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Aromatic polyethers with oxadiazole units – synthesis and application in organic light emitting diodes

✍ Scribed by Rita Brütting; Peter Pösch; Peter Strohriegl; Elke Buchwald; Wolfgang Brütting; Markus Schwoerer


Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
733 KB
Volume
198
Category
Article
ISSN
1022-1352

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✦ Synopsis


Abstract

Detailed synthetic aspects of new aromatic polyethers containing oxadiazole units are described. They are obtained by the nucleophilic displacement reaction of 2,2‐bis(4‐hydroxyphenyl)hexafluoropropane with 2,5‐bis(4‐fluorophenyl)‐1,3,4‐oxadiazole and 2,5‐bis(4‐fluoronaphthyl)‐1,3,4‐oxadiazole. The purity of the polyethers strongly depends on the reaction solvent. Best results were achieved with Ph~2~SO~2~ as compared to N‐methyl‐2‐pyrrolidone (NMP) and 1,3‐dimethyltetrahydro‐2(1H)‐pyrimidinone (DMPU) in the temperature range from 190–200°C. All polyethers are fully soluble in common organic solvents and excellent films are obtained by spin‐coating. High molecular weight polyethers without oligomers were only achieved, when Ph~2~SO~2~ was used as solvent. All polyethers are characterized by high thermal stability and high glass transition temperatures. The substitution of bisphenyloxadiazole by bisnaphthyloxadiazole units in the polyethers leads to a bathochromic shift of the absorption from 299 nm to 345 nm. Polyethers with bisnaphthyloxadiazole units show a blue fluorescence with a maximum at 427 nm. The application of these novel polyethers as efficient electron transport and injection layer in bilayer light emitting diodes based on poly(1,4‐phenylenevinylene) is shown. The best results were obtained with oxadiazole polyethers containing bisnaphthyloxadiazole units.


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