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Synthesis and spectral and photochromic properties of 7,7′-disulfoperinaphthothioindigo

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Conditions for the preparation of individual 2-oxonaphtho[1,8-bc]thiophene-6-sulfonic acid were found, and 7,7′-disulfoperinaphthothioindigo (I) was synthesized. The rate of photochemical isomerization of I is higher in dimethylformamide than in water, while the rate of thermal isomerization is lower by a factor of 40 in DMF than in water. A change in the pH of an aqueous solution of I, enriched with the cis form, over the range 1–9 does not affect the rate constant of thermal cis -trans isomerization; at pH 11.2 and 11.6, the constant increases sharply. The solutions are unstable at 11.6<pH<1.

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Authors
  1. M. A. Mostoslavskii
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  2. L. F. Gorbas
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  3. E. B. Georgieva
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 637–640, May, 1973.

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Mostoslavskii, M.A., Gorbas, L.F. & Georgieva, E.B. Synthesis and spectral and photochromic properties of 7,7′-disulfoperinaphthothioindigo. Chem Heterocycl Compd 9, 588–591 (1973). https://doi.org/10.1007/BF00480569

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  • DOI: https://doi.org/10.1007/BF00480569

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