Synthesis and Characterization of a Novel Fluorinated Bismaleimide via a Nucleophilic Addition-Elimination Reaction and its Polymeric Networks


The commercially available octafluorocyclopentene (OFCP) as both a fluorinated building block and a linker has been successfully utilized to prepare a new fluorinated bismaleimide monomer OFCP-BMIvia a nucleophilic addition-elimination reaction. The resulting OFCP-BMI is characterized by 1H, 13C, 19F nuclear magnetic resonance (NMR) spectroscopy, attenuated total reflectance Fourier transform infrared spectroscopy (ATR-FTIR), and high resolution mass spectrometry. The monomer OFCP-BMI reacts with a free radical initiator or self-cures to prepare its resins. No obvious glass transition temperature (Tg) below 260°C was observed for the self-curing resin suggesting that a highly cross-linked polymeric network was formed. The self-curing resin exhibits excellent thermal stability with the on-set weight loss temperature (Ton-setd) of 445°C and a 50% char yield at 800°C under a nitrogen atmosphere. The resin obtained by a free radical polymerization process exhibits less thermal stability and a lower char yield than the self-curing resin due to its lower cross-linking density. The self-curing resin exhibits a low dielectric constant (Dk = 2.5).


Includes supplementary material.


Addition reactions, Chemical reactions, Curing, Fourier transform infrared spectroscopy, Free radicals (Chemistry), Glass transition temperature, Mass spectrometry, Monomers, Nuclear magnetic resonance, Nuclear magnetic resonance spectroscopy, Polymers, Gums and resins, Thermodynamics, High resolution spectrometry, Nuclear magnetic resonance, Nucleophilic reactions, Addition polymerization


©2015 The Royal Society of Chemistry. This article may not be further made available or distributed.