JPS63307808A - Base oil for machine oil emulsion for controlling disease and insect damage - Google Patents
Base oil for machine oil emulsion for controlling disease and insect damageInfo
- Publication number
- JPS63307808A JPS63307808A JP14391887A JP14391887A JPS63307808A JP S63307808 A JPS63307808 A JP S63307808A JP 14391887 A JP14391887 A JP 14391887A JP 14391887 A JP14391887 A JP 14391887A JP S63307808 A JPS63307808 A JP S63307808A
- Authority
- JP
- Japan
- Prior art keywords
- base oil
- oil
- machine oil
- oil emulsion
- emulsion
- 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.)
- Granted
Links
- 239000000839 emulsion Substances 0.000 title claims abstract description 56
- 239000010721 machine oil Substances 0.000 title claims abstract description 46
- 239000002199 base oil Substances 0.000 title claims abstract description 43
- 201000010099 disease Diseases 0.000 title description 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title description 3
- 241000238631 Hexapoda Species 0.000 title 1
- 239000003921 oil Substances 0.000 claims abstract description 20
- 125000003118 aryl group Chemical group 0.000 claims abstract description 9
- 238000006277 sulfonation reaction Methods 0.000 claims abstract description 6
- 241000607479 Yersinia pestis Species 0.000 claims description 8
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 7
- 231100000674 Phytotoxicity Toxicity 0.000 abstract description 8
- 230000000857 drug effect Effects 0.000 abstract 1
- 238000012360 testing method Methods 0.000 description 28
- 230000000052 comparative effect Effects 0.000 description 18
- 238000000034 method Methods 0.000 description 13
- 239000000126 substance Substances 0.000 description 13
- -1 polyoxyethylene Polymers 0.000 description 12
- 240000009088 Fragaria x ananassa Species 0.000 description 9
- 241000220259 Raphanus Species 0.000 description 9
- 235000006140 Raphanus sativus var sativus Nutrition 0.000 description 9
- 238000004821 distillation Methods 0.000 description 9
- 240000008067 Cucumis sativus Species 0.000 description 8
- 241000196324 Embryophyta Species 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
- 239000010779 crude oil Substances 0.000 description 8
- 238000005984 hydrogenation reaction Methods 0.000 description 8
- 241000221785 Erysiphales Species 0.000 description 7
- 241001454295 Tetranychidae Species 0.000 description 7
- 241000723838 Turnip mosaic virus Species 0.000 description 7
- 230000000749 insecticidal effect Effects 0.000 description 7
- 238000005507 spraying Methods 0.000 description 7
- 235000021012 strawberries Nutrition 0.000 description 7
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 6
- 241000700605 Viruses Species 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 238000004945 emulsification Methods 0.000 description 6
- 230000001804 emulsifying effect Effects 0.000 description 6
- 238000005292 vacuum distillation Methods 0.000 description 6
- 235000009849 Cucumis sativus Nutrition 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 235000013399 edible fruits Nutrition 0.000 description 5
- 235000013311 vegetables Nutrition 0.000 description 5
- 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 4
- 239000003995 emulsifying agent Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000003208 petroleum Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000001612 separation test Methods 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000000638 solvent extraction Methods 0.000 description 4
- 238000013112 stability test Methods 0.000 description 4
- 239000011550 stock solution Substances 0.000 description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 4
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 239000000417 fungicide Substances 0.000 description 3
- 239000002917 insecticide Substances 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 235000016623 Fragaria vesca Nutrition 0.000 description 2
- 235000011363 Fragaria x ananassa Nutrition 0.000 description 2
- 241000258937 Hemiptera Species 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 231100000045 chemical toxicity Toxicity 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000008233 hard water Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 230000024241 parasitism Effects 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 238000004018 waxing Methods 0.000 description 2
- 244000144730 Amygdalus persica Species 0.000 description 1
- 241001124076 Aphididae Species 0.000 description 1
- 235000010149 Brassica rapa subsp chinensis Nutrition 0.000 description 1
- 235000000536 Brassica rapa subsp pekinensis Nutrition 0.000 description 1
- 241000499436 Brassica rapa subsp. pekinensis Species 0.000 description 1
- 244000241235 Citrullus lanatus Species 0.000 description 1
- 235000012828 Citrullus lanatus var citroides Nutrition 0.000 description 1
- 241001672694 Citrus reticulata Species 0.000 description 1
- 241000724252 Cucumber mosaic virus Species 0.000 description 1
- 241000219112 Cucumis Species 0.000 description 1
- 235000015510 Cucumis melo subsp melo Nutrition 0.000 description 1
- 241000723267 Diospyros Species 0.000 description 1
- 235000011511 Diospyros Nutrition 0.000 description 1
- 240000001238 Gaultheria procumbens Species 0.000 description 1
- 235000007297 Gaultheria procumbens Nutrition 0.000 description 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- 244000070406 Malus silvestris Species 0.000 description 1
- 241000218231 Moraceae Species 0.000 description 1
- 235000008708 Morus alba Nutrition 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 235000006040 Prunus persica var persica Nutrition 0.000 description 1
- 241000220324 Pyrus Species 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 244000061458 Solanum melongena Species 0.000 description 1
- 235000002597 Solanum melongena Nutrition 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000021016 apples Nutrition 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 235000021017 pears Nutrition 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000005070 ripening Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 231100000820 toxicity test Toxicity 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は病虫害防除用マシン油乳剤用基油に関し、詳し
くは野菜、果実、花弁類をはじめとする各種植物の病虫
害防除剤に適するものであって、薬害が小さく、そのう
え乳化操作が容易で、長期間安定な乳化状態が保持でき
、乳剤の散布作業性の良好なマシン油乳剤を提供するた
めの基油に関する。[Detailed Description of the Invention] [Field of Industrial Application] The present invention relates to a base oil for machine oil emulsion for pest control, and more specifically, it is suitable as a pest control agent for various plants including vegetables, fruits, and flower petals. The present invention relates to a base oil for providing a machine oil emulsion that has low phytotoxicity, is easy to emulsify, can maintain a stable emulsified state for a long period of time, and has good emulsion spraying workability.
〔従来の技術及び発明が解決しようとする問題点〕従来
からマシン油乳剤は、野菜、果実、花卉類の病虫害防除
剤、例えば殺虫剤、殺菌剤、抗植物ウィルス剤として用
いられている。このマシン油乳剤の基油としては、常圧
蒸留、減圧蒸留の留出油を溶剤抽出処理、溶剤脱ロウ処
理、硫酸処理。[Prior Art and Problems to be Solved by the Invention] Machine oil emulsions have heretofore been used as pest control agents for vegetables, fruits, and flowers, such as insecticides, fungicides, and anti-plant virus agents. The base oil for this machine oil emulsion is distilled oil from normal pressure distillation or vacuum distillation, which is subjected to solvent extraction treatment, solvent dewaxing treatment, and sulfuric acid treatment.
白土処理、水素化仕上げ等を行うことにより得られたも
のが用いられている。しかし、このような基油は、芳香
族分が多くナフテン分が少ないため、使用に際しての安
全性が充分でなく、また薬害が大きく、さらに乳化の操
作にも手間を要するという欠点があった。Those obtained by performing clay treatment, hydrogen finishing, etc. are used. However, such base oils have a high aromatic content and a low naphthene content, so they are not sufficiently safe in use, are highly toxic to chemicals, and have the drawbacks that emulsification operations require time and effort.
そこで近年、スルホン化価を小さくすることによって、
薬害を著しく低減したマシン油乳剤用の基油が開発され
ている(特開昭55−154910号公報)、シかしな
がら、この基油は乳化性が充分でないため乳化操作が容
易でなく、しかも乳化安定性が不充分なため、乳剤の均
一な散布を行う上で難点がある。Therefore, in recent years, by reducing the sulfonation value,
A base oil for machine oil emulsions with significantly reduced chemical toxicity has been developed (Japanese Patent Application Laid-Open No. 154910/1983). However, this base oil does not have sufficient emulsifying properties, making it difficult to emulsify. Moreover, because of insufficient emulsion stability, it is difficult to uniformly spread the emulsion.
そこで本発明者は、マシン油乳剤の低薬害性を維持しな
がら、乳化操作の容易性ならびに高度の乳化安定性を可
能ならしめる基油を開発すべく鋭意研究を重ねた。その
結果、動粘度が一定の範囲にあり、しかもナフテン分含
量がある値以上にあるとともに芳香族分含量が少ない基
油が、目的とする性状を備えたものであることを見出し
た。Therefore, the present inventor has conducted extensive research in order to develop a base oil that enables easy emulsification operations and high emulsion stability while maintaining low chemical toxicity of machine oil emulsions. As a result, it was found that a base oil having a kinematic viscosity within a certain range, a naphthene content above a certain value, and a low aromatic content has the desired properties.
本発明はかかる知見に基いて完成したものである。すな
わち本発明は、40℃における動粘度が5〜35cSt
であるとともに、ナフテン分含量が38%以上であり、
かつ芳香族分含量が1%以下であることを特徴とする病
虫害防除用マシン油乳剤用基油を提供するものである。The present invention was completed based on this knowledge. That is, the present invention has a kinematic viscosity of 5 to 35 cSt at 40°C.
and the naphthene content is 38% or more,
The present invention also provides a base oil for a machine oil emulsion for pest control, which has an aromatic content of 1% or less.
本発明の基油の性状は、上述に如くまず40℃における
動粘度が5〜35cSt、好ましくは10〜25cSt
である。ここで動粘度が5cSt未満では、油剤の蒸発
飛散による有効成分の損失と薬害の発生という不都合が
あり、また35cStを越えるものでは、植物への付着
残油量が多くなりすぎて薬害をひき起すという問題が生
ずる。As mentioned above, the base oil of the present invention has a kinematic viscosity of 5 to 35 cSt, preferably 10 to 25 cSt at 40°C.
It is. If the kinematic viscosity is less than 5 cSt, there will be disadvantages such as loss of active ingredients due to evaporation and scattering of the oil and the occurrence of phytotoxicity, and if it exceeds 35 cSt, the amount of residual oil adhering to plants will be too large, causing phytotoxicity. This problem arises.
さらにこの基油は、ナフテン分含量が38%以上(即ち
%C,iが38以上)、好ましくは40%以上である。Furthermore, this base oil has a naphthene content of 38% or more (ie, %C,i of 38 or more), preferably 40% or more.
ここでナフテン分含量(%CN)が38%未満のもので
は、乳化性が充分でなく、また長期間安定な乳化状態を
保持することが困難である。If the naphthene content (%CN) is less than 38%, emulsifying properties are insufficient and it is difficult to maintain a stable emulsified state for a long period of time.
また二〇基油は、芳香族分含量が1%以下(即ち%CA
が1以下)、好ましくは0.5%以下である。ここで芳
香族分含量(%CA)が1%を越えるものでは、安全性
に問題がある。In addition, 20 base oils have an aromatic content of 1% or less (i.e., %CA
(1 or less), preferably 0.5% or less. If the aromatic content (%CA) exceeds 1%, there is a safety problem.
なお、上記のナフテン分含量(%CM)および芳香族分
含量(%CA)は、いずれもn−d−M法に基づく環分
析値である。Note that the above naphthene content (%CM) and aromatic content (%CA) are both ring analysis values based on the ndM method.
本発明の基油は、上述の如き性状を有するものであれば
よいが、さらにスルホン化価(ASTMo 483−
63 (1978)に準拠して測定した値)が2容量%
以下のもの、特に1容量%以下のものが好ましい。スル
ホン化価があまり高いものでは、マシン油乳剤として使
用したときに薬害が大きくなり好ましくない。The base oil of the present invention may have the properties as described above, but may also have a sulfonation value (ASTMo 483-
63 (1978)) is 2% by volume.
The following are preferred, particularly those below 1% by volume. If the sulfonation value is too high, it is not preferable because it will cause serious chemical damage when used as a machine oil emulsion.
本発明の基油は、上述の如き性状を有する鉱油であれば
種々の方法によって得られたものが使用でき、特に制限
はない。このような鉱油の具体例としては、パラフィン
基系原油、中間基系原油。The base oil of the present invention is not particularly limited, and mineral oils obtained by various methods can be used as long as they have the above-mentioned properties. Specific examples of such mineral oils include paraffin base crude oil and intermediate base crude oil.
ナフテン基系原油を常圧蒸留するかあるいは常圧蒸留の
残渣油を減圧蒸留して得られる留出油を常法にしたがっ
て精製し、さらに深脱ロウ処理することによって得られ
る深脱ロウ油を好適なものとしてあげることができる。Deeply dewaxed oil is obtained by distilling naphthenic crude oil at atmospheric pressure or by distilling the residual oil from atmospheric distillation under reduced pressure, refining the distillate in a conventional manner, and then subjecting it to deep dewaxing treatment. It can be mentioned as a suitable one.
この際の留出油の精製法は特に制限はなく様々な方法が
考えられる。通常は(a)水素化処理、(b)脱ロウ処
理(溶剤膜ロウまたは水添脱ロウ)、(c)溶剤抽出処
理。The method for refining the distillate oil at this time is not particularly limited, and various methods can be considered. Usually, (a) hydrogenation treatment, (b) dewaxing treatment (solvent membrane waxing or hydrogenation dewaxing), and (c) solvent extraction treatment.
(d)アルカリ蒸留または硫酸洗浄処理、(e)白土処
理を単独であるいは適宜順序で組み合わせて行う、また
同一処理を複数段に分けて繰り返し行うことも有効であ
る0例えば、■留出油を水素化処理するか、または水素
化処理した後、アルカリ蒸留または硫酸洗浄処理を行う
方法、■留出油を水素化処理した後、脱ロウ処理する方
法、■留出油を溶剤抽出処理した後、水素化処理する方
法、■留出油に二段あるいは三段の水素化処理を行う、
またはその後にアルカリ蒸留あるいは硫酸洗浄処理する
方法などがある。It is also effective to perform (d) alkaline distillation or sulfuric acid washing treatment, and (e) clay treatment alone or in combination in an appropriate order, or to repeat the same treatment in multiple stages. For example, Hydrotreating or hydrogenating followed by alkaline distillation or sulfuric acid washing; ■Hydrotreating distillate and then dewaxing; ■After distillate is extracted with solvent. , Hydrotreating method, ■ Performing two- or three-stage hydrotreating on distillate oil,
Alternatively, there is a method of subsequent alkali distillation or sulfuric acid washing treatment.
本発明の基油は、このようにして得られる精製油を、必
要に応じて再度脱ロウ処理して深脱ロウ油としたものが
好適に使用される。ここで行う脱口う処理は、深脱ロウ
処理と称されるもので、苛酷な条件下での溶剤膜ロウ処
理法やゼオライト触媒を用いた接触水添脱ロウ処理法な
どによって行われる。As the base oil of the present invention, the refined oil obtained in this manner is preferably subjected to dewaxing treatment once again to obtain a deeply dewaxed oil. The dewaxing treatment performed here is called a deep dewaxing treatment, and is performed by a solvent membrane waxing method under severe conditions, a catalytic hydrogen dewaxing method using a zeolite catalyst, or the like.
そのほか、ナフテン基系原油を原料にしてこの常圧蒸留
、減圧蒸留の留出油を充分に水素化処理する方法などに
よっても、上述の如き性状を有する鉱油を得ることがで
きる。In addition, a mineral oil having the above-mentioned properties can also be obtained by a method in which naphthenic crude oil is used as a raw material and the distillate from atmospheric distillation or vacuum distillation is sufficiently hydrotreated.
病虫害防除用のマシン油乳剤は、上述の如き基油に乳化
剤(界面活性剤)を添加することによって得られ、使用
に際してはさらに水で希釈する。A machine oil emulsion for pest control is obtained by adding an emulsifier (surfactant) to the above-mentioned base oil, and is further diluted with water before use.
乳化剤の添加割合は、各種の状況に応じて適宜定めれば
よいが、通常は基油と乳化剤との合計眉に対して1〜1
0容量%とすればよい。また、この乳化剤の種類につい
ても種々のものがあるが、例えばポリオキシエチレンア
ルキルアリルエーテル、ポリエチレングリコールアルキ
ルエーテルなどのノニオン系界面活性剤やポリオキシエ
チレン脂肪酸エステル、アルキルスルホネートなどのア
ニオン系界面活性剤をあげることができる。The addition ratio of the emulsifier may be determined as appropriate depending on various situations, but it is usually 1 to 1% of the total amount of base oil and emulsifier.
It may be set to 0% by volume. There are various types of emulsifiers, such as nonionic surfactants such as polyoxyethylene alkyl allyl ether and polyethylene glycol alkyl ether, and anionic surfactants such as polyoxyethylene fatty acid ester and alkyl sulfonate. can be given.
なお、必要に応じて上記マシン油乳剤には、酸化防止剤
、殺菌剤等を適量加えることもできる。Note that, if necessary, an appropriate amount of an antioxidant, a bactericide, etc. can be added to the machine oil emulsion.
本発明の基油を用いて調製された上記マシン油乳剤は、
使用に際しては、使用目的に応じて通常は20〜300
倍程度に水で希釈して、噴霧器などに入れ、対象とする
植物(野菜、果実、花弁類など)に散布することにより
用いられる。The above machine oil emulsion prepared using the base oil of the present invention is
When used, it is usually 20 to 300 depending on the purpose of use.
It is used by diluting it with water to about twice the original size, putting it in a sprayer, and spraying it on target plants (vegetables, fruits, flower petals, etc.).
次に、本発明を実施例および比較例によりさらに詳しく
説明する。Next, the present invention will be explained in more detail with reference to Examples and Comparative Examples.
実施例1
(1)基油の製造
中間基系原油を常圧蒸留及び減圧蒸留して得られた留出
油を、二段水添処理(水素化処理)した後、さらに水添
脱ロウ処理して基油を得た。この基油の性状を第1表に
示す。Example 1 (1) Production of base oil Distillate oil obtained by atmospheric distillation and vacuum distillation of intermediate base crude oil was subjected to two-stage hydrogenation treatment (hydrogenation treatment) and then further hydrodewaxed. Obtained base oil. The properties of this base oil are shown in Table 1.
(2)マシン油乳剤の調製
上記(1)で得られた基油96.8容量%、市販のポリ
オキシエチレンアルキルアリルエーテル(グリフイン法
HL B (hydrophile 1ipophil
ebalance)値が5と9のものの混合物)3.0
容量%および石油スルホン酸ソーダ0.2容量%を配合
してマシン油乳剤を調製した。(2) Preparation of machine oil emulsion 96.8% by volume of the base oil obtained in (1) above, commercially available polyoxyethylene alkyl allyl ether (Griffin method HL B (hydrophile 1ipophil)
ebalance) mixture of values 5 and 9) 3.0
% by volume and 0.2% by volume of sodium petroleum sulfonate to prepare a machine oil emulsion.
(3)初期乳化性試験
ドイツ工業規格(D I N)の人工硬水により硬度3
に調整した水99n+j!を、栓付きの100ml容メ
スシリンダーに採取した。一方、上記(2)で得られた
マシン油乳剤2mAを、ガラス製の5cal容注射器に
採取し、これを前述のメスシリンダー内の硬水中に垂直
に注入した。注入速度は約2+aj!/秒で行い、注入
後10分間経過した時点でのメスシリンダー内のマシン
油乳剤の混入状況を観察した。この観察は、白濁してい
る体積をメスシリンダーの目盛りから読み取り、また浮
上している油分の有無ならびにその量を読み取ることに
よって行った。結果を第2表に示す。(3) Initial emulsification test: hardness 3 using artificial hard water according to German Industrial Standards (DIN)
Water adjusted to 99n+j! was collected into a 100 ml graduated cylinder with a stopper. On the other hand, 2 mA of the machine oil emulsion obtained in the above (2) was collected into a 5 cal glass syringe, and this was injected vertically into the hard water in the graduated cylinder. Injection speed is approximately 2+aj! / seconds, and the state of contamination of the machine oil emulsion in the measuring cylinder was observed 10 minutes after injection. This observation was made by reading the volume of the cloudy liquid from the scale of the graduated cylinder, and also by reading the presence or absence of floating oil and its amount. The results are shown in Table 2.
(4)乳化安定性試験
上記(3)で行った初期乳化性試験の終了後の試料を、
メスシリンダーに栓をして50回激しく震盪してから、
20±5℃の室内に静置し、2時間静置後の試料の乳化
状態の安定性を観察した。(4) Emulsification stability test After the initial emulsification test conducted in (3) above, the sample was
After capping the graduated cylinder and shaking it vigorously 50 times,
The sample was allowed to stand in a room at 20±5° C. for 2 hours, and the stability of the emulsified state of the sample was observed.
この観察は、浮上した油分またはクリーム層の体積をメ
スシリンダーの目盛りから読み取り、また白濁エマルジ
ョン部分が浮上し、メスシリンダー下部に水相の透明な
部分が生ずる場合には、透明部分の体積をメスシリンダ
ーの目盛りから読み取ることによって行った。結果を第
2表に示す。This observation involves reading the volume of the floating oil or cream layer from the scale on the measuring cylinder, and if a cloudy emulsion part rises to the surface and a transparent part of the aqueous phase forms at the bottom of the measuring cylinder, measure the volume of the transparent part using a measuring cylinder. This was done by reading from the scale on the cylinder. The results are shown in Table 2.
(5)原液分離性試験
上記(4)で試料を、メスシリンダーに栓をして50回
激しく震盪してから、20±5℃の室内で168時間貯
蔵した後の試料の外観を観察した。(5) Stock solution separation test The sample prepared in (4) above was capped in a graduated cylinder and vigorously shaken 50 times, and then stored indoors at 20±5° C. for 168 hours, after which the appearance of the sample was observed.
結果を第2表に示す。The results are shown in Table 2.
(6)キュウリのハダニに対する殺虫、薬害試験上記(
2)で得られたマシン油乳剤を80倍に希釈したものを
用いて、キュウリのハダニに対する殺虫、薬害試験を行
った。(6) Insecticidal and drug damage test on cucumber spider mites (
Using an 80-fold dilution of the machine oil emulsion obtained in 2), insecticidal and chemical damage tests against cucumber spider mites were conducted.
キュウリはときわ光3号P型を用い、試験規模は3区制
、1区3.3Mとし、噴霧器による2回の散布を行った
。第1回散布は定植1ケ月後に行い、第2回散布は第1
回散布の7日後に行った。For cucumbers, Tokiwa Hikari No. 3 P type was used, the test scale was 3 plots, 3.3M per plot, and spraying was performed twice using a sprayer. The first spraying was carried out one month after planting, and the second spraying was carried out after the first planting.
This was carried out 7 days after the second spraying.
殺虫効果は、任意に同じ大きさの葉を抽出して顕微鏡で
各層毎の寄生数を調査し、1区3葉、3区当たりの平均
値で表わした。結果を第3表に示す。The insecticidal effect was determined by arbitrarily extracting leaves of the same size and examining the number of parasitism in each layer using a microscope, and expressing the number of parasitisms in each layer by three leaves per plot and the average value per three plots. The results are shown in Table 3.
(7)大根のカブモザイクウィルスに対する薬効。(7) Medicinal efficacy of radish against turnip mosaic virus.
薬害試験
上記(2)で得られたマシン油乳剤を80倍に希釈した
ものを用いて、大根のカブモザイクウィルスに対する薬
効、薬害試験を行った。なお、大根の供試品種は美濃早
生とした。Phytotoxicity test Using the machine oil emulsion obtained in (2) above diluted 80 times, a medicinal efficacy against turnip mosaic virus and a phytotoxicity test were conducted on radish. The test variety of radish was Mino Wase.
試験規′模は径12cmのビニルポットに3本仕立で栽
培し、木葉1葉期の幼苗を使用し、1区12本として、
散布は1回とした。薬効については、ウィルスを保毒さ
せたアブラムシを希釈後のマシン油乳剤を散布した健全
大根苗に放ち、24時間吸汗接種させた後、栽培を続け
、発病株数を調査した。結果を第4表に示す。The test scale was to cultivate three plants in vinyl pots with a diameter of 12 cm, using young seedlings at the first leaf stage, and 12 plants per area.
Spraying was performed once. Regarding medicinal efficacy, aphids carrying the virus were released onto healthy radish seedlings that had been sprayed with diluted machine oil emulsion, and after absorbing sweat for 24 hours, cultivation was continued and the number of infected plants was investigated. The results are shown in Table 4.
(8)イチゴのウドノコ病に対する薬効、薬害試験上記
(2)で得られたマシン油乳剤を100倍あるいは20
0倍に希釈したものを用いて、イチゴのウドノコ病に対
する薬効、薬害試験を行った。(8) Medicinal efficacy and chemical damage test against powdery mildew in strawberries The machine oil emulsion obtained in (2) above was increased by 100 times or 20 times.
Using a 0-fold dilution, efficacy and toxicity tests on strawberry powdery mildew were conducted.
イチゴの供試品種は全文早生とした。The strawberry test varieties were all early ripening.
試験規模は1区 1が、2連制とし、加湿ガラス温室で
行った。イチゴは12月末に定植し、病気の発生を確認
した後、4月1日から5月10日の間に4回噴霧器で、
希釈後のマシン油乳剤を茎葉に充分散布した。調査は5
月15日に各区とも任意に10株を選び、1株当たり5
葉、合計100小葉の発病小葉率を求めた。結果を第5
表に示す。The scale of the test was 1 section, 2 consecutive tests, and it was conducted in a humidified glass greenhouse. Strawberries were planted at the end of December, and after confirming the occurrence of disease, they were sprayed four times between April 1st and May 10th.
The diluted machine oil emulsion was sufficiently sprayed on the stems and leaves. The survey is 5
On the 15th of each month, each ward arbitrarily selects 10 stocks, and each stock costs 50%.
The rate of diseased leaflets was determined for a total of 100 leaflets. 5th result
Shown in the table.
実施例2
(1)基油の製造
ナフテン系原油を常圧蒸留及び減圧蒸留して得られる留
出油を、溶剤抽出処理後、水素化処理して基油を得た。Example 2 (1) Production of base oil Distillate oil obtained by distilling naphthenic crude oil under normal pressure and vacuum distillation was subjected to solvent extraction treatment and then hydrogenation treatment to obtain base oil.
この基油の性状を第1表に示す。The properties of this base oil are shown in Table 1.
(2)マシン油乳剤の調製
上記実施例2(1)で得られた基油96.8容量%、市
販のポリオキシエチレンアルキルアリルエーテル(グリ
フイン法HL B (hydrophile 1ipo
−phile balance)値が5と9のものの混
合物)3.0容量%および石油スルホン酸ソーダ0.2
容量%を配合してマシン油乳剤を調製した。(2) Preparation of machine oil emulsion 96.8% by volume of the base oil obtained in Example 2 (1) above, commercially available polyoxyethylene alkyl allyl ether (Griffin method HL B (hydrophile 1ipo)
-phile balance) mixture with values 5 and 9) 3.0% by volume and 0.2% sodium petroleum sulfonate
A machine oil emulsion was prepared by blending % by volume.
(3)初期乳化性試験
実施例1(3)において、マシン油乳剤として上記実施
例2(2)で得られたものを用いたこと以外は、実施例
1(3)と同様の操作を行った。(3) Initial emulsification test In Example 1 (3), the same operations as in Example 1 (3) were carried out except that the machine oil emulsion obtained in Example 2 (2) was used. Ta.
結果を第2表に示す。The results are shown in Table 2.
(4)乳化安定性試験
実施例1(4)において、試料として上記実施例2(3
)で用いたものを使用したこと以外は、実施例1(4)
と同様の操作を行った。結果を第2表に示す。(4) In emulsion stability test Example 1 (4), the above Example 2 (3) was used as a sample.
Example 1 (4) except that the one used in ) was used.
The same operation was performed. The results are shown in Table 2.
(5)原液分離性試験
実施例1(5)において、試料として上記実施例2(4
)て用いたものを使用したこと以外は、実施例1(5)
と同様の操作を行った。結果を第2表に示す。(5) In stock solution separation test Example 1 (5), the above Example 2 (4) was used as a sample.
) Example 1 (5) except that the same one was used.
The same operation was performed. The results are shown in Table 2.
(6)キュウリのハダニに対する殺虫、薬害試験実施例
1(6)において、上記実施例2(2)で得られたマシ
ン油乳剤を80倍に希釈したものを用いたこと以外は、
実施例1(6)と同様の操作を行った。結果を第3表に
示す。(6) Insecticidal and chemical damage test against spider mites on cucumbers In Example 1 (6), the machine oil emulsion obtained in Example 2 (2) above was diluted 80 times.
The same operation as in Example 1 (6) was performed. The results are shown in Table 3.
(7)大根のカブモザイクウィルスに対する薬効。(7) Medicinal efficacy of radish against turnip mosaic virus.
薬害試験
実施例1(7)において、上記実施例2(2)で得られ
たマシン油乳剤を80倍に希釈したものを用いたこと以
外は、実施例1(7)と同様の操作を行った。結果を第
4表に示す。In Example 1 (7) of chemical damage test, the same operation as Example 1 (7) was performed except that the machine oil emulsion obtained in Example 2 (2) above was diluted 80 times. Ta. The results are shown in Table 4.
(8)イチゴのウドノコ病に対する薬効、薬害試験実施
例1(8)において、上記実施例2(2)で得られたマ
シン油乳剤を100倍あるいは200倍に希釈したもの
を用いたこと以外は、実施例1(8)と同様の操作を行
った。結果を第5表に示す。(8) Medicinal efficacy and chemical damage test against powdery mildew in strawberries Except that in Example 1 (8), the machine oil emulsion obtained in Example 2 (2) was diluted 100 times or 200 times. , the same operation as in Example 1 (8) was performed. The results are shown in Table 5.
比較例1
(1)基油の製造
中間基系原油を常圧蒸留及び減圧蒸留して得られる留出
油を、二段水添処理(水素化処理)して基油を得た。こ
の基油の性状を第1表に示す。Comparative Example 1 (1) Production of base oil A base oil was obtained by performing two-stage hydrogenation treatment (hydrogenation treatment) on a distillate oil obtained by subjecting an intermediate base crude oil to atmospheric distillation and vacuum distillation. The properties of this base oil are shown in Table 1.
(2)マシン油乳剤の調製
上記比較例1(1)で得られた基油96.8容量%、市
販のポリオキシエチレンアルキルアリルエーテル(グリ
フイン法HL B (hydrophile l1po
−phile balance)値が5と9のものの混
合物)3.0容量%および石油スルホン酸ソーダ0.2
容量%を配合してマシン油乳剤を調製した。(2) Preparation of machine oil emulsion 96.8% by volume of the base oil obtained in Comparative Example 1 (1) above, commercially available polyoxyethylene alkyl allyl ether (Griffin method HL B (hydrophile l1po)
-phile balance) mixture with values 5 and 9) 3.0% by volume and 0.2% sodium petroleum sulfonate
A machine oil emulsion was prepared by blending % by volume.
(3)初期乳化性試験
実施例1(3)において、マシン油乳剤として上記比較
例1(2)で得られたものを用いたこと以外は、実施例
1(3)と同様の操作を行った。(3) Initial emulsifying property test In Example 1 (3), the same operation as in Example 1 (3) was performed except that the machine oil emulsion obtained in Comparative Example 1 (2) was used. Ta.
結果を第2表に示す。The results are shown in Table 2.
(4)乳化安定性試験
実施例1(4)において、試料として上記比較例1(3
)て用いたものを使用したこと以外は、実施例1(4)
と同様の操作を行った。結果を第2表に示す。(4) In emulsion stability test Example 1 (4), the above Comparative Example 1 (3) was used as a sample.
) Example 1 (4)
The same operation was performed. The results are shown in Table 2.
(5)原液分離性試験
実施例1(5)において、試料として上記比較例1(4
)で用いたものを使用したこと以外は、実施例1(5)
と同様の操作を行った。結果を第2表に示す。(5) In stock solution separation test Example 1 (5), the above Comparative Example 1 (4) was used as a sample.
Example 1 (5) except that the one used in ) was used.
The same operation was performed. The results are shown in Table 2.
(6)キュウリのハダニに対する殺虫、薬害試験実施例
1(6)において、上記比較例1(2)で得られたマシ
ン油乳剤を80倍に希釈したものを用いたこと以外は、
実施例1(6)と同様の操作を行った。結果を第3表に
示す。(6) Insecticidal and chemical damage test against spider mites on cucumbers In Example 1 (6), except that an 80-fold dilution of the machine oil emulsion obtained in Comparative Example 1 (2) above was used.
The same operation as in Example 1 (6) was performed. The results are shown in Table 3.
(7)大根のカブモザイクウィルスに対する薬効。(7) Medicinal efficacy of radish against turnip mosaic virus.
薬害試験
実施例1(7)において、上記比較例1(2)で得られ
たマシン油乳剤を80倍に希釈したものを用いたこと以
外は、実施例1(7)と同様の操作を行った。結果を第
4表に示す。In Example 1 (7) of chemical damage test, the same operation as Example 1 (7) was performed except that the machine oil emulsion obtained in Comparative Example 1 (2) above was diluted 80 times. Ta. The results are shown in Table 4.
(8)イチゴのウドノコ病に対する薬効、薬害試験実施
例1(8)において、上記比較例1(2)で得られたマ
シン油乳剤を100倍あるいは200倍に希釈したもの
を用いたこと以外は、実施例1(8)と同様の操作を行
った。結果を第5表に示す。(8) Medicinal efficacy against powdery mildew in strawberries, drug damage test Example 1 (8) except that the machine oil emulsion obtained in Comparative Example 1 (2) above was diluted 100 times or 200 times. , the same operation as in Example 1 (8) was performed. The results are shown in Table 5.
比較例2
(1)基油の製造
中間基系原油を常圧蒸留及び減圧蒸留して得られる留出
油を、溶剤抽出および水添(水素化)仕上げを行って基
油を得た。この基油の性状を第1表に示す。Comparative Example 2 (1) Production of base oil A base oil was obtained by solvent extraction and hydrogenation finishing of the distillate oil obtained by atmospheric distillation and vacuum distillation of intermediate base crude oil. The properties of this base oil are shown in Table 1.
(2)マシン油乳剤の調製
上記比較例2(1)で得られた基油96.8容量%、市
販のポリオキシエチレンアルキルアリルエーテル(グリ
フイン法HL B (hydrophile l1po
−phile balance)値が5と9のものの混
合物)3.0容量%および石油スルホン酸ソーダ0.2
容量%を配合してマシン油乳剤を調製した。(2) Preparation of machine oil emulsion 96.8% by volume of the base oil obtained in Comparative Example 2 (1) above, commercially available polyoxyethylene alkyl allyl ether (Griffin method HL B (hydrophile l1po)
-phile balance) mixture with values 5 and 9) 3.0% by volume and 0.2% sodium petroleum sulfonate
A machine oil emulsion was prepared by blending % by volume.
(3)初期乳化性試験
実施例1(3)において、マシン油乳剤として上記比較
例2(2)で得られたものを用いたこと以外は、実施例
1(3)と同様の操作を行った。(3) Initial emulsifying property test In Example 1 (3), the same operation as in Example 1 (3) was performed except that the machine oil emulsion obtained in Comparative Example 2 (2) was used. Ta.
結果を第2表に示す。The results are shown in Table 2.
(4)乳化安定性試験
実施例1(4)において、試料として上記比較例2(3
)で用いたものを使用したこと以外は、実施例1(4)
と同様の操作を行った。結果を第2表に示す。(4) In emulsion stability test Example 1 (4), the above Comparative Example 2 (3) was used as a sample.
Example 1 (4) except that the one used in ) was used.
The same operation was performed. The results are shown in Table 2.
(5)原液分離性試験
実施例1(5)において、試料として上記比較例2(4
)で用いたものを使用したこと以外は、実施例1(5)
と同様の操作を行った。結果を第2表に示す。(5) In stock solution separation test Example 1 (5), the above Comparative Example 2 (4
Example 1 (5) except that the one used in ) was used.
The same operation was performed. The results are shown in Table 2.
(6)キュウリのハダニに対する殺虫、薬害試験実施例
1(6)において、上記比較例2(2)で得られたマシ
ン油乳剤を80倍に希釈したものを用いたこと以外は、
実施例1(6)と同様の操作を行った。結果を第3表に
示す。(6) Insecticidal and chemical damage test against cucumber spider mites Except that in Example 1 (6), the machine oil emulsion obtained in Comparative Example 2 (2) was diluted 80 times.
The same operation as in Example 1 (6) was performed. The results are shown in Table 3.
(7)大根のカブモザイクウィルスに対する薬効。(7) Medicinal efficacy of radish against turnip mosaic virus.
薬害試験
実施例1(7)において、上記比較例2(2)で得られ
たマシン油乳剤を80倍に希釈したものを用いたこと以
外は、実施例1(7)と同様の操作を行った。結果を第
4表に示す。In Example 1 (7) of chemical damage test, the same operation as Example 1 (7) was performed except that the machine oil emulsion obtained in Comparative Example 2 (2) above was diluted 80 times. Ta. The results are shown in Table 4.
(8)イチゴのウドノコ病に対する薬効、薬害試験実施
例1(8)において、上記比較例2(2)で得られたマ
シン油乳剤を100倍あるいは200倍に希釈したもの
を用いたこと以外は、実施例1(8)と同様の操作を行
った。結果を第5表に示す。(8) Medicinal efficacy against powdery mildew in strawberries, drug damage test Example 1 (8) except that the machine oil emulsion obtained in Comparative Example 2 (2) was diluted 100 times or 200 times. , the same operation as in Example 1 (8) was performed. The results are shown in Table 5.
比較例3
(1)キュウリのハダニに対する殺虫、薬害試験実施例
1(6)において、マシン油乳剤を散布しなかったこと
以外は、実施例1(6)と同様の操作を行った。結果を
第3表に示す。Comparative Example 3 (1) Insecticidal and chemical damage test against spider mites on cucumbers The same operations as in Example 1 (6) were performed except that the machine oil emulsion was not sprayed in Example 1 (6). The results are shown in Table 3.
(2)大根のカブモザイクウィルスに対する薬効。(2) Medicinal efficacy of radish against turnip mosaic virus.
薬害試験
実施例1(7)において、マシン油乳剤を散布しなかっ
たこと以外は、実施例1(7)と同様の操作を行った。In phytotoxicity test Example 1 (7), the same operation as in Example 1 (7) was performed except that the machine oil emulsion was not sprayed.
結果を第4表に示す。The results are shown in Table 4.
(3)イチゴのウドノコ病に対する薬効、薬害試験実施
例1(8)において、マシン油乳剤を散布しなかったこ
と以外は、実施例1(8)と同様の操作を行った。結果
を第5表に示す。(3) Medicinal efficacy and chemical damage test against powdery mildew in strawberries The same operation as in Example 1 (8) was performed except that the machine oil emulsion was not sprayed in Example 1 (8). The results are shown in Table 5.
〔発明の効果]
本発明の基油を用いて調製したマシン油乳剤は、充分な
薬効を奏するとともに、薬害が著しく小さい。また、安
全性が高いため取扱い者の皮膚に損傷を与えるおそれが
ない。[Effects of the Invention] The machine oil emulsion prepared using the base oil of the present invention exhibits sufficient medicinal efficacy and has extremely low phytotoxicity. Furthermore, since it is highly safe, there is no risk of damaging the skin of the person handling it.
しかも、乳化性が高いため、使用時の乳化操作が容易で
あり、また安定な乳化状態を長期間保持することができ
るという利点もある。さらに、低温時においても乳化性
や乳化状態の安定性が高いため、寒冷地での使用に特に
適している。Furthermore, since it has high emulsifying properties, it has the advantage of being easy to emulsify during use and being able to maintain a stable emulsified state for a long period of time. Furthermore, it has high emulsifying properties and stability of the emulsified state even at low temperatures, making it particularly suitable for use in cold regions.
このようなマシン油乳剤は、野菜、果実、花卉類ならび
に他の植物の病虫害防除剤、たとえば殺虫剤、殺菌剤、
抗植物ウィルス剤として有効に用いられる。特に好適な
例としては、キュウリ、トマト、ナス、大根、白菜など
の野菜類やリンゴ。Such machine oil emulsions are suitable for controlling pests and diseases of vegetables, fruits, flora and other plants, such as insecticides, fungicides,
Effectively used as an anti-plant virus agent. Particularly suitable examples include vegetables such as cucumbers, tomatoes, eggplants, radish, and Chinese cabbage, as well as apples.
ミカン、ナシ、カキ、モモ、スイカ、メロン、イチゴな
どの果実類、さらには茶、桑などにおけるハダニ、オン
シッコナジラミ、カイガラムシなどの殺虫剤、ウドノコ
病などの殺菌剤、キュウリモザイクウィルス、カポチャ
モザイクウィルス、カブモザイクウィルスなどのアブラ
ムシ伝染のウィルスに対する抗植物ウィルス剤としての
適用例をあげることができる。その他、様々な植物に対
して各種の病虫害防除剤として、広範囲に適用すること
ができる。Fruits such as mandarin oranges, pears, persimmons, peaches, watermelons, melons, and strawberries, as well as tea and mulberries, are treated with insecticides such as spider mites, whiteflies, and scale insects, fungicides such as powdery mildew, cucumber mosaic virus, and kapocha. An example of its application is as an anti-plant virus agent against aphid-transmitted viruses such as mosaic virus and turnip mosaic virus. In addition, it can be widely applied to various plants as a pest control agent.
Claims (2)
ともに、ナフテン分含量が38%以上であり、かつ芳香
族分含量が1%以下であることを特徴とする病虫害防除
用マシン油乳剤用基油。(1) A base for a machine oil emulsion for pest control, characterized by having a kinematic viscosity at 40°C of 5 to 35 cSt, a naphthene content of 38% or more, and an aromatic content of 1% or less oil.
用基油。(2) A base oil for oil emulsions having a sulfonation value of 2% by volume or less.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP14391887A JPH0759486B2 (en) | 1987-06-09 | 1987-06-09 | Machine oil for controlling pests and pests Base oil for emulsion |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP14391887A JPH0759486B2 (en) | 1987-06-09 | 1987-06-09 | Machine oil for controlling pests and pests Base oil for emulsion |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS63307808A true JPS63307808A (en) | 1988-12-15 |
JPH0759486B2 JPH0759486B2 (en) | 1995-06-28 |
Family
ID=15350126
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP14391887A Expired - Lifetime JPH0759486B2 (en) | 1987-06-09 | 1987-06-09 | Machine oil for controlling pests and pests Base oil for emulsion |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0759486B2 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2005206486A (en) * | 2004-01-21 | 2005-08-04 | Sumitomo Chemical Co Ltd | Insecticidal oil agent |
-
1987
- 1987-06-09 JP JP14391887A patent/JPH0759486B2/en not_active Expired - Lifetime
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2005206486A (en) * | 2004-01-21 | 2005-08-04 | Sumitomo Chemical Co Ltd | Insecticidal oil agent |
JP4581410B2 (en) * | 2004-01-21 | 2010-11-17 | 住友化学株式会社 | Insecticide oil |
Also Published As
Publication number | Publication date |
---|---|
JPH0759486B2 (en) | 1995-06-28 |
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