Organic electroluminescence device

Patent metadata

Field	Value
Publication number	US-9368731-B2
Application number	US-201214111488-A
Country	US
Kind code	B2
Filing date	Apr 9, 2012
Priority date	Apr 13, 2011
Publication date	Jun 14, 2016
Grant date	Jun 14, 2016

Abstract

A top-emitting organic electroluminescence device including sequentially a first electrode, one or more organic layers comprising an emitting layer, a second electrode and a capping layer, wherein the capping layer comprises a compound represented by the following formula (1):

First claim

The invention claimed is:

1. A top-emitting organic electroluminescence device comprising sequentially a first electrode, one or more organic layers comprising an emitting layer, a second electrode and a capping layer, wherein the capping layer comprises a compound represented by the following formula (1);

wherein X 1 is an S atom or an O atom and Y 1 is an atom selected from S, N and O;
when Y 1 is S or O, n is 0, and when Y 1 is N, n is 1;
Ar 1 , Ar 3 , Ar 21 and Ar 22 are independently a substituted or unsubstituted aromatic ring group having 6 to 30 ring carbon atoms or a substituted or unsubstituted aromatic heterocyclic group having 5 to 20 ring atoms;
L 1 is a single bond or a substituted or unsubstituted aromatic ring group having 6 to 30 ring carbon atoms;
Ar 3 and Ar 1 may be bonded with each other by a single bond or a double bond to form a substituted or unsubstituted ring;
when n is 0 and L 1 is a substituted or unsubstituted aromatic ring group having 6 to 30 ring carbon atoms, L 1 and Ar 21 may be bonded with each other by a single bond or a double bond to form a substituted or unsubstituted ring; and
when n is 1 and L 1 is a substituted or unsubstituted aromatic ring group having 6 to 30 ring carbon atoms, L 1 and Ar 21 , Ar 21 and Ar 22 and L 1 and Ar 22 may be bonded with each other by a single hood or a double hood to form a substituted or unsubstituted ring.

2. The organic electroluminescence device according to claim 1 , wherein Ar 1 and Ar 3 are bonded by a single bond or a double bond.

3. The organic electroluminescence device according to claim 1 , wherein the compound represented by the above formula (1) is a compound represented by the following formula (2);

wherein L 1 , Ar 3 , X 1 and Ar 1 are as defined in claim 1 ;
Ar 21 and Ar 22 are independently a substituted or unsubstituted aromatic ring group having 6 to 30 ring carbon atoms or a substituted or unsubstituted aromatic heterocyclic group having 5 to 20 ring atoms; and
at least one pair of Ar 21 and Ar 22 and Ar 1 and Ar 3 is bonded with each other by a single bond.

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

wherein X is an S atom or an O atom;
R 1 to R 4 are independently a substituted or unsubstituted aromatic ring group having 6 to 30 ring carbon atoms or a substituted or unsubstituted aromatic heterocyclic group having 5 to 20 ring atoms;
i, j and l are independently an integer of 0 to 4 and k is an integer of 0 to 3, and when i, j, k or l are independently 2 or more, each group may be the same or different; and
L 1 is a single bond or a substituted or unsubstituted aromatic ring group having 6 to 30 ring carbon atoms.

5. The organic electroluminescence device according to claim 4 , wherein at least one of R 1 and/or at least one of R 2 is a substituted or unsubstituted carbazole group or a ring comprising a carbazole ring as a partial structure.

6. The organic electroluminescence device according to claim 1 , wherein the compound represented by the above formula (1) is a compound represented by the following compound (4):

wherein L 1 , Ar 3 , X 1 and Ar 1 are as defined in claim 1 ;
X 2 is an S atom or an O atom;
Ar 21 is a substituted or unsubstituted aromatic ring group having 6 to 30 ring carbon atoms or a substituted or unsubstituted aromatic heterocyclic group having 5 to 20 ring atoms; and
at least, one pair of Ar 21 and L 1 and Ar 1 and Ar 3 are bonded with each other by a single bond.

7. A top-emitting organic electroluminescence device comprising sequentially a first electrode, one or more organic layers comprising an emitting layer, a second electrode and a capping layer;
the capping layer comprising a compound represented by the following formula (11),

wherein Ar 31 and Ar 32 are independently a substituted or unsubstituted aromatic ring group having 6 to 30 carbon atoms or a substituted or unsubstituted aromatic heterocyclic group having 5 to 20 ring atoms; Ar 33 is a bonding group; As 1 is a group represented by the following formula (11a); and As 2 is a group represented by the following formula (11b);
r is an integer of 1 to 3; at least one of Ar 33 is a substituted or unsubstituted aromatic group having 6 to 30 carbon atoms or a substituted or unsubstituted aromatic heterocyclic group having 5 to 20 ring atoms, and when r is 2 or more, Ar 33 may be the same or different; and
at least one combination of Ar 31 and Ar 33 , Ar 32 and Ar 33 , As 1 and Ar 33 , and As 2 and Ar 33 is bonded with each other by a single bond or a double bond to form a substituted or unsubstituted ring;

wherein Ar 34 and Ar 35 are independently a substituted or unsubstituted aromatic ring group having 6 to 30 carbon atoms: HAr 1 and HAr 2 are independently a substituted or unsubstituted aromatic heterocyclic group having 6 to 30 carbon atoms or a substituted or unsubstituted aromatic ring group having 5 to 20 ring atoms; p and q are independently an integer of 0 to 3, and when p is 2 or more, Ar 34 may he the same or different, and when q is 2 or more, Ar 35 may be the same or different;
provided that when Ar 31 and Ar 33 are bonded and r is 2 or more, Ar 31 is bonded to the nearest Ar 33 of plural Ar 33 ;
when Ar 32 and Ar 33 are bonded and r is 2 or more, Ar 32 is bonded to the nearest Ar 33 of plural Ar 33 ;
when As 1 and Ar 33 are bonded, p is 0 and r is 2 or more, HAr 1 is bonded to Ar 33 of plural Ar 33 which is the nearest to HAr 1 , and when As 1 and Ar 33 are bonded, p is not 0 and r is 2 or more, Ar 33 and Ar 34 which are the nearest with each other are bonded; and
when As 2 and Ar 33 are bonded, q is 0 and r is 2 or more, HAr 2 is bonded to Ar 33 of plural Ar 33 which is the nearest to HAr 2 and when As 2 and Ar 33 are bonded, q is not 0 and r is 2 or more, Ar 33 and Ar 35 which are the nearest with each other are bonded.

8. The organic electroluminescence device according to claim 7 , wherein at least one of Ar 31 and Ar 32 in the formula (11) is a group represented by the following formula (12);

wherein Ar 41 is a substituted or unsubstituted aromatic ring group having 6 to 30 ring carbon atoms.

9. The organic electroluminescence device according to claim 7 , wherein at least one of As 1 and As 2 in the formula (11) is a group represented by the following formula (13);

wherein Ar 36 is an aromatic ring group having 6 to 30 carbon atoms, HAr is a substituted or unsubstituted aromatic heterocyclic group having 5 to 20 ring atoms; R 11 is a substituent; t is an interger of 0 to 4, and when t is 2 or more, R 11 may be the same or different; s is an interger of 0 to 2, and when s is 2, Ar 36 may be the same or d

Assignees

• Saito Hiroyuki
• Naraoka Ryo
• Kato Tomoki
• Numata Masaki
• Idemitsu Kosan Co

Inventors

• Saito Hiroyuki
• Naraoka Ryo
• Kato Tomoki
• Numata Masaki

Classifications

• H10K50/8445

  multilayered coatings having a repetitive structure, e.g. having multiple organic-inorganic bilayers · CPC title

• H10K85/657

  Polycyclic condensed heteroaromatic hydrocarbons · CPC title

• H10K85/6576 Primary

  comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene · CPC title

• H01L51/5253

  Electricity · mapped topic

• H01L51/0071 Primary

  Electricity · mapped topic