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

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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.

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Acknowledgements

This work was supported by the State Committee of Science MES RA, in frame of the research project No SCS 13-10298.

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Correspondence to Angelo H. Durgaryan.

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Miraqyan, N.A., Arakelyan, R.H., Durgaryan, N.A. et al. Synthesis and investigation of poly(p-phenylenediamine)–poly(1,4-benzoquinonediimine-N,N-diyl-1,4-phenylene). Chem. Pap. 72, 1517–1524 (2018). https://doi.org/10.1007/s11696-017-0378-2

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  • DOI: https://doi.org/10.1007/s11696-017-0378-2

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