JP3795109B2 - Sustained release pheromone formulation - Google Patents
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Description
【０００１】
【産業上の利用分野】
本発明は、害虫の発生を抑制するために利用される徐放性フェロモン製剤に関するものである。
【０００２】
【従来の技術】
農作物、花圃、森林等に被害を与える害虫を防除するのに、合成性フェロモンを利用する方法がある。その中でも最も効果的な方法として、交信攪乱法が知られている。交信攪乱法は、大気中に高濃度の性フェロモンを放散させ、害虫の雌雄間の交信を不能にして交尾の機会を失わせ、害虫の密度を減少させるものである。交信攪乱法では、大気中に性フェロモンを放散させるために徐放性フェロモン製剤を利用している。この徐放性フェロモン製剤には、様々なタイプのものがある。
【０００３】
特開昭６２−２２３１０１号公報、特開平２−９６５０２号公報、特開昭６３−１４５２０１号公報には、細管、アンプル等の高分子製の容器に合成性フェロモンを封入したものが記載されている。特開昭５３−３４９２７号公報、特開昭５９−２５３１９号公報、特開平７−１９２０２４号公報には、合成樹脂に合成性フェロモンを担持させたものが記載されている。特開昭５９−１３９３０１号公報、特開昭５６−９５１０１号公報には、無機物質に合成性フェロモンを担持させて固体化したものが記載されている。これら徐放性フェロモン製剤には、高価な合成性フェロモンを無駄なく効率的に放散させる性能が要求されている。
【０００４】
【発明が解決しようとする課題】
徐放性フェロモン製剤は植物体に懸吊、付着されたり、地上もしくは空中から散布される。しかしながら性フェロモンの大部分は、フェロモン製剤が接触している葉茎や土壌に取り込まれてしまい、大気中に有効に放散されないことが多い。とりわけ合成樹脂や無機物質に性フェロモンを担持させたフェロモン製剤を散布する場合、製剤の全てが植物体に付着することは稀である。植物体がキャベツ、大根等の野菜のときには、製剤の大部分が地面に落ち、性フェロモンが土壌に吸収されてしまう。
【０００５】
本発明は前記の課題を解決するためなされたもので、性フェロモンを土壌等に吸収させることなく、大気中へ効率的に放散する徐放性フェロモン製剤を提供することを目的とする。
【０００６】
【課題を解決するための手段】
前記の目的を達成するためになされた本発明の徐放性フェロモン製剤は、性フェロモンを含む固体化したものにおいて、その外表面が撥水剤で被覆されていることを特徴としている。この徐放性フェロモン製剤は、性フェロモンが合成樹脂に溶解、吸収または吸着されているもの、性フェロモンが無機物質に担持されているものが好ましい。
【０００７】
性フェロモンには、例えば炭素数１０〜２４の高級脂肪族アルデヒド化合物、アセテート化合物、プロピオネート化合物、炭化水素等が挙げられる。具体的にはZ9-トリコセン、14-メチル-1-オクタデセンのような炭化水素化合物、E5-デセニルアセテート、E4-トリデセニルアセテート、ドデシルアセテート、Z7-ドデセニルアセテート、Z8-ドデセニルアセテート、E7Z9-ドデカジエニルアセテート、Z9-テトラデセニルアセテート、Z11-テトラデセニルアセテート、Z11-ヘキサデセニルアセテート、E3Z13-オクタデカジエニルアセテート等のようなアセテート化合物、Z9-テトラデセナール、Z9-ヘキサデセナール、Z11Z13-ヘキサデカジエナール、Z13-オクタデセナール等のアルデヒド化合物、Z13-イコセン-10-オン等のケトン化合物、7,8-エポキシ-2-メチルオクタデカン等のエポキシ化合物、8-メチル-2-デシルプロピオネート等のプロピオネート化合物およびこれらの混合物、並びにこれらを主成分とする混合物が例示される。これらは必要に応じて各種の酸化防止剤、紫外線吸収剤等を添加混合しても良い。
【０００８】
合成樹脂には、上記性フェロモンと良好な相溶性を有するものが適当であり、例えばエチレン、プロピレン、ブチレン等のポリオレフィン、エチレン−酢酸ビニル共重合体、エチレン−アクリル酸エステル共重合体またはエチレン−メタクリル酸エステル共重合体等のカルボキシル基を有するエチレン共重合体、さらにはカルボキシル基を有するエチレン共重合体とポリオレフィンの混合物を用いることも可能である。
【０００９】
無機物質には、無水珪酸およびその各種金属塩、ステアリン酸およびその各種金属塩、タルク、酸化チタン、カオリン、酸化亜鉛、炭酸マグネシウム、炭酸カルシウム等が例示される。
【００１０】
撥水剤には、シリコーン系、フッ素系あるいはパラフィン系炭化水素が挙げられる。この中でも被覆処理のしやすさからシリコーン系撥水剤が最も好ましい。
【００１１】
シリコーン系撥水剤のひとつに、例えば下記式〔１〕
Ｒ1 aＲ2 bＳｉＯ(4-a-b)/2 〔１〕
で表されるシリコーン化合物が挙げられる。Ｒ1、Ｒ2は同種もしくは異種の非置換炭化水素基または置換炭化水素基、加水分解可能な基、−ＯＨ、−Ｈから選択される同種もしくは異種の基または原子である。ａ、ｂは０≦ａ＜４、０≦ｂ≦４、０＜ａ＋ｂ≦４で示される数である。
【００１２】
Ｒ1は、例えばメチル基、エチル基、プロピル基、デシル基等の炭素数１〜１５のアルキル基、ビニル基、アリル基等のアルケニル基、フェニル基、トリル基等のアリール基、シクロヘキシル基等のシクロアルキル基、パーフロロアルキル基のようなこれらの基の炭素原子に結合した水素原子の一部または全部をハロゲン原子またはシアノ基で置換した基である。Ｒ2は、例えばメトキシ基、エトキシ基等のアルコキシ基、アシロキシ基、ケトキシム基、アミノ基、アミノキシ基、アミド基、エノキシ基、アルケニルオキシ基等の加水分解可能な基、塩素等のハロゲン原子、−ＯＲ3（Ｒ3はＮａまたはＫ）、−ＯＨ、−Ｈ等である。
【００１３】
この場合、式〔１〕のシリコーン化合物は具体的に下記式
ＨＯ−Ｓｉ（ＯＮａ）（ＣＨ3）−[ＯＳｉ（ＯＮａ）ＣＨ3]n−ＯＨ
ＣＨ3-[ＳｉＯ（ＣＨ3）2]m-[ＳｉＯ（Ｈ）（ＣＨ3）]l-Ｓｉ（ＣＨ3）3
Ｒ4-[ＳｉＯ（ＣＨ3）2]k-Ｓｉ（ＣＨ3）2-Ｒ4
ＣＨ3Ｓｉ（ＯＣＨ3）3、ＣＦ3ＣＨ2ＣＨ2Ｓｉ（ＯＣＨ3）3
で示される。ここでｎは０、１または２であり、ｌ、ｍは０以上の整数であり、ｋは０以上の整数であり、Ｒ4は−ＯＨ、−ＣＨ＝ＣＨ2または−ＯＣＨ3である。またシリコーン化合物は、これらの部分加水分解物や共加水分解物でもよい。
【００１４】
シリコーン系撥水剤の別な態様として、分子中に下記式〔２〕
Ｒ5 cＳｉＯ(4-c)/2 〔２〕
で表される単位と下記式〔３〕
Ｒ6 dＳｉ（ＮＲ7）(4-d)/2 〔３〕
で表される単位との両方の単位を含むオルガノポリシロキサザンポリマー、または式〔３〕で表される単位を少なくとも一つ含むオルガノポリシロキサザンポリマーがある。Ｒ5、Ｒ6、Ｒ7は水素原子、同種もしくは異種の非置換炭化水素基または置換炭化水素基であり、ｃは１、２、３より選択される数であり、ｄは１または２である。
【００１５】
Ｒ5、Ｒ6、Ｒ7は、例えばメチル基、エチル基、プロピル基、デシル基等の炭素数１〜１５のアルキル基、ビニル基、アリル基等のアルケニル基、フェニル基、トリル基等のアリール基、シクロヘキシル基等のシクロアルキル基、パーフロロアルキル基のようなこれらの基の炭素原子に結合した水素原子の一部または全部をハロゲン原子またはシアノ基で置換した基である。
【００１６】
具体的には、構成単位が下記式
（ＣＨ3）3Ｓｉ（ＮＨ）1.5
ＣpＦ2p+1ＣＨ2ＣＨ2Ｓｉ（ＮＨ）1.5
で表される化合物が挙げられる。ここでＰは正の整数である。
【００１７】
徐放性フェロモン製剤は、形状、材質等に制限されることはない。具体的には、性フェロモンが含浸されている合成樹脂を成形、切断したもの、性フェロモンが含浸されている樹脂ペレットを粉砕したもの、性フェロモンが担持、吸着されている無機物質を固体化したものが挙げられる。
【００１８】
前記徐放性フェロモン製剤は、例えば以下のような方法で製造される。合成樹脂または無機物質に、性フェロモンを添加して混合する。この混合物に、ヒドロキシプロピルセルロース等の結合剤を添加して顆粒化する。撥水剤をトルエン、ｎ−ヘキサン、エタノール、アセトン等の溶媒に溶解した後、素顆粒の表面にスプレーするか、あるいは前記溶媒中に素顆粒を浸漬して乾燥させてから、撥水剤を被覆するかして徐放性フェロモン製剤を得る。素顆粒に撥水剤を被覆する前に、ヒドロキシプロピルメチルセルロース等のコーティング剤で素顆粒の表面をコーティングしておく場合もある。
【００１９】
【発明の効果】
本発明の徐放性フェロモン製剤は土壌等に接触し、撥水剤が外表面に付着しているから、放散された性フェロモンが土壌へ吸着していくのを抑制できる。このため性フェロモンは、大気中に無駄なく放散される。特に散布されるフェロモン製剤が合成樹脂や無機物質を含むもののように、単位面積当たりの数や放出表面積が大きい場合には、性フェロモンのロスが確実に抑えられる。
【００２０】
【実施例】
以下、本発明の実施例を詳細に説明する。
【００２１】
（徐放性フェロモン製剤の調製）
軽質無水けい酸（日本アエロジル社製；商品名アエロジル）３０重量部、Ｚ−９−テトラデセニルアセテート（スジキリヨトウの性フェロモン成分）３０重量部を混合した。次に、結合材としてヒドロキシプロピルセルロース（信越化学工業社製；商品名ＨＰＣ）２重量部を加え、エタノール１８０重量部を添加して混練した。この混合物を押出顆粒装置により顆粒化し、平均粒径１ｍｍの球形および円柱形の素顆粒を得た。
【００２２】
ヒドロキシプロピルメチルセルロースフタレート（信越化学工業社製；商品名ＨＰ−５５）のエタノール／水（８／２）系６重量％溶液を流動装置中で４５℃の空気を流動媒体として、前記素顆粒にスプレーコーティングした。素顆粒に対して３０重量％の被膜が形成された徐放性フェロモン製剤が得られた。
【００２３】
（撥水剤の表面処理）
前記フェロモン製剤に、撥水剤として[（ＣＨ3）2ＳｉＯ]単位１８モル％および[ＣＨ3Ｓｉ（ＮＨ）1.5]単位８２モル％からなるメチルシランジメチルシロキサザンポリマーのトルエン／塩化メチレン（５／５）系５重量％溶液を流動装置で４５℃の空気を流動媒体としてスプレーコーティングした。フェロモン製剤に対し５重量％の撥水剤が被覆されたものが得られ、これをサンプル１とした。
【００２４】
（性フェロモン放散の検討）
新潟県中頸城郡頸城村の水田から採取した土を２週間天日で乾燥した後、２０メッシュのふるいにかけ、ふるいを通過した土壌を以下の実験に使用した。
【００２５】
サンプル１を土壌の上に重なることのないように均一に広げ、温度３５℃、風速０．５ｍ／秒の一定条件下で放置した。５日毎にサンプル１の一部を回収し、サンプル１に残存するＺ−９−テトラテセニルアセテートの量を、ガスクロマトグラムで定量してフェロモン残存率を求めた。
【００２６】
比較のために、外表面が撥水処理されていないフェロモン製剤をサンプル２とし、フェロモン残存率をサンプル１と同様に測定した。サンプル２は撥水処理されてはいないが、その他の条件はサンプル１と同一である。サンプル１、２のフェロモン残存率を表１に示す。
【００２７】
【表１】
表１に示されているとおり、サンプル１は３０日以上に渡って均一に性フェロモンを放散している。
【００２９】
土壌への性フェロモンの吸着を検討するため、２０日後にサンプル１、２が広げられている土２０ｇを採取した。採取した土にアセトン５０mlを加え、振とう攪拌器で２０分間攪拌の後、１０分間静置した後、濾過した。濾液に２％食塩水１００ｍｌ及びｎ−ヘキサン１００ｍｌを加え、振とう攪拌器で１５分間攪拌の後、分液操作を行った。有機層を芒硝で脱水した後に濃縮し、ガスクロマトグラム測定を行った。
【００３０】
サンプル１が広げられた土壌からはＺ−９−テトラデセニルアセテートが検出されなかったのに対し、サンプル２が広げられた土壌からはＺ−９−テトラデセニルアセテート及びＺ−９−テトラデセノールのピークが確認された。Ｚ−９−テトラデセノールは、土壌中でＺ−９−テトラデセニルアセテートが加水分解されて生成したものである。この結果からサンプル１には、性フェロモンが土壌に吸着するのを抑制する作用のあることが確認された。[0001]
[Industrial application fields]
The present invention relates to a sustained-release pheromone formulation that is used to suppress the occurrence of pests.
[0002]
[Prior art]
There is a method of using a synthetic pheromone to control pests that damage crops, flower fields, forests, and the like. Among them, the communication disruption method is known as the most effective method. The communication disruption method dissipates high concentrations of sex pheromones in the atmosphere, disabling communication between male and female pests, losing opportunities for mating, and reducing pest density. The communication disruption method uses sustained release pheromone preparations to disperse sex pheromones in the atmosphere. There are various types of sustained-release pheromone formulations.
[0003]
JP-A-62-2223101, JP-A-2-96502, and JP-A-63-145201 describe a container made of a synthetic pheromone in a polymer container such as a thin tube or ampoule. Yes. JP-A-53-34927, JP-A-59-25319, and JP-A-7-192024 describe those in which a synthetic pheromone is supported on a synthetic resin. JP-A-59-139301 and JP-A-56-95101 describe a solidified material in which a synthetic pheromone is supported on an inorganic substance. These sustained-release pheromone preparations are required to have an ability to efficiently dissipate expensive synthetic pheromones without waste.
[0004]
[Problems to be solved by the invention]
Sustained release pheromone preparations are suspended and attached to plants, or are sprayed from the ground or in the air. However, most of sex pheromones are often taken into leaf stems and soil with which the pheromone preparations are in contact, and are often not released effectively into the atmosphere. In particular, when a pheromone preparation in which a sex pheromone is supported on a synthetic resin or an inorganic substance is sprayed, it is rare that the entire preparation adheres to the plant body. When the plant is a vegetable such as cabbage or radish, most of the preparation falls to the ground, and the sex pheromone is absorbed into the soil.
[0005]
The present invention has been made to solve the above-described problems, and an object of the present invention is to provide a sustained-release pheromone formulation that efficiently releases sex pheromone into the atmosphere without being absorbed by soil or the like.
[0006]
[Means for Solving the Problems]
The sustained-release pheromone preparation of the present invention, which has been made to achieve the above object, is characterized in that, in a solidified product containing a sex pheromone, its outer surface is coated with a water repellent. The sustained-release pheromone preparation is preferably one in which sex pheromone is dissolved, absorbed or adsorbed in a synthetic resin, or one in which sex pheromone is supported on an inorganic substance.
[0007]
Examples of the sex pheromone include higher aliphatic aldehyde compounds having 10 to 24 carbon atoms, acetate compounds, propionate compounds, and hydrocarbons. Specifically, hydrocarbon compounds such as Z9-tricosene and 14-methyl-1-octadecene, E5-decenyl acetate, E4-tridecenyl acetate, dodecyl acetate, Z7-dodecenyl acetate, Z8-do Acetate compounds such as decenyl acetate, E7Z9-dodecadienyl acetate, Z9-tetradecenyl acetate, Z11-tetradecenyl acetate, Z11-hexadecenyl acetate, E3Z13-octadecadienyl acetate, Aldehyde compounds such as Z9-tetradecenal, Z9-hexadecenal, Z11Z13-hexadecadienal, Z13-octadecenal, ketone compounds such as Z13-icosen-10-one, epoxy compounds such as 7,8-epoxy-2-methyloctadecane, Examples include propionate compounds such as 8-methyl-2-decylpropionate and mixtures thereof, and mixtures based on these. It is. These may be added and mixed with various antioxidants, ultraviolet absorbers and the like as required.
[0008]
As the synthetic resin, those having good compatibility with the above-mentioned sex pheromone are suitable, for example, polyolefins such as ethylene, propylene, butylene, ethylene-vinyl acetate copolymer, ethylene-acrylic acid ester copolymer or ethylene- It is also possible to use an ethylene copolymer having a carboxyl group, such as a methacrylic acid ester copolymer, or a mixture of an ethylene copolymer having a carboxyl group and a polyolefin.
[0009]
Examples of the inorganic substance include anhydrous silicic acid and various metal salts thereof, stearic acid and various metal salts thereof, talc, titanium oxide, kaolin, zinc oxide, magnesium carbonate, and calcium carbonate.
[0010]
Examples of the water repellent include silicone-based, fluorine-based, and paraffinic hydrocarbons. Of these, silicone-based water repellents are most preferred because of their ease of coating treatment.
[0011]
For example, the following formula [1]
R 1 a R 2 b SiO (4-ab) / 2 [1]
The silicone compound represented by these is mentioned. R 1 and R 2 are the same or different unsubstituted hydrocarbon groups or substituted hydrocarbon groups, hydrolyzable groups, the same or different groups or atoms selected from —OH and —H. a and b are numbers represented by 0 ≦ a <4, 0 ≦ b ≦ 4, and 0 <a + b ≦ 4.
[0012]
R 1 is, for example, an alkyl group having 1 to 15 carbon atoms such as a methyl group, an ethyl group, a propyl group, or a decyl group, an alkenyl group such as a vinyl group or an allyl group, an aryl group such as a phenyl group or a tolyl group, a cyclohexyl group, or the like. A group in which part or all of the hydrogen atoms bonded to the carbon atoms of these groups are substituted with a halogen atom or a cyano group. R 2 is, for example, an alkoxy group such as a methoxy group or an ethoxy group, an acyloxy group, a ketoxime group, an amino group, an aminoxy group, an amide group, an enoxy group, an alkenyloxy group or the like, a halogen atom such as chlorine, —OR 3 (R 3 is Na or K), —OH, —H and the like.
[0013]
In this case, the silicone compound of the formula [1] is specifically represented by the following formula: HO—Si (ONa) (CH 3 ) — [OSi (ONa) CH 3 ] n —OH
CH 3 - [SiO (CH 3 ) 2] m - [SiO (H) (CH 3)] l -Si (CH 3) 3
R 4 - [SiO (CH 3 ) 2] k -Si (CH 3) 2 -R 4
CH 3 Si (OCH 3 ) 3 , CF 3 CH 2 CH 2 Si (OCH 3 ) 3
Indicated by Here, n is 0, 1 or 2, l and m are integers of 0 or more, k is an integer of 0 or more, and R 4 is —OH, —CH═CH 2 or —OCH 3 . The silicone compound may be a partial hydrolyzate or a cohydrolyzate.
[0014]
As another aspect of the silicone-based water repellent, the following formula [2]
R 5 c SiO (4-c) / 2 [2]
And the following formula [3]
R 6 d Si (NR 7 ) (4-d) / 2 [3]
There are organopolysiloxazan polymers containing both of the units represented by formula (1) and organopolysiloxazan polymers containing at least one unit represented by the formula [3]. R 5 , R 6 , and R 7 are a hydrogen atom, the same or different unsubstituted hydrocarbon group or substituted hydrocarbon group, c is a number selected from 1, 2, and 3, d is 1 or 2 is there.
[0015]
R 5 , R 6 , R 7 are, for example, alkyl groups having 1 to 15 carbon atoms such as methyl group, ethyl group, propyl group, decyl group, alkenyl groups such as vinyl group, allyl group, phenyl group, tolyl group, etc. A group in which part or all of the hydrogen atoms bonded to carbon atoms of these groups such as aryl groups, cyclohexyl groups and the like, and perfluoroalkyl groups are substituted with halogen atoms or cyano groups.
[0016]
Specifically, the structural unit is represented by the following formula (CH 3 ) 3 Si (NH) 1.5
C p F 2p + 1 CH 2 CH 2 Si (NH) 1.5
The compound represented by these is mentioned. Here, P is a positive integer.
[0017]
The sustained-release pheromone formulation is not limited by shape, material and the like. Specifically, synthetic resin impregnated with sex pheromone is molded and cut, pulverized resin pellets impregnated with sex pheromone, and solidified inorganic substance carrying and adsorbing sex pheromone Things.
[0018]
The sustained-release pheromone preparation is produced, for example, by the following method. A sex pheromone is added to a synthetic resin or an inorganic substance and mixed. To this mixture, a binder such as hydroxypropylcellulose is added and granulated. The water repellent is dissolved in a solvent such as toluene, n-hexane, ethanol, acetone, and then sprayed on the surface of the elementary granules, or the elementary granules are immersed in the solvent and dried, and then the water repellent is added. A sustained release pheromone formulation is obtained by coating. Before the elementary granules are coated with a water repellent, the surface of the elementary granules may be coated with a coating agent such as hydroxypropylmethylcellulose.
[0019]
【The invention's effect】
Since the sustained-release pheromone preparation of the present invention is in contact with soil and the like and the water repellent is adhered to the outer surface, it is possible to suppress the released sex pheromone from adsorbing to the soil. For this reason, sex pheromones are dissipated without waste in the atmosphere. In particular, when the number of pheromone preparations to be sprayed and the surface area to be released are large, such as those containing synthetic resins or inorganic substances, the loss of sex pheromones can be reliably suppressed.
[0020]
【Example】
Hereinafter, embodiments of the present invention will be described in detail.
[0021]
(Preparation of sustained-release pheromone formulation)
30 parts by weight of light anhydrous silicic acid (manufactured by Nippon Aerosil Co., Ltd .; trade name Aerosil) and 30 parts by weight of Z-9-tetradecenyl acetate (a sex pheromone component of Sugikirayoto) were mixed. Next, 2 parts by weight of hydroxypropylcellulose (manufactured by Shin-Etsu Chemical Co., Ltd .; trade name HPC) was added as a binder, and 180 parts by weight of ethanol was added and kneaded. This mixture was granulated by an extrusion granulator to obtain spherical and cylindrical elementary granules having an average particle diameter of 1 mm.
[0022]
Hydroxypropyl methylcellulose phthalate (manufactured by Shin-Etsu Chemical Co., Ltd .; trade name HP-55) in ethanol / water (8/2) 6% by weight solution is sprayed on the elementary granules in a fluidizer using air at 45 ° C. Coated. A sustained-release pheromone formulation in which a film of 30% by weight was formed on the elementary granules was obtained.
[0023]
(Surface treatment of water repellent)
In the pheromone preparation, toluene / methylene chloride of methylsilanedimethylsiloxazan polymer (5 mol) comprising 18 mol% of [(CH 3 ) 2 SiO] units and 82 mol% of [CH 3 Si (NH) 1.5 ] units as a water repellent. / 5) A 5% by weight system solution was spray coated with a fluidizer at 45 ° C. air as the fluid medium. A pheromone preparation coated with 5% by weight of a water repellent was obtained.
[0024]
(Examination of sex pheromone emission)
The soil collected from the paddy field in Niigata Prefecture's Nakabuki-gun, Kurashiki-mura was dried in the sun for 2 weeks and then passed through a 20-mesh sieve. The soil that passed through the sieve was used in the following experiment.
[0025]
Sample 1 was spread uniformly so as not to overlap the soil, and was left under a constant condition of a temperature of 35 ° C. and a wind speed of 0.5 m / sec. A part of sample 1 was collected every 5 days, and the amount of Z-9-tetrathecenyl acetate remaining in sample 1 was quantified by gas chromatogram to determine the pheromone residual rate.
[0026]
For comparison, a pheromone preparation whose outer surface was not treated with water repellency was designated as sample 2, and the pheromone residual rate was measured in the same manner as in sample 1. Sample 2 is not water repellent, but the other conditions are the same as Sample 1. Table 1 shows the pheromone survival rate of Samples 1 and 2.
[0027]
[Table 1]
As shown in Table 1, Sample 1 uniformly diffuses the sex pheromone over 30 days.
[0029]
In order to examine the adsorption of the sex pheromone to the soil, 20 g of soil on which Samples 1 and 2 were spread was collected after 20 days. 50 ml of acetone was added to the collected soil, stirred for 20 minutes with a shaker, allowed to stand for 10 minutes, and then filtered. To the filtrate, 2% brine (100 ml) and n-hexane (100 ml) were added, and the mixture was stirred for 15 minutes with a shaker, followed by liquid separation. The organic layer was dehydrated with sodium sulfate and then concentrated, and gas chromatogram measurement was performed.
[0030]
Z-9-tetradecenyl acetate was not detected from the soil where Sample 1 was spread, whereas Z-9-tetradecenyl acetate and Z-9- were not detected from the soil where Sample 2 was spread. A tetradecenol peak was observed. Z-9-tetradecenol is produced by hydrolysis of Z-9-tetradecenyl acetate in soil. From this result, it was confirmed that Sample 1 has an action of suppressing the adsorption of the sex pheromone to the soil.
Claims (6)
Ｒ1 aＲ2 bＳｉＯ(4-a-b)/2 〔１〕
（Ｒ1、Ｒ2は同種もしくは異種の非置換炭化水素基または置換炭化水素基、加水分解可能な基、−ＯＨ、−Ｈから選択される同種もしくは異種の基または原子、ａ、ｂは０≦ａ＜４、０≦ｂ≦４、０＜ａ＋ｂ≦４で示される数）で表されるシリコーン化合物であることを特徴とする請求項４に記載の徐放性フェロモン製剤。The silicone-based water repellent is represented by the following formula [1]
R 1 a R 2 b SiO (4-ab) / 2 [1]
(R 1 and R 2 are the same or different unsubstituted hydrocarbon group or substituted hydrocarbon group, hydrolyzable group, the same or different group or atom selected from —OH and —H, and a and b are 0 5. The sustained-release pheromone formulation according to claim 4, wherein the formulation is a silicone compound represented by the following formula: ≦ a <4, 0 ≦ b ≦ 4, 0 <a + b ≦ 4.
Ｒ5 cＳｉＯ(4-c)/2 〔２〕
（Ｒ5は水素原子、同種もしくは異種の非置換炭化水素基または置換炭化水素基、ｃは１、２、３より選択される数）で表される単位と下記式〔３〕
Ｒ6 dＳｉ（ＮＲ7）(4-d)/2 〔３〕
（Ｒ6、Ｒ7は水素原子、同種もしくは異種の非置換炭化水素基または置換炭化水素基、ｄは１または２）で表される単位との両方の単位を含むオルガノポリシロキサザンポリマー、または式〔３〕で表される単位を少なくとも一つ含むオルガノポリシロキサザンポリマーであることを特徴とする請求項４に記載の徐放性フェロモン製剤。In the molecule, the silicone water repellent is represented by the following formula [2]
R 5 c SiO (4-c) / 2 [2]
A unit represented by the following formula [3]: wherein R 5 is a hydrogen atom, the same or different unsubstituted hydrocarbon group or substituted hydrocarbon group, c is a number selected from 1, 2, and 3;
R 6 d Si (NR 7 ) (4-d) / 2 [3]
(R 6 , R 7 are a hydrogen atom, the same or different unsubstituted hydrocarbon group or substituted hydrocarbon group, d is 1 or 2) and an organopolysiloxazan polymer containing both units The sustained-release pheromone preparation according to claim 4, which is an organopolysiloxazan polymer containing at least one unit represented by the formula [3].
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP28707595A JP3795109B2 (en) | 1995-11-06 | 1995-11-06 | Sustained release pheromone formulation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP28707595A JP3795109B2 (en) | 1995-11-06 | 1995-11-06 | Sustained release pheromone formulation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH09124408A JPH09124408A (en) | 1997-05-13 |
| JP3795109B2 true JP3795109B2 (en) | 2006-07-12 |
Family
ID=17712738
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP28707595A Expired - Fee Related JP3795109B2 (en) | 1995-11-06 | 1995-11-06 | Sustained release pheromone formulation |
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| Country | Link |
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| JP (1) | JP3795109B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11548560B2 (en) | 2020-04-02 | 2023-01-10 | Toyota Jidosha Kabushiki Kaisha | Vehicle skeleton structure |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6562331B1 (en) | 1999-08-13 | 2003-05-13 | Shin-Etsu Chemical Co., Ltd. | Mating disruption methods for the control of insect pests |
| US6365189B1 (en) | 1999-10-22 | 2002-04-02 | 3M Innovative Properties Company | Method of delivering and releasing a pheromone |
| US6540991B2 (en) | 2001-04-06 | 2003-04-01 | 3M Innovative Properties Company | Stabilized active materials |
| JP4563040B2 (en) * | 2004-01-27 | 2010-10-13 | アイバイツ株式会社 | Alkoxysilyl group-containing compound, production method thereof, and use thereof |
| JP2005247814A (en) * | 2004-03-08 | 2005-09-15 | Seiko Epson Corp | Spraying method and method for controlling noxious insect |
| CN105454179B (en) * | 2015-11-18 | 2018-05-08 | 宁波纽康生物技术有限公司 | A kind of isotropic lure of novel solid |
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1995
- 1995-11-06 JP JP28707595A patent/JP3795109B2/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11548560B2 (en) | 2020-04-02 | 2023-01-10 | Toyota Jidosha Kabushiki Kaisha | Vehicle skeleton structure |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH09124408A (en) | 1997-05-13 |
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