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Photochromic dihetarylethenes. 10. Photochromic 1,2-bis[2-(benzothiazol-2-yl)-3-thienyl]- and 1,2-bis[2-(benzothiazol-2-yl)benzothiophen-3-yl]ethenes

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Abstract

Dithienylethenes containing the thiophene rings with benzothiazolyl substituents in position 2 were synthesized. 1,2-Bis[2-(benzothiazol-2-yl)benzothiophen-3-yl]hexafluorocyclopentene and 1,2-bis[2,5-di(benzothiazol-2-yl)-3-thienyl]hexafluorocyclopentene possess photochromic properties. The open forms of 1,2-bis(2-benzothiazolylhetaryl)ethenes fluoresce, but introduction of the benzothiazole rings into dihetarylethenes significantly lowers the fatigue resistance of photochromes and favors thermal reversibility.

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References

  1. M. M. Krayushkin, A. Yu. Martynkin, and N. D. Chuvylkin, Izv. Akad. Nauk, Ser. Khim., 2001, 364 [Russ. Chem. Bull., Int. Ed., 2001, 50, 381].

    Google Scholar 

  2. M. M. Krayushkin, Khim. Geterotsikl. Soedin., 2001, 19 [Chem. Heterocycl. Compd., 2001 (Engl. Transl.)].

  3. M. Irie, Chem. Rev., 2000, 100, 1685.

    Google Scholar 

  4. M. M. Krayushkin, F. M. Stoyanovich, O. Yu. Zolotarskaya, I. V. Murav'ev, A. Yu. Martynkin, L. G. Vorontsova, Z. A. Starikova, V. L. Ivanov, and B. M. Uzhinov, Izv. Akad. Nauk, Ser. Khim., 2001, 107 [Russ. Chem. Bull., Int. Ed., 2001, 50, 110].

    Google Scholar 

  5. M. M. Krayushkin, M. A. Kalik, D. L. Dzhavadov, A. Yu. Martynkin, L. G. Vorontsova, Z. A. Starikova, V. L. Ivanov, and B. M. Uzhinov, Izv. Akad. Nauk, Ser. Khim., 2000, 1778 [Russ. Chem. Bull., Int. Ed., 2000, 49, 1757].

    Google Scholar 

  6. M. M. Krayushkin, S. N. Ivanov, A. Yu. Martynkin, B. V. Lichitskii, A. A. Dudinov, and B. M. Uzhinov, Izv. Akad. Nauk, Ser. Khim., 2001, 113 [Russ. Chem. Bull., Int. Ed., 2001, 50, 116].

    Google Scholar 

  7. M. M. Krayushkin, S. N. Ivanov, A. Yu. Martynkin, B. V. Lichitskii, A. A. Dudinov, and B. M. Uzhinov, Izv. Akad. Nauk, Ser. Khim., 2001, 2315 [Russ. Chem. Bull., Int. Ed., 2001, 50, 2424].

    Google Scholar 

  8. M. M. Krayushkin, M. A. Kalik, D. L. Dzhavadov, and L. G. Vorontsova, Khim. Geterotsikl. Soedin., 1998, 927 [Chem. Heterocycl. Compd., 1998, 47, 802 (Engl. Transl.)].

  9. M. M. Krayushkin, F. M. Stoyanovich, L. G. Vorontsova, I. V. Murav'ev, O. Yu. Zolotarskaya, and A. Yu. Martynkin, 19th Int. Symp. on Organic Chemistry of Sulfur, Sheffield, UK, 2000, PP 103.

  10. M. Hanazawa, R. Sumiya, Y. Horikawa, and M. Irie, J. Chem. Soc., Chem. Commun., 1992, 206.

  11. O. Yu. Zolotarskaya, Ph. D. (Chem.) Thesis, Moscow, 2000, 103 pp.

  12. M. M. Krayushkin, M. A. Kalik, D. L. Dzhavadov, A. Yu. Martynkin, A. V. Firsov, and B. M. Uzhinov, Izv. Akad. Nauk, Ser. Khim., 1999, 979 [Russ. Chem. Bull., 1999, 48, 971 (Engl. Transl.)].

    Google Scholar 

  13. M. M. Krayushkin, V. N. Yarovenko, F. M. Stoyanovich, O. Yu. Zolotarskaya, E. I. Chernoburova, I. V. Zavarzin, A. Yu. Martynkin, and B. M. Uzhinov, Khim. Geterotsikl. Soedin., 2002, No. 2 [Chem. Heterocycl. Compd., 2002, No. 2 (Engl. Transl.)].

  14. M. Irie, Pure Appl. Chem., 1996, 68, 1367.

    Google Scholar 

  15. C. B. Hatchard and C. A. Parker, Proc. Roy. Soc., 1956, A235, 518.

    Google Scholar 

  16. M. Emmelis, G. Pawlowski, and H. W. Vollmann, Angew. Chem., 1989, 28, 1445.

    Google Scholar 

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Krayushkin, M.M., Stoyanovich, F.M., Zolotarskaya, O.Y. et al. Photochromic dihetarylethenes. 10. Photochromic 1,2-bis[2-(benzothiazol-2-yl)-3-thienyl]- and 1,2-bis[2-(benzothiazol-2-yl)benzothiophen-3-yl]ethenes. Russian Chemical Bulletin 50, 2420–2423 (2001). https://doi.org/10.1023/A:1015052017059

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  • DOI: https://doi.org/10.1023/A:1015052017059

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