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US 11,634,445 B2Granted
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsWei-Chun Shih, Pierre-Luc T. Boudreault, Bert Alleyne, Tyler Fleetham, Zhiqiang Ji, Hsiao-Fan Chen, Jerald Feldman
Life of this patent
Estimating the term…
Abstract
Provided is a compound comprising a first ligand LA of
Claims17
A compound having the structure of
- wherein,
- each X2 to X9 is C or N;
- the maximum number of X2 to X9 that are in the same ring as N is three;
- RA, RB, RC, and RD each represent mono to the maximum allowable substitution, or no substitution;
- M is Pd or Pt;
- ring C and ring D are each independently a 5-membered or 6-membered carbocyclic or heterocyclic ring;
- Z1 and Z2 are each independently C or N;
- W1 and W2 are each independently C or N;
- each RA and RB is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, boryl, and combinations thereof;
- each RC and RD is independently a hydrogen or a substituent selected from the group consisting of deuterium, fluorine, alkyl, cycloalkyl, heteroalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, aryl, heteroaryl, nitrile, isonitrile, sulfanyl, boryl, and combinations thereof;
- L1, L2, and L3 are each independently a 1 atom or 2 atom linker, or a direct bond;
- m and p are each independently 0 or 1;
- n is 1
- m+n+p=2 or3;
- M can be coordinated to other ligands;
- and
- any two substituents can be joined or fused together to form a ring.
14 more elements
A compound selected from the group consisting of:
- wherein,
- X2 to X9, X11 to X14, and A1 to A10 are each independently C or N, such that the maximum number of N atoms in the same ring is 3;
- RA, RB, RC, RD, RE and RF each represent mono to the maximum allowable substitution, or no substitution;
- LA is complexed to a metal M;
- M is Pd or Pt;
- each RA and RB is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, boryl, and combinations thereof;
- each RC, RD, RE, and RF is independently a hydrogen or a substituent selected from the group consisting of deuterium, fluorine, alkyl, cycloalkyl, heteroalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, aryl, heteroaryl, nitrile, isonitrile, sulfanyl, boryl, and combinations thereof;
- L4 represents a linker;
- RX and RY are each independently selected from the group consisting of alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, aryl, heteroaryl, and combinations thereof;
- M can be coordinated to other ligands;
- the ligand LA can be linked with other ligands to comprise a tridentate, tetradentate, pentadentate, or hexadentate ligand;
- and
- any two substituents can be joined or fused together to form a ring.
10 more elements
An organic light emitting device (OLED) comprising:
- an anode;
- a cathode;
- and an organic layer, disposed between the anode and the cathode, comprising a compound having the structure
- wherein,
- each X2 to X9 is C or N;
- the maximum number of X2 to X9 that are in the same ring as N is three;
- RA, RB , RC, and RD each represent mono to the maximum allowable substitution, or no substitution;
- M is Pd or Pt;
- ring C and ring D arc each independently a 5-membered or 6-membered carbocyclic or heterocyclic ring;
- Z1 and Z2 are each independently C or N;
- W1 and W2 are each independently C or N;
- each RA and RB is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, boryl, and combinations thereof;
- each RC and RD is independently a hydrogen or a substituent selected from the group consisting of deuterium, fluorine, alkyl, cycloalkyl, heteroalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, aryl, heteroaryl, nitrile, isonitrile, sulfanyl, boryl, and combinations thereof;
- L1, L2, and L3 are each independently a 1 atom or 2 atom linker, or a direct bond;
- m and p are each independently 0 or 1;
- n is 1
- m+n+p=2 or 3;
- M can be coordinated to other ligands;
- and
- any two substituents can be joined or fused together to form a ring.
17 more elements
A consumer product comprising an organic light-emitting device (OLED) comprising:
- an anode;
- a cathode;
- and
- an organic layer, disposed between the anode and the cathode, comprising a compound having the structure
- wherein,
- each X2 to X9 is C or N;
- the maximum number of X2 to X9 that are in the same ring as N is three;
- RA, RB, RC, and RD each represent mono to the maximum allowable substitution, or no substitution;
- M is Pd or Pt;
- ring C and ring D are each independently a 5-membered or 6-membered carbocyclic or heterocyclic ring;
- Z1 and Z2 are each independently C or N;
- W1 and W2 are each independently C or N;
- each RA and RB is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, boryl, and combinations thereof;
- each RC and RD is independently a hydrogen or a substituent selected from the group consisting of deuterium, fluorine, alkyl, cycloalkyl, heteroalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, aryl, heteroaryl, nitrile, isonitrile, sulfanyl, boryl, and combinations thereof;
- L1 , L2, and L3 are each independently a 1 atom or 2 atom linker, or a direct bond;
- m and p are each independently 0 or 1;
- n is 1
- m+n+p=2 or 3;
- M can be coordinated to other ligands;
- and
- any two substituents can be joined or fused together to form a ring.
18 more elements
Dependencies are inferred from the claim text.