CA2218157C - Dispositifs en polymere composite pour la liberation controlee de composes semiochimiques - Google Patents

Dispositifs en polymere composite pour la liberation controlee de composes semiochimiques Download PDF

Info

Publication number: CA2218157C
Authority: CA; Canada
Prior art keywords: acetate; semiochemical; methyl; dimethyl; composite polymer
Prior art date: 1997-10-10
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 - Fee Related

Application number

CA 2218157

Other languages

English (en)

Other versions

CA2218157A1 (fr

Inventor

David A. Wakarchuk

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.)

Contech Enterprises Inc

Original Assignee

Phero Tech Inc

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.)

1997-10-10

Filing date

1997-10-10

Publication date

2000-08-01

1997-10-10 Application filed by Phero Tech Inc filed Critical Phero Tech Inc

1997-10-10 Priority to CA 2218157 priority Critical patent/CA2218157C/fr

1999-04-10 Publication of CA2218157A1 publication Critical patent/CA2218157A1/fr

2000-08-01 Application granted granted Critical

2000-08-01 Publication of CA2218157C publication Critical patent/CA2218157C/fr

2017-10-10 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

239000003620 semiochemical Substances 0.000 title claims abstract description 140
229920000642 polymer Polymers 0.000 title claims abstract description 62
239000002131 composite material Substances 0.000 title claims abstract description 49
238000013270 controlled release Methods 0.000 title claims abstract description 33
239000004814 polyurethane Substances 0.000 claims abstract description 43
229920002635 polyurethane Polymers 0.000 claims abstract description 43
239000012528 membrane Substances 0.000 claims description 49
-1 polyethylene Polymers 0.000 claims description 44
239000000203 mixture Substances 0.000 claims description 43
239000000126 substance Substances 0.000 claims description 37
239000004800 polyvinyl chloride Substances 0.000 claims description 31
239000004698 Polyethylene Substances 0.000 claims description 30
229920000573 polyethylene Polymers 0.000 claims description 30
229920000915 polyvinyl chloride Polymers 0.000 claims description 29
229920001577 copolymer Polymers 0.000 claims description 28
229920005862 polyol Polymers 0.000 claims description 28
150000003077 polyols Chemical class 0.000 claims description 28
239000004480 active ingredient Substances 0.000 claims description 26
DCSCXTJOXBUFGB-JGVFFNPUSA-N (R)-(+)-Verbenone Natural products CC1=CC(=O)[C@@H]2C(C)(C)[C@H]1C2 DCSCXTJOXBUFGB-JGVFFNPUSA-N 0.000 claims description 24
DCSCXTJOXBUFGB-SFYZADRCSA-N (R)-(+)-verbenone Chemical compound CC1=CC(=O)[C@H]2C(C)(C)[C@@H]1C2 DCSCXTJOXBUFGB-SFYZADRCSA-N 0.000 claims description 24
DCSCXTJOXBUFGB-UHFFFAOYSA-N verbenone Natural products CC1=CC(=O)C2C(C)(C)C1C2 DCSCXTJOXBUFGB-UHFFFAOYSA-N 0.000 claims description 24
239000012948 isocyanate Substances 0.000 claims description 23
150000002513 isocyanates Chemical class 0.000 claims description 23
229920005989 resin Polymers 0.000 claims description 17
239000011347 resin Substances 0.000 claims description 17
230000001276 controlling effect Effects 0.000 claims description 13
UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 12
229920006163 vinyl copolymer Polymers 0.000 claims description 12
OJMSFYDWZDKGJI-UHFFFAOYSA-N 2,2-dimethylthietane Chemical compound CC1(C)CCS1 OJMSFYDWZDKGJI-UHFFFAOYSA-N 0.000 claims description 10
GQBLJZKBAFSDSX-UHFFFAOYSA-N 2-propylthietane Chemical compound CCCC1CCS1 GQBLJZKBAFSDSX-UHFFFAOYSA-N 0.000 claims description 10
ORQQROQDLBJTFF-UHFFFAOYSA-N 3-propyldithiolane Chemical compound CCCC1CCSS1 ORQQROQDLBJTFF-UHFFFAOYSA-N 0.000 claims description 10
OTKQNSSMCDLVQV-UHFFFAOYSA-N Butyl 2-methylbutanoate Chemical compound CCCCOC(=O)C(C)CC OTKQNSSMCDLVQV-UHFFFAOYSA-N 0.000 claims description 10
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 10
MOYAFQVGZZPNRA-UHFFFAOYSA-N Terpinolene Chemical compound CC(C)=C1CCC(C)=CC1 MOYAFQVGZZPNRA-UHFFFAOYSA-N 0.000 claims description 10
BQOFWKZOCNGFEC-UHFFFAOYSA-N carene Chemical compound C1C(C)=CCC2C(C)(C)C12 BQOFWKZOCNGFEC-UHFFFAOYSA-N 0.000 claims description 10
JARKCYVAAOWBJS-UHFFFAOYSA-N hexanal Chemical compound CCCCCC=O JARKCYVAAOWBJS-UHFFFAOYSA-N 0.000 claims description 10
AOGQPLXWSUTHQB-UHFFFAOYSA-N hexyl acetate Chemical compound CCCCCCOC(C)=O AOGQPLXWSUTHQB-UHFFFAOYSA-N 0.000 claims description 10
XAPCMTMQBXLDBB-UHFFFAOYSA-N hexyl butyrate Chemical compound CCCCCCOC(=O)CCC XAPCMTMQBXLDBB-UHFFFAOYSA-N 0.000 claims description 10
XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 claims description 10
GYHFUZHODSMOHU-UHFFFAOYSA-N nonanal Chemical compound CCCCCCCCC=O GYHFUZHODSMOHU-UHFFFAOYSA-N 0.000 claims description 10
HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 claims description 10
KMPQYAYAQWNLME-UHFFFAOYSA-N undecanal Chemical compound CCCCCCCCCCC=O KMPQYAYAQWNLME-UHFFFAOYSA-N 0.000 claims description 10
GRWFGVWFFZKLTI-UHFFFAOYSA-N α-pinene Chemical compound CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 claims description 10
SPFYVVCZIOLVOK-ONEGZZNKSA-N 11E-Tetradecenal Chemical compound CC\C=C\CCCCCCCCCC=O SPFYVVCZIOLVOK-ONEGZZNKSA-N 0.000 claims description 9
230000003278 mimic effect Effects 0.000 claims description 9
239000011541 reaction mixture Substances 0.000 claims description 9
COQGQTARORRRMG-UHFFFAOYSA-N 2,5-dimethylheptadecane Chemical compound CCCCCCCCCCCCC(C)CCC(C)C COQGQTARORRRMG-UHFFFAOYSA-N 0.000 claims description 8
LFHJFWOMFQJUBC-UHFFFAOYSA-N 3,3-Dimethyl-1,2-dithiolane Chemical compound CC1(C)CCSS1 LFHJFWOMFQJUBC-UHFFFAOYSA-N 0.000 claims description 8
IITQJMYAYSNIMI-UHFFFAOYSA-N 3-Methyl-2-cyclohexen-1-one Chemical compound CC1=CC(=O)CCC1 IITQJMYAYSNIMI-UHFFFAOYSA-N 0.000 claims description 8
XAUQKOJHYTYNRM-UHFFFAOYSA-N 4,8-dimethyldecanal Chemical compound CCC(C)CCCC(C)CCC=O XAUQKOJHYTYNRM-UHFFFAOYSA-N 0.000 claims description 8
SHRABZPQLACWEN-UHFFFAOYSA-N 5,11-dimethylheptadecane Chemical compound CCCCCCC(C)CCCCCC(C)CCCC SHRABZPQLACWEN-UHFFFAOYSA-N 0.000 claims description 8
YOQFOABVDRBYCG-UHFFFAOYSA-N 6,6-dimethyl-4-methylidenebicyclo[3.1.1]hept-2-ene Chemical compound C1C2C(C)(C)C1C=CC2=C YOQFOABVDRBYCG-UHFFFAOYSA-N 0.000 claims description 8
NJADMLYOHSJLKV-UHFFFAOYSA-N 6-Ethyl-2,3-dihydro-2-methyl-4H-pyran-4-one Natural products CCC1=CC(=O)CC(C)O1 NJADMLYOHSJLKV-UHFFFAOYSA-N 0.000 claims description 8
XNNASGSBOJGKAZ-UHFFFAOYSA-N 7-methyl-1,6-dioxaspiro[4.5]decane Chemical compound O1C(C)CCCC11OCCC1 XNNASGSBOJGKAZ-UHFFFAOYSA-N 0.000 claims description 8
VZWGRQBCURJOMT-UHFFFAOYSA-N Dodecyl acetate Chemical compound CCCCCCCCCCCCOC(C)=O VZWGRQBCURJOMT-UHFFFAOYSA-N 0.000 claims description 8
229920002121 Hydroxyl-terminated polybutadiene Polymers 0.000 claims description 8
ZYEMGPIYFIJGTP-UHFFFAOYSA-N O-methyleugenol Chemical compound COC1=CC=C(CC=C)C=C1OC ZYEMGPIYFIJGTP-UHFFFAOYSA-N 0.000 claims description 8
XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 claims description 8
XUEHVOLRMXNRKQ-KHMAMNHCSA-N alpha-cubebene Chemical compound CC(C)[C@@H]([C@H]12)CC[C@@H](C)[C@]32[C@@H]1C(C)=CC3 XUEHVOLRMXNRKQ-KHMAMNHCSA-N 0.000 claims description 8
UAHWPYUMFXYFJY-UHFFFAOYSA-N beta-myrcene Chemical compound CC(C)=CCCC(=C)C=C UAHWPYUMFXYFJY-UHFFFAOYSA-N 0.000 claims description 8
CRPUJAZIXJMDBK-UHFFFAOYSA-N camphene Chemical compound C1CC2C(=C)C(C)(C)C1C2 CRPUJAZIXJMDBK-UHFFFAOYSA-N 0.000 claims description 8
JBFHTYHTHYHCDJ-UHFFFAOYSA-N gamma-caprolactone Chemical compound CCC1CCC(=O)O1 JBFHTYHTHYHCDJ-UHFFFAOYSA-N 0.000 claims description 8
FXHGMKSSBGDXIY-UHFFFAOYSA-N heptanal Chemical compound CCCCCCC=O FXHGMKSSBGDXIY-UHFFFAOYSA-N 0.000 claims description 8
NIOYUNMRJMEDGI-UHFFFAOYSA-N hexadecanal Chemical compound CCCCCCCCCCCCCCCC=O NIOYUNMRJMEDGI-UHFFFAOYSA-N 0.000 claims description 8
YMBRJMLOGNZRFY-UHFFFAOYSA-N multistriatin Chemical compound O1C2COC1(CC)C(C)CC2C YMBRJMLOGNZRFY-UHFFFAOYSA-N 0.000 claims description 8
229920000570 polyether Polymers 0.000 claims description 8
229920001155 polypropylene Polymers 0.000 claims description 8
UHUFTBALEZWWIH-UHFFFAOYSA-N tetradecanal Chemical compound CCCCCCCCCCCCCC=O UHUFTBALEZWWIH-UHFFFAOYSA-N 0.000 claims description 8
GQJLFAGGBJJGDA-UHFFFAOYSA-N (3R,11R)-3,11-Dimethyl-2-nonacosanone Natural products CCCCCCCCCCCCCCCCCCC(C)CCCCCCCC(C)C(C)=O GQJLFAGGBJJGDA-UHFFFAOYSA-N 0.000 claims description 7
AMTITFMUKRZZEE-WAYWQWQTSA-N (Z)-hexadec-11-enal Chemical compound CCCC\C=C/CCCCCCCCCC=O AMTITFMUKRZZEE-WAYWQWQTSA-N 0.000 claims description 7
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 7
239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 7
239000004721 Polyphenylene oxide Substances 0.000 claims description 7
239000004743 Polypropylene Substances 0.000 claims description 7
HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 claims description 7
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 7
UJJKWQRTTYLTQL-UHFFFAOYSA-N 3-methyl-6-isopropenyl-9-decenyl acetate Natural products CC(=O)OCCC(C)CCC(CCC=C)C(C)=C UJJKWQRTTYLTQL-UHFFFAOYSA-N 0.000 claims description 6
239000004952 Polyamide Substances 0.000 claims description 6
AMTITFMUKRZZEE-UHFFFAOYSA-N Z11-16:Ald Natural products CCCCC=CCCCCCCCCCC=O AMTITFMUKRZZEE-UHFFFAOYSA-N 0.000 claims description 6
XUPYJHCZDLZNFP-UHFFFAOYSA-N butyl butanoate Chemical compound CCCCOC(=O)CCC XUPYJHCZDLZNFP-UHFFFAOYSA-N 0.000 claims description 6
125000005442 diisocyanate group Chemical group 0.000 claims description 6
BFMKFCLXZSUVPI-UHFFFAOYSA-N ethyl but-3-enoate Chemical compound CCOC(=O)CC=C BFMKFCLXZSUVPI-UHFFFAOYSA-N 0.000 claims description 6
125000000524 functional group Chemical group 0.000 claims description 6
229920001903 high density polyethylene Polymers 0.000 claims description 6
239000004700 high-density polyethylene Substances 0.000 claims description 6
229920001684 low density polyethylene Polymers 0.000 claims description 6
239000004702 low-density polyethylene Substances 0.000 claims description 6
229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 claims description 6
229920002647 polyamide Polymers 0.000 claims description 6
229920002379 silicone rubber Polymers 0.000 claims description 6
239000004945 silicone rubber Substances 0.000 claims description 6
YONXEBYXWVCXIV-HLTSFMKQSA-N (1r,5s,7r)-7-ethyl-5-methyl-6,8-dioxabicyclo[3.2.1]octane Chemical compound C1CC[C@@H]2[C@@H](CC)O[C@@]1(C)O2 YONXEBYXWVCXIV-HLTSFMKQSA-N 0.000 claims description 5
AZWKCIZRVUVZPX-JGVFFNPUSA-N (1s,5r)-1,5-dimethyl-6,8-dioxabicyclo[3.2.1]octane Chemical compound C1CC[C@]2(C)OC[C@@]1(C)O2 AZWKCIZRVUVZPX-JGVFFNPUSA-N 0.000 claims description 5
OOYMTGLPPRCUKK-UHFFFAOYSA-N (6Z,8E)-6,8-henicosadien-11-one Natural products CCCCCCCCCCC(=O)CC=CC=CCCCCC OOYMTGLPPRCUKK-UHFFFAOYSA-N 0.000 claims description 5
HRHOWZHRCRZVCU-AATRIKPKSA-N (E)-hex-2-enyl acetate Chemical compound CCC\C=C\COC(C)=O HRHOWZHRCRZVCU-AATRIKPKSA-N 0.000 claims description 5
HSGUJTMCFWXGAP-UHFFFAOYSA-N (R)-(E)-14-Methyl-8-hexadecenal Natural products CCC(C)CCCCC=CCCCCCCC=O HSGUJTMCFWXGAP-UHFFFAOYSA-N 0.000 claims description 5
QFPVVMKZTVQDTL-UHFFFAOYSA-N (Z)-9-hexadecenal Natural products CCCCCCC=CCCCCCCCC=O QFPVVMKZTVQDTL-UHFFFAOYSA-N 0.000 claims description 5
XDBKLFODBADBED-BUHFOSPRSA-N (e)-2-methyloctadec-7-ene Chemical compound CCCCCCCCCC\C=C\CCCCC(C)C XDBKLFODBADBED-BUHFOSPRSA-N 0.000 claims description 5
HSGUJTMCFWXGAP-ALCCZGGFSA-N (z)-14-methylhexadec-8-enal Chemical compound CCC(C)CCCC\C=C/CCCCCCC=O HSGUJTMCFWXGAP-ALCCZGGFSA-N 0.000 claims description 5
YLNMHCDVFVPONQ-QBFSEMIESA-N (z)-henicos-6-en-11-one Chemical compound CCCCCCCCCCC(=O)CCC\C=C/CCCCC YLNMHCDVFVPONQ-QBFSEMIESA-N 0.000 claims description 5
YJINQJFQLQIYHX-SNAWJCMRSA-N 11E-Tetradecenyl acetate Chemical compound CC\C=C\CCCCCCCCCCOC(C)=O YJINQJFQLQIYHX-SNAWJCMRSA-N 0.000 claims description 5
YJINQJFQLQIYHX-PLNGDYQASA-N 11Z-Tetradecenyl acetate Chemical compound CC\C=C/CCCCCCCCCCOC(C)=O YJINQJFQLQIYHX-PLNGDYQASA-N 0.000 claims description 5
GRWFGVWFFZKLTI-IUCAKERBSA-N 1S,5S-(-)-alpha-Pinene Natural products CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 claims description 5
KPUBVYARPYJPPM-UHFFFAOYSA-N 2,5,5-trimethyl-4h-1,3-thiazole Chemical compound CC1=NCC(C)(C)S1 KPUBVYARPYJPPM-UHFFFAOYSA-N 0.000 claims description 5
HFOFYNMWYRXIBP-UHFFFAOYSA-N 2-decyl-3-(5-methylhexyl)oxirane Chemical compound CCCCCCCCCCC1OC1CCCCC(C)C HFOFYNMWYRXIBP-UHFFFAOYSA-N 0.000 claims description 5
ABMJUFOPOPEJRG-UHFFFAOYSA-N 2-decyl-3-hexyloxirane Chemical compound CCCCCCCCCCC1OC1CCCCCC ABMJUFOPOPEJRG-UHFFFAOYSA-N 0.000 claims description 5
UTEDUYINKYCEKZ-UHFFFAOYSA-N 2-methyl-4-methylsulfanylbut-1-ene Chemical compound CSCCC(C)=C UTEDUYINKYCEKZ-UHFFFAOYSA-N 0.000 claims description 5
MFFQOUCMBNXSBK-SNAWJCMRSA-N 9E-Dodecenyl acetate Chemical compound CC\C=C\CCCCCCCCOC(C)=O MFFQOUCMBNXSBK-SNAWJCMRSA-N 0.000 claims description 5
MFFQOUCMBNXSBK-PLNGDYQASA-N 9Z-Dodecenyl acetate Chemical compound CC\C=C/CCCCCCCCOC(C)=O MFFQOUCMBNXSBK-PLNGDYQASA-N 0.000 claims description 5
QFPVVMKZTVQDTL-FPLPWBNLSA-N 9Z-Hexadecenal Chemical compound CCCCCC\C=C/CCCCCCCC=O QFPVVMKZTVQDTL-FPLPWBNLSA-N 0.000 claims description 5
ANJAOCICJSRZSR-WAYWQWQTSA-N 9Z-Tetradecenal Chemical compound CCCC\C=C/CCCCCCCC=O ANJAOCICJSRZSR-WAYWQWQTSA-N 0.000 claims description 5
RPRPDTXKGSIXMD-UHFFFAOYSA-N Caproic acid n-butyl ester Natural products CCCCCC(=O)OCCCC RPRPDTXKGSIXMD-UHFFFAOYSA-N 0.000 claims description 5
239000002033 PVDF binder Substances 0.000 claims description 5
239000004642 Polyimide Substances 0.000 claims description 5
ANJAOCICJSRZSR-UHFFFAOYSA-N Z9-14:Ald Natural products CCCCC=CCCCCCCCC=O ANJAOCICJSRZSR-UHFFFAOYSA-N 0.000 claims description 5
150000001299 aldehydes Chemical class 0.000 claims description 5
MVNCAPSFBDBCGF-UHFFFAOYSA-N alpha-pinene Natural products CC1=CCC23C1CC2C3(C)C MVNCAPSFBDBCGF-UHFFFAOYSA-N 0.000 claims description 5
VASBMTKQLWDLDL-UHFFFAOYSA-N but-3-enoxybenzene Chemical compound C=CCCOC1=CC=CC=C1 VASBMTKQLWDLDL-UHFFFAOYSA-N 0.000 claims description 5
239000001343 butyl (2R)-2-methylbutanoate Substances 0.000 claims description 5
229920005549 butyl rubber Polymers 0.000 claims description 5
229930006737 car-3-ene Natural products 0.000 claims description 5
229920002301 cellulose acetate Polymers 0.000 claims description 5
DEOHUYGDZACDBU-UHFFFAOYSA-N dec-7-enyl acetate Chemical compound CCC=CCCCCCCOC(C)=O DEOHUYGDZACDBU-UHFFFAOYSA-N 0.000 claims description 5
RMDVINWTBGVBKN-UHFFFAOYSA-N henicosa-7,9-dien-11-one Chemical compound CCCCCCCCCCC(=O)C=CC=CCCCCCC RMDVINWTBGVBKN-UHFFFAOYSA-N 0.000 claims description 5
GOKKOFHHJFGZHW-UHFFFAOYSA-N hexyl propanoate Chemical compound CCCCCCOC(=O)CC GOKKOFHHJFGZHW-UHFFFAOYSA-N 0.000 claims description 5
229920003049 isoprene rubber Polymers 0.000 claims description 5
229940087305 limonene Drugs 0.000 claims description 5
235000001510 limonene Nutrition 0.000 claims description 5
229920001084 poly(chloroprene) Polymers 0.000 claims description 5
229920001721 polyimide Polymers 0.000 claims description 5
229920001343 polytetrafluoroethylene Polymers 0.000 claims description 5
239000004810 polytetrafluoroethylene Substances 0.000 claims description 5
229920002981 polyvinylidene fluoride Polymers 0.000 claims description 5
HTUIWRWYYVBCFT-UHFFFAOYSA-N propyl hexanoate Chemical compound CCCCCC(=O)OCCC HTUIWRWYYVBCFT-UHFFFAOYSA-N 0.000 claims description 5
RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims description 5
ZZGJZGSVLNSDPG-UHFFFAOYSA-N tetradeca-9,12-dienyl acetate Chemical compound CC=CCC=CCCCCCCCCOC(C)=O ZZGJZGSVLNSDPG-UHFFFAOYSA-N 0.000 claims description 5
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 5
HRHOWZHRCRZVCU-UHFFFAOYSA-N trans-hex-2-enyl acetate Natural products CCCC=CCOC(C)=O HRHOWZHRCRZVCU-UHFFFAOYSA-N 0.000 claims description 5
WTARULDDTDQWMU-RKDXNWHRSA-N (+)-β-pinene Chemical compound C1[C@H]2C(C)(C)[C@@H]1CCC2=C WTARULDDTDQWMU-RKDXNWHRSA-N 0.000 claims description 4
WTARULDDTDQWMU-IUCAKERBSA-N (-)-Nopinene Natural products C1[C@@H]2C(C)(C)[C@H]1CCC2=C WTARULDDTDQWMU-IUCAKERBSA-N 0.000 claims description 4
GEWDNTWNSAZUDX-WQMVXFAESA-N (-)-methyl jasmonate Chemical compound CC\C=C/C[C@@H]1[C@@H](CC(=O)OC)CCC1=O GEWDNTWNSAZUDX-WQMVXFAESA-N 0.000 claims description 4
YONXEBYXWVCXIV-YIZRAAEISA-N (1r,5s,7s)-7-ethyl-5-methyl-6,8-dioxabicyclo[3.2.1]octane Chemical compound C1CC[C@@H]2[C@H](CC)O[C@@]1(C)O2 YONXEBYXWVCXIV-YIZRAAEISA-N 0.000 claims description 4
MBDOYVRWFFCFHM-SNAWJCMRSA-N (2E)-hexenal Chemical compound CCC\C=C\C=O MBDOYVRWFFCFHM-SNAWJCMRSA-N 0.000 claims description 4
RDRCFYBWAIFESA-UHFFFAOYSA-N (3Z,6Z,9Z)-1,3,6,9-Nonadecatetraen Natural products CCCCCCCCCC=CCC=CCC=CC=C RDRCFYBWAIFESA-UHFFFAOYSA-N 0.000 claims description 4
UNYFVMZKRMXDRF-XQRVVYSFSA-N (6z)-14-methyl-1-oxacyclotetradec-6-en-2-one Chemical compound CC1CCCCCC\C=C/CCCC(=O)O1 UNYFVMZKRMXDRF-XQRVVYSFSA-N 0.000 claims description 4
HZTKMMXHERVWFC-UHFFFAOYSA-N (7-methyl-3-methylideneoctyl) propanoate Chemical compound CCC(=O)OCCC(=C)CCCC(C)C HZTKMMXHERVWFC-UHFFFAOYSA-N 0.000 claims description 4
RTMMLEZUIUUHHW-HWKANZROSA-N (E)-2-Butenyl butyrate Chemical compound CCCC(=O)OC\C=C\C RTMMLEZUIUUHHW-HWKANZROSA-N 0.000 claims description 4
IAGBQBDKOCVGCC-UHFFFAOYSA-N (E)-Ac-7-Tetradecen-1-o Natural products CCCCCCCCC=CCCCCOC(C)=O IAGBQBDKOCVGCC-UHFFFAOYSA-N 0.000 claims description 4
DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 claims description 4
GXANMBISFKBPEX-ONEGZZNKSA-N (e)-hex-3-enal Chemical compound CC\C=C\CC=O GXANMBISFKBPEX-ONEGZZNKSA-N 0.000 claims description 4
AMTITFMUKRZZEE-AATRIKPKSA-N (e)-hexadec-11-enal Chemical compound CCCC\C=C\CCCCCCCCCC=O AMTITFMUKRZZEE-AATRIKPKSA-N 0.000 claims description 4
IGOWHGRNPLFNDJ-ZPHPHTNESA-N (z)-9-tricosene Chemical compound CCCCCCCCCCCCC\C=C/CCCCCCCC IGOWHGRNPLFNDJ-ZPHPHTNESA-N 0.000 claims description 4
ANBOMSJGDBBKMR-UHFFFAOYSA-N 11-Dodecenyl acetate Chemical compound CC(=O)OCCCCCCCCCCC=C ANBOMSJGDBBKMR-UHFFFAOYSA-N 0.000 claims description 4
BTKXLQSCEOHKTF-VOTSOKGWSA-N 11E-Hexadecenyl acetate Chemical compound CCCC\C=C\CCCCCCCCCCOC(C)=O BTKXLQSCEOHKTF-VOTSOKGWSA-N 0.000 claims description 4
SPFYVVCZIOLVOK-ARJAWSKDSA-N 11Z-Tetradecenal Chemical compound CC\C=C/CCCCCCCCCC=O SPFYVVCZIOLVOK-ARJAWSKDSA-N 0.000 claims description 4
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239000003899 bactericide agent Substances 0.000 description 1
238000004166 bioassay Methods 0.000 description 1
230000004071 biological effect Effects 0.000 description 1
230000031018 biological processes and functions Effects 0.000 description 1
230000008512 biological response Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
CURLHBZYTFVCRG-UHFFFAOYSA-N butan-2-yl n-(3-chlorophenyl)carbamate Chemical compound CCC(C)OC(=O)NC1=CC=CC(Cl)=C1 CURLHBZYTFVCRG-UHFFFAOYSA-N 0.000 description 1
150000001720 carbohydrates Chemical class 0.000 description 1
239000006229 carbon black Substances 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
238000006555 catalytic reaction Methods 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
229920003086 cellulose ether Polymers 0.000 description 1
230000008859 change Effects 0.000 description 1
239000003431 cross linking reagent Substances 0.000 description 1
DIOQZVSQGTUSAI-NJFSPNSNSA-N decane Chemical compound CCCCCCCCC[14CH3] DIOQZVSQGTUSAI-NJFSPNSNSA-N 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
238000011982 device technology Methods 0.000 description 1
OEBRKCOSUFCWJD-UHFFFAOYSA-N dichlorvos Chemical compound COP(=O)(OC)OC=C(Cl)Cl OEBRKCOSUFCWJD-UHFFFAOYSA-N 0.000 description 1
238000009792 diffusion process Methods 0.000 description 1
150000002009 diols Chemical class 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
229920001038 ethylene copolymer Polymers 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
239000004744 fabric Substances 0.000 description 1
239000011888 foil Substances 0.000 description 1
238000009472 formulation Methods 0.000 description 1
239000000417 fungicide Substances 0.000 description 1
238000007429 general method Methods 0.000 description 1
239000003630 growth substance Substances 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
238000007689 inspection Methods 0.000 description 1
230000003993 interaction Effects 0.000 description 1
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
231100000053 low toxicity Toxicity 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
230000003340 mental effect Effects 0.000 description 1
238000002156 mixing Methods 0.000 description 1
239000003750 molluscacide Substances 0.000 description 1
230000002013 molluscicidal effect Effects 0.000 description 1
DIOQZVSQGTUSAI-UHFFFAOYSA-N n-butylhexane Natural products CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 1
230000001069 nematicidal effect Effects 0.000 description 1
239000005645 nematicide Substances 0.000 description 1
230000008520 organization Effects 0.000 description 1
230000017448 oviposition Effects 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
230000008447 perception Effects 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
230000010152 pollination Effects 0.000 description 1
229920000233 poly(alkylene oxides) Polymers 0.000 description 1
229920000058 polyacrylate Polymers 0.000 description 1
229920001610 polycaprolactone Polymers 0.000 description 1
239000004632 polycaprolactone Substances 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
239000002243 precursor Substances 0.000 description 1
230000002028 premature Effects 0.000 description 1
230000000135 prohibitive effect Effects 0.000 description 1
230000001681 protective effect Effects 0.000 description 1
238000000746 purification Methods 0.000 description 1
230000005855 radiation Effects 0.000 description 1
238000003847 radiation curing Methods 0.000 description 1
239000000376 reactant Substances 0.000 description 1
238000010107 reaction injection moulding Methods 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
238000012552 review Methods 0.000 description 1
239000005060 rubber Substances 0.000 description 1
238000012216 screening Methods 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
239000007790 solid phase Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
230000001629 suppression Effects 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
238000001029 thermal curing Methods 0.000 description 1
125000003396 thiol group Chemical group [H]S* 0.000 description 1
150000003573 thiols Chemical class 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
231100000167 toxic agent Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
239000003440 toxic substance Substances 0.000 description 1
239000003039 volatile agent Substances 0.000 description 1
238000010792 warming Methods 0.000 description 1
230000003442 weekly effect Effects 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
- A01N25/18—Vapour or smoke emitting compositions with delayed or sustained release

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)

CA 2218157 1997-10-10 1997-10-10 Dispositifs en polymere composite pour la liberation controlee de composes semiochimiques Expired - Fee Related CA2218157C (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA 2218157 CA2218157C (fr)	1997-10-10	1997-10-10	Dispositifs en polymere composite pour la liberation controlee de composes semiochimiques

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA 2218157 CA2218157C (fr)	1997-10-10	1997-10-10	Dispositifs en polymere composite pour la liberation controlee de composes semiochimiques

Publications (2)

Publication Number	Publication Date
CA2218157A1 CA2218157A1 (fr)	1999-04-10
CA2218157C true CA2218157C (fr)	2000-08-01

Family

ID=4161619

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 2218157 Expired - Fee Related CA2218157C (fr)	1997-10-10	1997-10-10	Dispositifs en polymere composite pour la liberation controlee de composes semiochimiques

Country Status (1)

Country	Link
CA (1)	CA2218157C (fr)

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* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP7145728B2 (ja) *	2018-10-25	2022-10-03	信越化学工業株式会社	ハスモンヨトウの防除方法
CN111793261A (zh) *	2020-05-22	2020-10-20	深圳市鑫稻田农业技术科技有限公司	二化螟性信息素缓释型诱芯及其制备方法与挥发控制装置

1997
- 1997-10-10 CA CA 2218157 patent/CA2218157C/fr not_active Expired - Fee Related

Also Published As

Publication number	Publication date
CA2218157A1 (fr)	1999-04-10

Legal Events

Date	Code	Title	Description
1997-10-10	EEER	Examination request
2011-10-11	MKLA	Lapsed

Publication	Publication Date	Title
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US6337078B1 (en)	2002-01-08	Controlled delivery compositions and processes for treating organisms in a column of water or land
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EP0221950B1 (fr)	1989-10-18	Composition elastomere a liberation regulee et article la comprenant
US4631857A (en)	1986-12-30	Floating article for improved control of aquatic insects
WO1997031623A1 (fr)	1997-09-04	Composition de gel non aqueux et a liberation prolongee, destinee a traiter l'air ambiant et a eliminer les insectes
US5017377A (en)	1991-05-21	Controlled release insect pest repellent
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CA1250229A (fr)	1989-02-21	Pesticide
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Barlow et al.	1977	Some laboratory investigations relevant to the possible use of new pyrethroids in control of mosquitoes and tsetse flies
EP0523198B1 (fr)	1997-01-22	Granules poreux impregnes permettant la liberation regulee d'une substance liquide et procede de production
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CA1273290A (fr)	1990-08-28	Utilisation du methyl-isoeugenol, du n-dodecanol, du 1-(butenoyl)-2,6,6-trimethyl-1,3-cyclohexadiene et melange de ces produits utilises comme attractifs d'insectes
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CA2147078A1 (fr)	1995-11-06	Dispositifs polymeriques mixtes pour la liberation controlee d'ecomones
NO831060L (no)	1983-09-26	Pesticid middel med langsom avgivelse av de aktive stoffer, og anvendelse derav
JP2736433B2 (ja)	1998-04-02	徐放性害虫忌避材
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