US 11,723,266 B2
Organic electroluminescent element and electronic device
Ryoji Maeda, Sodegaura (JP); Satomi Tasaki, Sodegaura (JP); Kazuki Nishimura, Sodegaura (JP); and Yongguk Lee, Sodegaura (JP)
Assigned to IDEMITSU KOSAN CO., LTD., Tokyo (JP)
Filed by IDEMITSU KOSAN CO., LTD., Tokyo (JP)
Filed on Sep. 10, 2020, as Appl. No. 17/17,186.
Claims priority of application No. 2019-167584 (JP), filed on Sep. 13, 2019.
Prior Publication US 2021/0091313 A1, Mar. 25, 2021
Int. Cl. C09K 11/06 (2006.01); H10K 85/60 (2023.01); C09K 11/02 (2006.01); H10K 50/11 (2023.01); H10K 101/00 (2023.01)
CPC H10K 85/626 (2023.02) [C09K 11/025 (2013.01); C09K 11/06 (2013.01); H10K 85/6574 (2023.02); H10K 50/11 (2023.02); H10K 2101/90 (2023.02)] 20 Claims
OG exemplary drawing
 
1. An organic electroluminescence device comprising:
an anode;
a cathode; and
a first emitting layer and a second emitting layer that are provided between the anode and the cathode, wherein
the first emitting layer comprises a first compound represented by a formula (1) as a first host material, and a third compound that emits fluorescence,
the second emitting layer comprises a second compound represented by a formula (22) as a second host material, and a fourth compound that emits fluorescence,
the third compound is a compound that emits light whose main peak wavelength ranges from 430 nm to 480 nm,
the fourth compound is a compound that emits light whose main peak wavelength ranges from 430 nm to 480 nm,
the third compound and the fourth compound are each independently a compound represented by a formula (5) or a compound represented by a formula (6), and
the first emitting layer is in direct contact with the second emitting layer,

OG Complex Work Unit Chemistry
where: R101 to R108 each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl 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, a group represented by —Si(R901)(R902)(R903), a group represented by —O—(R904), a group represented by —S—(R905), a group represented by —N(R906)(R907), a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms,
a group represented by —C(═O)R124, a group represented by —COOR125, a halogen atom, a cyano group or a nitro group;
L101 and L102 each independently represent a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms; and
Ar101 and Ar102 each independently represent a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,

OG Complex Work Unit Chemistry
where, in the formula (22):
R201 and R203 to R208 each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl 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, a group represented by —Si(R901)(R902)(R903), a group represented by —O—(R904), a group represented by —S—(R905), a group represented by —N(R906)(R907), a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, a group represented by —C(═O)R124, a group represented by —COOR125, a halogen atom, a cyano group, or a nitro group,
L201, L202 and L203 each independently represent a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms; and
Ar201, Ar202 and Ar203 each independently represent a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
in the first compound represented by the formula (1) and the second compound represented by the formula (22),
R901, R902, R903, R904, R905, R906, R907, R124 and R125 each independently represent 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 heterocyclic group having 5 to 50 ring atoms;
when a plurality of R901 are present, the plurality of R901 are mutually the same or different;
when a plurality of R902 are present, the plurality of R902 are mutually the same or different;
when a plurality of R903 are present, the plurality of R903 are mutually the same or different;
when a plurality of R904 are present, the plurality of R904 are mutually the same or different;
when a plurality of R905 are present, the plurality of R905 are mutually the same or different;
when a plurality of R906 are present, the plurality of R906 are mutually the same or different;
when a plurality of R907 are present, the plurality of R907 are mutually the same or different;
when a plurality of R124 are present, the plurality of R124 are mutually the same or different; and
when a plurality of R125 are present, the plurality of R125 are mutually the same or different,

OG Complex Work Unit Chemistry
where, in the formula (5):
at least one combination of adjacent two or more of R501 to R507 and R511 to R517 are mutually bonded to form a substituted or unsubstituted monocyclic ring, mutually bonded to form a substituted or unsubstituted fused ring, or not mutually bonded;
R501 to R507 and R511 to R517 neither forming the monocyclic ring nor forming the fused ring each independently represent 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, a group represented by —Si(R901)(R902)(R903), a group represented by —O—(R904), a group represented by —S—(R905), a group represented by —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 heterocyclic group having 5 to 50 ring atoms;
R521 and R522 each independently represent 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, a group represented by —Si(R901)(R902)(R903), a group represented by —O—(R904), a group represented by —S—(R905), a group represented by —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 heterocyclic group having 5 to 50 ring atoms,

OG Complex Work Unit Chemistry
where, in the formula (6):
a ring, b ring and c ring are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms or a substituted or unsubstituted heterocycle having 5 to 50 ring atoms;
R601 and R602 are each independently bonded with the a ring, b ring, or a c ring to form a substituted or unsubstituted heterocycle or to form no substituted or unsubstituted heterocycle; and
R601 and R602 not forming the substituted or unsubstituted heterocycle are each independently 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, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.