发明名称 Phenanthroazole compounds as hole transporting materials for electro luminescent devices
摘要 The present invention relates to electroluminescent devices, comprising a compound of the formula (I) as a component of the transporting/injecting and/or electron blocking layer. The compounds of formula (I) may function alone, or in combination with dopants to provide improved efficiency, driving voltage and/or lifetime of electroluminescent devices.;
申请公布号 US9028979(B2) 申请公布日期 2015.05.12
申请号 US201013378878 申请日期 2010.06.11
申请人 BASF SE 发明人 Schildknecht Christian;Lennartz Christian;Watanabe Soichi;Wagenblast Gerhard;Murer Peter;Schäfer Thomas;Chebotareva Natalia;Ricci Andrea;Bardon Kristina
分类号 H01L51/54;C07D235/02;C07D403/14;H01L51/00;H01L51/50 主分类号 H01L51/54
代理机构 Oblon, McClelland, Maier & Neustadt, L.L.P. 代理人 Oblon, McClelland, Maier & Neustadt, L.L.P.
主权项 1. An electroluminescent (EL) device, comprising (a) an anode, (b) a hole transporting/injecting layer, (c) optionally an electron blocking layer, (d) a light-emitting layer, (e) optionally a hole- or exciton-blocking layer, (f) an electron-transporting layer, and (g) a cathode, wherein: the hole transporting/injecting layer, (b) the electron blocking layer (c), or both layers of (b) and (c), comprises a compound of the formula (I) R1 and R4 are independently of each other hydrogen, C1-C18alkyl, C1-C18alkyl which is substituted by E, interrupted by D, or both, C1-C18perfluoroalkyl, C2-C18alkenyl, C2-C18alkynyl, C1-C18alkoxy, C1-C18alkoxy which is substituted by E, interrupted by D, or both, CN, or —CO—R28; R2, R3, R5 and R6 are independently of each other H, C1-C18alkyl, C1-C18alkyl which is substituted by E, interrupted by D, or both, C1-C18perfluoroalkyl, C6-C24aryl, C6-C24aryl which is substituted by G, C2-C20heteroaryl, C2-C20heteroaryl which is substituted by G, C2-C18alkenyl, C2-C18alkynyl, C1-C18alkoxy, C1-C18alkoxy which is substituted by E, interrupted by D, or both, C7-C25aralkyl, CN, or —CO—R28, wherein, optionally, at least one combination of i) R2 and R3 and ii) R5 and R6 form a group: R8 is C1-C18alkyl, C1-C18alkyl which is substituted by E, interrupted by D, or both, C1-C18perfluoroalkyl, C6-C24aryl, C6-C24aryl which is substituted by G, C2-C20heteroaryl, or C2-C20heteroaryl which is substituted by G, R9 is H, C1-C18alkyl, C1-C18alkyl which is substituted by E, interrupted by D, or both, C1-C18perfluoroalkyl, C6-C24aryl, C6-C24aryl which is substituted by G, C2-C20heteroaryl, or C2-C20heteroaryl which is substituted by G, R105, R106, R107, R108, R106′ and R108′ are independently of each other H, C1-C18alkyl, C1-C18alkyl which is substituted by E, interrupted by D, or both, C1-C18alkoxy, or C1-C18alkoxy which is substituted by E, interrupted by D, or both; A1, A2, A1′ and A2′ are independently of each other a group of formulaor A1 and A1′, A2 and A2′, or both A1 and A1′ and A2 and A2′, together with the nitrogen atom to which they are bonded form a heteroaromatic ring, or ring system; R41 can be the same or different at each occurrence and is Cl, F, CN, N(R45)2, a C1-C25alkyl group, a C4-C18cycloalkyl group, a C1-C25alkoxy group, in which one or more carbon atoms which are not adjacent to each other are optionally replaced by —NR45—, —O—, —S—, or —C(═O)—O—, and/or wherein one or more hydrogen atoms are optionally replaced by F, a C6-C24aryl group, or a C6-C24aryloxy group, wherein one or more carbon atoms are optionally replaced by O, S, or N, and/or which are optionally substituted by one or more non-aromatic groups R41, or two or more groups R41 form a ring system; R45 is H, a C1-C25alkyl group, a C4-C18cycloalkyl group, in which one or more carbon atoms which are not adjacent to each other are optionally replaced by —NR45″—, —O—, —S—, —C(═O)—O—, or, —O—C(═O)—O—, and/or wherein one or more hydrogen atoms are optionally replaced by F, a C6-C24aryl group, or a C6-C24aryloxy group, wherein one or more carbon atoms are optionally replaced by O, S, or N, and/or which are optionally substituted by one or more non-aromatic groups R41; R45″ is H, a C1-C25alkyl group, or a C4-C18cycloalkyl group; R65′ is H, a C1-C25alkyl group, a C4-C18cycloalkyl group, in which one or more carbon atoms which are not adjacent to each other are optionally replaced by —O—, or —S—, and/or wherein one or more hydrogen atoms are optionally replaced by F, a C6-C24aryl group, or a C6-C24aryloxy group, wherein one or more carbon atoms are optionally replaced by O, S, or N, and/or which are optionally substituted by G; R116, R117 and R117′ are independently of each other H, halogen, —CN, C1-C18alkyl, C1-C18alkyl which is substituted by E, interrupted by D, or both, C6-C24aryl, C6-C24aryl which is substituted by G, C2-C20heteroaryl, C2-C20heteroaryl which is substituted by G, C2-C18alkenyl, C2-C18alkynyl, C1-C18alkoxy, C1-C18alkoxy which is substituted by E, interrupted by D, or both, C7-C25aralkyl, —C(═O)—R127′, —C(═O)OR127′, or —C(═O)NR127R126, or substituents R116, R117 and R117′, which are adjacent to each other, can form a ring; R119 and R120 are independently of each other C1-C18alkyl, C1-C18alkyl which is substituted by E, interrupted by D, or both, C6-C24aryl, C6-C24aryl which is substituted by G, C2-C20heteroaryl, C2-C20heteroaryl which is substituted by G, C2-C18alkenyl, C2-C18alkynyl, C1-C18alkoxy, C1-C18alkoxy which is substituted by E, interrupted by D, or both, or C7-C25aralkyl, or R119 and R120 together form a group of formula ═CR121R122, wherein R121 and R122 are independently of each other H, C1-C18alkyl, C1-C18alkyl which is substituted by E, interrupted by D, or both, C6-C24aryl, C6-C24aryl which is substituted by G, or C2-C20heteroaryl, or C2-C20heteroaryl which is substituted by G, or R119 and R120 together form a five or six membered ring, optionally substituted by C1-C18alkyl, C1-C18alkyl which is substituted by E, interrupted by D, or both, C6-C24aryl, C6-C24aryl which is substituted by G, C2-C20heteroaryl, C2-C20heteroaryl which is substituted by G, C2-C18alkenyl, C2-C18alkynyl, C1-C18alkoxy, C1-C18alkoxy which is substituted by E, interrupted by D, or both, C7-C25aralkyl, or —C(═O)—R127′; and R126, R127 and R127′are independently of each other C6-C18aryl, C6-C18aryl which is substituted by C1-C18alkyl, or C1-C18alkoxy, C1-C18alkyl, or C1-C18alkyl which is interrupted by —O—; D is —CO—, —COO—, —S—, —SO—, —SO2—, —O—, —NR25—, —SiR30R31—, —POR32—, —CR23═CR24—, or —C≡C—; E is —OR29, —SR29, —NR25R26, —COR28, —COOR27, —CONR25R26, —CN, or halogen; G is E, C1-C18alkyl, C1-C18alkyl which is interrupted by D, C1-C18perfluoroalkyl, C1-C18alkoxy, or C1-C18alkoxy which is substituted by E, interrupted by D, or both; R23 and R24 are independently of each other C6-C18aryl, C6-C18aryl which is substituted by C1-C8alkyl or C1-C18alkoxy, C1-C8alkyl, or C1-C8alkyl which is interrupted by —O—; R25 and R26 are independently of each other C6-C18aryl, C6-C18aryl which is substituted by C1-C18alkyl or C1-C18alkoxy, C1-C18alkyl, or C1-C18alkyl which is interrupted by —O—, or R25 and R26 together form a five or six membered ring; R27 and R28 are independently of each other C6-C18aryl, C6-C18aryl which is substituted by C1-C18alkyl or C1-C18alkoxy, C1-C18alkyl, or C1-C18alkyl which is interrupted by —O—; R29 is C6-C18aryl, C6-C18aryl which is substituted by C1-C18alkyl or C1-C18alkoxy, C1-C18alkyl, or C1-C18alkyl which is interrupted by —O—; R30 and R31 are independently of each other C1-C18alkyl, C6-C18aryl, or C6-C18aryl which is substituted by C1-C18alkyl; and R32 is C1-C18alkyl, C6-C18aryl, or C6-C18aryl which is substituted by C1-C18alkyl.
地址 Ludwigshafen DE