JPH0592905A - Repellent for biting/stinging pest - Google Patents

Repellent for biting/stinging pest

Info

Publication number
JPH0592905A
JPH0592905A JP8939091A JP8939091A JPH0592905A JP H0592905 A JPH0592905 A JP H0592905A JP 8939091 A JP8939091 A JP 8939091A JP 8939091 A JP8939091 A JP 8939091A JP H0592905 A JPH0592905 A JP H0592905A
Authority
JP
Japan
Prior art keywords
repellent
deet
alcohol
acid
ester oil
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.)
Granted
Application number
JP8939091A
Other languages
Japanese (ja)
Other versions
JP3405736B2 (en
Inventor
Katsumi Omae
勝己 大前
Kenzo Ito
建三 伊藤
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shiseido Co Ltd
Original Assignee
Shiseido Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Shiseido Co Ltd filed Critical Shiseido Co Ltd
Priority to JP08939091A priority Critical patent/JP3405736B2/en
Publication of JPH0592905A publication Critical patent/JPH0592905A/en
Application granted granted Critical
Publication of JP3405736B2 publication Critical patent/JP3405736B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Abstract

PURPOSE:To obtain the title repellent enhanced in its preservability on the pests' skin leading to sustained repelling effect, also high in color and odor stability with time, by incorporating N,N-diethyl-m-toluamide with an ester oil from a saturated fatty acid and alcohol. CONSTITUTION:The objective repellent can be obtained by incorporating (A) N,N-diethyl-m-toluamide (abbreviated as DEET) excellent in repelling effect, nonirritant to the skin, free from offensive odor, thus widely used as a repelling ingredient for sucking insects such as mosquitoes, lice, fleas and mite, with (B) pref. 0.01-10 (esp. 0.05-5) pts.wt. per pt.wt. of DEET of an ester oil from a saturated fatty acid and alcohol (pref. from tri-2-ethylhexanoic acid and glycerin, tetra-2-ethylhexanoic acid and pentaerythritol, or myristic acid and isopropyl alcohol).

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【産業上の利用分野】本発明は刺咬性害虫忌避剤に関
し、さらに詳しくは忌避成分であるN,N−ジエチル−
m−トルアミド(以下、DEETと称する。)の効果を
持続させた刺咬性害虫忌避剤に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a repellent for biting pests, and more specifically, N, N-diethyl-
The present invention relates to a biting pest repellent that maintains the effect of m-toluamide (hereinafter referred to as DEET).

【0002】[0002]

【従来の技術】刺咬性昆虫、特にカ,シラミ,ノミ,ダ
ニ等の吸血性昆虫の忌避成分として、古くはジメチルフ
タレ―ト,2―エチル−1,3−ヘキサンジオ―ル等が
知られており、近年では2,3,4,5−ビス(△2
ブチレン)テトラヒドロフルフラ―ル,DEETなどが
知られている。これらの忌避成分はアルコ−ル溶液とし
てスプレ―やエアゾ―ルに、あるいはクリ―ム,リニメ
ントの形で実用に供されている。特にDEETは忌避効
果に優れていると共に、皮膚に刺激を与えず、また不快
臭も無いことから忌避成分として広く用いられている。
2. Description of the Related Art Dimethyl phthalate, 2-ethyl-1,3-hexanediol and the like have long been known as repellent components for biting insects, especially blood-sucking insects such as mosquitoes, lice, fleas and mites. In recent years, 2,3,4,5-bis (△ 2-
Butylene) tetrahydrofurfural, DEET and the like are known. These repellent components are put to practical use as spray solutions or aerosols in the form of alcohol, or in the form of cream or liniment. In particular, DEET is widely used as a repellent component because it has an excellent repellent effect, does not irritate the skin, and has no unpleasant odor.

【0003】[0003]

【発明が解決しようとする課題】しかしながら、忌避成
分を皮膚に塗布した場合、皮膚表面からの揮散,経皮吸
収,皮膚の発汗による流れだし、衣服による摩擦などに
より、皮膚表面から忌避成分が失われやすいため、長時
間にわたり忌避効果を持続させることは難しい。特に液
剤は基剤にアルコ−ルを用いることが多く、アルコ−ル
はすみやかに揮散するので、忌避効果の持続は短い。忌
避効果の持続性の技術は粉末添加による方法(特開昭5
9−199602号公報)が知られているが、粉末剤は
皮膚を白く汚し、液剤は用時振盪を要し、あるいはスプ
レ―剤はノズルに目詰まりを生じて好ましくない。ま
た、忌避効果の持続性の技術として、ヒマシ油をDEE
Tと配合した組成物(特開平1−172303号公報)
が知られているが、この液剤は、経時的に透明から褐色
に変色し、また匂いも良好なものではなく、経時的に劣
化するため、外用の製剤としては満足できるものではな
かった。
However, when the repellent component is applied to the skin, the repellent component is lost from the skin surface due to volatilization from the skin surface, percutaneous absorption, flow of skin perspiration, friction from clothes, etc. It is difficult to maintain the repellent effect for a long time because it is easy to get rid of. In particular, liquid agents often use alcohol as a base, and the alcohol volatilizes quickly, so the repellent effect is short-lived. A technique for sustaining the repellent effect is a method by powder addition (Japanese Patent Laid-Open No. Sho 5
No. 9-199602) is known, but the powder agent is not preferable because it stains the skin white, the liquid agent requires shaking before use, and the spray agent causes clogging of the nozzle. In addition, castor oil was added to DEE as a technique for sustaining the repellent effect.
Composition blended with T (JP-A-1-172303)
However, this liquid agent is not satisfactory as a preparation for external use because it changes from transparent to brown with time and its odor is not good and it deteriorates with time.

【0004】[0004]

【課題を解決するための手段】本発明者らは、上記の問
題点を解決すべく鋭意研究の結果、DEETと、飽和脂
肪酸とアルコ−ルとのエステル油を共存させた液剤は、
DEETの皮膚表面での保持性が高まり、その結果、忌
避効果が長く持続し、経時での色安定性および匂い安定
性も高いことを見い出し、本発明を完成した。即ち本発
明は、DEETと、飽和脂肪酸とアルコ−ルとのエステ
ル油を配合したことを特徴とする刺咬性害虫忌避剤であ
る。
Means for Solving the Problems As a result of intensive studies to solve the above problems, the present inventors have found that a liquid agent in which DEET and an ester oil of a saturated fatty acid and an alcohol coexist is
The inventors have found that the retention of DEET on the skin surface is enhanced, and as a result, the repellent effect is long-lasting and the color stability and odor stability with time are also high, and the present invention was completed. That is, the present invention is a biting pest repellent characterized by blending DEET with ester oil of saturated fatty acid and alcohol.

【0005】本発明に用いられるエステル油は、ジ−2
―ヘプチルウンデカン酸グリセリン,トリ−2―ヘプチ
ルウンデカン酸グリセリン,トリ−2―エチルヘキサン
酸グリセリン,トリ−イソステアリン酸グリセリン等の
グリセリンエステル類、ジイソステアリン酸ジグリセリ
ン等のジグリセリンエステル類、ジ−2―エチルヘキサ
ン酸エチレングリコ−ル,ジカプリン酸ネオペンチルグ
リコ−ル,ジステアリン酸エチレングリコ−ル等のグリ
コ−ルエステル類、トリ−2―エチルヘキサン酸トリメ
チロ―ルプロパン,トリイソステアリン酸トリメチロ―
ルプロパン等のトリメチロ―ルプロパンエステル類、テ
トラ−2―エチルヘキサン酸ペンタエリスリト―ル等の
ペンタエリスリト―ルエステル類、ミリスチン酸イソプ
ロピル,ミリスチン酸2―ヘキシルデシル,リンゴ酸ジ
イソステアリル,2―エチルヘキサン酸セチル,パルミ
チン酸2―エチルヘキシル,パルミチン酸−2―ヘキシ
ルデシル,ミリスチン酸ミリスチル,アジピン酸ジイソ
ブチル,アジピン酸ジ−2―ヘプチルウンデシル,アジ
ピン酸ジ−2―ヘキシルデシル等の1価アルコ−ルとの
エステル類、等が挙げられる。これらは1種または2種
以上を組み合わせて用いることができる。これらのエス
テル油のうち特に好ましいのは、トリ−2―エチルヘキ
サン酸グリセリン、テトラ−2―エチルヘキサン酸ペン
タエリスリト―ル、ミリスチン酸イソプロピルである。
The ester oil used in the present invention is di-2.
-Glycerin heptylundecanoate, tri-2-glycerin heptylundecanoate, glycerin tri-2-ethylhexanoate, glyceryl tri-isostearate, glycerin esters such as diglycerin diisostearate, di-2- Ethyl hexanoic acid ethylene glycol, dicapric acid neopentyl glycol, distearic acid ethylene glycol and other glycol esters, tri-2-ethylhexanoic acid trimethylolpropane, triisostearic acid trimethylol-
Trimethylolpropane esters such as propane, pentaerythritol esters such as tetra-2-ethylhexanoic acid pentaerythritol, isopropyl myristate, 2-hexyldecyl myristate, diisostearyl malate, 2- Monovalent alcohols such as cetyl ethylhexanoate, 2-ethylhexyl palmitate, 2-hexyldecyl palmitate, myristyl myristate, diisobutyl adipate, di-2-heptylundecyl adipate, di-2-hexyldecyl adipate, etc. -Esters with carboxylic acid, and the like. These can be used alone or in combination of two or more. Of these ester oils, glycerin tri-2-ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, and isopropyl myristate are particularly preferable.

【0006】本発明において、エステル油は、DEET
1重量部に対して0.01〜10重量部、好ましくは、
0.05〜5重量部配合する。0.01重量部未満で
は、DEETの忌避効果の持続性について満足する結果
が得られず、10重量部を超えるとべたつきが生じ、満
足な使用性を得ることができない。
In the present invention, ester oil is DEET.
0.01 to 10 parts by weight, preferably 1 part by weight,
Add from 0.05 to 5 parts by weight. If it is less than 0.01 part by weight, satisfactory results cannot be obtained for the durability of the DEET repellent effect, and if it exceeds 10 parts by weight, stickiness occurs and satisfactory usability cannot be obtained.

【0007】本発明においては、必要に応じて、2,
3,4,5−ビス(△2−ブチレン)テトラヒドロフル
フラ―ル,ジメチルフタレ―ト,2―エチル−1,3−
ヘキサンジオ―ルなどの害虫忌避剤をDEETと併用す
ることもできる。また、この他、乳化剤、効力増強剤、
展着剤、安定剤、香料なども適宜配合することができ
る。本発明の製剤は液剤、リニメント剤、エアゾ―ル
剤、非エアゾ―ル型スプレ―剤として使用することがで
きる。
In the present invention, if necessary,
3,4,5-bis (△ 2 - butylene) tetrahydrofurfuryl hula - le, Jimechirufutare - DOO, 2-ethyl-1,3
Pest repellents such as hexanediol can also be used in combination with DEET. In addition, emulsifier, efficacy enhancer,
Spreading agents, stabilizers, fragrances and the like can also be added as appropriate. The preparation of the present invention can be used as a liquid agent, a liniment agent, an aerosol agent, and a non-azoe type spray agent.

【0008】本発明の製剤は、例えば次のようにして製
造することができる。即ち、DEETにエステル油を加
え、有機溶媒に溶解して溶液とするか、その後さらに常
法により乳化液とする。これを塗布栓付の容器に充填し
て液剤とするか、リニメント容器に充填してリニメント
剤とする。また、これを非エアゾ―ル型スプレ―容器に
充填してスプレ―剤とするか、液化ガスとともにエアゾ
―ル容器に充填してエアゾ―ル剤とする。前記有機溶媒
として、アルコ−ル類(メチルアルコ−ル,エチルアル
コ−ル,イソプロピルアルコ−ル,エチレングリコ−
ル,プロピレングリコ−ル等)、ケトン類(ジイソブチ
ルケトン,2―オクタノン等)、エ―テル剤(テトラヒ
ドロフラン,メチルセルソルブ,ジプロピレングリコ−
ルエチルエ―テル等)、炭化水素(ケロシン,ソルベン
トナフサ,テレピン油等)を用いることができる。この
うち、アルコ−ル類、特にエチルアルコ−ルの使用が最
も望ましい。前記液化ガスとして、クロロフルオロカ―
ボン(フロン11,フロン12,フロンF−22等)、
液化石油ガス、ジメチルエ―テル等を用いることができ
る。
The formulation of the present invention can be produced, for example, as follows. That is, ester oil is added to DEET and dissolved in an organic solvent to prepare a solution, or thereafter an emulsion is prepared by a conventional method. This is filled in a container with a coating stopper to prepare a liquid agent, or in a liniment container to prepare a liniment agent. In addition, this is filled in a non-azoe type spray container to prepare a spray agent, or in an aerosol container together with a liquefied gas to prepare an aerosol agent. As the organic solvent, alcohols (methyl alcohol, ethyl alcohol, isopropyl alcohol, ethylene glycol
, Propylene glycol, etc.), ketones (diisobutyl ketone, 2-octanone, etc.), ether agents (tetrahydrofuran, methyl cellosolve, dipropylene glycol)
Ruethyl ether, etc.) and hydrocarbons (kerosene, solvent naphtha, turpentine oil, etc.) can be used. Of these, the use of alcohols, especially ethyl alcohol, is most desirable. As the liquefied gas, chlorofluorocarbon
Bonn (CFC 11, CFC 12, CFC F-22, etc.),
Liquefied petroleum gas, dimethyl ether and the like can be used.

【0009】[0009]

【実施例】以下、実施例および試験例を挙げて本発明を
具体的に説明する。 実施例1〜3、比較例1 次の表1に示すような配合剤および配合量で刺咬性害虫
忌避剤を製造した。
EXAMPLES The present invention will be specifically described below with reference to examples and test examples. Examples 1 to 3 and Comparative Example 1 A biting pest repellent was prepared with the compounding ingredients and the compounding amounts as shown in Table 1 below.

【0010】[0010]

【表1】 ──────────────────────────────────── 比較例 実施例 ─────── ─────────── 1 2 1 2 3 4 ──────────────────────────────────── エタノ―ル 54 48 53.7 48 24 48 DEET 6 6 6 6 6 6 テトラ−2―エチルヘキサ − − 0.3 6 30 − ン酸ペンタエリスリト―ル トリ−2−エチル − − − − − 6 ヘキサン酸グリセリン ヒマシ油 − 6 − − − − フロン12 40 40 40 40 40 40 ────────────────────────────────────[Table 1] ──────────────────────────────────── Comparative Examples Examples ────── ──────────── 1 2 1 2 3 4 ──────────────────────────────── --Ethanol 54 48 53.7 48 24 48 DEET 6 6 6 6 6 6 Tetra-2-ethylhexa --- 0.36 30-pentaerythritol tri-2-ethyl ------ 6 Hexane Acid glycerin Castor oil-6 ----- Freon 12 40 40 40 40 40 40 ───────────────────────────────── ────

【0011】試験例 (1)上記各サンプルを上腕部に3g塗布し、各時間経
過後の皮膚上に残っているDEET量を定量した。その
結果を図1に示す。図中、Aは比較例1、Bは実施例
1、Cは実施例2、Dは実施例3の場合である。また、
図1では、10分後の定量値を100とし、各時間経過
後の定量値を相対評価した。図から本発明による忌避剤
の忌避効果はエステル油を含まない比較例と比べて持続
性に優れること、およびエステル油含量の多い方が持続
性に優れることがわかる。 (2)また、実際に蚊を用い、忌避効果の持続時間を以
下の方法で評価した。 試験方法 健康な成人5人を1群とし、各試料にそれぞれ1群をあ
てた。各群の被験者の前腕部12cm×5cmにそれぞ
れDEET塗布量が250μg/cm2となるよう、そ
れぞれ該当する試料を均一に塗布し、吸血能力を有する
ヒトスジシマカ(雌)100匹を予め放った金網ケ―ジ
(30cm×30cm×30cm)内に差し入れて忌避
時間を測定した。忌避時間は、DEET塗布面を2時間
毎に金網ケ―ジ内で3分間露出させ、カが吸血を開始す
るまでに要した時間とした。その結果を次表に示す。
Test Example (1) 3 g of each of the above samples was applied to the upper arm, and the amount of DEET remaining on the skin after each lapse of time was quantified. The result is shown in FIG. In the figure, A is a comparative example 1, B is an example 1, C is an example 2, and D is an example 3. Also,
In FIG. 1, the quantitative value after 10 minutes was set to 100, and the quantitative value after each time elapsed was relatively evaluated. From the figure, it can be seen that the repellent effect of the present invention is more durable than the comparative example containing no ester oil, and that the higher the ester oil content is, the more excellent the durability is. (2) In addition, the duration of the repellent effect was evaluated by the following method using mosquitoes. Test method Five healthy adults were set as one group, and one group was applied to each sample. The subjects of each group were evenly coated with the corresponding samples so that the amount of DEET applied was 250 μg / cm 2 on the forearm 12 cm × 5 cm, and 100 wire-feeding Aedes albopictus (female) humans having a blood-sucking ability were released beforehand. -A repellent time was measured by inserting it into a sheet (30 cm x 30 cm x 30 cm). The repelling time was the time required for the mosquito to start sucking blood by exposing the DEET-coated surface every 2 hours in a wire mesh cage for 3 minutes. The results are shown in the table below.

【0012】[0012]

【表2】 ────────────────────────────────── DEET/ 忌避時間 使用感 安定性 匂い エステル油 ────────────────────────────────── 比較例1 − 8 ― 〇 〇 比較例2 1/1 16 きわめて良好 × × 実施例1 1/0.05 14 きわめて良好 〇 〇 実施例2 1/1 16 きわめて良好 〇 〇 実施例3 1/5 20 良好 〇 〇 実施例4 1/1 16 きわめて良好 〇 〇 ──────────────────────────────────[Table 2] ────────────────────────────────── DEET / Evasion time Stability Feeling Smell Ester oil ─ ───────────────────────────────── Comparative Example 1-8 ― 〇 〇 Comparative Example 2 1/1 16 Very good × × Example 1 1 / 0.05 14 Very good ○ ○ Example 2 1/1 16 Very good ○ ○ Example 3 1/5 20 Good ○ ○ Example 4 1/1 16 Very good ○ ○ ────── ─────────────────────────────

【0013】なお表中の安定性の評価は次のようにして
行った。各試料を0℃、50℃の恒温槽に1ヶ月放置
後、0℃放置品に対して50℃放置品をその外観の色に
ついて評価した。なお、評価の基準は以下のとおりであ
る。 〇:0℃に対して変色せず。 ×:0℃に対して変色。 また、使用感の評価および匂いの評価は官能によって行
った。このうち使用感は主にべたつきの有無に対する評
価である。匂いについては、上記放置品において、0℃
放置品に対して50℃放置品を評価した。なお評価の基
準は以下のとおりである。 〇:0℃に対して変臭せず。 ×:0℃に対して変臭。
The stability in the table was evaluated as follows. Each sample was allowed to stand in a constant temperature bath at 0 ° C. and 50 ° C. for 1 month, and then the product left at 50 ° C. was evaluated for the color of its appearance. The evaluation criteria are as follows. ◯: No discoloration at 0 ° C. X: Discolored at 0 ° C. The feeling of use and the smell were evaluated by sensory evaluation. Among these, the feeling of use is mainly evaluated by the presence or absence of stickiness. Regarding the odor, 0 ° C
The 50 ° C standing product was evaluated with respect to the standing product. The evaluation criteria are as follows. ◯: No odor at 0 ° C. X: Smelling at 0 ° C.

【0014】[0014]

【発明の効果】以上説明したように、本発明によれば、
忌避効果が長く持続し、かつ経時的に安定な刺咬性害虫
忌避剤の提供が可能となる。
As described above, according to the present invention,
It is possible to provide a repellent for biting pests, which has a long-lasting repellent effect and is stable over time.

【図面の簡単な説明】[Brief description of drawings]

【図1】本発明による忌避剤を皮膚に塗布した時の経過
時間と残留DEET量との関係を示す特性図である。
FIG. 1 is a characteristic diagram showing the relationship between the elapsed time and the amount of residual DEET when the repellent according to the present invention is applied to the skin.

Claims (1)

【特許請求の範囲】[Claims] 【請求項1】 N,N−ジエチル−m−トルアミドと、
飽和脂肪酸とアルコ−ルとのエステル油を配合したこと
を特徴とする刺咬性害虫忌避剤。
1. N, N-diethyl-m-toluamide,
A biting pest repellent comprising an ester oil of saturated fatty acid and alcohol.
JP08939091A 1991-03-29 1991-03-29 Biting pest repellent Expired - Fee Related JP3405736B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP08939091A JP3405736B2 (en) 1991-03-29 1991-03-29 Biting pest repellent

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP08939091A JP3405736B2 (en) 1991-03-29 1991-03-29 Biting pest repellent

Publications (2)

Publication Number Publication Date
JPH0592905A true JPH0592905A (en) 1993-04-16
JP3405736B2 JP3405736B2 (en) 2003-05-12

Family

ID=13969336

Family Applications (1)

Application Number Title Priority Date Filing Date
JP08939091A Expired - Fee Related JP3405736B2 (en) 1991-03-29 1991-03-29 Biting pest repellent

Country Status (1)

Country Link
JP (1) JP3405736B2 (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998053683A1 (en) * 1997-05-27 1998-12-03 Karl Engelhard Fabrik Pharm. Präparate Gmbh & Co. Kg Insect repellent
EP0962135A1 (en) * 1998-06-03 1999-12-08 Johnson & Johnson Consumer Companies, Inc. Insect repellant compositions
JP2007051097A (en) * 2005-08-18 2007-03-01 Fumakilla Ltd Pest repellent for human body
EP1423086B1 (en) * 2001-08-29 2007-08-08 Beiersdorf AG Stabilisation of cosmetic or dermatological preparations containing repellent active ingredients
WO2020067086A1 (en) * 2018-09-28 2020-04-02 花王株式会社 Pest repellent agent
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WO1998053683A1 (en) * 1997-05-27 1998-12-03 Karl Engelhard Fabrik Pharm. Präparate Gmbh & Co. Kg Insect repellent
EP0962135A1 (en) * 1998-06-03 1999-12-08 Johnson & Johnson Consumer Companies, Inc. Insect repellant compositions
US6646011B2 (en) 1998-06-03 2003-11-11 Johnson & Johnson Consumer Companies, Inc. Insect repellant compositions
EP1423086B1 (en) * 2001-08-29 2007-08-08 Beiersdorf AG Stabilisation of cosmetic or dermatological preparations containing repellent active ingredients
JP2007051097A (en) * 2005-08-18 2007-03-01 Fumakilla Ltd Pest repellent for human body
WO2020067086A1 (en) * 2018-09-28 2020-04-02 花王株式会社 Pest repellent agent
CN112770631A (en) * 2018-09-28 2021-05-07 花王株式会社 Pest repellent
CN112770631B (en) * 2018-09-28 2022-05-10 花王株式会社 pest repellent
WO2021199907A1 (en) * 2020-03-31 2021-10-07 花王株式会社 Pest repellent composition
WO2023008544A1 (en) * 2021-07-30 2023-02-02 株式会社大阪製薬 Lice repellent
JP2023020276A (en) * 2021-07-30 2023-02-09 株式会社大阪製薬 lice repellent

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