A new resin with improved processability and thermal stability

Abstract

To maintain outstanding thermal stability, amino-and hydroxyl-containing phthalonitrile monomers, 4-(4-aminophenoxy)-phthalonitrile (APN) and 4-(4-hydroxyphenoxy)-phthalonitrile (HPN) were selected and synthesized. Their structures were confirmed by proton nuclear magnetic resonance spectroscopy. Their curing polymers were characterized by Fourier transform infrared spectroscopy. The self-catalytic curing behaviors of the monomers were investigated by differential scanning calorimetry (DSC) at different heating rates. From the results, APN exhibits a higher curing temperature, while HPN exhibits a longer curing time. Then, mixtures of these monomers were investigated by DSC. The result shows that the 50/50 mixture exhibits different autocatalytic behaviors: the curing temperature is lower than that of APN and the curing time of the mixture is shorter than that of HPN. Furthermore, thermogravimetric analysis shows that the polymer from the mixture exhibits higher temperature of 5% weight loss (T 5% ) and char yield value at 800 C than those of the polymers from each monomer. All these results indicate that the new mixture resin exhibits improved processability with excellent thermal stability, attributed to the synergistic effect between similar monomers; the synergistic effect optimizes the cure reaction kinetics and promotes cross-linking reactions, thereby producing an excellent resin; this approach is a new method for improving the processability without sacrificing thermal stability.

Synthesis and properties of a novel high-temperature vinylpyridine-based phthalonitrile polymer

“…The mixture was transferred into an aluminum mold, degassed under vacuum at 200°C for 40 min, and then postcured with diverse curing procedures in a muffle furnace. 33 As a result, BDSP polymers were prepared and processed into normative specimens for testing.…”

Design and Evaluation of a Cyanate Ester Containing Oxaspirocyclic Structure for Electronic Packaging

“…Next, brown and transparent PCBDCy was obtained (yield: 64.17%), which was prepared in an 80% acetone solution for later use. In the spectrum of IMP 1, protons on benzene rings appeared in the range of 7.51-7.26 ppm (H 1 -H 3 ), and alkene protons were observed at 6.80-6.75 ppm (H 4 ) and 6.26-6.19 ppm (H 5 ), respectively [19,20]. Peaks observed at 5.13-5.12 ppm were attributed to acetal protons (H 6 ).…”

Study on the synthesis and thermal stability of silicone resins reinforced by Si–O–Ph cross-linking

“…For example, high-temperature resistant resins are used as coatings, 6 adhesives 7,8 and matrix components 9 to protect aircraft fuselage against thermal shock caused by atmospheric friction, and to ensure long-term and stable operation of engines and electronic equipment at high-temperature. Among thermosetting polymeric materials, polyimide, 10–12 bismaleimide, 13–15 phthalonitrile 16,17 and silicone resins have become important paragons in the field of high-temperature resistance due to their excellent thermal stability. Since the bond energy of the Si–O bond (460.5 kJ mol −1 ) is much higher than that of the C–C (304.0 kJ mol −1 ) and C–O (358.0 kJ mol −1 ) bonds, silicone resins show improved thermal stability compared to other resins mentioned above with C–C and C–O bonds as the framework.…”