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<p>In this study, a novel PCL-based polymer <b>(6)</b> containing A<sub>3</sub>B-type zinc phthalocyanine was synthesized as a result of the ring-opening polymerization of <i>ε</i>-caprolactone (<i>ε</i>-CL), in which A<sub>3</sub>B-type zinc phthalocyanine <b>(5)</b> prepared by condensation method of two different phthalonitrile precursor molecules, 4-(3-hydroxypropylmercapto)phthalonitrile <b>(3)</b> and 4-<i>tert</i>-butylphthalonitrile <b>(4)</b>, in 3:1 molar ratios used as the initiator. <b>(6)</b> was synthesized in three stages; the synthesis of 4-(3-hydroxypropylmercapto)phthalonitrile <b>(3)</b> (i), novel A<sub>3</sub>B-type zinc phthalocyanine (ii), PCL-based polymer <b>(6)</b> containing A<sub>3</sub>B-type zinc phthalocyanine (iii). The novel compounds <b>(5)</b> and <b>(6)</b> were characterized by spectroscopic (FTIR, <sup>1</sup>H NMR. <sup>13</sup>C NMR and UV-vis), DSC and chromatographic (GPC) methods. After that, a new generation hybrid material (PcY-MWCNTP and PcX-MWCNTP) was developed by treating bare Pc (PcX) and polymer-based Pc (PcY) with carboxyl-functionalized multi-walled nanocarbon tube powders (COOH-MWCNTPs). This new nanomaterial was also coated on the glassy carbon electrode (GCE) surface using the drip-dry technique. The sensitivities of the developed both nanosensor in the determination of rifaximin were investigated at first time. Compared to the other electrode, PcX-MWCNTP/GCE significantly increased the anodic signal of rifaximin (approximately 5-fold) and shifted the peak potential to the less positive region. A wide working range from 0.25&#xa0;mg/L to 10.0&#xa0;mg/L was obtained, and the limit of detection (LOD) was calculated as 48&#xa0;µg/L by differential pulse voltammetry (DPV). Finally, the electrochemical method was successfully applied analytically in natural samples to test its accuracy and precision by using PcX-MWCNTP/GCE.</p>

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Novel Polymer Supported Phthalocyanine Nanosensors and Analytical Application

  • 期刊论文

  • 出版模式：

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  • 发表日期：

    2025年2月25日

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  • Murat Misir,
  • Ahmet Bilgin,
  • Doğukan Doyduk,
  • Ersin Demir

摘要

In this study, a novel PCL-based polymer (6) containing A3B-type zinc phthalocyanine was synthesized as a result of the ring-opening polymerization of ε-caprolactone (ε-CL), in which A3B-type zinc phthalocyanine (5) prepared by condensation method of two different phthalonitrile precursor molecules, 4-(3-hydroxypropylmercapto)phthalonitrile (3) and 4-tert-butylphthalonitrile (4), in 3:1 molar ratios used as the initiator. (6) was synthesized in three stages; the synthesis of 4-(3-hydroxypropylmercapto)phthalonitrile (3) (i), novel A3B-type zinc phthalocyanine (ii), PCL-based polymer (6) containing A3B-type zinc phthalocyanine (iii). The novel compounds (5) and (6) were characterized by spectroscopic (FTIR, 1H NMR. 13C NMR and UV-vis), DSC and chromatographic (GPC) methods. After that, a new generation hybrid material (PcY-MWCNTP and PcX-MWCNTP) was developed by treating bare Pc (PcX) and polymer-based Pc (PcY) with carboxyl-functionalized multi-walled nanocarbon tube powders (COOH-MWCNTPs). This new nanomaterial was also coated on the glassy carbon electrode (GCE) surface using the drip-dry technique. The sensitivities of the developed both nanosensor in the determination of rifaximin were investigated at first time. Compared to the other electrode, PcX-MWCNTP/GCE significantly increased the anodic signal of rifaximin (approximately 5-fold) and shifted the peak potential to the less positive region. A wide working range from 0.25 mg/L to 10.0 mg/L was obtained, and the limit of detection (LOD) was calculated as 48 µg/L by differential pulse voltammetry (DPV). Finally, the electrochemical method was successfully applied analytically in natural samples to test its accuracy and precision by using PcX-MWCNTP/GCE.