Organic electroluminescence device

Patent metadata

Field	Value
Publication number	US-9978975-B2
Application number	US-201314387824-A
Country	US
Kind code	B2
Filing date	Mar 22, 2013
Priority date	Mar 29, 2012
Publication date	May 22, 2018
Grant date	May 22, 2018

Abstract

An organic electroluminescence device including: an anode; one or more organic thin film layers including an emitting layer; a donor-containing layer; an acceptor-containing layer; and a light-transmissive cathode in this order, wherein the donor-containing layer comprises a compound represented by the following formula (I) or (II):

First claim

The invention claimed is:

1. An organic electroluminescence device comprising:
an anode;
one or more organic thin film layers including an emitting layer;
a donor-containing layer;
an acceptor-containing layer that transfers electrons into the donor-containing layer; and
a light-transmissive cathode in this order,
wherein the donor-containing layer comprises a compound represented by the following formulas (I) or (II):

wherein in the formulas,

R 1a to R 7a and R 1b to R 7b are independently a hydrogen atom, a substituted or unsubstituted aryl group including 6 to 60 ring carbon atoms, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted alkyl group including 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 50 ring carbon atoms, a substituted or unsubstituted aralkyl group including 7 to 50 ring carbon atoms, a substituted or unsubstituted alkoxy group including 1 to 50 carbon atoms, a substituted or unsubstituted aryloxy group including 6 to 50 ring carbon atoms, a substituted or unsubstituted arylthio group including 6 to 50 ring carbon atoms, a substituted or unsubstituted alkoxycarbonyl group including 2 to 50 carbon atoms, an amino group that is substituted with a substituted or unsubstituted aryl group including 6 to 50 ring carbon atoms, a halogen atom, a cyano group, a nitro group, a hydroxyl group or a carboxyl group, and adjacent groups of R 1a to R 7a or adjacent groups of R 1b to R 7b may be bonded each other to form a ring;
L 1a and L 1b are independently a single bond or a linkage group;
Ar 1a and Ar 1b are independently a substituted or unsubstituted aromatic group including 6 to 60 carbon atoms; and
n is an integer of 1 to 4, and when n is 2 or more, the groups having a phenanthroline skeleton in parentheses may be the same or different from each other.

2. The organic electroluminescence device according to claim 1 , wherein the compound represented by the formula (I) or (II) is a compound represented by the following formula (I-a), (I-b), (II-a) or (II-b):

wherein in the formulas (I-a), (I-b), (II-a) or (II-b),
R 1a to R 7a and R 1b to R 7b are the same as those in the formulas (I) and (II);
R 11a to R 20a and R 11b to R 20b are independently a hydrogen atom, a substituted or unsubstituted aryl group including 6 to 60 ring carbon atoms, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted alkyl group including 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 50 ring carbon atoms, a substituted or unsubstituted aralkyl group including 7 to 50 ring carbon atoms, a substituted or unsubstituted alkoxy group including 1 to 50 carbon atoms, a substituted or unsubstituted aryloxy group including 6 to 50 ring carbon atoms, a substituted or unsubstituted arylthio group including 5 to 50 ring carbon atoms, a substituted or unsubstituted alkoxycarbonyl group including 2 to 50 carbon atoms, an amino group that is substituted with a substituted or unsubstituted aryl group including 6 to 50 ring carbon atoms, a halogen atom, a cyano group, a nitro group, a hydroxyl group or a carboxyl group, and adjacent groups of R 1a to R 20a or adjacent groups of R 11b to R 20b may be bonded each other to form a ring; and
L 1a and L 1b are independently a single bond or a linkage group.

3. The organic electroluminescence device according to claim 1 , wherein the donor-containing layer comprises at least one of an electron-donating metal, an electron-donating metal compound and an electron-donating metal complex.

4. The organic electroluminescence device according to claim 3 , wherein the donor-containing layer comprises at least one of an alkali metal, an alkali earth metal, a simple substance of a rare earth metal, a compound of a rare earth metal and a complex of a rare earth metal.

5. The organic electroluminescence device according to claim 1 , wherein the acceptor-containing layer comprises a compound represented by the following formula (III):

wherein in the formula (III), R 1c to R 6c are independently a hydrogen atom, a substituted or unsubstituted aryl group including 6 to 60 ring carbon atoms, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted alkyl group including 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 50 ring carbon atoms, a substituted or unsubstituted aralkyl group including 7 to 50 ring carbon atoms, a substituted or unsubstituted alkoxy group including 1 to 50 carbon atoms, a substituted or unsubstituted aryloxy group including 6 to 50 ring carbon atoms, a substituted or unsubstituted arylthio group including 6 to 50 ring carbon atoms, a substituted or unsubstituted alkoxycarbonyl group including 2 to 50 carbon atoms, an amino group that is substituted with a substituted or unsubstituted aryl group including 6 to 50 ring carbon atoms, a halogen atom, a cyano group, a nitro group, a hydroxyl group or a carboxyl group.

6. The organic electroluminescence device according to claim 1 , wherein the acceptor-containing layer comprises a compound represented by the following formula (IV):

wherein in the formula (IV), AO is an aromatic ring including 6 to 24 ring carbon atoms, or a heterocyclic ring including 5 to 24 ring atoms, and
Rg 1 and Rg 2 may be the same or different from each other and are represented by the following formula (i) or (ii):

wherein X 1 and X 2 may be the same or different from each other and are represented by any of divalent groups represented by the following (a) to (g):

wherein R 21 to R 24 may be the same or different from each other, and are a hydrogen atom, a substituted or unsubstituted fluoroalkyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocyclic group, and R 22 and R 23 may be bonded each other to form a ring;
R 1 to R 4 may be the same or different from each other, and a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a halogen atom, a substituted or unsubstituted fluoroalkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted fluoroalkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted aralkyloxy group, a substituted or unsubstituted amino group, a substituted or unsubstituted silyl group, or a cyano group, and R 1 and R 2 may be bonded each other to form a ring and R 3 and R 4 may be bonded each other to form a ring; and
Y 1 to Y 4 may be the same or different from each other, and are independently N, CH, or C(R 5 ), and R 5 is the same as R 1 to R 4 .

7. T

Assignees

• Sony Corp
• Joled Inc

Inventors

• Kambe Emiko
• Nakamura Masato
• Funahashi Masakazu
• Yamamoto Hiroshi
• Mizutani Sayaka

Classifications

• C07C255/34

  with cyano groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by unsaturated carbon chains · CPC title

• C07C255/50

  to carbon atoms of non-condensed six-membered aromatic rings · CPC title

• C07C255/37

  the carbon skeleton being further substituted by etherified hydroxy groups · CPC title

• C07C2603/52

  containing five condensed rings · CPC title

• C07C2603/40

  containing four condensed rings · CPC title