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Synthesis and properties of 10-hydroxy-10-oxo-10H-10λ5-phenoxaphosphine-2,8-dicarboxylic acid and related polybenzoimidazoles

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Abstract

Oxidation of 10-hydroxy-2,8-dimethyl-10H-10λ5-phenoxaphosphine 10-oxide (1) with potassium permanganate in an alkaline medium afforded 10-hydroxy-10-oxo-10H-10λ5-phenoxaphosphine-2,8-dicarboxylic acid (2). The latter exists as a stable crystal hydrate containing two water molecules. With the aim of examining the possibility of performing the synthesis of polybenzoazoles based on acid 2, the model reaction of the latter with o-phenylenediamine in polyphosphoric acid (PPA) was studied. New high-molecular-weight phosphorus-containing polybenzoimidazoles were prepared by the reaction of 2 with various aromatic tetraamines in PPA and Eaton’s reagent.

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Authors and Affiliations

  1. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991, Moscow, Russian Federation

    I. I. Ponomarev, Yu. Yu. Rybkin, E. I. Goryunov, P. V. Petrovskii & K. A. Lyssenko

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  1. I. I. Ponomarev
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  2. Yu. Yu. Rybkin
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  3. E. I. Goryunov
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  4. P. V. Petrovskii
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  5. K. A. Lyssenko
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1937–1941, September, 2004.

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Ponomarev, I.I., Rybkin, Y.Y., Goryunov, E.I. et al. Synthesis and properties of 10-hydroxy-10-oxo-10H-10λ5-phenoxaphosphine-2,8-dicarboxylic acid and related polybenzoimidazoles. Russ Chem Bull 53, 2020–2024 (2004). https://doi.org/10.1007/s11172-005-0065-2

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  • DOI: https://doi.org/10.1007/s11172-005-0065-2

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