Process for preparing 2-anilinoacridones

Details Process for preparing 2-anilinoacridones Process for preparing 2-anilinoacridones

C - Chemistry, Metallurgy

07

D

C07D 219/06 (2006.01) C07D 219/08 (2006.01) C07D 471/04 (2006.01) C09B 17/00 (2006.01) C09B 48/00 (2006.01) C09B 67/22 (2006.01)

Patent

CA 2237077

An improved process for the preparation of optionally 2-anilinoacridones from optionally substituted 2,5-dianilinoterephthalic acids, comprises: (a) cyclizing 2,5-dianilinoterephthalic acid to give an intermediate product mixture which contains a major portion of a 2-anilino-3-carboxyacridone and a minor portion of a quinacridone; (b) combining said intermediate product mixture with a solvent which dissolves the 2-anilino-3-carboxyacridone at elevated temperatures but does not dissolve the quinacridone; (c) decarboxylating the 2-anilino-3-carboxyacridone in the mixture from step (b) at elevated temperatures to yield a product slurry comprising a solid quinacridone and a 2-anilinoacridone dissolved in the solvent; (d) separating the solid quinacridone, the catalyst, and other solid impurities from the solvent, whereby a solution containing the dissolved 2-anilinoacridone is obtained; and (e) subsequently separating the dissolved 2-anilinoacrodone from the solvent. This process provides 2-anilinoacridone in high yield and purity. A process for the preparation of 2-anilinoacridone/quinacrodonequinone high performance golden yellow pigments is also described.

Méthode améliorée pour la préparation de 2-anilinoacridones avec substitution facultative à partir d'acides 2,5-dianilinotéréphtaliques avec substitution facultative, consistant à : a) cycliser l'acide 2,5-dianilinotéréphtalique pour former un mélange intermédiaire renfermant une importante fraction de 2-anilino-3-carboxyacridone et une fraction mineure de quinacridone; b) combiner ledit mélange intermédiaire avec un solvant qui dissout à haute température la 2-anilino-3-carboxyacridone, mais non la quinacridone; c) décarboxyler à haute température la 2-anilino-3-carboxyacridone dans le mélange provenant de l'étape b, pour former un coulis renfermant une quinacridone solide et une 2-anilinoacridone à l'état dissous dans le solvant; d) séparer du solvant la quinacridone solide, le catalyseur et les autres impuretés solides, ce qui permet d'obtenir une solution renfermant la 2-anilinoacridone; e) séparer ensuite du solvant la 2-anilinoacridone dissoute. Ce procédé donne une 2-anilinoacridone très pure avec un rendement élevé. On décrit également une méthode à haut rendement pour la préparation de pigments jaune doré à base de 2-anilinoacridone/quinacridonequinone.

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