Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsNicholas J. THOMPSON, Tyler FLEETHAM
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Abstract
Provided are organic compounds comprising at least two rings, one of which is a 6-membered aromatic ring, wherein the compound comprises at least one substituent selected from the group consisting of carbazole, azacarbazole, 5λ2-benzo[d]benzo[4,5]imidazo[3,2-a]imidazole, and aza-5λ2-benzo[d]benzo[4,5]imidazo[3,2-a]imidazole, any of which may be further substituted. Also provided are formulations comprising these compounds. Further provided are organic light emitting devices (OLEDs) and related consumer products that utilize these compounds.
Claims20
A compound of Formula I,
- wherein Moiety B is a monocyclic ring comprising one 5-membered to 10-membered carbocyclic or heterocyclic ring, or a multicyclic fused ring system comprising at least two fused 5-membered to 10-membered carbocyclic or heterocyclic rings;
- X1 to X5 are each independently C or N;
- at least one of X1 to X4 is N;
- RA and RB are mono to the maximum allowable substitution or no substitution;
- each RA and RB is independently hydrogen or a substituent selected from the groups consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, boryl, arylalkyl, alkoxy, aryloxy, amino, silyl, germyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, selenyl, and combinations thereof;
- R1 is a substituent selected from the group consisting of carbazole, azacarbazole, X2-benzo[d]benzo[4,5]imidazo[3,2-a]imidazole, aza-5λ2-benzo[d]benzo[4,5]imidazo[3,2-a]imidazole, silyl, and germyl, any of which may be further substituted;
- R2 is a substituent selected from the group consisting of carbazole, azacarbazole, 5λ2-benzo[d]benzo[4,5]imidazo[3,2-a]imidazole, and aza-5λ2-benzo[d]benzo[4,5]imidazo[3,2-a]imidazole, any of which may be further substituted;
- and
- any two substituents may be joined or fused to form a ring,
- wherein the compound is not
The compound of claim 20, wherein all of X6 to X9 are C.
An organic light emitting device (OLED) comprising:
- an anode;
- a cathode;
- and
- an organic layer disposed between the anode and the cathode,
- wherein the organic layer comprises a compound of Formula I,
- wherein Moiety B is a monocyclic ring comprising one 5-membered to 10-membered carbocyclic or heterocyclic ring, or a multicyclic fused ring system comprising at least two fused 5-membered to 10-membered carbocyclic or heterocyclic rings;
- X1 to X5 are each independently C or N;
- at least one of X1 to X4 is N;
- RA and RB are mono to the maximum allowable substitution or no substitution;
- each RA and RB is independently hydrogen or a substituent selected from the groups consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, boryl, arylalkyl, alkoxy, aryloxy, amino, silyl, germyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, selenyl, and combinations thereof;
- R1 is a substituent selected from the group consisting of carbazole, azacarbazole, 5λ2-benzo[d]benzo[4,5]imidazo[3,2-a]imidazole, aza-5λ2-benzo[d]benzo[4,5]imidazo[3,2-a]imidazole, silyl, and germyl, any of which may be further substituted;
- R2 is a substituent selected from the group consisting of carbazole, azacarbazole, 5λ2-benzo[d]benzo[4,5]imidazo[3,2-a]imidazole, and aza-5λ2-benzo[d]benzo[4,5]imidazo[3,2-a]imidazole, any of which may be further substituted;
- and
- any two substituents may be joined or fused to form a ring,
- wherein the compound is not
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,
- wherein the organic layer comprises a compound of Formula I,
- wherein Moiety B is a monocyclic ring comprising one 5-membered to 10-membered carbocyclic or heterocyclic ring, or a multicyclic fused ring system comprising at least two fused 5-membered to 10-membered carbocyclic or heterocyclic rings;
- X1 to X5 are each independently C or N;
- at least one of X1 to X4 is N;
- RA and RB are mono to the maximum allowable substitution or no substitution;
- each RA and RB is independently hydrogen or a substituent selected from the groups consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, boryl, arylalkyl, alkoxy, aryloxy, amino, silyl, germyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, selenyl, and combinations thereof;
- R1 is a substituent selected from the group consisting of carbazole, azacarbazole, λ2-benzo[d]benzo[4,5]imidazo[3,2-a]imidazole, aza-5λ2-benzo[d]benzo[4,5]imidazo[3,2-a]imidazole, silyl, and germyl, any of which may be further substituted;
- R2 is a substituent selected from the group consisting of carbazole, azacarbazole, 5λ2-benzo[d]benzo[4,5]imidazo[3,2-a]imidazole, and aza-5λ2-benzo[d]benzo[4,5]imidazo[3,2-a]imidazole, any of
- which may be further substituted;
- and
- any two substituents may be joined or fused to form a ring,
- wherein the compound is not
Dependencies are inferred from the claim text.