Organic electroluminescent element, compound, and electronic equipment
An organic electroluminescence device includes a first emitting layer and a second emitting layer provided between an anode and a cathode, in which the first emitting layer contains, as a first host material, a first compound represented by a formula (1) below and having at least one group represented by a formula (11) below, and the second emitting layer contains a second host material.
1 . An organic electroluminescence device comprising:
an anode;
a cathode;
a first emitting layer provided between the anode and the cathode; and
a second emitting layer provided between the anode and the cathode, wherein the first emitting layer comprises, as a first host material, a first compound represented by one of formulae (101) to (104) below and comprising at least one group represented by a formula (11),
the second emitting layer comprises a second host material, and
the first host material and the second host material are mutually different,
wherein, in the formulae (101) to (104):
R 101 to R 114 are each independently 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(R 901 )(R 902 )(R 903 ), a group represented by —O—(R 904 ), a group represented by —S—(R 905 ), a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, a group represented by —C(═O)R 801 , a group represented by —COOR 802 , a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or a group represented by the formula (11);
at least one of R 101 to R 114 is a group represented by the formula (11);
when a plurality of groups represented by the formula (11) are present, the plurality of groups represented by the formula (11) are mutually the same or different;
when a plurality of groups represented by the formula (11) are present, the plurality of groups represented by the formula (11) are mutually the same or different;
L 101 is 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;
Ar 101 is 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;
mx is 0, 1, 2, 3, 4, or 5; and
when two or more L 101 are present, the two or more L 101 are mutually the same or different;
when two or more Ar 101 are present, the two or more Ar 101 are mutually the same or different; and
* in the formula (11) represents a bonding position to a ring represented by one of the formulae (101) to (104),
R 901 , R 902 , R 903 , R 904 , R 905 , R 801 and R 802 are each 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 heterocyclic group having 5 to 50 ring atoms,
when a plurality of R 901 are present, the plurality of R 901 are mutually the same or different;
when a plurality of R 902 are present, the plurality of R 902 are mutually the same or different;
when a plurality of R 903 are present, the plurality of R 903 are mutually the same or different;
when a plurality of R 904 are present, the plurality of R 904 are mutually the same or different;
when a plurality of R 905 are present, the plurality of R 905 are mutually the same or different;
when a plurality of R 801 are present, the plurality of R 801 are mutually the same or different; and
when a plurality of R 802 are present, the plurality of R 802 are mutually the same or different.
2 . The organic electroluminescence device according to claim 1 , wherein
the first emitting layer further comprises a third compound that luminesces, and
the third compound is a compound that emits light having a maximum peak wavelength in a range from 430 nm to 480 nm.
3 . The organic electroluminescence device according to claim 1 , wherein
the second emitting layer further comprises a fourth compound that luminesces, and
the fourth compound is a compound that emits light having a maximum peak wavelength in a range from 430 nm to 480 nm.
4 . The organic electroluminescence device according to claim 1 , wherein at least one combination of adjacent two or more of R 101 to R 110 are mutually bonded to form a substituted or unsubstituted monocyclic ring, or mutually bonded to form a substituted or unsubstituted fused ring.
5 . The organic electroluminescence device according to claim 1 , wherein the first compound is a compound represented by the formula (101).
6 . The organic electroluminescence device according to claim 1 , wherein the first compound is a compound represented by a formula (1011) below,
where, in the formula (1011):
L 101 , mx and Ar 101 respectively represent the same as L 101 , mx and Ar 101 in the formula (11);
R 101 to R 107 and R 111 to R 114 are each independently 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(R 901 )(R 902 )(R 903 ), a group represented by —O—(R 904 ), a group represented by —S—(R 905 ), a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, a group represented by —C(═O)R 801 , a group represented by —COOR 802 , a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or a group represented by the formula (11);
when a plurality of groups represented by the formula (11) are present, the plurality of groups represented by the formula (11) are mutually the same or different; and
R 901 , R 902 , R 903 , R 904 , R 905 , R 801 and R 802 in the formula (1011) each independently represent the same in the formulae (101) to (104).
7 . The organic electroluminescence device according to claim 1 , wherein
Ar 101 is not a substituted or unsubstituted benzofluoranthenyl group,
L 101 is not a substituted or unsubstituted benzofluoranthene-diyl group, and
the substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms not being the group represented by the formula (11) in the first compound is not a substituted or unsubstituted benzofluoranthenyl group.
8 . The organic electroluminescence device according to claim 1 , wherein
Ar 101 is not a substituted or unsubstituted fluoranthenyl group,
L 101 is not a substituted or unsubstituted fluoranthene-diyl group, and
the substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms as R 101 to R 110 not being the group represented by the formula (11) is not a substituted or unsubstituted fluoranthenyl group.
9 . The organic electroluminescence device according to claim 1 , wherein two or more of R 101 to R 110 are each a group represented by the formula (11).
10 . The organic electroluminescence device according to claim 1 , wherein Ar 101 is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.
11 . The organic electroluminescence device according to claim 1 , wherein Ar 101 in the formula (11) is a group represented by the formula (111),
where, in the formula (111):
ma is 3, and three R 121 are mutually the same or different;
at least one combination of adjacent two or more of the three R 121 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;
mb is 4, and four R 122 are mutually the same or different;
at least one combination of adjacent two or more of the four R 122 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;
X 1 is CR 123 R 124 , an oxygen atom, a sulfur atom, or NR 125 ;
a combination of R 123 and R 124 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;
R 121 , R 122 , R 123 and R 124 not forming the substituted or unsubstituted monocyclic ring and not forming the substituted or unsubstituted fused ring and R 125 are each independently 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(R 901 )(R 902 )(R 903 ), a group represented by —O—(R 904 ), a group represented by —S—(R 905 ), a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, a group represented by —C(═O)R 801 , a group represented by —COOR 802 , 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;
R 901 , R 902 , R 903 , R 904 , R 905 , R 801 and R 802 respectively represent the same as R 901 , R 902 , R 903 , R 904 , R 905 , R 801 and R 802 in the formulae (101) to (104); and
* in the formula (111) represents a bonding position.
12 . The organic electroluminescence device according to claim 1 , wherein Ar 101 is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
13 . The organic electroluminescence device according to claim 1 , wherein Ar 101 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted phenanthryl group, or a substituted or unsubstituted fluorenyl group.
14 . The organic electroluminescence device according to claim 1 , wherein L 101 is a single bond, or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.
15 . The organic electroluminescence device according to claim 1 , wherein R 101 to R 110 not being the group represented by the formula (11) are each a hydrogen atom or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.
16 . The organic electroluminescence device according to claim 1 , wherein the second emitting layer comprises a second compound represented by a formula (2) below as the second host material,
where, in the formula (2):
R 201 to R 208 are each independently 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(R 901 )(R 902 )(R 903 ), a group represented by —O—(R 904 ), a group represented by —S—(R 905 ), a group represented by —N(R 906 )(R 907 ), a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, a group represented by —C(═O)R 801 , a group represented by —COOR 802 , 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;
L 201 and L 202 are each independently 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
Ar 201 and Ar 202 are each independently 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 second compound represented by the formula (2), R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 are each 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 heterocyclic group having 5 to 50 ring atoms;
when a plurality of R 901 are present, the plurality of R 901 are mutually the same or different;
when a plurality of R 902 are present, the plurality of R 902 are mutually the same or different;
when a plurality of R 903 are present, the plurality of R 903 are mutually the same or different;
when a plurality of R 904 are present, the plurality of R 904 are mutually the same or different;
when a plurality of R 905 are present, the plurality of R 905 are mutually the same or different;
when a plurality of R 906 are present, the plurality of R 906 are mutually the same or different;
when a plurality of R 907 are present, the plurality of R 907 are mutually the same or different;
when a plurality of R 801 are present, the plurality of R 801 are mutually the same or different; and
when a plurality of R 802 are present, the plurality of R 802 are mutually the same or different.
17 . The organic electroluminescence device according to claim 1 , wherein all groups described as “substituted or unsubstituted” groups in the first host material and the second host material are “unsubstituted” groups.
18 . The organic electroluminescence device according to claim 1 , wherein
the first emitting layer and the second emitting layer are in direct contact with each other.
19 . An electronic device comprising the organic electroluminescence device according to claim 1 .