US 2026/0107677 A1 · ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES

Abstract

A compound having a structure of Formula I, is provided. In Formula I, moiety A is a monocyclic ring or a polycyclic fused ring system; M is Pt or Pd; each of X1 to X18, T1 to T4, Z1, and Z2 is C or N; C* is a carbene carbon; each of A1 and A2 is a linking atom; Y1 is a linking atom; each of L1 and L2 is a direct bond or a linking atom; each of K1 to K4 is a direct bond or a linking atom; and each R is hydrogen or a General Substituent defined herein. Formulations, OLEDs, and consumer products containing the compound are also provided.

A compound comprising a structure of Formula I,

wherein:
moiety A is a monocyclic ring or a polycyclic fused ring system, wherein the monocyclic ring or each ring of the polycyclic fused ring system is independently a 5-membered to 10-membered carbocyclic or heterocyclic ring;
M is Pt or Pd;
each of X1 to X18, T1 to T4, Z1, and Z2 is independently C or N;
C* is a carbene carbon;
each of A1 and A2 is independently selected from the group consisting of C, Si, N, B, P, and As;
Y1 is selected from the group consisting of C, N, O, S, Se, P, and As;
if Y1 is O, S, or Se, then A2, R2, and R3 are not present;
each of L1 and L2 is independently selected from the group consisting of a direct bond, 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′, GeRR′, and combinations of any two thereof;
each of K1, K2, K3, and K4 is independently selected from the group consisting of a direct bond, O, S, N(Rα), P(Rα), B(Rα), C(Rα)(Rβ), and Si(Rα)(Rβ);
each of R1, R2, R3, RA, RB, RC, RD, RE, RF, RG, and RH independently represents mono to the maximum allowable substitution, or no substitution;
each R, R′, Rα, Rβ, R1, R2, R3, RA, RB, RC, RD, RE, RF, RG, and RH is independently a hydrogen, or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, germyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, selenyl, and combinations thereof;
each independently represents a single bond or a double bond;
with the proviso that there are no two RC that are identical and not H;
with the proviso that if RC on X1 and RD on X10 are not joined, then at least one of RA, RB, RD, or RE comprises Formula Ia or at least one RC comprises Formula Ia, Formula Ib, or Formula Ic;
wherein Formula Ia comprises
Formula Ib comprises
Formula Ic comprises
wherein each of X19 to X34 is C or N;
Y2 is 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′, GeRR′;
at least two of RH are other than H or D;
and each RG is D;
with the proviso that if RC on X1 and RD on X10 are joined to form a structure of Formula II,
then at least one of the following statements is true:
(1) at least one RE is not H;
(2) at least one RC or RF is not H or D;
(3) RB on T2 is not H when T2 is carbon;
(4) at least one of X2 to X13, T1 to T4 is N;
or
(5) at least one RA, RB, RC, RD, RE, or RF comprises a structure of Formula Ia, Formula Ib, or Formula Ic;
with the proviso that if the compound has a structure of Formula II and each of X2 to X13 is C, then RD on X3 and RE on X14 are not joined or fused to form a ring;
and
with the proviso that if the compound has a structure of Formula II, where each of X2 to X13 is C, R* and each RE are H, and none of RA, RB, RC, RD, RE, or RF comprises a structure of Formula Ia where any RH or RG is D, or exactly one of RA, RB, RC, RD, RE, or RF comprises Formula Ib or exactly one of RA, RB, RC, RD, RE, or RF comprises Formula Ic, then each of the following conditions is true:
(i) if exactly two of RB, two of RC, two of RD, or two of RF are joined to form a ring, then two RB on C2 and C3, two RC on X3, X4, or X5, two RF on X7 and X8, or two RD on X11 and X12 do not join to form a 5 or 6-membered ring;
(ii) if exactly one RC is not H or D, then at least one RF is not H or D;
(iii) if RF on X6 is not H or D, then at least one RC or RD is not H or D;
(iv) if RF on X9 is not H or D, then at least one RC is not H or D;
and
(v) if X14 is N, then at least one pair of RB, RC, RD, or RF are joined or fused to form a ring.

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Organic electroluminescent materials and devices

Life of this patent

Organic electroluminescent materials and devices

Life of this patent

Abstract

Claims20