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A block copolymer covalent coating acting as surfactants in separation of 2-[hydroxy(4-nitrophenyl)methyl]-cyclopent-2-enone and 4-nitrobenzaldehyde by capillary electrophoresis |
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| Authors: | Juan Qiao Li Qi Huimin Ma Jun Yang Yi Chen |
| Affiliation: | a Beijing National Laboratory of Molecular Science, Laboratory of Analytical Chemistry for Life Science, Institute of Chemistry, Chinese Academy of Sciences, No. 2 Beiyijie, Zhongguancun, Beijing 100190, China b Graduate School, Chinese Academy of Sciences, Beijing 100049, China c College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China d College of Pharmacy, Hebei University, Baoding 071002, China |
| Abstract: | An innovative block copolymer capillary coating P(MAn-alt-St)127-b-PSt592, synthesized by maleic anhydride and styrene, was developed as a new kind of coating for capillary electrophoresis. The covalent bond coating was effectively applied in the separation of raw material (4-nitrobenzaldehyde) and production (2-[hydroxy(4-nitrophenyl)methyl]-cyclopent-2-enone) in a Baylis-Hillman reaction using ammonium acetate with 20% tetrahydrofuran (v/v) as the buffer solution. Electroosmotic flow measurement gave an instantly stable value after 70 times continued injection in 5 days and showed that P(MAn-alt-St)127-b-PSt592 coatings could suppress electroosmotic flow effectively compared with the bare capillary. The effects of tetrahydrofuran and the pH of buffer on the separation were investigated. The characteristics of the coatings to form micelles similar to surfactants were detected by atomic force microscopy. Moreover, the superiority of this coating was further applied in the separation of four aromatic amines. |
| Keywords: | CE, capillary electrophoresis MS, mass spectrometry HPCE, high performance capillary electrophoresis NMR, nuclear magnetic resonance GPC, gel permeation chromatography AFM, atomic force microscopy SEM, scanning electron microscope EOF, electroosmotic flow Rs, resolution MEKC, micellar electro kinetic capillary chromatography CMC, critical micellar concentration RSDs, relative standard deviations CTAB, cetyltrimethylammonium bromide MAn, maleic anhydride St, styrene THF, tetrahydrofuran SDS, sodium dodecyl sulfate SDC, sodium deoxycholate DMSO, dimethylsulfoxide AIBN, azo-bis-isobutryonitrile BTBA, (S)-benzyl dithiobenzoate APTES, 3-aminopropyltriethoxysilane HNE, 2-[hydroxy(4-nitrophenyl)methyl]-cyclopent-2-enone NBA, 4-nitrobenzaldehyde |
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