One step synthesis and rapid ring-opening polymerization of macrocyclic (arylene thioether ketone) oligomers

✍ Scribed by H. Yan; X. H. Li; S. J. Wang; Y. Z. Meng

• Publisher: John Wiley and Sons
• Year: 2006
• Tongue: English
• Weight: 112 KB
• Volume: 100
• Category: Article
• ISSN: 0021-8995
• DOI: 10.1002/app.22642

✦ Synopsis

Abstract

Well‐crystal macrocyclic (arylene thioether ketone) oligomers were synthesized under high dilution condition by the reaction of Na~2~S with bis(4‐fluoro‐phenyl)‐methanone in 1‐methyl‐pyrrolidone (NMP). The oligomers were fully characterized by Matrix‐assisted laser desorption/ionization time‐of‐flight mass spectra (MALDI‐TOF‐MS), high‐pressure liquid chromatography (HPLC), gel permeation chromatography (GPC), ^1^H NMR, ^13^C‐NMR, and differential scanning calorimetry (DSC). According to DSC studies, uncatalyzed and rapid ring‐opening polymerization (ROP) of the oligomers took place instantly when they were heated to melting point. Extracted by dichloro‐methane, the obtained polymer neither loses any weight nor dissolves in boiling 1‐chloro‐ naphthalene. These facts indicated that there are no residual oligomers within the resultant polymer. The as‐prepared oligomers could be potentially used as high‐temperature hot‐melt adhesive at a high temperature > 350°C, and matrices for high‐performance composites and nanocomposites. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 100: 161–166, 2006