IP Library Granted Patent US 9,960,390
Granted Patent B2
US 9,960,390 · App. 14/914,062 · Granted May 1, 2018

Method of producing an optoelectronic device and optoelectronic device

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Quick Facts
Patent No.
US 9,960,390
App. No.
14/914,062
Granted
May 1, 2018
Kind
B2
Abstract

A method of producing an optoelectronic device includes A) providing a substrate, B) applying a first electrode to the substrate, C) applying a first organic layer stack to the first electrode, D) producing a charge-generating layer stack on the first organic layer stack, E) applying a second organic layer stack to the charge-generating layer stack, and F) applying a second electrode to the second organic layer stack, wherein step D) includes D1) applying a solution of a first metal oxide precursor to the first organic layer stack, D2) generating a first charge-generating layer comprising a first metal oxide, D3) applying a solution of a second metal oxide precursor to the first charge-generating layer, and D4) generating a second charge-generating layer comprising a second metal oxide.

Claims (57)

1. A method of producing an optoelectronic device comprising:

A) providing a substrate,

B) applying a first electrode to the substrate,

C) applying a first organic layer stack to the first electrode,

D) producing a charge-generating layer stack on the first organic layer stack,

E) applying a second organic layer stack to the charge-generating layer stack,

F) applying a second electrode to the second organic layer stack,

wherein step D) comprises:

D1) applying a solution of a first metal oxide precursor to the first organic layer stack, wherein the solution of the first metal oxide precursor and the first organic layer have the same temperature between 30° C. to 60° C. and the solution of the first metal oxide precursor and the first organic layer stack are heated, prior to step D1) to the same temperature of 30° C. to 60° C.,

D2) generating a first charge-generating layer comprising a first metal oxide,

D3) applying a solution of a second metal oxide precursor to the first charge-generating layer, wherein the solution of the second metal oxide precursor and the first charge-generating layer have a temperature of 30° C. to 60° C. and the solution of the second metal oxide precursor and the first charge-generating layer are heated, prior to step D3), to the same temperature of 30° C. to 60° C.,

D4) generating a second charge-generating layer comprising a second metal oxide.

2. The method according to claim 1 , wherein a solution of the first metal oxide precursor is applied in step D1) by coating methods, spin-coating, spraying or printing methods and/or a solution of the second metal oxide precursor is applied in step D3) by coating methods, spin-coating, spraying or printing methods.

3. The method according to claim 1 , wherein a solution of the first metal oxide precursor is filtered prior to step D1) and/or a solution of the second metal oxide precursor is filtered prior to step D3).

4. The method according to claim 1 , wherein in step B) an anode is selected as the first electrode and in step D1) a first electron-conductive metal oxide precursor is selected as the first metal oxide precursor and in step D3) a second electron-conductive metal oxide precursor is selected as the second metal oxide precursor or wherein in step B) a cathode is selected as the first electrode and in step D1) a second electron-conductive metal oxide precursor is selected as the first metal oxide precursor and in step D3) a first electron-conductive metal oxide precursor is selected as the second metal oxide precursor.

5. The method according to claim 4 , wherein the first electron-conductive metal oxide precursor is selected from the group consisting of ZnO-, SnO-, TiO 2 -precursors or combinations thereof, and wherein the second electron-conductive metal oxide precursor is selected from the group consisting of V 2 O 5 -, Nb 2 O 5 -, Ta 2 O 5 -, MoO 3 -, WO 3 -precursors and combinations thereof.

6. The method according to claim 4 , wherein the first electron-conductive metal oxide precursor has formula A or A′:

where R 1 , R 2 , R 3 , R 4 , R 5 and R 6 can be selected to be the same or different and are selected from the group consisting of H and alkyl residues, M 1 =Zn or Sn and n=1 or 2.

7. The method according to claim 6 , wherein R 1 , R 2 , R 4 and R 5 =CH 3 and R 3 and R 6 =H.

8. The method according to claim 7 , wherein M 1 =Zn.

9. The method according to claim 4 , wherein the second electron-conductive metal oxide precursor has one of formulae B, C or D:

where in formula B:

R 1′ , R 2′ and R 3′ can be selected to be the same or different and are selected from the group consisting of methyl-, ethyl-, n-propyl, i-propyl, n-butyl-, i-butyl, sec-butyl and tert-butyl residues and

M 2 =V, Nb or Ta,

where in formula C:

R 1″ , R 2″ , R 3″ , R 4″ and R 5″ can be selected to be the same or different and are selected from the group consisting of methyl-, ethyl-, n-propyl, i-propyl, n-butyl-, i-butyl, sec-butyl and tert-butyl residues and

M 3 =W or Mo,

and where in formula D:

R 1′″ , R 2′″ , R 3′″ , R 4′″ , R 5′″ and R 6′″ can be selected to be the same or different and are selected from the group consisting of methyl-, ethyl-, n-propyl, i-propyl, n-butyl-, i-butyl, sec-butyl and tert-butyl residues and

M 4 =W or Mo.

10. The method according to claim 9 , where the second electron-conductive metal oxide precursor has formula B:

where M 2 =V.

11. The method according to claim 10 , wherein R 1′ , R 2′ and R 3′ =i-propyl.

12. The method according to claim 1 , wherein in a step prior to D1) the first metal oxide precursor is dissolved in a first organic solvent and in a step prior to D3) the second metal oxide precursor is dissolved in a second organic solvent and wherein the first and second organic solvents are selected independently of one another from the group consisting of water, ethanol, 2-methoxyethanol, 2-propanol, 1-propanol, 1-butanol, 2-butanol and combinations thereof.

13. A method of producing an optoelectronic device comprising:

A) providing a substrate,

B) applying an anode to the substrate,

C) applying a first organic layer stack to anode,

D) producing a charge-generating layer stack on the first organic layer stack,

E) applying a second organic layer stack to the charge-generating layer stack,

F) applying a cathode to the second organic layer stack,

wherein step D) comprises:

D1) applying a solution of a first electron-conductive metal oxide precursor to the first organic layer stack, wherein the solution of the first metal oxide precursor and the first organic layer have the same temperature of 30° C. to 60° C. and the solution of the first metal oxide precursor and the first organic layer stack are heated, prior to step D1) to the same temperature of 30° C. to 60° C. and wherein the first electron-conductive metal oxide precursor has formula A or A′:

where R 1 , R 2 , R 3 , R 4 , R 5 and R 6 can be selected to be the same or different and are selected from the group consisting of H and alkyl residues, M 1 =Zn or Sn and n=1 or 2,

D2) generating a first charge-generating layer comprising a first metal oxide,

D3) applying a solution of a second electron-conductive metal oxide precursor to the first charge-generating layer, wherein the solution of the second metal oxide precursor and the first charge-generating layer have a temperature of 30° C. to 60° C. and the solution of the second metal oxide precursor and the first charge-generating layer are heated, prior to step D3), to the same temperature of 30° C. to 60° C. and wherein the second electron-conductive metal oxide precursor has one of formulae B, C or D:

where in formula B:

R 1′ , R 2′ and R 3′ can be selected to be the same or different and are selected from the group consisting of methyl-, ethyl-, n-propyl, i-propyl, n-butyl-, i-butyl, sec-butyl and tert-butyl residues and

M 2 =V, Nb or Ta,

where in formula C:

R 1″ , R 2″ , R 3″ , R 4″ and R 5″ can be selected to be the same or different and are selected from the group consisting of methyl-, ethyl-, n-propyl, i-propyl, n-butyl-, i-butyl, sec-butyl and tert-butyl residues and

M 3 =W or Mo,

and where in formula D:

R ′″ , R 2′″ , R 3′″ , R 4′″ , R 5′″ and R 6′″ can be selected to be the same or different and are selected from the group consisting of methyl-, ethyl-, n-propyl, i-propyl, n-butyl-, i-butyl, sec-butyl and tert-butyl residues and

M 4 =W or Mo,

D4) generating a second charge-generating layer comprising a second metal oxide.

14. The method according to claim 13 , wherein the second charge-generating layer is generated directly on the first charge-generating layer.

Assignments (3)
MERGER Recorded Feb 17, 2026
From: OSRAM OLED GMBH
To: AMS-OSRAM INTERNATIONAL GMBH
Reel/Frame 074881/0104 →
CORRECTIVE ASSIGNMENT TO CORRECT THE CORRECT ASSIGNEE IS OSRAM OLED GMBH NOT OSRAM OPTOSEMICONDUCTORS GMBH PREVIOUSLY RECORDED ON REEL 039183 FRAME 0200. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Sep 14, 2016
From: HÖFLE, STEFAN; COLSMANN, ALEXANDER; REINHARD, MANUEL; LEMMER, ULI
To: OSRAM OLED GMBH
Reel/Frame 039785/0630 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 19, 2016
From: HÖFLE, STEFAN; COLSMANN, ALEXANDER; REINHARD, MANUEL; LEMMER, ULI
To: OSRAM OPTO SEMICONDUCTORS GMBH
Reel/Frame 039183/0200 →