Development of a decaaza-cyclophane stationary phase for high-performance liquid chromatography

Abstract

A new stationary phase for high-performance liquid chromatography was prepared by covalently bonding a heteroatom-bridged cyclophane onto silica gel using 3-aminopropyltriethoxysilane as the coupling reagent. The structure of the new material was characterized by infrared spectroscopy, elemental analysis, and thermogravimetric analysis. The linear solvation energy relationship method was successfully employed to evaluate the new phase with a set of 25 solutes, and compared with octadecylsilyl and p-tert-butyl-calix[4]arene bonded stationary phases. The retention characteristics of the new phase are similar to the octadecylsilyl and conventional calixarene phases, and it also has distinctive features. In addition, the chromatographic behavior of the phase was illustrated by eluting alkylbenzenes and inorganic anions in the reversed-phase mode and anion-exchange mode, respectively. Thus, multi-interaction mechanisms and mixed-mode separation of the new phase can very likely guarantee its promising application in the analysis of complex samples. The column has been successfully employed for the analysis of triazines in milk, and it is demonstrated to be a competitive alternative analytical method for the determination of triazine herbicide residues.

Porous silica particles grafted with an amphiphilic side‐chain polymer as a stationary phase in reversed‐phase high‐performance liquid chromatography

“…After that the precipitates were filtered and further dried under vacuum, giving almost a white solid powder. The degree of polymerization was estimated by 1 H NMR spectroscopy to be 27 (Supporting Information Fig. S1).…”

“…HPLC is one of the most widespread and efficient analytical techniques because of its good separation control, versatility, and wide applicability . With the use of different types of organic phases , the demand for new types of stationary phase is increasing.…”

Simultaneous determination of six plant growth regulators in fruits using high performance liquid chromatography based on solid-phase extraction and cleanup with a novel mixed-mode functionalized calixarene sorbent

“…1) has been synthesized in our laboratory in 2012. [20][21][22][23][24][25][26] Tetraazacalix[2]arene [2]triazine is different from conventional calixarenes in which the aromatic rings are linked by methylene units, and it assembles aromatic rings by -NHand adopts a 1,3-alternate conformation with two benzene rings nearly face-to-face parallel and two triazine rings tending to an edge-to-edge orientation in the solid phase. Our previous work indicates that the NCSi exhibited high selectivity toward various compounds under different conditions with different mechanisms, including hydrophobicity, p-p stacking, hydrogen-bonding, inclusion, and anion-exchange interactions.…”

Estudo computacional dos [2,2]ciclofanos

“…Verificou-se que alguns ciclofanos possuem atividade contra a lechimaniose. 16,17 Alguns destes compostos são até mesmo encontrados na natureza como produtos naturais vegetais 18 .…”