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Synthesis, characterization, and thermal stability of azomethine oligomer and its metal complexes
Author(s) -
Kaya İsmet,
Bilici Ali
Publication year - 2007
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.26238
Subject(s) - oligomer , dispersity , condensation polymer , monomer , aqueous solution , thermal stability , chemistry , nuclear chemistry , polymer chemistry , methylene , urea , polymerization , solubility , fourier transform infrared spectroscopy , yield (engineering) , materials science , organic chemistry , polymer , physics , quantum mechanics , metallurgy
The oxidative polycondensation reaction conditions of N,N′ ‐bis[(2‐hydroxy‐1‐naphthyl)methylene]urea (2‐HNMU) has been accomplished using NaOCl, H 2 O 2 , and air O 2 oxidants in an aqueous alkaline medium. The structures of the obtained monomer and oligomer were confirmed by FTIR, UV–vis, 1 H NMR, 13 C NMR, and elemental analysis. The characterization was made by TG‐DTA, size exclusion chromatography (SEC), and solubility tests. At the optimum reaction conditions, the yield of oligo‐ N,N′ ‐bis[(2‐hydroxy‐1‐naphthyl)methylene]urea (O‐2‐HNMU) was found to be 95% (for air O 2 oxidant), 51% (for H 2 O 2 oxidant), 96% (for NaOCl oxidant). According to the SEC analysis, the number‐average molecular weight ( M n ), weight‐average molecular weight ( M w ), and polydispersity index values of O‐2‐HNMU was found to be 1036, 1225 g/mol, and 1.182, respectively, using H 2 O 2 , and 765, 1080 g/mol, and 1.412, respectively, using air O 2 , and 857, 1105 g/mol, and 1.289, respectively, using NaOCl. TG‐DTA analyses showed that O‐2‐HNMU was more stable than 2‐HNMU. According to TG analyses, the carbonaceous residue of 2‐HNMU and O‐2‐HNMU was found to be 0.49% and 2.11% at 1000°C, respectively. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci, 2007