Thiophene-containing Schiff base polymers: synthesis, characterization, and anti-bacterial properties

We synthesized the Schiff bases and their polymers, which contain thiophene units. For the synthesis process, first, hydroxynaphthalene di- and triol-derived Schiff bases that are abbreviated as (A1) and (A2) were prepared by a common condensation reaction. Second, their polymers named as B1 and B2...

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Bibliographic Details
Published in:Iranian polymer journal 2023-11, Vol.32 (11), p.1405-1419
Main Authors: Kocaeren, Aysel Aydın, Karatağ, Elifnur
Format: Article
Language:English
Subjects:
Bacteria
Ceramics
Chemical synthesis
Chemistry
Chemistry and Materials Science
Composites
Condensates
Condensation polymerization
Glass
Imines
Natural Materials
NMR
Nuclear magnetic resonance
Original Research
Polymer Sciences
Polymers
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Summary:We synthesized the Schiff bases and their polymers, which contain thiophene units. For the synthesis process, first, hydroxynaphthalene di- and triol-derived Schiff bases that are abbreviated as (A1) and (A2) were prepared by a common condensation reaction. Second, their polymers named as B1 and B2 were separately synthesized from the oxidative polycondensation of the Schiff base monomers with (NH 4 ) 2 S 2 O 8 in an aqueous alkaline medium. The new polymeric structures that are abbreviated as B1-S and B2-S, containing thiophene groups, were synthesized by HBr elimination using B1 and B2 polymers. The characterization processes of the synthesized products were carried out using spectroscopic techniques such as FTIR, UV–Vis, 1 H and 13 C NMR, TG-DTG analysis, and MALDI-TOF MS. According to the TG analysis results, except for A2, the thermal stabilities of the other compounds were good since they left about 50% residue at 800°C. SEM images of the compounds were recorded at different sizes, and also they were found to be quite different from each other. For example, A1 was like a ball. Additionally, A1, A2, B1, B2, B1-S, and B2-S were tested for their anti-bacterial activities against some bacteria types. Minimum inhibitory concentration (MIC) method was used for the anti-bacterial activity tests. The MIC test results showed that the synthesized polymers could be used as antimicrobial agents for surfaces with P. vulgaris NRRL-B-123 bacteria at lower concentrations such as 15.625 and 31.25 µg/mL. Graphical abstract
ISSN:1026-1265
1735-5265
DOI:10.1007/s13726-023-01211-7