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US 2024/0196734 A1Published application
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsPeter WOLOHAN, Tyler FLEETHAM
Life of this patent
Estimating the term…
Abstract
Provided am compounds comprising a carbocyclic or heterocyclic 6-membered ring as the central moiety to which at least two amine groups am directly substituted, wherein each amine group comprises at least two substituted or unsubstituted aryl or heteroaryl groups which are fused together to form a ring. 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
- X1 and X2 are each independently CR or N;
- R1-R4 are selected from a substituted or unsubstituted aryl or heteroaryl;
- R1 and R2 are joined together to form a ring;
- R3 and R4 are joined together to form a ring;
- Each R and R5 is independently 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;
- at least one of R1-R5 comprises a group selected from the group consisting of SiA1A2A3 or GeA1A2A3;
- A1-A3 am hydrogen or 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;
- with the proviso that none of A1-A3 are joined to form a ring;
- and
- with the proviso that if R3 is a triphenyl silyl group;
- then at least one of R1-R4 is a substituted or unsubstituted heterocyclic ring, and the compound is not
9 more elements
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
- X1 and X2 are each independently CR or N;
- R1-R4 are selected from a substituted or unsubstituted aryl or heteroaryl;
- R1 and R2 are joined together to form a ring;
- R3 and R4 are joined together to form a ring;
- Each R and R5 is independently 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;
- at least one of R1-R3 comprises a group selected from the group consisting of SiA1A2A3 or GeA1A2A3;
- A1-A3 are hydrogen or 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;
- with the proviso that none of A1-A3 are joined to form a ring;
- with the proviso that if R5 is a triphenyl silyl group;
- then at least one of R1-R4 is a substituted or unsubstituted heterocyclic ring, and the compound is not
12 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,
- wherein the organic layer comprises a compound of Formula I
- wherein
- X1 and X2 are each independently CR or N;
- R1-R2 are selected from a substituted or unsubstituted aryl or heteroaryl;
- R1 and R2 are joined together to form a ring;
- R3 and R4 are joined together to form a ring;
- Each R and R5 is independently 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;
- at least one of R1-R5 comprises a group selected from the group consisting of SiA1A2A3 or GeA1A2A3;
- A1-A3 are hydrogen or 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;
- with the proviso that none of A1-A3 are joined to form a ring;
- with the proviso that if R5 is a triphenyl silyl group;
- then at least one of R1-R4 is a substituted or unsubstituted heterocyclic ring, and the compound is not
13 more elements
Dependencies are inferred from the claim text.