Absorption spectra of some N-substituted-1,8-naphthalimides

Philipova, T.; Karamancheva, Ilyana; Grabchev, Ivo

doi:10.1016/0143-7208(95)00006-2

Cited by 27 publications

(9 citation statements)

References 3 publications

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“…Thus, the increase in intensity of the methyl group mode and the decrease of the methylene group imply that the two thiol compounds stand almost normal to the substrate surface. Similar variations in the conjugated part of NaphSH can be seen and particularly on the carbonyl groups of the imide functions which present in dilute medium higher intensity for asymmetrical vibration at 1660 cm –1 than the symmetrical one at 1705 cm –1 . In condensed medium, the intensities are reversed and the symmetrical vibrations are more intense.…”

Section: Resultssupporting

confidence: 64%

Influence of Molecular Organization on the Electrical Characteristics of π-Conjugated Self-Assembled Monolayers

et al. 2015

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Two new thiol compounds with σ-π-σ structure were synthesized and self-assembled on gold substrates. The morphology and the structural characterization of SAMs assessed by infrared spectroscopy, contact angle, XPS, electrochemistry and scanning tunneling microscopy (STM) show the formation of monolayers. SAMs with a terthiophene (3TSH) core as conjugated system are much better organized compared to those with a naphthalene carbodiimide (NaphSH) core as demonstrated by the cyclic voltammetry and STM studies. The surface concentration of 3TSHand NaphSH is respectively three and six times lower than ordered SAMs of pure alkyl chains.A large number of I/V characteristics have been studied either by STS measurements on gold substrates or by C-AFM on gold nanodots. Transition Voltage Spectroscopy (TVS) was used to clearly identify the transport in these partially organized monolayers. The chemical nature of the conjugated system, donor for 3TSH and acceptor for NaphSH, involves an opposite rectification associated to the asymmetrical coupling of the molecular orbitals and the electrodes. The conductance histograms show that the 3TSH junctions are less dispersed than those of NaphSH junctions. This is explained by a better control of the molecular organization in the molecular junctions.

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Section: Resultssupporting

confidence: 64%

Influence of Molecular Organization on the Electrical Characteristics of π-Conjugated Self-Assembled Monolayers

et al. 2015

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“…The C H asymmetric and symmetric stretching vibration bands of the methylene groups of N-substituents laid in the 3000-2850 cm −1 region. These assignments are all in agreement with those results published by Grzesiak and Brycki [43] and Philipova [44] who did a deep FTIR analysis of some derivative of N-substituted-1,8naphtalimides. The observed spectroscopic properties of ANN, namely absorption and fluorescence spectrum, quantum yield and fluorescence lifetime are presented in Table 1.…”

Section: Photophysical Properties Of N-substituted 18naphthalimidesupporting

confidence: 91%

Physicochemical and biological interactions between cerium oxide nanoparticles and a 1,8-naphthalimide derivative

Pulido-Reyes

Martín

Coronado

et al. 2017

Journal of Photochemistry and Photobiology B: Biology

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Cerium (Ce) oxide nanoparticles (CNPs) have attracted attention due to their high bioactivity and unique redox-chemistry. The oxygen vacancies at the surface of the nanoparticle explain the autocatalytic properties of CNPs in which the Ce atoms occupy the center of the oxygen vacancies surrounded by Ce atoms. Until now, CNPs have been associated with organic molecules at the synthesis stage to extend their applications or improve their stability. However, there is a lack of information regarding the post-synthesis interaction of CNPs and organic molecules that could enhance or induce new properties. Due to their unique optical properties and their many uses in different areas such as supramolecular chemistry or biomedicine, we have chosen a derivative from the family of naphthalimides (the 4-amino-1,8-naphthalimide-N-substituted; ANN) to study the interaction with different CNPs (CNP1-4) and their joint bioactivity compared to that of the same compounds alone. ANN-CNP complexes were formed as revealed by spectroscopic studies, but, the interaction was markedly different depending on the physicochemical properties of CNPs and their surface content of Ce sites. The ANN adsorption on all CNPs involved the amino group in the naphthalene moiety as shown by NMR spectroscopy, while the pyrrolidine ring was mainly involved in the specific interaction between ANN and CNP1. The biological effect of each CNP and ANN individually and forming complexes was assessed using a bioluminescent model bacterium. The results showed that ANN and CNP with the higher content of surface Ce (CNP1) when combined acted additively towards the used model organism. In the opposite, ANN-CNP2, ANN-CNP3 and ANN-CNP4 complexes were antagonistic when the nanoparticles dominated the mixture. The results of this study contribute to expand the knowledge of the interaction between nanoparticles and organic molecules which may be useful for understanding the behavior of nanoparticles in complex matrices.

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“…The bands at 779–786 cm −1 are characteristic for the deformation vibrations of the aromatic ring. The 1,8‐naphthalimides give rise to two frequency bands of the CO (str) groups 15–18. The data from IR spectra of compounds Ia – c and IIa – d show intensive bands at 1 695–1 713 cm −1 and 1 652–1 677 cm −1 , respectively.…”

Section: Resultsmentioning

confidence: 99%

1,8‐Naphthalimides as Blue Emitting Fluorophores for Polymer Materials

Grabchev

Petkov

Bojinov

2002

Macro Materials & Eng

Self Cite

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The copolymerization of 1,8‐naphthalimide derivatives (as fluorophore) with acrylonitrile has been investigated. The photophysical characteristics of monomeric and polymeric fluorophores in N,N‐dimethylformamide solution have been determined and discussed. During copolymerization, no changes in the chromophoric systems of the fluorophore occur. The influence of the studied monomeric 1,8‐naphthalimide fluorophores upon the structurally bleached polyacrylonitrile has been determined. Infrared absorption characteristics of the polymerizable 4‐alkoxy‐ and 4‐allyloxy‐N‐substituted‐1,8‐naphthalimides have been measured and discussed. The effect of the substituents upon the vibration frequencies of the carbonyl and allylic groups has been established.Blue fluorescent polyacrylonitrile copolymers with 1,8‐naphthalimides side‐group.magnified imageBlue fluorescent polyacrylonitrile copolymers with 1,8‐naphthalimides side‐group.

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Absorption spectra of some N-substituted-1,8-naphthalimides

Cited by 27 publications

References 3 publications

Influence of Molecular Organization on the Electrical Characteristics of π-Conjugated Self-Assembled Monolayers

Influence of Molecular Organization on the Electrical Characteristics of π-Conjugated Self-Assembled Monolayers

Physicochemical and biological interactions between cerium oxide nanoparticles and a 1,8-naphthalimide derivative

1,8‐Naphthalimides as Blue Emitting Fluorophores for Polymer Materials

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