IP Library Granted Patent US 8,557,398
Granted Patent B2
US 8,557,398 · App. 12/133,843 · Granted Oct 15, 2013

Organic light emitting device

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Quick Facts
Patent No.
US 8,557,398
App. No.
12/133,843
Granted
Oct 15, 2013
Kind
B2
Abstract

An organic light emitting device includes a first electrode; a second electrode; an emissive layer disposed between the first electrode and the second electrode; a hole injection layer disposed between the first electrode and the emissive layer; and an electron transport layer disposed between the emissive layer and the second electrode. The hole injection layer includes a hole injecting material and a first compound made up of an element selected from the group consisting of Mo, Li, Na, K, Rb, Cs, Be, Mg, Ca, Sr, Ba, and B and an element selected from the group consisting of O, F, S, Cl, Se, Br, and I. The electron transport layer includes an electron transporting material and a second compound, wherein the second compound is represented by Formula 1: X a Y b   <Formula 1> X is an alkali metal, an alkali earth metal, or a transition metal, Y is a group 7 element, or a C 1 -C 20 organic group, a is a number in the range of 1 to 3, and b is a number in the range of 1 to 3.

Claims (34)

1. An organic light emitting device comprising:

a first electrode;

a second electrode;

an emissive layer disposed between the first electrode and the second electrode;

a first hole injection layer disposed between the first electrode and the emissive layer;

a second hole injection layer disposed between the first hole injection layer and the emissive layer, comprising a second hole injecting material; and

a first electron transport layer disposed between the emissive layer and the second electrode,

the first hole injection layer comprising a hole injecting material and a first compound comprising an element selected from the group consisting of Mo, Li, Na, K, Rb, Cs, Be, Mg, Ca, Sr, Ba, ytterbium and B and an element selected from the group consisting of O, F, S, Cl, Se, Br, and I,

the second hole injecting material being at least one selected from the group consisting of copper phthalocyanine, 1,3,5-tricarbazolylbenzene, 4,4′-biscarbazolylbiphenyl, polyvinylcarbazole, m-biscarbazolylphenyl, 4,4′-biscarbazolyl-2,2′-dimethylbiphenyl, 4,4′,4″-tri(Ncarbazolyl) triphenylamine (TCTA), 4,4′,4″-tris(3-methylphenylamino)triphenylamine (m-MTDATA), 1,3,5-tri (2-carbazolylphenyl) benzene, 1,3,5-tris(2-carbazolyl-5 methoxyphenyl)benzene, bis(4-carbazolylphenyl)silane, N,N′-bis(3-methylphenyl)-N,N′diphenyl-[1, 1-biphenyl]-4,4′-diamine (TPD), N,N′-di(naphthalene-1-yl)-N,N′-diphenyl benzidine (α-NPD), N,N′-diphenyl-N,N′-bis(1-naphthyl)-(1, 1′-biphenyl)-4,4′-diamine (NPB), poly(9,9-dioctylfluorene-co-N-(4-butylphenyl)diphenylamine) (TFB), and poly(9,9-dioctylfluorene-co-bis-N, N-phenyl-1,4-phenylenediamine (PFB),

a thickness ratio of the first hole injection layer to the second hole injection layer being in a range of 1:99 to 1:9, and

the first electron transport layer comprising a first electron transporting material and a second compound, the second compound represented by Formula 1 below:

X a Y b   <Formula 1>

wherein:

X is an alkali metal, an alkali earth metal, or a transition metal,

Y is a group 7 element, or acetoacetate,

a is a number in the range of 1 to 3, and

b is a number in the range of 1 to 3,

an amount of the second compound in the first electron transport layer being in a range of 30 to 50 parts by weight based on 100 parts by weight of the first electron transporting material.

2. The organic light emitting device of claim 1 , wherein the hole injecting material is at least one selected from the group consisting of copper phthalocyanine, 1,3,5-tricarbazolylbenzene, 4,4′- biscarbazolylbiphenyl, polyvinylcarbazole, m-biscarbazolylphenyl, 4,4′-biscarbazolyl-2,2′-dimethylbiphenyl, 4,4′,4″-tri(N-carbazolyl)triphenylamine (TCTA), 4,4′,4″-tris(3-methylphenylamino)triphenylamine (m-MTDATA), 1,3,5-tri(2-carbazolylphenyl)benzene, 1,3,5-tris(2-carbazolyl-5-methoxyphenyl)benzene, bis(4-carbazolylphenyl)silane, N,N′-bis(3-methylphenyl)-N,N′-diphenyl-[1,1-biphenyl]-4,4′-diamine (TPD), N,N′-di(naphthalene-1-yl)-N,N′-diphenyl benzidine (α-NPD), N,N′-diphenyl-N,N′-bis(1-naphthyl)-(1,1′-biphenyl)-4,4′-diamine (NPB), poly(9,9-dioctylfluorene-co-N-(4-butylphenyl)diphenylamine) (TFB), and poly(9,9-dioctylfluorene-co-bis-N,N-phenyl-1,4-phenylenediamine (PFB).

3. The organic light emitting device of claim 1 , wherein a mixing ratio of the first compound to the hole injecting material is in a range of 1:1 to 3:1.

4. The organic light emitting device of claim 1 , wherein the first compound is selected from the group consisting of a molybdenum oxide, a magnesium fluoride, a cesium fluoride, a boron oxide, a lithium oxide, and an ytterbium oxide.

5. The organic light emitting device of claim 1 , wherein, in Formula 1, X is Li, Cs, Na, Ba, or Mg.

6. The organic light emitting device of claim 1 , wherein, in Formula 1, Y is acetoacetate, fluoride, chloride, or bromide.

7. The organic light emitting device of claim 1 , wherein the second compound comprises at least one selected from the group consisting of lithium acetoacetate, magnesium acetoacetate, lithium fluoride, cesium fluoride, and sodium fluoride.

8. The organic light emitting device of claim 1 , wherein the first electron transporting material has an electron mobility of 10 −8 cm 2 /V·s or more in an electric field of 800 to 1000 V/cm.

9. The organic light emitting device of claim 1 , wherein the first electron transporting material comprises at least one selected from the group consisting of bis(10-hydroxybenzo[h]quinolinato)beryllium (Bebq 2 ) represented by Formula 2 below, Alq 3 , and Znq 2 .

10. The organic light emitting device of claim 1 , further comprising a second electron transport layer comprising a second electron transporting material.

11. The organic light emitting device of claim 10 , wherein the second electron transporting material has an electron mobility of 10 −8 cm 2 /V·s or more in an electric field of 800 to 1000 V/cm.

12. The organic light emitting device of claim 10 , wherein the second electron transporting material has an electron mobility of 10 −8 to 10 −4 cm 2 /V·s in an electric field of 800 to 1000 V/cm.

13. The organic light emitting device of claim 10 , wherein a thickness ratio of the first electron transport layer to the second electron transport layer is in a range of 1:1 to 2:1.

14. The organic light emitting device of claim 1 , further comprising at least one layer selected from the group consisting of a hole transport layer, an electron blocking layer, a hole blocking layer, a second electron transport layer, and an electron injection layer.

15. The organic light emitting device of claim 1 , having one of the following structures:

first electrode/first hole injection layer/second hole injection layer/hole transport layer/emissive layer/electron transport layer/second electrode; and

first electrode/first hole injection layer/second hole injection layer/hole transport layer/emissive layer/first electron transport layer/second electron transport layer/second electrode.

Assignments (3)
MERGER Recorded Sep 21, 2012
From: SAMSUNG MOBILE DISPLAY CO., LTD.
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 029241/0599 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 12, 2008
From: SAMSUNG SDI CO., LTD.
To: SAMSUNG MOBILE DISPLAY CO., LTD.
Reel/Frame 022010/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 6, 2008
From: SONG, WON-JUN; SUNG, YEUN-JOO; KIM, MY-HYUN
To: SAMSUNG SDI CO., LTD.
Reel/Frame 021091/0398 →