Synthesis of a new smart temperature responsive glycopolymer via click-polymerisation

A novel temperature responsive water-soluble glycopolymer was synthesised via copper wire-catalysed click-polymerisation. Di-hydroxyl terminated poly(ethylene glycol) was quantitatively alkyne end-capped to yield di-alkyne terminated poly(ethylene glycol) (DAT-PEG). 2,3,4,2′,3′,4′-hexa-O-acetyl-6,6′-diazido-6,6′-dideoxy-α,α-D-trehalose (HADADT) was prepared from the di hydrated α,α-D-Trehalose by tosylation/acetylation followed by azidation. Click-polymerisation reaction between DAT-PEG and HADADT was successfully carried out to produce an alternating glycopolymer with triazole rings as linkers in high yield. All the intermediates as well as the glycopolymer were fully characterised by NMR, MS, IR, SEC, TGA and DSC. The cloud point of the aqueous solution of glycopolymer was investigated by optical microscopy and UV–vis spectroscopy. The LCST was found to be within physiological range of about 39 °C, known as fever temperature.