Synthesis of fluorinated polypropylene using CuAAC click chemistry


AÇIK G., Cansoy C. E., Tasdelen M.

Journal of Applied Polymer Science, cilt.136, sa.7, 2019 (SCI-Expanded, Scopus)

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 136 Sayı: 7
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1002/app.47072
  • Dergi Adı: Journal of Applied Polymer Science
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Anahtar Kelimeler: functionalization of polymers, polyolefins, surfaces and interfaces
  • Trakya Üniversitesi Adresli: Hayır

Özet

Synthesis of fluorine containing polypropylene (PPF) from chlorinated polypropylene (PPCl) via Cu(I) catalyzed Huisgen type 1,3-dipolar cycloaddition (CuAAC) and its water repellency properties are demonstrated. Initially, clickable azido-functional polypropylene (PPN3) and alkyne-functionalized fluorine compound (FAl) are independently prepared by nucleophilic substitution of PPCl with azidotrimethylsilane-tetrabutylammonium fluoride and esterification reactions of 2,2,3,3,4,4,5,5-octafluoro-1-pentanol with 4-pentyonic acid. The CuAAC reaction between PPN3 and FAl leads to corresponding PPF under mild conditions. The chemical structures and surface properties of desired PPF are characterized by Fourier transform infrared, 1H-NMR, differential scanning calorimetry, scanning electron microscopy, atomic force microscope, and contact angle analyses. Based on water contact angle (WCA) measurement, it is found that both PPCl and PPN3 films have shown similar hydrophobicity, whereas the WCA of PPF is surprisingly decreased due to the presence of ester and triazole groups coming from FAl compound and the clicked product. This facile modification procedure could be utilized in order to alter the wetting or thermal properties of the commercial polymers for potential applications. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019, 136, 47072.