JPS6236481B2 - - Google Patents
Info
- Publication number
- JPS6236481B2 JPS6236481B2 JP54151759A JP15175979A JPS6236481B2 JP S6236481 B2 JPS6236481 B2 JP S6236481B2 JP 54151759 A JP54151759 A JP 54151759A JP 15175979 A JP15175979 A JP 15175979A JP S6236481 B2 JPS6236481 B2 JP S6236481B2
- Authority
- JP
- Japan
- Prior art keywords
- wood
- parts
- tribromophenol
- present
- permethrin
- 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.)
- Expired
Links
- BSWWXRFVMJHFBN-UHFFFAOYSA-N 2,4,6-tribromophenol Chemical compound OC1=C(Br)C=C(Br)C=C1Br BSWWXRFVMJHFBN-UHFFFAOYSA-N 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 20
- 239000002023 wood Substances 0.000 claims description 19
- 238000004321 preservation Methods 0.000 claims description 7
- 150000002148 esters Chemical class 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 description 12
- 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 9
- 229960000490 permethrin Drugs 0.000 description 9
- 239000003755 preservative agent Substances 0.000 description 7
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
- 238000009472 formulation Methods 0.000 description 6
- 230000000749 insecticidal effect Effects 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 241000256602 Isoptera Species 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 239000000077 insect repellent Substances 0.000 description 4
- 239000003350 kerosene Substances 0.000 description 4
- 239000002689 soil Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 230000002195 synergetic effect Effects 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 241000607479 Yersinia pestis Species 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- -1 and if necessary Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- 239000003171 wood protecting agent Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- VADKRMSMGWJZCF-UHFFFAOYSA-N 2-bromophenol Chemical compound OC1=CC=CC=C1Br VADKRMSMGWJZCF-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 241000218645 Cedrus Species 0.000 description 1
- 241000254173 Coleoptera Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 241000257303 Hymenoptera Species 0.000 description 1
- 244000184734 Pyrus japonica Species 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- BIWJNBZANLAXMG-YQELWRJZSA-N chloordaan Chemical compound ClC1=C(Cl)[C@@]2(Cl)C3CC(Cl)C(Cl)C3[C@]1(Cl)C2(Cl)Cl BIWJNBZANLAXMG-YQELWRJZSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 206010014801 endophthalmitis Diseases 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 239000012770 industrial material Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
Description
本発明は、dl−シス／トランス−３−（２・２
−ジクロロビニル）−２・２−ジメチルシクロプ
ロパン−１−カルボン酸−３−フエノキシベンジ
ルエステル（一般名ペルメトリン）および２・
４・６−トリブロモフエノールを含有することを
特徴とする相乗的殺虫効果のある人蓄に低毒性の
木材保存用組成物に関するものである。
住宅、構築物等の建材、調度品、家具あるいは
一般工業用材として使用される木材は、種々の害
虫、あるいは微生物による劣化を受ける。なかで
もシロアリやヒラタキクイムシの被害はよく知ら
れている。
従来、これらの被害防除にはデイルゾン、
BHCなどが用いられて来たが、より毒性が低
く、環境汚染性の少ない薬剤の使用が望まれてい
る。
このような背景を下に、本発明者らはより安全
で、かつ効力の高い木材保存用組成物の開発を目
的として研究を重ねた結果、ペルメトリンに２・
４・６−トリブロモフエノールを配合することに
より、人蓄毒性が低く、速効的で、著しい相乗的
殺虫効力のあることを発見し、本発明を完成し
た。そのうえ２・４・６−トリプロモフエノール
の殺菌作用のため木材防腐、防カビ作用を併せ持
つ点は用途面からみていつそうの長所となつてい
る。
本発明の木材保存用組成物は、通常の木材保存
用組成物（木材害虫駆除剤、予防剤、土壌処理
剤、防腐、防虫塗料、木材防虫防腐剤等）の製造
法により容易に製造される。殺虫有効成分のペル
メトリンと２・４・６−トリブロモフエノールの
配合比は任意でよいが、たとえばペルメトリン約
0.1〜２％、２・４・６−トリブロモフエノール
約１〜５％を灯油あるいは他の有機溶剤に溶解し
て油剤を得る。乳剤の場合、ペルメトリン約１〜
20％、２・４・６−トリブロモフエノール約10〜
50％、乳化剤約５〜20％を灯油あるいは他の有機
溶剤に溶解し、水で10倍程度に稀釈して施用す
る。また前記有効成分の１〜５％をキシロール等
の溶剤に溶解したのち、クレー、タルク等の固体
担体に吸着させて粉剤を得る。その他、水和剤、
粒剤他、木材保存用組成物に適した任意の製剤に
調製、製造することができ、必要に応じて防腐
剤、共力剤、安定剤を加え、防虫効力の増強、お
よび安定化をはかることができる。
なお、本発明の木材保存用組成物を実際に施用
する場合には、従来のクロールデン含有木材防
腐、防虫剤が通常用いられている方法に従えばよ
い。
たとえば、本発明の組成物中に木材を浸漬する
か木材に吹付けまたは塗布し木材面積１m2当りた
とえば0.1〜１％油剤として100〜250ｇの割合で
薬液を付着、含浸させたのち風乾または加熱乾燥
する。また土中に埋没する杭、あるいは木材が土
壌に近接せざるを得ない場合には本発明の組成
物、たとえば２〜10％薬剤ならその10倍希釈液を
木材の周辺の土壌に１m2当り１〜10の割合で混
合あるいは注入を行なつてもよい。他方、木材の
表面から産卵または侵入、食害する場合には本発
明組成物を塗料中にまぜ合わせて塗装することも
できる。
次に、実施例および試験例によつて本発明を詳
細に説明するが、本発明がこれらに限定されるも
のではないことは言うまでもない。
実施例
配合 １
油 剤
ペルメトリン0.1部、２・４・６−トリブロモ
フエノール１部、シクロヘキサノン２部をキシレ
ンに溶解し、全体を100部とすれば油剤を得る。
別にペルメトリン0.2部または２・４・６−トリ
ブロモフエノール2.0部からなる各々の単剤を同
様に調製し、対照配合１、２とした。
配合 ２
乳 剤
ペルメトリン１部、２・４・６−トリブロモフ
エノール10部、シクロヘキサノン10部、乳化剤と
してソルポール8098（東邦化学工業(株)商品名）10
部を灯油に溶解し、全体を100部とすれば乳剤を
得る。使用時は、水にたとえば20倍程度に稀釈す
る。
別にペルメトリン２部、または２・４・６−ト
リブロモフエノール20部からなる各々の単剤を同
様に調製し対照配合３、４とした。
配合 ３
油 剤
ペルメトリン0.2部に２・４・６−トリブロモ
フエノール２部、シクロヘキサノン２部を灯油に
溶解し、全体を100部として油剤を得る。
実験例 １
殺虫効力（シロアリ）
供試薬剤を油剤はそのまま、乳剤は水で稀釈
し、直径９cmの紙面（No.5A東洋紙(株)製）に
m2当り50ｇの割合で均一に塗布し、２時間放置
後、イエシロアリ職蟻を放ち、シヤーレをかぶせ
て３時間および24時間後の死虫率を求めた結果を
表−１に示す。
The present invention provides dl-cis/trans-3-(2.2
-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylic acid-3-phenoxybenzyl ester (common name permethrin) and 2.
The present invention relates to a wood preservation composition having a synergistic insecticidal effect and having low toxicity to humans, which is characterized by containing 4,6-tribromophenol. Wood used as building materials for houses and structures, furniture, and general industrial materials is subject to deterioration by various pests and microorganisms. Among them, the damage caused by termites and wood beetles is well known. Conventionally, these damage control methods include Deilzon,
Although BHC and the like have been used, there is a desire to use drugs that are less toxic and less polluting to the environment. Against this background, the present inventors conducted repeated research with the aim of developing a safer and more effective wood preservation composition.
The present invention was completed based on the discovery that by blending 4,6-tribromophenol, it has low human toxicity, is fast-acting, and has a remarkable synergistic insecticidal effect. Moreover, the sterilizing effect of 2,4,6-tribromophenol has wood preservative and fungicidal effects, which is an advantage of this product from a usage standpoint. The wood preservation composition of the present invention can be easily produced by a conventional method for producing wood preservation compositions (wood pest control agents, preventive agents, soil treatment agents, preservatives, insect repellent paints, wood insect repellent preservatives, etc.). . The blending ratio of permethrin and 2,4,6-tribromophenol, which are insecticidal active ingredients, may be arbitrary, but for example, if permethrin is
An oil solution is obtained by dissolving 0.1 to 2% and 1 to 5% of 2,4,6-tribromophenol in kerosene or other organic solvent. In the case of emulsion, permethrin is about 1~
20%, 2,4,6-tribromophenol approx. 10~
Approximately 50% of the emulsifier is dissolved in kerosene or other organic solvent, diluted to about 10 times with water, and applied. Further, 1 to 5% of the active ingredient is dissolved in a solvent such as xylene and then adsorbed onto a solid carrier such as clay or talc to obtain a powder. Others, hydrating agents,
It can be prepared and manufactured into granules and other formulations suitable for wood preservation compositions, and if necessary, preservatives, synergists, and stabilizers are added to enhance and stabilize insect repellent efficacy. be able to. In addition, when actually applying the wood preservation composition of the present invention, it is sufficient to follow the method commonly used for conventional chlordane-containing wood preservatives and insect repellents. For example, wood is dipped in the composition of the present invention, or sprayed or applied onto the wood, and a chemical solution is attached or impregnated at a rate of 100 to 250 g of a 0.1 to 1% oil agent per 1 m 2 of wood area, and then air-dried or heated. dry. In addition, for piles that are buried in the soil, or when wood must be close to the soil, apply the composition of the present invention, for example, a 10 times diluted solution of 2 to 10% of the chemical, to the soil around the wood per 1 m 2 of the composition. Mixing or injection may be carried out at a ratio of 1 to 10. On the other hand, in the case of spawning, invading, or feeding damage from the surface of wood, the composition of the present invention can be mixed into a paint and applied. Next, the present invention will be explained in detail with reference to Examples and Test Examples, but it goes without saying that the present invention is not limited thereto. Example Formulation 1 Oil Agent Dissolve 0.1 part of permethrin, 1 part of 2,4,6-tribromophenol, and 2 parts of cyclohexanone in xylene to make a total of 100 parts to obtain an oil agent.
Separately, each single agent consisting of 0.2 parts of permethrin or 2.0 parts of 2,4,6-tribromophenol was prepared in the same manner as control formulations 1 and 2. Blend 2 Emulsion 1 part of permethrin, 10 parts of 2,4,6-tribromophenol, 10 parts of cyclohexanone, 10 parts of Solpol 8098 (trade name, Toho Chemical Industries, Ltd.) as an emulsifier
An emulsion is obtained by dissolving 1 part in kerosene to make a total of 100 parts. When using, dilute, for example, about 20 times with water. Separately, a single agent consisting of 2 parts of permethrin or 20 parts of 2,4,6-tribromophenol was prepared in the same manner as control formulations 3 and 4. Formulation 3 Oil agent Dissolve 0.2 parts of permethrin, 2 parts of 2,4,6-tribromophenol, and 2 parts of cyclohexanone in kerosene, making the total 100 parts to obtain an oil agent. Experimental example 1 Insecticidal efficacy (termites) The oil solution was diluted with water, and the emulsion was diluted with water.
It was applied uniformly at a rate of 50 g per m 2 , and after being left for 2 hours, Termite worker ants were released, and the insect mortality rates after 3 hours and 24 hours after being covered with a shear layer are shown in Table 1.
【表】
ブロモフエノール
これらの結果から、本発明組成物はシロアリに
対し、各々単剤の場合にくらべ、相乗的殺虫効力
のあることがわかる。
試験例 ２
防腐効力
JIS(A)9302「木材防腐剤の防腐効力試験方法」
に準じて試験を行なつた。
すなわち、スギ辺材（２×２×１cm）の試験木
片に配合３の油剤を減圧注入した（吸収量約200
％）。ついで耐候操作を行ない、供試菌による重
量減少率を測定し、耐候操作の繰り返し別に効力
値を求めた結果を表−２に示す。供試菌には、オ
オウズラタケ（林試0507）。カワラタケ（林試
1030）を用い、耐候操作は浸水１時間、60℃、23
時間の乾燥を１回として10回繰り返し、培養日数
は90日とした。ただし、効力値は次式によつて算
出した。[Table] Bromophenol These results show that the composition of the present invention has a synergistic insecticidal effect against termites compared to each agent alone. Test example 2 Preservative efficacy JIS (A) 9302 “Test method for preservative efficacy of wood preservatives”
The test was conducted according to the following. That is, oil of formulation 3 was injected under reduced pressure into a test piece of cedar sapwood (2 x 2 x 1 cm) (absorption amount was approximately 200 cm).
%). Next, a weathering operation was performed, and the weight loss rate due to the test bacteria was measured. Table 2 shows the results of determining the efficacy value for each repetition of the weathering operation. The test fungus is Ophthalmia japonica (Rinken 0507). Kawaratake (Hayashiki)
1030), and the weather-resistant operation was submerged in water for 1 hour, 60℃, 23℃.
The drying time was repeated 10 times, and the number of culture days was 90 days. However, the efficacy value was calculated using the following formula.
【表】
表から明らかなように、本発明の組成物は優れ
た木材防腐性能を有することがわかる。[Table] As is clear from the table, the composition of the present invention has excellent wood preservative performance.
Claims (1)
ロビニル）−２・２−ジメチルシクロプロパン−
１−カルボン酸−３−フエノキシベンジルエステ
ルおよび２・４・６−トリブロモフエノールを含
有することを特徴とする木材保存用組成物。1 dl-cis/trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-
A wood preservation composition comprising 1-carboxylic acid-3-phenoxybenzyl ester and 2,4,6-tribromophenol.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15175979A JPS5675412A (en) | 1979-11-21 | 1979-11-21 | Composition for wood preservation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15175979A JPS5675412A (en) | 1979-11-21 | 1979-11-21 | Composition for wood preservation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5675412A JPS5675412A (en) | 1981-06-22 |
| JPS6236481B2 true JPS6236481B2 (en) | 1987-08-07 |
Family
ID=15525667
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP15175979A Granted JPS5675412A (en) | 1979-11-21 | 1979-11-21 | Composition for wood preservation |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5675412A (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4983618A (en) * | 1989-07-14 | 1991-01-08 | Buckman Laboratories International, Inc. | Combination of 2-(thiocyanomethylthio)benzothiazole and a trihalogenated phenol |
| JPH09136304A (en) * | 1995-11-16 | 1997-05-27 | Sumitomo Chem Co Ltd | Insect-proofing wood board |
| WO2020209154A1 (en) * | 2019-04-09 | 2020-10-15 | アース製薬株式会社 | Method for enhancing efficacy of termiticide |
-
1979
- 1979-11-21 JP JP15175979A patent/JPS5675412A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5675412A (en) | 1981-06-22 |
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