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Simultaneous Determination of Three Phenolic Compounds in Water Samples by Pre-column Derivatization Coupled with Reversed-Phase High Performance Liquid Chromatography

Year 2018, Volume: 46 Issue: 2, 147 - 157, 03.06.2018

Abstract

I
n this study, a sensitive and accurate method for simultaneous separation and determination of three
phenolic compounds (phenol, m-cresol and resorcinol) in water by revesed-phase high performance
liquid chromatography using uv-visible detection has been described. Pre-column derivatization with
4-aminoantipyrine is used for the seperation and determination phenol, m-cresol and resorcinol in water. The
derivatives formed within 5 min were extracted with chloroform and then analyzed by liquid chromatography
with UV-visible detection at 440 nm. Chromatographic separation was performed using a reversed-phase
column and acetonitrile-water (45:55%, v/v) as the mobile phase. The three derivatives were elueted in 13 min.
The detection limits of phenol, m-cresol and resorcinol in a standard water sample were between 0.07 and 0.09
μg.L-1 for 100 mL respectively. The recoveries of the derivatives from pure water were betweeen 97.1-102.3%
within relative standard deviations of 2.3-4.7%. The method was applied to the analysis of phenols in different
water samples.

References

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  • S. Lacorte, A. Latorre, D. Barcelo, A. Rigol, A. Malmiqvist, T. Welander, Organic compounds in papwer-mill process waters and effluents, Trends Anal. Chem., 22 (2003) 725-737.
  • J. Michalowich, W. Duda, Phenols-sources and toxicity, Pol. J. Environ. Stud., 16 (2007) 347-362.
  • K.O. Lupetti, F.R.P. Rocha, O. Fatibello-Filho, An immproved flow system for phenols determination explieting multicommutation and long pathlength spectrophotometry, Talanta, 62 (2004) 463-469.
  • A. Asan, I. Isildak, Determination of major phenolic compounds in water by reversed-phase liquid chromatography after pre-column derivatization with benzoyl chloride. J. Chromatogr. A, 988 (2003) 145- 149.
  • L. Zhao, K.H. Lee, Determination of phenols in water using.Liquid phase microextraction with back extraction combined with high-prformance liquid chromatography, J. Chromatogr. A, 931 (2001) 95-105.
  • H. Bagheri, A. Mohammadi, A. Salemi, On-line trace enrichment of phenolic compounds from water using a pyrrole-based polymer as the solid-phase extraction sorbent coupled with high-performance liquid chromatography, Anal. Chim. Acta, 513 (2004) 445-449.
  • G. Marrubini, E. Calleri, T. Coccini, A.F. Castoldi, L. Manzo, Direct analysis of phenol, catechol and hydroquinone in human urine by coupled-column HPLC with fluorimetric detection, Chromatographia, 62 (2005) 25-31.
  • N. Sharma, A. Jain, V. Kumari Singh, K.K. Verma, Solid-phase extraction combined with headspace single-drop microextraction of chlorophenols as their methyl ethers and analysis by high-performance liquid chromatography-diode array detection, Talanta, 83 (2011) 994-999.
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  • R.G. Dolatto, I. Messerschmidt, B.F. Pereira, R. Martinazzo, G. Abate, Preconcentration of polar phenolic compounds from water samples and soil extract by liquid-phase micro extraction and determination via liquid chromatography with ultraviolet detection, Talanta, 148 (2016) 292-300.
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  • J.A. Padilla-Sánces, P. Plaza-Bolaños, R. RomeroGonzález, N. Barco-Bonilla, J.L. Martínez-Vidal, A. Garrido-Frenich, Simultaneous analysis of chlorophenols, alkylphenols, nitrophenols and cresols in wastewater effluents, using solid phase extraction and further determination by gas chromatographytandem mass spectrometry, Talanta, 85 (2011) 2397- 2404.
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  • Y.C. Fiamegos, A-P. Kefala, C.D. Stalikas, Ion-pair single-drop microextraction versus phase-transfer catalytic extraction for the gas chromatographic determination of phenols as tosylated derivatives, J. Chromatogr. A, 1190 (2009) 44-51.
  • E.L.B. Lourenço, A. Ferreira, E. Pinto, M. Yonamine, S.H.P. Farsky, On-fiber derivatization of SPME extracts of phenol, hydroquinone and catechol with GC-MS detection, Chromatographia, 62 (2006) 175- 179.
  • W. Wei, X. Yin, X. He, pH-mediated dual-cloud point extraction as a preconcentration and clean-up technique for capillary electrophoresis determination of phenol and m-nitrophenol, J. Chromatogr. A, 1202 (2008) 212-215.
  • T. Li, Q. Jia, L. Song, R. Su, Y. Lei, W. Zhou, H. Li, Coupling poly-(methacrylic acid-co-ethylene glycol dimethacrylate) monolith micro extraction to capillary electrophoresis for the determination of phenols in water samples. Talanta, 78 (2009) 1497-1502.
  • L. Zhu, H.K. Ee., L. Zhao, H.K. Lee, Analysis of phenoxy herbicides in bovine milk by means of liquid-liquid micro extraction with a hollow-fiber membrane. J. Chromatogr. A, 963 (2002) 335-343.
  • W.L. Chen, G.S. Wang, J.C. Gwo, C.Y. Chen, Ultra-high performance liquid chromatography/tandem mass spectrometry determination of feminizing chemicals in river water, sediment and tissue pretreated using disk-type solid-phase extraction and matrix solidphase dispersion, Talanta, 89 (2012) 237-245.
  • E. Morita, E. Nakamura, Solid-phase extraction of antipyrine dye for spectrophotometric determination of phenolic compounds in water, Anal. Sci., 27 (2011) 489-492.
  • S.R. Tambe, R.H. Shinde, L.R. Gupta, V. Pareek, S.B. Bhalerao, Development of lle and spe procedures and its applications for determination of olmesartan in human plasma using RP-HPLC and HPTLC. J. Liq. Chromatogr. Relat. Technol., 33 (2010) 423-430.
  • Topic Q2A, Validation of analytical Procedures, Methodology, International Conference on Harmonization, Brussels, Belgium, 1995.
  • C.M. Riley, T.W. Rosanske, Development and validation analytical methods, Amsterdam: Elsevier, 1996.
Year 2018, Volume: 46 Issue: 2, 147 - 157, 03.06.2018

Abstract

References

  • M.L. Soto, A. Moure, H. Domínguez, J.C. Parajó, Recovery, concentration and purification of phenolic compounds by adsorption: a review, J. Food Eng., 105 (2011) 1-27.
  • A. Penalver, E. Pocurrull, F. Borrull, R.M. Marce, Solidphase microextraction coupled to high-performance liguid chromatography to determine phenolic compounds in water samples, J. Chromatogr. A, 953 (2002) 79-87.
  • H. Xu, Y. Liao, J. Yao, Development of a novel ultrasound-assisted head-space liquid-phase microextraction and its application to the analysis of chlorophenols in real aqueous samples, J. Chromatogr. A, 1167 (2007) 1-8.
  • EPA. Methad 604, Phenols, Part VIII, 40 CFR part 136. US Environmental Protection Agecy, 26 july 2014.
  • M. L. Barrico, C. Nabais, M.J. Martins, H. Freitas, Sources of phenolic compounds in two catchments of southern Potugal-effect of season, land use and soil type, Chemosphere, 65 (2006) 482-488.
  • A.R. Sousa, M.A. Trancoso, Validation of an environmental friendly segmented flow method for the determination of phenol index in waters as alternative to the conventional one, Talanta, 79 (2009) 769-803.
  • S. Lacorte, A. Latorre, D. Barcelo, A. Rigol, A. Malmiqvist, T. Welander, Organic compounds in papwer-mill process waters and effluents, Trends Anal. Chem., 22 (2003) 725-737.
  • J. Michalowich, W. Duda, Phenols-sources and toxicity, Pol. J. Environ. Stud., 16 (2007) 347-362.
  • K.O. Lupetti, F.R.P. Rocha, O. Fatibello-Filho, An immproved flow system for phenols determination explieting multicommutation and long pathlength spectrophotometry, Talanta, 62 (2004) 463-469.
  • A. Asan, I. Isildak, Determination of major phenolic compounds in water by reversed-phase liquid chromatography after pre-column derivatization with benzoyl chloride. J. Chromatogr. A, 988 (2003) 145- 149.
  • L. Zhao, K.H. Lee, Determination of phenols in water using.Liquid phase microextraction with back extraction combined with high-prformance liquid chromatography, J. Chromatogr. A, 931 (2001) 95-105.
  • H. Bagheri, A. Mohammadi, A. Salemi, On-line trace enrichment of phenolic compounds from water using a pyrrole-based polymer as the solid-phase extraction sorbent coupled with high-performance liquid chromatography, Anal. Chim. Acta, 513 (2004) 445-449.
  • G. Marrubini, E. Calleri, T. Coccini, A.F. Castoldi, L. Manzo, Direct analysis of phenol, catechol and hydroquinone in human urine by coupled-column HPLC with fluorimetric detection, Chromatographia, 62 (2005) 25-31.
  • N. Sharma, A. Jain, V. Kumari Singh, K.K. Verma, Solid-phase extraction combined with headspace single-drop microextraction of chlorophenols as their methyl ethers and analysis by high-performance liquid chromatography-diode array detection, Talanta, 83 (2011) 994-999.
  • M.C. Alcudia-León, R. Lucena, S. Cárdenas, M. Valcárcel. Determination of phenols in waters by stir membrane liquid-liquid-liquid micro extraction coupled to liquid chromatography with ultraviolet detection, J. Chromatogr. A, 1218 (2011) 2176-2181.
  • Y. Huang, W.W. Lu, B. Chen, M. Wu, S.G. Li, Determination of 13 phenolic compounds in rice wine by high-performance liquid chromatography, Food Anal. Methods, 8 (2015) 825-832.
  • R.G. Dolatto, I. Messerschmidt, B.F. Pereira, R. Martinazzo, G. Abate, Preconcentration of polar phenolic compounds from water samples and soil extract by liquid-phase micro extraction and determination via liquid chromatography with ultraviolet detection, Talanta, 148 (2016) 292-300.
  • L. Montero, S. Conradi, H. Weiss, P. Popp, Determination of phenols in lake and ground water samples by stir bar sorptive extraction-thermal desorption-gas chromatography-mass spectrometry, J. Chromatogr. A, 1071 (2005) 163-169.
  • H. Faraji, M.S.Tehrani, S.W. Husain, Pre-concentration of phenolic compounds in water samples by novel liquid-liquid microextraction and determination by gas chromatography-mass spectrometry, J. Chromatogr. A, 1216 (2009) 8569-8574.
  • J.A. Padilla-Sánces, P. Plaza-Bolaños, R. RomeroGonzález, N. Barco-Bonilla, J.L. Martínez-Vidal, A. Garrido-Frenich, Simultaneous analysis of chlorophenols, alkylphenols, nitrophenols and cresols in wastewater effluents, using solid phase extraction and further determination by gas chromatographytandem mass spectrometry, Talanta, 85 (2011) 2397- 2404.
  • H. Ghorbanpour, A. Yadeghari, L. Khoshmaram, M.A. Farajzadeh, Air-assisted liquid-liquid microextraction for simultaneous derivatization, extraction, and preconcentration of some phenolic compounds. Anal. Methods, 6 (2014) 7733-7743.
  • Y.C. Fiamegos, A-P. Kefala, C.D. Stalikas, Ion-pair single-drop microextraction versus phase-transfer catalytic extraction for the gas chromatographic determination of phenols as tosylated derivatives, J. Chromatogr. A, 1190 (2009) 44-51.
  • E.L.B. Lourenço, A. Ferreira, E. Pinto, M. Yonamine, S.H.P. Farsky, On-fiber derivatization of SPME extracts of phenol, hydroquinone and catechol with GC-MS detection, Chromatographia, 62 (2006) 175- 179.
  • W. Wei, X. Yin, X. He, pH-mediated dual-cloud point extraction as a preconcentration and clean-up technique for capillary electrophoresis determination of phenol and m-nitrophenol, J. Chromatogr. A, 1202 (2008) 212-215.
  • T. Li, Q. Jia, L. Song, R. Su, Y. Lei, W. Zhou, H. Li, Coupling poly-(methacrylic acid-co-ethylene glycol dimethacrylate) monolith micro extraction to capillary electrophoresis for the determination of phenols in water samples. Talanta, 78 (2009) 1497-1502.
  • L. Zhu, H.K. Ee., L. Zhao, H.K. Lee, Analysis of phenoxy herbicides in bovine milk by means of liquid-liquid micro extraction with a hollow-fiber membrane. J. Chromatogr. A, 963 (2002) 335-343.
  • W.L. Chen, G.S. Wang, J.C. Gwo, C.Y. Chen, Ultra-high performance liquid chromatography/tandem mass spectrometry determination of feminizing chemicals in river water, sediment and tissue pretreated using disk-type solid-phase extraction and matrix solidphase dispersion, Talanta, 89 (2012) 237-245.
  • E. Morita, E. Nakamura, Solid-phase extraction of antipyrine dye for spectrophotometric determination of phenolic compounds in water, Anal. Sci., 27 (2011) 489-492.
  • S.R. Tambe, R.H. Shinde, L.R. Gupta, V. Pareek, S.B. Bhalerao, Development of lle and spe procedures and its applications for determination of olmesartan in human plasma using RP-HPLC and HPTLC. J. Liq. Chromatogr. Relat. Technol., 33 (2010) 423-430.
  • Topic Q2A, Validation of analytical Procedures, Methodology, International Conference on Harmonization, Brussels, Belgium, 1995.
  • C.M. Riley, T.W. Rosanske, Development and validation analytical methods, Amsterdam: Elsevier, 1996.
There are 31 citations in total.

Details

Primary Language English
Journal Section Articles
Authors

Adem Asan

M.umut Konanç This is me

Bedia Akmeşe This is me

Publication Date June 3, 2018
Acceptance Date February 23, 2018
Published in Issue Year 2018 Volume: 46 Issue: 2

Cite

APA Asan, A., Konanç, M., & Akmeşe, B. (2018). Simultaneous Determination of Three Phenolic Compounds in Water Samples by Pre-column Derivatization Coupled with Reversed-Phase High Performance Liquid Chromatography. Hacettepe Journal of Biology and Chemistry, 46(2), 147-157.
AMA Asan A, Konanç M, Akmeşe B. Simultaneous Determination of Three Phenolic Compounds in Water Samples by Pre-column Derivatization Coupled with Reversed-Phase High Performance Liquid Chromatography. HJBC. June 2018;46(2):147-157.
Chicago Asan, Adem, M.umut Konanç, and Bedia Akmeşe. “Simultaneous Determination of Three Phenolic Compounds in Water Samples by Pre-Column Derivatization Coupled With Reversed-Phase High Performance Liquid Chromatography”. Hacettepe Journal of Biology and Chemistry 46, no. 2 (June 2018): 147-57.
EndNote Asan A, Konanç M, Akmeşe B (June 1, 2018) Simultaneous Determination of Three Phenolic Compounds in Water Samples by Pre-column Derivatization Coupled with Reversed-Phase High Performance Liquid Chromatography. Hacettepe Journal of Biology and Chemistry 46 2 147–157.
IEEE A. Asan, M. Konanç, and B. Akmeşe, “Simultaneous Determination of Three Phenolic Compounds in Water Samples by Pre-column Derivatization Coupled with Reversed-Phase High Performance Liquid Chromatography”, HJBC, vol. 46, no. 2, pp. 147–157, 2018.
ISNAD Asan, Adem et al. “Simultaneous Determination of Three Phenolic Compounds in Water Samples by Pre-Column Derivatization Coupled With Reversed-Phase High Performance Liquid Chromatography”. Hacettepe Journal of Biology and Chemistry 46/2 (June 2018), 147-157.
JAMA Asan A, Konanç M, Akmeşe B. Simultaneous Determination of Three Phenolic Compounds in Water Samples by Pre-column Derivatization Coupled with Reversed-Phase High Performance Liquid Chromatography. HJBC. 2018;46:147–157.
MLA Asan, Adem et al. “Simultaneous Determination of Three Phenolic Compounds in Water Samples by Pre-Column Derivatization Coupled With Reversed-Phase High Performance Liquid Chromatography”. Hacettepe Journal of Biology and Chemistry, vol. 46, no. 2, 2018, pp. 147-5.
Vancouver Asan A, Konanç M, Akmeşe B. Simultaneous Determination of Three Phenolic Compounds in Water Samples by Pre-column Derivatization Coupled with Reversed-Phase High Performance Liquid Chromatography. HJBC. 2018;46(2):147-5.

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