A Bio-Based Allylphenol (Eugenol)-Functionalized Fluorinated Maleimide with Low Dielectric Constant and Low Water Uptake

A bio-based allylphenol (eugenol)-functionalized fluoro-containing maleimide derived from easily available cyanuric chloride is synthesized, and it is thermally transformed to a cross-linked polymer. It is found that the polymer displays a 5% weight loss temperature of up to 413 degrees C, a glass transition temperature (T-g) of up to 274 degrees C, and a thermal expansion coefficient (CTE) of 66.21ppm degrees C-1 varying from 50 to 300 degrees C. The polymer is also found to exhibit lower water uptake (1.06%) than commercial 4,4-bismaleimidodiphenylmethane (BMI) resins (3%) and allyl-modified bismaleimides (4.5%). This polymer is also found to indicate good dielectric properties with a dielectric constant (D-k) of below 2.9 and a dissipation factor (D-f) of less than 7x10(-3) for frequencies varying from 40Hz to 25MHz. It is reported that, compared to the commercial BMI with CTE of 77.85ppm degrees C-1 and D-k of 3.50, this eugenol-functionalized fluoro-containing maleimide possesses good properties, suggesting that this new maleimide has potential application in the microelectronic industry.