2.2 Computer Modeling of Beta-Cyclodextrin, Reagents, Products and Formulations
The beta-cyclodextrin, received as a free sample from American Maize-Products Company, was crystallized by dissolving 27 g (as received) in 100 g of distilled water heated with stirring to 90 [degrees]C, letting the solution cool slowly to about 23 [degrees]C within an insulating chamber, and then decanting off the supernatant solution from the sparkling colorless crystals on the bottom.
Into a tared round bottom flask, equipped with a water bath and a mechanical stirrer, 5.0 g of the crystallized and dried beta-cyclodextrin (Table 1), 0.0345 g of Irganox 1330 (about 1 mole of this stabilizer per 100 mole of beta-cyclodextrin) and 12.37 g of calcium hydroxide were added.
Materials used in the synthesis of a family of polymerizable cyclodextrin derivatives Acronym Chemical Lot Manufacturer BCD beta-cyclodextrin G American 6020-42 Maize-Products USP Co.
MALDI-TOF-MS spectra of sampled reaction products were obtained intermittently during and after synthesis with use of a Bruker Reflex II mass spectrometer (Bruker Daltonics, Inc., Billerica, MA, USA) to provide the number and type of groups that became attached to the beta-cyclodextrin molecules.
The spectra were compared with available literature information depicting spectra of beta-cyclodextrin and some of its derivatives (22), (23).
After 24 h, and also after 4 d of drying, the mass of the crystallized beta-cyclodextrin was 19.37 g.
This method of synthesis, which in retrospect was not considered an optimal method, did produce a family (group, ensemble, or collection) of products with cyclodextrin monomers containing up to approximately seven combined vinylbenzyl groups plus 6-hexanoate groups covalently attached by hydrolytically stable ether linkages to the various beta-cyclodextrin molecules.