JP5493872B2 - 除草用組成物 - Google Patents
除草用組成物 Download PDFInfo
- Publication number
- JP5493872B2 JP5493872B2 JP2009554425A JP2009554425A JP5493872B2 JP 5493872 B2 JP5493872 B2 JP 5493872B2 JP 2009554425 A JP2009554425 A JP 2009554425A JP 2009554425 A JP2009554425 A JP 2009554425A JP 5493872 B2 JP5493872 B2 JP 5493872B2
- Authority
- JP
- Japan
- Prior art keywords
- fatty acid
- herbicidal composition
- acid ester
- glycerin
- ragweed
- Prior art date
- 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.)
- Active
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- 230000002363 herbicidal effect Effects 0.000 title claims description 60
- 239000000203 mixture Substances 0.000 title claims description 48
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 56
- 229930195729 fatty acid Natural products 0.000 claims description 56
- 239000000194 fatty acid Substances 0.000 claims description 56
- -1 glycerin fatty acid ester Chemical class 0.000 claims description 40
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 34
- 235000011187 glycerol Nutrition 0.000 claims description 27
- 150000004665 fatty acids Chemical class 0.000 claims description 26
- 235000003129 Ambrosia artemisiifolia var elatior Nutrition 0.000 claims description 24
- 235000003484 annual ragweed Nutrition 0.000 claims description 24
- 235000006263 bur ragweed Nutrition 0.000 claims description 24
- 235000003488 common ragweed Nutrition 0.000 claims description 24
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 10
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims description 8
- 244000025254 Cannabis sativa Species 0.000 claims description 6
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 claims description 4
- 239000004480 active ingredient Substances 0.000 claims description 4
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- 230000003381 solubilizing effect Effects 0.000 claims description 3
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- 208000035285 Allergic Seasonal Rhinitis Diseases 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 230000007774 longterm Effects 0.000 description 6
- 239000002994 raw material Substances 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
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- KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
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- 239000000047 product Substances 0.000 description 3
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- 238000005063 solubilization Methods 0.000 description 3
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- 235000003222 Helianthus annuus Nutrition 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
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- 239000005643 Pelargonic acid Substances 0.000 description 2
- 206010048908 Seasonal allergy Diseases 0.000 description 2
- 240000003705 Senecio vulgaris Species 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 240000002439 Sorghum halepense Species 0.000 description 2
- 241000208041 Veronica Species 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 210000000795 conjunctiva Anatomy 0.000 description 2
- 210000004087 cornea Anatomy 0.000 description 2
- MZZBPDKVEFVLFF-UHFFFAOYSA-N cyanazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C#N)=N1 MZZBPDKVEFVLFF-UHFFFAOYSA-N 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000007857 degradation product Substances 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 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 2
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- 239000002689 soil Substances 0.000 description 2
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- 238000012360 testing method Methods 0.000 description 2
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- YUVKUEAFAVKILW-UHFFFAOYSA-N 2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=CC=C(C(F)(F)F)C=N1 YUVKUEAFAVKILW-UHFFFAOYSA-N 0.000 description 1
- IAJOBQBIJHVGMQ-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid Chemical compound CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- UPMXNNIRAGDFEH-UHFFFAOYSA-N 3,5-dibromo-4-hydroxybenzonitrile Chemical compound OC1=C(Br)C=C(C#N)C=C1Br UPMXNNIRAGDFEH-UHFFFAOYSA-N 0.000 description 1
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- 235000016068 Berberis vulgaris Nutrition 0.000 description 1
- 241000335053 Beta vulgaris Species 0.000 description 1
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- 244000024671 Brassica kaber Species 0.000 description 1
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- 239000005489 Bromoxynil Substances 0.000 description 1
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- 244000234609 Portulaca oleracea Species 0.000 description 1
- 235000001855 Portulaca oleracea Nutrition 0.000 description 1
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- GNVMUORYQLCPJZ-UHFFFAOYSA-M Thiocarbamate Chemical compound NC([S-])=O GNVMUORYQLCPJZ-UHFFFAOYSA-M 0.000 description 1
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- 244000067505 Xanthium strumarium Species 0.000 description 1
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- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
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- MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-UHFFFAOYSA-N 0.000 description 1
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- 235000010233 benzoic acid Nutrition 0.000 description 1
- GGWHBJGBERXSLL-NBVRZTHBSA-N chembl113137 Chemical compound C1C(=O)C(C(=N/OCC)/CCC)=C(O)CC1C1CSCCC1 GGWHBJGBERXSLL-NBVRZTHBSA-N 0.000 description 1
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- RIUXZHMCCFLRBI-UHFFFAOYSA-N chlorimuron Chemical compound COC1=CC(Cl)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 RIUXZHMCCFLRBI-UHFFFAOYSA-N 0.000 description 1
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- OILAIQUEIWYQPH-UHFFFAOYSA-N cyclohexane-1,2-dione Chemical compound O=C1CCCCC1=O OILAIQUEIWYQPH-UHFFFAOYSA-N 0.000 description 1
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- 230000005484 gravity Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- YEAZPMHWNDZTLC-UHFFFAOYSA-N hexanoic acid;propane-1,2,3-triol Chemical compound OCC(O)CO.CCCCCC(O)=O YEAZPMHWNDZTLC-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
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- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
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- QYPPRTNMGCREIM-UHFFFAOYSA-M methylarsonate(1-) Chemical compound C[As](O)([O-])=O QYPPRTNMGCREIM-UHFFFAOYSA-M 0.000 description 1
- QYPPRTNMGCREIM-UHFFFAOYSA-N methylarsonic acid Chemical compound C[As](O)(O)=O QYPPRTNMGCREIM-UHFFFAOYSA-N 0.000 description 1
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- JITOKQVGRJSHHA-UHFFFAOYSA-M monosodium methyl arsenate Chemical compound [Na+].C[As](O)([O-])=O JITOKQVGRJSHHA-UHFFFAOYSA-M 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- FIKAKWIAUPDISJ-UHFFFAOYSA-L paraquat dichloride Chemical compound [Cl-].[Cl-].C1=C[N+](C)=CC=C1C1=CC=[N+](C)C=C1 FIKAKWIAUPDISJ-UHFFFAOYSA-L 0.000 description 1
- IDOWTHOLJBTAFI-UHFFFAOYSA-N phenmedipham Chemical compound COC(=O)NC1=CC=CC(OC(=O)NC=2C=C(C)C=CC=2)=C1 IDOWTHOLJBTAFI-UHFFFAOYSA-N 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- NQQVFXUMIDALNH-UHFFFAOYSA-N picloram Chemical compound NC1=C(Cl)C(Cl)=NC(C(O)=O)=C1Cl NQQVFXUMIDALNH-UHFFFAOYSA-N 0.000 description 1
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- FFSSWMQPCJRCRV-UHFFFAOYSA-N quinclorac Chemical compound ClC1=CN=C2C(C(=O)O)=C(Cl)C=CC2=C1 FFSSWMQPCJRCRV-UHFFFAOYSA-N 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
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- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 description 1
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- REEQLXCGVXDJSQ-UHFFFAOYSA-N trichlopyr Chemical compound OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl REEQLXCGVXDJSQ-UHFFFAOYSA-N 0.000 description 1
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- 238000009333 weeding Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Toxicology (AREA)
Description
本発明の除草用組成物は、6〜12の偶数の炭素数の脂肪酸とグリセリンから得られるグリセリン脂肪酸エステルを有効成分として含有することを特徴とする。
ここで、エマルジョンとは、水に溶解しない液体が粒子状に存在して可視光が光散乱する液体であり、肉眼では白色に見える溶液を指す。一方、可溶化液とは、可視光が光散乱しないレベルで水に混ざり合い、肉眼では透明に見える溶液を指す。
(グリセリン脂肪酸エステルの直接塗布による、除草活性の評価)
関東ローム層の赤土を充填したプランターに移植した開花したブタクサに対して、表1に示す主剤を直接塗布し、1日経過後の花葉の枯死状況を目視で確認した。その結果を表1に記す。
また、同様に塗布したブタクサを縦20cm横14cmのビニール袋で密封し、1日経過後の臭気を官能評価した。その結果を表1に併せて記す。
主剤が自然界で加水分解されることを想定し、加水分解物の生体反応を眼刺激性で評価した。具体的には、表1に記した主剤10gを100mLの水に加え、水酸化ナトリウム水溶液を用いてpHが10になるように調整した。この混合物をフラスコに入れて80℃にし、10分毎にpHが10を保つように水酸化ナトリウム水溶液を適宜加えて1時間撹拌した。次にこの混合物に塩酸水溶液を用いてpHを3.5にし、ヘキサンにて3回洗浄することで脂肪酸を除いた。次にこの溶液に水酸化ナトリウム水溶液を用いて中和し、エバポレーション後ろ過することで塩化ナトリウムを除いた。この粘調液を精製水にて希釈して50%濃度とし、眼刺激測定用試料とした。
表1にて、実施例1〜7は、本発明の除草用組成物を用いて上記の各評価を行った結果である。また比較例1〜4は、カプロン酸、ペラルゴン酸、ウンデシレン酸及びエチレングリコールモノペラルゴン酸エステルを用いて、同様の評価を行った結果である。
(グリセリン脂肪酸エステルの可溶化液の散布による評価)
グリセリンモノカプリル酸エステル5質量部とポリエチレングリコール(20)モノオレイン酸ソルビタンエステル1質量部と水94質量部を、ホモジナイザー(みづほ工業株式会社製QUICK HOMO MIXER LR−1)を使用して、毎分7000回転で3分間処理して、グリセリン脂肪酸エステルを5質量%含有する可溶化液を作製した。この可溶化液を、関東ローム層の赤土を充填したプランターに移植した開花したブタクサ及びオオブタクサに滴る程度に散布し、1日後の外観を写真撮影した。なお、対照区は水を散布した。その結果を図1〜4の写真に示す。
図1及び図3は、対照区のブタクサ及びオオブタクサの状態を示した写真であり、図2及び図4は、グリセリン脂肪酸エステルの可溶化液を散布して1日後の、ブタクサ及びオオブタクサの状態を示した写真である。
図1〜4から明らかなとおり、本発明においては、可溶化液の形態にしても除草活性の高いことが確認された。
(可溶化液の安定性評価)
表2に示す組成でグリセリン脂肪酸エステルを配合し、ホモジナイザー(みづほ工業株式会社製QUICK HOMO MIXER LR−1)を使用して、7000回転で3分間処理して、グリセリン脂肪酸エステルを5質量%含有する可溶化液を作製した。作製直後の可溶化液を目視にて評価するとともに、冷暗所に3ヶ月静置した後の可溶化液を、再度目視にて評価した。その結果を表2に併せて記す。
通常、脂肪酸などの乳化液は脂肪酸の密度が水の密度よりも低いために、長期間静置すると乳化粒子が上層に集まり、場合によっては乳化粒子が合一して油層ができる場合がある。一方、実施例9および10の主剤は、グリセリンモノカプロン酸エステル、グリセリンモノカプリル酸エステルであるため、水酸基が2つあり、脂肪酸部分も小さいため、相対的に親水性が高く、透明均一水溶液(可溶化液)にすることができ、比重差による乳化粒子の浮上や合一がない。
(ブタクサ以外の植物種に対する除草剤としての効果の確認)
表3に示す植物に対して、表3に示した散布液を50mL/m2になるようにハンドスプレーにて散布した。具体的には、株式会社フルプラ製No.505でターゲットから約30cm離して5噴きした。1日経過後、植物の葉および花の状態を目視にて観察して、除草活性を評価した。その結果を表3に併せて記す。
本発明の除草用組成物は、エマルジョンまたは可溶化液の形態にしても高い除草活性を有すること、及び加水分解産物が毒性を有さないことから、空中散布などの方法も有効であり、これにより、広大な範囲にわたり、ブタクサやオオブタクサなどの雑草を網羅的に一掃することができる。即ち、本発明の除草用組成物は、上記の利点から、アレルギー疾患の予防、とりわけブタクサ花粉症の予防策を講じるのに効果的であり、更には、環境美化、生物多様性の保全、帰化植物駆除というテーマに対しても、有効な解決手段を与えるものである。
Claims (5)
- 6〜12の偶数の炭素数の脂肪酸とグリセリンから得られるグリセリン脂肪酸エステルを有効成分として含有する、除草用組成物であって、グリセリン脂肪酸エステルがモノエステルであることを特徴とする、該除草用組成物。
- 6〜12の偶数の炭素数の脂肪酸がカプリル酸である、請求項1記載の除草用組成物。
- 6〜12の偶数の炭素数の脂肪酸がカプロン酸である、請求項1記載の除草用組成物。
- グリセリン脂肪酸エステルを0.5〜30質量%含有するエマルジョンまたは可溶化液であることを特徴とする、請求項1〜3のいずれか1項に記載の除草用組成物。
- ブタクサまたはオオブタクサ用である、請求項1〜4のいずれか1項に記載の除草用組成物。
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JP6281845B2 (ja) * | 2012-10-12 | 2018-02-21 | 国立研究開発法人理化学研究所 | 植物害虫及び/又は植物病害用防除剤 |
JP6266276B2 (ja) * | 2013-09-10 | 2018-01-24 | 花王株式会社 | 除草方法 |
WO2015047606A1 (en) | 2013-09-30 | 2015-04-02 | Apple Inc. | Keycaps having reduced thickness |
CA3090052A1 (en) * | 2018-02-26 | 2019-08-29 | Clariant International Ltd | Fatty acid derivatives for use as herbicides |
WO2022105987A1 (de) | 2020-11-17 | 2022-05-27 | Wacker Chemie Ag | Cyclodextrin enthaltende formulierungen zur verbesserung der wirksamkeit von fettsäuren als nicht-selektive herbizide |
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JPH03197402A (ja) * | 1989-08-22 | 1991-08-28 | Dai Ichi Seiyaku Co Ltd | 薯類の発芽防止剤 |
JPH07509692A (ja) * | 1992-05-01 | 1995-10-26 | マイコジェン コーポレイション | 除草活性組成物及び除草方法 |
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US2626862A (en) * | 1950-06-30 | 1953-01-27 | Thompson Boyce Plant Res | Method of killing plants |
US5035741A (en) | 1989-10-13 | 1991-07-30 | Safer, Inc. | Fatty acid based emulsifiable concentrate having herbicidal activity |
US4975110A (en) | 1989-10-13 | 1990-12-04 | Safer, Inc. | Fatty acid based herbicidal compositions |
NZ242249A (en) * | 1992-04-06 | 1995-02-24 | Robert Vincent Thompson | Herbicidal method and composition; fat or wax dispersed in oil blocks transport of liquid in plant stem when applied thereto |
JP3818747B2 (ja) * | 1997-07-10 | 2006-09-06 | サンケイ化学株式会社 | 農園芸用殺虫殺菌剤組成物 |
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- 2009-02-18 ES ES09713354.0T patent/ES2609287T3/es active Active
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Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
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JPH03197402A (ja) * | 1989-08-22 | 1991-08-28 | Dai Ichi Seiyaku Co Ltd | 薯類の発芽防止剤 |
JPH07509692A (ja) * | 1992-05-01 | 1995-10-26 | マイコジェン コーポレイション | 除草活性組成物及び除草方法 |
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EP2248420A4 (en) | 2012-10-24 |
CN101969770B (zh) | 2013-06-12 |
JPWO2009104800A1 (ja) | 2011-06-23 |
EP2248420B1 (en) | 2016-11-09 |
KR101843178B1 (ko) | 2018-03-28 |
US8569211B2 (en) | 2013-10-29 |
KR20160043141A (ko) | 2016-04-20 |
CA2715789A1 (en) | 2009-08-27 |
CA2715789C (en) | 2016-11-15 |
KR20100125333A (ko) | 2010-11-30 |
WO2009104800A1 (ja) | 2009-08-27 |
US20110045982A1 (en) | 2011-02-24 |
CN101969770A (zh) | 2011-02-09 |
ES2609287T3 (es) | 2017-04-19 |
EP2248420A1 (en) | 2010-11-10 |
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