US 12,207,550 B2
Organic electroluminescent materials and devices
Hualong Ding, Beijing (CN); Chuanjun Xia, Beijing (CN); Renmao Liu, Beijing (CN); Zhihao Cui, Beijing (CN); and Chi Yuen Raymond Kwong, Beijing (CN)
Assigned to BEIJING SUMMER SPROUT TECHNOLOGY CO., LTD., (CN)
Filed by BEIJING SUMMER SPROUT TECHNOLOGY CO., LTD., Beijing (CN)
Filed on Jan. 5, 2021, as Appl. No. 17/141,386.
Claims priority of provisional application 62/958,498, filed on Jan. 8, 2020.
Claims priority of application No. 202011492131.8 (CN), filed on Dec. 16, 2020.
Prior Publication US 2021/0296594 A1, Sep. 23, 2021
Int. Cl. H01L 51/54 (2006.01); C07D 487/04 (2006.01); C07D 487/14 (2006.01); H10K 85/60 (2023.01); H10K 50/17 (2023.01)
CPC H10K 85/6572 (2023.02) [C07D 487/04 (2013.01); C07D 487/14 (2013.01); H10K 85/611 (2023.02); H10K 50/17 (2023.02)] 26 Claims
 
1. A compound having Formula 1:

OG Complex Work Unit Chemistry
wherein
X1 and X2 are each independently selected from the group consisting of CR and N;
X and Y are each independently selected from the group consisting of O, S, Se, NR′ and CR″R′″;
Z1 and Z2 are each independently selected from the group consisting of CR and N; and when Z1 and Z2 are both CR, at least one of X and Y is S, Se, NR′, or CR″R′″;
RN is, at each occurrence identically or differently, selected from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, a carboxylic acid group, an ester group, cyano, isocyano, SCN, OCN, SF5, sulfinyl, sulfonyl, phosphoroso, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted arylalkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, and combinations thereof;
R, R′, R″ and R′″ are, at each occurrence identically or differently, selected from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, a carboxylic acid group, an ester group, cyano, isocyano, SCN, OCN, SF5, boranyl, sulfinyl, sulfonyl, phosphoroso, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted arylalkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, and combinations thereof;
at least one of R, R′, R″ and R′″ is a group having at least one electron-withdrawing group;
any adjacent R, R′, R″ and R′″ substituents may be optionally joined to form a ring.