New chitosan-imine derivatives: from green chemistry to removal of heavy metals from water

IF 0.9 Q3 ENGINEERING, MULTIDISCIPLINARY

Revista Facultad De Ingenieria-universidad De Antioquia Pub Date : 2018-10-02 DOI:10.17533/UDEA.REDIN.N89A05

Vivian Lizeth Triana-Guzmán, Yury Ruiz-Cruz, Elkin Libardo Romero-Peñaloza, Héctor Fabio Zuluaga-Corrales, Manuel Noé Chaur-Valencia

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引用次数: 10

Abstract

Three novel imine-chitosan derivatives were synthesized by condensation of the amino terminals of chitosan and 4-bromomethyl-2-hydroxybenzaldehyde A1, 4-formyl-2-hydroxybenzoic acid A2, and (E)-6-((2-(pyridin-2-yl)hydrazono)methyl)picolinaldehyde A3. Noteworthy, is the aqueous synthesis of imine-chitosan compounds using relatively mild conditions (70 °C) in a green chemistry fashion. The new compounds were characterized by 1H-NMR, FT-IR, elemental analysis, thermal gravimetric analysis (TGA), and differential scanning calorimetry (DSC). A solubility study at different pH values was performed for the three compounds, obtaining very different behaviors when compared to that of the pristine chitosan. Finally, by means of atomic absorption the ability to remove heavy metal ions, such as Pb(II) and Hg(II), was investigated for the imine-chitosan derivatives, which showed a high removal percentage at basic pH (between 8-10) but low removal percentage at pH lower than 5. Additionally, the nature of the substituent determines the solubility of the resulting adducts thus widening the potential applications of chitosan derivatives.

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新型壳聚糖亚胺衍生物:从绿色化学到去除水中重金属

通过壳聚糖的氨基末端与4-溴甲基-2-羟基苯甲醛A1、4-甲酰基-2-羟基苯甲酸A2和(E)-6-((2-(吡啶-2-基)腙)甲基)吡啶醛A3缩合，合成了3种新型亚胺-壳聚糖衍生物。值得注意的是，在相对温和的条件下(70°C)以绿色化学方式水合成亚胺-壳聚糖化合物。通过1H-NMR、FT-IR、元素分析、热重分析(TGA)和差示扫描量热分析(DSC)对新化合物进行了表征。对这三种化合物在不同pH值下的溶解度进行了研究，与原始壳聚糖相比，得到了截然不同的行为。最后，通过原子吸收法考察了亚胺-壳聚糖衍生物对Pb(II)、Hg(II)等重金属离子的去除率。结果表明，亚胺-壳聚糖衍生物在碱性pH值(8 ~ 10)时去除率较高，而在pH值低于5时去除率较低。此外，取代基的性质决定了所得到的加合物的溶解度，从而扩大了壳聚糖衍生物的潜在应用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Revista Facultad De Ingenieria-universidad De Antioquia 工程技术-工程：综合

CiteScore

2.00

自引率

0.00%

发文量

审稿时长

2 months

期刊介绍： Revista Facultad de Ingenieria started in 1984 and is a publication of the School of Engineering at the University of Antioquia. The main objective of the journal is to promote and stimulate the publishing of national and international scientific research results. The journal publishes original articles, resulting from scientific research, experimental and or simulation studies in engineering sciences, technology, and similar disciplines (Electronics, Telecommunications, Bioengineering, Biotechnology, Electrical, Computer Science, Mechanical, Chemical, Environmental, Materials, Sanitary, Civil and Industrial Engineering). In exceptional cases, the journal will publish insightful articles related to current important subjects, or revision articles representing a significant contribution to the contextualization of the state of the art in a known relevant topic. Case reports will only be published when those cases are related to studies in which the validity of a methodology is being proven for the first time, or when a significant contribution to the knowledge of an unexplored system can be proven. All published articles have undergone a peer review process, carried out by experts recognized for their knowledge and contributions to the relevant field. To adapt the Journal to international standards and to promote the visibility of the published articles; and therefore, to have a greater impact in the global academic community, after November 1st 2013, the journal will accept only manuscripts written in English for reviewing and publication. Revista Facultad de Ingeniería –redin is entirely financed by University of Antioquia Since 2015, every article accepted for publication in the journal is assigned a DOI number.