Patent GB-474600-A (GB)
Title: Improvements in or relating to a method of and means for protecting goods from vermin
Filed: 1936-03-02
Abstract: Wool, textiles, fur, hair, feathers, leather, paper, and natural or artificial fibres are proofed against moths, insects, and other vermin by treatment with one or more halogenated aromatic oxy compounds of the general formula <FORM:0474600/IV/1> (in which R denotes an aliphatic alkyl radical containing at least 4 carbon atoms and, if desired, containing substituents other than those containing aromatic rings; R<1> denotes a homocyclic aromatic ring system which may be substituted by alkyl, aryl, alkoxy or phenolic groups; X denotes halogen; n denotes one or more; and --CO-- may be omitted) or with one or more solutions, emulsions or other compositions containing these compounds. Examples of such compounds are halogenated phenols, cresols, xylenols, guaiacols, oxydiphenyls and naphthols substituted by higher alkyl radicals, or the corresponding alkyl aryl ketones. The alkyl residues may be hexyl, octyl, decyl, dodecyl, tetradecyl, hexadecyl, or octadecyl, and may be substituted by hydroxyl-, mercapto-, amino-, ether-, sulphide-, sulphonic-acid, carboxyl-, sulphuric acid ester-, quaternary ammonium-, polyoxy- or polyether-groups.  The compounds may be prepared by condensation of olefines, or primary, secondary or tertiary alcohols, for example, fatty alcohols, pentyl-methyl-carbinol, b -ethyl-butyl alcohol, methyl-isobutyl-carbinol, di-n-amyl-carbinol, methyl-hexyl-carbinol, alcoholic and olefinic products of wood carbonization, lignite distillation and of the cracking of petroleum and paraffins, with halogenated aromatic oxy compounds.  Particular compounds specified are 4-chlor-2-sec.hexyl- and decyl-phenols, 4-chlor-2-sec.amyl- and heptylcresols, sec. octyl-4-chlor-3-methyl-phenol, 4.6-dichlor-2-sec.hexyl-, decyl-, dodecyl- and tetradecylphenols, 4.6-dichlor-2-sec. heptyl-m-cresol, 4-chlor - 2 - capronoyl-, capryloyl-, caprinoyl-, lauroyl-, myristoyl-, palmitoyl-, or stearoylphenols, the alkyl phenols obtainable by reduction of the ketones, 2-(o -methoxy-sec. decyl)-4.6-dichlorphenol, 2-sec. octyl- and decyl-4.6 - dichlor - phenol - o  sulphonic acid.  Such compounds may be further substituted in the nucleus by one or more halogen-, oxy-, a alkyl- or alkyl-oxygroups.  The Specification as open to inspection under Sect. 91 comprises also the use of odourless or weakly-smelling aromatic oxy-compounds containing at least one higher aliphatic residue in the molecule and specifies the following substances: iso-octyl-, isododecyl-, isotetradecyl-, di-isobutyl-, capronoyl-, capryloyl, caprinoyl-, lauroyl- and myristoyl-phenols, a .b -dimethyl-propyl-phenols, isodecyl-thymol; normal alkyl-phenols obtainable by reduction of these ketones such as octyl-, decyl-, tetradecyl-, hexadecyl- and octadecyl - phenols and 5-dodecyl-2-oxy-1-methyl-benzene; a .o -bis-(2-oxy-5-methyl-phenyl)-hexane, b .3-bis-(2-oxychlor-phenyl)-decane, a .d -bis-(2-oxy-5-chlor-phenyl)-a -d -dioxo-butane, the condensation product of 2 mols. of 4-chlor-phenol with 1 mol. of oleic alcohol, condensation products of several mols. of aromatic hydroxyl compounds or halogen hydroxyl compounds and octodecenediol or octodecanediol.  This subject-matter does not appear in the Specification as accepted.ALSO:Wool, textiles, fur, hair, feathers, leather, paper, and natural or artificial fibres are proofed against moths, insects, and other vermin by treatment with one or more halogenated aromatic oxy compounds of the general formula <FORM:0474600/III/1> (in which R denotes a purely aliphatic alkyl radical containing at least 4 carbon atoms and, if desired, containing substituents other than those containing aromatic rings; R<1> denotes a homocyclic aromatic ring system which may be substituted by alkyl, aryl, alkoxy or phenolic groups; X denotes halogen; n denotes one or more; and --CO-- may be omitted) or with one or more solutions, emulsions or other compositions containing these compounds. Examples of such compounds are halogenated phenols, cresols, xylenols, guaiacols, oxydiphenyls and naphthols substituted by higher alkyl radicals, or the corresponding alkyl aryl ketones. The alkyl residues may be hexyl, octyl, decyl, dodecyl, tetradecyl, hexadecyl, or octadecyl, and may be substituted by hydroxyl-, mercapto-, amino-, ether-, sulphide-, sulphonic-acid, carboxyl-, sulphuric acid ester-, quaternary ammonium-, polyoxy- or polyether-groups.  The compounds may be prepared by condensation of olefines, or primary, secondary or tertiary alcohols, for example fatty alcohols, penty methyl carbinol, b -ethyl-butyl alcohol, methyl-isobutyl carbinol, di-n-amyl-carbinol, methylhexyl carbinol, alcoholic and olefinic products of wood carbonization, lignite distillation and of the cracking of petroleum and paraffins. with halogenated aromatic oxy compounds.  Particular compounds specified are 4-chlor-2-sec. hexyl- and decyl-phenols, 4-chlor-2-sec. amyl- and heptyl-cresols, sec. octyl-4-chlor-3-methyl-phenol, 4.6-dichlor-2-sec. hexyl-decyl-, dodecyl- and tetradecylphenols, 4,6-dichlor-2-sec.heptyl-m-cresol.  4 - chlor-2-capronyl-, capryloyl-, caprinoyl-, lauroyl-, myristoyl-, palmitoyl-, or stearoyl-phenols, the alkyl phenols obtainable by reduction of the ketones, 2-(o -methoxy-sec.decyl) -4.6 - dichlorphenol, 2 - sec. octyl and decyl -4.6- dichlor-phenol-o  sulphonic acid.  Such compounds may be further substituted in the nucleus by one or more halogen-, oxy-, alkyl or alkyl-oxy-groups.  Mixtures of the compounds with soaps, fatty alcohol sulphonates or reaction products of fatty acid chlorides on amino-sulphonic acids or their salts may be used. The Specification as open to inspection under Sect. 91 comprises also the use of odourless or weakly-smelling aromatic oxy-compounds containing at least one higher aliphatic residue in the molecule and specifies the following substances:--iso-octyl-, isododecyl-, isotetradecyl-, di-isobutyl-, capronoyl-, capryl-oyl-, caprinoyl-, lauroyl- and myristoyl-phenols, a . b -dimethyl-propyl-phenols, isodecyl-thymol, normal alkyl phenols obtainable by reduction of these ketones such as octyl-, decyl-, tetradecyl-, hexadecyl- and octadecyl-phenols and 5 - dodecyl - 2 - oxy - 1 - methyl - benzene; a .o -bis - (2 - oxy - 5 -methyl - phenyl)-hexane, b .i - bis - (2 - oxy-chlorphenyl) - decane, a . d -bis-(2 - oxy - 5 - chlor - phenyl)-a -d -dioxobutane, the condensation product of 2 mols. of 4-chlor-phenol with 1 mol. of oleic alcohol, condensation products of several mols. of aromatic hydroxyl compounds or halogen hdroxyl compounds and octodecene-diol or octodecanediol.  This subject-matter does not appear in the Specification as accepted.