Synthesis and properties of a sustainable, vanillin‐based phthalonitrile resin

Author:

Laskoski Matthew12,Brown Loren C.1,Kerr Andrew T.3

Affiliation:

1. Code 6127, Chemistry Division Naval Research Laboratory Washington District of Columbia USA

2. Section Head, Code 6127, Chemistry Division Naval Research Laboratory Washington District of Columbia USA

3. Code 6920, Center for Biomolecular Science and Engineering Division Naval Research Laboratory Washington District of Columbia USA

Abstract

AbstractThe renewable and biosynthetic molecule, vanillin, was used in the preparation of a new phthalonitrile resin (PN), containing two phthalonitrile groups without pre‐modification of the vanillin structure. This PN resin was characterized thoroughly by differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), nuclear magnetic resonance (NMR) spectroscopy, rheometry, Fourier transform infrared spectroscopy (FTIR), and single‐crystal X‐ray diffraction (XRD). The monomer exhibited excellent rheometric viscosities below 250 cP at processing temperatures and a good pot life. After complete curing, the PN polymer exhibited thermal stability above 500°C, a glass transition temperature (Tg) above the final postcure temperature of 380°C, and exceptional retention of structural integrity. These results highlight a vanillin‐derived PN resin is an excellent candidate for a variety of applications where high temperature and mechanical stability over a large temperature range are required.

Publisher

Wiley

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