A novel fluorinated monomer: Synthesis, characterization and ATRP of 5,6,7,8-tetrafluoronaphthalen-1-yl acrylate
| Autor: | Musa Erdoğan, Sevil Özkınalı, Humeyra Mert |
|---|---|
| Přispěvatelé: | [Belirlenecek] |
| Rok vydání: | 2021 |
| Předmět: |
Acrylate
Addition reaction Fluorinated aromatic monomer 010405 organic chemistry Atom-transfer radical-polymerization Organic Chemistry F-19 NMR ATRP Fluorine-19 NMR Carbon-13 NMR 010402 general chemistry 01 natural sciences Biochemistry Cycloaddition 0104 chemical sciences Tetrafluoronaphthol Inorganic Chemistry chemistry.chemical_compound Monomer chemistry Polymerization Polymer chemistry Environmental Chemistry Physical and Theoretical Chemistry |
| Zdroj: | Journal of Fluorine Chemistry. 242:109718 |
| ISSN: | 0022-1139 |
| DOI: | 10.1016/j.jfluchem.2020.109718 |
| Popis: | A new fluorinated naphthyl-acrylate based monomer was synthesized in three steps, namely the addition reaction of furan via Diels Alder cycloaddition reaction, acid catalyzed aromatization reaction and Schotten-Baumann esterification reaction, respectively. The structure of the precursors and the target compound was characterized comprehensively by FT-IR, UV-vis, H-1 NMR, C-13 NMR, F-19 NMR and LC-MS/MS measurements. Atom transfer radical polymerization (ATRP) was used for the polymerization of 5,6,7,8-tetrafluomnaphthalen-1-yl acrylate. The successful polymerization of this novel monomer was verified by FT-IR and GPC analyses. Particularly, DSC and TGA analyses showed that the poly(5,6,7,8-tetrafluoronaphthalen-1-yl acrylate) has a glass transition temperature of 105-110 degrees C and starts to degrade after 150 degrees C. The results showed that the proposed monomer can be synthesized in yields overpassing 80 % by using the aforementioned reaction sequence. Our results revealed that 5,6,7,8-tetrafluom naphthalen-1-yl acrylate could be acceptable as a promising monomer candidate in the field of synthetic polymer chemistry. WOS:000609574500014 2-s2.0-85098542994 |
| Databáze: | OpenAIRE |
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