Organic electroluminescent device having improved durability

• US 5,456,988 A
• Filed: 02/01/1993
• Issued: 10/10/1995
• Est. Priority Date: 01/31/1992
• Status: Expired due to Term

• Current Assignee: Sanyo Electric Company Limited (Panasonic Holdings Corporation)
• Original Assignee: Sanyo Electric Company Limited (Panasonic Holdings Corporation)
• Inventors: Sano, Takeshi, Nishio, Yoshitaka, Shibata, Kenichi, Fujita, Masayuki, Hamada, Yuji, Fujii, Takanori, Kuroki, Kazuhiko
• Primary Examiner(s): NOLD, CHARLES R
• Application Number:
  US08/009,472
• Time in Patent Office: 981 Days
• Field of Search: 128/690, 128/917, 128/691, 313/503, 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: Y10S 428/917 Electroluminescent

Abstract

An electroluminescent device having a hole injection electrode, an electron injection electrode, and at least an organic emitting layer therebetween, said organic emitting layer includes an 8-quinolinol derivative-metal complex whose ligand is selected from the group consisting of chemical formulas 102 through 106:

chemical formula 102 ##STR1## chemical formula 103 ##STR2## chemical formula 104 ##STR3## chemical formula 105 ##STR4## chemical formula 106 ##STR5##

Claims

1. An EL device having a hole injection electrode, an electron injection electrode, and at least an organic emitting layer therebetween, said organic emitting layer comprising an 8-quinolinol derivative-metal complex whose ligand is selected from the group consisting of chemical formulas 102 through 106

chemical formula 102 ##STR102## chemical formula 103 ##STR103## chemical formula 104 ##STR104## chemical formula 105 ##STR105## chemical formula 106 ##STR106## wherein the metal of said 8-quinolinol derivative-metal complex is selected from the group consisting of beryllium, magnesium, calcium, strontium, barium zinc, cadmium., aluminum, gallium and indium.

2. The EL device of claim 1, wherein the ligand of said 8-quinolinol derivative-metal complex is a 7-n-propyl-8-quinolinol.

3. The EL device of claim 1 having SH-A structure holding an organic hole transport layer between said hole injection electrode and said organic emitting layer.

4. The EL device of claim 1 having DH structure holding an organic hole transport layer between said hole injection electrode and said organic emitting layer, and an organic electron transport layer between said organic emitting layer and said electron injection electrode.

5. The EL device of claim 1, wherein said 8-quinolinol derivative-metal complex is used as a dopant in the organic emitting layer.

6. The EL device of claim 1, wherein said 8-quinolinol derivative-metal complex is used as a host material in the organic emitting layer.

7. The EL device of claim 3, wherein said organic hole transport layer comprises one of polyvinylcarbazole shown in chemical formula 107 and a diamine derivative shown in chemical formula 108, while said organic emitting layer comprises one of these compounds shown in chemical formulas 111, 112, 114, 118 and 119:

chemical formula 107 ##STR107## chemical formula 108 ##STR108## chemical formula 111 ##STR109## chemical formula 112 ##STR110## chemical formula 114 ##STR111## chemical formula 118 ##STR112## chemical formula 119 ##STR113##

8. The EL device of claim 5, wherein said 8-quinolinol derivative-metal complex is selected from the group consisting of chemical formula:

chemical formula 123 ##STR114##

9. An EL device having a hole injection electrode, an electron injection electrode, and at least an organic emitting layer therebetween, said organic emitting layer comprising one of a thiooxine-metal complex and a selenoxine-metal complex.

10. The EL device of claim 9, wherein the metal of the metal complex is selected from the group consisting of beryllium, magnesium, calcium, strontium, barium, scandium, yttrium, zinc, cadmium, aluminum, gallium, indium, lanthanum, cerium, samarium, europium, and terbium.

11. The EL device of claim 10 having SH-A structure holding an organic hole transport layer between said hole injection electrode and said organic emitting layer.

12. The EL device of claim 10 having DH structure holding an organic hole transport layer between said hole injection electrode and said organic emitting layer, and an organic electron transport layer between said organic emitting layer and said electron injection electrode.

13. The EL device of claim 9, wherein the metal complex is used as a dopant.

14. The EL device of claim 9, wherein the metal complex is used as a host material.

23. The EL device of claim 11, wherein said organic hole transport layer comprises polyvinylcarbazole shown in chemical formula 140, said organic emitting layer comprises one of these compounds shown in chemical formulas 141 and 142:

chemical formula 140 ##STR120## chemical formula 141 ##STR121## chemical formula 142 ##STR122##

15. An EL device having a hole injection electrode, an electron injection electrode, and at least an organic emitting layer and an electron transport layer therebetween, said organic electron transport layer comprising an 8-quinolinol derivative-metal complex whose ligand is selected from the group consisting of chemical formulas 102 through 106:

chemical formula 102 ##STR115## chemical formula 103 ##STR116## chemical formula 104 ##STR117## chemical formula 105 ##STR118## chemical formula 106 ##STR119## wherein the metal of said 8-quinolinol derivative-metal complex is selected from the group consisting of beryllium, magnesium calcium, strontium, barium, zinc, cadmium, aluminum, gallium and indium.

16. The EL device of claim 15, wherein the metal of said 8-quinolinol derivative-metal complex is selected from metals belonging to one of the II group and the III group in the periodic table.

17. The EL device of claim 16 having SH-B structure holding said organic emitting layer and said organic electron transport layer between said electrodes.

18. The EL device of claim 16 having DH structure holding an organic hole transport layer between said hole injection electrode and said organic emitting layer.

24. The EL device of claim 18, wherein said organic emitting layer comprises a perynone derivative shown in chemical formula 148, said organic hole transport layer comprises polyvinylcarbazole shown in chemical formula 149, and said organic electron transport layer comprises one of these compounds shown in chemical formulas 152, 153 and 154:

chemical formula 148 ##STR123## chemical formula 149 ##STR124## chemical formula 152 ##STR125## chemical formula 153 ##STR126## chemical formula 154 ##STR127##

19. An EL device having a hole injection electrode, an electron injection electrode, and at least an organic emitting layer and an organic electron transport layer between said electrodes, said organic electron transport layer comprising one of a thiooxine-metal complex and a selenoxine-metal complex.

20. The EL device of claim 19, wherein the metal of the metal complex is selected from metals belonging to one of the II group and the III Group in the periodic table.

21. The EL device of claim 20 having SH-B structure holding said organic emitting layer and said organic electron transport layer between said electrodes.

22. The EL device of claim 20 having DH structure holding an organic hole transport layer between said hole injection electrode and said organic emitting layer.

25. The EL device of claim 21, wherein said organic emitting layer comprises a perynone derivative shown in chemical formula 155, said organic hole transport layer comprises polyvinylcarbazole shown in chemical formula 156, and said organic electron transport layer comprises a compound shown in chemical formula 157:

chemical formula 155 ##STR128## chemical formula 156 ##STR129## chemical formula 157 ##STR130##