Patent GB-930598-A (GB)
Title: Improvements in fungicides and algaecides
IPC: C07D207/448
Filed: 1961-12-29
Abstract: A paint composition contains 0,5 to 15% based on the weight of the solids of the paint of an N-phenyl, N-(monochlorophenyl), N-(dichlorophenyl), N-(alkylphenyl), N-(dialkylphenyl), N-(alkoxyphenyl)-, N-(carboxyphenol), or an N-(carbalkoxyphenyl) itaconimide or an N, N1-phenylene bis-itaconimide, to protect it from attack by fungi.  A specified paint is an acrylate resin latex paint. Many itaconimides are specified.  Preferably the alkyl group of the alkyl, alkoxy and carbalkoxy phenyl substituents contain 1-12 carbon atoms.  Specification 930,599 is referred to.ALSO:A paint composition contains 0,5 to 15% based on the weight of the solids of the paint of an N-phenyl, N-(monochlorophenyl)-, N-(dichlorophenyl), N-(alkylphenyl), N-(dialkylphenyl)-, N-(alkoxyphenyl)-, N-(carboxyphenyl), or an N-(carbalkoxyphenyl) itaconimide or an N,N1-phenylene bis-itaconimide, to protect it from attack by fungi. A specified paint is an acrylate resin latex paint.  Many itaconimides are specified.  Preferably the alkyl group of the alkyl, alkoxy, and carbalkoxy phenyl substituents contains 1 to 12 carbon atoms.  Specification 930,599 is referred to.ALSO:N-phenyl and N-(substituted phenyl) itaconimides or N,-N1-phenylene bisitaconimides are prepared by reacting the appropriate aromatic primary monoamine or phenylene diamine with itaconic anhydride to form the N-aryl itaconamic acid or N,N1-phenylene bisitaconamic acid which is then reacted with acetic anhydride and sodium acetate to form the appropriate N-aryl itaconimide or N,N1-phenylene bisitaconimide.  In examples N-phenylitaconimide is prepared from aniline, N-(4-chloro phenyl) itaconimide from p-chloroaniline, N - (216 - dimethyl phenyl)-itaconimide from 2,6-dimethylaniline, N-(4-methoxy phenyl)-itaconimide from p-methoxyaniline and N,N1-(1,3-phenylene)-bisitaconimide from metaphenylene diamine. Specification 930,559 is referred to.ALSO:Fabrics are protected from deterioration by fungi by treating the fabric with an N-phenyl-, N-(chlorophenyl), N-(dichlorophenyl), N-(alkylphenyl), N-(dialkylphenyl), N-(alkoxyphenyl), N-(carboxyphenyl) or an (N-carbalkoxyphenyl) itaconimide or an N1N1-phenylene bisitaconimide. The fabric usually contains 0.1 to 10% of the itaconimide.  In an example white cotton duck is treated with an acetone solution of N-(4-chlorophenyl) itaconimide N-(4-methylphenyl) itaconimide or N-phenyl itaconimide.  Preferably the alkyl, alkoxy and carbalkoxy phenyl substituents contain 1 to 12 carbon atoms in the alkyl group. Many itaconimides are specified.  Specification 930,599 is referred to.ALSO:Seeds are protected from attack by fungi by applying thereto, e.g. by coating or tumbling, an N- phenyl-, N- (monochlorophenyl)-, N-(dichlorophenyl)-, N- (alkylphenyl)-, N- (dialkyl-phenyl), N-(alkoxyphenyl), N- (carboxyphenyl) an N- (carbalkoxyphenyl) itaconimide or an N, N1-phenylene bisitaconimide.  The itaconimides may be employed as compositions containing a powdered solid carrier e.g. mica, talc, pyrophilite and clays and/or a surface active wetting agent.  The compositions may also be in the form of dusts containing sand or dirt or aqueous sprays containing a surface active agent with or without a powdered solid carrier.  Preferably the alkyl group of the alkyl, alkoxy and carbalkoxy phenyl substituents contains 1 to 12 carbon atoms.  Water infested with algae is freed from said algae by treatment with the above itaconimides.  Many itaconimides are specified.  Specification 930,599 is referred to.ALSO:A method of protecting seeds and seedlings emerging from seeds against attack by fungi comprises applying to the seeds, e.g. by coating or to the soil in which the seeds are grown an N-phenyl, N-(monochlorophenyl), N-(dichlorophenyl), N-(alkylphenyl), N-(dialkylphenyl), N - (alkoxyphenyl), N - (carboxyphenyl), or an N-(carbalkoxyphenyl) itaconimide or an N,N1-phenylene bisitaconimide (for preparation see Group IV (b)).  Plants are protected from attack by fungi by application of said itaconimides at a rate 1/4 to 10 pounds per acre of the area in which the plants are growing. Preferably the alkyl, alkoxy and carbalkoxy radicals have alkyl groups containing 1-12 carbon atoms.  The itaconimides may be employed as compositions containing a powdered solid carrier, e.g. mica, talc, pyrophyllite and clays or a surface-active wetting-agent with or without a powdered solid carrier.  The compositions may also be in the form of dusts containing sand or dirt or aqueous sprays containing a surface-active dispersing agent with or without a powdered solid carrier.  An example of an aqueous spray contains acetone, a condensate of an alkyl phenol and ethylene oxide as surface-active agent, water and N-phenyl, N-(2,6-dimethylphenyl), N-(3-chlorophenyl), N-(4-chlorophenyl), N-(4-carboxyphenyl), N-(4-carbethoxyphenyl), N - (3 - methylphenyl), N - (4 - methylphenyl), N - (2 - methoxyphenyl), N - (4 - methoxyphenyl), N - (2 - chlorophenyl), N - (2,5 - dichlorophenyl) itaconimide or N,N1-(1,3-phenylene) bis-itaconimide.  Many other itaconimides are specified. Specification 930,599 is referred to.