Organic electroluminescent element and electronic device
An organic electroluminescence device includes an anode, a cathode, a first emitting layer, and a second emitting layer provided between the first emitting layer and the cathode, in which the first emitting layer contains a first compound represented by a formula (101) below as a first host material, the second emitting layer contains a second compound represented by a formula (2) below as a second host material, and the first emitting layer is in direct contact with the second emitting layer.
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 first emitting layer and the cathode, wherein
the first emitting layer comprises a first host material in a form of a first compound represented by a formula (101) below,
the second emitting layer comprises a second host material in a form of a second compound,
where, in the formula (101):
R 101 to R 110 and R 111 to R 120 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;
one of R 101 to R 110 represents a bonding position to L 101 , and one of R 111 to R 120 represents a bonding position to L 101 ;
L 101 is a single bond, a substituted or unsubstituted arylene group having 6 to 24 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 24 ring atoms;
mx is 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, and
in the first compound represented by the formula (101): 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, and
wherein an electron mobility μH1 of the first compound and an electron mobility μH2 of the second compound satisfy a relationship of a numerical formula (Numerical Formula 3) below,
μH2>μH1 (Numerical Formula 3).
2 . The organic electroluminescence device according to claim 1 , wherein
the first compound is represented by a formula (1010) below,
where, in the formula (1010):
R 101 , R 102 , R 104 to R 110 and R 111 to R 119 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;
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;
mx is 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.
3 . The organic electroluminescence device according to claim 1 , wherein
L 101 is a single bond, a substituted or unsubstituted arylene group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 18 ring atoms.
4 . The organic electroluminescence device according to claim 1 , wherein
L 101 is a single bond, a substituted or unsubstituted arylene group having 6 to 13 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 13 ring atoms.
5 . The organic electroluminescence device according to claim 1 , wherein
the total number of carbon atoms comprised in a group represented by a formula (11X) below in the first compound is 21 or less,
where, in the formula (11X): L 101 and mx respectively represent the same as L 101 and mx in the formula (1010).
6 . The organic electroluminescence device according to claim 1 , wherein
the total number of carbon atoms comprised in R 101 to R 110 and R 111 to R 120 not being a bonding position to L 101 is 21 or less.
7 . The organic electroluminescence device according to claim 1 , wherein
the total number of carbon atoms comprised in R 101 to R 110 and R 111 to R 120 not being a bonding position to L 101 and in a group represented by a formula (11X) below is 21 or less,
where, in the formula (11X): L 101 and mx respectively represent the same as L 101 and mx in the formula (1010).
8 . The organic electroluminescence device according to claim 1 , wherein
R 101 to R 110 not being a bonding position to L 101 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.
9 . The organic electroluminescence device according to claim 1 , wherein
R 101 to R 110 not being a bonding position to L 101 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms.
10 . The organic electroluminescence device according to claim 1 , wherein
R 101 to R 110 not being a bonding position to L 101 are each a hydrogen atom.
11 . The organic electroluminescence device according to claim 1 , wherein
R 111 to R 120 not being a bonding position to L 101 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.
12 . The organic electroluminescence device according to claim 1 , wherein
R 111 to R 120 not being a bonding position to L 101 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms.
13 . The organic electroluminescence device according to claim 1 , wherein
R 111 to R 120 not being a bonding position to L 101 are each a hydrogen atom.
14 . The organic electroluminescence device according to claim 1 , wherein
the first compound is represented by a formula (102) below,
where, in the formula (102):
R 101 to R 120 each independently represent the same as R 101 to R 120 in the formula (101);
one of R 101 to R 110 represents a bonding position to L 111 , and one of R 111 to R 120 represents a bonding position to L 112 ;
X 1 is CR 123 R 124 , an oxygen atom, a sulfur atom, or NR 125 ;
L 111 and L 112 are each independently a single bond, a substituted or unsubstituted arylene group having 6 to 24 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 24 ring atoms;
ma is 1, 2, or 3;
mb is 1, 2, or 3;
ma+mb is 2, 3, or 4;
R 121 , R 122 , R 123 , R 124 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;
mc is 3;
three R 121 are mutually the same or different;
md is 3; and
three R 122 are mutually the same or different.
15 . The organic electroluminescence device according to claim 14 , wherein
ma is 1 or 2, and
mb is 1 or 2.
16 . The organic electroluminescence device according to claim 14 , wherein
ma is 1, and
mb is 1.
17 . The organic electroluminescence device according to claim 14 , wherein
R 101 to R 110 not being a bonding position to L 111 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.
18 . The organic electroluminescence device according to claim 14 , wherein
R 101 to R 110 not being a bonding position to L 111 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms.
19 . The organic electroluminescence device according to claim 14 , wherein
R 101 to R 110 not being a bonding position to L 111 are each a hydrogen atom.
20 . The organic electroluminescence device according to claim 14 , wherein
R 111 to R 120 not being a bonding position to L 112 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.
21 . The organic electroluminescence device according to claim 14 , wherein
R 111 to R 120 not being a bonding position to L 112 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms.
22 . The organic electroluminescence device according to claim 14 , wherein
R 111 to R 120 not being a bonding position to L 112 are each a hydrogen atom.
23 . The organic electroluminescence device according to claim 1 , wherein
in the first compound, all groups described as “substituted or unsubstituted” groups are “unsubstituted” groups.
24 . The organic electroluminescence device according to claim 1 , wherein
the first emitting layer is in direct contact with the second emitting layer.
25 . The organic electroluminescence device according to claim 1 , wherein
L 101 is a divalent group derived by removing one hydrogen atom from an aryl ring of a substituted or unsubstituted phenyl group, a substituted or unsubstituted p-biphenyl group, a substituted or unsubstituted m-biphenyl group, a substituted or unsubstituted o-biphenyl group, a substituted or unsubstituted 1-naphthyl group, a substituted or unsubstituted 2-naphthyl group, a substituted or unsubstituted anthryl group, a substituted or unsubstituted phenanthryl group or a substituted or unsubstituted fluorenyl group.
26 . The organic electroluminescence device according to claim 1 , wherein
L 101 is a divalent group derived by removing one hydrogen atom from an aryl ring of a substituted or unsubstituted phenyl group, a substituted or unsubstituted p-biphenyl group, a substituted or unsubstituted m-biphenyl group, a substituted or unsubstituted o-biphenyl group, a substituted or unsubstituted 1-naphthyl group, a substituted or unsubstituted 2-naphthyl group or a substituted or unsubstituted phenanthryl group.
27 . The organic electroluminescence device according to claim 1 , wherein
L 101 is a divalent group derived by removing one hydrogen atom from an aryl ring of a substituted or unsubstituted phenyl group.
28 . The organic electroluminescence device according to claim 1 , wherein
L 101 is a substituted or unsubstituted divalent heterocyclic group having 5 to 24 ring atoms.
29 . The organic electroluminescence device according to claim 1 , wherein
the group represented by a formula (11X) below in the first compound does not contain a fused ring,
where, in the formula (11X): L 101 and mx respectively represent the same as L 101 and mx in the formula (101).
30 . The organic electroluminescence device according to claim 1 , wherein
the group represented by a formula (11X) below in the first compound is a group represented by any one of formulae (113), (114), (115), (119), (120) and (121) below,
where, L 101 and mx in the formula (11X) respectively represent the same as L 101 and mx in the formula (101), and
* in the formulae (11X), (113), (114), (115), (119), (120) and (121) represents a bonding position.
31 . The organic electroluminescence device according to claim 1 , wherein
mx is 0.
32 . The organic electroluminescence device according to claim 1 , wherein
at least one hydrogen atom included in the first compound is deuterium atom.
33 . The organic electroluminescence device according to claim 1 , wherein
the first emitting layer includes two or more types of the first compound.
34 . The organic electroluminescence device according to claim 1 , wherein
the second compound is a compound represented by a formula (2) below,
at least one hydrogen atom included in the second compound is deuterium atom,
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;
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, and
in the second compound: 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.