IP Library Granted Patent US 8,795,852
Granted Patent B2
US 8,795,852 · App. 13/201,610 · Granted Aug 5, 2014

Organic electroluminescent device with host materials having same or similar IP, EA and T1 values

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Quick Facts
Patent No.
US 8,795,852
App. No.
13/201,610
Granted
Aug 5, 2014
Kind
B2
Abstract

Disclosed is a highly reliable organic electroluminescent device, in particular, a phosphorescent organic electroluminescent device using a low-molecular-weight host material, wherein a good balance between electron and hole injection and an efficient mechanism of phosphorescence are maintained. The organic electroluminescent device contains a light-emitting layer between an anode layer and a cathode layer and the light-emitting layer comprises a phosphorescent dopant material and a host material with a molecular weight of not more than 10,000. The host material is composed of a first host material and a second host material that is different from the first host material and the first host material differs from the second host material by not more than 0.1 eV in the ionization potential (IP), by not more than 0.1 eV in the electron affinity (EA), and by not more than 0.1 eV in the triplet energy (T1).

Claims (23)

1. An organic electroluminescent device containing a light-emitting layer formed by a wet film-forming process between an anode and a cathode wherein the light-emitting layer comprises a phosphorescent dopant material and a host material having a molecular weight of not more than 10,000, the said host material is composed of a first host material and a second host material that is different from the first host material, the first host material or the second host material is a heterocyclic compound represented by the following formula (1), the ratio by weight of the first host material to the second host material is 90:10 to 10:90, and the first host material differs from the second host material by less than 0.1 eV in the ionization potential (IP), by less than 0.1 eV in the electron affinity (EA), and by less than 0.1 eV in the triplet energy (T1);

wherein in formula (1):

ring A is an aromatic ring represented by formula (1a) and is fused to the adjacent rings at arbitrary positions and ring B is a heterocycle represented by formula (1b) and is fused to the adjacent rings at arbitrary positions;

R in formulas (1) and (1a) is independently hydrogen or a monovalent substituent and the adjacent substituents optionally together form a ring;

L 1 in formula (1b) is independently an aromatic hydrocarbon group or an aromatic heterocyclic group;

L is an n-valent aromatic hydrocarbon group or an n-valent aromatic heterocyclic group;

n is 1-4; and

when n is 2 or more, the fused heterocycle containing rings A and B are identical with or different from one another.

2. The organic electroluminescent device as described in claim 1 , wherein the first host material and the second host material are heterocyclic compounds represented by formula (1).

3. The organic electroluminescent device as described in claim 1 , wherein the ratio by weight of the first host material to the second host material is 75:25 to 25:75.

4. The organic electroluminescent device as described in claim 1 , wherein the first host material or the second host material is a heterocyclic compound represented by the following formula (2) or (3);

wherein in formula (2), ring A, ring B, and R respectively have the same meaning as in formula (1); X is independently C—H, N, or C-L 2 and L 2 is independently an aromatic hydrocarbon group or an aromatic heterocyclic group;

wherein in formula (3), ring A, ring B, and R respectively have the same meaning as in formula (1); Ar is independently a phenylene group or a divalent aromatic heterocyclic group; m is 1-5.

5. The organic electroluminescent device as described in claim 4 wherein the first host material and the second host materials are two species of heterocyclic compounds selected from the heterocyclic compounds represented by formula (2) or (3).

6. A method for fabricating an organic electroluminescent device wherein organic layers containing a light-emitting layer are disposed between an anode and a cathode and the light-emitting layer comprises a phosphorescent dopant material and a host material having a molecular weight of not more than 10,000, which comprises a step where the host material and the phosphorescent dopant material are prepared, the said host material being characterized in that it is composed of a first host material and a second host material that is different from the first host material, the first host material or the second host material is a heterocyclic compound represented by formula (1),

the ratio by weight of the first host material to the second host material is 90:10 to 10:90, and the first host material differs from the second host material by less than 0.1 eV in the ionization potential (IP), by less than 0.1 eV in the electron affinity (EA), and by less than 0.1 eV in the triplet energy (T1), a step where the host material and the phosphorescent dopant material are dissolved in a solvent to form a coating solution, and a step where the coating solution is applied to an organic layer adjacent to the light-emitting layer and dried;

wherein in formula (1):

ring A is an aromatic ring represented by formula (1a) and is fused to the adjacent rings at arbitrary positions and ring B is a heterocycle represented by formula (1b) and is fused to the adjacent rings at arbitrary positions;

R in formulas (1) and (1a) is independently hydrogen or a monovalent substituent and the adjacent substituents optionally together form a ring;

L 1 in formula (1b) is independently an aromatic hydrocarbon group or an aromatic heterocyclic group;

L is an n-valent aromatic hydrocarbon group or an n-valent aromatic heterocyclic group;

n is 1-4; and

when n is 2 or more, the fused heterocycle containing rings A and B are identical with or different from one another.

Assignments (3)
MERGER Recorded Oct 21, 2020
From: NIPPON STEEL & SUMIKIN MATERIALS CO., LTD.; NIPPON STEEL & SUMIKIN CHEMICAL CO., LTD.
To: NIPPON STEEL CHEMICAL & MATERIAL CO., LTD.
Reel/Frame 054145/0400 →
CHANGE OF NAME Recorded Mar 20, 2013
From: NIPPON STEEL CHEMICAL CO., LTD.
To: NIPPON STEEL & SUMIKIN CHEMICAL CO., LTD.
Reel/Frame 030049/0771 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 16, 2011
From: ASARI, TOHRU; HAYASHIDA, HIROYUKI; SHIRAISHI, KAZUTO; SHIMIZU, TAKAYUKI; KOISHIKAWA, YASUSHI; YOSHIMURA, KAZUAKI
To: NIPPON STEEL CHEMICAL CO., LTD.
Reel/Frame 026754/0696 →