WO1986003940A1 - Procede et produit re-odorisant destines a repousser des animaux - Google Patents
Procede et produit re-odorisant destines a repousser des animaux Download PDFInfo
- Publication number
- WO1986003940A1 WO1986003940A1 PCT/US1985/001489 US8501489W WO8603940A1 WO 1986003940 A1 WO1986003940 A1 WO 1986003940A1 US 8501489 W US8501489 W US 8501489W WO 8603940 A1 WO8603940 A1 WO 8603940A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- gamma
- lactone
- butyro
- constituent
- constituents
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 14
- 239000005871 repellent Substances 0.000 title claims description 14
- 230000002940 repellent Effects 0.000 title claims description 14
- 241001465754 Metazoa Species 0.000 title abstract description 28
- 239000000203 mixture Substances 0.000 claims abstract description 19
- 239000000341 volatile oil Substances 0.000 claims abstract description 17
- 239000002480 mineral oil Substances 0.000 claims abstract description 11
- 235000010446 mineral oil Nutrition 0.000 claims abstract description 11
- 241000282326 Felis catus Species 0.000 claims abstract description 9
- 229940087305 limonene Drugs 0.000 claims abstract description 7
- 230000001846 repelling effect Effects 0.000 claims abstract description 6
- 239000000470 constituent Substances 0.000 claims description 23
- 241000282472 Canis lupus familiaris Species 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- PHXATPHONSXBIL-UHFFFAOYSA-N 5-heptyl-2-tetrahydrofuranone Natural products CCCCCCCC1CCC(=O)O1 PHXATPHONSXBIL-UHFFFAOYSA-N 0.000 claims description 8
- 239000004927 clay Substances 0.000 claims description 8
- 239000003921 oil Substances 0.000 claims description 7
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 claims description 6
- 230000008020 evaporation Effects 0.000 claims description 6
- 238000001704 evaporation Methods 0.000 claims description 6
- RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 claims description 6
- 229960000892 attapulgite Drugs 0.000 claims description 4
- 229910052625 palygorskite Inorganic materials 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 claims description 3
- 235000008418 Hedeoma Nutrition 0.000 claims description 3
- 244000246386 Mentha pulegium Species 0.000 claims description 3
- 235000016257 Mentha pulegium Nutrition 0.000 claims description 3
- SUAUILGSCPYJCS-UHFFFAOYSA-N Musk ambrette Chemical compound COC1=C([N+]([O-])=O)C(C)=C([N+]([O-])=O)C=C1C(C)(C)C SUAUILGSCPYJCS-UHFFFAOYSA-N 0.000 claims description 3
- OOCCDEMITAIZTP-UHFFFAOYSA-N allylic benzylic alcohol Natural products OCC=CC1=CC=CC=C1 OOCCDEMITAIZTP-UHFFFAOYSA-N 0.000 claims description 3
- 229940011037 anethole Drugs 0.000 claims description 3
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims description 3
- RUVINXPYWBROJD-UHFFFAOYSA-N para-methoxyphenyl Natural products COC1=CC=C(C=CC)C=C1 RUVINXPYWBROJD-UHFFFAOYSA-N 0.000 claims description 3
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 claims description 3
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 claims description 3
- 235000012141 vanillin Nutrition 0.000 claims description 3
- 239000003085 diluting agent Substances 0.000 abstract description 2
- 150000002596 lactones Chemical class 0.000 description 16
- 239000000047 product Substances 0.000 description 10
- 235000019645 odor Nutrition 0.000 description 9
- 239000000126 substance Substances 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 210000003608 fece Anatomy 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 235000005979 Citrus limon Nutrition 0.000 description 3
- 244000131522 Citrus pyriformis Species 0.000 description 3
- 241000282414 Homo sapiens Species 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- -1 n-propyl-n-butyl Chemical group 0.000 description 3
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 230000002860 competitive effect Effects 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- JBFHTYHTHYHCDJ-UHFFFAOYSA-N gamma-caprolactone Chemical compound CCC1CCC(=O)O1 JBFHTYHTHYHCDJ-UHFFFAOYSA-N 0.000 description 2
- 238000002372 labelling Methods 0.000 description 2
- 229940060184 oil ingredients Drugs 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- OALYTRUKMRCXNH-UHFFFAOYSA-N 5-pentyloxolan-2-one Chemical compound CCCCCC1CCC(=O)O1 OALYTRUKMRCXNH-UHFFFAOYSA-N 0.000 description 1
- YZRXRLLRSPQHDK-UHFFFAOYSA-N 6-Hexyltetrahydro-2H-pyran-2-one Chemical compound CCCCCCC1CCCC(=O)O1 YZRXRLLRSPQHDK-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000282412 Homo Species 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- OZJPLYNZGCXSJM-UHFFFAOYSA-N delta-Valerolactone Natural products O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000013373 food additive Nutrition 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- PHXATPHONSXBIL-JTQLQIEISA-N gamma-Undecalactone Natural products CCCCCCC[C@H]1CCC(=O)O1 PHXATPHONSXBIL-JTQLQIEISA-N 0.000 description 1
- IFYYFLINQYPWGJ-UHFFFAOYSA-N gamma-decalactone Chemical compound CCCCCCC1CCC(=O)O1 IFYYFLINQYPWGJ-UHFFFAOYSA-N 0.000 description 1
- 229940020436 gamma-undecalactone Drugs 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 238000009533 lab test Methods 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- 238000002483 medication Methods 0.000 description 1
- 239000004005 microsphere Substances 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, 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
- A01N43/04—Biocides, 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
- A01N43/06—Biocides, 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 five-membered rings
- A01N43/08—Biocides, 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 five-membered rings with oxygen as the ring hetero atom
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, 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
- A01N43/04—Biocides, 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
- A01N43/14—Biocides, 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
- A01N43/16—Biocides, 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
Definitions
- foul-smelling materials have varying degrees of toxicity and are thus subject to hazard labeling requirements by controlling governmental agencies regulating pesticides and animal repellents. They must be handled with care, often by wearing protective clothing including gloves, and, as economic poisons, they must be kept away from children. Some of the substances presently marketed as animal repellents also are harmful to certain classes of vegetation, and thus they cannot be used to keep animals away from these plants and must be used with caution.
- lactones Occuring both naturally in fruits and also synthesized by organic chemists, the lactones are classed as essential oils and are approved as food additives by governmental regulatory bodies. Rigorous laboratory tests with various animals have proven their benign nature and their effectivities.
- a product for repelling dogs and cats comprising certain lactones, namely those selected from the group consisting of gamma-n-alkyl-gamma- butyrolactone and delta-n-alkyl-delta-valerolactone having the formula: CH 1 - ( CH 1 ) n -CH-R O-C 0
- n is a number from 1 to 2
- R is a straight-chain alkyl group having from about 1 to about 8 carbon atoms, said compound being present in an amount sufficient to repel a dog or cat together with d'-limonene in an amount in the range of about 20 to about 50 times by weight of said lactones, at least one essential oil in amount sufficient to control the vapor pressure of the lactones to maximise the effective life of such lactones, and, a mineral oil carrier for the other constituents being present in the range of about 1 to about 6 times the weight of such constituents .
- the product is applied to a selected area or to the animals themselves, it will act as an effective long lasting nontoxic repellent.
- n is 1, the compound is a gamma-n-alkyl-gamma-butyrolactone having the formula:
- R is a straight-chain alkyl group having from 2 to 8 carbon atoms.
- the compound is a delta-n-alkyl- delta-valerolacetone having the formula:
- R is preferably a straight-chain alkyl group having from 2 to 7 carbon atoms.
- the R groups are ethyl, n-propyl-n-butyl, n-amyl, n-hexyl, n-heptyl and n-octyl.
- Exemplary compounds which can be employed in accordance with the invention arlone or in admixture include gamma-undecalactone(gamma-n-heptyl-gamma- butyrolactone) , gamma-n-hexyl-gamma-butyrolactone, gamma-n-octyl- ' gamma-butyrolactone, gamma-n-amyl-gamma- butyrolactone, gamma-n-butyl-gamma-buty ' rolactone, gamma-n-propyl-gamma-butyrolactone, gamma-ethyl-gamma- butyrolactone, delta-undecalactone(delta-n-hexyl- delta-valerolactone, delta-n-heptyl-delta-valero- lactone, and delta-n-alkyl-delta-valerolactone.
- the odors of the two lactones comprise the primary animal repellents.
- the d'-limonene is a short-lived essential oil having a distinct odor of lemon and is used as an indicator to the one applying the product that the mixture has been properly applied to the area being protected. After several days, the d'-limonene has fully evaporated and the lemon odor disappears.
- the remaining oils are used to alter the vapor pressures of the two lactones and their other physical characteristics such that the rate of evaporation of the lactones is controlled as desired. Evaporation of the specific liquid is a function of such things as temperature, pressure and humidity as well as the surface characteristics of the particular carrier chosen. Mixtures of liquids display different rates of evaporation than their components.
- the above-listed essential oils including the two lactones, are diluted with a clear white mineral oil to form a sprayable mixture having improved properties over previously available repellents.
- the mixture is nonstaining to most fabrics and thus can be used indoors.
- the effectivity is maintained for periods of a month or more compared to only hours or at the most days for competitive products.
- the composition can also include an inert solid adsorbent carrier present in the range of about 1 to about 6 times the weight of the foregoing described other constituents. Too little liquid adsorbed in the carrier will never come out and too much liquid applied to the carrier will not be fully adsorbed.
- Such carriers can be selected from the group consisting of kieselguhr, diatomaceous earth, calcium carbonate, kaolin, attapulgite clay, montmorillonite clay, and silica, of which granular attapulgite clay ideally of 16/30 mesh is preferred because of its ease of handling and ability to spread evenly and adsorb a relatively large amount of the other constituents, and its functioning as a controlled site of repellant evaporation.
- composition of this invention can be handled without any undue precautionary steps (other than keeping it away from children) and its has no objectionable odor.
- the adsorbed essential oils including the two lactones contained in the formulation, are evaporated and released to the atmosphere in a slow controlled manner so that effectivity is maintained over long periods of time up to a month or more.
- the oil ingredients being immiscible in water are unaffected by the moisture caused by rain and hosing, and thus the product is effective despite them.
- Example 1 The composition of Example 1, including the mineral oil, was mixed with attapulgite clay having a mesh size of 16/30 to result in a material having the following analysis:
- the essential oils and the mineral oil diluent are mixed with the ⁇ clay in any conventional mixing machine.
- the oils are adsorbed into the clay.
- the resulting product is slightly moist to the touch and has a decided odor of lemon.
- an effective protection is reached for periods of time ranging up to a month or more. In very hot weather, the effective time is slightly less than that achieved in cooler weather because of accelerated evaporation. Nevertheless, the product remained effective for three weeks when tested on ocean front beach sands at temperatures above 110 degrees F.
- the essential oils can be used in many different carriers other than the mineral oil for spraying and the clay for dispersing.
- the oils can be impregnated into paper, cloth or plastic tapes and sheets for repelling animals in the vicinity. Such sheets could be used indoors under seat cushions and furniture to discourage animals from relieving themselves thereabouts.
- the oils could also be encapsulated within fragile "microspheres" to be released when the animal crushes the carriers and activates the stored repellent. Such "slow release" techniques are widely used in lawn chemicals and various medications .
- the invention may be embodied in other specific forms without departing from the spirit or essential characteristics thereof.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Un procédé et un produit ré-odorisant destinés à repousser des animaux et contenant une composition de gamma-n-alkyl-gamma-butyrolactone et/ou de delta-n-alkyl-delta-valérolactone, d'-limonène, et d'au moins une autre huile essentielle et un diluant à base d'huile minérale sont appliqués à une zone sélectionnée, un chien ou un chat dans un but de réodorisation afin de repousser lesdits animaux.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US68918685A | 1985-01-07 | 1985-01-07 | |
US689,186 | 1991-04-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1986003940A1 true WO1986003940A1 (fr) | 1986-07-17 |
Family
ID=24767391
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1985/001489 WO1986003940A1 (fr) | 1985-01-07 | 1985-08-05 | Procede et produit re-odorisant destines a repousser des animaux |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP0208694A1 (fr) |
AU (1) | AU4674585A (fr) |
IT (1) | IT1191649B (fr) |
WO (1) | WO1986003940A1 (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5342772A (en) * | 1990-09-21 | 1994-08-30 | E. I. Du Pont De Nemours And Company | Process for enzyme immobilization on a fluorocarbon surface |
JP2011517685A (ja) * | 2008-04-11 | 2011-06-16 | ビー・エイ・エス・エフ、コーポレーション | 殺有害生物組成物 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1367842A (en) * | 1971-05-18 | 1974-09-25 | Weedmaster Western Ltd | Animal repellent composition and applicator |
US3923997A (en) * | 1971-05-11 | 1975-12-02 | Rhodia | Process for repelling dogs and cats from a selected area or from each other using {65 -n-alkyl-{65 -butyrolactones and {67 -n-alkyl-{67 -valerolactones |
-
1985
- 1985-08-05 AU AU46745/85A patent/AU4674585A/en not_active Abandoned
- 1985-08-05 WO PCT/US1985/001489 patent/WO1986003940A1/fr unknown
- 1985-08-05 EP EP85903963A patent/EP0208694A1/fr not_active Withdrawn
-
1986
- 1986-01-03 IT IT19010/86A patent/IT1191649B/it active
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3923997A (en) * | 1971-05-11 | 1975-12-02 | Rhodia | Process for repelling dogs and cats from a selected area or from each other using {65 -n-alkyl-{65 -butyrolactones and {67 -n-alkyl-{67 -valerolactones |
GB1367842A (en) * | 1971-05-18 | 1974-09-25 | Weedmaster Western Ltd | Animal repellent composition and applicator |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5342772A (en) * | 1990-09-21 | 1994-08-30 | E. I. Du Pont De Nemours And Company | Process for enzyme immobilization on a fluorocarbon surface |
JP2011517685A (ja) * | 2008-04-11 | 2011-06-16 | ビー・エイ・エス・エフ、コーポレーション | 殺有害生物組成物 |
Also Published As
Publication number | Publication date |
---|---|
AU4674585A (en) | 1986-07-29 |
IT8619010A0 (it) | 1986-01-03 |
IT1191649B (it) | 1988-03-23 |
EP0208694A1 (fr) | 1987-01-21 |
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