Sigma Coatings B.v.

Johannes Petrus Kramer

Marcel Vos

2-trihalogenomethyl-3-halogeno-4-cyano pyrrole derivatives which are substituted in position 5 and optionally in position 1 are used as barnaclecide in antifouling paints, which can therefore be formulated as light- or bright-colored, particularly as bright white. The halogens in positions 2 and 3 are independently selected from the group consisting of florine, chlorine and bromine, preferably florine in position 2 and bromine in position 3. The substituent in position 5 is selected from the group consisting of C1-8 alkyl, C1-8 monohalogenoalkyl, C5-6 cycloalkyl, C5-6 monohalogenocycloalkyl, benzyl, phenyl, mono- and di-halogeno-benzyl or -phenyl, mono- and di-C1-4 alkyl benzyl or phenyl, and monohalogeno mono-C1-4-alkyl benzyl or phenyl, the halogen being selected from the group consisting of chlorine and bromine, prefereably chlorine; the most preferred substituent in position 5 is parachlorophenyl. The optional substituent in position 1 is selected from the group consisting of C1-4 alkyl and C1-4 alkoxy C1-4 alkyl; it is preferred that no substituent be present in position 1. The most preferred compound for use as barnaclecide in the invention is 2-trifluoromethyl-3-bromo-4-cyano-5-parachlorophenyl pyrrole. Antifouling paints may contain 0.5 to 9.9 wt % of barnaclecide, based on the total weight of the dry mass of the composition, preferably 1 to 6 wt %, most preferably 1.5 to 4 wt %.

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Vinkeveen, Netherlands

Johannes Petrus Kramer