The high CO2-solubility of per-acetylated α-, β-, and γ-cyclodextrin

Vijay K. Potluri, Andrew Hamilton, Christos F. Karanikas, Steven E. Bane, Jianhang Xu, Eric J. Beckman, Robert M. Enick

Research output: Contribution to journalArticle

Abstract

Per-acetylated cyclic hexa-, hepta-, and octa-saccharide, (α-cyclodextrin octadecaacetate, β-cyclodextrin heneiicosaacetate and γ-cyclodextrin tetracosaacetate, respectively) exhibit melting point reduction and high solubility in dense CO2. Two-phase boundaries of the CO2-acetylated sugar mixtures were determined for per-acetylated cyclodextrin concentrations of 2-30wt.%. The dew-point locus of the CO2 per-acetylated cyclodextrin binary systems shifted to higher pressures as the number of saccharides in the acetylated cyclodextrin increased. The CO2-solubility of per-acetylated cyclodextrins was comparable to oligomers of poly(vinyl acetate) (PVAc) (the most CO2 soluble non-fluorous vinyl homopolymer) that contained an equivalent number of acetate groups. This very high degree of miscibility implies that the acyl groups of the per-acetylated cyclodextrins were readily accessible for favorable Lewis acid:Lewis base interactions with CO2. Upon depressurization, each per-acetylated cyclodextrin formed rigid, brittle foams within the vessel as the boiling per-acetylated cyclodextrin-rich phase solidified during the removal of CO2.

Original languageEnglish (US)
Pages (from-to)211-217
Number of pages7
JournalFluid Phase Equilibria
Volume211
Issue number2
DOIs
StatePublished - Sep 1 2003

Fingerprint

Cyclodextrins
solubility
Solubility
carbohydrates
acetates
dew point
Lewis base
pressure reduction
loci
sugars
oligomers
foams
boiling
melting points
vessels
acids
Lewis Bases
Lewis Acids
interactions
Phase boundaries

Keywords

  • Acetylated cyclodextrin
  • CO-philes
  • Cyclodextrin
  • Supercritical carbon dioxide

ASJC Scopus subject areas

  • Fluid Flow and Transfer Processes
  • Physical and Theoretical Chemistry

Cite this

Potluri, V. K., Hamilton, A., Karanikas, C. F., Bane, S. E., Xu, J., Beckman, E. J., & Enick, R. M. (2003). The high CO2-solubility of per-acetylated α-, β-, and γ-cyclodextrin. Fluid Phase Equilibria, 211(2), 211-217. https://doi.org/10.1016/S0378-3812(03)00206-1

The high CO2-solubility of per-acetylated α-, β-, and γ-cyclodextrin. / Potluri, Vijay K.; Hamilton, Andrew; Karanikas, Christos F.; Bane, Steven E.; Xu, Jianhang; Beckman, Eric J.; Enick, Robert M.

In: Fluid Phase Equilibria, Vol. 211, No. 2, 01.09.2003, p. 211-217.

Research output: Contribution to journalArticle

Potluri, VK, Hamilton, A, Karanikas, CF, Bane, SE, Xu, J, Beckman, EJ & Enick, RM 2003, 'The high CO2-solubility of per-acetylated α-, β-, and γ-cyclodextrin', Fluid Phase Equilibria, vol. 211, no. 2, pp. 211-217. https://doi.org/10.1016/S0378-3812(03)00206-1
Potluri, Vijay K. ; Hamilton, Andrew ; Karanikas, Christos F. ; Bane, Steven E. ; Xu, Jianhang ; Beckman, Eric J. ; Enick, Robert M. / The high CO2-solubility of per-acetylated α-, β-, and γ-cyclodextrin. In: Fluid Phase Equilibria. 2003 ; Vol. 211, No. 2. pp. 211-217.
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