Compositions: coating or plastic – Coating or plastic compositions – Contains fireproofing or biocidal agent
Patent
1996-02-14
1997-04-22
Green, Anthony
Compositions: coating or plastic
Coating or plastic compositions
Contains fireproofing or biocidal agent
504289, 514443, 514448, 549 43, A01N 4310, C07D33350
Patent
active
056225466
DESCRIPTION:
BRIEF SUMMARY
The invention relates to mould-resistant emulsion paints which contain as fungicide N-alkyl- preferably N-cyclohexyl-benzothiophene-2-carboxamide S,S-dioxide and which remain free from fungus and stable in colour permanently, i.e. even after exposure in warm ambient air and humidity (condensation or rain) or after thermal stress.
Benzothiophene-2-carboxamide S,S-dioxides (BCD's), a process for their preparation and their fungicidal action are known (DE-A-41 15 184). A description is given in particular of their activity against phytopathogenic fungi and dematophytes. It is also stated that BCD's are suitable for the protection of industrial materials against microbial alteration or destruction. Among the industrial materials mentioned are coating compositions. The majority of the BCD's described, however, when in alkaline media, for example in emulsion paints, undergo hydrolysis to liberate aniline derivatives, which are known to have a strong tendency towards autoxidation, a process in which they become discoloured, so that these BCD's cannot be considered for use as paint fungicides in emulsion paints.
Suprisingly it has now been found that there are substances among the BCD's whose spectrum of action is so wide that it covers not only phytopathogenic fungi and dermatophytes but also the mould fungi which commonly grow on coatings. These compounds are, surprisingly, also so stable to hydrolysis and stable in colour that they are outstandingly suited to the production of mould-resistant emulsion paints. The application therefore relates to emulsion paints comprising N-alkyl-benzothiophene-2-carboxamide S,S-dioxides. Preferred N-alkyl compounds are those in which alkyl represents methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, n- or i-pentyl, n- or i-hexyl, n- or i-heptyl, n- or i-octyl, n- or i-nonyl, n- or i-decyl, n- or i-dodecyl, n- or i-octadecyl, or represents allyl, n- or i-nonyl, n- or i-decyl, n- or i-dodecyl, n- or i-octadecyl, or represents allyl, n- or i-butenyl, n- or i-pentenyl, n- or i-hexenyl, propargyl, n- or i-butinyl, n- or i-pentinyl, n- or i-hexinyl, chloromethyl, bromomethyl, chloroethyl, bromoethyl, chloropropyl, bromopropyl, cyanomethyl, cyanoethyl, cyanopropyl, hydroxymethyl, hydroxyethyl, hydroxypropyl, methoxymethyl, methoxyethyl, methoxypropyl, ethoxymethyl, ethoxyethyl, ethoxypropyl, methoxycarbonylmethyl, methoxycarbonylethyl, methoxycarbonylpropyl, ethoxycarbonylmethyl, ethoxycarbonylethyl, ethoxycarbonylpropyl, propoxycarbonylmethyl, propoxycarbonylethyl, propoxycarbonylpropyl; and additionally represents cyclopropyl, cyclopropylmethyl, cyclopropylethyl, cyclopropylpropyl, cyclopentyl, cyclopentylmethyl, cyclopentylethyl, cyclopentylpropyl, cyclohexyl, cyclohexylmethyl, cyclohexylethyl or cyclohexylpropyl, each of which is optionally substituted from one to four times in the cycloalkyl moiety by identical or different substituents consisting of fluorine, chlorine, bromine, methyl, ethyl, n- or i-propyl, chloromethyl, dichloromethyl or trifluoromethyl.
Particular preference is given to N-n-butyl-, N-n-pentyl-, N-n-hexyl-, N-cyclo-hexylmethyl-, N-cyclohexyl-benzothiophene-2-carboxamide S,S-dioxides.
Very particular preference is given to N-cyclohexyl-benzothiophene-2-carboxamide S,S-dioxide.
These compounds are distinguished by high thermal stability so that, unlike the other BCD's and other common commercial fungicides, they can be used without a loss in action in emulsion paints including those which are used for coating heat insulation panels, the coated panels being passed through a drying tunnel and exposed to relatively high temperatures.
The emulsion paints contain the paint fungicides which can be used in accordance with the invention, in this context, in quantities of 0.05-5%, preferably of 0.2-2%, based on film weight.
The paint fungicides which can be used in accordance with the invention are employed in emulsion paints both alone and together with other active ingredients, for example together with preservatives in order to ensure the stability of the emulsio
REFERENCES:
patent: 4663347 (1987-05-01), Atkinson et al.
patent: 5118680 (1992-06-01), Muller et al.
patent: 5244893 (1993-09-01), Elbe et al.
Elbe Hans-Ludwig
Kugler Martin
Kunisch Franz
Paulus Wilfried
Schrage Heinrich
Bayer Aktiengesellschaft
Green Anthony
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