US 11,844,268 B2
Organic compound and organic light-emitting element
Yosuke Nishide, Kanagawa (JP); Hirokazu Miyashita, Kanagawa (JP); Satoru Shiobara, Kanagawa (JP); Hiroki Ohrui, Kanagawa (JP); Naoki Yamada, Tokyo (JP); and Jun Kamatani, Tokyo (JP)
Assigned to Canon Kabushiki Kaisha, Tokyo (JP)
Filed by CANON KABUSHIKI KAISHA, Tokyo (JP)
Filed on Oct. 29, 2020, as Appl. No. 17/084,128.
Claims priority of application No. 2019-204601 (JP), filed on Nov. 12, 2019; application No. 2019-211187 (JP), filed on Nov. 22, 2019; and application No. 2020-120637 (JP), filed on Jul. 14, 2020.
Prior Publication US 2021/0143335 A1, May 13, 2021
Int. Cl. H01L 51/50 (2006.01); H10K 85/60 (2023.01); C07D 401/10 (2006.01); C07D 253/04 (2006.01); C07D 307/91 (2006.01); C07D 333/76 (2006.01); C07D 333/54 (2006.01); C07D 345/00 (2006.01); C07D 493/04 (2006.01); C07D 213/06 (2006.01); C07D 213/22 (2006.01); C07D 215/06 (2006.01); C07D 471/04 (2006.01); C07D 237/30 (2006.01); H10K 50/13 (2023.01); H10K 50/854 (2023.01); H10K 59/12 (2023.01); H10K 59/65 (2023.01)
CPC H10K 85/624 (2023.02) [C07D 213/06 (2013.01); C07D 213/22 (2013.01); C07D 215/06 (2013.01); C07D 237/30 (2013.01); C07D 253/04 (2013.01); C07D 307/91 (2013.01); C07D 333/54 (2013.01); C07D 333/76 (2013.01); C07D 345/00 (2013.01); C07D 401/10 (2013.01); C07D 471/04 (2013.01); C07D 493/04 (2013.01); H10K 85/654 (2023.02); H10K 85/6574 (2023.02); H10K 85/6576 (2023.02); H10K 50/13 (2023.02); H10K 50/854 (2023.02); H10K 59/12 (2023.02); H10K 59/65 (2023.02)] 33 Claims
OG exemplary drawing
 
1. An organic compound represented by formula [1],

OG Complex Work Unit Chemistry
wherein in the formula [1], R1 to R18 are each independently selected from the group consisting of a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted amino group, a substituted or unsubstituted aryl group, a substituted or unsubstituted aryloxy group, a silyl group, and a group represented by any one of formulae [2], [3], and [102] to [104], at least one of R1 to R18 represents a group represented by any one of the formulae [2], [3], and [102] to [104],
the group represented by any one of the formulae [2] and [3] is a group bonded at any one of R19 to R32,

OG Complex Work Unit Chemistry
in the formulae [2] and [3], R19 to R32 are each independently selected from the group consisting of a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted amino group, a substituted or unsubstituted aryl group, a substituted or unsubstituted aryloxy group, and a silyl group,
R19 to R32 may form a ring with a group adjacent thereto,
each X is independently selected from the group consisting of an oxygen atom, a sulfur atom, a selenium atom, and a tellurium atom,

OG Complex Work Unit Chemistry
in the formula [102], X1 to X3 represent a carbon atom having a hydrogen atom or a substituent Y or a nitrogen atom, the carbon atom or the nitrogen atom constituting a ring,
at least one of X1 to X3 represents a nitrogen atom,
the substituent Y is a group selected from the group consisting of a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted aryloxy group, and a silyl group,
when a plurality of carbon atoms having the substituent Y are present, the substituents Y may be the same or different,
R105 and R106 represent groups each independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted heterocyclic group,

OG Complex Work Unit Chemistry
in the formula [103], X4 to X7 represent a carbon atom having a hydrogen atom or a substituent Y or a nitrogen atom, the carbon atom or the nitrogen atom constituting a ring,
at least one of X4 to X7 represents a nitrogen atom,
the substituent Y is a group selected from the group consisting of a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted aryloxy group, and a silyl group,
when a plurality of carbon atoms having the substituent Y are present, the substituents Y may be the same or different,
R107 to R109 represent groups each independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted heterocyclic group,

OG Complex Work Unit Chemistry
in the formula [104], X8 to X12 represent a carbon atom having a hydrogen atom or a substituent Y or a nitrogen atom, the carbon atom or the nitrogen atom constituting a ring,
at least one of X8 to X12 represents a nitrogen atom,
the substituent Y is a group selected from the group consisting of a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted aryloxy group, and a silyl group,
when a plurality of carbon atoms having the substituent Y are present, the substituents Y may be the same or different, and
R110 and R111 represent groups each independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted heterocyclic group.