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94   ACTIVATED CARBON

                     Generally, low solubility favors adsorption. The dramatic effects of the solute–
                     solvent interaction on adsorption may be illustrated by adsorption of aqueous
                     solutions of thiolane and its derivative, sulfolane. Sulfolane is of interest because
                     it has been used for more than 40 years for solvent extraction in a number
                     of industrial processes (e.g., the Sulfinol process for CO 2 removal, the UOP
                     Sulfolane process for recovery of aromatics from hydrocarbons, processes for
                     extraction of fatty acids, etc.). It has now become a serious pollutant for ground
                     water, however. The structures of sulfolane and thiolane are shown in Figure 5.10.
                     The adsorption isotherms of their aqueous solutions on a clay sorbent are given
                     in Figure 5.11 (Kim et al., 1999). The clay had a cation exchange capacity of
                     0.3 meq/g, and its surface was relatively polar (more polar than carbon but less
                     polar than silica gel and activated alumina).
                       Comparison of thiolane and sulfolane shows 1) sulfolane is polar and thiolane
                     is nonpolar, and 2) sulfolane has a significantly larger polarizability than thiolane.
                     Hence the interaction between sulfolane and the clay surface should be much



                                          H 2 C  CH 2 O −  H 2 C  CH 2
                                               +2  S              S
                                          H 2 C  CH 2  O −  H 2 C  CH 2
                                            Sulfolane       Thiolane

                                     Figure 5.10. Structures of sulfolane and thiolane.


                                  1.5

                               Adsorbed amount of adsorbate on clay   (mmol/100g−clay)  1.0










                                  0.5





                                  0.0
                                    0.0       2.0       4.0        6.0       8.0
                                          Aqueous equilibrium concentration of single
                                                   adsorbate (mmol/l)
                     Figure 5.11. Adsorption isotherms of thiolane (upper curve) and sulfolane (lower curve) on clay
                                                     ◦
                     from their respective aqueous solutions at 18 C (from Kim et al., 1999 with permission).
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