US 12,232,411 B2
Metal compounds, methods, and uses thereof
Jian Li, Tempe, AZ (US); and Guijie Li, Zhejiang (CN)
Assigned to ARIZONA BOARD OF REGENTS ON BEHALF OF ARIZONA STATE UNIVERSITY, Scottsdale, AZ (US)
Filed by ARIZONA BOARD OF REGENTS ON BEHALF OF ARIZONA STATE UNIVERSITY, Scottsdale, AZ (US)
Filed on Jul. 27, 2021, as Appl. No. 17/385,968.
Application 17/385,968 is a continuation of application No. 16/834,229, filed on Mar. 30, 2020, granted, now 11,114,626.
Application 16/834,229 is a continuation of application No. 15/882,358, filed on Jan. 29, 2018, granted, now 10,622,571.
Application 15/882,358 is a continuation of application No. 14/430,454, granted, now 9,882,150, previously published as PCT/US2013/061353, filed on Sep. 24, 2013.
Claims priority of provisional application 61/704,880, filed on Sep. 24, 2012.
Prior Publication US 2021/0391545 A1, Dec. 16, 2021
This patent is subject to a terminal disclaimer.
Int. Cl. H01L 51/00 (2006.01); C07F 15/00 (2006.01); C09K 11/06 (2006.01); H10K 85/30 (2023.01); H10K 30/00 (2023.01); H10K 50/11 (2023.01); H10K 50/125 (2023.01); H10K 101/10 (2023.01)
CPC H10K 85/346 (2023.02) [C07F 15/0086 (2013.01); C09K 11/06 (2013.01); C09K 2211/1007 (2013.01); C09K 2211/1029 (2013.01); C09K 2211/1033 (2013.01); C09K 2211/1037 (2013.01); C09K 2211/1044 (2013.01); C09K 2211/1059 (2013.01); C09K 2211/185 (2013.01); H10K 30/00 (2023.02); H10K 50/11 (2023.02); H10K 50/125 (2023.02); H10K 2101/10 (2023.02); Y02E 10/549 (2013.01)] 12 Claims
 
1. A compound having the formula

OG Complex Work Unit Chemistry
wherein each of L1, L2, L3, and L4 independently is a substituted or unsubstituted aryl, cycloalkyl, cycloalkenyl, heterocyclyl, heteroaryl, carbene, or N-heterocyclic carbene;
Z1, Z2, and Z3 independently is a single bond, A, A1, or A2;
wherein each of A, A1, and A2 independently is O, S, S═O, SO2, Se, NR3, PR3, RP═O, CR1R2, C═O, SiR1R2, GeR1R2, BH, P(O)H, PH, NH, CR1H, CH2, SiH2, SiHR1, or BR3;
wherein M is Pt, Pd, Au, Ir, Rh, Ru, Fe, Co, Ni, Cu, Zn, Ag, Hg, Cd, or Zr;
wherein at least one of L1, L2, L3, or L4 comprises

OG Complex Work Unit Chemistry
 wherein m and n independently is an integer from 0 to 4;
wherein each of V and Y independently is V1, V2, V3, V4, O, S, S═O, SO2, Se, N, NR3, PR3, R1P═O, CR1R2, C═O, SiR1R2, GeR1R2, BH, P(O)H, PH, NH, CR1H, CH2, SiH2, SiHR1, or BR3,
wherein X is BR3;
wherein at least one of V or Y is V1, V2, V3, or V4;
wherein each of V1, V2, V3, and V4 independently is coordinated to M;
wherein each of V1, V2, V3, and V4 independently is N, C, CH, P, B, SiH, or Si; provided that at least one of V2 or V3 is C; and
wherein each of R, R1, R2, and R3 independently is hydrogen, aryl, cycloalkyl, cycloalkenyl, heterocyclyl, heteroaryl, alkyl, alkenyl, alkynyl, deuterium, halogen, hydroxyl, thiol, nitro, cyano, amino, a mono- or di-alkylamino, a mono- or diaryl amino, alkoxy, aryloxy, haloalkyl, aralkyl, ester, nitrile, isonitrile, alkoxycarbonyl, acylamino, alkoxycarbonylamino, aryloxycarbonylamino, sulfonylamino, sulfamoyl, carbamoyl, alkylthio, sulfinyl, ureido, phosphoramide, amercapto, sulfo, carboxyl, hydrazino, substituted silyl, or polymerizable, or any conjugate or combination thereof.