IP Library Patent Application 13451424
Patent Application
App. No. 13/451,424

NOVEL COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME

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Quick Facts
Patent No.
US None
App. No.
13/451,424
Abstract

Embodiments of the present invention are directed to a compound represented by Formula 1, and an organic light-emitting device including an organic film that includes the compound of Formula 1:

Claims (61)

1 . A compound comprising a compound represented by Formula 1:

wherein:

each of R 1 to R 14 is independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted C1 to C60 alkyl group, a substituted or unsubstituted C2 to C60 alkenyl group, a substituted or unsubstituted C2 to C60 alkynyl group, a substituted or unsubstituted C3 to C60 cycloalkyl group, a substituted or unsubstituted C1 to C60 alkoxy group, a substituted or unsubstituted C5 to C60 aryloxy group, a substituted or unsubstituted C5 to C60 arylthio group, a substituted or unsubstituted C5 to C60 aryl group, an amino group substituted with a C5 to C60 aryl group or a C3 to C60 heteroaryl group, a substituted or unsubstituted C3 to C60 heteroaryl group, a substituted or unsubstituted C6 to C60 fused polycyclic ring, a halogen atom, a cyano group, a nitro group, a hydroxyl group, or a carboxyl group.

2 . The compound of claim 1 , wherein each of R 1 to R 14 is independently a hydrogen atom, a deuterium atom, a cyano group, a halogen atom, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C5 to C30 aryl group, a substituted or unsubstituted C3 to C30 heteroaryl group, an amino group substituted with a C5 to C30 aryl group or a C3 to C30 heteroaryl group, or a substituted or unsubstituted C6 to C30 fused polycyclic ring.

3 . The compound of claim 1 , wherein each of R 1 to R 14 is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted C1 to C20 alkyl group, or a compound represented by one of Formulae 2a to 2g:

wherein:

each of Q 1 and Q 2 is independently a linker represented by —C(R 20 )(R 21 )—, —N(R 20 )—, —S—, or —O—;

each of Y 1 , Y 2 , and Y 3 is independently a linker represented by —N═ or —C(R 22 )═;

each of Z 1 , Z 2 , Ar 12 , Ar 13 , R 20 , R 21 , and R 22 is independently a hydrogen atom, a deuterium atom, substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C5 to C20 aryl group, a substituted or unsubstituted C3 to C20 heteroaryl group, a substituted or unsubstituted C6 to C20 fused polycyclic ring, a halogen atom, a cyano group, a nitro group, a hydroxyl group, a carboxyl group, or a substituted silyl group, wherein adjacent Ar 12 and Ar 13 groups or adjacent R 20 and R 21 groups are optionally fused with each other to form a ring or are optionally linked to each other via a single bond;

Ar 11 is a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C5 to C20 arylene group, or a substituted or unsubstituted C3 to C20 heteroarylene group;

p is an integer of 1 to 12;

r is an integer of 0 to 5; and

* is a binding site.

4 . The compound of claim 1 , wherein each of R 1 , R 3 , R 4 , R 7 , R 10 , and R 12 to R 14 is independently a hydrogen atom or a deuterium atom.

5 . The compound of claim 1 , wherein R 2 and R 11 are identical to each other.

6 . The compound of claim 1 , wherein each of R 1 to R 14 is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C6 to C30 fused polycyclic ring, or a compound represented by one of Formula 3a to 3f:

wherein:

Z 1 is a hydrogen atom, a deuterium atom, or a substituted or unsubstituted C5 to C20 aryl group;

p is an integer of 1 to 5; and

* is a binding site.

7 . The compound of claim 1 , wherein each of R 1 , R 3 , R 4 , R 7 , R 10 , and R 12 to R 14 is independently a hydrogen atom or a deuterium atom, and each of R 2 , R 5 , R 6 , R 8 , R 9 , and R 11 is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted C1 to C20 alkyl group, or a compound represented by one of Formulae 2a to 2g:

wherein:

each of Q 1 and Q 2 is independently a linker represented by —C(R 20 )(R 21 )—, —N(R 20 )—, —S—, or —O—;

each of Y 1 , Y 2 , and Y 3 is independently a linker represented by —N═ or —C(R 22 )═;

each of Z 1 , Z 2 , Ar 12 , Ar 13 , R 20 , R 21 , and R 22 is independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C5 to C20 aryl group, a substituted or unsubstituted C3 to C20 heteroaryl group, a substituted or unsubstituted C6 to C20 fused polycyclic ring, a halogen atom, a cyano group, a nitro group, a hydroxyl group, a carboxyl group, or a substituted silyl group, wherein adjacent Ar 12 and Ar 13 groups, or adjacent R 20 and R 21 groups are optionally fused with each other to form a ring, or are optionally linked to each other via a single bond;

Ar 11 is a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C5 to C20 arylene group, or a substituted or unsubstituted C3 to C20 heteroarylene group;

p is an integer of 1 to 12;

r is an integer of 0 to 5; and

* is a binding site.

8 . The compound of claim 1 , wherein each of R 1 , R 3 , R 4 , R 7 , R 10 , and R 12 to R 14 is independently a hydrogen atom or a deuterium atom, and each of R 2 , R 5 , R 6 , R 8 , R 9 , and R 11 is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted C1 to C20 alkyl group, or a compound represented by one of Formula 3a to 3f:

wherein:

Z 1 is a hydrogen atom, a deuterium atom, or a substituted or unsubstituted C5 to C20 aryl group;

p is an integer of 1 to 5; and

* is a binding site.

9 . The compound of claim 1 , wherein each of R 1 , R 3 , R 4 , R 7 , R 10 , and R 12 to R 14 is independently a hydrogen atom or a deuterium atom, and each of R 2 , R 5 , R 6 , R 8 , R 9 , and R 11 is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted C1 to C20 alkyl group, or a compound represented by one of Formulae 2a to 2g, and R 2 and R 11 are identical to each other:

wherein:

each of Q 1 and Q 2 is independently a linker represented by —C(R 20 )(R 21 )—, —N(R 20 )—, —S—, or —O—;

each of Y 1 , Y 2 , and Y 3 is independently a linker represented by —N═, or —C(R 22 )═;

each of Z 1 , Z 2 , Ar 12 , Ar 13 , R 20 , R 21 , and R 22 is independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C5 to C20 aryl group, a substituted or unsubstituted C3 to C20 heteroaryl group, a substituted or unsubstituted C6 to C20 fused polycyclic ring, a halogen atom, a cyano group, a nitro group, a hydroxyl group, a carboxyl group, or a substituted silyl group, wherein adjacent Ar 12 and Ar 13 groups or adjacent R 20 and R 21 groups are optionally fused with each other to form ring, or optionally linked to each other via a single bond;

Ar 11 is a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C5 to C20 arylene group, or a substituted or unsubstituted C3 to C20 heteroarylene group;

p is an integer of 1 to 12;

r is an integer of 0 to 5; and

* is a binding site.

10 . The compound of claim 1 , wherein the compound of Formula 1 is one of Compounds 10, 24, 28, 29, 83, 144, 231 or 330:

11 . An organic light-emitting device comprising:

a first electrode;

a second electrode; and

an organic layer between the first electrode and the second electrode,

wherein the organic layer comprises the compound of claim 1 .

12 . The organic light-emitting device of claim 11 , wherein the organic layer is a hole injection layer, a hole transport layer, a functional layer having hole injection and hole transport capabilities, an electron injection layer, an electron transport layer, or a functional layer having electron transport and electron injection capabilities.

13 . The organic light-emitting device of claim 11 , wherein the organic light-emitting device comprises an electron transport layer that comprises an electron transporting organic material and a metal-containing material.

14 . The organic light-emitting device of claim 11 , wherein the organic layer comprises an emission layer and the compound represented by Formula 1 is used as a host for a fluorescence or phosphorescence device.

15 . The organic light-emitting device of claim 11 , wherein the organic light-emitting device comprises an emission layer, a hole transport layer, and an electron transport layer,

wherein the emission layer further comprises an anthracene compound, an arylamine compound, or a styryl compound.

16 . The organic light-emitting device of claim 11 , wherein the organic light-emitting device comprises an emission layer, a hole transport layer, or an electron transport layer,

wherein the emission layer comprises a red layer, a green layer, a blue layer, and a white layer and one of the red, green, blue or white layers further comprises a phosphorescent compound.

17 . The organic light-emitting device of claim 11 , wherein the organic layer is a red emission layer.

18 . The organic light-emitting device of claim 11 , wherein the organic layer is a red emission layer and the compound of Formula 1 is used as a red host.

19 . The organic light-emitting device of claim 11 , wherein the organic layer is formed using the compound of claim 1 in a wet process.

20 . A flat panel display device comprising the organic light-emitting device of claim 11 ,

wherein the first electrode of the organic light-emitting device is electrically connected to a source electrode or a drain electrode of a thin film transistor.

Assignments (2)
MERGER Recorded Aug 20, 2012
From: SAMSUNG MOBILE DISPLAY CO., LTD.
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 028816/0306 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 26, 2012
From: PARK, SOO-JIN; NAIJO, TSUYOSHI; CHOI, KEON-HA; SHIM, JI-HYE; JE, JONG-TAE; KIM, JEONG-SOO; KWON, HYUN-JUNG; SHIN, YOO-NA
To: SAMSUNG MOBILE DISPLAY CO., LTD.; SFC CO., LTD.
Reel/Frame 028112/0850 →