发明名称 Nitrogen-containing condensed heterocyclic compounds for OLEDs
摘要 The present invention relates to compounds of the formula (1), formula (2), formula (3) and formula (4) which are suitable for use in electronic devices, in particular organic electroluminescent devices.
申请公布号 US9012599(B2) 申请公布日期 2015.04.21
申请号 US201013510425 申请日期 2010.10.20
申请人 Merck Patent GmbH 发明人 Stoessel Philipp;Breuning Esther;Joosten Dominik;Pflumm Christof;Parham Amir Hossain
分类号 C08G73/06;C07D471/04;C07D455/03;C07D471/14;C07D471/22;C07D498/14;C07D498/22;C07D513/04;C07D513/14;C07D513/22;C07D519/00;C07F7/08;C07F9/6568;C07F15/00;C09K11/06;H05B33/14;C09B57/00;C08G61/00 主分类号 C08G73/06
代理机构 Drinker Biddle & Reath LLP 代理人 Drinker Biddle & Reath LLP
主权项 1. A compound of the formula (1), formula (2), formula (3) or formula (4):wherein the compound of the formula (1) is selected from compounds of the following formulae (11a) to (31b): where the following applies to the symbols and indices used: A is on each occurrence, identically or differently, CR or N; W is C if a group Y is bonded to this group W and is CR or N if no group Y is bonded to this group W; with the proviso that at least one symbol A and/or at least one symbol W stands for N; X is on each occurrence, identically or differently, N, P or P═O; Y is C(R1)2;wherein one or two R groups are selected from structures of the following formulae (32) to (67): and the other R groups stand for H or D; Z is on each occurrence, identically or differently, CR2 or N, with the proviso that one group Z, two groups Z or three groups Z stand for N; Ar1 is, identically or differently on each occurrence, a divalent aryl or heteroaryl group having 5 to 16 C atoms, which may be substituted by one or more radicals R2; m is on each occurrence, identically or differently, 0, 1, 2 or 3, E is selected from the group consisting of C(R2)2, NR2, O or S; G is selected from the group consisting of NR2, O or S; R1 are on each occurrence, identically or differently, H, D, F, Cl, Br, I, CN, NO2, N(Ar)2, N(R2)2, C(═O)Ar, C(═O)R1, P(═O)(Ar)2, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, each of which is optionally substituted by one or more radicals R2, where one or more non-adjacent CH2 groups is optionally replaced by R2C═CR2, C≡C, Si(R2)2, Ge(R2)2, Sn(R2)2, C═O, C═S, C═Se, C═NR2, P(═O)(R2), SO, SO2, NR2, O, S or CONR2 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring system having 5 to 80 aromatic ring atoms, which may in each case be substituted by one or more radicals R2, an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R2, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R2, where two or more adjacent substituents R or two substituents R1 which are bonded in the same group Y may optionally form a mono- or polycyclic, aliphatic, aromatic or heteroaromatic ring system, which is optionally substituted by one or more radicals R2, with one another; R2 is selected on each occurrence, identically or differently, from the group consisting of H, D, F, Cl, Br, I, CN, NO2, N(Ar)2, N(R3)2, C(═O)Ar, C(═O)R3, P(═O)(Ar)2, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, each of which is optionally substituted by one or more radicals R3, where one or more non-adjacent CH2 groups is optionally replaced by R3C═CR3, C≡C, Si(R3)2, Ge(R3)2, Sn(R3)2, C═O, C═S, C═Se, C═NR3, P(═O)(R3), SO, SO2, NR3, O, S or CONR3 and where one or more H atoms is optionally replaced by D, F, Cl, Br, 1, 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 R3, an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R3, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms, where two or more adjacent substituents R2 may optionally form a monocyclic or polycyclic, aliphatic, aromatic or heteroaromatic ring system, which is optionally substituted by one or more radicals R3; R3 is selected from the group consisting of H, D, F, CN, an aliphatic hydrocarbon radical having 1 to 20 C atoms, an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, in which one or more H atoms is optionally replaced by D, F, Cl, Br, I or CN, where two or more adjacent substituents R3 may form a mono- or polycyclic, aliphatic, aromatic or heteroaromatic ring system with one another; Ar is on each occurrence, identically or differently, an aromatic or heteroaromatic ring system having 5-30 aromatic ring atoms, which is optionally substituted by one or more non-aromatic radicals R3; two radicals Ar here which are bonded to the same N atom or P atom may also be bridged to one another by a single bond or a bridge selected from N(R3), C(R3)2, O or S; L is a di-, tri-, tetra-, penta- or hexavalent straight-chain alkylene, alkylidene, alkyleneoxy or thioalkyleneoxy group having 1 to 40 C atoms or a branched or cyclic alkylene, alkylidene, alkyleneoxy or thioalkyleneoxy group having 3 to 40 C atoms or an alkenylene or alkynylene group having 2 to 40 C atoms, each of which may be substituted by one or more radicals R2, where one or more non-adjacent CH2 groups is optionally replaced by —R2C═CR2—, —C≡C—, Si(R2)2, Ge(R2)2, Sn(R2)2, C═O, C═S, C═Se, C═NR2, P(═O)R2, S═O, SO2, —O—, —S— or —CONR2— and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or a di-, tri-, tetra-, penta- or hexavalent aromatic or heteroaromatic ring system having 5 to 80 aromatic ring atoms, which is optionally substituted by one or more radicals R2, or P(R2)3-p, P(═O)(R2)3-p, C(R2)4-p, Si(R2)4-p, N(Ar)3-p, or a combination of two, three, four or five of these systems; or L is a chemical bond; n is on each occurrence, identically or differently, 0 or 1; and p is 2, 3, 4, 5 or 6, with the proviso that p is not greater than the maximum valence of L.
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