Back to results
US 2023/0058635 A1Published application
Electronic device
AssigneeMerck Patent GmbH
InventorsFlorian MAIER-FLAIG, Christian EICKHOFF, Frank VOGES, Elvira MONTENEGRO, Teresa MUJICA-FERNAUD, Rémi Manouk ANÉMIAN, Aaron LACKNER, Jens ENGELHART
Life of this patent
Estimating the term…
Abstract
The present application relates to an electronic device, to the use thereof, and to a process for production thereof.
Claims25
-24. (canceled)
An electronic device comprising a first electrode, a second electrode and, arranged in between,
- an emitting layer E comprising a compound of a formula (E-1)
- for which:
- T is B, P, P(═O) or SiRE1;
- X is the same or different at each instance and is selected from O, S, NRE2 and C(RE2)2, where there must be at least one X present which is selected from O, S and NRE2;
- C1, C2 and C3 are the same or different and are selected from ring systems which have 5 to 40 ring atoms and are substituted by RE3 radicals;
- RE1 is selected from H, D, F, Cl, Br, I, C(═O)RE4, CN, Si(RE4)3, N(RE4)2, P(═O)(RE4)2, ORE4, S(═O)RE4, S(═O)2RE4, 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 the alkyl, alkoxy, alkenyl and alkynyl groups and the aromatic ring systems and heteroaromatic ring systems are each substituted by RE4 radicals;
- and where one or more CH2 groups in the alkyl, alkoxy, alkenyl and alkynyl groups optionally are replaced by —RE4C═CRE4—, —C≡C—, Si(RE4)2, C═O, C═NRE4, —C(═O)O—, —C(═O)NRE4—, NRE4, P(═O)(RE4), —O—, —S—, SO or SO2;
- RE2 is the same or different at each instance and is selected from H, D, F, Cl, Br, I, C(═O)RE4, CN, Si(RE4)3, N(RE4)2, P(═O)(RE4)2, ORE4, S(═O)RE4, S(═O)2RE4, 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 the alkyl, alkoxy, alkenyl and alkynyl groups and the aromatic ring systems and heteroaromatic ring systems are each substituted by RE4 radicals;
- and where one or more CH2 groups in the alkyl, alkoxy, alkenyl and alkynyl groups optionally are replaced by —RE4C═CRE4—, —C≡C—, Si(RE4)2, C═O, C═NRE4, —C(═O)O—, —C(═O)NRE4—, NRE4, P(═O)(RE4), —O—, —S—, SO or SO2;
- where two or more RE2 radicals may be joined to one another and may form a ring, and where one or more RE2 radicals may be joined via their RE4 radicals to a ring selected from C1, C2 and C3 and may form a ring;
- RE3 is the same or different at each instance and is selected from H, D, F, Cl, Br, I, C(═O)RE4, CN, Si(RE4)3, N(RE4)2, P(═O)(RE4)2, ORE4, S(═O)RE4, S(═O)2RE4, 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 RE3 radicals may be joined to one another and may form a ring;
- where the alkyl, alkoxy, alkenyl and alkynyl groups and the aromatic ring systems and heteroaromatic ring systems are each substituted by RE4 radicals;
- and where one or more CH2 groups in the alkyl, alkoxy, alkenyl and alkynyl groups optionally are replaced by —RE4C═CRE4—, —C≡C—, Si(RE4)2, C═O, C═NRE4, —C(═O)O—, —C(═O)NRE4—, NRE4, P(═O)(RE4), —O—, —S—, SO or SO2;
- RE4 is the same or different at each instance and is selected from H, D, F, Cl, Br, I, C(═O)RE5CN, Si(RE5)3, N(RE5)2, P(═O)(RE5)2, ORE5, S(═O)RE5, S(═O)2RE5, 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 RE4 radicals may be joined to one another and may form a ring;
- where the alkyl, alkoxy, alkenyl and alkynyl groups and the aromatic ring systems and heteroaromatic ring systems are each substituted by RE5 radicals;
- and where one or more CH2 groups in the alkyl, alkoxy, alkenyl and alkynyl groups optionally are replaced by —RE5C═CRE5—, —C≡C—, Si(RE5)2, C═O, C═NRE5, —C(═O)O—, —C(═O)NRE5—, NRE5, P(═O)(RE5), —O—, —S—, SO or SO2;
- RE5 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 RE5 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 optionally substituted by one or more radicals selected from F and CN;
- and p are the same or different and are 0 or 1, where p=0 and o=0 mean that the X group indicated by p or o together with its bonds to the rings C1, C2 and C3 is absent;
- a layer H1 which is disposed between the first electrode and the emitting layer and contains a compound of a formula (L-1), (L-2) or (L-3)
- for which:
- Z, when a —[Ar1]n—N(Ar2)2 group is bonded thereto, is C, and Z, when no —[Ar1]n—N(Ar2)2 group is bonded thereto, is the same or different at each instance and is N or CR1;
- Ar1 is the same or different at each instance and is an aromatic ring system which has 6 to 40 aromatic ring atoms and is substituted by R3 radicals, or a heteroaromatic ring system which has 5 to 40 aromatic ring atoms and is substituted by R3 radicals;
- Ar2 is the same or different at each instance and is an aromatic ring system which has 6 to 40 aromatic ring atoms and is substituted by R3 radicals, or a heteroaromatic ring system which has 5 to 40 aromatic ring atoms and is substituted by R3 radicals;
- R1 is the same or different at each instance and is selected from H, D, F, Cl, Br, I, C(═O)R4, CN, Si(R4)3, N(R4)2, P(═O)(R4)2, OR4, S(═O)R4, S(═O)2R4, 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 the alkyl, alkoxy, alkenyl and alkynyl groups and the aromatic ring systems and heteroaromatic ring systems are each substituted by R4 radicals;
- and where one or more CH2 groups in the alkyl, alkoxy, alkenyl and alkynyl groups optionally are replaced by —R4C═CR4—, —C≡C—, Si(R4)2, C═O, C═NR4, —C(═O)O—, —C(═O)NR4—, NR4, P(═O)(R4), —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)R4, CN, Si(R4)3, N(R4)2, P(═O)(R4)2, OR4, S(═O)R4, S(═O)2R4, 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 the alkyl, alkoxy, alkenyl and alkynyl groups and the aromatic ring systems and heteroaromatic ring systems are each substituted by R4 radicals;
- and where one or more CH2 groups in the alkyl, alkoxy, alkenyl and alkynyl groups optionally are replaced by —R4C═CR4—, —C≡C—, Si(R4)2, C═O, C═NR4, —C(═O)O—, —C(═O)NR4—, NR4, P(═O)(R4), —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)R4, CN, Si(R4)3, N(R4)2, P(═O)(R4)2, OR4, S(═O)R4, S(═O)2R4, 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 the alkyl, alkoxy, alkenyl and alkynyl groups and the aromatic ring systems and heteroaromatic ring systems are each substituted by R4 radicals;
- and where one or more CH2 groups in the alkyl, alkoxy, alkenyl and alkynyl groups optionally are replaced by —R4C═CR4—, —C≡C—, Si(R4)2, C═O, C═NR4, —C(═O)O—, —C(═O)NR4—, NR4, P(═O)(R4), —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)R5, CN, Si(R5)3, N(R5)2, P(═O)(R5)2, OR5, S(═O)R5, S(═O)2R5, 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 the alkyl, alkoxy, alkenyl and alkynyl groups and the aromatic ring systems and heteroaromatic ring systems are each substituted by R5 radicals;
- and where one or more CH2 groups in the alkyl, alkoxy, alkenyl and alkynyl groups optionally are replaced by —R5C═CR5—, —C≡C—, Si(R5)2, C═O, C═NR5, —C(═O)O—, —C(═O)NR5—, NR5, P(═O)(R5), —O—, —S—, SO or SO2;
- R5 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 R5 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 optionally substituted by one or more radicals selected from F and CN;
- n is the same or different at each instance and is 0, 1, 2, 3 or 4;
- k is 0 or 1;
- and
- a layer H2 disposed between layer H1 and the emitting layer.
49 more elements
Dependencies are inferred from the claim text.