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New chromophores based on 2-(4-vinylchromen-2-ylidene)malononitrile and 2-(2-vinylchromen-4-ylidene)malononitrile
Authors:Levchenko  K S  Chudov  K A  Demin  D Yu  Adamov  G E  Zinoviev  E V  Lyssenko  K A  Shokurov  A V  Shmelin  P S  Grebennikov  E P
Institution:1.Central Research Technological Institute Technomash, 4 ul. Ivana Franko, 121108, Moscow, Russian Federation
;2.Chemistry Department, M. V. Lomonosov Moscow State University, Build. 3, 1 Leninskie Gory, 119991, Moscow, Russian Federation
;3.G. V. Plechanov Russian Economical University, 36 Stremyanniy per., 117997, Moscow, Russian Federation
;4.A. N. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Build. 4, 31 Leninsky prosp., 119071, Moscow, Russian Federation
;5.MIREA – Russian Technological University, 78 prosp. Vernadskogo, 119454, Moscow, Russian Federation
;
Abstract:

New derivatives of 2-(4-vinylchromen-2-ylidene)malononitrile and 2-(2-vinylchromen-4-ylidene)malononitrile were synthesized using the Knoevenagel reaction of 2-(4-methyl-chromen-2-ylidene)malononitrile and 2-(2-methylchromen-4-ylidene)malononitrile, respectively, with the participation of 1-(2-n-butoxyethyl)-2,2,4,7-tetramethyl-1,2,3,4-tetrahydroquinolin-6-yl)]-carbaldehyde. First hyperpolarizability (β) was calculated for the obtained compounds using the M05-2X functional and 6-31+G (d) basis. Optical properties and solvatochromism in solvents of different polarity (toluene, 1,4-dioxane, chlorobenzene, dichloromethane, DMF, and ethanol) were also investigated.

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