JPH01213207A - Microorganism controlling and treating agent - Google Patents

Microorganism controlling and treating agent

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Publication number
JPH01213207A
JPH01213207A JP3651288A JP3651288A JPH01213207A JP H01213207 A JPH01213207 A JP H01213207A JP 3651288 A JP3651288 A JP 3651288A JP 3651288 A JP3651288 A JP 3651288A JP H01213207 A JPH01213207 A JP H01213207A
Authority
JP
Japan
Prior art keywords
addition salt
formula
treating agent
alkyl
aqueous solution
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
Application number
JP3651288A
Other languages
Japanese (ja)
Inventor
Kenji Tsuda
津田 健治
Kunio Sugawara
菅原 邦雄
Masako Yamamoto
山本 雅子
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.)
Daicel Corp
Original Assignee
Daicel Chemical Industries 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 Daicel Chemical Industries Ltd filed Critical Daicel Chemical Industries Ltd
Priority to JP3651288A priority Critical patent/JPH01213207A/en
Publication of JPH01213207A publication Critical patent/JPH01213207A/en
Pending legal-status Critical Current

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Abstract

PURPOSE:To obtain a microorganism controlling and treating agent having excellent storage stability, not corroding metals, not causing problems even in use with a chemical deodorant, comprising an aqueous solution of an addition salt made from a tertiary amine and a phosphoric ester. CONSTITUTION:Equimolar amounts of an alkyldiamine shown by formula I (R1 is 8-18C alkyl) and a compound shown by formula II (R3 is 1-4C alkyl; R4 is H or 1-4C alkyl) are blended in a solventless state, heat is generated, the reaction system is maintained at a given reaction time for a fixed time (20min-2hr) to prepare an acid addition salt. An aqueous solution containing 0.01-2.0wt.% of the acid addition salt is prepared. The prepared treating agent is useful for providing microorganism controlling effects by application to waste such as garbage.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は、制菌処理剤、とくに厨芥などの廃棄物に撒布
し、制菌効果を付与するための制菌処理剤に間する。
DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a bacteriostatic treatment agent, particularly to a bacteriostatic treatment agent that is applied to waste such as kitchen waste to impart a bacteriostatic effect.

〔従来の技術〕[Conventional technology]

家庭或いは産業において発生する廃棄物は微生物が増殖
し易い温床であり、微生物の発生による分解物からの臭
気が問題となると共に、これらの廃棄物を処理する作業
者を産業疾病から保護し、処理設備、搬送機器なども衛
生的に保持しなければならないという問題がある。
Waste generated at home or in industry is a breeding ground for microorganisms to proliferate, and odors from decomposed products caused by microorganisms are a problem, as well as measures to protect workers who process these wastes from industrial diseases and to ensure proper treatment. There is also the problem that equipment, transport equipment, etc. must be maintained in a sanitary manner.

従来、廃棄物の制菌処理剤としては二酸化塩素、次亜塩
素酸塩、グリオキザール、グルタルアルデヒドなどが提
案されているが、これらの制菌剤は貯蔵安定性が悪い、
機器が腐食し易い等の問題がある。
Conventionally, chlorine dioxide, hypochlorite, glyoxal, glutaraldehyde, etc. have been proposed as antibacterial treatment agents for waste, but these antibacterial agents have poor storage stability.
There are problems such as equipment being easily corroded.

また、特に消臭効果を増大するなめに制菌処理剤にアル
ミニウムまたは亜鉛の硫酸塩等の化学消臭剤と併用する
ことが有効であるが、これらの化学消臭剤と併用すると
相互作用によって消臭効果および制菌効果が減少するか
、または貯蔵安定性が低下するという問題があった。
In addition, it is especially effective to use a chemical deodorizer such as aluminum or zinc sulfate with an antibacterial treatment agent to increase the deodorizing effect; however, when used in combination with these chemical deodorants, the There have been problems in that the deodorizing effect and antibacterial effect are reduced, or the storage stability is reduced.

〔発明が解決しようとする課題〕[Problem to be solved by the invention]

金属を腐食させず、貯蔵安定性が高く、且つ化学消臭剤
と併用しても問題のない制菌剤が要求されている0本発
明の目的はかかる制菌剤を提供するにある。
There is a need for a bacteriostatic agent that does not corrode metals, has high storage stability, and does not cause any problems when used in combination with chemical deodorants.An object of the present invention is to provide such a bacteriostatic agent.

〔課題を解決するための手段〕[Means to solve the problem]

上記目的を達成する本発明の制菌処理剤は、下記−数式
(H: (式中、R1は炭素数8〜18のアルキル基である。)
で表わされる3級アミンと下記−数式(■):HOP 
 OR3(n) R4 (式中、R1は炭素数1〜4のアルキル基であり、R4
は水素または炭素数1〜4のアルキル基である。)で表
わされる燐酸エステルとから形成される付加塩の水溶液
からなることを特徴とする。
The antibacterial treatment agent of the present invention that achieves the above object has the following formula (H: (wherein, R1 is an alkyl group having 8 to 18 carbon atoms).
Tertiary amine represented by and the following formula (■): HOP
OR3(n) R4 (wherein, R1 is an alkyl group having 1 to 4 carbon atoms, and R4
is hydrogen or an alkyl group having 1 to 4 carbon atoms. ) is characterized in that it consists of an aqueous solution of an addition salt formed from a phosphoric acid ester represented by:

本発明で使用する3級アミンの燐酸エステルとの付加塩
の具体例としては、オクチルジメチルアミン、デシルジ
メチルアミン、ラウリルジメチルアミン、ミリスチルジ
メチルアミン、バルミチルジメチルアミン、ステアリル
ジメチルアミンの中から選ばれたアルキルジメチルアミ
ンの、モノまたはジメチル燐酸、モノもしくはジエチル
燐酸、モノもしくはジプロピル燐酸またはモノもしくは
ジブチル燐酸の付加塩が挙げられる。なお、燐酸エステ
ルは一般にモノおよびジエステルのそれぞれ単品は入手
し難く、混合エステルとして入手されるが、このような
混合エステルの形態で用いることができる。
Specific examples of the addition salt of a tertiary amine with a phosphoric acid ester used in the present invention are selected from octyldimethylamine, decyldimethylamine, lauryldimethylamine, myristyldimethylamine, valmityldimethylamine, and stearyldimethylamine. Examples include addition salts of mono- or dimethyl phosphoric acid, mono- or diethyl phosphoric acid, mono- or dipropyl phosphoric acid or mono- or dibutyl phosphoric acid of alkyldimethylamines. It should be noted that phosphoric acid esters are generally difficult to obtain individually as mono and diesters, and are obtained as mixed esters, but they can be used in the form of such mixed esters.

本発明で使用する3級アミンの燐酸エステルとの付加塩
は次の方法により容易に得ることができる。すなわち、
アルキルジメチルアミンとモノまたはジアルキル燐酸を
等モルづつ無溶媒で混合し発熱せしめ、一定時間(約2
0分〜2時間)所定反応温度に保持すれば目的物が得ら
れる。アルキルジメチルアミン中のアルキル基の炭素数
が多いほど反応温度は高いことが好ましく、例えば、反
応時間を1時間とした場合上記アルキル基中の炭素数が
8〜12のとき約70℃、14のとき90℃、16〜1
8のとき110〜130℃の各反応温度が好ましい。
The addition salt of a tertiary amine with a phosphoric acid ester used in the present invention can be easily obtained by the following method. That is,
Alkyl dimethylamine and mono- or dialkyl phosphoric acid are mixed in equimolar amounts without a solvent, heated, and heated for a certain period of time (approximately 2
The desired product can be obtained by maintaining the reaction temperature at a predetermined temperature (0 minutes to 2 hours). The higher the number of carbon atoms in the alkyl group in the alkyldimethylamine, the higher the reaction temperature is.For example, when the reaction time is 1 hour, when the number of carbon atoms in the alkyl group is 8 to 12, the reaction temperature is about 70°C; When 90℃, 16~1
8, each reaction temperature is preferably 110 to 130°C.

本発明で使用する3級アミンの燐酸エステルとの付加塩
は水に可溶である。従って、この付加塩は水溶液の形態
で制菌処理剤として用いられる。
The addition salt of a tertiary amine with a phosphoric acid ester used in the present invention is soluble in water. Therefore, this addition salt is used as a bacteriostatic treatment agent in the form of an aqueous solution.

水溶液中の付加塩の濃度は使用目的に応じて0.01〜
2.0重量%の範囲で選ばれる0本発明の制菌処理剤を
家庭廃棄物や産業廃棄物の制菌目的に使用するには廃棄
物上に撒布する方法が採られる。
The concentration of addition salt in the aqueous solution varies from 0.01 to 0.01 depending on the purpose of use.
In order to use the antibacterial treatment agent of the present invention selected within the range of 2.0% by weight for the purpose of bacteriostatic treatment of household waste or industrial waste, a method is adopted in which it is sprinkled on the waste.

〔実施例〕〔Example〕

以下、実施例について本発明の制菌処理剤を具体的に説
明する。
Hereinafter, the antibacterial treatment agent of the present invention will be specifically explained with reference to Examples.

3級アミンの燐酸エスールとの・ 塩の ゛告N、N−
ジメチルラウリルアミン(0,1モル)21.3gとリ
ン酸エチル(モノエチルとジエチルとの等モル混合物)
(0,1モル) 13.9gを混合し、撹拌しながら7
0℃で1時間反応させて、N、N−ジメチルラウリルア
ミンのリン酸エチル付加塩を作った。
Salt of tertiary amine with phosphoric acid N, N-
21.3 g of dimethyl laurylamine (0.1 mol) and ethyl phosphate (equimolar mixture of monoethyl and diethyl)
(0.1 mol) Mix 13.9g and add 7 with stirring.
The reaction was carried out at 0° C. for 1 hour to produce an ethyl phosphate addition salt of N,N-dimethyllaurylamine.

の; お    ・ かび・′ ・ 上記N、N−ジメチル−ラウリルアミンの燐酸エチル付
加塩2gをエタノール10社に溶解して原液を得、これ
からエタノールを用いて2倍希釈系列の試料液を調製し
た。
; ・ Mold・' ・ 2 g of the ethyl phosphate addition salt of N,N-dimethyl-laurylamine was dissolved in 10 ethanols to obtain a stock solution, from which a 2-fold dilution series of sample solutions was prepared using ethanol. .

試料液0.5社を滅菌済シャーレに分注後、滅菌して約
50℃に保ったトリプトソーヤ寒天培地(日本製) 9
.5mlを分注し、均一に混合し固化させて、抗菌活性
測定用の平板とした。
After dispensing 0.5 sample solution into a sterilized petri dish, sterilize and keep at about 50°C Trypto Soya agar medium (made in Japan) 9
.. 5 ml was dispensed, mixed uniformly, and solidified to form a flat plate for antibacterial activity measurement.

また、別に、試料液0.5++++l!を滅菌済シャー
レに分注後、滅菌して約50℃に保ったポテトデキスト
ロース寒天培地(日永製) 9.5a+/を分注し、均
一に混合し、固化させて、抗かび活性測定用の平板とし
た。
Separately, the sample solution is 0.5++++l! After dispensing into a sterilized Petri dish, sterilized potato dextrose agar medium (manufactured by Hinaga) 9.5a+/ kept at approximately 50°C was dispensed, mixed uniformly, solidified, and used for antifungal activity measurement. It was made into a flat plate.

滅菌後の生理食塩水4mlに試験菌のスラントから3白
金耳移植し、よく分散させることによって、抗菌活性測
定用接種液を調製した。
An inoculum solution for antibacterial activity measurement was prepared by transplanting three platinum loops of the test bacteria from the slant into 4 ml of sterilized physiological saline and thoroughly dispersing them.

また、滅菌済みの0.005%スルホコハク酸ジオクチ
ルナトリウム添加水5mlを試験菌のスラントに注ぎ、
胞子を分散させた。ガーゼを用いて胞子分散液を濾過し
、抗かび活性測定用接種液とした。
In addition, 5 ml of sterilized water containing 0.005% dioctyl sodium sulfosuccinate was poured into the slant of the test bacteria.
The spores were dispersed. The spore dispersion liquid was filtered using gauze and used as an inoculum liquid for measuring antifungal activity.

使用菌株は以下のとおりであった。The bacterial strains used were as follows.

黄色ブドウ球菌(Staphylococcus au
reus FD^209p)枯草菌(Bacillus
 5ubtilis IFO3(107)大腸菌(Es
cherichia coli IFO3301)緑膿
菌(Pseudomonas aeruginosa 
IFO3445)黒こうじかび(^spergillu
s niger ATCC6275)オーレオバシジウ
ム プルランス(^ureobasidiun+pul
lulans) 作成した平板に白金耳を用いて接種液を接種した。
Staphylococcus aureus
reus FD^209p) Bacillus subtilis
5ubtilis IFO3 (107) Escherichia coli (Es
cherichia coli IFO3301) Pseudomonas aeruginosa
IFO3445) Black Koji mold (^spergillus)
s niger ATCC6275) Aureobasidium pullulans
lulans) The prepared plate was inoculated with the inoculum solution using a platinum loop.

細菌を接種した平板は37℃で48時間、かびを接種し
た平板は30℃で7日間培養後、それぞれ菌の生育の有
無を観察した。観察結果は、菌の生育がみられない最低
濃度すなわち最小生育阻止濃度(MIC>として評価し
た。結果は以下のとおりであった。
The plates inoculated with bacteria were cultured at 37°C for 48 hours, and the plates inoculated with mold were cultured at 30°C for 7 days, and then the presence or absence of bacterial growth was observed. The observation results were evaluated as the lowest concentration at which no bacterial growth was observed, that is, the minimum growth inhibitory concentration (MIC>).The results were as follows.

(1)抗菌活性(MIC1μg/mZ)ダラム陽性菌 黄色ブドウ球菌    MIC≦39 枯草菌        MIC≦39 グラム陰性菌 大腸菌      78<MIC≦156緑膿菌   
   313<NIC≦625(2)抗かび活性(MI
C1AZg/m1)黒こうじカビ    156<MI
C≦625オーレオバシジウム プルランス 39<MIC≦78 、  理 の応用 下記組成の消臭液にN、N−ジメチルラウリルアミンの
リン酸エチル(モノ−、ジエチルの混合物)付加塩が1
重量%になるように調合した。
(1) Antibacterial activity (MIC1 μg/mZ) Durham-positive bacteria Staphylococcus aureus MIC≦39 Bacillus subtilis MIC≦39 Gram-negative bacteria Escherichia coli 78<MIC≦156 Pseudomonas aeruginosa
313<NIC≦625 (2) Antifungal activity (MI
C1AZg/m1) Black Koji mold 156<MI
C≦625 Aureobasidium pullulans 39<MIC≦78, Application of theory Addition salt of ethyl phosphate (mixture of mono- and diethyl) of N,N-dimethyllaurylamine to a deodorizing liquid having the following composition.
It was blended in such a way that it was % by weight.

消臭液の組成 硫酸亜鉛・7H202,0重量部 クエン酸ナトリウム・2H205,6n硫酸アルミニウ
ム27%水溶液  15.2 77K 2C0,3,4
ツノ この調合液は沈殿を生ぜず、透明であった。この調合液
を20倍希釈した液は緑膿菌、大腸菌、黄色ブドウ球菌
に対して抗菌作用を維持していた。
Composition of deodorant liquid Zinc sulfate, 7H202,0 parts by weight Sodium citrate, 2H205,6n Aluminum sulfate 27% aqueous solution 15.2 77K 2C0,3,4
This mixture did not form a precipitate and was transparent. A 20-fold dilution of this preparation maintained antibacterial activity against Pseudomonas aeruginosa, Escherichia coli, and Staphylococcus aureus.

この調合液の20倍希釈液を厨芥に散布した結果、N、
N−ジメチルラウリルアミンのリン酸エチル付加塩を含
まない上記組成の消臭液の20倍希釈液と同等の消臭効
果を維持していた。
As a result of spraying a 20-fold diluted solution of this mixture on kitchen waste, N,
It maintained the same deodorizing effect as a 20-fold dilution of the deodorizing liquid having the above composition that does not contain the ethyl phosphate addition salt of N-dimethyllaurylamine.

〔発明の効果〕〔Effect of the invention〕

本発明の制菌処理剤は、貯蔵安定性がよく、金属を腐食
させず、且つ硫酸アルミニウムおよび硫酸亜鉛等の化学
消臭剤と併用しても消臭効果および制菌効果が相殺され
ることがない。
The antibacterial treatment agent of the present invention has good storage stability, does not corrode metals, and even when used in combination with chemical deodorizers such as aluminum sulfate and zinc sulfate, the deodorizing and antibacterial effects are offset. There is no.

Claims (1)

【特許請求の範囲】[Claims] (1)下記一般式( I ): ▲数式、化学式、表等があります▼( I ) (式中、R_1は炭素数8〜18のアルキル基である。 )で表わされる3級アミンと下記一般式(II):▲数式
、化学式、表等があります▼(II) (式中、R_3は炭素数1〜4のアルキル基であり、R
_4は水素または炭素数1〜4のアルキル基である。)
で表わされる燐酸エステルとから形成される付加塩の水
溶液からなることを特徴とする制菌処理剤。
(1) The following general formula (I): ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) (In the formula, R_1 is an alkyl group having 8 to 18 carbon atoms.) Tertiary amine represented by the following general formula Formula (II): ▲There are mathematical formulas, chemical formulas, tables, etc.▼(II) (In the formula, R_3 is an alkyl group having 1 to 4 carbon atoms, and R
_4 is hydrogen or an alkyl group having 1 to 4 carbon atoms. )
An antibacterial treatment agent comprising an aqueous solution of an addition salt formed from a phosphoric acid ester represented by:
JP3651288A 1988-02-20 1988-02-20 Microorganism controlling and treating agent Pending JPH01213207A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP3651288A JPH01213207A (en) 1988-02-20 1988-02-20 Microorganism controlling and treating agent

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP3651288A JPH01213207A (en) 1988-02-20 1988-02-20 Microorganism controlling and treating agent

Publications (1)

Publication Number Publication Date
JPH01213207A true JPH01213207A (en) 1989-08-28

Family

ID=12471884

Family Applications (1)

Application Number Title Priority Date Filing Date
JP3651288A Pending JPH01213207A (en) 1988-02-20 1988-02-20 Microorganism controlling and treating agent

Country Status (1)

Country Link
JP (1) JPH01213207A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999000012A2 (en) * 1997-06-27 1999-01-07 Monsanto Company Process and compositions promoting biological effectiveness of exogenous chemical substances in plants

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999000012A2 (en) * 1997-06-27 1999-01-07 Monsanto Company Process and compositions promoting biological effectiveness of exogenous chemical substances in plants
WO1999000012A3 (en) * 1997-06-27 1999-03-25 Monsanto Co Process and compositions promoting biological effectiveness of exogenous chemical substances in plants

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