A study of the behavior of R- and S-enantiomers of ibuprofen (R-IBU and S-IBU) in aqueous solution by nanofiltration (NF) membranes revealed that up to 23% of the pharmaceutical was adsorbed onto the stainless steel equipment of a flat-sheet experimental unit. Mass balances disclosed that IBU's S-enantiomer was primarily responsible for the adsorption onto the equipment. Additional IBU adsorption was also experienced on the NF membrane coupons, verified by increased contact angle measurements on the surfaces. The IBU-equipment adsorptive relationship with and without the membrane coupon were best described by Freundlich and Langmuir isotherms, respectively. At a feed water pH of 4.0 units and racemic µg/L IBU concentrations, NF removal ranged from 34.5% to 49.5%. The rejection of S-IBU was consistently greater than the R-enantiomer. Adsorption onto the surfaces influenced NF rejection by 18.9% to 27.3%. The removal of IBU displayed a direct relationship with an increase in feed water pH. Conversely, the adsorption of IBU exhibited an indirect relationship with an increase in feed water pH.
Keywords: adsorption; chirality; enantiomer; ibuprofen; nanofiltration; removal.