JPH0152361B2 - - Google Patents
Info
- Publication number
- JPH0152361B2 JPH0152361B2 JP3701481A JP3701481A JPH0152361B2 JP H0152361 B2 JPH0152361 B2 JP H0152361B2 JP 3701481 A JP3701481 A JP 3701481A JP 3701481 A JP3701481 A JP 3701481A JP H0152361 B2 JPH0152361 B2 JP H0152361B2
- Authority
- JP
- Japan
- Prior art keywords
- pheromone
- aldehyde
- edta2na
- mixture
- antioxidant
- 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
- 239000003016 pheromone Substances 0.000 claims description 34
- 150000001299 aldehydes Chemical class 0.000 claims description 17
- 239000003963 antioxidant agent Substances 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 7
- 230000003078 antioxidant effect Effects 0.000 claims description 6
- 239000004033 plastic Substances 0.000 claims description 6
- 229920003023 plastic Polymers 0.000 claims description 6
- 230000035699 permeability Effects 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- AMTITFMUKRZZEE-WAYWQWQTSA-N (Z)-hexadec-11-enal Chemical compound CCCC\C=C/CCCCCCCCCC=O AMTITFMUKRZZEE-WAYWQWQTSA-N 0.000 claims description 2
- QIRGIHPYVVKWTO-WAYWQWQTSA-N (z)-octadec-13-enal Chemical compound CCCC\C=C/CCCCCCCCCCCC=O QIRGIHPYVVKWTO-WAYWQWQTSA-N 0.000 claims description 2
- AMTITFMUKRZZEE-UHFFFAOYSA-N Z11-16:Ald Natural products CCCCC=CCCCCCCCCCC=O AMTITFMUKRZZEE-UHFFFAOYSA-N 0.000 claims description 2
- 235000006708 antioxidants Nutrition 0.000 description 6
- 239000011261 inert gas Substances 0.000 description 4
- -1 polyethylene Polymers 0.000 description 4
- 241000238631 Hexapoda Species 0.000 description 3
- 238000013270 controlled release Methods 0.000 description 3
- 229940057995 liquid paraffin Drugs 0.000 description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 239000004322 Butylated hydroxytoluene Substances 0.000 description 2
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000003172 aldehyde group Chemical group 0.000 description 2
- 235000019282 butylated hydroxyanisole Nutrition 0.000 description 2
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 2
- 229940095259 butylated hydroxytoluene Drugs 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 235000010384 tocopherol Nutrition 0.000 description 2
- 229960001295 tocopherol Drugs 0.000 description 2
- 229930003799 tocopherol Natural products 0.000 description 2
- 239000011732 tocopherol Substances 0.000 description 2
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 2
- QFPVVMKZTVQDTL-UHFFFAOYSA-N (Z)-9-hexadecenal Natural products CCCCCCC=CCCCCCCCC=O QFPVVMKZTVQDTL-UHFFFAOYSA-N 0.000 description 1
- HSGUJTMCFWXGAP-UABRLCRWSA-N (e,14s)-14-methylhexadec-8-enal Chemical compound CC[C@H](C)CCCC\C=C\CCCCCCC=O HSGUJTMCFWXGAP-UABRLCRWSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 239000004255 Butylated hydroxyanisole Substances 0.000 description 1
- 241000254173 Coleoptera Species 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- 241001481760 Erethizon dorsatum Species 0.000 description 1
- 241000257303 Hymenoptera Species 0.000 description 1
- XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 description 1
- 241000256259 Noctuidae Species 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229920001328 Polyvinylidene chloride Polymers 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 1
- 229940043253 butylated hydroxyanisole Drugs 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 229920003020 cross-linked polyethylene Polymers 0.000 description 1
- 239000004703 cross-linked polyethylene Substances 0.000 description 1
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 description 1
- 235000018417 cysteine Nutrition 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001038 ethylene copolymer Polymers 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- PJUIMOJAAPLTRJ-UHFFFAOYSA-N monothioglycerol Chemical compound OCC(O)CS PJUIMOJAAPLTRJ-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- 229940035024 thioglycerol Drugs 0.000 description 1
- KLJFYXOVGVXZKT-CCEZHUSRSA-N trans-hexadec-2-enal Chemical compound CCCCCCCCCCCCC\C=C\C=O KLJFYXOVGVXZKT-CCEZHUSRSA-N 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
Description
本発明は昆虫類に対する生理活性物質であるフ
エロモン類を持続的に放出する制御体に関するも
のである。
本来昆虫類用フエロモンは、昆虫間の交信を介
在する物質であるために、化学的に不安定なもの
が多く、殊にアルデヒド系フエロモンは光及び酸
素による影響を受け易いアルデヒド基を有してい
るために、その傾向が強いものである。
そのためにアセテート化などの一部化学構造の
異なるものを代りに用いて、安定なフエロモン様
活性化合物として用いる方法が検討されている。
しかして、この方法では生理活性が弱められる
という問題があり、目的とする効果を得るために
は多量のフエロモンを必要とするものである。
従つて、本発明の目的は、不安定なアルデヒド
系フエロモンを分解又は改質などさせることなく
除々に放出させる放出制御体を提供することにあ
る。
かかる目的は、アルデヒド系フエロモンと非気
化性物質からなる溶剤と抗酸化剤とエチレンジア
ミンテトラ酢酸2−ナトリユウム(EDTA2Na)
との混合物をフエロモン透過能を有するプラスチ
ツク製容器体に封入してなることによつて達成さ
れる。
本発明のアルデヒド系フエロモン放出制御体に
よれば、使用条件下でアルデヒド系フエロモンが
分解又は改質されたりすることなく、しかも一定
期間安定的且つ持続的にフエロモンが放出される
ものである。
本発明に使用されるアルデヒド系フエロモンと
は、ニカメイガの性誘引フエロモンであるZ−11
−ヘキサデセナール、Z−13−オクタデセナール
など、ほかに蟻の道しるべフエロモンであるフア
ラナール、カツオブシ虫のフエロモンであるトロ
コデルマール、クハプラビートルのフエロモンで
あるトロゴダーマルなどが挙げられる。
溶剤としては、流動パラフイン、アルコール
類、動値物油などの中から選択されるアルデヒド
系フエロモンを被覆保護する非気化性物質が用い
られるが、好ましくは流動パラフインの如き非気
化性物質である。
また抗酸化剤としては、システイン、アスコル
ビン酸ソーダ、ブチルヒドロキシアニソール
(BHA)ブチルヒドロキシトルエン(BHT)、チ
オ硫酸ソーダ、ノル・ジヒドログアヤレツク酸、
亜硫酸ソーダ、トコフエロールなどが挙げられる
が、好ましくは油溶性のものである。
これらのアルデヒド系フエロモン、溶剤、抗酸
化剤及びエチレンジアミンテトラ酢酸2−ナトリ
ユウム(EDTA2Na)からなる混合物は、後述
する如きフエロモン透過能を有するプラスチツク
製容器体に封入されて、本発明の放出制御体を構
成するものである。
前記エチレンジアミンテトラ酢酸2−ナトリユ
ウム(EDTA2Na)は、アルデヒド系フエロモ
ンのアルデヒド基が光の影響によつて重合される
とき、これらの系に含まれる微量金属が触媒の作
用をするのを有用に防示して、フエロモンの分解
又は改質を抑制する働きをするものである。
前記混合物は、通常溶剤100重量部に対して、
抗酸化剤及びエチレンジアミンテトラ酢酸2−ナ
トリユウム(EDTA2Na)が夫々0.05〜5重量部
及びアルデヒド系フエロモンが1〜20重量部の範
囲で配合される。
配合に際しては、不活性ガスを常法により吹込
み、酸素ガスと置換することが必要である。
このように調整した混合物は、フエロモン透過
能を有するプラスチツク製容器体に封入される。
容器体の厚みは、プラスチツク個有のフエロモン
透過能及び目的とする放出量によつても異なるが
概して10〜2000μmが好ましいものである。容器
体の形状はチユーブ状、袋状、或いは異形成形状
であつてもよく、封入持容器体内は不活性ガスで
置換しておくのが好ましいものである。容器体を
成形するのに用いられるプラスチツクとしては、
ポリエチレン、ポリプロピレン、ポリエステル、
ポリアミド、ポリウレタン、ポリアクリレート、
ポリ塩化ビニル、ポリ塩化ビニリデン、エチレン
共重合体などが挙げられ、これらは光遮断性を有
するように着色されていてもよい。
本発明のアルデヒド系フエロモン放出制御体が
長期間に亘つて、フエロモンを放出する事実が以
下の実施例によつて実証される。
実施例 1
第1表に示す量のチオグリセロール、トコフエ
ロール及びEDTA2Naを配合した流動パラフイ
ンを含む液体9.9gに不活性ガスをガラス細管に
より約10分間吹き込み、次いで0.1gのZ−11−
ヘキサデセナールを添加して混合物を作り、これ
を内径3mm、肉厚100μmの架橋ポリエチレン製
チユーブ内に充填し、これを50mm間隔でヒートシ
ールを行い、本発明のアルデヒド系フエロモン放
出制御体を得る。
実施例 2
第1表に示す量のBHA、BIT及びEDTA2Na
を配合したポリエチレングリコール(グレート
600)を含む液体9.5gに不活性ガスをガラス細管
により約10分間吹き込み、吹いで0.5gのZ−11
−ヘキサデセナールを添加して混合物を作り、こ
れを一方の壁がアルミニユウム箔ラミネートポリ
エチレンフイルムで、他方の壁がポリプロピレン
フイルムで夫々構成された4cm×5cm角の袋に
0.5g注入して封をし、本発明の放出制御体を得
る。
第1表中の測定法:25℃にコントロールされた
温室の日光の当る場所に、サンプルを吊り下げ、
その気化量を重量減少により、所定日数ごとに測
The present invention relates to a control body that continuously releases pheromones, which are physiologically active substances for insects. Originally, insect pheromones are substances that mediate communication between insects, so many of them are chemically unstable. In particular, aldehyde-based pheromones have aldehyde groups that are easily affected by light and oxygen. This tendency is strong because of the fact that For this reason, methods are being considered in which acetate or other compounds with partially different chemical structures are used instead as stable pheromone-like active compounds. However, this method has the problem that physiological activity is weakened, and a large amount of pheromone is required to obtain the desired effect. Therefore, an object of the present invention is to provide a controlled release material that gradually releases unstable aldehyde pheromone without decomposing or modifying it. For this purpose, a solvent consisting of an aldehyde pheromone, a non-volatile substance, an antioxidant, and 2-sodium ethylenediaminetetraacetate (EDTA2Na) was used.
This can be achieved by sealing a mixture of pheromone and pheromone in a plastic container having pheromone permeability. According to the aldehyde-based pheromone release control body of the present invention, the aldehyde-based pheromone is not decomposed or modified under the conditions of use, and moreover, the pheromone is stably and continuously released for a certain period of time. The aldehyde pheromone used in the present invention is Z-11, which is a sex-attracting pheromone for the Japanese porcupine moth.
-hexadecenal, Z-13-octadecenal, etc. Other examples include hualanal, which is a guidepost pheromone for ants, trochodermal, which is a pheromone for cutworms, and trogodermal, a pheromone for Kuhapra beetles. As the solvent, a non-vaporizable substance that coats and protects the aldehyde pheromone is used, which is selected from liquid paraffin, alcohols, animal oils, etc., and preferably a non-vaporizable substance such as liquid paraffin. Antioxidants include cysteine, sodium ascorbic acid, butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), sodium thiosulfate, nor-dihydroguaiarecic acid,
Examples include sodium sulfite and tocopherol, but oil-soluble ones are preferred. A mixture consisting of these aldehyde-based pheromone, a solvent, an antioxidant, and 2-sodium ethylenediaminetetraacetate (EDTA2Na) is sealed in a plastic container having pheromone permeability as described below, and the controlled release body of the present invention is used. It consists of The 2-sodium ethylenediaminetetraacetate (EDTA2Na) usefully prevents trace metals contained in these systems from acting as a catalyst when the aldehyde groups of aldehyde pheromone are polymerized under the influence of light. Therefore, it functions to suppress the decomposition or modification of the pheromone. The mixture usually contains 100 parts by weight of the solvent,
An antioxidant and 2-sodium ethylenediaminetetraacetate (EDTA2Na) are blended in an amount of 0.05 to 5 parts by weight, respectively, and an aldehyde pheromone is blended in an amount of 1 to 20 parts by weight. When blending, it is necessary to blow inert gas in a conventional manner and replace it with oxygen gas. The mixture thus prepared is sealed in a plastic container having pheromone permeability.
The thickness of the container varies depending on the pheromone permeability of the plastic and the desired amount of release, but is generally preferably from 10 to 2000 .mu.m. The shape of the container body may be tube-like, bag-like, or irregularly shaped, and it is preferable that the inside of the container body is filled with an inert gas. Plastics used to form containers include:
polyethylene, polypropylene, polyester,
polyamide, polyurethane, polyacrylate,
Examples include polyvinyl chloride, polyvinylidene chloride, and ethylene copolymers, which may be colored to have light-blocking properties. The fact that the aldehyde-based pheromone release controller of the present invention releases pheromone over a long period of time is demonstrated by the following examples. Example 1 Inert gas was blown into 9.9 g of a liquid containing liquid paraffin containing thioglycerol, tocopherol and EDTA2Na in the amounts shown in Table 1 for about 10 minutes through a glass capillary, and then 0.1 g of Z-11-
Hexadecenal is added to prepare a mixture, which is filled into a cross-linked polyethylene tube with an inner diameter of 3 mm and a wall thickness of 100 μm, which is heat-sealed at intervals of 50 mm to obtain the aldehyde-based pheromone release control body of the present invention. Example 2 BHA, BIT and EDTA2Na in the amounts shown in Table 1
Polyethylene glycol (Great
Blow inert gas into 9.5 g of liquid containing Z-11 (600) for about 10 minutes through a glass capillary, and blow to release 0.5 g of Z-11.
- Add hexadecenal to make a mixture, which is placed in a 4 cm x 5 cm square bag with one wall made of aluminum foil laminated polyethylene film and the other wall made of polypropylene film.
Inject 0.5g and seal to obtain the controlled release body of the present invention. Measurement method in Table 1: Hang the sample in a sunny place in a greenhouse controlled at 25℃.
The amount of vaporization is measured every specified number of days by weight loss.
【表】
定したものである。
なお第1表中の抗酸化剤及びエチレンジアミン
テトラ酢酸2−ナトリユウム(EDTA2Na)の
配合単位はg(グラム)である。
第1表から明らかなように、試料No.1〜14のサ
ンプル中は、試料No.1、14、2〜4及び7〜9に
比して抗酸化剤とエチレンジアミンテトラ酢酸2
−ナトリユウム(EDTA2Na)を酸合した試料
No.5、6及び10〜13のサンプルは40日目でも充分
なアルデヒド系フエロモンの放出が見られる事実
が顕著である。[Table] The compounding unit of the antioxidant and 2-sodium ethylenediaminetetraacetate (EDTA2Na) in Table 1 is g (gram). As is clear from Table 1, samples Nos. 1 to 14 contain more antioxidant and ethylenediaminetetraacetic acid than samples Nos. 1, 14, 2 to 4, and 7 to 9.
−Sample with acid combination of sodium (EDTA2Na)
Samples Nos. 5, 6, and 10 to 13 are notable for the fact that sufficient aldehyde pheromone release is observed even on the 40th day.
Claims (1)
性物質からなる溶剤とエチレンジアミンテトラ酢
酸2−ナトリユウムとの混合物をフエロモン透過
能を有するプラスチツク製容器体内に封入してな
ることを特徴とするアルデヒド系フエロモン放出
制御体。 2 アルデヒド系フエロモンがZ−11−ヘキサデ
セナール、Z−13−オクタデセナールの群から選
ばれた少なくとも1種である特許請求の範囲第1
項記載のアルデヒド系フエロモン放出制御体。[Scope of Claims] 1. A mixture of an aldehyde pheromone, an antioxidant, a solvent consisting of a non-vaporizable substance, and 2-sodium ethylenediaminetetraacetate is sealed in a plastic container having pheromone permeability. An aldehyde-based pheromone release control substance. 2. Claim 1, wherein the aldehyde pheromone is at least one selected from the group of Z-11-hexadecenal and Z-13-octadecenal.
The aldehyde-based pheromone release control body described in 2.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP3701481A JPS57150603A (en) | 1981-03-13 | 1981-03-13 | Body for controlling release of aldehyde type pheromone |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP3701481A JPS57150603A (en) | 1981-03-13 | 1981-03-13 | Body for controlling release of aldehyde type pheromone |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS57150603A JPS57150603A (en) | 1982-09-17 |
JPH0152361B2 true JPH0152361B2 (en) | 1989-11-08 |
Family
ID=12485813
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP3701481A Granted JPS57150603A (en) | 1981-03-13 | 1981-03-13 | Body for controlling release of aldehyde type pheromone |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS57150603A (en) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62181203A (en) * | 1986-02-05 | 1987-08-08 | Shin Etsu Chem Co Ltd | Simultaneous release controlling of sex pheromone of different insect pest |
EP0938842B1 (en) * | 1998-01-30 | 2003-10-15 | Shin-Etsu Chemical Co., Ltd. | Sustained release pheromone dispenser |
US9713330B1 (en) | 2013-03-15 | 2017-07-25 | Deuteria Agrochemicals, Llc | Deuterium-enriched aldehydes |
JP6670232B2 (en) * | 2013-03-15 | 2020-03-18 | デューテリア アグロケミカルズ, リミテッド ライアビリティー カンパニーDeuteria Agrochemicals, LLC | Deuterium-enriched aldehyde |
-
1981
- 1981-03-13 JP JP3701481A patent/JPS57150603A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS57150603A (en) | 1982-09-17 |
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