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Solution‐processable and electroactive aromatic polyamides with 3,5‐bis(trifluoromethyl)triphenylamine moiety

Abstract

New fluorine‐containing, triphenylamine‐based diamine and dicarboxylic acid monomers, namely 3,5‐bis(trifluoromethyl)‐4’,4”‐diaminotriphenylamine (3a) and 3,5‐bis(trifluoromethyl)‐4’,4”‐dicarboxytriphenylamine (3b), were synthesized and polymerized with commercially available aromatic dicarboxylic acids and diamines, respectively, leading to two series of aromatic polyamides 5a–h and 7a–e. Most of the polyamides were amorphous and readily soluble in many common organic solvents and could be solution‐cast into transparent, flexible, and strong films with good mechanical properties. The polyamides had useful levels of thermal stability associated with high glass‐transition temperatures of 273–305 °C and 10% weight‐loss temperatures in excess of 500 °C. Cyclic voltammograms of the films of polymers 5a–h on the indium‐tin oxide (ITO)‐coated glass substrates exhibited reversible oxidation redox couples with E1/2 around 1.15 V versus Ag/AgCl in tetrabutylammonium perchlorate/acetonitrile solution, accompanied by a color change from colorless neutral state to reddish brown oxidized state. The 7 series polymers displayed a higher oxidation potential and less electrochemical stability as compared to the 5 series analogues.

Authors:   Sheng‐Huei Hsiao, Chien‐Nan Wu
Journal:   Polymer International
Year:   2017
Pages:   n/a
DOI:   10.1002/pi.5337
Publication date:   24-Jan-2017
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