Organic electroluminescent element, organic electroluminescent display device, and electronic device

Patent metadata

Field	Value
Publication number	US-12369490-B2
Application number	US-202117511477-A
Country	US
Kind code	B2
Filing date	Oct 26, 2021
Priority date	Jan 13, 2021
Publication date	Jul 22, 2025
Grant date	Jul 22, 2025

Abstract

An organic electroluminescence device includes an emitting region provided between a cathode and an anode, a first anode side organic layer, a second anode side organic layer, and a third anode side organic layer, in which the emitting region includes at least one emitting layer, the second anode side organic layer contains at least one compound different from the compound contained in the third anode side organic layer, the third anode side organic layer has a film thickness of 20 nm or more, and a difference NM 2 −NM 3 between a refractive index NM 2 of a constituent material contained in the second anode side organic layer and a refractive index NM 3 of a constituent material contained in the third anode side organic layer satisfies a relationship of a numerical formula (Numerical Formula N1) below,

NM 2 −NM 3 ≥0.05  (Numerical Formula N1).

First claim

What is claimed is:

1. An organic electroluminescence device comprising:
a cathode;
an anode;
an emitting region provided between the cathode and the anode; and
a hole transporting zone provided between the anode and the emitting region, wherein
the emitting region comprises at least one emitting layer,
the at least one emitting layer in the emitting region comprises an emitting compound that emits light having a maximum peak wavelength of 500 nm or less or emits light having a maximum peak wavelength in a range from 500 nm to 550 nm, the at least one emitting layer in the emitting region does not comprise an iridium complex;
the hole transporting zone comprises at least a first anode side organic layer, a second anode side organic layer, and a third anode side organic layer,
the first anode side organic layer, the second anode side organic layer, and the third anode side organic layer are arranged between the anode and the emitting region in this order from the anode,
the first anode side organic layer comprises a first organic material and a second organic material,
the first organic material and the second organic material are different from each other,
a content of the second organic material in the first anode side organic layer is less than 50 mass %,
a constituent material comprised in the second anode side organic layer is at least one compound selected from the group consisting of a compound represented by a formula (C1) below and a compound represented by a formula (C3) below,
a constituent material comprised in the third anode side organic layer is a compound represented by the formula (C1),
the second anode side organic layer comprises at least one compound different from the compound comprised in the third anode side organic layer,
a difference NM 2 −NM 3 between a refractive index NM 2 at 460 nm of the constituent material comprised in the second anode side organic layer and a refractive index NM 3 at 460 nm of the constituent material comprised in the third anode side organic layer satisfies a relationship of a numerical formula (Numerical Formula N1) below, and
the third anode side organic layer has a film thickness of 20 nm or more,
NM 2 −NM 3 ≥0.05  (Numerical Formula N1)

where in the formula (C1):
L A1 , L A2 , and L A3 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 111 , Ar 112 , and Ar 113 are each independently 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 —Si(R C1 )(R C2 )(R C3 );
R C1 , R C2 , and R C3 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms;
when a plurality of R C1 are present, the plurality of R C1 are mutually the same or different;
when a plurality of R C2 are present, the plurality of R C2 are mutually the same or different; and
when a plurality of R C3 are present, the plurality of R C3 are mutually the same or different; and
the compound represented by the formula (C1) and comprised in the third anode side organic layer is a monoamine compound;

where in the formula (C3):
L C1 , L C2 , L C3 , and L C4 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;
n2 is 1, 2, 3, or 4;
when n2 is 1, L C5 is 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;
when n2 is 2, 3, or 4, a plurality of L C5 are mutually the same or different;
when n2 is 2, 3, or 4, a plurality of L C5 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;
L C5 not forming the substituted or unsubstituted monocyclic ring and not forming the substituted or unsubstituted fused ring is 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 131 , Ar 132 , Ar 133 , and Ar 134 are each independently 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 —Si(R C1 )(R C2 )(R C3 );
R C1 , R C2 , and R C3 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms;
when a plurality of R C1 are present, the plurality of R C1 are mutually the same or different;
when a plurality of R C2 are present, the plurality of R C2 are mutually the same or different; and,
when a plurality of R C3 are present, the plurality of R C3 are mutually the same or different; and,
in the compound represented by the formula (C1) and the compound represented by the formula (C3), a substituent for the “substituted or unsubstituted” group is not a group represented by —N(R C6 )(R C7 ), and R C6 and R C7 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,
wherein none of L A1 , L A2 , L A3 , Ar 111 , Ar 112 , and Ar 113 of the compound comprised in the second anode side organic layer and represented by the formula (C1) is 1-carbazolyl group, 2-carbazolyl group, 3-carbazolyl group or 4-carbazolyl group,
none of L C1 , L C2 , L C3 , L C4 , L C5 , Ar 131 , Ar 132 , Ar 133 , and Ar 134 of the compound comprised in the second anode side organic layer and represented by the formula (C3) is 1-carbazolyl group, 2-carbazolyl group, 3-carbazolyl group or 4-carbazolyl group, and
no substituent of the substituted or unsubstituted groups L A1 , L A2 , L A3 , Ar 111 , Ar 112 , Ar 113 , L C1 , L C2 , L C3 , L C4 , L C5 , Ar 131 , Ar 132 , Ar 133 , and Ar 134 in the compound comprised in the second anode side organic layer is 1-carbazolyl group, 2-carbazolyl group, 3-carbazolyl group or 4-carbazolyl group.

2. The organic electroluminescence device according to claim 1 , wherein a first amino group represented by a formula (C3-1) below and a second amino group represented by a formula (C3-2) below in the compound represented by the formula (C3) are an identical group,

where in the formulae (C3-1) and (C3-2), * each represent a bonding position to L C5 .

3. The organic electroluminescence device according to claim 1 , wherein the third anode side organic layer has a film thickness in a range from 20 nm to 60 nm.

4. The organic electroluminescence device according to claim 1 , wherein the difference NM 2 −NM 3 between the refractive index NM 2 of the constituent material comprised in the second anode side organic layer and the refractive index NM 3 of the constituent material comprised in the third anode side organic layer satisfies a relationship of a numerical formula (Num

Assignees

• Idemitsu Kosan Co

Inventors

• Nakamura Masato
• Takahashi Yusuke
• Yamada Keitaro
• Haketa Tasuku
• Kambe Emiko
• Nishimura Kazuki

Classifications

• H10K59/879

  comprising refractive means, e.g. lenses · CPC title

• H10K2101/40

  Interrelation of parameters between multiple constituent active layers or sublayers, e.g. HOMO values in adjacent layers · CPC title

• H10K2101/30

  Highest occupied molecular orbital [HOMO], lowest unoccupied molecular orbital [LUMO] or Fermi energy values · CPC title

• H10K2101/10

  Triplet emission · CPC title

• H10K50/156

  comprising a multilayered structure · CPC title