Materials for organic light-emitting devices

Abstract

The present application relates to OLED materials containing indolo[3.2,1-jk]carbazole, mixtures containing these, their use in organic electronic devices and electronic devices containing these compounds, in particular organic light-emitting devices containing these compounds as matrix materials, electron transport materials or hole blocking materials.

Description

[0001] Foreignfiling_text – P24-071 - 1 - Materials for organic light-emitting devices Technical field The present invention relates to indolo[3.2,1-jk]carbazole, mixtures containing these, their 5 use in organic electronic devices and electronic devices containing these compounds, in particular organic light-emitting devices containing these compounds as matrix materials, electron transport materials or hole blocking materials. State of the art 10 Phosphorescent organometallic complexes are often used in organic electroluminescent devices (OLEDs). In general, there is still room for improvement with OLEDs, for example with regard to efficiency, operating voltage and service life. The properties of phosphorescent OLEDs are not only determined by the triplet emitters used. The other materials used, such as matrix materials, are also of particular importance here. 15 Improvements in these materials can therefore also lead to significant improvements in the OLED properties. According to the prior art, compounds containing indolo[3.2,1-jk]carbazole group or triphenylene are used as matrix materials. 20 In CN114853766, WO2017074052, WO2017074053, KR 20170034750, KR 20170113398 describe the compound containing indolo[3.2,1-jk]carbazole group as matrix materials. In WO2022182124 describe the compound containing triphenylene group as matrix 25 materials. However, there is still a need for improvement in these materials, especially for use as matrix materials. The object of the present invention is the provision of compounds which are particularly suitable for use as matrix material, electron transport material or hole 30 blocking material in a phosphorescent OLED. In particular, the object of the present invention is to provide matrix materials which, when used in an OLED, lead to an improved lifetime and to a lower capacity of the device. The desire for improved lifetime applies in particular when using a low to average emitter concentration in the light-emitting layer, i.e. at emitter concentrations in the order of 3 to 20 %, in particular from 3 to 15 %, 35 since the lifetime of the device is limited in particular here. The capacity of a device is an important parameter with regard to the achievable switching times of the device. As modern OLED screens are operated at ever higher frame rates Foreignfiling_text – P24-071 - 2 - (from the past 60Hz to today 120Hz or even 240Hz), short switching times of OLED devices are essential. An important prerequisite for this is the lowest possible capacitance both with regard to the operating voltage of the onset of the capacitance curve (beyond the level of the geometric capacitance) and with regard to the maximum capacitance 5 signal. It has now been found that this problem is solved, and the disadvantages from the prior art are eliminated, by the compound represented by following Formula (1). The use of such a compound for production of an electronic device leads to very good properties of these 10 devices, especially with regard to lifetime, especially with improved efficiency and / or operating voltage. The advantages are especially also manifested in the presence of the combination of at least one compound represented by Formula (1) as the first host material and further compound as the second host material, for example in combination with one or more compounds of the formulae (HH-1), (HH-2), (HH-3), (HH-4), (HH-5) or (HH-6). 15 Summary of the invention The present invention firstly provides a compound of formula (1) A-B-C Formula (1) 20 moiety A is represented by formula (2), moiety B is represented by formula (3), moiety C is represented by formula (4), 25 30 35 Formula (3) Foreignfiling_text – P24-071 - 3 - 5 Formula (4) where the groups and indices that occur are as follows: 10 X1to X11stand on each occurrence, identically or differently, for CR1, C or N, where one of X1to X11is C and linking point with #; Y stands on each occurrence, identically or differently, for CR3or N, where at least 15 one Y is N; R2stands on each occurrence, identically or differently, mono-substitution, di- substitution, tri-substitution, maximum possible substitution, or no substitution; 20 a, b, c, d, e, f, g and h represent the respective linking points to the formulae (2) or (4); # is the linking point at a, b, c, d, e, f, g or h of formula (3); * is the linking point at a, b, c, d, e, f, g or h of formula (3); 25 R1, R2, R3stand on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CHO, CN, N(R4)2, C(=O)R4, P(=O)(R4)2, S(=O)R4, S(=O)2R4, NO2, Si(R4)3, B(OR4)2, OSO2R4, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or branched or cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms, each of which may be substituted by one or more radicals R4, where in each case one 30 or more non-adjacent CH2groups may be replaced by R4C=CR4, C≡C, Si(R4)2, Ge(R4)2, Sn(R4)2, C=O, C=S, C=Se, P(=O)(R4), SO, SO2, O, S or CONR4and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring system having 5 to 60 ring atoms, which may in each case be substituted by one or more radicals R4, or an aryloxy group having 35 5 to 60 ring atoms, which may be substituted by one or more radicals R4, wherein two of radicals R1may form a mono- or polycyclic, aliphatic ring system or aromatic ring system, which may be substituted by one or more radicals R4; Foreignfiling_text – P24-071 - 4 - Ar1 and Ar2 stand on each occurrence, identically or differently, for an aromatic or heteroaromatic ring system having 5 to 60 ring atoms, which may in each case also be substituted by one or more radicals R5, where two adjacent substituents Ar1and Ar2may form a mono- or polycyclic, aliphatic ring system or aromatic ring 5 system, which may be substituted by one or more radicals R5, R4and R5stand on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CHO, CN, N(Ar)2, C(=O)Ar, P(=O)(Ar)2, S(=O)Ar, S(=O)2Ar, NO2, Si(R´)3, B(OR´)2, OSO2R´, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms 10 or branched or cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms, each of which may be substituted by one or more radicals R´, where in each case one or more non-adjacent CH2 groups may be replaced by R´C=CR´, C≡C, Si(R´)2, Ge(R´)2, Sn(R´)2, C=O, C=S, C=Se, P(=O)(R´), SO, SO2, O, S or CONR´ and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO2, an 15 aromatic or heteroaromatic ring system having 5 to 60 ring atoms, which may in each case be substituted by one or more radicals R´, or an aryloxy group having 5 to 60 ring atoms, which may be substituted by one or more radicals R´, where two of radicals R3, R4and R6may form a mono- or polycyclic, aliphatic ring system or aromatic ring system, which may be substituted by one or more 20 radicals R´; Ar stands on each occurrence, identically or differently, for an aromatic or heteroaromatic ring system having 5 to 40 ring atoms, which may in each case also be substituted by one or more radicals R´; 25 R´stands on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CN, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 20 C atoms or branched or cyclic alkyl, alkoxy or thioalkyl group having 3 to 20 C atoms, where in each case one or more non-adjacent CH2 groups may be replaced by SO, SO2, O, S 30 and where one or more H atoms may be replaced by D, F, Cl, Br or I, or an aromatic or heteroaromatic ring system having 5 to 24 ring atoms. The direct proximity of moiety A to moiety C causes a strong twisting of the planar aromatic rings. This results in special properties of the compounds of formula (1), in 35 particular with regard to their solubility and with regard to evaporation temperatures. These properties are suitable for better purification and a combination with hole-transporting host materials for the development of thermally stable premixed. Foreignfiling_text – P24-071 - 5 - The invention further provides a mixture comprising at least one compound of formula (1) as described above or described as preferred later on, and at least one further compound selected from the group of the matrix materials, phosphorescent emitters, fluorescent emitters and / or emitters that exhibit TADF (thermally activated delayed fluorescence). 5 The invention further provides the use of compounds of formula (1) in an organic electronic device. The invention further provides an organic electronic, preferably electroluminescent, device 10 comprising an anode, a cathode and at least one organic layer comprising at least one compound of formula (1) as described above or described as preferred later on. The invention further provides a process for producing an organic electronic, preferably electroluminescent, device as described above or as described as preferred hereinafter, 15 characterized in that the organic layer is applied by gas phase deposition or from solution. Description of the invention "D" or "D-atom" in the context of this invention means deuterium. 20 An aryl group in the context of this invention contains 6 to 60 ring atoms, preferably carbon atoms. A heteroaryl group in the context of this invention contains 5 to 60 ring atoms, where the ring atoms include carbon atoms and at least one heteroatom, with the proviso that the sum total of carbon atoms and heteroatoms adds up to at least 5. The heteroatoms are 25 preferably selected from N, O and / or S. An aryl group or heteroaryl group is understood here to mean either a simple aromatic cycle, i.e. phenyl, derived from benzene, or a simple heteroaromatic cycle, for example derived from pyridine, pyrimidine or thiophene, or a fused aryl or heteroaryl group, for example derived from naphthalene, anthracene, phenanthrene, quinoline or isoquinoline. An aryl group having 6 to 18 carbon atoms is therefore preferably 30 phenyl, naphthyl, phenanthryl or triphenylenyl, with no restriction in the attachment of the aryl group as substituent. The aryl or heteroaryl group in the context of this invention may bear one or more R radicals, where the substituent R is described below. 35 An aromatic ring system in the context of this invention contains 6 to 60 ring atoms in the ring system. The aromatic ring system also includes aryl groups as described above. An aromatic ring system having 6 to 18 carbon atoms is preferably selected from phenyl, fully deuterated phenyl, biphenyl, naphthyl, phenanthryl and triphenylenyl. Foreignfiling_text – P24-071 - 6 - A heteroaromatic ring system in the context of this invention contains 5 to 60 ring atoms and at least one heteroatom. A preferred heteroaromatic ring system has 10 to 40 ring atoms and at least one heteroatom. The heteroaromatic ring system also includes heteroaryl groups as described above. The heteroatoms in the heteroaromatic ring system 5 are preferably selected from N, O and / or S. An aromatic or heteroaromatic ring system in the context of this invention is understood to mean a system which does not necessarily contain only aryl or heteroaryl groups, but in which it is also possible for a plurality of aryl or heteroaryl groups to be interrupted by a 10 nonaromatic unit (preferably less than 10% of the atoms other than H), for example 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. shall thus also be regarded as aromatic or heteroaromatic ring systems in the context of this invention, and 15 likewise systems in which two or more aryl groups are interrupted, for example, by a linear or cyclic alkyl group or by a silyl group. In addition, systems in which two or more aryl or heteroaryl groups are bonded directly to one another, for example biphenyl, terphenyl, quaterphenyl or bipyridine, are likewise encompassed by the definition of the aromatic or heteroaromatic ring system. 20 An aromatic or heteroaromatic ring system which has 5 to 60 ring atoms and may be joined to the aromatic or heteroaromatic system via any desired positions is understood to mean, for example, groups derived from benzene, naphthalene, anthracene, benzanthracene, phenanthrene, benzophenanthrene, pyrene, chrysene, perylene, fluoranthene, 25 benzofluoranthene, naphthacene, pentacene, benzopyrene, biphenyl, biphenylene, terphenyl, terphenylene, fluorene, spirobifluorene, dihydrophenanthrene, dihydropyrene, tetrahydropyrene, cis- or trans-indenofluorene, cis- or trans-monobenzoindenofluorene, cis- or trans-dibenzoindenofluorene, truxene, isotruxene, spirotruxene, spiroisotruxene, furan, benzofuran, isobenzofuran, dibenzofuran, thiophene, benzothiophene, isobenzothiophene, 30 dibenzothiophene, pyrrole, indole, isoindole, carbazole, indolocarbazole, indenocarbazole, pyridine, quinoline, isoquinoline, acridine, phenanthridine, benzo-5,6-quinoline, benzo-6,7- quinoline, benzo-7,8-quinoline, phenothiazine, phenoxazine, pyrazole, indazole, imidazole, benzimidazole, naphthimidazole, phenanthrimidazole, pyridimidazole, pyrazinimidazole, 35 quinoxalinimidazole, oxazole, benzoxazole, naphthoxazole, anthroxazole, phenanthroxazole, isoxazole, 1,2-thiazole, 1,3-thiazole, benzothiazole, pyridazine, benzopyridazine, pyrimidine, benzopyrimidine, quinoxaline, 1,5-diazaanthracene, 2,7- diazapyrene, 2,3-diazapyrene, 1,6-diazapyrene, 1,8-diazapyrene, 4,5-diazapyrene, 4,5,9,10-tetraazaperylene, pyrazine, phenazine, phenoxazine, phenothiazine, fluorubine, Foreignfiling_text – P24-071 - 7 - naphthyridine, azacarbazole, 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, 5 purine, pteridine, indolizine and benzothiadiazole. The abbreviation Ar at each instance is in each case independently an aromatic or heteroaromatic ring system having 5 to 60 ring atoms and may be substituted by one or more R´ radicals, where the details for the aromatic ring system or heteroaromatic ring 10 system apply here correspondingly. The R’ radical or the R’ radicals has / have a definition as described above or described hereinafter. The abbreviation Ar at each instance is preferably in each case independently an aryl group which has 6 to 40 ring atoms and may be substituted by one or more R’ radicals, or a heteroaryl group having 5 to 40 ring atoms 15 and containing O or S as heteroatom, which may be substituted by one or more R’ radicals, where the details for the aryl group or heteroaryl group and R’ as described above or hereinafter are applicable correspondingly. The abbreviation Ar5 is the same or different at each instance and is an aromatic or 20 heteroaromatic ring system which has 5 to 40 ring atoms and may be substituted by one or more nonaromatic R7radicals; at the same time, two Ar5 radicals bonded to the same nitrogen atom, phosphorus atom or boron atom may also be bridged to one another by a single bond or a bridge selected from N(R7), C(R7)2, O and S, where the R7radical or the substituents R7has / have a definition as described above or hereinafter. Preferably, Ar5 is 25 an aryl group having 6 to 20 ring atoms as described above. A cyclic alkyl, alkoxy or thioalkyl group in the context of this invention is understood to mean a monocyclic, bicyclic or polycyclic group. 30 In the context of the present invention, a straight-chain alkyl group having 1 to 40 C atoms, branched or cyclic alkyl group having 3 to 40 C atoms is understood to mean, for example, the 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, neopentyl, cyclopentyl, n-hexyl, s-hexyl, 35 t-hexyl, 2-hexyl, 3-hexyl, neohexyl, cyclohexyl, 1-methylcyclopentyl, 2-methylpentyl, n- heptyl, 2-heptyl, 3-heptyl, 4-heptyl, cycloheptyl, 1-methylcyclohexyl, n-octyl, 2-ethylhexyl, cyclooctyl, 1-bicyclo[2.2.2]octyl, 2-bicyclo[2.2.2]octyl, 2-(2,6-dimethyl)octyl, 3-(3,7- dimethyl)octyl, adamantyl, trifluoromethyl, pentafluoroethyl, 2,2,2-trifluoroethyl, 1,1- dimethyl-n-hex-1-yl, 1,1-dimethyl-n-hept-1-yl, 1,1-dimethyl-n-oct-1-yl, 1,1-dimethyl-n-dec- Foreignfiling_text – P24-071 - 8 - 1-yl, 1,1-dimethyl-n-dodec-1-yl, 1,1-dimethyl-n-tetradec-1-yl, 1,1-dimethyl-n-hexadec-1-yl, 1,1-dimethyl-n-octadec-1-yl, 1,1-diethyl-n-hex-1-yl, 1,1-diethyl-n-hept-1-yl, 1,1-diethyl-n- oct-1-yl, 1,1-diethyl-n-dec-1-yl, 1,1-diethyl-n-dodec-1-yl, 1,1-diethyl-n-tetradec-1-yl, 1,1- diethyl-n-hexadec-1-yl, 1,1-diethyl-n-octadec-1-yl, 1-(n-propyl)cyclohex-1-yl, 1-(n- 5 butyl)cyclohex-1-yl, 1-(n-hexyl)cyclohex-1-yl, 1-(n-octyl)cyclohex-1-yl and 1-(n- decyl)cyclohex-1-yl radicals. An alkenyl group is understood to mean, for example, ethenyl, propenyl, butenyl, pentenyl, cyclopentenyl, hexenyl, cyclohexenyl, heptenyl, cycloheptenyl, octenyl, cyclooctenyl or 10 cyclooctadienyl. An alkynyl group includes, for example, ethynyl, propynyl, butynyl, pentynyl, hexynyl, heptynyl or octynyl. 15 A straight-chain alkoxy group having 1 to 40 C atoms or branched alkoxy group having 3 to 40 C atoms is understood to mean, for example, methoxy, trifluoromethoxy, ethoxy, n- propoxy, i-propoxy, n-butoxy, i-butoxy, s-butoxy, t-butoxy or 2-methylbutoxy. 20 A straight-chain thioalkyl group having 1 to 40 C atoms is understood to mean, for example, S-alkyl groups, for example thiomethyl, 1-thioethyl, 1-thio-i-propyl, 1-thio-n-propyl, 1-thio-i- butyl, 1-thio-n-butyl or 1-thio-t-butyl. An aryloxy or heteroaryloxy group having 5 to 60 ring atoms means O-aryl or O-heteroaryl 25 and means that the aryl or heteroaryl group is bonded via an oxygen atom, where the aryl or heteroaryl group is defined as described above. An aralkyl or heteroaralkyl group having 5 to 40 ring atoms means that an alkyl group as described above is substituted by an aryl group or heteroaryl group, where the aryl or 30 heteroaryl group is defined as described above. The wording that two or more radicals together may form a ring, in the context of the present description, shall be understood to mean, inter alia, that the two radicals are joined to one 35 another by a chemical bond. This is illustrated by the following scheme: Foreignfiling_text – P24-071 - 9 - 5 In addition, however, the abovementioned wording shall also be understood to mean that, if one of the two radicals is hydrogen, the second radical binds to the position to which the hydrogen atom was bonded, forming a ring. This shall be illustrated by the following scheme: 10 15 The compounds of formula (1) and their preferred embodiments are described below. The preferred embodiments also apply to the mixture of the invention and the organic electronic device according to the invention, the organic electroluminescent or light-emitting device. 20 Preferred embodiment of the compounds of formula (1), # is the linking point at e, f, g or h of formula (3) and * is the linking point at a, b, c, d, e, f, g or h of formula (3). Preferred embodiment of the compounds of formula (1), # and * are not linked in adjacent positions among the linking points a to h. 25 Preferred embodiment of the compounds of formula (1) are compounds of formulae (1a), 30 35 , b), Foreignfiling_text – P24-071 - 10 - 5 10 15 20 25 30 35 , Foreignfiling_text – P24-071 - 11 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 12 - 5 10 15 Formula (1u), Formula (1v), 20 wherein moiety A, moiety C, R2have a previously mentioned or below preferred meaning. Preferably, the compounds of formula (1) are compounds of formulae (1c), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) or (1v), , more preferably, the compounds of formula (1) are compounds of formula (1c), (1e), 25 (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) or (1v),, most preferably, the compounds of formula (1) are compounds of formula (1c) or (1e), wherein moiety A, moiety C, R2have a previously mentioned or below preferred meaning. In one embodiment, in formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), 30 (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) or (1v), R2stands on each occurrence, identically or differently, is preferably selected from H, D, CN, F, and an aryl and heteroaryl group having 5 to 40 ring atoms, wherein the aryl or heteroaryl group may be substituted with one or more D; is particular preferably selected from H, D, CN, and phenyl, biphenyl, terphenyl, quaterphenyl, triphenyleneyl, dibenzofuranyl and 35 dibenzothiophenyl, wherein may be substituted with one or more D; and is more preferably selected from H and D. Foreignfiling_text – P24-071 - 13 - Preferred embodiment of the moiety A according to formula (2) is represented by one of f 5 10 15 20 25 wherein # and X1to X11have a previously mentioned or below preferred meaning. Particular preferred embodiment of moiety A according to formula (2) are formulae (2-3) and (2-6), wherein # and X1to X11have a previously mentioned or below preferred 30 meaning. In one embodiment of moiety A according to formula (2), (2-1), (2-2), (2-3), (2-4), (2-5) or (2-6), X1to X11are preferely stand on each occurrence, identically or differently, for CR1or C, wherein R1has a previously mentioned or below preferred meaning. 35 In one embodiment, in formulae (2), (2-1), (2-2), (2-3), (2-4), (2-5) or (2-6), R1stands on each occurrence, identically or differently, is preferably selected from H, D, CN, F and an aryl or heteroaryl group having 5 to 40 ring atoms, wherein the aryl or heteroaryl group Foreignfiling_text – P24-071 - 14 - may be substituted with one or more D; is particular preferably selected from H, D, CN, and phenyl, biphenyl, terphenyl, quaterphenyl and triphenyleneyl, wherein may be substituted with one or more D; and is more preferably selected from H and D. 5 Preferred embodiment of the moiety C according to formula (4), two Y stands for N and one Y stands for CR3or C or all three Y stand for N, this embodiment being represented 10 , 15 20 , , , wherein *, R3, Ar1and Ar2have a previously mentioned or below preferred meaning. Particular preferred embodiment of moiety C according to formula (4) are formulae (4-1), 25 (4-3), (4-5) and (4-7), more preferably, moiety C according to formula (4) is formulae (4-1), wherein R3, Ar1 and Ar2 have a previously mentioned or below preferred meaning. In one embodiment of moiety C according to formula (4), (4-3), (4-5), (4-7), R3stands on each occurrence, identically or differently, is preferably selected from H, D, CN, F and an 30 aryl or heteroaryl group having 5 to 40 ring atoms, wherein the aryl or heteroaryl group may be substituted with one or more D; is particular preferably selected from H, D, CN, and phenyl, biphenyl, terphenyl, quaterphenyl and triphenyleneyl, wherein may be substituted with one or more D; and is more preferably selected from H and D. 35 In one bodiment of compounds of formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v), the moiety A stands for formula (4) and the symbol Y stands for N respectively, wherein Ar1 and Ar2 have a previously mentioned or subsequently preferred meaning. Foreignfiling_text – P24-071 - 15 - In one bodiment of compounds of formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v), where the moiety A is represented by formula (2), (2-1), (2-2), (2-3), (2-4), (2-5) or (2-6), and the moiety C is represented by formula (4), (4-1), (4-2), (4-3), (4-4), (4-5), (4-6) or (4-7), Ar1 5 and Ar2 stand on each occurrence, identically or differently, are preferably selected from the group Ar-1 to Ar-42, 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 16 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 18 - 5 , Y5is O, S, NAr4or C(R5)2, Z5is O, S or Se, 10 R5has a previously mentioned or subsequently preferred meaning, the dashed bond is the bond to the rest of the formulae (4), (4-1), (4-2), (4-3), (4-4), (4-5), (4-6) or (4-7), Ar4means an aryl group with 6 to 30 ring atoms or a heteroaryl group with 5 to 40 ring atoms which may be substituted with one or more R’residues, and 15 R’has a previously mentioned or subsequently preferred meaning. In one bodiment of formulae (4), (4-1), (4-2), (4-3), (4-4), (4-5), (4-6) or (4-7), R5stands on each occurrence, identically or differently, is preferably selected from H, D, F, CN, a straight-chain alkyl having 1 to 40 C atoms or branched or cyclic alkyl group having 3 to 20 40 C atoms, each of which may be substituted by one or more radicals R´, where one or more H atoms may be replaced by D, F, CN, and an aryl or heteroaryl group having 5 to 60 ring atoms, which may in each case be substituted by one or more radicals R´. In one bodiment of formulae (4), (4-1), (4-2), (4-3), (4-4), (4-5), (4-6) or (4-7), R5stands on 25 each occurrence, identically or differently, is particular preferably selected from H, D, F, CN, non-deuterated, partially deuterated or fully deuterated aryl group with 6 to 30 ring atoms and non-deuterated, partially deuterated or fully deuterated electron-rich heteroaryl group with 5 to 40 ring atoms. 30 In one bodiment of formulae (4), (4-1), (4-2), (4-3), (4-4), (4-5), (4-6) or (4-7), R5stands on each occurrence, identically or differently, is more preferably selected from H, D and non- deuterated, partially deuterated or fully deuterated, phenyl, 1,4-biphenyl, 1,3-biphenyl and 1,2-biphenyl, more preferably is selected from H and D. 35 In one bodiment of R‘ in Ar4of NAr4in the formulae Ar-15 to Ar-18 and Ar-23 to Ar-26, R‘ is preferably selected from D, F or CN, is particular perferably selected D. Foreignfiling_text – P24-071 - 19 - In one bodiment of Ar4of NAr4in the formulae Ar-15 to Ar-18 and Ar-23 to Ar-26, Ar4is preferably selected from non-deuterated, partially deuterated or fully deuterated, phenyl, 1,4-biphenyl, 1,3-biphenyl and 1,2-biphenyl . 5 In one bodiment of Y5in the formulae Ar-15 to Ar-18 and Ar-23 to Ar-26, Y5is preferably NAr4, C(CH3)2, O or S, paticular preferably O or S, most preferably O. In one bodiment of R’ in R5, R‘ is preferably selected from D, F or CN, particular perferably is D. 10 In one bodiment of Z5in Fomulae Ar-31 to Ar-36, Z5is preferably selected from O or S, particular perferably is O. In one bodiment of compounds of formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), 15 (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v), where the moiety C is represented by formula (4), (4-1), (4-2), (4-3), (4-4), (4-5), (4-6) and (4-7), Ar1 is preferably selected from the groups of Ar-1 to Ar-18 and Ar-23 to Ar-30, wherein R5has a previously mentioned or subsequently preferred meaning. 20 In one bodiment of compounds of formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v), where the moiety C is represented by formula (4), (4-1), (4-2), (4-3), (4-4), (4-5), (4-6) and (4-7), Ar1 is particular preferably selected from the groups of Ar-1 to Ar-3 and Ar-15 to Ar-18, more preferably selected from the groups of Ar-1, Ar-2, Ar-3 and Ar-16, wherein R5has a 25 previously mentioned or subsequently preferred meaning. In one bodiment of compounds of formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v), where the moiety C is represented by formula (4), (4-1), (4-2), (4-3), (4-4), (4-5), (4-6) and (4-7), Ar2 30 is preferably selected from the groups of Ar-1 to Ar-18 and Ar-23 to Ar-30, wherein R5has a previously mentioned or subsequently preferred meaning. In one bodiment of compounds of formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v), where the 35 moiety C is represented by formula (4), (4-1), (4-2), (4-3), (4-4), (4-5), (4-6) and (4-7), Ar2 is particular preferably selected from the groups of Ar-1 to Ar-3 and Ar-15 to Ar-18, more preferably selected from the groups of Ar-1, Ar-2, Ar-3 and Ar-16, wherein R5has a previously mentioned or subsequently preferred meaning. Foreignfiling_text – P24-071 - 20 - In one bodiment of compounds of formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v), where the moiety C is represented by formula (4), (4-1), (4-2), (4-3), (4-4), (4-5), (4-6) and (4-7), Ar2 is more preferably selected from non-deuterated, partially deuterated or fully deuterated, 5 phenyl, 1,4-biphenyl, 1,3-biphenyl, 1,2-biphenyl, dibenzofuran and dibenzothiophene. In one bodiment of compounds of formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v), where the moiety A is represented by formula (2), (2-1), (2-2), (2-3), (2-4), (2-5) or (2-6), and the 10 moiety C is represented by formula (4), (4-1), (4-2), (4-3), (4-4), (4-5), (4-6) and (4-7), are preferably partially or completely deuterated, i.e. at least one R1, R2or R3corresponds to a monosubstitution with D. In one bodiment of compounds of formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), 15 (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v) are partially or completely deuterated. If the compounds of formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v) are deuterated compounds, it 20 is possible in their preparation, if the preparation is chosen by reacting a non-deuterated compound of one of formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v) with a source of deuteration or if deuterated starting compounds are chosen in the preparation which are a mixture of deuterated starting compounds, to obtain a mixture of deuterated products of the same 25 basic chemical structure which differ only in the degree of deuteration and / or the deuteration patterns. Such mixtures of deuterated compounds of the same basic chemical structure of formula (1) or of the basic structure of the preferred embodiments, which differ only in the degree 30 of deuteration and / or the deuteration patterns, are understood by the term “at least one compound of formula (1)” within the meaning of the invention. In a preferred embodiment of the at least one compound of formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) 35 and (1v) as previously described or preferably described, the average degree of deuteration is at least 10 mol% to 100mol%, preferably 50mol% to 95mol%, more preferably 70mol% to 90 mol%. Foreignfiling_text – P24-071 - 21 - Corresponding deuteration methods are known to the person skilled in the art and are described, for example, in KR2016041014 A, WO2017 / 122988 A1, KR2020052820 A, KR101978651 B1 and WO2018 / 110887 A1 or in Bulletin of the Chemical Society of Japan, 2021, 94(2), 600-605 or Asian Journal of Organic Chemistry, 2017, 6(8), 1063- 5 1071. A suitable method of deuterating a compound by exchange of one or more hydrogen atoms for deuterium atoms is a treatment of the compound to be deuterated in the presence of a platinum catalyst or palladium catalyst and a deuterium source. The term 10 “deuterium source” means any compound that contains one or more deuterium atoms and is able to release them under suitable conditions. The platinum catalyst is preferably dry platinum on charcoal, preferably 5% dry platinum on charcoal. The palladium catalyst is preferably dry palladium on charcoal, preferably 5% 15 dry palladium on charcoal. A suitable deuterium source is D2O, benzene-d6, chloroform-d, acetonitrile-d3, acetone-d6, acetic acid-d4, methanol-d4 or toluene-d8. A preferred deuterium source is D2O or a combination of D2O and a fully deuterated organic solvent. A particularly preferred deuterium source is the combination of D2O with a fully deuterated organic solvent, where the fully deuterated solvent here is not restricted. Particularly 20 suitable fully deuterated solvents are benzene-d6 and toluene-d8. A particularly preferred deuterium source is a combination of D2O and toluene-d8. The reaction is preferably conducted with heating, more preferably with heating to temperatures between 100°C and 200°C.In addition, the reaction is preferably conducted under pressure. 25 Examples of suitable host materials of the formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v) are the structures given below in table 1. Table 1: 30 35 Foreignfiling_text – P24-071 - 25 - D Foreignfiling_text – P24-071 - 31 - 5 10 15 20 Particularly suitable compounds of the formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v) are the compounds E1 to E30 of table 2. 25 Table 2: 30 35 Foreignfiling_text – P24-071 - 32 - D D D 30 E10 E11 E12 35 Foreignfiling_text – P24-071 - 33 - 5 Foreignfiling_text – P24-071 - 34 - 5 10 The compounds of the invention can be prepared by synthesis steps known to those skilled in the art, for example bromination, Suzuki coupling, Ullmann coupling, Hartwig- Buchwald coupling, etc. 15 Scheme 1: 20 25 30 35 Foreignfiling_text – P24-071 - 35 - Scheme 3: 5 10 15 It is possible by these processes, if necessary followed by purification, for example recrystallization or sublimation, to obtain the compounds of the formula (1) in high purity, preferably more than 99% (determined by means of1H NMR and / or HPLC). For the processing of the compounds of the invention from liquid phase, for example by 20 spin-coating or by printing methods, formulations of the compounds of the invention or of mixtures of compounds of the invention with further functional materials, such as matrix materials, fluorescent emitters, phosphorescent emitters and / or emitters that exhibit TADF, are required. These formulations may, for example, be solutions, dispersions or emulsions. For this purpose, it may be preferable to use mixtures of two or more solvents. 25 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, especially 3-phenoxytoluene, (-)-fenchone, 1,2,3,5- tetramethylbenzene, 1,2,4,5-tetramethylbenzene, 1-methylnaphthalene, 2- methylbenzothiazole, 2-phenoxyethanol, 2-pyrrolidinone, 3-methylanisole, 4- 30 methylanisole, 3,4-dimethylanisole, 3,5-dimethylanisole, acetophenone, α-terpineol, benzothiazole, butyl benzoate, cumene, cyclohexanol, cyclohexanone, cyclohexylbenzene, decalin, dodecylbenzene, ethyl benzoate, indane, NMP, p-cymene, phenetole, 1,4-diisopropylbenzene, dibenzyl ether, diethylene glycol butyl methyl ether, triethylene glycol butyl methyl ether, diethylene glycol dibutyl ether, triethylene glycol 35 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 Foreignfiling_text – P24-071 - 36 - octanoate, diethyl sebacate, octyl octanoate, heptylbenzene, menthyl isovalerate, cyclohexyl hexanoate or mixtures of these solvents. A suitable formulation is a formulation containing at least one compound according to the 5 invention, as described above, or a mixture according to the invention, as described below, and at least one solvent. The solvent can be a solvent mentioned above or a mixture of these solvents. The inventive compounds of the formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), 10 (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v) as described above or described as preferred, are suitable for use in an organic electroluminescent device, especially as matrix material. When the compound of the invention is used as matrix material or, synonymously, host 15 material in an emitting layer, it is preferably used in combination with a further compound. The invention therefore further provides a mixture comprising at least one compound of the formula (1) or at least one preferred compound of one of the formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), 20 (1t), (1u) and (1v), or a compound from table 1 or one of compounds E1 to E30 and at least one further compound selected from the group of the matrix materials, phosphorescent emitters, fluorescent emitters and / or emitters that exhibit TADF (thermally activated delayed fluorescence). Suitable matrix materials and emitters that can be used in this mixture of the invention are described hereinafter. 25 The present invention further provides an organic electronic device comprising an anode, a cathode and at least one organic layer, comprising at least one compound of the formula (1), or at least one preferred compound of one of the formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) 30 and (1v), or a compound from table 1 or one of compounds E1 to E30. The organic electronic device may be selected, for example, from organic integrated circuits (OICs), organic field-effect transistors (OFETs), organic thin-film transistors (OTFTs), organic electroluminescent devices, organic solar cells (OSCs), organic optical 35 detectors, organic photoreceptors. The organic electronic device is preferably an organic electroluminescent device. Foreignfiling_text – P24-071 - 37 - The organic electroluminescent device (synonymous with organic electroluminescence device) of the invention is, for example, an organic light-emitting transistor (OLET), an organic field quench device (OFQD), an organic light-emitting electrochemical cell (OLEC, LEC, LEEC), an organic laser diode (O-laser) or an organic light-emitting diode (OLED). 5 The organic electroluminescent device of the invention is especially an organic light- emitting diode or an organic light-emitting electrochemical cell. The device of the invention is more preferably an OLED. The organic layer of the device of the invention preferably comprises, as well as a light- 10 emitting layer (EML), a hole injection layer (HIL), a hole transport layer (HTL), a hole blocker layer (HBL), an electron transport layer (ETL), an electron injection layer (EIL), an exciton blocker layer, an electron blocker layer and / or charge generation layers. It is also possible for the device of the invention to include two or more layers from this group, preferably selected from EML, HIL, HTL, ETL, EIL and HBL. It is likewise possible for 15 interlayers having an exciton-blocking function, for example, to be introduced between two emitting layers. If a plurality of emission layers are present, these preferably have several emission maxima between 380 nm and 750 nm overall, such that the overall result is white emission; in other words, various emitting compounds which may fluoresce or 20 phosphoresce are used in the emitting layers. It is also possible for two or more fluorescent and / or phosphorescent compounds to be present in an emitting layer. Especially preferred are systems having three emitting layers, where the three layers show blue, green and orange or red emission. As an alternative to the combination as described above, an emitting layer may also show yellow emission. Combinations of this 25 kind are known to those skilled in the art. The organic electroluminescent device of the invention may also be a tandem electroluminescent device, especially for white-emitting OLEDs. The device may also comprise inorganic materials or else layers formed entirely from 30 inorganic materials. A large number of materials known in the prior art are suitable for use in the layers of the organic electroluminescent device described above. When selecting materials, common considerations regarding the chemical and physical properties of the materials must be 35 made, as the materials in an organic electroluminescent device interact with each other. This relates, for example, to the energy levels of the orbitals (HOMO, LUMO) or else the triplet and singlet energy levels, but also other material properties. Foreignfiling_text – P24-071 - 38 - The inventive compound of the formula (1) as described above or as described as preferred can be used in different layers, according to the exact structure. Preference is given to an organic electroluminescent device comprising a compound of formula (1) or the above-recited preferred embodiments in an emitting layer as matrix material for 5 fluorescent emitters, phosphorescent emitters or for emitters that exhibit TADF (thermally activated delayed fluorescence), especially for phosphorescent emitters. In addition, the compound of the invention can also be used in an electron transport layer and / or in a electron injecting layer and / or in a hole blocker layer. Particular preference is given to using the compound of the invention as matrix material in an emitting layer or as electron 10 transport material or electron injecting material or hole blocker material in an electron transport layer, electron injecting layer or a hole blocker layer. The present invention further provides an organic electronic device as described above, wherein the organic layer comprises at least one light-emitting layer comprising at least 15 one compound of the formula (1), or at least one preferred compound of one of the formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v), or a compound from table 1 or one of compounds E1 to E30. 20 In one embodiment of the invention, for the device of the invention, at least one further matrix material is selected in the light-emitting layer, and this is used together with compounds of the formula (1) as described above or described as preferred or with the compounds from table 1 or the compounds E1 to E30. 25 The present invention accordingly further provides an organic electronic device as described above, wherein the organic layer comprises at least one light-emitting layer comprising at least one compound of the formula (1), or at least one preferred compound of one of the formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v), or a compound from table 1 or 30 one of compounds E1 to E30, and at least one further matrix material. The present invention accordingly further provides an organic electronic device as described above, wherein the organic layer comprises at least one light-emitting layer comprising at least one compound of the formula (1), or at least one preferred compound 35 of one of the formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v), or a compound from table 1 or one of compounds E1 to E30, and two further matrix materials. Foreignfiling_text – P24-071 - 39 - Suitable matrix materials that can be used in combination with the compounds of the invention are aromatic ketones, aromatic phosphine oxides or aromatic sulfoxides or sulfones, triarylamines, carbazole derivatives, biscarbazoles, indolocarbazole derivatives, indenocarbazole derivatives, azacarbazole derivatives, bipolar matrix materials, 5 azaboroles or boronic esters, triazine derivatives, zinc complexes, diazasilole or tetraazasilole derivatives, diazaphosphole derivatives, bridged carbazole derivatives, triphenylene derivatives or dibenzofuran derivatives. It is likewise possible for a further phosphorescent emitter having shorter-wavelength emission than the actual emitter to be present as co-host in the mixture, or a compound not involved in charge transport to a 10 significant extent, if at all, for example a wide band-gap compound. A wide-band gap material is understood herein to mean a material within the scope of the disclosure of US 7,294,849 which is characterized by a band gap of at least 3.5 eV, the band gap being understood to mean the gap between the HOMO and LUMO energy of a 15 material. Particularly suitable hole-transporting materials that can advantageously be combined with compounds of the formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v) as described above or 20 described with preference, in a mixed matrix system may be selected from the compounds of the formulae (HH-1), (HH-2), (HH-3), (HH-4), (HH-5) or (HH-6), as described hereinafter. The invention accordingly further provides an organic electronic device comprising an 25 anode, a cathode and at least one organic layer comprising at least one light-emitting layer, wherein the at least one light-emitting layer comprises at least one compound of the formula (1) as matrix material 1, as described above or as described with preference, and at least one compound of the formulae (HH-1), (HH-2), (HH-3), (HH-4), (HH-5) or (HH-6) as matrix material 2, 30 35 Formula (HH-1), Foreignfiling_text – P24-071 - 40 - 5 10 15 20 25 30 35 where the symbols and indices used are as follows: A1is C(R7)2, NR7, O or S; Foreignfiling_text – P24-071 - 41 - L is a bond, O, S, C(R7)2or NR7; A at each instance is independently a group of the formula (HH-4-1) or (HH-4-2), 5 10 , Formula (HH-4-1) Formula (HH-4-2); X2is the same or different at each instance and is CH, CR6or N, where not more than 2 symbols X2can be N; * indicates the binding site to the formula (HH-4); 15 U1, U2where they occur are a bond, O, S, C(R7)2or NR7; R6at each instance is the same or different and is D, F, CN, a straight-chain alkyl group having 1 to 20 carbon atoms or an alkenyl or alkynyl group having 2 to 20 carbon atoms or a branched or cyclic alkyl group having 3 to 20 carbon atoms, where the alkyl, alkenyl or alkynyl group made in each case be substituted by 20 one or more R7radicals and where one or more nonadjacent CH2groups may be replaced by Si(R7)2, C=O, NR7, O, S or CONR7, or an aromatic or heteroaromatic ring system which has 5 to 60 ring atoms and may be substituted in each case by one or more R7radicals; it is also possible here for two R6radicals together to form an aromatic, heteroaromatic, aliphatic or heteroaliphatic ring system; 25 Ar5is the same or different at each instance and is independently an aromatic or heteroaromatic ring system which has 5 to 40 ring atoms and may be substituted by one or more R7radicals; R7is the same or different at each instance and is D, F, Cl, Br, I, N(R8)2, CN, NO2, OR8, SR8, Si(R8)3, B(OR8)2, C(=O)R8, P(=O)(R8)2, S(=O)R8, S(=O)2R8, OSO2R8, a 30 straight-chain alkyl group having 1 to 20 carbon atoms or an alkenyl or alkynyl group having 2 to 20 carbon atoms or a branched or cyclic alkyl group having 3 to 20 carbon atoms, where the alkyl, alkenyl or alkynyl group may in each case be substituted by one or more R8radicals and where one or more nonadjacent CH2groups may be replaced by Si(R8)2, C=O, NR8, O, S or CONR8, or an aromatic or 35 heteroaromatic ring system which has 5 to 40 ring atoms and may be substituted in each case by one or more R8radicals where the R8radical is not H; at the same time, two or more R7radicals together may form an aromatic, heteroaromatic, aliphatic or heteroaromatic ring system; preferably, the R7radicals do not form any such ring system; Foreignfiling_text – P24-071 - 42 - R8is the same or different at each instance and is H, D, F or an aliphatic, aromatic or heteroaromatic organic radical, especially a hydrocarbyl radical, having 1 to 20 carbon atoms, in which one or more hydrogen atoms may also be replaced by F; c, c1, c2 at each instance are each independently 0 or 1, where the sum total of the 5 indices at each instance c+c1+c2 = 1; d, d1, d2 at each instance are each independently 0 or 1, where the sum total of the indices at each instance d+d1+d2 = 1; q, q1, q2 at each instance is independently 0, 1, 2, 3 or 4; s is the same or different at each instance and is 0, 1, 2, 3 or 4; 10 t is the same or different at each instance and is 0, 1, 2 or 3; u is the same or different at each instance and is 0, 1 or 2; u1, u2 at each instance are each independently 0 or 1, where the sum total u1 + u2 = 1; and v is 0, 1, 2 or 3. 15 Preferred compounds of formula (HH-5) are compounds of formulae (HH-5-A) to (HH-5- 20 25 30 , 35 Foreignfiling_text – P24-071 - 43 - 5 10 15 20 where Ar5, R6, s and u have a meaning ad described before or preferably described before. In compounds of the formulae (HH-1), (HH-2), (HH-3), (HH-5), (HH-5-A), (HH-5-B), (HH-5- 25 C), (HH-5-D), (HH-5-E) or (HH-6), s is preferably 0 or 1 when the R6radical is not D, or more preferably 0. In compounds of the formulae (HH-1), (HH-2) or (HH-3), t is preferably 0 or 1 when the R6radical is not D, or more preferably 0. In compounds of the formulae (HH-1), (HH-2), (HH-3), (HH-5), (HH-5-A), (HH-5-B), (HH-5- 30 C), (HH-5-D) or (HH-5-E), u is preferably 0 or 1 when the R6radical is not D, or more preferably 0. The sum total of the indices s, t and u in compounds of the formulae (HH-1), (HH-2), (HH- 3), (HH-5), (HH-5-A), (HH-5-B), (HH-5-C), (HH-5-D), (HH-5-E) or (HH-6) is preferably not more than 6, especially preferably not more than 4 and more preferably not more than 2. 35 This is preferably the case when R6is not D. In compounds of the formula (HH-4), c, c1, c2 at each instance are each independently 0 or 1, where the sum total of the indices at each instance c+c1+c2 is 1. c2 is preferably defined as 1. Foreignfiling_text – P24-071 - 44 - In compounds of the formula (HH-4), L is preferably a single bond or C(R7)2where R7has a definition given above; more preferably, L is a single bond. In formula (HH-4-1), v is preferably 0 or 1 when the R6radical is not D. In formula (HH-4-2), U1or U2where they occur are preferably a single bond or C(R7)25 where R7as a definition given above; more preferably, U1or U2where they occur are a single bond. In formula (HH-4-2), q, q1, q2 are preferably 0 or 1 when the R6radical is not D. In a preferred embodiment of the compounds of the formulae (HH-1), (HH-2), (HH-3), 10 (HH-4), (HH-5), (HH-5-A), (HH-5-B), (HH-5-C), (HH-5-D), (HH-5-E) or (HH-6) that can be combined in accordance with the invention with compounds of the formula (1) or preferred compounds of the formula (1), as described above, R6is the same or different at each instance and is selected from the group consisting of D, F, CN, a straight-chain alkyl group having 1 to 20 carbon atoms or a branched or cyclic alkyl group having 3 to 20 15 carbon atoms, where the alkyl group may in each case be substituted by one or more R7radicals, or an aromatic heteroaromatic ring system which has 5 to 60 ring atoms, preferably 5 to 40 ring atoms, and may be substituted in each case by one or more R7radicals. 20 In a preferred embodiment of the compounds of the formulae (HH-1), (HH-2), (HH-3), (HH-4), (HH-5), (HH-5-A), (HH-5-B), (HH-5-C), (HH-5-D), (HH-5-E) or (HH-6) that can be combined in accordance with the invention with compounds of the formula (1) or preferred compounds of the formula (1), as described above, R6is the same or different at each instance and is selected from the group consisting of D or an aromatic heteroaromatic ring 25 system which has 6 to 30 ring atoms and may be substituted by one or more R7radicals. Preferably, Ar5in compounds of the formulae (HH-1), (HH-2), (HH-3), (HH-5), (HH-5-A), (HH-5-B), (HH-5-C), (HH-5-D), (HH-5-E) or (HH-6) is selected from phenyl, biphenyl, especially ortho-, meta- or para-biphenyl, terphenyl, especially ortho-, meta- or para- 30 terphenyl or branched terphenyl, quaterphenyl, especially ortho-, meta- or para- quaterphenyl or branched quaterphenyl, fluorenyl which may be joined via the 1, 2, 3 or 4 position, spirobifluorenyl which may be joined via the 1, 2, 3 or 4 position, naphthyl, especially 1- or 2-bonded naphthyl, or radicals derived from indole, benzofuran, benzothiophene, carbazole which may be joined via the 1, 2, 3 or 4 position, dibenzofuran 35 which may be joined via the 1, 2, 3 or 4 position, dibenzothiophene which may be joined 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 may be substituted by one or more R7radicals. Ar5is preferably deuterated, but not further substituted. Foreignfiling_text – P24-071 - 45 - When A1in formula (HH-2) or (HH-3) or (HH-6) is NR7, the substituent R7bonded to the nitrogen atom is preferably an aromatic or heteroaromatic ring system which has 5 to 24 ring atoms and may also be substituted by one or more R8radicals. In a particularly 5 preferred embodiment, this substituent R7is the same or different at each instance and is an aromatic or heteroaromatic ring system having 6 to 24 ring atoms, especially having 6 to 18 ring atoms. Preferred embodiments of R7are phenyl, biphenyl, terphenyl and quaterphenyl, which are preferably unsubstituted, and radicals derived from triazine, pyrimidine and quinazoline, which may be substituted by one or more R8radicals where 10 the R8radical is not H. When A1in formula (HH-2) or (HH-3) or (HH-6) is C(R7)2, the substituents R7bonded to this carbon atom are preferably the same or different at each instance and are a linear alkyl group having 1 to 10 carbon atoms or a branched or cyclic alkyl group having 3 to 10 15 carbon atoms or an aromatic or heteroaromatic ring system having 5 to 24 ring atoms, which may also be substituted by one or more R8radicals where the R8radical is not H. Most preferably, R7is a methyl group or a phenyl group. In this case, the R7radicals together may also form a ring system, which leads to a spiro system. 20 In a preferred embodiment of the compounds of the formulae (HH-1), (HH-2), (HH-3), (HH-4), (HH-5), (HH-5-A), (HH-5-B), (HH-5-C), (HH-5-D), (HH-5-E) and (HH-6), these compounds are partly or fully deuterated, more preferably fully deuterated. The preparation of the compounds of the formulae (HH-1), (HH-2), (HH-3), (HH-4), (HH- 25 5), (HH-5-A), (HH-5-B), (HH-5-C), (HH-5-D), (HH-5-E) and (HH-6) is generally known, and some of the compounds are commercially available. Compounds of the formula (HH-4) are disclosed, for example, in WO2021 / 180614, pages 110 to 119, especially as examples on pages 120 to 127. The preparation thereof is 30 disclosed in WO2021 / 180614 A1 on page 128, and in the synthesis examples on pages 214 to 218. The preparation of the triarylamines of the formula (HH-6) is known to the person skilled in the art, and some of the compounds are commercially available. 35 If the at least one further matrix material is a deuterated compound, it is possible that this at least one matrix material is a mixture of deuterated compounds of the same basic chemical structure, which differ only in the degree of deuteration and / or the deuteration Foreignfiling_text – P24-071 - 46 - pattern. The remarks on deuterated mixtures and on the preparation of deuterated materials, as previously described for compounds of formula (1), apply here accordingly. In a preferred embodiment of the at least one further matrix material, this is a mixture of 5 deuterated compounds of the formulae (HH-1), (HH-2), (HH-3), (HH-4), (HH-5), (HH-5-A), (HH-5-B), (HH-5-C), (HH-5-D), (HH-5-E) or (HH-6), as described above, wherein the average deuteration level of these compounds is at least 50mol% to 90mol%, preferably 70mol% to 100mol%. 10 Examples of suitable further matrix materials for a combination with compounds of the formula (1), as described above or described as preferred, are the compounds described in WO2019 / 229011 A1, table 3, pages 137 to 203, which may also be partly or fully deuterated. 15 Examples of suitable further matrix materials for a combination with compounds of the formula (1) or preferred compounds of the formula (1), as described above or described as preferred, are the compounds described in WO2021 / 180625 A1, table 3, pages 131 to 137, and in table 4, pages 137 to 139, which may also be partly or fully deuterated. 20 Examples of suitable further matrix materials for a combination with compounds of the formula (1) or preferred compounds of the formula (1), as described above or described as preferred, are the compounds described in KR20230034896 A, on pages 42 to 47, compounds [2-1] to [2-110], or on pages 49 to 51, compounds [3-1] to [3-26]. 25 Examples of suitable further matrix materials for a combination with compounds of the formula (1) or preferred compounds of the formula (1), as described above or described as preferred, are the compounds described in KR20230154750 A, on pages 39 to 49, compounds [B-1] to [B-243], or on pages 49 to 53, compounds [C-1] to [C-102], or on pages 54 to 57, compounds [D-1] bis [D-120]. 30 Examples of suitable further matrix materials for a combination with compounds of formula (1) or preferred compounds of formula (1), as previously described or preferably described, are the compounds described in US2023172065 A, on pages 413 to 434. 35 Examples of suitable further matrix materials for a combination with compounds of formula (1) or preferred compounds of formula (1), as previously described or preferably described, are the compounds described in US2023172065 A, on pages 413 to 434. Foreignfiling_text – P24-071 - 47 - For a combination with compounds of the formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) or (1v), as described above or described with preference, especially suitable compounds are those of the formula (HH-1) and / or of the formula (HH-4) and / or of the formulae (HH-5), (HH-5-A), 5 (HH-5-B), (HH-5-C), (HH-5-D) and (HH-5-E), as described above or described as preferred. In the subgroup of compounds of the formula (HH-5), selected from compounds of the formulae (HH-5-A), (HH-5-B), (HH-5-C), (HH-5-D), (HH-5-E), compounds of the formulae (HH-5A, (HH-5-B) and (HH-5-D) are preferred; compounds of the formula (HH-5- A) being particularly preferred. 10 For a combination with compounds of the formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) or (1v), as described above or described with preference, especially suitable compounds are those of the formulae (HH-1), (HH-4) and / or (HH-5). 15 For a combination with a compound of the formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) or (1v), as described above or described with preference, very particular preference is given to compounds of the formula (HH-4) or (HH-5) or (HH-5-A). 20 Further examples of suitable host materials of the formulae (HH-1), (HH-2), (HH-3), (HH- 4), (HH-5), (HH-5-A), (HH-5-B), (HH-5-C), (HH-5-D), (HH-5-E) and (HH-6) for a combination with compounds of the formula (1) or preferred compounds of the formula (1), as described above or described as preferred, are the structures in table 3 and table 4 25 that are given below. Table 3: 30 35

[0002]

[0003] Foreignfiling_text – P24-071 - 65 - n in the above Table 3 means the number of D atoms in the respective compound and is 0 or D1 to Dmax, preferably D1 to Dmax If n = 0, this means that it is a non-deuterated compound. n = D1 means that one H atom in the respective compound is replaced by a D atom. Dmax means the maximum number of D atoms that is possible in the respective 5 compound. The maximum number Dmax can vary from compound to compound. Depending on the compound, Dmax can assume the following values: 20, 24, 26, 28, 30, 31, 32, 34, 35, 36, 37, 38 and 40. Particularly suitable compounds of the formulae (HH-1), (HH-2), (HH-3), (HH-4), (HH-5), 10 (HH-5-A), (HH-5-B), (HH-5-C), (HH-5-D), (HH-5-E) and (HH-6) that are selected in accordance with the invention and are preferably used in combination with at least one compound of the formula (1) in the electroluminescent device of the invention are the compounds in table 4. 15 Table 4: 20 25 30 35 Foreignfiling_text – P24-071 - 66 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 67 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 68 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 69 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 70 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 71 - 5 10 The aforementioned host materials of the formula (1) and the embodiments thereof that are described as preferred or the compounds from table 1 and compounds E1 to E30 can be combined as desired in the device of the invention with the aforementioned matrix 15 materials / host materials, the matrix materials / host materials of the formulae (HH-1), (HH- 2), (HH-3), (HH-4), (HH-5), (HH-5-A), (HH-5-B), (HH-5-C), (HH-5-D), (HH-5-E) or (HH-6) and their embodiments in table 3 that are described as preferred or the compounds from table 3, or compounds H1 to H51. 20 Very particularly preferred mixtures of the compounds of the form (HH-5-A), (HH-5-B), (HH-5-C), (HH-5-D), (HH-5-E) or (HH-6) for the device of the invention are obtained by combination of the compounds E1 to E30 with the compounds H1 to H51. The following table 5 shows preferred mixtures. The first mixture M1, for example, is a combination of compound E1 with H1. 25 Table 5: 30 35 Foreignfiling_text – P24-071 - 72 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 73 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 74 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 75 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 76 - 5 10 15 The concentration of the host material of the formula (1) as described above or described as preferred in the mixture of the invention or in the light-emitting layer of the device of the invention is typically in the range from 5% by weight to 90% by weight, preferably in the range from 10% by weight to 85% by weight, more preferably in the range from 20% by weight to 85% by weight, even more preferably in the range from 30% by weight to 80% 20 by weight, very especially preferably in the range from 20% by weight to 60% by weight and most preferably in the range from 30% by weight to 50% by weight, based on the overall mixture or based on the overall composition of the light-emitting layer. The concentration of the sum total of all host materials of the formulae (HH-1), (HH-2), 25 (HH-3), (HH-4), (HH-5), (HH-5-A), (HH-5-B), (HH-5-C), (HH-5-D), (HH-5-E) and (HH-6), as described above or described as preferred, in the mixture of the invention or in the light- emitting layer of the device of the invention is typically in the range from 10% by weight to 95% by weight, preferably in the range from 15% by weight to 90% by weight, more preferably in the range from 15% by weight to 80% by weight, even more preferably in the 30 range from 20% by weight to 70% by weight, very especially preferably in the range from 40% by weight to 80% by weight and most preferably in the range from 50% by weight to 70% by weight, based on the overall mixture or based on the overall composition of the light-emitting layer. 35 The present invention also relates to a mixture which, as well as the aforementioned host materials of the formula (1), called host material 1 hereinafter, and the host material of at least one of the formulae (HH-1), (HH-2), (HH-3), (HH-4), (HH-5), (HH-5-A), (HH-5-B), (HH-5-C), (HH-5-D), (HH-5-E) and (HH-6), called host material 2 hereinafter, as described above or described as preferred, also comprises at least one phosphorescent emitter. Foreignfiling_text – P24-071 - 77 - The present invention also relates to a mixture selected from combination of the compounds E1 to E30 with the compounds H1 to H51 or the mixtures M1 to M600 that also comprises at least one phosphorescent emitter. 5 The present invention also relates to an organic electroluminescent device as described above or described as preferred, wherein the light-emitting layer, as well as the aforementioned host materials of the formula (1) and at least one of the formulae (HH-1), (HH-2), (HH-3), (HH-4), (HH-5), (HH-5-A), (HH-5-B), (HH-5-C), (HH-5-D), (HH-5-E) and 10 (HH-6), as described above or described as preferred, especially the material combinations M1 to M600, also comprises at least one phosphorescent emitter. The term “phosphorescent emitters” typically encompasses compounds where the light is emitted through a spin-forbidden transition from an excited state having higher spin 15 multiplicity, i.e. a spin state > 1, for example through a transition from a triplet state or a state having an even higher spin quantum number, for example a quintet state. This is preferably understood to mean a transition from a triplet state. Suitable phosphorescent emitters (= triplet emitters) are especially compounds which, 20 when suitably excited, emit light, preferably in the visible region, and also contain at least one atom of atomic number greater than 20, preferably greater than 38 and less than 84, more preferably greater than 56 and less than 80, especially a metal having this atomic number. Preferred phosphorescence emitters used are compounds containing copper, molybdenum, tungsten, rhenium, ruthenium, osmium, rhodium, iridium, palladium, 25 platinum, silver, gold or europium, especially compounds containing iridium or platinum. In the context of the present invention, all luminescent compounds containing the abovementioned metals are regarded as phosphorescent emitters. In general, all phosphorescent complexes as used for phosphorescent OLEDs according 30 to the prior art and as known to those skilled in the art in the field of organic electroluminescent devices are suitable. Preferred phosphorescent emitters according to the present invention conform to the formulae (I), (II), (III), (IV) or (V) 35 Foreignfiling_text – P24-071 - 78 - 5 10 15 20 25 30 35 , Foreignfiling_text – P24-071 - 79 - 5 , 10 where the symbols and indices for these formulae (I), (II), (III), (IV) and (V) are defined as follows: R1 is H or D, R2 is H, D, F, CN or a branched or linear alkyl group having 1 to 10 carbon atoms or a partly or fully deuterated branched or linear alkyl group having 1 to 10 carbon atoms or a cycloalkyl group which has 4 to 10 carbon atoms and may be partly or fully 15 substituted by deuterium. Preferred phosphorescent emitters according to the present invention conform to the 20 25 X is the same or different at each instance and is N or CR, 30 R is the same or different at each instance and is H, D, F, CN or a branched or linear alkyl group having 1 to 10 carbon atoms or a partly or fully deuterated, branched or linear alkyl group having 1 to 10 carbon atoms or a cycloalkyl group having 4 to 7 carbon atoms, which may be partly or fully substituted by deuterium, or an aromatic heteroaromatic ring system which has 5 to 60 ring atoms and may be partly or fully substituted by deuterium. 35 In emitters of the formula (VI), n is preferably 1 and m is preferably 2. In emitters of the formula (VI), preferably, one X is selected from N and the other X are CR, or all X are the same or different at each instance and are CR. Foreignfiling_text – P24-071 - 80 - In emitters of the formula (VI), at least one R is preferably different from H. In emitters of the formula (VI), preferably two R are different from H and have one of the other definitions given above for the emitters of the formula (VI). 5 The invention accordingly further provides an organic electroluminescent device as described above or described as preferred, characterized in that the light-emitting layer, as well as the host materials 1 and 2, comprises at least one phosphorescent emitter conforming to one of the formulae (I), (II), (III), (IV), (V) or (VI) as described above, preferably conforming to formula (VI). 10 Preferred examples of phosphorescent emitters are described in WO2019 / 007867 on pages 120 to 126 in table 5, and on pages 127 to 129 in table 6. The emitters are incorporated into description by this reference. Particularly preferred examples of phosphorescent emitters are listed in table 6 below. 15 Table 6: 20 25 30 35 Foreignfiling_text – P24-071 - 81 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 82 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 83 - In the mixtures of the invention or in the light-emitting layer of the device of the invention, any mixture selected from the sum of the mixtures M1 to M1377 is preferably combined with a compound of the formulae (I) to (VI) or a compound from table 6. 5 The light-emitting layer in the organic electroluminescent device of the invention, comprising at least one phosphorescent emitter, is preferably an infrared-emitting or yellow-, orange-, red-, green-, blue- or ultraviolet-emitting layer, more preferably a yellow- or green-emitting layer and most preferably a green-emitting layer. 10 A yellow-emitting layer is understood here to mean a layer having a photoluminescence maximum within the range from 540 to 570 nm. An orange-emitting layer is understood to mean a layer having a photoluminescence maximum within the range from 570 to 600 nm. A red-emitting layer is understood to mean a layer having a photoluminescence maximum within the range from 600 to 750 nm. A green-emitting layer is understood to mean a layer 15 having a photoluminescence maximum within the range from 490 to 540 nm. A blue- emitting layer is understood to mean a layer having a photoluminescence maximum within the range from 440 to 490 nm. The photoluminescence maximum of the layer is determined here by measuring the photoluminescence spectrum of the layer having a layer thickness of 50 nm at room temperature, where the layer comprises the inventive 20 combination of the host material 1 of the formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) or (1v), and of the host material 2 consisting of at least one of the formulae (HH-1), (HH-2), (HH-3), (HH-4), (HH-5), (HH-5-A), (HH-5-B), (HH-5-C), (HH-5-D), (HH-5-E) and (HH-6), and the corresponding emitter. 25 The photoluminescence spectrum of the layer is recorded, for example, with a commercial photoluminescence spectrometer. The photoluminescence spectrum of the emitter chosen is generally measured in oxygen- 30 free solution, 10-5molar, at room temperature, a suitable solvent being any in which the chosen emitter dissolves in the concentration mentioned. Particularly suitable solvents are typically toluene or 2-methyl-THF, but also dichloromethane. Measurement is effected with a commercial photoluminescence spectrometer. The triplet energy T1in eV is determined from the photoluminescence spectra of the emitters. First the peak maximum 35 Plmax. (in nm) of the photoluminescence spectrum is determined. The peak maximum Plmax. (in nm) is then converted to eV by: E(T1in eV) = 1240 / E(T1in nm) = 1240 / PLmax. (in nm). Foreignfiling_text – P24-071 - 84 - Preferred phosphorescent emitters are accordingly yellow emitters, preferably of the formulae (I) to (VI) or from table 6, the triplet energy T1 of which is preferably ~2.3 eV to ~2.1 eV. 5 Preferred phosphorescent emitters are accordingly green emitters, preferably of the formulae (I) to (VI) or from table 6, the triplet energy T1 of which is preferably ~2.5 eV to ~2.3 eV. Particularly preferred phosphorescent emitters are accordingly green emitters, preferably 10 of the formulae (I) to (VI) or from table 6 as described above, the triplet energy T1 of which is preferably ~2.5 eV to ~2.3 eV. Most preferably, green emitters, preferably of the formulae (I) to (VI) or from table 6, as described above, are selected for the mixture of the invention or emitting layer of the 15 invention. It is also possible for fluorescent emitters to be present in the light-emitting layer of the device of the invention or in the mixture of the invention. Preferred fluorescent emitting compounds are selected from the class of the arylamines, 20 where preferably at least one of the aromatic or heteroaromatic ring systems of the arylamine is a fused ring system, more preferably having at least 14 ring atoms. Preferred examples of these are aromatic anthraceneamines, aromatic anthracenediamines, aromatic pyreneamines, aromatic pyrenediamines, aromatic chryseneamines or aromatic chrysenediamines. An aromatic anthraceneamine is understood to mean a compound in 25 which a diarylamino group is bonded directly to an anthracene group, preferably in the 9 position. An aromatic anthracenediamine is understood to mean a compound in which two diarylamino groups are bonded directly to an anthracene group, preferably in the 9,10 positions. Aromatic pyreneamines, pyrenediamines, chryseneamines and chrysenediamines are defined analogously, where the diarylamino groups are bonded to 30 the pyrene preferably in the 1 position or 1,6 positions. Further preferred emitting compounds are indenofluoreneamines or -diamines, benzoindenofluoreneamines or - diamines, and dibenzoindenofluoreneamines or -diamines, and indenofluorene derivatives having fused aryl groups. Likewise preferred are pyrenearylamines. Likewise preferred are benzoindenofluoreneamines, benzofluoreneamines, extended benzoindenofluorenes, 35 phenoxazines, and fluorene derivatives joined to furan units or to thiophene units. The light-emitting device or the mixture of the invention may additionally also comprise materials that exhibit TADF (thermally activated delayed fluorescence). Foreignfiling_text – P24-071 - 85 - In a further preferred embodiment of the invention, the at least one light-emitting layer of the organic electroluminescent device may have three or four different matrix materials, preferably three different matrix materials. These corresponding mixed matrix systems may consist of the matrix materials described for the host material 1 and the host material 5 2, but they may also comprise, as a third or fourth matrix material, for example alongside a host material 1 or host material 2, wide-band-gap materials, bipolar host materials, electron transport materials (ETM) or hole transport materials (HTM). Preferably, the mixed matrix system is optimized for an emitter of the formulae (I) to (VI), or for an emitter from table 6. 10 In one embodiment of the present invention, the mixture, aside from the constituents of the host material 1 and the host material 2 as described above or described with preference, does not comprise any further constituents, i.e. functional materials. These are material mixtures that are used as such for production of the light-emitting layer. 15 These mixtures are also referred to as premix systems that are used as the sole material source in the vapor deposition of the host materials for the light-emitting layer and have a constant mixing ratio in the vapor deposition. In this way, it is possible in a simple and rapid manner to achieve the vapor deposition of a layer with homogeneous distribution of the components without the need for precise actuation of a multitude of material sources. 20 In an alternative embodiment of the present invention, the mixture, aside from the constituents of the host material 1 and the host material 2, as described above or described with preference, also comprises a phosphorescent emitter, as described above. In the case of a suitable mixing ratio in the vapor deposition, this mixture may also be 25 used as the sole material source. Preference is given to premix systems consisting of two matrix materials, namely one compound of the formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) or (1v) and one compound of one of 30 the formulae (HH-1), (HH-2), (HH-3), (HH-4), (HH-5), (HH-5-A), (HH-5-B), (HH-5-C), (HH- 5-D), (HH-5-E) or (HH-6). Preference is given to premix systems consisting of three matrix materials, namely one compound of the formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) or (1v) and two compounds of one of 35 the formulae (HH-1), (HH-2), (HH-3), (HH-4), (HH-5), (HH-5-A), (HH-5-B), (HH-5-C), (HH- 5-D), (HH-5-E) or (HH-6). The components or constituents of the light-emitting layer of the device of the invention may thus be processed by vapor deposition or from solution. The material combination of Foreignfiling_text – P24-071 - 86 - host materials 1 and 2, as described above or described as preferred, optionally with the phosphorescent emitter, as described above or described as preferred, are provided for that purpose in a formulation containing at least one solvent. Suitable formulations have been described above. 5 The light-emitting layer in the device of the invention, according to the preferred embodiments and the emitting compound, contains preferably between 99.9% and 1% by volume, further preferably between 99% and 10% by volume, especially preferably between 98% and 60% by volume, very especially preferably between 97% and 80% by 10 volume, of matrix material composed of at least one compound of the formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) or (1v) and at least one compound of one of the formulae (HH-1), (HH-2), (HH-3), (HH-4), (HH-5), (HH-5-A), (HH-5-B), (HH-5-C), (HH-5-D), (HH-5-E) or (HH-6) according to the preferred embodiments, based on the overall composition of emitter and 15 matrix material. Correspondingly, the light-emitting layer in the device of the invention preferably contains between 0.1% and 99% by volume, further preferably between 1% and 90% by volume, more preferably between 2% and 40% by volume, most preferably between 3% and 20% by volume, of the emitter based on the overall composition of the light-emitting layer composed of emitter and matrix material. If the compounds are 20 processed from solution, preference is given to using the corresponding amounts in % by weight rather than the above-specified amounts in % by volume. The present invention also relates to an organic electroluminescent device as described above or described as preferred, wherein the organic layer comprises a hole injection 25 layer (HIL) and / or a hole transport layer (HTL), the hole-injecting material and hole- transporting material of which belongs to the class of the arylamines. The sequence of layers in the organic electroluminescent device of the invention is preferably as follows: 30 anode / hole injection layer / hole transport layer / emitting layer / hole blocker layer / electron transport layer / electron injection layer / cathode. This sequence of the layers is a preferred sequence. At the same time, it should be pointed out again that not all the layers mentioned need be 35 present and / or that further layers may additionally be present. Materials used for the electron transport layer may be any materials as used according to the prior art as electron transport materials in the electron transport layer. Especially suitable are aluminum complexes, for example Alq3, zirconium complexes, for example Foreignfiling_text – P24-071 - 87 - Zrq4, benzimidazole derivatives, triazine derivatives, pyrimidine derivatives, pyridine derivatives, pyrazine derivatives, quinoxaline derivatives, quinoline derivatives, oxadiazole derivatives, aromatic ketones, lactams, boranes, diazaphosphole derivatives and phosphine oxide derivatives. 5 The present invention also relates to an organic electroluminescent device as described or preferably described above, wherein the organic layer comprises an electron injection layer (EIL) and / or an electron transport layer (ETL) and / or a hole blocking layer, the electron injecting material and electron transporting material of which is selected from the 10 compounds of formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) and (1v) as described or preferably described above. Suitable cathodes of the device of the invention are metals having a low work function, 15 metal alloys or multilayer structures composed of various metals, for example alkaline earth metals, alkali metals, main group metals or lanthanoids (e.g. Ca, Ba, Mg, Al, In, Yb, Sm, etc.). Additionally suitable are alloys composed of an alkali metal or alkaline earth metal and silver, for example an alloy composed of magnesium and silver. In the case of multilayer structures, in addition to the metals mentioned, it is also possible to use further 20 metals having a relatively high work function, for example Ag or Al, in which case combinations of the metals such as Ca / Ag, Mg / Ag or Ba / Ag, for example, are generally used. It may also be preferable to introduce a thin interlayer of a material having a high dielectric constant between a metallic cathode and the organic semiconductor. Examples of useful materials for this purpose are alkali metal or alkaline earth metal fluorides, but 25 also the corresponding oxides or carbonates (e.g. LiF, Li2O, BaF2, MgO, NaF, CsF, Cs2CO3, etc.). It is also possible to use lithium quinolinate (LiQ) for this purpose. The layer thickness of this layer is preferably between 0.5 and 5 nm. Preferred anodes are materials having a high work function. Preferably, the anode has a 30 work function of greater than 4.5 eV versus vacuum. Firstly, metals having a high redox potential are suitable for this purpose, for example Ag, Pt or Au. Secondly, metal / metal oxide electrodes (e.g. Al / Ni / NiOx, Al / PtOx) may also be preferred. For some applications, at least one of the electrodes has to be transparent or partly transparent in order to enable either the irradiation of the organic material (organic solar cell) or the emission of light 35 (OLED, O-LASER). Preferred anode materials here are conductive mixed metal oxides. Particular preference is given to indium tin oxide (ITO) or indium zinc oxide (IZO). Preference is further given to conductive doped organic materials, especially conductive doped polymers. In addition, the anode may also consist of two or more layers, for Foreignfiling_text – P24-071 - 88 - example of an inner layer of ITO and an outer layer of a metal oxide, preferably tungsten oxide, molybdenum oxide or vanadium oxide. The organic electroluminescent device of the invention, in the course of production, is 5 appropriately (according to the application) structured, contact-connected and finally sealed, since the lifetime of the devices of the invention is shortened in the presence of water and / or air. The production of the device of the invention is not restricted here. It is possible that one 10 or more organic layers, including the light-emitting layer, are coated by a sublimation method. In this case, the materials are applied by vapor deposition in vacuum sublimation systems at an initial pressure of less than 10-5mbar, preferably less than 10-6mbar. In this case, however, it is also possible that the initial pressure is even lower, for example less than 10-7mbar. 15 The organic electroluminescent device of the invention is preferably characterized in that one or more layers are coated by the OVPD (organic vapor phase deposition) method or with the aid of a carrier gas sublimation. In this case, the materials are applied at a pressure between 10-5mbar and 1 bar. A special case of this method is the OVJP 20 (organic vapor jet printing) method, in which the materials are applied directly by a nozzle and thus structured (for example M. S. Arnold et al., Appl. Phys. Lett.2008, 92, 053301). The organic electroluminescent device of the invention is further preferably characterized in that one or more organic layers comprising the composition of the invention are 25 produced from solution, for example by spin-coating, or by any printing method, for example screen printing, flexographic printing, nozzle printing or offset printing, but more preferably LITI (light-induced thermal imaging, thermal transfer printing) or inkjet printing. For this purpose, soluble host materials 1 and 2 and phosphorescent emitters are needed. Processing from solution has the advantage that, for example, the light-emitting layer can 30 be applied in a very simple and inexpensive manner. This technique is especially suitable for the mass production of organic electroluminescent devices. In addition, hybrid methods are possible, in which, for example, one or more layers are applied from solution and one or more further layers are applied by vapor deposition. 35 These methods are known in general terms to those skilled in the art and can be applied to organic electroluminescent devices. Foreignfiling_text – P24-071 - 89 - The invention therefore further provides a process for producing the organic electroluminescent device of the invention as described above or described as preferred, characterized in that the organic layer, preferably the light-emitting layer, the hole injection layer and / or hole transport layer, is applied by gas phase deposition, especially by a 5 sublimation method and / or by an OVPD (organic vapor phase deposition) method and / or with the aid of a carrier gas sublimation, or from solution, especially by spin-coating or by a printing method. In the case of production by means of gas phase deposition, there are in principle two 10 ways in which the organic layer, preferably the light-emitting layer, of the invention can be applied or vapor-deposited onto any substrate or the prior layer. Firstly, the materials used can each be initially charged in a material source and ultimately evaporated from the different material sources ("co-evaporation"). Secondly, the various materials can be premixed (premix systems) and the mixture can be initially charged in a single material 15 source from which it is ultimately evaporated ("premix evaporation"). In this way, it is possible in a simple and rapid manner to achieve the vapor deposition of the light-emitting layer with homogeneous distribution of the components without the need for precise actuation of a multitude of material sources. 20 The following methods are possible: A process for producing the organic electroluminescent device of the invention as described above or described as preferred, characterized in that the organic layer, preferably the light-emitting layer, the electron transport layer and / or hole blocker layer, is applied by gas phase deposition, especially by a sublimation method and / or by an OVPD 25 (organic vapor phase deposition) method and / or with the aid of a carrier gas sublimation, or from solution, especially by spin-coating or by a printing method. A process for producing the organic electroluminescent device of the invention, as described above or described as preferred, characterized in that the light-emitting layer of 30 the organic layer is applied by gas phase deposition, wherein the at least one compound of the formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) or (1v) is deposited from the gas phase together with the further materials that form the light-emitting layer, successively or simultaneously from at least two material sources. 35 A process for producing the device of the invention, characterized in that the light-emitting layer of the organic layer is applied by gas phase deposition, wherein the at least one compound of the formulae (1), (1a), (1b), (1c), (1d), (1e), (1f), (1g), (1h), (1i), (1j), (1k), (1l), (1m), (1n), (1o), (1p), (1q), (1r), (1s), (1t), (1u) or (1v) is deposited from the gas phase Foreignfiling_text – P24-071 - 90 - together with at least one further matrix material as premix, successively or simultaneously with the light-emitting materials selected from the group of the phosphorescent emitters, fluorescent emitters and / or emitters that exhibit TADF (thermally activated delayed fluorescence). 5 The electronic devices of the invention, especially organic electroluminescent devices, are notable for one or more of the following surprising advantages over the prior art: 1. Electronic devices, especially organic electroluminescent devices, comprising 10 compounds of formula (1) or the preferred embodiments recited above and hereinafter, especially as matrix material or as electron-conducting materials, have a very good lifetime. In this context, these compounds especially bring about low roll- off, i.e. a small drop in power efficiency of the device at high luminances. 15 2. Electronic devices, especially organic electroluminescent devices, comprising compounds of formula (1) or the preferred embodiments recited above and hereinafter, as electron-conducting materials and / or matrix materials, have excellent efficiency. In this context, compounds of the invention having structures of formula (1) or the preferred embodiments recited above and hereinafter bring about a low 20 operating voltage when used in electronic devices. 3. Electronic devices, in particular organic electroluminescent or organic light-emitting devices containing compounds according to formula (1) or the preferred embodiments described above and below as electron-conducting materials and / or 25 matrix materials, have a low capacitance. This is advantageous for achieving high switching times when used as an electroluminescent device in screens. 4. The inventive compounds of formula (1) or the preferred embodiments recited above and hereinafter exhibit very high stability and lifetime. 30 5. The compounds according to formula (1) or the preferred embodiments recited above and hereinafter, in particular, whichin A represented by formula (2), show a very good solubility and suitable evaporation temperatures (< 350°C, p = 10-6mbar) for premix development, in particular due to the direct proximity of substructures A 35 and C. 6. With compounds of formula (1) or the preferred embodiments recited above and hereinafter, it is possible to avoid the formation of optical loss channels in electronic devices, especially organic electroluminescent devices. As a result, these devices Foreignfiling_text – P24-071 - 91 - feature a high PL efficiency and hence high EL efficiency of emitters, and excellent energy transmission of the matrices to dopants. 7. The use of compounds of formula (1) or the preferred embodiments recited above 5 and hereinafter in layers of electronic devices, especially organic electroluminescent devices, leads to high mobility of the electron conductor structures. 8. Compounds of formula (1) or the preferred embodiments recited above and hereinafter have excellent glass film formation. 10 9. Compounds of formula (1) or the preferred embodiments recited above and hereinafter form very good films from solutions. 10. The compounds of formula (1) or the preferred embodiments recited above and 15 hereinafter have a low triplet level T1 which may be in the range of 2.50 eV-2.90 eV. These abovementioned advantages are not accompanied by an inordinately high deterioration in the further electronic properties. 20 It should be pointed out that variations of the embodiments described in the present invention are covered by the scope of this invention. Any feature disclosed in the present invention may, unless this is explicitly ruled out, be exchanged for alternative features which serve the same purpose or an equivalent or similar purpose. Any feature disclosed in the present invention, unless stated otherwise, should therefore be considered as an 25 example from a generic series or as an equivalent or similar feature. All features of the present invention may be combined with one another in any manner, unless particular features and / or steps are mutually exclusive. This is especially true of preferred features of the present invention. Equally, features of non-essential 30 combinations may be used separately (and not in combination). The technical teaching disclosed with the present invention may be abstracted and combined with other examples. The invention is illustrated in detail by the examples which follow, without any intention of 35 restricting it thereby. Examples Synthesis examples Foreignfiling_text – P24-071 - 92 - a) 3-Bromotriphenylen-2-yl-trifluoromethanesulfonate 5 16.1 g (50.0 mmol) of 3-bromo-2-triphenylenol and 20.8 mL (150 mmol) of triethylamine are added to 700 mL of dichloromethane and cooled to 0 °C in an ice bath. Then 10.9 mL 10 (65.0 mmol) of trifluoromethanesulfonic anhydride is slowly added. After the addition is complete, the mixture is allowed to warm to room temperature. After complete conversion, the mixture is worked up extractively with dichloromethane and water, the combined organic phases are dried over Na2SO4and the solvent is removed. The residue is taken up in 300 mL cyclohexane and stirred for 30 min at room temperature. The solid is 15 aspirated and dried in a vacuum drying oven. Yield:15.6 g (34 mmol, 69%) purity 95% according to1H-NMR The following compounds are prepared analogously: 20 25 b) 3-(Indolo[3,2,1-jk]carbazol-5-yl)triphenylen-2-yl-trifluoromethanesulfonate 30 13.6 g (30.0 mmol) 3-bromotriphenylen-2-yl-trifluoromethanesulfonate, 9.40 g (36.3 mmol) bis(pinacolato)diboron and 8.90 g (90.68 mmol) KOAc are placed in 200 ml toluene (max 35 0.0075% H2O) and inerted with argon for 30 min. Then, 740 mg (0.91 mmol) Pd(dppf)Cl2 is added and the mixture is stirred for 20 h under reflux. After cooling, the solvent is removed on a rotary evaporator and the residue is worked up extractively with dichloromethane and water. The combined organic phases are dried over Na2SO4, 150 ml ethonol is added and the dichloromethane is removed using a rotary evaporator. The Foreignfiling_text – P24-071 - 93 - precipitated solid is extracted and dried in a vacuum drying oven. The crude product is used in the next stage without further purification. Yield: 12 g (24 mmol, 80%), purity 94 % according to1H-NMR. 5 The following compounds are prepared analogously: 10 15 c) 3-(4,6-diphenyl-1,3,5-triazin-2-yl)triphenylen-2-yl-trifluoromethanesulfonate 20 13.5 g (27 mmol, 1.00 eq) 3-(indolo[3,2,1-jk]carbazol-5-yl)triphenylen-2-yl - trifluoromethanesulfonate, 7.3 g ( 27 mmol) 2-chloro-4,6-diphenyl-1,3,5-triazine and inert with argon for 14 min. Then, 301 mg (0.33 mmol) of tris(dibezylidene acetone)dipalladium and 206 mg (1.3 mmol) triphenylphosphine are added successively and the reaction mixture is heated to reflux for 18 h. After cooling, the precipitated solid is removed by 25 suction and washed with water and ethanol. The crude product is hot-extracted once with toluene and three times with o-xylene and finally sublimated under high vacuum. Yield: 12.2 g (20.1 mmol, 75%) purity 98 % according to 1H-NMR. The following compounds can be prepared analogously. S-Phos or P(o-tol)3 with Pd2(dba)3 30 or Pd(OAc)2 can also be used as catalyst system. Column chromatography, hot extraction or recrystallization can be used for purification. For recrystallization or hot extraction, common solvents such as ethanol, butanol, acetone, ethyl acetate, acetonitrile, toluene, xylene, dichloromethane, methanol, tetrahydrofuran, n-butyl acetate, 1,4-dioxane or for recrystallization high boilers such as dimethyl sulfoxide, N,N-dimethylformamide, N,N- 35 dimethylacetamide, N-methylpyrrolidone, etc. can be used. The following compounds are prepared analogously: Foreignfiling_text – P24-071 - 94 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 95 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 96 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 97 - 5 10 15 20 25 30 35 d) 5-(3-(4,6-Diphenyl-1,3,5-triazin-2-yl)triphenylen-2-yl)indolo[3,2,1-jk]carbazole Foreignfiling_text – P24-071 - 98 - 5 24.5 g (40.0 mmol) 3-(4,6-diphenyl-1,3,5-triazin-2-yl) triphenylen-2-yl- 10 trifluoromethanesulfonate, 12.2 g, (43.0 mmol) indolo[3,2,1-jk] carbazol-6-yl-boronic acid and K3PO4 (15.54 g, 73.2 mmol) are placed in THF (400 mL) and water (100 mL) and degassed with argon for 30 min. Then Pd(OAc)2 (204 mg, 0.91 mmol) and X-Phos (905 mg, 1.82 mmol) are added successively and the mixture is stirred for 30 h under reflux. The precipitated solid is aspirated, washed twice with water and THF and then washed 15 with ethanol. The crude product is hot-extracted five times with toluene over Alox basic and finally sublimated under high vacuum(p = 5 x10-7mbar). Yield: 19.4 g (27 mmol, 69 %); purity >99.9% according to HPLC. The following compounds can be prepared analogously. S-Phos or P(o-tol)3 with 20 Pd2(dba)3 or Pd(OAc)2 can also be used as catalyst system. Column chromatography, hot extraction or recrystallization can be used for purification. For recrystallization or hot extraction, common solvents such as ethanol, butanol, acetone, ethyl acetate, acetonitrile, toluene, xylene, dichloromethane, methanol, tetrahydrofuran, n-butyl acetate, 1,4-dioxane or for recrystallization high boilers such as dimethyl sulfoxide, N,N-dimethylformamide, 25 N,N-dimethylacetamide, N-methylpyrrolidone, etc. can be used. 30 35 Foreignfiling_text – P24-071 - 99 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 100 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 101 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 102 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 103 - 5 10 15 20 25 30 e) 5-(3-(4,6-Diphenyl)-1,3,5-triazin-2-yl)triphenylen-2-yl-indolo[3,2,1-jk]carbazol-d30 35 Foreignfiling_text – P24-071 - 104 - 5 10 33 g (48.0 mmol; 1.0) of 5-(3-(4,6-diphenyl-1,3,5-triazin-2-yl)triphenylen-2-yl)indolo[3,2,1- jk]carbazole is suspended in 640 mL (120 eq) of toluene-d8. To this mixture, 16.6 mL (6.00 15 eq.) of trifluoromethanesulfonic acid is added under cooling. The reaction mixture is stirred at ambient temperature for 6 hours. Subsequently, 120 mL (130 eq) deuterium oxide [CAS 7789-20-0] is added at 0°C. After neutralization with a potassium sulfate solution, extract with toluene and wash the combined organic phases with saline and dry over sodium sulfate. After filtration, the solvent is removed under reduced pressure.23 g (32.6 mmol, 20 68%) of the product shown above in mixture with proportions of H / D isotopomers and H / D isotopologues are obtained after chromatographic purification (purity 99.9%) and finally sublimated in high vacuum (p = 5 x 10-7mbar). The following compounds are prepared analogously: 25 30 35 Foreignfiling_text – P24-071 - 105 - 5 Foreignfiling_text – P24-071 - 106 - 5 10 15 20 25 f) 5-(3-chlorotriphenylen-1-yl)indolo[3,2,1-jk]carbazole 30 35 43,6 g (153.0 mmol) indolo[3,2,1-jk] carbazol-6-yl-boronic acid, 52 g (153.0 mmol 1- bromo-3-chlorotriphenylene and 17 g (168.0 mmol ) Sodium carbonate is suspended in 140 mL toluene, 350 mL dioxane and 300 mL water.1.7 g (1.5 mmol) of Foreignfiling_text – P24-071 - 107 - tetrakis(triphenylphosphine)palladium(0) are added to this suspension, and the reaction mixture is heated under reflux for 16 h. After cooling, the organic phase is separated off, filtered through silica gel, washed three times with 200 mL water and then concentrated to dryness. The residue is recrystallized from toluene and from dichloromethane / heptane. 5 The yield is 57 g (114 mmol), corresponding to 75% of theory. The following compounds can be synthesized in an analogous way: 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 108 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 109 - 5 10 15 20 g) 5-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)triphenylen-1-yl)indolo[3,2,1- jk]carbazole 25 30 15 g (30.0 mmol) 5-(3-chlorotriphenylen-1-yl)indolo[3,2,1-jk]carbazole, 9.40 g (36.3 mmol) bis(pinacolato)diboron and 8.90 g (90.68 mmol) KOAc are placed in 200 ml toluene (max 0.0075% H2O) and inerted with argon for 30 min. Then, 740 mg (0.91 mmol) Pd(dppf)Cl2 is added and the mixture is stirred for 20 h under reflux. After cooling, the solvent is 35 removed on a rotary evaporator and the residue is worked up extractively with dichloromethane and water. The combined organic phases are dried over Na2SO4, 150 ml ethonol is added and the dichloromethane is removed using a rotary evaporator. The precipitated solid is extracted and dried in a vacuum drying oven. The crude product is used in the next stage without further purification. Foreignfiling_text – P24-071 - 110 - Yield: 16 g (27 mmol, 90%), purity 94 % according to1H-NMR. The following compounds can be synthesized in an analogous way: 5 Foreignfiling_text – P24-071 - 111 - 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 112 - 5 10 15 h) 5-(3-(4,6-diphenyl-1,3,5-triazin-2-yl)triphenylen-1-yl)indolo[3,2,1-jk]carbazole 20 25 30 90 g (153.0 mmol) 5-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)triphenylen-1- yl)indolo[3,2,1-jk]carbazole,40.8 g (153.0 mmol) 2-chloro-4,6-diphenyl-1,3,5-triazine and 17 g (168.0 mmol ) Sodium carbonate is suspended in 140 mL toluene, 350 mL dioxane and 300 mL water.1.7 g (1.5 mmol) of tetrakis(triphenylphosphine)palladium(0) are added to this suspension, and the reaction mixture is heated under reflux for 16 h. After cooling, 35 the organic phase is separated off, filtered through silica gel, washed three times with 200 mL water and then concentrated to dryness. The residue is recrystallized from toluene and from dichloromethane / heptane. The yield is 89 g (127 mmol), corresponding to 84% of theory. Foreignfiling_text – P24-071 - 113 - The following compounds can be synthesized in an analogous way: 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 114 - 5 Foreignfiling_text – P24-071 - 115 - 5 10 15 20 Production of the OLEDs Production of vapor processed OLED devices The use of the material combinations according to the invention in OLEDs is presented in the following examples E1 to E9 (see Tables 7 and 8). 25 Glass plates with structured ITO (50 nm, indium tin oxide) form the substrates on which the OLED devices are fabricated. The detailed stack sequence is shown in table 7. The materials used for the OLED fabrication are presented in table 8, unless previously described. 30 All materials are applied by thermal vapour deposition in a vacuum chamber. The emission layer here always consists of at least one matrix material and one emitting dopant, which is mixed with the matrix material or matrix materials in a certain proportion by volume by co-evaporation. An expression such as H1:H2:TEG1 (42%:50%:8%) here 35 means that material H1 is present in the layer in a proportion by volume of 42%, material H2 is present in the layer in a proportion by volume of 50%, and material TEG1 is present in the layer in a proportion by volume of 8%. Analogously, the electron-transport layer and hole-injection layer may also consist of a mixture of two or more materials. Foreignfiling_text – P24-071 - 116 - The OLED devices are characterized by standard methods. For this purpose, electroluminescence spectra and current-voltage-luminance (IUL) characteristics are measured, from which the EQE is calculated. The calculation is performed assuming Lambertian emission characteristics. The voltage required for a current density of 10 5 mA / cm² is denoted as U10. EQE10 denotes the external quantum efficiency at a current density of 10 mA / cm². The lifetime LT90 is defined as the time after which the luminance, when operated at a constant current density j0 in mA / cm², decreases from an initial luminance L0 (in cd / m²) to 10 90% of this initial luminance. Use of mixtures according to the invention in OLEDs The material combinations according to the invention can be used in the emission layer in phosphorescent green OLEDs. 15 Table 7: Structure of the OLEDs 20 25 30 35 Foreignfiling_text – P24-071 - 117 - Table 8: Structural formulas of the materials for the OLEDs 5 10 15 20 25 30 35 Foreignfiling_text – P24-071 - 118 - The compounds according to the invention are suitable for use as matrix material, electron transport material or hole blocking material, in particular in a phosphorescent OLED. The OLEDs described above show a good lifetime and a low capacitance. 5 10 15 20 25 30 35

Claims

Foreignfiling_text – P24-071 - 119 - Patent Claims 1. Compound represented by a formula (1): A-B-C Formula (1) 5 moiety A is represented by formula (2), moiety B is represented by formula (3), moiety C is represented by formula (4), 10 15 20 2530 Formula (4) where the groups and indices that occur are as follows: X1to X11stand on each occurrence, identically or differently, for CR1, C or N, where one 35 of X1to X11is C and linking point with #; Y stands on each occurrence, identically or differently, for CR3or N, where at least one Y is N;Foreignfiling_text – P24-071 - 120 - R2stands on each occurrence, identically or differently, mono-substitution, di-substitution, tri-substitution, maximum possible substitution, or no substitution; a, b, c, d, e, f, g and h represent the respective linking points to the formulae (2) or (4); 5 # is the linking point at a, b, c, d, e, f, g or h of formula (3); * is the linking point at a, b, c, d, e, f, g or h of formula (3); R1, R2, R3stand on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CHO, 10 CN, N(R4)2, C(=O)R4, P(=O)(R4)2, S(=O)R4, S(=O)2R4, NO2, Si(R4)3, B(OR4)2, OSO2R4, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or branched or cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms, each of which may be substituted by one or more radicals R4, where in each case one or more non-adjacent CH groups4 4 415 2 may be replaced by R C=CR , C≡C, Si(R )2, Ge(R4)2, Sn(R4)2, C=O, C=S, C=Se, P(=O)(R4), SO, SO2, O, S or CONR4and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring system having 5 to 60 ring atoms, which may in each case be substituted by one or more radicals R4, or an aryloxy group having 20 5 to 60 ring atoms, which may be substituted by one or more radicals R4, wherein two of radicals R1may form a mono- or polycyclic, aliphatic ring system or aromatic ring system, which may be substituted by one or more radicals R4; Ar1and Ar2stand on each occurrence, identically or differently, for an aromatic or 25 heteroaromatic ring system having 5 to 60 ring atoms, which may in each case also be substituted by one or more radicals R5, where two adjacent substituents Ar1and Ar2may form a mono- or polycyclic, aliphatic ring system or aromatic ring system, which may be substituted by one or more radicals R5, 30 R4and R5stand on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CHO, CN, N(Ar)2,C(=O)Ar, P(=O)(Ar)2, S(=O)Ar, S(=O)2Ar, NO2, Si(R´)3, B(OR´)2, OSO2R´, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or branched or cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms, each 35 of which may be substituted by one or more radicals R´, where in each case one or more non-adjacent CH2 groups may be replaced by R´C=CR´, C≡C, Si(R´)2, Ge(R´)2, Sn(R´)2, C=O, C=S, C=Se, P(=O)(R´), SO, SO2, O, S or CONR´ and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring system having 5 to 60 ring atoms, which may inForeignfiling_text – P24-071 - 121 - each case be substituted by one or more radicals R´, or an aryloxy group having 5 to 60 ring atoms, which may be substituted by one or more radicals R´, where two of radicals R3, R4and R6may form a mono- or polycyclic, aliphatic ring system or aromatic ring system, which may be substituted by one or more 5 radicals R´; Ar stands on each occurrence, identically or differently, for an aromatic or heteroaromatic ring system having 5 to 40 ring atoms, which may in each case also be substituted by one or more radicals R´; 10 R´stands on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CN, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 20 C atoms or branched or cyclic alkyl, alkoxy or thioalkyl group having 3 to 20 C atoms, where in each 15 case one or more non-adjacent CH2 groups may be replaced by SO, SO2, O, S and where one or more H atoms may be replaced by D, F, Cl, Br or I, or an aromatic or heteroaromatic ring system having 5 to 24 ring atoms.

2. Compound according to Claim 1, wherein # is the linking point at e, f, g or h of formula 20 (3) and * is the linking point at a, b, c, d, e, f, g or h of formula (3).

3. Compound according to Claim 1 or 2, wherein X1to X11stand on each occurrence, identically or differently, for CR1or C. 25 4. Compound according to one or more of claims 1 to 3, wherein all Y are N.

5. Compound according to one or more of claims 1 to 4, wherein the compound are partially or completely deuterated. 30 6. Mixture comprising at least one compound according to any one of claims 1 to 5 and at least one further compound selected from the group of matrix materials, the phosphorescent emitters, the fluorescent emitters, and the emitters showing TADF (thermally activated delayed fluorescence). 35 7. Use of at least one compound of formula (1) according to one or more of claims 1 to 5 in an organic electronic device.

8. Organic electronic device comprising an anode, a cathode and at least one organic layer, containing at least one compound of formula (1) according to one or more of claimsForeignfiling_text – P24-071 - 122 - 1 to 5.

9. Organic electronic device according to claim 8, wherein the electronic device is an 5 organic integrated circuit (OICs), an organic field-effect transistor (OFET), an organic thin- film transistor (OTFT), an organic electroluminescence device, an organic solar cell (OSC), an organic optical detector or an organic photoreceptor.

10. Organic electronic device according to claim 8 or 9, wherein the organic layer contains 10 at least one light-emitting layer, a hole-transporting layer, a hole-injecting layer or an electron-blocking layer, which contains at least one compound according to any one of claims 1 to 5.

11. Organic electronic device according to one or more of claims 8 to 10, wherein that the 15 light-emitting layer contains at least one compound of the formula (1) according to any one of claims 1 to 5.

12. Organic electronic device according to one or more of claims 8 to 11, wherein that the light-emitting layer comprising at least one further matrix material in addition to the 20 connection of the formula (1) according to one of claims 1 to 5.

13. Organic electroluminescent device according to claim 12, wherein that the at least one further matrix material is one or more of the compounds of the formulae (HH-1), (HH- 25 2), (HH-3), (HH-4), (HH-5) or (HH-6): 30Formula (HH-1), 35Foreignfiling_text – P24-071 - 123 - 5 10 15 20 25 30 35- , where the symbols and indices used are as follows: A1is C(R7)2, NR7, O or S;Foreignfiling_text – P24-071 - 124 - L is a bond, O, S, C(R7)2 or NR7; A at each instance is independently a group of the formula (HH-4-1) or (HH-4-2), 5 10, Formula (HH-4-1) Formula (HH-4-2); X2 is the same or different at each instance and is CH, CR6or N, where not more than 2 symbols X2 can be N; * indicates the binding site to the formula (HH-4); 15 U1, U2where they occur are a bond, O, S, C(R7)2 or NR7; R6is the same or different at each instance and is D, F, CN, a straight-chain alkyl group having 1 to 20 carbon atoms or an alkenyl or alkynyl group having 2 to 20 carbon atoms or a branched or cyclic alkyl group having 3 to 20 carbon atoms, where the alkyl, alkenyl or alkynyl group made in each case be substituted by one or more R720 radicals and where one or more nonadjacent CH2 groups may be replaced by Si(R7)2, C=O, NR7, O, S or CONR7, or an aromatic or heteroaromatic ring system which has 5 to 60 ring atoms and may be substituted in each case by one or more R7radicals; it is also possible here for two R6radicals together to form an aromatic, heteroaromatic, aliphatic or heteroaliphatic ring system; 25 Ar5 is the same or different at each instance and is an aromatic or heteroaromatic ring system which has 5 to 40 ring atoms and may be substituted by one or more R7radicals; R7is the same or different at each instance and is D, F, Cl, Br, I, N(R8)2, CN, NO2, OR8, SR8, Si(R8)3, B(OR8)2, C(=O)R8, P(=O)(R8)2, S(=O)R8, S(=O)2R8, OSO2R8, a 30 straight-chain alkyl group having 1 to 20 carbon atoms or an alkenyl or alkynyl group having 2 to 20 carbon atoms or a branched or cyclic alkyl group having 3 to 20 carbon atoms, where the alkyl, alkenyl or alkynyl group may in each case be substituted by one or more R8radicals and where one or more nonadjacent CH2 groups may be replaced by Si(R8)2, C=O, NR8, O, S or CONR8, or an aromatic or 35 heteroaromatic ring system which has 5 to 40 ring atoms and may be substituted in each case by one or more R8radicals; at the same time, two or more R7radicals together may form an aromatic, heteroaromatic, aliphatic or heteroaromatic ring system; preferably, the R7radicals do not form any such ring system;Foreignfiling_text – P24-071 - 125 - R8is the same or different at each instance and is H, D, F or an aliphatic, aromatic or heteroaromatic organic radical, especially a hydrocarbyl radical, having 1 to 20 carbon atoms, in which one or more hydrogen atoms may also be replaced by F; c, c1, c2 at each instance are each independently 0 or 1, where the sum total of the 5 indices at each instance c+c1+c2 = 1; d, d1, d2 at each instance are each independently 0 or 1, where the sum total of the indices at each instance d+d1+d2 = 1; q, q1, q2 at each instance is independently 0, 1, 2, 3 or 4; s is the same or different at each instance and is 0, 1, 2, 3 or 4; 10 t is the same or different at each instance and is 0, 1, 2 or 3; u is the same or different at each instance and is 0, 1 or 2; u1, u2 at each instance are each independently 0 or 1, where the sum total u1 + u2 = 1; and v is 0, 1, 2 or 3. 15 14. Organic electronic device according to one or more of claims 8 to 13, characterized in that the light-emitting layer contains a phosphorescent emitter.

15. Organic electronic device according to one or more of claims 8 to 14, 20 characterized in that it is an organic electroluminescent device, which is selected from the organic light-emitting transistors (OLETs), organic field quench devices (OFQDs), organic light-emitting electrochemical cells (OLECs), organic laser diodes (O-lasers) and the organic light-emitting diodes (OLEDs). 25 30 35

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