Organic electroluminescent element

Patent metadata

Field	Value
Publication number	US-2016197286-A1
Application number	US-201314650821-A
Country	US
Kind code	A1
Filing date	Dec 10, 2013
Priority date	Dec 10, 2012
Publication date	Jul 7, 2016
Grant date	—

Abstract

An organic electroluminescence device includes: an anode; a cathode; and a single- or multi-layer organic layer interposed between the anode and the cathode. The organic layer includes at least one emitting layer containing a dopant material represented by a formula below. In the formula, X 1 to X 5 each independently represent CR 1 or a nitrogen atom, at least one of X 1 to X 5 is a nitrogen atom, L 1 represents a divalent aromatic hydrocarbon group or a divalent heterocyclic group, A and B each independently represents a cyclic structure, at least one of the cyclic structure A and the cyclic structure B has a substituent, and R 1 represents an aryl group, alkyl group or the like.

First claim

1 . An organic electroluminescence device comprising:
an anode; a cathode; and a single- or multi-layer organic layer interposed between the anode and the cathode, the organic layer comprising at least an emitting layer, the emitting layer comprising a delayed fluorescence emitter represented by a formula (3) below,

where:
X 1 to X 5 each independently represent CR 1 or a nitrogen atom and at least one of X 1 to X 5 is a nitrogen atom;
L 1 represents a substituted or unsubstituted divalent aromatic hydrocarbon group;
when A and B are each independently a cyclic structure, at least one of the cyclic structure A and the cyclic structure B has a substituent, and when at least one of the cyclic structure A and the cyclic structure B has a plurality of substituents, adjacent ones of the substituents may form a ring;
Y 1 is a single bond, CR 2 R 3 , SiR 4 R 5 or GeR 6 R 7 ; and
R 1 to R 7 each independently represent a hydrogen atom, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 30 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 60 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms, a substituted or unsubstituted alkylamino group having 2 to 30 carbon atoms, a substituted or unsubstituted arylamino group having 6 to 60 ring carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 30 carbon atoms, or a substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms.

2 . An organic electroluminescence device comprising:
an anode; a cathode; and a single- or multi-layer organic layer interposed between the anode and the cathode, the organic layer comprising at least an emitting layer, the emitting layer comprising a compound represented by a formula (2) below, an emission from which is a maximum emission component of an emission from the organic electroluminescence device,

where:
X 1 to X 5 each independently represent CR 1 or a nitrogen atom and at least one of X 1 to X 5 is a nitrogen atom;
L 1 represents a substituted or unsubstituted divalent aromatic hydrocarbon group;
when A and B are each independently a cyclic structure, at least one of the cyclic structure A and the cyclic structure B has a substituent, and when at least one of the cyclic structure A and the cyclic structure B has a plurality of substituents, adjacent ones of the substituents may form a ring;
Y 1 is a single bond, CR 2 R 3 , SiR 4 R 5 or GeR 6 R 7 ; and
R 1 to R 7 each independently represent a hydrogen atom, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 30 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 60 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms, a substituted or unsubstituted alkylamino group having 2 to 30 carbon atoms, a substituted or unsubstituted arylamino group having 6 to 60 ring carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 30 carbon atoms, or a substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms.

3 . An organic electroluminescence device comprising:
an anode; a cathode; and a single- or multi-layer organic layer interposed between the anode and the cathode, the organic layer comprising at least an emitting layer, the emitting layer comprising a dopant material represented by a formula (1) below,

where:
X 1 to X 5 each independently represent CR 1 or a nitrogen atom and at least one of X 1 to X 5 is a nitrogen atom;
L 1 represents a substituted or unsubstituted divalent aromatic hydrocarbon group;
when A and B are each independently a cyclic structure, at least one of the cyclic structure A and the cyclic structure B has a substituent, and when at least one of the cyclic structure A and the cyclic structure B has a plurality of substituents, adjacent ones of the substituents may form a ring;
Y 1 is a single bond, CR 2 R 3 , SiR 4 R 5 or GeR 6 R 7 ; and
R 1 to R 7 each independently represent a hydrogen atom, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 30 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 60 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms, a substituted or unsubstituted alkylamino group having 2 to 30 carbon atoms, a substituted or unsubstituted arylamino group having 6 to 60 ring carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 30 carbon atoms, or a substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms.

4 . The organic electroluminescence device according to claim 1 , wherein
the compound represented by the formula (3) is a compound represented by a formula (1A) below,

where:
X 1 and X 3 each independently represent CR 1 , and R 21 and R 22 have the same meanings as R 1 to R 7 in the formula (3); and
R 1 , L 1 , the cyclic structure A, the cyclic structure B and Y 1 respectively have the same meanings as R 1 , L 1 , the cyclic structure A, the cyclic structure B and Y 1 in the formula (3).

5 . The organic electroluminescence device according to claim 1 , wherein
the compound represented by the formula (3) is a compound represented by a formula (1B) below,

where:
X 3 represents CR 1 , and R 23 and R 24 have the same meanings as R 1 to R 7 in the formula (3); and
R 1 , L 1 , the cyclic structure A, the cyclic structure B and Y 1 respectively have the same meanings as R 1 , L 1 , the cyclic structure A, the cyclic structure B and Y 1 in the formula (3).

6 . The organic electroluminescence device according to claim 1 , wherein
the compound represented by the formula (3) is a compound represented by a formula (1C) below,

where:
R 25 and R 26 have the same meanings as R 1 to R 7 in the formula (3); and
R 1 , L 1 , the cyclic structure A, the cyclic structure B and Y 1 respectively have the same meanings as R 1 , L 1 , the cyclic structure A, the cyclic structure B and Y 1 in the formula (3).

7 . The organic electroluminescence device according to claim 1 , wherein
the compound represented by the formula (3) is a compound represented by a formula (40) below,

Assignees

• Idemitsu Kosan Co

Inventors

• Kawamura Masahiro
• Kuma Hitoshi
• Ogiwara Toshinari
• TASAKI Satomi
• Mizuki Yumiko
• Nishimura Kazuki
• HAYAMA Tomoharu

Classifications

• H05B33/14

  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 title

• C09K2211/1092

  containing sulfur as the only heteroatom · CPC title

• C09K2211/1088

  containing oxygen as the only heteroatom · CPC title

• C09K2211/1059

  containing three nitrogen atoms as heteroatoms · CPC title

• C09K2211/1044

  containing two nitrogen atoms as heteroatoms · CPC title