Transparent electrode for organic electronic devices

• US 20070128465A1
• Filed: 12/05/2005
• Published: 06/07/2007
• Est. Priority Date: 12/05/2005
• Status: Abandoned Application

• Current Assignee: General Electric Company
• Original Assignee: General Electric Company
• Inventors: Liu, Jie, Parthasarathy, Gautam, Yan, Min, Rogojevic, Svetlana, Duggal, Anil, Cella, James, Herzog, Michael
• Application Number:
  US11/295,768
• Publication Number:
  US 20070128465A1
• Time in Patent Office: Days
• US Class Current: 428/689
• CPC Class Codes: H01B 1/06 mainly consisting of other non-metallic substances
• CPC Class Codes: H05B 33/28 of translucent electrodes
• CPC Class Codes: H10K 2102/3031 Two-side emission, e.g. transparent OLEDs [TOLED]
• CPC Class Codes: H10K 50/14 Carrier transporting layers
• CPC Class Codes: H10K 50/82 Cathodes
• CPC Class Codes: H10K 50/826 Multilayers, e.g. opaque multilayers
• CPC Class Codes: H10K 85/631 Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
• CPC Class Codes: Y10T 428/31938 Polymer of monoethylenically unsaturated hydrocarbon

Abstract

Described herein is a transparent electrode comprising at least one optically transparent electrically conductive layer; and at least one optically transparent intermediate layer, wherein said optically transparent conductive layer is in contact with said optically intermediate layer, and wherein said optically transparent conductive layer and said optically transparent intermediate layer together transmit at least 50 percent of incident light having a wavelength in a range between about 200 and about 1200 nanometers, said optically transparent conductive layer having a bulk conductivity at least 100 Siemens per centimeter (S/cm), said optically transparent intermediate layer being comprised of a material having a bulk electrical conductivity at room temperature less than 10⁻¹² Siemens per centimeter and a band gap of 3.5 eV. Described herein are also methods for forming a transparent electrode, and transparent electronic devices comprising at least one transparent electrode.

Claims

1. A transparent electrode comprising:

(a) at least one optically transparent electrically conductive layer; and

(b) at least one optically transparent intermediate layer having a thickness of from about 1 and about 100 angstroms;

wherein said optically transparent electrically conductive layer is in contact with said optically transparent intermediate layer, said optically transparent conductive layer having a conductivity at least 100 Siemens per centimeter (S/cm), said optically transparent intermediate layer being comprised of a material having a bulk electrical conductivity at room temperature of less than about 10<sup>−

12</sup> Siemens per centimeter (S/cm), and a band gap of at least 3.5 eV.

2. The transparent electrode according to claim 1, wherein said transparent electrically conductive layer comprises at least one metal oxide.

3. The transparent electrode according to claim 2, wherein said metal oxide is selected from the group consisting of indium tin oxide, tin oxide, indium oxide, zinc oxide, indium zinc oxide, zinc indium tin oxide, antimony oxide, and mixtures thereof.

4. The transparent electrode according to claim 1, wherein said transparent electrically conductive layer comprises at least one zero valent metal.

5. The transparent electrode according to claim 4, wherein said zero valent metal is selected from the group consisting of magnesium, calcium, barium, copper, silver, gold, aluminum, mercury, nickel, platinum, and mixtures thereof.

6. The transparent electrode according to claim 1, wherein said transparent electrically conductive layer comprises indium tin oxide.

7. The transparent electrode according to claim 1, wherein said intermediate layer is an organic material.

8. The transparent electrode according to claim 1, wherein said intermediate layer is an inorganic material.

9. The transparent electrode according to claim 1, wherein said intermediate layer comprises at least one organic component and at least one inorganic component.

10. The transparent electrode according to claim 1, wherein said intermediate layer comprises an amine-substituted polymeric material comprising repeat units having structure (I):

wherein A is an aromatic radical, R¹ and R² are independently a hydrogen , a C₁-C₃₀ aliphatic radical, a C₃-C₃₀ cycloaliphatic radical, or a C₃-C₃₀ aromatic radical; and

“

p”

is an integer from 1 to the maximum number of positions available for substitution on A.

11. The transparent electrode according to claim 10, wherein A is selected from the group consisting of phenylene, naphthylene, anthracenylene, and fluorenylene.

12. The transparent electrode according to claim 10, wherein the amine-substituted polymeric material comprises at least one of a dialkylamino group, a monoalkylamino group, or a NH₂ group.

13. The transparent electrode according to claim 10, wherein the amine-substituted polymeric material is selected from the group consisting of poly[(N,N-dibutylaminomethyl)styrene], poly[(N,N-dimethylaminomethyl)styrene], poly[(N,N-dipropylaminomethyl)styrene], poly[(N,N-ethylmethylaminomethyl)styrene], poly[(N,N-diethylaminomethyl)styrene], and mixtures of two or more of the foregoing.

14. The transparent electrode according to claim 1, wherein the intermediate layer comprises at least one intermediate material selected from the group consistng of calcium oxide, barium oxide, sodium oxide, and combinations thereof.

15. The transparent electrode according to claim 1, wherein the optically transparent intermediate layer comprises at least one intermediate material selected from the group consistng of sodium fluoride, lithium fluoride, potassium fluoride, cesium fluoride, calcium fluoride, barium fluoride, sodium chloride, and combinations thereof.

16. The transparent electrode according to claim 1, wherein the intermediate layer has a thickness in the range of from about 5 angstroms to about 100 angstroms.

17. The transparent electrode according to claim 1, wherein the intermediate layer has a thickness in the range of from about 15 angstroms to about 100 angstroms.

18. The transparent electrode according to claim 1, wherein the intermediate layer has a thickness in the range of from about 25 angstroms to about 50 anngstroms.

19. A light emitting device comprising a transparent electrode of claim 1.

20. A light emitting device comprising:

(a) at least one optically transparent electrically conductive layer

(b) at least one optically transparent intermediate layer having a thickness of from about 1 and about 100 angstroms; and

(c) at least one electro-active organic layer

wherein said optically transparent electrically conductive layer is in contact with said optically transparent intermediate layer, said optically transparent conductive layer having a conductivity at least 100 Siemens per centimeter (S/cm), said optically transparent intermediate layer being comprised of a material having a bulk electrical conductivity at room temperature of less than about 10<sup>−

12</sup> Siemens per centimeter (S/cm), and a band gap of at least 3.5 eV.

21. The light emitting device according to claim 20, wherein said transparent electrically conductive layer comprises at least one metal oxide.

22. The light emitting device according to claim 20, wherein said transparent electrically conductive layer comprises at least one zero valent metal.

23. The light emitting device according to claim 20, wherein said intermediate layer comprises an amine-substituted polymeric material comprising structural units (I):

wherein A is an aromatic radical, R^{1 and R2} are independently a hydrogen , a C₁-C₃₀ aliphatic radical, a C₃-C₃₀ cycloaliphatic radical, or a C₃-C₃₀ aromatic radical; and

“

p”

is an integer from 1 to the maximum number of positions available for substitution on A.

24. A method for fabricating a transparent electronic device, the method comprising:

providing a substrate;

disposing a transparent electrically conducting layer having a conductivity at least 100 Siemens per centimeter (S/cm); and

disposing a transparent intermediate layer having a thickness of from about 1 and about 100 angstroms, a bulk electrical conductivity at room temperature of less than about 10<sup>−

12</sup> Siemens per centimeter (S/cm), and a band gap of at least 3.5 eV;

wherein the transparent intermediate layer comprises sodium fluoride, calcium oxide, or an amine-substituted polymeric material having a repeat unit as shown in structure (I);

wherein A comprises an aromatic radical, R¹ and R² comprise independently of each other hydrogen atom, C₁-C₃₀ aliphatic radicals, C₃-C₃₀ cycloaliphatic groups, C₃-C₃₀ aromatic radicals, or any combination thereof; and

“

p”

comprises an integer from 1 to the maximum number of positions available for substitution on A;

or combinations thereof.

25. The method of claim 24, wherein the substrate comprises metal, coated metal, planarized metal, glass, plastic material, coated plastic material, thermoplastic material, thermoset material, elastomeric material, or combinations thereof.

26. The method of claim 24, wherein said disposing comprises spin casting, drop casting, ink-jet printing, gravure coating techniques, reverse microgravure coating, flexo printing, or any other type of roll coating or roll printing, screen printing, physical vapor deposition, or combinations thereof.