仿生手性介孔硅作为气相色谱固定相的性能研究
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摘要
从帝王蟹几丁质膜中剥离出纳米纤维甲壳素膜,经过处理,将膜中的矿物质去除后作为模板,制备手性向列型介孔硅。热重曲线测试表明手性向列型介孔硅具有很好的热稳定性,适合作气相色谱固定相。将仿生手性向列型介孔硅作为气相色谱固定相,采用动态涂敷的方法制备手性毛细管气相色谱柱,该柱子能够对6种外消旋体(1-甲氧基-2-丁醇、2-甲基戊醛、2-苯基丙醛、香茅醇、3-羟基丁酸甲酯、3-丁炔-2-醇)进行拆分。主要还讨论了6种位置异构体、正构烷烃、正构醇类在该柱的分离情况,同时对柱子的柱效和极性进行了评价。
Firstly,chitin membranes were obtained from the waste exoskeletons of a king crab.The films was purified after removing the mineral and used as template to prepare chiral nematic mesoporous silica.It can be seen from the thermogravimetric curve that chiral nematic mesoporous silica has good thermal stability and is suitable for gas chromatography stationary phase.Then,the capillary gas chromatography column was prepared by dynamic coating with chiral nematic mesoporous silica as the gas chromatographic stationary phase.Six racemates were separated on the CNMS-coated capillary column,including 1-methoxy-2-butanol,2-methylpentanal,2-phenylpropionaldehyde,citronellol,methyl 3-hydroxybutyrate,and 3-butyn-2-ol.The separations of six positional isomers,n-alkane mixtures and n-alcohol mixtures on the column were discussed,and the performance of the column was evaluated.
Firstly,chitin membranes were obtained from the waste exoskeletons of a king crab.The films was purified after removing the mineral and used as template to prepare chiral nematic mesoporous silica.It can be seen from the thermogravimetric curve that chiral nematic mesoporous silica has good thermal stability and is suitable for gas chromatography stationary phase.Then,the capillary gas chromatography column was prepared by dynamic coating with chiral nematic mesoporous silica as the gas chromatographic stationary phase.Six racemates were separated on the CNMS-coated capillary column,including 1-methoxy-2-butanol,2-methylpentanal,2-phenylpropionaldehyde,citronellol,methyl 3-hydroxybutyrate,and 3-butyn-2-ol.The separations of six positional isomers,n-alkane mixtures and n-alcohol mixtures on the column were discussed,and the performance of the column was evaluated.
引文
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[3]Dybtsev D N,Yutkin M P,Samsonenko D G,et al.Modular,homochiral,porous coordination polymers:rational design,enantioselective guest exchange sorption and ab initio calculations of host-guest interactions[J].Chem Eur J,2010,16(34):10348-10356.
[4]Lin G Q,You Q D,Cheng J F.Chiral Drugs:Chemistry and Biological Action[M].America:John Wiley & Sons,Inc,2011:22-23.
[5]Knoche B,Blaschke G.Investigations on the in vitro,racemization of thalidomide by high-performance liquid chromatography[J].J Chromatogr A,1994,666(1-2):235-240.
[6]Sharma V,Crne M,Park J O,et al.Structural origin of circularly polarized iridescence in jeweled beetles[J].Science,2009,325(5939):449-451.
[7]Weaver J C,Milliron G W,Miserez A,et al.The stomatopod dactyl club:A formidable damage-tolerant biological hammer[J].Science,2012,336(6086):1275-1280.
[8]Vignolini S,Rudall P J,Rowland A V,et al.Pointillist structural color in Pollia fruit[J].Proc Natl Acad Sci U S A,2012,109(39):15712-15715.
[9]Nguyen T,Maclachlan M J.Biomimetic chiral nematic mesoporous materials from crab cuticles[J].Adv Opt Mater,2015,2(11):1031-1037.
[10]刘虎威.气相色谱方法及应用(第二版)[M].北京:化学工业出版社,2007.
[11]党富民,卢春霞,孙凤霞,等.气相色谱-串联质谱法测定牛奶中16种邻苯二甲酸酯类化合物[J].化学研究与应用,2016,28(1):139-144.
[12]黄子敬,陈孟君,符靖雯,等.PTV-GC-MS/MS及UPLC-MS/MS测定水产品中多种农兽药残留[J].化学研究与应用,2018,30(8):1376-1387.
[13]Xie S M,Zhang Z J,Wang Z Y,et al.Chiral metal-organic frameworks for high-resolution gas chromatographic separations[J].J Am Chem Soc,2011,133(31):11892-11895.
[14]Sheng-Ming Xie,Xin-Huan Zhang,Ze-Jun Zhang,et al.Porous chiral metal-organic framework InH(D-C10H14O4)2 with anionic-type diamond network for high-resolution gas chromatographic enantioseparations[J].Anal Lett,2013,46(5):753-763.
[15]Zhang,Xin-huan,Xie,et al.Separation Performance of MOFs Zn(ISN)2 center dot 2H2O as Stationary;Phase for High-Resolution GC[J].Chromatogr,2013,76(13-14):831-836.
[16]Xie S,Wang B,Zhang X,et al.Chiral 3D open-framework material Ni(D‐cam)(H2O)2 used as GC stationary phase[J].Chirality,2014,26(1):27-32.
[17]Xie S M,Zhang X H,Wang B J,et al.3D chiral nanoporous metal-organic framework for chromatographic separation in GC[J].Chromatogr,2014,77(19-20):1359-1365.
[18]Zhang J H,Xie S M,Chen L,et al.A homochiral porous organic cage with high selectivity for the separation of racemates in GC[J].Anal Chem,2015,87(15):7817-7824.
[19]Zhang J H,Xie S M,Zhang M,et al.Novel inorganic mesoporous material with chiral nematic structure derived from nanocrystalline cellulose for high-resolution gas chromatographic separations[J].Anal Chem,2014,86(19):9595-9602.
[20]Li Y X,Fu S G,Zhang J H,et al.A highly ordered chiral inorganic mesoporous material used as stationary phase for high-resolution gas chromatographic separations[J].J Chromatogr A,2018,1557:99-106.
[21]Gu Z,Yan X.Metal-organic framework MIL-101 for high-resolution gas-chromatographic separation of xylene isomers and ethylbenzene[J].Angew Chem Int Edit,2010,122(8):1519-1522.
[22]Chang N,Gu Z Y,Yan X P.Zeolitic imidazolate framework-8 nanocrystal coated capillary for molecular sieving of branched alkanes from linear alkanes along with high-resolution chromatographic separation of linear alkanes[J].J Am Chem Soc,2010,132(39):13645-13647.
[23]Huang J,Wang X,Wang Z L.Controlled replication of butterfly wings for achieving tunable photonic properties[J].Nano Lett,2006,6(10):2325-2331.
[24]刘国诠,余兆楼.色谱柱技术(第2版)[M].北京:化学工业出版社,2005:68-69.