Skip to main content

Advertisement

Log in

Recent advances in micro- and nanomaterial-based adsorbents for pipette-tip solid-phase extraction

  • Review Article
  • Published:
Microchimica Acta Aims and scope Submit manuscript

Abstract

There are a lot of review papers of sample pretreatment, but the comprehensive review on pipette-tip solid-phase extraction (PT-SPE) is lacking. This review (133 references) is mainly devoted to the development of different types of micro- and nanosorbent-based PT-SPE, including silica materials, carbon materials, organic polymers, molecularly imprinted polymers, and metal-organic frameworks. Each section mainly introduces and discusses the preparation methods, advantages and limitations of adsorbents, and their applications to environmental, biological, and food samples. This review also demonstrates the advantages of PT-SPE like convenience, speed, less organic solvent, and low cost. Finally, the future application and development trend of PT-SPE are prospected.

Graphical abstract

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
Fig. 7
Fig. 8
Fig. 9
Fig. 10

Similar content being viewed by others

References

  1. Khezeli T, Daneshfar A (2017) Development of dispersive micro-solid phase extraction based on micro and nano sorbents. TrAC Trend Anal Chem 35:1741–1747

    Google Scholar 

  2. Arabi M, Ostovan A, Bagheri A, Guo X, Wang L, Li J, Wang X, Li B, Chen L (2020) Strategies of molecular imprinting-based solid-phase extraction prior to chromatographic analysis. TrAC Trend Anal Chem 128:115923

    Article  CAS  Google Scholar 

  3. Wen S, Zhu X (2014) Speciation analysis of Mn(II)/Mn(VII) in tea samples using flame atomic absorption spectrometry after room temperature ionic liquid-based dispersive liquid-liquid microextraction. Food Anal Methods 7:291–297

    Article  Google Scholar 

  4. Feng J, Maloko Loussala H, Han S, Ji X, Li C, Sun M (2020) Recent advances of ionic liquids in sample preparation. TrAC Trend Anal Chem 125:115833

    Article  CAS  Google Scholar 

  5. Zhang J, Li W, Zhu W, Qin P, Lu M, Zhang X, Miao Y, Cai Z (2019) Mesoporous graphitic carbon nitride@NiCo2O4 nanocomposite as a solid phase microextraction coating for sensitive determination of environmental pollutants in human serum samples. Chem Commun 55:10019–10022

    Article  CAS  Google Scholar 

  6. Zhang J, Zang L, Wang T, Wang X, Jia M, Zhang D, Zhang H (2020) A solid-phase extraction method for estrogenic disrupting compounds based on the estrogen response element. Food Chem 333:127529

    Article  CAS  PubMed  Google Scholar 

  7. Wang L, Shangguan Y, Hou X, Jia Y, Liu S, Sun Y, Guo Y (2017) Zinc oxide crystal whiskers as a novel sorbent for solid-phase extraction of flavonoids. J Chromatogr B 1060:91–96

    Article  CAS  Google Scholar 

  8. Wang X, Kou H, Wang J, Du T, Teng R, Du X, Lu X (2019) Mesostructured cellular foam solid-phase microextraction coating for the highly sensitive recognition of polychlorinated biphenyls in water samples. J Sep Sci 42:2851–2857

    Article  CAS  PubMed  Google Scholar 

  9. Liu Y, An C, Zhang R, Du J, Wang X, Du X (2020) Modulating the selectivity of solid-phase microextraction fibers based on morphological, compositional, and size-depended control of bimetallic oxide nanostructures grown on nickel-titanium alloy substrates. Microchim Acta 187:501

    Article  CAS  Google Scholar 

  10. Ji W, Guo Y-S, Xie H-M, Wang X, Jiang X, Guo D-S (2020) Rapid microwave synthesis of dioxin-linked covalent organic framework for efficient micro-extraction of perfluorinated alkyl substances from water. J Hazard Mater 397:122793

    Article  CAS  PubMed  Google Scholar 

  11. Xiong H, Guo L, Mao X, Tan T, Wan H, Wan Y (2020) A magnetic hydrophilic molecularly imprinted material with multiple stimuli-response properties for efficient recognition of bisphenol A in beverages. Food Chem 331:127311

  12. Qin P, Zhu W, Han L, Zhang X, Zhao B, Zhang X, Lu M (2020) Monodispersed mesoporous SiO2@metal-organic framework (MSN@MIL-101(Fe)) composites as sorbent for extraction and preconcentration of phytohormones prior to HPLC-DAD analysis. Microchim Acta 187:367

    Article  CAS  Google Scholar 

  13. Ji D, Zhang M, Geng X, Zha Z, Li Y, Yang J, Cui S (2020) Magnetic solid-phase extraction based on Fe3O4/g-C3N4 nanocomposite for the determination of polychlorinated biphenyls and polychlorinated diphenyl ethers in environmental waters. J Nanosci Nanotechnol 20:7469–7479

    Article  CAS  PubMed  Google Scholar 

  14. Li W, Zhang J, Zhu W, Qin P, Zhou Q, Lu M, Zhang X, Zhao W, Zhang S, Cai Z (2020) Facile preparation of reduced graphene oxide/ZnFe2O4 nanocomposite as magnetic sorbents for enrichment of estrogens. Talanta 208:120440

    Article  CAS  PubMed  Google Scholar 

  15. Zhu S, Zheng Z, Peng H, Sun J, Zhao X-E, Liu H (2020) Quadruplex stable isotope derivatization strategy for the determination of panaxadiol and panaxatriol in foodstuffs and medicinal materials using ultra high performance liquid chromatography tandem mass spectrometry. J Chromatogr A 1616:460794

    Article  CAS  PubMed  Google Scholar 

  16. Vallez-Gomis V, Grau J, Benede J, Chisvert A, Salvador A (2020) Reduced graphene oxide-based magnetic composite for trace determination of polycyclic aromatic hydrocarbons in cosmetics by stir bar sorptive dispersive microextraction. J Chromatogr A 1624:461229

    Article  CAS  PubMed  Google Scholar 

  17. Jafari MT, Rezaei B, Bahrami H (2018) Zirconium dioxide-reduced graphene oxide nanocomposite-coated stir-bar sorptive extraction coupled with ion mobility spectrometry for determining ethion. Talanta 182:285–291

    Article  CAS  PubMed  Google Scholar 

  18. Ma W, Li X, Bai Y, Liu H (2018) Applications of metal-organic frameworks as advanced sorbents in biomacromolecules sample preparation. TrAC Trend Anal Chem 109:154–162

    Article  CAS  Google Scholar 

  19. Tan L, Li Y, Deng F, Pan X, Yu H, Marina ML, Jiang Z (2020) Highly sensitive determination of amanita toxins in biological samples using beta-cyclodextrin collaborated molecularly imprinted polymers coupled with ultra-high performance liquid chromatography tandem mass spectrometry. J Chromatogr A 1630:461514

    Article  CAS  PubMed  Google Scholar 

  20. Yan Z, Wu M, Hu B, Yao M, Zhang L, Lu Q, Pang J (2018) Electrospun UiO-66/polyacrylonitrile nanofibers as efficient sorbent for pipette tip solid phase extraction of phytohormones in vegetable samples. J Chromatogr A 1542:19–27

    Article  CAS  PubMed  Google Scholar 

  21. Wang R, Li C, Li Q, Zhang S, Lv F, Yan Z (2020) Electrospinning fabrication of covalent organic framework composite nanofibers for pipette tip solid phase extraction of tetracycline antibiotics in grass carp and duck. J Chromatogr A 1622:461098

    Article  CAS  PubMed  Google Scholar 

  22. Sulejmanovic J, Memic M, Sabanovic E, Ljubijankic N (2019) A tantalum(v) oxide impregnated silica gel surface: application as a promising adsorbent for simultaneous heavy metal preconcentration. Anal Methods 11:6184–6192

    Article  CAS  Google Scholar 

  23. Goh SXL, Goh EXY, Lee HK (2021) Sodium dodecyl sulfate-multi-walled carbon nanotubes-coated-membrane solid phase extraction of glucocorticoids in aqueous matrices. Talanta 221:121624

    Article  CAS  PubMed  Google Scholar 

  24. Liu L, Meng W-K, Li L, Xu G-J, Wang X, Chen L-Z, Wang M-L, Lin J-M, Zhao R-S (2019) Facile room-temperature synthesis of a spherical mesoporous covalent organic framework for ultrasensitive solid-phase microextraction of phenols prior to gas chromatography-tandem mass spectrometry. Chem Eng J 369:920–927.

  25. Martin-Esteban A (2013) Molecularly-imprinted polymers as a versatile, highly selective tool in sample preparation. TrAC Trend Anal Chem 45:169–181

    Article  CAS  Google Scholar 

  26. Jiang H-L, Li N, Wang X, Wei X-Y, Zhao R-S, Lin J-M (2020) A zirconium-based metal-organic framework material for solid-phase microextraction of trace polybrominated diphenyl ethers from milk. Food Chem 317:126436.

  27. Sadeghi S, Olieaei S (2019) Nanostructured polyaniline based pipette tip solid phase extraction coupled with high-performance liquid chromatography for the selective determination of trace levels of three sulfonamides in honey and milk samples with the aid of experimental design methodology. Microchem J 146:974–985

    Article  CAS  Google Scholar 

  28. Lu Y, Li P, Yang C, Han Y, Yan H (2020) One pot green synthesis of m-aminophenol-urea-glyoxal resin as pipette tip solid-phase extraction adsorbent for simultaneous determination of four plant hormones in watermelon juice. J Chromatogr A 1623:461214

    Article  CAS  PubMed  Google Scholar 

  29. Xu G, Zhang B, Wang X, Li N, Zhao Y, Liu L, Lin J-M, Zhao R (2019) Porous covalent organonitridic frameworks for solid-phase extraction of sulfonamide antibiotics. Microchim Acta 186:26

    Article  Google Scholar 

  30. Shi J-W, Zhou J-F, He X, Zhang Y (2020) Rapid analysis of four amphetamines in urine by self-made pipette-tip solid-phase extraction followed by GC-MS/MS. J Chromatogr Sci 58:569–575

    Article  CAS  PubMed  Google Scholar 

  31. Su Y, Wang S, Zhang N, Cui P, Gao Y, Bao T (2020) Zr-MOF modified cotton fiber for pipette tip solid-phase extraction of four phenoxy herbicides in complex samples. Ecotoxicol Environ Saf 201:110764

    Article  CAS  PubMed  Google Scholar 

  32. Seidi S, Tajik M, Baharfar M, Rezazadeh M (2019) Micro solid-phase extraction (pipette tip and spin column) and thin film solid-phase microextraction: miniaturized concepts for chromatographic analysis. TrAC Trend Anal Chem 118:810–827

    Article  CAS  Google Scholar 

  33. Chormey DS, Zaman BT, Kasa NA, Bakirdere S (2020) Liquid phase microextraction strategies and their application in the determination of endocrine disruptive compounds in food samples. TrAC Trend Anal Chem 128:115917

    Article  CAS  Google Scholar 

  34. Feng J, Feng J, Ji X, Li C, Han S, Sun H, Sun M (2021) Recent advances of covalent organic frameworks for solid-phase microextraction. TrAC Trend Anal Chem 137:116208

    Article  CAS  Google Scholar 

  35. Tian Y, Feng J, Wang X, Luo C, Sun M (2019) Ionic liquid-functionalized silica aerogel as coating for solid-phase microextraction. J Chromatogr A 1583:48–54

    Article  CAS  PubMed  Google Scholar 

  36. Baktash MY, Bagheri H (2017) Silica aerogel coated on metallic wire by phase separation of polystyrene for in-tube solid phase microextraction. J Chromatogr A 1500:69–75

    Article  CAS  PubMed  Google Scholar 

  37. Wang M, Yan H, Yuan Y, Han Y (2015) Pipette-tip solid-phase extraction by use of a sol-gel hybrid adsorbent: a new pretreatment strategy for rapid screening of cucumbers for cyanazine and atrazine. Anal Bioanal Chem 407:1231–1239

    Article  CAS  PubMed  Google Scholar 

  38. Arabi M, Ghaedi M, Ostovan A (2017) Synthesis and application of in-situ molecularly imprinted silica monolithic in pipette-tip solid-phase microextraction for the separation and determination of gallic acid in orange juice samples. J Chromatogr B 1048:102–110

    Article  CAS  Google Scholar 

  39. Deng Q, Tang W, Qu Q, Zhang H, Row KH, Zhang Y, Zhu T (2018) A novel acrylamide modified primary-secondary amine analogue as impurities remover for determination of carbendazim and dimethyl phthalate in apples. Korean J Chem Eng 35:1741–1747

    Article  CAS  Google Scholar 

  40. Chen L, Dang X, Ai Y, Chen H (2018) Preparation of an acryloyl beta-cyclodextrin-silica hybrid monolithic column and its application in pipette tip solid-phase extraction and HPLC analysis of methyl parathion and fenthion. J Sep Sci 41:3508–3514

    Article  CAS  PubMed  Google Scholar 

  41. Chen D, Miao H, Zhao Y, Wu Y (2019) A simple liquid chromatography-high resolution mass spectrometry method for the determination of glyphosate and aminomethylphosphonic acid in human urine using cold-induced phase separation and hydrophilic pipette tip solid-phase extraction. J Chromatogr A 1587:73–78

    Article  CAS  PubMed  Google Scholar 

  42. Manouchehri M, Seidi S, Rouhollahi A, Shanehsaz M (2019) Porphyrin-functionalized graphene oxide sheets: an efficient nanomaterial for micro solid phase extraction of non-steroidal anti-inflammatory drugs from urine samples. J Chromatogr A 1607:460387

    Article  CAS  PubMed  Google Scholar 

  43. Sun N, Han Y, Yan H, Song Y (2014) A self-assembly pipette tip graphene solid-phase extraction coupled with liquid chromatography for the determination of three sulfonamides in environmental water. Anal Chim Acta 810:25–31

    Article  CAS  PubMed  Google Scholar 

  44. Yan H, Sun N, Liu S, Row KH, Song Y (2014) Miniaturized graphene-based pipette tip extraction coupled with liquid chromatography for the determination of sulfonamide residues in bovine milk. Food Chem 158:239–244

    Article  CAS  PubMed  Google Scholar 

  45. Liu L, Tang W, Tang B, Han D, Row KH, Zhu T (2017) Pipette-tip solid-phase extraction based on deep eutectic solvent modified graphene for the determination of sulfamerazine in river water. J Sep Sci 40:1887–1895

    Article  CAS  PubMed  Google Scholar 

  46. Qi M, Tu C, Li Z, Wang W, Chen J, Wang A-J (2018) Determination of sulfonamide residues in honey and milk by HPLC coupled with novel graphene oxide/polypyrrole foam material-pipette tip solid phase extraction. Food Anal Methods 11:2885–2896

    Article  Google Scholar 

  47. Aqda TG, Behkami S, Raoofi M, Bagheri H (2019) Graphene oxide-starch-based micro-solid phase extraction of antibiotic residues from milk samples. J Chromatogr A 1591:7–14

    Article  Google Scholar 

  48. Sun L, Deng Q, Zhu T (2019) Optimization of heteroatom doped graphene oxide by deep eutectic solvents and the application for pipette-tip solid-phase extraction of flavonoids. J Sep Sci 42:2371–2378

    Article  CAS  PubMed  Google Scholar 

  49. Deng Q, Sun L, Zhu T (2019) Preparation of porous aromatic framework modified graphene oxide for pipette-tip solid-phase extraction of theophylline in tea. Electrophoresis 40:2954–2961

    Article  CAS  PubMed  Google Scholar 

  50. Wang L, Wang M, Yan H, Yuan Y, Tian J (2014) A new graphene oxide/polypyrrole foam material with pipette-tip solid-phase extraction for determination of three auxins in papaya juice. J Chromatogr A 1368:37–43

    Article  CAS  PubMed  Google Scholar 

  51. Wang M, Zhang H, Jia J, Han D, Han Y, Yan H (2018) An extraction method for determination of 6-benzyladenine in bean sprout by graphene oxide/polypyrrole composite adsorbent. Food Anal Methods 11:1832–1839

    Article  Google Scholar 

  52. Zhang H, Wu X, Yuan Y, Han D, Qiao F, Yan H (2018) An ionic liquid functionalized graphene adsorbent with multiple adsorption mechanisms for pipette-tip solid-phase extraction of auxins in soybean sprouts. Food Chem 265:290–297

    Article  CAS  PubMed  Google Scholar 

  53. Hashemi SH, Kaykhaii M, Keikha AJ, Parkaz A (2018) Application of Box-Behnken design in the optimization of a simple graphene oxide/zinc oxide nanocomposite-based pipette tip micro-solid phase extraction for the determination of rhodamine B and malachite green in seawater samples by spectrophotometry. Anal Methods 10:5707–5714

    Article  CAS  Google Scholar 

  54. Hashemi SH, Kaykhaii M, Keikha AJ, Mirmoradzehi E (2019) Box-Behnken design optimization of pipette tip solid phase extraction for methyl orange and acid red determination by spectrophotometry in seawater samples using graphite based magnetic NiFe2O4 decorated exfoliated as sorbent. Spectrochim Acta A 213:218–227

    Article  CAS  Google Scholar 

  55. Zhang Y, Zhao Y-G, Chen W-S, Cheng H-L, Zeng X-Q, Zhu Y (2018) Three-dimensional ionic liquid-ferrite functionalized graphene oxide nanocomposite for pipette-tip solid phase extraction of 16 polycyclic aromatic hydrocarbons in human blood sample. J Chromatogr A 1552:1–9

    Article  CAS  PubMed  Google Scholar 

  56. Jalbani N, Soylak M (2014) A pipette tip multiwalled-carbon nanotube solid-phase extraction of lead in water and hair samples: application of the statistical taguchi method to optimise the experimental variables. Int J Environ Anal Chem 94:1435–1444

    Article  CAS  Google Scholar 

  57. Springer V, Jacksen J, Ek P, Lista AG, Emmer A (2014) Determination of fluoroquinolones in bovine milk samples using a pipette-tip SPE step based on multiwalled carbon nanotubes prior to CE separation. J Sep Sci 37:158–164

    Article  CAS  PubMed  Google Scholar 

  58. Hashemi SH, Yahyavi H, Kaykhaii M, Hashemi M, Mirmoghaddam M, Keikha AJ (2019) Spectrofluorometrical determination of vitamin B-1 in different matrices using Box-Behnken designed pipette tip solid phase extraction by a carbon nanotube sorbent. ChemistrySelect 4:3052–3057

    Article  CAS  Google Scholar 

  59. Rios-Gomez J, Fresco-Cala B, Garcia-Valverde MT, Lucena R, Cardenas S (2018) Carbon nanohorn suprastructures on a paper support as a sorptive phase. Molecules 23:1252

    Article  PubMed Central  Google Scholar 

  60. Yuan Y, Wang M, Jia N, Zhai C, Han Y, Yan H (2019) Graphene/multi-walled carbon nanotubes as an adsorbent for pipette-tip solid-phase extraction for the determination of 17 beta-estradiol in milk products. J Chromatogr A 1600:73–79

    Article  CAS  PubMed  Google Scholar 

  61. Ostovan A, Asadollahzadeh H, Ghaedi M (2018) The use of ultrasound in pipette-tip solid-phase extraction based on CuS@ZnS@Fe3O4-CNTs for pre-concentration of tartrazine in water samples. Appl Organomet Chem 32:e4274

    Article  Google Scholar 

  62. Wang N, Xin H, Zhang Q, Jiang Y, Wang X, Shou D, Qin L (2017) Carbon nanotube-polymer composite for effervescent pipette tip solid phase microextraction of alkaloids and flavonoids from epimedii herba in biological samples. Talanta 162:10–18

    Article  CAS  PubMed  Google Scholar 

  63. Yuan Y, Jiao X, Han Y, Bai L, Liu H, Qiao F, Yan H (2017) One-pot synthesis of ethylenediamine-connected graphene/carbon nanotube composite material for isolation of clenbuterol from pork. Food Chem 230:154–163

    Article  CAS  PubMed  Google Scholar 

  64. Cheng H-L, Wang F-L, Zhao Y-G, Zhang Y, Jin M-C, Zhu Y (2018) Simultaneous determination of fifteen toxic alkaloids in meat dishes and vegetable dishes using double layer pipette tip magnetic dispersive solid phase extraction followed by UFLC-MS/MS. Anal Methods 10:1151–1162

    Article  CAS  Google Scholar 

  65. Fresco-Cala B, Mompo-Rosello O, Simo-Alfonso EF, Cardenas S, Herrero-Martinez JM (2018) Carbon nanotube-modified monolithic polymethacrylate pipette tips for (micro) solid-phase extraction of antidepressants from urine samples. Microchim Acta 185:127

    Article  Google Scholar 

  66. Ifegwu OC, Anyakora C, Chigome S, Torto N (2014) Application of nanofiber-packed SPE for determination of urinary 1-hydroxypyrene level using HPLC. Anal Chem Insights 9:17–25

    PubMed  PubMed Central  Google Scholar 

  67. Yan Z, Hu B, Li Q, Zhang S, Pang J, Wu C (2019) Facile synthesis of covalent organic framework incorporated electrospun nanofiber and application to pipette tip solid phase extraction of sulfonamides in meat samples. J Chromatogr A 1584:33–41

    Article  CAS  PubMed  Google Scholar 

  68. Sadeghi S, Olieaei S (2019) Nanostructured polyaniline based pipette tip solid phase extraction coupled with high-performance liquid chromatography for the selective determination of trace levels of three sulfonamides in honey and milk samples with the aid of experimental design methodology. Microchem J 146:974–985.

  69. Su R, Ruan G, Nie H, Xie T, Zheng Y, Du F, Li J (2015) Development of high internal phase emulsion polymeric monoliths for highly efficient enrichment of trace polycyclic aromatic hydrocarbons from large-volume water samples. J Chromatogr A 1405:23–31

    Article  CAS  PubMed  Google Scholar 

  70. Du F, Zheng X, Sun L, Qin Q, Guo L, Ruan G (2015) Development and validation of polymerized high internal phase emulsion monoliths coupled with HPLC and fluorescence detection for the determination of trace tetracycline antibiotics in environmental water samples. J Sep Sci 38:3774–3780

    Article  CAS  PubMed  Google Scholar 

  71. Corazza G, Merib J, Magosso HA, Bittencourt OR, Carasek E (2017) A hybrid material as a sorbent phase for the disposable pipette extraction technique enhances efficiency in the determination of phenolic endocrine-disrupting compounds. J Chromatogr A 1513:42–50

    Article  CAS  PubMed  Google Scholar 

  72. Oenning AL, Merib J, Carasek E (2018) An effective and high-throughput analytical methodology for pesticide screening in human urine by disposable pipette extraction and gas chromatography-mass spectrometry. J Chromatogr B 1092:459–465

    Article  CAS  Google Scholar 

  73. Mastrianni KR, Kemnitzer WE, Miller KWP (2019) A novel, automated dispersive pipette extraction technology greatly simplifies catecholamine sample preparation for downstream LC-MS/MS analysis. Slas Technol 24:117–123

    Article  CAS  PubMed  Google Scholar 

  74. Chen L, Pei J, Huang X, Lu M (2018) Polymeric ionic liquid-based portable tip microextraction device for on-site sample preparation of water samples. J Chromatogr A 1564:34–41

    Article  CAS  PubMed  Google Scholar 

  75. Habila MA, Alothman ZA, Yilmaz E, Soylak M (2018) Activated carbon cloth filled pipette tip for solid phase extraction of nickel(II), lead(II), cadmium(II), copper(II) and cobalt(II) as 1,3,4-thiadiazole-2,5-dithiol chelates for ultra-trace detection by FAAS. Int J Environ An Ch 98:171–181

    Article  CAS  Google Scholar 

  76. Sorribes-Soriano A, Valencia A, Esteve-Turrillas FA, Armenta S, Herrero-Martinez JM (2019) Development of pipette tip-based poly(methacrylic acid-co-ethylene glycol dimethacrylate) monolith for the extraction of drugs of abuse from oral fluid samples. Talanta 205:120158

    Article  CAS  PubMed  Google Scholar 

  77. Sun T, Ali MM, Wang D, Du Z (2020) On-site rapid screening of benzodiazepines in dietary supplements using pipette-tip micro-solid phase extraction coupled to ion mobility spectrometry. J Chromatogr A 1610:460547

    Article  CAS  PubMed  Google Scholar 

  78. Ma Y, Liu L, Tang W, Zhu T (2017) Sulfonated poly(styrene-divinylbenzene) modified with amines and the application for pipette-tip solid-phase extraction of carbendazim in apples. J Sep Sci 40:3938–3945

    Article  CAS  PubMed  Google Scholar 

  79. Florez DHA, Teixeira RA, da Silva RCS, Pires BC, Dutra FVA, Borges KB (2018) Pipette-tip solid-phase extraction using polypyrrole as efficient adsorbent for extraction of avermectins and milbemycins in milk. Anal Bioanal Chem 410:3361–3374

    Article  CAS  PubMed  Google Scholar 

  80. Amatatongchai M, Thimoonnee S, Jarujamrus P, Nacapricha D, Lieberzeit PA (2020) Novel amino-containing molecularly-imprinted polymer coating on magnetite-gold core for sensitive and selective carbofuran detection in food. Microchem J 158:105298

    Article  CAS  Google Scholar 

  81. Ji W, Sun R, Geng Y, Liu W, Wang X (2018) Rapid, low temperature synthesis of molecularly imprinted covalent organic frameworks for the highly selective extraction of cyano pyrethroids from plant samples. Anal Chim Acta 1001:179–188

    Article  CAS  PubMed  Google Scholar 

  82. Du T, Cheng J, Wu M, Wang X, Zhou H, Cheng M (2014) Pipette tip-based molecularly imprinted monolith for selective micro-solid-phase extraction of methomyl in environmental water. Anal Methods 6:6375–6380

    Article  CAS  Google Scholar 

  83. Du T, Cheng J, Wu M, Wang X, Zhou H, Cheng M (2014) An in situ immobilized pipette tip solid phase microextraction method based on molecularly imprinted polymer monolith for the selective determination of difenoconazole in tap water and grape juice. J Chromatogr B 951:104–109

    Article  Google Scholar 

  84. Li H, Li D (2015) Preparation of a pipette tip-based molecularly imprinted solid-phase microextraction monolith by epitope approach and its application for determination of enkephalins in human cerebrospinal fluid. J Pharmaceut Biomed 115:330–338

    Article  CAS  Google Scholar 

  85. Yang H, Kang L, Kai S, Quan L, Jun X (2014) Pharmacokinetic study of liquiritin in rat serum using molecularly imprinted solid-phase extraction combined with RP-HPLC. Anal Methods 6:1563–1568

    Article  CAS  Google Scholar 

  86. Wu B, Muhammad T, Aihebaier S, Karim K, Hu Y, Piletsky S (2020) A molecularly imprinted polymer based monolith pipette tip for solid-phase extraction of 2,4-dichlorophenoxyacetic acid in an aqueous sample. Anal Methods 12:4913–4921

    Article  CAS  PubMed  Google Scholar 

  87. Hashemi SH, Kaykhaii M, Keikha AJ, Sajjadi Z (2018) Application of Box-Behnken design in response surface methodology for the molecularly imprinted polymer pipette-tip solid phase extraction of methyl red from seawater samples and its determination by spectrophotometery. Mar Pollut Bull 137:306–314

    Article  CAS  PubMed  Google Scholar 

  88. Hashemi SH, Kaykhaii M, Keikha AJ, Parkaz A (2019) Application of response surface methodology to optimize pipette tip micro-solid phase extraction of dyes from seawater by molecularly imprinted polymer and their determination by HPLC. J Iran Chem Soc 16:2613–2627

    Article  CAS  Google Scholar 

  89. Hashemi SH, Keykha F (2019) Application of the response surface methodology in the optimization of modified molecularly imprinted polymer based pipette-tip micro-solid phase extraction for spectrophotometric determination of nicotine in seawater and human plasma. Anal Methods 11:5405–5412

    Article  CAS  Google Scholar 

  90. Hashemi SH, Ziyaadini M, Kaykhaii M, Ahmad JK, Naruie N (2020) Separation and determination of ciprofloxacin in seawater, human blood plasma and tablet samples using molecularly imprinted polymer pipette-tip solid phase extraction and its optimization by response surface methodology. J Sep Sci 43:505–513

    Article  CAS  PubMed  Google Scholar 

  91. Yan H, Yang C, Sun Y, Row KH (2014) Ionic liquid molecularly imprinted polymers for application in pipette-tip solid-phase extraction coupled with gas chromatography for rapid screening of dicofol in celery. J Chromatogr A 1361:53–59

    Article  CAS  PubMed  Google Scholar 

  92. Yuan Y, Liang S, Yan H, Ma Z, Liu Y (2015) Ionic liquid-molecularly imprinted polymers for pipette tip solid-phase extraction of (Z)-3-(chloromethylene)-6-flourothiochroman-4-one in urine. J Chromatogr A 1408:49–55

    Article  CAS  PubMed  Google Scholar 

  93. Yuan Y, Nie H, Yin J, Han Y, Lv Y, Yan H (2020) Selective extraction and detection of beta-agonists in swine urine for monitoring illegal use in livestock breeding. Food Chem 313:126155

    Article  PubMed  Google Scholar 

  94. Liu X, Zhu Q, Chen H, Zhou L, Dang X, Huang J (2014) Preparation of 2,4-dichlorophenoxyacetic acid imprinted organic-inorganic hybrid monolithic column and application to selective solid-phase microextraction. J Chromatogr B 951:32–37

    Article  Google Scholar 

  95. Anacleto SD, de Oliveira HL, da Silva ATM, do Nascimento TA, Borges MMC, Silva RCD, Pereira AC, Borges KB (2019) Assessment of the performance of solid phase extraction based on pipette tip employing a hybrid molecularly imprinted polymer as an adsorbent for enantioselective determination of albendazole sulfoxide. J Chromatogr Sci 57:671–678.

  96. Yang C, Lv T, Yan H, Wu G, Li H (2015) Glyoxal-urea-formaldehyde molecularly imprinted resin as pipette tip solid-phase extraction adsorbent for selective screening of organochlorine pesticides in spinach. J Agric Food Chem 63:9650–9656

    Article  CAS  PubMed  Google Scholar 

  97. Cao J, Wang M, Han D, Qiao F, Yan H (2019) Attapulgite/hydrophilic molecularly imprinted monolithic resin composite for the selective recognition and sensitive determination of plant growth regulators in cucumbers. Food Chem 297:124974

    Article  CAS  PubMed  Google Scholar 

  98. Brigante TAV, Miranda LFC, de Souza ID, Acquaro VR, Queiroz MEC (2017) Pipette tip dummy molecularly imprinted solid-phase extraction of bisphenol A from urine samples and analysis by gas chromatography coupled to mass spectrometry. J Chromatogr B 1067:25–33

    Article  CAS  Google Scholar 

  99. Simoes NS, de Oliveira HL, da Silva RCS, Teixeira LS, Sales TLS, de Castro WV, de Paiva MJN, Sanches C, Borges KB (2018) Hollow mesoporous structured molecularly imprinted polymer as adsorbent in pipette-tip solid-phase extraction for the determination of antiretrovirals from plasma of HIV-infected patients. Electrophoresis 39:2581–2589

    Article  CAS  PubMed  Google Scholar 

  100. Bagheri AR, Ghaedi M (2019) Synthesis of chitosan based molecularly imprinted polymer for pipette-tip solid phase extraction of rhodamine B from chili powder samples. Int J Biol Macromol 139:40–48

    Article  CAS  PubMed  Google Scholar 

  101. da Silva ATM, de Oliveira HL, Silva CF, Fonseca MC, Pereira TFD, Nascimento CS, de Figueiredo EC, Borges KB (2017) Efficient molecularly imprinted polymer as a pipette-tip solid-phase sorbent for determination of carvedilol enantiomers in human urine. J Chromatogr B 1061:399–410

    Article  Google Scholar 

  102. Tang W, Gao F, Duan Y, Zhu T, Row KH (2017) Exploration of deep eutectic solvent-based molecularly imprinted polymers as solid-phase extraction sorbents for screening chloramphenicol in milk. J Chromatogr Sci 55:654–661

    Article  CAS  PubMed  Google Scholar 

  103. Teixeira RA, Angulo Flores DH, Santos da Silva RC, Avelar Dutra FV, Borges KB (2018) Pipette-tip solid-phase extraction using poly (1-vinylimidazole-co-trimethylolpropane trimethacrylate) as a new molecularly imprinted polymer in the determination of avermectins and milbemycins in fruit juice and water samples. Food Chem 262:86–93

    Article  CAS  PubMed  Google Scholar 

  104. Maya F, Cabello CP, Frizzarin RM, Estela JM, Palomino GT, Cerda V (2017) Magnetic solid-phase extraction using metal-organic frameworks (MOFs) and their derived carbons. TrAC Trend Anal Chem 90:142–152

    Article  CAS  Google Scholar 

  105. Zeng J, Li Y, Zheng X, Li Z, Zeng T, Duan W, Li Q, Shang X, Dong B (2019) Controllable transformation of aligned ZnO nanorods to ZIF-8 as solid-phase microextraction coatings with tunable porosity, polarity, and conductivity. Anal Chem 91:5091–5097

    Article  CAS  PubMed  Google Scholar 

  106. Wang P-L, Xie L-H, Joseph EA, Li J-R, Su X-O, Zhou H-C (2019) Metal-organic frameworks for food safety. Chem Rev 119:10638–10690

    Article  CAS  PubMed  Google Scholar 

  107. Feng M, Zhang P, Zhou H-C, Sharma VK (2018) Water-stable metal-organic frameworks for aqueous removal of heavy metals and radionuclides: a review. Chemosphere 209:783–800

    Article  CAS  PubMed  Google Scholar 

  108. Liu M, Lv B, Jiang H, Yuan P, Zhu H, Gao B (2020) Determination of diuretics in human urine using HPLC coupled with magnetic solid phase extraction based on a metal-organic framework. Biomed Chromatogr 34:e4876

    Article  CAS  PubMed  Google Scholar 

  109. Aslam S, Zeng JB, Subhan F, Li M, Lyu FL, Li YP, Yan ZF (2017) In situ one-step synthesis of Fe3O4@MIL-100(Fe) core-shells for adsorption of methylene blue from water. J Colloid Interface Sci 505:186–195

    Article  CAS  PubMed  Google Scholar 

  110. Kahkha MRR, Daliran S, Oveisi AR, Kaykhaii M, Sepehri Z (2017) The mesoporous porphyrinic zirconium metal-organic framework for pipette-tip solid-phase extraction of mercury from fish samples followed by cold vapor atomic absorption spectrometric determination. Food Anal Methods 10:2175–2184

    Article  Google Scholar 

  111. Kahkha MRR, Oveisi AR, Kaykhaii M, Kahkha BR (2018) Determination of carbamazepine in urine and water samples using amino-functionalized metal-organic framework as sorbent. Chem Cent J 12:77

    Article  CAS  Google Scholar 

  112. Kahkha MRR, Kaykhaii M, Miri A, Saravani H (2018) Fast determination of bisphenol a in spiked juice and drinking water samples by pipette tip solid phase extraction using cobalt metal organic framework as sorbent. B Chem Soc Ethiopia 32:595–602

    Article  CAS  Google Scholar 

  113. Hashemi SH, Kaykhaii M, Keikha AJ, Mirmoradzehi E, Sargazi G (2019) Application of response surface methodology for optimization of metal-organic framework based pipette-tip solid phase extraction of organic dyes from seawater and their determination with HPLC. Bmc Chem 13:59

    Article  PubMed  PubMed Central  Google Scholar 

  114. Kahkha MRR, Kaykhaii M, Sargazi G, Kahkha BR (2019) Determination of nicotine in saliva, urine and wastewater samples using tantalum metal organic framework pipette tip micro-solid phase extraction. Anal Methods 11:6168–6175

    Article  Google Scholar 

  115. Amini S, Ebrahimzadeh H, Seidi S, Jalilian N (2020) Polyacrylonitrile/MIL-53(Fe) electrospun nanofiber for pipette-tip micro solid phase extraction of nitrazepam and oxazepam followed by HPLC analysis. Microchim Acta 187:152

    Article  CAS  Google Scholar 

  116. Chen Z, Yu C, Xi J, Tang S, Bao T, Zhang J (2019) A hybrid material prepared by controlled growth of a covalent organic framework on amino-modified MIL-68 for pipette tip solid-phase extraction of sulfonamides prior to their determination by HPLC. Microchim Acta 186:393

    Article  Google Scholar 

  117. Nurerk P, Llompart M, Donkhampa P, Bunkoed O, Dagnac T (2020) Solid-phase extraction based on MIL-101 adsorbent followed by gas chromatography tandem mass spectrometry for the analysis of multiclass organic UV filters in water. J Chromatogr A 1610:460564

    Article  CAS  PubMed  Google Scholar 

  118. Bao T, Su Y, Zhang N, Gao Y, Wang S (2019) Hydrophilic carboxyl cotton for in situ growth of UiO-66 and its application as adsorbents. Ind Eng Chem Res 58:20331–20339

    Article  CAS  Google Scholar 

  119. Mafra G, Spudeit D, Brognoli R, Merib J, Carasek E (2018) Expanding the applicability of cork as extraction phase for disposable pipette extraction in multiresidue analysis of pharmaceuticals in urine samples. J Chromatogr B 1102:159–166

    Article  Google Scholar 

  120. Cadorim HR, Schneider M, Hinz J, Luvizon F, Dias AN, Carasek E, Welz B (2019) Effective and high-throughput analytical methodology for the determination of lead and cadmium in water samples by disposable pipette extraction coupled with high-resolution continuum source graphite furnace atomic absorption spectrometry (HR-CS GF AAS). Anal Lett 52:2133–2149

    Article  CAS  Google Scholar 

  121. Zhou W, Wang C, Liu Y, Zhang W, Chen Z (2017) Layered double hydroxides based ion exchange extraction for high sensitive analysis of non-steroidal anti-inflammatory drugs. J Chromatogr A 1515:23–29

    Article  CAS  PubMed  Google Scholar 

  122. Spisso A, Gomez FJV, Silva MF (2018) Determination of ellagic acid by capillary electrophoresis in Argentinian wines. Electrophoresis 39:1621–1627

    Article  CAS  PubMed  Google Scholar 

  123. Juan Y, Dan Z, Liao Q, Wen Z, Guang L (2020) Pipette-tip solid-phase extraction using cetyltrimethylammonium bromide enhanced molybdenum disulfide nanosheets as an efficient adsorbent for the extraction of sulfonamides in environmental water samples. J Sep Sci 43:905–911

    Article  Google Scholar 

  124. Liu L, Jin S, Mei P, Zhou P (2019) Preparation of cotton wool modified with boric acid functionalized titania for selective enrichment of glycopeptides. Talanta 203:58–64

    Article  CAS  PubMed  Google Scholar 

  125. Chen L, Wang Z, Pei J, Huang X (2020) Highly permeable monolith-based multichannel in-tip microextraction apparatus for simultaneous field sample preparation of pesticides and heavy metal ions in environmental waters. Anal Chem 92:2251–2257

    Article  CAS  PubMed  Google Scholar 

  126. Wang S, He Z, Li W, Zhao J, Chen T, Shao S, Chen H (2020) Reshaping of pipette tip: A facile and practical strategy for sorbent packing-free solid phase extraction. Anal Chim Acta 1100:47–56.

Download references

Funding

This work was supported by the Shandong Provincial Natural Science Foundation of China (No. ZR2019MB058) and the National Natural Science Foundation of China (NSFC, No. 21777054).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Min Sun.

Ethics declarations

Conflict of interest

The authors declare that they have no competing interests.

Additional information

Publisher’s note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Sun, H., Feng, J., Han, S. et al. Recent advances in micro- and nanomaterial-based adsorbents for pipette-tip solid-phase extraction. Microchim Acta 188, 189 (2021). https://doi.org/10.1007/s00604-021-04806-0

Download citation

  • Received:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1007/s00604-021-04806-0

Keywords

Navigation