WO2022197257A1 - Composition qui augmente l'efficacité d'herbicides à base d'imidazolinone - Google Patents
Composition qui augmente l'efficacité d'herbicides à base d'imidazolinone Download PDFInfo
- Publication number
- WO2022197257A1 WO2022197257A1 PCT/TR2021/050227 TR2021050227W WO2022197257A1 WO 2022197257 A1 WO2022197257 A1 WO 2022197257A1 TR 2021050227 W TR2021050227 W TR 2021050227W WO 2022197257 A1 WO2022197257 A1 WO 2022197257A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- liter
- composition according
- branched
- composition
- imidazolinone
- Prior art date
Links
- 239000004009 herbicide Substances 0.000 title claims abstract description 44
- 239000000203 mixture Substances 0.000 title claims abstract description 43
- CAAMSDWKXXPUJR-UHFFFAOYSA-N 3,5-dihydro-4H-imidazol-4-one Chemical compound O=C1CNC=N1 CAAMSDWKXXPUJR-UHFFFAOYSA-N 0.000 title claims abstract description 25
- 241000196324 Embryophyta Species 0.000 claims abstract description 29
- 230000002363 herbicidal effect Effects 0.000 claims abstract description 28
- NUPJIGQFXCQJBK-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-(methoxymethyl)nicotinic acid Chemical compound OC(=O)C1=CC(COC)=CN=C1C1=NC(C)(C(C)C)C(=O)N1 NUPJIGQFXCQJBK-UHFFFAOYSA-N 0.000 claims abstract description 15
- 235000003222 Helianthus annuus Nutrition 0.000 claims abstract description 15
- 239000005566 Imazamox Substances 0.000 claims abstract description 15
- 235000004977 Brassica sinapistrum Nutrition 0.000 claims abstract description 9
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 8
- 239000007798 antifreeze agent Substances 0.000 claims abstract description 6
- 235000013479 Amaranthus retroflexus Nutrition 0.000 claims abstract description 5
- 244000105624 Arachis hypogaea Species 0.000 claims abstract description 5
- 244000024671 Brassica kaber Species 0.000 claims abstract description 5
- 235000009344 Chenopodium album Nutrition 0.000 claims abstract description 5
- 240000008853 Datura stramonium Species 0.000 claims abstract description 5
- 244000292697 Polygonum aviculare Species 0.000 claims abstract description 5
- 235000006386 Polygonum aviculare Nutrition 0.000 claims abstract description 5
- 235000001855 Portulaca oleracea Nutrition 0.000 claims abstract description 5
- 235000002594 Solanum nigrum Nutrition 0.000 claims abstract description 5
- 235000020232 peanut Nutrition 0.000 claims abstract description 5
- 229920000136 polysorbate Polymers 0.000 claims abstract description 5
- 235000014698 Brassica juncea var multisecta Nutrition 0.000 claims abstract description 4
- 235000006008 Brassica napus var napus Nutrition 0.000 claims abstract description 4
- 235000006618 Brassica rapa subsp oleifera Nutrition 0.000 claims abstract description 4
- 244000188595 Brassica sinapistrum Species 0.000 claims abstract description 4
- 240000005979 Hordeum vulgare Species 0.000 claims abstract description 4
- 235000007340 Hordeum vulgare Nutrition 0.000 claims abstract description 4
- 240000004322 Lens culinaris Species 0.000 claims abstract description 4
- 235000014647 Lens culinaris subsp culinaris Nutrition 0.000 claims abstract description 4
- 235000010627 Phaseolus vulgaris Nutrition 0.000 claims abstract description 4
- 244000046052 Phaseolus vulgaris Species 0.000 claims abstract description 4
- 235000010582 Pisum sativum Nutrition 0.000 claims abstract description 4
- 240000004713 Pisum sativum Species 0.000 claims abstract description 4
- 235000021307 Triticum Nutrition 0.000 claims abstract description 4
- 244000098338 Triticum aestivum Species 0.000 claims abstract description 4
- 244000067505 Xanthium strumarium Species 0.000 claims abstract description 4
- 229950008882 polysorbate Drugs 0.000 claims abstract description 4
- 235000006760 Acer pensylvanicum Nutrition 0.000 claims abstract description 3
- 235000004135 Amaranthus viridis Nutrition 0.000 claims abstract description 3
- 235000011292 Brassica rapa Nutrition 0.000 claims abstract description 3
- 235000005484 Chenopodium berlandieri Nutrition 0.000 claims abstract description 3
- 235000009332 Chenopodium rubrum Nutrition 0.000 claims abstract description 3
- 241001300056 Chrozophora tinctoria Species 0.000 claims abstract description 3
- 244000239348 Echinochloa crus galli var. praticola Species 0.000 claims abstract description 3
- 241000201310 Phelipanche ramosa Species 0.000 claims abstract description 3
- 240000008042 Zea mays Species 0.000 claims abstract description 3
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims abstract description 3
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims abstract description 3
- 235000005822 corn Nutrition 0.000 claims abstract description 3
- 239000004094 surface-active agent Substances 0.000 claims description 19
- 239000013543 active substance Substances 0.000 claims description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 15
- 241000208818 Helianthus Species 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical group OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 2
- 240000002245 Acer pensylvanicum Species 0.000 claims 1
- 240000000005 Chenopodium berlandieri Species 0.000 claims 1
- 240000003059 Portulaca quadrifida Species 0.000 claims 1
- 240000002307 Solanum ptychanthum Species 0.000 claims 1
- 240000006122 Chenopodium album Species 0.000 abstract description 4
- 244000234609 Portulaca oleracea Species 0.000 abstract description 4
- 244000061457 Solanum nigrum Species 0.000 abstract description 4
- 239000004476 plant protection product Substances 0.000 abstract description 3
- 244000237956 Amaranthus retroflexus Species 0.000 abstract description 2
- 235000008427 Brassica arvensis Nutrition 0.000 abstract description 2
- 241000219312 Chenopodium Species 0.000 abstract description 2
- 244000058871 Echinochloa crus-galli Species 0.000 abstract description 2
- 235000011999 Panicum crusgalli Nutrition 0.000 abstract description 2
- 244000020551 Helianthus annuus Species 0.000 abstract 1
- 244000036642 Orobanche cernua Species 0.000 abstract 1
- 235000009540 Orobanche cernua Nutrition 0.000 abstract 1
- 239000000047 product Substances 0.000 description 17
- 238000009472 formulation Methods 0.000 description 15
- 239000002671 adjuvant Substances 0.000 description 11
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 6
- 238000007046 ethoxylation reaction Methods 0.000 description 5
- 125000000129 anionic group Chemical group 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 239000000654 additive Substances 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- PVSGXWMWNRGTKE-UHFFFAOYSA-N 5-methyl-2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC=C(C)C=C1C(O)=O PVSGXWMWNRGTKE-UHFFFAOYSA-N 0.000 description 2
- 108010000700 Acetolactate synthase Proteins 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 238000009313 farming Methods 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000012669 liquid formulation Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- -1 phosphate ester Chemical class 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- KFEFNHNXZQYTEW-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-4-methylbenzoic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=CC(C)=CC=C1C(O)=O KFEFNHNXZQYTEW-UHFFFAOYSA-N 0.000 description 1
- CLQMBPJKHLGMQK-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)nicotinic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC=CC=C1C(O)=O CLQMBPJKHLGMQK-UHFFFAOYSA-N 0.000 description 1
- CABMTIJINOIHOD-UHFFFAOYSA-N 2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]quinoline-3-carboxylic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC2=CC=CC=C2C=C1C(O)=O CABMTIJINOIHOD-UHFFFAOYSA-N 0.000 description 1
- 235000017060 Arachis glabrata Nutrition 0.000 description 1
- 235000010777 Arachis hypogaea Nutrition 0.000 description 1
- 235000018262 Arachis monticola Nutrition 0.000 description 1
- 229940126062 Compound A Drugs 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
- 239000005981 Imazaquin Substances 0.000 description 1
- XVOKUMIPKHGGTN-UHFFFAOYSA-N Imazethapyr Chemical compound OC(=O)C1=CC(CC)=CN=C1C1=NC(C)(C(C)C)C(=O)N1 XVOKUMIPKHGGTN-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 241001508464 Orobanche Species 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920002257 Plurafac® Polymers 0.000 description 1
- 229920002264 Pluraflo® L 1060 Polymers 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229920001213 Polysorbate 20 Polymers 0.000 description 1
- 241000592344 Spermatophyta Species 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 241001506766 Xanthium Species 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 238000005576 amination reaction Methods 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000002528 anti-freeze Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
- 229940068977 polysorbate 20 Drugs 0.000 description 1
- 229940068965 polysorbates Drugs 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000003252 repetitive effect Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
- 229960000278 theophylline Drugs 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P13/00—Herbicides; Algicides
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
Definitions
- Herbicide reaction against undesirable harmful weed in oily seed plants such as sunflower, com, peanut, etc. and/or preparation of herbicide compositions suitable for compliance with imidazolinone-tolerant crops are the commonly known problems in the known state of the art.
- This herbicide composition should have post-emergence herbicidal activity against harmful plants. Additionally, the said compositions should have a wide activity spectrum and, in the end, help increasing the yield.
- composition which comprises an adjuvant that contains at least one of the following components together with the active substances of imazamox, imazapic and imazpyr: a partial phosphoric ester or a partial sulfuric ester of a monohydroxy functional polyalkyl ether, and optionally another additive.
- the phosphoric esters such as Klearfac AA 270 and Lutensit®A-EP were preferred.
- the most prominent feature of these adjuvants is that they have anionic and acidic character and their surface tension is approximately 39 mJ/m (dyne/cm ) at pH 2 and 23 °C temperature.
- herbicide compositions which are easily prepared, in which the efficiency of the imidazolinone herbicides is increased, and which are used against weed in cultivation plants such as imidazolinone herbicide tolerant sunflowers, corn, beans, wheats, barley, canola, peanuts, peas and lentils are needed.
- the main purpose of the invention is to develop a herbicide which has a wider efficiency capacity by using a branched C-10 alcohol based non-ionic surfactant without reacting the active substance with amine and after that, creating a second neutralization reaction.
- the herbicide composition of the invention which controls the undesirable plant life in cultivation crops comprises; a) As the active substance, imidazolinone herbicide or salts thereof in the concentration range of 5 to 500 g/liter, b) as non-ionic surfactant, non-ionic branched Guerbet alcohol ethoxylated surfactant which has the formula (I) in the concentration range of 380 to 580 g/molecular weight, 50 to 400 g/liter,
- R:C-10 Alkyl group of the branched alcohol c) As solvent, polysorbate in the concentration range of 20 to 200 g/liter, d) antifreeze agent in the concentration range of 50 to 150 g/liter.
- Table 1 SL formulation samples prepared according to the invention
- the Sample 4 prepared as liquid solution formulation was used in the field test for the IMI tolerant sunflower plant with the commercial product (Korzamox ultra) available in the market against the weed in Table 2 for 30 days comparatively.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
L'invention concerne une composition qui augmente l'efficacité d'herbicides à base d'imidazolinone afin de lutter contre des mauvaises herbes telles que le croton des teinturiers (Chorzophora tinctoria), l'orobanche ramifiée (Orobanche cernua), le chénopode (Chenopodium album), la lampourde glouteron (Xanthium strumarium), la stramoine commune (Datura stramonium), la renouée des oiseaux (Polygonum aviculare), l'herbe à éperon (Echinochloa crus-galli), la morelle noire (Solanum nigrum), l'amarante à racines rouges (Amaranthus retroflexus), la moutarde sauvage (Sinapis arvensis), le pourpier (Portulaca oleracea), pour des plantes cultivées telles que le tournesol, le maïs, les haricots, le blé, l'orge, le colza, les cacahuètes, les pois et les lentilles qui ont une tolérance aux herbicides à base d'imidazolinone, dans le domaine des produits de protection des plantes. La composition de l'invention comprend de l'imazamox, un tensioactif non ionique, du polysorbate et un agent antigel.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/TR2021/050227 WO2022197257A1 (fr) | 2021-03-15 | 2021-03-15 | Composition qui augmente l'efficacité d'herbicides à base d'imidazolinone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/TR2021/050227 WO2022197257A1 (fr) | 2021-03-15 | 2021-03-15 | Composition qui augmente l'efficacité d'herbicides à base d'imidazolinone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2022197257A1 true WO2022197257A1 (fr) | 2022-09-22 |
Family
ID=83321378
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/TR2021/050227 WO2022197257A1 (fr) | 2021-03-15 | 2021-03-15 | Composition qui augmente l'efficacité d'herbicides à base d'imidazolinone |
Country Status (1)
| Country | Link |
|---|---|
| WO (1) | WO2022197257A1 (fr) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20110177945A1 (en) * | 2010-01-18 | 2011-07-21 | Basf Se | Composition comprising a pesticide and an alkoxylate of 2-propylheptylamine |
| US20130331262A1 (en) * | 2011-02-28 | 2013-12-12 | Basf Se | Composition Comprising a Pesticide, a Surfactant and an Alkoxylate of 2-Propyheptylamine |
| WO2013189777A1 (fr) * | 2012-06-21 | 2013-12-27 | Basf Se | Adjuvant comprenant un produit d'alcoxylation de 2-propylheptylamine, un tensioactif à base de sucre et un agent de lutte contre la dérive et/ou un humectant |
-
2021
- 2021-03-15 WO PCT/TR2021/050227 patent/WO2022197257A1/fr active Application Filing
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20110177945A1 (en) * | 2010-01-18 | 2011-07-21 | Basf Se | Composition comprising a pesticide and an alkoxylate of 2-propylheptylamine |
| US20130331262A1 (en) * | 2011-02-28 | 2013-12-12 | Basf Se | Composition Comprising a Pesticide, a Surfactant and an Alkoxylate of 2-Propyheptylamine |
| WO2013189777A1 (fr) * | 2012-06-21 | 2013-12-27 | Basf Se | Adjuvant comprenant un produit d'alcoxylation de 2-propylheptylamine, un tensioactif à base de sucre et un agent de lutte contre la dérive et/ou un humectant |
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