Synthesis and Characterization of α,ω-bis(2,6-dimethylphenol)-poly(2,6-dimethyl-1,4-phenylene oxide) Oligomers in Water and the End-Group Modification

Abstract

A novel and convenient synthetic method for the preparation of α,ω-bis(2,6-dimethylphenol)-poly(2,6-dimethyl-1,4-phenylene oxide) (PPO-2OH) oligomer in water is presented. It is based on the oxidative copolymerization of 2,6-dimethylphenol (DMP) and aromatic diols in the presence of Cu-ethylene diamine tetraacetic acid catalyst in water. It was found that the mole fraction of PPO-2OH in the product was affected by species of aromatic diols and mole ratio of DMP to aromatic diols. Species and concentration of surfactants were demonstrated to be significant factors that would influence molecular weight (M n) and yield of PPO-2OH. The synthesized PPO-2OH was end-group modified with methacryloylchloride (MAC) to obtain dimethacryloyl chloride telechelic PPO (PPO-2MAC). The relationship between glass transition temperature (T g) and M n of PPO-2OH is in good agreement with the Flory–Fox equation. Thermal polymerized low-molecular-weight PPO-2MAC has a constant T g at about 208 °C.

Preparation of Poly(phenylene oxide)/Polyamide-6 Nanocomposites with High Tensile Strength and Excellent Impact Performance

“…1 Meanwhile, polyamide-6 (PA6) is a kind of engineering plastic with wide applications for its good processability and excellent solvent resistance. However, its heat deflection temperature (HDT) is low and its moisture resistance is poor.…”

“…Meanwhile, polyamide-6 (PA6) is a kind of engineering plastic with wide applications for its good processability and excellent solvent resistance. However, its heat deflection temperature (HDT) is low and its moisture resistance is poor. − When properly compatibilized, PPO/PA6 blend can potentially offer a material with complementary properties of incompatible PPO and PA6.…”

“…Poly(phenylene oxide) (PPO) exhibits good moisture resistance and thermal properties, but the poor processability limits its application. 1 Meanwhile, polyamide-6 (PA6) is a kind of engineering plastic with wide applications for its good processability and excellent solvent resistance. However, its heat deflection temperature (HDT) is low and its moisture resistance is poor.…”

Oxidative coupling copolymerization for synthesis of poly(phenylene oxide) containing allyl groups in water

“…Although the oxidative coupling copolymerization of DMP with AMP to synthesize allyl-PPO was reported before, 5,6 the copolymerization of these two monomers in aqueous solution has not been investigated so far. On the other hand, the oxidative coupling polymerization of DMP in alkaline aqueous solution using copper complexes as catalyst has been studied before, [7][8][9][10][11][12] and PPO with lower molecular weight and narrow polydispersity was successfully synthesized which is acceptable from the viewpoint of green chemistry.…”

“…Furthermore, T g of cured copolymers with the same crosslinking density (4/1) were all about 234 C, showing that the molecular weight of copolymers has little inuence on the T g of cured copolymers (Scheme 2). 12,17 The crosslinked copolymers were swelled in a good solventchloroform and a poor solvent-H 2 O for 48 h, respectively, to estimate the swelling capacity of crosslinked allyl-PPO. As shown in Table 2, these crosslinked copolymers possessed good ability in solvent resistance and low water uptake amount.…”