CA2073689A1 - Process for preparing controlled release granules - Google Patents

Process for preparing controlled release granules

Info

Publication number: CA2073689A1
Authority: CA; Canada
Prior art keywords: polyisocyanate; water; pesticide; granules; polymerization catalyst
Prior art date: 1990-01-12
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.): Abandoned

Application number

CA002073689A

Other languages

English (en)

French (fr)

Inventor

Stanley Tocker

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.)

EIDP Inc

Original Assignee

Individual

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.)

1990-01-12

Filing date

1991-01-08

Publication date

1991-07-13

1991-01-08 Application filed by Individual filed Critical Individual

1991-07-13 Publication of CA2073689A1 publication Critical patent/CA2073689A1/en

Status Abandoned legal-status Critical Current

Links

239000008187 granular material Substances 0.000 title claims abstract description 39
238000013270 controlled release Methods 0.000 title claims abstract description 9
238000004519 manufacturing process Methods 0.000 title claims abstract description 8
239000005056 polyisocyanate Substances 0.000 claims abstract description 42
229920001228 polyisocyanate Polymers 0.000 claims abstract description 42
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical class O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 27
150000001875 compounds Chemical class 0.000 claims abstract description 26
239000000575 pesticide Substances 0.000 claims abstract description 17
239000002685 polymerization catalyst Substances 0.000 claims abstract description 13
230000004888 barrier function Effects 0.000 claims abstract description 12
239000007788 liquid Substances 0.000 claims abstract description 11
239000007787 solid Substances 0.000 claims abstract description 10
229920002396 Polyurea Polymers 0.000 claims abstract description 6
239000004814 polyurethane Substances 0.000 claims abstract description 6
229920003226 polyurethane urea Polymers 0.000 claims abstract description 5
238000012695 Interfacial polymerization Methods 0.000 claims abstract description 4
238000000034 method Methods 0.000 claims description 42
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 36
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 12
239000000203 mixture Chemical class 0.000 claims description 10
239000002917 insecticide Substances 0.000 claims description 9
239000004009 herbicide Substances 0.000 claims description 8
239000000463 material Substances 0.000 claims description 8
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 8
238000006243 chemical reaction Methods 0.000 claims description 6
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 5
239000004576 sand Substances 0.000 claims description 5
CGNBQYFXGQHUQP-UHFFFAOYSA-N 2,3-dinitroaniline Chemical class NC1=CC=CC([N+]([O-])=O)=C1[N+]([O-])=O CGNBQYFXGQHUQP-UHFFFAOYSA-N 0.000 claims description 4
CAAMSDWKXXPUJR-UHFFFAOYSA-N 3,5-dihydro-4H-imidazol-4-one Chemical class O=C1CNC=N1 CAAMSDWKXXPUJR-UHFFFAOYSA-N 0.000 claims description 4
229940100389 Sulfonylurea Drugs 0.000 claims description 4
150000003512 tertiary amines Chemical class 0.000 claims description 4
RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 claims description 4
-1 uracils Chemical class 0.000 claims description 4
239000012948 isocyanate Substances 0.000 claims description 3
230000035484 reaction time Effects 0.000 claims description 3
230000002363 herbicidal effect Effects 0.000 claims 4
150000001733 carboxylic acid esters Chemical class 0.000 claims 2
239000011149 active material Substances 0.000 description 15
UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 13
QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 description 12
239000012975 dibutyltin dilaurate Substances 0.000 description 11
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 10
239000003054 catalyst Substances 0.000 description 8
CTSLUCNDVMMDHG-UHFFFAOYSA-N 5-bromo-3-(butan-2-yl)-6-methylpyrimidine-2,4(1H,3H)-dione Chemical compound CCC(C)N1C(=O)NC(C)=C(Br)C1=O CTSLUCNDVMMDHG-UHFFFAOYSA-N 0.000 description 7
239000004480 active ingredient Substances 0.000 description 7
239000000243 solution Substances 0.000 description 7
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
238000000576 coating method Methods 0.000 description 6
229940095102 methyl benzoate Drugs 0.000 description 6
229920000642 polymer Polymers 0.000 description 6
XLNZEKHULJKQBA-UHFFFAOYSA-N terbufos Chemical compound CCOP(=S)(OCC)SCSC(C)(C)C XLNZEKHULJKQBA-UHFFFAOYSA-N 0.000 description 6
239000002585 base Substances 0.000 description 5
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 5
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 5
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 5
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
239000000642 acaricide Substances 0.000 description 4
239000011248 coating agent Substances 0.000 description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
150000002894 organic compounds Chemical class 0.000 description 4
238000006116 polymerization reaction Methods 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
239000000126 substance Substances 0.000 description 4
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 4
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 4
239000004562 water dispersible granule Substances 0.000 description 4
SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
229960000892 attapulgite Drugs 0.000 description 3
235000013877 carbamide Nutrition 0.000 description 3
ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
229910052625 palygorskite Inorganic materials 0.000 description 3
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 3
ZBBLRPRYYSJUCZ-GRHBHMESSA-L (z)-but-2-enedioate;dibutyltin(2+) Chemical compound [O-]C(=O)\C=C/C([O-])=O.CCCC[Sn+2]CCCC ZBBLRPRYYSJUCZ-GRHBHMESSA-L 0.000 description 2
ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 2
230000000895 acaricidal effect Effects 0.000 description 2
239000002671 adjuvant Substances 0.000 description 2
239000003619 algicide Substances 0.000 description 2
230000000844 anti-bacterial effect Effects 0.000 description 2
239000003899 bactericide agent Substances 0.000 description 2
239000000440 bentonite Substances 0.000 description 2
229910000278 bentonite Inorganic materials 0.000 description 2
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 2
229910000019 calcium carbonate Inorganic materials 0.000 description 2
235000010216 calcium carbonate Nutrition 0.000 description 2
150000004657 carbamic acid derivatives Chemical class 0.000 description 2
239000004202 carbamide Substances 0.000 description 2
238000004132 cross linking Methods 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
238000009472 formulation Methods 0.000 description 2
239000000417 fungicide Substances 0.000 description 2
235000011187 glycerol Nutrition 0.000 description 2
150000002334 glycols Chemical class 0.000 description 2
238000005469 granulation Methods 0.000 description 2
230000003179 granulation Effects 0.000 description 2
229910052500 inorganic mineral Inorganic materials 0.000 description 2
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 2
229910052622 kaolinite Inorganic materials 0.000 description 2
238000002844 melting Methods 0.000 description 2
239000011707 mineral Substances 0.000 description 2
230000001069 nematicidal effect Effects 0.000 description 2
239000005645 nematicide Substances 0.000 description 2
230000008635 plant growth Effects 0.000 description 2
229920002635 polyurethane Polymers 0.000 description 2
229910000027 potassium carbonate Inorganic materials 0.000 description 2
239000002689 soil Substances 0.000 description 2
125000001424 substituent group Chemical group 0.000 description 2
235000000346 sugar Nutrition 0.000 description 2
150000008163 sugars Chemical class 0.000 description 2
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 2
PWBHRVGYSMBMIO-UHFFFAOYSA-M tributylstannanylium;acetate Chemical compound CCCC[Sn](CCCC)(CCCC)OC(C)=O PWBHRVGYSMBMIO-UHFFFAOYSA-M 0.000 description 2
229910052902 vermiculite Inorganic materials 0.000 description 2
239000010455 vermiculite Substances 0.000 description 2
235000019354 vermiculite Nutrition 0.000 description 2
239000012873 virucide Substances 0.000 description 2
PFUKECZPRROVOD-UHFFFAOYSA-N 1,3,5-triisocyanato-2-methylbenzene Chemical compound CC1=C(N=C=O)C=C(N=C=O)C=C1N=C=O PFUKECZPRROVOD-UHFFFAOYSA-N 0.000 description 1
VGHSXKTVMPXHNG-UHFFFAOYSA-N 1,3-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC(N=C=O)=C1 VGHSXKTVMPXHNG-UHFFFAOYSA-N 0.000 description 1
SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 1
XMTQQYYKAHVGBJ-UHFFFAOYSA-N 3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XMTQQYYKAHVGBJ-UHFFFAOYSA-N 0.000 description 1
101150034533 ATIC gene Proteins 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
239000005510 Diuron Substances 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 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
239000002253 acid Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
125000002723 alicyclic group Chemical group 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
239000011449 brick Substances 0.000 description 1
239000007931 coated granule Substances 0.000 description 1
235000005822 corn Nutrition 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
239000003337 fertilizer Substances 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
238000004128 high performance liquid chromatography Methods 0.000 description 1
125000001145 hydrido group Chemical group *[H] 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
230000000749 insecticidal effect Effects 0.000 description 1
150000002513 isocyanates Chemical class 0.000 description 1
125000001261 isocyanato group Chemical group *N=C=O 0.000 description 1
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
239000002736 nonionic surfactant Substances 0.000 description 1
239000011368 organic material Substances 0.000 description 1
KZAUOCCYDRDERY-UHFFFAOYSA-N oxamyl Chemical compound CNC(=O)ON=C(SC)C(=O)N(C)C KZAUOCCYDRDERY-UHFFFAOYSA-N 0.000 description 1
238000006068 polycondensation reaction Methods 0.000 description 1
239000011527 polyurethane coating Substances 0.000 description 1
235000007686 potassium Nutrition 0.000 description 1
235000011181 potassium carbonates Nutrition 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000000376 reactant Substances 0.000 description 1
238000005070 sampling Methods 0.000 description 1
239000011343 solid material Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000007921 spray Substances 0.000 description 1
230000003068 static effect Effects 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
239000000758 substrate Substances 0.000 description 1
150000005846 sugar alcohols Polymers 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
ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 1
150000003672 ureas Chemical class 0.000 description 1
150000003673 urethanes Chemical class 0.000 description 1
238000009736 wetting Methods 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
- 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

Landscapes

Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Health & Medical Sciences (AREA)
Toxicology (AREA)
Pest Control & Pesticides (AREA)
Plant Pathology (AREA)
Agronomy & Crop Science (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Medicinal Preparation (AREA)

CA002073689A 1990-01-12 1991-01-08 Process for preparing controlled release granules Abandoned CA2073689A1 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US46443490A	1990-01-12	1990-01-12
US07/464,434		1990-01-12

Publications (1)

Publication Number	Publication Date
CA2073689A1 true CA2073689A1 (en)	1991-07-13

Family

ID=23843943

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002073689A Abandoned CA2073689A1 (en)	1990-01-12	1991-01-08	Process for preparing controlled release granules

Country Status (11)

Country	Link
EP (1)	EP0513027A1 (cs)
JP (1)	JPH05503697A (cs)
KR (1)	KR927002910A (cs)
AU (1)	AU7175091A (cs)
CA (1)	CA2073689A1 (cs)
CS (1)	CS5891A3 (cs)
IL (1)	IL96916A0 (cs)
NZ (1)	NZ236736A (cs)
PT (1)	PT96469A (cs)
WO (1)	WO1991010362A1 (cs)
ZA (1)	ZA91237B (cs)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5560768A (en) *	1993-05-06	1996-10-01	Haifa Chemicals South Ltd.	Method for preparing an encapsulated slow-release particulate fertilizer
JP3761649B2 (ja) *	1996-12-11	2006-03-29	住友化学株式会社	粒状農薬組成物の製造方法
US5851261A (en) *	1996-12-30	1998-12-22	Bayer Corporation	Process for the production of polyurea encapsulated fertilizer particles and the encapsulated fertilizer particles produced by this process
WO1999033341A1 (en) *	1997-12-24	1999-07-08	Kiwitech Limited	Substantially water-insoluble matrix containing bioactive substances for slow release
JP4655606B2 (ja) *	2003-12-04	2011-03-23	住友化学株式会社	農薬粒剤
US20090041819A1 (en)	2005-03-28	2009-02-12	Sumitomo Chemical Company Limited	Pesticidal Composition
MX393696B (es) *	2014-04-28	2025-03-19	Basf Se	Metodo de formacion de un fertilizante encapsulado.
CN120518836B (zh) *	2025-07-23	2025-09-19	山东壹通达高分子材料有限公司	一种高耐磨聚氨酯弹性体的制备方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4223070A (en) *	1978-05-04	1980-09-16	Stauffer Chemical Company	Impregnated porous granules with slow release pore membranes and process therefor
DE2743485C3 (de) *	1977-09-28	1980-09-04	Hoechst Ag, 6000 Frankfurt	Verfahren zur Herstellung von biologisch bodenwirksamen Granulaten

1991
- 1991-01-08 WO PCT/US1991/000015 patent/WO1991010362A1/en not_active Ceased
- 1991-01-08 CA CA002073689A patent/CA2073689A1/en not_active Abandoned
- 1991-01-08 EP EP91901981A patent/EP0513027A1/en not_active Ceased
- 1991-01-08 AU AU71750/91A patent/AU7175091A/en not_active Abandoned
- 1991-01-08 KR KR1019920701646A patent/KR927002910A/ko not_active Withdrawn
- 1991-01-08 JP JP3502957A patent/JPH05503697A/ja active Pending
- 1991-01-10 IL IL96916A patent/IL96916A0/xx unknown
- 1991-01-10 NZ NZ236736A patent/NZ236736A/en unknown
- 1991-01-11 PT PT96469A patent/PT96469A/pt not_active Application Discontinuation
- 1991-01-11 ZA ZA91237A patent/ZA91237B/xx unknown
- 1991-01-11 CS CS9158A patent/CS5891A3/cs unknown

Also Published As

Publication number	Publication date
AU7175091A (en)	1991-08-05
EP0513027A1 (en)	1992-11-19
ZA91237B (en)	1992-09-30
PT96469A (pt)	1991-10-15
CS5891A3 (en)	1992-06-17
NZ236736A (en)	1993-03-26
KR927002910A (ko)	1992-12-17
WO1991010362A1 (en)	1991-07-25
IL96916A0 (en)	1992-03-29
JPH05503697A (ja)	1993-06-17

Legal Events

Date	Code	Title	Description
1994-07-09	FZDE	Discontinued

Publication	Publication Date	Title
EP0005302B1 (en)	1981-11-25	Impregnated porous granules with slow-release pore membranes, and process for the manufacture thereof
DE3751604T2 (de)	1996-05-09	Düngemittel enthaltende Zusammensetzungen.
US6358296B1 (en)	2002-03-19	Slow-release polyurethane encapsulated fertilizer using oleo polyols
US6364925B1 (en)	2002-04-02	Polyurethane encapsulated fertilizer having improved slow-release properties
US3920436A (en)	1975-11-18	Artificial protective environment for plants
US20050277549A1 (en)	2005-12-15	Microcapsules having activated release of core material therein
HUP0100193A2 (hu)	2001-06-28	Könnyen állítható kibocsátást biztosító mikrokapszulák
AU7175091A (en)	1991-08-05	Process for preparing controlled release granules
US6682751B1 (en)	2004-01-27	Controlled-release pesticidal composition and method of making
CN104619173A (zh)	2015-05-13	农用化学组合物,其制备方法及其用途
EP0523198B1 (en)	1997-01-22	Impregnated porous granules for controlled release of liquid material and process therefor
CH638406A5 (de)	1983-09-30	Verfahren zur herstellung von biologisch wirksamen pellets oder granulaten.
KR840002324B1 (ko)	1984-12-19	과립상 농약 조성물
JPS59206302A (ja)	1984-11-22	被覆型農園芸用粒剤の製造法
KR820002243B1 (ko)	1982-12-08	방출제어공막을 갖는 함침된 다공성 과립체
JP2008074810A (ja)	2008-04-03	被覆粉状農薬の製造方法
CN120436130A (zh)	2025-08-08	一种丙草胺微球及其制备方法和应用
JPH0818925B2 (ja)	1996-02-28	被覆型農園芸用粒剤およびその製造法
MXPA99006607A (es)	2000-04-24	Encapsulacion de fertilizante de poliurea-uretano asimetrico
MXPA00002307A (en)	2001-12-04	Microcapsules with readily adjustable release rates