Compound and organic light-emitting device comprising the same

Patent metadata

Field	Value
Publication number	US-8987462-B2
Application number	US-201314036574-A
Country	US
Kind code	B2
Filing date	Sep 25, 2013
Priority date	Apr 10, 2013
Publication date	Mar 24, 2015
Grant date	Mar 24, 2015

Abstract

Provided are a compound of Formula 1 and an organic light-emitting device including the compound of Formula 1:

The compounds of Formula 1 are particularly useful as fluorescent dopants in the emission layer of the organic light-emitting device.

First claim

What is claimed is:

1. A compound represented by Formula 1:

R 1 to R 9 in Formula 1 each being independently one of a hydrogen atom, a deuterium atom, a substituted or unsubstituted C5-C60 alkyl group, a substituted or unsubstituted C5-C60 aryl group, a substituted or unsubstituted C3-C60 heteroaryl group, an amine group substituted with a C5-C60 aryl group or a C3-C60 heteroaryl group, a substituted or unsubstituted C6-C60 condensed polycyclic group, a halogen group, a cyano group, a nitro group, a hydroxyl group and a carboxy group, and
Ar 1 and Ar e each being independently one of a substituted or unsubstituted C5-C60 aryl group, a substituted or unsubstituted C3-C60 heteroaryl group and a substituted or unsubstituted C6-C60 condensed polycyclic group.

2. The compound of claim 1 , R 3 , R 4 , R 6 , R 7 , R 8 , and R 9 in Formula 1 being each independently one of a hydrogen atom and a deuterium atom.

3. The compound of claim 1 , R 1 and R 2 in Formula 1 being each independently a compound of Formulae 2a to 2c:

Z 1 in Formulae 2a to 2c being one of a hydrogen atom, a deuterium atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C5-C20 aryl group, a substituted or unsubstituted C3-C20 heteroaryl group, a substituted or unsubstituted C6-C20 condensed polycyclic group, a halogen group, a cyano group, a nitro group, a hydroxy group and a carboxy group,
p is an integer of 1 to 9, and
* represents a bond.

4. The compound of claim 1 , R 5 in Formula 1 being one of a substituted or unsubstituted C1-C20 alkyl group and a compound of Formulae 3a to 3d:

Z 1 , R 50 , and R 51 in Formulae 3a to 3d being each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C5-C20 aryl group, a substituted or unsubstituted C3-C20 heteroaryl group, a substituted or unsubstituted C6-C20 condensed polycyclic group, an amino group substituted with a C5-C20 aryl group or a C3-C20 heteroaryl group, a halogen group, a cyano group, a nitro group, a hydroxyl group and a carboxy group;
p is an integer of 1 to 7; and
* represents a bond.

5. The compound of claim 1 , Ar 1 and Ar e in Formula 1 being each independently a compound of one of Formulae 4a and 4b:

Z 1 in Formulae 4a and 4b being one of a hydrogen atom, a deuterium atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C5-C20 aryl group, a substituted or unsubstituted C3-C20 heteroaryl group, a substituted or unsubstituted C6-C20 condensed polycyclic group, an amino group substituted with a C5-C20 aryl group or a C3-C20 heteroaryl group, a halogen group, a cyano group, a nitro group, a hydroxyl group and a carboxy group;
p is an integer of 1 to 7; and
* represents a bond.

6. An organic light-emitting device comprising
a first electrode;
a second electrode; and
an organic layer interposed between the first electrode and the second electrode,
the organic layer comprising a compound represented by Formula 1 of claim 1 .

7. The organic light-emitting device of claim 6 , the organic layer further comprising a compound represented by Formula 2:

R 10 to R 21 in Formula 2 being each independently one of a hydrogen atom, a deuterium atom, a substituted or unsubstituted C5-C60 alkyl group, a substituted or unsubstituted C5-C60 aryl group, a substituted or unsubstituted C3-C60 heteroaryl group, an amine group substituted with a C5-C60 aryl group or a C3-C60 heteroaryl group, a substituted or unsubstituted C6-C60 condensed polycyclic group, a halogen group, a cyano group, a nitro group, a hydroxyl group and a carboxy group, and
X is a connecting group represented by one of —C(R 100 )(R 101 )—, —N(R 102 —, —S— and —O—, and R 100 , R 101 , and R 102 are each independently one of a substituted or unsubstituted C5-C30 aryl group, a substituted or unsubstituted C3-C30 heteroaryl group and a substituted or unsubstituted C6-C30 condensed polycyclic group.

8. The organic light-emitting device of claim 7 , R 10 and R 11 in Formula 2 forming a 9,9′-spirobifluorene moiety [hence,

by bonding to each other, or R 10 and R 11 are each independently a substituted or unsubstituted C1-C20 alkyl group; and
* represents a bond.

9. The organic light-emitting device of claim 7 , R 13 in Formula 2 being one of Formulae 5a to 5c:

Z 1 , Z 2 , and Z 3 in Formulae 5a to 5c being each independently one of a hydrogen atom, a deuterium atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C5-C20 aryl group, a substituted or unsubstituted C3-C20 heteroaryl group, a substituted or unsubstituted C6-C20 condensed polycyclic group, an amine group substituted with a C5-C20 aryl group or a C3-C20 heteroaryl group, a halogen group, a cyano group, a nitro group, a hydroxy group and a carboxy group; and
* represents a bond.

10. The organic light-emitting device of claim 1 , compound 1 of Formula 1 being any one of following compounds:

11. The organic light-emitting device of claim 7 , the compound of Formula 2 being any one of following

Assignees

• Samsung Display Co Ltd
• Pusan Nat University Industry—University Cooperation Foundation

Inventors

• Kim Soung-Wook
• Kim Myeong-Suk
• Kim Jae-Hong
• Hwang Jin-Soo
• Suh Hong-Suk

Classifications

• H01L51/5092

  Electricity · mapped topic

• H01L51/5088

  Electricity · mapped topic

• H01L51/006 Primary

  Electricity · mapped topic

• H01L51/5072

  Electricity · mapped topic

• H01L51/0061

  Electricity · mapped topic