Chiral polymeric particles have emerged as a new and exciting field of research and in the last years due to their possible use for many applications in chiral chemistry. In this article, an important question is focused upon that has not been explored in detail in the field of chiral polymeric particles. The main question is whether the chiral composition of the polymeric particles affects their chiral recognition. The hypothesis is that chiral polymeric particles with a variety of different chiral groups will improve chiral recognition and improve their use of enantioselectivity crystallization. Consequently, chiral microparticles based on one up to three different amino acids based monomers are prepared by precipitation polymerization. The chiral microspheres are characterized by dynamic light scattering, scanning electron microscope (SEM), mass spectrometry (MS), and nuclear magnetic resonance (NMR) and display a narrow size distribution in the range of 1–2 μm. The chiral discrimination ability of these chiral microspheres for enantioselective crystallization is studied in the crystallization of DL‐leucine crystallization, as a model system. Time‐resolved polarimetry, X‐ray diffraction (XRD), and differential scanning calorimetry (DSC) are used to provide evidence for enantioselective crystallization. Surprisingly the results show that only particles composed of one amino acids monomers show the best results for enantioselective crystallization.
Chiral polymeric nanoparticles (NPs) have emerged as a new and exciting field of research and in the last years due to their possible use for many applications in chiral chemistry however the efficiency of separating enantiomerically pure compounds has been always challenging. In this article, we focus on electrospun nanofibers formed by chiral functional NPs based on leucine or phenylalanine amino acids with polysulfone (PSF). Combining chiral functional NPs with PSF in electrospinning method provides us to get intertwined electrospun membranes with chiral property and used them for separation of racemic mixtures. We have also studied chiral functional conventional membranes formed by PSF and NPs. The NPs were prepared by miniemulsion polymerization and were characterized by DLS, SEM, MS, and NMR and display spherical structure with a narrow size distribution in the range of 200 to 250 nm. The characteristics of the membranes in terms of their morphology were analyzed. The permselective properties of the all membranes in the separation of racemic mixture were studied using aqueous solutions of leucine. Time-resolved circular dichroism and chiral column high-performance liquid chromatography (HPLC) were used to provide evidence for enantioselective separation. Our results show the membrane which is based on PSF and leucine NPs and formed by conventional method gives the best results for enantioselective separation by showing 18% enantiomeric excess (EE).
l-Ascorbic acid, commonly known as vitamin C and one of the most important biological compounds, is converted to a α,ω-diene monomer and subsequently polymerized for the first time by acyclic diene metathesis. Various experimental conditions such as polymerization medium, catalyst type, temperature, and monomer/catalyst ratio are studied. The moderate molecular weight polymers are achieved when the polymerizations are conducted under bulk conditions employing the Grubbs first generation (G1) or Hoveyda-Grubbs second generation catalyst (HG-2). In the solution case, on the other hand, low molecular weight polymers are obtained regardless of the catalyst type. Moreover, when the catalyst performances are compared, it is found that G1 produces the higher molecular weight as well as higher yield polymers with respect to the HG-2.
Chiral polymeric particles (CPPs) were studied extensively in recent years due to their importance in pharmaceutical applications.
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