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JPS5934681B2 - microbial inhibitor - Google Patents
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JPS5934681B2 - microbial inhibitor - Google Patents

microbial inhibitor

Info

Publication number
JPS5934681B2
JPS5934681B2 JP6538575A JP6538575A JPS5934681B2 JP S5934681 B2 JPS5934681 B2 JP S5934681B2 JP 6538575 A JP6538575 A JP 6538575A JP 6538575 A JP6538575 A JP 6538575A JP S5934681 B2 JPS5934681 B2 JP S5934681B2
Authority
JP
Japan
Prior art keywords
mold
present
microbial inhibitor
observed
octagenyl
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
Application number
JP6538575A
Other languages
Japanese (ja)
Other versions
JPS51142531A (en
Inventor
聡 榎本
嘉男 大村
尚之 和田
豊 向田
幹郎 谷中
仁 滝田
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.)
Kureha Corp
Original Assignee
Kureha Corp
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 Kureha Corp filed Critical Kureha Corp
Priority to JP6538575A priority Critical patent/JPS5934681B2/en
Publication of JPS51142531A publication Critical patent/JPS51142531A/en
Publication of JPS5934681B2 publication Critical patent/JPS5934681B2/en
Expired legal-status Critical Current

Links

Landscapes

  • Cosmetics (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Food Preservation Except Freezing, Refrigeration, And Drying (AREA)

Description

【発明の詳細な説明】 本発明は食品又は其の他の資材の新規な微生物抑制剤に
係るものである。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a novel microbial inhibitor for foods or other materials.

一般に食品又はその他の資材、例えば塗料、化粧品など
の微生物による悪質の影響は極めて大きく、このためそ
の防止方法がつとに望まれている。
In general, the harmful effects of microorganisms on foods or other materials, such as paints and cosmetics, are extremely large, and therefore methods for preventing them are highly desired.

この防止法としては理論上無菌状態に保つ事が正しいが
現実的には全く不可能な事であり、従つて殺菌剤、殺カ
ビ剤による簡易な方法で防止する事が現実的には好まし
い方法となる。
Theoretically, the correct way to prevent this is to maintain it in a sterile state, but in reality this is completely impossible.Therefore, the preferred method is to use simple methods such as disinfectants and fungicides. becomes.

併しながら従来の殺カビ剤、殺菌剤は効果の変動性、毒
性などにおいて欠点のあるものが多かった。
However, many conventional fungicides and fungicides have drawbacks such as variability in effectiveness and toxicity.

例えばソルビン酸はpHの変動によって、その効果が2
0係にも低下し、そのため最適状態での使用しか実用的
でなく従って使用範囲が制限せられる。
For example, the effect of sorbic acid can be reduced by changing the pH.
Therefore, it is only practical to use it in the optimum condition, and the range of use is therefore limited.

又食品防腐剤として最も有効なニトロフラン誘導体、特
にフリールフラマイドは毒性が強く、極く微量の添加し
か有用性がなかった。
Furthermore, nitrofuran derivatives, particularly freelfuramide, which are the most effective food preservatives, are highly toxic and are useful only when added in extremely small amounts.

又ペンタクロルフェノールなどは塗料の防カビ剤として
有効であるが、毒性が強くまた残溜蓄積性も犬なるため
、環境汚染の原因となり好ましくない。
Although pentachlorophenol and the like are effective as antifungal agents for paints, they are highly toxic and have a tendency to accumulate residue, so they are undesirable as they cause environmental pollution.

本発明は上記の従来品の欠点を克服した有用な化合物を
提供する事に係るものである。
The present invention is directed to providing useful compounds that overcome the drawbacks of the conventional products mentioned above.

即ち下記構造式で示され礼 2・7−シメチルー1・7−オクタジェニル−3−オー
ル 即ちこの化合物を有効成分とする微生物抑制剤に係るも
のである。
That is, it relates to a microbial inhibitor containing 2,7-dimethyl-1,7-octagenyl-3-ol, a compound represented by the following structural formula, as an active ingredient.

本発明に係る物質は従来品と異り、毒性が少く、使用状
態でのpH弯動による効果の低下性がなく、残溜蓄積性
も少ない化合物である。
Unlike conventional products, the substance according to the present invention is a compound that is less toxic, has no tendency to reduce its effectiveness due to pH fluctuations during use, and has less tendency to accumulate residue.

2・7−シメチルー1・7−オクタジェニル−3−オー
ルはホスフィン類を配位子としたバラジュウム系触媒を
用い、イソプレンを炭酸ガスと水の存在下で溶剤系又は
エマルジョン系で反応せしめる事により製造する事が出
来る。
2,7-dimethyl-1,7-octagenyl-3-ol is produced by reacting isoprene in the presence of carbon dioxide gas and water in a solvent system or an emulsion system using a baradium catalyst with phosphines as ligands. I can do it.

この物質は下記物性を有する。沸点96〜99℃/10
#H,!i+ 17.5 屈折率 ”D 1.4709 本発明物質の急性毒性は、マウス経口投与でL D5o
7 、!i’ /に9以上を示すことかられかるように
ソルビン酸と同様であり、加うるにpHによる効果の変
動も少い。
This substance has the following physical properties. Boiling point 96-99℃/10
#H,! i+ 17.5 Refractive index "D 1.4709 The acute toxicity of the substance of the present invention is LD5o after oral administration to mice.
7,! It is similar to sorbic acid as it shows an i'/ of 9 or more, and in addition, its effect varies little depending on pH.

従って果汁、乳製品などの食品、化粧品、ペイントなど
に11500〜1 / 2000添加する事によりすぐ
れた効果を与える事が示された。
Therefore, it has been shown that adding 11,500 to 1/2,000 to foods such as fruit juices and dairy products, cosmetics, and paints provides excellent effects.

以下実施例につき説明する。Examples will be explained below.

実施例 1 本発明に係る2・7−シメチルー1・7−オクタジェニ
ル−3−オール及び対照ソルビン酸の50%グリセリン
水溶液を作成した。
Example 1 A 50% aqueous glycerin solution of 2,7-dimethyl-1,7-octagenyl-3-ol according to the present invention and a control sorbic acid was prepared.

次に供試菌として大腸菌(Escherichia c
oli)、黄色ブドウ球菌(Staphylococc
us aureus)、枯草菌(Bacillussu
btills )、パン酵母(Saccharomyc
escerevisae )、黒カビ(Aspergi
llus niger )、青カビ(Penicill
ium chrysogenum)を選択した。
Next, Escherichia c.
oli), Staphylococcus aureus
us aureus), Bacillus subtilis
btills), baker's yeast (Saccharomyc
escerevisae), black mold (Aspergi
llus niger), blue mold (Penicill)
Chrysogenum) was selected.

次に細菌用の培地としては普通寒天培地pH7,0、酵
母カビ用の培地としてはバレイショー葡萄糖−寒天培地
pH7,0とし、培地中の試料濃度を1000.500
,250,125,62.5μg/mlとなる様に寒天
平板を作成した。
Next, the medium for bacteria is ordinary agar medium pH 7.0, and the medium for yeast mold is potato grape sugar-agar medium pH 7.0, and the sample concentration in the medium is 1000.500.
, 250, 125, and 62.5 μg/ml.

次にこれらに上記の供試菌を夫々接種し、細菌は37℃
、2日間、酵母及びカビ類は25℃、5日間培養し生育
の有無を観察した。
Next, each of the above test bacteria was inoculated into these, and the bacteria were incubated at 37°C.
The yeast and mold were cultured at 25° C. for 5 days, and the presence or absence of growth was observed.

本試験結果を第1表に示す。The results of this test are shown in Table 1.

上表より明らかな如く本発明物質は菌類に関してはソル
ビン酸と同等であるが、黒カビ、青カビ類に対してはソ
ルビン酸よりもすぐれた結果が得られた。
As is clear from the above table, the substance of the present invention was equivalent to sorbic acid with respect to fungi, but superior results than sorbic acid were obtained against black mold and blue mold.

実施例 2 バニシングクリーム(ステアリン酸120、ビーズワッ
クス4.0、流動パラフィン6.0、界面活性剤4.0
、ラノリン1.0、グリセリン5.0.トリエタノール
アミン0.3、水67.7部)に2・7−ジメチ)V−
1・7−オクタジェニル−3−オールを0.2 %添加
したもの、無添加のものに青カビの胞子を接種し、27
℃、1ケ月放置した。
Example 2 Vanishing cream (stearic acid 120, beeswax 4.0, liquid paraffin 6.0, surfactant 4.0
, lanolin 1.0, glycerin 5.0. (0.3 parts of triethanolamine, 67.7 parts of water) and 2,7-dimethy)V-
Blue mold spores were inoculated into those containing 0.2% of 1,7-octagenyl-3-ol and those containing no additive.
℃ for one month.

その結果は本化合物添加ものにはカビの発育は認められ
なかったが、無添加のものは旺盛なカビの発育が認めら
れた。
As a result, no mold growth was observed in the product to which this compound was added, but active mold growth was observed in the product without the additive.

実施例 3 油性ペイント(日本ペイント■製、酢酸ビニル樹脂エマ
ルジョン)に本発明化合物0.1%を添加し、これを2
0べ厚さ0.9%に耐水ベニヤ合板に塗布し、27℃、
湿度80%の恒温室に放置しカビの発生を調べた。
Example 3 0.1% of the compound of the present invention was added to an oil-based paint (manufactured by Nippon Paint ■, vinyl acetate resin emulsion), and this was
Coated on water-resistant veneer plywood to a thickness of 0.9% and heated at 27°C.
The samples were left in a constant temperature room with a humidity of 80% and examined for mold growth.

その結果は第2表に示す如く本発明の優秀さが示された
The results, as shown in Table 2, demonstrate the superiority of the present invention.

夏みかんマーマレードを常法により作製し、製造最終工
程(糖度調整工程)終了時に2・7−シメチルー1・7
−オクタジェニル−3−オールを製品重量に対して0.
2%添加さ、均一に攪拌した。
Summer mandarin marmalade is made by a conventional method, and at the end of the final manufacturing process (sugar content adjustment process), 2,7-dimethyl-1,7
-Octagenyl-3-ol at 0.0% relative to the weight of the product.
2% was added and stirred uniformly.

一方本化合物無添加の製品を作製し、これらの2種類の
製品に対して青カビ(Penicilliumchry
sogenum )の胞子を同一条件にて多量に接種し
、25℃で30日間放置した。
On the other hand, we produced products without the addition of this compound, and tested these two products with blue mold (Penicillium chry).
sogenum) spores were inoculated in large quantities under the same conditions and left at 25°C for 30 days.

その結果、本化合物0.2%添加製品では何ら菌の発育
は認められなかったが、無添加対照製品では6日目に菌
糸の発生が認められ、100日目胞子の着生が認められ
た。
As a result, no growth of bacteria was observed in the product containing 0.2% of this compound, but in the non-additive control product, the growth of mycelia was observed on the 6th day, and the settlement of spores was observed on the 100th day. .

これから本発明がすぐれていることは明瞭である。It is clear from this that the present invention is superior.

Claims (1)

【特許請求の範囲】[Claims] 12・7−シメチルー1・7−オクタジェニル−3−オ
ールを有効成分とすることを特徴とする微生物抑制剤。
A microbial inhibitor characterized by containing 12,7-dimethyl-1,7-octagenyl-3-ol as an active ingredient.
JP6538575A 1975-06-02 1975-06-02 microbial inhibitor Expired JPS5934681B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP6538575A JPS5934681B2 (en) 1975-06-02 1975-06-02 microbial inhibitor

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP6538575A JPS5934681B2 (en) 1975-06-02 1975-06-02 microbial inhibitor

Publications (2)

Publication Number Publication Date
JPS51142531A JPS51142531A (en) 1976-12-08
JPS5934681B2 true JPS5934681B2 (en) 1984-08-24

Family

ID=13285454

Family Applications (1)

Application Number Title Priority Date Filing Date
JP6538575A Expired JPS5934681B2 (en) 1975-06-02 1975-06-02 microbial inhibitor

Country Status (1)

Country Link
JP (1) JPS5934681B2 (en)

Also Published As

Publication number Publication date
JPS51142531A (en) 1976-12-08

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