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US 2026/0123175 A1Published application
Compounds having fluorene structures
AssigneeMerck Patent GmbH
InventorSTEPHANIE MARIE GANSS
Life of this patent
Estimating the term…
Abstract
The present invention describes fluorene derivatives substituted by electron-transporting groups, especially for use as hole blocking materials, electron injection materials and/or electron transport materials in electronic devices. The invention further relates to a process for preparing the compounds of the invention and to electronic devices comprising these.
Claims20
A compound comprising a structure of Formula (A),
- wherein:
- Za is Ara or Rx, wherein Ara is an aromatic or heteroaromatic ring system which has 5 to 40 aromatic ring atoms, each of which may be substituted by one or more Rx radicals, wherein the groups Za and Zb may form a mono- or polycyclic aliphatic, heteroaliphatic, aromatic or heteroaromatic ring system with one another;
- Zb is Arb or Rw, wherein Arb is an aromatic or heteroaromatic ring system which has 5 to 40 aromatic ring atoms, each of which may be substituted by one or more Rw radicals, wherein the groups Za and Zb may form a mono- or polycyclic aliphatic, heteroaliphatic, aromatic or heteroaromatic ring system with one another;
- Q is an electron transport group;
- L, La, Lb is the same or different at each instance and is a single bond, C(═O) or an aromatic or heteroaromatic ring system having 5 to 24 aromatic ring atoms, which may be substituted by one or more radicals R;
- R, Rw, Rx, Ry, Rz is the same or different at each instance and is H, D, F, Cl, Br, I, CN, Si(R1)3, 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, each of which may be substituted by one or more radicals R1, wherein in each case one or more non-adjacent CH2 groups may be replaced by —R1C═CR1—, —C≡C—, Si(R1)2, C═O, C═S, C═NR1, —C(═O)O—, —C(═O)NR1—, NR1, P(═O)(R1), —O—, —S—, SO or SO2 and wherein one or more H atoms may be replaced by D, F, C, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 40 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 40 aromatic ring atoms, which may be substituted by one or more radicals R1, or an aralkyl group having 5 to 40 aromatic ring atoms, which may in each case be substituted by one or more radicals R1, or a combination of these systems;
- at the same time two or more adjacent substituents R, Rw, Rx, Ry, Rz may also form a ring system, preferably a mono- or polycyclic, aliphatic or aromatic ring system with one another, which may be substituted by one or more radicals R1;
- R1 is the same or different at each instance and is H, D, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 carbon atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 carbon atoms, each of which may be substituted by one or more R2 radicals, where one or more non-adjacent CH2 groups may be replaced by —R2C═CR2—, —C≡C—, Si(R2)2, C═O, C═S, C═NR2, —C(═O)O—, —C(═O)NR2—, NR2, P(═O)(R2), —O—, —S—, SO or SO2 and where one or more hydrogen atoms may be replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system which has 5 to 40 aromatic ring atoms, each of which may be substituted by one or more R2 radicals, or an aryloxy or heteroaryloxy group which has 5 to 40 aromatic ring atoms, each of which may be substituted by one or more R2 radicals, or a combination of these systems;
- at the same time, two or more adjacent R1 substituents may also form a ring system;
- R2 is the same or different at each instance and is H, D, F or an aliphatic hydrocarbyl radical having 1 to 20 carbon atoms, in which one or more hydrogen atoms may be replaced by D or F, or an aromatic or heteroaromatic ring system having 5 to 30 carbon atoms, in which one or more hydrogen atoms may be replaced by D or F;
- at the same time, two or more adjacent R2 substituents together may also form a ring system;
- Ra, Rb is the same or different at each instance and selected from (Ra-1) to (Ra-33):
- wherein one or more H atoms may be replaced by D and the dotted line denotes the bond to the corresponding group
- m1, m2 is the same or different at each instance and is 0, 1, 2, 3 or 4, preferably 1, 2, 3 or 4;
- n2, o2 is the same or different at each instance and is 0, 1, 2, 3 or 4;
- n1, o1 is the same or different at each instance and is 0, 1, 2 or 3;
- the sum of n1+o1 is 0, 1, 2 or 3;
- the sum of n2+o2 is 0, 1, 2, 3 or 4;
- and
- wherein the compound comprises at least one structure element of formulae (Ra-1) to (Ra-33).
17 more elements
(canceled)
Dependencies are inferred from the claim text.