SYNTHESIS AND CHARACTERIZATION OF NOVEL 1,2,3-TRIAZOLE-BRIDGED OXIME POLYURETHANES OBTAINED FROM AN ISOMANNIDE DERIVATIVE

Bayrak F., ORAL A., AY K.

MACEDONIAN JOURNAL OF CHEMISTRY AND CHEMICAL ENGINEERING, vol.40, no.1, pp.75-87, 2021 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 40 Issue: 1
  • Publication Date: 2021
  • Doi Number: 10.20450/mjcce.2021.2220
  • Journal Name: MACEDONIAN JOURNAL OF CHEMISTRY AND CHEMICAL ENGINEERING
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Directory of Open Access Journals
  • Page Numbers: pp.75-87
  • Keywords: poly(oxime-urethane), polyurethane, 1,6-hexamethylene diisocyanate, isomannide, azide, dioxime, 1,2,3-triazole, COMBINATION, ISOSORBIDE
  • Çanakkale Onsekiz Mart University Affiliated: Yes

Abstract

Polyurethanes (PUs) are synthesized by the reaction of diisocyanates and diols and are widely used in furniture foams, thermal insulation, coatings, and adhesives. In this work, a 1,2,3-triazole-bridged dioxime (compound 6) as a diol source was synthesized from isomannide via tosylation, azidation, and cyclization-addition and used in the syntheses of new PUs. A new carbohydrate-based linear P-1 was synthesized by the reaction of 6 and 1,6-hexamethylene diisocyanate (1,6-HMDI). Besides, three new linear PUs (P-2, P-3, and P-4) were synthesized by the reaction of 6, isomannide compound (used in different molar ratios), and 1,6-HMDI. The thermal properties of the new PUs were determined by thermogravimetry (TG), their molecular structures were characterized by FTIR, H-1- and C-13-NMR, and the molecular weights of some polymers were determined by GPC/SEC. Additionally, the surface characteristics of the synthesized PUs were examined via scanning electron microscopy (SEM).