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A series of fluorinated unsaturated esters which can be used as fluorine-containing monomers have been synthesized. The esterification of maleic acid,itaconic acid,and trans-aconitic acid with 1, 1, 2, 2-tetrahydroperfluorooctanol and 1, 1, 5- octafluoropentanol was carried out, respectively. The objective monomers were obtained by using p-toluene sulfonic acid as catalyst, hydroquinone as the anti-polymerizing agent,toluene as solvent and water carrying agent. The objective products were isolated by column chromatography and characterized by Fourier transform infrared spectroscopy ( FT-IR ) , hydrogen-1 nuclear magnetic resonance ( 1 H NMR) ,fluorine-19 nuclear magnetic resonance ( 19 F NMR) ,and high resolution mass spectrometry ( HRMS) . The yield of the objective products was various from 30% to 85%. The reaction result shows that the esterification of 1, 1, 5 - octafluoropentanol with certain carboxylic acid is more difficult than that of 1,1,2,2-tetrahydroperfluorooctanol.
A series of fluorinated unsaturated esters which can be used as fluorine-containing monomers have been synthesized. The esterification of maleic acid, itaconic acid, and trans-aconitic acid with 1, 1,2-tetrahydroperfluorooctanol and 1, octafluoropentanol was carried out, respectively. The objective products were obtained by using p-toluene sulfonic acid as catalyst, hydroquinone as the anti-polymerizing agent, toluene as solvent and water carrying agent. The objective products were isolated by column chromatography and characterized by Fourier transform infrared spectroscopy (FT-IR), hydrogen-1 nuclear magnetic resonance (1 H NMR), fluorine-19 nuclear magnetic resonance (19 F NMR), and high resolution mass spectrometry from 30% to 85%. The reaction result shows that the esterification of 1, 1, 5-octafluoropentanol with certain carboxylic acid is more difficult than that of 1,1,2,2-tetrahydroperfluorooctanol.