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US 2026/0231673 A1Published application
Materials for electronic devices
AssigneeMerck Patent GmbH
InventorsRouven Linge, Elvira Montenegro
Life of this patent
Estimating the term…
Abstract
The present invention relates to compounds of a formula (I) or (II), processes for preparing compounds of this type, electronic devices, in particular OLEDs, containing one or more of these compounds, and the use of these compounds in electronic devices, in particular in OLEDs.
Claims20
A compound of one of the following formulae:
- where:
- W is the same or different at each instance and is selected from O and S;
- Z is the same or different at each instance and is selected from CR1 and N;
- i is 0 or 1, where the Y group is absent when i=0;
- when i=0, Z1 is the same or different at each instance and is selected from CR1 and N;
- when i=1, Z1 is C;
- Y is the same or different at each instance and is selected from a bond, C(R1)2, O and S;
- ArL is the same or different at each instance and is selected from aromatic ring systems which have 6 to 40 aromatic ring atoms and are substituted by R2 radicals, and heteroaromatic ring systems which have 5 to 40 aromatic ring atoms and are substituted by R2 radicals;
- k is 0, 1, 2 or 3, where, when k=0, the Art group is absent and the two groups that bind to ArL in formula (I) and (II) are bonded directly to one another, where, when k=2, two ArL groups are bonded successively in a chain, and where, when k=3, three ArL groups are bonded successively in a chain;
- Ar1 is the same or different at each instance and is selected from aromatic ring systems which have 6 to 40 aromatic ring atoms and are substituted by R4 radicals, and heteroaromatic ring systems which have 5 to 40 aromatic ring atoms and are substituted by R4 radicals;
- Ar2 is the same or different at each instance and is selected from aromatic ring systems which have 6 to 40 aromatic ring atoms and are substituted by R5 radicals, and heteroaromatic ring systems which have 5 to 40 aromatic ring atoms and are substituted by R5 radicals, where the aromatic or heteroaromatic ring systems are joined in the ortho position to the V group and the nitrogen atom;
- V is the same or different at each instance and is selected from a bond, O, S, Si(R5)2 and C(R5)2;
- R1 is the same or different at each instance and is selected from H, D, F, Cl, Br, I, C(═O)R6, CN, Si(R6)3, N(R6)2, P(═O)(R6)2, OR6, S(═O)R6, S(═O)2R6, straight-chain alkyl or alkoxy groups having 1 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- where two or more R1 radicals may be joined to one another and may form a ring;
- where said alkyl, alkoxy, alkenyl and alkynyl groups and said aromatic ring systems and heteroaromatic ring systems are each substituted by R6 radicals;
- and where one or more CH2 groups in said alkyl, alkoxy, alkenyl and alkynyl groups may be replaced by —R6C═CR6—, —C≡C—, Si(R6)2, C═O, C═NR6, —C(═O)O—, —C(═O)NR6—, NR6, P(═O)(R6), —O—, —S—, SO or SO2;
- R2 is the same or different at each instance and is selected from H, D, F, Cl, Br, I, C(═O)R6, CN, Si(R6)3, N(R6)2, P(═O)(R6)2, OR6, S(═O)R6, S(═O)2R6, straight-chain alkyl or alkoxy groups having 1 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- where two or more R2 radicals may be joined to one another and may form a ring;
- where said alkyl, alkoxy, alkenyl and alkynyl groups and said aromatic ring systems and heteroaromatic ring systems are each substituted by R6 radicals;
- and where one or more CH2 groups in said alkyl, alkoxy, alkenyl and alkynyl groups may be replaced by —R6C═CR6—, —C≡C—, Si(R6)2, C—O, C═NR6, —C(═O)O—, —C(═O)NR6—, NR6, P(═O)(R6), —O—, —S—, SO or SO2;
- R3 is the same or different at each instance and is selected from H, D, F, Cl, Br, I, C(═O)R6, CN, Si(R6)3, N(R6)2, P(═O)(R6)2, OR6, S(═O)R6, S(═O)2R6, straight-chain alkyl or alkoxy groups having 1 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- where two or more R3 radicals may be joined to one another and may form a ring;
- where said alkyl, alkoxy, alkenyl and alkynyl groups and said aromatic ring systems and heteroaromatic ring systems are each substituted by R6 radicals;
- and where one or more CH2 groups in said alkyl, alkoxy, alkenyl and alkynyl groups may be replaced by —R6C═CR6—, —C≡C—, Si(R6)2, C═O, C═NR6, —C(═O)O—, —C(═O)NR6, NR6, P(═O)(R6), —O—, —S—, SO or SO2;
- R4 is the same or different at each instance and is selected from H, D, F, Cl, Br, I, C(═O)R6, CN, Si(R6)3, N(R6)2, P(═O)(R6)2, OR6, S(═O)R6, S(═O)2R6, straight-chain alkyl or alkoxy groups having 1 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- where two or more R4 radicals may be joined to one another and may form a ring;
- where said alkyl, alkoxy, alkenyl and alkynyl groups and said aromatic ring systems and heteroaromatic ring systems are each substituted by R6 radicals;
- and where one or more CH2 groups in said alkyl, alkoxy, alkenyl and alkynyl groups may be replaced by —R6C═CR6—, —C≡C—, Si(R6)2, C—O, C═NR6, —C(═O)O—, —C(═O)NR6, NR6, P(═O)(R6), —O—, —S—, SO or SO2;
- R5 is the same or different at each instance and is selected from H, D, F, Cl, Br, I, C(═O)R6, CN, Si(R6)3, N(R6)2, P(═O)(R6)2, OR6, S(═O)R6, S(═O)2R6, straight-chain alkyl or alkoxy groups having 1 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- where two or more R5 radicals may be joined to one another and may form a ring;
- where said alkyl, alkoxy, alkenyl and alkynyl groups and said aromatic ring systems and heteroaromatic ring systems are each substituted by R6 radicals;
- and where one or more CH2 groups in said alkyl, alkoxy, alkenyl and alkynyl groups may be replaced by —R6C═CR6—, —C≡C—, Si(R6)2, C—O, C═NR6, —C(═O)O—, —C(═O)NR6—, NR6, P(═O)(R6), —O—, —S—, SO or SO2;
- R6 is the same or different at each instance and is selected from H, D, F, Cl, Br, I, C(═O)R7, CN, Si(R7)3, N(R7)2, P(═O)(R7)2, OR7, S(═O)R7, S(═O)2R7, straight-chain alkyl or alkoxy groups having 1 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- where two or more R6 radicals may be joined to one another and may form a ring;
- where the alkyl, alkoxy, alkenyl and alkynyl groups mentioned and the aromatic ring systems and heteroaromatic ring systems mentioned are each substituted by R7 radicals;
- and where one or more CH2 groups in the alkyl, alkoxy, alkenyl and alkynyl groups mentioned may be replaced by —R7C═CR7—, —C≡C—, Si(R7)2, C═O, C═NR7, —C(═O)O—, —C(═O)NR7—, NR7, P(═O)(R7), —O—, —S—, SO or SO2;
- R7 is the same or different at each instance and is selected from H, D, F, Cl, Br, I, CN, alkyl or alkoxy groups having 1 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- where two or more R7 radicals may be joined to one another and may form a ring;
- and where the alkyl, alkoxy, alkenyl and alkynyl groups, aromatic ring systems and heteroaromatic ring systems mentioned may be substituted by one or more radicals selected from F and CN.
36 more elements
Dependencies are inferred from the claim text.