New Photochromic Spiropyrans with Ortho-Hydroxyaldimine Substituent

Occupation: Research Assistant
Affiliation: Research Institute of Physical and Organic Chemistry, Southern Federal University
Address: Russian Federation, Rostov-on-Don

Mikhail Korobov

Occupation: Senior Research Fellow
Affiliation: Research Institute of Physical and Organic Chemistry, Southern Federal University
Address: Russian Federation, Rostov-on-Don

Ilya Ozhogin

Occupation: Research Fellow
Affiliation: Research Institute of Physical and Organic Chemistry, Southern Federal University
Address: Russian Federation, Rostov-on-Don

Irina Rostovtseva

Occupation: Junior Research Fellow
Affiliation: Research Institute of Physical and Organic Chemistry, Southern Federal University
Address: Russian Federation, Rostov-on-Don

Nadezhda Makarova

Occupation: Senior Research Fellow
Affiliation: Research Institute of Physical and Organic Chemistry, Southern Federal University
Address: Russian Federation, Rostov-on-Don

Mariya Lukianova

Occupation: Research Fellow
Affiliation: Research Institute of Physical and Organic Chemistry, Southern Federal University
Address: Russian Federation, Rostov-on-Don

Boris Lukianov

Occupation: Senior Research Fellow
Affiliation:
Research Institute of Physical and Organic Chemistry, Southern Federal University
Don State Technical Universyty
Address: Russian Federation, Rostov-on-Don

Journal name

Doklady Akademii nauk

Edition

Volume 482 Issue 5

Pages

538-542

Abstract

The synthesis, study of the structure and photochromic properties of a new series of indoline spiropyrans with an ortho-hydroxyaldimine substituent are described. The structure of obtained compounds was confirmed by 1H NMR and IR spectroscopy, as well as by element analysis. Their photochromic properties are compared with aminospiropyran ones. It was found that the introduction of the hydroxygroup into the aldimine fragment at the position 6 of 2H-chromene moiety leads to a sharp increasing of the merocyanine isomer lifetime up to 40 times compared to the amino-substituted spiropyran.

Keywords

Received

12.11.2018

Publication date

12.11.2018

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GOST	Komissarova O., Korobov M., Ozhogin I., Rostovtseva I., Makarova N., Lukianova M., Lukianov B. New Photochromic Spiropyrans with Ortho-Hydroxyaldimine Substituent // Doklady Akademii nauk – 2018. – V. 482. – Issue 5 C. 538-542 [Electronic resource]. URL: http://ras.jes.su/dan/s086956520002993-5-1-en (circulation date: 04.11.2024). DOI: 10.31857/S086956520002993-5
MLA	Komissarova, Oxana, Korobov, Mikhail, Ozhogin, Ilya, Rostovtseva, Irina, Makarova, Nadezhda, Lukianova, Mariya, Lukianov, Boris "New Photochromic Spiropyrans with Ortho-Hydroxyaldimine Substituent." Doklady Akademii nauk 482.5 (2018):538-542. DOI: 10.31857/S086956520002993-5
APA	Komissarova O., Korobov M., Ozhogin I., Rostovtseva I., Makarova N., Lukianova M., Lukianov B. (2018). New Photochromic Spiropyrans with Ortho-Hydroxyaldimine Substituent. Doklady Akademii nauk 482(5), pp.538-542 DOI: 10.31857/S086956520002993-5

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1. Minkin V.I. Photo-, Thermo-, solvato-, and electrochromic spiroheterocyclic compounds. // Shem. Rev. 2004. Vol. 104. P. 2751.

2. Luk'yanov B.S., Luk'yanova M.B. Spiropirany: sintez, svojstva, primenenie (obzor). // KhGS. 2005. № 3 S. 323-359.

3. Klajn. R. Spiropyran-based dynamic materials. // Chem. Soc. Rev. 2014. Vol. 43. P. 148–184.

4. Natali M., Giordani S. Molecular switches as photocontrollable "smart" receptors. // Chem. Soc. Rev. 2012. Vol. 41. P. 4010–4029.

5. Photochromism: molecules and systems (eds. Durr H., Bouas-Laurent H). Gulf Professional Publ., 2003

6. Weiss V., Friesem A.A, Krongauz V.A. Holographic recording and all-optical modulation in photochromic polymers. // Opt Lett. 1993. V. 18. № 13. P. 1089.

7. Bertelson R.C., in Organic photochromic and thermochromic compounds. Topics in applied chemistry. (Crano J.C., Guglielmetti R.J., Eds.) Springer US. Kluwer Academic Publishers. 2002. Vol. 1. P. 11–83.

8. Komissarova O.A., Luk'yanov B.S., Luk'yanova M.B., Ozhogin I.V., Mukhanov E.L., Korobov M.S., Rostovtseva I.A., Minkin V.I. Novye indolinovye spiropirany, soderzhaschie azometinovyj fragment. // Izvestiya Akademii nauk. Seriya khimicheskaya. 2017. № 11. S. 2122-2125.

9. Gel'man N.Eh., Terent'eva E.A., Shanina T.M., Kiparenko L.M. Metody kolichestvennogo organicheskogo ehlementnogo analiza. Khimiya. Moskva. 1987. S. 296.

10. Shiraishi Y., Tanaka K., Hirai T. Colorimetric sensing of Cu(II) in aqueous media with a spiropyran derivative via a oxidative dehydrogenation mechanism. // ACS Appl. Mater. Interfaces. 2013. Vol. 5. P. 3456.