Synthesis of new poly(1,2,3-triazolyl-benzenesulfonamide)s via step-growth polymerization and characterization of their structures


AY E.

Journal of Polymer Research, cilt.30, sa.9, 2023 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 30 Sayı: 9
  • Basım Tarihi: 2023
  • Doi Numarası: 10.1007/s10965-023-03734-2
  • Dergi Adı: Journal of Polymer Research
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Aerospace Database, Chemical Abstracts Core, Communication Abstracts, Compendex, INSPEC, Metadex, Civil Engineering Abstracts
  • Anahtar Kelimeler: Sulfonamide, poly(1,2,3-triazole), Click reaction, CuAAC, Huisgen reaction, Step-growth polymerization
  • Manisa Celal Bayar Üniversitesi Adresli: Evet

Özet

In this article, three new poly(1,2,3-triazolyl-benzenesulfonamide)s (4-6) were synthesized from the new molecule 4-azido-N-(prop-2ʹ-yn-1ʹ-yl)benzenesulfonamide (3). The synthesis and step-growth click polyaddition reaction of a new AB-type monomer containing terminal alkyne and azide groups were described. Copper (I)-catalyzed azide-alkyne cycloaddition (CuAAC) and Huisgen click polymerization were performed to prepare sulfonamide, a derivative of poly(1,2,3-triazole)s. The CuAAC polymerization regioselectively led to 1,4-disubstituted triazole ring and hence to a stereoregular polymer. In contrast, the thermal polymerization also produced 1,5-disubstituted triazole units. The structure of the new poly(1,2,3-triazolyl-benzenesulfonamide)s (4-6) obtained from (4-azido-N-(prop-2ʹ-yn-1ʹ-yl)benzenesulfonamide) were characterized by FTIR, 1H-, and 13C- NMR spectroscopy. The resulting polymers had weight-average molecular weights in the 7,700-58,650 range and were determined by Gel Permeation Chromatography (GPC). The resulting polymers 4, 5 and 6, lossing about 50% of their weights, showed a decomposition temperature of 406, 474, and 451 °C in a nitrogen atmosphere, respectively. The glass transition temperature of all polymers were at 128 °C. In addition, the surface morphology was studied via Scanning Electron Microscopy with Energy Dispersive Spectroscopy (SEM/EDS). This paper is dedicated to the 100th Annivesary of Repuclic of Türkiye.