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ANALYTICA CHIMICA ACTA · 2023 · IF 6.2

A facile approach to undecylenic acid-functionalized stationary phases for per aqueous liquid chromatography

Xiao-Dong Cheng,Zheng Zhang,Yun-Ping Li

Green chromatography techniques using low-toxic mobile phase are getting increasingly attention in recent years. The core is developing stationary phases that possess adequate retention and separation under the mobile phase of high content water. Using thiol-ene click chemistry, an undecylenic acid-bonded silica stationary phase (UAS) was prepared in a facile manner. Elemental analysis (EA), solid-state 13 C NMR spectroscopy and Fourier transform infrared spectrometry (FT-IR) confirmed the successful preparation of UAS . The synthesized UAS was employed for per aqueous liquid chromatography (PALC), which uses little organic solvent during separation. Due to the hydrophilic carboxy, thioether group and hydrophobic alkyl chains of the UAS, various categories of compounds (including nucleobases , nucleosides , organic acids and basic compounds) with different properties can achieve enhanced separation under the mobile phase of high content water compared with commercial C18 and silica stationary phases. Overall, our present UAS stationary phase shows excellent separation ability toward highly polar compounds and meets the requirements of green chromatography.

研究领域: 分析化学 · 色谱技术
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JOURNAL OF CHROMATOGRAPHY A · 2014 · IF 4.258

A dextran-bonded stationary phase for saccharide separation

Qianying Sheng,Xindai Su,Xiuling Li,Yanxiong Ke,Xinmiao Liang

A-saccharide-based stationary phase for hydrophilic interaction liquid chromatography (HILIC) is presented. The method uses carbonyl di-imidazole (CDI) as a cross-linker for dextran in aqueous solution. Different from the traditional immobilized saccharide stationary phase, this method was using a simple way to bond the high molecular of polysaccharide immobilized on the silica gel. The new method avoided the time-consuming process but had a very considerable loading result. With silica-based surface bonded, it will be possible to develop well-defined surface modifications that promote the hydrophilic with dextran and high mechanical strength with silica. For all tested compounds, including polar compounds and carbohydrates, this dextran-bonded stationary phase performed well in terms of separation efficiency and column stability, and the retention mechanism matched that of typical HILIC retention. Moreover, good selectivity was achieved in the separation of oligosaccharides and glycopeptides.

研究领域: 分析化学 · 色谱学
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ANALYST · 2019 ·Vol. 144 ·期 9 ·3072-3079 · IF 4.019

Nanogold hybrid silica gel and its 1-octadecanethiol self-assembled modified composite as a stationary phase for liquid chromatography

Yuhuan Wang,Ruyan Wang,Lei Wang,Licheng Wang,Yong Guo,Xiaojing Liang,Shuai Wang

Au nanoparticle-hybridized silica (Au@sil) spheres were synthesized in one step as a liquid chromatographic stationary phase for the first time. The hybridized stationary phase showed good separation performances in reversed-phase liquid chromatography (RPLC) and hydrophilic interaction liquid chromatography even without bonding with any organic groups. Compared with the bare silica stationary phase, the Au@sil stationary phase showed better separation performance under the same conditions in RPLC and HILIC modes. The effects of acetonitrile content, buffer concentration, and the pH of the mobile phase on analyte retention were further investigated. The results showed that the Au@sil stationary phase had a complex retention mechanism of electrostatic and partitioning interactions. By comparing Au solution (solAu) with different proportion volumes in silica sol, the optimum hybridized stationary phase was found to comprise 33 vol% solAu. Au@sil was further modified with 1-octadecanethiol by self-assembly and used to separate alkylbenzenes and polycyclic aromatic hydrocarbons by RPLC. The separation efficiency of the 1-octadecanethiol self-assembled modified Au@sil (C18-Au@sil) column was much better than that of Au@sil. Overall, the successful hybridization of Au nanoparticles provided a new method to prepare a stationary phase in a simple and environmentally friendly way.

研究领域: 分析化学 · 材料科学
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ANALYTICAL SCIENCES · 2022 ·Vol. 38 ·期 7 ·989-1002 · IF 1.967

Preparation and evaluation of a perylenediimide bridged bis(β-cyclodextrin) chiral stationary phase for HPLC

Zeng Qingli,Zhong Hui,Zhang Tianci,Huang Zhiqin,Li Laisheng

A large π-conjugated perylenediimide bridged bis (β-cyclodextrin)-bonded stationary phase (PBCDP) was first prepared and characterized. The chiral HPLC performance was systematically evaluated using a series of chiral probes. The results showed that PBCDP could resolve 36 kinds of chiral compounds in reversed-phase and polar organic modes with high resolutions ( R s) 1.48–3.28 for profens, 1.25–2.85 for triazoles, 1.34–5.29 for flavanones, 1.66–4.58 for amino acids and 1.22–1.97 for β-blockers. Especially, PBCDP could completely resolve acidic non-steroidal chiral drugs (profens) and simultaneously resolve basic five triazole pesticides, which were difficult to separate by ordinary CDCSP. Compared with CDCSP (15 kinds), the new stationary phase has a wider resolution range (36 kinds). Obviously, the synergistic inclusion of the two cavities of bridged cyclodextrin, as well as the large π–π stacking, hydrogen bond, dipole–dipole and basic primary amine site (–NH–) provided by the perylenediimide bridging group contributed together to the improvement of the above chiral separations. PBCDP was a new type of versatile chiral separation material without port derivatization. Graphical abstract

研究领域: 分析化学 · 色谱技术
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Frontiers in Chemistry · 2022 · IF 5.545

Capillary Gas Chromatographic Separation Performances of a Tetraphenyl Porphyrin Stationary Phase

Yan Yuan,Wang Zhenzhong,Zhang Zitong,He Zhen,Luo Lun,Fan Jing

Tetraphenyl porphyrin (TPP) has enormous potential for use as gas chromatography stationary phases because it has a distinctive extended π–π conjugated coplanar structure and a range of interesting properties such as a good solubility in dichloromethane, high melting point, and good thermal stability. In this work, a TPP column was successfully prepared using a static method. The column was nonpolar and had a high efficiency. The chromatographic selectivity of the TPP column was assessed. The TPP column showed superiority retention and higher resolution for alicyclic, aromatic molecules through ring matching and π-π stacking interaction comparable to HP-5MS column. The unique mechanisms through which the TPP column retained polychlorinated biphenyls allowed the peak pair of 2,2ʹ,5-trichlorobiphenyl and 4,4ʹ-dichlorobiphenyl to be resolved better on the TPP column than the HP-5MS column. The TPP column was thermally stable even at 260°C for 2 h and gave results of a high degree of precision (run-to-run and column-to-column) with relative standard deviations <0.05% and <4.96%, respectively. The results indicated that porphyrin derivatives will be useful gas chromatography stationary phases.

研究领域: 分析化学 · 色谱技术
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JOURNAL OF CHROMATOGRAPHY A · 2022 · IF 4.601

Effect of spacer alkyl chain length on retention among three imidazolium stationary phases under various modes in high performance liquid chromatography

Kun Fan,Jingdong Peng,Huanjun Peng,Zilong Zhang,Jun Chen,Pan Luo,Xiang Wang

The properties of ionic liquids (ILs) greatly influenced the retention of solutes on IL-functionalized stationary phases. In this work, three IL-functionalized stationary phases (Sil-C4Im, Sil-C7Im, and Sil-C10Im) were prepared by modifying silica gel with three ionic liquid silane reagents differing in spacer alkyl chain lengths, which refers to the alkyl chain between the imidazolium and the sulfur atom. The preparation was proved through a range of characterization techniques, including elemental analysis (EA), Fourier transform infrared spectroscopy (FT-IR), and thermogravimetric analysis (TGA). The effects of chromatographic conditions, such as acetonitrile content, salt concentration, pH, and column temperature, were studied to explore the retention mechanism of three stationary phases, which indicates that three IL-stationary phases provide interactions with solutes in reverse-phase liquid chromatography (RPLC), hydrophilic interaction liquid chromatography (HILIC), and ion exchange chromatography (IEC). The column efficiency is 83,686 plates/m for aminobenzoic acid , and the column also has excellent repeatability of retention time with relative standard deviations (RSDs) between 0.24% and 0.34% ( n  = 12). A variety of analytes, including five nucleosides and nucleobases, six alkylbenzenes, two polycyclic aromatic hydrocarbons (PAHs), and four inorganic anions, were separated well on three IL-functionalized stationary phases. It was found that the spacer alkyl chain length influenced selectivity by comparing the retention of the three IL-functionalized stationary phases.

CAS / MDL: 24650-42-8 107-06-2
研究领域: 分析化学 · 色谱学
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CHROMATOGRAPHIA · 2021 ·Vol. 84 ·期 4 ·325-333 · IF 2.044

A New Stationary Phase for Capillary Gas Chromatography: Calix[4]resorcinarene Functionalized with Imidazolium Cationic Units

Shuai Xiaomin,Cai Zhiqiang,Zhao Xinyu,Chen Yujie,Zhang Qian,Ma Ziwei,Hu Junjie,Sun Tao,Hu Shaoqiang

In this work, a novel calix[4]resorcinarene-based ionic liquid (C4RA-2IL) was synthesized, structurally characterized, and statically coated on capillary column as stationary phase for capillary gas chromatography (GC). The column efficiency of the C4RA-2IL column is 3345 plates m −1 , which are determined by n -dodecane at 120 °C. Based on its McReynolds constants, the C4RA-2IL column showed moderate polarity. Particularly, the C4RA-2IL column show high separation performance for a wide range of analytes and some difficult separation of meta/para-isomers. Moreover, it exhibited excellent selectivity for critical aromatic isomers of chloroaniline, bromaniline, iodoaniline, toluidine and xylidine isomers and shows advantageous separation capability over the commercial polysiloxane stationary phase. This work presents a promising future of calixarene-based ionic liquid as a new type of stationary phase in GC separations.

研究领域: 分析化学 · 色谱技术
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MOLECULES · 2016 ·Vol. 21 ·期 11 ·1466 · IF 2.465

Application of Homochiral Alkylated Organic Cages as Chiral Stationary Phases for Molecular Separations by Capillary Gas Chromatography

Shengming Xie,Junhui Zhang,Nan Fu,Bangjin Wang,Cong Hu,Liming Yuan

Molecular organic cage compounds have attracted considerable attention due to their potential applications in gas storage, catalysis, chemical sensing, molecular separations, etc. In this study, a homochiral pentyl cage compound was synthesized from a condensation reaction of (S,S)-1,2-pentyl-1,2-diaminoethane and 1,3,5-triformylbenzene. The imine-linked pentyl cage diluted with a polysiloxane (OV-1701) was explored as a novel stationary phase for high-resolution gas chromatographic separation of organic compounds. Some positional isomers were baseline separated on the pentyl cage-coated capillary column. In particular, various types of enantiomers including chiral alcohols, esters, ethers and epoxides can be resolved without derivatization on the pentyl cage-coated capillary column. The reproducibility of the pentyl cage-coated capillary column for separation was investigated using nitrochlorobenzene and styrene oxide as analytes. The results indicate that the column has good stability and separation reproducibility after being repeatedly used. This work demonstrates that molecular organic cage compounds could become a novel class of chiral separation media in the near future.Keywords:porous organic cage;capillary column;chiral stationary phase;chiral separation;gas chromatography

研究领域: 分析化学 · 材料科学
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JOURNAL OF CHROMATOGRAPHY A · 2018 · IF 3.716

Hexagonal boron nitride stationary phase for gas chromatography

Xue Xiong,Meiling Qi

This work describes the separation performance of utilizing hexagonal boron nitride (h-BN) as the stationary phase for capillary gas chromatography (GC). The statically coated h-BN column showed moderate polarity and achieved column efficiencies of 3455 plates/m and 3800 plates/m for naphthalene and n -dodecane, respectively. With temperature-dependent structure properties, the h-BN stationary phase exhibited stronger retention for polycyclic aromatic hydrocarbons (PAHs) over phthalic acid esters (PAEs) and showed advantageous separation performance over the g-C 3 N 4 and commercial polysiloxane stationary phases. Moreover, it displayed preferential retention for halogenated analytes and high resolution performance for structural and positional isomers. In addition, the h-BN column showed good column repeatability with relative standard deviation (RSD) values of 0.03%–0.07% for run-to-run, 0.31%–0.71% for day-to-day and 2.6%–5.3% for column-to-column, respectively, and thermal stability up to 260 °C.

研究领域: 分析化学 · 材料科学
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JOURNAL OF CHROMATOGRAPHY A · 2020 · IF 4.049

A chiral metal-organic cage used as the stationary phase for gas chromatography separations

Bo Tang,Xin Zhang,Lina Geng,Liquan Sun,Aiqin Luo

Chiral metal-organic cages (MOCs) are a new type of porous materials with unique molecular recognition ability, which have received research attention as a chiral stationary phase (CSP) for gas chromatography (GC). Herein, we report the detailed investigation of a chiral MOC ([Cu 12 (L PA ) 12 (H 2 O) 12 ], PA = L-phenylalanine, MOC-PA) as a novel stationary phase for GC separations. The MOC-PA capillary column exhibited a high-resolution performance for a wide range of analytes, including n-alkanes, n-alcohols, esters, aromatic compounds and the Grob mixture, positional isomers and racemates. In particular, MOC-PA coated column displayed good resolution and performance for amino acid derivatives. Moreover, the MOC-PA column showed excellent separation repeatability and reproducibility. The relative standard deviation (RSD) values for the retention times were in the range of 0.16-0.30% for run to run ( n  = 3), 0.31-0.77% for day-to-day ( n  = 3), and 3.6-4.7% for column-to-column ( n  = 3), respectively. The experimental results showed that MOC-PA had great potential as a GC stationary phase.

研究领域: 分析化学 · 材料科学
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ANALYTICAL CHEMISTRY · 2024 · IF 6.7

Precise Light-Driven Polarity of Stationary Phase for Regulating Gradient Separation of Liquid Chromatography

Tianpei Cai,Xinyue Lei,Hai-Bo Shang,Xia Li,Yetong Guo,Li-Xin Wu,Huwei Liu,Donghao Li

Generally, the traditional stationary phase for liquid chromatography is the key part, but with an in situ immutable property, leading to many separation limitations. Based on the former exploration of photosensitive gas chromatography, we successfully prepared a photosensitive monolithic capillary silica column with high light transmission, taking advantage of the reversible cis–trans isomerism of azobenzene. And the cis–trans isomerism has launched an effective, reversible, and precise control on the liquid chromatographic retention behavior just by photoinduction according to the theoretical basis of a good correlation between photoinduction time, trans-azobenzene ratio, and chromatographic retention factor (k) (R2 > 0.9586). In this system, the plausible control mechanism of stationary phase’s polarity is the synergistic effect of the self-molecular polarity difference and the occupation (or release) of polar groups on the stationary phase surface by cis–trans isomerism. Furthermore, a “light control–time ratio cycle” strategy was first reported to maintain an arbitrary ratio of trans-azobenzene corresponding to the polarity gradient of the stationary phase during the whole chromatographic separation process, which is verified by a close correlation of the retention time of the targets and the ratio of light-controlled time (R2 > 0.9977). The “gradient elution” of the targets was also surprisingly realized due to the gradient regulation of stationary phase’s polarity by the programmatic control of alternate light induction and time ratio. This work further advances the practical significance of photosensitive chromatography in “one column for multiple columns”, even “one column for multidimensional chromatography”, and truly provides research foundation for its development in the separation and analysis of complex biological samples.

CAS / MDL: 68478-92-2 106-42-3
研究领域: 分析化学 · 色谱技术
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MICROCHEMICAL JOURNAL · 2025 · IF 5.1

Quinine and vancomycin bilayer modified chiral stationary phase for enantioseparation and mechanistic study

Yaxin Yang,Meifang Liao,Jing Ou,Yanyu Jiang,Lian Zhong,Jie Wen,Lujun Wang

The achievement of universal and efficient enantioseparation by chiral stationary phase (CSP) has been considered as challenging research. In this work, a bilayer-modified chiral stationary phase (named Sil-QN-VAN) based on vancomycin and quinine was constructed first. The chiral recognition abilities of quinine and vancomycin were combined on a single column, achieving the synergistic effect for enantioseparation. Compared with monochiral columns, the Sil-QN-VAN column exhibited excellent enantioseparation capability and could be used for separating multiple chiral drugs. The chiral separation mechanism was studied using molecular simulation techniques. In addition, the effects of temperature and injection volume on chromatographic separation were investigated. This work provides ideas for the development of efficient and universal chiral stationary phase materials.

研究领域: 分析化学 · 药物化学 · 色谱技术
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