Sains Malaysiana 50(11)(2021): 3241-3250

http://doi.org/10.17576/jsm-2021-5011-08

 

 

Separation of Polar Compounds using Poly(Ethylene Oxide) Bonded Stationary Capillary Liquid Chromatography

(Pengasingan Sebatian Kutub menggunakan Kromatografi Cecair Kapilari Terikat Poli(Etilena Oksida))

 

ROZA LINDA1*, ABDULLAH1, MOHAMAD RAFI2, ASTER RAHAYU3, LEE WAH LIM4 & TOYOHIDE TAKEUCHI4

 

1Department of Chemistry Education, Faculty of Education and Teacher Training, University of Riau, Pekanbaru, Indonesia

 

2Department of Chemistry, Faculty of Mathematics and Natural Sciences, IPB University, Bogor, Indonesia

 

3Department of Chemical Engineering, Faculty of Industrial Technology, Ahmad Dahlan University, Yogyakarta, Indonesia

 

4Department of Chemistry and Biomolecular Science, Faculty of Engineering, Gifu University, Gifu, Japan

 

Received: 21 April 2020/Accepted: 15 March 2021

 

ABSTRACT

Poly(ethylene oxide) (PEO) bonded stationary phase has been synthesized by a single and simple step reaction. Poly(ethylene glycol monomethyl ether p-toluene sulfonate) (tosylated-PEO, molecular weight 900, n ≈ 18) was chemically bonded to 3-aminopropyl silica (TSKgel NH2-60, 5 µm particle size, and 60 Å mean pore diameter). The prepared stationary phase was able to separate polar compounds such as phenolics and nucleobases in capillary liquid chromatography. The retention and separation of phenolics and nucleobases could be achieved under isocratic elution condition. Nucleobases such as thymine, adenine, uracil, uridine, cytidine and toluene and phenolics (phenol, pyrocatechol, pyrogallol) were baseline separated in less than 6 min using 98% acetonitrile and less than 7 minutes using 80% acetonitrile, respectively. We demonstrated that the retention of nucleobases as analyte decreased with decreasing eluent concentration. The retention of these polar compounds was believed to be based on dipole-dipole and/or hydrogen-bonding interactions.

Keywords: Capillary liquid chromatography; poly(ethylene oxide); polar compounds

 

ABSTRAK

Fasa pegun terikat poli(etilena oksida) (PEO) telah disintesis melalui tindak balas langkah tunggal dan sederhana. Poli(etilena glikol monometil eter p-toluena sulfonat) (tosilated-PEO, berat molekul 900, n ≈ 18) secara kimia terikat pada silika 3-aminopropil (TSKgel NH2-60, ukuran zarah 5 µm dan diameter liang 60%). Fasa pegun yang disediakan dapat memisahkan sebatian kutub seperti fenol dan nukleobes dalam kromatografi cecair kapilari. Pengekalan dan pemisahan fenol dan nukleobes dapat dicapai dalam keadaan elusi isokratik. Nukleobes seperti timin, adenin, urasil, uridin, sitidin dan toluena serta fenol (fenol, pirokatekol, pirogalol) dipisahkan awal dalam masa kurang dari 6 minit menggunakan 98% asetonitril dan kurang dari 7 minit masing-masing menggunakan 80% asetonitril. Kami menunjukkan bahawa pengekalan nukleobes sebagai analit menurun dengan penurunan kepekatan eluen. Pengekalan sebatian kutub ini dipercayai berdasarkan interaksi ikatan dipol-dipol dan/atau hidrogen.

Kata kunci: Kromatografi cecair kapilari; polietilena oksida; sebatian kutub  

 

REFERENCES

Dier, T.K.F., Rauber, D., Jauch, J., Hempelmann, R. & Volmer, D.A. 2017. Novel mixed-mode stationary phases for chromatographic separation of complex mixtures of decomposed lignin. Chemistry Select 2: 779-786.

Faria, A.M., Collins, K.E. & Collins, C.H. 2006. New stationary phases for high-performance liquid chromatography based on poly(methyltetradecylsiloxane) thermally immobilized onto zirconized silica. Journal of Chromatography A 1122: 114-122.

Guo, Z., Liu, Y., Xu, J., Xu, Q., Xue, X., Zhang, F., Ke, Y., Liang, X. & Lei, A. 2008. Novel reversed-phase high-performance liquid chromatography stationary phase with oligo(ethylene glycol) “click” to silica. Journal of Chromatography A 1191: 78-82.

Guo, W., Chen, R., Liu, Y., Meng, M., Meng, X., Hu, Z. & Song, Z. 2013. Preparation of ion-imprinted mesoporous silica SBA-15 functionalized with triglycine for selective adsorption of Co(II). Colloids and Surfaces A: Physicochemical and Engineering Aspects 436: 693-703.

Imtakt. 2020. Scherzo SM-C18. https://www.imtaktusa.com/product/scherzo-sm-c18/. Accessed on March 2020.

Jandera, P. & Hajek, T. 2009. Utilization of dual retention mechanism on columns with bonded PEG and diol stationary phases for adjusting the separation selectivity of phenolic and flavone natural antioxidants. Journal of Separation Science 32: 3603-3619.

Javadian, H., Koutenaei, B.B., Khatti, R. & Toosi, M. 2017. Application of functionalized nano HMS type mesoporous silica with N-(2-aminoethyl)-3-aminopropyl methyldimethoxysilane as a suitable adsorbent for removal of Pb(II) from aqoeous media and industrial wastewater. Journal of Saudi Chemical Society 21: 219-230.

Jodeh, S., Amarah, J., Radi, S., Hamed, O., Warad, I., Salghi, R., Chetouni, A., Samhan, S. & Alkowni, R. 2016. Removal of methylene blue from industrial wastewater in Palestine usingpolysiloxane surface modified with bipyrazolic tripodal receptor. Moroccan Journal of Chemistry 4: 140-156.

Lim, L.W. 2015. Development of micro-flow-controlled techniques and novel stationary phases in capillary liquid chromatography. Chromatography 36: 1-12.

Linda, R., Lim, L.W. & Takeuchi, T. 2013. Poly(ethylene oxide)-bonded stationary phase for separation of inorganic anions in capillary ion chromatography. Journal of Chromatography A 1294: 117-121.

Polu, A.R. & Kumar, R. 2011. Impedance spectroscopy and ftir studies of PEG–based polymer electrolytes. E-Journal of Chemistry 8: 347-353.

Radi, S., Tighadouini, S., Toubi, Y. & Bacquet, M. 2011. Polysiloxane surface modified with bipyrazolic tripodal receptor for quantitative lead adsorption. Journal of Hazardous Materials 185: 494-501.

Sun, M., Feng, J., Luo, L., Liu, X. & Jiang, S. 2013. Benzimidazole modified silica as a novel reversed-phase and anion-exchangemixed-mode stationary phase for HPLC. Talanta 105: 135-141.

Takeuchi, T. & Ishii, D. 1981. High-performance micro packed flexible columns in liquid chromatography. Journal of Chromatography A 213: 25-32.

Takeuchi, T., Oktavia, B. & Lim, L.W. 2009. Poly(ethylene oxide)-bonded stationary phase for capillary ion chromatography. Analytical and Bioanalytical Chemistry 393: 1267-1272.

Wang, L., Wei, W., Xia, Z., Jie, X. & Xia, Z.Z. 2016a. Recent advances in materials for stationary phases of mixed-mode high-performance liquid chromatography. Trends in Analytical Chemistry 80: 495-506.

Wang, Q., Xu, L. & Xue, Y.W. 2016b. Preparation, evaluation, and application of a novel reversed-phase/zwitterionic/hydrophilic interaction liquid chromatographic mixed-mode stationary phase. Journal of Liquid Chromatography & Related Technologies 39: 598-606.

Wei, Z., Fu, Q., Cai, J., Huan, L., Zhao, J., Shi, H., Jin, Y. & Liang, X. 2016. Evaluation and application of a mixed-mode chromatographic stationary phase in two-dimensional liquid chromatography for the separation of traditional Chinese medicine. Journal of Separation Science 39: 2221-2228.

Yusmaniar, Y., Darwis, D., Afrizal, A. & Annisa, A. 2018. Synthesis of silica of rice husk modification (3-aminopropyl) trietoxysilane for adsorption methylene blue. In The 3rd Annual Applied Science and Engineering Conference (AASEC), edited by Rachid, B., Cherifa, B.Z., Vladimir, B., Heidi, G., Eric, L., Ming-Jung, Z. & Zhein, Z. Bandung, Indonesia: MATEC Web of Conferences, April 11, 2018. 197: 09009.

Zhang, F., Shen, G., Ji, S. & Yang, B. 2015. Recent advances of stationary phases for hydrophilic interaction liquid chromatography and ion chromatography. Journal of Liquid Chromatography and Related Technologies 38: 349-352.

Zhang, X., Wu, W., Wang, J. & Tian, X. 2008. Direct synthesis and characterization of highly ordered functional mesoporous silica thin films with high amino-groups content. Applied Surface Science 254: 2893-2899.

 

*Corresponding author; email: rozalinda@gmail.com

 

 

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