US 11,751,476 B2
Electron buffering material and organic electroluminescent device comprising the same
Sang-Hee Cho, Gyeonggi-do (KR); Jeong-Hwan Jeon, Gyeonggi-do (KR); Hong-Yeop Na, Gyeonggi-do (KR); Ji-Song Jun, Gyeonggi-do (KR); Jae-Hoon Shim, Gyeonggi-do (KR); Kyung-Hoon Choi, Gyeonggi-do (KR); Chi-Sik Kim, Gyeonggi-do (KR); and Young-Jun Cho, Gyeonggi-do (KR)
Assigned to Rohm and Haas Electronic Materials Korea Ltd.
Filed by ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD., Chungcheongnam-do (KR)
Filed on May 24, 2021, as Appl. No. 17/328,729.
Application 17/328,729 is a continuation of application No. 15/125,606, abandoned, previously published as PCT/KR2015/002580, filed on Mar. 17, 2015.
Claims priority of application No. 10-2014-0031264 (KR), filed on Mar. 17, 2014; and application No. 10-2015-0036184 (KR), filed on Mar. 16, 2015.
Prior Publication US 2021/0328155 A1, Oct. 21, 2021
Int. Cl. H10K 85/60 (2023.01); C07D 403/14 (2006.01); C07D 409/14 (2006.01); C07D 487/04 (2006.01); C07D 495/04 (2006.01); C07D 403/12 (2006.01); C07D 405/14 (2006.01); C07D 405/04 (2006.01); C07D 471/04 (2006.01); C07D 403/04 (2006.01); H10K 85/30 (2023.01); C07D 403/10 (2006.01); C09K 11/02 (2006.01); C09K 11/06 (2006.01); H10K 30/80 (2023.01); H10K 50/18 (2023.01); H10K 50/15 (2023.01)
CPC H10K 85/6572 (2023.02) [C07D 403/04 (2013.01); C07D 403/10 (2013.01); C07D 403/12 (2013.01); C07D 403/14 (2013.01); C07D 405/04 (2013.01); C07D 405/14 (2013.01); C07D 409/14 (2013.01); C07D 471/04 (2013.01); C07D 487/04 (2013.01); C07D 495/04 (2013.01); C09K 11/025 (2013.01); C09K 11/06 (2013.01); H10K 85/30 (2023.02); H10K 85/615 (2023.02); H10K 85/626 (2023.02); H10K 85/633 (2023.02); H10K 85/654 (2023.02); H10K 85/657 (2023.02); H10K 85/6574 (2023.02); H10K 85/6576 (2023.02); C09K 2211/1007 (2013.01); C09K 2211/1011 (2013.01); C09K 2211/1014 (2013.01); H10K 30/865 (2023.02); H10K 50/157 (2023.02); H10K 50/18 (2023.02)] 7 Claims
 
1. An organic electroluminescent device comprising a first electrode; a second electrode facing the first electrode; a light-emitting layer between the first electrode and the second electrode; and an electron transport zone and an electron buffer layer between the light-emitting layer and the second electrode,
wherein the light-emitting layer comprises a host and a dopant;
wherein the electron buffer layer comprises a compound comprising a nitrogen-containing heteroaryl selected from the compounds represented by the following formula 1:
H-(Cz-L1)a-M  (1)
wherein
Cz represents the following structure:

OG Complex Work Unit Chemistry
wherein the asterisks (*) denote the point of attachment to H and L1 in formula 1, and N of Cz is attached to L1;
R2 and R3 each independently represent hydrogen, deuterium, a substituted or unsubstituted (C1-C30)alkyl, an unsubstituted (C6-C30)aryl, or —SiR6R7R8;
R6 to R8 each independently represent a substituted or unsubstituted (C1-C30)alkyl, or a substituted or unsubstituted (C6-C30)aryl;
L1 represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (5- to 30-membered)heteroarylene;
M represents a substituted or unsubstituted (5- to 30-membered)heteroaryl;
a represents 1;
d each independently represent an integer of 1 to 3;
e each independently represent an integer of 1 to 4;
where d is an integer of 2 or 3, each of R2 may be the same or different; and
where e is an integer of 2 to 4, each of R3 may be the same or different, and
wherein the LUMO (lowest unoccupied molecular orbital) energy level of the electron buffer layer (Ab) and the LUMO energy level of the host (Ah) have the following equational relationship:
Ab≤Ah+0.5 eV.