کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1314238 1499334 2014 9 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
AB-type monomers for the preparation of perfluorocycloalkene (PFCA) aryl ether polymers
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی معدنی
پیش نمایش صفحه اول مقاله
AB-type monomers for the preparation of perfluorocycloalkene (PFCA) aryl ether polymers
چکیده انگلیسی


• A synthetic protocol was developed for AB-type monomers.
• Optically transparent perfluorocycloalkene aryl ether polymers were prepared.
• Fluoride-catalyzed rearrangement resulted in allyl-substitution.
• Method was more efficient than previously developed trifluorovinyl aryl ether synthesis.

A method for the preparation of AB-type monomers with complimentary fluoro-olefin and phenol functionalities is described. The three-step process is amenable to commercial scale up and uses widely-available, commercial reagents including bisphenols and perfluorocycloalkene (PFCA) compounds. Title compounds and intermediates were characterized via multi-nuclear NMR and FT-IR spectroscopy providing structural and mechanistic elucidation of PFCA step-growth polymerizations. The formation of vinyl and allyl substituted products were quantified and shown to be dependent on PFCA ring size and reaction medium. Nearly equal amounts of vinyl- and allyl-substituted products were observed with perfluorocyclohexene (PFCH) while 2–11% allyl-substitution was observed with perfluorocyclopentene (PFCP), depending on reaction medium polarity. Previous PFCA research and characterization of title compounds suggests that fluoride-catalyzed rearrangement is primarily responsible the formation of two substitution products. Polymerization of an AB-type monomer derived from bisphenol A is demonstrated and was shown to reproducibly result in film-forming polymers with higher molecular weights than previously described methods.

A facile three-step synthesis for the preparation of AB-type monomers with complimentary fluorinated alkene and phenol functionalities is described and characterized. Polycondensation of AB-type monomers affords optically transparent, film-forming polymers.Figure optionsDownload as PowerPoint slide

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Fluorine Chemistry - Volume 166, October 2014, Pages 60–68
نویسندگان
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