发明名称 Materials for electronic devices
摘要 The present invention relates to compounds of the; to the use of the compounds in electronic devices, to processes for the preparation of the compounds, and to electronic devices comprising the compounds, preferably as electron-transport materials, as hole-blocking materials, as matrix materials and/or as emitter materials.
申请公布号 US9425409(B2) 申请公布日期 2016.08.23
申请号 US201113878332 申请日期 2011.09.08
申请人 Merck Patent GmbH 发明人 Schwaiger Jochen;Becker Heinrich
分类号 H01L51/54;C09K11/06;H01L51/00;H01L51/50;C07D487/04 主分类号 H01L51/54
代理机构 Drinker Biddle & Reath LLP 代理人 Drinker Biddle & Reath LLP
主权项 1. A compound of the formula (I-1a), (I-1b), (I-1c), (I-1d), (I-2a), (I-2b), (I-2c), (I-2d), (I-3b) or (I-3d) R1 is H, D, F, Cl, Br, I, CHO, N(R3)2, C(═O)R3, P(═O)(R3)2, S(═O)R3, S(═O)2R3, CR3═C(R3)2, CN, NO2, Si(R3)3, B(OR3)2, OS(═O)2R3, SO3H, C(═O)OR3, OR3, 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), S═O, S(═O)2, NR3, —O—, —S— or C(═O)NR3 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, and where, furthermore, R1 is optionally linked to a group R2 bonded in the 1,3-position adjacent to R1 and may form a mono- or polycyclic, aliphatic or aromatic ring system; R2 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, CHO, N(R3)2, C(═O)R3, P(═O)(R3)2, S(═O)R3, S(═O)2R3, CR3═C(R3)2, CN, NO2, Si(R3)3, B(OR3)2, OS(═O)2R3, SO3H, C(═O)OR3, OR3, 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), S═O, S(═O)2, NR3, —O—, —S— or C(═O)NR3 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or 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, and which is optionally condensed with the ring to which it is bonded, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R3, or a combination of these systems, where two or more radicals R2 is optionally linked to one another and may form a mono- or polycyclic, aliphatic or aromatic ring system, R3 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, CHO, N(R4)2, C(═O)R4, P(═O)(R4)2, S(═O)R4, S(═O)2R4, CR4═C(R4)2, CN, NO2, Si(R4)3, B(OR4)2, OS(═O)2R4, SO3H, C(═O)OR4, OR4, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 20 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl group having 3 to 20 C atoms or an alkenyl or alkynyl group having 2 to 20 C atoms, each of which is optionally substituted by one or more radicals R4, where one or more non-adjacent CH2 groups is optionally replaced by —R4C═CR4—, —C≡C—, Si(R4)2, Ge(R4)2, Sn(R4)2, C═O, C═S, C═Se, C═NR4, P(═O)(R4), S═O, S(═O)2, NR4, —O—, —S— or C(═O)NR4 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which may in each case be substituted by one or more radicals R4, or an aryloxy or heteroaryloxy group having 5 to 30 aromatic ring atoms, which is optionally substituted by one or more radicals R4, or a combination of these systems, where two or more radicals R3 is optionally linked to one another and may form a mono- or polycyclic, aliphatic or aromatic ring system, R4 is on each occurrence, identically or differently, H, D, F or an aliphatic, aromatic and/or heteroaromatic organic radical having 1 to 20 C atoms, in which, in addition, one or more H atoms is optionally replaced by D or F; two or more identical or different substituents R4 here may also be linked to one another and form a mono- or polycyclic, aliphatic or aromatic ring system; X is on each occurrence, identically or differently, CR3 or N, with the proviso that not more than two adjacent X are simultaneously equal to N; and where at least one radical R2 must be selected from the group comprising aromatic or heteroaromatic ring systems having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R3 and which is optionally condensed with the ring to which they are bonded, andfully conjugated alkenyl or alkynyl groups having 2 to 40 C atoms, which is optionally substituted by one or more radicals R3.
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