Fluorescent compounds for use in industrial water systems

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 471/04 (2006.01) C09K 11/06 (2006.01) G01M 3/20 (2006.01) G01N 21/91 (2006.01) C07D 471/06 (2006.01) G01N 21/64 (2006.01)

Patent

CA 2384421

Fluorescent compounds of formula (I), wherein R1 and R2 are either both SO3M, or one of R1 and R2 is SO3M and the other is COOM, where M is selected from the group consisting of H, Na, K, Rb, Cs, Li or ammonium, are described and claimed. These inert fluorescent compounds have been found to be resistant to oxidizing biocides. One process for making these compounds is described and claimed as the condensation between a 1,8-naphthalic anhydride possessing the desired functionalities and the appropriately substituted o-phenylene diamine. Alternatively, o-amino-nitro-aromatics may be condensed with the various 1,8- naphthalic anhydrides when the in situ reduction of the nitro group is accomplished with a suitable reducing agent such as iron powder. The resulting fluorescent compounds can be used as inert fluorescent tracers in industrial water systems.

L'invention concerne des composés fluorescents de formule (I) dans laquelle R1 et R2, ou bien sont tous les deux SO3M, ou bien l'un des R1 et R2 est SO3M et l'autre est COOM, où M est choisi dans le groupe comprenant H, Na, K, Rb, Cs, Li ou l'ammonium. Ces composés fluorescents inertes se sont avérés être résistants à des biocides oxydants. L'invention concerne un procédé de fabrication de ces composés, par condensation entre un anhydride naphtalique 1,8 possédant les fonctionnalités désirées et l'o-phénylènediamine substituée de façon appropriée. Selon une variante de ce procédé, des composés o-amino-nitro-aromatiques peuvent être condensés avec les divers anhydrides naphtaliques 1,8 lorsque la réduction in situ du groupe nitro s'effectue avec un agent réducteur approprié, tel que de la poudre de fer. Les composés fluorescents ainsi obtenus peuvent être utilisés comme traceurs fluorescents inertes dans des systèmes d'eaux industrielles.

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