Nonstoichiometric gelation of cyclodextrins and included planar guests

Dan Rizkov, Shaul Mizrahi, Jenny Gun, Roy Hoffman, Artem Melman, Ovadia Lev*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

A generic family of low molecular weight binary gels comprising β-cyclodextrin (β-CD) and one of a large variety of polyaromatic hydrocarbons (PAHs) in dimethylformamide (DMF), pyridine, and other polar solvents is described. The system is rather general and robust. It tolerates large changes in each of the major ingredients without losing gelation ability, α- and γ-CD, and negatively or positively modified β-CD (e.g., sulfate-, phosphate-, or amine-tethered β-CD) as well as methylated β-CD are all effective gelators. The cogelators encompass a similarly large variety of compounds characterized by the ability to form an ovular inclusion complex with the CD molecules and a capability to stack outside the CD cap to give long-range order far from the CD cap. Despite the low ratio between the CD and the cogelators, we show that most of the CD molecules are retained in the liquid phase and do not participate directly in the actual construction of the gel network. In fact, most of the sulfated and phosphated β-CDs can be cleaned off the gel structure by electrophoresis, leaving an intact gel porous structure. The nonstoichiometric nature of the gel is underscored by the fact that one molecule of β-CD can combine with as few as three molecules of chrysene or as many as 450 molecules of chrysene to gelate an additional 35 000-40 000 molecules of the solvent.

Original languageAmerican English
Pages (from-to)11902-11910
Number of pages9
JournalLangmuir
Volume24
Issue number20
DOIs
StatePublished - 21 Oct 2008

Fingerprint

Dive into the research topics of 'Nonstoichiometric gelation of cyclodextrins and included planar guests'. Together they form a unique fingerprint.

Cite this