Organic molecules for photoelectronic devices

Abstract

The present invention relates to an organic molecule for use in an optoelectronic device, the organic molecule having the structure of Formula I: [Formula 1] JPEG2023546608000074.jpg7787 ...Chemical formula I Where: R a is independently selected in each occurrence from the group consisting of: Hydrogen, deuterium, N(R 5 ) 2 , OR 5 , S.R. 5 , C.F. 3 , CN, halogen, C 1 -C 40 Alkyl, C 1 -C 40 Alkoxy, C 1 -C 40 Thioalkoxy, C 6 -C 60 Aryl and C 3 -C 57 Heteroaryl, R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX , R X and R XI is independently selected in each occurrence from the group consisting of: Hydrogen, deuterium, N(R 4 ) 2 , OR 4 , S.R. 4 , Si(R 4 ) 3 , B(OR 4 ) 2 , O.S.O. 2 R 4 , C.F. 3 , CN, halogen, C 1 -C 40 Alkyl, C 1 -C 40 Alkoxy, C 1 -C 40Thioalkoxy, C 6 -C 60 Aryl and C 3 -C 57 It is heteroaryl.

Description

[Technical Field]

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

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

[0003] Such objectives are achieved by the present invention, which provides novel organic molecules. For example, organic electroluminescent devices that include one or more light-emitting layers made of organic materials, such as organic light-emitting diodes (OLEDs), light-emitting electrochemical cells (LECs), and light-emitting transistors, are becoming increasingly important. OLEDs, in particular, are promising devices for electronic products such as screens, displays, and lighting devices. In contrast to most electroluminescent devices that use substantially inorganic materials, organic electroluminescent devices that use organic materials can usually be produced in a flexible and especially thin-film form. Screens and displays using OLEDs currently on the market offer excellent efficiency and long lifespan, or excellent color purity and long lifespan, but they do not possess all three characteristics at once.

[0004] Therefore, the technical needs for optoelectronic devices with high quantum yield, long lifetime, and excellent color purity remain unmet.

[0005] While the color purity or color point of an OLED is generally provided by CIEx and CIEy coordinates, the color gamut of next-generation displays is provided by so-called BT-2020 and DCPI3 values. Generally, obtaining such color coordinates requires a top-emission element to adjust the color coordinates by changing the cavity. To achieve high efficiency in the top-emission element while targeting such a color gamut, a narrow emission spectrum is required in the bottom-emission element. [Effects of the Invention]

[0006] The organic molecule according to the present invention exhibits maximum emission in the deep blue, sky blue, or green spectral range, preferably the deep blue and sky blue spectral range, most preferably the deep blue spectral range. The organic molecule exhibits maximum emission particularly from 420 nm to 520 nm, preferably from 440 nm to 495 nm, and more preferably from 450 nm to 475 nm. The photoluminescence quantum yield of the organic molecule according to the present invention is particularly 50% or more. The excited state lifetime is 4 μs or less. Furthermore, the molecule according to the present invention exhibits particularly narrow emission represented by a small full width at half maximum (FWHM). The emission spectrum of the organic molecule preferably exhibits a FWHM of 0.15 eV or less (≤0.15 eV), which is measured at 2% by weight of the emitter at room temperature (i.e., about 25°C) in poly(methyl methacrylate) (PMMA) unless otherwise specified. The photoluminescence quantum yield of the organic molecule according to the present invention is particularly 50% or more.

[0007] The use of molecules according to the present invention in photoelectronic devices, such as organic light-emitting diodes (OLEDs), results in narrow emission and high efficiency of the device. The corresponding OLED has even greater stability than known emitter materials and OLEDs with similar hues, and / or, when molecules according to the present invention are used in OLED displays, a more accurate reproduction of natural-looking hues, i.e., higher resolution in the displayed image, is achieved. In particular, the molecules can be used in combination with an energy pump to enable so-called hyperfluorescence or hyperphosphorescence. In this case, other species contained in the photoelectronic device transfer energy to the organic molecules of the present invention to emit light. [Brief explanation of the drawing]

[0008] [Figure 1] This figure shows the emission spectrum of Example 1 (2 wt%) in PMMA. [Figure 2] This figure shows the emission spectrum of Example 2 (2 wt%) in PMMA. [Figure 3] This figure shows the emission spectrum of Example 3 (2 wt%) in PMMA. [Figure 4] This figure shows the emission spectrum of Example 4 (2 wt%) in PMMA. [Figure 5] This figure shows the emission spectrum of Example 5 (2 wt%) in PMMA. [Modes for carrying out the invention]

[0009] The organic molecule according to the present invention contains or is composed of the structure of the following chemical formula I: [ka] ...Chemical formula I Here, R ais independently selected from the group consisting of the following in each case: hydrogen, deuterium, N(R 5 )2, OR 5 , SR 5 , CF3, CN, halogen, C1-C 40 alkyl, which is optionally substituted with one or more substituents R 5 , and where one or more non-adjacent CH2 groups are R C=CR 5 , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 and is optionally substituted by 5 C1-C alkoxy, 40 which is optionally substituted with one or more substituents R , and where one or more non-adjacent CH2 groups are R w 5 C=CR , C≡C, Si(R 5 )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 and is optionally substituted by 5 C1-C 5 thioalkoxy, which is optionally substituted with one or more substituents R 40 , and where one or more non-adjacent CH2 groups are R C=CR 5 , C≡C, Si(R )2, Ge(R 5 )2, Sn(R 5 )2, C=O, C=S, C=Se, C=NR 5 , P(=O)(R 5 ), SO, SO2, NR 5 and is optionally substituted by 5, P(=O)(R 5 ), SO, SO2, NR 5 , O, S or CONR 5 It can be arbitrarily replaced by, C6-C 60 Ariel, This is because it has one or more substituents R 5 It is arbitrarily replaced with, and C3-C 57 Heteroaryl, This is because it has one or more substituents R 5 It is arbitrarily replaced with, R 5 In each case, independently, a group consisting of the following is selected: Hydrogen, deuterium, halogens, C1-C 12 Alkyl, Here, any one or more hydrogen atoms are independently R 6 Replaced by, C6-C 18 Ariel, Here, any one or more hydrogen atoms are independently R 6 Replaced by, and C3-C 15 Heteroaryl, Here, any one or more hydrogen atoms are independently R 6 Replaced by, R 6 In each case, independently, a group consisting of the following is selected: Hydrogen, deuterium, halogens, C1-C 12 Alkyl, C6-C 18 Ariel, Here, one or more hydrogen atoms are independently substituted with C1-C5 alkyl substituents, and C3-C 15 Heteroaryl, Here, one or more hydrogen atoms are independently substituted with C1-C5 alkyl substituents. R I , R II , R III , R IV , RV , R VI , R VII , R VIII , R IX , R X and R XI are each 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, which is optionally substituted with one or more substituents R 4 , where one or more non-adjacent CH2 groups are R 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 4 ​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​is optionally replaced with, where one or more non-adjacent CH2 groups are 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 4 , O, S or CONR 4 is optionally replaced with, C2-C 40 alkenyl, which is optionally replaced with one or more substituents R 4 where one or more non-adjacent CH2 groups are R where one or more non-adjacent CH2 groups are 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 4 , O, S or CONR 4 is optionally replaced with, C2-C 40 alkynyl, which is optionally replaced with one or more substituents R 4 where one or more non-adjacent CH2 groups are R where one or more non-adjacent CH2 groups are 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 4 , O, S or CONR 4 is optionally replaced with, C6-C 60 aryl, which is optionally replaced with one or more substituents R 4 and C3-C57 Heteroaryl, This is because it has one or more substituents R 4 It is arbitrarily replaced with, R 4 In each case, the following groups are selected independently of each other: Hydrogen, deuterium, halogen, OPh (Ph=phenyl), SPh, CF3, CN, Si(C1-C5 alkyl)3, Si(Ph)3, C1-C5 alkyl, Here, one or more hydrogen atoms are independently substituted with deuterium, halogen, CN, or CF3. C1-C5 alkoxy, Here, one or more hydrogen atoms are independently substituted with deuterium, halogen, CN, or CF3. C1-C5 thioalkoxy, Here, one or more hydrogen atoms are independently substituted with deuterium, halogen, CN, or CF3. C2-C5 alkenyl, Here, one or more hydrogen atoms are independently substituted with deuterium, halogen, CN, or CF3. C2-C5 alkynyl, Here, one or more hydrogen atoms are independently substituted with deuterium, halogen, CN, or CF3. C6-C 18 Ariel, This is because it has one or more substituents R 5 It is arbitrarily replaced with, C3-C 17 Heteroaryl, This is because it has one or more substituents R 5 It is arbitrarily replaced with, N(C6-C 18 Ariel) 2, N(C3-C 17 Heteroaryl)2, and N(C3-C 17 (Heteroaryl)(C6-C 18 It is Ariel.

[0010] In one embodiment of the present invention, RI , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX , R X and R XI In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, CN, CF3, F, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Pyridinyl molecules optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Triazinyls optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph, and Me, i Pr, t N(Ph)2 is a molecule arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph.

[0011] In one embodiment of the present invention, R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX , R X and R XIIn each case, the following group is independently selected: Hydrogen, Me, i Pr, t Bu, CN, CF3, F, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Pyridinyl molecules optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t It is a triazinyl molecule optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph.

[0012] In one embodiment of the present invention, R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX , R X and R XI In each case, the following group is independently selected: Hydrogen, Me, i Pr, t Bu, CN, CF3, F, Me, i Pr, t This is a Ph atom that is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph.

[0013] In one embodiment of the present invention, R I , RII , R III , R IV , R V , R VI , R VII , R VIII , R IX , R X and R XI In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, F Me, i Pr, t This is a Ph atom that is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph.

[0014] In one embodiment of the present invention, R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX , R X and R XI In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, F Me, i Pr, t This is Ph, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0015] In one embodiment of the present invention, R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX , R X and R XIIn each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, Me, i Pr, t This is Ph, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0016] In a preferred embodiment of the present invention, R I and R X It is hydrogen.

[0017] In a specific embodiment of the present invention, R I , R V , R VI and R X It is hydrogen.

[0018] In one embodiment of the present invention, R XI In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, CN, CF3, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph.

[0019] In a preferred embodiment of the present invention, R XI In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, Me, i Pr, tPh is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0020] In a more preferred embodiment of the present invention, R XI In each case, the following group is independently selected: Me, i Pr, t Bu, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0021] In one embodiment of the present invention, R XI In each case, the following group is independently selected: Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0022] In a particular embodiment of the present invention, R XI In each case, independently, Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0023] In one embodiment of the present invention, R XI In each case, independently, it is N(Ph)².

[0024] In one embodiment of the present invention, R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, CN, CF3, F, Me, i Pr, t Aryls optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Pyridinyl molecules optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Triazinyls optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph.

[0025] In a further embodiment of the present invention, R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, F, Me, i Pr, tPh is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph.

[0026] In a further embodiment of the present invention, R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, F Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph.

[0027] In a further embodiment of the present invention, R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0028] In a further embodiment of the present invention, R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0029] In a further embodiment of the present invention, R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, and Me, i Pr, t This is Ph, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0030] In one embodiment of the present invention, R a In each case, the following group is independently selected: Hydrogen, and Ph, that is.

[0031] In one embodiment of the present invention, Ra In each case, it is hydrogen.

[0032] In a preferred embodiment of the present invention, R V =R X and R I =R VI That is the case.

[0033] In one embodiment of the present invention, R 5 In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, Me, i Pr, t This is Ph, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0034] In one embodiment of the present invention, R 5 In each case, the following group is independently selected: Hydrogen, and Ph, that is.

[0035] In one embodiment of the present invention, R 5 In each case, it is hydrogen.

[0036] In one embodiment of the present invention, the organic molecule includes or is composed of the following structures of chemical formulas II-a, II-b, and II-c: [ka] ...Chemical formula II-a [ka] ...Chemical formula II-b [ka] ...Chemical formula II-c In this specification, in relation to specific structures such as those of chemical formulas II-a, II-b, and II-c, substituent R I From R XI References to this are sometimes made in common practice. Those skilled in the art will understand that the chemical formula defines a particular substituent as hydrogen. In that case, only the remaining substituents are selected from the group defined herein.

[0037] In one embodiment of the present invention, the organic molecule includes or is composed of a structure having one of the chemical formulas II-a, II-b, or II-c, where R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX , R X and R XI In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, CN, CF3, F, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Pyridinyl molecules optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Triazinyls optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph, and Me, i Pr, t N(Ph)2 is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph. These are cases where H is not defined in chemical formulas II-a, II-b, and II-c, respectively.

[0038] In one embodiment of the present invention, the organic molecule includes or is composed of a structure having one of the chemical formulas II-a, II-b, or II-c, where R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX and R X In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, CN, CF3, F, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Pyridinyl molecules optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t A triazinyl molecule optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. These are cases where H is not defined in chemical formulas II-a, II-b, and II-c, respectively.

[0039] In one embodiment of the present invention, the organic molecule includes or is composed of a structure having one of the chemical formulas II-a, II-b, or II-c, where R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX and R X In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, CN, CF3, F, Me, i Pr, t Ph is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. These are cases where H is not defined in chemical formulas II-a, II-b, and II-c, respectively.

[0040] In one embodiment of the present invention, the organic molecule includes or is composed of a structure having one of the chemical formulas II-a, II-b, or II-c, where R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX and R X In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, F, Me, i Pr, t Ph is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. These are cases where H is not defined in chemical formulas II-a, II-b, and II-c, respectively.

[0041] In one embodiment of the present invention, the organic molecule includes or is composed of a structure having one of the chemical formulas II-a, II-b, or II-c, where R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX and R X In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, F, Me, i Pr, t Ph is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph. These are cases where H is not defined in chemical formulas II-a, II-b, and II-c, respectively.

[0042] In one embodiment of the present invention, the organic molecule includes or is composed of a structure having one of the chemical formulas II-a, II-b, or II-c, where R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX and R X In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, Me, i Pr, tPh is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph. These are cases where H is not defined in chemical formulas II-a, II-b, and II-c, respectively.

[0043] In a preferred embodiment of the present invention, the organic molecule includes or is composed of a structure having any one of the chemical formulas II-a, II-b, or II-c, where R I and R X That is hydrogen.

[0044] In certain embodiments of the present invention, the organic molecule includes or is composed of a structure having any one of the chemical formulas II-a, II-b, or II-c, where R I , R V , R VI and R X That is hydrogen.

[0045] In one embodiment of the present invention, the organic molecule includes or is composed of a structure having one of the chemical formulas II-a, II-b, or II-c, where R XI In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, CN, CF3, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph.

[0046] In a preferred embodiment of the present invention, the organic molecule includes or is composed of a structure having any one of the chemical formulas II-a, II-b, or II-c, where R XIIn each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0047] In a more preferred embodiment of the present invention, the organic molecule includes or is composed of a structure having any one of the chemical formulas II-a, II-b, or II-c, where R XI In each case, the following group is independently selected: Me, i Pr, t Bu, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0048] In one embodiment of the present invention, the organic molecule includes or is composed of a structure having one of the chemical formulas II-a, II-b, or II-c, where R XI In each case, the following group is independently selected: Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr, tThis is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0049] In a particular embodiment of the present invention, the organic molecule includes or is composed of a structure having any one of the chemical formulas II-a, II-b, or II-c, where R XI In each case, independently, Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0050] In one embodiment of the present invention, the organic molecule includes or is composed of a structure having one of the chemical formulas II-a, II-b, or II-c, where R XI In each case, independently, It is N(Ph)2.

[0051] In one embodiment of the present invention, the organic molecule includes or consists of a structure with any one of the chemical formulas II-a, II-b, and II-c, where R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, CN, CF3, F, Me, i Pr, t Aryls optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Pyridinyl molecules optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, tCarbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Triazinyls optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph.

[0052] In a further embodiment of the present invention, the organic molecule includes or consists of a structure of any one of the chemical formulas II-a, II-b, and II-c, where R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, F, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph.

[0053] In a further embodiment of the present invention, the organic molecule includes or consists of a structure of any one of the chemical formulas II-a, II-b, and II-c, where R a In each case, the following group is independently selected: hydrogen, Me,i Pr, t Bu, F Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph.

[0054] In a further embodiment of the present invention, the organic molecule includes or consists of a structure of any one of the chemical formulas II-a, II-b, and II-c, where R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0055] In a further embodiment of the present invention, the organic molecule includes or is composed of a structure having any one of the chemical formulas II-a, II-b, or II-c, where R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0056] In a further embodiment of the present invention, the organic molecule includes or is composed of a structure having any one of the chemical formulas II-a, II-b, or II-c, where R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, and Me, i Pr, t This is Ph, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0057] In a preferred embodiment of the present invention, the organic molecule includes or is composed of a structure having any one of the chemical formulas II-a, II-b, or II-c, where R V =R X and R I =R VI That is the case.

[0058] In a preferred embodiment of the present invention, the organic molecule has or is composed of a structure of chemical formula II-a.

[0059] In a more preferred embodiment of the present invention, the organic molecule comprises or is composed of a structure of chemical formula II-a, where R XI In each case, the following group is independently selected: Me, i Pr, t Bu, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph.

[0060] In one embodiment of the present invention, the organic molecule has or is composed of a structure of chemical formula II-a, where R XI In each case, the following group is independently selected: Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0061] In a particular embodiment of the present invention, the organic molecule has or is composed of a structure of chemical formula II-a, where R XI In each case, independently, Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0062] In one embodiment of the present invention, the organic molecule has or is composed of a structure of chemical formula II-a, where R XI In each case, independently, It is N(Ph)2.

[0063] In other embodiments of the present invention, the organic molecule comprises or is composed of the structure of Chemical Formula III below: [ka] ...Chemical formula III

[0064] In one embodiment of the present invention, the organic molecule includes or is composed of a structure of chemical formula III, where R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX , R X and R XI In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, CN, CF3, F, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Pyridinyl molecules optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Triazinyls optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph, and Me, i Pr, tThis is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph.

[0065] In one embodiment of the present invention, the organic molecule includes or is composed of a structure of chemical formula III, where R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX and R X In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, CN, CF3, F, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Pyridinyl molecules optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t It is a triazinyl molecule optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph.

[0066] In one embodiment of the present invention, the organic molecule includes or is composed of a structure of chemical formula III, where R I , R II , R III , R IV , R V , R VI, R VII , R VIII , R IX and R X In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, CN, CF3, F, Me, i Pr, t This is a Ph atom that is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph.

[0067] In one embodiment of the present invention, the organic molecule includes or is composed of a structure of chemical formula III, where R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX and R X In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, F, Me, i Pr, t This is a Ph atom that is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph.

[0068] In one embodiment of the present invention, the organic molecule includes or is composed of a structure of chemical formula III, where R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX and R X In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, F, Me, i Pr, t This is Ph, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0069] In one embodiment of the present invention, the organic molecule includes or is composed of a structure of chemical formula III, where R I , R II , R III , R IV , R V , R VI , R VII , R VIII , R IX and R X In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, Me, i Pr, t This is Ph, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0070] In a preferred embodiment of the present invention, the organic molecule comprises or is composed of a structure of chemical formula III, where R I and R X That is hydrogen.

[0071] In a particular embodiment of the present invention, the organic molecule comprises or is composed of a structure of chemical formula III, where R I , R V , R VI and R X That is hydrogen.

[0072] In one embodiment of the present invention, the organic molecule includes or is composed of a structure of chemical formula III, where R XIIn each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, CN, CF3, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph. In a preferred embodiment of the present invention, the organic molecule comprises or is composed of a structure of chemical formula III, where R XI In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0073] In a more preferred embodiment of the present invention, the organic molecule comprises or is composed of a structure of chemical formula III, where R XI In each case, the following group is independently selected: Me, i Pr, t Bu, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr,t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0074] In one embodiment of the present invention, the organic molecule includes or is composed of a structure of chemical formula III, where R XI In each case, the following group is independently selected: Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0075] In a particular embodiment of the present invention, the organic molecule comprises or is composed of a structure of chemical formula III, where R XI In each case, independently, Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0076] In one embodiment of the present invention, the organic molecule includes or is composed of a structure of chemical formula III, where R XI In each case, independently, It is N(Ph)2.

[0077] In one embodiment of the present invention, the organic molecule includes or is composed of a structure of chemical formula III, where R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, CN, CF3, F, Me, i Pr,t Aryls optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Pyridinyl molecules optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Triazinyls optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph.

[0078] In a further embodiment of the present invention, the organic molecule comprises or is composed of a structure of chemical formula III, where R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, F, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph, and Me, i Pr, tThis is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph.

[0079] In a further embodiment of the present invention, the organic molecule comprises or is composed of a structure of chemical formula III, where R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, F Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph.

[0080] In a further embodiment of the present invention, the organic molecule comprises or is composed of a structure of chemical formula III, where R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr, tThis is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0081] In a further embodiment of the present invention, the organic molecule comprises or is composed of a structure of chemical formula III, where R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0082] In a further embodiment of the present invention, the organic molecule comprises or is composed of a structure of chemical formula III, where R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, and Me, i Pr, t This is Ph, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0083] In a preferred embodiment of the present invention, the organic molecule comprises or is composed of a structure of chemical formula III, where R V =R X and R I =R VI That is the case.

[0084] In yet another embodiment of the present invention, the organic molecule comprises or is composed of the structure of the following chemical formula IV: [ka] ...Chemical formula IV

[0085] In one embodiment of the present invention, the organic molecule has or is composed of a structure of chemical formula IV, where R I , R V , R VI and R X In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, CN, CF3, F, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Pyridinyl molecules optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Triazinyls optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph.

[0086] In one embodiment of the present invention, the organic molecule has or is composed of a structure of chemical formula IV, where R I , R V , R VI and R X In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, CN, CF3, F, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Pyridinyl molecules optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t It is a triazinyl molecule optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph.

[0087] In one embodiment of the present invention, the organic molecule has or is composed of a structure of chemical formula IV, where R I , R V , R VI and R X In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, CN, CF3, F, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph.

[0088] In one embodiment of the present invention, the organic molecule has or is composed of a structure of chemical formula IV, where R I , R V , R VI and R X In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, F, Me, i Pr, t This is a Ph atom that is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph.

[0089] In one embodiment of the present invention, the organic molecule has or is composed of a structure of chemical formula IV, where R I , R V , R VI and R X In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, F, Me, i Pr, t This is Ph, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0090] In one embodiment of the present invention, the organic molecule has or is composed of a structure of chemical formula IV, where R I , R V , R VI and R X In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, Me, i Pr, tThis is Ph, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0091] In a preferred embodiment of the present invention, the organic molecule comprises or is composed of a structure of chemical formula IV, where R I and R X That is hydrogen. In a particular embodiment of the present invention, the organic molecule comprises or is composed of a structure of chemical formula IV, where R I , R V , R VI and R X In each case, the following group is independently selected: These are hydrogen, Me, and F.

[0092] In a particular embodiment of the present invention, the organic molecule comprises or is composed of a structure of chemical formula IV, where R I and R X In each case, the following group is independently selected: Me, F.

[0093] In one embodiment of the present invention, the organic molecule has or is composed of a structure of chemical formula IV, where R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, CN, CF3, F, Me, i Pr, t Aryls optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Pyridinyl molecules optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, tCarbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Triazinyls optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph.

[0094] In further embodiments of the present invention, the organic molecule comprises or is composed of a structure of chemical formula IV, where R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, F, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, F, and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph.

[0095] In further embodiments of the present invention, the organic molecule comprises or is composed of a structure of chemical formula IV, where R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, F Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph.

[0096] In further embodiments of the present invention, the organic molecule comprises or is composed of a structure of chemical formula IV, where R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, Me, i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph. Me, i Pr, t Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0097] In further embodiments of the present invention, the organic molecule comprises or is composed of a structure of chemical formula IV, where R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, Me,i Pr, t Ph is optionally substituted with one or more substituents independently selected from the group consisting of Bu and Ph, and Me, i Pr, t This is N(Ph)2, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0098] In further embodiments of the present invention, the organic molecule comprises or is composed of a structure of chemical formula IV, where R a In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, and Me, i Pr, t This is Ph, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0099] In a preferred embodiment of the present invention, the organic molecule comprises or is composed of a structure of chemical formula IV, where R V =R X and R I =R VI That is the case.

[0100] In one embodiment of the present invention, the organic molecule has or is composed of a structure of chemical formula IV, where R a In each case, the following group is independently selected: Hydrogen, and Ph, that is.

[0101] In one embodiment of the present invention, the organic molecule has or is composed of a structure of chemical formula IV, where R a In each case, it is hydrogen.

[0102] In one embodiment of the present invention, the organic molecule has or is composed of a structure of chemical formula IV, where R 5 In each case, the following group is independently selected: hydrogen, Me, i Pr, t Bu, Me, i Pr, t This is Ph, which is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0103] In one embodiment of the present invention, the organic molecule has or is composed of a structure of chemical formula IV, where R 5 In each case, the following group is independently selected: Hydrogen, and Ph, that is.

[0104] In one embodiment of the present invention, the organic molecule has or is composed of a structure of chemical formula IV, where R 5 In each case, it is hydrogen.

[0105] In yet another embodiment of the present invention, the organic molecule comprises or is composed of the structure of the following chemical formula V: [ka] ...Chemical formula V

[0106] As used throughout this specification, the term “cyclic group” is understood in its broadest sense to also refer to any monocyclic, bicyclic, or polycyclic moiety.

[0107] As used throughout this specification, the terms “ring” and “ring system” are understood in their broadest sense to refer to any monoring, biring, or polyring part.

[0108] As used throughout this specification, the term “carbocyclic” is also understood in its broadest sense as any cyclic group whose cyclic core structure consists only of carbon atoms that can be substituted with hydrogen, or any other substituents as defined in particular embodiments of the present invention. The term “carbocyclic” is also understood as an adjective referring to a cyclic group whose cyclic core structure consists only of carbon atoms that can be substituted with hydrogen, or any other substituents as defined in particular embodiments of the present invention.

[0109] As used throughout this specification, the term “heterocyclic” is understood in its broadest sense as any cyclic group whose cyclic core structure contains not only carbon atoms but also at least one heteroatom. The term “heterocyclic” is an adjective and is also understood as referring to a cyclic group whose cyclic core structure contains not only carbon atoms but also at least one heteroatom. The heteroatom may be identical or different in each case, unless otherwise specifically mentioned in a particular embodiment, and may be individually selected from the group consisting of N, O, S, and Se. Not to mention all carbon atoms or heteroatoms contained in a heterocyclic in the context of this invention, but all are substituted with hydrogen or any other substituent as defined in a particular embodiment of this invention.

[0110] As used throughout this specification, the term “aromatic ring system” is understood in its broadest sense to refer to any bicyclic or polycyclic aromatic moiety.

[0111] As used throughout this specification, the term “heteroaromatic ring system” is understood in its broadest sense to also refer to any bicyclic heteroaromatic or polycyclic heteroaromatic moiety.

[0112] As used throughout this specification, when referring to an aromatic ring system or a heteroaromatic ring system, the term “condensed” means that a “condensed” aromatic ring or heteroaromatic ring shares at least one bond that is part of both ring systems. For example, naphthalene (or, when referred to as a substituent, naphthyl) or benzothiophene (or, when referred to as a substituent, benzothiophenyl) are considered in the context of this invention to be a condensed aromatic ring system, where two benzene rings (in the case of naphthalene) or thiophene and benzene (in the case of benzothiophene) share one bond. Also, in such context, sharing a bond is understood to include sharing two atoms that make up each bond, and a condensed aromatic ring system or a heteroaromatic ring system is also understood to be a single aromatic system or a heteroaromatic system. Also, one or more bonds are shared by the aromatic rings or heteroaromatic rings that make up a condensed aromatic ring system or a heteroaromatic ring system (e.g., pyrene). Furthermore, aliphatic ring systems are also condensed, and this can be understood as having the same meaning as aromatic ring systems or heteroaromatic ring systems, except that the condensed aliphatic ring system is not aromatic.

[0113] As used throughout this specification, the terms “aryl” and “aromatic” are also understood in their broadest sense as any monocyclic, bicyclic, or polycyclic aromatic moiety. Thus, an aryl group contains 6 to 60 aromatic ring atoms. A heteroaryl group contains 5 to 60 aromatic ring atoms, of which at least one is a heteroatom. Nevertheless, throughout this specification, the number of aromatic ring atoms may be given in subscript numbers in the definition of a particular substituent. In particular, a heteroaromatic ring contains 1 to 3 heteroatoms. Furthermore, the terms “heteroaryl” and “heteroaromatic” are also understood in their broadest sense as any monocyclic, bicyclic, or polycyclic heteroaromatic moiety containing at least one heteroatom. The heteroatom may be identical or different in each case, and may be individually selected from the group consisting of N, O, and S. Thus, the term “arylene” means a divalent substituent that possesses two bonding sites with respect to other molecular structures and acts as a linker structure. In exemplary embodiments, if a group is defined differently from the definitions given herein, for example, if the number of aromatic ring atoms or heteroatoms differs from the given definitions, the definitions in exemplary embodiments shall apply. According to the present invention, a condensed (cyclic), aromatic polycyclic or heteroaromatic polycyclic is composed of two or more single aromatic rings or heteroaromatic rings that form a polycyclic ring via a condensation reaction.

[0114] In particular, as used throughout this specification, the terms “aryl group” or “heteroaryl group” include benzene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluorantene, benzanthracene, benzphenanthrene, tetracene, pentacene, benzpyrene, furan, benzofuran, isobenzofuran, dibenzofuran, thiophene, benzothiophene, isobenzothiophene, dibenzothiophene; pyrrole, indole, isoindole, carbazole, pyridine, quinoline, isoquinoline, acridine, phenanthridine, benzo-5,6-quinoline, benzo-6,7-quinoline, benzo-7,8-quinoline, phenothiazine, phenoxazine, pyrazole, indazole, imidazole, benzimidazole, naphthoimidazole, phenanthroidazole, pyridoimidazole, The compounds include pyrazinoimidazole, quinoxalinoimidazole, oxazole, benzoxazole, naphthoxazole, anthroxazole, phenanthroxazole, isoxazole, 1,2-thiazole, 1,3-thiazole, benzothiazole, pyridazine, benzopyridazine, pyrimidine, benzopyrimidine, 1,3,5-triazine, quinoxaline, pyrazine, phenazine, naphthyridine, carboline, benzocarbolin, phenanthroline, 1,2,3-triazole, 1,2,4-triazole, benzotriazole, 1,2,3-oxadiazole, 1,2,4-oxadiazole, 1,2,5-oxadiazole, 1,2,3,4-tetrazine, purine, pteridine, indidine, and benzothiadiazole, or groups that can be bonded via any position of an aromatic group or heteroaromatic group derived from combinations of the aforementioned groups.

[0115] As used herein, the term “aliphatic” is also understood in its broadest sense when referring to a ring system, meaning that none of the rings constituting the ring system are aromatic or heteroaromatic. Such an aliphatic ring system is also understood as one or more aromatic rings that are condensed, making some (but not all) of the carbon atoms or heteroatoms contained in the core structure of the aliphatic ring system part of the bonded aromatic ring.

[0116] As used herein, the term “alkyl” is understood in its broadest sense to also refer to any linear, branched, or cyclic alkyl substituent. In particular, the term “alkyl” refers to substituents such as methyl (Me), ethyl (Et), n-propyl ( n Pr), i-propyl( i Pr), cyclopropyl, n-butyl ( n Bu), i-butyl ( i Bu), s-butyl ( s Bu), t-butyl ( tBu), cyclobutyl, 2-methylbutyl, n-pentyl, s-pentyl, t-pentyl, 2-pentyl, neo-pentyl, cyclopentyl, n-hexyl, s-hexyl, t-hexyl, 2-hexyl, 3-hexyl, neo-hexyl, cyclohexyl, 1-methylcyclopentyl, 2-methylpentyl, n-heptyl, 2-heptyl, 3-heptyl, 4-heptyl, cycloheptyl, 1-methylcyclohexyl, n -Octyl, 2-ethylhexyl, cyclooctyl, 1-bicyclo[2,2,2]octyl, 2-bicyclo[2,2,2]octyl, 2-(2,6-dimethyl)octyl, 3-(3,7-dimethyl)octyl, adamantyl, 2,2,2-trifluoroethyl, 1,1-dimethyl-n-hex-1-yl, 1,1-dimethyl-n-hept-1-yl, 1,1-dimethyl-n-octo-1-yl, 1,1-dimethyl-n- Des-1-yl, 1,1-dimethyl-n-dodes-1-yl, 1,1-dimethyl-n-tetrades-1-yl, 1,1-dimethyl-n-hexades-1-yl, 1,1-dimethyl-n-octades-1-yl, 1,1-diethyl-n-hex-1-yl, 1,1-diethyl-n-hept-1-yl, 1,1-diethyl-n-octo-1-yl, 1,1-diethyl-n-des-1-yl, 1,1-diethyl-n-dodes- This includes 1-yl, 1,1-diethyl-n-tetrades-1-yl, 1,1-diethyl-n-hexades-1-yl, 1,1-diethyl-n-octades-1-yl, 1-(n-propyl)-cyclohex-1-yl, 1-(n-butyl)-cyclohex-1-yl, 1-(n-hexyl)-cyclohex-1-yl, 1-(n-octyl)-cyclohex-1-yl, and 1-(n-decyl)-cyclohex-1-yl.

[0117] As used throughout this specification, the term “alkenyl” includes linear, branched, and cyclic alkenyl substituents. The term “alkenyl group” includes, for example, substituents such as ethenyl, propenyl, butenyl, pentenyl, cyclopentenyl, hexenyl, cyclohexenyl, heptenyl, cycloheptenyl, octenyl, cyclooctenyl, or cyclooctadienyl.

[0118] As used throughout this specification, the term “alkynyl” includes linear, branched, and cyclic alkynyl substituents. The term “alkynyl group” includes, for example, ethynyl, propynyl, butynyl, pentynyl, hexynyl, heptynyl, or octinyl.

[0119] As used throughout this specification, the term “alkoxy” includes linear, branched, and cyclic alkoxy substituents. The term “alkoxy group” includes, for example, methoxy, ethoxy, n-propoxy, i-propoxy, n-butoxy, i-butoxy, s-butoxy, t-butoxy, and 2-methylbutoxy.

[0120] As used throughout this specification, the term "thioalkoxy" includes linear, branched, and cyclic thioalkoxy substituents, where the oxygen in the exemplary alkoxy group is replaced by sulfur.

[0121] As used throughout this specification, the terms "halogen" and "halo" are also understood in their broadest sense to preferably refer to fluorine, chlorine, bromine, or iodine.

[0122] When a molecular fragment is described as being attached to substituents or other parts, its name may be written as if it were the fragment itself (e.g., naphthyl, dibenzofuryl) or as if it were the entire molecule (e.g., naphthalene, dibenzofuran).

[0123] The manners used herein to describe substituents or attached fragments are considered equivalent.

[0124] All hydrogen atoms (H) in any structure referred to herein are also substituted with deuterium (D) in each case, independently of each other, unless otherwise specifically stated. Substitution of hydrogen with deuterium is common practice and will be obvious to those skilled in the art. Therefore, there are many well-known methods that can achieve this, and many review articles describing them (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).

[0125] The excited state lifetime is composed of many elements. For example, in the case of a TADF emitter, it consists of immediate fluorescence, which is usually on the nanosecond order, and delayed fluorescence, which is usually on the microsecond order. Since delayed fluorescence is three orders of magnitude larger, immediate fluorescence is not significant, which means that the excited state lifetime can also be estimated as the lifetime of delayed fluorescence.

[0126] In one embodiment, the organic molecule according to the present invention has an excited state lifetime of 10 μs or less, 8 μs or less, particularly 6 μs or less, more preferably 5 μs or less or 4 μs or less, and even more preferably 3 μs or less, in a PMMA (poly(methyl methacrylate)) film having 1 to 5% by weight, particularly 2% by weight, of the organic molecule at room temperature (i.e., about 25°C).

[0127] In one embodiment of the present invention, the organic molecule exhibits a thermally activated delayed fluorescence (TADF) emitter, which corresponds to ΔE, the energy difference between the first excited singlet state (S1) and the first excited triplet state (T1). ST The value shown is 5000 cm. -1 Less than 3000 cm -1 Less than, more preferably, 1500 cm -1 Less than, more preferably 1000 cm -1 Less than 500cm -1 It has a value less than .

[0128] In further embodiments, the organic molecules according to the present invention have an excited state lifetime of 10 μs or less, 8 μs or less, particularly 6 μs or less, more preferably 5 μs or less or 4 μs or less, even more preferably 3 μs or less, in a PMMA (poly(methyl methacrylate)) film having 1 to 5% by weight, particularly 2% by weight, of the organic molecules at room temperature (i.e., about 25°C), and a full width at half maximum of less than 0.23 eV, preferably less than 0.20 eV, more preferably less than 0.19 eV, even more preferably less than 0.15 eV, or even more preferably less than 0.12 eV.

[0129] Unless otherwise specified, in the context of organic molecules according to the present invention, the excited state lifetime is equivalent to and / or determined by the delayed fluorescence lifetime or delayed fluorescence decay time.

[0130] In a further embodiment of the present invention, the organic molecule according to the present invention has an emission peak in the visible light or near-ultraviolet range, i.e., in the wavelength range of 380 nm to 800 nm, and in a poly(methyl methacrylate) (PMMA) film having 2% by weight of the organic molecule at room temperature, the full width at half maximum (FWHM) value is less than 0.23 eV, preferably less than 0.20 eV, more preferably less than 0.19 eV, even more preferably less than 0.15 eV, or even more preferably less than 0.12 eV.

[0131] Orbital energy and excited state energy can be determined through experimental methods, quantum chemical methods, and especially computational methods utilizing density function theory. The highest occupied orbital energy E HOMO This is determined to an accuracy of 0.1 eV from cyclic voltammetry measurements by methods known to those skilled in the art. LUMO This is determined as the onset of the absorption spectrum.

[0132] The start of the absorption spectrum is determined by calculating the intersection of the tangent to the absorption spectrum and the x-axis. The tangent to the absorption spectrum is set at the lower energy side of the absorption band and at the half-value of the maximum intensity of the absorption spectrum.

[0133] Unless otherwise specified, the energy of the first excited triplet state T1 is determined at 77K from the start of the phosphorescence spectrum (steady-state spectrum, PMMA film containing 2 wt% emitter).

[0134] Unless otherwise specified, the energy of the first excited singlet state S1 is determined at room temperature from the start of the fluorescence spectrum (i.e., approximately 25°C, normal state spectrum, PMMA film containing 2 wt% emitter).

[0135] The start of the emission spectrum is determined by calculating the intersection of the tangent to the emission spectrum and the x-axis. The tangent to the emission spectrum is set at the high-energy side of the emission band and at the half-value of the maximum intensity of the emission spectrum.

[0136] ΔE corresponds to the energy difference between the first excited singlet state (S1) and the first excited triplet state (T1). ST The value is determined based on the first excited singlet state energy and the first excited triplet state energy, which are determined as described above.

[0137] A further aspect of the present invention relates to the use of the organic molecule according to the present invention as a light-emitting emitter or absorber and / or host material and / or electron transport material and / or hole injection material and / or hole blocking material in a photoelectronic device.

[0138] In its broadest sense, a photoelectronic device can also be understood as any device using an organic material suitable for emitting light in the visible light or near-ultraviolet (UV) range, i.e., in the wavelength range of 380 to 800 nm. More preferably, the photoelectronic device can emit light in the visible light range, i.e., in the wavelength range of 400 nm to 800 nm.

[0139] In relation to such applications, the optoelectronic elements are more specifically selected from the group consisting of the following: - Organic light-emitting diode (OLED) - Light-emitting electrochemical cell -OLED sensors, in particular gas sensors and vapor sensors that are not completely isolated from the outside. - Organic diode -Organic solar cells - Organic transistors - Organic field-effect transistor - Organic laser - Down-conversion element.

[0140] The light-emitting electrochemical cell comprises three layers: a cathode, an anode, and an active layer containing the organic molecule according to the present invention.

[0141] In relation to such applications, in a preferred embodiment, the optoelectronic device is an element selected from the group consisting of organic light-emitting diodes (OLEDs), light-emitting electrochemical cells (LECs), organic lasers, and light-emitting transistors.

[0142] In one embodiment, the light-emitting layer of an organic light-emitting diode contains the organic molecule according to the present invention.

[0143] In one embodiment, the light-emitting layer of the organic light-emitting diode includes not only the organic molecule according to the present invention, but also a host substance whose triplet (T1) energy level and singlet (S1) energy level are energetically higher than the triplet (T1) energy level and singlet (S1) energy level of the organic molecule.

[0144] Further aspects of the present invention relate to compositions including, or comprising, the following: (a) In particular, organic molecules according to the present invention in emitter form and / or host form, (b) One or more emitter substances and / or host substances different from the organic molecule of the present invention, and (c) Optionally, one or more dyes and / or one or more solvents.

[0145] In further embodiments of the present invention, the composition has a photoluminescence quantum yield (PLQY) of more than 10%, preferably more than 20%, more preferably more than 40%, even more preferably more than 60%, or even more preferably more than 70% at room temperature.

[0146] Composition having one or more additional emitters One embodiment of the present invention relates to a composition comprising, or comprising, the following: (i) 1 to 50% by weight, preferably 5 to 40% by weight, and particularly 10 to 30% by weight of the organic molecule according to the present invention (ii) 5 to 98% by weight, preferably 30 to 93.9% by weight, and especially 40 to 88% by weight of one host compound H, (iii) 1 to 30% by weight, particularly 1 to 20% by weight, preferably 1 to 5% by weight, at least one additional emitter molecule F having a structure different from the molecular structure according to the present invention. (iv) Optionally, 0 to 94% by weight, preferably 0.1 to 65% by weight, particularly 1 to 50% by weight, one or more additional host compounds D having a structure different from the molecular structure according to the present invention, and (v) optionally, a solvent in an amount of 0 to 94% by weight, preferably 0 to 65% by weight, and especially 0 to 50% by weight. The components and compositions are selected such that the sum of their weights equals 100%.

[0147] In a further embodiment of the present invention, the composition has an emission peak in the visible light or near-ultraviolet range, i.e., in the wavelength range of 380 nm to 800 nm.

[0148] In one embodiment of the present invention, at least one additional emitter molecule F is a pure organic emitter.

[0149] In one embodiment of the present invention, at least one additional emitter molecule F is a pure organic TADF emitter. Pure organic TADF emitters are widely known from the latest technologies, e.g., Wong and Zysman-Colman ("Purely Organic Thermally Activated Delayed Fluorescence Materials for Organic Light-Emitting Diodes.", Adv. Mater. 2017, 29(22), 1605444-1605498, DOI: 10.1002 / adma.201605444).

[0150] In one embodiment of the present invention, one or more additional emitter molecules F are fluorescent emitters, particularly blue, green, yellow, or red fluorescent emitters.

[0151] In a further embodiment of the present invention, a composition comprising one or more additional emitter molecules F has an emission peak in the visible light or near-ultraviolet range, i.e., a wavelength range of 380 nm to 800 nm, at which time it has a full width at half maximum (FMAX) of less than 0.30 eV, particularly less than 0.25 eV, preferably less than 0.22 eV, more preferably less than 0.19 eV, or even more preferably less than 0.17 eV at room temperature, with a lower limit of 0.05 eV for the FMAX.

[0152] A composition in which one or more additional emitter molecules F are green fluorescent emitters. In a further embodiment of the present invention, one or more additional emitter molecules F are fluorescent emitters, particularly green fluorescent emitters.

[0153] In one embodiment, one or more additional emitter molecules F are fluorescent emitters selected from the following group: [ka] [ka]

[0154] In a further embodiment of the present invention, the composition has an emission peak in the visible light or near-ultraviolet range, i.e., in the wavelength range of 380 nm to 800 nm, particularly 485 nm to 590 nm, preferably 505 nm to 565 nm, and more preferably 515 nm to 545 nm.

[0155] A composition in which one or more additional emitter molecules F are red fluorescent emitters. In a further embodiment of the present invention, one or more additional emitter molecules F are fluorescent emitters, particularly red fluorescent emitters.

[0156] In one embodiment, one or more additional emitter molecules F are fluorescent emitters selected from the following group: [ka] JPEG0007883998000011.jpg51117 [ka] [ka] [ka]

[0157] In a further embodiment of the present invention, the composition has an emission peak in the visible light or near-ultraviolet range, i.e., in the wavelength range of 380 nm to 800 nm, particularly 590 nm to 690 nm, preferably 610 nm to 665 nm, and more preferably 620 nm to 640 nm.

[0158] EML (Emitting Layer) In one embodiment, the light-emitting layer (EML) of the organic light-emitting diode of the present invention comprises (or is basically composed of) the following: (i) 1 to 50% by weight, preferably 5 to 40% by weight, and particularly 10 to 30% by weight of one or more organic molecules according to the present invention (ii) 5 to 99% by weight, preferably 30 to 94.9% by weight, and especially 40 to 89% by weight of one or more host compounds H (iii) Optionally, 0 to 94% by weight, preferably 0.1 to 65% by weight, and particularly 1 to 50% by weight, one or more additional host compounds D having a structure different from the structure of the molecule according to the present invention. (iv) optionally 0 to 94% by weight, preferably 0 to 65% by weight, particularly 0 to 50% by weight of a solvent, and (v) Optionally, 0 to 30% by weight, particularly 0 to 20% by weight, preferably 0 to 5% by weight, of at least one additional emitter molecule F having a structure different from the structure of the molecule according to the present invention.

[0159] Preferably, energy can be transferred from the host compound H to one or more organic molecules according to the present invention, particularly from the first excited triplet state T1(H) of the host compound H to the first excited triplet state T1(E) of one or more organic molecules E according to the present invention, and / or from the first excited singlet state S1(H) of the host compound H to the first excited singlet state S1(E) of one or more organic molecules E according to the present invention.

[0160] In one embodiment, the host compound H has an energy E in the range of -5 to -6.5 eV. HOMO The organic molecule E according to the present invention has the highest occupied orbital HOMO(H) with (H), and has energy EHOMO has a highest occupied molecular orbital HOMO(E) with (E), where E HOMO (H)>E HOMO (E).

[0161] In a further embodiment, the host compound H has a lowest unoccupied molecular orbital LUMO(H) with energy E LUMO (H), and at least one organic molecule E according to the invention has a lowest unoccupied molecular orbital LUMO(E) with energy E LUMO (E), where E LUMO (H)>E LUMO (E).

[0162] EML containing one or more additional host compounds D In a further embodiment, the emissive layer EML of the organic light-emitting diode according to the invention comprises, or consists essentially of, a composition comprising: (i) 1 to 50% by weight, preferably 5 to 40% by weight, particularly 10 to 30% by weight of one organic molecule according to the invention, (ii) 5 to 99% by weight, preferably 30 to 94.9% by weight, particularly 40 to 89% by weight of one host compound H, (iii) 0 to 94% by weight, preferably 0.1 to 65% by weight, particularly 1 to 50% by weight of one or more additional host compounds D having a structure different from the structure of the molecules according to the invention, (iv) optionally, 0 to 94% by weight, preferably 0 to 65% by weight, particularly 0 to 50% by weight of a solvent, and (v) optionally, 0 to 30% by weight, particularly 0 to 20% by weight, preferably 0 to 5% by weight of at least one additional emitter molecule F having a structure different from the structure of the molecules according to the invention.

[0163] In one embodiment of the organic light-emitting diode according to the invention, the host compound H has a highest occupied molecular orbital HOMO(H) with an energy E HOMO (H) in the range from -5 to -6.5 eV, and at least one additional host compound D has a highest occupied molecular orbital HOMO(D) with an energy E HOMO (D), where EHOMO (H) > E HOMO (D) is. E HOMO (H) > E HOMO (D) relationship is advantageous for efficient hole transport.

[0164] In a further embodiment, the host compound H has an energy E LUMO (H) and has a lowest unoccupied molecular orbital LUMO(H), and at least one additional host compound D has an energy E LUMO (D) and has a lowest unoccupied molecular orbital LUMO(D), where LUMO (H) > E LUMO (D) is. E LUMO (H) > E LUMO (D) relationship is advantageous for efficient electron transport.

[0165] In one embodiment of an organic light emitting diode according to the present invention, the host compound H has a highest occupied molecular orbital HOMO(H) having an energy E HOMO (H), and a lowest unoccupied molecular orbital LUMO(H) having an energy E LUMO (H),

[0166] At least one additional host compound D has a highest occupied molecular orbital HOMO(D) having an energy E HOMO (D), and a lowest unoccupied molecular orbital LUMO(D) having an energy E LUMO (D), The organic molecule E according to the present invention has a highest occupied molecular orbital HOMO(E) having an energy E HOMO (E), and a lowest unoccupied molecular orbital LUMO(E) having an energy E LUMO (E), Here, E HOMO (H) > E HOMO (D), and the energy level (E<X HOMO (E)) of the highest occupied molecular orbital HOMO(E) of the organic molecule E according to the present invention and the energy level (E HOMOThe difference from (H)) is -0.5eV to 0.5eV, more preferably -0.3eV to 0.3eV, even more preferably -0.2eV to 0.2eV, or -0.1eV to 0.1eV. E LUMO (H>E LUMO (D) The energy level of the lowest unoccupied orbital LUMO(E) of the organic molecule E according to the present invention (E LUMO (E)) and the energy level of the lowest unoccupied orbital LUMO(D) of at least one additional host compound D (E LUMO The difference from (D)) is -0.5eV to 0.5eV, more preferably -0.3eV to 0.3eV, even more preferably -0.2eV to 0.2eV, or -0.1eV to 0.1eV.

[0167] Emitting layer EML containing one or more additional emitter molecules F In further embodiments, the light-emitting layer EML includes (or is essentially composed of) the following: (i) 1 to 50% by weight, preferably 5 to 40% by weight, and especially 10 to 30% by weight of one organic molecule according to the present invention (ii) 5 to 98% by weight, preferably 30 to 93.9% by weight, and especially 40 to 88% by weight of one host compound H, (iii) 1 to 30% by weight, particularly 1 to 20% by weight, preferably 1 to 5% by weight, at least one additional emitter molecule F having a structure different from the molecular structure according to the present invention. (iv) Optionally, 0 to 94% by weight, preferably 0.1 to 65% by weight, particularly 1 to 50% by weight, one or more additional host compounds D having a structure different from the molecular structure according to the present invention, and (v) optionally, a solvent in an amount of 0 to 94% by weight, preferably 0 to 65% by weight, and especially 0 to 50% by weight.

[0168] In a further embodiment, the light-emitting layer EML comprises (or (basically) consists of) a composition such as that described in the Composition Having One or More Additional Emitters, where the one or more additional emitter molecules F are as defined in the Composition in which the one or more additional emitter molecules F are green fluorescent emitters.

[0169] In a further embodiment, the light-emitting layer EML comprises (or (basically) consists of) a composition such as that described in the Composition Having One or More Additional Emitters, where the one or more additional emitter molecules F are as defined in the Composition in which the one or more additional emitter molecules F are red fluorescent emitters.

[0170] In one embodiment of a light-emitting layer EML including one or more additional emitter molecules F, energy can be transferred from one or more organic molecules E of the present invention to one or more additional emitter molecules F, and in particular, from the first excited singlet state S1(E) of one or more organic molecules E of the present invention to the first excited singlet state S1(F) of one or more additional emitter molecules F.

[0171] In one embodiment, the first excited singlet state S1(H) of one host compound H in the light-emitting layer has a higher energy than the first excited singlet state S1(E) of one or more organic molecules E of the present invention (S1(H)>S1(E)), and the first excited singlet state S1(H) of one host compound H has a higher energy than the first excited singlet state S1(F) of one or more emitter molecules F (S1(H)>S1(F)).

[0172] In one embodiment, the first excited triplet state T1(H) of one host compound H has a higher energy than the first excited triplet state T1(E) of one or more organic molecules of the present invention (T1(H)>T1(E)), and the first excited triplet state T1(H) of one host compound H has a higher energy than the first excited triplet state T1(F) of one or more emitter molecules F (T1(H)>T1(F)).

[0173] In one embodiment, the first excited singlet state S1(E) of one or more organic molecules E of the present invention has a higher energy than the first excited singlet state S1(F) of at least one emitter molecule F (S1(E)>S1(F)).

[0174] In one embodiment, the first excited triplet state T1(E) of one or more organic molecules E of the present invention has a higher energy than the first excited singlet state T1(F) of at least one emitter molecule F (T1(E)>T1(F)).

[0175] In one embodiment, the first excited triplet state T1(E) of one or more organic molecules E of the present invention has a higher energy than the first excited singlet state T1(F) of at least one emitter molecule F (T1(E)>T1(F)), where the absolute value of the energy difference between T1(E) and T1(F) is greater than 0.3eV, preferably greater than 0.4eV, and moreover, greater than 0.5eV.

[0176] In one embodiment, the host compound H has an energy E in the range of -5 to -6.5 eV. HOMO Having the highest occupied orbital HOMO(H) with (H), and one or more additional host compounds D have energy E HOMO The highest occupied orbit HOMO(D) has (D), where E HOMO (H>E HOMO (D)

[0177] In a further embodiment, the host compound H has an energy of E LUMO Having the lowest unoccupied orbital LUMO(H) with (H), and one or more additional host compounds D, energy E LUMO It has a lowest-empty orbit LUMO(D) having (D), where E LUMO (H>E LUMO (D)

[0178] In one embodiment, the host compound H has energy E HOMO The highest occupied orbital HOMO(H) having (H), and energy E LUMO Having a minimum unoccupied orbit LUMO(H) with (H), At least one additional host compound D provides energy E HOMO The highest occupied orbit HOMO(D) having (D), and energy E LUMO Having a minimum-empty orbit LUMO(D) with (D), The organic molecule E according to the present invention has energy E HOMO The highest occupied orbit HOMO(E) having (E), and energy E LUMO Having a minimum empty orbit LUMO(E) with (E), Here, E HOMO (H>E HOMO (D) is the energy level of the highest occupied orbital HOMO(E) of the organic molecule E according to the present invention (E HOMO (E)) and the energy level of the highest occupied orbital HOMO(H) of the host compound H (E HOMO The difference from (H)) is -0.5eV to 0.5eV, more preferably -0.3eV to 0.3eV, even more preferably -0.2eV to 0.2eV, or -0.1eV to 0.1eV. E LUMO (H>E LUMO (D) The energy level of the lowest unoccupied orbital LUMO(E) of the organic molecule E according to the present invention (E LUMO (E)) and the energy level of the lowest unoccupied orbital LUMO(D) of at least one additional host compound D (E LUMO The difference from (D)) is -0.5eV to 0.5eV, more preferably -0.3eV to 0.3eV, even more preferably -0.2eV to 0.2eV, or -0.1eV to 0.1eV.

[0179] In one embodiment of the present invention, host compound D and / or host compound H are thermally activated delayed fluorescence (TADF) substances. The TADF substance is 2500 cm². -1 ΔE is the energy difference between the first excited singlet state (S1) and the first excited triplet state (T1) that is less than ΔE. ST The value is shown. Preferably, the TADF material is 3000 cm -1 Less than, more preferably, 1500 cm -1 Less than, more preferably 1000 cm-1 Less than, or even less than, 500cm -1 ΔE less than ST Show the value.

[0180] In one embodiment, host compound D is a TADF substance, and host compound H is 2500 cm -1 Larger ΔE ST The values ​​are shown. In a particular embodiment, host compound D is a TADF substance, and host compound H is selected from the group consisting of CBP, mCP, mCBP, 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzothiophen-2-yl)phenyl]-9H-carbazole, 9-[3,5-bis(2-dibenzofuranyl)phenyl]-9H-carbazole, and 9-[3,5-bis(2-dibenzothiophenyl)phenyl]-9H-carbazole.

[0181] In one embodiment, host compound H is a TADF substance, and host compound D is 2500 cm -1 Larger ΔE ST The values ​​are shown. In certain embodiments, host compound H is a TADF substance, and host compound D is selected from the group consisting of 2,4,6-tris(biphenyl-3-yl)-1,3,5-triazine (T2T), 2,4,6-tris(triphenyl-3-yl)-1,3,5-triazine (T3T), and / or 2,4,6-tris(9,9'-spirobifluoren-2-yl)-1,3,5-triazine (TST).

[0182] In a further aspect, the present invention relates to optoelectronic devices comprising organic molecules or compositions as described herein, more specifically, to devices selected from the group consisting of organic light-emitting diodes (OLEDs), light-emitting electrochemical cells, OLED sensors, in particular gas sensors and vapor sensors that are not completely isolated from the outside, organic diodes, organic solar cells, organic transistors, organic field-effect transistors, organic lasers, and down-conversion elements.

[0183] In a preferred embodiment, the photoelectronic element is an element selected from the group consisting of organic light-emitting diodes (OLEDs), light-emitting electrochemical cells (LECs), and light-emitting transistors.

[0184] In one embodiment of the photoelectronic device of the present invention, the organic molecule E according to the present invention is used as a light-emitting material in the light-emitting layer EML.

[0185] In one embodiment of the photoelectronic device of the present invention, the light-emitting layer EML is composed of a composition according to the present invention as described herein.

[0186] If the optoelectronic element is an OLED, it can have, for example, the following layer structure. 1. Circuit board 2. Anode layer A 3. Hole Injection Layer (HIL) 4. Hole transport layer (HTL) 5.Electron blocking layer (EBL) 6. Emitting Layer (EML) 7. Hole Blocking Layer (HBL) 8.Electron transport layer (ETL) 9.Electron injection layer (EIL) 10. Cathode layer Here, the OLED may optionally include each layer selected from the group consisting of HIL, HTL, EBL, HBL, ETL, and EIL, with different layers being merged, and the OLED also includes one or more layers from each of the layer types defined above.

[0187] In one embodiment, the photoelectronic element also includes at least one protective layer to protect the element from damage exposure to harmful substances in the environment, such as moisture, vapor, and / or gases.

[0188] In one embodiment of the present invention, the optoelectronic element is an OLED having the following inverted layer structure. 1. Circuit board 2. Cathode layer 3.Electron injection layer (EIL) 4.Electron transport layer (ETL) 5. Hole Blocking Layer (HBL) 6. Emitting layer B 7.Electron blocking layer (EBL) 8. Hole Transport Layer (HTL) 9. Hole Injection Layer (HIL) 10. Anode layer A Here, the OLED may optionally include each layer selected from the group consisting of HIL, HTL, EBL, HBL, ETL, and EIL, and different layers may be combined, and the OLED may also include one or more layers from each of the layer types defined above.

[0189] In one embodiment of the present invention, the optoelectronic element is an OLED that may have a stacked structure. In this structure, unlike the typical arrangement in which OLEDs are arranged side by side, individual units are stacked on top of each other. Mixed light is generated by the OLED exhibiting the stacked structure, and in particular, white light is generated by stacking blue OLEDs, green OLEDs, and red OLEDs. The OLED exhibiting the stacked structure may also include a charge generation layer (CGL), which is generally located between two OLED subunits and is generally composed of an n-doped layer and a p-doped layer. Generally, the n-doped layer of one CGL is located closer to the anode layer.

[0190] In one embodiment of the present invention, the photoelectronic element is an OLED including two or more light-emitting layers between the anode and the cathode. In particular, a so-called tandem OLED includes three light-emitting layers, where one light-emitting layer emits red light, one light-emitting layer emits green light, and one light-emitting layer emits blue light, and optionally additional layers such as a charge generation layer, a charge blocking layer, or a charge transport layer are included between the individual light-emitting layers. In a further embodiment, the light-emitting layers are stacked adjacent to each other. In a further embodiment, the tandem OLED includes a charge generation layer between each of the two light-emitting layers. Also, adjacent light-emitting layers, or light-emitting layers separated by a charge generation layer, may be merged.

[0191] The substrate may also be formed from any material or a composition thereof. Often, a glass slide is used as the substrate. Alternatively, a thin metal layer (e.g., copper, gold, silver, or aluminum film), or a plastic film or plastic slide may be used. This can allow for an even higher level of flexibility. The anode layer A is composed of a material from which a nearly (basically) transparent film can be obtained. Since at least one of the two electrodes must be (basically) transparent in order to allow light emission from the OLED, one of the anode layer A or cathode layer C is transparent. Preferably, the anode layer A contains or is composed of a large amount of transparent conductive oxides (TCOs). Such anode layer A may also include, for example, indium tin oxide, aluminum zinc oxide, fluorine-doped tin oxide, indium zinc oxide, PbO, SnO, zirconium oxide, molybdenum oxide, vanadium oxide, tungsten oxide, graphite, doped Si, doped Ge, doped GaAs, doped polyaniline, doped polypyrrole and / or doped polythiophene.

[0192] Preferably, the anode layer A is (basically) indium tin oxide (ITO) (e.g., (InO3) 0.9 (SnO2) 0.1The anode layer A is composed of a transparent conductive oxide (TCO), and the roughness of the anode layer A due to the TCO can also be mitigated by using a hole injection layer (HIL). The HIL facilitates the injection of similar charge carriers (i.e., holes) from the TCO to the hole transport layer (HTL). The hole injection layer (HIL) may also contain poly-3,4-ethylenedioxythiophene (PEDOT), polystyrene sulfonic acid (PSS), MoO2, V2O5, CuPC, or CuI, in particular a mixture of PEDOT and PSS. The hole injection layer (HIL) can also prevent the diffusion of metal from the anode layer A to the hole transport layer (HTL). For example, the HIL is poly-3,4-ethylenedioxythiophene:polystyrene sulfonic acid (PEDOT:PSS), poly-3,4-ethylenedioxythiophene (PEDOT), 4,4',4”-tris[phenyl(m-tolyl)amino]triphenylamine (mMTDATA), 2,2',7,7'-tetrakis(n,n-diphenylamino)-9,9'-spirobifluorene (Spiro-TAD), N1,N1'-(biphenyl-4,4'-diyl)bis(N1-phenyl-N4,N4-di-m-tolylbenzene-1,4-diamine (DNTPD), N,N'-nis-(1-naph It is also composed of thalenyl)-N,N'-bis-phenyl-(1,1'-biphenyl)-4,4'-diamine (NPB), N,N'-diphenyl-N,N'-di-[4-(N,N-diphenylamino)phenyl]benzidine (NPNPB), N,N,N',N'-tetrakis(4-methoxyphenyl)benzidine (MeO-TPD), 1,4,5,8,9,11-hexaazatriphenylene-hexacarbonnitrile (HAT-CN), and / or N,N'-diphenyl-N,N'-bis-(1-naphthyl)-9,9'-spirobifluorene-2,7-diamine (Spiro-NPD).

[0193] Adjacent to the anode layer A or hole injection layer (HIL), generally, a hole transport layer (HTL) is located. Here, any hole transport compound may be used. For example, electron-rich heteroaromatic compounds such as triarylamines and / or carbazoles can also be used as hole transport compounds. The HTL can reduce the energy barrier between the anode layer A and the light-emitting layer (EML). The hole transport layer (HTL) is also an electron blocking layer (EBL). Preferably, the hole transport compound has a triplet state T1 with a relatively high energy level. For example, the hole transport layer (HTL) is tris(4-carbazolyl-9-ylphenyl)amine (TCTA), poly(4-butylphenyl-diphenylamine) (poly-TPD), poly(4-butylphenyl-diphenylamine) (α-NPD), 4,4'-cyclohexyllidene-bis[N,N-bis(4-methylphenyl)benzeneamine] (TAPC), 4,4',4”-tris[2-naphthyl(phenyl)-amino]triphenylamine (2-TNATA), Spiro-TAD, DNTPD, NPB, NPNPB, MeO-TPD, HAT-CN and / or 9,9'-diphenyl-6-(9-phenyl-9H-cal The HTL may also contain a star-shaped heterocycle such as bazole-3-yl)-9H,9'H-3,3'-bicarbazole (TrisPcz). The HTL may also contain a p-doped layer composed of inorganic or organic dopants within the organic hole transport matrix. Examples of inorganic dopants include transition metal oxides such as vanadium oxide, molybdenum oxide, or tungsten oxide. Examples of organic dopants include tetrafluorotetracyanoquinodimethane (F4-TCNQ), copper-pentafluorobenzoic acid (Cu(I)pFBz), or transition metal complexes.

[0194] EBL also includes, for example, 1,3-bis(carbazole-9-yl)benzene (mCP), TCTA, 2-TNATA, 3,3-di(9H-carbazole-9-yl)biphenyl (mCBP), tris-Pcz, 9-(4-tert-butylphenyl)-3,6-bis(triphenylsilyl)-9H-carbazole (CzSi) and / or N,N'-dicarbazolyl-1,4-dimethylbenzene (DCB).

[0195] The luminescent layer (EML) is generally located adjacent to the hole transport layer (HTL). The luminescent layer (EML) contains at least one luminescent molecule. In particular, the EML contains one or more luminescent molecules E according to the present invention. In one embodiment, the luminescent layer contains only the organic molecules according to the present invention. Generally, the EML further contains one or more host substances H. For example, the host substance H is 4,4'-bis-(N-carbazolyl)-biphenyl (CBP), mCP, mCBP, dibenzo[b,d]thiophen-2-yltriphenylsilane (Sif87), CzSi, dibenzo[b,d]thiophen-2-yl)diphenylsilane (Sif88), bis[2-(diphenylphosphino)phenyl]ether oxide (DPEPO), 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzo Selected from among 9-[3,5-bis(2-dibenzofuranyl)phenyl]-9H-carbazole, 9-[3,5-bis(2-dibenzothiophenyl)phenyl]-9H-carbazole, 2,4,6-tris(biphenyl-3-yl)-1,3,5-triazine (T2T), 2,4,6-tris(triphenyl-3-yl)-1,3,5-triazine (T3T), and / or 2,4,6-tris(9,9'-spirobifluoren-2-yl)-1,3,5-triazine (TST). The host substance H must generally be selected to exhibit first triplet (T1) energy levels and first singlet (S1) energy levels that are energetically higher than the first triplet (T1) energy levels and first singlet (S1) energy levels of the organic molecule. Alternatively, the luminescent layer (EML) further comprises at least one host material H, where the host is a triplet-triplet annihilation (TTA) material. The TTA material can convert energy from a first excited triplet state T1 to a first excited singlet state S1 by triplet-triplet annihilation.The TTA material must be selected such that twice the lowest excited triplet state energy level T1 of the TTA material is greater than the lowest excited singlet state energy level of the luminescent molecule according to the present invention, i.e., 2T1 (TTA material) > S1 (luminescent molecule according to the present invention).

[0196] In one embodiment of the present invention, the luminescent layer (EML) comprises a so-called mixed host system having at least one hole-dominant host and one electron-dominant host. In a particular embodiment, the EML comprises exactly one luminescent molecule according to the present invention, T2T as the electron-dominant host, and one selected from CBP, mCP, mCBP, 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzothiophen-2-yl)phenyl]-9H-carbazole, 9-[3,5-bis(2-dibenzofuranyl)phenyl]-9H-carbazole and 9-[3,5-bis(2-dibenzothiophenyl)phenyl]-9H-carbazole as the hole-dominant host. In further embodiments, the EML contains 50-80% by weight, preferably 60-75% by weight, of CBP, mCP, mCBP, a host selected from 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzothiophen-2-yl)phenyl]-9H-carbazole, 9-[3,5-bis(2-dibenzofuranyl)phenyl]-9H-carbazole and 9-[3,5-bis(2-dibenzothiophenyl)phenyl]-9H-carbazole, 10-45% by weight, preferably 15-30% by weight, of T2T, and 5-40% by weight, preferably 10-30% by weight, of the luminescent molecule according to the present invention.

[0197] An electron transport layer (ETL) may be located adjacent to the light-emitting layer (EML). Here, any electron transporter may be used. Exemplary examples include electron-deficient compounds such as benzimidazole, pyridine, triazole, oxadiazole (e.g., 1,3,4-oxadiazole), phosphine oxide, and sulfone. The electron transporter may also be a star-shaped heterocycle such as 1,3,5-tri(1-phenyl-1H-benzo[d]imidazole-2-yl)phenyl (TPBi). The ETL also contains 2,9-bis(naphthalene-2-yl)-4,7-diphenyl-1,10-phenanthroline (NBphen), aluminum-tris(8-hydroxyquinoline) (Alq3), diphenyl-4-triphenylsilylphenylphosphine oxide (TSPO1), 2,7-di(2,2'-bipyridine-5-yl)triphenyl (BPyTP2), dibenzo[b,d]thiophen-2-yltriphenylsilane (Sif87), dibenzo[b,d]thiophen-2-yl)diphenylsilane (Sif88), 1,3-bis[3,5-di(pyridine-3-yl)phenyl]benzene (BmPyPhB) and / or 4,4'-bis-[2-(4,6-diphenyl-1,3,5-triazinyl)]-1,1'-biphenyl (BTB). Optionally, the ETL may also be doped with a substance such as Liq. The electron transport layer (ETL) can also block holes. Alternatively, a hole blocking layer (HBL) may be introduced.

[0198] Hole blocking layers (HBLs) include, for example, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline=basocupproine (BCP), bis(8-hydroxy-2-methylquinoline)-(4-phenylphenoxy)aluminum (BAlq), 2,9-bis(naphthalene-2-yl)-4,7-diphenyl-1,10-phenanthroline (NBphen), aluminum-tris(8-hydroxyquinoline)(Alq3), and diphenyl-4-triphenylsilylphenyl-phosphine. It also contains benzoyl oxide (TSPO1), 2,4,6-tris(biphenyl-3-yl)-1,3,5-triazine (T2T), 2,4,6-tris(triphenyl-3-yl)-1,3,5-triazine (T3T), 2,4,6-tris(9,9'-spirobifluoren-2-yl)-1,3,5-triazine (TST), and / or 1,3,5-tris(N-carbazol)benzol / 1,3,5-tris(carbazole)-9-yl)benzene (TCB / TCP).

[0199] A cathode layer C may be located adjacent to the electron transport layer (ETL). The cathode layer C contains, or is composed of, for example, a metal (e.g., Al, Au, Ag, Pt, Cu, Zn, Ni, Fe, Pb, LiF, Ca, Ba, Mg, In, W, or Pd) or a metal alloy. For practical reasons, the cathode layer C may also be composed of (basically) opaque metals such as Mg, Ca, or Al. Alternatively, or even further, the cathode layer C may also contain graphite and / or carbon nanotubes (CNTs). Alternatively, the cathode layer C may also be composed of nanoscale silver wire.

[0200] The OLED optionally further includes a protective layer (also referred to as an electron injection layer (EIL)) between the electron transport layer (ETL) and the cathode layer C. This layer may also contain lithium fluoride, cesium fluoride, silver, 8-hydroxyquinolinolatritium (Liq), Li2O, BaF2, MgO, and / or NaF.

[0201] Optionally, the electron transport layer (ETL) and / or hole blocking layer (HBL) may also contain one or more host compounds H.

[0202] To further improve the emission and / or absorption spectra of the emissive layer EML, the emissive layer EML may further contain one or more additional emitter molecules F. Such emitter molecules F may be any emitter molecules known in the art. Preferably, such emitter molecules F are molecules having a different structure from the molecules according to the present invention. Emitter molecules F are also TADF emitters. Alternatively, emitter molecules F are also fluorescent and / or phosphorescent emitter molecules that can shift the emission and / or absorption spectra of the emissive layer EML. For example, triplet and / or singlet excitons can be transferred from the organic emitter molecule according to the present invention to emitter molecule F before relaxing to the ground state S0, and typically emit light that is red-shifted compared to the light emitted by emitter molecule F. Optionally, emitter molecule F can also induce a two-photon effect (i.e., absorption of two photons that are half of the maximum absorption energy).

[0203] Optionally, a photoelectronic device (e.g., an OLED) is also, for example, essentially a white photoelectronic device. For example, such a white photoelectronic device also contains at least one (deep) blue emitter molecule and one or more emitter molecules that emit green and / or red light. Thereafter, optionally, there may be energy transfer between two or more molecules, as described above.

[0204] As used herein, unless otherwise specifically defined in a particular context, the hue designation of emitted and / or absorbed light is as follows: Purple: Wavelength range of >380~420nm Deep blue: Wavelength range >420~480nm Sky blue: Wavelength range of >480~500nm Green: Wavelength range >500~560nm Yellow: Wavelength range >560~580nm Orange: Wavelength range >580~620nm Red: Wavelength range >620~800nm

[0205] In relation to the emitter molecule, such hues exhibit maximum emission. For example, a deep blue emitter has maximum emission in the >420-480 nm range, a sky blue emitter has maximum emission in the >480-500 nm range, a green emitter has maximum emission in the >500-560 nm range, and a red emitter has maximum emission in the >620-800 nm range.

[0206] The deep blue emitter may preferably have a maximum emission of less than 480 nm, more preferably less than 470 nm, even more preferably less than 465 nm, or even further less than 460 nm. The maximum emission is also typically greater than 420 nm, preferably greater than 430 nm, more preferably greater than 440 nm, or even further greater than 450 nm.

[0207] Therefore, a further aspect of the present invention is 1000 cd / m². 2 In this case, it exhibits an external quantum efficiency of more than 8%, preferably more than 10%, more preferably more than 13%, even more preferably more than 15%, or even more preferably more than 20%, and / or exhibits maximum emission at 420nm to 500nm, preferably more preferably 430nm to 490nm, more preferably 440nm to 480nm, and even more preferably 450nm to 470nm, and / or 500 cd / m 2 The present invention relates to an OLED exhibiting an LT80 value exceeding 100h, preferably exceeding 200h, more preferably exceeding 400h, even more preferably exceeding 750h, or even further exceeding 1000h. Accordingly, a further aspect of the present invention relates to an OLED exhibiting a CIEy color coordinate of less than 0.45, preferably less than 0.30, more preferably less than 0.20, even more preferably less than 0.15, or even further less than 0.10.

[0208] A further aspect of the present invention relates to an OLED that emits light at distinct color points. According to the present invention, the OLED emits light having a narrow emission band (small full width at half maximum (FWHM)). In one embodiment, the OLED according to the present invention emits light having a main emission peak FWHM of less than 0.30 eV, preferably less than 0.25 eV, more preferably less than 0.18 eV, even more preferably less than 0.15 eV, or even more preferably less than 0.12 eV.

[0209] A further aspect of the present invention relates to an OLED that emits light at distinct color points. According to the present invention, the OLED emits light having a narrow emission band (small full width at half maximum (FWHM)). In one embodiment, the OLED according to the present invention has a main emission peak FWHM of less than 0.30 eV, preferably less than 0.25 eV, more preferably less than 0.18 eV, even more preferably less than 0.15 eV, or even more preferably less than 0.12 eV, and emits light having an excited state lifetime of 10 μs or less, 8 μs or less, particularly 6 μs or less, more preferably 5 μs or less or 4 μs or less, and even more preferably 3 μs or less.

[0210] A further aspect of the present invention relates to an OLED that emits light having CIEx and CIEy color coordinates close to the CIEx (=0.131) and CIEy (=0.046) color coordinates of primary blue (CIEx=0.131 and CIEy=0.046) as defined by ITU-R Recommendation BT.2020 (Rec.2020), which is suitable for use in UHD (Ultra High Definition) displays, such as UHD-TVs. Accordingly, a further aspect of the present invention relates to an OLED in which the light emission exhibits CIEx color coordinates of 0.02 to 0.30, preferably 0.03 to 0.25, more preferably 0.05 to 0.20, even more preferably 0.08 to 0.18, or even further 0.10 to 0.15, and / or CIEy color coordinates of 0.00 to 0.45, preferably 0.01 to 0.30, more preferably 0.02 to 0.20, even more preferably 0.03 to 0.15, or even further 0.04 to 0.10.

[0211] In a further embodiment, the present invention relates to a method for manufacturing optoelectronic components. In this case, the organic molecules of the present invention are used.

[0212] Optoelectronic devices, in particular OLEDs according to the present invention, can also be fabricated by vapor deposition and / or liquid processes of any means. Therefore, at least one layer is - Produced by a sublimation process, - It is manufactured by an organic vapor deposition process, - Produced by a carrier gas sublimation process, - Processed with a solution or printed.

[0213] Methods used to fabricate optoelectronic devices, particularly OLEDs according to the present invention, are known in the art. Different layers are individually and sequentially deposited on a suitable substrate by a subsequent deposition process. The individual layers may be identical or deposited using different deposition methods.

[0214] For example, the vapor deposition process includes thermal (co) evaporation, chemical vapor deposition, and physical vapor deposition. In the case of an active matrix OLED display, the AMOLED backplane is used as the substrate. The individual layers are also processed from solutions or dispersions using appropriate solvents. For example, the solution process includes spin coating, dip coating, and jet printing. The solution treatment is optionally carried out in an inert atmosphere (e.g., a nitrogen atmosphere), and the solvent is completely or partially removed by means known in the art.

Example

[0215] General synthesis method I General synthetic method I provides a synthetic method for organic molecules according to the present invention, where R I =R X , R II =R IX , R III =R VIII , R IV =R VII , R​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​ E0 (1.00 equivalent), 1,3-dichloro-5-iodobenzene (1.10 equivalent, CAS: 3032-81-3), tris(dibenzylideneacetone)dipalladium Pd2(dba)3 (0.01 equivalent, CAS: 51364-51-3), tri-tert-butylphosphine (P( t Bu)3, CAS: 13716-12-6, 0.04 equivalents) and sodium tert-butoxide (NaO) t Bu (2.00 equivalents) was stirred in toluene under a nitrogen atmosphere at 60°C for 25 hours. After cooling to room temperature (rt), the reaction mixture was extracted with ethyl acetate and brine to separate the phases. The combined organic layers were dried over MgSO4 and the solvent was removed under reduced pressure. The resulting crude product was purified by recrystallization or column chromatography to obtain E1a as a solid.

[0217] General procedure for synthesis AAV1: [ka] E1a (1.00 equivalent), E1b (5.00 equivalent), Tris(dibenzylideneacetone)dipalladium Pd2(dba)3 (0.02 equivalent, CAS: 51364-51-3), Tri-tert-butyl-phosphine (P( t Bu)3, CAS: 13716-12-6, 0.08 equivalents) and sodium tert-butoxide (NaO) t Bu (5.00 equivalents) was stirred with toluene under a nitrogen atmosphere at 110°C for 260 hours. After cooling to room temperature (rt), the reaction mixture was extracted with toluene and brine to separate the phases. The combined organic layers were dried over MgSO4 and the solvent was removed under reduced pressure. The resulting crude product was purified by recrystallization or column chromatography to obtain I1 as a solid.

[0218] General procedure for synthesis AAV2: [ka] I1 (1.20 equivalents), E2 (1.00 equivalent), Tris(dibenzylideneacetone)dipalladium Pd2(dba)3 (0.02 equivalents, CAS: 51364-51-3), Tri-tert-butyl-phosphine (P( t Bu)3, CAS: 13716-12-6, 0.08 equivalents) and sodium tert-butoxide (NaO) t Bu (2.00 equivalents) was stirred with toluene under a nitrogen atmosphere at 120°C for 2 hours. After cooling to room temperature (rt), the reaction mixture was extracted with toluene and brine to separate the phases. The combined organic layers were dried over MgSO4 and the solvent was removed under reduced pressure. The resulting crude product was purified by recrystallization or column chromatography to obtain I2 as a solid.

[0219] General procedure for synthesis AAV3: [ka] I2 (1.00 equivalent), 1,3-diiodobenzene (2.80 equivalent, CAS: 626-00-6), tris(dibenzylideneacetone)dipalladium Pd2(dba)3 (0.02 equivalent, CAS: 51364-51-3), tri-tert-butylphosphine (P( t Bu)3, CAS: 13716-12-6, 0.09 equivalents) and sodium tert-butoxide (NaO) t Bu (11.40 equivalents) was stirred overnight at 110°C with toluene under a nitrogen atmosphere. After cooling to room temperature (rt), the reaction mixture was extracted with toluene and brine to separate the phases. The combined organic layers were dried over MgSO4 and the solvent was removed under reduced pressure. The resulting crude product was purified by recrystallization or column chromatography to obtain I3 as a solid.

[0220] General procedure for synthesis AAV4: [ka] Under a nitrogen atmosphere, boron tribromide (CAS 10294-33-4, 4.00 equivalents) was gradually added to a solution of I3 (1.00 equivalent) with o-dichlorobenzene. The reaction mixture was stirred overnight at 180°C, cooled to room temperature, and quenched with N,N-diisopropylethylamine (CAS 7087-68-5, 16.0 equivalents). The reaction mixture was extracted with dichloromethane and water, and the phases were separated. The combined organic layers were dried over MgSO4, and the solvent was removed under reduced pressure. The resulting crude product was purified by recrystallization or column chromatography to obtain P1 as a solid.

[0221] General synthesis method II [ka] [ka] [ka]

[0222] General procedure for synthesis AAV5: [ka] E1a (1.20 equivalents), E5 (1.00 equivalent), Tris(dibenzylideneacetone)dipalladium Pd2(dba)3 (0.02 equivalents, CAS: 51364-51-3), Tri-tert-butyl-phosphine (P( t Bu)3, CAS: 13716-12-6, 0.08 equivalents) and sodium tert-butoxide (NaO) t Bu (2.00 equivalents) was stirred with toluene under a nitrogen atmosphere at 110°C for 11 hours. After cooling to room temperature (rt), the reaction mixture was extracted with toluene and brine to separate the phases. The combined organic layers were dried over MgSO4 and the solvent was removed under reduced pressure. The resulting crude product was purified by recrystallization or column chromatography to obtain I5 as a solid.

[0223] General procedure for synthesis AAV6: [ka] E6 (1.00 equivalent), I5 (2.20 equivalent), Tris(dibenzylideneacetone)dipalladium Pd2(dba)3 (0.02 equivalent, CAS: 51364-51-3), Tri-tert-butyl-phosphine (P( t Bu)3, CAS: 13716-12-6, 0.08 equivalents) and sodium tert-butoxide (NaO) t Bu (4.00 equivalents) was stirred overnight at 110°C with toluene under a nitrogen atmosphere. After cooling to room temperature (rt), the reaction mixture was extracted with toluene and brine to separate the phases. The combined organic layers were dried over MgSO4 and the solvent was removed under reduced pressure. The resulting crude product was purified by recrystallization or column chromatography to obtain I6 as a solid.

[0224] General procedure for synthesis AAV7: [ka] Under a nitrogen atmosphere, boron tribromide (CAS 10294-33-4, 4.00 equivalents) was gradually added to a solution of I6 (1.00 equivalent) with o-dichlorobenzene. The reaction mixture was stirred overnight at 180°C, cooled to room temperature, and quenched with N,N-diisopropylethylamine (CAS 7087-68-5, 16.0 equivalents). The reaction mixture was extracted with dichloromethane and water to separate the phases. The combined organic layers were dried over MgSO4, and the solvent was removed under reduced pressure. The resulting crude product was purified by recrystallization or column chromatography to obtain P2 as a solid.

[0225] General synthesis method III [ka] [ka] [ka] [ka] [ka] [ka]

[0226] General procedure for synthesis AAV8: [ka] 3-Bromochlorobenzene (1.50 equivalents, CAS 108-37-2), E8 (1.00 equivalent), Tris(dibenzylideneacetone)dipalladium Pd2(dba)3 (0.02 equivalents, CAS: 51364-51-3), Tri-tert-butylphosphine (P( t Bu)3, 0.08 equivalents, CAS: 13716-12-6) and sodium tert-butoxide (NaO t Bu (4.00 equivalents) was stirred with toluene under a nitrogen atmosphere at 80°C for 12 hours. After cooling to room temperature (rt), the reaction mixture was extracted with toluene and brine to separate the phases. The combined organic layers were dried over MgSO4 and the solvent was removed under reduced pressure. The resulting crude product was purified by recrystallization or column chromatography to obtain I8 as a solid.

[0227] General procedure for synthesis AAV9: [ka] I8 (1.00 equivalent), E1b (1.50 equivalent), Tris(dibenzylideneacetone)dipalladium Pd2(dba)3 (0.06 equivalent, CAS: 51364-51-3), Tri-tert-butyl-phosphine (P(t Bu)3, 0.02 equivalents, CAS: 13716-12-6) and sodium tert-butoxide (NaO t Bu (6.00 equivalents) was stirred with toluene under a nitrogen atmosphere at 110°C for 72 hours. After cooling to room temperature (rt), the reaction mixture was extracted with toluene and brine to separate the phases. The combined organic layers were dried over MgSO4 and the solvent was removed under reduced pressure. The resulting crude product was purified by recrystallization or column chromatography to obtain I9 as a solid.

[0228] General procedure for synthesis AAV8a: [ka] E1a (1.20 equivalents), E1b (1.00 equivalent), Tris(dibenzylideneacetone)dipalladium Pd2(dba)3 (0.02 equivalents, CAS: 51364-51-3), Tri-tert-butyl-phosphine (P( t Bu)3, CAS: 13716-12-6, 0.08 equivalents) and sodium tert-butoxide (NaO) t Bu (2.00 equivalents) was stirred with toluene under a nitrogen atmosphere at 110°C for 11 hours. After cooling to room temperature (rt), the reaction mixture was extracted with toluene and brine to separate the phases. The combined organic layers were dried over MgSO4 and the solvent was removed under reduced pressure. The resulting crude product was purified by recrystallization or column chromatography to obtain I8a as a solid.

[0229] General procedure for synthesis AAV9a: [ka] I8a (0.66 equivalents), 1,3-diiodobenzene (1.00 equivalent, CAS: 626-00-6), tris(dibenzylideneacetone)dipalladium Pd2(dba)3 (0.01 equivalent, CAS: 51364-51-3), tri-tert-butylphosphine (P( tBu)3, CAS: 13716-12-6, 0.04 equivalents) and sodium tert-butoxide (NaO) t Bu (4.00 equivalents) was stirred with toluene under a nitrogen atmosphere at 70°C for 3 hours. After cooling to room temperature (rt), the reaction mixture was extracted with ethyl acetate and brine to separate the phases. The combined organic layers were dried over MgSO4 and the solvent was removed under reduced pressure. The resulting crude product was purified by recrystallization or column chromatography to obtain I9a as a solid.

[0230] General procedure for synthesis AAV10: [ka] I9a (1.00 equivalent), I9 (2.55 equivalent), Tris(dibenzylideneacetone)dipalladium Pd2(dba)3 (0.04 equivalent, CAS: 51364-51-3), Tri-tert-butyl-phosphine (P( t Bu)3, CAS: 13716-12-6, 0.16 equivalents) and sodium tert-butoxide (NaO) t Bu (3.50 equivalents) was stirred overnight at 110°C with toluene under a nitrogen atmosphere. After cooling to room temperature (rt), the reaction mixture was extracted with toluene and brine to separate the phases. The combined organic layers were dried over MgSO4 and the solvent was removed under reduced pressure. The resulting crude product was purified by recrystallization or column chromatography to obtain I6 as a solid.

[0231] General procedure for synthesis AAV7: [ka] Under a nitrogen atmosphere, boron tribromide (CAS 10294-33-4, 4.00 equivalents) was gradually added to a solution of I6 (1.00 equivalent) with o-dichlorobenzene. The reaction mixture was stirred overnight at 180°C, cooled to room temperature, and quenched with N,N-diisopropylethylamine (CAS 7087-68-5, 16.0 equivalents). The reaction mixture was extracted with dichloromethane and water to separate the phases. The combined organic layers were dried over MgSO4, and the solvent was removed under reduced pressure. The resulting crude product was purified by recrystallization or column chromatography to obtain P2 as a solid.

[0232] Cyclic voltammetry The circulating voltage current is measured in dichloromethane, or a suitable solvent, and a suitable supporting electrolyte (e.g., 0.1 mol / L tetrabutylammonium hexafluorophosphate) when the concentration of organic molecules is 10 -3 The measurement is performed using a mol / L solution. The measurement is carried out at room temperature in a nitrogen atmosphere using a three-electrode assembly (working electrode and counter electrode: Pt wire, reference electrode: Pt wire), with FeCp2 / FeCp2 as the internal standard. + The correction is performed using [a specific method]. The HOMO data was corrected using ferrocene as the internal standard for saturated calomel electrodes (SCE).

[0233] Density function theory calculation The molecular structure was optimized using the BP86 function and the RI (Resolution of Identity) approach. Excitation energies were calculated using the (BP86) optimized structure via the TD-DFT (Time-Dependent DFT) method. Orbital energies and excited-state energies were calculated using the B3LYP function. The Def2-SVP basic set and m4-grid were used for numerical integration. The Turbomole program package was used for all calculations.

[0234] photophysical measurements Sample preparation: Spin coating Equipment: Spin150, SPS euro The sample concentration is 0.2 mg / ml when dissolved in toluene / DCM. Program: 2000 U / min for 7-30 seconds. After coating, the film was dried at 70°C for 1 minute.

[0235] Photoluminescence spectroscopy and time-correlated single-photon counting (TCSPC) Steady-state emission spectroscopy is recorded using a Model FluoroMax-4 (Horiba Scientific) equipped with a 150W xenon-Arc lamp, excitation and emission monochromator, Hamamatsu R928 photomultiplier tube, and time-correlated single-photon counting option. Standard correction fits are used to correct the emission and excitation spectra. The excited state lifetime is determined using the same system employing the TCSPC method, along with the FM-2013 equipment and the Horiba Yvon TCSPC hub. Excitation light source: NanoLED 370 (Wavelength: 371nm, Pulse duration: 1.1ns) NanoLED 290 (Wavelength: 294nm, Pulse duration: <1ns) SpectraLED 310 (wavelength: 314nm) SpectraLED 355 (wavelength: 355nm) Data analysis (exponential fitting) is performed using the DataStation and DAS6 analysis software suites. The fit is determined using the chi-squared test.

[0236] Time-resolved PL spectroscopy (FS5) in the μs and ns ranges. Time-resolved PL measurements are performed using an Edinburgh Instruments FS5 fluorescence spectrometer. Better focusing compared to measurements in the HORIBA setup allows for an optimized signal-to-noise ratio, and the FS5 system is particularly advantageous for transient PL measurements of delayed fluorescence characteristics. The continuous light source is a 150W xenon arc lamp, with a specific wavelength selected by a Czerny-Turner monochrometer, which is also used to set the specific emission wavelength. The emission from the sample is directed to a sensitive R928P photomultiplier tube (PMT), capable of detecting single photons with a peak quantum efficiency of up to 25% in the spectral range of 200 nm to 870 nm. The detector is a temperature-stabilized PMT providing a dark count of less than 300 cps (counts per second). Finally, a tail fit using three exponential functions is applied to determine the transient decay lifetime of the delayed fluorescence. Specific lifetime τ i to a corresponding amplitude A i By weighting by this, the delayed fluorescence lifetime τ DF This will be decided.

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[0237] Photoluminescence quantum yield measurement For photoluminescence quantum yield (PLQY) measurements, the Absolute PL quantum yield measurement system C9920-03G (Hamamatsu Photonics) was used. Quantum yield and CIE coordinates were determined using software U6039-05 version 3.6.0. The maximum emission is expressed in nm, the quantum yield Φ is expressed in %, and the CIE coordinates are expressed in x,y values. PLQY is determined using the following protocol: 1) Quality Assurance: Anthracene (known concentration) in ethanol will be used as the standard. 2) Excitation wavelength: The maximum absorption of the organic molecule is determined, and this wavelength is used to excite the molecule. 3) Measurement The quantum yield is measured in a nitrogen atmosphere for a film sample (2 wt% emitter in PMMA). The yield is calculated using the following equation:

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[0238] Fabrication and characterization of optoelectronic devices The photoelectronic element containing organic molecules according to the present invention, particularly the OLED element, can also be fabricated by a vacuum deposition method. When a layer contains one or more compounds, the weight percentage of one or more compounds is expressed in %. Since the total weight percentage value is 100%, if no value is specified, the fraction of the compound is the same as the difference between the specified value and 100%.

[0239] Unoptimized OLEDs are characterized by measuring their electroluminescence spectrum using standard methods and determining their intensity and current-dependent external quantum efficiency (%), calculated using the light and current detected by the photodiode. The lifetime of the OLED element is extracted from the change in brightness while operating at a constant current density. The LT50 value corresponds to the time when the measured brightness has decreased to 50% of the initial brightness; similarly, LT80 corresponds to the time when the measured brightness has decreased to 80% of the initial brightness, and LT95 corresponds to the time when the measured brightness has decreased to 95% of the initial brightness.

[0240] Accelerated lifetime measurements are performed (e.g., by applying increased current density). For example, 500 cd / m². 2 In this case, the LT80 value is determined using the following formula.

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[0241] HPLC-MS HPLC-MS analysis is performed using an Agilent HPLC (1260 series) equipped with an MS detector (Thermo LTQ XL).

[0242] For example, a typical HPLC method is as follows: From Agilent (Poroshell 120EC-C18, 3.0 × 100 mm, 2.7 μm HPLC column), a reversed-phase column of 3.0 mm × 100 mm and a particle size of 2.7 μm are used for HPLC. HPLC-MS measurement is performed at room temperature (rt) with the following gradient. [Table 1] In addition, the following solvent mixture containing 0.1% formic acid was used: [Table 2]

[0243] Take 2 μL of analyte solution at a concentration of 0.5 mg / mL for measurement. Probe ionization is performed using either positive (APCI+) or negative (APCI-) ionization mode in an APCI (Atmospheric Pressure Chemical Ionization) source.

[0244] Example 1 [ka] Example 1 is synthesized as follows: AAV1 (73% yield), where 3,5-dichloro-N,N-diphenylaniline [1329428-05-8] was used as compound E1a and 2-fluoroaniline [348-54-9] was used as compound E1b. AAV2 (59% yield), where 3-bromotriphenylamine [78600-33-6] was used as compound E2. AAV3 (94% yield) The AAV4 (25% yield) is as follows.

[0245] MS (HPLC-MS): m / z (retention time) = 1503.3 (7.13 minutes). In Example 1 (2 wt%) in PMMA, the maximum emission was 460 nm, the full width at half maximum (FWHM) was 0.10 eV (17 nm), the CIEx and CIEy coordinates were 0.14 and 0.07, respectively, PLQY was 71%, and the excited state lifetime was 2.9 μs.

[0246] Example 2 [ka] Example 2 is synthesized as follows: AAV5 (54% yield), where 3,5-dichloro-N,N-diphenylaniline [1329428-05-8] was used as compound E1a and N,N,N'-triphenylbenzene-1,3-diamine [1554227-26-7] was used as compound E5. AAV6 (21% yield), where N,N'-diphenyl-m-phenylenediamine [5905-36-2] was used as compound E6. AAV7 (17% yield).

[0247] MS (HPLC-MS): m / z (retention time) = 1431.4 (7.99 minutes). In Example 2 (2 wt%), the maximum emission was 471 nm, the full width at half maximum (FWHM) was 0.11 eV (20 nm), the CIEx and CIEy coordinates were 0.13 and 0.15, respectively, and the PLQY was 51%.

[0248] Example 3 [ka] Example 3 is synthesized as follows: AAV8 (99% yield), where N-[1,1'-biphenyl]-4-yl[1,1'-biphenyl]-4-amine[102113-98-4] is used as compound E8. AAV9 (40% yield), where 3-bromotriphenylamine [78600-33-6] was used as compound E1b. AAV8a (55% yield), where 3,5-dichloro-N,N-diphenylaniline [1329428-05-8] and aniline [62-53-3] were used as compounds E1a and E1b, respectively. AAV9a (73% yield) AAV10 (14% yield) AAV7 (17% yield).

[0249] MS (HPLC-MS): m / z (retention time) = 1735.8 (8.56 minutes). In Example 3 (2 wt%), the maximum emission was 473 nm, the full width at half maximum (FWHM) was 0.10 eV (19 nm), and the CIEx and CIEy coordinates were 0.12 and 0.15, respectively.

[0250] Example 4 [ka] Example 4 is synthesized as follows: AAV0 (94% yield), where bis(4-biphenylyl)amine [102113-98-4] is used as compound E0. AAV1 (87% yield), where aniline [62-53-3] was used as compound E1b. AAV2 (54% yield), where 3-bromotriphenylamine [78600-33-6] was used as compound E2. AAV3 (54% yield) The AAV4 (21% yield) is as follows.

[0251] MS (HPLC-MS): m / z (retention time) = 1735.8 (8.62 minutes).

[0252] In Example 4 (2 wt%), the maximum emission was 472 nm, the full width at half maximum (FWHM) was 0.11 eV (20 nm), and the CIEx and CIEy coordinates were 0.13 and 0.16, respectively.

[0253] Example 5 [ka] Example 5 is synthesized as follows: AAV1 (58% yield), where 3,5-dichloro-N,N-diphenylaniline [1329428-05-8] was used as compound E1a and 2,6-dimethylaniline [87-62-7] was used as compound E1b. AAV2 (39% yield), where 3-bromotriphenylamine [78600-33-6] was used as compound E2. AAV3 (55% yield), AAV4 (3% yield).

[0254] MS (HPLC-MS): m / z (retention time) = 1543.6 (8.39 minutes).

[0255] In Example 5 (2 wt%), the maximum emission was 469 nm, the full width at half maximum (FWHM) was 0.10 eV (18 nm), the CIEx and CIEy coordinates were 0.13 and 0.16, respectively, and the PLQY was 75%.

[0256] Additional examples of organic molecules of the present invention [ka] [ka] [ka]

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Claims

1. Organic molecules containing the structure of chemical formula I below: 【Chemistry 1】 Here, R ａ In each case, independently, see below: Hydrogen, deuterium, N(R) ５ ) ２ , OR ５ , SR ５ CF ３ ,CN,F,Cl,Br,I, C １ -C ４０ Alkyl, The C1-C40 alkyl is optionally substituted with one or more substituents R ５ and is optionally substituted with In the C1-C40 alkyl group, one or more non-adjacent CH ２ The base is R ５ C=CR ５ , C≡C, Si(R ５ ) ２ , Ge(R ５ ) ２ , Sn(R ５ ) ２ , C=O, C=S, C=Se, C=NR ５ , P(=O)(R ５ ), SO, SO ２ , NR ５ , O, S or CONR ５ It can be arbitrarily replaced by, C １ -C ４０ Alkoxy, The C1-C40 alkoxy has one or more substituents R ５ It is arbitrarily replaced with, In the C1-C40 alkoxy, one or more non-adjacent CH4s ２ The base is R ５ C=CR ５ , C≡C, Si(R ５ ) ２ , Ge(R ５ ) ２ , Sn(R ５ ) ２ , C=O, C=S, C=Se, C=NR ５ , P(=O)(R ５ ), SO, SO ２ , NR ５ , O, S or CONR ５ It can be arbitrarily replaced by, C １ -C ４０ Thioalkoxy, The C1-C40 thioalkoxy has one or more substituents R ５ It is arbitrarily replaced with, In the C1-C40 thioalkoxy, one or more non-adjacent CH4s are present. ２ The base is R ５ C=CR ５ , C≡C, Si(R ５ ) ２ , Ge(R ５ ) ２ , Sn(R ５ ) ２ , C=O, C=S, C=Se, C=NR ５ , P(=O)(R ５ ), SO, SO ２ , NR ５ , O, S or CONR ５ It can be arbitrarily replaced by, C ６ -C ６０ Ariel, The C6-C60 aryl has one or more substituents R ５ It is arbitrarily replaced with, and C ３ -C ５７ Heteroaryl, The C3-C57 heteroaryl has one or more substituents R ５ It is arbitrarily replaced with, Selected from a group consisting of; R ５ In each case, independently, see below: Hydrogen, deuterium, F, Cl, Br, I, C １ -C １２ Alkyl, In the C1-C12 alkyl group, any one or more hydrogen atoms are independently R ６ Replaced by, C ６ -C １８ Ariel, In the C6-C18 aryl, any one or more hydrogen atoms independently constitute R ６ Replaced by, and C ３ -C １５ Heteroaryl, In the C3-C15 heteroaryl, any one or more hydrogen atoms independently constitute R ６ Replaced by, Selected from a group consisting of, R ６ In each case, independently, the following: Hydrogen, deuterium, F, Cl, Br, I, C １ -C １２ Alkyl, C ６ -C １８ Ariel, In the C6-C18 aryl, any one or more hydrogen atoms are independently C １ -C ５ Substituted with alkyl substituents, and C ３ -C １５ Heteroaryl, In the C3-C15 heteroaryl, any one or more hydrogen atoms are independently C １ -C ５ Substituted with alkyl substituents, Selected from a group consisting of; R Ｉ 、R ＩＩ 、R ＩＩＩ 、R ＩＶ 、R Ｖ 、R ＶＩ 、R ＶＩＩ 、R ＶＩＩＩ 、R ＩＸ 、R Ｘ and R ＸＩ are, in each case independently, the following: Hydrogen, deuterium, N(R ４ ), ２ OR ４ SR ４ , Si(R ４ ), ３ B(OR ４ ), ２ OSO ２ R ４ CF ３ CN, F, Cl, Br, I, C １ -C ４０ Alkyl, The C1-C40 alkyl group has one or more substituents R ４ It is arbitrarily replaced with, In the C1-C40 alkyl group, one or more non-adjacent CH ２ The base is R ４ C=CR ４ , C≡C, Si(R ４ ) ２ , Ge(R ４ ) ２ , Sn(R ４ ) ２ , C=O, C=S, C=Se, C=NR ４ , P(=O)(R ４ ), SO, SO ２ , NR ４ , O, S or CONR ４ It can be arbitrarily replaced by, C １ -C ４０ Alkoxy, The C1-C40 alkoxy has one or more substituents R ４ It is arbitrarily replaced with, In the C1-C40 alkoxy, one or more non-adjacent CH4s ２ The base is R ４ C=CR ４ , C≡C, Si(R ４ ) ２ , Ge(R ４ ) ２ , Sn(R ４ ) ２ , C=O, C=S, C=Se, C=NR ４ , P(=O)(R ４ ), SO, SO ２ , NR ４ , O, S or CONR ４ It can be arbitrarily replaced by, C １ -C ４０ Thioalkoxy, The C1-C40 thioalkoxy has one or more substituents R ４ It is arbitrarily replaced with, In the C1-C40 thioalkoxy, one or more non-adjacent CH4s are present. ２ The base is R ４ C=CR ４ , C≡C, Si(R ４ ) ２ , Ge(R ４ ) ２ , Sn(R ４ ) ２ , C=O, C=S, C=Se, C=NR ４ , P(=O)(R ４ ), SO, SO ２ , NR ４ , O, S or CONR ４ It can be arbitrarily replaced by, C ２ -C ４０ Alkenil, The C2-C40 alkenyl has one or more substituents R ４ It is arbitrarily replaced with, In the C2-C40 alkenyl, one or more non-adjacent CH ２ The base is R ４ C=CR ４ , C≡C, Si(R ４ ) ２ , Ge(R ４ ) ２ , Sn(R ４ ) ２ , C=O, C=S, C=Se, C=NR ４ , P(=O)(R ４ ), SO, SO ２ , NR ４ , O, S or CONR ４ It can be arbitrarily replaced by, C ２ -C ４０ Alkinil, The C2-C40 alkynyl has one or more substituents R ４ It is arbitrarily replaced with, In the C2-C40 alkynyl, one or more non-adjacent CH ２ The base is R ４ C=CR ４ , C≡C, Si(R ４ ) ２ , Ge(R ４ ) ２ , Sn(R ４ ) ２ , C=O, C=S, C=Se, C=NR ４ , P(=O)(R ４ ), SO, SO ２ , NR ４ , O, S or CONR ４ It can be arbitrarily replaced by, C ６ -C ６０ Ariel, The C6-C60 aryl has one or more substituents R ４ It is arbitrarily replaced with, and C ３ -C ５７ Heteroaryl, The C3-C57 heteroaryl has one or more substituents R ４ It is arbitrarily replaced with, Selected from a group consisting of; R ４ In each case, independently of each other, the following: Hydrogen, deuterium, F, Cl, Br, I, OPh, SPh, CF ３ , CN, Si(C １ -C ５ Alkyl) ３ Si(Ph) ３ , C １ -C ５ Alkyl, In the C1-C5 alkyl group, one or more hydrogen atoms are independently deuterium, F, Cl, Br, I, CN, or CF ３ Replaced by, C １ -C ５ Alkoxy, In the C1-C5 alkoxy, one or more hydrogen atoms are independently deuterium, F, Cl, Br, I, CN, or CF ３ Replaced by, C １ -C ５ Thioalkoxy, In the C1-C5 thioalkoxy, one or more hydrogen atoms are independently deuterium, F, Cl, Br, I, CN, or CF ３ Replaced by, C ２ -C ５ Alkenil, In the C2-C5 alkenyl, one or more hydrogen atoms are independently deuterium, F, Cl, Br, I, CN, or CF ３ Replaced by, C ２ -C ５ Alkinil, In the C2-C5 alkynyl, one or more hydrogen atoms are independently deuterium, F, Cl, Br, I, CN, or CF ３ Replaced by, C ６ -C １８ Ariel, The C6-C18 aryl has one or more substituents R ５ It is arbitrarily replaced with, C ３ -C １７ Heteroaryl, The C3-C17 heteroaryl has one or more substituents R ５ It is arbitrarily replaced with, N(C) ６ -C １８ Ariel) ２ , N(C) ３ -C １７ (Heteroaryl) ２ , and N(C) ３ -C １７ (Heteroaryl) (C ６ -C １８ Ariel), It is selected from a group consisting of the following.

2. The organic molecule according to claim 1, comprising the structure of the following chemical formula III: 【Chemistry 2】 。

3. The organic molecule according to claim 1, comprising the structure of chemical formula II-a below: 【Transformation 3】 。

4. R Ｉ , R ＩＩ , R ＩＩＩ , R ＩＶ , R Ｖ , R ＶＩ , R ＶＩＩ , R ＶＩＩＩ , R ＩＸ , R Ｘ and R ＸＩ In each case, independently, see below: hydrogen, Me、 ｉ Pr、 ｔ Bu、CN、CF ３ 、F、 Me, ｉ Pr, ｔ Bu, CN, CF ３ , Ph is optionally substituted with one or more substituents independently selected from the group consisting of F and Ph, Me, ｉ Pr, ｔ Bu, CN, CF ３ Pyridinyl, which is optionally substituted with one or more substituents independently selected from the group consisting of F and Ph, Me, ｉ Pr, ｔ Bu, CN, CF ３ Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of F and Ph, Me, ｉ Pr, ｔ Bu, CN, CF ３ , triazinyls optionally substituted with one or more substituents independently selected from the group consisting of F and Ph, and Me, ｉ Pr, ｔ N(Ph) is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph. ２ , An organic molecule according to any one of claims 1 to 3, selected from the group consisting of the following.

5. R Ｉ , R ＩＩ , R ＩＩＩ , R ＩＶ , R Ｖ , R ＶＩ , R ＶＩＩ , R ＶＩＩＩ , R ＩＸ and R Ｘ In each case, independently, see below: hydrogen, Me、 ｉ Pr、 ｔ Bu、CN、CF ３ 、F、 Me, ｉ Pr, ｔ Bu, CN, CF ３ , Ph is optionally substituted with one or more substituents independently selected from the group consisting of F and Ph, Me, ｉ Pr, ｔ Bu, CN, CF ３ Pyridinyl, which is optionally substituted with one or more substituents independently selected from the group consisting of F and Ph, Me, ｉ Pr, ｔ Bu, CN, CF ３ Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of F and Ph, Me, ｉ Pr, ｔ Bu, CN, CF ３ Triazinyl, which is optionally substituted with one or more substituents independently selected from the group consisting of F and Ph, An organic molecule according to any one of claims 1 to 4, selected from the group consisting of the following.

6. R ａ In each case, independently, see below: hydrogen, Me、 ｉ Pr、 ｔ Bu、CN、CF ３ 、F、 Me, ｉ Pr, ｔ Bu, CN, CF ３ , aryls optionally substituted with one or more substituents independently selected from the group consisting of F and Ph, Me, ｉ Pr, ｔ Bu, CN, CF ３ Pyridinyl, which is optionally substituted with one or more substituents independently selected from the group consisting of F and Ph, Me, ｉ Pr, ｔ Bu, CN, CF ３ Carbazolyl, which is optionally substituted with one or more substituents independently selected from the group consisting of F and Ph, Me, ｉ Pr, ｔ Bu, CN, CF ３ , triazinyls optionally substituted with one or more substituents independently selected from the group consisting of F and Ph, and Me, ｉ Pr, ｔ N(Ph) is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph. ２ , An organic molecule according to any one of claims 1 to 5, selected from the group consisting of the following.

7. R ＸＩ In each case, independently, see below: hydrogen, Me、 ｉ Pr、 ｔ Bu、CN、CF ３ 、 Me, ｉ Pr, ｔ Bu, CN, CF ３ , Ph which is optionally substituted with one or more substituents independently selected from the group consisting of F and Ph, Me, ｉ Pr, ｔ N(Ph) is arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, F, and Ph. ２ , An organic molecule selected from the group consisting of the following, according to any one of claims 1 and 3 to 6.

8. R Ｖ = R Ｘ and R Ｉ = R ＶＩ The organic molecule according to any one of claims 1 to 7.

9. Use of an organic molecule according to any one of claims 1 to 8 as a light-emitting emitter in a photoelectronic device.

10. The aforementioned photoelectronic element is as follows: Organic light-emitting diodes (OLEDs), light-emitting electrochemical cells, OLED sensors, organic diodes, organic solar cells, organic transistors, organic field-effect transistors, organic lasers and down-conversion elements. The use according to claim 9, selected from the group consisting of the following.

11. Composition including the following: (a) The organic molecule according to any one of claims 1 to 8, (b) an emitter substance and / or host substance different from the organic molecule, and (c) Optionally, dyes and / or solvents.

12. A photoelectronic device comprising an organic molecule according to any one of claims 1 to 8, or the composition according to claim 11.

13. The optoelectronic element according to claim 12, having the form of an element selected from the group consisting of organic light-emitting diodes (OLEDs), light-emitting electrochemical cells, OLED sensors, organic diodes, organic solar cells, organic transistors, organic field-effect transistors, organic lasers, and down-conversion elements.

14. -substrate, -anode, - Cathode, and - Includes at least one light-emitting layer, The anode or cathode is disposed on the substrate, The photoelectronic element according to claim 12 or 13, wherein the light-emitting layer is disposed between the anode and the cathode and comprises the organic molecule or the composition.

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

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