JP2009084296A - Ant-repellent foamed resin molded article - Google Patents
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本発明は、建築物の断熱材、保温材等として使用され得る防蟻性を有する発泡樹脂成形体に関するものである。 TECHNICAL FIELD The present invention relates to a foamed resin molded article having ant-proofing properties that can be used as a heat insulating material, a heat insulating material, etc. for a building.
従来より、O,O−ジエチル−O−3,5,6−1−トリクロル−2−ピリジルホスホロチオエート(一般名:クロルピリホス)やO,O−ジエチル−O−(α−シアノベンジリデンアミノ))ホスホロチオエート(一般名:ホキシム)等の有機リン系化合物を成形体中に含有する防蟻性発泡ポリスチレン樹脂成形体が知られている(特許文献1〜2等)。
しかしながら有機リン系化合物を含有する発泡樹脂成形体は、一般に加工時の熱安定性、あるいは成形体の安全性や効力持続性の点で充分ではなかった。
また、ピレスロイド系化合物を含有する防蟻性発泡樹脂成形体も知られているが、適用場面によっては必ずしも防蟻効果が充分ではなく、優れた防蟻性発泡樹脂成形体の開発が望まれていた。
Conventionally, O, O-diethyl-O-3,5,6-1-trichloro-2-pyridyl phosphorothioate (generic name: chlorpyrifos) and O, O-diethyl-O- (α-cyanobenzylideneamino)) phosphorothioate ( An ant-proof foamed polystyrene resin molded product containing an organophosphorus compound such as (generic name: Hoxime) in the molded product is known (Patent Documents 1 and 2).
However, a foamed resin molded article containing an organophosphorus compound is generally not sufficient in terms of heat stability during processing, or safety and durability of the molded article.
In addition, ant-proof foamed resin moldings containing pyrethroid compounds are also known, but depending on the application situation, the ant-proofing effect is not always sufficient, and the development of excellent ant-proofing foamed resin moldings is desired. It was.
建築物の断熱材、保温材等に適用したときに、防蟻効力およびその持続性、熱安定性等の点で優れた性能を発揮し得る防蟻性発泡樹脂成形体を提供することを課題とする。 An object of the present invention is to provide an ant-proof foamed resin molded article that can exhibit excellent performance in terms of ant-proof effect, its sustainability, thermal stability, etc. when applied to heat insulating materials, heat insulating materials, etc. of buildings And
かかる状況下、本発明者は防蟻性発泡樹脂成形体につき検討した結果、一般式(1)または(3)で示される特定の化合物を含有する発泡樹脂成形体が、従来の問題点を解決できる優れた性能を発揮することを見出し本発明に至った。
即ち本発明は、防蟻性樹脂成形体であって、防蟻成分として一般式(1)または(3)
〔式中、Aは2−クロロ−5−チアゾリル基またはテトラヒドロフラン−3−イル基を表わす。〕
で示される化合物(以下、本化合物と記す)を該発泡樹脂成形体に対して0.001〜1%含有し、発泡樹脂がポリウレタン樹脂であることを特徴とする防蟻性発泡樹脂成形体(以下、本成形体と記す)に関するものである。
Under such circumstances, the present inventors have investigated the anti-foaming foamed resin molded product, and as a result, the foamed resin molded product containing the specific compound represented by the general formula (1) or (3) solves the conventional problems. The present inventors have found that excellent performance can be achieved and have reached the present invention.
That is, the present invention is an ant-proof resin molded body, which has the general formula (1) or (3) as an ant-proof component.
[Wherein, A represents a 2-chloro-5-thiazolyl group or a tetrahydrofuran-3-yl group. ]
(1) The compound (hereinafter referred to as the present compound) is contained in an amount of 0.001 to 1% with respect to the foamed resin molded article, and the foamed resin is a polyurethane resin. Hereinafter, it will be referred to as the present molded body).
本発明によれば、これを建築物の断熱材、保温材等に適用したときに、防蟻効力およびその持続性、熱安定性等の点で優れた性能を発揮し得る防蟻性発泡樹脂成形体を提供できる。 According to the present invention, when this is applied to a heat insulating material, a heat insulating material, etc. of a building, an ant-proofing foam resin that can exhibit excellent performance in terms of ant-proofing effectiveness, its sustainability, thermal stability, etc. A molded body can be provided.
本化合物における一般式(1)の化合物としては、1−(2−クロロ−5−チアゾリル)メチル−3−メチル−2−ニトログアニジン、1−(テトラヒドロフラン−3−イル)メチル−3−メチル−2−ニトログアニジンを挙げることができる。 Examples of the compound of the general formula (1) in this compound include 1- (2-chloro-5-thiazolyl) methyl-3-methyl-2-nitroguanidine, 1- (tetrahydrofuran-3-yl) methyl-3-methyl- Mention may be made of 2-nitroguanidine.
一般式(3)の化合物としては、3−〔(2−クロロ−5−チアゾリル)メチル〕−5−メチル−4−ニトロイミノテトラヒドロ−1,3,5−オキサジアジンを挙げることができる。 Examples of the compound of the general formula (3) include 3-[(2-chloro-5-thiazolyl) methyl] -5-methyl-4-nitroiminotetrahydro-1,3,5-oxadiazine.
本発明により、効果的に防除できるシロアリとしては、次のものがあげられる。
等翅目(Isoptera):Mastotermitidaeムカシシロアリ科,Termopsidaeオオシロアリ科[Zootermopsis属,Archotermopsis属,Hodotermopsis属,Porotermes属,Stolotermes属],Kalotermitidaeレイビシロアリ科[Kalotermes属,Neotermes属,Cryptotermes属,Incisitermes属,Glyptotermes属],Hodotermitidaeシュウカクシロアリ科[Hodotermes属,Microhodotermes属,Anacanthotermes属],Rhinotermitidaeミゾガシラシロアリ科[Reticulitermes属,Heterotermes属,Coptotermes属,Schedolinotermes属],Serritermitidaeノコギリシロアリ科,Termitidaeシロアリ科[Amitermes属,Drepanotermes属,Hopitalitermes属,Trinervitermes属,Macrotermes属,Odontotermes属,Microtermes属,Nasutitermes属,Pericapritermes属,Anoplotermes属]に属する害虫。
Examples of termites that can be effectively controlled according to the present invention include the following.
Isoptera: Mastotermitidae genus, Termopsidae genus Termite, genus Zootermopsis, genus Thermoteris, genus Hoteromoptis, Genus teremida, Glyptotermes], Hodotermitidae, Cyprididae [Hodotaters, Microhotermes, Anacanothermes], Rhinotermitidae, Rhizotermites, Het erotermes spp., Coptotermes spp., Schedolinotermes sp], Serritermitidae sawtooth termites family, Termitidae termites family [Amitermes genus, Drepanotermes genus, Hopitalitermes genus, Trinervitermes genus, Macrotermes genus, Odontotermes genus, Microtermes genus, Nasutitermes genus, Pericapritermes genus, to Anoplotermes genera] The pest to which it belongs.
上記等翅目(Isoptera)に属する害虫に於いて、特に本邦における防除対象となるシロアリの種類としては、ヤマトシロアリ(Reticulitermes speratus)、イエシロアリ(Coptotermes formosanus)、アメリカカンザイシロアリ(Incisitermes minor)、ダイコクシロアリ(Cryptotermes domesticus)、タイワンシロアリ(Odontotermes formosanus)、コウシュンシロアリ(Neotermes koshunensis)、サツマシロアリ(Glyptotermes satsumensis)、ナカジマシロアリ(Glyptotermes nakajimai)、カタンシロアリ(Glyptotermes fuscus)、コダマシロアリ(Glyptotermes kodamai)、クシモトシロアリ(Glyptotermes kushimensis)、オオシロアリ(Hodotermopsis japonica)、コウシュウイエシロアリ(Coptotermes guangzhoensis)、アマミシロアリ(Reticulitermes miyatakei)、キアシシロアリ(Reticulitermes flaviceps amamianus)、カンモンシロアリ(Reticulitermes sp.)、タカサゴシロアリ(Nasutitermes takasagoensis)、ニトベシロアリ(Pericapriterme nitobei)、ムシャシロアリ(Sinocapritermes mushae)等をあげることができる。 Among the pests belonging to the above-mentioned Isoptera, the types of termites to be controlled particularly in Japan include the termites termites (Reticulitermes supertus), the termites termites (Copttermes formosanus), the American termites termites (Incite termites). (Cryptothermes domesticus), Japanese termites (Odontotermes formosanus), Japanese termites (Neothermes koshunensis), Japanese termites (Gyptotermes satsumensis), Nakajima termites. es fuscus), Kodama termites (Glyptotermes kodamai), comb moto termites (Glyptotermes kushimensis), giant termite (Hodotermopsis japonica), Kou Shu Ye termite (Coptotermes guangzhoensis), Amami termites (Reticulitermes miyatakei), R. flavipes (Reticulitermes flaviceps amamianus), Kang Mont termites (Reticulitermes sp.), Termite termes Takasagoensis, Peripriterme nitobei, Musca termite (Sinocap) literates Mushae) and the like.
本化合物の本成形体における含有量は、通常0.001〜1重量%であり、好ましくは0.05〜0.5重量%である。 The content of the present compound in the molded product is usually 0.001 to 1% by weight, preferably 0.05 to 0.5% by weight.
発泡樹脂としては、発泡熱可塑性樹脂および発泡熱硬化性樹脂を挙げることができ、具体的にはたとえば、発泡ポリエチレン樹脂、発泡ポリプロピレン樹脂等の発泡ポリオレフィン樹脂、発泡ポリメチルメタクリレート樹脂等の発泡メタクリル酸エステル樹脂、発泡ポリウレタン樹脂、発泡ポリスチレン樹脂の他、スチレンおよびメタクリル酸エステルの共重合体からなる発泡樹脂等を挙げることができる。本成形体に適用可能な発泡樹脂としては、発泡ポリウレタン樹脂が使用される。 Examples of the foamed resin include a foamed thermoplastic resin and a foamed thermosetting resin. Specifically, for example, a foamed polyolefin resin such as a foamed polyethylene resin and a foamed polypropylene resin, and a foamed methacrylic acid such as a foamed polymethyl methacrylate resin. In addition to ester resins, polyurethane foam resins, and polystyrene foam resins, examples thereof include foam resins made of a copolymer of styrene and methacrylate. A foamed polyurethane resin is used as the foamed resin applicable to the molded body.
本成形体中には、必要により可塑剤、安定剤、帯電防止剤、着色剤等の添加剤を適宜加えることができる。 If necessary, additives such as a plasticizer, a stabilizer, an antistatic agent, and a colorant can be appropriately added to the molded article.
本成形体の製造方法としては公知の方法が適用でき、例えば、予備発泡させた樹脂粒子を空中に流動させながら、その予備発泡粒子に本化合物の溶媒液および接着剤を噴霧し、通風乾燥後、必要により本化合物を噴霧していない予備発泡樹脂粒子を混合し、これを発泡成形する方法(特開平10−36549号公報)、未発泡の樹脂粒子、例えば樹脂ビーズへ本化合物の溶媒液をコーティング後、発泡成形する方法(特開昭63−159451号)等を挙げることができる。また例えば、ポリウレタン樹脂の場合のように、発泡剤を含むポリエーテルポリオールに、本化合物を添加して溶解した後、ポリイソシアネートを混合し、発泡成形させる方法を適用することもできる。
本成形体は、建築物の断熱材、保温材、防音材、緩衝材、電気絶縁材等において通常の発泡樹脂成形体と同様に使用することができ、かかる適用場面において優れた防蟻効力を長期間にわたり安定的に発揮する。
A known method can be applied as a method for producing the molded body. For example, while pre-foamed resin particles are allowed to flow in the air, the pre-foamed particles are sprayed with a solvent solution and an adhesive of the present compound, and then air-dried. If necessary, pre-foamed resin particles not sprayed with the present compound are mixed and foam-molded (Japanese Patent Laid-Open No. 10-36549), and the solvent solution of the present compound is applied to unfoamed resin particles, for example, resin beads. Examples of the method include foaming after coating (Japanese Patent Laid-Open No. 63-159451). Further, for example, as in the case of a polyurethane resin, it is also possible to apply a method in which the present compound is added and dissolved in a polyether polyol containing a foaming agent, and then polyisocyanate is mixed and foamed.
This molded product can be used in the same way as ordinary foamed resin molded products for building insulation, heat insulation, sound insulation, shock absorbers, electrical insulation, etc. Stable over a long period of time.
実施例1
(1) 流動コーティング機(流動塗装機)[(株)大川原製作所製、ミクスグラード]に約50倍に予備発泡させたポリスチレン樹脂180gを投入し、空気を吹込んで流動させる。次に、1−(テトラヒドロフラン−3−イル)メチル−3−メチル−2−ニトログアニジンの5%水溶液8gおよび接着剤としてアクリル/スチレン樹脂エマルション30gの混合物をからなる希釈剤(水:ダイアセトンアルコール=19:1(重量比))30gで希釈して混合物を調製する。
この混合物を流動コーティング機中に30g/minの割合で噴霧し、流動している予備発泡粒子の表面に塗布する。混合物の全量を塗布した後さらに空気を吹込んで予備発泡粒子の表面を乾燥させることにより、防蟻性予備発泡粒子が得られる。この防蟻性発泡粒子を、例えば特開平10−36549号公報に記載の方法等の公知の方法により加熱成形することにより、1−(テトラヒドロフラン−3−イル)メチル−3−メチル−2−ニトログアニジンの含有量が約0.2重量%の防蟻性発泡樹脂成形体が得られる。
(2) 前記防蟻性予備発泡粒子を、本化合物を塗布してない約50倍に予備発泡ポリスチレン樹脂と50:50の割合で混合し、(1)と同様の方法で加熱成形することにより、1−(テトラヒドロフラン−3−イル)メチル−3−メチル−2−ニトログアニジンの含有量が0.1重量%の防蟻性発泡樹脂成形体が得られる。
Example 1
(1) A 180 g polystyrene resin pre-foamed about 50 times is put into a fluid coating machine (fluid coating machine) [Mixgrad, manufactured by Okawara Seisakusho Co., Ltd.], and air is blown to flow. Next, a diluent (water: diacetone alcohol) comprising a mixture of 8 g of a 5% aqueous solution of 1- (tetrahydrofuran-3-yl) methyl-3-methyl-2-nitroguanidine and 30 g of an acrylic / styrene resin emulsion as an adhesive. = 19: 1 (weight ratio)) to prepare a mixture diluted with 30 g.
This mixture is sprayed in a fluid coating machine at a rate of 30 g / min and applied to the surface of the fluidized pre-expanded particles. After the entire amount of the mixture is applied, air is further blown to dry the surface of the pre-expanded particles, whereby ant-preventive pre-expanded particles are obtained. This anti-foaming expanded particle is heat-molded by a known method such as the method described in JP-A-10-36549, for example, to give 1- (tetrahydrofuran-3-yl) methyl-3-methyl-2-nitro. An ant-proof foamed resin molded article having a guanidine content of about 0.2% by weight is obtained.
(2) By mixing the ant-preventing pre-expanded particles with the pre-expanded polystyrene resin at a ratio of 50:50 about 50 times that the present compound is not applied, and then heat-molding in the same manner as in (1). , 1- (tetrahydrofuran-3-yl) methyl-3-methyl-2-nitroguanidine content of 0.1% by weight is obtained.
実施例2
1−(テトラヒドロフラン−3−イル)メチル−3−メチル−2−ニトログアニジンに代えて3−〔(2−クロロ−5−チアゾリル)メチル〕−5−メチル−4−ニトロイミノテトラヒドロ−1,3,5−オキサジアジンを用いる以外は実施例1と同様の処理を行うことにより、3−〔(2−クロロ−5−チアゾリル)メチル〕−5−メチル−4−ニトロイミノテトラヒドロ−1,3,5−オキサジアジンの含有量が0.2重量%または0.1重量%の防蟻性発泡樹脂成形体が得られる。
Example 2
Instead of 1- (tetrahydrofuran-3-yl) methyl-3-methyl-2-nitroguanidine, 3-[(2-chloro-5-thiazolyl) methyl] -5-methyl-4-nitroiminotetrahydro-1,3 3-[(2-Chloro-5-thiazolyl) methyl] -5-methyl-4-nitroiminotetrahydro-1,3,5 by carrying out the same treatment as in Example 1 except for using 5,5-oxadiazine. -An ant-proof foamed resin molded article having an oxadiazine content of 0.2 wt% or 0.1 wt% is obtained.
実施例3
発泡剤HCFCを含むポリエーテルポリオール(東邦化学工業(株)製、商品名:HYCEL M−173C、主成分:ポリエーテルポリオールおよびHCFC−141b)25gに、1−(テトラヒドロフラン−3−イル)メチル−3−メチル−2−ニトログアニジンの所定量を添加して溶解した後、この溶解液をポリエチレン樹脂製袋(49cm×21cm)中に入れ、更にポリイソシアネート(東邦化学工業(株)製、商品名:HYCEL 360P、主成分:ポリイソシアネート)25gを室温で混合し、振動させて反応させることにより、防蟻性発泡ポリウレタン樹脂成形体が得られる。
Example 3
Polyether polyol containing foaming agent HCFC (trade name: HYCEL M-173C, manufactured by Toho Chemical Industry Co., Ltd., main component: polyether polyol and HCFC-141b) 25 g, 1- (tetrahydrofuran-3-yl) methyl- After adding and dissolving a predetermined amount of 3-methyl-2-nitroguanidine, this solution is put in a polyethylene resin bag (49 cm × 21 cm), and further polyisocyanate (trade name, manufactured by Toho Chemical Industry Co., Ltd.). : HYCEL 360P, main component: polyisocyanate) 25 g are mixed at room temperature and allowed to react by vibration, whereby an anti-foaming polyurethane resin molded article is obtained.
実施例4
1−(テトラヒドロフラン−3−イル)メチル−3−メチル−2−ニトログアニジンに代えて3−〔(2−クロロ−5−チアゾリル)メチル〕−5−メチル−4−ニトロイミノテトラヒドロ−1,3,5−オキサジアジンを用いる以外は実施例3と同様の処理を行うことにより、防蟻性発泡ポリウレタン樹脂成形体が得られる。
Example 4
Instead of 1- (tetrahydrofuran-3-yl) methyl-3-methyl-2-nitroguanidine, 3-[(2-chloro-5-thiazolyl) methyl] -5-methyl-4-nitroiminotetrahydro-1,3 By performing the same treatment as in Example 3 except that, 5-oxadiazine is used, an anti-foaming polyurethane resin molded article is obtained.
試験例1
実施例3の方法にて作製した防蟻性発泡ポリウレタン樹脂成形体をφ1.7cm×長さ3cmにくり抜き、ガラスチューブ(内径1.7cm×長さ15cm)の下端から約2.5cmあけて該成形体を樹脂層として詰めた。該樹脂層の両側約1.5cmを4%寒天ではさみ、ガラスチューブの該樹脂層より上側の空間内にイエシロアリ職蟻50頭と兵蟻5頭を放し、1週間後にシロアリによる穿孔状況を観察した。試験は3反復実施した。結果を表1に示す。
表1の結果欄中の寒天層穿孔状況において、Aはシロアリが該樹脂層を貫通して下側の寒天層をも貫通したことを表し、Bはシロアリが該樹脂層を貫通しさらに下側の寒天層の途中まで穿孔したことを表し、Cはシロアリが該樹脂層を完全に貫通することができず下側の寒天層への穿孔が見られなかったことを表す。
Test example 1
The ant-proof foamed polyurethane resin molded article produced by the method of Example 3 was cut out into φ1.7 cm × length 3 cm, and about 2.5 cm from the lower end of the glass tube (inner diameter 1.7 cm × length 15 cm) The molded body was packed as a resin layer. About 1.5 cm on both sides of the resin layer is sandwiched with 4% agar, and 50 termite ants and 5 soldier ants are released in the space above the resin layer of the glass tube. did. The test was repeated three times. The results are shown in Table 1.
In the agar layer perforation situation in the result column of Table 1, A represents that termites have penetrated the resin layer and also penetrated the lower agar layer, and B represents that the termites have penetrated the resin layer and further below. C represents that termites could not completely penetrate the resin layer, and no perforation of the lower agar layer was observed.
*:“化合物A”:1−(テトラヒドロフラン−3−イル)メチル−3−メチル−2−ニトログアニジン *: “Compound A”: 1- (tetrahydrofuran-3-yl) methyl-3-methyl-2-nitroguanidine
本発明の有害節足動物駆除組成物は種々の有害節足動物に対し、優れた駆除効果を示し、有害節足動物を駆除するために有用である。 The harmful arthropod control composition of the present invention exhibits an excellent control effect against various harmful arthropods and is useful for combating harmful arthropods.
Claims (2)
〔式中、Aは2−クロロ−5−チアゾリル基またはテトラヒドロフラン−3−イル基を表わす。〕
で示される化合物を該発泡樹脂成形体に対して0.001〜1%含有し、発泡樹脂が発泡ポリウレタン樹脂であることを特徴とする防蟻性発泡樹脂成形体。 An ant-proof foamed resin molded article having a general formula (1) or (3) as an ant-proof component
[Wherein, A represents a 2-chloro-5-thiazolyl group or a tetrahydrofuran-3-yl group. ]
An ant-proof foamed resin molded product comprising 0.001 to 1% of the compound represented by the formula, wherein the foamed resin is a foamed polyurethane resin.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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JP2008307238A JP4557078B2 (en) | 2008-12-02 | 2008-12-02 | Ant-proof foamed resin molding |
Applications Claiming Priority (1)
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JP2008307238A JP4557078B2 (en) | 2008-12-02 | 2008-12-02 | Ant-proof foamed resin molding |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
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JP11022350A Division JP2000219601A (en) | 1999-01-29 | 1999-01-29 | Ant-controlling resin foam molding |
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Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH06183918A (en) * | 1992-07-22 | 1994-07-05 | Ciba Geigy Ag | Oxadiazine derivative |
JPH07179448A (en) * | 1993-10-26 | 1995-07-18 | Mitsui Toatsu Chem Inc | Furanyl-based insecticide |
JPH0899809A (en) * | 1994-09-30 | 1996-04-16 | Nippon Bayeragrochem Kk | Termite controller composition |
JPH10259270A (en) * | 1997-03-19 | 1998-09-29 | Shinto Paint Co Ltd | Foaming thermoplastic resin composition having ant repellency |
JPH10259263A (en) * | 1997-03-19 | 1998-09-29 | Shinto Paint Co Ltd | Forming composition of foamed polyurethane resin having ant-controlling activity |
JP2000219601A (en) * | 1999-01-29 | 2000-08-08 | Sumitomo Chem Co Ltd | Ant-controlling resin foam molding |
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Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH06183918A (en) * | 1992-07-22 | 1994-07-05 | Ciba Geigy Ag | Oxadiazine derivative |
JPH07179448A (en) * | 1993-10-26 | 1995-07-18 | Mitsui Toatsu Chem Inc | Furanyl-based insecticide |
JPH0899809A (en) * | 1994-09-30 | 1996-04-16 | Nippon Bayeragrochem Kk | Termite controller composition |
JPH10259270A (en) * | 1997-03-19 | 1998-09-29 | Shinto Paint Co Ltd | Foaming thermoplastic resin composition having ant repellency |
JPH10259263A (en) * | 1997-03-19 | 1998-09-29 | Shinto Paint Co Ltd | Forming composition of foamed polyurethane resin having ant-controlling activity |
JP2000219601A (en) * | 1999-01-29 | 2000-08-08 | Sumitomo Chem Co Ltd | Ant-controlling resin foam molding |
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