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Study On Synthesis Of Epichlorohydrin By Catalytic Chlorinated Glycerol

Posted on:2010-12-28Degree:MasterType:Thesis
Country:ChinaCandidate:F LiuFull Text:PDF
GTID:2121360278480126Subject:Organic Chemistry
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Epichlorohydrin(ECH) is one of important organic chemical materials and fine chemical production with extensive using.The most important industrialized production technology of preparation ECH are high-temperature chlorination method and acetate-acrylate method at present.These methods are all using propylene as raw material.In recent years,with the price of petroleum fluctuating and developing of bio- diesel, the method synthesis of epichlorohydrin by catalytic chlorinated glycerol was attentioned renewedly.Presently,the process of synthesis dichloropronol from glycerol is mostly researched,especially,the preparation and choicing of catalyst was emphases research aspect.We synthesized a series of high-efficient catalyst with good active and high selective according to the mechanism of chlorin-replace reaction.The main resea- rch content of this dissertation as follows:1 The synthesis of dichloropronol from chlorinated glycerol using poly (aryl ether sulfone ether ketone ketone) having pendent carboxyl (PESEKK-A) as the main catalyst and PCl3 as catalyst promote was performed. The influence of catalytic efficiency of the mass ratio between PESEKK-A and PCl3 was also investigated. The result showed that the yield of dichloropronol was above 89.8%, when the amount of PESEKK-A and PCl3 was 4.0 and 1.5 percent of the mass of glycerol respectively. In this study, toluene dehydration, 1,2-dichloroethane (DCE) continuous and intermittent dehydration technique were applied, which indicated that the yield of dichloropronol was over 92.4% using the intermittent dehydration process. Gas chromatography (GC) detected that the mass fraction of 1,3-dichloro-2-pronol was 96.9%. It showed that the synthesized dichloropronols from catalytic chlorination glycerol was an effective and high selective method by optimized the technical conditions.2 Three aromaticity acid(Cat-SA-A,B,C) were synthesized by nucleophilic substitution and oxidation reaction from toluene,p-methylphenol and 4,4'-dichlorodip- henylsulfone.The chemical structure of these compound was characterized by FT-IR, 1H-NMR.The catalysis of different catalyst,such as,Poly(aryl ether ketone ketone)with side carboxyl(PEKK-A),p-phthalic acid(PTA) and Cat-SA-A,B,C was studied in prep- aring dichloropronols(DCH) from glycerol with hydrogen chloride.The result showed that these aromaticity acid were more catalytic active than PEKK-A,PTA. The yield of DCH can reach 96.7% when the mass of Cat-SA-C was 3.0% of glycerol's.Othermore, the activation of Cat-SA-C was very simple,and it can be used cyclingly.The yield of DCH up to 95% after having been used 5 times.3 The reaction mechanism of synthesis dichloropronol by catalytic chlorinated glycerol was also pilot studied.It showed that the carboxyl and sulfonexyl in the acids have coopetate-catalyse action,and can accelerate chlorin-replace process,improve the yield of dichloropronol.So,this technology have more value for industrialization.
Keywords/Search Tags:Dichloropronol, Epichlorohydrin, Glycerol, Catalytic chlorination
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