IP Library › Granted Patent US 8,257,837
Granted Patent B2
US 8,257,837 · App. 12/158,193 · Granted Sep 4, 2012

Organic light-emitting device

Assignee: Showa Denko K.K.
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Quick Facts
Patent No.
US 8,257,837
App. No.
12/158,193
Granted
Sep 4, 2012
Kind
B2
Abstract

An organic light-emitting device in which at least one organic layer including a light-emitting layer is sandwiched between an anode and a cathode and a phosphorescent compound in the light-emitting layer emits light. The light-emitting layer contains a polymer compound including a structural unit derived from a polymerizable compound (A) represented by the following general formula (1) where R 1 -R 24 are as defined herein:

Claims (22)

1. An organic light-emitting device in which at least one organic layer comprising a light-emitting layer is sandwiched between an anode and a cathode and a phosphorescent compound in the light-emitting layer emits light,

wherein the light-emitting layer comprises a polymer compound comprising a structural unit derived from a polymerizable compound (W) represented by the following formula (W):

wherein, A represents a substituent having a polymerizable functional group, the polymerizable functional group being a radical polymerizable functional group selected from the group consisting of an allyl group, an alkenyl group, an acrylate group, a methacrylate group, an urethane (meth)acrylate group, a methacryloyloxyethylcarbamate group, and a vinylamide group.

2. An organic light-emitting device according to claim 1 , wherein said polymer compound further comprises a structural unit derived from a phosphorescent polymerizable compound (B).

3. An organic light-emitting device according to claim 2 , wherein said phosphorescent polymerizable compound (B) is a complex represented by the following general formula (2-1):

wherein, R 31 -R 38 each represent independently an atom or a substituent selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, an amino group optionally substituted with alkyl group(s) having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms and a silyl group; each two groups of R 31 and R 32 , R 32 and R 33 , R 33 and R 34 , R 34 and R 35 , R 35 and R 36 , R 36 and R 37 , and R 37 and R 38 may bond to each other to form a fused ring; and L represents a bidentate ligand selected from the group consisting of the following general formulae (2-2) to (2-4);

wherein at least one of R 41 -R 48 represents a substituent having a polymerizable functional group; R 1 -R 24 except for the at least one substituent having a polymerizable functional group each represent independently an atom or a substituent selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, an amino group optionally substituted with alkyl group(s) having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms and a silyl group; and each two groups of R 41 and R 42 , R 42 and R 43 , R 43 and R 44 , R 44 and R 45 , R 45 and R 46 , R 46 and R 47 , and R 47 and R 48 may bond to each other to form a fused ring;

wherein at least one of R 51 -R 53 represents a substituent having a polymerizable functional group; R 51 -R 53 except for the at least one substituent having a polymerizable functional group each represent independently an atom or a substituent selected from the group consisting of a hydrogen atom, a cyano group, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, an amino group optionally substituted with alkyl group(s) having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms and a silyl group; and each two groups of R 51 and R 52 and R 52 and R 53 may bond to each other to form a fused ring;

wherein at least one of R 61 -R 64 represents a substituent having a polymerizable functional group; R 61 -R 64 except for the substituent having a polymerizable functional group each represent independently an atom or a substituent selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, an amino group optionally substituted with alkyl group(s) having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms and a silyl group; and each two groups of R 61 and R 62 , R 62 and R 63 , and R 63 and R 64 may bond to each other to form a fused ring.

4. An organic light-emitting device according to claim 1 , wherein said polymer compound further comprises a structural unit derived from a phosphorescent polymerizable compound (B) and a structural unit derived from an electron transport polymerizable compound (C).

5. An organic light-emitting device according to claim 4 , wherein said electron transport polymerizable compound (C) is an oxadiazole derivative, a triazole derivative or a triarylborane derivative.

6. An organic light-emitting device according to claim 1 , wherein said light-emitting layer further comprises a phosphorescent compound (E).

7. An organic light-emitting device according to claim 1 , wherein said light-emitting layer further comprises a phosphorescent compound (E) and said polymer compound further comprises a structural unit derived from an electron transport polymerizable compound (C).

8. An area light source, wherein the organic light-emitting device as described in claim 1 is used.

9. An image display device, wherein the organic light-emitting device as described in claim 1 is used.

10. A polymer compound comprising a structural unit derived from a polymerizable compound (W) represented by the following formula (W):

wherein A represents a substituent having a polymerizable functional group, the polymerizable functional group being a radical polymerizable functional group selected from the group consisting of an allyl group, an alkenyl group, an acrylate group, a methacrylate group, an urethane (meth)acrylate group, a methacryloyloxyethylcarbamate group, and a vinylamide group.

11. A polymer compound according to claim 10 , comprising a structural unit derived from a phosphorescent polymerizable compound (B) represented by the following general formula (2-1):

wherein R 31 -R 38 each represent independently an atom or a substituent selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, an amino group optionally substituted with alkyl group(s) having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms and a silyl group; each two groups of R 31 and R 32 , R 32 and R 33 , R 33 and R 34 , R 34 and R 35 , R 35 and R 36 , R 36 and R 37 , and R 37 and R 38 may bond to each other to form a fused ring; and L represents a bidentate ligand selected from the group consisting of the following general formulae (2-2) to (2-4);

wherein at least one of R 41 -R 48 represents a substituent having a polymerizable functional group; R 41 -R 48 except for the at least one substituent having a polymerizable functional group each represent independently an atom or a substituent selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, an amino group optionally substituted with alkyl group(s) having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms and a silyl group; and each two groups of R 41 and R 42 , R 42 and R 43 , R 43 and R 44 , R 44 and R 45 , R 45 and R 46 , R 46 and R 47 , and R 47 and R 48 may bond to each other to form a fused ring;

wherein at least one of R 51 -R 53 represents a substituent having a polymerizable functional group; R 51 -R 53 except for the at least one substituent having a polymerizable functional group each represent independently an atom or a substituent selected from the group consisting of a hydrogen atom, a cyano group, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, an amino group optionally substituted with alkyl group(s) having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms and a silyl group; and each two groups of R 51 and R 52 and R 52 and R 53 may bond to each other to form a fused ring;

wherein at least one of R 61 -R 64 represents a substituent having a polymerizable functional group; R 61 -R 64 except for the at least one substituent having a polymerizable functional group each represent independently an atom or a substituent selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, an amino group optionally substituted with alkyl group(s) having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms and a silyl group; and each two groups of R 61 and R 62 , R 62 and R 63 , and R 63 and R 64 may bond to each other to form a fused ring.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2014
From: SHOWA DENKO K.K.
To: SAMSUNG ELECTRONICS CO., LTD
Reel/Frame 033709/0095 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 19, 2008
From: YAMAGUCHI, TETSUHIKO; TAKAHASHI, YOSHIAKI
To: SHOWA DENKO K.K.
Reel/Frame 021132/0095 →
Priority Claims (1)
JP 2005-369455 · Dec 22, 2005 · national
Continuity (2)
Provisional Application 60754660 · Dec 30, 2005
Related Publication 20090091249A1 · Apr 9, 2009