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A chitosan derivatized calix[4]arene bonded silica gel stationary phase and its preparation method and application

A technology for bonding silica gel and chitosan, applied in chemical instruments and methods, other chemical processes, etc., can solve problems such as failure to meet separation requirements, poor solubility of chitosan, poor separation effect, etc., to improve bonding The effect of increasing the amount of water, improving the hydrophilic performance, and good separation selectivity

Active Publication Date: 2018-03-30
江苏国技仪器有限公司
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  • Claims
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Problems solved by technology

The researchers of the applicant unit had previously bonded chitosan (500Da) on the surface of silica gel to prepare a chromatographic column, but because of the poor solubility of chitosan and the low amount of bonding, it was mainly due to the hydrophobic effect of calixarene. In the mode of hydrophobic interaction, good separation of nucleosides, polycyclic aromatic hydrocarbons, monosubstituted benzene, etc. is achieved; but from the perspective of hydrophilic interaction, it is found that it has weak hydrophilicity, and the separation effect is extremely poor, basically Cannot meet the requirement of complete separation

Method used

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  • A chitosan derivatized calix[4]arene bonded silica gel stationary phase and its preparation method and application
  • A chitosan derivatized calix[4]arene bonded silica gel stationary phase and its preparation method and application
  • A chitosan derivatized calix[4]arene bonded silica gel stationary phase and its preparation method and application

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Embodiment Construction

[0032] Such as figure 1 Shown, the structural formula of chitosan derivatization calix [4] arene bonded silica gel stationary phase of the present invention is:

[0033] .

[0034] One, chitosan derivatization calix [4] arene bonded silica gel stationary phase of the present invention can be passed such as figure 2 The preparation shown gives:

[0035] The synthesis process of the stationary phase can be roughly divided into three processes: the first part is the synthesis of ionic liquid-bonded chitosan: chitosan (20 kDa) and 3-(4-bromobutyl)-1-methyl Imidazolium bromide is obtained by substitution reaction of 3-(4-bromobutyl)-1-methylimidazolium bromide-linked chitosan (I); the second part is mainly 5,11,17,23-tetra-tert-butyl Preparation of -25,27-bis(3-bromopropoxy)-26,28-dihydroxycalix[4]arene (Ⅱ): It is prepared by polycondensation reaction of p-tert-butylphenol and formaldehyde under alkaline conditions p-tert-butylcalix[4]arene, followed by substitution reaction...

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Abstract

The invention discloses a chitosan derivatization calix [4] arene bonded silica gel stationary phase. Firstly, chitosan reacts with 3-(4-brombutyl)-1-methylimidazole bromide to generate 3-(4-brombutyl)-1-methylimidazole bromide bonded chitosan; p-tert-butyl calix [4] arene is obtained through condensation polymerization of p-tert-butylphenol and formaldehyde, and 5,11,17,23-tetra-tert-butyl-25,27-di(3-bromopropoxy)-26,28-dyhydroxyl calix [4] arene is obtained through substitution reaction of p-tert-butyl calix [4] arene and 1,3-dibromopropane; the surface of silica gel is modified by means of glutaraldehyde, then condensation polymerization is conducted between silica gel and 3-(4-brombutyl)-1-methylimidazole bromide bonded chitosan, then reduction is conducted by means of sodium borohydride, and the product reacts with 5,11,17,23-tetra-tert-butyl-25,27-di(3-bromopropoxy)-26,28-dyhydroxyl calix [4] arene to generate the expected stationary phase. The stationary phase is easy to prepare, wide in application range, high in reproducibility and broad is application prospects.

Description

technical field [0001] The invention relates to the technical field of functional material synthesis, in particular to a chitosan derivatized calix[4]arene bonded silica gel stationary phase, and also relates to a preparation method and application of the stationary phase. Background technique [0002] High performance liquid chromatography (HPLC) was developed rapidly after the introduction of gas chromatography theory in the late 1960s on the basis of classical liquid chromatography. Reverse-phase liquid chromatography (RPLC) is the most widely used chromatographic separation technique so far. It can be combined with various conventional detection methods to solve a variety of analytical application problems, but for some analytes, especially polar and hydrophilic Sexual compounds are little or no retained. For a long time, normal phase liquid chromatography (NPLC) has been used to analyze these substances using environmentally unfriendly non-water-soluble mobile phases s...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G83/00C08B37/08B01J20/286B01J20/30
CPCB01J20/286C08B37/003C08G83/001
Inventor 张文芬张岩皓蒋琼吴宁鹏杜慧芳班付国张书胜
Owner 江苏国技仪器有限公司
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