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US 2012/0223276 A1Published application
Materials for electronic devices
AssigneeMerck Patent GmbH
InventorsAmir Hossain Parham, Christof Pflumm, Arne Buesing, Teresa Mujica-Fernaud, Irina Martynova, Holger Heil, Rémi Manouk Anémian
Life of this patent
Estimating the term…
Abstract
The present adventure relates to novel compounds of the formula (I) or (II), to the use of the compounds in electronic devices, to a process for the preparation of the compounds, and to electronic devices comprising the compounds, preferably as matrix materials or as electron-transport materials.
Claims21
1-16. (canceled)
A compound of the formula (I) or formula (II):
- where the symbols and indices occurring are defined as follows:
- Ar1, Ar2 and Ar3 are on each occurrence, identically or differently, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R1;
- Cz is on each occurrence, identically or differently, a group of the formula (A)
- in which the dashed lines represent possible bonding positions to Ar1 or X or to the central carbazole derivative;
- A is N or P;
- X is selected on each occurrence, identically or differently, and is —B(R1)—, —N(R1)—, —P(R1)—, —P(R1)3—, —P(═O)(R1)—, —C(R1)2—, —Si(R1)2—, C═O, C═NR1, C═C(R1)2, —O—, —S—, —Se—, —S(═O)— or —S(═O)2—;
- Y is on each occurrence, identically or differently, CRCz or N, or is C if a group X or Ar1 or Ar3 or Cz is bonded to this group;
- Z is on each occurrence, identically or differently, CRHetAr or N, where at least one Z per six-membered ring is equal to N;
- q is on each occurrence, identically or differently, 0 or 1, where, in the case where q=0, the two groups bonded to the group Ar1 or Ar3 in question are bonded directly to one another;
- s is on each occurrence, identically or differently, 0 or 1, with the proviso that at least one index s is equal to 1;
- x is on each occurrence, identically or differently, 0 or 1, where, in the case where x=0, the two groups bonded to the group X in question are bonded directly to one another;
- R1, RHetAr and RCz are on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R2)2, CN, NO2, Si(R2)3, B(OR2)2, C(═O)R2, P(═O)(R2)2, S(═O)R2, S(═O)2R2, OSO2R2, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a straight-chain alkenyl or alkynyl group having 2 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, each of which is optionally substituted by one or more radicals R2, where one or more CH2 groups is optionally replaced by —R2C═CR2—, —Si(R2)2—, —Ge(R2)2—, —Sn(R2)2—, C═O, C═S, C═Se, C═NR2, —P(═O)(R2)—, —S(═O)—, —S(═O)2—, —N(R2)—, —O—, —S—, —C(═O)O— or —C(═O)NR2—, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which is optionally in each case be substituted by one or more radicals R2, or 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 may in each case be substituted by one or more radicals R2;
- two or more substituents R1, RHetAr or RCz here is optionally linked to one another and may optionally form a mono- or polycyclic aliphatic, aromatic or heteroaromatic ring system;
- R2 is on each occurrence, identically or differently, H, D or an aliphatic, aromatic 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 radicals R2 here is optionally linked to one another and may optionally form a mono- or polycyclic aliphatic, aromatic or heteroaromatic ring system.
12 more elements
Dependencies are inferred from the claim text.