Patent GB-921682-A (GB)
Title: New diphenyl urea derivatives, processes for their production and compositions containing same
IPC: A61Q17/00
Filed: 1960-08-11
Abstract: Disinfectant washing and cleansing agents contain as bactericidal ingredient a compound of formula  <FORM:0921682/III/1> where R1 is hydrogen, halogen, trifluoromethyl or nitro, R2 is hydrogen, halogen, trifluoromethyl, or C1-5 alkyl or alkoxy, R3 is hydrogen, halogen, or phenoxy or phenylmercapto which may be substituted by chlorine or C1-5 alkyl, and X is hydrogen, halogen or C1-5 alkoxy (see Group IV(b)).  The compositions may contain the bactericide together with capillary-active substances, such as alkali metal or ammonium soaps of fatty acids, salts of alkyl sulphuric acids or aliphatic or aromatic sulphonic acids, quaternary ammonium compounds having at least one aliphatic or araliphatic radical having 10-20 carbon atoms in the aliphatic portion, condensation products of ethylene oxide with C10-20 alkanols or alkyl phenols or partial fatty acid esters of polyhydroxy compounds, e.g. sorbitan; organic solvents may be present.  The compositions may be solutions, suspensions or emulsions, e.g. in water (see Group IV(c)), or semi-solids or moulded.  Fillers such as alkali sulphates, carbonates or phosphates may be present.  Dry cleaning agents may comprise a compound of the above formula dissolved in aliphatic or aromatic hydrocarbons or chlorohydrocarbons, which may also contain capillary-active wetting and cleansing agents.  Examples prepare soaps containing a compound as above together with (i) NaOH-saponified coconut and castor oil, (ii) soda soap filings, and (iii) triethanolamine dodecyl sulphate, dodecyl alcohol, triethanolamine sulphate, lauric acid monoglyceride and water; a cleansing agent containing a compound as above and a 2,4-diamylphenol-ethylene oxide condensate, sodium metasilicate and tetrasodium pyrophosphate (used as an aqueous solution); and a dry cleaning agent containing a compound as above and a nonylphenol-ethylene oxide condensate dissolved in tetrachloroethane or trichloroethylene.ALSO:The invention comprises compounds of formula <FORM:0921682/IV(a)/1> where R1 is hydrogen, halogen, trifluoromethyl or nitro, R2 is hydrogen, halogen, trifluoromethyl, or C1-5 alkyl or alkoxy, R3 is hydrogen, halogen, or phenoxy or phenylmercapto which may be substituted by chlorine or C1-5 alkyl, and X is hydrogen, halogen, or C1-5 alkoxy; and their preparation by reacting a reactive carbonic acid derivative, such as phosgene, phenol esters, phenyl chloroformates and urea, directly or in steps in any desired order, with one mole each of appropriately substituted anilines.  The compounds of the invention are insecticides and bactericides (see Groups III, IV(c) and VI).ALSO:Moth-proofing and insect-proofing compositions for keratin material, e.g. wool, consist of aqueous solutions, emulsions or suspensions of a compound of formula <FORM:0921682/IV(a)/1> where R1 is hydrogen, halogen, trifluoromethyl or nitro, R2 is hydrogen, halogen, trifluoromethyl, or C1-5 alkyl or alkoxy, R3 is hydrogen or halogen, or phenoxy or phenylmercapto which may be substituted by chlorine or C1-5 alkyl, and X is hydrogen, halogen or C1-5 alkoxy (see Group IV(b)). Capillary-active substances, such as the formaldehyde condensation product of naphthalene sulphonic acid, or polyalkylene glycol ethers of phenols having a higher molecular aliphatic or alicyclic hydrocarbon radical as ring substituent, may be present.  An example treats wool with an aqueous dispersion containing a compound as above, glycol monomethyl ether, and sulphonated castor oil.ALSO:Insecticidal and bactericidal compositions contain as active ingredients compounds of the formula <FORM:0921682/VI/1> where R1 is hydrogen, halogen trifluoromethyl or nitro, R2 is hydrogen, halogen, trifluoromethyl or C1-5 alkyl alkoxy, R3 is hydrogen, halogen, or phenoxy or phenylmercapto which may be substituted by chlorine or C1-5 alkyl, and X is hydrogen, halogen or C1-5 alkoxy (see Group IV (b)).  The compositions may contain the active ingredient in (a) aqueous dispersions with capillary-active substances (see Groups III and IV (c)); (b) solutions, suspensions or emulsions which may also contain capillary-active substances; (c) cosmetics, such as ointments, creams or skin lotions; (d) solutions in aliphatic or aromatic hydrocarbons or chlorohydrocarbons, which may also contain capillary-active wetting and cleansing agents. Examples of compositions include disinfectant cleansing and insect-proofing compositions, and an antibacterial skin cream containing a urea as defined, in combination with glycol monostearate, sodium dodecyl sulphate, polyethylene glycol, wax, paraffin oil, wool fat, polyoxyethylene sorbitan mono-oleate, glycerine, p-hydroxybenzoic acid methyl ester, and a perfume.