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Synthesis Of New Hexachlorophosphazene Compounds

Posted on:2015-01-14Degree:MasterType:Thesis
Country:ChinaCandidate:G JingFull Text:PDF
GTID:2381330491951812Subject:Pesticides
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Phosphazenes contain-P=N-units in their chemical structures.In recent years,cyclophosphazenes have been widely studied,not only tendency to give nucleophilic substitution reactions,but also because they serve as models for polyphosphazenes the great variety of different compounds.In this paper,two types of cyclophosphazenes derivatives were designed and synthesized.in order to discover high active pesticide pilot structure.Cocyclophosphazene derivatives containing 2-Substituted benzimidazoles was also synthesized in variety of methods.Hexakis(4-formylphenoxy)cyclotriphosphazene was obtained from the reaction of hexachlorocyclotriphosphazene with 4-hydroxybenzalde-hyde.Thehexakis(4-[(hydroxyimino)methyl]phenoxy)cyclotriphosphaz-ene was synthesized from the reaction of Hexakis(4-formylphenoxy)-cyclotriphosphazene with hydroxylaminehydrochloride in pyridine.The novel oxime-cyclophosphazene derivatives were synthesized from hexakis(4-(hydroxyimino)phenoxy)cyclotriphosphazene via nucleophilic reaction with benzyl chloride,allyl bromide,benzoylchloride,4-methoxybenzoyl chloride and 2-chlorobenzoylchloride.All products were generally obtained in high yields.Their structures were confirmed by IR,1H NMR and 13C NMR.Tetrachloro(2,2'-dihydroxybiphenyl)-cyclo(triphosphazene)was got from the reaction of hexachlorocyclotriphosphazene with 2,2'-Dihydroxybiphenyl.when it reacted with 4-hydroxybenzaldehyde resulting in Tetra(4-formylphenoxy)-(2,2'-dihydroxybiphenyl)-cyclo-(triphosphazene).The novel oxime-cyclophosphazene containing dioxybiphenyl groups was synthesized from the reaction of Tetra(4-formylphenoxy)-(2,2'-dihydroxybiphenyl)-cyclo(triphosphazene).with hydroxylaminehydrochloride in pyridine.The reactions ofthis oxime-cyclophosphazene with propanoyl chloride,allyl bromide,acetyl chloride,methyl iodide,benzoyl chloride,4-methoxybenzoyl chloride,benzenesulfonyl chloride,chloroacetyl chloride,ethyl bromide,benzyl chloride and 2-chlorobenzoyl chloride were studied.The reactions ofthis oxime-cyclophosphazene with benzenesulfonyl chloride,chloroacetyl chloride,benzyl chloride,allyl bromide,benzoyl chloride and 4-methoxybenzoyl chloride were studied.The structures of the compounds were confirmed by IR,1H NMR and 13C NMR spectroscopy.Hexa(2-(4-(?1-oxidanyl)phenyl)-1H-benzo[d]imidazole)-cyclo(tri-phosphazene)was synthesized in variety of methods.Comparing them,we find main advantages of the procedure are short reaction time,easy andquick isolation of the products,environmentally friendly procedure,excellent chemoselectivity and excellent yields.
Keywords/Search Tags:cyclophosphazene, oxime-cyclophosphazene derivatives, synthesis, Hexa(2-(4-(?~1-oxidanyl)phenyl)-1H-benzo[d]imidazole)-cyclo(triphosphazene)
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