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US 2022/0102655 A1Published application
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsHsiao-Fan CHEN, Jerald FELDMAN
Life of this patent
Estimating the term…
Abstract
A compound having a structure of Formula I, is provided. In Formula I, two of Z1, Z2, Z3, and Z4 are C and the other two are N; each of X1 to X16 is independently C or N; each of L1 and L2 is independently a direct bond or a linker; one of L1 and L2 is present; M is Pd or Pt; each RA, RB, RC, and RD is independently hydrogen or a substitutent selected from the General Substituent; and any two of RA, RB, RC, and RD can be joined or fused together to form a ring. Formulations, OLEDs, and consumer products including the compound of Formula I are also disclosed.
Claims20
A compound having a structure of Formula I:
- wherein:
- rings A and B are each independently a 5-membered or 6-membered carbocyclic or heterocyclic ring;
- either Z1 and Z4 are both C and Z2 and Z3 are both N, or Z1 and Z4 are both N and Z2 and Z3 are both C;
- each of X1-X16 is independently C or N;
- each of L1 and L2 is independently selected from the group consisting of a direct bond, BR, BRR′, NR, PR, O, S, Se, C═X, S═O, SO2, CR, CRR′, SiRR′, GeRR′, alkyl, cycloalkyl, aryl, heteroaryl, and combinations thereof;
- X is selected from the group consisting of O, S, Se, NR′, and CR″;
- a and b are each independently 0 or 1;
- a+b=1;
- when Z1 and Z4 are both C, a=0 or L1 is a direct bond;
- when Z1 and Z4 are both N, b=0 or L2 is a direct bond;
- when a=1, X1 and X8 are both C;
- when b=1, X7 and X14 are both C;
- M is Pd or Pt;
- RA, RB, RC, and RD each independently represents mono to the maximum allowable substitution, or no substitution;
- each R, R′, R″, RA, RB, RC, and RD is independently hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- and
- any two of R, R′, R″, RA, RB, RC, and RD can be joined or fused together to form a ring.
14 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 having a structure of Formula I:
- wherein:
- rings A and B are each independently a 5-membered or 6-membered carbocyclic or heterocyclic ring;
- either Z1 and Z4 are both C and Z2 and Z3 are both N, or Z1 and Z4 are both N and Z2 and Z3 are both C;
- each of X1-X16 is independently C or N;
- each of L1 and L2 is independently selected from the group consisting of a direct bond, BR, BRR′, NR, PR, O, S, Se, C═X, S═O, SO2, CR, CRR′, SiRR′, GeRR′, alkyl, cycloalkyl, aryl, heteroaryl, and combinations thereof;
- X is selected from the group consisting of O, S, Se, NR′, and CR″;
- a and b are each independently 0 or 1;
- a+b=1;
- when Z1 and Z4 are both C, a=0 or L1 is a direct bond;
- when Z1 and Z4 are both N, b=0 or L2 is a direct bond;
- when a=1, X1 and X8 are both C;
- when b=1, X7 and X14 are both C;
- M is Pd or Pt;
- RA, RB, RC, and RD each independently represents mono to the maximum allowable substitution, or no substitution;
- each R, R′, R″, RA, RB, RC, and RD is independently hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- and
- any two of R, R′, R″, RA, RB, RC, and RD can be joined or fused together to form a ring.
18 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 having a structure of Formula I:
- wherein:
- rings A and B are each independently a 5-membered or 6-membered cathocyclic or heterocyclic ring;
- either Z1 and Z4 are both C and Z2 and Z3 are both N, or Z1 and Z4 are both N and Z2 and Z3 are both C;
- each of X1-X16 is independently C or N;
- each of L1 and L2 is independently selected from the group consisting of a direct bond, BR, BRR′, NR, PR, O, S, Se, C═X, S═O, SO2, CR, CRR′, SiRR′, GeRR′, alkyl, cycloalkyl, aryl, heteroaryl, and combinations thereof;
- X is selected from the group consisting of O, S, Se, NR′, and CR″;
- a and b are each independently 0 or 1;
- a+b=1;
- when Z1 and Z4 are both C, a=0 or L1 is a direct bond;
- when Z1 and Z4 are both N, b=0 or L2 is a direct bond;
- when a=1, X1 and X8 are both C;
- when b=1, X7 and X14 are both C;
- M is Pd or Pt;
- RA, RB, RC, and RD each independently represents mono to the maximum allowable substitution, or no substitution;
- each R, R′, R″, RA, RB, RC, and RD is independently hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- and
- any two of R, R′, R″, RA, RB, RC, and RD can be joined or fused together to form a ring.
18 more elements
Dependencies are inferred from the claim text.