Organic molecules for photoelectronic devices

Abstract

Provided is a molecule suitable for use in an optoelectronic device. 【Solution means】An organic molecule for an optoelectronic device having a structure of Chemical Formula I: JPEG2026062814000172.jpg4751 Chemical Formula I In Chemical Formula I, T and V are each independently selected from the group consisting of R 1 and R 2 selected from the group consisting of, R 1 is a specific diarylboron group, R 2 is an aryl group or the like, and one selected from the group composed of T and V is R 1 and the other one is R 2 is.

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.

[0004] According to the present invention, the organic molecule is a pure organic molecule, that is, it does not contain any metal ions, in contrast to metal complexes known to be used in optoelectronic devices. However, the organic molecule of the present invention contains metalloids, in particular B, Si, Sn, Se and / or Ge. [Effects of the Invention]

[0005] According to the present invention, the organic molecule exhibits maximum emission in the blue, sky blue, or green spectral range. The organic molecule exhibits maximum emission particularly at 420 nm to 520 nm, preferably 440 nm to 495 nm, and more preferably 450 nm to 470 nm. The photoluminescence quantum yield of the organic molecule according to the present invention is particularly 50% or more. If the molecule according to the present invention is used in a photoelectronic device, such as an organic light-emitting diode (OLED), the efficiency or color purity of the device will be increased, which is expressed by the emission full width at half maximum (FWHM) of the device. The corresponding OLED has even higher stability than known emitter materials and OLEDs having similar hues. [Modes for carrying out the invention]

[0006] The organic luminescent molecule according to the present invention contains or consists of the structure of the following chemical formula I. [ka] (Chemical formula I) In chemical formula I, T and V are independent of each other, R 1 and R 2 Selected from the group consisting of, R 1 In each case, it contains or consists of the structure of chemical formula II below. [ka] (Chemical formula II) In chemical formula II, the bonds are formed via the dotted lines (----) at the indicated positions. Ar 1 is one or more substituents R 6 C6-C selectively substituted 60 It is Ariel, R 2 In each case, the elements are, independently of each other, hydrogen, deuterium, OPh, SPh, CF3, CN, F, Si(C1-C5 alkyl)3, Si(Ph)3, C1-C5 alkyl, Here, one or more hydrogen atoms are selectively substituted with deuterium, CN, CF3, or F, independently of each other. C1-C5 alkoxy, Here, one or more hydrogen atoms are selectively substituted with deuterium, CN, CF3, or F, independently of each other. C1-C5 thioalkoxy, Here, one or more hydrogen atoms are selectively substituted with deuterium, CN, CF3, or F, independently of each other. C2-C5 alkenyl, Here, one or more hydrogen atoms are selectively substituted with deuterium, CN, CF3, or F, independently of each other. C2-C5 alkynyl, Here, one or more hydrogen atoms are selectively substituted with deuterium, CN, CF3, or F, independently of each other. C6-C18 Aryl, where optionally one or more hydrogen atoms are independently of one another substituted by C1-C5 alkyl, Ph, CN, CF3 or F, C3-C 17 Heteroaryl, where optionally one or more hydrogen atoms are independently of one another substituted by C1-C5 alkyl, Ph, CN, CF3 or F, N(C6-C 18 Aryl)2, N(C3-C 17 Heteroaryl)2, and N(C3-C 17 Heteroaryl)(C6-C 18 Aryl) selected from the group consisting of, R 6 in each case independently of one another is hydrogen, deuterium, OPh, SPh, CF3, CN, F, Si(C1-C5 alkyl)3, Si(Ph)3, C1-C5 alkyl, where optionally one or more hydrogen atoms are independently of one another substituted by deuterium, CN, CF3 or F, C1-C5 alkoxy, where optionally one or more hydrogen atoms are independently of one another substituted by deuterium, CN, CF3 or F, C1-C5 thioalkoxy, where optionally one or more hydrogen atoms are independently of one another substituted by deuterium, CN, CF3 or F, C2-C5 alkenyl, where optionally one or more hydrogen atoms are independently of one another substituted by deuterium, CN, CF3 or F, C2-C5 alkynyl, where optionally one or more hydrogen atoms are independently of one another substituted by deuterium, CN, CF3 or F, C6-C optionally substituted by one or more C1-C5 alkyl substituents 18 Aryl, C3-C optionally substituted by one or more C1-C5 alkyl substituents 17 Heteroaryl, N(C6-C18 Ariel) 2, N(C3-C 17 Heteroaryl)2, and N(C3-C 17 (Heteroaryl)(C6-C 18 Selected from the group consisting of aryls, Here, the exact one part selected from the group consisting of T and V is R 1 And exactly one part selected from the group consisting of T and V is R 2 That is the case.

[0007] In one embodiment of the present invention, Ar 1 The following group is selected: D, Me, i Pr, t Bu, CN, CF3, SiMe3, Si i From the group consisting of Pr3, NPh2, carbazolyl, and Ph, one or more substituents are selectively substituted with each other. D, Me, i Pr, t Bu, CN, CF3, SiMe3, Si i Naphthyl, which is selectively substituted with one or more substituents independently selected from the group consisting of Pr3, NPh2, carbazolyl, and Ph, D, Me, i Pr, t Bu, CN, CF3, SiMe3, Si i An anthracenyl molecule selectively substituted with one or more substituents independently selected from the group consisting of Pr3, NPh2, carbazolyl, and Ph.

[0008] In some embodiments, the Ar 1 In each case, it is independently selected from the group consisting of the following: [ka] (Formula IIa) JPEG2026062814000004.jpg3134 (chemical formula IIb) JPEG2026062814000005.jpg3833 (chemical formula IIc) JPEG2026062814000006.jpg4239 (chemical formula IId) JPEG2026062814000007.jpg3940 (chemical formula IIe) JPEG2026062814000008.jpg3940 (chemical formula IIf) JPEG2026062814000009.jpg5662 (chemical formula IIg) JPEG2026062814000010.jpg3236 (chemical formula IIh) JPEG2026062814000011.jpg3332 (chemical formula IIi) JPEG2026062814000012.jpg3242 (chemical formula IIj) JPEG2026062814000013.jpg2442 (chemical formula IIk) JPEG2026062814000014.jpg3540 (chemical formula IIm) JPEG2026062814000015.jpg3540 (chemical formula IIn) JPEG2026062814000016.jpg4948 (chemical formula IIo) JPEG2026062814000017.jpg4947 (chemical formula IIp) JPEG2026062814000018.jpg16144

[0009] In one embodiment, R 1 In each case, the structure consists of chemical formula II-I. [ka] (Chemical formula II-I) In chemical formula II-I, m is either 0 or 1. n is either 0 or 1. o is either 0 or 1, If n=0, then o=0, If m=1, then G a C is C, and if m=0, then G a CR C And, If m=1, then J a C is C, and if m=0, then J a CR C And, If n=1, then G b C is C, and if n=0, then G b CR C And, If n=1, J b Of these, exactly one is C and the other is CR C And, If n=0, then J b In each case, CR is independent of each other. C And, If o=1, then G c C is C, and if o=0, then G c CR C And, If o=1, then J c C is C, and if o=0, then J c CR C And, R c In each case, independently, hydrogen, deuterium, Me, i Pr, t Bu, CN, CF3, SiMe3, Si i The group is selected from Pr3, NPh2, carbazolyl, and Ph.

[0010] In one embodiment, R 1 In each case, the structure consists of a chemical formula II-II. [ka] (Chemical formula II-II) In some embodiments, R 1 In each case, the following group is selected: JPEG2026062814000021.jpg4225 (chemical formula IIa-2) JPEG2026062814000022.jpg6735 (chemical formula IIb-2) JPEG2026062814000023.jpg6427 (chemical formula IIc-2) JPEG2026062814000024.jpg7854 (chemical formula IId-2) JPEG2026062814000025.jpg7853 (chemical formula IIe-2) JPEG2026062814000026.jpg7854 (Chemical formula IIf-2) JPEG2026062814000027.jpg11365 (chemical formula IIg-2) JPEG2026062814000028.jpg6836 (chemical formula IIh-2) JPEG2026062814000029.jpg5636 (chemical formula IIi-2) JPEG2026062814000030.jpg4941(Chemical formula IIi-2) JPEG2026062814000031.jpg5553 (chemical formula IIk-2) JPEG2026062814000032.jpg5665 (chemical formula IIm-2) JPEG2026062814000033.jpg7049 (chemical formula IIn-2) JPEG2026062814000034.jpg10553 (chemical formula IIo-2) JPEG2026062814000035.jpg10551 (chemical formula IIp-2)

[0011] In one embodiment, the R 2 In each case, independently of each other, OPh(Ph=phenyl), SPh, CF3, CN, F, Si(C1-C5 alkyl)3, Si(Ph)3, C1-C5 alkyl, Here, one or more hydrogen atoms are selectively and independently substituted with deuterium (D), CN, CF3, or F. C1-C5 alkoxy, Here, one or more hydrogen atoms are selectively substituted with deuterium, CN, CF3, or F, independently of each other. C1-C5 thioalkoxy, Here, one or more hydrogen atoms are selectively substituted with deuterium, CN, CF3, or F, independently of each other. C2-C5 alkenyl, Here, one or more hydrogen atoms are selectively substituted with deuterium, CN, CF3, or F, independently of each other. C2-C5 alkynyl, Here, one or more hydrogen atoms are selectively substituted with deuterium, CN, CF3, or F, independently of each other. C6-C molecules selectively substituted with one or more C1-C5 alkyl substituents 18 Ariel, Here, one or more hydrogen atoms are selectively substituted with Ph, CN, CF3, or F, independently of each other. C3-C5 alkyl substituents selectively substituted with one or more C1-C5 alkyl substituents 17 Heteroaryl, Here, one or more hydrogen atoms are selectively substituted with Ph, CN, CF3, or F, independently of each other. N(C6-C 18 Ariel) 2, N(C3-C 17 Heteroaryl)2, and N(C3-C 17 (Heteroaryl)(C6-C 18Selected from the group consisting of aryls.

[0012] In one embodiment, the R 2 The following group is selected: C6-C molecules selectively substituted with one or more C1-C5 alkyl substituents 18 Aryl, and Here, one or more hydrogen atoms are selectively substituted with CN, CF3, or F, independently of each other. C3-C5 alkyl substituents selectively substituted with one or more C1-C5 alkyl substituents 17 Heteroaryl, Here, one or more hydrogen atoms are selectively substituted with CN, CF3, or F, independently of each other.

[0013] In one embodiment, the R 2 The following group is selected: C6-C molecules selectively substituted with one or more C1-C5 alkyl substituents 18 Aryl, and Here, one or more hydrogen atoms are selectively substituted with CN or CF3, independently of each other. C3-C5 alkyl substituents selectively substituted with one or more C1-C5 alkyl substituents 17 Heteroaryl, Here, one or more hydrogen atoms are selectively substituted with either CN or CF3, independently of each other. In one embodiment, the R 2 The following group is selected: Me, i Pr, t Bu, SiMe3, SiPh3, and Me, i Pr, t Ph is selectively substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

[0014] In one preferred embodiment, the R 2 In each case, they are independent of each other. C6-C selectively substituted with one or more C1-C5 alkyl substituents and one or more hydrogen atoms independently substituted with CN, CF3 or F 18 is an aryl.

[0015] In a preferred embodiment, said R 2 is selected from the group consisting of: i Pr, and Ph selectively substituted with one or more Ph substituents.

[0016] In an even more preferred embodiment, said R 2 is C6-C selectively substituted with one or more C1-C5 alkyl substituents and one or more hydrogen atoms independently substituted with CN, CF3 or F 18 is an aryl.

[0017] In an even more preferred embodiment, said R 2 is C6-C selectively substituted with one or more C1-C5 alkyl substituents and one or more hydrogen atoms independently substituted with F or CF3 18 is an aryl.

[0018] In yet another embodiment, said R 2 is C6-C selectively substituted with one or more C1-C5 alkyl substituents and one or more hydrogen atoms independently substituted with CN or CF3 18 is an aryl.

[0019] In one embodiment, said R 2 is C6-C selectively substituted with one or more C1-C5 alkyl substituents and one or more hydrogen atoms independently substituted with CN 18 is an aryl.

[0020] In one embodiment, said R 2 is C6-C selectively substituted with one or more C1-C5 alkyl substituents and one or more hydrogen atoms independently substituted with CF3 18 is an aryl.

[0021] In one embodiment, the R 2 C6-C5 alkyl substituents are selectively substituted with one or more C1-C5 alkyl substituents, and one or more hydrogen atoms are independently substituted with fluorine. 18 It is Ariel.

[0022] In one embodiment, the organic molecule contains or consists of the structure of the following chemical formula IIIa. [ka] (Formula IIIa) Here, any of the aforementioned definitions applies.

[0023] In one embodiment, the organic molecule contains or consists of the structure of the following chemical formula IIIb. [ka] (Formula IIIa) Here, any of the aforementioned definitions applies.

[0024] In one embodiment, the organic molecule includes or consists of a structure selected from the group consisting of the following. [ka] (Chemical formula IIIa-1) JPEG2026062814000039.jpg5058 (chemical formula IIIb-1) JPEG2026062814000040.jpg7675 (chemical formula IIIa-2) JPEG2026062814000041.jpg6576 (chemical formula IIIb-2) JPEG2026062814000042.jpg5785 (chemical formula IIIa-3) JPEG2026062814000043.jpg7085 (chemical formula IIIb-3) JPEG2026062814000044.jpg9756 (chemical formula IIIc-1) JPEG2026062814000045.jpg5661 (chemical formula IIIc-2) JPEG2026062814000046.jpg6956 (chemical formula IIIc-3) JPEG2026062814000047.jpg8651 (chemical formula IIIc-4) JPEG2026062814000048.jpg4884 (chemical formula IIIc-5) JPEG2026062814000049.jpg7655 (chemical formula IIIc-6) JPEG2026062814000050.jpg8448 (chemical formula IIIc-7) JPEG2026062814000051.jpg4148 (chemical formula IIIc-8) JPEG2026062814000052.jpg8448 (chemical formula IIIc-9)

[0025] In a preferred embodiment, the organic molecule includes or comprises a structure selected from the group consisting of chemical formulas IIIa-1, IIIb-1, IIIa-2, IIIb-2, IIIa-3, and IIIb-3, where R 1The following group is selected: [ka] (Chemical formula IIa-2) JPEG2026062814000054.jpg6427 (chemical formula IIc-2) JPEG2026062814000055.jpg5637(Chemical formula IIi-2) JPEG2026062814000056.jpg4940 (chemical formula IIj-2) JPEG2026062814000057.jpg5552 (chemical formula IIk-2) JPEG2026062814000058.jpg5665 (chemical formula IIm-2) JPEG2026062814000059.jpg7048 (chemical formula IIn-2) JPEG2026062814000060.jpg10650 (chemical formula IIo-2) JPEG2026062814000061.jpg10650 (chemical formula IIp-2)

[0026] In one embodiment, the organic molecule includes or consists of a structure selected from the group consisting of chemical formulas IIIa-1, IIIa-2, and IIIa-3. Here, R 1 The following group is selected: [ka] (Chemical formula IIa-2) JPEG2026062814000063.jpg6427 (chemical formula IIc-2) JPEG2026062814000064.jpg5636 (chemical formula IIi-2) JPEG2026062814000065.jpg4940 (chemical formula IIj-2) In one embodiment, the organic molecule includes or consists of a structure selected from the group consisting of chemical formulas IIIb-1, IIIb-2, and IIIb-3, where R 1 The following group is selected: [ka] (Chemical formula IIa-2) JPEG2026062814000067.jpg6427 (chemical formula IIc-2) JPEG2026062814000068.jpg5637 (chemical formula IIi-2) JPEG2026062814000069.jpg4940 (chemical formula IIj-2)

[0027] 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, at least one of which is a heteroatom. Nevertheless, throughout this specification, the number of aromatic ring atoms may be given in subscript numerals 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. In each case, the heteroatom may be the same or different, or may be individually selected from the group consisting of N, O, and S. Therefore, the term "arylene" refers to a divalent substituent that has two binding sites relative to other molecular structures and acts as a linker structure. In exemplary embodiments, if a group is defined differently from the definition given herein, for example, if the number of aromatic ring atoms or heteroatoms differs from the definition given herein, the definition in the exemplary embodiments shall apply. According to the present invention, a condensed (cyclic), aromatic polycyclic or heteroaromatic polycyclic consists of two or more single aromatic rings or heteroaromatic rings that form a polycyclic structure via a condensation reaction.

[0028] 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-quinoli Benzo-6,7-quinoline, benzo-7,8-quinoline, phenothiazine, phenoxazine, pyrazole, indazole, imidazole, benzimidazole, naphthoimidazole, phenanthroimidazole, pyridoimidazole, pyrazinoimidazole, quinoxalinoimidazole, oxazole, benzoxazole, naphthoxazole, anthroxazole, phenanthroxazole, isoxazole, 1,2-thiazole, 1,3-thiazole, benzothiazole, pyridazine, benzopyridazine, pyrimidine, benzopy The compounds include limidine, 1,3,5-triazine, quinoxaline, pyrazine, phenazine, naphthyridine, carboline, benzocarboline, phenanthroline, 1,2,3-triazole, 1,2,4-triazole, benzotriazole, 1,2,3-oxadiazole, 1,2,4-oxadiazole, 1,2,5-oxadiazole, 1,2,3,4-tetrazine, purine, pteridine, indoridine, 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.

[0029] As used throughout this specification, the term “cyclic group” is understood in its broadest sense to mean any monocyclic, dicyclic, or polycyclic moiety.

[0030] As used throughout this specification, the term “biphenyl” is understood in its broadest sense as an ortho-biphenyl, meta-biphenyl, or para-biphenyl, where ortho, meta, and para are defined in relation to the binding site to other chemical molecules.

[0031] As used throughout this specification, the term “terphenyl” is also understood in its broadest sense as 3-ortho-terphenyl, 4-ortho-terphenyl, 4-meta-terphenyl, 5-meta-terphenyl, 2-para-terphenyl, or 3-para-terphenyl, where ortho, meta, and para are defined in relation to their bonding positions to each other within the phenyl moiety, and “2-”, “3-”, “4-”, and “5-” are defined in relation to their bonding positions to other chemical moieties. [ka] 3-ortho-terphenyl JPEG2026062814000071.jpg41424-ortho-terphenyl JPEG2026062814000072.jpg5236 4-Meth-terphenyl JPEG2026062814000073.jpg5242 5-Meth-terphenyl JPEG2026062814000074.jpg5236 2-Meth-terphenyl JPEG2026062814000075.jpg4055 2-para-terphenyl Here, # indicates the binding position to other chemical moieties.

[0032] As used throughout this specification, the term “naphthyl” as a naphthalene substituent is understood in its broadest sense to also mean 1-naphthyl and 2-naphthyl, where “1-” and “2-” are defined in relation to the binding site to other chemical moieties. That is, [ka] 1-naphthyl JPEG2026062814000077.jpg3028 2-naphthyl Here, # indicates the binding site for other chemical moieties.

[0033] As used throughout this specification, the term "anthracene" as a substituent is understood in the broadest sense to also include 1-anthracenyl, 2-anthracenyl, and 9-anthracenyl, where "1-", "2-", and "9-" are defined in relation to the binding site for other chemical moieties. That is, [Chemical formula] 1-anthracenyl JPEG2026062814000079.jpg4237 2-anthracenyl JPEG2026062814000080.jpg4028 9-anthracenyl Here, # indicates the binding site for other chemical moieties.

[0034] As used throughout this specification, the term "alkyl group" is understood in the broadest sense to also include any linear, branched, or cyclic alkyl substituent. In particular, the term "alkyl" includes 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.

[0035] As used throughout this specification, the term “alkenyl” includes linear, branched, and cyclic alkenyl substituents. The term “alkenyl group” is, for example, a substituent. This includes ethenyl, profenyl, butenyl, pentenyl, cyclopentenyl, hexenyl, cyclohexenyl, heptenyl, cycloheptenyl, octenyl, cyclooctenyl, or cyclooctadienyl.

[0036] 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.

[0037] 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.

[0038] 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.

[0039] 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.

[0040] Whenever hydrogen (H) is mentioned herein, it is also substituted with deuterium in each respective case.

[0041] When a molecular fragment is described as being attached to a substituent or other molecule, its name may be described as if it were the fragment itself (e.g., naphthyl, dibenzofuryl) or as the whole molecule (e.g., naphthalene, dibenzofuran). As used herein, the aforementioned methods for describing substituents or attached fragments are considered equivalent.

[0042] In one 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, in dichloromethane (DCM) containing 0.001 mg / mL of the organic molecule at room temperature, or in a poly(methyl methacrylate) (PMMA) film containing 1% by weight of the organic molecule at room temperature, and at this time has a full width at half maximum value of less than 0.35 eV, preferably less than 0.30 eV, more preferably less than 0.26 eV, even more preferably less than 0.22 eV, or less than 0.18 eV.

[0043] The energy of the first excited triplet state T1 is determined at low temperatures, generally 77K, from the onset of the emission spectrum. Phosphorescence is generally observed in the steady-state spectrum within a film consisting of 2% emitter and 98% PMMA. Therefore, the triplet energy is also determined from the onset of the phosphorescence spectrum. For fluorescent emitter molecules, the energy of the first excited triplet state T1 is determined at 77K from the onset of the delayed emission spectrum.

[0044] 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 point where the maximum intensity of the emission spectrum is half.

[0045] In one embodiment, the organic molecule according to the present invention is present in a DCM containing 0.001 mg / mL of organic molecules at room temperature, or in a PMMA film containing 1% by weight of organic molecules at room temperature. The emission spectrum begins energetically close to the maximum emission, meaning the energy difference between the energy of the start of the emission spectrum and the energy of the maximum emission is less than 0.14 eV, preferably less than 0.13 eV, or more preferably less than 0.12 eV, and the full width at half maximum (FWHM) of the organic molecule is less than 0.35 eV, preferably less than 0.30 eV, more preferably less than 0.26 eV, even more preferably less than 0.22 eV, or more preferably less than 0.18 eV. As a result, the CIEy coordinate is less than 0.20, preferably less than 0.18, more preferably less than 0.16, or more preferably less than 0.14.

[0046] A further aspect of the present invention relates to the use of the organic molecules according to the present invention as light-emitting emitters or absorbers and / or host materials and / or electron transport materials and / or hole injection materials and / or hole blocking materials in optoelectronic devices.

[0047] A preferred embodiment relates to the use of the organic molecule according to the present invention as a light-emitting emitter in a photoelectronic device.

[0048] In its broadest sense, a photoelectronic device can also be understood as any device based on 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., 400 nm to 800 nm.

[0049] 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, particularly gas and vapor sensors that are not completely isolated from the outside. • Organic diode ·Organic solar cells • Organic transistors • Organic field-effect transistor • Organic laser • Down-conversion element

[0050] In relation to such applications, 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.

[0051] In the aforementioned applications, the fraction of organic molecules according to the present invention in the light-emitting layer of the photoelectronic element, and more particularly in the light-emitting layer of the OLED, is 0.1% to 99% by weight, and more particularly in 1% to 80% by weight. In other embodiments, the proportion of organic molecules in the light-emitting layer is 100% by weight.

[0052] In one embodiment, the light-emitting layer 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.

[0053] Further aspects of the present invention relate to compositions comprising or consisting of the following: (a) at least one organic molecule according to the present invention, particularly an organic molecule in emitter form, (b) One or more triplet-triplet annihilation (TTA) host substances different from the organic molecules according to the present invention, (c) Selectively one or more thermally activated delayed fluorescence (TADF) substances, and (d) Selectively one or more dyes and / or one or more solvents.

[0054] Further aspects of the present invention relate to compositions comprising or consisting of the following: (a) at least one organic molecule according to the present invention, particularly an organic molecule in emitter form, (b) One or more host substances different from the organic molecule according to the present invention, and (c) One or more thermally activated delayed fluorescence (TADF) substances.

[0055] Further aspects of the present invention relate to compositions comprising or consisting of the following: (a) at least one organic molecule according to the present invention, particularly an organic molecule in emitter form, (b) One or more host substances different from the organic molecule according to the present invention, and (c) One or more phosphorescent substances.

[0056] Further aspects of the present invention relate to compositions comprising or consisting of the following: (a) at least one organic molecule according to the present invention, particularly an organic molecule in emitter form, (b) One or more host substances different from the organic molecule according to the present invention, (c) One or more thermally activated delayed fluorescence (TADF) substances, and (d) One or more phosphorescent substances.

[0057] In certain embodiments, the light-emitting layer EML includes, or comprises, or essentially consists of, the following: (i) 0.1 to 10% by weight, preferably 0.5 to 5% by weight, and especially 1 to 3% by weight, one or more organic molecules according to the present invention (ii) 5 to 99% by weight, preferably 15 to 85% by weight, and especially 20 to 75% by weight of one or more host compounds H (iii) One or more additional host compounds D having a structure different from the molecular structure according to the present invention, in an amount of 0.9 to 94.9% by weight, preferably 14.5 to 80% by weight, and particularly 24 to 77% by weight. (iv) Selectively 0 to 94% by weight, preferably 0 to 65% by weight, and especially 0 to 50% by weight of a solvent. (v) Selectively, at least one additional emitter molecule F having a structure different from the structure of the molecule according to the present invention, in an amount of 0 to 30% by weight, particularly 0 to 20% by weight, preferably 0 to 5% by weight.

[0058] Composition containing one or more triplet-triplet annihilation (TTA) host substances In a preferred embodiment, the light-emitting layer B in the organic light-emitting element according to the present invention includes or comprises the following: (i) 10-84% by weight of TTA substance H N , (ii) 0-30% by weight of TADF material E B , (iii) 0.1 to 10% by weight of the emitter according to the present invention, and selectively, (iv) 1 or more solvents in an amount of 0 to 89.9% by weight.

[0059] In a preferred embodiment, the sum of the percentage figures in (i) to (iv) above is 100 It is expressed as a percentage by weight.

[0060] In yet another preferred embodiment, the light-emitting layer B in the organic light-emitting element according to the present invention includes or comprises the following: (i) 56-90% by weight of TTA substance H N , (ii) 0-5% by weight of TADF substance E B , (iii) 0.5 to 5% by weight of the emitter according to the present invention, and selectively, (iv) 1 or more solvents in an amount of 0 to 43.5% by weight.

[0061] In a preferred embodiment, the sum of the percentage figures in (i) to (iv) above is 100% by weight.

[0062] Composition containing one or more thermally activated delayed fluorescence (TADF) substances In one embodiment, the light-emitting layer B in the organic light-emitting element according to the present invention includes the following: (i) 10 to 89.9% by weight of 1 or more p-host compounds H P , (ii) 0-79.9% by weight of 1 or more n-host compounds H N , (iii) 10-50% by weight of 1 or more thermally activated delayed fluorescence (TADF) substances E B , (iv) 0.1 to 10% by weight of one or more emitters according to the present invention, and (v) 0 to 72% by weight of 1 or more solvents.

[0063] In one embodiment, the light-emitting layer B in the organic light-emitting element according to the present invention includes the following: (i) 22-87.5% by weight of 1 or more p-host compounds H P , (ii) Selectively 0 to 65.5% by weight of 1 or more n-host compounds H N , (iii) 12-40% by weight of 1 or more thermally activated delayed fluorescence (TADF) substances E B , (iv) 0.5 to 5% by weight of 1 or more emitters according to the present invention, and (v) 0 to 65.5% by weight of 1 or more solvents.

[0064] composition containing one or more phosphorescent substances In a preferred embodiment, H N The selection is selective, and the light-emitting layer B in the organic light-emitting element according to the present invention includes or consists of the following: (i) 10-84.9% by weight of host compound H P , (ii) 0-84.9% by weight of host compound H N , (iii) 5-15% by weight of phosphorescent material E B , (iv) 0.1 to 10% by weight of the emitter according to the present invention, and selectively, (v) 0 to 72% by weight of 1 or more solvents.

[0065] In a preferred embodiment, H N The selection is selective, and the light-emitting layer B in the organic light-emitting element according to the present invention includes or consists of the following: (i) 22-70.5% by weight of host compound H P , (ii) 0-70.5% by weight of host compound H N , (iii) 5-10% by weight of phosphorescent substance EB , (iv) 0.5 to 5% by weight of the emitter according to the present invention, and selectively, (v) 0 to 72% by weight of 1 or more solvents.

[0066] Preferably, energy is transferred from the host compound H to one or more organic molecules according to the present invention, and in particular, from the first excited triplet state T1(H) of the host compound H to the first excited triplet state T1(E) of one or more organic molecules 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.

[0067] In one embodiment, the host compound H has an energy E in the range of -5 to -6.5 eV. HOMO The highest occupied orbital HOMO(H) has (H), and at least one additional host compound D has energy E HOMO The highest occupied orbit HOMO(D) has (D), where E HOMO (H>E HOMO (D)

[0068] In a further embodiment, the host compound H has an energy of E LUMO The lowest unoccupied orbital LUMO(H) has (H), and at least one additional host compound D has energy E LUMO It has a lowest-empty orbit LUMO(D) having (D), where E LUMO (H>E LUMO (D)

[0069] 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 more preferably -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 more preferably -0.1eV to 0.1eV.

[0070] 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 corresponds to 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 more than, 500cm -1 ΔE less than ST Show the value.

[0071] 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.

[0072] 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 a particular embodiment, host compound H is a TADF substance, and host compound D is 2,4,6-tris(biphenyl-3-yl Selected from the group consisting of )-1,3,5-triazine (T2T), 2,4,6-tris(triphenyl-3-yl)-1,3,5-triazine (T3T), and / or 2,4,6-tris(9,9'-spirobifloren-2-yl)-1,3,5-triazine (TST).

[0073] In further aspects, the present invention relates to photoelectronic devices comprising the types of organic molecules or compositions 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 not completely isolated from the outside, organic diodes, organic solar cells, organic transistors, organic field-effect transistors, organic lasers, and down-conversion elements.

[0074] 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.

[0075] 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.

[0076] In one embodiment of the photoelectronic device of the present invention, the light-emitting layer EML comprises the composition of the present invention described herein.

[0077] 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

[0078] Here, the OLED selectively includes each layer selected from the group of HIL, HTL, EBL, HBL, ETL, and EIL, with different layers being merged, and the OLED also includes one or more layers from each of the layer types defined above.

[0079] Furthermore, in one embodiment, the photoelectronic element also includes at least one protective layer to protect the element from damaging exposure to harmful substances in the environment, such as moisture, vapor, and / or gases.

[0080] 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

[0081] Here, the OLED selectively includes each layer selected from the group of HIL, HTL, EBL, HBL, ETL, and EIL, with different layers being merged, and the OLED also includes one or more layers from each of the layer types defined above.

[0082] In one embodiment of the present invention, the optoelectronic element is an OLED that may have a stacked structure. In this structure, unlike the common 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.

[0083] In one embodiment of the present invention, the photoelectronic element is an OLED including two or more emission layers between the anode and the cathode. In particular, a so-called tandem OLED includes three emission layers, where one emission layer emits red light, one emission layer emits green light, and one emission layer emits blue light, and additional layers such as charge generation layers, charge blocking layers, or charge transport layers may be selectively included between the individual emission layers. In a further embodiment, the emission layers are stacked adjacent to each other. In a further embodiment, the tandem OLED includes a charge generation layer between each of the two emission layers. Also, adjacent emission layers, or emission layers separated by a charge generation layer, may be merged.

[0084] The substrate may also be formed from any material or a composition thereof. Most often, a glass slide is used as the substrate. As an alternative, a thin metal layer (e.g., copper, gold, silver, or aluminum film), or a plastic film or plastic slide may be used. This can allow for an even higher level of flexibility. The anode layer A is composed of a material from which a nearly (essentially) transparent film can be obtained. Since at least one of the two electrodes must be (essentially) transparent in order to allow light emission from the OLED, one of the anode layer A or cathode layer C is transparent. Preferably, the anode layer A contains or consists of a large amount of transparent conductive oxides (TCOs). Such anode layer A may also include, for example, indium tin oxide, aluminum zinc oxide, fluorine-doped tin oxide, indium zinc oxide, PbO, SnO, zirconium oxide, molybdenum oxide, vanadium oxide, tungsten oxide, graphite, doped Si, doped Ge, doped GaAs, doped polyaniline, doped polypyrrole and / or doped polythiophene.

[0085] Anode layer A is (essentially) indium tin oxide (ITO) (e.g., (InO3) 0.9 (SnO2) 0.1 The structure is composed of the following. The roughness of the anode layer A due to the transparent conductive oxide (TCO) can also be mitigated by using a hole injection layer (HIL). Furthermore, 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 may contain poly-3,4-ethylenedioxythiophene:polystyrene sulfonic acid (P EDOT: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-naphthalenyl)-N,N'-bis-phenyl-(1, It is also composed of 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).

[0086] Adjacent to the anode layer A or hole injection layer (HIL), a hole transport layer (HTL) is typically located. Here, any hole transport compound can be used. For example, electron-rich heteroaromatic compounds such as triarylamines and / or carbazoles can also be used as hole transport compounds. The HTL can reduce the energy barrier between the anode layer A and the light-emitting layer (EML). The hole transport layer (HTL) is also an electron blocking layer (EBL). Preferably, the hole transport compound has a triplet state T1 with a relatively high energy level. For example, the hole transport layer (HTL) is tris(4-carbazolyl-9-ylphenyl)amine (TCTA), poly(4-butylphenyl-diphenylamine) (poly-TPD), poly(4-butylphenyl-diphenylamine) (α-NPD), 4,4'-cyclohexyllidene-bis[N,N-bis(4-methylphenyl)benzeneamine] (TAPC), 4,4',4”-tris[2-naphthyl(phenyl)-amino]triphenylamine (2-TNATA), Spiro-TAD, DNTPD, NPB, NPNPB, MeO-TPD, HAT-CN and / or 9,9'-diphenyl-6-(9-phenyl-9H- The HTL may also contain a star-shaped heterocycle such as carbazole-3-yl)-9H,9'H-3,3'-bicarbazole (TrisPcz). Furthermore, the HTL may also contain a p-doped layer composed of inorganic or organic dopants within the organic hole transport matrix. Examples of inorganic dopants include transition metal oxides such as vanadium oxide, molybdenum oxide, or tungsten oxide. Examples of organic dopants include tetrafluorotetracyanoquinodimethane (F4-TCNQ), copper-pentafluorobenzoic acid (Cu(I)pFBz), or transition metal complexes.

[0087] EBLs include, for example, 1,3-bis(carbazole-9-yl)benzene (mCP), TCTA, 2-TNATA, 3,3-di(9H-carbazole-9-yl)biphenyl (mCBP), tris-Pcz, 9-(4-tert-butylphenyl)-3,6-bis(triphenylsilyl)-9H-carbazole (CzSi) and / or N,N'-dicarbon It also contains rubazolyl-1,4-dimethylbenzene (DCB).

[0088] 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-(diphenylphosphinofino)phenyl]ether oxide (DPEPO), 9-[3-(di Select from benzofuran-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, 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 those of the organic molecule.

[0089] In one embodiment of the present invention, the EML comprises a so-called mixed host system having at least one hole-dominant host and one electron-dominant host. In a particular embodiment, the EML comprises exactly one luminescent organic 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.

[0090] Adjacent to the luminescent layer (EML), an electron transport layer (ETL) may be located. Here, any electron transporter can be used. Exemplary examples include electron-deficient compounds such as benzimidazole, pyridine, triazole, oxadiazole (e.g., 1,3,4-oxadiazole), phosphine oxide, and sulfone. The electron transporter is also a star-shaped heterocycle, such as 1,3,5-tri(1-phenyl-1H-benzo[d]imidazole-2-yl)phenyl (TPBi). The ETL also contains 2,9-bis(naphthalene-2-yl)-4,7-diphenyl-1,10-phenanthroline (NBphen), aluminum-tris(8-hydroxyquinoline) (Alq3), diphenyl-4-triphenylsilylphenylphosphine oxide (TSPO1), 2,7-di(2,2'-bipyridine-5-yl)triphenyl (BPyTP2), dibenzo[b,d]thiophen-2-yltriphenylsilane (Sif87), dibenzo[b,d]thiophen-2-yl)diphenylsilane (Sif88), 1,3-bis[3,5-di(pyridine-3-yl)phenyl]benzene (BmPyPhB) and / or 4,4'-bis-[2-(4,6-diphenyl-1,3,5-triazinyl)]-1,1'-biphenyl (BTB). Selectively, the ETL can also be doped with a substance such as Liq. The electron transport layer (ETL) can also block holes. Alternatively, a hole blocking layer (HBL) can be introduced.

[0091] HBLs include, for example, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline=basocuproine (BCP), bis(8-hydroxy-2-methylquinoline)-(4 It may also contain -phenylphenoxy)aluminum (BAlq), 2,9-bis(naphthalene-2-yl)-4,7-diphenyl-1,10-phenanthroline (NBphen), aluminum-tris(8-hydroxyquinoline) (Alq3), diphenyl-4-triphenylsilylphenylphosphine oxide (TSPO1), 2,4,6-tris(biphenyl-3-yl)-1,3,5-triazine (T2T), 2,4,6-tris(triphenyl-3-yl)-1,3,5-triazine (T3T), 2,4,6-tris(9,9'-spirobifluoren-2-yl)-1,3,5-triazine (TST), and / or 1,3,5-tris(N-carbazol)benzol / 1,3,5-tris(carbazole)-9-yl)benzene (TCB / TCP).

[0092] Adjacent to the electron transport layer (ETL), a cathode layer C may be located. The cathode layer C may contain, or consist of, a metal (e.g., Al, Au, Ag, Pt, Cu, Zn, Ni, Fe, Pb, LiF, Ca, Ba, Mg, In, W, or Pd) or a metal alloy. For practical reasons, the cathode layer C may also be composed of (essentially) 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.

[0093] OLEDs may optionally further include a protective layer (also referred to as an electron injection layer (EIL)) between the electron transport layer (ETL) and the cathode layer C. This layer may also contain lithium fluoride, cesium fluoride, silver, 8-hydroxyquinoline tritium (Liq), Li2O, BaF2, MgO, and / or NaF.

[0094] Selectively, the electron transport layer (ETL) and / or hole blocking layer (HBL) also contain one or more host compounds H.

[0095] To add and modify the emission spectrum and / or absorption spectrum of the light-emitting layer EML, the light-emitting 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 structure different from the structure of the molecule E according to the present invention. The emitter molecule F is selectively also a TADF emitter. As an alternative, the emitter molecule F is selectively also a fluorescent and / or phosphorescent emitter molecule that can shift the emission spectrum and / or absorption spectrum of the light-emitting layer EML. For example, triplet and / or singlet excitons can be transferred from the emitter molecule according to the present invention to the emitter molecule F before relaxing to the ground state S0, and typically emit light that is red-shifted compared to the light emitted by the organic molecule. Optionally, the emitter molecule F can also induce a two-photon effect (i.e., absorption of two photons that is half of the maximum absorption energy).

[0096] Optionally, the optoelectronic device (e.g., OLED) is, for example, essentially a white optoelectronic device. For example, such a white optoelectronic device also includes at least one (deep) blue emitter molecule and one or more emitter molecules that emit green light and / or red light. Then, optionally, as described above, there can be energy transfer between two or more molecules.

[0097] As used herein, in a specific context, when not further specifically defined, the hue designation of the emitted and / or absorbed light is as follows. Violet: wavelength range >380 - 420 nm Dark blue: wavelength range >420 - 480 nm Azure: wavelength range >480 - 500 nm Green: wavelength range >500 - 560 nm Yellow: wavelength range >560 - 580 nm Orange: wavelength range >580 - 620 nm Red: wavelength range >620 - 800 nm

[0098] In relation to the emitter molecule, such hues exhibit maximum emission. For example, a dark blue emitter has maximum emission in the range of over 420 nm to 480 nm, a light blue emitter has maximum emission in the range of over 480 nm to 500 nm, a green emitter has maximum emission in the range of over 500 nm to 560 nm, and a red emitter has maximum emission in the range of over 620 nm to 800 nm.

[0099] The dark 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 more preferably less than 460 nm. The maximum emission is typically greater than 420 nm, preferably more than 430 nm, more preferably more than 440 nm, or even more preferably more than 450 nm.

[0100] Therefore, a further aspect of the present invention is 1000 cd / m². 2 In this context, an OLED exhibiting 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%, an OLED exhibiting maximum emission at 420nm to 500nm, preferably 430nm to 490nm, more preferably 440nm to 480nm, even more preferably 450nm to 470nm, and / or 500 cd / m 2 The present invention relates to OLEDs exhibiting an LT80 value exceeding 100h, preferably exceeding 200h, more preferably exceeding 400h, even more preferably exceeding 750h, or even more preferably exceeding 1000h. Accordingly, a further aspect of the present invention relates to OLEDs exhibiting a CIEy color coordinate emission of less than 0.45, preferably less than 0.30, more preferably less than 0.20, even more preferably less than 0.15, or even more preferably less than 0.10.

[0101] Another 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 aspect, 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 0.20 eV, even more preferably less than 0.19 eV, or even more preferably less than 0.17 eV.

[0102] Another 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 emitted exhibits CIEx color coordinates of 0.02 to 0.30, preferably 0.03 to 0.25, more preferably 0.05 to 0.20, even more preferably 0.08 to 0.18, or more preferably 0.10 to 0.15, and / or CIEy color coordinates of 0.00 to 0.45, preferably 0.01 to 0.30, more preferably 0.02 to 0.20, even more preferably 0.03 to 0.15, or more preferably 0.04 to 0.10.

[0103] In a further aspect, the present invention relates to a method for manufacturing optoelectronic components. In this case, the organic molecules of the present invention are used.

[0104] Optoelectronic devices, in particular OLEDs according to the present invention, can also be manufactured by vapor deposition and / or liquid processes of any means. Therefore, at least one layer is - Manufactured by a sublimation process, - Manufactured by an organic vapor deposition process, - Manufactured by a carrier gas sublimation process, - Processed with a solution or printed.

[0105] Methods used to manufacture optoelectronic devices, particularly OLEDs according to the present invention, are known to 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.

[0106] For example, the vapor deposition process includes thermal (co)deposition, chemical vapor deposition, and physical vapor deposition. In the case of active-matrix OLED displays, an AMOLED backplane is used as the substrate. Individual layers are also processed from solutions or dispersions using appropriate solvents. For example, solution deposition processes include spin coating, dip coating, and jet printing. Solution processing is selectively carried out in an inert atmosphere (e.g., a nitrogen atmosphere), and the solvent is completely or partially removed by means known to the art. [Examples]

[0107] General synthesis method I A common synthesis method I is T=R 2 V=R 1 The present invention provides a synthesis method for organic molecules.

[0108] General procedure for synthetic AAV1: [ka]

[0109] I0 (1.00 equivalent), I0-1 (2.20 equivalents), tetrakis(triphenylphosphine)palladium(0) Pd(PPh3)4 (0.04 equivalent, CAS: 14221-01-3), and potassium carbonate (K2CO3, 4.00 equivalents) are stirred in a nitrogen atmosphere at 110 °C overnight in dioxane:water (4:1 volume ratio). After cooling to room temperature (RT), the reaction mixture is extracted between DCM and brine, and the phases are separated. The combined organic layers are dried over MgSO4 and then the solvent is removed under reduced pressure. The obtained crude product is purified by recrystallization or column chromatography to obtain AAV1 as a solid. Instead of the boronic ester, the corresponding boronic acid can be used.

[0110] General procedure for synthetic AAV2:

Chemical formula

[0111] I1 (1.00 equivalent) and liquid bromine (4.0 equivalents, CAS 7726-95-6) are stirred overnight at room temperature in anhydrous dimethylformamide (DMF) under a nitrogen atmosphere. The reaction mixture is poured into water. The precipitate is filtered and washed with water and ethanol. The obtained crude product is purified by recrystallization or column chromatography to obtain AAV2 as a solid.

[0112] General procedure for synthetic AAV3:

Chemical formula

[0113] ​I2 (1.00 equivalent) is dissolved in THF or tert-butylbenzene under a nitrogen atmosphere, and n-butyllithium or tert-butyllithium (4.0 equivalents) and I2-1 (3.0 equivalents) are added sequentially. The reaction mixture is stirred overnight at room temperature. The reaction mixture is extracted between DCM and brine to separate the phases. The combined organic layers are dried over MgSO4, and the solvent is removed under reduced pressure. The resulting unpurified product is purified by recrystallization or column chromatography.

[0114] General procedure for synthetic AAV2a: [ka]

[0115] I1a (1.00 equivalent) and liquid bromine (2.2 equivalents, CAS 7726-95-6) The mixture was stirred overnight at room temperature with chloroform under a nitrogen atmosphere. The reaction mixture was extracted between a saturated solution of dichloromethane and sodium thiosulfate, and then the phases were separated. The combined organic layers were dried over MgSO4 and the solvent was removed under reduced pressure. The resulting unpurified product was recrystallized. Alternatively, it can be purified by column chromatography to obtain I2a as a solid.

[0116] General procedure for synthetic AAV3a: [ka]

[0117] In a particular embodiment, R2 is C6-C 18 It is an aryl group, where one or more hydrogen atoms are selectively and independently substituted with C1-C5 alkyl, Ph, CN, CF3, or F.

[0118] I2a (1.00 equivalent) was dissolved in toluene under a nitrogen atmosphere, and tris(dibenzylideneacetone)dipalladium(0) (CAS: 51364-51-3; 0.04 equivalents), I2a-1 (5.0 equivalents), X-Phos (CAS: 564483-18-7; 0.16 equivalents), and tripotassium phosphate (CAS: 7778-53-2; 4.00 equivalents) were added sequentially. The reaction mixture was stirred overnight at 110°C. The reaction mixture was extracted between DCM and brine to separate the phases. The combined organic layers were dried over MgSO4, and the solvent was removed under reduced pressure. The resulting unpurified product was purified by recrystallization or column chromatography.

[0119] General synthesis method II The general synthesis method II is T=R 1 V=R 2 The present invention provides a synthesis method for organic molecules: [ka] JPEG2026062814000087.jpg3195 JPEG2026062814000088.jpg34133 Here, X is a halogen selected from the group consisting of F, Cl, Br, and I. Preferably, X is F.

[0120] Each reaction step is carried out under conditions similar to those described in General Synthesis Method I for AAV1, AAV2, and AAV3.

[0121] Cyclic voltammetry A cyclic voltammogram is used to determine the concentration of organic molecules 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 -3The 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 relative electrode: Pt wire, reference electrode: Pt wire), with FeCp2 / FeCp2 as the internal standard. + Correction is performed using [this method]. HOMO data was corrected using perocene as an internal standard related to saturated calomel electrodes (SCE).

[0122] 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 with the TD-DFT (Time-Dependent DFT) method. Orbital energies and excited state energies were calculated using the B3LYP function. For numerical integration, the Def2-SVP basic set and m4-grid were used. The Turbomole program package was used for all calculations. It is used in calculations.

[0123] optical physical measurements Sample preparation: Spin coating Equipment: Spin150, SPS euro The sample concentration is 0.2 mg / ml and it is dissolved in toluene / DCM.

[0124] Program: 2000 U / min for 7-30 seconds. After coating, the film was dried at 70°C for 1 minute.

[0125] Photoluminescence spectroscopy and phosphorescence spectroscopy Photoluminescence spectroscopy and phosphorescence spectroscopy are performed using Horiba's Fluoromax 4P fluorescence spectrometer.

[0126] Time-resolved PL spectrometer (FS5) in the μs and ns ranges. Time-resolved PL measurements are performed using the FS5 fluorescence spectrometer at Edinburgh Instruments. Better light acquisition compared to measurements in an IBA setting allows for an optimized signal-to-noise ratio, which makes the FS5 system preferable, especially for transient PL measurements of delayed fluorescence characteristics. The FS5 consists of a xenon lamp that provides a broad spectrum. The continuous light source is a 150W xenon arc lamp, and the selected wavelength is a Czerny-Turner monochromator. Selected by and also used to set a specific emission wavelength. Sample emission is sensitive. By directing an R928P photoelectron booster tube (PMT) towards the detector, single photons with a peak quantum efficiency of less than 25% in the spectral range of 200 nm to 870 nm can be detected. The detector is a temperature-stabilized PMT that provides 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. JPEG2026062814000089.jpg13138

number

[0127] Photoluminescence quantum yield measurement For photoluminescence quantum yield (PLQY) measurement, absolute PL quantum yield measurement The C9920-03G system (Hamamatsu Photonics) was used. Quantum yield and CIE coordinates were determined using software U6039-05 version 3.6.0.

[0128] The maximum emission is shown in nm, the quantum yield Φ is shown in %, and the CIE coordinates are shown in x,y values.

[0129] 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 for a solution or film sample in a nitrogen atmosphere. The yield is calculated using the following equation:

number

[0130] Manufacturing and characterization of optoelectronic devices The photoelectronic element containing organic molecules according to the present invention, particularly the OLED element, can also be manufactured by a vacuum deposition method. When a layer contains one or more compounds, the weight percentage of one or more compounds is expressed in %. Since the total weight percentage value is 100%, if no value is specified, the fraction of the compound is the same as the difference between the specified value and 100%.

[0131] 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. This corresponds to the point in time when the reduction occurred.

[0132] 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.

[0133]

number

[0134] The value represents the average of several pixels (typically 2 to 8), and the standard deviation between those pixels is provided.

[0135] HPLC-MS HPLC-MS analysis is performed using Agilent's HPL system, which includes an MS detector (Thermo LTQ XL). This will be done using the C (1260 series).

[0136] The general 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) by gradient. [Table 1] The following solvent mixture containing 0.1% formic acid was used: [Table 2] Take 2 μL of analyte solution at a concentration of 0.5 mg / mL for measurement.

[0137] The ionization of the probe is positive (APCI + ) Ionization mode or negative (APCI - In ionization mode, this is performed using either an APCI (atmospheric pressure chemical ionization) source or an APPI (atmospheric pressure photoionization) source.

[0138] Example 1 [ka]

[0139] Example 1 was synthesized using the general synthesis method I and the following: AAV3 (27% yield), here, [ka] (CAS 869340-02-3) was used as reactant I2, and dimethyl fluorocarbon Lan (CAS 436-59-9) was used as reactant I2-1. MS (HPLC-MS), m / z (residence time): 783.45 (15.92 minutes)

[0140] In Example 1 (0.001 mg / mL in dichloromethane (DCM)), the maximum emission was 464 nm (2.67 eV), the full width at half maximum (FWHM) was 0.24 eV, and the CIEy coordinate was 0.17. The start of the emission spectrum was determined at 2.79 eV.

[0141] The maximum emission of Example 1 (1% PMMA) was 462 nm, and the full width at half maximum (FWHM) was 0 The voltage is 0.26 eV, and the CIEy coordinate is 0.17. The start of the emission spectrum is determined to be 2.81 eV.

[0142] Example 2 [ka] Example 2 was synthesized using the general synthesis method I and the following:

[0143] AAV3 (53% yield), here, [ka] (CAS 27973-29-1) was used as reactant I2, and dimethyl fluorobora CAS 436-59-9 was used as reactant I2-1. MS (HPLC-MS), m / z (residence time): 698.43 (7.42 minutes).

[0144] In Example 2 (0.001 mg / mL in dichloromethane (DCM)), the maximum emission was at 441 nm (2.81 eV), with a CIEy coordinate of 0.06. The start of the emission spectrum was determined at 2.93 eV.

[0145] Example 3 [ka]

[0146] Example 3 was synthesized using the general synthesis method I and the following: AAV1, here [ka] (CAS 27973-29-1) is used as reactant I0. [ka] (CAS 1392512-54-7) is used as reactant I0-1.

[0147] AAV2 and AAV3, where 1,6-dibromo-3,8-bis(4-fluoro-2,6-dimethylphenyl)pyrene is used as reactant I2 and dimethylfluoroborane (CAS 436-59-9) is used as reactant I2-1.

[0148] Example 4 [ka]

[0149] Example 4 was synthesized using the general synthesis method I and the following: AAV1, here [ka] (CAS 27973-29-1) is used as reactant I0. [ka] (CAS 1423-27-4) is used as reactant I0-1.

[0150] AAV2 and AAV3, where 1,6-dibromo-3,8-bis(2-(trifluoro Methyl(phenyl)pyrene is used as reactant I2, and dimethylfluoroborane (CAS 436-59-9) is used as reactant I2-1.

[0151] Example 5 [ka]

[0152] Example 5 was synthesized using the general synthesis method I and the following: AAV2a (70% yield), where Example 2 was used as reactant I1a. AAV3 (2% yield), where 2,4,6-trimethylphenylboronic acid (CAS 5980-97-2) is used as reactant I2a-1.

[0153] The maximum emission of Example 5 (1% PMMA) was 452 nm, and the full width at half maximum (FWHM) was 0 The voltage is 0.30 eV, and the CIEy coordinate is 0.13. The start of the emission spectrum is determined to be 2.88 eV.

[0154] Example D1 Example 1 was evaluated using an OLED D1 fabricated with the following structure: [Table 3] [ka]

[0155] OLED D1 has a brightness of 1000 cd / m². 2 It showed a quantum efficiency (EQE) of 8.7%. The maximum emission was observed at 469 nm with a full width at half maximum (FWHM) of 46 nm at 4.9 V. The corresponding CIEx coordinate was 0.12 and the CIEy coordinate was 0.21. The LT-95 value was 1200 cd / m². 2 It was determined to be 7.1 hours.

[0156] Example D2 Example 2 was evaluated using an OLED D2 fabricated with the following structure: [Table 4]

[0157] OLED D2 has a brightness of 1000 cd / m². 2 It showed a quantum efficiency (EQE) of 7.9%. The maximum emission was observed at 452 nm with a full width at half maximum (FWHM) of 46 nm at 6.1 V. The corresponding CIEx coordinate was 0.14 and the CIEy coordinate was 0.10. The LT-95 value was 1200 cd / m². 2 It was determined to be 7.4 hours.

[0158] Additional examples of organic molecules of the present invention [ka] JPEG2026062814000110.jpg124133 JPEG2026062814000111.jpg73131 JPEG2026062814000112.jpg130138 JPEG2026062814000113.jpg50138 JPEG2026062814000114.jpg124133 JPEG2026062814000115.jpg95130 JPEG2026062814000116.jpg124140 JPEG2026062814000117.jpg50142 JPEG2026062814000118.jpg124133 JPEG2026062814000119.jpg130140 JPEG2026062814000120.jpg79140 JPEG2026062814000121.jpg81143 JPEG2026062814000122.jpg78139 JPEG2026062814000123.jpg184142 JPEG2026062814000124.jpg128137 JPEG2026062814000125.jpg89139 JPEG2026062814000126.jpg9281 JPEG2026062814000127.jpg132137 JPEG2026062814000128.jpg96132 JPEG2026062814000129.jpg128144 JPEG2026062814000130.jpg49143 JPEG2026062814000131.jpg119129 JPEG2026062814000132.jpg63108JPEG2026062814000133.jpg73119 JPEG2026062814000134.jpg80119 JPEG2026062814000135.jpg122142 JPEG2026062814000136.jpg86120

Claims

1. Organic molecules containing the structure of chemical formula I: 【Chemistry 1】 (Chemical formula I) Chemical formula I, T and V are independent of each other, R １ and R ２ Selected from the group consisting of, R １ In each case, it includes the structure of chemical formula II below. 【Chemistry 2】 (Chemical formula II) In chemical formula II, the dotted line indicates the bonded position. Ar １ is one or more substituents R ６ C selectively substituted with ６ -C ６０ It is Ariel, R ２ In each case, independently of one another, is hydrogen, deuterium, OPh, SPh, CF ３ , CN, F, Si(C １ -C ５ alkyl) ３ , Si(Ph) ３ , C １ -C ５ Alkyl, Here, one or more hydrogen atoms are selectively separated from each other into deuterium, CN, and CF. ３ Or it is replaced with F, C １ -C ５ Alkoxy, Here, one or more hydrogen atoms are selectively separated from each other into deuterium, CN, and CF. ３ Or it is replaced with F, C １ -C ５ Thioalkoxy, Here, one or more hydrogen atoms are selectively separated from each other into deuterium, CN, and CF. ３ Or it is replaced with F, C ２ -C ５ Alkenil, Here, one or more hydrogen atoms are selectively separated from each other into deuterium, CN, and CF. ３ Or it is replaced with F, C ２ -C ５ Alkinil, Here, one or more hydrogen atoms are selectively separated from each other into deuterium, CN, and CF. ３ Or it is replaced with F, C ６ -C １８ Ariel, Here, one or more hydrogen atoms are selectively and independently of each other, C １ -C ５ Alkyl, Ph, CN, CF ３ Or it is replaced with F, C ３ -C １７ Heteroaryl, Here, one or more hydrogen atoms are selectively and independently of each other, C １ -C ５ Alkyl, Ph, CN, CF ３ Or it is replaced with F, 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 Selected from the group consisting of aryls, R ６ In each case, hydrogen, deuterium, OPh, SPh, and CF are independent of each other. ３ ,CN,F,Si(C １ -C ５ Alkyl) ３ Si(Ph) ３ , C １ -C ５ Alkyl, Here, one or more hydrogen atoms are selectively separated from each other into deuterium, CN, and CF. ３ Or it is replaced with F, C １ -C ５ Alkoxy, Here, one or more hydrogen atoms are selectively separated from each other into deuterium, CN, and CF. ３ Or it is replaced with F, C １ -C ５ Thioalkoxy, Here, one or more hydrogen atoms are selectively separated from each other into deuterium, CN, and CF. ３ Or it is replaced with F, C ２ -C ５ Alkenil, Here, one or more hydrogen atoms are selectively separated from each other into deuterium, CN, and CF. ３ Or it is replaced with F, C ２ -C ５ Alkinil, Here, one or more hydrogen atoms are selectively separated from each other into deuterium, CN, and CF. ３ Or it is replaced with F, C 1 or greater １ -C ５ C selectively substituted with alkyl substituents ６ -C １８ Ariel, C 1 or greater １ -C ５ C selectively substituted with alkyl substituents ３ -C １７ Heteroaryl, 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 Selected from the group consisting of aryls, Here, one selected from the group consisting of T and V is R １ And the other one is R ２ That is the case.

2. Ar １ The organic molecule according to claim 1, wherein Ar is selected from the group consisting of the following: D, Me, ｉ Pr, ｔ Bu, CN, CF ３ , SiMe ３ , Si ｉ Pr ３ , NPh ２ Ph optionally substituted with one or more substituents independently selected from the group consisting of carbazolyl and Ph D, Me, ｉ Pr, ｔ Bu, CN, CF ３ SiMe ３ Si ｉ Pr ３ , NPh ２ Naphthyl, which is selectively substituted with one or more substituents independently selected from the group consisting of carbazolyl and Ph, and D, Me, ｉ Pr, ｔ Bu, CN, CF ３ SiMe ３ Si ｉ Pr ３ , NPh ２ An anthracenyl molecule selectively substituted with one or more substituents independently selected from the group consisting of carbazolyl and Ph.

3. Ar １ In each case, the organic molecule according to claim 1 or 2 is independently selected from the group consisting of the following: 【Transformation 3】 (Chemical formula IIa) 【change】 (Formula IIb) 【change】 (Chemical formula IIc) 【change】 (Formula IId) 【change】 (Chemical formula IIe) 【change】 (Chemical formula IIf) 【change】 (Chemical formula IIg) 【change】 (Chemical formula IIh) 【change】 (Chemical formula IIi) 【change】 (Chemical formula IIj) 【change】 (Chemical formula IIk) 【change】 (Chemical formula IIm) 【change】 (Chemical formula IIn) 【change】 (Chemical formula IIo) 【change】 (Formula IIp). 【change】

4. R １ The organic molecule according to claim 1 or 3, wherein the following is selected from the group: 【Chemistry 4】 (Chemical formula IIa-2) 【change】 (Chemical formula IIb-2) 【change】 (Chemical formula IIc-2) 【change】 (Chemical formula IId-2) 【change】 (Chemical formula IIe-2) 【change】 (Chemical formula IIf-2) 【change】 (Chemical formula IIg-2) 【change】 (Chemical formula IIh-2) 【change】 (Chemical formula IIi-2) 【change】 (Chemical formula IIj-2) 【change】 (Chemical formula IIk-2) 【change】 (Chemical formula IIm-2) 【change】 (Chemical formula IIn-2) 【change】 (Chemical formula IIo-2) 【change】 (Formula IIp-2).

5. R ２ In each case, OPh, SPh, and CF are independent of each other. ３ ,CN,F,Si(C １ -C ５ Alkyl) ３ Si(Ph) ３ , C １ -C ５ Alkyl, Here, one or more hydrogen atoms are selectively separated from each other into deuterium, CN, and CF. ３ Or it is replaced with F, C １ -C ５ Alkoxy, Here, one or more hydrogen atoms are selectively separated from each other into deuterium, CN, and CF. ３ Or it is replaced with F, C １ -C ５ Thioalkoxy, Here, one or more hydrogen atoms are selectively separated from each other into deuterium, CN, and CF. ３ Or it is replaced with F, C ２ -C ５ Alkenil, Here, one or more hydrogen atoms are selectively separated from each other into deuterium, CN, and CF. ３ Or it is replaced with F, C ２ -C ５ Alkinil, Here, one or more hydrogen atoms are selectively separated from each other into deuterium, CN, and CF. ３ Or it is replaced with F, C 1 or greater １ -C ５ C selectively substituted with alkyl substituents ６ -C １８ Ariel, C 1 or greater １ -C ５ C selectively substituted with alkyl substituents ３ -C １７ Heteroaryl, 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 An organic molecule according to any one of claims 1 to 4, selected from the group consisting of aryls.

6. R ２ The organic molecule according to any one of claims 1 to 5, wherein the following is selected from the group consisting of: Me, ｉ Pr, ｔ Bu, SiMe ３ SiPh ３ , and Me, ｉ Pr, ｔ A Ph molecule selectively substituted with one or more substituents independently selected from the group consisting of Bu and Ph.

7. R ２ The organic molecule according to any one of claims 1 to 6, wherein the organic molecule is selected from the group consisting of the following: ｉ Pr, and Ph molecules selectively substituted with one or more Ph substituents.

8. An organic molecule according to any one of claims 1 to 7, comprising the structure of the following chemical formula IIIa: 【Transformation 5】 (Formula IIIa).

9. An organic molecule according to any one of claims 1 to 7, comprising the structure of the following chemical formula IIIb: 【Transformation 6】 (Formula IIIb).

10. The application of the organic molecule described in any one of claims 1 to 9 as a light-emitting emitter in a photoelectronic device.

11. The aforementioned photoelectronic element is selected from the group consisting of the following, for the use described in claim 10: Organic light-emitting diode (OLED) • Light-emitting electrochemical cell OLED sensor Organic diodes ・Organic solar cells Organic transistors Organic field-effect transistor Organic laser - Downward conversion element.

12. Composition including the following: (a) an organic molecule according to any one of claims 1 to 9, in emitter form and / or host form. (b) an emitter substance and / or host substance different from the organic molecule, and (c) Selectively, dyes and / or solvents.

13. A photoelectronic element comprising an organic molecule according to any one of claims 1 to 9, or the composition according to claim 12, and having the form of an element selected from the group consisting of an organic light-emitting diode (OLED), a light-emitting electrochemical cell, an OLED sensor, an organic diode, an organic solar cell, an organic transistor, an organic field-effect transistor, an organic laser, and a downward conversion element.

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

15. A method for producing a photoelectronic device, comprising using an organic molecule according to any one of claims 1 to 9, or a composition according to claim 12, and including the step of processing the organic molecule from a solution by a vacuum evaporation method.

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