US 12,410,182 B2
Compound, organic electroluminescence device and electronic apparatus
Yuki Nakano, Tokyo (JP); Taro Yamaki, Tokyo (JP); Satomi Tasaki, Tokyo (JP); and Tomoki Kato, Tokyo (JP)
Assigned to IDEMITSU KOSAN CO., LTD., Tokyo (JP)
Filed by IDEMITSU KOSAN CO., LTD., Tokyo (JP)
Filed on Nov. 14, 2024, as Appl. No. 18/946,939.
Application 18/946,939 is a continuation of application No. 18/891,132, filed on Sep. 20, 2024.
Application 18/891,132 is a continuation of application No. 17/282,347, granted, now 12,202,837, previously published as PCT/JP2019/039846, filed on Oct. 9, 2019.
Application 17/282,347 is a continuation in part of application No. 16/593,743, filed on Oct. 4, 2019, granted, now 10,804,474, issued on Oct. 13, 2020.
Application 17/282,347 is a continuation in part of application No. 16/557,675, filed on Aug. 30, 2019, granted, now 10,763,444, issued on Sep. 1, 2020.
Claims priority of application No. 2018-190838 (JP), filed on Oct. 9, 2018; application No. 2018-191224 (JP), filed on Oct. 9, 2018; application No. 2019-101578 (JP), filed on May 30, 2019; and application No. 2019-101675 (JP), filed on May 30, 2019.
Prior Publication US 2025/0092059 A1, Mar. 20, 2025
Int. Cl. C07D 493/00 (2006.01); H10K 50/11 (2023.01); H10K 85/40 (2023.01); H10K 85/60 (2023.01); H10K 101/10 (2023.01)
CPC C07D 493/00 (2013.01) [H10K 85/40 (2023.02); H10K 85/622 (2023.02); H10K 85/623 (2023.02); H10K 85/626 (2023.02); H10K 85/633 (2023.02); H10K 85/636 (2023.02); H10K 85/6574 (2023.02); H10K 85/6576 (2023.02); H10K 50/11 (2023.02); H10K 2101/10 (2023.02)] 23 Claims
 
1. A compound having structures represented by the following formula (2):

OG Complex Work Unit Chemistry
wherein in the formula (2),
R1 to R8 and R11 to R14 are independently
a hydrogen atom,
a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
—Si(R901)(R902)(R903),
—O—(R904),
—S—(R905),
—N(R906)(R907),
a halogen atom, a cyano group, a nitro group,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or
a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms;
R15 to R17 are hydrogen atoms;
R901 to R907 are independently
a hydrogen atom,
a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or
a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms;
when two or more of R901 to R907 exist, two or more of R901 to R907 may be the same with or different from each other;
at least one of R1 to R8 is a deuterium atom;
two or more adjacent groups of R1 to R4, two or more adjacent groups of R5 to R8 and two or more adjacent groups of R11 to R14 do not form a ring;
L1 is
a single bond,
a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or
a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms;
L2 is a substituted or unsubstituted naphthalenediyl group;
Ar is selected from groups represented by the following formulas (a1) to (a4):

OG Complex Work Unit Chemistry
wherein in the formulas (a1) to (a4),
* is a single bond bonding to L1;
R21 is
a halogen atom, a cyano group, a nitro group,
a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
—Si(R901)(R902)(R903),
—O—(R904),
—S—(R905),
—N(R906)(R907),
a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or
a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms;
R901 to R907 are as defined in the formula (2);
m1 is an integer of 0 to 4;
m2 is an integer of 0 to 5;
m3 is an integer of 0 to 7;
when each of m1 to m3 is 2 or more, the plural R21s may be the same or different; and
when each of m1 to m3 is 2 or more, adjacent plural R21s are bonded with each other to form a substituted or unsubstituted, saturated or unsaturated ring, or do not form a substituted or unsubstituted, saturated or unsaturated ring.