Organic Electroluminescent Device Comprising a Radialene of Formula (I) and an Arylamine Compound, Diarylamine Compound, Triarylamine Compound or a Compound of Formula (IIA) or (IIB), and Display Device Comprising the Organic Electroluminescent Device

An organic electroluminescent device comprising an anode layer, a cathode layer, a first light-emitting unit, a second light-emitting unit and at least one intermediate connecting region, wherein the at least one intermediate connecting region is arranged between the first and the second light-emitting unit,

• wherein the first light-emitting unit comprises a first emission layer,
• wherein the second light-emitting unit comprises a second emission layer,
• wherein the at least one intermediate connecting region comprises an n-type charge generation layer, an intermediate layer, and a p-type charge generation layer,
• wherein the n-type charge generation layer is arranged closer to the anode layer than the p-type charge generation layer;
• wherein the p-type charge generation layer is arranged closer to the cathode layer than the n-type charge generation layer;
• and
• wherein the intermediate layer is arranged between the n-type charge generation layer and the p-type charge generation layer
• whereby
• wherein the n-type charge generation layer comprises a matrix compound and metal dopant,
• wherein the p-type charge generation layer comprises a hole transport matrix compound and a radialene of formula (I),
• wherein in formula (I)
• A1 is independently selected from a group of formula (Ia)
• wherein Ar1 is independently selected from substituted or unsubstituted aryl and substituted or unsubstituted heteroaryl
• wherein for the case that Ar1 is substituted, one or more of the substituents are independently selected from the group consisting of D, an electron-withdrawing group, halogen, Cl, F, CN, —NO2, substituted or unsubstituted C1 to C8 alkyl, partially fluorinated C1 to C8 alkyl, perfluorinated C1 to C8 alkyl, substituted or unsubstituted C1 to C8 alkoxy, partially fluorinated C1 to C8 alkoxy, perfluorinated C1 to C8 alkoxy, substituted or unsubstituted C6 to C30 aryl, and substituted or unsubstituted C6 to C30 heteroaryl and;
• wherein the one or more substituents of C6 to C30 aryl, C6 to C30 heteroaryl, C1 to C8 alkyl, C1 to C8 alkoxy are independently selected from D, an electron-withdrawing group, halogen, Cl, F, CN, —NO2, partially fluorinated C1 to C8 alkyl, perfluorinated C1 to C8 alkyl, partially fluorinated C1 to C8 alkoxy, perfluorinated C1 to C8 alkoxy;
• A2 is independently selected from a group of formula (Ib)
• wherein Ar2 is independently selected from substituted or unsubstituted aryl and substituted or unsubstituted heteroaryl
• wherein for the case that Ar2 is substituted, one or more of the substituents are independently selected from the group consisting of D, an electron-withdrawing group, halogen, Cl, F, CN, —NO2, substituted or unsubstituted C1 to C8 alkyl, partially fluorinated C1 to C8 alkyl, perfluorinated C1 to C8 alkyl, substituted or unsubstituted C1 to C8 alkoxy, partially fluorinated C1 to C8 alkoxy, perfluorinated C1 to C8 alkoxy, substituted or unsubstituted C6 to C30 aryl, and substituted or unsubstituted C6 to C30 heteroaryl and;
• wherein the one or more substituents of C6 to C30 aryl, C6 to C30 heteroaryl, C1 to C8 alkyl, C1 to C8 alkoxy are independently selected from D, an electron-withdrawing group, halogen, Cl, F, CN, —NO2, partially fluorinated C1 to C8 alkyl, perfluorinated C1 to C8 alkyl, partially fluorinated C1 to C8 alkoxy, perfluorinated C1 to C8 alkoxy;
• A3 is independently selected from a group of formula (Ic)
• wherein Ar3 is independently selected from substituted or unsubstituted aryl and substituted or unsubstituted heteroaryl
• wherein for the case that Ar3 is substituted, one or more of the substituents are independently selected from the group consisting of D, an electron-withdrawing group, halogen, Cl, F, CN, —NO2, substituted or unsubstituted C1 to C8 alkyl, partially fluorinated C1 to C8 alkyl, perfluorinated C1 to C8 alkyl, substituted or unsubstituted C1 to C8 alkoxy, partially fluorinated C1 to C8 alkoxy, perfluorinated C1 to C8 alkoxy, substituted or unsubstituted C6 to C30 aryl, and substituted or unsubstituted C6 to C30 heteroaryl and;
• wherein the one or more substituents of C6 to C30 aryl, C6 to C30 heteroaryl, C1 to C8 alkyl, C1 to C8 alkoxy are independently selected from D, an electron-withdrawing group, halogen, Cl, F, CN, —NO2, partially fluorinated C1 to C8 alkyl, perfluorinated C1 to C8 alkyl, partially fluorinated C1 to C8 alkoxy, perfluorinated C1 to C8 alkoxy;
• and wherein in A1, A2, A3 each R′ is independently selected from substituted or unsubstituted C6 to C18 aryl, C3 to C18 heteroaryl, electron-withdrawing group, substituted or unsubstituted C1 to C8 alkyl, partially fluorinated C1 to C8 alkyl, perfluorinated C1 to C8 alkyl, halogen, F and CN;
• wherein the intermediate layer comprises at least one hole transport compound selected from an arylamine compound, diarylamine compound, triarylamine compound, a compound of formula (IIa) or a compound of formula (IIb):
• wherein:
• T1, T2, T3, T4 and T5 are independently selected from a single bond, phenylene, biphenylene, terphenylene or naphthenylene;
• T6 is phenylene, biphenylene, terphenylene or naphthenylene;
• Ar′1, Ar′2, Ar′3, Ar′4 and Ar′5 are independently selected from substituted or unsubstituted C6 to C20 aryl, or substituted or unsubstituted C3 to C20 heteroarylene, substituted or unsubstituted biphenylene, substituted or unsubstituted fluorene, substituted 9-fluorene, substituted 9,9-fluorene, substituted or unsubstituted naphthalene, substituted or unsubstituted anthracene, substituted or unsubstituted phenanthrene, substituted or unsubstituted pyrene, substituted or unsubstituted perylene, substituted or unsubstituted triphenylene, substituted or unsubstituted tetracene, substituted or unsubstituted tetraphene, substituted or unsubstituted dibenzofurane, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted xanthene, substituted or unsubstituted carbazole, substituted 9-phenylcarbazole, substituted or unsubstituted azepine, substituted or unsubstituted dibenzo[b,f]azepine, substituted or unsubstituted 9,9′-spirobi[fluorene], substituted or unsubstituted spiro[fluorene-9,9′-xanthene], or a substituted or unsubstituted aromatic fused ring system comprising at least three substituted or unsubstituted aromatic rings selected from the group comprising substituted or unsubstituted non-hetero, substituted or unsubstituted hetero 5-member rings, substituted or unsubstituted 6-member rings and/or substituted or unsubstituted 7-member rings, substituted or unsubstituted fluorene, or a fused ring system comprising 2 to 6 substituted or unsubstituted 5- to 7-member rings and the rings are selected from the group comprising (i) unsaturated 5- to 7-member ring of a heterocycle, (ii) 5- to 6-member of an aromatic heterocycle, (iii) unsaturated 5- to 7-member ring of a non-heterocycle, (iv) 6-member ring of an aromatic non-heterocycle;
• wherein
• the substituents of Ar′1, Ar′2, Ar′3, Ar′4 and Ar′5 are selected the same or different from the group comprising H, D, F, C(═O)R′2, CN, Si(R′2)3, P(═O) (R′2)2, OR′2, S(═O)R′2, S(═O) 2R′2, substituted or unsubstituted straight-chain alkyl having 1 to 20 carbon atoms, substituted or unsubstituted branched alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cyclic alkyl having 3 to 20 carbon atoms, substituted or unsubstituted alkenyl or alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms, substituted or unsubstituted aromatic ring systems having 6 to 40 aromatic ring atoms, and substituted or unsubstituted heteroaromatic ring systems having 5 to 40 aromatic ring atoms, unsubstituted C6 to C18 aryl, unsubstituted C3 to C18 heteroaryl, a fused ring system comprising 2 to 6 unsubstituted 5- to 7-member rings and the rings are selected from the group comprising unsaturated 5- to 7-member ring of a heterocycle, 5- to 6-member of an aromatic heterocycle, unsaturated 5- to 7-member ring of a non-heterocycle, and 6-member ring of an aromatic non-heterocycle,
• wherein R′2 may be selected from H, D, straight-chain alkyl having 1 to 6 carbon atoms, branched alkyl having 1 to 6 carbon atoms, cyclic alkyl having 3 to 6 carbon atoms, alkenyl or alkynyl groups having 2 to 6 carbon atoms, C6 to C18 aryl or C3 to C18 heteroaryl.