JP2000219601A - Ant-controlling resin foam molding - Google Patents
Ant-controlling resin foam moldingInfo
- Publication number
- JP2000219601A JP2000219601A JP11022350A JP2235099A JP2000219601A JP 2000219601 A JP2000219601 A JP 2000219601A JP 11022350 A JP11022350 A JP 11022350A JP 2235099 A JP2235099 A JP 2235099A JP 2000219601 A JP2000219601 A JP 2000219601A
- Authority
- JP
- Japan
- Prior art keywords
- group
- methyl
- chloro
- pyridyl
- termite
- 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
Links
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】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 heat insulating material for a building,
The present invention relates to a termite-resistant foamed resin molded article that can be used as a heat insulating material or the like.
【０００２】[0002]
【従来の技術および発明が解決しようとする課題】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（特公
平６−１０２７６号公報、特開昭６３−１５９４５１号
公報等）。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。2. Description of the Related Art Conventionally, o, o-diethyl-o-3,5,6-1-trichloro-2-pyridyl phosphorothioate (generic name: chloropyrifos) and o, o-diethyl A termite-resistant expanded polystyrene resin molded article containing an organic phosphorus compound such as -o- (α-cyanobenzylideneamino)) phosphorothioate (general name: phoxime) is known (Japanese Patent Publication No. 6-10276). JP-A-63-159451). However, a foamed resin molded article containing an organic phosphorus compound is generally insufficient in heat stability at the time of processing, or safety and sustained efficacy of the molded article. Further, a termite-resistant foamed resin molded article containing a pyrethroid-based compound is also known, but depending on the application, the termite-controlling effect is not always sufficient, and the development of an excellent termite-resistant foamed resin molded article is desired. Was.
【０００３】[0003]
【問題を解決するための手段】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）、（２）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、一般式（１）、（２）または（３） （式中、Ａは６−クロロ−３−ピリジル基、２−クロロ
−５−チアゾリル基、テトラヒドロフラン−２−イル
基、テトラヒドロフラン−３−イル基、５−メチルテト
ラヒドロフラン−３−イル基、３−ピリジル基、６−ブ
ロモ−３−ピリジル基、３−シアノフェニル基、２−メ
チル−５−チアゾリル基、２−フェニル−５−チアゾリ
ル基または２−ブロモ−５−チアゾリル基を表わし、Ｒ
1は水素原子、メチル基、エチル基、ホルミル基または
アセチル基を表わし、Ｒ2はアミノ基、メチルアミノ
基、Ｎ，Ｎ−ジメチルアミノ基、エチルアミノ基、Ｎ，
Ｎ−ジエチルアミノ基、Ｎ −メチル−Ｎ−エチルアミ
ノ基、１−ピロリジニル基、（６−クロロ−３−ピリジ
ル）メチルアミノ基またはＮ−メチル−Ｎ−（６−クロ
ロ−３−ピリジル）メチルアミノ基を表わし、Ｒ3はメ
チル基、エチル基、プロピル基、プロペニル基またはプ
ロピニル基を表わし、Ｘは窒素原子またはＣＨ基を表わ
し、Ｙはシアノ基、ニトロ基またはトリフルオロアセチ
ル基を表わし、Ｄは酸素原子または−Ｎ（ＣＨ3）−基
を表わし、ｍは０または１を表わし、ｎは２または３を
表わす。）で示される化合物（以下、本化合物と記す）
を含有す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 studied the termite-resistant foamed resin molded article and found that it contains a specific compound represented by the general formula (1), (2) or (3). The present invention has been found that the foamed resin molded article exhibits excellent performance capable of solving the conventional problems. That is, the present invention provides a compound represented by the general formula (1), (2) or (3) (Wherein A is a 6-chloro-3-pyridyl group, a 2-chloro-5-thiazolyl group, a tetrahydrofuran-2-yl group, a tetrahydrofuran-3-yl group, a 5-methyltetrahydrofuran-3-yl group, R represents a pyridyl group, a 6-bromo-3-pyridyl group, a 3-cyanophenyl group, a 2-methyl-5-thiazolyl group, a 2-phenyl-5-thiazolyl group or a 2-bromo-5-thiazolyl group;
1 represents a hydrogen atom, a methyl group, an ethyl group, a formyl group or an acetyl group, and R 2 represents an amino group, a methylamino group, an N, N-dimethylamino group, an ethylamino group, an N,
N-diethylamino group, N-methyl-N-ethylamino group, 1-pyrrolidinyl group, (6-chloro-3-pyridyl) methylamino group or N-methyl-N- (6-chloro-3-pyridyl) methylamino R 3 represents a methyl group, an ethyl group, a propyl group, a propenyl group or a propynyl group; X represents a nitrogen atom or a CH group; Y represents a cyano group, a nitro group or a trifluoroacetyl group; Represents an oxygen atom or a —N (CH 3 ) — group, m represents 0 or 1, and n represents 2 or 3. ) (Hereinafter referred to as the present compound)
The present invention relates to a termite-resistant foamed resin molded product (hereinafter, referred to as the present molded product).
【０００４】[0004]
【発明の実施の形態】本化合物における一般式（１）の
化合物としては例えば、Ｎ−〔（６−クロロ−３−ピリ
ジル）メチル〕−Ｎ−エチル−Ｎ’−メチル−２−ニト
ロ−１，１−エチリデンジアミン、１−（６−クロロ−
３−ピリジル）メチル−３−メチル−２−シアノグアニ
ジン、１−（６−クロロ−３−ピリジル）メチル−１，
３−ジメチル−２−シアノグアニジン、１−（６−クロ
ロ−３−ピリジル）メチル−１−エチル−３−メチル−
２−シアノグアニジン、１−（６−クロロ−３−ピリジ
ル）メチル−１，３−ジメチル−３−（６−クロロ−３
−ピリジル）メチル−２−シアノグアニジン、１−（６
−クロロ−３−ピリジル）メチル−３−メチル−２−ニ
トログアニジン、１−（６−クロロ−３−ピリジル）メ
チル−３，３−ジメチル−２−ニトログアニジン、１−
（６−クロロ−３−ピリジル）メチル−１−メチル−２
−ニトログアニジン、１−（６−クロロ−３−ピリジ
ル）メチル−１，３−ジメチル−２−ニトログアニジ
ン、１−（６−クロロ−３−ピリジル）メチル−３−エ
チル−２−ニトログアニジン、１−（６−クロロ−３−
ピリジル）メチル−３−（６−クロロ−３−ピリジル）
メチル−２−ニトログアニジン、１−（６−クロロ−３
−ピリジル）メチル−３−メチル−２−トリフルオロア
セチルグアニジン、１−（６−クロロ−３−ピリジル）
メチル−１−エチル−３−メチル−２−ニトログアニジ
ン、１−（６−クロロ−３−ピリジル）メチル−１，
３，３−トリメチル−２−ニトログアニジン、１−（６
−クロロ−３−ピリジル）メチル−２−ニトログアニジ
ン、１−（６−クロロ−３−ピリジル）メチル−１−エ
チル−２−ニトログアニジン、１−（３−ピリジル）メ
チル−３−メチル−２−ニトログアニジン、１−（６−
ブロモ−３−ピリジル）メチル−３−メチル−２−ニト
ログアニジン、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−（３−
シアノフェニル）−３−メチル−２−ニトログアニジ
ン、１−（４−クロロフェニル）メチル−３−メチル−
２−ニトログアニジン、１−（６−クロロ−３−ピリジ
ル）メチル−３，３−ジメチル−１−ホルミル−２−ニ
トログアニジン、１−（６−クロロ−３−ピリジル）メ
チル−３，３−ジメチル−１−アセチル−２−ニトログ
アニジン、１−（６−クロロ−３−ピリジル）−３−メ
チル−２−シアノグアニジン、１−（２−クロロ−５−
チアゾリル）メチル−３，３−ジメチル−２−ニトログ
アニジン、１−（２−クロロ−５−チアゾリル）メチル
−１−エチル−３−メチル−２−ニトログアニジン、１
−（２−クロロ−５−チアゾリル）メチル−１−アセチ
ル−３，３−ジメチル−２−ニトログアニジン、１−
（６−クロロ−３−ピリジル）メチル−１−メチル−２
−トリフルオロアセチルグアニジン、１−（２−クロロ
−５−チアゾリル）メチル−１，３−ジメチル−２−ニ
トログアニジン、１−（２−クロロ−５−チアゾリル）
メチル−１−メチル−２−ニトログアニジン、１−（５
−チアゾリル）メチル−３−メチル−２−ニトログアニ
ジン、１−（２−メチル−５−チアゾリル）メチル−
３，３−ジメチル−２−ニトログアニジン、１−（２−
メチル−５−チアゾリル）メチル−３−メチル−２−ニ
トログアニジン、１−（２−フェニル−５−チアゾリ
ル）メチル−３−メチル−２−ニトログアニジン、１−
（２−クロロ−５−チアゾリル）メチル−３，３−ジエ
チル−２−ニトログアニジン、１−（２−クロロ−５−
チアゾリル）メチル−３−メチル−３−エチル−２−ニ
トログアニジン、１−（２−クロロ−５−チアゾリル）
メチル−３−（１−ピロリジニル）−２−ニトログアニ
ジン、１−（２−クロロ−５−チアゾリル）メチル−
１，３，３−トリメチル−２−ニトログアニジン、１−
（２−ブロモ−５−チアゾリル）メチル−３−メチル−
２−ニトログアニジン、１−（２−ブロモ−５−チアゾ
リル）メチル−３，３−ジメチル−２−ニトログアニジ
ン、１−（２−クロロ−５−チアゾリル）メチル−３−
メチル−２−シアノグアニジン、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、１−（テトラヒドロフラン−２−イル）メチル
−３−メチル−２−ニトログアニジン等を挙げることが
できる。BEST MODE FOR CARRYING OUT THE INVENTION The compound of the general formula (1) in the present compound includes, for example, N-[(6-chloro-3-pyridyl) methyl] -N-ethyl-N'-methyl-2-nitro-1 , 1-ethylidenediamine, 1- (6-chloro-
3-pyridyl) methyl-3-methyl-2-cyanoguanidine, 1- (6-chloro-3-pyridyl) methyl-1,
3-dimethyl-2-cyanoguanidine, 1- (6-chloro-3-pyridyl) methyl-1-ethyl-3-methyl-
2-cyanoguanidine, 1- (6-chloro-3-pyridyl) methyl-1,3-dimethyl-3- (6-chloro-3
-Pyridyl) methyl-2-cyanoguanidine, 1- (6
-Chloro-3-pyridyl) methyl-3-methyl-2-nitroguanidine, 1- (6-chloro-3-pyridyl) methyl-3,3-dimethyl-2-nitroguanidine, 1-
(6-Chloro-3-pyridyl) methyl-1-methyl-2
-Nitroguanidine, 1- (6-chloro-3-pyridyl) methyl-1,3-dimethyl-2-nitroguanidine, 1- (6-chloro-3-pyridyl) methyl-3-ethyl-2-nitroguanidine, 1- (6-chloro-3-
Pyridyl) methyl-3- (6-chloro-3-pyridyl)
Methyl-2-nitroguanidine, 1- (6-chloro-3
-Pyridyl) methyl-3-methyl-2-trifluoroacetylguanidine, 1- (6-chloro-3-pyridyl)
Methyl-1-ethyl-3-methyl-2-nitroguanidine, 1- (6-chloro-3-pyridyl) methyl-1,
3,3-trimethyl-2-nitroguanidine, 1- (6
-Chloro-3-pyridyl) methyl-2-nitroguanidine, 1- (6-chloro-3-pyridyl) methyl-1-ethyl-2-nitroguanidine, 1- (3-pyridyl) methyl-3-methyl-2 -Nitroguanidine, 1- (6-
Bromo-3-pyridyl) methyl-3-methyl-2-nitroguanidine, 1- (2-chloro-5-thiazolyl) methyl-3-methyl-2-nitroguanidine, 1- (3-
Cyanophenyl) -3-methyl-2-nitroguanidine, 1- (4-chlorophenyl) methyl-3-methyl-
2-nitroguanidine, 1- (6-chloro-3-pyridyl) methyl-3,3-dimethyl-1-formyl-2-nitroguanidine, 1- (6-chloro-3-pyridyl) methyl-3,3- Dimethyl-1-acetyl-2-nitroguanidine, 1- (6-chloro-3-pyridyl) -3-methyl-2-cyanoguanidine, 1- (2-chloro-5-
Thiazolyl) methyl-3,3-dimethyl-2-nitroguanidine, 1- (2-chloro-5-thiazolyl) methyl-1-ethyl-3-methyl-2-nitroguanidine, 1
-(2-chloro-5-thiazolyl) methyl-1-acetyl-3,3-dimethyl-2-nitroguanidine, 1-
(6-Chloro-3-pyridyl) methyl-1-methyl-2
-Trifluoroacetylguanidine, 1- (2-chloro-5-thiazolyl) methyl-1,3-dimethyl-2-nitroguanidine, 1- (2-chloro-5-thiazolyl)
Methyl-1-methyl-2-nitroguanidine, 1- (5
-Thiazolyl) methyl-3-methyl-2-nitroguanidine, 1- (2-methyl-5-thiazolyl) methyl-
3,3-dimethyl-2-nitroguanidine, 1- (2-
Methyl-5-thiazolyl) methyl-3-methyl-2-nitroguanidine, 1- (2-phenyl-5-thiazolyl) methyl-3-methyl-2-nitroguanidine, 1-
(2-chloro-5-thiazolyl) methyl-3,3-diethyl-2-nitroguanidine, 1- (2-chloro-5-
Thiazolyl) methyl-3-methyl-3-ethyl-2-nitroguanidine, 1- (2-chloro-5-thiazolyl)
Methyl-3- (1-pyrrolidinyl) -2-nitroguanidine, 1- (2-chloro-5-thiazolyl) methyl-
1,3,3-trimethyl-2-nitroguanidine, 1-
(2-bromo-5-thiazolyl) methyl-3-methyl-
2-nitroguanidine, 1- (2-bromo-5-thiazolyl) methyl-3,3-dimethyl-2-nitroguanidine, 1- (2-chloro-5-thiazolyl) methyl-3-
Methyl-2-cyanoguanidine, 1- (tetrahydrofuran-3-yl) methyl-3-methyl-2-nitroguanidine, 1- (tetrahydrofuran-2-yl) methyl-3-methyl-2-nitroguanidine and the like are mentioned. Can be.
【０００５】一般式（２）の化合物としては例えば、３
−〔（６−クロロ−３−ピリジル）メチル〕−Ｎ−シア
ノ−２−チアゾリジンイミン、１−［（６−クロロ−３
−ピリジル）メチル］−Ｎ−ニトロテトラヒドロピリミ
ジン−２−イミン等を挙げることができる。The compound of the general formula (2) is, for example, 3
-[(6-chloro-3-pyridyl) methyl] -N-cyano-2-thiazolidine imine, 1-[(6-chloro-3
-Pyridyl) methyl] -N-nitrotetrahydropyrimidin-2-imine.
【０００６】一般式（３）の化合物としては例えば、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、３，５−ジメチル−１−［（６−クロロ
−３−ピリジル）メチル］−Ｎ−ニトロヘキサヒドロ−
1，３，５−トリアジン−２−イミン、３，５−ジメチ
ル−１−［（２−クロロ−５−チアゾリル）メチル］−
２−ニトロイミノヘキサヒドロ−１，３，５−トリアジ
ン、３−エチル−５−メチル−１−［（６−クロロ−３
−ピリジル）メチル］−Ｎ−ニトロヘキサヒドロ−1，
３，５−トリアジン−２−イミン、３−ｎ−プロピル−
５−メチル−１−［（６−クロロ−３−ピリジル）メチ
ル］−Ｎ−ニトロヘキサヒドロ−1，３，５−トリアジ
ン−２−イミン、３−ｎ−プロピル−５−メチル−１−
［（２−クロロ−５−チアゾリル）メチル］−Ｎ−ニト
ロヘキサヒドロ-1，３，５−トリアジン−２−イミン、
３−（２−プロペニル）−５−メチル−１−［（６−ク
ロロ−３−ピリジル）メチル］−Ｎ−ニトロヘキサヒド
ロ−1，３，５−トリアジン−２−イミン、３−（２−
プロピニル）−５−メチル−１−［（６−クロロ−３−
ピリジル）メチル］−Ｎ−ニトロヘキサヒドロ−1，
３，５−トリアジン−２−イミン等を挙げることができ
る。The compound of the general formula (3) is, for example, 3
-[(2-chloro-5-thiazolyl) methyl] -5-methyl-4-nitroiminotetrahydro-1,3,5-oxadiazine, 3,5-dimethyl-1-[(6-chloro-3-pyridyl) Methyl] -N-nitrohexahydro-
1,3,5-triazine-2-imine, 3,5-dimethyl-1-[(2-chloro-5-thiazolyl) methyl]-
2-nitroiminohexahydro-1,3,5-triazine, 3-ethyl-5-methyl-1-[(6-chloro-3
-Pyridyl) methyl] -N-nitrohexahydro-1,
3,5-triazine-2-imine, 3-n-propyl-
5-methyl-1-[(6-chloro-3-pyridyl) methyl] -N-nitrohexahydro-1,3,5-triazine-2-imine, 3-n-propyl-5-methyl-1-
[(2-chloro-5-thiazolyl) methyl] -N-nitrohexahydro-1,3,5-triazine-2-imine,
3- (2-propenyl) -5-methyl-1-[(6-chloro-3-pyridyl) methyl] -N-nitrohexahydro-1,3,5-triazine-2-imine, 3- (2-
Propinyl) -5-methyl-1-[(6-chloro-3-
Pyridyl) methyl] -N-nitrohexahydro-1,
3,5-triazine-2-imine and the like can be mentioned.
【０００７】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）：Ｍａｓｔｏｔｅｒｍｉｔ
ｉｄａｅムカシシロアリ科，Ｔｅｒｍｏｐｓｉｄａｅオ
オシロアリ科［Ｚｏｏｔｅｒｍｏｐｓｉｓ属，Ａｒｃｈ
ｏｔｅｒｍｏｐｓｉｓ属，Ｈｏｄｏｔｅｒｍｏｐｓｉｓ
属，Ｐｏｒｏｔｅｒｍｅｓ属，Ｓｔｏｌｏｔｅｒｍｅｓ
属］，Ｋａｌｏｔｅｒｍｉｔｉｄａｅレイビシロアリ科
［Ｋａｌｏｔｅｒｍｅｓ属，Ｎｅｏｔｅｒｍｅｓ属，Ｃ
ｒｙｐｔｏｔｅｒｍｅｓ属，Ｉｎｃｉｓｉｔｅｒｍｅｓ
属，Ｇｌｙｐｔｏｔｅｒｍｅｓ属］，Ｈｏｄｏｔｅｒｍ
ｉｔｉｄａｅシュウカクシロアリ科［Ｈｏｄｏｔｅｒｍ
ｅｓ属，Ｍｉｃｒｏｈｏｄｏｔｅｒｍｅｓ属，Ａｎａｃ
ａｎｔｈｏｔｅｒｍｅｓ属］，Ｒｈｉｎｏｔｅｒｍｉｔ
ｉｄａｅミゾガシラシロアリ科［Ｒｅｔｉｃｕｌｉｔｅ
ｒｍｅｓ属，Ｈｅｔｅｒｏｔｅｒｍｅｓ属，Ｃｏｐｔｏ
ｔｅｒｍｅｓ属，Ｓｃｈｅｄｏｌｉｎｏｔｅｒｍｅｓ
属］，Ｓｅｒｒｉｔｅｒｍｉｔｉｄａｅノコギリシロア
リ科，Ｔｅｒｍｉｔｉｄａｅシロアリ科［Ａｍｉｔｅｒ
ｍｅｓ属，Ｄｒｅｐａｎｏｔｅｒｍｅｓ属，Ｈｏｐｉｔ
ａｌｉｔｅｒｍｅｓ属，Ｔｒｉｎｅｒｖｉｔｅｒｍｅｓ
属，Ｍａｃｒｏｔｅｒｍｅｓ属，Ｏｄｏｎｔｏｔｅｒｍ
ｅｓ属，Ｍｉｃｒｏｔｅｒｍｅｓ属，Ｎａｓｕｔｉｔｅ
ｒｍｅｓ属，Ｐｅｒｉｃａｐｒｉｔｅｒｍｅｓ属，Ａｎ
ｏｐｌｏｔｅｒｍｅｓ属］に属する害虫。[0007] The termites that can be effectively controlled by the present invention include the following. Isoptera: Mastertermit
idae Pterotermite, Termopsidae Termite [Zootermopsis, Arch
genus otermopsis, Hodotermopsis
Genus, Porotermes, Stolotermes
Genus], Kalottermitidae Levitermite [Kalotermes, Neotermes, C
genus ryptotermes, Incistermes
Genus, Glyptotermes], Hodterm
itidae Pterosaur termite [Hodoterm
genus es, Microhodotermes, Anac
genus anthotermes], Rhinotermit
idae grouse termite [Reticulite]
genus rmes, Heterotermes, Copto
termes, Schedolinotermes
Genus], Serritermitidae Sawtooth Termite, Termitidae Termite [Amiter
Genus mes, Drepanotermes, Hopit
genus alitermes, Trinervitermes
Genus, Macrotermes, Odontoterm
Es genus, Microtermes genus, Nasuteite
genus rmes, Pericapritermes, An
oplotemes].
【０００８】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（Ｒｅｔｉｃｕｌｉ
ｔｅｒｍｅｓ ｓｐｅｒａｔｕｓ）、イエシロアリ（Ｃ
ｏｐｔｏｔｅｒｍｅｓ ｆｏｒｍｏｓａｎｕｓ）、アメ
リカカンザイシロアリ（Ｉｎｃｉｓｉｔｅｒｍｅｓ ｍ
ｉｎｏｒ）、ダイコクシロアリ（Ｃｒｙｐｔｏｔｅｒｍ
ｅｓ ｄｏｍｅｓｔｉｃｕｓ）、タイワンシロアリ（Ｏ
ｄｏｎｔｏｔｅｒｍｅｓ ｆｏｒｍｏｓａｎｕｓ）、コ
ウシュンシロアリ（Ｎｅｏｔｅｒｍｅｓ ｋｏｓｈｕｎ
ｅｎｓｉｓ）、サツマシロアリ（Ｇｌｙｐｔｏｔｅｒｍ
ｅｓ ｓａｔｓｕｍｅｎｓｉｓ）、ナカジマシロアリ
（Ｇｌｙｐｔｏｔｅｒｍｅｓ ｎａｋａｊｉｍａｉ）、
カタンシロアリ（Ｇｌｙｐｔｏｔｅｒｍｅｓ ｆｕｓｃ
ｕｓ）、コダマシロアリ（Ｇｌｙｐｔｏｔｅｒｍｅｓ
ｋｏｄａｍａｉ）、クシモトシロアリ（Ｇｌｙｐｔｏｔ
ｅｒｍｅｓ ｋｕｓｈｉｍｅｎｓｉｓ）、オオシロアリ
（Ｈｏｄｏｔｅｒｍｏｐｓｉｓｊａｐｏｎｉｃａ）、コ
ウシュウイエシロアリ（Ｃｏｐｔｏｔｅｒｍｅｓ ｇｕ
ａｎｇｚｈｏｅｎｓｉｓ）、アマミシロアリ（Ｒｅｔｉ
ｃｕｌｉｔｅｒｍｅｓｍｉｙａｔａｋｅｉ）、キアシシ
ロアリ（Ｒｅｔｉｃｕｌｉｔｅｒｍｅｓ ｆｌａｖｉｃ
ｅｐｓ ａｍａｍｉａｎｕｓ）、カンモンシロアリ（Ｒ
ｅｔｉｃｕｌｉｔｅｒｍｅｓ ｓｐ．）、タカサゴシロ
アリ（Ｎａｓｕｔｉｔｅｒｍｅｓ ｔａｋａｓａｇｏｅ
ｎｓｉｓ）、ニトベシロアリ（Ｐｅｒｉｃａｐｒｉｔｅ
ｒｍｅｎｉｔｏｂｅｉ）、ムシャシロアリ（Ｓｉｎｏｃ
ａｐｒｉｔｅｒｍｅｓ ｍｕｓｈａｅ）等をあげること
ができる。Among the above-mentioned insects belonging to the order Isoptera, the termites to be controlled in Japan in particular include the Japanese termites ( Reticuli)
termes speratus), Formosan subterranean termite (C
optotermes formosanus ), American termite ( Incistermes m.)
inor ), termite ( Cryptoterm )
es domesticus ), termite ( O )
dontotermes formosanus ), Koshung termites ( Neotermes koshun)
ensis ), Satsuma termite ( Glyptoterm )
es satsumensis), Nakajima termites (Glyptotermes nakajimai),
Catan Termite ( Glyptotermes fusc)
us ), the termite ( Glyptotermes )
Kodamai ), Glyptotot
ermes kushimensis ), termites ( Hodotermopsisjaponica ), and termites ( Coptotemes gu)
angzhoensis ), amami termite ( Reti )
cultermesmiyatakei , Reticulitermes flavic
eps amamianus ), termites ( R)
eticulitermes sp. ), Takasago termite (Nasutitermes takasagoe
nsis), Nitobe termites (Pericaprite
rmenitobei), warrior termites (Sinoc
apritermes mustache ) and the like.
【０００９】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 present molded article is usually 0.001 to 1% by weight, preferably 0.05 to 1% by weight.
0.5% by weight.
【００１０】また本成形体に適用可能な発泡樹脂として
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。発泡ポリエチレン樹脂等の発泡ポリオレフィン樹
脂、発泡ポリスチレン樹脂および発泡ポリウレタン樹脂
が好ましく使用される。Examples of the foamed resin applicable to the molded article include foamed thermoplastic resins and foamed thermosetting resins, and specifically, for example, foamed polyolefin resins such as foamed polyethylene resin and foamed polypropylene resin. In addition to foamed methacrylate resins such as foamed polymethyl methacrylate resins, foamed polyurethane resins, and foamed polystyrene resins, foamed resins made of a copolymer of styrene and methacrylic acid ester can be used. A foamed polyolefin resin such as a foamed polyethylene resin, a foamed polystyrene resin, and a foamed polyurethane resin are preferably used.
【００１１】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 coloring agent can be appropriately added to the molded article.
【００１２】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６３−１
５９４５１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 article. For example, a solvent solution and an adhesive of the present compound are sprayed onto the pre-expanded resin particles while flowing the resin particles into the air. After ventilation drying, if necessary, a method in which pre-expanded resin particles not sprayed with the present compound are mixed and foamed and molded (Japanese Patent Application Laid-Open No. 10-36549), and unexpanded resin particles, for example, resin beads, are mixed with the present compound. A method of foaming after coating with a solvent solution (JP-A-63-1)
No. 59451). Also, for example,
After adding and dissolving the present compound in a polyether polyol containing a foaming agent, as in the case of a polyurethane resin,
A method of mixing a polyisocyanate and performing foam molding can also be applied. This molded article can be used in the same manner as ordinary foamed resin molded articles in heat insulating materials, heat insulating materials, soundproofing materials, cushioning materials, electric insulating materials, etc. of buildings, and has an excellent termite-proofing effect in such application scenes. Stable for a long time.
【００１３】[0013]
【実施例】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１０−３６
５４９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５０：５
０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) 180 g of polystyrene resin prefoamed about 50-fold was put into a fluid coating machine (fluid coating machine) [Mixgrade, manufactured by Okawara Seisakusho Co., Ltd.], and air was blown into the fluid. Let it. Next, 1- (tetrahydrofuran-3
Diluent consisting of a mixture of 8 g of a 5% aqueous solution of methyl-3-methyl-2-nitroguanidine and 30 g of an acrylic / styrene resin emulsion as an adhesive (water: diacetone alcohol = 19: 1 (weight ratio))
Prepare a mixture by diluting with 30 g. The mixture is sprayed into a fluidized coating machine at a rate of 30 g / min and applied to the surface of the flowing 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 termite-resistant pre-expanded particles are obtained. The termite-resistant expanded particles are prepared, for example, by using JP-A-10-36.
No. 549, etc., heat molding is performed by a known method such that the content of 1- (tetrahydrofuran-3-yl) methyl-3-methyl-2-nitroguanidine is about 0.2% by weight. A termite foamed resin molded article is obtained. (2) The termite-resistant pre-expanded particles are mixed with the pre-expanded polystyrene resin in a ratio of about 50: 5 without applying the present compound.
0 and mixed by heating in the same manner as in (1), whereby the content of 1- (tetrahydrofuran-3-yl) methyl-3-methyl-2-nitroguanidine is 0.1% by weight. A termite-resistant foamed resin molded article is obtained.
【００１４】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 3-[(2-Chloro-5-thiazolyl) methyl] -5-methyl-4-nitro instead of 1- (tetrahydrofuran-3-yl) methyl-3-methyl-2-nitroguanidine By performing the same treatment as in Example 1 except that iminotetrahydro-1,3,5-oxadiazine was used,
3-[(2-chloro-5-thiazolyl) methyl] -5-
Methyl-4-nitroiminotetrahydro-1,3,5-
A termite-resistant foamed resin molded article having an oxadiazine content of 0.2% by weight or 0.1% by weight is obtained.
【００１５】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−１４
１ｂ）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 ３６０
Ｐ、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 a blowing agent HCFC (trade name: HYCEL M-173C, manufactured by Toho Chemical Industry Co., Ltd.)
Main ingredient: Polyether polyol and HCFC-14
1b) To 25 g, a predetermined amount of 1- (tetrahydrofuran-3-yl) methyl-3-methyl-2-nitroguanidine was added and dissolved, and the solution was placed in a polyethylene resin bag (49 cm × 21 cm). And a polyisocyanate (trade name: HYCEL 360, manufactured by Toho Chemical Industry Co., Ltd.)
(P, main component: polyisocyanate) 25 g are mixed at room temperature and reacted by shaking to obtain a termite-resistant foamed polyurethane resin molded product.
【００１６】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 3-[(2-Chloro-5-thiazolyl) methyl] -5-methyl-4-nitro in place of 1- (tetrahydrofuran-3-yl) methyl-3-methyl-2-nitroguanidine By performing the same treatment as in Example 3 except that iminotetrahydro-1,3,5-oxadiazine was used,
A termite-resistant foamed polyurethane resin molded article is obtained.
【００１７】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 termite-resistant foamed polyurethane resin molded article prepared by the method of Example 3 was hollowed out to a size of φ1.7 cm × length 3 cm, and was cut from the lower end of a glass tube (inner diameter 1.7 cm × length 15 cm). 2.
The molded body was packed as a resin layer at an interval of 5 cm. Approximately 1.5 cm on both sides of the resin layer is sandwiched between 4% agar, and 50 house termites and 5 soldiers are released into the space above the resin layer in the glass tube. One week later, the piercing condition of the termites is observed. did. The test was performed in triplicate. Table 1 shows the results.
In the agar layer perforation conditions in the result column of Table 1, A indicates that termites penetrated the resin layer and also penetrated the lower agar layer, and B indicates that the termites penetrated the resin layer and further lowered. And C indicates that the termites could not completely penetrate the resin layer and no perforation was found in the lower agar layer.
【００１８】[0018]
【表１】 *：“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[Table 1] *: "Compound A": 1- (tetrahydrofuran-3-yl) methyl-3-methyl-2-nitroguanidine
【００１９】[0019]
【発明の効果】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 it is applied to a heat insulating material and a heat insulating material of a building, it can exhibit excellent performance in terms of termite-controlling effect, its sustainability, thermal stability and the like. A termite-resistant foamed resin molded article can be provided.
フロントページの続き (51)Int.Cl.7 識別記号 ＦＩ テーマコート゛(参考） Ａ０１Ｎ 43/86 １０２ Ａ０１Ｎ 43/86 １０２ 43/88 １０１ 43/88 １０１ Ｃ０８Ｊ 9/22 ＣＦＦ Ｃ０８Ｊ 9/22 ＣＦＦ Ｆターム(参考） 4F074 AA17 AA24 AA32 AA33 AA48 AA78 AD13 AD21 AG12 BA53 CA21 CA30 CA38 CA46 CC10X DA32 DA33 DA48 DA57 4H011 AC03 AC06 BB04 BB09 BB10 BB11 BC19 DA09 DE03 DE17 DH02 DH05 DH30 Continued on the front page (51) Int.Cl. 7 Identification symbol FI Theme coat II (reference) A01N 43/86 102 A01N 43/86 102 43/88 101 43/88 101 C08J 9/22 CFF C08J 9/22 CFF F term (Reference) 4F074 AA17 AA24 AA32 AA33 AA48 AA78 AD13 AD21 AG12 BA53 CA21 CA30 CA38 CA46 CC10X DA32 DA33 DA48 DA57 4H011 AC03 AC06 BB04 BB09 BB10 BB11 BC19 DA09 DE03 DE17 DH02 DH05 DH30
Claims (5)
たは（３） （式中、Ａは６−クロロ−３−ピリジル基、２−クロロ
−５−チアゾリル基、テトラヒドロフラン−２−イル
基、テトラヒドロフラン−３−イル基、５−メチルテト
ラヒドロフラン−３−イル基、３−ピリジル基、６−ブ
ロモ−３−ピリジル基、３−シアノフェニル基、２−メ
チル−５−チアゾリル基、２−フェニル−５−チアゾリ
ル基または２−ブロモ−５−チアゾリル基を表わし、Ｒ
1は水素原子、メチル基、エチル基、ホルミル基または
アセチル基を表わし、Ｒ2はアミノ基、メチルアミノ
基、Ｎ，Ｎ−ジメチルアミノ基、エチルアミノ基、Ｎ，
Ｎ−ジエチルアミノ基、Ｎ −メチル−Ｎ−エチルアミ
ノ基、１−ピロリジニル基、（６−クロロ−３−ピリジ
ル）メチルアミノ基またはＮ−メチル−Ｎ−（６−クロ
ロ−３−ピリジル）メチルアミノ基を表わし、Ｒ3はメ
チル基、エチル基、プロピル基、プロペニル基またはプ
ロピニル基を表わし、Ｘは窒素原子またはＣＨ基を表わ
し、Ｙはシアノ基、ニトロ基またはトリフルオロアセチ
ル基を表わし、Ｄは酸素原子または−Ｎ（ＣＨ3）−基
を表わし、ｍは０または１を表わし、ｎは２または３を
表わす。）で示される化合物を含有することを特徴とす
る防蟻性発泡樹脂成形体。1. An anti-termite component represented by the general formula (1), (2) or (3) (Wherein A is a 6-chloro-3-pyridyl group, a 2-chloro-5-thiazolyl group, a tetrahydrofuran-2-yl group, a tetrahydrofuran-3-yl group, a 5-methyltetrahydrofuran-3-yl group, R represents a pyridyl group, a 6-bromo-3-pyridyl group, a 3-cyanophenyl group, a 2-methyl-5-thiazolyl group, a 2-phenyl-5-thiazolyl group or a 2-bromo-5-thiazolyl group;
1 represents a hydrogen atom, a methyl group, an ethyl group, a formyl group or an acetyl group, and R 2 represents an amino group, a methylamino group, an N, N-dimethylamino group, an ethylamino group, an N,
N-diethylamino group, N-methyl-N-ethylamino group, 1-pyrrolidinyl group, (6-chloro-3-pyridyl) methylamino group or N-methyl-N- (6-chloro-3-pyridyl) methylamino R 3 represents a methyl group, an ethyl group, a propyl group, a propenyl group or a propynyl group; X represents a nitrogen atom or a CH group; Y represents a cyano group, a nitro group or a trifluoroacetyl group; Represents an oxygen atom or a —N (CH 3 ) — group, m represents 0 or 1, and n represents 2 or 3. A termite-resistant foamed resin molded article comprising the compound represented by the formula (1).
いる請求項１に記載の防蟻性発泡樹脂成形体。2. The termite-resistant foamed resin molded article according to claim 1, wherein a foamed polyurethane resin is used as the foamed resin.
用いる請求項１に記載の防蟻性発泡樹脂成形体。3. The termite-resistant foamed resin molded article according to claim 1, wherein a foamed polyolefin resin is used as the foamed resin.
いる請求項１に記載の防蟻性発泡樹脂成形体。4. The termite-resistant foamed resin molded article according to claim 1, wherein a foamed polystyrene resin is used as the foamed resin.
（１）、（２）または（３）で示される化合物の含有量
が０．００１〜１％である請求項１〜４のいずれかに記
載の防蟻性発泡樹脂成形体。5. The resin molded product according to claim 1, wherein the content of the compound represented by formula (1), (2) or (3) is 0.001 to 1%. The termite-resistant foamed resin molded article according to any one of the above.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11022350A JP2000219601A (en) | 1999-01-29 | 1999-01-29 | Ant-controlling resin foam molding |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11022350A JP2000219601A (en) | 1999-01-29 | 1999-01-29 | Ant-controlling resin foam molding |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008307238A Division JP4557078B2 (en) | 2008-12-02 | 2008-12-02 | Ant-proof foamed resin molding |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2000219601A true JP2000219601A (en) | 2000-08-08 |
Family
ID=12080221
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11022350A Pending JP2000219601A (en) | 1999-01-29 | 1999-01-29 | Ant-controlling resin foam molding |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2000219601A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002370246A (en) * | 2001-06-13 | 2002-12-24 | Mitsubishi Kagaku Form Plastic Kk | Additive-containing foamed resin molded object and method for manufacturing the same |
| JP2008088807A (en) * | 2007-12-12 | 2008-04-17 | Inoac Corp | Insect-proof heat insulating material and its manufacturing method |
| JP2008255092A (en) * | 2007-01-26 | 2008-10-23 | Japan Enviro Chemicals Ltd | Neonicotinoid preparation, curable termite control composition, termite-proofing coating composition, termite-proofing resin molded article, sprinkler, sprinkling method, and treating method |
| WO2009049856A1 (en) * | 2007-10-15 | 2009-04-23 | Syngenta Participations Ag | Anti-termite styrofoam product and method of manufacturing the same |
| JP2009084296A (en) * | 2008-12-02 | 2009-04-23 | Sumitomo Chemical Co Ltd | Ant-repellent foamed resin molded article |
| JP2011506567A (en) * | 2007-12-21 | 2011-03-03 | ビーエーエスエフ ソシエタス・ヨーロピア | Insecticide-modified bead material composed of expandable polystyrene, and insecticide-modified molded article obtained from the bead material |
-
1999
- 1999-01-29 JP JP11022350A patent/JP2000219601A/en active Pending
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002370246A (en) * | 2001-06-13 | 2002-12-24 | Mitsubishi Kagaku Form Plastic Kk | Additive-containing foamed resin molded object and method for manufacturing the same |
| JP2008255092A (en) * | 2007-01-26 | 2008-10-23 | Japan Enviro Chemicals Ltd | Neonicotinoid preparation, curable termite control composition, termite-proofing coating composition, termite-proofing resin molded article, sprinkler, sprinkling method, and treating method |
| WO2009049856A1 (en) * | 2007-10-15 | 2009-04-23 | Syngenta Participations Ag | Anti-termite styrofoam product and method of manufacturing the same |
| JP2009096843A (en) * | 2007-10-15 | 2009-05-07 | Dainaga Kk | Termite repelling foamed polystyrol product and method for producing the same |
| JP2008088807A (en) * | 2007-12-12 | 2008-04-17 | Inoac Corp | Insect-proof heat insulating material and its manufacturing method |
| JP2011506567A (en) * | 2007-12-21 | 2011-03-03 | ビーエーエスエフ ソシエタス・ヨーロピア | Insecticide-modified bead material composed of expandable polystyrene, and insecticide-modified molded article obtained from the bead material |
| JP2009084296A (en) * | 2008-12-02 | 2009-04-23 | Sumitomo Chemical Co Ltd | Ant-repellent foamed resin molded article |
| JP4557078B2 (en) * | 2008-12-02 | 2010-10-06 | 住友化学株式会社 | Ant-proof foamed resin molding |
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