Сорбционные и энантиоселективные свойства бинарных неподвижных фаз на основе полидиметилсилоксана и полиэтиленгликоля и добавки гептакис-(2,3-О-диацетил-6-О-тозил)-β- циклодекстрина в условиях газовой хроматографии
Ключевые слова:
газо-жидкостная хроматография, полидиметилсилоксан, полиэтиленгликоль, бифункциональное производное β-циклодекстрина, термодинамика сорбции, энантиоселективность.
Аннотация
Изучены сорбционные и селективные свойства бинарных неподвижных фаз на основе
полимеров (полидиметилсилоксан ПМС-100 и полиэтиленгликоль ПЭГ-400) и гептакис-(2,3-О-
диацетил-6-О-тозил)-β-циклодекстрина в условиях газо-жидкостной хроматографии. Определены
температурные зависимости удельного объема удерживания Tg V
для 29 органических соединений, принадлежащих к разным классам, в том числе оптически активных. Обсуждены термодинамические аспекты образования агрегатов "сорбат - макроцикл" в исследуемых полимерных неподвижных фазах
и проявления ими энантиоселективных свойств.
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Литература
1. Schurig V. Chiral separations using gas
chromatography, Trends in analytical chemistry,
2002, V. 21, No 9+10, pp. 647-661.
2. Schurig V. Separation of enantiomers by
gas chromatography. J. of Chromatography A,
2001, V. 906, pp. 275-299.
3. Schurig V. Practice and theory of
enantioselective complexation gas
chromatography, J. of Chromatography A, 2002,
V. 965, pp. 315-356.
4. Juvancz Z. The role of cyclodextrins in
chiral selective chromatography, Trends in analytical chemistry, 2002, V. 21, No 5,
pp. 379-388.
5. Shitangkoona A., Yanchindaa J.,
Shiowatana J. Thermodynamic study on the gas
chromatographic separation of the enantiomers
of aromatic alcohols using heptakis(2,3-di-Omethyl-
6-O-tret-butyldimethylsilyl)-β-cyclodextrin
as a stationary phase, J. Chromatogr. A,
2004, V. 1049, pp. 223-226.
6. Suhua Qi, Ping Ai, Cenyi Wang et al. The
characteristics of a mixed stationary phase
containing Permethylated-b-CD and Perpentylated-
b-CD in gas chromatography, Separation
and Purification Technology, 2006, V. 48, pp.
310-313.
7. Tisse S., Peulon-Agasse V., Cardina P.,
Bouillon J.-P., Combret J.-C.. Capillary gas
chromatographic properties of three new monoesterpermethylated
β-cyclodextrin derivatives,
Anal. chim. Acta, 2006, V. 560, pp. 207-217.
8. Takahisa E., Engel K.-H. 2,3-Di-Omethoxymethyl-
6-O-tert-butyldimethylsilyl-γ-
cyclodextrin: a new class of cyclodextrin
derivatives for gas chromatographic separation
of enantiomers. J. Chromatogr. A, 2005, vol.
1063, pp.181-192.
9. Belyakov L.A., Varvarin A.M., Khora A.V.
Adsorbtsionnaya i khimicheskaya immobilizatsiya
β-tsiklodekstrina na poverkhnosti
dispersionnykh kremnezemov [Adsorption and
chemical immobilization of β-cyclodextrin on
the surface of silica dispersion], Ukrainskii
khimicheskii zhurnal, 2006, V. 72, No 3, pp. 30-
35.
10. Kartsova L.A., Makarov A.A., Popova
A.M. Quantitative evaluation of interactions of
organic compounds with 18-crown ethers and β-
cyclodextrin as components of stationary phases
for gas chromatography, J. analyt. chemistry,
2007, V. 62, No 3, pp. 270-276.
11. Grisales J.O., Lebed P.J., Keunchkarian S.
et al. Permethylated β-cyclodextrin in liquid
poly(oxyethylene) as a stationary phase for
capillary gas chromatography, J. Chromatogr. A,
2009, V. 1216, pp. 6844-6851.
12. Asztemborska M., Bielejewska A.,
Duszczyk K. et al. Comparative study on
camphor enantiomers behavior under the
conditions of gas-liquid chromatography and
reversed-phase high-performance liquid
chromatography systems modified with a- and
b-cyclodextrins, J. Chromatogr. A, 2000, V.
874, pp. 73-80.
13. Asztemborska M., Nowakowski R.,
Sybilska D. Separation ability and stoichiometry
of cyclodextrin complexes, J. Chromatogr. A,
2000, V. 902, pp. 381-387.
14. Asztemborska M., Sybilska D.,
Nowakowski R., Perez G. Chiral recognition
ability of α-cyclodextrin with regard to some
monoterpenoids under gas–liquid
chromatographic conditions, J. Chromatogr A,
2003, V. 1010, pp. 233-242.
15. Skorka M., Asztemborska M., Zukowski J.
Thermodynamic studies of complexation and
enantiorecognition processes of monoterpenoids
by α- and β-cyclodextrin in gas chromatography,
J. Chromatogr. A, 2005, V. 1078, pp.136-143.
16. Platonov V.I., Kuraeva Yu.G., Kazurov
D.M. et al. Sorbtsionnye svoistva smeshannoi
statsionarnoi fazy «polidimetilsiloksan -
permetilirovannnyi β-tsiklodekstrin» v usloviyakh
gazovoi khromatografii (Sorption
properties of mixed stationary phase
«polydimethylsiloxane - permethylated β-
cyclodextrin» in a gas chromatography), Vestnik
SamGU, 2012, No 3/1 (94), pp. 164-172.
17. Onuchak L.A., Platonov V.I., Kuraeva
Yu.G. Thermodynamics of the adsorption of
volatile organic compounds in a binary
polydimethylsiloxane-permethylated β-
cyclodextrin stationary phase, as measured by
gas chromatography, Russian journal of physical
chemistry A, 2013, V. 87, No 5, pp. 861-864.
18. Onuchak L.A., Kuraeva Yu.G., Platonov
V.I., Chvanov V.O. Gazokhromatograficheskoe
issledovanie sorbtsionnykh svoistv smeshannoi
polimernoi fazy, soderzhashchei atsetilirovannyi
β-tsiklodekstrin [Gas chromatographic study of
the sorption properties of the polymer mixed
phase comprising an acetylated β-cyclodextrin],
Sorbtsionnye i khromatograficheskie protsessy,
2012, V. 12, No 3, pp. 345-354.
19. Zhdanov Yu.A., Dorofeenko G.N.,
Korol'chenko G.A., Bogdanova G.V. Praktikum
po khimii uglevodovov, M.: Rosvuzizdat, 1963,
120 p.
20. Yashin Ya.I., Yashin E.Ya., Yashin A.Ya.
Gazovaya khromatografiya, M.: Izdatel'stvo
«TransLit», 2009, 528 p.
21. Kolb B. Gazovaya khromatografiya s
primerami i illyustratsiyami – Samara: Izdatel'stvo
«Samarskii universitet», 2007, 243 p.
21. Stid Dzh.V., Etvud Dzh. L.
Supramolekulyarnaya khimiya. M.: IKTs
«Akademkniga», 2007, 480 p.
chromatography, Trends in analytical chemistry,
2002, V. 21, No 9+10, pp. 647-661.
2. Schurig V. Separation of enantiomers by
gas chromatography. J. of Chromatography A,
2001, V. 906, pp. 275-299.
3. Schurig V. Practice and theory of
enantioselective complexation gas
chromatography, J. of Chromatography A, 2002,
V. 965, pp. 315-356.
4. Juvancz Z. The role of cyclodextrins in
chiral selective chromatography, Trends in analytical chemistry, 2002, V. 21, No 5,
pp. 379-388.
5. Shitangkoona A., Yanchindaa J.,
Shiowatana J. Thermodynamic study on the gas
chromatographic separation of the enantiomers
of aromatic alcohols using heptakis(2,3-di-Omethyl-
6-O-tret-butyldimethylsilyl)-β-cyclodextrin
as a stationary phase, J. Chromatogr. A,
2004, V. 1049, pp. 223-226.
6. Suhua Qi, Ping Ai, Cenyi Wang et al. The
characteristics of a mixed stationary phase
containing Permethylated-b-CD and Perpentylated-
b-CD in gas chromatography, Separation
and Purification Technology, 2006, V. 48, pp.
310-313.
7. Tisse S., Peulon-Agasse V., Cardina P.,
Bouillon J.-P., Combret J.-C.. Capillary gas
chromatographic properties of three new monoesterpermethylated
β-cyclodextrin derivatives,
Anal. chim. Acta, 2006, V. 560, pp. 207-217.
8. Takahisa E., Engel K.-H. 2,3-Di-Omethoxymethyl-
6-O-tert-butyldimethylsilyl-γ-
cyclodextrin: a new class of cyclodextrin
derivatives for gas chromatographic separation
of enantiomers. J. Chromatogr. A, 2005, vol.
1063, pp.181-192.
9. Belyakov L.A., Varvarin A.M., Khora A.V.
Adsorbtsionnaya i khimicheskaya immobilizatsiya
β-tsiklodekstrina na poverkhnosti
dispersionnykh kremnezemov [Adsorption and
chemical immobilization of β-cyclodextrin on
the surface of silica dispersion], Ukrainskii
khimicheskii zhurnal, 2006, V. 72, No 3, pp. 30-
35.
10. Kartsova L.A., Makarov A.A., Popova
A.M. Quantitative evaluation of interactions of
organic compounds with 18-crown ethers and β-
cyclodextrin as components of stationary phases
for gas chromatography, J. analyt. chemistry,
2007, V. 62, No 3, pp. 270-276.
11. Grisales J.O., Lebed P.J., Keunchkarian S.
et al. Permethylated β-cyclodextrin in liquid
poly(oxyethylene) as a stationary phase for
capillary gas chromatography, J. Chromatogr. A,
2009, V. 1216, pp. 6844-6851.
12. Asztemborska M., Bielejewska A.,
Duszczyk K. et al. Comparative study on
camphor enantiomers behavior under the
conditions of gas-liquid chromatography and
reversed-phase high-performance liquid
chromatography systems modified with a- and
b-cyclodextrins, J. Chromatogr. A, 2000, V.
874, pp. 73-80.
13. Asztemborska M., Nowakowski R.,
Sybilska D. Separation ability and stoichiometry
of cyclodextrin complexes, J. Chromatogr. A,
2000, V. 902, pp. 381-387.
14. Asztemborska M., Sybilska D.,
Nowakowski R., Perez G. Chiral recognition
ability of α-cyclodextrin with regard to some
monoterpenoids under gas–liquid
chromatographic conditions, J. Chromatogr A,
2003, V. 1010, pp. 233-242.
15. Skorka M., Asztemborska M., Zukowski J.
Thermodynamic studies of complexation and
enantiorecognition processes of monoterpenoids
by α- and β-cyclodextrin in gas chromatography,
J. Chromatogr. A, 2005, V. 1078, pp.136-143.
16. Platonov V.I., Kuraeva Yu.G., Kazurov
D.M. et al. Sorbtsionnye svoistva smeshannoi
statsionarnoi fazy «polidimetilsiloksan -
permetilirovannnyi β-tsiklodekstrin» v usloviyakh
gazovoi khromatografii (Sorption
properties of mixed stationary phase
«polydimethylsiloxane - permethylated β-
cyclodextrin» in a gas chromatography), Vestnik
SamGU, 2012, No 3/1 (94), pp. 164-172.
17. Onuchak L.A., Platonov V.I., Kuraeva
Yu.G. Thermodynamics of the adsorption of
volatile organic compounds in a binary
polydimethylsiloxane-permethylated β-
cyclodextrin stationary phase, as measured by
gas chromatography, Russian journal of physical
chemistry A, 2013, V. 87, No 5, pp. 861-864.
18. Onuchak L.A., Kuraeva Yu.G., Platonov
V.I., Chvanov V.O. Gazokhromatograficheskoe
issledovanie sorbtsionnykh svoistv smeshannoi
polimernoi fazy, soderzhashchei atsetilirovannyi
β-tsiklodekstrin [Gas chromatographic study of
the sorption properties of the polymer mixed
phase comprising an acetylated β-cyclodextrin],
Sorbtsionnye i khromatograficheskie protsessy,
2012, V. 12, No 3, pp. 345-354.
19. Zhdanov Yu.A., Dorofeenko G.N.,
Korol'chenko G.A., Bogdanova G.V. Praktikum
po khimii uglevodovov, M.: Rosvuzizdat, 1963,
120 p.
20. Yashin Ya.I., Yashin E.Ya., Yashin A.Ya.
Gazovaya khromatografiya, M.: Izdatel'stvo
«TransLit», 2009, 528 p.
21. Kolb B. Gazovaya khromatografiya s
primerami i illyustratsiyami – Samara: Izdatel'stvo
«Samarskii universitet», 2007, 243 p.
21. Stid Dzh.V., Etvud Dzh. L.
Supramolekulyarnaya khimiya. M.: IKTs
«Akademkniga», 2007, 480 p.
Опубликован
2019-11-20
Как цитировать
Kuraeva, Y. G., Onuchak, L. A., Voronina, E. Y., & Belousova, Z. P. (2019). Сорбционные и энантиоселективные свойства бинарных неподвижных фаз на основе полидиметилсилоксана и полиэтиленгликоля и добавки гептакис-(2,3-О-диацетил-6-О-тозил)-β- циклодекстрина в условиях газовой хроматографии. Сорбционные и хроматографические процессы, 14(6). извлечено от https://journals.vsu.ru/sorpchrom/article/view/1578
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