β-酮烯胺类手性共价有机框架的合成及在毛细管气相色谱中的应用

Synthesis of aβ-Ketoenamine-linked Chiral Covalent Organic Framework and Its Application in Capillary Gas Chromatography

利用2,4,6-三羟基-1,3,5-苯三甲醛(Tfp)和(S)-2,5-双(2-甲基丁氧基)对苯二甲酸二酰肼(Mth)作为单体,通过席夫碱反应合成了新型的β-酮烯胺类手性共价有机框架(COF)材料TfpMth COF.采用粉末X射线衍射、红外光谱、热重分析及氮气吸附-脱附等手段对制备的TfpMth COF粉末进行了表征,结果表明其具有良好的结晶度、高的孔隙率和优异的热稳定性.基于此,以该COF为新型固定相采用原位生长法制备了TfpMth COF键合毛细管柱,成功分离了一系列直链与支链的烷烃和醇类,以及苯/环己烷、乙苯/苯乙烯混合物.该结果为β-酮烯胺类COF在色谱分离中的应用提供了新思路,也为研究新型气相色谱固定相提供了参考.

A newβ-ketoenamine-linked chiral covalent organic framework(COF),namely TfpMth COF,was prepared by the reaction of 1,3,5-triformylphloroglucinol(Tfp)with(S)-2,5-bis(2-methylbutoxy)terephthalo⁃hydrazide(Mth).The obtained TfpMth COF powder was characterized by various techniques such as powder X-ray diffraction analysis,Fourier transform infrared spectrometer(FTIR),thermogravimetric analysis(TGA),nitrogen adsorption-desorption measurement and so on,indicating its virtue of good crystallinity,high porosity,and excellent thermostability.Thus,we used TfpMth COF as a new stationary phase to prepare the TfpMth COF-bound capillary column by an in situ growth method.A series of linear and branched alkanes and alcohols,as well as mixtures of benzene and cyclohexane,ethylbenzene and styrene can be separated using the TfpMth-bound capillary column.This result provides a new idea for the application ofβ-ketoenaminelinked COF in chromatographic separation,and also gives a reference for the study of novel gas chromatograph⁃ic stationary phases.