CA1044134A - Insecticide sous microcapsule - Google Patents

Insecticide sous microcapsule

Info

Publication number: CA1044134A
Authority: CA; Canada
Prior art keywords: shell; composition; composition according; pyrethroid; liquid fill
Prior art date: 1975-04-09
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA248,015A

Other languages

English (en)

Inventor

Loren L. Barber (Jr.)

Anthony J. Lucas

Richard Y. Wen

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

3M Co

Original Assignee

Minnesota Mining and Manufacturing Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1975-04-09

Filing date

1976-03-16

Publication date

1978-12-12

1976-03-16 Application filed by Minnesota Mining and Manufacturing Co filed Critical Minnesota Mining and Manufacturing Co

1978-12-12 Application granted granted Critical

1978-12-12 Publication of CA1044134A publication Critical patent/CA1044134A/fr

Status Expired legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 85
239000003094 microcapsule Substances 0.000 title claims abstract description 52
239000002917 insecticide Substances 0.000 title claims abstract description 25
239000007788 liquid Substances 0.000 claims abstract description 47
239000002728 pyrethroid Substances 0.000 claims abstract description 40
150000001875 compounds Chemical class 0.000 claims abstract description 18
229920002396 Polyurea Polymers 0.000 claims abstract description 14
239000002250 absorbent Substances 0.000 claims abstract description 13
230000002745 absorbent Effects 0.000 claims abstract description 13
230000008033 biological extinction Effects 0.000 claims abstract description 8
230000005855 radiation Effects 0.000 claims abstract description 8
239000003963 antioxidant agent Substances 0.000 claims description 17
230000003078 antioxidant effect Effects 0.000 claims description 13
238000000034 method Methods 0.000 claims description 12
239000003960 organic solvent Substances 0.000 claims description 12
241000238631 Hexapoda Species 0.000 claims description 10
239000012965 benzophenone Substances 0.000 claims description 10
230000000694 effects Effects 0.000 claims description 7
RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical group C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 6
239000001257 hydrogen Substances 0.000 claims description 5
229910052739 hydrogen Inorganic materials 0.000 claims description 5
239000003350 kerosene Substances 0.000 claims description 5
239000002904 solvent Substances 0.000 claims description 5
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
CXVGEDCSTKKODG-UHFFFAOYSA-N sulisobenzone Chemical group C1=C(S(O)(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 CXVGEDCSTKKODG-UHFFFAOYSA-N 0.000 claims description 4
241000607479 Yersinia pestis Species 0.000 claims description 3
230000002378 acidificating effect Effects 0.000 claims description 3
150000008366 benzophenones Chemical class 0.000 claims description 3
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 3
DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical group OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 claims description 3
ODCMOZLVFHHLMY-UHFFFAOYSA-N 1-(2-hydroxyethoxy)hexan-2-ol Chemical compound CCCCC(O)COCCO ODCMOZLVFHHLMY-UHFFFAOYSA-N 0.000 claims description 2
238000010494 dissociation reaction Methods 0.000 claims description 2
230000005593 dissociations Effects 0.000 claims description 2
150000002989 phenols Chemical class 0.000 claims description 2
229940024874 benzophenone Drugs 0.000 claims 6
ZUWXHHBROGLWNH-UHFFFAOYSA-N (2-amino-5-chlorophenyl)-phenylmethanone Chemical compound NC1=CC=C(Cl)C=C1C(=O)C1=CC=CC=C1 ZUWXHHBROGLWNH-UHFFFAOYSA-N 0.000 claims 1
SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 claims 1
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FIPWRIJSWJWJAI-UHFFFAOYSA-N Butyl carbitol 6-propylpiperonyl ether Chemical compound C1=C(CCC)C(COCCOCCOCCCC)=CC2=C1OCO2 FIPWRIJSWJWJAI-UHFFFAOYSA-N 0.000 description 8
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FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 4
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ROVGZAWFACYCSP-MQBLHHJJSA-N [2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(C\C=C/C=C)C(=O)C1 ROVGZAWFACYCSP-MQBLHHJJSA-N 0.000 description 3
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QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
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KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 2
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LZAIWKMQABZIDI-UHFFFAOYSA-N 4-methyl-2,6-dioctadecylphenol Chemical compound CCCCCCCCCCCCCCCCCCC1=CC(C)=CC(CCCCCCCCCCCCCCCCCC)=C1O LZAIWKMQABZIDI-UHFFFAOYSA-N 0.000 description 2
CBQYNPHHHJTCJS-UHFFFAOYSA-N Alline Chemical compound C1=CC=C2C3(O)CCN(C)C3NC2=C1 CBQYNPHHHJTCJS-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
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239000004215 Carbon black (E152) Substances 0.000 description 2
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
VQXSOUPNOZTNAI-UHFFFAOYSA-N Pyrethrin I Natural products CC(=CC1CC1C(=O)OC2CC(=O)C(=C2C)CC=C/C=C)C VQXSOUPNOZTNAI-UHFFFAOYSA-N 0.000 description 2
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QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical class C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 2
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VJFUPGQZSXIULQ-XIGJTORUSA-N pyrethrin II Chemical compound CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VJFUPGQZSXIULQ-XIGJTORUSA-N 0.000 description 2
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229920001971 elastomer Polymers 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
IAJNXBNRYMEYAZ-UHFFFAOYSA-N ethyl 2-cyano-3,3-diphenylprop-2-enoate Chemical compound C=1C=CC=CC=1C(=C(C#N)C(=O)OCC)C1=CC=CC=C1 IAJNXBNRYMEYAZ-UHFFFAOYSA-N 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
210000003746 feather Anatomy 0.000 description 1
239000012065 filter cake Substances 0.000 description 1
235000013305 food Nutrition 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
239000004009 herbicide Substances 0.000 description 1
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
150000002431 hydrogen Chemical class 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
239000000976 ink Substances 0.000 description 1
230000003993 interaction Effects 0.000 description 1
NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
WKNSDDMJXANVMK-UHFFFAOYSA-N jasmolin II Natural products C1C(=O)C(CC=CCC)=C(C)C1OC(=O)C1C(C)(C)C1C=C(C)C(=O)OC WKNSDDMJXANVMK-UHFFFAOYSA-N 0.000 description 1
WKNSDDMJXANVMK-XIGJTORUSA-N jasmolin II Chemical compound C1C(=O)C(C\C=C/CC)=C(C)[C@H]1OC(=O)[C@H]1C(C)(C)[C@@H]1\C=C(/C)C(=O)OC WKNSDDMJXANVMK-XIGJTORUSA-N 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
229940057995 liquid paraffin Drugs 0.000 description 1
229940018564 m-phenylenediamine Drugs 0.000 description 1
JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
238000002156 mixing Methods 0.000 description 1
WLLGXSLBOPFWQV-OTHKPKEBSA-N molport-035-783-878 Chemical compound C([C@H]1C=C2)[C@H]2C2C1C(=O)N(CC(CC)CCCC)C2=O WLLGXSLBOPFWQV-OTHKPKEBSA-N 0.000 description 1
LSHROXHEILXKHM-UHFFFAOYSA-N n'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCN LSHROXHEILXKHM-UHFFFAOYSA-N 0.000 description 1
229910052759 nickel Inorganic materials 0.000 description 1
PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 1
OTJVAWSLXKXASD-UHFFFAOYSA-N nickel 2-octylphenol Chemical compound [Ni].CCCCCCCCC1=CC=CC=C1O.CCCCCCCCC1=CC=CC=C1O OTJVAWSLXKXASD-UHFFFAOYSA-N 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
ZCYXXKJEDCHMGH-UHFFFAOYSA-N nonane Chemical compound CCCC[CH]CCCC ZCYXXKJEDCHMGH-UHFFFAOYSA-N 0.000 description 1
BKIMMITUMNQMOS-UHFFFAOYSA-N normal nonane Natural products CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 1
QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 description 1
NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
229940059574 pentaerithrityl Drugs 0.000 description 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
150000002978 peroxides Chemical class 0.000 description 1
239000000575 pesticide Substances 0.000 description 1
125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
150000004986 phenylenediamines Chemical class 0.000 description 1
AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
238000011197 physicochemical method Methods 0.000 description 1
125000004591 piperonyl group Chemical group C(C1=CC=2OCOC2C=C1)* 0.000 description 1
229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
229920000768 polyamine Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229920000193 polymethacrylate Polymers 0.000 description 1
229920006389 polyphenyl polymer Polymers 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
229920005614 potassium polyacrylate Polymers 0.000 description 1
244000144977 poultry Species 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 description 1
ROVGZAWFACYCSP-VUMXUWRFSA-N pyrethrin I Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 ROVGZAWFACYCSP-VUMXUWRFSA-N 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
229940108410 resmethrin Drugs 0.000 description 1
239000005060 rubber Substances 0.000 description 1
150000003873 salicylate salts Chemical class 0.000 description 1
239000007787 solid Substances 0.000 description 1
238000004611 spectroscopical analysis Methods 0.000 description 1
238000009987 spinning Methods 0.000 description 1
239000007921 spray Substances 0.000 description 1
125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
150000003509 tertiary alcohols Chemical class 0.000 description 1
150000003512 tertiary amines Chemical group 0.000 description 1
229960005199 tetramethrin Drugs 0.000 description 1
150000007970 thio esters Chemical class 0.000 description 1
RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/20—After-treatment of capsule walls, e.g. hardening
- 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
- A01N25/26—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 in coated particulate form
- A01N25/28—Microcapsules or nanocapsules
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3225—Polyamines

Landscapes

Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Health & Medical Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
General Health & Medical Sciences (AREA)
Pest Control & Pesticides (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Toxicology (AREA)
Dispersion Chemistry (AREA)
Plant Pathology (AREA)
Agronomy & Crop Science (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

CA248,015A 1975-04-09 1976-03-16 Insecticide sous microcapsule Expired CA1044134A (fr)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US56628775A	1975-04-09	1975-04-09

Publications (1)

Publication Number	Publication Date
CA1044134A true CA1044134A (fr)	1978-12-12

Family

ID=24262263

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA248,015A Expired CA1044134A (fr)	1975-04-09	1976-03-16	Insecticide sous microcapsule

Country Status (8)

Country	Link
JP (1)	JPS51133419A (fr)
CA (1)	CA1044134A (fr)
DE (1)	DE2615646A1 (fr)
FR (1)	FR2306634A1 (fr)
GB (1)	GB1513614A (fr)
IT (1)	IT1058102B (fr)
MX (1)	MX4469E (fr)
ZA (1)	ZA762109B (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US6080418A (en) *	1997-04-07	2000-06-27	3M Innovative Properties Company	Suspensions of microcapsules containing biologically active ingredients and adhesive microspheres
US6248364B1 (en)	1997-04-07	2001-06-19	3M Innovative Properties Company	Encapsulation process and encapsulated products
US6365189B1 (en)	1999-10-22	2002-04-02	3M Innovative Properties Company	Method of delivering and releasing a pheromone
US6375968B1 (en)	1999-10-22	2002-04-23	3M Innovative Properties Company	Encapsulated active material immobilized in hydrogel microbeads
US6793937B2 (en)	1999-10-22	2004-09-21	3M Innovative Properties Company	Method of delivering active material within hydrogel microbeads
US7179480B2 (en)	2002-04-24	2007-02-20	3M Innovative Properties Company	Sustained release microcapsules
US9079152B2 (en)	2003-05-11	2015-07-14	Ben Gurion University Of The Negev Research And Development Authority	Encapsulated essential oils

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GB1592691A (en)	1976-10-05	1981-07-08	Ici Australia Ltd	Stabilised tickicidal compositions
JPS5455726A (en) *	1977-10-07	1979-05-04	Sumitomo Chem Co Ltd	Pyrethroid insecticide
US4280833A (en) *	1979-03-26	1981-07-28	Monsanto Company	Encapsulation by interfacial polycondensation, and aqueous herbicidal composition containing microcapsules produced thereby
US4301155A (en) *	1979-10-01	1981-11-17	The Dow Chemical Company	Insecticidal synergistic mixtures of O,O-diethyl O-(3,5,6-trichloro-2-pyridinyl)phosphorothioate and 2,2,3,3-tetramethylcyclopropanecarboxylic acid:cyano(3-phenoxyphenyl)methyl ester
US4301154A (en) *	1979-10-01	1981-11-17	The Dow Chemical Company	Insecticidal synergistic mixtures of 0,0-diethyl 0-(3,5,6-trichloro-2-pyridinyl)phosphorothioate and 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane carboxylic acid:cyano(6-phenoxy-2-pyridinyl)methyl ester
US4301156A (en) *	1979-10-01	1981-11-17	The Dow Chemical Company	Insecticidal synergistic mixtures of O,O-diethyl O-(3,5,6-trichloro-2-pyridinyl) phosphorothioate and 4-chloro-α-(1-methylethyl)benzeneacetic acid:cyano (6-phenoxy-2-pyridinyl)methyl ester
GR75114B (fr) *	1981-02-02	1984-07-13	Albany Int Corp
DE3230273A1 (de) *	1982-08-14	1984-02-16	Bayer Ag, 5090 Leverkusen	Lichtstabilisierte chinoxalin-di-n-oxide
US4670246A (en) *	1984-11-05	1987-06-02	Pennwalt Corporation	Microencapsulated pyrethroids
FR2591227B1 (fr) *	1985-12-06	1988-11-10	Pasteur Institut	Peptides capables d'inhiber les interactions entre les virus lav et les lymphocytes t4, produits qui en sont derives et leurs applications
US5229122A (en) *	1986-02-07	1993-07-20	Burroughs Wellcome Co.	Pesticidal compositions
GB8603061D0 (en) *	1986-02-07	1986-03-12	Wellcome Found	Pesticidal formulations
SE468740B (sv) *	1986-03-17	1993-03-15	Sumitomo Chemical Co	Mikroinkapslad insekticid och/eller akaricid pyretroidkomposition, saett att reglera insekter och/eller kvalster daermed samt foerfarande foer framstaellning daerav
JPH0818926B2 (ja) *	1987-07-20	1996-02-28	日本化薬株式会社	農薬マイクロカプセルの製造法
US5591727A (en) *	1990-09-12	1997-01-07	Perycut-Chemie Ag	Insecticidal composition
GB9411115D0 (en) *	1994-06-03	1994-07-27	Secr Defence	Stabilisation of photosensitive material
DE19530076A1 (de) *	1995-08-16	1997-02-20	Bayer Ag	Zusammensetzung mit insektizider Wirkung
GB0129976D0 (en) *	2001-12-14	2002-02-06	Mars Inc	Treatment method
GB0209749D0 (en)	2002-04-29	2002-06-05	Rothamsted Ex Res Station	Compositions and methods
DE10223916A1 (de)	2002-05-29	2003-12-11	Bayer Cropscience Ag	Mikrokapsel-Formulierungen
GB0219611D0 (en) *	2002-08-22	2002-10-02	Syngenta Ltd	Composition
GB0219610D0 (en) *	2002-08-22	2002-10-02	Syngenta Ltd	Composition
JP4289870B2 (ja) *	2002-11-08	2009-07-01	住化エンビロサイエンス株式会社	殺虫組成物
ES2452594T3 (es)	2005-02-24	2014-04-02	Syngenta Participations Ag	Formulación plaguicida en cápsulas
ITMI20050728A1 (it) *	2005-04-22	2006-10-23	Endura Spa	Formulazione innovativa
ITMI20050729A1 (it)	2005-04-22	2006-10-23	Endura Spa	Nuova formulazione biologicamente attiva
US10149478B2 (en)	2005-04-22	2018-12-11	Endura S.P.A.	Biologically active formulation
GB0804700D0 (en) *	2008-03-13	2008-04-16	Syngenta Ltd	Microencapsulation
PT104692B (pt) *	2009-07-29	2013-06-18	Univ Do Minho	Revestimento fotocatalitico para libertação controlada de agentes voláteis
TWI556737B (zh) *	2011-02-11	2016-11-11	陶氏農業科學公司	改良的殺蟲劑配方
ES2527187T3 (es)	2011-11-04	2015-01-21	Endura S.P.A.	Microcápsulas que comprenden un piretroide y/o un neonicotinoide y un agente sinérgico
ES2744497T3 (es)	2012-06-26	2020-02-25	Sumitomo Chemical Co	Microcápsula
PT108665B (pt)	2015-07-05	2020-11-02	Universidade Do Minho	Micro ou nanocápsulas com propriedades fotocatalíticas para libertação controlada de agentes difusores e respetivo método de obtenção
CN111013506B (zh) *	2019-12-30	2022-04-19	杭州传化精细化工有限公司	一种囊壁可降解的小分子防老剂微胶囊乳液及其制备方法和应用

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Publication number	Priority date	Publication date	Assignee	Title
US2090109A (en) *	1933-11-15	1937-08-17	Mayne R Coe	Stabilized insecticide of plant origin
FR861309A (fr) *	1939-11-03	1941-02-06		Perfectionnement aux insecticides
GB929406A (en) *	1958-12-22	1963-06-19	Upjohn Co	A process for the production of encapsulated material
US3063893A (en) *	1959-11-24	1962-11-13	Kenya Pyrethrum Board	Stabilized pyrethrum compositions
US3264176A (en) *	1963-02-11	1966-08-02	Leeco Chemical Company Divisio	Ultraviolet light stable synergistic pyrethrum compositions
US3577515A (en) *	1963-12-13	1971-05-04	Pennwalt Corp	Encapsulation by interfacial polycondensation
US3516941A (en) *	1966-07-25	1970-06-23	Minnesota Mining & Mfg	Microcapsules and process of making
US3560613A (en) *	1967-05-09	1971-02-02	Us Agriculture	Stabilization of pyrethroid compositions
US3541203A (en) *	1969-05-08	1970-11-17	Ncr Co	Protected virus composition for insect control
US3839561A (en) *	1970-07-22	1974-10-01	Scm Corp	Insecticidal compositions stabilized by certain diisophorone derivatives
CA1104882A (fr) *	1972-03-15	1981-07-14	Herbert B. Scher	Methode de mise en capsule
DE2411373A1 (de) *	1974-03-09	1975-09-11	Ekof Erz Und Kohleflotation Gm	Schaedlingsbekaempfungsverfahren

1976
- 1976-03-16 CA CA248,015A patent/CA1044134A/fr not_active Expired
- 1976-04-08 JP JP51039772A patent/JPS51133419A/ja active Granted
- 1976-04-08 DE DE19762615646 patent/DE2615646A1/de not_active Ceased
- 1976-04-08 GB GB14383/76A patent/GB1513614A/en not_active Expired
- 1976-04-08 ZA ZA762109A patent/ZA762109B/xx unknown
- 1976-04-08 IT IT48932/76A patent/IT1058102B/it active
- 1976-04-08 FR FR7610243A patent/FR2306634A1/fr active Granted
- 1976-04-08 MX MX76155U patent/MX4469E/es unknown

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US6080418A (en) *	1997-04-07	2000-06-27	3M Innovative Properties Company	Suspensions of microcapsules containing biologically active ingredients and adhesive microspheres
US6248364B1 (en)	1997-04-07	2001-06-19	3M Innovative Properties Company	Encapsulation process and encapsulated products
US6365189B1 (en)	1999-10-22	2002-04-02	3M Innovative Properties Company	Method of delivering and releasing a pheromone
US6375968B1 (en)	1999-10-22	2002-04-23	3M Innovative Properties Company	Encapsulated active material immobilized in hydrogel microbeads
US6793937B2 (en)	1999-10-22	2004-09-21	3M Innovative Properties Company	Method of delivering active material within hydrogel microbeads
US7179480B2 (en)	2002-04-24	2007-02-20	3M Innovative Properties Company	Sustained release microcapsules
US9079152B2 (en)	2003-05-11	2015-07-14	Ben Gurion University Of The Negev Research And Development Authority	Encapsulated essential oils

Also Published As

Publication number	Publication date
IT1058102B (it)	1982-04-10
JPS5542964B2 (fr)	1980-11-04
FR2306634A1 (fr)	1976-11-05
JPS51133419A (en)	1976-11-19
MX4469E (es)	1982-05-18
GB1513614A (en)	1978-06-07
ZA762109B (en)	1977-04-27
AU1281176A (en)	1977-10-06
FR2306634B1 (fr)	1980-01-11
DE2615646A1 (de)	1976-10-14

Publication	Publication Date	Title
US4056610A (en)	1977-11-01	Microcapsule insecticide composition
CA1179682A (fr)	1984-12-18	Compositions stabilisees, contenant des composes modificateurs du comportement
DE2615646A1 (de)	1976-10-14	Mikrokapselfoermiges insekticides mittel
FI80822C (fi)	1990-08-10	Inkapslingsfoerfarande samt genom foerfarandet framstaelld, mikrokapslar innehaollande insektisidkomposition.
US4309213A (en)	1982-01-05	Process of encapsulation by interfacial polycondensation
DE69814846T2 (de)	2004-05-06	Verfahren zum einkapseln und gekapselte produkte
KR100621473B1 (ko)	2006-09-22	산에 의해 방출이 자극되는 마이크로캡슐
AU757200B2 (en)	2003-02-06	Pest controlling
HRP960472A2 (en)	1998-02-28	Microencapsuled insecticide preparations and a process for the preparation thereof
JP2005528200A (ja)	2005-09-22	ポリウレアカプセル中に疎水性有機分子をカプセル化する方法
BG63522B1 (bg)	2002-04-30	Микрокапсули, съдържащи суспензии от биологичноактивни съединения и защитно средство от ултравиолетова светлина
EP0823993A2 (fr)	1998-02-18	Microcapsules sensibles au PH.
CA1308019C (fr)	1992-09-29	Microcapsules a potentiel/de liberation lente qui repoussent les animaux nuisibles
PL188073B1 (pl)	2004-12-31	Kompozycja szkodnikobójcza, sposób wytwarzania kompozycji szkodnikobójczej i jej zastosowanie
DE60201339T2 (de)	2005-10-06	Stabilisierte aktive wirkstoffe
US5549903A (en)	1996-08-27	Microencapsulated composition containing chlorpyrifos or endosulfsan
SU1535365A3 (ru)	1990-01-07	Микрокапсула
KR890001144B1 (ko)	1989-04-25	방출속도가 조절된 수생생물학적 활성제 조성물
JP4289870B2 (ja)	2009-07-01	殺虫組成物
EP3014994B1 (fr)	2019-11-20	Microcapsules pour diffusion thermique
JP2003335604A (ja)	2003-11-25	油溶性農薬活性成分のマイクロカプセルおよびその製造方法
JPS6130502A (ja)	1986-02-12	土壌害虫防除剤
AU710988B2 (en)	1999-10-07	Pesticidal composition
JPS6322004A (ja)	1988-01-29	ピレスロイド系殺虫、殺ダニ組成物
JP2018104606A (ja)	2018-07-05	塗料組成物、塗膜および物品

CA1044134A - Insecticide sous microcapsule - Google Patents

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