JPH0240302A - Herbicide - Google Patents
HerbicideInfo
- Publication number
- JPH0240302A JPH0240302A JP18789688A JP18789688A JPH0240302A JP H0240302 A JPH0240302 A JP H0240302A JP 18789688 A JP18789688 A JP 18789688A JP 18789688 A JP18789688 A JP 18789688A JP H0240302 A JPH0240302 A JP H0240302A
- Authority
- JP
- Japan
- Prior art keywords
- herbicide
- microcapsules
- herbicidal
- herbicidal active
- weeds
- 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.)
- Pending
Links
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 34
- 239000004009 herbicide Substances 0.000 title claims abstract description 25
- 239000003094 microcapsule Substances 0.000 claims abstract description 17
- 239000004480 active ingredient Substances 0.000 claims abstract description 11
- 241000196324 Embryophyta Species 0.000 abstract description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract description 6
- 238000005507 spraying Methods 0.000 abstract description 5
- 239000002245 particle Substances 0.000 abstract description 4
- 238000013268 sustained release Methods 0.000 abstract description 4
- 239000012730 sustained-release form Substances 0.000 abstract description 4
- 239000000377 silicon dioxide Substances 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 3
- XCSGPAVHZFQHGE-UHFFFAOYSA-N alachlor Chemical compound CCC1=CC=CC(CC)=C1N(COC)C(=O)CCl XCSGPAVHZFQHGE-UHFFFAOYSA-N 0.000 abstract description 2
- 229910052915 alkaline earth metal silicate Inorganic materials 0.000 abstract description 2
- MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-UHFFFAOYSA-N 0.000 abstract description 2
- 238000003912 environmental pollution Methods 0.000 abstract description 2
- 229910010272 inorganic material Inorganic materials 0.000 abstract description 2
- 239000011147 inorganic material Substances 0.000 abstract description 2
- 230000001413 cellular effect Effects 0.000 abstract 2
- VGPYEHKOIGNJKV-UHFFFAOYSA-N asulam Chemical compound COC(=O)NS(=O)(=O)C1=CC=C(N)C=C1 VGPYEHKOIGNJKV-UHFFFAOYSA-N 0.000 abstract 1
- PNCNFDRSHBFIDM-WOJGMQOQSA-N chembl111617 Chemical compound C=CCO\N=C(/CCC)C1=C(O)C(C(=O)OC)C(C)(C)CC1=O PNCNFDRSHBFIDM-WOJGMQOQSA-N 0.000 abstract 1
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- NRXQIUSYPAHGNM-UHFFFAOYSA-N ioxynil Chemical compound OC1=C(I)C=C(C#N)C=C1I NRXQIUSYPAHGNM-UHFFFAOYSA-N 0.000 abstract 1
- 230000001902 propagating effect Effects 0.000 abstract 1
- 239000002775 capsule Substances 0.000 description 10
- 239000003814 drug Substances 0.000 description 7
- 229940079593 drug Drugs 0.000 description 7
- 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 6
- 239000000243 solution Substances 0.000 description 6
- -1 alloxidim Chemical compound 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 230000007774 longterm Effects 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000011148 porous material Substances 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000010828 elution Methods 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 2
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 2
- 235000011130 ammonium sulphate Nutrition 0.000 description 2
- 239000011162 core material Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- FHNKBSDJERHDHZ-UHFFFAOYSA-N (2,4-dimethylphenyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical compound CC1(C)C(C=C(C)C)C1C(=O)OCC1=CC=C(C)C=C1C FHNKBSDJERHDHZ-UHFFFAOYSA-N 0.000 description 1
- OWZPCEFYPSAJFR-UHFFFAOYSA-N 2-(butan-2-yl)-4,6-dinitrophenol Chemical compound CCC(C)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O OWZPCEFYPSAJFR-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 239000005562 Glyphosate Substances 0.000 description 1
- 238000012695 Interfacial polymerization Methods 0.000 description 1
- 239000005591 Pendimethalin Substances 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 1
- 239000005627 Triclopyr Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 description 1
- 229940097068 glyphosate Drugs 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- DEDOPGXGGQYYMW-UHFFFAOYSA-N molinate Chemical compound CCSC(=O)N1CCCCCC1 DEDOPGXGGQYYMW-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- ASRAWSBMDXVNLX-UHFFFAOYSA-N pyrazolynate Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=O)C=1C(C)=NN(C)C=1OS(=O)(=O)C1=CC=C(C)C=C1 ASRAWSBMDXVNLX-UHFFFAOYSA-N 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- SGUSXTMVKMPQKI-UHFFFAOYSA-M sodium;2,2,3,3-tetrafluoropropanoate Chemical compound [Na+].[O-]C(=O)C(F)(F)C(F)F SGUSXTMVKMPQKI-UHFFFAOYSA-M 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- REEQLXCGVXDJSQ-UHFFFAOYSA-N trichlopyr Chemical compound OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl REEQLXCGVXDJSQ-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000009333 weeding Methods 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/025—Applications of microcapsules not provided for in other subclasses
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Manufacturing Of Micro-Capsules (AREA)
Abstract
Description
【発明の詳細な説明】
[産業上の利用分野]
本発明は、雑草を枯らすのに有効で、且つ雑草の繁殖を
防止する除草剤に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a herbicide that is effective in killing weeds and prevents their proliferation.
!従来の技術]
従来、除草は人力により行なわれてきたが、近年薬剤を
利用した除草剤が多く使われるようになった。この除草
剤は、水溶液もしくは水性エマルジョンの形態で一般的
に使用されている。! Conventional Technology] Conventionally, weeding has been carried out manually, but in recent years, herbicides using chemicals have come into widespread use. This herbicide is commonly used in the form of an aqueous solution or emulsion.
[発明が解決しようとする課題]
この種の除草剤としては、長期にわたり安定に効力を発
揮することが好ましい。しかし、このような機能をもっ
た従来の除草剤は、分解速度が遅いため長期間残留して
食物連鎖に取り込まれる可能性があり、近年その使用が
著しく制限されてきた。一方、短期に効力を発揮する除
草剤は、その残効性が低いため、−度に必要以上に多量
の薬剤を使うかあるいは散布回数を多くして使用する必
要があった。しかし、大量の除草剤の使用は、樹木や農
作物等の非対象物への影響が懸念されまた不経済でもあ
り、また散布回数を多くすることはその分使用者にとっ
て多大な手間が必要となる。[Problems to be Solved by the Invention] This type of herbicide preferably exhibits stable efficacy over a long period of time. However, conventional herbicides with such functions have a slow decomposition rate, so they may remain for a long time and be introduced into the food chain, and their use has been severely restricted in recent years. On the other hand, herbicides that are effective for a short period of time have low residual effectiveness, so it is necessary to use a larger amount than necessary each time or to spray the herbicides more frequently. However, using large amounts of herbicides is uneconomical, as there are concerns about the impact on non-target objects such as trees and crops, and increasing the number of sprayings requires a great deal of effort for the user. .
そこで本発明の目的は、薬剤の安全性が高くかつ長期に
わたりその効力を発揮する除草剤を提供することにある
。Therefore, an object of the present invention is to provide a herbicide that is highly safe and effective for a long period of time.
[課題を解決するための手段]
上記課題は、除草有効成分を多孔質無機マイクロカプセ
ルに内包し、薬剤に除放性を与えることで解決できる。[Means for Solving the Problems] The above problems can be solved by encapsulating the herbicidal active ingredient in porous inorganic microcapsules and imparting sustained release properties to the drug.
[作 用]
本発明はマイクロカプセル型除草剤であるので、第1図
に示したように、従来の除草剤と異なり、時間変化に対
する作用点での薬剤濃度が最高許容濃度と最低有効濃度
の範囲にある。従って長期にわたり効力を発揮する。さ
らに無機多孔質マイクロカプセルを用いているので、有
機樹脂をカプセル壁とした場合のように、壁膜の厚薄に
よる問題が生じない。つまり壁膜が厚いと、薬剤の溶出
が過度に抑制され、除草性能が低下し、壁膜が薄いと、
強度が弱くなりカプセル破壊による徐放性が消失すると
いう問題が生じない。以上のように、除草有効成分を内
包する無機多孔質マイクロカプセルは、薬剤の溶出速度
が遅くなるので、徐放性を有することになり、その結果
長寿命の除草剤が得られる。[Effect] Since the present invention is a microcapsule type herbicide, as shown in Fig. 1, unlike conventional herbicides, the concentration of the drug at the point of action over time varies between the maximum permissible concentration and the minimum effective concentration. in range. Therefore, it remains effective for a long time. Furthermore, since inorganic porous microcapsules are used, problems due to the thickness of the wall film do not occur, unlike when the capsule wall is made of organic resin. In other words, if the wall film is thick, the elution of the drug will be excessively suppressed and the herbicidal performance will decrease, and if the wall film is thin,
There is no problem that the strength is weakened and sustained release properties are lost due to capsule destruction. As described above, the inorganic porous microcapsules containing the herbicidal active ingredient have a sustained release property because the elution rate of the drug is slow, and as a result, a long-life herbicide can be obtained.
[発明の具体的構成] 以下本発明をさらに詳説する。[Specific structure of the invention] The present invention will be explained in more detail below.
本発明において、マイクロカプセルに内包される除草剤
有効成分としては、現在除草剤として使用されている薬
剤の全てを用いることができる。In the present invention, all the drugs currently used as herbicides can be used as the herbicide active ingredients to be encapsulated in microcapsules.
例えば、アイオキシニル、アジュラム、アトラジン、ア
ロキシジム、アラクロール、オキサシアシン、グリホサ
ート、クロメトキシニル、ジメタメトリン、ビベロボス
ジメトリン、テトラピオン、トリフルオラリン、パラコ
ート、ピラゾレート、ブタクロールプロマシン、ペスロ
ジン、ベンチオカーブ、トリクロピル、ペンデイメタリ
ン、メトリプジム、モリネート、ACN、CAT、CN
P。For example, ioxinil, ajram, atrazine, alloxidim, alachlor, oxacyacin, glyphosate, clomethoxynil, dimetamethrine, biverovos dimethrine, tetrapion, trifluoraline, paraquat, pyrazolate, butachlorpromacin, peslozin, bentiocarb, triclopyr, pendimethalin, metripzim, molinate, ACN, CAT, CN
P.
DNBP、DPA、MCC等が挙げられる。これらはマ
イクロカプセル壁に存在する無数の孔から土壌中に拡散
していき、雑草類を枯死させあるいは繁殖を防ぐ働きを
する。Examples include DNBP, DPA, MCC, etc. These diffuse into the soil through the countless pores present in the microcapsule walls, and work to kill weeds or prevent them from breeding.
マイクロカプセル壁は、これらの除草有効成分と反応し
ないものを選ぶ必要があり、強度的にも無機材料が良い
。具体的にはシリカ、アルカリ土類金属のケイ酸塩等が
挙げられる。It is necessary to select a material for the microcapsule wall that does not react with these herbicidal active ingredients, and an inorganic material is preferable in terms of strength. Specific examples include silica and alkaline earth metal silicates.
除草有効成分をマイクロカプセルに内包させるには種々
の方法がある。たとえば薬剤を直接カプセルする方法、
予め形成した無機多孔質中空体を真空引きした後、除草
有効成分を溶かした水溶液ないし有機溶液を導入し、溶
媒を蒸発させる方法等がある。例えば水や有機溶液に不
溶な除草剤を使用する時はこれを芯物質としてW2O型
のエマルジョンを調整し界面重合(沈殿)法によりマイ
クロカプセル化することができる。また水溶性や油溶性
の除草剤を使用する時は、予め中空マイクロカプセルを
作製して、これに含浸ないしは真空吸引させることによ
りカプセル化できる。中空マイクロカプセルは芯物質を
用いずに上記と同様の方法でカプセル壁を作り、適当な
時に反応を中止させ、洗浄、蒸発(カプセル内の溶剤)
させることにより多孔質中空カプセルを得ることができ
る。There are various methods for encapsulating herbicidal active ingredients in microcapsules. For example, directly encapsulating drugs;
There is a method in which a pre-formed inorganic porous hollow body is evacuated, an aqueous solution or an organic solution in which a herbicidal active ingredient is dissolved is introduced, and the solvent is evaporated. For example, when using a herbicide that is insoluble in water or an organic solution, it can be used as a core material to prepare a W2O type emulsion and then microencapsulated by interfacial polymerization (precipitation). Furthermore, when using a water-soluble or oil-soluble herbicide, it can be encapsulated by preparing hollow microcapsules in advance and impregnating them or vacuuming them. For hollow microcapsules, the capsule wall is made using the same method as above without using a core material, and the reaction is stopped at an appropriate time, followed by washing and evaporation (solvent inside the capsule).
By this process, porous hollow capsules can be obtained.
マイクロカプセルの粒径は0.5μm以上が好ましい。The particle size of the microcapsules is preferably 0.5 μm or more.
0.5μm未満では、内包される除草有効成分の総量が
過少になるため長期性能が低下する。If it is less than 0.5 μm, the total amount of herbicidal active ingredients contained therein will be too small, resulting in poor long-term performance.
上限に制限はないが、通常500μm以下である。Although there is no upper limit, it is usually 500 μm or less.
カプセルの細孔径は、20Å以上が好ましく、20人未
満では除草有効成分の溶出速度が遅くなり、除草効果を
発揮するには多量のカプセル型除草剤が必要となり実用
的ではない。The pore diameter of the capsule is preferably 20 Å or more; if it is less than 20, the elution rate of the herbicidal active ingredient will be slow, and a large amount of the capsule-type herbicide will be required to exert the herbicidal effect, which is not practical.
[実施例] 次に実施例を示す。[Example] Next, examples will be shown.
珪酸ナトリウム水溶液(SiO□換算2mol/β)5
00ta!lをソルビタンモノステアレートの3%トル
エン溶液1)中に添加し、振とう器で20分間振とうす
ることによりW10型エマルジョンを得た。これを硫酸
アンモニウム水溶液(1mol/ 7り4I!中に攪拌
し7ながら添加し30分間反応させた後、濾過、洗浄、
乾燥ctto℃、24hr)することにより実施例1で
使用した多孔質中空マイクロカプセル(シリカ)を得た
。これらの濃度や攪拌の速度を変える事により種々の粒
径、細孔径のカプセルが得られ実施例2.3および5、
また硫酸アンモニウム水溶液の代わりに塩化カルシウム
水溶液を用いることにより実施例4で使用したマイクロ
カプセルを得た。Sodium silicate aqueous solution (SiO□ equivalent 2 mol/β) 5
00ta! 1) was added to a 3% toluene solution of sorbitan monostearate 1) and shaken for 20 minutes with a shaker to obtain a W10 type emulsion. This was added to an aqueous ammonium sulfate solution (1 mol/7ml) while stirring and reacted for 30 minutes, followed by filtration, washing,
The porous hollow microcapsules (silica) used in Example 1 were obtained by drying at ctto° C. for 24 hours. By changing these concentrations and stirring speeds, capsules with various particle sizes and pore sizes can be obtained. Examples 2.3 and 5,
Furthermore, the microcapsules used in Example 4 were obtained by using an aqueous calcium chloride solution instead of an aqueous ammonium sulfate solution.
各種マイクロカプセルをペルジャー内で真空引きした後
、バラコートのアルコール溶液をカプセル上に滴下し、
カプセル内にパラコートを内包さセた。バラコートの含
有量を測定すると実施例−2で約50重量%であった。After evacuating various microcapsules in a Pelger, drop an alcoholic solution of Balaquat onto the capsules.
The capsule contained paraquat. When the content of baraquat was measured, it was about 50% by weight in Example-2.
このマイクロカプセル型除草剤を、雑草の根を残して地
表部分の草を刈り取った整地に散布して、その後の雑草
の成育状況を測定した。雑草の成育状況は単位面積当た
りの雑草の総重量で評価した。結果を第1表に示す。This microcapsule-type herbicide was sprayed on leveled land where the grass on the surface of the ground had been cut, leaving the roots of the weeds intact, and the subsequent growth of weeds was measured. The growth status of weeds was evaluated by the total weight of weeds per unit area. The results are shown in Table 1.
また比較のためにパラコートのみを散布した場合につい
ても測定した。For comparison, measurements were also taken when only paraquat was sprayed.
第1表中の結果から、実施例1〜5はいずれも180日
間経過後も、雑草の成育は認められず、良好な除草効果
を示した。比較例1.2はカプセル粒径が小さいか、細
孔径が小さいため充分な長期除草性を発揮していない。From the results in Table 1, in Examples 1 to 5, no weed growth was observed even after 180 days, indicating good herbicidal effects. Comparative Examples 1.2 did not exhibit sufficient long-term herbicidal properties because the capsule particle size or pore size was small.
これらは散布量を増加すれば改善できるが、実用的では
ない。比較例−3は、直接パラコートを散布した例であ
るが、実施例−2よりパラコートの散布総量は少いにも
かかわらず樹木に悪影響を与え、長期性能も不良である
。また比較例−4のようにパラコートの散布量を減らす
と、樹木への影響は避けられるが、除草性能は更に低下
するため、頻繁な散布が必要とする。These problems can be improved by increasing the amount of spraying, but this is not practical. Comparative Example 3 is an example in which paraquat was directly sprayed, but even though the total amount of paraquat sprayed was smaller than in Example 2, it had an adverse effect on trees and its long-term performance was poor. Furthermore, if the amount of paraquat sprayed is reduced as in Comparative Example 4, the effect on trees can be avoided, but the herbicidal performance is further reduced, so frequent spraying is required.
[発明の効果]
以上のように、本発明によれば、カプセル化された除草
剤の使用により、散布後、長期の除草効果が、環境汚染
の心配もなく、得ることができる。[Effects of the Invention] As described above, according to the present invention, by using an encapsulated herbicide, a long-term herbicidal effect can be obtained after spraying without worrying about environmental pollution.
第1図はJ乍用点における薬剤の濃度経時変化を示すグ
ラフである。
&用役の笈n問FIG. 1 is a graph showing changes in drug concentration over time at point J. & errand questions
Claims (1)
含まれていることを特徴とする除草剤。(1) A herbicide characterized by containing a herbicidal active ingredient in inorganic porous microcapsules.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP18789688A JPH0240302A (en) | 1988-07-27 | 1988-07-27 | Herbicide |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP18789688A JPH0240302A (en) | 1988-07-27 | 1988-07-27 | Herbicide |
Publications (1)
Publication Number | Publication Date |
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JPH0240302A true JPH0240302A (en) | 1990-02-09 |
Family
ID=16214091
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP18789688A Pending JPH0240302A (en) | 1988-07-27 | 1988-07-27 | Herbicide |
Country Status (1)
Country | Link |
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JP (1) | JPH0240302A (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007036939A3 (en) * | 2005-09-27 | 2007-05-31 | Sol Gel Technologies Ltd | Methods for crop protection |
US7758888B2 (en) | 2000-04-21 | 2010-07-20 | Sol-Gel Technologies Ltd. | Composition exhibiting enhanced formulation stability and delivery of topical active ingredients |
US7923030B2 (en) | 2003-03-14 | 2011-04-12 | Sol-Gel Technologies, Inc. | Agent-encapsulating micro- and nanoparticles, methods for preparation of same and products containing same |
US8110284B2 (en) | 2003-07-31 | 2012-02-07 | Sol-Gel Technologies Ltd. | Microcapsules loaded with active ingredients and a method for their preparation |
US9687465B2 (en) | 2012-11-27 | 2017-06-27 | Sol-Gel Technologies Ltd. | Compositions for the treatment of rosacea |
US9868103B2 (en) | 2005-08-02 | 2018-01-16 | Sol-Gel Technologies Ltd. | Metal oxide coating of water insoluble ingredients |
-
1988
- 1988-07-27 JP JP18789688A patent/JPH0240302A/en active Pending
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7758888B2 (en) | 2000-04-21 | 2010-07-20 | Sol-Gel Technologies Ltd. | Composition exhibiting enhanced formulation stability and delivery of topical active ingredients |
US7923030B2 (en) | 2003-03-14 | 2011-04-12 | Sol-Gel Technologies, Inc. | Agent-encapsulating micro- and nanoparticles, methods for preparation of same and products containing same |
US8425940B2 (en) | 2003-03-14 | 2013-04-23 | Sol-Gel Technologies Ltd. | Agent-encapsulating micro-and nanoparticles, methods for preparation of same and products containing same |
US8110284B2 (en) | 2003-07-31 | 2012-02-07 | Sol-Gel Technologies Ltd. | Microcapsules loaded with active ingredients and a method for their preparation |
US9868103B2 (en) | 2005-08-02 | 2018-01-16 | Sol-Gel Technologies Ltd. | Metal oxide coating of water insoluble ingredients |
WO2007036939A3 (en) * | 2005-09-27 | 2007-05-31 | Sol Gel Technologies Ltd | Methods for crop protection |
AU2006296165B2 (en) * | 2005-09-27 | 2012-11-08 | Sol-Gel Technologies Ltd. | Methods for crop protection |
US9687465B2 (en) | 2012-11-27 | 2017-06-27 | Sol-Gel Technologies Ltd. | Compositions for the treatment of rosacea |
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