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US 2018/0006240 A1Published application
Proazaphosphatranes As N-Dopants In Organic Electronics
AssigneeSiemens Aktiengesellschaft
InventorsFlorian Kessler, Sébastien Pecqueur, Guenter Schmid
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Abstract
An organic n-dopant for doping organic electron transport materials. The n-dopant comprising at least one proazaphosphatrane compound having a triple N-substituted phosphorus atom of the formula
Claims20
An organic n-dopant for doping organic electron transport materials, the n-dopant comprising at least one proazaphosphatrane compound having a triple N-substituted phosphorus atom of the formula
- wherein R1-R3 independently of one another are selected from the group R consisting of H, D, C1-C60 saturated or unsaturated alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, C1-C60 aryl, alkylaryl, heteroaryl, ethers, esters, and PR′3, wherein the group R′ encompasses the substituents of group R without PR′3, where R1-R3 independently of one another may be bridged;
- X1-X3 independently of one another are selected from the group consisting of a bond and substituted or unsubstituted C1-C10 alkyl, cycloalkyl, aryl, and alkylaryl.
2-3. (canceled)
A method for producing n-conducting organic-electrical layers, the method comprising
- depositing an organic n-dopant together with a matrix material within a layer, wherein the n-dopant comprises at least one proazaphosphatrane compound having a triple N-substituted phosphorus atom of the formula
- wherein R1-R3 are independently selected from the group consisting of H, D, C1-C60 saturated or unsaturated alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, C1-C60 aryl, alkylaryl, heteroaryl, ethers, esters, and PR′3, wherein the group R′ encompasses the substituents of group R without PR′3, where R1-R3 independently of one another may be bridged;
- X1-X3 are independently selected from the group consisting of a bond and substituted or unsubstituted C1-C10 alkyl, cycloalkyl, aryl, and alkylaryl, and
- the n-dopant and the matrix material are reacted.
1 more element
An organic-electrical component comprising
- an organic-electrical layer formed from the reaction of an n-dopant with an electron-conducting matrix material,
- the n-dopant comprising at least one proazaphosphatrane compound having a triple N-substituted phosphorus atom of the formula
- and
- the electron-conducting material selected from the group consisting of 2,2′,2″-(1,3,5-benzinetriyl)tris(1-phenyl-1-H-benzimidazole), 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 8-hydroxyquinolinolatolithium, 4-(naphthalen-1-yl)-3,5-diphenyl-4H-1,2,4-triazole;
- 1,3-bis[2-(2,2′-bipyridine-6-yl)-1,3,4-oxadiazo-5-yl]benzene;
- 4,7-diphenyl-1,10-phenanthroline (BPhen), 3-(4-biphenylyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole,bis(2-methyl-8-quinolinolate)-4-(phenylphenolato)aluminum,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′-bipyridine-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,phenyldipyrenylphosphine oxide,3,3′,5,5′-tetra[(m-pyridyl)phen-3-yl]biphenyl,1,3,5-tris[(3-pyridyl)phen-3-yl]benzene,4,4′-bis(4,6-diphenyl-1,3,5-triazin-2-yl)biphenyl,1,3-bis[3,5-di(pyridin-3-yl)phenyl]benzene,diphenylbis(4-(pyridin-3-yl)phenyl)silane, 3,5-di(pyren-1-yl)pyridine,1,3,5-tri(p-pyrid-3-ylphenyl)benzene, 2,4,6-tris(3′-(pyridin-3-yl)biphenyl-3-yl)-1,3,5-triazine, naphthalenetetracarboxylic dianhydride and its imides, perylenetetracarboxylic dianhydride and its imides, and siloles-based materials having a silacyclopentadiene unit,
- wherein the component is selected from the group of components consisting of organic photodiodes, solar cells, bipolar transistors, field-effect transistors, and organic light-emitting diodes.
5 more elements
Dependencies are inferred from the claim text.