Synthesis of poly(vinyl ether) polyols with pendant oxyethylene chains and properties of hydrophilic, thermo-responsive polyurethanes prepared therefrom
2010
Hashimoto, Tamotsu | Takahashi, Ayumi | Urushisaki, Michio | Sakaguchi, Toshikazu
Hydroxy-terminated telechelic poly(vinyl ether)s with pendant oxyethylene chains were synthesized by the reaction of the CH₃CH(OCOCH₃)----O[CH₂]₄O----CH(OCOCH₃)CH₃/Et₁.₅AlCl₁.₅/THF-based bifunctional living cationic polymers of 2-methoxyethyl vinyl ether (MOVE), 2-ethoxyethyl vinyl ether (EOVE), and 2-(2-methoxyethoxy)ethyl vinyl ether (MOEOVE) with water and the subsequent reduction of the aldehyde polymer terminals with NaBH₄. The obtained poly(vinyl ether) polyols were reacted with an equimolar amount of toluene diisocyanates [a mixture of 2,4- (80%) and 2,6- (20%) isomers] to give water-soluble polyurethanes. The aqueous solutions of these polyurethanes caused thermally induced precipitation at a particular temperature depending on the sort of the thermosensitive poly(vinyl ether) segments containing oxyethylene side chains. These polyurethanes also function as polymeric surfactants, lowered the surface tension of their aqueous solutions.
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