A novel fluorinated monomer: Synthesis, characterization and ATRP of 5,6,7,8-tetrafluoronaphthalen-1-yl acrylate      
Yazarlar (3)
Doç. Dr. Musa ERDOĞAN Kafkas Üniversitesi, Türkiye
Sevil Özkınalı
Hitit University, Türkiye
Humeyra Mert
Hitit University, Türkiye
Makale Türü Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale
Dergi Adı Journal of Fluorine Chemistry
Dergi ISSN 0022-1139 Wos Dergi Scopus Dergi
Dergi Tarandığı Indeksler SCI-Expanded
Dergi Grubu Q3
Makale Dili İngilizce
Basım Tarihi 02-2021
Cilt No 242
Sayı 1
Sayfalar 109718 / 0
DOI Numarası 10.1016/j.jfluchem.2020.109718
Makale Linki http://dx.doi.org/10.1016/j.jfluchem.2020.109718
Özet
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, 1H NMR, 13C NMR, 19F NMR and LC–MS/MS measurements. Atom transfer radical polymerization (ATRP) was used for the polymerization of 5,6,7,8-tetrafluoronaphthalen-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 °C and starts to degrade after 150 °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-tetrafluoro naphthalen-1-yl acrylate could be acceptable as a promising monomer candidate in the field of synthetic polymer chemistry.
Anahtar Kelimeler
19 F NMR | Acrylate | ATRP | Fluorinated aromatic monomer | Tetrafluoronaphthol