Analytical control for technology of exo,exoand endo,endo-dimethyl esters norbornen-2,3-dicarboxylic acid
Abstract
The quality of raw materials and conditions of the Diels-Alder reaction between dimethyl maleate and dicyclopentadiene have a significant influence on the isomeric consist of the received dimethyl esters norbornene-2,3-dicarboxylic acid. Polymers (polyendicate) with different optical and physico-mechanical properties can be obtained by varying the ratio of exo,exo-and endo,endo-isomers in monomer. Thus, analytical control is extremely important for the production isomers dimethyl esters norbornene-2,3dicarboxylic acid. Study was carried out to develop a simple gas chromatographic method for quantitative analysis of the main compounds of Diels-Alder reaction between dimethyl maleate and dicyclopentadiene. The qualitative analysis was performed by similarity searches in the National Institute of Standards and Technology (NIST) mass spectra database with the obtained pure mass spectrum of each component and by comparison of temperature-programmed retention indices (PTRI) with authentic standards included in our own laboratory database under construction. Quantitative parameters, such as the linear range, correlation coefficient were also investigated. The extracted standard curves obtained in the linear ranges showed excellent linearities with coefficients of correlation that were greater than 0.99. Accuracy of the method was determined using the six times analysis of the samples. The RSD values for accuracy was ≤ 1.74% and Fisher criterion for two days was not exceed the critical value of 5.05 for all compounds. To check the suitability the method was applied to determine reaction mixture consist in the standard mixes. The obtained results demonstrate good method recoveries, the RSD was less than 3 % in all cases. To check the suitability the method was applied to determine reaction mixture consist in the standard mixes. The obtained results demonstrate good method accuracy. A new analytical method has been developed and applied in routine for screening and quantitation dimethyl maleate, dicyclopentadiene, exo,exo-and endo,endo-dimethyl esters norbornene-2,3-dicarboxylic acid in the reaction mass. This method was found to be satisfactory in terms of linearity of response, system precision, assay accuracy and quantification. This technique can be used in the corresponding scientific laboratories for analytical control of production dimethyl ester isomers norbornene2,3-dicarboxylic acid.
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