Synthesis and characterization of acetylene‐terminated polybenzoxazines based on polyaralkyl‐phenolic prepolymer

Abstract

Xylok polybenzoxazine with acetylene group terminals (XPBZAs) were synthesized by the Mannich-like condensation of Xylok prepolymer, formaldehyde, aminophenylacetylene, and aniline, and their structures were characterized by Fourier transform infrared spectroscopy (FTIR) and proton nuclear magnetic resonance ( 1 H NMR). The curing behavior of XPBZAs was determined by differential scanning calorimetry and FTIR. Thermal behavior and dynamic mechanical properties of the cured XPBZAs were investigated using thermogravimetric analysis and dynamic mechanical analysis. The results showed glass transition temperature (T g ), the thermal stability, and anaerobic char residue of cured XPBZAs increased as the content of acetylene groups increased. EXPERIMENTALMaterials p-Xylyleneglycoldimethylether (99%) was purchased from Shouguang Jinzeyang Chemical (China). Chloroform, phenol, formaldehyde, aniline, and stannic chloride were purchased from Sinopharm Chemical Reagent. m-Amino-phenylacetylene (99%) was prepared and supplied by the fine-chemical laboratory in our university [22]. Synthesis of Xylok PrepolymerXylok prepolymer was synthesized from p-xylyleneglycoldimethylether and phenol using stannic chloride as a catalyst [11]. A mixture of 117.5 g (1.25 mol) of phenol and 83 g (0.5 mol) of p-xylyleneglycoldimethylether were

Effects of aromatic carboxylic dianhydrides on thermomechanical properties of polybenzoxazine‐dianhydride copolymers

“…Importantly, the polymers have been reported to possess many intriguing properties to overcome several shortcomings of conventional novolac‐ and resole‐type phenolic resins such as low viscosity, near‐zero volumetric shrinkage upon curing, the glass transition temperature ( T g ) much higher than cure temperature, fast mechanical property build‐up as a function of degree of polymerization, high char‐yield, low coefficient of thermal expansion, (CTE), low moisture absorption, and excellent electrical properties [4, 5]. As mentioned above, the ability of benzoxazine resins to form alloys or blends with other polymers or resins [5–10] provides the resins with even broader range of applications. In recent years, the investigation of PBA‐a hybrid systems have been reported such as PBA‐a/PU [6–8], PBA‐a/phenolic novolac [10, 11], PBA‐a/epoxy resin [6, 11, 12], PBA‐a/PI [13], and PBA‐a/dianhydride [14, 15].…”

“…As mentioned above, the ability of benzoxazine resins to form alloys or blends with other polymers or resins [5–10] provides the resins with even broader range of applications. In recent years, the investigation of PBA‐a hybrid systems have been reported such as PBA‐a/PU [6–8], PBA‐a/phenolic novolac [10, 11], PBA‐a/epoxy resin [6, 11, 12], PBA‐a/PI [13], and PBA‐a/dianhydride [14, 15].…”

Synthesis, curing behavior, and thermal properties of fluorene-based benzoxazine-endcapped copoly(ether ketone ketone)s

“…Moreover, main-chain type poly(benzoxazine-co-urethane)s [30] and poly(benzoxazine-co-sulfones)s [31] have been successfully synthesized to modify the brittleness of polybenzoxazines. The telechelic polybenzoxazines with thermoplastic oligomers as a backbone were also found to be more efficient in improving the toughness of this kind of thermoset [32][33][34][35].…”

Thermal property of an aggregation-induced emission fluorophore that forms metal–ligand complexes with Zn(ClO4)2 of salicylaldehyde azine-functionalized polybenzoxazine

“…[7][8][9][10][11][12] Nowadays, these phenolic resins can be used as thermoset to prepare polymer nanocomposites due to their unique excellent thermal properties. [13][14][15][16] The properties, when they aggregated in a poor solvent or in the solid state. This phenomenon, known as aggregation-caused quenching (ACQ), 22,23 greatly decreased the applicability of such materials as organic light-emitting materials or fluorescent chemosensors.…”