Organic light-emitting device

Abstract

The present invention relates to an organic electronic device especially an organic light-emitting device comprising a light-emitting layer comprising a triazine of formula (1) and at least a hole-transporting OLED material selected from formulae (2), (3) or (4), and to a mixture of said OLED materials.

Description

[0001] Foreignfiling_text P24-205-SEC-WO01 20250930

[0002] - 1 -

[0003] Organic light -emitting device

[0004] Subject-matter of the invention

[0005] The present invention relates to an organic electronic device especially an organic light5 emitting device comprising a light-emitting layer comprising a triazine of formula (1) and at least a hole-transporting host material selected from formulae (2), (3) or (4), and to a mixture of said host materials.

[0006] Background of the invention

[0007] The structure of organic electroluminescent devices (e.g. OLEDs - organic light-emitting diodes or OLECs - organic light-emitting electrochemical cells) in which organic semiconductors are used as functional materials has long been known. Emitting materials used here, aside from fluorescent emitters, are increasingly organometallic complexes which exhibit phosphorescence rather than fluorescence. In general terms, however, there 15 is still a need for improvement in OLEDs, especially also in OLEDs which exhibit triplet emission (phosphorescence), for example with regard to efficiency, operating voltage and lifetime.

[0008] The properties of organic electroluminescent devices are not only determined by the 20 emitters used. Also of particular significance here are especially the other materials used, such as host and matrix materials, hole blocker materials, electron transport materials, hole transport materials and electron or exciton blocker materials, and among these especially the host or matrix materials. Improvements to these materials can lead to distinct improvements to electroluminescent devices.

[0009] 25

[0010] Host materials for use in organic electronic devices are well known to the person skilled in the art. The term "matrix material" is also frequently used in the prior art when what is meant is a host material for phosphorescent emitters. This use of the term is also applicable to the present invention. In the meantime, a multitude of host materials has been developed both for fluorescent and for phosphorescent electronic devices.

[0011] A further means of improving the performance data of electronic devices, especially of organic electroluminescent devices, is to use combinations of two or more materials, especially host materials or matrix materials.

[0012] 35

[0013] WO 21180625 A1, WO 21037401 A1 and WO 15105251 A1 describe specific host materials for organic light-emitting devices. The present invention relates to an organic electronic device with specific combination of hosts. Foreignfiling_text P24-205-SEC-WO01 20250930

[0014] - 2 -

[0015] Surprisingly, it has now been found that when this e-type class is combined with deuterated indolocarbazoles, it leads to long lifetime. In the state of the art, two not deuterated triazine-DBF-DBF-phenyl(or biphenyl), and indolocarbazoles are used.

[0016] 5 However, there is still need for improvement in the case of use of these materials or in the case of use of mixtures of the materials, especially in relation to efficiency, operating voltage and / or lifetime of the organic electroluminescent device.

[0017] The capacitance 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 refresh rates (from 60Hz in the past to 120Hz or even 240Hz today), 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 15 capacitance signal.

[0018] The problem addressed by the present invention is therefore that of providing a combination of host materials which are suitable for use in an organic electroluminescent device, especially in a phosphorescent OLED, and lead to good device properties, 20 especially with regard to an improved lifetime and / or a low operating voltage and / or a good capacitance, and that of providing the corresponding electroluminescent device.

[0019] It has now been found that this problem is solved, and the disadvantages from the prior art are eliminated, by the combination of at least one compound of the formula (1) as first 25 host material and at least one hole-transporting compound of the formula (2) or of the formula (3) or of the formula (4) as second host material in a light-emitting layer of an organic electroluminescent device. The use of such a material combination for production of the light-emitting layer in an organic electroluminescent device leads to very good properties of these devices, especially with regard to lifetime, especially with equal or improved efficiency and / or operating voltage. The advantages are especially also manifested in the presence of a light-emitting component in the emission layer, especially in the case of combination with emitters or in combination with arylamines, e.g. of the formulae (l-A) or (l-B) or preferred embodiments thereof in the hole injection layer and / or hole transport layer and / or electron blocking layer.

[0020] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[0021] - 3 -

[0022] Summary of the invention

[0023] The present invention therefore first provides an organic light-emitting device comprising an anode, a cathode and at least one organic layer containing at least one light-emitting layer, wherein the at least one light-emitting layer contains at least one compound of the 5 formula (1) as host material 1 and at least one compound of the formulae (2), (3) or (4) as host material 2,

[0024] formula (1)

[0025] 15

[0026] Ar4

[0027] 20

[0028] I

[0029]

[0030] Ar4

[0031] 25 formula (2)

[0032] formula (3)

[0033]

[0034] Foreignfiling_text P24-205-SEC-WO01 20250930

[0035] - 4 -

[0036] 5

[0037] I

[0038]

[0039] Ar4

[0040] formula (4)

[0041] where the symbols and indices used are as follows:

[0042] Yi, Y2 stands on each occurrence, identically or differently for O or S, where at 15

[0043] least one of Y1 and Y2 is O;

[0044] An, Ar2 at each instance are the same or different and are an aromatic or heteroaromatic ring system which has 6 to 24 ring atoms and may be substituted by one or more R#;

[0045] R# stands on stands on each occurrence, identically or differently, for H, D, F, Cl, Br, I, 20

[0046] 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 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 aromatic ring atoms;

[0047] 25

[0048] Ara is selected from phenyl, biphenyl and dibenzofuran, and may be substituted by one or more D;

[0049] D denotes deuterium;

[0050] Ar4 is the same or different at each instance and is an aromatic or heteroaromatic ring system which has 5 to 60 ring atoms, which may in each case also be substituted by one or more radicals R6;

[0051] R5stand on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CHO, CN, N(R6)2, C(=O)R6, P(=O)(R6)2, S(=O)R6, S(=O)2R6, NO2, Si(R6)3, B(OR6)2, OSO2R6, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or branched or a cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms, each of which 35

[0052] may be substituted by one or more radicals R6, where in each case one or more non-adjacent CH2 groups may be replaced by R6C=CR6, C=C, Si(R6)2, Ge(R6)2, Sn(R6)2, C=O, C=S, C=Se, P(=O)(R6), SO, SO2, O, S or CONR6and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or Foreignfiling_text P24-205-SEC-WO01 20250930

[0053] - 5 -

[0054] heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R6; wherein two of radicals R5may form a mono- or polycyclic, aliphatic ring system or aromatic ring system, which may be substituted by one or more radicals R6;

[0055] 5 R6stand on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CHO, CN,

[0056] N(Ar’)2, C(=O)Ar’, P(=O)(Ar’)2, S(=O)Ar’, S(=O)2Ar’, NO2, Si(R7)3, B(OR7)2, OSO2R7, 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 R7, where in each case one or more non- adjacent CH2groups may be replaced by R7C=CR7, C≡C, Si(R7)2, Ge(R7)2, Sn(R7)2, C=O, C=S, C=Se, P(=O)(R7), SO, SO2, O, S or CONR7and 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 R7, or an aryloxy group having 5 to 60 ring 15 atoms, which may be substituted by one or more radicals R7;

[0057] 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 R7;

[0058] R7stands on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CN, a 20 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 CH2groups 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;

[0059] 25 n is the same or different at each instance and is 0, 1, 2 or 3;

[0060] s is the same or different at each instance and is 0, 1, 2, 3 or 4;

[0061] t is the same or different at each instance and is 0, 1, 2 or 3;

[0062] u is the same or different at each instance and is 0, 1 or 2;

[0063] with the proviso that the at least one compound of the formula (1) has a degree of deuteration of at least 50mol%, and that the compounds of formulae (2), (3) or (4) have a degree of deuteration of at least 50mol%.

[0064] The invention therefore further provides a mixture comprising at least one compound of formula (1) and at least one compound of the formulae (2), (3) or (4), Foreignfiling_text P24-205-SEC-WO01 20250930

[0065] 5

[0066] 15

[0067]

[0068] formula (2)

[0069] 20

[0070] 25

[0071] formula (3)

[0072]

[0073] Foreignfiling_text P24-205-SEC-WO01 20250930

[0074] - 7 -

[0075] 5

[0076] I

[0077]

[0078] Ar4

[0079] formula (4)

[0080] where the symbols and indices used are as follows:

[0081] Yi, Y2 stands on each occurrence, identically or differently for O or S, where at 15

[0082] least one of Y1 and Y2 is O;

[0083] An, Ar2 at each instance are the same or different and are an aromatic or heteroaromatic ring system which has 6 to 24 ring atoms and may be substituted by one or more R#;

[0084] R# stands on stands on each occurrence, identically or differently, for H, D, F, Cl, Br, I, 20

[0085] 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 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 aromatic ring atoms;

[0086] 25

[0087] Ara is selected from phenyl, biphenyl and dibenzofuran, and may be substituted by one or more D;

[0088] D denotes deuterium;

[0089] Ar4 is the same or different at each instance and is an aromatic or heteroaromatic ring system which has 5 to 60 ring atoms, which may in each case also be substituted by one or more radicals R6;

[0090] R5stand on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CHO, CN, N(R6)2, C(=O)R6, P(=O)(R6)2, S(=O)R6, S(=O)2R6, NO2, Si(R6)3, B(OR6)2, OSO2R6, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or branched or a cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms, each of which 35

[0091] may be substituted by one or more radicals R6, where in each case one or more non-adjacent CH2 groups may be replaced by R6C=CR6, C=C, Si(R6)2, Ge(R6)2, Sn(R6)2, C=O, C=S, C=Se, P(=O)(R6), SO, SO2, O, S or CONR6and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or Foreignfiling_text P24-205-SEC-WO01 20250930

[0092] - 8 -

[0093] heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R6; wherein two of radicals R5may form a mono- or polycyclic, aliphatic ring system or aromatic ring system, which may be substituted by one or more radicals R6;

[0094] 5 R6stand on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CHO, CN,

[0095] N(Ar’)2, C(=O)Ar’, P(=O)(Ar’)2, S(=O)Ar’, S(=O)2Ar’, NO2, Si(R7)3, B(OR7)2, OSO2R7, 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 R7, where in each case one or more non- adjacent CH2groups may be replaced by R7C=CR7, C≡C, Si(R7)2, Ge(R7)2, Sn(R7)2, C=O, C=S, C=Se, P(=O)(R7), SO, SO2, O, S or CONR7and 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 R7, or an aryloxy group having 5 to 60 ring 15 atoms, which may be substituted by one or more radicals R7;

[0096] 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 R7;

[0097] R7stands on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CN, a 20 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 CH2groups 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;

[0098] 25 n is the same or different at each instance and is 0, 1, 2 or 3;

[0099] s is the same or different at each instance and is 0, 1, 2, 3 or 4;

[0100] t is the same or different at each instance and is 0, 1, 2 or 3;

[0101] u is the same or different at each instance and is 0, 1 or 2;

[0102] with the proviso that the at least one compound of the formula (1) has a degree of deuteration of at least 50mol%, and that the compounds of formulae (2), (3) or (4) have a degree of deuteration of at least 50mol%.

[0103] The invention further provides a process for producing the organic light-emitting devices and specific further mixtures, and specific material combinations. The corresponding 35 preferred embodiments as described hereinafter likewise form part of the subject-matter of the present invention. The surprising and advantageous effects are achieved through specific selection of the compounds of the formula (1) and the compounds of the formulae (2), (3) or (4). The surprising and advantageous effects are further achieved through specific selection of the compounds of the formula (1) and the compounds of the formulae Foreignfiling_text P24-205-SEC-WO01 20250930

[0104] - 9 -

[0105] (2), (3) or (4), preferably together with specific arylamines selected from monoamines or diamines in the hole injection layer and / or hole transport layer and / or electron blocking layer as further described hereinbelow.

[0106] 5 Detailed description of the invention

[0107] In the present patent application, " D" or " D atom" denotes deuterium. The degree of deuteration, expressed in mol%, means the proportion of H atoms that are replaced by deuterium. Since the deuterated compounds are often a mixture of compounds that differ in the exact position and the exact proportion of D atoms, the degree of deuteration denotes the average proportion of H atoms that are replaced by D. With a degree of deuteration of 50 mol%, an average of 50 mol% of the H atoms in the compound are replaced by D, so that the degree of deuteration is average.

[0108] The organic light-emitting device of the invention is, for example, an organic light-emitting 15 transistor (OLET), an organic field quench device (OFQD), an organic light-emitting electrochemical cell (OLEC), an organic laser diode (O-laser) or an organic light-emitting diode (OLED). The organic light-emitting device or synonymously 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

[0109] 20 preferably an OLED.

[0110] The organic layer of the device of the invention that comprises the light-emitting layer comprising the material combination of at least one compound of the formula (1) and at least one compound of the formulae (2), (3) or (4), as described or described above or 25 hereinafter, preferably comprises, in addition to this light-emitting layer (EML), a hole injection layer (HIL), a hole transport layer (HTL), an electron blocking layer (EBL), an electron transport layer (ETL), an electron injection layer (EIL) and / or a hole blocker layer (HBL), and / or an exciton blocking layer and / or charge generation layers. It is also possible for the device of the invention to include multiple layers from this group selected from EML, HIL, HTL, EBL, ETL, EIL and HBL.

[0111] The organic electroluminescent device of the invention may contain two or more lightemitting layers. At least one of the emitting layers is the light-emitting layer of the invention. It is particularly preferable when these emission layers in this case altogether 35 exhibit a plurality of emission maxima between 380 nm and 750 nm, so that altogether white emission results. It should be noted that, for the production of white light, rather than a plurality of emitter compounds, an emitter compound used individually which emits over a broad wavelength range may also be suitable. Systems with three emitting layers are particularly preferred, whereby the three layers show blue, green and orange or red Foreignfiling_text P24-205-SEC-WO01 20250930

[0112] - 10 -

[0113] emission. As an alternative to the combination described above, an emitting layer can also show yellow emission. Such combinations are known in the art. The organic electroluminescence device according to the invention can also be a tandem electroluminescence device, in particular for white-emitting OLEDs.

[0114] 5 However, the device may also comprise inorganic materials or else layers formed entirely from inorganic materials.

[0115] It is preferable when the organic layer of the device of the invention comprises a hole injection layer and / or a hole transport layer and / or an electron blocking layer wherein the hole-injecting material and / or hole-transporting material and / or electron blocking material is a monoamine or diamine that does not contain a carbazole unit. A suitable selection of monoamine or diamine compounds and preferred compounds is described hereinbelow.

[0116] It is preferable when the light-emitting layer comprising at least one compound of the 15 formula (1) and at least one compound of the formulae (2), (3) or (4) comprises at least one further compound selected from the group of matrix materials, phosphorescent emitters, fluorescent emitters and / or emitters having thermally activated delayed fluorescence. A suitable selection of matrix materials and emitters is described hereinafter.

[0117] 20

[0118] It is preferable when the light-emitting layer comprising at least one compound of the formula (1) and at least one compound of the formulae (2), (3) or (4) comprises at least one phosphorescent emitter. A suitable selection of phosphorescent emitters and preferred phosphorescent emitters is described hereinafter.

[0119] 25

[0120] An aryl group in the context of this invention contains 6 to 40 aromatic ring atoms, preferably carbon atoms. A heteroaryl group in the context of this invention contains 5 to 40 aromatic 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 preferably selected from N, O and / or S. An aryl group is understood here to mean either a simple aromatic cycle, i.e. phenyl, derived from benzene, or a fused aryl group, i.e. derived from naphthalene, anthracene, phenanthrene, triphenylene, but also includes aromatic ring systems such as biphenyl, terphenyl, quaterphenyl, dimethylfluorenyl, diphenylfluorenyl or spirobifluorenyl. A heteroaryl group is 35 understood here to mean a simple heteroaromatic cycle, for example derived from pyridine, pyrimidine or thiophene, or a fused heteroaryl group, for example derived from dibenzofurane, dibenzothiophene, carbazole, quinoline or isoquinoline, but also includes heteroaromatic ring systems such as bipyridyl. An aryl group having 6 to 18 carbon atoms is therefore preferably phenyl, naphthyl, phenanthryl, biphenyl, terphenyl or triphenylenyl Foreignfiling_text P24-205-SEC-WO01 20250930

[0121] - 11 -

[0122] 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 radicals, where the substituent is described below. If no such substituent is described, the aryl group or heteroaryl group is not substituted. The aryl and heteroaryl groups are preferably partially deuterated or 5 fully deuterated.

[0123] An aryl group (synonymously used an aromatic ring system) or a heteroaryl group (synonymously used a heteroaromatic ring system) which has 5-40 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, benzofluoranthene, naphthacene, pentacene, benzopyrene, biphenyl, biphenylene, terphenyl, terphenylene, fluorene, spirobifluorene, dihydrophenanthrene, dihydropyrene, tetrahydropyrene, cis- or trans-indenofluorene, cis- 15 or trans-monobenzoindenofluorene, cis- or trans-dibenzoindenofluorene, truxene, isotruxene, spirotruxene, spiroisotruxene, furan, benzofuran, isobenzofuran, dibenzofuran, thiophene, benzothiophene, isobenzothiophene, dibenzothiophene, pyrrole, indole, isoindole, carbazole, indolocarbazole, indenocarbazole, pyridine, quinoline, isoquinoline, acridine, phenanthridine, benzo-5,6-quinoline, benzo-6,7-quinoline, benzo-7,8-quinoline, 20 phenothiazine, phenoxazine, pyrazole, indazole, imidazole, benzimidazole, naphthimidazole, phenanthrimidazole, pyridimidazole, pyrazinimidazole, quinoxalinimidazole, oxazole, benzoxazole, naphthoxazole, anthroxazole, phenanthroxazole, isoxazole, 1,2-thiazole, 1,3-thiazole, benzothiazole, pyridazine, benzopyridazine, pyrimidine, benzopyrimidine, quinoxaline, 1,5-diazaanthracene, 2,7- 25 diazapyrene, 2,3-diazapyrene, 1,6-diazapyrene, 1,8-diazapyrene, 4,5-diazapyrene,

[0124] 4,5,9, 10-tetraazaperylene, pyrazine, phenazine, phenoxazine, phenothiazine, fluorubine, 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, purine, pteridine, indolizine and benzothiadiazole.

[0125] An aromatic ring system having 6 to 18 carbon atoms as ring atoms is preferably selected from phenyl, 1,2-biphenyl, 1,3-biphenyl, 1,4-biphenyl, dimethylfluorenyl, naphthyl, phenanthryl and triphenylenyl, which may be substituted by one or more radicals, where 35 the substituent is described hereinafter.

[0126] A preferred heteroaromatic ring system having 10 to 18 ring atoms is preferably selected from dibenzofuranyl and dibenzothiophenyl, which may be substituted by one or more radicals, where the substituent is described hereinafter. Foreignfiling_text P24-205-SEC-WO01 20250930

[0127] - 12 -

[0128] A cyclic alkyl group in the context of this invention is understood to mean a monocyclic, bicyclic or polycyclic group.

[0129] In the context of the present invention, a straight-chain, branched or cyclic C1- to C20-alkyl group is understood to mean, for example, the methyl, ethyl, n-propyl, i-propyl,

[0130] 5 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, 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-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- 15 hexadec-1-yl, 1,1-diethyl-n-octadec-1-yl, 1-(n-propyl)cyclohex-1-yl, 1-(n-butyl)cyclohex-1- yl, 1-(n-hexyl)cyclohex-1-yl, 1-(n-octyl)cyclohex-1-yl and 1-(n-decyl)cyclohex-1-yl radicals.

[0131] The abbreviation An, An are the same or different and are an aromatic or heteroaromatic ring system which has 6 to 24 ring atoms and may be substituted by one or more R# 20 radicals; where R# radical is defined as described above or hereinafter.

[0132] The abbreviation Ara is selected from phenyl, biphenyl and dibenzofuran, and may be substituted by one or more D; where D denotes deuterium;

[0133] 25 The abbreviation An is the same or different at each instance and is an aromatic or heteroaromatic ring system which has 5 to 60 ring atoms, which may in each case also be substituted by one or more radicals R6; where R6radical is defined as described above or hereinafter.

[0134] The abbreviation Ar’ is 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 R7; where R7radical is defined as described above or hereinafter.

[0135] In the context of the present invention, a straight-chain, branched or cyclic alkenyl group is 35 understood to mean ethenyl, propenyl, butenyl, pentenyl, cyclopentenyl, hexenyl, cyclohexenyl, heptenyl, cycloheptenyl, octenyl, cyclooctenyl or cyclooctadienyl.

[0136] In the context of the present invention, a straight-chain, branched or cyclic alkynyl group is understood to mean ethynyl, propynyl, butynyl, pentynyl, hexynyl, heptynyl or octynyl. Foreignfiling_text P24-205-SEC-WO01 20250930

[0137] - 13 -

[0138] When the host materials of the light-emitting layer comprising at least one compound of the formula (1) as described above or described as preferred hereinafter and at least one compound of the formulae (2), (3) or (4) as described above or described hereinafter are used for a phosphorescent emitter, it is preferable when the triplet energy thereof is not 5 significantly less than the triplet energy of the phosphorescent emitter. In respect of the triplet level, it is preferably the case that Ti(emitter) - Ti(matrix) < 0.2 eV, more preferably < 0.15 eV, most preferably < 0.1 eV. Ti (matrix) here is the triplet level of the matrix material in the emission layer, this condition being applicable to each of the two matrix materials, and Ti (emitter) is the triplet level of the phosphorescent emitter. If the emission layer contains more than two matrix materials, the abovementioned relationship is preferably also applicable to every further matrix material.

[0139] There follows a description of the host material 1 and its preferred embodiments that is / are present in the device of the invention. The preferred embodiments of the host 15 material 1 of the formula (1) are also applicable to the mixture of the invention.

[0140] Preferred compounds of formula (1) are compounds of formulae (1a) to (1d),

[0141] 20

[0142] 25

[0143]

[0144] formula (1a)

[0145] Arq

[0146] 35

[0147]

[0148] formula (1b) Foreignfiling_text P24-205-SEC-WO01 20250930

[0149] - 14 -

[0150] 5

[0151] 15

[0152]

[0153] formula (1d)

[0154] 20

[0155] where An, An, Ara, Yi, Y2, D and n have a meaning as described before or preferably described before or hereinafter.

[0156] The invention further provides the organic light-emitting device as described above, 25 wherein the host material 1 conforms to at least one of the formulae (1a), (1b), (1c) and (1d) as described above.

[0157] In a preferred embodiment of the light-emitting device or mixture according to the invention, the host material 1 is selected from compounds of formulae (1a), (1b), (1d) as described before. In a more preferred embodiment of the light-emitting device or mixture according to the invention, the host material 1 is selected from compounds of formulae (1b), (1d). In a more particularly preferred embodiment of the light-emitting device or mixture according to the invention, the host material 1 is selected from compound of formula (1d).

[0158] 35

[0159] Preferred compounds of formula (1) are compounds of formulae (1e) to (1t), Foreignfiling_text P24-205-SEC-WO01 20250930

[0160] - 15 - 5

[0161] 15 20 25

[0162]

[0163] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[0164] - 16 -

[0165] 5

[0166] 15

[0167]

[0168] where An, An, Ara, Yi, Y2, D and n have a meaning as described before or preferably described before or hereinafter.

[0169] 20

[0170] In compounds of the formulae (1e) to (11), compounds of formulae (1e) to (1 h), (1m) to (1t) are more preferred, compounds of formulae (1e) to (1 h), (1q) to (1t) are even more preferred, compounds of formulae (1e) to (1h) are particularly preferred.

[0171] 25

[0172] In compounds of the formulae (1), (1a) to (1t), An, Ara at each instance are the same or different and are preferably selected from the group of formula (An-1) to (An-12),

[0173] R1R1R1R1R1

[0174]

[0175] formula (Ar1-1) formula (Ar1-2)

[0176] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[0177] - 17 -

[0178] R1R1R1

[0179] 5

[0180] R

[0181]

[0182] 1R1R1R1formula (Ar1-3) formula (Ar1-4)

[0183] 15 formula (Ar1-6)

[0184] 20

[0185] formula (Ar1-8) 25

[0186]

[0187] 35

[0188] formula (Ar1-9) formula (Ar1-10) Foreignfiling_text P24-205-SEC-WO01 20250930

[0189] - 18 -

[0190] 5

[0191] formula (Ar1-11) formula (Ar1-12)

[0192]

[0193] where the symbols and indices used are as follows:

[0194] Y3is O or S;

[0195] R1is at each occurrence independently H, D, F, CN, phenyl or partially or fully deuterated phenyl;

[0196] 15

[0197] x is the same or different at each instance and is 0, 1, 2, 3 or 4;

[0198] the dashed bond is the bond to the rest of the formulae (1), (1a) to (1t).

[0199] In formulae (An-5) to (An-8), Y3is preferably O.

[0200] In formulae (An-1) to (An-12), Ri is preferably H, D, CN, phenyl or partially or fully deuterated phenyl, particularly preferably H or D.

[0201] 20

[0202] Within the group of formulae (An-1) to (An-12), the groups formulae (An-1), (An-2), (An- 3), (An-5), (An-6), (An-7), (An-8), (An-9), (An-10), (An-11) and / or (An- 12) are preferred where the symbols and indices used have the meaning as described or preferably described before.

[0203] 25

[0204] According to the invention, within the at least one compound of formulae (1), (1a) to (11), as previously described or preferably described, the average degree of deuteration is at least 50mol% to 100mol%, preferably at least 60mol% to 95mol%, and particularly preferably at least 70mol% to 90mol%.

[0205] 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- 35

[0206] 1071.

[0207] 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 Foreignfiling_text P24-205-SEC-WO01 20250930

[0208] - 19 -

[0209] presence of a platinum catalyst or palladium catalyst and a deuterium source. The term “deuterium source” means any compound that contains one or more deuterium atoms and is able to release them under suitable conditions.

[0210] 5 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% 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 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 15 200°C.In addition, the reaction is preferably conducted under pressure.

[0211] Examples of suitable host materials of the formulae (1), (1a) to (1t) are the structures given below in table 1.

[0212] 20 Table 1:

[0213] 25

[0214]

[0215] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[0216] - 20 -

[0217] 15 20 25 30

[0218]

[0219] Foreignfiling_text P24-205-SEC-WO01 20250930

[0220] - 21 -

[0221] 5

[0222] 15 20 25

[0223] 35

[0224]

[0225] Foreignfiling_text P24-205-SEC-WO01 20250930

[0226] - 22 -

[0227] D n

[0228] DJD

[0229] D nDXX

[0230] DnL / VJH) D n D'Z ’l D- / 1 M-V k yJ3Uz~o x ln b D NX R D p N=y 5 DD\ D>f kyOy-T \

[0231] D~ / 1 ryo \

[0232] XM / X \nF) JL X® / y— C D \ r>DD DDD D IT4X XJU'D DA J JJH)

[0233] / o \ D0L) D 0

[0234] D

[0235] D 1 n

[0236] i n IT / Y

[0237] TDv, D P D cPx lDYJYDW ) J3 D^Y^X t) n T X / 'OnXjl N I I 15 oZk BAX n T

[0238] D Z \ P I D / Di

[0239] X lT / X. P i D

[0240] DX w r- V_# DA J ZJHJ D DZpFj^X-D D0D

[0241] D ° D

[0242] 20 D QnQ n

[0243] V_ z1^

[0244] nXX XD DL XDDd <d

[0245] NXX

[0246] D k XZ 1. N

[0247] 0 „ PjP pt)D D<?° x D> AZ D yCn \ X vo \

[0248] 25

[0249] X JUT VX KZD

[0250] 0Dz^~o

[0251] D O vJ D D-X-X1 DyOX° F '■{J l.

[0252] D D D X'Z<Y A^nD D0D

[0253] D Q n DwKZ D J* n o V X*

[0254] DnDX( irXt Xro D' jZ i' Jk. hL zXXn \ Z~~Z I NW A 0 D |L W r liDDyK D NhZ ytf ob N=X D> SSZ^£ J” I P 1 AXD\ 35 U £>SVD

[0255] rd L AXnXdX0? \ D D XDZ > X Xf DDJ W IDDA > X^ DX J XJH> k O r ^o i. D u D b

[0256]

[0257] Foreignfiling_text P24-205-SEC-WO01 20250930

[0258] - 23 -

[0259] 5

[0260] 15 20 25

[0261] 35

[0262]

[0263] Foreignfiling_text P24-205-SEC-WO01 20250930

[0264] 5

[0265] 15 20 25

[0266] 35

[0267]

[0268] Foreignfiling_text P24-205-SEC-WO01 20250930

[0269] 5

[0270] 15 20 25

[0271] 35

[0272]

[0273] Foreignfiling_text P24-205-SEC-WO01 20250930

[0274]

[0275] Foreignfiling_text P24-205-SEC-WO01 20250930

[0276] - 27 -

[0277] 5

[0278] 10

[0279] 15

[0280] 20

[0281] 25

[0282] 30

[0283] 35

[0284]

[0285] Foreignfiling_text P24-205-SEC-WO01 20250930

[0286] - 28 -

[0287] 5

[0288] 15 20 25

[0289] 35

[0290]

[0291] Foreignfiling_text P24-205-SEC-WO01 20250930

[0292]

[0293] Foreignfiling_text P24-205-SEC-WO01 20250930

[0294] 5

[0295] 15 20 25

[0296] 35

[0297]

[0298] Foreignfiling_text P24-205-SEC-WO01 20250930

[0299] - 31 -

[0300] 5

[0301] 15 20 25

[0302] 35

[0303]

[0304] Foreignfiling_text P24-205-SEC-WO01 20250930

[0305] - 32 -

[0306] 5

[0307] 15 20 25

[0308] 35

[0309]

[0310] Foreignfiling_text P24-205-SEC-WO01 20250930

[0311] 5 YQ 9C AMA D

[0312] S kJov P Q / \ Q J — --V / XYIAA ZXQ

[0313] dtQ o

[0314] r y-D

[0315] DD y-CD

[0316] DVI\ 1TD D--. Z> -D DVD DV I 1D

[0317] D NA D NTN DMA n DykAA p

[0318] 1 1 ™ \ P „

[0319] D' r u n YvO

[0320] D

[0321] 15 °D

[0322] D

[0323] FvODrA n

[0324] P^A D

[0325] DAyD

[0326] tf D D-Q

[0327] D"1^

[0328] D

[0329] 20 D

[0330] DJU) DAwO

[0331] XJ IJC D KTM

[0332] EkAU. D^AAMA n I J " \ 1 J " \ ¥DA fA° DA L) JTjr0

[0333] DYYYD

[0334] 25

[0335] pfAoM3 DA? FAAT

[0336] D ) D0D CP \J<

[0337] Fv / >-D DA Q / DV D C DDO DALD D

[0338] I i □Yv00^0 gAAp PAAAAK D D

[0339] p A NAK M TfpdPVAA< A D MAA D \ FA0nD" D °D DV^-ODY Y T u

[0340] n DA jA un D T D r. A XYAX rM>-% 35 D CO P D )A~O < 3

[0341] MAyo

[0342] n k r \^j

[0343] D D FV-DtKk A\ / Du y H D tf u U Du

[0344]

[0345] Foreignfiling_text P24-205-SEC-WO01 20250930

[0346] 5

[0347] 15 20 25

[0348] 35

[0349]

[0350] Foreignfiling_text P24-205-SEC-WO01 20250930

[0351]

[0352] Foreignfiling_text P24-205-SEC-WO01 20250930

[0353] 5

[0354] 15 20 25

[0355]

[0356] Foreignfiling_text P24-205-SEC-WO01 20250930

[0357]

[0358] Foreignfiling_text P24-205-SEC-WO01 20250930

[0359] - 38 -

[0360] 15 20 25 30

[0361]

[0362] Foreignfiling_text P24-205-SEC-WO01 20250930

[0363] 5

[0364] 15 20 25

[0365] 35

[0366]

[0367] Foreignfiling_text P24-205-SEC-WO01 20250930

[0368] - 40 -

[0369] 10 15 20 25 30

[0370]

[0371] Foreignfiling_text P24-205-SEC-WO01 20250930

[0372]

[0373] Foreignfiling_text P24-205-SEC-WO01 20250930

[0374] - 42 -

[0375] DJ IL JDDIXJLD

[0376] 1 JL

[0377] DAAA J? p-^Y u

[0378] p rpN

[0379] D-Cjn

[0380] D-Y> O ZTLO

[0381] 5 D D jJ-n D~< >0 To

[0382] o bDyJD

[0383] D rXn D" I o DD^ P D YtryTroD^Q-DDT D DD 3 D U DJCD IXY U

[0384] oJUOt J

[0385] D I T TY r0DJJNYl0„ W j D

[0386] o rpDn yC° 15 D p k> D u "b ISY-D

[0387] D' I D w

[0388] DT X DJ YY0

[0389] p ^ VvO *

[0390] D D D D D D

[0391] 20 D

[0392] DJLDDX0

[0393] oXVvJ? „

[0394] DYAYn DY j ~ w ° n~A°

[0395] D b KZ~D D-f l-O To

[0396] D-A t

[0397] 25 D b T AD „ D XZD ■KXXOT3MA T0DDU D

[0398] D_Q-D D-TT0D D D D D

[0399] DyAD OJLD

[0400] TJ

[0401] I T « yyoDYY ™S^r^

[0402] D- / Y D YP ' DDJ)2O D pDiXn AYD 35 D JTD D I n PDTT / VD DY D TC / AP n DATU

[0403]

[0404] D D Foreignfiling_text P24-205-SEC-WO01 20250930

[0405] - 43 -

[0406] 5

[0407] 10

[0408] 15

[0409] 20

[0410] 25

[0411] 30

[0412] 35

[0413]

[0414] Foreignfiling_text P24-205-SEC-WO01 20250930

[0415]

[0416] Foreignfiling_text P24-205-SEC-WO01 20250930

[0417] - 45 - D

[0418] DvCD oJLo

[0419] I IDX0

[0420] J? DDY\XAJ n DXAA DXA

[0421] 5 v JAMD D-M T OD

[0422] DD13 D1 LDD6 DI5L uXx

[0423] D D-O jj rO >o

[0424] [HJ y / ^XyD D D D D D D D DJLD D. L D

[0425] D I Y ID 1 1

[0426] DYD

[0427] nDJUQt p D N*SMN

[0428] D KXXrrX r0nTMA Jr DXAP D-XP ^CW oTr 15DJD D'O^J PDKAD UT X / y-D

[0429] D“C< D D D

[0430] 20 D

[0431] DsAA

[0432] D D YT°

[0433] DXX

[0434] D

[0435] n A J NLXj, INV

[0436] D Y i ^ XT) OJAANAJ!

[0437] o YYV U D-QT

[0438] dXX D „ JTO

[0439] 25

[0440] d° DXAXD x5 T D _rT1 / ' o

[0441] D CP \Ji

[0442] y— < / '>--[')Dh JTvP ° xxjyo D D D D D D D

[0443] D. A -D

[0444] D DTT D □ jrf

[0445] dwCv3

[0446] oxOCX P Dyrn DA T OA I X^D D-% rVT0

[0447] 5°tT

[0448] DDUPDD

[0449] 35

[0450] A XW

[0451] cv<yD° D DDD O

[0452]

[0453] Foreignfiling_text P24-205-SEC-WO01 20250930

[0454] - 46 -

[0455] 5

[0456] 15 20 25

[0457] 35

[0458]

[0459] Foreignfiling_text P24-205-SEC-WO01 20250930

[0460] - 47 -

[0461] 5

[0462] 15 20 25

[0463] 35

[0464]

[0465] Foreignfiling_text P24-205-SEC-WO01 20250930

[0466] - 48 -

[0467] D P cy p u yo ^X v-D P~Y / D O' NA D. P uX lD ‘YSAMAJ’ DXL^ / V4 F n XAc)

[0468] 5 D Z VD YYw: N\ PDAAO D X r0P DNDXJO 6Lry_^ D-Z \ A A

[0469] D KTT T T 0 DxXv0)=< oAA D ZA-YY il 1 D- / \_n <13

[0470] D' t) IOAX p D P D P

[0471] rJ yo

[0472] o-Q-0n A-P brt D N-< D DV ZXXJ1P r“yX D'y A o DAVD M YMVQNnVZ_P^-D D-\ M 15

[0473] D DV DM Y Z A XTO D DDDyC° nA I X

[0474] DJr uP [ HLj-XZ / ybT U D DD b D ID 20 D P D P D P M-TD D< XDP\ _P N’A' ' rv / V N PnD u |><> D

[0475] r^CkXbD DD-XX05 DY DA I

[0476] 2 I XT pDyCo

[0477] D I M DMVMXDXI D

[0478] X / XD

[0479] tXJ2IP

[0480] VVPUD

[0481] M r. D D DA

[0482] D & bDpj3D P D^ P UXD D^ P Mb

[0483] D D DX> D D D D\>-D gDytb DsXJ

[0484] DUX

[0485] 35 D II 6

[0486] D- / > O

[0487] DZXk

[0488] XJ~€

[0489] D-yX

[0490] D T) DDD ip

[0491]

[0492] Foreignfiling_text P24-205-SEC-WO01 20250930

[0493]

[0494] Foreignfiling_text P24-205-SEC-WO01 20250930

[0495] - 50 -

[0496] 5

[0497] 10

[0498] 15

[0499] 20

[0500] 25

[0501] 30

[0502] 35

[0503]

[0504] Foreignfiling_text P24-205-SEC-WO01 20250930

[0505] - 51 - D _P DXX0D D O P

[0506] | J X~ " ’’i. r / X / h |X|tX~ J D 5 X °f c o

[0507] X Ol H n. ° °D DHZf®11DOT- Dy P / r:D xDy y° yo

[0508] $° ~' I TYxaAw-^

[0509] c x °a~ TY VQ

[0510] ° ^6 D b

[0511] D D P

[0512] D^XbXXn n 1 n s _ d ofy I D 1 _UT 1DA XD°J RX D XX K D n- / yx N

[0513] Dy=( hH / PD DP? D DnP y-D 15

[0514] aX PDYX° D Y 0DD^AvXXn XI DU

[0515] [PM0D>2PDVD Kf Xz~D0 DDD D b 20 P D P D. J DVD D P y-TnT IM M3°uj<oXXn DXXXVDD D XX D D D-XV-D pDyLO DDYX°

[0516] 25 D^XXInDXQ3J R JLXD D~# yXD~Q~DD~C / ~DD' bD

[0517] D b

[0518] D D D P D P

[0519] D. A-D n IIPIJ / 0cCT ^~i D M OA4N- / N D o- / JpX p D D MTT0D DD<f°DDJCO DWDPYMD

[0520] 35

[0521] Dv P ^G-0O D t) D p

[0522]

[0523] Foreignfiling_text P24-205-SEC-WO01 20250930

[0524]

[0525] Foreignfiling_text P24-205-SEC-WO01 20250930

[0526] - 53 -

[0527] X^0VS Q'’ 5

[0528] nDn \ ATL i 1o 1 o, D^P DQgY A0. nX-Xf K^-X0

[0529] XX O' I l 1D\XD°D}XoQD

[0530] ~ D

[0531] D- J.

[0532] D i _ DXX DnDs w u D^ry3R P NJ~< ° D P hjI D

[0533] o-F

[0534] D-f t-n K / * N D NXP 15 >n? D F DDcP!?~CrD°U>=\DXKA° D o^y^x / joDYA& XTD D-Cr D

[0535] DV D O D^FD

[0536] 0 °

[0537] 20 Dn

[0538] D

[0539] 25

[0540] D DDDTX

[0541] C /

[0542] D P N»=4

[0543] YP N=< D D-^Y N-^ P

[0544] D y? n D F 35 OT LAO

[0545] DD.DP rl D Y )AX kA0a X JIV J T bo'AYXD

[0546] J I A0'DDA rt4X f XX-CDC JLU D’X'YD° x

[0547]

[0548] cTc0 Foreignfiling_text P24-205-SEC-WO01 20250930

[0549]

[0550] Foreignfiling_text P24-205-SEC-WO01 20250930

[0551] - 55 - DDYZS'X* o

[0552] n hpN R D^X, A / T I D ff x

[0553] Qa^~ oorY A^J-fJ- TTJI J nTV L_FO? CT n D D^J Z \_nDP P uoy )2P YyA / 0D DT. P P cry J T Vn RL / DDD rY \T J ZA g P ryLp

[0554] P o cr yXOYZJ'^A'”YU O Opg b

[0555] O O~ y

[0556] D--f y= / Oy / \_n C^b ~o

[0557] XQJO0Dylf0'

[0558] D D D ~ D EJ D

[0559] D P D DYQ-D D-yAA

[0560] D y / P. N.-Y ) ' DU

[0561] J w /

[0562] UyY N=\ n n 1 D D D r=C n

[0563] D R M o0D H D >< HDt n T w yVox

[0564] D A jT W l J XRzQ0r( VVOD T U

[0565] VJ °

[0566] D' T'^'D

[0567] DDD D

[0568] DyKy0

[0569] 0 O? D D'y" Xzzpf 'Y! ZT 9 x Q'^'r 'O DYvV u D \ i 1 A DD-Jl / Yn rYY u r r \ ^'Uub DAJW>-^

[0570] Db A'A '

[0571] D0

[0572] DJW0

[0573] D D D n N-Ssi D DJVT^ Y^YD9 1 I T I

[0574] DyWyfY YY) DyXA / i){P'\_p 1 A-. D n T 7 x rAroDy Cn

[0575] D0DT y yxu

[0576] U L I)

[0577] D-£J DDI kDDD>D

[0578]

[0579] Foreignfiling_text P24-205-SEC-WO01 20250930

[0580] D

[0581] 5Cl4 / " 0 Q- „

[0582] n-XX XF Ro e ox vv, r9 \=P

[0583] D XXX XXIl )0vfX> TH)

[0584] D A > RX / YX o rfo

[0585] / rXTIDH

[0586] / U

[0587] >={ D D

[0588] DK / d

[0589] D O

[0590] D-XX0

[0591] DAXDD>^Zxi

[0592] D f W 9 n

[0593] DDyy< Y j

[0594] IX ri \ P D 1 i XAr 15 1 X. D DUC J kn oX / V x

[0595] O'! D0OXXO (X IyY\pHb F R_

[0596] Dbu / yJ" o- o DnTAsx X 0<Xv=T =< r~C3DT^aY0<cHoy q ^^ D tr yDDxX

[0597] D D y0

[0598] 20 0 D

[0599] DVAD

[0600] Q' IW X'TS [Ar0

[0601] D l x 5L-D D l / y D, A,. B VP

[0602] I I b D J; / A n

[0603] 25 o'!Dl yA-f0

[0604] D OXP DDpYP'A-XX2l)DD aP JFx-V^>=? J—D D R RA / ZZ0DV^C"DDT L A °D DD-O~ 0 U K JL JX

[0605] D b D

[0606] D n DDX^N=<DDXI^XM-A P n _Dn / v-DuD D' V--?U35

[0607] D PDYAXAAD

[0608] VyO A DXU r >)

[0609]

[0610] AD Foreignfiling_text P24-205-SEC-WO01 20250930

[0611] 5

[0612] 15 20 25

[0613] 35

[0614]

[0615] Foreignfiling_text P24-205-SEC-WO01 20250930

[0616]

[0617] Foreignfiling_text P24-205-SEC-WO01 20250930

[0618] - 59 -

[0619] 15 20 25 30

[0620]

[0621] Foreignfiling_text P24-205-SEC-WO01 20250930

[0622]

[0623] Foreignfiling_text P24-205-SEC-WO01 20250930

[0624]

[0625] Foreignfiling_text P24-205-SEC-WO01 20250930

[0626] - 62 -

[0627] 5

[0628] 15 20 25

[0629] 35

[0630]

[0631] Foreignfiling_text P24-205-SEC-WO01 20250930

[0632]

[0633] Foreignfiling_text P24-205-SEC-WO01 20250930

[0634] - 64 -

[0635] 10 15 20 25 30

[0636]

[0637] Foreignfiling_text P24-205-SEC-WO01 20250930

[0638] - 65 -

[0639] 5

[0640] 15 20 25

[0641] 35

[0642]

[0643] Foreignfiling_text P24-205-SEC-WO01 20250930

[0644] - 66 -

[0645] 10 15 20 25 30

[0646]

[0647] Foreignfiling_text P24-205-SEC-WO01 20250930

[0648] - 67 -

[0649] 10 15 20 25 30

[0650]

[0651] Foreignfiling_text P24-205-SEC-WO01 20250930

[0652]

[0653] Foreignfiling_text P24-205-SEC-WO01 20250930

[0654] - 69 -

[0655] 10 15 20 25 30

[0656]

[0657] Foreignfiling_text P24-205-SEC-WO01 20250930

[0658] - 70 -

[0659] 10 15 20 25 30

[0660]

[0661] Foreignfiling_text P24-205-SEC-WO01 20250930

[0662]

[0663] Foreignfiling_text P24-205-SEC-WO01 20250930

[0664] 5

[0665] 15 20 25

[0666] 35

[0667]

[0668] Foreignfiling_text P24-205-SEC-WO01 20250930

[0669]

[0670] Foreignfiling_text P24-205-SEC-WO01 20250930

[0671] 5

[0672] 15 20 25

[0673] 35

[0674]

[0675] Foreignfiling_text P24-205-SEC-WO01 20250930

[0676]

[0677] Foreignfiling_text P24-205-SEC-WO01 20250930

[0678] - 76 -

[0679] D On

[0680] DT W A W DX DfTrV? X0'D

[0681] 5 0 WWDdD

[0682] DD D0

[0683] °0 □

[0684] DD TJDO

[0685] roJO) D n n XAZO D- / X xSCQ>D7ZN R

[0686] 15D /

[0687] DD DDDDI

[0688] °rx o

[0689] O Lr-i

[0690] S 9 cv o

[0691] 20 DD

[0692] cRjC

[0693] VA D R D D n kAA n-^ / x JI JK CX 3A0ly-oD' K) FO

[0694] D •ZMM D Z rX “

[0695] D

[0696] 25 D 1 X yf y0

[0697] n D^V LZknD D n D Dn D D'X -O “X ®

[0698] D-z X n

[0699] KxD

[0700] D0

[0701] D

[0702] DyV

[0703] D'' 7 h.

[0704] D p Dy^DX°^nDyXL%(DD' v r vJl FviiiM LOJ U V D n D K / ~° 0-4 r°

[0705] X— ( u \ D \Dn2 >i / x>vJ'DAJ-D # VDK(MI X XO _ r D

[0706] 35

[0707] D* £)

[0708] A W^* koU

[0709] O*V 1 rY \ r%

[0710] A zA~OuD DU

[0711]

[0712] Foreignfiling_text P24-205-SEC-WO01 20250930

[0713] D

[0714] D

[0715] rt n D T JJLD

[0716] n X 1 ik ~ DnAZXTJ _ )w 0 Ju5 r. D l / X) n J r0

[0717] _ pT / 0U T0

[0718] / VDMXI R A-T D fXn > N V JX J D DA J

[0719] 1XDDD D ° D C)

[0720] Dt)

[0721] n Xx D P P Do r. P< Xn rOfV 15 JW 1A4 n° TxP QV Q~ AC / N H

[0722] tDycX45W Q i Q / X= °'CXD D O00 D DD b

[0723] QD / L 'UoWl' ^

[0724] vX °

[0725] 20

[0726] D

[0727] DyV0n D _,

[0728] D5Y> “Xrb DDEXLBDDrW^ w SWD"Dy< Pb kKID J^ rX, D 25 ~ J T^*Kr

[0729] ° y4

[0730] D [j

[0731] °'CXDDD D DDb

[0732] D>=?nD Q P

[0733] A X" D i Jn rv

[0734] cryX xy^TjLoDD R DD~ / vDD J’Jj) P / Sw fCk) Xn. NDk vft b

[0735] D b Ny DX^L0 UD0D

[0736] 35 LAU D

[0737] D~- / \ D D b b D XZ“VC

[0738] D b d D

[0739]

[0740] Foreignfiling_text P24-205-SEC-WO01 20250930

[0741] - 78 -

[0742] D p DDR jO pdpD~? XDDXZD D0D V / K / W X xT r0X-OxX DDD DD D[)Dl> CxD□ - Xk r 0\ D

[0743] D n n rs D Dn

[0744] Dp D nD\ )rOuV-i^

[0745] DyJ?CKVztf5KrD" °^ W DAX X / X ~N %-Xjf D0D

[0746] D |) D D

[0747] DD D0

[0748] D

[0749] DxJk J) D p D r s kAX D v 0-ZXv CrCH

[0750] tf ' hi-J'10'VT D XJ xXo-xU DUo b oDp~ / y r~ j~~p

[0751] DD D *3

[0752] DVtDDp I rnDjv° „ r-» >*ss»r X-^ T( D T 1Dy^QD°XJW OZCDDDD1 >rO Xl NXXyjXn D XX y M

[0753] uML_Z

[0754] n ~ k T / %_J n D NAj Q D D -jx ro

[0755] fX*"""" A X”~ TTi

[0756] U Q Q u

[0757]

[0758] Foreignfiling_text P24-205-SEC-WO01 20250930

[0759] 5

[0760] 15 20 25

[0761] 35

[0762]

[0763] Foreignfiling_text P24-205-SEC-WO01 20250930

[0764] D

[0765] D p D □ XlXn R D ■' D

[0766] DA NA D nDZL jD KJ5AZflD O^V 5 D< 11 / A Af L k D VllXDn / n D JA1 / iT ^f u f / i Kr °AA 6DA°U DDDDA L / V°

[0767] Db DD

[0768] D

[0769] n

[0770] % y DDUv

[0771] r~ a *r 1 10R D D j ^ I1 D r, D-~< 1 1 A- R D f l n AA / DN\^P XApDA ANS5< rvAoD D~Cy~ / i~Cb rW-\ 15 nA A l lvu-r” l> vF n U n t iMw” DAl K_# ~D D ° kzOvJ0hDA^O Y-DUK / AX

[0772] DD D ®

[0773] DD DD

[0774] 20

[0775] DnQ „

[0776] kJrt ADDaD n D n D PD‘ \ K L X3TDD pD nDAT JVT D~ / | M / kW l / o

[0777] DV pbJ w b D hr< AkJN uXA kU~D^ 25 kPxJ DD^ rT^rC?

[0778] D / H M o b d D

[0779] D ^ i uS r uV

[0780] n ‘LP DD0 0 TP D 0D~f C n n R D DND AXDAL D^v 1 ^ / LP r H D

[0781] DT k)r h> / TPTI n k kksr P””\i==^ WT Un b TvO D b n^AJ Di / 0 DJ^OA D 35 DA LJ VDD0 DD Db KZ \A

[0782] DD D *3

[0783]

[0784] Foreignfiling_text P24-205-SEC-WO01 20250930

[0785] - 81 -

[0786] Q

[0787] 5

[0788] X“ “

[0789] X no

[0790] R D

[0791] D n

[0792] Q PD n D< Vn„

[0793] 1PDD nZo yVoX01? n 15DDrTk O MXwXTn. Wl, zP nA f k k X D j) y\oXZ oD" 7JDD f Mj Q W D D ° DzyryouJ k / o AQDXT D D

[0794] , LD

[0795] Q

[0796] 20

[0797] Q n D

[0798] DyXw^yXy0

[0799] CJ D T > D1 1

[0800] DnD~Z1 DUL n R p0^" C DDlX<N^AVmD25 n u' Y k | iLw*NHJ Au

[0801] DDDbN\ o J D ° A uX0D^ D D O

[0802] DD D

[0803] R D Q m n ^LPDVSD

[0804] X P D

[0805] mJ? WDDYjXO-m X:!W \ W4! DtP FjVF-ZLyD O K A / l, N ® AlJ hDD DHTW4 UD D b N-y (ArouuD V 0 J O h LAJ D 35 oY A-T y0DyX_XrDD D D15U p Q M

[0806]

[0807] Foreignfiling_text P24-205-SEC-WO01 20250930

[0808] - 82 -

[0809] 5

[0810] 15 20 25

[0811] 35

[0812]

[0813] Foreignfiling_text P24-205-SEC-WO01 20250930

[0814] - 83 -

[0815] 5

[0816] 15 20 25

[0817] 35

[0818]

[0819] Foreignfiling_text P24-205-SEC-WO01 20250930

[0820] 5

[0821] 15 20 25

[0822] 35

[0823]

[0824] Foreignfiling_text P24-205-SEC-WO01 20250930

[0825] - 85 -

[0826] 5

[0827] 15 20 25

[0828] 35

[0829]

[0830] Foreignfiling_text P24-205-SEC-WO01 20250930

[0831] - 86 -

[0832] 15 20 25 30

[0833]

[0834] Foreignfiling_text P24-205-SEC-WO01 20250930

[0835] - 87 -

[0836] 5

[0837] 15 20 25

[0838] 35

[0839]

[0840] Foreignfiling_text P24-205-SEC-WO01 20250930

[0841]

[0842] Foreignfiling_text P24-205-SEC-WO01 20250930

[0843] - 89 -

[0844] 5

[0845] 15 20 25

[0846] 35

[0847]

[0848] Foreignfiling_text P24-205-SEC-WO01 20250930

[0849] - 90 -

[0850] 10 15 20 25 30

[0851]

[0852] Foreignfiling_text P24-205-SEC-WO01 20250930

[0853] - 91 - D P

[0854] rV V °Z-DA

[0855] O L'V / X DD'YDkzV'D0Fl? V TD D'>k N'v n

[0856] DD XoJ

[0857] DA

[0858] X \J VDk / tAZxr D D EA^Q)D

[0859] J; Q ZTZQ’ 0 D yv PD\ P

[0860] O^ A—V 7 -Z " Vn D-Q3 D b D b D D D D

[0861] □JPO n X U

[0862] n k kZ l. N D

[0863] 1> D h D

[0864] DrO^°r4Ln

[0865] DD D^CoD

[0866] D TL

[0867] DyM3

[0868] oqr^

[0869] XiC^Z °3

[0870] n B-J H P Dn5D-Z VXF / w %3Nfc,~Z x / k~° k==< ' N

[0871] Q

[0872] °DD oN-fuTdry)i rDD d rvo DA4^DXXn D'^Y *0D o

[0873] D_VDD DDX> D

[0874] D p

[0875] D I uC DJZ h L rWN « ° „ D

[0876] fk / A f V-D

[0877] Kf“V4 D

[0878] DD CA VD

[0879] o b oXrt^Y^

[0880] D

[0881]

[0882] DD^0 Foreignfiling_text P24-205-SEC-WO01 20250930

[0883] - 92 -

[0884] 10 15 20 25 30

[0885]

[0886] Foreignfiling_text P24-205-SEC-WO01 20250930

[0887]

[0888] Foreignfiling_text P24-205-SEC-WO01 20250930

[0889] R D R o R D uK) ID _P R DDV?o DA FJXH i,

[0890] IJ I D n

[0891] D ° bDD ° b '

[0892] o H^L)°ZFV1yD 5 D'TT X F v-D

[0893] D^CCBDAA R D D 0 / L) Xt n D~ / W )_DDrv / Vn D D D D D D

[0894] D pDUJ>5~ / > d

[0895] D0D^V n P 0 N= / ¥„ n

[0896] DX yJ yDDXJ=^J^D15

[0897] DK XDu3wCfi ^1 X

[0898] [JWDY yJ3Ise^ T VL’P D o

[0899] n~VA~D D DW k~X

[0900] UKfTJ

[0901] P bDD~C= / ° D D

[0902] 20 D n

[0903] D D D P R DDX >DD P R DD~^CD DV r / \-X / iH JW AI k D FXQFI I % „ o Q [) N*PnD °uV. JX

[0904] D° DL^MLD o-Y^Ir yD 25DffO y

[0905] DA^ DD D

[0906] D DD D

[0907] o D > D > D P R DD~^JCD n P P n

[0908] ?SSSr— v ~C JM''Tr '"k

[0909] D A J )«JW % D D-A J AZ~T li P r°x V0P F o l W1DD DkyO KJ PA JMAUXFAVD

[0910] D jp r ° ^r-Q n D 35

[0911] DQ XA° R3 LPDD D D □D' |3

[0912]

[0913] Foreignfiling_text P24-205-SEC-WO01 20250930

[0914] - 95 - D Q R D

[0915] D pD\ Xn

[0916] D k W1P D~Y \ f youL A j

[0917] 5 K-z —

[0918] D rt) 1 D K / V4 Yfyo D D Jl T j D'Y'Y t

[0919] D W^D D D O YY) D V D

[0920] oyl

[0921] X / ~D

[0922] DD D O D D

[0923] D p

[0924] R D DDDx Xn

[0925] 0 n DY ~(

[0926] D TPYNp

[0927] DD~ / X F VD b Y O P

[0928] 15 FMJ“ R PD^VX2B DJn j O D- Q / n l O u

[0929] Dr fQp

[0930] D y jj 7 j H r oQ0tJ

[0931] > Y~DDL / h °

[0932] T^ )ZIXMBQ-Q> ^C1DD D-Xy- D

[0933] O a' ° ° D IP

[0934] p Cjq”

[0935] 20

[0936] QD p

[0937] D pDX XDD\ XjS h

[0938] D>b o P

[0939] DJF / F VD

[0940] 25 D nD I 'D

[0941] D KPxbDnf KAo'

[0942] D R D

[0943] v J nJ D H r D> D-X p'l

[0944] D pDY yD>~>n \ 7- — $ ft QDv / 0

[0945] Yr Y _ D A, o P D~ / Y r vo DX VJ V0

[0946] D D Pp T o

[0947] 35

[0948] D \I p D OD

[0949] U-~f ~\—- / ~\ > T\

[0950] y^ / yj^3

[0951] O' b D' b D' o

[0952]

[0953] Foreignfiling_text P24-205-SEC-WO01 20250930

[0954] - 96 -

[0955] 10 15 20 25 30

[0956]

[0957] Foreignfiling_text P24-205-SEC-WO01 20250930

[0958]

[0959] Foreignfiling_text P24-205-SEC-WO01 20250930

[0960] - 98 -

[0961] 5

[0962] 15 20 25

[0963] 35

[0964]

[0965] Foreignfiling_text P24-205-SEC-WO01 20250930

[0966] - 99 -

[0967] 5

[0968] 15 20 25

[0969] 35

[0970]

[0971] Foreignfiling_text P24-205-SEC-WO01 20250930

[0972] - 100 -

[0973] 5

[0974] 15 20 25

[0975] 35

[0976]

[0977] Foreignfiling_text P24-205-SEC-WO01 20250930

[0978] - 101 -

[0979] 15 20 25 30

[0980]

[0981] Foreignfiling_text P24-205-SEC-WO01 20250930

[0982]

[0983] Foreignfiling_text P24-205-SEC-WO01 20250930

[0984] - 103 -

[0985] 5

[0986] 15 20 25

[0987] 35

[0988]

[0989] Foreignfiling_text P24-205-SEC-WO01 20250930

[0990] - 104 -

[0991] D P R D

[0992] o oD‘A^4 >=z~0

[0993] XM N;1 1 / 5 LK Xf' D ° D D' \_ / D° b

[0994] pR e aCKW)

[0995] X So-D0

[0996] R D DNXZx ^yLo p R JDD^D^XMJD 15

[0997] rCn °

[0998] D D5> DDb pJVJ QCFDD

[0999] QQ

[1000] 20

[1001] yS oApu

[1002] QQ a. DJ J-J3D> XJx(DDtb3^Dn D D T D LIX-T yft N K / 25 KZTDD XIQDD^X0 DD

[1003] uDoyX0 DTyDDD LA D n LAH Es JDD £}

[1004] nR n R D oVvto vx0DTYyi%J 3~XD DW^rD5 °^vXy>74y D D0DNA DDWP'C^D 35

[1005] D 'VcO

[1006] j T

[1007] D<yD

[1008]

[1009] Foreignfiling_text P24-205-SEC-WO01 20250930

[1010]

[1011] Foreignfiling_text P24-205-SEC-WO01 20250930

[1012] - 106 -

[1013] 5

[1014] 15 20 25

[1015] 35

[1016]

[1017] Foreignfiling_text P24-205-SEC-WO01 20250930

[1018] - 107 -

[1019] D D P D rD 2 n R D RuA D- / X N-RT >4

[1020] 1 M >0nD pk N-f M 5 D [p Cfr W1ri n nDWTJ\ D 0 ¥ r yo \

[1021] DV l 2 j r° \ °D

[1022] k /

[1023] Dn' Tz^J / % —

[1024] D DA JXJ'D n I D DA JXJHJ

[1025] D0D T 1 K O" hD'kf

[1026] n D Dn n

[1027] DvA MDVJ3D PDJ3D^yX«R=A P"y_ / ~D

[1028] dAS / DSDDDnD

[1029] 15 n rrX w^NI RPLr i n XzDnDv-?D\ ft l J rD

[1030] D / / X XT V-? K / DDv° vyt

[1031] D DA / V-D D D-Xf K / 'D ZVT

[1032] L* L< 6 ° o

[1033] 20

[1034] D l ip / r, D -? n n n k-D Dv [h Jkr*iA rv J ° H LD R £ D VkYXTj UDTXc D DNV

[1035] 25 VYUDP \ n

[1036] D DA J RJ-D

[1037] D0D

[1038] D D D

[1039] D rfxJLD «J“knD P D V J n-* DR^ / |MAJ f L LJ

[1040] i D ij B iK

[1041] D-kkn p D >< J-DDA&x Y° AD D

[1042] 35 D' TRCXO V-2 YxWp bD^

[1043] Dt) D-4R XJ~D D' j DR0JRZ TM

[1044] D 0 D Z D u l D

[1045]

[1046] Foreignfiling_text P24-205-SEC-WO01 20250930

[1047] - 108 -

[1048] 5

[1049] 15 20 25

[1050] 35

[1051]

[1052] Foreignfiling_text P24-205-SEC-WO01 20250930

[1053] - 109 -

[1054] 5

[1055] 15 20 25

[1056] 35

[1057]

[1058] Foreignfiling_text P24-205-SEC-WO01 20250930

[1059] - 110 -

[1060] 5

[1061] 15 20 25

[1062] 35

[1063]

[1064] Foreignfiling_text P24-205-SEC-WO01 20250930

[1065]

[1066] Foreignfiling_text P24-205-SEC-WO01 20250930

[1067] - 112 -

[1068] 5

[1069] 15 20 25

[1070] 35

[1071]

[1072] Foreignfiling_text P24-205-SEC-WO01 20250930

[1073] - 113 -

[1074] 10 15 20 25 30

[1075]

[1076] Foreignfiling_text P24-205-SEC-WO01 20250930

[1077] - 114 -

[1078] 5

[1079] 15 20 25

[1080] 35

[1081]

[1082] Foreignfiling_text P24-205-SEC-WO01 20250930

[1083]

[1084] Foreignfiling_text P24-205-SEC-WO01 20250930

[1085] - 116 -

[1086] D~-OLQ P R D

[1087] DYV5D A JDA J X. Z-D 9Dl k J w' i.

[1088] 5 r Wf T / “4 X- ~C F T M! A \ sKf * T I *“*DY^Y°

[1089] D^OXJTDDDC^X^D>4d

[1090] ° ° D DD“PX> D Y / D D U D bDJ T)

[1091] D P R D A AlV / kYA D □A P D nDv-<0\

[1092] I f VDK 1k-N DX YJAYO PD

[1093] DYS FSC R LA f0Yxlu y?) W?o 15DLAO }==A

[1094] cL> YDn >4D D D><DXL r\l 0DDnXAADDih Kx

[1095] D

[1096] 20

[1097] r» P D n D D,, / D D \ i D,

[1098] Du W3YP / \ — f t J i—f k „ „ O-r ^

[1099] ks / ~D l-K_ -X n DA J )JH) D D_ J0\JsL / Y kU

[1100] X yD if ry-L D D- / A / V-D0\ AI DAAD 9 rC 9NYNr, DDR k Dr\ D AYN AJ L l x TN>— < P

[1101] 25 D-Y \ n_ / y-D kf O

[1102] D' \. D D AAX y=V< -D

[1103] D- / \ D D > Dz1 DULC ryQo n D DDDDrL

[1104] D 0

[1105] D D D P R Q

[1106] Dwk\ D P P DnD-U kAOn 9

[1107] o'A, DyLDnXZfi fOl n 0X1 j oA.. My0oAAzAY'u0NyJL JLDOAA. D x. pro A J oAA nY035DD ni l D D D

[1108] D'^y’Y)D D"y<DDDb D D

[1109]

[1110] Foreignfiling_text P24-205-SEC-WO01 20250930

[1111] - 117 -

[1112] 5

[1113] 15 20 25

[1114] 35

[1115]

[1116] Foreignfiling_text P24-205-SEC-WO01 20250930

[1117] - 118 -

[1118] 5

[1119] 15 20 25

[1120] 35

[1121]

[1122] Foreignfiling_text P24-205-SEC-WO01 20250930

[1123] - 119 -

[1124] 10 15 20 25 30

[1125]

[1126] Foreignfiling_text P24-205-SEC-WO01 20250930

[1127] - 120 -

[1128] 15 20 25 30

[1129]

[1130] Foreignfiling_text P24-205-SEC-WO01 20250930

[1131] - 121 -

[1132] D rj P

[1133] CkAX) Y\O 5 ( rk R D 1 Z nX J MXVH P R D Dy^D D cO* U D IAN DXAT T

[1134] D0[Ax roMDr Y « Y Tw t [5 D DDD^VD

[1135] D p R p

[1136] DA > H3Dy H)DZ~C D Dn>=<

[1137] MvO OjU) YV°

[1138] 1 I N £ 1 DAJ

[1139] 15 r JLX

[1140] L*% k IJ kJ | U*i \ H J DvXr^ ^-f SAl

[1141] I XH D DU£-4

[1142] D' r x 7~D D^ DDO VXQW

[1143] 20

[1144] DnDD P DDJ*

[1145] D riHrtyoDrVCrDp3k° _ P^ M~£HMi D R D x Wn MDn^ *-UJiL*. Y X^lM^D D X QJLWY DjA R n D~X vDJ< JD 25 PXXDDD Qur D^O ~~f k h Ni=f WLreV-Vs t >s '* pyy D XJD A DD0 0 °^

[1146] DvJX

[1147] DYX n DDSJ?

[1148] FyDDjQy0

[1149] CXD

[1150] D 0Vn D °

[1151] yN PuDT o

[1152] D D f i

[1153] rwX O'y^

[1154] UK / 'O M DD5A AQ

[1155] 35 P ^yA j) v / ^X’l P / \

[1156] DA-X T >—R

[1157] D‘^ OXJ)¥ \. P D T^O *° h ^

[1158] DDCT / A / ~DlxDrA0‘ hD

[1159]

[1160] Foreignfiling_text P24-205-SEC-WO01 20250930

[1161]

[1162] Foreignfiling_text P24-205-SEC-WO01 20250930

[1163]

[1164] Foreignfiling_text P24-205-SEC-WO01 20250930

[1165]

[1166] Foreignfiling_text P24-205-SEC-WO01 20250930

[1167] - 125 -

[1168] 5

[1169] 15 20 25

[1170] 35

[1171]

[1172] Foreignfiling_text P24-205-SEC-WO01 20250930

[1173] - 126 -

[1174] 15 20 25 30

[1175]

[1176] Foreignfiling_text P24-205-SEC-WO01 20250930

[1177] - 127 - D n

[1178] D- / 1 Q pDX n pp_ DJP „ DXX

[1179] °yzp- J T° DXO XDOI PD5VLU 5DDTO Tr0

[1180] D-ZYVP ' O

[1181] DO P XJ V° CQ ADryJ °< X3D

[1182] D'MD DR) D D DnnJU) DXD □ nr, PL > TT „ Crr T T 1

[1183] D'JYLpP PD

[1184] 15 OA nDyA o nJ JDDXQ > WiVDDrv4 / Li3 )JvrD ^DYA_P P J T XZ0°A 5-D yy o DX D b 0 °

[1185] 20 DnDT kn nO j Z PsAX f

[1186] DXXw Q

[1187] □ b jQ

[1188] 25

[1189] D D

[1190] n D Jr D P R jO KM3D P > A-D Xy-D D-\J JM TXA-A D— \ / >&y~D D

[1191] J D N rfyX P N A FA5\ ifX DDO'X~t p- / ~i

[1192] DL>< D >< D (x^-^~~C3 D—^ C t) 0 n On D. l / D _ N I / W

[1193] 35 C) 1 J I v_ / *~N V XPDyCx> °db

[1194] Dr i) D- / 1

[1195] D XXD DX.

[1196]

[1197] Foreignfiling_text P24-205-SEC-WO01 20250930

[1198] - 128 -

[1199] 15 20 25 30

[1200]

[1201] Foreignfiling_text P24-205-SEC-WO01 20250930

[1202] - 129 -

[1203] 5

[1204] 15 20 25

[1205] 35

[1206]

[1207] Foreignfiling_text P24-205-SEC-WO01 20250930

[1208] - 130 -

[1209] 10 15 20 25 30

[1210]

[1211] Foreignfiling_text P24-205-SEC-WO01 20250930

[1212] - 131 -

[1213] 5

[1214] 15

[1215] 20

[1216] 25

[1217] 35

[1218]

[1219] Foreignfiling_text P24-205-SEC-WO01 20250930

[1220] - 132 -

[1221] 5

[1222] 15 20 25

[1223] 35

[1224]

[1225] Foreignfiling_text P24-205-SEC-WO01 20250930

[1226] - 133 -

[1227] DJVD

[1228] p-f Y r Y Q I iF 1 A 1 A lr l ili A T 1 A% U r\

[1229] DVD °NV LM rAA o MCA X Z

[1230] D x n? OAAA- ° 5 CQJ J r

[1231] \A oAJL

[1232] n / D WD

[1233] | | I \ / l..m—

[1234] \ ff £.. — Z^ O55

[1235] D°VD

[1236] Q YA vC 30°

[1237] bXX^QQ

[1238] _ D D DyJJ n

[1239] rV □? Vvo DJQJ

[1240] D j r SA D0•\=N rS U p. D MAJ T £

[1241] LX Y Jr N

[1242] 15

[1243] D ° (AADVy-tb LL O DMT X ID OAAZP ><D

[1244] O DDD f)

[1245] 20 D n

[1246] M n n DvJr

[1247] FV° D. Jr r V0D

[1248] D T VM ArSA AC

[1249] ° O p u ° f Y >_-D L YAM \ nA

[1250] X |**^ J iA K

[1251] |**J^ 0 y n

[1252] 25 J? 1 D hM D [A Y D ( O0

[1253] D[ / AAAADATA > FyDS

[1254] n n JL _

[1255] D bD

[1256] DJLD I J DVD

[1257] DXAXX TT Xuw1w

[1258] 35DA^YQD T y==

[1259] MQF /

[1260]

[1261] Foreignfiling_text P24-205-SEC-WO01 20250930

[1262] - 134 -

[1263] 10 15 20 25 30

[1264]

[1265] Foreignfiling_text P24-205-SEC-WO01 20250930

[1266]

[1267] Foreignfiling_text P24-205-SEC-WO01 20250930

[1268] - 136 -

[1269] 5

[1270]

[1271] The compounds in Tables 1 and 2 are shown in part as fully deuterated compounds for the sake of simplification, whereby these are generally intended to denote compounds that have a degree of deuteration of at least 50mol%. The degree of deuteration for said fully deuterated compounds in Tables 1 and 2 is therefore between 50mol% and 100mol% 15

[1272] or has a preferred deuteration degree as described herein.

[1273] Particularly suitable compounds of the formulae (1), (1a) to (1t) are the compounds E1 to E36 of table 2.

[1274] Table 2:

[1275] 20

[1276] 25

[1277]

[1278] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[1279] - 137 -

[1280] 5

[1281] 15 20 25

[1282]

[1283] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[1284] - 138 -

[1285] 5

[1286] 15 20 25

[1287]

[1288] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[1289] - 139 -

[1290] 15 20

[1291]

[1292] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[1293] - 140 -

[1294] 5

[1295] 15

[1296] 20

[1297] 25

[1298]

[1299] The preparation of the compounds of the formulae (1), (1a) to (1t) or of the compounds from table 1 and of the compounds E1 to E36 is known to those skilled in the art. The compounds may be prepared by synthesis steps known to the person skilled in the art, for example halogenation, preferably bromination, and a subsequent organometallic coupling 35

[1300] reaction, for example Suzuki coupling, Heck coupling or Hartwig-Buchwald coupling.

[1301] The compounds of formula (1), (1a) to (1t) may be prepared according to the following schemes, the symbols used having the meanings given above. Foreignfiling_text P24-205-SEC-WO01 20250930

[1302] - 141 -

[1303] Scheme 1:

[1304] 5

[1305] 15

[1306] Ar= Ph Biphenyl

[1307]

[1308] Y = 0 or S

[1309] Scheme 2:

[1310] 20

[1311]

[1312] ROvB-OR

[1313] 25

[1314]

[1315] 35 There follows a description of the host material 2 and its preferred embodiments that is / are present in the device of the invention. The compounds of formulae (2), (3) or (4) has a degree of deuteration of at least 50%. The preferred embodiments of the host material 2 of the formulae (2), (3) or (4) are also applicable to the mixture of the invention. In one embodiment of the invention, for the device of the invention, compounds of the formula (2) Foreignfiling_text P24-205-SEC-WO01 20250930

[1316] - 142 -

[1317] or of the formula (3) or of the formula (4) as described above are selected, and these are used in the light-emitting layer 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 E36.

[1318] 5 Preferred compounds of formula (2) are compounds of formula (2a),

[1319]

[1320] formula (2 a)

[1321] c

[1322] 15 where A, R, s and t have a meaning as described before or preferably described before.

[1323] 20

[1324] 25

[1325]

[1326] formula (3c) formula (3d)

[1327] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[1328] - 143 -

[1329] 5

[1330]

[1331] [R5]u

[1332] formula (3e)

[1333] where A, R5, S and u have a meaning as described before or preferably described before.

[1334] In a more preferred embodiment of the light-emitting device or mixture according to the invention, the compounds of formula (3) are selected from compounds of formula (3a).

[1335] Preferred compounds of formula (4) are compounds of formula (4a),

[1336] 15

[1337] 20

[1338] N I

[1339] Ar4

[1340]

[1341] formula (4 a)

[1342] 25 c

[1343] where AM, R, s and t have a meaning as described before or preferably described before.

[1344] In compounds of the formulae (2), (2a), (3), (3a) to (3e), (4) or (4a), s is preferably

[1345] c independently on each occurrence 1, 2, 3 or 4 where a maximum of one R radical may be different from D.

[1346] In compounds of the formulae (2), (2a), (4) or (4a), t is preferably independently on each c

[1347] occurrence 1, 2 or 3 where a maximum of one R radical may be different from D.

[1348] 35

[1349] In compounds of the formulae (3), (3a) to (3e), u is preferably 1 or 2 where a maximum of c

[1350] one R radical may be different from D. Foreignfiling_text P24-205-SEC-WO01 20250930

[1351] - 144 - c

[1352] The sum total of the R radicals being different from D in compounds of the formulae (2), (2a), (3), (3a) to (3e), (4) or (4a) is preferably not more than 4, especially preferably not more than 2 and more preferably not more than 1.

[1353] 5 In a preferred embodiment of the compounds of the formulae (2), (2a), (3), (3a) to (3e), (4) or (4a) 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, R5is 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 carbon atoms, where the alkyl group may in each case be substituted by one or more R6radicals, or an aromatic or 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 R6radicals.

[1354] 15 In a preferred embodiment of the compounds of the formulae (2), (2a), (3), (3a) to (3e), (4) or (4a) 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, R5is the same or different at each instance and is selected from the group consisting of D, CN or an aromatic or heteroaromatic ring system which has 6 to 30 ring atoms and may be 20 substituted by one or more R6radicals. R5is preferably selected on each occurrence from D, CN, a partially or fully deuterated phenyl group or a cyano-substituted phenyl group which may be partially or fully deuterated. R5is most preferably selected on each occurrence from D.

[1355] 25 Preferably, A in compounds of the formulae (2), (2a), (3), (3a) to (3e), (4) or (4a) is independently selected from phenyl, biphenyl, especially ortho-, meta- or para-biphenyl, triphenylenyl, terphenyl, especially ortho-, meta- or para-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- or2-bonded naphthyl, or radicals derived from indole, benzofuran, benzothiophene, carbazole which may be joined via the 1, 2, 3 or 4 position, dibenzofuran 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,

[1356] 35 isoquinoline, quinazoline, quinoxaline, phenanthrene or triphenylene, each of which may be substituted by one or more R6radicals. AM is preferably deuterated, but not further substituted. Foreignfiling_text P24-205-SEC-WO01 20250930

[1357] - 145 -

[1358] More preferably, at least one A in compounds of the formulae (2), (2a), (3), (3a) to (3e), (4) or (4a) is selected from the group of formula (Ar4-1) to (Ar4-13),

[1359] 5

[1360] formula (Ar4-1 ) formula (Ar4-2)

[1361] 15

[1362]

[1363] formula (Ar4-3) formula (Ar4-4)

[1364] 20

[1365]

[1366] formula (Ar4-5) formula (Ar4-6)

[1367] 25

[1368]

[1369] formula (Ar^-?) formula (Ar4-8)

[1370] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[1371] - 146 -

[1372] 5

[1373] formula (Ar4-9) formula (Ar4-10)

[1374] 15

[1375]

[1376] formula (Ar4-11 ) formula (Ar4-12)

[1377] 20

[1378] 25

[1379]

[1380] formula (Ar4-13)

[1381] where Y4 is O or S. In formulae (Ar4-8) to (Ar4-11), Y4 is preferably O.

[1382] In the group of formula (A -1) to (A -13), R6has a meaning as described before or preferably described before or below. Preferred embodiments of R6are H and D. It is preferred that at least one R6is D.

[1383] the dashed bond is the bond to the rest of the formulae formulae (2), (2a), (3), (3a) to (3e), (4) or (4a).

[1384] 35

[1385] In a preferred embodiment of the compounds of the formulae (2), (2a), (3), (3a) to (3e), (4) or (4a) that can be combined in accordance with the invention with above-detailed compounds of host material 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 Foreignfiling_text P24-205-SEC-WO01 20250930

[1386] - 147 -

[1387] group having 1 to 20 carbon atoms or a branched or cyclic alkyl group having 3 to 20 carbon atoms, or an aromatic or heteroaromatic ring system which has 5 to 40 ring atoms, and which may be partially or completely deuterated in each case.

[1388] 5 In a particularly preferred embodiment of the compounds of the formulae (2), (2a), (3), (3a) to (3e), (4) or (4a) that can be combined in accordance with above-detailed compounds of host material 1, as described above, R6is the same or different at each instance and is D, CN or an aromatic or heteroaromatic ring system having 6 to 24 ring atoms, especially having 6 to 18 ring atoms. Preferred embodiments of R6are D, CN, phenyl or biphenyl, which are preferably deuterated. More preferably, R6is D.

[1389] The preparation of the compounds of the formulae (2), (2a), (3), (3a) to (3e), (4) and (4a) is generally known, and some of the compounds are commercially available.

[1390] 15 Suitable compounds of the formula (2) are known, for example, from the following publications: WO2019 / 229011 A1, table 3, pages 137 to 162, which may also be partly or fully deuterated or US2023172065 A, on pages 413 to 434.

[1391] Suitable compounds of the formula (2) or (3) are known, for example, from the following 20 publications: US2023172061 A1, pages 51 to 71 or KR20230154750 A1, on pages 39 to 49, compounds [B-1] to [B-101] and [B-120] to [B-234] or on pages 49 to 53, compounds [C-1] to [C-102],

[1392] Suitable compounds of the formula (4) are known, for example, from the following

[1393] 25 publication: 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.

[1394] As host material 2 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 pattern. The remarks on deuterated mixtures and on the preparation of deuterated materials, as previously described for host material 1, apply here accordingly.

[1395] In a preferred embodiment of the host material 2 as described before or preferably 35 described before, the latter is a mixture of deuterated compounds of the formulae (2), (2a), (3), (3a) to (3e), (4) and (4a) as described above, wherein the average deuteration level of these compounds is at least 50mol% to 100mol%. Foreignfiling_text P24-205-SEC-WO01 20250930

[1396] - 148 -

[1397] For a combination with the compounds of host material 1 as described above or described as preferred, suitable compounds are in particular those of the formulae (2), (2a), (3), (3a) to (3e), (4) and (4a), as described above or described as preferred, or corresponding compounds in the tables that follow that are covered by these formulae.

[1398] 5

[1399] Further examples of suitable host materials of the formulae (2), (2a), (3), (3a) to (3e), (4) and (4a) that can be combined in accordance with the invention with above-detailed compounds of host material 1, as described above, are the structures shown hereinafter in tables 3 and 4 below.

[1400] Table 3:

[1401] 15

[1402] 20

[1403] 25

[1404] 35

[1405]

[1406] Foreignfiling_text P24-205-SEC-WO01 20250930

[1407] - 149 -

[1408] 5

[1409] 10

[1410] 15

[1411] 20

[1412] 25

[1413] 30

[1414] 35

[1415]

[1416] Foreignfiling_text P24-205-SEC-WO01 20250930

[1417]

[1418] Foreignfiling_text P24-205-SEC-WO01 20250930

[1419] - 151 -

[1420] 5

[1421] 15 20 25

[1422]

[1423] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[1424] - 152 -

[1425] 5

[1426] 15 20 25

[1427] 35

[1428]

[1429] Foreignfiling_text P24-205-SEC-WO01 20250930

[1430]

[1431] Foreignfiling_text P24-205-SEC-WO01 20250930

[1432] - 154 -

[1433] 5

[1434] 15 20 25

[1435] 35

[1436]

[1437] Foreignfiling_text P24-205-SEC-WO01 20250930

[1438] - 155 -

[1439] 5

[1440] 15 20 25

[1441]

[1442] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[1443] - 156 -

[1444] 5

[1445] 15 20 25

[1446]

[1447] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[1448] - 157 -

[1449] 5

[1450] 15 20 25

[1451]

[1452] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[1453] - 158 -

[1454] 5

[1455] 15 20 25

[1456] 35

[1457]

[1458] Foreignfiling_text P24-205-SEC-WO01 20250930

[1459] - 159 -

[1460] 10

[1461] 15

[1462] 20

[1463] 25

[1464] 30

[1465]

[1466] Foreignfiling_text P24-205-SEC-WO01 20250930

[1467] - 160 -

[1468] 5

[1469] 15 20 25

[1470] 35

[1471]

[1472] Foreignfiling_text P24-205-SEC-WO01 20250930

[1473]

[1474] Foreignfiling_text P24-205-SEC-WO01 20250930

[1475] - 162 -

[1476] 5

[1477] 15 20 25

[1478] 35

[1479]

[1480] Foreignfiling_text P24-205-SEC-WO01 20250930

[1481] - 163 -

[1482] 5

[1483] 15 20 25

[1484] 35

[1485]

[1486] Foreignfiling_text P24-205-SEC-WO01 20250930

[1487] - 164 -

[1488] 5

[1489] 15

[1490] 20

[1491] 25

[1492]

[1493] n in the above Table 3 means the number of D atoms in the respective compound and is D1 to Dmax, preferably D4 to Dmax. The item 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 compound. The maximum number Dmax can vary from compound to compound. Depending on the compound, Dmax can assume the 35 following values: 20, 24, 26, 28, 30, 31, 32, 34, 35, 36, 37, 38 and 40.

[1494] Particularly suitable compounds of the formulae (2), (3) and / or (4) that can be combined in accordance with the invention with above-detailed compounds of the invention, as Foreignfiling_text P24-205-SEC-WO01 20250930

[1495] - 165 -

[1496] described above, and are used in the electroluminescent device of the invention or in the mixture, are the compounds H1 to H69 in table 4.

[1497] The compounds in Tables 3 and 4 are shown in part as fully deuterated compounds for 5 the sake of simplification, whereby these are generally intended to denote compounds that have a degree of deuteration of at least 50mol%. The degree of deuteration for said fully deuterated compounds in Tables 3 and 4 is therefore between 50 and 100mol% or has a preferred deuteration degree as described herein.

[1498] Table 4:

[1499] 15

[1500] 20

[1501] 25

[1502] 35

[1503]

[1504] Foreignfiling_text P24-205-SEC-WO01 20250930

[1505]

[1506] Foreignfiling_text P24-205-SEC-WO01 20250930

[1507] - 167 -

[1508] 5

[1509] 15 20 25

[1510] 35

[1511]

[1512] Foreignfiling_text P24-205-SEC-WO01 20250930

[1513] - 168 -

[1514] 5

[1515] 15 20 25

[1516] 35

[1517]

[1518] Foreignfiling_text P24-205-SEC-WO01 20250930

[1519]

[1520] Foreignfiling_text P24-205-SEC-WO01 20250930

[1521] - 170 - D

[1522] Q \ D

[1523] DvA D

[1524] D> A^D

[1525] ODYV I 'D

[1526] D D - / yvD

[1527] Qy M yj r^a0 / DD~\

[1528] N No \ - / Z~D

[1529] n_ As / VA

[1530] D\ n VS-N D

[1531] i y kX ' v uD

[1532] D / |^DD I D

[1533] D DD'WYVDDJCJA'D

[1534] 0D\ / vCD<<ZD? ^^\xDDA / =V nD

[1535] X r5^ r \ v

[1536] r 7=sK AAD°^A / N~vr° >yA D O A=xA'D D

[1537] D \ D

[1538] H43 H44 H45

[1539] 15

[1540] DA.

[1541] 4F ryK-o:

[1542] Q D

[1543] “s / yi % y u yjN~A vn

[1544] D Vn_zAf

[1545] CH D A / A| / 0 D KX D 20 D D II A D D Q Q

[1546] H46 H47 H48

[1547] □ AA

[1548] 25 i T

[1549] ry-o OxAAAh n Y 7 TD

[1550] D

[1551] “s / yi % _z‘. _

[1552] ° T D YC VD"^XXXDCHDAYA D" A< w 0DD D D

[1553]

[1554] H49 H50 H51 Foreignfiling_text P24-205-SEC-WO01 20250930

[1555] - 171 -

[1556] 5

[1557] 15 20 25

[1558]

[1559] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[1560] - 172 -

[1561] 5

[1562] 15

[1563] 20

[1564] 25

[1565]

[1566] The aforementioned host materials 1 and the embodiments thereof that have been 35 described as preferred may be combined in the device of the invention in any desired manner with the aforementioned matrix material / host materials, the matrix material / host materials of the formulae (2), (2a), (3), (3a) to (3e), (4) and (4a), and the embodiments thereof that have been described as preferred from table 3 or the compounds H1 to H69 from table 4. Foreignfiling_text P24-205-SEC-WO01 20250930

[1567] - 173 -

[1568] This applies for the light-emitting device according to the invention as well as the mixture according to the invention.

[1569] 5 Very particularly preferred mixtures of the compounds of the formulae (1), (1a) to (1t) with the host materials of the formulae (2), (2a), (3), (3a) to (3e), (4) or (4a) for the device of the invention are obtained by combination of the compounds H1 to H69 with the compounds E1 to E36. The following table 5 shows preferred mixtures. The first mixture M1, for example, is a combination of compound H1 with E1.

[1570] Table 5:

[1571] M1 E1 H1 M2 E2 H1 M3 E3 H1

[1572] M4 E4 H1 M5 E5 H1 M6 E6 H1

[1573] M7 E7 H1 M8 E8 H1 M9 E9 H1

[1574] M10 E10 H1 M11 E11 H1 M12 E12 H1

[1575] 15

[1576] M13 E13 H1 M14 E14 H1 M15 E15 H1

[1577] M16 E16 H1 M17 E17 H1 M18 E18 H1

[1578] M19 E19 H1 M20 E20 H1 M21 E21 H1

[1579] M22 E22 H1 M23 E23 H1 M24 E24 H1

[1580] M25 E25 H1 M26 E26 H1 M27 E27 H1

[1581] 20 M28 E28 H1 M29 E29 H1 M30 E30 H1

[1582] M31 E31 H1 M32 E32 H1 M33 E33 H1

[1583] M34 E34 H1 M35 E35 H1 M36 E36 H1

[1584] M37 E1 H2 M38 E2 H2 M39 E3 H2

[1585] M40 E4 H2 M41 E5 H2 M42 E6 H2

[1586] M43 E7 H2 M44 E8 H2 M45 E9 H2

[1587] 25

[1588] M46 E10 H2 M47 E11 H2 M48 E12 H2

[1589] M49 E13 H2 M50 E14 H2 M51 E15 H2

[1590] M52 E16 H2 M53 E17 H2 M54 E18 H2

[1591] M55 E19 H2 M56 E20 H2 M57 E21 H2

[1592] M58 E22 H2 M59 E23 H2 M60 E24 H2

[1593] M61 E25 H2 M62 E26 H2 M63 E27 H2

[1594] M64 E28 H2 M65 E29 H2 M66 E30 H2

[1595] M67 E31 H2 M68 E32 H2 M69 E33 H2

[1596] M70 E34 H2 M71 E35 H2 M72 E36 H2

[1597] M73 E1 H3 M74 E2 H3 M75 E3 H3

[1598] M76 E4 H3 M77 E5 H3 M78 E6 H3

[1599] 35 M79 E7 H3 M80 E8 H3 M81 E9 H3

[1600] M82 E10 H3 M83 E11 H3 M84 E12 H3

[1601] M85 E13 H3 M86 E14 H3 M87 E15 H3

[1602] M88 E16 H3 M89 E17 H3 M90 E18 H3

[1603]

[1604] M91 E19 H3 M92 E20 H3 M93 E21 H3 Foreignfiling_text P24-205-SEC-WO01 20250930

[1605] - 174 - M94 E22 H3 M95 E23 H3 M96 E24 H3 M97 E25 H3 M98 E26 H3 M99 E27 H3 M100 E28 H3 M101 E29 H3 M102 E30 H3 M103 E31 H3 M104 E32 H3 M105 E33 H3 M106 E34 H3 M107 E35 H3 M108 E36 H3 5

[1606] M109 E1 H4 M110 E2 H4 M111 E3 H4 M112 E4 H4 M113 E5 H4 M114 E6 H4 M115 E7 H4 M116 E8 H4 M117 E9 H4 M118 E10 H4 M119 E11 H4 M120 E12 H4 M121 E13 H4 M122 E14 H4 M123 E15 H4 M124 E16 H4 M125 E17 H4 M126 E18 H4 M127 E19 H4 M128 E20 H4 M129 E21 H4 M130 E22 H4 M131 E23 H4 M132 E24 H4 M133 E25 H4 M134 E26 H4 M135 E27 H4 M136 E28 H4 M137 E29 H4 M138 E30 H4 M139 E31 H4 M140 E32 H4 M141 E33 H4 15 M142 E34 H4 M143 E35 H4 M144 E36 H4

[1607] M145 E1 H5 M146 E2 H5 M147 E3 H5 M148 E4 H5 M149 E5 H5 M150 E6 H5 M151 E7 H5 M152 E8 H5 M153 E9 H5 M154 E10 H5 M155 E11 H5 M156 E12 H5 20 M157 E13 H5 M158 E14 H5 M159 E15 H5

[1608] M160 E16 H5 M161 E17 H5 M162 E18 H5 M163 E19 H5 M164 E20 H5 M165 E21 H5 M166 E22 H5 M167 E23 H5 M168 E24 H5 M169 E25 H5 M170 E26 H5 M171 E27 H5 M172 E28 H5 M173 E29 H5 M174 E30 H5 25 M175 E31 H5 M176 E32 H5 M177 E33 H5

[1609] M178 E34 H5 M179 E35 H5 M180 E36 H5 M181 E1 H6 M182 E2 H6 M183 E3 H6 M184 E4 H6 M185 E5 H6 M186 E6 H6 M187 E7 H6 M188 E8 H6 M189 E9 H6 M190 E10 H6 M191 E11 H6 M192 E12 H6 M193 E13 H6 M194 E14 H6 M195 E15 H6 M196 E16 H6 M197 E17 H6 M198 E18 H6 M199 E19 H6 M200 E20 H6 M201 E21 H6 M202 E22 H6 M203 E23 H6 M204 E24 H6 M205 E25 H6 M206 E26 H6 M207 E27 H6 35 M208 E28 H6 M209 E29 H6 M210 E30 H6

[1610] M211 E31 H6 M212 E32 H6 M213 E33 H6 M214 E34 H6 M215 E35 H6 M216 E36 H6 M217 E1 H7 M218 E2 H7 M219 E3 H7

[1611]

[1612] M220 E4 H7 M221 E5 H7 M222 E6 H7 Foreignfiling_text P24-205-SEC-WO01 20250930

[1613] - 175 - M223 E7 H7 M224 E8 H7 M225 E9 H7 M226 E10 H7 M227 E11 H7 M228 E12 H7 M229 E13 H7 M230 E14 H7 M231 E15 H7 M232 E16 H7 M233 E17 H7 M234 E18 H7 M235 E19 H7 M236 E20 H7 M237 E21 H7 5

[1614] M238 E22 H7 M239 E23 H7 M240 E24 H7 M241 E25 H7 M242 E26 H7 M243 E27 H7 M244 E28 H7 M245 E29 H7 M246 E30 H7 M247 E31 H7 M248 E32 H7 M249 E33 H7 M250 E34 H7 M251 E35 H7 M252 E36 H7 M253 E1 H8 M254 E2 H8 M255 E3 H8 M256 E4 H8 M257 E5 H8 M258 E6 H8 M259 E7 H8 M260 E8 H8 M261 E9 H8 M262 E10 H8 M263 E11 H8 M264 E12 H8 M265 E13 H8 M266 E14 H8 M267 E15 H8 M268 E16 H8 M269 E17 H8 M270 E18 H8 15 M271 E19 H8 M272 E20 H8 M273 E21 H8

[1615] M274 E22 H8 M275 E23 H8 M276 E24 H8 M277 E25 H8 M278 E26 H8 M279 E27 H8 M280 E28 H8 M281 E29 H8 M282 E30 H8 M283 E31 H8 M284 E32 H8 M285 E33 H8 20 M286 E34 H8 M287 E35 H8 M288 E36 H8

[1616] M289 E1 H9 M290 E2 H9 M291 E3 H9 M292 E4 H9 M293 E5 H9 M294 E6 H9 M295 E7 H9 M296 E8 H9 M297 E9 H9 M298 E10 H9 M299 E11 H9 M300 E12 H9 M301 E13 H9 M302 E14 H9 M303 E15 H9 25 M304 E16 H9 M305 E17 H9 M306 E18 H9

[1617] M307 E19 H9 M308 E20 H9 M309 E21 H9 M310 E22 H9 M311 E23 H9 M312 E24 H9 M313 E25 H9 M314 E26 H9 M315 E27 H9 M316 E28 H9 M317 E29 H9 M318 E30 H9 M319 E31 H9 M320 E32 H9 M321 E33 H9 M322 E34 H9 M323 E35 H9 M324 E36 H9 M325 E1 H10 M326 E2 H10 M327 E3 H10 M328 E4 H10 M329 E5 H10 M330 E6 H10 M331 E7 H10 M332 E8 H10 M333 E9 H10 M334 E10 H10 M335 E11 H10 M336 E12 H10 35 M337 E13 H10 M338 E14 H10 M339 E15 H10

[1618] M340 E16 H10 M341 E17 H10 M342 E18 H10 M343 E19 H10 M344 E20 H10 M345 E21 H10 M346 E22 H10 M347 E23 H10 M348 E24 H10

[1619]

[1620] M349 E25 H10 M350 E26 H10 M351 E27 H10 Foreignfiling_text P24-205-SEC-WO01 20250930

[1621] - 176 - M352 E28 H10 M353 E29 H10 M354 E30 H10 M355 E31 H10 M356 E32 H10 M357 E33 H10 M358 E34 H10 M359 E35 H10 M360 E36 H10 M361 E1 H11 M362 E2 H11 M363 E3 H11 M364 E4 H11 M365 E5 H11 M366 E6 H11 5

[1622] M367 E7 H11 M368 E8 H11 M369 E9 H11 M370 E10 H11 M371 E11 H11 M372 E12 H11 M373 E13 H11 M374 E14 H11 M375 E15 H11 M376 E16 H11 M377 E17 H11 M378 E18 H11 M379 E19 H11 M380 E20 H11 M381 E21 H11 M382 E22 H11 M383 E23 H11 M384 E24 H11 M385 E25 H11 M386 E26 H11 M387 E27 H11 M388 E28 H11 M389 E29 H11 M390 E30 H11 M391 E31 H11 M392 E32 H11 M393 E33 H11 M394 E34 H11 M395 E35 H11 M396 E36 H11 M397 E1 H12 M398 E2 H12 M399 E3 H12 15 M400 E4 H12 M401 E5 H12 M402 E6 H12

[1623] M403 E7 H12 M404 E8 H12 M405 E9 H12 M406 E10 H12 M407 E11 H12 M408 E12 H12 M409 E13 H12 M410 E14 H12 M411 E15 H12 M412 E16 H12 M413 E17 H12 M414 E18 H12 20 M415 E19 H12 M416 E20 H12 M417 E21 H12

[1624] M418 E22 H12 M419 E23 H12 M420 E24 H12 M421 E25 H12 M422 E26 H12 M423 E27 H12 M424 E28 H12 M425 E29 H12 M426 E30 H12 M427 E31 H12 M428 E32 H12 M429 E33 H12 M430 E34 H12 M431 E35 H12 M432 E36 H12 25 M433 E1 H13 M434 E2 H13 M435 E3 H13

[1625] M436 E4 H13 M437 E5 H13 M438 E6 H13 M439 E7 H13 M440 E8 H13 M441 E9 H13 M442 E10 H13 M443 E11 H13 M444 E12 H13 M445 E13 H13 M446 E14 H13 M447 E15 H13 M448 E16 H13 M449 E17 H13 M450 E18 H13 M451 E19 H13 M452 E20 H13 M453 E21 H13 M454 E22 H13 M455 E23 H13 M456 E24 H13 M457 E25 H13 M458 E26 H13 M459 E27 H13 M460 E28 H13 M461 E29 H13 M462 E30 H13 M463 E31 H13 M464 E32 H13 M465 E33 H13 35 M466 E34 H13 M467 E35 H13 M468 E36 H13

[1626] M469 E1 H14 M470 E2 H14 M471 E3 H14 M472 E4 H14 M473 E5 H14 M474 E6 H14 M475 E7 H14 M476 E8 H14 M477 E9 H14

[1627]

[1628] M478 E10 H14 M479 E11 H14 M480 E12 H14 Foreignfiling_text P24-205-SEC-WO01 20250930

[1629] - 177 - M481 E13 H14 M482 E14 H14 M483 E15 H14 M484 E16 H14 M485 E17 H14 M486 E18 H14 M487 E19 H14 M488 E20 H14 M489 E21 H14 M490 E22 H14 M491 E23 H14 M492 E24 H14 M493 E25 H14 M494 E26 H14 M495 E27 H14 5

[1630] M496 E28 H14 M497 E29 H14 M498 E30 H14 M499 E31 H14 M500 E32 H14 M501 E33 H14 M502 E34 H14 M503 E35 H14 M504 E36 H14 M505 E1 H15 M506 E2 H15 M507 E3 H15 M508 E4 H15 M509 E5 H15 M510 E6 H15 M511 E7 H15 M512 E8 H15 M513 E9 H15 M514 E10 H15 M515 E11 H15 M516 E12 H15 M517 E13 H15 M518 E14 H15 M519 E15 H15 M520 E16 H15 M521 E17 H15 M522 E18 H15 M523 E19 H15 M524 E20 H15 M525 E21 H15 M526 E22 H15 M527 E23 H15 M528 E24 H15 15 M529 E25 H15 M530 E26 H15 M531 E27 H15

[1631] M532 E28 H15 M533 E29 H15 M534 E30 H15 M535 E31 H15 M536 E32 H15 M537 E33 H15 M538 E34 H15 M539 E35 H15 M540 E36 H15 M541 E1 H16 M542 E2 H16 M543 E3 H16 20 M544 E4 H16 M545 E5 H16 M546 E6 H16

[1632] M547 E7 H16 M548 E8 H16 M549 E9 H16 M550 E10 H16 M551 E11 H16 M552 E12 H16 M553 E13 H16 M554 E14 H16 M555 E15 H16 M556 E16 H16 M557 E17 H16 M558 E18 H16 M559 E19 H16 M560 E20 H16 M561 E21 H16 25 M562 E22 H16 M563 E23 H16 M564 E24 H16

[1633] M565 E25 H16 M566 E26 H16 M567 E27 H16 M568 E28 H16 M569 E29 H16 M570 E30 H16 M571 E31 H16 M572 E32 H16 M573 E33 H16 M574 E34 H16 M575 E35 H16 M576 E36 H16 M577 E1 H17 M578 E2 H17 M579 E3 H17 M580 E4 H17 M581 E5 H17 M582 E6 H17 M583 E7 H17 M584 E8 H17 M585 E9 H17 M586 E10 H17 M587 E11 H17 M588 E12 H17 M589 E13 H17 M590 E14 H17 M591 E15 H17 M592 E16 H17 M593 E17 H17 M594 E18 H17 35 M595 E19 H17 M596 E20 H17 M597 E21 H17

[1634] M598 E22 H17 M599 E23 H17 M600 E24 H17 M601 E25 H17 M602 E26 H17 M603 E27 H17 M604 E28 H17 M605 E29 H17 M606 E30 H17

[1635]

[1636] M607 E31 H17 M608 E32 H17 M609 E33 H17 Foreignfiling_text P24-205-SEC-WO01 20250930

[1637] - 178 - M610 E34 H17 M611 E35 H17 M612 E36 H17 M613 E1 H18 M614 E2 H18 M615 E3 H18 M616 E4 H18 M617 E5 H18 M618 E6 H18 M619 E7 H18 M620 E8 H18 M621 E9 H18 M622 E10 H18 M623 E11 H18 M624 E12 H18 5

[1638] M625 E13 H18 M626 E14 H18 M627 E15 H18 M628 E16 H18 M629 E17 H18 M630 E18 H18 M631 E19 H18 M632 E20 H18 M633 E21 H18 M634 E22 H18 M635 E23 H18 M636 E24 H18 M637 E25 H18 M638 E26 H18 M639 E27 H18 M640 E28 H18 M641 E29 H18 M642 E30 H18 M643 E31 H18 M644 E32 H18 M645 E33 H18 M646 E34 H18 M647 E35 H18 M648 E36 H18 M649 E1 H19 M650 E2 H19 M651 E3 H19 M652 E4 H19 M653 E5 H19 M654 E6 H19 M655 E7 H19 M656 E8 H19 M657 E9 H19 15 M658 E10 H19 M659 E11 H19 M660 E12 H19

[1639] M661 E13 H19 M662 E14 H19 M663 E15 H19 M664 E16 H19 M665 E17 H19 M666 E18 H19 M667 E19 H19 M668 E20 H19 M669 E21 H19 M670 E22 H19 M671 E23 H19 M672 E24 H19 20 M673 E25 H19 M674 E26 H19 M675 E27 H19

[1640] M676 E28 H19 M677 E29 H19 M678 E30 H19 M679 E31 H19 M680 E32 H19 M681 E33 H19 M682 E34 H19 M683 E35 H19 M684 E36 H19 M685 E1 H20 M686 E2 H20 M687 E3 H20 M688 E4 H20 M689 E5 H20 M690 E6 H20 25 M691 E7 H20 M692 E8 H20 M693 E9 H20

[1641] M694 E10 H20 M695 E11 H20 M696 E12 H20 M697 E13 H20 M698 E14 H20 M699 E15 H20 M700 E16 H20 M701 E17 H20 M702 E18 H20 M703 E19 H20 M704 E20 H20 M705 E21 H20 M706 E22 H20 M707 E23 H20 M708 E24 H20 M709 E25 H20 M710 E26 H20 M711 E27 H20 M712 E28 H20 M713 E29 H20 M714 E30 H20 M715 E31 H20 M716 E32 H20 M717 E33 H20 M718 E34 H20 M719 E35 H20 M720 E36 H20 M721 E1 H21 M722 E2 H21 M723 E3 H21 35 M724 E4 H21 M725 E5 H21 M726 E6 H21

[1642] M727 E7 H21 M728 E8 H21 M729 E9 H21 M730 E10 H21 M731 E11 H21 M732 E12 H21 M733 E13 H21 M734 E14 H21 M735 E15 H21

[1643]

[1644] M736 E16 H21 M737 E17 H21 M738 E18 H21 Foreignfiling_text P24-205-SEC-WO01 20250930

[1645] - 179 - M739 E19 H21 M740 E20 H21 M741 E21 H21 M742 E22 H21 M743 E23 H21 M744 E24 H21 M745 E25 H21 M746 E26 H21 M747 E27 H21 M748 E28 H21 M749 E29 H21 M750 E30 H21 M751 E31 H21 M752 E32 H21 M753 E33 H21 5

[1646] M754 E34 H21 M755 E35 H21 M756 E36 H21 M757 E1 H22 M758 E2 H22 M759 E3 H22 M760 E4 H22 M761 E5 H22 M762 E6 H22 M763 E7 H22 M764 E8 H22 M765 E9 H22 M766 E10 H22 M767 E11 H22 M768 E12 H22 M769 E13 H22 M770 E14 H22 M771 E15 H22 M772 E16 H22 M773 E17 H22 M774 E18 H22 M775 E19 H22 M776 E20 H22 M777 E21 H22 M778 E22 H22 M779 E23 H22 M780 E24 H22 M781 E25 H22 M782 E26 H22 M783 E27 H22 M784 E28 H22 M785 E29 H22 M786 E30 H22 15 M787 E31 H22 M788 E32 H22 M789 E33 H22

[1647] M790 E34 H22 M791 E35 H22 M792 E36 H22 M793 E1 H23 M794 E2 H23 M795 E3 H23 M796 E4 H23 M797 E5 H23 M798 E6 H23 M799 E7 H23 M800 E8 H23 M801 E9 H23 20 M802 E10 H23 M803 E11 H23 M804 E12 H23

[1648] M805 E13 H23 M806 E14 H23 M807 E15 H23 M808 E16 H23 M809 E17 H23 M810 E18 H23 M811 E19 H23 M812 E20 H23 M813 E21 H23 M814 E22 H23 M815 E23 H23 M816 E24 H23 M817 E25 H23 M818 E26 H23 M819 E27 H23 25 M820 E28 H23 M821 E29 H23 M822 E30 H23

[1649] M823 E31 H23 M824 E32 H23 M825 E33 H23 M826 E34 H23 M827 E35 H23 M828 E36 H23 M829 E1 H24 M830 E2 H24 M831 E3 H24 M832 E4 H24 M833 E5 H24 M834 E6 H24 M835 E7 H24 M836 E8 H24 M837 E9 H24 M838 E10 H24 M839 E11 H24 M840 E12 H24 M841 E13 H24 M842 E14 H24 M843 E15 H24 M844 E16 H24 M845 E17 H24 M846 E18 H24 M847 E19 H24 M848 E20 H24 M849 E21 H24 M850 E22 H24 M851 E23 H24 M852 E24 H24 35 M853 E25 H24 M854 E26 H24 M855 E27 H24

[1650] M856 E28 H24 M857 E29 H24 M858 E30 H24 M859 E31 H24 M860 E32 H24 M861 E33 H24 M862 E34 H24 M863 E35 H24 M864 E36 H24

[1651]

[1652] M865 E1 H25 M866 E2 H25 M867 E3 H25 Foreignfiling_text P24-205-SEC-WO01 20250930

[1653] - 180 - M868 E4 H25 M869 E5 H25 M870 E6 H25 M871 E7 H25 M872 E8 H25 M873 E9 H25 M874 E10 H25 M875 E11 H25 M876 E12 H25 M877 E13 H25 M878 E14 H25 M879 E15 H25 M880 E16 H25 M881 E17 H25 M882 E18 H25 5

[1654] M883 E19 H25 M884 E20 H25 M885 E21 H25 M886 E22 H25 M887 E23 H25 M888 E24 H25 M889 E25 H25 M890 E26 H25 M891 E27 H25 M892 E28 H25 M893 E29 H25 M894 E30 H25 M895 E31 H25 M896 E32 H25 M897 E33 H25 M898 E34 H25 M899 E35 H25 M900 E36 H25 M901 E1 H26 M902 E2 H26 M903 E3 H26 M904 E4 H26 M905 E5 H26 M906 E6 H26 M907 E7 H26 M908 E8 H26 M909 E9 H26 M910 E10 H26 M911 E11 H26 M912 E12 H26 M913 E13 H26 M914 E14 H26 M915 E15 H26 15 M916 E16 H26 M917 E17 H26 M918 E18 H26

[1655] M919 E19 H26 M920 E20 H26 M921 E21 H26 M922 E22 H26 M923 E23 H26 M924 E24 H26 M925 E25 H26 M926 E26 H26 M927 E27 H26 M928 E28 H26 M929 E29 H26 M930 E30 H26 20 M931 E31 H26 M932 E32 H26 M933 E33 H26

[1656] M934 E34 H26 M935 E35 H26 M936 E36 H26 M937 E1 H27 M938 E2 H27 M939 E3 H27 M940 E4 H27 M941 E5 H27 M942 E6 H27 M943 E7 H27 M944 E8 H27 M945 E9 H27 M946 E10 H27 M947 E11 H27 M948 E12 H27 25 M949 E13 H27 M950 E14 H27 M951 E15 H27

[1657] M952 E16 H27 M953 E17 H27 M954 E18 H27 M955 E19 H27 M956 E20 H27 M957 E21 H27 M958 E22 H27 M959 E23 H27 M960 E24 H27 M961 E25 H27 M962 E26 H27 M963 E27 H27 M964 E28 H27 M965 E29 H27 M966 E30 H27 M967 E31 H27 M968 E32 H27 M969 E33 H27 M970 E34 H27 M971 E35 H27 M972 E36 H27 M973 E1 H28 M974 E2 H28 M975 E3 H28 M976 E4 H28 M977 E5 H28 M978 E6 H28 M979 E7 H28 M980 E8 H28 M981 E9 H28 35 M982 E10 H28 M983 E11 H28 M984 E12 H28

[1658] M985 E13 H28 M986 E14 H28 M987 E15 H28 M988 E16 H28 M989 E17 H28 M990 E18 H28 M991 E19 H28 M992 E20 H28 M993 E21 H28

[1659]

[1660] M994 E22 H28 M995 E23 H28 M996 E24 H28 Foreignfiling_text P24-205-SEC-WO01 20250930

[1661] - 181 - M997 E25 H28 M998 E26 H28 M999 E27 H28 M1000 E28 H28 M1001 E29 H28 M1002 E30 H28 M1003 E31 H28 M1004 E32 H28 M1005 E33 H28 M1006 E34 H28 M1007 E35 H28 M1008 E36 H28 M1009 E1 H29 M1010 E2 H29 M1011 E3 H29 5

[1662] M1012 E4 H29 M1013 E5 H29 M1014 E6 H29 M1015 E7 H29 M1016 E8 H29 M1017 E9 H29 M1018 E10 H29 M1019 E11 H29 M1020 E12 H29 M1021 E13 H29 M1022 E14 H29 M1023 E15 H29 M1024 E16 H29 M1025 E17 H29 M1026 E18 H29 M1027 E19 H29 M1028 E20 H29 M1029 E21 H29 M1030 E22 H29 M1031 E23 H29 M1032 E24 H29 M1033 E25 H29 M1034 E26 H29 M1035 E27 H29 M1036 E28 H29 M1037 E29 H29 M1038 E30 H29 M1039 E31 H29 M1040 E32 H29 M1041 E33 H29 M1042 E34 H29 M1043 E35 H29 M1044 E36 H29 15 M1045 E1 H30 M1046 E2 H30 M1047 E3 H30

[1663] M1048 E4 H30 M1049 E5 H30 M1050 E6 H30 M1051 E7 H30 M1052 E8 H30 M1053 E9 H30 M1054 E10 H30 M1055 E11 H30 M1056 E12 H30 M1057 E13 H30 M1058 E14 H30 M1059 E15 H30 20 M1060 E16 H30 M1061 E17 H30 M1062 E18 H30

[1664] M1063 E19 H30 M1064 E20 H30 M1065 E21 H30 M1066 E22 H30 M1067 E23 H30 M1068 E24 H30 M1069 E25 H30 M1070 E26 H30 M1071 E27 H30 M1072 E28 H30 M1073 E29 H30 M1074 E30 H30 M1075 E31 H30 M1076 E32 H30 M1077 E33 H30 25 M1078 E34 H30 M1079 E35 H30 M1080 E36 H30

[1665] M1081 E1 H31 M1082 E2 H31 M1083 E3 H31 M1084 E4 H31 M1085 E5 H31 M1086 E6 H31 M1087 E7 H31 M1088 E8 H31 M1089 E9 H31 M1090 E10 H31 M1091 E11 H31 M1092 E12 H31 M1093 E13 H31 M1094 E14 H31 M1095 E15 H31 M1096 E16 H31 M1097 E17 H31 M1098 E18 H31 M1099 E19 H31 M1100 E20 H31 M1101 E21 H31 M1102 E22 H31 M1103 E23 H31 M1104 E24 H31 M1105 E25 H31 M1106 E26 H31 M1107 E27 H31 M1108 E28 H31 M1109 E29 H31 M1110 E30 H31 35 M1111 E31 H31 M1112 E32 H31 M1113 E33 H31

[1666] M1114 E34 H31 M1115 E35 H31 M1116 E36 H31 M1117 E1 H32 M1118 E2 H32 M1119 E3 H32 M1120 E4 H32 M1121 E5 H32 M1122 E6 H32

[1667]

[1668] M1123 E7 H32 M1124 E8 H32 M1125 E9 H32 Foreignfiling_text P24-205-SEC-WO01 20250930

[1669] - 182 - M1126 E10 H32 M1127 E11 H32 M1128 E12 H32 M1129 E13 H32 M1130 E14 H32 M1131 E15 H32 M1132 E16 H32 M1133 E17 H32 M1134 E18 H32 M1135 E19 H32 M1136 E20 H32 M1137 E21 H32 M1138 E22 H32 M1139 E23 H32 M1140 E24 H32 5

[1670] M1141 E25 H32 M1142 E26 H32 M1143 E27 H32 M1144 E28 H32 M1145 E29 H32 M1146 E30 H32 M1147 E31 H32 M1148 E32 H32 M1149 E33 H32 M1150 E34 H32 M1151 E35 H32 M1152 E36 H32 M1153 E1 H33 M1154 E2 H33 M1155 E3 H33 M1156 E4 H33 M1157 E5 H33 M1158 E6 H33 M1159 E7 H33 M1160 E8 H33 M1161 E9 H33 M1162 E10 H33 M1163 E11 H33 M1164 E12 H33 M1165 E13 H33 M1166 E14 H33 M1167 E15 H33 M1168 E16 H33 M1169 E17 H33 M1170 E18 H33 M1171 E19 H33 M1172 E20 H33 M1173 E21 H33 15 M1174 E22 H33 M1175 E23 H33 M1176 E24 H33

[1671] M1177 E25 H33 M1178 E26 H33 M1179 E27 H33 M1180 E28 H33 M1181 E29 H33 M1182 E30 H33 M1183 E31 H33 M1184 E32 H33 M1185 E33 H33 M1186 E34 H33 M1187 E35 H33 M1188 E36 H33 20 M1189 E1 H34 M1190 E2 H34 M1191 E3 H34

[1672] M1192 E4 H34 M1193 E5 H34 M1194 E6 H34 M1195 E7 H34 M1196 E8 H34 M1197 E9 H34 M1198 E10 H34 M1199 E11 H34 M1200 E12 H34 M1201 E13 H34 M1202 E14 H34 M1203 E15 H34 M1204 E16 H34 M1205 E17 H34 M1206 E18 H34 25 M1207 E19 H34 M1208 E20 H34 M1209 E21 H34

[1673] M1210 E22 H34 M1211 E23 H34 M1212 E24 H34 M1213 E25 H34 M1214 E26 H34 M1215 E27 H34 M1216 E28 H34 M1217 E29 H34 M1218 E30 H34 M1219 E31 H34 M1220 E32 H34 M1221 E33 H34 M1222 E34 H34 M1223 E35 H34 M1224 E36 H34 M1225 E1 H35 M1226 E2 H35 M1227 E3 H35 M1228 E4 H35 M1229 E5 H35 M1230 E6 H35 M1231 E7 H35 M1232 E8 H35 M1233 E9 H35 M1234 E10 H35 M1235 E11 H35 M1236 E12 H35 M1237 E13 H35 M1238 E14 H35 M1239 E15 H35 35 M1240 E16 H35 M1241 E17 H35 M1242 E18 H35

[1674] M1243 E19 H35 M1244 E20 H35 M1245 E21 H35 M1246 E22 H35 M1247 E23 H35 M1248 E24 H35 M1249 E25 H35 M1250 E26 H35 M1251 E27 H35

[1675]

[1676] M1252 E28 H35 M1253 E29 H35 M1254 E30 H35 Foreignfiling_text P24-205-SEC-WO01 20250930

[1677] - 183 -

[1678] M1255 E31 H35 M1256 E32 H35 M1257 E33 H35 M1258 E34 H35 M1259 E35 H35 M1260 E36 H35 M1261 E1 H36 M1262 E2 H36 M1263 E3 H36 M1264 E4 H36 M1265 E5 H36 M1266 E6 H36 M1267 E7 H36 M1268 E8 H36 M1269 E9 H36 5

[1679] M1270 E10 H36 M1271 E11 H36 M1272 E12 H36 M1273 E13 H36 M1274 E14 H36 M1275 E15 H36 M1276 E16 H36 M1277 E17 H36 M1278 E18 H36 M1279 E19 H36 M1280 E20 H36 M1281 E21 H36 M1282 E22 H36 M1283 E23 H36 M1284 E24 H36 M1285 E25 H36 M1286 E26 H36 M1287 E27 H36 M1288 E28 H36 M1289 E29 H36 M1290 E30 H36 M1291 E31 H36 M1292 E32 H36 M1293 E33 H36 M1294 E34 H36 M1295 E35 H36 M1296 E36 H36 M1297 E1 H37 M1298 E2 H37 M1299 E3 H37 M1300 E4 H37 M1301 E5 H37 M1302 E6 H37 15

[1680] M1303 E7 H37 M1304 E8 H37 M1305 E9 H37 M1306 E10 H37 M1307 E11 H37 M1308 E12 H37 M1309 E13 H37 M1310 E14 H37 M1311 E15 H37 M1312 E16 H37 M1313 E17 H37 M1314 E18 H37 M1315 E19 H37 M1316 E20 H37 M1317 E21 H37 20 M1318 E22 H37 M1319 E23 H37 M1320 E24 H37

[1681] M1321 E25 H37 M1322 E26 H37 M1323 E27 H37 M1324 E28 H37 M1325 E29 H37 M1326 E30 H37 M1327 E31 H37 M1328 E32 H37 M1329 E33 H37 M1330 E34 H37 M1331 E35 H37 M1332 E36 H37 M1333 E1 H38 M1334 E2 H38 M1335 E3 H38 25 M1336 E4 H38 M1337 E5 H38 M1338 E6 H38

[1682] M1339 E7 H38 M1340 E8 H38 M1341 E9 H38 M1342 E10 H38 M1343 E11 H38 M1344 E12 H38 M1345 E13 H38 M1346 E14 H38 M1347 E15 H38 M1348 E16 H38 M1349 E17 H38 M1350 E18 H38 M1351 E19 H38 M1352 E20 H38 M1353 E21 H38 M1354 E22 H38 M1355 E23 H38 M1356 E24 H38 M1357 E25 H38 M1358 E26 H38 M1359 E27 H38 M1360 E28 H38 M1361 E29 H38 M1362 E30 H38 M1363 E31 H38 M1364 E32 H38 M1365 E33 H38 M1366 E34 H38 M1367 E35 H38 M1368 E36 H38 35 M1369 E1 H39 M1370 E2 H39 M1371 E3 H39

[1683] M1372 E4 H39 M1373 E5 H39 M1374 E6 H39 M1375 E7 H39 M1376 E8 H39 M1377 E9 H39 M1378 E10 H39 M1379 E11 H39 M1380 E12 H39

[1684]

[1685] M1381 E13 H39 M1382 E14 H39 M1383 E15 H39 Foreignfiling_text P24-205-SEC-WO01 20250930

[1686] - 184 -

[1687] M1384 E16 H39 M1385 E17 H39 M1386 E18 H39 M1387 E19 H39 M1388 E20 H39 M1389 E21 H39 M1390 E22 H39 M1391 E23 H39 M1392 E24 H39 M1393 E25 H39 M1394 E26 H39 M1395 E27 H39 M1396 E28 H39 M1397 E29 H39 M1398 E30 H39 5

[1688] M1399 E31 H39 M1400 E32 H39 M1401 E33 H39 M1402 E34 H39 M1403 E35 H39 M1404 E36 H39 M1405 E1 H40 M1406 E2 H40 M1407 E3 H40 M1408 E4 H40 M1409 E5 H40 M1410 E6 H40 M1411 E7 H40 M1412 E8 H40 M1413 E9 H40 M1414 E10 H40 M1415 E11 H40 M1416 E12 H40 M1417 E13 H40 M1418 E14 H40 M1419 E15 H40 M1420 E16 H40 M1421 E17 H40 M1422 E18 H40 M1423 E19 H40 M1424 E20 H40 M1425 E21 H40 M1426 E22 H40 M1427 E23 H40 M1428 E24 H40 M1429 E25 H40 M1430 E26 H40 M1431 E27 H40 15

[1689] M1432 E28 H40 M1433 E29 H40 M1434 E30 H40 M1435 E31 H40 M1436 E32 H40 M1437 E33 H40 M1438 E34 H40 M1439 E35 H40 M1440 E36 H40 M1441 E1 H41 M1442 E2 H41 M1443 E3 H41 M1444 E4 H41 M1445 E5 H41 M1446 E6 H41 20 M1447 E7 H41 M1448 E8 H41 M1449 E9 H41

[1690] M1450 E10 H41 M1451 E11 H41 M1452 E12 H41 M1453 E13 H41 M1454 E14 H41 M1455 E15 H41 M1456 E16 H41 M1457 E17 H41 M1458 E18 H41 M1459 E19 H41 M1460 E20 H41 M1461 E21 H41 M1462 E22 H41 M1463 E23 H41 M1464 E24 H41 25 M1465 E25 H41 M1466 E26 H41 M1467 E27 H41

[1691] M1468 E28 H41 M1469 E29 H41 M1470 E30 H41 M1471 E31 H41 M1472 E32 H41 M1473 E33 H41 M1474 E34 H41 M1475 E35 H41 M1476 E36 H41 M1477 E1 H42 M1478 E2 H42 M1479 E3 H42 M1480 E4 H42 M1481 E5 H42 M1482 E6 H42 M1483 E7 H42 M1484 E8 H42 M1485 E9 H42 M1486 E10 H42 M1487 E11 H42 M1488 E12 H42 M1489 E13 H42 M1490 E14 H42 M1491 E15 H42 M1492 E16 H42 M1493 E17 H42 M1494 E18 H42 M1495 E19 H42 M1496 E20 H42 M1497 E21 H42 35 M1498 E22 H42 M1499 E23 H42 M1500 E24 H42

[1692] M1501 E25 H42 M1502 E26 H42 M1503 E27 H42 M1504 E28 H42 M1505 E29 H42 M1506 E30 H42 M1507 E31 H42 M1508 E32 H42 M1509 E33 H42

[1693]

[1694] M1510 E34 H42 M1511 E35 H42 M1512 E36 H42 Foreignfiling_text P24-205-SEC-WO01 20250930

[1695] - 185 -

[1696] M1513 E1 H43 M1514 E2 H43 M1515 E3 H43 M1516 E4 H43 M1517 E5 H43 M1518 E6 H43 M1519 E7 H43 M1520 E8 H43 M1521 E9 H43 M1522 E10 H43 M1523 E11 H43 M1524 E12 H43 M1525 E13 H43 M1526 E14 H43 M1527 E15 H43 5

[1697] M1528 E16 H43 M1529 E17 H43 M1530 E18 H43 M1531 E19 H43 M1532 E20 H43 M1533 E21 H43 M1534 E22 H43 M1535 E23 H43 M1536 E24 H43 M1537 E25 H43 M1538 E26 H43 M1539 E27 H43 M1540 E28 H43 M1541 E29 H43 M1542 E30 H43 M1543 E31 H43 M1544 E32 H43 M1545 E33 H43 M1546 E34 H43 M1547 E35 H43 M1548 E36 H43 M1549 E1 H44 M1550 E2 H44 M1551 E3 H44 M1552 E4 H44 M1553 E5 H44 M1554 E6 H44 M1555 E7 H44 M1556 E8 H44 M1557 E9 H44 M1558 E10 H44 M1559 E11 H44 M1560 E12 H44 15

[1698] M1561 E13 H44 M1562 E14 H44 M1563 E15 H44 M1564 E16 H44 M1565 E17 H44 M1566 E18 H44 M1567 E19 H44 M1568 E20 H44 M1569 E21 H44 M1570 E22 H44 M1571 E23 H44 M1572 E24 H44 M1573 E25 H44 M1574 E26 H44 M1575 E27 H44 20 M1576 E28 H44 M1577 E29 H44 M1578 E30 H44

[1699] M1579 E31 H44 M1580 E32 H44 M1581 E33 H44 M1582 E34 H44 M1583 E35 H44 M1584 E36 H44 M1585 E1 H45 M1586 E2 H45 M1587 E3 H45 M1588 E4 H45 M1589 E5 H45 M1590 E6 H45 M1591 E7 H45 M1592 E8 H45 M1593 E9 H45 25 M1594 E10 H45 M1595 E11 H45 M1596 E12 H45

[1700] M1597 E13 H45 M1598 E14 H45 M1599 E15 H45 M1600 E16 H45 M1601 E17 H45 M1602 E18 H45 M1603 E19 H45 M1604 E20 H45 M1605 E21 H45 M1606 E22 H45 M1607 E23 H45 M1608 E24 H45 M1609 E25 H45 M1610 E26 H45 M1611 E27 H45 M1612 E28 H45 M1613 E29 H45 M1614 E30 H45 M1615 E31 H45 M1616 E32 H45 M1617 E33 H45 M1618 E34 H45 M1619 E35 H45 M1620 E36 H45 M1621 E1 H46 M1622 E2 H46 M1623 E3 H46 M1624 E4 H46 M1625 E5 H46 M1626 E6 H46 35 M1627 E7 H46 M1628 E8 H46 M1629 E9 H46

[1701] M1630 E10 H46 M1631 E11 H46 M1632 E12 H46 M1633 E13 H46 M1634 E14 H46 M1635 E15 H46 M1636 E16 H46 M1637 E17 H46 M1638 E18 H46

[1702]

[1703] M1639 E19 H46 M1640 E20 H46 M1641 E21 H46 Foreignfiling_text P24-205-SEC-WO01 20250930

[1704] - 186 -

[1705] M1642 E22 H46 M1643 E23 H46 M1644 E24 H46 M1645 E25 H46 M1646 E26 H46 M1647 E27 H46 M1648 E28 H46 M1649 E29 H46 M1650 E30 H46 M1651 E31 H46 M1652 E32 H46 M1653 E33 H46 M1654 E34 H46 M1655 E35 H46 M1656 E36 H46 5

[1706] M1657 E1 H47 M1658 E2 H47 M1659 E3 H47 M1660 E4 H47 M1661 E5 H47 M1662 E6 H47 M1663 E7 H47 M1664 E8 H47 M1665 E9 H47 M1666 E10 H47 M1667 E11 H47 M1668 E12 H47 M1669 E13 H47 M1670 E14 H47 M1671 E15 H47 M1672 E16 H47 M1673 E17 H47 M1674 E18 H47 M1675 E19 H47 M1676 E20 H47 M1677 E21 H47 M1678 E22 H47 M1679 E23 H47 M1680 E24 H47 M1681 E25 H47 M1682 E26 H47 M1683 E27 H47 M1684 E28 H47 M1685 E29 H47 M1686 E30 H47 M1687 E31 H47 M1688 E32 H47 M1689 E33 H47 15

[1707] M1690 E34 H47 M1691 E35 H47 M1692 E36 H47 M1693 E1 H48 M1694 E2 H48 M1695 E3 H48 M1696 E4 H48 M1697 E5 H48 M1698 E6 H48 M1699 E7 H48 M1700 E8 H48 M1701 E9 H48 M1702 E10 H48 M1703 E11 H48 M1704 E12 H48 20 M1705 E13 H48 M1706 E14 H48 M1707 E15 H48

[1708] M1708 E16 H48 M1709 E17 H48 M1710 E18 H48 M1711 E19 H48 M1712 E20 H48 M1713 E21 H48 M1714 E22 H48 M1715 E23 H48 M1716 E24 H48 M1717 E25 H48 M1718 E26 H48 M1719 E27 H48 M1720 E28 H48 M1721 E29 H48 M1722 E30 H48 25 M1723 E31 H48 M1724 E32 H48 M1725 E33 H48

[1709] M1726 E34 H48 M1727 E35 H48 M1728 E36 H48 M1729 E1 H49 M1730 E2 H49 M1731 E3 H49 M1732 E4 H49 M1733 E5 H49 M1734 E6 H49 M1735 E7 H49 M1736 E8 H49 M1737 E9 H49 M1738 E10 H49 M1739 E11 H49 M1740 E12 H49 M1741 E13 H49 M1742 E14 H49 M1743 E15 H49 M1744 E16 H49 M1745 E17 H49 M1746 E18 H49 M1747 E19 H49 M1748 E20 H49 M1749 E21 H49 M1750 E22 H49 M1751 E23 H49 M1752 E24 H49 M1753 E25 H49 M1754 E26 H49 M1755 E27 H49 35 M1756 E28 H49 M1757 E29 H49 M1758 E30 H49

[1710] M1759 E31 H49 M1760 E32 H49 M1761 E33 H49 M1762 E34 H49 M1763 E35 H49 M1764 E36 H49 M1765 E1 H50 M1766 E2 H50 M1767 E3 H50

[1711]

[1712] M1768 E4 H50 M1769 E5 H50 M1770 E6 H50 Foreignfiling_text P24-205-SEC-WO01 20250930

[1713] - 187 -

[1714] M1771 E7 H50 M1772 E8 H50 M1773 E9 H50 M1774 E10 H50 M1775 E11 H50 M1776 E12 H50 M1777 E13 H50 M1778 E14 H50 M1779 E15 H50 M1780 E16 H50 M1781 E17 H50 M1782 E18 H50 M1783 E19 H50 M1784 E20 H50 M1785 E21 H50 5

[1715] M1786 E22 H50 M1787 E23 H50 M1788 E24 H50 M1789 E25 H50 M1790 E26 H50 M1791 E27 H50 M1792 E28 H50 M1793 E29 H50 M1794 E30 H50 M1795 E31 H50 M1796 E32 H50 M1797 E33 H50 M1798 E34 H50 M1799 E35 H50 M1800 E36 H50 M1801 E1 H51 M1802 E2 H51 M1803 E3 H51 M1804 E4 H51 M1805 E5 H51 M1806 E6 H51 M1807 E7 H51 M1808 E8 H51 M1809 E9 H51 M1810 E10 H51 M1811 E11 H51 M1812 E12 H51 M1813 E13 H51 M1814 E14 H51 M1815 E15 H51 M1816 E16 H51 M1817 E17 H51 M1818 E18 H51 15

[1716] M1819 E19 H51 M1820 E20 H51 M1821 E21 H51 M1822 E22 H51 M1823 E23 H51 M1824 E24 H51 M1825 E25 H51 M1826 E26 H51 M1827 E27 H51 M1828 E28 H51 M1829 E29 H51 M1830 E30 H51 M1831 E31 H51 M1832 E32 H51 M1833 E33 H51 20 M1834 E34 H51 M1835 E35 H51 M1836 E36 H51

[1717] M1837 E1 H52 M1838 E2 H52 M1839 E3 H52 M1840 E4 H52 M1841 E5 H52 M1842 E6 H52 M1843 E7 H52 M1844 E8 H52 M1845 E9 H52 M1846 E10 H52 M1847 E11 H52 M1848 E12 H52 M1849 E13 H52 M1850 E14 H52 M1851 E15 H52 25 M1852 E16 H52 M1853 E17 H52 M1854 E18 H52

[1718] M1855 E19 H52 M1856 E20 H52 M1857 E21 H52 M1858 E22 H52 M1859 E23 H52 M1860 E24 H52 M1861 E25 H52 M1862 E26 H52 M1863 E27 H52 M1864 E28 H52 M1865 E29 H52 M1866 E30 H52 M1867 E31 H52 M1868 E32 H52 M1869 E33 H52 M1870 E34 H52 M1871 E35 H52 M1872 E36 H52 M1873 E1 H53 M1874 E2 H53 M1875 E3 H53 M1876 E4 H53 M1877 E5 H53 M1878 E6 H53 M1879 E7 H53 M1880 E8 H53 M1881 E9 H53 M1882 E10 H53 M1883 E11 H53 M1884 E12 H53 35 M1885 E13 H53 M1886 E14 H53 M1887 E15 H53

[1719] M1888 E16 H53 M1889 E17 H53 M1890 E18 H53 M1891 E19 H53 M1892 E20 H53 M1893 E21 H53 M1894 E22 H53 M1895 E23 H53 M1896 E24 H53

[1720]

[1721] M1897 E25 H53 M1898 E26 H53 M1899 E27 H53 Foreignfiling_text P24-205-SEC-WO01 20250930

[1722] - 188 -

[1723] M1900 E28 H53 M1901 E29 H53 M1902 E30 H53 M1903 E31 H53 M1904 E32 H53 M1905 E33 H53 M1906 E34 H53 M1907 E35 H53 M1908 E36 H53 M1909 E1 H54 M1910 E2 H54 M1911 E3 H54 M1912 E4 H54 M1913 E5 H54 M1914 E6 H54 5

[1724] M1915 E7 H54 M1916 E8 H54 M1917 E9 H54 M1918 E10 H54 M1919 E11 H54 M1920 E12 H54 M1921 E13 H54 M1922 E14 H54 M1923 E15 H54 M1924 E16 H54 M1925 E17 H54 M1926 E18 H54 M1927 E19 H54 M1928 E20 H54 M1929 E21 H54 M1930 E22 H54 M1931 E23 H54 M1932 E24 H54 M1933 E25 H54 M1934 E26 H54 M1935 E27 H54 M1936 E28 H54 M1937 E29 H54 M1938 E30 H54 M1939 E31 H54 M1940 E32 H54 M1941 E33 H54 M1942 E34 H54 M1943 E35 H54 M1944 E36 H54 M1945 E1 H55 M1946 E2 H55 M1947 E3 H55 15

[1725] M1948 E4 H55 M1949 E5 H55 M1950 E6 H55 M1951 E7 H55 M1952 E8 H55 M1953 E9 H55 M1954 E10 H55 M1955 E11 H55 M1956 E12 H55 M1957 E13 H55 M1958 E14 H55 M1959 E15 H55 M1960 E16 H55 M1961 E17 H55 M1962 E18 H55 20 M1963 E19 H55 M1964 E20 H55 M1965 E21 H55

[1726] M1966 E22 H55 M1967 E23 H55 M1968 E24 H55 M1969 E25 H55 M1970 E26 H55 M1971 E27 H55 M1972 E28 H55 M1973 E29 H55 M1974 E30 H55 M1975 E31 H55 M1976 E32 H55 M1977 E33 H55 M1978 E34 H55 M1979 E35 H55 M1980 E36 H55 25 M1981 E1 H56 M1982 E2 H56 M1983 E3 H56

[1727] M1984 E4 H56 M1985 E5 H56 M1986 E6 H56 M1987 E7 H56 M1988 E8 H56 M1989 E9 H56 M1990 E10 H56 M1991 E11 H56 M1992 E12 H56 M1993 E13 H56 M1994 E14 H56 M1995 E15 H56 M1996 E16 H56 M1997 E17 H56 M1998 E18 H56 M1999 E19 H56 M2000 E20 H56 M2001 E21 H56 M2002 E22 H56 M2003 E23 H56 M2004 E24 H56 M2005 E25 H56 M2006 E26 H56 M2007 E27 H56 M2008 E28 H56 M2009 E29 H56 M2010 E30 H56 M2011 E31 H56 M2012 E32 H56 M2013 E33 H56 35 M2014 E34 H56 M2015 E35 H56 M2016 E36 H56

[1728] M2017 E1 H57 M2018 E2 H57 M2019 E3 H57 M2020 E4 H57 M2021 E5 H57 M2022 E6 H57 M2023 E7 H57 M2024 E8 H57 M2025 E9 H57

[1729]

[1730] M2026 E10 H57 M2027 E11 H57 M2028 E12 H57 Foreignfiling_text P24-205-SEC-WO01 20250930

[1731] - 189 - M2029 E13 H57 M2030 E14 H57 M2031 E15 H57 M2032 E16 H57 M2033 E17 H57 M2034 E18 H57 M2035 E19 H57 M2036 E20 H57 M2037 E21 H57 M2038 E22 H57 M2039 E23 H57 M2040 E24 H57 M2041 E25 H57 M2042 E26 H57 M2043 E27 H57 5

[1732] M2044 E28 H57 M2045 E29 H57 M2046 E30 H57 M2047 E31 H57 M2048 E32 H57 M2049 E33 H57 M2050 E34 H57 M2051 E35 H57 M2052 E36 H57 M2053 E1 H58 M2054 E2 H58 M2055 E3 H58 M2056 E4 H58 M2057 E5 H58 M2058 E6 H58 M2059 E7 H58 M2060 E8 H58 M2061 E9 H58 M2062 E10 H58 M2063 E11 H58 M2064 E12 H58 M2065 E13 H58 M2066 E14 H58 M2067 E15 H58 M2068 E16 H58 M2069 E17 H58 M2070 E18 H58 M2071 E19 H58 M2072 E20 H58 M2073 E21 H58 M2074 E22 H58 M2075 E23 H58 M2076 E24 H58 15 M2077 E25 H58 M2078 E26 H58 M2079 E27 H58

[1733] M2080 E28 H58 M2081 E29 H58 M2082 E30 H58 M2083 E31 H58 M2084 E32 H58 M2085 E33 H58 M2086 E34 H58 M2087 E35 H58 M2088 E36 H58 M2089 E1 H59 M2090 E2 H59 M2091 E3 H59 20 M2092 E4 H59 M2093 E5 H59 M2094 E6 H59

[1734] M2095 E7 H59 M2096 E8 H59 M2097 E9 H59 M2098 E10 H59 M2099 E11 H59 M2100 E12 H59 M2101 E13 H59 M2102 E14 H59 M2103 E15 H59 M2104 E16 H59 M2105 E17 H59 M2106 E18 H59 M2107 E19 H59 M2108 E20 H59 M2109 E21 H59 25 M2110 E22 H59 M2111 E23 H59 M2112 E24 H59

[1735] M2113 E25 H59 M2114 E26 H59 M2115 E27 H59 M2116 E28 H59 M2117 E29 H59 M2118 E30 H59 M2119 E31 H59 M2120 E32 H59 M2121 E33 H59 M2122 E34 H59 M2123 E35 H59 M2124 E36 H59 M2125 E1 H60 M2126 E2 H60 M2127 E3 H60 M2128 E4 H60 M2129 E5 H60 M2130 E6 H60 M2131 E7 H60 M2132 E8 H60 M2133 E9 H60 M2134 E10 H60 M2135 E11 H60 M2136 E12 H60 M2137 E13 H60 M2138 E14 H60 M2139 E15 H60 M2140 E16 H60 M2141 E17 H60 M2142 E18 H60 35 M2143 E19 H60 M2144 E20 H60 M2145 E21 H60

[1736] M2146 E22 H60 M2147 E23 H60 M2148 E24 H60 M2149 E25 H60 M2150 E26 H60 M2151 E27 H60 M2152 E28 H60 M2153 E29 H60 M2154 E30 H60

[1737]

[1738] M2155 E31 H60 M2156 E32 H60 M2157 E33 H60 Foreignfiling_text P24-205-SEC-WO01 20250930

[1739] - 190 - M2158 E34 H60 M2159 E35 H60 M2160 E36 H60 M2161 E1 H61 M2162 E2 H61 M2163 E3 H61 M2164 E4 H61 M2165 E5 H61 M2166 E6 H61 M2167 E7 H61 M2168 E8 H61 M2169 E9 H61 M2170 E10 H61 M2171 E11 H61 M2172 E12 H61 5

[1740] M2173 E13 H61 M2174 E14 H61 M2175 E15 H61 M2176 E16 H61 M2177 E17 H61 M2178 E18 H61 M2179 E19 H61 M2180 E20 H61 M2181 E21 H61 M2182 E22 H61 M2183 E23 H61 M2184 E24 H61 M2185 E25 H61 M2186 E26 H61 M2187 E27 H61 M2188 E28 H61 M2189 E29 H61 M2190 E30 H61 M2191 E31 H61 M2192 E32 H61 M2193 E33 H61 M2194 E34 H61 M2195 E35 H61 M2196 E36 H61 M2197 E1 H62 M2198 E2 H62 M2199 E3 H62 M2200 E4 H62 M2201 E5 H62 M2202 E6 H62 M2203 E7 H62 M2204 E8 H62 M2205 E9 H62 15 M2206 E10 H62 M2207 E11 H62 M2208 E12 H62

[1741] M2209 E13 H62 M2210 E14 H62 M2211 E15 H62 M2212 E16 H62 M2213 E17 H62 M2214 E18 H62 M2215 E19 H62 M2216 E20 H62 M2217 E21 H62 M2218 E22 H62 M2219 E23 H62 M2220 E24 H62 20 M2221 E25 H62 M2222 E26 H62 M2223 E27 H62

[1742] M2224 E28 H62 M2225 E29 H62 M2226 E30 H62 M2227 E31 H62 M2228 E32 H62 M2229 E33 H62 M2230 E34 H62 M2231 E35 H62 M2232 E36 H62 M2233 E1 H63 M2234 E2 H63 M2235 E3 H63 M2236 E4 H63 M2237 E5 H63 M2238 E6 H63 25 M2239 E7 H63 M2240 E8 H63 M2241 E9 H63

[1743] M2242 E10 H63 M2243 E11 H63 M2244 E12 H63 M2245 E13 H63 M2246 E14 H63 M2247 E15 H63 M2248 E16 H63 M2249 E17 H63 M2250 E18 H63 M2251 E19 H63 M2252 E20 H63 M2253 E21 H63 M2254 E22 H63 M2255 E23 H63 M2256 E24 H63 M2257 E25 H63 M2258 E26 H63 M2259 E27 H63 M2260 E28 H63 M2261 E29 H63 M2262 E30 H63 M2263 E31 H63 M2264 E32 H63 M2265 E33 H63 M2266 E34 H63 M2267 E35 H63 M2268 E36 H63 M2269 E1 H64 M2270 E2 H64 M2271 E3 H64 35 M2272 E4 H64 M2273 E5 H64 M2274 E6 H64

[1744] M2275 E7 H64 M2276 E8 H64 M2277 E9 H64 M2278 E10 H64 M2279 E11 H64 M2280 E12 H64 M2281 E13 H64 M2282 E14 H64 M2283 E15 H64

[1745]

[1746] M2284 E16 H64 M2285 E17 H64 M2286 E18 H64 Foreignfiling_text P24-205-SEC-WO01 20250930

[1747] - 191 - M2287 E19 H64 M2288 E20 H64 M2289 E21 H64 M2290 E22 H64 M2291 E23 H64 M2292 E24 H64 M2293 E25 H64 M2294 E26 H64 M2295 E27 H64 M2296 E28 H64 M2297 E29 H64 M2298 E30 H64 M2299 E31 H64 M2300 E32 H64 M2301 E33 H64 5

[1748] M2302 E34 H64 M2303 E35 H64 M2304 E36 H64 M2305 E1 H65 M2306 E2 H65 M2307 E3 H65 M2308 E4 H65 M2309 E5 H65 M2310 E6 H65 M2311 E7 H65 M2312 E8 H65 M2313 E9 H65 M2314 E10 H65 M2315 E11 H65 M2316 E12 H65 M2317 E13 H65 M2318 E14 H65 M2319 E15 H65 M2320 E16 H65 M2321 E17 H65 M2322 E18 H65 M2323 E19 H65 M2324 E20 H65 M2325 E21 H65 M2326 E22 H65 M2327 E23 H65 M2328 E24 H65 M2329 E25 H65 M2330 E26 H65 M2331 E27 H65 M2332 E28 H65 M2333 E29 H65 M2334 E30 H65 15 M2335 E31 H65 M2336 E32 H65 M2337 E33 H65

[1749] M2338 E34 H65 M2339 E35 H65 M2340 E36 H65 M2341 E1 H66 M2342 E2 H66 M2343 E3 H66 M2344 E4 H66 M2345 E5 H66 M2346 E6 H66 M2347 E7 H66 M2348 E8 H66 M2349 E9 H66 20 M2350 E10 H66 M2351 E11 H66 M2352 E12 H66

[1750] M2353 E13 H66 M2354 E14 H66 M2355 E15 H66 M2356 E16 H66 M2357 E17 H66 M2358 E18 H66 M2359 E19 H66 M2360 E20 H66 M2361 E21 H66 M2362 E22 H66 M2363 E23 H66 M2364 E24 H66 M2365 E25 H66 M2366 E26 H66 M2367 E27 H66 25 M2368 E28 H66 M2369 E29 H66 M2370 E30 H66

[1751] M2371 E31 H66 M2372 E32 H66 M2373 E33 H66 M2374 E34 H66 M2375 E35 H66 M2376 E36 H66 M2377 E1 H67 M2378 E2 H67 M2379 E3 H67 M2380 E4 H67 M2381 E5 H67 M2382 E6 H67 M2383 E7 H67 M2384 E8 H67 M2385 E9 H67 M2386 E10 H67 M2387 E11 H67 M2388 E12 H67 M2389 E13 H67 M2390 E14 H67 M2391 E15 H67 M2392 E16 H67 M2393 E17 H67 M2394 E18 H67 M2395 E19 H67 M2396 E20 H67 M2397 E21 H67 M2398 E22 H67 M2399 E23 H67 M2400 E24 H67 35 M2401 E25 H67 M2402 E26 H67 M2403 E27 H67

[1752] M2404 E28 H67 M2405 E29 H67 M2406 E30 H67 M2407 E31 H67 M2408 E32 H67 M2409 E33 H67 M2410 E34 H67 M2411 E35 H67 M2412 E36 H67

[1753]

[1754] M2413 E1 H68 M2414 E2 H68 M2415 E3 H68 Foreignfiling_text P24-205-SEC-WO01 20250930

[1755] - 192 - M2416 E4 H68 M2417 E5 H68 M2418 E6 H68 M2419 E7 H68 M2420 E8 H68 M2421 E9 H68 M2422 E10 H68 M2423 E11 H68 M2424 E12 H68 M2425 E13 H68 M2426 E14 H68 M2427 E15 H68 M2428 E16 H68 M2429 E17 H68 M2430 E18 H68

[1756] 5

[1757] M2431 E19 H68 M2432 E20 H68 M2433 E21 H68 M2434 E22 H68 M2435 E23 H68 M2436 E24 H68 M2437 E25 H68 M2438 E26 H68 M2439 E27 H68 M2440 E28 H68 M2441 E29 H68 M2442 E30 H68 M2443 E31 H68 M2444 E32 H68 M2445 E33 H68 M2446 E34 H68 M2447 E35 H68 M2448 E36 H68 M2449 E1 H69 M2450 E2 H69 M2451 E3 H69 M2452 E4 H69 M2453 E5 H69 M2454 E6 H69 M2455 E7 H69 M2456 E8 H69 M2457 E9 H69 M2458 E10 H69 M2459 E11 H69 M2460 E12 H69 M2461 E13 H69 M2462 E14 H69 M2463 E15 H69

[1758] 15 M2464 E16 H69 M2465 E17 H69 M2466 E18 H69

[1759] M2467 E19 H69 M2468 E20 H69 M2469 E21 H69 M2470 E22 H69 M2471 E23 H69 M2472 E24 H69 M2473 E25 H69 M2474 E26 H69 M2475 E27 H69 M2476 E28 H69 M2477 E29 H69 M2478 E30 H69

[1760] 20 M2479 E31 H69 M2480 E32 H69 M2481 E33 H69

[1761]

[1762] M2482 E34 H69 M2483 E35 H69 M2484 E36 H69

[1763] The concentration of the total of all host materials 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 25 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 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 80% by weight, based on the overall mixture or based on the overall composition of the light-emitting layer.

[1764] The concentration of the total of all host materials 2 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 35 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 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. Foreignfiling_text P24-205-SEC-WO01 20250930

[1765] - 193 -

[1766] The present invention also relates to a mixture comprising at least one compound of the formula (1) and at least one compound of the formulae (2), (3) or (4) as described before or preferably described before which comprises at least one further compound selected 5 from the group of matrix materials, phosphorescent emitters, fluorescent emitters and / or emitters having thermally activated delayed fluorescence.

[1767] The present invention also relates to a mixture comprising at least one compound of the formula (1) and at least one compound of the formulae (2), (3) or (4) as described before or preferably described before which comprises at least one phosphorescent emitter.

[1768] The present invention also relates to a mixture consisting of at least one compound of the formula (1) and at least one compound of the formulae (2), (3) or (4) as described before or preferably described before and one further compound selected from the group of 15 matrix materials, phosphorescent emitters, fluorescent emitters and / or emitters having thermally activated delayed fluorescence and a phosphorescent emitter.

[1769] The present invention also relates to a mixture consisting of at least one compound of the formula (1) and at least one compound of the formulae (2), (3) or (4) as described before 20 or preferably described before and a phosphorescent emitter.

[1770] The term “phosphorescent emitters” typically encompasses compounds where the light is emitted through a spin-forbidden transition from an excited state having higher spin multiplicity, i.e. a spin state > 1, for example through a transition from a triplet state or a 25 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.

[1771] Suitable phosphorescent emitters (= triplet emitters) are especially compounds which, 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, platinum, silver, gold or europium, especially compounds containing iridium or platinum. In 35 the context of the present invention, all luminescent compounds containing the abovementioned metals are regarded as phosphorescent emitters. Foreignfiling_text P24-205-SEC-WO01 20250930

[1772] - 194 -

[1773] In general, all phosphorescent complexes as used for phosphorescent OLEDs according to the prior art and as known to those skilled in the art in the field of organic electroluminescent devices are suitable.

[1774] 5 Preferred phosphorescent emitters according to the present invention conform to the formula (I)

[1775] R

[1776] R

[1777] ,xNX

[1778] x" /

[1779] X=X

[1780]

[1781] formula (I)

[1782] 15 where the symbols and indices for this formula (I) are defined as follows:

[1783] n+m is 3, n is 1 or 2, m is 2 or 1,

[1784] X is the same or different at each instance and is N or CR,

[1785] 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 20 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 or heteroaromatic ring system which has 5 to 60 ring atoms and may be partly or fully substituted by deuterium.

[1786] 25 In emitters of the formula (I), n is preferably 1 and m is preferably 2.

[1787] In emitters of the formula (I), 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.

[1788] In emitters of the formula (I), at least one R is preferably different from H. In emitters of the formula (I), preferably two R are different from H and have one of the other definitions given above for the emitters of the formula (I).

[1789] 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 35 conforming to formula (I) as described above. Foreignfiling_text P24-205-SEC-WO01 20250930

[1790] - 195 -

[1791] 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.

[1792] Particularly preferred examples of phosphorescent emitters are listed in table 6 below.

[1793] 5

[1794] Table 6:

[1795] 15

[1796] 20

[1797] 25

[1798] 35

[1799]

[1800] Foreignfiling_text P24-205-SEC-WO01 20250930

[1801] - 196 -

[1802] 5

[1803] 15

[1804] 20 25

[1805]

[1806] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[1807] - 197 -

[1808] 5

[1809] 15

[1810] 20

[1811] 25

[1812]

[1813] In the mixtures of the invention or in the light-emitting layer of the device of the invention, any mixture as described preferably a combination of E1 to E36 with H1 to H69, particularly selected from M1 to M2484 is preferably combined with a compound of the 35 formula (I).

[1814] The light-emitting layer in the organic electroluminescent device of the invention, comprising at least one phosphorescent emitter, is preferably an infrared-emitting or Foreignfiling_text P24-205-SEC-WO01 20250930

[1815] - 198 -

[1816] yellow-, orange-, red-, green-, blue- or ultraviolet-emitting layer, more preferably a yellow- or green-emitting layer and most preferably a green-emitting layer.

[1817] A yellow-emitting layer is understood here to mean a layer having a photoluminescence 5 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 having a photoluminescence maximum within the range from 490 to 540 nm. A blueemitting 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 combination of the host material 1 of the formulae (1), (1a) to (1t) and of the host material 15 2 consisting of at least one of the formulae (2), (2a), (3), (3a) to (3e), (4) or (4a), and the corresponding emitter.

[1818] The photoluminescence spectrum of the layer is recorded, for example, with a commercial photoluminescence spectrometer.

[1819] 20

[1820] The photoluminescence spectrum of the emitter chosen is generally measured in oxygen- 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 25 with a commercial photoluminescence spectrometer. The triplet energy Ti in eV is determined from the photoluminescence spectra of the emitters. First the peak maximum Plmax. (in nm) of the photoluminescence spectrum is determined. The peak maximum Plmax. (in nm) is then converted to eV by: E(T 1 in eV) = 1240 / E(T 1 in nm) = 1240 / PLmax. (in nm).

[1821] Preferred phosphorescent emitters are accordingly yellow emitters, preferably of the formula (I) or from table 6, the triplet energy Ti of which is preferably ~2.3 eV to ~2.1 eV.

[1822] Preferred phosphorescent emitters are accordingly green emitters, preferably of the 35 formula (I) or from table 6, the triplet energy Ti of which is preferably ~2.5 eV to ~2.3 eV.

[1823] Particularly preferred phosphorescent emitters are accordingly green emitters, preferably of the formula (I) or from table 6 as described above, the triplet energy T 1 of which is preferably ~2.5 eV to ~2.3 eV. Foreignfiling_text P24-205-SEC-WO01 20250930

[1824] - 199 -

[1825] Most preferably, green emitters, preferably of the formula (I) or from table 6, as described above, are selected for the mixture of the invention or emitting layer of the invention.

[1826] 5 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.

[1827] Preferred fluorescent emitting compounds are selected from the class of the arylamines, 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 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 15 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 the pyrene preferably in the 1 position or 1,6 positions. Further preferred emitting compounds are indenofluoreneamines or -diamines, benzoindenofluoreneamines or- 20 diamines, and dibenzoindenofluoreneamines or -diamines, and indenofluorene derivatives having fused aryl groups. Likewise preferred are pyrenearylamines. Likewise preferred are benzoindenofluoreneamines, benzofluoreneamines, extended benzoindenofluorenes, 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 25 materials that exhibit TADF (thermally activated delayed fluorescence).

[1828] 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 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).

[1829] Preferably, the mixed matrix system is optimized for an emitter of the formula (I), or for an 35 emitter from table 6.

[1830] 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 Foreignfiling_text P24-205-SEC-WO01 20250930

[1831] - 200 -

[1832] band gap being understood to mean the gap between the HOMO and LUMO energy of a material.

[1833] In one embodiment of the present invention, the mixture, aside from the constituents of 5 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.

[1834] 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.

[1835] In an alternative embodiment of the present invention, the mixture, aside from the

[1836] 15 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 used as the sole material source.

[1837] 20 Preference is given to premix systems consisting of two matrix materials, namely one compound of the formulae (1), (1a) to (1t) and one compound of one of the formulae (2), (2a), (3), (3a) to (3e), (4) or (4a).

[1838] Preference is given to premix systems consisting of three matrix materials, namely one compound of the formulae (1), (1a) to (1t) and two compounds of one of the formulae (2), 25 (2a), (3), (3a) to (3e), (4) or (4a).

[1839] 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 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 may, for example, be solutions, dispersions or emulsions. For this purpose, it may be preferable to use mixtures of two or more solvents. Suitable and preferred solvents are, for example, toluene, anisole, o-, m- or p-xylene, methyl benzoate, mesitylene, tetralin, veratrole, THF, 35 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-methylanisole, 3,4-dimethylanisole, 3,5-dimethylanisole, acetophenone, a-terpineol, benzothiazole, butyl benzoate, cumene, cyclohexanol, cyclohexanone, Foreignfiling_text P24-205-SEC-WO01 20250930

[1840] - 201 -

[1841] 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 dimethyl ether, diethylene glycol monobutyl ether, tripropylene glycol dimethyl ether, 5 tetraethylene glycol dimethyl ether, 2-isopropylnaphthalene, pentylbenzene, hexylbenzene, heptylbenzene, octylbenzene, 1,1-bis(3,4-dimethylphenyl)ethane, 2- methylbiphenyl, 3-methylbiphenyl, 1-methylnaphthalene, 1 -ethylnaphthalene, ethyl octanoate, diethyl sebacate, octyl octanoate, heptylbenzene, menthyl isovalerate, cyclohexyl hexanoate or mixtures of these solvents.

[1842] A suitable formulation is a formulation containing at least one compound according to the 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.

[1843] 15

[1844] 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 20 volume, of matrix material composed of at least one compound of the formulae (1), (1a) to (1t), and at least one compound of one of the formulae (2), (2a), (3), (3a) to (3e), (4) or (4a) according to the preferred embodiments, based on the overall composition of emitter and 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% 25 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 processed from solution, preference is given to using the corresponding amounts in % by weight rather than the above-specified amounts in % by volume.

[1845] 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 layer (HIL) and / or a hole transport layer (HTL) and / or an electron blocking layer (EBL), the hole-injecting material and / or hole-transporting material and / or electron blocking layer of 35 which belongs to the class of monoamines or diamines that do not contain a carbazole unit. The hole-injecting material and / or hole-transporting material and / or electron blocking material particularly preferably comprises a monoamine or diamine containing a fluorenyl or bispirofluorenyl group, but no carbazole unit. The hole-injecting material and / or hole- Foreignfiling_text P24-205-SEC-WO01 20250930

[1846] - 202 -

[1847] transporting material and / or electron blocking material particularly preferably comprises a monoamine containing a fluorenyl or bispirofluorenyl group, but no carbazole unit.

[1848] Preferred hole-injecting materials and / or hole-transporting materials and / or electron 5 blocking materials which are used in accordance with the invention in the organic layer of

[1849] 15

[1850] 20

[1851]

[1852] 25 where the following applies to the symbols and indices occurring within formulae (I-A) and (I-B):

[1853] Ar10, Ar11, Ar12are on each occurrence, identically or differently, an aromatic ring system having 6 to 40 aromatic ring atoms or heteroaromatic ring system having 5 to 40 aromatic ring atoms, which may be substituted by one or more radicals R12, where two or more radicals Ar10, Ar11, Ar12may form an aliphatic, aromatic or heteroaromatic ring system together, which may be substituted by one or more radicals R12;

[1854] L12is on each occurrence, identically or differently, a single bond, an aromatic having 6 35 to 30 aromatic ring atoms or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which may be substituted by one or more radicals R13;

[1855] k12 is an integer selected from 1 to 3; Foreignfiling_text P24-205-SEC-WO01 20250930

[1856] - 203 -

[1857] E is the same or different at each instance and are selected from a single bond, Si(R12)2, O, S, NR12, and C(R12)2;

[1858] 5 i10, i11, i12 are on each occurrence, identically or differently, 0 or 1;

[1859] T21, T22are the same or different at each instance and are selected from a single bond, O, S, NR21, and C(R21)2;

[1860] R12, R13, R20a, R20b, R20c, R20d, R21stand on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CHO, CN, N(R19)2, C(=O)Ar, P(=O)(Ar)2, S(=O)Ar, S(=O)2Ar, NO2, Si(R19)3, B(OR19)2, OSO2R19, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or branched or a cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms, each of which may be substituted by one or more radicals R19, where in each case one or 15 more non-adjacent CH2groups may be replaced by R19C=CR19, C=C, Si(R19)2, Ge(R19)2, Sn(R19)2, C=O, C=S, C=Se, P(=O)(R19), SO, SO2, O or S and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO2, an aromatic ring system having 6 to 40 aromatic ring atoms or heteroaromatic ring system having 5 to 40 aromatic ring atoms, which may in each case be substituted by one or more radicals R19; two or more radicals 20 R12, two or more radicals R13, two or more radicals R20a, two or more radicals R20b, two or more radicals R20c, two or more radicals R20dor two or more radicals R21may form an aliphatic, aromatic or heteroaromatic ring system together, which may be substituted by one or more radicals R19;

[1861] 25 R19stands on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CHO, CN, N(R’)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 a 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 CH2groups 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 or S and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO2, an aromatic ring system having 6 to 40 aromatic ring atoms or heteroaromatic ring system having 5 to 40 aromatic ring atoms, which may in each case be substituted by one or more radicals R; where two radicals R19may form an aliphatic, 35 aromatic or heteroaromatic ring system together, which may be substituted by one or more radicals R;

[1862] Z11and Z21stand on each occurrence, identically or differently, for a group represented by formula A Foreignfiling_text P24-205-SEC-WO01 20250930

[1863] - 204 -

[1864] ^R90

[1865]

[1866] Formula A

[1867] 5

[1868] where R90stands on each occurrence, identically or differently, for a straight-chain alkyl having 1 to 40 C atoms or branched or a cyclic alkyl 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’ or C=C, and where one or more H atoms may be replaced by D, an aromatic ring system having 6 to 40 aromatic ring atoms or heteroaromatic ring system having 5 to 40 aromatic ring atoms, which may in each case be substituted by one or more radicals R’, preferably, R90stands on each occurrence, identically or differently, for a straight-chain alkyl having 1 to 40 C atoms or branched or a cyclic alkyl having 3 to 40 C atoms, each of which may be substituted by 15

[1869] one or more radicals R’, where in each case one or more non-adjacent CH2 groups may be replaced by R’C=CR’ or C=C, and where one or more H atoms may be replaced by D, more preferably, R90stands on each occurrence, identically or differently, for a straightchain alkyl having 1 to 40 C atoms or branched alkyl 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 20

[1870] non-adjacent CH2 groups may be replaced by R’C=CR’ or C=C, and where one or more H atoms may be replaced by D;

[1871] L90is a single bond, an aromatic having 6 to 30 aromatic ring atoms or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which may be substituted by one or more 25

[1872] radicals R’, preferably L90is a single bond or an aromatic having 6 to 30 aromatic ring atoms, which may be substituted by one or more radicals R’, more preferably, L90is a single bond;

[1873] t10 is an integer selected from 0 to 10;

[1874] t20 is an integer selected from 0 to 10;

[1875] * is a binding site with the rest of the formula (I-A) or (I-B);

[1876] 35

[1877] Ar is, on each occurrence, identically or differently, an aromatic ring system having 6 to 40 aromatic ring atoms or heteroaromatic ring system having 5 to 40 aromatic ring atoms, which may in each case also be substituted by one or more radicals R; Foreignfiling_text P24-205-SEC-WO01 20250930

[1878] - 205 -

[1879] 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 and where one or more H 5 atoms may be replaced by D, F, Cl, Br or I, aryl or heteroaryl amine group having 6 to 24 ring atoms, or an aromatic ring system having 6 to 24 aromatic ring atoms or heteroaromatic ring system having 5 to 24 aromatic ring atoms; and

[1880] m21, m22, m23 and m24 are on each occurrence, identically or differently, 0, 1, 2, 3 or 4; and with the condition that a compound of the formula (I-A) or of the formula (I-B) do not contain a carbazole unit.

[1881] A preferred compound of formula (I-A) is represented by formula (I-A-1),

[1882] 15

[1883]

[1884] formula (l-A-1),

[1885] 20

[1886] where Ar12, L12, k12, Ar10, Ar11, Z11and t10 have a meaning as described above, with the condition that a compound of the formula (I-A-1) does not contain a carbazole unit.

[1887] In compounds of formula (I-A) or (I-A-1), Ar12is preferably selected from the groups Ar12-1 to Ar12-5,

[1888] 25

[1889]

[1890] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[1891] - 206 -

[1892] 5

[1893] 15

[1894] 20

[1895] 25

[1896]

[1897] 35

[1898] where R12and * have a meaning as described before, Z and Z1are at each occurrence independently N or C with the condition that two adjacent Z or two adjacent Z1are not both N, Esis S or O, preferably O, a is 1, 2 or 3, b is 1, 2, 3 or 4, c is 1, 2, 3 or 4, d is 1, 2, 3 or 4 and e is 1, 2, 3, 4 or 5. Foreignfiling_text P24-205-SEC-WO01 20250930

[1899] - 207 -

[1900] In preferred compounds of formula (I-A) and (I-A-1), t10 is 0 and Z11does not occur.

[1901] In a preferred embodiment, Ar12-3 is selected from Ar12-3-1 or Ar12-3-2,

[1902] 5

[1903] 15

[1904] 20

[1905]

[1906] * Ar12-3-2,

[1907] where R12, a, b, c, d and * have a meaning as described before.

[1908] In a preferred embodiment, Ar12-4 is selected from Ar12-4-1 or Ar12-4-2,

[1909] 25

[1910] 35

[1911]

[1912] where R12, a, b, Z1and * have a meaning as described before, where Z1is preferably C. Foreignfiling_text P24-205-SEC-WO01 20250930

[1913] - 208 -

[1914] In a preferred embodiment compounds of formulae (I-A) or (I-A-1) are selected from compounds of formulae (I-A-2) to (I-A-5), which may be partially or fully deuterated,

[1915] 5

[1916]

[1917] 15

[1918] formula (l-A-4) formula (l-A-5),

[1919] where L12 in formulae (I-A-2) to (I-A-5) is an aromatic ring system having 6 to 30 aromatic ring atoms or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which may be substituted by one or more radicals R13, where R13, Ar10and Ar11have a meaning as described before or as preferably described below and R12has at each occurrence independently a meaning as described before but excluding H and R12*is at each occurrence independently a straight-chain or branched alkyl group having 1 to 10 carbon atoms or phenyl where both alkyl and aryl may be substituted by one or more D atoms, with the condition that a compound of the formulae (I-A-2) to (I-A-5) does not contain a carbazole unit.

[1920] In compounds of the formulae (I-A), (I-A-1), (I-A-2) to (I-A-5), the linker L12is preferably, identically or differently, a single bond or is selected from the group consisting of benzene, biphenyl, terphenyl, naphthyl, fluorenyl, indenofluorenyl, spirobifluorenyl, dibenzofuranyl and dibenzothiophenyl, which may each be substituted by one or more radicals R13. More preferably, L12is, identically or differently, a single bond or are selected from the group consisting of benzene, biphenyl, terphenyl, naphthyl, dibenzofuranyl and

[1921] 35 dibenzothiophenyl, which may be substituted by one or more radicals R13. Even more preferably, L12stands for a single bond, benzene or biphenyl, which may be substituted by one or more radicals R13. R13is preferably D. Foreignfiling_text P24-205-SEC-WO01 20250930

[1922] - 209 -

[1923] In compounds of the formulae (I-A-2) to (I-A-5), R12is preferably methyl or phenyl which may be substituted by one or more D atoms.

[1924] In compounds of the formulae (I-A-2) to (I-A-5), R12is preferably independently a straightchain or branched alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 18 carbon atoms or an arylalkyl group having 6 to 30 carbon atoms where said alkyl, aryl and arylalkyl groups may be substituted by one or more D atoms.

[1925] In compounds of the formulae (I-A-2) to (I-A-5), R12is preferably independently tert-butyl, phenyl or phenyl substituted with tert.-butyl where these groups may be partially or fully deuterated.

[1926] In a preferred embodiment of Ar12-5, a is 0, e is 1 or 2 and R12is preferably independently tert-butyl, phenyl or phenyl substituted with tert.-butyl where these groups may be partially or fully deuterated.

[1927] 15 In a preferred embodiment of Ar12-3, Ar12-3-1, Ar12-3-2, a is 1, b is 1, c is 1, d is 1 and R12is preferably independently tert-butyl, phenyl or phenyl substituted with tert.-butyl where these groups may be partially or fully deuterated.

[1928] In one embodiment of the compounds of the formulae (I-A), (I-A-1), (I-A-2), (I-A-3), (I-A-4) 20

[1929] and (I-A-5), the group

[1930]

[1931] 25 is preferably selected from the groups of formulae (A-1) to (A-39), which may be partially or fully deuterated,

[1932]

[1933] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[1934] - 210 -

[1935] 5

[1936] 15

[1937]

[1938] A-5

[1939] 20

[1940]

[1941] 25 A-7

[1942]

[1943] A-9 A-10 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[1944]

[1945] Foreignfiling_text P24-205-SEC-WO01 20250930

[1946] 5

[1947] 15 20

[1948] 30

[1949]

[1950] Foreignfiling_text P24-205-SEC-WO01 20250930

[1951] - 213 -

[1952] 5

[1953] A-28

[1954] 15

[1955]

[1956] A-30

[1957] 20

[1958]

[1959] 25

[1960]

[1961] A-33

[1962] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[1963] - 214 -

[1964] 5

[1965] 15

[1966]

[1967] A-38

[1968] 20

[1969]

[1970]

[1971] where the dotted line represents the remainder of formulae (I-A), (I-A-1), (I-A-2), (I-A-3), (I-A-4) and (I-A-5), and where R4is at each occurrence independently a straight-chain or 25

[1972] branched alkyl group or phenyl where both alkyl and aryl may be substituted by one or more D atoms or the two substituents R4may form an aliphatic, aromatic or heteroaromatic ring system together, which may be substituted by one or more D atoms.

[1973] In preferred compounds of formula (I-B), t20 is 0 and Z21does not occur.

[1974] A preferred compound of the formula (I-B) is represented by formula (I-B-1),

[1975] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[1976] 5

[1977]

[1978] where R20a, R20b, R20c, R20d, R21, m21, m22, m23 and m24 have a meaning as described before, with the condition that a compound of the formulae (l-B-1) does not contain a carbazole unit. It is preferable tha a compound of the formula (l-B) has one or two substituents R20a, R20b, R20cor R20dwhich are different from H or D and which may be 15 preferably selected independently from a straight-chain or branched alkyl group, an aryl group having 6 to 18 carbon atoms or an arylalkyl group having 6 to 30 carbon atoms where said alkyl, aryl and arylalkyl groups may be substituted by one or more D atoms.

[1979] In a preferred embodiment of compounds of the formula (l-B-1), R21is at each occurrence 20 independently an aryl group having 6 to 40 carbon atoms which may be substituted by one or more D atoms.

[1980] In compounds of the formulae (l-A), (l-A-1), (l-A-2) to (l-A-5), (l-B) and (l-B-1), the symbols Ar10, Ar11and R21are on each occurrence, identically or differently, preferably selected from the group consisting of phenyl, biphenyl, terphenyl, quaterphenyl, naphthyl, fluorenyl, 25

[1981] especially 9,9'-dimethylfluorenyl and 9,9'-diphenylfluorenyl, benzofluorenyl, spirobifluorenyl, indenofluorenyl, dibenzofuranyl, dibenzothiophenyl, benzofuranyl, and benzothiophenyl, and combinations of two or three of these groups, which are each optionally substituted by one or more radicals R12, where R12is preferably D.

[1982] In compounds of formulae (l-A), (l-A-1), (l-A-2) to (l-A-5), (l-B) and (l-B-1), the symbols Ar10, Ar11and R21are on each occurrence, identically or differently, particularly preferably selected from the group consisting of phenyl, biphenyl, terphenyl, quaterphenyl, naphthyl, fluorenyl, especially 9,9'-dimethylfluorenyl and 9,9'-diphenylfluorenyl, benzofluorenyl, 35

[1983] spirobifluorenyl, indenofluorenyl, dibenzofuranyl, dibenzothiophenyl, benzofuranyl, benzothiophenyl, benzofused dibenzofuranyl, benzofused dibenzothiophenyl, naphthylsubstituted phenyl, fluorenyl-substituted phenyl, spirobifluorenyl-substituted phenyl, dibenzofuranyl-substituted phenyl, dibenzothiophenyl-substituted phenyl, pyridyl- Foreignfiling_text P24-205-SEC-WO01 20250930

[1984] - 216 -

[1985] substituted phenyl, pyrimidyl-substituted phenyl, and triazinyl-substituted phenyl, each of which may optionally be substituted by one or more radicals R12, where R12is preferably D.

[1986] 5 Preferred hol \e c-injecting materials and / or hole-transporting materials and / or electron blocking materials which are used in accordance with the invention in the organic layer of the device of the invention and which may be partially or fully deuterated are described in table 7. kJ

[1987] \ \J)

[1988] Table 7: The following compounds may be part \ / i oally or fully c euterated

[1989] < XQ

[1990] 'i

[1991] A= / / A_f AA

[1992] 15 ux

[1993] '* - - r, 7~\ - 20

[1994] 0X)

[1995] w id ri / ;. 1! A.

[1996] 25 'J.1

[1997] on

[1998] VJ U v

[1999] ■ N ’ '? i

[2000] . n

[2001] A -

[2002] 35 Z, JA ATA / *"

[2003] A-'Z-J1

[2004] z

[2005]

[2006] Foreignfiling_text P24-205-SEC-WO01 20250930

[2007] - 217 -

[2008] 15 20 25

[2009] 30

[2010]

[2011] Foreignfiling_text P24-205-SEC-WO01 20250930

[2012] - 218 -

[2013] 5

[2014] 15 20 25

[2015] 35

[2016]

[2017] Foreignfiling_text P24-205-SEC-WO01 20250930

[2018] - 219 -

[2019] r \AV" / v / x / \ /

[2020] o x /

[2021] x A.

[2022] AO

[2023] y O

[2024] 0 o

[2025] Ao QX? O

[2026] UAA VAA < X-rvNv^ \ A V. A ■ O v

[2027] ^^0

[2028] / =\ o

[2029] OLAA f l

[2030] 0U V Cc<

[2031] fVVz $ j< ~!- A u o o ■ \j

[2032] JLop

[2033] J N

[2034] l J / 1

[2035] 7W" V

[2036] C1 0 • O4.0OA / ==\, 0 J.

[2037] d^b

[2038]

[2039] Foreignfiling_text P24-205-SEC-WO01 20250930

[2040] - 220 -

[2041] 5

[2042] 15 20 25

[2043] 35

[2044]

[2045] Foreignfiling_text P24-205-SEC-WO01 20250930

[2046] - 221 -

[2047] Opp Q. S- 5 QXYt<Nb

[2048] ZA

[2049] o A o oo < A5°o6

[2050] 0

[2051] ppj W\ YbOlP- 0 15 CbO zpXp / ”O / ’ rv*C-x

[2052] M A n Xoti P k / b l o / p py V / V YJ -

[2053] 20 P a

[2054] vbbb

[2055] Q

[2056] V# °pjp

[2057] 25 \ /

[2058] kbo Pip \ / Y.'. OJ z -. v IMJ J bY r

[2059] zA / <0 p

[2060] cip

[2061] 35 rOv P

[2062] Cp)

[2063]

[2064] Foreignfiling_text P24-205-SEC-WO01 20250930

[2065] - 222 -

[2066] 0

[2067] cvc0 n

[2068] Ov

[2069] P VM

[2070] cc JV 0\_, V\

[2071] 5 QV 0 \V 3V

[2072] 0

[2073] OrO " v

[2074] v VI MZs-M c 0c rx v J 7 v / )vJ / v

[2075] CM3 X) -.0

[2076] 0

[2077] 15 ‘> / ‘ \ ’ — tl

[2078] c.'An 1—N

[2079] 20 / V°\ _ vz? R ■

[2080] 0 * - C

[2081] ' " - N QCVQC'Q Q C OOYCJ1r 'V f '-<~ I I J V vv\ I t nil Y W / j v vv O ' wr 25 Ck /

[2082] v Q vT VVA Q / OM O-O-N-CC U Q oC Xvvf Ov yvM?<

[2083] 0

[2084] f c ( zrVV •

[2085] 35

[2086]

[2087] Foreignfiling_text P24-205-SEC-WO01 20250930

[2088] - 223 -

[2089] 5

[2090] <

[2091] ?

[2092] C w

[2093] 15

[2094] J \p I—--• ''i i: i: '

[2095] t! " I. A 0 QZZ 20 oO n N 4 ■

[2096] w

[2097] t / ZY: Z )QVC’zoV'l 'Z U 'p* _ r: [ I r - p M Tn njx 25

[2098] X

[2099] 0

[2100] c ~r yjif '■ ■4';

[2101] X

[2102] ri

[2103] 35

[2104]

[2105] Foreignfiling_text P24-205-SEC-WO01 20250930

[2106] - 224 -

[2107] 5

[2108] 15

[2109] 20

[2110] 25

[2111]

[2112] Processes for synthesis of compounds of the formulae (l-A) and (l-B) and their preferred embodiments as described before or of the compounds of table 7 are known in the prior art, especially in the publications cited in the table below:

[2113] 35 Structure type Publication

[2114] 4-Fluorenylamines W02007 / 072952; WO2019 / 168320 2-Fluorenylamines WO2014 / 015938

[2115] 3-Fluorenylamines W02016 / 006710

[2116]

[2117] Foreignfiling_text P24-205-SEC-WO01 20250930

[2118] - 225 - 2-Spirobifluorenylamines WO2012 / 034627; WO2019 / 115577 4-Spirobifluorenylamines KR20140045154A, WO2019 / 168320 Spirobifluorenes with amino WO2013 / 120577, WO2017 / 016632, group in 1, 3 or 4 position WO2017 / 102063, WO2017 / 102064 5 4-Spirobifluorenylamines with WO2017 / 133829

[2119] spacer group between

[2120] spirobifluorenyl and amine

[2121] Spiroxanthene W02014 / 072017, WO2018 / 069167 Bis-Acridine WO2015 / 158411

[2122] 1-Spirobifluorenylamines with WO2019 / 002190

[2123] alkyl groups

[2124] 2, 4-Spirobifluorenylamines with WO2022 / 096172

[2125] alkyl groups

[2126] 15 1,3,4- Fluorenylamines with WO2023 / 072975, WO2023 / 281126, alkyl groups WO2023 / 072976, WO2023 / 072977.

[2127]

[2128] The sequence of layers in the organic electroluminescent device of the invention is preferably as follows:

[2129] 20 anode / hole injection layer / hole transport layer / emitting layer / hole blocker layer / electron transport layer / electron injection layer / cathode.

[2130] This sequence of the layers is a preferred sequence.

[2131] At the same time, it should be pointed out again that not all the layers mentioned need be 25 present and / or that further layers may additionally be present.

[2132] 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 Alqs, zirconium complexes, for example 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.

[2133] 35 Suitable cathodes of the device of the invention are metals having a low work function, 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 Foreignfiling_text P24-205-SEC-WO01 20250930

[2134] - 226 -

[2135] 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 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 5 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 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.

[2136] Preferred anodes are materials having a high work function. Preferably, the anode has a 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 15 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 (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).

[2137] 20 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 example of an inner layer of ITO and an outer layer of a metal oxide, preferably tungsten oxide, molybdenum oxide or vanadium oxide.

[2138] 25 The organic electroluminescent device of the invention, in the course of production, is 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.

[2139] The production of the device of the invention is not restricted here. It is possible that one 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 35 than 10-7mbar.

[2140] 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 Foreignfiling_text P24-205-SEC-WO01 20250930

[2141] - 227 -

[2142] pressure between 10-5mbar and 1 bar. A special case of this method is the OVJP (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).

[2143] 5 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 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 be applied in a very simple and inexpensive manner. This technique is especially suitable for the mass production of organic electroluminescent devices.

[2144] 15 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.

[2145] These methods are known in general terms to those skilled in the art and can be applied to organic electroluminescent devices.

[2146] 20

[2147] 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 25 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.

[2148] In the case of production by means of gas phase deposition, there are in principle two 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 35 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. Foreignfiling_text P24-205-SEC-WO01 20250930

[2149] - 228 -

[2150] The following methods are possible:

[2151] 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 5 applied by gas phase deposition, especially by a 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.

[2152] 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 the organic layer is applied by gas phase deposition, wherein the at least host material 1 is deposited from the gas phase together with the host material 2 and further materials that form the light-emitting layer, successively or simultaneously from at least two material sources.

[2153] 15

[2154] 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 host material 1 and the at least one host material 2 is deposited from the gas phase together as premix, successively or simultaneously with the light-emitting materials selected from 20 the group of the phosphorescent emitters, fluorescent emitters and / or emitters that exhibit TADF (thermally activated delayed fluorescence).

[2155] 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:

[2156] 25

[2157] 1. Organic light-emitting devices comprising compounds of formula (1) or the preferred embodiments recited above and at least one compound of formulae (2), (3) or (4) or at least one of the preferred embodiments cited above have a very good lifetime.

[2158] 2. Organic light-emitting devices comprising compounds of formula (1) or the preferred embodiments recited above and hereinafter and at least one compound of formulae (2), (3) or (4) or at least one of the preferred embodiments cited above, 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 35 a low operating voltage when used in electronic devices.

[2159] 3. Organic light-emitting devices comprising compounds of formula (1) or the preferred embodiments recited above and hereinafter and at least one compound of formulae (2), (3) or (4) or at least one of the preferred embodiments cited above, have a low Foreignfiling_text P24-205-SEC-WO01 20250930

[2160] - 229 -

[2161] capacitance. This is advantageous for achieving high switching times when used as an electroluminescent device in screens.

[2162] These abovementioned advantages are not accompanied by an inordinately high

[2163] 5 deterioration in the further electronic properties.

[2164] 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 example from a generic series or as an equivalent or similar feature.

[2165] All features of the present invention may be combined with one another in any manner, 15 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 combinations may be used separately (and not in combination).

[2166] The technical teaching disclosed with the present invention may be abstracted and 20 combined with other examples.

[2167] The invention is illustrated in detail by the examples which follow, without any intention of restricting it thereby.

[2168] The syntheses which follow, unless stated otherwise, are conducted under a protective 25 gas atmosphere in dried solvents. The compounds of the invention can be prepared by means of synthesis methods known to those skilled in the art. The solvents and reagents can be obtained, for example, from Sigma-ALDRICH or ABCR. The respective information in square brackets or the numbers given for individual compounds refer to the CAS numbers of the compounds known from the literature.

[2169] Examples

[2170] Synthesis examples

[2171] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[2172] - 230 -

[2173] a) 2-([1, -biphenyl]-4-yl)-4-(8-chlorodibenzo[b,d]furan-1-yl)-6-(dibenzo[b,d]furan- 4-yl)-1,3,5-triazine:

[2174] 5

[2175] [2363070-90-8]

[2176]

[2177] 1-Chloro-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl]dibenzofuran (34.4g, 100.0 mmol), 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-(dibenzo[b,d]furan-4-yl)-1,3,5-triazine (43.3 g, 105.0 mmol), and sodium carbonate (22.26 g, 210.0 mmol) are suspended in 600 ml of ethylene glycol dimethyl ether and 300 ml of water, and inertized for 30 minutes.

[2178] 15 Subsequently, tri-o-tolylphosphine (913 mg, 3.0 mmol) and then palladium(II) acetate (112 mg, 0.5 mmol) are added, and the reaction mixture is heated under reflux for 20 hours. After cooling, the precipitated solids are filtered off with suction and washed with ethanol. The crude product is recrystallized from m-xylene. Yield: 50 g (83 mmol, 80 %) of solids, 98% by HPLC.

[2179] 20

[2180] The following compounds can be prepared analogously: Purification can be effected using column chromatography, or recrystallization can be effected using standard solvents such as ethanol, butanol, acetone, ethyl acetate, acetonitrile, toluene, xylene, dichloromethane, methanol, tetrahydrofuran, n-butyl acetate, 1,4-dioxane, dimethyl sulfoxide, N, N-dimethylformamide, N, N-dimethylacetamide, N-methylpyrrolidone etc.

[2181] 25

[2182]

[2183] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[2184] - 231 - 78% D D

[2185] 0-0

[2186] / BB" O ^Clo D N^N D:

[2187] Cl Q / Q [2140871-51-6] [1300115-09-6]

[2188] Q wu? 77 _.0. y ux^ % O“0 0 Q / O

[2189] N^N

[2190] / BB" O ^CLX A

[2191] r || N C|

[2192] [1883265-34-6]

[2193] 81% 0

[2194] 0 7"

[2195] coo ^:p

[2196] B ^3I0 N^J

[2197] fvN

[2198] X X

[2199] <N C|

[2200] [2 °C A

[2201] 142681-84-1] X

[2202] 0

[2203] 80% HO 0.

[2204] B-XX F\

[2205] HO' — V=< N?^N

[2206] Cl x °

[2207] [23612779-65-2] Q^1

[2208] [3842-55-5] 6

[2209] 79% N 9C|— 0x0

[2210] HO B^N

[2211] ' '0-O'CIcr^'' r v O

[2212] ly 0

[2213] [2408705-73-5] [QA^CI 6

[2214] [3842-55-5]

[2215] HHOO' ° o 83% 'H° X

[2216] B CI L Xx / 0

[2217] 0-0 N^N Xz \

[2218] 1 3 9 M\ M

[2219] [24 4 0 -15-0] [I Xr L N X CI Cl

[2220]

[2221] [2142681-84-1] CO Foreignfiling_text P24-205-SEC-WO01 20250930

[2222] - 232 -

[2223] 77% / O

[2224] o / y= / O

[2225] ° X O

[2226] 0-D 0

[2227] 5 PH

[2228] HdClN^N VV N— <

[2229] [2639694-28-1]

[2230] o

[2231] [2142681-84-1]

[2232] DDX / D82%D'~Y / O'DD P CK. N. JL

[2233] Y YOrDD N vN\y / X Vr”AXDN^xN D

[2234] DYYNDDDD DDD_±, D

[2235] Y T

[2236] [2946774-84-9]]DrA

[2237] D^xX /

[2238] 15 D0

[2239] [1300 - 9 6 D-^ 1

[2240] 115 0 - ] y^ci

[2241] D D D

[2242] 74% D-XX-D

[2243] D \= / D D VvJ” Y /

[2244] ~r\-a)=\ DOx J

[2245] DX YD

[2246] 20,N=\ ' 3

[2247] CIY, N

[2248] N-4 D

[2249] D— D

[2250] [2605856-02-6]]

[2251] D D

[2252] [2766701-37-3]

[2253] D _ P

[2254] 25 83% □Ox / D JYS-D D P D CK^N. JL DHrVCH y°' vu Y YOrDN / VJ<

[2255] D

[2256] ° XOOCI DYYN / YDD DDX YD

[2257] [2605655-82-9]] Y YDVA

[2258] D D X

[2259] [1300115-09-6] 'Y^D

[2260] Cl

[2261] 82% o

[2262] HO -0H

[2263] \ oCl

[2264] 35 0^5N=\

[2265] ci~<\ / / \==z \\ N

[2266] N~X Cl \.7. /

[2267] [2414309-15-0]

[2268] X 0-0

[2269]

[2270] [1472062-94-4] Foreignfiling_text P24-205-SEC-WO01 20250930

[2271] - 233 -

[2272] 5

[2273]

[2274] 15

[2275] The following compounds can be prepared analogously:

[2276] Literature known compounds Starting material 1:

[2277] ^^r-0 Ar0' P ^5^0

[2278] 20 9% 9% —7- T \ / O o HO'B'OH 'CI HO OH HO'B'OH O__ Cl [2173555-53-6]

[2279] [2173554-84-0]

[2280] [2177301-53-8]

[2281] [2140871-52-7] D > D

[2282] D

[2283] 25 9% -c.

[2284] DXXH

[2285] ^ T \ HO O

[2286] )^ / (~CIH o p > > O'B'O D [2557674-49-2] jQ 9 ) - / H \r

[2287] [287905-87-2]

[2288] [2605856-02-6]

[2289] [2857905-74-7]

[2290] _ a

[2291] _o. / cl

[2292] O— o^ci

[2293] HO-cf 0-0XHO- / " / HO-B / 0^-0V"

[2294] V / HO-B

[2295] ° Cl H HO7^

[2296] O [2639694-25-8] HOClr HO [2411555-14-9]

[2297] [2410249-54-4] [2639694-28-1] HO ^,0. HO o HO HO o / ClHO'B^Q--Q^CI

[2298] 35H°ZB'~C^ \LZ^ HO'B^0-<9

[2299] Cl YIH°

[2300] [2408705-73-5]

[2301] [23612779-65-2] [2634757-63-2]

[2302]

[2303] [2582901-83-3] Foreignfiling_text P24-205-SEC-WO01 20250930

[2304] - 234 - Ho-r HO ' \.o. _0HL z-0 _ HO'B C| O-p O-Q O-O^CI

[2305] Cl [2361279-69-6]

[2306] Cl (j-u [2414309-15-0] 5 [2361279-62-9]

[2307] [2173555-59-2]

[2308] HOs_, S. _

[2309] H0'C ='

[2310] HO-B7^ r Q-M [2919768-02-6] HOClR ^Cl[2361279-92-5] [2486242-87-7]HCA

[2311] [303830

[2312] 1H4-05-2]D'^O__Q-ci

[2313] DD DD x°zB^

[2314] D0-w

[2315] D JDci

[2316] [2946774-84-9]] [2605855-82-9]] [2605S56-02-6]] °x^

[2317]

[2318] [2857905-74-7] 15

[2319] Literature known compounds Starting material 2:

[2320] 20

[2321] 25

[2322]

[2323] [2041923-63-3]

[2324] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[2325] - 235 -

[2326] 5

[2327] 15

[2328] 20 25

[2329]

[2330] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[2331] - 236 -

[2332] 5

[2333] 15

[2334] 20

[2335] 25

[2336]

[2337] b) Synthesis of 2-([1, 1'-biphenyl]-4-yl)-4-(dibenzo[b,d]furan-4-yl)-6-(8-(4, 4,5,5- tetramethyl-1,3,2-dioxaborolan-2-yl)dibenzo[b,d]furan-1-yl)-1,3,5-triazine:

[2338] 35

[2339]

[2340] Foreignfiling_text P24-205-SEC-WO01 20250930

[2341] - 237 -

[2342] An initial charge of 2-([1,1'-biphenyl]-4-yl)-4-(8-chlorodibenzo[b,d]furan-1-yl)-6- (dibenzo[b,d]furan-4-yl)-1,3,5-triazine (52 g, 88.0 mmol), bis(pinacolato)diboron [73183- 34-3] (25.39 g, 100.0 mmol) and potassium acetate (28.82 g, 293.6 mmol) in 1,4- dioxane (700 ml) is inertized with argon for 2 minutes. Subsequently, XPhos [564483- 5 18-7] (456 mg, 0.96 mmol) and Pd2(dba)3[51364-51-3] (435 mg, 0.48 mmol) are added and the reaction mixture is stirred under reflux for 26 hours. After cooling, the solvent is removed by rotary evaporation and the residue is worked up by extraction with toluene / water. The organic phase is dried over Na2SO4 and concentrated to dryness by rotary evaporation. The residue is boiled under reflux with ethyl acetate for 2 hours, and the solids are filtered off with suction and washed with ethyl acetate. Yield: 52 g (80.2 mmol, 87 %) of solids; 97 % by1H NMR.

[2343] The following compounds can be prepared analogously: Rather than X-Phos, it is also possible to use S-Phos or tricyclohexylphosphine as ligand, or Pd(dppf)Cl2 x CH2Cl2 [95464-05-4] for borylation of functional bromide groups. Purification can be 15

[2344] effected using column chromatography, or recrystallization can be effected using standard solvents such as ethanol, butanol, acetone, ethyl acetate, acetonitrile, toluene, xylene, dichloromethane, methanol, tetrahydrofuran, n-butyl acetate, 1,4- dioxane, dimethyl sulfoxide, N, N-dimethylformamide, N, N-dimethylacetamide, N- methylpyrrolidone etc.

[2345] 20

[2346] 25

[2347] 35

[2348]

[2349] Foreignfiling_text P24-205-SEC-WO01 20250930

[2350] - 238 -. CL 75% 0-Q Q \

[2351] Z^N ' ' 5 XJ Cj tyy (- 76% o.? (0 m O-zaS^ K \°r') ' O x / O 15 B 80%

[2352] % 8 o. N^N0-^2^

[2353] \ \=N X'VJZ 0 o 20 78%

[2354] 25 o<) 82%

[2355] \== / (\ N N-< Cl \.0. /

[2356] / OQ / ^ zO 79% / o, _ _ N=\ _ _ _ N=\ 35 P Vxx / H N— / ? \__ < \T=V / ^ N— / / No ci\ / L / 0> QJj> [TJ

[2357]

[2358] Foreignfiling_text P24-205-SEC-WO01 20250930

[2359] - 239 -

[2360] 70%

[2361] 5

[2362] 75%

[2363] 74%

[2364] 15

[2365] 20

[2366] 78%

[2367] 25

[2368]

[2369] c) Synthesis of 8-phenyldibenzo[b,d]furan-1-yl trifluoromethanesulfonate:

[2370]

[2371] To an initial charge of 8-bromodibenzo[b,d]furan-1-yl trifluoromethanesulfonate (46.8 g, 119 mmol), 4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolane (28.5g, 140.4 mmol) and 35

[2372] K2CO3 (32.88 g, 237.9 mmol) in a flask are added toluene (500 ml) and water (150 ml), and the mixture is inertized with argon for 30 minutes. Subsequently, Pd2(dba)3 (545 mg, 0.59 mmol) and tri-ortho-tolylphosphine [6163-58-2] (724 mg, 2.38 mmol) are added and the mixture is heated under reflux for 24 hours. After cooling, the Foreignfiling_text P24-205-SEC-WO01 20250930

[2373] - 240 -

[2374] precipitated solids are filtered off with suction and washed twice with ethanol. The crude product is extracted by stirring under reflux in ethanol for 2 hours, and the solids are filtered off with suction after cooling. Yield: 41.2 g (106 mmol, 90 %) of solids; purity 98 % by1H NMR.

[2375] 5

[2376] d) Synthesis of 2,4-diphenyl-6-(8-phenyl-[1,2'-bidibenzo[b,d]furan]-9,-yl)-1,3,5- triazine:

[2377] [2033132-19-9]

[2378] 1

[2379]

[2380] 5

[2381] To an initial charge of 2,4-diphenyl-6-(8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2- yl)dibenzo[b,d]furan-1-yl)-1,3,5-triazin (15.2 g, 29 mmol), 8-Phenyl-1-dibenzofuranyl- 1,1,1.trifluoromethansulfonure (11.4 g, 27.8 mmol) and K3PO4(12.17 g, 57.3 mmol) in a 20 flask are added tetrahydrofuran (200 ml) and water (50 ml), and the mixture is inertized with argon for 30 minutes. Subsequently, Pd(OAc)2 (124 mg, 0.55 mmol) and XPhos [564483-18-7] (556 mg, 1.11 mmol) are added and the mixture is heated under reflux for 24 hours. After cooling, the precipitated solids are filtered off with suction and washed twice with water and twice with ethanol. The crude product is subjected to hot 25 extraction with toluene / heptane (1:1) three times, then recrystallized three times from toluene and finally sublimed under high vacuum. Yield: 12.3 g (19 mmol, 66 %); purity: >99.9 % by HPLC.

[2382] The following compounds can be prepared analogously: The catalyst system used here (palladium source and ligand) may also be Pd2(dba)3 with SPhos [657408-07-6] or bis(triphenylphosphine)palladium(ll) chloride [13965-03-2], Purification can also be effected using column chromatography, or recrystallization or hot extraction using other standard solvents such as ethanol, butanol, acetone, ethyl acetate, acetonitrile, toluene, xylene, dichloromethane, methanol, tetrahydrofuran, n-butyl acetate, 1,4- dioxane, or recrystallization using high boilers such as dimethyl sulfoxide, N, N- 35

[2383] dimethylformamide, N, N-dimethylacetamide, N-methylpyrrolidone, etc.

[2384] e) Synthesis of 2-([1,1'-biphenyl]-4-yl)-4-phenyl-6-(8-phenyl-[1,2'-bidibenzo[b,d]furan]-9'-yl)-1,3,5-triazine: Foreignfiling_text P24-205-SEC-WO01 20250930

[2385] 5

[2386]

[2387] To an initial charge of 2-[1,1'-biphenyl]-4-yl-4-phenyl-6-[8-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)-1-dibenzofuranyl]-1,3,5-Triazine (17.5 g, 29.1 mmol), 8-Bromo-1- phenyldibenzofuran (9.4 g, 29.5 mmol) and Na2CC>3(6.17 g, 58.2 mmol) in a flask are 15 added toluene (300 ml) and water (100 ml), and the mixture is inertized with argon for 30 minutes. Subsequently, tetrakis(triphenylphosphine)palladium(0) [14221-01-3] (1.00 g, 0.87 mmol) is added and the mixture is heated under reflux for 36 hours. After cooling, the reaction mixture is worked up by extraction with toluene and water, the combined organic phases are dried over Na2SC>4, and the filtrate is concentrated to 20 dryness by rotary evaporation. The residue is suspended in 350 ml of hot EtOH and stirred under reflux for 1 hours, and the solids are filtered off with suction after cooling. The crude product is subjected to hot extraction with toluene / heptane (1:1) twice, then recrystallized three times from n-butyl acetate and finally sublimed under high vacuum. Yield: 14.6g (20.3 mmol, 70 %); purity: >99.9 % by HPLC.

[2388] 25 The following compounds can be prepared analogously: The catalyst system used here, rather than tetrakis(triphenylphosphine)palladium(0), may also be Pd2(dba)3 with SPhos [657408-07-6] (palladium source and ligand) or bis(triphenylphosphine)palladium(ll) chloride [13965-03-2], Purification can also be effected using column chromatography, or recrystallization or hot extraction using other standard solvents such as ethanol, butanol, acetone, ethyl acetate, acetonitrile, toluene, xylene, dichloromethane, methanol, tetrahydrofuran, n-butyl acetate, 1,4- dioxane, or recrystallization using high boilers such as dimethyl sulfoxide, N, N- dimethylformamide, N, N-dimethylacetamide, N-methylpyrrolidone, etc.

[2389] 35

[2390]

[2391] Starting material 1 Starting material 2 Product Yield Foreignfiling_text P24-205-SEC-WO01 20250930

[2392] - 242 -

[2393] 5

[2394] 15 20 25

[2395]

[2396] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[2397] - 243 -

[2398] ZA

[2399] 2 w^o >== /

[2400] 5 Q-o 70%

[2401] Br ' - '

[2402] o

[2403] \ 1

[2404] Vo [2244249-7-6]

[2405] [2614205-35-3]

[2406] 2 A 9N

[2407] Br 'N30 76% o

[2408] \ 1 [1822310-20-2]

[2409] 15 Vo FJ

[2410] [2614205-35-3] A V0

[2411] 0

[2412] O M fVn

[2413] A2= / =\ / \.

[2414] 0Z7 yv

[2415] 20 1 N^N J A

[2416] u 77%

[2417] Br '

[2418] xO^NJO [1822310-20-2]

[2419] Fj

[2420] 25

[2421] o~o

[2422] 0-0 %A

[2423] ci «=\ N^Z

[2424] A~N / B"0H 70% N \\ HO X-V AZ \

[2425] [1199349-99-9] °dW >

[2426]

[2427] o

[2428] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[2429] - 244 -

[2430] Qx O— o

[2431] ZYl z 6? /

[2432] / =x N=Y

[2433] / A \

[2434] 5zo= HO-B-°H Q AA \ 73% fU Z\- o [1199349-99-9] j L

[2435] w

[2436] Q \ OUz

[2437] 3 <

[2438] 00 Cv°

[2439] 76%

[2440] O— Q

[2441] HX°H / Q N = /

[2442] A J \

[2443] [1199349-99-9]

[2444] H CW

[2445] 0

[2446] 15 Q_Q 76%

[2447] \ 9

[2448] N^N _ / OHi n V 7

[2449] 0 Br ' / XUNJ0 / ^ \ [2173554-87-3]

[2450] 20 Vz [1822310-20-2] OU CJSTM

[2451] .0.

[2452] Q_Q 75%

[2453] N 9^N

[2454] \

[2455] A=N ' ' ZA

[2456] )= /

[2457] 25 _ / ~N \ ) / JX UQ QXX

[2458] 0 Br

[2459] [2173554-37-3] C0

[2460] Vz [2244249-7-6]

[2461] 0

[2462] 72% 0

[2463] 0 ^^r-0

[2464] N^N

[2465] (X X

[2466] Br

[2467] 35 cX $? [1822310-20-2]

[2468] / / [26206-68-0]

[2469]

[2470] Foreignfiling_text P24-205-SEC-WO01 20250930

[2471] - 245 -

[2472] 67% o

[2473] UXh

[2474] 5 ( J )= /

[2475] Br

[2476] [1822310-20-2]

[2477] X?

[2478] [2268673-77-2]

[2479] 71% B - 0

[2480] OL Z^Y- N HA

[2481] ^ T X 0

[2482] N VHy

[2483] Br

[2484] QJ / u

[2485] [1822310-20-2]

[2486] M

[2487] [2416619-96-5]

[2488] 15 c»

[2489] 71% 7L V - o Q

[2490] ( J )=J

[2491] Br XX° YYZ0

[2492] y VVDYV^ J I I T o

[2493] ZTr

[2494] 182 310 1.

[2495] A

[2496] [ 2 -20-2] Q-Q w

[2497] O Xx MT I ]

[2498] T^x°

[2499] y X° CA fwy A > °<<> T °=(- r

[2500] 20 1wO O ° CXM / y°y r_

[2501] 0

[2502] °\Jk

[2503] GXM

[2504] 0

[2505] 0 \, 74% 25 xxxx p-¥z

[2506] BR D

[2507] [3024667-76-0]

[2508] DD

[2509] . CL

[2510] Q 73% ( J >= /

[2511] 0-Q ° v~,

[2512] Br

[2513] \ 'SA [1822310-20-2] 0-0 0

[2514] 35 Z^N ' '

[2515] Z^N

[2516] / y

[2517]

[2518] Foreignfiling_text P24-205-SEC-WO01 20250930

[2519] - 246 - fA 72% Q BrZ ' -T '

[2520] [2244249-7-6]

[2521] 5 A © 0

[2522] \ z=

[2523] r\ / ^ z

[2524] J ir JI^

[2525] \ 7 [ L T\ '

[2526] CX

[2527] o x0^

[2528] oo

[2529] 72% B ( T )= /

[2530] Br

[2531] (JL [1822310-20-2]

[2532] o—^~A °Cj<

[2533] 15 M

[2534] \=N NAJ

[2535] o Qkr

[2536] O / Br va Jv z 70%

[2537] 20

[2538] 0-p T [j

[2539] A

[2540] m O-z

[2541] \x / ° o

[2542] [2883197-47-3]

[2543] 25

[2544] 74% zP

[2545] o

[2546] ( J )= /

[2547] Cy^*< " Q

[2548] Noy

[2549] ✓ R \Z Br A

[2550] ’ \ / n

[2551] [1822310-20-2]

[2552] 0-0 bxT9

[2553] 0 Q 76% o

[2554] fY o 0

[2555] zox7^ J NXA

[2556] \== / \\ N

[2557] 35 r

[2558] N~yBrc u Cl ^0-O

[2559] [2181786-99-0] C^ Q

[2560] O-Z

[2561]

[2562] 0 Foreignfiling_text P24-205-SEC-WO01 20250930

[2563] - 247 -

[2564] 68% D,D

[2565] 9 ^ D vHTOM

[2566] O OT- 5 L I | O r / \ >=NDv—7

[2567] U KDDBr_ODDoC yDC XX,° D D

[2568] [2837147-94-9] ~)~WZ^

[2569] o D D DDE1

[2570] D 0

[2571] 69%D-\2V'D D\ / D

[2572] DD D D Or o

[2573] _, O

[2574] 0-Q n D^ JT / O

[2575] 15 \ >NO Br \ — 9

[2576] Y T

[2577] d-O'DD^MDDT O

[2578] dd

[2579] Dvx^ / ° [2737312-73-9] \0

[2580] J d^< o

[2581] D~^0D

[2582] 20 D D

[2583] E2

[2584] C^.d68% O D-'VsVzs / D

[2585] D D0A / I P

[2586] o °o D \ \\

[2587] 25

[2588] 3O j jrDx7°Dn P ° ~^~ND°\ °D□ VS\>!^Z^D DDV— C

[2589] A li 'D\^Z f r-0BR D D'WNDJTYVC # w

[2590] [3024667-76-0] ON°D

[2591] □Or

[2592] 1 D

[2593] D

[2594]

[2595] E3

[2596] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[2597] - 248 -

[2598] 73% D

[2599] ‘W -A? D,D / DD\ATDA V D J D-O^D5 0 A

[2600] \ / D 1 o

[2601] rDL A o AT CA

[2602] DBr 3D

[2603] XAD D

[2604] D \ [2837147-94-9]

[2605] A - DD

[2606] E4

[2607] 83% CAs

[2608] o

[2609] n

[2610] NyN Y p HO_ JL A

[2611] 15? \ P

[2612] OH )= /

[2613] A O A O

[2614] Q eV vJHJ

[2615] rs[2395885-26-2] ktjkL

[2616] O0o o

[2617] [2614205-24-0]

[2618] D D D D

[2619] 20

[2620] D- / yj y-D:i7XAcz==\ 80%

[2621] )= / yA D D t Z ■V y0Z\[’ # A— XN °\ ZD\ D / \ / \

[2622] Z^N \P, D D

[2623] D o y.

[2624] Z / V~~NA VX=Z ~DL / ~NA / c>D~ / V D7' o-f V D7'

[2625] BR DD \ssZ~0 0

[2626] 2DAV °D

[2627] 5 [3024667-76-0] X-rD

[2628] DbD^D

[2629] E5

[2630] D D V V\A

[2631] D- 0 D o ( 81 % YXTVD

[2632] " V H5D~C5AJDO A VDv

[2633] VDer

[2634] N AN A\

[2635] D V A V N / ) — ( / V\ ( J >= / / \=zDD. V A VNA# V / A Br 'C

[2636] D U / DD DD'T V VZ-D D

[2637] [1822310-20-2]

[2638] DY k\ ACdDX A.

[2639] D'

[2640] kzD

[2641] DbDb

[2642]

[2643] E6

[2644] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[2645] - 249 -

[2646] 82% N.

[2647] / =NCl

[2648] . OzX O / JUh

[2649] ( J )= /

[2650] Br

[2651] 5 o Q z

[2652] [1822310-20-2] CVJ

[2653] X / A o Y / °°

[2654] J o O vl

[2655] Vx^ wy. rO U

[2656] 78% 2

[2657] Q-O o J

[2658] [2340286-17-9]

[2659] A°

[2660] [2614205-35-3]

[2661] 15 76%

[2662] 2 OVA 9OX rr

[2663] Br ' — 0^ °^P aa

[2664] \ ~y f vl

[2665] Vo J V 7 20

[2666] [2614205-35-3] \ ~yzv O

[2667] [2173555-07-0]

[2668] 0

[2669] 79% 25 \ \cr's<°\2 OVA

[2670] _ C / -Nvo \ > Br ' — 0^

[2671] 0

[2672] [2173554-87-3] \ ~y

[2673] V /

[2674] \ ~y

[2675] [2173555-07-0]

[2676] 82% O^O'6^

[2677] N

[2678] ( J >= /

[2679] 35 Br

[2680] 2 [1822310-20-2]

[2681]

[2682] Foreignfiling_text P24-205-SEC-WO01 20250930

[2683] - 250 - 75% \ N= /

[2684] 0X >=XX \ Q 0 X / Q _ 9 Q I o

[2685] r^X^ <5^CO ^ 0 CW X / ° Y / A DtJr GG

[2686] 0 X G

[2687] °CJ

[2688] yt SLA / Xv Cx / \- O QrO OW V< U A

[2689] °

[2690] 70% C(

[2691] o o XX

[2692] X ” °-^- 0) \= / ry T

[2693] 0 oJ

[2694] D D L Zx J

[2695] D Do D

[2696] V XD« V 65% X V

[2697] Dyt v jQ-o UN4DA XZ'X D Z% U / N

[2698] N GXO - \ Z~~Z

[2699] D U / ) — ( / V\

[2700] \ r- N V ^-D XXXTA Z-YD

[2701] D V==Z-D D

[2702] Tsoz\DA\ CD^ 7D D

[2703] D

[2704] Db

[2705] Vy

[2706] D D

[2707] l / °x _ / 68%D / y yD

[2708] XX A /

[2709] ” \ A ° °\ A □

[2710] □ y. z-Xy

[2711] X-Z~NAZ °

[2712] ZX= / ~~D D D

[2713] D< k °

[2714] z—r 'D

[2715]

[2716] Foreignfiling_text P24-205-SEC-WO01 20250930

[2717] - 251 -

[2718] 5

[2719] 15

[2720]

[2721] The following compounds can be prepared analogously:

[2722] Literature known compounds starting material 1:

[2723] 20

[2724] D DD\ J □ P

[2725] _ Y=\ „

[2726] “W PV O-Q

[2727] / \DD D □D

[2728] D Du[2457173-53-2]DD DDBr[1338446-67-5] o [2892539-14-7] [2838068-08-7]

[2729] XO r==\ 25 o Q^y-u Br

[2730] Q-Q [2768180-63-0]

[2731] [1899857-79-4] W

[2732] O

[2733] Br

[2734] [2222442-93-3]

[2735] [28292121-20-7]

[2736] _ £>,=\ D D □?

[2737] _.0. oVV w yTf Br T l T L k " [2413245-15-3] vobu ° p-iVOD DD D

[2738] [2772595-94-3]

[2739] B / DBr

[2740] [28922121-36-5] [302535-19-6] _, OS

[2741] W

[2742] 35 Br 0-Q \ — 4 °. 0-D Q-O “ZVCvDB / )

[2743] w

[2744] Br7£ / " V-A

[2745] D D / J JDo

[2746] [2737312-73-9] W [3024667-76-0]

[2747] [2340286-17-9]

[2748]

[2749] [2605938-94-9] Foreignfiling_text P24-205-SEC-WO01 20250930

[2750] - 252 - Br Br Br CMQ 0-0A- / V / °X oj

[2751] B / D ) [2883197-40-6]

[2752] D-A # [1642127-10-3]

[2753] o

[2754] 5

[2755] DD

[2756] [2883197-47-3] [2413245-16-4]

[2757] D,D

[2758] o

[2759] Br \M / O. J

[2760] Br □ L A

[2761] Q-UD^0 l -OA ° M □DJ JyDM O [2504156-32-3] Br

[2762] [1010068-84-4] 7DBr J

[2763] [2892121-20-7]

[2764] [2837147-94-9] ° D,Do

[2765] zo

[2766] o 7^,0. J 0 J >

[2767] 15 \ -Ox / □ V -OxJ D 0-dDJJ

[2768] BrBrA0_rVD_J^rD[2181786-99-0]d□ dd BrD DD[2413245-119]

[2769] [2923581-12-6] [2892121-35-4] Br / SX

[2770] \. S. MJ

[2771] 20 Br \=A \, S. JCIMMDBr

[2772] DYADDD[2504156-32-3] [1415844-67-5] [1642127-09-0]

[2773] [2770667-52-0]

[2774] 25 D,D

[2775] R D^rDo o o Br _ zS. J

[2776] \ J D

[2777] Q-^

[2778] 0-Q o J Br Cl

[2779] DDD

[2780] [2419887-92-4]

[2781] [2923581-13-7]

[2782] [1899869-83-0 Q-0

[2783] Br

[2784]

[2785] [2892121-31-0]

[2786] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[2787] - 253 -

[2788] 5

[2789] 15

[2790] 20

[2791] [2605937-84-4]

[2792] [2858635-71-7]

[2793]

[2794] [1822310-21-3] [1010068-89-9]

[2795] Literature known compounds starting material 2:

[2796] 25

[2797]

[2798] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[2799] - 254 -

[2800] 31 -0

[2801] N<^N 5NyN

[2802] 0K O-o \ I o rS

[2803] o' y^

[2804] O^< [241409-32-1] 0°^0b~

[2805] [2416618-95-4]] [2414309-34-3]

[2806] 9

[2807] JO

[2808] T 1

[2809] NyN CL Q NyN □ NyN

[2810] A f jL / T j

[2811] 15 Xz O O-B;

[2812] O-B;

[2813] [2416618-83-0]

[2814] [2416618-98-7] [2416618-96-5]

[2815] 20 o

[2816] 0 Q

[2817] o

[2818] 0 0

[2819] , _, N=\

[2820] N " N / ^\ _ Z N

[2821] CO"si'\ / =\ 25 V o

[2822] Fj vXX

[2823] [2173554-87-3] [2799693-31 -3] [2414309-29-6]

[2824] V

[2825] NyN 9

[2826] X Nv''x— Qi n

[2827] o

[2828] Q

[2829] T s J7 o X j?

[2830] o O

[2831] 35 B-O X\^6

[2832] 3'0

[2833] [2136491-01-5]

[2834] [22686773-87-4]

[2835]

[2836] [3040995-43-2] Foreignfiling_text P24-205-SEC-WO01 20250930

[2837] - 255 -

[2838] f) 2-([1,r-biphenyl]-4-yl-d9)-4-(phenyl-d5)-6-(8-(phenyl-d5)-[1,2'-bidibenzo[b,d]furan]- 9,-yl-1',2,3,4,4,,6,6,,7,7,,8,,9-dii)-1,3,5-triazine:

[2839] 5

[2840]

[2841] 15

[2842] 32 g (45.0 mmol; 1.00 eq) of 2-([1,1'-Biphenyl]-4-yl)-4-phenyl-6-(8-phenyl-[1,2'- bidibenzo[b,d]furan]-9'-yl)-1,3,5-triazine suspended in 640 mL (120 eq) of toluene-d8[CAS 2037-26-5], To this mixture 16.6 mL (6.00 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 20

[2843] neutralization with a potassium sulfate solution, extract with toluene and wash the combined organic phases with brine, and dry over sodium sulfate. After filtration, the solvent is removed under reduced pressure. 18.5 g (24.7 mmol, 55 % of theory, degree of deuteration > 74 % of the product shown above in mixture with portions of H / D isotopomers and H / D isotopologues are obtained after chromatographic purification and finally sublimated in high 25

[2844] vacuum (p = 5 x 10-7mbar) (purity 99.9 %).

[2845] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[2846] - 256 -

[2847] 5

[2848] 15 20 25

[2849] 35

[2850]

[2851] Foreignfiling_text P24-205-SEC-WO01 20250930

[2852] - 257 -

[2853] 5

[2854] 15 20 25

[2855]

[2856] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[2857] - 258 -

[2858] 5

[2859] 15 20 25

[2860]

[2861] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[2862] - 259 -

[2863] 5

[2864] 15 20 25

[2865]

[2866] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[2867] - 260 -

[2868] 5

[2869] 15 20 25

[2870] 35

[2871]

[2872] Foreignfiling_text P24-205-SEC-WO01 20250930

[2873] - 261 -

[2874] 5

[2875] 15 20 25

[2876] 35

[2877]

[2878] Foreignfiling_text P24-205-SEC-WO01 20250930

[2879] - 262 -

[2880] 5

[2881] 15 20 25

[2882] 35

[2883]

[2884] Foreignfiling_text P24-205-SEC-WO01 20250930

[2885] - 263 -

[2886] 5

[2887] 15

[2888]

[2889] 20

[2890] The products in this section f) are shown in part as fully deuterated compounds for the sake of simplification, whereby these are generally intended to denote compounds that have a degree of deuteration of at least 50mol%. The degree of deuteration for said fully deuterated compounds is therefore between 50mol% and 100mol% or has a preferred deuteration degree of 70mol% to 90mol%.

[2891] 25

[2892] Production of the OLEDs

[2893] Production of vapor processed OLED devices

[2894] The use of the material combinations according to the invention in OLEDs is presented in the following examples Ex1 to Ex15 (see Tables 8 and 9). The examples V1 to V15 show related comparative examples according to the state of the art.

[2895] Glass plaques coated with structured ITO (indium tin oxide) of thickness 50 nm are treated with an oxygen plasma, followed by an argon plasma before coating. These plasma treated glass plaques form the substrates to which the OLEDs are applied.

[2896] 35

[2897] The OLEDs basically have the following layer structure: substrate / hole injection layer (HIL) / hole transport layer (HTL) / electron blocking layer (EBL) / emission layer (EML) / hole blocking layer (HBL) / electron transport layer (ETL) / electron injection layer (EIL) Foreignfiling_text P24-205-SEC-WO01 20250930

[2898] - 264 -

[2899] and finally a cathode. The cathode is formed by an aluminum layer of thickness 100 nm. The detailed stack sequence is shown in table 8. The materials used for the OLED fabrication are presented in table 10, unless previously described.

[2900] 5 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 E28: H15: TEG1 (22%:70%:8%) here means that material E28 is present in the layer in a proportion by volume of 22%, material H15 is present in the layer in a proportion by volume of 70%, 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.

[2901] The OLED devices are characterized by standard methods. For this purpose,

[2902] 15 electroluminescence spectra and current-voltage-luminance (IVL) characteristics are measured. The calculation is performed assuming Lambertian emission characteristics. The lifetime LT is defined as the time in hours (h) after which the luminance in cd / m2drops from the starting luminance (L0) to a certain proportion L1 (in %) in the course of operation with a constant current density j0 in mA / cm2. A figure of L1 / L0=90% means that 20 the lifetime reported in the LT column corresponds to the time in hours after which the starting luminance (L0) falls to 90% of its starting value.

[2903] For every example (Ex), a relative lifetime (rel. LT) will be calculated in comparison to the corresponding comparative example (V) by using the following formula:

[2904] 25 rel. LT (Ex) = LT(Ex) / LT(V))

[2905] The data of the OLEDs are summarized in table 9.

[2906] Use of mixtures according to the invention in OLEDs

[2907] The material combinations according to the invention can be used in the emission layer in phosphorescent green OLEDs.

[2908] Table 8:

[2909] HIL HTL EBL EML HBL ETL EIL

[2910] Thickness ThickThickThickness ThickThickness Thick35 ness ness ness ness SpMA1: PD1 A5: B22: TEG1 ST1: LiQ V1 SpMA1 SpMA2 AT1 LiQ (95%: 5%) (22%:70%:8%) (50%: 50%)

[2911] 50nm 20nm 5nm 1nm 20nm 40nm 30nm Ex1

[2912] SpMA1: PD1 SpMA1 SpMA2 E28: H15: TEG1 AT1 ST1: LiQ LiQ

[2913]

[2914] Foreignfiling_text P24-205-SEC-WO01 20250930

[2915] - 265 - (95%: 5%) 50nm 20nm (22%:70%:8%) 5nm (50%: 50%) 1nm 20nm 40nm 30nm SpMA1: PD1 A5: B14: TEG1 ST1: LiQ

[2916] V2 SpMA1 SpMA2 AT1 LiQ (95%: 5%) (22%:70%:8%) (50%: 50%)

[2917] 50nm 20nm 5nm 1nm 20nm 40nm 30nm

[2918] 5 SpMA1: PD1 E28: H7: TEG1 ST1: LiQ Ex2 SpMA1 SpMA2 AT1 LiQ (95%: 5%) (22%:70%:8%) (50%: 50%)

[2919] 50nm 20nm 5nm 1nm 20nm 40nm 30nm SpMA1: PD1 A5: B10: TEG1 ST1: LiQ

[2920] V3 SpMA1 SpMA2 AT1 LiQ (95%: 5%) (42%:50%:8%) (50%: 50%)

[2921] 50nm 20nm 5nm 1nm 20nm 40nm 30nm SpMA1: PD1 E28: H11: TEG1 ST1: LiQ Ex3 SpMA1 SpMA2 AT1 LiQ (95%: 5%) (42%:50%:8%) (50%: 50%)

[2922] 50nm 20nm 5nm 1nm 20nm 40nm 30nm SpMA3: PD1 A5: B22: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ V4 (97%: 3%) (27%:65%:8%) (50%: 50%)

[2923] 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 E28: H67: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ 15 Ex4 (97%: 3%) (27%:65%:8%) (50%: 50%)

[2924] 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 A5: B14: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ V5 (97%: 3%) (27%:65%:8%) (50%: 50%)

[2925] 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 E28: H62: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ 20 Ex5 (97%: 3%) (27%:65%:8%) (50%: 50%)

[2926] 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 A5: B10: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ V6 (97%: 3%) (37%:55%:8%) (50%: 50%)

[2927] 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 E28: H66: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ Ex6 (97%: 3%) (37%:55%:8%) (50%: 50%) 25 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 A1: B22: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ V7 (97%: 3%) (27%:65%:8%) (50%: 50%)

[2928] 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 E35: H15: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ Ex7-1 (97%: 3%) (27%:65%:8%) (50%: 50%)

[2929] 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 E34: H15: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ Ex7-2 (97%: 3%) (27%:65%:8%) (50%: 50%)

[2930] 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 E33: H15: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ Ex7-3 (97%: 3%) (27%:65%:8%) (50%: 50%)

[2931] 70nm 10nm 5nm 1nm 10nm 40nm 30nm

[2932] 35

[2933] SpMA3: PD1 A1: B14: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ V8 (97%: 3%) (27%:65%:8%) (50%: 50%)

[2934] 70nm 10nm 5nm 1nm 10nm 40nm 30nm

[2935] Ex8 SpMA3: PD1 SpMA3 SpMA4 E34: H7: TEG1 AT1 ST1: LiQ LiQ

[2936]

[2937] (97%: 3%) 70nm 10nm (27%:65%:8%) 5nm (50%: 50%) 1nm Foreignfiling_text P24-205-SEC-WO01 20250930

[2938] - 266 - 10nm 40nm 30nm SpMA3: PD1 A1: B10: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ V9 (97%: 3%) (37%:55%:8%) (50%: 50%)

[2939] 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 E34: H11: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ 5 Ex9 (97%: 3%) (37%:55%:8%) (50%: 50%)

[2940] 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 A15: B22: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ V10 (97%: 3%) (27%:65%:8%) (50%: 50%)

[2941] 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 E31: H15: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ Ex10 (97%: 3%) (27%:65%:8%) (50%: 50%)

[2942] 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 A15: B14: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ V11 (97%: 3%) (27%:65%:8%) (50%: 50%)

[2943] 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 E31: H7: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ Ex11 (97%: 3%) (27%:65%:8%) (50%: 50%)

[2944] 70nm 10nm 5nm 1nm 15 10nm 40nm 30nm SpMA3: PD1 A15: B10: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ V12 (97%: 3%) (37%:55%:8%) (50%: 50%)

[2945] 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 E31: H11: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ Ex12 (97%: 3%) (37%:55%:8%) (50%: 50%)

[2946] 70nm 10nm 5nm 1nm 20 10nm 40nm 30nm SpMA3: PD1 A14: B22: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ V13 (97%: 3%) (32%:60%:8%) (50%: 50%)

[2947] 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 E32: H15: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ Ex13 (97%: 3%) (32%:60%:8%) (50%: 50%)

[2948] 70nm 10nm 5nm 1nm 10nm 40nm 30nm

[2949] 25 SpMA3: PD1 A14: B14: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ V14 (97%: 3%) (32%:60%:8%) (50%: 50%)

[2950] 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 E32: H7: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ Ex14 (97%: 3%) (32%:60%:8%) (50%: 50%)

[2951] 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 A14: B10: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ V15 (97%: 3%) (42%:50%:8%) (50%: 50%)

[2952] 70nm 10nm 5nm 1nm 10nm 40nm 30nm SpMA3: PD1 E32: H11: TEG1 ST1: LiQ SpMA3 SpMA4 AT1 LiQ Ex15 (97%: 3%) (42%:50%:8%) (50%: 50%)

[2953] 70nm 10nm 5nm 1nm

[2954]

[2955] 10nm 40nm 30nm

[2956] 35

[2957] Table 9: Data of the OLEDs

[2958] j0 (mA / cm2) L1 / L0 (%) rel. LT (%)

[2959]

[2960] V1 80 90 100 Foreignfiling_text P24-205-SEC-WO01 20250930

[2961] - 267 - Ex1 80 90 194

[2962] V2 80 90 100

[2963] Ex2 80 90 167

[2964] V3 80 90 100

[2965] Ex3 80 90 192

[2966] 5 V4 80 90 100

[2967] Ex4 80 90 205

[2968] V5 80 90 100

[2969] Ex5 80 90 179

[2970] V6 80 90 100

[2971] Ex6 80 90 212

[2972] V7 80 90 100

[2973] Ex7-1 80 90 175

[2974] Ex7-2 80 90 185

[2975] Ex7-3 80 90 183

[2976] V8 80 90 100

[2977] Ex8 80 90 161

[2978] 15 V9 80 90 100

[2979] Ex9 80 90 184

[2980] V10 80 90 100

[2981] Ex10 80 90 183

[2982] V11 80 90 100

[2983] Ex11 80 90 160

[2984] 20 V12 80 90 100

[2985] Ex12 80 90 182

[2986] V13 80 90 100

[2987] Ex13 80 90 180

[2988] V14 80 90 100

[2989] Ex14 80 90 158

[2990] V15 80 90 100

[2991] 25

[2992]

[2993] Ex15 80 90 178

[2994] Table 10: Materials used, if not already described

[2995] F CN

[2996] F- -FNC. ‘ ■ ~F / . ■< NC ■ ’ 1 • F i1iFp F 1 r 1 T JH _ i 1 _,f-, CN

[2997] F. J _13 c Hr F CN ' ' p

[2998] NC p 1 35

[2999]

[3000] PD1 (CAS Reg. No. 1224447-88-4) SpMA1 Foreignfiling_text P24-205-SEC-WO01 20250930

[3001] - 268 -

[3002] 5

[3003] 15

[3004] 20 25

[3005]

[3006] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[3007] - 269 -

[3008] 5

[3009] A1 E35

[3010] 15

[3011] V>.

[3012] !

[3013] E34 E33 20

[3014] < '•

[3015] r; ' - 25

[3016]

[3017] A15 E31

[3018] 35 Foreignfiling_text P24-205-SEC-WO01 20250930

[3019] - 270 -

[3020] 5

[3021]

[3022] The OLEDs described above have a good lifetime and a low capacitance.

[3023] 15 The following mixtures M-1 to M-264 can be deuterated as disclosed before and are expected to improve the life time of an OLED comprising them. The first mixture M-1, for example, is a combination of compound A1 with B1.

[3024] M-1 A1 B1 M-2 A2 B1 M-3 A3 B1

[3025] M-4 A4 B1 M-5 A5 B1 M-6 A6 B1

[3026] 20 M-7 A7 B1 M-8 A8 B1 M-9 A9 B1

[3027] M-10 A10 B1 M-11 A11 B1 M-12 A12 B1

[3028] M-13 A1 B2 M-14 A2 B2 M-15 A3 B2

[3029] M-16 A4 B2 M-17 A5 B2 M-18 A6 B2

[3030] M-19 A7 B2 M-20 A8 B2 M-21 A9 B2

[3031] M-22 A10 B2 M-23 A11 B2 M-24 A12 B2

[3032] 25 M-25 A1 B3 M-26 A2 B3 M-27 A3 B3

[3033] M-28 A4 B3 M-29 A5 B3 M-30 A6 B3

[3034] M-31 A7 B3 M-32 A8 B3 M-33 A9 B3

[3035] M-34 A10 B3 M-35 A11 B3 M-36 A12 B3

[3036] M-37 A1 B4 M-38 A2 B4 M-39 A3 B4

[3037] M-40 A4 B4 M-41 A5 B4 M-42 A6 B4

[3038] M-43 A7 B4 M-44 A8 B4 M-45 A9 B4

[3039] M-46 A10 B4 M-47 A11 B4 M-48 A12 B4

[3040] M-49 A1 B5 M-50 A2 B5 M-51 A3 B5

[3041] M-52 A4 B5 M-53 A5 B5 M-54 A6 B5

[3042] M-55 A7 B5 M-56 A8 B5 M-57 A9 B5

[3043] 35 M-58 A10 B5 M-59 A11 B5 M-60 A12 B5

[3044] M-61 A1 B6 M-62 A2 B6 M-63 A3 B6

[3045] M-64 A4 B6 M-65 A5 B6 M-66 A6 B6

[3046] M-67 A7 B6 M-68 A8 B6 M-69 A9 B6

[3047]

[3048] M-70 A10 B6 M-71 A11 B6 M-72 A12 B6 Foreignfiling_text P24-205-SEC-WO01 20250930

[3049] - 271 - M-73 A1 B7 M-74 A2 B7 M-75 A3 B7 M-76 A4 B7 M-77 A5 B7 M-78 A6 B7 M-79 A7 B7 M-80 A8 B7 M-81 A9 B7 M-82 A10 B7 M-83 A11 B7 M-84 A12 B7 M-85 A1 B8 M-86 A2 B8 M-87 A3 B8 5

[3050] M-88 A4 B8 M-89 A5 B8 M-90 A6 B8 M-91 A7 B8 M-92 A8 B8 M-93 A9 B8 M-94 A10 B8 M-95 A11 B8 M-96 A12 B8 M-97 A1 B9 M-98 A2 B9 M-99 A3 B9 M-100 A4 B9 M-101 A5 B9 M-102 A6 B9 M-103 A7 B9 M-104 A8 B9 M-105 A9 B9 M-106 A10 B9 M-107 A11 B9 M-108 A12 B9 M-109 A1 B10 M-110 A2 B10 M-111 A3 B10 M-112 A4 B10 M-113 A5 B10 M-114 A6 B10 M-115 A7 B10 M-116 A8 B10 M-117 A9 B10 M-118 A10 B10 M-119 A11 B10 M-120 A12 B10 15 M-121 A1 B11 M-122 A2 B11 M-123 A3 B11

[3051] M-124 A4 B11 M-125 A5 B11 M-126 A6 B11 M-127 A7 B11 M-128 A8 B11 M-129 A9 B11 M-130 A10 B11 M-131 A11 B11 M-132 A12 B11 M-133 A1 B12 M-134 A2 B12 M-135 A3 B12 20 M-136 A4 B12 M-137 A5 B12 M-138 A6 B12

[3052] M-139 A7 B12 M-140 A8 B12 M-141 A9 B12 M-142 A10 B12 M-143 A11 B12 M-144 A12 B12 M-145 A1 B13 M-146 A2 B13 M-147 A3 B13 M-148 A4 B13 M-149 A5 B13 M-150 A6 B13 M-151 A7 B13 M-152 A8 B13 M-153 A9 B13 25 M-154 A10 B13 M-155 A11 B13 M-156 A12 B13

[3053] M-157 A1 B14 M-158 A2 B14 M-159 A3 B14 M-160 A4 B14 M-161 A5 B14 M-162 A6 B14 M-163 A7 B14 M-164 A8 B14 M-165 A9 B14 M-166 A10 B14 M-167 A11 B14 M-168 A12 B14 M-169 A1 B15 M-170 A2 B15 M-171 A3 B15 M-172 A4 B15 M-173 A5 B15 M-174 A6 B15 M-175 A7 B15 M-176 A8 B15 M-177 A9 B15 M-178 A10 B15 M-179 A11 B15 M-180 A12 B15 M-181 A1 B16 M-182 A2 B16 M-183 A3 B16 M-184 A4 B16 M-185 A5 B16 M-186 A6 B16 35 M-187 A7 B16 M-188 A8 B16 M-189 A9 B16

[3054] M-190 A10 B16 M-191 A11 B16 M-192 A12 B16 M-193 A1 B17 M-194 A2 B17 M-195 A3 B17 M-196 A4 B17 M-197 A5 B17 M-198 A6 B17

[3055]

[3056] M-199 A7 B17 M-200 A8 B17 M-201 A9 B17 Foreignfiling_text P24-205-SEC-WO01 20250930

[3057] - 272 - M-202 A10 B17 M-203 A11 B17 M-204 A12 B17 M-205 A1 B18 M-206 A2 B18 M-207 A3 B18 M-208 A4 B18 M-209 A5 B18 M-210 A6 B18 M-211 A7 B18 M-212 A8 B18 M-213 A9 B18 M-214 A10 B18 M-215 A11 B18 M-216 A12 B18 5

[3058] M-217 A1 B19 M-218 A2 B19 M-219 A3 B19 M-220 A4 B19 M-221 A5 B19 M-222 A6 B19 M-223 A7 B19 M-224 A8 B19 M-225 A9 B19 M-226 A10 B19 M-227 A11 B19 M-228 A12 B19 M-229 A1 B20 M-230 A2 B20 M-231 A3 B20 M-232 A4 B20 M-233 A5 B20 M-234 A6 B20 M-235 A7 B20 M-236 A8 B20 M-237 A9 B20 M-238 A10 B20 M-239 A11 B20 M-240 A12 B20 M-241 A1 B21 M-242 A2 B21 M-243 A3 B21 M-244 A4 B21 M-245 A5 B21 M-246 A6 B21 M-247 A7 B21 M-248 A8 B21 M-249 A9 B21 15 M-250 A10 B21 M-251 A11 B21 M-252 A12 B21

[3059] M-253 A1 B22 M-254 A2 B22 M-255 A3 B22 M-256 A4 B22 M-257 A5 B22 M-258 A6 B22 M-259 A7 B22 M-260 A8 B22 M-261 A9 B22

[3060]

[3061] M-262 A10 B22 M-263 A11 B22 M-264 A12 B22 20

[3062] 25

[3063] 35

[3064]

[3065] Foreignfiling_text P24-205-SEC-WO01 20250930

[3066] - 273 -

[3067] 15 20

[3068] 25

[3069]

[3070] Foreignfiling_text P24-205-SEC-WO01 20250930

[3071] - 274 -

[3072] 5

[3073] 15 20 25

[3074] 35

[3075]

[3076] Foreignfiling_text P24-205-SEC-WO01 20250930

[3077] - 275 -

[3078] 5

[3079] 15 20 25

[3080] 35

[3081]

[3082] Foreignfiling_text P24-205-SEC-WO01 20250930

[3083] - 276 -

[3084] 10 15

[3085]

[3086] 30

Claims

Foreignfiling_text P24-205-SEC-WO01 20250930- 277 -Claims1. Organic light-emitting device comprising an anode, a cathode and at least one organic layer containing at least one light-emitting layer, wherein the at least one 5 light-emitting layer contains at least one compound of the formula (1) as host material 1 and at least one compound of the formulae (2), (3) or (4) as host material15 formula (1)202535 formula (3)Foreignfiling_text P24-205-SEC-WO01 20250930- 278 -5Ar4formula (4)where the symbols and indices used are as follows:Yi, Y2 stands on each occurrence, identically or differently for O or S, where at 15 least one of Y1 and Y2 is O;An, Ar2 at each instance are the same or different and are an aromatic or heteroaromatic ring system which has 6 to 24 ring atoms and may be substituted by one or more R#;R# stands on stands on each occurrence, identically or differently, for H, D, F, Cl, 20 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 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 25 24 aromatic ring atoms;Ara is selected from phenyl, biphenyl and dibenzofuran, and may be substituted by one or more D;D denotes deuterium;Ar4 is the same or different at each instance and is an aromatic or heteroaromatic ring system which has 5 to 60 ring atoms, which may in each case also be substituted by one or more radicals R6;R5stand on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CHO, CN, N(R6)2, C(=O)R6, P(=O)(R6)2, S(=O)R6, S(=O)2R6, NO2, Si(R6)3, B(OR6)2, OSO2R6, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C 35 atoms or branched or a cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms, each of which may be substituted by one or more radicals R6, where in each case one or more non-adjacent CH2 groups may be replaced by R6C=CR6, C=C, Si(R6)2, Ge(R6)2, Sn(R6)2, C=O, C=S, C=Se, P(=O)(R6), SO, SO2, O, S or CONR6and where one or more H atoms may be replaced by D,Foreignfiling_text P24-205-SEC-WO01 20250930- 279 -F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R6; wherein two of radicals R5may form a mono- or polycyclic, aliphatic ring system or aromatic ring system, which may be substituted by 5 one or more radicals R6;R6stand 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(R7)3, B(OR7)2, OSO2R7, 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 R7, where in each case one or more non-adjacent CH2groups may be replaced by R7C=CR7, C=C, Si(R7)2, Ge(R7)2, Sn(R7)2, C=O, C=S, C=Se, P(=O)(R7), SO, SO2, O, S or CONR7and 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 15 60 ring atoms, which may in each case be substituted by one or more radicals R7, or an aryloxy group having 5 to 60 ring atoms, which may be substituted by one or more radicals R7;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 20 also be substituted by one or more radicals R7;R7stands 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 CH2groups may be replaced by 25 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;n is the same or different at each instance and is 0, 1, 2 or 3;s is the same or different at each instance and is 0, 1, 2, 3 or 4;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;with the proviso that the at least one compound of the formula (1) has a degree of deuteration of at least 50mol%, and that the compounds of formulae (2), (3) or (4) have a degree of deuteration of at least 50mol%.

352. An organic light-emitting device according to Claim 1, where the host material 1 corresponds to at least one compound of formula (1a), (1b), (1c) or (1d),Foreignfiling_text P24-205-SEC-WO01 20250930- 280 -515formula (1 b)202535formula (1 d)Foreignfiling_text P24-205-SEC-WO01 20250930- 281 -where An, An, Ara, Yi, Y2, D and n have a same meaning according to claim 1.

3. An organic light-emitting device according to Claim 1 or 2, where An, Ara in compounds of formulae (1), (1a), (1b), (1c) or (1d) at each instance are the same or 5 different and are selected from the group of formula (An-1) to (An-12):R1R1R1R1R1formula (Ar1-1) formula (Ar1-2)152025Foreignfiling_text P24-205-SEC-WO01 20250930- 282 -515202535formula (Ar1-11) formula (Ar1-12)Foreignfiling_text P24-205-SEC-WO01 20250930- 283 -where the symbols and indices used are as follows:Y3is O or S;x is the same or different at each instance and is 0, 1, 2, 3 or 4;R1is at each occurrence independently H, D, F, CN, phenyl or partially or fully 5 deuterated phenyl;the dashed bond is the bond to the rest of the formulae (1), (1a), (1b), (1c), (1d).

4. An organic light-emitting device according to one or more of Claims 1 to 3, where the host material of formula (1) is selected from one or more of compounds E1 to E36:15202535Foreignfiling_text P24-205-SEC-WO01 20250930- 284 -515 20 2535Foreignfiling_text P24-205-SEC-WO01 20250930- 285 -515 20 2535Foreignfiling_text P24-205-SEC-WO01 20250930- 286 -1015202530Foreignfiling_text P24-205-SEC-WO01 20250930- 287 -510155. An organic light-emitting device according to one or more of Claims 1 to 4, wherein the host material of formula (3) corresponds to one of the formulae (3a) to (3e) 20253035Foreignfiling_text P24-205-SEC-WO01 20250930- 288 -5[R5]uformula (3e)where Ar4, R5, s and u have a meaning according to claim 1.

6. An organic light-emitting device according to one or more of Claims 1 to 5, where the host material 2 is selected from one or more of compounds H1 to H69:15202535Foreignfiling_text P24-205-SEC-WO01 20250930Foreignfiling_text P24-205-SEC-WO01 20250930- 290 -515 20 2535Foreignfiling_text P24-205-SEC-WO01 20250930- 291 -515 20 2535Foreignfiling_text P24-205-SEC-WO01 20250930- 292 -10 15 20 2530Foreignfiling_text P24-205-SEC-WO01 20250930- 293 -515 20 2535Foreignfiling_text P24-205-SEC-WO01 20250930- 294 -515 20 2535Foreignfiling_text P24-205-SEC-WO01 20250930- 295 -51520257. Organic light-emitting device device according to one or more of Claims 1 to 6, 35 characterized in that it is an electroluminescent device selected from organic lightemitting transistors (OLETs), organic field quench devices (OFQDs), organic lightemitting electrochemical cells (OLECs), organic laser diodes (O-lasers) and organic light-emitting diodes (OLEDs).Foreignfiling_text P24-205-SEC-WO01 20250930- 296 -8. Organic light-emitting device according to one or more of Claims 1 to 7, characterized in that this organic layer comprises, in addition to the light-emitting layer (EML), a hole injection layer (HIL), a hole transport layer (HTL), an electron blocking layer (EBL), an electron transport layer (ETL), an electron injection layer (EIL) and / or a hole blocker 5 layer (HBL) and / or an exciton blocking layer and / or charge generation layers.

9. Organic light-emitting device according to one or more of Claims 1 to 8, characterized in that the light-emitting layer, as well as the at least one host material 1 and the at least one host material 2, comprises at least one further compound selected from the group of matrix materials, phosphorescent emitters, fluorescent emitters and / or emitters having thermally activated delayed fluorescence.

10. Organic light-emitting device according to one or more of Claims 1 to 9, characterized in that the light-emitting layer, as well as the at least one host material 1 and the at least one host material 2, contains at least one phosphorescent emitter.1511. Organic light-emitting device according to one or more of Claims 1 to 10, characterized in that the organic layer comprises a hole injection layer (HIL) and / or a hole transport layer (HTL) and / or an electron blocking layer (EBL), the hole-injecting material and / or hole-transporting material and / or electron blocking material of which 20 is a monoamine or diamine that does not contain a carbazole unit.

12. Process for producing an organic light-emitting device according to one or more of Claims 1 to 11, characterized in that the organic layer is applied by gas phase deposition or from solution.2513. Mixture comprising at least one compound of the formula (1) and at least one compound of the formulae (2), (3) or (4) as host material 2,Ar-|35 formula (1)Foreignfiling_text P24-205-SEC-WO01 20250930- 297 -where the symbols and indices used are as follows:35 Yi, Y2 stands on each occurrence, identically or differently for O or S, where at least one of Y1 and Y2 is O;An, Ar2 at each instance are the same or different and are an aromatic or heteroaromatic ring system which has 6 to 24 ring atoms and may be substituted by one or more R#;Foreignfiling_text P24-205-SEC-WO01 20250930- 298 -R# stands on 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 5 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 aromatic ring atoms;Ara is selected from phenyl, biphenyl and dibenzofuran, and may be substituted by one or more D;D denotes deuterium;Ar4 is the same or different at each instance and is an aromatic or heteroaromatic ring system which has 5 to 60 ring atoms, which may in each case also be substituted by one or more radicals R6;R5stand on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CHO, 15 CN, N(R6)2, C(=O)R6, P(=O)(R6)2, S(=O)R6, S(=O)2R6, NO2, Si(R6)3, B(OR6)2,OSO2R6, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or branched or a cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms, each of which may be substituted by one or more radicals R6, where in each case one or more non-adjacent CH2 groups may be replaced by20 R6C=CR6, C=C, Si(R6)2, Ge(R6)2, Sn(R6)2, C=O, C=S, C=Se, P(=O)(R6), SO,SO2, O, S or CONR6and 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 aromatic ring atoms, which may in each case be substituted by one or more radicals R6; wherein two of radicals R5may form a mono- or polycyclic, 25 aliphatic ring system or aromatic ring system, which may be substituted by one or more radicals R6;R6stand 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(R7)3, B(OR7)2, OSO2R7, 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 R7, where in each case one or more non-adjacent CH2 groups may be replaced by R7C=CR7, C=C, Si(R7)2, Ge(R7)2, Sn(R7)2, C=O, C=S, C=Se, P(=O)(R7), SO, SO2, O, S or CONR7and where one or more H atoms may be replaced by D, 35 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 R7, or an aryloxy group having 5 to 60 ring atoms, which may be substituted by one or more radicals R7;Foreignfiling_text P24-205-SEC-WO01 20250930- 299 -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 R7;R7stands on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CN, 5 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 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;n is the same or different at each instance and is 0, 1, 2 or 3;s is the same or different at each instance and is 0, 1, 2, 3 or 4;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;15 with the proviso that the at least one compound of the formula (1) has a degree of deuteration of at least 50mol%, and that the compounds of formulae (2), (3) or (4) have a degree of deuteration of at least 50mol%.

14. Mixture according to Claim 13, characterized in that the mixture comprises at least one 20 further compound selected from the group of matrix materials, phosphorescent emitters, fluorescent emitters and / or emitters having thermally activated delayed fluorescence.

15. Mixture according to Claim 13, characterized in that the mixture consists of a25 compound of the formula (1), one compound of the formula (2) or of the formula (3) or of the formula (4) and a third matrix material and all three host materials are different from each other.35

Images