Conductive Polymer Composition Comprising Organic Ionic Salt and Optoelectronic Device Using the Same
First Claim
Patent Images
1. A conductive polymer composition for an organic optoelectronic device comprising:
- a conductive polymer;
at least one organic ionic salt selected from compounds represented by the following Formulae 2 to 5; and
a solvent,wherein R1 and R2 are each independently selected from the group consisting C1-C30 alkyl groups, C1-C30 heteroalkyl groups, C1-C30 alkoxy groups, C1-C30 heteroalkoxy groups, C6-C30 aryl groups, C6-C30 arylalkyl groups, C6-C30 aryloxy groups, C2-C30 heteroaryl groups, C2-C30 heteroarylalkyl groups, C2-C30 heteroaryloxy groups, C5-C30 cycloalkyl groups, C2-C30 heterocycloalkyl groups, C1-C30 alkylester groups, C1-C30 heteroalkylester groups, C6-C30 arylester groups, and C2-C30 heteroarylester groups, wherein at least one hydrogen bound to carbon of each R1 and R2 functional group is optionally substituted with another functional group;
R3 to R12 are each independently selected from the group consisting C1-C30 alkyl groups, C1-C30 heteroalkyl groups, C1-C30 alkoxy groups, C1-C30 heteroalkoxy groups, C6-C30 aryl groups, C6-C30 arylalkyl groups, C6-C30 aryloxy groups, C2-C30 heteroaryl groups, C2-C30 heteroarylalkyl groups, C2-C30 heteroaryloxy groups, C5-C30 cycloalkyl groups, C2-C30 heterocycloalkyl groups, C1-C30 alkylester groups, C1-C30 heteroalkylester groups, C6-C30 arylester groups, and C2-C30 heteroarylester groups, wherein at least one hydrogen bound to carbon of each R3 to R12 functional group is optionally substituted with another functional group;
X−
is an anion group wherein X is a molecule or atom that can be stabilized in an anion state and X is selected from F, Cl, Br, I, BF4, PF6 and (CnF2n+1SO2)2N, wherein n is an integer from 1 to 50; and
Y is a NH group or a heteroatom selected from N, O, P and S being bonded to a C1-C20 alkyl group or a C6-C20 aryl group.
1 Assignment
0 Petitions
Accused Products
Abstract
Disclosed herein is a conductive polymer composition for an organic optoelectronic device capable of improving efficiency and lifetime. The conductive polymer composition comprises a conductive polymer, at least one organic ionic salt selected from compounds represented by the following Formulae 2 to 5 and a solvent.
-
Citations
15 Claims
-
1. A conductive polymer composition for an organic optoelectronic device comprising:
-
a conductive polymer; at least one organic ionic salt selected from compounds represented by the following Formulae 2 to 5; and a solvent, wherein R1 and R2 are each independently selected from the group consisting C1-C30 alkyl groups, C1-C30 heteroalkyl groups, C1-C30 alkoxy groups, C1-C30 heteroalkoxy groups, C6-C30 aryl groups, C6-C30 arylalkyl groups, C6-C30 aryloxy groups, C2-C30 heteroaryl groups, C2-C30 heteroarylalkyl groups, C2-C30 heteroaryloxy groups, C5-C30 cycloalkyl groups, C2-C30 heterocycloalkyl groups, C1-C30 alkylester groups, C1-C30 heteroalkylester groups, C6-C30 arylester groups, and C2-C30 heteroarylester groups, wherein at least one hydrogen bound to carbon of each R1 and R2 functional group is optionally substituted with another functional group; R3 to R12 are each independently selected from the group consisting C1-C30 alkyl groups, C1-C30 heteroalkyl groups, C1-C30 alkoxy groups, C1-C30 heteroalkoxy groups, C6-C30 aryl groups, C6-C30 arylalkyl groups, C6-C30 aryloxy groups, C2-C30 heteroaryl groups, C2-C30 heteroarylalkyl groups, C2-C30 heteroaryloxy groups, C5-C30 cycloalkyl groups, C2-C30 heterocycloalkyl groups, C1-C30 alkylester groups, C1-C30 heteroalkylester groups, C6-C30 arylester groups, and C2-C30 heteroarylester groups, wherein at least one hydrogen bound to carbon of each R3 to R12 functional group is optionally substituted with another functional group; X−
is an anion group wherein X is a molecule or atom that can be stabilized in an anion state and X is selected from F, Cl, Br, I, BF4, PF6 and (CnF2n+1SO2)2N, wherein n is an integer from 1 to 50; andY is a NH group or a heteroatom selected from N, O, P and S being bonded to a C1-C20 alkyl group or a C6-C20 aryl group. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11)
wherein Ra, Rb, Rc and Rd are each independently selected from the group consisting of hydrogen, C1-C30 alkyl groups, C1-C30 heteroalkyl groups, C1-C30 alkoxy groups, C1-C30 heteroalkoxy groups, C6-C30 aryl groups, C6-C30 arylalkyl groups, C6-C30 aryloxy groups, C6-C30 arylamine groups, C6-C30 pyrrole groups, C6-C30 thiophene groups, C2-C30 heteroaryl groups, C2-C30 heteroarylalkyl groups, C2-C30 heteroaryloxy groups, C5-C30 cycloalkyl groups, C2-C30 heterocycloalkyl groups, C1-C30 alkylester groups, C1-C30 heteroalkylester groups, C6-C30 arylester groups and C2-C30 heteroarylester groups, wherein at least one hydrogen bonded to carbon contained in Ra, Rb, Rc and Rd is optionally substituted with another functional group; wherein X is a NH group or a heteroatom selected from N, O, P and S being bonded to a C1-C20 alkyl group or a C6-C20 aryl group; Re and Rf are each independently selected from the group consisting of a NH group, a heteroatom selected from N, O, P and S being bonded to a C1-C20 alkyl group or a C6-C20 aryl group, C1-C30 alkyl groups, C6-C30 aryl groups, C1-C30 alkoxy groups, C1-C30 heteroalkyl groups, C1-C30 heteroalkoxy groups, C6-C30 arylalkyl groups, C6-C30 aryloxy groups, C6-C30 arylamine groups, C6-C30 pyrrole groups, C6-C30 thiophene groups, C2-C30 heteroaryl groups, C2-C30 heteroarylalkyl groups, C2-C30 heteroaryloxy groups, C5-C30 cycloalkyl groups, C2-C30 heterocycloalkyl groups, C1-C30 alkylester groups, C1-C30 heteroalkylester groups, C6-C30 arylester groups and C2-C30 heteroarylester groups, wherein at least one hydrogen bonded to carbon contained in Re and Rf is optionally substituted with another functional group.
-
-
5. The conductive polymer composition according to claim 1, wherein the conductive polymer comprises a polymer comprising cyclic compound monomers represented by the following Formula 8 and derivatives thereof:
wherein X is a NH group or a heteroatom selected from N, O, P and S being bonded to a C1-C20 alkyl group or a C6-C20 aryl group; Y is a NH group or a heteroatom selected from N, O, P and S being bonded to a C1-C20 alkyl group or a C6-C20 aryl group; m and n are independently an integer from 0 to 9; and Z is —
(CH2)x—
CRgRh—
(CH2)y, wherein Rg and Rh are each independently hydrogen, a C1-C20 alkyl radical or a C6-C14 aryl radical, or —
CH2—
ORi, where Ri is hydrogen, C1-C6 alkyl acid, C1-C6 alkylester, C1-C6 heteroalkyl acid, or C1-C6 alkylsulfonic acid, wherein at least one hydrogen bonded to carbon contained in Z is optionally substituted with another functional group and wherein x and y are each independently an integer from 0 to 5.
-
6. The conductive polymer composition according to claim 1, wherein the solvent comprises at least one solvent selected from the group consisting of water, alcohol, dimethylformamide (DMF), dimethylsulfoxide (DMSO), toluene, xylene and chlorobenzene.
-
7. The conductive polymer composition according to claim 1, further comprising a physical crosslinking agent or a chemical crosslinking agent.
-
8. The conductive polymer composition according to claim 7, wherein the physical crosslinking agent comprises at least one physical crosslinking agent selected from the group consisting of glycerol, butanol, polyvinyl alcohol, polyethyleneglycol, polyethylenimine and polyvinylpyrolidone.
-
9. The conductive polymer composition according to claim 7, wherein the chemical crosslinking agent comprises at least one chemical crosslinking agent selected from the group consisting of tetraethyloxysilane (TEOS), polyaziridine, melamine polymers and epoxy polymers.
-
10. The conductive polymer composition according to claim 7, comprising the physical crosslinking agent in an amount of about 0.001 to about 5 parts by weight, based on 100 parts by weight of the conductive polymer composition.
-
11. The conductive polymer composition according to claim 7, comprising the chemical crosslinking agent in an amount of about 0.001 to about 50 parts by weight, based on 100 parts by weight of the conductive polymer composition.
-
12. A conductive polymer composition film for an organic optoelectronic device comprising:
-
a conductive polymer; and at least one organic ionic salt selected from compounds represented by the following Formulae 2 to 5; wherein R1 and R2 are each independently selected from the group consisting C1-C30 alkyl groups, C1-C30 heteroalkyl groups, C1-C30 alkoxy groups, C1-C30 heteroalkoxy groups, C6-C30 aryl groups, C6-C30 arylalkyl groups, C6-C30 aryloxy groups, C2-C30 heteroaryl groups, C2-C30 heteroarylalkyl groups, C2-C30 heteroaryloxy groups, C5-C30 cycloalkyl groups, C2-C30 heterocycloalkyl groups, C1-C30 alkylester groups, C1-C30 heteroalkylester groups, C6-C30 arylester groups, and C2-C30 heteroarylester groups, wherein at least one hydrogen bound to carbon of each R1 and R2 functional group is optionally substituted with another functional group; R3 to R12 are each independently selected from the group consisting C1-C30 alkyl groups, C1-C30 heteroalkyl groups, C1-C30 alkoxy groups, C1-C30 heteroalkoxy groups, C6-C30 aryl groups, C6-C30 arylalkyl groups, C6-C30 aryloxy groups, C2-C30 heteroaryl groups, C2-C30 heteroarylalkyl groups, C2-C30 heteroaryloxy groups, C5-C30 cycloalkyl groups, C2-C30 heterocycloalkyl groups, C1-C30 alkylester groups, C1-C30 heteroalkylester groups, C6-C30 arylester groups, and C2-C30 heteroarylester groups, wherein at least one hydrogen bound to carbon of each R3 to R12 functional group is optionally substituted with another functional group; X−
is an anion group wherein X is a molecule or atom that can be stabilized in an anion state and X is selected from F, Cl, Br, I, BF4, PF6 and (CnF2n+1SO2)2N, wherein n is an integer from 1 to 50; andY is a NH group or a heteroatom selected from N, O, P and S being bonded to a C1-C20 alkyl group or a C6-C20 aryl group. - View Dependent Claims (14)
-
-
13. A conductive polymer composition film for an organic optoelectronic device comprising:
-
a conductive polymer comprising one or more monomers selected from the group consisting of polyaniline represented by the following Formula 6 and derivatives thereof; and
pyrrole or thiophene represented by the following Formula 7 and derivatives thereof,wherein Ra, Rb, Rc and Rd are each independently selected from the group consisting of hydrogen, C1-C30 alkyl groups, C1-C30 heteroalkyl groups, C1-C30 alkoxy groups, C1-C30 heteroalkoxy groups, C6-C30 aryl groups, C6-C30 arylalkyl groups, C6-C30 aryloxy groups, C6-C30 arylamine groups, C6-C30 pyrrole groups, C6-C30 thiophene groups, C2-C30 heteroaryl groups, C2-C30 heteroarylalkyl groups, C2-C30 heteroaryloxy groups, C5-C30 cycloalkyl groups, C2-C30 heterocycloalkyl groups, C1-C30 alkylester groups, C1-C30 heteroalkylester groups, C6-C30 arylester groups and C2-C30 heteroarylester groups, wherein at least one hydrogen bonded to carbon contained in Ra, Rb, Rc and Rd is optionally substituted with another functional group; wherein X is a NH group or a heteroatom selected from N, O, P and S being bonded to a C1-C20 alkyl group or a C6-C20 aryl group; Re and Rf are each independently selected from the group consisting of a NH group, a heteroatom selected from N, O, P and S being bonded to a C1-C20 alkyl group or a C6-C20 aryl group, C1-C30 alkyl groups, C6-C30 aryl groups, C1-C30 alkoxy groups, C1-C30 heteroalkyl groups, C1-C30 heteroalkoxy groups, C6-C30 arylalkyl groups, C6-C30 aryloxy groups, C6-C30 arylamine groups, C6-C30 pyrrole groups, C6-C30 thiophene groups, C2-C30 heteroaryl groups, C2-C30 heteroarylalkyl groups, C2-C30 heteroaryloxy groups, C5-C30 cycloalkyl groups, C2-C30 heterocycloalkyl groups, C1-C30 alkylester groups, C1-C30 heteroalkylester groups, C6-C30 arylester groups and C2-C30 heteroarylester groups, wherein at least one hydrogen bonded to carbon contained in Re and Rf is optionally substituted with another functional group; and about 0.05 to about 50 parts by weight based on 100 parts by weight of said conductive polymer of at least one organic ionic salt selected from compounds represented by Formulae 2 to 5 wherein R1 and R2 are each independently selected from the group consisting C1-C30 alkyl groups, C1-C30 heteroalkyl groups, C1-C30 alkoxy groups, C1-C30 heteroalkoxy groups, C6-C30 aryl groups, C6-C30 arylalkyl groups, C6-C30 aryloxy groups, C2-C30 heteroaryl groups, C2-C30 heteroarylalkyl groups, C2-C30 heteroaryloxy groups, C5-C30 cycloalkyl groups, C2-C30 heterocycloalkyl groups, C1-C30 alkylester groups, C1-C30 heteroalkylester groups, C6-C30 arylester groups, and C2-C30 heteroarylester groups, wherein at least one hydrogen bound to carbon of each R1 and R2 functional group is optionally substituted with another functional group; R3 to R12 are each independently selected from the group consisting C1-C30 alkyl groups, C1-C30 heteroalkyl groups, C1-C30 alkoxy groups, C1-C30 heteroalkoxy groups, C6-C30 aryl groups, C6-C30 arylalkyl groups, C6-C30 aryloxy groups, C2-C30 heteroaryl groups, C2-C30 heteroarylalkyl groups, C2-C30 heteroaryloxy groups, C5-C30 cycloalkyl groups, C2-C30 heterocycloalkyl groups, C1-C30 alkylester groups, C1-C30 heteroalkylester groups, C6-C30 arylester groups, and C2-C30 heteroarylester groups, wherein at least one hydrogen bound to carbon of each R3 to R12 functional group is optionally substituted with another functional group; X−
is an anion group wherein X is a molecule or atom that can be stabilized in an anion state and X is selected from F, Cl, Br, I, BF4, PF6 and (CnF2n+1SO2)2N, wherein n is an integer from 1 to 50; andY is a NH group or a heteroatom selected from N, O, P and S being bonded to a C1-C20 alkyl group or a C6-C20 aryl group. - View Dependent Claims (15)
-
Specification
-
- Resources
Litigation Campaign Assessment
Thank you for your request. You will receive a custom alert email when the Litigation Campaign Assessment is available.
×
-
Current AssigneeCheil Industries Incorporated (Samsung Group)
-
Original AssigneeCheil Industries Incorporated (Samsung Group)
-
InventorsLee, Jeong Woo, Huh, Dal Ho, Chae, Mi Young
-
Application NumberUS11/782,025Publication NumberTime in Patent OfficeDaysField of SearchUS Class Current257/40CPC Class CodesH10K 50/17 Carrier injection layersH10K 50/171 Electron injection layersH10K 85/1135 Polyethylene dioxythiophene...H10K 85/654 comprising only nitrogen as...
