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Novel self-coloured polymers based on new fluorescent naphthalimide derivatives: synthesis, characterisation and photophysical properties

Novel self-coloured polymers based on new fluorescent naphthalimide derivatives: synthesis,... PurposeIn this study, two novel fluorescent dyes, based on naphthalimide derivatives have been synthesised from acenaphthene as a starting material. The ability of the dyes to graft to polymer chain was then demonstrated. The novel synthesised dyes and self-coloured polymers were characterised by a variety of techniques.Design/methodology/approachThe novel dyes were prepared through by halogenation, oxidation, imidation and amination reactions. All steps of these processes were monitored by thin layer chromatography. The fluorescent dyes and their intermediates were characterised by differential scanning calorimeter, fourier transform infrared spectroscopy (FTIR), Proton Nuclear Magnetic Resonance (1H-NMR) and carbon-13 nuclear magnetic resonance (13-CNMR) spectroscopic techniques. The molar extinction coefficients and absorption maximum wavelength were obtained by examining the dyes and polymer solutions in Dimethylformamide (DMF) and toluene solvents. The fluorescency of novel dyes and self-coloured polymers was evaluated. Their quantum yields and Stokes shift values were determined as DMF and toluene solutions. The percentage of the covalently bounded dyes into the polymer chain was calculated.FindingsThe characterisation of the synthesised dyes and self-coloured polymers verified their structural correctness. The results of reaction dyes with resin demonstrated that the dyes were covalently bonded to the chain of an acrylic polymer (resin) containing carboxylic acid groups giving self-coloured polymers. The extent of fluorescence of the synthesised dyes and their polymers showed that compounds containing functional amino group in C-4 position of naphthalimide ring have high fluorescence properties.Originality/valueThis study is original. Self-coloured polymers based on acrylic were synthesised by novel naphthalimide dyes with acrylic resin for the first time, successfully. The novel dyes and their self-coloured polymers exhibit good and acceptable fluorescent activity. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Pigment & Resin Technology Emerald Publishing

Novel self-coloured polymers based on new fluorescent naphthalimide derivatives: synthesis, characterisation and photophysical properties

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Publisher
Emerald Publishing
Copyright
Copyright © Emerald Group Publishing Limited
ISSN
0369-9420
DOI
10.1108/PRT-07-2016-0080
Publisher site
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Abstract

PurposeIn this study, two novel fluorescent dyes, based on naphthalimide derivatives have been synthesised from acenaphthene as a starting material. The ability of the dyes to graft to polymer chain was then demonstrated. The novel synthesised dyes and self-coloured polymers were characterised by a variety of techniques.Design/methodology/approachThe novel dyes were prepared through by halogenation, oxidation, imidation and amination reactions. All steps of these processes were monitored by thin layer chromatography. The fluorescent dyes and their intermediates were characterised by differential scanning calorimeter, fourier transform infrared spectroscopy (FTIR), Proton Nuclear Magnetic Resonance (1H-NMR) and carbon-13 nuclear magnetic resonance (13-CNMR) spectroscopic techniques. The molar extinction coefficients and absorption maximum wavelength were obtained by examining the dyes and polymer solutions in Dimethylformamide (DMF) and toluene solvents. The fluorescency of novel dyes and self-coloured polymers was evaluated. Their quantum yields and Stokes shift values were determined as DMF and toluene solutions. The percentage of the covalently bounded dyes into the polymer chain was calculated.FindingsThe characterisation of the synthesised dyes and self-coloured polymers verified their structural correctness. The results of reaction dyes with resin demonstrated that the dyes were covalently bonded to the chain of an acrylic polymer (resin) containing carboxylic acid groups giving self-coloured polymers. The extent of fluorescence of the synthesised dyes and their polymers showed that compounds containing functional amino group in C-4 position of naphthalimide ring have high fluorescence properties.Originality/valueThis study is original. Self-coloured polymers based on acrylic were synthesised by novel naphthalimide dyes with acrylic resin for the first time, successfully. The novel dyes and their self-coloured polymers exhibit good and acceptable fluorescent activity.

Journal

Pigment & Resin Technology – Emerald Publishing

Published: May 2, 2017

References

  • Synthesis of polymerizable 1,8-naphthalimide dyes containing hindered amine fragment
  • Synthesis and photophysical properties of fluorescence sensing ester- and amidoamine-functionalized 1,8-naphthalimides
  • Photophysical and photochemical properties of some 3-bromo-4-alkylamino-N-alkyl-1,8-naphthalimides
  • 4-Nitro-1,8-naphthalimides exhibit antinociceptive properties
  • A study of 4-(alkylamino)amino substituted 1,8-naphthalimide fluoroionophores
  • Synthesis, spectral properties and application of novel monoazo disperse dyes derived from N-ester-1,8-naphthalimide to polyester
  • Synthesis and characterisation of fluorescent polyacrylonitrile copolymers with 1,8-naphthalimide side chains
  • Synthesis and photophysical properties of polymerizable 1,8-naphthalimide dyes and their copolymers with styrene
  • A polyamidoamine dendrimer with peripheral 1,8-naphthalimide groups capable of acting as a PET fluorescent sensor for metal cations
  • Synthesis and spectral properties of new green fluorescent poly(propyleneimine) dendrimers modified with 1,8-naphthalimide as sensors for metal cations
  • Synthesis and properties of fluorescent 1,8-naphthalimide dyes for application in liquid crystal displays
  • Novel heterogeneous PET fluorescent sensors selective for transition metal ions or protons: polymers regularly labeled with naphthalimide
  • Investigating of synthesis and dyeing properties of some azonaphthalimide disperse dyestuffs for the dyeing of polyester fiberes
  • Synthesis and spectroscopic studies of some naphthalimide based disperse azo dyestuffs for the dyeing of polyester fibers
  • Solvent dependence of the inhibition of intramolecular charge-transfer in N-substituted 1,8-naphthalimide derivatives as dye lasers
  • Synthesis, application of some alkali-clearable azo disperse dyes based on naphthalimide derivatives
  • Synthesis of some polymerisable fluorescent dyes
  • Fluorescence switching in 4-amino-1,8-naphthalimides: ‘on-off-on’ operation controlled by solvent and cations
  • Synthesis and evaluation of a series of novel monoazo disperse dyes derived from N-carboxylic acid-1,8-naphthalimide on poly(ethylene terphthalate)
  • Synthesis and photophysical properties of some novel fluorescent dyes based on naphthalimide derivatives
  • Synthesis and investigation of antimicrobial activity and spectrophotometric and dyeing properties of some novel azo disperse dyes based on naphthalimides
  • Investigation of synthesis, characterisation, photophysical and biological properties of novel antimicrobial fluorescent naphthalimide derivatives
  • Synthesis and application of some novel antimicrobial monoazonaphthalimide dyes: synthesis and characterisation
  • Synthesis and characterisation of new fluorescent polymerizable dyes based on naphthalimide
  • Naphthalimide hydroperoxides as photonucleases: Substituent effects and structural bases
  • Novel naphthalimide derivatives as potential apoptosis-inducing agents: Design, synthesis and biological evaluation
  • Studies on the synthesis and spectral properties of novel 4-benzofuranyl-1,8-naphthalimide derivatives
  • The synthesis and spectral properties of novel 4-phenylacetylene-1,8-naphthalimide derivatives
  • Synthesis and characterisation of poly(ethernaphthalimide)s
  • Synthesis of novel electro-transporting emitting compounds
  • Luminescent properties of copolymeric dyad compounds containing 1,8-naphthalimide and 1,3,4-oxadiazole