JPH08302080A - Sustainable insect-proofing olefin resin composition and molded form therefrom - Google Patents
Sustainable insect-proofing olefin resin composition and molded form therefromInfo
- Publication number
- JPH08302080A JPH08302080A JP7106226A JP10622695A JPH08302080A JP H08302080 A JPH08302080 A JP H08302080A JP 7106226 A JP7106226 A JP 7106226A JP 10622695 A JP10622695 A JP 10622695A JP H08302080 A JPH08302080 A JP H08302080A
- Authority
- JP
- Japan
- Prior art keywords
- insect
- density polyethylene
- polymer
- resin composition
- weight
- 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
Links
- 239000011342 resin composition Substances 0.000 title claims abstract description 16
- 229920005672 polyolefin resin Polymers 0.000 title 1
- 239000002728 pyrethroid Substances 0.000 claims abstract description 28
- 229920000098 polyolefin Polymers 0.000 claims abstract description 20
- 229920000642 polymer Polymers 0.000 claims abstract description 19
- 229920001684 low density polyethylene Polymers 0.000 claims abstract description 17
- 239000004702 low-density polyethylene Substances 0.000 claims abstract description 17
- -1 polypropylene Polymers 0.000 claims abstract description 16
- 239000004743 Polypropylene Substances 0.000 claims abstract description 13
- 229920001155 polypropylene Polymers 0.000 claims abstract description 13
- 239000000203 mixture Substances 0.000 claims abstract description 12
- 229920001903 high density polyethylene Polymers 0.000 claims abstract description 11
- 239000004700 high-density polyethylene Substances 0.000 claims abstract description 11
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000005977 Ethylene Substances 0.000 claims abstract description 9
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 9
- 229920001179 medium density polyethylene Polymers 0.000 claims abstract description 4
- 239000004701 medium-density polyethylene Substances 0.000 claims abstract description 4
- 229920000092 linear low density polyethylene Polymers 0.000 claims abstract 2
- 239000004707 linear low-density polyethylene Substances 0.000 claims abstract 2
- 239000000077 insect repellent Substances 0.000 claims description 58
- 238000013508 migration Methods 0.000 claims description 28
- 230000005012 migration Effects 0.000 claims description 28
- 229920000573 polyethylene Polymers 0.000 claims description 12
- 229920005989 resin Polymers 0.000 claims description 8
- 239000011347 resin Substances 0.000 claims description 8
- 230000005923 long-lasting effect Effects 0.000 claims description 5
- 238000000465 moulding Methods 0.000 claims description 5
- 229920001577 copolymer Polymers 0.000 claims description 4
- 229920001519 homopolymer Polymers 0.000 claims description 2
- YREQHYQNNWYQCJ-UHFFFAOYSA-N etofenprox Chemical compound C1=CC(OCC)=CC=C1C(C)(C)COCC1=CC=CC(OC=2C=CC=CC=2)=C1 YREQHYQNNWYQCJ-UHFFFAOYSA-N 0.000 abstract description 7
- 229920001038 ethylene copolymer Polymers 0.000 abstract description 3
- FJDPATXIBIBRIM-QFMSAKRMSA-N (1R)-trans-cyphenothrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 FJDPATXIBIBRIM-QFMSAKRMSA-N 0.000 abstract description 2
- RURQAJURNPMSSK-UHFFFAOYSA-N 1-(4-chlorophenoxy)-3-{[2-(4-ethoxyphenyl)-3,3,3-trifluoropropoxy]methyl}benzene Chemical compound C1=CC(OCC)=CC=C1C(C(F)(F)F)COCC1=CC=CC(OC=2C=CC(Cl)=CC=2)=C1 RURQAJURNPMSSK-UHFFFAOYSA-N 0.000 abstract description 2
- VQXSOUPNOZTNAI-UHFFFAOYSA-N Pyrethrin I Natural products CC(=CC1CC1C(=O)OC2CC(=O)C(=C2C)CC=C/C=C)C VQXSOUPNOZTNAI-UHFFFAOYSA-N 0.000 abstract description 2
- HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 abstract description 2
- VJFUPGQZSXIULQ-XIGJTORUSA-N pyrethrin II Chemical compound CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VJFUPGQZSXIULQ-XIGJTORUSA-N 0.000 abstract description 2
- MIZYPRIEDMSCAC-UHFFFAOYSA-N (2-methyl-4-oxo-3-prop-2-enylcyclopent-2-en-1-yl) 2,2,3,3-tetramethylcyclopropane-1-carboxylate Chemical compound CC1=C(CC=C)C(=O)CC1OC(=O)C1C(C)(C)C1(C)C MIZYPRIEDMSCAC-UHFFFAOYSA-N 0.000 abstract 1
- 230000001617 migratory effect Effects 0.000 abstract 1
- 230000000694 effects Effects 0.000 description 14
- 241000607479 Yersinia pestis Species 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 239000005896 Etofenprox Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 229950005085 etofenprox Drugs 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 150000001336 alkenes Chemical class 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 5
- 239000005871 repellent Substances 0.000 description 5
- 230000002940 repellent Effects 0.000 description 5
- ZCVAOQKBXKSDMS-AQYZNVCMSA-N (+)-trans-allethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(CC=C)C(=O)C1 ZCVAOQKBXKSDMS-AQYZNVCMSA-N 0.000 description 4
- FMTFEIJHMMQUJI-NJAFHUGGSA-N 102130-98-3 Natural products CC=CCC1=C(C)[C@H](CC1=O)OC(=O)[C@@H]1[C@@H](C=C(C)C)C1(C)C FMTFEIJHMMQUJI-NJAFHUGGSA-N 0.000 description 4
- 229940024113 allethrin Drugs 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 241000238631 Hexapoda Species 0.000 description 3
- 230000000977 initiatory effect Effects 0.000 description 3
- 241001674044 Blattodea Species 0.000 description 2
- 241000256602 Isoptera Species 0.000 description 2
- 239000004594 Masterbatch (MB) Substances 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Chemical compound C=1C=C(Cl)C=CC=1C(C(C)C)C(=O)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-UHFFFAOYSA-N 0.000 description 2
- 239000002917 insecticide Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 230000002688 persistence Effects 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- SBNFWQZLDJGRLK-RTWAWAEBSA-N (1R)-trans-phenothrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 SBNFWQZLDJGRLK-RTWAWAEBSA-N 0.000 description 1
- 239000005874 Bifenthrin Substances 0.000 description 1
- 241000238657 Blattella germanica Species 0.000 description 1
- 241000258920 Chilopoda Species 0.000 description 1
- 241000255930 Chironomidae Species 0.000 description 1
- 239000005946 Cypermethrin Substances 0.000 description 1
- 239000005892 Deltamethrin Substances 0.000 description 1
- 241000282412 Homo Species 0.000 description 1
- 241000257303 Hymenoptera Species 0.000 description 1
- 229920010126 Linear Low Density Polyethylene (LLDPE) Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- OMFRMAHOUUJSGP-IRHGGOMRSA-N bifenthrin Chemical compound C1=CC=C(C=2C=CC=CC=2)C(C)=C1COC(=O)[C@@H]1[C@H](\C=C(/Cl)C(F)(F)F)C1(C)C OMFRMAHOUUJSGP-IRHGGOMRSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000000071 blow moulding Methods 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000003484 crystal nucleating agent Substances 0.000 description 1
- 229960001591 cyfluthrin Drugs 0.000 description 1
- QQODLKZGRKWIFG-QSFXBCCZSA-N cyfluthrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@@H](C#N)C1=CC=C(F)C(OC=2C=CC=CC=2)=C1 QQODLKZGRKWIFG-QSFXBCCZSA-N 0.000 description 1
- 229960005424 cypermethrin Drugs 0.000 description 1
- KAATUXNTWXVJKI-UHFFFAOYSA-N cypermethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-UHFFFAOYSA-N 0.000 description 1
- 229960002483 decamethrin Drugs 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- OWZREIFADZCYQD-NSHGMRRFSA-N deltamethrin Chemical compound CC1(C)[C@@H](C=C(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 OWZREIFADZCYQD-NSHGMRRFSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229920006242 ethylene acrylic acid copolymer Polymers 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000002316 fumigant Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 229920000554 ionomer Polymers 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229960000490 permethrin Drugs 0.000 description 1
- RLLPVAHGXHCWKJ-UHFFFAOYSA-N permethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 229960003536 phenothrin Drugs 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229940108410 resmethrin Drugs 0.000 description 1
- VEMKTZHHVJILDY-FIWHBWSRSA-N resmethrin Chemical compound CC1(C)[C@H](C=C(C)C)C1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-FIWHBWSRSA-N 0.000 description 1
- HPYNBECUCCGGPA-UHFFFAOYSA-N silafluofen Chemical compound C1=CC(OCC)=CC=C1[Si](C)(C)CCCC1=CC=C(F)C(OC=2C=CC=CC=2)=C1 HPYNBECUCCGGPA-UHFFFAOYSA-N 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 229960005199 tetramethrin Drugs 0.000 description 1
- CXBMCYHAMVGWJQ-UHFFFAOYSA-N tetramethrin Chemical compound CC1(C)C(C=C(C)C)C1C(=O)OCN1C(=O)C(CCCC2)=C2C1=O CXBMCYHAMVGWJQ-UHFFFAOYSA-N 0.000 description 1
- 230000036962 time dependent Effects 0.000 description 1
- YWSCPYYRJXKUDB-KAKFPZCNSA-N tralomethrin Chemical compound CC1(C)[C@@H](C(Br)C(Br)(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 YWSCPYYRJXKUDB-KAKFPZCNSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
Landscapes
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、持続性を有するオレフ
ィン系防虫樹脂組成物およびその成形体に関するもの
で、より詳細には、厨房器の箱や流し台、電子機器のハ
ウジング素材、自動販売機、床材、壁材、天井材等への
ゴキブリ、アリ、ムカデ、ユスリカ、シロアリ等の進入
を阻止したり、衣類の収納ケース、タンス等へのイガ、
カツオブシムシの進入を阻止するための、ピレスロイド
系を主成分とした持続性を有するオレフィン系防虫樹脂
組成物およびその成形体に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a long-lasting olefin insect-repellent resin composition and a molded article thereof, and more specifically to a box or sink of a kitchen appliance, a housing material for electronic equipment, a vending machine. , To prevent entry of cockroaches, ants, centipedes, midges, termites, etc. into floor materials, wall materials, ceiling materials, etc.
The present invention relates to a long-lasting olefin-based insect-repellent resin composition containing a pyrethroid as a main component and a molded article thereof for preventing the entry of cuticles.
【０００２】[0002]
【従来の技術及びその問題点】現在、住宅様式の変化に
より、カビの発生が促進され、害虫の発生が増大してい
る。これらの被害の対策には、従来、殺虫剤を用いたエ
アゾール、燻蒸剤、毒餌や捕獲器などの利用が一般に行
われているが、効果の持続性が長くて１年程度と不十分
である。2. Description of the Related Art At present, changes in housing styles promote the growth of mold and increase the growth of pests. Conventionally, the use of insecticide-containing aerosols, fumigants, poison baits, traps, etc. has been generally used as a countermeasure for these damages, but the effect is long-lasting and insufficient for about one year. .
【０００３】防虫性の持続性をもたせるための処理方法
として、防虫剤をマイクロカプセル化させて持続性の向
上を図ったり、ポリエチレンやポリプロピレンに防虫剤
を含有させる方法がとられているが、衛生害虫、飛来害
虫、不快害虫、衣類害虫等で持続性により効果が発現す
る場合は、効果が不十分であったり、効果の持続性が短
いという欠点を有しており、さらにコスト高につくこと
も問題であった。As a treatment method for imparting the insect repellent durability, a method of encapsulating the insect repellent in a microcapsule to improve the durability or a method of incorporating the insect repellent into polyethylene or polypropylene is used. If the effect is sustained due to pests, flying pests, unpleasant pests, clothing pests, etc., it has the disadvantages of insufficient effect or short-lasting effect, resulting in higher costs. Was also a problem.
【０００４】また、有機リン系殺虫剤は安全性に問題点
があり、シロアリに対しても問題視されている。Further, organophosphorus insecticides have a problem in safety, and they are regarded as a problem for termites.
【０００５】[0005]
【発明の課題】そこで、従来の技術が有している効果の
不十分性や持続性の短い欠点を解決するべく検討した結
果、複数種のオレフィン系重合体を組み合わせてピレス
ロイド系防虫剤を配合すると、害虫に対する防虫作用の
持続性を制御することができ、しかも長期間にわたって
防虫作用の持続性が得られることを見いだした。Therefore, as a result of studies to solve the shortcomings of insufficient effect and short lasting effect that the conventional techniques have, as a result, a pyrethroid insect repellent is blended by combining plural kinds of olefin polymers. Then, it was found that the duration of insect repellent action against pests can be controlled, and that the repellent action of insect repellent can be obtained over a long period of time.
【０００６】即ち、本発明の目的は、害虫に対する防虫
作用の持続性を制御することができ、長期間にわたって
防虫作用の持続性を有し、しかも耐候性に優れた防虫樹
脂組成物およびその成形体を提供するにある。That is, the object of the present invention is to control the duration of insect repellent action against insect pests, to maintain the repellent action of insect repellent for a long period of time, and to have excellent weather resistance. To provide the body.
【０００７】[0007]
【問題を解決するための手段】本発明によれば、（Ａ）
相対的に低移行性のオレフィン系重合体１００重量部、
（Ｂ）相対的に高移行性のエチレン系重合体１０乃至４
００重量部、及び（Ｃ）ピレスロイド系防虫剤０．３乃
至１５重量部を含有することを特徴とする防虫作用の持
続性を有する防虫樹脂組成物並びにこの樹脂組成物から
成る成形体が提供される。According to the present invention, (A)
100 parts by weight of a relatively low migration olefin polymer,
(B) Ethylene polymer 10 to 4 having relatively high migration
There is provided an insect-controlling resin composition having a long-lasting insect-controlling action, which comprises 100 parts by weight of (C) and 0.3 to 15 parts by weight of a pyrethroid-type insect-controlling agent, and a molded article comprising the resin composition. It
【０００８】[0008]
【作用】本発明では、（Ａ）相対的に低移行性のオレフ
ィン系重合体１００重量部と、（Ｂ）相対的に高移行性
のエチレン系重合体１０乃至４００重量部とを組み合わ
せ、この組み合わせに（Ｃ）ピレスロイド系防虫剤０．
３乃至１５重量部を含有させたことが特徴である。In the present invention, (A) 100 parts by weight of a relatively low migration olefin polymer and (B) 10 to 400 parts by weight of a relatively high migration ethylene polymer are combined, In combination with (C) pyrethroid insect repellent 0.
It is characterized by containing 3 to 15 parts by weight.
【０００９】上記オレフィン系重合体の組み合わせを用
いることにより、オレフィン系重合体の単独を使用する
場合に比して、害虫に対する防虫作用の持続性を制御す
ることができ、長期間にわたって防虫作用を持続させる
ことができ、しかも耐候性を顕著に向上させることがで
きる。By using the combination of the above-mentioned olefin-based polymers, it is possible to control the duration of the insect-controlling action against harmful insects as compared with the case where the olefin-based polymer is used alone, and the insect-controlling action can be achieved over a long period of time. It can be maintained, and the weather resistance can be remarkably improved.
【００１０】後述する表１を参照されたい。オレフィン
系重合体単独にピレスロイド系防虫剤を配合した場合、
防虫作用の著しく劣るものもあり、また比較的短時間の
使用では十分な防虫作用（高いノックダウン率）を示す
ものもあるが、この後者のものでも耐候試験（６０℃×
６カ月の促進試験）後には防虫作用は著しく低下する。See Table 1 below. When a pyrethroid insect repellent is added to the olefin polymer alone,
Some insect repellents are extremely inferior, and some have a sufficient insect repellent action (high knockdown rate) when used for a relatively short time, but the latter also has a weather resistance test (60 ° C x 60 ° C).
After 6 months of accelerated test), the insect repellent effect is significantly reduced.
【００１１】これに対して、（Ａ）相対的に低移行性の
オレフィン系重合体と、（Ｂ）相対的に高移行性のエチ
レン系重合体との組み合わせを使用し、この組み合わせ
にピレスロイド系防虫剤を配合した組成物では、比較的
短時間の使用では勿論十分な防虫作用を示すと共に、耐
候試験後にも初期とほぼ同じ防虫作用を示すのであっ
て、この組成物は、防虫作用の持続性は勿論のこと、耐
候性にも顕著に優れていることが明らかである。On the other hand, a combination of (A) an olefin polymer having a relatively low migration and (B) an ethylene polymer having a relatively high migration is used. A composition containing an insect repellent exhibits a sufficient insect repellent action even when used for a relatively short period of time, and exhibits almost the same insect repellent action even after a weathering test. It is clear that not only the property but also the weather resistance is remarkably excellent.
【００１２】一般に、樹脂成形体中に配合した防虫剤に
より防虫作用が発現されるのは、移行（migration ）、
即ち可塑化プラスチックに配合された配合剤が、配合物
内で高濃度の側から低濃度の方（表面）へ移動する現象
によるものである。この移行現象の生成する程度はプラ
スチックと配合剤との相溶性等の性質にも関連してい
る。In general, insect repellents expressed in a resin molding exhibit a repellent effect by migration,
That is, this is due to the phenomenon that the compounding agent compounded in the plasticized plastic moves from the high concentration side to the low concentration side (surface) in the compound. The degree of formation of this migration phenomenon is also related to properties such as compatibility between the plastic and the compounding agent.
【００１３】相対的に低移行性のオレフィン系重合体に
ピレスロイド系防虫剤を配合した場合、防虫剤の移行が
防虫作用を示すというには極めて少なく、一方相対的に
高移行性のエチレン系重合体にピレスロイド系防虫剤を
配合した場合、防虫作用の初期には優れた防虫作用を示
すが、防虫剤の移行があまり早すぎるため、防虫作用の
持続性に欠けるのに対して、本発明において、これらの
両樹脂の組み合わせにピレスロイド系防虫剤を配合する
と、上記何れの場合から予測されるよりも、耐候試験後
の防虫作用が飛躍的に向上するのであって、これは両樹
脂の分散構造がピレスロイド系防虫剤の移行を最適な範
囲に制御し、優れた防虫作用とその持続性とを付与して
いるものと思われる。When a pyrethroid insect repellent is blended with an olefin polymer having a relatively low migration, the migration of the insect repellent is extremely small to exhibit an insect repellent effect, while the ethylene polymer having a relatively high migration is used. When a pyrethroid insect repellent is incorporated into the coalescence, it shows an excellent insect repellent action in the early stage of the repellent action, but the migration of the repellent agent is too fast, so that the insect repellent action lacks durability, whereas in the present invention. When a pyrethroid insect repellent is added to the combination of these two resins, the insect repellent action after the weather resistance test is dramatically improved, as compared with the case predicted from any of the above cases. Is believed to control the migration of pyrethroid insect repellent within an optimum range and impart an excellent insect repellent action and its durability.
【００１４】本発明において、（Ａ）相対的に低移行性
のオレフィン系重合体と、（Ｂ）相対的に高移行性のエ
チレン系重合体とを、上記量比で用いることも重要であ
り、（Ｂ）相対的に高移行性のエチレン系重合体の含有
量が上記範囲よりも少ないと、防虫作用のレベルそのも
のが低くなり、一方上記範囲よりも多いと、防虫作用に
持続性や耐候性が低下する傾向がある。In the present invention, it is also important to use (A) an olefin polymer having a relatively low transferability and (B) an ethylene polymer having a relatively high transferability in the above amount ratio. , (B) If the content of the relatively high-migrating ethylene-based polymer is less than the above range, the level of insect repellent action itself will be low, while if it is more than the above range, the insect repellent action will be persistent and weather resistant. Sex tends to decrease.
【００１５】本発明において、防虫剤としてピレスロイ
ド系防虫剤を使用するのは、このものが人畜に対する安
全性と防虫作用との組み合わせに優れていることとオレ
フィン系重合体に対する混練性と、適度な移行性とを有
することによるものであるが、上記量比で配合する場合
に、優れた防虫作用と持続性とが得られる。即ち、上記
範囲より少ないと防虫作用やその持続性が本発明に比し
てかなり低下する傾向があり、一方上記範囲よりも多い
と樹脂組成物の物性が低下したり、効果上も格別の利点
がなく、経済的に不利である。In the present invention, a pyrethroid insect repellent is used as an insect repellent because it has an excellent combination of safety against humans and insects and insect repellent action, and kneadability with an olefin polymer. Although it is due to the migration property, when it is blended in the above amount ratio, an excellent insect-controlling action and longevity are obtained. That is, if it is less than the above range, the insect repellent action and its persistence tend to be considerably reduced as compared with the present invention, while if it is more than the above range, the physical properties of the resin composition are deteriorated, and the effect is also particularly advantageous. Is economically disadvantageous.
【００１６】[0016]
【発明の好適態様】本発明において、相対的に低移行性
のオレフィン系重合体（Ａ）としては、高密度ポリエチ
レン（ＨＤＰＥ）、中密度ポリエチレン（ＭＤＰＥ）ま
たはポリプロピレン系重合体が好適に使用され、ここ
で、ポリプロピレン系重合体としては、ホモポリマー、
ランダム・コモポリマー及びブロック・コモポリマー等
の結晶性ポリプロピレン系重合体が使用される。BEST MODE FOR CARRYING OUT THE INVENTION In the present invention, high density polyethylene (HDPE), medium density polyethylene (MDPE) or polypropylene polymer is preferably used as the relatively low migration olefin polymer (A). Here, as the polypropylene-based polymer, a homopolymer,
Crystalline polypropylene-based polymers such as random comopolymers and block comopolymers are used.
【００１７】一方、相対的に高移行性のエチレン系重合
体としては、低密度ポリエチレン（ＬＤＰＥ）、直鎖状
低密度ポリエチレン（ＬＬＤＰＥ）またはエチレン系共
重合体が好適に使用され、ここで、エチレン系共重合体
としては、エチレン−酢酸ビニル共重合体、エチレン−
アクリル酸共重合体、アイオノマー（イオン架橋エチレ
ン共重合体）、エチレン−プロピレン共重合体、エチレ
ン−ブテン共重合体等が使用される。On the other hand, as the relatively high-migrating ethylene polymer, low density polyethylene (LDPE), linear low density polyethylene (LLDPE) or ethylene copolymer is preferably used. As the ethylene-based copolymer, ethylene-vinyl acetate copolymer, ethylene-
Acrylic acid copolymers, ionomers (ionically crosslinked ethylene copolymers), ethylene-propylene copolymers, ethylene-butene copolymers and the like are used.
【００１８】適度の相溶性を有し所謂海−島或いは層状
分布等の分散構造を取る樹脂の組み合わせが好ましく、
例えば、相対的に低移行性のオレフィン系重合体（Ａ）
が高密度ポリエチレンであり且つ相対的に高移行性のエ
チレン系重合体（Ｂ）が低密度ポリエチレンである組み
合わせや、相対的に低移行性のオレフィン系重合体
（Ａ）が結晶性ポリプロピレン系重合体であり且つ相対
的に高移行性のエチレン系重合体（Ｂ）が低密度ポリエ
チレンである組み合わせが好ましいものである。A combination of resins having a suitable compatibility and having a dispersed structure such as a so-called sea-island or layered distribution is preferable,
For example, a relatively low migration olefin polymer (A)
Is a high density polyethylene and the relatively high migration ethylene-based polymer (B) is a low density polyethylene, and the relatively low migration olefin-based polymer (A) is a crystalline polypropylene-based polymer. A combination in which the ethylene-based polymer (B) which is a united and relatively high-migrating property is a low-density polyethylene is preferable.
【００１９】ピレスロイド系防虫剤（Ｃ）としては、テ
ラレトリン、ピレトリン、アレスリン、プラレトリン、
フラメトリン、レスメトリン、ピレスメトリン、フェノ
トリン、ペルメトリン、ビフェントリン、シフェノトリ
ン、シフルトリン、デルタメトリン、トラロメトリン、
エンペントリン、フタルスリン、フェンバレレート、サ
イパーメトリン、サイフェノスリン、エトフェンプロッ
クス、フルフェンプロックス、フルプロキシフェン及び
シラフルオフェンから成る群より選択された少なくとも
１種のピレスロイド系化合物が単独或いは２種以上の組
み合わせで使用される。As the pyrethroid insect repellent (C), terraretrin, pyrethrin, allethrin, pralethrin,
Flamethrin, resmethrin, pyrethmethrin, phenothrin, permethrin, bifenthrin, cifenotrin, cyfluthrin, deltamethrin, tralomethrin,
Use of at least one pyrethroid compound selected from the group consisting of enpentrin, phthalthrin, fenvalerate, cypermethrin, cyphenothrin, etofenprox, flufenprox, fluproxyfen and silafluofen, alone or in combination of two or more. To be done.
【００２０】（Ａ）相対的に低移行性のオレフィン系重
合体１００重量部に対して、（Ｂ）相対的に高移行性の
エチレン系重合体を、１０乃至４００重量部、特に３０
乃至３００重量部の量で用いるのがよく、（Ｂ）相対的
に高移行性のエチレン系重合体の配合重量部を変更する
ことにより、防虫作用の持続性を制御することができ
る。即ち、（Ｂ）成分の配合量を多くする（少なくす
る）ことにより、ピレスロイド系防虫剤の単位時間当た
りの移行量を多くする（少なくする）ことができる。10 to 400 parts by weight, especially 30 parts by weight of (B) an ethylene-based polymer, relative to 100 parts by weight of an (A) relatively low-migrating olefin polymer.
The amount of the insect repellent effect can be controlled by changing the blending part by weight of the ethylene polymer having a relatively high migration property (B). That is, by increasing (reducing) the amount of the component (B), the transfer amount of the pyrethroid insect repellent per unit time can be increased (decreased).
【００２１】（Ｃ）ピレスロイド系防虫剤の量は、
（Ａ）の１００重量部に対して０．３乃至１５重量部、
特に０．５乃至８重量部配合するのがよい。The amount of (C) pyrethroid insect repellent is
0.3 to 15 parts by weight based on 100 parts by weight of (A),
In particular, it is preferable to add 0.5 to 8 parts by weight.
【００２２】ピレスロイド系防虫剤の配合の仕方には、
樹脂の混練時にピレスロイド系防虫剤が存在する限り、
特に制限はなく、例えば（Ａ）及び（Ｂ）の両方の樹脂
に同時に配合しても、或いは一方の樹脂に予め配合して
もよい。勿論、ピレスロイド系防虫剤を高濃度で配合し
たマスターバッチを予め調製し、このマスターバッチを
未配合の樹脂と配合混練するようにすることもできる。The method of blending the pyrethroid insect repellent includes
As long as there is a pyrethroid insect repellent when kneading the resin,
There is no particular limitation, and for example, both resins (A) and (B) may be blended simultaneously, or one resin may be blended in advance. Of course, it is also possible to prepare a master batch in which a pyrethroid insect repellent is mixed at a high concentration in advance, and mix and knead the master batch with an unmixed resin.
【００２３】本発明の樹脂組成物には、必要に応じて他
の添加物、例えば、無機フィラー類、中和剤、酸化防止
剤、紫外線吸収剤、帯電防止剤、結晶核剤、顔料、分散
剤、過酸化物等を添加することができる。The resin composition of the present invention may optionally contain other additives such as inorganic fillers, neutralizing agents, antioxidants, ultraviolet absorbers, antistatic agents, crystal nucleating agents, pigments and dispersions. Agents, peroxides, etc. can be added.
【００２４】また、本発明の樹脂組成物は、押出成形、
インフレション成形、射出成形、ブロー成形、プレス成
形等の成形が可能であり、厨房器の箱、流し台、電子機
器のハウジング素材、床材、壁材、天井材、衣類の収納
ケース、タンス等或いはその構成部品乃至部材として有
用である。The resin composition of the present invention is produced by extrusion molding,
Molding such as inflation molding, injection molding, blow molding, press molding, etc. is possible, such as kitchen box, sink, electronic equipment housing material, floor material, wall material, ceiling material, clothes storage case, chest, etc. It is useful as its component or member.
【００２５】以下実施例により本発明を具体的に説明す
るが、本発明はこれら実施例に限定されるものではな
い。The present invention will be specifically described below with reference to examples, but the present invention is not limited to these examples.
【００２６】実施例１ 高密度ポリエチレン３０重量部（ハイゼックス ３３０
０Ｆ 三井石油化学製）と低密度ポリエチレン７０重量
部（ミラソン １２ 三井石油化学製）とにピレスロイ
ド系防虫剤（エトフェンプロックス 三井東圧化学製）
１重量部を含む組成物を厚み０．１３ｍｍのフィルムを
インフレーション成形した。Example 1 30 parts by weight of high-density polyethylene (Hi-Zex 330
0F Mitsui Petrochemical) and low-density polyethylene 70 parts by weight (Mirason 12 Mitsui Petrochemical) and pyrethroid insect repellent (Etofenprox Mitsui Toatsu Chemical)
The composition containing 1 part by weight was inflation-molded into a film having a thickness of 0.13 mm.
【００２７】実施例２ 高密度ポリエチレン５０重量部（ハイゼックス ３３０
０Ｆ 三井石油化学製）と低密度ポリエチレン５０重量
部（ミラソン １２ 三井石油化学製）とにピレスロイ
ド系防虫剤（エトフェンプロックス 三井東圧化学製）
１重量部を含む組成物を厚み０．１３ｍｍのフィルムを
インフレーション成形した。Example 2 50 parts by weight of high-density polyethylene (Hi-Zex 330
0F Mitsui Petrochemical) and 50 parts by weight of low-density polyethylene (Mirason 12 Mitsui Petrochemical) and pyrethroid insect repellent (Etofenprox Mitsui Toatsu Chemical)
The composition containing 1 part by weight was inflation-molded into a film having a thickness of 0.13 mm.
【００２８】実施例３ 高密度ポリエチレン７０重量部（ハイゼックス ３３０
０Ｆ 三井石油化学製）と低密度ポリエチレン３０重量
部（ミラソン １２ 三井石油化学製）とにピレスロイ
ド系防虫剤（エトフェンプロックス 三井東圧化学製）
１重量部を含む組成物を厚み０．１３ｍｍのフィルムを
インフレーション成形した。Example 3 70 parts by weight of high-density polyethylene (Hi-Zex 330
0F Mitsui Petrochemical Co., Ltd.) and 30 parts by weight of low-density polyethylene (Mirason 12 Mitsui Petrochemical Co., Ltd.) and pyrethroid insect repellent (Etofenprox Mitsui Toatsu Chemical Co., Ltd.)
The composition containing 1 part by weight was inflation-molded into a film having a thickness of 0.13 mm.
【００２９】実施例４ 高密度ポリエチレン５０重量部（ハイゼックス ５００
０Ｓ 三井石油化学製）と低密度ポリエチレン５０重量
部（ミラソン ５０ 三井石油化学製）とにピレスロイ
ド系防虫剤（アレスリン 住友化学製）１重量部を含む
組成物を厚み１．０ｍｍのシートに押出成形した。Example 4 50 parts by weight of high-density polyethylene (Hi-Zex 500
A composition containing 1 part by weight of 0S Mitsui Petrochemical Co., Ltd.) and 50 parts by weight of low-density polyethylene (Millason 50, manufactured by Mitsui Petrochemical Co., Ltd.) as a pyrethroid insect repellent (made by Allethrin Sumitomo Chemical Co., Ltd.) is extruded into a 1.0 mm thick sheet. did.
【００３０】実施例５ 結晶性のポリプロピレン５０重量部（ハイポール Ｆ３
０１ 三井石油化学製）と低密度ポリエチレン５０重量
部（ミラソン ５０ 三井石油化学製）とにピレスロイ
ド系防虫剤（アレスリン 住友化学製）１重量部を含む
組成物を厚み１．０ｍｍのシートに押出成形した。Example 5 50 parts by weight of crystalline polypropylene (Hypol F3
01 Mitsui Petrochemical) and 50 parts by weight of low-density polyethylene (Millason 50, manufactured by Mitsui Petrochemical) and 1 part by weight of a pyrethroid insect repellent (Allethrin made by Sumitomo Chemical) are extruded into a sheet having a thickness of 1.0 mm. did.
【００３１】比較例１ 結晶性のポリプロピレン１００重量部（ハイポール Ｆ
３０１ 三井石油化学製）とピレスロイド系防虫剤（エ
トフェンプロックス 三井東圧化学製）１重量部を含む
組成物を厚み０．１３ｍｍのフィルムをインフレーショ
ン成形した。Comparative Example 1 100 parts by weight of crystalline polypropylene (HIPOL F
A film having a thickness of 0.13 mm was inflation-molded with a composition containing 301 parts by weight of Mitsui Petrochemical Co., Ltd. and 1 part by weight of a pyrethroid insect repellent (Etofenprox, manufactured by Mitsui Toatsu Chemical).
【００３２】比較例２ 低密度ポリエチレン１００重量部（ミラソン ５０ 三
井石油化学製）とピレスロイド系防虫剤（エトフェンプ
ロックス 三井東圧化学製）１重量部を含む組成物を厚
み０．１３ｍｍのフィルムをインフレーション成形し
た。Comparative Example 2 A film having a thickness of 0.13 mm was formed by using a composition containing 100 parts by weight of low-density polyethylene (Mirason 50 manufactured by Mitsui Petrochemical Co., Ltd.) and 1 part by weight of a pyrethroid insect repellent (Etofenprox Mitsui Toatsu Chemical Co., Inc.). Inflation molded.
【００３３】比較例３ 低密度ポリエチレン１００重量部（ミラソン ５０ 三
井石油化学製）とピレスロイド系防虫剤（アレスリン
住友化学製）１重量部を含む組成物を厚み１．０ｍｍの
シートに押出成形した。Comparative Example 3 100 parts by weight of low-density polyethylene (Mirason 50 manufactured by Mitsui Petrochemical Co., Ltd.) and a pyrethroid insect repellent (Allethrin)
A composition containing 1 part by weight of Sumitomo Chemical Co., Ltd. was extruded into a sheet having a thickness of 1.0 mm.
【００３４】比較例４ 高密度ポリエチレン５０重量部（ハイゼックス ３３０
０Ｆ 三井石油化学製）と低密度ポリエチレン５０重量
部（ミラソン １２ 三井石油化学製）を含む組成物を
厚み０．１３ｍｍのフィルムをインフレーション成形し
た。Comparative Example 4 50 parts by weight of high-density polyethylene (Hi-Zex 330
A film having a thickness of 0.13 mm was inflation-molded with a composition containing 0F Mitsui Petrochemical Co., Ltd.) and 50 parts by weight of low-density polyethylene (Mirason 12 Mitsui Petrochemical Co., Ltd.).
【００３５】※ ゴキブリに対する効力性 実施例１〜５および比較例１〜４で得られたシートおよ
びフィルムについて防虫効果の評価を行った。その方法
は、上記シートおよびフィルムに、チャバネゴキブリ雌
雄各５頭を直径９ｃｍビーカー内に入れ、直接接触させ
た時のノックダウン率の経時変化を調べた。試験は、製
造直後と６０℃下で６ケ月間の耐候処理した試験体につ
いて行った。その結果を表１に示す。* Efficacy against cockroaches The insect repellent effect of the sheets and films obtained in Examples 1 to 5 and Comparative Examples 1 to 4 was evaluated. The method was to examine the time-dependent change in knockdown rate when 5 male and female German cockroaches were placed in a beaker of 9 cm in diameter on the sheet and film, and were directly contacted. The test was carried out on a test piece immediately after manufacture and subjected to weathering treatment at 60 ° C. for 6 months. Table 1 shows the results.
【００３６】 [0036]
【００３７】比較例の結果より、結晶性のポリプロピレ
ンは、初期効果が低く、耐候処理後においても余り効果
は変わらず実用的な効果を有していないことが知れる。
さらに、低密度ポリエチレンの場合は、初期効果は高い
が持続性が短いことが知れる。一方、実施例において
は、初期効果が高く耐候処理後においても実用的な効果
を有しており、持続性が高いことが判明した。さらに、
オレフィン系重合体の比率を変えることにより、用途に
応じて持続性を制御できることがわかった。From the results of the comparative example, it is known that crystalline polypropylene has a low initial effect, does not change much in effect even after weathering, and has no practical effect.
Furthermore, in the case of low density polyethylene, it is known that the initial effect is high but the durability is short. On the other hand, in the examples, it was found that the initial effect was high and the practical effect was obtained even after the weathering treatment, and the sustainability was high. further,
It was found that the sustainability can be controlled depending on the application by changing the ratio of the olefin polymer.
【００３８】[0038]
【表１】 [Table 1]
【００３９】[0039]
【発明の効果】本発明によれば、（Ａ）相対的に低移行
性のオレフィン系重合体１００重量部と、（Ｂ）相対的
に高移行性のエチレン系重合体１０乃至４００重量部と
を組み合わせ、この組み合わせに（Ｃ）ピレスロイド系
防虫剤０．３乃至１５重量部を含有させたことにより、
オレフィン系重合体の単独を使用する場合に比して、害
虫に対する防虫作用の持続性を制御することができ、長
期間にわたって防虫作用を持続させることができ、しか
も耐候性を顕著に向上させることができる。According to the present invention, (A) 100 parts by weight of a relatively low migration olefin polymer and (B) 10 to 400 parts by weight of a relatively high migration ethylene polymer. By adding 0.3 to 15 parts by weight of the (C) pyrethroid insect repellent to the combination,
Compared with the case of using an olefin polymer alone, it is possible to control the persistence of insect repellent action against pests, to maintain the insect repellent action for a long period of time, and to significantly improve the weather resistance. You can
Claims (7)
重合体１００重量部、（Ｂ）相対的に高移行性のエチレ
ン系重合体１０乃至４００重量部、及び（Ｃ）ピレスロ
イド系防虫剤０．３乃至１５重量部を含有することを特
徴とする防虫作用の持続性を有する防虫樹脂組成物。1. (A) 100 parts by weight of a relatively low migration olefin polymer, (B) 10 to 400 parts by weight of a relatively high migration ethylene polymer, and (C) a pyrethroid insect repellent. An insect-controlling resin composition having a long-lasting insect-controlling action, which comprises 0.3 to 15 parts by weight of the agent.
（Ａ）が高密度ポリエチレン、中密度ポリエチレンまた
はポリプロピレン系重合体である請求項１記載の防虫樹
脂組成物。2. The insect-controlling resin composition according to claim 1, wherein the olefin polymer (A) having a relatively low migration is a high density polyethylene, a medium density polyethylene or a polypropylene polymer.
ー、ランダム・コモポリマー及びブロック・コモポリマ
ーから成る群より選択されたポリプロピレン系重合体で
ある請求項２記載の防虫樹脂組成物。3. The insect-controlling resin composition according to claim 2, wherein the polypropylene-based polymer is a polypropylene-based polymer selected from the group consisting of homopolymers, random comopolymers and block comopolymers.
低密度ポリエチレン、直鎖状低密度ポリエチレンまたは
エチレン系共重合体である請求項１乃至３の何れかに記
載の防虫樹脂組成物。4. The insect-controlling resin composition according to claim 1, wherein the relatively high-migrating ethylene-based polymer is low-density polyethylene, linear low-density polyethylene or ethylene-based copolymer. .
（Ａ）が高密度ポリエチレンであり且つ相対的に高移行
性のエチレン系重合体（Ｂ）が低密度ポリエチレンであ
る請求項１記載の防虫樹脂組成物。5. The relatively low migration olefin polymer (A) is a high density polyethylene and the relatively high migration ethylene polymer (B) is a low density polyethylene. Insect repellent resin composition.
（Ａ）が結晶性ポリプロピレン系重合体であり且つ相対
的に高移行性のエチレン系重合体（Ｂ）が低密度ポリエ
チレンである請求項１記載の防虫樹脂組成物。6. The relatively low migration olefin polymer (A) is a crystalline polypropylene polymer and the relatively high migration ethylene polymer (B) is a low density polyethylene. Item 1. An insect-repellent resin composition according to item 1.
から成ることを特徴とする防虫作用の持続性を制御する
ことができる防虫樹脂成形体。7. An insect-repellent resin molding capable of controlling the duration of insect-controlling action, comprising the composition according to any one of claims 1 to 5.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10622695A JP3535258B2 (en) | 1995-04-28 | 1995-04-28 | Olefin-based insect repellent resin composition having durability and molded product thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10622695A JP3535258B2 (en) | 1995-04-28 | 1995-04-28 | Olefin-based insect repellent resin composition having durability and molded product thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH08302080A true JPH08302080A (en) | 1996-11-19 |
| JP3535258B2 JP3535258B2 (en) | 2004-06-07 |
Family
ID=14428227
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10622695A Expired - Lifetime JP3535258B2 (en) | 1995-04-28 | 1995-04-28 | Olefin-based insect repellent resin composition having durability and molded product thereof |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3535258B2 (en) |
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| WO1999041983A1 (en) * | 1998-02-20 | 1999-08-26 | Battelle Memorial Institute | Barrier preventing wood pest access to wooden structures |
| US6803051B1 (en) | 1998-02-25 | 2004-10-12 | Battelle Memorial Institute K1-53 | Multi-layer barrier preventing wood pest access to wooden structures |
| WO2005044533A1 (en) * | 2003-11-07 | 2005-05-19 | Sumitomo Chemical Company, Limited | Olefin resin pellet of two-layer structure for insect control resin composition |
| KR100595404B1 (en) * | 2000-04-06 | 2006-07-03 | 삼성토탈 주식회사 | Insect Resistant Film and Insect Repellent Film |
| WO2008001926A3 (en) * | 2006-06-27 | 2008-03-20 | Sumitomo Chemical Co | Resin composition for filament, filament and process for producing the filament |
| JP2008533221A (en) * | 2005-03-08 | 2008-08-21 | エフエムシー オーストララシア ピーティワイ エルティデー | Sheet to provide a barrier |
| WO2008123593A1 (en) * | 2007-03-30 | 2008-10-16 | Sumitomo Chemical Company, Limited | Resin compositions and filaments |
| WO2010046348A1 (en) * | 2008-10-21 | 2010-04-29 | Intelligent Insect Control | Textile product for killing insects |
| JP2011127018A (en) * | 2009-12-18 | 2011-06-30 | Sumitomo Chemical Co Ltd | Polymer composition and molded article comprising the same |
| JP2011127017A (en) * | 2009-12-18 | 2011-06-30 | Sumitomo Chemical Co Ltd | Polymer composition and molded article comprising the same |
| CN102123593A (en) * | 2008-08-06 | 2011-07-13 | 韦斯特高凡德森有限公司 | Insecticidal polymer matrix comprising hdpe and ldpe |
| WO2012069049A1 (en) * | 2010-11-23 | 2012-05-31 | Vestergaard Frandsen Sa | A product with low density polymer resin releasing fipronil in a controlled way and use of such a product |
| WO2012164080A1 (en) | 2011-06-03 | 2012-12-06 | Intelligent Insect Control | Insecticidal polyethylene fiber, yarn or textile products with improved migration profiles and washing resistance |
| WO2013171118A2 (en) | 2012-05-16 | 2013-11-21 | Intelligent Insect Control | A strong insecticidal net |
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| TW201028088A (en) | 2008-08-06 | 2010-08-01 | Vestergaard Frandsen Sa | Insecticidal polymer matrix comprising PBO and DM |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH07292260A (en) * | 1994-03-04 | 1995-11-07 | Sumitomo Chem Co Ltd | Drug-containing resin composition and resin molded product |
-
1995
- 1995-04-28 JP JP10622695A patent/JP3535258B2/en not_active Expired - Lifetime
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH07292260A (en) * | 1994-03-04 | 1995-11-07 | Sumitomo Chem Co Ltd | Drug-containing resin composition and resin molded product |
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| KR100595404B1 (en) * | 2000-04-06 | 2006-07-03 | 삼성토탈 주식회사 | Insect Resistant Film and Insect Repellent Film |
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