US 12,459,911 B2
Organic electroluminescence device and monoamine compound for organic electroluminescence device
Hideo Miyake, Yokohama (JP); Masatsugu Ueno, Yokohama (JP); Xiulan Jin, Yokohama (JP); Ichinori Takada, Yokohama (JP); Takuya Uno, Yokohama (JP); and Hiroaki Itoi, Yokohama (JP)
Assigned to Samsung Display Co., Ltd., Yongin-si (KR)
Filed by SAMSUNG DISPLAY CO., LTD., Yongin-si (KR)
Filed on Jan. 23, 2019, as Appl. No. 16/254,777.
Claims priority of application No. 10-2018-0009993 (KR), filed on Jan. 26, 2018; and application No. 10-2018-0143745 (KR), filed on Nov. 20, 2018.
Prior Publication US 2019/0237676 A1, Aug. 1, 2019
This patent is subject to a terminal disclaimer.
Int. Cl. H01L 51/00 (2006.01); C07C 211/54 (2006.01); C07C 211/61 (2006.01); C07D 307/91 (2006.01); C07D 311/96 (2006.01); C07D 333/76 (2006.01); C07D 407/12 (2006.01); C07D 409/12 (2006.01); C09K 11/06 (2006.01); H10K 85/60 (2023.01); H10K 50/11 (2023.01); H10K 50/15 (2023.01); H10K 50/16 (2023.01); H10K 50/17 (2023.01); H10K 50/18 (2023.01)
CPC C07D 311/96 (2013.01) [C07C 211/54 (2013.01); C07C 211/61 (2013.01); C07D 307/91 (2013.01); C07D 333/76 (2013.01); C07D 407/12 (2013.01); C07D 409/12 (2013.01); C09K 11/06 (2013.01); H10K 85/633 (2023.02); H10K 85/636 (2023.02); H10K 85/6572 (2023.02); H10K 85/6574 (2023.02); H10K 85/6576 (2023.02); C07C 2603/18 (2017.05); C07C 2603/97 (2017.05); 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 50/16 (2023.02); H10K 50/171 (2023.02); H10K 50/181 (2023.02); H10K 85/615 (2023.02); H10K 85/624 (2023.02); H10K 85/626 (2023.02)] 19 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 includes a monoamine compound represented by the following Formula 1:

OG Complex Work Unit Chemistry
wherein in Formula 1,
X is S, O or CRR′,
R and R′ are each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 10 ring carbon atoms, and are separate or form a ring by combining adjacent groups with each other,
L1 is an unsubstituted phenylene group, an unsubstituted biphenylene group, or an unsubstituted heteroarylene group having 2 to 12 carbon atoms for forming a ring,
L2 is a direct linkage, a substituted or unsubstituted arylene group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 12 ring carbon atoms,
m is an integer of 0 to 2,
n is 1 or 2,
RA is a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms,
q is an integer of 0 to 7,
Ar1 is a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heteroaryl group selected from thiophenyl, furanyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, oxadiazolyl, triazolyl, pyridinyl, bipyridinyl, pyrimidinyl, triazinyl, triazolyl, pyridazinyl, pyrazinyl, quinolinyl, quinazolinyl, quinoxalinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinolinyl, indolyl, carbazolyl, N-aryl carbazolyl, N-heteroaryl carbazolyl, N-alkyl carbazolyl, benzoxazolyl, benzimidazoyl, benzothiazolyl, dibenzothiophenyl, thienothiophenyl, phenanthrolinyl, thiazolyl, isoxazolyl, oxadiazolyl, thiadiazolyl, and phenothiazinyl, provided that when X is CRR', Ar1 does not comprise a heteroaryl group, and
FR is represented by one of the following:

OG Complex Work Unit Chemistry
wherein R1 is a hydrogen atom, a deuterium atom, or a halogen atom, and b is an integer of 0 to 6,
provided that when X is CRR′ and q is 1, RA is a substituted or unsubstituted aryl group having 6 to 15 ring carbon atoms.