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US 10,381,576 B2Granted
Electronic device having an amine containing layer processed from solution
AssigneeMerck Patent GmbH
InventorsPhilipp Stoessel, Amir Hossain Parham, Christof Pflumm, Anja Jatsch, Joachim Kaiser, Herwig Buchholz
Life of this patent
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Abstract
The present application relates to an organic electroluminescent device (OLED) comprising an emitting layer, where the emitting layer includes a compound having a small difference between the energies of the S1 and T1 states, and further comprising a layer which has been applied from solution between the emitting layer and anode and comprises an amine compound. The present application further relates to a process for producing such an OLED.
Claims13
An organic electroluminescent device comprising
- an anode,
- a cathode,
- an emitting layer comprising an emitting compound having a magnitude of the difference between the energies of its S1 and T1 states of not more than 0.15 eV, and
- a layer which is disposed between the anode and the emitting layer and comprises an amine compound and has been applied from solution, and wherein the amine compound is selected from a polymer containing triarylamine groups comprises at least one structural unit corresponding to the following formula (I):
- where:
- Ar3, Ar4 is the same or different at each instance and is an aromatic ring system which has 6 to 40 aromatic ring atoms and may be substituted by one or more R3 radicals, or a heteroaromatic ring system which has 5 to 40 aromatic ring atoms and may be substituted by one or more R3 radicals;
- R3 is the same or different at each instance and is selected from H, D, F, Cl, Br, I, B(OR4)2, 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 mentioned and the aromatic ring systems and heteroaromatic ring systems mentioned may each be substituted by one or more R4 radicals;
- and where one or more CH2 groups in the alkyl, alkoxy, alkenyl and alkynyl groups mentioned may be 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, CN, alkyl groups having 1 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;
- and where the alkyl groups, aromatic ring systems and heteroaromatic ring systems mentioned may be substituted by F or CN;
- and
- the broken lines represent bonds to adjacent structural units in the polymer;
- where the energies of the S1 and T1 states of the emitting compound are determined via quantum-chemical calculations.
13 more elements
A process for producing an organic electroluminescent device comprising
- an anode,
- a cathode,
- an emitting layer comprising an emitting compound having a difference between the energies of its S1 and T1 states of not more than 0.15 eV, and
- a layer which is disposed between the anode and the emitting layer and comprises an amine compound, and wherein the amine compound is selected from a polymer containing triarylamine groups comprises at least one structural unit corresponding to the following formula (I):
- where:
- Ar3, Ar4 is the same or different at each instance and is an aromatic ring system which has 6 to 40 aromatic ring atoms and may be substituted by one or more R3 radicals, or a heteroaromatic ring system which has 5 to 40 aromatic ring atoms and may be substituted by one or more R3 radicals;
- R3 is the same or different at each instance and is selected from H, D, F, Cl, Br, I, B(OR4)2, 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 mentioned and the aromatic ring systems and heteroaromatic ring systems mentioned may each be substituted by one or more R4 radicals;
- and where one or more CH2 groups in the alkyl, alkoxy, alkenyl and alkynyl groups mentioned may be 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, CN, alkyl groups having 1 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;
- and where the alkyl groups, aromatic ring systems and heteroaromatic ring systems mentioned may be substituted by F or CN;
- and
- the broken lines represent bonds to adjacent structural units in the polymer;
- where the energies of the S1 and T1 states of the emitting compound are determined via quantum-chemical calculations and
- where the layer which is disposed between the anode and emitting layer and comprises an amine compound has been applied from solution.
14 more elements
Dependencies are inferred from the claim text.