Method for the production of a dicarboxylic acid from...

C - Chemistry – Metallurgy – 07 – C

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C07C 51/09 (2006.01) C07C 51/36 (2006.01) C07C 67/10 (2006.01) C07C 67/303 (2006.01) C07C 67/343 (2006.01) C07C 67/347 (2006.01)

Patent

CA 2491280

Disclosed is a method for producing a dicarboxylic acid of formula (I) H-OOC- (n-C4Hx)-COO-H, in which x represents 6 or 8, from acrylic acid. Said method is characterized by the fact that a) a dicarboxylic acid diester of formula (II) R1-OOC-(n-C4Hx)-COO-R2, in which x represents 6 or 8 and R1, R2 independently represent C1-, C2-, C3-, C4-alkyl, aryl, heteroaryl and can be identical or different, is reacted with acrylic acid so as to obtain a dicarboxylic acid of formula (I) and a mixture of acrylic acid ester of formula C2H3-COOR1 and C2H3-COOR2, in which R1 and R2 have the meanings mentioned above; b) the dicarboxylic acid of formula (I) obtained in step (a) is separated from the reaction mixture obtained in step (a); c) the C2H3- COOR1, C2H3-COOR2, or the mixtures thereof obtained in step (a) are dimerized so as to obtain n-butene dicarboxylic acid diester; and d) the dicarboxylic acid diester obtained in step (c) is split into the corresponding dicarboxylic acid of formula (I).

L'invention concerne un procédé de production d'un acide dicarboxylique correspondant à la formule (I): H-OOC-(n-C<sb>4</sb>H<sb>x</sb>)-COO-H, dans laquelle x vaut 6 ou 8, à partir d'acide acrylique. Ce procédé se caractérise en ce que: a) on fait réagir un diester d'acide dicarboxylique correspondant à la formule (II): R<sp>1</sp>-OOC-(n-C<sb>4</sb>H<sb>x</sb>)-COO-R<sp>2</sp>, dans laquelle x vaut 6 ou 8 et R<sp>1</sp> et R<sp>2</sp> représentent, indépendamment l'un de l'autre, alkyle C<sb>1, </sb>, C<sb>2 </sb>, C<sb>3,</sb>C<sb>4, </sb>aryle, hétéroaryle et peuvent être identiques ou différents, avec de l'acide acrylique, ce qui permet d'obtenir un acide dicarboxylique correspondant à la formule (I) et un mélange d'esters d'acide acrylique correspondant aux formules C<sb>2</sb>H<sb>3</sb>-COOR<sp>1</sp> et C<sb>2</sb>H<sb>3</sb>-COOR<sp>2</sp>, R<sp>1</sp> et R<sp>2</sp> correspondant aux définitions susmentionnées; b) on sépare l'acide dicarboxylique de formule (I) obtenu à l'étape a) du mélange réactionnel obtenu à l'étape a); c) on fait dimériser les esters d'acide acrylique des formules C<sb>2</sb>H<sb>3</sb>-COOR<sp>1</sp> et C<sb>2</sb>H<sb>3</sb>-COOR<sp>2</sp>, ou bien leurs mélanges obtenus à l'étape a), ce qui permet d'obtenir des diesters d'acide n-butènedicarboxylique et d) et on procède à la fission des diesters d'acide dicarboxylique obtenus à l'étape c) en acide dicarboxylique correspondant de formule (I).

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