Novel Polyelectrolytes Obtained by Direct Alkylation and Ion Replacement of a New Aromatic Polyamide Copolymer Bearing Pyridinyl Pendant Groups

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dc.contributor.authorBonardd, Sebastian
dc.contributor.authorAngel, Alejandro
dc.contributor.authorNorambuena, Angel
dc.contributor.authorColl, Deysma
dc.contributor.authorTundidor-Camba, Alain
dc.contributor.authorOrtiz, Pablo A.
dc.date.accessioned2025-01-20T22:17:30Z
dc.date.available2025-01-20T22:17:30Z
dc.date.issued2021
dc.description.abstractThe following work shows, for the first time, the synthesis and characterization of a new family of polyelectrolytes, along with their preliminary assessments in terms of desalin water treatment. These materials fall into the category of aromatic co-polyamides, which are obtained by the direct condensation of monomers 4,4 '-oxydianiline (ODA), isophthaloyl chloride, and 3,5-diamino-N-(pyridin-4-ylmethyl)benzamide (PyMDA). Thereby, the charged nature exhibited by these materials was achieved through the quaternization of PyMDA moieties using linear iodoalkanes of different lengths (CnI with n = 1, 2, 4, and 6). After completing the quaternization process, polyelectrolytes were subjected to a one-step anion substitution process, where iodide counterions were replaced by bis(trifluoromethane)sulfonamide entities. For all the obtained materials, solubility tests were carried out, showing that those alkylated with methyl and ethyl chains exhibit high solubility in rutinary aprotic polar solvents, while those containing n-butyl and n-hexyl units resulted in the formation of insoluble gels. Due to the above, the latest were discarded from this study early on. The structural characterization of the initial neutral co-polyamide was carried out by means of infrared spectroscopy (FT-IR), nuclear magnetic resonance (H-1, C-13-NMR), and size-exclusion chromatography (SEC), while the structure of methylated and ethylated polyelectrolytes was successfully confirmed through FT-IR, H-1, C-13, and F-19-NMR. Additionally, the thermal behavior of these materials was analyzed in terms of thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC), showing thermal degradation temperatures above 300 degrees C and glass transition temperatures (Tg) above 200 degrees C, resulting in polymers with outstanding thermal properties for water treatment applications. On the other hand, through the solvent-casting method, both neutral and charged polymers were found to be easily prepared into films, exhibiting a remarkably flexibility. The mechanical properties of the films were analyzed using the traction test, from which tensile strength values ranging between 83.5 and 87.9 Mpa, along with Young's modulus values between 2.4 and 2.5 Gpa were obtained. Moreover, through contact angle measurements and absorption analysis by immersion, polyelectrolytes showed important changes in terms of affinity against polar and polar substances (water, n-heptane, and benzene), exhibiting a higher rejection regarding the neutral polymer. Finally, as a preliminary test against the seepage of saline waters, thin polymer films (from 11.4 to 17.1 mu m) were deposited on top of commercial filter discs and tested as filters of saline solutions ([NaCl] = 1000 and 2000 ppm). These tests revealed a decrease of the salt concentration in the obtained filtrates, with retention values ranging between 6.2 and 20.3%, depending on the concentration of the former solution and the polymer used.
dc.description.funderFONDECYT
dc.fuente.origenWOS
dc.identifier.doi10.3390/polym13121993
dc.identifier.eissn2073-4360
dc.identifier.urihttps://doi.org/10.3390/polym13121993
dc.identifier.urihttps://repositorio.uc.cl/handle/11534/94550
dc.identifier.wosidWOS:000666741600001
dc.issue.numero12
dc.language.isoen
dc.revistaPolymers
dc.rightsacceso restringido
dc.subjectpolyamide
dc.subjectpolyelectrolyte
dc.subjectpyridinyl groups
dc.subjectquaternisation
dc.subject.ods06 Clean Water and Sanitation
dc.subject.odspa06 Agua limpia y saneamiento
dc.titleNovel Polyelectrolytes Obtained by Direct Alkylation and Ion Replacement of a New Aromatic Polyamide Copolymer Bearing Pyridinyl Pendant Groups
dc.typeartículo
dc.volumen13
sipa.indexWOS
sipa.trazabilidadWOS;2025-01-12
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