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US 9,520,570 B2Granted
Organic electronic device and method for the production thereof
AssigneeOSRAM OLED GmbH
InventorsGuenter Schmid, Jan Hauke Wemken, Andreas Kanitz
Life of this patent
Estimating the term…
Abstract
An organic electronic device comprising: a substrate; (1), a first electrode; (2), a second electrode (4); and an electron-conducting region (3A, 3B) which is arranged between the first and; second electrodes and comprises an organic matrix material (3B) and a salt (3A) which comprises a metal cation and an at least trivalent anion.
Claims12
An electron-conducting composition comprising:
- an electron-conducting matrix material, and
- a salt as an n-dopant,
- wherein the organic matrix material is selected from materials with a repeating unit with the following general formula:
- where:
- the ring members A to F are each independently C or N, with the proviso that a maximum of two nitrogen atoms may be present,
- n is an integer from 2 to 8, where the free valences of the ends of the chains of the repeat units may each independently be saturated by H, methyl, phenyl, 2-pyridyl, 3-pyridyl or 4-pyridyl,
- R1 to R4 may each independently be H, methyl, phenyl, 2-pyridyl, 3-pyridyl or 4-pyridyl, and/or R1 and R2 or R3 and R4 may together form butadiene or azabutadiene units, such that a fused 6-membered ring system is formed and the repeating units may be bonded by ethylene or azomethine units between the nth and (n+1)th ring to form phenanthrene or azaphenanthrene units,
- or wherein the organic matrix material is selected from the following compounds:
- 2,2′,2″-(1,3,5-benzenetriyl)tris(1-phenyl-1Hbenzimidazole),
- 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole,
- 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP),
- 4-(naphthalen-1-yl)-3,5-diphenyl-4H-1,2,4-triazole,
- 1,3-bis[2-(2,2′-bipyridin-6-yl)-1,3,4-oxadiazo-5-yl]benzene,
- 4,7-diphenyl-1,10-phenanthroline,
- 3-(4-biphenylyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole,
- 6,6′-bis[5-biphenyl-4-yl)-1,3,4-oxadiazo-2-yl]-2,2′-bipyridyl,
- 2-phenyl-9,10-di(naphthalen-2-yl)anthracene,
- 2,7-bis[2-(2,2′-bipyridin-6-yl)-1,3,4-oxadiazo-5-yl]-9,9-dimethylfluorene,
- 1,3-bis[2-(4-tert-butylphenyl)-1,3,4-oxadiazo-5-yl)benzene,
- 2-(naphthalen-2-yl)-4,7-diphenyl-1,10-phenanthroline,
- 2,9-bis(naphthalen-2-yl)-4,7-diphenyl-1,10-phenanthroline,
- tris(2,4,6-trimethyl-3-(pyridin-3-yl)phenyl)borane,
- 1-methyl-2-(4-(naphthalen-2-yl)phenyl)-1H-imidazo[4,5-f][1,10]-phenanthroline,
- siloles with silacyclopentadiene units,
- and wherein said salt consists of:
- a metal cation selected from the group consisting of monovalent metal cations Rb+, Cs+, Ag+, Cu+, Tl+, alkaline-earth metal cations, and combinations thereof, and
- at least one anion, of at least threefold negative valence, selected from the group consisting of:
- phosphate anions PO43− and anionic polyvalent organic anions.
25 more elements
An organic electronic device comprising:
- a substrate;
- a first electrode;
- a second electrode;
- and
- an electron-conducting region which is arranged between the first and second electrodes and comprises:
- an organic matrix material and a salt,
- wherein the organic matrix material is selected from materials with a repeating unit with the following general formula:
- where:
- the ring members A to F are each independently C or N, with the proviso that a maximum of two nitrogen atoms may be present,
- n is an integer from 2 to 8, where the free valences of the ends of the chains of the repeat units may each independently be saturated by H, methyl, phenyl, 2-pyridyl, 3-pyridyl or 4-pyridyl,
- R1 to R4 may each independently be H, methyl, phenyl, 2-pyridyl, 3-pyridyl or 4-pyridyl, and/or R1 and R2 or R3 and R4 may together form butadiene or azabutadiene units, such that a fused 6-membered ring system is foinied and the repeating units may be bonded by ethylene or azomethine units between the nth and (n+1)th ring to form phenanthrene or azaphenanthrene units,
- or wherein the organic matrix material is selected from the following compounds:
- 2,2′,2″-(1,3,5-benzenetriyl)tris(1-phenyl-1Hbenzimidazole),
- 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole,
- 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP),
- 4-(naphthalen-1-yl)-3,5-diphenyl-4H-1,2,4-triazole,
- 1,3-bis[2-(2,2′-bipyridin-6-yl)-1,3,4-oxadiazo-5-yl]benzene,
- 4,7-diphenyl-1,10-phenanthroline,
- 3-(4-biphenylyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole,
- 6,6′-bis[5-biphenyl-4-yl)-1,3,4-oxadiazo-2-yl]-2,2′-bipyridyl,
- 2-phenyl-9,10-di(naphthalen-2-yl)anthracene,
- 2,7-bis[2-(2,2′-bipyridin-6-yl)-1,3,4-oxadiazo-5-yl]-9,9-dimethylfluorene,
- 1,3-bis[2-(4-tert-butylphenyl)-1,3,4-oxadiazo-5-yl)benzene,
- 2-(naphthalen-2-yl)-4,7-diphenyl-1,10-phenanthroline,
- 2,9-bis(naphthalen-2-yl)-4,7-diphenyl-1,10-phenanthroline,
- tris(2,4,6-trimethyl-3-(pyridin-3-yl)phenyl)borane,
- 1-methyl-2-(4-(naphthalen-2-yl)phenyl)-1H-imidazo[4,5-f][1,10]-phenanthroline,
- siloles with silacyclopentadiene units,
- and wherein the salt consists of:
- a metal cation selected from the group consisting of monovalent metal cations Rb+, Cs+, Ag+, Cu+, Tl+, alkaline-earth metal cations, and combinations thereof, and
- at least one anion, of at least threefold negative valence, selected from the group consisting of:
- phosphate anions PO43− and anionic polyvalent organic anions.
29 more elements
Dependencies are inferred from the claim text.