N-Acylated chitosan bis(arylcarbamate)s: A class of promising chiral separation materials with powerful enantioseparation capability and high eluents tolerability

Chiral Stationary Phases for Liquid Chromatography Based on Chitin- and Chitosan-Derived Marine Polysaccharides

“…The synthesized chitosan derivatives were coated on aminopropyl silica, and showed chiral recognition for the majority of the tested racemates. These new CSPs also proved to be stable when used with other mobile phases than the typical hexane/2-propanol [69].…”

“…Other CSPs based on the substitution of the amine of chitosan with an alkyl moiety, prior to the derivatization of the hydroxyl groups with different isocyanates were described [68,70] In the same year, some bis-phenylcarbamate derivatives with different substituents in both phenylcarbamate and amine moieties (58)(59)(60)(61) were obtained by the same group (Table 5) [69]. The synthesized chitosan derivatives were coated on aminopropyl silica, and showed chiral recognition for the majority of the tested racemates.…”

Recent development trends for chiral stationary phases based on chitosan derivatives, cyclofructan derivatives and chiral porous materials in high performance liquid chromatography

“…To date, the impact of the molecular weight of cellulose/ amylose on the enantioseparation performance of the corresponding CSPs have been reported in only few studies [37][38][39]. Bai et al have also reported some studies on the relationship between the molecular weight of the chitosan derivatives and their performance, including the chiral recognition ability and mobile phase tolerance of the CSPs [30,32,36,[40][41][42]. Most of these studies indicated that chitosan derivatives with a lower molecular weight showed better enantioseparation performance, but a higher molecular weight was more preferable to tolerate the organic solvents used.…”

“…To investigate the influence of the functional groups at the 2‐position of the chitosan derivatives on their enantioseparation properties, the Bai group prepared a variety of chitosan derivative‐based chiral selectors with identical substituents at the 3‐ and 6‐positions of the phenylcarbamates used (e.g., 3‐methylphenylcarbamate, 4‐methylphenylcarbamate or 3,5‐dimethylphenylcarbamate), whereas the amino group at the 2‐position was modified using different substituents, such as amido or urea groups (Figure ). For example, they synthesized a series of chitosan derivatives by introducing alkoxyformamides at the 2‐position of chitosan, including chitosan bis(4‐methylphenylcarbamate)‐( n ‐pentoxyformamide) and chitosan bis(4‐methylphenylcarbamate)‐(benzoxyformamide), chitosan bis(4‐methylphenylcarbamate)‐(ethoxyformamide) and chitosan bis(4‐methylphenylcarbamate)‐(isopropoxyformamide) .…”

A study on the synthesis and anion recognition of a chitosan-urea receptor

“…In recent years, chitosan thiourea and its derivatives have been extensively studied in various applications such as antimicrobial and antifungal activity, [24][25][26][27][28] chelating adsorbents for adsorption of heavy metal ions, 29 inorganic anions (such as uoride, sulfate, nitrate, and phosphate), [30][31][32] and macromolecular organic compounds. 33 In addition, chitosan and its derivatives have been used as stationary materials for chromatographic columns, 34 as a colorimetric optical sensor for the detection of Ni 2+ , Pd 2+ , Cd 2+ , and Hg 2+ ions, [35][36][37][38] as a carrier in biosensors, 39 as an electrochemical sensor for the detection of F À , NO 3 À , I À anions, 40,41 or as a photochemical sensor for the detection of H 2 S, NH 3 , or CO gases. [42][43][44] However, to the best of our knowledge, there is no report showing about chitosan (thio) urea as an anion recognition tool.…”