US 11,930,702 B2
Organic electroluminescence device and diamine compound for organic electroluminescence device
Takao Sakuma, Yokohama (JP)
Assigned to Samsung Display Co., Ltd., Yongin-si (KR)
Filed by Samsung Display Co., Ltd., Yongin-si (KR)
Filed on Nov. 16, 2020, as Appl. No. 17/099,550.
Claims priority of application No. 10-2019-0154806 (KR), filed on Nov. 27, 2019; and application No. 10-2020-0081721 (KR), filed on Jul. 2, 2020.
Prior Publication US 2022/0344589 A1, Oct. 27, 2022
Int. Cl. C07C 211/54 (2006.01); H10K 85/60 (2023.01); C07C 211/58 (2006.01); C07D 333/76 (2006.01); C09K 11/06 (2006.01); H10K 50/11 (2023.01); H10K 50/15 (2023.01); H10K 50/17 (2023.01); H10K 50/18 (2023.01); H10K 50/16 (2023.01)
CPC H10K 85/633 (2023.02) [C07C 211/54 (2013.01); C07C 211/58 (2013.01); C07D 333/76 (2013.01); C09K 11/06 (2013.01); H10K 85/636 (2023.02); C09K 2211/1007 (2013.01); C09K 2211/1011 (2013.01); C09K 2211/1014 (2013.01); C09K 2211/1018 (2013.01); H10K 50/11 (2023.02); H10K 50/15 (2023.02); H10K 50/166 (2023.02); H10K 50/17 (2023.02); H10K 50/18 (2023.02); H10K 85/615 (2023.02); H10K 85/626 (2023.02); H10K 85/6576 (2023.02)] 24 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 hole transport region comprises a diamine compound represented by Formula 1:

OG Complex Work Unit Chemistry
wherein in Formula 1,
Ar1 to Ar4 are each independently a substituted or unsubstituted aryl group of 6 to 30 carbon atoms for forming a ring or a substituted or unsubstituted heteroaryl group of 2 to 30 carbon atoms for forming a ring,
L1 is a direct linkage or a substituted or unsubstituted phenylene group,
L2 is a direct linkage, a substituted or unsubstituted arylene group of 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroarylene group of 2 to 30 carbon atoms for forming a ring,
R1 and R2 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group of 2 to 30 carbon atoms for forming a ring,
x is an integer of 0 to 4,
y is an integer of 0 to 2, and
m and n are each independently an integer of 0 to 4, where m+n is not 0, and L1 and L2 are not both a direct linkage, and
wherein
i) when L2 is a naphthylene group,
the naphthylene group is represented by

OG Complex Work Unit Chemistry
 where * represents a bindinq site to a neighboring atom, and
ii) when m is 1, n is 1, and L1 and L2 are each an unsubstituted phenylene group represented by

OG Complex Work Unit Chemistry
 where * represents a bindinq site to a neighboring atom,
R1 and R2 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group of 1 to 5 carbon atoms, an unsubstituted phenyl group, or a substituted or unsubstituted carbazole group.