US 12,245,497 B2
Organic light emitting material
Renmao Liu, Beijing (CN); Xinfang Hao, Beijing (CN); Weizhou Huang, Beijing (CN); Zhihong Dai, Beijing (CN); Qi Zhang, Beijing (CN); Cuifang Zhang, Beijing (CN); Nannan Lu, Beijing (CN); Xueyu Lu, Beijing (CN); Dongdong Zhang, Beijing (CN); Yongjun Wu, Beijing (CN); Chi Yuen Raymond Kwong, Beijing (CN); and Chuanjun Xia, Beijing (CN)
Assigned to BEIJING SUMMER SPROUT TECHNOLOGY CO., LTD., Beijing (CN)
Filed by BEIJING SUMMER SPROUT TECHNOLOGY CO., LTD., Beijing (CN)
Filed on Jan. 11, 2021, as Appl. No. 17/145,696.
Claims priority of application No. 202010026581.1 (CN), filed on Jan. 10, 2020; and application No. 202011438481.6 (CN), filed on Dec. 11, 2020.
Prior Publication US 2021/0242411 A1, Aug. 5, 2021
This patent is subject to a terminal disclaimer.
Int. Cl. H01L 51/00 (2006.01); C07F 15/00 (2006.01); C09K 11/02 (2006.01); C09K 11/06 (2006.01); H10K 85/30 (2023.01); H10K 50/11 (2023.01)
CPC H10K 85/342 (2023.02) [C07F 15/0033 (2013.01); C09K 11/02 (2013.01); C09K 11/06 (2013.01); C07B 2200/05 (2013.01); C09K 2211/1007 (2013.01); C09K 2211/1029 (2013.01); C09K 2211/185 (2013.01); H10K 50/11 (2023.02)] 23 Claims
OG exemplary drawing
 
1. A metal complex, which has a general structure of M(La)m(Lb)n(Lc)q, wherein La, Lb and Lc are the first ligand, the second ligand and the third ligand coordinated to the metal M, respectively; wherein the metal M is a metal whose atomic mass is greater than 40;
wherein La, Lb and Lc may be optionally joined to form a multi-dentate ligand;
wherein m is 1 or 2, n is 1 or 2, q is 0 or 1, and m+n+q equals to the oxidation state of the metal M;
when m is greater than 1, La may be the same or different; and when n is greater than 1, Lb may be the same or different;
wherein the first ligand La has a structure represented by Formula 1:

OG Complex Work Unit Chemistry
wherein X1 to X4 are, at each occurrence identically or differently, selected from CR1 or N;
wherein Y1 to Y4 are, at each occurrence identically or differently, selected from CR2 or N;
wherein R2 is, at each occurrence identically or differently, selected from the group consisting of: hydrogen, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a nitrile group, an isonitrile group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
wherein R1 is, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a nitrile group, an isonitrile group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
in Formula 1, adjacent substituents can be optionally joined to form a ring;
wherein the second ligand Lb has a structure represented by Formula 2:

OG Complex Work Unit Chemistry
wherein Rt to Rz are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a nitrile group, an isonitrile group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
in Formula 2, adjacent substituents can be optionally joined to form a ring;
wherein the third ligand Le is a monoanionic bidentate ligand.