US 12,133,458 B2
Organic electroluminescence device and nitrogen-containing compound for organic electroluminescence device
Mun-ki Sim, Seoul (KR); Junha Park, Gwacheon-si (KR); Jangyeol Baek, Yongin-si (KR); Hyoyoung Lee, Suwon-si (KR); Soo-byung Ko, Yongin-si (KR); Youngkook Kim, Suwon-si (KR); and Seokhwan Hwang, Suwon-si (KR)
Assigned to Samsung Display Co., Ltd., Yongin-si (KR)
Filed by Samsung Display Co., Ltd., Yongin-si (KR)
Filed on Apr. 5, 2019, as Appl. No. 16/377,046.
Claims priority of application No. 10-2018-0044497 (KR), filed on Apr. 17, 2018.
Prior Publication US 2019/0319196 A1, Oct. 17, 2019
Int. Cl. H10K 85/60 (2023.01); C07D 403/10 (2006.01); C07D 403/14 (2006.01); C07D 409/14 (2006.01); C09K 11/06 (2006.01); H10K 50/11 (2023.01)
CPC H10K 85/654 (2023.02) [C07D 403/10 (2013.01); C07D 403/14 (2013.01); C07D 409/14 (2013.01); C09K 11/06 (2013.01); H10K 85/6572 (2023.02); H10K 85/6576 (2023.02); C09K 2211/1018 (2013.01); H10K 50/11 (2023.02)] 21 Claims
OG exemplary drawing
 
1. An organic electroluminescence device, comprising:
a first electrode;
a hole transport region on the first electrode;
an emission layer on the hole transport region;
an electron transport region on the emission layer; and
a second electrode on the electron transport region,
wherein
the emission layer comprises a nitrogen-containing compound comprising a triazine moiety and a carbazole moiety,
when the triazine moiety and the carbazole moiety are connected through a phenylene group, the phenylene group is unsubstituted or substituted with only
I) a deuterium atom,
II) a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or
III) a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, and
in the carbazole moiety, one of position 2 or 7 is substituted, or at least two positions among 2, 3 and 7 are substituted,
wherein
1) each of positions 2 and 7 is independently substituted with a substituted or unsubstituted phenyl group, or a substituted or unsubstituted carbazole group,
2) one of position 2 or 7 is substituted with a substituted or unsubstituted phenyl group, or a substituted or unsubstituted carbazole group, and position 3 is substituted with a substituted or unsubstituted phenyl group,
3) at least one of position 2 or 7 is substituted with a substituted or unsubstituted carbazole group, or a substituted phenyl group,
4) the triazine moiety is substituted with a phenyl group that is substituted with a carbazole group, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, or
5) the triazine moiety and the carbazole moiety are connected through a phenylene group, and
the phenylene group is substituted with a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, and
wherein when one of position 2 or position 7 is a substituted or unsubstituted phenyl group and an other one of position 2 or position 7 is hydrogen, positions 3 and 6 are each hydrogen, and when the triazine moiety and the carbazole moiety are connected through meta or para position of the phenylene group substituted with a substituted aryl group, a substituent of the substituted aryl group is selected from the group consisting of a deuterium atom, a halogen atom, a nitro group, an amino group, a silyl group, a boron group, a phosphine oxide group, a phosphine sulfide group, an alkyl group, an alkenyl group, an aryl group, and a heterocyclic group,
when each of position 2 and position 7 is a substituted or unsubstituted phenyl group, and when the triazine moiety and the carbazole moiety are connected through meta or para position of the phenylene group substituted with a substituted aryl group, a substituent of the substituted aryl group is selected from the group consisting of a deuterium atom, a halogen atom, a nitro group, an amino group, a silyl group, a boron group, a phosphine oxide group, a phosphine sulfide group, an alkyl group, an alkenyl group, an aryl group, and a heterocyclic group,
when each of position 2 and position 7 is a substituted or unsubstituted phenyl group, and when the triazine moiety and the carbazole moiety are connected through meta or para position of an unsubstituted phenylene group, the triazine moiety is substituted with a heterocyclic group or a phenyl group that is substituted with a carbazole group, and
when the triazine moiety and the carbazole moiety are connected through ortho position of a phenylene group,
i) at least one of position 2 or position 7 is substituted with a substituted or unsubstituted carbazole group,
ii) one of position 2 or position 7 is substituted with a substituted or unsubstituted phenyl group, or a substituted or unsubstituted carbazole group, and position 3 is substituted with a substituted or unsubstituted phenyl group,
iii) one of position 2 or 7 is substituted with a substituted or unsubstituted phenyl group, and a remainder of position 2 or 7 is not substituted, and position 3 is not substituted, or
iv) the triazine moiety is substituted with a heterocyclic group.