IP Library Granted Patent US 9,045,419
Granted Patent B2
US 9,045,419 · App. 12/853,224 · Granted Jun 2, 2015

Condensed-cyclic compound and organic light emitting diode having organic layer including the same

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Quick Facts
Patent No.
US 9,045,419
App. No.
12/853,224
Granted
Jun 2, 2015
Kind
B2
Abstract

A condensed-cyclic compound represented by Formula 1 and an organic light emitting diode including the same:

Claims (24)

1. A condensed-cyclic compound represented by any one of the following Formulae:

wherein Ar 1 and Ar 2 are, each independently, selected from the group consisting of a substituted or unsubstituted C 6 -C 16 arylene group, and a substituted or unsubstituted C 3 -C 16 heteroarylene group;

A 1 and A 2 are, each independently, a divalent linking group represented by —[C(Q 1 )(Q 2 )] q - where Q 1 and Q 2 are, each independently, selected from the group consisting of a hydrogen atom, a heavy hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a substituted or unsubstituted C 1 -C 10 alkyl group, a substituted or unsubstituted C 1 -C 10 alkoxy group, a substituted or unsubstituted C 6 -C 16 aryl group, and a substituted or unsubstituted C 3 -C 16 heteroaryl group, and q is an integer from 1 to 3;

A 3 is a single bond or a C 1 -C 3 alkylene group;

R 1 and R 2 are, each independently, selected from the group consisting of a hydrogen atom, a heavy hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a substituted or unsubstituted C 1 -C 10 alkyl group, a substituted or unsubstituted C 1 -C 10 alkoxy group, an unsubstituted C 6 aryl group, an unsubstituted C 10 -C 16 fused aryl group, a substituted or unsubstituted C 3 -C 16 heteroaryl group, and a group represented by —N(Q 3 )(Q 4 ),

wherein Q 3 and Q 4 are, each independently, selected from the group consisting of a hydrogen atom, a heavy hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a substituted or unsubstituted C 1 -C 10 alkyl group, a substituted or unsubstituted C 1 -C 10 alkoxy group, a substituted or unsubstituted C 6 -C 16 aryl group, and a substituted or unsubstituted C 3 -C 16 heteroaryl group, and Q 3 and Q 4 optionally are selectively fused with each other, or linked to each other by a single bond, a double bond, or a C 1 -C 3 alkylene group, thereby forming a saturated or unsaturated ring; and

Z 1 to Z 18 are, each independently, selected from the group consisting of a hydrogen atom, a heavy hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a substituted or unsubstituted C1-C 10 alkyl group, a substituted or unsubstituted C 1 -C 10 alkoxy group, a substituted or unsubstituted C 6 -C 16 aryl group, and a substituted or unsubstituted C 3 -C 16 heteroaryl group, and

wherein Q 5 and Q 6 are, each independently, selected from the group consisting of a substituted or unsubstituted C 1 -C 10 alkyl group, a substituted or unsubstituted C 1 -C 10 alkoxy group, a substituted or unsubstituted C 6 -C 16 aryl group, and a substituted or unsubstituted C 3 -C 16 heteroaryl group.

2. The condensed-cyclic compound of claim 1 , wherein Ar 1 and Ar 2 are, each independently selected from the group consisting of a substituted or unsubstituted phenylene group, a substituted or unsubstituted pentalenylene group, a substituted or unsubstituted indenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted azulenylene group, a substituted or unsubstituted heptalenylene group, a substituted or unsubstituted indacenylene group, a substituted or unsubstituted acenaphthylene group, a substituted or unsubstituted fluorenylene group, a substituted or unsubstituted phenalenylene group, a substituted or unsubstituted phenanthrenylene group, a substituted or unsubstituted anthracenylene group, a substituted or unsubstituted fluoranthenylene group, a substituted or unsubstituted triphenylenylene group, a substituted or unsubstituted pyrenylenylene group, a substituted or unsubstituted chrysenylene group, a substituted or unsubstituted naphthacenylene group, a substituted or unsubstituted picenylene group, a substituted or unsubstituted perylenylene group, a substituted or unsubstituted pentaphenylene group, a substituted or unsubstituted hexacenylene group, a substituted or unsubstituted pyrrolylene group, a substituted or unsubstituted pyrazolylene group, a substituted or unsubstituted imidazolylene group, a substituted or unsubstituted imidazolinylene group, a substituted or unsubstituted pyridinylene group, a substituted or unsubstituted pyrazinylene group, a substituted or unsubstituted pyrimidinylene group, a substituted or unsubstituted indolylene group, a substituted or unsubstituted purinylene group, a substituted or unsubstituted quinolinylene group, a substituted or unsubstituted phthalazinylene group, a substituted or unsubstituted indolizinylene group, a substituted or unsubstituted naphthyridinylene group, a substituted or unsubstituted quinazolinylene group, a substituted or unsubstituted cinnolinylene group, a substituted or unsubstituted indazolylene group, a substituted or unsubstituted carbazolylene group, a substituted or unsubstituted phenazinylene group, a substituted or unsubstituted phenanthridinylene group, a substituted or unsubstituted pyranylene group, a substituted or unsubstituted chromenylene group, a substituted or unsubstituted benzofuranylene group, a substituted or unsubstituted thiophenylene group, a substituted or unsubstituted benzothiophenylene group, a substituted or unsubstituted isothiazolylene group, and a substituted or unsubstituted isoxazolylene group.

3. The condensed-cyclic compound of claim 1 , wherein Ar 1 and Ar 2 are, each independently selected from the group consisting of a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, and a substituted or unsubstituted anthracenylene group.

4. The condensed-cyclic compound of claim 1 , wherein Q 1 and Q 2 are each independently selected from the group consisting of a hydrogen atom, a heavy hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a substituted or unsubstituted C 1 -C 10 alkyl group, a substituted or unsubstituted C 1 -C 10 alkoxy group, a substituted or unsubstituted C 6 -C 16 aryl group, and a substituted or unsubstituted C 3 -C 16 heteroaryl group.

5. The condensed-cyclic compound of claim 1 , wherein q is 0.

6. The condensed-cyclic compound of claim 1 , wherein q is an integer from 1 to 3.

7. The condensed-cyclic compound of claim 1 , wherein R 1 and R 2 are each independently selected from the group consisting of a hydrogen atom, a heavy hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a substituted or unsubstituted C 1 -C 10 alkyl group, a substituted or unsubstituted C 1 -C 10 alkoxy group, an unsubstituted C 6 aryl group, an unsubstituted C 10 -C 16 fused aryl group, a substituted or unsubstituted C 3 -C 16 heteroaryl group, and a group represented by —N(Q 3 )(Q 4 ); wherein Q 3 and Q 4 are, each independently, selected from the group consisting of a hydrogen atom, a heavy hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a substituted or unsubstituted C 1 -C 10 alkyl group, a substituted or unsubstituted C 1 -C 10 alkoxy group, a substituted or unsubstituted C 6 -C 16 aryl group, and a substituted or unsubstituted C 3 -C 16 heteroaryl group, and wherein Q 3 and Q 4 are optionally fused with each other, or linked to each other by a single bond, a double bond, or a C 1 -C 3 alkylene group.

8. The condensed-cyclic compound of claim 1 , wherein q is 2.

9. The condensed-cyclic compound of claim 1 , wherein q is 1.

10. The condensed-cyclic compound of claim 1 , wherein the condensed-cyclic compound is represented by any one of Formulas 1b-1 and 1h-1:

11. The condensed-cyclic compound of claim 1 , wherein the condensed-cyclic compound is represented by any one of Formulas 1a-2 to 1h-2:

12. The condensed-cyclic compound of claim 1 , wherein the condensed-cyclic compound is represented by any one of Formulas 2b-1 and 2h-1:

13. The condensed-cyclic compound of claim 1 , wherein the condensed-cyclic compound is represented by any one of Formulas 2a-2 to 2h-2:

14. The condensed-cyclic compound of claim 1 , wherein the condensed-cyclic compound is represented by Formula 3a-2, 3c-1, 3c-2, 3e-1, 3e-2, or 3g-2:

15. An organic light emitting diode comprising: a first electrode, a second electrode facing the first electrode, and an organic layer interposed between the first electrode and the second electrode, wherein the organic layer comprises the condensed-cyclic compound of claim 1 .

16. The organic light emitting diode of claim 15 , wherein the organic layer comprises a light emitting layer.

17. The organic light emitting diode of claim 16 , wherein the light emitting layer further comprises a host.

Assignments (2)
MERGER Recorded Aug 31, 2012
From: SAMSUNG MOBILE DISPLAY CO., LTD.
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 028921/0334 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 10, 2010
From: LEE, KWAN-HEE; KIM, MI-KYUNG; YANG, SEUNG-GAK
To: SAMSUNG MOBILE DISPLAY CO., LTD.
Reel/Frame 024817/0541 →