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New spiropyrans for creating elements of molecular electronics and photonics |
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Authors |
| Pugachev A.D. |
| Ozhogin I.V. |
| Lukyanova M.B. |
| Lukyanov B.S. |
| Kozlenko A.S. |
| Rostovtseva I.A. |
| Makarova N.I. |
| Metelitsa A.V. |
| Tkachev V.V. |
Date of publication |
| 2020 |
DOI |
| 10.31114/2078-7707-2020-3-139-146 |
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Abstract |
| Photochromic molecules which can absorb and emit light within the near-IR range(NIR) (650 – 1450 nm) are of great interest for using in molecular electronics and photonics. Here we report on new indolinespiropyrans containing conjugated cationic fragments and halogen substituents in the 2H-chromene moiety which were synthesized by a simple one-pot method. The molecular structure of the obtained compounds was confirmed by FT-IR, 1H and 13C NMR spectroscopy (including 2D methods), HRMS, elemental and single crystal X-ray analysis. Photochemical studies revealed the photochromic activity of spiropyrans at room temperature which caused photoswitchable fluorescence in the near-IR region after UV-irradiation. While the spirocyclic forms of compounds demonstrated absorption bands in the UV-Vis spectra with maxima in the visible region at about 445 nm and were not fluorescent, the photogeneratedmerocyanine isomers absorbed in the near-IR range at 708-738 nm and emitted at 764-790 nm depending on substituent. |
Keywords |
| molecularelectronic, molecularswitches, spiropyrans |
Library reference |
| Pugachev A.D., Ozhogin I.V., Lukyanova M.B., Lukyanov B.S., Kozlenko A.S., Rostovtseva I.A., Makarova N.I., Metelitsa A.V., Tkachev V.V. New spiropyrans for creating elements of molecular electronics and photonics // Problems of Perspective Micro- and Nanoelectronic Systems Development - 2020. Issue 3. P. 139-146. doi:10.31114/2078-7707-2020-3-139-146 |
URL of paper |
| http://www.mes-conference.ru/data/year2020/pdf/D086.pdf |
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