White light emitting internal junction organic electroluminescent device

• US 5,405,709 A
• Filed: 09/13/1993
• Issued: 04/11/1995
• Est. Priority Date: 09/13/1993
• Status: Expired due to Term

• Current Assignee: Global OLED Technology LLC (LG Display Co., Ltd.)
• Original Assignee: Eastman Kodak Company
• Inventors: Littman, Jon E., VanSlyke, Steve A.
• Primary Examiner(s): Nold, Charles R.
• Application Number:
  US08/121,712
• Time in Patent Office: 575 Days
• Field of Search: 428/690, 428/917, 313/501, 313/504, 313/506
• US Class Current: 428/690
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: H05B 33/14 characterised by the chemical or physical composition or the arrangement of the electroluminescent material , or by the simultaneous addition of the electroluminescent material in or onto the light source
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 85/324 comprising aluminium, e.g. Alq3
• 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: Y02B 20/00 Energy efficient lighting technologies, e.g. halogen lamps or gas discharge lamps
• CPC Class Codes: Y10S 428/917 Electroluminescent

Abstract

An internal junction organic electroluminescent device comprises, in sequence, an anode, an organic electroluminescent medium, and a cathode, the organic electroluminescent medium further comprising a hole injecting and transporting zone contiguous with the anode and an electron injecting and transporting zone contiguous with the cathode, the electron injecting and transporting zone further comprising an electron injecting layer in contact with the cathode, characterized in that the portion of the organic electroluminescent medium that is interposed between the electron injecting layer and the hole injecting and transporting zone is capable of emitting white light in response to hole-electron recombination and comprises a fluorescent material and a mixed ligand aluminum chelate of the formula

(R.sup.s --Q).sub.2 --Al--O--L

where Q in each occurrence represents a substituted 8-quinolinolato ligand, R^s represents an 8-quinolinolato ring substituent chosen to block sterically the attachment of more than two substituted 8-quinolinolato ligands to the aluminum atoms, O--L is a phenolato ligand, and L is a hydrocarbon group that includes a phenyl moiety.

Claims

1. An internal junction organic electroluminescent device comprising, in sequence, an anode, an organic electroluminescent medium, and a cathode, said organic electroluminescent medium further comprising a hole injecting and transporting zone contiguous with said anode and an electron injecting and transporting zone contiguous with said cathode, said electron injecting and transporting zone further comprising an electron injecting layer in contact with said cathode,

characterized in that a portion of said organic electroluminescent medium that is interposed between said electron injecting layer and said hole injecting and transporting zone is capable of emitting white light in response to hole-electron recombination and comprises a fluorescent material and a mixed ligand aluminum chelate of the formula

View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25)

2. An internal junction organic electroluminescent device according to claim 1 wherein said portion of the organic electroluminescent medium that is interposed between said electron injecting layer and said hole injecting and transporting zone comprises a red light emitting electron transporting layer contiguous with said electron injecting layer and a blue light emitting recombination layer contiguous with said hole injecting and transporting zone.

3. An internal junction organic electroluminescent device according to claim 2 wherein said red light emitting electron transporting layer comprises a fluorescent material capable of emitting light in response to hole-electron recombination and a metal oxinoid compound of the formula ##STR7## where M represents a metal, n is an integer from 1 to 3 and Z represents the atoms necessary to complete an oxine nucleus.

4. An internal junction organic electroluminescent device according to claim 3 wherein said fluorescent material is a polymethine dye, a dicyanomethylenepyran dye, a dicyanomethylenethiopyran dye, a pyrylium dye, or a thiopyrylium dye.

5. An internal junction organic electroluminescent device according to claim 3 wherein said metal oxinoid compound is a trisoxine chelate of aluminum.

6. An internal junction organic electroluminescent device according to claim 3 wherein said fluorescent material is present in a concentration of from 10^-3 to 10 mole percent, based on the moles of said metal oxinoid compound.

7. An internal junction organic electroluminescent device according to claim 2 wherein said blue light emitting recombination layer comprises a fluorescent material capable of emitting light in response to hole-electron recombination and a mixed ligand aluminum chelate of the formula

8. An internal junction organic electroluminescent device according to claim 7 wherein said fluorescent material is a pentacarbocyclic aromatic fluorescent dye.

9. An internal junction organic electroluminescent device according to claim 8 wherein said pentacarbocyclic aromatic fluorescent dye contains a perylene, benzopyrene, benzochrysene, benzonaphtharene, picene, pentaphene, pentacene, hexacene, or anthanthrene nucleus.

10. An internal junction organic electroluminescent device according to claim 9 wherein said pentacarbocyclic aromatic fluorescent dye is perylene.

11. An internal junction organic electroluminescent device according to claim 7 wherein said fluorescent material is present in a concentration of from 0.05 to 5 mole percent, based on the moles of said mixed ligand aluminum chelate.

12. An internal junction organic electroluminescent device according to claim 7 wherein said mixed ligand aluminum chelate satisfies the formula ##STR8## wherein L is a hydrocarbon group that includes a phenyl moiety and R² to R⁷ represent substituents at each of ring positions 2 to 7 of the 8-quinolinolato rings.

13. An internal junction organic electroluminescent device according to claim 7 wherein R^s is a 2-position substituent of the 8-quinolinolato ring nucleus.

14. An internal junction organic electroluminescent device according to claim 13 where R^s is a hydrocarbon group of 1 to 6 carbon atoms.

15. An internal junction organic electroluminescent device according to claim 14 wherein R^s is a methyl group.

16. An internal junction organic electroluminescent device according to claim 7 wherein L contains a naphthalene nucleus.

17. An internal junction organic electroluminescent device according to claim 7 wherein said phenyl moiety includes an aliphatic or aromatic hydrocarbon substituent of 1 to 12 carbon atoms.

18. An internal junction organic electroluminescent device according to claim 1 wherein said hole injecting and transporting zone comprises a hole injecting layer and a hole transporting layer.

19. An internal junction organic electroluminescent device according to claim 18 wherein said hole injecting layer comprises a porphyrinic compound.

20. An internal junction organic electroluminescent device according to claim 18 wherein said hole transporting layer comprises an aromatic tertiary amine.

21. An internal junction organic electroluminescent device according to claim 20 wherein said aromatic tertiary amine is a tetraaryldiamine of the formula ##STR9## where Are is an arylene group, n is an integer of from 1 to 4, and Ar, R⁷, R⁸, and R⁹ are independently selected aryl groups.

22. An internal junction organic electroluminescent device according to claim 1 wherein said cathode comprises a metal having a work function less than 4.0 eV and a metal having a work function greater than 4.0 eV.

23. An internal junction organic electroluminescent device according to claim 22 wherein said cathode comprises magnesium and silver.

24. An internal junction organic electroluminescent device according to claim 1 wherein said organic electroluminescent medium has a thickness of less than 1 μ

m.

25. An internal junction organic electroluminescent device according to claim 1 wherein said electron injecting and transporting zone has a thickness of at least 300 Å

.