Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsFadi M. JRADI, Peter WOLOHAN, Elena SHEINA, Nicholas J. THOMPSON
Life of this patent
Estimating the term…
Abstract
Provided are compounds which comprise at least a first structure comprising five rings which are fused together and contain one of the group consisting of B, Al, Ga, PO, and N as the central atom/group, and a second structure comprising a 5-membered nitrogen-containing ring to which two 6-membered rings are fused. 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 comprising at least one W1, one W2, and one W3;
- wherein W1 is a structure of Formula I:
- wherein X1-X11 are each independently C or N;
- wherein Y1 and Y2 are each independently selected from the group consisting of BR, BRR′, NR, PR, P(O)R, O, S, Se, C═O, C═S, C═Se, C═NR, C═CRR′, S═O, SO2, CR, CRR′, SiRR′, and GeRR′;
- wherein Z is selected from the group consisting of B, Al, Ga, PO, and N;
- wherein W2 is a structure of Formula II:
- wherein X12-X19 are each independently C or N;
- wherein W3 is a structure of Formula III or Formula IV:
- wherein X22-X31 are each independently C or N;
- wherein X32-X37 are each independently C or N;
- wherein RA, RB, RC, RD, RE, RF, RG, RH, RI, RJ, and RK each independently represent mono to the maximum amount of substitution, or no substitution;
- wherein each R, R′, RA, RB, RC, RD, RE, RF, RG, RH, RI, RJ, RK, and RX is independently a hydrogen or a substituent selected from the group 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, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, selenyl, and combinations thereof;
- wherein moieties I, J and K are each independently a monocyclic or fused polycyclic ring system comprised of one or more 5-membered or 6-membered carbocyclic or heterocyclic rings;
- wherein any two substituents may be joined or fused to form a ring;
- and
- wherein in at least one W2, no two or more RD or no two or more RE substituents are joined to form a ring;
- wherein at least one W2 does not have R joined to RD or RE to form a ring;
- and
- with the proviso that that the compound does not comprise one of the following structures:
An organic light emitting device (OL ED) comprising:
- an anode;
- a cathode;
- and
- an organic layer disposed between the anode and the cathode,
- wherein the organic layer comprises a compound comprising at least one W1, one W2, and one W3;
- wherein W1 is a structure of Formula I:
- wherein X1-X11 are each independently C or N;
- wherein Y1 and Y2 are each independently selected from the group consisting of BR, BRR′, NR, PR, P(O)R, O, S, Se, C═O, C═S, C═Se, C═NR, C═CRR′, S═O, SO2, CR, CRR′, SiRR′, and GeRR′;
- wherein Z is selected from the group consisting of B, Al, Ga, PO, and N;
- wherein W2 is a structure of Formula II:
- wherein X12-X19 are each independently C or N;
- wherein W3 is a structure of Formula III or Formula IV:
- wherein X22-X31 are each independently C or N;
- wherein X32-X37 are each independently C or N;
- wherein RA, RB, RC, RD, RE, RF, RG, RH, RI, RJ, and RK each independently represent mono to the maximum amount of substitution, or no substitution;
- wherein each R, R′, RA, RB, RC, RD, RE, RF, RG, RH, RI, RJ, RK, and RX is independently a hydrogen or a substituent selected from the group 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, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, selenyl, and combinations thereof;
- wherein moieties I, J and K are each independently a monocyclic or fused polycyclic ring system comprised of one or more 5-membered or 6-membered carbocyclic or heterocyclic rings;
- wherein any two substituents may be joined or fused to form a ring;
- and
- wherein in at least one W2, no two or more RD or no two or more RE substituents are joined to form a ring;
- wherein at least one W2 does not have R joined to RD or RE to form a ring;
- and
- with the proviso that that the compound does not comprise one of the following structures:
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 comprising at least one W1, one W2, and one W3;
- wherein W1 is a structure of Formula I:
- wherein X1-X11 are each independently C or N;
- wherein Y1 and Y2 are each independently selected from the group consisting of BR, BRR′, NR, PR, P(O)R, O, S, Se, C═O, C═S, C═Se, C═NR, C═CRR′, S═O, SO2, CR, CRR′, SiRR′, and GeRR′;
- wherein Z is selected from the group consisting of B, Al, Ga, PO, and N;
- wherein W2 is a structure of Formula II:
- wherein X12-X19 are each independently C or N;
- wherein W3 is a structure of Formula III or Formula IV:
- wherein X22-X31 are each independently C or N;
- wherein X32-X37 are each independently C or N;
- wherein RA, RB, RC, RD, RE, RF, RG, RH, RI, RJ, and RK each independently represent mono to the maximum amount of substitution, or no substitution;
- wherein each R, R′, RA, RB, RC, RD, RE, RF, RG, RH, RI, RJ, RK, and RX is independently a hydrogen or a substituent selected from the group 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, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, selenyl, and combinations thereof;
- wherein moieties I, J and K are each independently a monocyclic or fused polycyclic ring system comprised of one or more 5-membered or 6-membered carbocyclic or heterocyclic rings;
- wherein any two substituents may be joined or fused to form a ring;
- and
- wherein in at least one W2, no two or more RD or no two or more RE substituents are joined to form a ring;
- wherein at least one W2 does not have R joined to RD or RE to form a ring;
- and
- with the proviso that that the compound does not comprise one of the following structures:
Dependencies are inferred from the claim text.