Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsBin Ma, Edward Barron, Alan Deangelis, Walter Yeager, Zeinab Elshenawy, Harvey Wendt, Ting-Chih Wang, Kwang-Ohk Cheon, Chuanjun Xia
Life of this patent
Estimating the term…
Abstract
A compound having the formula (LA)mIr(LB)3-m, where LA is and LB is is disclosed. In the formula (LA)mIr(LB)3-m, LA and LB are different; each of X1 to X5 is C—RF or nitrogen; X is selected from O, S, and Se; each R1, R2, RB, RD, and RF is hydrogen or a substituent; R3 is alkyl, cycloalkyl, or a combination thereof; and m is 1 or 2. OLEDs, consumer products, and formulations including the compound are also disclosed.
Claims20
A compound having the formula (LA)mIr(LB)3-m (I);
- wherein LA is
- wherein LB is
- wherein RE represents mono or di-substitution, or no substitution;
- wherein R2 is mono, di, or tri-substitution, or no substitution;
- wherein R1, RB, and RF are each independently mono, di, tri, or tetra-substitution, or no substitution;
- wherein X1, X2, X3, and X4 are each independently CH or nitrogen, wherein the H in CH can be substituted by RF;
- wherein X is selected from the group consisting of O, S, and Se;
- wherein R1, R2, RB, RE, and RF are each independently selected from the group consisting of hydrogen, deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxyl, alkoxycarbonyl, cycloalkoxycarbonyl, heteroalkyloxycarbonyl, arylalkyloxycarbonyl, alkenyloxycarbonyl, cycloalkenyloxycarbonyl, heteroalkenyloxycarbonyl, alkynyloxycarbonyl, aryloxycarbonyl, heteroaryloxycarbonyl, nitrile, carbylamino, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- wherein two adjacent RF can be joined or fused to form a ring;
- wherein, in the ring that can be substituted by RE, the carbon bonded to the pyridine ring and the carbon coordinated to the Ir atom are adjacent to one another;
- wherein R3 is selected from the group consisting of alkyl, cycloalkyl, and combinations thereof;
- wherein R3 is optionally partially or fully deuterated;
- and
- wherein m is 1 or 2.
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 compound having the formula:
- where LA is
- wherein LB is
- wherein RE represents mono or di-substitution, or no substitution;
- wherein R2 is mono, di, or tri-substitution, or no substitution;
- wherein R1, RB, and RF are each independently mono, di, tri, or tetra-substitution, or no substitution;
- wherein X1, X2, X3, and X4 are each independently CH or nitrogen, wherein the H in CH can be substituted by RF;
- wherein X is selected from the group consisting of O, S, and Se;
- wherein R1, R2, RB, RE, and RF are each independently selected from the group consisting of hydrogen, deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxyl, alkoxycarbonyl, cycloalkoxycarbonyl, heteroalkyloxycarbonyl, arylalkyloxycarbonyl, alkenyloxycarbonyl, cycloalkenyloxycarbonyl, heteroalkenyloxycarbonyl, alkynyloxycarbonyl, aryloxycarbonyl, heteroaryloxycarbonyl, nitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- wherein two adjacent RF can be joined or fused to form a ring;
- wherein, in the ring that can be substituted by RE, the carbon bonded to the pyridine ring and the carbon coordinated to the Ir atom are adjacent to one another;
- wherein R3 is selected from the group consisting of alkyl, cycloalkyl, and combinations thereof;
- wherein R3 is optionally partially or fully deuterated;
- and
- wherein m is 1 or 2.
Dependencies are inferred from the claim text.