JP3090533B2 - Insect repellent composition for clothing - Google Patents
Insect repellent composition for clothingInfo
- Publication number
- JP3090533B2 JP3090533B2 JP04097293A JP9729392A JP3090533B2 JP 3090533 B2 JP3090533 B2 JP 3090533B2 JP 04097293 A JP04097293 A JP 04097293A JP 9729392 A JP9729392 A JP 9729392A JP 3090533 B2 JP3090533 B2 JP 3090533B2
- Authority
- JP
- Japan
- Prior art keywords
- insect repellent
- empentrin
- clothing
- composition
- butyl
- 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 - Lifetime
Links
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
【0001】[0001]
【産業上の利用分野】本発明は、衣類用防虫剤等に用い
ることのできる新規な防虫殺虫剤組成物に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a novel insect repellent composition which can be used as an insect repellent for clothing.
【0002】[0002]
【従来の技術】エンペントリンは、無臭の防虫殺虫性化
合物であり、特に揮発性防虫剤として広く使用されてい
る。しかし、この物質は光や高温などの影響を受け、分
解して異臭を生じやすく、使用上問題となっていた。
このエンペントリンの分解を防止する方法として、2,
2'−メチレンビス(4−メチル−6−t−ブチルフェ
ノール)、2−t−ブチル−6−(3−t−ブチル−2
−ヒドロキシ−5−メチルベンジル)−4−メチルフェ
ニルアクリレートまたは2,4−ジ−t−ブチルフェニ
ル−3,5−ジ−t−ブチル−4−ヒドロキシベンゾエ
ートを混合する方法が報告されている(特開平3−72
409号公報)。2. Description of the Related Art Empentrin is an odorless insect repellent compound and is widely used as a volatile insect repellent. However, this substance is susceptible to light, high temperature, and the like, and is easily decomposed to produce an unpleasant odor, which is a problem in use.
As a method for preventing the decomposition of empentrin,
2'-methylenebis (4-methyl-6-t-butylphenol), 2-t-butyl-6- (3-t-butyl-2
(Hydroxy-5-methylbenzyl) -4-methylphenyl acrylate or 2,4-di-t-butylphenyl-3,5-di-t-butyl-4-hydroxybenzoate has been reported to be mixed ( JP-A-3-72
409).
【0003】しかしながら、これらの化合物は全て粉体
であり、粘度の高いエンペントリンと混合するには、エ
ンペントリン自体を加熱した上で長時間撹拌させるか、
または、溶解助剤としてアセトン等の有機溶剤を使用す
る必要があった。さらに、2,2'−メチレンビス(4−
メチル−6−t−ブチルフェノール)は着色性を有する
ため、使用中に白色濾紙含浸体を黄変させるなどの欠点
を有し、2,4−ジ−t−ブチルフェニル−3,5−ジ−
t−ブチル−4−ヒドロキシベンゾエートはエンペント
リンに対する溶解性が低いため有効濃度にすると低温で
析出してしまい、ある一定濃度までしか添加できず、そ
の濃度では分解防止に不十分であるなどの問題点もあっ
た。[0003] However, these compounds are all powders, and to mix with high viscosity empentrin, it is necessary to heat the empentrin itself and then stir it for a long time,
Alternatively, it was necessary to use an organic solvent such as acetone as a dissolution aid. Furthermore, 2,2′-methylenebis (4-
Methyl-6-t-butylphenol) has coloring properties and therefore has a disadvantage such as yellowing of the impregnated white filter paper during use, and has the disadvantage of 2,4-di-t-butylphenyl-3,5-di-
Since t-butyl-4-hydroxybenzoate has low solubility in empentrin, if it is used at an effective concentration, it precipitates at a low temperature, and it can be added only up to a certain concentration, and the concentration is insufficient to prevent decomposition. There was also.
【0004】[0004]
【発明が解決しようとする課題】従って、エンペントリ
ンの分解を抑制し、異臭の発生を防ぐ手段の開発が要望
されていた。Accordingly, there has been a demand for the development of means for suppressing the decomposition of empentrin and preventing the generation of off-flavors.
【0005】[0005]
【課題を解決するための手段】本発明者らは上記実情に
鑑み、鋭意研究を行った結果、n−オクタデシル−3−
(3,5−ジ−t−ブチル−4−ヒドロキシフェニル)
プロピオネートはエンペントリンの分解を有効に防ぎ、
容易にエンペントリンと混合することができ、しかも変
色や析出等の問題が生じないことを見出し、本発明を完
成した。Means for Solving the Problems In view of the above circumstances, the present inventors have conducted intensive studies and as a result, have found that n-octadecyl-3-.
(3,5-di-t-butyl-4-hydroxyphenyl)
Propionate effectively prevents the degradation of empentrin,
The present inventors have found that they can be easily mixed with empentrin and do not cause problems such as discoloration and precipitation, and have completed the present invention.
【0006】すなわち、本発明は、エンペントリンと、
n−オクタデシル−3−(3,5−ジ−t−ブチル−4
−ヒドロキシフェニル)プロピオネートとを含有し、そ
れらの混合割合が重量比で1:1〜100:1である衣
類用防虫殺虫剤組成物を提供するものである。That is, the present invention relates to an empentrin,
n-octadecyl-3- (3,5-di-t-butyl-4
- containing a hydroxyphenyl) propionate, their
Clothing whose mixing ratio is 1: 1 to 100: 1 by weight
An insect repellent and insecticidal composition of the same kind is provided.
【0007】本発明組成物の有効防虫殺虫成分であるエ
ンペントリンは、前記のようにすでに公知の化合物であ
り、公知の方法により合成するか、あるいは市販のもの
を用いればよい。また、エンペントリンには種々の光学
活性体や幾何異性体が存在することが知られているが、
殺虫効果を有するもであればそのいずれを利用してもよ
い。Empentrin, which is an effective insect repellent component of the composition of the present invention, is a known compound as described above, and may be synthesized by a known method or a commercially available product may be used. Also, it is known that various optically active substances and geometric isomers exist in empentrin,
Any of them having an insecticidal effect may be used.
【0008】一方、本発明組成物の酸化防止成分である
n−オクタデシル−3−(3,5−ジ−t−ブチル−4
−ヒドロキシフェニル)プロピオネートは、市販のもの
を用いることができる。On the other hand, n-octadecyl-3- (3,5-di-t-butyl-4) which is an antioxidant component of the composition of the present invention.
As (-hydroxyphenyl) propionate, a commercially available product can be used.
【0009】本発明の衣類用防虫殺虫剤組成物を調製す
るには、エンペントリンとn−オクタデシル−3−
(3,5−ジ−t−ブチル−4−ヒドロキシフェニル)
プロピオネートを常法に従って混合し、攪拌すればよ
い。また必要に応じて、混合に際してアセトン等の溶剤
を用いてもよく、あるいは、どちらか一方または双方を
加熱するなどの操作を行っても差しつかえない。In order to prepare the insect repellent composition for clothing of the present invention, empentrin and n-octadecyl-3-amine are used.
(3,5-di-t-butyl-4-hydroxyphenyl)
Propionate may be mixed and stirred in a conventional manner. If necessary, a solvent such as acetone may be used at the time of mixing, or an operation such as heating one or both of them may be performed.
【0010】本発明の衣類用防虫殺虫剤組成物の調製に
当たってのn−オクタデシル−3−(3,5−ジ−t−
ブチル−4−ヒドロキシフェニル)プロピオネートとエ
ンペントリンとの混合割合は、通常、重量比で1:1〜
1:100であり、好ましくは1:10〜1:50程度
である。In preparing the insect repellent insecticide composition for clothing of the present invention, n-octadecyl-3- (3,5-di-t-) is used.
The mixing ratio of (butyl-4-hydroxyphenyl) propionate and empentrin is usually 1: 1 to 1 by weight.
1: 100, preferably 1:10 to 1: about 50.
【0011】本発明組成物は、上記のようにして混合し
たものをそのまま衣類用防虫殺虫剤として用いても良い
が、必要に応じて更に他の任意成分を配合することもで
きる。任意成分の例としては、金属不活性剤、効力増強
剤、香料、殺菌剤、防カビ剤等が挙げられる。The composition of the present invention may be used as it is as the insecticide for clothing as it is mixed as described above, but may further contain other optional components as needed. Examples of optional components include metal deactivators, potency enhancers, fragrances, fungicides, fungicides, and the like.
【0012】また、本発明組成物は公知の種々の態様で
使用することが可能である。例えば、本発明組成物は常
温で液状であるが、これをそのまま防虫剤として用いて
もよく、また、必要に応じて適当な溶媒、例えばトルエ
ン、アセトン等の液体溶媒と混合後、紙、不織布、木
片、シリカゲル、プラスチック等の担体に含浸させて用
いてもよい。更に、適当な担体、例えば炭酸カルシウ
ム、タルク等の固形化担体と混合し、成型して固形剤と
して用いてもよい。The composition of the present invention can be used in various known modes. For example, the composition of the present invention is liquid at room temperature, but it may be used as an insect repellent as it is, or, if necessary, mixed with a suitable solvent such as toluene or acetone, and then mixed with paper, non-woven fabric. , Wood chips, silica gel, plastics and other carriers. Further, it may be mixed with an appropriate carrier, for example, a solidified carrier such as calcium carbonate or talc, molded and used as a solid agent.
【0013】[0013]
【実施例】次に、実施例を挙げ、本発明を更に詳しく説
明するが、本発明はこれら実施例になんら制約されるも
のでない。Next, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples.
【0014】実 施 例 1衣類用 防虫剤組成物の調製: エンペントリン9.5kgに、60℃で加熱溶融したn
−オクタデシル−3−(3,5−ジ−t−ブチル−4−
ヒドロキシフェニル)プロピオネート0.5kgを加
え、撹拌混合することにより衣類用防虫剤組成物を得
た。なお、この製造工程において有機溶媒は不要であっ
た。Example 1 Preparation of an insect repellent composition for clothing : n melted in 9.5 kg of empentrin at 60 ° C.
-Octadecyl-3- (3,5-di-t-butyl-4-
0.5 kg of (hydroxyphenyl) propionate was added thereto, followed by stirring and mixing to obtain an insect repellent composition for clothing . Note that an organic solvent was not required in this production process.
【0015】比 較 例 1 比較防虫剤組成物の調製(1): 2,2'−メチレンビス(4−メチル−6−t−ブチルフ
ェノール)0.5gをエンペントリン9.5gに加え、撹
拌混合し比較防虫剤組成物1を得た。Comparative Example 1 Preparation of Comparative Insect Repellent Composition (1): 0.5 g of 2,2′-methylenebis (4-methyl-6-t-butylphenol) was added to 9.5 g of empentrin, mixed with stirring and compared. Insect repellent composition 1 was obtained.
【0016】比 較 例 2 比較防虫剤組成物の調製(2): 2,4−ジ−t−ブチルフェニル−3,5−ジ−t−ブチ
ル−4−ヒドロキシベンゾエート0.5gをエンペント
リン9.5gに加え、60分間撹拌混合したが均一にな
らなかったため、60℃に加熱して撹拌し比較防虫剤組
成物2を得た。Comparative Example 2 Preparation of comparative insect repellent composition (2): 0.5 g of 2,4-di-t-butylphenyl-3,5-di-t-butyl-4-hydroxybenzoate in empentrin 9. In addition to 5 g, the mixture was stirred and mixed for 60 minutes, but the mixture was not uniform. Therefore, the mixture was heated to 60 ° C. and stirred to obtain a comparative insect repellent composition 2.
【0017】実 施 例 2 臭気度合い、変色度合い、析出状況の確認: 実施例1、比較例1および2で得た防虫剤組成物を5℃
に冷却し、添加した酸化防止成分の析出の有無を確認し
た。また組成物を70cm2の白色パルプ濾紙に1g含
浸させて、室温で蛍光灯下に1ヵ月間放置し、臭気度合
い、変色度合いを観察した。臭気度合および変色度合
は、5名の官能試験により下記表1の基準にもとづいて
判定、評価し、平均を算出、四捨五入した。この結果を
表2に示す。Example 2 Confirmation of the degree of odor, the degree of discoloration, and the state of precipitation: The insect repellent compositions obtained in Example 1, Comparative Examples 1 and 2 were heated at 5 ° C.
And the presence or absence of precipitation of the added antioxidant component was confirmed. In addition, 1 g of the composition was impregnated into 70 cm 2 white pulp filter paper, left for one month under a fluorescent lamp at room temperature, and the degree of odor and the degree of discoloration were observed. The degree of odor and the degree of discoloration were determined and evaluated by a sensory test of five persons based on the criteria shown in Table 1 below, and the average was calculated and rounded. This result
It is shown in Table 2 .
【0018】判定基準Judgment criteria
【表1】 [Table 1]
【0019】結 果[0019] Results
【表2】 [Table 2]
【0020】これらの結果から、エンペントリンとn−
オクタデシル−3−(3,5−ジ−t−ブチル−4−ヒ
ドロキシフェニル)プロピオネートを組合せた本発明組
成物はエンペントリンの臭気発生を有効に抑制するとと
もに、変色や低温での析出もないことが明らかとなっ
た。From these results, it was found that empentrin and n-
The composition of the present invention, in which octadecyl-3- (3,5-di-t-butyl-4-hydroxyphenyl) propionate is combined, effectively suppresses the odor generation of empentrin, and is free from discoloration and precipitation at low temperatures. It became clear.
【0021】[0021]
【発明の効果】本発明組成物は、光などの影響を受けに
くく、エンペントリンの分解による異臭の発生がないた
め、長期間にわたって使用しても衣類に防虫剤臭が付着
することがない。また、n−オクタデシル−3−(3,
5−ジ−t−ブチル−4−ヒドロキシフェニル)プロピ
オネートは、融点も低く、エンペントリンに対する溶解
度も比較的高い為、アセトン等の溶剤を用いなくとも溶
融混合を容易に行うことができ、低温時の析出も見られ
ない。さらに、無着色性の為、含浸体を着色させること
もない。従って、本発明組成物は防虫剤等の目的で有効
に利用出来るものである。The composition of the present invention is hardly affected by light and the like, and does not generate an unpleasant odor due to the decomposition of empentrin. Therefore, even when used for a long period, the insect repellent odor does not adhere to clothing. Further, n-octadecyl-3- (3,
5-Di-t-butyl-4-hydroxyphenyl) propionate has a low melting point and a relatively high solubility in empentrin, so that it can be easily melt-mixed without using a solvent such as acetone, No precipitation is seen. Furthermore, since it is non-colored, the impregnated body is not colored. Therefore, the composition of the present invention can be effectively used for purposes such as insect repellents.
───────────────────────────────────────────────────── フロントページの続き (58)調査した分野(Int.Cl.7,DB名) A01N 53/00 A01N 37/38 A01N 25/22 ──────────────────────────────────────────────────続 き Continued on front page (58) Field surveyed (Int.Cl. 7 , DB name) A01N 53/00 A01N 37/38 A01N 25/22
Claims (1)
−(3,5−ジ−t−ブチル−4−ヒドロキシフェニ
ル)プロピオネートとを含有し、それらの混合割合が重
量比で1:1〜100:1である衣類用防虫殺虫剤組成
物。1. An empentrin and n-octadecyl-3
-(3,5-di-t-butyl-4-hydroxyphenyl) propionate, and their mixing ratio is heavy.
Insect repellent insecticide composition for clothing having a weight ratio of 1: 1 to 100: 1
Thing .
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP04097293A JP3090533B2 (en) | 1992-03-25 | 1992-03-25 | Insect repellent composition for clothing |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP04097293A JP3090533B2 (en) | 1992-03-25 | 1992-03-25 | Insect repellent composition for clothing |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH05271017A JPH05271017A (en) | 1993-10-19 |
JP3090533B2 true JP3090533B2 (en) | 2000-09-25 |
Family
ID=14188458
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP04097293A Expired - Lifetime JP3090533B2 (en) | 1992-03-25 | 1992-03-25 | Insect repellent composition for clothing |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP3090533B2 (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4504454B2 (en) * | 2009-03-11 | 2010-07-14 | エステー株式会社 | Insect repellent composition |
-
1992
- 1992-03-25 JP JP04097293A patent/JP3090533B2/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
JPH05271017A (en) | 1993-10-19 |
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