Organic light emitting devices with electron blocking layers
AssigneeUniversity of Southern California
InventorsMark E. Thompson, Vadim Adamovich, Xiaofan Ren, Arnold Tamayo, Peter I. Djurovich
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Abstract
The present invention relates to organic light emitting devices (OLEDs), and more specifically to efficient OLEDs having electron blocking layers. The devices of the present invention comprise at least one electron blocking layer which functions to confine electrons to specific regions of the light emitting devices. The present invention also relates to materials for use as electron blockers that show increased stability when incorporated into an organic light emitting device.
Claims26
An organic light emitting device, comprising an electron blocking layer disposed adjacent to an emissive layer, wherein the electron blocking layer comprises a compound of the formula I
- wherein M is a metal;
- each A1 and A2 is, independently, a monodentate ligand;
- or A1 and A2 are covalently joined together to form a bidentate ligand;
- each of R1, R2, R3, R4, R5, R6, and R7 is, independently, H, alkyl, alkenyl, alkynyl, alkylaryl, CN, CF3, CxF2x+1, trifluorovinyl, CO2R, C(O)R, NR2, NO2, OR, halo, aryl, heteroaryl, substituted aryl, substituted heteroaryl or a heterocyclic group, and additionally, or alternatively, any one or more of R1 and R2, or R2 and R3, or R3 and R4, or R4 and R5, or R5 and R6, or R6 and R7 together form, independently, a fused 5- to 6-member cyclic group, wherein said cyclic group is cycloalkyl, cycloheteroalkyl, aryl, or heteroaryl, and wherein the fused 5- to 6-member cyclic group may be optionally substituted with one or more of alkyl, alkenyl, alkynyl, alkylaryl, CN, CF3, CxF2x+1, trifluorovinyl, CO2R, C(O)R, NR2, NO2, OR, halo;
- each R is independently H, alkyl, alkenyl, alkynyl, alkylaryl, and aryl;
- m is 1, 2, or 3;
- and
- n is 0, 1, or 2,
- wherein m+n equals 3.
An organic light emitting device, comprising an electron blocking layer disposed adjacent to an emissive layer, wherein the electron blocking layer comprises a compound of the formula III
- wherein M is a metal;
- each of R1, R2, R3, R4, R5, R6, and R7 is, independently, H, alkyl, alkenyl, alkynyl, alkylaryl, CN, CF3, CxF2x+1, trifluorovinyl, CO2R, C(O)R, NR2, NO2, OR, halo, aryl, heteroaryl, substituted aryl, substituted heteroaryl or a heterocyclic group, and additionally, or alternatively, any one or more of R1 and R2, or R2 and R3, or R3 and R4, or R4 and R5, or R5 and R6, or R6 and R7 together form, independently, a fused 5- to 6-member cyclic group, wherein said cyclic group is cycloalkyl, cycloheteroalkyl, aryl, or heteroaryl, and wherein the fused 5- to 6-member cyclic group may be optionally substituted with one or more of alkyl, alkenyl, alkynyl, alkylaryl, CN, CF3, CxF2x+1, trifluorovinyl, CO2R, C(O)R, NR2, NO2, OR, halo;
- and
- each R is independently H, alkyl, alkenyl, alkynyl, alkylaryl, and aryl.
An organic light emitting device comprising
- an anode;
- a hole transporting layer;
- an electron blocking layer comprising an electron blocking material;
- an emissive layer disposed adjacent to the electron blocking layer;
- an electron transporting layer;
- and
- a cathode;
- wherein the electron blocking material comprises a compound of the formula I
- wherein M is a metal;
- each A1 and A2 is, independently, a monodentate ligand;
- or A1 and A2 are covalently joined together to form a bidentate ligand;
- each of R1, R2, R3, R4, R5, R6, and R7 is, independently, H, alkyl, alkenyl, alkynyl, alkylaryl, CN, CF3, CxF2x+1, trifluorovinyl, CO2R, C(O)R, NR2, NO2, OR, halo, aryl, heteroaryl, substituted aryl, substituted heteroaryl or a heterocyclic group, and additionally, or alternatively, any one or more of R1 and R2, or R2 and R3, or R3 and R4, or R4 and R5, or R5 and R6, or R6 and R7 together form, independently, a fused 5- to 6-member cyclic group, wherein said cyclic group is cycloalkyl, cycloheteroalkyl, aryl, or heteroaryl, and wherein the fused 5- to 6-member cyclic group may be optionally substituted with one or more of alkyl, alkenyl, alkynyl, alkylaryl, CN, CF3, CxF2x+1, trifluorovinyl, CO2R, C(O)R, NR2, NO2, OR, halo;
- each R is independently H, alkyl, alkenyl, alkynyl, alkylaryl, and aryl;
- m is 1, 2, or 3;
- and
- n is 0, 1, or 2,
- wherein m+n equals 3.
Dependencies are inferred from the claim text.