Synthesis and characterization of novel soluble poly(ether ketone sulfone)s with pendant polychloro groups

Abstract

A novel monomer of tetrachloroterephthaloyl chloride (TCTPC) was prepared by the chlorination of terephthaloyl chloride catalyzed by ferric chloride at 175-1808C for 10 h and confirmed by FTIR, MS, and elemental analysis. Five new polychloro substituted poly (aryl ether ketone sulfone)s (PEKSs) with inherent viscosities of 0.68-0.75 dL/g have been prepared from 4,4 0 -diphenoxydiphenylsulfone, 4,4 0 -bis(2-methylphenoxy) diphenylsulfone, 4,4 0 -bis(3-methylph-enoxy)diphenylsulfone, 4,4 0 -bis(2,6-dimethylphenoxy)diphenylsulfone, and 4,4 0 -bis(1-naphthoxy)-diphenylsulfone with TCTPC by electrophilic Friedel-Crafts acylation in the presence of DMF with anhydrous AlCl 3 as a catalyst in 1,2-dichloroethane, respectively. These polymers having weight-average molecular weight in the range of 76,600-83,900 are all amorphous and show high glass transition temperatures ranging from 213 to 2508C, the 5% weight loss temperature over 4508C, high char yields of 60-67% at 7008C in nitrogen and good solubility in CHCl 3 and polar solvents such as DMF, DMSO, and NMP at room temperature. All the polymers formed transparent, strong, and flexible films, with tensile strengths of 85.1-90.8 MPa, Young's moduli of 2.52-3.24 GPa, and elongations at break of 21.2-27.2%.

Synthesis and characterization of organo‐soluble poly(ether ether ketone)s and poly(ether ether ketone ketone)s containing pendant pentadecyl chains

“…Poly(aryl ether ketone)s or PAEKs are a family of semicrystalline, high temperature, high performance engineering thermoplastics displaying a useful combination of physical, thermal, and mechanical properties and find applications in aerospace, automobile, medical devices, food processing, gas separation membranes, fuel cell, and electronics industries. 1–21 The commercial PAEKs (PEK, PEKK, PEEK, PEKEKK) only differ from each other by their ether/ketone (E/K) ratio in the chain. PAEKs are usually prepared by nucleophilic displacement or Friedal‐Crafts acylation (electrophilic polycondensation).…”

Preparation of anion exchange membrane based on homogeneous quaternization of bromomethylated poly(arylene ether sulfone)

“…In this study, an aromatic poly(arylene ether sulfone) with benzylmethyl moieties (PAES‐TM) was first synthesized by the aromatic nucleophilic polycondensation of 3, 3′, 5, 5′‐tetramethyl‐4, 4′‐biphenol (TMBP) and 4,4'‐dichlorodiphenyl sulfone. It has been reported that PAES‐TM displays high thermal stability, advanced mechanical properties, and excellent resistance to hydrolysis and oxidation . Secondly, the bromomethylated PAES‐TM (BrTMPAES) was prepared using NBS as the halomethylation agent.…”

Synthesis and characterization of poly(ether ether ketone)s and poly(ether ether ketone ketone)s containing pendant biphenyl and naphthyl groups

“…Poly(ether ether ketone)s or PEEKs and poly(ether ether ketone ketone)s or PEEKKs are high-performance thermoplastics that are resistant to chemical and fatigue environment and exhibit high modulus, toughness and good thermal stability. 1–9 PEEKs and PEEKKs are excellent materials for a large array of applications wherein combustion, thermal and chemical performance are critical and it makes them potentially useful in aerospace, automotive, nuclear plants, advanced biomaterials used in medical implants, membranes, fuel cells, oil industry, food processing sectors and electronic industries.…”