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Reaction of γ-(aminopropyl)siloxanes with phenolphthalein as a route to new siloxane-containing phenols

  • Organic Synthesis and Industrial Organic Chemistry
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Abstract

The reaction of γ-aminopropylorganosiloxanes with phenolphthalein yields monomeric and oligomeric N-alkylsiloxy-3,3-bis(4-hydroxyphenyl)phthalimidines. Their structures and compositions were confirmed by IR and NMR spectroscopy and by HPLC-MS. Studies by GLC and MALDI mass spectrometry showed that the action of the amine and of the water released in the reaction leads to the rearrangement of the siloxane bond in the course of the synthesis with the formation of linear and cyclic carbofunctional oligomeric siloxanephenols and mixed oligophenolaminosiloxanes. The possibility of modification of epoxy resins with the synthesized oligomers was revealed.

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Authors and Affiliations

  1. Lomonosov Moscow State University of Fine Chemical Technologies, pr. Vernadskogo 86, Moscow, 119571, Russia

    D. O. Anashkin

  2. Penta-91 Limited Liability Company, Volgogradskii pr., Moscow, 109216, Russia

    I. M. Raigorodskii, V. M. Kopylov, V. A. Kovyazin, V. V. Boev & V. N. Sokolik

Authors
  1. D. O. Anashkin
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  2. I. M. Raigorodskii
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  3. V. M. Kopylov
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  4. V. A. Kovyazin
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  5. V. V. Boev
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  6. V. N. Sokolik
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Correspondence to D. O. Anashkin.

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Original Russian Text © D.O. Anashkin, I.M. Raigorodskii, V.M. Kopylov, V.A. Kovyazin, V.V. Boev, V.N. Sokolik, 2014, published in Zhurnal Prikladnoi Khimii, 2014, Vol. 87, No. 2, pp. 227–233.

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Anashkin, D.O., Raigorodskii, I.M., Kopylov, V.M. et al. Reaction of γ-(aminopropyl)siloxanes with phenolphthalein as a route to new siloxane-containing phenols. Russ J Appl Chem 87, 207–213 (2014). https://doi.org/10.1134/S1070427214020141

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  • DOI: https://doi.org/10.1134/S1070427214020141

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