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Study On Preparation And Properties Of New Polymerizable Fluorescent Materials

Posted on:2013-11-12Degree:MasterType:Thesis
Country:ChinaCandidate:L J LiuFull Text:PDF
GTID:2231330371487700Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Derivatives of 1,8-naphthalimides have been found applicating in a numberof areas including fluorescent dyes, light-emitting diodes and so on. Howeverthey have several shortcomings such as poor water solubility, bad heat resistance,weak light performance and so on. In solution,these compounds have low photoresistance, which will lead to decrease the degree of whiteness, thus theirapplication is restricted. In this paper, the novel polymeric fluorescent materialsynthesized by new ways can overcome these disadvantages. The basic structureof chromogen in polymeric fluorescent materials remains the same, so they haveincreasing whiteness properties, too. Covalent bonds between chromogen andmacromolecule chains enhances their photochemical stability and photoresistance, increasing their whitening performance and fluorescence quantumyield. With the water-soluble monomer introducing to the polymer chain, thewater-soluble of polymeric fluorescent materials will be improved and expandedits range of applications in the aquifer system. Polymerize functionalsmall-molecule can reduce the toxicity of organic matter so that securityimproved, laiding the foundation for the later development of environmentallyfriendly new products.Main research is divided into two parts: synthetic experiment andperformance testing experiment. Firstly, two structures fluorescent monomer hasbeen synthesized. The one is symmetric structure, and the other is asymmetricstructure. Then the both monomer have polymerized with propylene amide, vinylacetate, and hydroxyethyl methacrylate. The optimum working parameters of thesynthetic polymer fluorescent material, and the optical properties of monomerand polymer were tested. The polymer fluorescent material of asymmetricstructure is applied in the paper and detergents, the data of applicationperformance has found. A fluorescent monomer was synthesized from 4-bromo-1,8-naphthalicanhydride and diethylenetriamine, and cyanuric chloride via amidation,nucleophilic substitution. The structure characterized by elementary analysis andFT-IR, Ultraviolet-visible absorption and fluorescence spectra of the targetproduct were investigated.The absorption performance of the target polymerwas affected by solvent. The UV-visible absorption and fluorescencespectroscopy of the monomer polymer showed that with the polarity of thesolvent improved, the maximum emission spectra of the fluorescence spectrumwill be the long-wavelength direction.Another fluorescent monomer was synthesized from 4-bromo-1,8-naphthalic anhydride and ethanolamine, and cyanuric chloride via amidation,nucleophilic substitution. The structure characterized by elementary analysis andFT-IR, Ultraviolet-visible absorption and fluorescence spectra of the targetproduct were investigated.The properties of monomer and polymer have beentested, finding out the fluorescence quenching concentration and howtemperature, light and solvent polarit affecting the fluorescence efficiency.The results showed that the emission wavelength of polymeric fluorescentmaterial is blue shift of the 10nm compared with fluorescent monomer, and thefluorescence intensity is higher than fluorescent monomer. And the Stokes shiftis less than the fluorescent monomer. The basic structure of chromogen inpolymeric fluorescent material remains the same, so it has increasing whitenessproperties, too. Covalent bonds between chromogen and macromolecule chainsenhances their photochemical stability and photo resistance, increases theirwhitening performance and fluorescence quantum yield. Resistance to wetprocess and organic solvent is greatly improved, and the less environmentalimpact be referred to as a new environmental efficient products.The fluorescent polymer of asymmetric structure had applied to a paper anddetergent as fluorescent brighteners. The polyhydroxyl fluorescent brightenerscan enhance adsorptivity for paper fiber, the tensile strength and whiteningperformance is increased than C.I. Fluorescent Brightener 162.
Keywords/Search Tags:1,8-naphthalimide, cyanuric chloride, polymerization, UV-visible absorption, fluorescent emission spectra
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