US 12,114,562 B2
Compound for organic light-emitting diode and long lifespan organic light-emitting diode comprising same
Soon-Wook Cha, Cheongju-si (KR); Yoona Shin, Cheongju-si (KR); Jung-Ho Yoo, Cheongju-si (KR); Sung Woo Kim, Cheongju-si (KR); Jiwon Lee, Cheongju-si (KR); Seok-Bae Park, Cheongju-si (KR); Hee-Dae Kim, Cheongju-si (KR); Yu-Rim Lee, Cheongju-si (KR); Dong Myung Park, Cheongju-si (KR); and Seongeun Woo, Cheongju-si (KR)
Assigned to SFC CO., LTD., Cheongju-si (KR)
Appl. No. 17/420,379
Filed by SFC CO., LTD., Cheongju-si (KR)
PCT Filed Jan. 14, 2020, PCT No. PCT/KR2020/000690
§ 371(c)(1), (2) Date Jul. 1, 2021,
PCT Pub. No. WO2020/153650, PCT Pub. Date Jul. 30, 2020.
Claims priority of application No. 10-2019-0007428 (KR), filed on Jan. 21, 2019; and application No. 10-2019-0071986 (KR), filed on Jun. 18, 2019.
Prior Publication US 2022/0123219 A1, Apr. 21, 2022
Int. Cl. C07D 307/91 (2006.01); H10K 85/60 (2023.01); H10K 50/12 (2023.01); H10K 50/15 (2023.01); H10K 50/16 (2023.01); H10K 50/17 (2023.01)
CPC H10K 85/626 (2023.02) [H10K 85/6574 (2023.02); H10K 50/12 (2023.02); H10K 50/15 (2023.02); H10K 50/16 (2023.02); H10K 50/171 (2023.02)] 16 Claims
 
1. An anthracene derivative represented by the following Chemical Formula A-1:

OG Complex Work Unit Chemistry
wherein,
R1 to R5, which are same or different, are each independently a hydrogen or deuterium atom,
R is a deuterium atom,
n is an integer of 0 to 8, with a hydrogen atom positioned on an aromatic carbon atom which is not substituted with R within the anthracene moiety,
L1, which functions as a linker, is a single bond or a deuterium-substituted or unsubstituted arylene of 6 to 12 carbon atoms;
R12 to R14, which are same or different, are each independently a hydrogen or deuterium atom, and
R15 to R18, which are same or different, are each independently selected from a hydrogen atom, a deuterium atom, a deuterium-substituted or unsubstituted phenyl, a deuterium-substituted or unsubstituted biphenyl, a deuterium-substituted or unsubstituted terphenyl, a deuterium-substituted or unsubstituted naphthyl, a deuterium-substituted or unsubstituted phenanthryl, and a fluorenyl in which identical or different alkyls of 1 to 5 carbon atoms can or cannot be substituted on the carbon atom at position 9 and a deuterium atom can or cannot be substituted on each of the carbon atoms of the aromatic rings,
at least one of R15 to R18 being selected from a deuterium-substituted or unsubstituted phenyl, a deuterium-substituted or unsubstituted biphenyl, a deuterium-substituted or unsubstituted terphenyl, a deuterium-substituted or unsubstituted naphthyl, a deuterium-substituted or unsubstituted phenanthryl, and a fluorenyl in which identical or different alkyls of 1 to 5 carbon atoms can or cannot be substituted on the carbon atom at position 9 and a deuterium atom can or cannot be substituted on each of the carbon atoms of the aromatic rings,
wherein the anthracene derivative has a degree of deuteration of 30% or more (percentages of all deuterium atoms bonded directly to carbon atoms of the anthracene derivative relative to a sum of all deuterium and hydrogen atoms bonded directly to carbon atoms of the anthracene derivative).