Organic light emitting device

Patent metadata

Field	Value
Publication number	US-11594685-B2
Application number	US-201816323770-A
Country	US
Kind code	B2
Filing date	Mar 26, 2018
Priority date	Mar 30, 2017
Publication date	Feb 28, 2023
Grant date	Feb 28, 2023

Abstract

The present invention relates to an organic light emitting device comprising a light emitting layer and an electron transport layer which satisfy the following mathematical expressions, EHOMO-ET>EHOMO-BH and ELUMO-ET>ELUMO-GH, and having improved driving voltage, efficiency, and lifetime.

First claim

The invention claimed is:

1. An organic light emitting device comprising: an anode, a hole transport layer, a light emitting layer, an electron transport layer, and a cathode, in this order, wherein
the light emitting layer comprises a red light emitting layer, a green light emitting layer, and a blue light emitting layer in parallel,
the electron transport layer is adjacent to the red light emitting layer, the green light emitting layer, and the blue light emitting layer simultaneously,
the electron transport layer comprises one or more layers,
a layer adjacent to the red light emitting layer, the green light emitting layer and the blue light emitting layer in the electron transport layer satisfies the following mathematical expressions 1 and 2:
E HOMO-ET >E HOMO-BH   [Mathematical Expression 1]

in Mathematical Expression 1,
E HOMO-ET is an absolute value of a HOMO energy level of a material comprised in the layer adjacent to the red light emitting layer, the green light emitting layer and the blue light emitting layer in the electron transport layer, and
E HOMO-BH is an absolute value of a HOMO energy level of a host material of the blue light emitting layer,
E LUMO-ET >E LUMO-GH   [Mathematical Expression 2]

in Mathematical Expression 2,
E LUMO-ET is an absolute value of a LUMO energy level of the material comprised in the layer adjacent to the red light emitting layer, the green light emitting layer and the blue light emitting layer in the electron transport layer, and
E LUMO-GH is an absolute value of a LUMO energy level of a host material of the green light emitting layer,
wherein the material comprised in the layer adjacent to the red light emitting layer, the green light emitting layer and the blue light emitting layer in the electron transport layer comprises a compound represented by the following Chemical Formula 1:

in Chemical Formula 1,
A 1 to A 3 are each independently N, or CR, with the proviso that at least two of A 1 to A 3 are N,
R is hydrogen, or is bonded to Ar 11 or Ar 12 to form a substituted or unsubstituted C 6-60 aryl; or a substituted or unsubstituted C 2-60 heteroaryl containing at least one heteroatom selected from the group consisting of N, O and S,
L 11 and L 12 are each independently a bond; a substituted or unsubstituted C 6-60 arylene; or a substituted or unsubstituted C 2-60 heteroarylene containing at least one heteroatom selected from the group consisting of N, O and S,
Ar 11 and Ar 12 are each independently a substituted or unsubstituted C 6-60 aryl;
tri(C 6-60 aryl)silyl; or a substituted or unsubstituted C 2-60 heteroaryl containing at least one heteroatom selected from the group consisting of N, O and S, or is bonded to the R to form a substituted or unsubstituted C 6-60 aryl; or a substituted or unsubstituted C 2-20 heteroaryl containing at least one heteroatom selected from the group consisting of N, O and S,
L 13 is a bond; a substituted or unsubstituted C 6-60 arylene; or a substituted or unsubstituted C 2-60 heteroarylene containing at least one heteroatom selected from the group consisting of N, O and S, and
Ar 13 is represented by the following Chemical Formula 2,

in Chemical Formula 2,
X is O, or S,
n 21 and n 22 are each independently an integer of 1 to 4,
at least one of R 21 and R 22 is connected to Ar 13 , and the rest are each independently hydrogen; deuterium; a substituted or unsubstituted C 1-60 alkyl; a substituted or unsubstituted C 6-60 aryl; or a substituted or unsubstituted C 2-60 heteroaryl containing any one or more heteroatoms selected from the group consisting of N, O and S, or two adjacent R 21 or two adjacent R 22 optionally bond to each other to form a benzene ring,
wherein the host material of the blue light emitting layer is a compound represented by the following Chemical Formula 3-1 or 3-2,

in Chemical Formula 3-1,
L 31 and L 32 are each independently a bond; a substituted or unsubstituted C 6-60 arylene; or a substituted or unsubstituted C 2-60 heteroarylene containing at least one heteroatom selected from the group consisting of N, O and S, and
Ar 31 and Ar 32 are each independently a substituted or unsubstituted C 6-60 aryl; or a substituted or unsubstituted C 2-60 heteroarylene containing at least one heteroatom selected from the group consisting of N, O and S,

in Chemical Formula 3-2,
L 33 , L 34 and L 35 are each independently a bond; a substituted or unsubstituted C 6-60 arylene; or a substituted or unsubstituted C 2-60 heteroarylene containing at least one heteroatom selected from the group consisting of N, O and S, and
Ar 33 , Ar 34 and Ar 35 are each independently a substituted or unsubstituted C 6-60 aryl; or a substituted or unsubstituted C 2-60 heteroaryl comprising at least one heteroatom selected from the group consisting of N, O and S,
wherein the host material of the Green light emitting layer comprises (i) an one of the compounds represented by the following Chemical Formulas 4-1 to 4-4, and (ii) a compound represented by the following Chemical Formula 5:

in Chemical Formulas 4-1 to 4-4,
each X 4 is independently O, S, NR 4 , CR 4 R 5 , or SiR 4 R 5 ,
wherein R 4 and R 5 are each independently hydrogen, a substituted or unsubstituted C 1-60 alkyl, or a substituted or unsubstituted C 6-60 aryl,
each L 4 is independently a bond; a substituted or unsubstituted C 6-60 arylene; or a substituted or unsubstituted C 2-60 heteroarylene containing at least one heteroatom selected from the group consisting of N, O and S, and
Ar 4 is independently hydrogen; a substituted or unsubstituted C 6-60 aryl; or a substituted or unsubstituted C 2-60 heteroaryl containing at least one heteroatom selected from the group consisting of N, O and S,

in Chemical Formula 5,
L 5 is a bond; a substituted or unsubstituted C 6-60 arylene; or a substituted or unsubstituted C 2-60 heteroarylene containing at least one heteroatom selected from the group consisting of N, O and S, and
Ar 51 , Ar 52 and Ar 53 are each independently a substituted or unsubstituted C 6-60 aryl; or a substituted or unsubstituted C 2-60 heteroaryl containing at least one heteroatom selected from the group consisting of N, O and S.

2. The organic light emitting device of claim 1 , wherein the Chemical Formula 1 is any one selected from the group consisting of the following Chemical Formulas 1-1 to 1-5:

in Chemical Formulas 1-1 to 1-5,
Ar 11 and Ar 12 are each independently a substituted or unsubstituted C 6-60 aryl; or a substituted or unsubstituted C 2-60 heteroaryl containing at least one heteroatom selected from the group consisting of N, O and S, and
Ar 13 is as defined in claim 1 .

3. The organic light emitting device of claim 1 , wherein L 11 and L 12 are each independently a bond; phenylene; or biphenylylene.

Assignees

• Lg Chemical Ltd

Inventors

• Huh Jung Oh
• Lee Dong Hoon
• Jang Boon Jae
• Kang Min Young
• Heo Dong Uk
• Han Mi Yeon

Classifications

• H10K85/654

  comprising only nitrogen as heteroatom (H10K85/652 takes precedence) · CPC title

• C07D405/10 Primary

  linked by a carbon chain containing aromatic rings · 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

• C07D471/04

  Ortho-condensed systems · CPC title