JPH0557965B2 - - Google Patents
Info
- Publication number
- JPH0557965B2 JPH0557965B2 JP59152545A JP15254584A JPH0557965B2 JP H0557965 B2 JPH0557965 B2 JP H0557965B2 JP 59152545 A JP59152545 A JP 59152545A JP 15254584 A JP15254584 A JP 15254584A JP H0557965 B2 JPH0557965 B2 JP H0557965B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- group
- insect repellent
- compounds
- general formula
- 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 - Fee Related
Links
- 150000001875 compounds Chemical class 0.000 claims description 14
- 239000000077 insect repellent Substances 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims description 3
- 239000012964 benzotriazole Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 230000000694 effects Effects 0.000 description 6
- 239000002728 pyrethroid Substances 0.000 description 6
- 239000002184 metal Substances 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 238000005260 corrosion Methods 0.000 description 4
- 230000007797 corrosion Effects 0.000 description 4
- 230000007774 longterm Effects 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229910000881 Cu alloy Inorganic materials 0.000 description 1
- 229920000858 Cyclodextrin Polymers 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
Description
産業上の利用分野
本発明は防虫剤組成物に関し、その目的とする
ところは金属腐蝕を生じることなく且つ長期に亘
つて安定した防虫効果を発揮し得る防虫剤組成物
を提供することにある。
従来の技術
一般式
〔式中R1が
INDUSTRIAL APPLICATION FIELD The present invention relates to an insect repellent composition, and its purpose is to provide an insect repellent composition that does not cause metal corrosion and can exhibit a stable insect repellent effect over a long period of time. Conventional technology General formula [In the formula, R 1 is
【式】基、[Formula] group,
【式】基又は[Formula] Group or
【式】
基を示す場合には、R2は水素原子を示し、R1が
メチル基を示す場合には、R2はメチル基を示
す。〕で表わされる化合物はビレスロイド類に属
し、極めて少量の使用によつて強力な防虫効果が
得られ、また揮散性を有しながらも常温下での蒸
気圧が低い為に長期間の防虫効果を維持しうる等
の数々の特徴を兼ね備えており、更に特異的薬品
臭がなく、実用上無臭状態にて防虫効果を発揮す
るという極めて優れた防虫成分である。これらの
化合物を衣類用防虫剤に利用する場合、防虫効果
の面に於いては上記した数々の利点を発揮しうる
が、一方ではその構造に係る欠点が問題とされて
きた。即ち、上記一般式〔〕で表わされる化合
物は、いずれも酸とアルコールより成るエステル
であり、またその化学的性質に起因して種々の外
的条件、例えば熱、光、湿度、共存する酸性物質
及び塩基性物質、その他により加水分解されて変
性を受け易い。またこれらの化合物は、種々の金
属、特に著しくは銅及び銅合金に対する腐蝕性が
有り、これらの化合物を例えば衣類用収納家具等
に利用した場合、ボタン、フツク、ネクタイピ
ン、カフスボタン、フアスナー、アクセサリー等
の服飾品や、扉、棚をはじめ各種部材の取り付け
金具、ネジ、ピン等の金属を腐蝕し、それらの美
観、機能を損なうばかりでなく、該化合物等の分
解生成物による汚染が重大な問題になる。上記の
如き該化合物の不安定性を改善する方法として従
来は例えばBHT等の酸化防止剤を添加する方法、
サイクロデキストリンにより包接する方法等が行
なわれてきたが、揮散し、被着体に吸着した該ピ
レスロイド化合物に対しては有効ではない。
問題点を解決するための手段
本発明者らは、上記一般式〔〕のピレスロイ
ド化合物を揮散性防虫成分として使用する際に生
じる上記欠点を解消し、金属腐蝕を生じることな
く且つ長期に亘つて安定した防虫効果を発揮し得
る防虫剤組成物を開発すべく鋭意研究を重ねてき
た。その結果、上記一般式〔〕のピレスロイド
化合物と下記一般式〔〕のベンゾトリアゾール
又はその塩とを併用した場合には、該ベンゾトリ
アゾール又はその塩が特異的に該ピレスロイド化
合物の金属腐蝕能を抑制し且つ該ピレスロイド化
合物の安定性を著しく増加させることを見い出し
た。本発明は斯かる知見に基づき完成されたもの
である。
即ち本発明は、一般式
〔式中R1が[Formula] When R 2 represents a group, R 2 represents a hydrogen atom, and when R 1 represents a methyl group, R 2 represents a methyl group. The compound represented by ] belongs to the birethroids, and can have a strong insect repellent effect even when used in extremely small amounts.Although it is volatile, it has a low vapor pressure at room temperature, so it has a long-term insect repellent effect. It is an extremely excellent insect repellent ingredient that has a number of characteristics such as long-term maintenance, has no specific chemical odor, and exhibits insect repellent effects in a practically odorless state. When these compounds are used as insect repellents for clothing, they can exhibit many of the advantages described above in terms of insect repellent effects, but on the other hand, drawbacks related to their structures have been a problem. That is, the compounds represented by the above general formula [] are all esters consisting of an acid and an alcohol, and due to their chemical properties, they are susceptible to various external conditions such as heat, light, humidity, and coexisting acidic substances. It is easily hydrolyzed and denatured by basic substances and other substances. In addition, these compounds are highly corrosive to various metals, particularly copper and copper alloys, and when these compounds are used in clothing storage furniture, etc., they can cause damage to buttons, hooks, tie pins, cufflinks, fasteners, It corrodes the metal fittings, screws, pins, etc. of clothing items such as accessories, doors, shelves, etc., and not only impairs their beauty and function, but also causes serious contamination by the decomposition products of these compounds. It becomes a problem. Conventionally, as a method for improving the instability of the above-mentioned compound, for example, a method of adding an antioxidant such as BHT,
Methods such as inclusion with cyclodextrin have been carried out, but these methods are not effective against the pyrethroid compound that has volatilized and been adsorbed to the adherend. Means for Solving the Problems The present inventors have solved the above-mentioned drawbacks that occur when using the pyrethroid compound of the above general formula [] as a volatile insect repellent component, and have achieved a method that does not cause metal corrosion and can be used for a long period of time. We have been conducting intensive research to develop insect repellent compositions that can exhibit stable insect repellent effects. As a result, when the pyrethroid compound of the above general formula [] and the benzotriazole or its salt of the following general formula [] are used together, the benzotriazole or its salt specifically inhibits the metal corrosion ability of the pyrethroid compound. and significantly increased the stability of the pyrethroid compound. The present invention was completed based on this knowledge. That is, the present invention is based on the general formula [In the formula, R 1 is
【式】基、[Formula] group,
【式】基又は[Formula] Group or
調合された混合防虫剤10ｇを内容積20mlの石英
管に封入し、50℃下にて紫外線（カーボンアーク
灯による）照射100時間を実施し、該ピレスロイ
ド化合物の初期含有率に対する損失率を求めた。
試験１及び試験２の結果を下記表に示す。
結 果
◎：50日以上にて腐蝕認められず
10 g of the prepared mixed insect repellent was sealed in a quartz tube with an internal volume of 20 ml, and irradiated with ultraviolet light (using a carbon arc lamp) for 100 hours at 50°C to determine the loss rate relative to the initial content of the pyrethroid compound. . The results of Test 1 and Test 2 are shown in the table below. Result ◎: No corrosion observed after 50 days
【表】【table】
Claims (1)
メチル基を示す。〕 で表わされる化合物及び一般式 〔式中R3は水素原子、低級アルキル基又はカ
ルボキシル基を示す。〕 で表わされるベンゾトリアゾール又はその塩を配
合したことを特徴とする防虫剤組成物。[Claims] 1. General formula [In the formula, when R 1 represents a [formula] group, [formula] group, or [formula] group, R 2 represents a hydrogen atom, and when R 1 represents a methyl group, R 2 represents a methyl group. shows. ] Compounds and general formulas represented by [In the formula, R 3 represents a hydrogen atom, a lower alkyl group, or a carboxyl group. ] An insect repellent composition comprising a benzotriazole or a salt thereof represented by:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59152545A JPS6130505A (en) | 1984-07-23 | 1984-07-23 | Insect repellent composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59152545A JPS6130505A (en) | 1984-07-23 | 1984-07-23 | Insect repellent composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6130505A JPS6130505A (en) | 1986-02-12 |
| JPH0557965B2 true JPH0557965B2 (en) | 1993-08-25 |
Family
ID=15542799
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59152545A Granted JPS6130505A (en) | 1984-07-23 | 1984-07-23 | Insect repellent composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6130505A (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR900013848A (en) * | 1989-03-22 | 1990-10-22 | 모오리 히데오 | Insect repellent composition |
| DE4009142A1 (en) * | 1989-03-22 | 1990-09-27 | Sumitomo Chemical Co | New insecticidal compsns. - comprising a chrysanthemic acid ester, an odour-preventing cpd. and opt. an azole cpd. to prevent colour change |
| JP4504454B2 (en) * | 2009-03-11 | 2010-07-14 | エステー株式会社 | Insect repellent composition |
-
1984
- 1984-07-23 JP JP59152545A patent/JPS6130505A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6130505A (en) | 1986-02-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |