IL141153A - Microcapsules that release the active ingredient in the presence of a base - Google Patents

Microcapsules that release the active ingredient in the presence of a base

Info

Publication number: IL141153A
Authority: IL; Israel
Prior art keywords: microcapsule; cochr; microcapsule according; encapsulated; microcapsules
Prior art date: 1998-07-29

Application number

IL14115399A

Other languages

English (en)

Hebrew (he)

Other versions

IL141153A0 (en

Original Assignee

Syngenta Ltd

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.)

1998-07-29

Filing date

1999-07-28

Publication date

2005-12-18

1999-07-28 Application filed by Syngenta Ltd filed Critical Syngenta Ltd

2002-02-10 Publication of IL141153A0 publication Critical patent/IL141153A0/xx

2005-12-18 Publication of IL141153A publication Critical patent/IL141153A/en

Links

239000003094 microcapsule Substances 0.000 title claims description 98
230000001960 triggered effect Effects 0.000 title description 2
238000000034 method Methods 0.000 claims description 55
239000000203 mixture Substances 0.000 claims description 52
239000000463 material Substances 0.000 claims description 47
150000002148 esters Chemical group 0.000 claims description 45
239000002253 acid Substances 0.000 claims description 42
239000000575 pesticide Substances 0.000 claims description 42
239000002775 capsule Substances 0.000 claims description 39
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 38
239000003431 cross linking reagent Substances 0.000 claims description 36
239000000243 solution Substances 0.000 claims description 35
229920003180 amino resin Polymers 0.000 claims description 28
238000006243 chemical reaction Methods 0.000 claims description 27
239000000839 emulsion Substances 0.000 claims description 27
239000004615 ingredient Substances 0.000 claims description 26
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 26
230000008569 process Effects 0.000 claims description 26
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 24
239000012074 organic phase Substances 0.000 claims description 23
150000007513 acids Chemical class 0.000 claims description 22
CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 claims description 22
239000000126 substance Substances 0.000 claims description 21
125000000524 functional group Chemical group 0.000 claims description 20
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 19
241000238631 Hexapoda Species 0.000 claims description 18
239000007788 liquid Substances 0.000 claims description 17
SBPBAQFWLVIOKP-UHFFFAOYSA-N chlorpyrifos Chemical compound CCOP(=S)(OCC)OC1=NC(Cl)=C(Cl)C=C1Cl SBPBAQFWLVIOKP-UHFFFAOYSA-N 0.000 claims description 15
229920005989 resin Polymers 0.000 claims description 15
239000011347 resin Substances 0.000 claims description 15
239000008346 aqueous phase Substances 0.000 claims description 14
239000000725 suspension Substances 0.000 claims description 14
229910052760 oxygen Inorganic materials 0.000 claims description 13
241000607479 Yersinia pestis Species 0.000 claims description 12
239000001301 oxygen Substances 0.000 claims description 12
239000012071 phase Substances 0.000 claims description 12
229910052717 sulfur Chemical group 0.000 claims description 12
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 11
238000009833 condensation Methods 0.000 claims description 11
230000005494 condensation Effects 0.000 claims description 11
239000002917 insecticide Substances 0.000 claims description 11
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 10
230000015556 catabolic process Effects 0.000 claims description 10
ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical group O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 claims description 10
239000011593 sulfur Chemical group 0.000 claims description 10
TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 claims description 9
239000005944 Chlorpyrifos Substances 0.000 claims description 9
229920001807 Urea-formaldehyde Polymers 0.000 claims description 9
125000000217 alkyl group Chemical group 0.000 claims description 9
CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims description 9
238000011065 in-situ storage Methods 0.000 claims description 9
ZHNUHDYFZUAESO-OUBTZVSYSA-N aminoformaldehyde Chemical compound N[13CH]=O ZHNUHDYFZUAESO-OUBTZVSYSA-N 0.000 claims description 8
235000011114 ammonium hydroxide Nutrition 0.000 claims description 8
239000007900 aqueous suspension Substances 0.000 claims description 8
229910052739 hydrogen Inorganic materials 0.000 claims description 8
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 8
238000004519 manufacturing process Methods 0.000 claims description 8
239000004094 surface-active agent Substances 0.000 claims description 8
239000007864 aqueous solution Substances 0.000 claims description 7
229910052799 carbon Inorganic materials 0.000 claims description 7
230000032050 esterification Effects 0.000 claims description 7
238000005886 esterification reaction Methods 0.000 claims description 7
239000000376 reactant Substances 0.000 claims description 7
ARXKVVRQIIOZGF-UHFFFAOYSA-N 1,2,4-butanetriol Chemical compound OCCC(O)CO ARXKVVRQIIOZGF-UHFFFAOYSA-N 0.000 claims description 6
210000001035 gastrointestinal tract Anatomy 0.000 claims description 6
229920000642 polymer Polymers 0.000 claims description 6
125000003396 thiol group Chemical group [H]S* 0.000 claims description 6
150000003573 thiols Chemical group 0.000 claims description 6
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 5
150000001412 amines Chemical class 0.000 claims description 5
239000000908 ammonium hydroxide Substances 0.000 claims description 5
239000003795 chemical substances by application Substances 0.000 claims description 5
DNJIEGIFACGWOD-UHFFFAOYSA-N ethyl mercaptane Natural products CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 claims description 5
239000007787 solid Substances 0.000 claims description 5
DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 claims description 5
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 4
229920000877 Melamine resin Polymers 0.000 claims description 4
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 4
230000002378 acidificating effect Effects 0.000 claims description 4
239000003513 alkali Substances 0.000 claims description 4
229910001854 alkali hydroxide Inorganic materials 0.000 claims description 4
229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 claims description 4
IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 claims description 4
238000010438 heat treatment Methods 0.000 claims description 4
239000004310 lactic acid Substances 0.000 claims description 4
235000014655 lactic acid Nutrition 0.000 claims description 4
231100000614 poison Toxicity 0.000 claims description 4
239000000600 sorbitol Substances 0.000 claims description 4
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 3
125000003158 alcohol group Chemical group 0.000 claims description 3
FSDSKERRNURGGO-UHFFFAOYSA-N cyclohexane-1,3,5-triol Chemical compound OC1CC(O)CC(O)C1 FSDSKERRNURGGO-UHFFFAOYSA-N 0.000 claims description 3
238000006731 degradation reaction Methods 0.000 claims description 3
WQABCVAJNWAXTE-UHFFFAOYSA-N dimercaprol Chemical compound OCC(S)CS WQABCVAJNWAXTE-UHFFFAOYSA-N 0.000 claims description 3
239000003444 phase transfer catalyst Substances 0.000 claims description 3
239000002574 poison Substances 0.000 claims description 3
239000002728 pyrethroid Substances 0.000 claims description 3
210000002784 stomach Anatomy 0.000 claims description 3
ZXQYGBMAQZUVMI-RDDWSQKMSA-N (1S)-cis-(alphaR)-cyhalothrin Chemical compound CC1(C)[C@H](\C=C(/Cl)C(F)(F)F)[C@@H]1C(=O)O[C@@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-RDDWSQKMSA-N 0.000 claims description 2
239000002535 acidifier Substances 0.000 claims description 2
239000003905 agrochemical Substances 0.000 claims description 2
238000003776 cleavage reaction Methods 0.000 claims description 2
125000004122 cyclic group Chemical group 0.000 claims description 2
HXYCHJFUBNTKQR-UHFFFAOYSA-N heptane-1,2,3-triol Chemical compound CCCCC(O)C(O)CO HXYCHJFUBNTKQR-UHFFFAOYSA-N 0.000 claims description 2
239000001257 hydrogen Substances 0.000 claims description 2
150000004679 hydroxides Chemical class 0.000 claims description 2
239000005910 lambda-Cyhalothrin Substances 0.000 claims description 2
230000007935 neutral effect Effects 0.000 claims description 2
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
150000003242 quaternary ammonium salts Chemical class 0.000 claims description 2
230000007017 scission Effects 0.000 claims description 2
PMNLUUOXGOOLSP-UHFFFAOYSA-N 2-mercaptopropanoic acid Chemical compound CC(S)C(O)=O PMNLUUOXGOOLSP-UHFFFAOYSA-N 0.000 claims 4
125000004005 formimidoyl group Chemical group [H]\N=C(/[H])* 0.000 claims 2
125000001453 quaternary ammonium group Chemical group 0.000 claims 2
241000238876 Acari Species 0.000 claims 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
241000283984 Rodentia Species 0.000 claims 1
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 18
239000000047 product Substances 0.000 description 18
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 17
AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 16
238000009472 formulation Methods 0.000 description 16
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
239000002585 base Substances 0.000 description 15
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 11
239000002245 particle Substances 0.000 description 10
238000002360 preparation method Methods 0.000 description 10
239000007921 spray Substances 0.000 description 10
239000000084 colloidal system Substances 0.000 description 9
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
241000254173 Coleoptera Species 0.000 description 8
239000004971 Cross linker Substances 0.000 description 8
-1 dusts Substances 0.000 description 8
239000002904 solvent Substances 0.000 description 8
241000196324 Embryophyta Species 0.000 description 7
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 7
239000004480 active ingredient Substances 0.000 description 7
150000001875 compounds Chemical class 0.000 description 7
230000001681 protective effect Effects 0.000 description 7
241000894007 species Species 0.000 description 7
150000007970 thio esters Chemical group 0.000 description 7
238000013270 controlled release Methods 0.000 description 6
235000019256 formaldehyde Nutrition 0.000 description 6
229910052757 nitrogen Inorganic materials 0.000 description 6
230000000361 pesticidal effect Effects 0.000 description 6
FGDXAAZWIIJTON-UHFFFAOYSA-N 3-sulfanylpropane-1,1-diol Chemical compound OC(O)CCS FGDXAAZWIIJTON-UHFFFAOYSA-N 0.000 description 5
241001414823 Lygus hesperus Species 0.000 description 5
125000003118 aryl group Chemical group 0.000 description 5
DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 description 5
239000003054 catalyst Substances 0.000 description 5
238000004821 distillation Methods 0.000 description 5
238000005538 encapsulation Methods 0.000 description 5
230000006870 function Effects 0.000 description 5
238000010998 test method Methods 0.000 description 5
BMTAFVWTTFSTOG-UHFFFAOYSA-N Butylate Chemical compound CCSC(=O)N(CC(C)C)CC(C)C BMTAFVWTTFSTOG-UHFFFAOYSA-N 0.000 description 4
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 4
230000007062 hydrolysis Effects 0.000 description 4
238000006460 hydrolysis reaction Methods 0.000 description 4
238000010992 reflux Methods 0.000 description 4
241000256244 Heliothis virescens Species 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
230000004071 biological effect Effects 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
238000004132 cross linking Methods 0.000 description 3
230000000694 effects Effects 0.000 description 3
239000004009 herbicide Substances 0.000 description 3
239000011344 liquid material Substances 0.000 description 3
230000035699 permeability Effects 0.000 description 3
230000002688 persistence Effects 0.000 description 3
238000012643 polycondensation polymerization Methods 0.000 description 3
238000005507 spraying Methods 0.000 description 3
PTJWCLYPVFJWMP-UHFFFAOYSA-N 2-[[3-hydroxy-2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)COCC(CO)(CO)CO PTJWCLYPVFJWMP-UHFFFAOYSA-N 0.000 description 2
241000566547 Agrotis ipsilon Species 0.000 description 2
241001367803 Chrysodeixis includens Species 0.000 description 2
229920000742 Cotton Polymers 0.000 description 2
244000299507 Gossypium hirsutum Species 0.000 description 2
241000255990 Helicoverpa Species 0.000 description 2
241000256257 Heliothis Species 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
241000255777 Lepidoptera Species 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
241000255993 Trichoplusia ni Species 0.000 description 2
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
230000000895 acaricidal effect Effects 0.000 description 2
239000000642 acaricide Substances 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
230000008901 benefit Effects 0.000 description 2
230000003115 biocidal effect Effects 0.000 description 2
239000003139 biocide Substances 0.000 description 2
VEMKTZHHVJILDY-UXHICEINSA-N bioresmethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-UXHICEINSA-N 0.000 description 2
150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
150000001735 carboxylic acids Chemical class 0.000 description 2
239000003153 chemical reaction reagent Substances 0.000 description 2
239000006185 dispersion Substances 0.000 description 2
230000007613 environmental effect Effects 0.000 description 2
HNRMPXKDFBEGFZ-UHFFFAOYSA-N ethyl trimethyl methane Natural products CCC(C)(C)C HNRMPXKDFBEGFZ-UHFFFAOYSA-N 0.000 description 2
239000003337 fertilizer Substances 0.000 description 2
230000012010 growth Effects 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
239000002949 juvenile hormone Substances 0.000 description 2
239000007764 o/w emulsion Substances 0.000 description 2
238000006384 oligomerization reaction Methods 0.000 description 2
230000020477 pH reduction Effects 0.000 description 2
208000035824 paresthesia Diseases 0.000 description 2
239000005648 plant growth regulator Substances 0.000 description 2
239000000843 powder Substances 0.000 description 2
230000035945 sensitivity Effects 0.000 description 2
239000011343 solid material Substances 0.000 description 2
238000003860 storage Methods 0.000 description 2
125000004434 sulfur atom Chemical group 0.000 description 2
238000011282 treatment Methods 0.000 description 2
NGFUWANGZFFYHK-UHFFFAOYSA-N 1,3,3a,4,6,6a-hexahydroimidazo[4,5-d]imidazole-2,5-dione;formaldehyde Chemical compound O=C.N1C(=O)NC2NC(=O)NC21 NGFUWANGZFFYHK-UHFFFAOYSA-N 0.000 description 1
UTYNJSQBVRVALW-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)propane-1,3-diol;2,2-bis(sulfanyl)acetic acid;2-(carboxymethoxy)acetic acid Chemical compound OC(=O)C(S)S.OCC(CO)(CO)CO.OC(=O)COCC(O)=O UTYNJSQBVRVALW-UHFFFAOYSA-N 0.000 description 1
QEVGZEDELICMKH-UHFFFAOYSA-L 2-(carboxylatomethoxy)acetate Chemical compound [O-]C(=O)COCC([O-])=O QEVGZEDELICMKH-UHFFFAOYSA-L 0.000 description 1
TWUUPEBBQHQPLM-UHFFFAOYSA-N 2-hydroxyacetic acid 2,2,2-tris(sulfanyl)acetic acid Chemical compound SC(C(=O)O)(S)S.C(CO)(=O)O TWUUPEBBQHQPLM-UHFFFAOYSA-N 0.000 description 1
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
PXRKCOCTEMYUEG-UHFFFAOYSA-N 5-aminoisoindole-1,3-dione Chemical compound NC1=CC=C2C(=O)NC(=O)C2=C1 PXRKCOCTEMYUEG-UHFFFAOYSA-N 0.000 description 1
LLQHSBBZNDXTIV-UHFFFAOYSA-N 6-[5-[[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]methyl]-4,5-dihydro-1,2-oxazol-3-yl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC1CC(=NO1)C1=CC2=C(NC(O2)=O)C=C1 LLQHSBBZNDXTIV-UHFFFAOYSA-N 0.000 description 1
241000449794 Alabama argillacea Species 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
229920006107 Beetle™ Polymers 0.000 description 1
235000016068 Berberis vulgaris Nutrition 0.000 description 1
241000335053 Beta vulgaris Species 0.000 description 1
229920003270 Cymel® Polymers 0.000 description 1
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
239000004386 Erythritol Substances 0.000 description 1
UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
241000567413 Estigmene Species 0.000 description 1
241000567412 Estigmene acrea Species 0.000 description 1
AEMRFAOFKBGASW-UHFFFAOYSA-M Glycolate Chemical compound OCC([O-])=O AEMRFAOFKBGASW-UHFFFAOYSA-M 0.000 description 1
240000000047 Gossypium barbadense Species 0.000 description 1
240000002024 Gossypium herbaceum Species 0.000 description 1
235000004341 Gossypium herbaceum Nutrition 0.000 description 1
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241000255967 Helicoverpa zea Species 0.000 description 1
241000258937 Hemiptera Species 0.000 description 1
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238000004566 IR spectroscopy Methods 0.000 description 1
206010061217 Infestation Diseases 0.000 description 1
238000012695 Interfacial polymerization Methods 0.000 description 1
JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
229920001732 Lignosulfonate Polymers 0.000 description 1
241001414826 Lygus Species 0.000 description 1
241001465754 Metazoa Species 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
241001147397 Ostrinia Species 0.000 description 1
241001147398 Ostrinia nubilalis Species 0.000 description 1
241000721452 Pectinophora Species 0.000 description 1
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241001230134 Phasis Species 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
206010040914 Skin reaction Diseases 0.000 description 1
241000256248 Spodoptera Species 0.000 description 1
241001521235 Spodoptera eridania Species 0.000 description 1
241000256251 Spodoptera frugiperda Species 0.000 description 1
241000256250 Spodoptera littoralis Species 0.000 description 1
244000269722 Thea sinensis Species 0.000 description 1
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
241000700605 Viruses Species 0.000 description 1
239000003377 acid catalyst Substances 0.000 description 1
239000011149 active material Substances 0.000 description 1
239000000654 additive Substances 0.000 description 1
239000002671 adjuvant Substances 0.000 description 1
238000004220 aggregation Methods 0.000 description 1
230000002776 aggregation Effects 0.000 description 1
238000013019 agitation Methods 0.000 description 1
GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
230000000844 anti-bacterial effect Effects 0.000 description 1
239000005667 attractant Substances 0.000 description 1
238000010533 azeotropic distillation Methods 0.000 description 1
239000003899 bactericide agent Substances 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
239000003124 biologic agent Substances 0.000 description 1
238000012925 biological evaluation Methods 0.000 description 1
238000009835 boiling Methods 0.000 description 1
239000004490 capsule suspension Substances 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
125000002843 carboxylic acid group Chemical group 0.000 description 1
230000008859 change Effects 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Substances OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 1
239000004927 clay Substances 0.000 description 1
238000006482 condensation reaction Methods 0.000 description 1
238000010276 construction Methods 0.000 description 1
230000002596 correlated effect Effects 0.000 description 1
230000008878 coupling Effects 0.000 description 1
238000010168 coupling process Methods 0.000 description 1
238000005859 coupling reaction Methods 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
239000003599 detergent Substances 0.000 description 1
238000009792 diffusion process Methods 0.000 description 1
MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
230000008034 disappearance Effects 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
150000002019 disulfides Chemical class 0.000 description 1
244000013123 dwarf bean Species 0.000 description 1
230000002500 effect on skin Effects 0.000 description 1
239000004495 emulsifiable concentrate Substances 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
229940009714 erythritol Drugs 0.000 description 1
235000019414 erythritol Nutrition 0.000 description 1
239000000796 flavoring agent Substances 0.000 description 1
235000019634 flavors Nutrition 0.000 description 1
239000012530 fluid Substances 0.000 description 1
BDAGIHXWWSANSR-UHFFFAOYSA-N formic acid Substances OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 1
238000005194 fractionation Methods 0.000 description 1
239000000417 fungicide Substances 0.000 description 1
239000008187 granular material Substances 0.000 description 1
230000002363 herbicidal effect Effects 0.000 description 1
239000003906 humectant Substances 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
125000004356 hydroxy functional group Chemical group O* 0.000 description 1
239000000976 ink Substances 0.000 description 1
JJTUDXZGHPGLLC-UHFFFAOYSA-N lactide Chemical group CC1OC(=O)C(C)OC1=O JJTUDXZGHPGLLC-UHFFFAOYSA-N 0.000 description 1
230000001418 larval effect Effects 0.000 description 1
239000012263 liquid product Substances 0.000 description 1
238000011068 loading method Methods 0.000 description 1
230000007774 longterm Effects 0.000 description 1
239000012528 membrane Substances 0.000 description 1
MKIJJIMOAABWGF-UHFFFAOYSA-N methyl 2-sulfanylacetate Chemical compound COC(=O)CS MKIJJIMOAABWGF-UHFFFAOYSA-N 0.000 description 1
239000005645 nematicide Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
238000005691 oxidative coupling reaction Methods 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
238000004806 packaging method and process Methods 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
239000003016 pheromone Substances 0.000 description 1
239000000049 pigment Substances 0.000 description 1
230000007096 poisonous effect Effects 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
239000002685 polymerization catalyst Substances 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
238000007639 printing Methods 0.000 description 1
102000004169 proteins and genes Human genes 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
238000010926 purge Methods 0.000 description 1
238000000746 purification Methods 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
239000005871 repellent Substances 0.000 description 1
230000002940 repellent Effects 0.000 description 1
239000003128 rodenticide Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
230000035807 sensation Effects 0.000 description 1
235000019615 sensations Nutrition 0.000 description 1
230000035483 skin reaction Effects 0.000 description 1
231100000430 skin reaction Toxicity 0.000 description 1
CMXPERZAMAQXSF-UHFFFAOYSA-M sodium;1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonate;1,8-dihydroxyanthracene-9,10-dione Chemical compound [Na+].O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O.CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC CMXPERZAMAQXSF-UHFFFAOYSA-M 0.000 description 1
239000002689 soil Substances 0.000 description 1
239000012265 solid product Substances 0.000 description 1
230000003595 spectral effect Effects 0.000 description 1
238000001694 spray drying Methods 0.000 description 1
238000005728 strengthening Methods 0.000 description 1
239000000375 suspending agent Substances 0.000 description 1
229940071127 thioglycolate Drugs 0.000 description 1
CWERGRDVMFNCDR-UHFFFAOYSA-M thioglycolate(1-) Chemical compound [O-]C(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-M 0.000 description 1
239000010936 titanium Substances 0.000 description 1
OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
125000005208 trialkylammonium group Chemical group 0.000 description 1
239000007762 w/o emulsion Substances 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000000230 xanthan gum Substances 0.000 description 1
229920001285 xanthan gum Polymers 0.000 description 1
229940082509 xanthan gum Drugs 0.000 description 1
235000010493 xanthan gum Nutrition 0.000 description 1
239000008096 xylene Substances 0.000 description 1
239000011787 zinc oxide 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
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/14—Polymerisation; cross-linking
- B01J13/16—Interfacial polymerisation
- 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
- A01N25/08—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
- A01N25/10—Macromolecular compounds
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- 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

Landscapes

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

IL14115399A 1998-07-29 1999-07-28 Microcapsules that release the active ingredient in the presence of a base IL141153A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US12603198A	1998-07-29	1998-07-29
PCT/GB1999/002463 WO2000005951A1 (fr)	1998-07-29	1999-07-28	Microcapsules a liberation declenchee par base

Publications (2)

Publication Number	Publication Date
IL141153A0 IL141153A0 (en)	2002-02-10
IL141153A true IL141153A (en)	2005-12-18

Family

ID=22422632

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL14115399A IL141153A (en)	1998-07-29	1999-07-28	Microcapsules that release the active ingredient in the presence of a base

Country Status (27)

Country	Link
EP (1)	EP1100326B1 (fr)
JP (2)	JP4740454B2 (fr)
KR (1)	KR100621474B1 (fr)
CN (1)	CN1162076C (fr)
AR (1)	AR023317A1 (fr)
AT (1)	ATE237929T1 (fr)
AU (1)	AU757132B2 (fr)
BG (1)	BG64963B1 (fr)
BR (1)	BR9912584B1 (fr)
CA (1)	CA2338997C (fr)
CZ (1)	CZ303965B6 (fr)
DE (1)	DE69907206T2 (fr)
DK (1)	DK1100326T3 (fr)
EA (1)	EA003934B1 (fr)
ES (1)	ES2198933T3 (fr)
HU (1)	HU229399B1 (fr)
IL (1)	IL141153A (fr)
MX (1)	MXPA01001073A (fr)
MY (1)	MY118627A (fr)
NZ (1)	NZ509545A (fr)
PL (1)	PL198545B1 (fr)
PT (1)	PT1100326E (fr)
RO (1)	RO121579B1 (fr)
SK (1)	SK287394B6 (fr)
TR (1)	TR200100284T2 (fr)
TW (1)	TWI233777B (fr)
WO (1)	WO2000005951A1 (fr)

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KR100854530B1 (ko) *	2000-06-05	2008-08-26	신젠타 리미티드	신규한 마이크로캡슐
JP4580382B2 (ja) *	2003-04-14	2010-11-10	ビーエーエスエフソシエタス・ヨーロピア	ペンジメタンの水性流動性濃縮組成物
PL1722634T3 (pl)	2004-03-10	2011-12-30	Monsanto Technology Llc	Kompozycje herbicydowe zawierające N-fosfonometyloglicynę i herbicyd auksynowy
BRPI0512102A (pt) *	2004-06-14	2008-02-06	Monsanto Technology Llc	microcápsulas tendo liberação ativada de material de núcleo dentro delas
CN101128113B (zh) *	2005-02-24	2013-10-30	辛根塔参与股份公司	胶囊制剂
KR100819064B1 (ko)	2006-12-19	2008-04-04	(재)대구경북과학기술연구원	생분자 고정화 링커
US9089830B2 (en)	2008-12-17	2015-07-28	Dow Corning Corporation	Suspensions of silicate shell microcapsules for temperature controlled release
EP2395843B1 (fr)	2009-02-13	2017-08-09	Monsanto Technology LLC	Encapsulation de desherbants permettant de reduire les dommages causes a des cultures
US20120142532A1 (en)	2009-08-10	2012-06-07	Monsanto Technology Llc	Low volatility auxin herbicide formulations
US9913469B2 (en)	2010-08-18	2018-03-13	Monsanto Technology Llc	Early applications of encapsulated acetamides for reduced injury in crops
BR112013029907A2 (pt) *	2011-06-01	2016-08-09	Basf Se	método de controle de vegetação indesejada e uso de uma base
US9206381B2 (en)	2011-09-21	2015-12-08	Ecolab Usa Inc.	Reduced misting alkaline cleaners using elongational viscosity modifiers
AU2012328638B2 (en)	2011-10-26	2016-11-17	Monsanto Technology Llc	Salts of carboxylic acid herbicides
JP6053199B2 (ja) *	2011-11-02	2016-12-27	シャー、ディーパック	可変放出水分散性粒状組成物
BR112014014286B1 (pt) *	2011-12-27	2020-12-08	Dow Global Technologies Llc	composição, método de preparação de uma composição
UY34845A (es)	2012-06-04	2014-01-31	Monsanto Technology Llc	?composiciones herbicidas concentradas acuosas que contienen sales de glifosato y sales de dicamba
CA3123572A1 (fr)	2013-02-27	2014-09-04	Monsanto Technology Llc	Composition de glyphosate pour melanges en cuve de dicamba avec une volatilite amelioree
CA3181871A1 (fr)	2014-01-27	2015-07-30	Monsanto Technology Llc	Concentres herbicides aqueux comprenant un herbicide a l'acetanilide, uninhibiteur de la protoporphyrinogene oxydase et epaississeur pseudoplastique
US9637708B2 (en)	2014-02-14	2017-05-02	Ecolab Usa Inc.	Reduced misting and clinging chlorine-based hard surface cleaner
WO2017205339A1 (fr)	2016-05-23	2017-11-30	Ecolab Usa Inc.	Compositions acides de nettoyage, d'aseptisation et de désinfection à faible embuage par l'utilisation de polymères en émulsion d'eau dans l'huile à masse moléculaire élevée
WO2017205334A1 (fr)	2016-05-23	2017-11-30	Ecolab Usa Inc.	Compositions alcalines et neutres de nettoyage, d'aseptisation et de désinfection à faible embuage par l'utilisation de polymères en émulsion d'eau dans l'huile à masse moléculaire élevée
AU2018227539B2 (en)	2017-03-01	2020-04-09	Ecolab Usa Inc.	Reduced inhalation hazard sanitizers and disinfectants via high molecular weight polymers
MX2019015014A (es)	2017-06-13	2020-02-26	Monsanto Technology Llc	Herbicidas microencapsulados.
JP2019174077A (ja) *	2018-03-29	2019-10-10	ダイキン工業株式会社	薬剤入りカプセルおよび空気処理装置の部品
US11930740B2 (en)	2018-07-24	2024-03-19	Kubota Corporation	Threshing apparatus
UA129154C2 (uk)	2019-01-30	2025-01-29	Монсанто Текнолоджі Ллс	Мікрокапсульовані ацетамідні гербіциди
CN114096650A (zh)	2019-07-12	2022-02-25	埃科莱布美国股份有限公司	使用碱溶性乳液聚合物的减少雾化的碱性清洁剂

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US4140516A (en) *	1977-05-31	1979-02-20	Stauffer Chemical Company	Encapsulation process employing phase transfer catalysts
US4956129A (en) *	1984-03-30	1990-09-11	Ici Americas Inc.	Microencapsulation process
ATE30522T1 (de) *	1984-03-30	1987-11-15	Stauffer Chemical Co	Mikrokapseln und verfahren zur mikroeinkapselung.
JPH0694406B2 (ja) *	1988-11-08	1994-11-24	呉羽化学工業株式会社	クロルピリホス含有マイクロカプセルの水懸濁液
JP3194768B2 (ja) *	1991-12-10	2001-08-06	トッパン・フォームズ株式会社	マイクロカプセル及びその製造方法
DE4321205B4 (de) *	1993-06-25	2006-06-29	Basf Ag	Mikrokapseln, Verfahren zu ihrer Herstellung und ihre Verwendung
US5846554A (en) *	1993-11-15	1998-12-08	Zeneca Limited	Microcapsules containing suspensions of biologically active compounds and ultraviolet protectant
US6022501A (en) *	1996-08-15	2000-02-08	American Cyanamid Company	pH-sensitive microcapsules

1999
- 1999-07-28 EA EA200100191A patent/EA003934B1/ru not_active IP Right Cessation
- 1999-07-28 EP EP99936786A patent/EP1100326B1/fr not_active Expired - Lifetime
- 1999-07-28 MX MXPA01001073A patent/MXPA01001073A/es not_active IP Right Cessation
- 1999-07-28 PT PT99936786T patent/PT1100326E/pt unknown
- 1999-07-28 SK SK135-2001A patent/SK287394B6/sk not_active IP Right Cessation
- 1999-07-28 IL IL14115399A patent/IL141153A/en not_active IP Right Cessation
- 1999-07-28 AU AU51768/99A patent/AU757132B2/en not_active Ceased
- 1999-07-28 JP JP2000561818A patent/JP4740454B2/ja not_active Expired - Fee Related
- 1999-07-28 NZ NZ509545A patent/NZ509545A/xx not_active IP Right Cessation
- 1999-07-28 DE DE69907206T patent/DE69907206T2/de not_active Expired - Lifetime
- 1999-07-28 CZ CZ20010298A patent/CZ303965B6/cs not_active IP Right Cessation
- 1999-07-28 CA CA002338997A patent/CA2338997C/fr not_active Expired - Fee Related
- 1999-07-28 AR ARP990103743A patent/AR023317A1/es active IP Right Grant
- 1999-07-28 KR KR1020017001242A patent/KR100621474B1/ko not_active Expired - Fee Related
- 1999-07-28 PL PL345771A patent/PL198545B1/pl unknown
- 1999-07-28 CN CNB998108995A patent/CN1162076C/zh not_active Expired - Fee Related
- 1999-07-28 ES ES99936786T patent/ES2198933T3/es not_active Expired - Lifetime
- 1999-07-28 DK DK99936786T patent/DK1100326T3/da active
- 1999-07-28 BR BRPI9912584-6B1A patent/BR9912584B1/pt not_active IP Right Cessation
- 1999-07-28 TR TR2001/00284T patent/TR200100284T2/xx unknown
- 1999-07-28 AT AT99936786T patent/ATE237929T1/de active
- 1999-07-28 MY MYPI99003207A patent/MY118627A/en unknown
- 1999-07-28 HU HU0102769A patent/HU229399B1/hu not_active IP Right Cessation
- 1999-07-28 RO ROA200100096A patent/RO121579B1/ro unknown
- 1999-07-28 WO PCT/GB1999/002463 patent/WO2000005951A1/fr not_active Ceased
- 1999-10-06 TW TW088117262A patent/TWI233777B/zh not_active IP Right Cessation
2001
- 2001-02-21 BG BG105280A patent/BG64963B1/bg unknown
2010
- 2010-09-22 JP JP2010212853A patent/JP2011045878A/ja not_active Withdrawn

Also Published As

Publication number	Publication date
BG105280A (en)	2001-10-31
JP2011045878A (ja)	2011-03-10
TR200100284T2 (tr)	2001-07-23
DE69907206T2 (de)	2003-10-23
KR20010079586A (ko)	2001-08-22
DK1100326T3 (da)	2003-08-11
SK1352001A3 (en)	2001-10-08
IL141153A0 (en)	2002-02-10
JP2002521397A (ja)	2002-07-16
CZ2001298A3 (cs)	2001-07-11
ES2198933T3 (es)	2004-02-01
HU229399B1 (en)	2013-11-28
CN1317927A (zh)	2001-10-17
CN1162076C (zh)	2004-08-18
ATE237929T1 (de)	2003-05-15
MY118627A (en)	2004-12-31
RO121579B1 (ro)	2007-12-28
BG64963B1 (bg)	2006-11-30
AR023317A1 (es)	2002-09-04
HUP0102769A2 (hu)	2001-12-28
CA2338997A1 (fr)	2000-02-10
HUP0102769A3 (en)	2003-05-28
EP1100326A1 (fr)	2001-05-23
EA003934B1 (ru)	2003-10-30
PT1100326E (pt)	2003-08-29
CA2338997C (fr)	2008-04-08
PL345771A1 (en)	2002-01-02
JP4740454B2 (ja)	2011-08-03
EP1100326B1 (fr)	2003-04-23
TWI233777B (en)	2005-06-11
DE69907206D1 (de)	2003-05-28
PL198545B1 (pl)	2008-06-30
AU5176899A (en)	2000-02-21
MXPA01001073A (es)	2002-08-20
AU757132B2 (en)	2003-02-06
BR9912584B1 (pt)	2013-07-09
BR9912584A (pt)	2001-05-02
SK287394B6 (sk)	2010-08-09
KR100621474B1 (ko)	2006-09-22
NZ509545A (en)	2002-10-25
EA200100191A1 (ru)	2001-08-27
WO2000005951A1 (fr)	2000-02-10
CZ303965B6 (cs)	2013-07-24

Legal Events

Date	Code	Title
2006-07-05	FF	Patent granted
2010-04-08	KB	Patent renewed
2013-07-31	KB	Patent renewed
2018-02-28	MM9K	Patent not in force due to non-payment of renewal fees

Publication	Publication Date	Title
CA2338997C (fr)	2008-04-08	Microcapsules a liberation declenchee par base
EP1100327B1 (fr)	2003-03-12	Microcapsules a liberation declenchee par un acide
US6485736B1 (en)	2002-11-26	Variable release microcapsules
US6544540B2 (en)	2003-04-08	Base-triggered release microcapsules
US20020037306A1 (en)	2002-03-28	Base-triggered release microcapsules
EP1218096B1 (fr)	2004-03-17	Microcapsules a liberation variable
US6337130B1 (en)	2002-01-08	Acid-triggered release microcapsules