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Comprehensive characterization of surface-functionalized poly(amidoamine) dendrimers with acetamide,hydroxyl, and carboxyl groups
Affiliation:1. Laser Physics Applications Section, Raja Ramanna Centre for Advanced Technology, Indore 452013, India;2. Department of Chemistry, Indian Institute of Technology, Indore 452017, India;3. Solid State Laser Division, Raja Ramanna Centre for Advanced Technology, Indore 452013, India;1. Laboratory of Theoretical Chemistry, Department of Chemistry, University of Maragheh, P.O. Box 5513864596, Maragheh, Iran;2. Quantum Chemistry Group, Department of Chemistry, Faculty of Sciences, Arak University, Arak 38156-8-8349, Iran;1. Department of Chemical and Biological Engineering, Illinois Institute of Technology, Chicago, IL 60616, USA;2. Department of Mechanical Engineering, McMaster University, Hamilton, Ontario L8S 4L7, Canada;3. Department of Engineering Physics, McMaster University, Hamilton, Ontario L8S 4L7, Canada;4. Department of Materials Science and Engineering, McMaster University, Hamilton, Ontario L8S 4L7, Canada;1. Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran;2. Nanotechnology Research Center, Shiraz University, Shiraz 71454, Iran
Abstract:Terminal amine groups of poly(amidoamine) (PAMAM) dendrimers can be substituted with different functional groups for various applications. In this study, PAMAM derivatives with acetamide, hydroxyl, and carboxyl termini were synthesized from ethylenediamine (EDA) core generation 4 and 5 primary amine-terminated PAMAM dendrimers. The reaction products were purified with dialysis and subsequently characterized by polyacrylamide gel electrophoresis (PAGE), capillary electrophoresis (CE), size exclusion chromatography (SEC), matrix-assisted laser desorption ionization time-of-flight (MALDI-TOF) mass spectrometry, potentiometric titration, 1H NMR, and 13C NMR. PAGE and CE electropherograms provide data regarding the purity, charge distribution, and electrophoretic mobility of the dendrimers and their derivatives. SEC and MALDI-TOF mass spectrometry detect the average absolute molar mass and the individual mass fractions, respectively. The combination of SEC with potentiometric titration provides quantitative evidence of the degree of the functional group substitution, while NMR techniques (both 1H NMR and 13C NMR) confirmed the changes in dendrimer surface functionalization. This study provides a general example for the comprehensive characterization of surface-functionalized PAMAM dendrimer nanoparticles. The synthesized dendrimer derivatives hold promise for environmental and medical applications.
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