US 11,814,403 B2
Organic electroluminescent materials and devices
Hsiao-Fan Chen, Lawrence Township, NJ (US); Tyler Fleetham, Newtown, PA (US); Peter Wolohan, Princeton Junction, NJ (US); Jason Brooks, Philadelphia, PA (US); Pierre-Luc T. Boudreault, Pennington, NJ (US); Charles J. Stanton, III, Wilmington, DE (US); Olexandr Tretyak, Newark, DE (US); Raghupathi Neelarapu, Newark, DE (US); Katarina Rohlfing, Wilmington, DE (US); and Douglas Williams, Mullica Hill, NJ (US)
Assigned to UNIVERSAL DISPLAY CORPORATION, Ewing, NJ (US)
Filed by Universal Display Corporation, Ewing, NJ (US)
Filed on Mar. 3, 2020, as Appl. No. 16/807,877.
Application 16/807,877 is a continuation in part of application No. 16/718,355, filed on Dec. 18, 2019.
Application 16/718,355 is a continuation in part of application No. 16/211,332, filed on Dec. 6, 2018.
Application 16/211,332 is a continuation in part of application No. 15/967,732, filed on May 1, 2018.
Claims priority of provisional application 62/945,273, filed on Dec. 9, 2019.
Claims priority of provisional application 62/898,219, filed on Sep. 10, 2019.
Claims priority of provisional application 62/897,667, filed on Sep. 9, 2019.
Claims priority of provisional application 62/859,919, filed on Jun. 11, 2019.
Claims priority of provisional application 62/842,230, filed on May 2, 2019.
Claims priority of provisional application 62/834,666, filed on Apr. 16, 2019.
Claims priority of provisional application 62/823,922, filed on Mar. 26, 2019.
Claims priority of provisional application 62/524,080, filed on Jun. 23, 2017.
Claims priority of provisional application 62/524,086, filed on Jun. 23, 2017.
Prior Publication US 2020/0216481 A1, Jul. 9, 2020
This patent is subject to a terminal disclaimer.
Int. Cl. H01L 51/00 (2006.01); C07F 15/00 (2006.01); H10K 85/30 (2023.01); H10K 99/00 (2023.01)
CPC C07F 15/0086 (2013.01) [H10K 85/346 (2023.02); H10K 99/00 (2023.02)] 20 Claims
OG exemplary drawing
 
1. A compound comprising a structure of a formula selected from the group consisting of

OG Complex Work Unit Chemistry
wherein,
M is selected from the group consisting of Os, Pd, Pt, Ir, Cu, and Au;
at least one of RA1, RA2, RA3, RA4, RA5, or RA6 is a structure of

OG Complex Work Unit Chemistry
Y1A to Y4A are each independently C or N;
no more than two of Y1A to Y4A are N;
Z1 to Z13 are each independently C or N;
three consecutive Z1 to Z13 in the same ring cannot be N;
RA3, RA6, RM, RN, and RO each independently represent mono to the maximum allowable substitutions, or no substitution;
each RA1, RA2, RA3, RA4, RA5, RA6, RM, RN, and RO is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, boryl, and combinations thereof;
at least one RM, RN, or RO is not hydrogen;
M can be coordinated to other ligands;
any two substituents can be joined or fused to form a ring; and
provided that when the compound comprises is Formula V, and one of RA1 and RA2 is Formula VII, then at least one of RM, RN, and RO is selected from the group consisting of deuterium, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, aryl, heteroaryl, and combinations thereof.