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US 11,889,708 B2Granted
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsTyler Fleetham, Nicholas J. Thompson, Peter Wolohan
Life of this patent
Estimating the term…
Abstract
Provided are ortho-substituted biphenyl compounds with one or more bicarbazole linkages. Also provided are formulations comprising these ortho-substituted biphenyl compounds. Further provided are OLEDs and related consumer products that utilize these ortho-substituted biphenyl compounds.
Claims18
A compound comprising a structure of Formula I
- wherein Yi is
- and Yj is
- wherein:
- RA, RB, RC, and RD each independently represents zero, mono, di-substitution or the maximum allowable substitution;
- each RA, RB, RC, and RD 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, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- at least one of RA, RB, RC, and RD comprises a carbazole moiety;
- each of X1-X16 is independently C or N;
- any two of RA, RB, RC, and RD can be joined or fused together to form a ring;
- and
- wherein Yi is selected from the group consisting of:
- wherein X17-X32 are each independently C or N;
- RE, RF, RG, and RH each independently represents zero, mono, di-substitution or the maximum allowable substitution;
- each RE, RF, RG, and RH 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, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- and
- any two of RE, RF, RG, and RH can be joined or fused together to form a ring.
12 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 Yi is
- and Yj is
- wherein:
- RA, RB, RC, and RD each independently represents zero, mono, di-substitution or the maximum allowable substitution;
- each RA, RB, RC, and RD 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, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- at least one of RA, RB, RC, and RD comprises a carbazole moiety;
- each of X1-X16 is independently C or N;
- any two substituents can be joined or fused together to form a ring;
- and
- wherein Yi is selected from the group consisting of:
- wherein X17-X32 are each independently C or N;
- RE, RF, RG, and RH each independently represents zero, mono, di-substitution or the maximum allowable substitution;
- each RE, RF, RG, and RH 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, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- and
- any two of RE, RF, RG, and RH can be joined or fused together to form a ring.
16 more elements
A consumer product comprising an organic light-emitting device 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 Yi is
- and Yj is
- wherein:
- RA, RB, RC, and RD each independently represents zero, mono, di-substitution or the maximum allowable substitution;
- each RA, RB, RC, and RD 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, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- at least one of RA, RB, RC, and RD comprises a carbazole moiety;
- each of X1-X16 is independently C or N;
- any two substituents can be joined or fused together to form a ring;
- and
- wherein Yi is selected from the group consisting of:
- wherein X17-X32 are each independently C or N;
- RE, RF, RG, and RH each independently represents zero, mono, di-substitution or the maximum allowable substitution;
- each RE, RF, RG, and RH 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, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- and
- any two of RE, RF, RG, and RH can be joined or fused together to form a ring.
17 more elements
Dependencies are inferred from the claim text.