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US 2016/0104848 A1Published application
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsPierre-Luc T. BOUDREAULT, Walter YEAGER, Chuanjun XIA
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Abstract
Novel ligands for metal complex compounds that are useful as a phosphorescent emitter in organic light emitting devices that incorporate fluorinated side chains in the ligands are disclosed. Such metal complex has at least one substituent R selected from the group consisting of partially fluorinated alkyl, partially fluorinated cycloalkyl, and combinations thereof, wherein R is directly bonded to an aromatic ring, In the compound, C having an F attached thereto is separated by at least one carbon atom from the aromatic ring.
Claims34
A composition comprising a first compound;
- wherein the first compound is capable of functioning as a phosphorescent emitter in an organic light emitting device at room temperature;
- wherein the first compound has at least one aromatic ring and at least one substituent R;
- wherein each of the at least one R is independently selected from the group consisting of partially fluorinated alkyl, partially fluorinated cycloalkyl, and combinations thereof;
- wherein each of the at least one R is directly bonded to one of the aromatic rings;
- wherein in each of the at least one R, C having an F attached thereto is separated by at least one carbon atom from the aromatic ring;
- wherein the first compound has the formula of M(L1)x(L2)y(L3)z;
- wherein L1, L2, and L3 can be the same or different;
- wherein x is 1, 2, or 3;
- wherein y is 0, 1, or 2;
- wherein z is 0, 1, or 2;
- wherein x+y+z is the oxidation state of the metal M;
- wherein L1, L2, and L3 are each independently selected from the group consisting of:
- wherein Ra, Rb, Rc, and Rd independently represent mono, di, tri, or tetra substitution, or no substitution;
- wherein Ra, Rb, Rc, and Rd are independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynl, aryl heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- wherein two adjacent substituents of Ra, Rb, Rc, Rd are optionally joined to form a ring or form a multidentate ligand;
- and
- wherein at least one of the Ra, Rb, Rc, and Rd includes at least one R.
14 more elements
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A first device comprising a first organic light emitting device, the first organic light emitting device comprising:
- an anode;
- a cathode;
- and
- an organic layer, disposed between the anode and the cathode, comprising a first compound, wherein the first compound is capable of functioning as a phosphorescent emitter at room temperature;
- wherein the first compound has at least one aromatic ring and at least one substituent R;
- wherein each of the at least one R is independently selected from the group consisting of partially fluorinated alkyl, partially fluorinated cycloalkyl, and combinations thereof;
- wherein each of the at least one R is directly bonded to one of the aromatic rings;
- and
- wherein in each of the at least one R, C having an F attached thereto is separated by at least one carbon atom from the aromatic ring;
- wherein the first compound has the formula of M(L1)x(L2)y(L3)z;
- wherein L1, L2, and L3 can be the same or different;
- wherein x is 1, 2, or 3;
- wherein y is 0, 1, or 2;
- wherein z is 0, 1, or 2;
- wherein x+y+z is the oxidation state of the metal M;
- wherein L1, L2, and L3 are each independently selected from the group consisting of:
- wherein Ra, Rb, Rc, and Rd independently represent mono, di, tri, or tetra substitution, or no substitution;
- wherein Ra, Rb, Rc, and Rd are independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- wherein two adjacent substituents of Ra, Rb, Rc, Rd are optionally joined to form a ring or form a multidentate ligand;
- and
- wherein at least one of the Ra, Rb, Rc, and Rd includes at least one R.
18 more elements
Dependencies are inferred from the claim text.