Perfluoroalkylated amphiphiles with a morpholinophosphate or a dimorpholinophosphate polar head group

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Abstract
Some previously synthesized (perfluoroalkyl)alkyldimorpholinophosphates, CnF2n+1CmH2mOP(O)- [N(CH2CH2)2O]2, were found remarkably to stabilize heat sterilizable water-in-fluorocarbon reverse emulsions and to have a strong proclivity to self-aggregate into microtubular assemblies when dispersed in water. This series has now been extended in order to allow structure–property relationships to be established and product optimization to be achieved. A new series of even more fluorophilic compounds consisting in bis[(perfluoroalkyl)alkyl]monomorpholinophosphates, (CnF2n+1CmH2mO)2P(O)N(CH2CH2)2O, was also synthesized. Preliminary surfactant activity and biocompatibility data are presented and compared to data obtained with non-fluorinated analogues.

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