JPS6152802B2 - - Google Patents
Info
- Publication number
- JPS6152802B2 JPS6152802B2 JP17575180A JP17575180A JPS6152802B2 JP S6152802 B2 JPS6152802 B2 JP S6152802B2 JP 17575180 A JP17575180 A JP 17575180A JP 17575180 A JP17575180 A JP 17575180A JP S6152802 B2 JPS6152802 B2 JP S6152802B2
- Authority
- JP
- Japan
- Prior art keywords
- parts
- benomyl
- tpn
- mixed
- wettable powder
- 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
- RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 claims description 49
- JKWMSGQKBLHBQQ-UHFFFAOYSA-N diboron trioxide Chemical compound O=BOB=O JKWMSGQKBLHBQQ-UHFFFAOYSA-N 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 18
- 238000002156 mixing Methods 0.000 claims description 7
- CRQQGFGUEAVUIL-UHFFFAOYSA-N chlorothalonil Chemical compound ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl CRQQGFGUEAVUIL-UHFFFAOYSA-N 0.000 claims description 4
- 230000000855 fungicidal effect Effects 0.000 claims description 4
- MITFXPHMIHQXPI-UHFFFAOYSA-N benzoxaprofen Natural products N=1C2=CC(C(C(O)=O)C)=CC=C2OC=1C1=CC=C(Cl)C=C1 MITFXPHMIHQXPI-UHFFFAOYSA-N 0.000 description 45
- XJLXINKUBYWONI-NNYOXOHSSA-N NADP zwitterion Chemical compound NC(=O)C1=CC=C[N+]([C@H]2[C@@H]([C@H](O)[C@@H](COP([O-])(=O)OP(O)(=O)OC[C@@H]3[C@H]([C@@H](OP(O)(O)=O)[C@@H](O3)N3C4=NC=NC(N)=C4N=C3)O)O2)O)=C1 XJLXINKUBYWONI-NNYOXOHSSA-N 0.000 description 24
- 239000004563 wettable powder Substances 0.000 description 16
- -1 imidazole compound Chemical class 0.000 description 15
- 238000000354 decomposition reaction Methods 0.000 description 14
- 238000002360 preparation method Methods 0.000 description 13
- 239000004927 clay Substances 0.000 description 10
- 230000000694 effects Effects 0.000 description 7
- 239000000843 powder Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 5
- 239000003085 diluting agent Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 239000008187 granular material Substances 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- UMGDCJDMYOKAJW-UHFFFAOYSA-N aminothiocarboxamide Natural products NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 3
- 230000000844 anti-bacterial effect Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000000454 talc Substances 0.000 description 3
- 229910052623 talc Inorganic materials 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000000440 bentonite Substances 0.000 description 2
- 229910000278 bentonite Inorganic materials 0.000 description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 2
- 229910052570 clay Inorganic materials 0.000 description 2
- 239000000645 desinfectant Substances 0.000 description 2
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 238000003898 horticulture Methods 0.000 description 2
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- GSFSVEDCYBDIGW-UHFFFAOYSA-N 2-(1,3-benzothiazol-2-yl)-6-chlorophenol Chemical compound OC1=C(Cl)C=CC=C1C1=NC2=CC=CC=C2S1 GSFSVEDCYBDIGW-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 231100000674 Phytotoxicity Toxicity 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000002378 acidificating effect Effects 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
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000005667 attractant Substances 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 239000006172 buffering agent Substances 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 239000003630 growth substance Substances 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000002563 ionic surfactant 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
- 239000008101 lactose Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- HIEHAIZHJZLEPQ-UHFFFAOYSA-M sodium;naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 HIEHAIZHJZLEPQ-UHFFFAOYSA-M 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
本発明は１−（ｎ−ブチルカルバモイル）ベン
ズイミダゾール−２−イルカルバミン酸メチル
（以下ベノミルと称す場合がある）およびテトラ
クロルイソフタロニトリル（以下TPNと称す場
合がある）を含有する安定性の良好な農園芸用殺
菌組成物に関するものである。
ベノミルは優れた殺菌力を有するものとして知
られており（特公昭45−25720号）、またTPNも
農園芸分野における有害生物撲滅剤として知られ
ている（特公昭41−11358号）。しかしながら、ベ
ノミルおよびTPNはそれぞれ特定の病害に対し
て、殺菌力を示さないことがあり、両者の混合製
剤が必要となる。
ところでベノミルとTPNを配合した混合製剤
は農園芸用殺菌剤として有効性が認められながら
も、成分の貯蔵安定性に難点があり、特にベノミ
ルが経時的に分解することから、分解を防止した
安定性良好な混合製剤の完成が望まれている。イ
ミダゾール系化合物であるベノミルは単独でもタ
ルク、クレー、ベントナイト、珪藻土、ホワイト
カーボン等の鉱物質微粉末で稀釈して製剤とした
場合に、その稀釈剤の種類によつては経時的に分
解すること、またベノミルとTPNを混合製剤と
した場合には、ベノミルはさらに大きな経時的分
解現象が見られることが知られている（特公昭55
−33683号）。
このように経時的に分解しやすいベノミルを製
剤化するために、過去において数多くの分解防止
の研究が行われている。例えば、サツカロースを
配合すること（特公昭47−31618号）、あるいは酸
性のPH値を有する物質を配合すること（特公昭45
−12320号）などが提案されている。しかしなが
ら、これらの提案はベノミル単独では、ある程度
の効果が見られるものの、TPNを混合した場合
は効果が落ちる傾向が見られる。
また、ベノミルとTPNを配合した混合製剤で
はベノミルの分解防止にチオ尿素化合物が有効で
あるが（特公昭55−33683号）、チオ尿素の人畜に
対する毒性が予想される。また、固状キレート
剤、固状緩衝剤、非潮解性の無水塩類等を配合す
る方法（特開昭53−148531号）も提案されている
が、平衡水分の高い稀釈剤を配合した場合に効果
が低下するなど、必ずしも十分満足のゆくもので
はない。
本発明はかかる知見をもとにして、ベノミルお
よびTPNを含有する安定性良好な混合製剤を得
るために、数多くの化合物を試験した結果完成さ
れたものであり、安定性の良好な農園芸用殺菌組
成物を提供することを目的としている。
本発明は、１−（ｎ−ブチルカルバモイル）ベ
ンズイミダゾール−２−イルカルバミン酸メチ
ル、テトラクロルイソフタロニトリルおよび三酸
化二ホウ素（B2O3）を含有することを特徴とする
農園芸用殺菌組成物である。
本発明において使用するベノミルは式
で示される。またTPNは式
で示される。
ベノミル、TPNおよび三酸化二ホウ素の配合
割合は、ベノミル１重量部に対し、TPN0.5〜10
重量部、三酸化二ホウ素0.01〜10重量部、好まし
くは0.1〜５重量部である。
本発明の混合製剤は上記の化合物を公知の方法
によつて混合あるいは粉砕することにより製造す
ることができる。製造に際しては、必要に応じて
農園芸用薬剤に使用される一般的な稀釈剤、界面
活性剤、固着剤等の補助剤を配合し、粉剤、水和
剤、微粒剤、粒剤とすることができる。稀釈剤と
してはクレー、タルク、ベントナイト、珪藻土な
どの鉱物質微粉末および鉱物質細粒やホワイトカ
ーボンならびにエチレングリコール、ポリエチレ
ングリコール、流動パラフインなどの常温で液体
の稀釈剤を例として挙げることができる。界面活
性剤としては、ポリオキシエチレンアルキルアリ
ールエーテル、ポリオキシエチレンアルキルエー
テル、ポリオキシエチレンソルビタン脂肪酸エス
テル、ポリオキシエチレン脂肪酸エステルなどの
非イオン性界面活性剤およびアルキルアリールス
ルホン酸塩、アルキル硫酸エステル塩、脂肪酸
塩、リグニンスルホン酸塩、ナフタレンスルホン
酸塩、アルキルアミン塩などのイオン性界面活性
剤などが挙げられる。さらに、固着剤としては、
固型パラフイン、酢酸ビニル樹脂、天然油脂など
が挙げられる。
なお、本発明においては、上記化合物の他に
も、本発明の効果を阻害しない範囲で、必要に応
じて天然物または合成物からなる他の安定剤、殺
菌剤、殺虫剤、除草剤、植物生長調節剤、共力
剤、誘引剤、忌避剤、肥料、香料、着色剤、物理
性改良剤なども配合して良い。
本発明の農園芸用殺菌組成物の貯蔵、施用方法
は従来のベノミルとTPNの混合薬剤と同様であ
る。
本発明の農園芸用殺菌組成物は極めて安定性が
高く、ベノミルの分解は少ない。すなわちベノミ
ルとTPNを配合した混合製剤に三酸化二ホウ素
を配合することによりベノミルの分解防止効果が
極めて高くなる。このため本発明による混合製剤
は、長期間の貯蔵の後にも、ベノミルの分解が防
止されており、高い殺菌力を示すとともに、散布
に際して望まれる良好な物理化学性を保持してい
る。また、本発明による混合製剤は人畜に対する
毒性もなく、さらに植物に対する薬害も少ない。
次に、本発明を実施例により具体的に説明する
が、本発明はこれらの実施例のみに限定されるも
のではない。なお、実施例における部はすべて重
量部を意味する。
実施例 １
水和剤
ベノミル10部、TPN50部、三酸化二ホウ素２
部、ポリオキシエチレンラウリルエーテル５部、
ラウリル硫酸ナトリウム３部、クレー30部を混合
したのち、粉砕し水和剤とする。
実施例 ２
粉 剤
ベノミル２部、TPN1部、三酸化二ホウ素１
部、クレー96部を混合したのち、粉砕して粉剤と
する。
実施例 ３
粒 剤
粒状軽石（直径0.3〜0.7mm）75部にポリエチレ
ングリコール10部を混合したものに、あらかじめ
粉砕したベノミル８部、TPN4部、三酸化二ホウ
素３部を混合し、粒剤とする。
比較のために、本発明の範囲に属さない技術あ
るいは公知の技術による配合例を参考例として以
下に挙げる。
参考例 １
水和剤
ベノミル20部、TPN50部、ドデシルベンゼン
スルホン酸ナトリウム３部、リグニンスルホン酸
カルシウム５部、クレー22部を混合したのち、粉
砕し水和剤とする。
参考例 ２
水和剤
ベノミル20部、TPN50部、ドデシルベンゼン
スルホン酸ナトリウム３部、リグニンスルホン酸
カルシウム５部、乳糖22部を混合したのち、粉砕
し水和剤とする。
参考例 ３
水和剤
ベノミル10部、TPN60部、ラウリル硫酸ナト
リウム３部、リグニンスルホン酸カルシウム５
部、チオグリコール酸５部、クレー17部を混合し
たのち、粉砕し水和剤とする。
参考例 ４
水和剤
ベノミル10部、TPN40部、ラウリル硫酸ナト
リウム３部、リグニンスルホン酸カルシウム５
部、ジメチルジチオカルバミン酸ナトリウム２
部、クエン酸ナトリウム１部、クレー39部を混合
したのち、粉砕し水和剤とする。
参考例 ５
水和剤
ベノミル20部、TPN20部、ポリオキシエチレ
ンノニルフエニルエーテル３部、ナフタレンスル
ホン酸ナトリウム３部、無水硫酸ナトリウム１
部、クレー53部を混合したのち、粉砕し水和剤と
する。
参考例 ６
水和剤
ベノミル10部、TPN50部、ポリオキシエチレ
ンラウリルエーテル５部、ラウリル硫酸ナトリウ
ム３部、カオリン32部を混合したのち、粉砕し水
和剤とする。
参考例 ７
水和剤
ベノミル10部、TPN50部、ポリオキシエチレ
ンラウリルエーテル５部、ラウリル硫酸ナトリウ
ム３部、タルク32部を混合したのち、粉砕し水和
剤とする。
次に、本発明による殺菌組成物におけるベノミ
ルの分解防止効果を試験例に示す。
試験例 １
実施例および参考例で示した製剤を40℃の恒温
器中30日および60日間保存したのち、ベノミルを
分析し、分解防止効果を調べた。ベノミルの分析
は、各混合製剤からベノミルをクロロホルムで抽
出したのち、高速液体クロマトグラフイーにて分
離し、紫外部吸収検出器にて定量した。結果を表
−１に示す。なお、ベノミルの分解率は次の式に
より算出した。
ベノミル分解率（％）＝（製造直後のベノミル含有率（％））−（保存後のベノミル含有率（％））／製造直後のベ
ノミル含有率（％）×100
The present invention provides a stable methyl 1-(n-butylcarbamoyl)benzimidazol-2-ylcarbamate (hereinafter sometimes referred to as benomyl) and tetrachloroisophthalonitrile (hereinafter sometimes referred to as TPN). The present invention relates to a good disinfectant composition for agricultural and horticultural use. Benomyl is known to have excellent bactericidal activity (Japanese Patent Publication No. 45-25720), and TPN is also known as a pest exterminator in the field of agriculture and horticulture (Japanese Patent Publication No. 11358-1977). However, Benomyl and TPN may not each exhibit bactericidal activity against specific diseases, and a mixed formulation of the two is required. By the way, although mixed preparations containing Benomyl and TPN have been recognized as effective as agricultural and horticultural fungicides, there are problems with the storage stability of the ingredients, especially since Benomyl decomposes over time. The completion of a mixed preparation with good properties is desired. Benomyl, an imidazole compound, may decompose over time depending on the type of diluent when used alone or when diluted with fine mineral powders such as talc, clay, bentonite, diatomaceous earth, and white carbon. It is also known that when a mixed preparation of benomyl and TPN is used, benomyl shows an even greater decomposition phenomenon over time (Japanese Patent Publication No. 55
−33683). In order to formulate benomyl, which easily decomposes over time, numerous studies have been conducted in the past to prevent its decomposition. For example, adding sutucarose (Japanese Patent Publication No. 47-31618) or adding a substance with an acidic pH value (Japanese Patent Publication No. 45 Showa 45)
-12320) have been proposed. However, although these proposals show some effect when using benomyl alone, the effect tends to decrease when TPN is mixed. Furthermore, in a mixed preparation containing benomyl and TPN, a thiourea compound is effective in preventing the decomposition of benomyl (Japanese Patent Publication No. 33683/1983), but the toxicity of thiourea to humans and animals is expected. In addition, a method of blending solid chelating agents, solid buffering agents, non-deliquescent anhydrous salts, etc. (Japanese Patent Application Laid-open No. 148531/1983) has been proposed, but when a diluent with a high equilibrium water content is blended, The results are not necessarily completely satisfactory, such as reduced effectiveness. Based on this knowledge, the present invention was completed as a result of testing a large number of compounds in order to obtain a highly stable mixed preparation containing benomyl and TPN. The purpose is to provide a germicidal composition. The present invention provides an agricultural and horticultural sterilizer characterized by containing methyl 1-(n-butylcarbamoyl)benzimidazol-2-ylcarbamate, tetrachloroisophthalonitrile, and diboron trioxide (B 2 O 3 ). It is a composition. The benomyl used in the present invention has the formula It is indicated by. Also, TPN is the formula It is indicated by. The blending ratio of benomyl, TPN and diboron trioxide is 0.5 to 10 parts by weight of TPN per 1 part by weight of benomyl.
parts by weight, diboron trioxide 0.01 to 10 parts by weight, preferably 0.1 to 5 parts by weight. The mixed preparation of the present invention can be produced by mixing or pulverizing the above-mentioned compounds by a known method. When manufacturing, add auxiliary agents such as general diluents, surfactants, and fixing agents used in agricultural and horticultural chemicals as necessary to form powders, wettable powders, fine granules, and granules. I can do it. Examples of diluents include fine mineral powders and particles such as clay, talc, bentonite, and diatomaceous earth, white carbon, and diluents that are liquid at room temperature such as ethylene glycol, polyethylene glycol, and liquid paraffin. Examples of surfactants include nonionic surfactants such as polyoxyethylene alkylaryl ether, polyoxyethylene alkyl ether, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene fatty acid ester, alkylaryl sulfonate, and alkyl sulfate ester salt. , fatty acid salts, lignin sulfonates, naphthalene sulfonates, alkylamine salts, and other ionic surfactants. Furthermore, as a fixing agent,
Examples include solid paraffin, vinyl acetate resin, natural oils and fats. In addition to the above-mentioned compounds, in the present invention, other stabilizers made of natural or synthetic substances, fungicides, insecticides, herbicides, and plants may be used, as necessary, to the extent that the effects of the present invention are not impaired. Growth regulators, synergists, attractants, repellents, fertilizers, fragrances, colorants, physical property improvers, etc. may also be added. The storage and application methods of the agricultural and horticultural fungicidal composition of the present invention are the same as those for the conventional mixed agent of benomyl and TPN. The agricultural and horticultural fungicidal composition of the present invention has extremely high stability, and decomposition of benomyl is small. That is, by adding diboron trioxide to a mixed preparation containing benomyl and TPN, the effect of preventing the decomposition of benomyl becomes extremely high. Therefore, the mixed preparation according to the present invention prevents decomposition of benomyl even after long-term storage, exhibits high bactericidal activity, and maintains good physicochemical properties desired during spraying. Furthermore, the mixed preparation according to the present invention is not toxic to humans or animals, and has little phytotoxicity to plants. Next, the present invention will be specifically explained with reference to Examples, but the present invention is not limited only to these Examples. In addition, all parts in the examples mean parts by weight. Example 1 Wettable powder Benomyl 10 parts, TPN 50 parts, diboron trioxide 2
parts, 5 parts of polyoxyethylene lauryl ether,
After mixing 3 parts of sodium lauryl sulfate and 30 parts of clay, the mixture is ground and used as a wettable powder. Example 2 Powder 2 parts of Benomyl, 1 part of TPN, 1 part of diboron trioxide
After mixing 96 parts of clay and 96 parts of clay, it is crushed to make a powder. Example 3 Granules A mixture of 75 parts of granular pumice (0.3 to 0.7 mm in diameter) and 10 parts of polyethylene glycol was mixed with 8 parts of previously crushed Benomyl, 4 parts of TPN, and 3 parts of diboron trioxide, and mixed with granules. do. For comparison, formulation examples based on techniques that do not fall within the scope of the present invention or known techniques are listed below as reference examples. Reference Example 1 Wettable powder 20 parts of benomyl, 50 parts of TPN, 3 parts of sodium dodecylbenzenesulfonate, 5 parts of calcium ligninsulfonate, and 22 parts of clay are mixed and then ground to obtain a wettable powder. Reference Example 2 Wettable powder 20 parts of Benomyl, 50 parts of TPN, 3 parts of sodium dodecylbenzenesulfonate, 5 parts of calcium ligninsulfonate, and 22 parts of lactose are mixed and then ground to obtain a wettable powder. Reference example 3 Wettable powder Benomyl 10 parts, TPN 60 parts, sodium lauryl sulfate 3 parts, calcium lignin sulfonate 5 parts
1 part, 5 parts of thioglycolic acid, and 17 parts of clay are mixed, and the mixture is ground to obtain a wettable powder. Reference example 4 Wettable powder Benomyl 10 parts, TPN 40 parts, sodium lauryl sulfate 3 parts, calcium lignin sulfonate 5 parts
part, sodium dimethyldithiocarbamate 2
1 part of sodium citrate, and 39 parts of clay are mixed, and the mixture is ground to form a wettable powder. Reference example 5 Wettable powder Benomyl 20 parts, TPN 20 parts, polyoxyethylene nonyl phenyl ether 3 parts, sodium naphthalene sulfonate 3 parts, anhydrous sodium sulfate 1
After mixing 53 parts of clay and 53 parts of clay, the mixture is ground to form a wettable powder. Reference Example 6 Wettable powder 10 parts of Benomyl, 50 parts of TPN, 5 parts of polyoxyethylene lauryl ether, 3 parts of sodium lauryl sulfate, and 32 parts of kaolin are mixed and then ground to obtain a wettable powder. Reference Example 7 Wettable powder 10 parts of Benomyl, 50 parts of TPN, 5 parts of polyoxyethylene lauryl ether, 3 parts of sodium lauryl sulfate, and 32 parts of talc are mixed and then ground to obtain a wettable powder. Next, the effect of preventing the decomposition of benomyl in the sterilizing composition according to the present invention will be shown in a test example. Test Example 1 The formulations shown in Examples and Reference Examples were stored in a thermostat at 40°C for 30 and 60 days, and then benomyl was analyzed to examine the decomposition prevention effect. For analysis of benomyl, benomyl was extracted from each mixed preparation with chloroform, separated using high performance liquid chromatography, and quantified using an ultraviolet absorption detector. The results are shown in Table-1. Note that the decomposition rate of benomyl was calculated using the following formula. Benomyl decomposition rate (%) = (Benomyl content immediately after production (%)) - (Benomyl content after storage (%)) / Benomyl content immediately after production (%) x 100
【表】
試験例 ２
実施例および参考例で示した製剤を50℃の恒温
器中30日および60日間保存したのち、ベノミルを
分析し、分解防止効果を試験した。結果を表−２
に示す。なお、ベノミルの分解率は試験例１で用
いた式により算出した。[Table] Test Example 2 The formulations shown in Examples and Reference Examples were stored in a thermostat at 50°C for 30 and 60 days, and then benomyl was analyzed to test the decomposition prevention effect. Table 2 of the results
Shown below. Note that the decomposition rate of benomyl was calculated using the formula used in Test Example 1.
【表】【table】
【表】
以下の結果より、本発明による混合製剤は、参
考例として挙げた公知技術による混合製剤に比
べ、ベノミルの分解が少なく、極めて優れた安定
性を有することがわかる。
以上のとおり、本発明によれば、ベノミルと
TPNの混合製剤に三酸化二ホウ素を含有させる
ことにより、ベノミルの分解を防止し、長期にわ
たつて安定性の良好な農園芸用殺菌組成物を得る
ことができる。[Table] From the results below, it can be seen that the mixed preparation according to the present invention shows less decomposition of benomyl and has extremely excellent stability compared to the mixed preparation according to the known technology cited as a reference example. As described above, according to the present invention, benomyl and
By including diboron trioxide in the TPN mixed preparation, it is possible to prevent the decomposition of benomyl and obtain a disinfectant composition for agriculture and horticulture that has good stability over a long period of time.
Claims (1)
ダゾール−２−イルカルバミン酸メチル、テトラ
クロルイソフタロニトリルおよび三酸化二ホウ素
を含有することを特徴とする農園芸用殺菌組成
物。 ２ １−（ｎ−ブチルカルバモイル）ベンズイミ
ダゾール−２−イルカルバミン酸メチル、テトラ
クロルイソフタロニトリルおよび三酸化二ホウ素
の配合比は重量比で１：0.5〜10：0.01〜10であ
ることを特徴とする特許請求の範囲第１項記載の
農園芸用殺菌組成物。[Scope of Claims] 1. An agricultural and horticultural fungicidal composition characterized by containing methyl 1-(n-butylcarbamoyl)benzimidazol-2-ylcarbamate, tetrachloroisophthalonitrile, and diboron trioxide. 2. The blending ratio of methyl 1-(n-butylcarbamoyl)benzimidazol-2-ylcarbamate, tetrachloroisophthalonitrile and diboron trioxide is 1:0.5 to 10:0.01 to 10 by weight. The agricultural and horticultural fungicidal composition according to claim 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP17575180A JPS5799506A (en) | 1980-12-15 | 1980-12-15 | Fungicidal composition for agricultural and horticultural use |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP17575180A JPS5799506A (en) | 1980-12-15 | 1980-12-15 | Fungicidal composition for agricultural and horticultural use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5799506A JPS5799506A (en) | 1982-06-21 |
| JPS6152802B2 true JPS6152802B2 (en) | 1986-11-14 |
Family
ID=16001609
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP17575180A Granted JPS5799506A (en) | 1980-12-15 | 1980-12-15 | Fungicidal composition for agricultural and horticultural use |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5799506A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0441602Y2 (en) * | 1987-11-18 | 1992-09-30 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA95519B (en) * | 1994-02-07 | 1995-09-28 | Isk Biotech Corp | Pesticidal micronutrient com psitions containing zinc oxide |
-
1980
- 1980-12-15 JP JP17575180A patent/JPS5799506A/en active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0441602Y2 (en) * | 1987-11-18 | 1992-09-30 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5799506A (en) | 1982-06-21 |
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