IP Library Granted Patent US 8,466,458
Granted Patent B2
US 8,466,458 · App. 12/946,144 · Granted Jun 18, 2013

Organic light-emitting device

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Quick Facts
Patent No.
US 8,466,458
App. No.
12/946,144
Granted
Jun 18, 2013
Kind
B2
Abstract

An organic light-emitting device including a mixed organic layer that includes a triphenyl amine derivative and a pyrazine derivative and an emission layer that includes an anthracene derivative, an amine-containing styryl derivative, or any mixture thereof.

Claims (36)

1. An organic light-emitting device, comprising:

a first electrode;

a second electrode;

an emission layer interposed between the first electrode and the second electrode, the emission layer comprising an anthracene derivative, an amine-containing styryl derivative, or a mixture thereof; and

a mixed organic layer interposed between the first electrode and the emission layer, the mixed organic layer comprising a triphenyl amine derivative and a pyrazine derivative.

2. The organic light-emitting device of claim 1 , further comprising a hole transport layer between the emission layer and the mixed organic layer, or between the mixed organic layer and the first electrode.

3. The organic light-emitting device of claim 2 , wherein the mixed organic layer is formed between the hole transport layer and the first electrode.

4. The organic light-emitting device of claim 1 , wherein the triphenyl amine derivative is selected from the group consisting of triphenyl amine, tritolylamine, tolyldiphenylamine, N,N′-diphenyl-N,N′-(3-methylphenyl)-1,1-biphenyl -4,4′-diamine, N,N,N′,N′-tetra(4-methylphenyl)-1,1′-phenyl-4,4′-diamine, N,N,N′,N′-tetra(4-methylphenyl)-1,1′-biphenyl-4,4′-diamine, N,N′-diphenyl-N,N′-di(1-naphthyl)-1,1′-biphenyl -4,4′-diamine, N,N′-di(methylphenyl)-N,N′-di(4-n-butylphenyl)-phenanthrene -9,10-diamine, 4,4′, 4″-tris(3-methylphenyl)-N-phenylamino)triphenyl amine, 1,1-bis(4-di-p-tolylaminophenyl)cyclohexane, and an oligomer or polymer having an aromatic tertiary amine structure thereof.

5. The organic light-emitting device of claim 1 , wherein the triphenyl amine derivative comprises a carbazole moiety.

6. The organic light-emitting device of claim 1 , wherein the triphenyl amine derivative comprises a fluorene moiety.

7. The organic light-emitting device of claim 6 , wherein the triphenyl amine derivative comprised of the fluorene moiety is selected from the group consisting of the following formulas:

8. The organic light-emitting device of claim 1 , wherein the pyrazine derivative is represented by Formula 13:

where R is a hydrogen atom, a C1-C10 alkyl group, an alkyloxy group, a dialkyl amine group, a halogen atom, or a cyano group.

9. The organic light-emitting device of claim 1 , wherein the pyrazine derivative is hexaazatriphenylenehexacarboxylnitrile, represented by Formula 14:

10. The organic light-emitting device of claim 1 , wherein the thickness of the mixed organic layer is in the range of about 2 to about 210 nm.

11. The organic light-emitting device of claim 1 , wherein the amount of the pyrazine derivative is in the range of 0.1 to 99.9 parts by weight based on 100 parts by weight of the mixed organic layer.

12. The organic light-emitting device of claim 1 , wherein the emission layer comprises the anthracene derivative selected from the group consisting of the following formulas:

13. The organic light-emitting device of claim 1 , wherein the emission layer comprises the amine-containing styryl derivative selected from the group consisting of an aminecontaining monostyryl derivative, an amine-containing distyryl derivative, an amine-containing tristyryl derivative, and an amine-containing tetrastyryl derivative.

14. The organic light-emitting device of claim 1 , wherein the emission layer comprises the amine-containing styryl derivative selected from the group consisting of the following formulas:

15. The organic light-emitting device of claim 2 , wherein the hole transport layer is formed of a triaryl amine-based compound.

16. The organic light-emitting device of claim 2 , wherein the thickness of the hole transport layer is in the range of about 3 to about 180 nm.

17. The organic light-emitting device of claim 1 , further comprising an electron transport layer between the emission layer and the second electrode, the electron transport layer comprising lithium quinolate and an organic material.

18. An organic light-emitting device, comprising:

a first electrode;

a second electrode;

an emission layer interposed between the first electrode and the second electrode, the emission layer comprising an anthracene derivative, an amine-containing styryl derivative, or a mixture thereof; and

a mixed organic layer interposed between the first electrode and the emission layer, the mixed organic layer comprising a triphenyl amine derivative and a pyrazine derivative, the triphenyl amine derivative being selected from the group consisting of triphenyl amine, tritolylamine, tolyldiphenylamine, N,N′-diphenyl-N,N′-(3-methylphenyl)-1,1-biphenyl-4,4′-diamine, N,N,N′,N′,-tetra(4-methylphenyl)-1,1′-phenyl-4,4′-diamine, N,N,N′,N′-tetra(4-methylphenyl)-1,1′-biphenyl -4,4′-diamine, N,N′-diphenyl-N,N′-di(1-naphthyl)-1,1′-biphenyl-4,4′-diamine, N,N′-di(methylphenyl)-N,N′-di(4-n-butylphenyl)-phenanthrene-9,10-diamine, 4,4′,4″-tris(3-methylphenyl)-N-phenylamino)triphenyl amine, 1,1-bis(4-di-p-tolylaminophenyl)cyclohexane, an oligomer or polymer having an aromatic tertiary amine structure thereof, 4,4,′-bis(9-carbazolyl)-1,1′-biphenyl, 4,4′-bis(3-methyl-9-carbazolyl)-1,1′-biphenyl , 4,4′,4″-tris(3-methylphenylamino)triphenylamine (m-MTDATA), N,N′-bis(3-methylphenyl)-N,N′-diphenyl-[1,1-biphenyl]-4,4′diamine (TPD), 4,4′,4″-tri(N-carbazoyl)-triphenyl amine(TCTA), substituted or unsubstituted spirofluorene, substituted or unsubstituted indenofluorene, substituted or unsubstituted benzofluorene, a compound respresented by one of Formulas 4 through 12, and a combination thereof, the pyrazine derivative being represented by Formula 13:

where R is a hydrogen atom, a C1-C10 alkyl group, an alkyloxy group, a dialkyl amine group, a halogen atom, or a cyano group.

19. The organic light-emitting device of claim 18 , wherein the anthracene derivative of the emission layer is selected from the group consisting of the following formulas:

the amine-containing styryl derivative being selected from the group consisting of the following formulas:

20. An organic light-emitting device comprising:

a first electrode;

a second electrode;

an emission layer interposed between the first electrode and the second electrode, the emission layer comprising an anthracene derivative, an amine-containing styryl derivative, or a mixture thereof;

at least one of a hole transport layer and a hole injection layer between the emission layer and the first electrode; and

a mixed organic layer interposed between the first electrode and the emission layer, the mixed organic layer comprising a triphenyl amine derivative and a pyrazine derivative.

Assignments (1)
MERGER Recorded Sep 21, 2012
From: SAMSUNG MOBILE DISPLAY CO., LTD.
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 029241/0599 →