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Electrostatic Investigation of 4-Dicyanomethylene-2,6-dimethyl-4H-pyran (DDP) Dye with Amide Derivatives in Water

[Image: see text] Cyclic voltammetry (CV) studies of 4-dicyanomethylene-2,6-4H-pyran (DDP) dye with alkyl-substituted amides were carried out in an aqueous solution. Formamide and substituted amide interaction with DDP dye were characterized by fluorescence spectral techniques in an aqueous solution...

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Autores principales: Somasundaram, Gayathri, Rajaraman, Vasanthi, Mahalingam, Vanjinathan, Rajendran, Kumaran
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6964286/
https://www.ncbi.nlm.nih.gov/pubmed/31956825
http://dx.doi.org/10.1021/acsomega.9b03427
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author Somasundaram, Gayathri
Rajaraman, Vasanthi
Mahalingam, Vanjinathan
Rajendran, Kumaran
author_facet Somasundaram, Gayathri
Rajaraman, Vasanthi
Mahalingam, Vanjinathan
Rajendran, Kumaran
author_sort Somasundaram, Gayathri
collection PubMed
description [Image: see text] Cyclic voltammetry (CV) studies of 4-dicyanomethylene-2,6-4H-pyran (DDP) dye with alkyl-substituted amides were carried out in an aqueous solution. Formamide and substituted amide interaction with DDP dye were characterized by fluorescence spectral techniques in an aqueous solution, but the electrochemical nature and the interaction at the interface region between dye–amide remains largely unexplored. The introduction of formamide to DDP dye exhibits an increase in the peak current accompanied with potential values gradually shifting more toward a less positive region. A large variation in the current–potential characteristics is observed in alkyl-substituted amides. The cyclic voltammograms of alkyl amides are found to be entirely different from each other. The role of alkyl substitution in the amide molecular framework influences the reduction potential of the dye in an aqueous medium. The mode of interaction of the dye with alkyl-substituted amides is predominantly due to the electrostatic behavior, even though hydrogen-bonding interactions coexist throughout the aqueous phase. The binding constant parameter (K), free-energy changes (ΔG), and the variation in the potential behavior of the dye in the presence of formamide and alkyl amides authenticate that the nature of interaction operates by both hydrogen-bonding mode and electrostatic interactions. Electrochemical techniques when coupled with fluorescence methods provide an efficient method of determining the interaction at the bulk and the interface regions of a water-soluble dye with nonfluorophoric solutes.
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spelling pubmed-69642862020-01-17 Electrostatic Investigation of 4-Dicyanomethylene-2,6-dimethyl-4H-pyran (DDP) Dye with Amide Derivatives in Water Somasundaram, Gayathri Rajaraman, Vasanthi Mahalingam, Vanjinathan Rajendran, Kumaran ACS Omega [Image: see text] Cyclic voltammetry (CV) studies of 4-dicyanomethylene-2,6-4H-pyran (DDP) dye with alkyl-substituted amides were carried out in an aqueous solution. Formamide and substituted amide interaction with DDP dye were characterized by fluorescence spectral techniques in an aqueous solution, but the electrochemical nature and the interaction at the interface region between dye–amide remains largely unexplored. The introduction of formamide to DDP dye exhibits an increase in the peak current accompanied with potential values gradually shifting more toward a less positive region. A large variation in the current–potential characteristics is observed in alkyl-substituted amides. The cyclic voltammograms of alkyl amides are found to be entirely different from each other. The role of alkyl substitution in the amide molecular framework influences the reduction potential of the dye in an aqueous medium. The mode of interaction of the dye with alkyl-substituted amides is predominantly due to the electrostatic behavior, even though hydrogen-bonding interactions coexist throughout the aqueous phase. The binding constant parameter (K), free-energy changes (ΔG), and the variation in the potential behavior of the dye in the presence of formamide and alkyl amides authenticate that the nature of interaction operates by both hydrogen-bonding mode and electrostatic interactions. Electrochemical techniques when coupled with fluorescence methods provide an efficient method of determining the interaction at the bulk and the interface regions of a water-soluble dye with nonfluorophoric solutes. American Chemical Society 2019-12-26 /pmc/articles/PMC6964286/ /pubmed/31956825 http://dx.doi.org/10.1021/acsomega.9b03427 Text en Copyright © 2019 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Somasundaram, Gayathri
Rajaraman, Vasanthi
Mahalingam, Vanjinathan
Rajendran, Kumaran
Electrostatic Investigation of 4-Dicyanomethylene-2,6-dimethyl-4H-pyran (DDP) Dye with Amide Derivatives in Water
title Electrostatic Investigation of 4-Dicyanomethylene-2,6-dimethyl-4H-pyran (DDP) Dye with Amide Derivatives in Water
title_full Electrostatic Investigation of 4-Dicyanomethylene-2,6-dimethyl-4H-pyran (DDP) Dye with Amide Derivatives in Water
title_fullStr Electrostatic Investigation of 4-Dicyanomethylene-2,6-dimethyl-4H-pyran (DDP) Dye with Amide Derivatives in Water
title_full_unstemmed Electrostatic Investigation of 4-Dicyanomethylene-2,6-dimethyl-4H-pyran (DDP) Dye with Amide Derivatives in Water
title_short Electrostatic Investigation of 4-Dicyanomethylene-2,6-dimethyl-4H-pyran (DDP) Dye with Amide Derivatives in Water
title_sort electrostatic investigation of 4-dicyanomethylene-2,6-dimethyl-4h-pyran (ddp) dye with amide derivatives in water
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6964286/
https://www.ncbi.nlm.nih.gov/pubmed/31956825
http://dx.doi.org/10.1021/acsomega.9b03427
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