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The Synthesis Applied Research Of Fluorescent Brighteners With Three Units Of Ethylene Group

Posted on:2012-09-21Degree:MasterType:Thesis
Country:ChinaCandidate:X D PangFull Text:PDF
GTID:2121330332975223Subject:Applied Chemistry
Abstract/Summary:PDF Full Text Request
4-Nitrobenzyl bromide reacted with triethyl phosphite to afford 4-nitrobenzyl diethyl phosphate. 4,4'-dinitrostilbene was obtained by the reaction of 4-nitrobenzyl diethyl phosphate and p-nitrobenzaldehyde in the presence of sodium methoxide.4,4'-dinitrostilbene could be also obtained by reaction of 4-nitrobenzyl chloride and potassium hydroxide. 4,4'-dinitrostilbene was reduced to 4,4'-diaminostilbene by hydrazine hydrate in the presence of FeCl3/C.4,4'-dinitrostilbene could be reduced by only hydrazine hydrate. Furthermore, 4,4'-diaminostilbene could be synthesized from 4-nitrotoluene in one step with hydrazine hydrate. 4,4'-di(2-chloro-nitrilethyl)stilbene was obtained by coupling of stilbene diazonium chloride and acrylonitrile in the presence of cuprous chloride via Meerwein reaction. It reacted with triethylamine to form 4,4'-dinitrilevinylstilbene, whose fluorescence intensity is slightly higher than the one of C.I. Brightener 199, which contains two units of ethylene group. The mechanism of each reaction was discussed. The chemical structures of the products of each step of reaction were characterized by 1H NMR and MS.Investigation on novel synthesis of 4,4'-stilbene-di-ethyl acrylate was conducted, though failed, the possible reason and the mechanism were given.
Keywords/Search Tags:4,4'-stilbene-di-ethyl acrylate, 4,4'-diaminostilbene, Wittig-Hornor reaction, Meerwein reaction
PDF Full Text Request
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