Organic electroluminescent element, compound, and light emitting device, display device and lighting device each using organic electroluminescent element

Patent metadata

Field	Value
Publication number	US-9627623-B2
Application number	US-201214239700-A
Country	US
Kind code	B2
Filing date	Aug 6, 2012
Priority date	Aug 22, 2011
Publication date	Apr 18, 2017
Grant date	Apr 18, 2017

Abstract

An organic electroluminescent element including a substrate, a pair of electrodes including an anode and a cathode, disposed on the substrate, and at least one organic layer including a light emitting layer, disposed between the electrodes. At least one kind of a compound represented by the following general formula (I) is contained in any layer of the at least one organic layer. The organic electroluminescent element has good luminous efficiency, driving voltage, and driving durability, and has low dependence of such performance on a deposition rate.

Wherein: L 1 to L 4 , n 1 to n 4 , A 1 , A 5 , A 6 , A 10 and, R are as defined in the application.

First claim

The invention claimed is:

1. An organic electroluminescent element comprising: a substrate; a pair of electrodes including an anode and a cathode, disposed on the substrate; and at least one organic layer including a light emitting layer, disposed between the electrodes, wherein at least one kind of compound represented by the following general formula (I) is contained in any layer of the at least one organic layer:

wherein L 1 , L 2 , L 3 and L 4 each independently represent a linking group; n 1 , n 2 , n 3 and n 4 represent 0 or 1, satisfying n 1 +n 2 =1 and, n 3 +n 4 =1; A 1 , A 5 , A 6 and A 10 each represent a C atom, C—R 1 , or an N atom; and when n 1 is 1, A 1 represents a C atom, when n 2 is 1, A 5 represents a C atom, when n 3 is 1, A 6 represents a C atom, when n 4 is 1, A 10 represents a C atom, when n 1 is 0, A 1 represents C—R 1 or an N atom, when n 2 is 0, A 5 represents C—R 1 or an N atom, when n 3 is 0, A 6 represents C—R 1 or an N atom, and when n 4 is 0, A 10 represents C—R 1 or an N atom; A 2 , A 3 , A 4 , A 7 , A 8 and A 9 each independently represent C—R 1 or an N atom; R 1 's each independently represent a hydrogen atom or a substituent; represents a substituent bonded to the pyrene skeleton and m represents 0 to 6; wherein when m is 2 or more, R's, which are present in plural, may be the same as or different from each other, but there is no case where the adjacent R's are bonded to each other to form a ring.

2. The organic electroluminescent element according to claim 1 , wherein in the general formula (I), L 1 , L 2 , L 3 and L 4 are each independently CR 12 R 13 , NR 14 , SiR 15 R 16 , an O atom, or an S atom, wherein R 12 , R 13 , R 14 , R 15 and R 16 each independently represent a fluorine atom, an alkyl group, an aryl group, or a heteroaryl group.

3. The organic electroluminescent element according to claim 1 , wherein the compound represented by the general formula (I) is a compound represented by the following general formula (II):

wherein L 1 and L 3 each independently represent a linking group; A 2 , A 3 , A 4 , A 5 , A 7 , A 8 , A 9 and A 10 each independently represent C—R 1 or an N atom; R 1 's each independently represent a hydrogen atom or a substituent; R represents a substituent bonded to the pyrene skeleton and m represents 0 to 6; wherein when m is 2 or more, R's, which are present in plural, may be the same as or different from each other, but there is no case where the adjacent R's are bonded to each other to form a ring.

4. The organic electroluminescent element according to claim 3 , wherein in the general formula (II), L 1 and L 3 are each independently CR 12 R 13 NR 14 , SiR 15 R 16 an O atom, or an S atom, wherein R 12 , R 13 , R 14 , R 15 and R 16 each independently represent a fluorine atom, an alkyl group, an aryl group, or a heteroaryl group.

5. The organic electroluminescent element according to claim 3 , wherein in the general formula (II), A 2 , A 3 , A 4 , A 5 , A 7 , A 8 , A 9 and A 10 are each independently C—R 1 .

6. The organic electroluminescent element according to claim 1 , wherein the compound represented by the general formula (I) is a compound represented by the following general formula (III):

in which L 2 and L 4 each independently represent a linking group; A 1 , A 2 , A 3 , A 4 , A 6 , A 7 , A 8 and A 9 each independently represent C—R 1 or an N atom; R 1 's each independently represent a hydrogen atom or a substituent; R represents a substituent bonded to the pyrene skeleton and m represents 0 to 6; when m is 2 or more, R's, which are present in plural, may be the same as or different from each other, but there is no case where the adjacent R's are bonded to each other to form a ring.

7. The organic electroluminescent element according to claim 6 , wherein in the general formula (III), L 2 and L 4 are each independently CR 12 R 13 , NR 14 , siR 15 R 16 , an O atom, or an S atom, wherein R 12 , R 13 , R 14 , R 15 and R 16 each independently represents a fluorine atom, an alkyl group, an aryl group, or a heteroaryl group.

8. The organic electroluminescent element according to claim 6 , wherein in the general formula (III), A 1 , A 2 , A 3 , A 4 , A 6 , A 7 , A 8 and A 9 are each independently C—R 1 .

9. The organic electroluminescent element according to claim 1 , wherein the compound represented by the general formula (I) is contained in the light emitting layer.

10. The organic electroluminescent element according to claim 1 , wherein the compound represented by the general formula (I) is a light emitting material contained in the light emitting layer.

11. The organic electroluminescent element according to claim 10 , further comprising a host material in the light emitting layer.

12. The organic electroluminescent element according to claim 11 , wherein the host material has an anthracene skeleton.

13. The organic electroluminescent element according to claim 1 , wherein the organic layer containing the compound represented by the general formula (I) is formed by a vacuum deposition process.

14. A light emitting device comprising the organic electroluminescent element according to claim 1 .

15. A display device comprising the organic electroluminescent element according to claim 1 .

16. An illumination device comprising the organic electroluminescent element according to claim 1 .

17. A compound represented by the following general formula (I):

wherein L 1 , L 2 , L 3 and L 4 each independently represent a linking group, n 1 , n 2 , n 3 and n 4 represent 0 or 1, with the proviso that when n 1 and n 3 are each 1, then L 1 and L 3 cannot both be S, satisfying n 1 +n 2 =1 and n 3 +n 4 =1; A 1 , A 5 , A 6 and A 10 each represent a C atom, C—R 1 or an N atom; and when n 1 is 1, A 1 represents a C atom, when n 2 is 1, A 5 represents a C atom, when n 3 is 1, A 6 represents a C atom, when n 4 is 1, A 10 represents a C atom, when n 1 is 0, A 1 represents C—R 1 or an N atom, when n 2 is 0, A 5 represents C—R 1 or an N atom, when n 3 is 0, A 6 represents C—R 1 or an N atom, when n 4 is 0, A 10 represents C—R 1 or an N atom; A 2 , A 3 , A 4 , A 7 , A 8 and A 9 each independently represent C—R 1 or an N atom; R 1 's each independently represent a hydrogen atom or a substituent; R represents a substituent bonded to the pyrene skeleton and m represents 0 to 6; wherein when m is 2 or more, R's, which are present in plural, may be the same as or different from each other, but there is no case where the adjacent R's are bonded to each other to form a ring.

Assignees

• Takaku Koji
• Takada Saki
• Yonekuta Yasunori
• Ise Toshihiro
• Udc Ireland Ltd

Inventors

• Takaku Koji
• Takada Saki
• Yonekuta Yasunori
• Ise Toshihiro

Classifications

• H10K85/624

  containing six or more rings · CPC title

• C09K11/06 Primary

  containing organic luminescent materials · CPC title

• H01L51/0056 Primary

  Electricity · mapped topic

• H01L51/5092

  Electricity · mapped topic

• H01L51/0059

  Electricity · mapped topic