Amphiphilic Star-Shaped Calix[4]resorcinarene as Stationary Phase for Capillary Gas Chromatography

Sun, Tao; Li, Bin; Li, Yan; Zhao, Xinyi; Song, Qianqian; Jiang, Xingxing; Shuai, Xiaomin; Li, Youyang; Chi, Zhi-Qiang; Hu, Shaoqiang

doi:10.1007/s10337-019-03783-0

Cited by 10 publications

(3 citation statements)

References 26 publications

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“…Poly (caprolactone) (PCL), with a high crystallinity within a certain temperature range, was considered as the first-generation synthetic aliphatic polyesters. [15,16] It has been most extensively applied in the fields, such as drug delivery system, [17] thermoplastic elastomer [18] and biological degradation. [19] Some of its properties, including low melting/glass transition temperatures, good film-forming capacity, easy acquired from a sustainable monomer, and amphiphilic selectivity due to the five apolar methylene groups and a polar ester group, are able to meet the requirements of chromatographic stationary phase.…”

Section: Introductionmentioning

confidence: 99%

High‐Resolution Performance of Polycaprolactone Functionalized with Guanidinium Ionic Liquid for Gas Chromatography

Chi

Chen

et al. 2023

Chemistry & Biodiversity

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This work firstly reported a new polycaprolactone based material functionalized with guanidinium ionic liquid (PCL‐GIL) as the stationary phase with high resolution performance for capillary gas chromatography (GC). It is composed of polycaprolactone (PCL) and guanidinium ionic liquid (GIL) with amphiphilic conformation. The PCL‐GIL capillary column coated by static method exhibited high column efficiency of 3942 plates/m and moderate polarity. As a result, the PCL‐GIL column exhibited high‐resolution capability. For a mixture of 27 analytes with a wide ranging polarity and outperformed the PCL‐2OH and HP‐35 columns, showing its advantageous separation capability for analytes of diverse types. Moreover, the PCL‐GIL column showed high resolving capability for various positional isomers and cis‐/trans‐isomers, including alkylbenzenes, chlorobenzenes, naphthalenes, bromonitrobenzenes, chloronitrobenzenes, benzaldehydes, phenols, alcohols, respectively. In a word, PCL derivatized by GIL units as a new type of stationary phase has a promising future in GC separations.

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Section: Introductionmentioning

confidence: 99%

High‐Resolution Performance of Polycaprolactone Functionalized with Guanidinium Ionic Liquid for Gas Chromatography

Chi

Chen

et al. 2023

Chemistry & Biodiversity

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“…Finally, the cavity of the molecule is non-polar in nature and surrounded by the polar wide rim, a feature that equips resorcin [4]arenes for micellar behavior. [20,21] Looking at these properties it is not surprising that these compounds have found their way into a number of applications such as molecular receptor systems, [22,23] photo resists, [24,25] selective membranes, molecular sensing, [26,27] drug delivery, [28,29] ion channel mimics, [30] metal ion extraction agents, [31,32] molecular switches, [33,34] stationary phases in GC and HPLC, [35][36][37][38] ligands for organometallic catalysts, [39][40][41] host-guest chemistry, [14,42] and starting materials in synthesis of supramolecular compounds. [43] Several relatives of these molecules have been developed and studied such as the closely related cavitands, [44] carcerands and hemicarcerands; [45] also pyrogallol [4]arenes, [46] catechol [4]arenes, [47] pillar [4]arenes, [48] pyridin [4]arenes; [49] calix [4]arenes, [50] and other structurally similar compounds.…”

Section: Introductionmentioning

confidence: 99%

Methodologies for the Derivatization of Resorcin[4]arenes at the Upper Rim ortho‐Positions

et al. 2022

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Resorcin[4]arenes are not as extensively studied as their sister compounds, calix[4]arenes, owing to challenges in synthetic methodologies for their derivatization from the perceptive of molecular economy. In this tutorial review, we briefly illustrate the summary of their access methodologies together with their limitations, focusing at the derivatization of the ortho‐positions in the upper rim. We hope to spark a refreshed surge in the development of these derivatization strategies, allowing access to novel molecules and futuristic applications, putting resorcin[4]arenes at the center stage of research for which they were meant.

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“…As the core component in GC system, a stationary phase with high selectivity enables effective separation of analytes with close nature. In the past decades, diverse types of GC stationary phases have been explored, such as polymeric materials, ionic liquids, macrocyclic compounds and metal organic frameworks, etc., [5,6,7,8,9,10,11,12,13,14]. Polymeric materials with good solubility and film-forming ability, wide operational temperature range, and high chemical/thermal stability are advantageous as stationary phase in GC separations.…”

Section: Introductionmentioning

confidence: 99%

Amphiphilic Block Copolymer PCL-PEG-PCL as Stationary Phase for Capillary Gas Chromatographic Separations

et al. 2019

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This work presents the first example of utilization of amphiphilic block copolymer PCL-PEG-PCL as a stationary phase for capillary gas chromatographic (GC) separations. The PCL-PEG-PCL capillary column fabricated by static coating provides a high column efficiency of 3951 plates/m for n-dodecane at 120 °C. McReynolds constants and Abraham system constants were also determined in order to evaluate the polarity and possible molecular interactions of the PCL-PEG-PCL stationary phase. Its selectivity and resolving capability were investigated by using a complex mixture covering analytes of diverse types and positional, structural, and cis-/trans-isomers. Impressively, it exhibits high resolution performance for aliphatic and aromatic isomers with diverse polarity, including those critical isomers such as butanol, dichlorobenzene, dimethylnaphthalene, xylenol, dichlorobenzaldehyde, and toluidine. Moreover, it was applied for the determination of isomer impurities in real samples, suggesting its potential for practical use. The superior separation performance demonstrates the potential of PCL-PEG-PCL and related block copolymers as stationary phases in GC and other separation technologies.

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Amphiphilic Star-Shaped Calix[4]resorcinarene as Stationary Phase for Capillary Gas Chromatography

Cited by 10 publications

References 26 publications

High‐Resolution Performance of Polycaprolactone Functionalized with Guanidinium Ionic Liquid for Gas Chromatography

High‐Resolution Performance of Polycaprolactone Functionalized with Guanidinium Ionic Liquid for Gas Chromatography

Methodologies for the Derivatization of Resorcin[4]arenes at the Upper Rim ortho‐Positions

Amphiphilic Block Copolymer PCL-PEG-PCL as Stationary Phase for Capillary Gas Chromatographic Separations

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