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Thiazole-substituted non-symmetrical metallophthalocyanines: synthesis, characterization, electrochemical and heavy metal ion sensing properties
New Journal of Chemistry ( IF 3.3 ) Pub Date : 2020/03/04 , DOI: 10.1039/d0nj00466a
Ayk Beduoğlu 1, 2, 3, 4, 5 , Altuğ Mert Sevim 1, 2, 3, 4, 5 , Atıf Koca 4, 5, 6, 7, 8 , Ahmet Altındal 2, 4, 5, 9, 10 , Zehra Altuntaş Bayır 1, 2, 3, 4, 5
Affiliation  

Non-symmetrical metallophthalocyanines (MPc), in which M is zinc(II), chloromanganese(III), or cobalt(II), containing a thiazole ring in their peripheries were synthesized by the statistical condensation of two different phthalonitriles, namely 4-(4-phenyl-2-thiazolyl)thiophthalonitrile (1) and 4-tert-butylphthalonitrile (2). The newly prepared compounds were characterized via elemental analysis techniques, including ultraviolet-visible spectrophotometry, Fourier transform infrared spectroscopy, proton nuclear magnetic resonance spectroscopy and mass spectrometry. The redox properties of the MPcs were tested via cyclic and square wave voltammetry methods. The redox results elucidated the effects of the metal centers and electrolytic systems on the electrochemical activities of the designed phthalocyanine complexes. The heavy metal ion recognition abilities of these complexes were also analyzed by employing an AT-cut quartz crystal resonator with a fundamental resonance frequency of 10 MHz. The results revealed that Cu2+ at a concentration of 0.40 mg L−1 in the aqueous solution caused a ∼31 kHz frequency shift of the quartz crystal coated with a thin film of MnPc (5). This considerable observed shift in the resonance frequency indicated the powerful sensing ability of compound 5 to detect Cu2+ ions, even in liquid phase. Furthermore, the heavy metal ion sensing results showed that this examined sensitivity of the QCM-based sensor strongly depends upon the atomic radius of the metal ions in aqueous solution.

中文翻译:

噻唑取代的非对称金属酞菁:合成,表征,电化学和重金属离子感测特性

通过两个不同的邻苯二甲腈的统计缩合反应合成非对称金属酞菁(MPc),其中M为锌(II),氯锰(III)或钴(II),其外围含有噻唑环。 4-苯基-2-噻唑基)硫代邻二甲腈(1)和4-丁基邻二甲腈(2)。通过元素分析技术对新制备的化合物进行了表征,这些技术包括紫外可见分光光度法,傅立叶变换红外光谱法,质子核磁共振光谱法和质谱法。MPcs的氧化还原特性通过循环和方波伏安法。氧化还原结果阐明了金属中心和电解系统对设计的酞菁配合物的电化学活性的影响。还通过采用基本共振频率为10 MHz的AT切割石英晶体共振器分析了这些配合物的重金属离子识别能力。结果表明,水溶液中浓度为0.40 mg L -1的Cu 2+导致涂有MnPc薄膜的石英晶体的频移约为31 kHz(5)。观察到的共振频率的明显变化表明化合物5具有强大的感测能力,可检测Cu 2+离子,即使在液相中也是如此。此外,重金属离子感测结果表明,这种基于QCM的传感器的检测灵敏度在很大程度上取决于水溶液中金属离子的原子半径。
更新日期:2020-04-06
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