Organic molecules for optoelectronic devices, compositions containing organic molecules for optoelectronic devices, optoelectronic devices, and methods for producing the same

Abstract

The present invention relates to an organic molecule for use in an optoelectronic device, the organic molecule having a structure of Formula I: [Formula 1] JPEG2023520797000120.jpg5747I where X is a direct bond, NR 1 , O, S, SiR 1 R 2 and CR 1 R 2 is selected from the group consisting of Y is a direct bond, NR 3 , O, S, SiR 3 R 4 and CR 3 R 4 and R 1 , R 2 , R 3 and R 4 are independently hydrogen, deuterium, and N(R 5 ) 2 , OR 5 , S.R. 5 , Si(R 5 ) 3 , B(OR 5 ) 2 , O.S.O. 2 R 5 , C.F. 3 , CN, halogen, C 1 -C 40 Alkyl, C 1 -C 40 Alkoxy, C 1 -C 40 Thioalkoxy, C 2 -C 40 Alkenyl, C 2 -C 40 Alkynyl, C 6 -C 60 Aryl and C 3 -C 57 heteroaryl.

Description

[Technical Field]

[0001] The present invention relates to light-emitting organic molecules and their use in organic light-emitting diodes (OLEDs) and other optoelectronic devices. Similar compounds are known from CN 109 438 446 A and CN 110 204 565 A. Summary of the Invention [Problem to be solved by the invention]

[0002] The problem that the present invention aims to solve is to provide molecules that are 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] The organic molecules of the present invention are preferably purely organic molecules, i.e., they do not contain any metal ions, in contrast to the metal complexes known to be used in optoelectronic devices. Therefore, according to the present invention, the organic molecules are preferably free of metal atoms or metal ions. However, the organic molecules may also contain metalloids (in particular B, Si, Sn, Se and / or Ge). [Effects of the Invention]

[0005] The organic molecules exhibit emission maxima in the sky blue, green, or yellow spectral range. The photoluminescence quantum yield of the organic molecules according to the invention is particularly 10% or more. The molecules according to the invention in particular exhibit thermally activated delayed fluorescence (TADF). The use of the molecules according to the invention in optoelectronic devices, such as organic light-emitting diodes (OLEDs), leads to higher device efficiency. Corresponding OLEDs have higher stability than known emitter materials and OLEDs with similar colors. The use of the molecules according to the invention in OLED displays allows for more accurate reproduction of natural visible colors (i.e., higher resolution in the displayed image). In particular, the molecules can be used in combination with fluorescent emitters, enabling so-called hyperfluorescence. [Brief explanation of the drawings]

[0006] [Figure 1] Figure 1 shows the emission spectrum of Example 1 (10 wt% in PMMA). The emission maximum (λmax) is 535 nm. The photoluminescence quantum yield (PLQY) is 56%, the full width at half maximum (FWHM) is 0.36 eV, and the emission lifetime is 1.33 μs. The resulting CIEx coordinate is 0.38 and the CIEy coordinate is 0.58. DETAILED DESCRIPTION OF THE INVENTION

[0007] The organic molecules according to the present invention comprise or consist of the structure of Formula I: [ka] Chemical formula I In chemical formula I, X is a direct bond, NR 1 ,O,S,SiR 1 R 2 and CR 1 R2 is selected from the group consisting of Y is a direct bond, NR 3 ,O,S,SiR 3 R 4 and CR 3 R 4 selected from the group consisting of R 1 , R 2 , R 3 and R 4 are each independently selected from the group consisting of: hydrogen, deuterium, N(R 5 )2, OR 5 , SR 5 , Si(R 5 )3. B(OR 5 )2, OSO2R 5 , CF3, CN, halogen, C1-C 40 Alkyl, This is a group consisting of one or more substituents R 5 is selectively substituted with where one or more non-adjacent CH groups are R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 is selectively substituted by C1-C 40 Alkoxy, This is a group consisting of one or more substituents R 5 is selectively substituted with where one or more non-adjacent CH 2 The group is R 5 C=CR 5 , C≡C, Si(R5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 is selectively substituted by C1-C 40 thioalkoxy, This is a group consisting of one or more substituents R 5 is selectively substituted with where one or more non-adjacent CH groups are R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 is selectively substituted by C2-C 40 alkenyl, This is a group consisting of one or more substituents R 5 is selectively substituted with where one or more non-adjacent CH 2 The group is R 5 C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 is selectively substituted by C2-C 40 Alkynyl, This is a group consisting of one or more substituents R 5 is selectively substituted with where one or more non-adjacent CH groups are R 5 C=CR 5 , C≡C, Si(R 5)2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 is selectively substituted by C6-C 60 aryl, which is optionally substituted with one or more substituents R5, and C3-C 57 heteroaryl, This is a group consisting of one or more substituents R 5 is selectively substituted with Here, R positioned adjacent to each other 5 groups optionally joined to each other to form an aryl or heteroaryl ring optionally substituted with one or more C1-C5 alkyl groups, deuterium, halogen, CN, or CF3; Here, neither X nor Y represents a direct bond, R 5 are, in each occurrence, independently selected from the group consisting of: hydrogen, deuterium, N(R 6 )2, OR 6 , SR 6 , Si(R 6 )3. B(OR 6 )2, OSO2R 6 , CF3, CN, halogen, C1-C 40 Alkyl, This is a group consisting of one or more substituents R 6 is selectively substituted with where one or more non-adjacent CH groups are R 6 C=CR 6 , C≡C, Si(R 6 )2, Ge(R 6)2, Sn(R 6 )2, C=O, C=S, C=Se, C=NR 6 , P(=O)(R 6 ), SO, SO2, NR 6 , O, S or CONR 6 is selectively substituted by C1-C 40 Alkoxy, This is a group consisting of one or more substituents R 6 is selectively substituted with where one or more non-adjacent CH groups are R 6 C=CR 6 , C≡C, Si(R 6 )2, Ge(R 6 )2, Sn(R 6 )2, C=O, C=S, C=Se, C=NR 6 , P(=O)(R 6 ), SO, SO2, NR 6 , O, S or CONR 6 Selectively substituted by C1-C 40 thioalkoxy, This is a group consisting of one or more substituents R 6 is selectively substituted with where one or more non-adjacent CH groups are R 6 C=CR 6 , C≡C, Si(R 6 )2, Ge(R 6 )2, Sn(R 6 )2, C=O, C=S, C=Se, C=NR 6 , P(=O)(R 6 ), SO, SO2, NR 6 , O, S or CONR 6 is selectively substituted by C2-C 40 alkenyl, This is a group consisting of one or more substituents R 6 is selectively substituted with where one or more non-adjacent CH groups are R 6 C=CR 6 , C≡C, Si(R 6 )2, Ge(R 6 )2, Sn(R 6)2, C=O, C=S, C=Se, C=NR 6 , P(=O)(R 6 ), SO, SO2, NR 6 , O, S or CONR 6 is selectively substituted by C2-C 40 Alkynyl, This is a group consisting of one or more substituents R 6 is selectively substituted with where one or more non-adjacent CH groups are R 6 C=CR 6 , C≡C, Si(R 6 )2, Ge(R 6 )2, Sn(R 6 )2, C=O, C=S, C=Se, C=NR 6 , P(=O)(R 6 ), SO, SO2, NR 6 , O, S or CONR 6 is selectively substituted by C6-C 60 aryl, This is a group consisting of one or more substituents R 6 is selectively substituted with C3-C 57 heteroaryl, This is a group consisting of one or more substituents R 6 is selectively substituted with Here, R positioned adjacent to each other 5 The groups are optionally joined together to form an aryl or heteroaryl ring optionally substituted with one or more C1-C5 alkyl groups, deuterium, halogen, CN, or CF3. R 6 are, in each occurrence, independently selected from the group consisting of: Hydrogen, deuterium, halogen, OPh, SPh, CF3, CN, Si(C1-C5 alkyl)3, Si(Ph)3, C1-C5 alkyl, wherein one or more hydrogen atoms are optionally replaced, independently of one another, by deuterium, halogen, CN or CF; C1-C5 alkoxy, wherein one or more hydrogen atoms are optionally replaced, independently of one another, by deuterium, halogen, CN or CF; C1-C5 thioalkoxy, wherein one or more hydrogen atoms are optionally replaced, independently of one another, by deuterium, halogen, CN or CF; C2-C5 alkenyl, wherein one or more hydrogen atoms are optionally replaced, independently of one another, by deuterium, halogen, CN or CF; C2-C5 alkynyl, wherein one or more hydrogen atoms are optionally replaced, independently of one another, by deuterium, halogen, CN or CF; C6-C 18 aryl, which is optionally substituted with one or more C1-C5 alkyl groups; C3-C 17 heteroaryl, which is optionally substituted with one or more C1-C5 alkyl groups; N(C6-C 18 aryl)2, N(C3-C 17 heteroaryl)2, and N(C3-C 17 Heteroaryl)(C6-C 18 aryl), R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX , R X , R XI , R XII , R XIII , R XIV , R XV and R XVI are independently selected from the group consisting of: hydrogen, deuterium, N(R 7 )2, OR 7 , SR 7 , Si(R 7 )3. B(OR 7 )2, OSO2R 7 , CF3, CN, halogen, C1-C 40 Alkyl, This is a group consisting of one or more substituents R 7 is selectively substituted with where one or more non-adjacent CH groups are R 7 C=CR 7 , C≡C, Si(R 7 )2, Ge(R 7 )2, Sn(R 7 )2, C=O, C=S, C=Se, C=NR 7 , P(=O)(R 7 ), SO, SO2, NR 7 , O, S or CONR 7 is selectively substituted by C1-C 40 Alkoxy, This is a group consisting of one or more substituents R 7 is selectively substituted with where one or more non-adjacent CH groups are R 7 C=CR 7 , C≡C, Si(R 7 )2, Ge(R 7 )2, Sn(R 7 )2, C=O, C=S, C=Se, C=NR 7 , P(=O)(R 7 ), SO, SO2, NR 7 , O, S or CONR 7 is selectively substituted by C1-C 40 thioalkoxy, This is a group consisting of one or more substituents R 7 is selectively substituted with where one or more non-adjacent CH groups are R 7 C=CR 7 , C≡C, Si(R 7)2, Ge(R 7 )2, Sn(R 7 )2, C=O, C=S, C=Se, C=NR 7 , P(=O)(R 7 ), SO, SO2, NR 7 , O, S or CONR 7 is selectively substituted by C2-C 40 alkenyl, This is a group consisting of one or more substituents R 7 is selectively substituted with where one or more non-adjacent CH groups are R 7 C=CR 7 , C≡C, Si(R 7 )2, Ge(R 7 )2, Sn(R 7 )2, C=O, C=S, C=Se, C=NR 7 , P(=O)(R 7 ), SO, SO2, NR 7 , O, S or CONR 7 is selectively substituted by C2-C 40 Alkynyl, This is a group consisting of one or more substituents R 7 is selectively substituted with where one or more non-adjacent CH groups are R 7 C=CR 7 , C≡C, Si(R 7 )2, Ge(R 7 )2, Sn(R 7 )2, C=O, C=S, C=Se, C=NR 7 , P(=O)(R 7 ), SO, SO2, NR 7 , O, S or CONR 7 is selectively substituted by C6-C 60 aryl, This is a group consisting of one or more substituents R 7 is selectively substituted with C3-C 57 heteroaryl, This is a group consisting of one or more substituents R 7 is selectively substituted with Here, R positioned adjacent to each other I Group or R IV groups are optionally joined together to form an aryl or heteroaryl ring optionally substituted with one or more C1-C5 alkyl groups, deuterium, halogen, CN, or CF3; Here, R positioned adjacent to each other V Group or R VIII groups are optionally joined together to form an aryl or heteroaryl ring optionally substituted with one or more C1-C5 alkyl groups, deuterium, halogen, CN, or CF3; Here, R positioned adjacent to each other IX Group or R XII groups are optionally joined together to form an aryl or heteroaryl ring optionally substituted with one or more C1-C5 alkyl groups, deuterium, halogen, CN, or CF3; Here, R positioned adjacent to each other XIII Group or R XVI groups are optionally joined together to form an aryl or heteroaryl ring optionally substituted with one or more C1-C5 alkyl groups, deuterium, halogen, CN, or CF3; R 7 is selected from the group consisting of: hydrogen, deuterium, N(R 8 )2, OR 8 , SR 8 , Si(R 8 )3. B(OR 8 )2, OSO2R 8 , CF3, CN, halogen, C1-C 40 Alkyl, This is a group consisting of one or more substituents R 8 is selectively substituted with where one or more non-adjacent CH groups are R 8C=CR 8 , C≡C, Si(R 8 )2, Ge(R 8 )2, Sn(R 8 )2, C=O, C=S, C=Se, C=NR 8 , P(=O)(R 8 ), SO, SO2, NR 8 , O, S or CONR 8 is selectively substituted by C1-C 40 Alkoxy, This is a group consisting of one or more substituents R 8 is selectively substituted with where one or more non-adjacent CH groups are R 8 C=CR 8 , C≡C, Si(R 8 )2, Ge(R 8 )2, Sn(R 8 )2, C=O, C=S, C=Se, C=NR 8 , P(=O)(R 8 ), SO, SO2, NR 8 , O, S or CONR 8 is selectively substituted by C1-C 40 thioalkoxy, This is a group consisting of one or more substituents R 8 is selectively substituted with where one or more non-adjacent CH groups are R 8 C=CR 8 , C≡C, Si(R 8 )2, Ge(R 8 )2, Sn(R 8 )2, C=O, C=S, C=Se, C=NR 8 , P(=O)(R 8 ), SO, SO2, NR 8 , O, S or CONR 8 is selectively substituted by C2-C 40 alkenyl, This is a group consisting of one or more substituents R 8 is selectively substituted with where one or more non-adjacent CH groups are R 8 C=CR 8, C≡C, Si(R 8 )2, Ge(R 8 )2, Sn(R 8 )2, C=O, C=S, C=Se, C=NR 8 , P(=O)(R 8 ), SO, SO2, NR 8 , O, S or CONR 8 is selectively substituted by C2-C 40 Alkynyl, This is a group consisting of one or more substituents R 8 is selectively substituted with where one or more non-adjacent CH groups are R 8 C=CR 8 , C≡C, Si(R 8 )2, Ge(R 8 )2, Sn(R 8 )2, C=O, C=S, C=Se, C=NR 8 , P(=O)(R 8 ), SO, SO2, NR 8 , O, S or CONR 8 is selectively substituted by C6-C 60 aryl, This is a group consisting of one or more substituents R 8 is selectively substituted with C3-C 57 heteroaryl, This is a group consisting of one or more substituents R 8 is selectively substituted with R 8 are each independently selected from the group consisting of hydrogen, deuterium, halogen, OPh, SPh, CF, CN, Si(C-C alkyl) or Si(Ph), C1-C5 alkyl, wherein one or more hydrogen atoms are optionally replaced, independently of one another, by deuterium, halogen, CN or CF; C1-C5 alkoxy, wherein one or more hydrogen atoms are optionally replaced, independently of one another, by deuterium, halogen, CN or CF; C1-C5 thioalkoxy, wherein one or more hydrogen atoms are optionally replaced, independently of one another, by deuterium, halogen, CN or CF; C2-C5 alkenyl, wherein one or more hydrogen atoms are optionally replaced, independently of one another, by deuterium, halogen, CN or CF; C2-C5 alkynyl, wherein one or more hydrogen atoms are optionally replaced, independently of one another, by deuterium, halogen, CN or CF; C6-C 18 aryl, which is optionally substituted with one or more C1-C5 alkyl substituents; C3-C 17 heteroaryl, which is optionally substituted with one or more C1-C5 alkyl substituents; N(C6-C 18 aryl)2, N(C3-C 17 heteroaryl)2, and N(C3-C 17 Heteroaryl)(C6-C 18 aryl), where the substituent R 1 ,R 2 ,R XIII ,R XIV ,R XV or R XVI are, independently of one another, one or more substituents R 1 ,R 2 ,R XIII ,R XIV ,R XV or R XVI selectively forming monocyclic or polycyclic, aliphatic, aromatic, and / or benzo-fused ring systems, such as where the substituent R 3 ,R 4 ,R IX ,R X ,R XI or R XII are, independently of one another, one or more substituents R 3 ,R 4 ,R IX ,RX ,R XI or R XII As such, monocyclic or polycyclic, aliphatic, aromatic, and / or benzo-fused ring systems are selectively formed.

[0008] In one embodiment, Y is a direct bond, NR 3 ,O,S,SiR 3 R 4 and CR 3 R 4 and wherein Y is selected from the group consisting of CR 3 R 4 When the substituent R 3 and substituent R 4 is R 3 , R 4 , R IX , R X , R XI and R XII and the like, does not form a monocyclic or polycyclic, aliphatic, aromatic, and / or benzo-fused ring system, as does one or more other substituents selected from the group consisting of:

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

[0010] In one preferred embodiment, Y is a direct bond.

[0011] In one embodiment, X is a direct bond, NR 1 ,O,S,SiR 1 R 2 and CR 1 R 2 and wherein Y is selected from the group consisting of CR 1 R 2 When the substituent R 1 and substituent R 2 is R 1 , R 2 , R XIII , R XIV , R XV and R XVIand the like, do not form a monocyclic or polycyclic, aliphatic, aromatic, and / or benzo-fused ring system, as with one or more other substituents selected from the group consisting of:

[0012] In one embodiment, X is a direct bond, NR 1 and SiR 1 R 2 is selected from the group consisting of:

[0013] In a preferred embodiment, X is a direct bond and NR 1 is selected from the group consisting of:

[0014] Substituent R 1 ,R 2 ,R XIII ,R XIV ,R XV or R XVI are independently bonded to each other via a single bond or by condensation, and are optionally bonded to each other via one or more substituents R 1 ,R 2 ,R XIII ,R XIV ,R XV or R XVI The substituent R forms a monocyclic or polycyclic ring system, an aliphatic ring system, an aromatic ring system, and / or a benzo-fused ring system through a linking group, a single bond, or condensation. 3 ,R 4 ,R IX ,R X ,R XI or R XII are independently bonded to each other selectively via a single bond or by condensation, and are each bonded to one or more substituents R 3 ,R 4 ,R IX ,R X ,R XI or R XII and the linking group, single bond, or fusion form a monocyclic or polycyclic, aliphatic, aromatic, and / or benzo-fused ring system.

[0015] [ka]

[0016] In one embodiment of the present invention, the organic molecule comprises or consists of a structure selected from the group consisting of Formula I-1a, Formula I-1a-1, Formula I-1a-2, Formula I-1a-3, Formula I-1a-4, and Formula I-1a-5: [ka] Chemical formula I-1a [ka] Chemical formula I-1a-1 [ka] Chemical formula I-1a-2 [ka] Chemical formula I-1a-3 [ka] Chemical formula I-1a-4 [ka] Chemical formula I-1a-5

[0017] In a further embodiment of the present invention, R I , R II , R III , R IV , R XIII , R XIV , R XV and R XVI are, independently of each other, selected from the group consisting of: hydrogen, Me, i Pr, t Bu, CN, CF3, Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, t pyridinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, t carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, t triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; N(Ph)2.

[0018] In a further embodiment of the present invention, R I , R II , R III , R IV , R XIII , R XIV , R XV and R XVI are, independently of each other, selected from the group consisting of: hydrogen, Me, i Pr 、 t Bu 、 CN, CF3, Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, t pyridinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, t pyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph, and Me,i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph.

[0019] In a further embodiment of the present invention, R V , R VI , R VII , R VIII , R IX , R X , R XI and R XII are, independently of each other, selected from the group consisting of: hydrogen, Me, i Pr, t Bu, CN, CF3, Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, t pyridinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, t carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, t triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; and N(Ph)2.

[0020] In a further embodiment of the present invention, R V , R VI , R VII , R VIII , R IX , R X , R XI and R XII are, independently of each other, selected from the group consisting of: hydrogen, Me, i Pr, t Bu, CN, CF3, Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, t pyridinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, t pyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph, and Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph.

[0021] In a preferred embodiment of the invention, the organic molecule comprises or consists of a structure of formula I-1a: [ka] Chemical formula I-1a

[0022] In another embodiment of the invention, the organic molecule comprises or consists of the structure of formula I-1b: [ka] Chemical formula I-1b

[0023] In some embodiments of the present invention, the organic molecule comprises or consists of the structure of Formula I-2: [ka] Chemical formula I-2

[0024] In one desirable embodiment of the invention, an organic molecule according to the invention comprises or consists of a structure of Formula I or Formula I-1a, where R V , R VI , R VII , R VIII , R IX , R X , R XI and R XII are, independently of each other, selected from the group consisting of: Hydrogen, deuterium, halogens, Me, i Pr, t Bu, CN, CF3, SiMe3, SiPh3, OPh, CMe2Ph, N(Ph)2, and Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph; Here, Ph in N(Ph)2, OPh, and CMe2Ph is the V Group or R XII The group is optionally attached to form an aryl or heteroaryl ring.

[0025] In some embodiments of the present invention, the organic molecule comprises or consists of a structure selected from the group consisting of Formula I-2b-1 to Formula I-2b-19: [ka]

[0026] In a preferred embodiment of the invention, an organic molecule according to the invention comprises or consists of a structure of Formula I or Formula I-1a, where R V and R XII None of these represents hydrogen.

[0027] In some embodiments of the present invention, an organic molecule according to the present invention comprises or consists of a structure of Formula I or Formula I-1a, wherein RV and R XII is different from hydrogen.

[0028] In another embodiment of the invention, an organic molecule according to the invention comprises or consists of a structure of Formula I or Formula I-1a, wherein R V =R XII and / or R X =R VII is.

[0029] In some embodiments of the present invention, an organic molecule according to the present invention comprises or consists of a structure of Formula I or Formula I-1a, wherein R V =R XII and R X =R VII is.

[0030] In other embodiments of the present invention, an organic molecule according to the present invention comprises or consists of a structure of Formula I or Formula I-1a, wherein R 1 , R 2 , R 3 and R 4 are, in each occurrence, independently selected from the group consisting of: hydrogen, C1-C5 alkyl, This is a group consisting of one or more substituents R 5 is selectively substituted with C6-C 60 aryl, This is a group consisting of one or more substituents R 5 is selectively substituted with C3-C 57 heteroaryl, This is a group consisting of one or more substituents R 5 is selectively substituted with

[0031] In a preferred embodiment of the invention, the organic molecule comprises or consists of the structure of Formula Ia: [ka] Chemical formula Ia where: X 2 N, SiR 2 and CR 2 is selected from the group consisting of Ring a represents the following: C6-C 18 aryl rings, wherein one or more hydrogen atoms are independently R 5 is selectively substituted by C 3 -C 7 heteroaryl rings, wherein one or more hydrogen atoms are independently R 5 is selectively substituted by Z is a direct bond, NR 7 , O, S, Si(R 7 )2 and C(R 7 )2.

[0032] In one embodiment of the present invention, the organic molecule comprises or consists of the structure of formula Ia-1a: [ka] Chemical formula Ia-1a

[0033] In a preferred embodiment of the invention, the organic molecule according to the invention comprises or consists of a structure of formula Ia or Ia-1a, wherein R V , R VI , R VII , R VIII , R IX , R X , R XI and R XII are independently selected from the group consisting of: Hydrogen, deuterium, halogens, Me, i Pr, t Bu, CN, CF3, SiMe3, SiPh3, OPh, CMe2Ph, N(Ph)2, and Me, i Pr, tPh optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, and Ph; Here, Ph in N(Ph)2, OPh, and CMe2Ph is the V Group or R XII The group is optionally attached to form an aryl or heteroaryl ring.

[0034] In some embodiments of the present invention, the organic molecule comprises or consists of a structure selected from the group consisting of Formula Ia-1a-1 to Formula Ia-1a-19: [ka]

[0035] In one desirable embodiment of the invention, an organic molecule according to the invention comprises or consists of a structure of formula Ia or Ia-1a, where R V and R XII None of these represents hydrogen.

[0036] In some embodiments of the present invention, an organic molecule according to the present invention comprises or consists of a structure of Formula Ia or Ia-1a, wherein R V and R XII is different from hydrogen.

[0037] In another embodiment of the invention, an organic molecule according to the invention comprises or consists of a structure of formula Ia or Ia-1a, wherein R V =R XII and / or R X =R VII is.

[0038] In some embodiments of the present invention, an organic molecule according to the present invention comprises or consists of a structure of Formula Ia or Ia-1a, wherein R V =R XII and R X =R VII is.

[0039] In another embodiment of the present invention, an organic molecule according to the present invention comprises or consists of a structure of formula Ia or Ia-1a, wherein R 1 , R 2 , R 3 and R 4 are, in each occurrence, independently selected from the group consisting of: hydrogen, C1-C5 alkyl, This is a group consisting of one or more substituents R 5 is selectively substituted with C6-C 60 aryl, This is a group consisting of one or more substituents R 5 is selectively substituted with C3-C 57 heteroaryl, This is a group consisting of one or more substituents R 5 is selectively substituted with

[0040] In one embodiment of the present invention, the organic molecule comprises or consists of a structure selected from the group consisting of formula Ia-1b: [ka] Chemical formula Ia-1b [ka] Chemical formula Ia-1b-2 [ka] Chemical formula Ia-1b-3

[0041] In a preferred embodiment of the present invention, the organic molecule comprises or consists of the structure of formula Ia-1b: [ka] Chemical formula Ia-1b

[0042] In one embodiment of the present invention, the organic molecule comprises or consists of the structure of formula Ia-1c: [ka] Chemical formula Ia-1c

[0043] In one embodiment of the present invention, the organic molecule comprises or consists of the structure of formula Ia-2a: [ka] Chemical formula Ia-2a

[0044] In one embodiment of the present invention, the organic molecule comprises or consists of the structure of formula Ia-2b: [ka] Chemical formula Ia-2b

[0045] In one embodiment of the present invention, the organic molecule comprises or consists of the structure of formula Ia-2c: [ka] Chemical formula Ia-2c

[0046] In some embodiments of the present invention, the organic molecule comprises or consists of the structure of formula Ia-3: [ka] Chemical formula Ia-3

[0047] In one embodiment of the present invention, the organic molecule comprises or consists of a structure selected from the group consisting of Formula Ib to Formula Ib-8: [ka]

[0048] In a preferred embodiment of the invention, the organic molecule comprises or consists of the structure of Formula Ib: [ka] Chemical formula Ib

[0049] In some embodiments of the present invention, the organic molecule comprises or consists of a structure of formula Ib, where R 5 , R XIII , R XIV and R XV are, independently of each other, selected from the group consisting of: Hydrogen, deuterium, halogens, Me, i Pr, t Bu, CN, CF3, SiMe3, SiPh3, SPh, OPh, CMe2Ph, N(Ph)2, carbazole, and Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Here, Ph in N(Ph)2, OPh, and CMe2Ph is the 5 Group, R XIII Group, R XIV Groups and / or R XV optionally bonded to a group to form an aryl or heteroaryl ring; Here, adjacent R 5 Group, R XIII Group, R XIV Groups and / or R XV The groups are optionally joined together to form an aryl ring.

[0050] In one embodiment of the present invention, the organic molecule comprises or consists of the structure of formula Ib-1a: [ka] Chemical formula Ib-1a

[0051] In one desirable embodiment of the invention, an organic molecule according to the invention comprises or consists of a structure of formula Ib or formula Ib-1a, where R V , R VI , R VII , R VIII , R IX , R X , R XI and R XII are independently selected from the group consisting of: Hydrogen, deuterium, halogens, Me, i Pr, t Bu, CN, CF3, SiMe3, SiPh3, OPh, CMe2Ph, N(Ph)2, and Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; where Ph in N(Ph)2, OPh, and CMe2Ph may optionally be an adjacent R V Group or R XII to form an aryl or heteroaryl ring.

[0052] In some embodiments of the present invention, the organic molecule comprises or consists of a structure selected from the group consisting of Formula Ib-1a-1 through Formula Ib-1a-19: [ka]

[0053] In a preferred embodiment of the invention, an organic molecule according to the invention comprises or consists of a structure of formula Ib or formula Ib-1a, wherein R V and R XII None of these represents hydrogen.

[0054] In some embodiments of the present invention, an organic molecule according to the present invention comprises or consists of a structure of Formula Ib or Formula Ib-1a, wherein R V and R XIIis different from hydrogen.

[0055] In another embodiment of the invention, an organic molecule according to the invention comprises or consists of a structure of formula Ib or formula Ib-1a, wherein R V =R XII and / or R X =R VII is.

[0056] In some embodiments of the present invention, an organic molecule according to the present invention comprises or consists of a structure of Formula Ib or Formula Ib-1a, wherein R V =R XII and R X =R VII is.

[0057] In another embodiment of the invention, an organic molecule according to the invention comprises or consists of a structure of formula Ib or formula Ib-1a, wherein R 1 , R 2 , R 3 and R 4 are, in each occurrence, independently selected from the group consisting of: hydrogen, C1-C5 alkyl, This is a group consisting of one or more substituents R 5 is selectively substituted with C6-C 60 aryl, This is a group consisting of one or more substituents R 5 is selectively substituted with C3-C 57 heteroaryl, This is a group consisting of one or more substituents R 5 is selectively substituted with

[0058] In one embodiment of the present invention, the organic molecule comprises or consists of the structure of formula Ib-1b: [ka] Chemical formula Ib-1b

[0059] In a further embodiment of the present invention, R 5 , R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX , R X , R XI , R XII , R XIII , R XIV and R XV are, independently of each other, selected from the group consisting of: hydrogen, Me, i Pr, t Bu, CN, CF3, Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, t pyridinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, t carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, t triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; N(Ph)2.

[0060] In a further embodiment of the present invention, R 5 , R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX , RX , R XI , R XII , R XIII , R XIV and R XV are, independently of each other, selected from the group consisting of: hydrogen, Me, i Pr, t Bu, CN, CF3, Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, t pyridinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, t pyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph, and Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph.

[0061] In one embodiment of the present invention, the organic molecule comprises or consists of the structure of formula Ib-1c: [ka] Chemical formula Ib-1c

[0062] In one embodiment of the present invention, the organic molecule comprises or consists of the structure of formula Ib-2a: [ka] Chemical formula Ib-2a

[0063] In some embodiments of the present invention, the organic molecule comprises or consists of a structure selected from the group consisting of formula Ib-2a1, formula Ib-2a2, and formula Ib-2a3: [ka] Chemical formula Ib-2a1 [ka] Chemical formula Ib-2a2 [ka] Chemical formula Ib-2a3 Here, the above definitions apply.

[0064] In one embodiment of the present invention, the organic molecule comprises or consists of a structure selected from the group consisting of formula Ib-2a4, formula Ib-2a5, and formula Ib-2a6: [ka] Chemical formula Ib-2a4 [ka] Chemical formula Ib-2a5 [ka] Chemical formula Ib-2a6 Here, the above definitions apply.

[0065] In one embodiment of the present invention, the organic molecule comprises or consists of a structure selected from the group consisting of formula Ib-2a7, formula Ib-2a8, and formula Ib-2a9: [ka] Chemical formula Ib-2a7 [ka] Chemical formula Ib-2a8 [ka] Chemical formula Ib-2a9 Here, the above definitions apply.

[0066] In one embodiment of the present invention, the organic molecule comprises or consists of the structure of formula Ib-2b: [ka] Chemical formula Ib-2b

[0067] In one embodiment of the present invention, the organic molecule comprises or consists of the structure of formula Ib-2c: [ka] Chemical formula Ib-2c

[0068] In one desirable embodiment of the invention, an organic molecule according to the invention comprises or consists of a structure of formula Ib-2a, Ib-2b, or Ib-2c, wherein R V , R VI , R VII , R VIII , R IX , R X , R XI and R XII are independently selected from the group consisting of: Hydrogen, deuterium, halogens, Me, i Pr, t Bu, CN, CF3, SiMe3, SiPh3, OPh, CMe2Ph, N(Ph)2, and Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Here, Ph in N(Ph)2, OPh, and CMe2Ph is the V Group or R XIIThe group is optionally attached to form an aryl or heteroaryl ring.

[0069] In one desirable embodiment of the invention, an organic molecule according to the invention comprises or consists of a structure of formula Ib-2a, Ib-2b, or Ib-2c, wherein R V and R XII None of these represents hydrogen.

[0070] In one embodiment of the present invention, an organic molecule according to the invention comprises or consists of a structure of formula Ib-2a, Ib-2b or Ib-2c, wherein R V and R XII is not hydrogen.

[0071] In other embodiments of the invention, an organic molecule according to the invention comprises or consists of a structure of formula Ib-2a, Ib-2b, or Ib-2c, wherein R V =R XII and / or R X =R VII is.

[0072] In one embodiment of the present invention, an organic molecule according to the invention comprises or consists of a structure of formula Ib-2a, Ib-2b or Ib-2c, wherein R V =R XII and R X =R VII is.

[0073] In other embodiments of the invention, an organic molecule according to the invention comprises or consists of a structure of formula Ib-2a, Ib-2b, or Ib-2c, wherein R 1 , R 2 , R 3 and R 4 are, in each occurrence, independently selected from the group consisting of: hydrogen, C1-C5 alkyl, This is a group consisting of one or more substituents R5 is selectively substituted with C6-C 60 aryl, This is a group consisting of one or more substituents R 5 is selectively substituted with C3-C 57 heteroaryl, This is a group consisting of one or more substituents R 5 is selectively substituted with

[0074] In one embodiment of the present invention, the organic molecule comprises or consists of a structure of formula Ib-2a, Ib-2b, or Ib-2c, where R 5 , R XIII , R XIV and R XV are independently selected from the group consisting of: Hydrogen, deuterium, halogens, Me, i Pr, t Bu, CN, CF3, SiMe3, SiPh3, SPh, OPh, CMe2Ph, N(Ph)2, carbazole, and Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph; Here, Ph in N(Ph)2, OPh, and CMe2Ph is the 5 Group, R XIII Group, R XIV Groups and / or R XV optionally bonded to a group to form an aryl or heteroaryl ring; Here, adjacent R 5 Group, R XIII Group, R XIV Groups and / or R XV The groups are optionally joined together to form an aryl ring.

[0075] In one embodiment of the present invention, the organic molecule comprises or consists of the structure of formula Ib-3: [ka] Chemical formula Ib-3

[0076] In one desirable embodiment of the invention, an organic molecule according to the invention comprises or consists of the structure of formula Ib-3, where R V , R VI , R VII , R VIII , R IX , R X , R XI and R XII are independently selected from the group consisting of: Hydrogen, deuterium, halogens, Me, i Pr, t Bu, CN, CF3, SiMe3, SiPh3, OPh, CMe2Ph, N(Ph)2, and Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph; where Ph in N(Ph)2, OPh, and CMe2Ph may optionally be an adjacent R V Group or R XII to form an aryl or heteroaryl ring.

[0077] In one desirable embodiment of the invention, an organic molecule according to the invention comprises or consists of the structure of formula Ib-3, where R V and R XII None of these represents hydrogen.

[0078] In one embodiment of the present invention, an organic molecule according to the present invention comprises or consists of the structure of formula Ib-3, wherein R V and R XII is different from hydrogen.

[0079] In another embodiment of the invention, an organic molecule according to the invention comprises or consists of the structure of formula Ib-3, wherein R V =R XII and / or R X =RVII is.

[0080] In one embodiment of the present invention, an organic molecule according to the present invention comprises or consists of the structure of formula Ib-3, wherein R V =R XII and / or R X =R VII is.

[0081] In another embodiment of the invention, an organic molecule according to the invention comprises or consists of the structure of formula Ib-3, wherein R 1 , R 2 , R 3 and R 4 are, in each occurrence, independently selected from the group consisting of: hydrogen, C1-C5 alkyl, This is a group consisting of one or more substituents R 5 is selectively substituted with C6-C 60 aryl, This is a group consisting of one or more substituents R 5 is selectively substituted with C3-C 57 heteroaryl, This is a group consisting of one or more substituents R 5 is selectively substituted with

[0082] In one embodiment of the present invention, the organic molecule comprises or consists of the structure of formula Ib-3, where R 5 , R XIII , R XIV and R XV are, independently of each other, selected from the group consisting of: Hydrogen, deuterium, halogens, Me, i Pr, t Bu, CN, CF3, SiMe3, SiPh3, SPh, OPh, CMe2Ph, N(Ph)2, carbazole, and Me, i Pr, tPh optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph; Here, Ph in N(Ph)2, OPh, and CMe2Ph is the 5 Group, R XIII Group, R XIV Groups and / or R XV optionally bonded to a group to form an aryl or heteroaryl ring; Here, adjacent R 5 Group, R XIII Group, R XIV Groups and / or R XV The groups are optionally joined together to form an aryl ring.

[0083] In one embodiment of the present invention, the organic molecule comprises or consists of a structure selected from the group consisting of formula Ib-31, formula Ib-32, and formula Ib-33: [ka] Chemical formula Ib-31 [ka] Chemical formula Ib-32 [ka] Chemical formula Ib-33 Here, the above definitions apply.

[0084] In one embodiment of the present invention, the organic molecule comprises or consists of a structure selected from the group consisting of formula Ib-34, formula Ib-35, and formula Ib-36: [ka] Chemical formula Ib-34 [ka] Chemical formula Ib-35 [ka] Chemical formula Ib-36 Here, the above definitions apply.

[0085] In one embodiment of the present invention, the organic molecule comprises or consists of a structure selected from the group consisting of formula Ib-37, formula Ib-38, and formula Ib-39: [ka] Chemical formula Ib-37 [ka] Chemical formula Ib-38 [ka] Chemical formula Ib-39 Here, the above definitions apply.

[0086] In a further embodiment of the present invention, R 5 , R I , R II , R III , R IV , R V , R VI , R VII , R X , R XI , R XII , R XIII , R XIV and R XV are, independently of each other, selected from the group consisting of: hydrogen, Me, i Pr, t Bu, CN, CF3, Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, tpyridinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, t carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, t triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; N(Ph)2.

[0087] In a further embodiment of the present invention, R 5 , R I , R II , R III , R IV , R V , R VI , R VII , R X , R XI , R XII , R XIII , R XIV and R XV are, independently of each other, selected from the group consisting of: hydrogen, Me, i Pr 、 t Bu 、 CN, CF3, Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, t pyridinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph; Me, i Pr, tpyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph, and Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3 and Ph.

[0088] As used throughout this application, the terms "aryl" and "aromatic" are understood in the broadest sense to refer to any monocyclic, bicyclic, or polycyclic aromatic moiety. Thus, an aryl group contains 6 to 60 aromatic ring atoms. A heteroaryl group contains 5 to 60 aromatic ring atoms, at least one of which is a heteroatom. Nevertheless, throughout the specification, the number of aromatic ring atoms may be given in subscript numbers in the definitions of specific substituents. In particular, heteroaromatic rings contain 1 to 3 heteroatoms. Furthermore, the terms "heteroaryl" and "heteroaromatic" are understood in the broadest sense to refer to any monocyclic, bicyclic, or polycyclic heteroaromatic moiety containing one or more heteroatoms. The heteroatoms, in each case, may be the same or different and may be independently selected from the group consisting of N, O, and S. Thus, the term "arylene" refers to a divalent substituent that possesses two binding sites and serves as a linker to other molecular structures. In exemplary embodiments, if a "group" is defined differently from the definitions given herein, for example, if the number of aromatic ring atoms or heteroatoms differs from the definitions given, the definition in the exemplary embodiment applies. In accordance with the present invention, a fused (annulated) aromatic or heteroaromatic polycycle is formed by a condensation reaction of two or more single aromatic or heteroaromatic rings.

[0089] In particular, the term "aryl group" or "heteroaryl group" used throughout this specification can form a bond at any position, and includes benzene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluoranthene, benzanthracene, benzphenanthrene, tetracene, pentacene, benzpyrene, furan, benzofuran, isobenzofuran, dibenzofuran, thiophene, benzothiophene, isobenzothiophene, dibenzothiophene, pyrrole, indole, isoindole, carbazole, pyridine, quinoline, isoquinoline, acridine, phenanthridine, benzo-5,6-quinoline, benzo-6,7-quinoline, benzo-7,8-quinoline, phenothiazine, phenoxazine, pyrazole, indazole, imidazole, benzimidazole, naphthimidazoline, and the like. and benzothiadiazole, 1,2,3-triazole, 1,2,4-triazole, benzotriazole, 1,2,3-oxadiazole, 1,2,4-oxadiazole, 1,2,5-oxadiazole, 1,2,3,4-tetrazine, purine, pteridine, indolizine, and benzothiadiazole, or a combination of the aforementioned groups.

[0090] As used throughout this application, the term "cyclic group" is also understood in its broadest sense as any monocyclic, bicyclic or polycyclic moiety.

[0091] As used throughout the specification, the term "biphenyl" as a substituent is also understood in its broadest sense as ortho-biphenyl, meta-biphenyl, or para-biphenyl, defined herein in terms of the points of attachment to other chemical moieties: ortho, meta, and para.

[0092] As used above and in this application, the term "alkyl group" is understood in its broadest sense to refer to any linear, branched, or cyclic alkyl substituent. In particular, the term "alkyl" refers to the substituents methyl (Me), ethyl (Et), n-propyl (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-butyl, 2-butyl, 3-butyl, 4-butyl, cyclobutyl, 1-methylcyclohexyl , n-octyl, 2-ethylhexyl, cyclooctyl, 1-bicyclo[2,2,2]octyl, 2-bicyclo[2,2,2]octyl, 2-(2,6-dimethyl)octyl, 3-(3,7-dimethyl)octyl, adamantyl, 2,2,2-trifluoroethyl, 1,1-dimethyl-n-hex-1-yl, 1,1-dimethyl-n-hept-1-yl, 1,1-dimethyl-n-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-hexadec-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- Examples of cyclohex-1-yl include 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.

[0093] As used above and throughout this application, the term "alkenyl" includes linear, branched, and cyclic alkenyl substituents. The term alkenyl group illustratively includes the substituents ethenyl, propenyl, butenyl, pentenyl, cyclopentenyl, hexenyl, cyclohexenyl, heptenyl, cycloheptenyl, octenyl, cyclooctenyl, or cyclooctadienyl.

[0094] As used above and throughout this application, the term "alkynyl" includes linear, branched, and cyclic alkynyl substituents. Exemplary alkynyl groups include ethynyl, propynyl, butynyl, pentynyl, hexynyl, heptynyl, or octynyl.

[0095] As used above and throughout this application, the term "alkoxy" includes linear, branched, and cyclic alkoxy substituents. The term alkoxy group illustratively includes methoxy, ethoxy, n-propoxy, i-propoxy, n-butoxy, i-butoxy, s-butoxy, t-butoxy, and 2-methylbutoxy.

[0096] As used above and in this application, the term "thioalkoxy" includes linear, branched and cyclic thioalkoxy substituents, which are those in which the O of the alkoxy group is replaced with an S.

[0097] As used above and in this application, the terms "halogen" and "halo" are to be understood in the broadest sense and preferably to mean fluorine, chlorine, bromine or iodine.

[0098] In each instance, hydrogen (H) described herein may also be replaced by deuterium.

[0099] 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 above modes of describing a substituent or attached fragment are considered equivalent.

[0100] In one embodiment, in a polymethyl methacrylate (PMMA) film with 10 wt. % organic molecules at room temperature, the organic molecules according to the present invention have an excited state lifetime of 25 μs or less, 15 μs or less, in particular 10 μs or less, more preferably 8 μs or less or 6 μs or less, and even more preferably 4 μs or less.

[0101] In one embodiment of the present invention, the organic molecule according to the present invention exhibits a thermally activated delayed fluorescence (TADF) emitter, which has a wavelength of 5,000 cm -1 Less than 3,000 cm -1 less than, more preferably, 1,500 cm -1 less than, even more preferably, 1,000 cm -1 Less than or equal to 500cm -1 Less than ΔE ST The value is shown as ΔE ST The value corresponds to the energy difference between the first excited singlet state (S1) and the first excited triplet state (T1).

[0102] According to a further embodiment of the present invention, in a PMMA film having 10 wt. % of organic molecules at room temperature, the organic molecules according to the present invention have an emission peak in the visible or near-ultraviolet range, i.e., in the wavelength range of 480 to 580 nm, with a FWHM (full width at half maximum) value of less than 0.50 eV, preferably less than 0.48 eV, more preferably less than 0.45 eV, even more preferably less than 0.43 eV or less than 0.40 eV.

[0103] In a further embodiment of the present invention, in a PMMA film having 10 wt. % organic molecules at room temperature, the organic molecules according to the present invention have an emission peak in the visible or near-ultraviolet range, i.e., in the wavelength range of 480-580 nm, with a FWHM value of less than 0.40 eV.

[0104] Orbital energies and excited state energies can be determined using experimental methods and calculations employing quantum chemical methods, in particular density functional theory calculations. HOMO The energy of a lowest unoccupied molecular orbital, E, is determined by cyclic voltammetry measurements with an accuracy of 0.1 eV, a method known to those skilled in the art. LUMO The energy of is determined as the onset of the absorption spectrum.

[0105] The onset of the absorption spectrum is determined by calculating the intersection of the tangent to the absorption spectrum with the x-axis, which is set at the low energy side of the absorption band and at half the maximum intensity of the absorption spectrum.

[0106] The energy of the first excited triplet state T1 is determined from the onset of the emission spectrum at low temperature, typically 77 K. For host compounds where the first excited singlet state and the lowest triplet state are separated in energy by 0.4 eV or more, phosphorescence is typically visible in the steady-state spectrum of 2-Me-THF. Therefore, the triplet energy is also determined as the onset of the phosphorescence spectrum. For TADF emitter molecules, the energy of the first excited triplet state T1 is determined from the onset of the delayed emission spectrum at 77 K, measured in a PMMA film containing 10 wt. % of the emitter unless otherwise specified. For both host and emitter compounds, the energy of the first excited singlet state S1 is determined from the onset of the emission spectrum at room temperature, measured in a PMMA film containing 10 wt. % of the host or emitter, unless otherwise specified.

[0107] The onset of the emission spectrum is determined by calculating the intersection of a tangent to the emission spectrum with the x-axis, which is set at the high energy side of the emission band and also at the half maximum intensity of the emission spectrum.

[0108] A further aspect of the present invention relates to the use of the organic molecules according to the invention as light emitters or absorbers and / or host materials and / or electron transport materials and / or hole injection materials and / or hole blocking materials in optoelectronic devices.

[0109] Optoelectronic components are also understood in the broadest sense, i.e., as any component based on organic materials suitable for emitting light in the visible or near-ultraviolet (UV) range, i.e., in the wavelength range from 380 to 800 nm. Preferably, the optoelectronic components are capable of emitting light in the visible range, i.e., from 400 to 800 nm.

[0110] In connection with such applications, the optoelectronic element is more particularly selected from the group consisting of: Organic Light-Emitting Diode (OLED) Light-emitting electrochemical cells (LECs) OLED sensors, especially gas and vapor sensors that are not completely isolated from the outside Organic diodes · Organic solar cells Organic transistors Organic field-effect transistors Organic lasers Down-conversion element

[0111] The light-emitting electrochemical cell comprises three layers: a cathode, an anode, and an active layer comprising organic molecules according to the present invention.

[0112] In such a use, 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), an organic laser, and a light emitting transistor.

[0113] In one embodiment, the light-emitting layer of the organic light-emitting diode comprises organic molecules according to the present invention.

[0114] In one embodiment, the light-emitting layer of the organic light-emitting diode further comprises a host in addition to the organic molecule according to the present invention, wherein the host has triplet (T1) and singlet (S1) energy levels higher than the triplet (T1) and singlet (S1) energy levels of the organic molecule.

[0115] A further aspect of the present invention relates to a composition comprising or consisting of: (a) organic molecules according to the invention, in particular in emitter and / or host form; (b) one or more emitter and / or host materials different from the organic molecules according to the invention, and (c) optionally, one or more dyes and / or one or more solvents

[0116] According to a further embodiment of the present invention, the composition has a photoluminescence quantum yield (PLQY) at room temperature of 10% or more, preferably 20% or more, more preferably 40% or more, and even more preferably 60% or more or 70% or more.

[0117] Compositions with one or more additional emitters One embodiment of the present invention relates to a composition comprising or consisting of: (i) 1 to 50% by weight, preferably 5 to 40% by weight, in particular 10 to 30% by weight, of organic molecules according to the invention. (ii) 5 to 98% by weight, preferably 30 to 93.9% by weight, in particular 40 to 88% by weight, of one host compound H. (iii) 1 to 30% by weight, in particular 1 to 20% by weight, preferably 1 to 5% by weight of at least one further emitter molecule F having a structure different from that of the molecules according to the invention. (iv) optionally 0 to 94% by weight, preferably 0.1 to 65% by weight, in particular 1 to 50% by weight, of one or more further host compounds D having a structure different from that of the molecules according to the invention. (v) optionally 0 to 94% by weight, preferably 0 to 65% by weight, in particular 0 to 50% by weight, of a solvent. The ingredients or compositions are selected so that the sum of the weights of the ingredients equals 100%.

[0118] In a further embodiment of the present invention, the composition has an emission peak in the visible or near ultraviolet range, ie, in the wavelength range of 380 to 800 nm.

[0119] In one embodiment of the present invention, the at least one further emitter molecule F is a purely organic emitter.

[0120] In one embodiment of the present invention, the at least one additional emitter molecule F is a purely organic TADF emitter, as described, for example, in Wong and Zysman-Colman ("Purely Organic Thermally Activated Delayed Fluorescence Materials for Organic Light-Emitting Diodes", Adv. Mater. 2017 Jun; 29 (22)).

[0121] In one embodiment of the present invention, the one or more additional emitter molecules F are fluorescent emitters, in particular red, yellow or green fluorescent emitters.

[0122] In a further embodiment of the present invention, the composition comprising one or more additional emitter molecules F exhibits an emission peak in the visible or near-ultraviolet range, i.e. in the wavelength range of 380 to 800 nm, with a FWHM value of less than 0.30 eV, in particular less than 0.25 eV, preferably less than 0.22 eV, more preferably less than 0.19 eV or even less than 0.17 eV (the lower limit being 0.05 eV).

[0123] Compositions in which one or more additional emitter molecules F are green fluorescent emitters In a further embodiment of the invention, the one or more additional emitter molecules F are fluorescent emitters, in particular green fluorescent emitters.

[0124] In one embodiment, the one or more additional emitter molecules F are fluorescent emitters selected from the group consisting of: [ka] [ka]

[0125] In a further embodiment of the present invention, the composition has an emission peak in the visible or near ultraviolet range, i.e., in the wavelength range of 380 to 800 nm, particularly 485 to 590 nm, preferably 505 to 565 nm, and more preferably 515 to 545 nm.

[0126] Compositions in which one or more additional emitter molecules F are red fluorescent emitters In a further embodiment of the invention, the one or more additional emitter molecules F are fluorescent emitters, in particular red fluorescent emitters.

[0127] In one embodiment, the one or more additional emitter molecules F are fluorescent emitters selected from the group consisting of: [ka] [ka] [ka] [ka]

[0128] In a further embodiment of the present invention, the composition has an emission peak in the visible or near ultraviolet range, i.e., in the wavelength range of 380 to 800 nm, particularly 590 to 690 nm, preferably 610 to 665 nm, and more preferably 620 to 640 nm.

[0129] Emission layer EML In one embodiment, the emissive layer EML of the organic light-emitting diode of the present invention comprises (or consists essentially of) a composition comprising or consisting of: (i) 1 to 50% by weight, preferably 5 to 40% by weight, in particular 10 to 30% by weight, of one or more organic molecules according to the invention, (ii) 5 to 99% by weight, preferably 30 to 94.9% by weight, in particular 40 to 89% by weight, of one or more host compounds H, (iii) optionally 0 to 94% by weight, preferably 0.1 to 65% by weight, in particular 1 to 50% by weight, of one or more additional host compounds D having a structure different from that of the molecules according to the invention; (iv) optionally 0 to 94% by weight, preferably 0 to 65% by weight, in particular 0 to 50% by weight, of a solvent, and (v) optionally comprising 0 to 30% by weight, in particular 0 to 20% by weight, preferably 0 to 5% by weight, of at least one additional emitter molecule F having a structure different from that of the molecules according to the invention.

[0130] Preferably, energy can be transferred from the host compound H to one or more organic molecules according to the invention, in particular from the first excited triplet state T1(H) of the host compound H to the first excited triplet state T1(E) of one or more organic molecules according to the invention, and / or from the first excited singlet state S1(H) of the host compound to the first excited singlet state S1(E) of one or more organic molecules according to the invention.

[0131] In one embodiment, the host compound H has an energy E in the range of −5 eV to −6.5 eV. HOMOThe organic molecule according to the present invention E has a highest occupied molecular orbital HOMO (H) having a structure of E HOMO (E) highest occupied molecular orbital (HOMO) with energy (E), where E HOMO (H)>E HOMO (E).

[0132] In a further embodiment, the host compound H has an energy E LUMO An organic molecule according to the present invention has a lowest unoccupied molecular orbital (LUMO) with energy E LUMO (E) has a lowest unoccupied molecular orbital (LUMO) (E), where E LUMO (H)>E LUMO (E).

[0133] an emissive layer EML comprising one or more additional host compounds D; In a further embodiment, the emissive layer EML of the organic light-emitting diode of the present invention comprises (or consists essentially of) a composition comprising or consisting of: (i) 1 to 50% by weight, preferably 5 to 40% by weight, in particular 10 to 30% by weight, of one organic molecule according to the invention, (ii) 5 to 99% by weight, preferably 30 to 94.9% by weight, in particular 40 to 89% by weight, of one host compound H, and (iii) 0 to 94% by weight, preferably 0.1 to 65% by weight, in particular 1 to 50% by weight, of one or more additional host compounds D having a structure different from that of the molecules according to the invention. (iv) optionally 0 to 94% by weight, preferably 0 to 65% by weight, in particular 0 to 50% by weight, of a solvent, and (v) optionally containing 0 to 30% by weight, in particular 0 to 20% by weight, preferably 0 to 5% by weight, of at least one additional emitter molecule F having a structure different from that of the molecule according to the invention.

[0134] In one embodiment of the organic light-emitting diode of the present invention, the host compound H has an energy E HOMO The one or more additional host compounds D have a highest occupied molecular orbital HOMO(H) with energy EHOMO (D) has the highest occupied molecular orbital HOMO (D), where E HOMO (H)>E HOMO (D). E HOMO (H)>E HOMO (D) When the relationship is satisfied, efficient hole transport properties are exhibited.

[0135] In a further embodiment, the host compound H has an energy E LUMO The one or more additional host compounds D have a lowest unoccupied molecular orbital (LUMO) with energy E LUMO (D) has a lowest unoccupied molecular orbital (LUMO) (D), where E LUMO (H)>E LUMO (D). E LUMO (H)>E LUMO (D) When the relationship is satisfied, efficient electron transport is exhibited.

[0136] In one embodiment of the organic light-emitting diode of the present invention, the host compound H has an energy E HOMO (H) with the highest occupied molecular orbital HOMO (H), and energy E LUMO (H) having a lowest unoccupied molecular orbital (LUMO) (H), The one or more further host compounds D have an energy E HOMO (D) has the highest occupied molecular orbital HOMO(D), and energy E LUMO (D) has a lowest unoccupied molecular orbital (LUMO) (D), The organic molecule E of the present invention has energy E HOMO The highest occupied molecular orbital (HOMO) with (E), and energy E LUMO (E) having a lowest unoccupied molecular orbital (LUMO) (E), where: E HOMO (H)>E HOMO (D) The energy level (E HOMO (E)) and the energy level of the highest occupied molecular orbital (HOMO) of the host compound H (E HOMO(H)) is −0.5 eV to 0.5 eV, more preferably −0.3 eV to 0.3 eV, and even more preferably −0.2 eV to 0.2 eV or −0.1 eV to 0.1 eV, E LUMO (H)>E LUMO (D) The energy level of the lowest unoccupied molecular orbital (LUMO) (E) of the organic molecule according to the present invention LUMO (E)) and the energy level of the lowest unoccupied molecular orbital (LUMO) of the additional host compound D (E LUMO The difference from (D)) is preferably −0.5 eV to 0.5 eV, more preferably −0.3 eV to 0.3 eV, and even more preferably −0.2 eV to 0.2 eV or −0.1 eV and 0.1 eV.

[0137] an emitting layer EML containing one or more additional emitter molecules F; In a further embodiment, the emissive layer EML comprises (or consists essentially of) a composition comprising or consisting of: (i) 1 to 50% by weight, preferably 5 to 40% by weight, in particular 10 to 30% by weight, of one organic molecule according to the invention; (ii) 5 to 98% by weight, preferably 30 to 93.9% by weight, in particular 40 to 88% by weight, of one host compound H (iii) 1 to 30% by weight, in particular 1 to 20% by weight, preferably 1 to 5% by weight of at least one additional emitter molecule F having a structure different from that of the molecules according to the invention, and (iv) optionally 0 to 94% by weight, preferably 0.1 to 65% by weight, in particular 1 to 50% by weight, of one or more additional host compounds D having a structure different from that of the molecules according to the invention, and (v) optionally 0 to 94% by weight, preferably 0 to 65% by weight, in particular 0 to 50% by weight, of a solvent.

[0138] In a further embodiment, the emissive layer EML comprises (or consists essentially of) a composition as described in "Composition with one or more additional emitters", where the one or more additional emitter molecules F are also defined as "composition", and where at least one additional emitter molecule F is a green fluorescent emitter.

[0139] In a further embodiment, the emissive layer EML comprises (or consists essentially of) a composition as described in "Composition with one or more additional emitters", where the one or more additional emitter molecules F are also defined as "composition", and where at least one additional emitter molecule F is a red fluorescent emitter.

[0140] In one embodiment of the emissive layer EML comprising one or more additional emitter molecules F, energy can be transferred from one or more organic molecules of the present invention E to one or more additional emitter molecules F. In particular, energy can be transferred from a first excited singlet state S1(E) of one or more organic molecules of the present invention E to a first excited singlet state S1(F) of one or more additional emitter molecules F.

[0141] In one embodiment, the first excited singlet state S1(H) of one host compound H of the emissive layer is higher in energy than the first excited singlet state S1(E) of one or more organic molecules of the present invention E: S1(H)>S1(E); The first excited singlet state S1(H) of one host compound H is higher in energy than the first excited singlet state S1(F) of at least one emitter molecule F, i.e., S1(H)>S1(F).

[0142] In one embodiment, the first excited triplet state T1(H) of one host compound H is higher in energy than the first excited triplet state T1(E) of one or more organic molecules of the present invention E, i.e., T1(H)>T1(E); The first excited triplet state T1(H) of one host compound H is higher in energy than the first excited triplet state T1(F) of one or more emitter molecules F, i.e., T1(H)>T1(F).

[0143] In one embodiment, the first excited singlet state S1(E) of one or more organic molecules of the present invention E is higher in energy than the first excited singlet state S1(F) of at least one emitter molecule F, i.e., S1(E)>S1(F).

[0144] In one embodiment, the first excited triplet state T1(E) of one or more organic molecules E of the present invention is higher in energy than the first excited singlet state T1(F) of at least one emitter molecule F, i.e., T1(E)>T1(F).

[0145] In one embodiment, the first excited triplet state T1(E) of one or more organic molecules E of the present invention is higher in energy than the first excited singlet state T1(F) of at least one emitter molecule F, i.e., T1(E)>T1(F); Here, the absolute value of the energy difference between T1(E) and T1(F) is greater than 0.3 eV, preferably greater than 0.4 eV, and more preferably greater than 0.5 eV.

[0146] In one embodiment, the host compound H has an energy E HOMO (H) with the highest occupied molecular orbital HOMO (H), and energy E LUMO (H) having a lowest unoccupied molecular orbital (LUMO) (H), One organic molecule E according to the present invention has energy E HOMO The highest occupied molecular orbital (HOMO) with (E), and energy E LUMO (E) having a lowest unoccupied molecular orbital (LUMO) (E), One or more additional emitter molecules F have energy E HOMO (F) with the highest occupied molecular orbital HOMO (F), and energy E LUMO (F) has a lowest unoccupied molecular orbital (LUMO) (E), where E HOMO (H)>E HOMO (E) The energy level (E) of the highest occupied molecular orbital (HOMO) of one or more additional emitters HOMO (F)) and the energy level of the highest occupied molecular orbital (HOMO) of the host compound (E HOMO (H)) is −0.5 eV to 0.5 eV, more preferably −0.3 eV to 0.3 eV, and even more preferably −0.2 eV to 0.2 eV, or −0.1 eV to −0.1 eV, E LUMO (H)>E LUMO (E) The energy level (E) of the lowest unoccupied molecular orbital (LUMO) (F) of one or more additional emitter molecules LUMO (F)) and the energy level of the lowest unoccupied molecular orbital (LUMO) (E) of one organic molecule according to the present invention (E LUMO The difference from (E)) is preferably −0.5 eV to 0.5 eV, more preferably −0.3 eV to 0.3 eV, and even more preferably −0.2 eV to 0.2 eV, or −0.1 eV and 0.1 eV.

[0147] optoelectronic devices In a further aspect, the present invention relates to an optoelectronic device comprising an organic molecule or composition as described herein, more particularly a device selected from the group consisting of an organic light emitting diode (OLED), a light emitting electrochemical cell (LEC), an OLED sensor (particularly an externally unsealed gas sensor or vapor sensor), an organic diode, an organic solar cell, an organic transistor, an organic field effect transistor, an organic laser, and a downward conversion device.

[0148] 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.

[0149] In one embodiment of the optoelectronic device of the present invention, the organic molecules according to the present invention are used as emissive materials in the emissive layer EML.

[0150] In one embodiment of the optoelectronic device of the present invention, the light-emitting layer EML consists of the inventive composition described herein.

[0151] When the optoelectronic device is an OLED, it can 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 Here, the OLED may optionally include each layer, different layers may be combined, and the OLED may also include one or more of the layers defined above.

[0152] Additionally, the optoelectronic device may optionally include one or more protective layers that can protect the device from harmful exposure to environmental hazards, including moisture, vapors, and / or gases.

[0153] In one embodiment of the present invention, the optoelectronic device is an OLED exhibiting the following inverted layer structure: 1. Substrate 2. Cathode layer 3.Electron injection layer (EIL) 4.Electron transport layer (ETL) 5. Hole Blocking Layer (HBL) 6. Emitting layer B 7.Electron blocking layer (EBL) 8. Hole transport layer (HTL) 9. Hole injection layer (HIL) 10. Anode layer A Here, an OLED having an inverse stacked layer structure may optionally include each layer, and different layers may be combined, and the OLED may also include two or more layers of the above-defined layers.

[0154] In one embodiment of the present invention, the optoelectronic device is an OLED that can exhibit a stacked structure. In this structure, individual units are stacked on top of each other, unlike the typical side-by-side arrangement of OLEDs. Mixed light can be generated by an OLED exhibiting a stacked structure, and in particular, white light can be generated by stacking a blue OLED, a green OLED, and a red OLED. An OLED exhibiting a stacked structure can also optionally include a charge generation layer (CGL), which is typically located between two OLED subunits and typically configured as an n-doped and p-doped layer. Typically, the n-doped layer of the CGL is located closer to the anode layer.

[0155] In one embodiment of the present invention, the optoelectronic device is an OLED comprising two or more light-emitting layers between an anode and a cathode. In particular, a so-called tandem OLED comprises three light-emitting layers, where one light-emitting layer emits red light, one light-emitting layer emits green light, and one light-emitting layer emits blue light, and may optionally comprise a charge generation layer, a charge blocking layer, or a charge transport layer between each light-emitting layer. In a further embodiment, the light-emitting layers are stacked adjacently. 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.

[0156] The substrate can be made of any material or composition of material. Most often, a glass slide is used as the substrate. Alternatively, a thin metal layer (e.g., copper, gold, silver, or aluminum film) or a plastic film or slide can be used, which allows for a higher level of flexibility. The anode layer A is made of a material that allows for a nearly (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 is rich in or consists of transparent conductive oxides (TCOs). Such anode layer A may illustratively comprise 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.

[0157] Preferably, the anode layer A is (essentially) indium tin oxide (ITO) (e.g., (InO3) 0.9 (SnO2) 0.1). The roughness of the transparent conductive oxide (TCO) anode layer (A) can also be reduced by using a hole injection layer (HIL). The HIL also facilitates the injection of similar charge carriers (e.g., holes) in that the transport of similar charge carriers from the TCO to the hole transport layer (HTL) is promoted. The hole injection layer (HIL) can also include poly-3,4-ethylenedioxythiophene (PEDOT), polystyrene sulfonate (PSS), MoO2, VO5, CuPC, or CuI, particularly a mixture of PEDOT and PSS. The hole injection layer (HIL) can also prevent metal diffusion from the anode layer (A) to the hole transport layer (HTL). For example, the HIL can be PEDOT:PSSCH (poly-3,4-ethylendioxy thiophene:polystyrene sulfonate), PEDOT (poly-3,4-ethylendioxy thiophene), mMTDATA(4,4',4”-tris[phenyl(m-tolyl)amino]triphenylamine), spiro-TAD(2,2',7,7'-tetrakis(n,n-diphenylamino)-9,9'-spirobifluorene), DNTP D(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-diphenyl-amino)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).

[0158] The hole transport layer (HTL) is generally located adjacent to the anode layer A or the hole injection layer (HIL). Any hole transport compound can be used here. Illustratively, electron-rich heteroaromatic compounds such as triarylamines and / or carbazoles are also 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) can also serve as an electron blocking layer (EBL). Preferably, the hole transport compound has a relatively high energy level of the triplet state T1. For example, the hole transport layer (HTL) may be formed of TCTA (tris(4-carbazoyl-9-ylphenyl)amine), poly-TPD (poly(4-butylphenyl-diphenyl-amine)), [alpha]-NPD (poly(4-butylphenyl-diphenyl-amine)), TAPC (4,4'-cyclohexyliden-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 TrisPcz(9,9 The HTL may also include a star-shaped heterocycle such as 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. Examples of inorganic dopants include transition metal oxides such as vanadium oxide, molybdenum oxide, or tungsten oxide. Examples of organic dopants include F4-TCNQ (tetrafluorotetracyanoquinodimethane), Cu(I)pFBz (copper-pentafluorobenzoate), or transition metal complexes.

[0159] Examples of EBLs include 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 DCB (N,N'-dicarbazolyl-1,4-dimethylbenzene).

[0160] Adjacent to the hole-transporting layer (HTL) is typically an emissive layer (EML). The emissive layer (EML) comprises at least one emissive molecule. In particular, the EML comprises one or more emissive molecules according to the present invention. Typically, the EML additionally comprises one or more host materials. For example, the host material 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, 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, The host material is generally selected from the group consisting of [3,5-bis(2-dibenzothiophenyl)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(2,4,6-tris(9,9'-spirobifluorene-2-yl)-1,3,5-triazine). The host material should generally be selected to exhibit a first triplet (T1) energy level and a first singlet (S1) energy level that are energetically higher than the first triplet (T1) and first singlet (S1) energy levels of the organic molecule.

[0161] In one embodiment of the present invention, the EML comprises a so-called mixed host system having at least one hole-dominant host and one electron-dominant host. In some embodiments, the EML comprises exactly one emissive molecular species according to the present invention and a mixed host system composed of an electron-dominant host and a hole-dominant host, wherein the electron-dominant host is T2T and the hole-dominant host is 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. In a further embodiment, the EML comprises 50 to 80% by weight, preferably 60 to 75% by weight, of a host selected from CBP, mCP, mCBP, 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 to 45% by weight, preferably 15 to 30% by weight, of T2T; and 5 to 40% by weight, preferably 10 to 30% by weight, of emissive molecules according to the present invention.

[0162] An electron transport layer (ETL) may be disposed adjacent to the light-emitting layer (EML). Any electron transporter may be used. For example, electron-deficient compounds such as benzimidazole, pyridine, triazole, oxadiazole (e.g., 1,3,4-oxadiazole), phosphine oxide, and sulfone may be used. The electron transporter may also be a star-shaped heterocycle such as TPBi (1,3,5-tri(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl). The ETL includes NBphen(2,9-bis(naphthalen-2-yl)-4,7-diphenyl-1,10-phenanthroline), Alq3(aluminum-tris(8-hydroxyquinoline) )), TSPO1(diphenyl-4-triphenylsilylphenyl-phosphinoxide), BPyTP2(2,7-di(2,2'-bipyridin-5-yl)triphenyle), Sif87(d ibenzo[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) can also block holes, or a hole blocking layer (HBL) may be introduced.

[0163] For example, HBL includes BCP(2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline=bathocuproine), BAlq(bis(8-hydroxy-2-methylquinoline)-(4-phenylphenoxy)aluminum num), NBphen(2,9-bis(naphthalen-2-yl)-4,7-diphenyl-1,10-phenanthroline), Alq3(aluminum-tris(8-hydroxyquinoline)), TSPO1(diphenyl-4-triphe Some contain 2,4,6-tris(biphenyl-3-yl)-1,3,5-triazine (T2T), 2,4,6-tris(triphenyl-3-yl)-1,3,5-triazine (T3T), 2,4,6-tris(9,9'-spirobifluorene-2-yl)-1,3,5-triazine (TST), and / or 1,3,5-tris(N-carbazolyl)benzol / 1,3,5-tris(carbazol)-9-yl)benzene (TCB / TCP).

[0164] The cathode layer C may be disposed adjacent to an electron transport layer (ETL). For example, the cathode layer C may comprise 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 may consist of an (essentially) opaque metal such as Mg, Ca, or Al. Alternatively, or additionally, the cathode layer C may comprise graphite and / or carbon nanotubes (CNTs). Alternatively, the cathode layer C may consist of nanoscale silver wires.

[0165] The OLED may optionally include a protective layer between the electron-transporting layer (ETL) and the cathode layer (C) (also the electron-injecting layer (EIL)), which may include lithium fluoride, cesium fluoride, silver, Liq (8-hydroxyquinolinolatolithium), Li2O, BaF2, MgO, and / or NaF.

[0166] Optionally, the electron transporting layer (ETL) and / or the hole blocking layer (HBL) also comprise one or more host compounds.

[0167] To further modify the emission and / or absorption spectrum of the emissive layer EML, the emissive layer EML may also include 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 have a structure different from that of the molecules of the present invention. The emitter molecules F may optionally also 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 also be transferred from the emitter molecules of the present invention to the emitter molecules F before relaxing to the ground state S, typically emitting red-shifted light compared to the light emitted by the emitter molecules E. Optionally, the emitter molecules F may also induce a two-photon effect (i.e., absorption of two photons at half the maximum absorption energy).

[0168] Optionally, the optoelectronic device (e.g., OLED) may also be, for example, an essentially white optoelectronic device. An exemplary such white optoelectronic device may also include at least one (deep) blue emitter molecule and one or more emitter molecules that emit green and / or red light. Optionally, there may then be energy transfer between the two or more molecules, as described above.

[0169] As used herein, unless more specifically defined in a particular context, the hue designations of emitted and / or absorbed light are as follows: Purple: wavelength range of >380~420nm Deep blue: wavelength range of >420~480nm Sky blue: wavelength range of >480~500nm Green: wavelength range of >500~560nm Yellow: wavelength range of >560-580nm Orange: wavelength range of >580~620nm Red: wavelength range of >620~800nm

[0170] Depending on the emitter molecule, such colors exhibit emission maxima. Thus, for example, a deep blue emitter will have an emission maximum in the >420-480 nm range, a sky blue emitter will have an emission maximum in the >480-500 nm range, a green emitter will have an emission maximum in the >500-560 nm range, and a red emitter will have an emission maximum in the >620-800 nm range.

[0171] Another embodiment of the present invention, involving an OLED, emits light with CIEx and CIEy color coordinates close to the CIEx (=0.170) and CIEy (=0.797) color coordinates (as defined in ITU-R Recommendation BT.2020 (Rec.2020)) of primary green (CIEx=0.170 and CIEy=0.797). Therefore, it is suitable for use in UHD (Ultra High Definition) displays, such as UHD-TVs. The term "close" in this specification refers to the range of CIEx and CIEy coordinates provided at the end of this paragraph. While commercial applications typically use top-emitting devices (where the top electrode is transparent), the test devices used throughout this invention use bottom-emitting devices (where the bottom electrode and substrate are transparent). Thus, according to a further aspect of the present invention relating to an OLED, there is provided an OLED that exhibits emission having a CIEx color coordinate of 0.15 to 0.45, preferably 0.15 to 0.35, more preferably 0.15 to 0.30, or even more preferably 0.15 to 0.25, or even more preferably 0.15 to 0.20, and / or a CIEy color coordinate of 0.60 to 0.92, preferably 0.65 to 0.90, more preferably 0.70 to 0.88, even more preferably 0.75 to 0.86, or even more preferably 0.79 to 0.84.

[0172] Yet another embodiment of the present invention, involving an OLED, emits light with CIEx and CIEy color coordinates close to those of primary red (CIEx=0.708 and CIEy=0.292) as defined in ITU-R Recommendation BT.2020 (Rec.2020). Therefore, it is suitable for use in UHD displays, such as UHD-TVs. The term "close" in this specification refers to the range of CIEx and CIEy coordinates provided at the end of this paragraph. While commercial applications typically use top-emitting devices (where the top electrode is transparent), the test devices used throughout this invention use bottom-emitting devices (where the bottom electrode and substrate are transparent). Therefore, according to a further aspect of the present invention relating to an OLED, there is provided an OLED that emits light having a CIEx color coordinate of 0.60 to 0.88, preferably 0.61 to 0.83, more preferably 0.63 to 0.78, even more preferably 0.66 to 0.76, or even more preferably 0.66 to 0.76, or 0.68 to 0.73, and / or a CIEy color coordinate of 0.25 to 0.70, preferably 0.26 to 0.55, more preferably 0.27 to 0.45, even more preferably 0.28 to 0.40, or even more preferably 0.29 to 0.35.

[0173] Thus, further embodiments of the present invention relate to OLEDs that exhibit an external quantum efficiency (EQE) at 14,500 cd / m of 10% or greater, more preferably 13% or greater, even more preferably 15% or greater, even more preferably 17% or greater, or even more preferably 20% or greater; and / or that exhibit a maximum emission between 495 nm and 580 nm, preferably between 500 nm and 560 nm, more preferably between 510 nm and 550 nm, even more preferably between 515 nm and 540 nm; and / or that exhibit a maximum emission at 14,500 cd / m 2 In this case, the LT97 value is 100 hours or more, preferably 250 hours or more, more preferably 50 hours or more, even more preferably 750 hours or more, or even more preferably 1,000 hours or more.

[0174] The optoelectronic device, in particular the OLED, according to the present invention may be fabricated by any means of vapor deposition and / or liquid processing. Thus, at least one layer may be fabricated by the following process: -Sublimation process -Organic vapor phase deposition process -Carrier gas sublimation process -solution process or -printing The methods used to manufacture optoelectronic devices, and 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 can be deposited using the same or different deposition methods.

[0175] For example, vapor deposition processes include thermal (co)evaporation, chemical vapor deposition, and physical vapor deposition. In the case of active matrix OLED displays, an AMOLED backplane is used as the substrate. Individual layers can also be processed from solutions or dispersions using appropriate solvents. For example, solution deposition processes include spin coating, dip coating, and jet printing. Liquid processes are optionally carried out in an inert atmosphere (e.g., a nitrogen atmosphere), and the solvent can optionally be completely or partially removed by means known in the art.

[0176] Example General Synthesis Reaction Scheme I [ka]

[0177] General Synthesis Reaction Scheme II [ka]

[0178] General Synthesis Reaction Scheme III [ka]

[0179] General procedure for AAV1 synthesis: [ka] In a N atmosphere, a two-neck flask equipped with a reflux condenser was charged with E1 (1.0 equiv.), followed by the addition of chlorobenzene (100 mL) and subsequently boron tribromide [10294-33-4] (3.5 equiv.). The mixture was stirred at 100 °C for 2 h, and then quenched by the addition of water (50 mL) at 0 °C. The precipitate was filtered and dried to give the corresponding solid product P1 without further purification.

[0180] General procedure for AAV2 synthesis: [ka] Under a N2 atmosphere, a two-neck flask was charged with P1 (1.0 equiv.), followed by the addition of chlorobenzene (100 mL), and the mixture was degassed for 10 minutes. Boron trichloride [10294-34-5] (0.5 equiv.) was added at 0 °C, and the mixture was warmed to room temperature and stirred for 2 hours. Under a N2 atmosphere, a second two-neck flask was charged with E2 (3.0 equiv.), followed by the addition of anhydrous tert-butylbenzene (50 mL), and the mixture was degassed for 10 minutes. tert-Butyllithium solution [54-19-4] (2.8 equiv.) was added to the next flask at 0 °C, and the reaction mixture was warmed to room temperature and stirred for 30 minutes. The reaction mixture from the second flask was slowly added to the reaction mixture from the first flask at 0 °C, and the yellow mixture was stirred at room temperature overnight. After evaporation of the solvent, the crude mixture was purified by column chromatography (eluent: cyclohexane / dichloromethane) to give the corresponding solid product P2.

[0181] Cyclic Voltammetry Cyclic voltammetry is performed by measuring the concentration of organic molecules in dichloromethane or a suitable solvent and a suitable supporting electrolyte (e.g., 0.1 mol / L tetrabutylammonium hexafluorophosphate) at a concentration of 10 -3 The measurement was carried out at room temperature in a nitrogen atmosphere using a three-electrode assembly (working electrode and counter electrode: Pt wire, reference electrode: Pt wire) and FeCp2 / FeCp2 as an internal standard. + The HOMO data were corrected using ferrocene as an internal standard relative to a saturated calomel electrode (SCE).

[0182] Density functional theory calculations The molecular structure was optimized using the BP86 function and the RI (Resolution of Identity) approach. The excitation energies were calculated using the (BP86) optimized structure with the TD-DFT (Time-Dependent DFT) method. The orbital energies and excited-state energies were calculated with the B3LYP function. The Def2-SVP basis set and m4-grid were used for numerical integration. The Turbomole program package was used for all calculations.

[0183] photophysical measurements Sample pretreatment: spin coating Equipment: Spin150, SPS euro The sample concentration is 10 mg / ml dissolved in an appropriate solvent.

[0184] Program: 1) 400 U / min for 3 seconds, 1,000 U / min for 20 seconds (1,000 U / m / s). 3) 4,000 U / min for 10 seconds (1,000 U / m / s). After coating, the film was dried at 70°C for 1 minute.

[0185] Photoluminescence spectroscopy and time-correlated single photon counting (TCSPC) Steady-state emission spectroscopy was measured on a Model FluoroMax-4 (Horiba Scientific) equipped with a 150 W xenon-Arc lamp, excitation and emission monochromators, a Hamamatsu R928 photomultiplier tube, and a time-correlated single-photon counting option. Standard correction fits were used to correct the emission and excitation spectra. Excited state lifetimes are determined using the same system using the TCSPC method with an FM-2013 instrument and a Horiba Yvon TCSPC hub. Excitation Source: NanoLED 370 (wavelength: 371 nm, pulse duration: 1.1 ns) NanoLED 290 (wavelength: 294 nm, pulse duration: <1 ns) SpectraLED 310 (wavelength: 314nm) SpectraLED 355 (wavelength: 355nm) Data analysis (exponential fit) is performed using the software suite DataStation and DAS6 analysis software. The fit is determined using the chi-squared test.

[0186] Photoluminescence quantum yield measurements For photoluminescence quantum yield (PLQY) measurements, an Absolute PL Quantum Yield Measurement C9920-03G system (Hamamatsu Photonics) was used. Quantum yields and CIE coordinates were determined using software U6039-05 version 3.6.0. The emission maxima are given in nm, the quantum yields F are given in %, and the CIE coordinates are given as x,y values. The PLQY is determined using the following protocol: 1) Quality assurance: Anthracene in ethanol (known concentration) is used as a standard. 2) Excitation wavelength: The absorption maximum of the organic molecule is determined and that wavelength is used to excite the molecule. 3) Measurement: The quantum yield is measured on a solution or film sample in a nitrogen atmosphere. The yield is calculated using the following equation:

number

[0187] HPLC-MS HPLC-MS analysis is performed on an Agilent (1100 series) HPLC with MS-detector (Thermo LTQ XL).

[0188] The general HPLC method is as follows: A 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) from Agilent is used for HPLC. HPLC-MS measurements are performed at room temperature (rt) with a gradient.

[0189] [Table 1] The following solvent mixtures were used: [Table 2]

[0190] From an analyte solution at a concentration of 0.5 mg / mL, an injection volume of 5 μL is taken for the measurement. The ionization of the probe is carried out by cation (APCI + ) ionization mode or negative (APCI - ) ionization mode using an APCI (atmospheric pressure chemical ionization) source.

[0191] Production and characterization of optoelectronic devices Optoelectronic devices such as OLED devices containing the organic molecules according to the present invention can also be fabricated via vacuum deposition. When a layer contains more than one compound, the weight percentage of one or more compounds is expressed in %. The total weight percentage value is 100%, so if no value is specified, the proportion of the compound is the difference between the specified value and 100%.

[0192] OLEDs (not fully optimized) are characterized using standard methods, measuring the electroluminescence spectrum, the external quantum efficiency (%) by intensity calculated using light sensed by a photodiode, and the current. The lifetime of an OLED device is extracted from the change in luminance while operating at a constant current density. The LT50 value corresponds to the time at which the measured luminance is reduced to 50% of the initial luminance; similarly, LT80 corresponds to the point at which the measured luminance is reduced to 80% of the initial luminance, and LT95 corresponds to the time at which the measured luminance is reduced to 95% of the initial luminance.

[0193] Accelerated lifetime measurements are performed (e.g., applying increased current densities). 2 In the present invention, the LT80 value is determined using the following equation:

number

[0194] The value corresponds to the average of a number of pixels (typically 2-8) and the standard deviation among such pixels is provided. [Example]

[0195] Example 1 [ka] Example 1 was synthesized by AAV1 (91% yield) and AAV2 (31% yield) using E1 = (2-(9H-carbazol-9-yl)phenyl)boronic acid [1189047-28-6] and E2 = 1,3,6,8-tetramethyl-9H-carbazole [6558-85-6].

[0196] FIG. 1 shows the emission spectrum of Example 1 (10% by weight in PMMA). max The photoluminescence quantum yield (PLQY) is 56%, the full width at half maximum (FWHM) is 0.36 eV, and the emission lifetime is 1.33 μs. The resulting CIEx coordinate is 0.38 and the CIEy coordinate is 0.58. 1 H NMR (300 MHz, methylene chloride-d) δ 8.78 (d, J = 8.8 Hz, 1H), 8.59 (d, J = 8.6 Hz, 1H), 8.51 (dd, J = 7.4, 1.2 Hz, 1H), 8.33 (ddd, J = 7.7, 1.5, 0.6 Hz, 1H), 7.95 (ddd, J = 8.8, 7.1, 1.8 Hz, 1H), 7.0 .897.82(m,3H), 7.79(dd,J=7.6, 1.8Hz, 1H), 7.72(ddd,J=8.6, 7.3, 1.4Hz, 1H), 7.57 7.49(m,2H), 7.26(ddd,J=7.8, 7.1, 0.8Hz, 1H), 6.88(s,2H), 2.50(s,6H), 1.81(s,6H)

[0197] Example D1 Example 1 was tested on an OLED D1 fabricated with the following layer structure: [Table 3] [ka]

[0198] OLED D1 is 1,000 cd / m 2At 5.2 V, the external quantum efficiency (EQE) is 16.7%. At 5.2 V, the emission maximum is 542 nm with a FWHM of 75 nm. The CIEx value is 0.387 and the CIEy value is 0.588.

[0199] Additional Examples of Organic Molecules of the Invention [ka] [ka] [ka] [ka] JPEG0007760522000075.jpg207140 [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

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Claims

1. An organic molecule having the structure of formula Ia: 【Chemical 1】 Chemical formula Ia In formula Ia: X ２ is selected from the group consisting of N, SiR2 and C—R2; Ring a represents the following: C ６ -C １８ aryl rings, wherein optionally, one or more hydrogen atoms may be independently selected from R ５ is replaced by or C ３ -C ７ heteroaryl rings, wherein optionally, one or more hydrogen atoms may be independently selected from R ５ is replaced by Z is a direct bond, N—R ７ , O, S, Si(R ７ ) ２ and C(R ７ ) ２ is selected from the group consisting of Y is a direct bond, N—R ３ , O, S, SiR ３ R ４ and CR ３ R ４ is selected from the group consisting of R2, R ３ and R ４ are each independently selected from the group consisting of: hydrogen, deuterium, N(R ５ ) ２ 、 OR ５ 、 SR ５ 、 Si(R ５ ) ３ 、 B(OR ５ ) ２ 、 OSO2R5, CF ３ 、 C.N., halogen, C １ -C ４０ Alkyl, This means that one or more substituents R ５ optionally substituted with Here, one or more non-adjacent CH ２ The group is 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 and optionally replaced by C １ -C ４０ Alkoxy, This means that one or more substituents R ５ optionally substituted with Here, one or more non-adjacent CH ２ The group is 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 and optionally replaced by C １ -C ４０ thioalkoxy, This means that one or more substituents R ５ optionally substituted with Here, one or more non-adjacent CH ２ The group is R ５ C=CR ５ , C≡C, Si(R 5 ) 2 , Ge(R ５ ) ２ , Sn(R ５ ) ２ , C=O, C=S, CSe, C=NR ５ , P(=O)(R ５ ), SO, SO ２ , N.R. ５ , O, S or CONR ５ and optionally replaced by C ２ -C ４０ alkenyl, This means that one or more substituents R ５ optionally substituted with Here, one or more non-adjacent CH ２ The group is 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 and optionally replaced by C ２ -C ４０ Alkynyl, This means that one or more substituents R ５ optionally substituted with Here, one or more non-adjacent CH ２ The group is 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 and optionally replaced by C ６ -C ６０ aryl, This means that one or more substituents R ５ and C ３ -C ５７ heteroaryl, This means that one or more substituents R ５ optionally substituted with where adjacent groups R ５ are optionally bonded to each other, and one or more C １ -C ５ Alkyl substituents, deuterium, halogen, CN or CF ３ forming an aryl or heteroaryl ring optionally substituted with R5, at each occurrence, is independently selected from the group consisting of: hydrogen, deuterium, N(R ６ ) ２ 、 OR ６ 、 SR ６ 、 Si(R ６ ) ３ 、 B(OR ６ ) ２ 、 OSO2R6, CF ３ 、 C.N., halogen, C １ -C ４０ Alkyl, This means that one or more substituents R ６ optionally substituted with Here, one or more non-adjacent CH ２ The group is 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 and optionally replaced by C １ -C ４０ Alkoxy, This means that one or more substituents R ６ optionally substituted with Here, one or more non-adjacent CH ２ The group is 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 and optionally replaced by C １ -C ４０ thioalkoxy, This means that one or more substituents R ６ optionally substituted with Here, one or more non-adjacent CH ２ The group is 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 and optionally replaced by C ２ -C ４０ alkenyl, This means that one or more substituents R ６ optionally substituted with Here, one or more non-adjacent CH ２ The group is 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 and optionally replaced by C ２ -C ４０ Alkynyl, This means that one or more substituents R ６ optionally substituted with Here, one or more non-adjacent CH ２ The group is 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 and optionally replaced by C ６ -C ６０ aryl, This means that one or more substituents R ６ and C ３ -C ５７ heteroaryl, This means that one or more substituents R ６ optionally substituted with R6, in each occurrence, is independently selected from the group consisting of: Hydrogen, deuterium, halogens, OPh, SPh, CF ３ , CN, Si(C １ -C ５ Alkyl ) ３ 、Si(Ph) ３ 、 C １ -C ５ Alkyl, wherein optionally, one or more hydrogen atoms are independently selected from deuterium, halogen, CN or CF ３ is replaced by C １ -C ５ Alkoxy, wherein optionally, one or more hydrogen atoms are independently selected from deuterium, halogen, CN or CF ３ is replaced by C １ -C ５ thioalkoxy, wherein optionally, one or more hydrogen atoms are independently selected from deuterium, halogen, CN or CF ３ is replaced by C ２ -C ５ alkenyl, wherein optionally, one or more hydrogen atoms are independently selected from deuterium, halogen, CN or CF ３ is replaced by C ２ -C ５ Alkynyl, wherein optionally, one or more hydrogen atoms are independently selected from deuterium, halogen, CN or CF ３ is replaced by C ６ -C １８ aryl, This means that 1 or more C １ -C ５ optionally substituted with alkyl substituents; C ３ -C １７ heteroaryl, This means that 1 or more C １ -C ５ optionally substituted with alkyl substituents; N (C ６ -C １８ aryl) ２ , N (C ３ -C １７ Heteroaryl) ２ , and N (C ３ -C １７ Heteroaryl) (C ６ -C １８ aryl), R Ｉ , R ＩＩ , R ＩＩＩ , R ＩＶ , R Ｖ , R ＶＩ , R ＶＩＩ , R ＶＩＩＩ , R ＩＸ , R Ｘ , R ＸＩ , R ＸＩＩ , R ＸＩＩＩ , R ＸＩＶ , and R ＸＶ are independently selected from the group consisting of: hydrogen, deuterium, N(R ７ ) ２ 、 OR ７ 、 SR ７ 、 Si(R ７ ) ３ 、 B(OR ７ ) ２ 、 OSO ２ R ７ 、 CF ３ 、 C.N., halogen, C １ -C ４０ Alkyl, This means that one or more substituents R ７ optionally substituted with Here, one or more non-adjacent CH ２ The group is R ７ C=CR ７ , C≡C, Si(R ７ ) ２ , Ge(R ７ ) ２ , Sn(R ７ ) ２ , C=O, C=S, C=Se, C=NR ７ , P(=O)(R ７ ), SO, SO ２ , N.R. ７ , O, S or CONR ７ and optionally replaced by C １ -C ４０ Alkoxy, This means that one or more substituents R ７ optionally substituted with Here, one or more non-adjacent CH ２ The group is R ７ C=CR ７ , C≡C, Si(R ７ ) ２ , Ge(R ７ ) ２ , Sn(R ７ ) ２ , C=O, C=S, C=Se, C=NR ７ , P(=O)(R ７ ), SO, SO ２ , N.R. ７ , O, S or CONR ７ and optionally replaced by C １ -C ４０ thioalkoxy, This means that one or more substituents R ７ optionally substituted with Here, one or more non-adjacent CH ２ The group is R ７ C=CR ７ , C≡C, Si(R ７ ) ２ , Ge(R ７ ) ２ , Sn(R ７ ) ２ , C=O, C=S, C=Se, C=NR ７ , P(=O)(R ７ ), SO, SO ２ , N.R. ７ , O, S or CONR ７ and optionally replaced by C ２ -C ４０ alkenyl, This means that one or more substituents R ７ optionally substituted with Here, one or more non-adjacent CH ２ The group is R ７ C=CR ７ , C≡C, Si(R ７ ) ２ , Ge(R ７ ) ２ , Sn(R ７ ) ２ , C=O, C=S, C=Se, C=NR ７ , P(=O)(R ７ ), SO, SO ２ , N.R. ７ , O, S or CONR ７ and optionally replaced by C ２ -C ４０ Alkynyl, This means that one or more substituents R ７ optionally substituted with Here, one or more non-adjacent CH ２ The group is R ７ C=CR ７ , C≡C, Si(R ７ ) ２ , Ge(R ７ ) ２ , Sn(R ７ ) ２ , C=O, C=S, C=Se, C=NR ７ , P(=O)(R ７ ), SO, SO ２ , N.R. ７ , O, S or CONR ７ and optionally replaced by C ６ -C ６０ aryl, This means that one or more substituents R ７ and C ３ -C ５７ heteroaryl, This means that one or more substituents R ７ optionally substituted with Here, adjacent R Ｉ Group or R ＩＶ The groups are optionally bonded to each other and include one or more C １ -C ５ Alkyl group, deuterium, halogen, CN or CF ３ forming an aryl or heteroaryl ring optionally substituted with Here, adjacent R Ｖ Group or R ＶＩＩＩ The groups are optionally bonded to each other and include one or more C １ -C ５ Alkyl group, deuterium, halogen, CN or CF ３ forming an aryl or heteroaryl ring optionally substituted with where adjacent groups R ＩＸ Or R ＸＩＩ are optionally bonded to each other and one or more C １ -C ５ Alkyl group, deuterium, halogen, CN or CF ３ forming an aryl or heteroaryl ring optionally substituted with where adjacent groups R ＸＩＩＩ Or R ＸＶ are optionally bonded to each other and one or more C １ -C ５ Alkyl group, deuterium, halogen, CN or CF ３ forming an aryl or heteroaryl ring optionally substituted with R ７ is selected from the group consisting of: hydrogen, deuterium, N(R ８ ) ２ 、 OR ８ 、 SR ８ 、 Si(R ８ ) ３ 、 B(OR ８ ) ２ 、 OSO ２ R ８ 、 CF ３ 、 C.N., halogen, C １ -C ４０ Alkyl, This means that one or more substituents R ８ optionally substituted with Here, one or more non-adjacent CH ２ The group is R ８ C=CR ８ , C≡C, Si(R ８ ) ２ , Ge(R ８ ) ２ , Sn(R ８ ) ２ , C=O, C=S, C=Se, C=NR ８ , P(=O)(R ８ ), SO, SO ２ , N.R. ８ , O, S or CONR ８ and optionally replaced by C １ -C ４０ Alkoxy, This means that one or more substituents R ８ optionally substituted with Here, one or more non-adjacent CH ２ The group is R ８ C=CR ８ , C≡C, Si(R ８ ) ２ , Ge(R ８ ) ２ , Sn(R ８ ) ２ , C=O, C=S, C=Se, C=NR ８ , P(=O)(R ８ ), SO, SO ２ , N.R. ８ , O, S or CONR ８ and optionally replaced by C １ -C ４０ thioalkoxy, This means that one or more substituents R ８ optionally substituted with Here, one or more non-adjacent CH ２ The group is R ８ C=CR ８ , C≡C, Si(R ８ ) ２ , Ge(R ８ ) ２ , Sn(R ８ ) ２ , C=O, C=S, C=Se, C=NR ８ , P(=O)(R ８ ), SO, SO ２ , N.R. ８ , O, S or CONR ８ and optionally replaced by C ２ -C ４０ alkenyl, This means that one or more substituents R ８ optionally substituted with Here, one or more non-adjacent CH ２ The group is R ８ C=CR ８ , C≡C, Si(R ８ ) ２ , Ge(R ８ ) ２ , Sn(R ８ ) ２ , C=O, C=S, C=Se, C=NR ８ , P(=O)(R ８ ), SO, SO ２ , N.R. ８ , O, S or CONR ８ and optionally replaced by C ２ -C ４０ Alkynyl, This means that one or more substituents R ８ optionally substituted with Here, one or more non-adjacent CH ２ The group is R ８ C=CR ８ , C≡C, Si(R ８ ) ２ , Ge(R ８ ) ２ , Sn(R ８ ) ２ , C=O, C=S, C=Se, C=NR ８ , P(=O)(R ８ ), SO, SO ２ , N.R. ８ , O, S or CONR ８ and optionally replaced by C ６ -C ６０ aryl, This means that one or more substituents R ８ and C ３ -C ５７ heteroaryl, This means that one or more substituents R ８ optionally substituted with R ８ are in each case independently of one another hydrogen, deuterium, halogen, OPh, SPh, CF ３ , CN, Si(C １ -C ５ alkyl) ３ or Si(Ph) ３ is selected from the group consisting of C １ -C ５ Alkyl, wherein one or more hydrogen atoms are, independently of one another, deuterium, halogen, CN or CF ３ and optionally replaced by C １ -C ５ Alkoxy, wherein one or more hydrogen atoms are, independently of one another, deuterium, halogen, CN or CF ３ and optionally replaced by C １ -C ５ thioalkoxy, wherein one or more hydrogen atoms are, independently of one another, deuterium, halogen, CN or CF ３ and optionally replaced by C ２ -C ５ alkenyl, wherein one or more hydrogen atoms are, independently of one another, deuterium, halogen, CN or CF ３ and optionally replaced by C ２ -C ５ Alkynyl, wherein one or more hydrogen atoms are, independently of one another, deuterium, halogen, CN or CF ３ and optionally replaced by C ６ -C １８ aryl, This means that 1 or more C １ -C ５ optionally substituted with an alkyl group; C ３ -C １７ heteroaryl, This means that 1 or more C １ -C ５ optionally substituted with an alkyl group; N (C ６ -C １８ aryl) ２ , N (C ３ -C １７ Heteroaryl) ２ , and N (C ３ -C １７ Heteroaryl) (C ６ -C １８ aryl), Here, the substituents R 2 and R ＸＩＩＩ , R ＸＩＶ , or R ＸＶ are each independently one or more substituents R 2, R ＸＩＩＩ , R ＸＩＶ , or R ＸＶ optionally forming a monocyclic or polycyclic, aliphatic, aromatic and / or benzo-fused ring system with Here, the substituent R ３ , R ４ , R ＩＸ , R Ｘ , R ＸＩ or R ＸＩＩ are, independently of one another, one or more substituents R ３ , R ４ , R ＩＸ , R Ｘ , R ＸＩ or R ＸＩＩ together optionally form a mono- or polycyclic, aliphatic, aromatic and / or benzo-fused ring system.

2. The organic molecule of claim 1 , wherein the molecule has the structure of Formula Ib: 【Chemistry 2】 Chemical Ib.

3. The R Ｖ and the R ＸＩＩ The organic molecule according to claim 1 or 2, wherein none of the groups represents hydrogen.

4. The organic molecule according to claim 2 or 3, wherein at least one of Y and Z is a direct bond.

5. The aforementioned R Ｖ , R ＶＩ , R ＶＩＩ , R ＶＩＩＩ , R ＩＸ , R Ｘ , R ＸＩ and R ＸＩＩ teeth, 5. The organic molecules according to any one of claims 1 to 4, which are independently selected from the group consisting of: Hydrogen, deuterium, halogen, Me, ｉ Pr, ｔ Bu, C.N., C.F. ３ , SiMe ３ , SiPh ３ , OPh, CMe ２ Ph, N(Ph) ２ , and Ph, This is Me, ｉ Pr, ｔ Bu, C.N., C.F. ３ and Ph, optionally substituted with one or more substituents independently selected from the group consisting of Here, N(Ph) ２ , OPh and CMe ２ In Ph, Ph is adjacent R Ｖ Group or R ＸＩＩ At least one of the groups is optionally combined to form an aryl or heteroaryl ring.

6. The R Ｖ = the above R ＸＩＩ and / or the R Ｘ = the above R ＶＩＩ The organic molecule according to claim 1 , wherein

7. The X ２ 7. The organic molecule according to claim 1, wherein =N.

8. 8. An organic molecule according to any one of claims 1 to 7, characterized in that it is used as a light emitter and / or host material and / or electron transport material and / or hole injection material and / or hole blocking material in an optoelectronic device.

9. The optoelectronic device is selected from the group consisting of organic molecules according to claim 8: Organic light emitting diodes (OLEDs), light emitting electrochemical cells (LECs), OLED sensors, organic diodes, organic solar cells, organic transistors, organic field effect transistors, organic lasers and downward conversion devices.

10. A composition comprising: (a) an organic molecule according to any one of claims 1 to 7 in the form of an emitter and / or a host; (b) an emitter and / or host material different from the organic molecule; and (c) optionally, a dye and / or a solvent.

11. An optoelectronic device comprising an organic molecule according to any one of claims 1 to 7 or a composition according to claim 10.

12. 12. The optoelectronic device of claim 11, in a form selected from the group consisting of an organic light emitting diode (OLED), a light emitting electrochemical cell (LEC), an OLED sensor, an organic diode, an organic solar cell, an organic transistor, an organic field effect transistor, an organic laser, and a downward conversion device.

13. 13. An optoelectronic device according to claim 11 or 12, comprising: -substrate, an anode, and a cathode, wherein the anode or the cathode is arranged on the substrate, an emissive layer, which is disposed between the anode and the cathode and which comprises the organic molecules or the composition;

14. 11. A method for manufacturing an optoelectronic device, wherein an organic molecule according to any one of claims 1 to 7 or a composition according to claim 10 is used, the method comprising processing the organic molecule by a vacuum evaporation method or from a solution.

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