JPS6125681B2 - - Google Patents
Info
- Publication number
- JPS6125681B2 JPS6125681B2 JP15290180A JP15290180A JPS6125681B2 JP S6125681 B2 JPS6125681 B2 JP S6125681B2 JP 15290180 A JP15290180 A JP 15290180A JP 15290180 A JP15290180 A JP 15290180A JP S6125681 B2 JPS6125681 B2 JP S6125681B2
- Authority
- JP
- Japan
- Prior art keywords
- pendemethalin
- polyvinyl alcohol
- present
- powder
- sulfate
- 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.)
- Expired
Links
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 16
- -1 alcohol sulfate salt Chemical class 0.000 claims description 16
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 10
- 239000000725 suspension Substances 0.000 claims description 10
- 238000002156 mixing Methods 0.000 claims description 6
- 239000004563 wettable powder Substances 0.000 claims description 6
- 239000004606 Fillers/Extenders Substances 0.000 claims description 4
- CHIFOSRWCNZCFN-UHFFFAOYSA-N pendimethalin Chemical compound CCC(CC)NC1=C([N+]([O-])=O)C=C(C)C(C)=C1[N+]([O-])=O CHIFOSRWCNZCFN-UHFFFAOYSA-N 0.000 claims description 3
- 238000009333 weeding Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 description 15
- 230000000887 hydrating effect Effects 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 8
- 238000009472 formulation Methods 0.000 description 7
- 230000002363 herbicidal effect Effects 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 5
- 239000004480 active ingredient Substances 0.000 description 5
- 239000004927 clay Substances 0.000 description 5
- 229910052500 inorganic mineral Inorganic materials 0.000 description 5
- 239000011707 mineral Substances 0.000 description 5
- 238000010298 pulverizing process Methods 0.000 description 5
- 159000000000 sodium salts Chemical class 0.000 description 5
- 238000000859 sublimation Methods 0.000 description 5
- 230000008022 sublimation Effects 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- ZUBJEHHGZYTRPH-KTKRTIGZSA-N [(z)-octadec-9-enyl] hydrogen sulfate Chemical class CCCCCCCC\C=C/CCCCCCCCOS(O)(=O)=O ZUBJEHHGZYTRPH-KTKRTIGZSA-N 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical class CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 3
- 229940043264 dodecyl sulfate Drugs 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000007127 saponification reaction Methods 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- 235000001602 Digitaria X umfolozi Nutrition 0.000 description 2
- 235000017898 Digitaria ciliaris Nutrition 0.000 description 2
- 235000005476 Digitaria cruciata Nutrition 0.000 description 2
- 235000006830 Digitaria didactyla Nutrition 0.000 description 2
- 235000005804 Digitaria eriantha ssp. eriantha Nutrition 0.000 description 2
- 235000010823 Digitaria sanguinalis Nutrition 0.000 description 2
- 244000025670 Eleusine indica Species 0.000 description 2
- 235000014716 Eleusine indica Nutrition 0.000 description 2
- 239000004115 Sodium Silicate Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003905 agrochemical Substances 0.000 description 2
- 239000004067 bulking agent Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 239000004009 herbicide Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 2
- 229910052911 sodium silicate Inorganic materials 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- BMRVLXHIZWDOOK-UHFFFAOYSA-N 2-butylnaphthalene-1-sulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(CCCC)=CC=C21 BMRVLXHIZWDOOK-UHFFFAOYSA-N 0.000 description 1
- 235000013479 Amaranthus retroflexus Nutrition 0.000 description 1
- 244000055702 Amaranthus viridis Species 0.000 description 1
- 235000004135 Amaranthus viridis Nutrition 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 235000015701 Artemisia arbuscula Nutrition 0.000 description 1
- 235000002657 Artemisia tridentata Nutrition 0.000 description 1
- 235000003261 Artemisia vulgaris Nutrition 0.000 description 1
- 240000006891 Artemisia vulgaris Species 0.000 description 1
- 235000009344 Chenopodium album Nutrition 0.000 description 1
- 235000005484 Chenopodium berlandieri Nutrition 0.000 description 1
- 235000009332 Chenopodium rubrum Nutrition 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 240000001341 Reynoutria japonica Species 0.000 description 1
- 235000018167 Reynoutria japonica Nutrition 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 240000000851 Vaccinium corymbosum Species 0.000 description 1
- 235000003095 Vaccinium corymbosum Nutrition 0.000 description 1
- 235000017537 Vaccinium myrtillus Nutrition 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 235000021014 blueberries Nutrition 0.000 description 1
- 159000000007 calcium salts Chemical group 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 244000037666 field crops Species 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 229910052622 kaolinite Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- FVEFRICMTUKAML-UHFFFAOYSA-M sodium tetradecyl sulfate Chemical compound [Na+].CCCCC(CC)CCC(CC(C)C)OS([O-])(=O)=O FVEFRICMTUKAML-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000002344 surface layer Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- GROJOWHVXQYQGN-UHFFFAOYSA-N tetradecyl sulfonic acid Chemical class CCCCC(CC)CCC(CC(C)C)OS(O)(=O)=O GROJOWHVXQYQGN-UHFFFAOYSA-N 0.000 description 1
- 239000010698 whale oil Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
本発明は、懸垂性良好なる除草用水和剤に関す
るものである。
3,4―ジメチル―2,6―ジニトロ―N―
(1―エチルプロピル)アニリン(以後ペンデメ
サリンと称す)は、
で示される化合物であり、メヒシバ,スズメノテ
ツポウなどの畑作雑草の防除にすぐれた効果を示
す除草剤である。通常溶剤にとかし、乳化剤を加
え乳剤とするか、または鉱物質微粉末,界面活性
剤等と共に微粉砕して水和剤としたのち、一定量
の水で希釈して生育している雑草の茎葉に散布す
るか、または雑草の発生前に土壌に散布して使用
する。ペンデメサリンを水和剤とする際には殺草
効果を高め、散布液中の成分を均一に懸濁させる
ため気流粉砕機等を用いて十分微粉砕を行うが、
ペンデメサリンは融点56〜58℃の黄赤色結晶であ
り、また昇華性のため、夏の高温にさらされると
ガス化し一度昇華したものが、温度の低下にとも
ない水和剤の粒子表面に結晶化し、これを繰り返
すことにより、粒子の成長および粒同士の合一が
起り、微粉化の効果が喪失される欠点がある。ま
た包装容器から揮散するような損失もある。これ
らの点を解決しなければ農薬製剤として完全なも
のとは云い難い。
一般に水和剤は水で希釈された場合、微粉化さ
れた有効成分が安定した懸濁状態を保つことが必
要であり、懸垂性の低下したものは、散布ノズル
の目づまり、散布むら等、作業能率の低下、効力
不足の原因となり、水和剤としての利用価値が少
ない。通常このような昇華性の農薬の水和剤化に
は、吸着性を有する微粉末担体を増量剤として用
い、一度昇華したガスを微粉末担体に吸着させた
り、ガスが外に揮散しないような容器を使用する
などしているが根本的な解決法は末だ見当らな
い。
本発明者らは、ペンデメサリンの水和剤を製造
するに当たり、かかる昇華性に由来する製剤の欠
点を解決すべく鋭意研究を行つた結果、ペンデメ
サリンを増量剤、高級アルコール硫酸エステル塩
及びポリビニールアルコールと共に均一に配合す
ることにより、夏季の高温下に於いてもペンデメ
サリンの昇華及び結の析出することがなく、しか
も懸垂性良好なる水和剤を得ることができること
を見い出し、本発明を完成したものである。
本発明の懸垂性良好なる水和剤はペンデメサリ
ンに鉱物質微粉末、界面活性剤、分散剤等から選
ばれる増量剤、高級アルコールの硫酸エステル塩
及びポリビニールアルコールを配合することによ
りなる。
本発明に使用される高級アルコール硫酸エステ
ル塩の高級アルコールとしては、ヤシ油の還元ア
ルコール、マツコー鯨油等から得られたラウリル
アルコール、オレイルアルコール、プロピレン、
エチレンなどのα―オレフインなどを原料とした
第1級または第2級の合成高級アルコール等を挙
げることができる。例えば、ラウリル硫酸エステ
ル、オレイル硫酸エステル、7―エチル―2―メ
チル―ウンデカン―4―オール硫酸エステルの塩
がある。塩としては、ナトリウム、カリウム、ア
ンモニウム、有機アミン類があげられる。
本発明に使用されるポリビニールアルコール
は、ポリ酢酸ビニールをアルカリ、酸、アンモニ
ア水などでケン化することにより得られる高分子
化合物である。その重合度、ケン化度等によりい
ろいろな種類が挙げられるが、低重合のものが水
になじみ易く、より効果的である。
高級アルコール硫酸エステル塩とポリビニール
アルコールの比率は、重量で前者1に対し、後者
0.1〜10、または高級アルコール硫酸エステル塩
とポリビニールアルコールの混合物とペンデメサ
リンの比率は重量で前者0.2〜0.02に対し、後者
1の範囲にあることが望ましく、上記の範囲をは
ずれるとペンデメサリンの昇華防止の効果は少な
くなる。
本発明に使用する鉱物質微粉末は、増量剤とし
て添加するもので農薬に広く用いられているもの
が利用できる。例えばクレー、タルク、ケイソウ
士、パイロフイライト、モンモリロナイト、カオ
リナイト等のシリカ、アルミナ鉱物の300メツシ
ユ以上の粉砕品である。界面活性剤として、アル
キルアリールスルホン酸塩、ポリオキシアルキレ
ンアルキルアリールエーテル、ポリオキシアルキ
レンアルキルエーテル、分散剤としてリグニンス
ルホン酸塩、ポリビニールアルコール、アルキル
ナフタレンスルホン酸塩等が用いられる。
本発明の水和剤の製造方法としては、有効成分
に鉱物質微粉末、界面活性剤、分散剤等の増量剤
を加え均一に混合したのち微粉砕するような通常
行なわれる手段が採用される。通常の水和剤の設
備により製造することができ、何ら特別の設備は
いらず微粉砕の方法として、ジエツトオーマイザ
ーの如き気流式粉砕、ハンマーミルの如き衝撃式
粉砕等が例としてあげられる。
又、本発明の水和剤には、更に他の非イオンま
たはアニオン等の界面活性剤、安定剤、除草効力
増強剤等を加えてもよいことはいうまでもない。
本発明は、ペンデメサリンの単独水和剤のみなら
ず、他の除草剤あるいは必要に応じ、殺菌剤、殺
虫剤等と混合した製剤にも応用できる。
本発明の水和剤は、ペンデメサリンに高級アル
コール硫酸エステル塩とポリビニールアルコール
とを一定の範囲で組合せて使用することによりペ
ンデメサリンの昇華性を防止できることにある。
高級アルコール硫酸エステル塩単独、ポリビニー
ルアルコールと高級アルコール硫酸エステル塩以
外の界面活性剤の組合せ、または高級アルコール
硫酸エステル塩と他の界面活性剤の組合せでは、
本発明のごとき夏季高温時での懸垂性良好なペン
デメサリン水和剤は得られない。
次に本発明の実施例をあげて説明する。
実施例 1
ペンデメサリン50部(以下重量部を示す。)、ラ
ウリル硫酸エステルのナトリウム塩0.5部、部分
ケン化低重合ポリビニールアルコール(重合度
1000以下、ケン化度86.5〜89.0モル%、ゴーセノ
ールGL―05、日本合成化学工業(株)登録商標)1.0
部、クレー43.5部、合成硅酸ソーダ5部を均一に
混合後、ジエツトオーマイザーを用いて微粉砕す
る。
実施例 2
ペンデメサリン50部、オレイル硫酸エステルの
ナトリウム塩5部、部分ケン化重合ポリビニール
アルコール(重合度1500以上、ケン化度86.5〜
89.0モル%、ゴーセノールGH―17、日本合成化
学工業(株)登録商標)2部、ケイソウ上10部、クレ
ー33部を均一に混合後、ジエツトオーマイザーを
用いて微粉砕する。
実施例 3
ペンデメサリン50部、7―エチル―2―メチル
―ウンデカン―4―オール硫酸ナトリウム塩1
部、ゴーセノールGL―05(前記と同一)3部、
ケイソウ上5部、クレー41部を均一に混合後、ジ
エツトオーマイザーを用いて微粉砕する。
本発明によつてペンデメサリンの昇華及び結晶
の析出が改善される作用機構は解明されていない
が、水和剤中に微量に存在する水にポリビニール
アルコールが溶けてペンデメサリンの粒子表面を
コーテイングしている為と考えられ、高級アルコ
ールの硫酸エステル塩はポリビニールアルコール
の溶解助剤、またはコーテイング助剤として作用
しているものと想像される。
次に本発明の奏する効果を試験例を挙げ具体的
に説明する。尚、試験には次の比較例を作り用い
た。
上記実施例1のラウリル硫酸ナトリウム塩、ゴ
ーセノールGL―05、合成硅酸ナトリウム及びク
レーの比率(重量部)を表1のように変更し、実
施例1と同様に製剤した。
The present invention relates to a weeding powder with good suspension properties. 3,4-dimethyl-2,6-dinitro-N-
(1-Ethylpropyl)aniline (hereinafter referred to as pendemethalin) is This compound is a herbicide that is highly effective in controlling weeds in field crops such as crabgrass and sagebrush. Stems and leaves of growing weeds are usually dissolved in a solvent and added with an emulsifier to make an emulsion, or finely ground with fine mineral powder, a surfactant, etc. to make a wettable powder, and then diluted with a certain amount of water. It can be applied to the ground or applied to the soil before weeds emerge. When pendemethalin is used as a wettable powder, it is sufficiently pulverized using an air flow mill or the like to enhance the herbicidal effect and to uniformly suspend the components in the spray solution.
Pendemethalin is a yellow-red crystal with a melting point of 56-58℃, and because it sublimes, it gasifies when exposed to high temperatures in summer, and once sublimated, it crystallizes on the surface of the hydrating powder particles as the temperature drops. By repeating this, grain growth and grain coalescence occur, resulting in a loss of the pulverization effect. There are also losses such as volatilization from packaging containers. Unless these points are resolved, it is difficult to say that the agricultural chemical formulation is perfect. In general, when wettable powders are diluted with water, it is necessary to maintain a stable suspension of the finely divided active ingredients, and those with reduced suspension properties may cause clogging of the spray nozzle, uneven spraying, etc. It causes a decrease in work efficiency and lack of efficacy, and has little utility as a hydrating agent. Normally, when making sublimable pesticides into wettable powders, a fine powder carrier with adsorption properties is used as an extender, and once the sublimated gas is adsorbed to the fine powder carrier, a method is used to prevent the gas from evaporating outside. I've tried using containers, but I can't seem to find a fundamental solution. In producing a hydrating powder of pendemethalin, the present inventors conducted extensive research to solve the drawbacks of formulations resulting from sublimation, and found that pendemethalin was used as a bulking agent, higher alcohol sulfate salt, and polyvinyl alcohol. The present invention has been completed based on the discovery that by uniformly blending pendemethalin with the above ingredients, it is possible to obtain a hydrating agent that does not sublimate or precipitate pendemethalin even under high temperatures in summer and has good suspension properties. It is. The hydrating agent with good suspension properties of the present invention is obtained by blending pendemethalin with an extender selected from fine mineral powder, surfactants, dispersants, etc., a sulfate ester salt of a higher alcohol, and polyvinyl alcohol. Examples of the higher alcohol of the higher alcohol sulfate ester salt used in the present invention include reduced alcohol of coconut oil, lauryl alcohol obtained from Matsukou whale oil, etc., oleyl alcohol, propylene,
Examples include primary or secondary synthetic higher alcohols made from α-olefins such as ethylene. Examples include salts of lauryl sulfate, oleyl sulfate, and 7-ethyl-2-methyl-undecane-4-ol sulfate. Examples of salts include sodium, potassium, ammonium, and organic amines. The polyvinyl alcohol used in the present invention is a polymer compound obtained by saponifying polyvinyl acetate with an alkali, acid, aqueous ammonia, or the like. There are various types depending on the degree of polymerization, saponification degree, etc., but those with low polymerization are easily compatible with water and are more effective. The ratio of higher alcohol sulfate and polyvinyl alcohol is 1 by weight for the former and 1 for the latter.
The ratio of the mixture of higher alcohol sulfate salt and polyvinyl alcohol to pendemethalin is preferably in the range of 0.2 to 0.02 by weight, while the latter is 1. If the ratio is outside the above range, sublimation of pendemethalin may be prevented. effect will be less. The fine mineral powder used in the present invention is one that is added as an extender and can be one that is widely used in agricultural chemicals. For example, it is a crushed product of 300 mesh or more of silica and alumina minerals such as clay, talc, diatomite, pyrofluorite, montmorillonite, and kaolinite. As the surfactant, alkylaryl sulfonate, polyoxyalkylene alkylaryl ether, polyoxyalkylene alkyl ether, and as dispersant, lignin sulfonate, polyvinyl alcohol, alkylnaphthalene sulfonate, etc. are used. The method for producing the wettable powder of the present invention employs a conventional method such as adding bulking agents such as fine mineral powder, surfactants, and dispersants to the active ingredients, mixing them uniformly, and then pulverizing them. . It can be produced using ordinary wettable powder equipment, and does not require any special equipment. Examples of fine pulverization methods include air flow pulverization such as a jet oomizer, and impact pulverization such as a hammer mill. It goes without saying that the hydrating agent of the present invention may further contain other nonionic or anionic surfactants, stabilizers, herbicidal efficacy enhancers, and the like.
The present invention is applicable not only to a single hydrating powder of pendemethalin, but also to a preparation in which it is mixed with other herbicides or, if necessary, fungicides, insecticides, etc. The hydrating agent of the present invention is characterized in that the sublimation of pendemethalin can be prevented by using pendemethalin in combination with a higher alcohol sulfate salt and polyvinyl alcohol within a certain range.
Higher alcohol sulfate salt alone, a combination of polyvinyl alcohol and a surfactant other than higher alcohol sulfate salt, or a combination of higher alcohol sulfate salt and other surfactant,
It is not possible to obtain a pendemesalin hydrating agent having good suspension properties at high temperatures in summer as in the present invention. Next, examples of the present invention will be described. Example 1 50 parts of pendemethalin (hereinafter shown in parts by weight), 0.5 part of sodium salt of lauryl sulfate, partially saponified low polymerized polyvinyl alcohol (polymerization degree
1000 or less, degree of saponification 86.5-89.0 mol%, Gohsenol GL-05, registered trademark of Nippon Gohsei Chemical Industry Co., Ltd.) 1.0
1 part, 43.5 parts of clay, and 5 parts of synthetic sodium silicate were uniformly mixed, and then finely pulverized using a jet oomizer. Example 2 50 parts of pendemethalin, 5 parts of sodium salt of oleyl sulfate, partially saponified polymerized polyvinyl alcohol (degree of polymerization 1500 or more, degree of saponification 86.5~
89.0 mol %, 2 parts of Gohsenol GH-17 (registered trademark of Nippon Gosei Kagaku Kogyo Co., Ltd.), 10 parts of diatomaceous powder, and 33 parts of clay were mixed uniformly, and then finely ground using a jet oomizer. Example 3 Pendemethalin 50 parts, 7-ethyl-2-methyl-undecane-4-ol sulfate sodium salt 1
3 parts, Gohsenol GL-05 (same as above),
After uniformly mixing 5 parts of diatomaceous powder and 41 parts of clay, the mixture was pulverized using a jet oomizer. The mechanism by which the sublimation of pendemethalin and precipitation of crystals are improved by the present invention has not been elucidated, but polyvinyl alcohol dissolves in the small amount of water present in the wettable powder and coats the surface of the pendemethalin particles. It is thought that this is because the sulfate ester salt of higher alcohol acts as a dissolution aid or coating aid for polyvinyl alcohol. Next, the effects of the present invention will be specifically explained using test examples. The following comparative example was prepared and used in the test. A formulation was prepared in the same manner as in Example 1 except that the ratios (parts by weight) of sodium lauryl sulfate, Gohsenol GL-05, synthetic sodium silicate, and clay in Example 1 were changed as shown in Table 1.
【表】【table】
【表】
比較例 7
実施例1のラウリル硫酸エステルのナトリウム
塩に替えて、ポリオキシエチレンノニルフエニル
エーテルを使用して実施例1と同様に製剤した。
比較例 8
実施例2のオレイル硫酸エステルのナトリウム
塩に替えて、ブチルナフタレンスルホン酸のナト
リウム塩を使用して実施例2と同様に製剤した。
比較例 9
実施例1の部分ケン化低重合ポリビニールアル
コールに替えて、ポリオキシエチレンソルビタン
脂肪酸エステルを使用して実施例1と同様に製剤
した。
比較例 10
実施例3のゴーセノールGL―05に替えて、ニ
グニンスルホン酸のカルシウム塩を使用して実施
例3と同様に製剤した。
試験例 1(耐熱性試験)
実施例及び比較例に従い製剤した各試料100g
を500c.c.ガラス瓶に入れ、50℃恒温器に10日間放
置処理し室温に放冷した後及び処理前に農薬公定
検査法(農林水産省)に従つた物理性試験を行な
い懸垂性、粉末度(湿式法)を求めた。
結果を表2に示す。[Table] Comparative Example 7 A formulation was prepared in the same manner as in Example 1 except that polyoxyethylene nonyl phenyl ether was used in place of the sodium salt of lauryl sulfate in Example 1. Comparative Example 8 A formulation was prepared in the same manner as in Example 2 except that the sodium salt of butylnaphthalene sulfonic acid was used in place of the sodium salt of oleyl sulfate in Example 2. Comparative Example 9 A formulation was prepared in the same manner as in Example 1 except that polyoxyethylene sorbitan fatty acid ester was used in place of the partially saponified low-polymerized polyvinyl alcohol of Example 1. Comparative Example 10 A formulation was prepared in the same manner as in Example 3 except that Gohsenol GL-05 in Example 3 was replaced with calcium salt of nignisulfonic acid. Test Example 1 (Heat resistance test) 100g of each sample prepared according to Examples and Comparative Examples
was placed in a 500 c.c. glass bottle, left in a 50℃ thermostat for 10 days, allowed to cool to room temperature, and before treatment, a physical property test was conducted in accordance with the Official Pesticide Testing Method (Ministry of Agriculture, Forestry and Fisheries) to determine suspension and powder properties. The degree (wet method) was determined. The results are shown in Table 2.
【表】【table】
【表】
以上の試験結果より本発明によれば、処理後に
おいても有効成分の昇華性の影響を受けることな
く良好な懸垂性と粉末度を維持していることが判
る。
試験例 2(除草効果試験)
畑上壌を充填した内面積した内面積2000cm2のポ
リエチレン製容器(容量50×40×20cm)にノビ
エ、メヒシバ、オオイヌタデ、アカザ及びアオビ
ユの種子をそれぞれ0.5cmの深さに播種したのち
覆上し、軽く鎮圧した。次いで50℃恒温器に10日
間放置処理した実施例1〜3及び比較例1〜10に
従つて製剤した各試料を、有効成分で10mgになる
ように100mlの水で希釈し、希釈30分後に上澄液
を容器当り20ml(10a当り100の水量で、有効成
分10g処理に相当)均一に上壌表層に散布した。
散布20日後に除草効果を調査した。
結果は3反復の平均値を次の基準により、表3
に示す。[Table] From the above test results, it can be seen that according to the present invention, good suspension properties and fineness are maintained even after treatment without being affected by the sublimation of the active ingredients. Test Example 2 (Herbicidal effect test) Seeds of Japanese wildflower, crabgrass, Japanese knotweed, pigweed, and blueberry were placed in 0.5 cm each in a polyethylene container (capacity 50 x 40 x 20 cm) with an internal area of 2000 cm 2 filled with field soil. After sowing the seeds to a deep depth, they were covered and lightly suppressed. Next, each sample prepared according to Examples 1 to 3 and Comparative Examples 1 to 10, which had been left in a 50°C incubator for 10 days, was diluted with 100 ml of water to give 10 mg of the active ingredient, and after 30 minutes of dilution, 20 ml of the supernatant liquid per container (corresponding to a treatment of 10 g of active ingredient at a water volume of 100 per 10 A) was uniformly spread over the upper soil surface layer.
The herbicidal effect was investigated 20 days after spraying. The results are shown in Table 3 based on the average value of three replicates according to the following criteria.
Shown below.
【表】【table】
【表】【table】
【表】
50℃恒温器に10日放置した比較例は懸垂性、粉
末度の低下に伴つて除草効果が低下するが、実施
例では除草効果も低下せず、本発明の有効性が証
される。[Table] In the comparative example, which was left in a thermostat at 50°C for 10 days, the herbicidal effect decreased as the suspension and powderiness decreased, but in the example, the herbicidal effect did not decrease, proving the effectiveness of the present invention. Ru.
Claims (1)
(1―エチルプロピル)アニリンに増量剤、高級
アルコール硫酸エステル塩及びポリビニールアル
コールを、高級アルコール硫酸エステル塩とポリ
ビニールアルコールの混合比が重量で前者1に対
し、後者が0.1〜10の範囲で、かつ高級アルコー
ル硫酸エステル塩とポリビニールアルコールの混
合物と3,4―ジメチル―2,6―ジニトロ―N
―(1―エチルプロピル)アニリンとの混合比が
重量で前者0.02〜0.2に対し、後者が1の範囲
で、配合することを特徴とする懸垂性良好なる除
草用水和剤。1 3,4-dimethyl-2,6-dinitro-N-
(1-Ethylpropyl)aniline, an extender, a higher alcohol sulfate salt and polyvinyl alcohol are added, and the mixing ratio of the higher alcohol sulfate salt and polyvinyl alcohol is in the range of 1 to 10 for the latter by weight. , and a mixture of higher alcohol sulfate salt and polyvinyl alcohol, and 3,4-dimethyl-2,6-dinitro-N
- (1-Ethylpropyl)aniline A wettable powder for weeding with good suspension properties, characterized in that the mixing ratio of the former with 0.02 to 0.2 is in the range of 1 with the latter.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP15290180A JPS5775901A (en) | 1980-10-30 | 1980-10-30 | Wettable powder having improved suspending property |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP15290180A JPS5775901A (en) | 1980-10-30 | 1980-10-30 | Wettable powder having improved suspending property |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5775901A JPS5775901A (en) | 1982-05-12 |
JPS6125681B2 true JPS6125681B2 (en) | 1986-06-17 |
Family
ID=15550604
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP15290180A Granted JPS5775901A (en) | 1980-10-30 | 1980-10-30 | Wettable powder having improved suspending property |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5775901A (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4810279A (en) * | 1987-01-27 | 1989-03-07 | American Cyanamid Company | Herbicidal oil in water combination compositions of pendimethalin |
CN110447639A (en) * | 2019-07-04 | 2019-11-15 | 福建凯立生物制品有限公司 | A kind of new application of sodium gluconate as filling carrier |
-
1980
- 1980-10-30 JP JP15290180A patent/JPS5775901A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS5775901A (en) | 1982-05-12 |
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