Patent GB-604926-A (GB)
Title: Improvements in and relating to insecticidal compositions containing halogen-containing organic compounds and to the treatment of materials therewith
Filed: 1945-04-28
Abstract: According to the Provisional Specification, polishes and stains contain an insecticidal ingredient of the general formula <FORM:0604926/III/1> wherein R1 and R2 represent aromatic, aliphatic or araliphatic radials which may be identical or different, X1 represents a halogen atom, and X2 and X3 represent hydrogen atoms or halogen atoms and may be the same as or different from X1 and one another, or constitute a second bond between the carbon atoms. Specifications 547,871 and 547,874, [both in Group IV], are referred to, and Specification 604,983, [Group IV (b)], additionally in the Complete Specification.ALSO:a  : b  - Bis - (4 - aminophenyl) - a  : a  : b  - trichloroethane is made by reducing the corresponding nitro compound in alcoholic solution with stannous chloride and hydrochloric acid.  a  : b  - Diphenyl - a  : a  : b  - trichloroethane is made by treating a  - chlorostilbene with chlorine in carbon tetrachloride in diffused daylight.  Specifications 547,871, 547,874 and 604,983 are referred to.ALSO:An insecticidal composition comprises a compound having the general formula: <FORM:0604926/VI/1> (wherein R1 and R2 represent aromatic, aliphatic or araliphatic radicals and may be the same or different.  X1 represents a halogen atom and X2 and X3 represent hydrogen atoms or halogen atoms and may be the same as or different from X1 and one another, or may constitute a second bond between the carbon atoms) together with a solid, semi-solid or liquid diluent in which it is not wholly dissolved, or in solution in a hydrocarbon oil boiling in the kerosene range (if desired with the addition of an inert organic liquid).  The compound may be admixed with another insecticidal compound or with a fungicidal or bactericidal compound, and the mixture may contain also a dispersing or emulsifying agent and/or a sticker or spreader.  Suitable diluents include: an aqueous emulsifying medium optionally containing a substance which will prevent crystallisation of the insecticidal compound, a liquid which under atmospheric pressure boils below room temperature; a finely divided, inert powder; and a combustible solid carrier.  In Examples: (1) talcum powder is steeped with a benzene solution of a : b -bis-(4-chlorophenyl)- a :a  :b -trichloethane and the benzine is removed; (2) pumice stone or another natural or artificial porous mass, such as charcoal or Kieselguhr, is similarly treated (but using a more concentrated solution); (3) bole is impregnated with a chloroform solution of a :b -bis-(4-fluorophenyl)-a :a  :b -trichloroethane, the chloroform is removed, and the resulting paste is dried and ground and may be mixed with wetting agents and adhesives; (4) magnesia is mixed with an alcoholic solution of a :b -bis - (4-chlorophenyl) - a :a :b  - trichloroethane and the alcohol is removed; (5) a  :b -bis - (4-chlorophenyl) - a :a :b -trichloro ethane is dissolved in Kerosene to obtain a solution suitable for atomising; (6) a :b -bis - (4-chlorophenyl) - a  : a  : b -trichloroethane in ethyl acetate solution is used to impregnate bentonite, the solvent is removed, and the residue is milled with a solid welting agent and anhydrous sodium carbonate to obtain a powder which is kneaded with an aqueous solution containing gelatine and potassium bichromate, resulting after the evaporation of the water in a powder having adhesive properties when used as a spray; (7) a :b -bis-(4-chlorophenyl) - a :a :b -trichloroethane is dissolved in a mixture of cyclohenanone, lubricating oil and sesame oil and the product is converted into a spraying mixture by solution in difluorodichloroethane; (8) an alcoholic solution of a :b -bis-(4-chlorophenyl)-a :a :b -trichloroethane is mixed with basic copper acetate, powdered sulphur, talcum and calcium carbonate, and the mass is dried and ground; (9) an alcoholic solution of a :b -bis-(4-fluorophenyl)-a :a :b -trichloroethane is mixed with calcium carbonate powder and bentonite and the dried mixture is supplemented with a further mixture of casein, anhydrous sodium carbonate and a solid wetting agent; (10) a :b -bis-(4-chlorophenyl)-a :a  :b -trichloroethane is dissolved in a mixture of toluene and methylcyclohexanol and to the solution is added a mixture of sulphonated castor oil and ammonia followed by excess of water to obtain a milky emulsion: instead of toluene other appropriate solvents are chloroform, tetrachlorethane, butyl acetate, ethyl acetate and acetone; (11) a : b  -bis- (4-chlorophenyl)-a : a : b -trichloroethane is dissolved in a mixture of toluene and methylcyclohexanol to whch is added some soft soap before dilution with water to form an emusion; (12) to a solution of cation active compound, e.g. that having the formula:  <FORM:0604926/VI/2> is added a mixture of toluene and a : b -bis-(4-chlorophenyl)- a  : a  : b -trichloroethane followed by excess of water to form an emulsion; (13) a solution of a : b -bis-(4-chlorophenyl)-a  :a  : b -trichloroethane in toluene and methycyclohexanol is added to an aqueous solution of a sulphonate of a fatty alcohol to obtain on cooling a viscous mass which forms a milky emulsion on dilution with water; instead of the sulphonated alcohol there may be used an alkyl naphthalene sulphonate, a condensation product of benzaldehyde sulphonic acid with 2 mols of tertiary butyl-o-cresol, a sulphonated acylated castor oil or a castor oil sulphonated in the presence of butyl alcohol; (14) a 10 per cent solution of sodium alginate is mixed with a solution of a : b -bis - (4-chlorophenyl) - a : a : b -trichloro-ethane in a mixture of toluene and methylcyclohexanol to obtain a thick milky mass which may be diluted with water to a milky emulsion; instead of the alginate there may be used: glue, casein, a degradation product of albumen; (15) a  : b -bis-(4-chlorophenyl)- a : a  : b -trichloroethane is ground with fine wood meal and the mixture is moistened with an aqueous solution of potassium nitrate to obtain a composition which may be packed with a "solidified" petrol igniter into a cardboard shell.  Other specified solid carriers are: ground cork, chalk, kieselguhr.  Specifications 547,871, 547,874 and 604,983, [Group IV(b)], are referred to.