Heterocycles for organic electroluminescent devices

Abstract

The present invention relates to heterocycles that are suitable for use in electronic devices, and to electronic devices, in particular organic electroluminescent devices, containing said heterocycles.

Description

[0001] Heterocycles for organic electroluminescent devices. The present invention relates to heterocycles for use in electronic devices, in particular in organic electroluminescent devices, as well as to electronic devices, in particular organic electroluminescent devices, containing these materials. Electronic devices containing organic compounds are widely known and commercially available. These devices can, for example, each comprise one or more hole-injection layers, hole-transport layers, hole-blocking layers, electron-transport layers, electron-injection layers, exciton-blocking layers, electron-blocking layers, and / or charge-generation layers.In general, there is room for improvement regarding the properties of these devices, with the compounds used in the previously discussed layers having a particularly significant influence on the properties of the devices. Furthermore, phosphorescent organometallic complexes are often used as emitting materials in organic electroluminescent devices. For quantum mechanical reasons, up to four times the energy and power efficiency is possible using organometallic compounds as phosphorescence emitters. In general, there is still room for improvement in electroluminescent devices, especially in electroluminescent devices that exhibit triplet emission (phosphorescence). The properties of phosphorescent electroluminescent devices are not solely determined by the triplet emitters used.The other materials used, such as matrix materials, are also of particular importance here. Improvements to these materials can thus also lead to significant improvements in the properties of the electroluminescent devices. Similar statements also apply to organic electroluminescent devices based on fluorescent emitters or emitters that exhibit TADF (thermally activated delayed fluorescence). Heterocycles that can be used in organic electroluminescent devices are known from JP 2021-166280 A and CN 112300144 A. Compounds according to the present invention are not disclosed. In general, there is still room for improvement with these materials, for example for use as matrix materials, hole and / or electron transport materials, particularly with regard to efficiency and operating voltage, but also with regard to the lifetime of the device.The object of the present invention is therefore to provide compounds which are suitable for use in an organic electronic device, in particular in an organic electroluminescent device, and which lead to good device properties when used in this device, as well as to provide the corresponding electronic device. In particular, the object of the present invention is to provide compounds which lead to a long lifetime, good efficiency and low operating voltage. The properties of the matrix materials in particular have a significant influence on the lifetime and efficiency of the organic electroluminescent device. A further object of the present invention can be seen in providing compounds which are suitable for use in a phosphorescent or fluorescent electroluminescent device, in particular as a matrix material.In particular, it is an object of the present invention to provide matrix materials which are suitable for blue, green, yellow and red phosphorescent electroluminescent devices, in particular for blue phosphorescent electroluminescent devices. Furthermore, the compounds, in particular when used as matrix materials, as hole transport materials or as electron transport materials in organic electroluminescent devices, should lead to devices which have an excellent lifetime and efficiency. A further object can be seen in providing electronic devices with excellent performance as cost-effectively as possible and in consistent quality. Furthermore, the electronic devices should be able to be used or adapted for many purposes. In particular, the performance of the electronic devices should be maintained over a broad temperature range.Surprisingly, it has been found that certain compounds, described in more detail below, achieve this object, are well suited for use in electroluminescent devices, and lead to organic electroluminescent devices that exhibit very good properties, particularly with regard to lifetime, color purity, efficiency, and operating voltage. These compounds, as well as electronic devices, in particular organic electroluminescent devices containing such compounds, are therefore the subject of the present invention. The present invention relates to a compound comprising at least one structure of formula (I), preferably a compound according to formula (I).

[0002] where the following applies to the symbols: Z represents, identically or differently at each occurrence, Ar or R, preferably Ar; W 1 represents, in each occurrence, the same or different, a group - C(R a ) 2-(Y)n -C(R b )2-, for a group -C(R c )=C(R c )- or an ortho-linked aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which is substituted by one or more radicals R d can be substituted; W 2 represents, in each occurrence, the same or different, a group - C(R a ) 2-(Y) n -C(R b )2-, for a group -C(R c )=C(R c )- or an ortho-linked aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which is substituted by one or more radicals R d may be substituted; R is, identically or differently at each occurrence, H, D, OH, F, Cl, Br, I, CN, NO2, N(Ar)2, N(R e )2, C(=O)N(Ar)2, C(=O)N(R e )2, C(Ar)3, C(R e )3, Si(Ar)3, Si(R e )3, B(Ar)2, B(R e )2, C(=O)Ar, C(=O)R e , P(=O)(Ar)2, P(=O)(R e )2, P(Ar)2, P(Re )2, S(=O)Ar, S(=O)R e , S(=O)2Ar, S(=O)2R e , OSO2Ar, OSO2R e , a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 20 C atoms, wherein the alkyl, alkoxy, thioalkoxy, alkenyl or alkynyl group is each substituted with one or more radicals R e may be substituted, wherein one or more non-adjacent CH2 groups are represented by R e C=CR e , C≡C, Si(R e )2, C=O, C=S, C=Se, C=NR e , -C(=O)O-, -C(=O)NR e -, NR e , P(=O)(R e ), -O-, -S-, SO or SO2, or an aromatic or heteroaromatic ring system with 5 to 60 aromatic ring atoms, each of which is substituted by one or more radicals R emay be substituted, or an arylalkyl or heteroarylalkyl group having 5 to 60 aromatic ring atoms and 1 to 10 C atoms in the alkyl radical, which may be substituted by one or more radicals R e may be substituted; a radical R may be substituted with another group, preferably R a form a ring system; Ar is, identically or differently at each occurrence, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which is reacted with one or more radicals R e may be substituted, whereby two radicals Ar which bind to the same C-atom, Si-atom, N-atom, P-atom or B-atom may also be connected by a single bond or a bridge selected from B(R e ), C(R e )2, Si(R e )2, C=O, C=NR e , C=C(R e )2, O, S, S=O, SO2, N(R e ), P(R e ) and P(=O)R e , be bridged together; R a , R bis the same or different at each occurrence: OH, F, Cl, Br, I, CN, NO2, N(Ar')2, N(R 1 )2, C(=O)N(Ar')2, C(=O)N(R 1 )2, C(Ar')3, C(R 1 )3, Si(Ar')3, Si(R 1 )3, B(Ar')2, B(R 1 )2, C(=O)Ar', C(=O)R 1 , P(=O)(Ar')2, P(=O)(R 1 )2, P(Ar')2, P(R 1 )2, S(=O)Ar', S(=O)R 1 , S(=O)2Ar', S(=O)2R 1 , OSO2Ar', OSO2R 1 , a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 20 C atoms, wherein the alkyl, alkoxy, thioalkoxy, alkenyl or alkynyl group is each substituted with one or more radicals R 1 may be substituted, wherein one or more non-adjacent CH2 groups are substituted by R 1 C=CR 1 , C≡C, Si(R 1 )2, C=O, C=S, C=Se, C=NR 1 , -C(=O)O-, -C(=O)NR 1 -, NR1 , P(=O)(R 1 ), -O-, -S-, SO or SO2, or an aromatic or heteroaromatic ring system with 5 to 60 aromatic ring atoms, each of which is substituted by one or more radicals R 1 may be substituted, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R 1 can be substituted; two radicals R a , R b also with each other or with another group, preferably R, form a ring system; n is 0 or 1, where for n = 0 the group Y is omitted and the two groups -C(R a )2- and -C(R b )2- are directly connected to each other; Y is the same or different at each occurrence C(R c )2, C(R c )2-C(R c )2, C(R c )=C(R c ); R c , R d , R e is, at each occurrence, the same or different: H, D, OH, F, Cl, Br, I, CN, NO2, N(Ar')2, N(R 1)2, C(=O)N(Ar')2, C(=O)N(R 1 )2, C(Ar')3, C(R 1 )3, Si(Ar')3, Si(R 1 )3, Ge(Ar')3, Ge(R 1 )3, B(Ar')2, B(R 1 )2, C(=O)Ar', C(=O)R 1 , P(=O)(Ar')2, P(=O)(R 1 )2, P(Ar')2, P(R 1 )2, S(=O)Ar', S(=O)R 1 , S(=O)2Ar', S(=O)2R 1 , OSO2Ar', OSO2R 1 , a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 20 C atoms, wherein the alkyl, alkoxy, thioalkoxy, alkenyl or alkynyl group is each substituted by one or more radicals R 1 may be substituted, wherein one or more non-adjacent CH2 groups are represented by R 1 C=CR 1 , C≡C, Si(R 1 )2, Ge(R 1 )2, C=O, C=S, C=Se, C=NR 1 , -C(=O)O-, -C(=O)NR 1 -, NR 1 , P(=O)(R 1), -O-, -S-, SO or SO2, or an aromatic or heteroaromatic ring system with 5 to 60 aromatic ring atoms, each of which is substituted by one or more radicals R 1 may be substituted, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R 1 can be substituted; two radicals R c , R d , R e also with each other or another group, preferably R a form a ring system; Ar' is at each occurrence, identically or differently, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which is reacted with one or more radicals R 1 may be substituted, whereby two radicals Ar' which bind to the same C-atom, Si-atom, N-atom, P-atom or B-atom may also be connected by a single bond or a bridge selected from B(R 1 ), C(R 1 )2, Si(R 1 )2, C=O, C=NR1 , C=C(R 1 )2, O, S, S=O, SO2, N(R 1 ), P(R 1 ) and P(=O)R 1 , be bridged together; R 1 is, at each occurrence, the same or different: H, D, F, Cl, Br, I, CN, NO2, N(Ar'')2, N(R 2 )2, C(=O)Ar'', C(=O)R 2 , P(=O)(Ar'')2, P(Ar'')2, B(Ar'')2, B(R 2 )2, C(Ar'')3, C(R 2 )3, Si(Ar'')3, Si(R 2 )3, Ge(Ar'')3, Ge(R 2 )3, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 C atoms or an alkenyl group having 2 to 40 C atoms, each of which is substituted by one or more radicals R 2 may be substituted, with one or more non-adjacent CH2 groups being replaced by -R 2 C=CR 2 -, -C≡C-, Si(R 2 )2, Ge(R 2 )2, C=O, C=S, C=Se, C=NR 2 , -C(=O)O-, -C(=O)NR 2 -, NR 2 , P(=O)(R 2), -O-, -S-, SO or SO2 and where one or more H atoms can be replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system with 5 to 60 aromatic ring atoms, each substituted by one or more radicals R 2 may be substituted, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R 2 may be substituted, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms which may be substituted with one or more radicals R 2 may be substituted, or a combination of these systems; two or more, preferably adjacent, radicals R 1 form a ring system, whereby one or more residues R 1form a ring system with another part of the compound; Ar'' is at each occurrence, identically or differently, an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which with one or more radicals R 2 may be substituted, whereby two radicals Ar'' which bind to the same C-atom, Si-atom, N-atom, P-atom or B-atom may also be connected by a single bond or a bridge selected from B(R 2 ), C(R 2 )2, Si(R 2 )2, C=O, C=NR 2 , C=C(R 2 )2, O, S, S=O, SO2, N(R 2 ), P(R 2 ) and P(=O)R 2 , be bridged together; R 2is selected, identically or differently at each occurrence, from the group consisting of H, D, F, CN, an aliphatic hydrocarbon radical having 1 to 20 C atoms or an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, in which one or more H atoms may be replaced by D, F, Cl, Br, I or CN and which may be substituted by one or more alkyl groups each having 1 to 4 carbon atoms, where two or more, preferably adjacent, substituents R 2 form a ring system; which is characterized in that at least one of the groups W 1 , W 2 for a group -C(R a ) 2-(Y) n -C(R b )2-. Preferably, it can be provided that the radical R is selected at each occurrence, identically or differently, from H, D, C(Ar)3, C(R e )3, Si(Ar)3, Si(R e )3, B(Ar)2, B(R e )2, C(=O)Ar, C(=O)R e, P(=O)(Ar)2, P(=O)(R e )2, P(Ar)2, P(R e )2, S(=O)Ar, S(=O)R e , S(=O)2Ar, S(=O)2R e , OSO2Ar, OSO2R e , a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 20 C atoms, wherein the alkyl, alkoxy, thioalkoxy, alkenyl or alkynyl group is each substituted with one or more radicals R e may be substituted, wherein one or more non-adjacent CH2 groups are represented by R e C=CR e , C≡C, Si(R e )2, C=O, C=S, C=Se, C=NR e , -C(=O)O-, -C(=O)NR e -, NR e , P(=O)(R e ), -O-, -S-, SO or SO2, or an aromatic or heteroaromatic ring system with 5 to 60 aromatic ring atoms, each of which is substituted by one or more radicals R emay be substituted, or an arylalkyl or heteroarylalkyl group having 5 to 60 aromatic ring atoms and 1 to 10 C atoms in the alkyl radical, which may be substituted by one or more radicals R e may be substituted; a radical R may be substituted with another group, preferably R a form a ring system. Compounds where R is selected from H, D, OH, F, Cl, Br, I, CN, NO2, N(Ar)2, N(R e )2, C(=O)N(Ar)2, C(=O)N(R e)2 are particularly suitable as intermediates for the preparation of preferred compounds according to the invention. An aryl group within the meaning of this invention contains 6 to 40 C atoms; a heteroaryl group within the meaning of this invention contains 3 to 40 C atoms and at least one heteroatom, with the proviso that the sum of C atoms and heteroatoms is at least 5. The heteroatoms are preferably selected from N, O and / or S. An aryl group or heteroaryl group is understood to be either a simple aromatic cycle, i.e. benzene, or a simple heteroaromatic cycle, for example pyridine, pyrimidine, thiophene, etc., or a condensed (fused) aryl or heteroaryl group, for example naphthalene, anthracene, phenanthrene, quinoline, isoquinoline, etc. Aromatics linked to one another by a single bond, such as biphenyl, are not, however, referred to as aryl or heteroaryl groups.but referred to as an aromatic ring system. An electron-deficient heteroaryl group within the meaning of the present invention is a heteroaryl group which has at least one heteroaromatic six-membered ring with at least one nitrogen atom. Further aromatic or heteroaromatic five-membered rings or six-membered rings can be fused to this six-membered ring. Examples of electron-deficient heteroaryl groups are pyridine, pyrimidine, pyrazine, pyridazine, triazine, quinoline, quinazoline, or quinoxaline. An aromatic ring system within the meaning of this invention contains 6 to 60 C atoms in the ring system. A heteroaromatic ring system within the meaning of this invention contains 3 to 60 C atoms and at least one heteroatom in the ring system, with the proviso that the sum of C atoms and heteroatoms is at least 5. The heteroatoms are preferably selected from N,O and / or S. An aromatic or heteroaromatic ring system within the meaning of this invention is understood to mean a system that does not necessarily contain only aryl or heteroaryl groups, but in which several aryl or heteroaryl groups can also be connected by a non-aromatic unit, such as a C, N, or O atom. Thus, for example, systems such as fluorene, 9,9'-spirobifluorene, 9,9-diarylfluorene, triarylamine, diaryl ether, stilbene, etc. are also understood to be aromatic ring systems within the meaning of this invention, as are systems in which two or more aryl groups are connected, for example, by a short alkyl group. The aromatic ring system is preferably selected from fluorene, 9,9'-spirobifluorene, 9,9-diarylamine, or groups,in which two or more aryl and / or heteroaryl groups are linked together by single bonds. In the context of the present invention, an aliphatic hydrocarbon radical or an alkyl group or an alkenyl or alkynyl group which may contain 1 to 20 C atoms and in which individual H atoms or CH2 groups may be substituted by the above-mentioned groups, preferably the radicals methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, s-butyl, t-butyl, 2-methylbutyl, n-pentyl, s-pentyl, neo-pentyl, cyclopentyl, n-hexyl, neo-hexyl, cyclohexyl, n-heptyl, cycloheptyl, n-octyl, cyclooctyl, 2-ethylhexyl, trifluoromethyl, pentafluoroethyl, 2,2,2-trifluoroethyl, ethenyl, propenyl, butenyl, pentenyl, Cyclopentenyl, hexenyl, cyclohexenyl, heptenyl, cycloheptenyl, octenyl, cyclooctenyl, ethynyl, propynyl, butynyl, pentynyl, hexynyl, heptynyl or octynyl. An alkoxy group with 1 to 40 carbon atoms is preferably methoxy,Trifluormethoxy, Ethoxy, n-Propoxy, i-Propoxy, n-Butoxy, i-Butoxy, s-Butoxy, t-Butoxy, n-Pentoxy, s-Pentoxy, 2-Methylbutoxy, n- Hexoxy, Cyclohexyloxy, n-Heptoxy, Cycloheptyloxy, n-Octyloxy, Cyclo- octyloxy, 2-Ethylhexyloxy, Pentafluorethoxy und 2,2,2-Trifluorethoxy ver- standen. Unter einer Thioalkylgruppe mit 1 bis 40 C-Atomen werden ins- besondere Methylthio, Ethylthio, n-Propylthio, i-Propylthio, n-Butylthio, i-Butylthio, s-Butylthio, t-Butylthio, n-Pentylthio, s-Pentylthio, n-Hexylthio, Cyclohexylthio, n-Heptylthio, Cycloheptylthio, n-Octylthio, Cyclooctylthio, 2-Ethylhexylthio, Trifluormethylthio, Pentafluorethylthio, 2,2,2-Trifluorethyl- thio, Ethenylthio, Propenylthio, Butenylthio, Pentenylthio, Cyclopentenyl- thio, Hexenylthio, Cyclohexenylthio, Heptenylthio, Cycloheptenylthio, Octenylthio, Cyclooctenylthio, Ethinylthio, Propinylthio, Butinylthio, Pentinylthio, Hexinylthio, Heptinylthio oder Octinylthio verstanden. Allge- mein können Alkyl-,Alkoxy or thioalkyl groups according to the present invention may be straight-chain, branched, or cyclic, where one or more non-adjacent CH2 groups may be replaced by the above-mentioned groups; furthermore, one or more H atoms may also be replaced by D, F, Cl, Br, I, CN, or NO2, preferably F, Cl, or CN, more preferably F or CN, particularly preferably CN. An aromatic or heteroaromatic ring system with 5 - 60 or 5 to 40 aromatic ring atoms, which may also be substituted with the above-mentioned radicals and which may be linked to the aromatic or heteroaromatic ring via any positions, is understood to mean in particular groups derived from benzene, naphthalene, anthracene, benzanthracene, phenanthrene, pyrene, chrysene, perylene, fluoranthene, naphthacene, pentacene, benzopyrene, biphenyl, biphenylene, terphenyl, triphenylene, fluorene, spirobifluorene, dihydrophenanthrene, dihydropyrene, tetrahydropyrene,cis- oder trans-Indeno- fluoren, cis- oder trans-Indenocarbazol, cis- oder trans-Indolocarbazol, Truxen, Isotruxen, Spirotruxen, Spiroisotruxen, Furan, Benzofuran, Iso- benzofuran, Dibenzofuran, Thiophen, Benzothiophen, Isobenzothiophen, Dibenzothiophen, Pyrrol, Indol, Isoindol, Carbazol, Pyridin, Chinolin, Iso- chinolin, Acridin, Phenanthridin, Benzo-5,6-chinolin, Benzo-6,7-chinolin, Benzo-7,8-chinolin, Phenothiazin, Phenoxazin, Pyrazol, Indazol, Imidazol, Benzimidazol, Naphthimidazol, Phenanthrimidazol, Pyridimidazol, Pyrazin- imidazol, Chinoxalinimidazol, Oxazol, Benzoxazol, Naphthoxazol, Anthroxazol, Phenanthroxazol, Isoxazol, 1,2-Thiazol, 1,3-Thiazol, Benzo- thiazol, Pyridazin, Hexaazatriphenylen, Benzopyridazin, Pyrimidin, Benz- pyrimidin, Chinoxalin, 1,5-Diazaanthracen, 2,7-Diazapyren, 2,3-Diaza- pyren, 1,6-Diazapyren, 1,8-Diazapyren, 4,5-Diazapyren, 4,5,9,10-Tetra- azaperylen, Pyrazin, Phenazin, Phenoxazin, Phenothiazin, Fluorubin, Naphthyridin, Azacarbazol, Benzocarbolin,Phenanthroline, 1,2,3-triazole, 1,2,4-triazole, benzotriazole, 1,2,3-oxadiazole, 1,2,4-oxadiazole, 1,2,5-oxadiazole, 1,3,4-oxadiazole, 1,2,3-thiadiazole, 1,2,4-thiadiazole, 1,2,5-thiadiazole azole, 1,3,4-thiadiazole, 1,3,5-triazine, 1,2,4-triazine, 1,2,3-triazine, tetrazole, 1,2,4,5-tetrazine, 1,2,3,4-tetrazine, 1,2,3,5-tetrazine, purine, pteridine, indolizine and benzothiadiazole or groups derived from Combinations of these systems. For the purposes of this description, the phrase "two or more residues can form a ring" is understood to mean, among other things, that the two residues are linked by a chemical bond with the formal elimination of two hydrogen atoms. This is illustrated by the following scheme. Furthermore, the above formulation should also be understood to mean that if one of the two residues represents hydrogen, the second residue binds to the position to which the hydrogen atom was bonded, forming a ring. This is illustrated by the following scheme: In a preferred embodiment, the compounds according to the invention can preferably comprise at least one structure of the formulas (I-1) to (I-18), and are particularly preferably selected from the compounds of the formulas (I-1) to (I-18), where the symbols Z, R a , R b and R c have the meanings given above, in particular for formula (I), V represents B(R d ), C(R d )2, Si(R d )2, N(R d ), O, S, preferably for C(R d )2, Si(R d )2, N(R d ), O and X is N or C(R d ), preferably for C(Rd ), where R d has the meaning given above, in particular for formula (I). Structures / compounds of the formulas (I-1) to (I-4) are preferred, and structures / compounds of the formulas (I-1) to (I-3) are particularly preferred, and structures / compounds of the formula (I-1) are very particularly preferred. The group Z preferably represents Ar, with preferred embodiments of the group Ar being explained below in connection with the group Ar, which may be part of the radical Z. Preferably, the radical Ar or R represents an aromatic or heteroaromatic ring system having 5 to 18, preferably 5 to 13, particularly preferably 6 to 13 aromatic ring atoms, which can be substituted by one or more radicals R emay be substituted. Furthermore, it can be provided that the group Ar is selected, identically or differently on each occurrence, from phenyl, biphenyl, terphenyl, quaterphenyl, fluorene, spirobifluorene, naphthalene, indole, benzofuran, benzothiophene, carbazole, dibenzofuran, dibenzothiophene, indenocarbazole, indolocarbazole, pyridine, pyrimidine, pyrazine, pyridazine, triazine, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene or triphenylene, which are each substituted with one or more radicals R e may be substituted, preferably phenyl, biphenyl, fluorene, dibenzofuran, triphenylene, carbazole, indolocarbazole. The group Ar may preferably represent a phenyl group which is substituted by at least one radical R e is substituted, wherein the substituent is in the ortho-, meta-, or para-position relative to the bonding site to the nitrogen atom. For example, in the case where the radical R eis a phenyl group, an ortho-, meta-, para-biphenyl group can be formed. In the case that the group Ar represents a triazine group, it can preferably be provided that the triazine group contains two radicals R e which are not equal to H or D, where the two radicals R e preferably an aromatic or heteroaromatic ring system having 5 to 60, preferably 6 to 30 aromatic ring atoms, each represented by one or more radicals R 1 may be substituted. Furthermore, the group Ar may preferably represent a phenyl group which may be substituted with at least one radical R eis substituted, wherein the substituent together with the phenyl group represented by the group Ar forms a fluorene residue which can be linked via the 1-, 2-, 3- or 4-position, a spirobifluorene residue which can be linked via the 1-, 2-, 3- or 4-position, an indole residue, a benzofuran residue, a benzothiophene residue, a carbazole residue which can be linked via the 1-, 2-, 3- or 4-position, a dibenzofuran residue which can be linked via the 1-, 2-, 3- or 4-position, a dibenzothiophene residue which can be linked via the 1-, 2-, 3- or 4-position, an indenocarbazole residue or an indolocarbazole residue. In a further embodiment, it can be provided that the structure / compound according to the present invention comprises at least one electron transport group and / or an electron-withdrawing radical, preferably a triazine group and / or a phosphine oxide radical.Electron-transport groups are widely known in the art and promote the ability of compounds to transport and / or conduct electrons. Examples of electron-transport groups are pyridine, pyrimidine, pyrazine, pyridazine, triazine, quinazoline, quinoxaline, quinoline, isoquinoline, imidazole, and / or benzimidazole groups, with triazine groups being particularly preferred. Electron-withdrawing groups include, in particular, S(=O)2Ar' and S(=O)2R. e , B(R e ), B(Ar'), P(R e )O, P(Ar')O, which may be present, for example, as a substituent of the groups Ar or R. Furthermore, these electron-withdrawing residues may also be present as a substituent R a , R b , R c , R d , R e be contained in the structure / compound according to formula (I) and / or formulas (I-1) to (I-18), for example as substituents B(Ar')2, B(R 1 )2, P(=O)(Ar')2, P(=O)(R 1 )2, S(=O)2Ar', S(=O)2R 1. Furthermore, electron-withdrawing residues also include, for example, C=O groups or CN residues, which can be included as substituents in the structures, for example as substituents C(=O)Ar, C(=O)Ar', C(=O)R e , C(=O)R e or C(=O)R 1In a further embodiment, the structure / compound according to the present invention can contain at least one hole-transport group. Hole-transport groups are also known in the art, and these preferably comprise triarylamine or carbazole groups. The present compounds are particularly suitable as host material for emitters, preferably as host material for singlet, triplet, and TADF emitters, electron-transport material, electron-injection material, hole-conductor material, hole-injection material, electron-blocking material, or hole-blocking material in an electronic device. The specific properties of the compounds depend on the type and number of the respective functional groups.Compounds that comprise one, two or more electron transport groups and / or electron-withdrawing residues, but no hole transport group, are particularly suitable as host material, electron transport material, electron injection material, and / or hole blocking material. Compounds that comprise one, two or more hole transport groups, but no electron transport group and / or electron-withdrawing residues, are particularly suitable as host material, hole conductor material, hole injection material, and / or electron blocking material. Compounds that comprise one, two or more hole transport groups and one, two or more electron transport groups and / or electron-withdrawing residues are particularly suitable as host material. Furthermore, it can be provided that at least one of the residues R, R c , R d , R e is / are not equal to H, preferably not equal to H, D, OH, NO2, F, Cl, Br, I. Furthermore, it can be provided that none of the radicals R, R a , Rb , R c , R d , R e is OH, NO2, F, Cl, Br, I. In a further preferred embodiment, it can be provided that the compounds according to the invention comprise a structure of the formulas (II-1) to (II-8), wherein the compounds according to the invention can particularly preferably be selected from the compounds of the formulas (II-1) to (II-8),

[0003] where the symbols R a , R b , R c and R d have the meanings given above, in particular for formula (I) and the following applies to the other symbols: Y e stands for B(R e ), C(R e )2, Si(R e )2, Ge(R e )2, C=O, C=NR e , C=C(R e )2, O, S, S=O, SO2, N(R e ), P(R e ) or P(=O)R e , preferably for N(R e ), O, S, B(R e ), C(R e )2or Si(Re )2, particularly preferably for N(R e ), O or S, where R e has the meaning given above, in particular for formula (I), or, in the case that a group binds to the structure, for B, C(R e )-, Si(R e )-; X e stands for N, CR, the same or different at each occurrence e or C, in case a group binds to the structure, preferably for CR e or C, provided that no more than three of the groups X e in a cycle for N, where R e has the meaning given above, in particular for formula (I); m is 0, 1, 2, 3 or 4, preferably 0, 1 or 2. Structures / compounds of the formulas (II-1), (II-2), (II-3), (II-5), (II-6) and (II-7) are preferred, and structures / compounds of the formulas (II-1) and (II-5) are particularly preferred. In formulas (II-1) to (II-8), it can be provided that X erepresents C if a group binds to the respective structure. This group is in particular the one shown in formulas (II-5) to (II-8), with a radical Y e This ring structure can be linked here via a residue X e or via Y e bind, where in the latter case Y e for B, C(R e )-, Si(R e )-. In one embodiment, it can be provided that in structures / compounds of the formulas (II-1) to (II-8) at most three, preferably two groups X e per ring for N, preferably all X e for CR e preferably at least one, particularly preferably at least two of the groups X e per ring are selected from CH and CD. Furthermore, it can be provided that at least one, preferably at least two and particularly preferably three groups X eper ring represent N, wherein these groups are preferably not adjacent. These structures / compounds preferably comprise electron transport groups and are therefore particularly suitable as electron transport materials and / or matrix materials. In a further preferred embodiment, it can be provided that the compounds according to the invention comprise a structure of the formulas (III-1) to (III-32), wherein the compounds according to the invention can particularly preferably be selected from the compounds of the formulas (III-1) to (III-32),

[0004] where the symbols R a , R b , R c , R d and R e have the meanings given above, in particular for formula (I) and the following applies to the other symbols: Y e stands for B(R e ), C(R e )2, Si(R e )2, Ge(Re )2, C=O, C=NR e , C=C(R e )2, O, S, S=O, SO2, N(R e ), P(R e ) or P(=O)R e , preferably for N(R e ), O, S, B(R e ), C(R e )2or Si(R e )2, particularly preferably for N(R e), O or S; j is 0, 1 or 2; n is 0, 1, 2 or 3, preferably 0, 1 or 2; m is 0, 1, 2, 3 or 4, preferably 0, 1 or 2; l is 0, 1, 2, 3, 4 or 5, preferably 0, 1 or 2. Structures / compounds of the formulas (III-1), (III-2), (III-5), (III-7), (III-9), (III-10), (III-13), (III-15), (III-21), (III-23), (III-25) are preferred, structures / compounds of the formulas (III-1), (III-2), (III-5), (III-9), (III-10) are particularly preferred and structures / compounds of the formulas (III-1), (III-2), (III-9) are very particularly preferred. The sum of the indices j, m, n and l in structures / compounds of the formulas (III-1) to (III-32) is preferably at most 6, particularly preferably at most 4 and particularly preferably at most 2. If two radicals, which can in particular be selected from R, R a , R b , R c , R d , R e , R 1 and / or R 2, together form a ring system, this can be mono- or polycyclic, aliphatic, heteroaliphatic, aromatic or heteroaromatic. The radicals that together form a ring system can be adjacent, ie these radicals are bonded to the same carbon atom or to carbon atoms that are directly bonded to one another, or they can be further apart. In a preferred development of the present invention, it can be provided that at least two, preferably adjacent radicals R a , R b , R c , R d , R e with the other groups to which the two residues R a , R b , R c , R d , R ebind, form a condensed ring. In a preferred embodiment, it can be provided that ring structures are formed which are described in the document WO 2022 / 079068 A1, filed on October 13, 2021 with the European Patent Office under application number PCT / EP2021 / 078240, wherein for disclosure purposes, the description of the condensed ring structures set out in these documents, which are described by the ring elements of the formulas (RA-1) to (RA-12), (RA-1a) to (RA-4f) and / or (RB) on pages 37 to 40 of the document WO 2022 / 079068 A1, is incorporated into the present application by reference hereto. The ring structures set out above and detailed in the document WO 2022 / 079068 A1, which preferably comprise the ring elements of the formulas (RA-1) to (RA-12) and (RA-1a) to (RA-4f), lead in particular to structures / compounds according to the invention which have a surprisingly low refractive index.Furthermore, it can be provided that the substituents R, R. a , R b , R c , R d , R e , R 1 and R 2 according to the above formulas with the ring atoms of the ring system to which the substituents R, R a , R b , R c , R d , R e , R 1 and R 2 bind, do not form a fused aromatic or heteroaromatic ring system, particularly preferably no ring system. This includes the formation of a fused aromatic or heteroaromatic ring system with possible substituents R 2 which are attached to the substituents R a , R b , R c , R d , R e and R 1 Furthermore, it can be provided that at least one radical R c , R d , R eis selected, identically or differently on each occurrence, from the group consisting of H, D, a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 20 C atoms or an aromatic or heteroaromatic ring system selected from the groups of the following formulas Ar-1 to Ar-76, or the radical R c , R d , R e is selected, identically or differently on each occurrence, from the group consisting of H, D or an aromatic or heteroaromatic ring system selected from the groups of the following formulas Ar-1 to Ar-76, and / or the group Ar' is selected, identically or differently on each occurrence, from the groups of the following formulas Ar-1 to Ar-76,

[0005] 

[0006] where R 1has the meanings given above, the dashed bond represents the bond to the corresponding group and furthermore: Ar 1 is at each occurrence, identically or differently, a bivalent aromatic or heteroaromatic ring system having 6 to 18 aromatic ring atoms, each of which is substituted by one or more radicals R 1 can be substituted; A is the same or different at each occurrence C(R 1 )2, NR 1 , O or S; p is 0 or 1, where p = 0 means that the group Ar 1 is not present and that the corresponding aromatic or heteroaromatic group is directly bonded to the corresponding residue; q is 0 or 1, where q = 0 means that no group A is bonded to this position and that the corresponding carbon atoms are bonded instead to residues R 1are bonded. Structures of the formulas (Ar-1), (Ar-2), (Ar-3), (Ar-12), (Ar-13), (Ar-14), (Ar-15), (Ar-16), (Ar-40), (Ar-41), (Ar-42), (Ar-43), (Ar-44), (Ar-45), (Ar-46), (Ar-69), (Ar-70), (Ar-76) are preferred, and structures of the formulas (Ar-1), (Ar-2), (Ar-3), (Ar-12), (Ar-13), (Ar-14), (Ar-15), (Ar-16) are particularly preferred. If the above-mentioned groups for structures of the formulas (Ar-1) to (Ar-76) have several groups A, all combinations from the definition of A are possible. Preferred embodiments are then those in which a group A represents NR 1 and the other group A for C(R 1 )2 or in which both groups A for NR 1 or in which both groups A stand for O. If A stands for NR 1 the substituent R 1which is bonded to the nitrogen atom, preferably represents an aromatic or heteroaromatic ring system having 5 to 24 aromatic ring atoms, which can also be substituted by one or more radicals R 2 In a particularly preferred embodiment, this substituent R 1 identical or different on each occurrence for an aromatic or heteroaromatic ring system having 6 to 24 aromatic ring atoms, in particular having 6 to 18 aromatic ring atoms, which has no condensed aryl groups and which has no condensed heteroaryl groups in which two or more aromatic or heteroaromatic 6-ring groups are directly fused to one another, and which in each case also by one or more radicals R 2may be substituted. Phenyl, biphenyl, terphenyl and quaterphenyl are preferred. Triazine, pyrimidine and quinazoline are also preferred, as listed above for Ar-47 to Ar-50, Ar-57 and Ar-58, where these structures are substituted by R 1 by one or more residues R 2 can be substituted. If A is substituted for C(R 1 )2, the substituents R 1 which are bonded to this carbon atom, preferably identically or differently on each occurrence, represent a linear alkyl group having 1 to 10 C atoms or a branched or cyclic alkyl group having 3 to 10 C atoms or an aromatic or heteroaromatic ring system having 5 to 24 aromatic ring atoms, which can also be substituted by one or more radicals R 2 R is particularly preferably 1 represents a methyl group or a phenyl group. The radicals R 1also form a ring system with each other, resulting in a spiro system. Preferred residues R c , R d and R e In a preferred embodiment of the invention, R c , R d and R e identically or differently at each occurrence selected from the group consisting of H, D, F, CN, NO2, Si(R 1 )3, B(OR 1 )2, a straight-chain alkyl group having 1 to 20 C atoms or a branched or cyclic alkyl group having 3 to 20 C atoms, wherein the alkyl group is in each case substituted with one or more radicals R 1 may be substituted, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, preferably having 5 to 40 aromatic ring atoms, each substituted by one or more radicals R 1 In a further preferred embodiment of the invention, radical R c , R d and R eidentically or differently on each occurrence selected from the group consisting of H, D, F, a straight-chain alkyl group having 1 to 20 C atoms or a branched or cyclic alkyl group having 3 to 20 C atoms, where the alkyl group is in each case substituted with one or more radicals R 1 may be substituted, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, preferably having 5 to 40 aromatic ring atoms, each substituted by one or more radicals R 1 may be substituted. Furthermore, it can be provided that at least one radical R c , R d and R e , preferably a substituent R c , R d and R e is selected, identically or differently at each occurrence, from the group consisting of H, D, an aromatic or heteroaromatic ring system having 6 to 30 aromatic ring atoms, which is reacted with one or more radicals R 1may be substituted, or a group N(Ar')2, particularly preferably at least one substituent R c , R d and R e is selected, identically or differently on each occurrence, from the group consisting of an aromatic or heteroaromatic ring system having 6 to 30 aromatic ring atoms, which is substituted with one or more radicals R 1 In a further preferred embodiment of the invention, the substituents R c , R d and R e either a condensed ring or the residue R c , R d and R e is selected, identically or differently at each occurrence, from the group consisting of H, D, an aromatic or heteroaromatic ring system having 6 to 30 aromatic ring atoms, which is reacted with one or more radicals R 1 may be substituted, or a group N(Ar')2. Particularly preferred is the radical R c , R d and Re , preferably the substituent R c , R d and R e identically or differently on each occurrence selected from the group consisting of H or an aromatic or heteroaromatic ring system having 6 to 24 aromatic ring atoms, preferably having 6 to 18 aromatic ring atoms, particularly preferably having 6 to 13 aromatic ring atoms, each of which is substituted with one or more radicals R 1 may be substituted. Furthermore, it can be provided that at least one of the radicals R c , R d and R e is selected from a structure of the following formula (Het-I) where the dashed bond represents the bond to the corresponding group and the symbols also apply: W 3 , W 4 represents, at each occurrence, the same or different, a group -C(R 3 ) 2-(Y 1 )nC(R 3 )2-, for a group -C(R 1 )=C(R 1)- or an ortho-linked aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which is substituted by one or more radicals R 1 can be substituted, R 1 has the meaning given above, in particular for formula (I); Y 1 is chosen the same or different at each occurrence from C(R 1 )2, C(R 1 )2-C(R 1 )2, C(R 1 )=C(R 1 ), where R 1 has the meaning given above, in particular for formula (I); and R 3 is, at each occurrence, the same or different: H, D, F, Cl, Br, I, CN, NO2, N(Ar'')2, N(R 2 )2, C(=O)Ar'', C(=O)R 2 , P(=O)(Ar'')2, P(Ar'')2, B(Ar'')2, B(R 2 )2, C(Ar'')3, C(R 2 )3, Si(Ar'')3, Si(R 2 )3, Ge(Ar'')3, Ge(R 2)3, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 C atoms or an alkenyl group having 2 to 40 C atoms, each of which is substituted by one or more radicals R 2 may be substituted, with one or more non-adjacent CH2 groups being replaced by -R 2 C=CR 2 -, -C≡C-, Si(R 2 )2, Ge(R 2 )2, C=O, C=S, C=Se, C=NR 2 , -C(=O)O-, -C(=O)NR 2 -, NR 2 , P(=O)(R 2 ), -O-, -S-, SO or SO2 and where one or more H atoms can be replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system with 5 to 60 aromatic ring atoms, each substituted by one or more radicals R 2 may be substituted, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R 2may be substituted, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms which may be substituted with one or more radicals R 2 may be substituted, or a combination of these systems; two or more, preferably adjacent, radicals R 3 form a ring system, whereby one or more residues R 3 form a ring system with another part of the compound, where R 2 has the meaning given above, in particular for formula (I). Preferably, at least one of the groups W 3 , W 4 for a group -C(R 3 ) 2-(Y 1 )nC(R 3 )2-. In a preferred embodiment, it can be provided that at least one of the radicals R c , R d and R e , preferably at least one of the radicals R d and R e , particularly preferably at least one of the radicals R eis selected from a structure of the following formulas (Het-II) to (Het-XIX)

[0007] Formula (Het-XVI) Formula (Het-XVII) Formula (Het-XVIII) Formula (Het-XIX) where the symbols R 1 and R 3 have the meanings given above, in particular for formula (I) or (Het-I), V 1 for B(R 1 ), C(R 1 )2, Si(R 1 )2, N(R 1 ), O, S, preferably for C(R 1 )2, Si(R 1 )2, N(R 1 ), O stands and X 1 for N or C(R 1 ), preferably for C(R 1 ). Structures of the formulas (Het-II) to (Het-V) are preferred, and structures of the formula (Het-XIX) are particularly preferred, and structures of the formula (Het-II) are very particularly preferred. Preferably, it can be provided that the radical R 3 is chosen at each occurrence, the same or different, from B(Ar'')2, B(R 2 )2, C(Ar'')3, C(R 2)3, Si(Ar'')3, Si(R 2 )3, Ge(Ar'')3, Ge(R 2 )3, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 C atoms or an alkenyl group having 2 to 40 C atoms, each of which is substituted by one or more radicals R 2 may be substituted, with one or more non-adjacent CH2 groups being replaced by -R 2 C=CR 2 -, -C≡C-, Si(R 2 )2, Ge(R 2 )2, C=O, C=S, C=Se, C=NR 2 , -C(=O)O-, -C(=O)NR 2 -, NR 2 , P(=O)(R 2 ), -O-, -S-, SO or SO2 and where one or more H atoms can be replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system with 5 to 60 aromatic ring atoms, each substituted by one or more radicals R 2may be substituted, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R 2 may be substituted, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms which may be substituted with one or more radicals R 2 may be substituted, or a combination of these systems; two or more, preferably adjacent, radicals R 3 form a ring system, whereby one or more residues R 3 form a ring system with another part of the compound, where R 2 has the meaning given above, in particular for formula (I). Further preferences for the groups shown in the structures of the formulas (Het-I) to (Het-XIX) emerge from the description of the compounds according to the invention, where the radicals W shown in formulas (I) and (I-1) to (I-18) 1 , W 2 , X, V, R a , R b , Rc , R d and R e correspondingly by residues W 3 , W 4 , X 1 , V 1 , R 1 and R 3 are to be replaced. Especially preferred groups arise accordingly from the structures / compounds of the formulas (II-1) to (II-8) or (III-1) to (III-32), where here the groups X e and Y e are to be adjusted accordingly so that the residues R e these groups by residues R 1 Particularly preferred radicals R 3 result from the description of the residues R a and R b , where the residues R 1 these groups by residues R 2 Furthermore, it can be provided that at least one radical R c , R d and R e represents an aromatic or heteroaromatic ring system with 5 to 13 aromatic ring atoms, which is substituted by one or more radicals R 1Preferably, it can be provided that at least one radical, preferably a substituent R c , R d and R e is selected from phenyl, biphenyl, terphenyl, quaterphenyl, fluorene, spirobifluorene, naphthalene, indole, benzofuran, benzothiophene, carbazole, dibenzofuran, dibenzothiophene, indenocarbazole, indolocarbazole, pyridine, pyrimidine, pyrazine, pyridazine, triazine, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene or triphenylene, each of which is substituted with one or more radicals R 1 The term substituent means in particular that R c , R d and R e are not H, preferably not H and not D. Furthermore, the substituents R c , R d and R ebe the same or different if two or more substituents are present which are selected from the aromatic or heteroaromatic groups mentioned. Preferred aromatic or heteroaromatic ring systems for which the radicals R, R a , R b , R c , R d and R eor Ar or Ar' are selected from phenyl, biphenyl, in particular ortho-, meta- or para-biphenyl, terphenyl, in particular ortho-, meta-, para- or branched terphenyl, quaterphenyl, in particular ortho-, meta-, para- or branched quaterphenyl, fluorene, which may be linked via the 1-, 2-, 3- or 4-position, spirobifluorene, which may be linked via the 1-, 2-, 3- or 4-position, naphthalene, in particular 1- or 2-linked naphthalene, indole, benzofuran, benzothiophene, carbazole, which may be linked via the 1-, 2-, 3- or 4-position, dibenzofuran, which may be linked via the 1-, 2-, 3- or 4-position, dibenzothiophene, which may be linked via the 1-, 2-, 3- or 4-position, Indenocarbazole, indolocarbazole, pyridine, pyrimidine, pyrazine, pyridazine, triazine, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene or triphenylene, each of which is substituted with one or more radicals R e , R 1or R 2 Particularly preferred aromatic or heteroaromatic ring systems for which the radicals R, R a , R b , R c , R d and R e or Ar or Ar' are the structures (Ar-1) to (Ar-76) listed above, with structures of the formulas (Ar-1), (Ar-2), (Ar-3), (Ar-12), (Ar-13), (Ar-14), (Ar-15), (Ar-16), (Ar-69), (Ar-70), (Ar-76) being preferred and structures of the formulas (Ar-1), (Ar-2), (Ar-3), (Ar-12), (Ar-13), (Ar-14), (Ar-15), (Ar-16) being particularly preferred. With regard to the structures (Ar-1) to (Ar-76), it should be noted that these can be substituted with a possible R 1 In the case of the ring systems Ar, these possible substituents are R 1 by R e to replace. Other suitable groups R c , R d and R e are groups of the formula -Ar 4 -N(Ar 2 )(Ar 3 ), where Ar2 , Ar 3 and Ar 4 identically or differently on each occurrence represent an aromatic or heteroaromatic ring system having 5 to 24 aromatic ring atoms, each of which is substituted by one or more radicals R 1 The total number of aromatic ring atoms of Ar 2 , Ar 3 and Ar 4 maximum 60 and preferably maximum 40. Ar 4 and Ar 2 with each other and / or Ar 2 and Ar 3 with each other also by a single bond or a group selected from C(R 1 )2, NR 1 , O or S. Preferably, the linking of Ar 4 and Ar 2 with each other or from Ar 2 and Ar 3 are ortho to the position of the linkage to the nitrogen atom. In a further embodiment of the invention, none of the groups Ar 2 , Ar 3 or Ar 4connected to each other. Ar is preferred 4 an aromatic or heteroaromatic ring system having 6 to 24 aromatic ring atoms, preferably having 6 to 12 aromatic ring atoms, each of which is substituted by one or more radicals R 1 may be substituted. Particularly preferred is Ar 4 selected from the group consisting of ortho-, meta- or para-phenylene or ortho-, meta- or para-biphenyl, each of which is substituted by one or more radicals R 1 may be substituted, but are preferably unsubstituted. Ar is particularly preferred 4 an unsubstituted phenylene group. Preferred are Ar 2 and Ar 3 identically or differently on each occurrence, an aromatic or heteroaromatic ring system having 6 to 24 aromatic ring atoms, each substituted by one or more radicals R 1 Particularly preferred groups Ar 2 or Ar 3are, identically or differently at each occurrence, selected from the group consisting of benzene, ortho-, meta- or para-biphenyl, ortho-, meta-, para- or branched terphenyl, ortho-, meta-, para- or branched quaterphenyl, 1-, 2-, 3- or 4-fluorenyl, 1-, 2-, 3- or 4-spiro-bifluorenyl, 1- or 2-naphthyl, indole, benzofuran, benzothiophene, 1-, 2-, 3- or 4-carbazole, 1-, 2-, 3- or 4-dibenzofuran, 1-, 2-, 3- or 4-dibenzothiophene, indenocarbazole, indolocarbazole, 2-, 3- or 4-pyridine, 2-, 4- or 5-pyrimidine, pyrazine, pyridazine, Triazine, phenanthrene or triphenylene, each of which is substituted with one or more radicals R 1 may be substituted. Particularly preferred are Ar 2 and Ar 3identically or differently on each occurrence selected from the group consisting of benzene, biphenyl, in particular ortho-, meta- or para-biphenyl, terphenyl, in particular ortho-, meta-, para- or branched terphenyl, quaterphenyl, in particular ortho-, meta-, para- or branched quaterphenyl, fluorene, in particular 1-, 2-, 3- or 4-fluorene, or spirobifluorene, in particular 1-, 2-, 3- or 4-spirobifluorene. With the restrictions set out in claim 1, the radicals R c , R d and R e preferences also the residues R a and R b . Furthermore, it can be provided that the groups R bonded to a C atom a are the same. Furthermore, it can be provided that the groups R bonded to different C atoms a are the same. In addition, it can be provided that the groups R bonded to different C atoms aare different. In a preferred embodiment, it can be provided that the groups R bonded to a C atom a are selected from straight-chain alkyl groups having 1 to 10 C atoms or branched or cyclic alkyl groups having 3 to 10 C atoms, each of which is substituted by one or more radicals R 1 may be substituted, preferably deuterated, two or more, preferably adjacent, substituents R a form a ring system. Furthermore, it can be provided that the groups R bonded to a C atom a are selected from aromatic or heteroaromatic ring systems having 5 to 20 aromatic ring atoms, each of which is substituted by one or more radicals R 1 may be substituted, preferably phenyl groups, each of which is substituted by one or more radicals R 1may be substituted, preferably deuterated, two or more, preferably adjacent, substituents R a form a ring system with each other. Furthermore, it can be provided that the groups R bonded to a C atom b are the same. Furthermore, it can be provided that the groups R bonded to different C atoms b are the same. In addition, it can be provided that the groups R bonded to different C atoms b are different. In a preferred embodiment, it can be provided that the groups R bonded to a C atom b are selected from straight-chain alkyl groups having 1 to 10 C atoms or branched or cyclic alkyl groups having 3 to 10 C atoms, each of which is substituted by one or more radicals R 1 may be substituted, preferably deuterated, two or more, preferably adjacent, substituents R aform a ring system. Furthermore, it can be provided that the groups R bonded to a C atom b are selected from aromatic or heteroaromatic ring systems having 5 to 20 aromatic ring atoms, each of which is substituted by one or more radicals R 1 may be substituted, preferably phenyl groups, each of which is substituted by one or more radicals R 1 may be substituted, preferably deuterated, two or more, preferably adjacent, substituents R b form a ring system with each other. Furthermore, it can be provided that a group R a with a preferably adjacent group R b forms an aliphatic or heteroaliphatic ring system which reacts with one or more radicals R 1 may be substituted, wherein the ring system preferably comprises 3 to 10 C atoms. In a further preferred embodiment of the invention, R 1identically or differently on each occurrence selected from the group consisting of H, D, F, CN, a straight-chain alkyl group having 1 to 10 C atoms or a branched or cyclic alkyl group having 3 to 10 C atoms, where the alkyl group is in each case substituted with one or more radicals R 2 may be substituted, or an aromatic or heteroaromatic ring system with 6 to 24 aromatic ring atoms, each substituted by one or more radicals R 2 may be substituted. In a particularly preferred embodiment of the invention, R 1 identically or differently on each occurrence selected from the group consisting of H, a straight-chain alkyl group having 1 to 6 C atoms, in particular having 1, 2, 3 or 4 C atoms, or a branched or cyclic alkyl group having 3 to 6 C atoms, where the alkyl group is substituted with one or more radicals R 2may be substituted, but is preferably unsubstituted, or an aromatic or heteroaromatic ring system having 6 to 13 aromatic ring atoms, each substituted by one or more radicals R 2 may be substituted, but is preferably unsubstituted. In a further preferred embodiment of the invention, R 2identical or different on each occurrence, H, an alkyl group having 1 to 4 C atoms or an aryl group having 6 to 10 C atoms, which may be substituted by an alkyl group having 1 to 4 C atoms, but is preferably unsubstituted. In compounds according to the invention that are processed by vacuum evaporation, the alkyl groups preferably have no more than five C atoms, particularly preferably no more than 4 C atoms, very particularly preferably no more than 1 C atom. For compounds that are processed from solution, compounds that are substituted by alkyl groups, in particular branched alkyl groups, having up to 10 C atoms or that are substituted by oligoarylene groups, for example ortho-, meta-, para- or branched terphenyl or quaterphenyl groups, are also suitable. In a preferred embodiment, the structures / compounds according to the invention have a high degree of deuteration.Preferably, the degree of deuteration can be at least 50%, preferably at least 80%, especially preferably at least 90%, and most preferably at least 95%. The degree of deuteration is determined by the numerical ratio of deuterium to the sum of deuterium and. 1H-hydrogen (D / (D+H)*100). The compounds are particularly preferably fully deuterated. The compounds according to the invention are particularly suitable for use in blue-emitting electroluminescent devices. Depending on the layer, these require materials with a high triplet level. However, many substituents with condensed aromatic or heteroaromatic groups can lead to a lowering of the triplet level. Accordingly, naphthyl structures are preferred over anthracene structures. Furthermore, fluorenyl, spirobifluorenyl, dibenzofuranyl, and / or dibenzothienyl structures are preferred over naphthyl structures. Particular preference is given to structures that do not exhibit condensation, such as, for example, phenyl, biphenyl, terphenyl, and / or quaterphenyl structures. It can also be particularly preferred that the radical Ar or R does not comprise an anthracene group, preferably none of the radicals Ar, R, R a , R b , R c , Rd , R e comprises an anthracene group. Very particularly preferably, it can further be provided that the radical Ar or R does not comprise an aromatic or heteroaromatic ring system which has three linearly condensed aromatic 6 rings, wherein preferably none of the radicals Ar, R, R a , R b , R c , R d , R e an aromatic or heteroaromatic ring system which has three linearly condensed aromatic 6 rings. If the compound according to the invention is provided with aromatic or heteroaromatic groups R a , R b , R c , R d , R e , R 1 or R 2is substituted, it is preferred if these do not contain any aryl or heteroaryl groups with more than two directly fused aromatic six-membered rings. Particularly preferably, the substituents do not contain any aryl or heteroaryl groups with directly fused six-membered rings. This preference is due to the low triplet energy of such structures. Condensed aryl groups with more than two directly fused aromatic six-membered rings, which are nevertheless also well suited according to the invention, are phenanthrene and triphenylene, since these also have a high triplet level. Furthermore, it can be provided that none of the radicals Ar, R, R a , R b , R c , R d and R e , preferably none of the residues Ar, R, R a , R b , R c , R d , R e , R 1 and R 2comprises or forms a fluorenone group. This includes substituents attached to the radicals Ar, R, R a , R b , R c , R d , R e , etc. A fluorenone comprises a 5-membered ring with a CO group to which two aromatic 6-membered rings are fused. If the compounds of formula (I) or the preferred embodiments are used as matrix material for a phosphorescent emitter or in a layer directly adjacent to a phosphorescent layer, it is further preferred if the compound does not contain any fused aryl or heteroaryl groups in which more than two six-membered rings are directly fused to one another. Exceptions to this are phenanthrene and triphenylene, which may be preferred due to their high triplet energy despite the presence of fused aromatic six-membered rings. In a preferred embodiment of the present invention, it can be provided that the compound

[0008] is excluded from protection. Furthermore, it can be provided that the compound comprises exactly two, exactly three or exactly four structures according to formula (I), (I-1) to (I-18), (II-1) to (II-8) and / or (III-1) to (III-32). In a preferred embodiment, the compounds are selected from compounds of formula (D-1), where the group L 1 represents a linking group, preferably a bond or an aromatic or heteroaromatic ring system having 5 to 40, preferably 5 to 30 aromatic ring atoms, which is substituted by one or more radicals R e may be substituted, and the other symbols used have the meanings given above, in particular for formula (I), where the group L 1 forms a bond to the basic structure instead of a hydrogen atom or a substituent, preferably the group L 1 to the residues Z, W 1 , W 2, preferably the residues Z. Furthermore, it can be provided that the residues Z to which the group L 1 can bind, is also shared by both basic structures, so that a compound according to formula (D1) has only one group Z and L 1 is given by this group Z. In a further preferred embodiment of the invention, L 1 for a bond or for an aromatic or heteroaromatic ring system having 5 to 14 aromatic or heteroaromatic ring atoms, preferably an aromatic ring system having 6 to 12 carbon atoms, which is substituted by one or more radicals R e may be substituted, but is preferably unsubstituted, where R e may have the meaning given above, in particular for formula (I). L is particularly preferably 1represents an aromatic ring system having 6 to 10 aromatic ring atoms or a heteroaromatic ring system having 6 to 13 heteroaromatic ring atoms, each of which is substituted by one or more radicals R 1 may be substituted, but is preferably unsubstituted, where R 1 may have the meaning given above, in particular for formula (I). Furthermore, the symbol L shown, inter alia, in formula (D1) is preferably 1 identically or differently on each occurrence represents a bond or an aryl or heteroaryl radical having 5 to 24 ring atoms, preferably 6 to 13 ring atoms, particularly preferably 6 to 10 ring atoms, so that an aromatic or heteroaromatic group of an aromatic or heteroaromatic ring system is bonded directly, ie via an atom of the aromatic or heteroaromatic group, to the respective atom of the further group. Furthermore, it can be provided that the group L shown in formula (D1) 1an aromatic ring system with at most four, preferably at most three, particularly preferably at most two fused aromatic and / or heteroaromatic 6-membered rings, preferably no fused aromatic or heteroaromatic ring system. Examples of suitable aromatic or heteroaromatic ring systems L 1 are selected from the group consisting of ortho-, meta- or para-phenylene, ortho-, meta- or para-biphenylene, terphenylene, in particular branched terphenylene, quaterphenylene, in particular branched quaterphenylene, fluorenylene, spirobifluorenylene, dibenzofuranylene, dibenzothienylene and carbazolylene, each of which is substituted by one or more radicals R 1may be substituted, but are preferably unsubstituted. According to a preferred embodiment, a compound according to the invention can be prepared by at least one of the structures according to formulas (I), (I-1) to (I-18), (II-1) to (II-8) and / or (III-1) to (III-32). Compounds according to the invention, preferably comprising structures according to formulas (I), (I-1) to (I-18), (II-1) to (II-8) and / or (III-1) to (III-32), preferably have a molecular weight of less than or equal to 5000 g / mol, preferably less than or equal to 4000 g / mol, particularly preferably less than or equal to 3000 g / mol, especially preferably less than or equal to 2000 g / mol, more especially preferably less than or equal to 1200 g / mol and very particularly preferably less than or equal to 900 g / mol. Furthermore, preferred compounds according to the invention are characterized in that they are sublimable. These compounds generally have a molecular mass of less than approximately 1200 g / mol.Furthermore, it can be provided that the compound comprising structures according to formula (I), preferably the compound according to formula (I) or a preferred embodiment of this structure / compound, is not in direct contact with a metal atom, preferably not a ligand for a metal complex. The above-mentioned preferred embodiments can be combined with one another as desired within the restrictions defined in claim 1. In a particularly preferred embodiment of the invention, the above-mentioned preferences occur simultaneously. Examples of preferred compounds according to the above-mentioned embodiments are the compounds listed in the following table.

[0009] The basic structure of the compounds according to the invention can be prepared according to the routes outlined in the following schemes. The individual synthesis steps, such as coupling reactions leading to CC bond formations and / or CN bond formations, are known in principle to those skilled in the art. These include, inter alia, reactions according to BUCHWALD, SUZUKI, YAMAMOTO, STILLE, HECK, NEGISHI, SONOGASHIRA, and HIYAMA. Further information on the synthesis of the compounds according to the invention can be found in the synthesis examples. The following schemes describe the preparation of compounds according to the invention of the formulas (I-1), (I-2), and (I-3) by way of example, so that further compounds according to the invention, in particular compounds of the formulas (I-4) to (I-18), can be obtained via similar synthesis routes starting from other basic structures.The skilled person will use corresponding amine compounds to prepare compounds of formulas (I-4) to (I-18). For example, compounds according to the invention can be prepared in four steps from building blocks known from the literature, the tetra-substituted 1,2-diaminoethanes (1) and the 2-fluoro- or 2-chloronitrobenzenes (2) (where X is CR) or the N-heterocyclic analogues (X is CR and at least one X is N) (see Scheme 1). According to this scheme, the tetra-substituted 1,2-diaminoethane is first reacted with the 2-fluoro- or 2-chloronitrobenzene in a dipolar aprotic medium, e.g. dimethylformamide (DMF), dimethylacetamide (DMAc), N-methylpyrollidinone (NMP), dimethyl sulfoxide (DMSO), acetonitrile, optionally with the addition of a sterically demanding base such as Hünig's base, in a nucleophilic aromatic substitution with formation of a CN bond to the o-nitro-arylamine (3) (step 1), see e.g. P. Zhang et al., J. Med. Chem., 2009, 52(18), 5703.Subsequently, the nitro group is reduced to the amino group using hydrogen / platinum(IV) oxide or Pd / C to give the triamine (4) (step 2), see e.g. JA Pollock et al., Tetrahedron Letters, 2015, 56, 6097. The triamine (4) is preferably converted into the amide with phosgene in dichloromethane (DCM) (see MT Blázquez et al., Heterocycles, 2006, 69, 73 - alternatively, triphosgene or an alkyl chloroformate or an alkyl carbonate can be used), which is then dehydrated in situ with polyphosphoric acid to give the guanidine (5) (see WO 2012 / 130709). Finally, the guanidine (5) is preferably reacted in a Buchwald-Hartwig, a Ullmann coupling or a nucleophilic aromatic substitution (see e.g. WO 2012 / 130709) with an aryl or heteraryl halide or triflate Ar / HetArX (X = F, Cl, Br, I, OTf) to give the compounds (6a) and (6b) according to the invention.The isomeric compounds (6a) and (6b) can be separated using common methods (chromatography, fractional crystallization). The compounds (10) according to the invention can be prepared analogously, whereby the triamine (8) is first prepared by reacting the tetrasubstituted 1,2-diaminoethanes (1) with the literature-known 2,2,3,3-tetraalkylaziridine (7), see Scheme 2. Further compounds according to the invention are obtained via corresponding amine compounds. The triamine (8) is preferably reacted with phosgene in dichloromethane (DCM) to form the amide (see MT Blázquez et al., Heterocycles, 2006, 69, 73 – alternatively, triphosgene or an alkyl chloroformate or an alkyl carbonate can be used), which is then dehydrated in situ with polyphosphoric acid to give guanidine (9) (see WO 2012 / 130709). Finally, the guanidine (9) is preferably reacted in a Buchwald-Hartwig, an Ullmann coupling or a nucleophilic aromatic substitution (see e.g. WO 2012 / 130709) with an aryl or heteroaryl halide orTriflate Ar / HetArX (X = F, Cl, Br, I, OTf) is converted to the compounds (10) according to the invention. If all R radicals are identical, compound (10) is formed as a pure isomer. If the R radicals on the reactants (1) and (7) are chosen differently, two isomeric compounds (10a and 10b) are obtained analogously to Scheme 1, which can in turn be separated using conventional methods (chromatography, fractional crystallization). The compounds (6) according to the invention can be further functionalized, e.g., by regioselective bromination (see WO 2014 / 009317) and subsequent conversion of the bromide thus obtained in CC or CN coupling reactions, such as Suzuki, Negishi, Grignard-Cross, Sonogashira, Buchwald-Hartwig, Ullmann couplings, see Scheme 3. The meaning of the symbols used in the schemes presented above essentially corresponds to that defined for formula (I), although for reasons of clarity, numbering and a complete representation of all symbols have been omitted. The present invention therefore further provides a process for preparing a compound according to the invention, wherein a basic skeleton containing an amino group is synthesized and at least one aromatic or heteroaromatic radical is introduced, preferably by means of a nucleophilic aromatic substitution reaction or a coupling reaction. For the sake of completeness, it is pointed out that, for example, the structures of formulas (I-2) and (I-3) can often be converted into one another by rearrangements at high temperatures. These mixtures can be separated or used as such. The same applies to other isomers.The mixtures obtained or formed by rearrangement can be used to produce an electronic device, as described in more detail above and later. By these processes, optionally followed by purification, such as recrystallization or sublimation, the compounds of the invention can be obtained in high purity, preferably more than 99% (determined by means of chromatography). 1H-NMR and / or HPLC). The compounds according to the invention can also be mixed with a polymer. It is also possible to covalently incorporate these compounds into a polymer. This is particularly possible with compounds substituted by reactive leaving groups, such as bromine, iodine, chlorine, boronic acid or boronic acid esters, or by reactive, polymerizable groups, such as olefins or oxetanes. These can be used as monomers to produce corresponding oligomers, dendrimers, or polymers. The oligomerization or polymerization preferably takes place via the halogen functionality or the boronic acid functionality or via the polymerizable group. It is also possible to crosslink the polymers via such groups. The compounds and polymers according to the invention can be used as a crosslinked or uncrosslinked layer. The invention therefore further relates to oligomers,Polymers or dendrimers containing one or more of the above-listed structures of formula (I) and preferred embodiments of this formula, or compounds according to the invention, wherein one or more bonds of the compounds according to the invention or of the structures of formula (I) and preferred embodiments of this formula to the polymer, oligomer, or dendrimer are present. Depending on the linkage of the structures of formula (I) and preferred embodiments of this formula or of the compounds, these therefore form a side chain of the oligomer or polymer or are linked in the main chain. The polymers, oligomers, or dendrimers can be conjugated, partially conjugated, or non-conjugated. The oligomers or polymers can be linear, branched, or dendritic. The same preferences apply to the repeating units of the compounds according to the invention in oligomers, dendrimers, and polymers.as described above. To prepare the oligomers or polymers, the monomers according to the invention are homopolymerized or copolymerized with other monomers. Copolymers are preferred, wherein the units according to formula (I) or the preferred embodiments described above and below are present in amounts of 0.01 to 99.9 mol%, preferably 5 to 90 mol%, particularly preferably 20 to 80 mol%. Suitable and preferred comonomers which form the polymer backbone are selected from fluorenes (e.g. according to EP 842208 or WO 2000 / 022026), spirobifluorenes (e.g. according to EP 707020, EP 894107 or WO 2006 / 061181), para-phenylenes (e.g. according to WO 92 / 18552), carbazoles (e.g. according to WO 2004 / 070772 or WO 2004 / 113468), thiophenes (e.g. according to EP 1028136), dihydrophenanthrenes (e.g. according to WO 2005 / 014689), cis- and trans-indenofluorenes (e.g. according to WO 2004 / 041901 or WO 2004 / 113412), ketones (e.g. according to WO 2005 / 040302),Phenanthrenes (e.g., according to WO 2005 / 104264 or WO 2007 / 017066) or several of these units. The polymers, oligomers, and dendrimers may contain further units, for example hole-transport units, in particular those based on triarylamines, and / or electron-transport units. Of particular interest are also compounds according to the invention that are characterized by a high glass transition temperature. In this context, particular preference is given to compounds according to the invention comprising structures according to formula (I) or the preferred embodiments described above and below that have a glass transition temperature of at least 70°C, particularly preferably of at least 110°C, very particularly preferably of at least 125°C, and especially preferably of at least 150°C, determined according to DIN 51005 (version 2005-08). For processing the compounds according to the invention from the liquid phase,For example, by spin coating or printing processes, formulations of the compounds according to the invention are required. These formulations can be, for example, solutions, dispersions, or emulsions. It may be preferred to use mixtures of two or more solvents for this purpose. Suitable and preferred solvents are, for example, toluene, anisole, o-, m- or p-xylene, methyl benzoate, mesitylene, tetralin, veratrole, THF, methyl-THF, THP, chlorobenzene, dioxane, phenoxytoluene, in particular 3-phenoxytoluene, (-)-fenchone, 1,2,3,5-tetramethylbenzene, 1,2,4,5-tetramethylbenzene, 1-methylnaphthalene, 2-methylbenzothiazole, 2-phenoxyethanol, 2-pyrrolidinone, 3-methylanisole, 4-methylanisole, 3,4-dimethylanisole, 3,5-dimethylanisole, acetophenone, α-terpineol, benzothiazole, butylbenzoate, cumene, cyclohexanol, cyclohexanone, Cyclohexylbenzene, decalin, dodecylbenzene, ethyl benzoate, indane, NMP, p-cymene, phenetol, 1,4-diisopropylbenzene, dibenzyl ether,Diethylene glycol butyl methyl ether, triethylene glycol butyl methyl ether, diethylene glycol dibutyl ether, triethylene glycol dimethyl ether, diethylene glycol monobutyl ether, tripropylene glycol dimethyl ether, tetraethylene glycol dimethyl ether, 2-isopropylnaphthalene, pentylbenzene, hexylbenzene, heptylbenzene, octylbenzene, 1,1-bis(3,4-dimethylphenyl)ethane, 2-methylbiphenyl, 3-methylbiphenyl, 1-methylnaphthalene, 1-ethylnaphthalene, ethyl octanoate, diethyl sebacate, octyl octanoate, heptylbenzene, menthyl isovalerate, cyclohexylhexanoate, or mixtures of these solvents. The present invention therefore further provides a formulation or composition comprising at least one compound according to the invention and at least one further compound. The further compound can, for example, be a solvent, in particular one of the above-mentioned solvents or a mixture of these solvents. If the further compound comprises a solvent,This mixture is referred to herein as a formulation. However, the further compound can also be at least one further organic or inorganic compound that is also used in the electronic device, for example an emitting compound and / or a further matrix material. Preferably, it can be provided that at least one further compound is selected from the group consisting of fluorescent emitters, phosphorescent emitters, emitters that exhibit TADF, host materials, electron transport materials, electron injection materials, hole conductor materials, hole injection materials, electron blocking materials, and hole blocking materials, preferably host materials. The present invention further provides for the use of a compound according to the invention in an electronic device, in particular in an organic electroluminescent device. Preferably, it can be provided thatthat the compound according to the invention is used in an electronic device as a host material, electron transport material, electron injection material, hole conductor material, hole injection material, electron blocking material, or hole blocking material. Furthermore, it can be provided that a compound according to the invention is used as a host material, electron transport material, electron injection material, or hole blocking material, and this compound according to the invention comprises at least one electron transport group and / or an electron-withdrawing moiety, wherein preferred electron transport groups and / or electron-withdrawing moieties have been defined above. Furthermore, it can be provided that a compound according to the invention is used as a host material, hole conductor material, hole injection material, or electron blocking material, and this compound according to the invention comprises at least one hole transport group,wherein preferred hole transport groups have been defined above. Furthermore, it can be provided that a compound according to the invention is used as the host material and this compound according to the invention comprises both at least one hole transport group and at least one electron transport group and / or an electron-withdrawing radical, wherein preferred hole transport groups, electron transport groups and / or electron-withdrawing radicals have been defined above. The present invention further provides an electronic device comprising at least one compound according to the invention. An electronic device within the meaning of the present invention is a device which contains at least one layer containing at least one organic compound. The component can also contain inorganic materials or layers,which are constructed entirely of inorganic materials. Particularly preferred is an electronic device selected from the group consisting of organic electroluminescent devices (OLEDs, sOLEDs, PLEDs, LECs, etc.), preferably organic light-emitting diodes (OLEDs), organic light-emitting diodes based on small molecules (sOLEDs), organic light-emitting diodes based on polymers (PLEDs), light-emitting electrochemical cells (LECs), organic laser diodes (O-lasers), and organic plasmon-emitting devices (DM Koller et al., Nature Photonics 2008, 1-4). organic integrated circuits (O-ICs), organic field-effect transistors (O-FETs), organic thin-film transistors (O-TFTs), organic light-emitting transistors (O-LETs), organic solar cells (O-SCs), organic optical detectors, organic photoreceptors, organic field-quench devices (O-FQDs) and organic electrical sensors,Preferably organic electroluminescent devices (OLEDs, sOLEDs, PLEDs, LECs, etc.), particularly preferably organic light-emitting diodes (OLEDs), organic light-emitting diodes based on small molecules (sOLEDs), organic light-emitting diodes based on polymers (PLEDs), in particular phosphorescent OLEDs. The organic electroluminescent device contains a cathode, an anode, and at least one emitting layer. In addition to these layers, it may contain further layers, for example one or more hole injection layers, hole transport layers, hole blocking layers, electron transport layers, electron injection layers, exciton blocking layers, electron blocking layers, and / or charge generation layers. Interlayers can also be introduced between two emitting layers.which, for example, have an exciton-blocking function. It should be noted, however, that not every one of these layers necessarily has to be present. The organic electroluminescent device can contain one emitting layer, or it can contain multiple emitting layers. If multiple emitting layers are present, they preferably have a total of several emission maxima between 380 nm and 750 nm, resulting in overall white emission, i.e., different emitting compounds that can fluoresce or phosphoresce are used in the emitting layers. Systems with three emitting layers are particularly preferred, with the three layers exhibiting blue, green, and orange or red emission. The organic electroluminescent device according to the invention can also be a tandem electroluminescent device.in particular for white-emitting OLEDs. The compound according to the invention can be used in different layers, depending on the precise structure. Preference is given to an organic electroluminescent device comprising a compound according to formula (I) or the preferred embodiments described above in an emitting layer as a host material for fluorescent emitters, phosphorescent emitters, or for emitters exhibiting TADF (thermally activated delayed fluorescence), in particular for phosphorescent emitters. Furthermore, the compound according to the invention can also be used in an electron transport layer, electron injection layer, and / or in a hole transport layer, hole injection layer, and / or in an exciton blocking layer, and / or in a hole blocking layer. The compound according to the invention is particularly preferably used as a matrix material for phosphorescent emitters, in particular for red, orange, green,yellow or blue phosphorescent emitters, in an emitting layer, as an electron-transport or hole-blocking material in an electron-transport or hole-blocking layer, or as a hole-transport or electron-blocking material in a hole-transport or electron-blocking layer. The suitability of the various compounds according to formula (I) has been explained above in connection with preferred uses. If the compound according to the invention is used as a matrix material for a phosphorescent compound in an emitting layer, it is preferably used in combination with one or more phosphorescent materials (triplet emitters). Phosphorescence in the sense of this invention is understood to mean luminescence from an excited state with higher spin multiplicity, i.e., a spin state > 1.in particular from an excited triplet state. For the purposes of this application, all luminescent complexes with transition metals or lanthanides, in particular all iridium, platinum, and copper complexes, are to be regarded as phosphorescent compounds. The mixture of the compound according to the invention and the emitting compound contains between 99 and 1 vol.%, preferably between 98 and 10 vol.%, particularly preferably between 97 and 60 vol.%, in particular between 95 and 80 vol.% of the compound according to the invention, based on the total mixture of emitter and matrix material. Accordingly, the mixture contains between 1 and 99 vol.%, preferably between 2 and 90 vol.%, particularly preferably between 3 and 40 vol.%,in particular between 5 and 20 vol. % of the emitter based on the total mixture of emitter and matrix material. In one embodiment of the invention, the compound according to the invention is used as the sole matrix material (“single host”) for the phosphorescent emitter. A further embodiment of the present invention is the use of the compound according to the invention as a matrix material for a phosphorescent emitter in combination with a further matrix material. Suitable matrix materials which can be used in combination with the compounds according to the invention are aromatic ketones, aromatic phosphine oxides or aromatic sulfoxides or sulfones, e.g. according to WO 2004 / 013080, WO 2004 / 093207, WO 2006 / 005627 or WO 2010 / 006680, triarylamines, carbazole derivatives, e.g. B. CBP (N,N-biscarbazolylbiphenyl) or the indolocarbazole derivatives described in WO 2005 / 039246, US 2005 / 0069729, JP 2004 / 288381, EP 1205527, WO 2008 / 086851 or WO 2013 / 041176,e.g. according to WO 2007 / 063754 or WO 2008 / 056746, indenocarbazole derivatives, e.g. according to WO 2010 / 136109, WO 2011 / 000455, WO 2013 / 041176 or WO 2013 / 056776, azacarbazole derivatives, e.g. according to EP 1617710, EP 1617711, EP 1731584, JP 2005 / 347160, bipolar matrix materials, e.g. according to WO 2007 / 137725, silanes, e.g. according to WO 2005 / 111172, azaboroles or boronic esters, e.g. B. according to WO 2006 / 117052, triazine derivatives, e.g. according to WO 2007 / 063754, WO 2008 / 056746, WO 2010 / 015306, WO 2011 / 057706, WO 2011 / 060859 or WO 2011 / 060877, zinc complexes, e.g. according to EP 652273 or WO 2009 / 062578, diazasilole or tetraazasilole derivatives, e.g. according to WO 2010 / 054729, diazaphosphole derivatives, e.g. according to WO 2010 / 054730, bridged carbazole derivatives, e.g. B. according to WO 2011 / 042107, WO 2011 / 060867, WO 2011 / 088877 and WO 2012 / 143080, triphenylene derivatives, e.g. according to WO 2012 / 048781, dibenzofuran derivatives, e.g. according to WO 2015 / 169412, WO 2016 / 015810, WO 2016 / 023608, WO 2017 / 148564 or WO 2017 / 148565 or biscarbazoles,e.g., according to JP 3139321 B2. In a preferred embodiment, a compound containing a structure / compound according to formula (I) or the preferred embodiments described above, which is used as a host material, is preferably used in combination with one or more phosphorescent materials (triplet emitters) and / or a compound that represents a TADF host material (thermally activated delayed fluorescence). Preferably, a hyperfluorescence system as described in WO 2012 / 133188 and / or a hyperphosphorescence system as described in US 2017271611 is formed. This combination represents a preferred composition according to the present invention. WO 2015 / 091716 A1 and WO 2016 / 193243 A1 disclose OLEDs that contain both a phosphorescent compound and a fluorescent emitter in the emission layer.The energy is transferred from the phosphorescent compound to the fluorescent emitter (hyperphosphorescence). In this context, the phosphorescent compound behaves like a host material. As those skilled in the art know, host materials have higher singlet and triplet energies than the emitters, so that the energy of the host material is transferred to the emitter as optimally as possible. The systems disclosed in the prior art exhibit precisely such an energy relationship. Preferred emitters that can be used in combination with a compound according to the invention are described, among others, by Sungho Nam et al., Adv. Sci. 2021, 2100586 and Eungdo Kin et al., Sci. Adv. 2022, 8, eabq 1641. Furthermore, preferred triplet emitters or triplet emitter classes, also called sensitizers in connection with hyperfluorescence systems, are described in EP 3435438 A2, with emitters 2 and 3 on page 21 being preferred; in CN 109111487,wherein the compounds set forth on pages 76 and 77 are preferred; in US 2020 / 0140471, wherein the compounds set forth on pages 166 to 175 are preferred; in KR2020108705, wherein the compounds set forth on pages 8 to 14 are preferred; in US 2019 / 0119312, wherein the compounds set forth on pages 114 to 121 are preferred; and in US 2020 / 0411775, wherein the compounds set forth on pages 123 to 128 are preferred. Furthermore, preferred fluorescent emitters or classes of fluorescent emitters are described in WO 2021 / 090932, wherein the compounds set out on pages 129 to 133, 157 to 166, 171 to 187, 200 to 211, 222 to 227, 236 to 252, 255 are preferred; in WO 2020 / 054676, wherein the compounds set out on pages 44 to 104 are preferred; in WO 2020 / 017931, wherein the compounds set out on pages 17 to 39 are preferred; in WO 2020 / 218079, wherein the compounds set out on pages 64 to 258 are preferred; in WO 2018 / 212169,wherein the compounds set forth on pages 33 to 42 are preferred; in WO 20192 / 35452, wherein the compounds set forth on pages 46 to 168 are preferred; in US 10,249,832, wherein the compounds set forth on pages 19 to 106 are preferred; and in WO 2021 / 014001, wherein the compounds set forth on pages 107 to 129 are preferred. Likewise, another phosphorescent emitter, which emits at shorter wavelengths than the actual emitter, can be present in the mixture as a co-host. Particularly good results are achieved when a red-phosphorescent emitter is used as the emitter and a yellow-phosphorescent emitter is used as the co-host in combination with the compound according to the invention. Furthermore, a compound that does not participate, or does not participate to a significant extent, in charge transport can be used as the co-host.as described, for example, in WO 2010 / 108579. Particularly suitable co-matrix materials in combination with the compound according to the invention are compounds which have a large band gap and do not participate, or at least not to a significant extent, in the charge transport of the emitting layer. Such materials are preferably pure hydrocarbons. Examples of such materials can be found, for example, in WO 2009 / 124627 or WO 2010 / 006680. In this context, it should be noted that compounds according to the invention without special functional groups, for example hole transport groups and / or electron transport groups, have advantageous properties. Particularly suitable as phosphorescent compounds (= triplet emitters) are compounds which, upon suitable excitation, emit light, preferably in the visible range, and also contain at least one atom with an atomic number greater than 20.preferably greater than 38 and less than 84, particularly preferably greater than 56 and less than 80, in particular a metal with this atomic number. Compounds containing copper, molybdenum, tungsten, rhenium, ruthenium, osmium, rhodium, iridium, palladium, platinum, silver, gold, or europium are preferably used as phosphorescence emitters, in particular compounds containing iridium or platinum. Examples of the emitters described above can be found in the applications WO 00 / 70655, WO 2001 / 41512, WO 2002 / 02714, WO 2002 / 15645, EP 1191613, EP 1191612, EP 1191614, WO 05 / 033244, WO 05 / 019373, US 2005 / 0258742, WO 2009 / 146770, WO 2010 / 015307, WO , WO 2010 / 099852, WO 2010 / 102709, WO 2011 / 032626, WO 2011 / 066898, WO 2011 / 157339, WO 2012 / 007086, WO 2014 / 008982, WO 2014 / 023377, WO 2014 / 094961, WO 2014 / 094960, WO 2015 / 036074, WO 2015 / 104045, WO 2015 / 117718, WO 2016 / 015815, WO 2016 / 124304, WO 2017 / 032439 and WO 2018 / 011186. In general, all phosphorescent complexes are suitable.as used in the prior art for phosphorescent electroluminescent devices and as known to those skilled in the art of organic electroluminescence, and the skilled person can use further phosphorescent complexes without inventive effort. Examples of phosphorescent dopants are listed in the following table.

[0010] The compounds according to the invention are also particularly suitable as matrix materials for phosphorescent emitters in organic electroluminescent devices, as described, for example, in WO 98 / 24271, US 2011 / 0248247 and US 2012 / 0223633. In these multi-color display components, an additional blue emission layer is vapor-deposited over the entire area of ​​all pixels, even those with a color other than blue. In a further embodiment of the invention, the organic electroluminescent device according to the invention does not contain a separate hole injection layer and / or hole transport layer and / or hole blocking layer and / or electron transport layer, i.e. the emitting layer directly adjoins the hole injection layer or the anode, and / or the emitting layer directly adjoins the electron transport layer or the electron injection layer or the cathode, as described, for example, in WO 2005 / 053051.Furthermore, it is possible to use a metal complex that is the same as or similar to the metal complex in the emitting layer directly adjacent to the emitting layer as a hole-transport or hole-injection material, as described, for example, in WO 2009 / 030981. In the further layers of the organic electroluminescent device according to the invention, all materials that are customarily used according to the prior art can be used. The person skilled in the art can therefore, without inventive step, use all materials known for organic electroluminescent devices in combination with the compounds according to the invention according to formula (I) or the preferred embodiments described above. Further preferred is an organic electroluminescent device characterized in that one or more layers are coated using a sublimation process.The materials are sublimated in vacuum systems at an initial pressure of less than 10. -5 mbar, preferably less than 10 -6 mbar. However, it is also possible that the initial pressure is even lower, for example less than 10 -7 mbar. Also preferred is an organic electroluminescent device, characterized in that one or more layers are coated using the OVPD (Organic Vapor Phase Deposition) process or by means of carrier gas sublimation. The materials are sublimated at a pressure between 10 -5mbar and 1 bar. A special case of this process is the OVJP (Organic Vapor Jet Printing) process, in which the materials are applied directly through a nozzle and thus structured. Also preferred is an organic electroluminescent device, characterized in that one or more layers are produced from solution, for example by spin coating, or using any printing process, such as screen printing, flexographic printing, offset printing, LITI (Light Induced Thermal Imaging, thermal transfer printing), inkjet printing, or nozzle printing. Soluble compounds are required for this, which can be obtained, for example, by suitable substitution.Formulations for applying a compound according to formula (I) or the preferred embodiments thereof set out above are novel. The present invention therefore further provides formulations comprising at least one solvent and a compound according to formula (I) or the preferred embodiments thereof set out above. Hybrid processes are also possible in which, for example, one or more layers are applied from solution and one or more further layers are vapor-deposited. These processes are generally known to the person skilled in the art and can be applied by him without inventive step to organic electroluminescent devices comprising the compounds according to the invention. The compounds according to the invention and the organic electroluminescent devices according to the invention are distinguished from the prior art in particular by improved efficiency and / or operating voltage.Furthermore, these compounds and the organic electroluminescent devices obtainable therefrom exhibit an improved lifetime. In a particular variant, the compounds according to the invention and the organic electroluminescent devices according to the invention are distinguished from the prior art in particular by a low refractive index (Refractive Index RI). Furthermore, preferred compounds according to the invention exhibit a high triplet T1 level, so that these compounds are particularly suitable as host material for blue-emitting triplet emitters. The electronic devices according to the invention, in particular organic electroluminescent devices, are distinguished from the prior art by one or more of the following surprising advantages: 1. Electronic devices, in particular organic electroluminescent devices comprising compounds of the formula (I) orthe preferred embodiments set out above and below, in particular as matrix material, as electron-conducting materials or as hole-conducting materials, have excellent efficiency. Compounds of the formula (I) according to the invention or the preferred embodiments set out above and below result in a low operating voltage when used in electronic devices. 2. Electronic devices, in particular organic electroluminescent devices comprising compounds of the formula (I) or the preferred embodiments set out above and below, in particular as matrix material, as electron-conducting materials or as hole-conducting materials, have a very long lifetime. These compounds result in particular in low roll-off, ie a slight drop in the power efficiency of the device at high luminance levels. 3. The compounds of the formula (I) orthe preferred embodiments described above and below show a very high stability and lifetime. 4. Electronic devices, in particular organic electroluminescent devices containing compounds of the formula (I) or the preferred embodiments described above and below, in particular as matrix material, as electron-conducting materials or as hole-conducting materials, have a high T1 level. 5. Using compounds of the formula (I) or the preferred embodiments described above and below, the formation of optical loss channels can be avoided in electronic devices, in particular organic electroluminescent devices. As a result, these devices are distinguished by a high PL and thus high EL efficiency of emitters and an excellent energy transfer from the matrices to dopants. 6. Compounds of the formula (I) orThe preferred embodiments described above and below exhibit excellent glass film formation. 7. Compounds according to formula (I) or the preferred embodiments described above and below form very good films from solutions. These above-mentioned advantages are not accompanied by an undue deterioration in other electronic properties. It should be noted that variations of the embodiments described in the present invention fall within the scope of this invention. Any feature disclosed in the present invention may, unless explicitly excluded, be replaced by alternative features serving the same, an equivalent, or a similar purpose. Thus, unless otherwise stated, any feature disclosed in the present invention is to be considered as an example of a generic series or as an equivalent or similar feature.All features of the present invention can be combined with one another in any way, unless certain features and / or steps are mutually exclusive. This applies in particular to preferred features of the present invention. Likewise, features of non-essential combinations can be used separately (and not in combination). It should further be noted that many of the features, and in particular those of the preferred embodiments of the present invention, are inventive in their own right and are not to be regarded merely as part of the embodiments of the present invention. Independent protection may be sought for these features in addition to or alternatively to any currently claimed invention. The technical teaching disclosed by the present invention can be abstracted and combined with other examples.The invention is explained in more detail by the following examples, without intending to limit it thereby. The skilled person can carry out the invention within the entire disclosed scope from the descriptions and, without inventive step, prepare further compounds according to the invention and use them in electronic devices or apply the process according to the invention. Examples: Unless otherwise stated, the following syntheses are carried out under a protective gas atmosphere in dried solvents. The metal complexes are additionally handled with the exclusion of light or under yellow light. The solvents and reagents can be obtained, for example, from Sigma-ALDRICH or ABCR. The respective information in square brackets or the numbers given for individual compounds refer to the CAS numbers of the compounds known from the literature.For compounds that can have multiple enantiomeric, diastereomeric, or tautomeric forms, one form is shown as a representative example. A) Representation of synthons S Example S1:. A mixture of 11.6 g (100 mmol) of 2,3-diamino-2,3-dimethylbutane [20485-44-3] and 9.9 g (100 mmol) of 2,2,3,3-tetramethylaziridine [5910-14-5] in 200 ml of dioxane is added dropwise to 200 ml of 1M HCl in dioxane and then stirred in a stirred autoclave at 110 °C for 8 h. After cooling, the dioxane is largely removed under vacuum, the residue is taken up in 50 ml of methanol, 300 ml of 1 N aqueous ammonia solution is added, and the mixture is extracted five times with 100 ml of dichloromethane (DCM). The combined organic phases are dried over potassium carbonate, the DCM is removed under vacuum, and the residue is fractionally distilled under vacuum. Yield: 5.1 g (23 mmol) 23%; Purity: approx. 97% n. 1 H-NMR. Example S10: Procedure analogous to P. Zhang et al., J. Med. Chem., 2009, 52(18), 5703. A well-stirred mixture of 11.6 g (100 mmol) of 2,3-diamino-2,3-dimethylbutane [20485-44-3], 7.1 g (50 mmol) of 2-fluoronitrobenzene [1493-27-2], and 200 ml of dimethylformamide (DMF) is stirred for 16 h at 30 °C. The DMF is largely removed under vacuum, the residue is taken up in 300 ml of ethyl acetate (EA), washed three times with 100 ml of water each time, once with 100 ml of saturated sodium chloride solution, and dried over sodium sulfate. The desiccant is filtered off, the filtrate is evaporated to dryness, and the residue is chromatographed (Torrent column chromatography machine from A. Semrau). Yield: 8.8 g (38 mmol) 76%; Purity: approximately 97% n. 1 H-NMR. When using 2-chloronitrobenzenes, the reaction is carried out at 60-80 °C. b) S10b Procedure analogous to P. Zhang et al., J. Med. Chem., 2009, 52(18), 5703. A well-stirred solution of 23.7 g (100 mmol) of S10a in 200 ml of methanol and 100 ml of THF was hydrogenated over 5 g of Pd / C, 5 wt. % at 30 °C / approx. 4 bar until hydrogen uptake was complete (approx. 8 h). The catalyst was filtered off through a Celite bed pre-slurried with THF, and the filtrate was concentrated to dryness. Yield: 20.6 g (100 mmol) quantitative; Purity: approx. 97% n. 1 H-NMR. Alternatively, the reduction of the nitro function can also be carried out with tin or zinc in an aqueous-saline medium. c) S10: Procedure analogous to MT Blázquez et al., Heterocycles, 2006, 69, 73 and WO 2012130709. A well-stirred solution of 20.7 g (100 mmol) of S1b in 500 mL of DCM, cooled to 0 °C, is treated dropwise with 50 mL (100 mmol) of phosgene (20 wt. % in toluene). The reaction mixture is allowed to warm slowly to room temperature and heated under reflux for 12 h (caution: HCl evolution!). The solvent is then completely distilled off, 100 g of polyphosphoric acid is added, the mixture is heated to 100 °C, homogenized by stirring (KPG stirrer), and the reaction mixture is heated to 220 °C with stirring for 1 h. Stir for 3 h at 220 °C, allow to cool to 80 °C, and then slowly add 500 ml of water dropwise (caution: exothermic!). After cooling, the solid is filtered off with suction, washed three times with 100 ml of water and once with 50 ml of methanol, and dried with suction. The solid is suspended in 150 ml of methanol, 50 ml of concentrated ammonia solution is added, and the mixture is stirred for 30 min.The solid is filtered off with suction, washed twice with 30 ml of methanol each time, and dried in vacuo. Yield: 17.5 g (80 mmol) 80%; Purity: approximately 97% n. 1 H-NMR. The following compounds can be prepared analogously.

[0011] B) Synthesis of the compounds according to the invention: Examples B1a and B1b:

[0012] Variant 1: Ullmann coupling Procedure analogous to WO 2012 / 130709. A well-stirred mixture of 21.5 g (100 mmol) S10, 24.5 g (120 mmol) iodobenzene [591-50-4], 65.2 g (200 mmol) cesium carbonate, 3.8 g (20 mmol) copper(I) iodide, 4.6 g (40 mmol) L-proline, 100 g glass beads (3 mm diameter) and 500 ml dimethyl sulfoxide (DMSO) is stirred for 16 h at 100 °C (if aryl / heteroaryl bromides are used, the reaction is carried out at 130-160 °C) or in N-methyl-2-pyrolidone at 200 °C). The mixture is filtered while still warm through a bed of Celite pre-slurried with DMSO. The filtrate is poured into 2000 ml of water while stirring. The precipitated solid is filtered off, washed three times with 100 ml of water and twice with 100 ml of ethanol, and dried in vacuo. The solid is dissolved in dichloromethane and filtered through a bed of silica gel pre-slurried with DCM. The filtrate is slowly concentrated in a rotary evaporator, continuously replacing the distilled DCM with ethanol.The crystallized product is separated, washed twice with 50 ml of ethanol each, and dried under vacuum. Further separation of the isomers B1a and B1b and their purification are carried out by chromatography (Torrent column system from Semrau), by repeated hot extraction crystallization (common organic solvents or combinations thereof, preferably acetonitrile-DCM, 1:3 to 3:1 vv), and by fractional sublimation or annealing under high vacuum. Yield: B1a: 15.7 g (53 mmol) 53%; Purity: approximately 99.9% by HPLC. B1b: 5.1 g (17 mmol) 17%; Purity: approximately 99.9% by HPLC. Variant 2: Ullmann coupling. Instead of L-proline, 24 ml (200 mmol) of trans-1,2-diaminocyclohexane can be used, and instead of DMSO, dioxane can be used. Yield: B1a: 16.7 g (57 mmol) 57%; Purity: approximately 99.9% by HPLC. B1b: 4.5 g (15 mmol) 15%; Purity: approximately 99.9% by HPLC. Examples B2a and B2b:. Variant 3: SNAr reaction. Procedure analogous to WO 2012 / 130709. A well-stirred mixture of 21.5 g (100 mmol) of S10, 14.5 g (120 mmol) of 4-fluorobenzonitrile [1194-02-1], 41.5 g (300 mmol) of potassium carbonate, 100 g of glass beads (3 mm diameter), and 500 ml of dimethylacetamide (DMAc) is stirred at 160 °C for 16 h. The mixture is filtered while still warm through a bed of Celite pre-slurried with DMAc, the filtrate is poured into 2000 ml of water with stirring, and the precipitated solid is filtered off, washed three times with 100 ml of water each time, twice with 100 ml of ethanol each time, and dried in vacuo. The solid is dissolved in dichloromethane and filtered through a silica gel bed pre-slurried with DCM. The filtrate is slowly concentrated in a rotary evaporator, continuously replacing the distilled DCM with ethanol. The crystallized product is collected, washed twice with 50 ml of ethanol each time, and dried in vacuo. Further purification is carried out as described in B1a / B1b. Yield: B2a: 14.7 g (47 mmol) 47%; Purity: approx. 99.9% according to HPLC. B2b: 4.4 g (14 mmol) %; Purity: approx. 99.9% according to HPLC. Example B200a and B200b:.

[0013] Variant 4: SNAr reaction: 2.4 g (100 mmol) of sodium hydride is added portionwise to a solution of 22.6 g (105 mmol) of S10 in 300 mL of DMF (caution: hydrogen evolution!). 37.8 g (110 mmol) of 2-[1,1′-biphenyl]-4-yl-4-chloro-6-phenyl-1,3,5-triazine [1472062-94-4] are then added and the mixture is stirred at ambient temperature for 5 h. While stirring, 2000 mL of water is added dropwise. The precipitated solid is filtered off, washed three times with 100 mL of water each time, twice with 100 mL of ethanol each time, and dried in vacuo. The solid is dissolved in dichloromethane and filtered through a silica gel bed pre-slurried with DCM. The filtrate is slowly concentrated in a rotary evaporator, continuously replacing the distilled DCM with ethanol. The crystallized product is collected, washed twice with 50 ml of ethanol each time, and dried under vacuum. Further purification is carried out as described in B1. Yield: B200a: 31.2 g (60 mmol) 60%; Purity: approx. 99.9% by HPLC. B200b: 6.2 g (12 mmol) 12%; Purity: approximately 99.9% by HPLC. The following compounds can be prepared analogously, adjusting the stoichiometry to the respective number of bonds to be formed.

[0014] Example: Production of OLEDs 1) Vacuum-processed devices: The production of OLEDs according to the invention and OLEDs according to the prior art is carried out according to a general process according to WO 2004 / 058911, which is adapted to the conditions described here (layer thickness variation, materials used). The following examples present the results for various OLEDs. Cleaned glass plates (cleaned in a Miele laboratory dishwasher, cleaner: Merck Extran) coated with structured ITO (indium tin oxide) with a thickness of 50 nm are pretreated with UV ozone for 25 minutes (UV ozone generator PR-100, UVP). These coated glass plates form the substrates onto which the OLEDs are applied. 1a) Blue fluorescent OLED components – BF: The compounds according to the invention can be used in the hole injection layer (HIL), hole transport layer (HTL), and electron transport layer (ETL).All materials are thermally evaporated in a vacuum chamber. The emission layer (EML) always consists of at least one matrix material (host material) SMB (see Table 1) and an emissive dopant (emitter) D, which is mixed with the matrix material(s) by co-evaporation in a specific volume fraction. A specification such as SMB:D (97:3%) means that the SMB material is present in the layer in a volume fraction of 97% and the dopant D in a volume fraction of 3%. Similarly, the electron transport layer can also consist of a mixture of two materials, see Table 1. The materials used to manufacture the OLEDs are shown in Table 5 or refer to the synthesis examples presented previously. The OLEDs are characterized as standard.For this purpose, the electroluminescence spectra, the current efficiency (measured in cd / A), the power efficiency (measured in lm / W), and the external quantum efficiency (EQE, measured in percent) are determined as a function of luminance, calculated from current-voltage-luminance characteristics (IUL characteristics) assuming a Lambertian radiation pattern, as well as the lifetime. The EQE is specified in (%) and the voltage in (V) at a luminance of 1000 cd / m². 2 The OLEDs have the following layer structure: Substrate Hole injection layer (HIL) made of HTM1 doped with 5% NDP-9 (commercially available from Novaled), 20 nm Hole transport layer (HTL), see Table 1 Electron blocking layer (EBL), see Table 1 Emission layer (EML), see Table 1 Electron transport layer (ETL), see Table 1 Electron injection layer (EIL) made of ETM2, 1 nm Cathode made of aluminum, 100 nm Table 1: Structure of blue fluorescence OLED components Table 2: Results of blue fluorescent OLED devices 1b) Phosphorescent OLED components: The compounds A according to the invention can be used in the hole injection layer (HIL), the hole transport layer (HTL), the electron blocking layer (EBL), and in the emission layer (EML) as matrix material (host material) M (see Table 5) or A (see materials according to the invention). For this purpose, all materials are thermally vapor-deposited in a vacuum chamber. The emission layer always consists of at least one or more matrix materials M and a phosphorescent dopant Ir, which is admixed to the matrix material(s) by co-evaporation in a specific volume fraction. A specification such as M1:M2:Ir (55%:35%:10%) means that the material M1 is present in the layer in a volume fraction of 55%, M2 in a volume fraction of 35%, and Ir in a volume fraction of 10%. Analogously, the electron transport layer can also consist of a mixture of two materials.The exact structure of the OLEDs can be found in Table 3. The materials used to manufacture the OLEDs are shown in Table 5 or refer to the synthesis examples presented above. The OLEDs are characterized as standard. For this purpose, the electroluminescence spectra, the current efficiency (measured in cd / A), the power efficiency (measured in lm / W), and the external quantum efficiency (EQE, measured in percent) are determined as a function of the luminance, calculated from current-voltage-luminance characteristics (IUL characteristics) assuming a Lambertian radiation pattern, as well as the lifetime. The EQE is given in (%) and the voltage in (V) at a luminance of 1000 cd / m². 2The OLEDs have the following layer structure: Substrate Hole injection layer (HIL) made of HTM1 doped with 5% NDP-9 (commercially available from Novaled), 20 nm Hole transport layer (HTL), see Table 3 Electron blocking layer (EBL), see Table 3 Emission layer (EML), see Table 3 Hole blocking layer (HBL), see Table 3 Electron transport layer (ETL), made of ETM1:ETM2 (50%:50%), 30 nm Electron injection layer (EIL) made of ETM2, 1 nm Cathode made of aluminum, 100 nm Table 3: Structure of phosphorescent OLED components

[0015] Table 4: Results of phosphorescent OLED devices

[0016] Table 5: Structural formulas of the materials used

Claims

Claims 1. A compound comprising at least one structure of formula (I), where the following applies to the symbols: Z represents, identically or differently at each occurrence, Ar or R; W 1 represents, at each occurrence, the same or different, a group -C(R a ) 2-(Y) n -C(R b )2-, for a group -C(R c )=C(R c )- or an ortho-linked aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which is substituted by one or more radicals R d can be substituted; W 2 represents, at each occurrence, the same or different, a group -C(R a ) 2-(Y) n -C(R b )2-, for a group -C(R c )=C(R c )- or an ortho-linked aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which is substituted by one or more radicals R dmay be substituted; R is, identically or differently at each occurrence, H, D, OH, F, Cl, Br, I, CN, NO2, N(Ar)2, N(R e )2, C(=O)N(Ar)2, C(=O)N(R e )2, C(Ar)3, C(R e )3, Si(Ar)3, Si(R e )3, B(Ar)2, B(R e )2, C(=O)Ar, C(=O)R e , P(=O)(Ar)2, P(=O)(R e )2, P(Ar)2, P(R e )2, S(=O)Ar, S(=O)R e , S(=O)2Ar, S(=O)2R e , OSO2Ar, OSO2R e , a straight chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 20 C atoms, wherein the alkyl, alkoxy, thioalkoxy, alkenyl or alkynyl group is each substituted by one or more radicals R e may be substituted, wherein one or more non-adjacent CH2 groups are substituted by R e C=CR e , C≡C, Si(R e )2, C=O, C=S, C=Se, C=NR e, -C(=O)O-, -C(=O)NR e -, NR e , P(=O)(R e ), -O-, -S-, SO or SO2, or an aromatic or heteroaromatic ring system with 5 to 60 aromatic ring atoms, each of which is substituted by one or more radicals R e may be substituted, or an arylalkyl or heteroarylalkyl group having 5 to 60 aromatic ring atoms and 1 to 10 C atoms in the alkyl radical, which may be substituted by one or more radicals R e may be substituted; a radical R can form a ring system with another group; Ar is, identically or differently at each occurrence, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which can be substituted with one or more radicals R e may be substituted, whereby two radicals Ar which bind to the same C-atom, Si-atom, N-atom, P-atom or B-atom may also be connected by a single bond or a bridge selected from B(R e ), C(R e )2, Si(R e)2, C=O, C=NR e , C=C(R e )2, O, S, S=O, SO2, N(R e ), P(R e ) and P(=O)R e , be bridged together; R a , R b is the same or different at each occurrence: OH, F, Cl, Br, I, CN, NO2, N(Ar')2, N(R 1 )2, C(=O)N(Ar')2, C(=O)N(R 1 )2, C(Ar')3, C(R 1 )3, Si(Ar')3, Si(R 1 )3, B(Ar')2, B(R 1 )2, C(=O)Ar', C(=O)R 1 , P(=O)(Ar')2, P(=O)(R 1 )2, P(Ar')2, P(R 1 )2, S(=O)Ar', S(=O)R 1 , S(=O)2Ar', S(=O)2R 1 , OSO2Ar', OSO2R 1 , a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thio- alkoxy group having 3 to 20 C atoms, wherein the alkyl, alkoxy, thioalkoxy, alkenyl or alkynyl group is each substituted with one or more radicals R 1may be substituted, wherein one or more non-adjacent CH2 groups are substituted by R 1 C=CR 1 , C≡C, Si(R 1 )2, C=O, C=S, C=Se, C=NR 1 , -C(=O)O-, -C(=O)NR 1 - , NR 1 , P(=O)(R 1 ), -O-, -S-, SO or SO2, or an aromatic or heteroaromatic ring system with 5 to 60 aromatic ring atoms, each of which is substituted by one or more radicals R 1 may be substituted, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R 1 can be substituted; two radicals R a , R b also form a ring system with each other or with another group; n is 0 or 1, where for n = 0 the group Y is omitted and the two groups -C(R a ) 2- and -C(R b )2- are directly connected to each other; Y is the same or different at each occurrence C(R c )2, C(R c)2- C(R c )2, C(R c )=C(R c ); R c , R d , R e is, at each occurrence, the same or different: H, D, OH, F, Cl, Br, I, CN, NO2, N(Ar')2, N(R 1 )2, C(=O)N(Ar')2, C(=O)N(R 1 )2, C(Ar')3, C(R 1 )3, Si(Ar')3, Si(R 1 )3, Ge(Ar')3, Ge(R 1 )3, B(Ar')2, B(R 1 )2, C(=O)Ar', C(=O)R 1 , P(=O)(Ar')2, P(=O)(R 1 )2, P(Ar')2, P(R 1 )2, S(=O)Ar', S(=O)R 1 , S(=O)2Ar', S(=O)2R 1 , OSO2Ar', OSO2R 1 , a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 20 C atoms, wherein the alkyl, alkoxy, thioalkoxy, alkenyl or alkynyl group is each substituted with one or more radicals R 1may be substituted, wherein one or more non-adjacent CH2 groups are substituted by R 1 C=CR 1 , C≡C, Si(R 1 )2, Ge(R 1 )2, C=O, C=S, C=Se, C=NR 1 , -C(=O)O-, -C(=O)NR 1 -, NR 1 , P(=O)(R 1 ), -O-, -S-, SO or SO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, each of which is substituted by one or more radicals R 1 may be substituted, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R 1 can be substituted; two radicals R c , R d , R e also form a ring system with each other or with another group; Ar' is, identically or differently at each occurrence, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which reacts with one or more radicals R 1may be substituted, whereby two radicals Ar' which bind to the same C-atom, Si-atom, N-atom, P-atom or B-atom may also be substituted by a single bond or a bridge selected from B(R 1 ), C(R 1 )2, Si(R 1 )2, C=O, C=NR 1 , C=C(R 1 )2, O, S, S=O, SO2, N(R 1 ), P(R 1 ) and P(=O)R 1 , be bridged together; R 1 is, at each occurrence, the same or different: H, D, F, Cl, Br, I, CN, NO2, N(Ar'')2, N(R 2 )2, C(=O)Ar'', C(=O)R 2 , P(=O)(Ar'')2, P(Ar'')2, B(Ar'')2, B(R 2 )2, C(Ar'')3, C(R 2 )3, Si(Ar'')3, Si(R 2 )3, Ge(Ar'')3, Ge(R 2 )3, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 C atoms or an alkenyl group having 2 to 40 C atoms, each of which is substituted by one or more radicals R 2may be substituted, with one or more non-adjacent CH2 groups being replaced by -R 2 C=CR 2 -, -C≡C-, Si(R 2 )2, Ge(R 2 )2, C=O, C=S, C=Se, C=NR 2 , -C(=O)O-, -C(=O)NR 2 -, NR 2 , P(=O)(R 2 ), -O-, -S-, SO or SO2 and where one or more H atoms can be replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system with 5 to 60 aromatic ring atoms, each substituted by one or more radicals R 2 may be substituted, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R 2 may be substituted, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms which may be substituted with one or more radicals R 2 may be substituted, or a combination of these systems; two or more radicals R 1form a ring system, whereby one or more residues R 1 form a ring system with another part of the compound; Ar'' is at each occurrence, identically or differently, an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which with one or more radicals R 2 may be substituted, whereby two radicals Ar'' which bind to the same C-atom, Si-atom, N-atom, P-atom or B-atom may also be substituted by a single bond or a bridge selected from B(R 2 ), C(R 2 )2, Si(R 2 )2, C=O, C=NR 2 , C=C(R 2 )2, O, S, S=O, SO2, N(R 2 ), P(R 2 ) and P(=O)R 2 , be bridged together; R 2is selected, identically or differently at each occurrence, from the group consisting of H, D, F, CN, an aliphatic hydrocarbon radical having 1 to 20 C atoms or an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, in which one or more H atoms may be replaced by D, F, Cl, Br, I or CN and which may be substituted by one or more alkyl groups each having 1 to 4 carbon atoms, where two or more substituents R 2 form a ring system with each other; characterized in that at least one of the groups W 1 , W 2 for a group -C(R a ) 2-(Y) n -C(R b )2-.

2. A compound according to claim 1, comprising at least one structure of formulas (I-1) to (I-18), where the symbols Z, R a , R b and R chave the meanings given in claim 1, V represents B(R d ), C(R d )2, Si(R d )2, N(R d ), O, S, and X is N or C(R d ) stands.

3. A compound according to claim 1 or 2, characterized in that the radical Ar or R represents an aromatic or heteroaromatic ring system having 5 to 13 aromatic ring atoms, which is substituted by one or more radicals R e may be substituted..

4. A compound according to one or more of claims 1 to 3, comprising at least one structure of the formulas (II-1) to (II-8), where the symbols R a , R b , R c and R d have the meanings given in claim 1 and the following applies to the other symbols used: Y e represents, the same or different at each occurrence, B(R e ), C(R e )2, Si(R e )2, Ge(R e)2, C=O, C=NR e , C=C(R e )2, O, S, S=O, SO2, N(R e ), P(R e ) or P(=O)R e , where R e has the meaning given in claim 1, or in the case that a group binds to the structure, for B, C(R e )-, Si(R e )-; X e stands for N, CR, the same or different at each occurrence e or C, in the case of a group binding to the structure, with the proviso that not more than three of the groups X e in a cycle for N, where R e has the meaning given in claim 1; m is 0, 1, 2, 3 or 4.

5. A compound according to one or more of claims 1 to 4, comprising at least one structure of the formulas (III-1) to (III-32), where the symbols R a , R b , R c , R d and R ehave the meanings given in claim 1 and the following applies to the other symbols used: Y e represents, the same or different at each occurrence, B(R e ), C(R e )2, Si(R e )2, Ge(R e )2, C=O, C=NR e , C=C(R e )2, O, S, S=O, SO2, N(R e ), P(R e ) or P(=O)R e ; j is 0, 1 or 2; n is 0, 1, 2 or 3; m is 0, 1, 2, 3 or 4; l is 0, 1, 2, 3, 4 or 5.

6. Compound according to one or more of claims 1 to 5, characterized in that at least one radical R c , R d , R e is selected, identically or differently on each occurrence, from the group consisting of H, D, a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 20 C atoms or an aromatic or heteroaromatic ring system selected from the groups of the following formulas Ar-1 to Ar-76, or the radical R c , R d , Re is selected, identically or differently on each occurrence, from the group consisting of H, D or an aromatic or heteroaromatic ring system selected from the groups of the following formulas Ar-1 to Ar-76, and / or the group Ar' is selected, identically or differently on each occurrence, from the groups of the following formulas Ar-1 to Ar-76 where R 1 has the meanings given above, the dashed bond represents the bond to the corresponding group and furthermore: Ar 1 is at each occurrence, identically or differently, a bivalent aromatic or heteroaromatic ring system having 6 to 18 aromatic ring atoms, each of which is substituted by one or more radicals R 1 can be substituted; A is the same or different at each occurrence C(R 1 )2, NR 1 , O or S; p is 0 or 1, where p = 0 means that the group Ar 1 is not present and that the corresponding aromatic or heteroaromatic group is directly bonded to the corresponding residue; q is 0 or 1, where q = 0 means that no group A is bonded to this position and that the corresponding carbon atoms are bonded instead to residues R 1 7. A compound according to at least one of the preceding claims, characterized in that the groups R bonded to a C atom a are selected from straight-chain alkyl groups having 1 to 10 C atoms or branched or cyclic alkyl groups having 3 to 10 C atoms, each of which is substituted by one or more radicals R 1 may be substituted, whereby two or more substituents R atogether form a ring system.

8. A compound according to at least one of the preceding claims, characterized in that the groups R bonded to a C atom b are selected from straight-chain alkyl groups having 1 to 10 C atoms or branched or cyclic alkyl groups having 3 to 10 C atoms, each of which is substituted by one or more radicals R 1 may be substituted, whereby two or more substituents R a together form a ring system.

9. A compound according to at least one of the preceding claims, characterized in that the compound comprises at least one electron-transport group and / or one electron-withdrawing radical.

10. A compound according to at least one of the preceding claims, characterized in that the compound comprises at least one hole-transport group.

11. An oligomer, polymer, or dendrimer comprising one or more compounds according to any one of claims 1 to 10, wherein, instead of a hydrogen atom or a substituent, one or more bonds of the compounds to the polymer, oligomer, or dendrimer are present.

12. A formulation comprising at least one compound according to one or more of claims 1 to 10 or an oligomer, polymer, or dendrimer according to claim 11 and at least one further compound, wherein the further compound is selected from one or more solvents. 13.A composition comprising at least one compound according to one or more of claims 1 to 10 or an oligomer, polymer, or dendrimer according to claim 11 and at least one further compound selected from the group consisting of fluorescent emitters, phosphorescent emitters, emitters exhibiting TADF, host materials, electron-transport materials, electron-injection materials, hole-conductor materials, hole-injection materials, electron-blocking materials, and hole-blocking materials.

14. A process for preparing a compound according to one or more of claims 1 to 10, characterized in that a basic structure with an amino group is synthesized and at least one aromatic or heteroaromatic radical is introduced.

15. Use of a compound according to one or more of claims 1 to 10 or an oligomer, polymer, or dendrimer according to claim 11 in an electronic device. 16.Electronic device comprising at least one compound according to one or more of claims 1 to 10 or an oligomer, polymer or dendrimer according to claim 11.

17. Electronic device according to claim 16, which is an organic electroluminescent device, characterized in that the compound according to one or more of claims 1 to 10 or the oligomer, polymer or dendrimer according to claim 11 is used as host material, electron transport material, electron injection material, hole conductor material, hole injection material, electron blocking material, hole blocking material.

Images