Izvestiya Vysshikh Uchebnykh Zavedenii, Seriya Khimiya i Khimicheskaya Tekhnologiya, volume 62, issue 12, pages 13-18

SYNTHESIS AND SPECTRAL PROPERTIES OF BODIPY LUMINOPHORE WITH EXTENDED π-ELECTRONIC SYSTEM

Molchanov Evgeniy E ¹

Marfin Yuriy S ¹

Rumyantsev Evgeniy V. ¹

Ksenofontov Aleksander A ¹

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Ивановский государственный химико-технологический университет |

Publication type: Journal Article

Publication date: 2019-12-07

Ivanovo State University of Chemistry and Technology

Journal: Izvestiya Vysshikh Uchebnykh Zavedenii, Seriya Khimiya i Khimicheskaya Tekhnologiya

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Impact factor: 0.5

ISSN: 05792991, 25003070

DOI: 10.6060/ivkkt.20196212.6017

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General Chemistry

General Chemical Engineering

Abstract

We report the synthesis, purification and identification of a new derived class of BODIPY - of naphtho-fused BODIPY analogue, 8-(3,5-dimethylphenyl)-4,4-difluoro-4-bora-3a,4a-diaza-dinapht-[1,2b][1,2c]-s-indacene. A detailed method for obtaining the compound was given. The structure was confirmed by nuclear magnetic resonance spectroscopy, infrared spectroscopy and mass spectrometry. Electronic absorption and fluorescence spectra were obtained in solvents of different nature. The effect of solvent nature on the positions of absorption and fluorescence peaks and Stokes shift has been studied. It has been shown that the nature of the solvent has a significant effect on the fluorescence intensity and does not significantly effect the position of the absorption peaks. The photophysical characteristics of the compound were compared with known alkylated analogues. It is shown that the expansion of the electronic system leads to a bathochromic shift in the electronic absorption and fluorescence spectra. Quantum-chemical calculations of the electronic absorption and fluorescence spectra were carried out using the TDDFT (time dependent density functional theory) method. The influence of the extended π-electron system on the position and character of the absorption and fluorescence spectra was studied. It is shown that the presence of naphthalene fragments conjugated with the BODIPY core leads to a bathochromic shift of the absorption and fluorescence bands, as well as a partial change in the character of the spectra. The energy levels and electronic structure of the FMOs with the TDDFT method were calculated. The calculated data are in good agreement with the results obtained by experimental methods. The results obtained, in turn, are consistent with the results obtained earlier by our scientific group. Compounds that possess such properties are especially important and could be used in such practical applications as photovoltaics, photodynamic therapy of oncological diseases and as agents for visualization of biomolecules.

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	1 2 3 4
Izvestiya Vysshikh Uchebnykh Zavedenii, Seriya Khimiya i Khimicheskaya Tekhnologiya	Izvestiya Vysshikh Uchebnykh Zavedenii, Seriya Khimiya i Khimicheskaya Tekhnologiya, 4, 40% Izvestiya Vysshikh Uchebnykh Zavedenii, Seriya Khimiya i Khimicheskaya Tekhnologiya 4 publications, 40%
Russian Journal of Physical Chemistry B	Russian Journal of Physical Chemistry B, 1, 10% Russian Journal of Physical Chemistry B 1 publication, 10%
Journal of Physics: Conference Series	Journal of Physics: Conference Series, 1, 10% Journal of Physics: Conference Series 1 publication, 10%
Russian Journal of Organic Chemistry	Russian Journal of Organic Chemistry, 1, 10% Russian Journal of Organic Chemistry 1 publication, 10%
Dyes and Pigments	Dyes and Pigments, 1, 10% Dyes and Pigments 1 publication, 10%
Macroheterocycles	Macroheterocycles, 1, 10% Macroheterocycles 1 publication, 10%
Russian Journal of General Chemistry	Russian Journal of General Chemistry, 1, 10% Russian Journal of General Chemistry 1 publication, 10%
	1 2 3 4

Citations by publishers

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Ivanovo State University of Chemistry and Technology	Ivanovo State University of Chemistry and Technology, 5, 50% Ivanovo State University of Chemistry and Technology 5 publications, 50%
Pleiades Publishing	Pleiades Publishing, 3, 30% Pleiades Publishing 3 publications, 30%
IOP Publishing	IOP Publishing, 1, 10% IOP Publishing 1 publication, 10%
Elsevier	Elsevier, 1, 10% Elsevier 1 publication, 10%
	1 2 3 4 5

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Molchanov E. E. et al. SYNTHESIS AND SPECTRAL PROPERTIES OF BODIPY LUMINOPHORE WITH EXTENDED π-ELECTRONIC SYSTEM // Izvestiya Vysshikh Uchebnykh Zavedenii, Seriya Khimiya i Khimicheskaya Tekhnologiya. 2019. Vol. 62. No. 12. pp. 13-18.

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Molchanov E. E., Marfin Y. S., Rumyantsev E. V., Ksenofontov A. A. SYNTHESIS AND SPECTRAL PROPERTIES OF BODIPY LUMINOPHORE WITH EXTENDED π-ELECTRONIC SYSTEM // Izvestiya Vysshikh Uchebnykh Zavedenii, Seriya Khimiya i Khimicheskaya Tekhnologiya. 2019. Vol. 62. No. 12. pp. 13-18.

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RIS Copy

TY - JOUR

DO - 10.6060/ivkkt.20196212.6017

UR - https://doi.org/10.6060%2Fivkkt.20196212.6017

TI - SYNTHESIS AND SPECTRAL PROPERTIES OF BODIPY LUMINOPHORE WITH EXTENDED π-ELECTRONIC SYSTEM

T2 - Izvestiya Vysshikh Uchebnykh Zavedenii, Seriya Khimiya i Khimicheskaya Tekhnologiya

AU - Molchanov, Evgeniy E

AU - Marfin, Yuriy S

AU - Rumyantsev, Evgeniy V.

AU - Ksenofontov, Aleksander A

PY - 2019

DA - 2019/12/07 00:00:00

PB - Ivanovo State University of Chemistry and Technology

SP - 13-18

IS - 12

VL - 62

SN - 0579-2991

SN - 2500-3070

ER -

BibTex |

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BibTex Copy

@article{2019_Molchanov,

author = {Evgeniy E Molchanov and Yuriy S Marfin and Evgeniy V. Rumyantsev and Aleksander A Ksenofontov},

title = {SYNTHESIS AND SPECTRAL PROPERTIES OF BODIPY LUMINOPHORE WITH EXTENDED π-ELECTRONIC SYSTEM},

journal = {Izvestiya Vysshikh Uchebnykh Zavedenii, Seriya Khimiya i Khimicheskaya Tekhnologiya},

year = {2019},

volume = {62},

publisher = {Ivanovo State University of Chemistry and Technology},

month = {dec},

url = {https://doi.org/10.6060%2Fivkkt.20196212.6017},

number = {12},

pages = {13--18},

doi = {10.6060/ivkkt.20196212.6017}

}

MLA

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MLA Copy

Molchanov, Evgeniy E., et al. “SYNTHESIS AND SPECTRAL PROPERTIES OF BODIPY LUMINOPHORE WITH EXTENDED π-ELECTRONIC SYSTEM.” Izvestiya Vysshikh Uchebnykh Zavedenii, Seriya Khimiya i Khimicheskaya Tekhnologiya, vol. 62, no. 12, Dec. 2019, pp. 13-18. https://doi.org/10.6060%2Fivkkt.20196212.6017.

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Ivanovo State University of Chemistry and Technology

Journal

Izvestiya Vysshikh Uchebnykh Zavedenii, Seriya Khimiya i Khimicheskaya Tekhnologiya

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Impact factor

0.5

ISSN

05792991 (Print)
25003070 (Electronic)

Profiles

Ksenofontov, Alexander Andreevich