Synthesis and functional characteristics of two new yellow-green fluorescent PAMAM dendrimers periphery modified with 1,8-naphthalimides

Yordanova, Stanislava; Grabchev, Ivo; Stoyanov, Stanimir; Milusheva, Vanina; Петков, Иван

doi:10.1016/j.ica.2013.09.023

Cited by 18 publications

(7 citation statements)

References 27 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Imides obtained from naphthalene anhydride as derivatives of 1,8-naphthalimide are widely used in medicine and biology, as compounds with high antitumor activity, cell dyes for bioimaging [ 12 , 13 , 14 ] and as ion detectors [ 15 ]. Most compounds containing 1,8-naphthalimide show absorption and emission in the visible spectrum region and good photo- and thermal-stability [ 16 , 17 , 18 , 19 , 20 , 21 , 22 ]. 1,8-Naphthalimide derivatives in OLEDs and OPVs have been studied as electron-transporting materials [ 23 , 24 ], emitters [ 25 , 26 , 27 , 28 , 29 , 30 , 31 ], emission polymers additionally transporting electrons [ 32 ], as a host in the guest-host structure (acting as a matrix for the blue emitter) [ 9 ], and as green dopant [ 33 ].…”

Section: Introductionmentioning

confidence: 99%

New Acceptor–Donor–Acceptor Systems Based on Bis-(Imino-1,8-Naphthalimide)

et al. 2021

View full text Add to dashboard Cite

In this paper, six novel symmetrical bis-(imino-1,8-naphthalimides) differing in core and N-substituent structure were synthesized, and their thermal (TGA, DSC), optical (UV-Vis, PL), electrochemical (DPV, CV) properties were evaluated. The compounds were stable to 280 °C and could be transferred into amorphous materials. Electrochemical investigations showed their ability to occur reductions and oxidations processes. They exhibited deep LUMO levels of about −3.22 eV and HOMO levels above −5.80 eV. The optical investigations were carried out in the solutions (polar and non-polar) and in films and blends with PVK:PBD. Bis-(imino-1,8-naphthalimides) absorbed electromagnetic radiation in the range of 243–415 nm and emitted light from blue to yellow. Their capacity for light emission under voltage was preliminarily tested in devices with an active layer consisting of a neat compound and a blend with PVK:PBD. The diodes emitted green or red light.

show abstract

Section: Introductionmentioning

confidence: 99%

New Acceptor–Donor–Acceptor Systems Based on Bis-(Imino-1,8-Naphthalimide)

et al. 2021

View full text Add to dashboard Cite

show abstract

“…The synthesis of the first generation PAMAM dendrimer modified with 4‐nitro‐1,8‐naphthalimides units has been described previously 23 . This dendrimer has been used as initial material for the synthesis of dendrimer D. The nucleophilic substitution of the nitro group with a N,N ‐dimethylamino one has been performed in DMF medium at room temperature by the interaction of the dendrimer with dimethylamine (Scheme 1).…”

Section: Resultsmentioning

confidence: 99%

“…The synthesis of the initial 4‐nitro‐1,8‐naphthalimide‐modified PAMAM dendrimer was described 23 . Dimethylamine (40 wt.…”

Section: Methodsmentioning

confidence: 99%

“…Gram-positive Bacillus cereus and Gram-negative Pseudomonas The synthesis of the first generation PAMAM dendrimer modified with 4-nitro-1,8-naphthalimides units has been described previously. 23 This dendrimer has been used as initial material for the synthesis of dendrimer D. The nucleophilic substitution of the nitro group with a N,N-dimethylamino one has been performed in DMF medium at room temperature by the interaction of the dendrimer with dimethylamine (Scheme 1). The presence of a N,N-dimethylamino substituent at the C-4 atom in the chromophore system of 1,8-naphthalimides leads to its polarization and absorption of the dendrimer in the visible spectral region.…”

Section: In Vitro Antimicrobial Assaymentioning

confidence: 99%

See 1 more Smart Citation

Enhancing the antibacterial activity of PAMAM dendrimer modified with 1,8‐naphthalimides and its copper complex via light illumination

Staneva

Manov

Vasileva−Tonkova

et al. 2022

Polymers for Advanced Techs

Self Cite

View full text Add to dashboard Cite

This work describes the synthesis of a new photoactive PAMAM dendrimer of first generation, modified with 4‐dimethylamino‐1,8‐naphthalimide units and its complexation with Cu2+ ions. The photophysical characteristics of the two compounds in organic solvents of different polarity have been determined. The impact of light on reactive oxygen species from the new compounds and on the cotton fabrics dyed with them has been investigated by an iodometric method, consisting of I− transformation into I3−, which absorbs light at 288 and 352 nm. It has been determined that their antibacterial activity towards Gram‐negative and Gram‐positive bacteria enhances upon light illumination, as a resultant synergic effect of the biological activity of the new dendrimers and of the reactive oxygen they generate. The copper complex has been found to be more active than the ligand. Upon their loading onto cotton fabrics both compounds retain their antibacterial activity.

show abstract

“…Azomethinoimides are organic materials with electron-withdrawing properties [ 11 ]. Among the n-type semiconductors, the imides have been widely studied as compounds for applications in organic electronics [ 12 , 13 , 14 , 15 , 16 , 17 , 18 ]. The ability to self-organize, accompanied by high thermal stability, and chemical and oxidation resistance, render the naphthalimides good acceptor-donor materials [ 19 , 20 , 21 , 22 , 23 , 24 ].…”

Section: Introductionmentioning

confidence: 99%

Six New Unsymmetrical Imino-1,8-naphthalimide Derivatives Substituted at 3-C Position—Photophysical Investigations

et al. 2022

View full text Add to dashboard Cite

In this research, six novel unsymmetrical imino-1,8-naphthalimides (AzNI) were synthesized. Comprehensive thermal (thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC), optical (UV-Vis, photoluminescence), and electrochemical (CV, DPV) studies were carried out to characterize these new compounds. The molecules showed the onset of thermal decomposition in the temperature range 283–372 °C and molecular glass behavior. Imino-1,8-naphthalimides underwent reduction and oxidation processes with the electrochemical energy band gap (Eg) below 2.41 eV. The optical properties were evaluated in solvents with different polarities and in the solid-state as a thin films and binary blends with poly(N-vinylcarbazole): (2-tert-butylphenyl-5-biphenyl-1,3,4-oxadiazole) (PVK:PBD). Presented compounds emitted blue light in the solutions and in the green or violet spectral range in the solid-state. Their ability to emit light under external voltage was examined. The devices with guest-host structure emitted light with the maximum located in the blue to red spectral range of the electroluminescence band (EL) depending on the content of the AzNI in the PVK:PBD matrix (guest-host structure).

show abstract

Synthesis and functional characteristics of two new yellow-green fluorescent PAMAM dendrimers periphery modified with 1,8-naphthalimides

Cited by 18 publications

References 27 publications

New Acceptor–Donor–Acceptor Systems Based on Bis-(Imino-1,8-Naphthalimide)

New Acceptor–Donor–Acceptor Systems Based on Bis-(Imino-1,8-Naphthalimide)

Enhancing the antibacterial activity of PAMAM dendrimer modified with 1,8‐naphthalimides and its copper complex via light illumination

Six New Unsymmetrical Imino-1,8-naphthalimide Derivatives Substituted at 3-C Position—Photophysical Investigations

Contact Info

Product

Resources

About