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Diphenyl Oxide Copolyarylenephthalides with Different Ratio of Phthalide and Diphthalide Groups

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Abstract

The interbicopolycondensation of 3,3'-bis(4-phenoxyphenyl)-3,3'-diphthalide and diphenyl oxide with intermonomer, 4,4'-bis(2-carboxybenzoyl)diphenyl oxide pseudoacid dichloride, proceeding by the Friedel–Crafts electrophilic substitution mechanism is used for the synthesis of a number of new diphenyl oxide copolyarylenephthalides with different ratios of phthalide and diphthalide groups in the polymer chain. It is shown that the ratio of diphthalide (meso and racemic) and common phthalide groups in the main chain significantly affects the morphological structure of the copolymers. A side “rephthalidation” reaction is found, which consists in the catalytic cleavage of the diphthalide group accompanied by the generation of two phthaloyl carbocations, which, along with the intermonomer, interact with diphenyl oxide, participating in the polymer-forming reaction.

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ACKNOWLEDGMENTS

NMR and IR spectra were measured on the equipment of the Center for the Collective Use “Chemistry” of the Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences.

Funding

This work was carried out within the framework of the State Assignment (registration numbers AAAA-A20-120012090020-7 and AAAA-A20-120012090029-0).

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Authors and Affiliations

  1. Ufa Institute of Chemistry, Ufa Federal Research Center, Russian Academy of Sciences, 450054, Ufa, Russia

    T. A. Yangirov, B. M. Abdullin, A. A. Fatykhov, E. M. Zakharova & V. A. Kraikin

  2. Bashkir State University, 450076, Ufa, Russia

    E. M. Zakharova

  3. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119991, Moscow, Russia

    S. N. Salazkin

Authors
  1. T. A. Yangirov
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  2. B. M. Abdullin
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  3. A. A. Fatykhov
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  4. E. M. Zakharova
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  5. S. N. Salazkin
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  6. V. A. Kraikin
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Correspondence to V. A. Kraikin.

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Yangirov, T.A., Abdullin, B.M., Fatykhov, A.A. et al. Diphenyl Oxide Copolyarylenephthalides with Different Ratio of Phthalide and Diphthalide Groups. Polym. Sci. Ser. B 63, 13–21 (2021). https://doi.org/10.1134/S1560090421010085

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  • DOI: https://doi.org/10.1134/S1560090421010085

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