摘要：

Indoxacarb is an active ingredient for crop protection and a chemical compound from the group of oxadiazines which is insoluble in water. The technical product is a 3:1 mixture of the (S)-enantiomer which is effective as an insecticide and the (R)-enantiomer is inactive. Recently there are some papers about enantioseparation and enantioselective degradation of indoxacarb enantiomers in water, soil and plants by chiral HPLC columns that show importance of its chiral interactions. In this work two chiral stationary phases (CSPs) bases on cellulose carbamate was homemade by coating of triethoxy-3-amino-propylized silica gel 10 m with cellulose phenyl carbamate and the other with cellulose 3,5-dimethyl phenyl carbamate that are nominated OC and OD, respectively. CSPs were slurry packed in two 0.46×25 cm stainless steel HPLC columns and to comparing of CSPs independence of mobile phase same mobile phase was optimized for both CSPs (Hexane-2-Propanol-Methanol-Ethansolfunic acid 90:5:5:0.2). Fortunately enantiomers ratio could be follow with UV detector in 310nm without the need for CD spectra. Contrary to what was initially suspected elution orders of enantiomers were different so that S-enantiomer on OC and R-enantiomer on OD were first eluted in reverse orders. This study shows adding 3,5-dimethyl to phenyl in OD CSP not only create more π-π interactions but also completely changes chiral orientation of indoxacarb during the interactions because in every enantioselectivity there are three interactive point that at least changing of two point is needed to be inverted. So different between the stationary phases of substituted celluloses can be much more complex than previously thought and substitutions as edge of CSP have most roll in chiral separations.

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