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

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

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title Synthesis and Characterization of a Novel Fluorinated Bismaleimide via a Nucleophilic Addition-Elimination Reaction and its Polymeric Networks
contributor.author Wu, Jingbo (UT Dallas)
contributor.author Xi, Yang (UT Dallas)
contributor.author McCandless, Gregory T. (UT Dallas)
contributor.author Kulikov, Oleg V. (UT Dallas)
contributor.author Menon, Remya (UT Dallas)
contributor.author Novak, Bruce M. (UT Dallas)
description Includes supplementary material.
description.abstract 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).
identifier.issn 2046-2069
identifier.uri http://hdl.handle.net/10735.1/5381
identifier.uri http://dx.doi.org/10.1039/c5ra13771c
identifier.bibliographicCitation Wu, J., Y. Xi, G. T. McCandless, O. V. Kulikov, et al. 2015. "Synthesis and characterization of a novel fluorinated bismaleimide via a nucleophilic addition-elimination reaction and its polymeric networks." RSC Advances 5(92), doi: 10.1039/c5ra13771c
identifier.volume 5
identifier.issue 92
subject Addition reactions
subject Chemical reactions
subject Curing
subject Fourier transform infrared spectroscopy
subject Free radicals (Chemistry)
subject Glass transition temperature
subject Mass spectrometry
subject Monomers
subject Nuclear magnetic resonance
subject Nuclear magnetic resonance spectroscopy
subject Polymers
subject Gums and resins
subject Thermodynamics
subject High resolution spectrometry
subject Nuclear magnetic resonance
subject Nucleophilic reactions
subject Addition polymerization
date.issued 1905-07-07
publisher Royal Society of Chemistry
rights ©2015 The Royal Society of Chemistry. This article may not be further made available or distributed.
language.iso en
source.journal RSC Advances

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