Nanocellulose 3, 5-Dimethylphenylcarbamate Derivative Coated Chiral Stationary Phase: Preparation and Enantioseparation Performance

Chirality. 2016 May;28(5):376-81. doi: 10.1002/chir.22578. Epub 2016 Mar 6.

Abstract

Nanocrystalline cellulose (NCC) with high surface area and high ordered crystalline structure was prepared from microcrystalline cellulose (MCC) under the hydrolysis of sodium hypochlorite. NCC was further reacted with 3,5-dimethylphenyl isocyanate to obtain the nanocellulose derivative, and then coated successfully on the surface of silica gel to a prepared NCC-coated chiral stationary phase (CSP) as a new kind of chiral separation material. Similarly, MCC derivative-coated CSP was also prepared as contrast. The chiral separation performance of NCC-based CSP was evaluated and compared with MCC-based CSP by high-performance liquid chromatography. Moreover, the effects of the alcohol modifiers, mobile phase additives, and flow rates on chiral separations were investigated in detail. The results showed that 10 chiral compounds were separated on NCC-based CSP with better peak shape and higher column efficiency than MCC-based CSP, which confirmed that NCC-based CSP was a promising packing material for the resolution of chiral compounds.Chirality 28:376-381, 2016. © 2016 Wiley Periodicals, Inc.

Keywords: 3, 5-dimethylphenylcarbamate; chiral stationary phases; enantioseparation; high performance liquid chromatography; nanocrystalline cellulose.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemistry
  • Carbamates / chemistry*
  • Cellulose / analogs & derivatives*
  • Cellulose / chemistry
  • Chromatography, High Pressure Liquid / instrumentation*
  • Chromatography, High Pressure Liquid / methods*
  • Hydrolysis
  • Nanoparticles / chemistry
  • Sodium Hypochlorite / chemistry
  • Stereoisomerism

Substances

  • Alcohols
  • Carbamates
  • cellulose 3,5-dimethylphenylcarbamate
  • Cellulose
  • Sodium Hypochlorite
  • microcrystalline cellulose