New Photochromic Spiropyrans with Ortho-Hydroxyaldimine Substituent

 
PIIS086956520002993-5-1
DOI10.31857/S086956520002993-5
Publication type Article
Status Published
Authors
Occupation: Research Assistant
Affiliation: Research Institute of Physical and Organic Chemistry, Southern Federal University
Address: Russian Federation, Rostov-on-Don
Occupation: Senior Research Fellow
Affiliation: Research Institute of Physical and Organic Chemistry, Southern Federal University
Address: Russian Federation, Rostov-on-Don
Occupation: Research Fellow
Affiliation: Research Institute of Physical and Organic Chemistry, Southern Federal University
Address: Russian Federation, Rostov-on-Don
Occupation: Junior Research Fellow
Affiliation: Research Institute of Physical and Organic Chemistry, Southern Federal University
Address: Russian Federation, Rostov-on-Don
Occupation: Senior Research Fellow
Affiliation: Research Institute of Physical and Organic Chemistry, Southern Federal University
Address: Russian Federation, Rostov-on-Don
Occupation: Research Fellow
Affiliation: Research Institute of Physical and Organic Chemistry, Southern Federal University
Address: Russian Federation, Rostov-on-Don
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 nameDoklady Akademii nauk
EditionVolume 482 Issue 5
Pages538-542
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
Received12.11.2018
Publication date12.11.2018
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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.

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