US2345908A - Synergists to aerosol insecticides - Google Patents

Synergists to aerosol insecticides Download PDF

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Publication number
US2345908A
US2345908A US517375A US51737544A US2345908A US 2345908 A US2345908 A US 2345908A US 517375 A US517375 A US 517375A US 51737544 A US51737544 A US 51737544A US 2345908 A US2345908 A US 2345908A
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Prior art keywords
synergists
synergist
aerosol
acid
insecticide
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Expired - Lifetime
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US517375A
Inventor
William N Sullivan
Lyle D Goodhue
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National Aeronautics and Space Administration NASA
US Department of Agriculture USDA
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National Aeronautics and Space Administration NASA
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Priority claimed from US412960A external-priority patent/US2345891A/en
Application filed by National Aeronautics and Space Administration NASA filed Critical National Aeronautics and Space Administration NASA
Priority to US517375A priority Critical patent/US2345908A/en
Application granted granted Critical
Publication of US2345908A publication Critical patent/US2345908A/en
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N45/00Biocides, pest repellants or attractants, or plant growth regulators, containing compounds having three or more carbocyclic rings condensed among themselves, at least one ring not being a six-membered ring
    • A01N45/02Biocides, pest repellants or attractants, or plant growth regulators, containing compounds having three or more carbocyclic rings condensed among themselves, at least one ring not being a six-membered ring having three carbocyclic rings
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/02Biocides, 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
    • A01N25/04Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • A01N25/06Aerosols
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N29/00Biocides, pest repellants or attractants, or plant growth regulators containing halogenated hydrocarbons
    • A01N29/04Halogen directly attached to a carbocyclic ring system
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N31/00Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/08Oxygen or sulfur directly attached to an aromatic ring system
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, 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
    • A01N37/02Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, 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
    • A01N37/06Unsaturated carboxylic acids or thio analogues thereof; Derivatives thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, 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
    • A01N37/36Biocides, 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 containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
    • A01N37/38Biocides, 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 containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
    • A01N37/40Biocides, 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 containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N41/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
    • A01N41/02Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/14Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
    • A01N43/16Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • A01N43/38Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings condensed with carbocyclic rings
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N63/00Biocides, pest repellants or attractants, or plant growth regulators containing microorganisms, viruses, microbial fungi, animals or substances produced by, or obtained from, microorganisms, viruses, microbial fungi or animals, e.g. enzymes or fermentates
    • A01N63/10Animals; Substances produced thereby or obtained therefrom

Definitions

  • Another object of our invention is the provision of agents which will not only increase the insecticidal action of materials known to possess some toxicity, but which will also impart insecticidal properties to materials which are known to be non-toxic or to have a very low toxicity.
  • a further object of our invention is the provision of such agents acting as synergists, which can be applied by dispersion simultaneously with and by the same methods used for th preparation of aerosol insecticides.
  • materials suitable for the purposes of this invention belong most frequently to the class of chemical compounds which are surface active in non-aqueous solvents or which act as detergents in non-aqueous solvents.
  • These compounds in general, contain polar groupings such as thehydroxyl, the carboxyl, the amine,
  • Substances acting as detergents or surface active agents in non-aqueous media can be easily applied by the usual methods of aerosol production, but this invention is, not limited to these substances because diiferent methods of aero- March 3, 1883, as 370 O. G. 757) sol production can be used with different types of synergists.
  • sol production can be used with different types of synergists.
  • the fatty acids the mono esters of fatty acids and ethylene or propylene glycol, of glycerine or sorbitol, to be especially suitable as well as fatty acids in combination with amines such as methanolamine, sulfonated aryl and alkyl radicals alone or combined with an amine.
  • a synergist to an insecticide in aerosol form is not necessarily also a synergist to an insecticide in spray form, even of the sam compound.
  • Actual tests have disclosed that an agent which possesses little or no client as a synergist to an insecticidal spray may ;be extremely effective as a synergist to an insecticidal aerosol. 'The reason for this is not apparent, but it would seem that the mere wetting of the insect cannot explain the action.
  • An insecticide in aerosol form comprising oleic acid and 3-chloroacenaphthene.
  • An insecticide in aerosol form comprising oleic acid and 2-chlorofluorene.
  • An insecticide in aerosol form comprising oleic acid and B-chlorobenzofuran.

Description

Patented Apr. 4, 1944 2,345,908 SYNERGISTS TO AEROSOL INSECTICIDES William N. Sullivan, Washington, D. 0., and Lyle D. Goodhue, Berwyn, Md., United States of America assignors to the as represented by Claude R. Wickard, Secretary .of Agriculture, and his successors in ofllce No Drawing. Original application September 30,
1941, Serial No.
412,960. Divided and this application'January "l, 1944, Serial No. 517,375
3 Claims. (Cl. l67-22) (Granted under the act of amended April 30, 1928;
This application is made under the act of March 3, 1883, as amended by the act of April 30, 1928, and the invention herein described and claimed, if patented, may be manufactured and creased toxicity obtained by the combination of such materials is often referred to as synergism" and the added material a synergist." Therefore, in these terms, the general object of our invention is the provision of materials suitable as synerglsts for aerosol insecticides.
Another object of our invention is the provision of agents which will not only increase the insecticidal action of materials known to possess some toxicity, but which will also impart insecticidal properties to materials which are known to be non-toxic or to have a very low toxicity.
A further object of our invention is the provision of such agents acting as synergists, which can be applied by dispersion simultaneously with and by the same methods used for th preparation of aerosol insecticides.
We have found that materials suitable for the purposes of this invention belong most frequently to the class of chemical compounds which are surface active in non-aqueous solvents or which act as detergents in non-aqueous solvents. These" compounds, in general, contain polar groupings such as thehydroxyl, the carboxyl, the amine,
the ammonium, or the sulfonic acid, alone, in
multiple, or in combination, which is attached to some long chain aliphatic radical, or, in some cases, an aromatic radical.
Substances acting as detergents or surface active agents in non-aqueous media can be easily applied by the usual methods of aerosol production, but this invention is, not limited to these substances because diiferent methods of aero- March 3, 1883, as 370 O. G. 757) sol production can be used with different types of synergists. In this class of chemical'compounds we have foundthe fatty acids, the mono esters of fatty acids and ethylene or propylene glycol, of glycerine or sorbitol, to be especially suitable as well as fatty acids in combination with amines such as methanolamine, sulfonated aryl and alkyl radicals alone or combined with an amine.
There are many processes which can be used to apply these materials in the form of aerosols, such as spray ng into the atmosphere, vaporization, by chemical reaction, by spraying on a heated surface, and so forth. Although this invention is not limited to any particular method of application, our preferred method of application comprises dissolving the synergist in the insecticide, if the insecticide is a liquid, or dissolving it in some solvent common to both if a solid, and spraying the solution on a heated surface, whereby an aerosol is formed composed of both the synergist and the insecticide.
A synergist to an insecticide in aerosol form is not necessarily also a synergist to an insecticide in spray form, even of the sam compound. Actual tests have disclosed that an agent which possesses little or no client as a synergist to an insecticidal spray may ;be extremely effective as a synergist to an insecticidal aerosol. 'The reason for this is not apparent, but it would seem that the mere wetting of the insect cannot explain the action.
The following results were obtained using synergists in accordance with this invention. These results were obtained on the basis of preliminary tests first carried out in a small chamber of 7 cu. ft. andthen on a larger scale in a 216 cu. ft. chamber. In each test from 500 to 600 flies were used. Six-tenths of a pound of o-dichlorobenzene per 1000 cu. ft. gave only a 2% kill. However, when mixed with 0.16 lb. of oleic acid as a synergist, a kill was obtained. This same quantity of oleic acid, when used alone under the same conditions gave only a 1% kill. Laurie acid when used alone in the same amount, namely, 0.16 lb. per 1000 cu. ft., gave only a 1% kill, but when used as a synergist with 0.6 lb. of o-dichlorobenzene per 1000 cu. ft. a kill was obtained.
The same synergists were tested at other concentrations and it was found that little is gained by adding more than The following is a. list of substances which were tested as synergists at aconcentration of 0.06 lb.
in 0.6 lb. of o-dichlorobenzene per 1000 cu. ft.
against the housefly, the percentage of kill in each case being indicated in the right hand column:
Other insecticides were used against the American and German cockroach at a concentration of 1.5 lbs. per 1000 cu. ft. One-tenth of the insectlcide was replaced by a synergist.- A mortality of 100% was obtained with the following: methyl chloroacetate plus lauric acid, epichlorohydrin plus lauric acid, epichlorohydrin plus oleic acid, ethyl dichloroacetate plus lauric acid, ethyl dichloroacetate plus oleic acid, beta ch1oro ethyl chlorocarbonate plus lauric acid, beta-chloroethylacetate plus lauric acid, tetrachloroethane plus lauric acid, and o-dichlorobenzene plus lauric acid. In all cases where oleic acid was effective, lauric acid was also found to be efiective and vice Per cent kill Spermacefi 37 m Diglycoliaurate 48 Sulfonated naphthalene 60 Salicylic acid 91 Propylene glycol oleate 28 Myristic acid 49 Propylene glycol laurate 74 Sorbitollaurate 59 Monoglycollaurate 56 Triethanolamine oleate 56 Lauryl sulfate 70' versa. The killwithout a synergist was always less than 100% and usually less than,
In a 11 00 cu. ft. room, naturally infested with cockroaches, more than 5000 were killed in 18 hours and none were found living, using Il/ lbs.
of o-dichlorobenzene with 3% lauric acid and 2%. oleic acid. Excellent results were also obtained in a 3200 cu. ft. room.
Tests were also conducted against the carpet beetle larva, the confused flour beetles and crickets. The halogenated esters in combination with any one of the synergists mentioned above are extremely toxic to the confused flour beetle and produce a high mortality to the carpet beetle larva.
Among compounds tested against the housefly in the form of aerosols, in combination with synergists of the type mentioned above, are 3- chloroacenaphthene, z-chlorofluorene, 3-chlorodibenzofuran, chlorinated diphenyls, halogenated naphthalenes, halogenated esters, halogenated ketones, carbazole, thiocresol and halogenated phenols. The synergist was shown to be responsible in each case for an increase in toxicity.
Having thus described our invention, we claim:
1. An insecticide in aerosol form comprising oleic acid and 3-chloroacenaphthene.
2. An insecticide in aerosol form comprising oleic acid and 2-chlorofluorene.
3. An insecticide in aerosol form comprising oleic acid and B-chlorobenzofuran.
WILLIAM N. SULLIVAN. LYLE D. GOODHUE.
US517375A 1941-09-30 1944-01-07 Synergists to aerosol insecticides Expired - Lifetime US2345908A (en)

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US412960A US2345891A (en) 1941-09-30 1941-09-30 Synergists to aerosol insecticides
US517375A US2345908A (en) 1941-09-30 1944-01-07 Synergists to aerosol insecticides

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4861762A (en) * 1985-04-12 1989-08-29 Safer, Inc. Insecticide mixtures containing fatty acids

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4861762A (en) * 1985-04-12 1989-08-29 Safer, Inc. Insecticide mixtures containing fatty acids

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