Email this article Synthesis of new 2-(4-vinyl-2H-chromen-2-ylidene)malononitrile-based chromophores
- Authors: Levchenko K.S.1, Demin D.Y.1, Chicheva P.A.1, Chudov K.A.1, Zinov’ev E.V.1, Lyssenko K.A.2, Fakhrutdinov A.N.3, Adamov G.E.1, Shmelin P.S.1, Grebennikov E.P.1,4
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Affiliations:
- Central Scientifical Research Technological Institute “Tekhnomash” (JSC “Technomash”)
- Department of Chemistry, M. V. Lomonosov Moscow State University
- N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
- Russian Technological University (MIREA)
- Issue: Vol 68, No 9 (2019)
- Pages: 1691-1701
- Section: Full Articles
- URL: https://journal-vniispk.ru/1066-5285/article/view/243474
- DOI: https://doi.org/10.1007/s11172-019-2613-1
- ID: 243474
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Abstract
An approach towards new 2-(4-vinyl-2H-chromen-2-ylidene)malononitriles-derived chromophores was developed. The optical, solvatochromic, and electrochemical properties of the synthesized compounds were studied. The first hyperpolarizability (β) was calculated using M06-2x functional with 6–31+G* basis set. The synthesized compounds absorb at a wide spectral range, from 350 to 770 nm. Divinylthiophene-bridged compound showing the narrowest band gap (1.78 eV), strong solvatochromic effect, and the highest first hyperpolarizability value (β = 47805) was found to be the most promising of the synthesized chromophores.
About the authors
K. S. Levchenko
Central Scientifical Research Technological Institute “Tekhnomash” (JSC “Technomash”)
Author for correspondence.
Email: k.s.levchenko@gmail.com
Russian Federation, 4 ul. Ivana Franko, Moscow, 121108
D. Yu. Demin
Central Scientifical Research Technological Institute “Tekhnomash” (JSC “Technomash”)
Email: k.s.levchenko@gmail.com
Russian Federation, 4 ul. Ivana Franko, Moscow, 121108
P. A. Chicheva
Central Scientifical Research Technological Institute “Tekhnomash” (JSC “Technomash”)
Email: k.s.levchenko@gmail.com
Russian Federation, 4 ul. Ivana Franko, Moscow, 121108
K. A. Chudov
Central Scientifical Research Technological Institute “Tekhnomash” (JSC “Technomash”)
Email: k.s.levchenko@gmail.com
Russian Federation, 4 ul. Ivana Franko, Moscow, 121108
E. V. Zinov’ev
Central Scientifical Research Technological Institute “Tekhnomash” (JSC “Technomash”)
Email: k.s.levchenko@gmail.com
Russian Federation, 4 ul. Ivana Franko, Moscow, 121108
K. A. Lyssenko
Department of Chemistry, M. V. Lomonosov Moscow State University
Email: k.s.levchenko@gmail.com
Russian Federation, 1 Build. 3, Leninskie Gory, Moscow, 119991
A. N. Fakhrutdinov
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: k.s.levchenko@gmail.com
Russian Federation, 47 Leninsky prosp., Moscow, 119991
G. E. Adamov
Central Scientifical Research Technological Institute “Tekhnomash” (JSC “Technomash”)
Email: k.s.levchenko@gmail.com
Russian Federation, 4 ul. Ivana Franko, Moscow, 121108
P. S. Shmelin
Central Scientifical Research Technological Institute “Tekhnomash” (JSC “Technomash”)
Email: k.s.levchenko@gmail.com
Russian Federation, 4 ul. Ivana Franko, Moscow, 121108
E. P. Grebennikov
Central Scientifical Research Technological Institute “Tekhnomash” (JSC “Technomash”); Russian Technological University (MIREA)
Email: k.s.levchenko@gmail.com
Russian Federation, 4 ul. Ivana Franko, Moscow, 121108; 78 prosp. Vernadskogo, Moscow, 119454
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