A facile method to control the phase behavior of hydroxypropyl cellulose

Mateusz Gosecki, Harri Setälä, Tommi Virtanen, Anthony J. Ryan

Research output: Contribution to journalArticleScientificpeer-review

Abstract

We report a facile chemical method to convert the hydroxyl groups of hydroxypropyl cellulose (HPC) into carbamates. It was achieved by the reaction of HPC with N-methyl carbamoylimidazole, which is a safe and easy to handle replacement for the particularly hazardous reagent methyl isocyanate. Using a series of HPC with a range of molar substitution of hydroxypropyl groups, we synthesized HPC methylcarbamates showing lower critical solution temperature (LCST) in the range between 94 and 15 °C. A linear dependence of LCST versus methylcarbamate degree of substitution is observed. The lower the initial hydroxypropyl content of HPC, the greater the effect of methylcarbamate on the LCST. Surface tension study showed that methylcarbamate modification has an insignificant effect on the hydrophilic-hydrophobic balance of the macromolecules below LCST unless the molecular substitution of hydroxypropyl groups is so low (0.8) that the native cellulose OH groups can react with N-methyl carbamoylimidazole.

Original languageEnglish
Article number117015
JournalCarbohydrate Polymers
Volume251
Early online date1 Sep 2020
DOIs
Publication statusE-pub ahead of print - 1 Sep 2020
MoE publication typeA1 Journal article-refereed

Keywords

  • Carbamates
  • Hydroxypropyl cellulose
  • LCST
  • Phase transition

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