Copper Selective Polymeric Extractant Synthesized by Ring-Opening Metathesis Polymerization

Abstract

Novel polymers bearing pendant picolinic acid functionalities have been synthesized by ring-opening metathesis polymerization (ROMP) for applications in separations-based purification protocols. These polymers and their corresponding monomer were shown to be selective for Cu over a variety of other divalent metal cations as inferred from pH dependent studies carried out under both liquid-liquid and solid-liquid extraction conditions. The polymer system of this study also showed high selectivity for Cu over Ni in mock protocols that could be relevant to the purification of Cu radioisotopes. Separation factors as high as 290 were achieved for extractions from solutions containing a 100-fold excess of Ni relative to Cu.

Advanced sol–gel process for efficient heterogeneous ring-closing metathesis

“…Olefin metathesis is a fundamental chemical reaction involving the rearrangement of carbon–carbon double bonds that can be used to couple, cleave, ring-close, ring-open, or polymerize olefinic molecules 1 – 3 . An efficient, powerful, mild, versatile, and selective method, olefin metathesis is used in research in a variety of life sciences, including those with applications in the polymer and pharmaceutical industries 1 – 27 . Indeed, this method so revolutionized the different fields of synthetic chemistry that the 2005 Nobel Prize in Chemistry was awarded to Yves Chauvin, Robert H. Grubbs, and Richard R. Schrock “for the development of the metathesis method in organic synthesis" 14 .…”

“…Olefin metathesis reactions require a catalyst 28 , for example, the ruthenium-based catalysts (a second-generation Grubbs catalyst and a second-generation Hoveyda-Grubbs catalyst) used in this study 3 , 6 , 15 , 18 , 25 – 27 . Due to catalyst significance, much research has been done to develop an efficient catalyst and efficient catalytic processes.…”

Recent Advances in Drug Release, Sensing, and Cellular Uptake of Ring-Opening Metathesis Polymerization (ROMP) Derived Poly(olefins)

“…Sessler and co-workers reported the synthesis of ROMP-derived polymer P10 bearing pendant picolinic acid functionalities for the selective extraction of Cu 2+ ions from solid–liquid waste ( Scheme 4 ). 20 The monomer-containing norbornyl moiety is tethered to a picolinic acid functionality. P10 and its corresponding monomer showed high selectivity for Cu 2+ ions among a series of other divalent metal cations.…”