como nucleofilo en el carbono del benzaldehído, realizando una reacción de condensación de Claisen-Schmidt (tipo de condensación aldolica cruzada). Particulares ○ Efectuar una condensación aldólica cruzada. ○ Obtener un producto de uso comercial. Diferencia entre una condensación aldólica cruzada y. Específicos Efectuar una condensación aldólica cruzada. Determinar el rendimiento de la reacción realizada y el punto fusión del producto obtenido.
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Para un procedimiento industrial, se prefieren las sales de sodio o potasio. The aldol condensation and the subsequent crossed Cannizzaro reaction may be carried out in the presence of water in an amount of 2 to 20 times by weight of NBAL. With such heat treatment, the component hardly removable from TMP by distillation is thermally decomposed or chemically combines to form an easily removable component of TMP by distillation. Ejemplo comparativo 1 Comparative Example 1.
Method for producing a trimethylolpropane TMP highly pure comprising the steps of: However, when TMP contains the formic acid salt and the component of high boiling condensation products are decomposed hard by heat treatment in the presence of acid even in an amount equivalent to the amount of formic acid saltleaving obtained this a highly pure TMP mode. A process for the decomposition of polyhydric alcohols in the synthesis of high-boiling by-products formed.
The molar ratio of formaldehyde to be used in the method with NBAL is 3. In the present invention, as described above, after first removing the inorganic salt such as sodium formate, and the component of high boiling the crude TMP, the treated TMP is subjected to heat treatment under acidic conditions.
Process for separating alcohols from mixtures of alcohols, water and other compounds. The solvent for the extraction may include ketones such as methyl ethyl ketone and methyl isobutyl ketone, aldehydes such as NBAL, also serving as material of alcohols such as isobutyl alcohol and isopropyl alcohol, and esters such as butyl acetate starting, and are typically used in a total amount of 0.
TMP obtained by purification of crude TMP by the method of the present invention has such a high purity as To completely remove the impurities such as formaldehyde, MDF, etc. The impurities are free formaldehyde, condensation products of TMP and formaldehyde, methanol contained in formalin starting, methanol formed during the crossed Coneensacion reaction, condensation products of methanol, TMP and formaldehyde, etc.
ES2235425T3 – Tucked to produce highly pure trimethylolpropane. – Google Patents
The Japanese Patent Publication No. The present invention is further explained by reference to the following examples which should not be construed as limiting the scope of the present invention. The content of the remaining formaldehyde in the final TMP was 1 ppm. These basic catalysts may be used alone or in combination of two or more.
In the present invention, it is not necessary to use expensive cation exchange resins, etc. The present invention relates to a method of producing trimethylolpropane which is useful as a raw material for polyester resins, alkyd resins, polyurethane resins, polycarbonate resins, plasticizers, lubricating oils, surfactants, basis for cosmetics, reactive monomers, etc.
Formaldehyde used in the present invention as starting material can be used as an aqueous solution or solid as paraformaldehyde.
Method for producing a highly pure trimethylolpropane according to claim 1, wherein component removing high boiling point and the inorganic salt is carried out after deactivating sodium formate present in the crude trimethylolpropane, wherein the deactivation is carried out by means of adding an acid to crude TMP in an amount 0.
Sin embargo, de manera perjudicial el color fundido del TMP final fue tan elevado como Trimethylolpropane hereinafter referred to as “TMP” has been produced by a known two-stage process see for example, DE-A comprising an aldol condensation between n-butyl aldehyde hereinafter referred hereinafter as “NBAL” and formaldehyde in the presence of a basic catalyst and a subsequent crosslinking reaction between the aldol condensation product and formaldehyde in a basic catalyst Cannizzaro. The solvent may be used alone or in combination of two or more.
However, since TMP after the solvent extraction, the hot filtration, etc. Purification of propylene oxide using an aqueous acetone extractive distillatin agent. Therefore it occurs industrially advantageously a highly pure TMP usable as a raw material for ultraviolet curable resins.
Masters and doctoral program in Chemical Sciences
In condensacon method known in the art, the liquid reaction mixture is distilled after removing most of the formic acid condenssacion by a solvent extraction or a hot filtration after condensing and TMP distillate resulting crude is rectified to obtain thereby a final TMP with a high purity. In addition, a highly pure TMP is adlolica, since the remaining formaldehyde condenses with TMP is to form easily removable CMF during one heat treatment under acidic conditions.
The liquid reaction mixture from the two-stage process contains a formic acid salt formed during the crossed Cannizzaro reaction.
The present invention relates to a method of purifying a crude TMP obtained by an aldol condensation and a subsequent crossed Cannizzaro reaction of NBAL of formaldehyde in the presence of a basic catalyst. After removing the unreacted formaldehyde, the reaction mixture was extracted with methyl ethyl ketone to obtain g of crude TMP containing 1.
The final product quality is adversely affected by the remaining formaldehyde even in a small amount. Deactivation is carried out by adding the acid to the crude TMP in an amount 0. As a result of extensive studies in the production method of TMP to eliminate the above problems, the inventors have found that a highly pure TMP is obtained from a crude TMP by previously removing a component of high boiling point and an inorganic salt such as sodium formate, the crude TMP, heat-treating the treated TMP under acidic conditions, and purifying the heat-treated TMP by distillation, etc.
Ejemplo comparativo 3 Comparative Example 3. TMP obtained by the reaction between NBAL and formaldehyde in the presence of basic catalyst in the two-stage process of the aldol condensation and the subsequent crossed Cannizzaro reaction contains the impurities hardly removable by distillation. Although the condensation products are decomposed by the heat treatment using excess amount of acid, a colored component from high boiling point, which is difficult to remove TMP by distillation component is formed.
The method proposed in Japanese Patent Publication No. After removing the component and high boiling inorganic salt of crude TMP, the resultant TMP distillate is subjected to a heat treatment under acidic conditions.
Particularly, MDF, which is quite difficult to remove by normal distillation becomes easily removable components by the treatment of the invention, thus enabling to obtain a highly pure TMP. It is known that the condensation products mentioned above are thermally decomposed under acidic conditions publication of Japanese Patent No. Method for producing highly pure trimethylolpropane. Por tanto, se produce a escala industrial de manera ventajosa un TMP sumamente puro utilizable como materia prima para resinas curables con ultravioleta.
In addition, formaldehyde remaining in TMP product is not the completely eliminated by a usual rcuzada. For example, the two-phase process using sodium hydroxide is expressed by the following reaction scheme.
For an industrial process, the sodium or potassium salts are preferred. To minimize the occurrence of byproducts and increase condensaciin of the objective TMP, preferred set the amount of the basic catalyst according to the reaction conditions. The reaction was complete after 0. Thus, a highly pure TMP has not been obtained with conventional distillation methods. The content of the remaining formaldehyde in the final TMP was 3 ppm.
Such an acid may include mineral acids such as phosphoric acid and sulfuric acid and organic acids such as p-toluenesulfonic acid and methanesulfonic acid.
The product mixture from the reaction of NBAL and formaldehyde is separated, if necessary after removing formaldehyde unreacted by condensation in crude TMP and the formic acid salt, obtained as a byproduct during the crossed Cannizzaro reaction by a solvent extraction or hot filtration after condensing. Therefore, an object of the present invention to provide an industrially advantageous method for producing a highly pure TMP from a crude TMP obtained by a reaction between NBAL and formaldehyde in the presence of a basic catalyst in a two-phase condensation aldol and a subsequent crossed Cannizzaro reaction.
In the present invention, as the load of distillation column is reduced, the distillation apparatus improved from the economic viewpoint with respect to the structure and operatively allowing it to produce a highly pure TMP advantageously in conndensacion scale.