Materials for organic electroluminescent devices

Abstract

The present invention relates to compounds that are suitable for use in electronic devices, and to electronic devices, particularly organic electroluminescent devices, containing these compounds.

Description

Materials for organic electroluminescence devices The present invention describes connections, in particular for use in electronic devices. The invention further relates to a method for producing the connections according to the invention and to electronic devices containing these connections. The design of organic electroluminescence devices, in which organic semiconductors are used as functional materials, is described, for example, in US 4539507, US 5151629, EP 0676461, WO 98 / 27136 and WO 2010 / 151006 A1. Phosphorescent organometallic complexes are frequently used as emitting materials. For quantum mechanical reasons, using organometallic compounds as phosphorescent emitters allows for up to four times the energy and power efficiency. In general, there is still room for improvement in electroluminescent devices, especially those exhibiting phosphorescence, for example, with regard to efficiency, operating voltage, and lifetime. Furthermore, organic electroluminescent devices are known that include fluorescent emitters or emitters exhibiting TADF (thermally activated delayed fluorescence). According to the state of the art, dibenzothiophene dioxides according to CN110790756 or KR2015 / 0031396 as well as according to WO2019 / 016430 are used, among other things, as matrix materials for phosphorescent emitters or as electron transport materials. The properties of organic electroluminescent devices are not solely determined by the emitters used. Other materials employed, such as matrix materials, hole-blocking materials, electron transport materials, and electron / exciton blocking materials, are also particularly important. of particular importance. Improvements to these materials can lead to significant improvements in electroluminescent devices. In general, there is still room for improvement with these materials, for example, for use as matrix materials, hole transport materials, or electron transport materials, particularly with regard to efficiency and operating voltage, but also the device's lifespan. Furthermore, OLEDs containing these compounds should exhibit high color purity. An object of the present invention is to provide compounds which are suitable for use in an organic electronic device, in particular in an organic electroluminescence device, as matrix materials or charge transport materials 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 connections that lead to a long service life, good efficiency and low operating voltage. A further object of the present invention can be seen as providing compounds suitable for use in phosphorescent or fluorescent electroluminescence devices, in particular as matrix materials. In particular, it is an object of the present invention to provide matrix materials suitable for red, yellow, and green phosphorescent electroluminescence devices. Surprisingly, it was found that certain compounds, described in more detail below, solve these problems and exhibit lower operating voltage and higher efficiency with a similar service life compared to prior art materials. The use The compounds lead to very good properties of organic electronic devices, especially organic electroluminescent devices, particularly with regard to efficiency and operating voltage. Electronic devices, especially organic electroluminescent devices, containing such compounds are therefore the subject of the present invention. The subject of the present invention is therefore a compound according to formula (1 ) where the following applies to the symbols used: R* is a group of the following formula (2), where the dashed bond represents the bond to the basic framework of formula (1 ), X is the same or different at each occurrence CR a or N or two adjacent groups X represent a group of the following formula (3), (4) or (5) provided that at least one and at most three groups X represent N; Y is the same or different at each occurrence CR a or N; A is the same or different in each occurrence NR a , 0, S or CR a 2 X 1 is the same or different in each occurrence of CR b or N with the The requirement is that a maximum of two groups X 1 stand for N, and furthermore with the proviso that X 1 C stands for when this X 1 the group R* is bound; X 2 is the same or different in each occurrence of CR b or N with the proviso that a maximum of two groups X 2 stand for N; L is a single bond or an aromatic or heteroaromatic ring system with 5 to 24 aromatic ring atoms, which may be substituted with one or more R groups; R is the same or different in each occurrence H, D, F, CI, Br, I, CN, NO2, N(R 1 )2, C(=0)N(R 1 )2, C(R1 )3, Si(R 1 )3, B(R 1 )2, C(=O)R 1 , P(=O)(R 1 )2, P(R 1 )2, S(=O)R 1 , S(=0)2R 1 , OSO2R 1 , a straight-chain alkyl, alkoxy or thioalkoxy group with 1 to 40 carbon atoms, or an alkenyl or alkynyl group with 2 to 40 carbon atoms, or a branched or cyclic alkyl, alkoxy or thioalkoxy group with 3 to 20 carbon atoms, wherein the alkyl, alkoxy, thioalkoxy, alkenyl or alkynyl group is each linked to one or more R groups 1 can be substituted, with one or more non-adjacent CH2 groups being replaced 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 ), 0, S, SO or SO2 may be replaced, or a Aromatic ring system with 6 to 60 aromatic ring atoms, each separated by one or more R groups 1may be substituted, or an electron-rich heteroaryl group with 5 to 30 aromatic ring atoms, each separated by one or more R groups 1 may be substituted, or an aryloxy or heteroaryloxy group with 5 to 60 aromatic ring atoms, separated by one or more R groups 1 can be substituted; in this process, two or more R residues can form an aliphatic, heteroaliphatic, aromatic or heteroaromatic ring system, which can be combined with one or more R residues. 1 may be substituted; R a is the same or different in each occurrence H, D, F, CI, Br, I, CN, NO2, N(R 1 )2, C(=O)N(R 1 )2, C(R 1 )3, Si(R 1 )3, B(R 1 )2, C(=O)R 1 , P(=O)(R 1 )2, P(R 1 )2, S(=O)R 1 , S(=O)2R 1 , OSO2R 1, a straight-chain alkyl, alkoxy or thioalkoxy group with 1 to 40 carbon atoms, or an alkenyl or alkynyl group with 2 to 40 carbon atoms, or a branched or cyclic alkyl, alkoxy or thioalkoxy group with 3 to 20 carbon atoms, wherein the alkyl, alkoxy, thioalkoxy, alkenyl or alkynyl group is each linked to one or more R groups 1 can be substituted, with one or more non-adjacent CH2 groups being replaced 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 ), may be replaced by O, S, SO or SO2, or an aromatic or heteroaromatic ring system with 5 to 60 aromatic ring atoms, each replaced by one or more R groups 1 may be substituted, or an aryloxy or heteroaryloxy group with 5 to 60 aromatic ring atoms, separated by one or more R groups 1It can be substituted; in this case, two or more residues R can be involved. a together they form an aliphatic, heteroaliphatic, aromatic or heteroaromatic ring system, which is joined with one or more R residues 1 may be substituted; R b is the same or different in each occurrence H, D, F, CN, N(R 1 )2, C(=O)N(R 1 )2, C(R 1 )3, Si(R 1 )3, B(R 1 )2, C(=O)R 1 , P(=O)(R 1 )2, P(R 1 )2, S(=O)R 1 , S(=O)2R 1 , OSO2R 1 , a straight-chain alkyl, alkoxy or Thioalkoxy group with 1 to 40 carbon atoms, or an alkenyl or alkynyl group with 2 to 40 carbon atoms, or a branched or cyclic alkyl, alkoxy, or thioalkoxy group with 3 to 20 carbon atoms, wherein the alkyl, alkoxy, thioalkoxy, alkenyl, or alkynyl group is each linked to one or more R groups. 1may be substituted, or an aromatic ring system with 6 to 16 aromatic ring atoms, which is modified by one or more R groups 1 may be substituted, or a heteroaryl group with 5 to 30 aromatic ring atoms, which is bonded to the dibenzothiophene dioxide backbone via a C atom, which is separated by one or more R groups 1 may be substituted, or an aryloxy or heteroaryloxy group with 5 to 60 aromatic ring atoms, separated by one or more R groups 1 It can be substituted; in this case, two or more residues R can be involved. b together they form an aliphatic, heteroaliphatic, aromatic or heteroaromatic ring system, which is joined with one or more R residues 1 may be substituted; R 1 is the same or different in each occurrence H, D, F, CI, Br, I, CN, NO2, N(R 2 )2, C(=O)R 2 , P(=O)(R 2 )2, P(R 2 )2, B(R 2 )2, C(R 2 )3, Si(R2 )3, a straight-chain alkyl, alkoxy or thioalkoxy group with 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group with 3 to 40 C atoms or an alkenyl group with 2 to 40 C atoms, each with one or more R groups 2 can be substituted, whereby one or more non-adjacent CH2 groups are replaced by R 2 C=CR 2 , C≡C, Si(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 wherein one or more H atoms may be replaced by D, F, CI, Br, I, CN or NO2, or an aromatic ring system with 6 to 60 aromatic ring atoms, each replaced by one or more R groups 2 may be substituted, or a heteroaryl group with 5 to 30 aromatic ring atoms, which is attached to the group R, R via a C atom a or R bis bound and each is bound by one or more residues R 2 may be substituted, or an aryloxy or Heteroaryloxy group with 5 to 60 aromatic ring atoms, separated by one or more R groups 2 may be substituted, or an aralkyl or heteroaralkyl group with 5 to 60 aromatic ring atoms, coupled with one or more R groups 2 can be substituted, with two or more residues R 1 together they can form an aliphatic or heteroaliphatic ring system, which includes one or more R residues. 2 may be substituted; R 2is selected in each occurrence, either the same or different, from the group consisting of H, D, F, CN, an aliphatic hydrogen carbonate residue with 1 to 20 C atoms, or an aromatic or heteroaromatic ring system with 5 to 30 aromatic ring atoms, in which one or more H atoms may be replaced by D, F, CI, Br, I or CN, and which may be substituted by one or more alkyl groups with 1 to 4 carbon atoms each, wherein two or more, preferably adjacent, substituents R 2 together form a ring system. Preferably, the present compounds can be used as active compounds in electronic devices. Active compounds are generally the organic or inorganic materials that are introduced, for example, in an organic electronic device, in particular in an organic electroluminescent device, between the anode and cathode; for example, charge injection, charge transport, or charge blocking materials, but especially matrix materials. Organic materials are preferred in this context. Adjacent carbon atoms within the meaning of the present invention are carbon atoms that are directly linked to one another. Furthermore, "adjacent residues" in the definition of residues means that these residues are bonded to the same carbon atom or to neighboring carbon atoms. These definitions apply accordingly to, among other things, the terms "adjacent groups" and "adjacent substituents". In the context of this description, the phrase "two or more residues can form a ring" means, among other things, that the two residues are linked to each other by a chemical bond involving 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 diagram: A condensed aryl group, a condensed aromatic ring system, or a condensed heteroaromatic ring system within the meaning of the present invention is a group in which two or more aromatic groups are fused, i.e., fused, to one another via a common edge, such that, for example, two carbon atoms belong to the at least two aromatic or heteroaromatic rings, as in naphthalene. In contrast, fluorene, for example, is not a condensed aryl group within the meaning of the present invention, since in fluorene the two aromatic groups do not share a common edge. Corresponding definitions apply to heteroaryl groups as well as to Condensed ring systems, which may also contain heteroatoms, but do not necessarily have to. An electron-rich heteroaryl group according to the invention contains 5 to 30 aromatic ring atoms, preferably 5 to 24 aromatic ring atoms, most preferably 5 to 14 aromatic ring atoms, and is a hole-conducting group, preferably selected from the group consisting of dibenzofurans, dibenzothiophenes, phenoxazines, phenothiazines, carbazoles, bridged carbazoles, biscarbazoles, benzcarbazoles, indenocarbazoles, indolocarbazoles, benzofurocarbazoles, benzothioenocarbazoles, dihydroacridines, dihydrophenazines, dibenzodioxins, thianthrenes, and phenoxathiines. If two or more, preferably adjacent, residues R, R a , R b and / or R 2 When two R groups form a ring system, a monocyclic or polycyclic, aliphatic, heteroaliphatic, aromatic, or heteroaromatic ring system can be formed. 1When these rings combine to form a ring system, a monocyclic or polycyclic aliphatic or heteroaliphatic ring system can be formed. An aryl group according to this invention contains 6 to 60 carbon atoms, preferably 6 to 40 carbon atoms, and particularly preferably 6 to 30 carbon atoms; a heteroaryl group according to this invention contains 2 to 60 carbon atoms, preferably 2 to 40 carbon atoms, and particularly preferably 2 to 30 carbon atoms, and at least one heteroatom, provided that the sum of the carbon atoms and heteroatoms is at least 5. The heteroatoms are preferably selected from nitrogen, oxygen, and / or sulfur. 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 fused aryl or heteroaryl group, for example, naphthalene, anthracene, phenanthrene, quinoline, isoquinoline, etc. An aromatic ring system according to this invention contains 6 to 60 carbon atoms, preferably 6 to 40 carbon atoms, and particularly preferably 6 to 30 carbon atoms in the ring system. A heteroaromatic ring system according to this invention contains 1 to 60 carbon atoms, preferably 1 to 40 carbon atoms, and particularly preferably 1 to 30 carbon atoms, and at least one heteroatom in the ring system, provided that the sum of the carbon atoms and heteroatoms is at least 5. The heteroatoms are preferably selected from nitrogen, oxygen, and / or sulfur. An aromatic or heteroaromatic ring system according to this invention is understood to be a system that does not necessarily contain only aryl or heteroaryl groups, but in which several aryl or heteroaryl groups may also be interrupted by a non-aromatic unit (preferably less than 10% of the atoms other than hydrogen), such as a carbon, nitrogen, or oxygen atom, or a carbonyl group.For example, systems such as 9,9-spirobifluorene, 9,9-diarylfluorene, triarylamine, diaryl ethers, stilbene, etc., are to be understood as aromatic ring systems within the meaning of this invention, as are systems in which two or more aryl groups are interrupted, for example, by a linear or cyclic alkyl group or by a silyl group. Furthermore, systems in which two or more aryl or heteroaryl groups are directly bonded to one another, such as biphenyl, terphenyl, quaterphenyl, or bipyridine, are also to be understood as aromatic or heteroaromatic ring systems. For the purposes of this invention, a cyclic alkyl, alkoxy or thioalkoxy group is understood to be a monocyclic, a bicyclic or a polycyclic group. Within the scope of the present invention, for example the following groups are used under a C1 to C20 alkyl group, in which individual H atoms or CH2 groups may also be substituted by the groups mentioned above: methyl, ethyl, n-propyl, i-propyl, cyclopropyl, n-butyl, i-butyl, s-butyl, t-butyl, cyclobutyl, 2-methylbutyl, n-pentyl, s-pentyl, t-pentyl, 2-pentyl, neo-pentyl, Cyclopentyl, n-Hexyl, s-Hexyl, t-Hexyl, 2-Hexyl, 3-Hexyl, neo-Hexyl, Cyclo- hexyl, 1 -Methylcyclopentyl, 2-Methylpentyl, n-Heptyl, 2-Heptyl, 3-Heptyl, 4- Heptyl, Cycloheptyl, 1 -Methylcyclohexyl, n-Octyl, 2-Ethylhexyl, Cyclooctyl, 1 - Bicyclo[2,2,2]octyl, 2-Bicyclo[2,2,2]-octyl, 2-(2,6-Dimethyl)octyl, 3-(3,7- Dimethyl)octyl, Adamantyl, Trifluor-methyl, Pentafluorethyl, 2,2,2-Tri- fluorethyl, 1 ,1 -Dimethyl-n-hex-1 -yl- 1 ,1 -Dimethyl-n-hept-1 -yl- 1 ,1 -Dimethyl- n-oct-1 -yl-, 1 ,1 -Dimethyl-n-dec-1 -yl- 1 ,1 -Dimethyl-n-dodec-1 -yl-, 1 ,1 - Dimethyl-n-tetradec-1 -y I-, 1 , 1 -Dimethyl-n-hexadec-1 -y I-, 1 , 1 -Dimethyl-n- octadec-1 -yl-, 1 , 1 -Diethyl-n-hex-1 -yl-, 1 , 1 -Diethyl-n-hept-1 -yl-, 1 , 1 -Diethyl-n- oct-1 -yl-, 1 , 1 -Diethyl-n-dec-1 -yl-, 1 ,1 -Diethyl-n-dodec-1 -yl-, 1 , 1 -Diethyl-n- tetradec-1 -yl-, 1 ,1 -Diethyln-n-hexadec-1 -yl-, 1 ,1 -Diethyl-n-octadec-1 -yl-, 1 -(n- Propyl)-cyclohex-1 -yl-, 1 -(n-Butyl)-cyclohex-l -yl-, 1 -(n-Hexyl)-cyclohex-l -yl-,1-(n-octyl)-cyclohex-1-yl- and 1-(n-decyl)-cyclohex-1-yl- are understood to be alkenyl groups. Examples of alkenyl groups include ethenyl, propenyl, butenyl, pentenyl, cyclopentenyl, hexenyl, cyclohexenyl, heptenyl, cycloheptenyl, octenyl, cyclooctenyl, and cyclooctadienyl. Examples of alkynyl groups include ethinyl, propynyl, butynyl, pentinyl, hexynyl, heptynyl, and octynyl. Examples of C1 to C40 alkoxy groups include methoxy, trifluoromethoxy, ethoxy, n-propoxy, i-propoxy, n-butoxy, i-butoxy, s-butoxy, t-butoxy, and 2-methylbutoxy. An aromatic or heteroaromatic ring system with 5 to 60, preferably 5 to 40, aromatic ring atoms, particularly preferably 5 to 30 aromatic ring atoms, which may each be further substituted with the aforementioned substituents and which may be linked via any positions on the aromatic or heteroaromatic compound, includes, for example, groups derived from benzene, naphthalene, anthracene, benzanthracene, phenanthrene, benzophenanthrene, pyrene, chrysene, perylene, fluoranthene, benzfluoranthene, naphthacene, pentacene, benzopyrene, biphenyl, biphenylene, terphenyl, terphenylene, fluorene, spirobifluorene, dihydrophenanthrene, dihydropyrene, tetrahydro- pyren, cis- oder trans-lndenofluoren, cis- oder trans-Monobenzoindeno- fluoren, cis- oder trans-Dibenzoindenofluoren, Truxen, Isotruxen, Spiro- truxen, Spiroisotruxen, Furan, Benzofuran, Isobenzofuran, Dibenzofuran, Thiophen, Benzothiophen, Isobenzothiophen, Dibenzothiophen, Pyrrol, Indol, Isoindol, Carbazol, Indolocarbazol, Indenocarbazol, 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, Benzopyridazin, Pyrimidin, Benzpyrimidin, Chinoxalin, 1 ,5 Diazaanthracen, 2,7-Diazapyren, 2,3-Diazapyren, 1 ,6 Diazapyren, 1 ,8 Diazapyren, 4,5-Diazapyren, 4,5,9,10 Tetraazaperylen, Pyrazin, Phenazin, Phenoxazin, Phenothiazin, Fluorubin, Naphthyridin,Aza-carbazole, benzocarboline, 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, 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 Benzo-thiadiazole. Preferred compounds according to the invention are compounds of formula (1) in which a maximum of two of the symbols X 1 and X 2 stand for N. A maximum of one of the symbols X is particularly preferred. 1 and X 2 for N, compounds of formula (6) are particularly preferred, in which all symbols are X 1 and X 2 for CR b stand, the symbols used have the meanings mentioned above, with the proviso that R bis not present if the group R* is bound to this position. A preferred embodiment of the invention comprises compounds of formula (6-1) to (6-4). Compounds of formula (6-1), (6-2) and (6-3) are particularly preferred. Compounds of formula (6-1) and formula (6-3) are especially preferred. In another preferred embodiment of the invention, a maximum of two residues R are present. b for a group other than H or D. A residue R is particularly preferred. b or none of the remains R b for a group other than H or D. The compounds are preferred. selected from compounds of formula (6-1 a) to (6-4f), particularly preferably from the compounds of formula (6-1 a) to (6-3e) and most preferably from the compounds of formula (6-1 a) to (6-1 e) and formula (6-3a) to (6-3e), the symbols used have the meanings mentioned above. In a preferred embodiment of formula (2), all X, whether the same or different, represent CR or N, provided that at least one and at most three X represent N. These are preferably structures of the following formula (7), where the symbols used have the meanings mentioned above, 1, 2 or 3 X stand for N and R a preferably the same or different in each occurrence represents an aromatic or heteroaromatic ring system with 5 to 40 aromatic ring atoms, which is connected to one or more R groups 1 may be substituted. Preferred embodiments of formula (7) are the groups of the following formulas (7a), (7b) and (7c), wherein the groups of formula (7a) are particularly preferred, where the symbols used have the meanings mentioned above and R apreferably the same or different in each occurrence represents an aromatic or heteroaromatic ring system with 5 to 40 aromatic ring atoms, which is joined with one or more R groups 1 may be substituted. In a further preferred embodiment of formula (2), two adjacent X represent a group of formula (3) or (4), where Y is the same or different for CR. a It stands, and of the remaining X, exactly two X represent N and the third X represents CR. a , so that it is a structure according to one of the following formulas (8) to (13), where the symbols have the meanings listed above and exactly two groups X stand for N. In a further preferred embodiment of formula (2), two adjacent X represent a group of formula (4), wherein exactly one group Y represents N and the remaining Y represent CR astand, and exactly one group X stands for N and the remaining X for CR a stand, so that it is a structure according to one of formulas (14) to (17), wherein the Symbols that have the meanings listed above, and exactly one group X and exactly one group Y represent N. In a further preferred embodiment of formula (2), two adjacent X represent a group of formula (5), where Y is equal or different for CR a It stands, and of the remaining X, exactly two X represent N and the third X represents CR. a , so that it is a structure according to one of the following formulas (18) to (21 ), where the symbols have the meanings listed above and exactly two groups X stand for N. Preferred embodiments of formulas (8) to (21) are the structures of the following formulas (8a) to (21a), where the symbols used have the meanings mentioned above and R a preferably the same or different in each occurrence for H, D or for an aromatic or heteroaromatic ring system with 5 to 40 aromatic ring atoms, which is connected to one or more R groups 1 can be substituted In a preferred embodiment of formulas (8) to (21) or (8a) to (21a), R a same or different at each occurrence H, D or for an aromatic or heteroaromatic ring system with 6 to 30 aromatic ring atoms, separated by one or more R groups 1 It can be substituted. R is particularly preferred. a H, D or an aromatic or heteroaromatic ring system with 6 to 24 aromatic ring atoms, in particular with 6 to 13 aromatic ring atoms, separated by one or more, preferably non-aromatic, residues R, in each occurrence the same or different 1It can be substituted. In formulas (8a) to (21a), R a especially preferably selected from H, D, phenyl, ds-phenyl, meta- or para-biphenyl, dibenzofuran or carbazole, wherein these groups are each joined by one or more R groups 1 They may be substituted, but are preferably unsubstituted. In a particularly preferred embodiment of formulas (18) to (21) and (18a) to (21a), A represents NR a , 0 or S, in particular 0 or NR a . In a preferred embodiment of the invention, group L represents a single bond or a bivalent aromatic or heteroaromatic ring system with 6 to 18 aromatic ring atoms, each of which may be substituted by one or more R groups. Particularly preferably, L represents a single bond or an aromatic ring system with 6 to 12 aromatic ring atoms, which may be substituted by one or more R groups, or a dibenzofuran or dibenzothiophene group, which may be substituted by one or more R groups. Most preferably, L represents a single bond, a meta- or para-linked phenylene group, which may be substituted by one or more R groups, or a dibenzofuran or dibenzothiophene group, each of which may be substituted by one or more R groups. The dibenzofuran or dibenzothiophene group is... The group is preferably linked via the 1,3-, 1,6-, 1,7-, 1,8-, 3,6-, 3,8-, or 3,9-position. The preference that L may represent a dibenzofuran or dibenzothiophene group applies particularly when the heteroaryl group of the residue R* represents a group of formula (7). L particularly preferably represents a single bond or a meta- or para-linked phenylene group or a dibenzofuran group, each of which may be substituted with one or more residues R, wherein the group R preferably represents H or D, and most preferably the group R represents H. If L represents an aromatic or heteroaromatic ring system, this is preferably selected from the structures of the following formulas (L-1) to (L-34). where the symbols used have the meanings mentioned above and the dashed bonds represent the bonds to the heteroaryl group in formula (2) and to the basic framework of the compound of formula (1). L is particularly preferred to represent a single bond, an optionally substituted phenylene or dibenzofuran group, i.e. a group of the formula (L-1 ) to (L-3) or (L19) to (L26), in particular (L-1 ), (L-2) or (L- 19) to (L26). Preferred substituents R, R are listed below. a , R b , R 1 and R 2 described in relation to the connections according to the invention. In a particularly preferred embodiment of the invention, the following advantages for R and R occur. a , R b , R 1 and R 2 simultaneously and apply to the structures of formula (1) as well as to all preferred embodiments. In a preferred embodiment of the invention, R is selected from the group consisting of H, D, F, CN, OR, either the same or different for each occurrence. 1 , a straight-chain alkyl group with 1 to 10 carbon atoms or an alkenyl group with 2 to 10 carbon atoms or a branched or cyclic alkyl group with 3 to 10 carbon atoms, wherein the alkyl or alkenyl group is each linked to one or more R groups 1 may be substituted, but is preferably unsubstituted, and wherein one or more non-adjacent CH2 groups may be replaced by 0, or an aroma- tic ring system with 6 to 30 aromatic ring atoms, each separated by one or more R groups 1 may be substituted, or an electron-rich heteroaryl group with 5 to 30 aromatic ring atoms, each separated by one or more R groups 1R can be substituted; two R groups can also form an aliphatic, aromatic, or heteroaromatic ring system. Particularly preferably, R is selected, in each instance, from the group consisting of H, D, a straight-chain alkyl group with 1 to 6 carbon atoms, especially with 1, 2, 3, or 4 carbon atoms, or a branched or cyclic alkyl group with 3 to 6 carbon atoms, wherein the alkyl group is in each case linked to one or more R groups. 1 may be substituted, but is preferably unsubstituted, or an aromatic ring system with 6 to 24 aromatic ring atoms, each of which is separated by one or more R groups 1 , preferably non-aromatic residues R 1 , may be substituted or an electron-rich heteroaryl group with 5 to 24 aromatic ring atoms, each separated by one or more R groups 1 , preferably non-aromatic residues R 1, may be substituted. Most preferably, R is selected in each occurrence, either the same or differently, from the group consisting of H, D, or an aromatic ring system with 6 to 14 aromatic ring atoms, each of which is modified by one or more residues R1, preferably non-aromatic residues R. 1 , may be substituted, or an electron-rich heteroaryl group 5 to 24 aromatic ring atoms, each separated by one or more R groups 1 , preferably non-aromatic residues R 1 , may be substituted. In particular, R is preferably selected in each occurrence, either the same or differently, from the group consisting of H, D or an aromatic ring system with 6 to 14 aromatic ring atoms, each of which is modified by one or more R groups. 1 , preferably non-aromatic residues R 1, may be substituted, or an electron-rich heteroaryl group with 5 to 14 aromatic ring atoms, each separated by one or more R groups 1 , preferably non-aromatic residues R 1 , can be substituted. In a preferred embodiment of the invention, R a The same or different selection is made from the group consisting of H, D, F, CN, OR for each occurrence. 1 , a straight-chain alkyl group with 1 to 10 carbon atoms or an alkenyl group with 2 to 10 carbon atoms or a branched or cyclic alkyl group with 3 to 10 carbon atoms, wherein the alkyl or alkenyl group is each linked to one or more R groups 1 may be substituted, but preferably is unsubstituted, and wherein one or more non-adjacent CH2 groups may be replaced by O, or an aromatic or heteroaromatic ring system with 6 to 30 aromatic ring atoms, each of which is separated by one or more R groups1 can be substituted; in this case, two residues R can be involved. a They may also form an aliphatic, aromatic, or heteroaromatic ring system together. R is particularly preferred. a The alkyl group is selected from the group consisting of H, D, a straight-chain alkyl group with 1 to 6 carbon atoms, in particular with 1, 2, 3 or 4 carbon atoms, or a branched or cyclic alkyl group with 3 to 6 carbon atoms, in each case the same or different. 1 may be substituted, but is preferably unsubstituted, or an aromatic or heteroaromatic ring system with 6 to 24 aromatic ring atoms, each separated by one or more R groups 1 , preferably non-aromatic residues R 1 , can be substituted. R is particularly preferred. aSelected from the group consisting of H, D or an aromatic or heteroaromatic ring system with 6 to 24 aromatic ring atoms, each of which is the same or different for each occurrence, and is further subdivided by one or more R groups. 1 , preferably non-aromatic residues R 1 , can be substituted. In particular, R is preferred. a Selected in the same or different ways for each occurrence from the group consisting of H, D or an aromatic or heteroaromatic ring system with 6 to 14 aromatic ring atoms, each separated by one or more R groups 1 , preferably non-aromatic residues R 1 , can be substituted. The substituents R b The dibenzothiophene dioxide base molecules are preferably selected from a group consisting of H, D, F, CN, OR, either the same or different in each occurrence. 1 , NR 1, a straight-chain alkyl group with 1 to 10 carbon atoms or an alkenyl group with 2 to 10 carbon atoms or a branched or cyclic alkyl group with 3 to 10 carbon atoms, wherein the alkyl or alkenyl group is each linked to one or more R groups 1 may be substituted, but preferably is unsubstituted, and wherein one or more non-adjacent CH2 groups may be replaced by 0, or an aromatic ring system with 6 to 16 aromatic ring atoms, each of which is replaced by one or more R groups 1 may be substituted, or a heteroaryl group with 5 to 30 aromatic ring atoms, which is bonded to the dibenzothiophene dioxide backbone via a C atom, each of which is linked by one or more R groups 1 It can be substituted. R is particularly preferred. bThe alkyl group is selected from the group consisting of H, D, a straight-chain alkyl group with 1 to 6 carbon atoms, in particular with 1, 2, 3 or 4 carbon atoms, or a branched or cyclic alkyl group with 3 to 6 carbon atoms, in each case the same or different. 1 may be substituted, but is preferably unsubstituted, or an aromatic ring system with 6 to 16 aromatic ring atoms, each separated by one or more R groups 1 , preferably non-aromatic residues R 1 , may be substituted, or a heteroaryl group with 5 to 24 aromatic ring atoms, each separated by one or more R groups 1 , preferably non-aromatic residues R 1 , can be substituted, wherein the heteroaromatic ring system is bonded to the dibenzothiophene dioxide backbone via a carbon atom. R is particularly preferred. bSelected from the group consisting of H, D or an aromatic ring system with 6 to 16 aromatic ring atoms, each separated by one or more R groups, either the same or different for each occurrence. 1 , preferably non-aromatic residues R 1 , may be substituted, or a heteroaryl group with 5 to 24 aromatic ring atoms, each separated by one or more R groups 1 , preferably non-aromatic residues R 1 , can be substituted, whereby the heteroaryl group is bonded to the dibenzothiophene dioxide backbone via a carbon atom. The non-aromatic R groups are particularly favorably oriented. 1 for H or D. Suitable aromatic or heteroaromatic ring systems R 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, which may be linked via the 1- or 2-position, indole, benzofuran, benzothiophene, carbazole, which may be linked via the 1-, 2-, 3- or 4-position or the N atom, dibenzofuran, which may be linked via the 1-, 2-, 3- or 4-position linked, indenocarbazole, indolocarbazole, benzimidazole, phenanthrene, triphenylene or a combination of two or three of these groups, each linked to one or more R groups1 may be substituted. Suitable aromatic or heteroaromatic ring systems R aare 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, which may be linked via the 1- or 2-position, indole, benzofuran, benzothiophene, carbazole, which may be linked via the 1-, 2-, 3- or 4-position or the N atom, 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, quinazoline, benzimidazole, phenanthrene, triphenylene or a combination of two or three of these groups, each with one or more residues R 1 They can be substituted. If R a Aromatic or heteroaromatic residues can also represent a heteroaryl group, especially triazine, pyrimidine, quinazoline or carbazole. 1 be favored at this heteroaryl group. Suitable aromatic or heteroaromatic ring systems R bare selected from phenyl, biphenyl, in particular ortho-, meta- or para-biphenyl, fluorene, which may be linked via the 1-, 2-, 3- or 4-position, naphthalene, which may be linked via the 1- or 2-position, indole, benzofuran, benzothiophene, carbazole, which may be linked via a carbon atom to the dibenzothiophene dioxide core, 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, which are linked via a carbon atom to the dibenzothiophene dioxide core, pyridine, pyrimidine, pyrazine, pyridazine, triazine, quinoline, quinazoline, benzimidazole, phenanthrene, or a combination of two or three of these groups, each with a or several residues R 1 They can be substituted. If R bAromatic or heteroaromatic residues can also represent a heteroaryl group, especially triazine, pyrimidine, quinazoline or carbazole. 1 be favored at this heteroaryl group. The groups R are included a In formulas (7) to (21a), when they represent an aromatic or heteroaromatic ring system, they are preferably selected from the groups of formulas R1 to R83. The groups R, when they represent an aromatic or heteroaromatic ring system, are preferably selected from the groups of formulas R-1 to R-46 and R-67 to R-75. The groups R b , if they represent an aromatic or heteroaromatic ring system, are preferably selected from the groups of formulas R-1 to R-4, R12 to R-42, R-47 to R74 and R-76 to R-83. where R 1the above-mentioned meanings, the dashed line represents the position of the group's bond and the following also applies: Ar, in each occurrence, is either the same or different, a bivalent aromatic or heteroaromatic ring system with 6 to 18 aromatic ring atoms, each of which is coupled with one or more R groups. 1 may be substituted; A 1 is the same or different in each occurrence C(R) 1 )2, NR 1 , 0 or S; with the proviso that in the groups R1-R83, which contain multiple groups A 1 exhibit at least one group A 1 for NR 1 or 0, n is 0 or 1 , where n = 0 means that there is no group A at this position. 1 is bound and instead of carbon atoms, residues R 1 bound; m is 0 or 1, where m = 0 means that the group Ar is not bound. If the above-mentioned groups R-1 to R-83 include several groups A 1 If they exhibit, then all combinations from the definition of A are suitable. 1 in question. Preferred embodiments are then those in which a group A 1 for NR 1 and the other group A 1 for C(R 1 )2 stands or in which both groups A 1 for NR 1 stand or in which both groups A 1 for 0. In a particularly preferred embodiment of the invention, groups R-1 to R-83, which represent several groups A 1 exhibit at least one group A 1 for 0 or for NR 1 . If A 1 for NR 1 The substituent R stands. 1 , which is bonded to the nitrogen atom, preferably for an aromatic or heteroaromatic ring system with 5 to 24 aromatic ring atoms, which may also be further modified by one or more R groups 2may be substituted. In a particularly preferred embodiment, this substituent R 1 the same or different in each occurrence for an aromatic or heteroaromatic ring system with 6 to 24 aromatic ring atoms, preferably with 6 to 12 aromatic ring atoms, which does not have any fused aryl groups or heteroaryl groups in which two or more aromatic or heteroaromatic 6-ring groups are directly fused to one another, and which is also characterized by one or more R groups. 2 It can be substituted. Phenyl, biphenyl, terphenyl, and quaterphenyl with linkage patterns as shown above for R-1 to R-11 are particularly preferred. listed, where these structures are divided by one or more residues R 2 They may be substituted, but are preferably unsubstituted. If A 1 for C(R 1 )2 stands, the substituents R 1, which are bonded to this carbon atom, preferably the same or different in each occurrence for a linear alkyl group with 1 to 10 C atoms or for a branched or cyclic alkyl group with 3 to 10 C atoms or for an aromatic or heteroaromatic ring system with 5 to 24 aromatic ring atoms, which may also be further divided by one or more R groups 2 It can be substituted. R is particularly preferred. 1 for a methyl group or for a phenyl group. The R groups can be 1 They also form a ring system together, leading to a spiro system. In a further preferred embodiment of the invention, R 1 same or different at each occurrence, selected from the group consisting of H, D, F, CN, OR 2, a straight-chain alkyl group with 1 to 10 carbon atoms or an alkenyl group with 2 to 10 carbon atoms or a branched or cyclic alkyl group with 3 to 10 carbon atoms, wherein the alkyl or alkenyl group is each linked to one or more R groups 2 can be substituted and wherein one or more non-adjacent CH2 groups can be replaced by O, or an aromatic or heteroaromatic ring system with 6 to 30 aromatic ring atoms, each of which is separated by one or more R groups 2 It can be substituted; in this case, two or more residues R can be involved. 2 together form an aliphatic, heteroaliphatic, aromatic, or heteroaromatic ring system. In a particularly preferred embodiment of the invention, R 1Selected from the group consisting of H, D, a straight-chain alkyl group with 1 to 6 C atoms, in particular with 1, 2, 3 or 4 C atoms, or a branched or cyclic alkyl group with 3 to 6 C atoms, wherein the alkyl group is joined with one or more R groups, either the same or different at each occurrence. 2 may be substituted, but is preferably unsubstituted, or an aromatic or heteroaromatic ring- system with 6 to 24 aromatic ring atoms, preferably with 6 to 13 aromatic ring atoms, each of which is divided by one or more R groups 2 It can be substituted, but is preferably unsubstituted. If R 1 For an aromatic or heteroaromatic ring system, it is preferably chosen from the structures shown above (R-1) to (R-83), where these structures are then replaced by R 2 instead of R 1 are substituted. In a further preferred embodiment of the invention, R2 the same or different at each occurrence H, D, F, an alkyl group with 1 to 4 C atoms or an aryl group with 6 to 10 C atoms, which may be substituted with an alkyl group with 1 to 4 C atoms, but is preferably unsubstituted. In the compounds according to the invention, which are processed by vacuum evaporation, the alkyl groups preferably have no more than five carbon atoms, particularly preferably no more than four carbon atoms, and most preferably no more than one carbon atom. For compounds processed from solution, compounds substituted with alkyl groups, in particular branched alkyl groups, with up to 10 carbon atoms, or substituted with oligoarylene groups, for example ortho-, meta-, para- or branched terphenyl or quaterphenyl groups, are also suitable. When the compounds of formula (1) 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 that 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. In particular, it is preferred that the groups R, R a , R b , R 1 and R 2 They do not contain fused aryl or heteroaryl groups in which two or more six-membered rings are directly fused to one another. Exceptions to this are phenanthrene, triphenylene, quinazoline, and quinoxaline, which, due to their higher triplet energy may be preferred despite the presence of condensed aromatic six-rings. The preferred embodiments mentioned above can be combined with one another as desired within the limitations defined in claim 1. In a particularly preferred embodiment of the invention, the preferences mentioned above occur simultaneously. Examples of suitable connections according to the above-mentioned design forms are the connections listed in the following table. The basic structure of the compounds according to the invention is known in the literature. It can be produced and functionalized according to the methods outlined in the following Schemes 1 and 2. Scheme 1: Scheme 2: Another object of the present invention is therefore a method for producing the compounds according to the invention, characterized by the following steps: (a) Synthesis of the dibenzothiophene dioxide skeleton which, instead of the substitute R*, bears a reactive leaving group, in particular CI, Br, I, triflate or a boronic acid or boronic acid ester derivative, and (b) Introduction of the substituent R* by a coupling reaction. For processing the compounds according to formula (1) or the preferred embodiments from the liquid phase, for example by spin coating or by printing processes, formulations of the The compounds according to the invention are required. A further object of the present invention is therefore formulations containing at least one compound according to formula (1) or the preferred embodiments and at least one solvent. 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 include, for example, toluene, anisole, o-, m- or p-xylene, methyl benzoate, mesitylene, tetralin, veratrol, 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, terpineol, benzothiazole, butylbenzoate, cumene, cyclohexanol, cyclohexanone, cyclohexylbenzene, decalin.Dodecylbenzol, Ethylbenzoat, Indan, NMP, p-Cymol, Phenetol, 1 ,4- Diisopropylbenzol, Di-benzylether, Diethylenglycolbutylmethylether, Tri- ethylenglycolbutyl-methylether, Diethylenglycoldibutylether, Triethylenglycol- dimethylether, Diethylenglycolmonobutylether, Tripropylenglycol- dimethylether, Tetra-ethylenglycoldimethylether, 2-lsopropylnaphthalin, Pentylbenzol, Hexyl-benzol, Heptylbenzol, Octylbenzol, 1 ,1-Bis(3,4-dimethyl- phenyl)ethan, 2-Methylbiphenyl, 3-Methylbiphenyl, 1 -Methylnaphthalin, 1- Ethylnaphthalin, Ethyloctanoat, Sebacinsäure-diethylester, Octyloctanoat, Heptylbenzol, Menthyl-isovalerat, Cyclohexylhexanoat oder Mischungen dieser Lösemittel., The compounds of formula (1) or of the preferred embodiments listed above are used according to the invention in an electronic device, in particular in an organic electroluminescent device. A further object of the present invention is therefore the use of the compounds according to formula (1) or of the preferred embodiments in an electronic device, in particular in an OLED. A further object of the present invention is an electronic device, in particular an organic electroluminescent 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 may also contain inorganic materials or layers which are composed entirely of inorganic materials. The electronic device is preferably selected from the group consisting of organic electroluminescent devices (OLEDs), 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), dye-sensitized organic solar cells (DSSCs), organic optical detectors, organic photoreceptors, organic field-quench devices (O-FQDs), light-emitting electrochemical cells (LECs), organic laser diodes (O-Lasers) and organic plasmon-emitting devices, but preferably organic electroluminescent devices (OLEDs), particularly preferably phosphorescent OLEDs. The organic electroluminescent device contains a cathode, anode, and at least one emitting layer. In addition to these layers, it may contain further layers, such as 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, which may, for example, have an exciton blocking function, may also be introduced between two emitting layers. It should be noted, however, that not every one of these layers is necessarily present. The organic electroluminescent device can thus be a The device contains one or more emitting layers. If multiple emission layers are present, they preferably exhibit several emission maxima between 380 nm and 750 nm, resulting in overall white emission. This means that different emitting compounds capable of fluorescence or phosphorescence are used in the emitting layers. Systems with three emitting layers, exhibiting blue, green, and orange or red emission, are particularly preferred. The organic electroluminescent device according to the invention can also be a tandem OLED, especially for white-emitting OLEDs. The compound according to the embodiments described above can be used in different layers, depending on the precise structure. A preferred organic electroluminescent device contains a compound according to formula (1) or the preferred embodiments described above in an emitting layer as a matrix material for phosphorescent or fluorescent emitters, or for emitters exhibiting TADF (thermally activated delayed fluorescence), particularly as a matrix material for phosphorescent emitters. The organic electroluminescent device can contain one emitting layer, or it can contain several emitting layers, wherein at least one emitting layer contains at least one compound according to the invention as a matrix material. Furthermore, the compound according to the invention can also be used in an electron transport layer and / or in a hole-blocking layer. When the compound 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, as defined in this invention, is luminescence from an excited state with higher Spin multiplicity is understood as a spin state > 1, in particular an excited triplet state. For the purposes of this application, all luminescent complexes with transition metals or lanthanides, in particular all indium, platinum and copper complexes, are to be considered phosphorescent compounds. The mixture of the compound of formula (1) or of the preferred embodiments and the emitting compound contains between 99 and 1 vol.%, preferably between 98 and 10 vol.%, particularly preferably between 97 and 60 vol.%, and especially between 95 and 80 vol.% of the compound of formula (1) or of the preferred embodiments, based on the total mixture of emitter and matrix material. Correspondingly, the mixture contains between 1 and 99 vol.%, preferably between 2 and 90 vol.%, and especially preferably between 3 and 40 vol.%, and particularly between 5 and 20 vol.% of the emitter, based on the total mixture of emitter and matrix material. Another preferred embodiment of the present invention is the use of the compound of formula (1) or the preferred embodiments as a matrix material for a phosphorescent emitter in combination with another matrix material. Suitable matrix materials that 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, etc. B. CBP (N,N-Bis-carbazolylbiphenyl) or those in WO 2005 / 039246, US 2005 / 0069729, JP 2004 / 288381, EP 1205527, WO 2008 / 086851 or WO 2013 / 041176, indolocarbazole derivatives, 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 boron esters, e.g. 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, diazasilol or tetraazasilol derivatives, e.g. according to WO 2010 / 054729, diazaphosphole derivatives, e.g. B. according to WO 2010 / 054730, bridged carbazole derivatives, e.g. according to WO 2011 / 042107, WO 2011 / 060867, WO 2011 / 088877 and WO 2012 / 143080, triphenylene derivatives, e.g. according to WO 2012 / 048781, or dibenzofuran derivatives, e.g. according to WO 2015 / 169412, WO 2016 / 015810, WO 2016 / 023608, WO 2017 / 148564 or WO 2017 / 148565. Similarly, another phosphorescent emitter, which emits at a shorter wavelength than the actual emitter, may be present in the mixture as a co-host, or a compound that does not participate in charge transport or does not participate to a significant extent, as described for example in WO 2010 / 108579. In a preferred embodiment of the invention, the materials are used in combination with another matrix material. The compounds of formula (1) or the preferred embodiments are electron-deficient compounds. Preferred co-matrix materials are therefore hole-transporting compounds, preferably selected from the group of arylamine or carbazole derivatives. Examples of compounds suitable as co-matrix materials together with the compounds according to the invention are shown below. Preferred biscarbazoles are the structures of the following formulas (22) to (28), where A 1 the above-mentioned meanings and Ar 1The compound is selected in the same or different ways for each occurrence from an aromatic or heteroaromatic ring system with 5 to 40 aromatic ring atoms, which is separated by one or more R groups. 1 can be substituted. In a preferred embodiment of the invention, A 1 for NR 1 or C(R 1 )2. Preferred embodiments of R 1 are the ones above in the definition of A 1 mentioned embodiments for R 1 Preferred embodiments of Ar 1 are the preferred structures listed above for aromatic or heteroaromatic residues R, in particular groups (R-1 ) to (R-83 ). Preferred embodiments of the compounds of formulas (22) to (28) are the compounds of the following formulas (22a) to (28a), the symbols used have the meanings mentioned above. Examples of suitable compounds according to formulas (22) to (28) are the compounds shown below. Preferred bridged carbazoles are the structures of the following formula (29), where A 1 and R have the above-mentioned meanings and A 1 The selection is preferably the same or different for each occurrence, and is made from the group consisting of NR. 1 , 0, S or C(R 1 )2where R 1 stands for an aromatic or heteroaromatic ring system with 5 to 24 aromatic ring atoms, which is coupled with one or more R groups. 2 may be substituted. Preferred dibenzofuran derivatives are the compounds of the following Formula (30), where the oxygen can also be replaced by sulfur, resulting in a dibenzothiophene, and L, R and Ar 1 the meanings mentioned above. The two groups can be Ar 1 , which bind to the same nitrogen atom, or a group of Ar 1 and a group L that binds to the same nitrogen atom can also be linked together, for example to form a carbazole. Examples of suitable dibenzofuran derivatives are the compounds shown below. Preferred carbazolamines are the structures of the following formulas (31), (32) and (33), where L, R and Ar 1 which have the meanings mentioned above. Examples of suitable carbazolamine derivatives are the compounds shown below. Suitable phosphorescent compounds (= triplet emitters) are, in particular, compounds that emit light, preferably in the visible range, upon suitable excitation and also contain at least one atom with an atomic number greater than 20, preferably greater than 38 and less than 84, and especially preferably greater than 56 and less than 80, particularly a metal with this atomic number. Compounds containing copper, molybdenum, tungsten, rhenium, ruthenium, osmium, rhodium, indium, palladium, platinum, silver, gold, or europium are preferred as phosphor emitters, especially compounds containing indium or platinum. Examples of the issuers described above can be found in 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 2010 / 031485, WO 2010 / 054731, WO 2010 / 054728, WO 2010 / 086089, 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, WO 2018 / 011186 and WO 2018 / 041769, WO 2019 / 020538, WO 2018 / 178001, WO 2019 / 115423 and WO 2019 / 158453. In general, all phosphorescent complexes such as those used for phosphorescent OLEDs according to the prior art and as known to the skilled person in the field of organic electroluminescence are suitable, and the skilled person can use further phosphorescent complexes without inventive effort. Examples of phosphorescent dopants are listed below. In the further layers of the organic electroluminescent device according to the invention, all materials commonly used in the prior art can be employed. Therefore, without any inventive effort, a person skilled in the art can use all materials known for organic electroluminescent devices in combination with the compounds according to formula (1) or the preferred embodiments described above. A further preferred organic electroluminescence device is characterized in that one or more layers are coated using a sublimation process. The materials are sublimated in vacuum sublimation systems at an initial pressure of less than 10 -5 mbar, preferably less than 10 -6 The initial pressure is vapor-deposited at mbar. However, it is also possible that the initial pressure is even lower, for example less than 10 mbar. -7 mbar. A preferred option is an organic electroluminescence device, characterized in that one or more layers are coated using the OVPD (Organic Vapor Phase Deposition) process or with the aid of carrier gas sublimation. The materials are coated at a pressure between 10 -5 Pressures of mbar and 1 bar are applied. 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. A further preferred organic electroluminescent device is characterized in that one or more layers are produced from solution, e.g., by spin coating, or by any printing process, e.g., 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 purpose, which can be obtained, for example, by suitable substitution. Hybrid processes are also possible, in which, for example, one or more layers of solution are applied and one or more further layers are vapor-deposited. These methods are generally known to the person skilled in the art and can be applied by him without inventive effort to organic electroluminescent devices containing the compounds according to formula (1 ). The materials and organic electroluminescence devices according to the invention are characterized by one or several of the following surprising advantages over the current state of affairs Technology from: 1. OLEDs containing the compounds according to formula (1) exhibit high efficiencies. This is particularly true when the compounds are used as a matrix material for a phosphorescent emitter. In particular, the compounds show improved efficiency compared to OLEDs with matrix materials that have a dibenzothiophene backbone instead of a dibenzothiphen dioxide. 2. OLEDs containing the compounds according to formula (1) result in low operating voltages. This is particularly true when the compounds are used as a matrix material for a phosphorescent emitter. In particular, the compounds exhibit a lower operating voltage compared to OLEDs with matrix materials that have a dibenzothiophene backbone instead of a dibenzothiphen dioxide. 3. OLEDs containing the compounds according to formula (1) as matrix material for phosphorescent emitters lead to long lifetimes. This is especially true when the compounds are used as matrix material for a phosphorescent emitter. 4. The compounds according to the invention can also be used with very good properties in an electron transport layer, also in combination with a fluorescent emission layer, or in a hole-blocking layer. The invention is further explained by the following examples, without being intended to limit its scope. A person skilled in the art can implement the invention in its entire disclosed area from the descriptions and manufacture further electronic devices according to the invention without any inventive effort. Synthesis examples Unless otherwise specified, the following syntheses are carried out under a protective gas atmosphere in dried solvents. The compounds according to the invention can be prepared using synthesis methods known to those skilled in the art. Example 1 a) 1-Bromo-8-iodo-dibenzothiophene-5,5-dioxide Under protective gas, 18.9 g (49 mmol) of 1-bromo-8-iodo-dibenzothiophene are placed in 0.3 L of glacial acetic acid. 33 mL (618 mmol) of 30% hydrogen peroxide solution are added dropwise to this solution, and the mixture is stirred overnight. The mixture is treated with sodium hydroxide solution, the organic phase is removed, and the solvent is depleted under vacuum. The yield is 18.2 g (34 mmol), corresponding to 89% of the theoretical yield. Similarly, the following connections are made: b) 3-Bromo-7-dibenzofuran-1-yl-dibenzothiophene-5,5-dioxide 23 g (110.0 mmol) of dibenzofuran-1-boronic acid, 46.3 g (110.0 mmol) of 3-bromo-7-iodo-dibenzothiophene-5,5-dioxide, and 21 g (210.0 mmol) of sodium carbonate are suspended in 500 mL of ethylene glycol dimethyl ether and 500 mL of water. To this suspension, 913 mg (3.0 mmol) of tri-o-tolylphosphine and then 112 mg (0.5 mmol) of palladium(II) acetate are added, and the reaction mixture is heated under reflux for 16 h. After cooling, the organic phase is separated, filtered over silica gel, washed three times with 200 mL of water, and then concentrated to dryness. The residue is recrystallized from toluene and from dichloromethane / heptane. The yield is 37.5 g (81 mmol), corresponding to 75% of the theoretical yield. Similarly, the following connections are made: Reactant 1 Reactant 2 Product Yield c) 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]dibenzothiophene-5,5-dioxide 65 g (176 mmol) of 2-(4-bromophenyl)dibenzothiophene-5,5-dioxide, 82.1 g (320 mmol) of 4,4,5,5,4',4',5',5'-octamethyl-[2,2']bi[[1,3,2]dioxaborolanyl], 52.4 g (530 mmol) of potassium acetate, and 2.8 g (12 mmol) of palladium acetate are placed in 900 mL of N,N-dimethylformamide and stirred at 100°C. After 24 hours, the reaction mixture is allowed to cool to room temperature, and the volume of the mixture is reduced to one-third under reduced pressure. Water is added, and the precipitated solid is filtered off. The mixture is washed with water, ethanol, and heptane, and further purified by filtration through a silica-packed column (THF as eluent). The solvent is then removed from the Rotavap. The yield is 44.6 g (106 mmol), corresponding to 61% of the theoretical yield. Similarly, the following connections are made: Recipient 1 Product Yield d) 2-[4-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl]dibenzothiophene-5,5-dioxide 54.3 g (130 mmol) of 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]dibenzothiophene-5,5-dioxide, 33 g (124.1 mmol) of 2-chloro-4,6-diphenyl-[1,3,5]triazine, and 79 mL (158 mmol) of Na₂CO₃ (2 M solution) are suspended in 120 mL of toulol, 120 mL of ethanol, and 100 mL of water. 2.6 g (2.2 mmol) of Pd(PPh₃)₄ are added to this suspension, and the reaction mixture is heated under reflux for 16 h. After cooling, the organic phase is separated, filtered over silica gel, washed three times with 200 mL of water, and then concentrated to dryness. The residue is recrystallized from toluene. The yield is 56 g (107 mmol), corresponding to 87% of the theoretical yield. The following connections can be obtained analogously. Reactant 1 Reactant 2 Product Yield Example 1: Manufacturing of OLEDs The following examples E1 to E25 describe the use of the compounds according to the invention in OLEDs. Pretreatment for examples E1-E23: Glass plates coated with structured ITO (indium tin oxide) of 50 nm thickness are Before coating, the glass plates are first treated with an oxygen plasma, followed by an argon plasma. These plasma-treated glass plates form the substrates onto which the OLEDs are applied. The OLEDs generally have the following layer structure: substrate / hole injection layer (HIL) / hole transport layer (HTL) / electron blocking layer (EBL) / emission layer (EML) / optional hole blocking layer (HBL) / electron transport layer (ETL) / optional electron injection layer (EIL), and finally a cathode. The cathode is formed by a 100 nm thick aluminum layer. The exact structure of the OLEDs can be found in Table 1. The materials required for the fabrication of the OLEDs are shown in Table 2. The data for the OLEDs are listed in Table 3. All materials are thermally vapor-deposited in a vacuum chamber. The emission layer always consists of at least one matrix material (host material) and an emitting dopant, which is added to the matrix material(s) by co-evaporation in a specific volume fraction. A specification such as EG1 :IC2:TER5 (55%:35%:10%) means that material EG1 is present in the layer at a volume fraction of 55%, IC2 at a volume fraction of 35%, and TER5 at a volume fraction of 10%. Similarly, the electron transport layer can also consist of a mixture of two materials. The OLEDs are characterized according to standard procedures. This includes determining the electroluminescence spectra, the external quantum efficiency (EQE, measured in %) as a function of luminance (calculated from current-voltage-luminance characteristic curves assuming a Lambertian emission characteristic), and the lifetime. The electroluminescence spectra are measured at a luminance of 1000 cd / m². 2 The color coordinates were determined and the CIE 1931 x and y color coordinates were calculated from them. The value U1000 in Table 3 denotes the voltage required for a Luminance of 1000 cd / m² 2 is required. EQE1000 denotes the external quantum efficiency, which is obtained at 1000 cd / m². 2 can be achieved. Use of mixtures according to the invention in OLEDs By using the compounds EG1 to EG11 and EG13 to EG15 according to the invention in examples E1 to E12 and E14 to E19 as matrix material in the emission layer of phosphorescent green OLEDs and EG12 in example E13 as matrix material in the emission layer of phosphorescent red OLEDs, it can be shown that the use in a mixture with a second host material IC2-IC4 achieves improved performance data of the OLEDs compared to the prior art (V1 to V12), especially with regard to efficiency and voltage. When using the compound according to the invention (EG1 , EG2, EG9 and EG10) as electron transport material in examples E20 to E23, significantly lower voltage and better efficiency and lifetime are obtained than with the substance SdT1 and SdT2 according to the prior art (examples V14 and V15). Table 1: Structure of OLEDs LUU [, on LUU|, on LUU|, on LUU|, on BONE|, is BONE|, is BONE|, is BONE|, is BONE|, is BONE|, is [9 people] BONE J, is BONE|, is BONE|, is BONE|, is BONE|, is BONE|, is BONE|, is BONE|, is BONE|, is BONE|, is — BONE J, is BONE|, is BONE|, is BONE|, is BONE|, is BONE|, is BONE|, is BONE|, is BONE|, is Tabelle 2: Strukturformeln der Materialien für OLEDs

[0125] Tabelle 3: Daten der green OLEDs

Claims

Patent claims 1. Compound according to formula (1) where the following applies to the symbols used: R* is a group of the following formula (2), where the dashed line Binding represents the binding to the basic framework of formula (1 ). X is the same or different at each occurrence CR a or N or two adjacent groups X represent a group of the following formula (3) or (4) with the proviso that at least one and at most three groups X represent N; Y is the same or different at each occurrence CR a or N A is the same or different in each occurrence NR a , 0, S or CR a 2 X 1 is the same or different in each occurrence of CR b or N with the The requirement is that a maximum of two groups X 1 stand for N, and furthermore with the proviso that X 1C stands for when this X 1 the group R* is bound; X 2 is the same or different in each occurrence of CR b or N with the proviso that a maximum of two groups X 2 stand for N; L is a single bond or an aromatic or heteroaromatic ring system with 5 to 24 aromatic ring atoms, which may be substituted with one or more R groups; R is the same or different in each occurrence H, D, F, CI, Br, I, CN, NO2, N(R 1 )2, C(=O)N(R 1 )2, C(R 1 )3, Si(R 1 )3, B(R 1 )2, C(=O)R 1 , P(=O)(R 1 )2, P(R 1 )2, S(=O)R 1 , S(=O)2R 1 , OSO2R 1, a straight-chain alkyl, alkoxy or thioalkoxy group with 1 to 40 carbon atoms, or an alkenyl or alkynyl group with 2 to 40 carbon atoms, or a branched or cyclic alkyl, alkoxy or thioalkoxy group with 3 to 20 carbon atoms, wherein the alkyl, alkoxy, thioalkoxy, alkenyl or alkynyl group is each linked to one or more R groups 1 can be substituted, with one or more non-adjacent CH2 groups being replaced 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 may be replaced, or an aromatic ring system with 6 to 60 aromatic ring atoms, each of which is replaced by one or more R groups 1 may be substituted, or an electron-rich heteroaryl group with 5 to 30 aromatic ring atoms, each separated by one or more R groups 1may be substituted, or an aryloxy or heteroaryloxy group with 5 to 60 aromatic ring atoms, separated by one or more R groups 1 can be substituted; in this process, two or more R residues can form an aliphatic, heteroaliphatic, aromatic or heteroaromatic ring system, which can be coupled with one or more R residues. 1 may be substituted; R a is the same or different in each occurrence H, D, F, CI, Br, I, CN, NO2, N(R 1 )2, C(=O)N(R 1 )2, C(R 1 )3, Si(R 1 )3, B(R 1 )2, C(=O)R 1 , P(=O)(R 1 )2, P(R 1 )2, S(=O)R 1 , S(=O)2R 1 , OSO2R 1, a straight-chain alkyl, alkoxy or thioalkoxy group with 1 to 40 carbon atoms, or an alkenyl or alkynyl group with 2 to 40 carbon atoms, or a branched or cyclic alkyl, alkoxy or thioalkoxy group with 3 to 20 carbon atoms, wherein the alkyl, alkoxy, thioalkoxy, alkenyl or alkynyl group is each linked to one or more R groups 1 can be substituted, with one or more non-adjacent CH2 groups being replaced 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 ), 0, S, SO or SO2 may be replaced, or an aromatic or heteroaromatic ring system with 5 to 60 aromatic ring atoms, each replaced by one or more R groups 1 may be substituted, or an aryloxy or heteroaryloxy group with 5 to 60 aromatic ring atoms, separated by one or more R groups 1It can be substituted; in this case, two or more residues R and / or R can be used. a together they form an aliphatic, heteroaliphatic, aromatic or heteroaromatic ring system, which is joined with one or more R residues 1 may be substituted; or a residue R or R may remain. a with a remainder R a form a ring system with one or more residues R 1 may be substituted; R b is the same or different in each occurrence H, D, F, CN, N(R 1 )2, C(=O)N(R 1 )2, C(R 1 )3, Si(R 1 )3, B(R 1 )2, C(=O)R 1 , P(=O)(R 1 )2, P(R 1 )2, S(=O)R 1 , S(=O)2R 1 , OSO2R 1, a straight-chain alkyl, alkoxy or thioalkoxy group with 1 to 40 carbon atoms, or an alkenyl or alkynyl group with 2 to 40 carbon atoms, or a branched or cyclic alkyl, alkoxy or thioalkoxy group with 3 to 20 carbon atoms, wherein the alkyl, alkoxy, thioalkoxy, alkenyl or alkynyl group is each linked to one or more R groups 1 may be substituted, or an aromatic ring system with 6 to 16 aromatic ring atoms, or a heteroaryl group with 5 to 30 aromatic ring atoms, which is attached to the dibenzothiophene dioxide backbone via a C atom is bound, each by one or more residues R 1 may be substituted, or an aryloxy or heteroaryloxy group with 5 to 60 aromatic ring atoms, separated by one or more R groups 1 It can be substituted; in this case, two or more residues R can be involved. btogether they form an aliphatic, heteroaliphatic, aromatic or heteroaromatic ring system, which is joined with one or more R residues 1 may be substituted; R 1 is the same or different in each occurrence H, D, F, CI, Br, I, CN, NO2, N(R 2 )2, C(=O)R 2 , P(=O)(R 2 )2, P(R 2 )2, B(R 2 )2, C(R 2 )3, Si(R 2 )3, a straight-chain alkyl, alkoxy or thioalkoxy group with 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group with 3 to 40 C atoms or an alkenyl group with 2 to 40 C atoms, each with one or more R groups 2 can be substituted, whereby one or more non-adjacent CH2 groups are replaced by R 2 C=CR 2 , C≡C, Si(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 wherein one or more H atoms may be replaced by D, F, CI, Br, I, CN or NO2, or an aromatic ring system with 6 to 60 aromatic ring atoms, each replaced by one or more R groups 2 may be substituted, or a heteroaryl group with 5 to 30 aromatic ring atoms, which is attached to the group R, R via a C atom a or R b is bound and each is bound by one or more residues R 2 may be substituted, or an aryloxy or heteroaryloxy group with 5 to 60 aromatic ring atoms, separated by one or more R groups 2 may be substituted, or an aralkyl or heteroaralkyl group with 5 to 60 aromatic ring atoms, coupled with one or more R groups 2 can be substituted, with two or more residues R 1 together they can form an aliphatic or heteroaliphatic ring system, which includes one or more R residues. 2may be substituted; R 2 is selected from the group consisting of H, D, F, CN, an aliphatic carbon, in each occurrence, either the same or different. hydrogen residue with 1 to 20 carbon atoms or an aromatic or heteroaromatic ring system with 5 to 30 aromatic ring atoms, in which one or more hydrogen atoms may be replaced by D, F, CI, Br, I or CN and which may be substituted by one or more alkyl groups, each with 1 to 4 carbon atoms, wherein two or more, preferably adjacent, substituents R 2 together form a ring system. Connection according to claim 1, characterized in that X 1 for CR b and / or X 2 for CR b The compound according to claim 1 or 2, characterized in that the compounds are selected from formulas (6-1) to (6-4). wherein the symbols used have the meanings mentioned in claim 1, with the proviso that R b is not present if the group R* is bound to this position. Connection according to one or more of claims 1 to 3, characterized in that the connections are selected from the Formulas (6-1 a) to (6-4f), where the symbols used are those in have the meanings mentioned in claim 1: A compound according to one or more of claims 1 to 4, characterized in that L represents a single bond or a bivalent aromatic ring system with 6 to 12 aromatic ring atoms, which may be substituted by one or more R groups, or a dibenzofuran or dibenzothiophene group, which may be substituted by one or more R groups. A compound according to one or more of claims 1 to 5, characterized in that, if L represents an aromatic or heteroaromatic ring system, it is selected from the structures of formulas (L-1) to (L-34). wherein the symbols have the meanings specified in claim 1 and the dashed bonds represent the bonds to the heteroaryl group in the group of formula (2) and to the backbone of the compound of formula (1). Compound according to one or more of claims 1 to 6, characterized in that the group of formula (2) is selected from the structures of formulas (7) to (21), wherein the symbols used have the meanings mentioned in claim 1 and in formula (7) one, two or three Xs stand for N and R a same or different at each occurrence for H, D or an aromatic or heteroaromatic ring system with 5 to 40 aromatic ring atoms, which is connected to one or more R groups 1 can be substituted, and where in formulas (8) to (13) exactly two X stand for N and R acan also occur multiple times, and where in formulas (14) to (17) exactly one group X stands for N and exactly one group Y for N, and where in formulas (18) to (21) exactly two Xs stand for N and R a can also occur multiple times. Compound according to one or more of claims 1 to 7, characterized in that the group of formula (2) is selected from the groups of formulas (7a) to (21a), wherein the symbols have the meanings mentioned in claim 1 and R a the same or different at each occurrence represents H, D or an aromatic or heteroaromatic ring system with 5 to 40 aromatic ring atoms, which is connected to one or more R groups 1 a method for producing a compound according to one or more of claims 1 to 8, characterized by the steps, (a) Synthesis of the dibenzothiophene dioxin skeleton which, instead of the substituen-'ten R*, bears a reactive leaving group, in particular CI, Br, I, triflate or a boronic acid or boronic acid ester derivative, and (b) Introduction of the substituent R* by a coupling reaction. Formulation comprising at least one compound according to one or more of claims 1 to 8 and at least one further compound and / or at least one solvent. Use of a compound according to one or more of claims 1 to 8 and / or a formulation according to claim 10 in an electronic device. Electronic device comprising at least one compound according to one or more of claims 1 to 8 and / or a formulation according to claim 10, wherein the electronic device is preferably selected from the group consisting of organic electroluminescent devices, organic integrated circuits, organic field-effect transistors, organic Thin-film transistors, organic light-emitting transistors, organic solar cells, organic optical detectors, organic photoreceptors, organic field-quench devices, light-emitting electrochemical cells, or organic laser diodes. Electronic device according to claim 12, wherein it is an organic electroluminescent device, characterized in that the device comprises an anode, a cathode, and at least one emitting layer, wherein at least one organic layer is an emitting layer, a hole transport layer, which may be an electron transport layer, hole blocking layer, electron blocking layer or another functional layer, and contains at least one compound according to one or more of claims 1 to 8.

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