Patent GB-600307-A (GB)
Title: Manufacture of insecticidal compositions
Filed: 1944-03-03
Abstract: The Specification discloses the preparation of insecticidal compounds having the general formula <FORM:0600307/IV(b)/1> wherein R1 and R2 represent aryl groups which may contain halogen atoms and X represents hydrogen or halogen.  In two examples: (1) 2-chloro-1 : 1-di-(p-chlorophenyl)-ethane is obtained by the condensation of 1 : 2-dichlorethyl ether and chlorobenzene in the presence of sulphuric acid and oleum; (2) 2-chloro-1 : 1-di-(p-tolyl)-ethane is obtained by the condensation of monochloracetal and toluene in the presence of sulphuric acid and oleum.  There may be obtained similarly: 1 : 1-diphenyl-2-monochlorethane and 1 : 1-dixylyl-2-monochlor-ethane-1 : 2-dichlorethyl acetate, or the corresponding bromine compounds may be used instead of the chloro-ether and chloroacetal.  Dihalogen substituted derivatives, e.g. 1 : 1 - diphenyl - 2 : 2 - dichlorethane, 41 : 411-dichlor - 1 : 1 - diphenyl - 2 : 2 - dichlorethane and 1 : 1-di-p-tolyl-2 : 2-dichlorethane are obtained by condensing such compounds as dichloroacetaldehyde diethyl acetal with benzene, chlorobenzene and toluene. Specification 600,350 is referred to.  In the Specification as open to inspection under Sect. 91 the invention therein claimed comprises the condensation of a mono- or di-halogen acetaldehyde, or a compound reacting like it, with a compound containing replaceable hydrogen.  This claim does not appear in the Specification as accepted.ALSO:An insecticidal composition comprises a compound having the general formula:- <FORM:0600307/VI/1> wherein R1 and R2 represent aryl groups which may contain halogen atoms and X represents hydrogen or halogen, and an inert solid or pulverulent diluent or carrier.  Dispersing, emulsifying, sticking, and spreading agents may be present.  The composition may be used in an aqueous medium or in an organic solvent.  In examples: (1) 2-chloro-1:1-di-(p-chlorophenyl)-ethane is mixed with an inert diluent or carrier as indicated in later examples: (2) 2-chloro-1:1-di-(p-tolyl)-ethane, 1:1-diphenyl-2-monochloro-ethane, 1:1-dixylxyl-2-monochloroethane, and the corresponding bromine derivatives; 1:1-diphenyl-2:2-dichloroethane, 41:411-dichloro-1:1-diphenyl-2:2-dichloroethane, 1:1-di-p-tolyl-2:2-dichloroethane; may all be used in alcoholic, petroleum or similar solvent solution, or in aqueous emulsion, to combat flies, moths and leaf-lice. 41:411-dichloro-1:1-diphenyl-2:2-dichloroethane may also be used in solid form either alone or admixed with inert substances or with other vermicides; (3) 41:411-dichloro-1:1-diphenyl-2:2-dibromoethane in chloroform solution is mixed with bole and dried to obtain a strewing or dusting powder to which may be added wetting and adhesive agents; (4) magnesium usta (magnesium oxide) is saturated with an alcoholic solution of 1:1-di-p-tolyl-2:2-dichloroethane and dried to obtain a strewing or dusting powder; (5) 1:1-diphenyl-2-chloroethane in ethyl acetate solution is mixed with bentonite, dried and ground with a powdery wetting agent such as butylated naphthalene sulphonic acid and sodium carbonate to obtain a powder which is treated with a solution of gelatine in aqueous potassium chromate before being again dried and ground to obtain an adhesive powder which acts as the basis of a spraying liquor or aqueous suspension; (6) 41:411-dibromo-1:1-diphenyl-2:2-dichloroethane in alcoholic solution is mixed with calcium carbonate and bentonite, dried and ground with a mixture of casein, sodium carbonate and a solid wetting agent e.g. a fatty alcohol sulphonate to obtain an adhesive, wetting spraying liquor acting both as a food and contact poison; (7) a 1 to 2 per cent aqueous emulsion of a mixture of 41:411-dimethyl-1:1-diphenyl-2:2-dichlor-or dibromo-ethane, toluene, methyl hexalin ("Hexaline" being a Registered Trade Mark) and soft soap is prepared by mixing the ingredients and diluting with water; (8) 41:411-dibromo-1:1-diphenyl-2:2-dibromoethane in solution with toluene, methyl hexalin and a quarternary wetting agent having the formula:- <FORM:0600307/VI/2> can be diluted with water to a suitable concentration; (9) 41:411-dichloro-1:1-diphenyl-2:2-dichloroethane in solution with toluene and methyl hexalin mixed with an aqueous solution of stearyl alcohol sulphonate to obtain a viscous mass which may be diluted to obtain an aqueous emulsion: isoprophyl-naphthalene sulphonic acids or other wetting agents may be used; (10) 1: 1-diphenyl-2-chloroethane in solution with toluene, methyl hexalin is mixed with an aqueous solution of sodium alginate to obtain a thick mass which may be diluted to an aqueous emulsion: glue, casein or albumenous decomposition products may be used instead of alginic acid.  Specification 600,350, [Group IV(b)], is referred to.  In the Specification as open to inspection under Sect. 91 the invention therein claimed comprises the use of insecticidal compounds obtained by the condensation of a mono-or di-halogen acetaldehyde, or a compound acting like it, with a compound containing replaceable hydrogen.  This claim does not appear in the Specification as accepted.