Organic molecules for optoelectronic devices

Abstract

The invention relates to an organic molecule having a first chemical moiety having the structure of Formula I: and two second chemical moieties having the structure of Formula II: wherein R z is the binding site of a single bond connecting the first chemical moiety to the second chemical moiety; R 1 is, at each occurrence, independently selected from the group consisting of hydrogen; deuterium; OPh (Ph = phenyl); SPh; CF3; CN; F; Si(C1-C5 alkyl)3; Si(Ph)3; C1-C5 alkyl; C1-C5 alkoxy; C1-C5 thioalkoxy; C2-C5 alkenyl; C2-C5 alkynyl; C6-C 18 aryl; C3-C 17 heteroaryl; N(C6-C 18 aryl)2; N(C3-C 17 heteroaryl)2; and N(C3-C 17 heteroaryl)(C6-C 18 aryl); the dotted line represents the binding site of the first chemical moiety to the second chemical moiety; and Z is, at each occurrence, independently selected from the group consisting of a direct bond, CR 5 R 6 , C=CR 5 R 6 , C=O, C=NR 5 , NR 5 , O, SiR 5 R 6 , S, S(O), and S(O)2.

Description

TECHNICAL FIELD

[0001] The invention relates to organic molecules and the use of organic molecules in organic light emitting diodes (OLEDs) and in other optoelectronic devices. BACKGROUND

[0002] The use of organic molecules in optoelectronic devices is under intense development. SUMMARY

[0003] It is an object of the present invention to provide organic molecules suitable for use in optoelectronic devices.

[0004] This object is achieved by the invention providing a novel class of organic molecules.

[0005] According to the invention, the organic molecules are purely organic molecules, i.e. the organic molecules do not comprise any metal ions in contrast to known metal complexes used in optoelectronic devices. However, the organic molecules of the invention comprise metalloids (in particular B, Si, Sn, Se and / or Ge).

[0006] According to the invention, the organic molecules exhibit an emission maximum in the yellow spectral range, the orange spectral range or the red spectral range. In particular, the organic molecules exhibit an emission maximum between 570 nm and 800 nm (preferably between 580 nm and 700 nm, more preferably between 590 nm and 690 nm, even more preferably between 610 nm and 665 nm, even more preferably between 620 nm and 640 nm). In particular, the photoluminescence quantum yield of the organic molecules according to the invention is 50% or more. The use of the organic molecules according to the invention in optoelectronic devices (for example organic light emitting diodes (OLEDs)) leads to a higher efficiency or a higher color purity (expressed by the full width at half maximum (FWHM) of the emission) of the optoelectronic devices. The corresponding OLEDs have a higher stability and comparable color than OLEDs employing known emitter materials.

[0007] The organic molecules of the invention comprise or consist of a first chemical moiety and exactly two second chemical moieties (i.e. not more than two second chemical moieties):

[0008] The first chemical moiety comprises or consists of a structure of Formula I:

[0009]

[0010] The exactly two second chemical moieties (i.e. not more than two second chemical moieties) independently comprise or consist of a structure of Formula II:

[0011]

[0012] wherein R z is, at each occurrence, a binding site of a single bond connecting the first chemical moiety to the second chemical moiety;

[0013] R 1 is, at each occurrence, independently from each other selected from the group consisting of hydrogen; deuterium; OPh (Ph = phenyl); SPh; CF3; CN; F; Si(C1-C5-alkyl)3; Si(Ph)3; C1-C5-alkyl, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium (D), CN, CF3or F; C1-C5-alkoxy, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF3or F; C1-C5-thioalkoxy, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF3or F; C2-C5-alkenyl, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF3or F; C2-C5-alkynyl, wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF3or F; C6-C 18 aryl, optionally substituted by one or more C1-C5-alkyl substituents, Ph, CN, CF3or F; C3-C 17 heteroaryl, optionally substituted by one or more C1-C5-alkyl substituents, Ph, CN, CF3or F; N(C6-C 18 aryl)2; N(C3-C 17 heteroaryl)2; and N(C3-C 17 heteroaryl)(C6-C 18 aryl).

[0014] the dotted lines in formula II both represent binding sites of the first chemical moiety to the second chemical moiety; at each dotted line the structure shown in formula II is bound to the structure shown in formula I via a single bond.

[0015] Z is selected from the group consisting of a direct bond, CR 5 R 6 , C=CR 5 R 6 , C=O, C=NR 5 , NR 5 , O, SiR 5 R 6 , S, S(O) and S(O)2;

[0016] R a is, at each occurrence, independently selected from the group consisting of hydrogen; deuterium; N(R 3 )2; OR 3 ; SR3 Si(R 3 )3; B(OR 3 )2; OSO2R 3 ; CF3; CN; halogen; Ci-C 40 alkyl, optionally substituted with one or more substituents R 3 , and where one or more non-adjacent CH2groups are optionally substituted by R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=0, C=S, C=Se, C=NR 3 , P(=0)(R 3 ), SO, S02, NR 3 , O, S or CONR 3 ; Ci-C 40 alkoxy, optionally substituted with one or more substituents R 3 , and where one or more non-adjacent CH2groups are optionally substituted by R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=0, C=S, C=Se, C=NR 3 , P(=0)(R 3 ), SO, S02, NR 3 , O, S or CONR 3 ; Ci-C 40 thioalkoxy, optionally substituted with one or more substituents R 3 , and where one or more non-adjacent CH2groups are optionally substituted by R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=0, C=S, C=Se, C=NR 3 , P(=0)(R 3 ), SO, S02, NR 3 , O, S or CONR 3 ; C2-C 40 alkenyl, optionally substituted with one or more substituents R 3 , and where one or more non-adjacent CH2groups are optionally substituted by R 3 C=CR 3C≡C, Si(R) 3 )2、Ge(R 3 )2、Sn(R 3 )2. C=O, C=S, C=Se, C=NR 3 P(=O)(R) 3 SO, SO2, NR 3 O, S or CONR 3 Replacement; C2-C 40 The alkynyl group may optionally be substituted with one or more substituents R. 3 And wherein one or more non-adjacent CH2 groups are optionally R 3 C = CR 3 C≡C, Si(R) 3 )2、Ge(R 3 )2、Sn(R 3 )2. C=O, C=S, C=Se, C=NR 3 P(=O)(R) 3 SO, SO2, NR 3 O, S or CONR 3 Replacement; C6-C 60 aryl, optionally substituted with one or more substituents R 3 ; and C3-C 57 Heteroaryl, optionally substituted with one or more substituents R 3 ;

[0017] R 3 R 5 and R 6 Each time it appears, it is independently selected from the group consisting of: hydrogen; deuterium; N(R) 4 )2; OR 4 ;SR 4 ;Si(R) 4 )3;B(OR 4 )2; OSO2R 4 ;CF3;CN;halogen;C1-C 40 Alkyl groups, optionally substituted with one or more substituents R 4 And wherein, one or more non-adjacent CH2 groups are optionally R 4 C = CR 4 C≡C, Si(R) 4 )2、Ge(R 4 )2、Sn(R 4 )2. C=O, C=S, C=Se, C=NR 4 P(=O)(R) 4 SO, SO2, NR 4O, S or CONR 4 substituted; C1-C 40 alkyl, which is optionally substituted with one or more substituents R 4 and wherein one or more non-adjacent CH2groups are optionally substituted by R 4 C=CR 4 , C≡C, Si(R 4 )2, Ge(R 4 )2, Sn(R 4 )2, C=0, C=S, C=Se, C=NR 4 , P(=0)(R 4 ), SO, S02, NR 4 , O, S or CONR 4 substituted; C1-C 40 thioalkoxy, which is optionally substituted with one or more substituents R 4 and wherein one or more non-adjacent CH2groups are optionally substituted by R 4 C=CR 4 , C≡C, Si(R 4 )2, Ge(R 4 )2, Sn(R 4 )2, C=0, C=S, C=Se, C=NR 4 , P(=0)(R 4 ), SO, S02, NR 4 , O, S or CONR 4 substituted; C2-C 40 alkenyl, which is optionally substituted with one or more substituents R 4 and wherein one or more non-adjacent CH2groups are optionally substituted by R 4 C=CR 4 , C≡C, Si(R 4 )2, Ge(R 4 )2, Sn(R 4 )2, C=0, C=S, C=Se, C=NR 4 , P(=0)(R 4 ), SO, S02, NR 4 , O, S or CONR 4 substituted; C2-C 40 alkynyl, which is optionally substituted with one or more substituents R 4 and wherein one or more non-adjacent CH2groups are optionally substituted by R 4 C=CR 4 , C≡C, Si(R 4 )2, Ge(R 4 )2, Sn(R4 )2, C=0, C=S, C=Se, C=NR 4 , P(=0)(R 4 ), SO, S02, NR 4 , O, S or CONR 4 substituted; C6-C 60 aryl, optionally substituted with one or more substituents R 4 ; and C3-C 57 heteroaryl, optionally substituted with one or more substituents R 4 ;

[0018] R 4 is, at each occurrence, independently of each other selected from the group consisting of hydrogen; deuterium; halogen; OPh; SPh; CF3; CN; Si(Ci-C5-alkyl)3; Si(Ph)3; Ci-C5-alkyl, wherein optionally one or more hydrogen atoms are independently substituted with deuterium, halogen, CN or CF3; Ci-C5-alkoxy, wherein optionally one or more hydrogen atoms are independently substituted with deuterium, halogen, CN or CF3; Ci-C5-thioalkoxy, wherein optionally one or more hydrogen atoms are independently substituted with deuterium, halogen, CN or CF3; C2-C5-alkenyl, wherein optionally one or more hydrogen atoms are independently substituted with deuterium, halogen, CN or CF3; C2-C5-alkynyl, wherein optionally one or more hydrogen atoms are independently substituted with deuterium, halogen, CN or CF3; C6-C 18 aryl, optionally substituted with one or more Ci-C5-alkyl substituents; C3-C 17 heteroaryl, optionally substituted with one or more Ci-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);

[0019] wherein any of the groups R a positioned adjacent to each other are optionally bound to each other and form an aromatic or heteroaromatic ring, optionally substituted with one or more C6-C 18 aryl substituents, Ci-C5-alkyl substituents, deuterium, halogen, CN or CF3; and

[0020] wherein the substituents R 5 are independently of each other optionally formed with one or more further substituents selected from the group consisting of R 6 and / or R a form a mono- or polycyclic aliphatic, aromatic and / or benzo-fused ring system.

[0021] Specific examples are listed below:

[0022]

[0023] R z at each occurrence is a binding site for a single bond connecting the first chemical moiety to the second chemical moiety; two R z bound to the structure as shown in Formula II at the position marked by a dashed line. This is exemplified by the following structure of an organic molecule:

[0024]

[0025] In one embodiment of the invention, R a is independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; CN; CF3; Ph, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF3, F and Ph; pyridyl, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF3, F and Ph; carbazolyl, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF3, F and Ph; triazinyl, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF3, F and Ph; and N(Ph)2,

[0026] wherein adjacent groups R a are optionally bound to each other and form an aromatic or heteroaromatic ring, which is optionally substituted with one or more substituents selected from the group consisting of C1-C5 alkyl substituents, deuterium, halogen, CN and CF3.

[0027] In one embodiment of the invention, R a is independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; CN; CF3; Ph, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, tone or more substituents selected from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph, optionally substituted with one or more substituents selected independently from one another from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph; pyridyl, optionally substituted with one or more substituents selected independently from one another from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph; carbazolyl, optionally substituted with one or more substituents selected independently from one another from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph; triazinyl, optionally substituted with one or more substituents selected independently from one another from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph; and N(Ph)2. i Pr, t Bu, CN, CF3, and Ph; pyridyl, optionally substituted with one or more substituents selected independently from one another from the group consisting of Me, i Pr, t Bu, CN, CF3, and Ph; carbazolyl, optionally substituted with one or more substituents selected independently from one another from the group consisting of Me, i Pr, t Bu, CN, CF3, and Ph; triazinyl, optionally substituted with one or more substituents selected independently from one another from the group consisting of Me,

[0028] wherein adjacent groups R a are optionally bound to one another and form an aromatic or heteroaromatic ring, which is optionally substituted with one or more C1-C5 alkyl substituents, deuterium, halogen, CN, or CF3.

[0029] In one embodiment of the invention, R a are independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; CN; CF3; Ph, optionally substituted with one or more substituents selected independently from one another from the group consisting of Me, i Pr, t Bu, CN, CF3, and Ph; pyridyl, optionally substituted with one or more substituents selected independently from one another from the group consisting of Me, i Pr, t Bu, CN, CF3, and Ph; carbazolyl, optionally substituted with one or more substituents selected independently from one another from the group consisting of Me, i Pr, t Bu, CN, CF3, and Ph; triazinyl, optionally substituted with one or more substituents selected independently from one another from the group consisting of Me, i Pr, t Bu, CN, CF3, and Ph; and N(Ph)2.

[0030] In yet another embodiment of the invention, R a are independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; CN; CF3; Ph, optionally substituted with one or more substituents selected independently from one another from the group consisting of Me, i Pr, tone or more substituents selected from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph; pyridyl, optionally substituted with one or more substituents selected independently from each other from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph; pyrimidinyl, optionally substituted with one or more substituents selected independently from each other from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph; and triazinyl, optionally substituted with one or more substituents selected independently from each other from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph. i Pr, t Bu, CN, CF3, and Ph; pyridyl, optionally substituted with one or more substituents selected independently from each other from the group consisting of Me, i Pr, t Bu, CN, CF3, and Ph; and triazinyl, optionally substituted with one or more substituents selected independently from each other from the group consisting of Me, i Pr, t Bu, CN, CF3, and Ph,

[0031] wherein adjacent groups R a are optionally bound to each other and form an aromatic or heteroaromatic ring, which is optionally substituted with one or more C1-C5 alkyl substituents, deuterium, halogen, CN, or CF3.

[0032] In yet another embodiment of the invention, R a are independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; Ph, optionally substituted with one or more substituents selected independently from each other from the group consisting of Me, i Pr, t one or more substituents selected from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph; pyridyl, optionally substituted with one or more substituents selected independently from each other from the group consisting of Me, i Pr, t one or more substituents selected from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph; pyrimidinyl, optionally substituted with one or more substituents selected independently from each other from the group consisting of Me, i Pr, t one or more substituents selected from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph; triazinyl, optionally substituted with one or more substituents selected independently from each other from the group consisting of Me, i Pr, t one or more substituents selected from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph; and N(Ph)2.

[0033] In one embodiment of the invention, R a are independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; Ph, optionally substituted with one or more substituents selected independently from each other from the group consisting of Me, i Pr, tone or more substituents selected from the group consisting of Me, CN, CF3, and Ph; carbazolyl, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF3, and Ph; and N(Ph)2.

[0034] wherein adjacent groups R a are optionally bound to each other and form an aromatic ring, which is optionally substituted with one or more Me,

[0035] In particular embodiments of the application, R a are independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; Ph, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF3, and Ph; and N(Ph)2.

[0036] wherein adjacent groups R a are optionally bound to each other and form an aromatic ring, which is optionally substituted with one or more Me,

[0037] In particular embodiments of the application, R a are independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; Ph, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, and t Bu; and N(Ph)2.

[0038] wherein adjacent groups R a are optionally bound to each other and form an aromatic ring, which is optionally substituted with one or more Me, i Pr, or t Bu.

[0039] In particular embodiments of the application, R a are independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; Ph, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF3, and Ph; and N(Ph)2.

[0040] In particular embodiments of the application, R a is independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; and N(Ph)2,

[0041] wherein adjacent groups R a are optionally bound to each other and form an aromatic ring, which is optionally substituted with one or more Me, i Pr or t Bu.

[0042] In particular embodiments of the application, R a is independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; Ph, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF3and Ph; and N(Ph)2.

[0043] In particular embodiments of the application, R a is independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; Ph, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr and t Bu.

[0044] In one embodiment, R 1 is at each occurrence independently selected from the group consisting of hydrogen; deuterium; Me; i Pr; t Bu; SiMe3; SiPh3; and Ph, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu and Ph.

[0045] In one embodiment, R 1 is selected from the group consisting of Me; i Pr; t Bu; SiMe3; SiPh3; and Ph, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu and Ph.

[0046] In preferred embodiments, R1 selected from the group consisting of hydrogen; i Pr; and Ph, optionally substituted with one or more Ph substituents.

[0047] In another embodiment, R 1 selected from the group consisting of: i Pr; and Ph, optionally substituted with one or more Ph substituents.

[0048] In one embodiment, Z is selected from the group consisting of a direct bond, CR 5 R 6 , NR 5 , and O.

[0049] In a preferred embodiment, Z is selected from the group consisting of a direct bond, NR 5 , and O.

[0050] In a more preferred embodiment, Z is selected from the group consisting of a direct bond and NR 5 .

[0051] In a particular embodiment, Z is NR 5 .

[0052] In a preferred embodiment, Z is selected from the group consisting of a direct bond, O, and NPh, wherein the phenyl group (Ph) is optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF3, F, and Ph.

[0053] In a particular embodiment, Z is NPh, wherein Ph is optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF3, F, and Ph.

[0054] In one embodiment, R 3 are at each occurrence independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; SiMe3; SiPh3; and Ph, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, and Ph.

[0055] In one embodiment, R 3 are selected from the group consisting of hydrogen; Me; i Pr; tBu; and Ph, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu and Ph.

[0056] In one embodiment of the application, R 5 is independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; CN; CF3; Ph, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF3 and Ph; pyridyl, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF3 and Ph; carbazolyl, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF3 and Ph; triazinyl, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF3 and Ph; and N(Ph)2.

[0057] In one embodiment of the application, R 5 is independently selected from the group consisting of Me; i Pr; t Bu; CN; CF3; Ph, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF3 and Ph; and pyridyl, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF3 and Ph.

[0058] In one embodiment of the application, R 5 is independently selected from the group consisting of Me; i Pr; t Bu; CN; CF3; and Ph, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF3 and Ph.

[0059] In a preferred embodiment of the application, R5 independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF3, and Ph.

[0060] In a more preferred embodiment of the application, R 5 independently from each other selected from the group consisting of Ph, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, and Ph.

[0061] In a particular embodiment of the application, R 5 at each occurrence is Ph.

[0062] In one embodiment of the application, the second chemical moiety comprises or consists of a structure of Formula IIa:

[0063]

[0064] In one embodiment, the second chemical moiety consists of a structure of Formula IIa, wherein Z is selected from the group consisting of a direct bond, CR 5 R 6 , NR 5 , and O.

[0065] In a preferred embodiment, the second chemical moiety consists of a structure of Formula IIa, wherein Z is selected from the group consisting of a direct bond, NR 5 , and O.

[0066] In a more preferred embodiment, the second chemical moiety consists of a structure of Formula IIa, wherein Z is selected from the group consisting of a direct bond and NR 5 .

[0067] In a particular embodiment, the second chemical moiety consists of a structure of Formula IIa, wherein Z is NR 5 .

[0068] In one embodiment of the application, the second chemical moiety comprises or consists of a structure of Formula IIb-I and Formula IIb-II:

[0069]

[0070] wherein R b at each occurrence is independently selected from the group consisting of hydrogen; deuterium; N(R 3 )2; OR 3; SR 3 ; Si(R 3 )3; B(OR 3 )2; OSO2R 3 ; CF3; CN; halogen; C1-C 40 alkyl, optionally substituted with one or more substituents R 3 , and where one or more non-adjacent CH2groups are optionally substituted by R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=0, C=S, C=Se, C=NR 3 , P(=0)(R 3 ), SO, S02, NR 3 , 0, S or CONR 3 ; C1-C 40 alkoxy, optionally substituted with one or more substituents R 3 , and where one or more non-adjacent CH2groups are optionally substituted by R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=0, C=S, C=Se, C=NR 3 , P(=0)(R 3 ), SO, S02, NR 3 , 0, S or CONR 3 ; C1-C 40 thioalkoxy, optionally substituted with one or more substituents R 3 , and where one or more non-adjacent CH2groups are optionally substituted by R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=0, C=S, C=Se, C=NR 3 , P(=0)(R 3 ), SO, S02, NR 3 , 0, S or CONR 3 ; C2-C 40 alkenyl, optionally substituted with one or more substituents R 3 , and where one or more non-adjacent CH2groups are optionally substituted by R 3 C=CR3 C=C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=0, C=S, C=Se, C=NR 3 , P(=0)(R 3 ), SO, S02, NR 3 , O, S or CONR 3 substituted; C2-C 40 alkynyl, which is optionally substituted with one or more substituents R 3 , and wherein one or more non-adjacent CH2groups are optionally substituted by R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=0, C=S, C=Se, C=NR 3 , P(=0)(R 3 ), SO, S02, NR 3 , O, S or CONR 3 substituted; C6-C 60 aryl, which is optionally substituted with one or more substituents R 3 ; and C3-C 57 heteroaryl, which is optionally substituted with one or more substituents R 3 .

[0071] R b is, at each occurrence, independently of each other selected from the group consisting of hydrogen; Me; i Pr; t Bu; CN; CF3; Ph, which is optionally substituted with one or more substituents independently of each other selected from the group consisting of Me, i Pr, t Bu, CN, CF3and Ph; pyridyl, which is optionally substituted with one or more substituents independently of each other selected from the group consisting of Me, i Pr, t Bu, CN, CF3and Ph; carbazolyl, which is optionally substituted with one or more substituents independently of each other selected from the group consisting of Me, i Pr, t Bu, CN, CF3and Ph; triazinyl, which is optionally substituted with one or more substituents independently of each other selected from the group consisting of Me, i Pr, t Bu, CN, CF3and Ph; and N(Ph)2.

[0072] In a further embodiment of the application, R b independently from each other at each occurrence are selected from the group consisting of hydrogen; Me; i Pr; t Bu; CN; CF3; Ph, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF3 and Ph; pyridyl, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF3 and Ph; pyrimidinyl, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF3 and Ph; and triazinyl, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF3 and Ph.

[0073] In a preferred embodiment of the application, R b independently from each other at each occurrence are selected from the group consisting of hydrogen; Me; i Pr; t Bu; CN; CF3; Ph, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF3 and Ph; and N(Ph)2.

[0074] In a further embodiment of the application, R b independently from each other at each occurrence are selected from the group consisting of hydrogen; Me; i Pr; t Bu; CN; CF3; and Ph, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF3 and Ph.

[0075] In a further embodiment of the application, R b independently from each other at each occurrence are selected from the group consisting of Me; i Pr; t Bu; CN; CF3; Ph, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, tone or more substituents independently of each other selected from the group consisting of Me, Et, Pr, Bu, Ph, optionally substituted with one or more substituents independently of each other selected from the group consisting of Me, Et, Pr, Bu, Ph, and N(Ph)2.

[0076] R3independently of each other at each occurrence is selected from the group consisting of hydrogen; Me; b independently of each other at each occurrence is selected from the group consisting of hydrogen; Me; i Pr; t Bu; Ph, optionally substituted with one or more substituents independently of each other selected from the group consisting of Me, i Pr, t Bu and Ph; and N(Ph)2.

[0077] R3independently of each other at each occurrence is selected from the group consisting of hydrogen; Me; b independently of each other at each occurrence is selected from the group consisting of hydrogen; Me; i Pr; t Bu; and N(Ph)2.

[0078] R3independently of each other at each occurrence is selected from the group consisting of hydrogen; Me; b independently of each other at each occurrence is selected from the group consisting of hydrogen; Ph, optionally substituted with one or more substituents independently of each other selected from the group consisting of Me, i Pr, t Bu and Ph; and N(Ph)2.

[0079] R3independently of each other at each occurrence is selected from the group consisting of hydrogen; Me; b independently of each other at each occurrence is selected from the group consisting of Me; i Pr; t Bu; Ph, optionally substituted with one or more substituents independently of each other selected from the group consisting of Me, i Pr, t Bu and Ph; and N(Ph)2.

[0080] R3independently of each other at each occurrence is selected from the group consisting of hydrogen; Me; b independently of each other at each occurrence is selected from the group consisting of Me; i Pr; t Bu; and N(Ph)2.

[0081] R3independently of each other at each occurrence is selected from the group consisting of hydrogen; Me; b independently of each other at each occurrence is selected from the group consisting of Ph, optionally substituted with one or more substituents independently of each other selected from the group consisting of Me, i Pr, t Bu and Ph; and N(Ph)2.

[0082] In one embodiment, the second chemical moiety consists of the structure of Formula IIb-I and Formula IIb-II, wherein Z is selected from the group consisting of a direct bond, CR 5 R 6 , NR 5 , and O.

[0083] In a preferred embodiment, the second chemical moiety consists of the structure of Formula IIb-I and Formula IIb-II, wherein Z is selected from the group consisting of a direct bond, NR 5 , and O.

[0084] In a more preferred embodiment, the second chemical moiety consists of the structure of Formula IIb-I and Formula IIb-II, wherein Z is selected from the group consisting of a direct bond and NR 5 .

[0085] In a particular embodiment, the second chemical moiety consists of the structure of Formula IIb-I and Formula IIb-II, wherein Z is NR 5 .

[0086] In a preferred embodiment of the application, the second chemical moiety comprises or consists of the structure of Formula IIb-I:

[0087]

[0088] In one embodiment, the second chemical moiety consists of the structure of Formula IIb-I, wherein Z is selected from the group consisting of a direct bond, CR 5 R 6 , NR 5 , and O.

[0089] In a preferred embodiment, the second chemical moiety consists of the structure of Formula IIb-I, wherein Z is selected from the group consisting of a direct bond, NR 5 , and O.

[0090] In a more preferred embodiment, the second chemical moiety consists of the structure of Formula IIb-I, wherein Z is selected from the group consisting of a direct bond and NR 5 .

[0091] In a particular embodiment, the second chemical moiety consists of the structure of Formula IIb-I, wherein Z is NR 5 .

[0092] In one embodiment of the application, the second chemical moiety comprises or consists of the structure of Formula IIc-I, Formula IIc-II, Formula IIc-III, and Formula IIc-IV:

[0093]

[0094] In one embodiment, the second chemical moiety consists of the structure of Formula IIc-I, Formula IIc-II, Formula IIc-III, and Formula IIc-IV, wherein Z is selected from the group consisting of a direct bond, CR 5 R 6 , NR 5 , and O.

[0095] In a preferred embodiment, the second chemical moiety consists of the structure of Formula IIc-I, Formula IIc-II, Formula IIc-III, and Formula IIc-IV, wherein Z is selected from the group consisting of a direct bond, NR 5 , and O.

[0096] In a more preferred embodiment, the second chemical moiety consists of the structure of Formula IIc-I, Formula IIc-II, Formula IIc-III, and Formula IIc-IV, wherein Z is selected from the group consisting of a direct bond and NR 5 .

[0097] In a particular embodiment, the second chemical moiety consists of the structure of Formula IIc-I, Formula IIc-II, Formula IIc-III, and Formula IIc-IV, wherein Z is NR 5 .

[0098] In a preferred embodiment of the application, the second chemical moiety comprises or consists of the structure of Formula IIc-I:

[0099]

[0100] In one embodiment, the second chemical moiety consists of the structure of Formula IIc-I, wherein Z is selected from the group consisting of a direct bond, CR 5 R 6 , NR 5 , and O.

[0101] In a preferred embodiment, the second chemical moiety consists of the structure of Formula IIc-I, wherein Z is selected from the group consisting of a direct bond, NR 5 , and O.

[0102] In a more preferred embodiment, the second chemical moiety consists of the structure of Formula IIc-I, wherein Z is selected from the group consisting of a direct bond and NR 5 .

[0103] In a particular embodiment, the second chemical moiety consists of the structure of Formula IIc-I, wherein Z is NR 5 .

[0104] In the following, examples of second chemical moieties are shown:

[0105]

[0106] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia, Ib, or Ic:

[0107]

[0108] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia, Ib, or Ic, wherein R a is independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; CN; CF3; Ph, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF3, and Ph; pyridyl, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF3, and Ph; carbazolyl, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF3, and Ph; triazinyl, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF3, and Ph; and N(Ph)2,

[0109] wherein adjacent groups R a are optionally combined with each other and form an aromatic or heteroaromatic ring, which is optionally substituted with one or more C1-C5 alkyl substituents, deuterium, halogen, CN, or CF3.

[0110] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia, Ib, or Ic, wherein R a is independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; CN; CF3; Ph, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, CF3, and Ph; pyridyl, optionally substituted with one or more substituents independently selected from the group consisting of Me,i Pr、 t One or more substituents from the group consisting of Bu, CN, CF3, and Ph; carbazoyl group, optionally substituted with substituents independently selected from Me, i Pr、 t One or more substituents from the group consisting of Bu, CN, CF3, and Ph; triazine group, optionally substituted with substituents independently selected from Me, i Pr、 t One or more substituents in the group consisting of Bu, CN, CF3 and Ph; and N(Ph)2.

[0111] In another embodiment of the invention, the organic molecule includes, or is composed of, the structure of formula Ia, formula Ib or formula Ic, wherein R a Independently selected from the group consisting of: hydrogen; Me; i Pr; t Bu; CN; CF3; Ph, optionally replacing each other independently selected from Me, i Pr、 t One or more substituents from the group consisting of Bu, CN, CF3, and Ph; pyridyl group, optionally substituted with substituents independently selected from Me, i Pr、 t One or more substituents from the group consisting of Bu, CN, CF3, and Ph; a pyrimidinyl group, optionally substituted with substituents independently selected from Me, i Pr、 t One or more substituents from the group consisting of Bu, CN, CF3, and Ph; and a triazine group, optionally substituted with substituents independently selected from Me, i Pr、 t One or more substituents in the group consisting of Bu, CN, CF3 and Ph

[0112] Among them, the adjacent group R a They can optionally combine with each other to form an aromatic ring or heteroaromatic ring, which may optionally be substituted with one or more C1-C5 alkyl substituents, deuterium, halogen, CN or CF3.

[0113] In another embodiment of the invention, the organic molecule includes, or is composed of, the structure of formula Ia, formula Ib or formula Ic, wherein R a Independently selected from the group consisting of: hydrogen; Me; i Pr; t Bu; CN; CF3; Ph, optionally replacing each other independently selected from Me, i Pr、 tone or more substituents independently selected from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph; pyridyl, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t one or more substituents independently selected from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph; pyrimidyl, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t one or more substituents independently selected from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph; triazinyl, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t one or more substituents independently selected from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph; and N(Ph)2.

[0114] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia, Formula Ib, or Formula Ic, wherein R a is independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; Ph, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t one or more substituents independently selected from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph; carbazolyl, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t one or more substituents independently selected from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph; and N(Ph)2;

[0115] wherein adjacent groups R a are optionally bound to each other and form an aromatic or heteroaromatic ring, which is optionally substituted with one or more C1-C5 alkyl substituents, deuterium, halogen, CN, or CF3.

[0116] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia, Formula Ib, or Formula Ic, wherein R a is independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; Ph, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t one or more substituents independently selected from the group consisting of Me, Et, Pr, Bu, CN, CF3, and Ph; and N(Ph)2;

[0117] wherein adjacent groups R aoptionally bound to each other and form an aromatic ring, which is optionally substituted with one or more C1-C5 alkyl substituents, deuterium, halogen, CN, or CF3.

[0118] In particular embodiments of the application, the organic molecules comprise or consist of a structure of Formula Ia, Ib, or Ic, wherein R a is independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; Ph, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, and t Bu;

[0119] wherein adjacent groups R a optionally bound to each other and form an aromatic ring, which is optionally substituted with one or more Me, i Pr, or t Bu.

[0120] In particular embodiments of the application, the organic molecules comprise or consist of a structure of Formula Ia, Ib, or Ic, wherein R a is independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; Ph, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF3, and Ph;

[0121] In particular embodiments of the application, the organic molecules comprise or consist of a structure of Formula Ia, Ib, or Ic, wherein R a is independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; and Ph, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, and t Bu;

[0122] wherein adjacent groups R a optionally bound to each other and form an aromatic ring, which is optionally substituted with one or more Me, i Pr, or t Bu.

[0123] In a particular embodiment of the invention, the organic molecule comprises or consists of a structure of Formula Ia, Ib or Ic, wherein R a is independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; and Ph, optionally substituted with one or more substituents independently of each other selected from the group consisting of Me, i Pr, t Bu, CN, CF3and Ph.

[0124] In a particular embodiment of the invention, the organic molecule comprises or consists of a structure of Formula Ia, Ib or Ic, wherein R a is independently selected from the group consisting of hydrogen; Me; i Pr; t Bu; Ph, optionally substituted with one or more substituents independently of each other selected from the group consisting of Me, i Pr and t Bu; and N(Ph)2.

[0125] In a particular embodiment of the invention, the organic molecule comprises or consists of a structure of Formula Ia, Ib or Ic, wherein R 1 is independently of each other at each occurrence selected from the group consisting of hydrogen; deuterium; Me; i Pr; t Bu; SiMe3; SiPh3; and Ph, optionally substituted with one or more substituents independently of each other selected from the group consisting of Me, i Pr, t Bu and Ph.

[0126] In a particular embodiment of the invention, the organic molecule comprises or consists of a structure of Formula Ia, Ib or Ic, wherein R 1 is selected from the group consisting of Me; i Pr; t Bu; SiMe3; SiPh3; and Ph, optionally substituted with one or more substituents independently of each other selected from the group consisting of Me, i Pr, t Bu and Ph.

[0127] In a particular embodiment of the invention, the organic molecule comprises or consists of a structure of Formula Ia, Ib or Ic, wherein R 1 is selected from the group consisting of hydrogen; iPr; and Ph, optionally substituted with one or more substituents Ph.

[0128] In another embodiment, the organic molecule comprises or consists of a structure of Formula Ia, Ib or Ic, wherein R 1 is selected from the group consisting of: i Pr; and Ph, optionally substituted with one or more substituents Ph.

[0129] In one embodiment, the organic molecule comprises or consists of a structure of Formula Ia, Ib or Ic, wherein Z is selected from the group consisting of a direct bond, CR 5 R 6 , NR 5 and O.

[0130] In a preferred embodiment, the organic molecule comprises or consists of a structure of Formula Ia, Ib or Ic, wherein Z is selected from the group consisting of a direct bond, NR 5 and O.

[0131] In a more preferred embodiment, the organic molecule comprises or consists of a structure of Formula Ia, Ib or Ic, wherein Z is selected from the group consisting of a direct bond and NR 5 .

[0132] In a particular embodiment, the organic molecule comprises or consists of a structure of Formula Ia, Ib or Ic, wherein Z is NR 5 .

[0133] In one embodiment, the organic molecule comprises or consists of a structure of Formula Ia, Ib or Ic, wherein R 3 , R 4 and R 5 are at each occurrence independently from each other selected from the group consisting of: hydrogen; Me; i Pr; t Bu; SiMe3; SiPh3; and Ph, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu and Ph.

[0134] In one embodiment, the organic molecule comprises or consists of a structure of Formula Ia, Ib or Ic, wherein R 3 , R 4 and R5 selected from the group consisting of hydrogen; Me; i Pr; t Bu; and Ph, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, and Ph.

[0135] In one embodiment of the invention, the organic molecule comprises or consists of a structure of Formula Ia or Formula Ic.

[0136] In one embodiment of the invention, the organic molecule comprises or consists of a structure of Formula Ia or Formula Ic, wherein Z is selected from the group consisting of a direct bond, CR 5 R 6 , NR 5 , and O.

[0137] In one embodiment of the invention, the organic molecule comprises or consists of a structure of Formula Ia or Formula Ic, wherein Z is selected from the group consisting of a direct bond, NR 5 , and O.

[0138] In one embodiment of the invention, the organic molecule comprises or consists of a structure of Formula Ia or Formula Ic, wherein Z is selected from the group consisting of a direct bond and NR 5 .

[0139] In one embodiment of the invention, the organic molecule comprises or consists of a structure of Formula Ia or Formula Ic, wherein Z is NR 5 .

[0140] In a preferred embodiment of the invention, the organic molecule comprises or consists of a structure of Formula Ia:

[0141]

[0142] In one embodiment of the invention, the organic molecule comprises or consists of a structure of Formula Ia, wherein Z is selected from the group consisting of a direct bond, CR 5 R 6 , NR 5 , and O.

[0143] In one embodiment of the invention, the organic molecule comprises or consists of a structure of Formula Ia, wherein Z is selected from the group consisting of a direct bond, NR 5 , and O.

[0144] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia, wherein Z is selected from the group consisting of a direct bond, CR 5 .

[0145] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia, wherein Z is NR 5 .

[0146] In another embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ic:

[0147]

[0148] In a preferred embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia-I:

[0149]

[0150] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia-I, wherein Z is selected from the group consisting of a direct bond, CR 5 R 6 , NR 5 , and O.

[0151] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia-I, wherein Z is selected from the group consisting of a direct bond, CR 5 , NR 5 , and O.

[0152] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia-I, wherein Z is selected from the group consisting of a direct bond, CR 5 .

[0153] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia-I, wherein Z is NR 5 .

[0154] In yet another embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia-II:

[0155]

[0156] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia-II, wherein Z is selected from the group consisting of a direct bond, CR 5 R 6 , NR 5 , and O.

[0157] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia-II, wherein Z is selected from the group consisting of a direct bond, NR 5 and O.

[0158] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia-II, wherein Z is selected from the group consisting of a direct bond and NR 5 .

[0159] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia-II, wherein Z is NR 5 .

[0160] In yet another embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia-III:

[0161]

[0162] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia-III, wherein Z is selected from the group consisting of a direct bond, CR 5 R 6 , NR 5 and O.

[0163] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia-III, wherein Z is selected from the group consisting of a direct bond, NR 5 and O.

[0164] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia-III, wherein Z is selected from the group consisting of a direct bond and NR 5 .

[0165] In one embodiment of the invention, the organic molecules comprise or consist of a structure of Formula Ia-III, wherein Z is NR 5 . BRIEF DESCRIPTION OF DRAWINGS

[0166] Figure 1 is the emission spectrum of Example 1 in PMMA (2 wt.-%). DETAILED DESCRIPTION

[0167] As used throughout this application, the term "cycloalkyl group" can be understood in the broadest sense as any mono-, bi- or polycyclic moiety.

[0168] As used throughout this application, the terms "ring" and "ring system" can be understood in the broadest sense as any monocyclic, bicyclic, or polycyclic moiety.

[0169] As used throughout this application, the term "carbocyclo" can be understood in the broadest sense as any ring group in which the ring nucleus structure includes only carbon atoms, which of course can be substituted with hydrogen or any other substituents defined in the specific embodiments of the application. It is understood that the term "carbocyclic" as an adjective refers to a ring group in which the ring nucleus structure includes only carbon atoms, which of course can be substituted with hydrogen or any other substituents defined in the specific embodiments of the application.

[0170] As used throughout this application, the term "heterocyclo" can be understood in the broadest sense as any ring group in which the ring nucleus structure includes not only carbon atoms but also at least one heteroatom. It is understood that the term "heterocyclic" as an adjective refers to a ring group in which the ring nucleus structure includes not only carbon atoms but also at least one heteroatom. Unless otherwise specified in a specific embodiment, the heteroatoms can be the same or different at each occurrence and can be individually selected from the group consisting of N, O, S, and Se. All carbon atoms or heteroatoms included in a heterocyclic ring in the context of the application can of course be substituted with hydrogen or any other substituents defined in the specific embodiments of the application.

[0171] As used throughout this application, the term "aromatic ring system" can be understood in the broadest sense as any bicyclic or polycyclic aromatic moiety.

[0172] As used throughout this application, the term "heteroaromatic ring system" can be understood in the broadest sense as any bicyclic or polycyclic heteroaromatic moiety.

[0173] As used throughout this application, the term "fused" when referring to an aromatic ring system or a heteroaromatic ring system means that the "fused" aromatic or heteroaromatic rings share at least one bond which is part of both ring systems. For example, naphthalene (or naphthyl when referred to as a substituent) or benzothiophene (or benzothienyl when referred to as a substituent) are considered to be fused aromatic ring systems in the context of the present application, wherein the two benzene rings (for naphthalene) or the thiophene and benzene (for benzothiophene) share one bond. It is also understood that sharing a bond in this context includes sharing the two atoms that make up the respective bond, and that a fused aromatic ring system or a fused heteroaromatic ring system can be understood as one aromatic or heteroaromatic system. In addition, it is understood that more than one bond can be shared by the aromatic or heteroaromatic rings that make up the fused aromatic ring system or the fused heteroaromatic ring system (for example, in pyrene). Furthermore, it will be understood that aliphatic ring systems can also be fused, and this has the same meaning as for aromatic ring systems or heteroaromatic ring systems, of course except that a fused aliphatic ring system is not aromatic.

[0174] As used throughout this application, the terms "aryl" and "aromatic" can be understood as any monocyclic, bicyclic, or polycyclic aromatic moiety in the broadest sense. Thus, aryl comprises 6 to 60 aromatic ring atoms, and heteroaryl comprises 5 to 60 aromatic ring atoms of which at least one is a heteroatom. Nonetheless, throughout the application, the number of aromatic ring carbon atoms can be given as a subscript number in the definition of certain substituents. Specifically, heteroaromatic rings include one to three heteroatoms. Likewise, the terms "heteroaryl" and "heteroaromatic" can be understood as any monocyclic, bicyclic, or polycyclic heteroaromatic moiety in the broadest sense that includes at least one heteroatom. Unless otherwise specified in a particular embodiment, the heteroatoms can be the same or different at each occurrence and can individually be selected from the group consisting of N, O, S, and Se. Thus, the term "arylene" refers to a divalent substituent having two points of attachment to other molecular structures and thus serves as a linking group structure. In cases where a group in an exemplary embodiment is defined differently than the definition given herein (e.g., the number of aromatic ring atoms or the number of heteroatoms differs from the given definition), the definition in the exemplary embodiment will apply. According to the invention, a condensed (cyclic) aromatic polycycle or a condensed (cyclic) heteroaromatic polycycle is composed of two or more single aromatic rings or heteroaromatic rings that form a polycycle via a condensation reaction.

[0175] Specifically, as used throughout this application, the terms "aryl" or "heteroaryl" include groups that can be bound via any position of the aromatic or heteroaromatic group, which groups are derived from benzene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, perylene, fluoranthene, benzanthracene, benzophenanthrene, naphthacene, pentacene, benzopyrene, furan, benzofuran, isobenzofuran, dibenzofuran, thiophene, benzothiophene, isobenzothiophene, dibenzothiophene, selenophene, benzoselenophene, isobenzoselenophene, dibenzoselenophene, pyrrole, indole, isoindole, carbazole, indolocarbazole, pyridine, quinoline, isoquinoline, acridine, phenanthridine, benzo-5,6-quinoline, benzo-6,7-quinoline, benzo-7,8-quinoline, phenothiazine, phenoxazine, pyrazole, indazole, imidazole, benzimidazole, naphthimidazole, phenanthroimidazole, pyridoimidazole, pyrazinoimidazole, quinoxalinoimidazole, oxazole, benzoxazole, naphthoxazole, anthroxazole, phenanthroxazole, isoxazole, 1,2-thiazole, 1,3-thiazole, benzothiazole, pyridazine, benzopyridazine, pyrimidine, benzopyrimidine, 1,3,5-triazine, quinoxaline, pyrazine, phenazine, naphthylidine, carbolin, benzocarbolin, phenanthroline, 1,2,3-triazole, 1,2,4-triazole, benzotriazole, 1,2,3-oxadiazole, 1,2,4-oxadiazole, 1,2,5-oxadiazole, 1,2,3,4-tetrazine, purine, pteridine, indolizine, and benzothiadiazole, or combinations thereof.

[0176] As used throughout this application, the term "aliphatic" when referring to a ring system can be understood in the broadest sense and means that none of the rings making up the ring system are aromatic or heteroaromatic. It is understood that such aliphatic ring systems can be fused to one or more aromatic rings such that some (but not all) of the carbon or heteroatoms included in the core structure of the aliphatic ring system are part of the attached aromatic ring.

[0177] As used above and herein, the term "alkyl" can be understood in the broadest sense as any straight chain, branched, or cyclic alkyl substituent. Specifically, the term alkyl includes substituents such as methyl (Me), ethyl (Et), n-propyl (n-Pr), isopropyl (i-Pr), cyclopropyl, n-butyl (n-Bu), isobutyl (i-Bu), sec-butyl (s-Bu), t-butyl (t-Bu), n-pentyl (n-Pen), isopentyl (i-Pen), neopentyl (neo-Pen), and the like. n Pr), isopropyl ( i Pr), isopropyl ( n Bu), isobutyl ( i Bu), sec-butyl ( s Bu), t-butyl ( tBu), cyclobutyl, 2-methylbutyl, n-pentyl, sec-pentyl, t-pentyl, 2-pentyl, neopentyl, cyclopentyl, n-hexyl, sec-hexyl, t-hexyl, 2-hexyl, 3-hexyl, neohexyl, cyclohexyl, 1 -methylcyclopentyl, 2-methylpentyl, n-heptyl, 2-heptyl, 3-heptyl, 4-heptyl, cycloheptyl, 1 -methylcyclohexyl, n-octyl, 2-ethylhexyl, cyclooctyl, 1 -bicyclo[2,2,2]octyl, 2-bicyclo[2,2,2]octyl, 2-(2,6-dimethyl)octyl, 3-(3,7-dimethyl)octyl, adamantyl, 2,2,2-trifluoroethyl, 1,1 -dimethyl-n-hex-1 -yl, 1,1 -dimethyl-n-hept-1 -yl, 1,1 -dimethyl-n-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-dodec-1 -yl, 1,1 -diethyl-n-tetradec-1 -yl, 1,1 -diethyl-n-hexadec-1 -yl, 1,1 -diethyl-n-octadec-1 -yl, 1 -(n-propyl)-cyclohex-1 -yl, 1 -(n-butyl)-cyclohex-1 -yl, 1 -(n-hexyl)-cyclohex-1 -yl, 1 -(n-octyl)-cyclohex-1 -yl and 1 -(n-decyl)-cyclohex-1 -yl.

[0178] As used above and herein, the term "alkenyl" includes straight-chain, branched-chain, and cyclic alkenyl substituents. The term alkenyl illustratively includes ethenyl, propenyl, butenyl, pentenyl, cyclopentenyl, hexenyl, cyclohexenyl, heptenyl, cycloheptenyl, octenyl, cyclooctenyl, or cyclooctadienyl.

[0179] As used above and herein, the term "alkynyl" includes straight-chain, branched-chain, and cyclic alkynyl substituents. The term alkynyl illustratively includes ethynyl, propynyl, butynyl, pentynyl, hexynyl, heptynyl, or octynyl.

[0180] As used above and herein, the term "alkoxy" includes straight-chain, branched-chain, and cyclic alkoxy substituents. The term alkoxy illustratively includes methoxy, ethoxy, n-propoxy, i-propoxy, n-butoxy, i-butoxy, s-butoxy, t-butoxy, and 2-methylbutoxy.

[0181] As used above and herein, the term "thioalkoxy" includes straight-chain, branched-chain, and cyclic thioalkoxy substituents in which the O of an illustrative alkoxy is replaced by S.

[0182] As used above and herein, the terms "halogen" and "halo" can be understood in the broadest sense as preferably fluorine, chlorine, bromine or iodine.

[0183] It is understood that when a molecular fragment is described as a substituent or otherwise attached to another moiety, its name can be written as if it were a fragment (e.g., naphthyl, dibenzofuranyl) or as if it were an entire molecule (e.g., naphthalene, dibenzofuran). As used herein, these different ways of specifying substituents or attached fragments are considered equivalent.

[0184] All hydrogen atoms (H) included in any structure mentioned herein can be replaced by deuterium (D) independently from each other at each occurrence and not specifically pointed out. Replacing hydrogen by deuterium is routine and obvious to the person skilled in the art. Thus, there are many known methods by which this can be achieved and several review articles describing them (see for example: A. Michelotti, M. Roche, Synthesis 2019, 51(06), 1319-1328, DOI: 10.1055 / s-0037-1610405; J. Atzrodt, V. Derdau, T. Fey, J. Zimmermann, Angew. Chem. Int. Ed. 2007, 46(15), 7744-7765, DOI: 10.1002 / anie.200700039; Y. Sawama, Y. Monguchi, H. Sajiki, Synlett 2012, 23(7), 959-972, DOI: 10.1055 / s-0031-1289696.).

[0185] It is understood that when a molecular fragment is described as a substituent or otherwise attached to another moiety, its name can be written as if it were a fragment (e.g., naphthyl, dibenzofuranyl) or as if it were an entire molecule (e.g., naphthalene, dibenzofuran). As used herein, these different ways of specifying substituents or attached fragments are considered equivalent.

[0186] In one embodiment of the application, the organic molecule according to the application has an emission peak in the visible or the near ultraviolet range, i.e. in the range of wavelengths from 380 nm to 800 nm, in a solution of the organic molecule in an organic solvent, in particular in dichloromethane (DCM) or chloroform, at room temperature, and the emission peak has a full width at half maximum of less than 0.35 eV, preferably less than 0.30 eV, more preferably less than 0.26 eV, even more preferably less than 0.22 eV or even less than 0.18 eV.

[0187] The energy of the first excited triplet state (T1) is determined by the onset of the emission spectrum at low temperature, typically at 77 K. In a film of the emitter in 2% and PMMA in 98% or in an organic solvent, in particular in DCM or chloroform, phosphorescence is usually visible in the steady state spectrum. Thus, the triplet energy can be determined as the onset of the phosphorescence spectrum. For fluorescent emitter molecules, the energy of the first excited triplet state (T1) is determined by the onset of the delayed emission spectrum at 77 K.

[0188] In particular, the photoluminescence quantum yield of the organic molecule according to the application is 50% or more, preferably more than 70%, more preferably more than 80%, even more preferably more than 90% or even more than 95% in a solution of 0.001 mg / mL of the organic molecule according to the application in an organic solvent, in particular in dichloromethane (DCM) or chloroform, at room temperature.

[0189] The onset of the emission spectrum is determined by calculating the intersection of the tangent to the emission spectrum with the x-axis. The tangent to the emission spectrum is set at the high energy side of the emission band and at the point of half maximum of the intensity of the emission spectrum.

[0190] In one embodiment, the organic molecule according to the application has an emission spectrum in DCM at room temperature with an onset close in energy to the emission maximum, i.e. the energy difference between the onset of the emission spectrum and the energy of the emission maximum is below 0.14 eV, preferably below 0.13 eV or even below 0.12 eV, with a full width at half maximum (FWHM) of the organic molecule of less than 0.35 eV, preferably less than 0.30 eV, more preferably less than 0.26 eV, even more preferably less than 0.22 eV or even less than 0.18 eV, such that the CIE y coordinate is below 0.20, preferably below 0.18, more preferably below 0.16 or even more preferably below 0.14, using 0.001 mg / mL of the organic molecule according to the application.

[0191] Another aspect of the invention relates to the application of the organic molecules of the invention in optoelectronic devices as light emitters or absorbers and / or as host materials and / or as electron transport materials and / or as hole injection materials and / or as hole blocking materials.

[0192] Preferred embodiments relate to the application of the organic molecules according to the invention as light emitters in optoelectronic devices.

[0193] Optoelectronic devices can be understood in the broadest sense as any device based on organic materials suitable for emitting visible light or light in the range closest to the ultraviolet (UV) (i.e., wavelengths from 380 nm to 800 nm). More preferably, optoelectronic devices can be capable of emitting light in the visible light range (i.e., wavelengths from 400 nm to 800 nm).

[0194] In this context, optoelectronic devices are more specifically selected from the group consisting of:

[0195] Organic light-emitting diode (OLED);

[0196] Luminescent electrochemical cells;

[0197] OLED sensors, especially gas and vapor sensors that are not sealed and isolated from the surrounding environment;

[0198] Organic diodes;

[0199] Organic solar cells;

[0200] Organic transistors;

[0201] Organic field-effect transistor;

[0202] Organic lasers; and

[0203] Down-conversion element.

[0204] In a preferred embodiment within the context of this application, the optoelectronic device is selected from the group consisting of organic light-emitting diodes (OLEDs), light-emitting electrochemical cells (LECs), and light-emitting transistors.

[0205] In this application, the fraction of the organic molecules according to the invention in the emitting layer of the optoelectronic device (more specifically, in an OLED) is from 0.1 wt% to 99 wt% (more specifically, from 1 wt% to 80 wt%). In an alternative embodiment, the proportion of organic molecules in the emitting layer is 100 wt%.

[0206] In one embodiment, the light-emitting layer (or also referred to as "emitting layer") comprises not only the organic molecule according to the invention, but also a host material whose triplet (T1) and singlet (S1) energy levels are higher in energy than those of the organic molecule.

[0207] The host material(s) (H B )

[0208] According to the invention, any of the one or more host materials (H B ) comprised in any of the at least one light-emitting layer (EML) according to the invention can be a p-host (H P ) exhibiting a high hole mobility, an n-host (H N ) exhibiting a high electron mobility, or a bipolar host material (H BP ) exhibiting both a high hole mobility and a high electron mobility.

[0209] According to the invention, the p-host (H P ) optionally comprised in any of the at least one light-emitting layer (EML) of the optoelectronic device according to the invention has a highest occupied molecular orbital (HOMO(H HOMO )) with an energy (E P (H P )) of which it is preferred that: -6.1 eV ≤ E HOMO (H P ) ≤ -5.6 eV.

[0210] According to the invention, the p-host (H P ) optionally comprised in any of the at least one light-emitting layer (EML) of the optoelectronic device according to the invention has a lowest unoccupied molecular orbital (LUMO(H LUMO )) with an energy (E P (H P )) of which it is preferred that: -2.6 eV ≤ E LUMO (H P ).

[0211] According to the invention, the p-host (H P ) optionally comprised in any of the at least one light-emitting layer (EML) of the optoelectronic device according to the invention has a lowest excited singlet state energy level (E(S1 p-H )) of which it is preferred that: E(S1 p-H ) ≥ 3.0 eV.

[0212] According to the invention, the p-host (H P ) optionally comprised in any of the at least one light-emitting layer (EML) of the optoelectronic device according to the invention has a lowest excited triplet state energy level (E(T1p-H ), wherein preferably: E(T1 p-H ) > 2.7 eV.

[0213] It is understood that any requirement or preferred feature previously defined for the host material (H B ) comprised in any one of the at least one light-emitting layer (EML) of the optoelectronic device according to the invention is preferably also valid for the p-host (H P ) according to the invention. Thus, in preferred embodiments, the relations expressed by the following equations (6) to (9) apply:

[0214] E(S1 p-H ) > E(S1 E ) (6)

[0215] E(S1 p-H ) > E(S1 S ) (7)

[0216] E(T1 p-H ) > E(T1 S ) (8)

[0217] E(T1 p-H ) > E(T1 E ) (9).

[0218] Thus, the lowest excited singlet state (S1 p-H ) of the p-host (H P ) is preferably higher in energy than the lowest excited singlet state (S1 E ) of the TADF material (E B ). The lowest excited singlet state (S1 p-H ) of the p-host (H P ) is preferably higher in energy than the lowest excited singlet state (S1 S ) of any small-FWHM emitter (S B ). The lowest excited triplet state (T1 p-H ) of the p-host (H P ) is preferably higher in energy than the lowest excited triplet state (T1 S ) of any small-FWHM emitter (S B ). The lowest excited triplet state (T1 p-H ) of the p-host (H P ) is preferably higher in energy than the lowest excited triplet state (T1 E ) of the TADF material (E B ).

[0219] According to the invention, an n-body (H) optionally included in any one of the light-emitting layers (EML) of the optoelectronic device according to the invention N ) possesses energy (E HOMO (H N The highest occupied molecular orbital (HOMO(H)) N ), wherein, preferably: E HOMO (H N )≤-5.9eV.

[0220] According to the invention, an n-body (H) optionally included in any one of at least one light-emitting layer (EML) of the optoelectronic device according to the invention. N ) possesses energy (E LUMO (H N The lowest unoccupied molecular orbital (LUMO(H)) N Preferably, -3.5eV ≤ E LUMO (H N )≤-2.9eV.

[0221] According to the invention, an n-body (H) optionally included in any one of the light-emitting layers (EML) of the optoelectronic device according to the invention N It has the lowest excited singlet state energy level (E(S1)). n-H ), wherein, preferably: E(S1) n-H ≥3.0eV.

[0222] According to the invention, an n-body (H) optionally included in any one of the light-emitting layers (EML) of the optoelectronic device according to the invention N It has the lowest excited triplet energy level (E(T1)). n-H ), wherein, preferably: E(T1) n-H ≥2.7eV.

[0223] It is understood that the host material (H) previously referred to in any of the at least one light-emitting layer (EML) of the optoelectronic device according to the invention B Any requirement or preferred property defined by the invention is preferably applicable to the n-body (H) according to the invention. N This is also effective. Therefore, in the preferred embodiment, the relationship represented by the following equations (10) to (13) applies:

[0224] E(S1 n-H ) > E(S1 E (10)

[0225] E(S1 n-H ) > E(S1 S (11)

[0226] E(T1 n-H ) > E(T1 S ) (12)

[0227] E(T1 n-H ) > E(T1 E ) (13).

[0228] Thus, the lowest excited singlet state (S1 N ) of the n-host (H n-H ) is preferably energetically higher than the lowest excited singlet state (S1 B ) of the TADF material (E E ). The lowest excited singlet state (S1 N ) of the n-host (H n-H ) is preferably energetically higher than the lowest excited singlet state (S1 B ) of any small FWHM emitter (S S ). The lowest excited triplet state (T1 N ) of the n-host (H n-H ) is preferably energetically higher than the lowest excited triplet state (T1 B ) of any small FWHM emitter (S S ). Preferably, the lowest excited triplet state (T1 N ) of any n-host (H n-H ) is energetically higher than the lowest excited triplet state (T1 B ) of any TADF material (E E ).

[0229] According to the application, the ambipolar host (H BP ) optionally comprised in any of the at least one emission layer (EML) of the optoelectronic device according to the application has a lowest unoccupied molecular orbital (LUMO(H LUMO )) with an energy (E BP (H BP )) wherein preferably: -3.5 eV ≤ E LUMO (H BP ) ≤ -2.9 eV.

[0230] According to the application, the ambipolar host (H BP ) optionally comprised in any of the at least one emission layer (EML) of the optoelectronic device according to the application has a lowest excited singlet state energy level (E(S1 bp-H )) wherein preferably: E(S1 bp-H ) ≥ 3.0 eV.

[0231] According to the invention, a bipolar body (H) optionally included in any one of at least one light-emitting layer (EML) of the optoelectronic device according to the invention. BP It has the lowest excited triplet energy level (E(T1)). bp-H ), wherein, preferably: E(T1) bp-H ≥2.7eV.

[0232] It is understood that the host material (H) previously referred to in any of the at least one light-emitting layer (EML) of the optoelectronic device according to the invention B Any requirement or preferred property defined by the invention is preferably applicable to the bipolar body (H) according to the invention. BP ) is also effective. Therefore, in the preferred embodiment, the relationship represented by the following equations (14) to (17) applies:

[0233] E(S1 bp-H ) > E(S1 E (14)

[0234] E(S1 bp-H ) > E(S1 S (15)

[0235] E(T1 bp-H ) > E(T1 S (16)

[0236] E(T1 bp-H ) > E(T1 E (17).

[0237] Therefore, the bipolar body (H) BP The lowest excited singlet state (S1) bp-H Preferably, it has higher energy than TADF materials (E). B The lowest excited singlet state (S1) E Bipolar host (H) BP The lowest excited singlet state (S1) bp-H Preferably, it has a higher energy than any small FWHM emitter (S B The lowest excited singlet state (S1) S Bipolar host (H) BP The lowest excited triplet state (T1) bp -H Preferably, it has a higher energy than any small FWHM emitter (S B The lowest excited triplet state (T1) S Preferably, any bipolar host (H) BP The lowest excited triplet state (T1) bp-H It has higher energy than any TADF material (E)B The lowest excited triplet state (T1) E ).

[0238] (Multiple) TADF materials (E) B )

[0239] According to the invention, preferably, one or more thermally activated delayed fluorescence (TADF) materials (E B Any of them is characterized by exhibiting a ΔE less than 0.4 eV (preferably less than 0.3 eV, more preferably less than 0.2 eV, even more preferably less than 0.1 eV or even less than 0.05 eV). ST The value, the ΔE ST The value is the same as the lowest excited singlet state (S1) E ) and the lowest excited triplet state (T1 E The energy difference between them corresponds to this. Therefore, preferably, according to the TADF material of the invention (E... B ΔE ST Small enough to allow the lowest excited singlet state (S1) at room temperature (RT). E ) to the lowest excited triplet state (T1) E Thermal repopulation (also known as upward intersystem crossing or reverse intersystem crossing).

[0240] It is understood that a small FWHM emitter (S) included in at least one light-emitting layer (EML) of the optoelectronic device according to the invention B It can also optionally have a ΔE of less than 0.4 eV. ST The value is high, and it exhibits thermally activated delayed fluorescence (TADF). However, for any small FWHM emitter (S) in the context of the invention... B This is merely an optional feature. Additionally, preferably, in the context of the invention, the TADF material (E...) B ) and the small FWHM emitter (S) in the context of the invention B The difference lies in that TADF material (E) B It is mainly used to transfer energy to at least one small FWHM emitter (S B The energy pump of the optoelectronic device according to the invention, and the main contribution to the emission band of the optoelectronic device according to the invention can preferably be attributed to at least one small FWHM emitter (S). B The launch of ).

[0241] According to the invention, a TADF material (E) is included in any one of the light-emitting layers (EML) of the optoelectronic device according to the invention. B ) possesses energy (E HOMO (E Bhighest occupied molecular orbital (HOMO (E B ) of -6.0 eV ≤ E HOMO (HOMO (E B ) ≤ -5.8 eV.

[0242] According to the application, the TADF material (E B ) has a lowest unoccupied molecular orbital (LUMO (E LUMO ) with an energy (E B ) of -3.4 eV ≤ E B ) ≤ -3.0 eV. LUMO (LUMO (E B ) ≤ -3.0 eV.

[0243] According to the application, the TADF material (E B ) has a lowest excited singlet energy level (E(S1 E ) of 2.5 eV ≤ E(S1 E ) ≤ 2.8 eV.

[0244] According to the application, the TADF material (E B ) has a lowest excited triplet energy level (E(T1 E ) which preferred range can be defined by the above preferred range for the singlet energy level (E(S1 E ) in combination with the above preferred range for ΔE ST .

[0245] A further aspect of the present application relates to a composition comprising or consisting of:

[0246] (a) at least one organic molecule according to the present application, in particular in the form of an emitter and / or a host; and

[0247] (b) one or more triplet-triplet annihilation (TTA) host materials different from the organic molecule according to the present application; and

[0248] (c) optionally, one or more TADF materials;

[0249] (d) optionally, one or more dyes and / or one or more solvents.

[0250] A further aspect of the present application relates to a composition comprising or consisting of:

[0251] (a) at least one organic molecule according to the application, in particular in the form of an emitter and / or a host; and

[0252] (b) one or more host materials different from the organic molecule according to the application; and

[0253] (c) one or more TADF materials.

[0254] Yet another aspect of the application relates to a composition comprising or consisting of:

[0255] (a) at least one organic molecule according to the application, in particular in the form of an emitter and / or a host; and

[0256] (b) one or more host materials different from the organic molecule according to the application; and

[0257] (c) one or more phosphorescent materials.

[0258] In particular embodiments, the light-emitting layer (EML) comprises (or consists essentially of) a composition comprising or consisting of:

[0259] (i) 0.1 to 10 wt.-% (preferably 0.5 to 5 wt.-%, in particular 1 to 3 wt.-%) of one or more organic molecules (E) according to the application;

[0260] (ii) 5 to 99 wt.-% (preferably 15 to 85 wt.-%, in particular 20 to 75 wt.-%) of at least one host compound (H); and

[0261] (iii) 0.9 to 94.9 wt.-% (preferably 14.5 to 80 wt.-%, in particular 24 to 77 wt.-%) of at least one further host compound (D) having a structure different from the structure of the organic molecule (E) according to the application; and

[0262] (iv) optionally, 0 to 94 wt.-% (preferably 0 to 65 wt.-%, in particular 0 to 50 wt.-%) of a solvent; and

[0263] (v) optionally, 0 to 30 wt.-% (in particular 0 to 20 wt.-%, preferably 0 to 5 wt.-%) of at least one further emitter molecule (F) having a structure different from the structure of the organic molecule (E) according to the application.

[0264] Composition with one or more TTA host materials

[0265] In a preferred embodiment, in the optoelectronic device of the present application, the light-emitting layer (EML) comprises (or consists of):

[0266] (i) 10 to 84 wt.-% of a TTA material;

[0267] (ii) 0 to 30 wt.-% of a TADF material (E B ); and

[0268] (iii) 0.1 to 10 wt.-% of an organic molecule according to the application (emitter) (E); and optionally

[0269] (iv) 0 to 89.9 wt.-% of one or more solvents.

[0270] In a preferred embodiment, the sum of the percentages of (i) to (iv) amounts to 100 wt.-%.

[0271] In another preferred embodiment, in the optoelectronic device of the present application, the light-emitting layer (EML) comprises (or consists of):

[0272] (i) 56 to 90 wt.-% of a TTA material;

[0273] (ii) 0 to 5 wt.-% of a TADF material (E B ); and

[0274] (iii) 0.5 to 5 wt.-% of an organic molecule according to the application (emitter) (E); and optionally

[0275] (iv) 0 to 43.5 wt.-% of one or more solvents.

[0276] In a preferred embodiment, the sum of the percentages of (i) to (iv) amounts to 100 wt.-%.

[0277] Composition with one or more TADF materials

[0278] In one embodiment, the light-emitting layer (EML) comprises the following components:

[0279] (i) 10 to 89.9 wt.-% of one or more p-host compounds (H P );

[0280] (ii) 0 to 79.9 wt.-% of one or more n-host compounds (H N );

[0281] (iii) 10 to 50 % by weight of one or more TADF material (E B ) ; and

[0282] (iv) 0.1 to 10 % by weight of one or more organic molecules according to the invention (emitter) (E) ; and

[0283] (v) 0 to 89.9 % by weight of one or more solvent.

[0284] In one embodiment, the light-emitting layer (EML) comprises the following components:

[0285] (i) 22 to 87.5 % by weight of one or more p-host compound (H P ) ;

[0286] (ii) optionally, 0 to 65.5 % by weight of one or more n-host compound (H N ) ;

[0287] (iii) 12 to 40 % by weight of one or more TADF material (E B ) ; and

[0288] (iv) 0.5 to 5 % by weight of one or more organic molecules according to the invention (emitter) (E) ; and

[0289] (v) 0 to 65.5 % by weight of one or more solvent.

[0290] Composition with one or more phosphorescent material

[0291] In a preferred embodiment where H N is optional, in the optoelectronic device of the invention, the light-emitting layer (EML) comprises (or consists of) the following components:

[0292] (i) 10 to 84.9 % by weight of a host compound (H P ) ;

[0293] (ii) 0 to 84.9 % by weight of a host compound (H N ) ;

[0294] (iii) 5 to 15 % by weight of a phosphorescent material (E B ) ; and

[0295] (iv) 0.1 to 10 % by weight of an organic molecule according to the invention (emitter) (E) ; and optionally

[0296] (v) 0 to 84.9 % by weight of one or more solvent.

[0297] In a preferred embodiment, wherein H N is, in the optoelectronic device of the present application, the light-emitting layer (EML) comprises (or consists of) the following components:

[0298] (i) 22 to 70.5 wt.-% of a host compound (H P );

[0299] (ii) 0 to 70.5 wt.-% of a host compound (H N );

[0300] (iii) 5 to 10 wt.-% of a phosphorescent material (E B ); and

[0301] (iv) 0.5 to 5 wt.-% of an organic molecule according to the present application (emitter) (E); and optionally

[0302] (v) 0 to 72.5 wt.-% of one or more solvents.

[0303] Preferably, energy can be transferred from the host compound (H) to the one or more organic molecules according to the present application (E), in particular, energy can be transferred from the first excited triplet state (T1(H)) of the host compound (H) to the first excited triplet state (T1(E)) of the one or more organic molecules according to the present application (E), and / or from the first excited singlet state (S1(H)) of the host compound (H) to the first excited singlet state (S1(E)) of the one or more organic molecules according to the present application (E).

[0304] In one embodiment, the host compound (H) has a highest occupied molecular orbital (HOMO(H)) with an energy (E HOMO (H)) in the range of -5 eV to -6.5 eV, the at least one further host compound (D) has a highest occupied molecular orbital (HOMO(D)) with an energy (E HOMO (D)), wherein E HOMO (H) > E HOMO (D).

[0305] In a further embodiment, the host compound (H) has a lowest unoccupied molecular orbital (LUMO(H)) with an energy (E LUMO (H)), the at least one further host compound (D) has a lowest unoccupied molecular orbital (LUMO(D)) with an energy (E LUMO (D)), wherein E LUMO (H) > E LUMO (D).

[0306] In one embodiment, the host compound (H) has a highest occupied molecular orbital (HOMO(H)) with an energy (E HOMO (H)) and a lowest unoccupied molecular orbital (LUMO(H)) with an energy (E LUMO (H)).

[0307] The at least one further host compound (D) has a highest occupied molecular orbital (HOMO(D)) with an energy (E HOMO (D)) and a lowest unoccupied molecular orbital (LUMO(D)) with an energy (E LUMO (D).

[0308] The inventive organic molecule (E) has a highest occupied molecular orbital (HOMO(E)) with an energy (E HOMO (E)) and a lowest unoccupied molecular orbital (LUMO(E)) with an energy (E LUMO (E).

[0309] wherein

[0310] E HOMO (H) > E HOMO (D), and the difference between the energy level (E HOMO (E)) of the highest occupied molecular orbital (HOMO(E)) of the inventive organic molecule (E) and the energy level (E HOMO (H)) of the highest occupied molecular orbital (HOMO(H)) of the host compound (H) is between -0.5 eV and 0.5 eV (more preferred between -0.3 eV and 0.3 eV, even more preferred between -0.2 eV and 0.2 eV, or even between -0.1 eV and 0.1 eV); and

[0311] E LUMO (H) > E LUMO (D), and the difference between the energy level (E LUMO (E)) of the lowest unoccupied molecular orbital (LUMO(E)) of the inventive organic molecule (E) and the energy level (E LUMO (D)) of the lowest unoccupied molecular orbital (LUMO(D)) of the at least one further host compound (D) is between -0.5 eV and 0.5 eV (more preferred between -0.3 eV and 0.3 eV, even more preferred between -0.2 eV and 0.2 eV, or even between -0.1 eV and 0.1 eV).

[0312] In one embodiment of the application, the host compound (D) and / or the host compound (H) is a thermally activated delayed fluorescence (TADF) material. TADF materials exhibit a singlet-triplet energy gap of less than 2500 cm -1the ΔE ST value corresponds to the energy difference between the first excited singlet state (S1) and the first excited triplet state (T1). Preferably, the TADF material exhibits an ΔE ST value of less than 3000 cm -1 , more preferably less than 1500 cm -1 , even more preferably less than 1000 cm -1 or even less than 500 cm -1 . ST value.

[0313] In one embodiment, the host compound (D) is a TADF material and the host compound (H) exhibits an ΔE -1 value of more than 2500 cm ST . In a specific embodiment, the host compound (D) is a TADF material and the host compound (H) is selected from the group consisting of CBP, mCP, mCBP, 9-[3-(dibenzo furan-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzo thiophene-2-yl)phenyl]-9H-carbazole, 9-[3,5-bis(2-dibenzo furan)phenyl]-9H-carbazole and 9-[3,5-bis(2-dibenzo thiophene)phenyl]-9H-carbazole.

[0314] In one embodiment, the host compound (H) is a TADF material and the host compound (D) exhibits an ΔE -1 value of more than 2500 cm ST . In a specific embodiment, the host compound (H) is a TADF material and the host compound (D) is selected from the group consisting of T2T (2,4,6-tris(biphenyl-3-yl)-1,3,5-triazine), T3T (2,4,6-tris(terphenyl-3-yl)-1,3,5-triazine) and / or TST (2,4,6-tris(9,9'-spirobifluorene-2-yl)-1,3,5-triazine).

[0315] In a further aspect, the application relates to an optoelectronic device comprising an organic molecule or a composition of the type described herein, more specifically in the form of a device selected from the group consisting of an organic light emitting diode (OLED), a light emitting electrochemical cell, an OLED sensor (in particular, a gas and vapor sensor that is not hermetically externally isolated), an organic diode, an organic solar cell, an organic transistor, an organic field effect transistor, an organic laser and a down-conversion element.

[0316] 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.

[0317] In one embodiment of the inventive optoelectronic device, the organic molecule (E) according to the invention is used as an emitting material in an emitting layer (EML).

[0318] In one embodiment of the inventive optoelectronic device, the emitting layer (EML) consists of the composition according to the invention as described herein.

[0319] When the optoelectronic device is an OLED, it may, for example, have the following layer structure:

[0320] 1. Substrate

[0321] 2. Anode layer, A

[0322] 3. Hole injection layer, HIL

[0323] 4. Hole transport layer, HTL

[0324] 5. Electron blocking layer, EBL

[0325] 6. Emitting layer, EML

[0326] 7. Hole blocking layer, HBL

[0327] 8. Electron transport layer, ETL

[0328] 9. Electron injection layer, EIL

[0329] 10. Cathode layer, C,

[0330] wherein the OLED comprises each layer selected from the group of HIL, HTL, EBL, HBL, ETL and EIL, different layers can be merged, only optionally, the OLED can comprise more than one layer of each layer type as defined above.

[0331] Further, in one embodiment, the optoelectronic device can comprise one or more protective layers protecting the optoelectronic device from damage by exposure to harmful substances in the environment, including, for example, moisture, vapor and / or gases.

[0332] In one embodiment of the invention, the optoelectronic device is an OLED having the following inverted layer structure:

[0333] 1. Substrate

[0334] 2. Cathode layer, C

[0335] 3. Electron injection layer, EIL

[0336] 4. Electron transport layer, ETL

[0337] 5. Hole blocking layer, HBL

[0338] 6. Emitting layer, EML

[0339] 7. electron blocking layer, EBL

[0340] 8. hole transport layer, HTL

[0341] 9. hole injection layer, HIL

[0342] 10. anode layer, A,

[0343] wherein the OLED comprises each layer selected from the group of HIL, HTL, EBL, HBL, ETL and EIL, optionally different layers can be combined, the OLED can comprise more than one layer of each layer type defined above.

[0344] In one embodiment of the application the optoelectronic device is an OLED which can have a stacked architecture. In such an architecture, individual cells are stacked on top of each other as opposed to the typical arrangement where OLEDs are placed side by side. An OLED exhibiting a stacked architecture can be used to generate mixed light, in particular white light can be generated by stacking a blue, a green and a red OLED. Furthermore, an OLED exhibiting a stacked architecture can comprise a charge generation layer (CGL) which is typically positioned between two OLED sub-cells and typically consists of an n-doped layer and a p-doped layer, and the n-doped layer of one CGL is typically positioned close to the anode layer.

[0345] In one embodiment of the application the optoelectronic device is an OLED comprising two or more emission layers between an anode and a cathode. In particular, such a so-called tandem OLED comprises three emission layers, wherein one emission layer emits red light, one emission layer emits green light and one emission layer emits blue light, and optionally can further comprise layers such as charge generation layers, blocking layers or transport layers between the individual emission layers. In a further embodiment, the emission layers are stacked adjacently. In a further embodiment, the tandem OLED comprises a charge generation layer between each two emission layers. Additionally, adjacent emission layers or emission layers separated by a charge generation layer can be combined.

[0346] The substrate can be formed of any material or combination of materials. Most commonly, a glass slide is used as the substrate. Alternatively, a thin metal layer (e.g. a copper, gold, silver or aluminium film) or a plastic film or slide can be used. This can allow a higher degree of flexibility. The anode layer (A) is primarily composed of a material which allows an (essentially) transparent film to be obtained. Since at least one of the two electrodes should be (essentially) transparent to allow light to be emitted from the OLED, either the anode layer (A) or the cathode layer (C) is transparent. Preferably, the anode layer (A) comprises, or even consists of, a transparent conductive oxide (TCO). Such an anode layer (A) can for example comprise indium tin oxide, aluminium 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.

[0347] The anode layer (A) can (essentially) be composed of indium tin oxide (ITO) (e.g. (In03) 8 Sn02) or fluorine-doped tin oxide (FTO) (e.g. Sn02 F2). The cathode layer (C) is primarily composed of a material which allows an (essentially) transparent film to be obtained. Since at least one of the two electrodes should be (essentially) transparent to allow light to be emitted from the OLED, either the anode layer (A) or the cathode layer (C) is transparent. Preferably, the cathode layer (C) comprises, or even consists of, a transparent conductive oxide (TCO). Such a cathode layer (C) can for example comprise indium tin oxide, aluminium 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. 0.9 (Sn02) 0.1) composition. The roughness of the anode layer (A) caused by the transparent conductive oxide (TCO) can be compensated by using a hole injection layer (HIL). In addition, the HIL can facilitate the injection of quasi-charge carriers (i.e., holes) because the transport of quasi-charge carriers from the TCO to the hole transport layer (HTL) is facilitated. The hole injection layer (HIL) can include poly(3,4-ethylenedioxythiophene) (PEDOT), polystyrene sulfonate (PSS), Mo02, V205, CuPC, or Cul (in particular, a mixture of PEDOT and PSS). The hole injection layer (HIL) can also prevent the diffusion of metal from the anode layer (A) into the hole transport layer (HTL). The HIL can include, for example, PEDOT:PSS (poly(3,4-ethylenedioxythiophene):polystyrene sulfonate), PEDOT (poly(3,4-ethylenedioxythiophene)), mMTDATA (4,4',4"-tris[phenyl(m-tolyl)amino]triphenylamine), Spiro-TAD (2,2',7,7'-tetrakis(n,n-diphenylamino)-9,9'-spirobifluorene), DNTPD (N1,N1'-(biphenyl-4,4'-diyl)bis(N1-phenyl-N4,N4-di-m-tolylbenzene-1,4-diamine)), NPB (N,N'-bis(1-naphthyl)-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 (1,4,5,8,9,12-hexaazatriphenylenehexacarbonitrile), and / or Spiro-NPD (N,N'-diphenyl-N,N'-bis(1-naphthyl)-9,9'-spirobifluorene-2,7-diamine).

[0348] Adjacent to the anode layer (A) or the hole injection layer (HIL), typically a hole transport layer (HTL) is positioned. Here, any hole transport compound can be used. For example, electron-rich heteroaromatic compounds such as triarylamines and / or carbazoles can be used as hole transport compounds. The HTL can lower the energy barrier between the anode layer (A) and the emission layer (EML). The hole transport layer (HTL) can also be an electron blocking layer (EBL). Preferably, the hole transport compound has a comparably high energy level of its triplet state (T1). For example, the hole transport layer (HTL) can comprise star-shaped heterocycles such as tris(4-carbazoyl-9-ylphenyl)amine (TCTA), poly-TPD (poly(4-butylphenyl-diphenyl-amine)), a-NPD (N,N'-bis(naphthalen-1-yl)-N,N'-bis(phenyl)-2,2'-dimethylbenzidine), TAPC (4,4'-cyclohexyl-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 Tris-Pcz (9,9'-diphenyl-6-(9-phenyl-9H-carbazol-3-yl)-9H,9'H-3,3'-bicarbazole). Additionally, the HTL can comprise a p-doped layer which can consist of inorganic or organic dopants in an organic hole transport matrix. Transition metal oxides such as vanadium oxide, molybdenum oxide or tungsten oxide can for example be used as inorganic dopants. Tetrafluorotetracyanoquinodimethane (F4-TCNQ), copper pentafluorobenzoate (Cu(I)pFBz) or transition metal complexes can for example be used as organic dopants.

[0349] The EBL can for example comprise 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).

[0350] Adjacent to the hole transport layer (HTL), typically a light-emitting layer (EML) is positioned. The light-emitting layer (EML) comprises at least one organic molecule. Specifically, the EML comprises at least one organic molecule (E) according to the invention. In one embodiment, the light-emitting layer comprises only organic molecules according to the invention. Typically, the EML additionally comprises one or more host materials (H). For example, the host material (H) is selected from CBP (4,4'-bis(N-carbazolyl)biphenyl), mCP, mCBP, Sif87 (dibenzo[b,d]thiophene-2-yltriphenylsilane), CzSi, Sif88 (dibenzo[b,d]thiophene-2- yldiphenylsilane), DPEPO (bis[2-(diphenylphosphino)phenyl]ether oxide), 9-[3-(dibenzo- furan-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzo-thiophene-2-yl)phenyl]-9H-carbazole, 9-[3,5- bis(2-dibenzo-furan-yl)phenyl]-9H-carbazole, 9-[3,5-bis(2-dibenzo-thiophen-yl)phenyl]-9H- carbazole, T2T (2,4,6-tris(biphenyl-3-yl)-1,3,5-triazine), T3T (2,4,6-tris(terphenyl-3-yl)-1,3,5- triazine) and / or TST (2,4,6-tris(9,9'-spirobifluorene-2-yl)-1,3,5-triazine). The host material (H) should typically be selected to exhibit a first triplet (T1 ) and a first singlet (S1 ) energy level energetically higher than the first triplet (T1 ) and the first singlet (S1 ) energy level of the organic molecule.

[0351] In one embodiment of the application, the EML comprises a so-called mixed host system with at least one hole-dominant host and one electron-dominant host. In a specific embodiment, the EML comprises exactly one organic molecule according to the application and a mixed host system comprising T2T as electron-dominant host and a host selected from CBP, mCP, mCBP, 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzothiophene-2-yl)phenyl]-9H-carbazole, 9-[3,5-bis(2-dibenzofuranyl)phenyl]-9H-carbazole and 9-[3,5-bis(2-dibenzothiophenyl)phenyl]-9H-carbazole as hole-dominant host. In a further embodiment, the EML comprises 50 to 80 wt.-% (preferably 60 to 75 wt.-%) of a host selected from CBP, mCP, mCBP, 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzothiophene-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 wt.-% (preferably 15 to 30 wt.-%) of T2T and 5 to 40 wt.-% (preferably 10 to 30 wt.-%) of the organic molecule according to the application.

[0352] Adjacent to the light-emitting layer (EML), an electron-transporting layer (ETL) can be positioned. Here, any electron-transporting body can be used. Exemplarily, electron-impoverished compounds such as benzimidazoles, pyridines, triazoles, oxadiazoles (e.g. 1,3,4-oxadiazole), phosphine oxides and sulfones can be used. The electron-transporting body can also be a star-shaped heterocycle such as 1,3,5-tris(1-phenyl-1H-benzo[d]imidazol-2-yl)benzene (TPBi). The ETL can comprise NBphen (2,9-bis(naphthalen-2-yl)-4,7-diphenyl-1,10-phenanthroline), Alq3 (tris(8-hydroxyquinoline)aluminum), TSPO1 (diphenyl-4-triphenylsilylphenyl-phosphine oxide), BPyTP2 (2,7-bis(2,2'-bipyridin-5-yl)triphenylene), Sif87 (dibenzo[b,d]thiophene-2-yltriphenylsilane), Sif88 (dibenzo[b,d]thiophene-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 can be doped with a material such as Liq. The electron-transporting layer (ETL) can also block holes, or a hole-blocking layer (HBL) is introduced.

[0353] The HBL can for example comprise BCP (2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline = bathocuproin), BAIq (bis(8-hydroxy-2-methylquinoline)-(4- phenylphenoxy)aluminum), NBphen (2,9-bis(naphthalen-2-yl)-4,7-diphenyl- 1,10-phenanthroline), AIq3 (tris(8-hydroxyquinoline)aluminum), TSPO1 (diphenyl-4-triphenylsilylphenyl-phosphine oxide), T2T (2,4,6-tris(biphenyl-3-yl)- 1,3,5-triazine), T3T (2,4,6-tris(triphenyl-3-yl)-1,3,5-triazine), TST (2,4,6-tris(9,9'- spirobifluorene-2-yl)-1,3,5-triazine) and / or TCB / TCP (1,3,5-tri(N-carbazolyl)benzene / 1,3,5-tri(carbazol-9-yl)benzene).

[0354] Adjacent to the electron transport layer (ETL), a cathode layer (C) can be positioned. The cathode layer (C) can for example comprise or consist of a metal (e.g. Al, Au, Ag, Pt, Cu, Zn, Ni, Fe, Pb, Li, Ca, Ba, Mg, In, W or Pd) or a metal alloy. For practical reasons, the cathode layer can also consist of a (substantially) opaque metal such as Mg, Ca or Al. Optionally or additionally, the cathode layer (C) can also comprise graphite and / or carbon nanotubes (CNT). Optionally, the cathode layer (C) can also consist of nanoscale silver wires.

[0355] The OLED can further optionally comprise a protective layer between the electron transport layer (ETL) and the cathode layer (C) (which can be designated as electron injection layer (EIL)). This layer can comprise lithium fluoride, cesium fluoride, silver, Liq (lithium 8-hydroxyquinolinate), Li2O, BaF2, MgO and / or NaF.

[0356] Optionally, the electron transport layer (ETL) and / or the hole blocking layer (HBL) can also comprise one or more host compounds (H).

[0357] For further modifying the emission spectrum and / or the absorption spectrum of the light-emitting layer (EML), the light-emitting layer (EML) can further comprise one or more further emitter molecules (F). Such emitter molecules (F) can be any emitter molecule known in the art. Preferably, such emitter molecules (F) are molecules having a structure different from the structure of the organic molecules (E) according to the application. The emitter molecules (F) can optionally be TADF emitters. Optionally, the emitter molecules (F) can optionally be fluorescent and / or phosphorescent emitter molecules capable of shifting the emission spectrum and / or the absorption spectrum of the light-emitting layer (EML). Exemplarily, by emitting light typically red-shifted compared to the light emitted by the organic molecules (E), triplet and / or singlet excitons can be transferred from the organic molecules (E) according to the application to the emitter molecules (F) before relaxing to the ground state (S0). Optionally, the emitter molecules (F) can also cause a two-photon effect (i.e. the absorption of two photons for the energy of the half of the absorption maximum).

[0358] Optionally, the optoelectronic device (e.g. OLED) can for example be a substantially white optoelectronic device. For example, such white optoelectronic device can comprise at least one (deep) blue emitter molecule and one or more emitter molecules emitting green and / or red light. Then, energy transmittance can also optionally exist between two or more molecules as described above.

[0359] As used herein, the designation of the color of emitted and / or absorbed light is as follows, if not more specifically defined in the particular context:

[0360] Violet: wavelength range > 380 nm to 420 nm;

[0361] Deep blue: wavelength range > 420 nm to 480 nm;

[0362] Sky blue: wavelength range > 480 nm to 500 nm;

[0363] Green: wavelength range > 500 nm to 560 nm;

[0364] Yellow: wavelength range > 560 nm to 580 nm;

[0365] Orange: wavelength range > 580 nm to 620 nm;

[0366] Red: wavelength range > 620 nm to 800 nm.

[0367] For emitter molecules, this color refers to the emission maximum. Thus, for example, a deep blue emitter has an emission maximum in the range of > 420 nm to 480 nm, a sky blue emitter has an emission maximum in the range of > 480 nm to 500 nm, a green emitter has an emission maximum in the range of > 500 nm to 560 nm, and a red emitter has an emission maximum in the range of > 620 nm to 800 nm.

[0368] A red emitter can preferably have an emission maximum below 800 nm, more preferably below 700 nm, even more preferably below 665 nm or even below 640 nm. It will typically be above 570 nm, preferably above 590 nm, more preferably above 610 nm or even above 620 nm.

[0369] Thus, a further aspect of the present application relates to an OLED which exhibits an external quantum efficiency of more than 8% (more preferably more than 10%, more preferably more than 13%, even more preferably more than 15% or even more than 20%) at 1000 cd / m 2 and / or exhibits an emission maximum between 590 nm and 690 nm (preferably between 610 nm and 665 nm, even more preferably between 620 nm and 640 nm) and / or exhibits an LT80 value of more than 100 hours (preferably more than 200 hours, more preferably more than 400 hours, even more preferably more than 750 hours or even more than 1000 hours) at 500 cd / m 2 Thus, a further aspect of the present application relates to an OLED whose emission exhibits a CIEy color coordinate of more than 0.25, preferably more than 0.27, more preferably more than 0.29 or even more preferably more than 0.30.

[0370] Yet another embodiment of the present application relates to an OLED which emits light having CIEx and CIEy color coordinates close to CIEx (= 0.708) and CIEy (= 0.292) color coordinates as primary color red (CIEx = 0.708, CIEy = 0.292) as defined by ITU-R Recommendation BT.2020 (Rec. 2020) and thus is suitable for application in Ultra High Definition (UHD) displays (e.g. UHD-TV). In this context, the term "close to" refers to the range of CIEx and CIEy coordinates provided at the end of this paragraph. In commercial applications, typically top emission (the top electrode is transparent) devices are used, whereas the test devices used throughout this application represent bottom emission devices (the bottom electrode and the substrate are transparent). Thus, yet another aspect of the present application relates to an OLED whose emission exhibits CIEx color coordinates between 0.60 and 0.88 (preferably between 0.61 and 0.83, more preferably between 0.63 and 0.78, or even more preferably between 0.66 and 0.76, or even between 0.68 and 0.73) and / or CIEy color coordinates between 0.25 and 0.70 (preferably between 0.26 and 0.55, more preferably between 0.27 and 0.45, or even more preferably between 0.28 and 0.40, or even between 0.29 and 0.35).

[0371] Thus, yet another aspect of the present application relates to an OLED which exhibits an external quantum efficiency of more than 10 % (more preferably more than 13 %, more preferably more than 15 %, even more preferably more than 17 %, or even more than 20 %) and / or an emission maximum between 590 nm and 690 nm (preferably between 610 nm and 665 nm, even more preferably between 620 nm and 640 nm) at 14500 cd / m 2 Thus, yet another aspect of the present application relates to an OLED which exhibits an external quantum efficiency of more than 10 % (more preferably more than 13 %, more preferably more than 15 %, even more preferably more than 17 %, or even more than 20 %) and / or an emission maximum between 590 nm and 690 nm (preferably between 610 nm and 665 nm, even more preferably between 620 nm and 640 nm) at 14500 cd / m

[0372] Yet another aspect of the present application relates to an OLED which emits light at different color points. According to the present application, the OLED emits light having a narrow emission band (small full width at half maximum (FWHM)). In one aspect, the OLED according to the present application emits light having a FWHM of the main emission peak of less than 0.30 eV (preferably less than 0.25 eV, more preferably less than 0.20 eV, even more preferably less than 0.19 eV, or even less than 0.17 eV).

[0373] In yet another aspect, the application relates to a method for producing an optoelectronic device. In this case, the inventive organic molecules are used.

[0374] The optoelectronic devices according to the application (in particular OLEDs) can be manufactured by any way of gas phase deposition and / or liquid handling. Thus, at least one layer:

[0375] - is prepared by way of a sublimation process,

[0376] - is prepared by way of an organic gas phase deposition process,

[0377] - is prepared by way of a carrier gas sublimation process,

[0378] - is solution handled or printed.

[0379] The methods for manufacturing optoelectronic devices (in particular OLEDs) according to the application are known in the art. By way of subsequent deposition processes, different layers are deposited individually and successively on a suitable substrate. The individual layers can be deposited using the same or different deposition methods.

[0380] The gas phase deposition processes comprise, for example, thermal (co-)evaporation, chemical vapor deposition and physical vapor deposition. For active matrix OLED displays, an AMOLED backplane is used as a substrate. The individual layers can be handled from solutions or dispersions using appropriate solvents. Solution deposition processes comprise, for example, spin coating, dip coating and jet printing. The liquid handling can optionally be carried out in an inert atmosphere, for example in a nitrogen atmosphere, the solvent can be completely or partially removed by means known in the art.

[0381] Examples

[0382] General synthesis scheme I

[0383]

[0384] I0 (1.00 eq), I0-1 (2.20 eq), tetrakis(triphenylphosphine)palladium(0) Pd(PPh3)4 (0.04 eq; CAS: 14221-01-3) and potassium carbonate (K2CO3; 4.00 eq) are stirred in dioxane:water (4:1 by volume) at 110 °C overnight under a nitrogen atmosphere. After cooling to room temperature (RT), the reaction mixture is extracted between DCM and brine and the phases are separated. The combined organic layers are dried with anhydrous MgSO4 and the solvent is then removed under reduced pressure. The obtained crude product is purified by recrystallization or column chromatography and II is obtained as a solid. The corresponding boronic acid can be used instead of boronate.

[0385] General procedure for the synthesis of AAV2:

[0386]

[0387] Ii (1.00 equiv) and liquid bromine (4.0 equiv; CAS 7726-95-6) were stirred overnight at room temperature under a nitrogen atmosphere in dry dimethylformamide (DMF). The reaction mixture was poured into water. The precipitate was filtered off and washed with water and ethanol. The obtained crude product was purified by recrystallization or column chromatography and I2 was obtained as a solid.

[0388] General procedure for the synthesis of AAV3:

[0389]

[0390] I2 (1.00 equiv), bis(pinacolato)diboron (2.50 equiv, CAS 73183-34-3), tris(dibenzylideneacetone)dipalladium(0) (0.03 equiv; CAS: 51364-51-3), X-PHOS (0.12 equiv; CAS: 564483-18-7) and potassium acetate (KOAc; 6.00 equiv, CAS 127-08-2) were stirred overnight at 100 °C under a nitrogen atmosphere in dioxane. After cooling to room temperature (RT), the reaction mixture was extracted between DCM and brine and the phases were separated. The combined organic layers were dried over anhydrous MgS04and the solvent was then removed under reduced pressure. The obtained crude product was purified by recrystallization or column chromatography and I4 was obtained as a solid.

[0391] General procedure for the synthesis of AAV4:

[0392]

[0393] I3 (1.00 equiv), I3-I (2.10 equiv), tris(dibenzylideneacetone)dipalladium(0) (0.02 equiv; CAS: 51364-51-3), X-PHOS (0.08 equiv; CAS: 564483-18-7) and potassium phosphate tribasic (K3O4P; 3.00 equiv, CAS 7778-53-2) were stirred for 48 h at 120 °C in toluene / water (10:1) under a nitrogen atmosphere. After cooling to room temperature (RT), the reaction mixture was poured into water, the precipitate was filtered off and washed with water and cold ethanol. The obtained crude product was purified by recrystallization or column chromatography and I4 was obtained as a solid.

[0394] General procedure for the synthesis of AAV5:

[0395]

[0396] I5 (1.00 equivalent) was dissolved in chlorobenzene under nitrogen atmosphere. Boron tribromide (4.00 equivalents, CAS 10294-33-4) was added and the mixture was stirred overnight at 180°C. After cooling to room temperature (RT), the mixture was cooled to 0°C and N,N-diisopropylethylamine (16 equivalents, CAS 7087-68-5) was added. After the reaction mixture was basic (pH > 8), the mixture was extracted between DCM and brine and the phases were separated. The combined organic layers were dried with anhydrous MgS04and then the solvent was removed under reduced pressure. The obtained crude product was purified by recrystallization or column chromatography and I5 was obtained as a solid.

[0397] Cyclic voltammetry

[0398] Cyclic voltammograms were measured on a solution of the organic molecule with a concentration of 10 -3 mol / L in dichloromethane or a suitable solvent and a suitable supporting electrolyte (e.g. 0.1 mol / L tetrabutylammonium hexafluorophosphate). The measurements were performed at room temperature under nitrogen atmosphere using a three-electrode assembly (working electrode and counter electrode: Pt wire, reference electrode: Pt wire) and calibrated using FeCp2 / FeCp2 + as internal standard. The saturated calomel electrode (SCE) was corrected for HOMO data using ferrocene as internal standard.

[0399] Density functional theory calculations

[0400] The molecular structures were optimized using the BP86 functional and the resolution of identity approach (RI). The excitation energies were calculated using the (BP86) optimized structures with the time-dependent DFT (TD-DFT) method. The orbital and excitation energies were calculated with the B3LYP functional. The Def2-SVP basis set and the m4 grid for numerical integration were used. The Turbomole program package was used for all calculations.

[0401] Photophysical measurements

[0402] Sample preparation: spin coating.

[0403] Instrument: Spin150, SPS euro.

[0404] Sample concentration was 0.2 mg / mL, dissolved in toluene / DCM.

[0405] Procedure: 7 seconds to 30 seconds at 2000 U / min. After coating, the films were dried at 70°C for 1 min.

[0406] Fluorescence and phosphorescence spectra

[0407] For the analysis of the phosphorescence and photoluminescence spectra, a fluorescence spectrometer "Fluoromax 4P" from Horiba was used.

[0408] Time resolved PL spectra in the μs range and ns range (FS5)

[0409] Time resolved PL measurements were performed on a FS5 fluorescence spectrometer from Edinburgh Instruments. In comparison to the measurements on the HORIBA device, the better light collection allows an optimized signal to noise ratio, which is supported by the FS5 system, especially for the transient PL measurements of the delayed fluorescence characteristics. The FS5 consists of a broad spectrum xenon lamp. The continuous light source is a 150 W xenon arc lamp and the selected wavelength is chosen by a Czerny-Turner monochromator, which is also used to set the specific emission wavelength. The sample emission is directed to a sensitive R928P photomultiplier tube (PMT) allowing the detection of single photons with a peak quantum efficiency of up to 25% in a spectral range between 200 nm and 870 nm. The detector is a temperature stabilized PMT providing a dark count below 300 cps (counts per second). Finally, for the determination of the transient decay lifetime of the delayed fluorescence, a tail fitting using three exponential functions is applied. By weighting the individual lifetime τ with the corresponding amplitude A i to the specific lifetime τ i ,

[0410]

[0411] determination of the delayed fluorescence lifetime τ DF .

[0412] Photoluminescence quantum yield measurements

[0413] For the photoluminescence quantum yield (PLQY) measurements, an absolute PL quantum yield measurement C9920-03G system (Hamamatsu Photonics) was used. The quantum yield and CIE coordinates were determined using the software U6039-05 version 3.6.0.

[0414] The emission maximum is given in nm, the quantum yield Φ in %, the CIE coordinates as x value, y value.

[0415] The PLQY was determined using the following protocol:

[0416] 1) Quality assurance: anthracene in ethanol (known concentration) was used as reference

[0417] 2) Excitation wavelength: the absorption maximum of the organic molecule was determined, the organic molecule was excited using this wavelength

[0418] 3) Measurement

[0419] For samples of solution or film, the quantum yield was measured under a nitrogen atmosphere. The yield was calculated using the equation:

[0420]

[0421] where n 光子 represents the photon count, Int. represents the intensity.

[0422] Measurement of emission spectra

[0423] The material was dissolved in chloroform and the solution was filtered through a syringe filter. The remaining solution was used to spin 2% films in PMMA. The samples were excited at 291 nm and the measurements were made using a 495 nm filter.

[0424] Manufacture and characterisation of optoelectronic devices

[0425] Optoelectronic devices (such as OLED devices) comprising the organic molecules according to the application can be manufactured via a vacuum evaporation process. If a layer comprises more than one compound, the weight percentage of one or more compounds is given in %. The total weight percentage value is 100%, so if no value is given, the fraction of this compound is equal to the difference between the given value and 100%.

[0426] An OLED that is not fully optimised is characterised using standard methods and measuring the electroluminescence spectrum, the intensity dependent external quantum efficiency (in %), which is calculated using the light detected by a photodiode and the current. The OLED device lifetime is extracted from the change in luminance during operation at a constant current density. The LT50 value corresponds to the point in time at which the measured luminance decreases to 50% of the initial luminance, similarly the LT80 value corresponds to the point in time at which the measured luminance decreases to 80% of the initial luminance, the LT95 value corresponds to the point in time at which the measured luminance decreases to 95% of the initial luminance, etc.

[0427] Accelerated lifetime measurements are performed (for example, applying an increased current density). For example, the LT80 value at 500 cd / m 2 is determined using the following equation:

[0428]

[0429] where L0represents the initial luminance at the applied current density.

[0430] The value corresponds to the average value of several (typically 2 to 8) pixels, the standard deviation between these pixels is given.

[0431] HPLC-MS

[0432] HPLC-MS analysis was performed on an HPLC by Agilent (1260 series) with MS detector (Thermo LTQ XL).

[0433] For example, a typical HPLC method was as follows: a reversed-phase chromatography column 3.0 mm x 100 mm, particle size 2.7 pm (Poroshell 120 EC-C18, 3.0 mm x 100 mm, 2.7 pm HPLC column) from Agilent was used in the HPLC. The HPLC-MS measurement was performed following a gradient at room temperature (rt).

[0434]

[0435]

[0436] The following solvent mixtures containing 0.1 % formic acid were used:

[0437] Solvent A: H2O (10%) MeCN (90%) Solvent B: [H2O (90%)] MeCN (10%) Solvent C: THF (50%) MeCN (50%)

[0438] The measurement was performed with an injection volume of 2 pL of a solution of the analyte at a concentration of 0.5 mg / mL.

[0439] The ionization of the probe was performed using an atmospheric pressure chemical ionization (APCI) source in positive (APCI+) or negative (APCI-) ionization mode or using an atmospheric pressure photoionization (APPI) source.

[0440] Example 1

[0441]

[0442] Example 1 was synthesized according to the general synthesis scheme II and according to the following procedure:

[0443] AAV3 (64% yield), wherein, (CAS 27973-29-1) was used as reactant I2;

[0444] AAV4 (36% yield), wherein, 5-chloro-N1,N1,N3,N3-tetraphenyl-1,3-benzenediamine (CAS 1630850-28-0) was used as reactant I3-I; and

[0445] AAV5 (34% yield).

[0446] MS (HPLC-MS), m / z (ret. time): 1039 (7.996 min).

[0447] Figure 1 The emission spectrum of Example 1 (in PMMA, 2 wt.%) is depicted. The emission maximum (l maxat 625 nm. The full width at half maximum (FWHM) is 99 nm (0.3 eV). The photoluminescence quantum yield (PLQY) is 99% (measured in chloroform solution).

[0448] Further examples of inventive organic molecules

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Claims

1. An organic molecule comprising a structure of Formula la: R 1 independently from each other at each occurrence are selected from the group consisting of hydrogen; deuterium; Me; i Pr; t Bu; SiMe3; SiPh3; and Ph, optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr and t Bu. Z is selected from the group consisting of a direct bond, CR 5 R 6 , NR 5 , and O; R a independently at each occurrence is selected from the group consisting of hydrogen; deuterium; Me; i Pr; t Bu; CN; CF3; Ph, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, and CF3; pyridyl, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, and CF3; pyrimidinyl, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, and CF3; triazinyl, optionally substituted with one or more substituents independently selected from the group consisting of Me, i Pr, t Bu, CN, and CF3; and N(Ph)2; R 5 and R 6 are independently at each occurrence selected from the group consisting of hydrogen; deuterium; Me; i Pr; t Bu; CN; CF3; Ph, optionally substituted with one or more substituents independently of each other selected from the group consisting of Me, i Pr, t Bu, CN and CF3; pyridyl, optionally substituted with one or more substituents independently of each other selected from the group consisting of Me, i Pr, t Bu, CN and CF3; pyrimidinyl, optionally substituted with one or more substituents independently of each other selected from the group consisting of Me, i Pr, t Bu, CN and CF3; and triazinyl, optionally substituted with one or more substituents independently of each other selected from the group consisting of Me, i Pr, t Bu, CN and CF3.

2. The organic molecule of claim 1, wherein Z is NR 5 .

3. The organic molecule of claim 1, wherein The organic molecule is:

4. Use of an organic molecule according to any one of claims 1 to 3 as an emissive emitter in an organic light emitting diode.

5. A composition comprising: (a) an organic molecule according to any one of claims 1 to 3 in the form of an emitter; and (b) an emitter and / or host material different from the organic molecule.

6. The composition of claim 5, wherein, The composition further comprises a dye and / or a solvent.

7. An organic light emitting diode comprising an organic molecule according to any one of claims 1 to 3 or a composition according to claim 5 or 6.

8. The organic light emitting diode according to claim 7, comprising: a substrate; an anode; and a cathode, wherein the anode or the cathode is disposed on the substrate; and an emissive layer arranged between the anode and the cathode and comprising the organic molecule or the composition.

9. A method for manufacturing an organic light emitting diode, wherein, using an organic molecule according to any one of claims 1 to 3 or a composition according to claim 5 or 6.

10. The method according to claim 9, comprising the step of processing the organic molecule by a vacuum evaporation method or from a solution.

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