Process for the preparation of phthalocyanines

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 487/22 (2006.01) C07D 209/00 (2006.01) C07D 259/00 (2006.01)

Patent

CA 2550869

A method is disclosed for preparing metal-free phthalocyanines having the formula (I) by reaction of an ortho-phthalodinitrile of formula (Ia) in an inert solvent having a boiling temperature of at least 120 ~C (under normal pressure) in the presence of ammonia. In formulae I and Ia, the variable n can take the value of 1, 2, 3 or 4 and the radicals R denote a five- or six- membered saturated, nitrogen-containing heterocyclic ring that is optionally substituted by one or two C1-C8 alkyl groups, the heterocyclic ring being bonded to the benzene ring by a nitrogen atom in the ring; the heterocyclic ring may further contain one or two additional nitrogen atoms or an additional oxygen or sulphur atom. The method is characterised in that the reaction is performed in the presence of an alkaline metal hydroxide or alkaline metal carbonate.

L'invention concerne une méthode de préparation de phtalocyanines exemptes de métaux et ayant la formule (I) par réaction d'un ortho-phtalodinitrile de formule (Ia) dans un solvant inerte ayant une température d'ébullition d'au moins 120 DEG C (à la pression normale) en présence du gaz ammoniac. Dans les formules (I) et (Ia), la variable n peut prendre une valeur de 1, 2, 3 ou 4 et les radicaux R dénotent un anneau hétérocyclique azoté saturé à cinq ou six éléments, facultativement substitué par un ou deux groupes C1-C8 alkyle, l'anneau étant relié à l'anneau benzénique par un atome d'azote faisant partie de l'anneau, qui peut encore comprendre un ou deux atomes additionnels d'azote ou un atome additionnel d'oxygène ou de soufre. La méthode se caractérise en ce que la réaction est effectuée en présence d'un hydroxyde d'un métal alcalin ou d'un carbonate d'un métal alcalin.

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