Synthesis of cellulose triacetate from cotton cellulose by using NIS as a catalyst under mild reaction conditions

Carbohydr Polym. 2015 Oct 5:130:41-8. doi: 10.1016/j.carbpol.2015.04.065. Epub 2015 May 8.

Abstract

This research discusses the acetylation of cotton cellulose with acetic anhydride without solvents. The acetylation was done in the presence of different amounts of N-Iodosuccinimide (NIS) as a catalyst; this took place under mild reaction conditions. The extent of acetylation was measured by the weight percent gain (WPG) that varied from 24.71 to 71.83%. Cotton cellulose acetates, with the degree of substitution (DS) that ranged from 0.89 to 2.84, were prepared in one step. The cellulose triacetate, with a degree of substitution (DS) 2.84, was obtained. The WPG and DS were easily controlled by changing the reaction duration (1-5h), and the concentration of the catalyst (0.05 g, 0.075 g and 0.10 g for 1g of cellulose) in 25 ml of acetic anhydride. NIS was recognized as a novel and more successful catalyst for the acetylation of hydroxyl groups in cotton cellulose. Formation of the acetates and the calculation of the degree of substitution were performed by FT-IR, Raman, and (1)H NMR.

Keywords: Acetylation; Cellulose triacetate; Cotton cellulose; N-Iodosuccinimide; Raman.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylation
  • Catalysis
  • Cellulose / analogs & derivatives*
  • Cellulose / chemical synthesis
  • Cellulose / chemistry
  • Gossypium / chemistry*
  • Magnetic Resonance Spectroscopy
  • Spectroscopy, Fourier Transform Infrared
  • Spectrum Analysis, Raman
  • Succinimides / chemistry*
  • Thermogravimetry

Substances

  • Succinimides
  • N-iodosuccinimide
  • Cellulose
  • cellulose triacetate