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High-Performance Functional Phthalonitrile Resin with a Low Melting Point and Low Dielectric Constant

Abstract

A monomer of fluorinated phthalonitrile, namely 4,4’-bis(p-perfluoro-phenol-(bis(p-phenol)propane-2,2-diyl)-p-oxy-diphthalonitrile) (PBDP), was synthesized by the nucleophilic substitution reaction of bisphenol A, decafluorobiphenyl and 4-nitrophthalonitrile. The structure of the monomer was characterized by Nuclear Magnetic Resonance spectroscopy (NMR) and Fourier Transform Infrared spectroscopy (FTIR). The results indicated that the PBDP monomer was synthesized successfully. The monomer was cured in the presence of 4-(aminophenoxy)phthalonitrile (APPH) and the curing behaviour was investigated by Differential Scanning Calorimetry (DSC), suggesting a low melting point of 96 °C and an excellent processing window (96-262 °C). Thermogravimetric Analysis (TGA) and Dynamic Mechanical Analysis (DMA) showed that the fluorinated phthalonitrile resin possessed outstanding thermal and thermo-oxidative stabilities as well as good mechanical properties. The glass transition temperature was > 400 °C and the 5% thermal degradation temperature was 501 °C. When the frequency was 50 MHz, the dielectric constant and dielectric loss of the polymer were 2.84 and 0.007, respectively. The PBDP resin has ultra-low water absorption of 0.77% and 1.4%, when exposed to aqueous environment for 50 days at 24 °C and for 24 h at 100 °C, respectively. The prepared PBDP resin with outstanding thermal stability and low dielectric constant is an ideal candidate for aerospace, microelectronics and other electronic packaging materials.

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Supplementary files

Article information


Submitted
26 Nov 2019
Accepted
10 Jan 2020
First published
11 Jan 2020

Soft Matter, 2020, Accepted Manuscript
Article type
Paper

High-Performance Functional Phthalonitrile Resin with a Low Melting Point and Low Dielectric Constant

M. Wu, J. Xu, S. Bai, X. Chen, X. Yu, K. Naito, Z. Zhang and Q. Zhang, Soft Matter, 2020, Accepted Manuscript , DOI: 10.1039/C9SM02328C

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