US2811477A - Moth-proofing composition - Google Patents
Moth-proofing composition Download PDFInfo
- Publication number
- US2811477A US2811477A US489289A US48928955A US2811477A US 2811477 A US2811477 A US 2811477A US 489289 A US489289 A US 489289A US 48928955 A US48928955 A US 48928955A US 2811477 A US2811477 A US 2811477A
- Authority
- US
- United States
- Prior art keywords
- moth
- composition
- ethane
- bis
- proofing
- Prior art date
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- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims description 46
- 239000002904 solvent Substances 0.000 claims description 19
- 239000000344 soap Substances 0.000 claims description 14
- 239000007787 solid Substances 0.000 claims description 13
- BSZXAFXFTLXUFV-UHFFFAOYSA-N 1-phenylethylbenzene Chemical class C=1C=CC=CC=1C(C)C1=CC=CC=C1 BSZXAFXFTLXUFV-UHFFFAOYSA-N 0.000 claims description 11
- 239000007788 liquid Substances 0.000 claims description 10
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 8
- 229930195729 fatty acid Natural products 0.000 claims description 8
- 239000000194 fatty acid Substances 0.000 claims description 8
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 7
- 239000004215 Carbon black (E152) Substances 0.000 claims description 7
- 229930195733 hydrocarbon Natural products 0.000 claims description 7
- 150000002430 hydrocarbons Chemical class 0.000 claims description 7
- 230000000749 insecticidal effect Effects 0.000 claims description 7
- 239000002270 dispersing agent Substances 0.000 claims description 6
- 150000004665 fatty acids Chemical class 0.000 claims 1
- 239000002917 insecticide Substances 0.000 description 15
- 239000004744 fabric Substances 0.000 description 14
- 239000003795 chemical substances by application Substances 0.000 description 10
- -1 b'utyl Chemical compound 0.000 description 9
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 7
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 7
- 229940063655 aluminum stearate Drugs 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- 238000002425 crystallisation Methods 0.000 description 5
- 230000008025 crystallization Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 239000004753 textile Substances 0.000 description 5
- 238000002845 discoloration Methods 0.000 description 4
- 239000003925 fat Substances 0.000 description 4
- 235000021323 fish oil Nutrition 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 235000019198 oils Nutrition 0.000 description 4
- AMJZONSEHONHNR-UHFFFAOYSA-N 1-methoxy-2-[2,2,2-trichloro-1-(2-methoxyphenyl)ethyl]benzene Chemical compound COC1=CC=CC=C1C(C(Cl)(Cl)Cl)C1=CC=CC=C1OC AMJZONSEHONHNR-UHFFFAOYSA-N 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- IAKOZHOLGAGEJT-UHFFFAOYSA-N 1,1,1-trichloro-2,2-bis(p-methoxyphenyl)-Ethane Chemical compound C1=CC(OC)=CC=C1C(C(Cl)(Cl)Cl)C1=CC=C(OC)C=C1 IAKOZHOLGAGEJT-UHFFFAOYSA-N 0.000 description 2
- 241001289510 Attagenus unicolor Species 0.000 description 2
- 241000273930 Brevoortia tyrannus Species 0.000 description 2
- 241000276438 Gadus morhua Species 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 230000001680 brushing effect Effects 0.000 description 2
- 125000000068 chlorophenyl group Chemical group 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 238000007598 dipping method Methods 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000000149 penetrating effect Effects 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 description 1
- DEURUXINFJHKGJ-UHFFFAOYSA-N 1-bromo-2-[1-(2-bromophenyl)-2,2,2-trichloroethyl]benzene Chemical compound ClC(C(C1=C(C=CC=C1)Br)C1=C(C=CC=C1)Br)(Cl)Cl DEURUXINFJHKGJ-UHFFFAOYSA-N 0.000 description 1
- CVGAWKYSRYXQOI-UHFFFAOYSA-N 1-chloro-2-ethylbenzene Chemical compound CCC1=CC=CC=C1Cl CVGAWKYSRYXQOI-UHFFFAOYSA-N 0.000 description 1
- UXSCCPYEYMVUCQ-UHFFFAOYSA-N 1-chloro-3-[2,2,2-trichloro-1-(3-chlorophenyl)ethyl]benzene Chemical compound ClC1=CC=CC(C(C=2C=C(Cl)C=CC=2)C(Cl)(Cl)Cl)=C1 UXSCCPYEYMVUCQ-UHFFFAOYSA-N 0.000 description 1
- YNEQHZDPAVUAIZ-UHFFFAOYSA-N 1-chloro-3-ethyl-2-nitrobenzene Chemical compound CCC1=CC=CC(Cl)=C1[N+]([O-])=O YNEQHZDPAVUAIZ-UHFFFAOYSA-N 0.000 description 1
- LMWWLNKVUIHGBR-UHFFFAOYSA-N 1-ethyl-2-fluorobenzene Chemical compound CCC1=CC=CC=C1F LMWWLNKVUIHGBR-UHFFFAOYSA-N 0.000 description 1
- NIEHEMAZEULEKB-UHFFFAOYSA-N 1-ethyl-2-methoxybenzene Chemical compound CCC1=CC=CC=C1OC NIEHEMAZEULEKB-UHFFFAOYSA-N 0.000 description 1
- CUCVJQXBFLDKFU-UHFFFAOYSA-N 1-fluoro-2-[2,2,2-trichloro-1-(2-fluorophenyl)ethyl]benzene Chemical compound ClC(C(C1=C(C=CC=C1)F)C1=C(C=CC=C1)F)(Cl)Cl CUCVJQXBFLDKFU-UHFFFAOYSA-N 0.000 description 1
- DGPGVLIQUWUVIT-UHFFFAOYSA-N 1-methoxy-2-[1-(2-methoxyphenyl)ethyl]benzene Chemical compound COC1=CC=CC=C1C(C)C1=CC=CC=C1OC DGPGVLIQUWUVIT-UHFFFAOYSA-N 0.000 description 1
- ZZIRLMKSOBQGHN-UHFFFAOYSA-N 1-methoxy-2-[2,2,2-trichloro-1-(2-methoxyphenyl)ethyl]benzene 1-methoxy-4-[2,2,2-trichloro-1-(4-methoxyphenyl)ethyl]benzene Chemical compound ClC(C(C1=C(C=CC=C1)OC)C1=C(C=CC=C1)OC)(Cl)Cl.COC1=CC=C(C(C2=CC=C(OC)C=C2)C(Cl)(Cl)Cl)C=C1 ZZIRLMKSOBQGHN-UHFFFAOYSA-N 0.000 description 1
- 235000017060 Arachis glabrata Nutrition 0.000 description 1
- 244000105624 Arachis hypogaea Species 0.000 description 1
- 235000010777 Arachis hypogaea Nutrition 0.000 description 1
- 235000018262 Arachis monticola Nutrition 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 241000283153 Cetacea Species 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 240000007817 Olea europaea Species 0.000 description 1
- 235000004443 Ricinus communis Nutrition 0.000 description 1
- 241001125046 Sardina pilchardus Species 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000001464 adherent effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical class [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 210000003746 feather Anatomy 0.000 description 1
- 229940013317 fish oils Drugs 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 239000008172 hydrogenated vegetable oil Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- MAQCMFOLVVSLLK-UHFFFAOYSA-N methyl 4-(bromomethyl)pyridine-2-carboxylate Chemical compound COC(=O)C1=CC(CBr)=CC=N1 MAQCMFOLVVSLLK-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 235000019512 sardine Nutrition 0.000 description 1
- 150000003333 secondary alcohols Chemical class 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 150000003509 tertiary alcohols Chemical class 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- LPEBYPDZMWMCLZ-CVBJKYQLSA-L zinc;(z)-octadec-9-enoate Chemical compound [Zn+2].CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O LPEBYPDZMWMCLZ-CVBJKYQLSA-L 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/06—Unsaturated carboxylic acids or thio analogues thereof; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/02—Acyclic compounds
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N2300/00—Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
Definitions
- This invention relates to moth-proofing and more particularly to a novel composition adapted to be appl ed to, for example, textile fibers and fabrics, to provide improved moth-proofing thereof, i. e. improved protection against feeding by larvae of moths, black carpet beetles and the like.
- the present moth-proofing composition comprises a solution or emulsion in a hyrocarbon solvent of a water-insoluble soap, a solid fatty acid glyceride, an insecticidal chlorinate diphenylethane and a suitable dispersing and stabilizing agent.
- a metal soap and a solid fat in the manner described in detail below a composition is obtained which can be applied to an article to be moth-proofed by spraying, brushing or dipping and without the precise control previously required to avoid undesired crystallization of the insecticide.
- the composition is applied, for example, to a textile fabric and the solvent evaporated, the mixture of soap and fat appears to be deposited on and in the fibers of the fabric as a strongly adherent, relatively flexible deposit in which the insecticide is encased in such manner that crystallization of the insecticide, or at least the visible effect of crystallization of the insecticide, does not occur.
- the present composition possesses the additional advantage that a water-shedding effect is produced. simultaneously with the moth-proofing effect and hence removal of the insecticide by Water or other aqueous media is inhibited;
- any of various water-insoluble soaps may be used.
- the preferred soap is aluminum stearate, although stearates of other metals such as copper, zinc and calcium can be used, as well as soaps such as aluminum oleate and palmitate and Zinc oleate and palmitate.
- any of various solid fatty acid glycerides can be used including natural fats such as lard or tallow, as well as solidrfatty acid glycerides resulting from the hydrogenation of oils.
- the hydrogenated oils that can be used are hydrogenated fish oils such as menhaden, whale, sardine, cod, cod liver or sperm oil.
- hydrogenated vegetable oils such as corn, cotton seed, soy bean, cocoanut, peanut, castor, olive and linseed oils can be used.
- the preferred fatty material for use in the present composition is hydrogenated fish oil.
- a dispersing agent I prefer to use a lower aliphatic alcohol such as methyl, ethyl, propyl, b'utyl, or amyl alcohol, including not only the primary alcohols but also the corresponding secondary and tertiary alcohols.
- the nature of the hydrocarbon solvent used does not appear to be particularly critical.
- aromatic hydrocarbons such as benzol, toluol and Xylol may be used, or various petroleum distillates can be used. From the point of view of safety it is usually desirable to employ one of the relatively high flash-point petroleum solvents such as those sold under the trade names Super High Flash Solvent and Solvesso.
- the moth-killing agent of the present composition is preferably a diphenylhaloethane which possesses insecticidal properties.
- insecticides of this group are known, among which may be mentioned:
- the substituents of the phenyl rings may be in ortho, meta, or para positions.
- the actual materials of commerce usually consist of a mixture of the isomers of the foregoing compounds.
- the quantities of the dilferent ingredients of the present composition may be varied over a relatively wide range although the aggregate quantity of the solid ingredients should be maintained sufliciently small to provide a relatively thin liquid composition capable of penetrating effectively into the interstices and/or pores of the article to be-treated. Thus it is usually not desirable for the total solids to exceed say 20% by weight of the composition. When substantial quantities of the composition are to be used at a point remote from the place of manufacture, it is usually desirable to make up a concentrated solution which can be diluted with additional solvent at the point of use.
- a concentrate it is preferable to use for each 100 parts by weight of solvent, 110 parts by weight of water-insoluble soap, 1-5 parts of solid fatty acid glyceride, l-5 parts of lower aliphatic alcohol, and from 0.1 to 5 parts of the insecticide.
- solvent 110 parts by weight of water-insoluble soap, 1-5 parts of solid fatty acid glyceride, l-5 parts of lower aliphatic alcohol, and from 0.1 to 5 parts of the insecticide.
- Such a concentrate may be applied in undiluted form or may be diluted with solvent to any desired extent.
- the water-insoluble metal soap is mixed with the solvent and heated with agitation to about 180 F. at which temperature the mixture forms a transparent gel.
- the dispersing agent e. g. anhydrous ethyl alcohol, which with agitation effects a dispersion of the gel into a thin transparent, mobile liquid in which the metal soap is in colloidal form.
- the fatty acid glyceride and insecticide are then added to and mixed with the liquid to form the finished composition.
- the resulting composition can be applied to the article to be moth-proofed by dipping, spraying or brushing as indicated above and thereafter the solvent is evaporated to deposit the insecticide on and in the fabric or other article being treated in such manner that it is encased within the mixture of metal soap and fat and is thus prevented from forming a crystalline deposit on the surface of the treated article. It has been observed that in some cases fabrics treated with the present composition have a somewhat stifi feel after treatment. However, this effect can be eliminated by rumpling the fabric to soften it.
- Example 1 weight of technical Methoxychlor which is essentially l,l,l-trichloro-2,2-bis (methoxyphenyl) ethane.
- Samples of woolen fabric were treated with the foregoing composition by being immersed therein and air dried for 72 hours. None of the dried samples exhibited any evidence of discoloration due to crystallization of the moth-proofing agent.
- One set of treated samples was rinsed in running water for 10 minutes and dried. Thereafter the rinsed and unrinsed samples were confined in a closed container with black carpet beetle larvae for a period of 12 weeks, new larvae being introduced at the end of each 4-week period. At the end of this time no sample of either set showed any evidence of feeding by the larvae.
- Example 2 A composition was made up according to the procedure of Example 1 except that it contained the ingredients in the following portions in parts by weight:
- This composition was found to be a satisfactory mothproofing agent.
- Example 3 The procedure of Example 1 was followed in making up a composition having the following ingredients in the indicated parts by weight:
- the composition was found to be a satisfactory mothproofing agent.
- Example 4 A composition was prepared in accordance with the procedure of Example 1 except that it contained the following ingredients in the indicated proportions:
- a liquid moth-proofing composition comprising a water-insoluble soap, a substantially solid fatty acid glyceride, an insecticidal halogenated diphenylethane, a hydrocarbon solvent and a dispersing agent which is a lower aliphatic alcohol.
- a liquid moth-proofing composition comprising aluminum stearate, a solid hydrogenated fish oil, an insecticidal halogenated diphenylethane, a hydrocarbon solvent and a dispersing agent which is a lower aliphatic alcohol.
- V 3 A moth-proofing composition according to claim 2 and wherein the halogenated diphenylethane is 1,1,2- t richloro-2,2-bis(chlorophenyl) ethane.
- a liquid moth-proofing composition comprising a hydrocarbon solvent having dissolved therein 1-10 parts by weight of water-insoluble soap, 1-5 parts of solid, fatty acid glyceride, 1-5 parts of lower aliphatic alcohol and 0.1 to 5 parts of an insecticidal halogenated diphenylethane.
- a liquid moth-proofing composition comprising a hydrocarbon solvent having dissolved therein per 100 parts by Weight of solvent, 1-10 parts by weight of aluminum stearate, 1-5 parts of solid hydrogenated fish oil, 1-5 parts of lower aliphatic alcohol and 0.1 to 5 parts of insecticidal halogenated diphenylethane.
- a moth-proofing composition according to claim 6 and wherein the halogenated diphenylethane is 1,1,1- trichloro-2,2-bis(methoxyphenyl) ethane.
- a liquid moth-proofing composition having approximately the following composition in parts by weight:
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
MOTH-PRGOFING CGMPOSITION Thomas L. Cunningham, Larchmont, N. Y.
N Drawing. Application February 18, 1955, Serial No. 489,289
9 Claims. (Cl. 167-37) This invention relates to moth-proofing and more particularly to a novel composition adapted to be appl ed to, for example, textile fibers and fabrics, to provide improved moth-proofing thereof, i. e. improved protection against feeding by larvae of moths, black carpet beetles and the like.
In recent years a group of compounds comprising chlorinated diphenylethanes have been discovered and developed which have been found to be powerful insecticides and highly toxic to moths and their larvae. Typical and well known members of this group of insecticides are DDT (l,l,2-trichloro-2,2-bis (chlorophenyl) ethane) and Methoxychlor (1,1,1-trichloro-2,2-bis (methoxy phenyl)ethane). While compounds of this group are highly toxic to moths and the like, difiiculties have been encountered in developing satisfactory methods for applying these agents to textile fabrics. More particularly it has been found that when these compounds are incorporated in a volatile solvent and sprayed on, for example, a woolen garment, there is a tendency for the compound to crystallize as the solvent evaporates to form an objectionable crystalline deposit which discolors the garment.
While this tendency to crystallize can be largely avoided or minimized by precise control of the concentration and amount of moth-proofing agent applied, the degree of control required is such that it is difficult for an inex perienced person to so apply the agent as to achieve a uniform distribution of suflicient moth-proofing agent on the garment without some discoloration due to crystallizing of the insecticide. Thus these agents have not been found very satisfactory for general domestic use.
It is accordingly an object of the present invention to provide a liquid moth-proofing agent incorporating a chlorinated arylalkane insecticide of the type referred to above and capable of being applied over a relatively wide range of concentration, even to the extent of saturation, without causing discoloration of the article to which it is applied due to crystallization. It is another object of the invention to provide a composition which when applied to a fabric produces both a moth-proofing and a water repellent eifect thereon and renders the fabric spot-resistant. It is still another object of the invention to provide a moth-profing composition which when applied to a textile fiber or fabric does not adversely affect the feel thereof. It is a still further object of the invention to provide a moth-proofing composition that can be effectively applied not only to textile fibers and fabrics, but also to carpets, upholstery, draperies, furs, feathers, felts and the like, as well as to Wood or masonry surfaces which may form part of the interior of a closet or other storage enclosure. It is still another object of the invention to provide a moth-proofing composition having improved penetrating ability and which can be applied to textile-fibers or fabrics without producing shrinkage thereof. Other objects of the invention will be in part obvious and in part pointed out hereafter.
In one of its broader aspects the present moth-proofing composition comprises a solution or emulsion in a hyrocarbon solvent of a water-insoluble soap, a solid fatty acid glyceride, an insecticidal chlorinate diphenylethane and a suitable dispersing and stabilizing agent. I have found that by incorporating in the moth-proofing composition both a metal soap and a solid fat in the manner described in detail below a composition is obtained which can be applied to an article to be moth-proofed by spraying, brushing or dipping and without the precise control previously required to avoid undesired crystallization of the insecticide. If the composition is applied, for example, to a textile fabric and the solvent evaporated, the mixture of soap and fat appears to be deposited on and in the fibers of the fabric as a strongly adherent, relatively flexible deposit in which the insecticide is encased in such manner that crystallization of the insecticide, or at least the visible effect of crystallization of the insecticide, does not occur. In any event, whatever the precise mechanism of the deposition of the solid constituents of the present composition may be, I have found that with this composition it is possible to apply relatively widely varying amounts of insecticide to the fabric without producing the discoloration that is frequently observed when the insecticide is applied in the absence of the soap and fatty acid glyceride. Moreover, the present composition possesses the additional advantage that a water-shedding effect is produced. simultaneously with the moth-proofing effect and hence removal of the insecticide by Water or other aqueous media is inhibited;
In preparing the present composition any of various water-insoluble soaps may be used. The preferred soap is aluminum stearate, although stearates of other metals such as copper, zinc and calcium can be used, as well as soaps such as aluminum oleate and palmitate and Zinc oleate and palmitate. In like manner any of various solid fatty acid glycerides can be used including natural fats such as lard or tallow, as well as solidrfatty acid glycerides resulting from the hydrogenation of oils. Among the hydrogenated oils that can be used are hydrogenated fish oils such as menhaden, whale, sardine, cod, cod liver or sperm oil. Also hydrogenated vegetable oils such as corn, cotton seed, soy bean, cocoanut, peanut, castor, olive and linseed oils can be used. The preferred fatty material for use in the present composition is hydrogenated fish oil.
As a dispersing agent I prefer to use a lower aliphatic alcohol such as methyl, ethyl, propyl, b'utyl, or amyl alcohol, including not only the primary alcohols but also the corresponding secondary and tertiary alcohols. The nature of the hydrocarbon solvent used does not appear to be particularly critical. Thus aromatic hydrocarbons such as benzol, toluol and Xylol may be used, or various petroleum distillates can be used. From the point of view of safety it is usually desirable to employ one of the relatively high flash-point petroleum solvents such as those sold under the trade names Super High Flash Solvent and Solvesso.
As indicated above, the moth-killing agent of the present composition is preferably a diphenylhaloethane which possesses insecticidal properties. Numerous insecticides of this group are known, among which may be mentioned:
1,1,1-trichloro-2,2-bis(chlorophenyl) -ethane; 1,1,1-tribromo-2,2-bis(chlorophenyl) ethane; 1,1,1-trichloro-2,2-bis(fluorophenyl) ethane; 1,1,1-trichloro-2,2-bis(bromophenyl) ethane; 1,1-dichloro-2,2-bis(bromophenyl)-ethane;
l,l-dichloro-2,2-bis(chlorophenyl) ethane;
l, l-dichloro-2,2-bis (fluorophenyl) ethane; 1,1,l-trichloro-2,2-bis(chlorotolyl) ethane;
l,l,l-trichloro 2,2-dipheny1-ethane l, l l-trichloro-2,Z-ditolyl-ethane;
l l ,l-trichloro-2,2-di (ethylphenyl) ethane;
l, l-bis (acetylphenyl -2,2,2-trichloroethane; l,l-dichloro-2,2-ditolyl ethane; l,l-dichloro-2,2-di(ethylphenyl) ethane; 1,l,1-trichloro-Z-phenyl-Z-chlorophenyl ethane; l,l,l-trichloro-2-tolyl-2-chlorophenyl-ethane; l,l,1-tribrorno-2,2-tolyl-ethane;
l, l, l-trichloro-2,2-bis (chloronitrophenyl) ethane; 1,1,1-trichloro-2,2-bis(methoxyphenyl) ethane; l,l,1-tribromo-2,2-bis(methoxyphenyl) ethane; 1,1,l trichloro-2,2-bis(ethoxyphenyl) ethane; 1,1,l-trichloro-2-chlorophenyl-Z-methoxyphenyl-ethane; l,l-dichlor-2-bromophenyl-Z-methoxyphenyl ethane; 1,1-thiocyanophenyl-Z,2,2-trichloroethane; and the like. The substituents of the phenyl rings may be in ortho, meta, or para positions. The actual materials of commerce usually consist of a mixture of the isomers of the foregoing compounds.
The quantities of the dilferent ingredients of the present composition may be varied over a relatively wide range although the aggregate quantity of the solid ingredients should be maintained sufliciently small to provide a relatively thin liquid composition capable of penetrating effectively into the interstices and/or pores of the article to be-treated. Thus it is usually not desirable for the total solids to exceed say 20% by weight of the composition. When substantial quantities of the composition are to be used at a point remote from the place of manufacture, it is usually desirable to make up a concentrated solution which can be diluted with additional solvent at the point of use. In preparing such a concentrate, it is preferable to use for each 100 parts by weight of solvent, 110 parts by weight of water-insoluble soap, 1-5 parts of solid fatty acid glyceride, l-5 parts of lower aliphatic alcohol, and from 0.1 to 5 parts of the insecticide. Such a concentrate may be applied in undiluted form or may be diluted with solvent to any desired extent.
In preparing the present composition the water-insoluble metal soap is mixed with the solvent and heated with agitation to about 180 F. at which temperature the mixture forms a transparent gel. To this gel is added the dispersing agent, e. g. anhydrous ethyl alcohol, which with agitation effects a dispersion of the gel into a thin transparent, mobile liquid in which the metal soap is in colloidal form. The fatty acid glyceride and insecticide are then added to and mixed with the liquid to form the finished composition.
The resulting composition can be applied to the article to be moth-proofed by dipping, spraying or brushing as indicated above and thereafter the solvent is evaporated to deposit the insecticide on and in the fabric or other article being treated in such manner that it is encased within the mixture of metal soap and fat and is thus prevented from forming a crystalline deposit on the surface of the treated article. It has been observed that in some cases fabrics treated with the present composition have a somewhat stifi feel after treatment. However, this effect can be eliminated by rumpling the fabric to soften it.
In order to point out more fully the nature of the present invention the following specific examples are given.
Example 1 weight of technical Methoxychlor which is essentially l,l,l-trichloro-2,2-bis (methoxyphenyl) ethane.
Samples of woolen fabric were treated with the foregoing composition by being immersed therein and air dried for 72 hours. None of the dried samples exhibited any evidence of discoloration due to crystallization of the moth-proofing agent. One set of treated samples was rinsed in running water for 10 minutes and dried. Thereafter the rinsed and unrinsed samples were confined in a closed container with black carpet beetle larvae for a period of 12 weeks, new larvae being introduced at the end of each 4-week period. At the end of this time no sample of either set showed any evidence of feeding by the larvae.
Example 2 A composition was made up according to the procedure of Example 1 except that it contained the ingredients in the following portions in parts by weight:
Aluminum stearate 6 Hydrogenated menhaden oil 6 Xylene 86.5 Anhydrous ethyl alcohol l Methoxychlor 0.5
This composition was found to be a satisfactory mothproofing agent.
Example 3 The procedure of Example 1 was followed in making up a composition having the following ingredients in the indicated parts by weight:
The composition was found to be a satisfactory mothproofing agent.
Example 4 A composition was prepared in accordance with the procedure of Example 1 except that it contained the following ingredients in the indicated proportions:
Aluminum stearate 6 Lard 8 Hydrogenated naphtha 83.5 Amyl alcohol 1 DDT 1.5
Six parts by weight of aluminum stearate in flake form i I The composition was found to be a satisfactory mothproofing agent.
It is of course to be understood that the foregoing examples are illustrative only and that numerous changes can be made in the ingredients and proportions without departing from the spirit of the invention as set forth in the appended claims.
I claim:
1. A liquid moth-proofing composition comprising a water-insoluble soap, a substantially solid fatty acid glyceride, an insecticidal halogenated diphenylethane, a hydrocarbon solvent and a dispersing agent which is a lower aliphatic alcohol.
2. A liquid moth-proofing composition comprising aluminum stearate, a solid hydrogenated fish oil, an insecticidal halogenated diphenylethane, a hydrocarbon solvent and a dispersing agent which is a lower aliphatic alcohol. V 3. A moth-proofing composition according to claim 2 and wherein the halogenated diphenylethane is 1,1,2- t richloro-2,2-bis(chlorophenyl) ethane.
4. 'A moth-proofing composition according to claim 2 and wherein the halogenated diphenylethane is 1,1,1- trichloro-2,2-bis(methoxyphenyl) ethane.
5. A liquid moth-proofing composition comprising a hydrocarbon solvent having dissolved therein 1-10 parts by weight of water-insoluble soap, 1-5 parts of solid, fatty acid glyceride, 1-5 parts of lower aliphatic alcohol and 0.1 to 5 parts of an insecticidal halogenated diphenylethane.
6. A liquid moth-proofing composition comprising a hydrocarbon solvent having dissolved therein per 100 parts by Weight of solvent, 1-10 parts by weight of aluminum stearate, 1-5 parts of solid hydrogenated fish oil, 1-5 parts of lower aliphatic alcohol and 0.1 to 5 parts of insecticidal halogenated diphenylethane.
7. A moth-proofing composition according to claim 6 and wherein the halogenated diphenylethane is 1,1,2- trichloro-2,2-bis (chlorophenyl) ethane.
8. A moth-proofing composition according to claim 6 and wherein the halogenated diphenylethane is 1,1,1- trichloro-2,2-bis(methoxyphenyl) ethane.
9. A liquid moth-proofing composition having approximately the following composition in parts by weight:
6 Hydrocarbon solvent 100 Aluminum stearate 3 Anhydrous ethyl alcohol 2 Solid hydrogenated fish oil 2 1,1,l-trichloro 2,2-bis(methoxyphenyl)ethane 2 References Cited in the file of this patent UNITED STATES PATENTS 2,000,004 Adams et al. May 7, 1935 2,018,681 Littooy et a1 Oct. 29, 1935 2,195,696 Dolman Apr. 2, 1940 2,349,814 Deonier et a1. May 30, 1944 2,426,214 Hewes Aug. 26, 1947 2,442,760 Dieter June 8, 1948 2,490,437 Hillyer Dec. 6, 1949
Claims (1)
1. A LIQUID MOTH-PROOFING COMPOSITION COMPRISING A WATER-INSOLUBLE SOAP, A SUBSTANTIALLY SOLID FATTY ACID GLYCERIDE, AN INSECTICIDAL HALOGENATED DIPHENYLETHANE, A HYDROCARBON SOLVENT AND A DISPERSING AGENT WHICH IS A LOWER ALIPHATIC ALCOHOL.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US489289A US2811477A (en) | 1955-02-18 | 1955-02-18 | Moth-proofing composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US489289A US2811477A (en) | 1955-02-18 | 1955-02-18 | Moth-proofing composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2811477A true US2811477A (en) | 1957-10-29 |
Family
ID=23943211
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US489289A Expired - Lifetime US2811477A (en) | 1955-02-18 | 1955-02-18 | Moth-proofing composition |
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| Country | Link |
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| US (1) | US2811477A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20150093427A1 (en) * | 2008-06-08 | 2015-04-02 | Vestergaard Frandsen Sa | Insecticidal Polymer Matrix Comprising PBO and DM |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US2000004A (en) * | 1931-08-26 | 1935-05-07 | Standard Oil Co | Insect repellent |
| US2018681A (en) * | 1930-08-26 | 1935-10-29 | Hercules Glue Company | Composition for insecticidal or fungicidal use and method of preparing the same |
| US2195696A (en) * | 1938-10-22 | 1940-04-02 | Hercules Glue Company | Insecticidal composition |
| US2349814A (en) * | 1944-01-15 | 1944-05-30 | Christian C Deonier | Insecticide |
| US2426214A (en) * | 1941-12-15 | 1947-08-26 | Richfield Oil Corp | Insecticidal oil spray |
| US2442760A (en) * | 1945-07-09 | 1948-06-08 | Dow Chemical Co | Dichlorodiphenyltrichloroethane and cyclohexyldiphenylether insecticidal composition |
| US2490437A (en) * | 1947-03-10 | 1949-12-06 | Phillips Petroleum Co | Ddt in petroleum solvent stabilized with lanolin and dimerized eighteen carbon atom fatty acids |
-
1955
- 1955-02-18 US US489289A patent/US2811477A/en not_active Expired - Lifetime
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2018681A (en) * | 1930-08-26 | 1935-10-29 | Hercules Glue Company | Composition for insecticidal or fungicidal use and method of preparing the same |
| US2000004A (en) * | 1931-08-26 | 1935-05-07 | Standard Oil Co | Insect repellent |
| US2195696A (en) * | 1938-10-22 | 1940-04-02 | Hercules Glue Company | Insecticidal composition |
| US2426214A (en) * | 1941-12-15 | 1947-08-26 | Richfield Oil Corp | Insecticidal oil spray |
| US2349814A (en) * | 1944-01-15 | 1944-05-30 | Christian C Deonier | Insecticide |
| US2442760A (en) * | 1945-07-09 | 1948-06-08 | Dow Chemical Co | Dichlorodiphenyltrichloroethane and cyclohexyldiphenylether insecticidal composition |
| US2490437A (en) * | 1947-03-10 | 1949-12-06 | Phillips Petroleum Co | Ddt in petroleum solvent stabilized with lanolin and dimerized eighteen carbon atom fatty acids |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20150093427A1 (en) * | 2008-06-08 | 2015-04-02 | Vestergaard Frandsen Sa | Insecticidal Polymer Matrix Comprising PBO and DM |
| US10111430B2 (en) * | 2008-08-06 | 2018-10-30 | Vestergaard Sa | Insecticidal polymer matrix comprising PBO and DM |
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