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JPH0351684B2 - - Google Patents

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Publication number
JPH0351684B2
JPH0351684B2 JP62028920A JP2892087A JPH0351684B2 JP H0351684 B2 JPH0351684 B2 JP H0351684B2 JP 62028920 A JP62028920 A JP 62028920A JP 2892087 A JP2892087 A JP 2892087A JP H0351684 B2 JPH0351684 B2 JP H0351684B2
Authority
JP
Japan
Prior art keywords
pyridinethiol
oxide
present
agent
salts
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 - Lifetime
Application number
JP62028920A
Other languages
Japanese (ja)
Other versions
JPS63196502A (en
Inventor
Osamu Odajima
Kosaku Matsumoto
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shinto Paint Co Ltd
Original Assignee
Shinto Paint Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Shinto Paint Co Ltd filed Critical Shinto Paint Co Ltd
Priority to JP62028920A priority Critical patent/JPS63196502A/en
Publication of JPS63196502A publication Critical patent/JPS63196502A/en
Publication of JPH0351684B2 publication Critical patent/JPH0351684B2/ja
Granted legal-status Critical Current

Links

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  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

【発明の詳細な説明】[Detailed description of the invention]

本発明は工業用殺菌組成物に関するものであ
る。 〔従来の技術〕 2−ピリジンチオール−1−オキシドまたはそ
の金属塩は、塗料、接着剤、繊維、壁装材、床材
など各種の工業用材料、製品の防腐、防カビ剤と
して有用ではあるが、実用的な効果を得るには、
相当高濃度の添加を要するという欠点がある。こ
のため経済的制約の厳しい当分野においては、著
しく用途範囲が限定されてきた。一方、2−(4
−チアゾリル)ベンズイミダゾールは抗カビスペ
クトルに選択性があり、多種多様のカビの汚染に
曝される工業用材料、製品の防ガビ剤としては適
性を欠いていた。 〔発明が解決しようとする問題点〕 従来より実用効果を高めるために多種の殺菌剤
を組み合わせ、抗菌スペクトルの安定化や作用力
の増強などが試みられているが、通常はいずれか
一方の効果の発現に留まるか、せいぜい相加平均
的な効果しか得られないのが実情である。 〔問題点を解決するための手段〕 本発明者らは、2−ピリジンチオール−1−オ
キシドまたはその金属塩と2−(4−チアゾリル)
ベンズイミダゾールからなる組成物は、それぞれ
単独で用いた場合に比べ、飛躍的に防カビ効力の
増大することを見出し本発明を完成した。 本発明は、2−ピリジンチオール−1−オキシ
ドまたはその金属塩と2−(4−チアゾリル)ベ
ンズイミダゾールとを有効成分として含有するこ
とを特徴とする工業用殺菌組成物である。 2−ピリジンチオール−1−オキシドの金属塩
としては、アルカリ金属塩、アルカリ土類金属
塩、鉄塩、銅塩、鉛塩、ニツケル塩、亜鉛塩、お
よび錫塩などがあげられるが、これらに限定する
ものではない。 本発明の殺菌組成物は、使用目的に応じて直接
適用するか、或いは適当な液体または固体担体に
分散され、要すれば更にこれらに分散剤、懸濁
剤、接着剤、湿潤剤、増粘剤、安定剤などを添加
し、水和剤、粉剤、粒剤、ペースト剤、懸濁剤、
噴務剤などの剤型として使用できる。また他の殺
菌剤、殺虫剤、劣化防止剤などを配合して使用す
ることも可能である。 本発明組成物中における有効成分の含有割合は
任意に変化させうるが、2−ピリジンチオール−
1−オキシドまたはその金属塩と、2−(4−チ
アゾリル)ベンズイミダゾールの合計量に対して
2−ピリジンチオール−1−オキシドまたはその
金属塩が10〜90重量%とくに好ましくは30〜70重
量%のとき、とくに相乗効果が著しいので、かか
る範囲で使用するのが望ましい。 本発明の殺菌組成物は、防腐、防カビの要求さ
れる各種の工業用材料、製品に適用し得る。かか
る例として塗料、接着剤、繊維、木竹製品、皮
革、ゴム、紙加工品、医療器材、電子部品、壁装
材、床材、天井材などがあげられる。 〔実施例〕 次に本発明の実施例および試験例を示すが本発
明はこれに限定するものではない。なお以上の説
明においては、化合物名を次の通り略記する。 ナトリウム2−ピリジンチオール−1−オキシ
ド:NPT マグネシウム2−ピリジンチオール−1−オキシ
ド:MPT ジンク2−ピリジンチオール−1−オキシド:
ZPT 2−(4−チアゾリル)ベンゾイミダゾール:
TBZ また%及び部は各々重量%及び重量部である。 実施例1 水和剤 NTP 10%、TBZ 10%、ポリオキシエチレン
オクチルフエニルエーテルサルフエート 5%、
クレー 75%を均一に混合、粉砕して水和剤とし
た。 実施例2 懸濁剤 NTP 15%、TBZ 5%、ポリオキシエチレン
スチリルフエニルエーテル 1.5%、ジオクチル
スルホサクシネート 1%、ホワイトカーボン
4%、ザンサンガム0.15%、水 82.35%を混合
して湿式分散粉砕機を通して懸濁剤とした。 実施例3 粉剤 ZPT 5%、TBZ 15%、炭酸カルシウム80%を
混合し、ハンマーミルで粉砕して粉剤とした。 対照例 NPT、MPT、ZPT、TBZの各々について20
%含有の単剤を調製し、対照例として用いた。 試験例1 エマルシヨン塗料の防カビ 酢ビ−アクリル系エマルシヨン塗料(神東塗料
(株)製エンビ#60)に規定量の薬剤を添加しNo.5定
性濾紙上に濾紙と等重量の塗料を均一に塗布して
乾燥後、JISZ2911「カビ抵抗性試験方法」記載の
塗料の試験法に準じて防カビ効力を評価した。な
お供試菌株としてJIS記載の種類の他、実際に塗
装壁面に発生した菌株(Cladosporiumsp
Penicilliumsp)を加えて試験した。結果を第1
表に示す。ただしカビ発育の程度の表示は、次の
判定基準によつた。 −:試験片上にカビの発育を全く認めない。 +:試験片上カビの発育部分の面積は全面積
の1/10を超えない。 ++:試験片上カビの発育部分の面積は全面積
の1/10〜1/3。 +++:試験片上カビの発育部分の面積は全面積
の1/3を超える。 (なお、試験例2の結果についても同様の基準
で表示した。)
The present invention relates to industrial disinfectant compositions. [Prior Art] 2-Pyridinethiol-1-oxide or its metal salt is useful as a preservative and antifungal agent for various industrial materials and products such as paints, adhesives, fibers, wall coverings, and flooring materials. However, to obtain practical effects,
It has the disadvantage that it requires addition at a fairly high concentration. For this reason, the range of applications has been significantly limited in this field of severe economic constraints. On the other hand, 2-(4
-Thiazolyl) benzimidazole is selective in its anti-fungal spectrum and lacks suitability as an anti-mildew agent for industrial materials and products exposed to a wide variety of fungal contamination. [Problems to be solved by the invention] Conventionally, attempts have been made to stabilize the antibacterial spectrum and enhance the action by combining various types of bactericides in order to improve their practical effectiveness, but usually only one of them is effective. The reality is that the effects are limited to only the arithmetic average effect. [Means for Solving the Problems] The present inventors have discovered that 2-pyridinethiol-1-oxide or its metal salt and 2-(4-thiazolyl)
The inventors have completed the present invention by discovering that a composition consisting of benzimidazole dramatically increases the antifungal effect compared to when each benzimidazole is used alone. The present invention is an industrial disinfectant composition containing 2-pyridinethiol-1-oxide or a metal salt thereof and 2-(4-thiazolyl)benzimidazole as active ingredients. Examples of metal salts of 2-pyridinethiol-1-oxide include alkali metal salts, alkaline earth metal salts, iron salts, copper salts, lead salts, nickel salts, zinc salts, and tin salts. It is not limited. The disinfectant composition of the present invention can be applied directly or dispersed in a suitable liquid or solid carrier depending on the purpose of use, and if necessary, can be further added with a dispersing agent, suspending agent, adhesive, wetting agent, thickening agent, etc. Wettable powders, powders, granules, pastes, suspensions,
It can be used as a spray agent, etc. It is also possible to mix and use other bactericidal agents, insecticides, deterioration inhibitors, etc. Although the content ratio of the active ingredient in the composition of the present invention can be changed arbitrarily, 2-pyridinethiol-
2-pyridinethiol-1-oxide or its metal salt is 10 to 90% by weight, particularly preferably 30 to 70% by weight, based on the total amount of 1-oxide or its metal salt and 2-(4-thiazolyl)benzimidazole. Since the synergistic effect is especially significant when the above conditions are met, it is desirable to use the compounds within this range. The sterilizing composition of the present invention can be applied to various industrial materials and products that require antiseptic and antifungal properties. Examples of such products include paints, adhesives, fibers, wood and bamboo products, leather, rubber, paper products, medical equipment, electronic parts, wall covering materials, flooring materials, ceiling materials, and the like. [Example] Next, Examples and Test Examples of the present invention will be shown, but the present invention is not limited thereto. In the above description, compound names are abbreviated as follows. Sodium 2-pyridinethiol-1-oxide: NPT Magnesium 2-pyridinethiol-1-oxide: MPT Zinc 2-pyridinethiol-1-oxide:
ZPT 2-(4-thiazolyl)benzimidazole:
TBZ Also, % and parts are weight % and parts by weight, respectively. Example 1 Wettable powder NTP 10%, TBZ 10%, polyoxyethylene octyl phenyl ether sulfate 5%,
75% clay was mixed uniformly and ground to make a wettable powder. Example 2 Suspending agent NTP 15%, TBZ 5%, polyoxyethylene styrylphenyl ether 1.5%, dioctyl sulfosuccinate 1%, white carbon
4% xanthan gum, 0.15% xanthan gum, and 82.35% water were mixed and passed through a wet dispersion mill to form a suspension. Example 3 Powder 5% ZPT, 15% TBZ, and 80% calcium carbonate were mixed and ground in a hammer mill to obtain a powder. Control example 20 for each of NPT, MPT, ZPT, TBZ
% containing single agent was prepared and used as a control example. Test Example 1 Mildew prevention of emulsion paint Vinyl acetate-acrylic emulsion paint (Shinto Paint
Add a specified amount of chemicals to Enbi Co., Ltd. (#60), apply the same weight of paint evenly to the filter paper on No. 5 qualitative filter paper, and after drying, apply the paint as described in JISZ2911 "Mold Resistance Test Method". The antifungal efficacy was evaluated according to the test method. In addition to the types listed in JIS, the sample strains include strains that actually occur on painted walls (Cladosporium sp.
Penicillium sp) was added to the test. Results first
Shown in the table. However, the indication of the degree of mold growth was based on the following criteria. −: No mold growth observed on the test piece. +: The area of mold growth on the test piece does not exceed 1/10 of the total area. ++: The area of mold growth on the test piece is 1/10 to 1/3 of the total area. +++: The area of mold growth on the test piece exceeds 1/3 of the total area. (The results of Test Example 2 were also displayed using the same criteria.)

【表】 第1表の結果から明らかなように本発明組成物
は対照例のように単剤で用いた場合に比べ著しい
防カビ効果が認められた。 試験例2 糊付綿布の防カビ 小麦デンプン5部、PVA2.5部、マコノールH
(松本油脂社製柔軟剤)0.5部、水92部を混合加温
し糊液とした。糊液に規定量の薬剤を添加したの
ち、40番ブロード綿布に綿布と等重量の糊液を含
浸させ、乾燥後JIS2 2911「カビ抵抗性試験方法」
記載の繊維製品試験法(湿式法)に基づき防カビ
効力を評価した。なお、供試菌株としてJIS記載
の種類の他、実際に綿布に発生した菌株
(Aspergillus sp Alternaria sp)をも加えて試
験した。結果を第2表に示す。
[Table] As is clear from the results in Table 1, the composition of the present invention had a remarkable antifungal effect compared to the control example when it was used as a single agent. Test Example 2 Mildew prevention of starched cotton cloth 5 parts wheat starch, 2.5 parts PVA, Maconol H
0.5 parts of softener (manufactured by Matsumoto Yushi Co., Ltd.) and 92 parts of water were mixed and heated to form a paste solution. After adding a specified amount of chemicals to the size liquid, impregnate No. 40 broad cotton cloth with the size liquid in an equal weight to the cotton cloth, and after drying, JIS2 2911 "Mold Resistance Test Method"
The antifungal efficacy was evaluated based on the textile product testing method (wet method) described. In addition to the types listed in JIS, a bacterial strain that actually occurred on cotton fabric (Aspergillus sp Alternaria sp) was also tested. The results are shown in Table 2.

【表】 第2表の結果から明らかなように本発明組成物
は対照例のように単剤で用いた場合に比べ著しい
防カビ効果が認められた。 試験例3 粘土の防腐・防カビ 教材用クラフト粘土(大和教材製造所製)500
gに規定量の薬剤を混和したのち、ビニル袋で包
装し、RH90%、温度30℃の恒温恒湿槽に保管、
一箇月後に試料の微生物による劣化の状態を調べ
た。結果を第3表に示す。尚劣化の程度の表示は
次の判定基準によつた。 −:試料に劣化が認められないもの +:試料に着色斑点が僅かに認められるもの ++:試料に着色斑点と軟化の認められるもの +++:試料の着色と液化が激しいもの
[Table] As is clear from the results in Table 2, the composition of the present invention had a remarkable antifungal effect compared to the control example when it was used as a single agent. Test example 3 Preservation and mold prevention of clay Craft clay for teaching materials (manufactured by Yamato Teaching Materials Manufacturing Co., Ltd.) 500
After mixing the specified amount of the drug with g, package it in a plastic bag and store it in a constant temperature and humidity chamber at RH90% and temperature 30℃.
One month later, the state of deterioration caused by microorganisms in the sample was examined. The results are shown in Table 3. The degree of deterioration was determined based on the following criteria. −: No deterioration observed in the sample +: Slight colored spots observed on the sample ++: Specified colored spots and softening observed on the sample +++: Severely colored and liquefied sample

〔発明の効果〕〔Effect of the invention〕

本発明組成物はそれぞれ単剤で用いた場合に比
べ、著しい効力の向上があり、各種工業用材料製
品の防腐、防カビ剤として好適である。
The compositions of the present invention have significantly improved efficacy compared to when used alone, and are suitable as antiseptic and antifungal agents for various industrial materials.

Claims (1)

【特許請求の範囲】[Claims] 1 2−ピリジンチオール−1−オキシドまたは
その金属塩と2−(4−チアゾリル)ベンズイミ
ダゾールとを有効成分として含有することを特徴
とする工業用殺菌組成物。
1. An industrial disinfectant composition comprising 2-pyridinethiol-1-oxide or a metal salt thereof and 2-(4-thiazolyl)benzimidazole as active ingredients.
JP62028920A 1987-02-10 1987-02-10 Industrial germicide composition Granted JPS63196502A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP62028920A JPS63196502A (en) 1987-02-10 1987-02-10 Industrial germicide composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP62028920A JPS63196502A (en) 1987-02-10 1987-02-10 Industrial germicide composition

Publications (2)

Publication Number Publication Date
JPS63196502A JPS63196502A (en) 1988-08-15
JPH0351684B2 true JPH0351684B2 (en) 1991-08-07

Family

ID=12261835

Family Applications (1)

Application Number Title Priority Date Filing Date
JP62028920A Granted JPS63196502A (en) 1987-02-10 1987-02-10 Industrial germicide composition

Country Status (1)

Country Link
JP (1) JPS63196502A (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5057153A (en) * 1990-05-03 1991-10-15 Olin Corporation Paint containing high levels of a pyrithione salt plus a copper salt
JP4545909B2 (en) * 2000-09-21 2010-09-15 王子キノクロス株式会社 Nonwoven fabric for hand towels having antibacterial properties and method for producing the same
EP1779727A4 (en) * 2004-07-13 2010-08-04 Idemitsu Technofine Co Ltd Antibacterial composition, antibacterial molding, solution containing antibacterial composition, detergent, surface of tatami mat and tatami mat

Also Published As

Publication number Publication date
JPS63196502A (en) 1988-08-15

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