JPS5925761B2 - Insect repellent for clothing pests - Google Patents
Insect repellent for clothing pestsInfo
- Publication number
- JPS5925761B2 JPS5925761B2 JP7603582A JP7603582A JPS5925761B2 JP S5925761 B2 JPS5925761 B2 JP S5925761B2 JP 7603582 A JP7603582 A JP 7603582A JP 7603582 A JP7603582 A JP 7603582A JP S5925761 B2 JPS5925761 B2 JP S5925761B2
- Authority
- JP
- Japan
- Prior art keywords
- insect repellent
- naphthalene
- clothing
- caprolactam
- insect
- 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
- 239000000077 insect repellent Substances 0.000 title claims description 38
- 241000607479 Yersinia pestis Species 0.000 title claims description 5
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 26
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 24
- 239000004480 active ingredient Substances 0.000 claims description 9
- 230000000694 effects Effects 0.000 description 7
- 230000006378 damage Effects 0.000 description 6
- 210000002268 wool Anatomy 0.000 description 6
- 230000000749 insecticidal effect Effects 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 230000002195 synergetic effect Effects 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 4
- 241000252233 Cyprinus carpio Species 0.000 description 3
- 241000238631 Hexapoda Species 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- ULDHMXUKGWMISQ-SECBINFHSA-N (-)-carvone Chemical compound CC(=C)[C@@H]1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-SECBINFHSA-N 0.000 description 2
- 241000254173 Coleoptera Species 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- 239000005844 Thymol Substances 0.000 description 2
- ORILYTVJVMAKLC-UHFFFAOYSA-N adamantane Chemical compound C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000000890 drug combination Substances 0.000 description 2
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000000859 sublimation Methods 0.000 description 2
- 230000008022 sublimation Effects 0.000 description 2
- 229960000790 thymol Drugs 0.000 description 2
- RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 description 2
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 1
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 1
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 description 1
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241001341150 Catocala ella Species 0.000 description 1
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 241000723346 Cinnamomum camphora Species 0.000 description 1
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 1
- 239000005770 Eugenol Substances 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 description 1
- 241000130764 Tinea Species 0.000 description 1
- 208000002474 Tinea Diseases 0.000 description 1
- PXAJQJMDEXJWFB-UHFFFAOYSA-N acetone oxime Chemical compound CC(C)=NO PXAJQJMDEXJWFB-UHFFFAOYSA-N 0.000 description 1
- 229940011037 anethole Drugs 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229960000846 camphor Drugs 0.000 description 1
- 229930008380 camphor Natural products 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- ULDHMXUKGWMISQ-UHFFFAOYSA-N carvone Natural products CC(=C)C1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-UHFFFAOYSA-N 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 229940117916 cinnamic aldehyde Drugs 0.000 description 1
- KJPRLNWUNMBNBZ-UHFFFAOYSA-N cinnamic aldehyde Natural products O=CC=CC1=CC=CC=C1 KJPRLNWUNMBNBZ-UHFFFAOYSA-N 0.000 description 1
- 150000001923 cyclic compounds Chemical class 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Chemical group CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 229960002217 eugenol Drugs 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000002075 main ingredient Substances 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 150000004045 organic chlorine compounds Chemical class 0.000 description 1
- RUVINXPYWBROJD-UHFFFAOYSA-N para-methoxyphenyl Natural products COC1=CC=C(C=CC)C=C1 RUVINXPYWBROJD-UHFFFAOYSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
【発明の詳細な説明】
本発明は、衣料害虫用防虫剤に関し、さらに詳しくは、
特に羊毛害虫に対し優れた殺虫相乗効果を有する衣料害
虫用防虫剤に関するものである。[Detailed Description of the Invention] The present invention relates to an insect repellent for clothing pests, and more specifically,
In particular, the present invention relates to an insect repellent for clothing insects that has an excellent insecticidal synergistic effect against wool insects.
従来、衣料の害虫防除剤としてナフタリン、ショウノウ
、バラジクロロベンゼンなどが用いられており、なかで
も殺虫効果が強く安価であるバラジクロロベンゼンが最
も広く大量に使用されている。Conventionally, naphthalene, camphor, baladichlorobenzene, and the like have been used as pest control agents for clothing, and among them, baladichlorobenzene, which has a strong insecticidal effect and is inexpensive, is the most widely used in large quantities.
しかし、バラジクロロベンゼンは有機塩素化合物であり
、その毒性が比較的大きく、生物体内に蓄積されて害を
与えるおそれがあるため、その使用は規制される方向に
あり、すでに繊維加工の防虫処理剤である有機塩素系薬
剤のアルドリン、デルドリンは、その使用が禁止されて
いる。However, Balajichlorobenzene is an organic chlorine compound that is relatively toxic and can accumulate in living organisms and cause harm, so its use is becoming regulated, and it is already used as an insect repellent treatment for textile processing. The use of the organic chlorine drugs aldrin and deldrin is prohibited.
従って、近年バラジクロロベンゼンに代る人体に無害な
防虫剤の開発研究が広く行われ、多くの新しい化合物や
組合せ薬剤などが提案されている。Therefore, in recent years, research and development of insect repellents that are harmless to the human body in place of Balajichlorobenzene have been widely conducted, and many new compounds and drug combinations have been proposed.
例えば、トリイソプロピル−Ｓ −）リオキサン又はト
リ第三ブチル−Ｓ −）リオキサンとリナロール、アネ
トール、メントール、ケイ皮アルデヒド、チモール、オ
イゲノール又はこれらの誘導体との組合わせを有効成分
とした羊毛用防虫剤（特開昭５０−２４４３６号公報）
、エーテル結合を有する炭素数１０個の環式化合物を有
効成分とする防虫剤（特開昭５２−１１０８２３号公報
）、アダマンタン、昇華性炭化水素、及び昇華性又は揮
発性を有する極性化合物を配合して成る昇華性防虫剤（
特開昭５３−１２１９３６号公報）、ナツタ。For example, an insect repellent for wool containing as an active ingredient a combination of triisopropyl-S-)lioxane or tri-tert-butyl-S-)lioxane and linalool, anethole, menthol, cinnamaldehyde, thymol, eugenol, or a derivative thereof. (Unexamined Japanese Patent Publication No. 50-24436)
, an insect repellent containing a cyclic compound having 10 carbon atoms and an ether bond as an active ingredient (Japanese Unexamined Patent Publication No. 110823/1982), adamantane, a sublimable hydrocarbon, and a polar compound having sublimation or volatility. Sublimation insect repellent (
JP-A-53-121936), Natsuta.
リンとチモールとの組合わせを有効成分とする防虫剤（
特開昭５３−１０９９３８号公報）、ナフタリンと２−
インプロビル−５フーメチルフエノールとの組合わせを
有効成分とする衣料用防虫剤（特開昭５４−３２６２０
号公報）、アセトキシムを主成分とする衣料用防虫剤（
特開昭５４−１０１４２５号公報）、α一位に分枝を有
する炭素鎖などの置換基をもった芳香族化合物を活性成
分として含有している防虫剤（特開昭５４−１１０３２
１号公報）、ｌ−カルボンを有効成分とする芳香性防虫
剤（特開昭５５−１９２２９号公報）などが提案されて
いる。Insect repellent containing a combination of phosphorus and thymol as active ingredients (
JP-A-53-109938), naphthalene and 2-
Insect repellent for clothing containing a combination of Improvir-5-fumethylphenol as an active ingredient (Japanese Patent Application Laid-Open No. 54-32620
Publication No.), insect repellent for clothing containing acetoxime as the main ingredient (
JP-A-54-101425), an insect repellent containing as an active ingredient an aromatic compound having a substituent such as a carbon chain having a branch at the α-1 position (JP-A-54-11032)
1), aromatic insect repellents containing l-carvone as an active ingredient (Japanese Unexamined Patent Publication No. 19229/1982), and the like have been proposed.
しかしながら、これらの防虫剤はいずれもバラジクロロ
ベンゼンに比べると高価であるとか、その防虫効果が著
しく劣るとか、あるいは揮発性が大きいため持続性が乏
しいとか、または経時変化が著しいなどの欠点を有し、
実用上十分満足しつるものとはいえない。However, all of these insect repellents have disadvantages, such as being more expensive than Balajichlorobenzene, having significantly lower insect repellent effects, being highly volatile and having poor sustainability, and changing significantly over time. death,
This cannot be said to be sufficiently satisfactory in practical terms.
本発明者らは、このような実情に鑑み、人体に対する毒
性が低く安全で、防虫効果に優れ、かつその効果持続性
の長い実用的衣料用防虫剤を見出すべく、多くの物質に
ついて検討し、特に種々の組合せ薬剤について実験研究
を行なった結果、単独では防虫活性の弱いε−カプロラ
クタムとナフタリンとを組み合わせるとき、予想外の顕
著な相乗的防虫効果が得られることを知り、本発明をな
すに至った。In view of these circumstances, the present inventors investigated many substances in order to find a practical insect repellent for clothing that is safe with low toxicity to the human body, has an excellent insect repellent effect, and has a long-lasting effect. In particular, as a result of conducting experimental research on various drug combinations, we found that when ε-caprolactam, which has weak insect repellent activity when used alone, is combined with naphthalene, an unexpectedly significant synergistic insect repellent effect can be obtained. It's arrived.
すなわち、本発明は、ε−カプロラクタムとナフタリン
の組合せを有効成分として成る衣料害虫用防虫剤を提供
するものである。That is, the present invention provides an insect repellent for clothing insects that contains a combination of ε-caprolactam and naphthalene as active ingredients.
本発明の防虫剤に用いられるε−カプロラクタムは、ナ
イロンの原料として大量に製造され安価に入手しうる物
質である。ε-caprolactam used in the insect repellent of the present invention is a substance that is produced in large quantities and is available at low cost as a raw material for nylon.
また、ε−カプロラクタムは融点７０℃、沸点１３９℃
／１２關Ｈｇの白色結晶状固体で、常温で揮発性を有す
る化合物である。In addition, ε-caprolactam has a melting point of 70°C and a boiling point of 139°C.
/12 Hg white crystalline solid compound that is volatile at room temperature.
この揮発性は、他の相溶しない昇華性物質と組み合わせ
、各種殺虫物質の気化速度を調節して、その殺虫効果の
長期持続性に利用する提案はあるが、ε−カプロラクタ
ムは単独ではほとんど殺虫活性はなく、防虫能を有する
活性成分として用いられることはなかったものである。There have been proposals to utilize this volatility in combination with other incompatible sublimable substances to adjust the vaporization rate of various insecticidal substances and maintain their insecticidal effects over a long period of time, but ε-caprolactam alone is hardly an insecticidal agent. It has no activity and has never been used as an active ingredient with insect repellent ability.
また、本発明の防虫剤に用いられるナフタリンは、従来
衣料用防虫剤として通常単独で使用されている物質であ
り安価であるが、バラジクロロベンゼンより防虫力が劣
り、現在の市場性が低い。Further, naphthalene used in the insect repellent of the present invention is a substance that has been conventionally used alone as an insect repellent for clothing and is inexpensive, but its insect repellent power is inferior to that of Baladichlorobenzene, and its current marketability is low.
。本発明の防虫剤は、このように防虫力が評価されてい
ないε−カプロラクタムと防虫力の弱いナフタリンとを
組み合わせたもので、衣料用防虫剤として用いるとき、
特に羊毛害虫として知られた、例えばイガ、コイガ、ヒ
メマルカツォブシムシ、ヒメカツオブシムシなどに対し
て、それぞれの防虫力からは列置予測され得なかった高
い活性の摂食阻害作用、忌避作用及び殺虫作用を示すこ
とが見い出されたのであって、その優れた防虫活性、特
に食害抑制効果は両成分の顕著な相乗効果によるもので
ある。. The insect repellent of the present invention is a combination of ε-caprolactam, whose insect repellent power has not been evaluated, and naphthalene, which has a weak insect repellent power, and when used as an insect repellent for clothing,
In particular, it has highly active feeding inhibitory, repellent, and insecticidal effects against wool moths known as wool moths, such as bur moths, carp moths, Japanese carp beetles, and Japanese carp beetles. The excellent insect repellent activity, especially the feeding damage inhibiting effect, is due to the remarkable synergistic effect of both components.
本発明において、上記のような優れた防虫相乗効果が得
られる組合せ成分の配合割合はε−カプロラクタム：ナ
フタリンが２：１〜１：９の重量範囲であって、好まし
くは１：１〜１：４の重量範囲である。In the present invention, the blending ratio of the combination components to obtain the excellent insect repellent synergistic effect as described above is in a weight range of ε-caprolactam:naphthalene of 2:1 to 1:9, preferably 1:1 to 1: 4 weight range.
本発明の２成分配合防虫剤は、ε−カプロラクタムを溶
融し、ナフタリンを加えて容易に均一混合物とすること
ができる。The two-component insect repellent of the present invention can be easily made into a homogeneous mixture by melting ε-caprolactam and adding naphthalene.
このようにして溶融均一化された本発明の防虫剤は、ナ
フタリンの刺激臭が顕著に緩和され、衣類のみならず羊
毛じゅうたんの食害防止剤としても極めて好適である。The insect repellent of the present invention, which has been melted and homogenized in this way, has the pungent odor of naphthalene significantly alleviated, and is extremely suitable as an agent for preventing damage not only to clothing but also to wool carpets.
以下、実施例により本発明をさらに詳細に説明する。Hereinafter, the present invention will be explained in more detail with reference to Examples.
実施例
ε−カプロラクタムとナフタリンとを種々の割合で混合
して各種組成の防虫剤を調製し、それぞれの防虫効果を
試験した。Example Insect repellents of various compositions were prepared by mixing ε-caprolactam and naphthalene in various proportions, and the insect repellent effects of each were tested.
比較のために、ε−カプロラクタム、及びナフタリンの
それぞれ単独の場合について同様の試験を行ない、それ
らの結果を下表にまとめて示した。For comparison, similar tests were conducted using ε-caprolactam and naphthalene, and the results are summarized in the table below.
試験は、害虫としてイガ（Ｔｉｎｅａ Ｐｅ１ｌｉｏｎ
ｅｌｌａ）の３５日令幼虫を１０頭単位で用いた。The test was carried out using the burr (Tinea Pelion) as a pest.
10 35-day-old larvae of C. ella) were used.
この１０頭当りの平均体重は３５〜４０■であった。The average weight of these 10 animals was 35-40 cm.
試験方法は、容量５００ｍｌのガラスびんの底に調製し
た防虫剤１００〜を置き、供試イガ虫１０頭と羊毛標準
試験布（２ｃＩＩＬ×２ｃｒＩ′Ｌ）を入れたカゴをび
ん中の空間に一定の高さに固定する。The test method is to place 100~ of the prepared insect repellent at the bottom of a 500 ml glass bottle, and place a basket containing 10 test caterpillars and wool standard test cloth (2cIIL x 2crI'L) in a fixed space in the bottle. fixed at the height of
次いで、びんのふたをして、３０℃の温度及び６５％の
湿度に保たれた恒温便室内に７日間放置したのち、カゴ
を取り出して、死亡頭数と食害量を測定した。Next, the bottle was capped and left in a constant-temperature toilet room maintained at a temperature of 30° C. and a humidity of 65% for 7 days, after which the basket was taken out and the number of dead animals and the amount of feeding damage were measured.
なお、表中の食害率は対照として使用した布の食害量に
対する百分率で示した。Note that the feeding damage rate in the table is expressed as a percentage of the feeding damage amount of the fabric used as a control.
Claims (1)
分として成る衣料害虫用防虫剤。 ２ ε−カプロラクタムとナフタリンとを２＝１〜１：
９の重量範囲で含有して成る特許請求の範囲第１項記載
の防虫剤。[Claims] 1. An insect repellent for clothing pests comprising a combination of ε-caprolactam and naphthalene as active ingredients. 2 ε-caprolactam and naphthalene 2=1-1:
9. The insect repellent according to claim 1, comprising a weight range of 9.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7603582A JPS5925761B2 (en) | 1982-05-06 | 1982-05-06 | Insect repellent for clothing pests |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7603582A JPS5925761B2 (en) | 1982-05-06 | 1982-05-06 | Insect repellent for clothing pests |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58192803A JPS58192803A (en) | 1983-11-10 |
| JPS5925761B2 true JPS5925761B2 (en) | 1984-06-21 |
Family
ID=13593555
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7603582A Expired JPS5925761B2 (en) | 1982-05-06 | 1982-05-06 | Insect repellent for clothing pests |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5925761B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6298005A (en) * | 1985-10-10 | 1987-05-07 | ハイルマイエル ウント ヴアインライン フアブリツク フユ−ル オエル−ハイドラウリツク ゲゼルシヤフト ミツト ベシユレンクテル ハフツンク ウント コンパニ− コマンデイツ | Hydraulic-controller |
-
1982
- 1982-05-06 JP JP7603582A patent/JPS5925761B2/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6298005A (en) * | 1985-10-10 | 1987-05-07 | ハイルマイエル ウント ヴアインライン フアブリツク フユ−ル オエル−ハイドラウリツク ゲゼルシヤフト ミツト ベシユレンクテル ハフツンク ウント コンパニ− コマンデイツ | Hydraulic-controller |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS58192803A (en) | 1983-11-10 |
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