Role of the Anilinium Ion on the Selective Polymerization of Anilinium 2-Acrylamide-2-methyl-1-propanesulfonate
The development of anilinium 2-acrylamide-2-methyl-1-propanesulfonate (Ani-AMPS) monomer, confirmed by <sup>1</sup>H NMR, <sup>13</sup>C NMR, and FTIR, is systematically studied. Ani-AMPS contains two polymerizable functional groups, so it was submitted to selective polymeriz...
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MDPI AG
2021-07-01
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| Series: | Polymers |
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| Online Access: | https://www.mdpi.com/2073-4360/13/14/2349 |
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| author | Alain Salvador Conejo-Dávila Marco Armando Moya-Quevedo David Chávez-Flores Alejandro Vega-Rios Erasto Armando Zaragoza-Contreras |
| author_facet | Alain Salvador Conejo-Dávila Marco Armando Moya-Quevedo David Chávez-Flores Alejandro Vega-Rios Erasto Armando Zaragoza-Contreras |
| author_sort | Alain Salvador Conejo-Dávila |
| collection | DOAJ |
| description | The development of anilinium 2-acrylamide-2-methyl-1-propanesulfonate (Ani-AMPS) monomer, confirmed by <sup>1</sup>H NMR, <sup>13</sup>C NMR, and FTIR, is systematically studied. Ani-AMPS contains two polymerizable functional groups, so it was submitted to selective polymerization either by free-radical or oxidative polymerization. Therefore, poly(anilinium 2-acrylamide-2-methyl-1-propanesulfonic) [Poly(Ani-AMPS)] and polyaniline doped with 2-acrylamide-2-methyl-1-propanesulfonic acid [PAni-AMPS] can be obtained. First, the acrylamide polymer, poly(Ani-AMPS), favored the π-stacking of the anilinium group produced by the inter- and intra-molecular interactions and was studied utilizing <sup>1</sup>H NMR, <sup>13</sup>C NMR, FTIR, and UV-Vis-NIR. Furthermore, poly(Ani-AMPS) fluorescence shows quenching in the presence of Fe<sup>2+</sup> and Fe<sup>3+</sup> in the emission spectrum at 347 nm. In contrast, the typical behavior of polyaniline is observed in the cyclic voltammetry analysis for PAni-AMPS. The optical properties also show a significant change at pH 4.4. The PAni-AMPS structure was corroborated through FTIR, while the thermal properties and morphology were analyzed utilizing TGA, DSC (except PAni-AMPS), and FESEM. |
| first_indexed | 2024-03-10T09:26:43Z |
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| institution | Directory Open Access Journal |
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| language | English |
| last_indexed | 2024-03-10T09:26:43Z |
| publishDate | 2021-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Polymers |
| spelling | doaj.art-8a8c7b3e39b640bdbd998bbd1d8129ed2023-11-22T04:46:57ZengMDPI AGPolymers2073-43602021-07-011314234910.3390/polym13142349Role of the Anilinium Ion on the Selective Polymerization of Anilinium 2-Acrylamide-2-methyl-1-propanesulfonateAlain Salvador Conejo-Dávila0Marco Armando Moya-Quevedo1David Chávez-Flores2Alejandro Vega-Rios3Erasto Armando Zaragoza-Contreras4Department of Engineering and Materials Chemistry, Centro de Investigación en Materiales Avanzados, S.C., Miguel de Cervantes No. 120, Complejo Industrial Chihuahua, Chihuahua C.P. 31136, MexicoDepartment of Engineering and Materials Chemistry, Centro de Investigación en Materiales Avanzados, S.C., Miguel de Cervantes No. 120, Complejo Industrial Chihuahua, Chihuahua C.P. 31136, MexicoFacultad de Ciencias Químicas, Universidad Autónoma de Chihuahua, Chihuahua C.P. 31125, MexicoDepartment of Engineering and Materials Chemistry, Centro de Investigación en Materiales Avanzados, S.C., Miguel de Cervantes No. 120, Complejo Industrial Chihuahua, Chihuahua C.P. 31136, MexicoDepartment of Engineering and Materials Chemistry, Centro de Investigación en Materiales Avanzados, S.C., Miguel de Cervantes No. 120, Complejo Industrial Chihuahua, Chihuahua C.P. 31136, MexicoThe development of anilinium 2-acrylamide-2-methyl-1-propanesulfonate (Ani-AMPS) monomer, confirmed by <sup>1</sup>H NMR, <sup>13</sup>C NMR, and FTIR, is systematically studied. Ani-AMPS contains two polymerizable functional groups, so it was submitted to selective polymerization either by free-radical or oxidative polymerization. Therefore, poly(anilinium 2-acrylamide-2-methyl-1-propanesulfonic) [Poly(Ani-AMPS)] and polyaniline doped with 2-acrylamide-2-methyl-1-propanesulfonic acid [PAni-AMPS] can be obtained. First, the acrylamide polymer, poly(Ani-AMPS), favored the π-stacking of the anilinium group produced by the inter- and intra-molecular interactions and was studied utilizing <sup>1</sup>H NMR, <sup>13</sup>C NMR, FTIR, and UV-Vis-NIR. Furthermore, poly(Ani-AMPS) fluorescence shows quenching in the presence of Fe<sup>2+</sup> and Fe<sup>3+</sup> in the emission spectrum at 347 nm. In contrast, the typical behavior of polyaniline is observed in the cyclic voltammetry analysis for PAni-AMPS. The optical properties also show a significant change at pH 4.4. The PAni-AMPS structure was corroborated through FTIR, while the thermal properties and morphology were analyzed utilizing TGA, DSC (except PAni-AMPS), and FESEM.https://www.mdpi.com/2073-4360/13/14/2349benzenaminium saltsfree-radical polymerizationoxidative polymerizationpolyanilineselective polymerizationfluorescent polymer |
| spellingShingle | Alain Salvador Conejo-Dávila Marco Armando Moya-Quevedo David Chávez-Flores Alejandro Vega-Rios Erasto Armando Zaragoza-Contreras Role of the Anilinium Ion on the Selective Polymerization of Anilinium 2-Acrylamide-2-methyl-1-propanesulfonate Polymers benzenaminium salts free-radical polymerization oxidative polymerization polyaniline selective polymerization fluorescent polymer |
| title | Role of the Anilinium Ion on the Selective Polymerization of Anilinium 2-Acrylamide-2-methyl-1-propanesulfonate |
| title_full | Role of the Anilinium Ion on the Selective Polymerization of Anilinium 2-Acrylamide-2-methyl-1-propanesulfonate |
| title_fullStr | Role of the Anilinium Ion on the Selective Polymerization of Anilinium 2-Acrylamide-2-methyl-1-propanesulfonate |
| title_full_unstemmed | Role of the Anilinium Ion on the Selective Polymerization of Anilinium 2-Acrylamide-2-methyl-1-propanesulfonate |
| title_short | Role of the Anilinium Ion on the Selective Polymerization of Anilinium 2-Acrylamide-2-methyl-1-propanesulfonate |
| title_sort | role of the anilinium ion on the selective polymerization of anilinium 2 acrylamide 2 methyl 1 propanesulfonate |
| topic | benzenaminium salts free-radical polymerization oxidative polymerization polyaniline selective polymerization fluorescent polymer |
| url | https://www.mdpi.com/2073-4360/13/14/2349 |
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