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Synthesis And Properties Of Trimethylolpropane Catalysis Esters

Posted on:2012-12-11Degree:MasterType:Thesis
Country:ChinaCandidate:X G GuFull Text:PDF
GTID:2131330332491489Subject:Applied Chemistry
Abstract/Summary:PDF Full Text Request
Under the protection of nitrogen, benzoic acid, 2-hydroxy-, 2-ethyl-2-hydroxymeth-yl-1,3-propanediyl ester and benzoic acid, 2-hydroxy-, 2-ethyl-2-[[(2-hydroxybenzoyl)oxy]methyl]-1,3-propanediyl ester were synthesized, trimethylolpropane and salicylic acidas reactants, the products were analyzed by IR, 1H-NMR, MS, elemental analysis. The structure of the target products was confirmed.The influencing factors, such as temperature, catalyst, the molar ratio of salicylic acid to trimethyololpropane and reaction time were studied. The optimum reaction conditions of benzoic acid, 2-hydroxy-, 2-ethyl-2-[[(2-hydroxybenzoyl)oxy]methyl]-1,3-propanediyl ester were obtained as follows: 4-methylbenzenesulfonic acid was used as catalyst, which accounted for 4 % of the salicylic acid, the molar ratio of the carboxyl of salicylic acid to the hydroxy of trimethyolpropane was 1:0.7, reacting with nitrogen protective atmosphere for 6 h at 160℃. Under the optimum conditions the conversion of the product reached 99.5 %, the yield of the trimethylolpropane trisalicylate reached 83.59%.The optimum reaction conditions of benzoic acid, 2-hydroxy-, 2-ethyl-2-hydroxymethyl-1,3-propanediyl ester were obtained as follows: 4-methylbenzenesulfonic acid was used as catalyst, which accounted for 2 % of the salicylic acid, the molar ratio of the carboxyl of salicylic acid to the hydroxy of trimethyolpropane was 0.8:1, reacting with nitrogen protective atmosphere for 6 h at 140℃. Under the optimum conditions the conversion of the product reached 92.1 %, the yield of the benzoic acid, 2-hydroxy-, 2-ethyl-2-hydroxymethyl-1,3-propanediyl ester reached 80.11 %. The antibacterial properties of the esters were studied. Of which the antibacterial power occurred to Escherichia Col, 80% inhibitory rate occurred to either with a concentration of 0.01 g/mL.Trimethylolpropane tricapricate, trimethylolpropane trisdecanoate, trimethylolpropane trilaurate ester were synthesized, trimethylolpropane and fatty acid of coconut oil, capric acid, dodecanoic acid were used as reactants, the products were analyzed by IR and MS. The structure of the target products was confirmed. The influencing factors, such as temperature, catalyst, molar ratio of the carboxyl of the fatty acid to the hydroxy of trimethyolpropane and reaction time were studied. The optimum reaction conditions of trimethylolpropane trisdecanoate and trimethylolpropane trilaurate ester were also obtained as follows: 4-methylbenzenesulfonic acid was used as catalyst, which accounted for 6 % of the reactant acid, the molar ratio of the carboxyl of the acid to the hydroxy of trimethyolpropane was 1:0.6, reacting with nitrogen protective atmosphere for 5 h at 150℃. Under the optimum conditions the conversion of the products reached 92.2 % and 89.1 %, the yield of the trimethylolpropane trisdecanoate, trimethylolpropane trilaurate reached 82.12 % and 79.21 %.
Keywords/Search Tags:salicylic acid, TMP, trimethylolpropane trisalicylate, benzoic acid, 2-hydro-xy-, 2-ethyl-2-hydroxymethyl-1, 3-propanediyl ester, antifungal activity, trimethylolpropa-ne trisdecanoate, trimethylolpropane trilaurate
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