Abstract: Naphthyl crown ether ligand molecules containing at least two naphthyl groups that are covalently bonded to suitable solid supports and coated by hydrophobic organic solvents are disclosed. These compositions and associated methods are characterized by selectivity of desired amine or amino acid enantiomers over their counter-enantiomers and derivatives. The composition preferably has an &agr;-value greater than or equal to 4. This allows for the separation of such enantiomers with nonchromatographic resin bed separations of three separation stages or less.

Abstract: The present invention is drawn to polyamide ligand-containing polymeric resins and methods of using the same for removing, separating, and/or concentrating certain desired metal ions from solutions, even when the desired ions are in the presence of other metal ions and/or hydrogen ions at much higher concentrations. The unique composition of matter of this invention is a polyamide ligand-containing polymeric resin which is a reaction product of a hydroxymethylated polyamide ligand and a polymerization and/or crosslinking agent. Specifically, the polymeric resins of the present invention are comprised of from 10 to 50,000 polyamide ligand units wherein each polyamide ligand unit contains at least three amide groups (preferably from three to eight amide groups) and two amine groups separated by at least two carbons. Each amide group, after polymerization, may remain hydroxymethylated or be crosslinked to other polyamide ligand units through a crosslinking agent.

Abstract: The invention pertains to a method for removing metallic ions and/or particulate material from a pH neutral solution using particle-removing membranes (e.g., ultra high molecular weight polyethylene) having immobilized ligands that possess the capacity and high equilibrium binding constants for ion removal. The method is particularly useful for simultaneously filtering/purifying deionized water.

Abstract: Compositions and methods for selectively binding metal ions from a source solution comprise using a polyhydroxypyridinone-containing ligand covalently bonded to a particulate solid support through a hydrophilic spacer of the formula SS-A-X-L (HOPO)n where SS is a particulate solid support such as silica or a polymeric bead, A is a covalent linkage mechanism, X is a hydrophilic spacer grouping, L is a ligand carrier, HOPO is a hydroxypyridinone appropriately spaced on the ligand carrier to provide a minimum of six functional coordination metal binding sites, and n is an integer of 3 to 6 with the proviso that when SS is a particulate organic polymer, A-X may be combined as a single covalent linkage.

Abstract: A method for removing, separating, and concentrating certain selected ions from a source solution that may contain larger concentrations of other ions comprises bringing the source solution in contact with a composition comprising an ion-binding ligand covalently bonded to a membrane having hydrophilic surface properties. The ligand portion of the composition has affinity for and forms a complex with the selected ions, thereby removing them from the source solution. The selected ions are then removed from the composition through contact with a much smaller volume of a receiving solution in which the selected ions are either soluble or which has greater affinity for the selected ions than does the ligand portion of the composition, thereby quantitatively stripping the complexed ions from the ligand and recovering them in concentrated form in the receiving solution. The concentrated ions thus removed may be further separated and recovered by known methods.

Abstract: Compositions and methods for selectively binding metal ions from a source solution comprise using a polyhydroxypyridinone-containing ligand covalently bonded to a particulate solid support through a hydrophilic spacer of the formula SS-A-X-L(HOPO)n, where SS is a particulate solid support such as silica or a polymeric bead, A is a covalent linkage mechanism, X is a hydrophilic spacer grouping, L is a ligand carrier, HOPO is a hydroxypyridinone appropriately spaced on the ligand carrier to provide a minimum of six functional coordination metal binding sites, and n is an integer of 3 to 6 with the proviso that when SS is a particulate organic polymer, A-X may be combined as a single covalent linkage.

Abstract: Compositions and methods for selectively binding metal ions from a source solution comprise using a polyhydroxypyridinone-containing ligand covalently bonded to a membrane support having the formula M—A—L(HOPO)n. M is a membrane having a hydrophilic surface, A is a covalent linkage mechanism, L is a ligand carrier, HOPO is a hydroxypyridinone appropriately spaced on the ligand carrier to provide a minimum of six functional coordination metal binding sites, and n is an integer of 3 to 6. The separation is accomplished by passing a source solution containing the ions to be separated through a cartridge containing the membrane-ligand composition, causing the selected ions to be complexed to the HOPO ligands and subsequently removing the selected ions from the cartridge by passing an aqueous receiving solution through the cartridge and quantitatively stripping the selected ions from the HOPO ligand.

Abstract: The invention has compositions of matter and process aspects.The compositions of matter aspects relate to a class of new organic compounds, viz., intermediates which are sulfur and nitrogen containing hydrocarbons covalently bonded to trialkoxysilane and those intermediates covalently bonded to a solid inorganic support such as silica.The process aspect comprises two processes, viz., (1) a process for making the new class of compounds, and (2) the process of removing and/or concentrating certain ions such as noble metal ions and other transition metal ions, from solutions thereof admixed with other ions which may be present in much higher concentrations by forming a complex of the desired ion(s) with a compound as stated, e.g., by flowing the solution through a column packed with the compound, breaking the complex, e.g., by flowing a receiving liquid through the column to remove the desired ion(s) in solution in the receiving liquid and recovering the desired ion(s) from the receiving liquid.

Abstract: A method and composition for the concentration and removal of desired metal ions from a source solution by contacting the solution with an N-cyclic aromatic hydrocarbon-containing ligand covalently bonded to a solid support through a hydrophilic spacer of the formula SS--A--X--(L).sub.n where SS is a solid support, A is covalent linkage mechanism, X is a hydrophilic spacer grouping, L is an N-cyclic aromatic containing ligand group and n is an integer of 1 to 6. X or L combined will not contain more than two amine nitrogen atoms. There will preferably be at least four N-cyclic groups present of which pyridine, pyrimidine, pyraxine, imidazole, quinoline, isoquinoline, naphthyridine, pyridopyridine, phenanthroline are representative.

Abstract: A method for removing, separating, and concentrating certain selected ions from a source solution that may contain larger concentrations of other ions comprises bringing the source solution in contact with a composition comprising an ion-binding ligand covalently bonded to a membrane having hydrophilic surface properties. The ligand portion of the composition has affinity for and forms a complex with the selected ions, thereby removing them from the source solution. The selected ions are then removed from the composition through contact with a much smaller volume of a receiving solution in which the selected ions are either soluble or which has greater affinity for the selected ions than does the ligand portion of the composition, thereby quantitatively stripping the complexed ions from the ligand and recovering them in concentrated form in the receiving solution. The concentrated ions thus removed may be further separated and recovered by known methods.

Abstract: A method for the removal, separation, and concentration of cesium cations from a source solution which may contain larger concentrations of other alkali metal ions comprises bringing the source solution into contact with a polymeric resin containing poly(hydroxyarylene) ligands. The poly(hydroxyarylene) ligand portion(s) of the polymeric resins has affinity for cesium, thereby removing cesium from the source solution. The source solutions from which the cesium has been removed may then be treated or disposed of as desired and the cesium cations are then removed from the polymeric resin through contact with a much smaller volume of a receiving solution in which these cesium cations are soluble and has greater affinity for such cations than does the poly(hydroxyarylene) ligand or protonates the ligand, thereby quantitatively stripping the completed cesium cations from the ligand and recovering them in concentrated form in said receiving solution.

Abstract: A method for the removal separation, and concentration of cesium cations from a source solution which may contain larger concentrations of other alkali metal ions comprises bringing the source solution into contact with a polymeric resin containing poly(hydroxyarylene) ligands. The poly(hydroxyarylene) ligand portion(s) of the polymeric resins has affinity for cesium, thereby removing cesium from the source solution. The source solutions from which the cesium has been removed may then be treated or disposed of as desired and the cesium cations are then removed from the polymeric resin through contact with a much smaller volume of a receiving solution in which these cesium cations are soluble and has greater affinity for such cations than does the poly(hydroxyarylene) ligand or protonates the ligand, thereby quantitatively stripping the complexed cesium cations from the ligand and recovering them in concentrated form in said receiving solution.

Abstract: A method for removing, separating, and concentrating certain selected ions from a source solution that may contain larger concentrations of other ions comprises bringing the source solution in contact with a composition comprising an ion-biding ligand covalently bonded to a membrane having hydrophilic surface properties. The ligand portion of the composition has affinity for and forms a complex with the selected ions, thereby removing them from the source solution. The selected ions are then removed from the composition through contact with a much smaller volume of a receiving solution in which the selected ions are either soluble or which has greater affinity for the selected ions than does the ligand portion of the composition, thereby quantitatively stripping the complexed ions from the ligand and recovering them in concentrated form in the receiving solution. The concentrated ions thus removed may be further separated and recovered by known methods.

Abstract: A method for removing, separating, and concentrating certain selected ions from a source solution that may contain larger concentrations of other ions comprises bringing the source solution in contact with a composition comprising an ion-binding ligand covalently bonded to a membrane having hydrophilic surface properties. The ligand portion of the composition has affinity for and forms a complex with the selected ions, thereby removing them from the source solution. The selected ions are then removed from the composition through contact with a much smaller volume of a receiving solution in which the selected ions are either soluble or which has greater affinity for the selected ions than does the ligand portion of the composition, thereby quantitatively stripping the complexed ions from the ligand and recovering them in concentrated form in the receiving solution. The concentrated ions thus removed may be further separated and recovered by known methods.

Abstract: A method for the removal and concentration of desired ions such as Pd(II), Ru(III), Pd(IV), Au(III), Au(I), Ag(I), and Hg(II) from a multiple ion source solution which may contain larger concentrations of other undesired ions including H.sup.+ comprises bringing the source solution into contact with a compound comprising a sulfur and electron withdrawing group containing ligand covalently bonded through an organic spacer silicon grouping to a solid inorganic support. The sulfur and electron withdrawing group containing ligand portion(s) of the compound has an affinity for the desired ions to form a complex thereby removing the desired ions from the source solution. The desired ions are removed from the compound by contacting the compound with a much smaller volume of a receiving solution having a greater affinity for the desired ions than does the sulfur and electron withdrawing group containing ligand portion of the compound.

Abstract: A method for the removal, separation, and concentration of alkali metal, alkaline earth metal, Pb and/or Tl cations from a source solution which may contain larger concentrations of other ions comprises bringing the source solution into contact with a compound comprising an oxygen donor macrocycle-containing ligand covalently bonded through an organic spacer silicon grouping to a solid inorganic support. The ligand portion(s) of the compound has affinity for alkali metal, alkaline earth metal, Pb and/or Tl thereby removing them from the source solution. The alkali metal, alkaline earth metal, Pb and/or Tl cations are then removed from the compound through contact with a much smaller volume of a receiving solution in which these cations are either soluble or which has greater affinity for such cations than does the oxygen donor macrocyclic ligand thereby quantitatively stripping the complexed cations from the ligand and recovering them in concentrated form in said receiving solution.

Abstract: A method for the removal and concentration of desired ions from a source solution which may contain larger concentrations of other ions including H.sup.+ comprises bringing the source solution into contact with a compound comprising a polytetraalkylammonium and/or polytrialkylamine-containing ligand covalently bonded through an organic spacer silicon grouping to a solid inorganic support. The polytetraalkylammonium and/or polytrialkylamine portion(s) of the compound has an affinity for the desired ions to form a complex thereby removing the desired ions from the source solution. The desired ions are removed from the compound by contacting the compound with a much smaller volume of a receiving solution having a greater affinity for the desired ions than does the polytetraalkylammonium and/or polytrialkylamine ligand portion of the compound. The concentrated ions thus removed may be recovered by known methods.

Abstract: A method for the removal and concentration of desired ions such as Pd(II), Ru(III), Pd(IV), Au(III), Au(I), Ag(I), and Hg(II) from a multiple ion source solution which may contain larger concentrations of other undesired ions including H.sup.+ comprises bringing the source solution into contact with a compound comprising a sulfur and electron withdrawing group containing ligand covalently bonded through an organic spacer silicon grouping to a solid inorganic support. The sulfur and electron withdrawing group containing ligand portion(s) of the compound has an affinity for the desired ions to form a complex thereby removing the desired ions from the source solution. The desired ions are removed from the compound by contacting the compound with a much smaller volume of a receiving solution having a greater affinity for the desired ions than does the sulfur and electron withdrawing group containing ligand portion of the compound.

Abstract: A method for the removal of antimony ions from solid phases which have an affinity for antimony ions comprises contacting the antimony containing solid phase with an aqueous eluent solution comprising a mixture of a concentrated solution of sulfuric acid and a dilute solution of hydrochloric acid to quantitatively strip the antimony ions from the solid phase The antimony containing eluent is then removed from contact with the solid phase. The eluent used is a mixture having a sulfuric acid concentration of about 6 to 10M and a hydrochloric acid concentration of about 0.05 to 0.5M. The sulfuric acid can be a "black acid" obtained from copper refining operations. The solid phase having an affinity for antimony ions is generally a member selected from the group consisting of chelating ion exchange resins and macrocyclic or nonmacrocyclic ligands bonded to a hydrophilic solid support.

Abstract: A method is disclosed for the quantitative removal and concentration of desired molecules or ions, such as gases, anions and amino acids, from a source solution which may contain larger concentrations of other molecules. The method comprises bringing the source solution into contact with a solid cation-ligand-matrix consisting of a cation complexed to a ligand molecule covalently bonded to a matrix consisting of an organic spacer bonded to a solid inorganic support through a silicon atom. The cation has an affinity for the desired molecules to form a complex between the desired molecules and the cation portion of the solid cation-ligand-matrix at binding sites initially held by H.sub.2 O or other weakly coordinated ligands or via ion pairing.