US 11,944,009 B2
Compound, material for organic electroluminescent element, organic electroluminescent element, and electronic device
Keiichi Yasukawa, Sodegaura (JP); Shota Sawano, Sodegaura (JP); Keiji Okinaka, Sodegaura (JP); Toshinari Ogiwara, Sodegaura (JP); and Takushi Shiomi, Sodegaura (JP)
Assigned to IDEMITSU KOSAN CO., LTD., Tokyo (JP)
Appl. No. 17/277,928
Filed by IDEMITSU KOSAN CO., LTD., Tokyo (JP)
PCT Filed Sep. 20, 2019, PCT No. PCT/JP2019/037042
§ 371(c)(1), (2) Date Mar. 19, 2021,
PCT Pub. No. WO2020/059862, PCT Pub. Date Mar. 26, 2020.
Claims priority of application No. 2018-178031 (JP), filed on Sep. 21, 2018.
Prior Publication US 2021/0367163 A1, Nov. 25, 2021
Int. Cl. H10K 85/60 (2023.01); C07D 487/04 (2006.01); C09K 11/06 (2006.01); H10K 50/12 (2023.01)
CPC H10K 85/6572 (2023.02) [C07D 487/04 (2013.01); C09K 11/06 (2013.01); H10K 85/654 (2023.02); C09K 2211/1007 (2013.01); C09K 2211/1018 (2013.01); H10K 50/121 (2023.02)] 29 Claims
OG exemplary drawing
 
1. A compound represented by formulae (11) to (13) below,

OG Complex Work Unit Chemistry
where: R1 to R4 each independently represent one of groups represented by formulae (1-1) to (1-6) below or one of groups represented by formulae (2-1) to (2-10) below; at least one of R1 to R4 is one of the groups represented by the formulae (1-1) to (1-6); and at least one of R1 to R4 is one of the groups represented by the formulae (2-1) to (2-10),

OG Complex Work Unit Chemistry
where: R11 to R16 are each a substituent; R101 to R150 and R61 to R70 are each independently a hydrogen atom or a substituent;
R101 to R150 and R61 to R70 as the substituent are each independently a substituted or unsubstituted aryl group having 6 to 14 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 14 ring atoms, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted alkysilyl group having 3 to 6 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 6 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 14 ring carbon atoms, a substituted or unsubstituted arylamino group having 6 to 28 ring carbon atoms, a substituted or unsubstituted alkylamino group having 2 to 12 carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 6 carbon atoms, or a substituted or unsubstituted arylthio group having 6 to 14 ring carbon atoms;
R11 to R16 as the substituent are each independently a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 14 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 14 ring atoms, a substituted or unsubstituted alkysilyl group having 3 to 6 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 14 ring carbon atoms, a substituted or unsubstituted alkylamino group having 2 to 12 carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 6 carbon atoms, or a substituted or unsubstituted arylthio group having 6 to 14 ring carbon atoms; and
* each independently represents a bonding position to a carbon atom of a benzene ring in each of the formulae (11) to (13),

OG Complex Work Unit Chemistry
where: in the formula (2-1):
R161 to R168 each independently represent a hydrogen atom or a substituent;
R161 to R168 as the substituent each independently represent a halogen atom, a substituted or unsubstituted aryl group having 6 to 14 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 14 ring atoms, a substituted or unsubstituted alkyl halide group having 1 to 6 carbon atoms, a substituted or unsubstituted alkysilyl group having 3 to 6 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 6 carbon atoms, a substituted or unsubstituted alkoxy halide group having 1 to 6 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 14 ring carbon atoms, a substituted or unsubstituted alkylamino group having 2 to 12 carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 6 carbon atoms, or a substituted or unsubstituted arylthio group having 6 to 14 ring carbon atoms;
in the formulae (2-2) to (2-4):
R171 to R200 each independently represent a hydrogen atom or a substituent;
R171 to R200 as the substituent are each independently a halogen atom, a substituted or unsubstituted awl group having 6 to 14 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 14 ring atoms, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted alkyl halide group having 1 to 6 carbon atoms, a substituted or unsubstituted alkysilyl group having 3 to 6 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 6 carbon atoms, a substituted or unsubstituted alkoxy halide group having 1 to 6 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 14 ring carbon atoms, a substituted or unsubstituted alkylamino group having 2 to 12 carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 6 carbon atoms, or a substituted or unsubstituted arylthio group having 6 to 14 ring carbon atoms; and
* each independently represents a bonding position to a carbon atom of a benzene ring in each of the formulae (11) to (13), and

OG Complex Work Unit Chemistry
where: X1 to X6 each independently represent an oxygen atom, a sulfur atom, or CR151R152; R201 to R260 each independently represent a hydrogen atom or a substituent; and R151 and R152 each independently represent a hydrogen atom or a substituent or R151 and R152 are bonded to each other to form a ring;
R201 to R260, R151 and R152 as the substituent are each independently a halogen atom, a substituted or unsubstituted aryl group having 6 to 14 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 14 ring atoms, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted alkyl halide group having 1 to 6 carbon atoms, a substituted or unsubstituted alkysilyl group having 3 to 6 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 6 carbon atoms, a substituted or unsubstituted alkoxy halide group having 1 to 6 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 14 ring carbon atoms, a substituted or unsubstituted alkylamino group having 2 to 12 carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 6 carbon atoms, or a substituted or unsubstituted arylthio group having 6 to 14 ring carbon atoms; and
* each independently represents a bonding position to a carbon atom of a benzene ring in each of the formulae (11) to (13).