EDOT and PEDOT Derivatives with Covalently Attached Side Groups

EDOT and PEDOT Derivatives with Covalently Attached Side Groups 

EDOT-CHjOH synthesis from l-acetoxy-2,3-dibromopropane. 

This transetherification route suffers from low yields, presumably due to the polyfunctionality of the alcohol, and so does not represent a technical alternative to the S5mthesis via epibromohydrin. 

Although purification of EDOT-CH2OH (and the mixture with ProDOT-OH, respectively) by distillation is possible at 115°C, 1 mbar or even at water pump vacuum (166°C, 16 mbar), careful prepurification of the raw material before distillation has to be performed. When raw EDOT-CH2OH—from whatever synthetic route—is contaminated with traces of acid, a remarkable tendency to a rapid and severe decomposition at elevated temperature is observed, turning distillation into total loss of the material. 

The chemical behavior of EDOT-CH2OH is very similar to EDOT regarding the oxidative polymerization to the conductive polythiophene. Some aspects are influenced beneficially by the better solubility in water. The 4 1 mixture of EDOT-CH2OH and ProDOT-OH behaves similar to pure EDOT-CH2OH. 

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