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JPH02196704A - Sustained release of agent - Google Patents

Sustained release of agent

Info

Publication number
JPH02196704A
JPH02196704A JP1016567A JP1656789A JPH02196704A JP H02196704 A JPH02196704 A JP H02196704A JP 1016567 A JP1016567 A JP 1016567A JP 1656789 A JP1656789 A JP 1656789A JP H02196704 A JPH02196704 A JP H02196704A
Authority
JP
Japan
Prior art keywords
film
resin
sheet
release
compound
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.)
Pending
Application number
JP1016567A
Other languages
Japanese (ja)
Inventor
Yoshiaki Kosuge
喜昭 小菅
Seiichi Shibata
柴田 誠一
Takanori Kume
久米 孝典
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.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical 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 Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Priority to JP1016567A priority Critical patent/JPH02196704A/en
Publication of JPH02196704A publication Critical patent/JPH02196704A/en
Pending legal-status Critical Current

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  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

PURPOSE:To efficiently release an agent useful as an insecticide for cloth gradually by discharging vapor of 1-ethynyl-2-methyl-2-pentenyl chrysanthemate through a specific resin film or resin sheet. CONSTITUTION:Vapor of 1-ethynyl-2-methyl-2-pentenyl chrysanthemate having excellent insecticidal activity and vapor pressure is passed through a resin film or resin sheet having >=0.001 concentration ratio of the compound of release face based on absorption face to gradually release the compound. A film or sheet having two or more layers is especially preferable as the resin film or resin sheet and a film or sheet having at least one layer with a larger saturated absorption amount at the same temperature than the layer forming the release face is preferably used. Consequently stable sustained release of agent can be attained. An insecticide having excellent prolonged effects can be obtained by this method.

Description

【発明の詳細な説明】 〈産業上の利用分野〉 本発明は気化性防虫剤の徐放化方法に関する。[Detailed description of the invention] <Industrial application field> The present invention relates to a method for sustained release of a vaporizable insect repellent.

〈従来の技術および発明が解決しようとする課題〉 1−エチニル−2−メチル−2−ペンテニルクリサンセ
メート(以下、本化合物と呼ぶ)は、優れた殺虫活性と
蒸気圧を有することから、該化合物を紙などに含浸させ
たいわゆる防虫紙の形態でおもに衣料用防虫剤として用
いられている。
<Prior art and problems to be solved by the invention> 1-ethynyl-2-methyl-2-pentenyl chrysanthemate (hereinafter referred to as the present compound) has excellent insecticidal activity and vapor pressure, It is mainly used as an insect repellent for clothing in the form of so-called insect repellent paper, which is made by impregnating paper with the compound.

しかしながら本化合物はその蒸散性故に、長期にわたる
効力の持続が難しく、効率的に効力を持続する方法の開
発が望まれている。
However, due to its evaporative properties, it is difficult for this compound to maintain its efficacy over a long period of time, and it is desired to develop a method for efficiently maintaining its efficacy.

このような状況の下で本発明1者らは1本化合物の長期
にわたる効力の持続方法につき鋭意検討した結果、本化
合物の蒸気を特定の樹脂フィルムまたは樹脂シートを通
して放出することにより、効率よく徐放化が図れること
を見出し本発明に至った。
Under these circumstances, the inventors of the present invention have conducted intensive studies on how to maintain the efficacy of this compound over a long period of time, and have found that by releasing the vapor of this compound through a specific resin film or sheet, it is possible to efficiently slow down the effect of this compound. The present invention was based on the discovery that release can be achieved.

く課題を解決するための手段〉 即ち本発明は、本化合物を、その放出面に対する吸収面
における本化合物の濃度比が06001以上である樹脂
フィルムまたは樹脂シートを透過させることを特徴とす
る本化合物の徐放化方法に関する。
Means for Solving the Problems> That is, the present invention provides a method for transmitting the present compound through a resin film or resin sheet in which the concentration ratio of the present compound on the absorption surface to the emission surface is 06001 or more. This invention relates to a sustained release method.

本発明に於いて、有効成分である本化合物の具体例とし
てはエンペンスリンが挙げられる。
In the present invention, empensuline is a specific example of the present compound which is an active ingredient.

また本発明で用いられる樹脂フィルムまたは樹脂シート
としては、本化合物の蒸気に面しこれを吸取する側の面
(吸収面)および吸取した本化合物を再び放出する側の
面(放出面)における本化合物の濃度比が、上記値であ
ることが必要である。
In addition, the resin film or resin sheet used in the present invention has a surface that faces the vapor of the compound and absorbs it (absorption surface), and a surface that releases the absorbed vapor of the compound again (release surface). It is necessary that the concentration ratio of the compounds is the above value.

放出面に対する吸収面における本化合物の濃度比が0.
001未満である樹脂では、本化合物の拡散速度が遅く
なり樹脂フィルムまたは樹脂シートの内部で極端な濃度
勾配が生じるために、安定した徐放効果が発揮され難く
なる。
The concentration ratio of the present compound on the absorption surface to the emission surface is 0.
If the resin has a molecular weight of less than 001, the diffusion rate of the present compound becomes slow and an extreme concentration gradient occurs inside the resin film or resin sheet, making it difficult to exhibit a stable sustained release effect.

本発明方法において、樹脂フィルムまたは樹脂シートと
して2r#以上のフィルムまたはシートから成り、且つ
少なくともその1層に同温度における飽和吸収量が放出
面を形成するN(放出N)よりも大である樹脂層を有す
るフィルムまたはシートを用いることにより、より安定
した本化合物の放出が達成され、またそれぞれの使用目
的に応じ各層を形成する樹脂の組み合わせを選択するこ
とも可能となる。
In the method of the present invention, the resin film or sheet is made of a film or sheet of 2r# or more, and at least one layer thereof has a resin whose saturated absorption amount at the same temperature is larger than the N (release N) forming the release surface. By using a film or sheet having layers, more stable release of the present compound can be achieved, and it is also possible to select the combination of resins forming each layer depending on the intended use.

樹脂フィルムまたは樹脂シートの具体例としては、厚み
の形状因子も加味されるが、飽和吸収量、薬剤に対する
安定性、薬剤の拡散速度、成形性などの観点から、低密
度ポリエチレン、中密度ポリエチレン、高密度ポリエチ
レン、ポリプロピレンなどの他に、極性基を有する単量
体2モル%以下を含むエチレンと極性基を有する単量体
との共重合体等が挙げられ、該共重合体としてエチレン
−酢酸ビニル共重合体、エチレン−メチル(メタ)アク
リレート共重合体、エチレン−エチルアクリレート共重
合体、エチレン−酢酸ビニル−メチル(メタ)アクリレ
ート共重合体などから選ぶことができる。
Specific examples of resin films or resin sheets include low-density polyethylene, medium-density polyethylene, In addition to high-density polyethylene and polypropylene, examples include copolymers of ethylene and monomers having polar groups containing 2 mol% or less of monomers having polar groups, such as ethylene-acetic acid. It can be selected from vinyl copolymers, ethylene-methyl (meth)acrylate copolymers, ethylene-ethyl acrylate copolymers, ethylene-vinyl acetate-methyl (meth)acrylate copolymers, and the like.

また、2層以上のフィルムまたはシートの場合の吸取層
としては、放出層よりも同温度における飽和吸収量が大
であれば安定放出が達成され使用目的に応じ選択が可能
であり、第1表に20”Cにおける飽和吸収量を示す、
放出層および吸収層としては、低密度ポリエチレン、中
密度ポリエチレン、高密度ポリエチレン、ポリプロピレ
ンなどの他に、エチレンと極性基を有する単量体との共
重合体等が挙げられ、該共重合体としてエチレン−酢酸
ビニル共重合体、エチレン−メチル(メタ)アクリレー
ト共重合体、エチレン−エチルアクリレート共重合体、
エチレン−酢酸ビニル−メチル(メタ)アクリレート共
重合体などから選ぶことができる。
In addition, in the case of a film or sheet with two or more layers, if the saturated absorption amount at the same temperature is larger than that of the release layer, stable release will be achieved and the absorption layer can be selected depending on the purpose of use, as shown in Table 1. shows the saturated absorption amount at 20"C,
Examples of the release layer and absorption layer include low-density polyethylene, medium-density polyethylene, high-density polyethylene, polypropylene, etc., as well as copolymers of ethylene and a monomer having a polar group. Ethylene-vinyl acetate copolymer, ethylene-methyl (meth)acrylate copolymer, ethylene-ethyl acrylate copolymer,
It can be selected from ethylene-vinyl acetate-methyl (meth)acrylate copolymer and the like.

本発明においては、例えば樹脂の薬剤に対する放出速度
、内部濃度比を大幅に変化させるなどして、本発明の目
的を損なうことの無い範囲で、酸化防止剤、紫外線吸収
剤、抗ブロツキング剤などを適宜併用することができる
In the present invention, antioxidants, ultraviolet absorbers, anti-blocking agents, etc. may be added to the extent that they do not impair the purpose of the present invention by, for example, significantly changing the release rate or internal concentration ratio of the resin to the drug. They can be used together as appropriate.

また、本発明方法において、本化合物の蒸気の発生源と
しては原体、溶剤等での希釈体、およびこれらの液体を
充填剤や樹脂、紙等に含浸させたものな゛どが用いられ
る。
In addition, in the method of the present invention, as a source of vapor of the present compound, the raw material, a diluted product with a solvent, etc., and a filler, resin, paper, etc. impregnated with these liquids are used.

〈実施例〉 以下1本発明の実施例を示すが、本発明はこれに限定さ
れるものではない。なお、実−施例中の物理量の測定法
は次あ通りである。
<Example> An example of the present invention will be shown below, but the present invention is not limited thereto. In addition, the methods for measuring physical quantities in Examples are as follows.

飽和吸収量:40X10X0.5厚さ (単位mm)の
寸法を有するシート状の樹脂を20℃の薬剤に飽和に達
するまで浸漬したあと、次式によって算出した。
Saturated absorption amount: A sheet-like resin having dimensions of 40 x 10 x 0.5 thickness (unit: mm) was immersed in a chemical at 20°C until saturation was reached, and then calculated using the following formula.

((Xl−X2)/X5)X 100  (%)(ここ
で、Xlは浸漬後のシート状樹脂の重量を、X2は浸漬
前のシート状樹脂の重量を表わす、) 実施例1.2.5および比較例1の薬剤蒸散量は一定期
間後の重量減で把握した。
((Xl-X2)/X5) The amount of drug evaporated in Sample No. 5 and Comparative Example 1 was determined by the weight loss after a certain period of time.

また、実施例1.2の各樹脂中の薬剤濃度はアセトンを
溶剤としたソックスレー抽出器により抽出した後ガスク
ロマトグラフィー(■島津製作所製のGC−7A型、液
相DEG52%、担体Ch r omo s o r 
b  W  AW、 0MC8処理、100−120メ
ツシユの1m長のカラムを用いる)により定量した。
In addition, the drug concentration in each resin in Example 1.2 was determined by extraction using a Soxhlet extractor using acetone as a solvent, followed by gas chromatography (GC-7A type manufactured by Shimadzu Corporation, liquid phase DEG 52%, carrier Chromo). s o r
b WAW, 0MC8 treatment, using a 1 m long column with 100-120 meshes).

実施例3.4および比較例2の薬剤蒸散量は一定期間後
の薬剤デイスペンサー内部の薬剤濃度(残存量)を上記
ソックスレー抽出、GC分析にて定量し該残存量から算
出した。
The amount of drug evaporated in Example 3.4 and Comparative Example 2 was calculated from the remaining amount by quantifying the drug concentration (residual amount) inside the drug dispenser after a certain period of time using the above-mentioned Soxhlet extraction and GC analysis.

〈実施例1〉 エンペンスリンを用い、該薬剤10.OOgを50mm
内径のガラス容器に入れる。樹脂フィルムとしてインフ
レーション法にて成形加工した厚み30μmの低密度ポ
リエチレンフィルム(住人化学工業■製商品名スミカセ
ンF208−〇)3枚を重ね上記ガラス容器を封する。
<Example 1> Using empensuline, the drug 10. OOg to 50mm
Place in a glass container with an inner diameter. Three sheets of low-density polyethylene film (trade name: Sumikasen F208-0, manufactured by Sumikagaku Kogyo ■), each having a thickness of 30 μm and molded by the inflation method, were stacked together as a resin film, and the above-mentioned glass container was sealed.

この容器を20℃雰囲気に放置し、蒸散量(重量減)と
フ・イルムの濃度を経時的に検量した。経時毎の量は結
果を第2表に示す。
This container was left in an atmosphere at 20° C., and the amount of transpiration (weight loss) and film concentration were measured over time. The results of the amounts over time are shown in Table 2.

〈実施例2〉 樹脂フィルムとして厚み90μmのエチレン−酢酸ビニ
ル共重合体(住人化学工業■製商品名エバテートD20
11.酢酸ビニル1.7モル%)1枚を用いた以外は実
施例1と同様にした。結果を第2表に示す。
<Example 2> As a resin film, an ethylene-vinyl acetate copolymer with a thickness of 90 μm (trade name Evatate D20, manufactured by Sumitomo Chemical Co., Ltd.) was used.
11. The same procedure as in Example 1 was carried out except that one sheet of vinyl acetate (1.7 mol %) was used. The results are shown in Table 2.

く比較例1〉 樹脂フィルムを用いなかった以外は実施例1と同様にし
た。結果を第2表に示す。
Comparative Example 1> The same procedure as Example 1 was carried out except that no resin film was used. The results are shown in Table 2.

〈実施例3〉 エンペンスリンを用い、エチレン−酢酸ビニル共重合体
(住人化学工業@製商品名エバテートH2O20,酢酸
ビニル5.4モル%)92重量部と該薬剤8重量部をバ
ンバリー型の混線機で混練し得られた混線物を直径30
mm、厚み6mmの円盤状に成形加工した。
<Example 3> Using empensuline, 92 parts by weight of ethylene-vinyl acetate copolymer (trade name Evatate H2O20 manufactured by Sumima Kagaku Kogyo@, vinyl acetate 5.4 mol%) and 8 parts by weight of the drug were mixed in a Banbury type crosstalk machine. The mixed wire obtained by kneading with a diameter of 30
It was molded into a disk shape with a thickness of 6 mm.

また、低密度ポリエチレン(住人化学工業■製商品名ス
ミカセンF2O8−0)をインフレーション法にて厚み
50μmのフィルム状に成形加工した。
In addition, low-density polyethylene (trade name: Sumikasen F2O8-0, manufactured by Sumikagaku Kogyo ■) was molded into a film with a thickness of 50 μm by an inflation method.

上記円盤状の成形体を袋様の上記フィルム(150mm
X150mm)に入れた後、開口部をヒートシールし薬
剤デイスペンサーを得た。
The above disk-shaped molded body is covered with the above bag-like film (150 mm).
x150 mm), the opening was heat-sealed to obtain a drug dispenser.

この薬剤デイスペンサーを20℃雰囲気に放置し蒸散量
を経時的に検量した。経時毎の薬剤残存量(mg)を第
2表に示す。
This drug dispenser was left in an atmosphere of 20° C., and the amount of transpiration was measured over time. Table 2 shows the amount of drug remaining (mg) over time.

く比較例2〉 樹脂フィルムを用いなかったこと以外は実施例3と同様
にしてデイスペンサーを得た。この薬剤デイスペンサー
を20℃雰囲気に放置し蒸散量を経時的に検量した。結
果を第2表に示す。
Comparative Example 2> A dispenser was obtained in the same manner as in Example 3 except that no resin film was used. This drug dispenser was left in an atmosphere of 20° C., and the amount of transpiration was measured over time. The results are shown in Table 2.

〈実施例4〉 エンペンスリンを用い、炭酸カルシウムCaC03(白
石カルシウム@製商品名ホワイトンSSB青、粒径1.
50pm、吸油量34cc/100g)70重量部と該
薬剤30重量部をミキサーで混合した。また、ポリプロ
ピレン(住友化学工業■製商品名住友ノーブレンFA6
411)をインフレーション法にて厚み50μmのフィ
ルム状に成形加工した。上記混合物3gを袋様の上記フ
ィルム(100mmX 100mm)に入れた後、開口
部をヒートシールし、試験片を得た。この試験片を20
℃雰囲気に放置し蒸散量を経時的に検量した。経時毎の
薬剤残存量(mg)は第2表に示した。
<Example 4> Using empensuline, calcium carbonate CaC03 (product name: Whiten SSB Blue, manufactured by Shiraishi Calcium@, particle size: 1.
50 pm, oil absorption 34 cc/100 g) and 30 parts by weight of the drug were mixed in a mixer. In addition, polypropylene (manufactured by Sumitomo Chemical Co., Ltd., product name: Sumitomo Noblen FA6)
411) was molded into a film with a thickness of 50 μm using an inflation method. After putting 3 g of the mixture into the bag-like film (100 mm x 100 mm), the opening was heat-sealed to obtain a test piece. 20 pieces of this test piece
The sample was left in an atmosphere of ℃ and the amount of transpiration was measured over time. The remaining drug amount (mg) over time is shown in Table 2.

〈実施例5〉 樹脂フィルムとして各45μmの低密度ポリエチレンフ
ィルム(住人化学工業■製、商品名スミカセンF2O8
−0)とエチレン−酢酸ビニル共重合体(住人化学工業
■製商品名エバテートH2O11)の2層フィルム(総
厚み90μm)1枚を用いたこと以外は実施例1と同様
にした。結果を第2表に示す。
<Example 5> Low-density polyethylene films of 45 μm each (manufactured by Sumika Kagaku Kogyo ■, product name Sumikasen F2O8) were used as resin films.
Example 1 was carried out in the same manner as in Example 1, except that one two-layer film (total thickness: 90 μm) of ethylene-vinyl acetate copolymer (trade name Evatate H2O11, manufactured by Sumitomo Chemical Co., Ltd.) was used. The results are shown in Table 2.

〈発明の効果〉 本発明方法によれば、本化合物の長期にわたる徐放化が
可能となり、よって本化合物を有効成分とする持続性に
優れた防虫剤の開発が可能となる。
<Effects of the Invention> According to the method of the present invention, it is possible to sustainably release the present compound over a long period of time, thereby making it possible to develop a long-lasting insect repellent containing the present compound as an active ingredient.

Claims (2)

【特許請求の範囲】[Claims] (1)1−エチニル−2−メチル−2−ペンテニルクリ
サンセメートを樹脂フィルムまたは樹脂シートを介して
放出させるに際し、1−エチニル−2−メチル−2−ペ
ンテニルクリサンセメートの蒸気を、その放出面に対す
る吸収面における該化合物の濃度比が0.001以上で
ある樹脂フィルムまたは樹脂シートを透過させることを
特徴とする1−エチニル−2−メチル−2−ペンテニル
クリサンセメートの徐放化方法。
(1) When releasing 1-ethynyl-2-methyl-2-pentenyl chrysanthemate through a resin film or resin sheet, the vapor of 1-ethynyl-2-methyl-2-pentenyl chrysanthemate is released. 1. A method for sustained release of 1-ethynyl-2-methyl-2-pentenyl chrysanthemate, which comprises transmitting the compound through a resin film or resin sheet in which the concentration ratio of the compound on the absorption surface to the absorption surface is 0.001 or more.
(2)樹脂フィルムまたは樹脂シートが2層以上のフィ
ルムまたはシートであり、且つ少なくともその一層に、
同温度における飽和吸収量が放出面を形成する層よりも
大である樹脂層を有するフィルムまたはシートである請
求項第1項に記載の徐放化方法。
(2) The resin film or resin sheet is a film or sheet with two or more layers, and at least one of the layers has
2. The sustained release method according to claim 1, which is a film or sheet having a resin layer whose saturated absorption amount at the same temperature is larger than that of the layer forming the release surface.
JP1016567A 1989-01-25 1989-01-25 Sustained release of agent Pending JPH02196704A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP1016567A JPH02196704A (en) 1989-01-25 1989-01-25 Sustained release of agent

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP1016567A JPH02196704A (en) 1989-01-25 1989-01-25 Sustained release of agent

Publications (1)

Publication Number Publication Date
JPH02196704A true JPH02196704A (en) 1990-08-03

Family

ID=11919867

Family Applications (1)

Application Number Title Priority Date Filing Date
JP1016567A Pending JPH02196704A (en) 1989-01-25 1989-01-25 Sustained release of agent

Country Status (1)

Country Link
JP (1) JPH02196704A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006248962A (en) * 2005-03-10 2006-09-21 Sumika Life Tech Co Ltd Insecticide and insecticide
JP2010285417A (en) * 2009-05-15 2010-12-24 Dainippon Jochugiku Co Ltd Pest-repelling laminate sheet

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60161908A (en) * 1984-01-31 1985-08-23 Katsuta Yoshio Insecticidal material for cloth
JPS6272601A (en) * 1985-09-27 1987-04-03 Osaka Seiyaku:Kk Complex insecticidal material
JPS63225303A (en) * 1987-03-12 1988-09-20 Shin Etsu Chem Co Ltd Sustained release pheromonal pharmaceutical for disturbing communication

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60161908A (en) * 1984-01-31 1985-08-23 Katsuta Yoshio Insecticidal material for cloth
JPS6272601A (en) * 1985-09-27 1987-04-03 Osaka Seiyaku:Kk Complex insecticidal material
JPS63225303A (en) * 1987-03-12 1988-09-20 Shin Etsu Chem Co Ltd Sustained release pheromonal pharmaceutical for disturbing communication

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006248962A (en) * 2005-03-10 2006-09-21 Sumika Life Tech Co Ltd Insecticide and insecticide
JP2010285417A (en) * 2009-05-15 2010-12-24 Dainippon Jochugiku Co Ltd Pest-repelling laminate sheet

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