Fluorinated covalent organic frameworks as a stationary phase for separation of fluoroquinolones by capillary electrochromatography

Zong, Rui; Yin, Hang; Xiang, Yuhong; Zhang, Lu; Ye, Nengsheng

doi:10.1007/s00604-022-05333-2

Cited by 14 publications

(5 citation statements)

References 36 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Under enforcing the same chromatographic conditions, from the separation chromatogram of sulfonamides on the commercial column WondaSil C18‐WR (Figure 5B), it was demonstrated that sulfonamides hardly retained due to their single hydrophobic separation mechanism. It was speculated that the presence of cyclohexane, secondary amines, and benzene rings in the molecular cage could lead to the formation of hydrophobic, hydrogen bonding, and π–π interactions between sulfonamides and the stationary phase [45]. The combined action of these interaction forces yielded a good separation for sulfonamides.…”

Section: Resultsmentioning

confidence: 99%

Homochiral organic molecular cage RCC3‐R‐modified silica as a new multimodal and multifunctional stationary phase for high‐performance liquid chromatography

Sun

Wang

et al. 2023

J of Separation Science

View full text Add to dashboard Cite

In this work, homochiral reduced imine cage was covalently bonded to the surface of the silica to prepare a novel high‐performance liquid chromatography stationary phase, which was applied for the multiple separation modes such as normal phase, reversed‐phase, ion exchange, and hydrophilic interaction chromatography. The successful preparation of the homochiral reduced imine cage bonded silica stationary phase was confirmed by performing a series of methods including X‐ray photoelectron spectroscopy, thermogravimetric analysis, and infrared spectroscopy. From the extracted results of the chiral resolution in normal phase and reversed‐phase modes, it was demonstrated that seven chiral compounds were successfully separated, among which the resolution of 1‐phenylethanol reached the value of 3.97. Moreover, the multifunctional chromatographic performance of the new molecular cage stationary phase was systematically investigated in the modes of reversed‐phase, ion exchange, and hydrophilic interaction chromatography for the separation and analysis of a total of 59 compounds in eight classes. This work demonstrated that the homochiral reduced imine cage not only achieved multiseparation modes and multiseparation functions performance with high stability, but also expanded the application of the organic molecular cage in the field of liquid chromatography.

show abstract

Section: Resultsmentioning

confidence: 99%

Homochiral organic molecular cage RCC3‐R‐modified silica as a new multimodal and multifunctional stationary phase for high‐performance liquid chromatography

Sun

Wang

et al. 2023

J of Separation Science

View full text Add to dashboard Cite

show abstract

“…The second strategy to obtain coatings of COFs chemically bound to capillary columns is based on the covalent attachment of the pre-synthesized COF particles ( Wang F. et al, 2022 ; Zong et al, 2022 ; Yin et al, 2023 ). Following this approach, Chen and co-workers prepared a stationary phase for open tubular capillary electrochromatography ( Wang F. et al, 2022 ).…”

Section: Stationary Phases Based On Cof Coatingsmentioning

confidence: 99%

A minireview on covalent organic frameworks as stationary phases in chromatography

Gavara,

Royuela,

Zamora

2024

Front. Chem.

View full text Add to dashboard Cite

Advances in the design of novel porous materials open new avenues for the development of chromatographic solid stationary phases. Covalent organic frameworks (COFs) are promising candidates in this context due to their remarkable structural versatility and exceptional chemical and textural properties. In this minireview, we summarize the main strategies followed in recent years to apply these materials as stationary phases for chromatographic separations. We also comment on the perspectives of this new research field and potential directions to expand the applicability and implementation of COF stationary phases in analytical systems.

show abstract

“…Fluorination has emerged as a potent strategy for creating pharmaceuticals and novel materials. − Fluorine is frequently introduced to structures through trifluoromethylation. , Trifluoromethyl groups have unique potential for structural recognition and selection because they can produce steric effects and strong polarization ability to induce dipoles with unsaturated compounds. , Thus, trifluoromethyl-functionalized COFs are expected to introduce abundant noncovalent forces as promising stationary phases. Fluorine-containing monomers were used to synthesize COFs for liquid chromatography and electrochromatography separation of organic halides and fluoroquinolones, respectively. , However, to our knowledge, the trifluoromethyl-functionalized COFs have not been explored for GC separation so far.…”

Section: Introductionmentioning

confidence: 99%

“…Fluorine-containing monomers were used to synthesize COFs for liquid chromatography and electrochromatography separation of organic halides and fluoroquinolones, respectively. 29,30 However, to our knowledge, the trifluoromethylfunctionalized COFs have not been explored for GC separation so far. Exploration of novel functional materials for isomer separation is important in environmental science, chemical industry, and life science due to the different functions of isomers.…”

Section: ■ Introductionmentioning

confidence: 99%

Trifluoromethyl-Functionalized 2D Covalent Organic Framework for High-Resolution Separation of Isomers

Yang

et al. 2023

ACS Appl. Mater. Interfaces

View full text Add to dashboard Cite

Development of novel functional materials for effective isomer separation is of great significance in environmental science, chemical industry, and life science due to the different functions of isomers. However, the similar physicochemical properties of isomers make their separation greatly challenging. Here, we report the fabrication of trifluoromethyl-functionalized 2D covalent organic framework (COF) TpTFMB with 2,2′-bis(trifluoromethyl)benzidine (TFMB) and 1,3,5-triformylphloroglucinol (Tp) for the separation of isomers. TpTFMB was in situ-grown on the inner surface of a capillary for the high-resolution separation of isomers. The introduction of hydroxyl and trifluoromethyl functional groups with uniform distribution in 2D COFs is a powerful tactic to endow TpTFMB with various functions such as hydrogen bonding, dipole interaction, and steric effect. The prepared TpTFMB capillary column enabled the baseline separation of positional isomers such as ethylbenzene and xylene, chlorotoluene, carbon chain isomers such as butylbenzene and ethyl butanoate, and cis−trans isomers 1,3-dichloropropene. The hydrogen-bonding, dipole, and π−π interactions as well as the structure of COF significantly contribute to the isomer separation. This work provides a new strategy for designing functional 2D COFs for the efficient separation of isomers.

show abstract

Fluorinated covalent organic frameworks as a stationary phase for separation of fluoroquinolones by capillary electrochromatography

Cited by 14 publications

References 36 publications

Homochiral organic molecular cage RCC3‐R‐modified silica as a new multimodal and multifunctional stationary phase for high‐performance liquid chromatography

Homochiral organic molecular cage RCC3‐R‐modified silica as a new multimodal and multifunctional stationary phase for high‐performance liquid chromatography

A minireview on covalent organic frameworks as stationary phases in chromatography

Trifluoromethyl-Functionalized 2D Covalent Organic Framework for High-Resolution Separation of Isomers

Contact Info

Product

Resources

About