US 11,957,047 B2
Organic electroluminescent materials and devices
Lichang Zeng, Lawrenceville, NJ (US); Suman Layek, Lawrenceville, NJ (US); Pierre-Luc T. Boudreault, Pennington, NJ (US); Zeinab Elshenawy, Holland, PA (US); Gregg Kottas, Ewing, NJ (US); Alexey Borisovich Dyatkin, Ambler, PA (US); Scott Joseph, Ewing, NJ (US); Vadim Adamovich, Yardley, PA (US); Chuanjun Xia, Lawrenceville, NJ (US); Ting-Chih Wang, Lawrenceville, NJ (US); and Walter Yeager, Yardley, PA (US)
Assigned to UNIVERSAL DISPLAY CORPORATION, Ewing, NJ (US)
Filed by Universal Display Corporation, Ewing, NJ (US)
Filed on Aug. 15, 2022, as Appl. No. 17/887,762.
Application 16/380,057 is a division of application No. 14/734,712, filed on Jun. 9, 2015, granted, now 10,297,762, issued on May 21, 2019.
Application 17/887,762 is a continuation of application No. 17/152,104, filed on Jan. 19, 2021, granted, now 11,456,423.
Application 17/152,104 is a continuation of application No. 16/380,057, filed on Apr. 10, 2019, granted, now 11,024,811, issued on Jun. 1, 2021.
Claims priority of provisional application 62/022,300, filed on Jul. 9, 2014.
Claims priority of provisional application 62/038,925, filed on Aug. 19, 2014.
Claims priority of provisional application 62/060,192, filed on Oct. 6, 2014.
Claims priority of provisional application 62/083,490, filed on Nov. 24, 2014.
Prior Publication US 2023/0130110 A1, Apr. 27, 2023
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 251/24 (2006.01); C07D 405/10 (2006.01); C07D 409/04 (2006.01); C07D 409/10 (2006.01); C07D 421/10 (2006.01); C09K 11/02 (2006.01); C09K 11/06 (2006.01); H10K 85/30 (2023.01); H10K 85/60 (2023.01); H10K 50/11 (2023.01); H10K 50/16 (2023.01); H10K 101/10 (2023.01)
CPC H10K 85/654 (2023.02) [C07D 251/24 (2013.01); C07D 405/10 (2013.01); C07D 409/04 (2013.01); C07D 409/10 (2013.01); C07D 421/10 (2013.01); C09K 11/025 (2013.01); C09K 11/06 (2013.01); H10K 85/342 (2023.02); H10K 85/626 (2023.02); H10K 85/6574 (2023.02); H10K 85/6576 (2023.02); C09K 2211/1007 (2013.01); C09K 2211/1059 (2013.01); C09K 2211/1092 (2013.01); C09K 2211/1096 (2013.01); C09K 2211/185 (2013.01); H10K 50/11 (2023.02); H10K 50/16 (2023.02); H10K 2101/10 (2023.02)] 17 Claims
OG exemplary drawing
 
1. A composition of materials comprising a first compound, wherein the first compound has a formula:

OG Complex Work Unit Chemistry
wherein G1 is selected from the group consisting of dibenzofuran, dibenzothiophene, dibenzoselenophene, and fluorene;
wherein L1, L2 and L3 are each independently selected from the group consisting of direct bond, phenyl, biphenyl, terphenyl, pyridine, pyrimidine, and combinations thereof;
wherein G4 is selected from the group consisting of phenyl, biphenyl, terphenyl, naphthalene, phenanthrene, pyridine, pyrimidine, pyrazine, quinoline, isoquinoline, phenanthroline, and combinations thereof;
wherein G2, G3, and G5 are each independently selected from the group consisting of phenyl, biphenyl, terphenyl, fluorene, naphthalene, phenanthrene, pyridine, pyrimidine, pyrazine, quinoline, isoquinoline, phenanthroline, aza-fluorene, and combinations thereof;
wherein G2, G3, G4, and G5 are each optionally further substituted with one or more unfused substituents selected from the group consisting of deuterium, alkyl, alkoxyl, cycloalkyl, cycloalkoxyl, halogen, nitro, nitrile, silyl, phenyl, biphenyl, terphenyl, pyridine, and combinations thereof;
wherein m is an integer from 0 to 7,
wherein n is an integer from 0 to 4;
wherein, when m or n is larger than 1, each G4 or G5 can be same or different;
wherein, when n is 0, m is equal to or greater than 1 and each G4 is selected from the group consisting of phenyl and biphenyl;
wherein when n is equal to or greater than 1, L1 is not a direct bond;
wherein m+n is at least 1;
if L1 is phenyl, then at least one of the following is true: (i) n is 0, (ii) n is 1 and G5 is not biphenyl, or (iii) m+n is at least 2, and
wherein at least one of the following is true:
(a) m is at least 2;
(b) at least one G4 is not phenyl; or
(c) at least one of L1, L2, L3, G2, G3, or G4 comprises a heteroatom.