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Study On Improvement On Process Of Naproxen And Determination Of Engineering Data

Posted on:2010-11-12Degree:MasterType:Thesis
Country:ChinaCandidate:W FengFull Text:PDF
GTID:2191360302975838Subject:Chemical processes
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2-methoxy-6-(2'-naphthyl)propionic acid -(2"-2"dimethyl-3"-bromo)propyl ester is hydrolyzed into naproxen by sodium hydroxide. In order to get the optimal condition, this study use both the Uniform Design Method and the Single Factor Experiment Method based on the yield of naproxen. The main factors of which affect the hydrolyzation is experimentally investigated in details, such as the mass fraction of sodium hydroxide, the materials ratio, the reaction time. The results indicate that the yield of naproxen could reach 99.19% under the optima conditions of the hydrolyzation temperature of 110±5℃, the reaction time between 60 and 90min, the mass fraction of sodium hydroxide of 40%, the materials ratio of 4.4:1. Meanwhile, a method has been developed for analyzing an amount of the naporoxen in reactant by HPLC. The characteristics of this study is to optimize the conditions of reaction process, decrease energy consumption, improve the yield of naproxen. It provides a better basis for industrial production .The standard combustion enthalpy of naproxen is determined by XRY-1C calorimeter, which is -7026.4kJ·mol-1 at 298.15K. The reliability of instrument is standard by naphthalene, and experimental value of the standard combustion enthalpy for naphthalene is well compared to the literature value, because the relative error is only 0.1%. It is illuminated that the insutument and the method of determining combustion enthalpy are reliable XRY-1C calorimenter. And the standard formation enthalpy of naproxen is calculated to be -483.55 kJ·mol-1, the basic data is provided for the method of exploiting new synthesis, engineering design and industrialized production on naproxen. At the same time, using DTA - TGA measured the thermal stability of naproxenNeopentyl glycol and its derivatives have been widely used in much field, such as the automotive, textile, pharmaceutical, paint, pesticides, plastics and oil , and so on. So recycling neopentyl glycol from the reaction solution of which 2-methoxy-6-(2'-naphthyl)propionic acid -(2"-2"dimethyl-3"-bromo)propyl ester is hydrolyzed into naproxen has important meaning and some economy and society benefits.Extraction of the drug naproxen reaction solution which contains a certain amount of the neopentyl glycol and sodium chloride glutaric, and neopentyl glycol is a the product of synthetic drug naproxen and also is the raw materials. In order to reduce the cost of production and to achieve environment-friendly for the production process, the recoveried neopentyl glycol process from reaction solution of naproxen is studied in the article, is useful in a variety of industrial applications. Therefore, at first, a large amount of water is removed by means of rotary steam from aqueous solution which includes neopentyl glycol and sodium chloride, the concentrated liquid is extracted by extraction agent, such as petroleum ether, ethyl acetate, butyl acetate, benzene, toluene, benzene - iso-butanol, acetone. And the extraction rate is analyzed by gas chromatography. The results showed that butyl acetate and toluene - isobutyl alcohol (volume ratio 1:1) is looked upon as more suitable extractant. Extraction rates were 18.1%, 24.4% , respectively, with butyl acetate and toluene - isobutyl alcohol (volume ratio 1:1) extracting known content of neopentyl glycol in aqueous solution by five-stage cross-flow extraction method. Extracted matter was analyzed and identified as neopentyl glycol by the gas chromatography.In order to guide effectively the extraction separation process of neopentyl glycol from industrial effluent of producing naproxen, solubility of neopentyl glycol were measured by the equipment which the speed of increasing temperature can be controlled accurately with laser monitoring system in some organic solvents. The equipment is dependable because solubility data of obtaining benzoic acid in water are consistent with those of literature. Various temperatures dissolving method is used to measure the solubility data of neopentyl glycol in organic solvents, such as ethyl acetate, butyl acetate, benzene ,toluene, acetone, toluene - isobutyl alcohol (volume ratio 3:1), toluene - isobutyl alcohol (volume ratio 13:2) in the temperature range of from 286.85 K to 332.75 K. The data have been not appear in literature.Based on the experimental solubility data results of the present study, the Apelblat experience equation, ln x = A + B/T ,andλh equation are proposed, and the relative error is less than 10% comparison of between calculated data and experimental data with the equations, for example, the diffence is -2.64%,-5.92%,-7.24%,6.68%,-1.05%,-1.02%,-4.97% for Apelblat experience equation, the system of toluol, butyl acetate, ethyl acetate, acetone, benzene, toluol and isobutyl alcohol (3: 1), toluol and alcohol (13:2), respectively, and 0.68%,0.77%,0.41%,0.14%,0.27%,-0.63%,1.21% forλh equation. It is illuminated that they can indicate the relationship between temperature and concentration when the binary systems are in the solid and liquid equilibrium for neopentyl glycol in organic solvents. Therefore, the results of Apelblat empirical equation is slightly better than those of equation equation.
Keywords/Search Tags:Naproxen, Neopentyl glycol, Thermodynamics property
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