Synthesis and characterization of poly(arylene ether)s derived from 4,4′-bishydroxybiphenyl and 4,4′-bishydroxyterphenyl

• Published in: Journal of polymer science. Part A, Polymer chemistry Vol. 40; no. 1; pp. 55 - 69
• Main Authors: Salunke, Arun Kashinath, Madhra, Mukesh Kumar, Sharma, Mamta, Banerjee, Susanta
• Format: Journal Article
• Language: English
• Published: New York John Wiley & Sons, Inc 01-01-2002; Wiley
• Subjects: Applied sciences; dielectric constant; Exact sciences and technology; Organic polymers; Physicochemistry of polymers; poly(arylene ether)s; Polymers with particular properties; Preparation, kinetics, thermodynamics, mechanism and catalysts; solubility; thermal stability; Terphenyl derivatives; Solution polycondensation; Dielectric properties; Fluorine containing polymer; Refraction index; Aromatic polymer; Mechanical properties; Ether polymer; Experimental study; Thermal stability; Dynamic mechanical properties; Thiophene derivative polymer; Biphenyl derivatives; Optical properties; Preparation; Soluble compound; Thermostable
• ISSN: 0887-624X; 1099-0518
• DOI: 10.1002/pola.10078

A series of poly(arylene ether)s were successfully prepared by aromatic, nucleophilic substitution reactions with various perfluoroalkyl‐activated bisfluoromonomers with 4,4′‐bishydroxybiphenyl and 4,4′‐bishydroxyterphenyl. 4,4′‐Bishydroxyterphenyl was synthesized through the Grignard coupling reaction of magnesium salt of 4‐bromoanisole with dibromobenzene followed by demethylation with pyridine–hydrochloride. The products obtained by the displacement of fluorine atoms exhibited good inherent viscosity, up to 0.77 dL/g, and number‐average molecular weights up to 69,300. These poly(arylene ether)s showed very good thermal stability, up to 548 °C for 5% weight loss according to thermogravimetric analysis under synthetic air, and high glass‐transition temperatures, up to 259 °C according to differential scanning calorimetry, depending on the exact repeat unit structure. These polymers were soluble in a wide range of organic solvents, such as N‐methylpyrrolidone, dimethylformamide, tetrahydrofuran, toluene, and CHCl3, and were insoluble in dimethyl sulfoxide and acetone. Thin films of these poly(arylene ether)s showed good transparency and exhibited tensile strengths up to 132 MPa, moduli up to 3.34 GPa, and elongations at break up to 84%, depending on their exact repeating unit structures. These values are comparable to those of high‐performance thermoplastic materials such as poly(ether ether ketone) (PEEK) and Ultem poly(ether imide) (PEI). These poly(arylene ether)s exhibited low dielectric constants. © 2001 John Wiley & Sons, Inc. J Polym Sci Part A: Polym Chem 40: 55–69, 2002
A series of poly(arylene ether)s were successfully prepared by aromatic, nucleophilic substitution reactions with various perfluoroalkyl‐activated bisfluoromonomers with 4,4′‐bishydroxybiphenyl and 4,4′‐bishydroxyterphenyl. The products exhibited number‐average molecular weights up to 69,300; very good thermal stability, up to 548 °C for 5% weight loss according to thermogravimetric analysis under synthetic air; and high glass‐transition temperatures, up to 259 °C according to differential scanning calorimetry, depending on the exact repeat unit structure. These polymers were soluble in a wide range of organic solvents. Thin films of these poly(arylene ether)s exhibited tensile strengths up to 132 MPa, moduli up to 3.34 GPa, and elongations at break up to 84%, depending upon their exact repeating unit structures.