IP Library › Granted Patent US 10,879,482
Granted Patent B2
US 10,879,482 · App. 15/422,054 · Granted Dec 29, 2020

Organic electroluminescence device

Inventors: Toshinari Ogiwara (Sodegaura, JP); Chishio Hosokawa (Sodegaura, JP)
Assignee: IDEMITSU KOSAN CO., LTD.
H01L51/5012C07D401/14C07D403/14C09K11/025C09K11/06H01L51/006H01L51/0059H01L51/0067H01L51/0072H01L51/5004C09K2211/1007C09K2211/1011C09K2211/1014H01L51/0052H01L2251/552
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Quick Facts
Patent No.
US 10,879,482
App. No.
15/422,054
Granted
Dec 29, 2020
Kind
B2
Abstract

An organic EL device includes a pair of electrodes and an organic compound layer between pair of electrodes. The organic compound layer includes an emitting layer including a first material and a second material. The second material is a fluorescent material. Singlet energy EgS(H) of the first material and singlet energy EgS(D) of the second material satisfy a relationship of the following formula (1). The first material satisfies a relationship of the following formula (2) in terms of a difference ΔST(H) between the singlet energy EgS(H) and an energy gap Eg 77K (H) at 77K. EgS( H )>EgS( D )  (1) Δ ST ( H )=EgS( H )−Eg 77K ( H )<0.3 (eV)  (2)

Claims (24)

1. An organic electroluminescence device, comprising a pair of electrodes and an organic compound layer between the pair of electrodes, the organic compound layer comprising an emitting layer comprising a first material and a second material,

wherein:

the second material is a fluorescent material;

the first material is a compound comprising at least one donor element and only one acceptor element bonded together by single bond(s);

one of the at least one donor element is an unsubstituted carbazole structure;

the acceptor element is a cyano-substituted aromatic ring;

singlet energy EgS(H) of the first material and singlet energy EgS(D) of the second material satisfy a relationship of a formula (1):

EgS( H )>EgS( D )  (1); and

the emitting layer is not a phosphorescent emitting layer.

2. The organic electroluminescence device according to claim 1 , wherein the organic electroluminescence device exhibits a ratio of the luminous intensity due to delayed fluorescence relative to the total luminous intensity of larger than 37.5%.

3. The organic electroluminescence device according to claim 1 , wherein the organic electroluminescence device exhibits a residual intensity ratio larger than 36.0% after the elapse of 1 μs after voltage removal in a transitional EL measurement, the residual intensity ratio being a ratio of the luminous intensity due to delayed fluorescence relative to the total luminous intensity after the elapse of 1 μs.

4. The organic electroluminescence device according to claim 1 , wherein a half bandwidth of a photoluminescence spectrum of the first material is 50 nm or more.

5. The organic electroluminescence device according to claim 1 , wherein a half bandwidth of a photoluminescence spectrum of the first material is 75 nm or more.

6. The organic electroluminescence device according to claim 1 , wherein a difference ΔT between the energy gap Eg 77K (H) at 77K of the first material and an energy gap Eg 77K (D) at 77K of the second material satisfies a relationship of a formula (3):

66 T =Eg 77K ( H )−Eg 77K ( D )≥0.6 (eV)  (3).

7. The organic electroluminescence device according to claim 1 , wherein the second material is selected from the group consisting of bisarylamino naphthalene derivative, an aryl-substituted naphthalene derivative, a bisarylamino anthracene derivative, an aryl-substituted anthracene derivative, a bisarylamino pyrene derivative, an aryl-substituted pyrene derivative, a bisarylamino chrysene derivative, an aryl-substituted chrysene derivative, a bisarylamino fluoranthene derivative, an aryl-substituted fluoranthene derivative, an indenoperylene derivative, a pyrromethene boron complex compound, a compound having a pyrromethene skeleton or a metal complex thereof, a diketopyrrolopyrrole derivative, and a perylene derivative.

8. The organic electroluminescence device according to claim 1 , wherein the first material is not an acridine derivative.

9. The organic electroluminescence device according to claim 1 , wherein a second donor element is a substituted carbazole and the substituent of the carbazole structure is an aryl group having 6 to 40 carbon atoms.

10. The organic electroluminescence device according to claim 1 , wherein the cyano-substituted aromatic ring has a substituent that is not a heterocyclic group having 2 to 40 carbon atoms.

11. The organic electroluminescence device according to claim 10 , wherein the substituent of the cyano-substituted aromatic ring is an aryl group having 6 to 40 carbon atoms.

12. The organic electroluminescence device according to claim 1 , wherein the acceptor element is not an azine ring.

13. The organic electroluminescence device according to claim 1 , wherein the first material is not a pyrazine derivative, a pyrimidine derivative or a triazine derivative.

14. The organic electroluminescence device according to claim 1 , wherein the donor element consists of an unsubstituted carbazolyl group.

15. The organic electroluminescence device according to claim 1 , wherein the cyano-substituted aromatic ring is not substituted by a substituent other than the cyano group(s).

Priority Claims (1)
JP 2011-068758 · Mar 25, 2011 · national
Continuity (4)
Continuation 14141364 · Dec 26, 2013
Continuation 13428314 · Mar 23, 2012
Provisional Application 61467703 · Mar 25, 2011
Related Publication 20170149007A1 · May 25, 2017
Cited By (2)
US 12,262,574 US 12,495,662