DK2779830T3 - STABILIZING COMPOUNDS CONTAINING IOD WITH NITROGEN POLYMERS - Google Patents
STABILIZING COMPOUNDS CONTAINING IOD WITH NITROGEN POLYMERS Download PDFInfo
- Publication number
- DK2779830T3 DK2779830T3 DK12790521.4T DK12790521T DK2779830T3 DK 2779830 T3 DK2779830 T3 DK 2779830T3 DK 12790521 T DK12790521 T DK 12790521T DK 2779830 T3 DK2779830 T3 DK 2779830T3
- Authority
- DK
- Denmark
- Prior art keywords
- iodo
- iodine
- propinyl
- compounds
- biocidal
- Prior art date
Links
- 229920000642 polymer Polymers 0.000 title claims description 53
- 150000001875 compounds Chemical class 0.000 title claims description 52
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 title claims description 28
- 229910052757 nitrogen Inorganic materials 0.000 title claims description 21
- 230000000087 stabilizing effect Effects 0.000 title claims description 8
- -1 3-bromo-2,3-diiodo-2-propenyl Chemical group 0.000 claims description 123
- 239000000203 mixture Substances 0.000 claims description 56
- 230000003115 biocidal effect Effects 0.000 claims description 43
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 41
- 239000011630 iodine Substances 0.000 claims description 40
- 229910052740 iodine Inorganic materials 0.000 claims description 40
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 32
- 150000001541 aziridines Chemical class 0.000 claims description 28
- 239000011230 binding agent Substances 0.000 claims description 27
- WYVVKGNFXHOCQV-UHFFFAOYSA-N 3-iodoprop-2-yn-1-yl butylcarbamate Chemical compound CCCCNC(=O)OCC#CI WYVVKGNFXHOCQV-UHFFFAOYSA-N 0.000 claims description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 24
- 238000009472 formulation Methods 0.000 claims description 17
- 239000003139 biocide Substances 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 14
- 229910052723 transition metal Inorganic materials 0.000 claims description 14
- 239000000463 material Substances 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 12
- 150000003624 transition metals Chemical class 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 230000000844 anti-bacterial effect Effects 0.000 claims description 6
- 239000003899 bactericide agent Substances 0.000 claims description 6
- 239000000417 fungicide Substances 0.000 claims description 6
- 244000005700 microbiome Species 0.000 claims description 6
- 230000006641 stabilisation Effects 0.000 claims description 6
- 238000011105 stabilization Methods 0.000 claims description 6
- 239000004793 Polystyrene Substances 0.000 claims description 5
- 125000002837 carbocyclic group Chemical group 0.000 claims description 5
- 239000004009 herbicide Substances 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000002917 insecticide Substances 0.000 claims description 5
- 229920002223 polystyrene Polymers 0.000 claims description 5
- 230000006378 damage Effects 0.000 claims description 4
- 150000002825 nitriles Chemical class 0.000 claims description 4
- KJDOQOJKHJIWKW-YFKPBYRVSA-N (2s)-2-[iodo(prop-2-ynoxycarbonyl)amino]propanoic acid Chemical compound OC(=O)[C@H](C)N(I)C(=O)OCC#C KJDOQOJKHJIWKW-YFKPBYRVSA-N 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 3
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 3
- 125000001589 carboacyl group Chemical group 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- 238000005227 gel permeation chromatography Methods 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 150000002527 isonitriles Chemical class 0.000 claims description 3
- GASOXIRLBJILKE-UHFFFAOYSA-N 1-chloro-4-(diiodomethylsulfonyl)benzene Chemical compound ClC1=CC=C(S(=O)(=O)C(I)I)C=C1 GASOXIRLBJILKE-UHFFFAOYSA-N 0.000 claims description 2
- 125000005129 aryl carbonyl group Chemical group 0.000 claims description 2
- 238000000921 elemental analysis Methods 0.000 claims description 2
- JLDFAINAYRROHG-ZETCQYMHSA-N ethyl (2s)-2-[iodo(prop-2-ynoxycarbonyl)amino]propanoate Chemical compound CCOC(=O)[C@H](C)N(I)C(=O)OCC#C JLDFAINAYRROHG-ZETCQYMHSA-N 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- BYFUOVKERSMJTC-UHFFFAOYSA-N (5-bromo-2,5-diiodopent-3-enyl)carbamic acid Chemical compound C(C(C=CC(Br)I)I)NC(=O)O BYFUOVKERSMJTC-UHFFFAOYSA-N 0.000 claims 1
- KJUGUADJHNHALS-UHFFFAOYSA-N 1H-tetrazole Substances C=1N=NNN=1 KJUGUADJHNHALS-UHFFFAOYSA-N 0.000 claims 1
- HFOCAQPWSXBFFN-UHFFFAOYSA-N 2-methylsulfonylbenzaldehyde Chemical compound CS(=O)(=O)C1=CC=CC=C1C=O HFOCAQPWSXBFFN-UHFFFAOYSA-N 0.000 claims 1
- GICUQIXVWFUPOQ-UHFFFAOYSA-N 4-chloro-2-(2-chloro-2-methylpropyl)-5-[(6-iodopyridin-3-yl)methoxy]pyridazin-3-one Chemical class O=C1N(CC(C)(Cl)C)N=CC(OCC=2C=NC(I)=CC=2)=C1Cl GICUQIXVWFUPOQ-UHFFFAOYSA-N 0.000 claims 1
- YQNSMGUFZYPDOO-UHFFFAOYSA-N [P].[I] Chemical compound [P].[I] YQNSMGUFZYPDOO-UHFFFAOYSA-N 0.000 claims 1
- 239000013543 active substance Substances 0.000 claims 1
- ALDCPEBFUITPFV-UHFFFAOYSA-N butyl n-(3-iodoprop-2-ynyl)carbamate Chemical compound CCCCOC(=O)NCC#CI ALDCPEBFUITPFV-UHFFFAOYSA-N 0.000 claims 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 1
- 229940099451 3-iodo-2-propynylbutylcarbamate Drugs 0.000 description 23
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 18
- 229920000180 alkyd Polymers 0.000 description 18
- 150000003839 salts Chemical class 0.000 description 14
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 12
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 12
- 239000006184 cosolvent Substances 0.000 description 11
- 150000002148 esters Chemical class 0.000 description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 11
- 239000002904 solvent Substances 0.000 description 11
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical class C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 10
- 125000004069 aziridinyl group Chemical group 0.000 description 10
- 239000012770 industrial material Substances 0.000 description 10
- 239000004480 active ingredient Substances 0.000 description 9
- 239000011248 coating agent Substances 0.000 description 9
- 238000000576 coating method Methods 0.000 description 9
- 229910052751 metal Inorganic materials 0.000 description 9
- 239000002184 metal Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 8
- 239000003921 oil Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- 229920005862 polyol Polymers 0.000 description 8
- 150000003254 radicals Chemical group 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 150000001735 carboxylic acids Chemical class 0.000 description 7
- 229910052802 copper Inorganic materials 0.000 description 7
- 239000010949 copper Substances 0.000 description 7
- 150000003077 polyols Chemical class 0.000 description 7
- 150000003623 transition metal compounds Chemical class 0.000 description 7
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical group CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 6
- VFUYUMOOAYKNNO-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;3-(2-methylaziridin-1-yl)propanoic acid Chemical compound CCC(CO)(CO)CO.CC1CN1CCC(O)=O.CC1CN1CCC(O)=O.CC1CN1CCC(O)=O VFUYUMOOAYKNNO-UHFFFAOYSA-N 0.000 description 6
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 6
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
- 239000003973 paint Substances 0.000 description 6
- 239000003381 stabilizer Substances 0.000 description 6
- 239000004971 Cross linker Substances 0.000 description 5
- 150000007513 acids Chemical class 0.000 description 5
- 230000015556 catabolic process Effects 0.000 description 5
- WEBQKRLKWNIYKK-UHFFFAOYSA-N demeton-S-methyl Chemical compound CCSCCSP(=O)(OC)OC WEBQKRLKWNIYKK-UHFFFAOYSA-N 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 5
- 239000003960 organic solvent Substances 0.000 description 5
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 150000005846 sugar alcohols Polymers 0.000 description 5
- 229910052725 zinc Inorganic materials 0.000 description 5
- 239000011701 zinc Substances 0.000 description 5
- UUGLSEIATNSHRI-UHFFFAOYSA-N 1,3,4,6-tetrakis(hydroxymethyl)-3a,6a-dihydroimidazo[4,5-d]imidazole-2,5-dione Chemical compound OCN1C(=O)N(CO)C2C1N(CO)C(=O)N2CO UUGLSEIATNSHRI-UHFFFAOYSA-N 0.000 description 4
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 4
- RKMGAJGJIURJSJ-UHFFFAOYSA-N 2,2,6,6-Tetramethylpiperidine Substances CC1(C)CCCC(C)(C)N1 RKMGAJGJIURJSJ-UHFFFAOYSA-N 0.000 description 4
- ASSKVPFEZFQQNQ-UHFFFAOYSA-N 2-benzoxazolinone Chemical compound C1=CC=C2OC(O)=NC2=C1 ASSKVPFEZFQQNQ-UHFFFAOYSA-N 0.000 description 4
- CFKMVGJGLGKFKI-UHFFFAOYSA-N 4-chloro-m-cresol Chemical compound CC1=CC(O)=CC=C1Cl CFKMVGJGLGKFKI-UHFFFAOYSA-N 0.000 description 4
- 241000233866 Fungi Species 0.000 description 4
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 239000006096 absorbing agent Substances 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 4
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 229910017052 cobalt Inorganic materials 0.000 description 4
- 239000010941 cobalt Substances 0.000 description 4
- 238000006731 degradation reaction Methods 0.000 description 4
- WSDISUOETYTPRL-UHFFFAOYSA-N dmdm hydantoin Chemical compound CC1(C)N(CO)C(=O)N(CO)C1=O WSDISUOETYTPRL-UHFFFAOYSA-N 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 125000001841 imino group Chemical group [H]N=* 0.000 description 4
- 150000007522 mineralic acids Chemical class 0.000 description 4
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- 150000007524 organic acids Chemical class 0.000 description 4
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- 239000011135 tin Substances 0.000 description 4
- 229910052718 tin Inorganic materials 0.000 description 4
- YRBKVYCRVUUJBW-UHFFFAOYSA-N (3-bromo-2,3-diiodoprop-2-enyl) n-ethylcarbamate Chemical compound CCNC(=O)OCC(I)=C(Br)I YRBKVYCRVUUJBW-UHFFFAOYSA-N 0.000 description 3
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 3
- UUZSCENLOVGYOB-UHFFFAOYSA-N 2-(3-iodoprop-1-ynoxy)ethyl N-phenylcarbamate Chemical compound C1(=CC=CC=C1)NC(=O)OCCOC#CCI UUZSCENLOVGYOB-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- FGRRPVNTIUYHOS-UHFFFAOYSA-N 3-iodoprop-2-ynyl n-cyclohexylcarbamate Chemical compound IC#CCOC(=O)NC1CCCCC1 FGRRPVNTIUYHOS-UHFFFAOYSA-N 0.000 description 3
- MLLCKJUPWCAWQD-UHFFFAOYSA-N 3-iodoprop-2-ynyl n-hexylcarbamate Chemical compound CCCCCCNC(=O)OCC#CI MLLCKJUPWCAWQD-UHFFFAOYSA-N 0.000 description 3
- WNGHJMKXNAZRCS-UHFFFAOYSA-N 3-iodoprop-2-ynyl n-phenylcarbamate Chemical compound IC#CCOC(=O)NC1=CC=CC=C1 WNGHJMKXNAZRCS-UHFFFAOYSA-N 0.000 description 3
- QLQVTNABWDPQTK-UHFFFAOYSA-N 3-iodoprop-2-ynyl n-propylcarbamate Chemical compound CCCNC(=O)OCC#CI QLQVTNABWDPQTK-UHFFFAOYSA-N 0.000 description 3
- 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 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 3
- IHJBQRKIYPJOIN-UHFFFAOYSA-N C(C)NC(=O)OCCOC#CCI Chemical compound C(C)NC(=O)OCCOC#CCI IHJBQRKIYPJOIN-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- RDOFJDLLWVCMRU-UHFFFAOYSA-N Diisobutyl adipate Chemical compound CC(C)COC(=O)CCCCC(=O)OCC(C)C RDOFJDLLWVCMRU-UHFFFAOYSA-N 0.000 description 3
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- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- XBGFZVIXZMWTAV-UHFFFAOYSA-N [3-[3-(aziridin-1-yl)propanoyloxy]-2,2-bis[3-(aziridin-1-yl)propanoyloxymethyl]propyl] 3-(aziridin-1-yl)propanoate Chemical compound C1CN1CCC(=O)OCC(COC(=O)CCN1CC1)(COC(=O)CCN1CC1)COC(=O)CCN1CC1 XBGFZVIXZMWTAV-UHFFFAOYSA-N 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- FLPKSBDJMLUTEX-UHFFFAOYSA-N bis(1,2,2,6,6-pentamethylpiperidin-4-yl) 2-butyl-2-[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]propanedioate Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OC(=O)C(C(=O)OC1CC(C)(C)N(C)C(C)(C)C1)(CCCC)CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 FLPKSBDJMLUTEX-UHFFFAOYSA-N 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
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- NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Aalpha Natural products C=1C=C(Cl)C=CC=1C(C(C)C)C(=O)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-UHFFFAOYSA-N 0.000 description 3
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- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 3
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- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical compound OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 3
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- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 3
- 229910052720 vanadium Inorganic materials 0.000 description 3
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 3
- 239000002966 varnish Substances 0.000 description 3
- 239000002023 wood Substances 0.000 description 3
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- JMUOXOJMXILBTE-UHFFFAOYSA-N (2,2,6,6-tetramethylpiperidin-4-yl) octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC1CC(C)(C)NC(C)(C)C1 JMUOXOJMXILBTE-UHFFFAOYSA-N 0.000 description 2
- TUBQDCKAWGHZPF-UHFFFAOYSA-N 1,3-benzothiazol-2-ylsulfanylmethyl thiocyanate Chemical compound C1=CC=C2SC(SCSC#N)=NC2=C1 TUBQDCKAWGHZPF-UHFFFAOYSA-N 0.000 description 2
- LVEYOSJUKRVCCF-UHFFFAOYSA-N 1,3-bis(diphenylphosphino)propane Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)CCCP(C=1C=CC=CC=1)C1=CC=CC=C1 LVEYOSJUKRVCCF-UHFFFAOYSA-N 0.000 description 2
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- 239000010457 zeolite Substances 0.000 description 1
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical class [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
- 229910000165 zinc phosphate Inorganic materials 0.000 description 1
- LPEBYPDZMWMCLZ-CVBJKYQLSA-L zinc;(z)-octadec-9-enoate Chemical class [Zn+2].CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O LPEBYPDZMWMCLZ-CVBJKYQLSA-L 0.000 description 1
- IFNXAMCERSVZCV-UHFFFAOYSA-L zinc;2-ethylhexanoate Chemical class [Zn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O IFNXAMCERSVZCV-UHFFFAOYSA-L 0.000 description 1
- JDLYKQWJXAQNNS-UHFFFAOYSA-L zinc;dibenzoate Chemical class [Zn+2].[O-]C(=O)C1=CC=CC=C1.[O-]C(=O)C1=CC=CC=C1 JDLYKQWJXAQNNS-UHFFFAOYSA-L 0.000 description 1
- CHJMFFKHPHCQIJ-UHFFFAOYSA-L zinc;octanoate Chemical class [Zn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O CHJMFFKHPHCQIJ-UHFFFAOYSA-L 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- JLYXXMFPNIAWKQ-UHFFFAOYSA-N γ Benzene hexachloride Chemical compound ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- 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
- A01N25/22—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 ingredients stabilising the active ingredients
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/0206—Polyalkylene(poly)amines
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/0206—Polyalkylene(poly)amines
- C08G73/0213—Preparatory process
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L79/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen or carbon only, not provided for in groups C08L61/00 - C08L77/00
- C08L79/02—Polyamines
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/08—Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/14—Paints containing biocides, e.g. fungicides, insecticides or pesticides
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Polymers & Plastics (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Environmental Sciences (AREA)
- Zoology (AREA)
- Materials Engineering (AREA)
- Toxicology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Oncology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicinal Preparation (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Apparatus For Disinfection Or Sterilisation (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP11189405.1A EP2594132A1 (de) | 2011-11-16 | 2011-11-16 | Stabilisierung von Iod enthaltenden Verbindungen mit Stickstoff enthaltenden Polymeren |
| PCT/EP2012/072760 WO2013072427A1 (de) | 2011-11-16 | 2012-11-15 | Stabilisierung von iod enthaltenden verbindungen mit stickstoff enthaltenden polymeren |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK2779830T3 true DK2779830T3 (en) | 2017-09-11 |
Family
ID=47221386
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK12790521.4T DK2779830T3 (en) | 2011-11-16 | 2012-11-15 | STABILIZING COMPOUNDS CONTAINING IOD WITH NITROGEN POLYMERS |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US9326502B2 (enExample) |
| EP (2) | EP2594132A1 (enExample) |
| JP (1) | JP5791820B2 (enExample) |
| CN (1) | CN104023529B (enExample) |
| BR (1) | BR112014011551A2 (enExample) |
| DK (1) | DK2779830T3 (enExample) |
| ES (1) | ES2632802T3 (enExample) |
| HU (1) | HUE035679T2 (enExample) |
| MX (1) | MX356273B (enExample) |
| PL (1) | PL2779830T3 (enExample) |
| RU (1) | RU2606091C2 (enExample) |
| UA (1) | UA114415C2 (enExample) |
| WO (1) | WO2013072427A1 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2017241430A1 (en) * | 2016-03-31 | 2018-11-08 | Dow Global Technologies Llc | Synergistic combination of a lenacil compound and diiodomethyl p-tolyl sulfone for dry film protection |
| US10653142B2 (en) | 2017-12-12 | 2020-05-19 | International Business Machines Corporation | Polymers with antimicrobial functionalities |
| US10595527B2 (en) | 2017-12-12 | 2020-03-24 | International Business Machines Corporation | Antimicrobial polymers capable of supramolecular assembly |
| US10836864B2 (en) | 2017-12-12 | 2020-11-17 | International Business Machines Corporation | Chemical compositions with antimicrobial functionality |
| US11382330B2 (en) * | 2017-12-25 | 2022-07-12 | Dow Global Technologies Llc | Micro-encapsulation of an insecticide |
| EP4176721A1 (de) * | 2021-11-03 | 2023-05-10 | LANXESS Deutschland GmbH | Biozide polymermischungen |
| CN114158567B (zh) * | 2021-11-25 | 2022-11-15 | 佛山市正典生物技术有限公司 | 包含含有羟基的多元醇醚的含碘消毒剂及其制备方法、用途 |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1225862B (de) * | 1964-08-21 | 1966-09-29 | Basf Ag | Verfahren zur Herstellung von wasserloeslichen Polymerisationsprodukten aus am Stickstoffatom unsubstituierten 1,2-Alkyleniminen |
| US3225013A (en) | 1964-10-12 | 1965-12-21 | Minnesota Mining & Mfg | Curable compositions of an organic acid anhydride and an alkylenimine derivative |
| US3630942A (en) * | 1969-02-17 | 1971-12-28 | Atomic Energy Commission | Removal of organic iodine from radioiodine-containing atmospheres |
| US4276211A (en) | 1980-03-10 | 1981-06-30 | Troy Chemical Corporation | Stabilization composition for coating composition |
| US4490505A (en) | 1980-04-17 | 1984-12-25 | Minnesota Mining And Manufacturing Company | Polyfunctional aziridine crosslinking agents for aqueous magnetic recording media binder |
| US4297258A (en) | 1980-04-28 | 1981-10-27 | Ici Americas Inc. | Non-yellowing paint formulations containing iodo substituted alkynyl urethanes as fungicides |
| US4552885A (en) | 1981-12-24 | 1985-11-12 | Ciba Geigy Corporation | Stabilized fungicide compositions |
| DE3269755D1 (en) | 1981-12-24 | 1986-04-10 | Ciba Geigy Ag | Process for stabilising fungicides |
| US4605698A (en) | 1983-07-13 | 1986-08-12 | Diamond Shamrock Chemicals Company | Polyfunctional aziridines for use in crosslinking applications |
| US5534391A (en) | 1994-01-28 | 1996-07-09 | Minnesota Mining And Manufacturing Company | Aziridine primer for flexographic printing plates |
| DE19548782A1 (de) * | 1995-12-27 | 1997-07-03 | Basf Ag | Lineare Polymerisate von N-(2-(1'-Aziridino)ethyl)formamid, Verfahren zu ihrer Herstellung und ihre Verwendung |
| US5916930A (en) | 1996-11-20 | 1999-06-29 | Troy Corporation | Stabilization of biocidal activity in air drying alkyds |
| ATE314092T1 (de) * | 1997-09-26 | 2006-01-15 | Noven Pharma | Biologische kleber und verfahren zur topischen verabreichung von wirkstoffen |
| US6059991A (en) | 1997-12-12 | 2000-05-09 | Troy Technology Corporation, Inc. | Stabilized composition containing halopropynyl compounds |
| US6140370A (en) | 1998-09-21 | 2000-10-31 | Troy Technology Corporation, Inc. | Stabilized alkyd based compositions containing halopropynl compounds |
| US6472424B1 (en) | 2000-06-07 | 2002-10-29 | Troy Technology Corporation, Inc. | Stabilized antimicrobial compositions containing halopropynyl compounds and benzylidene camphors |
| DE10256494A1 (de) | 2002-12-03 | 2004-06-24 | Basf Ag | Stabilisierte Zusammensetzungen, enthaltend polyfunktionelle Aziridinverbindungen |
| JP4409854B2 (ja) * | 2003-05-09 | 2010-02-03 | 株式会社 東邦アーステック | ヨウ素安定化担体、非水溶性固体及び非水溶性固体の製造方法 |
| DE102005011165A1 (de) * | 2005-03-09 | 2006-09-14 | Basf Ag | Superabsorbierender Schaum, Verfahren zu seiner Herstellung und seine Verwendung |
| DE102005042433A1 (de) | 2005-09-07 | 2007-03-08 | Lanxess Deutschland Gmbh | Stabilisierung Iod haltiger Biozide |
| DE102006010199A1 (de) | 2006-03-06 | 2007-09-13 | Lanxess Deutschland Gmbh | Stabilisierung Iod-haltiger Biozide durch spezielle Azolverbindungen |
| US20100260691A1 (en) | 2006-07-31 | 2010-10-14 | Narayanan Kolazi S | Aqueous compositions containing a hydrophobic material |
| EP2236033A1 (de) * | 2009-04-01 | 2010-10-06 | LANXESS Deutschland GmbH | Stabilisierung Iod-haltiger Verbindungen |
| AU2010258560A1 (en) * | 2009-06-12 | 2012-02-02 | Lanxess Deutschland Gmbh | Inorganic carrier materials containing nitrogen |
| EP2270087A1 (de) * | 2009-06-30 | 2011-01-05 | LANXESS Deutschland GmbH | Heterocyclische 3-Ringverbindungen und jodhaltige Verbindungen enthaltende Polymere |
-
2011
- 2011-11-16 EP EP11189405.1A patent/EP2594132A1/de not_active Withdrawn
-
2012
- 2012-11-15 PL PL12790521T patent/PL2779830T3/pl unknown
- 2012-11-15 RU RU2014124002A patent/RU2606091C2/ru active
- 2012-11-15 US US14/354,035 patent/US9326502B2/en active Active
- 2012-11-15 DK DK12790521.4T patent/DK2779830T3/en active
- 2012-11-15 MX MX2014005831A patent/MX356273B/es active IP Right Grant
- 2012-11-15 EP EP12790521.4A patent/EP2779830B1/de active Active
- 2012-11-15 UA UAA201406677A patent/UA114415C2/uk unknown
- 2012-11-15 JP JP2014541663A patent/JP5791820B2/ja active Active
- 2012-11-15 BR BR112014011551A patent/BR112014011551A2/pt not_active Application Discontinuation
- 2012-11-15 WO PCT/EP2012/072760 patent/WO2013072427A1/de not_active Ceased
- 2012-11-15 ES ES12790521.4T patent/ES2632802T3/es active Active
- 2012-11-15 HU HUE12790521A patent/HUE035679T2/en unknown
- 2012-11-15 CN CN201280056657.9A patent/CN104023529B/zh active Active
Also Published As
| Publication number | Publication date |
|---|---|
| US20140303277A1 (en) | 2014-10-09 |
| EP2779830B1 (de) | 2017-05-17 |
| JP5791820B2 (ja) | 2015-10-07 |
| EP2779830A1 (de) | 2014-09-24 |
| BR112014011551A2 (pt) | 2017-05-09 |
| WO2013072427A1 (de) | 2013-05-23 |
| CN104023529A (zh) | 2014-09-03 |
| UA114415C2 (uk) | 2017-06-12 |
| MX2014005831A (es) | 2014-06-04 |
| PL2779830T3 (pl) | 2017-10-31 |
| RU2014124002A (ru) | 2015-12-27 |
| US9326502B2 (en) | 2016-05-03 |
| JP2015504429A (ja) | 2015-02-12 |
| CN104023529B (zh) | 2016-10-12 |
| MX356273B (es) | 2018-04-30 |
| NZ623963A (en) | 2016-04-29 |
| EP2594132A1 (de) | 2013-05-22 |
| HUE035679T2 (en) | 2018-05-28 |
| ES2632802T3 (es) | 2017-09-15 |
| RU2606091C2 (ru) | 2017-01-10 |
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