ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Synthesis and investigation of poly(p-phenylenediamine)–poly(1,4-benzoquinonediimine-N,N-diyl-1,4-phenylene)

Nagharsh A. Miraqyan, Rima H. Arakelyan, Narine A. Durgaryan, and Angelo H. Durgaryan

Yerevan State University, Yerevan, Armenia

E-mail: durgaran@ysu.am

Abstract: Poly(1,4-benzoquinonediimine-N,N-diyl-1,4-phenylene) having similar structure to pernigraniline was synthesized by chemical oxidative polymerization of p-phenylenediamine and its salt using potassium peroxydisulfate as an oxidant in molar ratio 1:0.8, in acetic acid, at 278 K. Acetylation of amino end groups of polymers were carried out aiming to prevent self-condensation of amino groups with 1,4-benzoquinone diimine groups by 1,4-addition. Attempting to carry out the reduction of obtained polymer with hydrazine hydrate, it was shown that 1,4-addition of hydrazine to quinonediimine groups occurs instead of expected reduction reaction. When doping obtained polymers with iodine, the electrical conductivity increases up to 10⁻⁴ S/cm.

Keywords: P-Phenylenediamine ; Oxidative polycondensation ; 1,4-addition ; Conductivity ; Pernigraniline 

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-017-0378-2

Chemical Papers 72 (6) 1517–1524 (2018)