Reactions of tertiary hydroxyalkylamines with 3-halogenopropyl substituted polysiloxanes: a route to water soluble and amphiphilic silicones

Abstract

Polysiloxanes, polymers and copolymers of various topologies having hydrophilic HO–QAS groups [HO(CH 2) 2]Me + 2N(CH 2) 3− and [HO(CH 2) 3]Me + 2N(CH 2) 3− at silicon atoms, are obtained by quaternization of corresponding hydroxyalkyldimethylamine by 3-chloropropyl or 3-bromopropyl groups attached to polysiloxane chains. Highly hydrophilic linear all-siloxane copolymers of various structures bearing the HO–QAS groups are generated. It was demonstrated by fluorescence spectroscopy using pyrene as static probe that the diblock copolymer of hydrophilic [HO(CH 2) 2]Me 2 +N(CH 2) 3SiMeO and hydrophobic Me 2SiO forms micelle structure in water solution. The ability for the association of the macromolecules evidently depends upon the temperature. It was also shown that a segmental copolymer having a lower content of the hydrophilic functional units (19%), although itself insoluble in water was able to absorb over 1000 wt% of water.