Skip to main content
Log in

Preparation of Acryloyl β-Cyclodextrin Organic Polymer Monolithic Column and Its Application in Solid-Phase Microextraction and HPLC Analysis for Carbofuran and Carbaryl in Rice

  • Published:
Food Analytical Methods Aims and scope Submit manuscript

Abstract

An acryloyl β-cyclodextrin (A-β-CD) monolithic column for solid-phase microextraction (SPME) and determination of carbofuran and carbaryl by high-performance liquid chromatography (HPLC) have been prepared through a “one-step” polymerization method. The synthesis conditions, including the volume of cross-linker, the ratio and volume of mixed porogenic solvent consisted of methanol and N,N-dimethylformamide were optimized. The prepared monolithic column was characterized by thermogravimeteric analysis (TGA), scanning electron microscopy (SEM), Fourier transform infrared spectroscopy (FT-IR), and Brunner-Emmet-Teller (BET) measurement. The eluent type, volume and flow rate, sample volume, flow rate, acidity, and ionic strength were optimized in detail. Under the optimized conditions, a simple, rapid, and sensitive SPME-HPLC method was developed for determination of carbofuran and carbaryl in rice samples. The method yielded a linear calibration curve in the concentration ranges of 1.5–200 μg/kg for carbofuran and 0.3–200 μg/kg for carbaryl with correlation coefficients (R 2) of above 0.9955. Limits of detection (S/N = 3) were 0.5 μg/kg for carbofuran and 0.1 μg/kg for carbaryl, respectively. The recoveries of this method ranged from 88.1 to 105.8%. The relative standard deviations were less than 8.1%.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6

Similar content being viewed by others

References

  • Crini G (2005) Recent developments in polysaccharide-based materials used as adsorbents in wastewater treatment. Prog Polym Sci 30:38–70

    Article  CAS  Google Scholar 

  • Crini G, Morcellet M (2002) Synthesis and applications of adsorbents containing cyclodextrins. J Sep Sci 25:789–813

    Article  CAS  Google Scholar 

  • Djozan D, Farajzadeh MA, Sorouraddin SM (2011) Synthesis and application of high selective monolithic fibers based on molecularly imprinted polymer for SPME of trace methamphetamine. Chromatographia 73:975–983

    Article  CAS  Google Scholar 

  • Dong HQ, Li YY, Li L, Shi DL (2011) Cyclodextrins polymer based (pseudo) polyrotaxanes for biomedical applications. Prog Chem 23:914–922

    CAS  Google Scholar 

  • Dzuman Z, Zachariasova M, Veprikova Z, Godula M, Hajslova J (2015) Multi-analyte high performance liquid chromatography coupled to high resolution tandem mass spectrometry method for control of pesticide residues, mycotoxins, and pyrrolizidine alkaloids. Anal Chim Acta 863:29–40

    Article  CAS  Google Scholar 

  • Gong YH, Lee HK (2003) Application of cyclam-capped β-cyclodextrin-bonded silica particles as a chiral stationary phase in capillary electrochromatography for enantiomeric separations. Anal Chem 75:1348–1354

    Article  CAS  Google Scholar 

  • González DM, Pérez JF, García-Campaña AM, Gracia LG (2014) Determination of carbamates in edible vegetable oils by ultra-high performance liquid chromatography-tandem mass spectrometry using a new clean-up based on zirconia for QuEChERS methodology. Talanta 128:299–304

    Article  Google Scholar 

  • Gonzálvez A, Armenta S, Pastor A, Guardia M (2008) Searching the most appropriate sample pretreatment for the elemental analysis of wines by inductively coupled plasma-based techniques. J Agric Food Chem 56:4943–4954

    Article  Google Scholar 

  • Hogendoorn EA, Goewie CE, van Zoonen P (1991) Application of HPLC column-switching in pesticide residue analysis. J Anal Chem 339:348–356

    Article  CAS  Google Scholar 

  • Hu C, He M, Chen BB, Hu B (2012) Determination of estrogens in pork and chicken samples by stir bar sorptive extraction combined with high performance liquid chromatography-ultraviolet detection. J Agric Food Chem 60:10494–10500

    Article  CAS  Google Scholar 

  • Hyötyläinen TL (2009) Critical evaluation of sample pretreatment techniques. Anal Bioanal Chem 34:743–758

    Article  Google Scholar 

  • Jia W, Chu XG, Ling Y, Huang J (2014) High-throughput screening of pesticide and veterinary drug residuesin baby food by liquid chromatography coupled to quadrupole orbit rap mass spectrometry. J Chromatogr A 1347:122–128

    Article  CAS  Google Scholar 

  • Mckinlay R, Plant JA, Bell JNB, Voulvoulis N (2008) Endocrine disrupting pesticides: implications for risk assessment. Environ Int 34:168–183

    Article  CAS  Google Scholar 

  • Moreno AU, López SH, Reichert B, Fernández AL, Guil MDH, Fernández-Alba AR (2015) Microflow liquid chromatography coupled to mass spectrometry-an approach to significantly increase sensitivity, decrease matrix effects, and reduce organic solvent usage in pesticide residue analysis. Anal Chem 87:1018–1025

    Article  Google Scholar 

  • Morin-Crini N, Crini G (2013) Environmental applications of water-insoluble β-cyclodextrin-epichlorohydrin polymers. Prog Polym Sci 38:344–368

    Article  CAS  Google Scholar 

  • Richardson SD, Ternes TA (2014) Water analysis: emerging contaminants and current issues. Anal Chem 86:2813–2848

    Article  CAS  Google Scholar 

  • Satinsky D, Naibrtova L, Fernandez-Ramos C, Solich P (2015) An on-line SPE-HPLC method for effective sample preconcentation and determination of fenoxycarb and cis trans-permethrin in surface waters. Talanta 142:124–130

    Article  CAS  Google Scholar 

  • Shen H, Ji H (2011) Application of cyclodextrin derivatives in liquid phase organic synthesis. Chin J Org Chem 31:791–803

    CAS  Google Scholar 

  • Singh M, Sharma R, Banerjee UC (2002) Biotechnological applications of cyclodextrins. Biotechnol Adv 20:341–359

    Article  CAS  Google Scholar 

  • Song LX, Dang Z (2009) Thermal decomposition behavior of sodium arsenite in the presence of carbonized β-cyclodextrin. J Phys Chem B 113:4998–5000

    Article  CAS  Google Scholar 

  • Song W, Zhang YQ, Li GJ, Chen HY, Wang H, Zhao Q, He D, Zhao C, Ding L (2014) A fast, simple and green method for the extraction of carbamate pesticides from rice by microwave assisted steam extraction coupled with solid phase extraction. J Agric Food Chem 143:192–198

    Article  CAS  Google Scholar 

  • Sugitate K, Saka M, Serino TS, Nakamura SD, Toriba A, Hayakawa K (2012) Matrix behavior during sample preparation using metabolomics analysis approach for pesticide residue analysis by GC-MS in agricultural products. J Agric Food Chem 60:10226–10234

    Article  CAS  Google Scholar 

  • Szejtli J (2004) Past, present and future of cyclodextrin research. Pure Appl Chem 76:1825–1845

    Article  CAS  Google Scholar 

  • Tan J, Jiang ZT, Li R, Yan XP (2012) Molecularly-imprinted monolithic columns for sample treatment and separation. Trends Anal Chem 39:207–217

    Article  CAS  Google Scholar 

  • Tolokan A, Horvai G (1998) Automation of sample pretreatment for liquid chromatography. Mikrochim Acta 128:19–29

    Article  CAS  Google Scholar 

  • Wang TT, Chen YH, Ma JF, Qian Q, Jin ZF, Zhang LH, Zhang YK (2016) Attapulgite nanoparticles-modified monolithic column for hydrophilic in-tube solid-phase microextraction of cyromazine and melamine. Anal Chem 88:1535–1541

    Article  CAS  Google Scholar 

  • Wen Y, Fan Y, Zhang M, Feng YQ (2005) Determination of camptothecin and 10-hydroxycamptothecin in human plasma using polymer monolithic in-tube solid phase microextraction combined with high-performance liquid chromatography. Anal Bioanal Chem 382:204–210

    Article  CAS  Google Scholar 

  • Xiao ZM, Yang YX, Li Y, Xia FN, Ding SY (2013) Determination of neonicotinoid insecticides residues in eels using subcritical water extraction and ultra-performance liquid chromatography-tandem mass spectrometry. Anal Chim Acta 777:32–40

    Article  CAS  Google Scholar 

  • Xu L, Shi ZG, Feng YQ (2011) Porous monoliths: sorbents for miniaturized extraction in biological analysis. Anal Bioanal Chem 399:3345–3357

    Article  CAS  Google Scholar 

  • Yolanda F, Alexander J, Jon K, Wong W (2010) Emerging pesticide residue issues and analytical approaches. J Agric Food Chem 58:5859–5861

    Article  Google Scholar 

  • Zhang C, Ma GP, Fang GZ, Zhang Y, Wang S (2008) Development of a capillary electrophoresis-based immunoassay with laser-induced fluorescence for the detection of carbaryl in rice samples. J Agric Food Chem 56:8832–8837

    Article  CAS  Google Scholar 

  • Zhang SW, Xing J, Cai LS, Wu CY (2009) Molecularly imprinted monolith in-tube solid-phase microextraction coupled with HPLC/UV detection for determination of 8-hydroxy-2′-deoxyguanosine in urine. Anal Bioanal Chem 395:479–487

    Article  CAS  Google Scholar 

  • Zhang ZB, Wu MH, Wu RA, Dong J, Ou JJ, Zou HF (2011) Preparation of perphenylcarbamoylated β-cyclodextrin-silica hybrid monolithic column with “one-pot” approach for enantioseparation by capillary liquid chromatography. Anal Chem 83:3616–3622

    Article  CAS  Google Scholar 

  • Zhang ZB, Wang FJ, Ou JJ, Lin H, Zou HF (2013) Preparation of a butyl-silica hybrid monolithic column with a “one-pot” process for bioseparation by capillary liquid chromatography. Anal Bioanal Chem 405:2265–2271

    Article  CAS  Google Scholar 

  • Zhang C, Cui HY, Cai JR, Duan YQ, Liu Y (2015) Development of fluorescence sensing material based on CdSe/ZnS quantum dots and molecularly imprinted polymer for the detection of carbaryl in rice and Chinese cabbage. J Agric Food Chem 63:4966–4972

    Article  CAS  Google Scholar 

  • Zhao Q, Li XF, Chris Le X (2008) Aptamer-modified monolithic capillary chromatography for protein separation and detection. Anal Chem 80:3915–3920

    Article  CAS  Google Scholar 

  • Zheng HJ, Liu QW, Jia Q (2014) Preparation of polymer monolithic column modified with β-cyclodextrin and nano-cuprous oxide and its application in polymer monolithic microextraction of poly chlorinated biphenyls. J Chromatogr A 1343:47–54

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This work was supported by the Education Commission of Hubei Province of China (grant no. T201101, D20120106) and the Open Fund of Ministry-of-Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules (2013-KL-007). The authors would like to thank their colleagues for their valuable technical assistance.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Huaixia Chen.

Ethics declarations

Funding

No funding was received.

Conflict of Interest

Author Bin Sun declares that he has no conflict of interest. Author Chunpeng Wang declares that she has no conflict of interest. Author Qi Wang declares that she has no conflict of interest. Author Ling Chen declares that she has no conflict of interest. Author Xueping Dang declares that she has no conflict of interest. Author Jianlin Huang declares that she has no conflict of interest. Author Huaixia Chen declares that she has no conflict of interest.

Ethical Approval

This article does not contain any studies with human participants or animals performed by any of the authors.

Informed Consent

Not applicable.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Sun, B., Wang, C., Wang, Q. et al. Preparation of Acryloyl β-Cyclodextrin Organic Polymer Monolithic Column and Its Application in Solid-Phase Microextraction and HPLC Analysis for Carbofuran and Carbaryl in Rice. Food Anal. Methods 10, 3847–3855 (2017). https://doi.org/10.1007/s12161-017-0931-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12161-017-0931-1

Keywords

Navigation