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US 11,629,126 B2Granted
Materials for organic electroluminescent devices
AssigneeMerck Patent GmbH
InventorsKatja Maria Scheible, Fabrice Eckes, Holger Heil, Beate Burkhart, Dominik Joosten, Elvira Montenegro
Life of this patent
Estimating the term…
Abstract
The present invention relates to compounds of formula (1). The compounds are suitable for use in electronic devices, in particular organic electroluminescent devices, comprising these compounds. In some embodiments, the compounds are used as matrix materials for phosphorescent or fluorescent emitters as well as a hole-blocking or electron-transport materials.
Claims13
A crosslinked compound obtained by crosslinking groups Q of a compound of the formula (2) or (3),
- where
- Ar3, Ar4, Ar5 are selected on each occurrence, identically or differently, from the group consisting of an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R;
- Q is on each occurrence, identically or differently, a crosslinkable group bonded to the adjacent phenyl group via a single bond, or Q is a crosslinkable mono- or polycyclic group condensed on the adjacent phenyl group;
- R is on each occurrence, identically or differently, H, D, F, Cl, Br, I, CHO, N(Ar)2, C(═O)Ar, P(═O)(Ar)2, S(═O)Ar, S(═O)2Ar, (R)C═C(R)Ar, CN, NO2, Si(R1)3, B(OR1)2, B(R1)2, B(N(R1)2)2, OSO2R1, 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, alkenyl, alkynyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, each of which may be substituted by one or more radicals R1, where one or more, non-adjacent CH2 groups may be replaced by (R1)C═C(R1), C≡C, Si(R1)2, Ge(R1)2, Sn(R1)2, C═O, C═S, C═Se, P(═O)(R1), SO, SO2, N(R1), O, S or CON(R1) and where one or more H atoms may be 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 R1, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R1, where optionally two adjacent substituents R can form a mono- or polycyclic, aliphatic, aromatic or heteroaromatic ring system with one another;
- Ar is an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R1;
- R1 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, CHO, N(R2)2, C(═O)R2, P(═O)(R2)2, S(═O)R2, S(═O)2R2, (R2)C═C(R2)2, CN, NO2, Si(R2)3, B(OR2)2, B(R2)2, B(N(R2)2)2, 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, alkenyl, alkynyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, each of which may be substituted by one or more radicals R2, where one or more, non-adjacent CH2 groups may be replaced by (R2)C═C(R2), C≡C, Si(R2)2, Ge(R2)2, Sn(R2)2, C═O, C═S, C═Se, P(═O)(R2), SO, SO2, N(R2), O, S or CON(R2) and where one or more H atoms may be 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 R2, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R2, where optionally two adjacent substituents R1 can form a mono- or polycyclic, aliphatic, aromatic or heteroaromatic ring system with one another;
- R2 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, CHO, CN, NO2, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 20 C atoms or a straightchain alkenyl or alkynyl group having 2 to 20 C atoms or a branched or cyclic alkyl, alkenyl, alkynyl, alkoxy or thioalkoxy group having 3 to 20 C atoms, or an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms or an aryloxy or heteroaryloxy group having 5 to 30 aromatic ring atoms;
- where optionally two adjacent substituents R2 can form a mono- or polycyclic, aliphatic, aromatic or heteroaromatic ring system with one another;
- m is on each occurrence, identically or differently, 1 or 2;
- n is on each occurrence, identically or differently, 0 or 1;
- with the proviso that m+n=2 in the amino moiety comprising a group Ar3 and an aromatic or heteroaromatic ring system containing Y, and m+n=2 in the amino moiety comprising a group Ar5 and an aromatic or heteroaromatic ring system containing Y;
- p is 1;
- s is on each occurrence, identically or differently, 0, 1, 2, 3 or 4;
- and
- t is on each occurrence, identically or differently, 0, 1, 2 or 3.
12 more elements
Dependencies are inferred from the claim text.