In my project vinyl acetate is a monomer and ethyl acetate is a solvent. In the end of the reaction the monomer should be removed. But at first i want to convert the monomer to a solvent and then remove the solvent by distillation. In this way I don't have any solvent and monomer in the product and this is very important for me.
Thanks friends
Vinyl acetate has a lower boiling point (~73 oC) than ethyl acetate (~77 oC) you should be able distill the vinyl acetate off before the ethyl acetate.
Vinyl acetate has a lower boiling point (~73 oC) than ethyl acetate (~77 oC) you should be able distill the vinyl acetate off before the ethyl acetate.
I fear that if you try and convert the vinyl acetate to ethyl acetate (by, for example, hydrogenation or trans esterification) you're more likely to contaminate your polymer further.
You can do trans-estrification of vinyl acetate in by adding ethanol and use dean stark technique to remove ethanol in the presence of sodium ethoxide as catalyst
You can by hydrolysis vinyl acetate to carboxylic acid and remove it by aqueous work up (extraction)
I agree with Phillip Sharp - just distill it off. Both vinyl and ethyl acetate have almost the same boiling point so they will distill together. Perhaps they will form some azeotrope. If you try any reaction to convert vinyl acetate to ethyl acetate you will contaminate your polymer by: catalysts or basis or acids... Any oligomer will have significantly higher boiling point so it won't distill off; not to mention polymer.
Lyophilization (Freeze-drying) is completely out for your system since the melting points of your liquids are -84 and -93 °C. You would need to freeze the flasks during the process and/or very high vacuum - oil pump would be not sufficient.
Good luck!
Just remove the solvent in the usual way - rotary evaporation. If residual vinyl acetate is a problem, you can add a higher-boiling solvent, like toluene. Evaporation of toluene will carry off the last traces of vinyl acetate.
Vinyl acetate cannot be removed(easily) from ethyl acetate by fractional distillation. When 2 volatile compounds are not separable by fractional distillation efficiently, either we apply azeotropic distillation or extractive distillation. Here, the suitable method is extractive distillation. In this case, a liquid of lower volatility (i.e. higher boiling point) than both components is used as entrainer to enhance the separation & I suggest a diol (simplest 1,2-ethanediol but a higher diol may work). You will add the third diol component to the 2 acetates in the round-bottomed flask & distill. The diol will help in removing one & will keep holding the other. After that, you separate the one held from the diol. In other words, distillation is carried out twice.
Using a heterogeneous catalyst (e.g., Ni) for C=C hydrogenation. I think this is not difficult. but the resulted product may contains over-hydrogenation byproduct (e.g., ethanol). low temperature hydrogenation may be useful and suppress the byproduct.
The most convenient way is distillation. Another choice is hydrogenation with transition metal catalyst like Pd/C if there is not unsaturated C-C bond in your desired product.
You can convert vinyl acetate to ethyl acetate by catalytic hydrogenation reaction using H2/Pt or H2/Ni or H2/Pd. The double bond will be reduced while ester group remains in tact.
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