+m=1 and p+q=1, Each r is an integer selected from 0, 1, 2, 3, or 4; Each s is an integer selected from 0, 1, 2, or 3; t is an integer selected from 0, 1, 2, 3, or 4; u is an integer selected from 1, 2, 3, 4, or 5; Here, t+u≦5, i.e., the sum of t and u is 5 or less (1, 2, 3, 4, or 5); Z is a direct bond, CR 3 R 4 , C=CR 3 R 4 , C=O, C=NR 3 , N.R. 3 , O, SiR 3 R 4 , S, S(O) and S(O) 2 are independently selected from the group consisting of R I , R II and R III are, independently of each other, hydrogen, deuterium, and C 1 -C 6 Alkyl and one or more C 1 -C 6 C selectively substituted with alkyl substituents 6 -C 12 aryl; R EWG , F, CF 3 , CN, substituted or unsubstituted C 6 -C 60 Aryl and substituted or unsubstituted C 2 -C 57Heteroaryl; R a , R 3 and R 4 are each independently selected from the group consisting of: 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 ,CN,F,Br,I, C 1 -C 40 Alkyl, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by C 1 -C 40 Alkoxy, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by C 1 -C 40 Thioalkoxy, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by C 2 -C 40 Alkenyl, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by C 2 -C 40 Alkynyl, This can be optionally substituted with one or more substituents R 5is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by Optionally, one or more substituents R 5 C replaced with 6 -C 60 Aryl, and Optionally, one or more substituents R 5 C replaced with 2 -C 57 Heteroaryl, R 5 are each independently 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 , O.S.O. 2 R 6 , C.F. 3 ,CN,F,Br,I, C 1 -C 40 Alkyl, This can be optionally substituted with one or more substituents R 6 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 6 , O, S or CONR 6 is replaced by C 1 -C 40 Alkoxy, This can be optionally substituted with one or more substituents R 6 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 6 , O, S or CONR 6 is replaced by C 1 -C 40 Thioalkoxy, This can be optionally substituted with one or more substituents R 6 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 6 , O, S or CONR 6 is replaced by C 2 -C 40 Alkenyl, This can be optionally substituted with one or more substituents R6 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 6 , O, S or CONR 6 is replaced by C 2 -C 40 Alkynyl, This can be optionally substituted with one or more substituents R 6 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 6 , O, S or CONR 6 is replaced by Optionally, one or more substituents R 6 C replaced with 6 -C 60 Aryl, and Optionally, one or more substituents R 6 C replaced with 2 -C 57 Heteroaryl, R 6 are each independently selected from the group consisting of: Hydrogen, deuterium, OPh, CF 3 ,C.N.,F. C 1 -C5 Alkyl, wherein optionally one or more hydrogen atoms are independently selected from deuterium, CN, CF 3 or replaced by F, C 1 -C 5 Alkoxy, wherein optionally one or more hydrogen atoms are independently selected from deuterium, CN, CF 3 or replaced by F, C 1 -C 5 Thioalkoxy, wherein optionally one or more hydrogen atoms are independently selected from deuterium, CN, CF 3 or replaced by F, C 2 -C 5 Alkenyl, wherein optionally one or more hydrogen atoms are independently selected from deuterium, CN, CF 3 or replaced by F, C 2 -C 5 Alkynyl, wherein optionally one or more hydrogen atoms are independently selected from deuterium, CN, CF 3 or replaced by F, Optionally, 1 or more C 1 -C 5 C substituted with alkyl substituents 6 -C 18 Aryl, Optionally, 1 or more C 1 -C 5 C substituted with alkyl substituents 2 -C 17 Heteroaryl, N(C 6 -C 18 Aryl) 2 , N(C 2 -C 17 Heteroaryl) 2 , and N(C 2 -C 17 Heteroaryl)(C 6 -C 18 aryl), where the optional substituent R a, R 3 , R 4 , R 5 and R 6 independently represents one or more substituents R a , R 3 , R 4 , R 5 and / or R 6 Together with the ring system may form mono- or polycyclic, aliphatic, aromatic, heteroaromatic and / or benzo-fused ring systems.

[0007] In one embodiment, R EWG is selected from Group A consisting of the following structures: [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] Where: The dashed line indicates the substituent R EWG represents a single bond linking the group to an organic molecule as shown in formula I, wherein optionally, two or more adjacent substituents R 5 may independently form a monocyclic or polycyclic, aliphatic, aromatic and / or benzo-fused ring system, where one or more hydrogen atoms of the optionally formed ring system are optionally substituted by R 6 is also replaced by

[0008] In one embodiment, the organic molecule comprises or consists of a structure of Formula IIa, IIb, or IIc: [ka] Chemical formula IIa [ka] Chemical formula IIb [ka] Chemical formula IIc

[0009] In one embodiment, each Z is a direct bond, NR 3 , O and S.

[0010] In one embodiment, each Z is a direct bond.

[0011] In one embodiment, the organic molecule comprises or consists of a structure of Formula IIIa, IIIb, IIIc, or IIId: [ka] Chemical formula IIIa [ka] Chemical formula IIIb [ka] Chemical formula IIIc [ka] Chemical formula IIId

[0012] In one embodiment, the organic molecule comprises or consists of Formula IVa or Formula IVb: [ka] Chemical formula IVa [ka] Chemical formula IVb

[0013] In one embodiment, R a are each independently selected from the group consisting of: hydrogen, deuterium, Me, i Pr, t Bu, C.N., CF 3 , Me, i Pr, t Bu, CN, CF 3 and Ph, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 and Ph, Me, i Pr, t Bu, CN, CF 3 and Ph, Me, i Pr, t Bu, CN, CF3 and Ph; Me, i Pr, t Bu, CN, CF 3 and Ph, Me, i Pr, t Bu, CN, CF 3 and Ph, optionally substituted with one or more substituents independently selected from the group consisting of N(Ph), 2 , where two or more adjacent substituents R a can form an attachment point for a ring system selected from the group consisting of: [ka] wherein each dashed line represents a ring system of the aforementioned group separated by two adjacent substituents R such that the ring systems of the aforementioned group are fused to the structure shown in formula I. a indicates a direct bond connected to position

[0014] In one embodiment, R a are each, independently of one another, selected from the group consisting of: hydrogen, deuterium, Me, i Pr, t Bu, C.N., CF 3 , Me, i Pr, t Bu, CN, CF 3 and Ph, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF 3and Ph, Me, i Pr, t Bu, CN, CF 3 and Ph, Me, i Pr, t Bu, CN, CF 3 and Ph; Me, i Pr, t Bu, CN, CF 3 and Ph, Me, i Pr, t Bu, CN, CF 3 and Ph, optionally substituted with one or more substituents independently selected from the group consisting of N(Ph), 2 .

[0015] In one embodiment, the organic molecule comprises or consists of the structure of formula Va, formula Vb, or formula Vc: [ka] Chemical formula Va [ka] Chemical formula Vb [ka] Chemical formula Vc Where: Each w is, independently of the other, an integer of 0 or 1; R b are each, independently of one another, selected from the group consisting of: 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 ,CN,F,Br,I, C 1 -C 40 Alkyl, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by C 1 -C 40 Alkoxy, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by C 1 -C 40 Thioalkoxy, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by C 2 -C 40 Alkenyl, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by C 2 -C 40 Alkynyl, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by Optionally, one or more substituents R 5 C replaced with 6 -C 60 Aryl, and Optionally, one or more substituents R 5 C replaced with 2 -C 57 Heteroaryl.

[0016] In one embodiment, R 6 are each independently hydrogen (H), methyl (Me), i-propyl (CH(CH 3 ) 2 )( i Pr), t-Butyl ( t Bu), Phenyl (Ph), CN, CF 3 and diphenylamine (NPh 2 ).

[0017] In one embodiment, R 5 are each independently hydrogen (H), methyl (Me), i-propyl (CH(CH 3 ) 2 )( i Pr), t-Butyl ( t Bu), Phenyl (Ph), CN, CF 3 and diphenylamine (NPh 2 ).

[0018] In one embodiment of the present invention, R a are each, independently of one another, selected from the group consisting of: Hydrogen, deuterium, Me, i Pr, t Bu, C.N., CF 3 , Me, i Pr, t Bu, CN, CF 3 and Ph, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 and Ph, Me, i Pr, t Bu, CN, CF 3 and Ph, Me, i Pr, t Bu, CN, CF 3 and Ph; Me, i Pr, t Bu, CN, CF 3 and Ph, N(Ph) 2 .

[0019] In one embodiment, at least one monocyclic or polycyclic, aliphatic, aromatic, heteroaromatic and / or benzo-fused ring system is represented by a substituent R a , R 3 , R 4 , R 5 and R 6 together with one or more further substituents R a , R 3 , R 4 , R 5 and / or R 6 is formed by.

[0020] In one embodiment, R I , RII and R III is selected from the group consisting of: Hydrogen, deuterium, Me, i Pr, t Bu, Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0021] In one embodiment, R II and R III At least one substituent selected from is hydrogen.

[0022] In one embodiment, R II and R III At least one substituent selected from is not hydrogen.

[0023] In a preferred embodiment, R II is hydrogen.

[0024] In a preferred embodiment, R III is not hydrogen.

[0025] In a preferred embodiment, R II is hydrogen and R III is not hydrogen.

[0026] In one embodiment, R I is hydrogen.

[0027] definition The term "layer" here refers to an object having a broad planar geometric structure. It forms part of the general knowledge of the person skilled in the art that optoelectronic elements are composed of a number of layers.

[0028] In the context of the present invention, an emissive layer (EML) is a layer of an optoelectronic device where emission from the layer is observed upon application of a voltage and current to the device. One skilled in the art will appreciate that emission from an optoelectronic device is due to emission from at least one EML. One skilled in the art will appreciate that emission from an EML is typically not (predominantly) due to all materials contained in the EML, but rather due to a particular emitter material.

[0029] In the context of the present invention, an "emitter material" (also referred to as "emitter") is a material that emits light when included in an emissive layer (EML) of an optoelectronic device under given voltage and current conditions (see below). Those skilled in the art will know that emitter materials are generally "emissive dopant" materials, and will understand that dopant materials (whether emissive or not) are materials that are incorporated into a matrix material, usually referred to (herein) as a host material, where the host material, when included in an optoelectronic device, preferably an OLED, comprising at least one organic molecule according to the present invention, is generally a H B It is called.

[0030] In the context of the present invention, the term "cyclic group" may be understood in the broadest sense as any monocyclic, bicyclic or polycyclic moiety.

[0031] In the context of the present invention, when referring to a chemical structure, the term "ring" may be understood in the broadest sense as any monocyclic moiety. In the same respect, when referring to a chemical structure, the term "ring" may be understood in the broadest sense as any bicyclic or polycyclic moiety.

[0032] In the context of the present invention, the term "ring system" may be understood in the broadest sense as any monocyclic, bicyclic or polycyclic moiety.

[0033] In the context of this invention, the term "ring atom" refers to any atom that is part of the cyclic core of a ring or ring system and is not part of a non-cyclic substituent optionally attached to the cyclic core.

[0034] In the context of the present invention, the term "carbocycle" may be understood in its broadest sense as any cyclic group whose cyclic core structure contains only carbon atoms which may be substituted with hydrogen or any other substituent as defined in certain embodiments of the present invention. The term "carbocyclic" is an adjective and may be understood to refer to a cyclic group whose cyclic core structure contains only carbon atoms which may be substituted with hydrogen or any other substituent as defined in certain embodiments of the present invention.

[0035] In the context of the present invention, the term "heterocycle" may be understood in the broadest sense as any cyclic group whose cyclic core structure contains not only carbon atoms but also at least one heteroatom. The term "heterocyclic" may be understood as an adjective and refers to a cyclic group whose cyclic core structure contains not only carbon atoms but also at least one heteroatom. The heteroatoms may be the same or different, unless otherwise specified in a particular embodiment, and may be individually selected from the group consisting of B, Si, N, O, S and Se, preferably B, N, O and S, and most preferably N, O and S. It goes without saying that all carbon atoms or heteroatoms contained in a heterocycle in the context of the present invention can be substituted with hydrogen or any other substituent defined in a particular embodiment of the present invention.

[0036] One of ordinary skill in the art can recognize that any cyclic group (ie, any carbocyclic and heterocyclic ring) may be aliphatic, aromatic or heteroaromatic.

[0037] In the context of the present invention, when referring to a cyclic group (i.e., one ring, multiple rings, ring system, carbocyclic ring, heterocyclic ring), the term "aliphatic" refers to a cyclic core structure (not including optional attached substituents) that includes at least one ring atom that is not part of an aromatic or heteroaromatic ring or ring system. Preferably, most of the ring atoms, more preferably all of the ring atoms in the aliphatic cyclic group are not part of an aromatic or heteroaromatic ring or ring system (e.g., cyclohexane or piperidine, etc.). Here, when referring to an aliphatic ring or ring system in general, no distinction is made between a carbocyclic group and a heterocyclic group, and the term "aliphatic" is also used as an adjective to describe a carbocyclic ring or a heterocyclic ring to indicate whether a heteroatom is included in the aliphatic cyclic group.

[0038] As will be understood by those skilled in the art, the terms "aryl" and "aromatic" may be understood in the broadest sense to refer to any monocyclic, bicyclic, or polycyclic aromatic moiety, 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 restricted to monocyclic, bicyclic, or polycyclic aromatic moieties 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 moiety in which at least one aromatic carbon ring atom is replaced by a heteroatom (i.e., not carbon). Unless otherwise stated in a particular embodiment of the invention, the at least one heteroatom in a "heteroaryl" or "heteroaromatic", respectively, may be the same or different and may be individually selected from the group consisting of N, O, S and Se, more preferably N, O and S. One of ordinary skill in the art will appreciate 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., aromatic ring system) is an aryl group, and a heteroaromatic cyclic group (i.e., heteroaromatic ring system) is a heteroaryl group.

[0039] Unless otherwise specified in a particular embodiment of the present invention, in this application, an aryl group preferably contains 6 to 60 aromatic ring atoms, more preferably 6 to 40 aromatic ring atoms, even more preferably 6 to 18 aromatic ring atoms. Unless otherwise specified in a particular embodiment of the present invention, in this application, a heteroaryl group preferably contains 5 to 60 aromatic ring atoms, more preferably 5 to 40 aromatic ring atoms, 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, more preferably N, O and S. When one or more heteroatoms are included in a heteroaromatic group, all heteroatoms are preferably selected, independently of one another, from N, O, S and Se, more preferably N, O and S.

[0040] In the context of the present invention, for both aromatic and heteroaromatic groups (e.g., aryl or heteroaryl substituents), the number of aromatic ring carbon atoms is indicated by a subscript in the definition of the particular substituent, e.g., "C 6 -C 60 The term "aryl" refers to a group consisting of aryl, aryl, and aryl groups, which means that each aryl substituent contains from 6 to 60 aromatic carbon ring atoms. The same subscript numbers are used to indicate the number of carbon atoms permitted in all other types of substituents, whether aliphatic, aromatic, or heteroaromatic. For example, "C 1 -C 40 The term "alkyl" refers to an alkyl substituent containing from 1 to 40 carbon atoms.

[0041] Preferred examples of aryl groups include groups derived from benzene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluoranthene, benzanthracene, benzophenanthrene, tetracene, pentacene, benzopyrene, or combinations of these groups.

[0042] Preferred examples of heteroaryl groups are furan, benzofuran, isobenzofuran, dibenzofuran, thiophene, benzothiophene, isobenzothiophene, dibenzothiophene; pyrrole, indole, isoindole, carbazole, indolocarbazole, pyridine, quinoline, isoquinoline, acridine, phenanthridine, 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, These include groups derived from 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, benzocarboline, 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, indolizine and benzothiadiazole, or combinations of these groups.

[0043] As used throughout this specification, the term "arylene" refers to a divalent aryl substituent that possesses two attachment sites and serves as a linker structure to another molecular structure. In the same vein, the term "heteroarylene" refers to a divalent aryl substituent that possesses two attachment sites and serves as a linker structure to another molecular structure.

[0044] In the context of the present invention, when referring to an aromatic or heteroaromatic ring system, the term "fused" means that the "fused" aromatic or heteroaromatic rings share at least one bond that is part of both ring systems. For example, naphthalene (or naphthyl when referred to as a substituent) or benzothiophene (or benzothiophenyl when referred to as a substituent) are considered as fused aromatic ring systems in the context of the present invention, where two benzene rings (in the case of naphthalene) or thiophene and benzene (in the case of benzothiophene) share one bond. Sharing a bond in such a context is also understood to include sharing the two atoms that constitute each bond, and a fused aromatic or heteroaromatic ring system may be understood as one aromatic or heteroaromatic system. It may also be understood that one or more bonds are shared by the aromatic or heteroaromatic rings that constitute the fused aromatic or heteroaromatic ring system (e.g., in pyrene). Aliphatic ring systems may also be fused, which may be understood to have the same meaning as aromatic or heteroaromatic ring systems, except that a fused aliphatic ring system is not aromatic. An aromatic or heteroaromatic ring system may also be fused (i.e., share at least one bond) with an aliphatic ring system.

[0045] In the context of this invention the term "condensed" ring system has the same meaning as a "fused" ring system.

[0046] In certain embodiments of the invention, adjacent substituents attached to a ring or ring system can form a further monocyclic or polycyclic, aliphatic, aromatic or heteroaromatic ring system fused to the aromatic or heteroaromatic ring or ring system to which the substituents are attached. Optionally, the fused ring system so formed may be understood to be larger (meaning containing more ring atoms) than the aromatic or heteroaromatic ring or ring system to which the adjacent substituents are attached. In that case (and when such a number is provided), the "total" number of ring atoms contained in the fused ring system must be understood to be the sum of the ring atoms contained in the aromatic or heteroaromatic ring or ring system. Although adjacent substituents are bonded and the ring atoms of the additional ring system are formed by the adjacent substituents, the ring atoms shared by the fused rings are counted once, not twice. For example, a benzene ring can have two adjacent substituents forming yet another benzene ring, such that a naphthalene core is formed. The naphthalene core would contain 10 ring atoms, since two carbon atoms are shared by the two benzene rings and counted only once, not twice.

[0047] Generally, in the context of the present invention, the term "adjacent substituents" or "adjacent groups" means substituents or groups which are attached to the same or adjacent atoms.

[0048] In the context of the present invention, the term "alkyl group" may be understood in the broadest sense as any linear, branched or cyclic alkyl substituent. Preferred examples of alkyl groups as substituents are 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 Cyl, 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, 1,1-dimethyl-n-hex-1-yl, 1,1-dimethyl-n-hept-1-yl, 1,1-dimethyl-n-oct-1-yl, 1,1-dimethyl-n-dec-1-yl, 1,1-Dimethyl-n-dodec-1-yl, 1,1-Dimethyl-n-tetradec-1-yl, 1,1-Dimethyl-n-hexadecate-1-yl, 1,1-Dimethyl-n-octadec-1-yl, 1,1-Diethyl-n-hex-1-yl, 1,1-Diethyl-n-hept-1-yl, 1,1-Diethyl-n-oct-1-yl, 1,1-Diethyl-n-dec-1-yl, 1,1-Diethyl-n-dodec-1-yl , 1,1-diethyl-n-tetradec-1-yl, 1,1-diethyl-n-hexadec-1-yl, 1,1-diethyl-n-octadec-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.

[0049] For example, in s-butyl, s-pentyl, and s-hexyl, the "s" means "secondary", i.e., s-butyl, s-pentyl, and s-hexyl are the same as sec-butyl, sec-pentyl, and sec-hexyl, respectively. For example, in t-butyl, t-pentyl, and t-hexyl, the "t" means "tertiary", i.e., t-butyl, t-pentyl, and t-hexyl are the same as tert-butyl, tert-pentyl, and tert-hexyl, respectively.

[0050] As used herein, the term "alkenyl" includes linear, branched and cyclic alkenyl substituents. The term "alkenyl group" includes, for example, the substituents ethenyl, propenyl, butenyl, pentenyl, cyclopentenyl, hexenyl, cyclohexenyl, heptenyl, cycloheptenyl, octenyl, cyclooctenyl, or cyclooctadienyl.

[0051] As used herein, the term "alkynyl" includes linear, branched and cyclic alkynyl substituents. The term "alkynyl group" includes, for example, ethynyl, propynyl, butynyl, pentynyl, hexynyl, heptynyl or octynyl.

[0052] As used herein, 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.

[0053] As used herein, the term "thioalkoxy" includes linear, branched and cyclic thioalkoxy substituents in which the oxygen atom O of the corresponding alkoxy group is replaced by sulfur S.

[0054] As used herein, the term "halogen" (or, when referring to a substituent in chemical nomenclature, "halo") may be understood in its broadest sense to be any atom of an element in the seventh main group (i.e., Group 17) of the Periodic Table of the Elements, preferably fluorine, chlorine, bromine or iodine.

[0055] When a molecular fragment is described as being attached to a substituent or other moiety, the name may be described as just the fragment (e.g., naphthyl, dibenzofuryl) or as the entire molecule (e.g., naphthalene, dibenzofuran). As used herein, the manner of describing the substituent or attached fragment is considered equivalent.

[0056] In addition, in this application, "C 6 -C 60 aryl" or "C 1 -C 40 Whenever a substituent such as "alkyl" is referred to without a name indicating the point of attachment within that substituent, this means that the respective substituent may be attached via any atom. For example, "C 6 -C 60 "Aryl" substituents are attached via any 6 to 60 aromatic carbon atoms and are defined as "C 1 -C 40 An "alkyl" substituent is attached via any 1 to 40 aliphatic carbon atoms, while a "2-cyanophenyl" substituent is attached only in a manner such that its CN group is adjacent to the site of attachment in a manner that allows for accurate chemical nomenclature.

[0057] In the context of the present invention, whenever a substituent such as "butyl", "biphenyl" or "terphenyl" is mentioned without further details, this means that any isomer of the respective substituent is acceptable for that particular substituent. In this regard, for example, the term "butyl" as a substituent includes n-butyl, s-butyl, t-butyl and iso-butyl 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 site of attachment of the biphenyl substituent to the respective chemical moiety carrying the biphenyl substituent. Similarly, as a substituent, the term "terphenyl" includes 3-ortho-terphenyl, 4-ortho-terphenyl, 4-meta-terphenyl, 5-meta-terphenyl, 2-para-terphenyl or 3-para-terphenyl, where ortho, meta and para indicate the positions of the two Ph moieties in the terphenyl group relative to each other, and "2-", "3-", "4-" and "5-" indicate the positions of attachment of the terphenyl substituent to the respective chemical moieties bearing the terphenyl substituent, as known to those skilled in the art.

[0058] It is understood that all groups, and indeed all chemical moieties, defined herein, whether cyclic or acyclic, aliphatic, aromatic or heteroaromatic, may be further substituted according to the specific embodiments described herein.

[0059] All hydrogen atoms (H) contained in any structure mentioned in this application are also replaced with deuterium (D), each independently of the other, unless specifically stated otherwise. The replacement of hydrogen with deuterium is common practice and obvious to those skilled in the art. Thus, there are many well-known methods and some review articles that can achieve this.

[0060] When comparing experimental or calculated data, values ​​must be determined by the same methodology. For example, a specified method must be used to determine the experimental ΔE STis determined to be less than 0.4 eV, comparisons are only valid if the same specific method involving the same conditions is used. To take a specific example, a comparison of the photoluminescence quantum yields (PLQY) of different compounds is only valid if the PLQY determinations are made under the same reaction conditions (e.g., room temperature, measurements on 10% PMMA film). Similarly, calculated energy values ​​must be determined by the same calculation method (with the same functions and the same basis set).

[0061] Optoelectronic device comprising at least one organic molecule according to the invention A further aspect of the present invention relates to an optoelectronic device comprising at least one organic molecule according to the present invention.

[0062] In one embodiment, the optoelectronic device comprising at least one organic molecule according to the invention is selected from the group consisting of: Organic Light Emitting Diode (OLED) Light-emitting electrochemical cells OLED sensors, especially gas and vapor sensors that are not completely isolated from the outside Organic diode ·Organic solar cells Organic transistors Organic field-effect transistors Organic Lasers Down conversion element.

[0063] The light-emitting electrochemical cell consists of three layers: a cathode, an anode and an active layer comprising the organic molecules according to the invention.

[0064] In a preferred embodiment, the optoelectronic device comprising at least one organic molecule according to the invention is selected from the group consisting of an organic light emitting diode (OLED), a light emitting electrochemical cell (LEC), an organic laser and a light emitting transistor.

[0065] In a more preferred embodiment, the optoelectronic device comprising at least one organic molecule according to the invention is an organic light emitting diode (OLED).

[0066] In one embodiment, the optoelectronic device comprising at least one organic molecule according to the invention is an OLED having the following layer structure: 1. Substrate 2. Anode layer A 3. Hole injection layer (HIL) 4. Hole transport layer (HTL) 5.Electron blocking layer (EBL) 6. Light-emitting layer (also called emissive layer) (EML) 7. Hole Blocking Layer (HBL) 8.Electron transport layer (ETL) 9.Electron injection layer (EIL) 10. Cathode layer C Here, the OLED may optionally include each layer except for the anode layer A, the cathode layer C, and the light-emitting layer EML, and different layers may be combined, and the OLED may include one or more layers of each layer type defined above.

[0067] Optoelectronic devices comprising at least one organic molecule according to the present invention may also optionally include one or more protective layers to protect the device from damaging exposure to harmful substances in the environment including, for example, moisture, vapors and / or gases.

[0068] In one embodiment, the optoelectronic device comprising at least one organic molecule according to the invention is an OLED having an inverted layer structure: 1. Substrate 2. Cathode layer C 3.Electron injection layer (EIL) 4.Electron transport layer (ETL) 5. Hole Blocking Layer (HBL) 6. Light-emitting layer (also called emissive layer) (EML) 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 stack layer structure) may optionally include each layer except for the anode layer A, the cathode layer C, and the light-emitting layer EML, and different layers may be combined, and the OLED may include one or more layers of each layer type defined above.

[0069] The organic molecules according to the invention (according to the above-mentioned embodiments) can be used in various layers depending on the specific structure and substitution. When used, in each layer of the optoelectronic device, in particular the OLED, the fraction of the organic molecules according to the invention is 0.1% to 99% by weight, more preferably 1% to 80% by weight. In an alternative embodiment, in each layer, the proportion of the organic molecules is 100% by weight.

[0070] In one embodiment, the optoelectronic device comprising at least one organic molecule according to the present invention is an OLED that can have a stacked structure. In the structure, individual units are stacked on top of each other, unlike the general arrangement in which OLEDs are arranged side by side. Mixed light is generated by the OLED that exhibits a stacked structure, and in particular, white light is generated by stacking a blue OLED, a green OLED and a red OLED. The OLED that exhibits a stacked structure may also optionally include a charge generation layer (CGL), which is generally located between two OLED subunits and is generally configured as an n-doped layer and a p-doped layer. Generally, the n-doped layer of one CGL is located closer to the anode layer.

[0071] In one embodiment, the optoelectronic device comprising at least one organic molecule according to the invention is an OLED comprising two or more light-emitting layers between an anode and a cathode. In particular, the 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 may optionally comprise additional layers between each light-emitting layer, such as a charge generation layer, a charge blocking layer, or a charge transport layer. In a further embodiment, the light-emitting layers are stacked adjacent to each other. In a further embodiment, the tandem OLED comprises a charge generation layer between each two light-emitting layers. Adjacent light-emitting layers or light-emitting layers separated by a charge generation layer may also be merged.

[0072] In one embodiment, an optoelectronic device comprising at least one organic molecule according to the invention is also an essentially white optoelectronic device, meaning that the device emits white light. For example, such a white optoelectronic device may comprise at least one (deep) blue emitter molecule and one or more emitter molecules emitting green light and / or red light. There may also be selective energy transfer between two or more molecules, as explained later in this text (see below).

[0073] In the case of an optoelectronic device comprising at least one organic molecule according to the invention, at least one organic molecule according to the invention is included in the light-emitting layer (EML) of the optoelectronic device, most preferably in the EML of the OLED. However, the organic molecule according to the invention is also used, for example, in the electron transport layer (ETL) and / or the electron blocking layer (EBL) or the exciton blocking layer and / or the hole transport layer (HTL) and / or the hole blocking layer (HBL). When used, the fraction of the organic molecule according to the invention in each layer of the optoelectronic device, in particular the OLED, is 0.1% to 99% by weight, more preferably 0.5% to 80% by weight, in particular 0.5% to 10% by weight. In an alternative embodiment, in each layer, the proportion of the organic molecule is 100% by weight.

[0074] The selection criteria of materials suitable for the individual layers of optoelectronic devices, especially OLEDs, are common knowledge for the skilled person. The state of the art shows many materials used for the individual layers, and informs which materials are suitable for use together with each other. It is understood that any material used in the art can also be used in optoelectronic devices comprising organic molecules according to the invention. Below, preferred examples of materials for the individual layers will be given. It is understood that this does not mean that all types of layers listed below must be present in an optoelectronic device comprising at least one organic molecule according to the invention. It is further understood that an optoelectronic device comprising at least one organic molecule according to the invention comprises one or more of the respective layers listed below, such as, for example, two or more light-emitting layers (EMLs). It may be understood that two or more layers of the same type (e.g., two or more EMLs, or two or more HTLs) do not necessarily comprise the same materials, or even the same materials in the same proportions. It is also not necessary that an optoelectronic device comprising at least one organic molecule according to the invention comprises all types of layers listed below, where an anode layer, a cathode layer and a light-emitting layer are generally present in all cases.

[0075] The substrate may be formed by any material or composition of materials. Mostly, 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 a plastic slide may be used, which may allow a higher level of flexibility. The anode layer A is made of a material that allows obtaining an almost (essentially) transparent film. Since at least one of the two electrodes must be (essentially) transparent to allow light emission from the OLED, one of the anode layer A or the cathode layer C is transparent. Preferably, the anode layer A comprises or consists of a large amount of transparent conductive oxides (TCOs). Such an anode layer A may comprise, 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.

[0076] Preferably, the anode layer A is (essentially) indium tin oxide (ITO) (e.g., (InO 3 ) 0.9 (SnO 2 ) 0.1 The roughness of the anode layer A due to the transparent conducting oxide (TCO) may also be mitigated by using a hole injection layer (HIL). The HIL also facilitates the injection of pseudo charge carriers (i.e. holes) in that the transport of the pseudo charge carriers from the TCO to the hole transport layer (HTL) is facilitated. The hole injection layer (HIL) may be made of poly-3,4-ethylenedioxythiophene (PEDOT), polystyrenesulfonic acid (PSS), MoO 2 , V 2 O 5, CuPC or CuI, in particular a mixture of PEDOT and PSS. The hole injection layer (HIL) can also prevent diffusion of metals from the anode layer A into the hole transport layer (HTL). For example, the HIL can be made of PEDOT:PSS (poly-3,4-ethylenedioxythiophene:polystyrenesulfonic acid), PEDOT (poly-3,4-ethylenedioxythiophene), mMTDATA (4,4',4"-tris[phenyl(m-tolyl)amino]triphenylamine), Spiro-TAD (2,2',7,7'-tetrakis(n,n-diphenylamino)-9,9'-spirobifluorene), DNTPD (N1,N1'-(biphenyl-4,4'-diyl)bis(N1-phenyl-N4,N4-di-m-tolylbenzene-1,4-diamine), NPB (N,N'-nis-(1 -naphthalenyl)-N,N'-bis-phenyl-(1,1'-biphenyl)-4,4'-diamine), NPNPB (N,N'-diphenyl-N,N'-di-[4-(N,N-diphenylamino)phenyl]benzidine), MeO-TPD (N,N,N',N'-tetrakis(4-methoxyphenyl)benzidine), HAT-CN (1,4,5,8,9,11-hexaazatriphenylene-hexacarbonitrile) and / or Spiro-NPD (N,N'-diphenyl-N,N'-bis-(1-naphthyl)-9,9'-spirobifluorene-2,7-diamine).

[0077] Adjacent to the anode layer A or the hole injection layer (HIL) is generally located the hole transport layer (HTL). Any hole transport compound can be used here. For example, electron rich heteroaromatic compounds such as triarylamines and / or carbazoles may 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 lowest excited triplet state T1 with a relatively high energy level. For example, the hole transport layer (HTL) may be made of tris(4-carbazolyl-9-ylphenyl)amine (TCTA), poly-TPD (poly(4-butylphenyl-diphenylamine)), α-NPD (poly(4-butylphenyl-diphenylamine)), TAPC (4,4'-cyclohexylidene-bis[N,N-bis(4-methylphenyl)benzeneamine]), 2-TNATA (4,4',4"-tris[2-naphthyl(phenyl)-amino]triphenylamine), Spiro-TAD (2,2',7,7'-tetrakis(n,n-diphenylamino)-9,9'-spirobifluorene), DNTPD (N1,N1'-(biphenyl-4,4'-diyl)bis(N1-phenyl-N4,N4-di-m-tolylbenzene-1,4-diamine), NPB (N,N'- The HTL may also include star-shaped heterocycles such as Nis-(1-naphthalenyl)-N,N'-bis-phenyl-(1,1'-biphenyl)-4,4'-diamine), NPNPB (N,N'-diphenyl-N,N'-di-[4-(N,N-diphenylamino)phenyl]benzidine), MeO-TPD (N,N,N',N'-tetrakis(4-methoxyphenyl)benzidine), HAT-CN (1,4,5,8,9,11-hexaazatriphenylene-hexacarbonitrile) and / or TrisPcz (9,9'-diphenyl-6-(9-phenyl-9H-carbazol-3-yl)-9H,9'H-3,3'-bicarbazole). The HTL may also include a p-doped layer composed of an inorganic or organic dopant in an organic hole-transporting matrix.As inorganic dopants, for example, transition metal oxides such as vanadium oxide, molybdenum oxide or tungsten oxide may be used. As organic dopants, for example, tetrafluorotetracyanoquinodimethane (F. 4 -TCNQ), copper-pentafluorobenzoate (Cu(I)pFBz) or transition metal complexes can be used.

[0078] The EBL may include, for example, mCP (1,3-bis(carbazol-9-yl)benzene), TCTA (tris(4-carbazolyl-9-ylphenyl)amine), 2-TNATA (4,4',4"-tris[2-naphthyl(phenyl)amino]triphenylamine), mCBP (3,3-di(9H-carbazol-9-yl)biphenyl), tris-Pcz (9-phenyl-3,6-bis(9-phenyl-9H-carbazol-3-yl)-9H-carbazole), CzSi (9-(4-tert-butylphenyl)-3,6-bis(triphenylsilyl)-9H-carbazole), and / or DCB (N,N'-dicarbazolyl-1,4-dimethylbenzene).

[0079] Generally, adjacent to the hole transport layer (HTL) or (if present) the electron blocking layer (EBL) is the light emitting layer (EML). The light emitting layer (EML) contains at least one light emitting molecule (i.e., emitter material). The EML also generally contains one or more host materials (also called matrix materials). For example, the host material may be CBP (4,4'-bis-(N-carbazolyl)-biphenyl), mCP (1,3-bis(carbazol-9-yl)benzene), mCBP (3,3-di(9H-carbazol-9-yl)biphenyl), Sif87 (dibenzo[b,d]thiophen-2-yltriphenylsilane), CzSi (9-(4-tert-butylphenyl)-3,6-bis(triphenylsilyl)-9H-carbazole), Sif88 (dibenzo[b,d]thiophen-2-yl)diphenylsilane), DPEPO (bis[2-(diphenylphosphino)phenyl]etheroxide), 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole), 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, T2T (2,4,6-tris(biphenyl-3-yl)-1,3,5-triazine), T3T (2,4,6-tris(triphenyl-3-yl)-1,3,5-triazine) and / or TST (2,4,6-tris(9,9'-spirobifluoren-2-yl)-1,3,5-triazine). As known to those skilled in the art, host materials should 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 that is higher in energy than the first (i.e., lowest) excited triplet state (T1) and the first (i.e., lowest) excited singlet state (S1) energy level of at least one emissive molecule incorporated into the respective host material.

[0080] As mentioned above, in the context of the present invention, it is preferred that at least one EML of an optoelectronic device comprises at least one molecule according to the invention. Preferred compositions of EMLs of optoelectronic devices comprising at least one organic molecule according to the invention are explained in more detail in the following sections of the text (see below).

[0081] Adjacent to the light-emitting layer (EML) may be an electron-transporting layer (ETL). Any electron transporter may be used here. Exemplarily, electron-deficient compounds such as benzimidazole, pyridine, triazole, oxadiazole (e.g., 1,3,4-oxadiazole), phosphine oxides, and sulfones may be used. The electron transporter may also be a star-shaped heterocycle such as 1,3,5-tri(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl (TPBi). The ETL may be, for example, NBphen (2,9-bis(naphthalen-2-yl)-4,7-diphenyl-1,10-phenanthroline), Alq 3 (aluminum-tris(8-hydroxyquinoline)), TSPO1 (diphenyl-4-triphenylsilylphenyl-phosphine oxide), BPyTP2 (2,7-di(2,2'-bipyridin-5-yl)triphenyl), Sif87 (dibenzo[b,d]thiophen-2-yltriphenylsilane), Sif88 (dibenzo[b,d]thiophen-2-yl)diphenylsilane), BmPyPhB (1,3-bis[3,5-di(pyridin-3-yl)phenyl]benzene) and / or BTB (4,4'-bis-[2-(4,6-diphenyl-1,3,5-triazinyl)]-1,1'-biphenyl). Optionally, the ETL may be doped with a material such as Liq (8-hydroxyquinolinolatolithium). The electron transport layer (ETL) may also block holes. Alternatively, a hole blocking layer (HBL) is typically introduced between the EML and the ETL.

[0082] The hole blocking layer (HBL) may be, for example, BCP (2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline = bathocuproine), 4,6-diphenyl-2-(3-(triphenylsilyl)phenyl)-1,3,5-triazine, 9,9'-(5-(6-([1,1'-biphenyl]-3-yl)-2-phenylpyrimidin-4-yl)-1,3-phenylene)bis(9H-carbazole), BAlq (bis(8-hydroxy-2-methylquinoline)-(4-phenylphenoxy)aluminum), NBphen (2,9-bis(naphthalene-2-yl)-4,7-diphenyl-1,10-phenanthroline), Alq 3 (aluminum-tris(8-hydroxyquinoline)), TSPO1 (diphenyl-4-triphenylsilylphenyl-phosphine oxide), T2T (2,4,6-tris(biphenyl-3-yl)-1,3,5-triazine), T3T (2,4,6-tris(triphenyl-3-yl)-1,3,5-triazine), TST (2,4,6-tris(9,9'-spirobifluoren-2-yl)-1,3,5-triazine) and / or TCB / TCP (1,3,5-tris(N-carbazolyl)benzene / 1,3,5-tris(carbazol-9-yl)benzene).

[0083] Adjacent to the electron transport layer (ETL) may be a cathode layer C. The cathode layer C may, for example, comprise 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 be constituted by an (essentially) opaque metal such as Mg, Ca or Al. Alternatively or additionally, the cathode layer C may also comprise graphite and / or carbon nanotubes (CNTs). Alternatively, the cathode layer C may also comprise or consist of nanoscale silver wires.

[0084] An OLED comprising at least one organic molecule according to the invention may optionally further comprise a protective layer, also called an electron injection layer (EIL), between the electron transport layer (ETL) and the cathode layer C. The layer may be any of the following: lithium fluoride, cesium fluoride, silver, Liq (8-hydroxyquinolinolatolithium), Li 2 O, BaF 2 , MgO and / or NaF.

[0085] Optionally, the electron transport layer (ETL) and / or the hole blocking layer (HBL) may also contain one or more host compounds.

[0086] As used herein, unless more specifically defined in a particular context, the hue designations of emitted and / or absorbed light are as follows: Purple: >380~420nm wavelength range Deep blue: wavelength range >420~480nm Sky blue: Wavelength range >480~500nm Green: >500~560nm wavelength range Yellow: >560~580nm wavelength range Orange: >580~620nm wavelength range Red: Wavelength range of >620~800nm.

[0087] For an emitter molecule (i.e., emitter material), such a hue indicates the maximum emission of the primary emission peak. Thus, for example, a deep blue emitter has a maximum emission in the >420-480 nm range, a sky blue emitter has a maximum emission in the >480-500 nm range, a green emitter has a maximum emission in the >500-560 nm range, and a red emitter has a maximum emission in the >620-800 nm range.

[0088] The deep blue emitter may preferably have a maximum emission below 475 nm, more preferably below 470 nm, even more preferably below 465 nm, or even less than 460 nm. It is generally above 420 nm, preferably above 430 nm, more preferably above 440 nm, or even more preferably above 450 nm. In a preferred embodiment, the organic molecules according to the invention have a maximum emission at 420 to 500 nm, preferably 430 to 490 nm, more preferably 440 to 480 nm, and most preferably 450 to 470 nm, typically measured at room temperature (i.e. (about) 20° C.) from a spin-coated film containing 1-5% by weight, preferably 2% by weight, of the organic molecules according to the invention in poly(methyl methacrylate), PMMA, mCBP, or alternatively from 0.001 mg / mL of the organic molecules according to the invention in an organic solvent, preferably DCM or toluene.

[0089] Yet another embodiment relates to an OLED comprising at least one organic molecule according to the invention and emitting light having CIEx and CIEy color coordinates close to the CIEx(=0.131) and CIEy(=0.046) color coordinates of primary blue (CIEx=0.131 and CIEy=0.046) as defined by ITU-R Recommendation BT.2020 (Rec.2020), which is suitable for use in UHD (Ultra High Definition) displays, e.g. UHD-TV. Thus, a further aspect of the present invention relates to an OLED comprising at least one organic molecule according to the present invention, the emission of which exhibits CIEx colour coordinates of 0.02 to 0.30, preferably 0.03 to 0.25, more preferably 0.05 to 0.20, even more preferably 0.08 to 0.18 or even more preferably 0.10 to 0.15, and / or CIEy colour coordinates of 0.00 to 0.45, preferably 0.01 to 0.30, more preferably 0.02 to 0.20, even more preferably 0.03 to 0.15 or even more preferably 0.04 to 0.10.

[0090] Yet another embodiment comprises at least one organic molecule according to the present invention and has an optical density of 1000 cd / m 2 and / or an external quantum efficiency of greater than 8%, preferably greater than 10%, more preferably greater than 13%, even more preferably greater than 15%, or even greater than 20%; and / or an emission maximum of 420 to 500 nm, preferably 430 to 490 nm, more preferably 440 to 480 nm, and most preferably 450 to 470 nm, and / or an emission maximum of 500 cd / m 2 The present invention relates to an OLED that exhibits an LT80 value of 100 h or more, preferably 200 h or more, more preferably 400 h or more, even more preferably 750 h or more, or even more preferably 1000 h or more.

[0091] The green emitter material may preferably have a maximum emission from 500 to 560 nm, more preferably from 510 to 550 nm, and even more preferably from 520 to 540 nm.

[0092] Yet another preferred embodiment relates to an OLED comprising at least one organic molecule according to the invention and emitting at a well-defined color point. Preferably, the OLED emits light with 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 invention emits light with a FWHM of the 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.

[0093] According to the invention, optoelectronic devices comprising at least one organic molecule according to the invention can be used, for example, as displays, light sources for lighting applications and as light sources for medical and / or cosmetic applications (eg phototherapy).

[0094] Combination of organic molecules and additional materials according to the present invention It forms part of the general knowledge of the person skilled in the art that any layer within an optoelectronic device, here preferably an OLED, in particular the light-emitting layer (EML), may consist of a single material or a combination of different materials.

[0095] For example, those skilled in the art will understand that the EML is composed of a single material that emits light when a voltage (and current) is applied to the device. However, those skilled in the art will appreciate that in the EML of an optoelectronic device (here, preferably an OLED), different materials may be present, in particular one or more host materials (i.e., matrix materials; here, when included in an optoelectronic device comprising at least one organic molecule according to the present invention, the host material H B It will be appreciated that it is advantageous to combine a dopant material (referred to as an emitter material) with one or more dopant materials (ie, emitter materials), at least one of which emits light upon application of a voltage and current to the device.

[0096] In a preferred embodiment of the use of organic molecules according to the invention in an optoelectronic device, the optoelectronic device comprises at least one organic molecule according to the invention in the EML, or in a layer directly adjacent to the EML, or in one or more of these layers.

[0097] In a preferred embodiment of the use of the organic molecules according to the invention in an optoelectronic device, the optoelectronic device is an OLED and comprises at least one organic molecule according to the invention in the EML, or in a layer directly adjacent to the EML, or in one or more of these layers.

[0098] In a more preferred embodiment of the use of the organic molecules according to the invention in an optoelectronic device, the optoelectronic device is an OLED and comprises at least one organic molecule according to the invention in the EML.

[0099] In one embodiment relating to an optoelectronic device, preferably an OLED, comprising at least one organic molecule according to the invention, at least one, preferably each organic molecule according to the invention is used as emitter material in an emissive layer EML, which emits light when a voltage (and current) is applied to the device.

[0100] As known to those skilled in the art, for example, in an organic light emitting diode (OLED), emission from an emitter material (i.e., an emissive 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).

[0101] Fluorescent emitter F can emit light at room temperature (i.e., (about) 20° C.) upon electronic excitation (e.g., in an optoelectronic device), and the emissive excited state is a singlet state. Fluorescent emitters generally exhibit immediate (i.e., direct) fluorescence on the nanosecond time scale when initial electronic excitation (e.g., by electron-hole recombination) provides an excited singlet state of the emitter.

[0102] 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 triplet state T1) by reverse intersystem crossing (RISC; i.e., up-intersystem crossing or reverse intersystem crossing) from an excited triplet state (generally, the lowest excited singlet state S1) and can emit light when returning from the excited singlet state (generally, S1) thus reached to the electronic ground state. The time scale (generally, in the microsecond range) at which the observed fluorescence emission occurs after RISC from an excited triplet state (generally, T1) to an excited singlet state (generally, S1) is slower than the time scale (generally, in the nanosecond range) at which direct (i.e., immediate) fluorescence occurs, and is therefore referred to as delayed fluorescence (DF). When RISC from an excited triplet state (generally, from T1) to an excited singlet state (generally, to S1) occurs via thermal activation and the excited singlet state thus filled emits light (delayed fluorescence emission), the process is referred to as thermally activated delayed fluorescence (TADF). Therefore, a TADF material is a material that can emit thermally activated delayed fluorescence (TADF) as described above. The lowest excited singlet state energy level E(S1 E ) and the lowest excited triplet state energy level E(T1 E ) and the energy difference ΔE STIt is known to those skilled in the art that the switching from the lowest excited singlet state to the lowest excited triplet state by RISC occurs with high efficiency if ΔE is reduced. Therefore, TADF materials generally have a small ΔE ST It forms part of the general knowledge of the person skilled in the art that TADF materials have a value (see below). As known to the person skilled in the art, TADF materials are not simply materials capable of RISC on their own from an excited triplet state to an excited singlet state with subsequent emission of TADF as described above. TADF materials are in fact materials that are composed of two types of materials, preferably two host materials H B , more preferably, p-host material H P and n-host material H N It is known to those skilled in the art that the exciplex formed is (see below).

[0103] The (thermally activated) delayed fluorescence evolution is analyzed, for example, based on decay curves obtained from time-resolved (i.e., transient) photoluminescence (PL) measurements. For this, spin-coated films of 1-10 wt. %, in particular 10 wt. %, of each emitter (i.e., the assumed TADF material) in poly(methyl methacrylate) (PMMA) are used as samples. The analysis is performed, for example, using an FS5 fluorescence spectrometer from Edinburgh Instruments. A nitrogen atmosphere is maintained while the sample PMMA film is placed in a cuvette and measured. Data collection is performed using the well-established time-correlated single photon counting (TCSPC, see below) technique. Measurements can be performed and combined in four time domains (200 ns, 1 μs, 20 μs and even longer measurement periods of >80 μs) in order to collect the entire decay dynamics over several orders of magnitude in time and signal intensity (see below).

[0104] The TADF material preferably satisfies the following two conditions in relation to the overall damping dynamics mentioned above: (i) the damping dynamics exhibit two time domains, one in the nanosecond (ns) range and the other in the microsecond (μs) range; and (ii) The emission spectral morphology is consistent in the two time domains.

[0105] Here, the portion of the light emitted in the first decay region is taken as immediate fluorescence, and the portion of the light emitted in the second decay region is taken as delayed fluorescence.

[0106] The ratio of delayed to immediate fluorescence is expressed in the form of the so-called n-value, which is calculated by integrating the respective photoluminescence decays over time according to the following equation:

number

[0107] In a preferred embodiment, the organic molecules according to the invention exhibit an n value (ratio of delayed to immediate fluorescence) greater than 0.05 (n>0.05).

[0108] In the context of the present invention, the TADF material E B is the lowest excited singlet state energy level E(S1 E ) and the lowest excited triplet state energy level E(T1 E ) corresponds to the energy difference ΔE ST The TADF material E 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 even less than 0.05 eV. B ΔE ST The method for determining the value is explained later in this text.

[0109] One common approach for TADF material design is to covalently link one or more HOMO-distributed (electron) donor moieties and one or more LUMO-distributed (electron) acceptor moieties to the same bridge, referred to herein as a linker group. B can, for example, contain two or three linker groups attached to the same acceptor moiety, with additional donor and acceptor moieties attached to each of the two or three linker groups.

[0110] Also, one or more donor moieties and one or more acceptor moieties can be directly bonded to one another (without the presence of a linker group).

[0111] Typical donor moieties are derivatives of diphenylamine, indole, carbazole, acridine, phenoxazine and related structures. In particular, aliphatic, aromatic or heteroaromatic ring systems can be condensed to the aforementioned donor precursors to reach, for example, indolocarbazoles.

[0112] Derivatives of benzene, biphenyl, and to some extent terphenyl, are common linker groups.

[0113] Nitrile groups are very common acceptor moieties in TADF materials, well-known examples of which include: (i) Carbazolyldicyanobenzene compounds 2CzPN (4,5-di(9H-carbazol-9-yl)phthalonitrile), DCzIPN (4,6-di(9H-carbazol-9-yl)isophthalonitrile), 4CzPN (3,4,5,6-tetra(9H-carbazol-9-yl)phthalonitrile), 4CzIPN (2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile), 4CzTPN (2,4,5,6-tetra(9H-carbazol-9-yl)terephthalonitrile) and their derivatives, (ii) Carbazolylcyanopyridine compounds 4CzCNPy (2,3,5,6-tetra(9H-carbazol-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 their derivatives, wherein in these materials, one or more of the nitrile groups may have fluorine (F) or trifluoromethyl (CF) as an acceptor moiety. 3 ) can also be substituted.

[0114] Nitrogen heterocycles such as triazine, pyrimidine, triazole, oxadiazole, thiadiazole, heptazine, 1,4-diazatriphenylene, benzothiazole, benzoxazole, quinoxaline, and diazafluorene derivatives are also well-known acceptor moieties used in TADF molecular constructions. For example, known examples of TADF molecules containing triazine acceptors include PIC-TRZ (7,7'-(6-([1,1'-biphenyl]-4-yl)-1,3,5-triazine-2,4-diyl)bis(5-phenyl-5,7-dihydroindolo[2,3-b]carbazole)), mBFCzTrz (5-(3-(4,6-diphenyl-1,3,5-triazin-2-yl))phenyl)-5H-benzofuro[3,2-c]carbazole), and DCzTrz (9,9'-(5-(4,6-diphenyl-1,3,5-triazin-2-yl)-1,3-phenylene)bis(9H-carbazole)).

[0115] Another group of TADF materials includes diaryl ketones such as benzophenone, or (heteroaryl)aryl ketones such as 4-benzoylpyridine, 9,10-anthraquinone, 9H-xanthen-9-one and their derivatives as acceptor moieties to which donor moieties (mainly carbazolyl substituents) are attached. Examples of such TADF molecules include BPBCz (bis(4-(9'-phenyl-9H,9'H-[3,3'-bicarbazol]-9-yl)phenyl)methanone), mDCBP ((3,5-di(9H-carbazol-9-yl)phenyl)(pyridin-4-yl)methanone), AQ-DTBu-Cz (2,6-bis(4-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)anthracene-9,10-dione), and MCz-XT (3-(1,3,6,8-tetramethyl-9H-carbazol-9-yl)-9H-xanthen-9-one), respectively.

[0116] Sulfoxides, particularly diphenyl sulfoxides, are also commonly used as acceptor moieties for the construction of TADF materials; 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-carbazol-3-yl)-9H-thioxanthen-9-one 10,10-dioxide).

[0117] The fluorescent emitter F may also exhibit TADF as defined herein, and more particularly TADF material E as defined herein. B As a result, a small FWHM emitter S as defined herein is understood to be B is the TADF material E as defined herein B It may or may not be so.

[0118] Phosphorescence, i.e., emission from an excited triplet state (typically the lowest excited triplet state T1), is a spin-forbidden process. As known to those skilled in the art, phosphorescence can be enhanced by utilizing (intramolecular) spin-orbit interactions (the so-called (internal) heavy atom effect). In the context of the present invention, the phosphorescent material P B is a phosphorescent emitter capable of emitting phosphorescence at room temperature (i.e., (about) 20° C.).

[0119] Here, the phosphorescent material P B It is preferred that the phosphorescent material P contains at least one atom of an element having a standard atomic weight greater than that of calcium (Ca). More preferably, in the context of the present invention, the phosphorescent material P B contains transition metal atoms, particularly transition metal atoms of elements having a standard atomic weight greater than that of zinc (Zn). B The transition metal atoms preferably present in exist in any oxidation state (and can also exist as ions of the respective elements).

[0120] Phosphorescent material P used in organic electroluminescence devices B It is common knowledge for a person 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 in ​​the context of the present invention, more preferably a complex of Ir and Pt. A person skilled in the art will understand what material is a phosphorescent material P in an optoelectronic device. B Those skilled in the art are also familiar with the principles of designing phosphorescent complexes for use as phosphorescent materials in optoelectronic devices, and know how to tune the emission of the complexes through structural changes.

[0121] Those skilled in the art will recognize that the phosphorescent material P used in the optoelectronic device B In this connection, the skilled artisan will be aware of what materials are suitable as phosphorescent materials P and how to synthesize them. B The principles of designing phosphorescent complexes for use as photoactivators are well established and methods for tuning the emission of the complexes through structural changes are known.

[0122] Phosphorescent materials P that can be used with the organic molecules according to the invention B Examples of (for example in the form of compositions or in the EML of optoelectronic devices, see below) are disclosed in the state of the art. For example, the following metal complexes can be used as phosphorescent materials P that can be used together with the organic molecules according to the invention: B It is. [ka]

[0123] In the context of the present invention, a small full width at half maximum (FWHM) emitter S B is any emitter (i.e. emitter material) having an emission spectrum exhibiting a FWHM of 0.35 eV or less (≦0.35 eV), preferably 0.30 eV or less (≦0.30 eV), in particular 0.25 eV or less (≦0.25 eV). Unless otherwise specified, this is determined based on the emission spectrum of the respective emitter at room temperature (i.e. (about) 20° C.), typically measured at 1-5 wt %, in particular 2 wt %, of the emitter in poly(methyl methacrylate) PMMA or mCBP. Alternatively, a small FWHM emitter S B The emission spectrum of is typically measured at room temperature (i.e., (approximately) 20 °C) with 0.001–0.2 mg / mL of the emitter S in dichloromethane or toluene. B can be measured in a solution.

[0124] Small FWHM emitter S B are fluorescent emitters F, phosphorescent emitters (e.g., phosphorescent materials P B ) and / or TADF emitters (e.g., TADF materials E B ) The aforementioned TADF material E B and phosphorescent material P B In the case of B or P B The thickness is measured from each spin-coated film.

[0125] As known to those skilled in the art, the emitter (e.g., a small FWHM emitter S B The full width at half maximum (FWHM) of the emission spectrum (fluorescence spectrum for fluorescent emitters and phosphorescence spectrum for phosphorescent emitters) is easily determined from the respective emission spectrum (fluorescence spectrum for fluorescent emitters and phosphorescence spectrum for phosphorescent emitters). All reported FWHM values ​​generally represent the main emission peak (i.e. the peak with the highest intensity). Means of determining the FWHM (here preferably reported in electron volts, eV) are part of the common knowledge of the skilled artisan. For example, if the main emission peak of an emission spectrum is determined by dividing the two wavelengths λ 2 , λ 3 , λ 4 , λ 5 , λ 6 , λ 7 , λ 8 , λ 9 , λ 10 , λ 11 , λ 12 , λ 13 , λ 14 , λ 15 , λ 20 , λ 25 , λ 30 , λ 40 , λ 50 , λ 16 , λ 20 , λ 30 , λ 40 , λ 50 , λ 17 , λ 20 , λ 25 , λ 30 , λ 20 , λ 30 , λ 40 , λ 5 ...30 , λ 40 , λ 50 , λ 30 , λ 1 and λ 2 When half the maximum emission (i.e., 50% of the maximum emission intensity) is reached at , the FWHM in electron volts (eV) is typically (and herein) determined using the following equation:

number

[0126] In the context of the present invention, a small FWHM emitter S B is an organic emitter, which in the context of the present invention means that it does not contain any transition metal. Preferably, in the context of the present invention, a small FWHM emitter S B is composed primarily of the elements hydrogen (H), carbon (C), nitrogen (N) and boron (B), but can also contain, for example, oxygen (O), silicon (SI), fluorine (F) and bromine (Br).

[0127] Also, in the context of the present invention, a small FWHM emitter S B is preferably a fluorescent emitter F which may or may not additionally exhibit TADF.

[0128] Preferably, in the context of the present invention, a small FWHM emitter S B meets at least one of the following requirements: (i) Boron (B)-containing emitters, which have the respective small FWHM emitters S BAt least one atom in the (ii) contain a polycyclic aromatic or heteroaromatic core structure, where at least two aromatic rings are fused together (eg, anthracene, pyrene, or aza derivatives thereof).

[0129] As known to those skilled in the art, the host material H of the EML B can transport electrons or positive charges through the EML, and the host material H B Those skilled in the art will appreciate that the host material H contained in the EML of an optoelectronic device (e.g., an OLED) can transfer excitation energy to at least one emitter material doped in the EML. B Those skilled in the art will also appreciate that any host material H B However, the p-host H P , n-host H showing high electron mobility N or an ambipolar host material H that exhibits both high hole and high electron mobility BP It is known for a fact that.

[0130] As known to those skilled in the art, the EML also contains at least one p-host H P and one n-host H N In particular, the EML comprises exactly one emitter material according to the invention and a n-host H N T2T (2,4,6-tris(biphenyl-3-yl)-1,3,5-triazine) as p-host H Pand 9-[3-(dibenzothiophen-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.

[0131] The EML contains at least one p-host H P and one n-host H N This includes so-called mixed host systems, where the n-host H N contains groups derived from pyridine, pyrimidine, benzopyrimidine, 1,3,5-triazine, 1,2,4-triazine and 1,2,3-triazine, and the p-host H P includes radicals derived from indole, isoindole and preferably carbazole.

[0132] Those skilled in the art know what materials are suitable host materials for use in organic electroluminescent devices. Any host material used in the art is considered a suitable host material H in the context of the present invention. B It is understood that

[0133] In the context of the present invention, the p-host material H P Material H B Examples are listed below: [ka] [ka] [ka] [ka] [ka] [ka]

[0134] In the context of the present invention, the n-host material H N Material H B Examples are listed below: [ka] [ka] [ka]

[0135] Those skilled in the art will appreciate that any materials contained in the same layer, particularly the same EML, as well as materials in adjacent layers that are in close proximity at the interface between those adjacent layers, can form exciplexes together. P and n-host H N Methods for selecting pairs of materials, as well as selection criteria for the two components of a material pair, including HOMO and / or LUMO energy requirements, are known. That is, when exciplex formation is desired, one component, e.g., the p-host material H P The HOMO of the n-host material H N The HOMO of the p-host material H P The LUMO of the n-host material H NThe exciplex has an energy at least 0.20 eV higher than the LUMO of the exciplex. It is common knowledge for those skilled in the art that if an exciplex is present in the EML of an optoelectronic device, particularly an OLED, the exciplex can function as an emitter material and emit light when voltage and current are applied to the device. As is known in the art and generally, an exciplex can also be non-emissive and can transfer excitation energy to an emitter material, for example, when it is included in the EML of an optoelectronic device.

[0136] As known to those skilled in the art, TTA (triplet-triplet annihilation) materials are compounds that react with a host material H B The TTA material also allows triplet-triplet annihilation. Triplet-triplet annihilation can preferably cause photon upconversion. Thus, two, three or more photons can be converted into the TTA material H TTA The lowest excited triplet state (T1 TTA ) to the first excited singlet state (S1 TTA In a preferred embodiment, the two photons are TTA From S1 TTA Triplet-triplet annihilation is therefore also the step by which two (or, alternatively, more than two) low-frequency photons can be combined into one high-frequency photon by multiple energy transfer steps.

[0137] Alternatively, the TTA material may include an absorbing moiety, a sensitizer moiety, and an emitter moiety (or an quenching moiety). In this regard, the emitter moiety may be a polyaromatic moiety, such as benzene, biphenyl, triphenyl, triphenylene, naphthalene, anthracene, phenalene, phenanthrene, fluorene, pyrene, chrysene, perylene, azulene. In a preferred embodiment, the polyaromatic moiety includes an anthracene moiety or a derivative thereof. The sensitizer moiety and the emitter moiety may be located in two different chemical compounds (i.e., separate chemical entities) or may be two moieties contained in one chemical compound.

[0138] According to the present invention, a triplet-triplet annihilation (TTA) material is a material that is capable of converting an excited triplet state T1 N to the first excited singlet state S1 N Converts energy into

[0139] According to the present invention, the TTA material is a material having a lowest excited triplet state (T1 N ) to the first excited singlet state S1 N Generate T1 N It is characterized by having up to twice the energy of

[0140] In one embodiment of the present invention, the TTA material is T1 N From the triplet-triplet annihilation, S1 N Generate T1 N The compound is characterized by having 1.01 to 2 times, 1.1 to 1.9 times, 1.2 to 1.5 times, 1.4 to 1.6 times, or 1.5 to 2 times the energy of the compound.

[0141] In this specification, the terms "TTA material" and "TTA compound" may be used interchangeably.

[0142] Exemplary "TTA materials" can be found in state-of-the-art related blue fluorescent OLEDs, as described by Kondakov (Philosophical Transactions of the Royal Society A: Mathematical, Physical and Engineering Sciences, 2015, 373: 20140321), which use aromatic hydrocarbons, such as anthracene derivatives, as the host of the EML.

[0143] In a preferred embodiment, the TTA material allows for enhanced triplet-triplet annihilation. Optionally, the TTA material may include one or more polyaromatic structures. In a preferred embodiment, the TTA material includes at least one polyaromatic structure and at least one further aromatic moiety.

[0144] In a preferred embodiment, the TTA material has a larger singlet-triplet energy splitting, 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, of the first excited singlet state S1 N and the lowest excited triplet state T1 N has an energy difference with

[0145] In a preferred embodiment of the present invention, the TTA material H TTA is an anthracene derivative of the following chemical formula 4.

[0146] In one embodiment, the TTA material H TTA is an anthracene derivative represented by the following chemical formula 4: [ka] chemical formula 4 Where: Each Ar is independently selected from the group consisting of: C 6 -C 60 Aryl, C 3 -C57 Heteroaryl, halogen and C 1 -C 40 C optionally substituted with one or more residues selected from the group consisting of (hetero)alkyl 6 -C 60 Aryl, and C 6 -C 60 Aryl, C 3 -C 57 Heteroaryl, halogen and C 1 -C 40 C optionally substituted with one or more residues selected from the group consisting of (hetero)alkyl 3 -C 57 Heteroaryl, Each A 1 are independently selected from the group consisting of: hydrogen, deuterium, C 6 -C 60 Aryl, C 3 -C 57 Heteroaryl, halogen and C 1 -C 40 C optionally substituted with one or more residues selected from the group consisting of (hetero)alkyl 6 -C 60 Aryl, C 6 -C 60 Aryl, C 3 -C 57 Heteroaryl, halogen and C 1 -C 40 C optionally substituted with one or more residues selected from the group consisting of (hetero)alkyl 3 -C 57 Heteroaryl, and C 6 -C 60 Aryl, C 3 -C 57 Heteroaryl, halogen and C 1 -C 40 C optionally substituted with one or more residues selected from the group consisting of (hetero)alkyl 1 -C 40 (Hetero)alkyl.

[0147] In one embodiment, the TTA material H TTA is an anthracene derivative represented by the following chemical formula 4: Where: Each Ar is independently selected from the group consisting of: C 6 -C 20 Aryl, C 3 -C 20 Heteroaryl, halogen and C 1 -C 210 C optionally substituted with one or more residues selected from the group consisting of (hetero)alkyl 6 -C 20 Aryl, and C 6 -C 20 Aryl, C 3 -C 20 Heteroaryl, halogen and C 1 -C 10 C optionally substituted with one or more residues selected from the group consisting of (hetero)alkyl 3 -C 20 Heteroaryl, Each A 1 are each independently selected from the group consisting of: hydrogen, deuterium, C 6 -C 20 Aryl, C 3 -C 20 Heteroaryl, halogen and C 1 -C 10 C optionally substituted with one or more residues selected from the group consisting of (hetero)alkyl 6 -C 20 Aryl, C 6 -C 20 Aryl, C 3 -C 20 Heteroaryl, halogen and C 1 -C 10 C optionally substituted with one or more residues selected from the group consisting of (hetero)alkyl 3 -C 20 Heteroaryl, and C 6 -C 60 Aryl, C 3 -C 57 Heteroaryl, halogen and C 1 -C 40 C optionally substituted with one or more residues selected from the group consisting of (hetero)alkyl 1 -C 10 (Hetero)alkyl.

[0148] In one embodiment, H TTA is an anthracene derivative of the following formula 4, wherein at least one A 1 is hydrogen. In one embodiment, H TTA is an anthracene derivative of the following formula 4, wherein at least two A 1 is hydrogen. In one embodiment, H TTA is an anthracene derivative represented by the following formula 4, wherein at least three A 1 is hydrogen. In one embodiment, H TTA is an anthracene derivative of the following formula 4, where all A 1 are hydrogen.

[0149] In one embodiment, H TTA is an anthracene derivative of the following formula 4, in which at least one Ar is a residue selected from the group consisting of phenyl, naphthyl, phenanthryl, pyrenyl, triphenylenyl, dibenzoanthracenyl, fluorenyl, benzofluorenyl, anthracenyl, phenanthrenyl, benzonaphthofuranyl, benzonaphthothiophenyl, dibenzofuranyl, and dibenzothiophenyl, which is represented by C 6 -C 60 Aryl, C 3 -C 57 Heteroaryl, halogen and C 1 -C 40 It may be optionally substituted with one or more residues selected from the group consisting of (hetero)alkyl.

[0150] In one embodiment, H TTAis an anthracene derivative of the following chemical formula 4, in which each of the two Ar is, independently of one another, a residue selected from the group consisting of phenyl, naphthyl, phenanthryl, pyrenyl, triphenylenyl, dibenzoanthracenyl, fluorenyl, benzofluorenyl, anthracenyl, phenanthrenyl, benzonaphthofuranyl, benzonaphthothiophenyl, dibenzofuranyl, and dibenzothiophenyl, which is C 6 -C 60 Aryl, C 3 -C 57 Heteroaryl, halogen and C 1 -C 40 It may be optionally substituted with one or more residues selected from the group consisting of (hetero)alkyl.

[0151] In one embodiment, the TTA material H TTA is an anthracene derivative selected from the following: [ka] [ka] [ka] [ka]

[0152] Compositions Comprising at Least One Organic Molecule According to the Invention An aspect of the present invention relates to a composition comprising at least one organic molecule according to the present invention. An aspect of the present invention relates to the use of the composition in an optoelectronic device, preferably an OLED, in particular in the EML of the device.

[0153] Hereinafter, when describing the above compositions, the content of a specific material in each composition may be referred to in the form of percentage. It should be noted that unless otherwise specified in a particular embodiment, all percentages refer to weight percentages, which have the same meaning as weight percentages or weight % ((weight / weight), (w / w), wt%). For example, when the content of one or more organic molecules according to the present invention in a particular composition is illustratively referred to as 30%, 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 the respective composition. By providing the preferred content of a component in weight%, it is understood that each time a composition is specified, the total content of all components adds up to 100% by weight (i.e., the total weight of the composition).

[0154] In the following description of embodiments of the present invention relating to compositions comprising at least one organic molecule according to the present invention, reference will be made to energy transfer processes occurring between components in the compositions when the compositions are used in optoelectronic devices, preferably in the EML of an optoelectronic device, most preferably in the EML of an OLED. Those skilled in the art will understand that such excitation energy transfer processes can improve the luminous efficiency when the compositions are used in the EML of an optoelectronic device.

[0155] When describing a composition comprising at least one organic molecule according to the present invention, it will also be noted that a particular material is "different" from other materials, meaning that materials that are "different" from one another do not have the same chemical structure.

[0156] In one embodiment, the composition comprises or consists of: (a) one or more organic molecules according to the invention; (b) one or more host materials H different from the organic molecules of (a) B , and (c) optionally one or more solvents.

[0157] In one embodiment, the composition comprises or consists of: (a) one or more organic molecules according to the invention, and (b) one or more host materials H different from the organic molecules of (a) B , Here, the host material H in the composition B is higher than the fraction (wt%) of the organic molecules according to the invention, and preferably the fraction (wt%) of the host material H B is more than twice as high as the fraction (wt %) of the organic molecules according to the present invention.

[0158] In one embodiment, the composition comprises or consists of: (a) 0.1 to 30% by weight, preferably 0.8 to 15% by weight, in particular 1.5 to 5% by weight, of the organic molecule according to the invention, and (b) a host material H represented by the following formula 4: B TTA materials as. [ka] chemical formula 4

[0159] In one embodiment, the composition comprises or consists of: (a) an organic molecule according to the present invention; (b) A host material H different from the organic molecule in (a) B , and (c)TADF material E B and / or phosphorescent material P B .

[0160] In one embodiment, the composition comprises or consists of: (a) 0.1 to 20% by weight, preferably 0.5 to 12% by weight, in particular 1 to 5% by weight, of the organic molecule according to the invention, (b) 0 to 98.8% by weight, preferably 35 to 94% by weight, in particular 60 to 88% by weight, of one or more host materials H different from the organic molecules according to the invention. B , (c) 0.1 to 20% by weight, preferably 0.5 to 10% by weight, in particular 1 to 3% by weight, of one or more phosphorescent materials P different from the organic molecules of (a). B , (d) 1 to 99.8% by weight, preferably 5 to 50% by weight, in particular 10 to 30% by weight, of one or more TADF materials E different from the organic molecules of (a). B , and (e) 0 to 98.8% by weight, preferably 0 to 59% by weight, in particular 0 to 28% by weight, of one or more solvents.

[0161] In a further aspect, the present invention relates to an optoelectronic device comprising an organic molecule or composition of the type described herein, more preferably a device selected from the group consisting of an organic light emitting diode (OLED), a light emitting electrochemical cell, an OLED sensor, in particular a gas sensor and a vapor sensor that are not completely sealed off from the outside, an organic diode, an organic solar cell, an organic transistor, an organic field effect transistor, an organic laser and a down conversion device.

[0162] In a preferred embodiment, the optoelectronic device is a device selected from the group consisting of an organic light emitting diode (OLED), a light emitting electrochemical cell (LEC) and a light emitting transistor.

[0163] In one embodiment of the inventive optoelectronic device, an organic molecule E according to the invention is used as emitter material in the light-emitting layer EML.

[0164] In one embodiment of the optoelectronic device of the present invention, the light-emitting layer EML consists of the inventive composition described herein.

[0165] When the optoelectronic device is an OLED, it may have, for example, the following layer structure: 1. Substrate 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 may optionally include layers selected from the group of HIL, HTL, EBL, HBL, ETL, and EIL, and different layers may be combined, and the OLED may include one or more layers of each layer type defined above.

[0166] Additionally, in one embodiment, the optoelectronic device may optionally include one or more protective layers that protect the device from damaging exposure to harmful substances in the environment including, for example, moisture, steam and / or gases.

[0167] In one embodiment of the present invention, the optoelectronic device is an OLED having an inverted layer structure as follows: 1. Substrate 2. Cathode layer 3.Electron injection layer (EIL) 4.Electron transport layer (ETL) 5. Hole Blocking Layer (HBL) 6. Light-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 may optionally include layers selected from the group of HIL, HTL, EBL, HBL, ETL, and EIL, and different layers may be combined, and the OLED may include one or more layers of each layer type defined above.

[0168] In one embodiment of the present invention, the optoelectronic device is an OLED that can have a stacked structure. In the structure, individual units are stacked on top of each other, unlike the general arrangement in which OLEDs are arranged side by side. Mixed light is generated by the OLED that exhibits the stacked structure, and in particular, white light is generated by stacking a blue OLED, a green OLED, and a red OLED. The OLED that exhibits the stacked structure may also include a charge generation layer (CGL), which is generally located between two OLED subunits and is generally configured as an n-doped layer and a p-doped layer. Generally, the n-doped layer of one CGL is located closer to the anode layer.

[0169] In one embodiment of the present invention, the optoelectronic device is an OLED that includes two or more light-emitting layers between an anode and a cathode. In particular, the 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 may optionally include additional layers between each light-emitting layer, such as a charge generation layer, a charge blocking layer, or a charge transport layer. In a further embodiment, the light-emitting layers are stacked adjacently. In a further embodiment, the tandem OLED includes a charge generation layer between each two light-emitting layers. Also, adjacent light-emitting layers or light-emitting layers separated by a charge generation layer can be merged.

[0170] The substrate may be formed by any material or composition of materials. Mostly, 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 a plastic slide may be used, which may allow a higher level of flexibility. The anode layer A is mostly composed of a material that allows to obtain an (essentially) transparent film. Since at least one of the two electrodes must be (essentially) transparent to allow light emission from the OLED, one of the anode layer A or the cathode layer C is transparent. Preferably, the anode layer A comprises or consists of a large amount of transparent conductive oxides (TCOs). Such an anode layer A may comprise, 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.

[0171] The anode layer A is made of indium tin oxide (ITO) (e.g., (InO 3 ) 0.9 (SnO 2 ) 0.1 The roughness of the anode layer A due to the transparent conducting oxide (TCO) may be mitigated by using a hole injection layer (HIL). The HIL also facilitates the injection of pseudo charge carriers (i.e. holes) in that the transport of the pseudo charge carriers from the TCO to the hole transport layer (HTL) is facilitated. The hole injection layer (HIL) may be made of poly-3,4-ethylenedioxythiophene (PEDOT), polystyrenesulfonic acid (PSS), MoO 2 , V 2 O 5, CuPC or CuI, in particular a mixture of PEDOT and PSS. The hole injection layer (HIL) may also prevent diffusion of metals from the anode layer A into the hole transport layer (HTL). For example, the HIL may be PEDOT:PSS (poly-3,4-ethylenedioxythiophene:polystyrenesulfonic acid), PEDOT (poly-3,4-ethylenedioxythiophene), mMTDATA (4,4',4"-tris[phenyl(m-tolyl)amino]triphenylamine), Spiro-TAD (2,2',7,7'-tetrakis(n,n-diphenylamino)-9,9'-spirobifluorene), DNTPD (N1,N1'-(biphenyl-4,4'-diyl)bis(N1-phenyl-N4,N4-di-m-tolylbenzene-1,4-diamine), NPB (N,N'-nis-(1 NPNPB (N,N'-diphenyl-N,N'-di-[4-(N,N-diphenylamino)phenyl]benzidine), MeO-TPD (N,N,N',N'-tetrakis(4-methoxyphenyl)benzidine), HAT-CN (1,4,5,8,9,11-hexaazatriphenylene-hexacarbonitrile) and / or Spiro-NPD (N,N'-diphenyl-N,N'-bis-(1-naphthyl)-9,9'-spirobifluorene-2,7-diamine).

[0172] Adjacent to the anode layer A or the hole injection layer (HIL) is typically a hole transport layer (HTL). Any hole transport compound may be used here. For example, electron rich heteroaromatic compounds such as triarylamines and / or carbazoles may be used as hole transport compounds. The HTL may 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) may be made of tris(4-carbazolyl-9-ylphenyl)amine (TCTA), poly-TPD (poly(4-butylphenyl-diphenylamine)), α-NPD (poly(4-butylphenyl-diphenylamine)), TAPC (4,4'-cyclohexylidene-bis[N,N-bis(4-methylphenyl)benzenamine]), 2-TNATA (4,4',4"-tris[2-naphthyl(phenyl)-amino]triphenylamine), Spiro-TAD, DNTPD, NPB, NPNPB, MeO-TPD, HAT-CN, and / or or star-shaped heterocycles such as TrisPcz (9,9'-diphenyl-6-(9-phenyl-9H-carbazol-3-yl)-9H,9'H-3,3'-bicarbazole). The HTL may also comprise a p-doped layer consisting of an inorganic or organic dopant in an organic hole-transporting matrix. As inorganic dopants, transition metal oxides such as vanadium oxide, molybdenum oxide or tungsten oxide may be used. As organic dopants, for example, tetrafluorotetracyanoquinodimethane (F 4 -TCNQ), copper-pentafluorobenzoate (Cu(I)pFBz) or transition metal complexes may be used.

[0173] The EBL may include, for example, mCP (1,3-bis(carbazol-9-yl)benzene), TCTA, 2-TNATA, mCBP (3,3-di(9H-carbazol-9-yl)biphenyl), tris-Pcz, CzSi (9-(4-tert-butylphenyl)-3,6-bis(triphenylsilyl)-9H-carbazole), and / or N,N'-dicarbazolyl-1,4-dimethylbenzene (DCB).

[0174] Adjacent to the hole transport layer (HTL) is typically located an emissive layer (EML). The emissive layer (EML) comprises at least one emissive molecule. In particular, the EML comprises at least one organic molecule E according to the invention. In one embodiment, the emissive layer comprises only organic molecules according to the invention. Typically, the EML further comprises one or more host materials H. For example, the host material H may be CBP (4,4'-bis-(N-carbazolyl)-biphenyl), mCP, mCBP, Sif87 (dibenzo[b,d]thiophen-2-yltriphenylsilane), CzSi, Sif88 (dibenzo[b,d]thiophen-2-yl)diphenylsilane), DPEPO (bis[2-(diphenylphosphino)phenyl]etheroxide), 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, ... benzothiophen-2-yl)phenyl]-9H-carbazole, 9-[3,5-bis(2-dibenzofuranyl)phenyl]-9H-carbazole, 9-[3,5-bis(2-dibenzothiophenyl)phenyl]-9H-carbazole, T2T (2,4,6-tris(biphenyl-3-yl)-1,3,5-triazine), T3T (2,4,6-tris(triphenyl-3-yl)-1,3,5-triazine) and / or TST (2,4,6-tris(9,9'-spirobifluoren-2-yl)-1,3,5-triazine). The host material H must generally be selected to exhibit a first triplet (T1) and a first singlet (S1) energy level that is energetically higher than the first triplet (T1) and the first singlet (S1) energy level of the organic molecule.

[0175] In one embodiment of the present invention, the EML comprises a so-called mixed host system having at least one hole-dominating host and one electron-dominating host. In a particular embodiment, the EML comprises a mixed host system comprising exactly one light-emitting organic molecule according to the present invention, T2T as an electron-dominating host, and one selected from CBP, mCP, mCBP, 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzothiophen-2-yl)phenyl]-9H-carbazole, 9-[3,5-bis(2-dibenzofuranyl)phenyl]-9H-carbazole, and 9-[3,5-bis(2-dibenzothiophenyl)phenyl]-9H-carbazole as a hole-dominating host. In a further embodiment, the EML comprises 50-80% by weight, preferably 60-75% by weight, of a host 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, 10-45% by weight, preferably 15-30% by weight, of T2T, and 5-40% by weight, preferably 10-30% by weight, of an emissive molecule according to the present invention.

[0176] Adjacent to the light-emitting layer (EML) may be an electron-transporting layer (ETL). Any electron transporter may be used here. Exemplarily, electron-deficient compounds such as benzimidazole, pyridine, triazole, oxadiazole (e.g., 1,3,4-oxadiazole), phosphine oxides, and sulfones may be used. The electron transporter may also be a star-shaped heterocycle such as 1,3,5-tri(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl (TPBi). The ETL may be, for example, NBphen (2,9-bis(naphthalen-2-yl)-4,7-diphenyl-1,10-phenanthroline), Alq 3 (aluminum-tris(8-hydroxyquinoline)), TSPO1 (diphenyl-4-triphenylsilylphenyl-phosphine oxide), BPyTP2 (2,7-di(2,2'-bipyridin-5-yl)triphenyl), Sif87 (dibenzo[b,d]thiophen-2-yltriphenylsilane), Sif88 (dibenzo[b,d]thiophen-2-yl)diphenylsilane), BmPyPhB (1,3-bis[3,5-di(pyridin-3-yl)phenyl]benzene) and / or BTB (4,4'-bis-[2-(4,6-diphenyl-1,3,5-triazinyl)]-1,1'-biphenyl). Optionally, the ETL may be doped with a material such as Liq. The electron transport layer (ETL) may also block holes. Alternatively, a hole blocking layer (HBL) may be introduced.

[0177] Examples of HBL include BCP (2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline = bathocuproine), BAlq (bis(8-hydroxy-2-methylquinoline)-(4-phenylphenoxy)aluminum), NBphen (2,9-bis(naphthalene-2-yl)-4,7-diphenyl-1,10-phenanthroline), Alq 3(aluminum-tris(8-hydroxyquinoline)), TSPO1 (diphenyl-4-triphenylsilylphenyl-phosphine oxide), T2T (2,4,6-tris(biphenyl-3-yl)-1,3,5-triazine), T3T (2,4,6-tris(triphenyl-3-yl)-1,3,5-triazine), TST (2,4,6-tris(9,9'-spirobifluoren-2-yl)-1,3,5-triazine) and / or TCB / TCP (1,3,5-tris(N-carbazolyl)benzene / 1,3,5-tris(carbazol-9-yl)benzene).

[0178] Adjacent to the electron transport layer (ETL) may be a cathode layer C. The cathode layer C may, for example, comprise 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 be constituted by an (essentially) opaque metal such as Mg, Ca or Al. Alternatively or additionally, the cathode layer C may also comprise graphite and / or carbon nanotubes (CNTs). Alternatively, the cathode layer C may also comprise or consist of nanoscale silver wires.

[0179] The OLED 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. The layer may be any of lithium fluoride, cesium fluoride, silver, Liq (8-hydroxyquinolinolatolithium), Li 2 O, BaF 2 , MgO and / or NaF.

[0180] Optionally, the electron transport layer (ETL) and / or the hole blocking layer (HBL) may also comprise one or more host compounds H.

[0181] To additionally modify the emission and / or absorption spectrum of the emissive layer EML, the emissive layer EML may further comprise one or more additional emitter molecules F. Such emitter molecules F may be any emitter molecule known in the art. Preferably, such emitter molecules F are molecules having a structure different from that of the molecules E according to the invention. The emitter molecules F may optionally be TADF emitters. Alternatively, the emitter molecules F may optionally be fluorescent and / or phosphorescent emitter molecules capable of shifting the emission and / or absorption spectrum of the emissive layer EML. For example, triplet and / or singlet excitons may be excited by the ground state S 0 Before being relaxed to , the organic emitter molecule according to the invention can transmit to the emitter molecule F, emitting light that is typically red-shifted compared to the light emitted by the organic molecule. Optionally, the emitter molecule F may also induce a two-photon effect (i.e., absorption of two photons that are half the maximum absorbed energy).

[0182] Alternatively, the optoelectronic device (e.g., an OLED) may be, for example, an essentially white optoelectronic device. For example, such a white optoelectronic device may comprise at least one (deep) blue emitter molecule and one or more emitter molecules emitting green light and / or red light. And, optionally, there may be energy transfer between two or more molecules, as described above. ss

[0183] In further embodiments of the invention, the composition has a photoluminescence quantum yield (PLQY) at room temperature of greater than 20%, preferably greater than 30%, more preferably greater than 35%, more preferably greater than 40%, more preferably greater than 45%, more preferably greater than 50%, more preferably greater than 55%, even more preferably greater than 60%, or even more preferably greater than 70%.

[0184] In a further aspect, the present invention relates to a method for producing an optoelectronic component, in which the organic molecules of the present invention are used.

[0185] In a further aspect, the present invention relates to a method for generating light in the wavelength range of 440 nm to 560 nm, preferably 440 nm to 470 nm or 510 nm to 550 nm, comprising the steps of: (i) providing an organic electroluminescent device comprising an organic molecule of the present invention; and (ii) applying a current to the organic electroluminescent device.

[0186] The optoelectronic devices, in particular the OLEDs according to the present invention, can be fabricated by any means of vapor deposition and / or solution processing. Thus, at least one layer is - Produced by sublimation process, - Manufactured by organic vapor phase deposition process; - Produced by a carrier gas sublimation process; - Solution processed or printed.

[0187] The methods used to manufacture optoelectronic devices, in particular OLEDs, according to the present invention are known in the art. The different layers are deposited individually and successively on a suitable substrate by subsequent deposition steps. The individual layers may be deposited using the same or different deposition methods.

[0188] For example, vapor deposition processes include thermal (co)evaporation, chemical vapor deposition, and physical vapor deposition. For active matrix OLED displays, an AMOLED backplane is used as the substrate. Individual layers may also be processed from solutions or dispersions using appropriate solvents. For example, solution deposition processes include spin coating, dip coating, and jet printing. Solution processing is optionally performed in an inert atmosphere (e.g., nitrogen atmosphere), and the solvent is completely or partially removed by means known in the art.

[0189] In yet another aspect, the present invention also relates to an organic light-emitting molecule comprising or consisting of the structure of formula 100: [ka] chemical formula 100 Where: n=0 or 1, Each X is independently a direct bond, CR 3 R 4 , C=CR 3 R 4 , C=O, C=NR 3 , N.R. 3 , O, SiR 3 R 4 , S, S(O) and S(O) 2 is selected from the group consisting of R 1 , R 2 , R 3 , R 4 , R I , R II , R III , R IV and R V is selected from the group consisting of: 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 ,CN,F,Br,I, C 1 -C 40 Alkyl, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by C 1 -C 40 Alkoxy, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by C 1 -C 40 Thioalkoxy, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by C 2 -C 40 Alkenyl, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by C 2 -C 40 Alkynyl, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by Optionally, one or more substituents R 5 C replaced with 6 -C 60 Aryl, and Optionally, one or more substituents R 5 C replaced with 2 -C 57 Heteroaryl, R d and R e are each independently selected from the group consisting of: Hydrogen, deuterium, CF 3 ,CN,F,Br,I, C 1 -C 40 Alkyl, This can be optionally substituted with one or more substituents R a is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by Optionally, one or more substituents R a C replaced with 6 -C 60 Aryl, and Optionally, one or more substituents R a C replaced with 2 -C 57 Heteroaryl, R a are each independently selected from the group consisting of: 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 ,CN,F,Br,I, C 1 -C 40 Alkyl, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by C 1 -C 40 Alkoxy, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by C 1 -C 40 Thioalkoxy, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by C 2 -C 40 Alkenyl, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by C 2 -C 40 Alkynyl, This can be optionally substituted with one or more substituents R 5 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 5 , O, S or CONR 5 is replaced by Optionally, one or more substituents R 5 C replaced with 6 -C 60 Aryl, and Optionally, one or more substituents R 5 C replaced with 2 -C 57 Heteroaryl, R 5 are each independently 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 , O.S.O. 2 R 6 , C.F. 3 ,CN,F,Br,I, C 1 -C 40 Alkyl, This can be optionally substituted with one or more substituents R 6 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 6 , O, S or CONR 6 is replaced by C 1 -C 40 Alkoxy, This can be optionally substituted with one or more substituents R 6 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 6 , O, S or CONR 6 is replaced by C 1 -C 40Thioalkoxy, This can be optionally substituted with one or more substituents R 6 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 6 , O, S or CONR 6 is replaced by C 2 -C 40 Alkenyl, This can be optionally substituted with one or more substituents R 6 is replaced by Here, one or more non-adjacent CH 2 The group is 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, SO 2 , N.R. 6 , O, S or CONR 6 is replaced by C 2 -C 40 Alkynyl, This can be optionally substituted with one or more substituents R 6 is replaced by Here, one or more non-adjacent CH 2 The group is optionally R 6 C=CR 6 , C≡C, Si(R 6 ) 2 , Ge(R 6 ) 2 , Sn(R6 ) 2 , C=O, C=S, C=Se, C=NR 6 , P(=O)(R 6 ), SO, SO 2 , N.R. 6 , O, S or CONR 6 is replaced by Optionally, one or more substituents R 6 C replaced with 6 -C 60 Aryl, and Optionally, one or more substituents R 6 C replaced with 2 -C 57 Heteroaryl, R 6 are each independently selected from the group consisting of: Hydrogen, deuterium, OPh, CF 3 ,C.N.,F. C 1 -C 5 Alkyl, wherein optionally one or more hydrogen atoms are independently selected from deuterium, CN, CF 3 or replaced by F, C 1 -C 5 Alkoxy, wherein optionally one or more hydrogen atoms are independently selected from deuterium, CN, CF 3 or replaced by F, C 1 -C 5 Thioalkoxy, wherein optionally one or more hydrogen atoms are independently selected from deuterium, CN, CF 3 or replaced by F, C 2 -C 5 Alkenyl, wherein optionally one or more hydrogen atoms are independently selected from deuterium, CN, CF 3 or replaced by F, C 2 -C 5 Alkynyl, wherein optionally one or more hydrogen atoms are independently selected from deuterium, CN, CF 3 or replaced by F, Optionally, 1 or more C 1 -C 5 C substituted with alkyl substituents 6 -C 18 Aryl, Optionally, 1 or more C 1 -C 5 C substituted with alkyl substituents 2 -C 17 Heteroaryl, N(C 6 -C 18 Aryl) 2 , N(C 2 -C 17 Heteroaryl) 2 , and N(C 2 -C 17 Heteroaryl)(C 6 -C 18 aryl), Here, the substituent R a , R d , R e and R 5 are, independently of one another, one or more substituents R a , R d , R e and R 5 with the selective formation of monocyclic or polycyclic, aliphatic, aromatic, heteroaromatic and / or benzo-fused ring systems, Here, the substituent R 1 , R 2 , R 3 , R 4 , R 5 , R I , R II , R III , R IV and R V are, independently of one another, one or more substituents R 1 , R 2 , R 3 , R 4 , R 5 , R I , R II , R III , R IV and R V with, selectively forming monocyclic or polycyclic, aliphatic, aromatic, heteroaromatic and / or benzo-fused ring systems. EXAMPLES

[0190] General synthesis method I

[0191] [ka]

[0192] [ka]

[0193] [ka]

[0194] [ka]

[0195] [ka]

[0196] General procedure for synthesis: AAV1: I-1 (1.0 equiv.), I-2 (1.0 equiv.), tris(dibenzylideneacetone)dipalladium(0) (0.01 equiv.; Pd 2 (dba) 3 ;CAS-No.51364-51-3), tri-tert-butylphosphonium tetrafluoroborate (0.04 equivalents; (tBu) 3 PH + BF 4 - CAS No. 131274-22-1) and sodium tert-butoxide (NaO t A suspension of 1.2 ml of 1,2-dichlorophenyl ether (Bu; CAS-No. 865-48-5, 3.0 equiv.) was stirred at 80° C. for 4 h. After cooling, the mixture was extracted between water and ethyl acetate, and the combined organic phase was diluted with MgSO 4 It was dried, filtered and concentrated.

[0197] AAV2: I-3 (1.0 equiv.), I-4 (1.0 equiv.), tris(dibenzylideneacetone)dipalladium(0) (0.01 equiv.; Pd) in a degassed mixture of dioxane and water (volume ratio 4:1). 2 (dba) 3 ;CAS-No.51364-51-3), X-Phos (0.04 equivalents, CAS-No.564483-18-7) and K 3 PO 4 A suspension of (CAS-No. 7778-53-2, 1.5 equiv.) was stirred under reflux for 2 h. After cooling to room temperature, the crude product was purified by aqueous workup followed by recrystallization or column chromatography to obtain the desired compound I-5 as a solid.

[0198] AAV3: At 0°C, a solution of I-5 (1.0 equiv.) in anhydrous chlorobenzene (35 mL per mmol of I-5) was added to boron tribromide (99%, CAS-No. 10294-33-4, 4.0 equiv.). The mixture was warmed to room temperature and then heated at 70°C for 3.5 h. The mixture was allowed to cool to room temperature. The mixture was then extracted between water and ethyl acetate and the combined organic layers were washed with MgSO 4 The mixture was dried at 40° C., filtered and concentrated. After purification by recrystallization or column chromatography, compound I-6 was obtained as a solid.

[0199] AAV4: I-6 (1.0 equivalent), I-7 (1.5 equivalent), tetrakis(triphenylphosphine)palladium(0) (CAS-No. 14221-01-3, 0.04 equivalent) and K 3 PO 4 (CAS-No. 7778-53-2, 2.5 equivalents) was mixed in a degassed mixture of dioxane and water (volume ratio 5:1) and stirred under reflux for 16 hours. After cooling to room temperature, the crude product was purified by recrystallization or column chromatography after aqueous workup. The desired target compound P-1 was obtained as a solid.

[0200] AAV10c: A suspension of E12 (1.0 equiv.), I-12 (1.1 equiv.), tris(dibenzylideneacetone)-dipalladium(0) (CAS-No. 51364-51-3, 0.06 equiv.), tri-tert-butylphosphine (CAS-No. 13716-12-6, 0.12 equiv.) and sodium tert-butoxide (CAS-No. 865-48-5, 5.0 equiv.) in degassed toluene was stirred at 100° C. for 24 h. After cooling to room temperature (rt), the crude product was purified by recrystallization or column chromatography after aqueous workup. The desired compound I-13 was obtained as a solid.

[0201] AAV10d: A suspension of E13 (1.0 equiv.), I-14 (1.0 equiv.), tris(dibenzylideneacetone)-dipalladium(0) (CAS-No. 51364-51-3, 0.01 equiv.), tri-tert-butylphosphine (CAS-No. 13716-12-6, 0.04 equiv.) and sodium tert-butoxide (CAS-No. 865-48-5, 3.0 equiv.) in degassed toluene was stirred at 80° C. for 18 h. After cooling to room temperature (rt) and aqueous workup, the crude product was purified by recrystallization or column chromatography. The desired compound I-15 was obtained as a solid.

[0202] AAV12c: I-15 (1.2 equivalents), E3 (1.0 equivalents), tris(dibenzylideneacetone)dipalladium(0) (CAS-No. 51364-51-3, 0.01 equivalents), S-PHOS (CAS-No. 657408-07-6, 0.04 equivalents) and K 3 PO 4 (CAS-No. 7778-53-2, 2.0 equivalents) is reacted in a mixture of dioxane and water (4:1 volume ratio) under reflux for 4 hours. After cooling to room temperature, the reaction mixture is extracted with ethyl acetate and water. The combined organic layers are washed with MgSO 4 The mixture is dried at 40° C., filtered and concentrated under reduced pressure to give compound I-16 as a solid after purification by recrystallization or column chromatography.

[0203] AAV13b: At 0° C., a solution of I-8b (1.0 equiv.) in dry chlorobenzene (20 mL per mmol of I-8b) is added to boron tribromide (99%, CAS-No. 10294-33-4, 4.0 equiv.). The mixture is warmed to room temperature and then heated at 50° C. for 24 h. The mixture is allowed to cool to room temperature. The mixture is then extracted between water and ethyl acetate, and the combined organic layers are washed with MgSO 4 The mixture was dried at 40° C., filtered and concentrated. After purification by recrystallization or column chromatography, the target compound P-2 was obtained as a solid.

[0204] AAV17: I-17 (1.0 equivalent), E13 (1.5 equivalent), tris(dibenzylideneacetone)dipalladium(0) (CAS-No. 51364-51-3, 0.02 equivalent), X-PHOS (CAS-No. 564483-18-7, 0.08 equivalent) and K 3 PO 4 (CAS-No. 7778-53-2, 1.5 equivalents) is reacted in a mixture of dioxane and water (4:1 volume ratio) under reflux for 4 hours. After cooling to room temperature, the reaction mixture is extracted with ethyl acetate and water. The combined organic layers are washed with MgSO 4 The mixture is dried at 40° C., filtered and concentrated under reduced pressure. After purification by recrystallization or column chromatography, compound P-2 is obtained as a solid.

[0205] Cyclic voltammetry Cyclic voltammetry is performed by measuring the cyclic voltage and current of an organic molecule at a concentration of 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 at room temperature in a nitrogen atmosphere using a three-electrode assembly (working electrode and counter electrode: Pt wire, reference electrode: Pt wire). 2 / FeCp 2 + The HOMO data were corrected using ferrocene as an internal standard relative to a saturated calomel electrode (SCE).

[0206] Density functional theory calculations The molecular structures were optimized using the BP86 function and the Resolution of Identity (RI) approach. The excitation energies were calculated using the Time-Dependent DFT (TD-DFT) method using the (BP86) optimized structures. The orbital energies and excited state energies were calculated by the B3LYP function. For numerical integration, the Def2-SVP basis set and m4-grid were used. The Turbomole program package was used for all calculations.

[0207] optical physical measurements Sample preparation: spin coating Equipment: Spin150, SPS euro Sample concentration is 10 mg / ml dissolved in an appropriate solvent.

[0208] Program: 1) 400 U / min for 3 sec, 1000 U / min for 20 sec (1000U / min). 3) 4000 U / min for 10 sec (1000U / min). After coating, the film was dried at 70° C. for 1 min.

[0209] Photoluminescence spectroscopy and time-correlated single photon counting (TCSPC) Steady-state emission spectroscopy is measured using a Model FluoroMax-4 (Horiba Scientific) equipped with a 150 W Xenon-Arc lamp, excitation and emission monochromators, a Hamamatsu R928 photomultiplier tube, and time-correlated single photon counting options. Standard correction fits are used to correct the emission and excitation spectra.

[0210] The excited state lifetimes are determined using the same system using the TCSPC method with an FM-2013 instrument and a Horiba Yvon TCSPC hub.

[0211] Excitation light source: NanoLED 370 (wavelength: 371 nm, pulse duration: 1.1 ns) NanoLED 290 (wavelength: 294nm, pulse duration: <1ns) SpectraLED 310 (wavelength: 314nm) SpectraLED 355 (wavelength: 355nm)

[0212] Data analysis (exponential fit) is performed using the software suite DataStation and DAS6 analysis software. The fit is determined using the chi-squared test.

[0213] Photoluminescence quantum yield measurements For photoluminescence quantum yield (PLQY) measurements, an Absolute PL quantum yield measurement C9920-03G system (Hamamatsu Photonics) is used. Quantum yields and CIE coordinates are determined using the software U6039-05 version 3.6.0.

[0214] Emission maxima are given in nm, quantum yields Φ are given in %, and CIE coordinates are given as x,y values.

[0215] The PLQY is determined using the following protocol: 1) Quality assurance: Anthracene in ethanol (existing concentration) is used as the standard. 2) Excitation Wavelength: The absorption maximum of an organic molecule is determined and a wavelength is used to excite the molecule. 3) Measurement The quantum yield is measured on solution or film samples in a nitrogen atmosphere. The yield is calculated using the following equation:

number

[0216] Fabrication and characterization of optoelectronic devices Optoelectronic devices such as OLED devices comprising the organic molecules according to the present invention can also be manufactured by vacuum deposition methods. When a layer comprises one or more compounds, the weight percentage of one or more compounds is indicated in %. The total weight percentage value is 100%, so when no value is specified, the fraction of the compound is the same as the difference between the specified value and 100%.

[0217] Non-fully optimized OLEDs are characterized by measuring the electroluminescence spectrum using standard methods and the luminance and current-dependent external quantum efficiency (%) calculated using the light and current detected by a photodiode. The lifetime of the OLED device is extracted from the change in luminance while operating at a constant current density. The LT50 value corresponds to the time when the measured luminance has decreased to 50% of the initial luminance, similarly LT80 corresponds to the point when the measured luminance has decreased to 80% of the initial luminance, and LT95 corresponds to the point when the measured luminance has decreased to 95% of the initial luminance.

[0218] Accelerated lifetime measurements are performed (e.g. by applying increased current densities), e.g. 500cd / m 2 In the present invention, the LT80 value is determined using the following formula:

number

[0219] The value corresponds to the average of several pixels (typically 2-8) and the standard deviation across pixels is provided.

[0220] HPLC-MS HPLC-MS analysis is performed on an Agilent HPLC (1100 series) equipped with an MS-detector (Thermo LTQ XL).

[0221] A typical HPLC method is as follows: An Agilent reversed phase column 4.6 mm x 150 mm and particle size 3.5 μm (ZORBAX Eclipse Plus 95 Å C18, 4.6 x 150 mm, 3.5 μm HPLC column) is used for HPLC. HPLC-MS measurements are performed at room temperature (rt) with the following gradient:

[0222] [Table 1]

[0223] The following solvent mixtures were used: [Table 2]

[0224] From the analyte solution at a concentration of 0.5 mg / mL, an injection volume of 5 μL is taken for the measurement.

[0225] The ionization of the probe is by cation (APCI + ) ionization mode or negative (APCI - ) ionization mode using an APCI (atmospheric pressure chemical ionization) source.

[0226] Example 1 [ka]

[0227] Example 1 was synthesized by: AAV1 (78% yield), where I-1 and I-2 are represented by 5-bromo-1,3-dichloro-2-methylbenzene (CAS-No. 204930-37-0) and bis(4-tert-butylphenyl)amine (CAS-No. 4627-22-9), respectively; AAV2 (yield 56%), where I-4 is represented as 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), AAV3 (76% yield), and AAV4 (yield 45%), where I-7 was represented as 3-cyanophenylboronic acid (CAS-No. 150255-96-2).

[0228] MS (LC-MS, APCI ion source): rt (retention time): 758 m / z at 7.997 min.

[0229] The emission maximum of Example 1 (0.001 mg / mL in toluene) is 450 nm with a CIEx coordinate of 0.14 and a CIEy coordinate of 0.07.

[0230] Example 2 [ka]

[0231] Example 2 was synthesized by: AAV1 (78% yield), where I-1 and I-2 are represented by 5-bromo-1,3-dichloro-2-methylbenzene (CAS-No. 204930-37-0) and bis(4-tert-butylphenyl)amine (CAS-No. 4627-22-9), respectively; AAV2 (yield 56%), where I-4 is represented as 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), AAV3 (76% yield), and AAV4 (yield 48%), where I-7 was represented as 4-cyanophenylboronic acid (CAS-No. 126747-14-6).

[0232] MS (LC-MS, APCI ion source): 758 m / z at rt: 7.997 min.

[0233] The emission maximum of Example 2 (0.001 mg / mL in toluene) is 457 nm with a CIEx coordinate of 0.14 and a CIEy coordinate of 0.10.

[0234] Example 3 [ka]

[0235] Example 3 was synthesized by: AAV1 (78% yield), where I-1 and I-2 are represented by 5-bromo-1,3-dichloro-2-methylbenzene (CAS-No. 204930-37-0) and bis(4-tert-butylphenyl)amine (CAS-No. 4627-22-9), respectively; AAV2 (yield 56%), where I-4 is represented as 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), AAV3 (76% yield), and AAV4 (yield 48%), where I-7 was represented as (4-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)boronic acid (CAS-No. 952514-79-3).

[0236] MS (LC-MS, APPI ion source): 926 m / z at rt: 8.00 min.

[0237] The emission maximum of Example 3 (0.001 mg / mL in toluene) is 452 nm, with a CIEx coordinate of 0.14 and a CIEy coordinate of 0.08. The photoluminescence quantum yield (PLQY) is 85%.

[0238] Example 4 [ka]

[0239] Example 4 was synthesized by: AAV1 (78% yield), where I-1 and I-2 are represented by 5-bromo-1,3-dichloro-2-methylbenzene (CAS-No. 204930-37-0) and bis(4-tert-butylphenyl)amine (CAS-No. 4627-22-9), respectively; AAV2 (yield 56%), where I-4 is represented as 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), AAV3 (76% yield), and AAV4 (yield 34%), where I-7 was represented as 2,4-diphenyl-6-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3,5-triazine (CAS-No. 1219956-23-6).

[0240] MS (LC-MS, APPI ion source): 965 m / z at rt: 9.6 min.

[0241] Example 4 (0.001 mg / mL in toluene) has an emission maximum of 499 nm with a CIEx coordinate of 0.24 and a CIEy coordinate of 0.43.

[0242] Example 5 [ka]

[0243] Example 5 was synthesized by: AAV10c (47% yield), where I-12 and E12 are 1-bromo-3,5-diphenylbenzene (CAS: 103068-20-8) and 2',4',6'-trimethyl-[1,1'-biphenyl]-4-amine, respectively; AAV10d (48% yield), in which I-14 and E13 are 5-bromo-1,3-dichloro-2-methylbenzene (CAS: 204930-37-0) and N-(2',4',6'-trimethyl-[1,1'-biphenyl]-4-yl)-[1,1':3',1"-terphenyl]-5'-amine, respectively; AAV12c (32% yield), in which I-15 and E3 are represented by N-(3,5-dichloro-4-methylphenyl)-N-(2',4',6'-trimethyl-[1,1'-biphenyl]-4-yl)-[1,1':3',1"-terphenyl]-5'-amine and 8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-7H-benzo[c]carbazole, respectively; AAV13b (65% yield), where I-8b is represented as N-(3-(7H-benzo[c]carbazol-8-yl)-5-chloro-4-methylphenyl)-N-(2',4',6'-trimethyl-[1,1'-biphenyl]-4-yl)-[1,1':3',1"-terphenyl]-5'-amine; AAV17 (yield 52%), where I-17 and E13 were represented as 5-([1,1':3,1"-terphenyl]-5'-yl)-7-chloro-2-mesityl-8-methyl-5H-5,17b-diaza-17c-borabenzo[gh]benzo[6,7]indeno[1,2,3-no]tetraphene and 3-cyanophenylboronic acid (CAS: 150255-96-2), respectively.

[0244] MS (LC-MS, APPI ion source): 855 m / z at rt: 7.41 min.

[0245] Example 5 has an emission maximum (0.001 mg / mL in toluene) of 452 nm, a full width at half maximum (FWHM) of 32 nm, a CIEx coordinate of 0.14, a CIEy coordinate of 0.08 and a PLQY of 82%.

[0246] Exemplary OLED Element D1 Stack Material [ka] Liq [ka] nBPhen [ka] HAT-CN [ka] ETM1 (electron transport material) [ka] HTL2 (Hole Transport Material) [ka] HTL1 (Hole Transport Material) [ka] Host1 (host material)

[0247] Example 1 was tested on an OLED D1 fabricated with the following layer structure: [Table 3]

[0248] The OLED D1 is 1000cd / m 2 An external quantum efficiency (EQE) of 8.4% was calculated. The emission maximum is 456 nm with a FWHM of 34 nm at 3.9 V. The CIEx value is 0.138 and the CIEy value is 0.082.

[0249] Additional Examples of Organic Molecules / Oligomers of the Invention

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Claims

1. An organic molecule comprising a structure represented by Formula I: 【Chemical 76】 Chemical formula I In Formula I, n, m, p, and q are each integers selected from 0 and 1, where n+m=1 and p+q=1; Each r is an integer independently selected from 0, 1, 2, 3, or 4; Each s is an integer independently selected from 0, 1, 2, or 3; t is an integer selected from 0, 1, 2, 3, or 4; u is an integer selected from 1, 2, 3, 4 or 5; where t+u≦5; Z is a direct bond, CR ３ R ４ , C=CR ３ R ４ , C=O, C=NR ３ , N.R. ３ , O, SiR ３ R ４ , S, S(O) and S(O) ２ are independently selected from the group consisting of: R Ｉ , R ＩＩ and R ＩＩＩ are each independently selected from the group consisting of: hydrogen, deuterium, C １ -C ６ Alkyl, and Optionally, one or more C １ -C ６ C substituted with alkyl substituents ６ -C １２ Aryl, R ＥＷＧ , F, CF ３ , CN, substituted or unsubstituted C ６ -C ６０ Aryl, and substituted or unsubstituted C ２ -C ５７ Heteroaryl; R ａ , R ３ and R ４ are each independently selected from the group consisting of: Hydrogen, deuterium, N(R ５ ) ２ , OR ５ , Si(R ５ ) ３ , B(OR ５ ) ２ , B(R ５ ) ２ , OSO ２ R ５ , C.F. ３ ,CN,F,Br,I, C １ -C ４０ Alkyl, This may optionally be one or more substituents R ５ is replaced by Here, one or more non-adjacent CH ２ The group is 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, SO ２ , N.R. ５ , O, S or CONR ５ is replaced by C １ -C ４０ Alkoxy, This may optionally be one or more substituents R ５ is replaced by Here, one or more non-adjacent CH ２ The group is 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, SO ２ , N.R. ５ , O, S or CONR ５ is replaced by C １ -C ４０ Thioalkoxy, This may optionally be one or more substituents R ５ is replaced by Here, one or more non-adjacent CH ２ The group is 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, SO ２ , N.R. ５ , O, S or CONR ５ is replaced by C ２ -C ４０ Alkenyl, This may optionally be one or more substituents R ５ is replaced by Here, one or more non-adjacent CH ２ The group is 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, SO ２ , N.R. ５ , O, S or CONR ５ is replaced by C ２ -C ４０ Alkynyl, This may optionally be one or more substituents R ５ is replaced by Here, one or more non-adjacent CH ２ The group is 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, SO ２ , N.R. ５ , O, S or CONR ５ is replaced by Optionally, one or more substituents R ５ C substituted with ６ -C ６０ Aryl, and Optionally, one or more substituents R ５ C substituted with ２ -C ５７ Heteroaryl, R ５ are each independently 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 , OSO ２ R ６ , C.F. ３ ,CN,F,Br,I, C １ -C ４０ Alkyl, This may optionally be one or more substituents R ６ is replaced by Here, one or more non-adjacent CH ２ The group is 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, SO ２ , N.R. ６ , O, S or CONR ６ is replaced by C １ -C ４０ Alkoxy, This may optionally be one or more substituents R ６ is replaced by Here, one or more non-adjacent CH ２ The group is 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, SO ２ , N.R. ６ , O, S or CONR ６ is replaced by C １ -C ４０ Thioalkoxy, This may optionally be one or more substituents R ６ is replaced by Here, one or more non-adjacent CH ２ The group is 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, SO ２ , N.R. ６ , O, S or CONR ６ is replaced by C ２ -C ４０ Alkenyl, This may optionally be one or more substituents R ６ is replaced by Here, one or more non-adjacent CH ２ The group is 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, SO ２ , N.R. ６ , O, S or CONR ６ is replaced by C ２ -C ４０ Alkynyl, This may optionally be one or more substituents R ６ is replaced by Here, one or more non-adjacent CH ２ The group is 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, SO ２ , N.R. ６ , O, S or CONR ６ is replaced by Optionally, one or more substituents R ６ C substituted with ６ -C ６０ Aryl, and Optionally, one or more substituents R ６ C substituted with ２ -C ５７ Heteroaryl, R ６ are each independently selected from the group consisting of: Hydrogen, deuterium, OPh, CF ３ ,C.N.,F. C １ -C ５ Alkyl, wherein optionally one or more hydrogen atoms are independently selected from deuterium, CN, CF ３ or is substituted by F, C １ -C ５ Alkoxy, wherein optionally one or more hydrogen atoms are independently selected from deuterium, CN, CF ３ or is substituted by F, C １ -C ５ Thioalkoxy, wherein optionally one or more hydrogen atoms are independently selected from deuterium, CN, CF ３ or is substituted by F, C ２ -C ５ Alkenyl, wherein optionally one or more hydrogen atoms are independently selected from deuterium, CN, CF ３ or is substituted by F, C ２ -C ５ Alkynyl, wherein optionally one or more hydrogen atoms are independently selected from deuterium, CN, CF ３ or is substituted by F, Optionally, one or more C １ -C ５ C substituted with alkyl substituents ６ -C １８ Aryl, Optionally, one or more C １ -C ５ C substituted with alkyl substituents ２ -C １７ Heteroaryl, N (C ６ -C １８ Aryl) ２ , N (C ２ -C １７ Heteroaryl) ２ , and N (C ２ -C １７ Heteroaryl) (C ６ -C １８ Aryl), where the optional substituent R ａ , R ３ , R ４ , R ５ and R ６ is independently one or more substituents R ａ , R ３ , R ４ , R ５ and / or R ６ Together with the --CH --CH --CH --CH --CH --CH --CH --CH --CH --CH --CH --CH --CH --CH --CH --

2. R ＥＷＧ is selected from the group consisting of: F、CF ３ ,CN, Group E, Group E is an aryl group having 6 to 14 aromatic ring atoms or a heteroaryl group having 6 to 14 aromatic ring atoms, each of which is optionally substituted with one or more substituents R ５ and containing one or more groups V as aromatic ring members, wherein each of the one or more groups V is independently selected from the group consisting of =N-, =C(F)-, =C(CN)-, and =C(CF3)-; wherein said heteroaryl group is not attached via a nitrogen atom.

3. R ＥＷＧ The organic molecule of claim 1 , wherein: 【Chemical 77】 【change】 【Chemical 78】 【Chemical 79】 【Chemistry 80】 【Chemistry 81】 【Chemistry 82】 【Chemistry 83】 【Chemistry 84】 Where: The dashed line represents the substituent R ＥＷＧ represents a single bond connecting the to the remainder of an organic molecule of formula I, wherein optionally, two or more adjacent substituents R ５ may independently form a monocyclic or polycyclic, aliphatic, aromatic and / or benzo-fused ring system, wherein one or more hydrogen atoms of said optionally formed ring system are selected from the group consisting of R ６ is replaced by.

4. The organic molecule of claim 1 , wherein Z is a direct bond.

5. 2. The organic molecule of claim 1, comprising the structure of Formula IIa, IIb, or IIc: 【Chemistry 85】 Chemical formula IIa 【Chemistry 86】 Chemical formula IIb 【Chemistry 87】 Chemical formula IIc

6. 2. The organic molecule of claim 1, comprising the structure of Formula IIIa, IIIb, IIIc, or IIId: 【Chemistry 88】 Chemical formula IIIa 【Chemistry 89】 Chemical formula IIIb 【Chemistry 90】 Chemical formula IIIc 【Chemistry 91】 Chemical formula IIId

7. 2. The organic molecule of claim 1 comprising the structure of Formula IVa or Formula IVb: 【Chemistry 92】 Chemical formula IVa 【Chemistry 93】 。 Chemical formula IVb

8. R ａ are each independently selected from the group consisting of: Me, ｉ Pr、 ｔ This, C.N., CF ３ 、 Me, ｉ P.R. ｔ Bu, C.N., C.F. ３ and Ph, optionally substituted with one or more substituents independently selected from the group consisting of Me, ｉ P.R. ｔ Bu, C.N., C.F. ３ pyridinyl optionally substituted with one or more substituents independently selected from the group consisting of: Me, ｉ P.R. ｔ Bu, C.N., C.F. ３ and Ph, Me, ｉ P.R. ｔ Bu, C.N., C.F. ３ and Ph; Me, ｉ P.R. ｔ Bu, C.N., C.F. ３ and Ph, Me, Ｉ P.R. ｔ Bu, C.N., C.F. ３ and Ph, optionally substituted with one or more substituents independently selected from the group consisting of N(Ph); ２ , where two or more adjacent substituents R ａ can form an attachment point for a ring system selected from the group consisting of: 【Chemistry 94】 wherein each dashed line represents a ring system of said group separated by two adjacent substituents R such that the ring systems of said group are fused to the structure shown in formula I. ａ indicates a direct bond connected to position

9. The organic molecule of claim 1 , comprising the structure of formula Va, formula Vb, or formula Vc: 【Chemistry 95】 Chemical formula Va 【Chemistry 96】 Chemical formula Vb 【Chemistry 97】 Chemical formula Vc Where: Each w is an integer independently selected from the group consisting of 0 and 1; R ｂ are each, independently of one another, selected from the group consisting of: Hydrogen, deuterium, N(R ５ ) ２ , OR ５ , Si(R ５ ) ３ , B(OR ５ ) ２ , OSO ２ R ５ , C.F. ３ ,CN,F,Br,I, C １ -C ４０ Alkyl, This may optionally be one or more substituents R ５ is replaced by Here, one or more non-adjacent CH ２ The group is 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, SO ２ , N.R. ５ , O, S or CONR ５ is replaced by C １ -C ４０ Alkoxy, This may optionally be one or more substituents R ５ is replaced by Here, one or more non-adjacent CH ２ The group is 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, SO ２ , N.R. ５ , O, S or CONR ５ is replaced by C １ -C ４０ Thioalkoxy, This may optionally be one or more substituents R ５ is replaced by Here, one or more non-adjacent CH ２ The group is 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, SO ２ , N.R. ５ , O, S or CONR ５ is replaced by C ２ -C ４０ Alkenyl, This may optionally be one or more substituents R ５ is replaced by Here, one or more non-adjacent CH ２ The group is 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, SO ２ , N.R. ５ , O, S or CONR ５ is replaced by C ２ -C ４０ Alkynyl, This may optionally be one or more substituents R ５ is replaced by Here, one or more non-adjacent CH ２ The group is 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, SO ２ , N.R. ５ , O, S or CONR ５ is replaced by Optionally, one or more substituents R ５ C substituted with ６ -C ６０ Aryl, and Optionally, one or more substituents R ５ C substituted with ２ -C ５７ Heteroaryl.

10. A composition comprising: (a) an organic molecule according to claim 1 in the form of an emitter; (b) a host material different from the organic molecule; and (c) optionally, a dye and / or a solvent.

11. The composition of claim 8, comprising 0.1 to 30% by weight of the organic molecule.

12. An optoelectronic device comprising the organic molecule of claim 1 or the composition of claim 10.

13. The optoelectronic device of claim 12, wherein the optoelectronic device is selected from the group consisting of: ・Organic diode ・Organic Light Emitting Diode (OLED) Light-emitting electrochemical cells ・OLED sensor ・Organic solar cells ・Organic transistors ・Organic field effect transistor Organic lasers, and ・Down conversion element.

14. -substrate, - an anode, and a cathode, the anode or the cathode is disposed on the substrate, and - comprises a light-emitting layer, The optoelectronic device of claim 12 , wherein the light-emitting layer is disposed between the anode and the cathode and comprises the organic molecule or composition.

15. (i) providing an optoelectronic device according to claim 13; (ii) applying a current to said optoelectronic device.

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