Electroluminescent device

• US 4,741,976 A
• Filed: 02/27/1987
• Issued: 05/03/1988
• Est. Priority Date: 07/31/1984
• Status: Expired due to Term

• Current Assignee: Canon Kabushiki Kaisha (Canon Inc.)
• Original Assignee: Canon Kabushiki Kaisha (Canon Inc.)
• Inventors: Eguchi, Ken, Nishimura, Yukuo, Kawada, Haruki
• Primary Examiner(s): NOT, DEFINED
• Application Number:
  US07/020,173
• Time in Patent Office: 431 Days
• Field of Search: 313/503, 313/504, 428/690, 428/691, 428/917
• US Class Current: 428/690
• CPC Class Codes: H05B 33/12 Light sources with substantially two-dimensional radiating surfaces
• CPC Class Codes: Y10S 428/917 Electroluminescent

Abstract

An electroluminecent device comprises a pair of electrodes, two luminescent layers provided between the pair of electrodes, and an electrode provided between the two luminescent layers, at least one of said two luminescent layers having a layer comprising a monomolecular film of an organic compound or a built-up film thereof.

Claims

1. An electroluminescent device comprising in sequence a first electrode, a first luminescent layer provided on said first electrode, a second electrode, a second luminescent layer, and a third electrode, wherein each of said luminescent layers includes a first layer of an electron-accepting organic compound, a second layer of an electron-donating organic compound, wherein at least one of said first layer and said second layer in said first luminescent layer and said second luminescent layer is selected from the group consisting of a Langmuir-Blodgett monomolecular film or a built-up film thereof.

2. An electroluminescent device according to claim 1, wherein said organic compound has a high luminescent quantum efficiency, has a π

electron system susceptible to external perturbation and is a compound which can easily be excited by electrical field.

3. An electroluminescent device according to claim 1, wherein said organic compound is fused polycyclic aromatic hydrocarbon, p-terphenyl, 2,5-diphenyloxazole, 1,4-bis(2-methylstyryl)-benzene, xanthine, coumarin, acridine, cyanine dye, benzophenone, phthalocyanine and metal complex thereof, porphyrine and metal complex thereof, 8-hydroxyquinoline and metal complex thereof, organic ruthenium complex, organic rare-earth complex and derivatives of these compounds, heterocyclic compounds and derivatives thereof, aromatic amine, aromatic polyamine, compounds having quinone structure, tetracyanoquinodimethane tetracyanoethylene and derivatives of these compounds.

4. An electroluminescent device according to claim 1, wherein said first and second luminescent layers have the same function.

5. An electroluminescent device according to claim 1, wherein said first and second luminescent layers have different functions.

6. An electroluminescent device according to claim 1, wherein each of the compounds capable of being an electron acceptor or an electron-donor to said organic compound is selected from heterocyclic compounds, aromatic amines, aromatic polyamines, quinone-structure-having compounds, tetracyanoquinodimethane, tetracyanoethylene, and derivatives thereof.

7. An electroluminescent device according to claim 1 wherein each of the first layer and the second layer is not more than 500 A in thickness.

8. An electroluminescent device according to claim 1, wherein at least said first or said third electrode is transparent.

9. An electroluminescent device according to claim 8, wherein said second electrode is transparent or translucent.

10. An electroluminescent device according to claim 1, wherein all of said first layers and said second layers in said first luminescent layer and said second luminescent layer are selected from the group consisting of a Langmuir-Blodgett monomolecular film or a built-up film thereof.

11. An electroluminescent device comprising in sequence a first electrode, a first luminescent layer provided on said first electrode, a second electrode, a second luminescent layer, and a third electrode, wherein each of said luminescent layers includes a first layer of an electron-accepting organic compound, a second layer of an electron-donating organic compound, and a third layer having an electrical insulating property, and at least one of said first layers, said second layers and said third layers in said first luminescent layer and said second luminescent layer is selected from the group consisting of a Langmuir-Blodgett monomolecular film or a built-up film thereof.

12. An electroluminescent device according to claim 11, wherein said organic compound has a high luminescent quantum efficiency, has an π

electron system susceptible to external perturbation and is a compound which can easily be excited by electrical field.

13. An electroluminescent device according to claim 11, wherein said organic compound is a fused polycyclic aromatic hydrocarbon, p-terphenyl, 2,5-diphenyloxazole, 1,4-bis(2-methylstyryl)-benzene, xanthine, coumarin, acridine, cyanine dye, benzophenone, phthalocyanine and a metal complex thereof, prophyrine and a metal complex thereof, 8-hydroxyquinoline and a metal complex thereof, organic ruthenium complex, organic rare-earth complex and derivatives of said compounds, heterocyclic compounds and derivatives thereof, aromatic amine, aromatic polyamine, compounds having a quinone structure, tetracyanoquinodimethane, tetracyanoethylene, and derivatives of said compounds.

14. An electroluminescent device according to claim 11, wherein said first and second luminescent layers have the same function.

15. An electroluminescent device according to claim 11, wherein said first and second luminescent layers have the different functions.

16. An electroluminescent device according to claim 11, wherein each of the compounds capable of being an electron acceptor or an electron-donor to said organic compound is selected from the group consisting of heterocyclic compounds, aromatic amines, aromatic polyamines compounds having a quinone structure, tetracyanoquinodimethane, tetracyanoethylene, and derivatives thereof.

17. An electroluminescent device according to claim 11, wherein each of the first layer and the second layer, and the third layer is not more than 500 A in thickness.

18. An electroluminescent device according to claim 11, wherein at least said first or said third electrode is transparent.

19. An electroluminescent device according to claim 11, wherein said second electrode is transparent or translucent.

20. An electroluminescent device according to claim 11, wherein all of said first layers, said second layers, and said third layers in said first luminescent layer and said second luminescent layer are selected from the group consisting of a Langmuir-Blodgett monomolecular film or a built-up film thereof.

21. An electroluminescent device comprising in sequence a first electrode, a first luminescent layer provided on said first electrode, a second electrode, a second luminescent layer, and a third electrode;

wherein each of said luminescent layers includes a first layer of a relatively electron-acceptable organic compound and a compound capable of being an electron-donor or an electron acceptor relative to said electron-acceptable organic compound, a second layer of a relatively electron-donative organic compound and a compound capable of being an electron-donor or an electron-acceptor to said electron-donative organic compound;

wherein at least one of said first layers and said second layers in said first luminescent layer and said second luminescent layer is selected from the group consisting of a Langmuir-Blodgett monomolecular film or a built-up film thereof.

22. An electroluminescent device according to claim 21, wherein said organic compound has a high luminescent quantum efficiency, has a π

electron system susceptible to external perturbation and is a compound which can easily be excited by electrical field.

23. An electroluminescent device according to claim 21, wherein said organic compound is a fused polycyclic aromatic hydrocarbon, p-terphenyl, 2,5-diphenyl-oxazole, 1,4-bis(2-methylstyryl)-benzene, xanthine, coumarin, acridine, cyanine dye, benzophenone, phthalocyanine and metal complex thereof, prophyrine and a metal complex thereof, 8-hydroxyquinoline and a metal complex thereof, organic ruthenium complex, organic rare-earth complex and derivatives of said compounds, heterocyclic compounds and derivatives thereof, aromatic amine, aromatic polyamine, compounds having a quinone structure, tetracyanoquinodimethane, and tetracyanoethyelene, and derivatives of said compounds.

24. An electroluminescent device according to claim 21, wherein said first and second luminescent layers have the same function.

25. An electroluminescent device according to claim 21, wherein said first and second luminescent layers have different functions.

26. An electroluminescent device according to claim 21, wherein each of the compounds capable of being an electron acceptor or an electron-donor to said organic compound is selected from the group consisting of heterocyclic compounds, aromatic amines, aromatic polyamines, compounds having a quinone structure tetracyanoquinodimethane, tetracyanoethyelene, and derivatives thereof.

27. An electroluminescent device according to claim 21, wherein each of the first layer and the second layer, is not more than 500 A in thickness.

28. An electroluminescent device according to claim 21, wherein at least said first or said third electrode is transparent.

29. An electroluminescent device according to claim 21, wherein said second electrode is transparent or translucent.

30. An electroluminescent device according to claim 21, wherein all of said first layers and said second layers in said first luminescent layer and said second luminescent layer are selected from the group consisting of a Langmuir-Blodgett monomolecular film or a built-up film thereof.

31. An electroluminescent device comprising in sequence a first electrode, a first luminescent layer provided on said first electrode, a second electrode, a second luminescent layer, and a third electrode;

wherein each of said luminescent layers includes a first layer of a relatively electron-acceptable organic compound and a compound capable of being an electron-donor or an electron acceptor relative to said electron-acceptable organic compound, a second layer of a relatively electron-donative organic compound and a compound capable of being an electron-donor or an electron-acceptor to said electron-donative organic compound; and

a third layer having an electrical insulating property, and at least one of said first layers, said second layers, and said third layers in said first luminescent layer and said second luminescent layer is selected from the group consisting of a Langmuir-Blodgett monomolecular film or a built-up film thereof.

32. An electroluminescent device according to claim 31, wherein said organic compound has a high luminescent quantum efficiency, has a π

electron system susceptible to external perturbation and is a compound which can easily be excited by electrical field.

33. An electroluminescent device according to claim 31, wherein said organic compound is a fused polycyclic aromatic hydrocarbon, p-terphenyl, 2,5-diphenyl-oxazole, 1,4-bis(2-methylstyryl)-benzene, xanthine, coumarin, acridine, cyanine dye, benzophenone, phthalocyanine and a metal complex thereof, porphyrine and a metal complex thereof, 8-hydroxyquinoline and a metal complex thereof, organic ruthenium complex, organic rare-earth complex and derivatives of said compounds, heterocyclic compounds and derivatives thereof, aromatic amine, arometic polyamine, compounds having a quinone structure, tetracyanoquinodimethane, tetracyanoethyelene, and derivatives of said compounds.

34. An electroluminescent device according to claim 31, wherein said first and second luminescent layers have the same function.

35. An electroluminescent device according to claim 31, wherein said first and second luminescent layers have different functions.

36. An electroluminescent device according to claim 31, wherein each of the compounds capable of being an electron acceptor or an electron-donor to said organic compound is selected from the group consisting of heterocyclic compounds, aromatic amines, aromatic polyamines, compounds having a quinone structure, tetracyanoquinodimethane, tetracyanoethyelene, and derivatives thereof.

37. An electroluminescent device according to claim 31, wherein each of the first layer, the second layer, and the third layer is not more than 500 A in thickness.

38. An electroluminescent device according to claim 31, wherein at least said first or said third electrode is transparent.

39. An electroluminescent device according to claim 31, wherein said second electrode is transparent or translucent.

40. An electroluminescent device according to claim 31, wherein all of said first layers, said second layers, and said third layers in said first luminescent layer and said second luminescent layer are selected from the group consisting of a Langmuir-Blodgett monomolecular film or a built-up film thereof.

41. An electroluminescent device comprising in sequence a first electrode, a first luminescent layer provided on said first electrode, a second electrode, a second luminescent layer, and a third electrode;

wherein one of said luminescent layers includes at least a first layer of an electron-accepting organic compound and a second layer comprising an electron-donating organic compound, and the other of said luminescent layers includes at least a first layer of a relatively electron-acceptable organic compound and a compound capable of being an electron-donor or an electron acceptor relative to said electron-acceptable organic compound, a second layer of a relatively electron-donative organic compound and a compound capable of being an electron-donor or an electron-acceptor to said electron-donative organic compound, and at least one of said first layers and said second layers in said first luminescent layer and said second luminescent layer is selected from the group consisting of a Langmuir-Blodgett monomolecular film or a built-up film thereof.

42. An electroluminescent device according to claim 41, wherein said organic compound has a high luminescent quantum efficiency, has a π

electron system susceptible to external perturbation and is a compound which can easily be excited by electrical field.

43. An electroluminescent device according to claim 41, wherein said organic compound is a fused polycyclic aromatic hydrocarbon, p-terphenyl, 2,5-diphenyl-oxazole, 1,4-bis(2-methylstyryl)-benzene, xanthine, coumarin, acridine, cyanine dye, benzophenone, phthalocyanine and a metal complex thereof, porphyrine and a metal complex thereof, 8-hydroxyquinoline and a metal complex thereof, organic ruthenium complex, organic rare-earth complex and derivatives of said compounds, heterocyclic compounds and derivatives thereof, aromatic amine, aromatic polyamine, compounds having a quinone structure, tetracyanoquinodimethane, tetracyanoethyelene, and derivatives of said compounds.

44. An electroluminescent device according to claim 41, wherein said first and second luminescent layers have the same function.

45. An electroluminescent device according to claim 41, wherein said first and second luminescent layers have different functions.

46. An electroluminescent device according to claim 41, wherein each of the compounds capable of being an electron acceptor or an electron-donor to said organic compound is selected from the group consisting of heterocyclic compounds, aromatic amines, aromatic polyamines, compounds having a quinone structure, tetracyanoquinodimethane, tetracyanoethyelene, and derivatives thereof.

47. An electroluminescent device according to claim 41, wherein each of the first layer and the second layer, is not more than 500 A in thickness.

48. An electroluminescent device according to claim 41, wherein at least said first or said third electrode is transparent.

49. An electroluminescent device according to claim 41, wherein said second electrode is transparent or translucent.

50. An electroluminescent device according to claim 41, wherein all of said first layers and said second layers in said first luminescent layer and said second luminescent layer are selected from the group consisting of a Langmuir-Blodgett monomolecular film or a built-up film thereof.