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Synthesis of New Classes of Ionic Liquids and Polymeric Ionic Liquids and their Applications in Microextraction Techniques

Joshi, Manishkumar Dilipkumar
http://rave.ohiolink.edu/etdc/view?acc_num=toledo1372871956

Abstract Details

2013, Doctor of Philosophy, University of Toledo, Chemistry.
Ionic liquids (ILs) are nonmolecular solvents that consist of organic cations and organic/inorganic anions. The chemical and physical properties of ILs can be tuned conveniently by changing the combination of cations and anions or tailoring the structure of cations. Recently, ILs has emerged as a novel media for various microextraction techniques. Three different applications involving ILs and polymeric ionic liquids (PILs) in the extraction and quantification of different analytes will be discussed. In the first application, the extraction of boric acid/borate from water was achieved using glucaminium-based ILs. The synthesis of glucaminium-based ILs will be discussed. 11B NMR was used as a tool to confirm the complexation between glucaminium ILs and boric acid/borate. The effect of glucaminium IL concentration and pH on complex formation was studied. The application of in situ dispersive liquid-liquid microextraction for boric acid/borate extraction from water was successfully demonstrated. A comprehensive binding study of the glucaminium IL-borate complex was also performed using 11B NMR. Regeneration of the glucaminium-based IL will be discussed. The compound 2-aminopyrimidine-5-ylboronic acid (2-APYBA) may be present as an impurity in 2-aminopyrimidine-5-pinacolboronate ester (2-APPBE), a popular reagent used within the pharmaceutical industry in the Suzuki-Miyuara coupling reaction. The poor solubility of 2-APYBA in water and organic solvents poses a challenge for the separation and determination of 2-APYBA within the 2-APPBE reagent. This challenge was successfully addressed using two newly designed glucaminium-based ILs and separating the formed complex using reversed phase high performance liquid chromatography. The complexation between the two new glucaminium-based ILs and 2-APYBA was confirmed using 11B NMR. The effect of temperature and IL concentration on the complex was also studied. The method was successfully employed for the quantification of 2-APYBA in a real 2-APPBE sample used within the pharmaceutical industry. Lastly, the use of PILs as sorbent coatings in solid-phase microextraction (SPME) for the analysis of polychlorinated biphenyls (PCBs) present in water and bovine milk will be discussed. The effect of different parameters such as extraction temperature, extraction time and salt concentration on the extraction of PCBs was studied. The analytical performance of the PIL-based SPME fibers was compared to the commercial polydimethylsiloxane (PDMS) fiber. A side-by-side comparison of detection limits was carried out using gas chromatography employing two detectors, namely, electron capture and mass spectrometry. The applicability of the PIL-based SPME method was evaluated in the analysis of two real sample matrixes, namely, ocean water and bovine milk.
Jared Anderson (Advisor)
186 p.
Analytical Chemistry; Chemistry
Glucaminium-based ionic liquids; Dispersive liquid-liqud microextraction; 11B NMR; Solid-phase microextraction; extraction of boron

Recommended Citations

Citations

  • Joshi, M. D. (2013). Synthesis of New Classes of Ionic Liquids and Polymeric Ionic Liquids and their Applications in Microextraction Techniques [Doctoral dissertation, University of Toledo]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=toledo1372871956

    APA Style (7th edition)

  • Joshi, Manishkumar. Synthesis of New Classes of Ionic Liquids and Polymeric Ionic Liquids and their Applications in Microextraction Techniques. 2013. University of Toledo, Doctoral dissertation. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=toledo1372871956.

    MLA Style (8th edition)

  • Joshi, Manishkumar. "Synthesis of New Classes of Ionic Liquids and Polymeric Ionic Liquids and their Applications in Microextraction Techniques." Doctoral dissertation, University of Toledo, 2013. http://rave.ohiolink.edu/etdc/view?acc_num=toledo1372871956

    Chicago Manual of Style (17th edition)

toledo1372871956
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This open access ETD is published by University of Toledo and OhioLINK.